data_global _audit_creation_date "14-04-24" _audit_creation_method CRYSTALS_ver_14.40 _oxford_structure_analysis_title 'pb222 in P 1 21 1' _chemical_name_systematic ? _chemical_melting_point ? #looking for refcif # Check this file using the IUCr facility at: # http://checkcif.iucr.org/ # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. _publ_contact_letter ; Please consider this CIF submission for publication as a Short Format Paper in Acta Crystallographica E. ; _publ_contact_author_name 'Anthony Other' _publ_contact_author_address ; Chemical Crystallography Laboratory, Department of Chemistry, University of Nowhere, Nowhere, NO1 4T, UK. ; _publ_contact_author_phone '+44 1865 000000' _publ_contact_author_fax '+44 1865 000000' _publ_contact_author_email 'a.n.other@chem.no.ac.uk' _publ_requested_journal 'Section E' _publ_requested_category EO # choose from: FI FM FO CI CM CO AD _publ_requested_coeditor_name 'Prof William Clegg' _publ_section_title # Title of paper - generally just the systematic or trivial name ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Other, Anthony N.' # Author 1 ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; 'Else, S. O.' # Author 2 ; ? # Address 2 ; ; ? # Footnote 2 ; _publ_section_abstract # Text of the abstract # (a) The Abstract must be self-contained and comprehensible # without the rest of the paper. This means no references # to atom names or to compound numbers; compounds must be # identified as the title compound, or by name or by some other # means such as derivatives of each other (e.g. "the # corresponding ketone"). # (b) The chemical formula of "the title compound" must be given. # (c) Any crystallographic molecular symmetry should be # mentioned, and also the presence of more than one molecule # in the asymmetric unit (i.e. anything other than Z'=1). ; ? ; _publ_section_related_literature # Not in version 2.3.1 ############################################################### # Essential references (e.g. to the origin of the material studied, related # structural studies, and to information supporting the reported structure) # should be cited in this section, with appropriate very brief explanatory # text, for example `The synthesis of the complex is described by Jones # (2001). The anhydrous complex has essentially the same coordination # geometry (Smith, 2003).' In addition, all references included in the # supplementary materials, but not elsewhere in the published article, # should be given here. The simple text `For related literature, see:...' # may be used, but further details should be provided in the Comment # section, which forms part of the supplementary material. ############################################################### ; ? ; _publ_section_comment # Text of the paper # Note that atoms are referenced as N2, not N(2) or N~2~ # If text containing () occur within (), the outer ones should be [] # Figures should be referenced as Fig. ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures - Start each caption on a new line after a blank line ; Fig. 1. The title compound with displacement ellipsoids drawn at the 50% probability level. H atoms are shown as spheres of arbitary radius. ; _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:nnn) reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints (Cooper et al, 2010). Cooper, R. I., Thompson, A. L. & Watkin, D. J. (2010). J. Appl. Cryst. 43, 1100-1107. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # data_1 _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 10.1525(5) _cell_length_b 15.9444(7) _cell_length_c 10.9061(5) _cell_angle_alpha 90 _cell_angle_beta 110.670(5) _cell_angle_gamma 90 _cell_volume 1651.79(14) _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P 1 21 1 ' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,y+1/2,-z' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C30 H40 F3 N2 Ni1 O2 P2 S1 # Dc = 1.35 Fooo = 712.00 Mu = 7.93 M = 670.38 # Found Formula = C30 H45 F3 N2 Ni1 O2 P2 S1 # Dc = 1.36 FOOO = 712.00 Mu = 7.94 M = 675.42 _chemical_formula_sum 'C30 H45 F3 N2 Ni1 O2 P2 S1' _chemical_formula_moiety 'C30 H45 F3 N2 Ni1 O2 P2 S1' _chemical_compound_source ? _chemical_formula_weight 675.42 _cell_measurement_reflns_used 5639 _cell_measurement_theta_min 3.6260 _cell_measurement_theta_max 28.7210 _cell_measurement_temperature 150 _exptl_crystal_description 'block' _exptl_crystal_colour 'yellow' _exptl_crystal_size_min 0.172 _exptl_crystal_size_mid 0.255 _exptl_crystal_size_max 0.345 _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.794 # Sheldrick geometric approximatio 0.82 0.87 _exptl_absorpt_correction_T_min 0.846 _exptl_absorpt_correction_T_max 0.910 _exptl_absorpt_correction_type 'analytical' _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Mova (Mo) X-ray Source' _diffrn_radiation_monochromator 'mirror' _diffrn_measurement_device_type 'Xcalibur, Eos, Nova' _diffrn_detector_area_resol_mean 15.9897 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 16282 _reflns_number_total 7365 _diffrn_reflns_av_R_equivalents 0.080 # Number of reflections without Friedels Law is 7365 # Number of reflections with Friedels Law is 4164 # Theoretical number of reflections is about 4720 _diffrn_reflns_theta_min 3.243 _diffrn_reflns_theta_max 29.772 _diffrn_measured_fraction_theta_max 0.855 _diffrn_reflns_theta_full 26.571 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _reflns_limit_h_min -13 _reflns_limit_h_max 12 _reflns_limit_k_min -21 _reflns_limit_k_max 20 _reflns_limit_l_min 0 _reflns_limit_l_max 14 _oxford_diffrn_Wilson_B_factor 1.91 _oxford_diffrn_Wilson_scale 0.25 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -1.81 _refine_diff_density_max 2.41 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 7365 _refine_ls_number_restraints 1 _refine_ls_number_parameters 371 _oxford_refine_ls_R_factor_ref 0.0835 _refine_ls_wR_factor_ref 0.1157 _refine_ls_goodness_of_fit_ref 0.9904 _refine_ls_shift/su_max 0.0001340 _refine_ls_shift/su_mean 0.0000304 # The values computed with all filters except I/sigma _oxford_reflns_number_all 7365 _refine_ls_R_factor_all 0.0835 _refine_ls_wR_factor_all 0.1157 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5943 _refine_ls_R_factor_gt 0.0695 _refine_ls_wR_factor_gt 0.1057 _refine_ls_abs_structure_Flack 0.03(2) _refine_ls_abs_structure_details 'Flack (1983), 3201 Friedel-pairs' # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration 'ad' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr #undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 227. 285. 102. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Grazia, A., Moliterni, G., Polidori, G. & Spagna, R. (1999). J. App. Cryst. 32, 115-119. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Flack, H. D. (1983). Acta Cryst. A39, 876-881. Oxford Diffraction, (2010). CrysAlisPro. Oxford Diffraction, (2010). Supernova User Manual. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Ni1 Ni 0.59836(8) 0.49997(9) 0.33138(6) 0.0278 1.0000 Uani . . . . . . P2 P 0.48315(14) 0.49305(13) 0.11874(11) 0.0211 1.0000 Uani . . . . . . N2 N 0.3912(5) 0.4073(3) 0.0622(4) 0.0231 1.0000 Uani . . . . . . C4 C 0.2948(8) 0.3933(5) -0.0740(6) 0.0320 1.0000 Uani . . . . . . C5 C 0.3049(8) 0.3027(4) -0.1109(6) 0.0437 1.0000 Uani . . . . . . H51 H 0.2505 0.2935 -0.2019 0.0661 1.0000 Uiso R . . . . . H53 H 0.2682 0.2687 -0.0586 0.0658 1.0000 Uiso R . . . . . H52 H 0.4013 0.2885 -0.0952 0.0659 1.0000 Uiso R . . . . . C6 C 0.1457(7) 0.4184(5) -0.0927(6) 0.0469 1.0000 Uani . . . . . . H63 H 0.0873 0.4106 -0.1826 0.0700 1.0000 Uiso R . . . . . H62 H 0.1400 0.4763 -0.0711 0.0696 1.0000 Uiso R . . . . . H61 H 0.1081 0.3836 -0.0394 0.0700 1.0000 Uiso R . . . . . H41 H 0.3269 0.4280 -0.1324 0.0376 1.0000 Uiso R . . . . . H2 H 0.3533 0.3913 0.1165 0.0278 1.0000 Uiso R . . . . . C7 C 0.3597(7) 0.5818(4) 0.0728(6) 0.0264 1.0000 Uani . . . . . . C8 C 0.3064(8) 0.6151(4) -0.0527(7) 0.0355 1.0000 Uani . . . . . . C9 C 0.1987(8) 0.6725(5) -0.0836(7) 0.0447 1.0000 Uani . . . . . . C10 C 0.1413(8) 0.6976(5) 0.0080(8) 0.0496 1.0000 Uani . . . . . . C11 C 0.1945(9) 0.6666(6) 0.1321(8) 0.0551 1.0000 Uani . . . . . . C12 C 0.3038(7) 0.6078(5) 0.1649(6) 0.0398 1.0000 Uani . . . . . . H121 H 0.3385 0.5869 0.2502 0.0478 1.0000 Uiso R . . . . . H111 H 0.1579 0.6847 0.1949 0.0658 1.0000 Uiso R . . . . . H101 H 0.0675 0.7356 -0.0150 0.0587 1.0000 Uiso R . . . . . H91 H 0.1636 0.6937 -0.1684 0.0541 1.0000 Uiso R . . . . . H81 H 0.3444 0.5989 -0.1161 0.0425 1.0000 Uiso R . . . . . C13 C 0.5922(5) 0.5027(5) 0.0171(4) 0.0249 1.0000 Uani . . . . . . C14 C 0.6601(7) 0.4305(5) -0.0029(6) 0.0352 1.0000 Uani . . . . . . C15 C 0.7571(8) 0.4352(6) -0.0637(7) 0.0467 1.0000 Uani . . . . . . C16 C 0.7875(7) 0.5099(6) -0.1082(6) 0.0457 1.0000 Uani . . . . . . C17 C 0.7209(8) 0.5813(5) -0.0918(7) 0.0422 1.0000 Uani . . . . . . C18 C 0.6225(7) 0.5768(5) -0.0288(6) 0.0334 1.0000 Uani . . . . . . H181 H 0.5779 0.6248 -0.0175 0.0399 1.0000 Uiso R . . . . . H171 H 0.7402 0.6319 -0.1218 0.0507 1.0000 Uiso R . . . . . H161 H 0.8524 0.5130 -0.1491 0.0550 1.0000 Uiso R . . . . . H151 H 0.8012 0.3866 -0.0763 0.0557 1.0000 Uiso R . . . . . H141 H 0.6370 0.3794 0.0222 0.0417 1.0000 Uiso R . . . . . P1 P 0.50558(16) 0.39780(12) 0.41253(13) 0.0222 1.0000 Uani . . . . . . N1 N 0.3399(5) 0.3836(3) 0.3124(4) 0.0269 1.0000 Uani . . . . . . S1 S 0.23348(17) 0.31320(12) 0.29234(15) 0.0294 1.0000 Uani . . . . . . O1 O 0.1808(5) 0.2851(3) 0.1584(5) 0.0445 1.0000 Uani . . . . . . O2 O 0.2620(6) 0.2507(4) 0.3900(6) 0.0593 1.0000 Uani . . . . . . C24 C 0.0794(8) 0.3702(5) 0.3022(7) 0.0458 1.0000 Uani . . . . . . F25 F 0.1058(5) 0.4003(4) 0.4215(5) 0.0781 1.0000 Uani . . . . . . F26 F -0.0302(5) 0.3206(3) 0.2751(5) 0.0736 1.0000 Uani . . . . . . F27 F 0.0466(5) 0.4337(3) 0.2190(5) 0.0701 1.0000 Uani . . . . . . C28 C 0.5915(7) 0.2947(4) 0.4317(6) 0.0361 1.0000 Uani . . . . . . C29 C 0.7351(9) 0.2926(6) 0.5368(8) 0.0691 1.0000 Uani . . . . . . H293 H 0.7663 0.2347 0.5532 0.1039 1.0000 Uiso R . . . . . H291 H 0.7318 0.3171 0.6164 0.1038 1.0000 Uiso R . . . . . H292 H 0.7994 0.3233 0.5050 0.1039 1.0000 Uiso R . . . . . C30 C 0.5993(10) 0.2633(5) 0.3025(7) 0.0565 1.0000 Uani . . . . . . H301 H 0.6439 0.2097 0.3139 0.0850 1.0000 Uiso R . . . . . H303 H 0.6535 0.3021 0.2733 0.0847 1.0000 Uiso R . . . . . H302 H 0.5066 0.2599 0.2385 0.0849 1.0000 Uiso R . . . . . H281 H 0.5341 0.2542 0.4585 0.0427 1.0000 Uiso R . . . . . C31 C 0.5034(7) 0.4224(4) 0.5765(5) 0.0319 1.0000 Uani . . . . . . C32 C 0.4207(7) 0.5017(6) 0.5703(6) 0.0496 1.0000 Uani . . . . . . H322 H 0.4281 0.5169 0.6575 0.0742 1.0000 Uiso R . . . . . H323 H 0.4559 0.5469 0.5315 0.0738 1.0000 Uiso R . . . . . H321 H 0.3231 0.4924 0.5174 0.0736 1.0000 Uiso R . . . . . C33 C 0.4541(9) 0.3540(5) 0.6451(6) 0.0561 1.0000 Uani . . . . . . H332 H 0.4617 0.3733 0.7306 0.0839 1.0000 Uiso R . . . . . H333 H 0.3576 0.3387 0.5968 0.0839 1.0000 Uiso R . . . . . H331 H 0.5140 0.3059 0.6558 0.0841 1.0000 Uiso R . . . . . H311 H 0.6012 0.4352 0.6321 0.0380 1.0000 Uiso R . . . . . C34 C 0.7340(7) 0.5460(4) 0.5166(6) 0.0342 1.0000 Uani . . . . . . C35 C 0.6832(7) 0.6069(4) 0.4149(7) 0.0368 1.0000 Uani . . . . . . C36 C 0.7123(8) 0.6048(4) 0.2996(6) 0.0379 1.0000 Uani . . . . . . C37 C 0.8426(7) 0.5717(5) 0.2873(6) 0.0407 1.0000 Uani . . . . . . C38 C 0.9756(8) 0.6213(5) 0.3731(6) 0.0471 1.0000 Uani . . . . . . C39 C 0.9933(8) 0.6352(5) 0.5172(7) 0.0517 1.0000 Uani . . . . . . C40 C 0.9943(9) 0.5648(6) 0.6015(7) 0.0687 1.0000 Uani . . . . . . C41 C 0.8673(7) 0.5023(7) 0.5518(6) 0.0500 1.0000 Uani . . . . . . H402 H 0.9914 0.5895 0.6822 0.0820 1.0000 Uiso R . . . . . H401 H 1.0815 0.5343 0.6191 0.0820 1.0000 Uiso R . . . . . H391 H 1.0823 0.6645 0.5569 0.0617 1.0000 Uiso R . . . . . H392 H 0.9176 0.6720 0.5165 0.0621 1.0000 Uiso R . . . . . H381 H 0.9699 0.6755 0.3329 0.0572 1.0000 Uiso R . . . . . H382 H 1.0573 0.5918 0.3692 0.0571 1.0000 Uiso R . . . . . H351 H 0.6201 0.6511 0.4251 0.0445 1.0000 Uiso R . . . . . H341 H 0.6961 0.5528 0.5875 0.0407 1.0000 Uiso R . . . . . H361 H 0.6597 0.6446 0.2318 0.0450 1.0000 Uiso R . . . . . H372 H 0.8351 0.5756 0.1966 0.0489 1.0000 Uiso R . . . . . H371 H 0.8494 0.5133 0.3140 0.0489 1.0000 Uiso R . . . . . H411 H 0.8724 0.4614 0.6195 0.0602 1.0000 Uiso R . . . . . H412 H 0.8682 0.4728 0.4721 0.0600 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0262(4) 0.0417(5) 0.0145(3) -0.0013(4) 0.0061(3) -0.0084(4) P2 0.0242(7) 0.0256(7) 0.0126(5) 0.0004(7) 0.0054(5) -0.0020(7) N2 0.027(3) 0.029(3) 0.015(2) 0.001(2) 0.0092(19) -0.005(2) C4 0.046(4) 0.033(4) 0.016(3) 0.000(3) 0.009(3) -0.003(3) C5 0.060(5) 0.048(5) 0.024(3) -0.009(3) 0.016(3) -0.015(4) C6 0.044(4) 0.056(5) 0.029(3) 0.000(3) -0.002(3) -0.008(4) C7 0.031(3) 0.027(3) 0.019(3) -0.005(2) 0.006(3) -0.008(3) C8 0.043(4) 0.031(4) 0.032(4) -0.003(3) 0.013(3) 0.007(3) C9 0.051(5) 0.044(4) 0.031(4) 0.006(3) 0.004(3) 0.006(4) C10 0.042(4) 0.044(4) 0.053(5) 0.004(4) 0.005(4) 0.015(4) C11 0.060(6) 0.063(6) 0.049(5) 0.000(4) 0.028(4) 0.019(5) C12 0.045(4) 0.051(5) 0.023(3) -0.001(3) 0.012(3) 0.002(4) C13 0.024(3) 0.040(3) 0.011(2) 0.003(3) 0.0067(18) -0.002(3) C14 0.028(4) 0.052(4) 0.023(3) 0.001(3) 0.006(3) 0.007(3) C15 0.035(4) 0.073(6) 0.036(4) -0.002(4) 0.016(3) 0.015(4) C16 0.037(4) 0.081(6) 0.027(3) 0.001(4) 0.020(3) -0.004(4) C17 0.047(5) 0.059(5) 0.023(3) 0.002(3) 0.016(3) -0.012(4) C18 0.038(4) 0.044(4) 0.020(3) -0.002(3) 0.011(3) -0.004(3) P1 0.0226(7) 0.0316(8) 0.0132(6) 0.0024(6) 0.0072(6) 0.0026(7) N1 0.030(3) 0.030(3) 0.023(2) 0.006(2) 0.011(2) 0.002(2) S1 0.0340(9) 0.0292(8) 0.0284(8) -0.0009(6) 0.0153(7) -0.0057(7) O1 0.048(3) 0.045(3) 0.039(3) -0.017(2) 0.014(2) -0.010(3) O2 0.062(4) 0.057(4) 0.058(4) 0.026(3) 0.021(3) -0.011(3) C24 0.034(4) 0.069(6) 0.039(4) -0.021(4) 0.018(3) -0.012(4) F25 0.052(3) 0.126(5) 0.067(3) -0.051(3) 0.034(3) -0.014(3) F26 0.041(3) 0.101(4) 0.087(4) -0.032(3) 0.033(3) -0.032(3) F27 0.049(3) 0.080(4) 0.080(3) 0.007(3) 0.021(3) 0.018(3) C28 0.046(4) 0.037(4) 0.027(3) 0.005(3) 0.015(3) 0.014(3) C29 0.065(6) 0.080(7) 0.044(5) -0.001(5) -0.003(4) 0.035(5) C30 0.077(6) 0.058(5) 0.039(4) 0.006(4) 0.026(4) 0.037(5) C31 0.028(3) 0.051(4) 0.019(3) -0.008(3) 0.012(2) -0.013(3) C32 0.046(4) 0.075(5) 0.034(3) -0.019(5) 0.021(3) -0.007(5) C33 0.069(6) 0.083(6) 0.022(3) 0.000(4) 0.022(4) -0.015(5) C34 0.036(4) 0.045(4) 0.030(3) -0.005(3) 0.023(3) -0.015(3) C35 0.025(3) 0.041(4) 0.044(4) -0.013(3) 0.012(3) -0.001(3) C36 0.053(5) 0.031(4) 0.029(3) 0.002(3) 0.012(3) 0.001(3) C37 0.036(4) 0.063(5) 0.024(3) -0.005(3) 0.011(3) -0.005(4) C38 0.043(4) 0.067(5) 0.033(4) -0.002(4) 0.015(3) -0.013(4) C39 0.037(4) 0.082(6) 0.040(4) -0.026(4) 0.019(3) -0.026(4) C40 0.041(5) 0.128(9) 0.028(4) -0.008(5) 0.002(3) -0.035(5) C41 0.042(4) 0.081(5) 0.027(3) 0.013(5) 0.011(3) 0.004(5) _refine_ls_extinction_method 'None' _oxford_refine_ls_scale 2.123(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 . P2 . 2.2007(13) yes Ni1 . P1 . 2.2165(17) yes Ni1 . C34 . 2.133(6) yes Ni1 . C35 . 1.982(7) yes Ni1 . C36 . 2.130(7) yes P2 . N2 . 1.648(5) yes P2 . C7 . 1.839(7) yes P2 . C13 . 1.829(5) yes N2 . C4 . 1.479(7) yes N2 . H2 . 0.852 no C4 . C5 . 1.513(10) yes C4 . C6 . 1.508(10) yes C4 . H41 . 0.982 no C5 . H51 . 0.961 no C5 . H53 . 0.953 no C5 . H52 . 0.959 no C6 . H63 . 0.958 no C6 . H62 . 0.959 no C6 . H61 . 0.974 no C7 . C8 . 1.387(9) yes C7 . C12 . 1.380(9) yes C8 . C9 . 1.373(10) yes C8 . H81 . 0.940 no C9 . C10 . 1.381(10) yes C9 . H91 . 0.929 no C10 . C11 . 1.361(10) yes C10 . H101 . 0.927 no C11 . C12 . 1.400(10) yes C11 . H111 . 0.933 no C12 . H121 . 0.933 no C13 . C14 . 1.397(10) yes C13 . C18 . 1.359(10) yes C14 . C15 . 1.370(10) yes C14 . H141 . 0.917 no C15 . C16 . 1.361(12) yes C15 . H151 . 0.929 no C16 . C17 . 1.368(11) yes C16 . H161 . 0.918 no C17 . C18 . 1.399(9) yes C17 . H171 . 0.919 no C18 . H181 . 0.920 no P1 . N1 . 1.666(5) yes P1 . C28 . 1.838(7) yes P1 . C31 . 1.838(6) yes N1 . S1 . 1.519(5) yes S1 . O1 . 1.439(5) yes S1 . O2 . 1.411(5) yes S1 . C24 . 1.844(8) yes C24 . F25 . 1.323(8) yes C24 . F26 . 1.310(8) yes C24 . F27 . 1.321(9) yes C28 . C29 . 1.504(10) yes C28 . C30 . 1.524(9) yes C28 . H281 . 0.980 no C29 . H293 . 0.972 no C29 . H291 . 0.964 no C29 . H292 . 0.972 no C30 . H301 . 0.955 no C30 . H303 . 0.955 no C30 . H302 . 0.955 no C31 . C32 . 1.506(11) yes C31 . C33 . 1.505(9) yes C31 . H311 . 0.986 no C32 . H322 . 0.959 no C32 . H323 . 0.966 no C32 . H321 . 0.966 no C33 . H332 . 0.959 no C33 . H333 . 0.965 no C33 . H331 . 0.959 no C34 . C35 . 1.427(9) yes C34 . C41 . 1.448(9) yes C34 . H341 . 0.984 no C35 . C36 . 1.390(9) yes C35 . H351 . 0.984 no C36 . C37 . 1.475(9) yes C36 . H361 . 0.977 no C37 . C38 . 1.559(9) yes C37 . H372 . 0.966 no C37 . H371 . 0.971 no C38 . C39 . 1.534(9) yes C38 . H381 . 0.961 no C38 . H382 . 0.967 no C39 . C40 . 1.448(11) yes C39 . H391 . 0.972 no C39 . H392 . 0.965 no C40 . C41 . 1.567(11) yes C40 . H402 . 0.973 no C40 . H401 . 0.969 no C41 . H411 . 0.973 no C41 . H412 . 0.991 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag P2 . Ni1 . P1 . 103.96(6) yes P2 . Ni1 . C34 . 160.11(18) yes P1 . Ni1 . C34 . 95.62(17) yes P2 . Ni1 . C35 . 120.7(2) yes P1 . Ni1 . C35 . 128.8(2) yes C34 . Ni1 . C35 . 40.4(3) yes P2 . Ni1 . C36 . 89.14(18) yes P1 . Ni1 . C36 . 166.82(18) yes C34 . Ni1 . C36 . 71.2(2) yes C35 . Ni1 . C36 . 39.3(3) yes Ni1 . P2 . N2 . 117.14(18) yes Ni1 . P2 . C7 . 107.8(2) yes N2 . P2 . C7 . 107.2(2) yes Ni1 . P2 . C13 . 115.10(16) yes N2 . P2 . C13 . 103.2(3) yes C7 . P2 . C13 . 105.7(3) yes P2 . N2 . C4 . 126.0(4) yes P2 . N2 . H2 . 108.9 no C4 . N2 . H2 . 110.6 no N2 . C4 . C5 . 109.2(5) yes N2 . C4 . C6 . 111.8(5) yes C5 . C4 . C6 . 112.2(6) yes N2 . C4 . H41 . 108.2 no C5 . C4 . H41 . 107.3 no C6 . C4 . H41 . 108.0 no C4 . C5 . H51 . 110.6 no C4 . C5 . H53 . 107.8 no H51 . C5 . H53 . 109.1 no C4 . C5 . H52 . 109.8 no H51 . C5 . H52 . 109.2 no H53 . C5 . H52 . 110.4 no C4 . C6 . H63 . 109.4 no C4 . C6 . H62 . 111.5 no H63 . C6 . H62 . 107.9 no C4 . C6 . H61 . 110.7 no H63 . C6 . H61 . 107.7 no H62 . C6 . H61 . 109.4 no P2 . C7 . C8 . 123.6(5) yes P2 . C7 . C12 . 116.6(5) yes C8 . C7 . C12 . 119.1(7) yes C7 . C8 . C9 . 119.8(7) yes C7 . C8 . H81 . 120.2 no C9 . C8 . H81 . 120.0 no C8 . C9 . C10 . 121.2(7) yes C8 . C9 . H91 . 118.7 no C10 . C9 . H91 . 120.1 no C9 . C10 . C11 . 119.6(7) yes C9 . C10 . H101 . 120.1 no C11 . C10 . H101 . 120.3 no C10 . C11 . C12 . 119.9(7) yes C10 . C11 . H111 . 119.8 no C12 . C11 . H111 . 120.3 no C11 . C12 . C7 . 120.5(6) yes C11 . C12 . H121 . 118.7 no C7 . C12 . H121 . 120.8 no P2 . C13 . C14 . 117.6(5) yes P2 . C13 . C18 . 124.1(6) yes C14 . C13 . C18 . 118.0(5) yes C13 . C14 . C15 . 120.6(7) yes C13 . C14 . H141 . 119.6 no C15 . C14 . H141 . 119.7 no C14 . C15 . C16 . 120.8(8) yes C14 . C15 . H151 . 119.5 no C16 . C15 . H151 . 119.7 no C15 . C16 . C17 . 119.8(6) yes C15 . C16 . H161 . 120.8 no C17 . C16 . H161 . 119.4 no C16 . C17 . C18 . 119.5(7) yes C16 . C17 . H171 . 120.5 no C18 . C17 . H171 . 120.0 no C17 . C18 . C13 . 121.3(7) yes C17 . C18 . H181 . 119.6 no C13 . C18 . H181 . 119.1 no Ni1 . P1 . N1 . 108.13(18) yes Ni1 . P1 . C28 . 116.8(2) yes N1 . P1 . C28 . 106.4(3) yes Ni1 . P1 . C31 . 112.6(2) yes N1 . P1 . C31 . 108.1(3) yes C28 . P1 . C31 . 104.4(3) yes P1 . N1 . S1 . 134.2(3) yes N1 . S1 . O1 . 111.5(3) yes N1 . S1 . O2 . 117.8(3) yes O1 . S1 . O2 . 116.7(3) yes N1 . S1 . C24 . 101.7(3) yes O1 . S1 . C24 . 101.2(3) yes O2 . S1 . C24 . 104.8(4) yes S1 . C24 . F25 . 110.8(5) yes S1 . C24 . F26 . 111.1(6) yes F25 . C24 . F26 . 107.6(6) yes S1 . C24 . F27 . 110.6(5) yes F25 . C24 . F27 . 108.1(7) yes F26 . C24 . F27 . 108.6(7) yes P1 . C28 . C29 . 113.6(5) yes P1 . C28 . C30 . 111.5(5) yes C29 . C28 . C30 . 110.1(6) yes P1 . C28 . H281 . 108.4 no C29 . C28 . H281 . 106.1 no C30 . C28 . H281 . 106.8 no C28 . C29 . H293 . 109.1 no C28 . C29 . H291 . 110.1 no H293 . C29 . H291 . 109.4 no C28 . C29 . H292 . 108.1 no H293 . C29 . H292 . 109.1 no H291 . C29 . H292 . 111.0 no C28 . C30 . H301 . 110.5 no C28 . C30 . H303 . 108.7 no H301 . C30 . H303 . 108.6 no C28 . C30 . H302 . 109.6 no H301 . C30 . H302 . 110.2 no H303 . C30 . H302 . 109.2 no P1 . C31 . C32 . 109.4(4) yes P1 . C31 . C33 . 116.7(5) yes C32 . C31 . C33 . 110.7(6) yes P1 . C31 . H311 . 106.7 no C32 . C31 . H311 . 106.2 no C33 . C31 . H311 . 106.5 no C31 . C32 . H322 . 108.7 no C31 . C32 . H323 . 111.1 no H322 . C32 . H323 . 109.5 no C31 . C32 . H321 . 109.7 no H322 . C32 . H321 . 109.6 no H323 . C32 . H321 . 108.3 no C31 . C33 . H332 . 108.8 no C31 . C33 . H333 . 111.3 no H332 . C33 . H333 . 109.3 no C31 . C33 . H331 . 109.3 no H332 . C33 . H331 . 108.0 no H333 . C33 . H331 . 110.0 no Ni1 . C34 . C35 . 64.1(4) yes Ni1 . C34 . C41 . 108.5(5) yes C35 . C34 . C41 . 125.5(6) yes Ni1 . C34 . H341 . 118.8 no C35 . C34 . H341 . 113.7 no C41 . C34 . H341 . 115.6 no C34 . C35 . Ni1 . 75.5(4) yes C34 . C35 . C36 . 123.6(6) yes Ni1 . C35 . C36 . 76.1(4) yes C34 . C35 . H351 . 118.1 no Ni1 . C35 . H351 . 118.2 no C36 . C35 . H351 . 118.3 no C35 . C36 . Ni1 . 64.6(4) yes C35 . C36 . C37 . 125.1(6) yes Ni1 . C36 . C37 . 106.8(5) yes C35 . C36 . H361 . 115.9 no Ni1 . C36 . H361 . 116.7 no C37 . C36 . H361 . 115.6 no C36 . C37 . C38 . 112.2(6) yes C36 . C37 . H372 . 108.7 no C38 . C37 . H372 . 108.7 no C36 . C37 . H371 . 106.7 no C38 . C37 . H371 . 110.6 no H372 . C37 . H371 . 110.0 no C37 . C38 . C39 . 116.9(6) yes C37 . C38 . H381 . 106.4 no C39 . C38 . H381 . 107.7 no C37 . C38 . H382 . 107.5 no C39 . C38 . H382 . 108.8 no H381 . C38 . H382 . 109.3 no C38 . C39 . C40 . 120.7(7) yes C38 . C39 . H391 . 106.3 no C40 . C39 . H391 . 107.0 no C38 . C39 . H392 . 105.9 no C40 . C39 . H392 . 107.6 no H391 . C39 . H392 . 108.9 no C39 . C40 . C41 . 116.9(6) yes C39 . C40 . H402 . 105.4 no C41 . C40 . H402 . 106.6 no C39 . C40 . H401 . 108.4 no C41 . C40 . H401 . 109.4 no H402 . C40 . H401 . 110.0 no C40 . C41 . C34 . 111.3(8) yes C40 . C41 . H411 . 110.3 no C34 . C41 . H411 . 108.5 no C40 . C41 . H412 . 110.2 no C34 . C41 . H412 . 107.0 no H411 . C41 . H412 . 109.4 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C6 . H61 . O1 . 143.00 0.974 2.557 3.385(11) yes N2 . H2 . N1 . 153.34(18) 0.852 2.191 2.977(11) yes N2 . H2 . O1 . 145.0 0.852 2.590 3.323(11) yes C10 . H101 . O1 2_555 152.7(2) 0.927 2.576 3.427(11) yes C28 . H281 . O2 . 128.00 0.980 2.595 3.288(11) yes C33 . H333 . O2 . 128.00 0.965 2.539 3.228(11) yes _iucr_refine_instruction_details_constraints ; # # Punched on 24/04/14 at 14:11:42 # #LIST 12 BLOCK SCALE X'S, U'S CONT ENANTIO RIDE N ( 2,X'S) H ( 2,X'S) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 51,X'S) H ( 53,X'S) H ( 52,X'S) RIDE C ( 6,X'S) H ( 63,X'S) H ( 62,X'S) H ( 61,X'S) RIDE C ( 8,X'S) H ( 81,X'S) RIDE C ( 9,X'S) H ( 91,X'S) RIDE C ( 10,X'S) H ( 101,X'S) RIDE C ( 11,X'S) H ( 111,X'S) RIDE C ( 12,X'S) H ( 121,X'S) RIDE C ( 14,X'S) H ( 141,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 16,X'S) H ( 161,X'S) RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 18,X'S) H ( 181,X'S) RIDE C ( 28,X'S) H ( 281,X'S) RIDE C ( 29,X'S) H ( 293,X'S) H ( 291,X'S) H ( 292,X'S) RIDE C ( 30,X'S) H ( 301,X'S) H ( 303,X'S) H ( 302,X'S) RIDE C ( 31,X'S) H ( 311,X'S) RIDE C ( 32,X'S) H ( 322,X'S) H ( 323,X'S) H ( 321,X'S) RIDE C ( 33,X'S) H ( 332,X'S) H ( 333,X'S) H ( 331,X'S) RIDE C ( 34,X'S) H ( 341,X'S) RIDE C ( 35,X'S) H ( 351,X'S) RIDE C ( 36,X'S) H ( 361,X'S) RIDE C ( 37,X'S) H ( 372,X'S) H ( 371,X'S) RIDE C ( 38,X'S) H ( 381,X'S) H ( 382,X'S) RIDE C ( 39,X'S) H ( 391,X'S) H ( 392,X'S) RIDE C ( 40,X'S) H ( 402,X'S) H ( 401,X'S) RIDE C ( 41,X'S) H ( 411,X'S) H ( 412,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 24/04/14 at 14:11:42 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ;