# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Mir Wais Hosseini' _publ_contact_author_email HOSSEINI@CHIMIE.U-STRASBG.FR _publ_section_title ; Molecular tectonics: generation and structural studies on 1- and 2-D coordination networks based on a metacyclophane in 1,3-alternate conformation bearing four pyrazolyl units and cobalt, zinc and Copper cations ; loop_ _publ_author_name 'Mir Wais Hosseini' 'Jerome Ehrhart' 'Nathalie Kyritsakas-Gruber' 'Jean-Marc Planeix' # Attachment '2-CoBr2.cif' data_e1109a _database_code_depnum_ccdc_archive 'CCDC 721426' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H32 Br2 Co N4' _chemical_formula_sum 'C28 H32 Br2 Co N4' _chemical_formula_weight 643.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 26.3921(8) _cell_length_b 20.8329(7) _cell_length_c 16.2704(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8945.9(5) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4175 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 24.31 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 0.955 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2600 _exptl_absorpt_coefficient_mu 2.185 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6691 _exptl_absorpt_correction_T_max 0.7352 _exptl_absorpt_process_details sadabs loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.003 0.490 -0.026 4823.8 977.6 _platon_squeeze_details ; ; _exptl_special_details ; Owing to large disorder of the solvent present in the cavities of this structure, the SQUEEZE command has been applied. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 65983 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0890 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.56 _reflns_number_total 10294 _reflns_number_gt 3829 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10294 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1618 _refine_ls_R_factor_gt 0.0645 _refine_ls_wR_factor_ref 0.1558 _refine_ls_wR_factor_gt 0.1439 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 Co1 Co 0.20352(3) 0.07706(4) 0.86043(5) 0.0354(2) Uani 1 1 d . . . Br1 Br 0.21877(2) 0.02082(4) 0.73613(4) 0.0569(2) Uani 1 1 d . . . Br2 Br 0.19643(3) 0.18980(3) 0.84200(5) 0.0645(2) Uani 1 1 d . . . C1 C 0.01762(19) 0.1353(3) 1.1743(3) 0.0255(13) Uani 1 1 d . . . C2 C 0.0623(2) 0.1178(2) 1.1348(3) 0.0298(14) Uani 1 1 d . . . C3 C 0.07561(19) 0.1465(3) 1.0598(3) 0.0287(14) Uani 1 1 d . . . C4 C 0.0459(2) 0.1949(3) 1.0267(3) 0.0327(14) Uani 1 1 d . . . C5 C 0.0019(2) 0.2153(2) 1.0682(3) 0.0258(13) Uani 1 1 d . . . C6 C -0.01416(18) 0.1817(2) 1.1386(3) 0.0231(12) Uani 1 1 d . . . C7 C 0.0962(2) 0.0650(3) 1.1695(3) 0.0496(18) Uani 1 1 d . . . H7A H 0.1214 0.0839 1.2066 0.074 Uiso 1 1 calc R . . H7B H 0.1136 0.0430 1.1243 0.074 Uiso 1 1 calc R . . H7C H 0.0755 0.0340 1.1999 0.074 Uiso 1 1 calc R . . C8 C 0.1207(2) 0.1236(3) 1.0117(3) 0.0347(15) Uani 1 1 d . . . H8A H 0.1320 0.1577 0.9735 0.042 Uiso 1 1 calc R . . H8B H 0.1490 0.1138 1.0496 0.042 Uiso 1 1 calc R . . N1 N 0.10657(16) 0.0648(2) 0.9644(3) 0.038 Uani 1 1 d . . . N2 N 0.13980(16) 0.0393(2) 0.9090(3) 0.0378(13) Uani 1 1 d . . . C9 C 0.1186(2) -0.0172(3) 0.8849(3) 0.0409(16) Uani 1 1 d . . . H9 H 0.1332 -0.0461 0.8464 0.049 Uiso 1 1 calc R . . C10 C 0.0727(2) -0.0268(3) 0.9242(4) 0.0503(18) Uani 1 1 d . . . H10 H 0.0502 -0.0621 0.9181 0.060 Uiso 1 1 calc R . . C11 C 0.0668(2) 0.0254(3) 0.9733(4) 0.0490(18) Uani 1 1 d . . . H11 H 0.0387 0.0329 1.0086 0.059 Uiso 1 1 calc R . . C12 C 0.0597(2) 0.2234(3) 0.9436(3) 0.0547(19) Uani 1 1 d . . . H12A H 0.0873 0.1986 0.9191 0.082 Uiso 1 1 calc R . . H12B H 0.0705 0.2681 0.9508 0.082 Uiso 1 1 calc R . . H12C H 0.0301 0.2221 0.9073 0.082 Uiso 1 1 calc R . . C13 C -0.0293(2) 0.2693(3) 1.0329(3) 0.0332(14) Uani 1 1 d . . . H13A H -0.0581 0.2498 1.0029 0.040 Uiso 1 1 calc R . . H13B H -0.0082 0.2918 0.9917 0.040 Uiso 1 1 calc R . . C14 C -0.06555(17) 0.1935(3) 1.1747(3) 0.0300(14) Uani 1 1 d . . . H14A H -0.0629 0.2252 1.2190 0.045 Uiso 1 1 calc R . . H14B H -0.0791 0.1532 1.1967 0.045 Uiso 1 1 calc R . . H14C H -0.0883 0.2098 1.1319 0.045 Uiso 1 1 calc R . . C15 C 0.4490(2) 0.1797(2) 0.9083(3) 0.0264(13) Uani 1 1 d . . . C16 C 0.3975(2) 0.1647(3) 0.9083(3) 0.0315(14) Uani 1 1 d . . . C17 C 0.3794(2) 0.1154(3) 0.8593(3) 0.0324(14) Uani 1 1 d . . . C18 C 0.4117(2) 0.0810(3) 0.8088(3) 0.0357(15) Uani 1 1 d . . . C19 C 0.46393(19) 0.0971(3) 0.8057(3) 0.0260(13) Uani 1 1 d . . . C20 C 0.48203(18) 0.1439(3) 0.8589(3) 0.0261(13) Uani 1 1 d . . . C21 C 0.3614(2) 0.2001(3) 0.9643(4) 0.0579(19) Uani 1 1 d . . . H21A H 0.3273 0.1824 0.9580 0.087 Uiso 1 1 calc R . . H21B H 0.3612 0.2458 0.9499 0.087 Uiso 1 1 calc R . . H21C H 0.3725 0.1951 1.0215 0.087 Uiso 1 1 calc R . . C22 C 0.32379(19) 0.1023(3) 0.8605(3) 0.0443(17) Uani 1 1 d . . . H22A H 0.3053 0.1436 0.8594 0.053 Uiso 1 1 calc R . . H22B H 0.3145 0.0782 0.8103 0.053 Uiso 1 1 calc R . . N3 N 0.30781(16) 0.0661(2) 0.9319(3) 0.0360(12) Uani 1 1 d . . . N4 N 0.25707(16) 0.0530(2) 0.9416(3) 0.0376(12) Uani 1 1 d . . . C23 C 0.2537(3) 0.0218(3) 1.0142(4) 0.0466(17) Uani 1 1 d . . . H23 H 0.2229 0.0062 1.0370 0.056 Uiso 1 1 calc R . . C24 C 0.2996(2) 0.0155(3) 1.0501(4) 0.064(2) Uani 1 1 d . . . H24 H 0.3073 -0.0040 1.1014 0.077 Uiso 1 1 calc R . . C25 C 0.3329(3) 0.0440(4) 0.9951(4) 0.065(2) Uani 1 1 d . . . H25 H 0.3686 0.0471 1.0023 0.078 Uiso 1 1 calc R . . C26 C 0.3921(2) 0.0252(3) 0.7568(4) 0.060(2) Uani 1 1 d . . . H26A H 0.3604 0.0090 0.7803 0.090 Uiso 1 1 calc R . . H26B H 0.4174 -0.0093 0.7561 0.090 Uiso 1 1 calc R . . H26C H 0.3860 0.0400 0.7005 0.090 Uiso 1 1 calc R . . C27 C 0.53939(18) 0.1580(3) 0.8645(3) 0.0338(14) Uani 1 1 d . . . H27A H 0.5585 0.1192 0.8503 0.051 Uiso 1 1 calc R . . H27B H 0.5479 0.1712 0.9206 0.051 Uiso 1 1 calc R . . H27C H 0.5481 0.1925 0.8261 0.051 Uiso 1 1 calc R . . C28 C 0.5000 0.0613(4) 0.7500 0.036(2) Uani 1 2 d S . . H28A H 0.4792 0.0330 0.7146 0.044 Uiso 0.50 1 calc PR . . H28B H 0.5208 0.0330 0.7854 0.044 Uiso 0.50 1 calc PR . . C29 C 0.0000 0.0992(3) 1.2500 0.0311(19) Uani 1 2 d S . . H29A H 0.0282 0.0709 1.2673 0.037 Uiso 0.50 1 calc PR . . H29B H -0.0282 0.0709 1.2327 0.037 Uiso 0.50 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 Co1 0.0193(4) 0.0486(5) 0.0383(5) -0.0060(4) 0.0086(3) -0.0030(4) Br1 0.0371(4) 0.0879(6) 0.0457(4) -0.0231(4) 0.0124(3) -0.0112(4) Br2 0.0555(5) 0.0498(4) 0.0883(6) 0.0113(4) 0.0336(4) 0.0013(4) C1 0.019(3) 0.029(3) 0.028(3) -0.007(3) 0.005(2) -0.007(3) C2 0.026(3) 0.027(3) 0.036(3) -0.001(3) -0.003(3) 0.005(3) C3 0.020(3) 0.036(4) 0.030(3) -0.007(3) 0.002(2) 0.000(3) C4 0.038(4) 0.040(4) 0.020(3) -0.007(3) 0.010(3) -0.004(3) C5 0.027(3) 0.030(3) 0.020(3) -0.003(3) -0.003(2) 0.007(3) C6 0.018(3) 0.030(3) 0.021(3) -0.007(3) 0.001(2) 0.004(2) C7 0.034(4) 0.066(5) 0.049(4) -0.004(3) 0.008(3) 0.016(3) C8 0.025(3) 0.038(4) 0.041(3) -0.023(3) 0.001(3) -0.003(3) N1 0.014 0.055 0.044 0.000 0.010 0.003 N2 0.013(3) 0.056(4) 0.044(3) -0.009(3) 0.011(2) 0.004(2) C9 0.031(4) 0.044(4) 0.049(4) -0.019(3) 0.008(3) -0.012(3) C10 0.036(4) 0.058(5) 0.057(4) -0.027(4) 0.020(3) -0.026(3) C11 0.019(4) 0.061(5) 0.067(4) -0.029(4) 0.020(3) -0.024(3) C12 0.046(4) 0.080(5) 0.038(4) 0.023(4) 0.022(3) 0.012(4) C13 0.029(4) 0.043(4) 0.027(3) 0.002(3) -0.008(2) -0.002(3) C14 0.011(3) 0.050(4) 0.030(3) 0.010(3) 0.004(2) 0.006(3) C15 0.023(3) 0.032(4) 0.024(3) 0.006(3) 0.009(2) 0.000(3) C16 0.014(3) 0.052(4) 0.029(3) 0.010(3) 0.012(2) 0.009(3) C17 0.018(3) 0.049(4) 0.030(3) 0.004(3) 0.005(3) -0.004(3) C18 0.033(4) 0.032(4) 0.042(4) 0.003(3) -0.004(3) -0.012(3) C19 0.015(3) 0.028(3) 0.036(3) -0.002(3) 0.003(2) 0.001(3) C20 0.013(3) 0.037(4) 0.028(3) 0.007(3) 0.005(2) 0.000(3) C21 0.029(4) 0.069(5) 0.076(5) 0.002(4) 0.022(3) 0.002(4) C22 0.009(3) 0.078(5) 0.046(4) 0.023(3) -0.002(3) -0.015(3) N3 0.010(3) 0.056(3) 0.042(3) 0.009(3) -0.001(2) -0.008(2) N4 0.015(3) 0.052(3) 0.046(3) 0.003(3) 0.009(2) -0.005(2) C23 0.038(4) 0.045(4) 0.056(4) 0.016(3) 0.011(3) -0.014(3) C24 0.031(4) 0.097(6) 0.063(5) 0.044(4) -0.005(3) -0.011(4) C25 0.026(4) 0.103(6) 0.066(5) 0.037(4) -0.010(4) -0.018(4) C26 0.039(4) 0.073(5) 0.069(5) -0.006(4) 0.003(3) -0.030(4) C27 0.011(3) 0.052(4) 0.038(3) 0.003(3) 0.001(2) 0.002(3) C28 0.036(5) 0.026(5) 0.047(5) 0.000 0.000(4) 0.000 C29 0.036(5) 0.024(5) 0.034(5) 0.000 0.001(4) 0.000 _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 Co1 N4 1.999(5) . ? Co1 N2 2.018(4) . ? Co1 Br1 2.3717(9) . ? Co1 Br2 2.3752(10) . ? C1 C2 1.393(7) . ? C1 C6 1.405(7) . ? C1 C29 1.516(6) . ? C2 C3 1.403(7) . ? C2 C7 1.528(7) . ? C3 C4 1.387(7) . ? C3 C8 1.501(7) . ? C4 C5 1.408(7) . ? C4 C12 1.521(7) . ? C5 C6 1.409(7) . ? C5 C13 1.507(7) . ? C6 C14 1.498(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.495(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? N1 C11 1.340(6) . ? N1 N2 1.364(5) . ? N2 C9 1.362(6) . ? C9 C10 1.384(7) . ? C9 H9 0.9500 . ? C10 C11 1.359(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C15 1.539(7) 4_457 ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.395(7) . ? C15 C20 1.401(7) . ? C15 C13 1.539(7) 4_557 ? C16 C17 1.386(7) . ? C16 C21 1.510(7) . ? C17 C18 1.384(7) . ? C17 C22 1.493(7) . ? C18 C19 1.420(7) . ? C18 C26 1.528(8) . ? C19 C20 1.388(7) . ? C19 C28 1.511(6) . ? C20 C27 1.545(7) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 N3 1.447(6) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N3 C25 1.307(7) . ? N3 N4 1.376(5) . ? N4 C23 1.350(6) . ? C23 C24 1.351(8) . ? C23 H23 0.9500 . ? C24 C25 1.389(8) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C19 1.511(6) 3_656 ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C1 1.516(6) 3_557 ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Co1 N2 103.43(19) . . ? N4 Co1 Br1 108.64(13) . . ? N2 Co1 Br1 106.45(13) . . ? N4 Co1 Br2 112.79(14) . . ? N2 Co1 Br2 111.69(14) . . ? Br1 Co1 Br2 113.21(4) . . ? C2 C1 C6 119.7(5) . . ? C2 C1 C29 120.3(5) . . ? C6 C1 C29 119.6(4) . . ? C1 C2 C3 120.2(5) . . ? C1 C2 C7 120.9(5) . . ? C3 C2 C7 118.8(5) . . ? C4 C3 C2 120.4(5) . . ? C4 C3 C8 118.5(5) . . ? C2 C3 C8 121.1(5) . . ? C3 C4 C5 120.0(5) . . ? C3 C4 C12 119.6(5) . . ? C5 C4 C12 120.4(5) . . ? C6 C5 C4 119.2(5) . . ? C6 C5 C13 121.1(5) . . ? C4 C5 C13 119.5(5) . . ? C1 C6 C5 119.9(4) . . ? C1 C6 C14 119.5(4) . . ? C5 C6 C14 120.6(4) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C3 109.3(4) . . ? N1 C8 H8A 109.8 . . ? C3 C8 H8A 109.8 . . ? N1 C8 H8B 109.8 . . ? C3 C8 H8B 109.8 . . ? H8A C8 H8B 108.3 . . ? C11 N1 N2 109.7(5) . . ? C11 N1 C8 129.9(5) . . ? N2 N1 C8 119.9(4) . . ? N1 N2 C9 105.2(4) . . ? N1 N2 Co1 130.0(4) . . ? C9 N2 Co1 124.5(4) . . ? N2 C9 C10 110.6(5) . . ? N2 C9 H9 124.7 . . ? C10 C9 H9 124.7 . . ? C11 C10 C9 104.9(5) . . ? C11 C10 H10 127.6 . . ? C9 C10 H10 127.6 . . ? N1 C11 C10 109.7(5) . . ? N1 C11 H11 125.2 . . ? C10 C11 H11 125.2 . . ? C4 C12 H12A 109.5 . . ? C4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C5 C13 C15 118.7(4) . 4_457 ? C5 C13 H13A 107.6 . . ? C15 C13 H13A 107.6 4_457 . ? C5 C13 H13B 107.6 . . ? C15 C13 H13B 107.6 4_457 . ? H13A C13 H13B 107.1 . . ? C6 C14 H14A 109.5 . . ? C6 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C6 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C20 119.1(5) . . ? C16 C15 C13 121.1(5) . 4_557 ? C20 C15 C13 119.6(5) . 4_557 ? C17 C16 C15 120.2(5) . . ? C17 C16 C21 119.5(5) . . ? C15 C16 C21 120.3(5) . . ? C18 C17 C16 120.9(5) . . ? C18 C17 C22 121.2(5) . . ? C16 C17 C22 117.8(5) . . ? C17 C18 C19 119.8(5) . . ? C17 C18 C26 121.0(5) . . ? C19 C18 C26 119.2(5) . . ? C20 C19 C18 118.5(5) . . ? C20 C19 C28 120.2(4) . . ? C18 C19 C28 121.1(5) . . ? C19 C20 C15 121.2(5) . . ? C19 C20 C27 120.5(4) . . ? C15 C20 C27 118.3(5) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C17 113.1(4) . . ? N3 C22 H22A 109.0 . . ? C17 C22 H22A 109.0 . . ? N3 C22 H22B 109.0 . . ? C17 C22 H22B 109.0 . . ? H22A C22 H22B 107.8 . . ? C25 N3 N4 109.4(5) . . ? C25 N3 C22 131.8(5) . . ? N4 N3 C22 118.7(4) . . ? C23 N4 N3 105.1(4) . . ? C23 N4 Co1 130.7(4) . . ? N3 N4 Co1 124.2(3) . . ? N4 C23 C24 111.4(5) . . ? N4 C23 H23 124.3 . . ? C24 C23 H23 124.3 . . ? C23 C24 C25 104.3(6) . . ? C23 C24 H24 127.8 . . ? C25 C24 H24 127.8 . . ? N3 C25 C24 109.6(6) . . ? N3 C25 H25 125.2 . . ? C24 C25 H25 125.2 . . ? C18 C26 H26A 109.5 . . ? C18 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C18 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C20 C27 H27A 109.5 . . ? C20 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C20 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C19 C28 C19 120.8(6) . 3_656 ? C19 C28 H28A 107.1 . . ? C19 C28 H28A 107.1 3_656 . ? C19 C28 H28B 107.1 . . ? C19 C28 H28B 107.1 3_656 . ? H28A C28 H28B 106.8 . . ? C1 C29 C1 120.4(6) . 3_557 ? C1 C29 H29A 107.2 . . ? C1 C29 H29A 107.2 3_557 . ? C1 C29 H29B 107.2 . . ? C1 C29 H29B 107.2 3_557 . ? H29A C29 H29B 106.8 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.552 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.119 # Attachment '2-CoCl2.cif' data_e992a _database_code_depnum_ccdc_archive 'CCDC 721427' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H32 Cl2 Co N4' _chemical_formula_sum 'C28 H32 Cl2 Co N4' _chemical_formula_weight 554.41 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 26.3351(17) _cell_length_b 20.7619(17) _cell_length_c 16.0893(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8797.1(12) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1990 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 17.62 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 0.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2312 _exptl_absorpt_coefficient_mu 0.526 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8885 _exptl_absorpt_correction_T_max 0.9300 _exptl_absorpt_process_details sadabs loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.004 0.492 -0.022 4475.6 1735.3 _platon_squeeze_details ; ; _exptl_special_details ; Owing to large disorder of the solvent present in the cavities of this structure, the SQUEEZE command has been applied. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45247 _diffrn_reflns_av_R_equivalents 0.0844 _diffrn_reflns_av_sigmaI/netI 0.2198 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 25.78 _reflns_number_total 8420 _reflns_number_gt 2943 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0230P)^2^+0.0200P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8420 _refine_ls_number_parameters 323 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1489 _refine_ls_R_factor_gt 0.0638 _refine_ls_wR_factor_ref 0.1323 _refine_ls_wR_factor_gt 0.1247 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 1.20521(2) 0.07425(4) -0.13917(4) 0.0418(2) Uani 1 1 d . . . Cl1 Cl 1.19736(5) 0.18005(8) -0.15936(9) 0.0650(5) Uani 1 1 d . . . Cl2 Cl 1.22010(5) 0.01816(9) -0.25508(9) 0.0704(5) Uani 1 1 d . . . C1 C 1.00200(18) 0.2157(2) 0.0656(3) 0.0367(14) Uani 1 1 d . . . C2 C 1.04578(18) 0.1962(3) 0.0252(3) 0.0367(14) Uani 1 1 d . . . C3 C 1.07640(16) 0.1459(3) 0.0591(3) 0.0348(14) Uani 1 1 d . . . C4 C 1.06308(17) 0.1185(2) 0.1350(3) 0.0372(14) Uani 1 1 d . . . C5 C 1.01799(16) 0.1356(3) 0.1745(3) 0.0306(13) Uani 1 1 d . . . C6 C 0.98719(15) 0.1828(2) 0.1374(3) 0.0287(12) Uani 1 1 d . . . C7 C 1.06063(18) 0.2267(3) -0.0604(3) 0.066(2) Uani 1 1 d . . . H7A H 1.0313 0.2495 -0.0836 0.100 Uiso 1 1 calc R . . H7B H 1.0712 0.1926 -0.0987 0.100 Uiso 1 1 calc R . . H7C H 1.0887 0.2571 -0.0524 0.100 Uiso 1 1 calc R . . C8 C 1.12173(16) 0.1198(3) 0.0115(3) 0.0467(16) Uani 1 1 d . . . H8A H 1.1350 0.1536 -0.0261 0.056 Uiso 1 1 calc R . . H8B H 1.1490 0.1081 0.0511 0.056 Uiso 1 1 calc R . . N1 N 1.10777(13) 0.0646(2) -0.0359(2) 0.0365(12) Uani 1 1 d . . . N2 N 1.14104(14) 0.0370(2) -0.0891(2) 0.0433(13) Uani 1 1 d . . . C9 C 1.12007(19) -0.0193(3) -0.1143(3) 0.0497(17) Uani 1 1 d . . . H9 H 1.1348 -0.0483 -0.1532 0.060 Uiso 1 1 calc R . . C10 C 1.07313(18) -0.0281(3) -0.0741(3) 0.0554(18) Uani 1 1 d . . . H10 H 1.0505 -0.0635 -0.0800 0.066 Uiso 1 1 calc R . . C11 C 1.06710(18) 0.0238(3) -0.0259(3) 0.062(2) Uani 1 1 d . . . H11 H 1.0390 0.0313 0.0098 0.074 Uiso 1 1 calc R . . C12 C 1.09800(17) 0.0664(3) 0.1711(3) 0.0494(16) Uani 1 1 d . . . H12A H 1.1322 0.0714 0.1480 0.074 Uiso 1 1 calc R . . H12B H 1.0847 0.0237 0.1566 0.074 Uiso 1 1 calc R . . H12C H 1.0994 0.0708 0.2317 0.074 Uiso 1 1 calc R . . C13 C 0.93497(15) 0.1952(2) 0.1733(3) 0.0386(15) Uani 1 1 d . . . H13A H 0.9375 0.2271 0.2180 0.058 Uiso 1 1 calc R . . H13B H 0.9211 0.1549 0.1957 0.058 Uiso 1 1 calc R . . H13C H 0.9125 0.2115 0.1296 0.058 Uiso 1 1 calc R . . C14 C 0.97061(16) 0.2706(2) 0.0295(3) 0.0347(14) Uani 1 1 d . . . H14A H 0.9915 0.2926 -0.0131 0.042 Uiso 1 1 calc R . . H14B H 0.9410 0.2515 0.0005 0.042 Uiso 1 1 calc R . . C15 C 0.95119(17) 0.3208(2) 0.0887(3) 0.0296(13) Uani 1 1 d . . . C16 C 0.89854(19) 0.3369(3) 0.0857(3) 0.0388(15) Uani 1 1 d . . . C17 C 0.88128(16) 0.3852(3) 0.1356(3) 0.0383(14) Uani 1 1 d . . . C18 C 0.91301(19) 0.4203(3) 0.1899(3) 0.0420(15) Uani 1 1 d . . . C19 C 0.96522(16) 0.4043(2) 0.1926(3) 0.0265(13) Uani 1 1 d . . . C20 C 0.98300(15) 0.3562(2) 0.1397(3) 0.0310(13) Uani 1 1 d . . . C21 C 0.86292(16) 0.2992(3) 0.0258(3) 0.0637(19) Uani 1 1 d . . . H21A H 0.8292 0.3193 0.0256 0.096 Uiso 1 1 calc R . . H21B H 0.8600 0.2544 0.0447 0.096 Uiso 1 1 calc R . . H21C H 0.8771 0.3001 -0.0305 0.096 Uiso 1 1 calc R . . C22 C 0.82458(16) 0.3991(3) 0.1352(3) 0.0481(16) Uani 1 1 d . . . H22A H 0.8060 0.3577 0.1368 0.058 Uiso 1 1 calc R . . H22B H 0.8158 0.4232 0.1863 0.058 Uiso 1 1 calc R . . N3 N 0.80732(14) 0.4357(2) 0.0638(3) 0.0560(14) Uani 1 1 d . . . N4 N 0.75694(14) 0.4495(2) 0.0564(3) 0.0500(14) Uani 1 1 d . . . C23 C 0.75414(19) 0.4788(3) -0.0171(3) 0.0545(18) Uani 1 1 d . . . H23 H 0.7234 0.4953 -0.0395 0.065 Uiso 1 1 calc R . . C24 C 0.8000(2) 0.4828(3) -0.0575(4) 0.084(2) Uani 1 1 d . . . H24 H 0.8066 0.5003 -0.1110 0.100 Uiso 1 1 calc R . . C25 C 0.8347(2) 0.4554(3) -0.0025(4) 0.090(3) Uani 1 1 d . . . H25 H 0.8703 0.4514 -0.0100 0.109 Uiso 1 1 calc R . . C26 C 0.89316(17) 0.4765(3) 0.2402(3) 0.071(2) Uani 1 1 d . . . H26A H 0.8603 0.4903 0.2178 0.107 Uiso 1 1 calc R . . H26B H 0.9173 0.5123 0.2372 0.107 Uiso 1 1 calc R . . H26C H 0.8890 0.4633 0.2983 0.107 Uiso 1 1 calc R . . C27 C 1.03944(14) 0.3425(2) 0.1346(3) 0.0385(14) Uani 1 1 d . . . H27A H 1.0482 0.3080 0.1735 0.058 Uiso 1 1 calc R . . H27B H 1.0584 0.3815 0.1490 0.058 Uiso 1 1 calc R . . H27C H 1.0482 0.3293 0.0779 0.058 Uiso 1 1 calc R . . C28 C 1.0000 0.4415(3) 0.2500 0.0322(18) Uani 1 2 d S . . H28A H 0.9785 0.4699 0.2848 0.039 Uiso 0.50 1 calc PR . . H28B H 1.0215 0.4699 0.2152 0.039 Uiso 0.50 1 calc PR . . C29 C 1.0000 0.0991(3) 0.2500 0.0267(18) Uani 1 2 d S . . H29A H 1.0281 0.0707 0.2680 0.032 Uiso 0.50 1 calc PR . . H29B H 0.9719 0.0707 0.2320 0.032 Uiso 0.50 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 Co1 0.0205(4) 0.0593(6) 0.0457(4) -0.0066(4) 0.0082(3) -0.0028(4) Cl1 0.0527(10) 0.0588(13) 0.0836(11) 0.0146(9) 0.0229(7) 0.0026(9) Cl2 0.0468(9) 0.1000(15) 0.0643(10) -0.0252(10) 0.0167(7) -0.0096(9) C1 0.041(3) 0.042(4) 0.028(3) 0.011(3) -0.004(2) -0.008(3) C2 0.041(3) 0.042(4) 0.028(3) 0.011(3) -0.004(2) -0.008(3) C3 0.018(3) 0.049(5) 0.037(3) -0.018(3) 0.011(2) -0.010(3) C4 0.029(3) 0.038(4) 0.044(3) -0.009(3) -0.008(3) 0.003(3) C5 0.023(3) 0.035(4) 0.035(3) -0.010(3) -0.002(2) 0.003(3) C6 0.021(3) 0.035(4) 0.031(3) -0.019(3) 0.001(2) 0.001(2) C7 0.062(4) 0.086(6) 0.051(4) 0.013(4) 0.026(3) 0.021(4) C8 0.034(3) 0.058(5) 0.048(4) -0.027(3) 0.008(2) -0.006(3) N1 0.015(2) 0.049(4) 0.045(3) -0.013(2) 0.0087(18) -0.001(2) N2 0.034(3) 0.055(4) 0.041(3) -0.011(2) 0.017(2) 0.004(2) C9 0.040(4) 0.041(5) 0.068(4) -0.035(3) 0.007(3) -0.013(3) C10 0.033(4) 0.068(6) 0.065(4) -0.019(4) 0.015(3) -0.021(3) C11 0.031(4) 0.079(6) 0.076(4) -0.051(4) 0.034(3) -0.027(3) C12 0.046(3) 0.048(5) 0.055(3) -0.002(3) 0.002(2) 0.018(3) C13 0.023(3) 0.047(4) 0.046(3) 0.012(3) 0.009(2) 0.009(3) C14 0.027(3) 0.040(4) 0.037(3) 0.005(3) -0.010(2) -0.007(3) C15 0.024(3) 0.026(4) 0.038(3) 0.008(3) -0.006(2) -0.002(3) C16 0.027(3) 0.047(5) 0.042(3) 0.016(3) -0.006(2) -0.005(3) C17 0.014(3) 0.041(4) 0.059(4) 0.023(3) 0.002(3) 0.007(3) C18 0.040(3) 0.048(5) 0.038(3) 0.003(3) -0.004(2) 0.013(3) C19 0.015(3) 0.033(4) 0.031(3) 0.001(2) -0.003(2) 0.002(2) C20 0.018(3) 0.038(4) 0.037(3) 0.000(3) -0.010(2) 0.005(2) C21 0.034(3) 0.067(6) 0.089(5) 0.013(4) -0.040(3) -0.011(3) C22 0.020(3) 0.064(5) 0.060(4) 0.041(3) -0.003(3) 0.012(3) N3 0.024(3) 0.087(5) 0.057(3) 0.020(3) -0.011(2) 0.012(3) N4 0.032(3) 0.071(4) 0.047(3) 0.018(3) -0.011(2) 0.020(2) C23 0.033(3) 0.073(6) 0.057(4) 0.011(4) -0.006(3) 0.008(3) C24 0.046(4) 0.127(7) 0.077(4) 0.060(4) 0.003(3) 0.024(4) C25 0.023(3) 0.140(8) 0.108(5) 0.089(5) 0.009(3) 0.002(4) C26 0.030(3) 0.097(6) 0.086(5) -0.008(4) 0.004(3) 0.019(4) C27 0.016(3) 0.038(4) 0.062(3) 0.007(3) 0.004(2) -0.001(2) C28 0.028(4) 0.021(5) 0.048(4) 0.000 0.000(3) 0.000 C29 0.018(4) 0.028(5) 0.035(4) 0.000 0.006(3) 0.000 _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 Co1 N4 1.968(4) 4 ? Co1 N2 2.025(4) . ? Co1 Cl1 2.2300(17) . ? Co1 Cl2 2.2333(15) . ? C1 C2 1.384(6) . ? C1 C6 1.398(6) . ? C1 C14 1.522(6) . ? C2 C3 1.428(6) . ? C2 C7 1.564(6) . ? C3 C4 1.392(6) . ? C3 C8 1.518(6) . ? C4 C5 1.393(6) . ? C4 C12 1.534(6) . ? C5 C6 1.405(6) . ? C5 C29 1.508(5) . ? C6 C13 1.514(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.426(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? N1 N2 1.352(5) . ? N1 C11 1.375(6) . ? N2 C9 1.355(6) . ? C9 C10 1.407(6) . ? C9 H9 0.9500 . ? C10 C11 1.337(6) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.503(6) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C20 1.383(6) . ? C15 C16 1.427(6) . ? C16 C17 1.363(7) . ? C16 C21 1.556(6) . ? C17 C18 1.412(7) . ? C17 C22 1.521(5) . ? C18 C19 1.415(6) . ? C18 C26 1.513(7) . ? C19 C20 1.394(6) . ? C19 C28 1.513(5) . ? C20 C27 1.515(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 N3 1.450(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N3 C25 1.351(6) . ? N3 N4 1.363(5) . ? N4 C23 1.332(6) . ? N4 Co1 1.968(4) 4_455 ? C23 C24 1.374(6) . ? C23 H23 0.9500 . ? C24 C25 1.393(6) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C19 1.513(5) 3_755 ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C5 1.508(5) 3_755 ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Co1 N2 102.30(16) 4 . ? N4 Co1 Cl1 114.16(14) 4 . ? N2 Co1 Cl1 110.88(14) . . ? N4 Co1 Cl2 108.25(13) 4 . ? N2 Co1 Cl2 106.24(13) . . ? Cl1 Co1 Cl2 114.09(6) . . ? C2 C1 C6 118.5(4) . . ? C2 C1 C14 119.5(4) . . ? C6 C1 C14 122.0(4) . . ? C1 C2 C3 120.3(4) . . ? C1 C2 C7 120.2(4) . . ? C3 C2 C7 119.4(4) . . ? C4 C3 C2 119.5(4) . . ? C4 C3 C8 119.6(5) . . ? C2 C3 C8 120.8(5) . . ? C3 C4 C5 120.7(5) . . ? C3 C4 C12 118.0(4) . . ? C5 C4 C12 121.2(5) . . ? C4 C5 C6 118.5(4) . . ? C4 C5 C29 120.5(4) . . ? C6 C5 C29 120.7(4) . . ? C1 C6 C5 122.1(4) . . ? C1 C6 C13 119.1(4) . . ? C5 C6 C13 118.7(4) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C3 110.7(4) . . ? N1 C8 H8A 109.5 . . ? C3 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N2 N1 C11 108.5(4) . . ? N2 N1 C8 120.8(4) . . ? C11 N1 C8 129.4(4) . . ? N1 N2 C9 106.9(4) . . ? N1 N2 Co1 129.1(4) . . ? C9 N2 Co1 123.4(3) . . ? N2 C9 C10 109.4(5) . . ? N2 C9 H9 125.3 . . ? C10 C9 H9 125.3 . . ? C11 C10 C9 105.4(5) . . ? C11 C10 H10 127.3 . . ? C9 C10 H10 127.3 . . ? C10 C11 N1 109.6(4) . . ? C10 C11 H11 125.2 . . ? N1 C11 H11 125.2 . . ? C4 C12 H12A 109.5 . . ? C4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C13 H13A 109.5 . . ? C6 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C6 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C1 117.5(4) . . ? C15 C14 H14A 107.9 . . ? C1 C14 H14A 107.9 . . ? C15 C14 H14B 107.9 . . ? C1 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? C20 C15 C16 119.0(5) . . ? C20 C15 C14 122.6(4) . . ? C16 C15 C14 118.1(4) . . ? C17 C16 C15 118.4(5) . . ? C17 C16 C21 122.3(5) . . ? C15 C16 C21 119.3(5) . . ? C16 C17 C18 123.2(4) . . ? C16 C17 C22 117.7(5) . . ? C18 C17 C22 119.1(5) . . ? C17 C18 C19 118.2(5) . . ? C17 C18 C26 121.7(5) . . ? C19 C18 C26 120.0(5) . . ? C20 C19 C18 118.4(4) . . ? C20 C19 C28 122.4(4) . . ? C18 C19 C28 119.1(4) . . ? C15 C20 C19 122.6(4) . . ? C15 C20 C27 117.6(4) . . ? C19 C20 C27 119.8(4) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C17 114.3(4) . . ? N3 C22 H22A 108.7 . . ? C17 C22 H22A 108.7 . . ? N3 C22 H22B 108.7 . . ? C17 C22 H22B 108.7 . . ? H22A C22 H22B 107.6 . . ? C25 N3 N4 112.7(4) . . ? C25 N3 C22 128.1(4) . . ? N4 N3 C22 119.0(4) . . ? C23 N4 N3 103.2(4) . . ? C23 N4 Co1 132.6(3) . 4_455 ? N3 N4 Co1 124.2(3) . 4_455 ? N4 C23 C24 113.5(5) . . ? N4 C23 H23 123.2 . . ? C24 C23 H23 123.2 . . ? C23 C24 C25 104.5(5) . . ? C23 C24 H24 127.8 . . ? C25 C24 H24 127.8 . . ? N3 C25 C24 106.1(5) . . ? N3 C25 H25 127.0 . . ? C24 C25 H25 127.0 . . ? C18 C26 H26A 109.5 . . ? C18 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C18 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C20 C27 H27A 109.5 . . ? C20 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C20 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C19 C28 C19 118.6(6) . 3_755 ? C19 C28 H28A 107.7 . . ? C19 C28 H28A 107.7 3_755 . ? C19 C28 H28B 107.7 . . ? C19 C28 H28B 107.7 3_755 . ? H28A C28 H28B 107.1 . . ? C5 C29 C5 119.8(6) . 3_755 ? C5 C29 H29A 107.4 . . ? C5 C29 H29A 107.4 3_755 . ? C5 C29 H29B 107.4 . . ? C5 C29 H29B 107.4 3_755 . ? H29A C29 H29B 106.9 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.78 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.346 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.074 # Attachment '2-CuBr2.cif' data_e935a _database_code_depnum_ccdc_archive 'CCDC 721428' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H64 Br4 Cu2 N8' _chemical_formula_sum 'C56 H64 Br4 Cu2 N8' _chemical_formula_weight 1295.87 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 P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 21.815(2) _cell_length_b 14.8140(17) _cell_length_c 22.496(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.717(7) _cell_angle_gamma 90.00 _cell_volume 7204.1(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3917 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 27.71 _exptl_crystal_description needdle _exptl_crystal_colour red _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.195 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2616 _exptl_absorpt_coefficient_mu 2.843 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6142 _exptl_absorpt_correction_T_max 0.9196 _exptl_absorpt_process_details sadabs loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.067 0.000 0.500 1336.3 250.8 2 0.495 0.500 1.000 1336.6 252.7 _platon_squeeze_details ; ; _exptl_special_details ; Owing to large disorder of the solvent present in the cavities of this structure, the SQUEEZE command has been applied. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51944 _diffrn_reflns_av_R_equivalents 0.0900 _diffrn_reflns_av_sigmaI/netI 0.1770 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 27.75 _reflns_number_total 15895 _reflns_number_gt 4732 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1267P)^2^+260.6856P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00035(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 15895 _refine_ls_number_parameters 494 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2414 _refine_ls_R_factor_gt 0.1509 _refine_ls_wR_factor_ref 0.4162 _refine_ls_wR_factor_gt 0.3734 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.041 _refine_ls_shift/su_mean 0.010 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 -0.03629(12) 0.6719(2) 0.52872(13) 0.0602(9) Uani 1 1 d . . . Br1 Br 0.04250(10) 0.68189(19) 0.46564(12) 0.0607(7) Uani 1 1 d . . . Br2 Br -0.09667(11) 0.7766(2) 0.57518(12) 0.0664(8) Uani 1 1 d . . . Cu2 Cu 0.61520(14) 0.9403(2) 0.88048(15) 0.0709(10) Uani 1 1 d . . . Br3 Br 0.6685(2) 1.0654(2) 0.85086(16) 0.1209(16) Uani 1 1 d . . . Br4 Br 0.58043(14) 0.8051(2) 0.91725(13) 0.0773(9) Uani 1 1 d . . . C1 C 0.3580(5) 1.0323(7) 0.6865(6) 0.046(2) Uani 1 1 d G . . C2 C 0.4159(5) 1.0262(7) 0.7207(6) 0.046(2) Uani 1 1 d G . . C3 C 0.4356(4) 0.9447(9) 0.7474(6) 0.046(2) Uani 1 1 d G . . C4 C 0.3973(5) 0.8694(7) 0.7400(6) 0.046(2) Uani 1 1 d G . . C5 C 0.3394(5) 0.8755(7) 0.7059(6) 0.046(2) Uani 1 1 d G . . C6 C 0.3198(4) 0.9570(9) 0.6791(6) 0.046(2) Uani 1 1 d G . . C7 C 0.4622(10) 1.1047(16) 0.7234(11) 0.061(7) Uani 1 1 d . . . H7A H 0.4584 1.1421 0.7587 0.092 Uiso 1 1 calc R . . H7B H 0.4534 1.1415 0.6870 0.092 Uiso 1 1 calc R . . H7C H 0.5044 1.0807 0.7262 0.092 Uiso 1 1 calc R . . C8 C 0.4952(8) 0.9395(16) 0.7906(8) 0.044(5) Uani 1 1 d . . . H8A H 0.5055 1.0001 0.8074 0.052 Uiso 1 1 calc R . . H8B H 0.4893 0.8986 0.8241 0.052 Uiso 1 1 calc R . . N1 N 0.5455(7) 0.9071(12) 0.7616(8) 0.047(5) Uani 1 1 d . . . N2 N 0.6028(9) 0.8939(15) 0.7973(10) 0.069(6) Uani 1 1 d . . . C9 C 0.5496(10) 0.8839(19) 0.7046(11) 0.066(8) Uani 1 1 d . . . H9 H 0.5178 0.8910 0.6717 0.080 Uiso 1 1 calc R . . C10 C 0.6075(11) 0.8482(14) 0.7016(11) 0.055 Uani 1 1 d . . . H10 H 0.6227 0.8217 0.6681 0.066 Uiso 1 1 calc R . . C11 C 0.6388(11) 0.8604(19) 0.7602(15) 0.085(9) Uani 1 1 d . . . H11 H 0.6812 0.8461 0.7716 0.102 Uiso 1 1 calc R . . C12 C 0.4234(11) 0.7796(14) 0.7672(10) 0.055 Uani 1 1 d . . . H12A H 0.4100 0.7300 0.7397 0.083 Uiso 1 1 calc R . . H12B H 0.4083 0.7694 0.8057 0.083 Uiso 1 1 calc R . . H12C H 0.4687 0.7824 0.7734 0.083 Uiso 1 1 calc R . . C13 C 0.2601(8) 0.9608(14) 0.6377(9) 0.043(5) Uani 1 1 d . . . H13A H 0.2537 0.9037 0.6158 0.064 Uiso 1 1 calc R . . H13B H 0.2616 1.0105 0.6091 0.064 Uiso 1 1 calc R . . H13C H 0.2259 0.9709 0.6610 0.064 Uiso 1 1 calc R . . C14 C 0.2995(8) 0.7905(15) 0.6959(10) 0.044(5) Uani 1 1 d . . . H14A H 0.3204 0.7417 0.7209 0.053 Uiso 1 1 calc R . . H14B H 0.2984 0.7721 0.6535 0.053 Uiso 1 1 calc R . . C15 C 0.2325(5) 0.7965(10) 0.7095(6) 0.055 Uani 1 1 d G . . C16 C 0.1826(7) 0.7732(10) 0.6672(4) 0.055 Uani 1 1 d G . . C17 C 0.1227(5) 0.7787(10) 0.6816(5) 0.051(6) Uani 1 1 d G . . C18 C 0.1127(4) 0.8075(10) 0.7383(6) 0.041(5) Uani 1 1 d G . . C19 C 0.1626(5) 0.8307(10) 0.7806(4) 0.040(5) Uani 1 1 d G . . C20 C 0.2225(4) 0.8252(10) 0.7662(5) 0.039(5) Uani 1 1 d G . . C21 C 0.1933(11) 0.7334(17) 0.6061(11) 0.065(7) Uani 1 1 d . . . H21A H 0.2028 0.7823 0.5794 0.097 Uiso 1 1 calc R . . H21B H 0.1560 0.7018 0.5881 0.097 Uiso 1 1 calc R . . H21C H 0.2281 0.6909 0.6119 0.097 Uiso 1 1 calc R . . C22 C 0.0684(10) 0.7554(15) 0.6366(9) 0.049 Uani 1 1 d . . . H22A H 0.0327 0.7937 0.6433 0.058 Uiso 1 1 calc R . . H22B H 0.0784 0.7678 0.5957 0.058 Uiso 1 1 calc R . . N3 N 0.0520(8) 0.6622(13) 0.6412(8) 0.051(5) Uani 1 1 d . . . N4 N 0.0103(7) 0.6175(15) 0.6003(8) 0.058(6) Uani 1 1 d . . . C23 C 0.0708(11) 0.6032(18) 0.6860(12) 0.061(7) Uani 1 1 d . . . H23 H 0.1003 0.6155 0.7201 0.073 Uiso 1 1 calc R . . C24 C 0.0404(12) 0.5228(19) 0.6740(12) 0.068(7) Uani 1 1 d . . . H24 H 0.0441 0.4690 0.6972 0.081 Uiso 1 1 calc R . . C25 C 0.0044(12) 0.5382(17) 0.6221(12) 0.062(7) Uani 1 1 d . . . H25 H -0.0233 0.4943 0.6029 0.075 Uiso 1 1 calc R . . C26 C 0.0462(8) 0.8081(17) 0.7538(12) 0.062(7) Uani 1 1 d . . . H26A H 0.0304 0.8701 0.7519 0.093 Uiso 1 1 calc R . . H26B H 0.0459 0.7842 0.7943 0.093 Uiso 1 1 calc R . . H26C H 0.0199 0.7705 0.7250 0.093 Uiso 1 1 calc R . . C27 C 0.2771(8) 0.8413(16) 0.8145(9) 0.046(6) Uani 1 1 d . . . H27A H 0.3134 0.8089 0.8041 0.068 Uiso 1 1 calc R . . H27B H 0.2670 0.8193 0.8531 0.068 Uiso 1 1 calc R . . H27C H 0.2862 0.9061 0.8174 0.068 Uiso 1 1 calc R . . C28 C 0.1518(9) 0.8658(17) 0.8445(10) 0.056(7) Uani 1 1 d . . . H28A H 0.1065 0.8714 0.8444 0.067 Uiso 1 1 calc R . . H28B H 0.1662 0.8179 0.8737 0.067 Uiso 1 1 calc R . . C29 C 0.1806(6) 0.9532(7) 0.8686(6) 0.039(5) Uani 1 1 d G . . C30 C 0.2182(6) 0.9569(8) 0.9235(5) 0.054(7) Uani 1 1 d G . . C31 C 0.2479(5) 1.0370(10) 0.9423(5) 0.048(6) Uani 1 1 d G . . C32 C 0.2399(5) 1.1133(8) 0.9062(6) 0.040(5) Uani 1 1 d G . . C33 C 0.2023(6) 1.1097(7) 0.8513(6) 0.049 Uani 1 1 d G . . C34 C 0.1726(6) 1.0296(9) 0.8325(4) 0.049 Uani 1 1 d G . . C35 C 0.2245(11) 0.8737(19) 0.9626(10) 0.067(7) Uani 1 1 d . . . H35A H 0.1858 0.8636 0.9793 0.100 Uiso 1 1 calc R . . H35B H 0.2584 0.8823 0.9954 0.100 Uiso 1 1 calc R . . H35C H 0.2333 0.8213 0.9386 0.100 Uiso 1 1 calc R . . C36 C 0.7130(9) 0.9597(16) 0.9989(9) 0.048(6) Uani 1 1 d . . . H36A H 0.7086 0.8965 0.9847 0.058 Uiso 1 1 calc R . . H36B H 0.7323 0.9952 0.9691 0.058 Uiso 1 1 calc R . . N5 N 0.6508(8) 0.9980(15) 1.0059(9) 0.062(6) Uani 1 1 d . . . N6 N 0.6085(10) 0.9999(16) 0.9582(10) 0.077(7) Uani 1 1 d . . . C37 C 0.6307(15) 1.038(3) 1.0538(15) 0.108(12) Uani 1 1 d . . . H37 H 0.6537 1.0395 1.0928 0.130 Uiso 1 1 calc R . . C38 C 0.5780(17) 1.074(3) 1.0408(19) 0.16(2) Uani 1 1 d . . . H38 H 0.5544 1.1084 1.0652 0.189 Uiso 1 1 calc R . . C39 C 0.5629(14) 1.046(3) 0.9769(19) 0.121(14) Uani 1 1 d . . . H39 H 0.5252 1.0607 0.9525 0.145 Uiso 1 1 calc R . . C40 C 0.2740(11) 1.1994(17) 0.9298(10) 0.064(7) Uani 1 1 d . . . H40A H 0.3112 1.1830 0.9570 0.097 Uiso 1 1 calc R . . H40B H 0.2467 1.2359 0.9515 0.097 Uiso 1 1 calc R . . H40C H 0.2857 1.2341 0.8960 0.097 Uiso 1 1 calc R . . C41 C 0.1272(13) 1.0260(10) 0.7737(12) 0.064(7) Uani 1 1 d . . . H41A H 0.1493 1.0066 0.7408 0.097 Uiso 1 1 calc R . . H41B H 0.1095 1.0861 0.7649 0.097 Uiso 1 1 calc R . . H41C H 0.0939 0.9832 0.7782 0.097 Uiso 1 1 calc R . . C42 C 0.1911(9) 1.1966(16) 0.8126(9) 0.052(6) Uani 1 1 d . . . H42A H 0.1473 1.2147 0.8118 0.062 Uiso 1 1 calc R . . H42B H 0.2169 1.2455 0.8328 0.062 Uiso 1 1 calc R . . C43 C 0.2046(6) 1.1903(10) 0.7493(4) 0.049 Uani 1 1 d G . . C44 C 0.1589(5) 1.2182(10) 0.7039(6) 0.049 Uani 1 1 d G . . C45 C 0.1698(5) 1.2157(10) 0.6444(5) 0.049 Uani 1 1 d G . . C46 C 0.2263(6) 1.1852(10) 0.6303(4) 0.049 Uani 1 1 d G . . C47 C 0.2720(4) 1.1573(10) 0.6757(5) 0.035(5) Uani 1 1 d G . . C48 C 0.2611(5) 1.1599(10) 0.7351(4) 0.041(5) Uani 1 1 d G . . C49 C 0.0985(10) 1.2611(18) 0.7147(11) 0.066(7) Uani 1 1 d . . . H49A H 0.1046 1.2950 0.7525 0.098 Uiso 1 1 calc R . . H49B H 0.0674 1.2139 0.7172 0.098 Uiso 1 1 calc R . . H49C H 0.0842 1.3022 0.6816 0.098 Uiso 1 1 calc R . . C50 C 0.1215(10) 1.2449(15) 0.5930(10) 0.049 Uani 1 1 d . . . H50A H 0.1252 1.2081 0.5569 0.058 Uiso 1 1 calc R . . H50B H 0.0794 1.2366 0.6040 0.058 Uiso 1 1 calc R . . N7 N 0.1327(8) 1.3424(14) 0.5806(8) 0.055(5) Uani 1 1 d . . . N8 N 0.0997(9) 1.3813(15) 0.5322(10) 0.067(6) Uani 1 1 d . . . C51 C 0.1193(11) 1.468(2) 0.5312(12) 0.071(8) Uani 1 1 d . . . H51 H 0.1053 1.5113 0.5016 0.086 Uiso 1 1 calc R . . C52 C 0.1627(11) 1.4812(19) 0.5800(13) 0.072(8) Uani 1 1 d . . . H52 H 0.1842 1.5362 0.5896 0.086 Uiso 1 1 calc R . . C53 C 0.1701(11) 1.406(2) 0.6118(12) 0.064(7) Uani 1 1 d . . . H53 H 0.1960 1.3982 0.6488 0.077 Uiso 1 1 calc R . . C54 C 0.2391(10) 1.1889(19) 0.5652(10) 0.067(8) Uani 1 1 d . . . H54A H 0.2402 1.1274 0.5493 0.101 Uiso 1 1 calc R . . H54B H 0.2790 1.2184 0.5633 0.101 Uiso 1 1 calc R . . H54C H 0.2062 1.2232 0.5411 0.101 Uiso 1 1 calc R . . C55 C 0.3112(8) 1.1350(16) 0.7838(9) 0.046(6) Uani 1 1 d . . . H55A H 0.3038 1.1642 0.8213 0.069 Uiso 1 1 calc R . . H55B H 0.3511 1.1549 0.7731 0.069 Uiso 1 1 calc R . . H55C H 0.3118 1.0693 0.7892 0.069 Uiso 1 1 calc R . . C56 C 0.3344(8) 1.1226(16) 0.6607(10) 0.050(6) Uani 1 1 d . . . H56A H 0.3316 1.1186 0.6165 0.061 Uiso 1 1 calc R . . H56B H 0.3660 1.1688 0.6741 0.061 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 0.0418(15) 0.083(2) 0.0520(18) 0.0018(17) -0.0070(13) 0.0028(15) Br1 0.0450(12) 0.0753(18) 0.0616(16) -0.0016(14) 0.0059(11) -0.0052(12) Br2 0.0469(13) 0.091(2) 0.0592(16) 0.0037(15) -0.0001(12) 0.0064(13) Cu2 0.0559(18) 0.078(2) 0.069(2) 0.0009(18) -0.0284(16) -0.0001(17) Br3 0.199(4) 0.079(2) 0.074(2) 0.0156(19) -0.021(2) -0.045(3) Br4 0.0858(19) 0.080(2) 0.0636(18) -0.0056(15) -0.0008(15) 0.0012(16) C1 0.030(4) 0.059(6) 0.047(5) 0.002(5) -0.010(4) 0.007(4) C2 0.030(4) 0.059(6) 0.047(5) 0.002(5) -0.010(4) 0.007(4) C3 0.030(4) 0.059(6) 0.047(5) 0.002(5) -0.010(4) 0.007(4) C4 0.030(4) 0.059(6) 0.047(5) 0.002(5) -0.010(4) 0.007(4) C5 0.030(4) 0.059(6) 0.047(5) 0.002(5) -0.010(4) 0.007(4) C6 0.030(4) 0.059(6) 0.047(5) 0.002(5) -0.010(4) 0.007(4) C7 0.049(13) 0.058(16) 0.070(17) 0.009(13) -0.018(12) -0.011(12) C8 0.022(9) 0.072(16) 0.032(11) -0.004(11) -0.019(8) 0.002(10) N1 0.017(8) 0.062(13) 0.056(12) 0.011(10) -0.018(8) 0.007(8) N2 0.043(11) 0.080(16) 0.083(16) -0.013(13) -0.001(11) -0.009(11) C9 0.043(13) 0.11(2) 0.046(15) -0.011(15) 0.013(11) 0.015(14) C10 0.082 0.032 0.049 0.006 0.000 0.008 C11 0.036(13) 0.09(2) 0.13(3) -0.02(2) 0.008(16) 0.012(13) C12 0.082 0.032 0.049 0.006 0.000 0.008 C13 0.036(10) 0.043(13) 0.041(12) -0.004(10) -0.025(9) -0.010(9) C14 0.022(9) 0.062(15) 0.047(13) -0.004(11) -0.004(9) 0.001(9) C15 0.082 0.032 0.049 0.006 0.000 0.008 C16 0.082 0.032 0.049 0.006 0.000 0.008 C17 0.036(11) 0.045(14) 0.063(16) -0.001(12) -0.024(11) -0.004(10) C18 0.033(10) 0.065(15) 0.023(10) -0.007(10) 0.000(8) -0.005(10) C19 0.031(10) 0.053(14) 0.031(11) -0.010(10) -0.007(8) -0.015(9) C20 0.029(9) 0.046(13) 0.041(12) -0.003(10) 0.002(9) -0.017(9) C21 0.057(14) 0.057(17) 0.075(18) -0.024(14) -0.010(13) -0.010(12) C22 0.054 0.051 0.042 0.025 0.009 0.005 N3 0.047(10) 0.054(13) 0.048(11) 0.013(10) -0.005(9) -0.002(9) N4 0.028(9) 0.086(17) 0.055(13) -0.019(12) -0.010(9) -0.009(10) C23 0.052(14) 0.059(17) 0.068(18) 0.000(14) -0.007(13) -0.009(13) C24 0.079(18) 0.068(19) 0.055(17) 0.031(14) 0.005(14) 0.004(15) C25 0.084(18) 0.040(15) 0.065(18) 0.014(13) 0.017(15) -0.021(13) C26 0.014(9) 0.069(17) 0.10(2) -0.005(15) -0.005(11) -0.007(10) C27 0.029(10) 0.069(16) 0.037(12) 0.000(11) 0.002(9) -0.003(10) C28 0.028(10) 0.086(19) 0.053(15) -0.022(13) 0.003(10) -0.015(11) C29 0.047(11) 0.046(13) 0.023(10) 0.016(10) 0.003(9) -0.001(10) C30 0.054(13) 0.10(2) 0.008(10) 0.008(12) 0.011(9) 0.009(13) C31 0.024(10) 0.070(17) 0.048(14) -0.021(13) -0.004(9) 0.002(10) C32 0.020(9) 0.071(16) 0.027(11) 0.009(11) -0.002(8) 0.012(9) C33 0.054 0.051 0.042 0.025 0.009 0.005 C34 0.054 0.051 0.042 0.025 0.009 0.005 C35 0.053(14) 0.11(2) 0.038(14) 0.010(14) 0.000(11) 0.004(14) C36 0.048(12) 0.068(16) 0.026(11) -0.013(11) -0.004(10) 0.002(11) N5 0.045(11) 0.085(16) 0.051(13) -0.006(12) -0.010(10) 0.001(11) N6 0.061(13) 0.099(18) 0.063(14) -0.027(13) -0.021(12) 0.014(13) C37 0.08(2) 0.16(4) 0.08(2) -0.05(2) 0.005(19) 0.02(2) C38 0.10(3) 0.26(6) 0.12(3) -0.01(4) 0.02(3) 0.10(3) C39 0.061(19) 0.16(4) 0.14(4) -0.01(3) 0.03(2) 0.04(2) C40 0.068(16) 0.068(18) 0.049(15) -0.010(13) -0.021(12) -0.006(14) C41 0.068(16) 0.068(18) 0.049(15) -0.010(13) -0.021(12) -0.006(14) C42 0.041(11) 0.067(16) 0.044(13) 0.013(12) -0.007(10) 0.010(11) C43 0.054 0.051 0.042 0.025 0.009 0.005 C44 0.054 0.051 0.042 0.025 0.009 0.005 C45 0.054 0.051 0.042 0.025 0.009 0.005 C46 0.054 0.051 0.042 0.025 0.009 0.005 C47 0.015(8) 0.052(13) 0.033(11) -0.002(10) -0.007(8) 0.011(8) C48 0.032(10) 0.060(15) 0.029(11) -0.007(10) 0.002(9) -0.007(10) C49 0.041(12) 0.080(19) 0.073(18) 0.004(15) 0.001(12) 0.031(12) C50 0.054 0.051 0.042 0.025 0.009 0.005 N7 0.047(10) 0.066(14) 0.049(12) 0.016(11) -0.007(9) 0.004(10) N8 0.060(13) 0.062(15) 0.075(15) 0.014(12) -0.014(11) -0.006(11) C51 0.046(14) 0.09(2) 0.072(19) 0.021(16) -0.016(13) 0.003(14) C52 0.060(16) 0.058(19) 0.09(2) 0.000(16) -0.011(15) -0.020(14) C53 0.046(13) 0.08(2) 0.059(17) -0.006(16) -0.010(12) -0.020(14) C54 0.048(13) 0.11(2) 0.041(14) 0.023(14) -0.003(11) 0.003(14) C55 0.032(10) 0.074(17) 0.031(12) -0.001(11) -0.003(9) 0.002(10) C56 0.023(9) 0.072(17) 0.055(15) 0.019(12) 0.001(10) 0.001(10) _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 N4 1.96(2) . ? Cu1 N8 1.98(2) 3_576 ? Cu1 Br2 2.367(4) . ? Cu1 Br1 2.376(4) . ? Cu2 N6 1.98(2) . ? Cu2 N2 1.98(2) . ? Cu2 Br3 2.332(5) . ? Cu2 Br4 2.332(5) . ? C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 C56 1.52(2) . ? C2 C3 1.3900 . ? C2 C7 1.54(2) . ? C3 C4 1.3900 . ? C3 C8 1.518(18) . ? C4 C5 1.3900 . ? C4 C12 1.54(2) . ? C5 C6 1.3900 . ? C5 C14 1.53(2) . ? C6 C13 1.497(18) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.43(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? N1 C9 1.34(3) . ? N1 N2 1.41(2) . ? N2 C11 1.32(3) . ? C9 C10 1.38(3) . ? C9 H9 0.9500 . ? C10 C11 1.41(3) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.536(19) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.3900 . ? C15 C20 1.3900 . ? C16 C17 1.3900 . ? C16 C21 1.54(2) . ? C17 C18 1.3900 . ? C17 C22 1.49(2) . ? C18 C19 1.3900 . ? C18 C26 1.54(2) . ? C19 C20 1.3900 . ? C19 C28 1.57(2) . ? C20 C27 1.52(2) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 N3 1.43(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N3 C23 1.36(3) . ? N3 N4 1.37(2) . ? N4 C25 1.29(3) . ? C23 C24 1.37(3) . ? C23 H23 0.9500 . ? C24 C25 1.34(3) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.51(2) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.3900 . ? C29 C34 1.3900 . ? C30 C31 1.3900 . ? C30 C35 1.51(3) . ? C31 C32 1.3900 . ? C31 C36 1.47(2) 3_677 ? C32 C33 1.3900 . ? C32 C40 1.53(2) . ? C33 C34 1.3900 . ? C33 C42 1.56(2) . ? C34 C41 1.54(3) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C31 1.47(7) 3_677 ? C36 N5 1.50(3) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? N5 N6 1.32(2) . ? N5 C37 1.35(3) . ? N6 C39 1.32(3) . ? C37 C38 1.26(4) . ? C37 H37 0.9500 . ? C38 C39 1.49(5) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.50(2) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.3900 . ? C43 C48 1.3900 . ? C44 C45 1.3900 . ? C44 C49 1.51(2) . ? C45 C46 1.3900 . ? C45 C50 1.52(2) . ? C46 C47 1.3900 . ? C46 C54 1.53(2) . ? C47 C48 1.3900 . ? C47 C56 1.53(2) . ? C48 C55 1.49(2) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 N7 1.50(3) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? N7 N8 1.35(2) . ? N7 C53 1.38(3) . ? N8 C51 1.35(3) . ? N8 Cu1 1.98(2) 3_576 ? C51 C52 1.37(3) . ? C51 H51 0.9500 . ? C52 C53 1.32(3) . ? C52 H52 0.9500 . ? C53 H53 0.9500 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Cu1 N8 130.1(9) . 3_576 ? N4 Cu1 Br2 99.5(6) . . ? N8 Cu1 Br2 100.8(6) 3_576 . ? N4 Cu1 Br1 100.4(5) . . ? N8 Cu1 Br1 96.1(6) 3_576 . ? Br2 Cu1 Br1 135.48(18) . . ? N6 Cu2 N2 166.6(9) . . ? N6 Cu2 Br3 89.8(7) . . ? N2 Cu2 Br3 90.9(6) . . ? N6 Cu2 Br4 90.2(7) . . ? N2 Cu2 Br4 91.6(7) . . ? Br3 Cu2 Br4 169.2(2) . . ? C2 C1 C6 120.0 . . ? C2 C1 C56 120.4(11) . . ? C6 C1 C56 119.5(11) . . ? C3 C2 C1 120.0 . . ? C3 C2 C7 118.5(12) . . ? C1 C2 C7 121.0(12) . . ? C2 C3 C4 120.0 . . ? C2 C3 C8 120.6(12) . . ? C4 C3 C8 119.0(12) . . ? C3 C4 C5 120.0 . . ? C3 C4 C12 117.4(12) . . ? C5 C4 C12 122.4(12) . . ? C6 C5 C4 120.0 . . ? C6 C5 C14 121.0(11) . . ? C4 C5 C14 119.0(11) . . ? C5 C6 C1 120.0 . . ? C5 C6 C13 119.6(11) . . ? C1 C6 C13 120.1(11) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C3 111.7(15) . . ? N1 C8 H8A 109.3 . . ? C3 C8 H8A 109.3 . . ? N1 C8 H8B 109.3 . . ? C3 C8 H8B 109.3 . . ? H8A C8 H8B 107.9 . . ? C9 N1 N2 110.0(18) . . ? C9 N1 C8 132.4(16) . . ? N2 N1 C8 117.5(17) . . ? C11 N2 N1 104(2) . . ? C11 N2 Cu2 135.5(18) . . ? N1 N2 Cu2 119.4(16) . . ? N1 C9 C10 109(2) . . ? N1 C9 H9 125.6 . . ? C10 C9 H9 125.5 . . ? C9 C10 C11 104(2) . . ? C9 C10 H10 128.2 . . ? C11 C10 H10 128.2 . . ? N2 C11 C10 113(2) . . ? N2 C11 H11 123.7 . . ? C10 C11 H11 123.7 . . ? C4 C12 H12A 109.5 . . ? C4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C13 H13A 109.5 . . ? C6 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C6 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 C15 117.5(15) . . ? C5 C14 H14A 107.9 . . ? C15 C14 H14A 107.9 . . ? C5 C14 H14B 107.9 . . ? C15 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? C16 C15 C20 120.0 . . ? C16 C15 C14 121.9(11) . . ? C20 C15 C14 118.1(12) . . ? C17 C16 C15 120.0 . . ? C17 C16 C21 119.4(12) . . ? C15 C16 C21 120.4(12) . . ? C16 C17 C18 120.0 . . ? C16 C17 C22 121.0(12) . . ? C18 C17 C22 119.0(12) . . ? C17 C18 C19 120.0 . . ? C17 C18 C26 118.6(12) . . ? C19 C18 C26 121.3(12) . . ? C20 C19 C18 120.0 . . ? C20 C19 C28 119.5(10) . . ? C18 C19 C28 120.5(10) . . ? C19 C20 C15 120.0 . . ? C19 C20 C27 119.7(11) . . ? C15 C20 C27 120.0(11) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C17 110.9(16) . . ? N3 C22 H22A 109.5 . . ? C17 C22 H22A 109.5 . . ? N3 C22 H22B 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 108.0 . . ? C23 N3 N4 107.1(19) . . ? C23 N3 C22 128(2) . . ? N4 N3 C22 124.4(18) . . ? C25 N4 N3 106(2) . . ? C25 N4 Cu1 128.4(17) . . ? N3 N4 Cu1 125.2(17) . . ? N3 C23 C24 109(2) . . ? N3 C23 H23 125.6 . . ? C24 C23 H23 125.6 . . ? C25 C24 C23 104(2) . . ? C25 C24 H24 128.2 . . ? C23 C24 H24 128.2 . . ? N4 C25 C24 114(2) . . ? N4 C25 H25 122.9 . . ? C24 C25 H25 122.9 . . ? C18 C26 H26A 109.5 . . ? C18 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C18 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C20 C27 H27A 109.5 . . ? C20 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C20 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C19 120.3(16) . . ? C29 C28 H28A 107.3 . . ? C19 C28 H28A 107.3 . . ? C29 C28 H28B 107.2 . . ? C19 C28 H28B 107.2 . . ? H28A C28 H28B 106.9 . . ? C30 C29 C34 120.0 . . ? C30 C29 C28 121.4(13) . . ? C34 C29 C28 118.4(13) . . ? C31 C30 C29 120.0 . . ? C31 C30 C35 121.1(13) . . ? C29 C30 C35 118.9(13) . . ? C30 C31 C32 120.0 . . ? C30 C31 C36 119.5(13) . 3_677 ? C32 C31 C36 120.5(13) . 3_677 ? C33 C32 C31 120.0 . . ? C33 C32 C40 122.7(13) . . ? C31 C32 C40 117.3(13) . . ? C32 C33 C34 120.0 . . ? C32 C33 C42 119.6(12) . . ? C34 C33 C42 120.3(12) . . ? C33 C34 C29 120.0 . . ? C33 C34 C41 120.6(10) . . ? C29 C34 C41 119.2(10) . . ? C30 C35 H35A 109.5 . . ? C30 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C30 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C31 C36 N5 108(3) 3_677 . ? C31 C36 H36A 110.0 3_677 . ? N5 C36 H36A 110.0 . . ? C31 C36 H36B 110.0 3_677 . ? N5 C36 H36B 110.0 . . ? H36A C36 H36B 108.4 . . ? N6 N5 C37 112(2) . . ? N6 N5 C36 117.9(19) . . ? C37 N5 C36 130(2) . . ? N5 N6 C39 103(2) . . ? N5 N6 Cu2 125.6(17) . . ? C39 N6 Cu2 131(2) . . ? C38 C37 N5 112(3) . . ? C38 C37 H37 123.8 . . ? N5 C37 H37 123.8 . . ? C37 C38 C39 101(3) . . ? C37 C38 H38 129.6 . . ? C39 C38 H38 129.6 . . ? N6 C39 C38 112(3) . . ? N6 C39 H39 124.1 . . ? C38 C39 H39 124.1 . . ? C32 C40 H40A 109.5 . . ? C32 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C32 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C34 C41 H41A 109.5 . . ? C34 C41 H41B 109.4 . . ? H41A C41 H41B 109.5 . . ? C34 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C43 C42 C33 116.4(17) . . ? C43 C42 H42A 108.2 . . ? C33 C42 H42A 108.2 . . ? C43 C42 H42B 108.2 . . ? C33 C42 H42B 108.2 . . ? H42A C42 H42B 107.3 . . ? C44 C43 C48 120.0 . . ? C44 C43 C42 117.9(11) . . ? C48 C43 C42 122.1(11) . . ? C45 C44 C43 120.0 . . ? C45 C44 C49 115.6(12) . . ? C43 C44 C49 124.1(12) . . ? C44 C45 C46 120.0 . . ? C44 C45 C50 122.4(11) . . ? C46 C45 C50 117.6(11) . . ? C45 C46 C47 120.0 . . ? C45 C46 C54 119.3(11) . . ? C47 C46 C54 120.6(11) . . ? C48 C47 C46 120.0 . . ? C48 C47 C56 119.5(11) . . ? C46 C47 C56 120.5(11) . . ? C47 C48 C43 120.0 . . ? C47 C48 C55 119.9(11) . . ? C43 C48 C55 120.0(11) . . ? C44 C49 H49A 109.5 . . ? C44 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C44 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? N7 C50 C45 107.6(17) . . ? N7 C50 H50A 110.2 . . ? C45 C50 H50A 110.2 . . ? N7 C50 H50B 110.2 . . ? C45 C50 H50B 110.2 . . ? H50A C50 H50B 108.5 . . ? N8 N7 C53 109(2) . . ? N8 N7 C50 118.6(18) . . ? C53 N7 C50 132(2) . . ? C51 N8 N7 106(2) . . ? C51 N8 Cu1 124.1(17) . 3_576 ? N7 N8 Cu1 129.5(17) . 3_576 ? N8 C51 C52 108(2) . . ? N8 C51 H51 125.8 . . ? C52 C51 H51 125.8 . . ? C53 C52 C51 109(3) . . ? C53 C52 H52 125.3 . . ? C51 C52 H52 125.3 . . ? C52 C53 N7 106(2) . . ? C52 C53 H53 126.8 . . ? N7 C53 H53 126.8 . . ? C46 C54 H54A 109.5 . . ? C46 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C46 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C48 C55 H55A 109.5 . . ? C48 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C48 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C1 C56 C47 118.4(15) . . ? C1 C56 H56A 107.7 . . ? C47 C56 H56A 107.7 . . ? C1 C56 H56B 107.7 . . ? C47 C56 H56B 107.7 . . ? H56A C56 H56B 107.1 . . ? _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 27.75 _diffrn_measured_fraction_theta_full 0.936 _refine_diff_density_max 2.597 _refine_diff_density_min -1.103 _refine_diff_density_rms 0.169 # Attachment '2-ZnBr2.cif' data_e901a _database_code_depnum_ccdc_archive 'CCDC 721429' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H32 Br2 N4 Zn' _chemical_formula_sum 'C28 H32 Br2 N4 Zn' _chemical_formula_weight 649.77 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' Zn Zn 0.2839 1.4301 '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 Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 26.3680(10) _cell_length_b 20.8457(8) _cell_length_c 16.2776(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8947.1(6) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6282 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 23.61 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 0.965 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 2.350 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6508 _exptl_absorpt_correction_T_max 0.7344 _exptl_absorpt_process_details sadabs loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.007 0.495 -0.005 4535.7 1233.9 _platon_squeeze_details ; ; _exptl_special_details ; Owing to large disorder of the solvent present in the cavities of this structure, the SQUEEZE command has been applied. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 66838 _diffrn_reflns_av_R_equivalents 0.0971 _diffrn_reflns_av_sigmaI/netI 0.0970 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.57 _reflns_number_total 10294 _reflns_number_gt 4325 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0535P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10294 _refine_ls_number_parameters 323 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1441 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.1554 _refine_ls_wR_factor_gt 0.1429 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 Zn1 Zn 0.20293(2) 0.07780(3) 0.35765(4) 0.03603(19) Uani 1 1 d . . . Br1 Br 0.19661(2) 0.19045(3) 0.34283(5) 0.0610(2) Uani 1 1 d . . . Br2 Br 0.21877(2) 0.02077(3) 0.23484(4) 0.0539(2) Uani 1 1 d . . . C1 C 0.46383(16) 0.0968(2) 0.3055(3) 0.0281(13) Uani 1 1 d . . . C2 C 0.41262(19) 0.0805(3) 0.3085(3) 0.0368(14) Uani 1 1 d . . . C3 C 0.37984(17) 0.1167(3) 0.3593(4) 0.0386(15) Uani 1 1 d . . . C4 C 0.39689(18) 0.1640(3) 0.4080(3) 0.0330(13) Uani 1 1 d . . . C5 C 0.44923(18) 0.1802(2) 0.4097(3) 0.0319(13) Uani 1 1 d . . . C6 C 0.48212(16) 0.1436(3) 0.3594(3) 0.0305(13) Uani 1 1 d . . . C7 C 0.3924(2) 0.0250(3) 0.2551(4) 0.066(2) Uani 1 1 d . . . H7A H 0.3841 0.0411 0.2002 0.098 Uiso 1 1 calc R . . H7B H 0.3619 0.0069 0.2806 0.098 Uiso 1 1 calc R . . H7C H 0.4184 -0.0084 0.2507 0.098 Uiso 1 1 calc R . . C8 C 0.32311(18) 0.1014(3) 0.3596(4) 0.0484(16) Uani 1 1 d . . . H8A H 0.3038 0.1421 0.3580 0.058 Uiso 1 1 calc R . . H8B H 0.3147 0.0770 0.3092 0.058 Uiso 1 1 calc R . . N1 N 0.30700(14) 0.0646(2) 0.4306(3) 0.0385(12) Uani 1 1 d . . . N2 N 0.25629(15) 0.0529(2) 0.4394(3) 0.0381(12) Uani 1 1 d . . . C9 C 0.2529(2) 0.0213(3) 0.5097(4) 0.0542(18) Uani 1 1 d . . . H9 H 0.2219 0.0059 0.5318 0.065 Uiso 1 1 calc R . . C10 C 0.2992(2) 0.0133(3) 0.5472(4) 0.070(2) Uani 1 1 d . . . H10 H 0.3064 -0.0075 0.5978 0.084 Uiso 1 1 calc R . . C11 C 0.3328(2) 0.0426(4) 0.4935(4) 0.072(2) Uani 1 1 d . . . H11 H 0.3685 0.0462 0.5009 0.086 Uiso 1 1 calc R . . C12 C 0.3608(2) 0.1998(3) 0.4643(4) 0.0614(19) Uani 1 1 d . . . H12A H 0.3569 0.2440 0.4448 0.092 Uiso 1 1 calc R . . H12B H 0.3746 0.2002 0.5202 0.092 Uiso 1 1 calc R . . H12C H 0.3277 0.1784 0.4643 0.092 Uiso 1 1 calc R . . C13 C 0.53910(16) 0.1589(3) 0.3661(3) 0.0373(14) Uani 1 1 d . . . H13A H 0.5472 0.1958 0.3311 0.056 Uiso 1 1 calc R . . H13B H 0.5588 0.1216 0.3480 0.056 Uiso 1 1 calc R . . H13C H 0.5476 0.1690 0.4232 0.056 Uiso 1 1 calc R . . C14 C 0.47060(18) 0.2309(3) 0.4666(3) 0.0355(14) Uani 1 1 d . . . H14A H 0.4418 0.2497 0.4973 0.043 Uiso 1 1 calc R . . H14B H 0.4924 0.2088 0.5072 0.043 Uiso 1 1 calc R . . C15 C 0.50056(17) 0.2851(2) 0.4314(3) 0.0267(12) Uani 1 1 d . . . C16 C 0.54597(19) 0.3046(3) 0.4740(3) 0.0373(14) Uani 1 1 d . . . C17 C 0.57572(17) 0.3541(3) 0.4391(3) 0.0335(14) Uani 1 1 d . . . C18 C 0.56262(17) 0.3820(2) 0.3663(3) 0.0307(13) Uani 1 1 d . . . C19 C 0.51754(18) 0.3639(2) 0.3262(3) 0.0286(12) Uani 1 1 d . . . C20 C 0.48624(16) 0.3180(2) 0.3618(3) 0.0244(12) Uani 1 1 d . . . C21 C 0.5592(2) 0.2756(3) 0.5565(4) 0.0556(18) Uani 1 1 d . . . H21A H 0.5723 0.2321 0.5486 0.083 Uiso 1 1 calc R . . H21B H 0.5288 0.2741 0.5911 0.083 Uiso 1 1 calc R . . H21C H 0.5851 0.3020 0.5834 0.083 Uiso 1 1 calc R . . C22 C 0.62112(18) 0.3771(3) 0.4874(3) 0.0367(14) Uani 1 1 d . . . H22A H 0.6326 0.3429 0.5253 0.044 Uiso 1 1 calc R . . H22B H 0.6493 0.3871 0.4494 0.044 Uiso 1 1 calc R . . N3 N 0.60714(13) 0.4355(2) 0.5350(3) 0.0334(11) Uani 1 1 d . . . N4 N 0.63981(15) 0.4604(2) 0.5910(3) 0.0381(12) Uani 1 1 d . . . C23 C 0.61983(19) 0.5164(3) 0.6151(4) 0.0430(15) Uani 1 1 d . . . H23 H 0.6352 0.5454 0.6527 0.052 Uiso 1 1 calc R . . C24 C 0.5729(2) 0.5258(3) 0.5766(4) 0.0461(16) Uani 1 1 d . . . H24 H 0.5499 0.5603 0.5848 0.055 Uiso 1 1 calc R . . C25 C 0.56708(19) 0.4756(3) 0.5257(4) 0.0515(18) Uani 1 1 d . . . H25 H 0.5395 0.4693 0.4891 0.062 Uiso 1 1 calc R . . C26 C 0.5969(2) 0.4352(3) 0.3306(4) 0.0492(17) Uani 1 1 d . . . H26A H 0.6074 0.4642 0.3748 0.074 Uiso 1 1 calc R . . H26B H 0.5781 0.4594 0.2890 0.074 Uiso 1 1 calc R . . H26C H 0.6270 0.4158 0.3054 0.074 Uiso 1 1 calc R . . C27 C 0.43376(16) 0.3056(3) 0.3256(3) 0.0358(14) Uani 1 1 d . . . H27A H 0.4357 0.2698 0.2865 0.054 Uiso 1 1 calc R . . H27B H 0.4219 0.3441 0.2972 0.054 Uiso 1 1 calc R . . H27C H 0.4101 0.2947 0.3699 0.054 Uiso 1 1 calc R . . C28 C 0.5000 0.4014(4) 0.2500 0.0324(19) Uani 1 2 d S . . H28A H 0.4717 0.4297 0.2671 0.039 Uiso 0.50 1 calc PR . . H28B H 0.5283 0.4297 0.2329 0.039 Uiso 0.50 1 calc PR . . C29 C 0.5000 0.0601(4) 0.2500 0.037(2) Uani 1 2 d S . . H29A H 0.4792 0.0318 0.2145 0.044 Uiso 0.50 1 calc PR . . H29B H 0.5208 0.0318 0.2855 0.044 Uiso 0.50 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 Zn1 0.0148(3) 0.0586(4) 0.0347(4) -0.0050(3) 0.0095(3) -0.0034(3) Br1 0.0468(4) 0.0587(4) 0.0774(6) 0.0079(4) 0.0310(3) 0.0005(3) Br2 0.0306(3) 0.0905(5) 0.0404(4) -0.0185(3) 0.0117(3) -0.0091(3) C1 0.012(2) 0.043(3) 0.029(3) 0.001(3) 0.001(2) 0.004(2) C2 0.032(3) 0.043(4) 0.036(4) -0.001(3) 0.007(3) -0.017(3) C3 0.010(2) 0.070(4) 0.036(4) 0.005(3) 0.000(2) -0.011(3) C4 0.019(3) 0.053(4) 0.027(3) 0.014(3) 0.016(2) 0.006(3) C5 0.025(3) 0.047(4) 0.024(3) 0.006(3) 0.002(2) -0.008(2) C6 0.013(2) 0.052(4) 0.026(3) 0.002(3) 0.004(2) -0.005(2) C7 0.034(3) 0.086(5) 0.077(6) 0.010(4) -0.011(3) -0.031(3) C8 0.014(3) 0.087(5) 0.044(4) 0.014(4) 0.004(3) -0.008(3) N1 0.011(2) 0.063(3) 0.042(3) 0.012(3) 0.003(2) -0.010(2) N2 0.023(2) 0.055(3) 0.037(3) 0.006(3) 0.011(2) -0.015(2) C9 0.033(3) 0.061(4) 0.068(5) 0.014(4) 0.011(3) -0.011(3) C10 0.033(3) 0.109(6) 0.068(5) 0.051(4) -0.014(3) -0.015(4) C11 0.031(3) 0.128(7) 0.057(5) 0.042(4) -0.010(3) -0.028(4) C12 0.027(3) 0.076(5) 0.081(5) 0.002(4) 0.018(3) 0.007(3) C13 0.010(2) 0.055(4) 0.046(4) 0.008(3) 0.003(2) -0.001(2) C14 0.022(3) 0.067(4) 0.017(3) 0.002(3) 0.006(2) 0.002(3) C15 0.022(2) 0.040(3) 0.018(3) -0.009(3) 0.002(2) 0.003(2) C16 0.027(3) 0.062(4) 0.022(3) -0.005(3) -0.007(2) 0.006(3) C17 0.019(3) 0.061(4) 0.020(3) -0.011(3) -0.006(2) -0.004(3) C18 0.018(2) 0.052(4) 0.022(3) -0.006(3) -0.001(2) -0.003(2) C19 0.027(3) 0.035(3) 0.023(3) -0.010(3) -0.004(2) 0.003(2) C20 0.021(2) 0.041(3) 0.011(3) -0.009(2) -0.003(2) 0.000(2) C21 0.043(4) 0.088(5) 0.036(4) 0.023(4) -0.015(3) -0.001(3) C22 0.019(3) 0.054(4) 0.037(4) -0.016(3) -0.008(2) 0.002(3) N3 0.010(2) 0.057(3) 0.033(3) -0.013(2) -0.0122(18) 0.004(2) N4 0.016(2) 0.056(3) 0.042(3) -0.013(2) -0.009(2) 0.004(2) C23 0.023(3) 0.060(4) 0.045(4) -0.018(3) -0.010(3) 0.010(3) C24 0.038(3) 0.058(4) 0.042(4) -0.023(3) -0.015(3) 0.019(3) C25 0.020(3) 0.079(5) 0.055(5) -0.018(4) -0.015(3) 0.017(3) C26 0.035(3) 0.063(4) 0.050(4) 0.005(3) -0.012(3) -0.020(3) C27 0.013(2) 0.064(4) 0.031(3) 0.003(3) -0.002(2) -0.005(3) C28 0.019(4) 0.046(5) 0.032(5) 0.000 -0.007(3) 0.000 C29 0.030(4) 0.046(5) 0.034(5) 0.000 0.003(4) 0.000 _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 Zn1 N2 2.005(5) . ? Zn1 N4 2.026(4) 4_456 ? Zn1 Br2 2.3630(9) . ? Zn1 Br1 2.3665(9) . ? C1 C2 1.393(7) . ? C1 C6 1.397(7) . ? C1 C29 1.521(6) . ? C2 C3 1.414(7) . ? C2 C7 1.543(8) . ? C3 C4 1.343(7) . ? C3 C8 1.529(7) . ? C4 C5 1.421(7) . ? C4 C12 1.517(7) . ? C5 C6 1.415(7) . ? C5 C14 1.515(7) . ? C6 C13 1.540(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.451(7) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? N1 C11 1.312(7) . ? N1 N2 1.367(5) . ? N2 C9 1.323(7) . ? C9 C10 1.375(8) . ? C9 H9 0.9500 . ? C10 C11 1.389(8) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.493(7) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C20 1.377(7) . ? C15 C16 1.441(7) . ? C16 C17 1.414(7) . ? C16 C21 1.514(7) . ? C17 C18 1.365(7) . ? C17 C22 1.510(6) . ? C18 C19 1.407(6) . ? C18 C26 1.545(7) . ? C19 C20 1.390(7) . ? C19 C28 1.538(6) . ? C20 C27 1.526(6) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 N3 1.491(6) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N3 C25 1.356(6) . ? N3 N4 1.357(5) . ? N4 C23 1.339(6) . ? N4 Zn1 2.026(4) 4_556 ? C23 C24 1.402(7) . ? C23 H23 0.9500 . ? C24 C25 1.343(7) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C19 1.538(6) 3_655 ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C1 1.521(6) 3_655 ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N4 101.56(18) . 4_456 ? N2 Zn1 Br2 107.89(13) . . ? N4 Zn1 Br2 107.26(13) 4_456 . ? N2 Zn1 Br1 111.96(13) . . ? N4 Zn1 Br1 112.00(13) 4_456 . ? Br2 Zn1 Br1 115.18(4) . . ? C2 C1 C6 118.9(5) . . ? C2 C1 C29 120.4(5) . . ? C6 C1 C29 120.5(4) . . ? C1 C2 C3 118.9(5) . . ? C1 C2 C7 119.9(5) . . ? C3 C2 C7 121.2(5) . . ? C4 C3 C2 122.1(4) . . ? C4 C3 C8 118.6(5) . . ? C2 C3 C8 119.3(5) . . ? C3 C4 C5 120.7(5) . . ? C3 C4 C12 120.6(5) . . ? C5 C4 C12 118.7(5) . . ? C6 C5 C4 117.1(5) . . ? C6 C5 C14 120.1(4) . . ? C4 C5 C14 122.6(5) . . ? C1 C6 C5 121.8(4) . . ? C1 C6 C13 121.7(4) . . ? C5 C6 C13 116.5(4) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C3 113.5(5) . . ? N1 C8 H8A 108.9 . . ? C3 C8 H8A 108.9 . . ? N1 C8 H8B 108.9 . . ? C3 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? C11 N1 N2 111.4(4) . . ? C11 N1 C8 130.8(4) . . ? N2 N1 C8 117.7(4) . . ? C9 N2 N1 104.2(4) . . ? C9 N2 Zn1 130.9(4) . . ? N1 N2 Zn1 124.8(3) . . ? N2 C9 C10 112.6(5) . . ? N2 C9 H9 123.7 . . ? C10 C9 H9 123.7 . . ? C9 C10 C11 103.5(6) . . ? C9 C10 H10 128.2 . . ? C11 C10 H10 128.2 . . ? N1 C11 C10 108.2(5) . . ? N1 C11 H11 125.9 . . ? C10 C11 H11 125.9 . . ? C4 C12 H12A 109.5 . . ? C4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C13 H13A 109.5 . . ? C6 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C6 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C5 119.4(4) . . ? C15 C14 H14A 107.5 . . ? C5 C14 H14A 107.5 . . ? C15 C14 H14B 107.5 . . ? C5 C14 H14B 107.5 . . ? H14A C14 H14B 107.0 . . ? C20 C15 C16 118.9(5) . . ? C20 C15 C14 123.2(4) . . ? C16 C15 C14 118.0(5) . . ? C17 C16 C15 118.3(5) . . ? C17 C16 C21 121.3(5) . . ? C15 C16 C21 120.3(5) . . ? C18 C17 C16 121.3(4) . . ? C18 C17 C22 121.1(5) . . ? C16 C17 C22 117.5(5) . . ? C17 C18 C19 120.1(5) . . ? C17 C18 C26 119.0(4) . . ? C19 C18 C26 120.8(5) . . ? C20 C19 C18 119.5(5) . . ? C20 C19 C28 120.5(4) . . ? C18 C19 C28 119.5(4) . . ? C15 C20 C19 121.5(4) . . ? C15 C20 C27 118.8(4) . . ? C19 C20 C27 119.6(4) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C17 109.5(4) . . ? N3 C22 H22A 109.8 . . ? C17 C22 H22A 109.8 . . ? N3 C22 H22B 109.8 . . ? C17 C22 H22B 109.8 . . ? H22A C22 H22B 108.2 . . ? C25 N3 N4 109.5(4) . . ? C25 N3 C22 129.6(4) . . ? N4 N3 C22 120.3(4) . . ? C23 N4 N3 106.3(4) . . ? C23 N4 Zn1 123.0(3) . 4_556 ? N3 N4 Zn1 130.4(3) . 4_556 ? N4 C23 C24 109.7(5) . . ? N4 C23 H23 125.1 . . ? C24 C23 H23 125.1 . . ? C25 C24 C23 105.6(5) . . ? C25 C24 H24 127.2 . . ? C23 C24 H24 127.2 . . ? C24 C25 N3 108.8(5) . . ? C24 C25 H25 125.6 . . ? N3 C25 H25 125.6 . . ? C18 C26 H26A 109.5 . . ? C18 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C18 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C20 C27 H27A 109.5 . . ? C20 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C20 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C19 C28 C19 118.9(6) 3_655 . ? C19 C28 H28A 107.6 3_655 . ? C19 C28 H28A 107.6 . . ? C19 C28 H28B 107.6 3_655 . ? C19 C28 H28B 107.6 . . ? H28A C28 H28B 107.0 . . ? C1 C29 C1 119.5(6) . 3_655 ? C1 C29 H29A 107.4 . . ? C1 C29 H29A 107.4 3_655 . ? C1 C29 H29B 107.4 . . ? C1 C29 H29B 107.4 3_655 . ? H29A C29 H29B 107.0 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.657 _refine_diff_density_min -0.868 _refine_diff_density_rms 0.112 # Attachment '2-ZnCl2.cif' data_e816b _database_code_depnum_ccdc_archive 'CCDC 721430' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H32 Cl2 N4 Zn' _chemical_formula_sum 'C28 H32 Cl2 N4 Zn' _chemical_formula_weight 560.85 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 26.4215(19) _cell_length_b 20.6802(16) _cell_length_c 16.0503(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8769.9(11) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6969 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 24.09 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 0.850 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2336 _exptl_absorpt_coefficient_mu 0.697 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8732 _exptl_absorpt_correction_T_max 0.9088 _exptl_absorpt_process_details sadabs loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.005 0.495 -0.002 4424.2 1185.7 _platon_squeeze_details ; ; _exptl_special_details ; Owing to large disorder of the solvent present in the cavities of this structure, the SQUEEZE command has been applied ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 54882 _diffrn_reflns_av_R_equivalents 0.0946 _diffrn_reflns_av_sigmaI/netI 0.0984 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 27.59 _reflns_number_total 10108 _reflns_number_gt 4972 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0854P)^2^+0.0200P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10108 _refine_ls_number_parameters 323 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1205 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1813 _refine_ls_wR_factor_gt 0.1690 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.205624(16) 0.07460(2) 0.35946(3) 0.03790(15) Uani 1 1 d . . . Cl6 Cl 0.19951(4) 0.18112(5) 0.34481(8) 0.0641(3) Uani 1 1 d . . . Cl7 Cl 0.22097(5) 0.01911(6) 0.24355(7) 0.0644(4) Uani 1 1 d . . . C1 C 0.46472(13) 0.09638(15) 0.3071(2) 0.0297(8) Uani 1 1 d . . . C2 C 0.41336(15) 0.07891(18) 0.3106(2) 0.0390(9) Uani 1 1 d . . . C3 C 0.38081(14) 0.11374(18) 0.3631(2) 0.0410(9) Uani 1 1 d . . . C4 C 0.39902(14) 0.16393(18) 0.4142(2) 0.0391(9) Uani 1 1 d . . . C5 C 0.45064(14) 0.17828(17) 0.4126(2) 0.0341(8) Uani 1 1 d . . . C6 C 0.48311(12) 0.14385(15) 0.3622(2) 0.0288(8) Uani 1 1 d . . . C7 C 0.39353(17) 0.0219(2) 0.2604(3) 0.0582(12) Uani 1 1 d . . . H7A H 0.3856 0.0362 0.2036 0.087 Uiso 1 1 calc R . . H7B H 0.3628 0.0049 0.2868 0.087 Uiso 1 1 calc R . . H7C H 0.4194 -0.0121 0.2584 0.087 Uiso 1 1 calc R . . C8 C 0.32428(15) 0.1023(2) 0.3641(3) 0.0516(11) Uani 1 1 d . . . H8A H 0.3066 0.1445 0.3647 0.062 Uiso 1 1 calc R . . H8B H 0.3143 0.0793 0.3126 0.062 Uiso 1 1 calc R . . N1 N 0.30797(11) 0.06367(15) 0.4378(2) 0.0423(8) Uani 1 1 d . . . N2 N 0.25796(11) 0.05013(14) 0.4459(2) 0.0386(7) Uani 1 1 d . . . C9 C 0.25382(16) 0.01928(19) 0.5165(3) 0.0474(10) Uani 1 1 d . . . H9 H 0.2229 0.0021 0.5372 0.057 Uiso 1 1 calc R . . C10 C 0.30049(18) 0.0145(3) 0.5584(4) 0.0774(16) Uani 1 1 d . . . H10 H 0.3072 -0.0038 0.6115 0.093 Uiso 1 1 calc R . . C11 C 0.33398(18) 0.0427(2) 0.5036(3) 0.0756(16) Uani 1 1 d . . . H11 H 0.3695 0.0465 0.5113 0.091 Uiso 1 1 calc R . . C12 C 0.36340(18) 0.1995(2) 0.4725(3) 0.0664(13) Uani 1 1 d . . . H12A H 0.3656 0.2461 0.4619 0.100 Uiso 1 1 calc R . . H12B H 0.3730 0.1906 0.5304 0.100 Uiso 1 1 calc R . . H12C H 0.3286 0.1847 0.4629 0.100 Uiso 1 1 calc R . . C13 C 0.53987(13) 0.15675(17) 0.3654(2) 0.0347(8) Uani 1 1 d . . . H13A H 0.5488 0.1890 0.3231 0.052 Uiso 1 1 calc R . . H13B H 0.5583 0.1165 0.3544 0.052 Uiso 1 1 calc R . . H13C H 0.5490 0.1731 0.4207 0.052 Uiso 1 1 calc R . . C14 C 0.47148(14) 0.22918(18) 0.4713(2) 0.0396(9) Uani 1 1 d . . . H14A H 0.4928 0.2069 0.5132 0.048 Uiso 1 1 calc R . . H14B H 0.4425 0.2486 0.5016 0.048 Uiso 1 1 calc R . . C15 C 0.50278(13) 0.28451(15) 0.4342(2) 0.0303(8) Uani 1 1 d . . . C16 C 0.54727(15) 0.30444(17) 0.4762(2) 0.0373(9) Uani 1 1 d . . . C17 C 0.57660(13) 0.35382(16) 0.4409(2) 0.0328(8) Uani 1 1 d . . . C18 C 0.56410(14) 0.38279(16) 0.3658(2) 0.0354(9) Uani 1 1 d . . . C19 C 0.51776(14) 0.36514(15) 0.3263(2) 0.0312(8) Uani 1 1 d . . . C20 C 0.48732(13) 0.31817(15) 0.3632(2) 0.0305(8) Uani 1 1 d . . . C21 C 0.56106(18) 0.2752(2) 0.5606(3) 0.0589(12) Uani 1 1 d . . . H21A H 0.5383 0.2391 0.5728 0.088 Uiso 1 1 calc R . . H21B H 0.5577 0.3082 0.6040 0.088 Uiso 1 1 calc R . . H21C H 0.5961 0.2596 0.5590 0.088 Uiso 1 1 calc R . . C22 C 0.62301(14) 0.37873(16) 0.4880(2) 0.0394(9) Uani 1 1 d . . . H22A H 0.6354 0.3450 0.5267 0.047 Uiso 1 1 calc R . . H22B H 0.6504 0.3887 0.4480 0.047 Uiso 1 1 calc R . . N3 N 0.60960(11) 0.43735(15) 0.53512(18) 0.0389(8) Uani 1 1 d . . . N4 N 0.64257(11) 0.46392(14) 0.58887(19) 0.0377(7) Uani 1 1 d . . . C23 C 0.62155(15) 0.52013(19) 0.6125(2) 0.0456(10) Uani 1 1 d . . . H23 H 0.6366 0.5505 0.6494 0.055 Uiso 1 1 calc R . . C24 C 0.57517(16) 0.5271(2) 0.5753(3) 0.0548(12) Uani 1 1 d . . . H24 H 0.5520 0.5616 0.5840 0.066 Uiso 1 1 calc R . . C25 C 0.56863(15) 0.4776(2) 0.5255(3) 0.0527(11) Uani 1 1 d . . . H25 H 0.5407 0.4707 0.4894 0.063 Uiso 1 1 calc R . . C26 C 0.59883(16) 0.43440(19) 0.3290(3) 0.0481(10) Uani 1 1 d . . . H26A H 0.6237 0.4477 0.3709 0.072 Uiso 1 1 calc R . . H26B H 0.5786 0.4719 0.3121 0.072 Uiso 1 1 calc R . . H26C H 0.6164 0.4167 0.2803 0.072 Uiso 1 1 calc R . . C27 C 0.43524(14) 0.30509(16) 0.3269(2) 0.0345(8) Uani 1 1 d . . . H27A H 0.4372 0.2687 0.2879 0.052 Uiso 1 1 calc R . . H27B H 0.4233 0.3437 0.2974 0.052 Uiso 1 1 calc R . . H27C H 0.4116 0.2945 0.3719 0.052 Uiso 1 1 calc R . . C28 C 0.5000 0.4026(2) 0.2500 0.0347(12) Uani 1 2 d S . . H28A H 0.4719 0.4310 0.2678 0.042 Uiso 0.50 1 calc PR . . H28B H 0.5281 0.4310 0.2322 0.042 Uiso 0.50 1 calc PR . . C29 C 0.5000 0.0589(2) 0.2500 0.0373(13) Uani 1 2 d S . . H29A H 0.4789 0.0305 0.2146 0.045 Uiso 0.50 1 calc PR . . H29B H 0.5211 0.0305 0.2854 0.045 Uiso 0.50 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 Zn1 0.0282(2) 0.0534(3) 0.0321(3) -0.0044(2) 0.0088(2) -0.00366(19) Cl6 0.0620(8) 0.0551(6) 0.0752(8) 0.0158(6) 0.0308(6) 0.0071(5) Cl7 0.0564(7) 0.0945(9) 0.0422(6) -0.0241(6) 0.0170(6) -0.0136(6) C1 0.034(2) 0.0318(18) 0.0231(18) 0.0057(15) -0.0016(16) -0.0022(15) C2 0.037(2) 0.048(2) 0.032(2) 0.0105(17) -0.0026(18) -0.0142(18) C3 0.030(2) 0.055(2) 0.038(2) 0.0206(19) -0.0034(19) -0.0108(17) C4 0.031(2) 0.050(2) 0.037(2) 0.0126(18) 0.0117(18) 0.0004(17) C5 0.034(2) 0.047(2) 0.0213(19) 0.0100(16) 0.0009(17) -0.0051(16) C6 0.0213(18) 0.0389(18) 0.0262(18) 0.0011(15) 0.0035(16) -0.0022(14) C7 0.051(3) 0.066(3) 0.058(3) 0.004(2) -0.008(2) -0.031(2) C8 0.030(2) 0.084(3) 0.041(2) 0.024(2) 0.001(2) -0.012(2) N1 0.0232(17) 0.061(2) 0.043(2) 0.0176(16) -0.0006(15) -0.0095(14) N2 0.0284(18) 0.0503(17) 0.0371(19) 0.0029(15) 0.0081(15) -0.0107(13) C9 0.041(3) 0.057(2) 0.044(3) 0.014(2) 0.008(2) -0.0081(18) C10 0.048(3) 0.112(4) 0.072(4) 0.047(3) 0.005(3) -0.003(3) C11 0.045(3) 0.103(4) 0.078(4) 0.050(3) -0.018(3) -0.020(3) C12 0.046(3) 0.081(3) 0.072(3) 0.005(3) 0.024(3) 0.016(2) C13 0.0253(19) 0.048(2) 0.031(2) 0.0039(17) -0.0034(17) -0.0039(15) C14 0.036(2) 0.057(2) 0.026(2) -0.0046(17) 0.0017(18) 0.0004(17) C15 0.036(2) 0.0309(18) 0.0236(18) -0.0031(15) 0.0044(17) 0.0056(15) C16 0.039(2) 0.053(2) 0.0196(19) -0.0029(16) -0.0051(18) 0.0055(17) C17 0.032(2) 0.042(2) 0.0248(19) -0.0119(16) -0.0082(17) 0.0069(15) C18 0.032(2) 0.043(2) 0.031(2) -0.0069(16) 0.0031(18) 0.0032(15) C19 0.037(2) 0.0306(18) 0.0255(18) -0.0074(14) -0.0065(17) 0.0017(15) C20 0.0293(19) 0.0374(18) 0.0247(19) -0.0022(16) 0.0053(17) 0.0060(14) C21 0.061(3) 0.075(3) 0.041(3) 0.013(2) -0.028(2) -0.010(2) C22 0.034(2) 0.049(2) 0.036(2) -0.0127(17) -0.0097(18) 0.0133(16) N3 0.0278(17) 0.064(2) 0.0250(16) -0.0173(14) -0.0089(14) 0.0064(15) N4 0.0277(17) 0.0544(19) 0.0309(18) -0.0119(15) -0.0095(15) 0.0044(14) C23 0.040(2) 0.059(2) 0.037(2) -0.0236(19) -0.009(2) 0.0056(19) C24 0.046(3) 0.073(3) 0.046(3) -0.017(2) -0.006(2) 0.028(2) C25 0.030(2) 0.075(3) 0.053(3) -0.028(2) -0.016(2) 0.015(2) C26 0.048(3) 0.059(3) 0.037(2) -0.0026(19) -0.002(2) -0.0170(19) C27 0.035(2) 0.040(2) 0.029(2) 0.0006(15) -0.0036(17) 0.0001(16) C28 0.037(3) 0.033(3) 0.034(3) 0.000 -0.004(3) 0.000 C29 0.044(3) 0.026(2) 0.042(3) 0.000 -0.006(3) 0.000 _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 Zn1 N2 2.024(3) . ? Zn1 N4 2.024(3) 4_456 ? Zn1 Cl6 2.2214(12) . ? Zn1 Cl7 2.2231(11) . ? C1 C2 1.405(5) . ? C1 C6 1.408(5) . ? C1 C29 1.520(4) . ? C2 C3 1.403(6) . ? C2 C7 1.521(5) . ? C3 C4 1.408(5) . ? C3 C8 1.512(5) . ? C4 C5 1.396(5) . ? C4 C12 1.517(6) . ? C5 C6 1.377(5) . ? C5 C14 1.517(5) . ? C6 C13 1.524(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.491(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? N1 C11 1.332(5) . ? N1 N2 1.357(4) . ? N2 C9 1.304(5) . ? C9 C10 1.408(6) . ? C9 H9 0.9500 . ? C10 C11 1.377(6) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.533(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C20 1.396(5) . ? C15 C16 1.417(5) . ? C16 C17 1.402(5) . ? C16 C21 1.526(5) . ? C17 C18 1.387(5) . ? C17 C22 1.529(5) . ? C18 C19 1.426(5) . ? C18 C26 1.527(5) . ? C19 C20 1.394(5) . ? C19 C28 1.523(4) . ? C20 C27 1.519(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 N3 1.472(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N3 N4 1.343(4) . ? N3 C25 1.374(5) . ? N4 C23 1.343(5) . ? N4 Zn1 2.024(3) 4_556 ? C23 C24 1.370(6) . ? C23 H23 0.9500 . ? C24 C25 1.310(5) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C19 1.522(4) 3_655 ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C1 1.520(4) 3_655 ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N4 100.54(12) . 4_456 ? N2 Zn1 Cl6 111.73(9) . . ? N4 Zn1 Cl6 111.95(9) 4_456 . ? N2 Zn1 Cl7 108.68(10) . . ? N4 Zn1 Cl7 106.85(9) 4_456 . ? Cl6 Zn1 Cl7 115.89(5) . . ? C2 C1 C6 119.2(3) . . ? C2 C1 C29 119.0(3) . . ? C6 C1 C29 121.5(3) . . ? C3 C2 C1 118.9(3) . . ? C3 C2 C7 120.3(3) . . ? C1 C2 C7 120.7(4) . . ? C2 C3 C4 121.3(3) . . ? C2 C3 C8 122.1(4) . . ? C4 C3 C8 116.5(4) . . ? C5 C4 C3 118.7(3) . . ? C5 C4 C12 121.0(4) . . ? C3 C4 C12 120.3(4) . . ? C6 C5 C4 120.7(3) . . ? C6 C5 C14 119.8(3) . . ? C4 C5 C14 119.4(3) . . ? C5 C6 C1 120.9(3) . . ? C5 C6 C13 120.2(3) . . ? C1 C6 C13 118.9(3) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C3 112.2(3) . . ? N1 C8 H8A 109.2 . . ? C3 C8 H8A 109.2 . . ? N1 C8 H8B 109.2 . . ? C3 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C11 N1 N2 111.0(3) . . ? C11 N1 C8 130.8(3) . . ? N2 N1 C8 117.9(3) . . ? C9 N2 N1 105.4(3) . . ? C9 N2 Zn1 131.3(3) . . ? N1 N2 Zn1 123.2(2) . . ? N2 C9 C10 112.0(4) . . ? N2 C9 H9 124.0 . . ? C10 C9 H9 124.0 . . ? C11 C10 C9 103.2(4) . . ? C11 C10 H10 128.4 . . ? C9 C10 H10 128.4 . . ? N1 C11 C10 108.2(4) . . ? N1 C11 H11 125.9 . . ? C10 C11 H11 125.9 . . ? C4 C12 H12A 109.5 . . ? C4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C13 H13A 109.5 . . ? C6 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C6 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 C15 118.1(3) . . ? C5 C14 H14A 107.8 . . ? C15 C14 H14A 107.8 . . ? C5 C14 H14B 107.8 . . ? C15 C14 H14B 107.8 . . ? H14A C14 H14B 107.1 . . ? C20 C15 C16 119.1(3) . . ? C20 C15 C14 122.1(3) . . ? C16 C15 C14 118.6(3) . . ? C17 C16 C15 118.6(3) . . ? C17 C16 C21 121.0(3) . . ? C15 C16 C21 120.4(3) . . ? C18 C17 C16 122.3(3) . . ? C18 C17 C22 118.3(3) . . ? C16 C17 C22 119.3(3) . . ? C17 C18 C19 118.7(3) . . ? C17 C18 C26 119.7(3) . . ? C19 C18 C26 121.5(3) . . ? C20 C19 C18 119.0(3) . . ? C20 C19 C28 121.2(3) . . ? C18 C19 C28 119.5(3) . . ? C19 C20 C15 121.7(3) . . ? C19 C20 C27 118.9(3) . . ? C15 C20 C27 119.3(3) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C17 109.8(3) . . ? N3 C22 H22A 109.7 . . ? C17 C22 H22A 109.7 . . ? N3 C22 H22B 109.7 . . ? C17 C22 H22B 109.7 . . ? H22A C22 H22B 108.2 . . ? N4 N3 C25 109.6(3) . . ? N4 N3 C22 120.7(3) . . ? C25 N3 C22 129.1(3) . . ? C23 N4 N3 105.5(3) . . ? C23 N4 Zn1 124.4(2) . 4_556 ? N3 N4 Zn1 129.5(2) . 4_556 ? N4 C23 C24 109.8(3) . . ? N4 C23 H23 125.1 . . ? C24 C23 H23 125.1 . . ? C25 C24 C23 107.5(4) . . ? C25 C24 H24 126.2 . . ? C23 C24 H24 126.2 . . ? C24 C25 N3 107.5(4) . . ? C24 C25 H25 126.2 . . ? N3 C25 H25 126.2 . . ? C18 C26 H26A 109.5 . . ? C18 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C18 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C20 C27 H27A 109.5 . . ? C20 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C20 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C19 C28 C19 118.9(4) 3_655 . ? C19 C28 H28A 107.6 3_655 . ? C19 C28 H28A 107.6 . . ? C19 C28 H28B 107.6 3_655 . ? C19 C28 H28B 107.6 . . ? H28A C28 H28B 107.0 . . ? C1 C29 C1 118.7(4) . 3_655 ? C1 C29 H29A 107.6 . . ? C1 C29 H29A 107.6 3_655 . ? C1 C29 H29B 107.6 . . ? C1 C29 H29B 107.6 3_655 . ? H29A C29 H29B 107.1 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.489 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.082 # Attachment 'Comp2.cif' data_e1102a _database_code_depnum_ccdc_archive 'CCDC 721431' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C56 H64 N8), 0.50(C H Cl3)' _chemical_formula_sum 'C112.50 H128.50 Cl1.50 N16' _chemical_formula_weight 1757.99 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6861(10) _cell_length_b 12.9999(11) _cell_length_c 17.5540(15) _cell_angle_alpha 88.348(2) _cell_angle_beta 88.849(1) _cell_angle_gamma 78.015(2) _cell_volume 2384.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2304 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 941.0 _exptl_absorpt_coefficient_mu 0.113 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9783 _exptl_absorpt_correction_T_max 0.9809 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17623 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0638 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.00 _reflns_number_total 9998 _reflns_number_gt 5809 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1675P)^2^+1.6280P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9998 _refine_ls_number_parameters 600 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1473 _refine_ls_R_factor_gt 0.0920 _refine_ls_wR_factor_ref 0.3126 _refine_ls_wR_factor_gt 0.2594 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0.036 _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 C1 C 0.6940(4) 0.3328(3) 0.1548(2) 0.0264(8) Uani 1 1 d . . . C2 C 0.6586(4) 0.2343(3) 0.1536(2) 0.0303(8) Uani 1 1 d . . . C3 C 0.7529(4) 0.1437(3) 0.1407(2) 0.0300(8) Uani 1 1 d . . . C4 C 0.8804(4) 0.1505(3) 0.1285(2) 0.0298(8) Uani 1 1 d . . . C5 C 0.9168(3) 0.2481(3) 0.1311(2) 0.0271(8) Uani 1 1 d . . . C6 C 0.8214(4) 0.3393(3) 0.1419(2) 0.0273(8) Uani 1 1 d . . . C7 C 0.5191(4) 0.2269(3) 0.1610(3) 0.0423(11) Uani 1 1 d . . . H7A H 0.4901 0.2385 0.2140 0.063 Uiso 1 1 calc R . . H7B H 0.5095 0.1569 0.1461 0.063 Uiso 1 1 calc R . . H7C H 0.4674 0.2804 0.1277 0.063 Uiso 1 1 calc R . . C8 C 0.7171(4) 0.0370(3) 0.1407(2) 0.0325(9) Uani 1 1 d . . . H8A H 0.7868 -0.0160 0.1640 0.039 Uiso 1 1 calc R . . H8B H 0.6389 0.0393 0.1724 0.039 Uiso 1 1 calc R . . N1 N 0.6944(3) 0.0048(2) 0.06435(18) 0.0289(7) Uani 1 1 d . . . N2 N 0.6974(3) -0.0983(2) 0.0529(2) 0.0349(8) Uani 1 1 d . . . C9 C 0.6693(4) -0.1015(3) -0.0204(3) 0.0404(10) Uani 1 1 d . . . H9 H 0.6639 -0.1643 -0.0454 0.048 Uiso 1 1 calc R . . C10 C 0.6487(4) -0.0030(3) -0.0561(2) 0.0405(10) Uani 1 1 d . . . H10 H 0.6277 0.0144 -0.1079 0.049 Uiso 1 1 calc R . . C11 C 0.6655(4) 0.0632(3) 0.0003(2) 0.0358(9) Uani 1 1 d . . . H11 H 0.6582 0.1372 -0.0050 0.043 Uiso 1 1 calc R . . C12 C 0.9795(4) 0.0526(3) 0.1083(2) 0.0364(9) Uani 1 1 d . . . H12A H 1.0348 0.0698 0.0667 0.055 Uiso 1 1 calc R . . H12B H 0.9360 -0.0023 0.0922 0.055 Uiso 1 1 calc R . . H12C H 1.0315 0.0272 0.1530 0.055 Uiso 1 1 calc R . . C13 C 0.8570(4) 0.4463(3) 0.1341(2) 0.0319(9) Uani 1 1 d . . . H13A H 0.7842 0.4979 0.1141 0.048 Uiso 1 1 calc R . . H13B H 0.9303 0.4420 0.0991 0.048 Uiso 1 1 calc R . . H13C H 0.8796 0.4680 0.1842 0.048 Uiso 1 1 calc R . . C14 C 1.0559(4) 0.2535(3) 0.1178(2) 0.0311(8) Uani 1 1 d . . . H14A H 1.0654 0.2783 0.0646 0.037 Uiso 1 1 calc R . . H14B H 1.1075 0.1810 0.1223 0.037 Uiso 1 1 calc R . . C15 C 1.1147(3) 0.3228(3) 0.1698(2) 0.0273(8) Uani 1 1 d . . . C16 C 1.1751(3) 0.4015(3) 0.1379(2) 0.0303(8) Uani 1 1 d . . . C17 C 1.2241(3) 0.4656(3) 0.1871(2) 0.0292(8) Uani 1 1 d . . . C18 C 1.2177(4) 0.4519(3) 0.2662(2) 0.0308(8) Uani 1 1 d . . . C19 C 1.1590(3) 0.3721(3) 0.2980(2) 0.0275(8) Uani 1 1 d . . . C20 C 1.1108(3) 0.3064(3) 0.2491(2) 0.0265(8) Uani 1 1 d . . . C21 C 1.1860(4) 0.4177(3) 0.0526(2) 0.0399(10) Uani 1 1 d . . . H21A H 1.2074 0.4863 0.0414 0.060 Uiso 1 1 calc R . . H21B H 1.1043 0.4151 0.0291 0.060 Uiso 1 1 calc R . . H21C H 1.2534 0.3620 0.0320 0.060 Uiso 1 1 calc R . . C22 C 1.2806(4) 0.5533(3) 0.1520(3) 0.0366(9) Uani 1 1 d . . . H22A H 1.3355 0.5770 0.1898 0.044 Uiso 1 1 calc R . . H22B H 1.3351 0.5266 0.1077 0.044 Uiso 1 1 calc R . . N3 N 1.1817(3) 0.6423(2) 0.1275(2) 0.0333(8) Uani 1 1 d . . . N4 N 1.2188(4) 0.7217(3) 0.0876(2) 0.0459(10) Uani 1 1 d . . . C23 C 1.1085(5) 0.7867(4) 0.0700(3) 0.0507(12) Uani 1 1 d . . . H23 H 1.1030 0.8513 0.0423 0.061 Uiso 1 1 calc R . . C24 C 1.0040(4) 0.7497(3) 0.0967(3) 0.0425(10) Uani 1 1 d . . . H24 H 0.9163 0.7819 0.0909 0.051 Uiso 1 1 calc R . . C25 C 1.0535(4) 0.6568(3) 0.1332(3) 0.0409(10) Uani 1 1 d . . . H25 H 1.0064 0.6108 0.1580 0.049 Uiso 1 1 calc R . . C26 C 1.2729(4) 0.5235(3) 0.3166(3) 0.0460(11) Uani 1 1 d . . . H26A H 1.3665 0.5033 0.3152 0.069 Uiso 1 1 calc R . . H26B H 1.2418 0.5171 0.3691 0.069 Uiso 1 1 calc R . . H26C H 1.2461 0.5965 0.2981 0.069 Uiso 1 1 calc R . . C27 C 1.0572(4) 0.2151(3) 0.2808(2) 0.0317(8) Uani 1 1 d . . . H27A H 0.9656 0.2388 0.2920 0.048 Uiso 1 1 calc R . . H27B H 1.1017 0.1879 0.3278 0.048 Uiso 1 1 calc R . . H27C H 1.0693 0.1593 0.2433 0.048 Uiso 1 1 calc R . . C28 C 1.1558(4) 0.3533(3) 0.3848(2) 0.0329(9) Uani 1 1 d . . . H28A H 1.2188 0.2878 0.3970 0.040 Uiso 1 1 calc R . . H28B H 1.1858 0.4116 0.4088 0.040 Uiso 1 1 calc R . . C29 C 1.0295(4) 0.3441(3) 0.4225(2) 0.0286(8) Uani 1 1 d . . . C30 C 1.0165(4) 0.2529(3) 0.4640(2) 0.0294(8) Uani 1 1 d . . . C31 C 0.8979(4) 0.2467(3) 0.4977(2) 0.0307(8) Uani 1 1 d . . . C32 C 0.7917(4) 0.3303(3) 0.4915(2) 0.0309(8) Uani 1 1 d . . . C33 C 0.8042(4) 0.4212(3) 0.4485(2) 0.0289(8) Uani 1 1 d . . . C34 C 0.9234(4) 0.4292(3) 0.4170(2) 0.0293(8) Uani 1 1 d . . . C35 C 1.1278(4) 0.1598(3) 0.4737(2) 0.0355(9) Uani 1 1 d . . . H35A H 1.1412 0.1431 0.5281 0.053 Uiso 1 1 calc R . . H35B H 1.2053 0.1775 0.4509 0.053 Uiso 1 1 calc R . . H35C H 1.1086 0.0988 0.4484 0.053 Uiso 1 1 calc R . . C36 C 0.8850(4) 0.1435(3) 0.5371(2) 0.0343(9) Uani 1 1 d . . . H36A H 0.7936 0.1458 0.5494 0.041 Uiso 1 1 calc R . . H36B H 0.9145 0.0851 0.5018 0.041 Uiso 1 1 calc R . . N5 N 0.9588(3) 0.1227(2) 0.60715(19) 0.0328(7) Uani 1 1 d . . . N6 N 1.0171(4) 0.0230(3) 0.6257(2) 0.0405(9) Uani 1 1 d . . . C37 C 1.0742(5) 0.0309(3) 0.6916(3) 0.0471(11) Uani 1 1 d . . . H37 H 1.1233 -0.0271 0.7191 0.057 Uiso 1 1 calc R . . C38 C 1.0530(5) 0.1348(3) 0.7153(3) 0.0455(11) Uani 1 1 d . . . H38 H 1.0831 0.1606 0.7600 0.055 Uiso 1 1 calc R . . C39 C 0.9790(4) 0.1909(3) 0.6596(2) 0.0380(10) Uani 1 1 d . . . H39 H 0.9474 0.2648 0.6580 0.046 Uiso 1 1 calc R . . C40 C 0.6677(4) 0.3216(3) 0.5322(2) 0.0387(10) Uani 1 1 d . . . H40A H 0.6156 0.2889 0.4988 0.058 Uiso 1 1 calc R . . H40B H 0.6205 0.3920 0.5454 0.058 Uiso 1 1 calc R . . H40C H 0.6867 0.2784 0.5789 0.058 Uiso 1 1 calc R . . C41 C 0.9416(4) 0.5319(3) 0.3803(2) 0.0360(9) Uani 1 1 d . . . H41A H 1.0286 0.5412 0.3895 0.054 Uiso 1 1 calc R . . H41B H 0.8797 0.5902 0.4024 0.054 Uiso 1 1 calc R . . H41C H 0.9281 0.5307 0.3253 0.054 Uiso 1 1 calc R . . C42 C 0.6883(4) 0.5121(3) 0.4373(2) 0.0333(9) Uani 1 1 d . . . H42A H 0.6123 0.4900 0.4601 0.040 Uiso 1 1 calc R . . H42B H 0.7029 0.5726 0.4664 0.040 Uiso 1 1 calc R . . C43 C 0.6567(4) 0.5503(3) 0.3554(2) 0.0291(8) Uani 1 1 d . . . C44 C 0.6404(4) 0.6581(3) 0.3346(2) 0.0301(8) Uani 1 1 d . . . C45 C 0.6160(4) 0.6906(3) 0.2592(2) 0.0277(8) Uani 1 1 d . . . C46 C 0.6018(3) 0.6196(3) 0.2028(2) 0.0281(8) Uani 1 1 d . . . C47 C 0.6127(3) 0.5122(3) 0.2238(2) 0.0258(8) Uani 1 1 d . . . C48 C 0.6366(3) 0.4795(3) 0.2997(2) 0.0261(8) Uani 1 1 d . . . C49 C 0.6485(5) 0.7396(3) 0.3929(3) 0.0417(10) Uani 1 1 d . . . H49A H 0.7353 0.7534 0.3925 0.063 Uiso 1 1 calc R . . H49B H 0.6282 0.7135 0.4437 0.063 Uiso 1 1 calc R . . H49C H 0.5872 0.8049 0.3804 0.063 Uiso 1 1 calc R . . C50 C 0.6091(4) 0.8052(3) 0.2366(2) 0.0315(8) Uani 1 1 d . . . H50A H 0.6739 0.8323 0.2652 0.038 Uiso 1 1 calc R . . H50B H 0.6298 0.8105 0.1816 0.038 Uiso 1 1 calc R . . N7 N 0.4823(3) 0.8704(2) 0.2519(2) 0.0340(8) Uani 1 1 d . . . N8 N 0.4734(4) 0.9741(3) 0.2596(3) 0.0530(11) Uani 1 1 d . . . C51 C 0.3479(5) 1.0125(4) 0.2693(3) 0.0604(14) Uani 1 1 d . . . H51 H 0.3113 1.0848 0.2761 0.072 Uiso 1 1 calc R . . C52 C 0.2777(5) 0.9341(4) 0.2681(3) 0.0557(14) Uani 1 1 d . . . H52 H 0.1879 0.9409 0.2746 0.067 Uiso 1 1 calc R . . C53 C 0.3683(4) 0.8445(4) 0.2556(3) 0.0517(12) Uani 1 1 d . . . H53 H 0.3523 0.7759 0.2504 0.062 Uiso 1 1 calc R . . C54 C 0.5735(4) 0.6605(3) 0.1220(2) 0.0343(9) Uani 1 1 d . . . H54A H 0.5019 0.7214 0.1225 0.051 Uiso 1 1 calc R . . H54B H 0.5509 0.6050 0.0917 0.051 Uiso 1 1 calc R . . H54C H 0.6494 0.6815 0.0995 0.051 Uiso 1 1 calc R . . C55 C 0.6361(4) 0.3664(3) 0.3242(2) 0.0340(9) Uani 1 1 d . . . H55A H 0.5746 0.3397 0.2936 0.051 Uiso 1 1 calc R . . H55B H 0.6116 0.3638 0.3782 0.051 Uiso 1 1 calc R . . H55C H 0.7218 0.3229 0.3166 0.051 Uiso 1 1 calc R . . C56 C 0.5908(3) 0.4324(3) 0.1661(2) 0.0290(8) Uani 1 1 d . . . H56A H 0.5764 0.4694 0.1160 0.035 Uiso 1 1 calc R . . H56B H 0.5104 0.4100 0.1809 0.035 Uiso 1 1 calc R . . Cl2 Cl 0.5000 0.0000 0.5000 0.096 Uani 0.50 2 d SPD . . Cl1 Cl 0.4532(8) 0.1827(6) 0.3989(5) 0.096 Uani 0.25 1 d PD . . C57 C 0.5406(13) 0.0635(11) 0.4341(9) 0.043(4) Uiso 0.25 1 d PD . . H57 H 0.5112 0.0208 0.3943 0.051 Uiso 0.25 1 calc PR . . Cl3 Cl 0.6822(8) 0.0528(6) 0.3978(5) 0.096 Uani 0.25 1 d PD . . 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 C1 0.0315(19) 0.0241(16) 0.0232(18) -0.0031(14) -0.0030(14) -0.0042(14) C2 0.034(2) 0.0265(17) 0.032(2) -0.0023(15) -0.0052(16) -0.0099(15) C3 0.037(2) 0.0236(17) 0.031(2) -0.0015(15) -0.0067(16) -0.0092(15) C4 0.039(2) 0.0223(16) 0.0266(19) -0.0040(14) -0.0032(16) -0.0019(15) C5 0.0293(19) 0.0269(17) 0.0253(19) -0.0013(14) -0.0013(15) -0.0061(14) C6 0.0309(19) 0.0252(17) 0.0263(19) -0.0032(14) -0.0017(15) -0.0063(14) C7 0.035(2) 0.034(2) 0.061(3) -0.013(2) -0.001(2) -0.0123(17) C8 0.044(2) 0.0252(17) 0.030(2) -0.0008(15) -0.0058(17) -0.0099(16) N1 0.0343(18) 0.0221(14) 0.0308(17) -0.0009(12) -0.0044(13) -0.0069(12) N2 0.0355(19) 0.0222(15) 0.047(2) -0.0045(14) -0.0068(15) -0.0056(13) C9 0.035(2) 0.041(2) 0.045(3) -0.0152(19) -0.0050(19) -0.0069(18) C10 0.043(2) 0.049(2) 0.029(2) -0.0045(18) -0.0015(18) -0.0090(19) C11 0.043(2) 0.0295(19) 0.034(2) 0.0060(16) -0.0023(18) -0.0070(16) C12 0.044(2) 0.0237(18) 0.040(2) -0.0061(16) 0.0035(18) -0.0035(16) C13 0.033(2) 0.0233(17) 0.039(2) 0.0007(15) 0.0041(16) -0.0058(14) C14 0.032(2) 0.0284(18) 0.033(2) -0.0031(15) 0.0044(16) -0.0056(15) C15 0.0250(18) 0.0229(16) 0.033(2) 0.0002(15) 0.0013(15) -0.0022(13) C16 0.0251(19) 0.0268(17) 0.037(2) 0.0042(16) 0.0038(15) -0.0010(14) C17 0.0216(18) 0.0248(17) 0.040(2) 0.0043(15) 0.0027(15) -0.0035(13) C18 0.0270(19) 0.0238(17) 0.042(2) -0.0039(16) 0.0012(16) -0.0051(14) C19 0.0259(19) 0.0251(17) 0.031(2) 0.0000(14) 0.0005(15) -0.0032(14) C20 0.0240(18) 0.0218(16) 0.032(2) 0.0014(14) -0.0012(14) -0.0017(13) C21 0.040(2) 0.041(2) 0.038(2) 0.0051(18) 0.0096(18) -0.0093(18) C22 0.031(2) 0.0290(19) 0.049(3) 0.0114(18) -0.0010(18) -0.0066(15) N3 0.0360(18) 0.0225(15) 0.042(2) 0.0063(14) -0.0017(15) -0.0080(13) N4 0.047(2) 0.0325(18) 0.056(2) 0.0147(17) 0.0091(18) -0.0051(16) C23 0.057(3) 0.037(2) 0.049(3) 0.016(2) 0.007(2) 0.008(2) C24 0.039(2) 0.036(2) 0.047(3) -0.0059(19) -0.010(2) 0.0066(18) C25 0.031(2) 0.0294(19) 0.061(3) 0.0011(19) -0.0051(19) -0.0040(16) C26 0.045(3) 0.040(2) 0.059(3) -0.012(2) 0.008(2) -0.022(2) C27 0.034(2) 0.0274(18) 0.035(2) -0.0010(16) 0.0000(16) -0.0081(15) C28 0.034(2) 0.0291(18) 0.036(2) 0.0035(16) -0.0053(17) -0.0077(15) C29 0.036(2) 0.0248(17) 0.0256(19) 0.0004(14) -0.0048(15) -0.0066(15) C30 0.039(2) 0.0248(17) 0.0247(19) 0.0000(14) -0.0048(16) -0.0069(15) C31 0.044(2) 0.0249(17) 0.0245(19) 0.0015(15) -0.0043(16) -0.0113(15) C32 0.039(2) 0.0291(18) 0.0256(19) 0.0010(15) -0.0014(16) -0.0094(16) C33 0.035(2) 0.0276(17) 0.0243(19) -0.0017(15) -0.0029(15) -0.0065(15) C34 0.038(2) 0.0244(17) 0.0263(19) -0.0008(14) -0.0014(16) -0.0080(15) C35 0.043(2) 0.0260(18) 0.036(2) 0.0048(16) -0.0032(18) -0.0032(16) C36 0.046(2) 0.0257(18) 0.034(2) 0.0058(16) -0.0082(18) -0.0121(16) N5 0.044(2) 0.0247(15) 0.0298(17) 0.0043(13) -0.0033(14) -0.0080(13) N6 0.057(2) 0.0249(16) 0.039(2) 0.0045(14) -0.0091(17) -0.0073(15) C37 0.061(3) 0.038(2) 0.042(3) 0.0074(19) -0.017(2) -0.010(2) C38 0.065(3) 0.042(2) 0.031(2) -0.0003(19) -0.011(2) -0.014(2) C39 0.055(3) 0.0274(19) 0.032(2) -0.0009(16) -0.0013(19) -0.0105(17) C40 0.041(2) 0.041(2) 0.037(2) 0.0059(18) -0.0002(18) -0.0134(18) C41 0.038(2) 0.0294(19) 0.041(2) 0.0039(17) 0.0018(18) -0.0088(16) C42 0.041(2) 0.0277(18) 0.030(2) -0.0007(15) -0.0001(17) -0.0035(16) C43 0.0277(19) 0.0249(17) 0.033(2) -0.0015(15) 0.0003(15) -0.0018(14) C44 0.032(2) 0.0224(16) 0.035(2) -0.0036(15) 0.0006(16) -0.0040(14) C45 0.0294(19) 0.0200(16) 0.033(2) -0.0001(14) 0.0021(15) -0.0034(13) C46 0.0260(18) 0.0262(17) 0.031(2) 0.0011(15) 0.0004(15) -0.0037(14) C47 0.0258(18) 0.0203(16) 0.031(2) 0.0015(14) -0.0002(15) -0.0044(13) C48 0.0252(18) 0.0222(16) 0.0300(19) 0.0016(14) -0.0011(14) -0.0029(13) C49 0.057(3) 0.0263(19) 0.041(2) -0.0052(17) -0.002(2) -0.0064(18) C50 0.032(2) 0.0191(16) 0.042(2) 0.0009(15) 0.0057(16) -0.0035(14) N7 0.0371(19) 0.0230(15) 0.040(2) 0.0017(13) 0.0032(15) -0.0023(13) N8 0.049(2) 0.0276(18) 0.078(3) -0.0135(18) 0.000(2) 0.0018(16) C51 0.053(3) 0.040(2) 0.081(4) -0.011(3) 0.008(3) 0.007(2) C52 0.043(3) 0.052(3) 0.063(3) 0.016(2) 0.012(2) 0.007(2) C53 0.040(3) 0.038(2) 0.076(4) 0.012(2) 0.005(2) -0.0088(19) C54 0.041(2) 0.0271(18) 0.034(2) 0.0021(16) -0.0002(17) -0.0063(16) C55 0.044(2) 0.0242(17) 0.035(2) 0.0004(16) -0.0032(17) -0.0099(16) C56 0.0281(19) 0.0248(17) 0.034(2) -0.0014(15) -0.0056(15) -0.0038(14) Cl2 0.101 0.087 0.089 0.000 0.011 0.000 Cl1 0.101 0.087 0.089 0.000 0.011 0.000 Cl3 0.101 0.087 0.089 0.000 0.011 0.000 _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 C1 C6 1.396(5) . ? C1 C2 1.409(5) . ? C1 C56 1.530(5) . ? C2 C3 1.402(5) . ? C2 C7 1.517(5) . ? C3 C4 1.394(5) . ? C3 C8 1.514(5) . ? C4 C5 1.405(5) . ? C4 C12 1.523(5) . ? C5 C6 1.409(5) . ? C5 C14 1.516(5) . ? C6 C13 1.517(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.455(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? N1 C11 1.343(5) . ? N1 N2 1.355(4) . ? N2 C9 1.331(6) . ? C9 C10 1.387(6) . ? C9 H9 0.9500 . ? C10 C11 1.369(6) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.531(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C20 1.403(5) . ? C15 C16 1.417(5) . ? C16 C17 1.398(6) . ? C16 C21 1.511(5) . ? C17 C18 1.397(6) . ? C17 C22 1.508(5) . ? C18 C19 1.416(5) . ? C18 C26 1.515(6) . ? C19 C20 1.405(5) . ? C19 C28 1.537(5) . ? C20 C27 1.510(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 N3 1.458(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N3 C25 1.345(5) . ? N3 N4 1.353(4) . ? N4 C23 1.335(6) . ? C23 C24 1.374(7) . ? C23 H23 0.9500 . ? C24 C25 1.362(6) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.517(5) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.404(5) . ? C29 C34 1.412(5) . ? C30 C31 1.404(5) . ? C30 C35 1.519(5) . ? C31 C32 1.402(5) . ? C31 C36 1.522(5) . ? C32 C33 1.413(5) . ? C32 C40 1.517(5) . ? C33 C34 1.400(5) . ? C33 C42 1.535(5) . ? C34 C41 1.512(5) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 N5 1.462(5) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? N5 C39 1.346(5) . ? N5 N6 1.350(4) . ? N6 C37 1.335(6) . ? C37 C38 1.396(6) . ? C37 H37 0.9500 . ? C38 C39 1.365(6) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.529(5) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C48 1.411(5) . ? C43 C44 1.413(5) . ? C44 C45 1.390(5) . ? C44 C49 1.512(6) . ? C45 C46 1.406(5) . ? C45 C50 1.518(5) . ? C46 C47 1.415(5) . ? C46 C54 1.513(5) . ? C47 C48 1.400(5) . ? C47 C56 1.525(5) . ? C48 C55 1.521(5) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 N7 1.466(5) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? N7 C53 1.329(6) . ? N7 N8 1.342(5) . ? N8 C51 1.339(6) . ? C51 C52 1.385(8) . ? C51 H51 0.9500 . ? C52 C53 1.371(6) . ? C52 H52 0.9500 . ? C53 H53 0.9500 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? Cl2 C57 1.510(12) . ? Cl2 C57 1.510(12) 2_656 ? Cl1 C57 1.739(13) . ? C57 Cl3 1.611(13) . ? C57 H57 1.0000 . ? 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 C6 C1 C2 119.8(3) . . ? C6 C1 C56 120.6(3) . . ? C2 C1 C56 119.5(3) . . ? C3 C2 C1 119.3(3) . . ? C3 C2 C7 120.2(3) . . ? C1 C2 C7 120.4(3) . . ? C4 C3 C2 120.8(3) . . ? C4 C3 C8 119.3(3) . . ? C2 C3 C8 120.0(3) . . ? C3 C4 C5 120.3(3) . . ? C3 C4 C12 119.9(3) . . ? C5 C4 C12 119.7(3) . . ? C4 C5 C6 118.8(3) . . ? C4 C5 C14 119.4(3) . . ? C6 C5 C14 121.7(3) . . ? C1 C6 C5 120.9(3) . . ? C1 C6 C13 119.8(3) . . ? C5 C6 C13 119.1(3) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C3 112.4(3) . . ? N1 C8 H8A 109.1 . . ? C3 C8 H8A 109.1 . . ? N1 C8 H8B 109.1 . . ? C3 C8 H8B 109.1 . . ? H8A C8 H8B 107.9 . . ? C11 N1 N2 111.6(3) . . ? C11 N1 C8 129.8(3) . . ? N2 N1 C8 118.5(3) . . ? C9 N2 N1 104.1(3) . . ? N2 C9 C10 112.4(4) . . ? N2 C9 H9 123.8 . . ? C10 C9 H9 123.8 . . ? C11 C10 C9 104.2(4) . . ? C11 C10 H10 127.9 . . ? C9 C10 H10 127.9 . . ? N1 C11 C10 107.7(3) . . ? N1 C11 H11 126.2 . . ? C10 C11 H11 126.2 . . ? C4 C12 H12A 109.5 . . ? C4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C13 H13A 109.5 . . ? C6 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C6 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 C15 118.0(3) . . ? C5 C14 H14A 107.8 . . ? C15 C14 H14A 107.8 . . ? C5 C14 H14B 107.8 . . ? C15 C14 H14B 107.8 . . ? H14A C14 H14B 107.1 . . ? C20 C15 C16 120.2(3) . . ? C20 C15 C14 119.7(3) . . ? C16 C15 C14 120.1(3) . . ? C17 C16 C15 118.6(3) . . ? C17 C16 C21 120.1(3) . . ? C15 C16 C21 121.4(4) . . ? C18 C17 C16 121.7(3) . . ? C18 C17 C22 120.5(4) . . ? C16 C17 C22 117.7(4) . . ? C17 C18 C19 119.6(3) . . ? C17 C18 C26 119.3(3) . . ? C19 C18 C26 121.1(4) . . ? C20 C19 C18 119.1(3) . . ? C20 C19 C28 120.5(3) . . ? C18 C19 C28 120.2(3) . . ? C15 C20 C19 120.6(3) . . ? C15 C20 C27 118.8(3) . . ? C19 C20 C27 120.5(3) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C17 111.7(3) . . ? N3 C22 H22A 109.3 . . ? C17 C22 H22A 109.3 . . ? N3 C22 H22B 109.3 . . ? C17 C22 H22B 109.3 . . ? H22A C22 H22B 107.9 . . ? C25 N3 N4 111.9(3) . . ? C25 N3 C22 130.1(3) . . ? N4 N3 C22 117.8(3) . . ? C23 N4 N3 103.6(4) . . ? N4 C23 C24 112.4(4) . . ? N4 C23 H23 123.8 . . ? C24 C23 H23 123.8 . . ? C25 C24 C23 104.9(4) . . ? C25 C24 H24 127.5 . . ? C23 C24 H24 127.5 . . ? N3 C25 C24 107.1(4) . . ? N3 C25 H25 126.4 . . ? C24 C25 H25 126.4 . . ? C18 C26 H26A 109.5 . . ? C18 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C18 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C20 C27 H27A 109.5 . . ? C20 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C20 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C19 118.2(3) . . ? C29 C28 H28A 107.8 . . ? C19 C28 H28A 107.8 . . ? C29 C28 H28B 107.8 . . ? C19 C28 H28B 107.8 . . ? H28A C28 H28B 107.1 . . ? C30 C29 C34 119.2(3) . . ? C30 C29 C28 121.1(3) . . ? C34 C29 C28 119.7(3) . . ? C31 C30 C29 119.6(3) . . ? C31 C30 C35 118.6(3) . . ? C29 C30 C35 121.7(3) . . ? C32 C31 C30 121.4(3) . . ? C32 C31 C36 120.4(4) . . ? C30 C31 C36 118.0(3) . . ? C31 C32 C33 118.9(4) . . ? C31 C32 C40 119.3(3) . . ? C33 C32 C40 121.8(3) . . ? C34 C33 C32 119.8(3) . . ? C34 C33 C42 119.9(3) . . ? C32 C33 C42 120.3(3) . . ? C33 C34 C29 120.9(3) . . ? C33 C34 C41 119.9(3) . . ? C29 C34 C41 119.1(3) . . ? C30 C35 H35A 109.5 . . ? C30 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C30 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N5 C36 C31 112.4(3) . . ? N5 C36 H36A 109.1 . . ? C31 C36 H36A 109.1 . . ? N5 C36 H36B 109.1 . . ? C31 C36 H36B 109.1 . . ? H36A C36 H36B 107.9 . . ? C39 N5 N6 111.6(3) . . ? C39 N5 C36 129.0(3) . . ? N6 N5 C36 119.4(3) . . ? C37 N6 N5 104.4(3) . . ? N6 C37 C38 111.9(4) . . ? N6 C37 H37 124.1 . . ? C38 C37 H37 124.1 . . ? C39 C38 C37 104.3(4) . . ? C39 C38 H38 127.9 . . ? C37 C38 H38 127.9 . . ? N5 C39 C38 107.8(4) . . ? N5 C39 H39 126.1 . . ? C38 C39 H39 126.1 . . ? C32 C40 H40A 109.5 . . ? C32 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C32 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C34 C41 H41A 109.5 . . ? C34 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C34 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C43 C42 C33 116.9(3) . . ? C43 C42 H42A 108.1 . . ? C33 C42 H42A 108.1 . . ? C43 C42 H42B 108.1 . . ? C33 C42 H42B 108.1 . . ? H42A C42 H42B 107.3 . . ? C48 C43 C44 118.5(3) . . ? C48 C43 C42 120.6(3) . . ? C44 C43 C42 120.8(3) . . ? C45 C44 C43 119.9(3) . . ? C45 C44 C49 118.9(3) . . ? C43 C44 C49 121.3(4) . . ? C44 C45 C46 121.8(3) . . ? C44 C45 C50 119.2(3) . . ? C46 C45 C50 119.0(3) . . ? C45 C46 C47 118.7(3) . . ? C45 C46 C54 119.1(3) . . ? C47 C46 C54 122.2(3) . . ? C48 C47 C46 119.6(3) . . ? C48 C47 C56 119.2(3) . . ? C46 C47 C56 121.2(3) . . ? C47 C48 C43 121.4(3) . . ? C47 C48 C55 119.9(3) . . ? C43 C48 C55 118.7(3) . . ? C44 C49 H49A 109.5 . . ? C44 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C44 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? N7 C50 C45 112.1(3) . . ? N7 C50 H50A 109.2 . . ? C45 C50 H50A 109.2 . . ? N7 C50 H50B 109.2 . . ? C45 C50 H50B 109.2 . . ? H50A C50 H50B 107.9 . . ? C53 N7 N8 111.9(4) . . ? C53 N7 C50 130.1(3) . . ? N8 N7 C50 117.9(3) . . ? C51 N8 N7 104.2(4) . . ? N8 C51 C52 112.0(4) . . ? N8 C51 H51 124.0 . . ? C52 C51 H51 124.0 . . ? C53 C52 C51 103.7(4) . . ? C53 C52 H52 128.1 . . ? C51 C52 H52 128.1 . . ? N7 C53 C52 108.2(4) . . ? N7 C53 H53 125.9 . . ? C52 C53 H53 125.9 . . ? C46 C54 H54A 109.5 . . ? C46 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C46 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C48 C55 H55A 109.5 . . ? C48 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C48 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C47 C56 C1 119.1(3) . . ? C47 C56 H56A 107.5 . . ? C1 C56 H56A 107.5 . . ? C47 C56 H56B 107.5 . . ? C1 C56 H56B 107.5 . . ? H56A C56 H56B 107.0 . . ? C57 Cl2 C57 179.999(3) . 2_656 ? Cl2 C57 Cl3 127.4(9) . . ? Cl2 C57 Cl1 125.3(9) . . ? Cl3 C57 Cl1 105.6(8) . . ? Cl2 C57 H57 94.3 . . ? Cl3 C57 H57 94.3 . . ? Cl1 C57 H57 94.3 . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.092 _refine_diff_density_min -0.833 _refine_diff_density_rms 0.100