# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'CIF.CIF' #SUBMISSION DETAILS: _publ_contact_author ; Wen-Hua Sun Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; loop_ _publ_author_name _publ_author_address 'Kuifeng Song' . 'Qingbin Liu' ; Institute of chemistry Hebei Normal University Shijiazhuang 050091 China ; 'Wenhong Yang' ; Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Wen-Hua Sun' ; Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Baixiang Li' ; Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Yuesheng Li' ; Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Carl Redshaw' ; School of Chemistry University of East Anglia Norwich NR4 7TJ UK ; _publ_contact_author_name 'Wen-Hua Sun' _publ_contact_author_email whsun@iccas.ac.cn data_L2 _database_code_depnum_ccdc_archive 'CCDC 903462' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H30 N2' _chemical_formula_sum 'C34 H30 N2' _chemical_formula_weight 466.60 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8655(18) _cell_length_b 11.826(2) _cell_length_c 13.450(3) _cell_angle_alpha 88.28(3) _cell_angle_beta 75.63(3) _cell_angle_gamma 70.27(3) _cell_volume 1283.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 446(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.83 _cell_measurement_theta_max 27.42 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.54501 _exptl_absorpt_correction_T_max 1.0000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 446(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator Confocal _diffrn_measurement_device_type 'MM007-HF CCD(Saturn 724+)' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12718 _diffrn_reflns_av_R_equivalents 0.0541 _diffrn_reflns_av_sigmaI/netI 0.0635 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 27.42 _reflns_number_total 5801 _reflns_number_gt 4779 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1395P)^2^+0.4976P] 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 5801 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0951 _refine_ls_R_factor_gt 0.0820 _refine_ls_wR_factor_ref 0.2475 _refine_ls_wR_factor_gt 0.2297 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 N1 N 0.5554(2) 0.78082(15) 0.17367(13) 0.0313(4) Uani 1 1 d . . . C15 C 0.4388(2) 0.57769(17) 0.36337(15) 0.0287(4) Uani 1 1 d . . . C16 C 0.3103(2) 0.67229(17) 0.43397(14) 0.0288(4) Uani 1 1 d . . . C17 C 0.6242(3) 0.71280(17) 0.07759(15) 0.0296(4) Uani 1 1 d . . . C13 C 0.3102(3) 0.79248(18) 0.43075(15) 0.0313(4) Uani 1 1 d . . . C9 C 0.1905(3) 0.64243(19) 0.51075(15) 0.0331(5) Uani 1 1 d . . . C6 C 0.4499(3) 0.45668(18) 0.37909(15) 0.0315(4) Uani 1 1 d . . . C21 C 0.8559(3) 0.62965(19) -0.06772(16) 0.0340(5) Uani 1 1 d . . . H21A H 0.9673 0.6134 -0.1001 0.041 Uiso 1 1 calc R . . C2 C 0.5531(2) 0.60498(17) 0.28076(15) 0.0290(4) Uani 1 1 d . . . C22 C 0.7917(3) 0.68996(18) 0.02930(16) 0.0319(4) Uani 1 1 d . . . N2 N 0.4735(2) 0.91638(16) 0.36920(14) 0.0384(4) Uani 1 1 d . . . C14 C 0.4415(3) 0.82150(17) 0.35327(16) 0.0318(4) Uani 1 1 d . . . C10 C 0.0686(3) 0.7343(2) 0.58023(16) 0.0374(5) Uani 1 1 d . . . H10A H -0.0133 0.7162 0.6291 0.045 Uiso 1 1 calc R . . C18 C 0.5218(3) 0.67926(18) 0.02890(16) 0.0320(5) Uani 1 1 d . . . C20 C 0.7585(3) 0.59306(19) -0.11760(16) 0.0357(5) Uani 1 1 d . . . C12 C 0.1915(3) 0.8796(2) 0.50294(17) 0.0376(5) Uani 1 1 d . . . H12A H 0.1929 0.9579 0.5025 0.045 Uiso 1 1 calc R . . C19 C 0.5918(3) 0.61925(19) -0.06812(16) 0.0346(5) Uani 1 1 d . . . H19A H 0.5250 0.5960 -0.1008 0.041 Uiso 1 1 calc R . . C3 C 0.6805(3) 0.51125(18) 0.21893(16) 0.0334(5) Uani 1 1 d . . . H3A H 0.7564 0.5285 0.1648 0.040 Uiso 1 1 calc R . . C8 C 0.2006(3) 0.5188(2) 0.51903(16) 0.0379(5) Uani 1 1 d . . . H8A H 0.1194 0.4993 0.5674 0.045 Uiso 1 1 calc R . . C5 C 0.5811(3) 0.36405(18) 0.31464(17) 0.0363(5) Uani 1 1 d . . . H5A H 0.5899 0.2842 0.3247 0.044 Uiso 1 1 calc R . . C7 C 0.3263(3) 0.4303(2) 0.45758(17) 0.0371(5) Uani 1 1 d . . . H7A H 0.3327 0.3507 0.4665 0.045 Uiso 1 1 calc R . . C1 C 0.5262(2) 0.73410(18) 0.26025(16) 0.0307(4) Uani 1 1 d . . . C11 C 0.0696(3) 0.8503(2) 0.57639(17) 0.0406(5) Uani 1 1 d . . . H11A H -0.0113 0.9099 0.6229 0.049 Uiso 1 1 calc R . . C25 C 0.6974(3) 1.07487(19) 0.17730(18) 0.0400(5) Uani 1 1 d . . . H25A H 0.6746 1.1333 0.1300 0.048 Uiso 1 1 calc R . . C24 C 0.5692(3) 1.03717(19) 0.23325(18) 0.0399(5) Uani 1 1 d . . . C4 C 0.6956(3) 0.39075(19) 0.23753(17) 0.0373(5) Uani 1 1 d . . . H4A H 0.7837 0.3289 0.1974 0.045 Uiso 1 1 calc R . . C28 C 0.7650(3) 0.9010(2) 0.31908(17) 0.0394(5) Uani 1 1 d . . . C27 C 0.8882(3) 0.9415(2) 0.26182(18) 0.0398(5) Uani 1 1 d . . . H27A H 0.9943 0.9097 0.2719 0.048 Uiso 1 1 calc R . . C23 C 0.6047(3) 0.94841(18) 0.30401(16) 0.0352(5) Uani 1 1 d . . . C26 C 0.8583(3) 1.02802(19) 0.18979(18) 0.0393(5) Uani 1 1 d . . . C33 C 0.8320(3) 0.5310(2) -0.22391(18) 0.0482(6) Uani 1 1 d . . . H33A H 0.9476 0.5212 -0.2452 0.072 Uiso 1 1 calc R . . H33B H 0.7759 0.5789 -0.2714 0.072 Uiso 1 1 calc R . . H33C H 0.8192 0.4535 -0.2227 0.072 Uiso 1 1 calc R . . C29 C 0.3396(3) 0.7090(2) 0.0793(2) 0.0453(6) Uani 1 1 d . . . H29A H 0.2891 0.6796 0.0352 0.068 Uiso 1 1 calc R . . H29B H 0.2875 0.7947 0.0910 0.068 Uiso 1 1 calc R . . H29C H 0.3262 0.6717 0.1438 0.068 Uiso 1 1 calc R . . C34 C 0.9947(3) 1.0703(2) 0.1285(2) 0.0491(6) Uani 1 1 d . . . H34A H 1.0958 1.0283 0.1476 0.074 Uiso 1 1 calc R . . H34B H 0.9651 1.1552 0.1426 0.074 Uiso 1 1 calc R . . H34C H 1.0098 1.0542 0.0565 0.074 Uiso 1 1 calc R . . C30 C 0.8991(3) 0.7272(2) 0.08253(18) 0.0436(6) Uani 1 1 d . . . H30A H 1.0095 0.7051 0.0390 0.065 Uiso 1 1 calc R . . H30B H 0.9014 0.6876 0.1458 0.065 Uiso 1 1 calc R . . H30C H 0.8551 0.8128 0.0969 0.065 Uiso 1 1 calc R . . C32 C 0.8021(4) 0.8065(2) 0.3961(2) 0.0534(7) Uani 1 1 d . . . H31A H 0.9165 0.7838 0.3968 0.080 Uiso 1 1 calc R . . H31B H 0.7801 0.7371 0.3771 0.080 Uiso 1 1 calc R . . H31C H 0.7334 0.8383 0.4632 0.080 Uiso 1 1 calc R . . C31 C 0.3971(3) 1.0879(2) 0.2177(3) 0.0590(7) Uani 1 1 d . . . H32A H 0.3939 1.1472 0.1672 0.089 Uiso 1 1 calc R . . H32B H 0.3203 1.1245 0.2815 0.089 Uiso 1 1 calc R . . H32C H 0.3674 1.0243 0.1944 0.089 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 N1 0.0334(9) 0.0324(9) 0.0263(9) 0.0015(7) -0.0035(7) -0.0116(7) C15 0.0330(10) 0.0312(10) 0.0234(9) 0.0023(7) -0.0096(8) -0.0110(8) C16 0.0316(10) 0.0327(10) 0.0219(9) 0.0009(7) -0.0069(8) -0.0106(8) C17 0.0339(10) 0.0287(10) 0.0252(10) 0.0006(7) -0.0052(8) -0.0112(8) C13 0.0371(11) 0.0331(10) 0.0228(9) -0.0006(8) -0.0049(8) -0.0125(8) C9 0.0363(11) 0.0411(11) 0.0241(10) 0.0027(8) -0.0094(8) -0.0147(9) C6 0.0371(11) 0.0310(10) 0.0267(10) 0.0024(8) -0.0100(8) -0.0109(8) C21 0.0308(10) 0.0365(11) 0.0296(11) 0.0017(8) -0.0017(8) -0.0091(8) C2 0.0323(10) 0.0283(10) 0.0249(10) 0.0001(7) -0.0080(8) -0.0078(8) C22 0.0332(11) 0.0337(10) 0.0298(10) 0.0012(8) -0.0064(8) -0.0138(8) N2 0.0472(11) 0.0349(9) 0.0319(10) -0.0014(7) -0.0030(8) -0.0173(8) C14 0.0359(11) 0.0277(10) 0.0282(10) -0.0003(8) -0.0053(8) -0.0084(8) C10 0.0334(11) 0.0481(13) 0.0271(11) 0.0013(9) -0.0037(8) -0.0123(9) C18 0.0322(10) 0.0333(10) 0.0303(10) 0.0048(8) -0.0078(8) -0.0113(8) C20 0.0431(12) 0.0364(11) 0.0259(10) 0.0008(8) -0.0066(9) -0.0126(9) C12 0.0409(12) 0.0329(11) 0.0326(11) -0.0037(8) -0.0030(9) -0.0084(9) C19 0.0367(11) 0.0400(11) 0.0311(11) 0.0011(8) -0.0117(9) -0.0159(9) C3 0.0352(11) 0.0323(10) 0.0292(10) 0.0010(8) -0.0059(8) -0.0087(8) C8 0.0434(12) 0.0455(12) 0.0275(11) 0.0053(9) -0.0061(9) -0.0209(10) C5 0.0455(12) 0.0281(10) 0.0335(11) 0.0019(8) -0.0110(9) -0.0094(9) C7 0.0469(13) 0.0361(11) 0.0319(11) 0.0063(9) -0.0110(9) -0.0183(9) C1 0.0302(10) 0.0316(10) 0.0295(10) -0.0015(8) -0.0042(8) -0.0115(8) C11 0.0383(12) 0.0451(12) 0.0294(11) -0.0051(9) 0.0006(9) -0.0088(9) C25 0.0509(13) 0.0286(10) 0.0396(12) 0.0050(9) -0.0065(10) -0.0162(9) C24 0.0430(13) 0.0315(11) 0.0418(12) 0.0001(9) -0.0047(10) -0.0126(9) C4 0.0398(12) 0.0318(11) 0.0340(11) -0.0010(8) -0.0070(9) -0.0056(9) C28 0.0534(14) 0.0372(11) 0.0335(11) 0.0020(9) -0.0140(10) -0.0208(10) C27 0.0468(13) 0.0392(12) 0.0386(12) 0.0004(9) -0.0133(10) -0.0193(10) C23 0.0452(12) 0.0303(10) 0.0307(11) -0.0016(8) -0.0035(9) -0.0178(9) C26 0.0498(13) 0.0329(11) 0.0364(12) -0.0052(9) -0.0053(10) -0.0188(10) C33 0.0572(15) 0.0578(15) 0.0298(12) -0.0021(10) -0.0086(10) -0.0214(12) C29 0.0322(11) 0.0530(14) 0.0481(14) -0.0022(11) -0.0060(10) -0.0139(10) C34 0.0533(15) 0.0452(13) 0.0479(14) 0.0013(11) -0.0016(11) -0.0236(11) C30 0.0376(12) 0.0573(14) 0.0400(13) -0.0043(10) -0.0086(10) -0.0216(11) C32 0.0715(18) 0.0555(15) 0.0491(15) 0.0171(12) -0.0302(13) -0.0323(14) C31 0.0492(15) 0.0445(14) 0.078(2) 0.0148(13) -0.0135(14) -0.0118(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.279(3) . ? N1 C17 1.424(2) . ? C15 C6 1.414(3) . ? C15 C2 1.416(3) . ? C15 C16 1.455(3) . ? C16 C9 1.416(3) . ? C16 C13 1.421(3) . ? C17 C22 1.400(3) . ? C17 C18 1.402(3) . ? C13 C12 1.390(3) . ? C13 C14 1.485(3) . ? C9 C10 1.410(3) . ? C9 C8 1.437(3) . ? C6 C5 1.415(3) . ? C6 C7 1.431(3) . ? C21 C20 1.393(3) . ? C21 C22 1.396(3) . ? C2 C3 1.393(3) . ? C2 C1 1.492(3) . ? C22 C30 1.502(3) . ? N2 C14 1.282(3) . ? N2 C23 1.427(3) . ? C14 C1 1.511(3) . ? C10 C11 1.375(3) . ? C18 C19 1.396(3) . ? C18 C29 1.510(3) . ? C20 C19 1.392(3) . ? C20 C33 1.512(3) . ? C12 C11 1.402(3) . ? C3 C4 1.406(3) . ? C8 C7 1.352(3) . ? C5 C4 1.371(3) . ? C25 C26 1.397(3) . ? C25 C24 1.398(3) . ? C24 C23 1.404(3) . ? C24 C31 1.505(4) . ? C28 C27 1.389(3) . ? C28 C23 1.405(3) . ? C28 C32 1.511(3) . ? C27 C26 1.393(3) . ? C26 C34 1.509(3) . ? 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 C1 N1 C17 123.63(17) . . ? C6 C15 C2 119.96(18) . . ? C6 C15 C16 118.91(19) . . ? C2 C15 C16 121.12(18) . . ? C9 C16 C13 119.80(18) . . ? C9 C16 C15 119.43(18) . . ? C13 C16 C15 120.65(18) . . ? C22 C17 C18 121.09(18) . . ? C22 C17 N1 118.60(18) . . ? C18 C17 N1 120.06(18) . . ? C12 C13 C16 119.4(2) . . ? C12 C13 C14 121.23(19) . . ? C16 C13 C14 119.34(18) . . ? C10 C9 C16 119.02(19) . . ? C10 C9 C8 121.6(2) . . ? C16 C9 C8 119.32(19) . . ? C15 C6 C5 119.0(2) . . ? C15 C6 C7 119.65(19) . . ? C5 C6 C7 121.31(19) . . ? C20 C21 C22 122.1(2) . . ? C3 C2 C15 119.22(18) . . ? C3 C2 C1 122.56(19) . . ? C15 C2 C1 118.13(17) . . ? C21 C22 C17 118.36(19) . . ? C21 C22 C30 121.35(19) . . ? C17 C22 C30 120.28(19) . . ? C14 N2 C23 123.74(18) . . ? N2 C14 C13 118.93(18) . . ? N2 C14 C1 125.54(19) . . ? C13 C14 C1 115.53(17) . . ? C11 C10 C9 120.7(2) . . ? C19 C18 C17 118.36(19) . . ? C19 C18 C29 120.8(2) . . ? C17 C18 C29 120.88(19) . . ? C19 C20 C21 117.98(19) . . ? C19 C20 C33 121.6(2) . . ? C21 C20 C33 120.4(2) . . ? C13 C12 C11 120.5(2) . . ? C20 C19 C18 122.09(19) . . ? C2 C3 C4 120.7(2) . . ? C7 C8 C9 121.0(2) . . ? C4 C5 C6 120.73(19) . . ? C8 C7 C6 121.4(2) . . ? N1 C1 C2 128.38(18) . . ? N1 C1 C14 116.01(18) . . ? C2 C1 C14 115.43(17) . . ? C10 C11 C12 120.6(2) . . ? C26 C25 C24 122.4(2) . . ? C25 C24 C23 118.5(2) . . ? C25 C24 C31 121.5(2) . . ? C23 C24 C31 120.0(2) . . ? C5 C4 C3 120.3(2) . . ? C27 C28 C23 119.2(2) . . ? C27 C28 C32 120.8(2) . . ? C23 C28 C32 120.0(2) . . ? C28 C27 C26 122.2(2) . . ? C24 C23 C28 120.3(2) . . ? C24 C23 N2 119.7(2) . . ? C28 C23 N2 119.6(2) . . ? C27 C26 C25 117.5(2) . . ? C27 C26 C34 121.1(2) . . ? C25 C26 C34 121.4(2) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.388 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.059 #==END data_L3 _database_code_depnum_ccdc_archive 'CCDC 903463' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H38 N2' _chemical_formula_weight 522.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.0890(16) _cell_length_b 18.545(4) _cell_length_c 19.786(4) _cell_angle_alpha 79.56(3) _cell_angle_beta 86.95(3) _cell_angle_gamma 88.80(3) _cell_volume 2914.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4390 _cell_measurement_theta_min 1.6634 _cell_measurement_theta_max 27.4802 _exptl_crystal_description Plate _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.191 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3360 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _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 Confocal _diffrn_measurement_device_type 'MM007-HF CCD(Saturn 724+)' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22029 _diffrn_reflns_av_R_equivalents 0.1117 _diffrn_reflns_av_sigmaI/netI 0.1290 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.05 _diffrn_reflns_theta_max 25.00 _reflns_number_total 10223 _reflns_number_gt 6881 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1952P)^2^+3.8376P] 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 10223 _refine_ls_number_parameters 721 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1793 _refine_ls_R_factor_gt 0.1339 _refine_ls_wR_factor_ref 0.3873 _refine_ls_wR_factor_gt 0.3404 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _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 N1 N -0.0161(5) 0.3096(2) 0.1723(2) 0.0280(10) Uani 1 1 d . . . N2 N 0.2250(5) 0.4253(2) 0.1409(2) 0.0314(10) Uani 1 1 d . . . N3 N 0.1403(5) 0.1665(2) 0.6758(2) 0.0286(10) Uani 1 1 d . . . N4 N 0.3669(5) 0.2168(2) 0.7662(2) 0.0303(10) Uani 1 1 d . . . C1 C 0.1155(6) 0.3029(3) 0.1336(2) 0.0260(11) Uani 1 1 d . . . C2 C 0.1872(6) 0.2364(3) 0.1066(3) 0.0287(11) Uani 1 1 d . . . C3 C 0.1498(6) 0.1673(3) 0.1413(3) 0.0308(12) Uani 1 1 d . . . H3 H 0.0818 0.1607 0.1826 0.037 Uiso 1 1 calc R . . C4 C 0.2142(7) 0.1055(3) 0.1146(3) 0.0384(14) Uani 1 1 d . . . H4 H 0.1907 0.0578 0.1397 0.046 Uiso 1 1 calc R . . C5 C 0.3098(7) 0.1121(3) 0.0536(3) 0.0337(13) Uani 1 1 d . . . H5 H 0.3478 0.0696 0.0368 0.040 Uiso 1 1 calc R . . C6 C 0.3499(7) 0.1813(3) 0.0171(3) 0.0345(13) Uani 1 1 d . . . C7 C 0.4494(7) 0.1901(3) -0.0476(3) 0.0377(13) Uani 1 1 d . . . H7 H 0.4891 0.1478 -0.0645 0.045 Uiso 1 1 calc R . . C8 C 0.4855(7) 0.2565(3) -0.0835(3) 0.0376(13) Uani 1 1 d . . . H8 H 0.5494 0.2617 -0.1257 0.045 Uiso 1 1 calc R . . C9 C 0.4258(6) 0.3202(3) -0.0568(3) 0.0322(12) Uani 1 1 d . . . C10 C 0.4663(7) 0.3902(3) -0.0931(3) 0.0384(13) Uani 1 1 d . . . H10 H 0.5299 0.3955 -0.1354 0.046 Uiso 1 1 calc R . . C11 C 0.4131(7) 0.4516(3) -0.0669(3) 0.0427(14) Uani 1 1 d . . . H11 H 0.4382 0.4987 -0.0928 0.051 Uiso 1 1 calc R . . C12 C 0.3227(7) 0.4469(3) -0.0027(3) 0.0369(13) Uani 1 1 d . . . H12 H 0.2888 0.4901 0.0139 0.044 Uiso 1 1 calc R . . C13 C 0.2849(6) 0.3785(3) 0.0351(3) 0.0286(11) Uani 1 1 d . . . C14 C 0.2090(6) 0.3732(3) 0.1068(3) 0.0260(11) Uani 1 1 d . . . C15 C 0.3323(6) 0.3157(3) 0.0063(2) 0.0267(11) Uani 1 1 d . . . C16 C 0.2894(6) 0.2445(3) 0.0448(3) 0.0277(11) Uani 1 1 d . . . C17 C -0.1356(6) 0.2547(3) 0.1970(3) 0.0282(11) Uani 1 1 d . . . C18 C -0.2485(6) 0.2366(3) 0.1529(3) 0.0285(11) Uani 1 1 d . . . C19 C -0.3801(6) 0.1920(3) 0.1811(3) 0.0292(12) Uani 1 1 d . . . H19 H -0.4597 0.1802 0.1513 0.035 Uiso 1 1 calc R . . C20 C -0.3995(6) 0.1640(3) 0.2509(3) 0.0297(12) Uani 1 1 d . . . C21 C -0.2829(7) 0.1830(3) 0.2931(3) 0.0323(12) Uani 1 1 d . . . H21 H -0.2935 0.1643 0.3411 0.039 Uiso 1 1 calc R . . C22 C -0.1501(7) 0.2287(3) 0.2676(3) 0.0324(12) Uani 1 1 d . . . C23 C 0.1685(6) 0.4257(3) 0.2117(3) 0.0295(12) Uani 1 1 d . . . C24 C 0.2625(7) 0.3913(3) 0.2631(3) 0.0341(12) Uani 1 1 d . . . C25 C 0.2136(7) 0.3992(3) 0.3314(3) 0.0414(14) Uani 1 1 d . . . H25 H 0.2757 0.3732 0.3677 0.050 Uiso 1 1 calc R . . C26 C 0.0786(7) 0.4433(4) 0.3492(3) 0.0461(16) Uani 1 1 d . . . C27 C -0.0092(7) 0.4773(3) 0.2958(3) 0.0462(16) Uani 1 1 d . . . H27 H -0.1018 0.5071 0.3049 0.055 Uiso 1 1 calc R . . C28 C 0.0326(7) 0.4699(3) 0.2268(3) 0.0397(14) Uani 1 1 d . . . C29 C -0.0249(8) 0.2509(4) 0.3122(3) 0.0458(15) Uani 1 1 d . . . H29A H 0.0855 0.2354 0.2955 0.055 Uiso 1 1 calc R . . H29B H -0.0256 0.3051 0.3053 0.055 Uiso 1 1 calc R . . C30 C -0.2372(7) 0.2682(3) 0.0771(3) 0.0306(12) Uani 1 1 d . . . H30B H -0.3138 0.2418 0.0529 0.037 Uiso 1 1 calc R . . H30A H -0.1234 0.2610 0.0583 0.037 Uiso 1 1 calc R . . C31 C -0.5444(7) 0.1166(3) 0.2814(3) 0.0415(14) Uani 1 1 d . . . H31A H -0.6151 0.1091 0.2446 0.062 Uiso 1 1 calc R . . H31C H -0.6087 0.1409 0.3144 0.062 Uiso 1 1 calc R . . H31B H -0.5035 0.0690 0.3050 0.062 Uiso 1 1 calc R . . C32 C 0.4157(7) 0.3462(3) 0.2486(3) 0.0400(14) Uani 1 1 d . . . H32B H 0.4239 0.3029 0.2857 0.048 Uiso 1 1 calc R . . H32A H 0.4046 0.3285 0.2048 0.048 Uiso 1 1 calc R . . C33 C -0.0618(7) 0.5107(3) 0.1709(3) 0.0472(15) Uani 1 1 d . . . H33B H -0.1743 0.5214 0.1891 0.057 Uiso 1 1 calc R . . H33A H -0.0734 0.4800 0.1354 0.057 Uiso 1 1 calc R . . C34 C 0.0315(10) 0.4514(5) 0.4238(4) 0.074(2) Uani 1 1 d . . . H34B H -0.0645 0.4845 0.4244 0.110 Uiso 1 1 calc R . . H34C H 0.1251 0.4718 0.4434 0.110 Uiso 1 1 calc R . . H34A H 0.0040 0.4033 0.4511 0.110 Uiso 1 1 calc R . . C35 C -0.0429(11) 0.2226(5) 0.3870(4) 0.073(2) Uani 1 1 d . . . H35C H 0.0470 0.2413 0.4100 0.110 Uiso 1 1 calc R . . H35A H -0.0380 0.1689 0.3953 0.110 Uiso 1 1 calc R . . H35B H -0.1496 0.2389 0.4051 0.110 Uiso 1 1 calc R . . C36 C -0.2807(8) 0.3494(3) 0.0638(3) 0.0452(15) Uani 1 1 d . . . H36A H -0.2723 0.3684 0.0142 0.068 Uiso 1 1 calc R . . H36B H -0.2038 0.3757 0.0870 0.068 Uiso 1 1 calc R . . H36C H -0.3941 0.3566 0.0816 0.068 Uiso 1 1 calc R . . C37 C 0.5705(7) 0.3901(3) 0.2438(3) 0.0497(16) Uani 1 1 d . . . H37A H 0.6661 0.3596 0.2340 0.075 Uiso 1 1 calc R . . H37C H 0.5837 0.4065 0.2876 0.075 Uiso 1 1 calc R . . H37B H 0.5632 0.4328 0.2069 0.075 Uiso 1 1 calc R . . C38 C 0.0207(9) 0.5820(4) 0.1381(4) 0.066(2) Uani 1 1 d . . . H38B H -0.0463 0.6076 0.1011 0.099 Uiso 1 1 calc R . . H38A H 0.1311 0.5716 0.1191 0.099 Uiso 1 1 calc R . . H38C H 0.0304 0.6130 0.1729 0.099 Uiso 1 1 calc R . . C39 C 0.3500(6) 0.2398(3) 0.7029(2) 0.0249(11) Uani 1 1 d . . . C40 C 0.4140(6) 0.3137(3) 0.6754(3) 0.0272(11) Uani 1 1 d . . . C41 C 0.4409(7) 0.3624(3) 0.7208(3) 0.0384(13) Uani 1 1 d . . . H41 H 0.4097 0.3490 0.7683 0.046 Uiso 1 1 calc R . . C42 C 0.5128(8) 0.4301(3) 0.6960(3) 0.0422(14) Uani 1 1 d . . . H42 H 0.5287 0.4639 0.7257 0.051 Uiso 1 1 calc R . . C43 C 0.5607(7) 0.4468(3) 0.6269(3) 0.0397(14) Uani 1 1 d . . . H43 H 0.6131 0.4924 0.6101 0.048 Uiso 1 1 calc R . . C44 C 0.5352(7) 0.3993(3) 0.5801(3) 0.0336(12) Uani 1 1 d . . . C45 C 0.5944(7) 0.4156(3) 0.5088(3) 0.0376(13) Uani 1 1 d . . . H45 H 0.6474 0.4611 0.4920 0.045 Uiso 1 1 calc R . . C46 C 0.5761(7) 0.3671(3) 0.4645(3) 0.0386(14) Uani 1 1 d . . . H46 H 0.6189 0.3793 0.4183 0.046 Uiso 1 1 calc R . . C47 C 0.4947(7) 0.2996(3) 0.4869(3) 0.0360(13) Uani 1 1 d . . . C48 C 0.4742(7) 0.2494(3) 0.4419(3) 0.0395(14) Uani 1 1 d . . . H48 H 0.5158 0.2612 0.3954 0.047 Uiso 1 1 calc R . . C49 C 0.3951(7) 0.1840(3) 0.4645(3) 0.0389(13) Uani 1 1 d . . . H49 H 0.3829 0.1501 0.4344 0.047 Uiso 1 1 calc R . . C50 C 0.3329(7) 0.1685(3) 0.5329(3) 0.0341(12) Uani 1 1 d . . . H50 H 0.2782 0.1232 0.5482 0.041 Uiso 1 1 calc R . . C51 C 0.3465(6) 0.2156(3) 0.5798(3) 0.0285(11) Uani 1 1 d . . . C52 C 0.2719(6) 0.2019(3) 0.6525(2) 0.0287(12) Uani 1 1 d . . . C53 C 0.4335(6) 0.2821(3) 0.5580(3) 0.0314(12) Uani 1 1 d . . . C54 C 0.4580(6) 0.3317(3) 0.6051(3) 0.0295(12) Uani 1 1 d . . . C55 C 0.3200(6) 0.1464(3) 0.8020(2) 0.0265(11) Uani 1 1 d . . . C56 C 0.1822(6) 0.1422(3) 0.8500(3) 0.0279(11) Uani 1 1 d . . . C57 C 0.1498(6) 0.0777(3) 0.8932(3) 0.0288(11) Uani 1 1 d . . . H57 H 0.0565 0.0740 0.9248 0.035 Uiso 1 1 calc R . . C58 C 0.2542(7) 0.0162(3) 0.8912(3) 0.0344(13) Uani 1 1 d . . . C59 C 0.3903(7) 0.0229(3) 0.8430(3) 0.0360(13) Uani 1 1 d . . . H59 H 0.4598 -0.0189 0.8419 0.043 Uiso 1 1 calc R . . C60 C 0.4283(6) 0.0863(3) 0.7975(3) 0.0300(12) Uani 1 1 d . . . C61 C 0.0371(6) 0.1362(3) 0.6333(3) 0.0301(12) Uani 1 1 d . . . C62 C 0.0359(6) 0.0607(3) 0.6343(3) 0.0363(13) Uani 1 1 d . . . C63 C -0.0736(7) 0.0312(3) 0.5971(3) 0.0390(14) Uani 1 1 d . . . H63 H -0.0693 -0.0201 0.5975 0.047 Uiso 1 1 calc R . . C64 C -0.1888(7) 0.0727(3) 0.5594(3) 0.0382(13) Uani 1 1 d . . . C65 C -0.1869(7) 0.1477(3) 0.5609(3) 0.0344(13) Uani 1 1 d . . . H65 H -0.2679 0.1779 0.5361 0.041 Uiso 1 1 calc R . . C66 C -0.0767(7) 0.1813(3) 0.5956(3) 0.0319(12) Uani 1 1 d . . . C67 C 0.5871(7) 0.0925(3) 0.7521(3) 0.0411(14) Uani 1 1 d . . . H67B H 0.6209 0.0435 0.7428 0.049 Uiso 1 1 calc R . . H67A H 0.5674 0.1247 0.7075 0.049 Uiso 1 1 calc R . . C68 C 0.0761(7) 0.2099(3) 0.8543(3) 0.0358(13) Uani 1 1 d . . . H68A H 0.0136 0.2215 0.8119 0.043 Uiso 1 1 calc R . . H68B H 0.1510 0.2515 0.8542 0.043 Uiso 1 1 calc R . . C69 C -0.0774(7) 0.2629(3) 0.5925(3) 0.0455(15) Uani 1 1 d . . . H69A H -0.1516 0.2856 0.5562 0.055 Uiso 1 1 calc R . . H69B H 0.0357 0.2810 0.5782 0.055 Uiso 1 1 calc R . . C70 C 0.1519(7) 0.0104(3) 0.6771(3) 0.0421(15) Uani 1 1 d . . . H70B H 0.2509 0.0378 0.6848 0.050 Uiso 1 1 calc R . . H70A H 0.1885 -0.0297 0.6527 0.050 Uiso 1 1 calc R . . C71 C 0.7246(7) 0.1239(4) 0.7869(3) 0.0462(15) Uani 1 1 d . . . H71A H 0.8258 0.1276 0.7570 0.069 Uiso 1 1 calc R . . H71C H 0.7452 0.0916 0.8306 0.069 Uiso 1 1 calc R . . H71B H 0.6916 0.1727 0.7954 0.069 Uiso 1 1 calc R . . C72 C -0.0486(7) 0.2062(3) 0.9165(3) 0.0448(15) Uani 1 1 d . . . H72B H -0.1088 0.2530 0.9134 0.067 Uiso 1 1 calc R . . H72C H 0.0110 0.1965 0.9591 0.067 Uiso 1 1 calc R . . H72A H -0.1272 0.1667 0.9165 0.067 Uiso 1 1 calc R . . C73 C 0.2170(7) -0.0537(3) 0.9385(3) 0.0432(15) Uani 1 1 d . . . H73B H 0.1186 -0.0472 0.9680 0.065 Uiso 1 1 calc R . . H73C H 0.3114 -0.0683 0.9672 0.065 Uiso 1 1 calc R . . H73A H 0.1963 -0.0918 0.9117 0.065 Uiso 1 1 calc R . . C74 C -0.1320(9) 0.2902(4) 0.6596(4) 0.0604(19) Uani 1 1 d . . . H74B H -0.1285 0.3439 0.6517 0.091 Uiso 1 1 calc R . . H74C H -0.0570 0.2700 0.6958 0.091 Uiso 1 1 calc R . . H74A H -0.2451 0.2740 0.6739 0.091 Uiso 1 1 calc R . . C75 C 0.0653(9) -0.0215(3) 0.7460(3) 0.0526(17) Uani 1 1 d . . . H75B H 0.1419 -0.0545 0.7740 0.079 Uiso 1 1 calc R . . H75A H -0.0319 -0.0490 0.7382 0.079 Uiso 1 1 calc R . . H75C H 0.0304 0.0183 0.7702 0.079 Uiso 1 1 calc R . . C76 C -0.3079(8) 0.0390(4) 0.5207(4) 0.0558(18) Uani 1 1 d . . . H76B H -0.2866 -0.0139 0.5268 0.084 Uiso 1 1 calc R . . H76A H -0.2952 0.0606 0.4718 0.084 Uiso 1 1 calc R . . H76C H -0.4209 0.0480 0.5379 0.084 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 N1 0.020(2) 0.028(2) 0.034(2) -0.0007(18) -0.0026(18) 0.0075(17) N2 0.028(2) 0.027(2) 0.038(2) -0.0020(19) -0.0070(19) 0.0093(18) N3 0.019(2) 0.026(2) 0.039(2) -0.0002(18) -0.0103(19) 0.0092(18) N4 0.032(2) 0.028(2) 0.029(2) -0.0004(18) -0.0036(19) -0.0007(19) C1 0.024(3) 0.025(2) 0.027(3) 0.002(2) -0.008(2) 0.003(2) C2 0.018(3) 0.032(3) 0.037(3) -0.007(2) -0.010(2) 0.010(2) C3 0.023(3) 0.022(2) 0.046(3) -0.001(2) -0.004(2) 0.002(2) C4 0.029(3) 0.032(3) 0.052(4) -0.004(3) -0.007(3) 0.016(2) C5 0.038(3) 0.023(2) 0.044(3) -0.014(2) -0.012(3) 0.009(2) C6 0.027(3) 0.045(3) 0.033(3) -0.006(2) -0.015(2) 0.008(2) C7 0.034(3) 0.043(3) 0.041(3) -0.018(3) -0.012(3) 0.014(3) C8 0.028(3) 0.047(3) 0.036(3) -0.003(3) -0.011(2) 0.010(3) C9 0.026(3) 0.040(3) 0.032(3) -0.006(2) -0.010(2) 0.003(2) C10 0.037(3) 0.044(3) 0.032(3) 0.003(3) -0.008(2) 0.000(3) C11 0.037(3) 0.046(3) 0.043(3) 0.002(3) -0.013(3) -0.003(3) C12 0.033(3) 0.032(3) 0.041(3) 0.008(2) -0.012(2) 0.005(2) C13 0.022(3) 0.034(3) 0.029(3) -0.001(2) -0.009(2) 0.004(2) C14 0.021(3) 0.023(2) 0.034(3) -0.004(2) -0.008(2) 0.006(2) C15 0.017(2) 0.032(3) 0.031(3) -0.002(2) -0.012(2) 0.003(2) C16 0.018(2) 0.027(3) 0.038(3) -0.007(2) -0.008(2) 0.008(2) C17 0.021(3) 0.026(2) 0.039(3) -0.009(2) -0.012(2) 0.006(2) C18 0.029(3) 0.026(3) 0.031(3) -0.009(2) 0.000(2) 0.011(2) C19 0.020(3) 0.028(3) 0.042(3) -0.011(2) -0.006(2) 0.006(2) C20 0.027(3) 0.031(3) 0.034(3) -0.013(2) -0.005(2) 0.004(2) C21 0.036(3) 0.027(3) 0.033(3) -0.004(2) -0.004(2) 0.010(2) C22 0.032(3) 0.033(3) 0.033(3) -0.005(2) -0.007(2) 0.005(2) C23 0.026(3) 0.026(3) 0.037(3) -0.009(2) 0.000(2) -0.002(2) C24 0.026(3) 0.037(3) 0.041(3) -0.007(2) -0.007(2) 0.003(2) C25 0.037(3) 0.043(3) 0.044(3) -0.004(3) -0.006(3) -0.006(3) C26 0.029(3) 0.066(4) 0.049(4) -0.030(3) 0.007(3) -0.015(3) C27 0.025(3) 0.056(4) 0.064(4) -0.030(3) 0.006(3) -0.004(3) C28 0.027(3) 0.028(3) 0.064(4) -0.005(3) -0.009(3) 0.004(2) C29 0.038(3) 0.052(4) 0.047(3) -0.006(3) -0.014(3) -0.003(3) C30 0.031(3) 0.032(3) 0.030(3) -0.007(2) -0.004(2) 0.004(2) C31 0.034(3) 0.046(3) 0.043(3) -0.005(3) 0.001(3) -0.006(3) C32 0.050(4) 0.029(3) 0.041(3) -0.005(2) -0.016(3) 0.020(3) C33 0.032(3) 0.043(3) 0.066(4) -0.009(3) -0.005(3) 0.012(3) C34 0.050(4) 0.112(7) 0.067(5) -0.043(5) 0.015(4) -0.012(4) C35 0.071(5) 0.086(6) 0.058(4) 0.006(4) -0.024(4) -0.020(5) C36 0.051(4) 0.036(3) 0.044(3) 0.010(3) -0.016(3) 0.002(3) C37 0.038(3) 0.052(4) 0.061(4) -0.016(3) -0.011(3) 0.026(3) C38 0.057(5) 0.041(4) 0.096(6) 0.001(4) -0.017(4) 0.010(3) C39 0.021(3) 0.023(2) 0.030(3) -0.004(2) -0.001(2) 0.002(2) C40 0.021(3) 0.023(2) 0.035(3) 0.003(2) -0.005(2) 0.004(2) C41 0.044(3) 0.037(3) 0.036(3) -0.005(2) -0.016(3) 0.003(3) C42 0.051(4) 0.029(3) 0.049(4) -0.011(3) -0.010(3) 0.000(3) C43 0.034(3) 0.031(3) 0.052(4) 0.000(3) -0.012(3) 0.005(2) C44 0.029(3) 0.025(3) 0.044(3) 0.002(2) -0.009(2) 0.003(2) C45 0.031(3) 0.032(3) 0.044(3) 0.009(3) -0.002(2) 0.008(2) C46 0.036(3) 0.042(3) 0.030(3) 0.010(3) 0.006(2) 0.018(3) C47 0.034(3) 0.036(3) 0.035(3) 0.001(2) -0.004(2) 0.010(2) C48 0.035(3) 0.054(4) 0.028(3) -0.001(3) -0.008(2) 0.013(3) C49 0.038(3) 0.045(3) 0.039(3) -0.018(3) -0.012(3) 0.010(3) C50 0.029(3) 0.039(3) 0.035(3) -0.007(2) -0.006(2) 0.009(2) C51 0.020(3) 0.027(3) 0.035(3) 0.002(2) -0.007(2) 0.005(2) C52 0.023(3) 0.032(3) 0.028(3) -0.001(2) -0.003(2) 0.019(2) C53 0.024(3) 0.033(3) 0.034(3) 0.001(2) -0.007(2) 0.014(2) C54 0.022(3) 0.024(2) 0.041(3) 0.002(2) -0.010(2) 0.007(2) C55 0.030(3) 0.025(2) 0.025(2) -0.003(2) -0.012(2) 0.004(2) C56 0.020(3) 0.033(3) 0.029(3) 0.000(2) -0.003(2) 0.003(2) C57 0.026(3) 0.033(3) 0.027(3) -0.004(2) -0.001(2) 0.002(2) C58 0.033(3) 0.029(3) 0.037(3) 0.004(2) -0.001(2) 0.005(2) C59 0.039(3) 0.030(3) 0.039(3) -0.008(2) -0.009(3) 0.014(2) C60 0.026(3) 0.026(3) 0.038(3) -0.006(2) 0.000(2) 0.005(2) C61 0.017(2) 0.034(3) 0.037(3) 0.000(2) -0.006(2) 0.001(2) C62 0.020(3) 0.029(3) 0.060(4) -0.008(3) -0.008(3) 0.001(2) C63 0.030(3) 0.027(3) 0.059(4) -0.005(3) -0.008(3) 0.005(2) C64 0.029(3) 0.030(3) 0.056(4) -0.006(3) -0.011(3) 0.001(2) C65 0.029(3) 0.035(3) 0.040(3) -0.008(2) -0.012(2) 0.010(2) C66 0.030(3) 0.026(3) 0.040(3) -0.005(2) -0.012(2) 0.008(2) C67 0.038(3) 0.036(3) 0.043(3) 0.005(3) 0.002(3) 0.007(3) C68 0.029(3) 0.028(3) 0.049(3) -0.003(2) -0.008(3) 0.006(2) C69 0.035(3) 0.041(3) 0.064(4) -0.013(3) -0.031(3) 0.015(3) C70 0.038(3) 0.029(3) 0.060(4) -0.007(3) -0.022(3) 0.008(2) C71 0.028(3) 0.056(4) 0.054(4) -0.008(3) 0.001(3) 0.008(3) C72 0.039(3) 0.045(3) 0.050(4) -0.008(3) -0.004(3) 0.018(3) C73 0.037(3) 0.038(3) 0.045(3) 0.015(3) 0.001(3) 0.003(3) C74 0.051(4) 0.051(4) 0.081(5) -0.016(4) -0.021(4) 0.022(3) C75 0.056(4) 0.041(3) 0.057(4) 0.003(3) -0.013(3) 0.019(3) C76 0.048(4) 0.049(4) 0.076(5) -0.021(3) -0.025(4) 0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.295(6) . ? N1 C17 1.421(6) . ? N2 C14 1.288(6) . ? N2 C23 1.451(7) . ? N3 C52 1.284(6) . ? N3 C61 1.409(7) . ? N4 C39 1.263(6) . ? N4 C55 1.416(6) . ? C1 C14 1.517(7) . ? C1 C2 1.523(7) . ? C2 C3 1.371(7) . ? C2 C16 1.426(7) . ? C3 C4 1.424(7) . ? C3 H3 0.9500 . ? C4 C5 1.386(8) . ? C4 H4 0.9500 . ? C5 C6 1.389(7) . ? C5 H5 0.9500 . ? C6 C16 1.446(7) . ? C6 C7 1.462(8) . ? C7 C8 1.334(8) . ? C7 H7 0.9500 . ? C8 C9 1.443(8) . ? C8 H8 0.9500 . ? C9 C10 1.400(7) . ? C9 C15 1.415(7) . ? C10 C11 1.387(8) . ? C10 H10 0.9500 . ? C11 C12 1.420(8) . ? C11 H11 0.9500 . ? C12 C13 1.383(7) . ? C12 H12 0.9500 . ? C13 C15 1.423(7) . ? C13 C14 1.503(7) . ? C15 C16 1.441(7) . ? C17 C18 1.383(7) . ? C17 C22 1.391(7) . ? C18 C19 1.391(7) . ? C18 C30 1.508(7) . ? C19 C20 1.387(7) . ? C19 H19 0.9500 . ? C20 C21 1.384(7) . ? C20 C31 1.512(7) . ? C21 C22 1.397(7) . ? C21 H21 0.9500 . ? C22 C29 1.489(8) . ? C23 C24 1.359(7) . ? C23 C28 1.410(7) . ? C24 C25 1.421(8) . ? C24 C32 1.524(7) . ? C25 C26 1.419(9) . ? C25 H25 0.9500 . ? C26 C27 1.356(9) . ? C26 C34 1.537(9) . ? C27 C28 1.421(9) . ? C27 H27 0.9500 . ? C28 C33 1.463(8) . ? C29 C35 1.479(9) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C36 1.518(7) . ? C30 H30B 0.9900 . ? C30 H30A 0.9900 . ? C31 H31A 0.9800 . ? C31 H31C 0.9800 . ? C31 H31B 0.9800 . ? C32 C37 1.497(9) . ? C32 H32B 0.9900 . ? C32 H32A 0.9900 . ? C33 C38 1.516(9) . ? C33 H33B 0.9900 . ? C33 H33A 0.9900 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C34 H34A 0.9800 . ? C35 H35C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37C 0.9800 . ? C37 H37B 0.9800 . ? C38 H38B 0.9800 . ? C38 H38A 0.9800 . ? C38 H38C 0.9800 . ? C39 C40 1.474(6) . ? C39 C52 1.492(7) . ? C40 C54 1.400(7) . ? C40 C41 1.412(7) . ? C41 C42 1.389(8) . ? C41 H41 0.9500 . ? C42 C43 1.382(8) . ? C42 H42 0.9500 . ? C43 C44 1.414(8) . ? C43 H43 0.9500 . ? C44 C54 1.407(7) . ? C44 C45 1.447(8) . ? C45 C46 1.380(8) . ? C45 H45 0.9500 . ? C46 C47 1.414(8) . ? C46 H46 0.9500 . ? C47 C48 1.416(8) . ? C47 C53 1.449(7) . ? C48 C49 1.374(8) . ? C48 H48 0.9500 . ? C49 C50 1.400(8) . ? C49 H49 0.9500 . ? C50 C51 1.395(7) . ? C50 H50 0.9500 . ? C51 C53 1.419(7) . ? C51 C52 1.509(7) . ? C53 C54 1.446(7) . ? C55 C60 1.417(7) . ? C55 C56 1.420(7) . ? C56 C57 1.360(7) . ? C56 C68 1.518(7) . ? C57 C58 1.409(7) . ? C57 H57 0.9500 . ? C58 C59 1.409(8) . ? C58 C73 1.482(7) . ? C59 C60 1.375(7) . ? C59 H59 0.9500 . ? C60 C67 1.523(7) . ? C61 C66 1.385(7) . ? C61 C62 1.397(7) . ? C62 C63 1.365(8) . ? C62 C70 1.492(7) . ? C63 C64 1.360(8) . ? C63 H63 0.9500 . ? C64 C65 1.398(7) . ? C64 C76 1.477(8) . ? C65 C66 1.378(7) . ? C65 H65 0.9500 . ? C66 C69 1.503(7) . ? C67 C71 1.517(8) . ? C67 H67B 0.9900 . ? C67 H67A 0.9900 . ? C68 C72 1.542(8) . ? C68 H68A 0.9900 . ? C68 H68B 0.9900 . ? C69 C74 1.544(9) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 C75 1.525(9) . ? C70 H70B 0.9900 . ? C70 H70A 0.9900 . ? C71 H71A 0.9800 . ? C71 H71C 0.9800 . ? C71 H71B 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C72 H72A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? C73 H73A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? C74 H74A 0.9800 . ? C75 H75B 0.9800 . ? C75 H75A 0.9800 . ? C75 H75C 0.9800 . ? C76 H76B 0.9800 . ? C76 H76A 0.9800 . ? C76 H76C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C17 126.7(4) . . ? C14 N2 C23 127.0(4) . . ? C52 N3 C61 122.6(4) . . ? C39 N4 C55 124.8(4) . . ? N1 C1 C14 115.6(4) . . ? N1 C1 C2 130.4(4) . . ? C14 C1 C2 113.9(4) . . ? C3 C2 C16 119.1(5) . . ? C3 C2 C1 119.6(5) . . ? C16 C2 C1 121.2(4) . . ? C2 C3 C4 119.1(5) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 122.7(5) . . ? C5 C4 H4 118.6 . . ? C3 C4 H4 118.6 . . ? C4 C5 C6 119.7(5) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C16 118.1(5) . . ? C5 C6 C7 120.9(5) . . ? C16 C6 C7 121.0(5) . . ? C8 C7 C6 121.1(5) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 118.8(5) . . ? C7 C8 H8 120.6 . . ? C9 C8 H8 120.6 . . ? C10 C9 C15 117.5(5) . . ? C10 C9 C8 119.3(5) . . ? C15 C9 C8 123.1(5) . . ? C11 C10 C9 119.6(5) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 122.7(5) . . ? C10 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C13 C12 C11 118.9(5) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C12 C13 C15 118.2(5) . . ? C12 C13 C14 118.9(5) . . ? C15 C13 C14 122.8(4) . . ? N2 C14 C13 121.0(4) . . ? N2 C14 C1 124.6(5) . . ? C13 C14 C1 114.5(4) . . ? C9 C15 C13 122.9(5) . . ? C9 C15 C16 118.8(5) . . ? C13 C15 C16 118.2(4) . . ? C2 C16 C15 121.5(4) . . ? C2 C16 C6 121.2(5) . . ? C15 C16 C6 117.3(5) . . ? C18 C17 C22 121.7(5) . . ? C18 C17 N1 119.8(5) . . ? C22 C17 N1 117.9(4) . . ? C17 C18 C19 118.1(5) . . ? C17 C18 C30 121.4(5) . . ? C19 C18 C30 120.4(5) . . ? C20 C19 C18 122.6(5) . . ? C20 C19 H19 118.7 . . ? C18 C19 H19 118.7 . . ? C21 C20 C19 117.4(5) . . ? C21 C20 C31 120.2(5) . . ? C19 C20 C31 122.4(5) . . ? C20 C21 C22 122.3(5) . . ? C20 C21 H21 118.8 . . ? C22 C21 H21 118.8 . . ? C17 C22 C21 118.0(5) . . ? C17 C22 C29 118.8(5) . . ? C21 C22 C29 123.2(5) . . ? C24 C23 C28 120.1(5) . . ? C24 C23 N2 118.8(5) . . ? C28 C23 N2 120.5(5) . . ? C23 C24 C25 117.5(5) . . ? C23 C24 C32 121.7(5) . . ? C25 C24 C32 120.8(5) . . ? C26 C25 C24 124.5(6) . . ? C26 C25 H25 117.7 . . ? C24 C25 H25 117.7 . . ? C27 C26 C25 115.4(6) . . ? C27 C26 C34 121.7(6) . . ? C25 C26 C34 122.9(6) . . ? C26 C27 C28 122.2(6) . . ? C26 C27 H27 118.9 . . ? C28 C27 H27 118.9 . . ? C23 C28 C27 120.2(5) . . ? C23 C28 C33 119.9(6) . . ? C27 C28 C33 119.8(5) . . ? C35 C29 C22 117.9(5) . . ? C35 C29 H29A 107.8 . . ? C22 C29 H29A 107.8 . . ? C35 C29 H29B 107.8 . . ? C22 C29 H29B 107.8 . . ? H29A C29 H29B 107.2 . . ? C18 C30 C36 111.3(4) . . ? C18 C30 H30B 109.4 . . ? C36 C30 H30B 109.4 . . ? C18 C30 H30A 109.4 . . ? C36 C30 H30A 109.4 . . ? H30B C30 H30A 108.0 . . ? C20 C31 H31A 109.5 . . ? C20 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? C20 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? H31C C31 H31B 109.5 . . ? C37 C32 C24 111.8(5) . . ? C37 C32 H32B 109.3 . . ? C24 C32 H32B 109.3 . . ? C37 C32 H32A 109.3 . . ? C24 C32 H32A 109.3 . . ? H32B C32 H32A 107.9 . . ? C28 C33 C38 112.0(5) . . ? C28 C33 H33B 109.2 . . ? C38 C33 H33B 109.2 . . ? C28 C33 H33A 109.2 . . ? C38 C33 H33A 109.2 . . ? H33B C33 H33A 107.9 . . ? C26 C34 H34B 109.5 . . ? C26 C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C26 C34 H34A 109.5 . . ? H34B C34 H34A 109.5 . . ? H34C C34 H34A 109.5 . . ? C29 C35 H35C 109.5 . . ? C29 C35 H35A 109.5 . . ? H35C C35 H35A 109.5 . . ? C29 C35 H35B 109.5 . . ? H35C C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C30 C36 H36A 109.5 . . ? C30 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C30 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? H37C C37 H37B 109.5 . . ? C33 C38 H38B 109.5 . . ? C33 C38 H38A 109.5 . . ? H38B C38 H38A 109.5 . . ? C33 C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? N4 C39 C40 115.9(4) . . ? N4 C39 C52 128.2(4) . . ? C40 C39 C52 115.9(4) . . ? C54 C40 C41 121.6(5) . . ? C54 C40 C39 118.5(5) . . ? C41 C40 C39 119.7(5) . . ? C42 C41 C40 120.0(5) . . ? C42 C41 H41 120.0 . . ? C40 C41 H41 120.0 . . ? C43 C42 C41 118.3(5) . . ? C43 C42 H42 120.9 . . ? C41 C42 H42 120.9 . . ? C42 C43 C44 123.0(5) . . ? C42 C43 H43 118.5 . . ? C44 C43 H43 118.5 . . ? C54 C44 C43 118.6(5) . . ? C54 C44 C45 118.9(5) . . ? C43 C44 C45 122.4(5) . . ? C46 C45 C44 121.9(5) . . ? C46 C45 H45 119.1 . . ? C44 C45 H45 119.1 . . ? C45 C46 C47 121.1(5) . . ? C45 C46 H46 119.5 . . ? C47 C46 H46 119.5 . . ? C46 C47 C48 121.7(5) . . ? C46 C47 C53 118.1(5) . . ? C48 C47 C53 120.2(5) . . ? C49 C48 C47 120.9(5) . . ? C49 C48 H48 119.5 . . ? C47 C48 H48 119.5 . . ? C48 C49 C50 118.3(5) . . ? C48 C49 H49 120.8 . . ? C50 C49 H49 120.8 . . ? C51 C50 C49 123.9(5) . . ? C51 C50 H50 118.0 . . ? C49 C50 H50 118.0 . . ? C50 C51 C53 118.4(5) . . ? C50 C51 C52 124.7(5) . . ? C53 C51 C52 116.9(5) . . ? N3 C52 C39 114.7(4) . . ? N3 C52 C51 128.2(5) . . ? C39 C52 C51 116.8(4) . . ? C51 C53 C54 121.0(5) . . ? C51 C53 C47 118.1(5) . . ? C54 C53 C47 120.8(5) . . ? C40 C54 C44 118.5(5) . . ? C40 C54 C53 122.4(5) . . ? C44 C54 C53 119.1(5) . . ? N4 C55 C60 118.6(5) . . ? N4 C55 C56 117.6(4) . . ? C60 C55 C56 122.8(4) . . ? C57 C56 C55 119.2(5) . . ? C57 C56 C68 120.8(5) . . ? C55 C56 C68 119.9(4) . . ? C56 C57 C58 120.2(5) . . ? C56 C57 H57 119.9 . . ? C58 C57 H57 119.9 . . ? C57 C58 C59 118.7(5) . . ? C57 C58 C73 119.5(5) . . ? C59 C58 C73 121.8(5) . . ? C60 C59 C58 123.8(5) . . ? C60 C59 H59 118.1 . . ? C58 C59 H59 118.1 . . ? C59 C60 C55 115.2(5) . . ? C59 C60 C67 121.3(5) . . ? C55 C60 C67 123.1(4) . . ? C66 C61 C62 119.8(5) . . ? C66 C61 N3 118.9(5) . . ? C62 C61 N3 120.9(5) . . ? C63 C62 C61 120.5(5) . . ? C63 C62 C70 118.6(5) . . ? C61 C62 C70 120.8(5) . . ? C64 C63 C62 122.3(5) . . ? C64 C63 H63 118.8 . . ? C62 C63 H63 118.8 . . ? C63 C64 C65 115.6(5) . . ? C63 C64 C76 121.1(5) . . ? C65 C64 C76 123.3(5) . . ? C66 C65 C64 125.0(5) . . ? C66 C65 H65 117.5 . . ? C64 C65 H65 117.5 . . ? C65 C66 C61 116.6(5) . . ? C65 C66 C69 122.1(5) . . ? C61 C66 C69 121.2(5) . . ? C71 C67 C60 110.5(5) . . ? C71 C67 H67B 109.6 . . ? C60 C67 H67B 109.6 . . ? C71 C67 H67A 109.6 . . ? C60 C67 H67A 109.6 . . ? H67B C67 H67A 108.1 . . ? C56 C68 C72 117.3(4) . . ? C56 C68 H68A 108.0 . . ? C72 C68 H68A 108.0 . . ? C56 C68 H68B 108.0 . . ? C72 C68 H68B 108.0 . . ? H68A C68 H68B 107.2 . . ? C66 C69 C74 116.4(5) . . ? C66 C69 H69A 108.2 . . ? C74 C69 H69A 108.2 . . ? C66 C69 H69B 108.2 . . ? C74 C69 H69B 108.2 . . ? H69A C69 H69B 107.3 . . ? C62 C70 C75 109.7(5) . . ? C62 C70 H70B 109.7 . . ? C75 C70 H70B 109.7 . . ? C62 C70 H70A 109.7 . . ? C75 C70 H70A 109.7 . . ? H70B C70 H70A 108.2 . . ? C67 C71 H71A 109.5 . . ? C67 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? C67 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? H71C C71 H71B 109.5 . . ? C68 C72 H72B 109.5 . . ? C68 C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? C68 C72 H72A 109.5 . . ? H72B C72 H72A 109.5 . . ? H72C C72 H72A 109.5 . . ? C58 C73 H73B 109.5 . . ? C58 C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? C58 C73 H73A 109.5 . . ? H73B C73 H73A 109.5 . . ? H73C C73 H73A 109.5 . . ? C69 C74 H74B 109.5 . . ? C69 C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? C69 C74 H74A 109.5 . . ? H74B C74 H74A 109.5 . . ? H74C C74 H74A 109.5 . . ? C70 C75 H75B 109.5 . . ? C70 C75 H75A 109.5 . . ? H75B C75 H75A 109.5 . . ? C70 C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? C64 C76 H76B 109.5 . . ? C64 C76 H76A 109.5 . . ? H76B C76 H76A 109.5 . . ? C64 C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 N1 C1 C14 171.9(4) . . . . ? C17 N1 C1 C2 -3.8(8) . . . . ? N1 C1 C2 C3 -24.1(8) . . . . ? C14 C1 C2 C3 160.1(4) . . . . ? N1 C1 C2 C16 154.3(5) . . . . ? C14 C1 C2 C16 -21.6(6) . . . . ? C16 C2 C3 C4 0.0(7) . . . . ? C1 C2 C3 C4 178.4(5) . . . . ? C2 C3 C4 C5 -2.0(8) . . . . ? C3 C4 C5 C6 1.9(8) . . . . ? C4 C5 C6 C16 0.1(8) . . . . ? C4 C5 C6 C7 -179.5(5) . . . . ? C5 C6 C7 C8 178.7(5) . . . . ? C16 C6 C7 C8 -0.9(8) . . . . ? C6 C7 C8 C9 0.6(8) . . . . ? C7 C8 C9 C10 178.4(5) . . . . ? C7 C8 C9 C15 0.9(8) . . . . ? C15 C9 C10 C11 -0.7(8) . . . . ? C8 C9 C10 C11 -178.3(5) . . . . ? C9 C10 C11 C12 2.2(8) . . . . ? C10 C11 C12 C13 -0.5(8) . . . . ? C11 C12 C13 C15 -2.7(7) . . . . ? C11 C12 C13 C14 172.1(4) . . . . ? C23 N2 C14 C13 -175.6(4) . . . . ? C23 N2 C14 C1 4.4(8) . . . . ? C12 C13 C14 N2 -21.6(7) . . . . ? C15 C13 C14 N2 153.0(5) . . . . ? C12 C13 C14 C1 158.4(4) . . . . ? C15 C13 C14 C1 -27.0(6) . . . . ? N1 C1 C14 N2 36.0(7) . . . . ? C2 C1 C14 N2 -147.5(5) . . . . ? N1 C1 C14 C13 -144.0(4) . . . . ? C2 C1 C14 C13 32.4(6) . . . . ? C10 C9 C15 C13 -2.7(7) . . . . ? C8 C9 C15 C13 174.8(5) . . . . ? C10 C9 C15 C16 -179.7(4) . . . . ? C8 C9 C15 C16 -2.2(7) . . . . ? C12 C13 C15 C9 4.4(7) . . . . ? C14 C13 C15 C9 -170.2(4) . . . . ? C12 C13 C15 C16 -178.5(5) . . . . ? C14 C13 C15 C16 6.8(7) . . . . ? C3 C2 C16 C15 179.9(4) . . . . ? C1 C2 C16 C15 1.5(7) . . . . ? C3 C2 C16 C6 1.9(7) . . . . ? C1 C2 C16 C6 -176.5(4) . . . . ? C9 C15 C16 C2 -176.2(4) . . . . ? C13 C15 C16 C2 6.6(7) . . . . ? C9 C15 C16 C6 1.8(7) . . . . ? C13 C15 C16 C6 -175.3(4) . . . . ? C5 C6 C16 C2 -2.0(7) . . . . ? C7 C6 C16 C2 177.7(5) . . . . ? C5 C6 C16 C15 180.0(5) . . . . ? C7 C6 C16 C15 -0.4(7) . . . . ? C1 N1 C17 C18 -75.2(6) . . . . ? C1 N1 C17 C22 114.1(6) . . . . ? C22 C17 C18 C19 0.8(7) . . . . ? N1 C17 C18 C19 -169.5(4) . . . . ? C22 C17 C18 C30 176.7(5) . . . . ? N1 C17 C18 C30 6.4(7) . . . . ? C17 C18 C19 C20 -1.5(7) . . . . ? C30 C18 C19 C20 -177.4(4) . . . . ? C18 C19 C20 C21 1.0(7) . . . . ? C18 C19 C20 C31 178.8(5) . . . . ? C19 C20 C21 C22 0.2(7) . . . . ? C31 C20 C21 C22 -177.7(5) . . . . ? C18 C17 C22 C21 0.3(8) . . . . ? N1 C17 C22 C21 170.8(4) . . . . ? C18 C17 C22 C29 -179.5(5) . . . . ? N1 C17 C22 C29 -9.0(7) . . . . ? C20 C21 C22 C17 -0.8(8) . . . . ? C20 C21 C22 C29 179.0(5) . . . . ? C14 N2 C23 C24 81.0(7) . . . . ? C14 N2 C23 C28 -108.3(6) . . . . ? C28 C23 C24 C25 2.7(8) . . . . ? N2 C23 C24 C25 173.3(4) . . . . ? C28 C23 C24 C32 -176.8(5) . . . . ? N2 C23 C24 C32 -6.1(8) . . . . ? C23 C24 C25 C26 -3.2(8) . . . . ? C32 C24 C25 C26 176.3(5) . . . . ? C24 C25 C26 C27 2.2(9) . . . . ? C24 C25 C26 C34 -179.0(6) . . . . ? C25 C26 C27 C28 -0.8(9) . . . . ? C34 C26 C27 C28 -179.7(6) . . . . ? C24 C23 C28 C27 -1.5(8) . . . . ? N2 C23 C28 C27 -172.0(5) . . . . ? C24 C23 C28 C33 176.1(5) . . . . ? N2 C23 C28 C33 5.6(8) . . . . ? C26 C27 C28 C23 0.5(9) . . . . ? C26 C27 C28 C33 -177.1(6) . . . . ? C17 C22 C29 C35 180.0(6) . . . . ? C21 C22 C29 C35 0.2(9) . . . . ? C17 C18 C30 C36 -70.0(6) . . . . ? C19 C18 C30 C36 105.8(5) . . . . ? C23 C24 C32 C37 95.8(6) . . . . ? C25 C24 C32 C37 -83.6(6) . . . . ? C23 C28 C33 C38 -82.1(7) . . . . ? C27 C28 C33 C38 95.5(7) . . . . ? C55 N4 C39 C40 -177.3(4) . . . . ? C55 N4 C39 C52 3.3(8) . . . . ? N4 C39 C40 C54 155.9(5) . . . . ? C52 C39 C40 C54 -24.6(6) . . . . ? N4 C39 C40 C41 -19.5(7) . . . . ? C52 C39 C40 C41 159.9(5) . . . . ? C54 C40 C41 C42 -0.2(8) . . . . ? C39 C40 C41 C42 175.2(5) . . . . ? C40 C41 C42 C43 -1.8(8) . . . . ? C41 C42 C43 C44 1.9(9) . . . . ? C42 C43 C44 C54 -0.2(8) . . . . ? C42 C43 C44 C45 -176.4(5) . . . . ? C54 C44 C45 C46 0.5(8) . . . . ? C43 C44 C45 C46 176.7(5) . . . . ? C44 C45 C46 C47 1.5(8) . . . . ? C45 C46 C47 C48 179.6(5) . . . . ? C45 C46 C47 C53 -1.1(8) . . . . ? C46 C47 C48 C49 179.9(5) . . . . ? C53 C47 C48 C49 0.6(8) . . . . ? C47 C48 C49 C50 1.0(8) . . . . ? C48 C49 C50 C51 -0.1(8) . . . . ? C49 C50 C51 C53 -2.3(8) . . . . ? C49 C50 C51 C52 176.3(5) . . . . ? C61 N3 C52 C39 170.8(4) . . . . ? C61 N3 C52 C51 -2.9(7) . . . . ? N4 C39 C52 N3 40.0(7) . . . . ? C40 C39 C52 N3 -139.4(4) . . . . ? N4 C39 C52 C51 -145.6(5) . . . . ? C40 C39 C52 C51 35.0(6) . . . . ? C50 C51 C52 N3 -29.9(8) . . . . ? C53 C51 C52 N3 148.8(5) . . . . ? C50 C51 C52 C39 156.5(5) . . . . ? C53 C51 C52 C39 -24.8(6) . . . . ? C50 C51 C53 C54 -177.3(4) . . . . ? C52 C51 C53 C54 3.9(7) . . . . ? C50 C51 C53 C47 3.7(7) . . . . ? C52 C51 C53 C47 -175.0(4) . . . . ? C46 C47 C53 C51 177.7(5) . . . . ? C48 C47 C53 C51 -3.0(7) . . . . ? C46 C47 C53 C54 -1.2(7) . . . . ? C48 C47 C53 C54 178.1(5) . . . . ? C41 C40 C54 C44 1.9(7) . . . . ? C39 C40 C54 C44 -173.4(4) . . . . ? C41 C40 C54 C53 179.2(5) . . . . ? C39 C40 C54 C53 3.8(7) . . . . ? C43 C44 C54 C40 -1.8(7) . . . . ? C45 C44 C54 C40 174.6(4) . . . . ? C43 C44 C54 C53 -179.1(5) . . . . ? C45 C44 C54 C53 -2.7(7) . . . . ? C51 C53 C54 C40 7.0(7) . . . . ? C47 C53 C54 C40 -174.1(5) . . . . ? C51 C53 C54 C44 -175.8(4) . . . . ? C47 C53 C54 C44 3.1(7) . . . . ? C39 N4 C55 C60 80.9(7) . . . . ? C39 N4 C55 C56 -110.1(6) . . . . ? N4 C55 C56 C57 -169.5(4) . . . . ? C60 C55 C56 C57 -1.0(8) . . . . ? N4 C55 C56 C68 8.6(7) . . . . ? C60 C55 C56 C68 177.1(5) . . . . ? C55 C56 C57 C58 1.4(8) . . . . ? C68 C56 C57 C58 -176.7(5) . . . . ? C56 C57 C58 C59 -1.0(8) . . . . ? C56 C57 C58 C73 -179.9(5) . . . . ? C57 C58 C59 C60 0.2(9) . . . . ? C73 C58 C59 C60 179.1(5) . . . . ? C58 C59 C60 C55 0.2(8) . . . . ? C58 C59 C60 C67 173.3(5) . . . . ? N4 C55 C60 C59 168.6(4) . . . . ? C56 C55 C60 C59 0.2(8) . . . . ? N4 C55 C60 C67 -4.4(8) . . . . ? C56 C55 C60 C67 -172.8(5) . . . . ? C52 N3 C61 C66 -81.0(6) . . . . ? C52 N3 C61 C62 105.9(6) . . . . ? C66 C61 C62 C63 1.7(9) . . . . ? N3 C61 C62 C63 174.8(5) . . . . ? C66 C61 C62 C70 -177.1(5) . . . . ? N3 C61 C62 C70 -4.0(8) . . . . ? C61 C62 C63 C64 -2.1(9) . . . . ? C70 C62 C63 C64 176.8(6) . . . . ? C62 C63 C64 C65 0.5(9) . . . . ? C62 C63 C64 C76 -178.8(6) . . . . ? C63 C64 C65 C66 1.7(9) . . . . ? C76 C64 C65 C66 -179.1(6) . . . . ? C64 C65 C66 C61 -2.0(9) . . . . ? C64 C65 C66 C69 177.3(6) . . . . ? C62 C61 C66 C65 0.2(8) . . . . ? N3 C61 C66 C65 -173.0(5) . . . . ? C62 C61 C66 C69 -179.1(5) . . . . ? N3 C61 C66 C69 7.7(8) . . . . ? C59 C60 C67 C71 -92.3(6) . . . . ? C55 C60 C67 C71 80.3(6) . . . . ? C57 C56 C68 C72 10.2(8) . . . . ? C55 C56 C68 C72 -167.9(5) . . . . ? C65 C66 C69 C74 111.5(6) . . . . ? C61 C66 C69 C74 -69.1(7) . . . . ? C63 C62 C70 C75 -83.2(7) . . . . ? C61 C62 C70 C75 95.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.552 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.111 #==END data_C1 _database_code_depnum_ccdc_archive 'CCDC 903464' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H27 Br2 N2 Ni' _chemical_formula_weight 658.05 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.613(2) _cell_length_b 15.244(3) _cell_length_c 18.470(4) _cell_angle_alpha 106.33(3) _cell_angle_beta 98.48(3) _cell_angle_gamma 96.40(3) _cell_volume 3063.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 436 _cell_measurement_theta_min 1.17 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.2500 _exptl_crystal_size_mid 0.2300 _exptl_crystal_size_min 0.2100 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 3.262 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.3457 _exptl_absorpt_correction_T_max 1.0000 _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 'Saturn724+ CCD' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29319 _diffrn_reflns_av_R_equivalents 0.0787 _diffrn_reflns_av_sigmaI/netI 0.1023 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 27.46 _reflns_number_total 13734 _reflns_number_gt 9734 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0708P)^2^+8.1465P] 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 13734 _refine_ls_number_parameters 667 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1115 _refine_ls_R_factor_gt 0.0831 _refine_ls_wR_factor_ref 0.2112 _refine_ls_wR_factor_gt 0.1903 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.006 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br3 Br 0.32941(7) 0.32936(5) 0.38448(4) 0.0469(2) Uani 1 1 d . . . Br4 Br 0.12755(7) 0.08882(5) 0.24929(5) 0.0479(2) Uani 1 1 d . . . Ni2 Ni 0.19506(8) 0.24746(6) 0.27172(5) 0.0344(2) Uani 1 1 d . . . N4 N 0.2271(4) 0.2663(4) 0.1740(3) 0.0294(11) Uani 1 1 d . . . N3 N 0.0546(4) 0.3037(4) 0.2436(3) 0.0283(11) Uani 1 1 d . . . C46 C -0.1337(6) 0.4000(5) 0.1846(4) 0.0352(14) Uani 1 1 d . . . H46A H -0.1303 0.4006 0.2365 0.042 Uiso 1 1 calc R . . C47 C -0.0379(6) 0.2979(5) 0.2860(4) 0.0362(15) Uani 1 1 d . . . C48 C 0.3192(5) 0.2204(4) 0.1415(4) 0.0306(13) Uani 1 1 d . . . C49 C 0.1544(6) 0.3581(4) -0.0736(4) 0.0364(15) Uani 1 1 d . . . H49A H 0.1518 0.3629 -0.1240 0.044 Uiso 1 1 calc R . . C50 C -0.0493(6) 0.3947(4) -0.0771(4) 0.0353(15) Uani 1 1 d . . . H50A H -0.0520 0.4010 -0.1270 0.042 Uiso 1 1 calc R . . C51 C 0.0541(6) 0.3680(5) -0.0405(4) 0.0365(15) Uani 1 1 d . . . C52 C -0.1415(6) 0.4033(4) 0.0330(4) 0.0328(14) Uani 1 1 d . . . C53 C 0.0530(6) 0.3327(4) 0.1835(4) 0.0314(13) Uani 1 1 d . . . C54 C 0.0575(6) 0.3558(4) 0.0345(3) 0.0316(14) Uani 1 1 d . . . C55 C 0.1563(6) 0.3105(4) 0.1425(3) 0.0305(13) Uani 1 1 d . . . C56 C -0.0414(6) 0.3758(4) 0.0714(4) 0.0313(13) Uani 1 1 d . . . C57 C 0.2827(6) 0.1336(5) 0.0861(4) 0.0384(15) Uani 1 1 d . . . C58 C -0.0426(6) 0.3708(5) 0.1472(4) 0.0334(14) Uani 1 1 d . . . C59 C 0.2569(7) 0.3417(5) -0.0353(4) 0.0433(17) Uani 1 1 d . . . H59A H 0.3251 0.3392 -0.0580 0.052 Uiso 1 1 calc R . . C60 C -0.1410(6) 0.4109(5) -0.0421(4) 0.0372(15) Uani 1 1 d . . . H60A H -0.2077 0.4280 -0.0680 0.045 Uiso 1 1 calc R . . C61 C 0.2610(6) 0.3288(5) 0.0364(4) 0.0346(14) Uani 1 1 d . . . H61A H 0.3318 0.3167 0.0621 0.041 Uiso 1 1 calc R . . C62 C 0.4375(6) 0.2607(5) 0.1707(4) 0.0362(15) Uani 1 1 d . . . C63 C -0.2314(6) 0.4288(5) 0.1468(4) 0.0402(16) Uani 1 1 d . . . H63A H -0.2936 0.4481 0.1725 0.048 Uiso 1 1 calc R . . C64 C 0.5227(7) 0.2080(6) 0.1432(5) 0.052(2) Uani 1 1 d . . . H64A H 0.6040 0.2333 0.1604 0.063 Uiso 1 1 calc R . . C65 C -0.1342(6) 0.2242(5) 0.2554(4) 0.0389(16) Uani 1 1 d . . . C66 C 0.1601(6) 0.3334(4) 0.0716(4) 0.0333(14) Uani 1 1 d . . . C67 C -0.1520(7) 0.1595(5) 0.1742(5) 0.0496(19) Uani 1 1 d . . . H67A H -0.2230 0.1135 0.1643 0.074 Uiso 1 1 calc R . . H67B H -0.0834 0.1279 0.1681 0.074 Uiso 1 1 calc R . . H67C H -0.1609 0.1953 0.1378 0.074 Uiso 1 1 calc R . . C68 C -0.0234(6) 0.3599(5) 0.3606(4) 0.0379(15) Uani 1 1 d . . . C69 C 0.0700(8) 0.4432(6) 0.3893(5) 0.057(2) Uani 1 1 d . . . H69A H 0.0655 0.4772 0.4422 0.086 Uiso 1 1 calc R . . H69B H 0.0585 0.4832 0.3566 0.086 Uiso 1 1 calc R . . H69C H 0.1476 0.4239 0.3882 0.086 Uiso 1 1 calc R . . C70 C -0.2334(6) 0.4279(5) 0.0714(4) 0.0392(16) Uani 1 1 d . . . H70A H -0.2997 0.4447 0.0448 0.047 Uiso 1 1 calc R . . C71 C -0.2014(7) 0.2731(6) 0.3758(5) 0.052(2) Uani 1 1 d . . . H71A H -0.2563 0.2637 0.4073 0.062 Uiso 1 1 calc R . . C72 C -0.2162(6) 0.2137(6) 0.3012(5) 0.0489(19) Uani 1 1 d . . . H72A H -0.2827 0.1659 0.2815 0.059 Uiso 1 1 calc R . . C73 C 0.4905(9) 0.1210(7) 0.0920(6) 0.065(3) Uani 1 1 d . . . H73A H 0.5502 0.0857 0.0770 0.079 Uiso 1 1 calc R . . C74 C -0.1072(8) 0.3460(6) 0.4047(5) 0.052(2) Uani 1 1 d . . . H74A H -0.1000 0.3867 0.4552 0.062 Uiso 1 1 calc R . . C75 C 0.4721(7) 0.3570(6) 0.2250(5) 0.051(2) Uani 1 1 d . . . H75A H 0.4011 0.3823 0.2376 0.077 Uiso 1 1 calc R . . H75B H 0.5155 0.3961 0.2007 0.077 Uiso 1 1 calc R . . H75C H 0.5224 0.3557 0.2720 0.077 Uiso 1 1 calc R . . C76 C 0.1546(7) 0.0932(6) 0.0518(4) 0.051(2) Uani 1 1 d . . . H76A H 0.1042 0.1365 0.0748 0.077 Uiso 1 1 calc R . . H76B H 0.1354 0.0343 0.0623 0.077 Uiso 1 1 calc R . . H76C H 0.1414 0.0827 -0.0038 0.077 Uiso 1 1 calc R . . Br1 Br 0.52072(7) 0.44234(6) 0.88188(4) 0.0468(2) Uani 1 1 d . . . Br2 Br 0.77910(7) 0.43391(5) 0.75635(4) 0.0448(2) Uani 1 1 d . . . Ni1 Ni 0.60596(8) 0.35947(6) 0.78107(5) 0.0363(2) Uani 1 1 d . . . N1 N 0.6084(5) 0.2260(4) 0.7707(3) 0.0380(13) Uani 1 1 d . . . N2 N 0.4853(5) 0.3011(4) 0.6852(3) 0.0316(12) Uani 1 1 d . . . C9 C 0.3208(6) 0.0002(4) 0.4931(4) 0.0331(14) Uani 1 1 d . . . C23 C 0.4210(6) 0.3625(5) 0.6565(3) 0.0339(14) Uani 1 1 d . . . C2 C 0.5236(6) 0.0632(4) 0.6867(4) 0.0333(14) Uani 1 1 d . . . C13 C 0.4013(5) 0.1539(4) 0.5834(4) 0.0306(13) Uani 1 1 d . . . C17 C 0.6825(6) 0.2025(5) 0.8302(4) 0.0339(14) Uani 1 1 d . . . C20 C 0.8193(7) 0.1605(5) 0.9480(4) 0.0442(18) Uani 1 1 d . . . H20A H 0.8664 0.1457 0.9881 0.053 Uiso 1 1 calc R . . C11 C 0.2712(6) 0.1347(5) 0.4604(4) 0.0355(15) Uani 1 1 d . . . H11A H 0.2307 0.1616 0.4257 0.043 Uiso 1 1 calc R . . C15 C 0.4518(6) 0.0124(4) 0.6152(4) 0.0341(14) Uani 1 1 d . . . C5 C 0.4927(6) -0.1303(5) 0.6434(4) 0.0387(16) Uani 1 1 d . . . H5A H 0.4831 -0.1960 0.6284 0.046 Uiso 1 1 calc R . . C10 C 0.2616(6) 0.0395(4) 0.4429(4) 0.0381(16) Uani 1 1 d . . . H10A H 0.2139 0.0009 0.3960 0.046 Uiso 1 1 calc R . . C1 C 0.5419(6) 0.1675(4) 0.7093(4) 0.0324(14) Uani 1 1 d . . . C16 C 0.3915(5) 0.0551(4) 0.5640(4) 0.0310(13) Uani 1 1 d . . . C12 C 0.3417(6) 0.1916(5) 0.5304(4) 0.0355(15) Uani 1 1 d . . . H12A H 0.3490 0.2570 0.5419 0.043 Uiso 1 1 calc R . . C24 C 0.4657(7) 0.4113(5) 0.6115(4) 0.0417(17) Uani 1 1 d . . . C30 C 0.8445(7) 0.1906(6) 0.7533(4) 0.0489(19) Uani 1 1 d . . . H30A H 0.7850 0.2063 0.7177 0.073 Uiso 1 1 calc R . . H30B H 0.8647 0.1301 0.7282 0.073 Uiso 1 1 calc R . . H30C H 0.9153 0.2378 0.7681 0.073 Uiso 1 1 calc R . . C14 C 0.4735(6) 0.2122(5) 0.6570(4) 0.0339(14) Uani 1 1 d . . . C3 C 0.5743(6) 0.0173(5) 0.7356(4) 0.0424(17) Uani 1 1 d . . . H3A H 0.6201 0.0520 0.7844 0.051 Uiso 1 1 calc R . . C22 C 0.7958(7) 0.1868(4) 0.8242(4) 0.0389(16) Uani 1 1 d . . . C6 C 0.4387(6) -0.0864(4) 0.5925(4) 0.0348(14) Uani 1 1 d . . . C21 C 0.8638(7) 0.1655(5) 0.8836(4) 0.0462(19) Uani 1 1 d . . . H21A H 0.9418 0.1542 0.8798 0.055 Uiso 1 1 calc R . . C19 C 0.7070(8) 0.1770(5) 0.9535(5) 0.050(2) Uani 1 1 d . . . H19A H 0.6780 0.1739 0.9983 0.060 Uiso 1 1 calc R . . C18 C 0.6320(7) 0.1985(5) 0.8951(4) 0.0428(17) Uani 1 1 d . . . C31 C 0.5775(7) 0.3932(5) 0.5801(4) 0.0476(19) Uani 1 1 d . . . H31A H 0.6132 0.3480 0.6009 0.071 Uiso 1 1 calc R . . H31B H 0.6334 0.4512 0.5951 0.071 Uiso 1 1 calc R . . H31C H 0.5581 0.3687 0.5239 0.071 Uiso 1 1 calc R . . C7 C 0.3682(7) -0.1395(5) 0.5202(4) 0.0404(16) Uani 1 1 d . . . H7A H 0.3611 -0.2051 0.5054 0.048 Uiso 1 1 calc R . . C28 C 0.3101(7) 0.3719(5) 0.6793(4) 0.0430(17) Uani 1 1 d . . . C29 C 0.5049(8) 0.2063(7) 0.9004(6) 0.065(3) Uani 1 1 d . . . H29A H 0.4664 0.2207 0.8552 0.098 Uiso 1 1 calc R . . H29B H 0.5015 0.2557 0.9469 0.098 Uiso 1 1 calc R . . H29C H 0.4641 0.1474 0.9025 0.098 Uiso 1 1 calc R . . C4 C 0.5578(7) -0.0808(5) 0.7130(5) 0.0428(17) Uani 1 1 d . . . H4A H 0.5923 -0.1118 0.7465 0.051 Uiso 1 1 calc R . . C32 C 0.2578(7) 0.3151(7) 0.7242(5) 0.059(2) Uani 1 1 d . . . H32A H 0.1815 0.3326 0.7337 0.089 Uiso 1 1 calc R . . H32B H 0.3111 0.3262 0.7733 0.089 Uiso 1 1 calc R . . H32C H 0.2467 0.2493 0.6950 0.089 Uiso 1 1 calc R . . C25 C 0.4000(9) 0.4739(5) 0.5899(4) 0.056(2) Uani 1 1 d . . . H25A H 0.4303 0.5097 0.5603 0.067 Uiso 1 1 calc R . . C8 C 0.3120(6) -0.1000(4) 0.4725(4) 0.0360(15) Uani 1 1 d . . . H8A H 0.2658 -0.1377 0.4248 0.043 Uiso 1 1 calc R . . C77 C 0.3739(9) 0.0832(6) 0.0617(5) 0.059(2) Uani 1 1 d . . . H77A H 0.3542 0.0236 0.0247 0.070 Uiso 1 1 calc R . . C27 C 0.2473(9) 0.4341(6) 0.6541(5) 0.063(3) Uani 1 1 d . . . H27A H 0.1722 0.4415 0.6674 0.075 Uiso 1 1 calc R . . C26 C 0.2917(9) 0.4850(6) 0.6107(5) 0.066(3) Uani 1 1 d . . . H26A H 0.2479 0.5277 0.5950 0.080 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br3 0.0535(5) 0.0426(4) 0.0413(4) 0.0138(3) -0.0015(3) 0.0051(3) Br4 0.0463(4) 0.0466(4) 0.0521(5) 0.0206(3) 0.0029(3) 0.0072(3) Ni2 0.0330(5) 0.0455(5) 0.0301(4) 0.0168(4) 0.0076(3) 0.0133(4) N4 0.025(3) 0.034(3) 0.026(3) 0.003(2) 0.008(2) 0.004(2) N3 0.021(2) 0.040(3) 0.024(2) 0.009(2) 0.0103(19) 0.004(2) C46 0.035(4) 0.045(4) 0.034(3) 0.018(3) 0.011(3) 0.017(3) C47 0.032(3) 0.054(4) 0.036(4) 0.025(3) 0.016(3) 0.020(3) C48 0.026(3) 0.040(3) 0.035(3) 0.020(3) 0.015(3) 0.012(3) C49 0.042(4) 0.036(3) 0.032(3) 0.013(3) 0.010(3) 0.003(3) C50 0.044(4) 0.031(3) 0.035(3) 0.015(3) 0.009(3) 0.008(3) C51 0.043(4) 0.033(3) 0.029(3) 0.003(3) 0.009(3) 0.002(3) C52 0.030(3) 0.035(3) 0.034(3) 0.012(3) 0.006(3) 0.006(3) C53 0.032(3) 0.030(3) 0.030(3) 0.005(3) 0.008(3) 0.006(3) C54 0.036(3) 0.025(3) 0.027(3) 0.001(2) 0.003(2) -0.003(3) C55 0.036(4) 0.025(3) 0.028(3) 0.005(2) 0.004(3) 0.005(3) C56 0.025(3) 0.038(3) 0.031(3) 0.012(3) 0.002(2) 0.010(3) C57 0.035(4) 0.043(4) 0.044(4) 0.020(3) 0.016(3) 0.008(3) C58 0.033(3) 0.037(3) 0.031(3) 0.011(3) 0.008(3) 0.006(3) C59 0.047(4) 0.056(4) 0.043(4) 0.026(3) 0.027(3) 0.022(4) C60 0.038(4) 0.040(4) 0.034(4) 0.016(3) -0.002(3) 0.010(3) C61 0.027(3) 0.043(4) 0.040(4) 0.018(3) 0.012(3) 0.007(3) C62 0.033(4) 0.051(4) 0.031(3) 0.015(3) 0.016(3) 0.012(3) C63 0.037(4) 0.047(4) 0.053(4) 0.027(3) 0.024(3) 0.022(3) C64 0.031(4) 0.080(6) 0.060(5) 0.033(5) 0.021(3) 0.024(4) C65 0.026(3) 0.056(4) 0.041(4) 0.026(3) 0.007(3) 0.005(3) C66 0.034(4) 0.027(3) 0.037(3) 0.005(3) 0.012(3) 0.000(3) C67 0.039(4) 0.047(4) 0.061(5) 0.013(4) 0.009(4) 0.009(3) C68 0.042(4) 0.048(4) 0.033(3) 0.017(3) 0.014(3) 0.020(3) C69 0.074(6) 0.047(4) 0.048(5) 0.006(4) 0.011(4) 0.020(4) C70 0.032(4) 0.041(4) 0.046(4) 0.019(3) 0.000(3) 0.008(3) C71 0.054(5) 0.071(5) 0.052(5) 0.033(4) 0.039(4) 0.028(4) C72 0.023(4) 0.058(5) 0.076(6) 0.034(4) 0.016(3) 0.006(3) C73 0.069(6) 0.064(6) 0.095(7) 0.044(5) 0.051(6) 0.042(5) C74 0.054(5) 0.067(5) 0.049(5) 0.028(4) 0.026(4) 0.021(4) C75 0.038(4) 0.059(5) 0.054(5) 0.017(4) 0.009(3) -0.006(4) C76 0.055(5) 0.051(5) 0.043(4) 0.006(4) 0.013(4) 0.007(4) Br1 0.0415(4) 0.0565(5) 0.0427(4) 0.0145(3) 0.0104(3) 0.0079(3) Br2 0.0387(4) 0.0541(4) 0.0430(4) 0.0214(3) 0.0034(3) 0.0005(3) Ni1 0.0367(5) 0.0364(5) 0.0345(5) 0.0137(4) -0.0008(4) 0.0030(4) N1 0.042(3) 0.041(3) 0.031(3) 0.015(2) 0.001(2) 0.006(3) N2 0.028(3) 0.036(3) 0.031(3) 0.012(2) 0.003(2) 0.001(2) C9 0.034(3) 0.035(3) 0.030(3) 0.008(3) 0.011(3) 0.004(3) C23 0.038(4) 0.042(4) 0.023(3) 0.010(3) 0.006(3) 0.014(3) C2 0.030(3) 0.033(3) 0.038(4) 0.015(3) 0.004(3) 0.004(3) C13 0.025(3) 0.029(3) 0.039(3) 0.012(3) 0.004(2) 0.006(2) C17 0.026(3) 0.039(4) 0.041(4) 0.021(3) 0.002(3) 0.006(3) C20 0.058(5) 0.044(4) 0.034(4) 0.021(3) -0.003(3) 0.015(4) C11 0.035(4) 0.043(4) 0.028(3) 0.012(3) 0.005(3) 0.004(3) C15 0.027(3) 0.033(3) 0.045(4) 0.014(3) 0.014(3) 0.003(3) C5 0.031(4) 0.033(3) 0.060(5) 0.022(3) 0.014(3) 0.011(3) C10 0.046(4) 0.033(3) 0.031(3) 0.010(3) 0.001(3) -0.004(3) C1 0.027(3) 0.036(3) 0.038(4) 0.014(3) 0.011(3) 0.009(3) C16 0.024(3) 0.036(3) 0.031(3) 0.008(3) 0.008(2) 0.001(3) C12 0.033(4) 0.040(4) 0.033(3) 0.014(3) 0.000(3) 0.004(3) C24 0.060(5) 0.030(3) 0.031(3) 0.009(3) -0.001(3) 0.005(3) C30 0.049(5) 0.051(4) 0.043(4) 0.014(4) 0.002(3) 0.004(4) C14 0.024(3) 0.037(3) 0.041(4) 0.018(3) -0.001(3) 0.001(3) C3 0.042(4) 0.034(4) 0.048(4) 0.016(3) -0.005(3) 0.000(3) C22 0.052(4) 0.024(3) 0.035(4) 0.005(3) -0.004(3) 0.008(3) C6 0.036(4) 0.030(3) 0.045(4) 0.016(3) 0.017(3) 0.011(3) C21 0.045(4) 0.038(4) 0.049(4) 0.013(3) -0.010(3) 0.006(3) C19 0.062(5) 0.052(4) 0.046(4) 0.026(4) 0.009(4) 0.021(4) C18 0.051(5) 0.044(4) 0.043(4) 0.023(3) 0.015(3) 0.011(3) C31 0.055(5) 0.045(4) 0.049(4) 0.025(4) 0.010(4) 0.006(4) C7 0.051(4) 0.030(3) 0.038(4) 0.004(3) 0.015(3) 0.003(3) C28 0.039(4) 0.059(5) 0.028(3) 0.005(3) 0.003(3) 0.020(3) C29 0.054(5) 0.090(7) 0.083(7) 0.059(6) 0.032(5) 0.033(5) C4 0.038(4) 0.038(4) 0.057(5) 0.016(3) 0.012(3) 0.013(3) C32 0.034(4) 0.092(7) 0.045(5) 0.017(4) 0.007(3) -0.003(4) C25 0.084(7) 0.033(4) 0.041(4) 0.015(3) -0.014(4) -0.003(4) C8 0.044(4) 0.034(3) 0.028(3) 0.006(3) 0.010(3) 0.001(3) C77 0.080(7) 0.051(5) 0.060(5) 0.017(4) 0.045(5) 0.033(5) C27 0.065(6) 0.060(5) 0.049(5) -0.005(4) -0.005(4) 0.029(5) C26 0.068(6) 0.056(5) 0.065(6) 0.008(4) -0.020(5) 0.034(5) _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 Br3 Ni2 2.3401(15) . ? Br4 Ni2 2.3565(13) . ? Ni2 N4 1.986(5) . ? Ni2 N3 1.995(5) . ? N4 C55 1.293(8) . ? N4 C48 1.454(8) . ? N3 C53 1.304(8) . ? N3 C47 1.429(8) . ? C46 C58 1.395(9) . ? C46 C63 1.421(9) . ? C46 H46A 0.9500 . ? C47 C68 1.409(10) . ? C47 C65 1.418(10) . ? C48 C62 1.400(9) . ? C48 C57 1.402(9) . ? C49 C59 1.379(10) . ? C49 C51 1.397(10) . ? C49 H49A 0.9500 . ? C50 C60 1.335(10) . ? C50 C51 1.445(9) . ? C50 H50A 0.9500 . ? C51 C54 1.443(9) . ? C52 C70 1.394(10) . ? C52 C60 1.425(9) . ? C52 C56 1.435(8) . ? C53 C58 1.470(9) . ? C53 C55 1.530(9) . ? C54 C66 1.410(9) . ? C54 C56 1.439(9) . ? C55 C66 1.453(9) . ? C56 C58 1.425(9) . ? C57 C77 1.429(10) . ? C57 C76 1.513(10) . ? C59 C61 1.387(9) . ? C59 H59A 0.9500 . ? C60 H60A 0.9500 . ? C61 C66 1.420(9) . ? C61 H61A 0.9500 . ? C62 C64 1.406(10) . ? C62 C75 1.499(10) . ? C63 C70 1.387(10) . ? C63 H63A 0.9500 . ? C64 C73 1.369(13) . ? C64 H64A 0.9500 . ? C65 C72 1.387(10) . ? C65 C67 1.516(10) . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 C74 1.393(10) . ? C68 C69 1.487(11) . ? C69 H69A 0.9800 . ? C69 H69B 0.9800 . ? C69 H69C 0.9800 . ? C70 H70A 0.9500 . ? C71 C74 1.393(12) . ? C71 C72 1.393(11) . ? C71 H71A 0.9500 . ? C72 H72A 0.9500 . ? C73 C77 1.379(13) . ? C73 H73A 0.9500 . ? C74 H74A 0.9500 . ? C75 H75A 0.9800 . ? C75 H75B 0.9800 . ? C75 H75C 0.9800 . ? C76 H76A 0.9800 . ? C76 H76B 0.9800 . ? C76 H76C 0.9800 . ? Br1 Ni1 2.3541(14) . ? Br2 Ni1 2.3648(13) . ? Ni1 N1 1.994(6) . ? Ni1 N2 1.998(5) . ? N1 C1 1.303(8) . ? N1 C17 1.444(8) . ? N2 C14 1.291(8) . ? N2 C23 1.426(8) . ? C9 C10 1.382(9) . ? C9 C16 1.415(8) . ? C9 C8 1.455(9) . ? C23 C24 1.380(10) . ? C23 C28 1.422(10) . ? C2 C3 1.395(9) . ? C2 C15 1.411(9) . ? C2 C1 1.507(9) . ? C13 C12 1.404(8) . ? C13 C16 1.434(9) . ? C13 C14 1.469(9) . ? C17 C22 1.378(10) . ? C17 C18 1.422(10) . ? C20 C19 1.368(11) . ? C20 C21 1.382(11) . ? C20 H20A 0.9500 . ? C11 C10 1.383(9) . ? C11 C12 1.411(9) . ? C11 H11A 0.9500 . ? C15 C6 1.429(9) . ? C15 C16 1.436(9) . ? C5 C4 1.354(10) . ? C5 C6 1.412(9) . ? C5 H5A 0.9500 . ? C10 H10A 0.9500 . ? C1 C14 1.516(9) . ? C12 H12A 0.9500 . ? C24 C25 1.391(10) . ? C24 C31 1.521(11) . ? C30 C22 1.513(10) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C3 C4 1.418(10) . ? C3 H3A 0.9500 . ? C22 C21 1.391(9) . ? C6 C7 1.426(9) . ? C21 H21A 0.9500 . ? C19 C18 1.419(10) . ? C19 H19A 0.9500 . ? C18 C29 1.509(11) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C7 C8 1.333(10) . ? C7 H7A 0.9500 . ? C28 C27 1.396(11) . ? C28 C32 1.497(11) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C4 H4A 0.9500 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C25 C26 1.383(13) . ? C25 H25A 0.9500 . ? C8 H8A 0.9500 . ? C77 H77A 0.9500 . ? C27 C26 1.376(14) . ? C27 H27A 0.9500 . ? C26 H26A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Ni2 N3 80.4(2) . . ? N4 Ni2 Br3 117.63(15) . . ? N3 Ni2 Br3 117.80(15) . . ? N4 Ni2 Br4 108.60(15) . . ? N3 Ni2 Br4 106.79(16) . . ? Br3 Ni2 Br4 119.05(5) . . ? C55 N4 C48 126.9(5) . . ? C55 N4 Ni2 116.3(4) . . ? C48 N4 Ni2 116.4(4) . . ? C53 N3 C47 127.5(5) . . ? C53 N3 Ni2 115.8(4) . . ? C47 N3 Ni2 116.3(4) . . ? C58 C46 C63 121.3(6) . . ? C58 C46 H46A 119.3 . . ? C63 C46 H46A 119.3 . . ? C68 C47 C65 122.2(6) . . ? C68 C47 N3 118.3(6) . . ? C65 C47 N3 119.1(6) . . ? C62 C48 C57 124.0(6) . . ? C62 C48 N4 119.3(6) . . ? C57 C48 N4 116.5(6) . . ? C59 C49 C51 121.8(6) . . ? C59 C49 H49A 119.1 . . ? C51 C49 H49A 119.1 . . ? C60 C50 C51 121.3(6) . . ? C60 C50 H50A 119.3 . . ? C51 C50 H50A 119.3 . . ? C49 C51 C54 118.3(6) . . ? C49 C51 C50 121.9(6) . . ? C54 C51 C50 119.6(6) . . ? C70 C52 C60 121.2(6) . . ? C70 C52 C56 119.8(6) . . ? C60 C52 C56 118.9(6) . . ? N3 C53 C58 127.2(6) . . ? N3 C53 C55 113.4(5) . . ? C58 C53 C55 118.8(6) . . ? C66 C54 C56 122.4(6) . . ? C66 C54 C51 119.7(6) . . ? C56 C54 C51 117.7(6) . . ? N4 C55 C66 127.4(6) . . ? N4 C55 C53 113.7(5) . . ? C66 C55 C53 118.7(6) . . ? C58 C56 C52 118.0(6) . . ? C58 C56 C54 121.5(6) . . ? C52 C56 C54 120.5(6) . . ? C48 C57 C77 116.4(7) . . ? C48 C57 C76 123.4(6) . . ? C77 C57 C76 120.2(7) . . ? C46 C58 C56 120.2(6) . . ? C46 C58 C53 121.5(6) . . ? C56 C58 C53 118.3(6) . . ? C49 C59 C61 120.4(7) . . ? C49 C59 H59A 119.8 . . ? C61 C59 H59A 119.8 . . ? C50 C60 C52 121.8(6) . . ? C50 C60 H60A 119.1 . . ? C52 C60 H60A 119.1 . . ? C59 C61 C66 120.5(6) . . ? C59 C61 H61A 119.8 . . ? C66 C61 H61A 119.8 . . ? C48 C62 C64 116.6(7) . . ? C48 C62 C75 122.0(6) . . ? C64 C62 C75 121.3(7) . . ? C70 C63 C46 118.0(6) . . ? C70 C63 H63A 121.0 . . ? C46 C63 H63A 121.0 . . ? C73 C64 C62 121.2(8) . . ? C73 C64 H64A 119.4 . . ? C62 C64 H64A 119.4 . . ? C72 C65 C47 118.2(7) . . ? C72 C65 C67 119.6(7) . . ? C47 C65 C67 122.1(6) . . ? C54 C66 C61 119.2(6) . . ? C54 C66 C55 118.5(6) . . ? C61 C66 C55 122.3(6) . . ? C65 C67 H67A 109.5 . . ? C65 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? C65 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C74 C68 C47 117.5(7) . . ? C74 C68 C69 120.3(7) . . ? C47 C68 C69 121.9(7) . . ? C68 C69 H69A 109.5 . . ? C68 C69 H69B 109.5 . . ? H69A C69 H69B 109.5 . . ? C68 C69 H69C 109.5 . . ? H69A C69 H69C 109.5 . . ? H69B C69 H69C 109.5 . . ? C63 C70 C52 122.4(6) . . ? C63 C70 H70A 118.8 . . ? C52 C70 H70A 118.8 . . ? C74 C71 C72 120.8(7) . . ? C74 C71 H71A 119.6 . . ? C72 C71 H71A 119.6 . . ? C65 C72 C71 120.3(7) . . ? C65 C72 H72A 119.9 . . ? C71 C72 H72A 119.9 . . ? C64 C73 C77 121.8(8) . . ? C64 C73 H73A 119.1 . . ? C77 C73 H73A 119.1 . . ? C71 C74 C68 120.9(8) . . ? C71 C74 H74A 119.5 . . ? C68 C74 H74A 119.5 . . ? C62 C75 H75A 109.5 . . ? C62 C75 H75B 109.5 . . ? H75A C75 H75B 109.5 . . ? C62 C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? C57 C76 H76A 109.5 . . ? C57 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C57 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? N1 Ni1 N2 79.9(2) . . ? N1 Ni1 Br1 116.38(18) . . ? N2 Ni1 Br1 111.35(17) . . ? N1 Ni1 Br2 113.16(19) . . ? N2 Ni1 Br2 111.89(16) . . ? Br1 Ni1 Br2 118.02(5) . . ? C1 N1 C17 126.0(6) . . ? C1 N1 Ni1 115.6(4) . . ? C17 N1 Ni1 118.4(4) . . ? C14 N2 C23 127.4(5) . . ? C14 N2 Ni1 116.5(4) . . ? C23 N2 Ni1 116.1(4) . . ? C10 C9 C16 121.6(6) . . ? C10 C9 C8 119.5(6) . . ? C16 C9 C8 118.9(6) . . ? C24 C23 C28 122.6(7) . . ? C24 C23 N2 121.8(6) . . ? C28 C23 N2 115.6(6) . . ? C3 C2 C15 120.3(6) . . ? C3 C2 C1 121.0(6) . . ? C15 C2 C1 118.7(6) . . ? C12 C13 C16 118.3(6) . . ? C12 C13 C14 122.2(6) . . ? C16 C13 C14 119.4(5) . . ? C22 C17 C18 122.8(6) . . ? C22 C17 N1 121.2(6) . . ? C18 C17 N1 116.0(6) . . ? C19 C20 C21 119.6(7) . . ? C19 C20 H20A 120.2 . . ? C21 C20 H20A 120.2 . . ? C10 C11 C12 119.4(6) . . ? C10 C11 H11A 120.3 . . ? C12 C11 H11A 120.3 . . ? C2 C15 C6 118.5(6) . . ? C2 C15 C16 123.2(6) . . ? C6 C15 C16 118.3(6) . . ? C4 C5 C6 121.5(6) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.3 . . ? C9 C10 C11 120.4(6) . . ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 . . ? N1 C1 C2 127.8(6) . . ? N1 C1 C14 114.4(6) . . ? C2 C1 C14 117.8(6) . . ? C9 C16 C13 118.6(6) . . ? C9 C16 C15 120.5(6) . . ? C13 C16 C15 121.0(6) . . ? C13 C12 C11 121.6(6) . . ? C13 C12 H12A 119.2 . . ? C11 C12 H12A 119.2 . . ? C23 C24 C25 117.9(8) . . ? C23 C24 C31 122.2(6) . . ? C25 C24 C31 119.7(7) . . ? C22 C30 H30A 109.5 . . ? C22 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C22 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N2 C14 C13 127.3(6) . . ? N2 C14 C1 113.1(5) . . ? C13 C14 C1 119.6(6) . . ? C2 C3 C4 120.3(6) . . ? C2 C3 H3A 119.8 . . ? C4 C3 H3A 119.8 . . ? C17 C22 C21 118.9(7) . . ? C17 C22 C30 120.6(6) . . ? C21 C22 C30 120.5(7) . . ? C5 C6 C7 120.8(6) . . ? C5 C6 C15 119.4(6) . . ? C7 C6 C15 119.7(6) . . ? C20 C21 C22 120.9(8) . . ? C20 C21 H21A 119.6 . . ? C22 C21 H21A 119.6 . . ? C20 C19 C18 122.8(8) . . ? C20 C19 H19A 118.6 . . ? C18 C19 H19A 118.6 . . ? C19 C18 C17 115.0(7) . . ? C19 C18 C29 120.6(7) . . ? C17 C18 C29 124.1(7) . . ? C24 C31 H31A 109.5 . . ? C24 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C24 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C8 C7 C6 122.1(6) . . ? C8 C7 H7A 118.9 . . ? C6 C7 H7A 118.9 . . ? C27 C28 C23 116.7(8) . . ? C27 C28 C32 120.3(8) . . ? C23 C28 C32 122.9(7) . . ? C18 C29 H29A 109.5 . . ? C18 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C18 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C5 C4 C3 119.9(7) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C28 C32 H32A 109.5 . . ? C28 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C28 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C26 C25 C24 121.4(8) . . ? C26 C25 H25A 119.3 . . ? C24 C25 H25A 119.3 . . ? C7 C8 C9 120.6(6) . . ? C7 C8 H8A 119.7 . . ? C9 C8 H8A 119.7 . . ? C73 C77 C57 120.0(8) . . ? C73 C77 H77A 120.0 . . ? C57 C77 H77A 120.0 . . ? C26 C27 C28 121.6(9) . . ? C26 C27 H27A 119.2 . . ? C28 C27 H27A 119.2 . . ? C27 C26 C25 119.9(8) . . ? C27 C26 H26A 120.1 . . ? C25 C26 H26A 120.1 . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.760 _refine_diff_density_min -1.022 _refine_diff_density_rms 0.138 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.500 505.5 140.7 _platon_squeeze_details ; ? ; #==END data_C2 _database_code_depnum_ccdc_archive 'CCDC 903465' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H30 Br2 N2 Ni' _chemical_formula_weight 685.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.873(3) _cell_length_b 16.510(3) _cell_length_c 16.616(3) _cell_angle_alpha 99.21(3) _cell_angle_beta 101.46(3) _cell_angle_gamma 113.54(3) _cell_volume 3533.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.30 _cell_measurement_theta_max 27.41 _exptl_crystal_description Plate _exptl_crystal_colour red _exptl_crystal_size_max 0.2600 _exptl_crystal_size_mid 0.2400 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.288 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 2.832 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.5261 _exptl_absorpt_correction_T_max 1.0000 _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 'Saturn724+ CCD' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45507 _diffrn_reflns_av_R_equivalents 0.1035 _diffrn_reflns_av_sigmaI/netI 0.1212 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 27.41 _reflns_number_total 15927 _reflns_number_gt 9313 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1418P)^2^+1.5418P] 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 15927 _refine_ls_number_parameters 703 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1506 _refine_ls_R_factor_gt 0.0995 _refine_ls_wR_factor_ref 0.2991 _refine_ls_wR_factor_gt 0.2617 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 Br1 Br 0.33712(8) 0.28460(6) 0.37980(6) 0.0549(3) Uani 1 1 d . . . N1 N 0.3002(4) 0.2779(4) 0.1569(4) 0.0335(13) Uani 1 1 d . . . Br2 Br 0.18313(8) 0.05268(6) 0.19132(6) 0.0577(3) Uani 1 1 d . . . N3 N 0.1883(5) -0.2415(4) 0.3489(4) 0.0402(15) Uani 1 1 d . . . Br3 Br -0.00524(7) -0.46859(6) 0.32005(6) 0.0532(3) Uani 1 1 d . . . N4 N 0.2634(5) -0.3238(4) 0.4364(4) 0.0360(14) Uani 1 1 d . . . Br4 Br 0.21752(7) -0.42815(7) 0.21178(6) 0.0576(3) Uani 1 1 d . . . C23 C 0.0360(5) 0.2092(5) 0.2116(4) 0.0335(16) Uani 1 1 d . . . Ni2 Ni 0.16254(8) -0.37254(7) 0.32244(6) 0.0411(3) Uani 1 1 d . . . C13A C 0.3050(5) -0.0850(5) 0.4424(5) 0.0334(16) Uani 1 1 d . . . Ni1 Ni 0.23837(8) 0.21228(7) 0.23707(7) 0.0419(3) Uani 1 1 d . . . N2 N 0.1263(5) 0.2423(4) 0.1843(4) 0.0371(14) Uani 1 1 d . . . C15 C 0.1975(5) 0.3735(4) -0.0068(5) 0.0336(16) Uani 1 1 d . . . C14 C 0.1455(5) 0.2894(5) 0.1282(4) 0.0352(16) Uani 1 1 d . . . C16 C 0.1025(6) 0.3613(5) 0.0155(5) 0.0401(18) Uani 1 1 d . . . C19A C 0.2107(5) -0.4947(4) 0.5635(5) 0.0355(17) Uani 1 1 d . . . H19A H 0.1669 -0.5173 0.5975 0.043 Uiso 1 1 calc R . . C13 C 0.0788(6) 0.3256(4) 0.0855(5) 0.0368(17) Uani 1 1 d . . . C6A C 0.4844(5) -0.0325(5) 0.6605(5) 0.0363(17) Uani 1 1 d . . . C18 C 0.4872(6) 0.3631(5) 0.2160(5) 0.0397(18) Uani 1 1 d . . . C22A C 0.3419(6) -0.4283(5) 0.4618(5) 0.0385(18) Uani 1 1 d . . . C22 C 0.4119(6) 0.2176(5) 0.1055(5) 0.0365(16) Uani 1 1 d . . . C24 C -0.0485(6) 0.1246(5) 0.1609(5) 0.0442(19) Uani 1 1 d . . . C17A C 0.2756(6) -0.3901(5) 0.4792(5) 0.0371(17) Uani 1 1 d . . . C18A C 0.2108(6) -0.4202(6) 0.5302(5) 0.0404(18) Uani 1 1 d . . . C28 C 0.0342(6) 0.2587(5) 0.2870(5) 0.0394(17) Uani 1 1 d . . . C20A C 0.2729(7) -0.5342(5) 0.5471(5) 0.046(2) Uani 1 1 d . . . C15A C 0.3745(6) -0.0392(5) 0.5253(5) 0.0398(18) Uani 1 1 d . . . C11 C -0.0711(6) 0.3532(6) 0.0602(5) 0.046(2) Uani 1 1 d . . . H11A H -0.1293 0.3517 0.0765 0.055 Uiso 1 1 calc R . . C2A C 0.3854(6) -0.1794(5) 0.5510(5) 0.0373(17) Uani 1 1 d . . . C27A C 0.0395(7) -0.2112(5) 0.3304(5) 0.0444(19) Uani 1 1 d . . . C1A C 0.3110(6) -0.2345(5) 0.4678(5) 0.0368(17) Uani 1 1 d . . . C10A C 0.3790(5) 0.1059(5) 0.5028(5) 0.0389(18) Uani 1 1 d . . . H10A H 0.4006 0.1697 0.5235 0.047 Uiso 1 1 calc R . . C31A C 0.1231(6) -0.2055(5) 0.2174(5) 0.0430(19) Uani 1 1 d . . . C1 C 0.2459(6) 0.3080(4) 0.1090(5) 0.0369(17) Uani 1 1 d . . . C4A C 0.5020(6) -0.1683(5) 0.6834(5) 0.044(2) Uani 1 1 d . . . H4AA H 0.5325 -0.1971 0.7172 0.052 Uiso 1 1 calc R . . C2 C 0.2702(6) 0.3525(5) 0.0412(5) 0.0413(19) Uani 1 1 d . . . C33A C -0.1026(8) -0.1512(7) 0.1459(7) 0.071(3) Uani 1 1 d . . . H33A H -0.1519 -0.1468 0.1756 0.106 Uiso 1 1 calc R . . H33B H -0.1393 -0.1984 0.0916 0.106 Uiso 1 1 calc R . . H33C H -0.0644 -0.0920 0.1353 0.106 Uiso 1 1 calc R . . C11A C 0.3178(7) 0.0619(6) 0.4206(6) 0.053(2) Uani 1 1 d . . . H11B H 0.3012 0.0959 0.3842 0.064 Uiso 1 1 calc R . . C3 C 0.3621(6) 0.3684(5) 0.0176(6) 0.051(2) Uani 1 1 d . . . H3A H 0.4117 0.3538 0.0488 0.061 Uiso 1 1 calc R . . C30 C 0.3194(6) 0.1369(6) 0.0390(5) 0.048(2) Uani 1 1 d . . . H30A H 0.3424 0.0961 0.0092 0.072 Uiso 1 1 calc R . . H30B H 0.2860 0.1600 -0.0022 0.072 Uiso 1 1 calc R . . H30C H 0.2706 0.1029 0.0674 0.072 Uiso 1 1 calc R . . C17 C 0.4027(5) 0.2884(5) 0.1588(5) 0.0318(15) Uani 1 1 d . . . C9A C 0.4103(6) 0.0602(5) 0.5562(5) 0.047(2) Uani 1 1 d . . . C10 C -0.0492(6) 0.3867(5) -0.0074(5) 0.0396(18) Uani 1 1 d . . . H10B H -0.0932 0.4073 -0.0379 0.048 Uiso 1 1 calc R . . C27 C -0.0560(6) 0.2208(6) 0.3123(6) 0.046(2) Uani 1 1 d . . . H27A H -0.0609 0.2543 0.3619 0.056 Uiso 1 1 calc R . . C8A C 0.4776(6) 0.1072(6) 0.6443(5) 0.049(2) Uani 1 1 d . . . H8AA H 0.4964 0.1702 0.6671 0.058 Uiso 1 1 calc R . . C16A C 0.4146(5) -0.0846(5) 0.5803(5) 0.0350(16) Uani 1 1 d . . . C30A C 0.0500(7) -0.1865(5) 0.1690(6) 0.047(2) Uani 1 1 d . . . H30D H 0.0523 -0.1799 0.1136 0.057 Uiso 1 1 calc R . . C20 C 0.5971(7) 0.2986(6) 0.1760(6) 0.051(2) Uani 1 1 d . . . C29A C -0.0281(7) -0.1766(5) 0.2010(5) 0.048(2) Uani 1 1 d . . . C7A C 0.5124(6) 0.0625(5) 0.6925(5) 0.046(2) Uani 1 1 d . . . H7AA H 0.5562 0.0943 0.7488 0.055 Uiso 1 1 calc R . . C12A C 0.2797(6) -0.0333(5) 0.3905(5) 0.0412(18) Uani 1 1 d . . . H12A H 0.2359 -0.0635 0.3340 0.049 Uiso 1 1 calc R . . C32 C 0.1179(7) 0.3527(6) 0.3368(5) 0.052(2) Uani 1 1 d . . . H32A H 0.1746 0.3688 0.3113 0.077 Uiso 1 1 calc R . . H32B H 0.1427 0.3526 0.3960 0.077 Uiso 1 1 calc R . . H32C H 0.0907 0.3978 0.3354 0.077 Uiso 1 1 calc R . . C19 C 0.5844(5) 0.3660(6) 0.2198(5) 0.047(2) Uani 1 1 d . . . H19B H 0.6437 0.4188 0.2554 0.056 Uiso 1 1 calc R . . C23A C 0.4167(6) -0.3927(6) 0.4128(6) 0.047(2) Uani 1 1 d . . . H23A H 0.4542 -0.4295 0.4088 0.070 Uiso 1 1 calc R . . H23B H 0.4650 -0.3287 0.4421 0.070 Uiso 1 1 calc R . . H23C H 0.3797 -0.3964 0.3555 0.070 Uiso 1 1 calc R . . C26A C 0.1154(6) -0.2181(5) 0.2989(5) 0.0421(19) Uani 1 1 d . . . C6 C 0.2175(7) 0.4114(6) -0.0786(5) 0.048(2) Uani 1 1 d . . . C7 C 0.1441(8) 0.4336(6) -0.1261(6) 0.056(2) Uani 1 1 d . . . H7A H 0.1557 0.4549 -0.1747 0.067 Uiso 1 1 calc R . . C25 C -0.1331(6) 0.0894(6) 0.1919(6) 0.048(2) Uani 1 1 d . . . H25A H -0.1889 0.0318 0.1608 0.058 Uiso 1 1 calc R . . C5A C 0.5263(6) -0.0773(5) 0.7150(5) 0.0433(19) Uani 1 1 d . . . H5AA H 0.5696 -0.0445 0.7712 0.052 Uiso 1 1 calc R . . C4 C 0.3789(6) 0.4048(6) -0.0497(6) 0.049(2) Uani 1 1 d . . . H4A H 0.4420 0.4177 -0.0623 0.059 Uiso 1 1 calc R . . C26\ C -0.1377(7) 0.1363(7) 0.2671(6) 0.055(2) Uani 1 1 d . . . C14A C 0.2653(6) -0.1858(5) 0.4143(5) 0.0366(17) Uani 1 1 d . . . C3A C 0.4326(6) -0.2197(5) 0.6018(5) 0.0452(19) Uani 1 1 d . . . H3AA H 0.4179 -0.2821 0.5811 0.054 Uiso 1 1 calc R . . C28A C -0.0328(8) -0.1905(6) 0.2794(7) 0.063(3) Uani 1 1 d . . . H28A H -0.0861 -0.1861 0.3004 0.075 Uiso 1 1 calc R . . C21A C 0.3386(6) -0.4992(5) 0.4979(5) 0.0445(19) Uani 1 1 d . . . H21A H 0.3832 -0.5256 0.4888 0.053 Uiso 1 1 calc R . . C5 C 0.3072(7) 0.4235(6) -0.1002(6) 0.057(2) Uani 1 1 d . . . H5A H 0.3190 0.4444 -0.1489 0.068 Uiso 1 1 calc R . . C8 C 0.0584(7) 0.4255(6) -0.1046(5) 0.048(2) Uani 1 1 d . . . H8A H 0.0121 0.4426 -0.1373 0.057 Uiso 1 1 calc R . . C31 C -0.0472(7) 0.0755(6) 0.0765(5) 0.053(2) Uani 1 1 d . . . H31A H -0.1114 0.0191 0.0513 0.079 Uiso 1 1 calc R . . H31B H 0.0106 0.0602 0.0855 0.079 Uiso 1 1 calc R . . H31C H -0.0400 0.1153 0.0379 0.079 Uiso 1 1 calc R . . C12 C -0.0088(6) 0.3211(6) 0.1053(6) 0.048(2) Uani 1 1 d . . . H12B H -0.0268 0.2958 0.1505 0.057 Uiso 1 1 calc R . . C21 C 0.5099(7) 0.2222(7) 0.1161(6) 0.053(2) Uani 1 1 d . . . H21B H 0.5183 0.1744 0.0833 0.064 Uiso 1 1 calc R . . C29 C 0.4757(8) 0.4453(6) 0.2660(6) 0.062(3) Uani 1 1 d . . . H29A H 0.4028 0.4301 0.2552 0.093 Uiso 1 1 calc R . . H29B H 0.5101 0.4999 0.2470 0.093 Uiso 1 1 calc R . . H29C H 0.5069 0.4576 0.3272 0.093 Uiso 1 1 calc R . . C34 C -0.2348(8) 0.0983(8) 0.2958(8) 0.083(4) Uani 1 1 d . . . H34A H -0.2838 0.0385 0.2566 0.124 Uiso 1 1 calc R . . H34B H -0.2657 0.1408 0.2956 0.124 Uiso 1 1 calc R . . H34C H -0.2170 0.0914 0.3534 0.124 Uiso 1 1 calc R . . C24A C 0.2669(8) -0.6173(6) 0.5784(6) 0.058(2) Uani 1 1 d . . . H24A H 0.2175 -0.6319 0.6114 0.088 Uiso 1 1 calc R . . H24B H 0.3346 -0.6038 0.6145 0.088 Uiso 1 1 calc R . . H24C H 0.2449 -0.6697 0.5294 0.088 Uiso 1 1 calc R . . C34A C 0.0289(7) -0.2227(6) 0.4170(5) 0.047(2) Uani 1 1 d . . . H34D H 0.0832 -0.2367 0.4454 0.071 Uiso 1 1 calc R . . H34E H -0.0381 -0.2731 0.4102 0.071 Uiso 1 1 calc R . . H34F H 0.0348 -0.1659 0.4516 0.071 Uiso 1 1 calc R . . C25A C 0.1466(6) -0.3742(5) 0.5522(5) 0.046(2) Uani 1 1 d . . . H25B H 0.1561 -0.3249 0.5240 0.069 Uiso 1 1 calc R . . H25C H 0.1675 -0.3486 0.6141 0.069 Uiso 1 1 calc R . . H25D H 0.0743 -0.4192 0.5330 0.069 Uiso 1 1 calc R . . C32A C 0.2131(6) -0.2028(7) 0.1838(5) 0.052(2) Uani 1 1 d . . . H32D H 0.2025 -0.1934 0.1266 0.078 Uiso 1 1 calc R . . H32E H 0.2172 -0.2609 0.1815 0.078 Uiso 1 1 calc R . . H32F H 0.2771 -0.1523 0.2220 0.078 Uiso 1 1 calc R . . C9 C 0.0366(7) 0.3912(5) -0.0323(6) 0.050(2) Uani 1 1 d . . . C33 C 0.7021(7) 0.2975(8) 0.1852(7) 0.068(3) Uani 1 1 d . . . H33F H 0.7557 0.3530 0.2277 0.102 Uiso 1 1 calc R . . H33G H 0.7170 0.2953 0.1302 0.102 Uiso 1 1 calc R . . H33D H 0.7002 0.2434 0.2034 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0675(6) 0.0407(5) 0.0526(5) 0.0048(4) 0.0054(4) 0.0289(4) N1 0.031(3) 0.023(3) 0.039(3) 0.014(3) 0.008(3) 0.003(2) Br2 0.0620(6) 0.0344(4) 0.0624(6) 0.0131(4) 0.0053(5) 0.0133(4) N3 0.038(4) 0.029(3) 0.043(4) 0.005(3) 0.010(3) 0.007(3) Br3 0.0459(5) 0.0513(5) 0.0595(6) 0.0229(4) 0.0159(4) 0.0154(4) N4 0.031(3) 0.026(3) 0.056(4) 0.018(3) 0.016(3) 0.014(3) Br4 0.0534(6) 0.0636(6) 0.0552(6) 0.0117(5) 0.0159(4) 0.0268(5) C23 0.032(4) 0.038(4) 0.034(4) 0.015(3) 0.012(3) 0.015(3) Ni2 0.0427(6) 0.0275(5) 0.0438(6) 0.0065(4) 0.0034(4) 0.0118(4) C13A 0.019(3) 0.024(3) 0.051(4) 0.011(3) 0.004(3) 0.006(3) Ni1 0.0388(6) 0.0382(6) 0.0488(6) 0.0181(5) 0.0101(5) 0.0162(5) N2 0.033(3) 0.040(4) 0.030(3) 0.007(3) 0.004(3) 0.012(3) C15 0.035(4) 0.015(3) 0.043(4) -0.003(3) 0.008(3) 0.008(3) C14 0.032(4) 0.029(4) 0.031(4) 0.002(3) 0.000(3) 0.007(3) C16 0.039(4) 0.028(4) 0.052(5) 0.007(3) 0.009(4) 0.016(3) C19A 0.032(4) 0.018(3) 0.039(4) 0.008(3) -0.004(3) 0.001(3) C13 0.050(5) 0.016(3) 0.046(4) 0.016(3) 0.009(4) 0.016(3) C6A 0.030(4) 0.024(3) 0.043(4) -0.002(3) 0.004(3) 0.007(3) C18 0.034(4) 0.027(4) 0.054(5) 0.017(3) 0.008(3) 0.010(3) C22A 0.030(4) 0.033(4) 0.033(4) -0.008(3) -0.007(3) 0.010(3) C22 0.035(4) 0.026(4) 0.047(4) 0.015(3) 0.010(3) 0.011(3) C24 0.042(5) 0.036(4) 0.042(4) 0.009(4) 0.002(4) 0.010(4) C17A 0.042(4) 0.034(4) 0.033(4) 0.009(3) 0.008(3) 0.014(3) C18A 0.036(4) 0.044(4) 0.032(4) 0.008(3) -0.006(3) 0.018(4) C28 0.027(4) 0.037(4) 0.046(4) 0.012(4) 0.006(3) 0.009(3) C20A 0.048(5) 0.029(4) 0.047(5) 0.004(3) -0.002(4) 0.012(4) C15A 0.054(5) 0.030(4) 0.042(4) 0.022(3) 0.020(4) 0.018(4) C11 0.032(4) 0.043(5) 0.058(5) 0.012(4) 0.019(4) 0.008(4) C2A 0.048(5) 0.033(4) 0.031(4) 0.013(3) 0.014(3) 0.016(3) C27A 0.053(5) 0.032(4) 0.044(5) 0.011(3) 0.008(4) 0.017(4) C1A 0.033(4) 0.026(4) 0.043(4) 0.016(3) 0.013(3) 0.002(3) C10A 0.027(4) 0.020(3) 0.057(5) 0.003(3) 0.012(3) 0.000(3) C31A 0.050(5) 0.029(4) 0.041(4) 0.014(3) 0.009(4) 0.009(4) C1 0.053(5) 0.015(3) 0.034(4) 0.007(3) 0.006(3) 0.010(3) C4A 0.042(4) 0.025(4) 0.043(4) 0.000(3) -0.014(3) 0.010(3) C2 0.037(4) 0.035(4) 0.029(4) 0.007(3) -0.003(3) -0.001(3) C33A 0.076(7) 0.043(5) 0.079(7) 0.016(5) -0.010(6) 0.029(5) C11A 0.065(6) 0.036(4) 0.065(6) 0.025(4) 0.006(5) 0.030(4) C3 0.041(5) 0.031(4) 0.086(7) 0.016(4) 0.023(4) 0.020(4) C30 0.038(4) 0.042(5) 0.048(5) 0.001(4) 0.004(4) 0.011(4) C17 0.034(4) 0.025(3) 0.041(4) 0.012(3) 0.013(3) 0.014(3) C9A 0.048(5) 0.027(4) 0.038(4) 0.000(3) -0.012(4) 0.005(3) C10 0.042(4) 0.031(4) 0.051(5) 0.011(3) 0.011(4) 0.022(3) C27 0.044(5) 0.041(4) 0.058(5) 0.004(4) 0.019(4) 0.022(4) C8A 0.048(5) 0.030(4) 0.056(5) -0.003(4) 0.013(4) 0.012(4) C16A 0.033(4) 0.020(3) 0.047(4) 0.011(3) 0.007(3) 0.008(3) C30A 0.054(5) 0.029(4) 0.050(5) 0.008(4) 0.001(4) 0.017(4) C20 0.047(5) 0.049(5) 0.064(6) 0.019(4) 0.019(4) 0.024(4) C29A 0.057(5) 0.012(3) 0.051(5) -0.001(3) -0.007(4) 0.007(3) C7A 0.034(4) 0.029(4) 0.048(5) -0.004(4) -0.005(3) 0.004(3) C12A 0.040(4) 0.033(4) 0.043(4) 0.005(3) 0.009(3) 0.012(3) C32 0.052(5) 0.035(4) 0.051(5) -0.007(4) -0.006(4) 0.020(4) C19 0.018(4) 0.041(5) 0.053(5) 0.011(4) -0.003(3) -0.007(3) C23A 0.027(4) 0.039(4) 0.077(6) 0.018(4) 0.022(4) 0.013(3) C26A 0.032(4) 0.025(4) 0.064(5) 0.009(4) 0.003(4) 0.013(3) C6 0.071(6) 0.033(4) 0.050(5) 0.015(4) 0.018(4) 0.032(4) C7 0.078(7) 0.045(5) 0.052(5) 0.016(4) 0.023(5) 0.031(5) C25 0.031(4) 0.034(4) 0.067(6) -0.003(4) 0.013(4) 0.010(3) C5A 0.043(5) 0.035(4) 0.049(5) 0.008(4) 0.003(4) 0.021(4) C4 0.032(4) 0.056(5) 0.065(6) 0.015(5) 0.019(4) 0.024(4) C26\ 0.059(6) 0.053(5) 0.066(6) 0.030(5) 0.027(5) 0.028(5) C14A 0.033(4) 0.029(4) 0.038(4) -0.002(3) 0.002(3) 0.013(3) C3A 0.047(5) 0.029(4) 0.063(5) 0.007(4) 0.020(4) 0.020(4) C28A 0.060(6) 0.035(5) 0.083(7) 0.007(5) 0.007(5) 0.022(4) C21A 0.043(5) 0.026(4) 0.061(5) 0.007(4) 0.012(4) 0.015(3) C5 0.049(5) 0.053(6) 0.069(6) 0.018(5) 0.024(5) 0.020(4) C8 0.057(5) 0.039(4) 0.049(5) 0.017(4) 0.002(4) 0.027(4) C31 0.054(5) 0.032(4) 0.051(5) 0.003(4) 0.006(4) 0.006(4) C12 0.044(5) 0.040(4) 0.060(5) 0.021(4) 0.014(4) 0.018(4) C21 0.057(6) 0.058(6) 0.059(6) 0.017(5) 0.025(5) 0.036(5) C29 0.071(6) 0.026(4) 0.055(6) -0.009(4) -0.004(5) 0.007(4) C34 0.067(7) 0.073(8) 0.095(8) 0.009(6) 0.050(7) 0.010(6) C24A 0.065(6) 0.030(4) 0.069(6) 0.015(4) 0.009(5) 0.013(4) C34A 0.062(6) 0.040(5) 0.047(5) 0.003(4) 0.014(4) 0.032(4) C25A 0.039(4) 0.037(4) 0.055(5) 0.029(4) 0.007(4) 0.007(3) C32A 0.039(5) 0.059(6) 0.040(5) 0.014(4) 0.015(4) 0.003(4) C9 0.052(5) 0.021(4) 0.063(6) 0.000(4) 0.003(4) 0.014(4) C33 0.035(5) 0.082(8) 0.083(7) 0.029(6) 0.015(5) 0.021(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Ni1 2.3488(18) . ? N1 C1 1.313(9) . ? N1 C17 1.456(9) . ? N1 Ni1 1.987(6) . ? Br2 Ni1 2.3615(16) . ? N3 C14A 1.296(9) . ? N3 C26A 1.448(10) . ? N3 Ni2 1.997(6) . ? Br3 Ni2 2.3502(16) . ? N4 C1A 1.311(9) . ? N4 C17A 1.447(9) . ? N4 Ni2 1.975(6) . ? Br4 Ni2 2.3557(15) . ? C23 C28 1.393(11) . ? C23 C24 1.428(10) . ? C23 N2 1.430(9) . ? C13A C12A 1.406(10) . ? C13A C15A 1.419(11) . ? C13A C14A 1.481(9) . ? Ni1 N2 2.003(6) . ? N2 C14 1.309(9) . ? C15 C2 1.405(11) . ? C15 C6 1.461(11) . ? C15 C16 1.476(11) . ? C14 C13 1.474(10) . ? C14 C1 1.509(11) . ? C16 C9 1.428(11) . ? C16 C13 1.429(11) . ? C19A C20A 1.371(11) . ? C19A C18A 1.426(10) . ? C13 C12 1.383(12) . ? C6A C16A 1.402(10) . ? C6A C7A 1.428(10) . ? C6A C5A 1.454(10) . ? C18 C17 1.385(10) . ? C18 C19 1.416(11) . ? C18 C29 1.564(12) . ? C22A C21A 1.387(11) . ? C22A C17A 1.417(11) . ? C22A C23A 1.495(11) . ? C22 C21 1.403(11) . ? C22 C17 1.418(10) . ? C22 C30 1.533(10) . ? C24 C25 1.398(11) . ? C24 C31 1.512(12) . ? C17A C18A 1.404(11) . ? C18A C25A 1.501(11) . ? C28 C27 1.416(11) . ? C28 C32 1.511(10) . ? C20A C21A 1.405(12) . ? C20A C24A 1.519(11) . ? C15A C16A 1.454(10) . ? C15A C9A 1.471(10) . ? C11 C10 1.369(11) . ? C11 C12 1.394(11) . ? C2A C3A 1.402(11) . ? C2A C16A 1.415(10) . ? C2A C1A 1.466(11) . ? C27A C26A 1.370(12) . ? C27A C28A 1.420(12) . ? C27A C34A 1.512(11) . ? C1A C14A 1.526(10) . ? C10A C11A 1.372(12) . ? C10A C9A 1.380(11) . ? C31A C30A 1.390(11) . ? C31A C26A 1.422(11) . ? C31A C32A 1.537(12) . ? C1 C2 1.468(10) . ? C4A C5A 1.380(10) . ? C4A C3A 1.415(11) . ? C2 C3 1.432(12) . ? C33A C29A 1.528(12) . ? C11A C12A 1.403(11) . ? C3 C4 1.371(12) . ? C9A C8A 1.476(11) . ? C10 C9 1.396(12) . ? C27 C26\ 1.390(12) . ? C8A C7A 1.335(12) . ? C30A C29A 1.423(13) . ? C20 C19 1.328(12) . ? C20 C21 1.429(13) . ? C20 C33 1.547(12) . ? C29A C28A 1.370(13) . ? C6 C5 1.395(12) . ? C6 C7 1.421(12) . ? C7 C8 1.354(13) . ? C25 C26\ 1.390(12) . ? C4 C5 1.389(12) . ? C26\ C34 1.534(13) . ? C8 C9 1.447(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C17 127.1(6) . . ? C1 N1 Ni1 117.3(5) . . ? C17 N1 Ni1 115.6(4) . . ? C14A N3 C26A 125.5(7) . . ? C14A N3 Ni2 116.5(5) . . ? C26A N3 Ni2 117.8(5) . . ? C1A N4 C17A 125.6(6) . . ? C1A N4 Ni2 117.4(5) . . ? C17A N4 Ni2 116.9(5) . . ? C28 C23 C24 122.5(7) . . ? C28 C23 N2 119.4(7) . . ? C24 C23 N2 118.1(7) . . ? N4 Ni2 N3 79.1(3) . . ? N4 Ni2 Br3 114.27(18) . . ? N3 Ni2 Br3 110.72(19) . . ? N4 Ni2 Br4 114.78(18) . . ? N3 Ni2 Br4 118.95(19) . . ? Br3 Ni2 Br4 114.39(6) . . ? C12A C13A C15A 119.2(7) . . ? C12A C13A C14A 123.4(7) . . ? C15A C13A C14A 117.4(6) . . ? N1 Ni1 N2 80.0(3) . . ? N1 Ni1 Br1 112.57(18) . . ? N2 Ni1 Br1 120.85(18) . . ? N1 Ni1 Br2 112.32(18) . . ? N2 Ni1 Br2 109.32(19) . . ? Br1 Ni1 Br2 116.38(6) . . ? C14 N2 C23 128.5(6) . . ? C14 N2 Ni1 115.1(5) . . ? C23 N2 Ni1 116.4(5) . . ? C2 C15 C6 119.5(7) . . ? C2 C15 C16 121.4(7) . . ? C6 C15 C16 119.0(7) . . ? N2 C14 C13 125.3(7) . . ? N2 C14 C1 115.3(6) . . ? C13 C14 C1 119.4(7) . . ? C9 C16 C13 120.3(8) . . ? C9 C16 C15 117.8(8) . . ? C13 C16 C15 121.8(7) . . ? C20A C19A C18A 121.0(8) . . ? C12 C13 C16 118.3(7) . . ? C12 C13 C14 123.9(7) . . ? C16 C13 C14 117.7(7) . . ? C16A C6A C7A 122.3(7) . . ? C16A C6A C5A 119.1(7) . . ? C7A C6A C5A 118.5(7) . . ? C17 C18 C19 117.1(7) . . ? C17 C18 C29 120.7(7) . . ? C19 C18 C29 121.9(7) . . ? C21A C22A C17A 115.8(7) . . ? C21A C22A C23A 120.4(7) . . ? C17A C22A C23A 123.7(7) . . ? C21 C22 C17 117.8(7) . . ? C21 C22 C30 119.6(7) . . ? C17 C22 C30 122.6(7) . . ? C25 C24 C23 117.5(7) . . ? C25 C24 C31 121.2(7) . . ? C23 C24 C31 121.3(7) . . ? C18A C17A C22A 123.1(7) . . ? C18A C17A N4 116.3(7) . . ? C22A C17A N4 120.3(7) . . ? C17A C18A C19A 117.5(7) . . ? C17A C18A C25A 121.9(7) . . ? C19A C18A C25A 120.6(7) . . ? C23 C28 C27 116.7(7) . . ? C23 C28 C32 123.4(7) . . ? C27 C28 C32 119.6(7) . . ? C19A C20A C21A 119.0(7) . . ? C19A C20A C24A 120.2(8) . . ? C21A C20A C24A 120.7(8) . . ? C13A C15A C16A 123.5(7) . . ? C13A C15A C9A 118.2(6) . . ? C16A C15A C9A 118.2(7) . . ? C10 C11 C12 120.7(8) . . ? C3A C2A C16A 118.6(7) . . ? C3A C2A C1A 119.8(7) . . ? C16A C2A C1A 121.5(7) . . ? C26A C27A C28A 118.3(8) . . ? C26A C27A C34A 124.0(8) . . ? C28A C27A C34A 117.7(8) . . ? N4 C1A C2A 129.6(7) . . ? N4 C1A C14A 112.0(6) . . ? C2A C1A C14A 117.3(6) . . ? C11A C10A C9A 122.0(7) . . ? C30A C31A C26A 117.9(8) . . ? C30A C31A C32A 118.3(8) . . ? C26A C31A C32A 123.5(7) . . ? N1 C1 C2 128.2(8) . . ? N1 C1 C14 112.2(6) . . ? C2 C1 C14 119.6(7) . . ? C5A C4A C3A 121.3(7) . . ? C15 C2 C3 118.6(7) . . ? C15 C2 C1 119.0(7) . . ? C3 C2 C1 122.2(8) . . ? C10A C11A C12A 119.9(7) . . ? C4 C3 C2 120.4(8) . . ? C18 C17 C22 122.0(7) . . ? C18 C17 N1 119.6(6) . . ? C22 C17 N1 118.2(6) . . ? C10A C9A C15A 119.2(7) . . ? C10A C9A C8A 122.4(7) . . ? C15A C9A C8A 118.4(7) . . ? C11 C10 C9 121.3(8) . . ? C26\ C27 C28 122.5(8) . . ? C7A C8A C9A 121.0(7) . . ? C6A C16A C2A 121.3(7) . . ? C6A C16A C15A 118.9(7) . . ? C2A C16A C15A 119.8(7) . . ? C31A C30A C29A 121.3(8) . . ? C19 C20 C21 119.3(8) . . ? C19 C20 C33 123.8(9) . . ? C21 C20 C33 116.9(8) . . ? C28A C29A C30A 118.4(8) . . ? C28A C29A C33A 123.2(10) . . ? C30A C29A C33A 118.3(9) . . ? C8A C7A C6A 120.8(7) . . ? C11A C12A C13A 121.3(7) . . ? C20 C19 C18 123.4(8) . . ? C27A C26A C31A 122.1(7) . . ? C27A C26A N3 119.1(8) . . ? C31A C26A N3 118.8(7) . . ? C5 C6 C7 121.3(9) . . ? C5 C6 C15 119.6(8) . . ? C7 C6 C15 119.2(8) . . ? C8 C7 C6 122.3(9) . . ? C26\ C25 C24 121.8(8) . . ? C4A C5A C6A 118.8(7) . . ? C3 C4 C5 122.5(8) . . ? C25 C26\ C27 118.9(8) . . ? C25 C26\ C34 120.1(9) . . ? C27 C26\ C34 120.9(9) . . ? N3 C14A C13A 126.6(7) . . ? N3 C14A C1A 113.3(7) . . ? C13A C14A C1A 119.9(6) . . ? C2A C3A C4A 120.5(7) . . ? C29A C28A C27A 122.0(10) . . ? C22A C21A C20A 123.6(8) . . ? C4 C5 C6 119.3(9) . . ? C7 C8 C9 120.6(8) . . ? C13 C12 C11 121.2(8) . . ? C22 C21 C20 120.1(8) . . ? C10 C9 C16 118.2(8) . . ? C10 C9 C8 120.9(8) . . ? C16 C9 C8 120.8(8) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.985 _refine_diff_density_min -0.959 _refine_diff_density_rms 0.159 # SQUEEZE RESULTS (APPEND TO CIF) 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 -0.127 0.000 0.373 875.1 328.1 2 0.187 0.417 0.714 11.8 1.3 3 0.813 0.583 0.286 11.9 2.1 _platon_squeeze_details ; ? ; #==END