# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex_1_amexp1b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Complex_1 _chemical_melting_point ? _chemical_formula_moiety 'C31 H30 B Cu N5 P S3' _chemical_formula_sum 'C31 H30 B Cu N5 P S3' _chemical_formula_weight 674.10 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' B B 0.0013 0.0007 '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' P P 0.1023 0.0942 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2651(10) _cell_length_b 10.9320(10) _cell_length_c 16.217(2) _cell_angle_alpha 100.384(6) _cell_angle_beta 97.985(6) _cell_angle_gamma 116.385(4) _cell_volume 1553.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9839 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 27.53 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.165 _exptl_crystal_size_mid 0.142 _exptl_crystal_size_min 0.086 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.987 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6596 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 26582 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 27.69 _reflns_number_total 7212 _reflns_number_gt 6088 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0269P)^2^+1.0966P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7212 _refine_ls_number_parameters 384 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0741 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 B1 B -0.0441(2) 0.5372(2) 0.26915(13) 0.0149(4) Uani 1 1 d . . . H1 H 0.075(2) 0.630(2) 0.2795(13) 0.018 Uiso 1 1 d . . . C1 C -0.1256(2) 0.71498(18) 0.34354(11) 0.0159(4) Uani 1 1 d . . . C2 C -0.3126(2) 0.49967(19) 0.27091(12) 0.0186(4) Uani 1 1 d . . . H2 H -0.3657 0.4046 0.2354 0.022 Uiso 1 1 calc R . . C3 C -0.3748(2) 0.5742(2) 0.30809(12) 0.0205(4) Uani 1 1 d . . . H3 H -0.4787 0.5417 0.3038 0.025 Uiso 1 1 calc R . . C4 C -0.2754(2) 0.8253(2) 0.39948(13) 0.0233(4) Uani 1 1 d . . . H4A H -0.1764 0.9084 0.4259 0.035 Uiso 1 1 calc R . . H4B H -0.3275 0.7976 0.4447 0.035 Uiso 1 1 calc R . . H4C H -0.3344 0.8485 0.3584 0.035 Uiso 1 1 calc R . . C5 C 0.0698(2) 0.39368(18) 0.32909(12) 0.0179(4) Uani 1 1 d . . . C6 C -0.1170(2) 0.39599(19) 0.38521(12) 0.0188(4) Uani 1 1 d . . . H6 H -0.1958 0.4148 0.3963 0.023 Uiso 1 1 calc R . . C7 C -0.0672(2) 0.3209(2) 0.42422(12) 0.0215(4) Uani 1 1 d . . . H7 H -0.1041 0.2770 0.4676 0.026 Uiso 1 1 calc R . . C8 C 0.1304(2) 0.2468(2) 0.41199(15) 0.0296(5) Uani 1 1 d . . . H8A H 0.1421 0.1972 0.3592 0.044 Uiso 1 1 calc R . . H8B H 0.0754 0.1779 0.4423 0.044 Uiso 1 1 calc R . . H8C H 0.2297 0.3161 0.4497 0.044 Uiso 1 1 calc R . . C9 C -0.1065(2) 0.5222(2) 0.10826(12) 0.0197(4) Uani 1 1 d . . . C10 C -0.1627(2) 0.4410(2) 0.02114(12) 0.0216(4) Uani 1 1 d . . . H10 H -0.1691 0.4858 -0.0232 0.026 Uiso 1 1 calc R . . C11 C -0.2087(2) 0.2973(2) -0.00100(13) 0.0269(4) Uani 1 1 d . . . H11 H -0.2446 0.2448 -0.0602 0.032 Uiso 1 1 calc R . . C12 C -0.2026(2) 0.2292(2) 0.06292(13) 0.0261(4) Uani 1 1 d . . . H12 H -0.2326 0.1308 0.0488 0.031 Uiso 1 1 calc R . . C13 C -0.1521(2) 0.3095(2) 0.14610(13) 0.0222(4) Uani 1 1 d . . . H13 H -0.1491 0.2641 0.1905 0.027 Uiso 1 1 calc R . . C14 C 0.4914(2) 0.9161(2) 0.23114(12) 0.0205(4) Uani 1 1 d . . . C15 C 0.6426(2) 1.0125(2) 0.24180(13) 0.0264(4) Uani 1 1 d . . . H15 H 0.6794 1.1109 0.2667 0.032 Uiso 1 1 calc R . . C16 C 0.7393(3) 0.9643(3) 0.21596(15) 0.0411(6) Uani 1 1 d . . . H16 H 0.8421 1.0296 0.2232 0.049 Uiso 1 1 calc R . . C17 C 0.6850(4) 0.8207(3) 0.17960(15) 0.0492(8) Uani 1 1 d . . . H17 H 0.7505 0.7881 0.1609 0.059 Uiso 1 1 calc R . . C18 C 0.5365(4) 0.7247(3) 0.17022(14) 0.0442(7) Uani 1 1 d . . . H18 H 0.5007 0.6264 0.1454 0.053 Uiso 1 1 calc R . . C19 C 0.4392(3) 0.7709(2) 0.19698(13) 0.0293(5) Uani 1 1 d . . . H19 H 0.3378 0.7044 0.1921 0.035 Uiso 1 1 calc R . . C20 C 0.46321(19) 1.12185(18) 0.35327(11) 0.0157(4) Uani 1 1 d . . . C21 C 0.5427(2) 1.1045(2) 0.42348(12) 0.0204(4) Uani 1 1 d . . . H21 H 0.5479 1.0189 0.4181 0.024 Uiso 1 1 calc R . . C22 C 0.6142(2) 1.2111(2) 0.50102(13) 0.0255(4) Uani 1 1 d . . . H22 H 0.6683 1.1983 0.5482 0.031 Uiso 1 1 calc R . . C23 C 0.6065(2) 1.3366(2) 0.50941(13) 0.0254(4) Uani 1 1 d . . . H23 H 0.6541 1.4093 0.5625 0.030 Uiso 1 1 calc R . . C24 C 0.5292(2) 1.3546(2) 0.43998(13) 0.0239(4) Uani 1 1 d . . . H24 H 0.5251 1.4407 0.4454 0.029 Uiso 1 1 calc R . . C25 C 0.4574(2) 1.24860(19) 0.36232(12) 0.0188(4) Uani 1 1 d . . . H25 H 0.4043 1.2624 0.3152 0.023 Uiso 1 1 calc R . . C26 C 0.3300(2) 1.05626(18) 0.17160(11) 0.0166(4) Uani 1 1 d . . . C27 C 0.2007(2) 1.0714(2) 0.15842(13) 0.0244(4) Uani 1 1 d . . . H27 H 0.1309 1.0377 0.1925 0.029 Uiso 1 1 calc R . . C28 C 0.1733(3) 1.1351(2) 0.09609(14) 0.0297(5) Uani 1 1 d . . . H28 H 0.0859 1.1459 0.0883 0.036 Uiso 1 1 calc R . . C29 C 0.2736(3) 1.1828(2) 0.04551(13) 0.0295(5) Uani 1 1 d . . . H29 H 0.2550 1.2261 0.0028 0.035 Uiso 1 1 calc R . . C30 C 0.4015(2) 1.1673(2) 0.05742(13) 0.0278(4) Uani 1 1 d . . . H30 H 0.4703 1.2000 0.0227 0.033 Uiso 1 1 calc R . . C31 C 0.4295(2) 1.1042(2) 0.11989(12) 0.0217(4) Uani 1 1 d . . . H31 H 0.5171 1.0938 0.1274 0.026 Uiso 1 1 calc R . . Cu1 Cu 0.13274(2) 0.81541(2) 0.264207(14) 0.01764(7) Uani 1 1 d . . . N1 N -0.15709(16) 0.58626(15) 0.29372(9) 0.0149(3) Uani 1 1 d . . . N2 N -0.25732(17) 0.70754(16) 0.35378(10) 0.0178(3) Uani 1 1 d . . . N3 N -0.03317(16) 0.44161(15) 0.32569(9) 0.0156(3) Uani 1 1 d . . . N4 N 0.04766(17) 0.31945(16) 0.38936(10) 0.0202(3) Uani 1 1 d . . . N5 N -0.10475(16) 0.45302(16) 0.17035(10) 0.0167(3) Uani 1 1 d . . . P1 P 0.35593(5) 0.97289(5) 0.25627(3) 0.01498(10) Uani 1 1 d . . . S1 S 0.04779(5) 0.86256(5) 0.38363(3) 0.01927(10) Uani 1 1 d . . . S2 S 0.19538(5) 0.41547(5) 0.26833(3) 0.02270(11) Uani 1 1 d . . . S3 S -0.04046(5) 0.70226(5) 0.13148(3) 0.02040(10) Uani 1 1 d . . . 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 B1 0.0127(9) 0.0160(9) 0.0140(9) 0.0029(7) 0.0021(7) 0.0061(8) C1 0.0182(9) 0.0192(8) 0.0142(8) 0.0077(7) 0.0061(7) 0.0106(7) C2 0.0153(9) 0.0180(8) 0.0199(9) 0.0066(7) 0.0029(7) 0.0059(7) C3 0.0154(9) 0.0253(9) 0.0246(10) 0.0117(8) 0.0069(7) 0.0109(8) C4 0.0302(11) 0.0289(10) 0.0228(10) 0.0088(8) 0.0118(8) 0.0221(9) C5 0.0159(9) 0.0157(8) 0.0193(9) 0.0022(7) 0.0012(7) 0.0071(7) C6 0.0150(9) 0.0223(9) 0.0180(9) 0.0065(7) 0.0050(7) 0.0075(7) C7 0.0168(9) 0.0235(9) 0.0216(10) 0.0091(8) 0.0052(7) 0.0064(8) C8 0.0275(11) 0.0288(10) 0.0396(12) 0.0167(9) 0.0069(9) 0.0171(9) C9 0.0130(9) 0.0296(10) 0.0174(9) 0.0052(8) 0.0046(7) 0.0111(8) C10 0.0173(9) 0.0310(10) 0.0161(9) 0.0072(8) 0.0043(7) 0.0109(8) C11 0.0199(10) 0.0315(11) 0.0240(10) 0.0031(9) 0.0037(8) 0.0102(9) C12 0.0223(10) 0.0215(9) 0.0273(11) 0.0003(8) 0.0032(8) 0.0078(8) C13 0.0152(9) 0.0208(9) 0.0254(10) 0.0008(8) 0.0043(7) 0.0065(8) C14 0.0277(10) 0.0277(10) 0.0154(9) 0.0092(8) 0.0064(7) 0.0198(9) C15 0.0275(11) 0.0420(12) 0.0242(10) 0.0173(9) 0.0120(8) 0.0243(10) C16 0.0409(14) 0.0831(19) 0.0301(12) 0.0291(13) 0.0202(10) 0.0474(14) C17 0.078(2) 0.097(2) 0.0241(12) 0.0262(13) 0.0243(12) 0.079(2) C18 0.085(2) 0.0570(16) 0.0179(11) 0.0072(10) 0.0075(12) 0.0597(17) C19 0.0490(14) 0.0304(11) 0.0167(10) 0.0062(8) 0.0029(9) 0.0276(11) C20 0.0120(8) 0.0182(8) 0.0155(8) 0.0048(7) 0.0056(7) 0.0055(7) C21 0.0189(9) 0.0230(9) 0.0211(9) 0.0084(8) 0.0071(7) 0.0102(8) C22 0.0188(10) 0.0358(11) 0.0177(9) 0.0086(8) 0.0049(7) 0.0092(9) C23 0.0204(10) 0.0260(10) 0.0186(10) 0.0002(8) 0.0079(8) 0.0032(8) C24 0.0243(10) 0.0209(9) 0.0249(10) 0.0040(8) 0.0126(8) 0.0086(8) C25 0.0175(9) 0.0203(9) 0.0193(9) 0.0058(7) 0.0073(7) 0.0086(8) C26 0.0185(9) 0.0154(8) 0.0151(9) 0.0034(7) 0.0029(7) 0.0080(7) C27 0.0266(11) 0.0313(10) 0.0237(10) 0.0110(8) 0.0100(8) 0.0187(9) C28 0.0336(12) 0.0387(12) 0.0276(11) 0.0102(9) 0.0051(9) 0.0267(10) C29 0.0412(13) 0.0306(11) 0.0217(10) 0.0111(9) 0.0029(9) 0.0214(10) C30 0.0320(12) 0.0292(10) 0.0253(11) 0.0149(9) 0.0102(9) 0.0137(9) C31 0.0190(9) 0.0231(9) 0.0227(10) 0.0082(8) 0.0044(8) 0.0094(8) Cu1 0.01485(12) 0.01829(11) 0.01773(12) 0.00629(9) 0.00475(9) 0.00556(9) N1 0.0132(7) 0.0163(7) 0.0153(7) 0.0047(6) 0.0039(6) 0.0070(6) N2 0.0199(8) 0.0210(7) 0.0189(8) 0.0087(6) 0.0077(6) 0.0131(7) N3 0.0142(7) 0.0154(7) 0.0164(7) 0.0034(6) 0.0035(6) 0.0067(6) N4 0.0171(8) 0.0205(8) 0.0241(8) 0.0094(7) 0.0038(6) 0.0092(7) N5 0.0121(7) 0.0197(7) 0.0161(8) 0.0017(6) 0.0028(6) 0.0073(6) P1 0.0146(2) 0.0154(2) 0.0155(2) 0.00511(17) 0.00453(17) 0.00718(18) S1 0.0192(2) 0.0170(2) 0.0177(2) 0.00141(17) 0.00480(17) 0.00659(18) S2 0.0196(2) 0.0288(2) 0.0237(2) 0.0062(2) 0.00803(19) 0.0147(2) S3 0.0210(2) 0.0252(2) 0.0165(2) 0.00600(18) 0.00353(18) 0.0126(2) _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 B1 N3 1.538(3) . ? B1 N1 1.548(2) . ? B1 N5 1.576(2) . ? B1 H1 1.16(2) . ? C1 N2 1.354(2) . ? C1 N1 1.360(2) . ? C1 S1 1.7150(18) . ? C2 C3 1.352(3) . ? C2 N1 1.396(2) . ? C2 H2 0.9500 . ? C3 N2 1.389(2) . ? C3 H3 0.9500 . ? C4 N2 1.465(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N4 1.360(2) . ? C5 N3 1.371(2) . ? C5 S2 1.6894(19) . ? C6 C7 1.344(3) . ? C6 N3 1.394(2) . ? C6 H6 0.9500 . ? C7 N4 1.382(2) . ? C7 H7 0.9500 . ? C8 N4 1.451(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 N5 1.366(2) . ? C9 C10 1.408(3) . ? C9 S3 1.718(2) . ? C10 C11 1.382(3) . ? C10 H10 0.9500 . ? C11 C12 1.391(3) . ? C11 H11 0.9500 . ? C12 C13 1.354(3) . ? C12 H12 0.9500 . ? C13 N5 1.378(2) . ? C13 H13 0.9500 . ? C14 C15 1.398(3) . ? C14 C19 1.399(3) . ? C14 P1 1.8219(19) . ? C15 C16 1.393(3) . ? C15 H15 0.9500 . ? C16 C17 1.385(4) . ? C16 H16 0.9500 . ? C17 C18 1.380(4) . ? C17 H17 0.9500 . ? C18 C19 1.390(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C25 1.395(3) . ? C20 C21 1.398(3) . ? C20 P1 1.8276(18) . ? C21 C22 1.390(3) . ? C21 H21 0.9500 . ? C22 C23 1.393(3) . ? C22 H22 0.9500 . ? C23 C24 1.381(3) . ? C23 H23 0.9500 . ? C24 C25 1.389(3) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 C31 1.394(3) . ? C26 C27 1.400(3) . ? C26 P1 1.8311(19) . ? C27 C28 1.391(3) . ? C27 H27 0.9500 . ? C28 C29 1.384(3) . ? C28 H28 0.9500 . ? C29 C30 1.390(3) . ? C29 H29 0.9500 . ? C30 C31 1.390(3) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? Cu1 H1 1.91(2) . ? Cu1 P1 2.2103(5) . ? Cu1 S1 2.2991(5) . ? Cu1 S3 2.3122(6) . ? Cu1 H1 1.91(2) . ? 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 N3 B1 N1 108.70(14) . . ? N3 B1 N5 110.93(14) . . ? N1 B1 N5 107.64(14) . . ? N3 B1 H1 108.0(10) . . ? N1 B1 H1 113.2(10) . . ? N5 B1 H1 108.4(10) . . ? N2 C1 N1 107.50(15) . . ? N2 C1 S1 125.67(13) . . ? N1 C1 S1 126.79(13) . . ? C3 C2 N1 108.30(16) . . ? C3 C2 H2 125.8 . . ? N1 C2 H2 125.8 . . ? C2 C3 N2 106.68(16) . . ? C2 C3 H3 126.7 . . ? N2 C3 H3 126.7 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N4 C5 N3 106.38(16) . . ? N4 C5 S2 126.06(14) . . ? N3 C5 S2 127.51(15) . . ? C7 C6 N3 108.22(17) . . ? C7 C6 H6 125.9 . . ? N3 C6 H6 125.9 . . ? C6 C7 N4 107.12(17) . . ? C6 C7 H7 126.4 . . ? N4 C7 H7 126.4 . . ? N4 C8 H8A 109.5 . . ? N4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N5 C9 C10 117.76(17) . . ? N5 C9 S3 123.24(14) . . ? C10 C9 S3 118.99(15) . . ? C11 C10 C9 121.11(19) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? C10 C11 C12 120.37(19) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C13 C12 C11 117.03(19) . . ? C13 C12 H12 121.5 . . ? C11 C12 H12 121.5 . . ? C12 C13 N5 124.0(2) . . ? C12 C13 H13 118.0 . . ? N5 C13 H13 118.0 . . ? C15 C14 C19 119.64(19) . . ? C15 C14 P1 122.33(15) . . ? C19 C14 P1 117.99(16) . . ? C16 C15 C14 120.0(2) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C17 C16 C15 119.7(2) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C18 C17 C16 120.7(2) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C19 120.3(2) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C18 C19 C14 119.6(2) . . ? C18 C19 H19 120.2 . . ? C14 C19 H19 120.2 . . ? C25 C20 C21 118.74(16) . . ? C25 C20 P1 121.73(14) . . ? C21 C20 P1 119.28(14) . . ? C22 C21 C20 120.76(18) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C22 C23 119.90(19) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 119.48(18) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? C23 C24 C25 120.95(19) . . ? C23 C24 H24 119.5 . . ? C25 C24 H24 119.5 . . ? C24 C25 C20 120.16(18) . . ? C24 C25 H25 119.9 . . ? C20 C25 H25 119.9 . . ? C31 C26 C27 118.60(18) . . ? C31 C26 P1 124.26(15) . . ? C27 C26 P1 117.14(14) . . ? C28 C27 C26 120.81(19) . . ? C28 C27 H27 119.6 . . ? C26 C27 H27 119.6 . . ? C29 C28 C27 119.9(2) . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 C30 119.8(2) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C29 C30 C31 120.4(2) . . ? C29 C30 H30 119.8 . . ? C31 C30 H30 119.8 . . ? C30 C31 C26 120.46(19) . . ? C30 C31 H31 119.8 . . ? C26 C31 H31 119.8 . . ? H1 Cu1 P1 127.4(6) . . ? H1 Cu1 S1 87.7(6) . . ? P1 Cu1 S1 118.67(2) . . ? H1 Cu1 S3 86.8(6) . . ? P1 Cu1 S3 113.20(2) . . ? S1 Cu1 S3 117.79(2) . . ? H1 Cu1 H1 0.0(12) . . ? P1 Cu1 H1 127.4(6) . . ? S1 Cu1 H1 87.7(6) . . ? S3 Cu1 H1 86.8(6) . . ? C1 N1 C2 107.95(15) . . ? C1 N1 B1 127.55(15) . . ? C2 N1 B1 124.42(14) . . ? C1 N2 C3 109.52(15) . . ? C1 N2 C4 125.51(16) . . ? C3 N2 C4 124.77(16) . . ? C5 N3 C6 108.30(15) . . ? C5 N3 B1 124.52(15) . . ? C6 N3 B1 127.07(15) . . ? C5 N4 C7 109.97(16) . . ? C5 N4 C8 124.81(17) . . ? C7 N4 C8 125.20(17) . . ? C9 N5 C13 119.63(16) . . ? C9 N5 B1 120.43(15) . . ? C13 N5 B1 119.90(16) . . ? C14 P1 C20 103.35(9) . . ? C14 P1 C26 104.76(8) . . ? C20 P1 C26 104.00(8) . . ? C14 P1 Cu1 119.86(7) . . ? C20 P1 Cu1 114.76(6) . . ? C26 P1 Cu1 108.59(6) . . ? C1 S1 Cu1 93.89(6) . . ? C9 S3 Cu1 110.31(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 0.2(2) . . . . ? N3 C6 C7 N4 0.1(2) . . . . ? N5 C9 C10 C11 -2.7(3) . . . . ? S3 C9 C10 C11 176.11(15) . . . . ? C9 C10 C11 C12 1.1(3) . . . . ? C10 C11 C12 C13 0.8(3) . . . . ? C11 C12 C13 N5 -1.1(3) . . . . ? C19 C14 C15 C16 2.0(3) . . . . ? P1 C14 C15 C16 -175.51(16) . . . . ? C14 C15 C16 C17 0.1(3) . . . . ? C15 C16 C17 C18 -1.2(3) . . . . ? C16 C17 C18 C19 0.2(3) . . . . ? C17 C18 C19 C14 1.9(3) . . . . ? C15 C14 C19 C18 -3.0(3) . . . . ? P1 C14 C19 C18 174.62(16) . . . . ? C25 C20 C21 C22 0.3(3) . . . . ? P1 C20 C21 C22 -174.15(14) . . . . ? C20 C21 C22 C23 0.3(3) . . . . ? C21 C22 C23 C24 -0.8(3) . . . . ? C22 C23 C24 C25 0.8(3) . . . . ? C23 C24 C25 C20 -0.3(3) . . . . ? C21 C20 C25 C24 -0.2(3) . . . . ? P1 C20 C25 C24 174.02(14) . . . . ? C31 C26 C27 C28 -1.1(3) . . . . ? P1 C26 C27 C28 179.23(16) . . . . ? C26 C27 C28 C29 0.8(3) . . . . ? C27 C28 C29 C30 -0.2(3) . . . . ? C28 C29 C30 C31 -0.1(3) . . . . ? C29 C30 C31 C26 -0.2(3) . . . . ? C27 C26 C31 C30 0.8(3) . . . . ? P1 C26 C31 C30 -179.54(15) . . . . ? N2 C1 N1 C2 1.8(2) . . . . ? S1 C1 N1 C2 -176.23(14) . . . . ? N2 C1 N1 B1 -175.13(16) . . . . ? S1 C1 N1 B1 6.8(3) . . . . ? C3 C2 N1 C1 -1.3(2) . . . . ? C3 C2 N1 B1 175.79(16) . . . . ? N3 B1 N1 C1 102.45(19) . . . . ? N5 B1 N1 C1 -137.33(17) . . . . ? N3 B1 N1 C2 -74.0(2) . . . . ? N5 B1 N1 C2 46.2(2) . . . . ? N1 C1 N2 C3 -1.7(2) . . . . ? S1 C1 N2 C3 176.37(14) . . . . ? N1 C1 N2 C4 -176.73(16) . . . . ? S1 C1 N2 C4 1.3(3) . . . . ? C2 C3 N2 C1 0.9(2) . . . . ? C2 C3 N2 C4 175.98(17) . . . . ? N4 C5 N3 C6 0.39(19) . . . . ? S2 C5 N3 C6 178.14(14) . . . . ? N4 C5 N3 B1 176.88(15) . . . . ? S2 C5 N3 B1 -5.4(2) . . . . ? C7 C6 N3 C5 -0.3(2) . . . . ? C7 C6 N3 B1 -176.66(16) . . . . ? N1 B1 N3 C5 -171.47(15) . . . . ? N5 B1 N3 C5 70.4(2) . . . . ? N1 B1 N3 C6 4.4(2) . . . . ? N5 B1 N3 C6 -113.81(18) . . . . ? N3 C5 N4 C7 -0.4(2) . . . . ? S2 C5 N4 C7 -178.15(14) . . . . ? N3 C5 N4 C8 178.28(16) . . . . ? S2 C5 N4 C8 0.5(3) . . . . ? C6 C7 N4 C5 0.2(2) . . . . ? C6 C7 N4 C8 -178.44(17) . . . . ? C10 C9 N5 C13 2.3(2) . . . . ? S3 C9 N5 C13 -176.39(14) . . . . ? C10 C9 N5 B1 -179.66(16) . . . . ? S3 C9 N5 B1 1.6(2) . . . . ? C12 C13 N5 C9 -0.5(3) . . . . ? C12 C13 N5 B1 -178.48(18) . . . . ? N3 B1 N5 C9 -172.28(15) . . . . ? N1 B1 N5 C9 68.9(2) . . . . ? N3 B1 N5 C13 5.7(2) . . . . ? N1 B1 N5 C13 -113.09(17) . . . . ? C15 C14 P1 C20 -37.87(18) . . . . ? C19 C14 P1 C20 144.56(15) . . . . ? C15 C14 P1 C26 70.77(17) . . . . ? C19 C14 P1 C26 -106.79(16) . . . . ? C15 C14 P1 Cu1 -167.12(13) . . . . ? C19 C14 P1 Cu1 15.31(18) . . . . ? C25 C20 P1 C14 134.69(15) . . . . ? C21 C20 P1 C14 -51.08(16) . . . . ? C25 C20 P1 C26 25.48(17) . . . . ? C21 C20 P1 C26 -160.30(14) . . . . ? C25 C20 P1 Cu1 -93.01(15) . . . . ? C21 C20 P1 Cu1 81.22(15) . . . . ? C31 C26 P1 C14 -18.55(18) . . . . ? C27 C26 P1 C14 161.11(14) . . . . ? C31 C26 P1 C20 89.62(16) . . . . ? C27 C26 P1 C20 -90.72(15) . . . . ? C31 C26 P1 Cu1 -147.74(14) . . . . ? C27 C26 P1 Cu1 31.92(15) . . . . ? H1 Cu1 P1 C14 18.9(7) . . . . ? S1 Cu1 P1 C14 130.02(7) . . . . ? S3 Cu1 P1 C14 -85.62(7) . . . . ? H1 Cu1 P1 C20 -105.1(7) . . . . ? S1 Cu1 P1 C20 6.10(7) . . . . ? S3 Cu1 P1 C20 150.45(7) . . . . ? H1 Cu1 P1 C26 139.1(7) . . . . ? S1 Cu1 P1 C26 -109.77(6) . . . . ? S3 Cu1 P1 C26 34.59(6) . . . . ? N2 C1 S1 Cu1 -142.87(15) . . . . ? N1 C1 S1 Cu1 34.84(16) . . . . ? H1 Cu1 S1 C1 -53.1(6) . . . . ? P1 Cu1 S1 C1 174.74(6) . . . . ? S3 Cu1 S1 C1 32.00(7) . . . . ? N5 C9 S3 Cu1 23.85(17) . . . . ? C10 C9 S3 Cu1 -154.87(13) . . . . ? H1 Cu1 S3 C9 -8.9(6) . . . . ? P1 Cu1 S3 C9 120.71(7) . . . . ? S1 Cu1 S3 C9 -94.59(7) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.69 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.698 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 934405' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex_2_hugh_exp31 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Complex_2 _chemical_melting_point ? _chemical_formula_moiety 'C31 H48 B Cu N5 P S3, C H2 Cl2' _chemical_formula_sum 'C32 H50 B Cl2 Cu N5 P S3' _chemical_formula_weight 777.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0652(6) _cell_length_b 10.9331(8) _cell_length_c 19.0309(13) _cell_angle_alpha 88.923(4) _cell_angle_beta 83.139(4) _cell_angle_gamma 87.565(4) _cell_volume 1870.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9782 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 64.55 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.380 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 4.336 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4633 _exptl_absorpt_correction_T_max 0.7526 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Microstar with CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19029 _diffrn_reflns_av_R_equivalents 0.0764 _diffrn_reflns_av_sigmaI/netI 0.1011 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 65.02 _reflns_number_total 6191 _reflns_number_gt 4992 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2' _computing_cell_refinement 'Bruker Apex2' _computing_data_reduction 'Bruker SAINT V7.68A' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelxLE (Huebscle, 2012)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0856P)^2^+1.1470P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6191 _refine_ls_number_parameters 405 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0868 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.1476 _refine_ls_wR_factor_gt 0.1397 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Cu1 Cu 0.32387(5) 0.61006(4) 0.30025(2) 0.01997(17) Uani 1 1 d . . . P1 P 0.49490(9) 0.59793(7) 0.20671(4) 0.0172(2) Uani 1 1 d . . . S1 S 0.07459(9) 0.58372(7) 0.29397(4) 0.0222(2) Uani 1 1 d . . . S2 S 0.38483(10) 0.57918(8) 0.41294(4) 0.0252(2) Uani 1 1 d . . . S3 S 0.39552(10) 1.01875(8) 0.29301(5) 0.0295(2) Uani 1 1 d . . . B1 B 0.1962(4) 0.8139(3) 0.3821(2) 0.0184(8) Uani 1 1 d . . . H100 H 0.266(4) 0.781(3) 0.334(2) 0.022 Uiso 1 1 d . . . N1 N 0.0645(3) 0.7321(2) 0.40967(14) 0.0182(6) Uani 1 1 d . . . N2 N -0.1022(3) 0.5936(3) 0.41973(15) 0.0219(6) Uani 1 1 d . . . N3 N 0.1352(3) 0.9434(2) 0.36616(14) 0.0191(6) Uani 1 1 d . . . N4 N 0.1200(3) 1.1285(3) 0.32155(16) 0.0261(7) Uani 1 1 d . . . N5 N 0.2989(3) 0.8154(2) 0.44389(14) 0.0184(6) Uani 1 1 d . . . Cl1 Cl 0.47146(13) 0.15189(10) 0.05433(6) 0.0502(3) Uani 1 1 d . . . Cl2 Cl 0.15641(16) 0.11259(16) 0.09373(9) 0.0781(5) Uani 1 1 d . . . C1 C 0.0110(4) 0.6385(3) 0.37549(17) 0.0182(7) Uani 1 1 d . . . C2 C -0.0147(4) 0.7401(3) 0.47690(18) 0.0241(8) Uani 1 1 d . . . H2 H 0.0017 0.7961 0.5125 0.029 Uiso 1 1 calc R . . C3 C -0.1181(4) 0.6551(3) 0.48277(19) 0.0282(8) Uani 1 1 d . . . H3 H -0.1887 0.6402 0.5227 0.034 Uiso 1 1 calc R . . C4 C -0.1905(3) 0.4904(2) 0.40402(13) 0.0282(8) Uani 1 1 d . . . H4A H -0.2346 0.5077 0.3601 0.042 Uiso 0.50 1 calc PR . . H4B H -0.2697 0.4784 0.4430 0.042 Uiso 0.50 1 calc PR . . H4C H -0.1262 0.4160 0.3984 0.042 Uiso 0.50 1 calc PR . . H4D H -0.1857 0.4270 0.4409 0.042 Uiso 0.50 1 calc PR . . H4E H -0.1506 0.4564 0.3580 0.042 Uiso 0.50 1 calc PR . . H4F H -0.2941 0.5188 0.4026 0.042 Uiso 0.50 1 calc PR . . C5 C 0.2150(3) 1.0296(2) 0.32695(11) 0.0230(8) Uani 1 1 d R . . C6 C -0.0079(2) 0.99159(18) 0.38464(14) 0.0210(7) Uani 1 1 d R . . H6 H -0.0860 0.9509 0.4121 0.025 Uiso 1 1 calc R . . C7 C -0.0176(4) 1.1052(3) 0.35729(19) 0.0241(8) Uani 1 1 d . . . H7 H -0.1030 1.1593 0.3617 0.029 Uiso 1 1 calc R . . C8 C 0.1599(5) 1.2433(3) 0.2848(2) 0.0379(10) Uani 1 1 d . . . H8A H 0.2572 1.2668 0.2964 0.057 Uiso 1 1 calc R . . H8B H 0.0849 1.3076 0.2999 0.057 Uiso 1 1 calc R . . H8C H 0.1645 1.2322 0.2336 0.057 Uiso 1 1 calc R . . C9 C 0.3808(4) 0.7124(3) 0.45946(17) 0.0221(7) Uani 1 1 d . . . C10 C 0.4624(4) 0.7144(3) 0.51833(19) 0.0263(8) Uani 1 1 d . . . H10 H 0.5197 0.6435 0.5296 0.032 Uiso 1 1 calc R . . C11 C 0.4607(4) 0.8154(3) 0.55914(19) 0.0283(8) Uani 1 1 d . . . H11 H 0.5158 0.8154 0.5986 0.034 Uiso 1 1 calc R . . C12 C 0.3762(4) 0.9194(3) 0.54182(18) 0.0236(8) Uani 1 1 d . . . H12 H 0.3719 0.9908 0.5698 0.028 Uiso 1 1 calc R . . C13 C 0.3006(4) 0.9169(3) 0.48479(18) 0.0217(7) Uani 1 1 d . . . H13 H 0.2463 0.9888 0.4725 0.026 Uiso 1 1 calc R . . C14 C 0.6346(4) 0.4687(3) 0.20721(17) 0.0194(7) Uani 1 1 d . . . H14 H 0.7184 0.5007 0.2303 0.023 Uiso 1 1 calc R . . C15 C 0.5761(4) 0.3609(3) 0.25447(19) 0.0235(7) Uani 1 1 d . . . H15A H 0.5343 0.3918 0.3016 0.028 Uiso 1 1 calc R . . H15B H 0.4954 0.3227 0.2330 0.028 Uiso 1 1 calc R . . C16 C 0.6997(4) 0.2658(3) 0.26302(19) 0.0251(8) Uani 1 1 d . . . H16A H 0.7745 0.3018 0.2895 0.030 Uiso 1 1 calc R . . H16B H 0.6578 0.1956 0.2912 0.030 Uiso 1 1 calc R . . C17 C 0.7755(4) 0.2201(3) 0.19245(19) 0.0254(8) Uani 1 1 d . . . H17A H 0.7047 0.1733 0.1689 0.030 Uiso 1 1 calc R . . H17B H 0.8609 0.1643 0.2005 0.030 Uiso 1 1 calc R . . C18 C 0.8301(4) 0.3264(3) 0.14438(19) 0.0260(8) Uani 1 1 d . . . H18A H 0.9106 0.3665 0.1650 0.031 Uiso 1 1 calc R . . H18B H 0.8716 0.2945 0.0975 0.031 Uiso 1 1 calc R . . C19 C 0.7049(4) 0.4203(3) 0.13519(19) 0.0240(8) Uani 1 1 d . . . H19A H 0.6280 0.3822 0.1110 0.029 Uiso 1 1 calc R . . H19B H 0.7444 0.4893 0.1052 0.029 Uiso 1 1 calc R . . C20 C 0.6081(4) 0.7359(3) 0.19584(18) 0.0216(7) Uani 1 1 d . . . H20 H 0.5363 0.8074 0.1932 0.026 Uiso 1 1 calc R . . C21 C 0.6835(4) 0.7531(3) 0.2622(2) 0.0300(9) Uani 1 1 d . . . H21A H 0.7509 0.6812 0.2690 0.036 Uiso 1 1 calc R . . H21B H 0.6070 0.7578 0.3039 0.036 Uiso 1 1 calc R . . C22 C 0.7735(5) 0.8702(4) 0.2575(2) 0.0382(10) Uani 1 1 d . . . H22A H 0.7044 0.9429 0.2579 0.046 Uiso 1 1 calc R . . H22B H 0.8283 0.8740 0.2993 0.046 Uiso 1 1 calc R . . C23 C 0.8827(4) 0.8733(4) 0.1909(3) 0.0413(11) Uani 1 1 d . . . H23A H 0.9583 0.8056 0.1927 0.050 Uiso 1 1 calc R . . H23B H 0.9346 0.9514 0.1882 0.050 Uiso 1 1 calc R . . C24 C 0.8044(5) 0.8611(4) 0.1251(2) 0.0397(10) Uani 1 1 d . . . H24A H 0.8786 0.8608 0.0825 0.048 Uiso 1 1 calc R . . H24B H 0.7343 0.9322 0.1213 0.048 Uiso 1 1 calc R . . C25 C 0.7192(4) 0.7426(3) 0.1288(2) 0.0295(8) Uani 1 1 d . . . H25A H 0.6653 0.7382 0.0867 0.035 Uiso 1 1 calc R . . H25B H 0.7907 0.6715 0.1280 0.035 Uiso 1 1 calc R . . C26 C 0.4065(4) 0.5879(3) 0.12411(17) 0.0199(7) Uani 1 1 d . . . H26 H 0.4859 0.5804 0.0830 0.024 Uiso 1 1 calc R . . C27 C 0.3130(4) 0.7051(3) 0.11542(19) 0.0248(8) Uani 1 1 d . . . H27A H 0.3792 0.7751 0.1084 0.030 Uiso 1 1 calc R . . H27B H 0.2445 0.7192 0.1593 0.030 Uiso 1 1 calc R . . C28 C 0.2223(4) 0.6996(3) 0.0527(2) 0.0283(8) Uani 1 1 d . . . H28A H 0.1575 0.7746 0.0514 0.034 Uiso 1 1 calc R . . H28B H 0.2906 0.6966 0.0080 0.034 Uiso 1 1 calc R . . C29 C 0.1269(4) 0.5876(3) 0.0582(2) 0.0304(9) Uani 1 1 d . . . H29A H 0.0734 0.5840 0.0160 0.036 Uiso 1 1 calc R . . H29B H 0.0520 0.5943 0.1005 0.036 Uiso 1 1 calc R . . C30 C 0.2232(4) 0.4707(3) 0.06387(19) 0.0266(8) Uani 1 1 d . . . H30A H 0.1592 0.3992 0.0690 0.032 Uiso 1 1 calc R . . H30B H 0.2929 0.4607 0.0200 0.032 Uiso 1 1 calc R . . C31 C 0.3110(4) 0.4754(3) 0.12724(18) 0.0222(7) Uani 1 1 d . . . H31A H 0.3760 0.4004 0.1285 0.027 Uiso 1 1 calc R . . H31B H 0.2410 0.4770 0.1714 0.027 Uiso 1 1 calc R . . C32 C 0.3384(6) 0.0512(4) 0.0959(3) 0.0548(13) Uani 1 1 d . . . H32A H 0.3493 -0.0284 0.0715 0.066 Uiso 1 1 calc R . . H32B H 0.3566 0.0365 0.1457 0.066 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 0.0184(3) 0.0181(3) 0.0223(3) 0.00114(19) 0.0007(2) 0.0035(2) P1 0.0159(4) 0.0151(4) 0.0204(4) 0.0007(3) -0.0020(3) 0.0022(3) S1 0.0198(4) 0.0214(4) 0.0249(5) -0.0045(3) -0.0009(3) 0.0001(3) S2 0.0305(5) 0.0206(4) 0.0237(5) 0.0040(3) -0.0041(4) 0.0084(4) S3 0.0214(5) 0.0231(4) 0.0421(6) 0.0036(4) 0.0033(4) -0.0010(4) B1 0.0157(19) 0.0159(17) 0.023(2) 0.0010(15) -0.0021(16) 0.0009(15) N1 0.0146(14) 0.0179(13) 0.0219(15) 0.0012(11) -0.0012(11) 0.0004(11) N2 0.0206(15) 0.0236(14) 0.0215(15) -0.0016(12) -0.0015(12) -0.0042(12) N3 0.0191(14) 0.0155(13) 0.0228(15) -0.0020(11) -0.0022(11) 0.0003(11) N4 0.0267(16) 0.0172(14) 0.0345(17) 0.0038(13) -0.0063(14) 0.0028(13) N5 0.0139(14) 0.0189(13) 0.0220(14) -0.0016(11) -0.0002(11) -0.0020(11) Cl1 0.0494(7) 0.0442(6) 0.0558(7) -0.0070(5) 0.0021(5) -0.0094(5) Cl2 0.0524(8) 0.0894(11) 0.0875(11) 0.0140(9) 0.0122(7) -0.0095(8) C1 0.0140(16) 0.0186(16) 0.0223(17) 0.0039(13) -0.0047(13) 0.0006(13) C2 0.0232(19) 0.0264(18) 0.0220(18) -0.0028(14) 0.0011(14) -0.0015(15) C3 0.0236(19) 0.036(2) 0.0248(19) 0.0003(16) 0.0020(15) -0.0071(16) C4 0.0240(19) 0.0291(18) 0.032(2) -0.0012(15) -0.0016(15) -0.0114(16) C5 0.0249(19) 0.0167(16) 0.0274(19) -0.0018(14) -0.0038(15) 0.0009(14) C6 0.0159(17) 0.0243(17) 0.0228(18) -0.0017(14) -0.0026(14) 0.0006(14) C7 0.0202(18) 0.0206(16) 0.032(2) -0.0021(14) -0.0081(15) 0.0061(14) C8 0.036(2) 0.0204(18) 0.056(3) 0.0108(18) -0.003(2) 0.0020(17) C9 0.0169(17) 0.0285(18) 0.0200(17) 0.0071(14) 0.0008(13) -0.0026(14) C10 0.0218(18) 0.0302(18) 0.0269(19) 0.0067(15) -0.0039(15) 0.0007(16) C11 0.0224(19) 0.037(2) 0.0266(19) 0.0072(16) -0.0053(15) -0.0062(16) C12 0.0193(17) 0.0250(17) 0.0263(19) -0.0016(14) 0.0003(14) -0.0073(15) C13 0.0179(17) 0.0207(16) 0.0254(18) 0.0002(14) 0.0022(14) -0.0012(14) C14 0.0173(17) 0.0172(15) 0.0234(18) 0.0006(13) -0.0018(13) 0.0020(13) C15 0.0241(18) 0.0215(16) 0.0237(18) 0.0038(14) 0.0000(14) 0.0025(15) C16 0.0268(19) 0.0206(16) 0.0278(19) 0.0065(14) -0.0051(15) -0.0003(15) C17 0.0257(19) 0.0191(16) 0.031(2) 0.0001(15) -0.0039(15) 0.0073(15) C18 0.0259(19) 0.0226(17) 0.0271(19) 0.0007(15) 0.0033(15) 0.0073(15) C19 0.0224(18) 0.0214(17) 0.0272(19) 0.0016(14) -0.0009(15) 0.0044(15) C20 0.0185(17) 0.0140(15) 0.0315(19) 0.0000(13) -0.0010(14) 0.0016(13) C21 0.029(2) 0.0251(18) 0.037(2) -0.0026(16) -0.0087(17) -0.0025(16) C22 0.030(2) 0.0275(19) 0.059(3) -0.0085(19) -0.014(2) -0.0038(18) C23 0.020(2) 0.0233(19) 0.081(3) -0.002(2) -0.004(2) -0.0030(16) C24 0.030(2) 0.026(2) 0.059(3) 0.0062(19) 0.0111(19) -0.0025(17) C25 0.027(2) 0.0242(18) 0.036(2) 0.0020(15) 0.0028(16) -0.0039(16) C26 0.0173(17) 0.0211(16) 0.0205(17) 0.0010(13) -0.0015(13) 0.0036(14) C27 0.0239(19) 0.0195(17) 0.031(2) 0.0031(14) -0.0065(15) 0.0049(15) C28 0.027(2) 0.0286(19) 0.030(2) 0.0050(15) -0.0089(16) 0.0053(16) C29 0.0230(19) 0.038(2) 0.031(2) 0.0009(16) -0.0081(16) 0.0001(17) C30 0.027(2) 0.0270(18) 0.0267(19) -0.0011(15) -0.0051(15) -0.0028(16) C31 0.0222(18) 0.0205(16) 0.0239(18) 0.0003(14) -0.0032(14) 0.0009(14) C32 0.074(4) 0.034(2) 0.051(3) 0.010(2) 0.012(2) 0.003(2) _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 Cu1 P1 2.2186(10) . ? Cu1 S2 2.2931(9) . ? Cu1 S1 2.3076(9) . ? Cu1 H100 2.01(4) . ? P1 C26 1.855(3) . ? P1 C20 1.855(3) . ? P1 C14 1.857(3) . ? S1 C1 1.700(4) . ? S2 C9 1.716(4) . ? S3 C5 1.686(2) . ? B1 N3 1.536(4) . ? B1 N1 1.558(4) . ? B1 N5 1.585(4) . ? B1 H100 1.10(4) . ? N1 C1 1.359(4) . ? N1 C2 1.392(5) . ? N2 C1 1.351(4) . ? N2 C3 1.376(5) . ? N2 C4 1.466(3) . ? N3 C5 1.367(3) . ? N3 C6 1.387(4) . ? N4 C5 1.364(4) . ? N4 C7 1.379(5) . ? N4 C8 1.462(4) . ? N5 C9 1.369(4) . ? N5 C13 1.370(4) . ? Cl1 C32 1.774(5) . ? Cl2 C32 1.759(6) . ? C2 C3 1.342(5) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C4 H4D 0.9800 . ? C4 H4E 0.9800 . ? C4 H4F 0.9800 . ? C6 C7 1.342(4) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.415(5) . ? C10 C11 1.361(5) . ? C10 H10 0.9500 . ? C11 C12 1.400(5) . ? C11 H11 0.9500 . ? C12 C13 1.352(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C19 1.534(5) . ? C14 C15 1.543(4) . ? C14 H14 1.0000 . ? C15 C16 1.517(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.517(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.528(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.522(5) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.525(5) . ? C20 C25 1.532(5) . ? C20 H20 1.0000 . ? C21 C22 1.543(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.513(7) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.521(6) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.533(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.523(5) . ? C26 C31 1.531(4) . ? C26 H26 1.0000 . ? C27 C28 1.532(5) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.524(5) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.526(5) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.525(5) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? 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 P1 Cu1 S2 121.47(4) . . ? P1 Cu1 S1 123.02(4) . . ? S2 Cu1 S1 111.98(4) . . ? P1 Cu1 H100 115.4(11) . . ? S2 Cu1 H100 83.9(10) . . ? S1 Cu1 H100 87.2(10) . . ? C26 P1 C20 105.77(15) . . ? C26 P1 C14 107.39(15) . . ? C20 P1 C14 104.08(15) . . ? C26 P1 Cu1 110.71(12) . . ? C20 P1 Cu1 112.07(12) . . ? C14 P1 Cu1 116.11(11) . . ? C1 S1 Cu1 96.93(11) . . ? C9 S2 Cu1 112.78(11) . . ? N3 B1 N1 109.2(3) . . ? N3 B1 N5 111.0(3) . . ? N1 B1 N5 105.9(2) . . ? N3 B1 H100 108.0(19) . . ? N1 B1 H100 115.2(18) . . ? N5 B1 H100 107.5(19) . . ? C1 N1 C2 108.1(3) . . ? C1 N1 B1 127.4(3) . . ? C2 N1 B1 124.4(3) . . ? C1 N2 C3 110.1(3) . . ? C1 N2 C4 124.8(3) . . ? C3 N2 C4 125.0(3) . . ? C5 N3 C6 108.3(2) . . ? C5 N3 B1 124.1(3) . . ? C6 N3 B1 127.5(2) . . ? C5 N4 C7 109.9(2) . . ? C5 N4 C8 124.8(3) . . ? C7 N4 C8 125.3(3) . . ? C9 N5 C13 119.1(3) . . ? C9 N5 B1 120.2(3) . . ? C13 N5 B1 120.6(3) . . ? N2 C1 N1 106.7(3) . . ? N2 C1 S1 125.6(2) . . ? N1 C1 S1 127.7(2) . . ? C3 C2 N1 108.2(3) . . ? C3 C2 H2 125.9 . . ? N1 C2 H2 125.9 . . ? C2 C3 N2 106.8(3) . . ? C2 C3 H3 126.6 . . ? N2 C3 H3 126.6 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C4 H4D 109.5 . . ? H4A C4 H4D 141.1 . . ? H4B C4 H4D 56.3 . . ? H4C C4 H4D 56.3 . . ? N2 C4 H4E 109.5 . . ? H4A C4 H4E 56.3 . . ? H4B C4 H4E 141.1 . . ? H4C C4 H4E 56.3 . . ? H4D C4 H4E 109.5 . . ? N2 C4 H4F 109.5 . . ? H4A C4 H4F 56.3 . . ? H4B C4 H4F 56.3 . . ? H4C C4 H4F 141.1 . . ? H4D C4 H4F 109.5 . . ? H4E C4 H4F 109.5 . . ? N4 C5 N3 106.3(2) . . ? N4 C5 S3 126.20(18) . . ? N3 C5 S3 127.5(2) . . ? C7 C6 N3 108.7(3) . . ? C7 C6 H6 125.7 . . ? N3 C6 H6 125.7 . . ? C6 C7 N4 106.8(3) . . ? C6 C7 H7 126.6 . . ? N4 C7 H7 126.6 . . ? N4 C8 H8A 109.5 . . ? N4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N5 C9 C10 118.5(3) . . ? N5 C9 S2 123.3(2) . . ? C10 C9 S2 118.2(3) . . ? C11 C10 C9 121.5(3) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C10 C11 C12 118.7(3) . . ? C10 C11 H11 120.7 . . ? C12 C11 H11 120.7 . . ? C13 C12 C11 119.2(3) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 N5 122.9(3) . . ? C12 C13 H13 118.5 . . ? N5 C13 H13 118.5 . . ? C19 C14 C15 109.5(3) . . ? C19 C14 P1 117.2(2) . . ? C15 C14 P1 112.2(2) . . ? C19 C14 H14 105.7 . . ? C15 C14 H14 105.7 . . ? P1 C14 H14 105.7 . . ? C16 C15 C14 110.9(3) . . ? C16 C15 H15A 109.5 . . ? C14 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 108.0 . . ? C17 C16 C15 112.3(3) . . ? C17 C16 H16A 109.1 . . ? C15 C16 H16A 109.1 . . ? C17 C16 H16B 109.1 . . ? C15 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? C16 C17 C18 111.2(3) . . ? C16 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? C16 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? C19 C18 C17 111.4(3) . . ? C19 C18 H18A 109.3 . . ? C17 C18 H18A 109.3 . . ? C19 C18 H18B 109.3 . . ? C17 C18 H18B 109.3 . . ? H18A C18 H18B 108.0 . . ? C18 C19 C14 110.7(3) . . ? C18 C19 H19A 109.5 . . ? C14 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? C21 C20 C25 111.5(3) . . ? C21 C20 P1 109.6(2) . . ? C25 C20 P1 116.3(2) . . ? C21 C20 H20 106.3 . . ? C25 C20 H20 106.3 . . ? P1 C20 H20 106.3 . . ? C20 C21 C22 111.8(3) . . ? C20 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? C20 C21 H21B 109.3 . . ? C22 C21 H21B 109.3 . . ? H21A C21 H21B 107.9 . . ? C23 C22 C21 111.5(3) . . ? C23 C22 H22A 109.3 . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22B 109.3 . . ? C21 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C22 C23 C24 111.2(3) . . ? C22 C23 H23A 109.4 . . ? C24 C23 H23A 109.4 . . ? C22 C23 H23B 109.4 . . ? C24 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? C23 C24 C25 110.6(3) . . ? C23 C24 H24A 109.5 . . ? C25 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C20 C25 C24 111.5(3) . . ? C20 C25 H25A 109.3 . . ? C24 C25 H25A 109.3 . . ? C20 C25 H25B 109.3 . . ? C24 C25 H25B 109.3 . . ? H25A C25 H25B 108.0 . . ? C27 C26 C31 111.1(3) . . ? C27 C26 P1 108.5(2) . . ? C31 C26 P1 110.1(2) . . ? C27 C26 H26 109.1 . . ? C31 C26 H26 109.1 . . ? P1 C26 H26 109.1 . . ? C26 C27 C28 112.3(3) . . ? C26 C27 H27A 109.2 . . ? C28 C27 H27A 109.2 . . ? C26 C27 H27B 109.2 . . ? C28 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C29 C28 C27 111.2(3) . . ? C29 C28 H28A 109.4 . . ? C27 C28 H28A 109.4 . . ? C29 C28 H28B 109.4 . . ? C27 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? C28 C29 C30 110.6(3) . . ? C28 C29 H29A 109.5 . . ? C30 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? C31 C30 C29 110.7(3) . . ? C31 C30 H30A 109.5 . . ? C29 C30 H30A 109.5 . . ? C31 C30 H30B 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 108.1 . . ? C30 C31 C26 111.9(3) . . ? C30 C31 H31A 109.2 . . ? C26 C31 H31A 109.2 . . ? C30 C31 H31B 109.2 . . ? C26 C31 H31B 109.2 . . ? H31A C31 H31B 107.9 . . ? Cl2 C32 Cl1 111.1(2) . . ? Cl2 C32 H32A 109.4 . . ? Cl1 C32 H32A 109.4 . . ? Cl2 C32 H32B 109.4 . . ? Cl1 C32 H32B 109.4 . . ? H32A C32 H32B 108.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 Cu1 P1 C26 165.59(11) . . . . ? S1 Cu1 P1 C26 8.51(12) . . . . ? S2 Cu1 P1 C20 -76.58(12) . . . . ? S1 Cu1 P1 C20 126.33(12) . . . . ? S2 Cu1 P1 C14 42.83(12) . . . . ? S1 Cu1 P1 C14 -114.26(12) . . . . ? P1 Cu1 S1 C1 -166.94(11) . . . . ? S2 Cu1 S1 C1 34.04(11) . . . . ? P1 Cu1 S2 C9 106.28(13) . . . . ? S1 Cu1 S2 C9 -94.33(13) . . . . ? N3 B1 N1 C1 109.4(4) . . . . ? N5 B1 N1 C1 -130.9(3) . . . . ? N3 B1 N1 C2 -74.0(4) . . . . ? N5 B1 N1 C2 45.6(4) . . . . ? N1 B1 N3 C5 -164.8(2) . . . . ? N5 B1 N3 C5 78.8(4) . . . . ? N1 B1 N3 C6 11.5(4) . . . . ? N5 B1 N3 C6 -104.8(3) . . . . ? N3 B1 N5 C9 -170.8(3) . . . . ? N1 B1 N5 C9 70.8(4) . . . . ? N3 B1 N5 C13 12.8(4) . . . . ? N1 B1 N5 C13 -105.6(3) . . . . ? C3 N2 C1 N1 -2.0(4) . . . . ? C4 N2 C1 N1 -179.3(3) . . . . ? C3 N2 C1 S1 176.4(3) . . . . ? C4 N2 C1 S1 -0.9(4) . . . . ? C2 N1 C1 N2 2.4(3) . . . . ? B1 N1 C1 N2 179.4(3) . . . . ? C2 N1 C1 S1 -176.0(3) . . . . ? B1 N1 C1 S1 1.0(5) . . . . ? Cu1 S1 C1 N2 -142.1(3) . . . . ? Cu1 S1 C1 N1 36.1(3) . . . . ? C1 N1 C2 C3 -1.9(4) . . . . ? B1 N1 C2 C3 -179.0(3) . . . . ? N1 C2 C3 N2 0.7(4) . . . . ? C1 N2 C3 C2 0.8(4) . . . . ? C4 N2 C3 C2 178.1(3) . . . . ? C7 N4 C5 N3 0.4(3) . . . . ? C8 N4 C5 N3 178.8(3) . . . . ? C7 N4 C5 S3 -178.5(2) . . . . ? C8 N4 C5 S3 0.0(4) . . . . ? C6 N3 C5 N4 -0.4(3) . . . . ? B1 N3 C5 N4 176.5(3) . . . . ? C6 N3 C5 S3 178.45(12) . . . . ? B1 N3 C5 S3 -4.6(4) . . . . ? C5 N3 C6 C7 0.3(3) . . . . ? B1 N3 C6 C7 -176.5(3) . . . . ? N3 C6 C7 N4 -0.1(3) . . . . ? C5 N4 C7 C6 -0.2(3) . . . . ? C8 N4 C7 C6 -178.7(3) . . . . ? C13 N5 C9 C10 1.1(4) . . . . ? B1 N5 C9 C10 -175.3(3) . . . . ? C13 N5 C9 S2 178.9(2) . . . . ? B1 N5 C9 S2 2.4(4) . . . . ? Cu1 S2 C9 N5 23.5(3) . . . . ? Cu1 S2 C9 C10 -158.7(2) . . . . ? N5 C9 C10 C11 0.0(5) . . . . ? S2 C9 C10 C11 -177.9(3) . . . . ? C9 C10 C11 C12 -0.1(5) . . . . ? C10 C11 C12 C13 -0.9(5) . . . . ? C11 C12 C13 N5 2.1(5) . . . . ? C9 N5 C13 C12 -2.3(5) . . . . ? B1 N5 C13 C12 174.2(3) . . . . ? C26 P1 C14 C19 27.8(3) . . . . ? C20 P1 C14 C19 -84.1(3) . . . . ? Cu1 P1 C14 C19 152.3(2) . . . . ? C26 P1 C14 C15 -100.2(2) . . . . ? C20 P1 C14 C15 147.9(2) . . . . ? Cu1 P1 C14 C15 24.3(3) . . . . ? C19 C14 C15 C16 56.9(4) . . . . ? P1 C14 C15 C16 -171.1(2) . . . . ? C14 C15 C16 C17 -55.5(4) . . . . ? C15 C16 C17 C18 53.8(4) . . . . ? C16 C17 C18 C19 -54.5(4) . . . . ? C17 C18 C19 C14 57.2(4) . . . . ? C15 C14 C19 C18 -57.9(4) . . . . ? P1 C14 C19 C18 172.8(2) . . . . ? C26 P1 C20 C21 179.0(3) . . . . ? C14 P1 C20 C21 -68.0(3) . . . . ? Cu1 P1 C20 C21 58.3(3) . . . . ? C26 P1 C20 C25 -53.4(3) . . . . ? C14 P1 C20 C25 59.6(3) . . . . ? Cu1 P1 C20 C25 -174.2(2) . . . . ? C25 C20 C21 C22 52.5(4) . . . . ? P1 C20 C21 C22 -177.3(3) . . . . ? C20 C21 C22 C23 -53.7(4) . . . . ? C21 C22 C23 C24 56.1(4) . . . . ? C22 C23 C24 C25 -57.4(4) . . . . ? C21 C20 C25 C24 -54.2(4) . . . . ? P1 C20 C25 C24 179.2(3) . . . . ? C23 C24 C25 C20 56.4(4) . . . . ? C20 P1 C26 C27 -58.9(3) . . . . ? C14 P1 C26 C27 -169.6(2) . . . . ? Cu1 P1 C26 C27 62.7(2) . . . . ? C20 P1 C26 C31 179.4(2) . . . . ? C14 P1 C26 C31 68.7(3) . . . . ? Cu1 P1 C26 C31 -59.0(3) . . . . ? C31 C26 C27 C28 -52.8(4) . . . . ? P1 C26 C27 C28 -173.9(2) . . . . ? C26 C27 C28 C29 54.6(4) . . . . ? C27 C28 C29 C30 -56.4(4) . . . . ? C28 C29 C30 C31 57.3(4) . . . . ? C29 C30 C31 C26 -56.3(4) . . . . ? C27 C26 C31 C30 53.8(4) . . . . ? P1 C26 C31 C30 174.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 65.02 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.915 _refine_diff_density_min -0.945 _refine_diff_density_rms 0.112 _database_code_depnum_ccdc_archive 'CCDC 934406' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex_4_asa012_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Complex_4 _chemical_melting_point ? _chemical_formula_moiety 'C31 H48 Ag B N5 P S3, C H2 Cl2' _chemical_formula_sum 'C32 H50 Ag B Cl2 N5 P S3' _chemical_formula_weight 821.50 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' B B 0.0013 0.0007 '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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0925(8) _cell_length_b 10.9126(9) _cell_length_c 19.3386(16) _cell_angle_alpha 82.032(4) _cell_angle_beta 86.456(4) _cell_angle_gamma 89.467(4) _cell_volume 1896.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9355 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 33.09 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 852 _exptl_absorpt_coefficient_mu 0.910 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6195 _exptl_absorpt_correction_T_max 0.7467 _exptl_absorpt_process_details 'SADABS V2008/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 71519 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 33.96 _reflns_number_total 12737 _reflns_number_gt 11749 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0154P)^2^+4.3311P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12737 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0916 _refine_ls_wR_factor_gt 0.0896 _refine_ls_goodness_of_fit_ref 1.172 _refine_ls_restrained_S_all 1.172 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Ag1 Ag 0.812760(17) 0.147917(15) 0.289669(9) 0.01744(4) Uani 1 1 d . . . P1 P 0.98901(5) 0.15316(5) 0.19280(3) 0.01371(9) Uani 1 1 d . . . S1 S 0.86857(7) 0.09537(5) 0.41712(3) 0.02246(11) Uani 1 1 d . . . S2 S 0.53481(6) 0.13337(5) 0.29012(3) 0.01822(10) Uani 1 1 d . . . S3 S 0.87814(6) 0.56464(6) 0.29635(3) 0.02390(11) Uani 1 1 d . . . N1 N 0.79092(19) 0.32720(17) 0.44500(9) 0.0161(3) Uani 1 1 d . . . N2 N 0.55473(19) 0.24859(17) 0.40812(9) 0.0155(3) Uani 1 1 d . . . N3 N 0.3832(2) 0.10742(19) 0.41648(10) 0.0207(4) Uani 1 1 d . . . N4 N 0.62414(19) 0.47125(17) 0.36738(10) 0.0163(3) Uani 1 1 d . . . N5 N 0.6097(2) 0.66702(18) 0.32534(11) 0.0220(4) Uani 1 1 d . . . B1 B 0.6836(2) 0.3382(2) 0.38287(12) 0.0146(4) Uani 1 1 d . . . H1 H 0.747(3) 0.318(3) 0.3341(15) 0.018 Uiso 1 1 d . . . C1 C 0.8730(2) 0.2211(2) 0.46096(11) 0.0183(4) Uani 1 1 d . . . C2 C 0.9620(3) 0.2132(2) 0.51952(13) 0.0234(4) Uani 1 1 d . . . H2 H 1.0211 0.1418 0.5306 0.028 Uiso 1 1 calc R . . C3 C 0.9643(3) 0.3056(2) 0.56003(13) 0.0248(5) Uani 1 1 d . . . H3 H 1.0233 0.2987 0.5992 0.030 Uiso 1 1 calc R . . C4 C 0.8780(2) 0.4112(2) 0.54287(12) 0.0210(4) Uani 1 1 d . . . H4 H 0.8770 0.4764 0.5707 0.025 Uiso 1 1 calc R . . C5 C 0.7956(2) 0.4196(2) 0.48602(12) 0.0191(4) Uani 1 1 d . . . H5 H 0.7392 0.4924 0.4743 0.023 Uiso 1 1 calc R . . C6 C 0.4913(2) 0.1657(2) 0.37274(11) 0.0157(3) Uani 1 1 d . . . C7 C 0.4859(2) 0.2378(2) 0.47492(12) 0.0210(4) Uani 1 1 d . . . H7 H 0.5095 0.2841 0.5109 0.025 Uiso 1 1 calc R . . C8 C 0.3800(3) 0.1507(3) 0.48020(12) 0.0255(5) Uani 1 1 d . . . H8 H 0.3159 0.1243 0.5200 0.031 Uiso 1 1 calc R . . C9 C 0.2877(3) 0.0106(3) 0.39951(14) 0.0273(5) Uani 1 1 d . . . H9A H 0.2794 0.0197 0.3488 0.041 Uiso 1 1 calc R . . H9B H 0.1898 0.0177 0.4228 0.041 Uiso 1 1 calc R . . H9C H 0.3298 -0.0706 0.4155 0.041 Uiso 1 1 calc R . . C10 C 0.7022(2) 0.5667(2) 0.32975(12) 0.0185(4) Uani 1 1 d . . . C11 C 0.4840(2) 0.5136(2) 0.38529(12) 0.0195(4) Uani 1 1 d . . . H11 H 0.4077 0.4654 0.4114 0.023 Uiso 1 1 calc R . . C12 C 0.4748(2) 0.6344(2) 0.35949(12) 0.0219(4) Uani 1 1 d . . . H12 H 0.3918 0.6869 0.3639 0.026 Uiso 1 1 calc R . . C13 C 0.6488(3) 0.7899(2) 0.28986(18) 0.0365(6) Uani 1 1 d . . . H13A H 0.7412 0.8162 0.3068 0.055 Uiso 1 1 calc R . . H13B H 0.5703 0.8484 0.2996 0.055 Uiso 1 1 calc R . . H13C H 0.6612 0.7878 0.2393 0.055 Uiso 1 1 calc R . . C14 C 1.0997(2) 0.2971(2) 0.18100(12) 0.0191(4) Uani 1 1 d . . . H14 H 1.0299 0.3673 0.1695 0.023 Uiso 1 1 calc R . . C15 C 1.1627(3) 0.3140(2) 0.25080(14) 0.0262(5) Uani 1 1 d . . . H15A H 1.0811 0.3148 0.2871 0.031 Uiso 1 1 calc R . . H15B H 1.2279 0.2433 0.2656 0.031 Uiso 1 1 calc R . . C16 C 1.2501(3) 0.4347(3) 0.24476(19) 0.0384(7) Uani 1 1 d . . . H16A H 1.1822 0.5058 0.2357 0.046 Uiso 1 1 calc R . . H16B H 1.2949 0.4400 0.2896 0.046 Uiso 1 1 calc R . . C17 C 1.3710(3) 0.4426(3) 0.1861(2) 0.0435(8) Uani 1 1 d . . . H17A H 1.4221 0.5232 0.1823 0.052 Uiso 1 1 calc R . . H17B H 1.4443 0.3762 0.1973 0.052 Uiso 1 1 calc R . . C18 C 1.3066(3) 0.4292(3) 0.11687(19) 0.0393(7) Uani 1 1 d . . . H18A H 1.3872 0.4312 0.0799 0.047 Uiso 1 1 calc R . . H18B H 1.2400 0.4998 0.1038 0.047 Uiso 1 1 calc R . . C19 C 1.2208(3) 0.3076(2) 0.12172(15) 0.0279(5) Uani 1 1 d . . . H19A H 1.1758 0.3033 0.0768 0.033 Uiso 1 1 calc R . . H19B H 1.2897 0.2370 0.1300 0.033 Uiso 1 1 calc R . . C20 C 0.8930(2) 0.1494(2) 0.11154(11) 0.0181(4) Uani 1 1 d . . . H20 H 0.9674 0.1427 0.0719 0.022 Uiso 1 1 calc R . . C21 C 0.8041(3) 0.2698(2) 0.09581(13) 0.0246(4) Uani 1 1 d . . . H21A H 0.7465 0.2853 0.1389 0.029 Uiso 1 1 calc R . . H21B H 0.8734 0.3397 0.0822 0.029 Uiso 1 1 calc R . . C22 C 0.6989(3) 0.2656(3) 0.03737(14) 0.0320(6) Uani 1 1 d . . . H22A H 0.6385 0.3419 0.0324 0.038 Uiso 1 1 calc R . . H22B H 0.7567 0.2625 -0.0074 0.038 Uiso 1 1 calc R . . C23 C 0.5982(3) 0.1534(3) 0.05279(14) 0.0339(6) Uani 1 1 d . . . H23A H 0.5329 0.1519 0.0138 0.041 Uiso 1 1 calc R . . H23B H 0.5355 0.1590 0.0960 0.041 Uiso 1 1 calc R . . C24 C 0.6892(3) 0.0350(3) 0.06195(14) 0.0304(5) Uani 1 1 d . . . H24A H 0.7486 0.0277 0.0180 0.036 Uiso 1 1 calc R . . H24B H 0.6225 -0.0374 0.0720 0.036 Uiso 1 1 calc R . . C25 C 0.7915(2) 0.0352(2) 0.12191(12) 0.0225(4) Uani 1 1 d . . . H25A H 0.8527 -0.0407 0.1254 0.027 Uiso 1 1 calc R . . H25B H 0.7313 0.0336 0.1665 0.027 Uiso 1 1 calc R . . C26 C 1.1265(2) 0.02582(19) 0.19921(11) 0.0147(3) Uani 1 1 d . . . H26 H 1.2122 0.0572 0.2216 0.018 Uiso 1 1 calc R . . C27 C 1.1890(2) -0.0120(2) 0.12963(11) 0.0184(4) Uani 1 1 d . . . H27A H 1.1100 -0.0491 0.1063 0.022 Uiso 1 1 calc R . . H27B H 1.2267 0.0620 0.0983 0.022 Uiso 1 1 calc R . . C28 C 1.3142(2) -0.1058(2) 0.14296(13) 0.0222(4) Uani 1 1 d . . . H28A H 1.3527 -0.1306 0.0979 0.027 Uiso 1 1 calc R . . H28B H 1.3955 -0.0666 0.1637 0.027 Uiso 1 1 calc R . . C29 C 1.2611(3) -0.2202(2) 0.19219(13) 0.0234(4) Uani 1 1 d . . . H29A H 1.3452 -0.2769 0.2019 0.028 Uiso 1 1 calc R . . H29B H 1.1870 -0.2643 0.1694 0.028 Uiso 1 1 calc R . . C30 C 1.1931(3) -0.1848(2) 0.26094(12) 0.0211(4) Uani 1 1 d . . . H30A H 1.2708 -0.1509 0.2865 0.025 Uiso 1 1 calc R . . H30B H 1.1526 -0.2599 0.2904 0.025 Uiso 1 1 calc R . . C31 C 1.0702(2) -0.08884(19) 0.24881(11) 0.0177(4) Uani 1 1 d . . . H31A H 1.0339 -0.0639 0.2941 0.021 Uiso 1 1 calc R . . H31B H 0.9869 -0.1259 0.2284 0.021 Uiso 1 1 calc R . . C32A C 0.7803(4) 0.5999(4) 0.1145(2) 0.0521(9) Uani 0.607(13) 1 d P A 1 H32A H 0.7986 0.5914 0.1649 0.063 Uiso 0.607(13) 1 calc PR A 1 H32B H 0.7409 0.5197 0.1056 0.063 Uiso 0.607(13) 1 calc PR A 1 Cl1A Cl 0.9442(3) 0.6221(5) 0.06921(16) 0.0506(8) Uani 0.607(13) 1 d P A 1 Cl2A Cl 0.6456(5) 0.7080(4) 0.0994(3) 0.0622(10) Uani 0.607(13) 1 d P A 1 C32B C 0.7803(4) 0.5999(4) 0.1145(2) 0.0521(9) Uani 0.393(13) 1 d P A 2 H32C H 0.7884 0.5113 0.1087 0.063 Uiso 0.393(13) 1 calc PR A 2 H32D H 0.7724 0.6062 0.1652 0.063 Uiso 0.393(13) 1 calc PR A 2 Cl1B Cl 0.9472(4) 0.6858(13) 0.0721(2) 0.064(2) Uani 0.393(13) 1 d P A 2 Cl2B Cl 0.6285(4) 0.6629(9) 0.0762(4) 0.0630(19) Uani 0.393(13) 1 d P A 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 Ag1 0.01733(7) 0.01690(7) 0.01755(7) -0.00297(5) 0.00421(5) 0.00260(5) P1 0.0115(2) 0.0154(2) 0.0141(2) -0.00205(17) -0.00014(16) 0.00109(17) S1 0.0287(3) 0.0192(2) 0.0190(2) -0.00107(19) -0.0030(2) 0.0086(2) S2 0.0165(2) 0.0226(2) 0.0169(2) -0.00705(18) -0.00146(17) 0.00039(18) S3 0.0177(2) 0.0217(3) 0.0312(3) -0.0009(2) 0.0016(2) -0.00284(19) N1 0.0124(7) 0.0198(8) 0.0164(8) -0.0039(6) 0.0004(6) -0.0023(6) N2 0.0132(7) 0.0182(8) 0.0158(8) -0.0057(6) 0.0010(6) -0.0014(6) N3 0.0156(8) 0.0271(9) 0.0201(9) -0.0071(7) 0.0019(6) -0.0074(7) N4 0.0135(7) 0.0172(8) 0.0190(8) -0.0055(6) -0.0014(6) 0.0014(6) N5 0.0212(8) 0.0165(8) 0.0281(10) -0.0019(7) -0.0037(7) 0.0026(7) B1 0.0121(8) 0.0159(9) 0.0163(10) -0.0039(8) -0.0007(7) 0.0000(7) C1 0.0146(8) 0.0235(10) 0.0159(9) -0.0002(7) -0.0005(7) -0.0015(7) C2 0.0204(10) 0.0254(11) 0.0232(11) 0.0023(8) -0.0047(8) -0.0007(8) C3 0.0201(10) 0.0330(12) 0.0206(10) 0.0006(9) -0.0048(8) -0.0068(9) C4 0.0176(9) 0.0251(10) 0.0208(10) -0.0053(8) -0.0005(7) -0.0047(8) C5 0.0158(8) 0.0222(10) 0.0201(10) -0.0056(8) 0.0001(7) -0.0034(7) C6 0.0115(8) 0.0189(9) 0.0171(9) -0.0034(7) -0.0015(6) 0.0007(7) C7 0.0187(9) 0.0293(11) 0.0163(9) -0.0085(8) 0.0028(7) -0.0045(8) C8 0.0202(10) 0.0383(13) 0.0189(10) -0.0087(9) 0.0045(8) -0.0092(9) C9 0.0232(10) 0.0324(12) 0.0276(12) -0.0085(10) 0.0009(9) -0.0132(9) C10 0.0175(9) 0.0171(9) 0.0218(10) -0.0047(7) -0.0039(7) 0.0024(7) C11 0.0138(8) 0.0229(10) 0.0234(10) -0.0083(8) -0.0024(7) 0.0041(7) C12 0.0190(9) 0.0234(10) 0.0247(11) -0.0071(8) -0.0036(8) 0.0052(8) C13 0.0347(14) 0.0175(11) 0.0548(18) 0.0036(11) -0.0016(12) 0.0026(10) C14 0.0137(8) 0.0147(9) 0.0283(11) -0.0008(8) -0.0016(7) 0.0011(7) C15 0.0236(10) 0.0221(11) 0.0350(13) -0.0086(9) -0.0086(9) -0.0014(8) C16 0.0304(13) 0.0233(12) 0.065(2) -0.0163(13) -0.0093(13) -0.0030(10) C17 0.0184(11) 0.0203(12) 0.093(3) -0.0126(14) -0.0021(13) -0.0022(9) C18 0.0257(12) 0.0211(12) 0.066(2) 0.0049(12) 0.0124(13) -0.0033(10) C19 0.0214(10) 0.0241(11) 0.0354(13) 0.0023(10) 0.0066(9) -0.0032(9) C20 0.0137(8) 0.0249(10) 0.0156(9) -0.0030(7) -0.0013(7) 0.0010(7) C21 0.0191(9) 0.0302(12) 0.0238(11) -0.0002(9) -0.0050(8) 0.0054(9) C22 0.0232(11) 0.0486(16) 0.0232(11) 0.0008(11) -0.0072(9) 0.0085(11) C23 0.0163(10) 0.0614(19) 0.0259(12) -0.0110(12) -0.0064(9) 0.0028(11) C24 0.0210(10) 0.0487(16) 0.0246(11) -0.0153(11) -0.0019(9) -0.0057(10) C25 0.0183(9) 0.0306(12) 0.0199(10) -0.0075(9) -0.0016(7) -0.0029(8) C26 0.0134(8) 0.0157(8) 0.0151(8) -0.0028(7) 0.0003(6) 0.0018(7) C27 0.0171(9) 0.0205(9) 0.0173(9) -0.0032(7) 0.0014(7) 0.0036(7) C28 0.0189(9) 0.0237(10) 0.0240(10) -0.0057(8) 0.0033(8) 0.0051(8) C29 0.0245(10) 0.0186(10) 0.0276(11) -0.0060(8) 0.0000(8) 0.0047(8) C30 0.0221(10) 0.0159(9) 0.0243(10) -0.0002(8) -0.0002(8) 0.0022(8) C31 0.0175(9) 0.0163(9) 0.0184(9) -0.0005(7) 0.0023(7) 0.0005(7) C32A 0.0483(19) 0.055(2) 0.050(2) 0.0043(16) -0.0082(16) 0.0218(17) Cl1A 0.0306(7) 0.0683(18) 0.0482(9) 0.0065(10) 0.0006(6) 0.0089(9) Cl2A 0.0428(12) 0.0468(13) 0.0918(19) 0.0062(12) -0.0011(13) 0.0240(9) C32B 0.0483(19) 0.055(2) 0.050(2) 0.0043(16) -0.0082(16) 0.0218(17) Cl1B 0.0267(11) 0.121(6) 0.0447(14) -0.009(2) -0.0012(9) -0.011(2) Cl2B 0.0266(10) 0.080(4) 0.073(3) 0.023(2) -0.0064(12) -0.0098(14) _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 Ag1 P1 2.3836(6) . ? Ag1 S2 2.5331(6) . ? Ag1 S1 2.5336(6) . ? Ag1 H1 2.21(3) . ? P1 C20 1.849(2) . ? P1 C14 1.853(2) . ? P1 C26 1.857(2) . ? S1 C1 1.712(2) . ? S2 C6 1.706(2) . ? S3 C10 1.689(2) . ? N1 C5 1.369(3) . ? N1 C1 1.380(3) . ? N1 B1 1.586(3) . ? N2 C6 1.359(3) . ? N2 C7 1.391(3) . ? N2 B1 1.544(3) . ? N3 C6 1.359(3) . ? N3 C8 1.378(3) . ? N3 C9 1.458(3) . ? N4 C10 1.363(3) . ? N4 C11 1.391(3) . ? N4 B1 1.541(3) . ? N5 C10 1.370(3) . ? N5 C12 1.383(3) . ? N5 C13 1.456(3) . ? B1 H1 1.12(3) . ? C1 C2 1.424(3) . ? C2 C3 1.361(4) . ? C2 H2 0.9500 . ? C3 C4 1.401(3) . ? C3 H3 0.9500 . ? C4 C5 1.360(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 C8 1.348(3) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C11 C12 1.347(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C19 1.533(3) . ? C14 C15 1.534(3) . ? C14 H14 1.0000 . ? C15 C16 1.531(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.524(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.520(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.535(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.541(3) . ? C20 C25 1.541(3) . ? C20 H20 1.0000 . ? C21 C22 1.531(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.520(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.524(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.531(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.536(3) . ? C26 C31 1.538(3) . ? C26 H26 1.0000 . ? C27 C28 1.533(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.524(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.528(3) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.531(3) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32A Cl1A 1.683(5) . ? C32A Cl2A 1.703(4) . ? C32A H32A 0.9900 . ? C32A H32B 0.9900 . ? 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 P1 Ag1 S2 128.325(19) . . ? P1 Ag1 S1 125.32(2) . . ? S2 Ag1 S1 104.41(2) . . ? P1 Ag1 H1 121.4(7) . . ? S2 Ag1 H1 79.5(7) . . ? S1 Ag1 H1 77.0(7) . . ? C20 P1 C14 107.38(10) . . ? C20 P1 C26 107.70(10) . . ? C14 P1 C26 104.93(9) . . ? C20 P1 Ag1 109.69(7) . . ? C14 P1 Ag1 111.31(7) . . ? C26 P1 Ag1 115.43(7) . . ? C1 S1 Ag1 113.99(8) . . ? C6 S2 Ag1 98.86(7) . . ? C5 N1 C1 119.49(19) . . ? C5 N1 B1 120.11(18) . . ? C1 N1 B1 120.26(17) . . ? C6 N2 C7 107.89(17) . . ? C6 N2 B1 128.40(17) . . ? C7 N2 B1 123.68(17) . . ? C6 N3 C8 109.88(18) . . ? C6 N3 C9 125.21(19) . . ? C8 N3 C9 124.9(2) . . ? C10 N4 C11 108.69(18) . . ? C10 N4 B1 123.96(17) . . ? C11 N4 B1 127.28(18) . . ? C10 N5 C12 110.14(19) . . ? C10 N5 C13 124.7(2) . . ? C12 N5 C13 125.2(2) . . ? N4 B1 N2 109.64(16) . . ? N4 B1 N1 110.57(17) . . ? N2 B1 N1 106.03(17) . . ? N4 B1 H1 106.8(15) . . ? N2 B1 H1 114.9(15) . . ? N1 B1 H1 108.9(15) . . ? N1 C1 C2 118.1(2) . . ? N1 C1 S1 124.09(16) . . ? C2 C1 S1 117.73(18) . . ? C3 C2 C1 121.5(2) . . ? C3 C2 H2 119.2 . . ? C1 C2 H2 119.2 . . ? C2 C3 C4 118.8(2) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 119.5(2) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 N1 122.5(2) . . ? C4 C5 H5 118.7 . . ? N1 C5 H5 118.7 . . ? N3 C6 N2 107.03(18) . . ? N3 C6 S2 124.04(16) . . ? N2 C6 S2 128.92(16) . . ? C8 C7 N2 108.66(19) . . ? C8 C7 H7 125.7 . . ? N2 C7 H7 125.7 . . ? C7 C8 N3 106.5(2) . . ? C7 C8 H8 126.7 . . ? N3 C8 H8 126.7 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 N5 106.05(18) . . ? N4 C10 S3 127.61(16) . . ? N5 C10 S3 126.32(18) . . ? C12 C11 N4 108.5(2) . . ? C12 C11 H11 125.7 . . ? N4 C11 H11 125.7 . . ? C11 C12 N5 106.57(19) . . ? C11 C12 H12 126.7 . . ? N5 C12 H12 126.7 . . ? N5 C13 H13A 109.5 . . ? N5 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N5 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C19 C14 C15 111.17(19) . . ? C19 C14 P1 115.59(16) . . ? C15 C14 P1 109.19(16) . . ? C19 C14 H14 106.8 . . ? C15 C14 H14 106.8 . . ? P1 C14 H14 106.8 . . ? C16 C15 C14 111.4(2) . . ? C16 C15 H15A 109.4 . . ? C14 C15 H15A 109.4 . . ? C16 C15 H15B 109.4 . . ? C14 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? C17 C16 C15 111.7(2) . . ? C17 C16 H16A 109.3 . . ? C15 C16 H16A 109.3 . . ? C17 C16 H16B 109.3 . . ? C15 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? C18 C17 C16 110.7(2) . . ? C18 C17 H17A 109.5 . . ? C16 C17 H17A 109.5 . . ? C18 C17 H17B 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? C17 C18 C19 111.1(2) . . ? C17 C18 H18A 109.4 . . ? C19 C18 H18A 109.4 . . ? C17 C18 H18B 109.4 . . ? C19 C18 H18B 109.4 . . ? H18A C18 H18B 108.0 . . ? C14 C19 C18 111.4(2) . . ? C14 C19 H19A 109.3 . . ? C18 C19 H19A 109.3 . . ? C14 C19 H19B 109.3 . . ? C18 C19 H19B 109.3 . . ? H19A C19 H19B 108.0 . . ? C21 C20 C25 111.20(18) . . ? C21 C20 P1 109.04(15) . . ? C25 C20 P1 108.44(15) . . ? C21 C20 H20 109.4 . . ? C25 C20 H20 109.4 . . ? P1 C20 H20 109.4 . . ? C22 C21 C20 112.8(2) . . ? C22 C21 H21A 109.0 . . ? C20 C21 H21A 109.0 . . ? C22 C21 H21B 109.0 . . ? C20 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? C23 C22 C21 111.2(2) . . ? C23 C22 H22A 109.4 . . ? C21 C22 H22A 109.4 . . ? C23 C22 H22B 109.4 . . ? C21 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C22 C23 C24 110.2(2) . . ? C22 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? C23 C24 C25 110.7(2) . . ? C23 C24 H24A 109.5 . . ? C25 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C24 C25 C20 112.3(2) . . ? C24 C25 H25A 109.1 . . ? C20 C25 H25A 109.1 . . ? C24 C25 H25B 109.1 . . ? C20 C25 H25B 109.1 . . ? H25A C25 H25B 107.9 . . ? C27 C26 C31 110.17(17) . . ? C27 C26 P1 116.18(14) . . ? C31 C26 P1 112.09(13) . . ? C27 C26 H26 105.9 . . ? C31 C26 H26 105.9 . . ? P1 C26 H26 105.9 . . ? C28 C27 C26 109.96(18) . . ? C28 C27 H27A 109.7 . . ? C26 C27 H27A 109.7 . . ? C28 C27 H27B 109.7 . . ? C26 C27 H27B 109.7 . . ? H27A C27 H27B 108.2 . . ? C29 C28 C27 111.21(18) . . ? C29 C28 H28A 109.4 . . ? C27 C28 H28A 109.4 . . ? C29 C28 H28B 109.4 . . ? C27 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? C28 C29 C30 110.93(18) . . ? C28 C29 H29A 109.5 . . ? C30 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 108.0 . . ? C29 C30 C31 111.86(19) . . ? C29 C30 H30A 109.2 . . ? C31 C30 H30A 109.2 . . ? C29 C30 H30B 109.2 . . ? C31 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? C30 C31 C26 110.76(17) . . ? C30 C31 H31A 109.5 . . ? C26 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 108.1 . . ? Cl1A C32A Cl2A 118.8(3) . . ? Cl1A C32A H32A 107.6 . . ? Cl2A C32A H32A 107.6 . . ? Cl1A C32A H32B 107.6 . . ? Cl2A C32A H32B 107.6 . . ? H32A C32A H32B 107.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 Ag1 P1 C20 1.64(8) . . . . ? S1 Ag1 P1 C20 163.23(8) . . . . ? S2 Ag1 P1 C14 120.33(8) . . . . ? S1 Ag1 P1 C14 -78.08(8) . . . . ? S2 Ag1 P1 C26 -120.21(7) . . . . ? S1 Ag1 P1 C26 41.38(8) . . . . ? P1 Ag1 S1 C1 103.99(8) . . . . ? S2 Ag1 S1 C1 -90.83(8) . . . . ? P1 Ag1 S2 C6 -168.50(8) . . . . ? S1 Ag1 S2 C6 26.93(8) . . . . ? C10 N4 B1 N2 -164.47(19) . . . . ? C11 N4 B1 N2 12.1(3) . . . . ? C10 N4 B1 N1 79.0(2) . . . . ? C11 N4 B1 N1 -104.5(2) . . . . ? C6 N2 B1 N4 106.1(2) . . . . ? C7 N2 B1 N4 -76.0(2) . . . . ? C6 N2 B1 N1 -134.5(2) . . . . ? C7 N2 B1 N1 43.3(3) . . . . ? C5 N1 B1 N4 13.5(3) . . . . ? C1 N1 B1 N4 -170.71(17) . . . . ? C5 N1 B1 N2 -105.2(2) . . . . ? C1 N1 B1 N2 70.5(2) . . . . ? C5 N1 C1 C2 -1.0(3) . . . . ? B1 N1 C1 C2 -176.78(19) . . . . ? C5 N1 C1 S1 176.01(16) . . . . ? B1 N1 C1 S1 0.2(3) . . . . ? Ag1 S1 C1 N1 29.9(2) . . . . ? Ag1 S1 C1 C2 -153.12(15) . . . . ? N1 C1 C2 C3 1.5(3) . . . . ? S1 C1 C2 C3 -175.63(19) . . . . ? C1 C2 C3 C4 -0.7(4) . . . . ? C2 C3 C4 C5 -0.7(3) . . . . ? C3 C4 C5 N1 1.3(3) . . . . ? C1 N1 C5 C4 -0.4(3) . . . . ? B1 N1 C5 C4 175.4(2) . . . . ? C8 N3 C6 N2 -1.5(3) . . . . ? C9 N3 C6 N2 -179.6(2) . . . . ? C8 N3 C6 S2 177.33(18) . . . . ? C9 N3 C6 S2 -0.8(3) . . . . ? C7 N2 C6 N3 1.4(2) . . . . ? B1 N2 C6 N3 179.55(19) . . . . ? C7 N2 C6 S2 -177.32(17) . . . . ? B1 N2 C6 S2 0.8(3) . . . . ? Ag1 S2 C6 N3 -140.03(18) . . . . ? Ag1 S2 C6 N2 38.5(2) . . . . ? C6 N2 C7 C8 -0.9(3) . . . . ? B1 N2 C7 C8 -179.1(2) . . . . ? N2 C7 C8 N3 -0.1(3) . . . . ? C6 N3 C8 C7 1.0(3) . . . . ? C9 N3 C8 C7 179.1(2) . . . . ? C11 N4 C10 N5 0.4(2) . . . . ? B1 N4 C10 N5 177.56(18) . . . . ? C11 N4 C10 S3 179.27(17) . . . . ? B1 N4 C10 S3 -3.6(3) . . . . ? C12 N5 C10 N4 -0.4(3) . . . . ? C13 N5 C10 N4 179.5(2) . . . . ? C12 N5 C10 S3 -179.25(18) . . . . ? C13 N5 C10 S3 0.6(4) . . . . ? C10 N4 C11 C12 -0.3(3) . . . . ? B1 N4 C11 C12 -177.3(2) . . . . ? N4 C11 C12 N5 0.1(3) . . . . ? C10 N5 C12 C11 0.2(3) . . . . ? C13 N5 C12 C11 -179.7(2) . . . . ? C20 P1 C14 C19 -62.24(19) . . . . ? C26 P1 C14 C19 52.16(19) . . . . ? Ag1 P1 C14 C19 177.69(15) . . . . ? C20 P1 C14 C15 171.55(15) . . . . ? C26 P1 C14 C15 -74.05(17) . . . . ? Ag1 P1 C14 C15 51.48(16) . . . . ? C19 C14 C15 C16 53.7(3) . . . . ? P1 C14 C15 C16 -177.64(18) . . . . ? C14 C15 C16 C17 -55.1(3) . . . . ? C15 C16 C17 C18 56.6(3) . . . . ? C16 C17 C18 C19 -56.8(3) . . . . ? C15 C14 C19 C18 -54.3(3) . . . . ? P1 C14 C19 C18 -179.47(19) . . . . ? C17 C18 C19 C14 56.1(3) . . . . ? C14 P1 C20 C21 -54.82(17) . . . . ? C26 P1 C20 C21 -167.36(15) . . . . ? Ag1 P1 C20 C21 66.27(16) . . . . ? C14 P1 C20 C25 -176.04(14) . . . . ? C26 P1 C20 C25 71.43(16) . . . . ? Ag1 P1 C20 C25 -54.94(15) . . . . ? C25 C20 C21 C22 -50.0(3) . . . . ? P1 C20 C21 C22 -169.49(17) . . . . ? C20 C21 C22 C23 54.0(3) . . . . ? C21 C22 C23 C24 -58.0(3) . . . . ? C22 C23 C24 C25 59.1(3) . . . . ? C23 C24 C25 C20 -56.2(3) . . . . ? C21 C20 C25 C24 51.1(3) . . . . ? P1 C20 C25 C24 170.96(16) . . . . ? C20 P1 C26 C27 28.52(18) . . . . ? C14 P1 C26 C27 -85.65(17) . . . . ? Ag1 P1 C26 C27 151.44(13) . . . . ? C20 P1 C26 C31 -99.37(16) . . . . ? C14 P1 C26 C31 146.46(15) . . . . ? Ag1 P1 C26 C31 23.55(16) . . . . ? C31 C26 C27 C28 -58.3(2) . . . . ? P1 C26 C27 C28 172.87(15) . . . . ? C26 C27 C28 C29 58.2(2) . . . . ? C27 C28 C29 C30 -56.0(3) . . . . ? C28 C29 C30 C31 54.5(3) . . . . ? C29 C30 C31 C26 -55.1(2) . . . . ? C27 C26 C31 C30 56.9(2) . . . . ? P1 C26 C31 C30 -172.08(15) . . . . ? _diffrn_measured_fraction_theta_max 0.825 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.347 _refine_diff_density_min -1.203 _refine_diff_density_rms 0.094 _database_code_depnum_ccdc_archive 'CCDC 934407'