# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Marc Fourmigue' _publ_contact_author_email MARC.FOURMIGUE@UNIV-RENNES1.FR _publ_section_title ; Amphiphilic Paramagnetic Neutral Gold Dithiolene Complexes ; loop_ _publ_author_name 'Marc Fourmigue' 'Rodolphe Clerac' 'Witold Jurga' 'Romain Perochon' 'Lidia Piekara-Sady' # Attachment 'AuOC12v2.cif' data_auc12 _database_code_depnum_ccdc_archive 'CCDC 710443' _audit_creation_date 2009-01-19T15:28:16-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C76 H116 Au1 O4 S4' _chemical_formula_sum 'C76 H116 Au O4 S4' _chemical_formula_weight 1418.89 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2099(9) _cell_length_b 13.5720(10) _cell_length_c 26.967(3) _cell_angle_alpha 86.099(11) _cell_angle_beta 84.742(8) _cell_angle_gamma 78.986(7) _cell_volume 3647.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5225 _cell_measurement_theta_min 2.85 _cell_measurement_theta_max 27.06 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1494 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.768447 _exptl_absorpt_correction_T_max 1.0 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.768447 #-------------------------------------------------------------------# #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.153 _diffrn_reflns_av_unetI/netI 0.2289 _diffrn_reflns_number 68352 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 27.06 _diffrn_reflns_theta_full 27.06 _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.983 _reflns_number_total 15757 _reflns_number_gt 8699 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The four terminal atoms of the dodecyl chain on O2 were disordered on two positions from C75A to C78A, C75B to C78B. DFIX constraints for all CC distances within these two groups were applied. C77A, C77B, C78A and C78B were refined isotropically. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0165P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 15757 _refine_ls_number_parameters 783 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.1633 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.0789 _refine_ls_wR_factor_gt 0.0652 _refine_ls_goodness_of_fit_ref 0.961 _refine_ls_restrained_S_all 0.963 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.798 _refine_diff_density_min -0.703 _refine_diff_density_rms 0.154 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.75328(2) 0.940236(17) 0.478789(9) 0.01902(7) Uani 1 1 d . . . S1 S 0.68794(12) 0.78819(9) 0.47546(5) 0.0203(3) Uani 1 1 d . . . S2 S 0.86762(13) 0.91404(9) 0.40247(5) 0.0211(4) Uani 1 1 d . . . S3 S 0.64583(13) 0.97124(10) 0.55637(5) 0.0222(4) Uani 1 1 d . . . S4 S 0.82105(13) 1.09148(10) 0.47930(5) 0.0238(4) Uani 1 1 d . . . O1 O 0.5926(3) 0.3862(2) 0.37980(12) 0.0247(9) Uani 1 1 d . . . O2 O 1.1809(3) 0.6630(2) 0.21940(12) 0.0268(9) Uani 1 1 d . . . O3 O 0.4717(3) 1.2192(2) 0.75945(12) 0.0252(9) Uani 1 1 d . . . O4 O 0.8719(3) 1.5188(2) 0.56244(12) 0.0228(9) Uani 1 1 d . . . C0 C 0.7652(4) 0.7423(3) 0.41862(17) 0.0130(12) Uani 1 1 d . . . C1 C 0.7288(4) 0.6458(4) 0.40837(19) 0.0145(12) Uani 1 1 d . . . C2 C 0.7263(4) 0.5696(3) 0.44502(18) 0.0183(13) Uani 1 1 d . . . H2 H 0.7541 0.5782 0.4761 0.022 Uiso 1 1 calc R . . C3 C 0.6842(4) 0.4814(3) 0.43752(19) 0.0191(13) Uani 1 1 d . . . H3 H 0.6844 0.4314 0.4629 0.023 Uiso 1 1 calc R . . C4 C 0.6418(4) 0.4687(4) 0.3916(2) 0.0170(13) Uani 1 1 d . . . C5 C 0.6437(4) 0.5433(3) 0.35406(18) 0.0182(12) Uani 1 1 d . . . H5 H 0.6148 0.5347 0.3232 0.022 Uiso 1 1 calc R . . C6 C 0.6878(4) 0.6296(3) 0.36211(18) 0.0175(12) Uani 1 1 d . . . H6 H 0.6905 0.6783 0.3363 0.021 Uiso 1 1 calc R . . C7 C 0.5820(5) 0.3107(4) 0.41886(19) 0.0286(14) Uani 1 1 d . . . H7A H 0.5262 0.3401 0.4472 0.034 Uiso 1 1 calc R . . H7B H 0.6699 0.2824 0.4297 0.034 Uiso 1 1 calc R . . C8 C 0.5211(5) 0.2294(4) 0.3997(2) 0.0360(16) Uani 1 1 d . . . H8A H 0.4903 0.1899 0.4282 0.043 Uiso 1 1 calc R . . H8B H 0.4429 0.2613 0.3828 0.043 Uiso 1 1 calc R . . C9 C 0.6095(5) 0.1586(4) 0.3648(2) 0.0432(17) Uani 1 1 d . . . H9A H 0.57 0.0993 0.3639 0.052 Uiso 1 1 calc R . . H9B H 0.6954 0.1375 0.3787 0.052 Uiso 1 1 calc R . . C10 C 0.6344(5) 0.1982(4) 0.3120(2) 0.0340(15) Uani 1 1 d . . . H10A H 0.6825 0.2534 0.312 0.041 Uiso 1 1 calc R . . H10B H 0.5493 0.2242 0.2983 0.041 Uiso 1 1 calc R . . C11 C 0.7146(5) 0.1178(4) 0.27930(19) 0.0356(15) Uani 1 1 d . . . H11A H 0.7933 0.0858 0.2959 0.043 Uiso 1 1 calc R . . H11B H 0.6609 0.067 0.2765 0.043 Uiso 1 1 calc R . . C12 C 0.7588(5) 0.1538(4) 0.22781(19) 0.0345(15) Uani 1 1 d . . . H12A H 0.8077 0.2077 0.2305 0.041 Uiso 1 1 calc R . . H12B H 0.6801 0.1816 0.2103 0.041 Uiso 1 1 calc R . . C13 C 0.8459(5) 0.0737(4) 0.19723(19) 0.0335(15) Uani 1 1 d . . . H13A H 0.7931 0.0241 0.1911 0.04 Uiso 1 1 calc R . . H13B H 0.9184 0.0401 0.2167 0.04 Uiso 1 1 calc R . . C14 C 0.9056(5) 0.1107(4) 0.14769(19) 0.0391(16) Uani 1 1 d . . . H14A H 0.9544 0.163 0.1535 0.047 Uiso 1 1 calc R . . H14B H 0.8334 0.1406 0.1273 0.047 Uiso 1 1 calc R . . C15 C 0.9994(5) 0.0297(4) 0.1188(2) 0.0438(16) Uani 1 1 d . . . H15A H 0.9492 -0.0203 0.111 0.053 Uiso 1 1 calc R . . H15B H 1.0684 -0.0033 0.14 0.053 Uiso 1 1 calc R . . C16 C 1.0662(6) 0.0688(4) 0.0706(2) 0.0499(17) Uani 1 1 d . . . H16A H 0.9974 0.1003 0.049 0.06 Uiso 1 1 calc R . . H16B H 1.1148 0.12 0.0783 0.06 Uiso 1 1 calc R . . C17 C 1.1609(6) -0.0117(4) 0.0432(2) 0.068(2) Uani 1 1 d . . . H17A H 1.1117 -0.0619 0.0347 0.081 Uiso 1 1 calc R . . H17B H 1.2282 -0.0444 0.0652 0.081 Uiso 1 1 calc R . . C18 C 1.2302(7) 0.0277(5) -0.0040(2) 0.095(3) Uani 1 1 d . . . H18A H 1.2882 -0.0272 -0.0201 0.142 Uiso 1 1 calc R . . H18B H 1.282 0.0755 0.0042 0.142 Uiso 1 1 calc R . . H18C H 1.1643 0.0597 -0.0261 0.142 Uiso 1 1 calc R . . C20 C 0.8448(4) 0.7958(3) 0.38820(18) 0.0150(13) Uani 1 1 d . . . C21 C 0.9247(4) 0.7600(4) 0.34201(18) 0.0128(12) Uani 1 1 d . . . C22 C 0.9373(4) 0.8261(4) 0.30126(18) 0.0172(12) Uani 1 1 d . . . H22 H 0.8883 0.8913 0.3021 0.021 Uiso 1 1 calc R . . C23 C 1.0213(4) 0.7973(4) 0.25909(18) 0.0199(13) Uani 1 1 d . . . H23 H 1.0287 0.8429 0.2321 0.024 Uiso 1 1 calc R . . C24 C 1.0939(4) 0.7003(4) 0.25775(18) 0.0164(12) Uani 1 1 d . . . C25 C 1.0798(4) 0.6328(3) 0.29833(18) 0.0194(12) Uani 1 1 d . . . H25 H 1.1271 0.5672 0.2974 0.023 Uiso 1 1 calc R . . C26 C 0.9972(4) 0.6624(3) 0.33940(17) 0.0165(12) Uani 1 1 d . . . H26 H 0.9891 0.6164 0.3662 0.02 Uiso 1 1 calc R . . C27 C 1.2156(5) 0.7311(3) 0.17941(17) 0.0222(13) Uani 1 1 d . . . H27A H 1.2476 0.7864 0.1923 0.027 Uiso 1 1 calc R . . H27B H 1.1386 0.7581 0.1608 0.027 Uiso 1 1 calc R . . C28 C 1.3244(5) 0.6698(4) 0.14671(17) 0.0260(14) Uani 1 1 d . . . H28A H 1.2927 0.6111 0.1375 0.031 Uiso 1 1 calc R . . H28B H 1.4012 0.6463 0.1659 0.031 Uiso 1 1 calc R . . C29 C 1.3698(4) 0.7257(4) 0.09937(17) 0.0253(13) Uani 1 1 d . . . H29A H 1.2937 0.7502 0.0799 0.03 Uiso 1 1 calc R . . H29B H 1.4047 0.7833 0.1081 0.03 Uiso 1 1 calc R . . C30 C 1.4770(4) 0.6580(3) 0.06820(17) 0.0241(13) Uani 1 1 d . . . H30A H 1.5522 0.6345 0.0882 0.029 Uiso 1 1 calc R . . H30B H 1.4415 0.5996 0.061 0.029 Uiso 1 1 calc R . . C31 C 1.5284(4) 0.7039(3) 0.01958(17) 0.0219(13) Uani 1 1 d . . . H31A H 1.5672 0.7609 0.0264 0.026 Uiso 1 1 calc R . . H31B H 1.4537 0.7287 -0.0005 0.026 Uiso 1 1 calc R . . C32 C 1.6321(5) 0.6314(4) -0.01010(17) 0.0265(14) Uani 1 1 d . . . H32A H 1.5933 0.5737 -0.0159 0.032 Uiso 1 1 calc R . . H32B H 1.7069 0.6077 0.0101 0.032 Uiso 1 1 calc R . . C33 C 1.6862(5) 0.6722(4) -0.06002(17) 0.0269(14) Uani 1 1 d . . . H33A H 1.6124 0.6956 -0.0807 0.032 Uiso 1 1 calc R . . H33B H 1.7264 0.7294 -0.0547 0.032 Uiso 1 1 calc R . . C34 C 1.7886(5) 0.5953(4) -0.08726(17) 0.0273(14) Uani 1 1 d . . . H34A H 1.7494 0.5368 -0.0908 0.033 Uiso 1 1 calc R . . H34B H 1.8639 0.5744 -0.0671 0.033 Uiso 1 1 calc R . . C35 C 1.8405(5) 0.6317(4) -0.13872(18) 0.0275(14) Uani 1 1 d . . . H35A H 1.7657 0.6499 -0.1593 0.033 Uiso 1 1 calc R . . H35B H 1.8759 0.6922 -0.1353 0.033 Uiso 1 1 calc R . . C36 C 1.9476(5) 0.5571(4) -0.16546(18) 0.0272(14) Uani 1 1 d . . . H36A H 1.9119 0.4973 -0.1698 0.033 Uiso 1 1 calc R . . H36B H 2.022 0.5379 -0.1447 0.033 Uiso 1 1 calc R . . C37 C 1.9993(5) 0.5961(4) -0.21593(18) 0.0363(15) Uani 1 1 d . . . H37A H 2.0299 0.6583 -0.2118 0.044 Uiso 1 1 calc R . . H37B H 1.9259 0.6116 -0.2373 0.044 Uiso 1 1 calc R . . C38 C 2.1128(5) 0.5236(4) -0.24170(19) 0.0432(16) Uani 1 1 d . . . H38A H 2.1407 0.5536 -0.2732 0.065 Uiso 1 1 calc R . . H38B H 2.0827 0.4626 -0.247 0.065 Uiso 1 1 calc R . . H38C H 2.1868 0.5087 -0.2212 0.065 Uiso 1 1 calc R . . C40 C 0.6763(4) 1.0877(3) 0.56890(18) 0.0167(13) Uani 1 1 d . . . C41 C 0.6231(5) 1.1206(3) 0.61904(18) 0.0136(12) Uani 1 1 d . . . C42 C 0.6956(4) 1.1660(3) 0.64909(18) 0.0169(12) Uani 1 1 d . . . H42 H 0.7816 1.1748 0.6377 0.02 Uiso 1 1 calc R . . C43 C 0.6433(5) 1.1978(3) 0.69479(17) 0.0212(13) Uani 1 1 d . . . H43 H 0.6928 1.2298 0.7137 0.025 Uiso 1 1 calc R . . C44 C 0.5166(5) 1.1829(3) 0.71364(18) 0.0172(12) Uani 1 1 d . . . C45 C 0.4438(4) 1.1349(3) 0.68528(17) 0.0168(12) Uani 1 1 d . . . H45 H 0.3601 1.1226 0.6977 0.02 Uiso 1 1 calc R . . C46 C 0.4970(4) 1.1051(3) 0.63821(17) 0.0156(12) Uani 1 1 d . . . H46 H 0.447 1.0741 0.619 0.019 Uiso 1 1 calc R . . C47 C 0.3369(4) 1.2152(4) 0.77755(17) 0.0231(13) Uani 1 1 d . . . H47A H 0.3234 1.1461 0.7804 0.028 Uiso 1 1 calc R . . H47B H 0.2753 1.2531 0.7548 0.028 Uiso 1 1 calc R . . C48 C 0.3126(5) 1.2600(4) 0.82787(17) 0.0268(14) Uani 1 1 d . . . H48A H 0.3274 1.3287 0.8243 0.032 Uiso 1 1 calc R . . H48B H 0.3769 1.2225 0.8498 0.032 Uiso 1 1 calc R . . C49 C 0.1728(5) 1.2593(4) 0.85168(18) 0.0295(14) Uani 1 1 d . . . H49A H 0.1563 1.1911 0.8535 0.035 Uiso 1 1 calc R . . H49B H 0.1087 1.2999 0.8307 0.035 Uiso 1 1 calc R . . C50 C 0.1501(4) 1.2993(4) 0.90379(17) 0.0265(14) Uani 1 1 d . . . H50A H 0.2149 1.2589 0.9246 0.032 Uiso 1 1 calc R . . H50B H 0.1667 1.3675 0.9018 0.032 Uiso 1 1 calc R . . C51 C 0.0111(5) 1.2991(4) 0.92867(17) 0.0267(14) Uani 1 1 d . . . H51A H -0.0536 1.3417 0.9086 0.032 Uiso 1 1 calc R . . H51B H -0.0069 1.2314 0.9296 0.032 Uiso 1 1 calc R . . C52 C -0.0090(4) 1.3352(4) 0.98121(17) 0.0261(14) Uani 1 1 d . . . H52A H 0.0082 1.4032 0.9803 0.031 Uiso 1 1 calc R . . H52B H 0.0562 1.293 1.0012 0.031 Uiso 1 1 calc R . . C53 C -0.1483(4) 1.3342(4) 1.00650(18) 0.0270(14) Uani 1 1 d . . . H53A H -0.2135 1.3769 0.9866 0.032 Uiso 1 1 calc R . . H53B H -0.1658 1.2663 1.0072 0.032 Uiso 1 1 calc R . . C54 C -0.1681(5) 1.3696(4) 1.05934(17) 0.0274(14) Uani 1 1 d . . . H54A H -0.1023 1.3273 1.0791 0.033 Uiso 1 1 calc R . . H54B H -0.1515 1.4377 1.0586 0.033 Uiso 1 1 calc R . . C55 C -0.3059(5) 1.3677(4) 1.08475(17) 0.0284(14) Uani 1 1 d . . . H55A H -0.3223 1.2995 1.0858 0.034 Uiso 1 1 calc R . . H55B H -0.3718 1.4094 1.0649 0.034 Uiso 1 1 calc R . . C56 C -0.3262(5) 1.4039(4) 1.13755(18) 0.0276(14) Uani 1 1 d . . . H56A H -0.2588 1.3633 1.1573 0.033 Uiso 1 1 calc R . . H56B H -0.3124 1.4728 1.1365 0.033 Uiso 1 1 calc R . . C57 C -0.4637(5) 1.3991(4) 1.16332(19) 0.0348(15) Uani 1 1 d . . . H57A H -0.4776 1.3303 1.1643 0.042 Uiso 1 1 calc R . . H57B H -0.531 1.4398 1.1436 0.042 Uiso 1 1 calc R . . C58 C -0.4839(5) 1.4351(4) 1.21615(18) 0.0467(17) Uani 1 1 d . . . H58A H -0.5717 1.4284 1.2304 0.07 Uiso 1 1 calc R . . H58B H -0.475 1.5043 1.2155 0.07 Uiso 1 1 calc R . . H58C H -0.4179 1.3952 1.236 0.07 Uiso 1 1 calc R . . C60 C 0.7490(4) 1.1404(4) 0.53458(18) 0.0187(13) Uani 1 1 d . . . C61 C 0.7733(5) 1.2432(4) 0.54123(17) 0.0159(12) Uani 1 1 d . . . C62 C 0.6751(4) 1.3187(3) 0.56097(16) 0.0160(12) Uani 1 1 d . . . H62 H 0.589 1.3063 0.5691 0.019 Uiso 1 1 calc R . . C63 C 0.7025(5) 1.4119(3) 0.56877(16) 0.0175(12) Uani 1 1 d . . . H63 H 0.6363 1.4612 0.5829 0.021 Uiso 1 1 calc R . . C64 C 0.8298(5) 1.4312(4) 0.55527(17) 0.0172(13) Uani 1 1 d . . . C65 C 0.9267(4) 1.3590(3) 0.53271(17) 0.0185(12) Uani 1 1 d . . . H65 H 1.0109 1.3731 0.5222 0.022 Uiso 1 1 calc R . . C66 C 0.8978(5) 1.2668(3) 0.52594(17) 0.0189(13) Uani 1 1 d . . . H66 H 0.9633 1.2185 0.5107 0.023 Uiso 1 1 calc R . . C67 C 0.7815(4) 1.5934(3) 0.58897(19) 0.0261(14) Uani 1 1 d . . . H67A H 0.7517 1.5657 0.6212 0.031 Uiso 1 1 calc R . . H67B H 0.7037 1.6185 0.5705 0.031 Uiso 1 1 calc R . . C68 C 0.8567(5) 1.6774(3) 0.59540(18) 0.0233(13) Uani 1 1 d . . . H68A H 0.8921 1.6998 0.5629 0.028 Uiso 1 1 calc R . . H68B H 0.7942 1.7338 0.6093 0.028 Uiso 1 1 calc R . . C69 C 0.9708(5) 1.6474(3) 0.62874(18) 0.0271(14) Uani 1 1 d . . . H69A H 0.9343 1.6366 0.6627 0.032 Uiso 1 1 calc R . . H69B H 1.025 1.5844 0.6183 0.032 Uiso 1 1 calc R . . C70 C 1.0587(5) 1.7255(3) 0.6275(2) 0.0328(15) Uani 1 1 d . . . H70A H 1.103 1.7301 0.5943 0.039 Uiso 1 1 calc R . . H70B H 1.1275 1.7027 0.6504 0.039 Uiso 1 1 calc R . . C71 C 0.9859(5) 1.8300(4) 0.64099(19) 0.0331(15) Uani 1 1 d . . . H71A H 0.9195 1.8541 0.6173 0.04 Uiso 1 1 calc R . . H71B H 1.0498 1.875 0.6377 0.04 Uiso 1 1 calc R . . C72 C 0.9165(5) 1.8349(4) 0.69351(19) 0.0339(15) Uani 1 1 d . . . H72A H 0.8492 1.7926 0.6964 0.041 Uiso 1 1 calc R . . H72B H 0.9819 1.8079 0.7172 0.041 Uiso 1 1 calc R . . C73 C 0.8514(6) 1.9386(4) 0.7068(2) 0.0482(17) Uani 1 1 d . B . H73A H 0.7847 1.9645 0.6835 0.058 Uiso 1 1 calc R . . H73B H 0.9185 1.981 0.7027 0.058 Uiso 1 1 calc R . . C74 C 0.7839(6) 1.9472(5) 0.7598(2) 0.0568(19) Uani 1 1 d D . . H74A H 0.8517 1.9255 0.7832 0.068 Uiso 1 1 calc R A 1 H74B H 0.7468 2.0174 0.765 0.068 Uiso 1 1 calc R A 1 C75A C 0.676(2) 1.888(2) 0.7715(9) 0.066(9) Uani 0.588(16) 1 d PD B 1 H75A H 0.7144 1.8178 0.7667 0.079 Uiso 0.588(16) 1 calc PR B 1 H75B H 0.6103 1.9084 0.7471 0.079 Uiso 0.588(16) 1 calc PR B 1 C76A C 0.5993(14) 1.8947(9) 0.8244(6) 0.060(5) Uani 0.588(16) 1 d PD B 1 H76A H 0.5222 1.8626 0.8243 0.072 Uiso 0.588(16) 1 calc PR B 1 H76B H 0.6576 1.8565 0.8482 0.072 Uiso 0.588(16) 1 calc PR B 1 C77A C 0.5531(16) 1.9960(10) 0.8419(6) 0.101(7) Uiso 0.588(16) 1 d PD B 1 H77A H 0.4975 2.0367 0.818 0.121 Uiso 0.588(16) 1 calc PR B 1 H77B H 0.6292 2.0276 0.8454 0.121 Uiso 0.588(16) 1 calc PR B 1 C78A C 0.4707(15) 1.9886(14) 0.8935(6) 0.091(6) Uiso 0.588(16) 1 d PD B 1 H78A H 0.4344 2.055 0.9043 0.136 Uiso 0.588(16) 1 calc PR B 1 H78B H 0.5282 1.9529 0.9176 0.136 Uiso 0.588(16) 1 calc PR B 1 H78C H 0.399 1.9535 0.8903 0.136 Uiso 0.588(16) 1 calc PR B 1 C75B C 0.649(2) 1.918(3) 0.7629(11) 0.050(10) Uani 0.412(16) 1 d PD B 2 H75C H 0.6635 1.845 0.7628 0.06 Uiso 0.412(16) 1 calc PR B 2 H75D H 0.6081 1.9435 0.7323 0.06 Uiso 0.412(16) 1 calc PR B 2 C76B C 0.543(2) 1.9505(17) 0.8073(7) 0.094(10) Uani 0.412(16) 1 d PD B 2 H76C H 0.5122 2.0227 0.8054 0.113 Uiso 0.412(16) 1 calc PR B 2 H76D H 0.4673 1.9174 0.8072 0.113 Uiso 0.412(16) 1 calc PR B 2 C77B C 0.617(2) 1.919(2) 0.8522(8) 0.098(10) Uiso 0.412(16) 1 d PD B 2 H77C H 0.686 1.9575 0.8549 0.118 Uiso 0.412(16) 1 calc PR B 2 H77D H 0.6556 1.8477 0.853 0.118 Uiso 0.412(16) 1 calc PR B 2 C78B C 0.495(3) 1.944(2) 0.8950(10) 0.143(13) Uiso 0.412(16) 1 d PD B 2 H78D H 0.5252 1.917 0.9267 0.214 Uiso 0.412(16) 1 calc PR B 2 H78E H 0.4216 1.9145 0.8876 0.214 Uiso 0.412(16) 1 calc PR B 2 H78F H 0.4673 2.0155 0.8961 0.214 Uiso 0.412(16) 1 calc PR B 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 Au1 0.02478(13) 0.01387(12) 0.01818(13) -0.00378(9) 0.00292(9) -0.00418(9) S1 0.0283(8) 0.0147(8) 0.0178(9) -0.0031(7) 0.0057(7) -0.0067(7) S2 0.0277(8) 0.0143(8) 0.0214(9) -0.0045(7) 0.0061(7) -0.0072(7) S3 0.0302(9) 0.0160(8) 0.0213(9) -0.0055(7) 0.0068(7) -0.0091(7) S4 0.0343(9) 0.0170(9) 0.0201(9) -0.0060(7) 0.0105(7) -0.0092(7) O1 0.032(2) 0.017(2) 0.027(2) -0.0033(18) -0.0039(18) -0.0111(18) O2 0.034(2) 0.023(2) 0.020(2) -0.0027(18) 0.0144(18) -0.0044(17) O3 0.022(2) 0.041(2) 0.016(2) -0.0124(18) 0.0046(17) -0.0111(17) O4 0.025(2) 0.017(2) 0.026(2) -0.0084(18) 0.0032(18) -0.0027(17) C0 0.010(3) 0.018(3) 0.009(3) -0.003(2) -0.002(2) 0.005(2) C1 0.013(3) 0.007(3) 0.022(3) -0.005(3) 0.001(3) 0.001(2) C2 0.021(3) 0.020(3) 0.017(3) -0.004(3) -0.006(3) -0.008(3) C3 0.022(3) 0.014(3) 0.021(3) 0.003(3) -0.001(3) -0.005(2) C4 0.009(3) 0.014(3) 0.028(4) -0.006(3) 0.004(3) -0.004(2) C5 0.018(3) 0.020(3) 0.018(3) -0.007(3) -0.003(2) -0.005(3) C6 0.020(3) 0.014(3) 0.017(3) 0.002(2) 0.002(3) -0.004(2) C7 0.028(3) 0.020(3) 0.038(4) 0.002(3) 0.005(3) -0.011(3) C8 0.033(3) 0.023(4) 0.053(4) -0.018(3) 0.019(3) -0.014(3) C9 0.056(4) 0.023(4) 0.050(5) -0.009(3) 0.015(4) -0.012(3) C10 0.034(4) 0.022(4) 0.045(4) -0.001(3) -0.007(3) 0.000(3) C11 0.042(4) 0.034(4) 0.029(4) -0.007(3) -0.003(3) -0.002(3) C12 0.041(4) 0.037(4) 0.026(4) -0.006(3) -0.005(3) -0.008(3) C13 0.041(4) 0.035(4) 0.026(4) 0.000(3) 0.000(3) -0.013(3) C14 0.046(4) 0.032(4) 0.037(4) -0.005(3) 0.001(3) -0.004(3) C15 0.054(4) 0.040(4) 0.037(4) -0.004(3) 0.003(3) -0.009(3) C16 0.060(4) 0.043(4) 0.041(4) 0.001(3) 0.013(4) -0.006(3) C17 0.089(5) 0.050(5) 0.056(5) -0.004(4) 0.030(4) -0.009(4) C18 0.102(6) 0.099(6) 0.070(6) -0.008(5) 0.048(5) -0.013(5) C20 0.015(3) 0.009(3) 0.018(3) -0.001(3) -0.001(3) 0.003(2) C21 0.008(3) 0.017(3) 0.015(3) -0.005(3) -0.003(2) -0.002(2) C22 0.016(3) 0.013(3) 0.023(3) -0.006(3) -0.003(3) -0.001(2) C23 0.019(3) 0.019(3) 0.023(3) 0.001(3) -0.002(3) -0.008(3) C24 0.015(3) 0.024(3) 0.013(3) -0.004(3) 0.000(3) -0.010(3) C25 0.029(3) 0.004(3) 0.022(3) 0.003(2) 0.000(3) 0.004(2) C26 0.022(3) 0.013(3) 0.016(3) 0.002(2) 0.001(3) -0.011(2) C27 0.030(3) 0.018(3) 0.018(3) -0.002(3) 0.001(3) -0.004(3) C28 0.027(3) 0.031(4) 0.019(3) -0.007(3) 0.005(3) -0.005(3) C29 0.023(3) 0.033(4) 0.021(3) -0.006(3) -0.002(3) -0.007(3) C30 0.020(3) 0.034(4) 0.018(3) -0.005(3) 0.006(3) -0.007(3) C31 0.018(3) 0.033(3) 0.017(3) 0.001(3) -0.001(3) -0.011(3) C32 0.028(3) 0.030(4) 0.021(3) -0.003(3) -0.002(3) -0.003(3) C33 0.024(3) 0.036(4) 0.019(3) -0.003(3) 0.005(3) -0.004(3) C34 0.029(3) 0.037(4) 0.017(3) 0.001(3) -0.002(3) -0.010(3) C35 0.024(3) 0.032(4) 0.024(3) -0.005(3) 0.003(3) -0.001(3) C36 0.029(3) 0.027(3) 0.026(4) -0.006(3) 0.002(3) -0.006(3) C37 0.036(4) 0.052(4) 0.018(3) -0.003(3) 0.012(3) -0.008(3) C38 0.038(4) 0.063(4) 0.028(4) -0.010(3) 0.007(3) -0.009(3) C40 0.019(3) 0.018(3) 0.014(3) 0.000(3) -0.006(3) -0.005(3) C41 0.013(3) 0.011(3) 0.016(3) 0.002(2) 0.002(3) -0.003(2) C42 0.008(3) 0.019(3) 0.025(3) -0.001(3) 0.001(3) -0.008(2) C43 0.025(3) 0.025(3) 0.015(3) -0.006(3) 0.000(3) -0.008(3) C44 0.015(3) 0.021(3) 0.016(3) -0.001(3) -0.003(3) -0.003(2) C45 0.016(3) 0.017(3) 0.019(3) 0.000(3) 0.002(3) -0.008(2) C46 0.016(3) 0.013(3) 0.022(3) -0.006(2) -0.002(3) -0.009(2) C47 0.023(3) 0.027(3) 0.019(3) -0.009(3) 0.003(3) -0.002(3) C48 0.027(3) 0.033(4) 0.020(3) -0.005(3) 0.001(3) -0.007(3) C49 0.027(3) 0.038(4) 0.025(4) -0.006(3) 0.002(3) -0.010(3) C50 0.025(3) 0.035(4) 0.019(3) -0.004(3) 0.001(3) -0.004(3) C51 0.031(3) 0.031(3) 0.018(3) -0.010(3) 0.001(3) -0.004(3) C52 0.022(3) 0.032(4) 0.025(3) -0.007(3) -0.001(3) -0.004(3) C53 0.026(3) 0.029(3) 0.024(3) -0.001(3) -0.001(3) -0.003(3) C54 0.030(3) 0.033(4) 0.019(3) -0.007(3) 0.000(3) -0.003(3) C55 0.029(3) 0.037(4) 0.018(3) -0.002(3) 0.002(3) -0.004(3) C56 0.025(3) 0.031(4) 0.024(3) 0.004(3) -0.002(3) 0.000(3) C57 0.031(4) 0.033(4) 0.037(4) 0.001(3) 0.002(3) -0.002(3) C58 0.040(4) 0.065(5) 0.026(4) -0.004(3) 0.012(3) 0.007(3) C60 0.020(3) 0.019(3) 0.018(3) -0.007(3) 0.000(3) -0.002(3) C61 0.020(3) 0.017(3) 0.011(3) 0.004(3) -0.002(3) -0.006(3) C62 0.014(3) 0.013(3) 0.021(3) 0.004(2) -0.002(2) -0.004(2) C63 0.019(3) 0.009(3) 0.022(3) -0.007(2) 0.004(3) 0.002(2) C64 0.025(3) 0.011(3) 0.016(3) -0.002(2) -0.004(3) -0.003(3) C65 0.014(3) 0.021(3) 0.021(3) -0.001(3) -0.001(3) -0.005(3) C66 0.022(3) 0.009(3) 0.024(3) -0.004(2) 0.007(3) -0.001(2) C67 0.022(3) 0.024(3) 0.033(4) -0.006(3) -0.002(3) -0.005(3) C68 0.033(3) 0.010(3) 0.029(4) -0.004(3) -0.004(3) -0.008(3) C69 0.030(3) 0.021(3) 0.032(4) -0.005(3) -0.003(3) -0.006(3) C70 0.027(3) 0.027(4) 0.048(4) -0.008(3) -0.007(3) -0.009(3) C71 0.039(4) 0.031(4) 0.036(4) -0.001(3) -0.005(3) -0.021(3) C72 0.038(4) 0.027(4) 0.038(4) -0.005(3) -0.002(3) -0.007(3) C73 0.068(5) 0.033(4) 0.042(5) -0.006(3) -0.009(4) 0.000(3) C74 0.054(5) 0.060(5) 0.056(5) -0.024(4) 0.001(4) -0.005(4) C75A 0.060(14) 0.050(13) 0.078(16) 0.008(10) -0.002(12) 0.005(12) C76A 0.049(9) 0.074(12) 0.047(12) -0.008(9) -0.024(8) 0.024(7) C75B 0.045(15) 0.06(2) 0.037(15) -0.032(16) 0.000(12) 0.024(14) C76B 0.12(2) 0.049(16) 0.12(2) 0.014(16) -0.098(19) -0.017(14) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 S2 2.2860(13) . ? Au1 S4 2.2893(14) . ? Au1 S1 2.2964(13) . ? Au1 S3 2.2979(13) . ? S1 C0 1.755(4) . ? S2 C20 1.738(5) . ? S3 C40 1.729(5) . ? S4 C60 1.718(5) . ? O1 C4 1.378(5) . ? O1 C7 1.431(5) . ? O2 C24 1.359(5) . ? O2 C27 1.436(5) . ? O3 C44 1.368(5) . ? O3 C47 1.427(5) . ? O4 C64 1.370(5) . ? O4 C67 1.418(5) . ? C0 C20 1.372(6) . ? C0 C1 1.478(6) . ? C1 C2 1.383(6) . ? C1 C6 1.396(6) . ? C2 C3 1.381(6) . ? C3 C4 1.381(6) . ? C4 C5 1.383(6) . ? C5 C6 1.370(5) . ? C7 C8 1.506(6) . ? C8 C9 1.503(6) . ? C9 C10 1.504(6) . ? C10 C11 1.515(6) . ? C11 C12 1.499(6) . ? C12 C13 1.508(6) . ? C13 C14 1.512(6) . ? C14 C15 1.519(6) . ? C15 C16 1.524(6) . ? C16 C17 1.500(6) . ? C17 C18 1.515(7) . ? C20 C21 1.483(6) . ? C21 C22 1.382(6) . ? C21 C26 1.392(6) . ? C22 C23 1.391(5) . ? C23 C24 1.384(6) . ? C24 C25 1.393(6) . ? C25 C26 1.364(5) . ? C27 C28 1.507(5) . ? C28 C29 1.521(6) . ? C29 C30 1.517(5) . ? C30 C31 1.507(6) . ? C31 C32 1.511(6) . ? C32 C33 1.517(6) . ? C33 C34 1.506(6) . ? C34 C35 1.524(6) . ? C35 C36 1.507(6) . ? C36 C37 1.513(6) . ? C37 C38 1.518(6) . ? C40 C60 1.381(6) . ? C40 C41 1.475(6) . ? C41 C46 1.391(5) . ? C41 C42 1.392(6) . ? C42 C43 1.362(5) . ? C43 C44 1.392(6) . ? C44 C45 1.385(6) . ? C45 C46 1.389(5) . ? C47 C48 1.505(6) . ? C48 C49 1.512(6) . ? C49 C50 1.523(6) . ? C50 C51 1.514(6) . ? C51 C52 1.514(6) . ? C52 C53 1.521(6) . ? C53 C54 1.518(6) . ? C54 C55 1.511(6) . ? C55 C56 1.521(6) . ? C56 C57 1.520(6) . ? C57 C58 1.521(6) . ? C60 C61 1.488(6) . ? C61 C62 1.387(6) . ? C61 C66 1.388(6) . ? C62 C63 1.380(5) . ? C63 C64 1.386(6) . ? C64 C65 1.382(6) . ? C65 C66 1.368(5) . ? C67 C68 1.519(5) . ? C68 C69 1.514(6) . ? C69 C70 1.510(6) . ? C70 C71 1.521(6) . ? C71 C72 1.524(6) . ? C72 C73 1.489(6) . ? C73 C74 1.531(7) . ? C74 C75A 1.486(15) . ? C74 C75B 1.501(17) . ? C75A C76A 1.562(15) . ? C76A C77A 1.462(14) . ? C77A C78A 1.566(13) . ? C75B C76B 1.563(17) . ? C76B C77B 1.479(18) . ? C77B C78B 1.616(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Au1 S4 89.52(5) . . ? S2 Au1 S1 88.56(5) . . ? S4 Au1 S1 178.05(5) . . ? S2 Au1 S3 177.18(5) . . ? S4 Au1 S3 88.01(5) . . ? S1 Au1 S3 93.92(5) . . ? C0 S1 Au1 103.95(17) . . ? C20 S2 Au1 104.35(17) . . ? C40 S3 Au1 104.35(17) . . ? C60 S4 Au1 104.39(17) . . ? C4 O1 C7 116.7(4) . . ? C24 O2 C27 118.7(4) . . ? C44 O3 C47 118.0(3) . . ? C64 O4 C67 117.7(4) . . ? C20 C0 C1 126.8(4) . . ? C20 C0 S1 121.1(4) . . ? C1 C0 S1 112.1(3) . . ? C2 C1 C6 116.9(4) . . ? C2 C1 C0 121.5(5) . . ? C6 C1 C0 121.5(5) . . ? C3 C2 C1 122.8(5) . . ? C2 C3 C4 118.7(5) . . ? O1 C4 C3 124.6(5) . . ? O1 C4 C5 115.5(5) . . ? C3 C4 C5 119.9(5) . . ? C6 C5 C4 120.4(5) . . ? C5 C6 C1 121.2(5) . . ? O1 C7 C8 109.0(4) . . ? C9 C8 C7 116.9(4) . . ? C8 C9 C10 116.8(5) . . ? C9 C10 C11 112.0(4) . . ? C12 C11 C10 115.5(5) . . ? C11 C12 C13 114.4(4) . . ? C12 C13 C14 115.2(4) . . ? C13 C14 C15 114.3(5) . . ? C14 C15 C16 114.0(5) . . ? C17 C16 C15 113.3(5) . . ? C16 C17 C18 113.3(5) . . ? C0 C20 C21 125.5(4) . . ? C0 C20 S2 121.9(4) . . ? C21 C20 S2 112.5(3) . . ? C22 C21 C26 118.0(4) . . ? C22 C21 C20 120.2(4) . . ? C26 C21 C20 121.7(4) . . ? C21 C22 C23 121.6(5) . . ? C24 C23 C22 119.3(5) . . ? O2 C24 C23 125.3(4) . . ? O2 C24 C25 115.3(4) . . ? C23 C24 C25 119.4(5) . . ? C26 C25 C24 120.5(4) . . ? C25 C26 C21 121.2(4) . . ? O2 C27 C28 105.6(4) . . ? C27 C28 C29 114.7(4) . . ? C30 C29 C28 111.2(4) . . ? C31 C30 C29 116.4(4) . . ? C30 C31 C32 113.5(4) . . ? C31 C32 C33 116.2(4) . . ? C34 C33 C32 112.9(4) . . ? C33 C34 C35 114.6(4) . . ? C36 C35 C34 115.2(4) . . ? C35 C36 C37 114.0(4) . . ? C36 C37 C38 114.2(4) . . ? C60 C40 C41 125.1(4) . . ? C60 C40 S3 121.0(4) . . ? C41 C40 S3 113.9(3) . . ? C46 C41 C42 117.6(4) . . ? C46 C41 C40 120.1(4) . . ? C42 C41 C40 122.4(4) . . ? C43 C42 C41 121.3(4) . . ? C42 C43 C44 120.8(4) . . ? O3 C44 C45 124.4(4) . . ? O3 C44 C43 116.5(4) . . ? C45 C44 C43 119.1(4) . . ? C44 C45 C46 119.5(4) . . ? C45 C46 C41 121.6(4) . . ? O3 C47 C48 107.5(4) . . ? C47 C48 C49 113.0(4) . . ? C48 C49 C50 113.2(4) . . ? C51 C50 C49 114.4(4) . . ? C52 C51 C50 114.0(4) . . ? C51 C52 C53 114.2(4) . . ? C54 C53 C52 114.2(4) . . ? C55 C54 C53 114.3(4) . . ? C54 C55 C56 114.3(4) . . ? C57 C56 C55 114.0(4) . . ? C56 C57 C58 114.0(4) . . ? C40 C60 C61 124.4(4) . . ? C40 C60 S4 122.2(4) . . ? C61 C60 S4 113.5(4) . . ? C62 C61 C66 117.8(4) . . ? C62 C61 C60 122.7(4) . . ? C66 C61 C60 119.5(4) . . ? C63 C62 C61 121.3(4) . . ? C62 C63 C64 119.3(4) . . ? O4 C64 C65 114.4(4) . . ? O4 C64 C63 125.4(4) . . ? C65 C64 C63 120.3(4) . . ? C66 C65 C64 119.4(4) . . ? C65 C66 C61 121.8(4) . . ? O4 C67 C68 106.7(4) . . ? C69 C68 C67 113.8(4) . . ? C70 C69 C68 112.8(4) . . ? C69 C70 C71 115.0(4) . . ? C70 C71 C72 114.3(4) . . ? C73 C72 C71 113.4(5) . . ? C72 C73 C74 115.1(5) . . ? C75A C74 C75B 19(2) . . ? C75A C74 C73 114.9(9) . . ? C75B C74 C73 110.8(11) . . ? C74 C75A C76A 118.1(15) . . ? C77A C76A C75A 115.9(16) . . ? C76A C77A C78A 108.7(12) . . ? C74 C75B C76B 120.2(18) . . ? C77B C76B C75B 104(2) . . ? C76B C77B C78B 100.0(18) . . ? # Attachment 'AuOC4v3.cif' data_auc4 _database_code_depnum_ccdc_archive 'CCDC 710444' _audit_creation_date 2009-01-19T14:17:15-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C44 H52 Au1 O4 S4' _chemical_formula_sum 'C44 H52 Au O4 S4' _chemical_formula_weight 970.06 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3768(5) _cell_length_b 13.8350(9) _cell_length_c 18.8220(12) _cell_angle_alpha 110.519(4) _cell_angle_beta 96.237(4) _cell_angle_gamma 107.257(3) _cell_volume 2121.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6233 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.99 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 982 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.705 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.615310 _exptl_absorpt_correction_T_max 1.0 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.615310 #-------------------------------------------------------------------# _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by SAINT Bruker-AXS' _diffrn_orient_matrix_ub_11 -0.437923E-1 _diffrn_orient_matrix_ub_12 0.34277E-2 _diffrn_orient_matrix_ub_13 -0.495498E-1 _diffrn_orient_matrix_ub_21 0.437967E-1 _diffrn_orient_matrix_ub_22 -0.549698E-1 _diffrn_orient_matrix_ub_23 -0.299591E-1 _diffrn_orient_matrix_ub_31 -0.968618E-1 _diffrn_orient_matrix_ub_32 -0.617015E-1 _diffrn_orient_matrix_ub_33 -0.76245E-2 _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_unetI/netI 0.0692 _diffrn_reflns_number 27248 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 27.41 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_full 0.986 _diffrn_measured_fraction_theta_max 0.986 _reflns_number_total 9513 _reflns_number_gt 7868 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART, 2006' _computing_cell_refinement 'Bruker SMART, 2006' _computing_data_reduction 'Bruker SAINT, 2006' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The disorder affecting the butyl chain on O4 was described with two chains. The disorder affecting the complete parabutyloxyphenyl group (on O2/O2A) was described with two components. The geometry of the C13-C18/C13A-C18A phenyl rings was constrained to a regular hexagon with the AFIX66 instruction and the C13-C17, C13A-C17A atoms were refined isotropically only. Distances were also constrained at the end group of the butyl chain with DFIX for C32-C33 and C32A-C33A. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0215P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 9513 _refine_ls_number_parameters 523 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0498 _refine_ls_R_factor_gt 0.037 _refine_ls_wR_factor_ref 0.0716 _refine_ls_wR_factor_gt 0.0673 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.091 _refine_diff_density_min -1.245 _refine_diff_density_rms 0.136 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au -0.217869(17) 0.110378(12) 0.053253(9) 0.01696(5) Uani 1 1 d . . . S1 S -0.37264(11) -0.04865(8) 0.06019(6) 0.0185(2) Uani 1 1 d . . . S2 S -0.25287(11) 0.21045(8) 0.17260(6) 0.0200(2) Uani 1 1 d . B . S3 S -0.05016(11) 0.26815(8) 0.04945(6) 0.0186(2) Uani 1 1 d . . . S4 S -0.18740(11) 0.00906(8) -0.06655(6) 0.0199(2) Uani 1 1 d . . . O1 O -0.6946(3) -0.3396(2) 0.24983(16) 0.0233(7) Uani 1 1 d . . . O3 O 0.4607(3) 0.5312(2) -0.09994(16) 0.0210(6) Uani 1 1 d . . . O4 O 0.0521(4) -0.0675(4) -0.38901(19) 0.0575(13) Uani 1 1 d . . . C1 C -0.4114(4) -0.0017(3) 0.1518(2) 0.0154(8) Uani 1 1 d . B . C2 C -0.4875(4) -0.0921(3) 0.1752(2) 0.0183(9) Uani 1 1 d . . . C3 C -0.6198(4) -0.1821(3) 0.1262(2) 0.0164(8) Uani 1 1 d . . . H3 H -0.6602 -0.1856 0.0776 0.02 Uiso 1 1 calc R . . C4 C -0.4290(4) -0.0919(3) 0.2470(2) 0.0206(9) Uani 1 1 d . . . H4 H -0.3403 -0.034 0.2802 0.025 Uiso 1 1 calc R . . C5 C -0.6914(4) -0.2662(3) 0.1488(2) 0.0202(9) Uani 1 1 d . . . H5 H -0.7793 -0.3248 0.1155 0.024 Uiso 1 1 calc R . . C6 C -0.4988(4) -0.1749(3) 0.2698(2) 0.0231(9) Uani 1 1 d . . . H6 H -0.457 -0.1725 0.3178 0.028 Uiso 1 1 calc R . . C7 C -0.6330(4) -0.2633(3) 0.2209(2) 0.0184(9) Uani 1 1 d . . . C8 C -0.8414(5) -0.4241(3) 0.2066(3) 0.0349(12) Uani 1 1 d . . . H8A H -0.8324 -0.4733 0.1573 0.042 Uiso 1 1 calc R . . H8B H -0.9145 -0.391 0.1959 0.042 Uiso 1 1 calc R . . C9 C -0.8947(6) -0.4872(4) 0.2555(3) 0.0453(14) Uani 1 1 d . . . H9A H -0.8251 -0.5251 0.2613 0.054 Uiso 1 1 calc R . . H9B H -0.9956 -0.5431 0.2279 0.054 Uiso 1 1 calc R . . C10 C -0.9035(5) -0.4166(4) 0.3359(3) 0.0451(14) Uani 1 1 d . . . H10A H -0.9621 -0.3712 0.3307 0.054 Uiso 1 1 calc R . . H10B H -0.8004 -0.3674 0.3662 0.054 Uiso 1 1 calc R . . C11 C -0.9774(7) -0.4837(5) 0.3800(3) 0.081(2) Uani 1 1 d . . . H11A H -0.9802 -0.4345 0.4302 0.122 Uiso 1 1 calc R . . H11B H -0.9183 -0.5272 0.3868 0.122 Uiso 1 1 calc R . . H11C H -1.0802 -0.5317 0.3509 0.122 Uiso 1 1 calc R . . C12 C -0.3665(4) 0.1098(3) 0.1993(2) 0.0193(9) Uani 1 1 d . . . C23 C -0.0592(4) 0.1085(3) -0.0890(2) 0.0179(9) Uani 1 1 d . . . C24 C -0.0319(4) 0.0618(3) -0.1683(2) 0.0170(9) Uani 1 1 d . . . C25 C -0.0101(4) -0.0393(3) -0.1949(2) 0.0205(9) Uani 1 1 d . A . H25 H -0.0127 -0.0772 -0.1625 0.025 Uiso 1 1 calc R . . C26 C -0.0290(4) 0.1172(3) -0.2185(2) 0.0226(9) Uani 1 1 d . A . H26 H -0.0459 0.1837 -0.2023 0.027 Uiso 1 1 calc R . . C27 C -0.0013(4) 0.0737(4) -0.2919(2) 0.0270(10) Uani 1 1 d . . . H27 H 0.0021 0.1115 -0.3243 0.032 Uiso 1 1 calc R A . C28 C 0.0155(4) -0.0846(3) -0.2692(2) 0.0254(10) Uani 1 1 d . . . H28 H 0.0284 -0.1525 -0.2865 0.03 Uiso 1 1 calc R A . C29 C 0.0214(4) -0.0273(4) -0.3169(2) 0.0264(10) Uani 1 1 d . A . C34 C 0.0034(4) 0.2176(3) -0.0388(2) 0.0179(9) Uani 1 1 d . . . C35 C 0.1244(4) 0.3028(3) -0.0517(2) 0.0172(9) Uani 1 1 d . . . C36 C 0.2502(4) 0.2816(3) -0.0797(2) 0.0189(9) Uani 1 1 d . . . H36 H 0.2598 0.2136 -0.0883 0.023 Uiso 1 1 calc R . . C37 C 0.1178(4) 0.4075(3) -0.0374(2) 0.0185(9) Uani 1 1 d . . . H37 H 0.0381 0.4247 -0.0171 0.022 Uiso 1 1 calc R . . C38 C 0.2263(4) 0.4867(3) -0.0524(2) 0.0187(9) Uani 1 1 d . . . H38 H 0.2178 0.555 -0.0434 0.022 Uiso 1 1 calc R . . C39 C 0.3594(4) 0.3591(3) -0.0946(2) 0.0217(9) Uani 1 1 d . . . H39 H 0.4406 0.3426 -0.1136 0.026 Uiso 1 1 calc R . . C40 C 0.3490(4) 0.4621(3) -0.0814(2) 0.0179(9) Uani 1 1 d . . . C41 C 0.4497(4) 0.6366(3) -0.0919(2) 0.0208(9) Uani 1 1 d . . . H41A H 0.4568 0.6806 -0.0377 0.025 Uiso 1 1 calc R . . H41B H 0.3517 0.6251 -0.1229 0.025 Uiso 1 1 calc R . . C42 C 0.5798(4) 0.6958(3) -0.1196(2) 0.0233(9) Uani 1 1 d . . . H42A H 0.6765 0.7044 -0.0891 0.028 Uiso 1 1 calc R . . H42B H 0.5789 0.7692 -0.1102 0.028 Uiso 1 1 calc R . . C43 C 0.5716(5) 0.6355(3) -0.2068(2) 0.0282(10) Uani 1 1 d . . . H43A H 0.5765 0.5631 -0.2162 0.034 Uiso 1 1 calc R . . H43B H 0.4739 0.6249 -0.2375 0.034 Uiso 1 1 calc R . . C44 C 0.7023(5) 0.6999(3) -0.2332(3) 0.0316(11) Uani 1 1 d . . . H44A H 0.6926 0.66 -0.2878 0.047 Uiso 1 1 calc R . . H44B H 0.7992 0.7088 -0.2039 0.047 Uiso 1 1 calc R . . H44C H 0.6972 0.7713 -0.2245 0.047 Uiso 1 1 calc R . . C30 C 0.0690(10) -0.1547(7) -0.4231(5) 0.032(2) Uani 0.529(6) 1 d P A 1 H30A H -0.0267 -0.2151 -0.4339 0.039 Uiso 0.529(6) 1 calc PR A 1 H30B H 0.1466 -0.1621 -0.389 0.039 Uiso 0.529(6) 1 calc PR A 1 C31 C 0.1163(10) -0.1652(8) -0.4995(5) 0.038(3) Uani 0.529(6) 1 d P A 1 H31A H 0.1174 -0.2391 -0.5254 0.046 Uiso 0.529(6) 1 calc PR A 1 H31B H 0.0396 -0.1564 -0.5331 0.046 Uiso 0.529(6) 1 calc PR A 1 C32 C 0.2722(11) -0.0819(9) -0.4898(5) 0.036(3) Uani 0.529(6) 1 d PD A 1 H32A H 0.3479 -0.0858 -0.4525 0.044 Uiso 0.529(6) 1 calc PR A 1 H32B H 0.2685 -0.0081 -0.4687 0.044 Uiso 0.529(6) 1 calc PR A 1 C33 C 0.323(3) -0.1011(19) -0.5662(10) 0.086(8) Uani 0.529(6) 1 d PD A 1 H33A H 0.4236 -0.0477 -0.5565 0.128 Uiso 0.529(6) 1 calc PR A 1 H33B H 0.2517 -0.0934 -0.6025 0.128 Uiso 0.529(6) 1 calc PR A 1 H33C H 0.3263 -0.1742 -0.5877 0.128 Uiso 0.529(6) 1 calc PR A 1 C30A C 0.1019(11) -0.0255(7) -0.4325(5) 0.029(3) Uani 0.471(6) 1 d P A 2 H30C H 0.1706 0.05 -0.4011 0.035 Uiso 0.471(6) 1 calc PR A 2 H30D H 0.0166 -0.0224 -0.4647 0.035 Uiso 0.471(6) 1 calc PR A 2 C31A C 0.1883(12) -0.0850(8) -0.4864(6) 0.026(3) Uani 0.471(6) 1 d P A 2 H31C H 0.2678 -0.0952 -0.4554 0.032 Uiso 0.471(6) 1 calc PR A 2 H31D H 0.1175 -0.1575 -0.5228 0.032 Uiso 0.471(6) 1 calc PR A 2 C32A C 0.2608(10) -0.0196(7) -0.5314(5) 0.028(2) Uani 0.471(6) 1 d PD A 2 H32C H 0.1843 -0.0007 -0.5571 0.033 Uiso 0.471(6) 1 calc PR A 2 H32D H 0.3426 0.0485 -0.4959 0.033 Uiso 0.471(6) 1 calc PR A 2 C33A C 0.324(2) -0.0882(13) -0.5907(10) 0.031(4) Uani 0.471(6) 1 d PD A 2 H33D H 0.3684 -0.048 -0.6202 0.047 Uiso 0.471(6) 1 calc PR A 2 H33E H 0.2425 -0.1558 -0.6252 0.047 Uiso 0.471(6) 1 calc PR A 2 H33F H 0.4013 -0.105 -0.5647 0.047 Uiso 0.471(6) 1 calc PR A 2 C18 C -0.4742(4) 0.2517(3) 0.4194(2) 0.028(3) Uani 0.501(5) 1 d PG B 3 C16 C -0.3290(5) 0.2982(4) 0.4091(3) 0.029(2) Uiso 0.501(5) 1 d PG B 3 H16 H -0.2563 0.3605 0.4495 0.034 Uiso 0.501(5) 1 calc PR B 3 C15 C -0.2924(6) 0.2516(5) 0.3384(3) 0.027(2) Uiso 0.501(5) 1 d PG B 3 H15 H -0.1952 0.2827 0.3315 0.032 Uiso 0.501(5) 1 calc PR B 3 C13 C -0.4010(7) 0.1584(5) 0.2781(3) 0.016(3) Uiso 0.501(5) 1 d PG B 3 C14 C -0.5463(7) 0.1119(5) 0.2884(3) 0.021(3) Uiso 0.501(5) 1 d PG B 3 H14 H -0.6189 0.0495 0.2481 0.026 Uiso 0.501(5) 1 calc PR B 3 C17 C -0.5829(5) 0.1585(4) 0.3591(2) 0.023(2) Uiso 0.501(5) 1 d PG B 3 H17 H -0.68 0.1273 0.366 0.028 Uiso 0.501(5) 1 calc PR B 3 O2 O -0.4893(5) 0.3099(3) 0.4945(2) 0.0312(19) Uani 0.501(5) 1 d PG B 3 C19 C -0.6353(5) 0.2634(4) 0.5103(3) 0.027(2) Uani 0.501(5) 1 d PG B 3 H19A H -0.6555 0.187 0.5025 0.032 Uiso 0.501(5) 1 calc PR B 3 H19B H -0.7178 0.2663 0.4762 0.032 Uiso 0.501(5) 1 calc PR B 3 C20 C -0.6222(7) 0.3351(5) 0.5968(3) 0.023(3) Uani 0.501(5) 1 d PG B 3 H20A H -0.5285 0.3417 0.6288 0.028 Uiso 0.501(5) 1 calc PR B 3 H20B H -0.6149 0.4088 0.6019 0.028 Uiso 0.501(5) 1 calc PR B 3 C21 C -0.7578(9) 0.2875(7) 0.6272(6) 0.026(2) Uani 0.501(5) 1 d P B 3 H21A H -0.7699 0.2119 0.6188 0.031 Uiso 0.501(5) 1 calc PR B 3 H21B H -0.8508 0.2861 0.598 0.031 Uiso 0.501(5) 1 calc PR B 3 C22 C -0.7365(19) 0.3555(13) 0.7148(6) 0.028(3) Uani 0.501(5) 1 d P B 3 H22A H -0.8247 0.3234 0.7317 0.043 Uiso 0.501(5) 1 calc PR B 3 H22B H -0.7254 0.4302 0.7232 0.043 Uiso 0.501(5) 1 calc PR B 3 H22C H -0.6462 0.3552 0.744 0.043 Uiso 0.501(5) 1 calc PR B 3 C18A C -0.5223(4) 0.2479(3) 0.4037(2) 0.027(3) Uani 0.499(5) 1 d PG B 4 C16A C -0.3789(5) 0.3028(4) 0.3954(3) 0.0215(19) Uiso 0.499(5) 1 d PG B 4 H16A H -0.316 0.371 0.4342 0.026 Uiso 0.499(5) 1 calc PR B 4 C15A C -0.3296(6) 0.2559(5) 0.3290(3) 0.021(2) Uiso 0.499(5) 1 d PG B 4 H15A H -0.2337 0.2927 0.3234 0.025 Uiso 0.499(5) 1 calc PR B 4 C13A C -0.4236(7) 0.1540(5) 0.2709(3) 0.018(3) Uiso 0.499(5) 1 d PG B 4 C14A C -0.5669(7) 0.0990(5) 0.2793(3) 0.023(3) Uiso 0.499(5) 1 d PG B 4 H14A H -0.6298 0.0308 0.2404 0.027 Uiso 0.499(5) 1 calc PR B 4 C17A C -0.6163(6) 0.1460(4) 0.3457(3) 0.025(2) Uiso 0.499(5) 1 d PG B 4 H17A H -0.7122 0.1092 0.3512 0.03 Uiso 0.499(5) 1 calc PR B 4 O2A O -0.5914(4) 0.2812(3) 0.4646(2) 0.0312(19) Uani 0.499(5) 1 d PG B 4 C19A C -0.5201(5) 0.3929(3) 0.5209(2) 0.030(2) Uani 0.499(5) 1 d PG B 4 H19C H -0.5185 0.4439 0.4962 0.036 Uiso 0.499(5) 1 calc PR B 4 H19D H -0.4151 0.4067 0.545 0.036 Uiso 0.499(5) 1 calc PR B 4 C20A C -0.6158(7) 0.4077(4) 0.5822(3) 0.028(2) Uani 0.499(5) 1 d PG B 4 H20C H -0.5728 0.4837 0.6204 0.034 Uiso 0.499(5) 1 calc PR B 4 H20D H -0.7197 0.3941 0.5569 0.034 Uiso 0.499(5) 1 calc PR B 4 C21A C -0.6218(14) 0.3309(11) 0.6246(6) 0.030(3) Uani 0.499(5) 1 d P B 4 H21C H -0.5192 0.3489 0.6542 0.036 Uiso 0.499(5) 1 calc PR B 4 H21D H -0.6565 0.2551 0.5864 0.036 Uiso 0.499(5) 1 calc PR B 4 C22A C -0.7329(19) 0.3409(14) 0.6816(6) 0.033(3) Uani 0.499(5) 1 d P B 4 H22D H -0.7333 0.2918 0.7071 0.05 Uiso 0.499(5) 1 calc PR B 4 H22E H -0.835 0.3215 0.6523 0.05 Uiso 0.499(5) 1 calc PR B 4 H22F H -0.6979 0.4156 0.72 0.05 Uiso 0.499(5) 1 calc PR B 4 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 Au1 0.02074(8) 0.01643(8) 0.01943(9) 0.01051(6) 0.00845(6) 0.00923(6) S1 0.0225(5) 0.0168(5) 0.0193(5) 0.0088(4) 0.0078(4) 0.0084(4) S2 0.0250(5) 0.0170(5) 0.0224(6) 0.0099(4) 0.0106(4) 0.0095(4) S3 0.0230(5) 0.0160(5) 0.0194(5) 0.0080(4) 0.0091(4) 0.0081(4) S4 0.0263(5) 0.0154(5) 0.0205(6) 0.0085(4) 0.0101(4) 0.0079(4) O1 0.0250(15) 0.0207(14) 0.0278(17) 0.0156(13) 0.0082(12) 0.0054(12) O3 0.0249(15) 0.0203(14) 0.0276(17) 0.0164(12) 0.0128(12) 0.0111(12) O4 0.0291(19) 0.095(3) 0.022(2) -0.004(2) 0.0119(15) 0.017(2) C1 0.0186(19) 0.0181(19) 0.014(2) 0.0090(16) 0.0052(16) 0.0085(15) C2 0.018(2) 0.020(2) 0.023(2) 0.0091(17) 0.0074(17) 0.0126(16) C3 0.021(2) 0.0162(18) 0.014(2) 0.0054(16) 0.0040(16) 0.0090(15) C4 0.018(2) 0.024(2) 0.020(2) 0.0107(18) 0.0024(17) 0.0071(16) C5 0.019(2) 0.0151(19) 0.022(2) 0.0054(17) 0.0038(17) 0.0035(16) C6 0.024(2) 0.026(2) 0.020(2) 0.0117(18) 0.0033(17) 0.0095(17) C7 0.020(2) 0.0195(19) 0.022(2) 0.0102(17) 0.0094(17) 0.0116(16) C8 0.037(3) 0.026(2) 0.028(3) 0.007(2) 0.008(2) -0.002(2) C9 0.060(3) 0.023(2) 0.043(3) 0.016(2) 0.014(3) -0.003(2) C10 0.037(3) 0.057(3) 0.048(3) 0.032(3) 0.017(2) 0.011(2) C11 0.088(5) 0.070(4) 0.055(4) 0.036(3) 0.014(3) -0.024(4) C12 0.020(2) 0.023(2) 0.022(2) 0.0137(18) 0.0096(17) 0.0110(16) C23 0.019(2) 0.020(2) 0.021(2) 0.0124(17) 0.0090(17) 0.0091(16) C24 0.0130(18) 0.0177(19) 0.019(2) 0.0045(16) 0.0035(16) 0.0074(15) C25 0.017(2) 0.027(2) 0.021(2) 0.0123(18) 0.0034(17) 0.0096(17) C26 0.022(2) 0.027(2) 0.024(2) 0.0128(19) 0.0089(18) 0.0117(17) C27 0.021(2) 0.040(3) 0.028(3) 0.020(2) 0.0097(19) 0.0131(19) C28 0.021(2) 0.025(2) 0.023(2) -0.0006(19) 0.0010(18) 0.0126(17) C29 0.016(2) 0.038(3) 0.018(2) 0.003(2) 0.0046(17) 0.0096(18) C34 0.020(2) 0.023(2) 0.018(2) 0.0119(17) 0.0076(16) 0.0120(16) C35 0.020(2) 0.0170(19) 0.019(2) 0.0089(17) 0.0072(17) 0.0099(16) C36 0.027(2) 0.0152(18) 0.022(2) 0.0099(17) 0.0101(17) 0.0137(16) C37 0.020(2) 0.023(2) 0.021(2) 0.0104(17) 0.0104(17) 0.0160(16) C38 0.024(2) 0.0145(18) 0.021(2) 0.0088(17) 0.0056(17) 0.0105(16) C39 0.021(2) 0.024(2) 0.028(2) 0.0134(18) 0.0137(18) 0.0137(17) C40 0.021(2) 0.0198(19) 0.019(2) 0.0137(17) 0.0081(17) 0.0077(16) C41 0.024(2) 0.0182(19) 0.024(2) 0.0112(17) 0.0075(17) 0.0084(16) C42 0.024(2) 0.022(2) 0.031(3) 0.0161(19) 0.0098(18) 0.0092(17) C43 0.022(2) 0.028(2) 0.026(3) 0.010(2) -0.0017(18) -0.0001(18) C44 0.035(3) 0.030(2) 0.034(3) 0.017(2) 0.012(2) 0.011(2) C30 0.035(5) 0.032(5) 0.029(5) 0.012(4) 0.009(4) 0.012(4) C31 0.044(6) 0.037(6) 0.028(5) 0.001(4) 0.017(4) 0.017(5) C32 0.028(6) 0.054(6) 0.027(6) 0.011(5) 0.012(5) 0.018(5) C33 0.055(9) 0.120(16) 0.040(10) 0.011(9) 0.013(8) -0.003(11) C30A 0.036(5) 0.026(5) 0.026(6) 0.009(4) 0.019(4) 0.010(4) C31A 0.028(6) 0.022(5) 0.024(6) 0.005(4) 0.009(5) 0.006(5) C32A 0.029(5) 0.033(5) 0.022(5) 0.008(4) 0.004(4) 0.016(4) C33A 0.033(7) 0.023(5) 0.049(11) 0.013(6) 0.021(7) 0.021(5) C18 0.048(6) 0.023(5) 0.027(6) 0.012(4) 0.022(5) 0.023(4) O2 0.025(4) 0.029(4) 0.028(4) 0.005(3) 0.016(3) -0.001(3) C19 0.031(5) 0.022(4) 0.017(5) -0.002(4) 0.011(4) 0.004(4) C20 0.030(5) 0.027(6) 0.013(6) 0.013(5) 0.007(5) 0.005(4) C21 0.019(5) 0.027(5) 0.030(6) 0.009(4) 0.010(4) 0.005(4) C22 0.028(5) 0.024(6) 0.022(7) 0.003(7) 0.001(6) 0.003(4) C18A 0.035(5) 0.044(7) 0.033(6) 0.031(5) 0.024(5) 0.031(5) O2A 0.041(4) 0.023(3) 0.028(4) 0.004(3) 0.025(3) 0.012(3) C19A 0.045(6) 0.026(5) 0.019(5) 0.004(4) 0.012(4) 0.016(4) C20A 0.035(5) 0.031(5) 0.025(5) 0.011(4) 0.006(4) 0.019(4) C21A 0.036(6) 0.042(6) 0.024(7) 0.024(5) 0.005(5) 0.022(5) C22A 0.045(7) 0.027(7) 0.017(8) 0.006(8) 0.003(7) 0.004(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 S4 2.3006(10) . ? Au1 S1 2.3048(10) . ? Au1 S2 2.3066(10) . ? Au1 S3 2.3109(9) . ? S1 C1 1.738(4) . ? S2 C12 1.747(4) . ? S3 C34 1.753(4) . ? S4 C23 1.748(4) . ? O1 C7 1.362(4) . ? O1 C8 1.434(5) . ? O3 C40 1.360(4) . ? O3 C41 1.449(5) . ? O4 C30 1.219(9) . ? O4 C30A 1.218(9) . ? O4 C29 1.373(5) . ? C1 C12 1.387(5) . ? C1 C2 1.480(5) . ? C2 C3 1.403(5) . ? C2 C4 1.402(5) . ? C3 C5 1.390(5) . ? C4 C6 1.375(5) . ? C5 C7 1.389(6) . ? C6 C7 1.405(5) . ? C8 C9 1.505(6) . ? C9 C10 1.513(6) . ? C10 C11 1.522(6) . ? C12 C13 1.513(5) . ? C12 C13A 1.500(5) . ? C23 C34 1.367(5) . ? C23 C24 1.488(5) . ? C24 C25 1.396(5) . ? C24 C26 1.408(6) . ? C25 C28 1.399(5) . ? C26 C27 1.387(5) . ? C27 C29 1.399(6) . ? C28 C29 1.386(6) . ? C34 C35 1.485(5) . ? C35 C37 1.399(5) . ? C35 C36 1.409(5) . ? C36 C39 1.378(5) . ? C37 C38 1.390(5) . ? C38 C40 1.405(5) . ? C39 C40 1.393(5) . ? C41 C42 1.510(5) . ? C42 C43 1.539(5) . ? C43 C44 1.529(5) . ? C30 C31 1.522(11) . ? C31 C32 1.514(12) . ? C32 C33 1.524(13) . ? C30A C31A 1.533(12) . ? C31A C32A 1.515(14) . ? C32A C33A 1.494(13) . ? C18 C16 1.39 . ? C18 C17 1.39 . ? C18 O2 1.4058 . ? C16 C15 1.39 . ? C15 C13 1.39 . ? C13 C14 1.39 . ? C14 C17 1.39 . ? O2 C19 1.4414 . ? C19 C20 1.5502 . ? C20 C21 1.517(9) . ? C21 C22 1.541(12) . ? C18A O2A 1.3833 . ? C18A C16A 1.39 . ? C18A C17A 1.39 . ? C16A C15A 1.39 . ? C15A C13A 1.39 . ? C13A C14A 1.39 . ? C14A C17A 1.39 . ? O2A C19A 1.4292 . ? C19A C20A 1.5324 . ? C20A C21A 1.529(12) . ? C21A C22A 1.574(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S4 Au1 S1 90.83(3) . . ? S4 Au1 S2 179.03(4) . . ? S1 Au1 S2 88.56(3) . . ? S4 Au1 S3 88.95(3) . . ? S1 Au1 S3 176.59(4) . . ? S2 Au1 S3 91.71(3) . . ? C1 S1 Au1 103.61(12) . . ? C12 S2 Au1 104.14(13) . . ? C34 S3 Au1 103.16(13) . . ? C23 S4 Au1 103.51(13) . . ? C7 O1 C8 117.6(3) . . ? C40 O3 C41 117.7(3) . . ? C30 O4 C30A 95.1(6) . . ? C30 O4 C29 129.4(6) . . ? C30A O4 C29 134.0(6) . . ? C12 C1 C2 124.1(3) . . ? C12 C1 S1 122.6(3) . . ? C2 C1 S1 113.2(3) . . ? C3 C2 C4 117.1(4) . . ? C3 C2 C1 121.6(4) . . ? C4 C2 C1 121.2(3) . . ? C5 C3 C2 121.3(4) . . ? C6 C4 C2 122.0(4) . . ? C7 C5 C3 120.6(3) . . ? C4 C6 C7 120.2(4) . . ? O1 C7 C5 125.8(3) . . ? O1 C7 C6 115.4(4) . . ? C5 C7 C6 118.8(4) . . ? O1 C8 C9 107.6(4) . . ? C8 C9 C10 114.4(4) . . ? C9 C10 C11 113.4(4) . . ? C1 C12 C13 126.3(4) . . ? C1 C12 C13A 123.9(4) . . ? C13 C12 C13A 8.2(4) . . ? C1 C12 S2 120.8(3) . . ? C13 C12 S2 112.9(3) . . ? C13A C12 S2 114.9(3) . . ? C34 C23 C24 125.0(3) . . ? C34 C23 S4 122.2(3) . . ? C24 C23 S4 112.7(3) . . ? C25 C24 C26 118.4(4) . . ? C25 C24 C23 120.4(4) . . ? C26 C24 C23 121.2(3) . . ? C24 C25 C28 121.2(4) . . ? C27 C26 C24 120.8(4) . . ? C26 C27 C29 119.7(4) . . ? C29 C28 C25 119.3(4) . . ? O4 C29 C28 120.7(4) . . ? O4 C29 C27 118.7(5) . . ? C28 C29 C27 120.6(4) . . ? C23 C34 C35 124.1(3) . . ? C23 C34 S3 122.0(3) . . ? C35 C34 S3 113.9(3) . . ? C37 C35 C36 117.0(3) . . ? C37 C35 C34 121.4(3) . . ? C36 C35 C34 121.5(3) . . ? C39 C36 C35 121.6(4) . . ? C38 C37 C35 122.2(3) . . ? C37 C38 C40 119.2(4) . . ? C36 C39 C40 120.5(3) . . ? O3 C40 C39 115.6(3) . . ? O3 C40 C38 125.0(4) . . ? C39 C40 C38 119.4(3) . . ? O3 C41 C42 108.2(3) . . ? C41 C42 C43 113.6(3) . . ? C44 C43 C42 112.0(3) . . ? O4 C30 C31 113.8(8) . . ? C32 C31 C30 114.1(7) . . ? C31 C32 C33 112.9(11) . . ? O4 C30A C31A 115.3(8) . . ? C32A C31A C30A 111.2(8) . . ? C33A C32A C31A 108.8(10) . . ? C16 C18 C17 120 . . ? C16 C18 O2 111.7 . . ? C17 C18 O2 128.3 . . ? C15 C16 C18 120 . . ? C16 C15 C13 120 . . ? C15 C13 C14 120 . . ? C15 C13 C12 120.9(4) . . ? C14 C13 C12 119.0(4) . . ? C17 C14 C13 120 . . ? C14 C17 C18 120 . . ? C18 O2 C19 114.7 . . ? O2 C19 C20 105.8 . . ? C21 C20 C19 112.8(4) . . ? C20 C21 C22 111.8(8) . . ? O2A C18A C16A 128.5 . . ? O2A C18A C17A 111.5 . . ? C16A C18A C17A 120 . . ? C18A C16A C15A 120 . . ? C13A C15A C16A 120 . . ? C15A C13A C14A 120 . . ? C15A C13A C12 117.4(3) . . ? C14A C13A C12 122.5(3) . . ? C17A C14A C13A 120 . . ? C14A C17A C18A 120 . . ? C18A O2A C19A 117 . . ? O2A C19A C20A 106.7 . . ? C21A C20A C19A 113.4(5) . . ? C20A C21A C22A 111.9(10) . . ? _chemical_name_common bis(1,2-di(4-n-butyloxyphenyl)ethane-1,2-dithiolene)gold # Attachment 'NiOC4v3.cif' data_nioc4 _database_code_depnum_ccdc_archive 'CCDC 710445' _audit_creation_date 2009-01-16T15:11:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C44 H52 Ni1 O4 S4' _chemical_formula_sum 'C44 H52 Ni O4 S4' _chemical_formula_weight 831.81 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2955(16) _cell_length_b 13.891(3) _cell_length_c 18.494(3) _cell_angle_alpha 106.023(9) _cell_angle_beta 99.822(9) _cell_angle_gamma 107.817(8) _cell_volume 2098.6(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5778 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 26.61 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.316 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.702 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.812011 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.812011 #-------------------------------------------------------------------# #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by SAINT Bruker-AXS' _diffrn_orient_matrix_ub_11 0.180354E-1 _diffrn_orient_matrix_ub_12 -0.634834E-1 _diffrn_orient_matrix_ub_13 -0.325483E-1 _diffrn_orient_matrix_ub_21 -0.257E-3 _diffrn_orient_matrix_ub_22 -0.294301E-1 _diffrn_orient_matrix_ub_23 0.436195E-1 _diffrn_orient_matrix_ub_31 -0.116271 _diffrn_orient_matrix_ub_32 -0.402336E-1 _diffrn_orient_matrix_ub_33 -0.216683E-1 _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0651 _diffrn_reflns_av_unetI/netI 0.0837 _diffrn_reflns_number 32423 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.4 _diffrn_reflns_theta_max 27.54 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.983 _reflns_number_total 9508 _reflns_number_gt 6871 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART, 2006' _computing_cell_refinement 'Bruker SMART, 2006' _computing_data_reduction 'Bruker SAINT, 2006' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The phenyl ring C13-C18 with the chain O2-C19--C22 was affected by disorder. The geometry of the phenyl rings was constrained to a regular hexagon with AFIX66 and atoms C13A, C15A, C18A and C17B were refined isotropically only. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0238P)^2^+1.8404P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 9508 _refine_ls_number_parameters 556 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0997 _refine_ls_R_factor_gt 0.0638 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.0987 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.003 _refine_diff_density_max 0.462 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.77475(4) 0.44539(3) 0.05329(2) 0.01821(11) Uani 1 1 d . . . S1 S 0.92207(8) 0.60204(6) 0.06170(4) 0.01734(17) Uani 1 1 d . . . S2 S 0.91773(8) 0.46219(6) 0.16299(5) 0.02366(19) Uani 1 1 d . B . S3 S 0.63550(8) 0.42777(6) -0.05744(5) 0.02033(18) Uani 1 1 d . . . S4 S 0.61389(8) 0.29546(6) 0.05072(5) 0.02054(18) Uani 1 1 d . . . O1 O 1.4547(2) 1.09619(16) 0.25480(12) 0.0264(5) Uani 1 1 d . . . O4 O -0.0606(2) -0.13212(15) -0.09941(12) 0.0211(5) Uani 1 1 d . . . C1 C 1.0586(3) 0.6554(2) 0.15149(17) 0.0170(6) Uani 1 1 d . B . C2 C 1.1618(3) 0.7710(2) 0.17633(17) 0.0165(6) Uani 1 1 d . . . C3 C 1.2419(3) 0.8098(2) 0.12678(17) 0.0178(6) Uani 1 1 d . A . H3 H 1.2289 0.763 0.0771 0.021 Uiso 1 1 calc R . . C4 C 1.3415(3) 0.9182(2) 0.15079(17) 0.0194(7) Uani 1 1 d . . . H4 H 1.3951 0.943 0.1174 0.023 Uiso 1 1 calc R A . C5 C 1.3602(3) 0.9889(2) 0.22504(17) 0.0181(7) Uani 1 1 d . A . C6 C 1.2774(3) 0.9512(3) 0.27401(18) 0.0221(7) Uani 1 1 d . . . H6 H 1.2876 0.9985 0.323 0.027 Uiso 1 1 calc R A . C7 C 1.1801(3) 0.8438(2) 0.25043(17) 0.0208(7) Uani 1 1 d . A . H7 H 1.1263 0.8195 0.2839 0.025 Uiso 1 1 calc R . . C8A C 1.5719(13) 1.1346(12) 0.2099(9) 0.026(2) Uani 0.517(10) 1 d P A 1 H8A1 H 1.6308 1.0879 0.1999 0.031 Uiso 0.517(10) 1 calc PR A 1 H8A2 H 1.5166 1.1337 0.1601 0.031 Uiso 0.517(10) 1 calc PR A 1 C9A C 1.6825(12) 1.2494(6) 0.2612(5) 0.035(2) Uani 0.517(10) 1 d P A 1 H9A1 H 1.7623 1.2746 0.2359 0.042 Uiso 0.517(10) 1 calc PR A 1 H9A2 H 1.6231 1.2962 0.2655 0.042 Uiso 0.517(10) 1 calc PR A 1 C10A C 1.7628(12) 1.2588(9) 0.3427(7) 0.043(3) Uani 0.517(10) 1 d P A 1 H10A H 1.8072 1.2034 0.3383 0.051 Uiso 0.517(10) 1 calc PR A 1 H10B H 1.6843 1.2451 0.3709 0.051 Uiso 0.517(10) 1 calc PR A 1 C11A C 1.8948(12) 1.3700(7) 0.3908(5) 0.062(3) Uani 0.517(10) 1 d P A 1 H11A H 1.978 1.3813 0.3659 0.093 Uiso 0.517(10) 1 calc PR A 1 H11B H 1.9352 1.3719 0.4428 0.093 Uiso 0.517(10) 1 calc PR A 1 H11C H 1.8531 1.4258 0.3936 0.093 Uiso 0.517(10) 1 calc PR A 1 C8B C 1.5204(14) 1.1445(12) 0.2086(9) 0.026(3) Uani 0.483(10) 1 d P A 2 H8B1 H 1.4405 1.1335 0.1626 0.031 Uiso 0.483(10) 1 calc PR A 2 H8B2 H 1.5962 1.1151 0.1916 0.031 Uiso 0.483(10) 1 calc PR A 2 C9B C 1.6009(12) 1.2629(7) 0.2565(5) 0.032(2) Uani 0.483(10) 1 d P A 2 H9B1 H 1.6367 1.3009 0.2222 0.039 Uiso 0.483(10) 1 calc PR A 2 H9B2 H 1.5235 1.2885 0.2754 0.039 Uiso 0.483(10) 1 calc PR A 2 C10B C 1.7383(14) 1.2935(10) 0.3254(9) 0.054(3) Uani 0.483(10) 1 d P A 2 H10C H 1.8281 1.2888 0.3066 0.065 Uiso 0.483(10) 1 calc PR A 2 H10D H 1.713 1.242 0.352 0.065 Uiso 0.483(10) 1 calc PR A 2 C11B C 1.7837(12) 1.4082(8) 0.3844(5) 0.058(4) Uani 0.483(10) 1 d P A 2 H11D H 1.8151 1.46 0.3593 0.087 Uiso 0.483(10) 1 calc PR A 2 H11E H 1.8694 1.4222 0.428 0.087 Uiso 0.483(10) 1 calc PR A 2 H11F H 1.6949 1.4138 0.4027 0.087 Uiso 0.483(10) 1 calc PR A 2 C12 C 1.0624(3) 0.5895(2) 0.19706(17) 0.0193(7) Uani 1 1 d . . . C13A C 1.1873(4) 0.6201(3) 0.27411(18) 0.034(8) Uiso 0.496(4) 1 d PG B 3 C14A C 1.1546(3) 0.5758(3) 0.3310(2) 0.023(3) Uani 0.496(4) 1 d PG B 3 H14A H 1.053 0.5297 0.3245 0.027 Uiso 0.496(4) 1 calc PR B 3 C15A C 1.2737(3) 0.6003(3) 0.39764(18) 0.033(2) Uiso 0.496(4) 1 d PG B 3 H15A H 1.2518 0.5707 0.4357 0.039 Uiso 0.496(4) 1 calc PR B 3 C16A C 1.4256(3) 0.6692(2) 0.40734(14) 0.029(2) Uani 0.496(4) 1 d PG B 3 C17A C 1.4583(4) 0.7135(3) 0.35042(18) 0.023(2) Uani 0.496(4) 1 d PG B 3 H17A H 1.5599 0.7596 0.3569 0.027 Uiso 0.496(4) 1 calc PR B 3 C18A C 1.3391(4) 0.6890(4) 0.28381(19) 0.024(3) Uiso 0.496(4) 1 d PG B 3 H18A H 1.361 0.7186 0.2457 0.029 Uiso 0.496(4) 1 calc PR B 3 O2A O 1.5596(3) 0.6933(2) 0.46941(14) 0.0280(13) Uani 0.496(4) 1 d PG B 3 C19A C 1.5435(3) 0.6354(2) 0.52283(17) 0.0335(19) Uani 0.496(4) 1 d PG B 3 H19A H 1.5038 0.5583 0.4945 0.04 Uiso 0.496(4) 1 calc PR B 3 H19B H 1.4707 0.6512 0.5518 0.04 Uiso 0.496(4) 1 calc PR B 3 C20A C 1.7059(4) 0.6721(3) 0.57841(17) 0.0217(15) Uani 0.496(4) 1 d PG B 3 H20A H 1.7787 0.6593 0.5485 0.026 Uiso 0.496(4) 1 calc PR B 3 H20B H 1.7017 0.6304 0.6128 0.026 Uiso 0.496(4) 1 calc PR B 3 C21A C 1.7653(4) 0.7923(3) 0.62750(16) 0.0222(17) Uani 0.496(4) 1 d PG B 3 H21A H 1.6922 0.8048 0.6573 0.027 Uiso 0.496(4) 1 calc PR B 3 H21B H 1.7684 0.8337 0.5928 0.027 Uiso 0.496(4) 1 calc PR B 3 C22A C 1.9321(4) 0.8325(4) 0.6849(2) 0.036(2) Uani 0.496(4) 1 d PG B 3 H22A H 1.9649 0.9079 0.7144 0.053 Uiso 0.496(4) 1 calc PR B 3 H22B H 2.0052 0.8216 0.6555 0.053 Uiso 0.496(4) 1 calc PR B 3 H22C H 1.929 0.7927 0.7199 0.053 Uiso 0.496(4) 1 calc PR B 3 C13B C 1.1828(2) 0.61761(15) 0.27230(11) 0.017(6) Uani 0.504(4) 1 d PG B 4 C14B C 1.13184(19) 0.5685(2) 0.32424(9) 0.042(4) Uani 0.504(4) 1 d PG B 4 H14B H 1.0271 0.5235 0.3123 0.051 Uiso 0.504(4) 1 calc PR B 4 C15B C 1.2374(2) 0.5866(2) 0.39410(10) 0.035(2) Uani 0.504(4) 1 d PG B 4 H15B H 1.2033 0.5537 0.4289 0.042 Uiso 0.504(4) 1 calc PR B 4 C16B C 1.3939(2) 0.65386(18) 0.41202(10) 0.033(3) Uani 0.504(4) 1 d PG B 4 C17B C 1.4449(2) 0.7030(2) 0.36007(13) 0.028(2) Uiso 0.504(4) 1 d PG B 4 H17B H 1.5496 0.748 0.3721 0.034 Uiso 0.504(4) 1 calc PR B 4 C18B C 1.3393(2) 0.6849(2) 0.29022(13) 0.026(3) Uani 0.504(4) 1 d PG B 4 H18B H 1.3734 0.7177 0.2555 0.031 Uiso 0.504(4) 1 calc PR B 4 O2B O 1.4825(2) 0.6688(2) 0.48413(11) 0.0305(14) Uani 0.504(4) 1 d PG B 4 C19B C 1.6424(2) 0.7461(2) 0.50891(12) 0.0266(16) Uani 0.504(4) 1 d PG B 4 H19C H 1.6442 0.8154 0.5067 0.032 Uiso 0.504(4) 1 calc PR B 4 H19D H 1.7034 0.7209 0.4758 0.032 Uiso 0.504(4) 1 calc PR B 4 C20B C 1.7082(3) 0.7552(2) 0.59328(12) 0.0295(19) Uani 0.504(4) 1 d PG B 4 H20C H 1.7064 0.6854 0.5943 0.035 Uiso 0.504(4) 1 calc PR B 4 H20D H 1.6429 0.7771 0.625 0.035 Uiso 0.504(4) 1 calc PR B 4 C21B C 1.8792(3) 0.8389(3) 0.62798(14) 0.0351(19) Uani 0.504(4) 1 d PG B 4 H21C H 1.9457 0.8129 0.5991 0.042 Uiso 0.504(4) 1 calc PR B 4 H21D H 1.8819 0.9062 0.6212 0.042 Uiso 0.504(4) 1 calc PR B 4 C22B C 1.9462(3) 0.8608(3) 0.71507(14) 0.038(2) Uani 0.504(4) 1 d PG B 4 H22D H 2.0519 0.913 0.7334 0.057 Uiso 0.504(4) 1 calc PR B 4 H22E H 1.9462 0.7949 0.7222 0.057 Uiso 0.504(4) 1 calc PR B 4 H22F H 1.8824 0.8881 0.7443 0.057 Uiso 0.504(4) 1 calc PR B 4 C23 C 0.47849(18) 0.30788(13) -0.08589(10) 0.0182(7) Uani 1 1 d G . . C24 C 0.37000(18) 0.27194(14) -0.16552(10) 0.0191(7) Uani 1 1 d G . . C25 C 0.3236(2) 0.34646(15) -0.19206(11) 0.0212(7) Uani 1 1 d G . . H25 H 0.36 0.4181 -0.159 0.025 Uiso 1 1 calc R . . C26 C 0.2247(3) 0.3153(3) -0.26644(18) 0.0220(7) Uani 1 1 d . . . H26 H 0.195 0.3656 -0.283 0.026 Uiso 1 1 calc R . . C27 C 0.1700(3) 0.2084(3) -0.31608(18) 0.0227(7) Uani 1 1 d . C . C28 C 0.2163(3) 0.1333(3) -0.29112(19) 0.0252(7) Uani 1 1 d . . . H28 H 0.1801 0.0618 -0.3243 0.03 Uiso 1 1 calc R . . C29 C 0.3156(3) 0.1654(2) -0.21727(19) 0.0237(7) Uani 1 1 d . . . H29 H 0.3471 0.1153 -0.2015 0.028 Uiso 1 1 calc R . . O3 O 0.0688(2) 0.17533(18) -0.38969(12) 0.0279(5) Uani 1 1 d . . . C30A C 0.0322(7) 0.2522(5) -0.4137(3) 0.0261(16) Uani 0.516(5) 1 d P C 5 H30A H 0.1243 0.3018 -0.4202 0.031 Uiso 0.516(5) 1 calc PR C 5 H30B H -0.0067 0.293 -0.3756 0.031 Uiso 0.516(5) 1 calc PR C 5 C31A C -0.0946(7) 0.1912(6) -0.4917(4) 0.0300(17) Uani 0.516(5) 1 d P C 5 H31A H -0.0542 0.1495 -0.5285 0.036 Uiso 0.516(5) 1 calc PR C 5 H31B H -0.1193 0.2427 -0.5128 0.036 Uiso 0.516(5) 1 calc PR C 5 C32A C -0.2509(4) 0.1124(3) -0.4837(2) 0.0425(10) Uani 0.516(5) 1 d P C 5 H32A H -0.2322 0.0509 -0.475 0.051 Uiso 0.516(5) 1 calc PR C 5 H32B H -0.2771 0.1499 -0.4383 0.051 Uiso 0.516(5) 1 calc PR C 5 C33A C -0.3912(5) 0.0717(4) -0.5569(3) 0.0697(15) Uani 0.516(5) 1 d P C 5 H33A H -0.3961 0.1314 -0.5724 0.105 Uiso 0.516(5) 1 calc PR C 5 H33B H -0.487 0.0391 -0.545 0.105 Uiso 0.516(5) 1 calc PR C 5 H33C H -0.3779 0.0194 -0.5988 0.105 Uiso 0.516(5) 1 calc PR C 5 C30B C -0.0213(8) 0.0640(6) -0.4391(4) 0.0346(19) Uani 0.484(5) 1 d P C 6 H30C H -0.0674 0.0243 -0.4078 0.042 Uiso 0.484(5) 1 calc PR C 6 H30D H 0.0485 0.0319 -0.4603 0.042 Uiso 0.484(5) 1 calc PR C 6 C31B C -0.1509(8) 0.0542(7) -0.5059(4) 0.040(2) Uani 0.484(5) 1 d P C 6 H31C H -0.1031 0.0799 -0.5431 0.048 Uiso 0.484(5) 1 calc PR C 6 H31D H -0.2163 -0.0216 -0.5326 0.048 Uiso 0.484(5) 1 calc PR C 6 C32B C -0.2509(4) 0.1124(3) -0.4837(2) 0.0425(10) Uani 0.484(5) 1 d P C 6 H32C H -0.1945 0.1895 -0.4683 0.051 Uiso 0.484(5) 1 calc PR C 6 H32D H -0.2868 0.0975 -0.4402 0.051 Uiso 0.484(5) 1 calc PR C 6 C33B C -0.3912(5) 0.0717(4) -0.5569(3) 0.0697(15) Uani 0.484(5) 1 d P C 6 H33D H -0.3529 0.0802 -0.6007 0.105 Uiso 0.484(5) 1 calc PR C 6 H33E H -0.4567 0.1128 -0.5473 0.105 Uiso 0.484(5) 1 calc PR C 6 H33F H -0.4514 -0.0032 -0.5683 0.105 Uiso 0.484(5) 1 calc PR C 6 C34 C 0.4653(3) 0.2488(2) -0.03501(18) 0.0173(6) Uani 1 1 d . . . C35 C 0.3289(3) 0.1489(2) -0.04971(18) 0.0188(7) Uani 1 1 d . . . C36 C 0.3506(3) 0.0604(2) -0.03390(18) 0.0207(7) Uani 1 1 d . . . H36 H 0.4519 0.0656 -0.0125 0.025 Uiso 1 1 calc R . . C37 C 0.2238(3) -0.0355(2) -0.04947(18) 0.0216(7) Uani 1 1 d . . . H37 H 0.2405 -0.0938 -0.0394 0.026 Uiso 1 1 calc R . . C38 C 0.0718(3) -0.0420(2) -0.08042(18) 0.0183(7) Uani 1 1 d . . . C39 C 0.0473(3) 0.0464(2) -0.09417(18) 0.0205(7) Uani 1 1 d . . . H39 H -0.0545 0.0421 -0.1134 0.025 Uiso 1 1 calc R . . C40 C 0.1736(3) 0.1402(2) -0.07940(18) 0.0197(7) Uani 1 1 d . . . H40 H 0.1559 0.1984 -0.0892 0.024 Uiso 1 1 calc R . . C41 C -0.0415(3) -0.2281(2) -0.0908(2) 0.0256(7) Uani 1 1 d . . . H41A H 0.0035 -0.2154 -0.0361 0.031 Uiso 1 1 calc R . . H41B H 0.0282 -0.2479 -0.1203 0.031 Uiso 1 1 calc R . . C42 C -0.2029(4) -0.3173(2) -0.12155(19) 0.0274(8) Uani 1 1 d . . . H42A H -0.2715 -0.2948 -0.0925 0.033 Uiso 1 1 calc R . . H42B H -0.1943 -0.3809 -0.1121 0.033 Uiso 1 1 calc R . . C43 C -0.2782(4) -0.3474(3) -0.2090(2) 0.0362(9) Uani 1 1 d . . . H43A H -0.208 -0.3671 -0.2383 0.043 Uiso 1 1 calc R . . H43B H -0.2925 -0.2852 -0.2184 0.043 Uiso 1 1 calc R . . C44 C -0.4374(4) -0.4415(3) -0.2383(2) 0.0468(11) Uani 1 1 d . . . H44A H -0.4231 -0.5039 -0.2306 0.07 Uiso 1 1 calc R . . H44B H -0.4817 -0.4575 -0.293 0.07 Uiso 1 1 calc R . . H44C H -0.5072 -0.4221 -0.2096 0.07 Uiso 1 1 calc 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 0.01728(18) 0.0125(2) 0.0245(2) 0.00689(17) 0.00550(15) 0.00485(15) S1 0.0174(3) 0.0137(4) 0.0189(4) 0.0051(3) 0.0031(3) 0.0048(3) S2 0.0224(4) 0.0221(5) 0.0319(5) 0.0159(4) 0.0083(3) 0.0093(3) S3 0.0186(3) 0.0131(4) 0.0279(4) 0.0089(3) 0.0050(3) 0.0034(3) S4 0.0200(4) 0.0151(4) 0.0278(4) 0.0096(4) 0.0073(3) 0.0059(3) O1 0.0276(11) 0.0170(12) 0.0284(13) 0.0052(10) 0.0048(10) 0.0044(9) O4 0.0190(10) 0.0094(11) 0.0353(13) 0.0082(10) 0.0097(9) 0.0044(8) C1 0.0148(13) 0.0194(17) 0.0213(16) 0.0079(14) 0.0084(12) 0.0100(12) C2 0.0149(13) 0.0197(17) 0.0166(16) 0.0062(13) 0.0049(11) 0.0084(12) C3 0.0211(14) 0.0170(17) 0.0149(15) 0.0023(13) 0.0042(12) 0.0097(12) C4 0.0207(14) 0.0188(17) 0.0210(17) 0.0095(14) 0.0059(12) 0.0082(12) C5 0.0147(13) 0.0157(16) 0.0208(17) 0.0048(14) -0.0013(12) 0.0063(12) C6 0.0191(14) 0.0263(18) 0.0169(16) 0.0007(14) 0.0039(12) 0.0099(13) C7 0.0160(14) 0.0268(18) 0.0171(16) 0.0054(14) 0.0068(12) 0.0053(12) C8A 0.023(6) 0.022(5) 0.036(5) 0.016(4) 0.012(5) 0.005(4) C9A 0.031(5) 0.021(4) 0.043(5) 0.014(4) 0.005(4) -0.004(4) C10A 0.033(5) 0.030(6) 0.054(7) 0.014(5) 0.004(4) 0.001(4) C11A 0.067(7) 0.039(6) 0.053(6) 0.013(4) 0.003(5) -0.007(5) C8B 0.024(6) 0.018(5) 0.031(5) 0.004(4) 0.007(5) 0.007(5) C9B 0.032(5) 0.034(5) 0.030(5) 0.019(4) 0.005(4) 0.004(4) C10B 0.038(6) 0.033(8) 0.075(9) 0.027(6) -0.006(6) -0.004(5) C11B 0.046(6) 0.055(7) 0.040(5) 0.009(5) 0.006(4) -0.015(5) C12 0.0187(14) 0.0239(18) 0.0221(17) 0.0134(14) 0.0092(12) 0.0103(13) C14A 0.024(4) 0.031(7) 0.025(7) 0.016(6) 0.010(4) 0.018(4) C16A 0.025(4) 0.015(5) 0.029(6) -0.006(4) -0.004(4) 0.005(3) C17A 0.031(4) 0.031(4) 0.010(3) 0.007(3) 0.003(3) 0.018(3) O2A 0.022(3) 0.030(3) 0.025(3) 0.017(2) -0.004(2) 0.000(2) C19A 0.040(4) 0.025(4) 0.027(4) 0.012(3) 0.003(3) 0.001(3) C20A 0.033(3) 0.015(4) 0.016(3) 0.004(3) 0.003(3) 0.011(3) C21A 0.022(4) 0.013(4) 0.026(4) 0.003(3) 0.004(3) 0.004(3) C22A 0.034(4) 0.036(5) 0.029(5) 0.014(4) 0.003(3) 0.004(4) C13B 0.022(7) 0.030(8) 0.007(6) 0.010(4) 0.006(3) 0.018(4) C14B 0.039(5) 0.067(11) 0.030(8) 0.025(7) 0.011(5) 0.023(6) C15B 0.045(4) 0.052(5) 0.017(4) 0.024(4) 0.011(3) 0.017(4) C16B 0.050(5) 0.041(6) 0.014(5) 0.016(5) 0.000(4) 0.024(4) C18B 0.031(5) 0.049(6) 0.011(4) 0.013(4) 0.011(3) 0.028(4) O2B 0.024(3) 0.035(3) 0.023(3) 0.012(2) 0.001(2) -0.001(2) C19B 0.022(3) 0.029(4) 0.028(4) 0.009(3) 0.006(3) 0.008(3) C20B 0.019(4) 0.025(5) 0.027(4) -0.001(4) 0.002(3) -0.004(3) C21B 0.030(4) 0.034(4) 0.033(4) 0.008(4) 0.002(3) 0.009(3) C22B 0.030(4) 0.046(6) 0.028(5) 0.009(4) 0.007(3) 0.005(4) C23 0.0165(14) 0.0128(16) 0.0288(18) 0.0107(14) 0.0060(12) 0.0075(12) C24 0.0131(13) 0.0166(17) 0.0318(18) 0.0120(14) 0.0085(12) 0.0066(12) C25 0.0196(14) 0.0136(16) 0.0334(19) 0.0093(14) 0.0112(13) 0.0073(12) C26 0.0177(14) 0.0268(19) 0.0329(19) 0.0209(16) 0.0110(13) 0.0120(13) C27 0.0159(14) 0.029(2) 0.0268(18) 0.0153(16) 0.0074(13) 0.0069(13) C28 0.0189(15) 0.0187(18) 0.035(2) 0.0105(15) 0.0047(13) 0.0035(13) C29 0.0206(15) 0.0173(17) 0.037(2) 0.0140(15) 0.0060(13) 0.0086(13) O3 0.0270(12) 0.0263(13) 0.0255(13) 0.0067(11) 0.0044(9) 0.0072(10) C30A 0.029(3) 0.033(4) 0.019(3) 0.011(3) 0.005(3) 0.016(3) C31A 0.032(3) 0.044(5) 0.020(3) 0.016(3) 0.004(3) 0.020(3) C32A 0.038(2) 0.050(3) 0.030(2) 0.0088(19) -0.0012(16) 0.0140(18) C33A 0.048(3) 0.088(4) 0.051(3) 0.031(3) -0.019(2) 0.008(2) C30B 0.037(4) 0.030(4) 0.027(4) 0.003(3) 0.005(3) 0.006(3) C31B 0.038(4) 0.048(5) 0.021(4) 0.009(4) 0.001(3) 0.005(4) C32B 0.038(2) 0.050(3) 0.030(2) 0.0088(19) -0.0012(16) 0.0140(18) C33B 0.048(3) 0.088(4) 0.051(3) 0.031(3) -0.019(2) 0.008(2) C34 0.0165(13) 0.0111(15) 0.0282(17) 0.0093(14) 0.0066(12) 0.0079(11) C35 0.0163(14) 0.0171(17) 0.0251(17) 0.0089(14) 0.0056(12) 0.0077(12) C36 0.0196(14) 0.0196(17) 0.0278(18) 0.0112(15) 0.0077(13) 0.0107(13) C37 0.0243(15) 0.0143(16) 0.0329(19) 0.0121(15) 0.0113(13) 0.0109(13) C38 0.0182(14) 0.0121(16) 0.0266(17) 0.0069(14) 0.0099(12) 0.0060(12) C39 0.0146(13) 0.0161(17) 0.0317(18) 0.0087(14) 0.0067(12) 0.0066(12) C40 0.0211(14) 0.0146(16) 0.0310(18) 0.0110(14) 0.0105(13) 0.0125(12) C41 0.0286(16) 0.0141(17) 0.040(2) 0.0118(15) 0.0160(15) 0.0102(13) C42 0.0337(17) 0.0114(17) 0.040(2) 0.0099(15) 0.0207(15) 0.0051(13) C43 0.041(2) 0.022(2) 0.034(2) 0.0028(16) 0.0185(16) -0.0010(15) C44 0.051(2) 0.024(2) 0.042(2) -0.0016(18) 0.0142(19) -0.0056(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.1334(9) . ? Ni1 S3 2.1339(9) . ? Ni1 S2 2.1368(10) . ? Ni1 S4 2.1428(9) . ? S1 C1 1.715(3) . ? S2 C12 1.725(3) . ? S3 C23 1.7168(16) . ? S4 C34 1.726(3) . ? O1 C8B 1.341(15) . ? O1 C5 1.370(3) . ? O1 C8A 1.536(13) . ? O4 C38 1.368(3) . ? O4 C41 1.444(4) . ? C1 C12 1.408(4) . ? C1 C2 1.486(4) . ? C2 C3 1.394(4) . ? C2 C7 1.407(4) . ? C3 C4 1.400(4) . ? C3 H3 0.93 . ? C4 C5 1.397(4) . ? C4 H4 0.93 . ? C5 C6 1.393(4) . ? C6 C7 1.383(4) . ? C6 H6 0.93 . ? C7 H7 0.93 . ? C8A C9A 1.527(17) . ? C8A H8A1 0.97 . ? C8A H8A2 0.97 . ? C9A C10A 1.514(13) . ? C9A H9A1 0.97 . ? C9A H9A2 0.97 . ? C10A C11A 1.547(13) . ? C10A H10A 0.97 . ? C10A H10B 0.97 . ? C11A H11A 0.96 . ? C11A H11B 0.96 . ? C11A H11C 0.96 . ? C8B C9B 1.506(17) . ? C8B H8B1 0.97 . ? C8B H8B2 0.97 . ? C9B C10B 1.499(13) . ? C9B H9B1 0.97 . ? C9B H9B2 0.97 . ? C10B C11B 1.544(16) . ? C10B H10C 0.97 . ? C10B H10D 0.97 . ? C11B H11D 0.96 . ? C11B H11E 0.96 . ? C11B H11F 0.96 . ? C12 C13B 1.498(3) . ? C12 C13A 1.536(4) . ? C13A C14A 1.39 . ? C13A C18A 1.39 . ? C14A C15A 1.39 . ? C14A H14A 0.93 . ? C15A C16A 1.39 . ? C15A H15A 0.93 . ? C16A C17A 1.39 . ? C16A O2A 1.4238 . ? C17A C18A 1.39 . ? C17A H17A 0.93 . ? C18A H18A 0.93 . ? O2A C19A 1.435 . ? C19A C20A 1.519 . ? C19A H19A 0.97 . ? C19A H19B 0.97 . ? C20A C21A 1.5314 . ? C20A H20A 0.97 . ? C20A H20B 0.97 . ? C21A C22A 1.5568 . ? C21A H21A 0.97 . ? C21A H21B 0.97 . ? C22A H22A 0.96 . ? C22A H22B 0.96 . ? C22A H22C 0.96 . ? C13B C14B 1.39 . ? C13B C18B 1.39 . ? C14B C15B 1.39 . ? C14B H14B 0.93 . ? C15B C16B 1.39 . ? C15B H15B 0.93 . ? C16B O2B 1.3666 . ? C16B C17B 1.39 . ? C17B C18B 1.39 . ? C17B H17B 0.93 . ? C18B H18B 0.93 . ? O2B C19B 1.4459 . ? C19B C20B 1.5304 . ? C19B H19C 0.97 . ? C19B H19D 0.97 . ? C20B C21B 1.5489 . ? C20B H20C 0.97 . ? C20B H20D 0.97 . ? C21B C22B 1.5317 . ? C21B H21C 0.97 . ? C21B H21D 0.97 . ? C22B H22D 0.96 . ? C22B H22E 0.96 . ? C22B H22F 0.96 . ? C23 C34 1.406(3) . ? C23 C24 1.488 . ? C24 C29 1.399(4) . ? C24 C25 1.4072 . ? C25 C26 1.386(3) . ? C25 H25 0.93 . ? C26 C27 1.391(4) . ? C26 H26 0.93 . ? C27 O3 1.379(3) . ? C27 C28 1.399(4) . ? C28 C29 1.377(4) . ? C28 H28 0.93 . ? C29 H29 0.93 . ? O3 C30A 1.374(6) . ? O3 C30B 1.447(7) . ? C30A C31A 1.524(8) . ? C30A H30A 0.97 . ? C30A H30B 0.97 . ? C31A C32A 1.588(7) . ? C31A H31A 0.97 . ? C31A H31B 0.97 . ? C32A C33A 1.542(5) . ? C32A H32A 0.97 . ? C32A H32B 0.97 . ? C33A H33A 0.96 . ? C33A H33B 0.96 . ? C33A H33C 0.96 . ? C30B C31B 1.515(9) . ? C30B H30C 0.97 . ? C30B H30D 0.97 . ? C31B H31C 0.97 . ? C31B H31D 0.97 . ? C34 C35 1.485(4) . ? C35 C36 1.402(4) . ? C35 C40 1.410(4) . ? C36 C37 1.399(4) . ? C36 H36 0.93 . ? C37 C38 1.396(4) . ? C37 H37 0.93 . ? C38 C39 1.396(4) . ? C39 C40 1.382(4) . ? C39 H39 0.93 . ? C40 H40 0.93 . ? C41 C42 1.514(4) . ? C41 H41A 0.97 . ? C41 H41B 0.97 . ? C42 C43 1.531(5) . ? C42 H42A 0.97 . ? C42 H42B 0.97 . ? C43 C44 1.531(4) . ? C43 H43A 0.97 . ? C43 H43B 0.97 . ? C44 H44A 0.96 . ? C44 H44B 0.96 . ? C44 H44C 0.96 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Ni1 S3 88.82(3) . . ? S1 Ni1 S2 90.97(3) . . ? S3 Ni1 S2 178.79(4) . . ? S1 Ni1 S4 174.48(4) . . ? S3 Ni1 S4 91.35(3) . . ? S2 Ni1 S4 88.97(3) . . ? C1 S1 Ni1 105.90(10) . . ? C12 S2 Ni1 106.12(10) . . ? C23 S3 Ni1 105.88(6) . . ? C34 S4 Ni1 105.32(10) . . ? C8B O1 C5 120.3(7) . . ? C8B O1 C8A 20.0(6) . . ? C5 O1 C8A 116.5(6) . . ? C38 O4 C41 118.1(2) . . ? C12 C1 C2 124.8(3) . . ? C12 C1 S1 118.9(2) . . ? C2 C1 S1 116.3(2) . . ? C3 C2 C7 118.5(3) . . ? C3 C2 C1 120.9(3) . . ? C7 C2 C1 120.6(3) . . ? C2 C3 C4 120.9(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 119.7(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? O1 C5 C6 115.6(3) . . ? O1 C5 C4 124.8(3) . . ? C6 C5 C4 119.6(3) . . ? C7 C6 C5 120.5(3) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C2 120.7(3) . . ? C6 C7 H7 119.7 . . ? C2 C7 H7 119.7 . . ? C9A C8A O1 106.8(9) . . ? C9A C8A H8A1 110.4 . . ? O1 C8A H8A1 110.4 . . ? C9A C8A H8A2 110.4 . . ? O1 C8A H8A2 110.4 . . ? H8A1 C8A H8A2 108.6 . . ? C10A C9A C8A 113.4(8) . . ? C10A C9A H9A1 108.9 . . ? C8A C9A H9A1 108.9 . . ? C10A C9A H9A2 108.9 . . ? C8A C9A H9A2 108.9 . . ? H9A1 C9A H9A2 107.7 . . ? C9A C10A C11A 114.0(8) . . ? C9A C10A H10A 108.7 . . ? C11A C10A H10A 108.7 . . ? C9A C10A H10B 108.7 . . ? C11A C10A H10B 108.7 . . ? H10A C10A H10B 107.6 . . ? O1 C8B C9B 106.8(10) . . ? O1 C8B H8B1 110.4 . . ? C9B C8B H8B1 110.4 . . ? O1 C8B H8B2 110.4 . . ? C9B C8B H8B2 110.4 . . ? H8B1 C8B H8B2 108.6 . . ? C10B C9B C8B 116.4(9) . . ? C10B C9B H9B1 108.2 . . ? C8B C9B H9B1 108.2 . . ? C10B C9B H9B2 108.2 . . ? C8B C9B H9B2 108.2 . . ? H9B1 C9B H9B2 107.3 . . ? C9B C10B C11B 113.2(9) . . ? C9B C10B H10C 108.9 . . ? C11B C10B H10C 108.9 . . ? C9B C10B H10D 108.9 . . ? C11B C10B H10D 108.9 . . ? H10C C10B H10D 107.8 . . ? C10B C11B H11D 109.5 . . ? C10B C11B H11E 109.5 . . ? H11D C11B H11E 109.5 . . ? C10B C11B H11F 109.5 . . ? H11D C11B H11F 109.5 . . ? H11E C11B H11F 109.5 . . ? C1 C12 C13B 126.6(2) . . ? C1 C12 C13A 125.6(3) . . ? C13B C12 C13A 0.94(19) . . ? C1 C12 S2 117.8(2) . . ? C13B C12 S2 115.65(19) . . ? C13A C12 S2 116.6(2) . . ? C14A C13A C18A 120 . . ? C14A C13A C12 121.9(2) . . ? C18A C13A C12 118.0(2) . . ? C15A C14A C13A 120 . . ? C15A C14A H14A 120 . . ? C13A C14A H14A 120 . . ? C14A C15A C16A 120 . . ? C14A C15A H15A 120 . . ? C16A C15A H15A 120 . . ? C17A C16A C15A 120 . . ? C17A C16A O2A 114.6 . . ? C15A C16A O2A 125.2 . . ? C16A C17A C18A 120 . . ? C16A C17A H17A 120 . . ? C18A C17A H17A 120 . . ? C17A C18A C13A 120 . . ? C17A C18A H18A 120 . . ? C13A C18A H18A 120 . . ? C16A O2A C19A 118.7 . . ? O2A C19A C20A 106.9 . . ? O2A C19A H19A 110.3 . . ? C20A C19A H19A 110.3 . . ? O2A C19A H19B 110.3 . . ? C20A C19A H19B 110.3 . . ? H19A C19A H19B 108.6 . . ? C19A C20A C21A 110.8 . . ? C19A C20A H20A 109.5 . . ? C21A C20A H20A 109.5 . . ? C19A C20A H20B 109.5 . . ? C21A C20A H20B 109.5 . . ? H20A C20A H20B 108.1 . . ? C20A C21A C22A 112 . . ? C20A C21A H21A 109.2 . . ? C22A C21A H21A 109.2 . . ? C20A C21A H21B 109.2 . . ? C22A C21A H21B 109.2 . . ? H21A C21A H21B 107.9 . . ? C21A C22A H22A 109.5 . . ? C21A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C21A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C14B C13B C18B 120 . . ? C14B C13B C12 116.18(13) . . ? C18B C13B C12 123.77(13) . . ? C15B C14B C13B 120 . . ? C15B C14B H14B 120 . . ? C13B C14B H14B 120 . . ? C14B C15B C16B 120 . . ? C14B C15B H15B 120 . . ? C16B C15B H15B 120 . . ? O2B C16B C17B 126.1 . . ? O2B C16B C15B 113.8 . . ? C17B C16B C15B 120 . . ? C18B C17B C16B 120 . . ? C18B C17B H17B 120 . . ? C16B C17B H17B 120 . . ? C17B C18B C13B 120 . . ? C17B C18B H18B 120 . . ? C13B C18B H18B 120 . . ? C16B O2B C19B 116.1 . . ? O2B C19B C20B 105.2 . . ? O2B C19B H19C 110.7 . . ? C20B C19B H19C 110.7 . . ? O2B C19B H19D 110.7 . . ? C20B C19B H19D 110.7 . . ? H19C C19B H19D 108.8 . . ? C19B C20B C21B 110.5 . . ? C19B C20B H20C 109.6 . . ? C21B C20B H20C 109.6 . . ? C19B C20B H20D 109.6 . . ? C21B C20B H20D 109.6 . . ? H20C C20B H20D 108.1 . . ? C22B C21B C20B 113.1 . . ? C22B C21B H21C 109 . . ? C20B C21B H21C 109 . . ? C22B C21B H21D 109 . . ? C20B C21B H21D 109 . . ? H21C C21B H21D 107.8 . . ? C21B C22B H22D 109.5 . . ? C21B C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? C21B C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? C34 C23 C24 124.91(13) . . ? C34 C23 S3 118.65(15) . . ? C24 C23 S3 116.37(6) . . ? C29 C24 C25 117.81(15) . . ? C29 C24 C23 121.89(14) . . ? C25 C24 C23 120.3 . . ? C26 C25 C24 121.33(16) . . ? C26 C25 H25 119.3 . . ? C24 C25 H25 119.3 . . ? C25 C26 C27 119.5(3) . . ? C25 C26 H26 120.2 . . ? C27 C26 H26 120.2 . . ? O3 C27 C26 120.4(3) . . ? O3 C27 C28 119.6(3) . . ? C26 C27 C28 120.0(3) . . ? C29 C28 C27 119.9(3) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C24 121.4(3) . . ? C28 C29 H29 119.3 . . ? C24 C29 H29 119.3 . . ? C30A O3 C27 118.0(3) . . ? C30A O3 C30B 116.4(4) . . ? C27 O3 C30B 124.9(4) . . ? O3 C30A C31A 106.1(5) . . ? O3 C30A H30A 110.5 . . ? C31A C30A H30A 110.5 . . ? O3 C30A H30B 110.5 . . ? C31A C30A H30B 110.5 . . ? H30A C30A H30B 108.7 . . ? C30A C31A C32A 112.5(5) . . ? C30A C31A H31A 109.1 . . ? C32A C31A H31A 109.1 . . ? C30A C31A H31B 109.1 . . ? C32A C31A H31B 109.1 . . ? H31A C31A H31B 107.8 . . ? C33A C32A C31A 112.4(4) . . ? C33A C32A H32A 109.1 . . ? C31A C32A H32A 109.1 . . ? C33A C32A H32B 109.1 . . ? C31A C32A H32B 109.1 . . ? H32A C32A H32B 107.8 . . ? O3 C30B C31B 111.9(6) . . ? O3 C30B H30C 109.2 . . ? C31B C30B H30C 109.2 . . ? O3 C30B H30D 109.2 . . ? C31B C30B H30D 109.2 . . ? H30C C30B H30D 107.9 . . ? C30B C31B H31C 108.4 . . ? C30B C31B H31D 108.4 . . ? H31C C31B H31D 107.5 . . ? C23 C34 C35 123.9(2) . . ? C23 C34 S4 118.68(18) . . ? C35 C34 S4 117.4(2) . . ? C36 C35 C40 117.9(2) . . ? C36 C35 C34 121.0(2) . . ? C40 C35 C34 121.1(3) . . ? C37 C36 C35 121.8(3) . . ? C37 C36 H36 119.1 . . ? C35 C36 H36 119.1 . . ? C38 C37 C36 118.8(3) . . ? C38 C37 H37 120.6 . . ? C36 C37 H37 120.6 . . ? O4 C38 C39 115.7(2) . . ? O4 C38 C37 124.0(3) . . ? C39 C38 C37 120.3(2) . . ? C40 C39 C38 120.4(3) . . ? C40 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? C39 C40 C35 120.8(3) . . ? C39 C40 H40 119.6 . . ? C35 C40 H40 119.6 . . ? O4 C41 C42 107.4(2) . . ? O4 C41 H41A 110.2 . . ? C42 C41 H41A 110.2 . . ? O4 C41 H41B 110.2 . . ? C42 C41 H41B 110.2 . . ? H41A C41 H41B 108.5 . . ? C41 C42 C43 113.6(3) . . ? C41 C42 H42A 108.8 . . ? C43 C42 H42A 108.8 . . ? C41 C42 H42B 108.8 . . ? C43 C42 H42B 108.8 . . ? H42A C42 H42B 107.7 . . ? C42 C43 C44 111.8(3) . . ? C42 C43 H43A 109.3 . . ? C44 C43 H43A 109.3 . . ? C42 C43 H43B 109.3 . . ? C44 C43 H43B 109.3 . . ? H43A C43 H43B 107.9 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? _chemical_name_common bis(1,2-di(4-n-butyloxyphenyl)ethane-1,2-dithiolene)nickel