# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2009 # Attachment 'Doerrer-CuAu-all_xray-v2.cif' data_For_Five_Compounds _publ_contact_author_name 'Linda H. Doerrer' _publ_contact_author_address ; Boston University, Chemistry Department 590 Commonwealth Avenue Boston, MA 02215 ; _publ_contact_author_phone (617)358-4335 _publ_contact_author_fax (617)353-6466 _publ_contact_author_email doerrer@bu.edu _publ_requested_journal 'Dalton Transactions' _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter ; June 11, 2008 Please consider this CIF submission for publication in Dalton Transactions. All authors have seen and approved this submission. The CIFs have passed the Chester CHECKCIF routines and give satisfactory PRINTCIF files, including the author's responses in the accompanying CIFreport document. Linda H. Doerrer ; _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_paper_category ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _iucr_compatibility_tag ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? _publ_section_title ; Tris(t-butyl)terpyridine Copper(II) Isothiocyanate Complexes and Ligand Field Effects ; _publ_section_title_footnote ; ? ; loop_ _publ_author_name _publ_author_address R.J.Allenbaugh ; Boston University, Chemistry Department 590 Commonwealth Avenue Boston, MA 02215 ; A.L.Rheingold ; Department of Chemistry and Biochemistry MC 0358 University of California, San Diego 9500 Gilman Drive La Jolla, CA 92093 ; 'Linda H. Doerrer' ; Boston University, Chemistry Department 590 Commonwealth Avenue Boston, MA 02215 ; data_lhd95-Compound-1b _database_code_depnum_ccdc_archive 'CCDC 692077' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H35 Cu N5 O6' _chemical_formula_weight 589.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.7606(6) _cell_length_b 15.7273(7) _cell_length_c 14.1786(7) _cell_angle_alpha 90.00 _cell_angle_beta 102.698(2) _cell_angle_gamma 90.00 _cell_volume 2775.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9957 _cell_measurement_theta_min 17.04 _cell_measurement_theta_max 68.12 _exptl_crystal_description blade _exptl_crystal_colour green _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1236 _exptl_absorpt_coefficient_mu 1.529 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.6742 _exptl_absorpt_correction_T_max 0.8621 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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_reflns_number 19189 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 16.59 _diffrn_reflns_theta_max 68.28 _reflns_number_total 4787 _reflns_number_gt 4158 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0680P)^2^+1.5400P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0009(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4787 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0438 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.1089 _refine_ls_wR_factor_gt 0.1030 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.002 _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 0.70359(2) 0.556338(18) 0.19545(2) 0.01655(13) Uani 1 1 d . . . O1 O 0.72853(12) 0.44765(10) 0.11027(12) 0.0252(3) Uani 1 1 d . . . O2 O 0.82607(13) 0.36837(11) 0.03925(12) 0.0308(4) Uani 1 1 d . . . O3 O 0.90222(13) 0.44613(11) 0.16072(13) 0.0310(4) Uani 1 1 d . . . O4 O 0.76748(12) 0.50518(9) 0.32221(10) 0.0219(3) Uani 1 1 d . . . O5 O 0.71799(14) 0.62775(11) 0.36806(13) 0.0327(4) Uani 1 1 d . . . O6 O 0.75579(15) 0.52440(14) 0.47113(12) 0.0401(4) Uani 1 1 d . . . N1 N 0.81755(14) 0.63681(11) 0.17028(12) 0.0188(4) Uani 1 1 d . . . N2 N 0.61529(13) 0.63168(11) 0.10313(12) 0.0169(3) Uani 1 1 d . . . N3 N 0.55490(14) 0.50990(11) 0.19516(12) 0.0187(3) Uani 1 1 d . . . N4 N 0.82137(14) 0.42031(11) 0.10389(13) 0.0208(4) Uani 1 1 d . . . N5 N 0.74653(14) 0.55350(12) 0.38954(13) 0.0230(4) Uani 1 1 d . . . C1 C 0.92301(17) 0.63384(14) 0.20778(15) 0.0220(4) Uani 1 1 d . . . H1A H 0.9498 0.5921 0.2554 0.026 Uiso 1 1 calc R . . C2 C 0.99517(17) 0.68944(14) 0.17986(16) 0.0227(4) Uani 1 1 d . . . H2A H 1.0696 0.6851 0.2085 0.027 Uiso 1 1 calc R . . C3 C 0.95937(16) 0.75134(13) 0.11043(14) 0.0187(4) Uani 1 1 d . . . C4 C 0.84786(16) 0.75479(13) 0.07249(14) 0.0184(4) Uani 1 1 d . . . H4A H 0.8190 0.7966 0.0256 0.022 Uiso 1 1 calc R . . C5 C 0.78050(16) 0.69772(13) 0.10321(14) 0.0185(4) Uani 1 1 d . . . C6 C 0.66249(16) 0.69620(13) 0.06683(14) 0.0177(4) Uani 1 1 d . . . C7 C 0.60147(16) 0.75439(13) 0.00437(15) 0.0191(4) Uani 1 1 d . . . H7A H 0.6353 0.7998 -0.0216 0.023 Uiso 1 1 calc R . . C8 C 0.48968(17) 0.74558(13) -0.02011(14) 0.0193(4) Uani 1 1 d . . . C9 C 0.44242(16) 0.67766(13) 0.01934(14) 0.0183(4) Uani 1 1 d . . . H9A H 0.3667 0.6701 0.0040 0.022 Uiso 1 1 calc R . . C10 C 0.50849(16) 0.62157(13) 0.08146(14) 0.0175(4) Uani 1 1 d . . . C11 C 0.47325(17) 0.54850(12) 0.13330(14) 0.0177(4) Uani 1 1 d . . . C12 C 0.36712(16) 0.52352(13) 0.12297(14) 0.0191(4) Uani 1 1 d . . . H12A H 0.3118 0.5519 0.0783 0.023 Uiso 1 1 calc R . . C13 C 0.34190(17) 0.45621(13) 0.17879(15) 0.0203(4) Uani 1 1 d . . . C14 C 0.42779(18) 0.41672(14) 0.24141(17) 0.0254(5) Uani 1 1 d . . . H14A H 0.4147 0.3704 0.2803 0.031 Uiso 1 1 calc R . . C15 C 0.53154(18) 0.44447(13) 0.24716(17) 0.0244(5) Uani 1 1 d . . . H15A H 0.5886 0.4160 0.2897 0.029 Uiso 1 1 calc R . . C16 C 1.03337(16) 0.81443(13) 0.07526(15) 0.0204(4) Uani 1 1 d . . . C17 C 1.15123(17) 0.79872(15) 0.12248(17) 0.0244(4) Uani 1 1 d . . . H17A H 1.1714 0.7411 0.1069 0.037 Uiso 1 1 calc R . . H17B H 1.1619 0.8047 0.1927 0.037 Uiso 1 1 calc R . . H17C H 1.1961 0.8402 0.0981 0.037 Uiso 1 1 calc R . . C18 C 1.01764(17) 0.80601(15) -0.03512(16) 0.0252(5) Uani 1 1 d . . . H18A H 1.0371 0.7484 -0.0512 0.038 Uiso 1 1 calc R . . H18B H 1.0635 0.8473 -0.0585 0.038 Uiso 1 1 calc R . . H18C H 0.9423 0.8170 -0.0659 0.038 Uiso 1 1 calc R . . C19 C 1.00282(17) 0.90481(14) 0.09981(18) 0.0266(5) Uani 1 1 d . . . H19A H 1.0128 0.9106 0.1700 0.040 Uiso 1 1 calc R . . H19B H 0.9274 0.9156 0.0690 0.040 Uiso 1 1 calc R . . H19C H 1.0487 0.9460 0.0761 0.040 Uiso 1 1 calc R . . C20 C 0.42216(16) 0.80932(14) -0.08947(15) 0.0223(4) Uani 1 1 d . . . C21 C 0.4470(2) 0.79654(19) -0.19000(19) 0.0391(6) Uani 1 1 d . . . H21A H 0.4273 0.7386 -0.2126 0.059 Uiso 1 1 calc R . . H21B H 0.5239 0.8054 -0.1858 0.059 Uiso 1 1 calc R . . H21C H 0.4057 0.8375 -0.2355 0.059 Uiso 1 1 calc R . . C22 C 0.4535(2) 0.89954(17) -0.0549(2) 0.0420(6) Uani 1 1 d . . . H22A H 0.4377 0.9082 0.0090 0.063 Uiso 1 1 calc R . . H22B H 0.4125 0.9404 -0.1007 0.063 Uiso 1 1 calc R . . H22C H 0.5305 0.9080 -0.0508 0.063 Uiso 1 1 calc R . . C23 C 0.3021(2) 0.7968(2) -0.0982(2) 0.0465(7) Uani 1 1 d . . . H23A H 0.2851 0.8041 -0.0345 0.070 Uiso 1 1 calc R . . H23B H 0.2817 0.7394 -0.1223 0.070 Uiso 1 1 calc R . . H23C H 0.2623 0.8388 -0.1432 0.070 Uiso 1 1 calc R . . C24 C 0.22552(18) 0.43124(14) 0.17566(16) 0.0241(5) Uani 1 1 d . . . C25 C 0.1500(2) 0.45249(17) 0.07887(19) 0.0335(5) Uani 1 1 d . . . H25A H 0.1538 0.5135 0.0660 0.050 Uiso 1 1 calc R . . H25B H 0.0762 0.4373 0.0815 0.050 Uiso 1 1 calc R . . H25C H 0.1715 0.4202 0.0271 0.050 Uiso 1 1 calc R . . C26 C 0.2161(2) 0.3353(2) 0.1926(3) 0.0510(8) Uani 1 1 d . . . H26A H 0.1409 0.3209 0.1907 0.077 Uiso 1 1 calc R . . H26B H 0.2605 0.3201 0.2559 0.077 Uiso 1 1 calc R . . H26C H 0.2408 0.3038 0.1419 0.077 Uiso 1 1 calc R . . C27 C 0.1892(2) 0.4832(3) 0.2535(2) 0.0555(9) Uani 1 1 d . . . H27A H 0.1965 0.5439 0.2409 0.083 Uiso 1 1 calc R . . H27B H 0.2338 0.4688 0.3170 0.083 Uiso 1 1 calc R . . H27C H 0.1139 0.4703 0.2527 0.083 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 0.01668(18) 0.01483(19) 0.01823(18) 0.00220(10) 0.00404(12) 0.00046(10) O1 0.0192(7) 0.0258(8) 0.0308(8) -0.0093(6) 0.0058(6) 0.0000(6) O2 0.0287(8) 0.0288(9) 0.0359(9) -0.0124(7) 0.0095(7) 0.0032(6) O3 0.0212(8) 0.0366(10) 0.0328(9) -0.0057(7) 0.0005(7) -0.0013(6) O4 0.0252(7) 0.0197(8) 0.0213(7) 0.0009(6) 0.0060(6) 0.0053(6) O5 0.0375(9) 0.0255(9) 0.0370(9) -0.0088(7) 0.0127(7) 0.0041(7) O6 0.0366(9) 0.0653(13) 0.0185(8) 0.0036(8) 0.0064(7) -0.0058(9) N1 0.0191(8) 0.0168(8) 0.0204(8) 0.0008(6) 0.0037(6) 0.0009(6) N2 0.0170(8) 0.0161(8) 0.0175(8) 0.0005(6) 0.0035(6) -0.0008(6) N3 0.0204(8) 0.0156(8) 0.0204(8) 0.0012(6) 0.0054(6) 0.0015(6) N4 0.0206(9) 0.0204(9) 0.0219(8) -0.0004(7) 0.0055(7) 0.0003(7) N5 0.0181(8) 0.0321(11) 0.0190(9) -0.0042(7) 0.0041(7) -0.0025(7) C1 0.0197(10) 0.0218(11) 0.0229(10) 0.0023(8) 0.0010(8) 0.0012(8) C2 0.0172(9) 0.0230(11) 0.0261(10) 0.0003(8) 0.0012(8) -0.0007(8) C3 0.0178(9) 0.0179(10) 0.0204(9) -0.0036(8) 0.0042(7) -0.0020(7) C4 0.0178(9) 0.0178(10) 0.0192(9) 0.0002(7) 0.0033(7) -0.0005(7) C5 0.0191(10) 0.0167(10) 0.0194(9) -0.0007(7) 0.0036(8) 0.0006(7) C6 0.0196(10) 0.0143(10) 0.0202(9) 0.0005(7) 0.0061(8) -0.0022(7) C7 0.0197(10) 0.0171(10) 0.0215(9) 0.0027(8) 0.0070(8) -0.0012(7) C8 0.0209(10) 0.0175(10) 0.0201(9) 0.0007(8) 0.0056(8) -0.0005(8) C9 0.0178(9) 0.0177(10) 0.0194(9) 0.0004(8) 0.0040(7) -0.0015(7) C10 0.0188(9) 0.0168(10) 0.0174(9) -0.0010(7) 0.0052(7) -0.0022(7) C11 0.0215(10) 0.0145(10) 0.0180(9) -0.0016(7) 0.0064(8) -0.0001(7) C12 0.0210(10) 0.0166(10) 0.0200(9) -0.0004(8) 0.0053(7) -0.0016(7) C13 0.0243(10) 0.0159(10) 0.0229(10) -0.0041(8) 0.0098(8) -0.0036(8) C14 0.0296(11) 0.0185(11) 0.0301(11) 0.0052(9) 0.0108(9) -0.0017(8) C15 0.0266(11) 0.0169(11) 0.0309(11) 0.0072(8) 0.0092(9) 0.0011(8) C16 0.0175(10) 0.0186(10) 0.0255(10) -0.0032(8) 0.0055(8) -0.0026(8) C17 0.0167(10) 0.0254(11) 0.0309(11) -0.0012(9) 0.0049(8) -0.0017(8) C18 0.0217(10) 0.0289(12) 0.0260(11) -0.0006(9) 0.0077(8) -0.0024(8) C19 0.0212(10) 0.0193(11) 0.0388(12) -0.0053(9) 0.0058(9) -0.0029(8) C20 0.0185(10) 0.0230(11) 0.0247(10) 0.0078(8) 0.0034(8) 0.0006(8) C21 0.0452(15) 0.0417(15) 0.0279(12) 0.0107(11) 0.0027(11) 0.0078(12) C22 0.0390(14) 0.0268(13) 0.0529(16) 0.0035(11) -0.0055(12) 0.0068(11) C23 0.0232(12) 0.0535(18) 0.0614(18) 0.0325(14) 0.0063(12) 0.0047(11) C24 0.0257(11) 0.0225(11) 0.0262(11) -0.0024(8) 0.0103(9) -0.0083(8) C25 0.0255(11) 0.0416(15) 0.0345(13) 0.0021(10) 0.0087(10) -0.0100(10) C26 0.0427(15) 0.0386(17) 0.0645(19) 0.0193(14) -0.0038(14) -0.0186(12) C27 0.0331(14) 0.087(2) 0.0536(17) -0.0390(18) 0.0251(13) -0.0237(15) _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 N2 1.9336(17) . ? Cu1 O4 1.9744(15) . ? Cu1 N1 2.0178(17) . ? Cu1 N3 2.0323(17) . ? Cu1 O1 2.1566(15) . ? O1 N4 1.282(2) . ? O2 N4 1.239(2) . ? O3 N4 1.230(2) . ? O4 N5 1.293(2) . ? O5 N5 1.241(3) . ? O6 N5 1.225(3) . ? N1 C1 1.335(3) . ? N1 C5 1.360(3) . ? N2 C10 1.339(3) . ? N2 C6 1.339(3) . ? N3 C15 1.337(3) . ? N3 C11 1.350(3) . ? C1 C2 1.389(3) . ? C2 C3 1.388(3) . ? C3 C4 1.407(3) . ? C3 C16 1.527(3) . ? C4 C5 1.378(3) . ? C5 C6 1.481(3) . ? C6 C7 1.387(3) . ? C7 C8 1.399(3) . ? C8 C9 1.402(3) . ? C8 C20 1.530(3) . ? C9 C10 1.392(3) . ? C10 C11 1.486(3) . ? C11 C12 1.387(3) . ? C12 C13 1.401(3) . ? C13 C14 1.396(3) . ? C13 C24 1.527(3) . ? C14 C15 1.379(3) . ? C16 C17 1.526(3) . ? C16 C19 1.534(3) . ? C16 C18 1.539(3) . ? C20 C23 1.522(3) . ? C20 C22 1.526(4) . ? C20 C21 1.540(3) . ? C24 C27 1.525(3) . ? C24 C25 1.531(3) . ? C24 C26 1.536(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 Cu1 O4 158.21(6) . . ? N2 Cu1 N1 80.29(7) . . ? O4 Cu1 N1 104.31(7) . . ? N2 Cu1 N3 79.28(7) . . ? O4 Cu1 N3 93.09(7) . . ? N1 Cu1 N3 159.04(7) . . ? N2 Cu1 O1 104.03(7) . . ? O4 Cu1 O1 96.00(6) . . ? N1 Cu1 O1 101.38(6) . . ? N3 Cu1 O1 88.09(6) . . ? N4 O1 Cu1 123.90(12) . . ? N5 O4 Cu1 108.75(12) . . ? C1 N1 C5 117.94(18) . . ? C1 N1 Cu1 127.61(14) . . ? C5 N1 Cu1 114.35(13) . . ? C10 N2 C6 121.53(17) . . ? C10 N2 Cu1 119.66(13) . . ? C6 N2 Cu1 118.69(14) . . ? C15 N3 C11 118.07(18) . . ? C15 N3 Cu1 126.63(15) . . ? C11 N3 Cu1 115.26(13) . . ? O3 N4 O2 122.16(18) . . ? O3 N4 O1 119.87(17) . . ? O2 N4 O1 117.97(17) . . ? O6 N5 O5 123.0(2) . . ? O6 N5 O4 118.99(19) . . ? O5 N5 O4 117.96(18) . . ? N1 C1 C2 122.54(19) . . ? C3 C2 C1 120.53(19) . . ? C2 C3 C4 116.46(18) . . ? C2 C3 C16 123.81(18) . . ? C4 C3 C16 119.73(18) . . ? C5 C4 C3 120.17(19) . . ? N1 C5 C4 122.34(19) . . ? N1 C5 C6 113.76(17) . . ? C4 C5 C6 123.90(18) . . ? N2 C6 C7 120.55(18) . . ? N2 C6 C5 112.78(17) . . ? C7 C6 C5 126.64(18) . . ? C6 C7 C8 119.45(18) . . ? C7 C8 C9 118.75(19) . . ? C7 C8 C20 119.60(18) . . ? C9 C8 C20 121.65(18) . . ? C10 C9 C8 118.78(18) . . ? N2 C10 C9 120.94(18) . . ? N2 C10 C11 112.44(17) . . ? C9 C10 C11 126.58(18) . . ? N3 C11 C12 122.53(18) . . ? N3 C11 C10 113.26(17) . . ? C12 C11 C10 124.16(19) . . ? C11 C12 C13 119.65(19) . . ? C14 C13 C12 116.75(19) . . ? C14 C13 C24 121.78(19) . . ? C12 C13 C24 121.37(19) . . ? C15 C14 C13 120.4(2) . . ? N3 C15 C14 122.6(2) . . ? C17 C16 C3 111.84(18) . . ? C17 C16 C19 109.01(17) . . ? C3 C16 C19 108.77(16) . . ? C17 C16 C18 109.13(17) . . ? C3 C16 C18 108.92(17) . . ? C19 C16 C18 109.12(18) . . ? C23 C20 C22 109.5(2) . . ? C23 C20 C8 112.43(18) . . ? C22 C20 C8 109.39(18) . . ? C23 C20 C21 108.5(2) . . ? C22 C20 C21 109.0(2) . . ? C8 C20 C21 107.92(18) . . ? C27 C24 C13 106.82(18) . . ? C27 C24 C25 107.5(2) . . ? C13 C24 C25 112.75(18) . . ? C27 C24 C26 111.5(3) . . ? C13 C24 C26 110.9(2) . . ? C25 C24 C26 107.4(2) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 55.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.673 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.056 #===END data_lhd92-Compound-2b _database_code_depnum_ccdc_archive 'CCDC 692078' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H39 Cu F6 N4 O P S' _chemical_formula_weight 700.21 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' F F 0.0171 0.0103 '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' 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.8569(10) _cell_length_b 22.8389(17) _cell_length_c 11.2204(9) _cell_angle_alpha 90.00 _cell_angle_beta 94.2090(10) _cell_angle_gamma 90.00 _cell_volume 3285.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8947 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 28.01 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1452 _exptl_absorpt_coefficient_mu 0.840 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7690 _exptl_absorpt_correction_T_max 0.9133 _exptl_absorpt_process_details sadabs _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_reflns_number 24665 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 28.29 _reflns_number_total 7519 _reflns_number_gt 5576 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0750P)^2^+3.5000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7519 _refine_ls_number_parameters 392 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0759 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1520 _refine_ls_wR_factor_gt 0.1353 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.008 _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 0.17178(3) 0.563772(17) 0.47803(3) 0.01749(12) Uani 1 1 d . . . S1 S 0.39406(7) 0.40228(4) 0.53201(9) 0.0323(2) Uani 1 1 d . . . P1 P 0.09129(7) 0.66203(4) 1.05041(8) 0.0233(2) Uani 1 1 d . . . F1 F 0.21289(16) 0.64822(10) 1.0431(2) 0.0426(6) Uani 1 1 d . . . F2 F 0.11725(18) 0.69124(10) 1.17933(19) 0.0425(6) Uani 1 1 d . . . F3 F -0.02938(16) 0.67559(11) 1.0593(2) 0.0404(6) Uani 1 1 d . . . F4 F 0.0660(2) 0.63204(10) 0.92314(19) 0.0412(6) Uani 1 1 d . . . F5 F 0.10552(17) 0.72396(9) 0.9868(2) 0.0356(5) Uani 1 1 d . . . F6 F 0.07794(18) 0.60016(10) 1.11490(19) 0.0394(5) Uani 1 1 d . . . O1 O 0.2425(2) 0.60645(12) 0.3266(2) 0.0304(6) Uani 1 1 d . . . N1 N 0.2570(2) 0.49419(12) 0.4731(3) 0.0245(6) Uani 1 1 d . . . N2 N 0.26187(19) 0.60908(12) 0.6017(2) 0.0180(5) Uani 1 1 d . . . N3 N 0.06994(19) 0.61771(12) 0.5335(2) 0.0178(5) Uani 1 1 d . . . N4 N 0.0419(2) 0.53751(12) 0.3769(2) 0.0192(5) Uani 1 1 d . . . C4 C 0.3655(2) 0.60468(14) 0.6241(3) 0.0193(6) Uani 1 1 d . . . H4A H 0.4022 0.5765 0.5813 0.023 Uiso 1 1 calc R . . C5 C 0.4209(2) 0.63962(14) 0.7071(3) 0.0202(6) Uani 1 1 d . . . H5A H 0.4944 0.6355 0.7194 0.024 Uiso 1 1 calc R . . C6 C 0.3692(2) 0.68094(14) 0.7729(3) 0.0197(6) Uani 1 1 d . . . C7 C 0.2606(2) 0.68528(14) 0.7486(3) 0.0178(6) Uani 1 1 d . . . H7A H 0.2218 0.7128 0.7908 0.021 Uiso 1 1 calc R . . C8 C 0.2103(2) 0.64948(14) 0.6631(3) 0.0176(6) Uani 1 1 d . . . C9 C 0.0973(2) 0.65246(13) 0.6275(3) 0.0164(6) Uani 1 1 d . . . C10 C 0.0225(2) 0.68477(14) 0.6819(3) 0.0173(6) Uani 1 1 d . . . H10A H 0.0424 0.7092 0.7482 0.021 Uiso 1 1 calc R . . C11 C -0.0822(2) 0.68129(14) 0.6387(3) 0.0171(6) Uani 1 1 d . . . C12 C -0.1071(2) 0.64551(14) 0.5389(3) 0.0170(6) Uani 1 1 d . . . H12A H -0.1772 0.6426 0.5062 0.020 Uiso 1 1 calc R . . C13 C -0.0290(2) 0.61438(13) 0.4883(3) 0.0163(6) Uani 1 1 d . . . C14 C -0.0415(2) 0.57283(13) 0.3868(3) 0.0177(6) Uani 1 1 d . . . C15 C -0.1281(2) 0.57091(14) 0.3061(3) 0.0195(6) Uani 1 1 d . . . H15A H -0.1849 0.5967 0.3156 0.023 Uiso 1 1 calc R . . C16 C -0.1329(2) 0.53155(14) 0.2110(3) 0.0202(7) Uani 1 1 d . . . C17 C -0.0493(3) 0.49299(15) 0.2066(3) 0.0229(7) Uani 1 1 d . . . H17A H -0.0507 0.4635 0.1468 0.027 Uiso 1 1 calc R . . C18 C 0.0360(2) 0.49744(14) 0.2890(3) 0.0204(6) Uani 1 1 d . . . H18A H 0.0925 0.4711 0.2832 0.024 Uiso 1 1 calc R . . C19 C 0.4303(2) 0.71953(15) 0.8640(3) 0.0223(7) Uani 1 1 d . . . C20 C 0.4931(3) 0.67961(18) 0.9542(3) 0.0323(8) Uani 1 1 d . . . H20A H 0.5385 0.6539 0.9112 0.048 Uiso 1 1 calc R . . H20B H 0.4449 0.6558 0.9975 0.048 Uiso 1 1 calc R . . H20C H 0.5356 0.7038 1.0110 0.048 Uiso 1 1 calc R . . C21 C 0.5055(3) 0.75727(17) 0.7971(3) 0.0340(8) Uani 1 1 d . . . H21A H 0.5505 0.7319 0.7527 0.051 Uiso 1 1 calc R . . H21B H 0.5486 0.7809 0.8545 0.051 Uiso 1 1 calc R . . H21C H 0.4655 0.7832 0.7411 0.051 Uiso 1 1 calc R . . C22 C 0.3607(3) 0.75953(17) 0.9333(3) 0.0313(8) Uani 1 1 d . . . H22A H 0.4043 0.7832 0.9903 0.047 Uiso 1 1 calc R . . H22B H 0.3127 0.7356 0.9768 0.047 Uiso 1 1 calc R . . H22C H 0.3207 0.7854 0.8774 0.047 Uiso 1 1 calc R . . C23 C -0.1689(2) 0.71184(14) 0.7007(3) 0.0194(6) Uani 1 1 d . . . C24 C -0.1269(2) 0.75769(15) 0.7919(3) 0.0240(7) Uani 1 1 d . . . H24A H -0.0903 0.7885 0.7508 0.036 Uiso 1 1 calc R . . H24B H -0.0786 0.7389 0.8518 0.036 Uiso 1 1 calc R . . H24C H -0.1851 0.7750 0.8313 0.036 Uiso 1 1 calc R . . C25 C -0.2444(2) 0.74227(15) 0.6076(3) 0.0209(7) Uani 1 1 d . . . H25A H -0.2069 0.7725 0.5660 0.031 Uiso 1 1 calc R . . H25B H -0.3014 0.7604 0.6479 0.031 Uiso 1 1 calc R . . H25C H -0.2731 0.7133 0.5497 0.031 Uiso 1 1 calc R . . C26 C -0.2266(3) 0.66410(15) 0.7676(3) 0.0268(7) Uani 1 1 d . . . H26A H -0.1777 0.6453 0.8268 0.040 Uiso 1 1 calc R . . H26B H -0.2549 0.6347 0.7103 0.040 Uiso 1 1 calc R . . H26C H -0.2837 0.6820 0.8080 0.040 Uiso 1 1 calc R . . C27 C -0.2226(3) 0.53081(15) 0.1133(3) 0.0235(7) Uani 1 1 d . . . C28 C -0.2940(3) 0.58303(19) 0.1226(4) 0.0429(10) Uani 1 1 d . . . H28A H -0.3255 0.5820 0.1995 0.064 Uiso 1 1 calc R . . H28B H -0.3491 0.5817 0.0575 0.064 Uiso 1 1 calc R . . H28C H -0.2537 0.6192 0.1168 0.064 Uiso 1 1 calc R . . C29 C -0.2840(3) 0.47420(18) 0.1222(3) 0.0362(9) Uani 1 1 d . . . H29A H -0.3149 0.4727 0.1994 0.054 Uiso 1 1 calc R . . H29B H -0.2371 0.4407 0.1153 0.054 Uiso 1 1 calc R . . H29C H -0.3394 0.4727 0.0575 0.054 Uiso 1 1 calc R . . C30 C -0.1742(3) 0.53321(19) -0.0089(3) 0.0370(9) Uani 1 1 d . . . H30A H -0.1343 0.5695 -0.0145 0.056 Uiso 1 1 calc R . . H30B H -0.2299 0.5320 -0.0733 0.056 Uiso 1 1 calc R . . H30C H -0.1278 0.4996 -0.0161 0.056 Uiso 1 1 calc R . . C31 C 0.3317(4) 0.5816(3) 0.2678(4) 0.0634(14) Uani 1 1 d . . . H31B H 0.3501 0.6078 0.2033 0.095 Uiso 1 1 calc R . . H31C H 0.3126 0.5431 0.2346 0.095 Uiso 1 1 calc R . . H31A H 0.3916 0.5776 0.3264 0.095 Uiso 1 1 calc R . . C32 C 0.3151(2) 0.45654(15) 0.4981(3) 0.0217(7) Uani 1 1 d . . . H1 H 0.202(3) 0.6196(19) 0.284(4) 0.035(13) Uiso 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 Cu1 0.01677(19) 0.0177(2) 0.0182(2) -0.00132(15) 0.00201(14) 0.00226(15) S1 0.0221(4) 0.0274(5) 0.0473(6) 0.0024(4) 0.0007(4) 0.0078(4) P1 0.0263(4) 0.0216(5) 0.0220(4) -0.0005(3) 0.0026(3) 0.0008(4) F1 0.0309(11) 0.0388(13) 0.0591(16) 0.0078(11) 0.0094(10) 0.0092(10) F2 0.0539(14) 0.0399(14) 0.0317(12) -0.0120(10) -0.0108(10) 0.0108(11) F3 0.0266(10) 0.0554(15) 0.0396(13) 0.0039(11) 0.0053(9) 0.0044(11) F4 0.0696(16) 0.0279(12) 0.0255(11) -0.0037(9) -0.0006(10) 0.0020(11) F5 0.0393(12) 0.0234(11) 0.0443(13) 0.0038(9) 0.0036(10) 0.0005(10) F6 0.0509(13) 0.0312(12) 0.0360(12) 0.0115(10) 0.0033(10) -0.0041(11) O1 0.0290(13) 0.0400(16) 0.0221(13) 0.0078(11) 0.0019(11) -0.0009(12) N1 0.0230(13) 0.0228(15) 0.0278(15) -0.0006(12) 0.0029(11) 0.0024(12) N2 0.0192(12) 0.0196(14) 0.0154(12) 0.0019(10) 0.0022(10) 0.0018(11) N3 0.0170(12) 0.0195(14) 0.0170(13) 0.0017(10) 0.0010(9) 0.0023(11) N4 0.0221(13) 0.0172(14) 0.0182(13) 0.0008(10) 0.0016(10) 0.0008(11) C4 0.0173(14) 0.0207(16) 0.0206(15) 0.0005(12) 0.0057(12) 0.0059(13) C5 0.0146(13) 0.0246(17) 0.0214(16) 0.0023(13) 0.0014(11) 0.0021(13) C6 0.0215(15) 0.0205(16) 0.0172(15) 0.0025(12) 0.0021(12) 0.0002(13) C7 0.0192(14) 0.0208(16) 0.0134(14) 0.0012(12) 0.0016(11) 0.0035(13) C8 0.0165(14) 0.0192(16) 0.0171(15) 0.0018(12) 0.0021(11) 0.0047(12) C9 0.0184(14) 0.0160(15) 0.0149(14) 0.0025(11) 0.0019(11) 0.0035(12) C10 0.0180(14) 0.0173(16) 0.0165(15) 0.0000(12) 0.0007(11) -0.0002(12) C11 0.0188(14) 0.0172(15) 0.0152(14) 0.0035(12) 0.0010(11) 0.0004(12) C12 0.0160(13) 0.0191(16) 0.0157(14) 0.0023(12) 0.0011(11) 0.0012(12) C13 0.0169(13) 0.0170(15) 0.0150(14) 0.0012(12) 0.0005(11) -0.0015(12) C14 0.0213(14) 0.0169(16) 0.0155(14) 0.0000(12) 0.0051(11) -0.0026(12) C15 0.0214(15) 0.0166(16) 0.0206(16) 0.0022(12) 0.0023(12) 0.0013(13) C16 0.0259(16) 0.0172(16) 0.0174(15) 0.0022(12) 0.0011(12) -0.0053(13) C17 0.0287(16) 0.0203(17) 0.0201(16) -0.0037(13) 0.0050(13) -0.0045(14) C18 0.0229(15) 0.0167(16) 0.0221(16) -0.0026(12) 0.0052(12) 0.0000(13) C19 0.0205(15) 0.0232(17) 0.0229(16) -0.0031(13) -0.0006(12) -0.0012(14) C20 0.0321(18) 0.038(2) 0.0249(18) -0.0037(16) -0.0094(14) 0.0019(17) C21 0.0285(18) 0.035(2) 0.039(2) -0.0049(17) 0.0063(15) -0.0086(17) C22 0.0264(17) 0.034(2) 0.033(2) -0.0129(16) -0.0002(14) -0.0032(16) C23 0.0173(14) 0.0232(17) 0.0179(15) -0.0001(13) 0.0029(11) 0.0046(13) C24 0.0230(16) 0.0290(19) 0.0201(16) -0.0058(14) 0.0022(12) 0.0080(14) C25 0.0160(14) 0.0240(17) 0.0226(16) -0.0008(13) 0.0011(12) 0.0048(13) C26 0.0248(16) 0.0285(19) 0.0280(18) 0.0041(14) 0.0088(13) 0.0027(15) C27 0.0307(17) 0.0211(17) 0.0179(16) 0.0021(13) -0.0027(13) -0.0035(14) C28 0.047(2) 0.041(2) 0.037(2) -0.0078(18) -0.0217(18) 0.013(2) C29 0.0339(19) 0.038(2) 0.035(2) 0.0072(17) -0.0071(15) -0.0147(18) C30 0.045(2) 0.049(3) 0.0173(17) 0.0035(16) -0.0007(15) -0.0084(19) C31 0.064(3) 0.085(4) 0.042(3) 0.003(3) 0.011(2) -0.012(3) C32 0.0188(15) 0.0231(17) 0.0242(17) -0.0062(13) 0.0069(12) -0.0028(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 Cu1 N1 1.933(3) . ? Cu1 N3 1.933(3) . ? Cu1 N2 2.025(3) . ? Cu1 N4 2.039(3) . ? Cu1 O1 2.211(2) . ? S1 C32 1.629(3) . ? P1 F3 1.592(2) . ? P1 F4 1.596(2) . ? P1 F5 1.601(2) . ? P1 F6 1.602(2) . ? P1 F1 1.603(2) . ? P1 F2 1.606(2) . ? O1 C31 1.478(6) . ? N1 C32 1.160(4) . ? N2 C4 1.341(4) . ? N2 C8 1.354(4) . ? N3 C13 1.336(4) . ? N3 C9 1.346(4) . ? N4 C18 1.343(4) . ? N4 C14 1.353(4) . ? C4 C5 1.384(4) . ? C5 C6 1.396(4) . ? C6 C7 1.407(4) . ? C6 C19 1.524(4) . ? C7 C8 1.385(4) . ? C8 C9 1.479(4) . ? C9 C10 1.389(4) . ? C10 C11 1.399(4) . ? C11 C12 1.404(4) . ? C11 C23 1.526(4) . ? C12 C13 1.386(4) . ? C13 C14 1.481(4) . ? C14 C15 1.384(4) . ? C15 C16 1.393(4) . ? C16 C17 1.393(5) . ? C16 C27 1.532(4) . ? C17 C18 1.385(4) . ? C19 C22 1.530(5) . ? C19 C21 1.532(5) . ? C19 C20 1.544(5) . ? C23 C24 1.534(4) . ? C23 C25 1.538(4) . ? C23 C26 1.544(4) . ? C27 C28 1.513(5) . ? C27 C29 1.522(5) . ? C27 C30 1.547(5) . ? 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 N1 Cu1 N3 158.67(12) . . ? N1 Cu1 N2 98.21(11) . . ? N3 Cu1 N2 79.68(10) . . ? N1 Cu1 N4 100.65(11) . . ? N3 Cu1 N4 79.64(11) . . ? N2 Cu1 N4 159.30(10) . . ? N1 Cu1 O1 94.27(11) . . ? N3 Cu1 O1 107.02(11) . . ? N2 Cu1 O1 93.11(10) . . ? N4 Cu1 O1 93.91(10) . . ? F3 P1 F4 90.23(13) . . ? F3 P1 F5 89.98(12) . . ? F4 P1 F5 90.15(12) . . ? F3 P1 F6 90.36(13) . . ? F4 P1 F6 90.23(12) . . ? F5 P1 F6 179.49(14) . . ? F3 P1 F1 179.35(14) . . ? F4 P1 F1 90.29(14) . . ? F5 P1 F1 90.41(12) . . ? F6 P1 F1 89.25(12) . . ? F3 P1 F2 90.11(13) . . ? F4 P1 F2 179.11(13) . . ? F5 P1 F2 90.67(13) . . ? F6 P1 F2 88.95(13) . . ? F1 P1 F2 89.36(13) . . ? C31 O1 Cu1 123.4(3) . . ? C32 N1 Cu1 163.5(3) . . ? C4 N2 C8 118.2(3) . . ? C4 N2 Cu1 126.9(2) . . ? C8 N2 Cu1 114.8(2) . . ? C13 N3 C9 121.2(3) . . ? C13 N3 Cu1 119.3(2) . . ? C9 N3 Cu1 118.9(2) . . ? C18 N4 C14 117.7(3) . . ? C18 N4 Cu1 127.5(2) . . ? C14 N4 Cu1 113.6(2) . . ? N2 C4 C5 122.6(3) . . ? C4 C5 C6 120.3(3) . . ? C5 C6 C7 116.7(3) . . ? C5 C6 C19 120.3(3) . . ? C7 C6 C19 123.0(3) . . ? C8 C7 C6 120.0(3) . . ? N2 C8 C7 122.2(3) . . ? N2 C8 C9 113.7(3) . . ? C7 C8 C9 124.0(3) . . ? N3 C9 C10 120.5(3) . . ? N3 C9 C8 112.3(3) . . ? C10 C9 C8 127.1(3) . . ? C9 C10 C11 119.8(3) . . ? C10 C11 C12 117.8(3) . . ? C10 C11 C23 122.2(3) . . ? C12 C11 C23 119.9(3) . . ? C13 C12 C11 119.7(3) . . ? N3 C13 C12 120.9(3) . . ? N3 C13 C14 112.0(3) . . ? C12 C13 C14 127.1(3) . . ? N4 C14 C15 122.1(3) . . ? N4 C14 C13 113.8(3) . . ? C15 C14 C13 124.1(3) . . ? C14 C15 C16 120.7(3) . . ? C15 C16 C17 116.4(3) . . ? C15 C16 C27 122.9(3) . . ? C17 C16 C27 120.7(3) . . ? C18 C17 C16 120.3(3) . . ? N4 C18 C17 122.7(3) . . ? C6 C19 C22 113.2(3) . . ? C6 C19 C21 108.0(3) . . ? C22 C19 C21 109.1(3) . . ? C6 C19 C20 108.5(3) . . ? C22 C19 C20 108.5(3) . . ? C21 C19 C20 109.6(3) . . ? C11 C23 C24 112.5(2) . . ? C11 C23 C25 110.1(2) . . ? C24 C23 C25 108.5(3) . . ? C11 C23 C26 107.0(3) . . ? C24 C23 C26 108.4(3) . . ? C25 C23 C26 110.3(3) . . ? C28 C27 C29 110.2(3) . . ? C28 C27 C16 111.8(3) . . ? C29 C27 C16 109.2(3) . . ? C28 C27 C30 108.6(3) . . ? C29 C27 C30 109.4(3) . . ? C16 C27 C30 107.6(3) . . ? N1 C32 S1 178.3(3) . . ? _diffrn_measured_fraction_theta_max 0.922 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.641 _refine_diff_density_min -0.968 _refine_diff_density_rms 0.097 #===END data_lhd94-Compound-3a _database_code_depnum_ccdc_archive 'CCDC 692079' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H35 Cu N5 S2' _chemical_formula_weight 581.28 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Pn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 9.1438(7) _cell_length_b 23.6845(18) _cell_length_c 13.3075(10) _cell_angle_alpha 90.00 _cell_angle_beta 95.8940(10) _cell_angle_gamma 90.00 _cell_volume 2866.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6919 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 27.12 _exptl_crystal_description blade _exptl_crystal_colour green _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.347 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1220 _exptl_absorpt_coefficient_mu 0.934 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7006 _exptl_absorpt_correction_T_max 0.7669 _exptl_absorpt_process_details SADABS _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_reflns_number 16561 _diffrn_reflns_av_R_equivalents 0.0594 _diffrn_reflns_av_sigmaI/netI 0.1121 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 28.17 _reflns_number_total 9557 _reflns_number_gt 7589 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0340P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.002(12) _refine_ls_number_reflns 9557 _refine_ls_number_parameters 667 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0723 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1184 _refine_ls_wR_factor_gt 0.1064 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _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 0.07252(6) 0.88708(2) 0.23131(5) 0.01614(15) Uani 1 1 d . . . Cu1' Cu 0.09305(6) 0.65592(2) 0.97586(5) 0.01544(15) Uani 1 1 d . . . S1' S -0.24285(15) 0.49283(5) 0.92089(12) 0.0215(3) Uani 1 1 d . . . S1 S 0.43269(15) 0.73506(5) 0.29936(12) 0.0243(3) Uani 1 1 d . . . S2' S -0.11305(16) 0.78165(6) 0.73709(11) 0.0248(3) Uani 1 1 d . . . S2 S 0.18087(17) 1.03047(6) 0.45571(13) 0.0326(4) Uani 1 1 d . . . N1 N -0.0663(5) 0.87329(17) 0.3399(3) 0.0154(10) Uani 1 1 d . . . N1' N 0.2315(5) 0.64275(17) 0.8661(4) 0.0156(10) Uani 1 1 d . . . N2 N -0.1056(5) 0.86218(17) 0.1492(3) 0.0155(10) Uani 1 1 d . . . N2' N 0.2574(5) 0.61936(16) 1.0538(3) 0.0135(10) Uani 1 1 d . . . N3 N 0.1241(5) 0.90562(17) 0.0903(3) 0.0156(10) Uani 1 1 d . . . N3' N 0.0436(5) 0.67242(17) 1.1190(4) 0.0174(10) Uani 1 1 d . . . N4 N 0.2184(5) 0.81910(19) 0.2626(4) 0.0234(11) Uani 1 1 d . . . N4' N -0.0498(5) 0.58533(18) 0.9469(4) 0.0209(11) Uani 1 1 d . . . N5' N -0.0167(5) 0.71659(18) 0.9068(4) 0.0202(10) Uani 1 1 d . . . N5 N 0.1756(5) 0.95138(19) 0.3008(4) 0.0231(11) Uani 1 1 d . . . C1' C 0.2144(6) 0.6611(2) 0.7710(4) 0.0154(12) Uani 1 1 d . . . H1'A H 0.1291 0.6823 0.7484 0.018 Uiso 1 1 calc R . . C1 C -0.0402(6) 0.88604(19) 0.4376(4) 0.0167(12) Uani 1 1 d . . . H1A H 0.0572 0.8957 0.4637 0.020 Uiso 1 1 calc R . . C2' C 0.3181(6) 0.6500(2) 0.7036(5) 0.0192(13) Uani 1 1 d . . . H2'A H 0.3032 0.6647 0.6369 0.023 Uiso 1 1 calc R . . C2 C -0.1497(6) 0.88578(19) 0.5031(5) 0.0188(13) Uani 1 1 d . . . H2A H -0.1260 0.8950 0.5723 0.023 Uiso 1 1 calc R . . C3' C 0.4427(6) 0.6181(2) 0.7322(4) 0.0151(12) Uani 1 1 d . . . C3 C -0.2928(6) 0.8721(2) 0.4676(4) 0.0164(12) Uani 1 1 d . . . C4 C -0.3175(6) 0.8570(2) 0.3665(4) 0.0164(12) Uani 1 1 d . . . H4A H -0.4132 0.8458 0.3395 0.020 Uiso 1 1 calc R . . C4' C 0.4554(6) 0.5970(2) 0.8316(4) 0.0149(11) Uani 1 1 d . . . H4'A H 0.5354 0.5729 0.8538 0.018 Uiso 1 1 calc R . . C5' C 0.3538(6) 0.61061(19) 0.8971(4) 0.0140(12) Uani 1 1 d . . . C5 C -0.2052(6) 0.8579(2) 0.3047(4) 0.0149(11) Uani 1 1 d . . . C6 C -0.2233(6) 0.8462(2) 0.1946(5) 0.0167(12) Uani 1 1 d . . . C6' C 0.3688(6) 0.5978(2) 1.0068(4) 0.0135(11) Uani 1 1 d . . . C7' C 0.4862(5) 0.57231(19) 1.0599(4) 0.0148(11) Uani 1 1 d . . . H7'A H 0.5628 0.5569 1.0253 0.018 Uiso 1 1 calc R . . C7 C -0.3461(6) 0.82386(19) 0.1382(4) 0.0150(11) Uani 1 1 d . . . H7A H -0.4302 0.8135 0.1704 0.018 Uiso 1 1 calc R . . C8 C -0.3456(5) 0.81661(19) 0.0343(4) 0.0139(11) Uani 1 1 d . . . C8' C 0.4939(5) 0.56890(19) 1.1655(4) 0.0126(11) Uani 1 1 d . . . C9 C -0.2223(6) 0.8358(2) -0.0111(4) 0.0153(11) Uani 1 1 d . . . H9A H -0.2200 0.8330 -0.0821 0.018 Uiso 1 1 calc R . . C9' C 0.3778(6) 0.59296(19) 1.2122(4) 0.0147(11) Uani 1 1 d . . . H9'A H 0.3791 0.5921 1.2837 0.018 Uiso 1 1 calc R . . C10' C 0.2619(6) 0.61778(19) 1.1539(4) 0.0142(11) Uani 1 1 d . . . C10 C -0.1046(5) 0.8588(2) 0.0488(4) 0.0125(11) Uani 1 1 d . . . C11' C 0.1354(5) 0.6475(2) 1.1928(4) 0.0130(11) Uani 1 1 d . . . C11 C 0.0254(6) 0.88769(19) 0.0136(4) 0.0149(12) Uani 1 1 d . . . C12 C 0.0414(6) 0.9001(2) -0.0854(4) 0.0156(11) Uani 1 1 d . . . H12A H -0.0284 0.8862 -0.1373 0.019 Uiso 1 1 calc R . . C12' C 0.1155(6) 0.65187(19) 1.2928(4) 0.0138(11) Uani 1 1 d . . . H18A H 0.1813 0.6330 1.3416 0.017 Uiso 1 1 calc R . . C13 C 0.1607(6) 0.9334(2) -0.1113(4) 0.0179(12) Uani 1 1 d . . . C13' C 0.0002(6) 0.68355(19) 1.3247(4) 0.0147(11) Uani 1 1 d . . . C14' C -0.0936(6) 0.7088(2) 1.2478(4) 0.0168(12) Uani 1 1 d . . . H14A H -0.1753 0.7304 1.2646 0.020 Uiso 1 1 calc R . . C14 C 0.2615(6) 0.9497(2) -0.0315(4) 0.0195(12) Uani 1 1 d . . . H14B H 0.3456 0.9711 -0.0442 0.023 Uiso 1 1 calc R . . C15 C 0.2405(6) 0.9350(2) 0.0660(4) 0.0184(12) Uani 1 1 d . . . H15A H 0.3123 0.9464 0.1188 0.022 Uiso 1 1 calc R . . C15' C -0.0684(6) 0.7028(2) 1.1476(4) 0.0191(12) Uani 1 1 d . . . H15B H -0.1330 0.7209 1.0971 0.023 Uiso 1 1 calc R . . C16' C 0.5645(6) 0.6071(2) 0.6634(4) 0.0161(11) Uani 1 1 d . . . C16 C -0.4186(6) 0.8744(2) 0.5356(4) 0.0202(12) Uani 1 1 d . . . C17' C 0.5274(6) 0.6335(2) 0.5599(4) 0.0262(14) Uani 1 1 d . . . H17A H 0.4353 0.6174 0.5281 0.039 Uiso 1 1 calc R . . H17B H 0.6068 0.6258 0.5177 0.039 Uiso 1 1 calc R . . H17C H 0.5161 0.6744 0.5673 0.039 Uiso 1 1 calc R . . C17 C -0.3724(6) 0.9035(2) 0.6370(4) 0.0231(13) Uani 1 1 d . . . H17D H -0.2907 0.8827 0.6733 0.035 Uiso 1 1 calc R . . H17E H -0.4558 0.9042 0.6778 0.035 Uiso 1 1 calc R . . H17F H -0.3413 0.9423 0.6248 0.035 Uiso 1 1 calc R . . C18 C -0.4680(6) 0.8135(2) 0.5555(5) 0.0274(14) Uani 1 1 d . . . H18B H -0.3863 0.7926 0.5918 0.041 Uiso 1 1 calc R . . H18C H -0.4979 0.7947 0.4910 0.041 Uiso 1 1 calc R . . H18D H -0.5513 0.8143 0.5964 0.041 Uiso 1 1 calc R . . C18' C 0.5818(6) 0.5433(2) 0.6495(4) 0.0234(13) Uani 1 1 d . . . H18E H 0.4896 0.5275 0.6172 0.035 Uiso 1 1 calc R . . H18F H 0.6058 0.5255 0.7156 0.035 Uiso 1 1 calc R . . H18G H 0.6610 0.5361 0.6069 0.035 Uiso 1 1 calc R . . C19' C 0.7074(6) 0.6318(2) 0.7131(5) 0.0254(13) Uani 1 1 d . . . H19A H 0.7863 0.6250 0.6701 0.038 Uiso 1 1 calc R . . H19B H 0.7323 0.6139 0.7791 0.038 Uiso 1 1 calc R . . H19C H 0.6956 0.6726 0.7224 0.038 Uiso 1 1 calc R . . C19 C -0.5477(6) 0.9070(3) 0.4800(5) 0.0344(16) Uani 1 1 d . . . H19D H -0.5168 0.9458 0.4672 0.052 Uiso 1 1 calc R . . H19E H -0.6300 0.9078 0.5217 0.052 Uiso 1 1 calc R . . H19F H -0.5788 0.8884 0.4156 0.052 Uiso 1 1 calc R . . C20 C -0.4711(6) 0.7876(2) -0.0319(4) 0.0183(12) Uani 1 1 d . . . C20' C 0.6232(6) 0.5407(2) 1.2272(4) 0.0175(12) Uani 1 1 d . . . C21' C 0.6057(7) 0.4763(2) 1.2090(5) 0.0276(14) Uani 1 1 d . . . H21A H 0.5133 0.4634 1.2327 0.041 Uiso 1 1 calc R . . H21B H 0.6883 0.4563 1.2461 0.041 Uiso 1 1 calc R . . H21C H 0.6045 0.4683 1.1366 0.041 Uiso 1 1 calc R . . C21 C -0.4234(7) 0.7271(2) -0.0495(6) 0.045(2) Uani 1 1 d . . . H21D H -0.4049 0.7076 0.0155 0.067 Uiso 1 1 calc R . . H21E H -0.3333 0.7273 -0.0835 0.067 Uiso 1 1 calc R . . H21F H -0.5013 0.7074 -0.0919 0.067 Uiso 1 1 calc R . . C22' C 0.7691(6) 0.5602(2) 1.1892(4) 0.0231(13) Uani 1 1 d . . . H22A H 0.7816 0.6009 1.2007 0.035 Uiso 1 1 calc R . . H22B H 0.7669 0.5522 1.1168 0.035 Uiso 1 1 calc R . . H22C H 0.8513 0.5399 1.2260 0.035 Uiso 1 1 calc R . . C22 C -0.6140(6) 0.7874(3) 0.0188(5) 0.0387(17) Uani 1 1 d . . . H22D H -0.5975 0.7684 0.0844 0.058 Uiso 1 1 calc R . . H22E H -0.6905 0.7673 -0.0242 0.058 Uiso 1 1 calc R . . H22F H -0.6456 0.8264 0.0288 0.058 Uiso 1 1 calc R . . C23' C 0.6312(6) 0.5533(2) 1.3386(4) 0.0201(12) Uani 1 1 d . . . H23A H 0.5395 0.5415 1.3645 0.030 Uiso 1 1 calc R . . H23B H 0.6454 0.5940 1.3495 0.030 Uiso 1 1 calc R . . H23C H 0.7139 0.5327 1.3741 0.030 Uiso 1 1 calc R . . C23 C -0.4995(7) 0.8171(3) -0.1347(5) 0.0433(18) Uani 1 1 d . . . H23D H -0.4090 0.8172 -0.1683 0.065 Uiso 1 1 calc R . . H23E H -0.5309 0.8561 -0.1247 0.065 Uiso 1 1 calc R . . H23F H -0.5768 0.7969 -0.1768 0.065 Uiso 1 1 calc R . . C24' C -0.0151(5) 0.6915(2) 1.4375(4) 0.0159(11) Uani 1 1 d . . . C24 C 0.1701(6) 0.9505(2) -0.2209(4) 0.0186(12) Uani 1 1 d . . . C25' C -0.0018(6) 0.6341(2) 1.4919(4) 0.0212(13) Uani 1 1 d . . . H25A H 0.0928 0.6167 1.4816 0.032 Uiso 1 1 calc R . . H25B H -0.0819 0.6093 1.4644 0.032 Uiso 1 1 calc R . . H25C H -0.0077 0.6397 1.5643 0.032 Uiso 1 1 calc R . . C25 C 0.0315(6) 0.9836(2) -0.2587(5) 0.0274(14) Uani 1 1 d . . . H25D H 0.0240 1.0172 -0.2166 0.041 Uiso 1 1 calc R . . H25E H -0.0552 0.9597 -0.2546 0.041 Uiso 1 1 calc R . . H25F H 0.0369 0.9951 -0.3290 0.041 Uiso 1 1 calc R . . C26' C 0.1073(6) 0.7307(2) 1.4802(5) 0.0241(13) Uani 1 1 d . . . H26A H 0.0980 0.7670 1.4449 0.036 Uiso 1 1 calc R . . H26B H 0.2027 0.7137 1.4708 0.036 Uiso 1 1 calc R . . H26C H 0.1002 0.7366 1.5524 0.036 Uiso 1 1 calc R . . C26 C 0.1799(6) 0.8973(2) -0.2874(5) 0.0237(13) Uani 1 1 d . . . H26D H 0.0952 0.8728 -0.2801 0.036 Uiso 1 1 calc R . . H26E H 0.2709 0.8769 -0.2659 0.036 Uiso 1 1 calc R . . H26F H 0.1798 0.9086 -0.3582 0.036 Uiso 1 1 calc R . . C27' C -0.1658(6) 0.7178(2) 1.4542(4) 0.0240(13) Uani 1 1 d . . . H27A H -0.1763 0.7543 1.4196 0.036 Uiso 1 1 calc R . . H27B H -0.1716 0.7232 1.5267 0.036 Uiso 1 1 calc R . . H27C H -0.2448 0.6924 1.4269 0.036 Uiso 1 1 calc R . . C27 C 0.3047(6) 0.9877(2) -0.2321(5) 0.0248(13) Uani 1 1 d . . . H27D H 0.3004 1.0214 -0.1899 0.037 Uiso 1 1 calc R . . H27E H 0.3053 0.9989 -0.3029 0.037 Uiso 1 1 calc R . . H27F H 0.3944 0.9664 -0.2106 0.037 Uiso 1 1 calc R . . C28' C -0.1282(6) 0.5470(2) 0.9358(4) 0.0198(12) Uani 1 1 d . . . C28 C 0.3070(6) 0.7838(2) 0.2776(4) 0.0183(12) Uani 1 1 d . . . C29 C 0.1799(5) 0.9842(2) 0.3657(4) 0.0177(12) Uani 1 1 d . . . C29' C -0.0573(6) 0.7439(2) 0.8351(4) 0.0189(12) 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 Cu1 0.0145(3) 0.0197(3) 0.0143(4) -0.0009(3) 0.0017(3) -0.0008(3) Cu1' 0.0168(3) 0.0164(3) 0.0135(4) 0.0009(3) 0.0034(3) 0.0028(3) S1' 0.0192(7) 0.0200(7) 0.0264(9) -0.0048(6) 0.0068(6) -0.0020(6) S1 0.0196(7) 0.0199(7) 0.0341(9) 0.0026(6) 0.0057(7) 0.0007(6) S2' 0.0352(9) 0.0210(7) 0.0175(8) 0.0044(6) -0.0011(6) 0.0017(6) S2 0.0266(8) 0.0300(8) 0.0408(10) -0.0173(7) 0.0010(7) 0.0014(7) N1 0.017(2) 0.014(2) 0.014(3) -0.0053(19) 0.0000(19) -0.0018(18) N1' 0.014(2) 0.018(2) 0.015(3) 0.0003(19) 0.001(2) -0.0021(18) N2 0.017(2) 0.016(2) 0.014(3) 0.0011(19) 0.0028(19) 0.0007(18) N2' 0.014(2) 0.017(2) 0.010(2) -0.0022(19) 0.0046(18) 0.0002(17) N3 0.013(2) 0.017(2) 0.017(3) 0.003(2) 0.0036(19) 0.0004(18) N3' 0.014(2) 0.015(2) 0.023(3) -0.001(2) 0.001(2) 0.0042(18) N4 0.024(3) 0.025(2) 0.022(3) 0.001(2) 0.007(2) 0.003(2) N4' 0.020(3) 0.023(2) 0.020(3) 0.000(2) 0.003(2) 0.000(2) N5' 0.020(3) 0.022(2) 0.018(3) 0.005(2) 0.000(2) 0.0064(19) N5 0.021(3) 0.028(3) 0.020(3) -0.003(2) 0.002(2) -0.003(2) C1' 0.020(3) 0.013(2) 0.013(3) 0.000(2) 0.004(2) 0.002(2) C1 0.014(3) 0.016(3) 0.019(3) -0.006(2) -0.001(2) 0.000(2) C2' 0.023(3) 0.020(3) 0.014(3) -0.004(2) -0.003(2) -0.001(2) C2 0.028(3) 0.015(3) 0.013(3) -0.003(2) 0.004(3) -0.002(2) C3' 0.016(3) 0.016(3) 0.014(3) -0.002(2) 0.005(2) -0.004(2) C3 0.017(3) 0.014(3) 0.017(3) 0.001(2) -0.003(2) 0.003(2) C4 0.013(3) 0.018(3) 0.018(3) -0.002(2) 0.003(2) 0.001(2) C4' 0.022(3) 0.012(2) 0.010(3) -0.005(2) 0.001(2) 0.000(2) C5' 0.017(3) 0.013(2) 0.013(3) 0.001(2) 0.004(2) 0.001(2) C5 0.014(3) 0.017(3) 0.014(3) 0.000(2) 0.001(2) -0.003(2) C6 0.014(3) 0.013(3) 0.024(3) 0.000(2) 0.006(2) 0.001(2) C6' 0.015(3) 0.013(2) 0.013(3) 0.000(2) 0.002(2) 0.002(2) C7' 0.016(3) 0.013(2) 0.017(3) 0.001(2) 0.005(2) 0.001(2) C7 0.017(3) 0.014(2) 0.014(3) 0.000(2) 0.002(2) -0.002(2) C8 0.013(3) 0.010(2) 0.018(3) 0.000(2) -0.001(2) 0.0001(19) C8' 0.012(3) 0.012(2) 0.014(3) 0.004(2) 0.005(2) -0.0012(19) C9 0.017(3) 0.015(2) 0.014(3) -0.002(2) 0.001(2) 0.003(2) C9' 0.018(3) 0.014(2) 0.013(3) 0.004(2) 0.005(2) -0.002(2) C10' 0.018(3) 0.012(2) 0.012(3) 0.000(2) 0.001(2) 0.001(2) C10 0.009(3) 0.016(2) 0.013(3) 0.001(2) 0.001(2) 0.0050(19) C11' 0.008(3) 0.018(3) 0.014(3) 0.000(2) 0.003(2) -0.0010(19) C11 0.017(3) 0.011(2) 0.016(3) -0.002(2) -0.002(2) -0.001(2) C12 0.016(3) 0.017(2) 0.014(3) -0.006(2) 0.002(2) -0.001(2) C12' 0.014(3) 0.014(2) 0.013(3) 0.004(2) 0.002(2) 0.003(2) C13 0.013(3) 0.018(3) 0.022(3) -0.001(2) 0.002(2) 0.003(2) C13' 0.015(3) 0.014(2) 0.016(3) -0.002(2) 0.003(2) -0.003(2) C14' 0.019(3) 0.018(3) 0.014(3) 0.000(2) 0.002(2) 0.003(2) C14 0.016(3) 0.021(3) 0.021(3) 0.001(2) 0.000(2) -0.004(2) C15 0.010(3) 0.022(3) 0.023(3) -0.007(2) 0.001(2) -0.004(2) C15' 0.021(3) 0.020(3) 0.016(3) -0.002(2) 0.002(2) 0.003(2) C16' 0.015(3) 0.026(3) 0.008(3) 0.001(2) 0.004(2) -0.003(2) C16 0.019(3) 0.023(3) 0.020(3) 0.001(2) 0.004(2) 0.002(2) C17' 0.032(4) 0.029(3) 0.020(3) -0.001(3) 0.012(3) -0.003(3) C17 0.018(3) 0.026(3) 0.027(4) -0.004(3) 0.007(3) 0.006(2) C18 0.028(3) 0.033(3) 0.022(3) 0.001(3) 0.005(3) -0.007(3) C18' 0.026(3) 0.027(3) 0.018(3) -0.002(3) 0.010(3) -0.002(2) C19' 0.019(3) 0.035(3) 0.023(3) 0.000(3) 0.003(3) -0.009(3) C19 0.021(3) 0.058(4) 0.026(4) 0.004(3) 0.009(3) 0.020(3) C20 0.018(3) 0.020(3) 0.017(3) -0.001(2) -0.001(2) -0.009(2) C20' 0.018(3) 0.018(3) 0.017(3) 0.000(2) 0.003(2) 0.001(2) C21' 0.035(4) 0.016(3) 0.030(4) 0.003(3) -0.003(3) 0.005(2) C21 0.034(4) 0.031(3) 0.067(6) -0.026(4) -0.006(4) -0.007(3) C22' 0.016(3) 0.031(3) 0.021(3) -0.003(3) 0.000(2) -0.001(2) C22 0.013(3) 0.067(4) 0.037(4) -0.021(4) 0.008(3) -0.014(3) C23' 0.015(3) 0.029(3) 0.016(3) 0.001(2) 0.000(2) 0.002(2) C23 0.035(4) 0.062(4) 0.029(4) 0.011(4) -0.017(3) -0.029(3) C24' 0.014(3) 0.017(3) 0.017(3) -0.003(2) 0.004(2) 0.003(2) C24 0.015(3) 0.023(3) 0.018(3) -0.001(2) 0.006(2) -0.005(2) C25' 0.025(3) 0.026(3) 0.014(3) 0.008(2) 0.005(2) 0.005(2) C25 0.023(3) 0.031(3) 0.029(4) 0.005(3) 0.006(3) 0.009(2) C26' 0.029(3) 0.028(3) 0.016(3) -0.001(3) 0.006(2) 0.001(3) C26 0.021(3) 0.032(3) 0.018(3) -0.007(3) 0.002(2) 0.003(2) C27' 0.029(3) 0.026(3) 0.018(3) 0.002(3) 0.010(3) 0.006(2) C27 0.028(3) 0.028(3) 0.019(3) 0.003(3) 0.007(3) -0.010(2) C28' 0.021(3) 0.021(3) 0.018(3) 0.003(2) 0.007(2) 0.004(2) C28 0.016(3) 0.026(3) 0.015(3) -0.002(2) 0.007(2) -0.006(2) C29 0.011(3) 0.020(3) 0.020(3) -0.001(2) -0.003(2) -0.001(2) C29' 0.018(3) 0.022(3) 0.016(3) -0.007(2) 0.002(2) 0.002(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 N2 1.956(5) . ? Cu1 N5 1.971(5) . ? Cu1 N3 2.029(4) . ? Cu1 N1 2.045(4) . ? Cu1 N4 2.105(5) . ? Cu1' N5' 1.930(4) . ? Cu1' N2' 1.940(5) . ? Cu1' N3' 2.040(5) . ? Cu1' N1' 2.052(4) . ? Cu1' N4' 2.132(5) . ? S1' C28' 1.656(6) . ? S1 C28 1.634(6) . ? S2' C29' 1.620(6) . ? S2 C29 1.623(6) . ? N1 C1 1.332(7) . ? N1 C5 1.358(7) . ? N1' C1' 1.331(7) . ? N1' C5' 1.381(7) . ? N2 C10 1.340(7) . ? N2 C6 1.341(6) . ? N2' C10' 1.330(7) . ? N2' C6' 1.349(6) . ? N3 C15 1.340(6) . ? N3 C11 1.360(7) . ? N3' C15' 1.339(6) . ? N3' C11' 1.359(7) . ? N4 C28 1.167(7) . ? N4' C28' 1.157(7) . ? N5' C29' 1.181(7) . ? N5 C29 1.159(7) . ? C1' C2' 1.396(7) . ? C1 C2 1.394(7) . ? C2' C3' 1.387(8) . ? C2 C3 1.384(8) . ? C3' C4' 1.408(8) . ? C3' C16' 1.535(6) . ? C3 C4 1.387(8) . ? C3 C16 1.536(7) . ? C4 C5 1.380(7) . ? C4' C5' 1.376(7) . ? C5' C6' 1.484(8) . ? C5 C6 1.484(8) . ? C6 C7 1.390(8) . ? C6' C7' 1.364(7) . ? C7' C8' 1.402(7) . ? C7 C8 1.394(7) . ? C8 C9 1.408(7) . ? C8 C20 1.536(7) . ? C8' C9' 1.405(6) . ? C8' C20' 1.523(7) . ? C9 C10 1.384(8) . ? C9' C10' 1.379(7) . ? C10' C11' 1.492(6) . ? C10 C11 1.488(7) . ? C11' C12' 1.366(7) . ? C11 C12 1.373(8) . ? C12 C13 1.417(7) . ? C12' C13' 1.394(6) . ? C13 C14 1.387(8) . ? C13 C24 1.525(7) . ? C13' C14' 1.400(8) . ? C13' C24' 1.534(7) . ? C14' C15' 1.384(7) . ? C14 C15 1.375(8) . ? C16' C17' 1.518(8) . ? C16' C19' 1.520(8) . ? C16' C18' 1.532(7) . ? C16 C19 1.536(8) . ? C16 C17 1.536(8) . ? C16 C18 1.544(7) . ? C20 C21 1.522(7) . ? C20 C22 1.532(7) . ? C20 C23 1.534(8) . ? C20' C23' 1.506(7) . ? C20' C22' 1.545(7) . ? C20' C21' 1.551(7) . ? C24' C26' 1.519(8) . ? C24' C25' 1.540(7) . ? C24' C27' 1.548(6) . ? C24 C25 1.531(8) . ? C24 C27 1.532(7) . ? C24 C26 1.546(7) . ? 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 Cu1 N5 145.63(18) . . ? N2 Cu1 N3 78.95(18) . . ? N5 Cu1 N3 96.97(18) . . ? N2 Cu1 N1 78.75(18) . . ? N5 Cu1 N1 95.35(18) . . ? N3 Cu1 N1 155.23(18) . . ? N2 Cu1 N4 110.73(18) . . ? N5 Cu1 N4 103.6(2) . . ? N3 Cu1 N4 98.37(17) . . ? N1 Cu1 N4 99.48(17) . . ? N5' Cu1' N2' 157.35(18) . . ? N5' Cu1' N3' 98.49(18) . . ? N2' Cu1' N3' 79.64(17) . . ? N5' Cu1' N1' 95.90(18) . . ? N2' Cu1' N1' 79.17(18) . . ? N3' Cu1' N1' 154.89(19) . . ? N5' Cu1' N4' 102.64(19) . . ? N2' Cu1' N4' 99.98(18) . . ? N3' Cu1' N4' 97.40(17) . . ? N1' Cu1' N4' 99.40(17) . . ? C1 N1 C5 117.7(4) . . ? C1 N1 Cu1 126.3(4) . . ? C5 N1 Cu1 115.2(4) . . ? C1' N1' C5' 118.4(4) . . ? C1' N1' Cu1' 127.3(4) . . ? C5' N1' Cu1' 114.3(3) . . ? C10 N2 C6 121.3(5) . . ? C10 N2 Cu1 119.0(3) . . ? C6 N2 Cu1 119.6(4) . . ? C10' N2' C6' 120.5(5) . . ? C10' N2' Cu1' 119.4(3) . . ? C6' N2' Cu1' 120.1(4) . . ? C15 N3 C11 117.6(5) . . ? C15 N3 Cu1 127.0(4) . . ? C11 N3 Cu1 115.3(3) . . ? C15' N3' C11' 117.5(5) . . ? C15' N3' Cu1' 128.1(4) . . ? C11' N3' Cu1' 114.4(3) . . ? C28 N4 Cu1 175.2(4) . . ? C28' N4' Cu1' 176.9(5) . . ? C29' N5' Cu1' 153.9(4) . . ? C29 N5 Cu1 147.7(4) . . ? N1' C1' C2' 121.9(5) . . ? N1 C1 C2 122.8(5) . . ? C3' C2' C1' 121.3(5) . . ? C3 C2 C1 120.2(6) . . ? C2' C3' C4' 115.9(5) . . ? C2' C3' C16' 123.7(5) . . ? C4' C3' C16' 120.3(5) . . ? C2 C3 C4 116.4(5) . . ? C2 C3 C16 122.0(5) . . ? C4 C3 C16 121.6(5) . . ? C5 C4 C3 121.1(5) . . ? C5' C4' C3' 121.1(5) . . ? C4' C5' N1' 121.3(5) . . ? C4' C5' C6' 125.1(5) . . ? N1' C5' C6' 113.4(4) . . ? N1 C5 C4 121.7(5) . . ? N1 C5 C6 113.3(4) . . ? C4 C5 C6 124.9(5) . . ? N2 C6 C7 120.4(5) . . ? N2 C6 C5 112.3(5) . . ? C7 C6 C5 127.3(4) . . ? N2' C6' C7' 121.3(5) . . ? N2' C6' C5' 112.4(5) . . ? C7' C6' C5' 126.1(4) . . ? C6' C7' C8' 120.1(4) . . ? C6 C7 C8 119.8(5) . . ? C7 C8 C9 118.0(5) . . ? C7 C8 C20 123.1(4) . . ? C9 C8 C20 118.8(5) . . ? C7' C8' C9' 117.2(5) . . ? C7' C8' C20' 121.5(4) . . ? C9' C8' C20' 121.3(5) . . ? C10 C9 C8 119.4(5) . . ? C10' C9' C8' 119.8(5) . . ? N2' C10' C9' 121.2(4) . . ? N2' C10' C11' 112.9(5) . . ? C9' C10' C11' 125.8(5) . . ? N2 C10 C9 120.9(5) . . ? N2 C10 C11 112.0(5) . . ? C9 C10 C11 126.8(5) . . ? N3' C11' C12' 122.6(4) . . ? N3' C11' C10' 113.4(5) . . ? C12' C11' C10' 124.0(5) . . ? N3 C11 C12 121.7(5) . . ? N3 C11 C10 113.4(5) . . ? C12 C11 C10 124.6(5) . . ? C11 C12 C13 120.9(5) . . ? C11' C12' C13' 121.1(5) . . ? C14 C13 C12 115.9(5) . . ? C14 C13 C24 124.1(5) . . ? C12 C13 C24 120.0(5) . . ? C12' C13' C14' 115.7(5) . . ? C12' C13' C24' 120.7(5) . . ? C14' C13' C24' 123.5(4) . . ? C15' C14' C13' 120.6(5) . . ? C15 C14 C13 120.4(5) . . ? N3 C15 C14 123.4(5) . . ? N3' C15' C14' 122.5(5) . . ? C17' C16' C19' 109.8(4) . . ? C17' C16' C18' 108.3(5) . . ? C19' C16' C18' 109.7(5) . . ? C17' C16' C3' 111.2(4) . . ? C19' C16' C3' 108.5(4) . . ? C18' C16' C3' 109.3(4) . . ? C19 C16 C3 108.6(5) . . ? C19 C16 C17 109.0(4) . . ? C3 C16 C17 112.3(5) . . ? C19 C16 C18 109.2(5) . . ? C3 C16 C18 108.5(4) . . ? C17 C16 C18 109.1(5) . . ? C21 C20 C22 109.6(5) . . ? C21 C20 C23 108.5(6) . . ? C22 C20 C23 108.7(5) . . ? C21 C20 C8 107.5(5) . . ? C22 C20 C8 111.7(5) . . ? C23 C20 C8 110.8(4) . . ? C23' C20' C8' 113.6(4) . . ? C23' C20' C22' 107.9(5) . . ? C8' C20' C22' 109.9(4) . . ? C23' C20' C21' 110.1(4) . . ? C8' C20' C21' 106.6(5) . . ? C22' C20' C21' 108.8(4) . . ? C26' C24' C13' 107.6(4) . . ? C26' C24' C25' 110.1(5) . . ? C13' C24' C25' 110.0(4) . . ? C26' C24' C27' 109.4(4) . . ? C13' C24' C27' 111.2(5) . . ? C25' C24' C27' 108.4(4) . . ? C13 C24 C25 108.9(4) . . ? C13 C24 C27 111.7(5) . . ? C25 C24 C27 108.7(4) . . ? C13 C24 C26 110.1(4) . . ? C25 C24 C26 108.9(5) . . ? C27 C24 C26 108.6(4) . . ? N4' C28' S1' 178.9(5) . . ? N4 C28 S1 179.2(5) . . ? N5 C29 S2 178.3(5) . . ? N5' C29' S2' 179.8(5) . . ? _diffrn_measured_fraction_theta_max 0.898 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.628 _refine_diff_density_min -0.692 _refine_diff_density_rms 0.095 #===END data_lhd91-Compound-3b _database_code_depnum_ccdc_archive 'CCDC 692080' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H38 Cu N6 S2' _chemical_formula_weight 622.33 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' _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 11.538(2) _cell_length_b 13.386(3) _cell_length_c 13.587(3) _cell_angle_alpha 97.266(3) _cell_angle_beta 114.477(3) _cell_angle_gamma 112.109(2) _cell_volume 1667.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 208(2) _cell_measurement_reflns_used 5248 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 28.00 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.240 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 654 _exptl_absorpt_coefficient_mu 0.809 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.788 _exptl_absorpt_correction_T_max 0.877 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 208(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_reflns_number 19375 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.30 _reflns_number_total 7450 _reflns_number_gt 6261 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0600P)^2^+1.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7450 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0529 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1219 _refine_ls_wR_factor_gt 0.1134 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.078 _refine_ls_shift/su_mean 0.006 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 1.04190(3) 0.11907(2) 0.82293(2) 0.03361(10) Uani 1 1 d . . . S2 S 0.78715(8) 0.23695(6) 0.51238(6) 0.05102(18) Uani 1 1 d . . . S1 S 1.31299(10) 0.43336(6) 1.16490(7) 0.0677(2) Uani 1 1 d . . . N1 N 1.1598(2) 0.25297(17) 0.96095(19) 0.0446(5) Uani 1 1 d . . . N2 N 0.9217(2) 0.1776(2) 0.7023(2) 0.0517(5) Uani 1 1 d . . . N4 N 0.8879(2) 0.03036(16) 0.86048(17) 0.0364(4) Uani 1 1 d . . . N5 N 0.97954(19) -0.03763(14) 0.73831(16) 0.0324(4) Uani 1 1 d . . . N6 N 1.18667(19) 0.14545(15) 0.76777(16) 0.0335(4) Uani 1 1 d . . . N7 N 0.8400(4) 0.3164(3) 1.0460(4) 0.1032(12) Uani 1 1 d . . . C1 C 1.2230(3) 0.32772(19) 1.0456(2) 0.0382(5) Uani 1 1 d . . . C2 C 0.8678(3) 0.20194(19) 0.6229(2) 0.0389(5) Uani 1 1 d . . . C4 C 0.8422(3) 0.0751(2) 0.9222(2) 0.0424(6) Uani 1 1 d . . . H4A H 0.8970 0.1543 0.9660 0.051 Uiso 1 1 calc R . . C5 C 0.7186(3) 0.0093(2) 0.9237(2) 0.0425(6) Uani 1 1 d . . . H5A H 0.6912 0.0439 0.9695 0.051 Uiso 1 1 calc R . . C6 C 0.6333(2) -0.10619(19) 0.8597(2) 0.0352(5) Uani 1 1 d . . . C7 C 0.6841(2) -0.15258(18) 0.7986(2) 0.0346(5) Uani 1 1 d . . . H7A H 0.6319 -0.2319 0.7554 0.042 Uiso 1 1 calc R . . C8 C 0.8100(2) -0.08308(18) 0.80090(19) 0.0328(5) Uani 1 1 d . . . C9 C 0.8706(2) -0.12357(18) 0.73666(19) 0.0325(4) Uani 1 1 d . . . C10 C 0.8253(2) -0.23629(18) 0.6794(2) 0.0360(5) Uani 1 1 d . . . H10A H 0.7498 -0.2971 0.6805 0.043 Uiso 1 1 calc R . . C11 C 0.8913(2) -0.25995(18) 0.6202(2) 0.0339(5) Uani 1 1 d . . . C12 C 1.0050(2) -0.16754(18) 0.6235(2) 0.0344(5) Uani 1 1 d . . . H12A H 1.0525 -0.1806 0.5844 0.041 Uiso 1 1 calc R . . C13 C 1.0475(2) -0.05694(18) 0.68422(19) 0.0319(4) Uani 1 1 d . . . C14 C 1.1693(2) 0.05058(17) 0.70119(19) 0.0315(4) Uani 1 1 d . . . C15 C 1.2590(2) 0.05593(18) 0.6570(2) 0.0340(5) Uani 1 1 d . . . H15A H 1.2427 -0.0121 0.6095 0.041 Uiso 1 1 calc R . . C16 C 1.3741(2) 0.16130(18) 0.6820(2) 0.0342(5) Uani 1 1 d . . . C17 C 1.3892(3) 0.25763(18) 0.7503(2) 0.0385(5) Uani 1 1 d . . . H17A H 1.4653 0.3312 0.7695 0.046 Uiso 1 1 calc R . . C18 C 1.2939(3) 0.24651(18) 0.7899(2) 0.0389(5) Uani 1 1 d . . . H18A H 1.3051 0.3136 0.8348 0.047 Uiso 1 1 calc R . . C19 C 0.4925(2) -0.1778(2) 0.8580(2) 0.0380(5) Uani 1 1 d . . . C20 C 0.3962(3) -0.1197(2) 0.8273(2) 0.0494(6) Uani 1 1 d . . . H20A H 0.3067 -0.1658 0.8266 0.074 Uiso 1 1 calc R . . H20B H 0.3729 -0.1128 0.7512 0.074 Uiso 1 1 calc R . . H20C H 0.4478 -0.0433 0.8844 0.074 Uiso 1 1 calc R . . C21 C 0.4065(3) -0.2988(2) 0.7707(3) 0.0498(6) Uani 1 1 d . . . H21A H 0.3179 -0.3415 0.7727 0.075 Uiso 1 1 calc R . . H21B H 0.4653 -0.3380 0.7898 0.075 Uiso 1 1 calc R . . H21C H 0.3811 -0.2944 0.6936 0.075 Uiso 1 1 calc R . . C22 C 0.5314(3) -0.1873(3) 0.9774(2) 0.0534(7) Uani 1 1 d . . . H22A H 0.4426 -0.2330 0.9781 0.080 Uiso 1 1 calc R . . H22B H 0.5837 -0.1107 1.0342 0.080 Uiso 1 1 calc R . . H22C H 0.5927 -0.2245 0.9964 0.080 Uiso 1 1 calc R . . C23 C 0.8469(3) -0.38211(18) 0.5555(2) 0.0389(5) Uani 1 1 d . . . C24 C 0.7169(4) -0.4707(2) 0.5552(3) 0.0722(11) Uani 1 1 d . . . H24A H 0.6341 -0.4569 0.5175 0.108 Uiso 1 1 calc R . . H24B H 0.7400 -0.4648 0.6344 0.108 Uiso 1 1 calc R . . H24C H 0.6927 -0.5475 0.5136 0.108 Uiso 1 1 calc R . . C25 C 0.8101(3) -0.3937(2) 0.4312(2) 0.0553(7) Uani 1 1 d . . . H25A H 0.7268 -0.3807 0.3926 0.083 Uiso 1 1 calc R . . H25B H 0.7865 -0.4708 0.3910 0.083 Uiso 1 1 calc R . . H25C H 0.8934 -0.3371 0.4305 0.083 Uiso 1 1 calc R . . C26 C 0.9764(3) -0.4044(2) 0.6136(3) 0.0573(7) Uani 1 1 d . . . H26A H 1.0012 -0.3975 0.6933 0.086 Uiso 1 1 calc R . . H26B H 1.0596 -0.3482 0.6124 0.086 Uiso 1 1 calc R . . H26C H 0.9511 -0.4816 0.5722 0.086 Uiso 1 1 calc R . . C27 C 1.4791(3) 0.16911(19) 0.6390(2) 0.0397(5) Uani 1 1 d . . . C28 C 1.3970(4) 0.1072(4) 0.5112(3) 0.0960(15) Uani 1 1 d . . . H28A H 1.3427 0.1446 0.4713 0.144 Uiso 1 1 calc R . . H28B H 1.3297 0.0275 0.4940 0.144 Uiso 1 1 calc R . . H28C H 1.4654 0.1095 0.4854 0.144 Uiso 1 1 calc R . . C29 C 1.5617(5) 0.1079(5) 0.6949(5) 0.1113(18) Uani 1 1 d . . . H29A H 1.6297 0.1124 0.6680 0.167 Uiso 1 1 calc R . . H29B H 1.4935 0.0275 0.6744 0.167 Uiso 1 1 calc R . . H29C H 1.6154 0.1444 0.7785 0.167 Uiso 1 1 calc R . . C30 C 1.5811(6) 0.2893(3) 0.6624(6) 0.159(3) Uani 1 1 d . . . H30A H 1.5263 0.3273 0.6248 0.239 Uiso 1 1 calc R . . H30B H 1.6453 0.2898 0.6324 0.239 Uiso 1 1 calc R . . H30C H 1.6390 0.3300 0.7454 0.239 Uiso 1 1 calc R . . C31 C 0.8952(5) 0.4118(4) 1.0835(3) 0.0776(10) Uani 1 1 d . . . C32 C 0.9703(6) 0.5358(4) 1.1354(5) 0.126(2) Uani 1 1 d . . . H32A H 1.0709 0.5614 1.1934 0.189 Uiso 1 1 calc R . . H32B H 0.9222 0.5585 1.1717 0.189 Uiso 1 1 calc R . . H32C H 0.9683 0.5709 1.0761 0.189 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 0.03321(15) 0.02404(14) 0.03877(17) 0.00311(11) 0.01837(12) 0.01113(11) S2 0.0615(4) 0.0539(4) 0.0540(4) 0.0241(3) 0.0370(4) 0.0317(3) S1 0.0927(6) 0.0326(3) 0.0497(4) -0.0034(3) 0.0319(4) 0.0136(4) N1 0.0423(11) 0.0337(10) 0.0454(12) 0.0000(9) 0.0196(10) 0.0136(9) N2 0.0458(12) 0.0495(13) 0.0607(15) 0.0218(11) 0.0247(11) 0.0248(11) N4 0.0371(10) 0.0291(9) 0.0417(11) 0.0058(8) 0.0214(9) 0.0145(8) N5 0.0317(9) 0.0246(8) 0.0385(10) 0.0059(7) 0.0186(8) 0.0116(7) N6 0.0326(9) 0.0245(8) 0.0392(10) 0.0063(7) 0.0183(8) 0.0108(7) N7 0.112(3) 0.072(2) 0.113(3) 0.003(2) 0.065(2) 0.031(2) C1 0.0418(12) 0.0275(10) 0.0456(13) 0.0095(10) 0.0253(11) 0.0138(9) C2 0.0375(12) 0.0284(11) 0.0490(14) 0.0053(10) 0.0263(11) 0.0112(9) C4 0.0439(13) 0.0332(11) 0.0448(14) 0.0002(10) 0.0236(11) 0.0159(10) C5 0.0446(13) 0.0385(12) 0.0477(14) 0.0045(10) 0.0274(11) 0.0212(11) C6 0.0354(11) 0.0364(11) 0.0348(12) 0.0095(9) 0.0182(10) 0.0182(9) C7 0.0378(11) 0.0292(10) 0.0389(12) 0.0088(9) 0.0212(10) 0.0163(9) C8 0.0362(11) 0.0275(10) 0.0360(11) 0.0084(9) 0.0191(9) 0.0159(9) C9 0.0327(10) 0.0280(10) 0.0378(12) 0.0085(9) 0.0199(9) 0.0138(8) C10 0.0366(11) 0.0258(10) 0.0463(13) 0.0082(9) 0.0256(10) 0.0112(9) C11 0.0355(11) 0.0252(10) 0.0412(12) 0.0084(9) 0.0218(10) 0.0126(9) C12 0.0337(11) 0.0269(10) 0.0432(12) 0.0063(9) 0.0230(10) 0.0125(9) C13 0.0297(10) 0.0269(10) 0.0369(11) 0.0074(8) 0.0177(9) 0.0115(8) C14 0.0301(10) 0.0242(9) 0.0355(11) 0.0074(8) 0.0153(9) 0.0106(8) C15 0.0334(11) 0.0246(10) 0.0402(12) 0.0065(9) 0.0193(10) 0.0107(8) C16 0.0343(11) 0.0285(10) 0.0374(12) 0.0095(9) 0.0189(10) 0.0122(9) C17 0.0391(12) 0.0240(10) 0.0458(13) 0.0087(9) 0.0228(11) 0.0084(9) C18 0.0418(12) 0.0242(10) 0.0466(13) 0.0061(9) 0.0241(11) 0.0114(9) C19 0.0360(12) 0.0409(12) 0.0399(13) 0.0089(10) 0.0216(10) 0.0195(10) C20 0.0390(13) 0.0513(15) 0.0585(17) 0.0131(12) 0.0236(12) 0.0249(12) C21 0.0409(13) 0.0416(13) 0.0617(17) 0.0058(12) 0.0303(13) 0.0135(11) C22 0.0500(15) 0.0688(18) 0.0502(16) 0.0247(14) 0.0301(13) 0.0292(14) C23 0.0441(13) 0.0230(10) 0.0530(14) 0.0068(9) 0.0316(11) 0.0127(9) C24 0.081(2) 0.0249(12) 0.116(3) 0.0009(14) 0.077(2) 0.0054(13) C25 0.0608(17) 0.0360(13) 0.0485(16) 0.0015(11) 0.0242(13) 0.0115(12) C26 0.0729(19) 0.0405(14) 0.0663(19) 0.0170(13) 0.0358(16) 0.0337(14) C27 0.0400(12) 0.0289(11) 0.0471(14) 0.0087(10) 0.0268(11) 0.0092(9) C28 0.068(2) 0.131(4) 0.060(2) 0.001(2) 0.0403(19) 0.021(2) C29 0.098(3) 0.191(5) 0.144(4) 0.112(4) 0.095(3) 0.106(4) C30 0.206(6) 0.0391(18) 0.293(8) 0.014(3) 0.228(6) 0.012(3) C31 0.088(3) 0.074(2) 0.069(2) 0.0222(19) 0.040(2) 0.036(2) C32 0.166(5) 0.067(3) 0.103(4) 0.033(3) 0.038(4) 0.048(3) _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 N1 1.944(2) . ? Cu1 N5 1.9514(17) . ? Cu1 N6 2.0340(19) . ? Cu1 N4 2.036(2) . ? Cu1 N2 2.117(2) . ? S2 C2 1.640(3) . ? S1 C1 1.620(2) . ? N1 C1 1.149(3) . ? N2 C2 1.159(3) . ? N4 C4 1.348(3) . ? N4 C8 1.352(3) . ? N5 C9 1.337(3) . ? N5 C13 1.343(3) . ? N6 C18 1.334(3) . ? N6 C14 1.356(3) . ? N7 C31 1.118(5) . ? C4 C5 1.376(3) . ? C5 C6 1.386(3) . ? C6 C7 1.403(3) . ? C6 C19 1.532(3) . ? C7 C8 1.383(3) . ? C8 C9 1.488(3) . ? C9 C10 1.389(3) . ? C10 C11 1.397(3) . ? C11 C12 1.403(3) . ? C11 C23 1.530(3) . ? C12 C13 1.387(3) . ? C13 C14 1.492(3) . ? C14 C15 1.381(3) . ? C15 C16 1.401(3) . ? C16 C17 1.396(3) . ? C16 C27 1.525(3) . ? C17 C18 1.382(3) . ? C19 C21 1.531(3) . ? C19 C22 1.531(4) . ? C19 C20 1.537(3) . ? C23 C24 1.521(3) . ? C23 C25 1.532(4) . ? C23 C26 1.537(4) . ? C27 C30 1.487(4) . ? C27 C28 1.511(4) . ? C27 C29 1.517(5) . ? C31 C32 1.456(6) . ? 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 N1 Cu1 N5 152.65(9) . . ? N1 Cu1 N6 98.68(8) . . ? N5 Cu1 N6 78.99(7) . . ? N1 Cu1 N4 97.60(8) . . ? N5 Cu1 N4 79.46(7) . . ? N6 Cu1 N4 157.58(7) . . ? N1 Cu1 N2 101.69(10) . . ? N5 Cu1 N2 105.65(9) . . ? N6 Cu1 N2 93.58(9) . . ? N4 Cu1 N2 98.12(9) . . ? C1 N1 Cu1 174.8(2) . . ? C2 N2 Cu1 165.2(2) . . ? C4 N4 C8 118.0(2) . . ? C4 N4 Cu1 126.57(16) . . ? C8 N4 Cu1 114.46(14) . . ? C9 N5 C13 121.51(18) . . ? C9 N5 Cu1 118.90(14) . . ? C13 N5 Cu1 119.58(14) . . ? C18 N6 C14 118.14(19) . . ? C18 N6 Cu1 125.97(15) . . ? C14 N6 Cu1 115.88(14) . . ? N1 C1 S1 179.7(2) . . ? N2 C2 S2 177.6(2) . . ? N4 C4 C5 121.9(2) . . ? C4 C5 C6 121.4(2) . . ? C5 C6 C7 116.2(2) . . ? C5 C6 C19 121.1(2) . . ? C7 C6 C19 122.7(2) . . ? C8 C7 C6 120.2(2) . . ? N4 C8 C7 122.26(19) . . ? N4 C8 C9 113.57(19) . . ? C7 C8 C9 124.15(19) . . ? N5 C9 C10 120.50(19) . . ? N5 C9 C8 112.65(18) . . ? C10 C9 C8 126.8(2) . . ? C9 C10 C11 119.8(2) . . ? C10 C11 C12 118.13(19) . . ? C10 C11 C23 122.47(19) . . ? C12 C11 C23 119.39(19) . . ? C13 C12 C11 119.44(19) . . ? N5 C13 C12 120.63(19) . . ? N5 C13 C14 112.52(18) . . ? C12 C13 C14 126.84(19) . . ? N6 C14 C15 122.09(19) . . ? N6 C14 C13 112.98(18) . . ? C15 C14 C13 124.92(19) . . ? C14 C15 C16 120.26(19) . . ? C17 C16 C15 116.5(2) . . ? C17 C16 C27 122.1(2) . . ? C15 C16 C27 121.39(19) . . ? C18 C17 C16 120.3(2) . . ? N6 C18 C17 122.7(2) . . ? C21 C19 C22 108.3(2) . . ? C21 C19 C6 112.29(18) . . ? C22 C19 C6 108.2(2) . . ? C21 C19 C20 108.2(2) . . ? C22 C19 C20 109.9(2) . . ? C6 C19 C20 109.9(2) . . ? C24 C23 C11 112.21(19) . . ? C24 C23 C25 108.9(2) . . ? C11 C23 C25 109.6(2) . . ? C24 C23 C26 109.5(2) . . ? C11 C23 C26 108.1(2) . . ? C25 C23 C26 108.5(2) . . ? C30 C27 C28 108.2(4) . . ? C30 C27 C29 110.4(4) . . ? C28 C27 C29 106.6(3) . . ? C30 C27 C16 112.5(2) . . ? C28 C27 C16 110.3(2) . . ? C29 C27 C16 108.7(2) . . ? N7 C31 C32 178.2(5) . . ? _diffrn_measured_fraction_theta_max 0.898 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.695 _refine_diff_density_min -0.442 _refine_diff_density_rms 0.058 #==END data_lhd90-Compound-4b _database_code_depnum_ccdc_archive 'CCDC 692081' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H37 Au Cl2 Cu N6 S' _chemical_formula_weight 857.13 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' Au Au -2.0133 8.8022 '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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.664(3) _cell_length_b 21.058(5) _cell_length_c 13.003(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.271(2) _cell_angle_gamma 90.00 _cell_volume 3572.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 208(2) _cell_measurement_reflns_used 7175 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 27.81 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1692 _exptl_absorpt_coefficient_mu 4.934 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3966 _exptl_absorpt_correction_T_max 0.5451 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 208(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_reflns_number 20975 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0691 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 28.14 _reflns_number_total 7646 _reflns_number_gt 5111 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7646 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0733 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1114 _refine_ls_wR_factor_gt 0.0993 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.000 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 0.000 0.000 0.000 284 91 2 1.000 0.500 0.500 284 91 _platon_squeeze_details ; SQUEEZE (PLATON, A.Spek) was used to treat diffuse solvent contributions. Total electron count found = 182/unit cell. Calculated for 4 CH2Cl2 (the re'xtal solvent) = 168/unit cell. The formula and intensive properties (density, F(000), etc.) reflect these contributions. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.155865(19) 0.346015(12) 0.558301(19) 0.04621(10) Uani 1 1 d . . . Cu1 Cu 0.14285(5) 0.43750(3) 0.93004(5) 0.03315(17) Uani 1 1 d . . . S1 S 0.38570(13) 0.59923(10) 1.03273(16) 0.0603(5) Uani 1 1 d . . . N1 N 0.1764(5) 0.2749(3) 0.3538(5) 0.0714(18) Uani 1 1 d . . . N2 N 0.1499(4) 0.4055(2) 0.7780(4) 0.0409(12) Uani 1 1 d . . . N3 N 0.2274(4) 0.5139(2) 0.9437(4) 0.0425(12) Uani 1 1 d . . . N4 N -0.0001(3) 0.4768(2) 0.8636(4) 0.0365(11) Uani 1 1 d . . . N5 N 0.0588(3) 0.3809(2) 0.9874(3) 0.0293(10) Uani 1 1 d . . . N6 N 0.2521(3) 0.3801(2) 1.0237(4) 0.0344(11) Uani 1 1 d . . . C1 C 0.1660(5) 0.3015(3) 0.4257(5) 0.0512(17) Uani 1 1 d . . . C2 C 0.1511(4) 0.3848(3) 0.6965(5) 0.0447(15) Uani 1 1 d . . . C3 C 0.2940(4) 0.5485(3) 0.9801(5) 0.0374(13) Uani 1 1 d . . . C4 C -0.0245(5) 0.5251(3) 0.7927(5) 0.0455(15) Uani 1 1 d . . . H4A H 0.0282 0.5521 0.7866 0.055 Uiso 1 1 calc R . . C5 C -0.1235(5) 0.5368(3) 0.7284(5) 0.0454(15) Uani 1 1 d . . . H5A H -0.1371 0.5708 0.6795 0.054 Uiso 1 1 calc R . . C6 C -0.2031(4) 0.4971(3) 0.7371(5) 0.0380(13) Uani 1 1 d . . . C7 C -0.1781(4) 0.4495(3) 0.8146(4) 0.0328(13) Uani 1 1 d . . . H7A H -0.2305 0.4239 0.8254 0.039 Uiso 1 1 calc R . . C8 C -0.0776(4) 0.4391(3) 0.8763(4) 0.0325(12) Uani 1 1 d . . . C9 C -0.0435(4) 0.3877(3) 0.9553(4) 0.0288(12) Uani 1 1 d . . . C10 C -0.1042(4) 0.3485(3) 0.9961(5) 0.0351(13) Uani 1 1 d . . . H10A H -0.1759 0.3526 0.9718 0.042 Uiso 1 1 calc R . . C11 C -0.0589(4) 0.3024(3) 1.0738(5) 0.0352(13) Uani 1 1 d . . . C12 C 0.0476(4) 0.2977(3) 1.1068(4) 0.0337(13) Uani 1 1 d . . . H12A H 0.0806 0.2678 1.1595 0.040 Uiso 1 1 calc R . . C13 C 0.1055(4) 0.3377(3) 1.0610(4) 0.0321(13) Uani 1 1 d . . . C14 C 0.2187(4) 0.3367(3) 1.0834(4) 0.0317(13) Uani 1 1 d . . . C15 C 0.2840(4) 0.2959(3) 1.1541(4) 0.0366(13) Uani 1 1 d . . . H15A H 0.2580 0.2682 1.1962 0.044 Uiso 1 1 calc R . . C16 C 0.3886(4) 0.2953(3) 1.1639(4) 0.0374(14) Uani 1 1 d . . . C17 C 0.4207(4) 0.3392(3) 1.1006(5) 0.0439(15) Uani 1 1 d . . . H17A H 0.4903 0.3409 1.1040 0.053 Uiso 1 1 calc R . . C18 C 0.3534(4) 0.3800(3) 1.0338(5) 0.0417(15) Uani 1 1 d . . . H18A H 0.3785 0.4093 0.9931 0.050 Uiso 1 1 calc R . . C19 C -0.3130(4) 0.5053(3) 0.6621(5) 0.0466(16) Uani 1 1 d . . . C20 C -0.3200(6) 0.5514(6) 0.5697(7) 0.121(5) Uani 1 1 d . . . H20A H -0.2974 0.5931 0.5986 0.182 Uiso 1 1 calc R . . H20B H -0.3904 0.5538 0.5240 0.182 Uiso 1 1 calc R . . H20C H -0.2765 0.5366 0.5277 0.182 Uiso 1 1 calc R . . C21 C -0.3791(6) 0.5284(6) 0.7281(7) 0.124(4) Uani 1 1 d . . . H21A H -0.3601 0.5717 0.7513 0.186 Uiso 1 1 calc R . . H21B H -0.3693 0.5014 0.7907 0.186 Uiso 1 1 calc R . . H21C H -0.4504 0.5273 0.6851 0.186 Uiso 1 1 calc R . . C22 C -0.3505(6) 0.4399(5) 0.6153(8) 0.118(4) Uani 1 1 d . . . H22A H -0.3038 0.4230 0.5786 0.177 Uiso 1 1 calc R . . H22B H -0.4184 0.4438 0.5645 0.177 Uiso 1 1 calc R . . H22C H -0.3529 0.4114 0.6730 0.177 Uiso 1 1 calc R . . C23 C -0.1257(4) 0.2615(3) 1.1232(5) 0.0438(15) Uani 1 1 d . . . C24 C -0.2217(5) 0.2385(4) 1.0357(7) 0.077(2) Uani 1 1 d . . . H24A H -0.2015 0.2100 0.9869 0.115 Uiso 1 1 calc R . . H24B H -0.2577 0.2747 0.9958 0.115 Uiso 1 1 calc R . . H24C H -0.2664 0.2161 1.0691 0.115 Uiso 1 1 calc R . . C25 C -0.1572(6) 0.3035(4) 1.2057(6) 0.074(2) Uani 1 1 d . . . H25A H -0.0964 0.3161 1.2625 0.112 Uiso 1 1 calc R . . H25B H -0.2024 0.2797 1.2365 0.112 Uiso 1 1 calc R . . H25C H -0.1924 0.3410 1.1699 0.112 Uiso 1 1 calc R . . C26 C -0.0691(5) 0.2036(4) 1.1817(7) 0.076(3) Uani 1 1 d . . . H26A H -0.0484 0.1768 1.1312 0.114 Uiso 1 1 calc R . . H26B H -0.1140 0.1798 1.2131 0.114 Uiso 1 1 calc R . . H26C H -0.0089 0.2172 1.2383 0.114 Uiso 1 1 calc R . . C27 C 0.4609(4) 0.2491(4) 1.2413(5) 0.0526(18) Uani 1 1 d . . . C28 C 0.4182(8) 0.1816(5) 1.2218(11) 0.149(6) Uani 1 1 d . . . H28A H 0.3922 0.1738 1.1449 0.224 Uiso 1 1 calc R . . H28B H 0.3631 0.1768 1.2540 0.224 Uiso 1 1 calc R . . H28C H 0.4723 0.1515 1.2540 0.224 Uiso 1 1 calc R . . C29 C 0.4713(8) 0.2691(6) 1.3558(7) 0.148(6) Uani 1 1 d . . . H29A H 0.5138 0.2386 1.4053 0.222 Uiso 1 1 calc R . . H29B H 0.4040 0.2706 1.3664 0.222 Uiso 1 1 calc R . . H29C H 0.5028 0.3107 1.3690 0.222 Uiso 1 1 calc R . . C30 C 0.5652(6) 0.2464(5) 1.2262(8) 0.108(4) Uani 1 1 d . . . H30A H 0.5593 0.2332 1.1531 0.162 Uiso 1 1 calc R . . H30B H 0.6072 0.2161 1.2765 0.162 Uiso 1 1 calc R . . H30C H 0.5968 0.2880 1.2393 0.162 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 Au1 0.06031(17) 0.04472(16) 0.03702(15) -0.00193(13) 0.01971(11) -0.00475(13) Cu1 0.0300(3) 0.0344(4) 0.0355(4) 0.0018(3) 0.0104(3) -0.0031(3) S1 0.0432(9) 0.0621(12) 0.0737(13) -0.0132(11) 0.0145(8) -0.0202(9) N1 0.101(5) 0.076(5) 0.039(3) -0.014(4) 0.025(3) -0.006(4) N2 0.046(3) 0.039(3) 0.038(3) -0.003(3) 0.014(2) -0.003(2) N3 0.040(3) 0.038(3) 0.049(3) -0.002(3) 0.013(2) -0.005(2) N4 0.031(2) 0.036(3) 0.043(3) -0.002(2) 0.011(2) -0.004(2) N5 0.027(2) 0.026(3) 0.033(2) 0.002(2) 0.0074(18) 0.0026(19) N6 0.029(2) 0.037(3) 0.038(3) -0.001(2) 0.013(2) -0.006(2) C1 0.060(4) 0.051(4) 0.043(4) -0.002(4) 0.016(3) -0.005(3) C2 0.038(3) 0.045(4) 0.049(4) 0.002(3) 0.011(3) -0.006(3) C3 0.036(3) 0.035(3) 0.041(3) 0.000(3) 0.013(2) 0.000(3) C4 0.046(3) 0.038(4) 0.054(4) 0.010(3) 0.018(3) -0.005(3) C5 0.048(4) 0.036(4) 0.047(4) 0.008(3) 0.007(3) -0.005(3) C6 0.037(3) 0.037(3) 0.037(3) 0.004(3) 0.005(2) 0.003(3) C7 0.028(3) 0.030(3) 0.040(3) 0.003(3) 0.009(2) 0.001(2) C8 0.035(3) 0.027(3) 0.035(3) -0.005(3) 0.010(2) 0.001(2) C9 0.023(2) 0.029(3) 0.034(3) 0.002(3) 0.008(2) 0.003(2) C10 0.027(3) 0.039(3) 0.041(3) -0.001(3) 0.012(2) 0.001(3) C11 0.039(3) 0.031(3) 0.039(3) -0.003(3) 0.016(2) -0.001(3) C12 0.032(3) 0.037(3) 0.035(3) 0.005(3) 0.013(2) 0.004(3) C13 0.025(3) 0.033(3) 0.039(3) -0.008(3) 0.010(2) -0.001(2) C14 0.025(3) 0.037(3) 0.031(3) -0.001(3) 0.005(2) 0.001(2) C15 0.036(3) 0.040(3) 0.034(3) 0.001(3) 0.010(2) 0.003(3) C16 0.030(3) 0.048(4) 0.033(3) 0.002(3) 0.008(2) 0.003(3) C17 0.025(3) 0.053(4) 0.051(4) 0.002(3) 0.008(3) 0.005(3) C18 0.032(3) 0.048(4) 0.048(4) 0.004(3) 0.017(3) -0.003(3) C19 0.038(3) 0.053(4) 0.042(4) 0.001(3) 0.000(3) -0.002(3) C20 0.062(5) 0.169(11) 0.100(7) 0.085(7) -0.026(5) -0.039(6) C21 0.062(5) 0.215(13) 0.084(7) -0.013(8) 0.005(5) 0.067(7) C22 0.075(6) 0.083(7) 0.135(9) -0.003(7) -0.060(6) -0.003(5) C23 0.030(3) 0.044(4) 0.058(4) 0.021(3) 0.014(3) -0.001(3) C24 0.053(4) 0.066(5) 0.105(7) 0.019(5) 0.014(4) -0.019(4) C25 0.077(5) 0.079(6) 0.086(6) 0.016(5) 0.053(5) 0.002(5) C26 0.050(4) 0.065(5) 0.112(7) 0.048(5) 0.024(4) 0.004(4) C27 0.030(3) 0.068(5) 0.055(4) 0.022(4) 0.005(3) 0.006(3) C28 0.092(7) 0.066(7) 0.224(14) 0.063(8) -0.054(8) 0.006(6) C29 0.159(10) 0.223(14) 0.053(6) 0.043(8) 0.015(6) 0.129(10) C30 0.060(5) 0.149(10) 0.119(8) 0.065(7) 0.032(5) 0.056(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 C2 1.993(7) . ? Au1 C1 2.003(7) . ? Cu1 N5 1.951(4) . ? Cu1 N3 1.958(5) . ? Cu1 N6 2.023(5) . ? Cu1 N4 2.060(5) . ? Cu1 N2 2.117(5) . ? S1 C3 1.634(6) . ? N1 C1 1.134(8) . ? N2 C2 1.150(7) . ? N3 C3 1.152(7) . ? N4 C4 1.346(7) . ? N4 C8 1.372(7) . ? N5 C9 1.343(6) . ? N5 C13 1.338(7) . ? N6 C18 1.350(6) . ? N6 C14 1.363(7) . ? C4 C5 1.385(8) . ? C5 C6 1.402(8) . ? C6 C7 1.390(7) . ? C6 C19 1.538(8) . ? C7 C8 1.387(7) . ? C8 C9 1.470(7) . ? C9 C10 1.382(7) . ? C10 C11 1.405(8) . ? C11 C12 1.393(7) . ? C11 C23 1.528(7) . ? C12 C13 1.403(7) . ? C13 C14 1.486(7) . ? C14 C15 1.375(7) . ? C15 C16 1.397(7) . ? C16 C17 1.393(8) . ? C16 C27 1.530(8) . ? C17 C18 1.366(8) . ? C19 C21 1.500(10) . ? C19 C20 1.526(10) . ? C19 C22 1.530(11) . ? C23 C26 1.522(9) . ? C23 C24 1.537(9) . ? C23 C25 1.547(9) . ? C27 C30 1.497(9) . ? C27 C29 1.512(11) . ? C27 C28 1.528(12) . ? 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 C2 Au1 C1 175.7(3) . . ? N5 Cu1 N3 149.98(19) . . ? N5 Cu1 N6 79.51(17) . . ? N3 Cu1 N6 97.25(19) . . ? N5 Cu1 N4 79.22(18) . . ? N3 Cu1 N4 99.7(2) . . ? N6 Cu1 N4 158.54(18) . . ? N5 Cu1 N2 110.97(19) . . ? N3 Cu1 N2 99.04(19) . . ? N6 Cu1 N2 98.15(18) . . ? N4 Cu1 N2 92.11(19) . . ? C2 N2 Cu1 175.9(5) . . ? C3 N3 Cu1 158.4(5) . . ? C4 N4 C8 118.5(5) . . ? C4 N4 Cu1 127.0(4) . . ? C8 N4 Cu1 112.7(4) . . ? C9 N5 C13 121.8(4) . . ? C9 N5 Cu1 119.6(4) . . ? C13 N5 Cu1 118.6(3) . . ? C18 N6 C14 116.8(5) . . ? C18 N6 Cu1 127.6(4) . . ? C14 N6 Cu1 115.6(3) . . ? N1 C1 Au1 176.4(7) . . ? N2 C2 Au1 177.8(6) . . ? N3 C3 S1 178.1(5) . . ? N4 C4 C5 123.1(5) . . ? C4 C5 C6 119.2(6) . . ? C7 C6 C5 117.3(5) . . ? C7 C6 C19 121.6(5) . . ? C5 C6 C19 121.2(5) . . ? C6 C7 C8 121.5(5) . . ? N4 C8 C7 120.3(5) . . ? N4 C8 C9 114.5(5) . . ? C7 C8 C9 125.1(5) . . ? N5 C9 C10 120.3(5) . . ? N5 C9 C8 112.3(4) . . ? C10 C9 C8 127.4(5) . . ? C9 C10 C11 120.2(5) . . ? C12 C11 C10 117.8(5) . . ? C12 C11 C23 122.1(5) . . ? C10 C11 C23 120.0(5) . . ? C11 C12 C13 119.7(5) . . ? N5 C13 C12 120.1(5) . . ? N5 C13 C14 113.4(5) . . ? C12 C13 C14 126.4(5) . . ? N6 C14 C15 122.6(5) . . ? N6 C14 C13 112.6(5) . . ? C15 C14 C13 124.8(5) . . ? C14 C15 C16 120.7(5) . . ? C17 C16 C15 115.6(5) . . ? C17 C16 C27 123.8(5) . . ? C15 C16 C27 120.7(5) . . ? C18 C17 C16 121.6(5) . . ? N6 C18 C17 122.6(5) . . ? C21 C19 C20 109.7(8) . . ? C21 C19 C22 109.5(8) . . ? C20 C19 C22 108.9(7) . . ? C21 C19 C6 108.2(5) . . ? C20 C19 C6 113.0(5) . . ? C22 C19 C6 107.5(5) . . ? C26 C23 C11 112.5(5) . . ? C26 C23 C24 108.2(6) . . ? C11 C23 C24 110.6(5) . . ? C26 C23 C25 108.4(6) . . ? C11 C23 C25 107.1(5) . . ? C24 C23 C25 110.0(6) . . ? C30 C27 C29 109.0(7) . . ? C30 C27 C28 105.9(8) . . ? C29 C27 C28 110.0(9) . . ? C30 C27 C16 113.1(6) . . ? C29 C27 C16 108.9(6) . . ? C28 C27 C16 110.0(6) . . ? _diffrn_measured_fraction_theta_max 0.875 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.882 _refine_diff_density_min -2.564 _refine_diff_density_rms 0.123