# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_c2onc _database_code_depnum_ccdc_archive 'CCDC 877782' #TrackingRef '10831_web_deposit_cif_file_0_RobertD.Pike_1334928780.RDP213(CuBr)2(Me2Pip).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H28 Br4 Cu4 N4' _chemical_formula_sum 'C12 H28 Br4 Cu4 N4' _chemical_formula_weight 802.18 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.2013(6) _cell_length_b 14.0499(3) _cell_length_c 13.9931(3) _cell_angle_alpha 90.00 _cell_angle_beta 121.9660(10) _cell_angle_gamma 90.00 _cell_volume 4370.10(17) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9886 _cell_measurement_theta_min 3.98 _cell_measurement_theta_max 67.55 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3072 _exptl_absorpt_coefficient_mu 12.973 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.2449 _exptl_absorpt_correction_T_max 0.6107 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 10860 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 66.99 _reflns_number_total 3825 _reflns_number_gt 3632 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0174P)^2^+4.8568P] 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 3825 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0219 _refine_ls_R_factor_gt 0.0198 _refine_ls_wR_factor_ref 0.0453 _refine_ls_wR_factor_gt 0.0446 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_restrained_S_all 1.185 _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 Br1 Br 0.077314(12) 0.251606(18) 0.24506(2) 0.01342(7) Uani 1 1 d . . . Br2 Br 0.053139(12) 0.272896(19) -0.08571(2) 0.01328(7) Uani 1 1 d . . . Br3 Br 0.169039(11) 0.081454(18) 0.16530(2) 0.01257(7) Uani 1 1 d . . . Br4 Br 0.197591(12) 0.385909(18) 0.17779(2) 0.01305(7) Uani 1 1 d . . . Cu1 Cu 0.070497(17) 0.16682(3) 0.07784(3) 0.01478(9) Uani 1 1 d . . . Cu2 Cu 0.087733(17) 0.35147(3) 0.10005(3) 0.01507(9) Uani 1 1 d . . . Cu3 Cu 0.176876(17) 0.23907(3) 0.26229(3) 0.01414(9) Uani 1 1 d . . . Cu4 Cu 0.161685(18) 0.23674(3) 0.06021(3) 0.01468(9) Uani 1 1 d . . . N1 N -0.01356(9) 0.09998(15) 0.00095(18) 0.0139(5) Uani 1 1 d . . . N2 N 0.05084(10) 0.47885(15) 0.11380(18) 0.0146(5) Uani 1 1 d . . . N3 N 0.26128(10) 0.22485(15) 0.41183(18) 0.0122(4) Uani 1 1 d . . . N4 N 0.19895(10) 0.18731(16) -0.03095(18) 0.0147(5) Uani 1 1 d . . . C1 C -0.01646(12) 0.03030(19) 0.0770(2) 0.0159(6) Uani 1 1 d . . . H1A H -0.0578 0.0047 0.0408 0.019 Uiso 1 1 calc R . . H1B H -0.0067 0.0624 0.1477 0.019 Uiso 1 1 calc R . . C2 C 0.02702(12) -0.05045(18) 0.1038(2) 0.0158(6) Uani 1 1 d . . . H2A H 0.0686 -0.0253 0.1433 0.019 Uiso 1 1 calc R . . H2B H 0.0242 -0.0963 0.1545 0.019 Uiso 1 1 calc R . . C3 C -0.06085(12) 0.1731(2) -0.0303(3) 0.0243(7) Uani 1 1 d . . . H3A H -0.1002 0.1420 -0.0648 0.037 Uiso 1 1 calc R . . H3B H -0.0610 0.2179 -0.0840 0.037 Uiso 1 1 calc R . . H3C H -0.0526 0.2075 0.0374 0.037 Uiso 1 1 calc R . . C4 C -0.01248(12) 0.46713(19) 0.0821(2) 0.0188(6) Uani 1 1 d . . . H4A H -0.0264 0.5263 0.0998 0.023 Uiso 1 1 calc R . . H4B H -0.0150 0.4148 0.1268 0.023 Uiso 1 1 calc R . . C5 C 0.05280(12) 0.55497(18) 0.0420(2) 0.0180(6) Uani 1 1 d . . . H5A H 0.0947 0.5626 0.0607 0.022 Uiso 1 1 calc R . . H5B H 0.0401 0.6160 0.0585 0.022 Uiso 1 1 calc R . . C6 C 0.08718(14) 0.5099(2) 0.2327(2) 0.0254(7) Uani 1 1 d . . . H6A H 0.0717 0.5707 0.2413 0.038 Uiso 1 1 calc R . . H6B H 0.1292 0.5176 0.2548 0.038 Uiso 1 1 calc R . . H6C H 0.0847 0.4618 0.2809 0.038 Uiso 1 1 calc R . . C7 C 0.25984(12) 0.15221(18) 0.4875(2) 0.0145(5) Uani 1 1 d . . . H7A H 0.3010 0.1428 0.5537 0.017 Uiso 1 1 calc R . . H7B H 0.2458 0.0908 0.4470 0.017 Uiso 1 1 calc R . . C8 C 0.28146(12) 0.31738(18) 0.4733(2) 0.0141(5) Uani 1 1 d . . . H8A H 0.2817 0.3667 0.4230 0.017 Uiso 1 1 calc R . . H8B H 0.3230 0.3108 0.5392 0.017 Uiso 1 1 calc R . . C9 C 0.30574(12) 0.1954(2) 0.3837(2) 0.0208(6) Uani 1 1 d . . . H9A H 0.3453 0.1886 0.4531 0.031 Uiso 1 1 calc R . . H9B H 0.3079 0.2437 0.3354 0.031 Uiso 1 1 calc R . . H9C H 0.2936 0.1344 0.3439 0.031 Uiso 1 1 calc R . . C10 C 0.19736(12) 0.26103(19) -0.1089(2) 0.0170(6) Uani 1 1 d . . . H10A H 0.1555 0.2838 -0.1587 0.020 Uiso 1 1 calc R . . H10B H 0.2106 0.2325 -0.1570 0.020 Uiso 1 1 calc R . . C11 C 0.26235(12) 0.1557(2) 0.0447(2) 0.0161(6) Uani 1 1 d . . . H11A H 0.2767 0.1252 -0.0007 0.019 Uiso 1 1 calc R . . H11B H 0.2644 0.1079 0.0985 0.019 Uiso 1 1 calc R . . C12 C 0.16263(13) 0.1049(2) -0.0992(2) 0.0215(6) Uani 1 1 d . . . H12A H 0.1208 0.1249 -0.1497 0.032 Uiso 1 1 calc R . . H12B H 0.1644 0.0545 -0.0492 0.032 Uiso 1 1 calc R . . H12C H 0.1787 0.0809 -0.1438 0.032 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 Br1 0.01086(14) 0.01687(14) 0.01357(14) 0.00056(10) 0.00717(11) 0.00040(10) Br2 0.01233(15) 0.01357(14) 0.01160(13) 0.00083(10) 0.00474(11) 0.00094(10) Br3 0.01061(14) 0.01153(14) 0.01426(13) 0.00023(10) 0.00569(11) 0.00027(10) Br4 0.01194(14) 0.01360(14) 0.01431(13) -0.00138(10) 0.00743(11) -0.00210(10) Cu1 0.0113(2) 0.0131(2) 0.0171(2) -0.00071(15) 0.00558(16) -0.00246(15) Cu2 0.0143(2) 0.0118(2) 0.0185(2) -0.00066(15) 0.00830(17) 0.00175(15) Cu3 0.0111(2) 0.0186(2) 0.01070(19) -0.00034(15) 0.00439(16) -0.00041(15) Cu4 0.0140(2) 0.0188(2) 0.0140(2) -0.00122(15) 0.00924(17) 0.00017(15) N1 0.0107(12) 0.0094(11) 0.0186(11) 0.0009(9) 0.0057(9) 0.0007(8) N2 0.0134(12) 0.0106(11) 0.0207(11) -0.0003(9) 0.0096(9) -0.0004(9) N3 0.0098(11) 0.0164(11) 0.0108(10) -0.0007(9) 0.0058(9) -0.0014(8) N4 0.0143(12) 0.0179(12) 0.0141(11) 0.0017(9) 0.0090(9) 0.0006(9) C1 0.0165(15) 0.0176(14) 0.0155(13) -0.0043(11) 0.0098(11) -0.0070(11) C2 0.0144(14) 0.0157(14) 0.0131(13) 0.0014(10) 0.0044(11) -0.0042(11) C3 0.0115(15) 0.0149(15) 0.0407(18) -0.0005(13) 0.0098(13) 0.0026(11) C4 0.0189(15) 0.0132(14) 0.0308(16) 0.0051(12) 0.0176(13) 0.0032(11) C5 0.0153(15) 0.0100(13) 0.0308(16) 0.0028(11) 0.0137(12) -0.0001(10) C6 0.0251(17) 0.0222(16) 0.0267(16) -0.0079(13) 0.0122(13) 0.0013(12) C7 0.0157(14) 0.0122(13) 0.0125(12) -0.0003(10) 0.0053(11) 0.0004(10) C8 0.0138(14) 0.0155(14) 0.0104(12) -0.0001(10) 0.0045(10) -0.0045(10) C9 0.0100(14) 0.0353(17) 0.0167(14) -0.0023(12) 0.0069(11) 0.0032(12) C10 0.0126(14) 0.0268(16) 0.0128(13) 0.0040(11) 0.0076(11) 0.0047(11) C11 0.0156(14) 0.0211(14) 0.0149(13) 0.0062(11) 0.0103(11) 0.0070(11) C12 0.0235(16) 0.0242(16) 0.0185(14) -0.0071(12) 0.0124(12) -0.0018(12) _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 Br1 Cu3 2.4956(5) . ? Br1 Cu1 2.5462(5) . ? Br1 Cu2 2.5975(5) . ? Br2 Cu2 2.5104(5) . ? Br2 Cu4 2.5233(5) . ? Br2 Cu1 2.5619(5) . ? Br3 Cu1 2.5014(5) . ? Br3 Cu3 2.5482(5) . ? Br3 Cu4 2.5806(5) . ? Br4 Cu4 2.5191(5) . ? Br4 Cu2 2.5273(5) . ? Br4 Cu3 2.5745(5) . ? Cu1 N1 2.093(2) . ? Cu1 Cu2 2.6234(5) . ? Cu1 Cu4 2.7126(5) . ? Cu1 Cu3 2.8007(5) . ? Cu2 N2 2.091(2) . ? Cu2 Cu3 2.7366(5) . ? Cu2 Cu4 2.7942(5) . ? Cu3 N3 2.100(2) . ? Cu3 Cu4 2.6389(6) . ? Cu4 N4 2.093(2) . ? N1 C1 1.477(3) . ? N1 C3 1.486(3) . ? N1 C2 1.486(3) 5 ? N2 C6 1.479(3) . ? N2 C4 1.483(3) . ? N2 C5 1.487(3) . ? N3 C9 1.473(3) . ? N3 C7 1.486(3) . ? N3 C8 1.493(3) . ? N4 C12 1.482(3) . ? N4 C11 1.488(3) . ? N4 C10 1.489(3) . ? C1 C2 1.508(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.487(3) 5 ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.512(4) 5_565 ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C4 1.512(4) 5_565 ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.511(4) 7_556 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C7 1.511(4) 7_556 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.512(4) 7 ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C10 1.512(4) 7 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 Cu3 Br1 Cu1 67.480(14) . . ? Cu3 Br1 Cu2 64.965(14) . . ? Cu1 Br1 Cu2 61.322(13) . . ? Cu2 Br2 Cu4 67.434(14) . . ? Cu2 Br2 Cu1 62.280(14) . . ? Cu4 Br2 Cu1 64.470(14) . . ? Cu1 Br3 Cu3 67.364(14) . . ? Cu1 Br3 Cu4 64.499(14) . . ? Cu3 Br3 Cu4 61.928(14) . . ? Cu4 Br4 Cu2 67.242(14) . . ? Cu4 Br4 Cu3 62.395(14) . . ? Cu2 Br4 Cu3 64.869(14) . . ? N1 Cu1 Br3 124.68(6) . . ? N1 Cu1 Br1 103.01(6) . . ? Br3 Cu1 Br1 102.865(16) . . ? N1 Cu1 Br2 99.26(6) . . ? Br3 Cu1 Br2 111.413(16) . . ? Br1 Cu1 Br2 116.211(17) . . ? N1 Cu1 Cu2 124.95(6) . . ? Br3 Cu1 Cu2 110.356(17) . . ? Br1 Cu1 Cu2 60.303(13) . . ? Br2 Cu1 Cu2 57.897(13) . . ? N1 Cu1 Cu4 148.59(6) . . ? Br3 Cu1 Cu4 59.165(13) . . ? Br1 Cu1 Cu4 106.111(16) . . ? Br2 Cu1 Cu4 57.075(13) . . ? Cu2 Cu1 Cu4 63.128(14) . . ? N1 Cu1 Cu3 154.07(6) . . ? Br3 Cu1 Cu3 57.114(12) . . ? Br1 Cu1 Cu3 55.400(12) . . ? Br2 Cu1 Cu3 103.403(16) . . ? Cu2 Cu1 Cu3 60.494(14) . . ? Cu4 Cu1 Cu3 57.166(14) . . ? N2 Cu2 Br2 122.73(6) . . ? N2 Cu2 Br4 105.86(6) . . ? Br2 Cu2 Br4 103.562(16) . . ? N2 Cu2 Br1 98.37(6) . . ? Br2 Cu2 Br1 116.207(17) . . ? Br4 Cu2 Br1 109.507(16) . . ? N2 Cu2 Cu1 142.98(6) . . ? Br2 Cu2 Cu1 59.822(13) . . ? Br4 Cu2 Cu1 109.008(17) . . ? Br1 Cu2 Cu1 58.375(13) . . ? N2 Cu2 Cu3 130.60(6) . . ? Br2 Cu2 Cu3 106.674(16) . . ? Br4 Cu2 Cu3 58.400(13) . . ? Br1 Cu2 Cu3 55.718(13) . . ? Cu1 Cu2 Cu3 62.960(14) . . ? N2 Cu2 Cu4 156.26(6) . . ? Br2 Cu2 Cu4 56.503(13) . . ? Br4 Cu2 Cu4 56.238(13) . . ? Br1 Cu2 Cu4 102.413(16) . . ? Cu1 Cu2 Cu4 59.995(14) . . ? Cu3 Cu2 Cu4 56.984(14) . . ? N3 Cu3 Br1 126.76(6) . . ? N3 Cu3 Br3 101.15(6) . . ? Br1 Cu3 Br3 102.973(16) . . ? N3 Cu3 Br4 99.62(6) . . ? Br1 Cu3 Br4 111.273(16) . . ? Br3 Cu3 Br4 115.400(16) . . ? N3 Cu3 Cu4 123.26(6) . . ? Br1 Cu3 Cu4 109.899(18) . . ? Br3 Cu3 Cu4 59.640(13) . . ? Br4 Cu3 Cu4 57.772(13) . . ? N3 Cu3 Cu2 150.19(6) . . ? Br1 Cu3 Cu2 59.317(13) . . ? Br3 Cu3 Cu2 105.482(16) . . ? Br4 Cu3 Cu2 56.731(13) . . ? Cu4 Cu3 Cu2 62.607(14) . . ? N3 Cu3 Cu1 153.26(6) . . ? Br1 Cu3 Cu1 57.121(13) . . ? Br3 Cu3 Cu1 55.522(12) . . ? Br4 Cu3 Cu1 102.482(16) . . ? Cu4 Cu3 Cu1 59.738(14) . . ? Cu2 Cu3 Cu1 56.546(13) . . ? N4 Cu4 Br4 122.73(6) . . ? N4 Cu4 Br2 105.26(6) . . ? Br4 Cu4 Br2 103.428(16) . . ? N4 Cu4 Br3 98.54(6) . . ? Br4 Cu4 Br3 116.219(17) . . ? Br2 Cu4 Br3 110.089(16) . . ? N4 Cu4 Cu3 143.39(6) . . ? Br4 Cu4 Cu3 59.832(13) . . ? Br2 Cu4 Cu3 109.305(17) . . ? Br3 Cu4 Cu3 58.433(13) . . ? N4 Cu4 Cu1 130.75(6) . . ? Br4 Cu4 Cu1 106.514(16) . . ? Br2 Cu4 Cu1 58.455(13) . . ? Br3 Cu4 Cu1 56.336(12) . . ? Cu3 Cu4 Cu1 63.096(14) . . ? N4 Cu4 Cu2 155.43(6) . . ? Br4 Cu4 Cu2 56.519(12) . . ? Br2 Cu4 Cu2 56.064(13) . . ? Br3 Cu4 Cu2 102.976(16) . . ? Cu3 Cu4 Cu2 60.408(14) . . ? Cu1 Cu4 Cu2 56.878(14) . . ? C1 N1 C3 108.5(2) . . ? C1 N1 C2 108.9(2) . 5 ? C3 N1 C2 107.9(2) . 5 ? C1 N1 Cu1 111.63(16) . . ? C3 N1 Cu1 109.14(16) . . ? C2 N1 Cu1 110.66(16) 5 . ? C6 N2 C4 108.7(2) . . ? C6 N2 C5 108.5(2) . . ? C4 N2 C5 108.2(2) . . ? C6 N2 Cu2 107.59(17) . . ? C4 N2 Cu2 112.10(16) . . ? C5 N2 Cu2 111.75(16) . . ? C9 N3 C7 108.7(2) . . ? C9 N3 C8 108.0(2) . . ? C7 N3 C8 108.81(19) . . ? C9 N3 Cu3 108.98(16) . . ? C7 N3 Cu3 111.41(16) . . ? C8 N3 Cu3 110.87(16) . . ? C12 N4 C11 108.6(2) . . ? C12 N4 C10 108.2(2) . . ? C11 N4 C10 108.4(2) . . ? C12 N4 Cu4 107.72(16) . . ? C11 N4 Cu4 111.78(15) . . ? C10 N4 Cu4 112.00(16) . . ? N1 C1 C2 111.0(2) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N1 C2 C1 110.7(2) 5 . ? N1 C2 H2A 109.5 5 . ? C1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 5 . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 C4 C5 110.9(2) . 5_565 ? N2 C4 H4A 109.5 . . ? C5 C4 H4A 109.5 5_565 . ? N2 C4 H4B 109.5 . . ? C5 C4 H4B 109.5 5_565 . ? H4A C4 H4B 108.0 . . ? N2 C5 C4 112.1(2) . 5_565 ? N2 C5 H5A 109.2 . . ? C4 C5 H5A 109.2 5_565 . ? N2 C5 H5B 109.2 . . ? C4 C5 H5B 109.2 5_565 . ? H5A C5 H5B 107.9 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 111.0(2) . 7_556 ? N3 C7 H7A 109.4 . . ? C8 C7 H7A 109.4 7_556 . ? N3 C7 H7B 109.4 . . ? C8 C7 H7B 109.4 7_556 . ? H7A C7 H7B 108.0 . . ? N3 C8 C7 110.6(2) . 7_556 ? N3 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 7_556 . ? N3 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 7_556 . ? H8A C8 H8B 108.1 . . ? 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 C11 111.2(2) . 7 ? N4 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 7 . ? N4 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 7 . ? H10A C10 H10B 108.0 . . ? N4 C11 C10 110.9(2) . 7 ? N4 C11 H11A 109.5 . . ? C10 C11 H11A 109.5 7 . ? N4 C11 H11B 109.5 . . ? C10 C11 H11B 109.5 7 . ? H11A C11 H11B 108.0 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? 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 Cu3 Br3 Cu1 N1 -148.75(8) . . . . ? Cu4 Br3 Cu1 N1 142.72(8) . . . . ? Cu3 Br3 Cu1 Br1 -32.723(14) . . . . ? Cu4 Br3 Cu1 Br1 -101.255(17) . . . . ? Cu3 Br3 Cu1 Br2 92.461(17) . . . . ? Cu4 Br3 Cu1 Br2 23.929(15) . . . . ? Cu3 Br3 Cu1 Cu2 30.065(16) . . . . ? Cu4 Br3 Cu1 Cu2 -38.467(17) . . . . ? Cu3 Br3 Cu1 Cu4 68.532(15) . . . . ? Cu4 Br3 Cu1 Cu3 -68.532(15) . . . . ? Cu3 Br1 Cu1 N1 164.14(6) . . . . ? Cu2 Br1 Cu1 N1 -123.03(6) . . . . ? Cu3 Br1 Cu1 Br3 33.470(15) . . . . ? Cu2 Br1 Cu1 Br3 106.291(17) . . . . ? Cu3 Br1 Cu1 Br2 -88.525(19) . . . . ? Cu2 Br1 Cu1 Br2 -15.704(16) . . . . ? Cu3 Br1 Cu1 Cu2 -72.821(15) . . . . ? Cu3 Br1 Cu1 Cu4 -27.760(16) . . . . ? Cu2 Br1 Cu1 Cu4 45.060(16) . . . . ? Cu2 Br1 Cu1 Cu3 72.821(15) . . . . ? Cu2 Br2 Cu1 N1 125.66(6) . . . . ? Cu4 Br2 Cu1 N1 -157.61(6) . . . . ? Cu2 Br2 Cu1 Br3 -101.249(18) . . . . ? Cu4 Br2 Cu1 Br3 -24.514(16) . . . . ? Cu2 Br2 Cu1 Br1 16.114(17) . . . . ? Cu4 Br2 Cu1 Br1 92.850(19) . . . . ? Cu4 Br2 Cu1 Cu2 76.735(15) . . . . ? Cu2 Br2 Cu1 Cu4 -76.735(15) . . . . ? Cu2 Br2 Cu1 Cu3 -41.654(15) . . . . ? Cu4 Br2 Cu1 Cu3 35.082(15) . . . . ? Cu4 Br2 Cu2 N2 151.59(7) . . . . ? Cu1 Br2 Cu2 N2 -136.40(7) . . . . ? Cu4 Br2 Cu2 Br4 32.308(15) . . . . ? Cu1 Br2 Cu2 Br4 104.318(17) . . . . ? Cu4 Br2 Cu2 Br1 -87.797(19) . . . . ? Cu1 Br2 Cu2 Br1 -15.787(16) . . . . ? Cu4 Br2 Cu2 Cu1 -72.010(15) . . . . ? Cu4 Br2 Cu2 Cu3 -28.324(16) . . . . ? Cu1 Br2 Cu2 Cu3 43.686(16) . . . . ? Cu1 Br2 Cu2 Cu4 72.010(15) . . . . ? Cu4 Br4 Cu2 N2 -162.71(6) . . . . ? Cu3 Br4 Cu2 N2 128.28(6) . . . . ? Cu4 Br4 Cu2 Br2 -32.420(15) . . . . ? Cu3 Br4 Cu2 Br2 -101.428(17) . . . . ? Cu4 Br4 Cu2 Br1 92.149(17) . . . . ? Cu3 Br4 Cu2 Br1 23.142(15) . . . . ? Cu4 Br4 Cu2 Cu1 29.946(16) . . . . ? Cu3 Br4 Cu2 Cu1 -39.062(16) . . . . ? Cu4 Br4 Cu2 Cu3 69.008(15) . . . . ? Cu3 Br4 Cu2 Cu4 -69.008(15) . . . . ? Cu3 Br1 Cu2 N2 -134.09(6) . . . . ? Cu1 Br1 Cu2 N2 149.00(6) . . . . ? Cu3 Br1 Cu2 Br2 92.951(19) . . . . ? Cu1 Br1 Cu2 Br2 16.034(16) . . . . ? Cu3 Br1 Cu2 Br4 -23.898(15) . . . . ? Cu1 Br1 Cu2 Br4 -100.815(18) . . . . ? Cu3 Br1 Cu2 Cu1 76.917(15) . . . . ? Cu1 Br1 Cu2 Cu3 -76.917(15) . . . . ? Cu3 Br1 Cu2 Cu4 34.385(15) . . . . ? Cu1 Br1 Cu2 Cu4 -42.532(15) . . . . ? N1 Cu1 Cu2 N2 27.45(13) . . . . ? Br3 Cu1 Cu2 N2 -151.36(10) . . . . ? Br1 Cu1 Cu2 N2 -57.82(11) . . . . ? Br2 Cu1 Cu2 N2 105.52(11) . . . . ? Cu4 Cu1 Cu2 N2 171.85(11) . . . . ? Cu3 Cu1 Cu2 N2 -122.46(11) . . . . ? N1 Cu1 Cu2 Br2 -78.07(8) . . . . ? Br3 Cu1 Cu2 Br2 103.116(18) . . . . ? Br1 Cu1 Cu2 Br2 -163.341(17) . . . . ? Cu4 Cu1 Cu2 Br2 66.333(14) . . . . ? Cu3 Cu1 Cu2 Br2 132.023(17) . . . . ? N1 Cu1 Cu2 Br4 -173.04(8) . . . . ? Br3 Cu1 Cu2 Br4 8.15(2) . . . . ? Br1 Cu1 Cu2 Br4 101.691(17) . . . . ? Br2 Cu1 Cu2 Br4 -94.967(17) . . . . ? Cu4 Cu1 Cu2 Br4 -28.635(16) . . . . ? Cu3 Cu1 Cu2 Br4 37.056(15) . . . . ? N1 Cu1 Cu2 Br1 85.27(8) . . . . ? Br3 Cu1 Cu2 Br1 -93.543(17) . . . . ? Br2 Cu1 Cu2 Br1 163.341(17) . . . . ? Cu4 Cu1 Cu2 Br1 -130.326(17) . . . . ? Cu3 Cu1 Cu2 Br1 -64.635(13) . . . . ? N1 Cu1 Cu2 Cu3 149.90(8) . . . . ? Br3 Cu1 Cu2 Cu3 -28.907(16) . . . . ? Br1 Cu1 Cu2 Cu3 64.635(13) . . . . ? Br2 Cu1 Cu2 Cu3 -132.023(17) . . . . ? Cu4 Cu1 Cu2 Cu3 -65.691(15) . . . . ? N1 Cu1 Cu2 Cu4 -144.40(8) . . . . ? Br3 Cu1 Cu2 Cu4 36.783(16) . . . . ? Br1 Cu1 Cu2 Cu4 130.326(17) . . . . ? Br2 Cu1 Cu2 Cu4 -66.333(14) . . . . ? Cu3 Cu1 Cu2 Cu4 65.691(15) . . . . ? Cu1 Br1 Cu3 N3 -147.62(8) . . . . ? Cu2 Br1 Cu3 N3 144.70(8) . . . . ? Cu1 Br1 Cu3 Br3 -32.793(14) . . . . ? Cu2 Br1 Cu3 Br3 -100.477(16) . . . . ? Cu1 Br1 Cu3 Br4 91.403(18) . . . . ? Cu2 Br1 Cu3 Br4 23.720(15) . . . . ? Cu1 Br1 Cu3 Cu4 29.288(16) . . . . ? Cu2 Br1 Cu3 Cu4 -38.396(16) . . . . ? Cu1 Br1 Cu3 Cu2 67.684(14) . . . . ? Cu2 Br1 Cu3 Cu1 -67.684(14) . . . . ? Cu1 Br3 Cu3 N3 165.67(6) . . . . ? Cu4 Br3 Cu3 N3 -122.17(6) . . . . ? Cu1 Br3 Cu3 Br1 33.489(15) . . . . ? Cu4 Br3 Cu3 Br1 105.656(18) . . . . ? Cu1 Br3 Cu3 Br4 -87.946(19) . . . . ? Cu4 Br3 Cu3 Br4 -15.780(16) . . . . ? Cu1 Br3 Cu3 Cu4 -72.167(15) . . . . ? Cu1 Br3 Cu3 Cu2 -27.855(16) . . . . ? Cu4 Br3 Cu3 Cu2 44.312(16) . . . . ? Cu4 Br3 Cu3 Cu1 72.167(15) . . . . ? Cu4 Br4 Cu3 N3 123.42(6) . . . . ? Cu2 Br4 Cu3 N3 -160.28(6) . . . . ? Cu4 Br4 Cu3 Br1 -100.739(19) . . . . ? Cu2 Br4 Cu3 Br1 -24.441(16) . . . . ? Cu4 Br4 Cu3 Br3 16.104(16) . . . . ? Cu2 Br4 Cu3 Br3 92.401(19) . . . . ? Cu2 Br4 Cu3 Cu4 76.297(16) . . . . ? Cu4 Br4 Cu3 Cu2 -76.297(16) . . . . ? Cu4 Br4 Cu3 Cu1 -41.435(16) . . . . ? Cu2 Br4 Cu3 Cu1 34.862(15) . . . . ? N2 Cu2 Cu3 N3 -41.99(15) . . . . ? Br2 Cu2 Cu3 N3 137.92(12) . . . . ? Br4 Cu2 Cu3 N3 42.00(12) . . . . ? Br1 Cu2 Cu3 N3 -111.37(12) . . . . ? Cu1 Cu2 Cu3 N3 -179.99(12) . . . . ? Cu4 Cu2 Cu3 N3 109.76(12) . . . . ? N2 Cu2 Cu3 Br1 69.38(8) . . . . ? Br2 Cu2 Cu3 Br1 -110.717(18) . . . . ? Br4 Cu2 Cu3 Br1 153.363(17) . . . . ? Cu1 Cu2 Cu3 Br1 -68.621(14) . . . . ? Cu4 Cu2 Cu3 Br1 -138.871(17) . . . . ? N2 Cu2 Cu3 Br3 165.49(8) . . . . ? Br2 Cu2 Cu3 Br3 -14.60(2) . . . . ? Br4 Cu2 Cu3 Br3 -110.523(17) . . . . ? Br1 Cu2 Cu3 Br3 96.114(16) . . . . ? Cu1 Cu2 Cu3 Br3 27.493(15) . . . . ? Cu4 Cu2 Cu3 Br3 -42.757(15) . . . . ? N2 Cu2 Cu3 Br4 -83.98(8) . . . . ? Br2 Cu2 Cu3 Br4 95.920(17) . . . . ? Br1 Cu2 Cu3 Br4 -153.363(17) . . . . ? Cu1 Cu2 Cu3 Br4 138.016(17) . . . . ? Cu4 Cu2 Cu3 Br4 67.766(14) . . . . ? N2 Cu2 Cu3 Cu4 -151.75(8) . . . . ? Br2 Cu2 Cu3 Cu4 28.154(16) . . . . ? Br4 Cu2 Cu3 Cu4 -67.766(14) . . . . ? Br1 Cu2 Cu3 Cu4 138.871(17) . . . . ? Cu1 Cu2 Cu3 Cu4 70.250(15) . . . . ? N2 Cu2 Cu3 Cu1 138.00(8) . . . . ? Br2 Cu2 Cu3 Cu1 -42.096(15) . . . . ? Br4 Cu2 Cu3 Cu1 -138.016(17) . . . . ? Br1 Cu2 Cu3 Cu1 68.621(14) . . . . ? Cu4 Cu2 Cu3 Cu1 -70.250(15) . . . . ? N1 Cu1 Cu3 N3 70.01(19) . . . . ? Br3 Cu1 Cu3 N3 -32.68(13) . . . . ? Br1 Cu1 Cu3 N3 107.51(13) . . . . ? Br2 Cu1 Cu3 N3 -139.71(13) . . . . ? Cu2 Cu1 Cu3 N3 179.99(13) . . . . ? Cu4 Cu1 Cu3 N3 -104.67(13) . . . . ? N1 Cu1 Cu3 Br1 -37.50(14) . . . . ? Br3 Cu1 Cu3 Br1 -140.189(17) . . . . ? Br2 Cu1 Cu3 Br1 112.781(17) . . . . ? Cu2 Cu1 Cu3 Br1 72.473(15) . . . . ? Cu4 Cu1 Cu3 Br1 147.822(18) . . . . ? N1 Cu1 Cu3 Br3 102.69(14) . . . . ? Br1 Cu1 Cu3 Br3 140.189(17) . . . . ? Br2 Cu1 Cu3 Br3 -107.029(17) . . . . ? Cu2 Cu1 Cu3 Br3 -147.338(18) . . . . ? Cu4 Cu1 Cu3 Br3 -71.989(14) . . . . ? N1 Cu1 Cu3 Br4 -144.92(14) . . . . ? Br3 Cu1 Cu3 Br4 112.390(17) . . . . ? Br1 Cu1 Cu3 Br4 -107.420(17) . . . . ? Br2 Cu1 Cu3 Br4 5.361(19) . . . . ? Cu2 Cu1 Cu3 Br4 -34.947(15) . . . . ? Cu4 Cu1 Cu3 Br4 40.401(15) . . . . ? N1 Cu1 Cu3 Cu4 174.68(14) . . . . ? Br3 Cu1 Cu3 Cu4 71.989(14) . . . . ? Br1 Cu1 Cu3 Cu4 -147.822(18) . . . . ? Br2 Cu1 Cu3 Cu4 -35.040(15) . . . . ? Cu2 Cu1 Cu3 Cu4 -75.349(16) . . . . ? N1 Cu1 Cu3 Cu2 -109.97(14) . . . . ? Br3 Cu1 Cu3 Cu2 147.338(18) . . . . ? Br1 Cu1 Cu3 Cu2 -72.473(15) . . . . ? Br2 Cu1 Cu3 Cu2 40.309(15) . . . . ? Cu4 Cu1 Cu3 Cu2 75.349(16) . . . . ? Cu2 Br4 Cu4 N4 150.58(7) . . . . ? Cu3 Br4 Cu4 N4 -136.90(7) . . . . ? Cu2 Br4 Cu4 Br2 32.214(15) . . . . ? Cu3 Br4 Cu4 Br2 104.735(17) . . . . ? Cu2 Br4 Cu4 Br3 -88.530(19) . . . . ? Cu3 Br4 Cu4 Br3 -16.010(16) . . . . ? Cu2 Br4 Cu4 Cu3 -72.521(15) . . . . ? Cu2 Br4 Cu4 Cu1 -28.430(16) . . . . ? Cu3 Br4 Cu4 Cu1 44.091(16) . . . . ? Cu3 Br4 Cu4 Cu2 72.521(15) . . . . ? Cu2 Br2 Cu4 N4 -162.30(7) . . . . ? Cu1 Br2 Cu4 N4 128.79(6) . . . . ? Cu2 Br2 Cu4 Br4 -32.406(15) . . . . ? Cu1 Br2 Cu4 Br4 -101.323(17) . . . . ? Cu2 Br2 Cu4 Br3 92.411(17) . . . . ? Cu1 Br2 Cu4 Br3 23.495(15) . . . . ? Cu2 Br2 Cu4 Cu3 29.961(17) . . . . ? Cu1 Br2 Cu4 Cu3 -38.955(16) . . . . ? Cu2 Br2 Cu4 Cu1 68.916(15) . . . . ? Cu1 Br2 Cu4 Cu2 -68.916(15) . . . . ? Cu1 Br3 Cu4 N4 -133.87(6) . . . . ? Cu3 Br3 Cu4 N4 149.36(6) . . . . ? Cu1 Br3 Cu4 Br4 93.020(19) . . . . ? Cu3 Br3 Cu4 Br4 16.252(16) . . . . ? Cu1 Br3 Cu4 Br2 -24.093(15) . . . . ? Cu3 Br3 Cu4 Br2 -100.861(18) . . . . ? Cu1 Br3 Cu4 Cu3 76.768(15) . . . . ? Cu3 Br3 Cu4 Cu1 -76.768(15) . . . . ? Cu1 Br3 Cu4 Cu2 34.189(15) . . . . ? Cu3 Br3 Cu4 Cu2 -42.580(15) . . . . ? N3 Cu3 Cu4 N4 25.65(13) . . . . ? Br1 Cu3 Cu4 N4 -151.39(11) . . . . ? Br3 Cu3 Cu4 N4 -57.68(11) . . . . ? Br4 Cu3 Cu4 N4 105.44(11) . . . . ? Cu2 Cu3 Cu4 N4 171.63(11) . . . . ? Cu1 Cu3 Cu4 N4 -122.98(11) . . . . ? N3 Cu3 Cu4 Br4 -79.79(7) . . . . ? Br1 Cu3 Cu4 Br4 103.175(18) . . . . ? Br3 Cu3 Cu4 Br4 -163.119(17) . . . . ? Cu2 Cu3 Cu4 Br4 66.190(14) . . . . ? Cu1 Cu3 Cu4 Br4 131.577(17) . . . . ? N3 Cu3 Cu4 Br2 -174.43(7) . . . . ? Br1 Cu3 Cu4 Br2 8.53(2) . . . . ? Br3 Cu3 Cu4 Br2 102.235(17) . . . . ? Br4 Cu3 Cu4 Br2 -94.647(17) . . . . ? Cu2 Cu3 Cu4 Br2 -28.456(16) . . . . ? Cu1 Cu3 Cu4 Br2 36.930(15) . . . . ? N3 Cu3 Cu4 Br3 83.33(7) . . . . ? Br1 Cu3 Cu4 Br3 -93.706(17) . . . . ? Br4 Cu3 Cu4 Br3 163.119(17) . . . . ? Cu2 Cu3 Cu4 Br3 -130.691(17) . . . . ? Cu1 Cu3 Cu4 Br3 -65.305(13) . . . . ? N3 Cu3 Cu4 Cu1 148.64(7) . . . . ? Br1 Cu3 Cu4 Cu1 -28.402(16) . . . . ? Br3 Cu3 Cu4 Cu1 65.305(13) . . . . ? Br4 Cu3 Cu4 Cu1 -131.577(17) . . . . ? Cu2 Cu3 Cu4 Cu1 -65.386(15) . . . . ? N3 Cu3 Cu4 Cu2 -145.98(7) . . . . ? Br1 Cu3 Cu4 Cu2 36.985(16) . . . . ? Br3 Cu3 Cu4 Cu2 130.691(17) . . . . ? Br4 Cu3 Cu4 Cu2 -66.190(14) . . . . ? Cu1 Cu3 Cu4 Cu2 65.386(15) . . . . ? N1 Cu1 Cu4 N4 -36.86(14) . . . . ? Br3 Cu1 Cu4 N4 70.23(8) . . . . ? Br1 Cu1 Cu4 N4 165.82(8) . . . . ? Br2 Cu1 Cu4 N4 -83.04(8) . . . . ? Cu2 Cu1 Cu4 N4 -150.60(8) . . . . ? Cu3 Cu1 Cu4 N4 138.68(8) . . . . ? N1 Cu1 Cu4 Br4 142.04(12) . . . . ? Br3 Cu1 Cu4 Br4 -110.868(18) . . . . ? Br1 Cu1 Cu4 Br4 -15.27(2) . . . . ? Br2 Cu1 Cu4 Br4 95.867(17) . . . . ? Cu2 Cu1 Cu4 Br4 28.303(16) . . . . ? Cu3 Cu1 Cu4 Br4 -42.421(15) . . . . ? N1 Cu1 Cu4 Br2 46.17(12) . . . . ? Br3 Cu1 Cu4 Br2 153.265(17) . . . . ? Br1 Cu1 Cu4 Br2 -111.141(17) . . . . ? Cu2 Cu1 Cu4 Br2 -67.564(14) . . . . ? Cu3 Cu1 Cu4 Br2 -138.288(17) . . . . ? N1 Cu1 Cu4 Br3 -107.09(12) . . . . ? Br1 Cu1 Cu4 Br3 95.594(17) . . . . ? Br2 Cu1 Cu4 Br3 -153.265(17) . . . . ? Cu2 Cu1 Cu4 Br3 139.170(17) . . . . ? Cu3 Cu1 Cu4 Br3 68.447(14) . . . . ? N1 Cu1 Cu4 Cu3 -175.54(12) . . . . ? Br3 Cu1 Cu4 Cu3 -68.447(14) . . . . ? Br1 Cu1 Cu4 Cu3 27.148(15) . . . . ? Br2 Cu1 Cu4 Cu3 138.288(17) . . . . ? Cu2 Cu1 Cu4 Cu3 70.724(15) . . . . ? N1 Cu1 Cu4 Cu2 113.74(12) . . . . ? Br3 Cu1 Cu4 Cu2 -139.170(17) . . . . ? Br1 Cu1 Cu4 Cu2 -43.576(15) . . . . ? Br2 Cu1 Cu4 Cu2 67.564(14) . . . . ? Cu3 Cu1 Cu4 Cu2 -70.724(15) . . . . ? N2 Cu2 Cu4 N4 -51.2(2) . . . . ? Br2 Cu2 Cu4 N4 44.87(15) . . . . ? Br4 Cu2 Cu4 N4 -96.45(15) . . . . ? Br1 Cu2 Cu4 N4 158.24(15) . . . . ? Cu1 Cu2 Cu4 N4 116.58(15) . . . . ? Cu3 Cu2 Cu4 N4 -167.95(15) . . . . ? N2 Cu2 Cu4 Br4 45.26(16) . . . . ? Br2 Cu2 Cu4 Br4 141.320(17) . . . . ? Br1 Cu2 Cu4 Br4 -105.316(17) . . . . ? Cu1 Cu2 Cu4 Br4 -146.975(18) . . . . ? Cu3 Cu2 Cu4 Br4 -71.502(14) . . . . ? N2 Cu2 Cu4 Br2 -96.06(16) . . . . ? Br4 Cu2 Cu4 Br2 -141.320(17) . . . . ? Br1 Cu2 Cu4 Br2 113.364(17) . . . . ? Cu1 Cu2 Cu4 Br2 71.705(14) . . . . ? Cu3 Cu2 Cu4 Br2 147.178(18) . . . . ? N2 Cu2 Cu4 Br3 158.29(16) . . . . ? Br2 Cu2 Cu4 Br3 -105.652(17) . . . . ? Br4 Cu2 Cu4 Br3 113.028(17) . . . . ? Br1 Cu2 Cu4 Br3 7.712(19) . . . . ? Cu1 Cu2 Cu4 Br3 -33.947(15) . . . . ? Cu3 Cu2 Cu4 Br3 41.526(15) . . . . ? N2 Cu2 Cu4 Cu3 116.76(16) . . . . ? Br2 Cu2 Cu4 Cu3 -147.178(18) . . . . ? Br4 Cu2 Cu4 Cu3 71.502(14) . . . . ? Br1 Cu2 Cu4 Cu3 -33.814(15) . . . . ? Cu1 Cu2 Cu4 Cu3 -75.474(16) . . . . ? N2 Cu2 Cu4 Cu1 -167.76(16) . . . . ? Br2 Cu2 Cu4 Cu1 -71.705(14) . . . . ? Br4 Cu2 Cu4 Cu1 146.975(18) . . . . ? Br1 Cu2 Cu4 Cu1 41.659(15) . . . . ? Cu3 Cu2 Cu4 Cu1 75.474(16) . . . . ? Br3 Cu1 N1 C1 54.26(19) . . . . ? Br1 Cu1 N1 C1 -61.70(17) . . . . ? Br2 Cu1 N1 C1 178.50(15) . . . . ? Cu2 Cu1 N1 C1 -124.39(15) . . . . ? Cu4 Cu1 N1 C1 140.65(14) . . . . ? Cu3 Cu1 N1 C1 -30.8(3) . . . . ? Br3 Cu1 N1 C3 174.16(15) . . . . ? Br1 Cu1 N1 C3 58.20(18) . . . . ? Br2 Cu1 N1 C3 -61.60(18) . . . . ? Cu2 Cu1 N1 C3 -4.5(2) . . . . ? Cu4 Cu1 N1 C3 -99.4(2) . . . . ? Cu3 Cu1 N1 C3 89.1(2) . . . . ? Br3 Cu1 N1 C2 -67.21(17) . . . 5 ? Br1 Cu1 N1 C2 176.83(15) . . . 5 ? Br2 Cu1 N1 C2 57.03(16) . . . 5 ? Cu2 Cu1 N1 C2 114.15(15) . . . 5 ? Cu4 Cu1 N1 C2 19.2(2) . . . 5 ? Cu3 Cu1 N1 C2 -152.22(13) . . . 5 ? Br2 Cu2 N2 C6 -172.79(15) . . . . ? Br4 Cu2 N2 C6 -54.61(17) . . . . ? Br1 Cu2 N2 C6 58.51(17) . . . . ? Cu1 Cu2 N2 C6 105.27(18) . . . . ? Cu3 Cu2 N2 C6 7.1(2) . . . . ? Cu4 Cu2 N2 C6 -92.5(2) . . . . ? Br2 Cu2 N2 C4 67.75(18) . . . . ? Br4 Cu2 N2 C4 -174.06(15) . . . . ? Br1 Cu2 N2 C4 -60.94(17) . . . . ? Cu1 Cu2 N2 C4 -14.2(2) . . . . ? Cu3 Cu2 N2 C4 -112.36(16) . . . . ? Cu4 Cu2 N2 C4 148.06(14) . . . . ? Br2 Cu2 N2 C5 -53.85(19) . . . . ? Br4 Cu2 N2 C5 64.34(17) . . . . ? Br1 Cu2 N2 C5 177.46(16) . . . . ? Cu1 Cu2 N2 C5 -135.78(15) . . . . ? Cu3 Cu2 N2 C5 126.04(15) . . . . ? Cu4 Cu2 N2 C5 26.5(3) . . . . ? Br1 Cu3 N3 C9 165.59(15) . . . . ? Br3 Cu3 N3 C9 49.94(18) . . . . ? Br4 Cu3 N3 C9 -68.54(17) . . . . ? Cu4 Cu3 N3 C9 -10.9(2) . . . . ? Cu2 Cu3 N3 C9 -103.11(19) . . . . ? Cu1 Cu3 N3 C9 76.9(2) . . . . ? Br1 Cu3 N3 C7 45.70(19) . . . . ? Br3 Cu3 N3 C7 -69.95(16) . . . . ? Br4 Cu3 N3 C7 171.57(15) . . . . ? Cu4 Cu3 N3 C7 -130.82(14) . . . . ? Cu2 Cu3 N3 C7 137.00(14) . . . . ? Cu1 Cu3 N3 C7 -43.0(2) . . . . ? Br1 Cu3 N3 C8 -75.64(17) . . . . ? Br3 Cu3 N3 C8 168.71(15) . . . . ? Br4 Cu3 N3 C8 50.23(16) . . . . ? Cu4 Cu3 N3 C8 107.84(15) . . . . ? Cu2 Cu3 N3 C8 15.7(2) . . . . ? Cu1 Cu3 N3 C8 -164.31(12) . . . . ? Br4 Cu4 N4 C12 -173.89(14) . . . . ? Br2 Cu4 N4 C12 -56.40(17) . . . . ? Br3 Cu4 N4 C12 57.24(17) . . . . ? Cu3 Cu4 N4 C12 103.96(17) . . . . ? Cu1 Cu4 N4 C12 4.9(2) . . . . ? Cu2 Cu4 N4 C12 -93.8(2) . . . . ? Br4 Cu4 N4 C11 66.87(18) . . . . ? Br2 Cu4 N4 C11 -175.65(15) . . . . ? Br3 Cu4 N4 C11 -62.00(17) . . . . ? Cu3 Cu4 N4 C11 -15.3(2) . . . . ? Cu1 Cu4 N4 C11 -114.38(16) . . . . ? Cu2 Cu4 N4 C11 147.00(14) . . . . ? Br4 Cu4 N4 C10 -55.06(19) . . . . ? Br2 Cu4 N4 C10 62.43(17) . . . . ? Br3 Cu4 N4 C10 176.07(16) . . . . ? Cu3 Cu4 N4 C10 -137.20(14) . . . . ? Cu1 Cu4 N4 C10 123.69(16) . . . . ? Cu2 Cu4 N4 C10 25.1(3) . . . . ? C3 N1 C1 C2 175.2(2) . . . . ? C2 N1 C1 C2 57.9(3) 5 . . . ? Cu1 N1 C1 C2 -64.5(2) . . . . ? N1 C1 C2 N1 -59.0(3) . . . 5 ? C6 N2 C4 C5 174.3(2) . . . 5_565 ? C5 N2 C4 C5 56.8(3) . . . 5_565 ? Cu2 N2 C4 C5 -66.9(2) . . . 5_565 ? C6 N2 C5 C4 -175.2(2) . . . 5_565 ? C4 N2 C5 C4 -57.5(3) . . . 5_565 ? Cu2 N2 C5 C4 66.4(2) . . . 5_565 ? C9 N3 C7 C8 175.5(2) . . . 7_556 ? C8 N3 C7 C8 58.1(3) . . . 7_556 ? Cu3 N3 C7 C8 -64.5(2) . . . 7_556 ? C9 N3 C8 C7 -175.7(2) . . . 7_556 ? C7 N3 C8 C7 -57.9(3) . . . 7_556 ? Cu3 N3 C8 C7 65.0(2) . . . 7_556 ? C12 N4 C10 C11 -175.4(2) . . . 7 ? C11 N4 C10 C11 -57.8(3) . . . 7 ? Cu4 N4 C10 C11 66.0(2) . . . 7 ? C12 N4 C11 C10 174.9(2) . . . 7 ? C10 N4 C11 C10 57.6(3) . . . 7 ? Cu4 N4 C11 C10 -66.4(2) . . . 7 ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 66.99 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.426 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.131 data_p21onc _database_code_depnum_ccdc_archive 'CCDC 877783' #TrackingRef '10832_web_deposit_cif_file_1_RobertD.Pike_1334928780.RDP215(CuI)2(Et2Pip).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H9 Cu I N' _chemical_formula_sum 'C4 H9 Cu I N' _chemical_formula_weight 261.56 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 '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 _symmetry_space_group_name_Hall '-P 2ybc' 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 7.1527(2) _cell_length_b 12.5997(4) _cell_length_c 7.8483(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.712(2) _cell_angle_gamma 90.00 _cell_volume 707.25(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5168 _cell_measurement_theta_min 3.51 _cell_measurement_theta_max 67.31 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 37.728 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0355 _exptl_absorpt_correction_T_max 0.2307 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 6835 _diffrn_reflns_av_R_equivalents 0.0487 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 6.19 _diffrn_reflns_theta_max 66.91 _reflns_number_total 1251 _reflns_number_gt 1230 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0327P)^2^+2.7138P] 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 1251 _refine_ls_number_parameters 65 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0741 _refine_ls_wR_factor_gt 0.0739 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_restrained_S_all 1.181 _refine_ls_shift/su_max 0.000 _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 I1 I 0.74454(4) 0.61107(2) -0.01407(4) 0.01463(15) Uani 1 1 d . . . Cu1 Cu 0.54213(9) 0.47574(6) 0.14896(9) 0.0135(2) Uani 1 1 d . . . N1 N 0.6421(5) 0.4511(3) 0.3905(5) 0.0109(8) Uani 1 1 d . . . C1 C 0.6714(7) 0.5548(4) 0.4787(6) 0.0125(10) Uani 1 1 d . . . H1A H 0.7560 0.5996 0.4105 0.015 Uiso 1 1 calc R . . H1B H 0.7319 0.5424 0.5911 0.015 Uiso 1 1 calc R . . C2 C 0.5119(7) 0.3876(4) 0.4966(7) 0.0128(10) Uani 1 1 d . . . H2A H 0.5709 0.3736 0.6092 0.015 Uiso 1 1 calc R . . H2B H 0.4878 0.3184 0.4406 0.015 Uiso 1 1 calc R . . C3 C 0.8274(7) 0.3964(4) 0.3801(7) 0.0138(10) Uani 1 1 d . . . H3A H 0.8751 0.3827 0.4969 0.017 Uiso 1 1 calc R . . H3B H 0.9172 0.4442 0.3233 0.017 Uiso 1 1 calc R . . C4 C 0.8182(7) 0.2920(4) 0.2831(7) 0.0198(11) Uani 1 1 d . . . H4A H 0.7365 0.2424 0.3431 0.030 Uiso 1 1 calc R . . H4B H 0.9440 0.2617 0.2756 0.030 Uiso 1 1 calc R . . H4C H 0.7682 0.3047 0.1681 0.030 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 I1 0.0117(2) 0.0177(2) 0.0144(2) 0.00078(11) -0.00079(13) -0.00458(10) Cu1 0.0115(4) 0.0165(4) 0.0123(4) 0.0002(3) -0.0009(3) -0.0007(3) N1 0.0085(18) 0.0107(19) 0.014(2) 0.0031(17) -0.0002(15) -0.0004(15) C1 0.013(2) 0.013(2) 0.012(2) -0.001(2) -0.0023(18) -0.0060(19) C2 0.011(2) 0.015(2) 0.012(2) 0.0040(19) 0.0030(19) -0.0030(18) C3 0.007(2) 0.017(2) 0.017(3) 0.000(2) -0.0005(19) -0.0013(18) C4 0.018(3) 0.018(3) 0.023(3) -0.001(2) 0.003(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 I1 Cu1 2.5432(7) 3_665 ? I1 Cu1 2.5859(8) . ? Cu1 N1 2.042(4) . ? Cu1 Cu1 2.4838(14) 3_665 ? Cu1 I1 2.5432(7) 3_665 ? N1 C2 1.490(6) . ? N1 C1 1.492(6) . ? N1 C3 1.498(6) . ? C1 C2 1.513(7) 3_666 ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C1 1.513(7) 3_666 ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.521(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? 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 Cu1 I1 Cu1 57.92(3) 3_665 . ? N1 Cu1 Cu1 171.76(12) . 3_665 ? N1 Cu1 I1 126.33(11) . 3_665 ? Cu1 Cu1 I1 61.90(3) 3_665 3_665 ? N1 Cu1 I1 111.59(11) . . ? Cu1 Cu1 I1 60.18(3) 3_665 . ? I1 Cu1 I1 122.08(3) 3_665 . ? C2 N1 C1 107.3(4) . . ? C2 N1 C3 110.0(4) . . ? C1 N1 C3 108.0(4) . . ? C2 N1 Cu1 112.7(3) . . ? C1 N1 Cu1 110.1(3) . . ? C3 N1 Cu1 108.6(3) . . ? N1 C1 C2 111.2(4) . 3_666 ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 3_666 . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 3_666 . ? H1A C1 H1B 108.0 . . ? N1 C2 C1 111.2(4) . 3_666 ? N1 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 3_666 . ? N1 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 3_666 . ? H2A C2 H2B 108.0 . . ? N1 C3 C4 113.1(4) . . ? N1 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N1 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? 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 Cu1 I1 Cu1 N1 -179.74(13) 3_665 . . . ? Cu1 I1 Cu1 I1 0.0 3_665 . . 3_665 ? Cu1 Cu1 N1 C2 169.1(7) 3_665 . . . ? I1 Cu1 N1 C2 -9.1(4) 3_665 . . . ? I1 Cu1 N1 C2 170.6(3) . . . . ? Cu1 Cu1 N1 C1 49.4(10) 3_665 . . . ? I1 Cu1 N1 C1 -128.8(3) 3_665 . . . ? I1 Cu1 N1 C1 50.9(3) . . . . ? Cu1 Cu1 N1 C3 -68.7(10) 3_665 . . . ? I1 Cu1 N1 C3 113.1(3) 3_665 . . . ? I1 Cu1 N1 C3 -67.1(3) . . . . ? C2 N1 C1 C2 -58.2(5) . . . 3_666 ? C3 N1 C1 C2 -176.8(4) . . . 3_666 ? Cu1 N1 C1 C2 64.8(4) . . . 3_666 ? C1 N1 C2 C1 58.2(5) . . . 3_666 ? C3 N1 C2 C1 175.4(4) . . . 3_666 ? Cu1 N1 C2 C1 -63.2(4) . . . 3_666 ? C2 N1 C3 C4 66.6(5) . . . . ? C1 N1 C3 C4 -176.6(4) . . . . ? Cu1 N1 C3 C4 -57.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 66.91 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.816 _refine_diff_density_min -1.302 _refine_diff_density_rms 0.166 data_c2onc_2 _database_code_depnum_ccdc_archive 'CCDC 877784' #TrackingRef '10833_web_deposit_cif_file_2_RobertD.Pike_1334928780.RDP216(CuI)2(Me2Pip).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H28 Cu4 I4 N4' _chemical_formula_sum 'C12 H28 Cu4 I4 N4' _chemical_formula_weight 990.14 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.3307(15) _cell_length_b 14.3197(8) _cell_length_c 14.3175(8) _cell_angle_alpha 90.00 _cell_angle_beta 121.052(2) _cell_angle_gamma 90.00 _cell_volume 4800.4(5) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9853 _cell_measurement_theta_min 4.37 _cell_measurement_theta_max 66.80 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.740 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3648 _exptl_absorpt_coefficient_mu 44.408 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0208 _exptl_absorpt_correction_T_max 0.1216 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 23268 _diffrn_reflns_av_R_equivalents 0.0656 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.78 _diffrn_reflns_theta_max 66.99 _reflns_number_total 4157 _reflns_number_gt 4037 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0533P)^2^+28.1735P] 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 4157 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.0970 _refine_ls_wR_factor_gt 0.0963 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _refine_ls_shift/su_max 0.000 _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 I1 I 0.196484(16) 0.10187(3) 0.17530(3) 0.01653(13) Uani 1 1 d . . . I2 I 0.170233(15) 0.42370(3) 0.16960(3) 0.01590(13) Uani 1 1 d . . . I3 I 0.054538(15) 0.22677(3) -0.09201(3) 0.01643(13) Uani 1 1 d . . . I4 I 0.077520(15) 0.24900(3) 0.25317(3) 0.01653(13) Uani 1 1 d . . . Cu1 Cu 0.16256(4) 0.26460(6) 0.06145(7) 0.0178(2) Uani 1 1 d . . . Cu2 Cu 0.06993(4) 0.33140(6) 0.07612(6) 0.0175(2) Uani 1 1 d . . . Cu3 Cu 0.08766(4) 0.14757(6) 0.10342(7) 0.0177(2) Uani 1 1 d . . . Cu4 Cu 0.17873(4) 0.25539(6) 0.26220(7) 0.0177(2) Uani 1 1 d . . . N1 N 0.2005(2) 0.3112(4) -0.0292(4) 0.0204(11) Uani 1 1 d . . . N2 N -0.0116(2) 0.3998(3) 0.0011(4) 0.0172(11) Uani 1 1 d . . . N3 N 0.0493(2) 0.0191(4) 0.1107(4) 0.0193(11) Uani 1 1 d . . . N4 N 0.2600(2) 0.2672(4) 0.4097(4) 0.0185(11) Uani 1 1 d . . . C1 C 0.2003(3) 0.2380(5) -0.1043(5) 0.0235(14) Uani 1 1 d . . . H1A H 0.2128 0.2666 -0.1515 0.028 Uiso 1 1 calc R . . H1B H 0.1608 0.2149 -0.1519 0.028 Uiso 1 1 calc R . . C2 C 0.2389(3) 0.1565(4) -0.0437(5) 0.0209(13) Uani 1 1 d . . . H2A H 0.2254 0.1254 0.0007 0.025 Uiso 1 1 calc R . . H2B H 0.2374 0.1104 -0.0968 0.025 Uiso 1 1 calc R . . C3 C 0.1663(3) 0.3925(5) -0.0968(5) 0.0264(15) Uani 1 1 d . . . H3A H 0.1826 0.4157 -0.1394 0.040 Uiso 1 1 calc R . . H3B H 0.1672 0.4423 -0.0490 0.040 Uiso 1 1 calc R . . H3C H 0.1267 0.3729 -0.1462 0.040 Uiso 1 1 calc R . . C4 C -0.0245(3) 0.4498(4) -0.1008(5) 0.0202(13) Uani 1 1 d . . . H4A H -0.0645 0.4723 -0.1389 0.024 Uiso 1 1 calc R . . H4B H -0.0206 0.4059 -0.1499 0.024 Uiso 1 1 calc R . . C5 C -0.0152(3) 0.4681(4) 0.0759(5) 0.0198(13) Uani 1 1 d . . . H5A H -0.0054 0.4363 0.1449 0.024 Uiso 1 1 calc R . . H5B H -0.0550 0.4912 0.0421 0.024 Uiso 1 1 calc R . . C6 C -0.0564(3) 0.3271(5) -0.0284(6) 0.0264(15) Uani 1 1 d . . . H6A H -0.0484 0.2927 0.0372 0.040 Uiso 1 1 calc R . . H6B H -0.0563 0.2837 -0.0813 0.040 Uiso 1 1 calc R . . H6C H -0.0939 0.3571 -0.0607 0.040 Uiso 1 1 calc R . . C7 C 0.0500(3) -0.0551(4) 0.0380(5) 0.0190(13) Uani 1 1 d . . . H7A H 0.0381 -0.1150 0.0546 0.023 Uiso 1 1 calc R . . H7B H 0.0896 -0.0628 0.0538 0.023 Uiso 1 1 calc R . . C8 C -0.0109(3) 0.0332(4) 0.0827(5) 0.0221(14) Uani 1 1 d . . . H8A H -0.0124 0.0853 0.1267 0.027 Uiso 1 1 calc R . . H8B H -0.0246 -0.0240 0.1011 0.027 Uiso 1 1 calc R . . C9 C 0.0832(3) -0.0143(5) 0.2253(5) 0.0280(15) Uani 1 1 d . . . H9A H 0.0826 0.0330 0.2740 0.042 Uiso 1 1 calc R . . H9B H 0.1228 -0.0254 0.2446 0.042 Uiso 1 1 calc R . . H9C H 0.0667 -0.0726 0.2326 0.042 Uiso 1 1 calc R . . C10 C 0.2621(3) 0.3433(4) 0.4830(5) 0.0191(13) Uani 1 1 d . . . H10A H 0.2504 0.4030 0.4423 0.023 Uiso 1 1 calc R . . H10B H 0.3018 0.3505 0.5450 0.023 Uiso 1 1 calc R . . C11 C 0.2770(3) 0.1784(4) 0.4744(5) 0.0202(13) Uani 1 1 d . . . H11A H 0.3168 0.1842 0.5365 0.024 Uiso 1 1 calc R . . H11B H 0.2758 0.1263 0.4278 0.024 Uiso 1 1 calc R . . C12 C 0.3040(3) 0.2865(5) 0.3801(5) 0.0241(14) Uani 1 1 d . . . H12A H 0.2938 0.3436 0.3361 0.036 Uiso 1 1 calc R . . H12B H 0.3057 0.2339 0.3380 0.036 Uiso 1 1 calc R . . H12C H 0.3414 0.2947 0.4466 0.036 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 I1 0.0153(2) 0.0211(2) 0.0140(2) 0.00149(14) 0.00813(17) 0.00250(13) I2 0.0138(2) 0.0192(2) 0.0141(2) -0.00098(13) 0.00679(17) -0.00067(13) I3 0.0158(2) 0.0209(2) 0.0108(2) -0.00059(13) 0.00560(16) -0.00069(13) I4 0.0143(2) 0.0240(2) 0.0125(2) -0.00026(13) 0.00780(17) -0.00024(13) Cu1 0.0170(5) 0.0248(5) 0.0131(4) 0.0003(3) 0.0090(4) -0.0004(3) Cu2 0.0163(5) 0.0199(5) 0.0153(4) 0.0001(3) 0.0074(4) 0.0012(3) Cu3 0.0175(5) 0.0193(5) 0.0165(4) 0.0005(3) 0.0089(4) -0.0003(3) Cu4 0.0161(5) 0.0246(5) 0.0121(4) -0.0005(3) 0.0070(4) 0.0006(3) N1 0.021(3) 0.025(3) 0.017(2) -0.001(2) 0.012(2) -0.001(2) N2 0.016(3) 0.019(3) 0.016(2) -0.0024(19) 0.007(2) -0.0008(19) N3 0.017(3) 0.021(3) 0.021(3) 0.000(2) 0.011(2) 0.001(2) N4 0.016(3) 0.025(3) 0.013(2) 0.001(2) 0.006(2) 0.000(2) C1 0.023(4) 0.034(4) 0.016(3) -0.006(3) 0.012(3) -0.009(3) C2 0.024(4) 0.028(3) 0.016(3) -0.004(2) 0.014(3) -0.003(3) C3 0.033(4) 0.028(4) 0.022(3) 0.007(3) 0.017(3) -0.001(3) C4 0.018(3) 0.021(3) 0.015(3) 0.001(2) 0.003(3) 0.005(2) C5 0.024(4) 0.022(3) 0.018(3) 0.002(2) 0.014(3) 0.006(2) C6 0.017(4) 0.024(3) 0.033(4) 0.000(3) 0.009(3) -0.004(2) C7 0.017(3) 0.018(3) 0.028(3) 0.000(3) 0.016(3) 0.001(2) C8 0.022(4) 0.023(3) 0.026(3) -0.007(3) 0.015(3) -0.002(2) C9 0.035(4) 0.022(3) 0.026(3) 0.006(3) 0.014(3) -0.001(3) C10 0.019(3) 0.024(3) 0.011(3) -0.002(2) 0.005(2) -0.001(2) C11 0.018(3) 0.028(3) 0.011(3) -0.003(2) 0.004(2) 0.003(2) C12 0.020(4) 0.034(4) 0.015(3) 0.001(3) 0.007(3) -0.004(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 I1 Cu3 2.6788(10) . ? I1 Cu4 2.6907(9) . ? I1 Cu1 2.7181(9) . ? I2 Cu2 2.6959(9) . ? I2 Cu1 2.7013(10) . ? I2 Cu4 2.7024(9) . ? I3 Cu1 2.6732(9) . ? I3 Cu2 2.6779(9) . ? I3 Cu3 2.7059(9) . ? I4 Cu4 2.7032(10) . ? I4 Cu2 2.7053(9) . ? I4 Cu3 2.7195(9) . ? Cu1 N1 2.142(5) . ? Cu1 Cu4 2.6765(13) . ? Cu1 Cu2 2.8137(13) . ? Cu1 Cu3 2.9377(13) . ? Cu2 N2 2.148(5) . ? Cu2 Cu3 2.6686(12) . ? Cu2 Cu4 2.9919(12) . ? Cu3 N3 2.146(5) . ? Cu3 Cu4 2.8124(12) . ? Cu4 N4 2.141(5) . ? N1 C3 1.495(8) . ? N1 C1 1.499(8) . ? N1 C2 1.505(8) 7 ? N2 C5 1.491(7) . ? N2 C6 1.492(8) . ? N2 C4 1.495(8) . ? N3 C9 1.487(8) . ? N3 C8 1.494(8) . ? N3 C7 1.494(8) . ? N4 C10 1.493(8) . ? N4 C12 1.494(8) . ? N4 C11 1.498(8) . ? C1 C2 1.512(9) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.505(8) 7 ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.513(9) 5_565 ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C4 1.513(9) 5_565 ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.525(9) 5 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C7 1.524(9) 5 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.513(9) 7_556 ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C10 1.513(9) 7_556 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 Cu3 I1 Cu4 63.17(3) . . ? Cu3 I1 Cu1 65.95(3) . . ? Cu4 I1 Cu1 59.32(3) . . ? Cu2 I2 Cu1 62.84(3) . . ? Cu2 I2 Cu4 67.31(3) . . ? Cu1 I2 Cu4 59.38(3) . . ? Cu1 I3 Cu2 63.45(3) . . ? Cu1 I3 Cu3 66.20(3) . . ? Cu2 I3 Cu3 59.42(3) . . ? Cu4 I4 Cu2 67.17(3) . . ? Cu4 I4 Cu3 62.48(3) . . ? Cu2 I4 Cu3 58.93(3) . . ? N1 Cu1 I3 103.85(14) . . ? N1 Cu1 Cu4 143.36(14) . . ? I3 Cu1 Cu4 111.91(4) . . ? N1 Cu1 I2 99.56(14) . . ? I3 Cu1 I2 111.61(3) . . ? Cu4 Cu1 I2 60.33(3) . . ? N1 Cu1 I1 120.54(15) . . ? I3 Cu1 I1 102.10(3) . . ? Cu4 Cu1 I1 59.83(3) . . ? I2 Cu1 I1 118.54(3) . . ? N1 Cu1 Cu2 132.41(15) . . ? I3 Cu1 Cu2 58.36(3) . . ? Cu4 Cu1 Cu2 65.99(3) . . ? I2 Cu1 Cu2 58.49(3) . . ? I1 Cu1 Cu2 106.76(4) . . ? N1 Cu1 Cu3 155.13(14) . . ? I3 Cu1 Cu3 57.44(3) . . ? Cu4 Cu1 Cu3 59.91(3) . . ? I2 Cu1 Cu3 102.71(3) . . ? I1 Cu1 Cu3 56.38(3) . . ? Cu2 Cu1 Cu3 55.24(3) . . ? N2 Cu2 Cu3 125.89(14) . . ? N2 Cu2 I3 99.47(13) . . ? Cu3 Cu2 I3 60.81(3) . . ? N2 Cu2 I2 123.51(14) . . ? Cu3 Cu2 I2 110.46(4) . . ? I3 Cu2 I2 111.63(3) . . ? N2 Cu2 I4 103.03(14) . . ? Cu3 Cu2 I4 60.80(3) . . ? I3 Cu2 I4 119.92(3) . . ? I2 Cu2 I4 100.48(3) . . ? N2 Cu2 Cu1 149.27(14) . . ? Cu3 Cu2 Cu1 64.74(3) . . ? I3 Cu2 Cu1 58.19(3) . . ? I2 Cu2 Cu1 58.67(3) . . ? I4 Cu2 Cu1 106.54(3) . . ? N2 Cu2 Cu4 155.45(14) . . ? Cu3 Cu2 Cu4 59.26(3) . . ? I3 Cu2 Cu4 102.72(3) . . ? I2 Cu2 Cu4 56.45(2) . . ? I4 Cu2 Cu4 56.38(2) . . ? Cu1 Cu2 Cu4 54.80(3) . . ? N3 Cu3 Cu2 142.79(15) . . ? N3 Cu3 I1 104.19(14) . . ? Cu2 Cu3 I1 112.27(4) . . ? N3 Cu3 I3 119.87(14) . . ? Cu2 Cu3 I3 59.77(3) . . ? I1 Cu3 I3 102.27(3) . . ? N3 Cu3 I4 99.72(14) . . ? Cu2 Cu3 I4 60.27(3) . . ? I1 Cu3 I4 111.84(3) . . ? I3 Cu3 I4 118.40(3) . . ? N3 Cu3 Cu4 133.02(14) . . ? Cu2 Cu3 Cu4 66.11(3) . . ? I1 Cu3 Cu4 58.62(3) . . ? I3 Cu3 Cu4 106.87(4) . . ? I4 Cu3 Cu4 58.47(3) . . ? N3 Cu3 Cu1 155.25(15) . . ? Cu2 Cu3 Cu1 60.02(3) . . ? I1 Cu3 Cu1 57.67(3) . . ? I3 Cu3 Cu1 56.36(2) . . ? I4 Cu3 Cu1 102.81(3) . . ? Cu4 Cu3 Cu1 55.43(3) . . ? N4 Cu4 Cu1 124.62(15) . . ? N4 Cu4 I1 100.24(14) . . ? Cu1 Cu4 I1 60.85(3) . . ? N4 Cu4 I2 101.34(14) . . ? Cu1 Cu4 I2 60.29(3) . . ? I1 Cu4 I2 119.48(3) . . ? N4 Cu4 I4 124.41(15) . . ? Cu1 Cu4 I4 110.63(4) . . ? I1 Cu4 I4 111.99(3) . . ? I2 Cu4 I4 100.36(3) . . ? N4 Cu4 Cu3 151.16(14) . . ? Cu1 Cu4 Cu3 64.66(3) . . ? I1 Cu4 Cu3 58.21(3) . . ? I2 Cu4 Cu3 106.07(3) . . ? I4 Cu4 Cu3 59.04(3) . . ? N4 Cu4 Cu2 153.98(14) . . ? Cu1 Cu4 Cu2 59.21(3) . . ? I1 Cu4 Cu2 102.65(3) . . ? I2 Cu4 Cu2 56.24(2) . . ? I4 Cu4 Cu2 56.45(3) . . ? Cu3 Cu4 Cu2 54.64(3) . . ? C3 N1 C1 108.1(5) . . ? C3 N1 C2 107.8(5) . 7 ? C1 N1 C2 107.9(5) . 7 ? C3 N1 Cu1 107.4(4) . . ? C1 N1 Cu1 113.2(4) . . ? C2 N1 Cu1 112.2(4) 7 . ? C5 N2 C6 108.3(5) . . ? C5 N2 C4 108.5(5) . . ? C6 N2 C4 108.1(5) . . ? C5 N2 Cu2 112.1(4) . . ? C6 N2 Cu2 108.2(4) . . ? C4 N2 Cu2 111.6(4) . . ? C9 N3 C8 108.2(5) . . ? C9 N3 C7 108.3(5) . . ? C8 N3 C7 108.5(5) . . ? C9 N3 Cu3 106.7(4) . . ? C8 N3 Cu3 111.7(4) . . ? C7 N3 Cu3 113.2(4) . . ? C10 N4 C12 108.6(5) . . ? C10 N4 C11 107.4(5) . . ? C12 N4 C11 107.1(5) . . ? C10 N4 Cu4 113.3(4) . . ? C12 N4 Cu4 108.2(4) . . ? C11 N4 Cu4 112.1(4) . . ? N1 C1 C2 112.7(5) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.8 . . ? N1 C2 C1 110.7(5) 7 . ? N1 C2 H2A 109.5 7 . ? C1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 7 . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 C4 C5 111.3(5) . 5_565 ? N2 C4 H4A 109.4 . . ? C5 C4 H4A 109.4 5_565 . ? N2 C4 H4B 109.4 . . ? C5 C4 H4B 109.4 5_565 . ? H4A C4 H4B 108.0 . . ? N2 C5 C4 111.9(5) . 5_565 ? N2 C5 H5A 109.2 . . ? C4 C5 H5A 109.2 5_565 . ? N2 C5 H5B 109.2 . . ? C4 C5 H5B 109.2 5_565 . ? H5A C5 H5B 107.9 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 113.0(5) . 5 ? N3 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 5 . ? N3 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 5 . ? H7A C7 H7B 107.8 . . ? N3 C8 C7 111.2(5) . 5 ? N3 C8 H8A 109.4 . . ? C7 C8 H8A 109.4 5 . ? N3 C8 H8B 109.4 . . ? C7 C8 H8B 109.4 5 . ? H8A C8 H8B 108.0 . . ? 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 C11 110.7(5) . 7_556 ? N4 C10 H10A 109.5 . . ? C11 C10 H10A 109.5 7_556 . ? N4 C10 H10B 109.5 . . ? C11 C10 H10B 109.5 7_556 . ? H10A C10 H10B 108.1 . . ? N4 C11 C10 111.4(5) . 7_556 ? N4 C11 H11A 109.4 . . ? C10 C11 H11A 109.4 7_556 . ? N4 C11 H11B 109.4 . . ? C10 C11 H11B 109.4 7_556 . ? H11A C11 H11B 108.0 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? 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 Cu2 I3 Cu1 N1 -131.60(15) . . . . ? Cu3 I3 Cu1 N1 162.04(15) . . . . ? Cu2 I3 Cu1 Cu4 40.26(4) . . . . ? Cu3 I3 Cu1 Cu4 -26.09(4) . . . . ? Cu2 I3 Cu1 I2 -25.25(3) . . . . ? Cu3 I3 Cu1 I2 -91.60(4) . . . . ? Cu2 I3 Cu1 I1 102.37(4) . . . . ? Cu3 I3 Cu1 I1 36.02(3) . . . . ? Cu3 I3 Cu1 Cu2 -66.35(3) . . . . ? Cu2 I3 Cu1 Cu3 66.35(3) . . . . ? Cu2 I2 Cu1 N1 134.34(15) . . . . ? Cu4 I2 Cu1 N1 -147.20(15) . . . . ? Cu2 I2 Cu1 I3 25.21(3) . . . . ? Cu4 I2 Cu1 I3 103.67(4) . . . . ? Cu2 I2 Cu1 Cu4 -78.46(3) . . . . ? Cu2 I2 Cu1 I1 -92.96(4) . . . . ? Cu4 I2 Cu1 I1 -14.50(3) . . . . ? Cu4 I2 Cu1 Cu2 78.46(3) . . . . ? Cu2 I2 Cu1 Cu3 -34.52(3) . . . . ? Cu4 I2 Cu1 Cu3 43.94(3) . . . . ? Cu3 I1 Cu1 N1 -150.77(17) . . . . ? Cu4 I1 Cu1 N1 137.28(17) . . . . ? Cu3 I1 Cu1 I3 -36.53(3) . . . . ? Cu4 I1 Cu1 I3 -108.47(4) . . . . ? Cu3 I1 Cu1 Cu4 71.95(3) . . . . ? Cu3 I1 Cu1 I2 86.52(4) . . . . ? Cu4 I1 Cu1 I2 14.57(3) . . . . ? Cu3 I1 Cu1 Cu2 23.76(3) . . . . ? Cu4 I1 Cu1 Cu2 -48.19(3) . . . . ? Cu4 I1 Cu1 Cu3 -71.95(3) . . . . ? Cu1 I3 Cu2 N2 157.23(14) . . . . ? Cu3 I3 Cu2 N2 -125.99(14) . . . . ? Cu1 I3 Cu2 Cu3 -76.78(3) . . . . ? Cu1 I3 Cu2 I2 25.30(3) . . . . ? Cu3 I3 Cu2 I2 102.08(4) . . . . ? Cu1 I3 Cu2 I4 -91.69(4) . . . . ? Cu3 I3 Cu2 I4 -14.91(3) . . . . ? Cu3 I3 Cu2 Cu1 76.78(3) . . . . ? Cu1 I3 Cu2 Cu4 -33.36(3) . . . . ? Cu3 I3 Cu2 Cu4 43.42(3) . . . . ? Cu1 I2 Cu2 N2 -143.51(17) . . . . ? Cu4 I2 Cu2 N2 150.45(17) . . . . ? Cu1 I2 Cu2 Cu3 40.50(4) . . . . ? Cu4 I2 Cu2 Cu3 -25.54(3) . . . . ? Cu1 I2 Cu2 I3 -25.17(3) . . . . ? Cu4 I2 Cu2 I3 -91.21(4) . . . . ? Cu1 I2 Cu2 I4 103.08(3) . . . . ? Cu4 I2 Cu2 I4 37.03(3) . . . . ? Cu4 I2 Cu2 Cu1 -66.05(3) . . . . ? Cu1 I2 Cu2 Cu4 66.05(3) . . . . ? Cu4 I4 Cu2 N2 -165.31(14) . . . . ? Cu3 I4 Cu2 N2 124.06(14) . . . . ? Cu4 I4 Cu2 Cu3 70.63(3) . . . . ? Cu4 I4 Cu2 I3 85.54(4) . . . . ? Cu3 I4 Cu2 I3 14.91(3) . . . . ? Cu4 I4 Cu2 I2 -37.07(3) . . . . ? Cu3 I4 Cu2 I2 -107.70(4) . . . . ? Cu4 I4 Cu2 Cu1 23.15(3) . . . . ? Cu3 I4 Cu2 Cu1 -47.48(3) . . . . ? Cu3 I4 Cu2 Cu4 -70.63(3) . . . . ? N1 Cu1 Cu2 N2 31.2(3) . . . . ? I3 Cu1 Cu2 N2 -48.3(3) . . . . ? Cu4 Cu1 Cu2 N2 172.7(3) . . . . ? I2 Cu1 Cu2 N2 103.9(3) . . . . ? I1 Cu1 Cu2 N2 -142.5(3) . . . . ? Cu3 Cu1 Cu2 N2 -118.4(3) . . . . ? N1 Cu1 Cu2 Cu3 149.52(19) . . . . ? I3 Cu1 Cu2 Cu3 70.01(3) . . . . ? Cu4 Cu1 Cu2 Cu3 -68.97(3) . . . . ? I2 Cu1 Cu2 Cu3 -137.71(3) . . . . ? I1 Cu1 Cu2 Cu3 -24.10(3) . . . . ? N1 Cu1 Cu2 I3 79.51(19) . . . . ? Cu4 Cu1 Cu2 I3 -138.97(4) . . . . ? I2 Cu1 Cu2 I3 152.28(3) . . . . ? I1 Cu1 Cu2 I3 -94.10(3) . . . . ? Cu3 Cu1 Cu2 I3 -70.01(3) . . . . ? N1 Cu1 Cu2 I2 -72.77(19) . . . . ? I3 Cu1 Cu2 I2 -152.28(3) . . . . ? Cu4 Cu1 Cu2 I2 68.75(3) . . . . ? I1 Cu1 Cu2 I2 113.61(3) . . . . ? Cu3 Cu1 Cu2 I2 137.71(3) . . . . ? N1 Cu1 Cu2 I4 -165.14(19) . . . . ? I3 Cu1 Cu2 I4 115.35(3) . . . . ? Cu4 Cu1 Cu2 I4 -23.62(3) . . . . ? I2 Cu1 Cu2 I4 -92.37(3) . . . . ? I1 Cu1 Cu2 I4 21.25(4) . . . . ? Cu3 Cu1 Cu2 I4 45.35(3) . . . . ? N1 Cu1 Cu2 Cu4 -141.52(19) . . . . ? I3 Cu1 Cu2 Cu4 138.97(4) . . . . ? I2 Cu1 Cu2 Cu4 -68.75(3) . . . . ? I1 Cu1 Cu2 Cu4 44.87(3) . . . . ? Cu3 Cu1 Cu2 Cu4 68.97(3) . . . . ? N2 Cu2 Cu3 N3 -20.6(3) . . . . ? I3 Cu2 Cu3 N3 -100.7(2) . . . . ? I2 Cu2 Cu3 N3 155.3(2) . . . . ? I4 Cu2 Cu3 N3 64.5(2) . . . . ? Cu1 Cu2 Cu3 N3 -166.9(2) . . . . ? Cu4 Cu2 Cu3 N3 130.6(2) . . . . ? N2 Cu2 Cu3 I1 171.67(17) . . . . ? I3 Cu2 Cu3 I1 91.56(3) . . . . ? I2 Cu2 Cu3 I1 -12.46(5) . . . . ? I4 Cu2 Cu3 I1 -103.24(3) . . . . ? Cu1 Cu2 Cu3 I1 25.38(3) . . . . ? Cu4 Cu2 Cu3 I1 -37.17(3) . . . . ? N2 Cu2 Cu3 I3 80.11(17) . . . . ? I2 Cu2 Cu3 I3 -104.01(4) . . . . ? I4 Cu2 Cu3 I3 165.20(3) . . . . ? Cu1 Cu2 Cu3 I3 -66.17(3) . . . . ? Cu4 Cu2 Cu3 I3 -128.73(4) . . . . ? N2 Cu2 Cu3 I4 -85.08(17) . . . . ? I3 Cu2 Cu3 I4 -165.20(3) . . . . ? I2 Cu2 Cu3 I4 90.79(3) . . . . ? Cu1 Cu2 Cu3 I4 128.63(3) . . . . ? Cu4 Cu2 Cu3 I4 66.07(3) . . . . ? N2 Cu2 Cu3 Cu4 -151.16(17) . . . . ? I3 Cu2 Cu3 Cu4 128.73(4) . . . . ? I2 Cu2 Cu3 Cu4 24.72(3) . . . . ? I4 Cu2 Cu3 Cu4 -66.07(3) . . . . ? Cu1 Cu2 Cu3 Cu4 62.56(3) . . . . ? N2 Cu2 Cu3 Cu1 146.29(17) . . . . ? I3 Cu2 Cu3 Cu1 66.17(3) . . . . ? I2 Cu2 Cu3 Cu1 -37.84(3) . . . . ? I4 Cu2 Cu3 Cu1 -128.63(3) . . . . ? Cu4 Cu2 Cu3 Cu1 -62.56(3) . . . . ? Cu4 I1 Cu3 N3 -132.07(15) . . . . ? Cu1 I1 Cu3 N3 161.54(15) . . . . ? Cu4 I1 Cu3 Cu2 40.32(4) . . . . ? Cu1 I1 Cu3 Cu2 -26.07(3) . . . . ? Cu4 I1 Cu3 I3 102.43(3) . . . . ? Cu1 I1 Cu3 I3 36.04(3) . . . . ? Cu4 I1 Cu3 I4 -25.27(3) . . . . ? Cu1 I1 Cu3 I4 -91.66(4) . . . . ? Cu1 I1 Cu3 Cu4 -66.39(3) . . . . ? Cu4 I1 Cu3 Cu1 66.39(3) . . . . ? Cu1 I3 Cu3 N3 -151.13(17) . . . . ? Cu2 I3 Cu3 N3 136.74(17) . . . . ? Cu1 I3 Cu3 Cu2 72.13(3) . . . . ? Cu1 I3 Cu3 I1 -36.66(3) . . . . ? Cu2 I3 Cu3 I1 -108.79(4) . . . . ? Cu1 I3 Cu3 I4 86.74(4) . . . . ? Cu2 I3 Cu3 I4 14.61(3) . . . . ? Cu1 I3 Cu3 Cu4 23.94(3) . . . . ? Cu2 I3 Cu3 Cu4 -48.19(4) . . . . ? Cu2 I3 Cu3 Cu1 -72.13(3) . . . . ? Cu4 I4 Cu3 N3 134.98(14) . . . . ? Cu2 I4 Cu3 N3 -146.37(15) . . . . ? Cu4 I4 Cu3 Cu2 -78.65(3) . . . . ? Cu4 I4 Cu3 I1 25.31(3) . . . . ? Cu2 I4 Cu3 I1 103.96(4) . . . . ? Cu4 I4 Cu3 I3 -93.18(4) . . . . ? Cu2 I4 Cu3 I3 -14.53(3) . . . . ? Cu2 I4 Cu3 Cu4 78.65(3) . . . . ? Cu4 I4 Cu3 Cu1 -34.70(3) . . . . ? Cu2 I4 Cu3 Cu1 43.95(3) . . . . ? N1 Cu1 Cu3 N3 43.8(5) . . . . ? I3 Cu1 Cu3 N3 89.2(3) . . . . ? Cu4 Cu1 Cu3 N3 -119.0(3) . . . . ? I2 Cu1 Cu3 N3 -163.1(3) . . . . ? I1 Cu1 Cu3 N3 -47.2(3) . . . . ? Cu2 Cu1 Cu3 N3 160.8(3) . . . . ? N1 Cu1 Cu3 Cu2 -117.0(4) . . . . ? I3 Cu1 Cu3 Cu2 -71.67(3) . . . . ? Cu4 Cu1 Cu3 Cu2 80.19(4) . . . . ? I2 Cu1 Cu3 Cu2 36.02(3) . . . . ? I1 Cu1 Cu3 Cu2 152.00(4) . . . . ? N1 Cu1 Cu3 I1 91.0(4) . . . . ? I3 Cu1 Cu3 I1 136.33(3) . . . . ? Cu4 Cu1 Cu3 I1 -71.81(3) . . . . ? I2 Cu1 Cu3 I1 -115.98(3) . . . . ? Cu2 Cu1 Cu3 I1 -152.00(4) . . . . ? N1 Cu1 Cu3 I3 -45.4(4) . . . . ? Cu4 Cu1 Cu3 I3 151.87(4) . . . . ? I2 Cu1 Cu3 I3 107.69(3) . . . . ? I1 Cu1 Cu3 I3 -136.33(3) . . . . ? Cu2 Cu1 Cu3 I3 71.67(3) . . . . ? N1 Cu1 Cu3 I4 -161.1(4) . . . . ? I3 Cu1 Cu3 I4 -115.76(3) . . . . ? Cu4 Cu1 Cu3 I4 36.11(3) . . . . ? I2 Cu1 Cu3 I4 -8.06(4) . . . . ? I1 Cu1 Cu3 I4 107.92(3) . . . . ? Cu2 Cu1 Cu3 I4 -44.08(3) . . . . ? N1 Cu1 Cu3 Cu4 162.8(4) . . . . ? I3 Cu1 Cu3 Cu4 -151.87(4) . . . . ? I2 Cu1 Cu3 Cu4 -44.17(3) . . . . ? I1 Cu1 Cu3 Cu4 71.81(3) . . . . ? Cu2 Cu1 Cu3 Cu4 -80.19(4) . . . . ? N1 Cu1 Cu4 N4 -19.6(3) . . . . ? I3 Cu1 Cu4 N4 173.67(17) . . . . ? I2 Cu1 Cu4 N4 -83.17(17) . . . . ? I1 Cu1 Cu4 N4 82.09(17) . . . . ? Cu2 Cu1 Cu4 N4 -149.29(18) . . . . ? Cu3 Cu1 Cu4 N4 148.31(18) . . . . ? N1 Cu1 Cu4 I1 -101.7(3) . . . . ? I3 Cu1 Cu4 I1 91.58(4) . . . . ? I2 Cu1 Cu4 I1 -165.26(3) . . . . ? Cu2 Cu1 Cu4 I1 128.62(3) . . . . ? Cu3 Cu1 Cu4 I1 66.21(3) . . . . ? N1 Cu1 Cu4 I2 63.5(2) . . . . ? I3 Cu1 Cu4 I2 -103.16(4) . . . . ? I1 Cu1 Cu4 I2 165.26(3) . . . . ? Cu2 Cu1 Cu4 I2 -66.12(3) . . . . ? Cu3 Cu1 Cu4 I2 -128.53(4) . . . . ? N1 Cu1 Cu4 I4 153.9(2) . . . . ? I3 Cu1 Cu4 I4 -12.79(5) . . . . ? I2 Cu1 Cu4 I4 90.37(3) . . . . ? I1 Cu1 Cu4 I4 -104.37(4) . . . . ? Cu2 Cu1 Cu4 I4 24.25(3) . . . . ? Cu3 Cu1 Cu4 I4 -38.15(3) . . . . ? N1 Cu1 Cu4 Cu3 -167.9(3) . . . . ? I3 Cu1 Cu4 Cu3 25.36(3) . . . . ? I2 Cu1 Cu4 Cu3 128.53(4) . . . . ? I1 Cu1 Cu4 Cu3 -66.21(3) . . . . ? Cu2 Cu1 Cu4 Cu3 62.40(3) . . . . ? N1 Cu1 Cu4 Cu2 129.7(3) . . . . ? I3 Cu1 Cu4 Cu2 -37.04(3) . . . . ? I2 Cu1 Cu4 Cu2 66.12(3) . . . . ? I1 Cu1 Cu4 Cu2 -128.62(3) . . . . ? Cu3 Cu1 Cu4 Cu2 -62.40(3) . . . . ? Cu3 I1 Cu4 N4 159.28(15) . . . . ? Cu1 I1 Cu4 N4 -124.07(15) . . . . ? Cu3 I1 Cu4 Cu1 -76.65(3) . . . . ? Cu3 I1 Cu4 I2 -91.36(4) . . . . ? Cu1 I1 Cu4 I2 -14.71(3) . . . . ? Cu3 I1 Cu4 I4 25.46(3) . . . . ? Cu1 I1 Cu4 I4 102.11(4) . . . . ? Cu1 I1 Cu4 Cu3 76.65(3) . . . . ? Cu3 I1 Cu4 Cu2 -33.19(3) . . . . ? Cu1 I1 Cu4 Cu2 43.46(3) . . . . ? Cu2 I2 Cu4 N4 -165.56(15) . . . . ? Cu1 I2 Cu4 N4 123.55(15) . . . . ? Cu2 I2 Cu4 Cu1 70.89(3) . . . . ? Cu2 I2 Cu4 I1 85.67(4) . . . . ? Cu1 I2 Cu4 I1 14.79(3) . . . . ? Cu2 I2 Cu4 I4 -37.05(3) . . . . ? Cu1 I2 Cu4 I4 -107.94(4) . . . . ? Cu2 I2 Cu4 Cu3 23.51(3) . . . . ? Cu1 I2 Cu4 Cu3 -47.38(4) . . . . ? Cu1 I2 Cu4 Cu2 -70.89(3) . . . . ? Cu2 I4 Cu4 N4 148.51(17) . . . . ? Cu3 I4 Cu4 N4 -145.82(18) . . . . ? Cu2 I4 Cu4 Cu1 -25.05(4) . . . . ? Cu3 I4 Cu4 Cu1 40.62(4) . . . . ? Cu2 I4 Cu4 I1 -90.89(4) . . . . ? Cu3 I4 Cu4 I1 -25.22(3) . . . . ? Cu2 I4 Cu4 I2 36.95(3) . . . . ? Cu3 I4 Cu4 I2 102.62(3) . . . . ? Cu2 I4 Cu4 Cu3 -65.67(3) . . . . ? Cu3 I4 Cu4 Cu2 65.67(3) . . . . ? N3 Cu3 Cu4 N4 33.6(4) . . . . ? Cu2 Cu3 Cu4 N4 174.7(3) . . . . ? I1 Cu3 Cu4 N4 -46.2(3) . . . . ? I3 Cu3 Cu4 N4 -140.5(3) . . . . ? I4 Cu3 Cu4 N4 106.1(3) . . . . ? Cu1 Cu3 Cu4 N4 -116.3(3) . . . . ? N3 Cu3 Cu4 Cu1 149.9(2) . . . . ? Cu2 Cu3 Cu4 Cu1 -69.00(3) . . . . ? I1 Cu3 Cu4 Cu1 70.09(3) . . . . ? I3 Cu3 Cu4 Cu1 -24.22(3) . . . . ? I4 Cu3 Cu4 Cu1 -137.61(4) . . . . ? N3 Cu3 Cu4 I1 79.8(2) . . . . ? Cu2 Cu3 Cu4 I1 -139.09(4) . . . . ? I3 Cu3 Cu4 I1 -94.31(3) . . . . ? I4 Cu3 Cu4 I1 152.30(3) . . . . ? Cu1 Cu3 Cu4 I1 -70.09(3) . . . . ? N3 Cu3 Cu4 I2 -165.07(19) . . . . ? Cu2 Cu3 Cu4 I2 -24.00(3) . . . . ? I1 Cu3 Cu4 I2 115.09(4) . . . . ? I3 Cu3 Cu4 I2 20.78(5) . . . . ? I4 Cu3 Cu4 I2 -92.61(3) . . . . ? Cu1 Cu3 Cu4 I2 45.00(3) . . . . ? N3 Cu3 Cu4 I4 -72.5(2) . . . . ? Cu2 Cu3 Cu4 I4 68.62(3) . . . . ? I1 Cu3 Cu4 I4 -152.30(3) . . . . ? I3 Cu3 Cu4 I4 113.39(3) . . . . ? Cu1 Cu3 Cu4 I4 137.61(4) . . . . ? N3 Cu3 Cu4 Cu2 -141.1(2) . . . . ? I1 Cu3 Cu4 Cu2 139.09(4) . . . . ? I3 Cu3 Cu4 Cu2 44.77(3) . . . . ? I4 Cu3 Cu4 Cu2 -68.62(3) . . . . ? Cu1 Cu3 Cu4 Cu2 69.00(3) . . . . ? N2 Cu2 Cu4 N4 -64.3(5) . . . . ? Cu3 Cu2 Cu4 N4 -174.2(3) . . . . ? I3 Cu2 Cu4 N4 141.6(3) . . . . ? I2 Cu2 Cu4 N4 33.9(3) . . . . ? I4 Cu2 Cu4 N4 -100.8(3) . . . . ? Cu1 Cu2 Cu4 N4 106.7(3) . . . . ? N2 Cu2 Cu4 Cu1 -171.0(3) . . . . ? Cu3 Cu2 Cu4 Cu1 79.16(4) . . . . ? I3 Cu2 Cu4 Cu1 34.88(3) . . . . ? I2 Cu2 Cu4 Cu1 -72.80(3) . . . . ? I4 Cu2 Cu4 Cu1 152.53(4) . . . . ? N2 Cu2 Cu4 I1 144.6(3) . . . . ? Cu3 Cu2 Cu4 I1 34.79(3) . . . . ? I3 Cu2 Cu4 I1 -9.49(4) . . . . ? I2 Cu2 Cu4 I1 -117.18(3) . . . . ? I4 Cu2 Cu4 I1 108.16(3) . . . . ? Cu1 Cu2 Cu4 I1 -44.38(3) . . . . ? N2 Cu2 Cu4 I2 -98.2(3) . . . . ? Cu3 Cu2 Cu4 I2 151.96(4) . . . . ? I3 Cu2 Cu4 I2 107.68(3) . . . . ? I4 Cu2 Cu4 I2 -134.67(3) . . . . ? Cu1 Cu2 Cu4 I2 72.80(3) . . . . ? N2 Cu2 Cu4 I4 36.5(3) . . . . ? Cu3 Cu2 Cu4 I4 -73.37(3) . . . . ? I3 Cu2 Cu4 I4 -117.65(3) . . . . ? I2 Cu2 Cu4 I4 134.67(3) . . . . ? Cu1 Cu2 Cu4 I4 -152.53(4) . . . . ? N2 Cu2 Cu4 Cu3 109.9(3) . . . . ? I3 Cu2 Cu4 Cu3 -44.28(3) . . . . ? I2 Cu2 Cu4 Cu3 -151.96(4) . . . . ? I4 Cu2 Cu4 Cu3 73.37(3) . . . . ? Cu1 Cu2 Cu4 Cu3 -79.16(4) . . . . ? I3 Cu1 N1 C3 57.2(4) . . . . ? Cu4 Cu1 N1 C3 -110.1(4) . . . . ? I2 Cu1 N1 C3 -58.0(4) . . . . ? I1 Cu1 N1 C3 170.5(3) . . . . ? Cu2 Cu1 N1 C3 -2.4(5) . . . . ? Cu3 Cu1 N1 C3 95.3(5) . . . . ? I3 Cu1 N1 C1 -62.0(4) . . . . ? Cu4 Cu1 N1 C1 130.7(4) . . . . ? I2 Cu1 N1 C1 -177.3(4) . . . . ? I1 Cu1 N1 C1 51.3(4) . . . . ? Cu2 Cu1 N1 C1 -121.6(4) . . . . ? Cu3 Cu1 N1 C1 -23.9(7) . . . . ? I3 Cu1 N1 C2 175.5(4) . . . 7 ? Cu4 Cu1 N1 C2 8.2(6) . . . 7 ? I2 Cu1 N1 C2 60.3(4) . . . 7 ? I1 Cu1 N1 C2 -71.2(4) . . . 7 ? Cu2 Cu1 N1 C2 115.9(4) . . . 7 ? Cu3 Cu1 N1 C2 -146.4(3) . . . 7 ? Cu3 Cu2 N2 C5 121.8(4) . . . . ? I3 Cu2 N2 C5 -177.5(4) . . . . ? I2 Cu2 N2 C5 -53.5(4) . . . . ? I4 Cu2 N2 C5 58.6(4) . . . . ? Cu1 Cu2 N2 C5 -137.4(3) . . . . ? Cu4 Cu2 N2 C5 28.1(6) . . . . ? Cu3 Cu2 N2 C6 2.5(5) . . . . ? I3 Cu2 N2 C6 63.2(4) . . . . ? I2 Cu2 N2 C6 -172.8(3) . . . . ? I4 Cu2 N2 C6 -60.7(4) . . . . ? Cu1 Cu2 N2 C6 103.3(4) . . . . ? Cu4 Cu2 N2 C6 -91.2(5) . . . . ? Cu3 Cu2 N2 C4 -116.3(4) . . . . ? I3 Cu2 N2 C4 -55.6(4) . . . . ? I2 Cu2 N2 C4 68.4(4) . . . . ? I4 Cu2 N2 C4 -179.5(3) . . . . ? Cu1 Cu2 N2 C4 -15.5(5) . . . . ? Cu4 Cu2 N2 C4 150.0(3) . . . . ? Cu2 Cu3 N3 C9 -111.6(4) . . . . ? I1 Cu3 N3 C9 56.7(4) . . . . ? I3 Cu3 N3 C9 170.2(4) . . . . ? I4 Cu3 N3 C9 -58.9(4) . . . . ? Cu4 Cu3 N3 C9 -3.4(5) . . . . ? Cu1 Cu3 N3 C9 96.4(5) . . . . ? Cu2 Cu3 N3 C8 6.5(5) . . . . ? I1 Cu3 N3 C8 174.8(4) . . . . ? I3 Cu3 N3 C8 -71.8(4) . . . . ? I4 Cu3 N3 C8 59.1(4) . . . . ? Cu4 Cu3 N3 C8 114.7(4) . . . . ? Cu1 Cu3 N3 C8 -145.5(3) . . . . ? Cu2 Cu3 N3 C7 129.3(3) . . . . ? I1 Cu3 N3 C7 -62.4(4) . . . . ? I3 Cu3 N3 C7 51.1(4) . . . . ? I4 Cu3 N3 C7 -178.0(4) . . . . ? Cu4 Cu3 N3 C7 -122.4(4) . . . . ? Cu1 Cu3 N3 C7 -22.6(6) . . . . ? Cu1 Cu4 N4 C10 123.7(4) . . . . ? I1 Cu4 N4 C10 -174.8(4) . . . . ? I2 Cu4 N4 C10 62.1(4) . . . . ? I4 Cu4 N4 C10 -49.0(4) . . . . ? Cu3 Cu4 N4 C10 -136.2(3) . . . . ? Cu2 Cu4 N4 C10 33.9(6) . . . . ? Cu1 Cu4 N4 C12 3.2(5) . . . . ? I1 Cu4 N4 C12 64.7(4) . . . . ? I2 Cu4 N4 C12 -58.4(4) . . . . ? I4 Cu4 N4 C12 -169.5(3) . . . . ? Cu3 Cu4 N4 C12 103.3(4) . . . . ? Cu2 Cu4 N4 C12 -86.6(5) . . . . ? Cu1 Cu4 N4 C11 -114.7(4) . . . . ? I1 Cu4 N4 C11 -53.1(4) . . . . ? I2 Cu4 N4 C11 -176.2(4) . . . . ? I4 Cu4 N4 C11 72.7(4) . . . . ? Cu3 Cu4 N4 C11 -14.5(6) . . . . ? Cu2 Cu4 N4 C11 155.6(3) . . . . ? C3 N1 C1 C2 173.9(5) . . . . ? C2 N1 C1 C2 57.5(7) 7 . . . ? Cu1 N1 C1 C2 -67.3(6) . . . . ? N1 C1 C2 N1 -59.0(7) . . . 7 ? C5 N2 C4 C5 56.5(7) . . . 5_565 ? C6 N2 C4 C5 173.7(5) . . . 5_565 ? Cu2 N2 C4 C5 -67.5(5) . . . 5_565 ? C6 N2 C5 C4 -173.9(5) . . . 5_565 ? C4 N2 C5 C4 -56.8(7) . . . 5_565 ? Cu2 N2 C5 C4 66.8(5) . . . 5_565 ? C9 N3 C7 C8 173.4(5) . . . 5 ? C8 N3 C7 C8 56.2(7) . . . 5 ? Cu3 N3 C7 C8 -68.4(6) . . . 5 ? C9 N3 C8 C7 -172.5(5) . . . 5 ? C7 N3 C8 C7 -55.1(7) . . . 5 ? Cu3 N3 C8 C7 70.4(5) . . . 5 ? C12 N4 C10 C11 -173.7(5) . . . 7_556 ? C11 N4 C10 C11 -58.2(7) . . . 7_556 ? Cu4 N4 C10 C11 66.1(5) . . . 7_556 ? C10 N4 C11 C10 58.6(7) . . . 7_556 ? C12 N4 C11 C10 175.1(5) . . . 7_556 ? Cu4 N4 C11 C10 -66.4(5) . . . 7_556 ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 66.99 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.626 _refine_diff_density_min -2.027 _refine_diff_density_rms 0.286 data_fdd2 _database_code_depnum_ccdc_archive 'CCDC 877785' #TrackingRef '10834_web_deposit_cif_file_3_RobertD.Pike_1334928780.RDP225(CuBr)4(MePip)2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H24 Br4 Cu4 N4' _chemical_formula_sum 'C10 H24 Br4 Cu4 N4' _chemical_formula_weight 774.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fdd2 _symmetry_space_group_name_Hall 'F 2 -2d' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 33.4094(14) _cell_length_b 37.0836(16) _cell_length_c 6.5516(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8117.0(6) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9041 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 70.74 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5888 _exptl_absorpt_coefficient_mu 13.933 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1196 _exptl_absorpt_correction_T_max 0.2748 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 33694 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 39 _diffrn_reflns_limit_k_min -44 _diffrn_reflns_limit_k_max 44 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.56 _diffrn_reflns_theta_max 66.93 _reflns_number_total 3171 _reflns_number_gt 3145 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0146P)^2^+56.2456P] 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 0.000063(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(3) _refine_ls_number_reflns 3171 _refine_ls_number_parameters 202 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0247 _refine_ls_wR_factor_ref 0.0573 _refine_ls_wR_factor_gt 0.0572 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _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 Br1 Br 0.876421(14) 0.169087(12) 0.64007(8) 0.03659(12) Uani 1 1 d . . . Br2 Br 0.949493(15) 0.183599(14) 0.13781(10) 0.04622(14) Uani 1 1 d . . . Br3 Br 0.84655(3) 0.118900(14) 0.14166(12) 0.0820(3) Uani 1 1 d . . . Br4 Br 0.838208(13) 0.228665(12) 0.14252(9) 0.03739(13) Uani 1 1 d . . . Cu1 Cu 0.90787(2) 0.10187(2) 0.60097(18) 0.0574(2) Uani 1 1 d . . . Cu2 Cu 0.89799(2) 0.214296(19) 0.35952(14) 0.0481(2) Uani 1 1 d . . . Cu3 Cu 0.82520(2) 0.16924(2) 0.34355(15) 0.0521(2) Uani 1 1 d . . . Cu4 Cu 0.88127(3) 0.17262(3) 0.02435(16) 0.0587(2) Uani 1 1 d . . . N1 N 0.86643(13) 0.07097(10) 0.7164(7) 0.0402(10) Uani 1 1 d . . . H1 H 0.8505 0.0857 0.7978 0.048 Uiso 1 1 calc R . . N2 N 0.92771(11) 0.25396(10) 0.5302(7) 0.0355(9) Uani 1 1 d . . . N3 N 0.96048(12) 0.11430(12) 0.4915(8) 0.0473(11) Uani 1 1 d . . . H3 H 0.9564 0.1308 0.3868 0.057 Uiso 1 1 calc R . . N4 N 0.76801(12) 0.17791(10) 0.4690(7) 0.0391(10) Uani 1 1 d . . . C1 C 0.83981(16) 0.05539(13) 0.5587(9) 0.0452(12) Uani 1 1 d . . . H1A H 0.8558 0.0399 0.4666 0.054 Uiso 1 1 calc R . . H1B H 0.8283 0.0751 0.4758 0.054 Uiso 1 1 calc R . . C2 C 0.80608(14) 0.03326(13) 0.6502(10) 0.0454(12) Uani 1 1 d . . . H2A H 0.7886 0.0491 0.7332 0.054 Uiso 1 1 calc R . . H2B H 0.7897 0.0227 0.5394 0.054 Uiso 1 1 calc R . . C3 C 0.90297(16) 0.27038(13) 0.6915(8) 0.0418(12) Uani 1 1 d . . . H3A H 0.9198 0.2865 0.7764 0.050 Uiso 1 1 calc R . . H3B H 0.8920 0.2512 0.7806 0.050 Uiso 1 1 calc R . . C4 C 0.88123(14) 0.04190(13) 0.8487(9) 0.0417(11) Uani 1 1 d . . . H4A H 0.8977 0.0524 0.9595 0.050 Uiso 1 1 calc R . . H4B H 0.8985 0.0256 0.7681 0.050 Uiso 1 1 calc R . . C5 C 0.96228(15) 0.23577(14) 0.6284(11) 0.0536(14) Uani 1 1 d . . . H5A H 0.9526 0.2189 0.7322 0.080 Uiso 1 1 calc R . . H5B H 0.9795 0.2539 0.6928 0.080 Uiso 1 1 calc R . . H5C H 0.9776 0.2226 0.5249 0.080 Uiso 1 1 calc R . . C6 C 0.98111(16) 0.08288(15) 0.4012(11) 0.0508(13) Uani 1 1 d . . . H6A H 1.0058 0.0909 0.3312 0.061 Uiso 1 1 calc R . . H6B H 0.9635 0.0713 0.2989 0.061 Uiso 1 1 calc R . . C7 C 0.99152(15) 0.05617(12) 0.5670(10) 0.0459(13) Uani 1 1 d . . . H7A H 0.9666 0.0479 0.6343 0.055 Uiso 1 1 calc R . . H7B H 1.0047 0.0349 0.5053 0.055 Uiso 1 1 calc R . . C8 C 0.74922(16) 0.14505(14) 0.5541(9) 0.0464(12) Uani 1 1 d . . . H8A H 0.7250 0.1519 0.6319 0.056 Uiso 1 1 calc R . . H8B H 0.7681 0.1334 0.6499 0.056 Uiso 1 1 calc R . . C9 C 0.98781(14) 0.13141(12) 0.6399(12) 0.0489(13) Uani 1 1 d . . . H9A H 0.9745 0.1526 0.7023 0.059 Uiso 1 1 calc R . . H9B H 1.0122 0.1399 0.5688 0.059 Uiso 1 1 calc R . . C10 C 0.77422(18) 0.20391(16) 0.6385(13) 0.0609(15) Uani 1 1 d . . . H10A H 0.7482 0.2115 0.6929 0.091 Uiso 1 1 calc R . . H10B H 0.7887 0.2250 0.5876 0.091 Uiso 1 1 calc R . . H10C H 0.7898 0.1924 0.7471 0.091 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 Br1 0.0443(2) 0.0365(2) 0.0289(3) 0.0031(2) 0.0008(2) 0.00390(17) Br2 0.0411(2) 0.0612(3) 0.0364(3) 0.0019(3) 0.0055(2) 0.0088(2) Br3 0.1550(7) 0.0319(2) 0.0591(5) -0.0115(3) 0.0602(5) -0.0164(3) Br4 0.0372(2) 0.0365(2) 0.0385(3) 0.0006(2) -0.0012(2) -0.00204(17) Cu1 0.0477(4) 0.0484(4) 0.0761(7) 0.0013(4) 0.0179(5) -0.0055(3) Cu2 0.0526(4) 0.0454(4) 0.0463(5) -0.0079(4) -0.0031(4) 0.0009(3) Cu3 0.0474(4) 0.0548(4) 0.0540(6) -0.0122(4) 0.0083(4) 0.0036(3) Cu4 0.0647(5) 0.0665(5) 0.0451(6) -0.0018(4) 0.0043(4) -0.0135(4) N1 0.045(2) 0.0283(18) 0.047(3) -0.0018(17) 0.0103(19) 0.0025(16) N2 0.0375(19) 0.0321(18) 0.037(3) 0.0036(16) -0.0019(17) -0.0011(15) N3 0.041(2) 0.041(2) 0.060(3) 0.013(2) 0.007(2) 0.0045(18) N4 0.036(2) 0.0337(18) 0.047(3) -0.0057(17) 0.0087(18) 0.0002(16) C1 0.050(3) 0.040(2) 0.046(3) 0.009(2) -0.002(2) 0.005(2) C2 0.035(2) 0.050(3) 0.051(3) 0.016(3) -0.005(3) 0.0060(19) C3 0.055(3) 0.039(2) 0.032(3) -0.0003(19) 0.001(2) -0.004(2) C4 0.042(2) 0.041(2) 0.042(3) -0.006(2) -0.007(2) -0.0005(19) C5 0.048(3) 0.052(3) 0.061(4) 0.013(3) -0.019(3) 0.004(2) C6 0.042(3) 0.063(3) 0.047(3) -0.011(3) 0.004(3) 0.002(2) C7 0.044(3) 0.033(2) 0.062(4) -0.011(2) 0.001(3) -0.0002(19) C8 0.047(3) 0.051(3) 0.042(3) 0.011(2) 0.006(2) 0.000(2) C9 0.045(2) 0.031(2) 0.070(4) -0.006(3) 0.012(3) 0.0006(18) C10 0.056(3) 0.065(3) 0.061(4) -0.023(4) 0.005(3) -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 Br1 Cu4 2.5262(12) 1_556 ? Br1 Cu3 2.5889(11) . ? Br1 Cu2 2.5901(10) . ? Br1 Cu1 2.7170(9) . ? Br2 Cu4 2.4317(11) . ? Br2 Cu2 2.5232(10) . ? Br3 Cu3 2.3965(10) . ? Br3 Cu4 2.4298(11) . ? Br4 Cu2 2.5088(9) . ? Br4 Cu3 2.6038(10) . ? Br4 Cu4 2.6438(11) . ? Cu1 N1 1.950(4) . ? Cu1 N3 1.954(4) . ? Cu2 N2 2.097(4) . ? Cu2 Cu4 2.7427(13) . ? Cu2 Cu3 2.9522(11) . ? Cu3 N4 2.105(4) . ? Cu3 Cu4 2.8104(13) . ? Cu4 Br1 2.5262(12) 1_554 ? N1 C4 1.469(7) . ? N1 C1 1.481(7) . ? N1 H1 0.9300 . ? N2 C3 1.474(6) . ? N2 C2 1.483(6) 12_654 ? N2 C5 1.484(6) . ? N3 C9 1.477(8) . ? N3 C6 1.477(7) . ? N3 H3 0.9300 . ? N4 C7 1.457(7) 11_454 ? N4 C8 1.479(6) . ? N4 C10 1.485(8) . ? C1 C2 1.518(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.483(6) 16_645 ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.520(7) 12_654 ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C3 1.520(7) 16_645 ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.511(9) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.457(7) 3 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.505(9) 11_454 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C8 1.505(9) 3 ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? 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 Cu4 Br1 Cu3 142.20(4) 1_556 . ? Cu4 Br1 Cu2 130.99(3) 1_556 . ? Cu3 Br1 Cu2 69.51(3) . . ? Cu4 Br1 Cu1 96.70(4) 1_556 . ? Cu3 Br1 Cu1 100.77(3) . . ? Cu2 Br1 Cu1 114.79(3) . . ? Cu4 Br2 Cu2 67.19(3) . . ? Cu3 Br3 Cu4 71.22(3) . . ? Cu2 Br4 Cu3 70.51(3) . . ? Cu2 Br4 Cu4 64.26(3) . . ? Cu3 Br4 Cu4 64.76(3) . . ? N1 Cu1 N3 156.91(18) . . ? N1 Cu1 Br1 103.18(12) . . ? N3 Cu1 Br1 99.56(13) . . ? N2 Cu2 Br4 122.01(11) . . ? N2 Cu2 Br2 107.47(11) . . ? Br4 Cu2 Br2 108.21(4) . . ? N2 Cu2 Br1 101.97(12) . . ? Br4 Cu2 Br1 108.55(3) . . ? Br2 Cu2 Br1 107.83(3) . . ? N2 Cu2 Cu4 156.68(12) . . ? Br4 Cu2 Cu4 60.26(3) . . ? Br2 Cu2 Cu4 54.81(3) . . ? Br1 Cu2 Cu4 98.44(3) . . ? N2 Cu2 Cu3 143.68(12) . . ? Br4 Cu2 Cu3 56.25(3) . . ? Br2 Cu2 Cu3 106.62(3) . . ? Br1 Cu2 Cu3 55.23(3) . . ? Cu4 Cu2 Cu3 59.00(3) . . ? N4 Cu3 Br3 127.21(12) . . ? N4 Cu3 Br1 107.90(13) . . ? Br3 Cu3 Br1 102.46(4) . . ? N4 Cu3 Br4 102.70(12) . . ? Br3 Cu3 Br4 109.29(4) . . ? Br1 Cu3 Br4 105.73(3) . . ? N4 Cu3 Cu4 152.74(13) . . ? Br3 Cu3 Cu4 54.94(3) . . ? Br1 Cu3 Cu4 96.77(3) . . ? Br4 Cu3 Cu4 58.31(3) . . ? N4 Cu3 Cu2 130.35(11) . . ? Br3 Cu3 Cu2 102.43(4) . . ? Br1 Cu3 Cu2 55.27(3) . . ? Br4 Cu3 Cu2 53.24(2) . . ? Cu4 Cu3 Cu2 56.78(3) . . ? Br3 Cu4 Br2 119.21(5) . . ? Br3 Cu4 Br1 104.01(4) . 1_554 ? Br2 Cu4 Br1 111.93(4) . 1_554 ? Br3 Cu4 Br4 106.98(4) . . ? Br2 Cu4 Br4 106.79(4) . . ? Br1 Cu4 Br4 107.31(4) 1_554 . ? Br3 Cu4 Cu2 107.82(4) . . ? Br2 Cu4 Cu2 58.00(3) . . ? Br1 Cu4 Cu2 147.15(4) 1_554 . ? Br4 Cu4 Cu2 55.48(3) . . ? Br3 Cu4 Cu3 53.84(3) . . ? Br2 Cu4 Cu3 113.88(4) . . ? Br1 Cu4 Cu3 134.14(5) 1_554 . ? Br4 Cu4 Cu3 56.93(3) . . ? Cu2 Cu4 Cu3 64.22(3) . . ? C4 N1 C1 109.1(4) . . ? C4 N1 Cu1 114.9(3) . . ? C1 N1 Cu1 112.7(3) . . ? C4 N1 H1 106.5 . . ? C1 N1 H1 106.5 . . ? Cu1 N1 H1 106.5 . . ? C3 N2 C2 108.3(4) . 12_654 ? C3 N2 C5 108.3(5) . . ? C2 N2 C5 107.3(4) 12_654 . ? C3 N2 Cu2 114.0(3) . . ? C2 N2 Cu2 112.4(3) 12_654 . ? C5 N2 Cu2 106.3(3) . . ? C9 N3 C6 108.3(4) . . ? C9 N3 Cu1 114.6(4) . . ? C6 N3 Cu1 112.4(3) . . ? C9 N3 H3 107.1 . . ? C6 N3 H3 107.1 . . ? Cu1 N3 H3 107.1 . . ? C7 N4 C8 109.5(4) 11_454 . ? C7 N4 C10 109.5(4) 11_454 . ? C8 N4 C10 108.2(5) . . ? C7 N4 Cu3 110.3(3) 11_454 . ? C8 N4 Cu3 114.0(3) . . ? C10 N4 Cu3 105.3(3) . . ? N1 C1 C2 112.4(5) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C1 110.6(4) 16_645 . ? N2 C2 H2A 109.5 16_645 . ? C1 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 16_645 . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N2 C3 C4 110.6(4) . 12_654 ? N2 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 12_654 . ? N2 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 12_654 . ? H3A C3 H3B 108.1 . . ? N1 C4 C3 111.6(4) . 16_645 ? N1 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 16_645 . ? N1 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 16_645 . ? H4A C4 H4B 108.0 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 C7 109.7(5) . . ? N3 C6 H6A 109.7 . . ? C7 C6 H6A 109.7 . . ? N3 C6 H6B 109.7 . . ? C7 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N4 C7 C6 111.4(4) 3 . ? N4 C7 H7A 109.3 3 . ? C6 C7 H7A 109.3 . . ? N4 C7 H7B 109.3 3 . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? N4 C8 C9 112.0(5) . 11_454 ? N4 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 11_454 . ? N4 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 11_454 . ? H8A C8 H8B 107.9 . . ? N3 C9 C8 110.3(4) . 3 ? N3 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 3 . ? N3 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 3 . ? H9A C9 H9B 108.1 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? 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 Cu4 Br1 Cu1 N1 69.59(15) 1_556 . . . ? Cu3 Br1 Cu1 N1 -76.73(15) . . . . ? Cu2 Br1 Cu1 N1 -148.99(15) . . . . ? Cu4 Br1 Cu1 N3 -106.40(17) 1_556 . . . ? Cu3 Br1 Cu1 N3 107.27(16) . . . . ? Cu2 Br1 Cu1 N3 35.02(17) . . . . ? Cu3 Br4 Cu2 N2 -136.48(14) . . . . ? Cu4 Br4 Cu2 N2 152.88(14) . . . . ? Cu3 Br4 Cu2 Br2 98.18(4) . . . . ? Cu4 Br4 Cu2 Br2 27.55(3) . . . . ? Cu3 Br4 Cu2 Br1 -18.59(3) . . . . ? Cu4 Br4 Cu2 Br1 -89.23(4) . . . . ? Cu3 Br4 Cu2 Cu4 70.63(3) . . . . ? Cu4 Br4 Cu2 Cu3 -70.63(3) . . . . ? Cu4 Br2 Cu2 N2 -162.94(12) . . . . ? Cu4 Br2 Cu2 Br4 -29.43(4) . . . . ? Cu4 Br2 Cu2 Br1 87.81(4) . . . . ? Cu4 Br2 Cu2 Cu3 29.76(4) . . . . ? Cu4 Br1 Cu2 N2 6.38(12) 1_556 . . . ? Cu3 Br1 Cu2 N2 148.82(11) . . . . ? Cu1 Br1 Cu2 N2 -118.48(11) . . . . ? Cu4 Br1 Cu2 Br4 -123.61(5) 1_556 . . . ? Cu3 Br1 Cu2 Br4 18.83(3) . . . . ? Cu1 Br1 Cu2 Br4 111.53(4) . . . . ? Cu4 Br1 Cu2 Br2 119.37(5) 1_556 . . . ? Cu3 Br1 Cu2 Br2 -98.19(4) . . . . ? Cu1 Br1 Cu2 Br2 -5.49(5) . . . . ? Cu4 Br1 Cu2 Cu4 175.02(6) 1_556 . . . ? Cu3 Br1 Cu2 Cu4 -42.54(3) . . . . ? Cu1 Br1 Cu2 Cu4 50.16(4) . . . . ? Cu4 Br1 Cu2 Cu3 -142.44(5) 1_556 . . . ? Cu1 Br1 Cu2 Cu3 92.70(4) . . . . ? Cu4 Br3 Cu3 N4 146.17(17) . . . . ? Cu4 Br3 Cu3 Br1 -89.57(4) . . . . ? Cu4 Br3 Cu3 Br4 22.24(4) . . . . ? Cu4 Br3 Cu3 Cu2 -32.86(4) . . . . ? Cu4 Br1 Cu3 N4 4.19(13) 1_556 . . . ? Cu2 Br1 Cu3 N4 -127.16(12) . . . . ? Cu1 Br1 Cu3 N4 120.22(12) . . . . ? Cu4 Br1 Cu3 Br3 -132.05(5) 1_556 . . . ? Cu2 Br1 Cu3 Br3 96.61(4) . . . . ? Cu1 Br1 Cu3 Br3 -16.01(4) . . . . ? Cu4 Br1 Cu3 Br4 113.51(6) 1_556 . . . ? Cu2 Br1 Cu3 Br4 -17.84(3) . . . . ? Cu1 Br1 Cu3 Br4 -130.45(3) . . . . ? Cu4 Br1 Cu3 Cu4 172.43(6) 1_556 . . . ? Cu2 Br1 Cu3 Cu4 41.09(3) . . . . ? Cu1 Br1 Cu3 Cu4 -71.53(4) . . . . ? Cu4 Br1 Cu3 Cu2 131.34(6) 1_556 . . . ? Cu1 Br1 Cu3 Cu2 -112.62(3) . . . . ? Cu2 Br4 Cu3 N4 131.31(13) . . . . ? Cu4 Br4 Cu3 N4 -158.72(13) . . . . ? Cu2 Br4 Cu3 Br3 -91.32(4) . . . . ? Cu4 Br4 Cu3 Br3 -21.35(4) . . . . ? Cu2 Br4 Cu3 Br1 18.31(3) . . . . ? Cu4 Br4 Cu3 Br1 88.28(4) . . . . ? Cu2 Br4 Cu3 Cu4 -69.97(3) . . . . ? Cu4 Br4 Cu3 Cu2 69.97(3) . . . . ? N2 Cu2 Cu3 N4 25.6(3) . . . . ? Br4 Cu2 Cu3 N4 -74.05(17) . . . . ? Br2 Cu2 Cu3 N4 -175.17(17) . . . . ? Br1 Cu2 Cu3 N4 84.35(17) . . . . ? Cu4 Cu2 Cu3 N4 -146.92(18) . . . . ? N2 Cu2 Cu3 Br3 -155.44(19) . . . . ? Br4 Cu2 Cu3 Br3 104.93(5) . . . . ? Br2 Cu2 Cu3 Br3 3.82(5) . . . . ? Br1 Cu2 Cu3 Br3 -96.66(4) . . . . ? Cu4 Cu2 Cu3 Br3 32.06(4) . . . . ? N2 Cu2 Cu3 Br1 -58.78(19) . . . . ? Br4 Cu2 Cu3 Br1 -158.41(4) . . . . ? Br2 Cu2 Cu3 Br1 100.48(4) . . . . ? Cu4 Cu2 Cu3 Br1 128.72(4) . . . . ? N2 Cu2 Cu3 Br4 99.63(19) . . . . ? Br2 Cu2 Cu3 Br4 -101.12(4) . . . . ? Br1 Cu2 Cu3 Br4 158.41(4) . . . . ? Cu4 Cu2 Cu3 Br4 -72.87(4) . . . . ? N2 Cu2 Cu3 Cu4 172.50(19) . . . . ? Br4 Cu2 Cu3 Cu4 72.87(4) . . . . ? Br2 Cu2 Cu3 Cu4 -28.25(4) . . . . ? Br1 Cu2 Cu3 Cu4 -128.72(4) . . . . ? Cu3 Br3 Cu4 Br2 99.54(5) . . . . ? Cu3 Br3 Cu4 Br1 -134.97(5) . . . 1_554 ? Cu3 Br3 Cu4 Br4 -21.58(4) . . . . ? Cu3 Br3 Cu4 Cu2 36.80(4) . . . . ? Cu2 Br2 Cu4 Br3 -93.66(5) . . . . ? Cu2 Br2 Cu4 Br1 144.72(5) . . . 1_554 ? Cu2 Br2 Cu4 Br4 27.55(4) . . . . ? Cu2 Br2 Cu4 Cu3 -33.12(4) . . . . ? Cu2 Br4 Cu4 Br3 100.26(5) . . . . ? Cu3 Br4 Cu4 Br3 20.76(4) . . . . ? Cu2 Br4 Cu4 Br2 -28.43(4) . . . . ? Cu3 Br4 Cu4 Br2 -107.94(5) . . . . ? Cu2 Br4 Cu4 Br1 -148.61(4) . . . 1_554 ? Cu3 Br4 Cu4 Br1 131.88(4) . . . 1_554 ? Cu3 Br4 Cu4 Cu2 -79.51(4) . . . . ? Cu2 Br4 Cu4 Cu3 79.51(4) . . . . ? N2 Cu2 Cu4 Br3 158.8(3) . . . . ? Br4 Cu2 Cu4 Br3 -98.70(5) . . . . ? Br2 Cu2 Cu4 Br3 113.81(5) . . . . ? Br1 Cu2 Cu4 Br3 7.90(5) . . . . ? Cu3 Cu2 Cu4 Br3 -32.48(4) . . . . ? N2 Cu2 Cu4 Br2 45.0(3) . . . . ? Br4 Cu2 Cu4 Br2 147.49(4) . . . . ? Br1 Cu2 Cu4 Br2 -105.91(3) . . . . ? Cu3 Cu2 Cu4 Br2 -146.29(4) . . . . ? N2 Cu2 Cu4 Br1 -36.1(3) . . . 1_554 ? Br4 Cu2 Cu4 Br1 66.46(9) . . . 1_554 ? Br2 Cu2 Cu4 Br1 -81.03(8) . . . 1_554 ? Br1 Cu2 Cu4 Br1 173.06(8) . . . 1_554 ? Cu3 Cu2 Cu4 Br1 132.68(10) . . . 1_554 ? N2 Cu2 Cu4 Br4 -102.5(3) . . . . ? Br2 Cu2 Cu4 Br4 -147.49(4) . . . . ? Br1 Cu2 Cu4 Br4 106.60(3) . . . . ? Cu3 Cu2 Cu4 Br4 66.22(3) . . . . ? N2 Cu2 Cu4 Cu3 -168.7(3) . . . . ? Br4 Cu2 Cu4 Cu3 -66.22(3) . . . . ? Br2 Cu2 Cu4 Cu3 146.29(4) . . . . ? Br1 Cu2 Cu4 Cu3 40.38(3) . . . . ? N4 Cu3 Cu4 Br3 -104.5(3) . . . . ? Br1 Cu3 Cu4 Br3 100.49(4) . . . . ? Br4 Cu3 Cu4 Br3 -155.18(5) . . . . ? Cu2 Cu3 Cu4 Br3 140.70(5) . . . . ? N4 Cu3 Cu4 Br2 145.7(2) . . . . ? Br3 Cu3 Cu4 Br2 -109.73(6) . . . . ? Br1 Cu3 Cu4 Br2 -9.24(5) . . . . ? Br4 Cu3 Cu4 Br2 95.09(4) . . . . ? Cu2 Cu3 Cu4 Br2 30.97(4) . . . . ? N4 Cu3 Cu4 Br1 -31.5(3) . . . 1_554 ? Br3 Cu3 Cu4 Br1 73.06(6) . . . 1_554 ? Br1 Cu3 Cu4 Br1 173.55(6) . . . 1_554 ? Br4 Cu3 Cu4 Br1 -82.12(6) . . . 1_554 ? Cu2 Cu3 Cu4 Br1 -146.24(7) . . . 1_554 ? N4 Cu3 Cu4 Br4 50.6(2) . . . . ? Br3 Cu3 Cu4 Br4 155.18(5) . . . . ? Br1 Cu3 Cu4 Br4 -104.33(3) . . . . ? Cu2 Cu3 Cu4 Br4 -64.12(3) . . . . ? N4 Cu3 Cu4 Cu2 114.8(3) . . . . ? Br3 Cu3 Cu4 Cu2 -140.70(5) . . . . ? Br1 Cu3 Cu4 Cu2 -40.21(3) . . . . ? Br4 Cu3 Cu4 Cu2 64.12(3) . . . . ? N3 Cu1 N1 C4 32.3(8) . . . . ? Br1 Cu1 N1 C4 -137.6(3) . . . . ? N3 Cu1 N1 C1 -93.5(6) . . . . ? Br1 Cu1 N1 C1 96.6(3) . . . . ? Br4 Cu2 N2 C3 63.7(3) . . . . ? Br2 Cu2 N2 C3 -170.6(3) . . . . ? Br1 Cu2 N2 C3 -57.4(3) . . . . ? Cu4 Cu2 N2 C3 152.1(3) . . . . ? Cu3 Cu2 N2 C3 -11.5(4) . . . . ? Br4 Cu2 N2 C2 -60.0(3) . . . 12_654 ? Br2 Cu2 N2 C2 65.7(3) . . . 12_654 ? Br1 Cu2 N2 C2 178.9(3) . . . 12_654 ? Cu4 Cu2 N2 C2 28.4(5) . . . 12_654 ? Cu3 Cu2 N2 C2 -135.2(3) . . . 12_654 ? Br4 Cu2 N2 C5 -177.1(3) . . . . ? Br2 Cu2 N2 C5 -51.5(4) . . . . ? Br1 Cu2 N2 C5 61.8(4) . . . . ? Cu4 Cu2 N2 C5 -88.7(5) . . . . ? Cu3 Cu2 N2 C5 107.7(4) . . . . ? N1 Cu1 N3 C9 -98.6(6) . . . . ? Br1 Cu1 N3 C9 71.4(3) . . . . ? N1 Cu1 N3 C6 25.6(8) . . . . ? Br1 Cu1 N3 C6 -164.4(4) . . . . ? Br3 Cu3 N4 C7 -83.1(3) . . . 11_454 ? Br1 Cu3 N4 C7 155.0(3) . . . 11_454 ? Br4 Cu3 N4 C7 43.6(3) . . . 11_454 ? Cu4 Cu3 N4 C7 1.2(5) . . . 11_454 ? Cu2 Cu3 N4 C7 95.7(3) . . . 11_454 ? Br3 Cu3 N4 C8 40.5(4) . . . . ? Br1 Cu3 N4 C8 -81.5(4) . . . . ? Br4 Cu3 N4 C8 167.1(3) . . . . ? Cu4 Cu3 N4 C8 124.7(4) . . . . ? Cu2 Cu3 N4 C8 -140.7(3) . . . . ? Br3 Cu3 N4 C10 159.0(3) . . . . ? Br1 Cu3 N4 C10 37.0(4) . . . . ? Br4 Cu3 N4 C10 -74.4(4) . . . . ? Cu4 Cu3 N4 C10 -116.8(4) . . . . ? Cu2 Cu3 N4 C10 -22.3(4) . . . . ? C4 N1 C1 C2 54.7(5) . . . . ? Cu1 N1 C1 C2 -176.4(3) . . . . ? N1 C1 C2 N2 -57.3(6) . . . 16_645 ? C2 N2 C3 C4 59.6(5) 12_654 . . 12_654 ? C5 N2 C3 C4 175.6(4) . . . 12_654 ? Cu2 N2 C3 C4 -66.3(4) . . . 12_654 ? C1 N1 C4 C3 -55.5(6) . . . 16_645 ? Cu1 N1 C4 C3 176.9(3) . . . 16_645 ? C9 N3 C6 C7 60.5(5) . . . . ? Cu1 N3 C6 C7 -67.0(5) . . . . ? N3 C6 C7 N4 -60.4(5) . . . 3 ? C7 N4 C8 C9 54.8(6) 11_454 . . 11_454 ? C10 N4 C8 C9 174.1(4) . . . 11_454 ? Cu3 N4 C8 C9 -69.2(5) . . . 11_454 ? C6 N3 C9 C8 -59.3(6) . . . 3 ? Cu1 N3 C9 C8 67.1(5) . . . 3 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 66.93 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.628 _refine_diff_density_min -0.823 _refine_diff_density_rms 0.073 data_p21onn _database_code_depnum_ccdc_archive 'CCDC 877786' #TrackingRef '10835_web_deposit_cif_file_4_RobertD.Pike_1334928780.RDP281(CuI)2(Bz2Pip).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H11 Cu I N' _chemical_formula_sum 'C9 H11 Cu I N' _chemical_formula_weight 323.63 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.7387(3) _cell_length_b 16.7925(5) _cell_length_c 8.2424(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.6170(10) _cell_angle_gamma 90.00 _cell_volume 1002.52(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7499 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 68.28 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_min 0.101 _exptl_crystal_size_mid 0.137 _exptl_crystal_size_max 0.421 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.144 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 26.796 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0313 _exptl_absorpt_correction_T_max 0.1727 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 10575 _diffrn_reflns_av_R_equivalents 0.0551 _diffrn_reflns_av_sigmaI/netI 0.0330 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 5.27 _diffrn_reflns_theta_max 66.97 _reflns_number_total 1740 _reflns_number_gt 1711 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0288P)^2^+1.9698P] 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 1740 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0261 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0646 _refine_ls_wR_factor_gt 0.0644 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _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 I1 I 0.11695(3) 0.955743(13) 1.27584(3) 0.01417(11) Uani 1 1 d . . . Cu1 Cu 0.13878(8) 0.97409(3) 0.97646(7) 0.01361(15) Uani 1 1 d . . . N1 N 0.3596(4) 0.94105(18) 0.9103(4) 0.0115(6) Uani 1 1 d . . . C1 C 0.4125(5) 1.0078(2) 0.8184(4) 0.0116(7) Uani 1 1 d . . . H1A H 0.3052 1.0229 0.7151 0.014 Uiso 1 1 calc R . . H1B H 0.5128 0.9901 0.7783 0.014 Uiso 1 1 calc R . . C2 C 0.4766(5) 1.0797(2) 0.9354(4) 0.0129(7) Uani 1 1 d . . . H2A H 0.5087 1.1234 0.8705 0.016 Uiso 1 1 calc R . . H2B H 0.3755 1.0984 0.9732 0.016 Uiso 1 1 calc R . . C3 C 0.3065(5) 0.8720(2) 0.7882(5) 0.0143(7) Uani 1 1 d . . . H3A H 0.4141 0.8565 0.7567 0.017 Uiso 1 1 calc R . . H3B H 0.2067 0.8889 0.6807 0.017 Uiso 1 1 calc R . . C4 C 0.2418(5) 0.8001(2) 0.8619(4) 0.0146(7) Uani 1 1 d . . . C5 C 0.0718(6) 0.8003(2) 0.8833(5) 0.0174(8) Uani 1 1 d . . . H5 H -0.0046 0.8462 0.8522 0.021 Uiso 1 1 calc R . . C6 C 0.0123(6) 0.7342(2) 0.9495(5) 0.0201(8) Uani 1 1 d . . . H6 H -0.1042 0.7350 0.9639 0.024 Uiso 1 1 calc R . . C7 C 0.1225(6) 0.6665(2) 0.9948(5) 0.0197(8) Uani 1 1 d . . . H7 H 0.0820 0.6212 1.0405 0.024 Uiso 1 1 calc R . . C8 C 0.2917(6) 0.6658(2) 0.9730(5) 0.0184(8) Uani 1 1 d . . . H8 H 0.3675 0.6197 1.0034 0.022 Uiso 1 1 calc R . . C9 C 0.3516(6) 0.7320(2) 0.9068(5) 0.0174(8) Uani 1 1 d . . . H9 H 0.4679 0.7309 0.8921 0.021 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 I1 0.01517(16) 0.01878(16) 0.00997(16) 0.00289(7) 0.00619(11) 0.00202(8) Cu1 0.0141(3) 0.0165(3) 0.0125(3) 0.0004(2) 0.0075(2) 0.0009(2) N1 0.0118(15) 0.0129(13) 0.0112(15) 0.0027(12) 0.0059(13) -0.0009(12) C1 0.0121(18) 0.0124(16) 0.0108(17) 0.0031(13) 0.0048(15) 0.0018(14) C2 0.0171(18) 0.0129(16) 0.0102(17) 0.0029(13) 0.0066(15) 0.0003(15) C3 0.0166(18) 0.0172(18) 0.0121(18) -0.0021(13) 0.0089(15) -0.0022(15) C4 0.021(2) 0.0140(16) 0.0088(17) -0.0036(13) 0.0051(15) -0.0014(15) C5 0.020(2) 0.0150(17) 0.0172(19) -0.0009(14) 0.0061(16) 0.0011(15) C6 0.020(2) 0.0228(19) 0.022(2) -0.0017(15) 0.0130(17) -0.0027(16) C7 0.027(2) 0.0177(18) 0.0149(19) -0.0004(14) 0.0086(17) -0.0057(16) C8 0.025(2) 0.0125(16) 0.0134(18) -0.0020(14) 0.0021(16) 0.0019(16) C9 0.0183(19) 0.0189(18) 0.0148(18) -0.0036(14) 0.0055(16) -0.0018(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 I1 Cu1 2.5507(6) . ? I1 Cu1 2.5945(6) 3_577 ? Cu1 N1 2.045(3) . ? Cu1 Cu1 2.4716(11) 3_577 ? Cu1 I1 2.5945(6) 3_577 ? N1 C2 1.487(5) 3_677 ? N1 C1 1.489(4) . ? N1 C3 1.495(5) . ? C1 C2 1.515(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.487(5) 3_677 ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.513(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.388(6) . ? C4 C9 1.395(5) . ? C5 C6 1.385(6) . ? C5 H5 0.9500 . ? C6 C7 1.391(6) . ? C6 H6 0.9500 . ? C7 C8 1.383(6) . ? C7 H7 0.9500 . ? C8 C9 1.387(6) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? 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 Cu1 I1 Cu1 57.41(2) . 3_577 ? N1 Cu1 Cu1 172.50(9) . 3_577 ? N1 Cu1 I1 124.85(9) . . ? Cu1 Cu1 I1 62.18(2) 3_577 . ? N1 Cu1 I1 112.50(9) . 3_577 ? Cu1 Cu1 I1 60.40(2) 3_577 3_577 ? I1 Cu1 I1 122.59(2) . 3_577 ? C2 N1 C1 107.9(3) 3_677 . ? C2 N1 C3 110.1(3) 3_677 . ? C1 N1 C3 107.5(3) . . ? C2 N1 Cu1 112.1(2) 3_677 . ? C1 N1 Cu1 109.7(2) . . ? C3 N1 Cu1 109.4(2) . . ? N1 C1 C2 111.3(3) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N1 C2 C1 110.4(3) 3_677 . ? N1 C2 H2A 109.6 3_677 . ? C1 C2 H2A 109.6 . . ? N1 C2 H2B 109.6 3_677 . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? N1 C3 C4 113.6(3) . . ? N1 C3 H3A 108.9 . . ? C4 C3 H3A 108.9 . . ? N1 C3 H3B 108.9 . . ? C4 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? C5 C4 C9 118.9(4) . . ? C5 C4 C3 120.8(3) . . ? C9 C4 C3 120.3(3) . . ? C6 C5 C4 120.7(4) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 120.2(4) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C8 C7 C6 119.4(4) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C7 C8 C9 120.5(4) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C8 C9 C4 120.3(4) . . ? C8 C9 H9 119.8 . . ? C4 C9 H9 119.8 . . ? 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 Cu1 I1 Cu1 N1 176.96(12) 3_577 . . . ? Cu1 I1 Cu1 I1 0.0 3_577 . . 3_577 ? I1 Cu1 N1 C2 -11.9(3) . . . 3_677 ? I1 Cu1 N1 C2 165.3(2) 3_577 . . 3_677 ? I1 Cu1 N1 C1 -131.8(2) . . . . ? I1 Cu1 N1 C1 45.5(2) 3_577 . . . ? I1 Cu1 N1 C3 110.5(2) . . . . ? I1 Cu1 N1 C3 -72.2(2) 3_577 . . . ? C2 N1 C1 C2 -58.8(4) 3_677 . . . ? C3 N1 C1 C2 -177.5(3) . . . . ? Cu1 N1 C1 C2 63.6(3) . . . . ? N1 C1 C2 N1 60.3(4) . . . 3_677 ? C2 N1 C3 C4 65.0(4) 3_677 . . . ? C1 N1 C3 C4 -177.7(3) . . . . ? Cu1 N1 C3 C4 -58.7(3) . . . . ? N1 C3 C4 C5 72.0(4) . . . . ? N1 C3 C4 C9 -109.1(4) . . . . ? C9 C4 C5 C6 0.5(5) . . . . ? C3 C4 C5 C6 179.5(3) . . . . ? C4 C5 C6 C7 -0.2(6) . . . . ? C5 C6 C7 C8 -0.1(6) . . . . ? C6 C7 C8 C9 0.2(6) . . . . ? C7 C8 C9 C4 0.1(6) . . . . ? C5 C4 C9 C8 -0.4(5) . . . . ? C3 C4 C9 C8 -179.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 66.97 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.497 _refine_diff_density_min -1.104 _refine_diff_density_rms 0.146 data_p21onn_2 _database_code_depnum_ccdc_archive 'CCDC 877787' #TrackingRef '10836_web_deposit_cif_file_5_RobertD.Pike_1334928780.RDP294(CuI)4(MePip)3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H37 Cu4 I4 N6' _chemical_formula_sum 'C15 H37 Cu4 I4 N6' _chemical_formula_weight 1063.27 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6108(3) _cell_length_b 24.0135(7) _cell_length_c 13.5384(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.104(2) _cell_angle_gamma 90.00 _cell_volume 2797.52(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9728 _cell_measurement_theta_min 3.68 _cell_measurement_theta_max 67.58 _exptl_crystal_description blade _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1988 _exptl_absorpt_coefficient_mu 38.190 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0314 _exptl_absorpt_correction_T_max 0.2078 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 28283 _diffrn_reflns_av_R_equivalents 0.0835 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 67.00 _reflns_number_total 4749 _reflns_number_gt 4178 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0330P)^2^+41.8513P] 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 4749 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.1119 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.000 _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 I1 I 0.22292(7) 0.20688(2) 0.22618(5) 0.01856(15) Uani 1 1 d . . . I2 I -0.29146(7) 0.21797(2) 0.18631(4) 0.01876(15) Uani 1 1 d . . . I3 I -0.07637(7) 0.05334(2) 0.25196(4) 0.01862(15) Uani 1 1 d . . . I4 I -0.06776(7) 0.18109(2) 0.48852(4) 0.01791(15) Uani 1 1 d . . . Cu1 Cu -0.03977(17) 0.15602(6) 0.17298(11) 0.0196(3) Uani 1 1 d . . . Cu2 Cu -0.04744(17) 0.23409(5) 0.31310(10) 0.0185(3) Uani 1 1 d . . . Cu3 Cu 0.10126(16) 0.13375(6) 0.34710(11) 0.0193(3) Uani 1 1 d . . . Cu4 Cu -0.21795(17) 0.14516(6) 0.32455(11) 0.0203(3) Uani 1 1 d . . . N1 N -0.0223(9) 0.1392(3) 0.0245(6) 0.0172(16) Uani 1 1 d . . . H1 H -0.1165 0.1236 0.0030 0.021 Uiso 1 1 calc R . . N2 N 0.1307(9) 0.1325(3) -0.1634(6) 0.0184(17) Uani 1 1 d . . . N3 N -0.0343(10) 0.3182(3) 0.3449(6) 0.0172(16) Uani 1 1 d . . . H3 H -0.1351 0.3322 0.3418 0.021 Uiso 1 1 calc R . . N4 N 0.1521(9) 0.4160(3) 0.3969(6) 0.0211(18) Uani 1 1 d . . . H4 H 0.2469 0.3974 0.3992 0.025 Uiso 1 1 calc R . . N5 N 0.2647(9) 0.0821(3) 0.4308(6) 0.0182(17) Uani 1 1 d . . . N6 N 0.5862(10) 0.1089(3) 0.3855(6) 0.0207(18) Uani 1 1 d . . . H6 H 0.6258 0.0826 0.4300 0.025 Uiso 1 1 calc R . . C1 C 0.0989(12) 0.0976(4) 0.0061(7) 0.019(2) Uani 1 1 d . . . H1A H 0.0778 0.0635 0.0444 0.023 Uiso 1 1 calc R . . H1B H 0.2009 0.1124 0.0296 0.023 Uiso 1 1 calc R . . C2 C 0.1066(11) 0.0826(4) -0.1034(7) 0.018(2) Uani 1 1 d . . . H2A H 0.1929 0.0561 -0.1126 0.021 Uiso 1 1 calc R . . H2B H 0.0085 0.0642 -0.1256 0.021 Uiso 1 1 calc R . . C3 C 0.0093(11) 0.1732(4) -0.1461(8) 0.021(2) Uani 1 1 d . . . H3A H -0.0923 0.1577 -0.1689 0.025 Uiso 1 1 calc R . . H3B H 0.0289 0.2071 -0.1854 0.025 Uiso 1 1 calc R . . C4 C 0.0022(12) 0.1889(4) -0.0375(8) 0.022(2) Uani 1 1 d . . . H4A H 0.1005 0.2074 -0.0159 0.026 Uiso 1 1 calc R . . H4B H -0.0838 0.2156 -0.0288 0.026 Uiso 1 1 calc R . . C5 C 0.1286(12) 0.1175(4) -0.2680(7) 0.021(2) Uani 1 1 d . . . H5A H 0.0285 0.1004 -0.2867 0.032 Uiso 1 1 calc R . . H5B H 0.2126 0.0910 -0.2797 0.032 Uiso 1 1 calc R . . H5C H 0.1433 0.1510 -0.3078 0.032 Uiso 1 1 calc R . . C6 C 0.0553(12) 0.3488(4) 0.2724(7) 0.020(2) Uani 1 1 d . . . H6A H -0.0001 0.3465 0.2072 0.025 Uiso 1 1 calc R . . H6B H 0.1574 0.3304 0.2665 0.025 Uiso 1 1 calc R . . C7 C 0.0820(13) 0.4097(4) 0.2978(7) 0.023(2) Uani 1 1 d . . . H7A H 0.1510 0.4265 0.2491 0.028 Uiso 1 1 calc R . . H7B H -0.0185 0.4298 0.2937 0.028 Uiso 1 1 calc R . . C8 C 0.0527(11) 0.3903(4) 0.4672(8) 0.021(2) Uani 1 1 d . . . H8A H -0.0497 0.4090 0.4646 0.026 Uiso 1 1 calc R . . H8B H 0.0991 0.3950 0.5347 0.026 Uiso 1 1 calc R . . C9 C 0.0308(12) 0.3287(4) 0.4457(7) 0.020(2) Uani 1 1 d . . . H9A H 0.1323 0.3096 0.4539 0.024 Uiso 1 1 calc R . . H9B H -0.0397 0.3127 0.4944 0.024 Uiso 1 1 calc R . . C10 C 0.1806(14) 0.4746(4) 0.4187(9) 0.029(2) Uani 1 1 d . . . H10A H 0.0833 0.4955 0.4101 0.044 Uiso 1 1 calc R . . H10B H 0.2571 0.4893 0.3736 0.044 Uiso 1 1 calc R . . H10C H 0.2207 0.4785 0.4870 0.044 Uiso 1 1 calc R . . C11 C 0.3673(11) 0.1150(4) 0.4998(7) 0.019(2) Uani 1 1 d . . . H11A H 0.4176 0.0896 0.5489 0.023 Uiso 1 1 calc R . . H11B H 0.3034 0.1419 0.5359 0.023 Uiso 1 1 calc R . . C12 C 0.4925(12) 0.1465(4) 0.4453(8) 0.022(2) Uani 1 1 d . . . H12A H 0.4425 0.1749 0.4018 0.026 Uiso 1 1 calc R . . H12B H 0.5615 0.1660 0.4941 0.026 Uiso 1 1 calc R . . C13 C 0.4838(11) 0.0776(4) 0.3175(8) 0.021(2) Uani 1 1 d . . . H13A H 0.5471 0.0512 0.2798 0.025 Uiso 1 1 calc R . . H13B H 0.4336 0.1038 0.2696 0.025 Uiso 1 1 calc R . . C14 C 0.3591(12) 0.0455(4) 0.3688(8) 0.022(2) Uani 1 1 d . . . H14A H 0.2905 0.0270 0.3186 0.026 Uiso 1 1 calc R . . H14B H 0.4084 0.0162 0.4108 0.026 Uiso 1 1 calc R . . C15 C 0.1679(12) 0.0455(4) 0.4917(8) 0.022(2) Uani 1 1 d . . . H15A H 0.1036 0.0214 0.4485 0.033 Uiso 1 1 calc R . . H15B H 0.1008 0.0685 0.5321 0.033 Uiso 1 1 calc R . . H15C H 0.2354 0.0225 0.5349 0.033 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 I1 0.0134(3) 0.0181(3) 0.0245(3) 0.0015(2) 0.0046(3) -0.0009(2) I2 0.0145(3) 0.0213(3) 0.0205(3) -0.0034(2) 0.0002(2) 0.0033(2) I3 0.0176(3) 0.0146(3) 0.0240(3) -0.0023(2) 0.0051(3) -0.0017(2) I4 0.0160(3) 0.0193(3) 0.0185(3) -0.0009(2) 0.0023(2) -0.0002(2) Cu1 0.0167(7) 0.0212(7) 0.0215(7) -0.0024(5) 0.0066(6) 0.0006(5) Cu2 0.0173(7) 0.0163(7) 0.0219(7) -0.0024(5) 0.0011(6) -0.0017(5) Cu3 0.0151(7) 0.0203(7) 0.0228(7) 0.0016(5) 0.0041(6) -0.0007(5) Cu4 0.0149(7) 0.0218(7) 0.0244(7) -0.0025(5) 0.0049(6) -0.0039(5) N1 0.013(4) 0.017(4) 0.023(4) 0.000(3) 0.005(3) 0.000(3) N2 0.011(4) 0.021(4) 0.022(4) 0.002(3) -0.002(4) -0.001(3) N3 0.015(4) 0.017(4) 0.020(4) -0.001(3) -0.001(4) 0.000(3) N4 0.012(4) 0.024(4) 0.028(5) -0.010(3) 0.009(4) 0.000(3) N5 0.015(4) 0.017(4) 0.023(4) 0.004(3) 0.007(4) 0.001(3) N6 0.018(4) 0.015(4) 0.029(5) 0.001(3) 0.002(4) 0.000(3) C1 0.015(5) 0.020(5) 0.024(5) 0.005(4) 0.001(4) 0.006(4) C2 0.015(5) 0.015(4) 0.024(5) -0.002(4) 0.009(4) 0.001(3) C3 0.009(5) 0.027(5) 0.026(5) 0.009(4) 0.000(4) 0.002(4) C4 0.024(5) 0.013(4) 0.029(5) 0.001(4) 0.008(5) 0.005(4) C5 0.018(5) 0.026(5) 0.019(5) -0.004(4) -0.003(4) -0.003(4) C6 0.024(5) 0.021(5) 0.017(5) 0.000(4) 0.005(4) 0.000(4) C7 0.026(6) 0.021(5) 0.022(5) 0.003(4) 0.004(5) -0.003(4) C8 0.011(5) 0.024(5) 0.030(5) -0.005(4) 0.005(4) -0.001(4) C9 0.020(5) 0.024(5) 0.017(5) -0.003(4) -0.001(4) -0.002(4) C10 0.026(6) 0.027(6) 0.035(6) 0.001(4) 0.008(5) 0.002(4) C11 0.017(5) 0.021(5) 0.020(5) 0.002(4) 0.008(4) -0.001(4) C12 0.016(5) 0.019(5) 0.031(6) 0.000(4) 0.010(5) 0.001(4) C13 0.013(5) 0.014(4) 0.036(6) -0.001(4) 0.003(5) 0.003(4) C14 0.014(5) 0.018(5) 0.033(5) -0.003(4) -0.003(5) 0.001(4) C15 0.019(5) 0.020(5) 0.028(5) 0.006(4) 0.006(5) -0.003(4) _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 I1 Cu3 2.6433(14) . ? I1 Cu1 2.6471(15) . ? I1 Cu2 2.7263(15) . ? I2 Cu4 2.6218(16) . ? I2 Cu1 2.6404(15) . ? I2 Cu2 2.6919(16) . ? I3 Cu1 2.7106(15) . ? I3 Cu4 2.7208(15) . ? I3 Cu3 2.7537(15) . ? I4 Cu4 2.6709(16) . ? I4 Cu3 2.6983(15) . ? I4 Cu2 2.7056(15) . ? Cu1 N1 2.062(8) . ? Cu1 Cu4 2.6200(19) . ? Cu1 Cu3 2.666(2) . ? Cu1 Cu2 2.6697(19) . ? Cu2 N3 2.067(8) . ? Cu2 Cu4 2.5994(19) . ? Cu2 Cu3 2.7594(19) . ? Cu3 N5 2.165(8) . ? Cu3 Cu4 2.768(2) . ? Cu4 N6 2.094(8) 1_455 ? N1 C1 1.472(12) . ? N1 C4 1.479(12) . ? N1 H1 0.9300 . ? N2 C3 1.456(12) . ? N2 C5 1.461(12) . ? N2 C2 1.467(12) . ? N3 C6 1.468(12) . ? N3 C9 1.478(12) . ? N3 H3 0.9300 . ? N4 C8 1.442(13) . ? N4 C10 1.458(13) . ? N4 C7 1.458(13) . ? N4 H4 0.9300 . ? N5 C14 1.478(12) . ? N5 C15 1.482(12) . ? N5 C11 1.489(13) . ? N6 C13 1.460(13) . ? N6 C12 1.472(12) . ? N6 Cu4 2.094(8) 1_655 ? N6 H6 0.9300 . ? C1 C2 1.529(13) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.522(14) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.517(13) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.517(13) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.528(13) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.511(13) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? 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 Cu3 I1 Cu1 60.52(5) . . ? Cu3 I1 Cu2 61.82(4) . . ? Cu1 I1 Cu2 59.56(4) . . ? Cu4 I2 Cu1 59.72(4) . . ? Cu4 I2 Cu2 58.56(4) . . ? Cu1 I2 Cu2 60.08(4) . . ? Cu1 I3 Cu4 57.68(4) . . ? Cu1 I3 Cu3 58.40(4) . . ? Cu4 I3 Cu3 60.74(4) . . ? Cu4 I4 Cu3 62.06(4) . . ? Cu4 I4 Cu2 57.82(4) . . ? Cu3 I4 Cu2 61.41(4) . . ? N1 Cu1 Cu4 144.1(2) . . ? N1 Cu1 I2 105.5(2) . . ? Cu4 Cu1 I2 59.79(5) . . ? N1 Cu1 I1 105.3(2) . . ? Cu4 Cu1 I1 110.61(6) . . ? I2 Cu1 I1 114.63(5) . . ? N1 Cu1 Cu3 140.9(2) . . ? Cu4 Cu1 Cu3 63.15(5) . . ? I2 Cu1 Cu3 113.64(6) . . ? I1 Cu1 Cu3 59.67(5) . . ? N1 Cu1 Cu2 146.7(2) . . ? Cu4 Cu1 Cu2 58.86(5) . . ? I2 Cu1 Cu2 60.92(4) . . ? I1 Cu1 Cu2 61.70(5) . . ? Cu3 Cu1 Cu2 62.28(5) . . ? N1 Cu1 I3 102.7(2) . . ? Cu4 Cu1 I3 61.35(4) . . ? I2 Cu1 I3 112.21(5) . . ? I1 Cu1 I3 115.02(6) . . ? Cu3 Cu1 I3 61.61(4) . . ? Cu2 Cu1 I3 110.62(6) . . ? N3 Cu2 Cu4 144.8(2) . . ? N3 Cu2 Cu1 146.3(2) . . ? Cu4 Cu2 Cu1 59.62(5) . . ? N3 Cu2 I2 108.0(2) . . ? Cu4 Cu2 I2 59.37(5) . . ? Cu1 Cu2 I2 59.00(4) . . ? N3 Cu2 I4 106.3(2) . . ? Cu4 Cu2 I4 60.42(5) . . ? Cu1 Cu2 I4 107.31(6) . . ? I2 Cu2 I4 114.71(5) . . ? N3 Cu2 I1 106.4(2) . . ? Cu4 Cu2 I1 108.78(6) . . ? Cu1 Cu2 I1 58.74(4) . . ? I2 Cu2 I1 110.44(5) . . ? I4 Cu2 I1 110.48(5) . . ? N3 Cu2 Cu3 142.8(2) . . ? Cu4 Cu2 Cu3 62.12(5) . . ? Cu1 Cu2 Cu3 58.79(5) . . ? I2 Cu2 Cu3 109.11(6) . . ? I4 Cu2 Cu3 59.16(4) . . ? I1 Cu2 Cu3 57.61(4) . . ? N5 Cu3 I1 116.1(2) . . ? N5 Cu3 Cu1 147.6(2) . . ? I1 Cu3 Cu1 59.81(4) . . ? N5 Cu3 I4 103.1(2) . . ? I1 Cu3 I4 113.32(5) . . ? Cu1 Cu3 I4 107.63(6) . . ? N5 Cu3 I3 100.5(2) . . ? I1 Cu3 I3 113.71(5) . . ? Cu1 Cu3 I3 59.99(4) . . ? I4 Cu3 I3 108.82(5) . . ? N5 Cu3 Cu2 151.2(2) . . ? I1 Cu3 Cu2 60.57(4) . . ? Cu1 Cu3 Cu2 58.92(5) . . ? I4 Cu3 Cu2 59.42(4) . . ? I3 Cu3 Cu2 106.73(6) . . ? N5 Cu3 Cu4 137.6(2) . . ? I1 Cu3 Cu4 106.29(6) . . ? Cu1 Cu3 Cu4 57.61(5) . . ? I4 Cu3 Cu4 58.48(4) . . ? I3 Cu3 Cu4 59.04(4) . . ? Cu2 Cu3 Cu4 56.10(5) . . ? N6 Cu4 Cu2 146.1(2) 1_455 . ? N6 Cu4 Cu1 148.6(2) 1_455 . ? Cu2 Cu4 Cu1 61.53(5) . . ? N6 Cu4 I2 112.4(2) 1_455 . ? Cu2 Cu4 I2 62.07(5) . . ? Cu1 Cu4 I2 60.49(5) . . ? N6 Cu4 I4 100.3(2) 1_455 . ? Cu2 Cu4 I4 61.76(5) . . ? Cu1 Cu4 I4 109.83(6) . . ? I2 Cu4 I4 118.34(5) . . ? N6 Cu4 I3 100.6(2) 1_455 . ? Cu2 Cu4 I3 112.50(6) . . ? Cu1 Cu4 I3 60.97(4) . . ? I2 Cu4 I3 112.47(5) . . ? I4 Cu4 I3 110.63(6) . . ? N6 Cu4 Cu3 136.6(2) 1_455 . ? Cu2 Cu4 Cu3 61.78(5) . . ? Cu1 Cu4 Cu3 59.24(5) . . ? I2 Cu4 Cu3 110.95(6) . . ? I4 Cu4 Cu3 59.45(4) . . ? I3 Cu4 Cu3 60.22(4) . . ? C1 N1 C4 109.6(7) . . ? C1 N1 Cu1 112.0(6) . . ? C4 N1 Cu1 114.3(6) . . ? C1 N1 H1 106.8 . . ? C4 N1 H1 106.8 . . ? Cu1 N1 H1 106.8 . . ? C3 N2 C5 109.7(8) . . ? C3 N2 C2 110.0(7) . . ? C5 N2 C2 109.8(7) . . ? C6 N3 C9 109.9(7) . . ? C6 N3 Cu2 112.1(6) . . ? C9 N3 Cu2 112.1(6) . . ? C6 N3 H3 107.5 . . ? C9 N3 H3 107.5 . . ? Cu2 N3 H3 107.5 . . ? C8 N4 C10 112.3(8) . . ? C8 N4 C7 109.1(8) . . ? C10 N4 C7 110.4(8) . . ? C8 N4 H4 108.3 . . ? C10 N4 H4 108.3 . . ? C7 N4 H4 108.3 . . ? C14 N5 C15 107.3(7) . . ? C14 N5 C11 110.2(7) . . ? C15 N5 C11 107.3(7) . . ? C14 N5 Cu3 113.8(6) . . ? C15 N5 Cu3 105.2(6) . . ? C11 N5 Cu3 112.5(6) . . ? C13 N6 C12 109.4(8) . . ? C13 N6 Cu4 116.2(6) . 1_655 ? C12 N6 Cu4 115.4(6) . 1_655 ? C13 N6 H6 104.8 . . ? C12 N6 H6 104.8 . . ? Cu4 N6 H6 104.8 1_655 . ? N1 C1 C2 112.3(8) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C1 110.9(7) . . ? N2 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N2 C3 C4 112.1(8) . . ? N2 C3 H3A 109.2 . . ? C4 C3 H3A 109.2 . . ? N2 C3 H3B 109.2 . . ? C4 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? N1 C4 C3 111.0(8) . . ? N1 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? N1 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 C7 114.2(8) . . ? N3 C6 H6A 108.7 . . ? C7 C6 H6A 108.7 . . ? N3 C6 H6B 108.7 . . ? C7 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? N4 C7 C6 111.3(8) . . ? N4 C7 H7A 109.4 . . ? C6 C7 H7A 109.4 . . ? N4 C7 H7B 109.4 . . ? C6 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? N4 C8 C9 111.3(8) . . ? N4 C8 H8A 109.4 . . ? C9 C8 H8A 109.4 . . ? N4 C8 H8B 109.4 . . ? C9 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? N3 C9 C8 112.6(8) . . ? N3 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N3 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N5 C11 C12 111.9(8) . . ? N5 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 . . ? N5 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? N6 C12 C11 111.9(8) . . ? N6 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 . . ? N6 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? N6 C13 C14 113.3(9) . . ? N6 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? N6 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? N5 C14 C13 112.0(8) . . ? N5 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? N5 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? N5 C15 H15A 109.5 . . ? N5 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N5 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? 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 Cu4 I2 Cu1 N1 144.2(2) . . . . ? Cu2 I2 Cu1 N1 -146.9(2) . . . . ? Cu2 I2 Cu1 Cu4 68.84(5) . . . . ? Cu4 I2 Cu1 I1 -100.43(7) . . . . ? Cu2 I2 Cu1 I1 -31.59(5) . . . . ? Cu4 I2 Cu1 Cu3 -34.37(6) . . . . ? Cu2 I2 Cu1 Cu3 34.47(6) . . . . ? Cu4 I2 Cu1 Cu2 -68.84(5) . . . . ? Cu4 I2 Cu1 I3 33.18(5) . . . . ? Cu2 I2 Cu1 I3 102.02(6) . . . . ? Cu3 I1 Cu1 N1 -140.5(2) . . . . ? Cu2 I1 Cu1 N1 146.8(2) . . . . ? Cu3 I1 Cu1 Cu4 38.83(6) . . . . ? Cu2 I1 Cu1 Cu4 -33.90(6) . . . . ? Cu3 I1 Cu1 I2 104.05(7) . . . . ? Cu2 I1 Cu1 I2 31.33(5) . . . . ? Cu2 I1 Cu1 Cu3 -72.73(5) . . . . ? Cu3 I1 Cu1 Cu2 72.73(5) . . . . ? Cu3 I1 Cu1 I3 -28.24(5) . . . . ? Cu2 I1 Cu1 I3 -100.96(6) . . . . ? Cu4 I3 Cu1 N1 -145.4(2) . . . . ? Cu3 I3 Cu1 N1 141.5(2) . . . . ? Cu3 I3 Cu1 Cu4 -73.16(6) . . . . ? Cu4 I3 Cu1 I2 -32.61(5) . . . . ? Cu3 I3 Cu1 I2 -105.76(6) . . . . ? Cu4 I3 Cu1 I1 100.81(7) . . . . ? Cu3 I3 Cu1 I1 27.66(5) . . . . ? Cu4 I3 Cu1 Cu3 73.16(6) . . . . ? Cu4 I3 Cu1 Cu2 33.36(6) . . . . ? Cu3 I3 Cu1 Cu2 -39.80(6) . . . . ? N1 Cu1 Cu2 N3 -2.3(6) . . . . ? Cu4 Cu1 Cu2 N3 -145.8(4) . . . . ? I2 Cu1 Cu2 N3 -75.5(4) . . . . ? I1 Cu1 Cu2 N3 71.8(4) . . . . ? Cu3 Cu1 Cu2 N3 140.4(4) . . . . ? I3 Cu1 Cu2 N3 179.9(4) . . . . ? N1 Cu1 Cu2 Cu4 143.4(4) . . . . ? I2 Cu1 Cu2 Cu4 70.33(5) . . . . ? I1 Cu1 Cu2 Cu4 -142.41(6) . . . . ? Cu3 Cu1 Cu2 Cu4 -73.82(6) . . . . ? I3 Cu1 Cu2 Cu4 -34.32(6) . . . . ? N1 Cu1 Cu2 I2 73.1(4) . . . . ? Cu4 Cu1 Cu2 I2 -70.33(5) . . . . ? I1 Cu1 Cu2 I2 147.26(5) . . . . ? Cu3 Cu1 Cu2 I2 -144.14(6) . . . . ? I3 Cu1 Cu2 I2 -104.65(6) . . . . ? N1 Cu1 Cu2 I4 -178.0(4) . . . . ? Cu4 Cu1 Cu2 I4 38.55(6) . . . . ? I2 Cu1 Cu2 I4 108.88(6) . . . . ? I1 Cu1 Cu2 I4 -103.86(6) . . . . ? Cu3 Cu1 Cu2 I4 -35.27(5) . . . . ? I3 Cu1 Cu2 I4 4.23(8) . . . . ? N1 Cu1 Cu2 I1 -74.1(4) . . . . ? Cu4 Cu1 Cu2 I1 142.41(6) . . . . ? I2 Cu1 Cu2 I1 -147.26(5) . . . . ? Cu3 Cu1 Cu2 I1 68.59(5) . . . . ? I3 Cu1 Cu2 I1 108.09(6) . . . . ? N1 Cu1 Cu2 Cu3 -142.7(4) . . . . ? Cu4 Cu1 Cu2 Cu3 73.82(6) . . . . ? I2 Cu1 Cu2 Cu3 144.14(6) . . . . ? I1 Cu1 Cu2 Cu3 -68.59(5) . . . . ? I3 Cu1 Cu2 Cu3 39.50(6) . . . . ? Cu4 I2 Cu2 N3 -143.7(2) . . . . ? Cu1 I2 Cu2 N3 145.6(2) . . . . ? Cu1 I2 Cu2 Cu4 -70.73(5) . . . . ? Cu4 I2 Cu2 Cu1 70.73(5) . . . . ? Cu4 I2 Cu2 I4 -25.33(5) . . . . ? Cu1 I2 Cu2 I4 -96.06(6) . . . . ? Cu4 I2 Cu2 I1 100.29(6) . . . . ? Cu1 I2 Cu2 I1 29.56(5) . . . . ? Cu4 I2 Cu2 Cu3 38.71(6) . . . . ? Cu1 I2 Cu2 Cu3 -32.02(5) . . . . ? Cu4 I4 Cu2 N3 144.3(2) . . . . ? Cu3 I4 Cu2 N3 -142.4(2) . . . . ? Cu3 I4 Cu2 Cu4 73.29(5) . . . . ? Cu4 I4 Cu2 Cu1 -38.19(6) . . . . ? Cu3 I4 Cu2 Cu1 35.11(6) . . . . ? Cu4 I4 Cu2 I2 25.04(5) . . . . ? Cu3 I4 Cu2 I2 98.34(6) . . . . ? Cu4 I4 Cu2 I1 -100.56(6) . . . . ? Cu3 I4 Cu2 I1 -27.26(5) . . . . ? Cu4 I4 Cu2 Cu3 -73.29(5) . . . . ? Cu3 I1 Cu2 N3 142.8(2) . . . . ? Cu1 I1 Cu2 N3 -146.6(2) . . . . ? Cu3 I1 Cu2 Cu4 -36.80(6) . . . . ? Cu1 I1 Cu2 Cu4 33.76(6) . . . . ? Cu3 I1 Cu2 Cu1 -70.56(5) . . . . ? Cu3 I1 Cu2 I2 -100.22(6) . . . . ? Cu1 I1 Cu2 I2 -29.65(5) . . . . ? Cu3 I1 Cu2 I4 27.76(5) . . . . ? Cu1 I1 Cu2 I4 98.32(6) . . . . ? Cu1 I1 Cu2 Cu3 70.56(5) . . . . ? Cu1 I1 Cu3 N5 143.3(3) . . . . ? Cu2 I1 Cu3 N5 -147.6(3) . . . . ? Cu2 I1 Cu3 Cu1 69.06(5) . . . . ? Cu1 I1 Cu3 I4 -97.51(6) . . . . ? Cu2 I1 Cu3 I4 -28.45(5) . . . . ? Cu1 I1 Cu3 I3 27.45(5) . . . . ? Cu2 I1 Cu3 I3 96.50(6) . . . . ? Cu1 I1 Cu3 Cu2 -69.06(5) . . . . ? Cu1 I1 Cu3 Cu4 -35.36(5) . . . . ? Cu2 I1 Cu3 Cu4 33.70(5) . . . . ? N1 Cu1 Cu3 N5 -15.6(6) . . . . ? Cu4 Cu1 Cu3 N5 129.2(4) . . . . ? I2 Cu1 Cu3 N5 162.3(4) . . . . ? I1 Cu1 Cu3 N5 -92.0(4) . . . . ? Cu2 Cu1 Cu3 N5 -163.7(4) . . . . ? I3 Cu1 Cu3 N5 58.9(4) . . . . ? N1 Cu1 Cu3 I1 76.4(4) . . . . ? Cu4 Cu1 Cu3 I1 -138.87(6) . . . . ? I2 Cu1 Cu3 I1 -105.72(6) . . . . ? Cu2 Cu1 Cu3 I1 -71.75(5) . . . . ? I3 Cu1 Cu3 I1 150.84(5) . . . . ? N1 Cu1 Cu3 I4 -176.4(4) . . . . ? Cu4 Cu1 Cu3 I4 -31.67(5) . . . . ? I2 Cu1 Cu3 I4 1.48(8) . . . . ? I1 Cu1 Cu3 I4 107.20(5) . . . . ? Cu2 Cu1 Cu3 I4 35.45(5) . . . . ? I3 Cu1 Cu3 I4 -101.97(5) . . . . ? N1 Cu1 Cu3 I3 -74.4(4) . . . . ? Cu4 Cu1 Cu3 I3 70.30(5) . . . . ? I2 Cu1 Cu3 I3 103.44(6) . . . . ? I1 Cu1 Cu3 I3 -150.84(5) . . . . ? Cu2 Cu1 Cu3 I3 137.41(6) . . . . ? N1 Cu1 Cu3 Cu2 148.2(4) . . . . ? Cu4 Cu1 Cu3 Cu2 -67.12(5) . . . . ? I2 Cu1 Cu3 Cu2 -33.97(6) . . . . ? I1 Cu1 Cu3 Cu2 71.75(5) . . . . ? I3 Cu1 Cu3 Cu2 -137.41(6) . . . . ? N1 Cu1 Cu3 Cu4 -144.7(4) . . . . ? I2 Cu1 Cu3 Cu4 33.15(5) . . . . ? I1 Cu1 Cu3 Cu4 138.87(6) . . . . ? Cu2 Cu1 Cu3 Cu4 67.12(5) . . . . ? I3 Cu1 Cu3 Cu4 -70.30(5) . . . . ? Cu4 I4 Cu3 N5 -138.2(2) . . . . ? Cu2 I4 Cu3 N5 155.2(2) . . . . ? Cu4 I4 Cu3 I1 95.39(6) . . . . ? Cu2 I4 Cu3 I1 28.81(5) . . . . ? Cu4 I4 Cu3 Cu1 31.34(6) . . . . ? Cu2 I4 Cu3 Cu1 -35.24(5) . . . . ? Cu4 I4 Cu3 I3 -32.17(5) . . . . ? Cu2 I4 Cu3 I3 -98.74(6) . . . . ? Cu4 I4 Cu3 Cu2 66.57(5) . . . . ? Cu2 I4 Cu3 Cu4 -66.57(5) . . . . ? Cu1 I3 Cu3 N5 -152.2(2) . . . . ? Cu4 I3 Cu3 N5 139.9(2) . . . . ? Cu1 I3 Cu3 I1 -27.39(5) . . . . ? Cu4 I3 Cu3 I1 -95.38(6) . . . . ? Cu4 I3 Cu3 Cu1 -67.99(5) . . . . ? Cu1 I3 Cu3 I4 99.94(6) . . . . ? Cu4 I3 Cu3 I4 31.96(5) . . . . ? Cu1 I3 Cu3 Cu2 37.24(5) . . . . ? Cu4 I3 Cu3 Cu2 -30.74(5) . . . . ? Cu1 I3 Cu3 Cu4 67.99(5) . . . . ? N3 Cu2 Cu3 N5 17.7(6) . . . . ? Cu4 Cu2 Cu3 N5 -128.6(4) . . . . ? Cu1 Cu2 Cu3 N5 161.8(4) . . . . ? I2 Cu2 Cu3 N5 -166.1(4) . . . . ? I4 Cu2 Cu3 N5 -58.2(4) . . . . ? I1 Cu2 Cu3 N5 91.3(4) . . . . ? N3 Cu2 Cu3 I1 -73.6(4) . . . . ? Cu4 Cu2 Cu3 I1 140.09(6) . . . . ? Cu1 Cu2 Cu3 I1 70.48(5) . . . . ? I2 Cu2 Cu3 I1 102.58(6) . . . . ? I4 Cu2 Cu3 I1 -149.46(5) . . . . ? N3 Cu2 Cu3 Cu1 -144.1(4) . . . . ? Cu4 Cu2 Cu3 Cu1 69.60(6) . . . . ? I2 Cu2 Cu3 Cu1 32.10(5) . . . . ? I4 Cu2 Cu3 Cu1 140.06(6) . . . . ? I1 Cu2 Cu3 Cu1 -70.48(5) . . . . ? N3 Cu2 Cu3 I4 75.8(4) . . . . ? Cu4 Cu2 Cu3 I4 -70.45(5) . . . . ? Cu1 Cu2 Cu3 I4 -140.06(6) . . . . ? I2 Cu2 Cu3 I4 -107.96(6) . . . . ? I1 Cu2 Cu3 I4 149.46(5) . . . . ? N3 Cu2 Cu3 I3 178.2(4) . . . . ? Cu4 Cu2 Cu3 I3 31.88(5) . . . . ? Cu1 Cu2 Cu3 I3 -37.73(5) . . . . ? I2 Cu2 Cu3 I3 -5.63(7) . . . . ? I4 Cu2 Cu3 I3 102.33(5) . . . . ? I1 Cu2 Cu3 I3 -108.21(5) . . . . ? N3 Cu2 Cu3 Cu4 146.3(4) . . . . ? Cu1 Cu2 Cu3 Cu4 -69.60(6) . . . . ? I2 Cu2 Cu3 Cu4 -37.51(5) . . . . ? I4 Cu2 Cu3 Cu4 70.45(5) . . . . ? I1 Cu2 Cu3 Cu4 -140.09(6) . . . . ? N3 Cu2 Cu4 N6 -11.7(6) . . . 1_455 ? Cu1 Cu2 Cu4 N6 -158.9(5) . . . 1_455 ? I2 Cu2 Cu4 N6 -89.2(4) . . . 1_455 ? I4 Cu2 Cu4 N6 64.3(4) . . . 1_455 ? I1 Cu2 Cu4 N6 167.7(4) . . . 1_455 ? Cu3 Cu2 Cu4 N6 132.8(5) . . . 1_455 ? N3 Cu2 Cu4 Cu1 147.2(4) . . . . ? I2 Cu2 Cu4 Cu1 69.72(5) . . . . ? I4 Cu2 Cu4 Cu1 -136.83(6) . . . . ? I1 Cu2 Cu4 Cu1 -33.42(6) . . . . ? Cu3 Cu2 Cu4 Cu1 -68.33(6) . . . . ? N3 Cu2 Cu4 I2 77.5(4) . . . . ? Cu1 Cu2 Cu4 I2 -69.72(5) . . . . ? I4 Cu2 Cu4 I2 153.45(5) . . . . ? I1 Cu2 Cu4 I2 -103.14(6) . . . . ? Cu3 Cu2 Cu4 I2 -138.04(6) . . . . ? N3 Cu2 Cu4 I4 -76.0(4) . . . . ? Cu1 Cu2 Cu4 I4 136.83(6) . . . . ? I2 Cu2 Cu4 I4 -153.46(5) . . . . ? I1 Cu2 Cu4 I4 103.41(6) . . . . ? Cu3 Cu2 Cu4 I4 68.50(5) . . . . ? N3 Cu2 Cu4 I3 -178.1(4) . . . . ? Cu1 Cu2 Cu4 I3 34.68(6) . . . . ? I2 Cu2 Cu4 I3 104.40(6) . . . . ? I4 Cu2 Cu4 I3 -102.14(6) . . . . ? I1 Cu2 Cu4 I3 1.27(9) . . . . ? Cu3 Cu2 Cu4 I3 -33.64(6) . . . . ? N3 Cu2 Cu4 Cu3 -144.5(4) . . . . ? Cu1 Cu2 Cu4 Cu3 68.33(6) . . . . ? I2 Cu2 Cu4 Cu3 138.04(6) . . . . ? I4 Cu2 Cu4 Cu3 -68.50(5) . . . . ? I1 Cu2 Cu4 Cu3 34.91(5) . . . . ? N1 Cu1 Cu4 N6 11.3(6) . . . 1_455 ? I2 Cu1 Cu4 N6 85.1(5) . . . 1_455 ? I1 Cu1 Cu4 N6 -167.7(4) . . . 1_455 ? Cu3 Cu1 Cu4 N6 -130.3(5) . . . 1_455 ? Cu2 Cu1 Cu4 N6 157.3(5) . . . 1_455 ? I3 Cu1 Cu4 N6 -59.6(4) . . . 1_455 ? N1 Cu1 Cu4 Cu2 -146.1(4) . . . . ? I2 Cu1 Cu4 Cu2 -72.22(5) . . . . ? I1 Cu1 Cu4 Cu2 35.01(6) . . . . ? Cu3 Cu1 Cu4 Cu2 72.35(6) . . . . ? I3 Cu1 Cu4 Cu2 143.04(6) . . . . ? N1 Cu1 Cu4 I2 -73.8(4) . . . . ? I1 Cu1 Cu4 I2 107.23(6) . . . . ? Cu3 Cu1 Cu4 I2 144.58(6) . . . . ? Cu2 Cu1 Cu4 I2 72.22(5) . . . . ? I3 Cu1 Cu4 I2 -144.74(5) . . . . ? N1 Cu1 Cu4 I4 174.1(4) . . . . ? I2 Cu1 Cu4 I4 -112.07(6) . . . . ? I1 Cu1 Cu4 I4 -4.84(8) . . . . ? Cu3 Cu1 Cu4 I4 32.50(6) . . . . ? Cu2 Cu1 Cu4 I4 -39.85(6) . . . . ? I3 Cu1 Cu4 I4 103.19(6) . . . . ? N1 Cu1 Cu4 I3 70.9(4) . . . . ? I2 Cu1 Cu4 I3 144.74(5) . . . . ? I1 Cu1 Cu4 I3 -108.03(6) . . . . ? Cu3 Cu1 Cu4 I3 -70.69(5) . . . . ? Cu2 Cu1 Cu4 I3 -143.04(6) . . . . ? N1 Cu1 Cu4 Cu3 141.6(4) . . . . ? I2 Cu1 Cu4 Cu3 -144.58(6) . . . . ? I1 Cu1 Cu4 Cu3 -37.34(5) . . . . ? Cu2 Cu1 Cu4 Cu3 -72.35(6) . . . . ? I3 Cu1 Cu4 Cu3 70.69(5) . . . . ? Cu1 I2 Cu4 N6 -145.8(3) . . . 1_455 ? Cu2 I2 Cu4 N6 142.9(3) . . . 1_455 ? Cu1 I2 Cu4 Cu2 71.34(5) . . . . ? Cu2 I2 Cu4 Cu1 -71.34(5) . . . . ? Cu1 I2 Cu4 I4 97.91(7) . . . . ? Cu2 I2 Cu4 I4 26.57(5) . . . . ? Cu1 I2 Cu4 I3 -33.11(5) . . . . ? Cu2 I2 Cu4 I3 -104.45(6) . . . . ? Cu1 I2 Cu4 Cu3 32.23(6) . . . . ? Cu2 I2 Cu4 Cu3 -39.11(6) . . . . ? Cu3 I4 Cu4 N6 138.6(2) . . . 1_455 ? Cu2 I4 Cu4 N6 -149.3(2) . . . 1_455 ? Cu3 I4 Cu4 Cu2 -72.16(5) . . . . ? Cu3 I4 Cu4 Cu1 -32.42(6) . . . . ? Cu2 I4 Cu4 Cu1 39.74(6) . . . . ? Cu3 I4 Cu4 I2 -98.82(6) . . . . ? Cu2 I4 Cu4 I2 -26.65(5) . . . . ? Cu3 I4 Cu4 I3 33.02(5) . . . . ? Cu2 I4 Cu4 I3 105.19(6) . . . . ? Cu2 I4 Cu4 Cu3 72.16(5) . . . . ? Cu1 I3 Cu4 N6 152.8(3) . . . 1_455 ? Cu3 I3 Cu4 N6 -138.1(3) . . . 1_455 ? Cu1 I3 Cu4 Cu2 -34.90(6) . . . . ? Cu3 I3 Cu4 Cu2 34.23(6) . . . . ? Cu3 I3 Cu4 Cu1 69.12(5) . . . . ? Cu1 I3 Cu4 I2 32.94(5) . . . . ? Cu3 I3 Cu4 I2 102.06(6) . . . . ? Cu1 I3 Cu4 I4 -101.86(6) . . . . ? Cu3 I3 Cu4 I4 -32.74(5) . . . . ? Cu1 I3 Cu4 Cu3 -69.12(5) . . . . ? N5 Cu3 Cu4 N6 2.7(5) . . . 1_455 ? I1 Cu3 Cu4 N6 -179.0(3) . . . 1_455 ? Cu1 Cu3 Cu4 N6 144.7(3) . . . 1_455 ? I4 Cu3 Cu4 N6 -71.3(3) . . . 1_455 ? I3 Cu3 Cu4 N6 72.7(3) . . . 1_455 ? Cu2 Cu3 Cu4 N6 -143.4(3) . . . 1_455 ? N5 Cu3 Cu4 Cu2 146.1(3) . . . . ? I1 Cu3 Cu4 Cu2 -35.60(5) . . . . ? Cu1 Cu3 Cu4 Cu2 -71.93(6) . . . . ? I4 Cu3 Cu4 Cu2 72.13(5) . . . . ? I3 Cu3 Cu4 Cu2 -143.86(6) . . . . ? N5 Cu3 Cu4 Cu1 -141.9(3) . . . . ? I1 Cu3 Cu4 Cu1 36.32(5) . . . . ? I4 Cu3 Cu4 Cu1 144.06(6) . . . . ? I3 Cu3 Cu4 Cu1 -71.93(5) . . . . ? Cu2 Cu3 Cu4 Cu1 71.93(6) . . . . ? N5 Cu3 Cu4 I2 -174.6(3) . . . . ? I1 Cu3 Cu4 I2 3.63(8) . . . . ? Cu1 Cu3 Cu4 I2 -32.69(5) . . . . ? I4 Cu3 Cu4 I2 111.36(6) . . . . ? I3 Cu3 Cu4 I2 -104.63(6) . . . . ? Cu2 Cu3 Cu4 I2 39.23(5) . . . . ? N5 Cu3 Cu4 I4 74.0(3) . . . . ? I1 Cu3 Cu4 I4 -107.73(5) . . . . ? Cu1 Cu3 Cu4 I4 -144.06(6) . . . . ? I3 Cu3 Cu4 I4 144.01(5) . . . . ? Cu2 Cu3 Cu4 I4 -72.13(5) . . . . ? N5 Cu3 Cu4 I3 -70.0(3) . . . . ? I1 Cu3 Cu4 I3 108.26(6) . . . . ? Cu1 Cu3 Cu4 I3 71.93(5) . . . . ? I4 Cu3 Cu4 I3 -144.01(5) . . . . ? Cu2 Cu3 Cu4 I3 143.86(6) . . . . ? Cu4 Cu1 N1 C1 -111.6(6) . . . . ? I2 Cu1 N1 C1 -171.1(6) . . . . ? I1 Cu1 N1 C1 67.4(6) . . . . ? Cu3 Cu1 N1 C1 6.9(8) . . . . ? Cu2 Cu1 N1 C1 128.8(5) . . . . ? I3 Cu1 N1 C1 -53.4(6) . . . . ? Cu4 Cu1 N1 C4 123.0(6) . . . . ? I2 Cu1 N1 C4 63.6(7) . . . . ? I1 Cu1 N1 C4 -58.0(7) . . . . ? Cu3 Cu1 N1 C4 -118.5(6) . . . . ? Cu2 Cu1 N1 C4 3.4(9) . . . . ? I3 Cu1 N1 C4 -178.8(6) . . . . ? Cu4 Cu2 N3 C6 -148.6(5) . . . . ? Cu1 Cu2 N3 C6 -25.8(9) . . . . ? I2 Cu2 N3 C6 -86.5(6) . . . . ? I4 Cu2 N3 C6 149.9(6) . . . . ? I1 Cu2 N3 C6 32.1(7) . . . . ? Cu3 Cu2 N3 C6 89.7(7) . . . . ? Cu4 Cu2 N3 C9 87.3(7) . . . . ? Cu1 Cu2 N3 C9 -149.9(5) . . . . ? I2 Cu2 N3 C9 149.3(6) . . . . ? I4 Cu2 N3 C9 25.7(7) . . . . ? I1 Cu2 N3 C9 -92.1(6) . . . . ? Cu3 Cu2 N3 C9 -34.4(8) . . . . ? I1 Cu3 N5 C14 -62.9(6) . . . . ? Cu1 Cu3 N5 C14 11.3(9) . . . . ? I4 Cu3 N5 C14 172.5(6) . . . . ? I3 Cu3 N5 C14 60.2(6) . . . . ? Cu2 Cu3 N5 C14 -138.8(5) . . . . ? Cu4 Cu3 N5 C14 115.2(6) . . . . ? I1 Cu3 N5 C15 179.9(5) . . . . ? Cu1 Cu3 N5 C15 -105.9(6) . . . . ? I4 Cu3 N5 C15 55.3(6) . . . . ? I3 Cu3 N5 C15 -57.0(6) . . . . ? Cu2 Cu3 N5 C15 104.0(6) . . . . ? Cu4 Cu3 N5 C15 -2.0(8) . . . . ? I1 Cu3 N5 C11 63.3(6) . . . . ? Cu1 Cu3 N5 C11 137.5(5) . . . . ? I4 Cu3 N5 C11 -61.2(6) . . . . ? I3 Cu3 N5 C11 -173.6(5) . . . . ? Cu2 Cu3 N5 C11 -12.6(9) . . . . ? Cu4 Cu3 N5 C11 -118.5(5) . . . . ? C4 N1 C1 C2 -55.1(11) . . . . ? Cu1 N1 C1 C2 176.9(6) . . . . ? C3 N2 C2 C1 -55.9(10) . . . . ? C5 N2 C2 C1 -176.7(8) . . . . ? N1 C1 C2 N2 56.3(10) . . . . ? C5 N2 C3 C4 178.0(8) . . . . ? C2 N2 C3 C4 57.1(10) . . . . ? C1 N1 C4 C3 54.9(11) . . . . ? Cu1 N1 C4 C3 -178.4(6) . . . . ? N2 C3 C4 N1 -57.2(11) . . . . ? C9 N3 C6 C7 -48.9(11) . . . . ? Cu2 N3 C6 C7 -174.3(7) . . . . ? C8 N4 C7 C6 -57.7(10) . . . . ? C10 N4 C7 C6 178.4(8) . . . . ? N3 C6 C7 N4 53.8(12) . . . . ? C10 N4 C8 C9 -177.4(9) . . . . ? C7 N4 C8 C9 59.9(11) . . . . ? C6 N3 C9 C8 50.2(10) . . . . ? Cu2 N3 C9 C8 175.5(6) . . . . ? N4 C8 C9 N3 -57.5(11) . . . . ? C14 N5 C11 C12 53.2(10) . . . . ? C15 N5 C11 C12 169.7(8) . . . . ? Cu3 N5 C11 C12 -75.0(8) . . . . ? C13 N6 C12 C11 55.6(11) . . . . ? Cu4 N6 C12 C11 -171.2(7) 1_655 . . . ? N5 C11 C12 N6 -55.7(11) . . . . ? C12 N6 C13 C14 -55.9(10) . . . . ? Cu4 N6 C13 C14 171.3(6) 1_655 . . . ? C15 N5 C14 C13 -169.4(8) . . . . ? C11 N5 C14 C13 -52.8(11) . . . . ? Cu3 N5 C14 C13 74.6(9) . . . . ? N6 C13 C14 N5 55.8(11) . . . . ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 2.002 _refine_diff_density_min -1.208 _refine_diff_density_rms 0.227 data_p1bar _database_code_depnum_ccdc_archive 'CCDC 877788' #TrackingRef '10837_web_deposit_cif_file_6_RobertD.Pike_1334928780.RDP318(CuI)[(2PyCH2)2Pip].cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H20 Cu2 I2 N4' _chemical_formula_sum 'C16 H20 Cu2 I2 N4' _chemical_formula_weight 649.24 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 '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 '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6487(2) _cell_length_b 9.9098(2) _cell_length_c 12.4157(3) _cell_angle_alpha 112.8310(10) _cell_angle_beta 91.449(2) _cell_angle_gamma 95.4470(10) _cell_volume 974.07(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8676 _cell_measurement_theta_min 4.87 _cell_measurement_theta_max 71.05 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.214 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 27.613 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0626 _exptl_absorpt_correction_T_max 0.3763 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 16265 _diffrn_reflns_av_R_equivalents 0.0463 _diffrn_reflns_av_sigmaI/netI 0.0420 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.87 _diffrn_reflns_theta_max 66.99 _reflns_number_total 3360 _reflns_number_gt 3096 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0492P)^2^+0.0555P] 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 3360 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0762 _refine_ls_wR_factor_gt 0.0744 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 I1 I 0.83863(2) 0.33329(2) 0.753669(17) 0.01819(10) Uani 1 1 d . . . I2 I 0.58999(2) 0.70588(2) 0.734809(18) 0.01988(10) Uani 1 1 d . . . Cu1 Cu 0.58545(6) 0.45647(6) 0.75210(4) 0.01825(14) Uani 1 1 d . . . Cu2 Cu 0.85146(6) 0.58562(6) 0.73831(5) 0.01982(14) Uani 1 1 d . . . N1 N 0.4277(3) 0.2888(3) 0.6394(3) 0.0179(6) Uani 1 1 d . . . N2 N 0.4226(3) 0.4425(3) 0.8831(3) 0.0172(6) Uani 1 1 d . . . N3 N 1.0179(3) 0.7489(3) 0.8483(3) 0.0194(6) Uani 1 1 d . . . N4 N 0.9916(3) 0.6314(3) 0.6048(3) 0.0164(6) Uani 1 1 d . . . C1 C 0.3955(4) 0.5869(4) 0.9730(3) 0.0179(7) Uani 1 1 d . . . H1B H 0.3046 0.5740 1.0164 0.021 Uiso 1 1 calc R . . H1A H 0.3718 0.6540 0.9345 0.021 Uiso 1 1 calc R . . C2 C 0.4615(4) 0.3450(4) 0.9415(3) 0.0176(7) Uani 1 1 d . . . H2B H 0.4820 0.2488 0.8819 0.021 Uiso 1 1 calc R . . H2A H 0.3719 0.3275 0.9844 0.021 Uiso 1 1 calc R . . C3 C 0.2764(4) 0.3787(4) 0.8089(3) 0.0192(7) Uani 1 1 d . . . H3A H 0.2277 0.4583 0.7962 0.023 Uiso 1 1 calc R . . H3B H 0.2035 0.3362 0.8507 0.023 Uiso 1 1 calc R . . C4 C 0.3009(4) 0.2603(4) 0.6913(3) 0.0182(7) Uani 1 1 d . . . C5 C 0.1953(4) 0.1362(4) 0.6366(3) 0.0201(7) Uani 1 1 d . . . H5 H 0.1088 0.1164 0.6760 0.024 Uiso 1 1 calc R . . C6 C 0.2180(4) 0.0411(4) 0.5233(3) 0.0222(7) Uani 1 1 d . . . H6 H 0.1470 -0.0447 0.4838 0.027 Uiso 1 1 calc R . . C7 C 0.3460(4) 0.0732(4) 0.4685(3) 0.0217(7) Uani 1 1 d . . . H7 H 0.3628 0.0115 0.3902 0.026 Uiso 1 1 calc R . . C8 C 0.4479(4) 0.1968(4) 0.5305(3) 0.0194(7) Uani 1 1 d . . . H8 H 0.5370 0.2174 0.4939 0.023 Uiso 1 1 calc R . . C9 C 0.9018(4) 0.6041(4) 0.4944(3) 0.0183(7) Uani 1 1 d . . . H9B H 0.9627 0.6495 0.4482 0.022 Uiso 1 1 calc R . . H9A H 0.8039 0.6503 0.5120 0.022 Uiso 1 1 calc R . . C10 C 1.1357(4) 0.5590(4) 0.5765(3) 0.0190(7) Uani 1 1 d . . . H10B H 1.1963 0.5749 0.6499 0.023 Uiso 1 1 calc R . . H10A H 1.2003 0.6037 0.5316 0.023 Uiso 1 1 calc R . . C11 C 1.0326(4) 0.7914(4) 0.6696(3) 0.0216(7) Uani 1 1 d . . . H11A H 0.9400 0.8426 0.6691 0.026 Uiso 1 1 calc R . . H11B H 1.1144 0.8272 0.6295 0.026 Uiso 1 1 calc R . . C12 C 1.0902(4) 0.8285(4) 0.7939(3) 0.0203(7) Uani 1 1 d . . . C13 C 1.2082(5) 0.9418(4) 0.8523(4) 0.0263(8) Uani 1 1 d . . . H13 H 1.2610 0.9946 0.8120 0.032 Uiso 1 1 calc R . . C14 C 1.2477(5) 0.9766(5) 0.9693(4) 0.0297(9) Uani 1 1 d . . . H14 H 1.3261 1.0552 1.0108 0.036 Uiso 1 1 calc R . . C15 C 1.1717(5) 0.8954(5) 1.0253(3) 0.0281(8) Uani 1 1 d . . . H15 H 1.1965 0.9172 1.1057 0.034 Uiso 1 1 calc R . . C16 C 1.0584(4) 0.7812(4) 0.9608(3) 0.0232(8) Uani 1 1 d . . . H16 H 1.0076 0.7237 0.9983 0.028 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 I1 0.01646(14) 0.01919(15) 0.02194(14) 0.01122(10) 0.00282(9) 0.00212(9) I2 0.02022(14) 0.01980(15) 0.02334(14) 0.01252(10) 0.00106(10) 0.00222(9) Cu1 0.0154(3) 0.0188(3) 0.0212(3) 0.0095(2) -0.0003(2) -0.0016(2) Cu2 0.0180(3) 0.0210(3) 0.0225(3) 0.0119(2) -0.0002(2) -0.0029(2) N1 0.0180(13) 0.0169(15) 0.0209(14) 0.0101(12) -0.0009(12) 0.0012(11) N2 0.0144(13) 0.0211(16) 0.0175(13) 0.0100(12) -0.0011(11) -0.0005(11) N3 0.0200(14) 0.0175(15) 0.0208(14) 0.0083(12) -0.0001(12) -0.0003(12) N4 0.0172(13) 0.0165(15) 0.0184(13) 0.0101(11) 0.0015(12) 0.0003(11) C1 0.0173(15) 0.0204(18) 0.0189(15) 0.0110(14) -0.0003(14) 0.0020(13) C2 0.0180(16) 0.0183(17) 0.0191(15) 0.0112(14) 0.0005(14) -0.0014(13) C3 0.0113(14) 0.0268(19) 0.0186(16) 0.0090(14) -0.0009(13) -0.0021(13) C4 0.0169(16) 0.0173(17) 0.0232(17) 0.0111(14) -0.0014(14) 0.0016(13) C5 0.0148(15) 0.0225(19) 0.0255(17) 0.0126(15) -0.0004(14) -0.0001(13) C6 0.0217(16) 0.0171(18) 0.0265(18) 0.0090(15) -0.0065(15) -0.0033(14) C7 0.0245(18) 0.0200(19) 0.0211(16) 0.0086(15) -0.0012(15) 0.0035(14) C8 0.0180(15) 0.0209(18) 0.0222(17) 0.0121(14) -0.0014(14) 0.0004(14) C9 0.0180(15) 0.0224(19) 0.0177(15) 0.0114(14) 0.0021(14) 0.0024(13) C10 0.0159(15) 0.0237(19) 0.0197(16) 0.0111(14) 0.0023(14) 0.0010(14) C11 0.0241(17) 0.0219(19) 0.0217(17) 0.0128(14) 0.0023(15) -0.0028(14) C12 0.0196(16) 0.0162(17) 0.0238(17) 0.0075(14) -0.0027(15) -0.0011(14) C13 0.0280(18) 0.0189(19) 0.0301(19) 0.0095(15) -0.0030(17) -0.0045(15) C14 0.0309(19) 0.0178(19) 0.032(2) 0.0032(16) -0.0077(17) -0.0028(15) C15 0.033(2) 0.026(2) 0.0239(18) 0.0074(16) -0.0030(16) 0.0070(16) C16 0.0247(18) 0.025(2) 0.0218(17) 0.0106(15) 0.0006(15) 0.0034(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 I1 Cu2 2.5729(6) . ? I1 Cu1 2.6094(5) . ? I2 Cu1 2.5593(6) . ? I2 Cu2 2.6614(6) . ? Cu1 N1 2.061(3) . ? Cu1 N2 2.214(3) . ? Cu1 Cu2 2.5673(7) . ? Cu2 N3 2.073(3) . ? Cu2 N4 2.237(3) . ? N1 C8 1.333(5) . ? N1 C4 1.347(5) . ? N2 C2 1.472(5) . ? N2 C3 1.478(4) . ? N2 C1 1.478(5) . ? N3 C16 1.335(5) . ? N3 C12 1.346(5) . ? N4 C9 1.475(5) . ? N4 C11 1.474(5) . ? N4 C10 1.479(5) . ? C1 C2 1.528(5) 2_667 ? C1 H1B 0.9900 . ? C1 H1A 0.9900 . ? C2 C1 1.528(5) 2_667 ? C2 H2B 0.9900 . ? C2 H2A 0.9900 . ? C3 C4 1.512(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.384(5) . ? C5 C6 1.388(6) . ? C5 H5 0.9500 . ? C6 C7 1.389(6) . ? C6 H6 0.9500 . ? C7 C8 1.378(6) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.507(5) 2_766 ? C9 H9B 0.9900 . ? C9 H9A 0.9900 . ? C10 C9 1.507(5) 2_766 ? C10 H10B 0.9900 . ? C10 H10A 0.9900 . ? C11 C12 1.501(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.393(6) . ? C13 C14 1.382(6) . ? C13 H13 0.9500 . ? C14 C15 1.386(7) . ? C14 H14 0.9500 . ? C15 C16 1.389(6) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? 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 Cu2 I1 Cu1 59.386(17) . . ? Cu1 I2 Cu2 58.873(16) . . ? N1 Cu1 N2 82.22(12) . . ? N1 Cu1 I2 116.29(9) . . ? N2 Cu1 I2 110.62(8) . . ? N1 Cu1 Cu2 136.50(9) . . ? N2 Cu1 Cu2 140.92(8) . . ? I2 Cu1 Cu2 62.549(18) . . ? N1 Cu1 I1 104.78(9) . . ? N2 Cu1 I1 113.86(8) . . ? I2 Cu1 I1 122.145(19) . . ? Cu2 Cu1 I1 59.599(17) . . ? N3 Cu2 N4 80.25(12) . . ? N3 Cu2 Cu1 138.33(9) . . ? N4 Cu2 Cu1 139.42(8) . . ? N3 Cu2 I1 116.54(9) . . ? N4 Cu2 I1 120.79(8) . . ? Cu1 Cu2 I1 61.015(18) . . ? N3 Cu2 I2 108.23(9) . . ? N4 Cu2 I2 104.46(8) . . ? Cu1 Cu2 I2 58.578(17) . . ? I1 Cu2 I2 119.590(19) . . ? C8 N1 C4 118.5(3) . . ? C8 N1 Cu1 127.4(2) . . ? C4 N1 Cu1 113.4(2) . . ? C2 N2 C3 109.2(3) . . ? C2 N2 C1 109.0(3) . . ? C3 N2 C1 107.7(3) . . ? C2 N2 Cu1 115.0(2) . . ? C3 N2 Cu1 101.3(2) . . ? C1 N2 Cu1 114.2(2) . . ? C16 N3 C12 119.2(3) . . ? C16 N3 Cu2 128.5(3) . . ? C12 N3 Cu2 112.3(2) . . ? C9 N4 C11 109.5(3) . . ? C9 N4 C10 108.6(3) . . ? C11 N4 C10 109.4(3) . . ? C9 N4 Cu2 114.1(2) . . ? C11 N4 Cu2 98.51(19) . . ? C10 N4 Cu2 116.2(2) . . ? N2 C1 C2 110.7(3) . 2_667 ? N2 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 2_667 . ? N2 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 2_667 . ? H1B C1 H1A 108.1 . . ? N2 C2 C1 110.9(3) . 2_667 ? N2 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 2_667 . ? N2 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 2_667 . ? H2B C2 H2A 108.0 . . ? N2 C3 C4 112.9(3) . . ? N2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? N1 C4 C5 122.0(3) . . ? N1 C4 C3 115.2(3) . . ? C5 C4 C3 122.6(3) . . ? C4 C5 C6 118.9(3) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? C5 C6 C7 119.0(3) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 118.3(3) . . ? C8 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? N1 C8 C7 123.2(3) . . ? N1 C8 H8 118.4 . . ? C7 C8 H8 118.4 . . ? N4 C9 C10 110.8(3) . 2_766 ? N4 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 2_766 . ? N4 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 2_766 . ? H9B C9 H9A 108.1 . . ? N4 C10 C9 110.9(3) . 2_766 ? N4 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 2_766 . ? N4 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 2_766 . ? H10B C10 H10A 108.1 . . ? N4 C11 C12 111.9(3) . . ? N4 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 . . ? N4 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? N3 C12 C13 121.1(3) . . ? N3 C12 C11 116.2(3) . . ? C13 C12 C11 122.6(3) . . ? C14 C13 C12 119.4(4) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 119.2(4) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C14 C15 C16 118.3(4) . . ? C14 C15 H15 120.8 . . ? C16 C15 H15 120.8 . . ? N3 C16 C15 122.7(3) . . ? N3 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? 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 Cu2 I2 Cu1 N1 -130.93(10) . . . . ? Cu2 I2 Cu1 N2 137.67(9) . . . . ? Cu2 I2 Cu1 I1 -0.652(18) . . . . ? Cu2 I1 Cu1 N1 135.64(9) . . . . ? Cu2 I1 Cu1 N2 -136.44(9) . . . . ? Cu2 I1 Cu1 I2 0.671(18) . . . . ? N1 Cu1 Cu2 N3 -177.52(17) . . . . ? N2 Cu1 Cu2 N3 -7.2(2) . . . . ? I2 Cu1 Cu2 N3 82.25(14) . . . . ? I1 Cu1 Cu2 N3 -98.39(14) . . . . ? N1 Cu1 Cu2 N4 25.51(18) . . . . ? N2 Cu1 Cu2 N4 -164.14(17) . . . . ? I2 Cu1 Cu2 N4 -74.72(12) . . . . ? I1 Cu1 Cu2 N4 104.64(12) . . . . ? N1 Cu1 Cu2 I1 -79.13(13) . . . . ? N2 Cu1 Cu2 I1 91.23(14) . . . . ? I2 Cu1 Cu2 I1 -179.360(17) . . . . ? N1 Cu1 Cu2 I2 100.23(13) . . . . ? N2 Cu1 Cu2 I2 -89.41(14) . . . . ? I1 Cu1 Cu2 I2 179.360(17) . . . . ? Cu1 I1 Cu2 N3 132.68(10) . . . . ? Cu1 I1 Cu2 N4 -132.89(10) . . . . ? Cu1 I1 Cu2 I2 -0.628(17) . . . . ? Cu1 I2 Cu2 N3 -136.09(9) . . . . ? Cu1 I2 Cu2 N4 139.61(8) . . . . ? Cu1 I2 Cu2 I1 0.644(17) . . . . ? N2 Cu1 N1 C8 -164.3(3) . . . . ? I2 Cu1 N1 C8 86.5(3) . . . . ? Cu2 Cu1 N1 C8 9.6(4) . . . . ? I1 Cu1 N1 C8 -51.5(3) . . . . ? N2 Cu1 N1 C4 5.7(2) . . . . ? I2 Cu1 N1 C4 -103.5(2) . . . . ? Cu2 Cu1 N1 C4 179.55(19) . . . . ? I1 Cu1 N1 C4 118.4(2) . . . . ? N1 Cu1 N2 C2 92.8(2) . . . . ? I2 Cu1 N2 C2 -152.0(2) . . . . ? Cu2 Cu1 N2 C2 -80.5(3) . . . . ? I1 Cu1 N2 C2 -10.0(3) . . . . ? N1 Cu1 N2 C3 -24.7(2) . . . . ? I2 Cu1 N2 C3 90.5(2) . . . . ? Cu2 Cu1 N2 C3 161.98(17) . . . . ? I1 Cu1 N2 C3 -127.5(2) . . . . ? N1 Cu1 N2 C1 -140.1(2) . . . . ? I2 Cu1 N2 C1 -24.9(2) . . . . ? Cu2 Cu1 N2 C1 46.6(3) . . . . ? I1 Cu1 N2 C1 117.1(2) . . . . ? N4 Cu2 N3 C16 -161.1(3) . . . . ? Cu1 Cu2 N3 C16 33.8(4) . . . . ? I1 Cu2 N3 C16 -41.5(3) . . . . ? I2 Cu2 N3 C16 96.8(3) . . . . ? N4 Cu2 N3 C12 18.8(2) . . . . ? Cu1 Cu2 N3 C12 -146.2(2) . . . . ? I1 Cu2 N3 C12 138.5(2) . . . . ? I2 Cu2 N3 C12 -83.3(2) . . . . ? N3 Cu2 N4 C9 -151.0(3) . . . . ? Cu1 Cu2 N4 C9 13.7(3) . . . . ? I1 Cu2 N4 C9 93.9(2) . . . . ? I2 Cu2 N4 C9 -44.5(2) . . . . ? N3 Cu2 N4 C11 -35.1(2) . . . . ? Cu1 Cu2 N4 C11 129.64(19) . . . . ? I1 Cu2 N4 C11 -150.23(18) . . . . ? I2 Cu2 N4 C11 71.4(2) . . . . ? N3 Cu2 N4 C10 81.5(3) . . . . ? Cu1 Cu2 N4 C10 -113.8(2) . . . . ? I1 Cu2 N4 C10 -33.7(3) . . . . ? I2 Cu2 N4 C10 -172.0(2) . . . . ? C2 N2 C1 C2 57.8(4) . . . 2_667 ? C3 N2 C1 C2 176.1(3) . . . 2_667 ? Cu1 N2 C1 C2 -72.3(3) . . . 2_667 ? C3 N2 C2 C1 -175.2(3) . . . 2_667 ? C1 N2 C2 C1 -57.9(4) . . . 2_667 ? Cu1 N2 C2 C1 71.8(3) . . . 2_667 ? C2 N2 C3 C4 -81.7(4) . . . . ? C1 N2 C3 C4 160.1(3) . . . . ? Cu1 N2 C3 C4 39.9(3) . . . . ? C8 N1 C4 C5 2.4(5) . . . . ? Cu1 N1 C4 C5 -168.5(3) . . . . ? C8 N1 C4 C3 -173.2(3) . . . . ? Cu1 N1 C4 C3 15.9(4) . . . . ? N2 C3 C4 N1 -40.8(4) . . . . ? N2 C3 C4 C5 143.6(3) . . . . ? N1 C4 C5 C6 -2.3(6) . . . . ? C3 C4 C5 C6 173.0(3) . . . . ? C4 C5 C6 C7 0.2(6) . . . . ? C5 C6 C7 C8 1.7(6) . . . . ? C4 N1 C8 C7 -0.4(5) . . . . ? Cu1 N1 C8 C7 169.1(3) . . . . ? C6 C7 C8 N1 -1.7(6) . . . . ? C11 N4 C9 C10 177.4(3) . . . 2_766 ? C10 N4 C9 C10 58.0(4) . . . 2_766 ? Cu2 N4 C9 C10 -73.3(3) . . . 2_766 ? C9 N4 C10 C9 -58.1(4) . . . 2_766 ? C11 N4 C10 C9 -177.5(3) . . . 2_766 ? Cu2 N4 C10 C9 72.1(3) . . . 2_766 ? C9 N4 C11 C12 166.5(3) . . . . ? C10 N4 C11 C12 -74.7(3) . . . . ? Cu2 N4 C11 C12 47.0(3) . . . . ? C16 N3 C12 C13 1.3(5) . . . . ? Cu2 N3 C12 C13 -178.7(3) . . . . ? C16 N3 C12 C11 -176.8(3) . . . . ? Cu2 N3 C12 C11 3.3(4) . . . . ? N4 C11 C12 N3 -38.1(4) . . . . ? N4 C11 C12 C13 143.9(4) . . . . ? N3 C12 C13 C14 -2.4(6) . . . . ? C11 C12 C13 C14 175.5(4) . . . . ? C12 C13 C14 C15 1.7(6) . . . . ? C13 C14 C15 C16 0.2(6) . . . . ? C12 N3 C16 C15 0.7(6) . . . . ? Cu2 N3 C16 C15 -179.3(3) . . . . ? C14 C15 C16 N3 -1.4(6) . . . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 66.99 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 1.874 _refine_diff_density_min -0.920 _refine_diff_density_rms 0.182 data_p21onn_3 _database_code_depnum_ccdc_archive 'CCDC 877789' #TrackingRef '10838_web_deposit_cif_file_7_RobertD.Pike_1334928780.RDP323(CuI)(2PyCH2PipCHPh2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H50 Cu2 I2 N6' _chemical_formula_sum 'C46 H50 Cu2 I2 N6' _chemical_formula_weight 1067.80 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6835(3) _cell_length_b 22.3183(6) _cell_length_c 10.0190(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.8350(10) _cell_angle_gamma 90.00 _cell_volume 2160.45(11) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9863 _cell_measurement_theta_min 3.96 _cell_measurement_theta_max 68.36 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 12.733 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1479 _exptl_absorpt_correction_T_max 0.3348 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 23644 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.96 _diffrn_reflns_theta_max 66.98 _reflns_number_total 3800 _reflns_number_gt 3698 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0174P)^2^+2.3248P] 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 3800 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0217 _refine_ls_R_factor_gt 0.0210 _refine_ls_wR_factor_ref 0.0497 _refine_ls_wR_factor_gt 0.0494 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _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 0.11820(3) 0.020854(14) 0.55574(3) 0.01394(9) Uani 1 1 d . . . I1 I 0.067737(15) 0.035489(6) 0.305530(13) 0.01544(6) Uani 1 1 d . . . N1 N 0.3068(2) -0.01064(8) 0.63492(19) 0.0148(4) Uani 1 1 d . . . N2 N 0.1777(2) 0.09514(8) 0.69696(18) 0.0132(4) Uani 1 1 d . . . N3 N 0.0725(2) 0.20729(8) 0.58810(19) 0.0137(4) Uani 1 1 d . . . C1 C 0.3506(2) 0.01653(10) 0.7498(2) 0.0143(5) Uani 1 1 d . . . C2 C 0.4762(3) 0.00314(11) 0.8170(2) 0.0202(5) Uani 1 1 d . . . H2 H 0.5055 0.0239 0.8967 0.024 Uiso 1 1 calc R . . C3 C 0.5585(3) -0.04092(12) 0.7665(3) 0.0261(6) Uani 1 1 d . . . H3 H 0.6444 -0.0514 0.8119 0.031 Uiso 1 1 calc R . . C4 C 0.5142(3) -0.06934(12) 0.6496(3) 0.0267(6) Uani 1 1 d . . . H4 H 0.5689 -0.0998 0.6130 0.032 Uiso 1 1 calc R . . C5 C 0.3891(3) -0.05297(11) 0.5864(3) 0.0206(5) Uani 1 1 d . . . H5 H 0.3597 -0.0724 0.5050 0.025 Uiso 1 1 calc R . . C6 C 0.2512(3) 0.06081(10) 0.8048(2) 0.0168(5) Uani 1 1 d . . . H6A H 0.1832 0.0391 0.8563 0.020 Uiso 1 1 calc R . . H6B H 0.3029 0.0887 0.8666 0.020 Uiso 1 1 calc R . . C7 C 0.2705(2) 0.14145(10) 0.6477(2) 0.0157(5) Uani 1 1 d . . . H7A H 0.3522 0.1220 0.6121 0.019 Uiso 1 1 calc R . . H7B H 0.3034 0.1677 0.7229 0.019 Uiso 1 1 calc R . . C8 C 0.1965(2) 0.17878(10) 0.5391(2) 0.0148(5) Uani 1 1 d . . . H8A H 0.2600 0.2101 0.5091 0.018 Uiso 1 1 calc R . . H8B H 0.1693 0.1530 0.4614 0.018 Uiso 1 1 calc R . . C9 C 0.0567(2) 0.12577(10) 0.7479(2) 0.0161(5) Uani 1 1 d . . . H9A H 0.0876 0.1532 0.8216 0.019 Uiso 1 1 calc R . . H9B H -0.0066 0.0958 0.7836 0.019 Uiso 1 1 calc R . . C10 C -0.0191(2) 0.16099(10) 0.6365(2) 0.0157(5) Uani 1 1 d . . . H10A H -0.0491 0.1337 0.5622 0.019 Uiso 1 1 calc R . . H10B H -0.1026 0.1799 0.6700 0.019 Uiso 1 1 calc R . . C11 C 0.0085(2) 0.24645(9) 0.4819(2) 0.0133(5) Uani 1 1 d . . . H11 H 0.0098 0.2244 0.3951 0.016 Uiso 1 1 calc R . . C12 C -0.1417(2) 0.26058(10) 0.5059(2) 0.0149(5) Uani 1 1 d . . . C13 C -0.2464(3) 0.22718(10) 0.4395(2) 0.0187(5) Uani 1 1 d . . . H13 H -0.2230 0.1975 0.3768 0.022 Uiso 1 1 calc R . . C14 C -0.3848(3) 0.23637(11) 0.4632(3) 0.0224(5) Uani 1 1 d . . . H14 H -0.4548 0.2130 0.4171 0.027 Uiso 1 1 calc R . . C15 C -0.4202(3) 0.27943(11) 0.5537(3) 0.0230(5) Uani 1 1 d . . . H15 H -0.5146 0.2858 0.5702 0.028 Uiso 1 1 calc R . . C16 C -0.3171(3) 0.31325(11) 0.6203(3) 0.0231(6) Uani 1 1 d . . . H16 H -0.3411 0.3430 0.6825 0.028 Uiso 1 1 calc R . . C17 C -0.1787(3) 0.30393(10) 0.5966(2) 0.0189(5) Uani 1 1 d . . . H17 H -0.1090 0.3274 0.6429 0.023 Uiso 1 1 calc R . . C18 C 0.0974(2) 0.30250(10) 0.4718(2) 0.0140(5) Uani 1 1 d . . . C19 C 0.1604(3) 0.32878(10) 0.5868(2) 0.0174(5) Uani 1 1 d . . . H19 H 0.1474 0.3116 0.6718 0.021 Uiso 1 1 calc R . . C20 C 0.2421(3) 0.37989(10) 0.5782(3) 0.0200(5) Uani 1 1 d . . . H20 H 0.2844 0.3974 0.6572 0.024 Uiso 1 1 calc R . . C21 C 0.2615(3) 0.40519(11) 0.4546(3) 0.0219(5) Uani 1 1 d . . . H21 H 0.3172 0.4400 0.4485 0.026 Uiso 1 1 calc R . . C22 C 0.1995(3) 0.37959(11) 0.3405(3) 0.0214(5) Uani 1 1 d . . . H22 H 0.2124 0.3970 0.2557 0.026 Uiso 1 1 calc R . . C23 C 0.1185(2) 0.32856(10) 0.3485(2) 0.0164(5) Uani 1 1 d . . . H23 H 0.0770 0.3112 0.2690 0.020 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 0.01825(18) 0.01102(16) 0.01236(18) -0.00061(12) -0.00034(13) -0.00012(13) I1 0.02274(9) 0.01278(9) 0.01095(9) 0.00219(5) 0.00223(6) -0.00486(5) N1 0.0195(10) 0.0102(9) 0.0149(10) 0.0014(7) 0.0028(8) 0.0016(8) N2 0.0200(10) 0.0068(9) 0.0129(10) -0.0012(7) 0.0014(7) 0.0016(7) N3 0.0208(10) 0.0057(9) 0.0150(10) 0.0006(7) 0.0042(8) 0.0002(7) C1 0.0199(12) 0.0085(10) 0.0147(12) 0.0058(8) 0.0028(9) -0.0013(9) C2 0.0230(13) 0.0192(12) 0.0182(13) 0.0099(10) -0.0006(10) -0.0042(10) C3 0.0181(13) 0.0302(15) 0.0300(15) 0.0167(11) 0.0024(10) 0.0035(11) C4 0.0276(14) 0.0235(13) 0.0306(15) 0.0101(11) 0.0138(11) 0.0120(11) C5 0.0290(14) 0.0142(12) 0.0195(13) 0.0013(9) 0.0076(10) 0.0043(10) C6 0.0262(13) 0.0117(11) 0.0119(12) 0.0002(9) -0.0022(9) 0.0001(10) C7 0.0191(12) 0.0089(10) 0.0192(12) -0.0019(9) 0.0018(9) -0.0004(9) C8 0.0190(12) 0.0082(10) 0.0176(12) -0.0007(8) 0.0043(9) -0.0010(9) C9 0.0254(13) 0.0090(11) 0.0147(12) -0.0019(9) 0.0070(9) 0.0021(9) C10 0.0196(12) 0.0103(11) 0.0179(12) 0.0000(9) 0.0067(9) 0.0006(9) C11 0.0232(12) 0.0084(10) 0.0085(11) -0.0022(8) 0.0015(9) 0.0012(9) C12 0.0241(13) 0.0103(11) 0.0106(11) 0.0030(8) 0.0031(9) 0.0022(9) C13 0.0264(14) 0.0135(11) 0.0159(12) -0.0022(9) 0.0000(10) 0.0020(10) C14 0.0246(14) 0.0207(13) 0.0217(13) 0.0048(10) -0.0006(10) -0.0011(10) C15 0.0244(14) 0.0215(13) 0.0239(14) 0.0108(10) 0.0067(10) 0.0062(10) C16 0.0366(15) 0.0121(12) 0.0221(14) 0.0013(9) 0.0123(11) 0.0078(10) C17 0.0301(14) 0.0100(11) 0.0167(12) -0.0014(9) 0.0029(10) 0.0004(10) C18 0.0184(12) 0.0091(11) 0.0146(11) -0.0001(8) 0.0032(9) 0.0036(9) C19 0.0272(13) 0.0119(11) 0.0132(12) 0.0013(9) 0.0027(9) 0.0007(9) C20 0.0249(13) 0.0119(11) 0.0232(13) -0.0043(9) 0.0013(10) 0.0008(10) C21 0.0232(13) 0.0106(11) 0.0329(15) 0.0000(10) 0.0102(10) 0.0004(10) C22 0.0280(14) 0.0171(12) 0.0204(13) 0.0079(10) 0.0115(10) 0.0070(10) C23 0.0213(12) 0.0146(11) 0.0136(12) -0.0001(9) 0.0030(9) 0.0060(9) _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 2.065(2) . ? Cu1 N2 2.2302(18) . ? Cu1 I1 2.5428(3) . ? Cu1 Cu1 2.6479(7) 3_556 ? Cu1 I1 2.6627(4) 3_556 ? I1 Cu1 2.6626(4) 3_556 ? N1 C1 1.345(3) . ? N1 C5 1.348(3) . ? N2 C6 1.470(3) . ? N2 C7 1.476(3) . ? N2 C9 1.477(3) . ? N3 C10 1.466(3) . ? N3 C8 1.472(3) . ? N3 C11 1.481(3) . ? C1 C2 1.382(3) . ? C1 C6 1.509(3) . ? C2 C3 1.383(4) . ? C2 H2 0.9500 . ? C3 C4 1.376(4) . ? C3 H3 0.9500 . ? C4 C5 1.378(4) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.513(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.514(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.523(3) . ? C11 C18 1.526(3) . ? C11 H11 1.0000 . ? C12 C17 1.391(3) . ? C12 C13 1.391(3) . ? C13 C14 1.392(4) . ? C13 H13 0.9500 . ? C14 C15 1.380(4) . ? C14 H14 0.9500 . ? C15 C16 1.387(4) . ? C15 H15 0.9500 . ? C16 C17 1.392(4) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.393(3) . ? C18 C19 1.396(3) . ? C19 C20 1.394(3) . ? C19 H19 0.9500 . ? C20 C21 1.385(4) . ? C20 H20 0.9500 . ? C21 C22 1.379(4) . ? C21 H21 0.9500 . ? C22 C23 1.388(3) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? 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 N2 79.93(7) . . ? N1 Cu1 I1 121.94(5) . . ? N2 Cu1 I1 123.67(5) . . ? N1 Cu1 Cu1 139.44(6) . 3_556 ? N2 Cu1 Cu1 135.08(5) . 3_556 ? I1 Cu1 Cu1 61.683(12) . 3_556 ? N1 Cu1 I1 104.50(5) . 3_556 ? N2 Cu1 I1 100.07(5) . 3_556 ? I1 Cu1 I1 118.898(13) . 3_556 ? Cu1 Cu1 I1 57.215(12) 3_556 3_556 ? Cu1 I1 Cu1 61.102(13) . 3_556 ? C1 N1 C5 117.7(2) . . ? C1 N1 Cu1 113.30(15) . . ? C5 N1 Cu1 128.98(17) . . ? C6 N2 C7 109.55(18) . . ? C6 N2 C9 110.11(17) . . ? C7 N2 C9 107.86(17) . . ? C6 N2 Cu1 99.83(13) . . ? C7 N2 Cu1 116.47(13) . . ? C9 N2 Cu1 112.72(14) . . ? C10 N3 C8 109.35(17) . . ? C10 N3 C11 114.87(18) . . ? C8 N3 C11 109.08(17) . . ? N1 C1 C2 122.4(2) . . ? N1 C1 C6 115.8(2) . . ? C2 C1 C6 121.7(2) . . ? C1 C2 C3 119.0(2) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C4 C3 C2 119.0(2) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 118.9(2) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 122.9(2) . . ? N1 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? N2 C6 C1 111.25(18) . . ? N2 C6 H6A 109.4 . . ? C1 C6 H6A 109.4 . . ? N2 C6 H6B 109.4 . . ? C1 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? N2 C7 C8 110.87(19) . . ? N2 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? N3 C8 C7 110.84(18) . . ? N3 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N2 C9 C10 110.02(18) . . ? N2 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? N2 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? N3 C10 C9 109.61(19) . . ? N3 C10 H10A 109.7 . . ? C9 C10 H10A 109.7 . . ? N3 C10 H10B 109.7 . . ? C9 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? N3 C11 C12 111.53(18) . . ? N3 C11 C18 108.71(18) . . ? C12 C11 C18 112.93(18) . . ? N3 C11 H11 107.8 . . ? C12 C11 H11 107.8 . . ? C18 C11 H11 107.8 . . ? C17 C12 C13 118.3(2) . . ? C17 C12 C11 122.5(2) . . ? C13 C12 C11 119.1(2) . . ? C12 C13 C14 121.2(2) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C15 C14 C13 120.0(2) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 119.5(2) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C15 C16 C17 120.5(2) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C12 C17 C16 120.6(2) . . ? C12 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C23 C18 C19 118.3(2) . . ? C23 C18 C11 121.2(2) . . ? C19 C18 C11 120.5(2) . . ? C20 C19 C18 120.8(2) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C21 C20 C19 120.0(2) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C22 C21 C20 119.6(2) . . ? C22 C21 H21 120.2 . . ? C20 C21 H21 120.2 . . ? C21 C22 C23 120.6(2) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C23 C18 120.7(2) . . ? C22 C23 H23 119.7 . . ? C18 C23 H23 119.7 . . ? 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 Cu1 I1 Cu1 132.93(7) . . . 3_556 ? N2 Cu1 I1 Cu1 -127.42(6) . . . 3_556 ? I1 Cu1 I1 Cu1 0.0 3_556 . . 3_556 ? N2 Cu1 N1 C1 17.46(15) . . . . ? I1 Cu1 N1 C1 141.02(13) . . . . ? Cu1 Cu1 N1 C1 -136.52(13) 3_556 . . . ? I1 Cu1 N1 C1 -80.44(15) 3_556 . . . ? N2 Cu1 N1 C5 -161.6(2) . . . . ? I1 Cu1 N1 C5 -38.1(2) . . . . ? Cu1 Cu1 N1 C5 44.4(2) 3_556 . . . ? I1 Cu1 N1 C5 100.5(2) 3_556 . . . ? N1 Cu1 N2 C6 -34.17(14) . . . . ? I1 Cu1 N2 C6 -156.00(11) . . . . ? Cu1 Cu1 N2 C6 122.00(12) 3_556 . . . ? I1 Cu1 N2 C6 68.93(13) 3_556 . . . ? N1 Cu1 N2 C7 83.59(15) . . . . ? I1 Cu1 N2 C7 -38.23(17) . . . . ? Cu1 Cu1 N2 C7 -120.24(14) 3_556 . . . ? I1 Cu1 N2 C7 -173.31(14) 3_556 . . . ? N1 Cu1 N2 C9 -150.97(15) . . . . ? I1 Cu1 N2 C9 87.20(14) . . . . ? Cu1 Cu1 N2 C9 5.20(17) 3_556 . . . ? I1 Cu1 N2 C9 -47.87(14) 3_556 . . . ? C5 N1 C1 C2 1.0(3) . . . . ? Cu1 N1 C1 C2 -178.18(17) . . . . ? C5 N1 C1 C6 -176.3(2) . . . . ? Cu1 N1 C1 C6 4.5(2) . . . . ? N1 C1 C2 C3 -1.8(3) . . . . ? C6 C1 C2 C3 175.4(2) . . . . ? C1 C2 C3 C4 1.2(4) . . . . ? C2 C3 C4 C5 0.0(4) . . . . ? C1 N1 C5 C4 0.3(3) . . . . ? Cu1 N1 C5 C4 179.37(18) . . . . ? C3 C4 C5 N1 -0.9(4) . . . . ? C7 N2 C6 C1 -76.7(2) . . . . ? C9 N2 C6 C1 164.87(18) . . . . ? Cu1 N2 C6 C1 46.13(19) . . . . ? N1 C1 C6 N2 -37.9(3) . . . . ? C2 C1 C6 N2 144.7(2) . . . . ? C6 N2 C7 C8 -178.40(18) . . . . ? C9 N2 C7 C8 -58.5(2) . . . . ? Cu1 N2 C7 C8 69.3(2) . . . . ? C10 N3 C8 C7 -57.3(2) . . . . ? C11 N3 C8 C7 176.32(17) . . . . ? N2 C7 C8 N3 57.9(2) . . . . ? C6 N2 C9 C10 -179.87(18) . . . . ? C7 N2 C9 C10 60.6(2) . . . . ? Cu1 N2 C9 C10 -69.35(19) . . . . ? C8 N3 C10 C9 59.1(2) . . . . ? C11 N3 C10 C9 -177.86(17) . . . . ? N2 C9 C10 N3 -62.0(2) . . . . ? C10 N3 C11 C12 37.9(2) . . . . ? C8 N3 C11 C12 161.00(18) . . . . ? C10 N3 C11 C18 163.02(18) . . . . ? C8 N3 C11 C18 -73.8(2) . . . . ? N3 C11 C12 C17 79.5(3) . . . . ? C18 C11 C12 C17 -43.3(3) . . . . ? N3 C11 C12 C13 -97.4(2) . . . . ? C18 C11 C12 C13 139.8(2) . . . . ? C17 C12 C13 C14 -0.3(3) . . . . ? C11 C12 C13 C14 176.7(2) . . . . ? C12 C13 C14 C15 0.2(4) . . . . ? C13 C14 C15 C16 0.0(4) . . . . ? C14 C15 C16 C17 -0.1(4) . . . . ? C13 C12 C17 C16 0.2(3) . . . . ? C11 C12 C17 C16 -176.7(2) . . . . ? C15 C16 C17 C12 0.0(4) . . . . ? N3 C11 C18 C23 142.1(2) . . . . ? C12 C11 C18 C23 -93.6(2) . . . . ? N3 C11 C18 C19 -37.6(3) . . . . ? C12 C11 C18 C19 86.7(3) . . . . ? C23 C18 C19 C20 0.1(3) . . . . ? C11 C18 C19 C20 179.8(2) . . . . ? C18 C19 C20 C21 0.0(4) . . . . ? C19 C20 C21 C22 0.1(4) . . . . ? C20 C21 C22 C23 -0.3(4) . . . . ? C21 C22 C23 C18 0.4(4) . . . . ? C19 C18 C23 C22 -0.3(3) . . . . ? C11 C18 C23 C22 180.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 66.98 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.363 _refine_diff_density_min -0.728 _refine_diff_density_rms 0.077 data_p1bar_2 _database_code_depnum_ccdc_archive 'CCDC 877790' #TrackingRef '10839_web_deposit_cif_file_8_RobertD.Pike_1334928780.RDP327(CuI)4(Ph2CHPip)4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C68 H80 Cu4 I4 N8' _chemical_formula_sum 'C68 H80 Cu4 I4 N8' _chemical_formula_weight 1771.16 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 '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 '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.90150(10) _cell_length_b 19.1000(3) _cell_length_c 21.8081(3) _cell_angle_alpha 114.2040(10) _cell_angle_beta 92.7600(10) _cell_angle_gamma 90.6140(10) _cell_volume 3376.02(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9977 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 70.96 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.742 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 16.127 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1959 _exptl_absorpt_correction_T_max 0.4994 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 57045 _diffrn_reflns_av_R_equivalents 0.0774 _diffrn_reflns_av_sigmaI/netI 0.0607 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 67.00 _reflns_number_total 11670 _reflns_number_gt 9884 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0544P)^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 11670 _refine_ls_number_parameters 757 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0963 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 I1 I 0.68646(3) 0.343811(16) 0.337669(14) 0.01566(8) Uani 1 1 d . . . I2 I 1.04809(3) 0.184241(17) 0.331757(16) 0.01920(8) Uani 1 1 d . . . I3 I 0.71055(3) 0.132369(17) 0.147921(15) 0.01886(8) Uani 1 1 d . . . I4 I 1.07565(3) 0.308317(16) 0.199491(15) 0.01624(8) Uani 1 1 d . . . Cu1 Cu 0.77010(8) 0.19963(4) 0.28587(4) 0.01783(16) Uani 1 1 d . . . Cu2 Cu 0.78100(8) 0.28155(4) 0.21260(4) 0.01734(15) Uani 1 1 d . . . Cu3 Cu 0.97965(8) 0.31055(4) 0.31633(4) 0.01741(15) Uani 1 1 d . . . Cu4 Cu 0.99656(8) 0.18156(4) 0.20933(4) 0.02129(16) Uani 1 1 d . . . N1 N 0.4966(4) 0.0497(2) 0.3779(2) 0.0159(8) Uani 1 1 d . . . N2 N 0.6224(4) 0.1246(2) 0.3007(2) 0.0171(8) Uani 1 1 d . . . H2N H 0.5700 0.0997 0.2604 0.021 Uiso 1 1 calc R . . N3 N 0.4851(4) 0.4593(2) 0.1540(2) 0.0172(8) Uani 1 1 d . . . N4 N 0.6605(4) 0.3347(2) 0.1606(2) 0.0166(8) Uani 1 1 d . . . H4N H 0.6667 0.3044 0.1160 0.020 Uiso 1 1 calc R . . N5 N 1.2796(4) 0.5444(2) 0.4190(2) 0.0161(8) Uani 1 1 d . . . N6 N 1.1014(4) 0.4039(2) 0.3873(2) 0.0164(8) Uani 1 1 d . . . H6N H 1.0897 0.4032 0.4282 0.020 Uiso 1 1 calc R . . N7 N 1.2706(5) -0.0535(2) 0.0960(2) 0.0206(9) Uani 1 1 d . . . N8 N 1.1013(5) 0.0867(2) 0.1446(2) 0.0236(9) Uani 1 1 d . . . H8N H 1.0632 0.0788 0.1028 0.028 Uiso 1 1 calc R . . C1 C 0.3524(5) 0.0489(3) 0.4715(2) 0.0173(10) Uani 1 1 d . . . C2 C 0.4133(6) 0.1216(3) 0.5122(3) 0.0218(11) Uani 1 1 d . . . H2 H 0.4912 0.1423 0.4972 0.026 Uiso 1 1 calc R . . C3 C 0.3586(6) 0.1633(3) 0.5748(3) 0.0246(11) Uani 1 1 d . . . H3 H 0.3989 0.2123 0.6011 0.030 Uiso 1 1 calc R . . C4 C 0.2452(6) 0.1333(3) 0.5990(3) 0.0243(11) Uani 1 1 d . . . H4 H 0.2084 0.1618 0.6410 0.029 Uiso 1 1 calc R . . C5 C 0.1874(6) 0.0601(3) 0.5597(3) 0.0251(11) Uani 1 1 d . . . H5 H 0.1124 0.0388 0.5757 0.030 Uiso 1 1 calc R . . C6 C 0.2406(6) 0.0182(3) 0.4964(3) 0.0231(11) Uani 1 1 d . . . H6 H 0.2010 -0.0310 0.4705 0.028 Uiso 1 1 calc R . . C7 C 0.2936(6) -0.0520(3) 0.3506(2) 0.0189(10) Uani 1 1 d . . . C8 C 0.1524(6) -0.0262(3) 0.3409(3) 0.0219(11) Uani 1 1 d . . . H8 H 0.1257 0.0234 0.3682 0.026 Uiso 1 1 calc R . . C9 C 0.0506(6) -0.0752(3) 0.2897(3) 0.0286(12) Uani 1 1 d . . . H9 H -0.0437 -0.0580 0.2834 0.034 Uiso 1 1 calc R . . C10 C 0.0894(7) -0.1484(4) 0.2490(3) 0.0321(13) Uani 1 1 d . . . H10 H 0.0214 -0.1805 0.2152 0.039 Uiso 1 1 calc R . . C11 C 0.2301(7) -0.1747(3) 0.2582(3) 0.0302(13) Uani 1 1 d . . . H11 H 0.2569 -0.2242 0.2305 0.036 Uiso 1 1 calc R . . C12 C 0.3301(6) -0.1263(3) 0.3092(3) 0.0233(11) Uani 1 1 d . . . H12 H 0.4238 -0.1441 0.3157 0.028 Uiso 1 1 calc R . . C13 C 0.4132(5) 0.0007(3) 0.4026(2) 0.0186(10) Uani 1 1 d . . . H13 H 0.4868 -0.0331 0.4102 0.022 Uiso 1 1 calc R . . C14 C 0.4044(5) 0.1015(3) 0.3586(3) 0.0193(10) Uani 1 1 d . . . H14A H 0.3353 0.1276 0.3932 0.023 Uiso 1 1 calc R . . H14B H 0.3461 0.0724 0.3168 0.023 Uiso 1 1 calc R . . C15 C 0.5083(6) 0.1598(3) 0.3496(3) 0.0197(10) Uani 1 1 d . . . H15A H 0.4484 0.1929 0.3351 0.024 Uiso 1 1 calc R . . H15B H 0.5586 0.1916 0.3928 0.024 Uiso 1 1 calc R . . C16 C 0.7007(6) 0.0636(3) 0.3143(3) 0.0216(11) Uani 1 1 d . . . H16A H 0.7668 0.0875 0.3546 0.026 Uiso 1 1 calc R . . H16B H 0.7626 0.0357 0.2771 0.026 Uiso 1 1 calc R . . C17 C 0.5936(6) 0.0073(3) 0.3238(3) 0.0203(10) Uani 1 1 d . . . H17A H 0.5332 -0.0207 0.2824 0.024 Uiso 1 1 calc R . . H17B H 0.6499 -0.0294 0.3351 0.024 Uiso 1 1 calc R . . C18 C 0.2440(5) 0.5222(3) 0.1493(3) 0.0187(10) Uani 1 1 d . . . C19 C 0.1317(6) 0.5359(3) 0.1093(3) 0.0237(11) Uani 1 1 d . . . H19 H 0.1497 0.5265 0.0650 0.028 Uiso 1 1 calc R . . C20 C -0.0058(6) 0.5630(3) 0.1339(3) 0.0339(14) Uani 1 1 d . . . H20 H -0.0786 0.5726 0.1065 0.041 Uiso 1 1 calc R . . C21 C -0.0357(6) 0.5761(3) 0.2001(3) 0.0332(14) Uani 1 1 d . . . H21 H -0.1270 0.5957 0.2176 0.040 Uiso 1 1 calc R . . C22 C 0.0736(6) 0.5593(3) 0.2388(3) 0.0295(12) Uani 1 1 d . . . H22 H 0.0531 0.5659 0.2823 0.035 Uiso 1 1 calc R . . C23 C 0.2131(6) 0.5328(3) 0.2148(3) 0.0252(12) Uani 1 1 d . . . H23 H 0.2851 0.5223 0.2419 0.030 Uiso 1 1 calc R . . C24 C 0.4853(6) 0.5812(3) 0.1415(3) 0.0219(11) Uani 1 1 d . . . C25 C 0.5196(7) 0.6047(3) 0.0913(3) 0.0303(13) Uani 1 1 d . . . H25 H 0.4924 0.5734 0.0465 0.036 Uiso 1 1 calc R . . C26 C 0.5952(7) 0.6756(4) 0.1078(4) 0.0415(16) Uani 1 1 d . . . H26 H 0.6179 0.6912 0.0740 0.050 Uiso 1 1 calc R . . C27 C 0.6352(7) 0.7216(3) 0.1736(4) 0.0420(16) Uani 1 1 d . . . H27 H 0.6864 0.7682 0.1845 0.050 Uiso 1 1 calc R . . C28 C 0.5996(7) 0.6988(3) 0.2238(4) 0.0369(14) Uani 1 1 d . . . H28 H 0.6267 0.7303 0.2686 0.044 Uiso 1 1 calc R . . C29 C 0.5237(6) 0.6293(3) 0.2078(3) 0.0257(12) Uani 1 1 d . . . H29 H 0.4984 0.6149 0.2420 0.031 Uiso 1 1 calc R . . C30 C 0.4019(5) 0.5055(3) 0.1245(2) 0.0179(10) Uani 1 1 d . . . H30 H 0.3942 0.4771 0.0754 0.022 Uiso 1 1 calc R . . C31 C 0.6418(5) 0.4492(3) 0.1339(3) 0.0212(11) Uani 1 1 d . . . H31A H 0.6893 0.4988 0.1436 0.025 Uiso 1 1 calc R . . H31B H 0.6433 0.4182 0.0859 0.025 Uiso 1 1 calc R . . C32 C 0.7278(5) 0.4102(3) 0.1720(3) 0.0205(10) Uani 1 1 d . . . H32A H 0.8305 0.4036 0.1582 0.025 Uiso 1 1 calc R . . H32B H 0.7309 0.4431 0.2198 0.025 Uiso 1 1 calc R . . C33 C 0.4158(5) 0.3833(3) 0.1353(3) 0.0192(10) Uani 1 1 d . . . H33A H 0.4199 0.3535 0.0872 0.023 Uiso 1 1 calc R . . H33B H 0.3110 0.3881 0.1462 0.023 Uiso 1 1 calc R . . C34 C 0.4983(5) 0.3423(3) 0.1730(3) 0.0185(10) Uani 1 1 d . . . H34A H 0.4869 0.3704 0.2209 0.022 Uiso 1 1 calc R . . H34B H 0.4523 0.2915 0.1595 0.022 Uiso 1 1 calc R . . C35 C 1.2791(5) 0.6840(3) 0.4523(2) 0.0162(10) Uani 1 1 d . . . C36 C 1.2073(6) 0.7375(3) 0.5054(3) 0.0228(11) Uani 1 1 d . . . H36 H 1.2103 0.7341 0.5468 0.027 Uiso 1 1 calc R . . C37 C 1.1300(6) 0.7969(3) 0.4972(3) 0.0307(13) Uani 1 1 d . . . H37 H 1.0837 0.8335 0.5333 0.037 Uiso 1 1 calc R . . C38 C 1.1230(6) 0.8008(3) 0.4353(3) 0.0348(15) Uani 1 1 d . . . H38 H 1.0713 0.8399 0.4294 0.042 Uiso 1 1 calc R . . C39 C 1.1923(6) 0.7470(3) 0.3826(3) 0.0325(14) Uani 1 1 d . . . H39 H 1.1866 0.7494 0.3409 0.039 Uiso 1 1 calc R . . C40 C 1.2707(6) 0.6889(3) 0.3908(3) 0.0261(12) Uani 1 1 d . . . H40 H 1.3181 0.6530 0.3546 0.031 Uiso 1 1 calc R . . C41 C 1.5224(5) 0.6204(3) 0.4410(2) 0.0163(10) Uani 1 1 d . . . C42 C 1.6278(5) 0.6699(3) 0.4884(3) 0.0186(10) Uani 1 1 d . . . H42 H 1.6025 0.6948 0.5329 0.022 Uiso 1 1 calc R . . C43 C 1.7700(6) 0.6833(3) 0.4710(3) 0.0232(11) Uani 1 1 d . . . H43 H 1.8383 0.7171 0.5035 0.028 Uiso 1 1 calc R . . C44 C 1.8093(6) 0.6464(3) 0.4054(3) 0.0244(11) Uani 1 1 d . . . H44 H 1.9032 0.6564 0.3932 0.029 Uiso 1 1 calc R . . C45 C 1.7082(6) 0.5939(3) 0.3572(3) 0.0248(11) Uani 1 1 d . . . H45 H 1.7358 0.5676 0.3132 0.030 Uiso 1 1 calc R . . C46 C 1.5675(6) 0.5811(3) 0.3749(3) 0.0211(11) Uani 1 1 d . . . H46 H 1.5010 0.5458 0.3425 0.025 Uiso 1 1 calc R . . C47 C 1.3618(5) 0.6172(3) 0.4601(2) 0.0150(9) Uani 1 1 d . . . H47 H 1.3632 0.6251 0.5074 0.018 Uiso 1 1 calc R . . C48 C 1.3453(5) 0.4784(3) 0.4269(2) 0.0174(10) Uani 1 1 d . . . H48A H 1.3357 0.4836 0.4727 0.021 Uiso 1 1 calc R . . H48B H 1.4515 0.4768 0.4185 0.021 Uiso 1 1 calc R . . C49 C 1.2652(5) 0.4045(3) 0.3779(3) 0.0188(10) Uani 1 1 d . . . H49A H 1.2807 0.3981 0.3322 0.023 Uiso 1 1 calc R . . H49B H 1.3091 0.3613 0.3839 0.023 Uiso 1 1 calc R . . C50 C 1.1225(5) 0.5468(3) 0.4368(3) 0.0186(10) Uani 1 1 d . . . H50A H 1.0769 0.5920 0.4351 0.022 Uiso 1 1 calc R . . H50B H 1.1186 0.5504 0.4823 0.022 Uiso 1 1 calc R . . C51 C 1.0360(6) 0.4759(3) 0.3888(3) 0.0224(11) Uani 1 1 d . . . H51A H 0.9329 0.4784 0.4019 0.027 Uiso 1 1 calc R . . H51B H 1.0342 0.4748 0.3439 0.027 Uiso 1 1 calc R . . C52 C 1.4940(5) -0.1308(3) 0.0519(3) 0.0188(10) Uani 1 1 d . . . C53 C 1.5760(6) -0.1706(3) -0.0045(3) 0.0263(12) Uani 1 1 d . . . H53 H 1.5303 -0.1847 -0.0473 0.032 Uiso 1 1 calc R . . C54 C 1.7231(7) -0.1894(3) 0.0022(3) 0.0356(14) Uani 1 1 d . . . H54 H 1.7758 -0.2169 -0.0357 0.043 Uiso 1 1 calc R . . C55 C 1.7916(6) -0.1667(3) 0.0666(4) 0.0381(15) Uani 1 1 d . . . H55 H 1.8896 -0.1807 0.0718 0.046 Uiso 1 1 calc R . . C56 C 1.7156(6) -0.1241(3) 0.1221(3) 0.0285(12) Uani 1 1 d . . . H56 H 1.7641 -0.1068 0.1647 0.034 Uiso 1 1 calc R . . C57 C 1.5653(6) -0.1063(3) 0.1153(3) 0.0266(12) Uani 1 1 d . . . H57 H 1.5135 -0.0781 0.1533 0.032 Uiso 1 1 calc R . . C58 C 1.2434(5) -0.1967(3) 0.0358(2) 0.0177(10) Uani 1 1 d . . . C59 C 1.2659(6) -0.2261(3) 0.0841(3) 0.0236(11) Uani 1 1 d . . . H59 H 1.3325 -0.2009 0.1212 0.028 Uiso 1 1 calc R . . C60 C 1.1894(6) -0.2929(3) 0.0773(3) 0.0267(12) Uani 1 1 d . . . H60 H 1.2047 -0.3121 0.1099 0.032 Uiso 1 1 calc R . . C61 C 1.0897(6) -0.3312(3) 0.0219(3) 0.0208(10) Uani 1 1 d . . . H61 H 1.0388 -0.3760 0.0173 0.025 Uiso 1 1 calc R . . C62 C 1.0670(5) -0.3022(3) -0.0265(3) 0.0218(11) Uani 1 1 d . . . H62 H 1.0010 -0.3277 -0.0637 0.026 Uiso 1 1 calc R . . C63 C 1.1429(6) -0.2351(3) -0.0195(2) 0.0191(10) Uani 1 1 d . . . H63 H 1.1266 -0.2157 -0.0519 0.023 Uiso 1 1 calc R . . C64 C 1.3259(5) -0.1231(3) 0.0416(2) 0.0178(10) Uani 1 1 d . . . H64 H 1.3079 -0.1182 -0.0011 0.021 Uiso 1 1 calc R . . C65 C 1.1095(6) -0.0550(3) 0.0996(3) 0.0315(13) Uani 1 1 d . . . H65A H 1.0789 -0.0990 0.1080 0.038 Uiso 1 1 calc R . . H65B H 1.0623 -0.0610 0.0566 0.038 Uiso 1 1 calc R . . C66 C 1.0558(7) 0.0169(3) 0.1542(3) 0.0335(14) Uani 1 1 d . . . H66A H 0.9470 0.0138 0.1543 0.040 Uiso 1 1 calc R . . H66B H 1.0970 0.0209 0.1975 0.040 Uiso 1 1 calc R . . C67 C 1.2647(6) 0.0883(3) 0.1408(3) 0.0245(11) Uani 1 1 d . . . H67A H 1.3123 0.0947 0.1838 0.029 Uiso 1 1 calc R . . H67B H 1.2952 0.1320 0.1319 0.029 Uiso 1 1 calc R . . C68 C 1.3182(6) 0.0149(3) 0.0857(3) 0.0233(11) Uani 1 1 d . . . H68A H 1.2774 0.0106 0.0422 0.028 Uiso 1 1 calc R . . H68B H 1.4271 0.0173 0.0856 0.028 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 I1 0.01338(15) 0.01852(15) 0.01675(15) 0.00854(13) 0.00388(11) 0.00379(11) I2 0.01478(15) 0.02075(15) 0.02625(17) 0.01422(14) -0.00220(12) 0.00226(12) I3 0.01988(16) 0.02091(15) 0.01631(16) 0.00860(13) -0.00175(12) -0.00430(12) I4 0.01293(15) 0.02102(15) 0.01809(16) 0.01132(13) 0.00206(11) -0.00104(11) Cu1 0.0149(3) 0.0207(3) 0.0229(4) 0.0138(3) 0.0038(3) 0.0012(3) Cu2 0.0156(3) 0.0213(3) 0.0192(4) 0.0124(3) 0.0013(3) 0.0033(3) Cu3 0.0152(3) 0.0170(3) 0.0198(4) 0.0075(3) 0.0001(3) -0.0005(3) Cu4 0.0213(4) 0.0182(4) 0.0260(4) 0.0098(3) 0.0089(3) 0.0051(3) N1 0.015(2) 0.019(2) 0.020(2) 0.0135(19) 0.0048(17) 0.0023(16) N2 0.016(2) 0.020(2) 0.018(2) 0.0101(19) 0.0009(17) -0.0023(17) N3 0.017(2) 0.018(2) 0.020(2) 0.0113(19) 0.0002(17) 0.0048(17) N4 0.016(2) 0.0166(19) 0.018(2) 0.0076(18) 0.0053(17) 0.0018(16) N5 0.0130(19) 0.0159(19) 0.020(2) 0.0081(18) 0.0000(17) 0.0019(16) N6 0.017(2) 0.0150(19) 0.021(2) 0.0104(18) 0.0020(17) 0.0034(16) N7 0.021(2) 0.0134(19) 0.026(2) 0.0056(19) 0.0056(18) 0.0003(17) N8 0.020(2) 0.020(2) 0.030(3) 0.008(2) 0.0075(19) -0.0002(18) C1 0.021(2) 0.023(2) 0.016(2) 0.015(2) 0.001(2) 0.006(2) C2 0.024(3) 0.027(3) 0.022(3) 0.018(2) 0.002(2) 0.004(2) C3 0.027(3) 0.024(3) 0.023(3) 0.010(2) -0.002(2) 0.003(2) C4 0.023(3) 0.034(3) 0.019(3) 0.014(2) 0.000(2) 0.008(2) C5 0.017(3) 0.036(3) 0.027(3) 0.018(3) 0.001(2) -0.002(2) C6 0.025(3) 0.025(3) 0.023(3) 0.014(2) -0.001(2) -0.002(2) C7 0.024(3) 0.022(2) 0.012(2) 0.009(2) 0.001(2) -0.007(2) C8 0.022(3) 0.027(3) 0.019(3) 0.011(2) 0.003(2) -0.001(2) C9 0.019(3) 0.042(3) 0.030(3) 0.020(3) -0.004(2) -0.007(2) C10 0.033(3) 0.042(3) 0.020(3) 0.013(3) -0.007(2) -0.017(3) C11 0.040(3) 0.027(3) 0.021(3) 0.008(3) -0.003(3) -0.007(3) C12 0.026(3) 0.028(3) 0.022(3) 0.016(2) 0.000(2) -0.001(2) C13 0.017(2) 0.024(2) 0.021(3) 0.016(2) 0.000(2) 0.005(2) C14 0.015(2) 0.025(3) 0.022(3) 0.015(2) 0.002(2) 0.002(2) C15 0.020(2) 0.019(2) 0.026(3) 0.015(2) 0.001(2) -0.002(2) C16 0.021(3) 0.025(3) 0.023(3) 0.014(2) 0.005(2) 0.004(2) C17 0.021(3) 0.020(2) 0.025(3) 0.014(2) 0.004(2) 0.005(2) C18 0.016(2) 0.016(2) 0.026(3) 0.010(2) -0.003(2) -0.0010(19) C19 0.018(3) 0.028(3) 0.031(3) 0.020(3) -0.007(2) -0.005(2) C20 0.017(3) 0.043(3) 0.056(4) 0.036(3) -0.006(3) 0.001(2) C21 0.017(3) 0.033(3) 0.056(4) 0.025(3) 0.007(3) 0.004(2) C22 0.024(3) 0.035(3) 0.029(3) 0.012(3) 0.006(2) 0.007(2) C23 0.020(3) 0.033(3) 0.028(3) 0.017(3) 0.004(2) 0.006(2) C24 0.020(3) 0.024(3) 0.028(3) 0.016(2) 0.004(2) 0.009(2) C25 0.033(3) 0.036(3) 0.030(3) 0.022(3) 0.002(2) 0.002(3) C26 0.036(3) 0.048(4) 0.060(5) 0.041(4) 0.003(3) -0.006(3) C27 0.037(3) 0.028(3) 0.068(5) 0.028(4) -0.008(3) -0.004(3) C28 0.033(3) 0.027(3) 0.047(4) 0.011(3) -0.003(3) 0.000(3) C29 0.024(3) 0.023(3) 0.031(3) 0.012(3) 0.006(2) 0.004(2) C30 0.019(2) 0.020(2) 0.018(2) 0.011(2) 0.002(2) 0.005(2) C31 0.012(2) 0.023(2) 0.033(3) 0.016(2) 0.006(2) 0.001(2) C32 0.015(2) 0.021(2) 0.027(3) 0.011(2) 0.004(2) 0.004(2) C33 0.015(2) 0.020(2) 0.025(3) 0.011(2) 0.003(2) 0.0009(19) C34 0.014(2) 0.023(2) 0.022(3) 0.012(2) 0.005(2) 0.002(2) C35 0.012(2) 0.017(2) 0.018(2) 0.006(2) 0.0003(19) -0.0009(19) C36 0.018(2) 0.019(2) 0.025(3) 0.003(2) -0.003(2) -0.002(2) C37 0.018(3) 0.016(2) 0.044(4) 0.000(3) -0.005(3) 0.002(2) C38 0.023(3) 0.023(3) 0.061(4) 0.021(3) -0.014(3) -0.005(2) C39 0.031(3) 0.039(3) 0.040(3) 0.029(3) -0.006(3) -0.004(3) C40 0.022(3) 0.032(3) 0.027(3) 0.015(3) 0.004(2) 0.001(2) C41 0.016(2) 0.018(2) 0.019(2) 0.011(2) 0.001(2) 0.0001(19) C42 0.018(2) 0.016(2) 0.021(3) 0.006(2) 0.000(2) 0.0026(19) C43 0.018(2) 0.020(2) 0.031(3) 0.010(2) -0.006(2) -0.002(2) C44 0.012(2) 0.028(3) 0.040(3) 0.020(3) 0.005(2) 0.001(2) C45 0.029(3) 0.026(3) 0.020(3) 0.010(2) 0.005(2) 0.001(2) C46 0.020(3) 0.022(2) 0.016(3) 0.002(2) -0.002(2) -0.002(2) C47 0.017(2) 0.017(2) 0.012(2) 0.007(2) 0.0007(19) 0.0009(19) C48 0.017(2) 0.017(2) 0.016(2) 0.005(2) -0.002(2) 0.0019(19) C49 0.013(2) 0.019(2) 0.023(3) 0.008(2) 0.001(2) 0.0049(19) C50 0.011(2) 0.019(2) 0.026(3) 0.010(2) 0.001(2) 0.0002(19) C51 0.017(2) 0.019(2) 0.035(3) 0.015(2) 0.000(2) 0.005(2) C52 0.017(2) 0.014(2) 0.025(3) 0.008(2) 0.001(2) -0.0014(19) C53 0.022(3) 0.024(3) 0.027(3) 0.005(2) 0.001(2) -0.001(2) C54 0.023(3) 0.033(3) 0.046(4) 0.010(3) 0.012(3) 0.002(2) C55 0.019(3) 0.034(3) 0.059(4) 0.018(3) -0.001(3) 0.002(2) C56 0.026(3) 0.027(3) 0.030(3) 0.010(3) -0.008(2) -0.004(2) C57 0.032(3) 0.023(3) 0.023(3) 0.009(2) 0.000(2) 0.007(2) C58 0.015(2) 0.022(2) 0.014(2) 0.006(2) 0.0033(19) 0.003(2) C59 0.027(3) 0.026(3) 0.019(3) 0.012(2) -0.003(2) 0.000(2) C60 0.036(3) 0.026(3) 0.024(3) 0.017(3) -0.002(2) 0.001(2) C61 0.025(3) 0.016(2) 0.021(3) 0.008(2) 0.001(2) -0.003(2) C62 0.014(2) 0.027(3) 0.024(3) 0.009(2) 0.004(2) 0.002(2) C63 0.023(3) 0.019(2) 0.015(2) 0.006(2) 0.000(2) 0.005(2) C64 0.020(2) 0.023(2) 0.012(2) 0.009(2) 0.0004(19) 0.002(2) C65 0.023(3) 0.022(3) 0.048(4) 0.013(3) 0.008(3) 0.002(2) C66 0.034(3) 0.021(3) 0.048(4) 0.014(3) 0.021(3) 0.005(2) C67 0.018(3) 0.024(3) 0.033(3) 0.014(3) 0.005(2) 0.000(2) C68 0.021(3) 0.020(2) 0.031(3) 0.011(2) 0.005(2) 0.000(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 I1 Cu1 2.6435(7) . ? I1 Cu2 2.6730(8) . ? I1 Cu3 2.7095(7) . ? I2 Cu3 2.6423(7) . ? I2 Cu4 2.6667(8) . ? I2 Cu1 2.6888(7) . ? I3 Cu2 2.6614(8) . ? I3 Cu1 2.7648(8) . ? I3 Cu4 2.7832(8) . ? I4 Cu4 2.6090(7) . ? I4 Cu3 2.7104(8) . ? I4 Cu2 2.7176(7) . ? Cu1 N2 2.065(4) . ? Cu1 Cu4 2.6145(10) . ? Cu1 Cu3 2.6554(10) . ? Cu1 Cu2 2.6595(9) . ? Cu2 N4 2.078(4) . ? Cu2 Cu3 2.6679(9) . ? Cu2 Cu4 2.7045(9) . ? Cu3 N6 2.069(4) . ? Cu3 Cu4 2.6203(10) . ? Cu4 N8 2.052(4) . ? N1 C17 1.456(6) . ? N1 C13 1.468(6) . ? N1 C14 1.469(6) . ? N2 C15 1.467(6) . ? N2 C16 1.489(6) . ? N2 H2N 0.9100 . ? N3 C33 1.459(6) . ? N3 C31 1.473(6) . ? N3 C30 1.474(6) . ? N4 C32 1.475(6) . ? N4 C34 1.479(6) . ? N4 H4N 0.9100 . ? N5 C48 1.465(6) . ? N5 C50 1.465(6) . ? N5 C47 1.472(6) . ? N6 C49 1.483(6) . ? N6 C51 1.488(5) . ? N6 H6N 0.9100 . ? N7 C65 1.441(7) . ? N7 C68 1.474(6) . ? N7 C64 1.482(6) . ? N8 C67 1.461(6) . ? N8 C66 1.486(6) . ? N8 H8N 0.9100 . ? C1 C2 1.390(7) . ? C1 C6 1.391(7) . ? C1 C13 1.533(7) . ? C2 C3 1.385(8) . ? C2 H2 0.9300 . ? C3 C4 1.383(8) . ? C3 H3 0.9300 . ? C4 C5 1.383(8) . ? C4 H4 0.9300 . ? C5 C6 1.391(8) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C12 1.387(7) . ? C7 C8 1.393(7) . ? C7 C13 1.536(7) . ? C8 C9 1.404(8) . ? C8 H8 0.9300 . ? C9 C10 1.372(9) . ? C9 H9 0.9300 . ? C10 C11 1.390(9) . ? C10 H10 0.9300 . ? C11 C12 1.389(8) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 H13 0.9800 . ? C14 C15 1.519(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.512(7) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.391(7) . ? C18 C23 1.399(7) . ? C18 C30 1.519(7) . ? C19 C20 1.380(8) . ? C19 H19 0.9300 . ? C20 C21 1.399(9) . ? C20 H20 0.9300 . ? C21 C22 1.384(8) . ? C21 H21 0.9300 . ? C22 C23 1.390(8) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C29 1.381(8) . ? C24 C25 1.389(7) . ? C24 C30 1.513(7) . ? C25 C26 1.404(8) . ? C25 H25 0.9300 . ? C26 C27 1.367(10) . ? C26 H26 0.9300 . ? C27 C28 1.383(9) . ? C27 H27 0.9300 . ? C28 C29 1.385(8) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 H30 0.9800 . ? C31 C32 1.512(7) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.519(7) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.382(7) . ? C35 C40 1.383(7) . ? C35 C47 1.543(6) . ? C36 C37 1.401(7) . ? C36 H36 0.9300 . ? C37 C38 1.381(9) . ? C37 H37 0.9300 . ? C38 C39 1.367(9) . ? C38 H38 0.9300 . ? C39 C40 1.383(8) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C42 1.389(7) . ? C41 C46 1.406(7) . ? C41 C47 1.516(7) . ? C42 C43 1.390(7) . ? C42 H42 0.9300 . ? C43 C44 1.375(8) . ? C43 H43 0.9300 . ? C44 C45 1.394(8) . ? C44 H44 0.9300 . ? C45 C46 1.376(7) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C47 H47 0.9800 . ? C48 C49 1.521(7) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 C51 1.503(7) . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C52 C57 1.382(7) . ? C52 C53 1.398(8) . ? C52 C64 1.521(6) . ? C53 C54 1.378(8) . ? C53 H53 0.9300 . ? C54 C55 1.395(9) . ? C54 H54 0.9300 . ? C55 C56 1.368(9) . ? C55 H55 0.9300 . ? C56 C57 1.400(8) . ? C56 H56 0.9300 . ? C57 H57 0.9300 . ? C58 C59 1.391(7) . ? C58 C63 1.395(7) . ? C58 C64 1.533(7) . ? C59 C60 1.389(7) . ? C59 H59 0.9300 . ? C60 C61 1.393(7) . ? C60 H60 0.9300 . ? C61 C62 1.386(7) . ? C61 H61 0.9300 . ? C62 C63 1.390(7) . ? C62 H62 0.9300 . ? C63 H63 0.9300 . ? C64 H64 0.9800 . ? C65 C66 1.503(8) . ? C65 H65A 0.9700 . ? C65 H65B 0.9700 . ? C66 H66A 0.9700 . ? C66 H66B 0.9700 . ? C67 C68 1.525(7) . ? C67 H67A 0.9700 . ? C67 H67B 0.9700 . ? C68 H68A 0.9700 . ? C68 H68B 0.9700 . ? 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 Cu1 I1 Cu2 60.03(2) . . ? Cu1 I1 Cu3 59.46(2) . . ? Cu2 I1 Cu3 59.42(2) . . ? Cu3 I2 Cu4 59.15(2) . . ? Cu3 I2 Cu1 59.74(2) . . ? Cu4 I2 Cu1 58.44(2) . . ? Cu2 I3 Cu1 58.66(2) . . ? Cu2 I3 Cu4 59.52(2) . . ? Cu1 I3 Cu4 56.23(2) . . ? Cu4 I4 Cu3 58.99(2) . . ? Cu4 I4 Cu2 60.99(2) . . ? Cu3 I4 Cu2 58.88(2) . . ? N2 Cu1 Cu4 133.85(12) . . ? N2 Cu1 I1 113.68(11) . . ? Cu4 Cu1 I1 111.42(3) . . ? N2 Cu1 Cu3 158.20(12) . . ? Cu4 Cu1 Cu3 59.63(3) . . ? I1 Cu1 Cu3 61.50(2) . . ? N2 Cu1 Cu2 138.44(11) . . ? Cu4 Cu1 Cu2 61.70(3) . . ? I1 Cu1 Cu2 60.54(2) . . ? Cu3 Cu1 Cu2 60.26(3) . . ? N2 Cu1 I2 109.17(11) . . ? Cu4 Cu1 I2 60.36(2) . . ? I1 Cu1 I2 112.23(3) . . ? Cu3 Cu1 I2 59.26(2) . . ? Cu2 Cu1 I2 110.54(3) . . ? N2 Cu1 I3 92.40(12) . . ? Cu4 Cu1 I3 62.24(2) . . ? I1 Cu1 I3 111.04(2) . . ? Cu3 Cu1 I3 109.26(3) . . ? Cu2 Cu1 I3 58.73(2) . . ? I2 Cu1 I3 116.90(3) . . ? N4 Cu2 Cu1 146.88(11) . . ? N4 Cu2 I3 105.64(12) . . ? Cu1 Cu2 I3 62.61(2) . . ? N4 Cu2 Cu3 142.26(12) . . ? Cu1 Cu2 Cu3 59.79(3) . . ? I3 Cu2 Cu3 112.08(3) . . ? N4 Cu2 I1 105.11(11) . . ? Cu1 Cu2 I1 59.44(2) . . ? I3 Cu2 I1 113.41(3) . . ? Cu3 Cu2 I1 60.97(2) . . ? N4 Cu2 Cu4 147.07(12) . . ? Cu1 Cu2 Cu4 58.33(2) . . ? I3 Cu2 Cu4 62.48(2) . . ? Cu3 Cu2 Cu4 58.38(3) . . ? I1 Cu2 Cu4 107.77(3) . . ? N4 Cu2 I4 105.50(11) . . ? Cu1 Cu2 I4 107.62(3) . . ? I3 Cu2 I4 110.08(3) . . ? Cu3 Cu2 I4 60.42(2) . . ? I1 Cu2 I4 116.10(3) . . ? Cu4 Cu2 I4 57.52(2) . . ? N6 Cu3 Cu4 144.87(11) . . ? N6 Cu3 I2 110.14(10) . . ? Cu4 Cu3 I2 60.89(2) . . ? N6 Cu3 Cu1 150.10(12) . . ? Cu4 Cu3 Cu1 59.41(3) . . ? I2 Cu3 Cu1 61.00(2) . . ? N6 Cu3 Cu2 138.09(10) . . ? Cu4 Cu3 Cu2 61.51(3) . . ? I2 Cu3 Cu2 111.73(3) . . ? Cu1 Cu3 Cu2 59.94(2) . . ? N6 Cu3 I1 105.59(11) . . ? Cu4 Cu3 I1 109.18(3) . . ? I2 Cu3 I1 111.61(3) . . ? Cu1 Cu3 I1 59.03(2) . . ? Cu2 Cu3 I1 59.61(2) . . ? N6 Cu3 I4 101.82(11) . . ? Cu4 Cu3 I4 58.58(2) . . ? I2 Cu3 I4 111.84(3) . . ? Cu1 Cu3 I4 107.95(3) . . ? Cu2 Cu3 I4 60.70(2) . . ? I1 Cu3 I4 115.12(2) . . ? N8 Cu4 I4 113.54(12) . . ? N8 Cu4 Cu1 133.26(12) . . ? I4 Cu4 Cu1 112.37(3) . . ? N8 Cu4 Cu3 155.20(13) . . ? I4 Cu4 Cu3 62.44(2) . . ? Cu1 Cu4 Cu3 60.96(3) . . ? N8 Cu4 I2 105.91(13) . . ? I4 Cu4 I2 114.36(3) . . ? Cu1 Cu4 I2 61.20(2) . . ? Cu3 Cu4 I2 59.96(2) . . ? N8 Cu4 Cu2 142.17(13) . . ? I4 Cu4 Cu2 61.49(2) . . ? Cu1 Cu4 Cu2 59.97(2) . . ? Cu3 Cu4 Cu2 60.11(3) . . ? I2 Cu4 Cu2 109.84(3) . . ? N8 Cu4 I3 94.77(13) . . ? I4 Cu4 I3 109.64(2) . . ? Cu1 Cu4 I3 61.53(2) . . ? Cu3 Cu4 I3 109.74(3) . . ? I2 Cu4 I3 117.02(3) . . ? Cu2 Cu4 I3 58.00(2) . . ? C17 N1 C13 113.6(4) . . ? C17 N1 C14 109.7(4) . . ? C13 N1 C14 115.2(4) . . ? C15 N2 C16 111.0(4) . . ? C15 N2 Cu1 116.1(3) . . ? C16 N2 Cu1 112.6(3) . . ? C15 N2 H2N 105.4 . . ? C16 N2 H2N 105.4 . . ? Cu1 N2 H2N 105.4 . . ? C33 N3 C31 107.8(4) . . ? C33 N3 C30 112.9(4) . . ? C31 N3 C30 111.7(4) . . ? C32 N4 C34 109.6(4) . . ? C32 N4 Cu2 112.3(3) . . ? C34 N4 Cu2 115.0(3) . . ? C32 N4 H4N 106.5 . . ? C34 N4 H4N 106.5 . . ? Cu2 N4 H4N 106.5 . . ? C48 N5 C50 107.1(4) . . ? C48 N5 C47 112.8(4) . . ? C50 N5 C47 111.3(4) . . ? C49 N6 C51 110.0(4) . . ? C49 N6 Cu3 115.1(3) . . ? C51 N6 Cu3 109.2(3) . . ? C49 N6 H6N 107.4 . . ? C51 N6 H6N 107.4 . . ? Cu3 N6 H6N 107.4 . . ? C65 N7 C68 109.4(4) . . ? C65 N7 C64 113.0(4) . . ? C68 N7 C64 109.2(4) . . ? C67 N8 C66 108.5(4) . . ? C67 N8 Cu4 120.1(3) . . ? C66 N8 Cu4 111.1(3) . . ? C67 N8 H8N 105.3 . . ? C66 N8 H8N 105.3 . . ? Cu4 N8 H8N 105.3 . . ? C2 C1 C6 118.5(5) . . ? C2 C1 C13 121.5(4) . . ? C6 C1 C13 119.9(4) . . ? C3 C2 C1 120.4(5) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C4 C3 C2 121.1(5) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 118.8(5) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C4 C5 C6 120.4(5) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 120.8(5) . . ? C1 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C12 C7 C8 118.8(5) . . ? C12 C7 C13 119.1(5) . . ? C8 C7 C13 122.0(4) . . ? C7 C8 C9 119.8(5) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C10 C9 C8 120.4(5) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 120.2(5) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 119.2(5) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C7 C12 C11 121.5(5) . . ? C7 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? N1 C13 C1 110.6(4) . . ? N1 C13 C7 112.9(4) . . ? C1 C13 C7 113.9(4) . . ? N1 C13 H13 106.2 . . ? C1 C13 H13 106.2 . . ? C7 C13 H13 106.2 . . ? N1 C14 C15 108.5(4) . . ? N1 C14 H14A 110.0 . . ? C15 C14 H14A 110.0 . . ? N1 C14 H14B 110.0 . . ? C15 C14 H14B 110.0 . . ? H14A C14 H14B 108.4 . . ? N2 C15 C14 113.4(4) . . ? N2 C15 H15A 108.9 . . ? C14 C15 H15A 108.9 . . ? N2 C15 H15B 108.9 . . ? C14 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? N2 C16 C17 113.2(4) . . ? N2 C16 H16A 108.9 . . ? C17 C16 H16A 108.9 . . ? N2 C16 H16B 108.9 . . ? C17 C16 H16B 108.9 . . ? H16A C16 H16B 107.8 . . ? N1 C17 C16 108.7(4) . . ? N1 C17 H17A 109.9 . . ? C16 C17 H17A 109.9 . . ? N1 C17 H17B 109.9 . . ? C16 C17 H17B 109.9 . . ? H17A C17 H17B 108.3 . . ? C19 C18 C23 118.7(5) . . ? C19 C18 C30 119.7(5) . . ? C23 C18 C30 121.1(4) . . ? C20 C19 C18 121.5(5) . . ? C20 C19 H19 119.2 . . ? C18 C19 H19 119.2 . . ? C19 C20 C21 120.0(5) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C22 C21 C20 118.5(5) . . ? C22 C21 H21 120.8 . . ? C20 C21 H21 120.8 . . ? C21 C22 C23 121.9(6) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C22 C23 C18 119.3(5) . . ? C22 C23 H23 120.4 . . ? C18 C23 H23 120.4 . . ? C29 C24 C25 119.0(5) . . ? C29 C24 C30 120.2(5) . . ? C25 C24 C30 120.8(5) . . ? C24 C25 C26 120.2(6) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C27 C26 C25 119.9(6) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C26 C27 C28 120.1(6) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C27 C28 C29 120.2(6) . . ? C27 C28 H28 119.9 . . ? C29 C28 H28 119.9 . . ? C24 C29 C28 120.6(5) . . ? C24 C29 H29 119.7 . . ? C28 C29 H29 119.7 . . ? N3 C30 C24 110.3(4) . . ? N3 C30 C18 112.4(4) . . ? C24 C30 C18 108.4(4) . . ? N3 C30 H30 108.5 . . ? C24 C30 H30 108.5 . . ? C18 C30 H30 108.5 . . ? N3 C31 C32 109.8(4) . . ? N3 C31 H31A 109.7 . . ? C32 C31 H31A 109.7 . . ? N3 C31 H31B 109.7 . . ? C32 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? N4 C32 C31 112.8(4) . . ? N4 C32 H32A 109.0 . . ? C31 C32 H32A 109.0 . . ? N4 C32 H32B 109.0 . . ? C31 C32 H32B 109.0 . . ? H32A C32 H32B 107.8 . . ? N3 C33 C34 109.9(4) . . ? N3 C33 H33A 109.7 . . ? C34 C33 H33A 109.7 . . ? N3 C33 H33B 109.7 . . ? C34 C33 H33B 109.7 . . ? H33A C33 H33B 108.2 . . ? N4 C34 C33 113.0(4) . . ? N4 C34 H34A 109.0 . . ? C33 C34 H34A 109.0 . . ? N4 C34 H34B 109.0 . . ? C33 C34 H34B 109.0 . . ? H34A C34 H34B 107.8 . . ? C36 C35 C40 119.0(5) . . ? C36 C35 C47 121.0(4) . . ? C40 C35 C47 119.9(4) . . ? C35 C36 C37 120.3(5) . . ? C35 C36 H36 119.8 . . ? C37 C36 H36 119.8 . . ? C38 C37 C36 119.7(6) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C39 C38 C37 119.8(5) . . ? C39 C38 H38 120.1 . . ? C37 C38 H38 120.1 . . ? C38 C39 C40 120.8(5) . . ? C38 C39 H39 119.6 . . ? C40 C39 H39 119.6 . . ? C39 C40 C35 120.4(5) . . ? C39 C40 H40 119.8 . . ? C35 C40 H40 119.8 . . ? C42 C41 C46 117.3(4) . . ? C42 C41 C47 119.5(4) . . ? C46 C41 C47 122.8(4) . . ? C41 C42 C43 121.7(5) . . ? C41 C42 H42 119.1 . . ? C43 C42 H42 119.1 . . ? C44 C43 C42 119.7(5) . . ? C44 C43 H43 120.1 . . ? C42 C43 H43 120.1 . . ? C43 C44 C45 119.8(5) . . ? C43 C44 H44 120.1 . . ? C45 C44 H44 120.1 . . ? C46 C45 C44 120.0(5) . . ? C46 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C45 C46 C41 121.3(5) . . ? C45 C46 H46 119.4 . . ? C41 C46 H46 119.4 . . ? N5 C47 C41 113.9(4) . . ? N5 C47 C35 109.3(4) . . ? C41 C47 C35 107.6(4) . . ? N5 C47 H47 108.7 . . ? C41 C47 H47 108.7 . . ? C35 C47 H47 108.7 . . ? N5 C48 C49 109.9(4) . . ? N5 C48 H48A 109.7 . . ? C49 C48 H48A 109.7 . . ? N5 C48 H48B 109.7 . . ? C49 C48 H48B 109.7 . . ? H48A C48 H48B 108.2 . . ? N6 C49 C48 112.4(4) . . ? N6 C49 H49A 109.1 . . ? C48 C49 H49A 109.1 . . ? N6 C49 H49B 109.1 . . ? C48 C49 H49B 109.1 . . ? H49A C49 H49B 107.9 . . ? N5 C50 C51 110.4(4) . . ? N5 C50 H50A 109.6 . . ? C51 C50 H50A 109.6 . . ? N5 C50 H50B 109.6 . . ? C51 C50 H50B 109.6 . . ? H50A C50 H50B 108.1 . . ? N6 C51 C50 112.8(4) . . ? N6 C51 H51A 109.0 . . ? C50 C51 H51A 109.0 . . ? N6 C51 H51B 109.0 . . ? C50 C51 H51B 109.0 . . ? H51A C51 H51B 107.8 . . ? C57 C52 C53 119.0(5) . . ? C57 C52 C64 122.1(5) . . ? C53 C52 C64 118.6(4) . . ? C54 C53 C52 121.3(5) . . ? C54 C53 H53 119.4 . . ? C52 C53 H53 119.3 . . ? C53 C54 C55 119.0(6) . . ? C53 C54 H54 120.5 . . ? C55 C54 H54 120.5 . . ? C56 C55 C54 120.4(5) . . ? C56 C55 H55 119.8 . . ? C54 C55 H55 119.8 . . ? C55 C56 C57 120.4(5) . . ? C55 C56 H56 119.8 . . ? C57 C56 H56 119.8 . . ? C52 C57 C56 119.8(5) . . ? C52 C57 H57 120.1 . . ? C56 C57 H57 120.1 . . ? C59 C58 C63 119.1(5) . . ? C59 C58 C64 121.8(4) . . ? C63 C58 C64 119.1(4) . . ? C60 C59 C58 120.3(5) . . ? C60 C59 H59 119.8 . . ? C58 C59 H59 119.8 . . ? C59 C60 C61 120.3(5) . . ? C59 C60 H60 119.8 . . ? C61 C60 H60 119.8 . . ? C62 C61 C60 119.6(5) . . ? C62 C61 H61 120.2 . . ? C60 C61 H61 120.2 . . ? C61 C62 C63 120.1(5) . . ? C61 C62 H62 120.0 . . ? C63 C62 H62 120.0 . . ? C62 C63 C58 120.6(5) . . ? C62 C63 H63 119.7 . . ? C58 C63 H63 119.7 . . ? N7 C64 C52 111.3(4) . . ? N7 C64 C58 112.3(4) . . ? C52 C64 C58 109.1(4) . . ? N7 C64 H64 108.0 . . ? C52 C64 H64 108.0 . . ? C58 C64 H64 108.0 . . ? N7 C65 C66 112.0(5) . . ? N7 C65 H65A 109.2 . . ? C66 C65 H65A 109.2 . . ? N7 C65 H65B 109.2 . . ? C66 C65 H65B 109.2 . . ? H65A C65 H65B 107.9 . . ? N8 C66 C65 111.8(5) . . ? N8 C66 H66A 109.2 . . ? C65 C66 H66A 109.2 . . ? N8 C66 H66B 109.2 . . ? C65 C66 H66B 109.2 . . ? H66A C66 H66B 107.9 . . ? N8 C67 C68 111.7(4) . . ? N8 C67 H67A 109.3 . . ? C68 C67 H67A 109.3 . . ? N8 C67 H67B 109.3 . . ? C68 C67 H67B 109.3 . . ? H67A C67 H67B 107.9 . . ? N7 C68 C67 111.3(4) . . ? N7 C68 H68A 109.4 . . ? C67 C68 H68A 109.4 . . ? N7 C68 H68B 109.4 . . ? C67 C68 H68B 109.4 . . ? H68A C68 H68B 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 Cu2 I1 Cu1 N2 -133.69(13) . . . . ? Cu3 I1 Cu1 N2 156.29(13) . . . . ? Cu2 I1 Cu1 Cu4 36.23(3) . . . . ? Cu3 I1 Cu1 Cu4 -33.80(3) . . . . ? Cu2 I1 Cu1 Cu3 70.03(3) . . . . ? Cu3 I1 Cu1 Cu2 -70.03(3) . . . . ? Cu2 I1 Cu1 I2 101.80(3) . . . . ? Cu3 I1 Cu1 I2 31.77(2) . . . . ? Cu2 I1 Cu1 I3 -31.12(2) . . . . ? Cu3 I1 Cu1 I3 -101.14(3) . . . . ? Cu3 I2 Cu1 N2 -159.55(13) . . . . ? Cu4 I2 Cu1 N2 130.24(13) . . . . ? Cu3 I2 Cu1 Cu4 70.22(3) . . . . ? Cu3 I2 Cu1 I1 -32.57(2) . . . . ? Cu4 I2 Cu1 I1 -102.79(3) . . . . ? Cu4 I2 Cu1 Cu3 -70.22(3) . . . . ? Cu3 I2 Cu1 Cu2 32.95(3) . . . . ? Cu4 I2 Cu1 Cu2 -37.27(3) . . . . ? Cu3 I2 Cu1 I3 97.39(3) . . . . ? Cu4 I2 Cu1 I3 27.17(2) . . . . ? Cu2 I3 Cu1 N2 148.30(11) . . . . ? Cu4 I3 Cu1 N2 -139.59(11) . . . . ? Cu2 I3 Cu1 Cu4 -72.11(3) . . . . ? Cu2 I3 Cu1 I1 31.77(2) . . . . ? Cu4 I3 Cu1 I1 103.87(3) . . . . ? Cu2 I3 Cu1 Cu3 -34.21(3) . . . . ? Cu4 I3 Cu1 Cu3 37.89(3) . . . . ? Cu4 I3 Cu1 Cu2 72.11(3) . . . . ? Cu2 I3 Cu1 I2 -98.75(3) . . . . ? Cu4 I3 Cu1 I2 -26.65(2) . . . . ? N2 Cu1 Cu2 N4 23.9(3) . . . . ? Cu4 Cu1 Cu2 N4 149.2(2) . . . . ? I1 Cu1 Cu2 N4 -69.4(2) . . . . ? Cu3 Cu1 Cu2 N4 -141.5(2) . . . . ? I2 Cu1 Cu2 N4 -174.0(2) . . . . ? I3 Cu1 Cu2 N4 76.2(2) . . . . ? N2 Cu1 Cu2 I3 -52.32(18) . . . . ? Cu4 Cu1 Cu2 I3 73.03(3) . . . . ? I1 Cu1 Cu2 I3 -145.64(2) . . . . ? Cu3 Cu1 Cu2 I3 142.32(3) . . . . ? I2 Cu1 Cu2 I3 109.74(3) . . . . ? N2 Cu1 Cu2 Cu3 165.37(18) . . . . ? Cu4 Cu1 Cu2 Cu3 -69.28(3) . . . . ? I1 Cu1 Cu2 Cu3 72.04(2) . . . . ? I2 Cu1 Cu2 Cu3 -32.57(3) . . . . ? I3 Cu1 Cu2 Cu3 -142.32(3) . . . . ? N2 Cu1 Cu2 I1 93.33(18) . . . . ? Cu4 Cu1 Cu2 I1 -141.32(3) . . . . ? Cu3 Cu1 Cu2 I1 -72.04(2) . . . . ? I2 Cu1 Cu2 I1 -104.62(3) . . . . ? I3 Cu1 Cu2 I1 145.64(2) . . . . ? N2 Cu1 Cu2 Cu4 -125.35(18) . . . . ? I1 Cu1 Cu2 Cu4 141.32(3) . . . . ? Cu3 Cu1 Cu2 Cu4 69.28(3) . . . . ? I2 Cu1 Cu2 Cu4 36.71(3) . . . . ? I3 Cu1 Cu2 Cu4 -73.03(3) . . . . ? N2 Cu1 Cu2 I4 -156.27(18) . . . . ? Cu4 Cu1 Cu2 I4 -30.92(3) . . . . ? I1 Cu1 Cu2 I4 110.40(3) . . . . ? Cu3 Cu1 Cu2 I4 38.36(3) . . . . ? I2 Cu1 Cu2 I4 5.78(4) . . . . ? I3 Cu1 Cu2 I4 -103.96(3) . . . . ? Cu1 I3 Cu2 N4 -146.56(12) . . . . ? Cu4 I3 Cu2 N4 146.81(12) . . . . ? Cu4 I3 Cu2 Cu1 -66.62(3) . . . . ? Cu1 I3 Cu2 Cu3 34.76(3) . . . . ? Cu4 I3 Cu2 Cu3 -31.87(3) . . . . ? Cu1 I3 Cu2 I1 -31.97(2) . . . . ? Cu4 I3 Cu2 I1 -98.60(3) . . . . ? Cu1 I3 Cu2 Cu4 66.62(3) . . . . ? Cu1 I3 Cu2 I4 100.00(3) . . . . ? Cu4 I3 Cu2 I4 33.37(2) . . . . ? Cu1 I1 Cu2 N4 148.01(12) . . . . ? Cu3 I1 Cu2 N4 -141.90(12) . . . . ? Cu3 I1 Cu2 Cu1 70.09(3) . . . . ? Cu1 I1 Cu2 I3 33.10(2) . . . . ? Cu3 I1 Cu2 I3 103.19(3) . . . . ? Cu1 I1 Cu2 Cu3 -70.09(3) . . . . ? Cu1 I1 Cu2 Cu4 -33.95(3) . . . . ? Cu3 I1 Cu2 Cu4 36.14(3) . . . . ? Cu1 I1 Cu2 I4 -95.86(3) . . . . ? Cu3 I1 Cu2 I4 -25.77(2) . . . . ? Cu4 I4 Cu2 N4 -148.86(12) . . . . ? Cu3 I4 Cu2 N4 141.83(12) . . . . ? Cu4 I4 Cu2 Cu1 31.23(3) . . . . ? Cu3 I4 Cu2 Cu1 -38.07(3) . . . . ? Cu4 I4 Cu2 I3 -35.33(3) . . . . ? Cu3 I4 Cu2 I3 -104.63(3) . . . . ? Cu4 I4 Cu2 Cu3 69.30(3) . . . . ? Cu4 I4 Cu2 I1 95.22(3) . . . . ? Cu3 I4 Cu2 I1 25.92(2) . . . . ? Cu3 I4 Cu2 Cu4 -69.30(3) . . . . ? Cu4 I2 Cu3 N6 -142.46(12) . . . . ? Cu1 I2 Cu3 N6 148.48(12) . . . . ? Cu1 I2 Cu3 Cu4 -69.07(3) . . . . ? Cu4 I2 Cu3 Cu1 69.07(3) . . . . ? Cu4 I2 Cu3 Cu2 35.93(3) . . . . ? Cu1 I2 Cu3 Cu2 -33.13(3) . . . . ? Cu4 I2 Cu3 I1 100.60(3) . . . . ? Cu1 I2 Cu3 I1 31.53(2) . . . . ? Cu4 I2 Cu3 I4 -30.00(2) . . . . ? Cu1 I2 Cu3 I4 -99.06(3) . . . . ? N2 Cu1 Cu3 N6 -17.2(4) . . . . ? Cu4 Cu1 Cu3 N6 -151.4(2) . . . . ? I1 Cu1 Cu3 N6 65.5(2) . . . . ? Cu2 Cu1 Cu3 N6 135.9(2) . . . . ? I2 Cu1 Cu3 N6 -80.0(2) . . . . ? I3 Cu1 Cu3 N6 169.6(2) . . . . ? N2 Cu1 Cu3 Cu4 134.2(3) . . . . ? I1 Cu1 Cu3 Cu4 -143.11(3) . . . . ? Cu2 Cu1 Cu3 Cu4 -72.65(3) . . . . ? I2 Cu1 Cu3 Cu4 71.43(2) . . . . ? I3 Cu1 Cu3 Cu4 -39.05(3) . . . . ? N2 Cu1 Cu3 I2 62.7(3) . . . . ? Cu4 Cu1 Cu3 I2 -71.43(2) . . . . ? I1 Cu1 Cu3 I2 145.45(3) . . . . ? Cu2 Cu1 Cu3 I2 -144.08(3) . . . . ? I3 Cu1 Cu3 I2 -110.48(3) . . . . ? N2 Cu1 Cu3 Cu2 -153.2(3) . . . . ? Cu4 Cu1 Cu3 Cu2 72.65(3) . . . . ? I1 Cu1 Cu3 Cu2 -70.46(2) . . . . ? I2 Cu1 Cu3 Cu2 144.08(3) . . . . ? I3 Cu1 Cu3 Cu2 33.60(3) . . . . ? N2 Cu1 Cu3 I1 -82.7(3) . . . . ? Cu4 Cu1 Cu3 I1 143.11(3) . . . . ? Cu2 Cu1 Cu3 I1 70.46(2) . . . . ? I2 Cu1 Cu3 I1 -145.45(3) . . . . ? I3 Cu1 Cu3 I1 104.07(3) . . . . ? N2 Cu1 Cu3 I4 168.3(3) . . . . ? Cu4 Cu1 Cu3 I4 34.09(3) . . . . ? I1 Cu1 Cu3 I4 -109.03(3) . . . . ? Cu2 Cu1 Cu3 I4 -38.56(3) . . . . ? I2 Cu1 Cu3 I4 105.52(3) . . . . ? I3 Cu1 Cu3 I4 -4.96(3) . . . . ? N4 Cu2 Cu3 N6 -2.5(3) . . . . ? Cu1 Cu2 Cu3 N6 -148.74(17) . . . . ? I3 Cu2 Cu3 N6 175.40(17) . . . . ? I1 Cu2 Cu3 N6 -79.22(17) . . . . ? Cu4 Cu2 Cu3 N6 142.05(17) . . . . ? I4 Cu2 Cu3 N6 74.11(17) . . . . ? N4 Cu2 Cu3 Cu4 -144.56(19) . . . . ? Cu1 Cu2 Cu3 Cu4 69.21(3) . . . . ? I3 Cu2 Cu3 Cu4 33.36(3) . . . . ? I1 Cu2 Cu3 Cu4 138.74(3) . . . . ? I4 Cu2 Cu3 Cu4 -67.94(2) . . . . ? N4 Cu2 Cu3 I2 179.75(18) . . . . ? Cu1 Cu2 Cu3 I2 33.52(3) . . . . ? I3 Cu2 Cu3 I2 -2.33(4) . . . . ? I1 Cu2 Cu3 I2 103.05(3) . . . . ? Cu4 Cu2 Cu3 I2 -35.69(3) . . . . ? I4 Cu2 Cu3 I2 -103.63(3) . . . . ? N4 Cu2 Cu3 Cu1 146.22(19) . . . . ? I3 Cu2 Cu3 Cu1 -35.86(3) . . . . ? I1 Cu2 Cu3 Cu1 69.52(2) . . . . ? Cu4 Cu2 Cu3 Cu1 -69.21(3) . . . . ? I4 Cu2 Cu3 Cu1 -137.15(3) . . . . ? N4 Cu2 Cu3 I1 76.70(18) . . . . ? Cu1 Cu2 Cu3 I1 -69.52(2) . . . . ? I3 Cu2 Cu3 I1 -105.38(3) . . . . ? Cu4 Cu2 Cu3 I1 -138.74(3) . . . . ? I4 Cu2 Cu3 I1 153.32(2) . . . . ? N4 Cu2 Cu3 I4 -76.63(18) . . . . ? Cu1 Cu2 Cu3 I4 137.15(3) . . . . ? I3 Cu2 Cu3 I4 101.30(3) . . . . ? I1 Cu2 Cu3 I4 -153.32(2) . . . . ? Cu4 Cu2 Cu3 I4 67.94(2) . . . . ? Cu1 I1 Cu3 N6 -151.91(11) . . . . ? Cu2 I1 Cu3 N6 137.06(11) . . . . ? Cu1 I1 Cu3 Cu4 33.16(3) . . . . ? Cu2 I1 Cu3 Cu4 -37.86(3) . . . . ? Cu1 I1 Cu3 I2 -32.24(3) . . . . ? Cu2 I1 Cu3 I2 -103.26(3) . . . . ? Cu2 I1 Cu3 Cu1 -71.02(3) . . . . ? Cu1 I1 Cu3 Cu2 71.02(3) . . . . ? Cu1 I1 Cu3 I4 96.64(3) . . . . ? Cu2 I1 Cu3 I4 25.62(2) . . . . ? Cu4 I4 Cu3 N6 148.36(11) . . . . ? Cu2 I4 Cu3 N6 -138.98(10) . . . . ? Cu2 I4 Cu3 Cu4 72.66(3) . . . . ? Cu4 I4 Cu3 I2 30.79(3) . . . . ? Cu2 I4 Cu3 I2 103.44(3) . . . . ? Cu4 I4 Cu3 Cu1 -34.43(3) . . . . ? Cu2 I4 Cu3 Cu1 38.23(3) . . . . ? Cu4 I4 Cu3 Cu2 -72.66(3) . . . . ? Cu4 I4 Cu3 I1 -97.98(3) . . . . ? Cu2 I4 Cu3 I1 -25.32(2) . . . . ? Cu3 I4 Cu4 N8 -152.81(15) . . . . ? Cu2 I4 Cu4 N8 138.05(15) . . . . ? Cu3 I4 Cu4 Cu1 36.21(3) . . . . ? Cu2 I4 Cu4 Cu1 -32.93(3) . . . . ? Cu2 I4 Cu4 Cu3 -69.14(3) . . . . ? Cu3 I4 Cu4 I2 -31.11(2) . . . . ? Cu2 I4 Cu4 I2 -100.25(3) . . . . ? Cu3 I4 Cu4 Cu2 69.14(3) . . . . ? Cu3 I4 Cu4 I3 102.60(3) . . . . ? Cu2 I4 Cu4 I3 33.47(2) . . . . ? N2 Cu1 Cu4 N8 -3.7(2) . . . . ? I1 Cu1 Cu4 N8 -170.89(18) . . . . ? Cu3 Cu1 Cu4 N8 154.59(19) . . . . ? Cu2 Cu1 Cu4 N8 -135.13(19) . . . . ? I2 Cu1 Cu4 N8 84.96(18) . . . . ? I3 Cu1 Cu4 N8 -67.64(18) . . . . ? N2 Cu1 Cu4 I4 164.87(15) . . . . ? I1 Cu1 Cu4 I4 -2.28(4) . . . . ? Cu3 Cu1 Cu4 I4 -36.80(3) . . . . ? Cu2 Cu1 Cu4 I4 33.48(3) . . . . ? I2 Cu1 Cu4 I4 -106.42(3) . . . . ? I3 Cu1 Cu4 I4 100.97(3) . . . . ? N2 Cu1 Cu4 Cu3 -158.33(16) . . . . ? I1 Cu1 Cu4 Cu3 34.52(3) . . . . ? Cu2 Cu1 Cu4 Cu3 70.28(3) . . . . ? I2 Cu1 Cu4 Cu3 -69.63(2) . . . . ? I3 Cu1 Cu4 Cu3 137.77(3) . . . . ? N2 Cu1 Cu4 I2 -88.70(15) . . . . ? I1 Cu1 Cu4 I2 104.14(3) . . . . ? Cu3 Cu1 Cu4 I2 69.63(2) . . . . ? Cu2 Cu1 Cu4 I2 139.91(3) . . . . ? I3 Cu1 Cu4 I2 -152.60(2) . . . . ? N2 Cu1 Cu4 Cu2 131.39(16) . . . . ? I1 Cu1 Cu4 Cu2 -35.77(3) . . . . ? Cu3 Cu1 Cu4 Cu2 -70.28(3) . . . . ? I2 Cu1 Cu4 Cu2 -139.91(3) . . . . ? I3 Cu1 Cu4 Cu2 67.49(2) . . . . ? N2 Cu1 Cu4 I3 63.90(15) . . . . ? I1 Cu1 Cu4 I3 -103.26(3) . . . . ? Cu3 Cu1 Cu4 I3 -137.77(3) . . . . ? Cu2 Cu1 Cu4 I3 -67.49(2) . . . . ? I2 Cu1 Cu4 I3 152.60(2) . . . . ? N6 Cu3 Cu4 N8 23.7(4) . . . . ? I2 Cu3 Cu4 N8 -60.2(3) . . . . ? Cu1 Cu3 Cu4 N8 -131.8(3) . . . . ? Cu2 Cu3 Cu4 N8 158.1(3) . . . . ? I1 Cu3 Cu4 N8 -164.9(3) . . . . ? I4 Cu3 Cu4 N8 86.8(3) . . . . ? N6 Cu3 Cu4 I4 -63.17(18) . . . . ? I2 Cu3 Cu4 I4 -147.06(3) . . . . ? Cu1 Cu3 Cu4 I4 141.33(3) . . . . ? Cu2 Cu3 Cu4 I4 71.28(2) . . . . ? I1 Cu3 Cu4 I4 108.31(3) . . . . ? N6 Cu3 Cu4 Cu1 155.50(18) . . . . ? I2 Cu3 Cu4 Cu1 71.61(2) . . . . ? Cu2 Cu3 Cu4 Cu1 -70.05(3) . . . . ? I1 Cu3 Cu4 Cu1 -33.02(3) . . . . ? I4 Cu3 Cu4 Cu1 -141.33(3) . . . . ? N6 Cu3 Cu4 I2 83.89(18) . . . . ? Cu1 Cu3 Cu4 I2 -71.61(2) . . . . ? Cu2 Cu3 Cu4 I2 -141.67(3) . . . . ? I1 Cu3 Cu4 I2 -104.63(3) . . . . ? I4 Cu3 Cu4 I2 147.06(3) . . . . ? N6 Cu3 Cu4 Cu2 -134.44(18) . . . . ? I2 Cu3 Cu4 Cu2 141.67(3) . . . . ? Cu1 Cu3 Cu4 Cu2 70.05(3) . . . . ? I1 Cu3 Cu4 Cu2 37.04(3) . . . . ? I4 Cu3 Cu4 Cu2 -71.28(2) . . . . ? N6 Cu3 Cu4 I3 -165.62(18) . . . . ? I2 Cu3 Cu4 I3 110.49(3) . . . . ? Cu1 Cu3 Cu4 I3 38.88(3) . . . . ? Cu2 Cu3 Cu4 I3 -31.17(3) . . . . ? I1 Cu3 Cu4 I3 5.86(4) . . . . ? I4 Cu3 Cu4 I3 -102.45(3) . . . . ? Cu3 I2 Cu4 N8 157.75(13) . . . . ? Cu1 I2 Cu4 N8 -131.03(13) . . . . ? Cu3 I2 Cu4 I4 31.95(3) . . . . ? Cu1 I2 Cu4 I4 103.17(3) . . . . ? Cu3 I2 Cu4 Cu1 -71.22(3) . . . . ? Cu1 I2 Cu4 Cu3 71.22(3) . . . . ? Cu3 I2 Cu4 Cu2 -34.87(3) . . . . ? Cu1 I2 Cu4 Cu2 36.35(3) . . . . ? Cu3 I2 Cu4 I3 -98.23(3) . . . . ? Cu1 I2 Cu4 I3 -27.01(2) . . . . ? N4 Cu2 Cu4 N8 -26.0(3) . . . . ? Cu1 Cu2 Cu4 N8 123.1(2) . . . . ? I3 Cu2 Cu4 N8 49.8(2) . . . . ? Cu3 Cu2 Cu4 N8 -165.2(2) . . . . ? I1 Cu2 Cu4 N8 157.5(2) . . . . ? I4 Cu2 Cu4 N8 -92.4(2) . . . . ? N4 Cu2 Cu4 I4 66.4(2) . . . . ? Cu1 Cu2 Cu4 I4 -144.51(3) . . . . ? I3 Cu2 Cu4 I4 142.23(3) . . . . ? Cu3 Cu2 Cu4 I4 -72.83(2) . . . . ? I1 Cu2 Cu4 I4 -110.10(3) . . . . ? N4 Cu2 Cu4 Cu1 -149.1(2) . . . . ? I3 Cu2 Cu4 Cu1 -73.26(2) . . . . ? Cu3 Cu2 Cu4 Cu1 71.68(3) . . . . ? I1 Cu2 Cu4 Cu1 34.41(3) . . . . ? I4 Cu2 Cu4 Cu1 144.51(3) . . . . ? N4 Cu2 Cu4 Cu3 139.2(2) . . . . ? Cu1 Cu2 Cu4 Cu3 -71.68(3) . . . . ? I3 Cu2 Cu4 Cu3 -144.93(3) . . . . ? I1 Cu2 Cu4 Cu3 -37.27(3) . . . . ? I4 Cu2 Cu4 Cu3 72.83(2) . . . . ? N4 Cu2 Cu4 I2 174.1(2) . . . . ? Cu1 Cu2 Cu4 I2 -36.87(3) . . . . ? I3 Cu2 Cu4 I2 -110.13(3) . . . . ? Cu3 Cu2 Cu4 I2 34.81(3) . . . . ? I1 Cu2 Cu4 I2 -2.46(4) . . . . ? I4 Cu2 Cu4 I2 107.64(3) . . . . ? N4 Cu2 Cu4 I3 -75.8(2) . . . . ? Cu1 Cu2 Cu4 I3 73.26(2) . . . . ? Cu3 Cu2 Cu4 I3 144.93(3) . . . . ? I1 Cu2 Cu4 I3 107.66(3) . . . . ? I4 Cu2 Cu4 I3 -142.23(3) . . . . ? Cu2 I3 Cu4 N8 -151.94(13) . . . . ? Cu1 I3 Cu4 N8 137.48(13) . . . . ? Cu2 I3 Cu4 I4 -34.85(2) . . . . ? Cu1 I3 Cu4 I4 -105.43(3) . . . . ? Cu2 I3 Cu4 Cu1 70.58(3) . . . . ? Cu2 I3 Cu4 Cu3 31.95(3) . . . . ? Cu1 I3 Cu4 Cu3 -38.63(3) . . . . ? Cu2 I3 Cu4 I2 97.50(3) . . . . ? Cu1 I3 Cu4 I2 26.91(2) . . . . ? Cu1 I3 Cu4 Cu2 -70.58(3) . . . . ? Cu4 Cu1 N2 C15 -179.9(2) . . . . ? I1 Cu1 N2 C15 -13.0(3) . . . . ? Cu3 Cu1 N2 C15 59.2(5) . . . . ? Cu2 Cu1 N2 C15 -84.6(3) . . . . ? I2 Cu1 N2 C15 113.2(3) . . . . ? I3 Cu1 N2 C15 -127.2(3) . . . . ? Cu4 Cu1 N2 C16 50.6(4) . . . . ? I1 Cu1 N2 C16 -142.5(3) . . . . ? Cu3 Cu1 N2 C16 -70.3(5) . . . . ? Cu2 Cu1 N2 C16 145.9(3) . . . . ? I2 Cu1 N2 C16 -16.3(4) . . . . ? I3 Cu1 N2 C16 103.3(3) . . . . ? Cu1 Cu2 N4 C32 138.8(3) . . . . ? I3 Cu2 N4 C32 -157.7(3) . . . . ? Cu3 Cu2 N4 C32 20.3(4) . . . . ? I1 Cu2 N4 C32 82.1(3) . . . . ? Cu4 Cu2 N4 C32 -94.4(4) . . . . ? I4 Cu2 N4 C32 -41.1(3) . . . . ? Cu1 Cu2 N4 C34 12.5(5) . . . . ? I3 Cu2 N4 C34 76.1(3) . . . . ? Cu3 Cu2 N4 C34 -105.9(3) . . . . ? I1 Cu2 N4 C34 -44.1(3) . . . . ? Cu4 Cu2 N4 C34 139.3(3) . . . . ? I4 Cu2 N4 C34 -167.3(3) . . . . ? Cu4 Cu3 N6 C49 1.5(4) . . . . ? I2 Cu3 N6 C49 69.3(3) . . . . ? Cu1 Cu3 N6 C49 135.8(3) . . . . ? Cu2 Cu3 N6 C49 -108.5(3) . . . . ? I1 Cu3 N6 C49 -170.1(3) . . . . ? I4 Cu3 N6 C49 -49.5(3) . . . . ? Cu4 Cu3 N6 C51 125.8(3) . . . . ? I2 Cu3 N6 C51 -166.5(3) . . . . ? Cu1 Cu3 N6 C51 -99.9(3) . . . . ? Cu2 Cu3 N6 C51 15.8(4) . . . . ? I1 Cu3 N6 C51 -45.8(3) . . . . ? I4 Cu3 N6 C51 74.7(3) . . . . ? I4 Cu4 N8 C67 50.0(4) . . . . ? Cu1 Cu4 N8 C67 -141.5(3) . . . . ? Cu3 Cu4 N8 C67 -25.0(6) . . . . ? I2 Cu4 N8 C67 -76.3(4) . . . . ? Cu2 Cu4 N8 C67 123.2(3) . . . . ? I3 Cu4 N8 C67 163.8(4) . . . . ? I4 Cu4 N8 C66 178.1(3) . . . . ? Cu1 Cu4 N8 C66 -13.4(5) . . . . ? Cu3 Cu4 N8 C66 103.2(4) . . . . ? I2 Cu4 N8 C66 51.8(4) . . . . ? Cu2 Cu4 N8 C66 -108.6(4) . . . . ? I3 Cu4 N8 C66 -68.1(4) . . . . ? C6 C1 C2 C3 -2.8(7) . . . . ? C13 C1 C2 C3 -178.6(4) . . . . ? C1 C2 C3 C4 1.5(7) . . . . ? C2 C3 C4 C5 0.6(7) . . . . ? C3 C4 C5 C6 -1.2(7) . . . . ? C2 C1 C6 C5 2.2(7) . . . . ? C13 C1 C6 C5 178.0(4) . . . . ? C4 C5 C6 C1 -0.1(7) . . . . ? C12 C7 C8 C9 -0.1(7) . . . . ? C13 C7 C8 C9 175.9(4) . . . . ? C7 C8 C9 C10 -0.3(8) . . . . ? C8 C9 C10 C11 0.1(8) . . . . ? C9 C10 C11 C12 0.4(8) . . . . ? C8 C7 C12 C11 0.6(7) . . . . ? C13 C7 C12 C11 -175.5(5) . . . . ? C10 C11 C12 C7 -0.8(8) . . . . ? C17 N1 C13 C1 162.9(4) . . . . ? C14 N1 C13 C1 -69.4(5) . . . . ? C17 N1 C13 C7 -68.0(5) . . . . ? C14 N1 C13 C7 59.6(5) . . . . ? C2 C1 C13 N1 -20.1(6) . . . . ? C6 C1 C13 N1 164.2(4) . . . . ? C2 C1 C13 C7 -148.6(4) . . . . ? C6 C1 C13 C7 35.7(6) . . . . ? C12 C7 C13 N1 94.6(5) . . . . ? C8 C7 C13 N1 -81.4(6) . . . . ? C12 C7 C13 C1 -138.1(4) . . . . ? C8 C7 C13 C1 45.9(6) . . . . ? C17 N1 C14 C15 -63.1(5) . . . . ? C13 N1 C14 C15 167.3(4) . . . . ? C16 N2 C15 C14 -49.2(5) . . . . ? Cu1 N2 C15 C14 -179.5(3) . . . . ? N1 C14 C15 N2 56.3(5) . . . . ? C15 N2 C16 C17 49.1(6) . . . . ? Cu1 N2 C16 C17 -178.8(3) . . . . ? C13 N1 C17 C16 -166.2(4) . . . . ? C14 N1 C17 C16 63.3(5) . . . . ? N2 C16 C17 N1 -56.3(5) . . . . ? C23 C18 C19 C20 3.1(8) . . . . ? C30 C18 C19 C20 -169.6(5) . . . . ? C18 C19 C20 C21 -1.1(8) . . . . ? C19 C20 C21 C22 -1.7(9) . . . . ? C20 C21 C22 C23 2.6(9) . . . . ? C21 C22 C23 C18 -0.6(9) . . . . ? C19 C18 C23 C22 -2.3(8) . . . . ? C30 C18 C23 C22 170.4(5) . . . . ? C29 C24 C25 C26 1.4(8) . . . . ? C30 C24 C25 C26 179.1(5) . . . . ? C24 C25 C26 C27 0.0(9) . . . . ? C25 C26 C27 C28 -0.8(10) . . . . ? C26 C27 C28 C29 0.2(9) . . . . ? C25 C24 C29 C28 -2.1(8) . . . . ? C30 C24 C29 C28 -179.8(5) . . . . ? C27 C28 C29 C24 1.3(8) . . . . ? C33 N3 C30 C24 -175.9(4) . . . . ? C31 N3 C30 C24 -54.1(5) . . . . ? C33 N3 C30 C18 63.0(5) . . . . ? C31 N3 C30 C18 -175.2(4) . . . . ? C29 C24 C30 N3 -55.2(6) . . . . ? C25 C24 C30 N3 127.2(5) . . . . ? C29 C24 C30 C18 68.3(6) . . . . ? C25 C24 C30 C18 -109.4(5) . . . . ? C19 C18 C30 N3 -153.8(4) . . . . ? C23 C18 C30 N3 33.6(6) . . . . ? C19 C18 C30 C24 84.0(6) . . . . ? C23 C18 C30 C24 -88.5(5) . . . . ? C33 N3 C31 C32 -62.4(5) . . . . ? C30 N3 C31 C32 173.0(4) . . . . ? C34 N4 C32 C31 -51.4(5) . . . . ? Cu2 N4 C32 C31 179.5(3) . . . . ? N3 C31 C32 N4 58.4(6) . . . . ? C31 N3 C33 C34 61.8(5) . . . . ? C30 N3 C33 C34 -174.3(4) . . . . ? C32 N4 C34 C33 50.9(5) . . . . ? Cu2 N4 C34 C33 178.5(3) . . . . ? N3 C33 C34 N4 -57.6(6) . . . . ? C40 C35 C36 C37 -1.4(8) . . . . ? C47 C35 C36 C37 -178.7(5) . . . . ? C35 C36 C37 C38 1.4(8) . . . . ? C36 C37 C38 C39 -0.4(8) . . . . ? C37 C38 C39 C40 -0.6(9) . . . . ? C38 C39 C40 C35 0.6(9) . . . . ? C36 C35 C40 C39 0.4(8) . . . . ? C47 C35 C40 C39 177.7(5) . . . . ? C46 C41 C42 C43 3.0(7) . . . . ? C47 C41 C42 C43 -170.5(4) . . . . ? C41 C42 C43 C44 -0.5(7) . . . . ? C42 C43 C44 C45 -2.1(7) . . . . ? C43 C44 C45 C46 2.2(7) . . . . ? C44 C45 C46 C41 0.4(7) . . . . ? C42 C41 C46 C45 -2.9(7) . . . . ? C47 C41 C46 C45 170.4(4) . . . . ? C48 N5 C47 C41 63.5(5) . . . . ? C50 N5 C47 C41 -176.1(4) . . . . ? C48 N5 C47 C35 -176.2(4) . . . . ? C50 N5 C47 C35 -55.8(5) . . . . ? C42 C41 C47 N5 -156.0(4) . . . . ? C46 C41 C47 N5 30.9(6) . . . . ? C42 C41 C47 C35 82.7(5) . . . . ? C46 C41 C47 C35 -90.4(5) . . . . ? C36 C35 C47 N5 111.3(5) . . . . ? C40 C35 C47 N5 -65.9(6) . . . . ? C36 C35 C47 C41 -124.5(5) . . . . ? C40 C35 C47 C41 58.2(6) . . . . ? C50 N5 C48 C49 63.1(5) . . . . ? C47 N5 C48 C49 -174.1(4) . . . . ? C51 N6 C49 C48 50.0(5) . . . . ? Cu3 N6 C49 C48 173.9(3) . . . . ? N5 C48 C49 N6 -58.3(5) . . . . ? C48 N5 C50 C51 -63.2(5) . . . . ? C47 N5 C50 C51 173.1(4) . . . . ? C49 N6 C51 C50 -50.0(6) . . . . ? Cu3 N6 C51 C50 -177.2(3) . . . . ? N5 C50 C51 N6 57.9(5) . . . . ? C57 C52 C53 C54 3.6(8) . . . . ? C64 C52 C53 C54 -170.2(5) . . . . ? C52 C53 C54 C55 -1.3(9) . . . . ? C53 C54 C55 C56 -2.3(9) . . . . ? C54 C55 C56 C57 3.6(9) . . . . ? C53 C52 C57 C56 -2.3(7) . . . . ? C64 C52 C57 C56 171.3(5) . . . . ? C55 C56 C57 C52 -1.2(8) . . . . ? C63 C58 C59 C60 0.1(8) . . . . ? C64 C58 C59 C60 -180.0(5) . . . . ? C58 C59 C60 C61 0.2(8) . . . . ? C59 C60 C61 C62 -0.1(8) . . . . ? C60 C61 C62 C63 -0.2(8) . . . . ? C61 C62 C63 C58 0.5(7) . . . . ? C59 C58 C63 C62 -0.5(7) . . . . ? C64 C58 C63 C62 179.6(4) . . . . ? C65 N7 C64 C52 -163.2(4) . . . . ? C68 N7 C64 C52 74.7(5) . . . . ? C65 N7 C64 C58 -40.5(5) . . . . ? C68 N7 C64 C58 -162.6(4) . . . . ? C57 C52 C64 N7 33.0(6) . . . . ? C53 C52 C64 N7 -153.4(4) . . . . ? C57 C52 C64 C58 -91.5(5) . . . . ? C53 C52 C64 C58 82.1(5) . . . . ? C59 C58 C64 N7 -71.2(6) . . . . ? C63 C58 C64 N7 108.8(5) . . . . ? C59 C58 C64 C52 52.7(6) . . . . ? C63 C58 C64 C52 -127.3(5) . . . . ? C68 N7 C65 C66 -56.8(6) . . . . ? C64 N7 C65 C66 -178.8(4) . . . . ? C67 N8 C66 C65 -55.8(7) . . . . ? Cu4 N8 C66 C65 170.0(4) . . . . ? N7 C65 C66 N8 58.0(7) . . . . ? C66 N8 C67 C68 55.5(6) . . . . ? Cu4 N8 C67 C68 -175.2(3) . . . . ? C65 N7 C68 C67 56.1(6) . . . . ? C64 N7 C68 C67 -179.7(4) . . . . ? N8 C67 C68 N7 -57.3(6) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.255 _refine_diff_density_min -1.293 _refine_diff_density_rms 0.142 data_p21onc_2 _database_code_depnum_ccdc_archive 'CCDC 877791' #TrackingRef '10840_web_deposit_cif_file_9_RobertD.Pike_1334928780.RDP330(CuI)2[(PhCH2CH2)2Pip].cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H26 Cu2 I2 N2' _chemical_formula_sum 'C20 H26 Cu2 I2 N2' _chemical_formula_weight 675.31 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 '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 _symmetry_space_group_name_Hall '-P 2ybc' 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 8.4848(3) _cell_length_b 20.3374(7) _cell_length_c 13.1364(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.548(2) _cell_angle_gamma 90.00 _cell_volume 2264.56(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5388 _cell_measurement_theta_min 4.35 _cell_measurement_theta_max 67.72 _exptl_crystal_description blade _exptl_crystal_colour colorless _exptl_crystal_size_min 0.024 _exptl_crystal_size_mid 0.175 _exptl_crystal_size_max 0.336 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.981 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 23.758 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1509 _exptl_absorpt_correction_T_max 0.4735 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _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 'Bruker SMART Apex II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 23889 _diffrn_reflns_av_R_equivalents 0.0833 _diffrn_reflns_av_sigmaI/netI 0.0595 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 4.01 _diffrn_reflns_theta_max 66.99 _reflns_number_total 3831 _reflns_number_gt 2872 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0689P)^2^+0.4153P] 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 3831 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.1221 _refine_ls_wR_factor_gt 0.1098 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 I1 I 0.51390(5) 0.44867(2) 0.85098(3) 0.02212(16) Uani 1 1 d . . . I2 I 0.94489(5) 0.44985(2) 0.66795(3) 0.02428(16) Uani 1 1 d . . . Cu1 Cu 0.81010(11) 0.44878(4) 0.83941(7) 0.0201(2) Uani 1 1 d . . . Cu2 Cu 0.64703(11) 0.44888(4) 0.67774(7) 0.0185(2) Uani 1 1 d . . . N1 N 0.9691(6) 0.4341(3) 0.9591(4) 0.0222(12) Uani 1 1 d . . . N2 N 0.4840(6) 0.4396(2) 0.5594(4) 0.0176(11) Uani 1 1 d . . . C1 C 0.8649(7) 0.2547(3) 0.9290(5) 0.0239(15) Uani 1 1 d . . . C2 C 0.9592(8) 0.2021(3) 0.9653(5) 0.0283(16) Uani 1 1 d . . . H2 H 1.0209 0.2072 1.0269 0.034 Uiso 1 1 calc R . . C3 C 0.9637(8) 0.1434(3) 0.9132(5) 0.0273(16) Uani 1 1 d . . . H3 H 1.0295 0.1089 0.9390 0.033 Uiso 1 1 calc R . . C4 C 0.8733(8) 0.1339(4) 0.8232(5) 0.0284(16) Uani 1 1 d . . . H4 H 0.8778 0.0936 0.7868 0.034 Uiso 1 1 calc R . . C5 C 0.7760(9) 0.1852(4) 0.7880(6) 0.0356(18) Uani 1 1 d . . . H5 H 0.7097 0.1793 0.7285 0.043 Uiso 1 1 calc R . . C6 C 0.7756(8) 0.2440(4) 0.8386(5) 0.0295(16) Uani 1 1 d . . . H6 H 0.7122 0.2788 0.8112 0.035 Uiso 1 1 calc R . . C7 C 0.8634(8) 0.3196(3) 0.9824(5) 0.0260(15) Uani 1 1 d . . . H7B H 0.8638 0.3121 1.0568 0.031 Uiso 1 1 calc R . . H7A H 0.7647 0.3431 0.9622 0.031 Uiso 1 1 calc R . . C8 C 1.0045(8) 0.3631(3) 0.9582(5) 0.0253(15) Uani 1 1 d . . . H8A H 1.0919 0.3541 1.0088 0.030 Uiso 1 1 calc R . . H8B H 1.0412 0.3510 0.8902 0.030 Uiso 1 1 calc R . . C9 C 1.1153(7) 0.4717(3) 0.9412(5) 0.0222(14) Uani 1 1 d . . . H9A H 1.1563 0.4584 0.8749 0.027 Uiso 1 1 calc R . . H9B H 1.1963 0.4606 0.9951 0.027 Uiso 1 1 calc R . . C10 C 0.9115(8) 0.4555(3) 1.0589(5) 0.0213(14) Uani 1 1 d . . . H10A H 0.9901 0.4439 1.1139 0.026 Uiso 1 1 calc R . . H10B H 0.8117 0.4326 1.0723 0.026 Uiso 1 1 calc R . . C11 C 0.5582(8) 0.4401(3) 0.4589(5) 0.0200(14) Uani 1 1 d . . . H11A H 0.4772 0.4307 0.4043 0.024 Uiso 1 1 calc R . . H11B H 0.6394 0.4052 0.4576 0.024 Uiso 1 1 calc R . . C12 C 0.3669(7) 0.4942(3) 0.5607(5) 0.0223(14) Uani 1 1 d . . . H12A H 0.3182 0.4952 0.6278 0.027 Uiso 1 1 calc R . . H12B H 0.2821 0.4860 0.5080 0.027 Uiso 1 1 calc R . . C13 C 0.4004(7) 0.3762(3) 0.5738(5) 0.0193(14) Uani 1 1 d . . . H13A H 0.3281 0.3680 0.5139 0.023 Uiso 1 1 calc R . . H13B H 0.3358 0.3796 0.6345 0.023 Uiso 1 1 calc R . . C14 C 0.5139(8) 0.3181(3) 0.5874(6) 0.0268(15) Uani 1 1 d . . . H14A H 0.5562 0.3070 0.5205 0.032 Uiso 1 1 calc R . . H14B H 0.6039 0.3315 0.6334 0.032 Uiso 1 1 calc R . . C15 C 0.4379(8) 0.2576(3) 0.6305(5) 0.0240(15) Uani 1 1 d . . . C16 C 0.4482(7) 0.1975(3) 0.5812(5) 0.0249(15) Uani 1 1 d . . . H16 H 0.4976 0.1954 0.5178 0.030 Uiso 1 1 calc R . . C17 C 0.3888(8) 0.1408(3) 0.6217(6) 0.0323(18) Uani 1 1 d . . . H17 H 0.4009 0.0999 0.5879 0.039 Uiso 1 1 calc R . . C18 C 0.3109(9) 0.1436(4) 0.7126(6) 0.0358(18) Uani 1 1 d . . . H18 H 0.2689 0.1047 0.7409 0.043 Uiso 1 1 calc R . . C19 C 0.2947(10) 0.2031(4) 0.7617(6) 0.0402(19) Uani 1 1 d . . . H19 H 0.2409 0.2054 0.8235 0.048 Uiso 1 1 calc R . . C20 C 0.3579(9) 0.2599(4) 0.7200(6) 0.0349(18) Uani 1 1 d . . . H20 H 0.3457 0.3008 0.7536 0.042 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 I1 0.0133(2) 0.0336(3) 0.0193(2) -0.00158(17) -0.0001(2) -0.00007(16) I2 0.0142(2) 0.0406(3) 0.0179(2) -0.00257(17) -0.0009(2) -0.00262(16) Cu1 0.0151(5) 0.0275(5) 0.0174(5) -0.0016(4) -0.0037(4) -0.0008(4) Cu2 0.0153(5) 0.0221(5) 0.0177(5) 0.0005(4) -0.0042(4) -0.0017(4) N1 0.015(3) 0.033(3) 0.019(3) -0.001(2) 0.000(3) -0.003(2) N2 0.019(3) 0.022(3) 0.012(3) 0.003(2) -0.001(2) 0.000(2) C1 0.017(3) 0.032(4) 0.023(4) 0.003(3) 0.003(3) -0.003(3) C2 0.021(3) 0.033(4) 0.030(4) 0.003(3) -0.007(3) 0.000(3) C3 0.025(3) 0.024(4) 0.033(4) 0.012(3) -0.002(3) 0.004(3) C4 0.026(4) 0.035(4) 0.024(4) 0.001(3) -0.004(4) -0.006(3) C5 0.035(4) 0.045(5) 0.026(4) 0.003(3) -0.006(4) -0.004(4) C6 0.029(4) 0.034(4) 0.025(4) 0.006(3) -0.005(4) 0.008(3) C7 0.021(3) 0.031(4) 0.026(4) 0.006(3) -0.001(3) 0.001(3) C8 0.022(3) 0.027(4) 0.026(4) 0.001(3) -0.004(3) -0.001(3) C9 0.010(3) 0.040(4) 0.017(3) -0.002(3) -0.004(3) 0.000(3) C10 0.013(3) 0.035(4) 0.016(3) -0.001(3) 0.001(3) -0.001(3) C11 0.015(3) 0.027(4) 0.018(3) 0.001(3) 0.003(3) 0.002(3) C12 0.014(3) 0.030(4) 0.023(4) -0.005(3) 0.000(3) -0.002(3) C13 0.015(3) 0.021(3) 0.022(3) -0.002(3) -0.003(3) -0.001(2) C14 0.024(3) 0.021(4) 0.035(4) -0.004(3) -0.003(3) -0.003(3) C15 0.022(3) 0.022(4) 0.028(4) 0.003(3) -0.002(3) -0.002(3) C16 0.017(3) 0.031(4) 0.025(4) 0.001(3) -0.013(3) 0.007(3) C17 0.029(4) 0.023(4) 0.042(4) 0.000(3) -0.026(4) -0.004(3) C18 0.035(4) 0.027(4) 0.045(5) 0.014(4) -0.010(4) -0.013(3) C19 0.046(5) 0.033(4) 0.042(5) 0.011(4) 0.007(4) -0.007(4) C20 0.039(4) 0.025(4) 0.041(5) 0.007(3) 0.003(4) -0.002(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 I1 Cu1 2.5245(10) . ? I1 Cu2 2.5853(10) . ? I2 Cu2 2.5363(10) . ? I2 Cu1 2.5711(10) . ? Cu1 N1 2.048(6) . ? Cu1 Cu2 2.4826(14) . ? Cu2 N2 2.044(5) . ? N1 C8 1.476(8) . ? N1 C9 1.484(8) . ? N1 C10 1.485(8) . ? N2 C13 1.486(8) . ? N2 C11 1.488(8) . ? N2 C12 1.491(8) . ? C1 C6 1.398(9) . ? C1 C2 1.405(9) . ? C1 C7 1.496(9) . ? C2 C3 1.378(10) . ? C2 H2 0.9500 . ? C3 C4 1.394(10) . ? C3 H3 0.9500 . ? C4 C5 1.397(10) . ? C4 H4 0.9500 . ? C5 C6 1.367(10) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.532(9) . ? C7 H7B 0.9900 . ? C7 H7A 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.498(9) 3_767 ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C9 1.498(9) 3_767 ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.506(9) 3_666 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C11 1.506(9) 3_666 ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.530(8) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.511(9) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C20 1.384(10) . ? C15 C16 1.390(9) . ? C16 C17 1.375(10) . ? C16 H16 0.9500 . ? C17 C18 1.392(11) . ? C17 H17 0.9500 . ? C18 C19 1.382(11) . ? C18 H18 0.9500 . ? C19 C20 1.395(10) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? 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 Cu1 I1 Cu2 58.12(3) . . ? Cu2 I2 Cu1 58.16(3) . . ? N1 Cu1 Cu2 168.56(16) . . ? N1 Cu1 I1 125.26(16) . . ? Cu2 Cu1 I1 62.17(3) . . ? N1 Cu1 I2 111.74(16) . . ? Cu2 Cu1 I2 60.22(3) . . ? I1 Cu1 I2 122.38(4) . . ? N2 Cu2 Cu1 169.57(15) . . ? N2 Cu2 I2 127.20(15) . . ? Cu1 Cu2 I2 61.62(3) . . ? N2 Cu2 I1 111.22(15) . . ? Cu1 Cu2 I1 59.71(3) . . ? I2 Cu2 I1 121.33(4) . . ? C8 N1 C9 109.3(5) . . ? C8 N1 C10 111.7(5) . . ? C9 N1 C10 107.4(5) . . ? C8 N1 Cu1 105.3(4) . . ? C9 N1 Cu1 109.3(4) . . ? C10 N1 Cu1 113.8(4) . . ? C13 N2 C11 110.1(5) . . ? C13 N2 C12 108.8(5) . . ? C11 N2 C12 108.2(5) . . ? C13 N2 Cu2 107.1(4) . . ? C11 N2 Cu2 112.0(4) . . ? C12 N2 Cu2 110.6(4) . . ? C6 C1 C2 116.6(7) . . ? C6 C1 C7 121.4(6) . . ? C2 C1 C7 122.0(6) . . ? C3 C2 C1 121.2(7) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C2 C3 C4 121.0(6) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C3 C4 C5 118.1(7) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? C6 C5 C4 120.4(7) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C1 122.5(7) . . ? C5 C6 H6 118.8 . . ? C1 C6 H6 118.8 . . ? C1 C7 C8 112.9(6) . . ? C1 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? C1 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? H7B C7 H7A 107.8 . . ? N1 C8 C7 113.7(5) . . ? N1 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? N1 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N1 C9 C10 112.4(5) . 3_767 ? N1 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 3_767 . ? N1 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 3_767 . ? H9A C9 H9B 107.9 . . ? N1 C10 C9 110.2(5) . 3_767 ? N1 C10 H10A 109.6 . . ? C9 C10 H10A 109.6 3_767 . ? N1 C10 H10B 109.6 . . ? C9 C10 H10B 109.6 3_767 . ? H10A C10 H10B 108.1 . . ? N2 C11 C12 110.9(5) . 3_666 ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 3_666 . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 3_666 . ? H11A C11 H11B 108.0 . . ? N2 C12 C11 111.9(5) . 3_666 ? N2 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 3_666 . ? N2 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 3_666 . ? H12A C12 H12B 107.9 . . ? N2 C13 C14 112.5(5) . . ? N2 C13 H13A 109.1 . . ? C14 C13 H13A 109.1 . . ? N2 C13 H13B 109.1 . . ? C14 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? C15 C14 C13 113.3(6) . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14B 108.9 . . ? C13 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C20 C15 C16 117.9(6) . . ? C20 C15 C14 121.7(6) . . ? C16 C15 C14 120.4(6) . . ? C17 C16 C15 121.8(7) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C18 119.6(7) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C19 C18 C17 119.9(7) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 119.6(8) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C15 C20 C19 121.2(7) . . ? C15 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? 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 Cu2 I1 Cu1 N1 -169.8(2) . . . . ? Cu2 I1 Cu1 I2 0.46(4) . . . . ? Cu2 I2 Cu1 N1 170.95(17) . . . . ? Cu2 I2 Cu1 I1 -0.47(4) . . . . ? N1 Cu1 Cu2 N2 102.0(12) . . . . ? I1 Cu1 Cu2 N2 -31.0(8) . . . . ? I2 Cu1 Cu2 N2 149.4(8) . . . . ? N1 Cu1 Cu2 I2 -47.4(8) . . . . ? I1 Cu1 Cu2 I2 179.55(4) . . . . ? N1 Cu1 Cu2 I1 133.0(8) . . . . ? I2 Cu1 Cu2 I1 -179.55(4) . . . . ? Cu1 I2 Cu2 N2 -173.36(18) . . . . ? Cu1 I2 Cu2 I1 0.46(4) . . . . ? Cu1 I1 Cu2 N2 174.26(16) . . . . ? Cu1 I1 Cu2 I2 -0.47(4) . . . . ? Cu2 Cu1 N1 C8 -33.9(10) . . . . ? I1 Cu1 N1 C8 93.7(4) . . . . ? I2 Cu1 N1 C8 -77.4(4) . . . . ? Cu2 Cu1 N1 C9 83.4(9) . . . . ? I1 Cu1 N1 C9 -149.0(3) . . . . ? I2 Cu1 N1 C9 39.9(4) . . . . ? Cu2 Cu1 N1 C10 -156.6(6) . . . . ? I1 Cu1 N1 C10 -28.9(5) . . . . ? I2 Cu1 N1 C10 159.9(4) . . . . ? Cu1 Cu2 N2 C13 -31.2(11) . . . . ? I2 Cu2 N2 C13 114.6(3) . . . . ? I1 Cu2 N2 C13 -59.7(4) . . . . ? Cu1 Cu2 N2 C11 -152.0(7) . . . . ? I2 Cu2 N2 C11 -6.1(5) . . . . ? I1 Cu2 N2 C11 179.5(3) . . . . ? Cu1 Cu2 N2 C12 87.2(9) . . . . ? I2 Cu2 N2 C12 -126.9(4) . . . . ? I1 Cu2 N2 C12 58.7(4) . . . . ? C6 C1 C2 C3 0.7(10) . . . . ? C7 C1 C2 C3 -177.5(6) . . . . ? C1 C2 C3 C4 -0.8(11) . . . . ? C2 C3 C4 C5 -0.9(11) . . . . ? C3 C4 C5 C6 2.8(11) . . . . ? C4 C5 C6 C1 -3.1(12) . . . . ? C2 C1 C6 C5 1.3(10) . . . . ? C7 C1 C6 C5 179.4(7) . . . . ? C6 C1 C7 C8 -98.1(7) . . . . ? C2 C1 C7 C8 80.0(8) . . . . ? C9 N1 C8 C7 176.6(5) . . . . ? C10 N1 C8 C7 57.9(7) . . . . ? Cu1 N1 C8 C7 -66.1(6) . . . . ? C1 C7 C8 N1 148.3(6) . . . . ? C8 N1 C9 C10 180.0(5) . . . 3_767 ? C10 N1 C9 C10 -58.7(7) . . . 3_767 ? Cu1 N1 C9 C10 65.2(6) . . . 3_767 ? C8 N1 C10 C9 177.1(5) . . . 3_767 ? C9 N1 C10 C9 57.3(7) . . . 3_767 ? Cu1 N1 C10 C9 -63.8(6) . . . 3_767 ? C13 N2 C11 C12 175.7(5) . . . 3_666 ? C12 N2 C11 C12 56.9(7) . . . 3_666 ? Cu2 N2 C11 C12 -65.2(6) . . . 3_666 ? C13 N2 C12 C11 -177.1(5) . . . 3_666 ? C11 N2 C12 C11 -57.5(7) . . . 3_666 ? Cu2 N2 C12 C11 65.5(6) . . . 3_666 ? C11 N2 C13 C14 69.0(7) . . . . ? C12 N2 C13 C14 -172.6(5) . . . . ? Cu2 N2 C13 C14 -53.0(6) . . . . ? N2 C13 C14 C15 164.0(5) . . . . ? C13 C14 C15 C20 -53.5(9) . . . . ? C13 C14 C15 C16 127.1(7) . . . . ? C20 C15 C16 C17 -3.5(10) . . . . ? C14 C15 C16 C17 175.9(6) . . . . ? C15 C16 C17 C18 2.4(10) . . . . ? C16 C17 C18 C19 -0.4(11) . . . . ? C17 C18 C19 C20 -0.5(12) . . . . ? C16 C15 C20 C19 2.5(11) . . . . ? C14 C15 C20 C19 -176.9(7) . . . . ? C18 C19 C20 C15 -0.6(12) . . . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 66.99 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 2.445 _refine_diff_density_min -0.972 _refine_diff_density_rms 0.195