# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 loop_ _publ_author_name _publ_author_address _publ_author_footnote 'K.Moineau-Chane Ching' ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; T.-T.Bui ; ? # Address 2 ; ; ? # Footnote 2 ; M.-H.Vuong '' '' ; B.Garreau-de Bonneval ; '' '' F.Alary '' '' K.Jacob '' '' C.Duhayon '' '' A.Sournia-Saquet '' '' _publ_contact_letter ; ; _publ_contact_author_name 'Kathleen Moineau-Chane Ching' _publ_contact_author_address ; ; _publ_contact_author_email kathleen.chane@lcc-toulouse.fr _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_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 Fih. ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures - Start each caption on a new line after a blank line ; ; _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; 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. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # PROCESSING SUMMARY (IUCr Office Use Only): _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_coden_ASTM ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? # End of 'script/refcif.dat' # 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. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2002). Xcalibur 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. ; _publ_requested_category EO # choose from: FI FM FO CI CM CO AD _publ_section_title # Title of paper - generally just the systematic or trivial name ; ? ; # Attachment '- CIFcomplex1.cif' data_CRYSTALS_cif1 _database_code_depnum_ccdc_archive 'CCDC 646782' #TrackingRef '- CIFcomplex1.cif' _audit_creation_date 07-07-06 _audit_creation_method CRYSTALS_ver_12.84 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 5.3358(6) _cell_length_b 13.3538(13) _cell_length_c 13.8940(18) _cell_angle_alpha 101.260(10) _cell_angle_beta 90.396(10) _cell_angle_gamma 101.111(9) _cell_volume 951.72(19) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-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' 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 1 _chemical_formula_sum 'C32 H60 Ni1 S8' _chemical_formula_moiety 'C32 H60 Ni1 S8' _chemical_compound_source ? _chemical_formula_weight 760.07 _cell_measurement_reflns_used 6532 _cell_measurement_theta_min 3 _cell_measurement_theta_max 29 _cell_measurement_temperature 160 _exptl_crystal_description planar _exptl_crystal_colour brown _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 0.970 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.95 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _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 'Xcalibur, (Oxford Diffraction, 2002)' _computing_cell_refinement 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis RED, (Oxford Diffraction, 2002)' _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 160 _diffrn_reflns_number 9034 _reflns_number_total 5044 _diffrn_reflns_av_R_equivalents 0.061 # Number of reflections with Friedels Law is 5044 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5058 _diffrn_reflns_theta_min 2.993 _diffrn_reflns_theta_max 29.077 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.042 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max -18 _diffrn_reflns_limit_l_min 18 _diffrn_reflns_limit_l_max 18 _reflns_limit_h_min -7 _reflns_limit_h_max 7 _reflns_limit_k_min -18 _reflns_limit_k_max 17 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.45 _refine_diff_density_max 0.88 _refine_ls_number_reflns 1929 _refine_ls_number_restraints 0 _refine_ls_number_parameters 187 #_refine_ls_R_factor_ref 0.0457 _refine_ls_wR_factor_ref 0.0508 _refine_ls_goodness_of_fit_ref 1.0969 #_reflns_number_all 5047 _refine_ls_R_factor_all 0.1399 _refine_ls_wR_factor_all 0.1185 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>1.7\s(I) _reflns_number_gt 1929 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_gt 0.0508 _refine_ls_shift/su_max 0.000181 # 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 F _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, 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: 2.26 -0.393E-01 1.35 ; # 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'. # 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 _atom_site_attached_hydrogens S1 S 0.2642(3) -0.03405(10) 0.59766(10) 0.0267 1.0000 Uani . . . . . . S2 S -0.0378(3) 0.13897(10) 0.59960(10) 0.0274 1.0000 Uani . . . . . . S3 S 0.4955(3) 0.07065(11) 0.79847(11) 0.0298 1.0000 Uani . . . . . . S4 S 0.1950(3) 0.24361(11) 0.80188(11) 0.0336 1.0000 Uani . . . . . . C1 C 0.2942(9) 0.0660(4) 0.6976(4) 0.0233 1.0000 Uani . . . . . . C2 C 0.6277(10) -0.0449(4) 0.7655(4) 0.0271 1.0000 Uani . . . . . . C3 C 0.8008(10) -0.0517(4) 0.8495(4) 0.0293 1.0000 Uani . . . . . . C4 C 0.9081(10) -0.1511(4) 0.8280(4) 0.0319 1.0000 Uani . . . . . . C5 C 1.0800(11) -0.1633(4) 0.9099(4) 0.0332 1.0000 Uani . . . . . . C6 C 1.1695(11) -0.2663(4) 0.8906(4) 0.0325 1.0000 Uani . . . . . . C7 C 1.3453(12) -0.2783(4) 0.9708(4) 0.0370 1.0000 Uani . . . . . . C8 C 1.4130(15) -0.3849(5) 0.9563(5) 0.0567 1.0000 Uani . . . . . . C9 C 0.1596(10) 0.1434(4) 0.6975(4) 0.0240 1.0000 Uani . . . . . . C10 C -0.0439(10) 0.3183(4) 0.7831(4) 0.0281 1.0000 Uani . . . . . . C11 C 0.0324(10) 0.3996(4) 0.7203(4) 0.0335 1.0000 Uani . . . . . . C12 C -0.1845(11) 0.4560(4) 0.7101(4) 0.0331 1.0000 Uani . . . . . . C13 C -0.1243(11) 0.5382(4) 0.6477(4) 0.0359 1.0000 Uani . . . . . . C14 C -0.3490(10) 0.5876(4) 0.6299(4) 0.0322 1.0000 Uani . . . . . . C15 C -0.2871(11) 0.6698(4) 0.5673(5) 0.0349 1.0000 Uani . . . . . . C16 C -0.5168(12) 0.7135(4) 0.5441(5) 0.0438 1.0000 Uani . . . . . . Ni1 Ni 0.0000 0.0000 0.5000 0.0259 1.0000 Uani S . . . . . H21 H 0.4896 -0.1051 0.7519 0.0327 1.0000 Uiso R . . . . . H22 H 0.7226 -0.0424 0.7067 0.0332 1.0000 Uiso R . . . . . H31 H 0.7042 -0.0513 0.9084 0.0351 1.0000 Uiso R . . . . . H32 H 0.9404 0.0078 0.8598 0.0350 1.0000 Uiso R . . . . . H41 H 0.7672 -0.2099 0.8158 0.0389 1.0000 Uiso R . . . . . H42 H 1.0058 -0.1504 0.7694 0.0388 1.0000 Uiso R . . . . . H51 H 0.9872 -0.1573 0.9699 0.0396 1.0000 Uiso R . . . . . H52 H 1.2291 -0.1077 0.9180 0.0400 1.0000 Uiso R . . . . . H61 H 1.0204 -0.3223 0.8829 0.0392 1.0000 Uiso R . . . . . H62 H 1.2594 -0.2710 0.8300 0.0388 1.0000 Uiso R . . . . . H71 H 1.2619 -0.2656 1.0322 0.0437 1.0000 Uiso R . . . . . H72 H 1.5013 -0.2271 0.9737 0.0443 1.0000 Uiso R . . . . . H81 H 1.5238 -0.3874 1.0099 0.0899 1.0000 Uiso R . . . . . H82 H 1.2602 -0.4367 0.9546 0.0899 1.0000 Uiso R . . . . . H83 H 1.4977 -0.3987 0.8959 0.0898 1.0000 Uiso R . . . . . H101 H -0.0792 0.3539 0.8481 0.0352 1.0000 Uiso R . . . . . H102 H -0.1994 0.2708 0.7538 0.0350 1.0000 Uiso R . . . . . H111 H 0.1808 0.4493 0.7516 0.0397 1.0000 Uiso R . . . . . H112 H 0.0757 0.3668 0.6556 0.0400 1.0000 Uiso R . . . . . H121 H -0.2252 0.4882 0.7755 0.0400 1.0000 Uiso R . . . . . H122 H -0.3317 0.4048 0.6802 0.0399 1.0000 Uiso R . . . . . H131 H 0.0138 0.5922 0.6804 0.0429 1.0000 Uiso R . . . . . H132 H -0.0710 0.5060 0.5848 0.0428 1.0000 Uiso R . . . . . H141 H -0.4025 0.6196 0.6933 0.0380 1.0000 Uiso R . . . . . H142 H -0.4867 0.5328 0.5978 0.0380 1.0000 Uiso R . . . . . H151 H -0.1572 0.7262 0.6024 0.0427 1.0000 Uiso R . . . . . H152 H -0.2203 0.6394 0.5063 0.0429 1.0000 Uiso R . . . . . H161 H -0.4665 0.7680 0.5083 0.0671 1.0000 Uiso R . . . . . H162 H -0.5868 0.7418 0.6046 0.0669 1.0000 Uiso R . . . . . H163 H -0.6447 0.6600 0.5064 0.0670 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 S1 0.0298(8) 0.0218(7) 0.0303(8) 0.0054(6) 0.0005(6) 0.0096(6) S2 0.0309(8) 0.0224(7) 0.0307(8) 0.0060(6) 0.0006(6) 0.0093(6) S3 0.0329(8) 0.0255(7) 0.0307(8) 0.0048(6) -0.0017(6) 0.0063(6) S4 0.0417(9) 0.0267(7) 0.0319(8) 0.0017(6) -0.0006(7) 0.0101(7) C1 0.021(3) 0.027(3) 0.017(3) 0.002(2) -0.002(2) -0.007(2) C2 0.029(3) 0.020(3) 0.033(3) 0.004(2) 0.000(2) 0.008(2) C3 0.028(3) 0.026(3) 0.033(3) 0.007(2) -0.001(2) 0.002(2) C4 0.028(3) 0.031(3) 0.038(3) 0.013(3) 0.001(3) 0.003(2) C5 0.033(3) 0.031(3) 0.036(3) 0.011(3) 0.005(3) 0.004(2) C6 0.034(3) 0.035(3) 0.029(3) 0.004(3) 0.000(2) 0.011(3) C7 0.044(4) 0.037(3) 0.029(3) 0.005(3) 0.002(3) 0.007(3) C8 0.074(5) 0.048(4) 0.058(5) 0.018(4) -0.002(4) 0.029(4) C9 0.028(3) 0.019(2) 0.022(3) 0.004(2) 0.002(2) -0.002(2) C10 0.030(3) 0.022(3) 0.035(3) 0.006(2) 0.005(2) 0.010(2) C11 0.032(3) 0.025(3) 0.042(3) 0.006(2) 0.013(3) 0.003(2) C12 0.039(3) 0.025(3) 0.036(3) 0.007(2) 0.009(3) 0.008(2) C13 0.044(3) 0.021(3) 0.041(4) 0.006(3) 0.009(3) 0.003(2) C14 0.036(3) 0.020(2) 0.039(3) 0.005(2) 0.009(3) 0.003(2) C15 0.036(3) 0.025(3) 0.047(4) 0.014(3) 0.007(3) 0.005(2) C16 0.047(4) 0.031(3) 0.057(4) 0.017(3) 0.008(3) 0.006(3) Ni1 0.0285(6) 0.0206(5) 0.0300(6) 0.0067(4) 0.0027(5) 0.0063(4) _refine_ls_extinction_method None 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 S1 . C1 . 1.712(5) yes S1 . Ni1 . 2.1207(14) yes S2 . C9 . 1.699(5) yes S2 . Ni1 . 2.1319(13) yes S3 . C1 . 1.743(5) yes S3 . C2 . 1.799(5) yes S4 . C9 . 1.752(5) yes S4 . C10 . 1.810(5) yes C1 . C9 . 1.368(7) yes C2 . C3 . 1.511(7) yes C2 . H21 . 0.967 no C2 . H22 . 0.967 no C3 . C4 . 1.523(7) yes C3 . H31 . 0.970 no C3 . H32 . 0.966 no C4 . C5 . 1.509(8) yes C4 . H41 . 0.964 no C4 . H42 . 0.970 no C5 . C6 . 1.517(7) yes C5 . H51 . 0.971 no C5 . H52 . 0.967 no C6 . C7 . 1.503(8) yes C6 . H61 . 0.971 no C6 . H62 . 0.969 no C7 . C8 . 1.512(8) yes C7 . H71 . 0.966 no C7 . H72 . 0.965 no C8 . H81 . 0.957 no C8 . H82 . 0.959 no C8 . H83 . 0.959 no C10 . C11 . 1.520(7) yes C10 . H101 . 0.973 no C10 . H102 . 0.973 no C11 . C12 . 1.518(7) yes C11 . H111 . 0.968 no C11 . H112 . 0.971 no C12 . C13 . 1.516(7) yes C12 . H121 . 0.971 no C12 . H122 . 0.967 no C13 . C14 . 1.516(8) yes C13 . H131 . 0.966 no C13 . H132 . 0.966 no C14 . C15 . 1.519(7) yes C14 . H141 . 0.971 no C14 . H142 . 0.967 no C15 . C16 . 1.514(8) yes C15 . H151 . 0.967 no C15 . H152 . 0.968 no C16 . H161 . 0.957 no C16 . H162 . 0.960 no C16 . H163 . 0.955 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 C1 . S1 . Ni1 . 104.48(19) yes C9 . S2 . Ni1 . 104.20(18) yes C1 . S3 . C2 . 103.9(3) yes C9 . S4 . C10 . 104.7(3) yes S3 . C1 . S1 . 120.8(3) yes S3 . C1 . C9 . 120.0(4) yes S1 . C1 . C9 . 119.2(4) yes S3 . C2 . C3 . 109.0(4) yes S3 . C2 . H21 . 109.0 no C3 . C2 . H21 . 110.5 no S3 . C2 . H22 . 109.7 no C3 . C2 . H22 . 110.3 no H21 . C2 . H22 . 108.3 no C2 . C3 . C4 . 111.5(5) yes C2 . C3 . H31 . 109.1 no C4 . C3 . H31 . 108.6 no C2 . C3 . H32 . 108.7 no C4 . C3 . H32 . 109.2 no H31 . C3 . H32 . 109.6 no C3 . C4 . C5 . 114.0(5) yes C3 . C4 . H41 . 108.5 no C5 . C4 . H41 . 108.6 no C3 . C4 . H42 . 107.9 no C5 . C4 . H42 . 108.4 no H41 . C4 . H42 . 109.4 no C4 . C5 . C6 . 113.4(5) yes C4 . C5 . H51 . 108.3 no C6 . C5 . H51 . 109.2 no C4 . C5 . H52 . 108.5 no C6 . C5 . H52 . 108.2 no H51 . C5 . H52 . 109.2 no C5 . C6 . C7 . 113.8(5) yes C5 . C6 . H61 . 108.5 no C7 . C6 . H61 . 108.8 no C5 . C6 . H62 . 107.7 no C7 . C6 . H62 . 108.5 no H61 . C6 . H62 . 109.4 no C6 . C7 . C8 . 113.7(5) yes C6 . C7 . H71 . 108.1 no C8 . C7 . H71 . 108.5 no C6 . C7 . H72 . 108.7 no C8 . C7 . H72 . 108.4 no H71 . C7 . H72 . 109.4 no C7 . C8 . H81 . 109.4 no C7 . C8 . H82 . 109.5 no H81 . C8 . H82 . 109.1 no C7 . C8 . H83 . 109.8 no H81 . C8 . H83 . 109.5 no H82 . C8 . H83 . 109.6 no S4 . C9 . C1 . 117.5(4) yes S4 . C9 . S2 . 122.4(3) yes C1 . C9 . S2 . 120.1(4) yes S4 . C10 . C11 . 115.8(4) yes S4 . C10 . H101 . 106.1 no C11 . C10 . H101 . 108.2 no S4 . C10 . H102 . 109.1 no C11 . C10 . H102 . 108.6 no H101 . C10 . H102 . 108.9 no C10 . C11 . C12 . 110.4(4) yes C10 . C11 . H111 . 108.6 no C12 . C11 . H111 . 109.3 no C10 . C11 . H112 . 110.2 no C12 . C11 . H112 . 109.3 no H111 . C11 . H112 . 108.9 no C11 . C12 . C13 . 113.8(5) yes C11 . C12 . H121 . 108.2 no C13 . C12 . H121 . 109.5 no C11 . C12 . H122 . 107.9 no C13 . C12 . H122 . 108.5 no H121 . C12 . H122 . 109.0 no C12 . C13 . C14 . 113.7(5) yes C12 . C13 . H131 . 108.4 no C14 . C13 . H131 . 108.6 no C12 . C13 . H132 . 108.4 no C14 . C13 . H132 . 108.3 no H131 . C13 . H132 . 109.5 no C13 . C14 . C15 . 113.4(4) yes C13 . C14 . H141 . 108.1 no C15 . C14 . H141 . 108.9 no C13 . C14 . H142 . 107.9 no C15 . C14 . H142 . 109.3 no H141 . C14 . H142 . 109.2 no C14 . C15 . C16 . 113.1(5) yes C14 . C15 . H151 . 108.4 no C16 . C15 . H151 . 108.7 no C14 . C15 . H152 . 109.0 no C16 . C15 . H152 . 108.8 no H151 . C15 . H152 . 108.9 no C15 . C16 . H161 . 110.0 no C15 . C16 . H162 . 109.0 no H161 . C16 . H162 . 108.9 no C15 . C16 . H163 . 110.4 no H161 . C16 . H163 . 109.6 no H162 . C16 . H163 . 109.0 no S2 2_556 Ni1 . S2 . 179.995 yes S2 2_556 Ni1 . S1 2_556 91.94(5) yes S2 . Ni1 . S1 2_556 88.06(5) yes S2 2_556 Ni1 . S1 . 88.06(5) yes S2 . Ni1 . S1 . 91.94(5) yes S1 2_556 Ni1 . S1 . 179.995 yes # Attachment '- CIFcomplex3.cif' data_CRYSTALS_cif _database_code_depnum_ccdc_archive 'CCDC 646783' #TrackingRef '- CIFcomplex3.cif' _audit_creation_date 07-01-26 _audit_creation_method CRYSTALS_ver_12.84 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 26.182(2) _cell_length_b 6.4642(6) _cell_length_c 19.9353(11) _cell_angle_alpha 90 _cell_angle_beta 107.729(6) _cell_angle_gamma 90 _cell_volume 3213.7(4) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -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' Pd -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058 76.8986 5.2659 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C24 H44 Ni1 S8 # Dc = 1.34 Fooo = 1376.00 Mu = 11.36 M = 323.93 # Found Formula = C24 H44 Ni1 S8 # Dc = 1.34 FOOO = 1376.00 Mu = 11.36 M = 323.93 _chemical_formula_sum 'C24 H44 Ni1 S8' _chemical_formula_moiety 'C24 H44 Ni1 S8' _chemical_compound_source ? _chemical_formula_weight 647.85 _cell_measurement_reflns_used 8292 _cell_measurement_theta_min 2 _cell_measurement_theta_max 29 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_min 0.07 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_max 0.50 _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 1.137 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.86 _exptl_absorpt_correction_T_max 0.92 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _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 'Xcalibur, (Oxford Diffraction, 2002)' _computing_cell_refinement 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis RED, (Oxford Diffraction, 2002)' _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 30379 _reflns_number_total 4287 _diffrn_reflns_av_R_equivalents 0.039 # Number of reflections with Friedels Law is 4287 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 4308 _diffrn_reflns_theta_min 3.067 _diffrn_reflns_theta_max 29.087 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.505 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _reflns_limit_h_min -35 _reflns_limit_h_max 34 _reflns_limit_k_min 0 _reflns_limit_k_max 8 _reflns_limit_l_min 0 _reflns_limit_l_max 27 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.50 _refine_diff_density_max 0.76 _refine_ls_number_reflns 2201 _refine_ls_number_restraints 0 _refine_ls_number_parameters 151 #_refine_ls_R_factor_ref 0.0316 _refine_ls_wR_factor_ref 0.0361 _refine_ls_goodness_of_fit_ref 1.0474 #_reflns_number_all 4275 _refine_ls_R_factor_all 0.0628 _refine_ls_wR_factor_all 0.0653 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.0\s(I) _reflns_number_gt 2201 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_gt 0.0361 _refine_ls_shift/su_max 0.000748 # 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 F _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, 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: 2.42 0.711E-01 1.42 ; _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_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 Fih. ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures - Start each caption on a new line after a blank line ; ; _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; 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. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # End of 'script/refcif.dat' # 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. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2002). Xcalibur 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 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 _atom_site_attached_hydrogens C1 C 0.20681(10) -0.1202(4) 0.55940(13) 0.0279 1.0000 Uani . . . . . . C2 C 0.12783(11) -0.3946(5) 0.48327(13) 0.0320 1.0000 Uani . . . . . . C3 C 0.09182(11) -0.5729(5) 0.48943(15) 0.0351 1.0000 Uani . . . . . . C4 C 0.05939(12) -0.6638(5) 0.41849(17) 0.0406 1.0000 Uani . . . . . . C5 C 0.02156(14) -0.5083(7) 0.3717(2) 0.0610 1.0000 Uani . . . . . . C6 C 0.02908(15) -0.8536(6) 0.4296(2) 0.0625 1.0000 Uani . . . . . . C7 C 0.24496(10) -0.0368(4) 0.61878(13) 0.0284 1.0000 Uani . . . . . . C8 C 0.31962(10) -0.0627(5) 0.75307(13) 0.0334 1.0000 Uani . . . . . . C9 C 0.36607(10) -0.1679(5) 0.73585(14) 0.0316 1.0000 Uani . . . . . . C10 C 0.37303(11) -0.3968(5) 0.75444(15) 0.0349 1.0000 Uani . . . . . . C11 C 0.41529(15) -0.4900(6) 0.72596(19) 0.0560 1.0000 Uani . . . . . . C12 C 0.38742(13) -0.4326(6) 0.83371(17) 0.0478 1.0000 Uani . . . . . . S1 S 0.19574(3) -0.00503(12) 0.47941(3) 0.0306 1.0000 Uani . . . . . . S2 S 0.27915(3) 0.17971(12) 0.60960(3) 0.0321 1.0000 Uani . . . . . . S3 S 0.17141(3) -0.33888(12) 0.57063(3) 0.0355 1.0000 Uani . . . . . . S4 S 0.25431(3) -0.15525(13) 0.70038(3) 0.0363 1.0000 Uani . . . . . . Ni1 Ni 0.2500 0.2500 0.5000 0.0289 1.0000 Uani S . . . . . H21 H 0.1505 -0.4364 0.4551 0.0419 1.0000 Uiso R . . . . . H22 H 0.1065 -0.2720 0.4633 0.0421 1.0000 Uiso R . . . . . H31 H 0.1150 -0.6819 0.5165 0.0472 1.0000 Uiso R . . . . . H32 H 0.0669 -0.5255 0.5139 0.0471 1.0000 Uiso R . . . . . H41 H 0.0852 -0.7080 0.3949 0.0503 1.0000 Uiso R . . . . . H51 H 0.0016 -0.5719 0.3280 0.0872 1.0000 Uiso R . . . . . H52 H -0.0034 -0.4604 0.3953 0.0870 1.0000 Uiso R . . . . . H53 H 0.0415 -0.3931 0.3625 0.0871 1.0000 Uiso R . . . . . H61 H 0.0104 -0.9145 0.3853 0.0950 1.0000 Uiso R . . . . . H62 H 0.0539 -0.9537 0.4574 0.0950 1.0000 Uiso R . . . . . H63 H 0.0034 -0.8129 0.4524 0.0949 1.0000 Uiso R . . . . . H81 H 0.3219 -0.0885 0.8018 0.0411 1.0000 Uiso R . . . . . H82 H 0.3209 0.0872 0.7450 0.0410 1.0000 Uiso R . . . . . H91 H 0.3990 -0.0970 0.7616 0.0389 1.0000 Uiso R . . . . . H92 H 0.3611 -0.1519 0.6858 0.0393 1.0000 Uiso R . . . . . H101 H 0.3384 -0.4667 0.7319 0.0458 1.0000 Uiso R . . . . . H111 H 0.4182 -0.6355 0.7368 0.0910 1.0000 Uiso R . . . . . H112 H 0.4492 -0.4219 0.7483 0.0908 1.0000 Uiso R . . . . . H113 H 0.4058 -0.4696 0.6761 0.0909 1.0000 Uiso R . . . . . H121 H 0.3930 -0.5798 0.8416 0.0750 1.0000 Uiso R . . . . . H122 H 0.4204 -0.3579 0.8564 0.0746 1.0000 Uiso R . . . . . H123 H 0.3584 -0.3854 0.8502 0.0750 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 C1 0.0310(12) 0.0286(15) 0.0263(12) 0.0011(11) 0.0122(10) 0.0005(11) C2 0.0374(13) 0.0347(16) 0.0260(12) -0.0022(11) 0.0126(10) -0.0023(12) C3 0.0402(14) 0.0327(16) 0.0354(14) -0.0009(13) 0.0160(11) -0.0039(13) C4 0.0356(14) 0.0433(18) 0.0444(16) -0.0135(14) 0.0144(12) -0.0069(13) C5 0.0489(18) 0.072(3) 0.054(2) 0.002(2) 0.0026(16) -0.0077(19) C6 0.056(2) 0.052(2) 0.078(3) -0.017(2) 0.0163(19) -0.0185(18) C7 0.0287(12) 0.0306(15) 0.0269(12) 0.0030(11) 0.0100(10) 0.0051(11) C8 0.0358(13) 0.0403(17) 0.0213(11) -0.0031(12) 0.0046(10) 0.0017(13) C9 0.0263(12) 0.0391(16) 0.0285(12) 0.0003(12) 0.0070(10) -0.0004(11) C10 0.0300(13) 0.0345(17) 0.0363(14) -0.0006(12) 0.0046(11) 0.0013(12) C11 0.060(2) 0.057(2) 0.053(2) 0.0015(18) 0.0210(17) 0.0196(19) C12 0.0429(16) 0.057(2) 0.0435(17) 0.0146(17) 0.0124(13) 0.0037(16) S1 0.0326(3) 0.0323(4) 0.0245(3) 0.0042(3) 0.0049(2) -0.0036(3) S2 0.0320(3) 0.0331(4) 0.0271(3) 0.0024(3) 0.0031(3) -0.0040(3) S3 0.0459(4) 0.0355(4) 0.0255(3) 0.0006(3) 0.0113(3) -0.0104(3) S4 0.0276(3) 0.0546(5) 0.0259(3) 0.0089(3) 0.0069(2) -0.0019(3) Ni1 0.0280(2) 0.0286(3) 0.0269(2) 0.0049(2) 0.00387(17) -0.0007(2) _refine_ls_extinction_method None 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 C1 . C7 . 1.404(4) yes C1 . S1 . 1.703(3) yes C1 . S3 . 1.742(3) yes C2 . C3 . 1.518(4) yes C2 . S3 . 1.804(3) yes C2 . H21 . 0.972 no C2 . H22 . 0.982 no C3 . C4 . 1.528(4) yes C3 . H31 . 0.978 no C3 . H32 . 0.975 no C4 . C5 . 1.516(5) yes C4 . C6 . 1.514(5) yes C4 . H41 . 0.977 no C5 . H51 . 0.960 no C5 . H52 . 0.965 no C5 . H53 . 0.959 no C6 . H61 . 0.954 no C6 . H62 . 0.963 no C6 . H63 . 0.955 no C7 . S2 . 1.701(3) yes C7 . S4 . 1.746(3) yes C8 . C9 . 1.521(4) yes C8 . S4 . 1.814(3) yes C8 . H81 . 0.970 no C8 . H82 . 0.985 no C9 . C10 . 1.523(4) yes C9 . H91 . 0.973 no C9 . H92 . 0.971 no C10 . C11 . 1.514(4) yes C10 . C12 . 1.527(4) yes C10 . H101 . 0.989 no C11 . H111 . 0.963 no C11 . H112 . 0.968 no C11 . H113 . 0.957 no C12 . H121 . 0.969 no C12 . H122 . 0.972 no C12 . H123 . 0.964 no S1 . Ni1 . 2.1330(7) yes S2 . Ni1 . 2.1325(7) yes 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 C7 . C1 . S1 . 119.7(2) yes C7 . C1 . S3 . 118.26(19) yes S1 . C1 . S3 . 121.99(15) yes C3 . C2 . S3 . 107.41(18) yes C3 . C2 . H21 . 109.9 no S3 . C2 . H21 . 107.2 no C3 . C2 . H22 . 110.8 no S3 . C2 . H22 . 110.2 no H21 . C2 . H22 . 111.3 no C2 . C3 . C4 . 113.6(2) yes C2 . C3 . H31 . 107.2 no C4 . C3 . H31 . 108.1 no C2 . C3 . H32 . 109.1 no C4 . C3 . H32 . 108.4 no H31 . C3 . H32 . 110.3 no C3 . C4 . C5 . 112.9(3) yes C3 . C4 . C6 . 110.1(3) yes C5 . C4 . C6 . 110.7(3) yes C3 . C4 . H41 . 106.6 no C5 . C4 . H41 . 108.4 no C6 . C4 . H41 . 107.7 no C4 . C5 . H51 . 110.3 no C4 . C5 . H52 . 109.0 no H51 . C5 . H52 . 108.5 no C4 . C5 . H53 . 109.9 no H51 . C5 . H53 . 109.7 no H52 . C5 . H53 . 109.5 no C4 . C6 . H61 . 110.0 no C4 . C6 . H62 . 109.7 no H61 . C6 . H62 . 108.7 no C4 . C6 . H63 . 108.8 no H61 . C6 . H63 . 108.5 no H62 . C6 . H63 . 111.2 no C1 . C7 . S2 . 119.2(2) yes C1 . C7 . S4 . 118.6(2) yes S2 . C7 . S4 . 122.14(15) yes C9 . C8 . S4 . 113.5(2) yes C9 . C8 . H81 . 109.9 no S4 . C8 . H81 . 106.4 no C9 . C8 . H82 . 109.4 no S4 . C8 . H82 . 107.6 no H81 . C8 . H82 . 109.8 no C8 . C9 . C10 . 115.1(2) yes C8 . C9 . H91 . 108.1 no C10 . C9 . H91 . 107.9 no C8 . C9 . H92 . 108.5 no C10 . C9 . H92 . 108.8 no H91 . C9 . H92 . 108.2 no C9 . C10 . C11 . 110.0(3) yes C9 . C10 . C12 . 111.9(3) yes C11 . C10 . C12 . 110.5(3) yes C9 . C10 . H101 . 107.9 no C11 . C10 . H101 . 108.7 no C12 . C10 . H101 . 107.7 no C10 . C11 . H111 . 108.7 no C10 . C11 . H112 . 108.5 no H111 . C11 . H112 . 110.0 no C10 . C11 . H113 . 110.3 no H111 . C11 . H113 . 110.2 no H112 . C11 . H113 . 109.1 no C10 . C12 . H121 . 107.1 no C10 . C12 . H122 . 108.2 no H121 . C12 . H122 . 110.1 no C10 . C12 . H123 . 109.5 no H121 . C12 . H123 . 110.6 no H122 . C12 . H123 . 111.3 no C1 . S1 . Ni1 . 104.15(10) yes C7 . S2 . Ni1 . 104.46(9) yes C2 . S3 . C1 . 104.05(13) yes C8 . S4 . C7 . 103.58(13) yes S1 4_556 Ni1 . S1 . 179.995 yes S1 4_556 Ni1 . S2 . 87.59(3) yes S1 . Ni1 . S2 . 92.41(3) yes S1 4_556 Ni1 . S2 4_556 92.41(3) yes S1 . Ni1 . S2 4_556 87.59(3) yes S2 . Ni1 . S2 4_556 179.995 yes