# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (C) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 1145 loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Neil Robertson' ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; _publ_contact_author_name 'Neil Robertson' _publ_contact_author_email NEIL.ROBERTSON@ED.AC.UK _publ_section_title ; Synthesis, Structure and Spectroscopic Properties of a New Class of Polymerisable Nickel Dithiolenes ; _publ_contact_author_address ; Department of Chemistry, Joseph Black Building, West Mains Road, University of Edinburgh, Edinburgh, EH9 3JJ, UK. ; _publ_contact_author_phone '+44 131 650 4806' _publ_contact_letter ; ; # Attachment 'complex_3.cif' data_NR8010 _database_code_depnum_ccdc_archive 'CCDC 726849' _audit_creation_date 08-06-17 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 'nr8010 in P2(1)/n' _chemical_name_systematic ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H24 N2 Ni1 S6' _chemical_compound_source 'Simon Dalgleish, SD078' _exptl_crystal_recrystallization_method ; Slow diffusion of Et~2~O into DMF. ; _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 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\%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. Checkcif alerts 912_ALERT_3_B # Missing FCF Reflections Above STh/L= 0.600 545 919_ALERT_3_B # Reflections Likely Affected by the Beamstop .. 2 910_ALERT_3_C # Missing FCF Reflections Below Th(Min) ........ 2 911_ALERT_3_C # Missing FCF Refl Between THmin & STh/L= 0.600 4 913_ALERT_3_C # Missing Very Strong Reflections in FCF ....... 2 The data collection strategy used aimed to achieve a complete data set to 2\q = 53 deg. Some higher angle data were collected in the process and these have been included in the refinement. A cut-off in (sin(\q/\l))^2^ of 0.01 was applied to eliminate reflections that may be partially obscured by the beamstop. #============================================================================== Resolution & Completeness Statistics (Cumulative and Friedel Pairs Averaged) #============================================================================== Theta sin(th)/Lambda Complete Expected Measured Missing #------------------------------------------------------------------------------ 20.82 0.500 0.999 2946 2942 4 23.01 0.550 0.999 3918 3914 4 25.24 0.600 0.999 5092 5086 6 #----------------------------------------------------------- ACTA Min. Res. --- 27.51 0.650 0.999 6463 6456 7 29.55 0.694 0.930 7857 7306 551 220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.06 Ratio No action. 241_ALERT_2_C Check High Ueq as Compared to Neighbors for S14 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C13 No action. This may indicated slight disorder over the two sites. 301_ALERT_3_C Main Residue Disorder ......................... 5.00 Perc. 366_ALERT_2_C Short? C(sp?)-C(sp?) Bond C6 - C10 ... 1.39 Ang. 720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 1 Disroder of thiophene groups is very common. The short C6-C10 bond is delocalised and corresponds in length to the equivalent bond distances in the other thiophene ring which is not disordered. 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 18 The following restraints were applied to regularise the geometries of the disordered thiophene group. DISTANCE 1.70000 , 0.050000 = C(7) TO S(108) DISTANCE 1.70000 , 0.050000 = C(10) TO S(9) DISTANCE 1.70000 , 0.050000 = S(108) TO C(109) DISTANCE 1.70000 , 0.050000 = C(8) TO S(9) DISTANCE 1.490000 , 0.010000 = C(7) TO C(8) DISTANCE 1.490000 , 0.010000 = C(10) TO C(109) U(IJ)'S 0.0, 0.0050000 = C(10) TO C(109) U(IJ)'S 0.0, 0.010000 = C(7) TO C(8) ; _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)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 9.2735(3) _cell_length_b 13.5383(4) _cell_length_c 22.4070(7) _cell_angle_alpha 90 _cell_angle_beta 91.326(2) _cell_angle_gamma 90 _cell_volume 2812.39(15) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 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' 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' 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' _cell_formula_units_Z 4 # Given Formula = C28 H24 N2 Ni1 S6 # Dc = 1.51 Fooo = 1320.00 Mu = 11.57 M = 639.62 # Found Formula = C28 H24 N2 Ni1 S6 # Dc = 1.51 FOOO = 1320.00 Mu = 11.57 M = 639.62 _chemical_formula_sum 'C28 H24 N2 Ni1 S6' _chemical_formula_weight 639.62 _cell_measurement_reflns_used 6682 _cell_measurement_theta_min 2 _cell_measurement_theta_max 29 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour 'dark green' _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_max 0.57 _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 1.157 # Sheldrick geometric approximatio 0.77 0.87 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 0.87 _diffrn_measurement_device 'Bruker SMART' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 22463 _reflns_number_total 7306 _diffrn_reflns_av_R_equivalents 0.054 # Number of reflections with Friedels Law is 7306 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 7870 _diffrn_reflns_theta_min 2.358 _diffrn_reflns_theta_max 29.546 _diffrn_measured_fraction_theta_max 0.930 _diffrn_reflns_theta_full 27.774 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 18 _reflns_limit_l_min 0 _reflns_limit_l_max 30 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.91 _refine_diff_density_max 1.23 # 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 7283 _refine_ls_number_restraints 18 _refine_ls_number_parameters 352 _oxford_refine_ls_R_factor_ref 0.0772 _refine_ls_wR_factor_ref 0.1355 _refine_ls_goodness_of_fit_ref 0.9346 _refine_ls_shift/su_max 0.000552 # The values computed from all data _oxford_reflns_number_all 7283 _refine_ls_R_factor_all 0.0772 _refine_ls_wR_factor_all 0.1355 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5330 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_gt 0.1229 # 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 . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 0.00P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. 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 atomsattached 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.46875(5) 0.58864(3) 0.285617(19) 0.0191 1.0000 Uani . . . . . . . S2 S 0.57518(9) 0.53047(7) 0.36343(4) 0.0217 1.0000 Uani . . . . . . . C3 C 0.7287(3) 0.4701(2) 0.33713(15) 0.0192 1.0000 Uani . . . . . . . C4 C 0.7588(4) 0.4761(2) 0.27825(14) 0.0192 1.0000 Uani . . . . . . . S5 S 0.63584(9) 0.53740(7) 0.23046(4) 0.0214 1.0000 Uani . . . . . . . C6 C 0.8897(4) 0.4415(2) 0.24907(16) 0.0213 1.0000 Uani . . . . . . . C7 C 1.0305(4) 0.4457(3) 0.27382(17) 0.0254 1.0000 Uani D U . . . . . C8 C 1.1520(13) 0.4206(14) 0.2363(6) 0.0415 0.6506 Uani D U . 1 2 . . S9 S 1.0650(2) 0.3888(2) 0.16888(13) 0.0355 0.6506 Uani D . . 1 2 . . C10 C 0.8907(4) 0.4084(3) 0.19027(17) 0.0303 1.0000 Uani D U . . . . . C11 C 0.8121(4) 0.4129(3) 0.38230(15) 0.0217 1.0000 Uani . . . . . . . C12 C 0.8687(4) 0.3166(3) 0.37371(17) 0.0263 1.0000 Uani . . . . . . . C13 C 0.9408(3) 0.2743(3) 0.42661(14) 0.0199 1.0000 Uani . . . . . . . S14 S 0.93305(14) 0.36338(10) 0.48145(5) 0.0474 1.0000 Uani . . . . . . . C15 C 0.8400(4) 0.4460(3) 0.43970(16) 0.0299 1.0000 Uani . . . . . . . S16 S 0.36956(10) 0.65035(7) 0.20585(4) 0.0237 1.0000 Uani . . . . . . . C17 C 0.2104(3) 0.6970(2) 0.22740(14) 0.0183 1.0000 Uani . . . . . . . N18 N 0.1276(3) 0.7546(2) 0.19287(12) 0.0208 1.0000 Uani . . . . . . . C19 C 0.1696(4) 0.7879(3) 0.13339(15) 0.0241 1.0000 Uani . . . . . . . C20 C 0.0729(4) 0.7421(3) 0.08564(15) 0.0247 1.0000 Uani . . . . . . . C21 C 0.0232(5) 0.7984(4) 0.03807(17) 0.0380 1.0000 Uani . . . . . . . C22 C -0.0665(5) 0.7552(4) -0.00537(18) 0.0506 1.0000 Uani . . . . . . . C23 C -0.1065(5) 0.6581(5) -0.0007(2) 0.0557 1.0000 Uani . . . . . . . C24 C -0.0581(5) 0.6021(4) 0.0471(2) 0.0505 1.0000 Uani . . . . . . . C25 C 0.0331(5) 0.6438(3) 0.08975(17) 0.0348 1.0000 Uani . . . . . . . C26 C -0.0087(4) 0.7941(3) 0.21417(16) 0.0245 1.0000 Uani . . . . . . . C27 C -0.0778(4) 0.7216(3) 0.25465(15) 0.0235 1.0000 Uani . . . . . . . N28 N 0.0263(3) 0.6904(2) 0.30172(12) 0.0206 1.0000 Uani . . . . . . . C29 C 0.1635(4) 0.6746(2) 0.28860(14) 0.0190 1.0000 Uani . . . . . . . S30 S 0.28533(10) 0.62912(7) 0.33853(4) 0.0225 1.0000 Uani . . . . . . . C31 C -0.0335(4) 0.6724(3) 0.36059(16) 0.0252 1.0000 Uani . . . . . . . C32 C -0.0629(4) 0.7684(3) 0.39315(15) 0.0226 1.0000 Uani . . . . . . . C33 C 0.0252(4) 0.8501(3) 0.38657(16) 0.0300 1.0000 Uani . . . . . . . C34 C -0.0058(5) 0.9369(3) 0.41575(18) 0.0359 1.0000 Uani . . . . . . . C35 C -0.1218(5) 0.9425(3) 0.45244(18) 0.0375 1.0000 Uani . . . . . . . C36 C -0.2095(5) 0.8613(3) 0.45984(17) 0.0359 1.0000 Uani . . . . . . . C37 C -0.1803(4) 0.7742(3) 0.42938(16) 0.0281 1.0000 Uani . . . . . . . C109 C 1.0262(13) 0.3776(17) 0.1642(9) 0.0299 0.3494 Uani D U . 1 1 . . S108 S 1.1428(5) 0.4075(6) 0.2213(3) 0.0324 0.3494 Uani D . . 1 1 . . H121 H 0.8604 0.2829 0.3380 0.0314 1.0000 Uiso R . . . . . . H192 H 0.1596 0.8590 0.1313 0.0284 1.0000 Uiso R . . . . . . H191 H 0.2691 0.7704 0.1265 0.0275 1.0000 Uiso R . . . . . . H211 H 0.0501 0.8650 0.0357 0.0455 1.0000 Uiso R . . . . . . H221 H -0.1000 0.7922 -0.0380 0.0590 1.0000 Uiso R . . . . . . H231 H -0.1672 0.6305 -0.0306 0.0663 1.0000 Uiso R . . . . . . H241 H -0.0874 0.5358 0.0505 0.0601 1.0000 Uiso R . . . . . . H251 H 0.0677 0.6057 0.1220 0.0422 1.0000 Uiso R . . . . . . H262 H 0.0099 0.8565 0.2354 0.0287 1.0000 Uiso R . . . . . . H261 H -0.0721 0.8061 0.1799 0.0289 1.0000 Uiso R . . . . . . H272 H -0.1604 0.7510 0.2732 0.0280 1.0000 Uiso R . . . . . . H271 H -0.1088 0.6647 0.2311 0.0283 1.0000 Uiso R . . . . . . H311 H 0.0339 0.6341 0.3841 0.0301 1.0000 Uiso R . . . . . . H312 H -0.1218 0.6350 0.3552 0.0303 1.0000 Uiso R . . . . . . H331 H 0.1045 0.8452 0.3622 0.0360 1.0000 Uiso R . . . . . . H341 H 0.0526 0.9919 0.4102 0.0439 1.0000 Uiso R . . . . . . H351 H -0.1427 1.0013 0.4717 0.0444 1.0000 Uiso R . . . . . . H361 H -0.2872 0.8634 0.4852 0.0430 1.0000 Uiso R . . . . . . H371 H -0.2385 0.7193 0.4335 0.0321 1.0000 Uiso R . . . . . . H101 H 0.8068 0.3977 0.1678 0.0351 1.0000 Uiso R . . . . . . H71 H 1.0524 0.4665 0.3128 0.0299 1.0000 Uiso R . . . . . . H151 H 0.8092 0.5058 0.4544 0.0361 1.0000 Uiso R . . . . . . H131 H 0.9818 0.2127 0.4302 0.0250 1.0000 Uiso R . . . . . . H1091 H 1.0443 0.3496 0.1277 0.0341 0.3494 Uiso R . . 1 1 . . H81 H 1.2490 0.4198 0.2459 0.0648 0.6506 Uiso R . . 1 2 . . 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 0.0179(2) 0.0188(2) 0.0203(2) 0.00104(16) -0.00329(16) 0.00165(17) S2 0.0214(4) 0.0231(4) 0.0204(4) -0.0007(3) -0.0035(3) 0.0033(3) C3 0.0131(15) 0.0177(15) 0.0266(17) -0.0016(13) -0.0025(12) -0.0009(13) C4 0.0166(15) 0.0175(15) 0.0233(16) -0.0006(13) -0.0063(12) 0.0026(13) S5 0.0196(4) 0.0247(4) 0.0198(4) 0.0018(3) -0.0029(3) 0.0025(3) C6 0.0203(17) 0.0160(15) 0.0277(17) 0.0033(13) 0.0011(13) 0.0010(13) C7 0.0187(17) 0.0217(17) 0.036(2) 0.0013(15) -0.0007(14) 0.0013(14) C8 0.044(5) 0.027(5) 0.052(7) 0.010(5) -0.027(4) -0.009(4) S9 0.0389(11) 0.0356(13) 0.0323(11) 0.0009(8) 0.0070(10) 0.0107(11) C10 0.033(2) 0.030(2) 0.0273(18) 0.0030(15) -0.0011(15) 0.0036(17) C11 0.0148(15) 0.0261(18) 0.0240(17) 0.0039(14) -0.0037(12) -0.0006(14) C12 0.0268(19) 0.0219(18) 0.0300(19) 0.0021(14) -0.0021(15) 0.0030(15) C13 0.0151(15) 0.0264(17) 0.0180(15) -0.0012(13) -0.0015(12) 0.0043(13) S14 0.0528(7) 0.0512(7) 0.0376(6) 0.0069(5) -0.0136(5) 0.0085(6) C15 0.034(2) 0.031(2) 0.0240(18) -0.0001(15) -0.0107(16) 0.0076(17) S16 0.0214(4) 0.0286(5) 0.0212(4) 0.0041(3) 0.0010(3) 0.0066(4) C17 0.0168(15) 0.0179(15) 0.0200(15) -0.0006(12) -0.0031(12) 0.0007(13) N18 0.0212(14) 0.0190(14) 0.0222(14) 0.0018(11) -0.0017(11) 0.0023(12) C19 0.0242(18) 0.0242(18) 0.0239(17) 0.0072(14) -0.0020(14) 0.0017(15) C20 0.0231(18) 0.032(2) 0.0189(16) 0.0015(14) 0.0010(13) 0.0036(15) C21 0.041(2) 0.044(3) 0.028(2) 0.0063(18) 0.0000(17) 0.013(2) C22 0.045(3) 0.084(4) 0.023(2) 0.006(2) -0.0061(19) 0.018(3) C23 0.038(3) 0.096(5) 0.033(2) -0.013(3) -0.003(2) -0.015(3) C24 0.051(3) 0.066(3) 0.034(2) -0.011(2) 0.002(2) -0.019(3) C25 0.036(2) 0.043(2) 0.0250(19) 0.0002(17) 0.0017(16) -0.005(2) C26 0.0229(18) 0.0216(17) 0.0289(18) 0.0027(14) -0.0018(14) 0.0054(14) C27 0.0188(17) 0.0269(18) 0.0247(17) -0.0007(14) -0.0013(13) 0.0038(14) N28 0.0214(15) 0.0185(14) 0.0220(14) 0.0010(11) -0.0003(11) 0.0022(12) C29 0.0224(17) 0.0146(15) 0.0198(15) -0.0023(12) -0.0011(12) -0.0003(13) S30 0.0215(4) 0.0273(4) 0.0187(4) 0.0008(3) -0.0027(3) 0.0029(4) C31 0.0235(18) 0.0261(19) 0.0263(18) 0.0016(14) 0.0040(14) 0.0005(15) C32 0.0227(17) 0.0269(18) 0.0181(15) 0.0009(13) 0.0004(13) 0.0046(15) C33 0.030(2) 0.034(2) 0.0264(18) -0.0053(16) 0.0053(15) -0.0052(17) C34 0.044(2) 0.032(2) 0.032(2) -0.0074(17) -0.0020(18) -0.0042(19) C35 0.043(2) 0.038(2) 0.031(2) -0.0123(18) -0.0076(18) 0.010(2) C36 0.036(2) 0.050(3) 0.0213(18) -0.0048(17) 0.0033(16) 0.011(2) C37 0.0226(18) 0.034(2) 0.0272(18) 0.0021(16) 0.0037(14) 0.0013(16) C109 0.045(5) 0.026(4) 0.019(4) 0.000(4) -0.011(4) -0.001(5) S108 0.0187(17) 0.032(3) 0.046(3) 0.008(2) -0.0050(18) -0.0005(16) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2554(2) 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 . S2 . 2.1341(9) yes Ni1 . S5 . 2.1209(10) yes Ni1 . S16 . 2.1593(9) yes Ni1 . S30 . 2.1662(10) yes S2 . C3 . 1.755(3) yes C3 . C4 . 1.357(5) yes C3 . C11 . 1.479(4) yes C4 . S5 . 1.755(3) yes C4 . C6 . 1.468(5) yes C6 . C7 . 1.408(5) yes C6 . C10 . 1.392(5) yes C7 . S108 . 1.671(7) yes C7 . H71 . 0.936 no C7 . C8 . 1.461(9) yes C7 . H71 . 0.936 no C8 . S9 . 1.750(13) yes C8 . H81 . 0.920 no S9 . C10 . 1.718(5) yes C10 . C109 . 1.460(9) yes C10 . H101 . 0.928 no C10 . H101 . 0.928 no C11 . C12 . 1.420(5) yes C11 . C15 . 1.381(5) yes C12 . C13 . 1.464(4) yes C12 . H121 . 0.923 no C13 . S14 . 1.724(4) yes C13 . H131 . 0.920 no S14 . C15 . 1.683(4) yes C15 . H151 . 0.922 no S16 . C17 . 1.687(3) yes C17 . N18 . 1.329(4) yes C17 . C29 . 1.480(5) yes N18 . C19 . 1.468(4) yes N18 . C26 . 1.463(4) yes C19 . C20 . 1.513(5) yes C19 . H192 . 0.968 no C19 . H191 . 0.968 no C20 . C21 . 1.381(5) yes C20 . C25 . 1.384(5) yes C21 . C22 . 1.394(6) yes C21 . H211 . 0.938 no C22 . C23 . 1.371(7) yes C22 . H221 . 0.933 no C23 . C24 . 1.379(7) yes C23 . H231 . 0.942 no C24 . C25 . 1.383(5) yes C24 . H241 . 0.941 no C25 . H251 . 0.938 no C26 . C27 . 1.491(5) yes C26 . H262 . 0.984 no C26 . H261 . 0.970 no C27 . N28 . 1.475(4) yes C27 . H272 . 0.966 no C27 . H271 . 0.974 no N28 . C29 . 1.329(4) yes N28 . C31 . 1.463(4) yes C29 . S30 . 1.688(3) yes C31 . C32 . 1.518(5) yes C31 . H311 . 0.960 no C31 . H312 . 0.968 no C32 . C33 . 1.385(5) yes C32 . C37 . 1.376(5) yes C33 . C34 . 1.379(5) yes C33 . H331 . 0.929 no C34 . C35 . 1.372(6) yes C34 . H341 . 0.931 no C35 . C36 . 1.380(6) yes C35 . H351 . 0.928 no C36 . C37 . 1.392(5) yes C36 . H361 . 0.928 no C37 . H371 . 0.925 no C109 . S108 . 1.71(2) yes C109 . H1091 . 0.920 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 S2 . Ni1 . S5 . 91.44(4) yes S2 . Ni1 . S16 . 177.58(4) yes S5 . Ni1 . S16 . 86.97(4) yes S2 . Ni1 . S30 . 90.02(4) yes S5 . Ni1 . S30 . 174.38(4) yes S16 . Ni1 . S30 . 91.74(4) yes Ni1 . S2 . C3 . 105.13(12) yes S2 . C3 . C4 . 119.0(2) yes S2 . C3 . C11 . 115.4(3) yes C4 . C3 . C11 . 125.5(3) yes C3 . C4 . S5 . 118.4(3) yes C3 . C4 . C6 . 127.2(3) yes S5 . C4 . C6 . 114.3(2) yes C4 . S5 . Ni1 . 105.81(12) yes C4 . C6 . C7 . 125.5(3) yes C4 . C6 . C10 . 123.2(3) yes C7 . C6 . C10 . 111.0(3) yes C6 . C7 . S108 . 107.3(3) yes C6 . C7 . H71 . 124.0 no S108 . C7 . H71 . 128.7 no C6 . C7 . C8 . 119.0(6) yes C6 . C7 . H71 . 124.0 no C8 . C7 . H71 . 117.0 no C7 . C8 . S9 . 102.0(7) yes C7 . C8 . H81 . 129.1 no S9 . C8 . H81 . 128.8 no C8 . S9 . C10 . 98.0(4) yes C6 . C10 . C109 . 119.7(8) yes C6 . C10 . H101 . 122.7 no C109 . C10 . H101 . 117.1 no C6 . C10 . S9 . 109.9(3) yes C6 . C10 . H101 . 122.7 no S9 . C10 . H101 . 127.3 no C3 . C11 . C12 . 125.2(3) yes C3 . C11 . C15 . 123.5(3) yes C12 . C11 . C15 . 111.2(3) yes C11 . C12 . C13 . 114.4(3) yes C11 . C12 . H121 . 123.2 no C13 . C12 . H121 . 122.5 no C12 . C13 . S14 . 106.1(3) yes C12 . C13 . H131 . 127.2 no S14 . C13 . H131 . 126.6 no C13 . S14 . C15 . 95.61(18) yes C11 . C15 . S14 . 112.6(3) yes C11 . C15 . H151 . 124.4 no S14 . C15 . H151 . 122.9 no Ni1 . S16 . C17 . 105.48(11) yes S16 . C17 . N18 . 123.4(3) yes S16 . C17 . C29 . 117.8(2) yes N18 . C17 . C29 . 118.8(3) yes C17 . N18 . C19 . 123.1(3) yes C17 . N18 . C26 . 121.1(3) yes C19 . N18 . C26 . 115.7(3) yes N18 . C19 . C20 . 110.5(3) yes N18 . C19 . H192 . 108.8 no C20 . C19 . H192 . 108.6 no N18 . C19 . H191 . 110.1 no C20 . C19 . H191 . 109.8 no H192 . C19 . H191 . 109.0 no C19 . C20 . C21 . 120.1(4) yes C19 . C20 . C25 . 120.1(3) yes C21 . C20 . C25 . 119.8(4) yes C20 . C21 . C22 . 119.4(4) yes C20 . C21 . H211 . 119.3 no C22 . C21 . H211 . 121.3 no C21 . C22 . C23 . 120.5(4) yes C21 . C22 . H221 . 120.3 no C23 . C22 . H221 . 119.3 no C22 . C23 . C24 . 120.2(4) yes C22 . C23 . H231 . 119.0 no C24 . C23 . H231 . 120.8 no C23 . C24 . C25 . 119.7(5) yes C23 . C24 . H241 . 119.9 no C25 . C24 . H241 . 120.4 no C20 . C25 . C24 . 120.5(4) yes C20 . C25 . H251 . 119.5 no C24 . C25 . H251 . 120.0 no N18 . C26 . C27 . 110.2(3) yes N18 . C26 . H262 . 109.2 no C27 . C26 . H262 . 110.2 no N18 . C26 . H261 . 108.4 no C27 . C26 . H261 . 109.3 no H262 . C26 . H261 . 109.5 no C26 . C27 . N28 . 109.8(3) yes C26 . C27 . H272 . 110.3 no N28 . C27 . H272 . 108.8 no C26 . C27 . H271 . 108.4 no N28 . C27 . H271 . 110.0 no H272 . C27 . H271 . 109.5 no C27 . N28 . C29 . 120.1(3) yes C27 . N28 . C31 . 115.9(3) yes C29 . N28 . C31 . 123.9(3) yes C17 . C29 . N28 . 118.3(3) yes C17 . C29 . S30 . 118.9(3) yes N28 . C29 . S30 . 122.8(3) yes C29 . S30 . Ni1 . 104.57(13) yes N28 . C31 . C32 . 111.5(3) yes N28 . C31 . H311 . 109.2 no C32 . C31 . H311 . 108.6 no N28 . C31 . H312 . 108.3 no C32 . C31 . H312 . 110.3 no H311 . C31 . H312 . 108.9 no C31 . C32 . C33 . 121.3(3) yes C31 . C32 . C37 . 119.1(3) yes C33 . C32 . C37 . 119.6(4) yes C32 . C33 . C34 . 120.1(4) yes C32 . C33 . H331 . 118.8 no C34 . C33 . H331 . 121.1 no C33 . C34 . C35 . 120.4(4) yes C33 . C34 . H341 . 119.3 no C35 . C34 . H341 . 120.3 no C34 . C35 . C36 . 120.1(4) yes C34 . C35 . H351 . 120.1 no C36 . C35 . H351 . 119.8 no C35 . C36 . C37 . 119.6(4) yes C35 . C36 . H361 . 121.2 no C37 . C36 . H361 . 119.2 no C36 . C37 . C32 . 120.2(4) yes C36 . C37 . H371 . 120.8 no C32 . C37 . H371 . 118.9 no C10 . C109 . S108 . 99.7(10) yes C10 . C109 . H1091 . 130.6 no S108 . C109 . H1091 . 129.8 no C109 . S108 . C7 . 102.0(5) yes # Attachment 'complex_4.cif' data_NR8009 _database_code_depnum_ccdc_archive 'CCDC 726850' _audit_creation_date 08-05-26 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 'nr8009 in P2(1)/n' _chemical_name_systematic ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H24 N2 Ni1 S6' _chemical_compound_source 'Simon Dalgleish, SD068' _exptl_crystal_recrystallization_method ; Slow diffusion of Et~2~O into DMF. ; _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 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\%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. Checkcif alerts: 230_ALERT_2_B Hirshfeld Test Diff for S6 - C7 .. 7.96 su No action. 912_ALERT_3_B # Missing FCF Reflections Above STh/L= 0.600 588 The data collection strategy used aimed to achieve a complete data set to 2\q = 53 deg. Some higher angle data were collected in the process and these have been included in the refinement. #============================================================================== Resolution & Completeness Statistics (Cumulative and Friedel Pairs Averaged) #============================================================================== Theta sin(th)/Lambda Complete Expected Measured Missing #------------------------------------------------------------------------------ 20.82 0.500 1.000 2473 2473 0 23.01 0.550 1.000 3285 3285 0 25.24 0.600 1.000 4266 4266 0 #----------------------------------------------------------- ACTA Min. Res. --- 27.51 0.650 0.998 5418 5407 11 29.61 0.695 0.911 6628 6040 588 ; _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)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 9.4169(2) _cell_length_b 27.4559(7) _cell_length_c 10.0584(2) _cell_angle_alpha 90 _cell_angle_beta 114.935(1) _cell_angle_gamma 90 _cell_volume 2358.18(9) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 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' 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' 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' _cell_formula_units_Z 4 # Given Formula = C20 H24 N2 Ni1 S6 # Dc = 1.53 Fooo = 1128.00 Mu = 13.65 M = 543.53 # Found Formula = C20 H24 N2 Ni1 S6 # Dc = 1.53 FOOO = 1128.00 Mu = 13.65 M = 543.53 _chemical_formula_sum 'C20 H24 N2 Ni1 S6' _chemical_formula_weight 543.53 _cell_measurement_reflns_used 7654 _cell_measurement_theta_min 2 _cell_measurement_theta_max 29 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_max 0.29 _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 1.365 # Sheldrick geometric approximatio 0.68 0.87 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.68 _exptl_absorpt_correction_T_max 0.87 _diffrn_measurement_device 'Bruker SMART' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 16512 _reflns_number_total 6040 _diffrn_reflns_av_R_equivalents 0.036 # Number of reflections with Friedels Law is 6040 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 6639 _diffrn_reflns_theta_min 1.483 _diffrn_reflns_theta_max 29.613 _diffrn_measured_fraction_theta_max 0.911 _diffrn_reflns_theta_full 27.836 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _reflns_limit_h_min -13 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 37 _reflns_limit_l_min 0 _reflns_limit_l_max 13 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.59 _refine_diff_density_max 0.77 # 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 6023 _refine_ls_number_restraints 0 _refine_ls_number_parameters 262 _oxford_refine_ls_R_factor_ref 0.0551 _refine_ls_wR_factor_ref 0.1109 _refine_ls_goodness_of_fit_ref 1.0145 _refine_ls_shift/su_max 0.001471 # The values computed from all data _oxford_reflns_number_all 6023 _refine_ls_R_factor_all 0.0551 _refine_ls_wR_factor_all 0.1109 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5060 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_gt 0.1037 # 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 . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.03P)^2^ + 0.07P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. 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 atomsattached 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.69746(4) 0.571233(12) 0.50703(4) 0.0184 1.0000 Uani . . . . . . . S2 S 0.66078(9) 0.63688(2) 0.38208(7) 0.0191 1.0000 Uani . . . . . . . C3 C 0.5930(3) 0.67919(9) 0.4726(3) 0.0171 1.0000 Uani . . . . . . . C4 C 0.5556(3) 0.72795(9) 0.4052(3) 0.0169 1.0000 Uani . . . . . . . C5 C 0.5906(4) 0.77119(10) 0.4817(3) 0.0208 1.0000 Uani . . . . . . . S6 S 0.52219(10) 0.82006(3) 0.36894(8) 0.0253 1.0000 Uani . . . . . . . C7 C 0.4512(3) 0.78548(10) 0.2145(3) 0.0187 1.0000 Uani . . . . . . . C8 C 0.4773(3) 0.73621(10) 0.2505(3) 0.0204 1.0000 Uani . . . . . . . S9 S 0.63956(9) 0.60677(2) 0.66633(7) 0.0211 1.0000 Uani . . . . . . . C10 C 0.5831(3) 0.66564(9) 0.5974(3) 0.0178 1.0000 Uani . . . . . . . C11 C 0.5188(3) 0.69642(10) 0.6799(3) 0.0189 1.0000 Uani . . . . . . . C12 C 0.5809(4) 0.69986(11) 0.8289(3) 0.0248 1.0000 Uani . . . . . . . S13 S 0.46863(11) 0.73510(3) 0.88786(9) 0.0330 1.0000 Uani . . . . . . . C14 C 0.3349(4) 0.74594(11) 0.7128(3) 0.0247 1.0000 Uani . . . . . . . C15 C 0.3752(3) 0.72337(10) 0.6137(3) 0.0215 1.0000 Uani . . . . . . . S16 S 0.74550(10) 0.50485(3) 0.63574(8) 0.0241 1.0000 Uani . . . . . . . C17 C 0.7934(3) 0.46289(10) 0.5381(3) 0.0192 1.0000 Uani . . . . . . . N18 N 0.8586(3) 0.42033(8) 0.5919(3) 0.0203 1.0000 Uani . . . . . . . C19 C 0.8942(4) 0.38646(10) 0.4970(3) 0.0229 1.0000 Uani . . . . . . . C20 C 0.8977(4) 0.40605(10) 0.7459(3) 0.0223 1.0000 Uani . . . . . . . C21 C 1.0553(4) 0.38062(14) 0.8177(4) 0.0385 1.0000 Uani . . . . . . . C22 C 0.7642(4) 0.37617(13) 0.7489(4) 0.0356 1.0000 Uani . . . . . . . S23 S 0.73362(10) 0.53424(2) 0.33424(8) 0.0245 1.0000 Uani . . . . . . . C24 C 0.7590(3) 0.47492(9) 0.3842(3) 0.0178 1.0000 Uani . . . . . . . N25 N 0.7452(3) 0.43941(8) 0.2905(3) 0.0200 1.0000 Uani . . . . . . . C26 C 0.7698(4) 0.38886(10) 0.3425(3) 0.0234 1.0000 Uani . . . . . . . C27 C 0.6886(4) 0.44918(10) 0.1307(3) 0.0254 1.0000 Uani . . . . . . . C28 C 0.8275(5) 0.45770(13) 0.0938(4) 0.0376 1.0000 Uani . . . . . . . C29 C 0.5810(4) 0.40871(13) 0.0393(3) 0.0365 1.0000 Uani . . . . . . . H51 H 0.6447 0.7738 0.5823 0.0257 1.0000 Uiso R . . . . . . H81 H 0.4476 0.7116 0.1818 0.0240 1.0000 Uiso R . . . . . . H121 H 0.6722 0.6851 0.8925 0.0302 1.0000 Uiso R . . . . . . H141 H 0.2474 0.7642 0.6892 0.0302 1.0000 Uiso R . . . . . . H151 H 0.3167 0.7252 0.5138 0.0257 1.0000 Uiso R . . . . . . H191 H 0.9952 0.3945 0.4984 0.0289 1.0000 Uiso R . . . . . . H192 H 0.8970 0.3538 0.5332 0.0287 1.0000 Uiso R . . . . . . H201 H 0.9051 0.4357 0.7985 0.0269 1.0000 Uiso R . . . . . . H211 H 1.0823 0.3782 0.9209 0.0583 1.0000 Uiso R . . . . . . H213 H 1.1326 0.3995 0.8022 0.0594 1.0000 Uiso R . . . . . . H212 H 1.0475 0.3489 0.7741 0.0595 1.0000 Uiso R . . . . . . H221 H 0.7820 0.3700 0.8481 0.0536 1.0000 Uiso R . . . . . . H223 H 0.6670 0.3926 0.7002 0.0539 1.0000 Uiso R . . . . . . H222 H 0.7604 0.3460 0.7003 0.0535 1.0000 Uiso R . . . . . . H261 H 0.8034 0.3700 0.2802 0.0284 1.0000 Uiso R . . . . . . H262 H 0.6738 0.3761 0.3376 0.0275 1.0000 Uiso R . . . . . . H271 H 0.6268 0.4789 0.1108 0.0305 1.0000 Uiso R . . . . . . H281 H 0.7905 0.4655 -0.0072 0.0594 1.0000 Uiso R . . . . . . H283 H 0.8920 0.4838 0.1516 0.0597 1.0000 Uiso R . . . . . . H282 H 0.8894 0.4283 0.1136 0.0594 1.0000 Uiso R . . . . . . H291 H 0.5342 0.4181 -0.0615 0.0513 1.0000 Uiso R . . . . . . H293 H 0.4981 0.4025 0.0690 0.0519 1.0000 Uiso R . . . . . . H292 H 0.6425 0.3796 0.0503 0.0514 1.0000 Uiso R . . . . . . H71 H 0.4047 0.7972 0.1268 0.0223 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 0.0236(2) 0.01341(17) 0.01930(18) -0.00012(12) 0.01019(15) 0.00266(13) S2 0.0248(4) 0.0152(3) 0.0199(3) -0.0002(2) 0.0120(3) 0.0025(3) C3 0.0187(13) 0.0152(12) 0.0173(12) -0.0018(9) 0.0075(10) -0.0015(10) C4 0.0173(13) 0.0148(12) 0.0200(12) -0.0002(9) 0.0091(10) -0.0005(10) C5 0.0274(15) 0.0157(12) 0.0215(13) 0.0004(10) 0.0127(12) -0.0004(11) S6 0.0311(4) 0.0169(3) 0.0282(4) 0.0021(3) 0.0127(3) 0.0009(3) C7 0.0173(13) 0.0236(13) 0.0144(11) -0.0011(10) 0.0060(10) 0.0019(10) C8 0.0210(14) 0.0211(13) 0.0184(12) 0.0004(10) 0.0077(11) -0.0018(11) S9 0.0301(4) 0.0151(3) 0.0208(3) 0.0019(2) 0.0133(3) 0.0040(3) C10 0.0200(14) 0.0132(12) 0.0192(12) -0.0030(9) 0.0074(11) -0.0021(10) C11 0.0209(14) 0.0171(12) 0.0200(12) -0.0009(10) 0.0100(11) -0.0005(10) C12 0.0282(16) 0.0255(14) 0.0217(13) -0.0009(11) 0.0115(12) 0.0028(12) S13 0.0405(5) 0.0384(5) 0.0249(4) -0.0073(3) 0.0185(4) 0.0029(4) C14 0.0223(15) 0.0224(14) 0.0309(15) -0.0016(11) 0.0128(13) 0.0036(11) C15 0.0221(15) 0.0196(13) 0.0224(13) -0.0023(10) 0.0090(11) 0.0003(11) S16 0.0364(4) 0.0176(3) 0.0209(3) 0.0020(2) 0.0146(3) 0.0067(3) C17 0.0213(14) 0.0163(12) 0.0213(13) 0.0003(10) 0.0103(11) 0.0000(10) N18 0.0221(13) 0.0172(11) 0.0218(11) 0.0024(9) 0.0093(10) 0.0033(9) C19 0.0289(16) 0.0140(12) 0.0290(14) 0.0022(10) 0.0152(12) 0.0046(11) C20 0.0251(15) 0.0190(13) 0.0227(13) 0.0045(10) 0.0100(12) 0.0004(11) C21 0.0315(19) 0.051(2) 0.0350(17) 0.0238(16) 0.0157(15) 0.0144(16) C22 0.0321(19) 0.047(2) 0.0296(16) 0.0082(14) 0.0151(14) -0.0076(15) S23 0.0400(5) 0.0150(3) 0.0225(3) 0.0016(2) 0.0171(3) 0.0037(3) C24 0.0189(13) 0.0151(12) 0.0213(12) 0.0006(9) 0.0103(11) 0.0007(10) N25 0.0247(13) 0.0158(11) 0.0226(11) -0.0017(9) 0.0129(10) -0.0001(9) C26 0.0282(16) 0.0154(12) 0.0275(14) 0.0003(11) 0.0125(12) 0.0032(11) C27 0.0360(18) 0.0179(13) 0.0224(13) 0.0004(11) 0.0125(13) 0.0048(12) C28 0.055(2) 0.0331(18) 0.0327(17) 0.0008(14) 0.0261(17) -0.0026(16) C29 0.042(2) 0.0369(18) 0.0249(15) -0.0053(13) 0.0089(15) -0.0074(16) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.26519(19) 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 . S2 . 2.1404(7) yes Ni1 . S9 . 2.1338(7) yes Ni1 . S16 . 2.1700(8) yes Ni1 . S23 . 2.1604(8) yes S2 . C3 . 1.754(3) yes C3 . C4 . 1.475(4) yes C3 . C10 . 1.350(4) yes C4 . C5 . 1.377(4) yes C4 . C8 . 1.431(4) yes C5 . S6 . 1.699(3) yes C5 . H51 . 0.924 no S6 . C7 . 1.699(3) yes C7 . C8 . 1.395(4) yes C7 . H71 . 0.864 no C8 . H81 . 0.922 no S9 . C10 . 1.751(3) yes C10 . C11 . 1.481(4) yes C11 . C12 . 1.363(4) yes C11 . C15 . 1.435(4) yes C12 . S13 . 1.713(3) yes C12 . H121 . 0.922 no S13 . C14 . 1.704(3) yes C14 . C15 . 1.357(4) yes C14 . H141 . 0.907 no C15 . H151 . 0.922 no S16 . C17 . 1.694(3) yes C17 . N18 . 1.324(3) yes C17 . C24 . 1.479(4) yes N18 . C19 . 1.469(3) yes N18 . C20 . 1.486(3) yes C19 . C26 . 1.502(4) yes C19 . H191 . 0.971 no C19 . H192 . 0.964 no C20 . C21 . 1.519(4) yes C20 . C22 . 1.512(4) yes C20 . H201 . 0.957 no C21 . H211 . 0.961 no C21 . H213 . 0.958 no C21 . H212 . 0.963 no C22 . H221 . 0.954 no C22 . H223 . 0.950 no C22 . H222 . 0.954 no S23 . C24 . 1.691(3) yes C24 . N25 . 1.324(3) yes N25 . C26 . 1.466(3) yes N25 . C27 . 1.489(4) yes C26 . H261 . 0.964 no C26 . H262 . 0.951 no C27 . C28 . 1.521(5) yes C27 . C29 . 1.524(4) yes C27 . H271 . 0.974 no C28 . H281 . 0.949 no C28 . H283 . 0.961 no C28 . H282 . 0.966 no C29 . H291 . 0.955 no C29 . H293 . 0.961 no C29 . H292 . 0.965 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 S2 . Ni1 . S9 . 91.54(3) yes S2 . Ni1 . S16 . 177.48(4) yes S9 . Ni1 . S16 . 89.49(3) yes S2 . Ni1 . S23 . 87.97(3) yes S9 . Ni1 . S23 . 174.81(4) yes S16 . Ni1 . S23 . 91.21(3) yes Ni1 . S2 . C3 . 104.88(9) yes S2 . C3 . C4 . 115.53(19) yes S2 . C3 . C10 . 118.9(2) yes C4 . C3 . C10 . 125.5(2) yes C3 . C4 . C5 . 124.8(2) yes C3 . C4 . C8 . 123.9(2) yes C5 . C4 . C8 . 111.3(2) yes C4 . C5 . S6 . 111.9(2) yes C4 . C5 . H51 . 124.8 no S6 . C5 . H51 . 123.3 no C5 . S6 . C7 . 93.52(13) yes S6 . C7 . C8 . 110.2(2) yes S6 . C7 . H71 . 124.0 no C8 . C7 . H71 . 125.7 no C4 . C8 . C7 . 112.9(2) yes C4 . C8 . H81 . 123.6 no C7 . C8 . H81 . 123.4 no Ni1 . S9 . C10 . 104.83(9) yes S9 . C10 . C3 . 119.6(2) yes S9 . C10 . C11 . 115.63(19) yes C3 . C10 . C11 . 124.7(2) yes C10 . C11 . C12 . 124.6(3) yes C10 . C11 . C15 . 124.2(2) yes C12 . C11 . C15 . 111.0(2) yes C11 . C12 . S13 . 112.2(2) yes C11 . C12 . H121 . 125.1 no S13 . C12 . H121 . 122.7 no C12 . S13 . C14 . 92.07(14) yes S13 . C14 . C15 . 111.4(2) yes S13 . C14 . H141 . 124.2 no C15 . C14 . H141 . 124.4 no C11 . C15 . C14 . 113.3(3) yes C11 . C15 . H151 . 123.2 no C14 . C15 . H151 . 123.5 no Ni1 . S16 . C17 . 105.37(10) yes S16 . C17 . N18 . 123.7(2) yes S16 . C17 . C24 . 117.4(2) yes N18 . C17 . C24 . 118.9(2) yes C17 . N18 . C19 . 119.1(2) yes C17 . N18 . C20 . 121.8(2) yes C19 . N18 . C20 . 119.1(2) yes N18 . C19 . C26 . 110.6(2) yes N18 . C19 . H191 . 109.7 no C26 . C19 . H191 . 109.7 no N18 . C19 . H192 . 108.7 no C26 . C19 . H192 . 108.5 no H191 . C19 . H192 . 109.7 no N18 . C20 . C21 . 112.3(2) yes N18 . C20 . C22 . 108.7(2) yes C21 . C20 . C22 . 113.3(3) yes N18 . C20 . H201 . 106.2 no C21 . C20 . H201 . 107.4 no C22 . C20 . H201 . 108.5 no C20 . C21 . H211 . 107.8 no C20 . C21 . H213 . 109.4 no H211 . C21 . H213 . 109.9 no C20 . C21 . H212 . 109.1 no H211 . C21 . H212 . 111.3 no H213 . C21 . H212 . 109.3 no C20 . C22 . H221 . 109.6 no C20 . C22 . H223 . 111.2 no H221 . C22 . H223 . 109.3 no C20 . C22 . H222 . 108.2 no H221 . C22 . H222 . 109.5 no H223 . C22 . H222 . 109.0 no Ni1 . S23 . C24 . 105.31(10) yes C17 . C24 . S23 . 117.87(19) yes C17 . C24 . N25 . 119.5(2) yes S23 . C24 . N25 . 122.6(2) yes C24 . N25 . C26 . 119.3(2) yes C24 . N25 . C27 . 121.2(2) yes C26 . N25 . C27 . 119.1(2) yes C19 . C26 . N25 . 110.3(2) yes C19 . C26 . H261 . 108.8 no N25 . C26 . H261 . 108.9 no C19 . C26 . H262 . 110.3 no N25 . C26 . H262 . 109.0 no H261 . C26 . H262 . 109.5 no N25 . C27 . C28 . 109.8(3) yes N25 . C27 . C29 . 111.4(2) yes C28 . C27 . C29 . 112.7(3) yes N25 . C27 . H271 . 106.5 no C28 . C27 . H271 . 108.8 no C29 . C27 . H271 . 107.4 no C27 . C28 . H281 . 109.3 no C27 . C28 . H283 . 110.8 no H281 . C28 . H283 . 109.4 no C27 . C28 . H282 . 109.1 no H281 . C28 . H282 . 109.1 no H283 . C28 . H282 . 109.1 no C27 . C29 . H291 . 109.6 no C27 . C29 . H293 . 111.3 no H291 . C29 . H293 . 107.9 no C27 . C29 . H292 . 108.6 no H291 . C29 . H292 . 109.4 no H293 . C29 . H292 . 110.1 no