# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name _publ_author_address 'Guido Kickelbick' ; Institut fur Anorganische Chemie Technische Universitat Wien Getreidemarkt 9 A-1060 Wien Austria ; 'Tomislav Pintauer' ; Center for Macromolecular Engineering Department of Chemistry Carnegie Mellon University 4400 Fifth Avenue Pittsburgh, PA 15213 USA ; 'Krzysztof Matyjaszewski' ; Center for Macromolecular Engineering Department of Chemistry Carnegie Mellon University 4400 Fifth Avenue Pittsburgh, PA 15213 USA ; _publ_contact_author_name 'Prof Krzysztof Matyjaszewski' _publ_contact_author_address ; Department of Chemistry Carnegie Mellon University 4400 Fifth Avenue Pittsburgh PA 15213 USA ; _publ_contact_author_phone '+43 1 58801 15321' _publ_contact_author_fax '+43 1 58801 15399' _publ_contact_author_email 'KM3B@ANDREW.CMU.EDU' _publ_requested_journal 'New J. Chem.' _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Structural Comparison of Cu(II) Complexes in Atom Transfer Radcial Polymerization ; #============================================================================== data_gkkm01 _database_code_CSD 181514 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H88 Br3 Cu2 N4' _chemical_formula_weight 1184.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 '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 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 34.9413(15) _cell_length_b 24.8105(10) _cell_length_c 17.1680(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.3620(10) _cell_angle_gamma 90.00 _cell_volume 14818.0(11) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.062 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4920 _exptl_absorpt_coefficient_mu 2.221 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD Detector' _diffrn_measurement_method omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 20 _diffrn_standards_decay_% ? _diffrn_reflns_number 6500 _diffrn_reflns_av_R_equivalents 0.0748 _diffrn_reflns_av_sigmaI/netI 0.0883 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 19.80 _reflns_number_total 6500 _reflns_number_gt 3548 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART Software' _computing_cell_refinement 'Siemens SAINT Software' _computing_data_reduction 'Siemens SAINT Software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL Software' _computing_publication_material 'Siemens SHELXTL Software' _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^)+(0.2000P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00080(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6500 _refine_ls_number_parameters 427 _refine_ls_number_restraints 112 _refine_ls_R_factor_all 0.1917 _refine_ls_R_factor_gt 0.1185 _refine_ls_wR_factor_ref 0.3798 _refine_ls_wR_factor_gt 0.3138 _refine_ls_goodness_of_fit_ref 1.257 _refine_ls_restrained_S_all 1.253 _refine_ls_shift/su_max 3.895 _refine_ls_shift/su_mean 0.136 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 0.03311(5) 0.14420(8) 0.39747(11) 0.0841(8) Uani 1 1 d . . . Cu1 Cu 0.09723(5) 0.14506(8) 0.35417(11) 0.0670(8) Uani 1 1 d . . . N1 N 0.0855(4) 0.0921(6) 0.2717(8) 0.073(4) Uani 1 1 d . . . Cu2 Cu 0.23629(8) 0.10421(11) 0.64552(16) 0.1234(12) Uani 1 1 d . . . Br2 Br 0.17821(8) 0.10927(12) 0.6869(2) 0.1614(14) Uani 1 1 d . . . C2 C 0.0542(6) 0.0927(7) 0.2223(11) 0.087(6) Uani 1 1 d . . . H2A H 0.0362 0.1197 0.2276 0.105 Uiso 1 1 calc R . . C3 C 0.0468(5) 0.0555(9) 0.1631(13) 0.100(7) Uani 1 1 d . . . H3A H 0.0242 0.0576 0.1301 0.120 Uiso 1 1 calc R . . Br3 Br 0.29291(8) 0.09642(11) 0.59791(17) 0.1478(13) Uani 1 1 d . . . C4 C 0.0730(6) 0.0151(9) 0.1533(13) 0.126(9) Uani 1 1 d . . . C5 C 0.1071(5) 0.0138(7) 0.2079(12) 0.101(7) Uani 1 1 d . . . H5A H 0.1258 -0.0126 0.2047 0.121 Uiso 1 1 calc R . . C6 C 0.1109(5) 0.0534(8) 0.2653(11) 0.083(6) Uani 1 1 d . . . C7 C 0.1440(5) 0.0532(7) 0.3255(10) 0.063(5) Uani 1 1 d . . . C8 C 0.1751(5) 0.0146(7) 0.3302(11) 0.085(6) Uani 1 1 d . . . H8A H 0.1758 -0.0123 0.2926 0.103 Uiso 1 1 calc R . . C9 C 0.2044(5) 0.0180(8) 0.3921(12) 0.092(6) Uani 1 1 d . . . C10 C 0.2034(6) 0.0602(9) 0.4426(12) 0.104(7) Uani 1 1 d . . . H10A H 0.2235 0.0649 0.4814 0.125 Uiso 1 1 calc R . . C11 C 0.1735(5) 0.0954(8) 0.4373(11) 0.089(6) Uani 1 1 d . . . H11A H 0.1733 0.1220 0.4754 0.107 Uiso 1 1 calc R . . N12 N 0.1431(4) 0.0943(6) 0.3787(8) 0.079(4) Uani 1 1 d . . . C13 C 0.0730(6) -0.0294(9) 0.0783(13) 0.137(9) Uani 1 1 d DU . . H13A H 0.0976 -0.0481 0.0758 0.165 Uiso 1 1 calc R . . C14 C 0.0603(7) 0.0023(9) 0.0054(13) 0.146(9) Uiso 1 1 d DU . . H14A H 0.0508 -0.0227 -0.0353 0.176 Uiso 1 1 calc R . . H14B H 0.0391 0.0254 0.0163 0.176 Uiso 1 1 calc R . . C15 C 0.0908(7) 0.0361(10) -0.0245(14) 0.155(10) Uiso 1 1 d DU . . H15A H 0.1125 0.0131 -0.0330 0.186 Uiso 1 1 calc R . . H15B H 0.0995 0.0620 0.0156 0.186 Uiso 1 1 calc R . . C16 C 0.0792(8) 0.0665(12) -0.0999(15) 0.183(11) Uiso 1 1 d DU . . H16A H 0.0756 0.0399 -0.1413 0.219 Uiso 1 1 calc R . . H16B H 0.0541 0.0821 -0.0945 0.219 Uiso 1 1 calc R . . C17 C 0.1039(13) 0.1108(16) -0.129(3) 0.34(3) Uiso 1 1 d DU . . H17A H 0.0918 0.1253 -0.1768 0.508 Uiso 1 1 calc R . . H17B H 0.1286 0.0964 -0.1380 0.508 Uiso 1 1 calc R . . H17C H 0.1072 0.1389 -0.0904 0.508 Uiso 1 1 calc R . . C18 C 0.0422(9) -0.0642(12) 0.1041(17) 0.204(13) Uiso 1 1 d DU . . H18A H 0.0308 -0.0848 0.0599 0.245 Uiso 1 1 calc R . . H18B H 0.0222 -0.0418 0.1229 0.245 Uiso 1 1 calc R . . C19 C 0.0575(8) -0.1028(10) 0.1691(15) 0.146(9) Uiso 1 1 d DU . . H19A H 0.0848 -0.1080 0.1661 0.175 Uiso 1 1 calc R . . H19B H 0.0541 -0.0866 0.2194 0.175 Uiso 1 1 calc R . . C20 C 0.0377(9) -0.1571(13) 0.164(2) 0.219(16) Uani 1 1 d DU . . H20A H 0.0103 -0.1520 0.1660 0.262 Uiso 1 1 calc R . . H20B H 0.0416 -0.1739 0.1145 0.262 Uiso 1 1 calc R . . C21 C 0.0526(12) -0.1942(17) 0.230(2) 0.28(2) Uiso 1 1 d DU . . H21A H 0.0386 -0.2276 0.2258 0.414 Uiso 1 1 calc R . . H21B H 0.0492 -0.1775 0.2792 0.414 Uiso 1 1 calc R . . H21C H 0.0794 -0.2012 0.2264 0.414 Uiso 1 1 calc R . . C22 C 0.2343(6) -0.0235(8) 0.4002(11) 0.100(6) Uiso 1 1 d DU . . H22A H 0.2261 -0.0521 0.3631 0.120 Uiso 1 1 calc R . . C23 C 0.2693(7) 0.0001(10) 0.3730(13) 0.151(10) Uiso 1 1 d DU . . H23A H 0.2894 -0.0265 0.3851 0.181 Uiso 1 1 calc R . . H23B H 0.2758 0.0304 0.4075 0.181 Uiso 1 1 calc R . . C24 C 0.2748(7) 0.0197(10) 0.2935(13) 0.140(9) Uiso 1 1 d DU . . H24A H 0.2575 0.0500 0.2840 0.168 Uiso 1 1 calc R . . H24B H 0.2651 -0.0086 0.2579 0.168 Uiso 1 1 calc R . . C25 C 0.3124(8) 0.0369(11) 0.267(2) 0.211(17) Uani 1 1 d DU . . H25A H 0.3249 0.0610 0.3056 0.254 Uiso 1 1 calc R . . H25B H 0.3286 0.0054 0.2639 0.254 Uiso 1 1 calc R . . C26 C 0.3096(12) 0.0645(17) 0.190(2) 0.25(2) Uiso 1 1 d DU . . H26A H 0.3348 0.0751 0.1775 0.381 Uiso 1 1 calc R . . H26B H 0.2936 0.0959 0.1916 0.381 Uiso 1 1 calc R . . H26C H 0.2985 0.0404 0.1499 0.381 Uiso 1 1 calc R . . C27 C 0.2391(6) -0.0489(8) 0.4788(11) 0.119(7) Uiso 1 1 d DU . . H27A H 0.2598 -0.0750 0.4793 0.143 Uiso 1 1 calc R . . H27B H 0.2471 -0.0213 0.5168 0.143 Uiso 1 1 calc R . . C28 C 0.2053(7) -0.0762(10) 0.5047(15) 0.151(9) Uiso 1 1 d DU . . H28A H 0.1964 -0.1013 0.4637 0.181 Uiso 1 1 calc R . . H28B H 0.1855 -0.0490 0.5066 0.181 Uiso 1 1 calc R . . C29 C 0.2070(13) -0.1062(17) 0.580(2) 0.29(2) Uiso 1 1 d DU . . H29A H 0.2228 -0.0857 0.6185 0.352 Uiso 1 1 calc R . . H29B H 0.2201 -0.1401 0.5724 0.352 Uiso 1 1 calc R . . C30 C 0.1701(13) -0.1185(18) 0.612(3) 0.33(3) Uiso 1 1 d DU . . H30A H 0.1752 -0.1344 0.6629 0.493 Uiso 1 1 calc R . . H30B H 0.1555 -0.1433 0.5781 0.493 Uiso 1 1 calc R . . H30C H 0.1557 -0.0858 0.6162 0.493 Uiso 1 1 calc R . . N31 N 0.1156(4) 0.1996(7) 0.4329(10) 0.076(5) Uani 1 1 d . . . C32 C 0.1159(5) 0.1894(7) 0.5081(16) 0.085(6) Uani 1 1 d . . . H32A H 0.1066 0.1562 0.5228 0.102 Uiso 1 1 calc R . . C33 C 0.1291(5) 0.2251(10) 0.5671(12) 0.088(6) Uani 1 1 d . . . H33A H 0.1282 0.2166 0.6196 0.106 Uiso 1 1 calc R . . C34 C 0.1436(5) 0.2742(10) 0.5436(15) 0.091(7) Uani 1 1 d . . . C35 C 0.1429(5) 0.2848(8) 0.4656(15) 0.088(6) Uani 1 1 d . . . H35A H 0.1514 0.3182 0.4498 0.106 Uiso 1 1 calc R . . C36 C 0.1295(5) 0.2461(8) 0.4069(13) 0.068(5) Uani 1 1 d . . . C37 C 0.1263(5) 0.2521(10) 0.3260(14) 0.081(5) Uani 1 1 d . . . C38 C 0.1404(6) 0.2979(9) 0.2864(17) 0.098(6) Uani 1 1 d . . . H38A H 0.1531 0.3257 0.3147 0.117 Uiso 1 1 calc R . . C39 C 0.1352(8) 0.3003(11) 0.2084(19) 0.138(10) Uani 1 1 d . . . C40 C 0.1171(7) 0.2593(13) 0.1705(14) 0.131(9) Uani 1 1 d . . . H40A H 0.1118 0.2616 0.1165 0.157 Uiso 1 1 calc R . . C41 C 0.1067(6) 0.2168(10) 0.2057(15) 0.103(7) Uani 1 1 d . . . H41A H 0.0957 0.1889 0.1752 0.123 Uiso 1 1 calc R . . N42 N 0.1107(4) 0.2098(6) 0.2840(11) 0.078(4) Uani 1 1 d . . . C43 C 0.1575(6) 0.3193(10) 0.6027(13) 0.125(8) Uani 1 1 d DU . . H43A H 0.1608 0.3538 0.5761 0.150 Uiso 1 1 calc R . . C44 C 0.1298(8) 0.3247(12) 0.6669(17) 0.179(11) Uiso 1 1 d DU . . H44A H 0.1222 0.2897 0.6852 0.215 Uiso 1 1 calc R . . H44B H 0.1412 0.3456 0.7109 0.215 Uiso 1 1 calc R . . C45 C 0.0957(9) 0.3544(13) 0.624(2) 0.210(14) Uiso 1 1 d DU . . H45A H 0.0861 0.3360 0.5762 0.252 Uiso 1 1 calc R . . H45B H 0.1021 0.3914 0.6121 0.252 Uiso 1 1 calc R . . C46 C 0.067(2) 0.351(3) 0.687(5) 0.54(5) Uiso 1 1 d DU . . H46A H 0.0524 0.3842 0.6756 0.642 Uiso 1 1 calc R . . H46B H 0.0837 0.3601 0.7335 0.642 Uiso 1 1 calc R . . C47 C 0.036(2) 0.318(3) 0.725(6) 1.00(9) Uiso 1 1 d DU . . H47A H 0.0370 0.3258 0.7798 1.496 Uiso 1 1 calc R . . H47B H 0.0411 0.2800 0.7183 1.496 Uiso 1 1 calc R . . H47C H 0.0110 0.3262 0.7002 1.496 Uiso 1 1 calc R . . C48 C 0.1950(6) 0.3010(10) 0.6484(15) 0.146(9) Uiso 1 1 d DU . . H48A H 0.2027 0.3281 0.6875 0.175 Uiso 1 1 calc R . . H48B H 0.1901 0.2679 0.6758 0.175 Uiso 1 1 calc R . . C49 C 0.2281(7) 0.2915(11) 0.5987(17) 0.169(11) Uiso 1 1 d DU . . H49A H 0.2315 0.3244 0.5696 0.202 Uiso 1 1 calc R . . H49B H 0.2198 0.2640 0.5606 0.202 Uiso 1 1 calc R . . C50 C 0.2681(8) 0.2747(12) 0.6362(15) 0.194(13) Uiso 1 1 d DU . . H50A H 0.2669 0.2383 0.6563 0.232 Uiso 1 1 calc R . . H50B H 0.2863 0.2753 0.5969 0.232 Uiso 1 1 calc R . . C51 C 0.2815(7) 0.3133(10) 0.7030(15) 0.160(10) Uiso 1 1 d DU . . H51A H 0.3063 0.3021 0.7263 0.240 Uiso 1 1 calc R . . H51B H 0.2634 0.3128 0.7418 0.240 Uiso 1 1 calc R . . H51C H 0.2833 0.3492 0.6827 0.240 Uiso 1 1 calc R . . C52 C 0.1513(9) 0.3495(13) 0.1732(19) 0.169(11) Uiso 1 1 d DU . . H52A H 0.1681 0.3646 0.2167 0.202 Uiso 1 1 calc R . . C53 C 0.1248(12) 0.3894(16) 0.157(3) 0.272(19) Uiso 1 1 d DU . . H53A H 0.1111 0.3803 0.1068 0.326 Uiso 1 1 calc R . . H53B H 0.1392 0.4220 0.1486 0.326 Uiso 1 1 calc R . . C54 C 0.0971(14) 0.403(2) 0.206(3) 0.32(2) Uiso 1 1 d DU . . H54A H 0.0963 0.4416 0.1935 0.379 Uiso 1 1 calc R . . H54B H 0.1135 0.4016 0.2545 0.379 Uiso 1 1 calc R . . C55 C 0.062(4) 0.401(3) 0.238(13) 1.9(2) Uiso 1 1 d DU . . H55A H 0.0636 0.3886 0.2918 2.295 Uiso 1 1 calc R . . H55B H 0.0416 0.3833 0.2056 2.295 Uiso 1 1 calc R . . C56 C 0.064(2) 0.457(3) 0.228(5) 0.46(5) Uiso 1 1 d DU . . H56A H 0.0613 0.4740 0.2774 0.683 Uiso 1 1 calc R . . H56B H 0.0443 0.4681 0.1900 0.683 Uiso 1 1 calc R . . H56C H 0.0889 0.4658 0.2115 0.683 Uiso 1 1 calc R . . C57 C 0.1763(11) 0.3401(16) 0.117(2) 0.243(16) Uiso 1 1 d DU . . H57A H 0.1630 0.3181 0.0762 0.292 Uiso 1 1 calc R . . H57B H 0.1818 0.3744 0.0933 0.292 Uiso 1 1 calc R . . C58 C 0.2107(11) 0.3155(15) 0.140(2) 0.230(16) Uiso 1 1 d DU . . H58A H 0.2011 0.2839 0.1652 0.276 Uiso 1 1 calc R . . H58B H 0.2193 0.3390 0.1835 0.276 Uiso 1 1 calc R . . C59 C 0.2462(12) 0.296(2) 0.123(3) 0.35(3) Uiso 1 1 d DU . . H59A H 0.2405 0.2972 0.0671 0.420 Uiso 1 1 calc R . . H59B H 0.2600 0.3288 0.1355 0.420 Uiso 1 1 calc R . . C60 C 0.2789(14) 0.264(2) 0.121(3) 0.34(3) Uiso 1 1 d DU . . H60A H 0.2925 0.2749 0.0778 0.513 Uiso 1 1 calc R . . H60B H 0.2716 0.2269 0.1156 0.513 Uiso 1 1 calc R . . H60C H 0.2951 0.2688 0.1690 0.513 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 0.0619(12) 0.1091(16) 0.0797(15) -0.0043(12) -0.0022(10) -0.0089(11) Cu1 0.0574(14) 0.0739(15) 0.0661(15) -0.0096(12) -0.0129(10) -0.0033(11) N1 0.057(9) 0.069(10) 0.085(11) -0.012(8) -0.035(9) 0.010(9) Cu2 0.127(3) 0.127(2) 0.106(2) 0.0222(17) -0.0445(18) -0.0503(18) Br2 0.121(2) 0.162(3) 0.192(3) 0.075(2) -0.034(2) -0.0330(18) C2 0.089(16) 0.089(14) 0.073(13) -0.043(12) -0.046(12) 0.024(11) C3 0.066(13) 0.098(15) 0.130(19) -0.019(15) -0.024(13) 0.047(13) Br3 0.138(2) 0.152(2) 0.146(2) -0.0114(19) -0.0248(18) -0.0642(19) C4 0.117(19) 0.116(17) 0.127(19) -0.073(15) -0.082(16) 0.016(15) C5 0.094(16) 0.077(13) 0.118(16) -0.036(13) -0.055(14) 0.040(11) C6 0.068(13) 0.079(13) 0.091(15) -0.022(13) -0.048(12) 0.005(12) C7 0.071(13) 0.052(11) 0.064(12) 0.000(11) -0.008(10) 0.008(10) C8 0.081(14) 0.066(12) 0.103(15) -0.030(11) -0.023(12) -0.013(12) C9 0.068(13) 0.084(14) 0.112(16) -0.019(13) -0.062(12) 0.005(11) C10 0.090(16) 0.097(15) 0.109(17) -0.027(14) -0.077(13) 0.030(13) C11 0.076(13) 0.106(15) 0.076(13) -0.031(12) -0.046(11) 0.008(13) N12 0.088(12) 0.074(10) 0.068(10) -0.020(9) -0.024(9) -0.010(8) C13 0.111(18) 0.127(18) 0.15(2) 0.011(17) -0.098(16) 0.003(15) C20 0.17(3) 0.27(4) 0.22(4) -0.04(4) 0.06(3) -0.05(3) C25 0.14(3) 0.14(2) 0.35(5) -0.07(3) 0.06(3) -0.06(2) N31 0.073(10) 0.104(14) 0.047(11) 0.013(10) -0.018(8) 0.005(10) C32 0.065(13) 0.061(12) 0.12(2) -0.036(15) -0.014(13) -0.014(10) C33 0.072(14) 0.087(15) 0.103(17) 0.004(16) -0.004(12) 0.007(12) C34 0.069(14) 0.099(19) 0.097(19) -0.041(17) -0.036(13) 0.016(13) C35 0.052(12) 0.091(16) 0.118(19) -0.014(16) -0.016(12) -0.011(10) C36 0.056(11) 0.062(13) 0.084(18) 0.018(14) -0.009(11) -0.009(10) C37 0.061(12) 0.099(17) 0.079(17) 0.016(17) -0.006(12) -0.004(12) C38 0.086(15) 0.093(17) 0.11(2) 0.000(16) 0.008(14) -0.013(13) C39 0.18(3) 0.12(2) 0.11(2) 0.050(19) 0.004(19) -0.084(19) C40 0.16(2) 0.13(2) 0.094(19) 0.01(2) -0.032(16) -0.069(19) C41 0.129(19) 0.097(18) 0.077(18) -0.017(14) -0.018(14) -0.036(15) N42 0.062(10) 0.093(12) 0.076(13) -0.017(11) -0.005(8) -0.026(9) C43 0.100(17) 0.14(2) 0.13(2) -0.035(17) -0.020(15) -0.012(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 Br1 Cu1 2.426(3) . ? Cu1 N1 1.946(13) . ? Cu1 N31 1.977(15) . ? Cu1 N12 2.051(15) . ? Cu1 N42 2.088(16) . ? N1 C2 1.318(19) . ? N1 C6 1.32(2) . ? Cu2 Br2 2.216(4) . ? Cu2 Br3 2.218(4) . ? C2 C3 1.38(2) . ? C3 C4 1.38(2) . ? C4 C5 1.45(2) . ? C4 C13 1.70(3) . ? C5 C6 1.39(2) . ? C6 C7 1.48(2) . ? C7 N12 1.371(18) . ? C7 C8 1.45(2) . ? C8 C9 1.41(2) . ? C9 C10 1.36(2) . ? C9 C22 1.46(2) . ? C10 C11 1.36(2) . ? C11 N12 1.39(2) . ? C13 C18 1.481(16) . ? C13 C14 1.508(16) . ? C14 C15 1.485(16) . ? C15 C16 1.519(16) . ? C16 C17 1.512(18) . ? C18 C19 1.528(17) . ? C19 C20 1.515(17) . ? C20 C21 1.511(18) . ? C22 C23 1.472(15) . ? C22 C27 1.484(15) . ? C23 C24 1.479(15) . ? C24 C25 1.494(15) . ? C25 C26 1.484(17) . ? C27 C28 1.465(15) . ? C28 C29 1.482(17) . ? C29 C30 1.482(17) . ? N31 C32 1.31(2) . ? N31 C36 1.34(2) . ? C32 C33 1.39(2) . ? C33 C34 1.39(3) . ? C34 C35 1.36(3) . ? C34 C43 1.56(3) . ? C35 C36 1.44(3) . ? C36 C37 1.39(2) . ? C37 N42 1.36(2) . ? C37 C38 1.44(3) . ? C38 C39 1.34(3) . ? C39 C40 1.33(3) . ? C39 C52 1.50(3) . ? C40 C41 1.28(3) . ? C41 N42 1.35(2) . ? C43 C48 1.530(16) . ? C43 C44 1.540(17) . ? C44 C45 1.529(17) . ? C45 C46 1.553(19) . ? C46 C47 1.55(2) . ? C48 C49 1.519(16) . ? C49 C50 1.540(17) . ? C50 C51 1.534(16) . ? C52 C53 1.37(2) . ? C52 C57 1.381(19) . ? C53 C54 1.38(2) . ? C54 C55 1.39(2) . ? C55 C56 1.39(2) . ? C57 C58 1.375(19) . ? C58 C59 1.39(2) . ? C59 C60 1.39(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N31 172.8(7) . . ? N1 Cu1 N12 80.9(6) . . ? N31 Cu1 N12 94.7(6) . . ? N1 Cu1 N42 98.2(7) . . ? N31 Cu1 N42 78.0(7) . . ? N12 Cu1 N42 112.1(6) . . ? N1 Cu1 Br1 94.5(4) . . ? N31 Cu1 Br1 92.7(5) . . ? N12 Cu1 Br1 131.1(4) . . ? N42 Cu1 Br1 116.7(4) . . ? C2 N1 C6 118.4(14) . . ? C2 N1 Cu1 124.6(13) . . ? C6 N1 Cu1 117.0(11) . . ? Br2 Cu2 Br3 176.57(17) . . ? N1 C2 C3 123.8(17) . . ? C4 C3 C2 119.6(17) . . ? C3 C4 C5 117.1(17) . . ? C3 C4 C13 127.8(17) . . ? C5 C4 C13 114.7(18) . . ? C6 C5 C4 117.4(16) . . ? N1 C6 C5 123.7(15) . . ? N1 C6 C7 115.6(17) . . ? C5 C6 C7 120.7(18) . . ? N12 C7 C8 121.3(15) . . ? N12 C7 C6 113.5(16) . . ? C8 C7 C6 125.2(18) . . ? C9 C8 C7 119.5(16) . . ? C10 C9 C8 117.9(17) . . ? C10 C9 C22 122.6(17) . . ? C8 C9 C22 119.5(19) . . ? C11 C10 C9 121.1(16) . . ? C10 C11 N12 124.4(17) . . ? C7 N12 C11 115.6(15) . . ? C7 N12 Cu1 112.7(10) . . ? C11 N12 Cu1 131.6(13) . . ? C18 C13 C14 112.7(19) . . ? C18 C13 C4 96(2) . . ? C14 C13 C4 105.6(18) . . ? C15 C14 C13 115(2) . . ? C14 C15 C16 116(2) . . ? C17 C16 C15 122(3) . . ? C13 C18 C19 112(3) . . ? C20 C19 C18 113(3) . . ? C21 C20 C19 112(3) . . ? C9 C22 C23 107.3(18) . . ? C9 C22 C27 113.9(17) . . ? C23 C22 C27 115.6(19) . . ? C22 C23 C24 127(2) . . ? C23 C24 C25 125(2) . . ? C26 C25 C24 115(3) . . ? C28 C27 C22 117(2) . . ? C27 C28 C29 122(3) . . ? C28 C29 C30 118(4) . . ? C32 N31 C36 121.4(17) . . ? C32 N31 Cu1 120.8(15) . . ? C36 N31 Cu1 117.7(13) . . ? N31 C32 C33 124.3(19) . . ? C32 C33 C34 116.8(19) . . ? C35 C34 C33 118.6(19) . . ? C35 C34 C43 119(2) . . ? C33 C34 C43 123(2) . . ? C34 C35 C36 122(2) . . ? N31 C36 C37 115.3(19) . . ? N31 C36 C35 116.4(18) . . ? C37 C36 C35 128(2) . . ? N42 C37 C36 116(2) . . ? N42 C37 C38 120.0(19) . . ? C36 C37 C38 124(2) . . ? C39 C38 C37 119(2) . . ? C40 C39 C38 118(2) . . ? C40 C39 C52 127(3) . . ? C38 C39 C52 115(3) . . ? C41 C40 C39 123(2) . . ? C40 C41 N42 125(2) . . ? C41 N42 C37 115.3(17) . . ? C41 N42 Cu1 131.8(16) . . ? C37 N42 Cu1 112.9(15) . . ? C48 C43 C44 103(2) . . ? C48 C43 C34 108.7(19) . . ? C44 C43 C34 110(2) . . ? C45 C44 C43 102(2) . . ? C44 C45 C46 100(4) . . ? C45 C46 C47 147(8) . . ? C49 C48 C43 115(2) . . ? C48 C49 C50 121(2) . . ? C51 C50 C49 110(2) . . ? C53 C52 C57 116(4) . . ? C53 C52 C39 113(3) . . ? C57 C52 C39 116(3) . . ? C52 C53 C54 124(4) . . ? C53 C54 C55 157(9) . . ? C54 C55 C56 81(5) . . ? C58 C57 C52 118(4) . . ? C57 C58 C59 151(5) . . ? C60 C59 C58 164(6) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 19.80 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.381 _refine_diff_density_min -0.538 _refine_diff_density_rms 0.195 # -----end-of-data-block----- data_gkkm1 _database_code_CSD 181515 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H65 Br2 Cu N3' _chemical_formula_weight 835.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.7679(3) _cell_length_b 16.1912(4) _cell_length_c 18.8663(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4511.12(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour green _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1748 _exptl_absorpt_coefficient_mu 2.284 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD Detector' _diffrn_measurement_method omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 20 _diffrn_standards_decay_% ? _diffrn_reflns_number 13414 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0652 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 20.82 _reflns_number_total 4702 _reflns_number_gt 3988 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART Software' _computing_cell_refinement 'Siemens SAINT Software' _computing_data_reduction 'Siemens SAINT Software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL Software' _computing_publication_material 'Siemens SHELXTL Software' _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^)+(0.0463P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.020(13) _refine_ls_number_reflns 4702 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0858 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.002 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 0.40372(5) 0.68114(4) 0.86968(4) 0.0490(2) Uani 1 1 d . . . Br1 Br 0.49564(6) 0.58060(5) 0.79670(4) 0.0832(3) Uani 1 1 d . . . N1 N 0.3680(3) 0.7481(3) 0.7814(3) 0.0489(13) Uani 1 1 d . . . Br2 Br 0.25744(5) 0.62344(5) 0.89645(4) 0.0730(2) Uani 1 1 d . . . C2 C 0.3108(5) 0.7254(4) 0.7317(4) 0.0618(18) Uani 1 1 d . . . H2A H 0.2790 0.6763 0.7380 0.074 Uiso 1 1 calc R . . C3 C 0.2953(5) 0.7703(5) 0.6709(3) 0.0625(19) Uani 1 1 d . . . H3A H 0.2548 0.7513 0.6368 0.075 Uiso 1 1 calc R . . C4 C 0.3413(5) 0.8445(4) 0.6611(3) 0.0586(18) Uani 1 1 d . . . C5 C 0.4013(4) 0.8675(4) 0.7136(3) 0.0550(16) Uani 1 1 d . . . H5A H 0.4340 0.9162 0.7087 0.066 Uiso 1 1 calc R . . C6 C 0.4138(4) 0.8197(4) 0.7732(3) 0.0452(15) Uani 1 1 d . . . C7 C 0.4774(4) 0.8367(4) 0.8304(3) 0.0489(16) Uani 1 1 d . . . C8 C 0.5328(4) 0.9077(4) 0.8357(4) 0.0648(19) Uani 1 1 d . . . H8A H 0.5284 0.9500 0.8026 0.078 Uiso 1 1 calc R . . C9 C 0.5943(5) 0.9126(4) 0.8918(4) 0.075(2) Uani 1 1 d . . . C10 C 0.5956(5) 0.8514(4) 0.9424(3) 0.0658(19) Uani 1 1 d . . . H10A H 0.6349 0.8549 0.9808 0.079 Uiso 1 1 calc R . . C11 C 0.5378(4) 0.7847(4) 0.9358(3) 0.0466(16) Uani 1 1 d . . . N12 N 0.4808(3) 0.7791(3) 0.8801(2) 0.0452(12) Uani 1 1 d . . . C13 C 0.5263(4) 0.7152(4) 0.9855(3) 0.0502(17) Uani 1 1 d . . . C14 C 0.5736(5) 0.7084(4) 1.0492(3) 0.0564(18) Uani 1 1 d . . . H14A H 0.6178 0.7470 1.0611 0.068 Uiso 1 1 calc R . . C15 C 0.5542(5) 0.6435(5) 1.0948(3) 0.0615(18) Uani 1 1 d . . . C16 C 0.4915(5) 0.5866(4) 1.0740(3) 0.0661(19) Uani 1 1 d . . . H16A H 0.4782 0.5418 1.1030 0.079 Uiso 1 1 calc R . . C17 C 0.4477(5) 0.5955(4) 1.0095(3) 0.0602(18) Uani 1 1 d . . . H17A H 0.4051 0.5562 0.9963 0.072 Uiso 1 1 calc R . . N18 N 0.4643(3) 0.6579(3) 0.9661(2) 0.0534(14) Uani 1 1 d . . . C19 C 0.3256(5) 0.9001(5) 0.5969(4) 0.077(2) Uani 1 1 d . . . H19A H 0.2832 0.8721 0.5650 0.092 Uiso 1 1 calc R . . C20 C 0.2813(6) 0.9820(5) 0.6215(4) 0.089(2) Uani 1 1 d . . . H20A H 0.2274 0.9682 0.6483 0.106 Uiso 1 1 calc R . . H20B H 0.3229 1.0089 0.6539 0.106 Uiso 1 1 calc R . . C21 C 0.2554(7) 1.0425(6) 0.5671(4) 0.111(3) Uani 1 1 d . . . H21A H 0.2124 1.0171 0.5349 0.134 Uiso 1 1 calc R . . H21B H 0.3086 1.0575 0.5399 0.134 Uiso 1 1 calc R . . C22 C 0.2135(7) 1.1203(6) 0.5983(6) 0.135(4) Uani 1 1 d . . . H22A H 0.1627 1.1045 0.6280 0.162 Uiso 1 1 calc R . . H22B H 0.2579 1.1469 0.6285 0.162 Uiso 1 1 calc R . . C23 C 0.1815(9) 1.1808(8) 0.5454(7) 0.184(6) Uani 1 1 d . . . H23A H 0.1585 1.2288 0.5693 0.277 Uiso 1 1 calc R . . H23B H 0.1343 1.1565 0.5174 0.277 Uiso 1 1 calc R . . H23C H 0.2309 1.1965 0.5153 0.277 Uiso 1 1 calc R . . C24 C 0.4140(7) 0.9142(6) 0.5563(4) 0.101(3) Uani 1 1 d . . . H24A H 0.4003 0.9459 0.5141 0.122 Uiso 1 1 calc R . . H24B H 0.4535 0.9477 0.5857 0.122 Uiso 1 1 calc R . . C25 C 0.4646(9) 0.8394(7) 0.5347(5) 0.155(5) Uani 1 1 d . . . H25A H 0.4303 0.8102 0.4987 0.186 Uiso 1 1 calc R . . H25B H 0.4710 0.8031 0.5753 0.186 Uiso 1 1 calc R . . C26 C 0.5604(15) 0.8607(10) 0.5049(11) 0.272(14) Uani 1 1 d . . . H26A H 0.5512 0.8841 0.4582 0.327 Uiso 1 1 calc R . . H26B H 0.5844 0.9047 0.5344 0.327 Uiso 1 1 calc R . . C27 C 0.6209(15) 0.8089(14) 0.4991(12) 0.287(11) Uani 1 1 d . . . H27A H 0.6767 0.8360 0.4874 0.431 Uiso 1 1 calc R . . H27B H 0.6054 0.7705 0.4623 0.431 Uiso 1 1 calc R . . H27C H 0.6277 0.7798 0.5431 0.431 Uiso 1 1 calc R . . C28 C 0.6552(8) 0.9896(7) 0.8968(6) 0.110(4) Uani 1 1 d . . . H28A H 0.6891 0.9649 0.9362 0.132 Uiso 1 1 calc R . . C29 C 0.7293(16) 0.9810(16) 0.8524(17) 0.330(19) Uani 1 1 d . . . H29A H 0.7796 1.0010 0.8806 0.397 Uiso 1 1 calc R . . H29B H 0.7196 1.0227 0.8163 0.397 Uiso 1 1 calc R . . C30 C 0.7711(9) 0.9046(14) 0.8095(11) 0.233(11) Uani 1 1 d . . . H30A H 0.8317 0.8894 0.8246 0.280 Uiso 1 1 calc R . . H30B H 0.7318 0.8566 0.8079 0.280 Uiso 1 1 calc R . . C31 C 0.769(3) 0.945(2) 0.757(3) 0.50(4) Uani 1 1 d . . . H31A H 0.8277 0.9705 0.7486 0.598 Uiso 1 1 calc R . . H31B H 0.7234 0.9875 0.7604 0.598 Uiso 1 1 calc R . . C32 C 0.745(2) 0.8779(15) 0.6966(14) 0.331(15) Uani 1 1 d . . . H32A H 0.7910 0.8789 0.6606 0.497 Uiso 1 1 calc R . . H32B H 0.6875 0.8913 0.6759 0.497 Uiso 1 1 calc R . . H32C H 0.7422 0.8238 0.7173 0.497 Uiso 1 1 calc R . . C33 C 0.6270(13) 1.0493(11) 0.9380(16) 0.307(17) Uani 1 1 d . . . H33A H 0.6209 1.0960 0.9061 0.368 Uiso 1 1 calc R . . H33B H 0.6792 1.0617 0.9673 0.368 Uiso 1 1 calc R . . C34 C 0.558(2) 1.0574(12) 0.9818(10) 0.246(12) Uani 1 1 d . . . H34A H 0.5081 1.0765 0.9524 0.295 Uiso 1 1 calc R . . H34B H 0.5423 1.0015 0.9958 0.295 Uiso 1 1 calc R . . C35 C 0.553(2) 1.0991(19) 1.0374(17) 0.312(14) Uani 1 1 d . . . H35A H 0.5321 1.1536 1.0234 0.375 Uiso 1 1 calc R . . H35B H 0.6143 1.1058 1.0544 0.375 Uiso 1 1 calc R . . C36 C 0.5014(16) 1.0766(18) 1.0951(13) 0.314(15) Uani 1 1 d . . . H36A H 0.5084 1.1171 1.1319 0.471 Uiso 1 1 calc R . . H36B H 0.5212 1.0238 1.1122 0.471 Uiso 1 1 calc R . . H36C H 0.4389 1.0734 1.0816 0.471 Uiso 1 1 calc R . . C37 C 0.5998(6) 0.6389(5) 1.1677(4) 0.083(2) Uani 1 1 d . . . H37A H 0.5599 0.5973 1.1889 0.099 Uiso 1 1 calc R . . C38 C 0.5777(8) 0.7063(8) 1.2141(5) 0.136(4) Uani 1 1 d . . . H38A H 0.5870 0.6844 1.2614 0.163 Uiso 1 1 calc R . . H38B H 0.6258 0.7461 1.2067 0.163 Uiso 1 1 calc R . . C39 C 0.4999(8) 0.7535(8) 1.2195(6) 0.143(4) Uani 1 1 d . . . H39A H 0.4537 0.7160 1.2370 0.172 Uiso 1 1 calc R . . H39B H 0.4830 0.7664 1.1711 0.172 Uiso 1 1 calc R . . C40 C 0.4857(13) 0.834(2) 1.2611(13) 0.34(2) Uani 1 1 d . . . H40A H 0.4548 0.8728 1.2299 0.403 Uiso 1 1 calc R . . H40B H 0.4446 0.8223 1.2999 0.403 Uiso 1 1 calc R . . C41 C 0.5387(17) 0.863(3) 1.281(2) 0.48(3) Uani 1 1 d . . . H41A H 0.5188 0.9017 1.3167 0.717 Uiso 1 1 calc R . . H41B H 0.5698 0.8924 1.2443 0.717 Uiso 1 1 calc R . . H41C H 0.5789 0.8237 1.3024 0.717 Uiso 1 1 calc R . . C42 C 0.6806(8) 0.5917(9) 1.1679(6) 0.152(5) Uani 1 1 d . . . H42A H 0.7247 0.6284 1.1464 0.183 Uiso 1 1 calc R . . H42B H 0.6969 0.5891 1.2176 0.183 Uiso 1 1 calc R . . C43 C 0.7045(8) 0.5154(7) 1.1426(5) 0.138(4) Uani 1 1 d . . . H43A H 0.6925 0.5177 1.0920 0.165 Uiso 1 1 calc R . . H43B H 0.6601 0.4777 1.1621 0.165 Uiso 1 1 calc R . . C44 C 0.7888(9) 0.4739(9) 1.1490(7) 0.174(6) Uani 1 1 d . . . H44A H 0.8328 0.5068 1.1233 0.209 Uiso 1 1 calc R . . H44B H 0.8056 0.4768 1.1987 0.209 Uiso 1 1 calc R . . C45 C 0.8018(11) 0.3937(9) 1.1283(8) 0.205(7) Uani 1 1 d . . . H45A H 0.8634 0.3780 1.1375 0.307 Uiso 1 1 calc R . . H45B H 0.7894 0.3886 1.0786 0.307 Uiso 1 1 calc R . . H45C H 0.7618 0.3583 1.1545 0.307 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 0.0574(5) 0.0420(4) 0.0475(4) 0.0024(3) -0.0021(4) -0.0015(4) Br1 0.0948(6) 0.0783(5) 0.0767(5) -0.0238(4) -0.0049(5) 0.0322(5) N1 0.057(3) 0.044(3) 0.046(3) -0.008(3) -0.012(3) -0.006(3) Br2 0.0598(4) 0.0830(5) 0.0762(5) 0.0160(4) 0.0071(4) -0.0085(4) C2 0.069(5) 0.047(4) 0.069(5) -0.006(4) -0.007(4) -0.008(4) C3 0.070(5) 0.068(5) 0.049(4) 0.004(4) -0.017(4) -0.008(4) C4 0.069(5) 0.055(5) 0.051(4) 0.002(3) -0.003(4) 0.004(4) C5 0.057(4) 0.058(4) 0.050(4) 0.002(4) -0.009(4) -0.009(4) C6 0.047(4) 0.043(4) 0.046(4) -0.003(3) -0.002(3) 0.000(4) C7 0.045(4) 0.054(4) 0.048(4) 0.004(3) 0.000(3) -0.006(3) C8 0.064(4) 0.066(5) 0.065(4) 0.020(3) -0.010(4) -0.020(4) C9 0.076(5) 0.071(5) 0.079(5) 0.013(4) -0.022(5) -0.035(4) C10 0.069(5) 0.068(5) 0.060(4) 0.016(4) -0.018(4) -0.014(4) C11 0.047(4) 0.048(4) 0.045(4) -0.002(3) -0.004(3) -0.003(3) N12 0.051(3) 0.044(3) 0.041(3) 0.007(3) 0.001(3) 0.002(2) C13 0.056(4) 0.051(4) 0.044(4) 0.000(3) 0.002(3) -0.001(4) C14 0.064(5) 0.059(5) 0.046(4) 0.000(3) -0.011(4) -0.002(3) C15 0.073(5) 0.063(5) 0.048(4) 0.002(4) -0.006(4) 0.009(4) C16 0.095(5) 0.055(5) 0.048(4) 0.020(3) -0.002(4) 0.009(5) C17 0.083(5) 0.039(4) 0.058(4) 0.007(3) 0.002(4) -0.001(3) N18 0.065(4) 0.045(4) 0.050(3) 0.000(3) 0.002(3) 0.000(3) C19 0.097(6) 0.074(6) 0.059(4) 0.023(4) -0.025(5) -0.012(4) C20 0.101(6) 0.085(6) 0.080(5) 0.021(5) -0.014(5) 0.008(5) C21 0.124(7) 0.119(8) 0.091(6) 0.030(6) -0.007(6) 0.032(7) C22 0.150(9) 0.112(8) 0.143(8) 0.026(8) 0.005(7) 0.052(7) C23 0.190(12) 0.161(12) 0.203(13) 0.061(11) -0.020(10) 0.059(10) C24 0.147(8) 0.094(7) 0.063(5) 0.020(5) 0.026(6) 0.020(7) C25 0.248(14) 0.120(10) 0.097(7) 0.033(6) 0.076(8) 0.062(9) C26 0.36(3) 0.140(13) 0.32(2) 0.065(13) 0.27(2) 0.111(15) C27 0.28(2) 0.31(3) 0.27(2) 0.04(2) 0.10(2) -0.04(2) C28 0.110(8) 0.130(9) 0.091(6) 0.035(6) -0.035(6) -0.063(7) C29 0.191(18) 0.26(2) 0.54(5) -0.19(3) 0.14(2) -0.155(18) C30 0.106(9) 0.31(3) 0.28(2) 0.16(2) 0.039(11) 0.060(13) C31 0.44(5) 0.27(4) 0.78(10) 0.29(6) -0.29(6) -0.20(4) C32 0.44(5) 0.23(3) 0.32(3) 0.02(2) 0.09(3) -0.03(3) C33 0.246(19) 0.146(15) 0.53(4) -0.17(2) 0.16(2) -0.127(14) C34 0.40(4) 0.157(16) 0.181(16) -0.083(12) 0.039(18) -0.095(19) C35 0.34(4) 0.28(3) 0.32(4) -0.06(3) 0.04(3) -0.08(3) C36 0.30(3) 0.38(4) 0.26(3) -0.14(3) 0.03(2) -0.09(3) C37 0.104(6) 0.079(6) 0.065(5) 0.012(4) -0.024(5) 0.017(5) C38 0.144(9) 0.195(12) 0.068(6) -0.041(7) -0.038(6) 0.062(9) C39 0.160(11) 0.157(10) 0.112(8) -0.046(7) 0.007(8) 0.023(9) C40 0.155(19) 0.57(5) 0.29(2) -0.27(3) -0.072(18) 0.09(2) C41 0.20(3) 0.68(7) 0.55(6) -0.34(6) -0.07(3) -0.02(4) C42 0.164(11) 0.186(13) 0.107(8) -0.040(8) -0.076(8) 0.055(10) C43 0.178(11) 0.117(9) 0.118(8) -0.035(7) -0.056(8) 0.052(8) C44 0.182(12) 0.153(12) 0.186(13) -0.040(10) -0.076(10) 0.079(10) C45 0.249(16) 0.147(13) 0.218(14) -0.050(11) -0.062(13) 0.076(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 Cu1 N12 1.962(5) . ? Cu1 N1 2.056(5) . ? Cu1 N18 2.062(5) . ? Cu1 Br2 2.4071(10) . ? Cu1 Br1 2.5276(10) . ? N1 C2 1.314(8) . ? N1 C6 1.351(7) . ? C2 C3 1.379(9) . ? C3 C4 1.392(9) . ? C4 C5 1.381(8) . ? C4 C19 1.527(9) . ? C5 C6 1.378(8) . ? C6 C7 1.457(8) . ? C7 N12 1.322(7) . ? C7 C8 1.414(8) . ? C8 C9 1.398(9) . ? C9 C10 1.376(9) . ? C9 C28 1.540(11) . ? C10 C11 1.382(8) . ? C11 N12 1.349(7) . ? C11 C13 1.474(8) . ? C13 N18 1.355(7) . ? C13 C14 1.395(8) . ? C14 C15 1.388(9) . ? C15 C16 1.364(9) . ? C15 C37 1.533(9) . ? C16 C17 1.385(9) . ? C17 N18 1.323(8) . ? C19 C24 1.529(11) . ? C19 C20 1.550(10) . ? C20 C21 1.468(10) . ? C21 C22 1.523(12) . ? C22 C23 1.476(13) . ? C24 C25 1.479(12) . ? C25 C26 1.56(2) . ? C26 C27 1.23(2) . ? C28 C33 1.308(19) . ? C28 C29 1.38(2) . ? C29 C30 1.60(3) . ? C30 C31 1.18(4) . ? C31 C32 1.62(4) . ? C33 C34 1.32(2) . ? C34 C35 1.25(3) . ? C35 C36 1.38(2) . ? C37 C42 1.416(13) . ? C37 C38 1.437(12) . ? C38 C39 1.384(13) . ? C39 C40 1.54(3) . ? C40 C41 0.99(3) . ? C42 C43 1.370(14) . ? C43 C44 1.420(13) . ? C44 C45 1.369(14) . ? 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 N12 Cu1 N1 78.7(2) . . ? N12 Cu1 N18 78.9(2) . . ? N1 Cu1 N18 157.3(2) . . ? N12 Cu1 Br2 144.43(13) . . ? N1 Cu1 Br2 98.31(15) . . ? N18 Cu1 Br2 97.66(15) . . ? N12 Cu1 Br1 105.27(13) . . ? N1 Cu1 Br1 92.03(13) . . ? N18 Cu1 Br1 97.47(13) . . ? Br2 Cu1 Br1 110.26(4) . . ? C2 N1 C6 118.8(5) . . ? C2 N1 Cu1 126.5(5) . . ? C6 N1 Cu1 114.6(4) . . ? N1 C2 C3 123.5(6) . . ? C2 C3 C4 119.0(6) . . ? C5 C4 C3 116.8(6) . . ? C5 C4 C19 120.5(6) . . ? C3 C4 C19 122.7(6) . . ? C6 C5 C4 121.4(6) . . ? N1 C6 C5 120.5(5) . . ? N1 C6 C7 113.6(5) . . ? C5 C6 C7 125.8(6) . . ? N12 C7 C8 120.1(5) . . ? N12 C7 C6 114.6(5) . . ? C8 C7 C6 125.3(6) . . ? C9 C8 C7 118.4(6) . . ? C10 C9 C8 119.6(6) . . ? C10 C9 C28 122.2(7) . . ? C8 C9 C28 118.2(6) . . ? C9 C10 C11 119.4(6) . . ? N12 C11 C10 120.6(6) . . ? N12 C11 C13 111.9(5) . . ? C10 C11 C13 127.5(6) . . ? C7 N12 C11 121.9(5) . . ? C7 N12 Cu1 118.5(4) . . ? C11 N12 Cu1 119.6(4) . . ? N18 C13 C14 121.1(6) . . ? N18 C13 C11 115.4(5) . . ? C14 C13 C11 123.5(6) . . ? C15 C14 C13 119.3(6) . . ? C16 C15 C14 118.3(6) . . ? C16 C15 C37 121.5(6) . . ? C14 C15 C37 120.2(7) . . ? C15 C16 C17 119.9(6) . . ? N18 C17 C16 122.5(6) . . ? C17 N18 C13 118.8(5) . . ? C17 N18 Cu1 127.3(5) . . ? C13 N18 Cu1 114.0(4) . . ? C4 C19 C24 110.8(6) . . ? C4 C19 C20 109.3(6) . . ? C24 C19 C20 112.5(6) . . ? C21 C20 C19 118.1(7) . . ? C20 C21 C22 112.8(7) . . ? C23 C22 C21 114.7(9) . . ? C25 C24 C19 116.5(8) . . ? C24 C25 C26 112.1(10) . . ? C27 C26 C25 122.7(17) . . ? C33 C28 C29 133.3(13) . . ? C33 C28 C9 116.6(11) . . ? C29 C28 C9 110.0(12) . . ? C28 C29 C30 133.5(17) . . ? C31 C30 C29 89(3) . . ? C30 C31 C32 103(3) . . ? C28 C33 C34 133.8(16) . . ? C35 C34 C33 129(3) . . ? C34 C35 C36 124(3) . . ? C42 C37 C38 126.8(8) . . ? C42 C37 C15 113.5(7) . . ? C38 C37 C15 114.2(7) . . ? C39 C38 C37 130.8(9) . . ? C38 C39 C40 128.3(12) . . ? C41 C40 C39 119(3) . . ? C43 C42 C37 134.6(11) . . ? C42 C43 C44 128.5(11) . . ? C45 C44 C43 123.2(13) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 20.82 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.275 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.056 # -----end-of-data-block----- data_gkkm6 _database_code_CSD 181516 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H23 Br2 Cu N3' _chemical_formula_weight 396.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.164(3) _cell_length_b 13.664(3) _cell_length_c 14.846(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.35(3) _cell_angle_gamma 90.00 _cell_volume 3026.1(10) _cell_formula_units_Z 8 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour green _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.741 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 6.704 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD Detector' _diffrn_measurement_method omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 20 _diffrn_standards_decay_% ? _diffrn_reflns_number 3171 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 20.81 _reflns_number_total 3171 _reflns_number_gt 2633 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART Software' _computing_cell_refinement 'Siemens SAINT Software' _computing_data_reduction 'Siemens SAINT Software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL Software' _computing_publication_material 'Siemens SHELXTL Software' _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^)+(0.0189P)^2^+3.6132P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00094(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3171 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0375 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0563 _refine_ls_wR_factor_gt 0.0518 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.49627(4) 0.81990(4) 0.23459(4) 0.03083(17) Uani 1 1 d . . . Br1 Br 0.41694(4) 0.66917(4) 0.29828(4) 0.05102(18) Uani 1 1 d . . . N1 N 0.3990(3) 0.8709(3) 0.1274(3) 0.0381(11) Uani 1 1 d . . . Cu2 Cu -0.00486(4) 0.56472(4) 0.23782(4) 0.03246(17) Uani 1 1 d . . . Br2 Br 0.57278(4) 0.73129(4) 0.12786(4) 0.04924(18) Uani 1 1 d . . . C2 C 0.3373(3) 0.9304(4) 0.1711(4) 0.0474(14) Uani 1 1 d . . . H2A H 0.2971 0.8879 0.1970 0.057 Uiso 1 1 calc R . . H2B H 0.3014 0.9719 0.1256 0.057 Uiso 1 1 calc R . . Br3 Br 0.03315(4) 0.40318(4) 0.15525(4) 0.05173(19) Uani 1 1 d . . . C3 C 0.3899(3) 0.9923(4) 0.2450(3) 0.0431(14) Uani 1 1 d . . . H3A H 0.4286 1.0366 0.2191 0.052 Uiso 1 1 calc R . . H3B H 0.3495 1.0309 0.2745 0.052 Uiso 1 1 calc R . . Br4 Br -0.10296(4) 0.48851(5) 0.33135(4) 0.0633(2) Uani 1 1 d . . . N4 N 0.4445(3) 0.9268(3) 0.3129(3) 0.0356(10) Uani 1 1 d . . . C5 C 0.5247(3) 0.9764(4) 0.3648(3) 0.0441(14) Uani 1 1 d . . . H5A H 0.5082 1.0145 0.4144 0.053 Uiso 1 1 calc R . . H5B H 0.5497 1.0204 0.3248 0.053 Uiso 1 1 calc R . . C6 C 0.5925(4) 0.9010(4) 0.4025(3) 0.0491(15) Uani 1 1 d . . . H6A H 0.6459 0.9329 0.4354 0.059 Uiso 1 1 calc R . . H6B H 0.5685 0.8596 0.4454 0.059 Uiso 1 1 calc R . . N7 N 0.6165(3) 0.8401(3) 0.3283(3) 0.0395(11) Uani 1 1 d . . . C8 C 0.4399(4) 0.9325(4) 0.0636(4) 0.0621(17) Uani 1 1 d . . . H8A H 0.3939 0.9551 0.0149 0.093 Uiso 1 1 calc R . . H8B H 0.4829 0.8946 0.0385 0.093 Uiso 1 1 calc R . . H8C H 0.4691 0.9877 0.0961 0.093 Uiso 1 1 calc R . . C9 C 0.3465(4) 0.7910(4) 0.0744(4) 0.0687(19) Uani 1 1 d . . . H9A H 0.3030 0.8189 0.0262 0.103 Uiso 1 1 calc R . . H9B H 0.3164 0.7534 0.1144 0.103 Uiso 1 1 calc R . . H9C H 0.3862 0.7492 0.0484 0.103 Uiso 1 1 calc R . . C10 C 0.6822(4) 0.8936(4) 0.2842(4) 0.0609(17) Uani 1 1 d . . . H10A H 0.7367 0.9024 0.3275 0.091 Uiso 1 1 calc R . . H10B H 0.6581 0.9564 0.2637 0.091 Uiso 1 1 calc R . . H10C H 0.6943 0.8567 0.2327 0.091 Uiso 1 1 calc R . . C11 C 0.6577(4) 0.7471(4) 0.3665(4) 0.0624(18) Uani 1 1 d . . . H11A H 0.7120 0.7610 0.4086 0.094 Uiso 1 1 calc R . . H11B H 0.6709 0.7069 0.3176 0.094 Uiso 1 1 calc R . . H11C H 0.6167 0.7133 0.3979 0.094 Uiso 1 1 calc R . . C12 C 0.3888(4) 0.8900(4) 0.3785(4) 0.0554(16) Uani 1 1 d . . . H12A H 0.3686 0.9443 0.4106 0.083 Uiso 1 1 calc R . . H12B H 0.4238 0.8466 0.4217 0.083 Uiso 1 1 calc R . . H12C H 0.3379 0.8555 0.3457 0.083 Uiso 1 1 calc R . . N13 N -0.1135(3) 0.6247(3) 0.1479(3) 0.0440(11) Uani 1 1 d . . . C14 C -0.0748(4) 0.6839(4) 0.0814(4) 0.0573(16) Uani 1 1 d . . . H14A H -0.1187 0.7308 0.0520 0.069 Uiso 1 1 calc R . . H14B H -0.0583 0.6418 0.0345 0.069 Uiso 1 1 calc R . . C15 C 0.0065(4) 0.7367(4) 0.1304(4) 0.0521(16) Uani 1 1 d . . . H15A H 0.0328 0.7755 0.0873 0.062 Uiso 1 1 calc R . . H15B H -0.0100 0.7803 0.1762 0.062 Uiso 1 1 calc R . . N16 N 0.0720(3) 0.6629(3) 0.1748(3) 0.0360(10) Uani 1 1 d . . . C17 C 0.1381(4) 0.7048(4) 0.2511(4) 0.0517(16) Uani 1 1 d . . . H17A H 0.1093 0.7531 0.2839 0.062 Uiso 1 1 calc R . . H17B H 0.1861 0.7368 0.2270 0.062 Uiso 1 1 calc R . . C18 C 0.1753(3) 0.6241(4) 0.3142(4) 0.0507(15) Uani 1 1 d . . . H18A H 0.2060 0.5770 0.2819 0.061 Uiso 1 1 calc R . . H18B H 0.2181 0.6502 0.3649 0.061 Uiso 1 1 calc R . . N19 N 0.1006(3) 0.5753(3) 0.3493(2) 0.0386(11) Uani 1 1 d . . . C20 C -0.1666(4) 0.6878(4) 0.1994(4) 0.0666(18) Uani 1 1 d . . . H20A H -0.2164 0.7152 0.1579 0.100 Uiso 1 1 calc R . . H20B H -0.1294 0.7397 0.2287 0.100 Uiso 1 1 calc R . . H20C H -0.1884 0.6494 0.2449 0.100 Uiso 1 1 calc R . . C21 C -0.1739(4) 0.5494(5) 0.0985(4) 0.080(2) Uani 1 1 d . . . H21A H -0.2223 0.5808 0.0584 0.120 Uiso 1 1 calc R . . H21B H -0.1975 0.5096 0.1418 0.120 Uiso 1 1 calc R . . H21C H -0.1409 0.5091 0.0632 0.120 Uiso 1 1 calc R . . C22 C 0.0730(4) 0.6370(4) 0.4225(3) 0.0547(16) Uani 1 1 d . . . H22A H 0.1218 0.6415 0.4735 0.082 Uiso 1 1 calc R . . H22B H 0.0221 0.6078 0.4422 0.082 Uiso 1 1 calc R . . H22C H 0.0574 0.7013 0.3988 0.082 Uiso 1 1 calc R . . C23 C 0.1326(4) 0.4797(4) 0.3902(4) 0.0613(17) Uani 1 1 d . . . H23A H 0.1808 0.4904 0.4407 0.092 Uiso 1 1 calc R . . H23B H 0.1534 0.4402 0.3448 0.092 Uiso 1 1 calc R . . H23C H 0.0842 0.4469 0.4114 0.092 Uiso 1 1 calc R . . C24 C 0.1196(4) 0.6192(4) 0.1052(3) 0.0530(15) Uani 1 1 d . . . H24A H 0.1526 0.6692 0.0804 0.080 Uiso 1 1 calc R . . H24B H 0.0767 0.5906 0.0569 0.080 Uiso 1 1 calc R . . H24C H 0.1601 0.5695 0.1334 0.080 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 0.0298(3) 0.0338(4) 0.0301(3) -0.0023(3) 0.0086(3) 0.0005(3) Br1 0.0558(4) 0.0368(3) 0.0679(4) 0.0012(3) 0.0309(3) -0.0047(3) N1 0.033(3) 0.045(3) 0.035(2) -0.001(2) 0.003(2) 0.000(2) Cu2 0.0295(3) 0.0369(4) 0.0324(3) -0.0013(3) 0.0092(3) -0.0038(3) Br2 0.0515(4) 0.0528(4) 0.0482(3) -0.0093(3) 0.0216(3) 0.0045(3) C2 0.031(3) 0.057(4) 0.054(4) 0.006(3) 0.008(3) 0.007(3) Br3 0.0747(4) 0.0393(3) 0.0435(3) -0.0061(3) 0.0167(3) 0.0007(3) C3 0.040(3) 0.039(3) 0.051(3) 0.004(3) 0.010(3) 0.012(3) Br4 0.0565(4) 0.0680(4) 0.0741(4) 0.0077(4) 0.0349(3) -0.0128(3) N4 0.040(3) 0.032(2) 0.037(2) 0.001(2) 0.015(2) 0.005(2) C5 0.054(4) 0.038(3) 0.039(3) -0.010(3) 0.008(3) 0.000(3) C6 0.057(4) 0.048(4) 0.039(3) -0.003(3) -0.002(3) 0.002(3) N7 0.036(3) 0.038(3) 0.044(3) 0.001(2) 0.005(2) 0.003(2) C8 0.068(4) 0.077(5) 0.044(3) 0.021(3) 0.018(3) 0.004(4) C9 0.057(4) 0.083(5) 0.059(4) -0.023(4) -0.008(3) -0.001(4) C10 0.047(4) 0.060(4) 0.076(4) -0.013(3) 0.010(3) -0.010(3) C11 0.059(4) 0.051(4) 0.069(4) 0.004(3) -0.011(3) 0.015(3) C12 0.070(4) 0.051(4) 0.055(4) -0.005(3) 0.038(3) -0.001(3) N13 0.031(3) 0.056(3) 0.043(3) -0.008(3) 0.001(2) 0.005(2) C14 0.063(4) 0.067(4) 0.038(3) 0.003(3) 0.000(3) 0.019(4) C15 0.071(4) 0.041(4) 0.048(4) 0.016(3) 0.023(3) 0.004(3) N16 0.039(3) 0.036(3) 0.036(2) 0.002(2) 0.013(2) -0.002(2) C17 0.048(4) 0.056(4) 0.054(4) -0.006(3) 0.016(3) -0.024(3) C18 0.031(3) 0.072(4) 0.049(3) -0.002(3) 0.007(3) -0.007(3) N19 0.041(3) 0.044(3) 0.030(2) -0.001(2) 0.003(2) 0.001(2) C20 0.048(4) 0.074(5) 0.079(4) -0.008(4) 0.013(3) 0.021(3) C21 0.058(4) 0.087(5) 0.081(5) -0.021(4) -0.025(4) -0.006(4) C22 0.066(4) 0.062(4) 0.036(3) -0.014(3) 0.011(3) -0.004(3) C23 0.071(4) 0.057(4) 0.051(4) 0.007(3) -0.004(3) 0.017(3) C24 0.062(4) 0.056(4) 0.049(3) -0.001(3) 0.033(3) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.086(4) . ? Cu1 N7 2.103(4) . ? Cu1 N4 2.104(4) . ? Cu1 Br2 2.4462(9) . ? Cu1 Br1 2.6442(9) . ? N1 C2 1.475(6) . ? N1 C8 1.484(6) . ? N1 C9 1.490(6) . ? Cu2 N19 2.090(4) . ? Cu2 N13 2.092(4) . ? Cu2 N16 2.103(4) . ? Cu2 Br4 2.4429(9) . ? Cu2 Br3 2.6383(9) . ? C2 C3 1.497(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N4 1.485(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? N4 C5 1.481(6) . ? N4 C12 1.487(6) . ? C5 C6 1.492(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N7 1.477(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N7 C10 1.480(6) . ? N7 C11 1.482(6) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? N13 C14 1.478(7) . ? N13 C21 1.481(7) . ? N13 C20 1.482(6) . ? C14 C15 1.498(7) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N16 1.484(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? N16 C17 1.487(6) . ? N16 C24 1.488(6) . ? C17 C18 1.492(7) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N19 1.486(6) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? N19 C23 1.483(6) . ? N19 C22 1.493(6) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? 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 N7 150.59(16) . . ? N1 Cu1 N4 84.68(15) . . ? N7 Cu1 N4 84.73(15) . . ? N1 Cu1 Br2 91.36(11) . . ? N7 Cu1 Br2 92.17(11) . . ? N4 Cu1 Br2 165.65(11) . . ? N1 Cu1 Br1 103.18(11) . . ? N7 Cu1 Br1 105.16(11) . . ? N4 Cu1 Br1 95.98(11) . . ? Br2 Cu1 Br1 98.35(3) . . ? C2 N1 C8 109.8(4) . . ? C2 N1 C9 108.4(4) . . ? C8 N1 C9 108.8(4) . . ? C2 N1 Cu1 105.4(3) . . ? C8 N1 Cu1 110.9(3) . . ? C9 N1 Cu1 113.3(3) . . ? N19 Cu2 N13 151.78(16) . . ? N19 Cu2 N16 84.38(15) . . ? N13 Cu2 N16 84.39(16) . . ? N19 Cu2 Br4 92.10(11) . . ? N13 Cu2 Br4 92.26(12) . . ? N16 Cu2 Br4 165.30(11) . . ? N19 Cu2 Br3 103.04(11) . . ? N13 Cu2 Br3 104.13(12) . . ? N16 Cu2 Br3 98.17(11) . . ? Br4 Cu2 Br3 96.52(3) . . ? N1 C2 C3 109.7(4) . . ? N1 C2 H2A 109.7 . . ? C3 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C3 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? N4 C3 C2 108.4(4) . . ? N4 C3 H3A 110.0 . . ? C2 C3 H3A 110.0 . . ? N4 C3 H3B 110.0 . . ? C2 C3 H3B 110.0 . . ? H3A C3 H3B 108.4 . . ? C5 N4 C3 112.5(4) . . ? C5 N4 C12 108.9(4) . . ? C3 N4 C12 109.5(4) . . ? C5 N4 Cu1 104.6(3) . . ? C3 N4 Cu1 105.1(3) . . ? C12 N4 Cu1 116.1(3) . . ? N4 C5 C6 109.0(4) . . ? N4 C5 H5A 109.9 . . ? C6 C5 H5A 109.9 . . ? N4 C5 H5B 109.9 . . ? C6 C5 H5B 109.9 . . ? H5A C5 H5B 108.3 . . ? N7 C6 C5 110.7(4) . . ? N7 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? N7 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? C6 N7 C10 109.1(4) . . ? C6 N7 C11 109.9(4) . . ? C10 N7 C11 108.8(4) . . ? C6 N7 Cu1 105.5(3) . . ? C10 N7 Cu1 110.1(3) . . ? C11 N7 Cu1 113.3(3) . . ? N1 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N7 C10 H10A 109.5 . . ? N7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N7 C11 H11A 109.5 . . ? N7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? 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 . . ? C14 N13 C21 109.5(4) . . ? C14 N13 C20 110.1(4) . . ? C21 N13 C20 108.3(4) . . ? C14 N13 Cu2 106.2(3) . . ? C21 N13 Cu2 112.9(3) . . ? C20 N13 Cu2 109.7(3) . . ? N13 C14 C15 109.2(4) . . ? N13 C14 H14A 109.8 . . ? C15 C14 H14A 109.8 . . ? N13 C14 H14B 109.8 . . ? C15 C14 H14B 109.8 . . ? H14A C14 H14B 108.3 . . ? N16 C15 C14 108.4(4) . . ? N16 C15 H15A 110.0 . . ? C14 C15 H15A 110.0 . . ? N16 C15 H15B 110.0 . . ? C14 C15 H15B 110.0 . . ? H15A C15 H15B 108.4 . . ? C15 N16 C17 112.5(4) . . ? C15 N16 C24 109.5(4) . . ? C17 N16 C24 109.8(4) . . ? C15 N16 Cu2 104.5(3) . . ? C17 N16 Cu2 105.0(3) . . ? C24 N16 Cu2 115.5(3) . . ? N16 C17 C18 108.7(4) . . ? N16 C17 H17A 110.0 . . ? C18 C17 H17A 110.0 . . ? N16 C17 H17B 110.0 . . ? C18 C17 H17B 110.0 . . ? H17A C17 H17B 108.3 . . ? N19 C18 C17 109.1(4) . . ? N19 C18 H18A 109.9 . . ? C17 C18 H18A 109.9 . . ? N19 C18 H18B 109.9 . . ? C17 C18 H18B 109.9 . . ? H18A C18 H18B 108.3 . . ? C23 N19 C18 108.9(4) . . ? C23 N19 C22 108.2(4) . . ? C18 N19 C22 109.4(4) . . ? C23 N19 Cu2 114.2(3) . . ? C18 N19 Cu2 106.0(3) . . ? C22 N19 Cu2 109.9(3) . . ? N13 C20 H20A 109.5 . . ? N13 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N13 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N13 C21 H21A 109.5 . . ? N13 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N13 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N19 C22 H22A 109.5 . . ? N19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N19 C23 H23A 109.5 . . ? N19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N16 C24 H24A 109.5 . . ? N16 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N16 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 N7 Cu1 N1 C2 -83.7(4) . . . . ? N4 Cu1 N1 C2 -14.3(3) . . . . ? Br2 Cu1 N1 C2 179.5(3) . . . . ? Br1 Cu1 N1 C2 80.6(3) . . . . ? N7 Cu1 N1 C8 35.1(5) . . . . ? N4 Cu1 N1 C8 104.5(3) . . . . ? Br2 Cu1 N1 C8 -61.7(3) . . . . ? Br1 Cu1 N1 C8 -160.6(3) . . . . ? N7 Cu1 N1 C9 157.9(4) . . . . ? N4 Cu1 N1 C9 -132.7(4) . . . . ? Br2 Cu1 N1 C9 61.1(3) . . . . ? Br1 Cu1 N1 C9 -37.8(4) . . . . ? C8 N1 C2 C3 -77.3(5) . . . . ? C9 N1 C2 C3 163.9(4) . . . . ? Cu1 N1 C2 C3 42.3(4) . . . . ? N1 C2 C3 N4 -58.9(5) . . . . ? C2 C3 N4 C5 155.5(4) . . . . ? C2 C3 N4 C12 -83.1(5) . . . . ? C2 C3 N4 Cu1 42.3(4) . . . . ? N1 Cu1 N4 C5 -134.0(3) . . . . ? N7 Cu1 N4 C5 18.5(3) . . . . ? Br2 Cu1 N4 C5 -59.5(6) . . . . ? Br1 Cu1 N4 C5 123.3(3) . . . . ? N1 Cu1 N4 C3 -15.3(3) . . . . ? N7 Cu1 N4 C3 137.3(3) . . . . ? Br2 Cu1 N4 C3 59.2(6) . . . . ? Br1 Cu1 N4 C3 -118.0(3) . . . . ? N1 Cu1 N4 C12 106.0(4) . . . . ? N7 Cu1 N4 C12 -101.5(4) . . . . ? Br2 Cu1 N4 C12 -179.6(3) . . . . ? Br1 Cu1 N4 C12 3.2(3) . . . . ? C3 N4 C5 C6 -158.0(4) . . . . ? C12 N4 C5 C6 80.3(5) . . . . ? Cu1 N4 C5 C6 -44.4(4) . . . . ? N4 C5 C6 N7 57.8(5) . . . . ? C5 C6 N7 C10 80.2(5) . . . . ? C5 C6 N7 C11 -160.6(4) . . . . ? C5 C6 N7 Cu1 -38.1(5) . . . . ? N1 Cu1 N7 C6 79.4(4) . . . . ? N4 Cu1 N7 C6 10.1(3) . . . . ? Br2 Cu1 N7 C6 176.1(3) . . . . ? Br1 Cu1 N7 C6 -84.6(3) . . . . ? N1 Cu1 N7 C10 -38.2(5) . . . . ? N4 Cu1 N7 C10 -107.5(3) . . . . ? Br2 Cu1 N7 C10 58.5(3) . . . . ? Br1 Cu1 N7 C10 157.7(3) . . . . ? N1 Cu1 N7 C11 -160.3(3) . . . . ? N4 Cu1 N7 C11 130.4(4) . . . . ? Br2 Cu1 N7 C11 -63.6(3) . . . . ? Br1 Cu1 N7 C11 35.6(4) . . . . ? N19 Cu2 N13 C14 78.1(5) . . . . ? N16 Cu2 N13 C14 11.1(3) . . . . ? Br4 Cu2 N13 C14 176.8(3) . . . . ? Br3 Cu2 N13 C14 -85.9(3) . . . . ? N19 Cu2 N13 C21 -161.9(4) . . . . ? N16 Cu2 N13 C21 131.2(4) . . . . ? Br4 Cu2 N13 C21 -63.2(4) . . . . ? Br3 Cu2 N13 C21 34.1(4) . . . . ? N19 Cu2 N13 C20 -40.9(6) . . . . ? N16 Cu2 N13 C20 -107.8(4) . . . . ? Br4 Cu2 N13 C20 57.8(3) . . . . ? Br3 Cu2 N13 C20 155.1(3) . . . . ? C21 N13 C14 C15 -161.9(5) . . . . ? C20 N13 C14 C15 79.1(5) . . . . ? Cu2 N13 C14 C15 -39.7(5) . . . . ? N13 C14 C15 N16 59.2(5) . . . . ? C14 C15 N16 C17 -159.0(4) . . . . ? C14 C15 N16 C24 78.6(5) . . . . ? C14 C15 N16 Cu2 -45.6(4) . . . . ? N19 Cu2 N16 C15 -135.3(3) . . . . ? N13 Cu2 N16 C15 18.7(3) . . . . ? Br4 Cu2 N16 C15 -58.6(6) . . . . ? Br3 Cu2 N16 C15 122.2(3) . . . . ? N19 Cu2 N16 C17 -16.8(3) . . . . ? N13 Cu2 N16 C17 137.3(3) . . . . ? Br4 Cu2 N16 C17 60.0(6) . . . . ? Br3 Cu2 N16 C17 -119.2(3) . . . . ? N19 Cu2 N16 C24 104.3(3) . . . . ? N13 Cu2 N16 C24 -101.6(3) . . . . ? Br4 Cu2 N16 C24 -179.0(3) . . . . ? Br3 Cu2 N16 C24 1.9(3) . . . . ? C15 N16 C17 C18 157.1(4) . . . . ? C24 N16 C17 C18 -80.7(5) . . . . ? Cu2 N16 C17 C18 44.0(4) . . . . ? N16 C17 C18 N19 -58.8(5) . . . . ? C17 C18 N19 C23 164.3(4) . . . . ? C17 C18 N19 C22 -77.5(5) . . . . ? C17 C18 N19 Cu2 41.0(5) . . . . ? N13 Cu2 N19 C23 160.2(4) . . . . ? N16 Cu2 N19 C23 -132.8(4) . . . . ? Br4 Cu2 N19 C23 61.5(3) . . . . ? Br3 Cu2 N19 C23 -35.7(3) . . . . ? N13 Cu2 N19 C18 -79.8(5) . . . . ? N16 Cu2 N19 C18 -12.9(3) . . . . ? Br4 Cu2 N19 C18 -178.5(3) . . . . ? Br3 Cu2 N19 C18 84.3(3) . . . . ? N13 Cu2 N19 C22 38.3(5) . . . . ? N16 Cu2 N19 C22 105.3(3) . . . . ? Br4 Cu2 N19 C22 -60.4(3) . . . . ? Br3 Cu2 N19 C22 -157.6(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 20.81 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.517 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.064 # -----end-of-data-block----- data_gkkm3 _database_code_CSD 181517 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H32 Br2 Cu N4' _chemical_formula_weight 479.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pca21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 15.2858(2) _cell_length_b 8.082 _cell_length_c 15.0421(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1858.28(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour green _exptl_crystal_size_max 0.76 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.715 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 5.476 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD Detector' _diffrn_measurement_method omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 20 _diffrn_standards_decay_% ? _diffrn_reflns_number 13501 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_sigmaI/netI 0.0609 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 30.46 _reflns_number_total 5265 _reflns_number_gt 4198 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART Software' _computing_cell_refinement 'Siemens SAINT Software' _computing_data_reduction 'Siemens SAINT Software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL Software' _computing_publication_material 'Siemens SHELXTL Software' _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^)+(0.0305P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0009(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.014(10) _refine_ls_number_reflns 5265 _refine_ls_number_parameters 191 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0783 _refine_ls_wR_factor_gt 0.0704 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.57987(2) 0.72114(5) 0.94470(3) 0.02428(9) Uani 1 1 d . . . Br1 Br 0.48911(3) 0.47424(5) 1.03836(3) 0.04277(11) Uani 1 1 d . . . N1 N 0.6006(2) 0.8749(4) 1.0534(2) 0.0364(7) Uani 1 1 d . . . Br2 Br 0.71372(3) 0.07751(6) 0.77604(4) 0.05111(14) Uani 1 1 d . . . C2 C 0.6677(3) 0.7820(6) 1.1034(3) 0.0529(12) Uani 1 1 d . . . H2A H 0.6424 0.6819 1.1281 0.063 Uiso 1 1 calc R . . H2B H 0.6898 0.8489 1.1520 0.063 Uiso 1 1 calc R . . C3 C 0.7401(3) 0.7391(6) 1.0417(4) 0.0538(12) Uani 1 1 d . . . H3A H 0.7857 0.6811 1.0739 0.065 Uiso 1 1 calc R . . H3B H 0.7651 0.8395 1.0172 0.065 Uiso 1 1 calc R . . N4 N 0.70676(19) 0.6322(4) 0.9680(2) 0.0354(8) Uani 1 1 d . . . C5 C 0.7630(3) 0.6553(6) 0.8886(4) 0.0470(12) Uani 1 1 d . . . H5A H 0.8220 0.6206 0.9035 0.056 Uiso 1 1 calc R . . H5B H 0.7652 0.7725 0.8748 0.056 Uiso 1 1 calc R . . C6 C 0.7347(3) 0.5640(6) 0.8071(4) 0.0521(13) Uani 1 1 d . . . H6A H 0.7254 0.4488 0.8225 0.063 Uiso 1 1 calc R . . H6B H 0.7816 0.5682 0.7637 0.063 Uiso 1 1 calc R . . C7 C 0.6520(3) 0.6309(5) 0.7646(3) 0.0443(10) Uani 1 1 d . . . H7A H 0.6601 0.7479 0.7528 0.053 Uiso 1 1 calc R . . H7B H 0.6436 0.5761 0.7078 0.053 Uiso 1 1 calc R . . N8 N 0.5704(2) 0.6097(4) 0.8189(2) 0.0316(7) Uani 1 1 d . . . C9 C 0.4980(3) 0.7015(6) 0.7747(3) 0.0481(11) Uani 1 1 d . . . H9A H 0.5205 0.8021 0.7480 0.058 Uiso 1 1 calc R . . H9B H 0.4727 0.6339 0.7280 0.058 Uiso 1 1 calc R . . C10 C 0.4302(3) 0.7429(6) 0.8416(3) 0.0462(11) Uani 1 1 d . . . H10A H 0.4088 0.6425 0.8694 0.055 Uiso 1 1 calc R . . H10B H 0.3813 0.7977 0.8129 0.055 Uiso 1 1 calc R . . N11 N 0.46921(19) 0.8543(4) 0.9103(2) 0.0322(7) Uani 1 1 d . . . C12 C 0.4070(3) 0.8692(6) 0.9855(3) 0.0446(10) Uani 1 1 d . . . H12A H 0.3918 0.7590 1.0058 0.054 Uiso 1 1 calc R . . H12B H 0.3538 0.9212 0.9641 0.054 Uiso 1 1 calc R . . C13 C 0.4416(3) 0.9688(6) 1.0647(3) 0.0525(13) Uani 1 1 d . . . H13A H 0.4568 1.0791 1.0445 0.063 Uiso 1 1 calc R . . H13B H 0.3952 0.9798 1.1083 0.063 Uiso 1 1 calc R . . C14 C 0.5212(3) 0.8927(6) 1.1098(3) 0.0504(11) Uani 1 1 d . . . H14A H 0.5361 0.9603 1.1609 0.060 Uiso 1 1 calc R . . H14B H 0.5050 0.7841 1.1318 0.060 Uiso 1 1 calc R . . C15 C 0.6355(3) 1.0413(6) 1.0317(4) 0.0516(11) Uani 1 1 d . . . H15A H 0.5923 1.1028 0.9992 0.077 Uiso 1 1 calc R . . H15B H 0.6874 1.0301 0.9962 0.077 Uiso 1 1 calc R . . H15C H 0.6495 1.0989 1.0857 0.077 Uiso 1 1 calc R . . C16 C 0.7114(3) 0.4569(5) 0.9970(4) 0.0477(11) Uani 1 1 d . . . H16A H 0.6750 0.4414 1.0484 0.072 Uiso 1 1 calc R . . H16B H 0.7708 0.4294 1.0116 0.072 Uiso 1 1 calc R . . H16C H 0.6913 0.3865 0.9498 0.072 Uiso 1 1 calc R . . C17 C 0.5472(3) 0.4314(5) 0.8201(3) 0.0429(10) Uani 1 1 d . . . H17A H 0.5931 0.3699 0.8484 0.064 Uiso 1 1 calc R . . H17B H 0.5398 0.3926 0.7602 0.064 Uiso 1 1 calc R . . H17C H 0.4936 0.4163 0.8525 0.064 Uiso 1 1 calc R . . C18 C 0.4832(3) 1.0187(6) 0.8708(3) 0.0445(10) Uani 1 1 d . . . H18A H 0.5235 1.0097 0.8221 0.067 Uiso 1 1 calc R . . H18B H 0.5068 1.0921 0.9149 0.067 Uiso 1 1 calc R . . H18C H 0.4284 1.0616 0.8496 0.067 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 0.02337(17) 0.0246(2) 0.02491(18) -0.00212(19) -0.00304(18) 0.00303(16) Br1 0.0472(2) 0.0393(2) 0.0418(2) 0.0099(2) 0.0069(2) -0.00305(17) N1 0.0482(18) 0.0267(18) 0.0344(18) -0.0025(13) -0.0058(14) -0.0029(14) Br2 0.0407(2) 0.0364(2) 0.0762(3) -0.0113(2) -0.0029(2) -0.00158(17) C2 0.069(3) 0.048(3) 0.042(2) -0.002(2) -0.023(2) -0.008(2) C3 0.041(2) 0.046(3) 0.075(3) 0.003(3) -0.031(2) -0.0031(19) N4 0.0274(15) 0.0287(18) 0.050(2) 0.0060(14) -0.0065(13) 0.0030(12) C5 0.0246(18) 0.035(3) 0.081(4) 0.011(2) 0.0086(19) 0.0000(17) C6 0.049(3) 0.039(3) 0.068(4) 0.004(2) 0.034(2) 0.0055(19) C7 0.065(3) 0.036(2) 0.032(2) -0.0029(18) 0.018(2) -0.0082(19) N8 0.0421(18) 0.0254(17) 0.0273(15) -0.0013(12) 0.0001(13) 0.0008(12) C9 0.070(3) 0.044(3) 0.030(2) -0.0033(18) -0.021(2) 0.008(2) C10 0.035(2) 0.050(3) 0.054(3) -0.002(2) -0.0207(19) 0.0032(18) N11 0.0262(15) 0.0283(18) 0.0420(18) 0.0046(14) 0.0025(13) 0.0047(13) C12 0.032(2) 0.043(3) 0.059(3) 0.003(2) 0.0151(19) 0.0084(17) C13 0.062(3) 0.041(3) 0.055(3) -0.004(2) 0.029(2) 0.009(2) C14 0.076(3) 0.046(3) 0.029(2) -0.0065(18) 0.010(2) -0.002(2) C15 0.066(3) 0.034(2) 0.055(3) -0.004(2) -0.011(3) -0.009(2) C16 0.041(2) 0.032(2) 0.070(3) 0.015(2) -0.005(2) 0.0061(17) C17 0.054(2) 0.028(2) 0.047(2) -0.0061(18) 0.002(2) -0.0082(18) C18 0.045(2) 0.036(2) 0.052(3) 0.012(2) 0.002(2) 0.0070(18) _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 N11 2.071(3) . ? Cu1 N1 2.078(3) . ? Cu1 N4 2.098(3) . ? Cu1 N8 2.101(3) . ? Cu1 Br1 2.8092(6) . ? N1 C2 1.477(6) . ? N1 C15 1.484(6) . ? N1 C14 1.488(5) . ? C2 C3 1.485(8) . ? C3 N4 1.495(6) . ? N4 C16 1.484(5) . ? N4 C5 1.484(6) . ? C5 C6 1.496(7) . ? C6 C7 1.517(7) . ? C7 N8 1.500(5) . ? N8 C17 1.485(5) . ? N8 C9 1.490(5) . ? C9 C10 1.483(7) . ? C10 N11 1.495(5) . ? N11 C18 1.472(5) . ? N11 C12 1.482(5) . ? C12 C13 1.533(7) . ? C13 C14 1.522(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Cu1 N1 90.58(13) . . ? N11 Cu1 N4 167.21(13) . . ? N1 Cu1 N4 86.13(13) . . ? N11 Cu1 N8 86.66(13) . . ? N1 Cu1 N8 167.35(13) . . ? N4 Cu1 N8 93.86(13) . . ? N11 Cu1 Br1 95.22(9) . . ? N1 Cu1 Br1 96.04(10) . . ? N4 Cu1 Br1 97.42(9) . . ? N8 Cu1 Br1 96.50(9) . . ? C2 N1 C15 108.8(3) . . ? C2 N1 C14 109.0(3) . . ? C15 N1 C14 109.3(4) . . ? C2 N1 Cu1 101.7(3) . . ? C15 N1 Cu1 115.1(3) . . ? C14 N1 Cu1 112.5(3) . . ? N1 C2 C3 108.5(4) . . ? C2 C3 N4 110.2(4) . . ? C16 N4 C5 109.2(3) . . ? C16 N4 C3 108.5(3) . . ? C5 N4 C3 109.0(4) . . ? C16 N4 Cu1 114.9(2) . . ? C5 N4 Cu1 111.0(2) . . ? C3 N4 Cu1 103.9(3) . . ? N4 C5 C6 115.5(3) . . ? C5 C6 C7 114.2(4) . . ? N8 C7 C6 115.0(3) . . ? C17 N8 C9 108.1(3) . . ? C17 N8 C7 108.4(3) . . ? C9 N8 C7 108.5(3) . . ? C17 N8 Cu1 114.9(2) . . ? C9 N8 Cu1 103.9(2) . . ? C7 N8 Cu1 112.6(2) . . ? C10 C9 N8 109.2(4) . . ? C9 C10 N11 109.1(3) . . ? C18 N11 C12 109.2(3) . . ? C18 N11 C10 108.8(4) . . ? C12 N11 C10 108.7(3) . . ? C18 N11 Cu1 116.8(2) . . ? C12 N11 Cu1 112.1(2) . . ? C10 N11 Cu1 100.7(2) . . ? N11 C12 C13 114.4(3) . . ? C14 C13 C12 114.2(4) . . ? N1 C14 C13 115.9(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 N11 Cu1 N1 C2 167.7(3) . . . . ? N4 Cu1 N1 C2 -24.7(3) . . . . ? N8 Cu1 N1 C2 -115.1(6) . . . . ? Br1 Cu1 N1 C2 72.4(3) . . . . ? N11 Cu1 N1 C15 -74.9(3) . . . . ? N4 Cu1 N1 C15 92.8(3) . . . . ? N8 Cu1 N1 C15 2.4(8) . . . . ? Br1 Cu1 N1 C15 -170.2(3) . . . . ? N11 Cu1 N1 C14 51.2(3) . . . . ? N4 Cu1 N1 C14 -141.1(3) . . . . ? N8 Cu1 N1 C14 128.5(6) . . . . ? Br1 Cu1 N1 C14 -44.1(3) . . . . ? C15 N1 C2 C3 -70.7(5) . . . . ? C14 N1 C2 C3 170.1(4) . . . . ? Cu1 N1 C2 C3 51.2(4) . . . . ? N1 C2 C3 N4 -61.1(5) . . . . ? C2 C3 N4 C16 -87.8(4) . . . . ? C2 C3 N4 C5 153.3(4) . . . . ? C2 C3 N4 Cu1 34.9(4) . . . . ? N11 Cu1 N4 C16 -171.1(6) . . . . ? N1 Cu1 N4 C16 113.5(3) . . . . ? N8 Cu1 N4 C16 -79.2(3) . . . . ? Br1 Cu1 N4 C16 17.9(3) . . . . ? N11 Cu1 N4 C5 -46.6(7) . . . . ? N1 Cu1 N4 C5 -122.0(3) . . . . ? N8 Cu1 N4 C5 45.3(3) . . . . ? Br1 Cu1 N4 C5 142.4(3) . . . . ? N11 Cu1 N4 C3 70.5(7) . . . . ? N1 Cu1 N4 C3 -4.9(3) . . . . ? N8 Cu1 N4 C3 162.4(3) . . . . ? Br1 Cu1 N4 C3 -100.5(3) . . . . ? C16 N4 C5 C6 65.1(5) . . . . ? C3 N4 C5 C6 -176.4(4) . . . . ? Cu1 N4 C5 C6 -62.5(4) . . . . ? N4 C5 C6 C7 70.4(5) . . . . ? C5 C6 C7 N8 -67.0(5) . . . . ? C6 C7 N8 C17 -70.6(4) . . . . ? C6 C7 N8 C9 172.2(4) . . . . ? C6 C7 N8 Cu1 57.7(4) . . . . ? N11 Cu1 N8 C17 -111.9(3) . . . . ? N1 Cu1 N8 C17 170.5(5) . . . . ? N4 Cu1 N8 C17 81.0(3) . . . . ? Br1 Cu1 N8 C17 -17.0(3) . . . . ? N11 Cu1 N8 C9 6.1(3) . . . . ? N1 Cu1 N8 C9 -71.6(7) . . . . ? N4 Cu1 N8 C9 -161.1(3) . . . . ? Br1 Cu1 N8 C9 101.0(3) . . . . ? N11 Cu1 N8 C7 123.3(3) . . . . ? N1 Cu1 N8 C7 45.6(7) . . . . ? N4 Cu1 N8 C7 -43.9(3) . . . . ? Br1 Cu1 N8 C7 -141.8(2) . . . . ? C17 N8 C9 C10 86.2(4) . . . . ? C7 N8 C9 C10 -156.3(4) . . . . ? Cu1 N8 C9 C10 -36.3(4) . . . . ? N8 C9 C10 N11 62.4(5) . . . . ? C9 C10 N11 C18 72.0(4) . . . . ? C9 C10 N11 C12 -169.3(4) . . . . ? C9 C10 N11 Cu1 -51.4(4) . . . . ? N1 Cu1 N11 C18 73.8(3) . . . . ? N4 Cu1 N11 C18 -1.1(8) . . . . ? N8 Cu1 N11 C18 -93.8(3) . . . . ? Br1 Cu1 N11 C18 170.0(3) . . . . ? N1 Cu1 N11 C12 -53.2(3) . . . . ? N4 Cu1 N11 C12 -128.1(6) . . . . ? N8 Cu1 N11 C12 139.1(3) . . . . ? Br1 Cu1 N11 C12 42.9(3) . . . . ? N1 Cu1 N11 C10 -168.6(3) . . . . ? N4 Cu1 N11 C10 116.5(6) . . . . ? N8 Cu1 N11 C10 23.8(3) . . . . ? Br1 Cu1 N11 C10 -72.5(2) . . . . ? C18 N11 C12 C13 -66.3(5) . . . . ? C10 N11 C12 C13 175.2(4) . . . . ? Cu1 N11 C12 C13 64.8(4) . . . . ? N11 C12 C13 C14 -63.1(5) . . . . ? C2 N1 C14 C13 -173.4(4) . . . . ? C15 N1 C14 C13 67.8(5) . . . . ? Cu1 N1 C14 C13 -61.4(5) . . . . ? C12 C13 C14 N1 61.5(5) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 30.46 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.643 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.084 # -----end-of-data-block----- data_gkkm7 _database_code_CSD 181518 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H23 Br2 Cu N4' _chemical_formula_weight 446.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pca21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 15.4552(4) _cell_length_b 8.0865(2) _cell_length_c 14.6116(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1826.14(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 5.566 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.2860 _exptl_absorpt_correction_T_max 0.6644 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD Detector' _diffrn_measurement_method omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 20 _diffrn_standards_decay_% ? _diffrn_reflns_number 1008 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 20.82 _reflns_number_total 1008 _reflns_number_gt 970 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART Software' _computing_cell_refinement 'Siemens SAINT Software' _computing_data_reduction 'Siemens SAINT Software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL Software' _computing_publication_material 'Siemens SHELXTL Software' _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^)+(0.0704P)^2^+2.9624P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0009(7) _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 0.10(4) _refine_ls_number_reflns 1008 _refine_ls_number_parameters 186 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.1002 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.92357(7) 0.20642(14) 0.11408(10) 0.0313(4) Uani 1 1 d . . . Br1 Br 1.01078(9) -0.02301(17) 0.02985(11) 0.0620(5) Uani 1 1 d . . . N1 N 1.0289(12) 0.374(2) 0.1456(15) 0.068(5) Uani 0.70 1 d P . . N1A N 1.002(2) 0.427(4) 0.082(3) 0.037(8) Uani 0.30 1 d P . . Br2 Br 0.78120(12) 0.5939(2) 0.29405(15) 0.0968(8) Uani 1 1 d . . . C2 C 1.0099(13) 0.538(2) 0.1740(15) 0.085(6) Uani 1 1 d . . . C3 C 1.0947(11) 0.379(3) 0.0669(15) 0.099(7) Uani 1 1 d . . . C4 C 1.0660(16) 0.265(4) 0.228(2) 0.128(15) Uani 0.70 1 d P . . H4A H 1.0842 0.1576 0.2067 0.153 Uiso 0.70 1 calc PR . . H4B H 1.1153 0.3202 0.2562 0.153 Uiso 0.70 1 calc PR . . C5 C 0.992(2) 0.248(4) 0.298(2) 0.26(3) Uani 1 1 d . . . H5A H 1.0123 0.2048 0.3565 0.316 Uiso 1 1 calc R . . H5B H 0.9608 0.3499 0.3072 0.316 Uiso 1 1 calc R . . N6 N 0.9453(11) 0.1312(16) 0.2484(8) 0.081(4) Uani 1 1 d . . . C7 C 0.9452(19) -0.045(2) 0.2622(16) 0.135(10) Uani 1 1 d . . . H7A H 0.9560 -0.0689 0.3255 0.203 Uiso 1 1 calc R . . H7B H 0.9897 -0.0945 0.2253 0.203 Uiso 1 1 calc R . . H7C H 0.8900 -0.0894 0.2449 0.203 Uiso 1 1 calc R . . C8 C 0.850(2) 0.157(4) 0.289(2) 0.172(14) Uani 1 1 d . . . H8A H 0.8470 0.1166 0.3518 0.207 Uiso 1 1 calc R . . H8B H 0.8351 0.2741 0.2899 0.207 Uiso 1 1 calc R . . C9 C 0.787(2) 0.065(3) 0.231(2) 0.157(14) Uani 1 1 d . . . H9A H 0.7923 -0.0521 0.2435 0.189 Uiso 1 1 calc R . . H9B H 0.7288 0.0994 0.2462 0.189 Uiso 1 1 calc R . . N10 N 0.8036(9) 0.0960(14) 0.1357(12) 0.081(5) Uani 1 1 d . . . C11 C 0.7887(10) -0.065(2) 0.0912(19) 0.109(8) Uani 1 1 d . . . H11A H 0.7950 -0.0528 0.0261 0.164 Uiso 1 1 calc R . . H11B H 0.7312 -0.1024 0.1049 0.164 Uiso 1 1 calc R . . H11C H 0.8300 -0.1436 0.1134 0.164 Uiso 1 1 calc R . . C12 C 0.7430(10) 0.226(2) 0.101(3) 0.118(9) Uani 1 1 d . . . H12A H 0.6843 0.1841 0.1002 0.141 Uiso 1 1 calc R . . H12B H 0.7447 0.3221 0.1410 0.141 Uiso 1 1 calc R . . C13 C 0.7688(15) 0.273(3) 0.0098(19) 0.119(9) Uani 1 1 d . . . H13A H 0.7313 0.3606 -0.0119 0.143 Uiso 1 1 calc R . . H13B H 0.7617 0.1788 -0.0307 0.143 Uiso 1 1 calc R . . N14 N 0.8625(9) 0.3315(17) 0.0057(7) 0.074(4) Uani 1 1 d . . . C15 C 0.9023(19) 0.301(4) -0.0820(14) 0.194(19) Uani 1 1 d . . . H15A H 0.9009 0.1852 -0.0951 0.291 Uiso 1 1 calc R . . H15B H 0.9613 0.3388 -0.0806 0.291 Uiso 1 1 calc R . . H15C H 0.8712 0.3604 -0.1286 0.291 Uiso 1 1 calc R . . C16 C 0.8653(17) 0.511(2) 0.0230(17) 0.113(7) Uani 1 1 d . . . H16A H 0.8358 0.5760 -0.0231 0.136 Uiso 1 1 calc R . . H16B H 0.8465 0.5415 0.0840 0.136 Uiso 1 1 calc R . . C17 C 0.958(2) 0.507(5) 0.012(3) 0.042(10) Uiso 0.30 1 d P . . H17A H 0.9718 0.4524 -0.0449 0.050 Uiso 0.30 1 calc PR . . H17B H 0.9790 0.6198 0.0083 0.050 Uiso 0.30 1 calc PR . . 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 0.0336(7) 0.0249(7) 0.0353(7) 0.0023(7) 0.0008(6) 0.0014(6) Br1 0.0736(9) 0.0547(8) 0.0577(8) -0.0079(8) 0.0080(8) 0.0174(7) N1 0.077(13) 0.040(10) 0.087(16) 0.002(11) -0.004(11) -0.018(10) N1A 0.06(2) 0.020(17) 0.030(18) 0.012(16) -0.017(17) 0.010(16) Br2 0.1104(15) 0.0503(9) 0.1297(17) 0.0181(10) 0.0524(14) 0.0038(9) C2 0.106(13) 0.040(9) 0.110(16) -0.029(9) 0.000(11) -0.011(9) C3 0.058(9) 0.096(14) 0.142(17) -0.001(12) 0.032(10) -0.034(10) C4 0.079(18) 0.17(3) 0.13(3) 0.10(2) -0.072(18) -0.07(2) C5 0.35(5) 0.29(4) 0.14(2) 0.17(3) -0.19(3) -0.24(4) N6 0.147(13) 0.058(8) 0.037(7) 0.003(6) 0.002(8) 0.039(9) C7 0.22(3) 0.073(14) 0.111(18) 0.049(13) -0.054(18) -0.060(15) C8 0.24(4) 0.15(3) 0.12(2) 0.05(2) 0.09(3) 0.05(3) C9 0.23(3) 0.083(16) 0.16(3) -0.007(16) 0.12(3) -0.044(19) N10 0.066(8) 0.044(7) 0.133(15) -0.017(8) 0.036(8) -0.010(6) C11 0.059(9) 0.066(11) 0.20(3) -0.022(14) 0.000(13) -0.023(8) C12 0.033(8) 0.086(13) 0.23(3) -0.020(19) 0.012(15) 0.006(9) C13 0.079(15) 0.14(2) 0.14(2) -0.034(17) -0.068(15) 0.047(14) N14 0.097(10) 0.088(9) 0.038(8) -0.001(6) -0.018(6) 0.058(8) C15 0.25(3) 0.28(4) 0.050(13) 0.049(17) 0.031(17) 0.22(3) C16 0.18(2) 0.065(11) 0.096(13) 0.017(11) -0.057(16) 0.035(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 Cu1 N6 2.082(12) . ? Cu1 N10 2.082(12) . ? Cu1 N14 2.103(10) . ? Cu1 N1 2.167(17) . ? Cu1 N1A 2.21(3) . ? Cu1 Br1 2.6027(18) . ? N1 N1A 1.10(3) . ? N1 C2 1.42(2) . ? N1 C3 1.53(3) . ? N1 C4 1.60(3) . ? N1A C17 1.39(6) . ? N1A C3 1.50(4) . ? N1A C2 1.61(4) . ? C4 C5 1.53(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N6 1.39(3) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? N6 C7 1.44(2) . ? N6 C8 1.61(3) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.48(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N10 1.44(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N10 C11 1.47(2) . ? N10 C12 1.50(3) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.44(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N14 1.52(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N14 C15 1.44(2) . ? N14 C16 1.47(2) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.44(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 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 N6 Cu1 N10 82.9(7) . . ? N6 Cu1 N14 157.3(5) . . ? N10 Cu1 N14 85.4(6) . . ? N6 Cu1 N1 82.0(8) . . ? N10 Cu1 N1 154.8(7) . . ? N14 Cu1 N1 101.4(7) . . ? N6 Cu1 N1A 110.2(11) . . ? N10 Cu1 N1A 150.2(9) . . ? N14 Cu1 N1A 72.5(11) . . ? N1 Cu1 N1A 29.2(9) . . ? N6 Cu1 Br1 98.9(3) . . ? N10 Cu1 Br1 103.1(3) . . ? N14 Cu1 Br1 102.7(3) . . ? N1 Cu1 Br1 99.0(5) . . ? N1A Cu1 Br1 101.1(9) . . ? N1A N1 C2 78(2) . . ? N1A N1 C3 67(2) . . ? C2 N1 C3 109.3(17) . . ? N1A N1 C4 170(3) . . ? C2 N1 C4 111(2) . . ? C3 N1 C4 110.1(19) . . ? N1A N1 Cu1 78(2) . . ? C2 N1 Cu1 119.3(14) . . ? C3 N1 Cu1 110.8(13) . . ? C4 N1 Cu1 95.0(12) . . ? N1 N1A C17 170(4) . . ? N1 N1A C3 70(2) . . ? C17 N1A C3 119(3) . . ? N1 N1A C2 60(2) . . ? C17 N1A C2 113(3) . . ? C3 N1A C2 101(2) . . ? N1 N1A Cu1 73(2) . . ? C17 N1A Cu1 105(2) . . ? C3 N1A Cu1 110.1(18) . . ? C2 N1A Cu1 108(2) . . ? N1 C2 N1A 42.0(13) . . ? N1A C3 N1 42.6(15) . . ? C5 C4 N1 107(2) . . ? C5 C4 H4A 110.4 . . ? N1 C4 H4A 110.4 . . ? C5 C4 H4B 110.4 . . ? N1 C4 H4B 110.4 . . ? H4A C4 H4B 108.6 . . ? N6 C5 C4 96(3) . . ? N6 C5 H5A 112.5 . . ? C4 C5 H5A 112.5 . . ? N6 C5 H5B 112.5 . . ? C4 C5 H5B 112.5 . . ? H5A C5 H5B 110.1 . . ? C5 N6 C7 126.5(18) . . ? C5 N6 C8 101(3) . . ? C7 N6 C8 94(2) . . ? C5 N6 Cu1 112.3(12) . . ? C7 N6 Cu1 114.9(12) . . ? C8 N6 Cu1 99.5(13) . . ? N6 C7 H7A 109.5 . . ? N6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N6 108(2) . . ? C9 C8 H8A 110.0 . . ? N6 C8 H8A 110.0 . . ? C9 C8 H8B 110.0 . . ? N6 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? N10 C9 C8 111(2) . . ? N10 C9 H9A 109.5 . . ? C8 C9 H9A 109.5 . . ? N10 C9 H9B 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C9 N10 C11 104.5(17) . . ? C9 N10 C12 110(2) . . ? C11 N10 C12 112.0(17) . . ? C9 N10 Cu1 112.1(17) . . ? C11 N10 Cu1 116.8(10) . . ? C12 N10 Cu1 101.8(10) . . ? N10 C11 H11A 109.5 . . ? N10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 N10 108.8(17) . . ? C13 C12 H12A 109.9 . . ? N10 C12 H12A 109.9 . . ? C13 C12 H12B 109.9 . . ? N10 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? C12 C13 N14 112.4(15) . . ? C12 C13 H13A 109.1 . . ? N14 C13 H13A 109.1 . . ? C12 C13 H13B 109.1 . . ? N14 C13 H13B 109.1 . . ? H13A C13 H13B 107.9 . . ? C15 N14 C16 107.8(19) . . ? C15 N14 C13 113(2) . . ? C16 N14 C13 109.1(15) . . ? C15 N14 Cu1 113.4(9) . . ? C16 N14 Cu1 109.3(10) . . ? C13 N14 Cu1 104.3(12) . . ? N14 C15 H15A 109.5 . . ? N14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N14 89(2) . . ? C17 C16 H16A 113.7 . . ? N14 C16 H16A 113.7 . . ? C17 C16 H16B 113.7 . . ? N14 C16 H16B 113.7 . . ? H16A C16 H16B 111.0 . . ? N1A C17 C16 115(3) . . ? N1A C17 H17A 108.6 . . ? C16 C17 H17A 108.6 . . ? N1A C17 H17B 108.6 . . ? C16 C17 H17B 108.6 . . ? H17A C17 H17B 107.6 . . ? 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 N6 Cu1 N1 N1A -165.5(19) . . . . ? N10 Cu1 N1 N1A -112(2) . . . . ? N14 Cu1 N1 N1A -8(2) . . . . ? Br1 Cu1 N1 N1A 96.7(19) . . . . ? N6 Cu1 N1 C2 -96.6(18) . . . . ? N10 Cu1 N1 C2 -43(3) . . . . ? N14 Cu1 N1 C2 60.7(18) . . . . ? N1A Cu1 N1 C2 69(3) . . . . ? Br1 Cu1 N1 C2 165.6(17) . . . . ? N6 Cu1 N1 C3 135.2(16) . . . . ? N10 Cu1 N1 C3 -171.3(14) . . . . ? N14 Cu1 N1 C3 -67.6(15) . . . . ? N1A Cu1 N1 C3 -59(2) . . . . ? Br1 Cu1 N1 C3 37.4(15) . . . . ? N6 Cu1 N1 C4 21.4(17) . . . . ? N10 Cu1 N1 C4 75(2) . . . . ? N14 Cu1 N1 C4 178.6(16) . . . . ? N1A Cu1 N1 C4 -173(3) . . . . ? Br1 Cu1 N1 C4 -76.4(17) . . . . ? C2 N1 N1A C17 -42(21) . . . . ? C3 N1 N1A C17 -159(22) . . . . ? C4 N1 N1A C17 125(19) . . . . ? Cu1 N1 N1A C17 82(21) . . . . ? C2 N1 N1A C3 117.0(15) . . . . ? C4 N1 N1A C3 -76(15) . . . . ? Cu1 N1 N1A C3 -119.2(13) . . . . ? C3 N1 N1A C2 -117.0(15) . . . . ? C4 N1 N1A C2 167(15) . . . . ? Cu1 N1 N1A C2 123.8(13) . . . . ? C2 N1 N1A Cu1 -123.8(13) . . . . ? C3 N1 N1A Cu1 119.2(13) . . . . ? C4 N1 N1A Cu1 43(15) . . . . ? N6 Cu1 N1A N1 15(2) . . . . ? N10 Cu1 N1A N1 127.4(19) . . . . ? N14 Cu1 N1A N1 172(2) . . . . ? Br1 Cu1 N1A N1 -88.5(18) . . . . ? N6 Cu1 N1A C17 -155(2) . . . . ? N10 Cu1 N1A C17 -43(4) . . . . ? N14 Cu1 N1A C17 1(2) . . . . ? N1 Cu1 N1A C17 -170(4) . . . . ? Br1 Cu1 N1A C17 101(2) . . . . ? N6 Cu1 N1A C3 76(2) . . . . ? N10 Cu1 N1A C3 -171.5(14) . . . . ? N14 Cu1 N1A C3 -127(2) . . . . ? N1 Cu1 N1A C3 61(2) . . . . ? Br1 Cu1 N1A C3 -27(2) . . . . ? N6 Cu1 N1A C2 -33.6(19) . . . . ? N10 Cu1 N1A C2 78(3) . . . . ? N14 Cu1 N1A C2 122.6(18) . . . . ? N1 Cu1 N1A C2 -49.0(19) . . . . ? Br1 Cu1 N1A C2 -137.5(15) . . . . ? C3 N1 C2 N1A 60(2) . . . . ? C4 N1 C2 N1A -178(3) . . . . ? Cu1 N1 C2 N1A -68(2) . . . . ? C17 N1A C2 N1 173(4) . . . . ? C3 N1A C2 N1 -59(2) . . . . ? Cu1 N1A C2 N1 56.9(18) . . . . ? C17 N1A C3 N1 176(4) . . . . ? C2 N1A C3 N1 51.6(19) . . . . ? Cu1 N1A C3 N1 -63(2) . . . . ? C2 N1 C3 N1A -68(2) . . . . ? C4 N1 C3 N1A 170(3) . . . . ? Cu1 N1 C3 N1A 66(2) . . . . ? N1A N1 C4 C5 -100(15) . . . . ? C2 N1 C4 C5 66(3) . . . . ? C3 N1 C4 C5 -173(2) . . . . ? Cu1 N1 C4 C5 -58(2) . . . . ? N1 C4 C5 N6 75(3) . . . . ? C4 C5 N6 C7 99(2) . . . . ? C4 C5 N6 C8 -157(2) . . . . ? C4 C5 N6 Cu1 -51(3) . . . . ? N10 Cu1 N6 C5 -142(2) . . . . ? N14 Cu1 N6 C5 -82(3) . . . . ? N1 Cu1 N6 C5 18(2) . . . . ? N1A Cu1 N6 C5 10(3) . . . . ? Br1 Cu1 N6 C5 116(2) . . . . ? N10 Cu1 N6 C7 64.0(17) . . . . ? N14 Cu1 N6 C7 123.5(18) . . . . ? N1 Cu1 N6 C7 -136.1(18) . . . . ? N1A Cu1 N6 C7 -143.6(18) . . . . ? Br1 Cu1 N6 C7 -38.2(17) . . . . ? N10 Cu1 N6 C8 -35.4(16) . . . . ? N14 Cu1 N6 C8 24(3) . . . . ? N1 Cu1 N6 C8 124.4(17) . . . . ? N1A Cu1 N6 C8 117.0(18) . . . . ? Br1 Cu1 N6 C8 -137.6(16) . . . . ? C5 N6 C8 C9 169(2) . . . . ? C7 N6 C8 C9 -62(2) . . . . ? Cu1 N6 C8 C9 54(2) . . . . ? N6 C8 C9 N10 -46(3) . . . . ? C8 C9 N10 C11 142(2) . . . . ? C8 C9 N10 C12 -98(3) . . . . ? C8 C9 N10 Cu1 14(3) . . . . ? N6 Cu1 N10 C9 14.7(15) . . . . ? N14 Cu1 N10 C9 -145.8(15) . . . . ? N1 Cu1 N10 C9 -39(2) . . . . ? N1A Cu1 N10 C9 -104(3) . . . . ? Br1 Cu1 N10 C9 112.2(14) . . . . ? N6 Cu1 N10 C11 -105.7(15) . . . . ? N14 Cu1 N10 C11 93.7(16) . . . . ? N1 Cu1 N10 C11 -159.1(19) . . . . ? N1A Cu1 N10 C11 135(2) . . . . ? Br1 Cu1 N10 C11 -8.3(16) . . . . ? N6 Cu1 N10 C12 132.0(16) . . . . ? N14 Cu1 N10 C12 -28.5(16) . . . . ? N1 Cu1 N10 C12 79(2) . . . . ? N1A Cu1 N10 C12 13(3) . . . . ? Br1 Cu1 N10 C12 -130.5(15) . . . . ? C9 N10 C12 C13 171(2) . . . . ? C11 N10 C12 C13 -73(2) . . . . ? Cu1 N10 C12 C13 52(2) . . . . ? N10 C12 C13 N14 -56(2) . . . . ? C12 C13 N14 C15 151.4(18) . . . . ? C12 C13 N14 C16 -89(2) . . . . ? C12 C13 N14 Cu1 28(2) . . . . ? N6 Cu1 N14 C15 180(2) . . . . ? N10 Cu1 N14 C15 -121(2) . . . . ? N1 Cu1 N14 C15 83(2) . . . . ? N1A Cu1 N14 C15 79(2) . . . . ? Br1 Cu1 N14 C15 -19(2) . . . . ? N6 Cu1 N14 C16 59(2) . . . . ? N10 Cu1 N14 C16 118.5(14) . . . . ? N1 Cu1 N14 C16 -37.0(15) . . . . ? N1A Cu1 N14 C16 -41.2(16) . . . . ? Br1 Cu1 N14 C16 -139.1(13) . . . . ? N6 Cu1 N14 C13 -57(2) . . . . ? N10 Cu1 N14 C13 1.9(11) . . . . ? N1 Cu1 N14 C13 -153.6(12) . . . . ? N1A Cu1 N14 C13 -157.8(15) . . . . ? Br1 Cu1 N14 C13 104.4(11) . . . . ? C15 N14 C16 C17 -57(2) . . . . ? C13 N14 C16 C17 -180(2) . . . . ? Cu1 N14 C16 C17 67(2) . . . . ? N1 N1A C17 C16 -38(23) . . . . ? C3 N1A C17 C16 165(3) . . . . ? C2 N1A C17 C16 -77(4) . . . . ? Cu1 N1A C17 C16 41(4) . . . . ? N14 C16 C17 N1A -70(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 20.82 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.630 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.091 #===END