#------------------------------------------------------------------------------ #$Date: 2014-03-15 13:45:36 +0200 (Sat, 15 Mar 2014) $ #$Revision: 106525 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/10/49/7104913.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7104913 loop_ _publ_author_name 'Melzer, Marie M' 'Li, Ercheng' 'Warren, Timothy H' _publ_section_title ; Reversible RS-NO bond cleavage and formation at copper(I) thiolates. ; _journal_issue 39 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 5847 _journal_page_last 5849 _journal_year 2009 _chemical_formula_moiety 'C38 H51 Cu1 N2 S1' _chemical_formula_sum 'C38 H51 Cu N2 S' _chemical_formula_weight 631.39 _chemical_name_common IPrCuSCH2ArtBu _chemical_name_systematic ; ? ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 94.8040(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 29.689(3) _cell_length_b 15.6315(13) _cell_length_c 17.0794(14) _cell_measurement_reflns_used 9954 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 56.581 _cell_measurement_theta_min 4.787 _cell_volume 7898.4(11) _computing_cell_refinement 'Bruker APEX II' _computing_data_collection 'Bruker APEX II' _computing_data_reduction 'Bruker APEX II' _computing_molecular_graphics 'ORTEP-3 for Windows; Ferrugia L J (1997), J. Appl. Cryst. 30, 565' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'APEX II platform CCDm Bruker' _diffrn_measurement_method 'omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 32710 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 27.00 _diffrn_reflns_theta_min 1.86 _exptl_absorpt_coefficient_mu 0.630 _exptl_absorpt_correction_T_max 0.7114 _exptl_absorpt_correction_T_min 0.7037 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS based on Blessing's method; Blessing, Acta Cryst. (1995) A51 33-38' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.062 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 2704 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.58 _exptl_crystal_size_min 0.58 _platon_squeeze_details ; Because disordered pentanes of solvation were found in the initial refinement that could not be satisfactorily modeled, the SQUEEZE subroutine of PLATON was used. 105 solvent electrons were identified corresponding to 1/3 molecule of pentane per IPrCuSCH2ArtBu and the reflection data were refined excluding the solvent to give the results below. PLATON: Spek, A. L. Acta Crystallogr. 1990, A46, C-34. ; _refine_diff_density_max 0.366 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.055 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 390 _refine_ls_number_reflns 8618 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.078 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0405 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0433P)^2^+11.5173P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1031 _refine_ls_wR_factor_ref 0.1078 _reflns_number_gt 6873 _reflns_number_total 8618 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file b911643e.txt _[local]_cod_data_source_block c:IPrCuSCH2ArtBu _[local]_cod_cif_authors_sg_H-M C2/c _[local]_cod_cif_authors_sg_Hall -C2yc _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_database_code 7104913 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.330561(8) 0.562767(17) 0.994791(14) 0.02574(8) Uani 1 1 d . . . N2 N 0.32579(5) 0.48701(11) 0.83691(10) 0.0251(4) Uani 1 1 d . . . N1 N 0.26045(6) 0.50891(12) 0.87634(10) 0.0284(4) Uani 1 1 d . . . S1 S 0.353634(18) 0.60078(4) 1.11107(3) 0.03274(13) Uani 1 1 d . . . C1 C 0.30502(7) 0.52038(14) 0.89777(12) 0.0255(4) Uani 1 1 d . . . C2 C 0.25375(7) 0.47023(16) 0.80377(13) 0.0335(5) Uani 1 1 d . . . C3 C 0.29488(7) 0.45622(15) 0.77846(13) 0.0316(5) Uani 1 1 d . . . C4 C 0.22486(7) 0.54342(16) 0.92003(13) 0.0328(5) Uani 1 1 d . . . C5 C 0.20821(8) 0.49400(17) 0.97944(14) 0.0377(5) Uani 1 1 d . . . C6 C 0.17315(8) 0.5300(2) 1.01876(16) 0.0472(6) Uani 1 1 d . . . C7 C 0.15623(8) 0.6102(2) 0.99891(16) 0.0494(7) Uani 1 1 d . . . C8 C 0.17389(8) 0.65815(18) 0.94067(15) 0.0427(6) Uani 1 1 d . . . C9 C 0.20915(7) 0.62562(16) 0.89982(14) 0.0350(5) Uani 1 1 d . . . C10 C 0.37421(7) 0.49093(14) 0.83170(11) 0.0265(4) Uani 1 1 d . . . C11 C 0.40049(7) 0.42140(15) 0.85822(12) 0.0289(5) Uani 1 1 d . . . C12 C 0.44735(7) 0.42893(16) 0.85509(12) 0.0335(5) Uani 1 1 d . . . C13 C 0.46583(7) 0.50129(17) 0.82524(12) 0.0362(6) Uani 1 1 d . . . C14 C 0.43863(7) 0.56817(17) 0.79698(13) 0.0357(5) Uani 1 1 d . . . C15 C 0.39179(7) 0.56480(15) 0.80019(12) 0.0302(5) Uani 1 1 d . . . C16 C 0.22671(9) 0.40608(18) 1.00187(16) 0.0456(6) Uani 1 1 d . . . C17 C 0.22950(8) 0.68007(17) 0.83846(14) 0.0404(6) Uani 1 1 d . . . C18 C 0.38094(8) 0.34215(15) 0.89285(13) 0.0337(5) Uani 1 1 d . . . C19 C 0.36255(8) 0.63985(16) 0.77060(14) 0.0377(5) Uani 1 1 d . . . C20 C 0.24298(16) 0.4011(3) 1.0885(2) 0.0873(12) Uani 1 1 d . . . C21 C 0.19267(13) 0.3371(2) 0.9801(3) 0.1019(16) Uani 1 1 d . . . C22 C 0.25372(9) 0.75772(19) 0.87631(17) 0.0503(7) Uani 1 1 d . . . C23 C 0.19367(10) 0.7070(2) 0.77332(16) 0.0510(7) Uani 1 1 d . . . C24 C 0.38814(9) 0.34594(17) 0.98291(14) 0.0420(6) Uani 1 1 d . . . C25 C 0.40097(9) 0.26035(17) 0.86127(15) 0.0447(6) Uani 1 1 d . . . C26 C 0.37589(11) 0.7218(2) 0.8144(2) 0.0632(8) Uani 1 1 d . . . C27 C 0.36429(11) 0.6501(2) 0.68191(16) 0.0576(8) Uani 1 1 d . . . C28 C 0.41512(7) 0.58328(16) 1.11965(13) 0.0349(5) Uani 1 1 d . . . C29 C 0.43921(7) 0.64686(15) 1.07232(12) 0.0313(5) Uani 1 1 d . . . C30 C 0.45836(8) 0.62387(15) 1.00439(12) 0.0335(5) Uani 1 1 d . . . C31 C 0.47962(8) 0.68378(15) 0.96032(13) 0.0361(5) Uani 1 1 d . . . C32 C 0.48202(8) 0.76978(15) 0.98064(14) 0.0354(5) Uani 1 1 d . . . C33 C 0.46292(8) 0.79258(17) 1.05022(16) 0.0435(6) Uani 1 1 d . . . C34 C 0.44229(8) 0.73234(17) 1.09454(15) 0.0412(6) Uani 1 1 d . . . C35 C 0.50235(9) 0.83834(17) 0.93058(16) 0.0437(6) Uani 1 1 d . . . C36 C 0.52319(11) 0.8005(2) 0.85939(17) 0.0574(8) Uani 1 1 d . . . C37 C 0.46479(11) 0.9009(2) 0.8999(2) 0.0650(9) Uani 1 1 d . . . C38 C 0.53951(10) 0.8884(2) 0.97920(18) 0.0563(7) Uani 1 1 d . . . H12 H 0.4666 0.3835 0.8738 0.04 Uiso 1 1 calc R . . H13 H 0.4977 0.5054 0.824 0.043 Uiso 1 1 calc R . . H14 H 0.452 0.617 0.7751 0.043 Uiso 1 1 calc R . . H16 H 0.2534 0.3957 0.9712 0.055 Uiso 1 1 calc R . . H17 H 0.2525 0.6446 0.8139 0.048 Uiso 1 1 calc R . . H18 H 0.3477 0.3417 0.8778 0.04 Uiso 1 1 calc R . . H19 H 0.3306 0.6264 0.7807 0.045 Uiso 1 1 calc R . . H2 H 0.2255 0.4561 0.7767 0.04 Uiso 1 1 calc R . . H20A H 0.2643 0.4478 1.1017 0.131 Uiso 1 1 calc R . . H20B H 0.258 0.3461 1.0995 0.131 Uiso 1 1 calc R . . H20C H 0.2171 0.4064 1.1202 0.131 Uiso 1 1 calc R . . H21A H 0.2055 0.2813 0.9956 0.153 Uiso 1 1 calc R . . H21B H 0.1849 0.3379 0.9232 0.153 Uiso 1 1 calc R . . H21C H 0.1654 0.3471 1.0073 0.153 Uiso 1 1 calc R . . H22A H 0.2319 0.7935 0.9013 0.075 Uiso 1 1 calc R . . H22B H 0.2675 0.7909 0.8359 0.075 Uiso 1 1 calc R . . H22C H 0.2773 0.7385 0.916 0.075 Uiso 1 1 calc R . . H23A H 0.1791 0.656 0.7494 0.076 Uiso 1 1 calc R . . H23B H 0.2081 0.7395 0.7332 0.076 Uiso 1 1 calc R . . H23C H 0.1709 0.7429 0.7957 0.076 Uiso 1 1 calc R . . H24A H 0.4206 0.3493 0.999 0.063 Uiso 1 1 calc R . . H24B H 0.3755 0.2944 1.0053 0.063 Uiso 1 1 calc R . . H24C H 0.3729 0.3966 1.0019 0.063 Uiso 1 1 calc R . . H25A H 0.398 0.2616 0.8037 0.067 Uiso 1 1 calc R . . H25B H 0.3847 0.2107 0.8797 0.067 Uiso 1 1 calc R . . H25C H 0.433 0.2563 0.8801 0.067 Uiso 1 1 calc R . . H26A H 0.3752 0.7123 0.871 0.095 Uiso 1 1 calc R . . H26B H 0.3546 0.7674 0.7975 0.095 Uiso 1 1 calc R . . H26C H 0.4065 0.7384 0.803 0.095 Uiso 1 1 calc R . . H27A H 0.3952 0.6638 0.6703 0.086 Uiso 1 1 calc R . . H27B H 0.344 0.6964 0.663 0.086 Uiso 1 1 calc R . . H27C H 0.3548 0.5966 0.6556 0.086 Uiso 1 1 calc R . . H28A H 0.4267 0.5878 1.1755 0.042 Uiso 1 1 calc R . . H28B H 0.4216 0.5248 1.1014 0.042 Uiso 1 1 calc R . . H3 H 0.3014 0.4305 0.7303 0.038 Uiso 1 1 calc R . . H30 H 0.4569 0.5659 0.9876 0.04 Uiso 1 1 calc R . . H31 H 0.493 0.6654 0.9146 0.043 Uiso 1 1 calc R . . H33 H 0.4642 0.8505 1.0671 0.052 Uiso 1 1 calc R . . H34 H 0.4299 0.7499 1.1415 0.049 Uiso 1 1 calc R . . H36A H 0.5467 0.7592 0.8772 0.086 Uiso 1 1 calc R . . H36B H 0.5366 0.8465 0.83 0.086 Uiso 1 1 calc R . . H36C H 0.4997 0.7717 0.8254 0.086 Uiso 1 1 calc R . . H37A H 0.4411 0.8694 0.8685 0.098 Uiso 1 1 calc R . . H37B H 0.4776 0.9448 0.8673 0.098 Uiso 1 1 calc R . . H37C H 0.4518 0.9282 0.9445 0.098 Uiso 1 1 calc R . . H38A H 0.5268 0.9146 1.0246 0.084 Uiso 1 1 calc R . . H38B H 0.5514 0.9332 0.9465 0.084 Uiso 1 1 calc R . . H38C H 0.564 0.8493 0.9974 0.084 Uiso 1 1 calc R . . H6 H 0.1609 0.4988 1.0597 0.057 Uiso 1 1 calc R . . H7 H 0.1321 0.6327 1.0257 0.059 Uiso 1 1 calc R . . H8 H 0.1621 0.7134 0.9283 0.051 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 Cu1 0.02230(13) 0.03451(15) 0.02089(13) -0.00130(11) 0.00472(9) 0.00176(11) N2 0.0203(8) 0.0323(10) 0.0231(8) -0.0025(7) 0.0038(6) 0.0016(7) N1 0.0207(8) 0.0354(10) 0.0297(9) -0.0040(8) 0.0051(7) 0.0006(7) S1 0.0288(3) 0.0478(3) 0.0222(3) -0.0045(2) 0.0053(2) 0.0049(2) C1 0.0215(10) 0.0310(11) 0.0245(10) 0.0006(8) 0.0050(8) 0.0010(8) C2 0.0238(10) 0.0444(13) 0.0320(12) -0.0087(10) 0.0007(9) -0.0021(9) C3 0.0276(11) 0.0398(13) 0.0274(11) -0.0080(9) 0.0017(8) -0.0017(9) C4 0.0201(10) 0.0470(14) 0.0318(11) -0.0104(10) 0.0056(8) -0.0023(9) C5 0.0277(11) 0.0492(14) 0.0373(13) -0.0085(11) 0.0085(9) -0.0051(10) C6 0.0350(13) 0.0668(18) 0.0422(14) -0.0058(13) 0.0166(11) -0.0053(13) C7 0.0273(12) 0.071(2) 0.0520(16) -0.0184(14) 0.0149(11) 0.0011(12) C8 0.0247(11) 0.0563(16) 0.0476(15) -0.0105(12) 0.0069(10) 0.0059(11) C9 0.0226(11) 0.0463(14) 0.0363(12) -0.0074(10) 0.0031(9) 0.0027(10) C10 0.0192(9) 0.0413(12) 0.0194(9) -0.0041(9) 0.0044(7) 0.0005(9) C11 0.0259(10) 0.0413(13) 0.0196(10) -0.0071(9) 0.0026(8) 0.0037(9) C12 0.0240(10) 0.0511(14) 0.0252(11) -0.0078(10) 0.0023(8) 0.0079(10) C13 0.0190(10) 0.0656(16) 0.0245(11) -0.0141(11) 0.0049(8) -0.0010(10) C14 0.0284(11) 0.0551(15) 0.0245(11) -0.0061(10) 0.0077(8) -0.0094(11) C15 0.0257(10) 0.0436(13) 0.0217(10) -0.0020(9) 0.0040(8) -0.0014(9) C16 0.0371(13) 0.0524(16) 0.0498(15) -0.0013(12) 0.0184(11) -0.0058(12) C17 0.0353(13) 0.0476(15) 0.0393(13) 0.0030(11) 0.0099(10) 0.0124(11) C18 0.0291(11) 0.0385(13) 0.0336(12) -0.0022(10) 0.0030(9) 0.0052(10) C19 0.0292(12) 0.0456(14) 0.0382(13) 0.0074(11) 0.0031(9) -0.0032(10) C20 0.126(4) 0.081(3) 0.057(2) 0.0208(19) 0.023(2) 0.027(2) C21 0.062(2) 0.055(2) 0.188(5) -0.025(3) 0.006(3) -0.0111(18) C22 0.0397(14) 0.0564(17) 0.0549(17) 0.0071(13) 0.0045(12) -0.0024(12) C23 0.0546(16) 0.0601(18) 0.0381(14) -0.0046(13) 0.0027(12) 0.0149(14) C24 0.0500(15) 0.0436(14) 0.0338(13) 0.0007(11) 0.0113(11) -0.0004(12) C25 0.0518(15) 0.0428(14) 0.0390(14) -0.0053(11) 0.0014(11) 0.0095(12) C26 0.0589(19) 0.0511(18) 0.077(2) -0.0131(16) -0.0079(16) 0.0096(15) C27 0.0618(19) 0.068(2) 0.0422(15) 0.0211(14) 0.0007(13) -0.0043(15) C28 0.0306(11) 0.0493(14) 0.0240(11) -0.0006(10) -0.0015(9) 0.0058(10) C29 0.0233(10) 0.0448(13) 0.0246(10) -0.0057(9) -0.0046(8) 0.0062(9) C30 0.0416(13) 0.0346(12) 0.0238(11) -0.0036(9) -0.0002(9) 0.0054(10) C31 0.0427(13) 0.0400(13) 0.0252(11) -0.0055(10) 0.0017(9) 0.0032(10) C32 0.0305(11) 0.0385(13) 0.0360(12) -0.0063(10) -0.0042(9) 0.0035(10) C33 0.0349(13) 0.0401(14) 0.0557(16) -0.0201(12) 0.0058(11) -0.0017(11) C34 0.0318(12) 0.0506(15) 0.0420(14) -0.0187(12) 0.0080(10) -0.0016(11) C35 0.0462(15) 0.0391(14) 0.0446(14) -0.0020(11) -0.0038(11) 0.0002(11) C36 0.078(2) 0.0526(17) 0.0429(15) 0.0049(13) 0.0123(14) -0.0058(15) C37 0.0611(19) 0.0451(17) 0.085(2) 0.0094(16) -0.0132(17) 0.0006(15) C38 0.0559(17) 0.0559(18) 0.0563(18) -0.0038(14) 0.0000(14) -0.0188(14) 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N2 C1 Cu1 129.34(15) . . ? N2 C3 H3 127 . . ? N1 C1 N2 103.80(17) . . ? N1 C1 Cu1 126.59(15) . . ? N1 C2 H2 126.5 . . ? S1 C28 H28A 109.2 . . ? S1 C28 H28B 109.2 . . ? C1 Cu1 S1 172.90(6) . . ? C1 N2 C3 111.70(17) . . ? C1 N2 C10 123.22(17) . . ? C1 N1 C2 111.40(17) . . ? C1 N1 C4 123.35(18) . . ? C10 C11 C12 116.9(2) . . ? C10 C11 C18 123.02(19) . . ? C10 C15 C14 116.9(2) . . ? C10 C15 C19 123.09(19) . . ? C11 C18 C25 112.00(19) . . ? C11 C18 C24 109.56(19) . . ? C11 C18 H18 108 . . ? C11 C10 C15 123.72(19) . . ? C11 C10 N2 118.62(19) . . ? C11 C12 H12 119.6 . . ? C12 C11 C18 120.0(2) . . ? C12 C13 C14 120.8(2) . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 120.8(2) . . ? C13 C14 H14 119.6 . . ? C13 C12 C11 120.8(2) . . ? C13 C12 H12 119.6 . . ? C14 C15 C19 120.0(2) . . ? C14 C13 H13 119.6 . . ? C15 C14 H14 119.6 . . ? C15 C10 N2 117.66(19) . . ? C15 C19 C27 110.1(2) . . ? C15 C19 H19 107.7 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? C17 C23 H23A 109.5 . . ? C17 C23 H23B 109.5 . . ? C17 C23 H23C 109.5 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? C18 C24 H24A 109.5 . . ? C18 C24 H24B 109.5 . . ? C18 C24 H24C 109.5 . . ? C18 C25 H25A 109.5 . . ? C18 C25 H25B 109.5 . . ? C18 C25 H25C 109.5 . . ? C19 C26 H26A 109.5 . . ? C19 C26 H26B 109.5 . . ? C19 C26 H26C 109.5 . . ? C19 C27 H27A 109.5 . . ? C19 C27 H27B 109.5 . . ? C19 C27 H27C 109.5 . . ? C2 N1 C4 124.78(18) . . ? C2 C3 N2 106.02(19) . . ? C2 C3 H3 127 . . ? C20 C16 H16 107.5 . . ? C21 C16 C5 111.5(3) . . ? C21 C16 C20 110.9(3) . . ? C21 C16 H16 107.5 . . ? C22 C17 C23 111.3(2) . . ? C22 C17 H17 107.8 . . ? C23 C17 H17 107.8 . . ? C24 C18 H18 108 . . ? C25 C18 C24 111.1(2) . . ? C25 C18 H18 108 . . ? C26 C19 C15 111.6(2) . . ? C26 C19 C27 111.8(2) . . ? C26 C19 H19 107.7 . . ? C27 C19 H19 107.7 . . ? C28 S1 Cu1 105.80(7) . . ? C29 C28 S1 111.92(15) . . ? C29 C28 H28A 109.2 . . ? C29 C28 H28B 109.2 . . ? C29 C30 C31 121.2(2) . . ? C29 C30 H30 119.4 . . ? C29 C34 H34 119.1 . . ? C3 N2 C10 124.85(17) . . ? C3 C2 N1 107.07(19) . . ? C3 C2 H2 126.5 . . ? C30 C31 C32 122.3(2) . . ? C30 C31 H31 118.8 . . ? C30 C29 C34 117.2(2) . . ? C30 C29 C28 121.9(2) . . ? C31 C32 C33 116.2(2) . . ? C31 C32 C35 123.6(2) . . ? C31 C30 H30 119.4 . . ? C32 C31 H31 118.8 . . ? C32 C33 H33 119.4 . . ? C32 C35 C36 112.3(2) . . ? C32 C35 C38 110.7(2) . . ? C32 C35 C37 109.1(2) . . ? C33 C32 C35 120.1(2) . . ? C33 C34 C29 121.8(2) . . ? C33 C34 H34 119.1 . . ? C34 C29 C28 120.9(2) . . ? C34 C33 C32 121.3(2) . . ? C34 C33 H33 119.4 . . ? C35 C37 H37A 109.5 . . ? C35 C37 H37B 109.5 . . ? C35 C37 H37C 109.5 . . ? C35 C38 H38A 109.5 . . ? C35 C38 H38B 109.5 . . ? C35 C38 H38C 109.5 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? C36 C35 C38 107.8(2) . . ? C36 C35 C37 107.7(2) . . ? C38 C35 C37 109.1(2) . . ? C4 C9 C8 117.2(2) . . ? C4 C9 C17 122.8(2) . . ? C4 C5 C6 116.6(2) . . ? C4 C5 C16 122.8(2) . . ? C5 C4 C9 123.7(2) . . ? C5 C4 N1 119.1(2) . . ? C5 C6 H6 119.5 . . ? C5 C16 C20 111.8(2) . . ? C5 C16 H16 107.5 . . ? C6 C5 C16 120.7(2) . . ? C6 C7 C8 121.1(2) . . ? C6 C7 H7 119.5 . . ? C7 C6 C5 121.0(3) . . ? C7 C6 H6 119.5 . . ? C7 C8 C9 120.4(3) . . ? C7 C8 H8 119.8 . . ? C8 C9 C17 119.9(2) . . ? C8 C7 H7 119.5 . . ? C9 C4 N1 117.2(2) . . ? C9 C17 C22 110.8(2) . . ? C9 C17 C23 111.3(2) . . ? C9 C17 H17 107.8 . . ? C9 C8 H8 119.8 . . ? H20A C20 H20B 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? H22A C22 H22B 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? H25A C25 H25B 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? H28A C28 H28B 107.9 . . ? H36A C36 H36B 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? H37A C37 H37B 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? H38A C38 H38B 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? 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 Cu1 C1 1.884(2) . ? Cu1 S1 2.1304(6) . ? N2 C1 1.356(3) . ? N2 C3 1.385(3) . ? N2 C10 1.449(2) . ? N1 C2 1.378(3) . ? N1 C4 1.448(3) . ? S1 C28 1.840(2) . ? C1 N1 1.355(3) . ? C2 C3 1.347(3) . ? C2 H2 0.95 . ? C3 H3 0.95 . ? C4 C5 1.398(3) . ? C4 C9 1.400(3) . ? C5 C6 1.403(3) . ? C5 C16 1.517(4) . ? C6 C7 1.382(4) . ? C6 H6 0.95 . ? C7 H7 0.95 . ? C8 C7 1.383(4) . ? C8 H8 0.95 . ? C9 C8 1.401(3) . ? C9 C17 1.515(3) . ? C11 C10 1.391(3) . ? C11 C12 1.402(3) . ? C11 C18 1.510(3) . ? C12 H12 0.95 . ? C13 C12 1.374(4) . ? C13 H13 0.95 . ? C14 C13 1.383(4) . ? C14 H14 0.95 . ? C15 C10 1.394(3) . ? C15 C14 1.397(3) . ? C15 C19 1.520(3) . ? C16 C21 1.503(4) . ? C16 C20 1.520(5) . ? C16 H16 1 . ? C17 C22 1.527(4) . ? C17 C23 1.533(4) . ? C17 H17 1 . ? C18 C25 1.527(3) . ? C18 C24 1.536(3) . ? C18 H18 1 . ? C19 C26 1.519(4) . ? C19 C27 1.528(3) . ? C19 H19 1 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 H25A 0.98 . ? C25 H25B 0.98 . ? C25 H25C 0.98 . ? C26 H26A 0.98 . ? C26 H26B 0.98 . ? C26 H26C 0.98 . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? C28 H28A 0.99 . ? C28 H28B 0.99 . ? C29 C30 1.382(3) . ? C29 C34 1.390(3) . ? C29 C28 1.500(3) . ? C30 H30 0.95 . ? C31 C30 1.386(3) . ? C31 C32 1.389(3) . ? C31 H31 0.95 . ? C32 C33 1.405(3) . ? C32 C35 1.527(4) . ? C33 C34 1.383(4) . ? C33 H33 0.95 . ? C34 H34 0.95 . ? C35 C36 1.528(4) . ? C35 C38 1.538(4) . ? C36 H36A 0.98 . ? C36 H36B 0.98 . ? C36 H36C 0.98 . ? C37 C35 1.541(4) . ? C37 H37A 0.98 . ? C37 H37B 0.98 . ? C37 H37C 0.98 . ? C38 H38A 0.98 . ? C38 H38B 0.98 . ? C38 H38C 0.98 . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.500 -0.039 0.250 256.2 26.0 2 0.500 0.039 0.750 256.2 26.3 3 0.000 0.461 0.250 256.2 26.0 4 0.281 0.208 0.185 8.5 0.0 5 0.719 0.208 0.315 8.5 0.2 6 0.219 0.292 0.815 8.5 0.2 7 0.781 0.292 0.685 8.5 -0.1 8 0.000 0.539 0.750 256.2 26.3 9 0.219 0.708 0.315 8.5 0.2 10 0.781 0.708 0.185 8.5 0.0 11 0.281 0.792 0.685 8.5 -0.1 12 0.719 0.792 0.815 8.5 0.2 _journal_paper_doi 10.1039/b911643e