# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Mir Wais Hosseini' 'Stephane Baudron' 'Dmitry Pogozhev' _publ_contact_author_name 'Mir Wais Hosseini' _publ_contact_author_email HOSSEINI@CHIMIE.U-STRASBG.FR _publ_section_title ; Combination of hydrogen and coordination bonding for the construction of one-dimensional networks based on a 7-azaindole appended dipyrrin ; # Attachment 'Hosseini.cif' ###Material relevant to compound 4 at 173K ######## data_compound4 _database_code_depnum_ccdc_archive 'CCDC 760785' #TrackingRef 'Hosseini.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H18 N4, C4 H8 O2 ' _chemical_formula_sum 'C26 H26 N4 O2' _chemical_formula_weight 426.51 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5597(3) _cell_length_b 9.3106(2) _cell_length_c 15.2765(4) _cell_angle_alpha 100.454(2) _cell_angle_beta 97.8740(10) _cell_angle_gamma 109.0960(10) _cell_volume 1105.84(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3045 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 26.83 _exptl_crystal_description rod _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9877 _exptl_absorpt_correction_T_max 0.9975 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12267 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0418 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 27.69 _reflns_number_total 5012 _reflns_number_gt 3644 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0758P)^2^+0.6481P] 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 5012 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0807 _refine_ls_R_factor_gt 0.0566 _refine_ls_wR_factor_ref 0.1695 _refine_ls_wR_factor_gt 0.1521 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 C1 C 0.6547(3) 0.0939(3) 0.21998(16) 0.0329(5) Uani 1 1 d . . . H1A H 0.7253 0.0375 0.2274 0.040 Uiso 1 1 calc R . . C2 C 0.6233(3) 0.1514(3) 0.14643(16) 0.0340(5) Uani 1 1 d . . . H2A H 0.6673 0.1406 0.0943 0.041 Uiso 1 1 calc R . . C3 C 0.5102(3) 0.2310(3) 0.16429(15) 0.0302(5) Uani 1 1 d . . . H3A H 0.4673 0.2823 0.1259 0.036 Uiso 1 1 calc R . . C4 C 0.4764(2) 0.2183(2) 0.24784(14) 0.0241(4) Uani 1 1 d . . . C5 C 0.3732(3) 0.2871(2) 0.30316(14) 0.0247(4) Uani 1 1 d . . . H5 H 0.4497 0.3548 0.3602 0.030 Uiso 1 1 calc R . . C6 C 0.2330(3) 0.1646(2) 0.32794(13) 0.0255(4) Uani 1 1 d . . . C7 C 0.1581(3) 0.0068(2) 0.29357(15) 0.0310(5) Uani 1 1 d . . . H7 H 0.1900 -0.0538 0.2492 0.037 Uiso 1 1 calc R . . C8 C 0.0226(3) -0.0485(3) 0.33771(17) 0.0387(5) Uani 1 1 d . . . H8 H -0.0502 -0.1517 0.3277 0.046 Uiso 1 1 calc R . . C9 C 0.0191(3) 0.0773(3) 0.39722(17) 0.0371(5) Uani 1 1 d . . . H9 H -0.0575 0.0756 0.4351 0.045 Uiso 1 1 calc R . . C10 C 0.3077(3) 0.3909(2) 0.25359(13) 0.0247(4) Uani 1 1 d . . . C11 C 0.4041(3) 0.5481(2) 0.26709(14) 0.0274(4) Uani 1 1 d . . . H11 H 0.5090 0.5901 0.3071 0.033 Uiso 1 1 calc R . . C12 C 0.3469(3) 0.6442(2) 0.22190(14) 0.0267(4) Uani 1 1 d . . . H12 H 0.4135 0.7496 0.2325 0.032 Uiso 1 1 calc R . . C13 C 0.1910(2) 0.5845(2) 0.16087(13) 0.0234(4) Uani 1 1 d . . . C14 C 0.0954(3) 0.4257(2) 0.14709(14) 0.0278(4) Uani 1 1 d . . . H14 H -0.0088 0.3830 0.1065 0.033 Uiso 1 1 calc R . . C15 C 0.1520(3) 0.3305(2) 0.19236(14) 0.0291(5) Uani 1 1 d . . . H15 H 0.0856 0.2251 0.1819 0.035 Uiso 1 1 calc R . . C16 C 0.2199(3) 0.8130(2) 0.08600(14) 0.0253(4) Uani 1 1 d . . . H16 H 0.3356 0.8441 0.0882 0.030 Uiso 1 1 calc R . . C17 C 0.1272(2) 0.6867(2) 0.11524(13) 0.0239(4) Uani 1 1 d . . . C18 C -0.0437(2) 0.6826(2) 0.09963(13) 0.0227(4) Uani 1 1 d . . . C19 C -0.1972(3) 0.5926(2) 0.11610(14) 0.0291(5) Uani 1 1 d . . . H19 H -0.2063 0.5074 0.1415 0.035 Uiso 1 1 calc R . . C20 C -0.3357(3) 0.6344(3) 0.09340(15) 0.0316(5) Uani 1 1 d . . . H20 H -0.4403 0.5768 0.1033 0.038 Uiso 1 1 calc R . . C21 C -0.3181(3) 0.7630(3) 0.05564(14) 0.0304(5) Uani 1 1 d . . . H21 H -0.4140 0.7874 0.0410 0.037 Uiso 1 1 calc R . . C22 C -0.0424(2) 0.8112(2) 0.06153(13) 0.0229(4) Uani 1 1 d . . . N1 N 0.5645(2) 0.1337(2) 0.28100(12) 0.0295(4) Uani 1 1 d . . . H1 H 0.5632 0.1093 0.3326 0.035 Uiso 1 1 calc R . . N2 N 0.1475(2) 0.2065(2) 0.39170(13) 0.0331(4) Uani 1 1 d . . . H2 H 0.1712 0.3001 0.4234 0.040 Uiso 1 1 calc R . . N3 N 0.1179(2) 0.88727(19) 0.05298(12) 0.0258(4) Uani 1 1 d . . . H3 H 0.1501 0.9680 0.0307 0.031 Uiso 1 1 calc R . . N4 N -0.1745(2) 0.8534(2) 0.03893(12) 0.0269(4) Uani 1 1 d . . . C23 C 0.6053(3) -0.0678(3) 0.46175(17) 0.0385(5) Uani 1 1 d . . . H23A H 0.6766 -0.0721 0.5156 0.046 Uiso 1 1 calc R . . H23B H 0.6382 -0.1143 0.4086 0.046 Uiso 1 1 calc R . . C24 C 0.5762(3) 0.1585(3) 0.54022(17) 0.0430(6) Uani 1 1 d . . . H24A H 0.5903 0.2663 0.5404 0.052 Uiso 1 1 calc R . . H24B H 0.6468 0.1585 0.5956 0.052 Uiso 1 1 calc R . . O1 O 0.6286(2) 0.0912(2) 0.46265(11) 0.0381(4) Uani 1 1 d . . . C25 C 0.1227(4) 0.5363(4) 0.5765(2) 0.0615(8) Uani 1 1 d . . . H25A H 0.1449 0.6468 0.5996 0.074 Uiso 1 1 calc R . . H25B H 0.1950 0.5057 0.6181 0.074 Uiso 1 1 calc R . . C26 C 0.0527(4) 0.5528(4) 0.4259(3) 0.0651(9) Uani 1 1 d . . . H26A H 0.0757 0.5312 0.3655 0.078 Uiso 1 1 calc R . . H26B H 0.0733 0.6639 0.4445 0.078 Uiso 1 1 calc R . . O2 O 0.1642(3) 0.5129(2) 0.48863(17) 0.0650(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0306(11) 0.0333(12) 0.0402(13) 0.0098(10) 0.0096(9) 0.0170(9) C2 0.0348(12) 0.0368(12) 0.0351(12) 0.0132(10) 0.0164(10) 0.0131(10) C3 0.0342(11) 0.0322(11) 0.0313(11) 0.0166(9) 0.0103(9) 0.0150(9) C4 0.0235(10) 0.0228(9) 0.0285(10) 0.0103(8) 0.0056(8) 0.0094(8) C5 0.0295(10) 0.0234(10) 0.0247(10) 0.0099(8) 0.0046(8) 0.0124(8) C6 0.0295(10) 0.0301(11) 0.0245(10) 0.0132(8) 0.0080(8) 0.0165(9) C7 0.0368(12) 0.0279(11) 0.0313(11) 0.0086(9) 0.0083(9) 0.0143(9) C8 0.0366(13) 0.0350(12) 0.0454(14) 0.0178(11) 0.0086(11) 0.0098(10) C9 0.0350(12) 0.0452(13) 0.0421(13) 0.0215(11) 0.0182(10) 0.0190(11) C10 0.0286(10) 0.0260(10) 0.0262(10) 0.0107(8) 0.0083(8) 0.0150(8) C11 0.0256(10) 0.0258(10) 0.0320(11) 0.0084(9) 0.0041(8) 0.0111(8) C12 0.0282(10) 0.0216(10) 0.0330(11) 0.0106(8) 0.0081(9) 0.0097(8) C13 0.0286(10) 0.0225(9) 0.0255(10) 0.0099(8) 0.0100(8) 0.0137(8) C14 0.0288(11) 0.0251(10) 0.0292(11) 0.0077(8) 0.0018(8) 0.0105(9) C15 0.0332(11) 0.0197(10) 0.0338(11) 0.0085(8) 0.0030(9) 0.0094(9) C16 0.0249(10) 0.0255(10) 0.0307(11) 0.0112(8) 0.0084(8) 0.0126(8) C17 0.0286(10) 0.0213(9) 0.0254(10) 0.0079(8) 0.0060(8) 0.0125(8) C18 0.0262(10) 0.0209(9) 0.0229(10) 0.0071(8) 0.0053(8) 0.0102(8) C19 0.0322(11) 0.0258(10) 0.0329(11) 0.0134(9) 0.0092(9) 0.0108(9) C20 0.0277(11) 0.0338(12) 0.0364(12) 0.0138(9) 0.0121(9) 0.0100(9) C21 0.0284(11) 0.0380(12) 0.0317(11) 0.0119(9) 0.0084(9) 0.0181(9) C22 0.0278(10) 0.0224(9) 0.0223(10) 0.0082(8) 0.0067(8) 0.0119(8) N1 0.0333(10) 0.0357(10) 0.0288(9) 0.0158(8) 0.0083(7) 0.0196(8) N2 0.0410(11) 0.0325(10) 0.0351(10) 0.0121(8) 0.0164(8) 0.0196(9) N3 0.0274(9) 0.0239(8) 0.0321(9) 0.0151(7) 0.0089(7) 0.0116(7) N4 0.0294(9) 0.0288(9) 0.0292(9) 0.0120(7) 0.0082(7) 0.0156(8) C23 0.0447(14) 0.0473(14) 0.0353(12) 0.0163(11) 0.0135(10) 0.0264(12) C24 0.0523(15) 0.0444(14) 0.0378(13) 0.0115(11) 0.0160(11) 0.0214(12) O1 0.0447(9) 0.0464(10) 0.0329(9) 0.0186(7) 0.0150(7) 0.0214(8) C25 0.0544(18) 0.0572(18) 0.070(2) 0.0058(15) 0.0135(15) 0.0219(15) C26 0.0606(19) 0.0577(19) 0.083(2) 0.0117(17) 0.0178(17) 0.0305(16) O2 0.0528(12) 0.0497(12) 0.0945(17) 0.0086(11) 0.0278(12) 0.0208(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.360(3) . ? C1 N1 1.364(3) . ? C1 H1A 0.9300 . ? C2 C3 1.424(3) . ? C2 H2A 0.9300 . ? C3 C4 1.364(3) . ? C3 H3A 0.9300 . ? C4 N1 1.369(2) . ? C4 C5 1.511(3) . ? C5 C6 1.506(3) . ? C5 C10 1.525(3) . ? C5 H5 0.9800 . ? C6 C7 1.363(3) . ? C6 N2 1.372(3) . ? C7 C8 1.419(3) . ? C7 H7 0.9300 . ? C8 C9 1.357(3) . ? C8 H8 0.9300 . ? C9 N2 1.364(3) . ? C9 H9 0.9300 . ? C10 C11 1.385(3) . ? C10 C15 1.395(3) . ? C11 C12 1.391(3) . ? C11 H11 0.9300 . ? C12 C13 1.395(3) . ? C12 H12 0.9300 . ? C13 C14 1.396(3) . ? C13 C17 1.471(3) . ? C14 C15 1.383(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.375(3) . ? C16 N3 1.377(2) . ? C16 H16 0.9300 . ? C17 C18 1.436(3) . ? C18 C19 1.392(3) . ? C18 C22 1.421(3) . ? C19 C20 1.384(3) . ? C19 H19 0.9300 . ? C20 C21 1.395(3) . ? C20 H20 0.9300 . ? C21 N4 1.331(3) . ? C21 H21 0.9300 . ? C22 N4 1.336(2) . ? C22 N3 1.360(3) . ? N1 H1 0.8600 . ? N2 H2 0.8600 . ? N3 H3 0.8600 . ? C23 O1 1.425(3) . ? C23 C24 1.499(3) 2_656 ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 O1 1.435(3) . ? C24 C23 1.499(3) 2_656 ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 O2 1.432(4) . ? C25 C26 1.450(4) 2_566 ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 O2 1.442(4) . ? C26 C25 1.450(4) 2_566 ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N1 107.99(18) . . ? C2 C1 H1A 126.0 . . ? N1 C1 H1A 126.0 . . ? C1 C2 C3 107.13(19) . . ? C1 C2 H2A 126.4 . . ? C3 C2 H2A 126.4 . . ? C4 C3 C2 107.64(18) . . ? C4 C3 H3A 126.2 . . ? C2 C3 H3A 126.2 . . ? C3 C4 N1 107.33(17) . . ? C3 C4 C5 130.68(18) . . ? N1 C4 C5 121.89(17) . . ? C6 C5 C4 112.89(16) . . ? C6 C5 C10 112.14(16) . . ? C4 C5 C10 109.90(16) . . ? C6 C5 H5 107.2 . . ? C4 C5 H5 107.2 . . ? C10 C5 H5 107.2 . . ? C7 C6 N2 107.28(18) . . ? C7 C6 C5 131.87(19) . . ? N2 C6 C5 120.68(18) . . ? C6 C7 C8 107.7(2) . . ? C6 C7 H7 126.2 . . ? C8 C7 H7 126.2 . . ? C9 C8 C7 107.3(2) . . ? C9 C8 H8 126.3 . . ? C7 C8 H8 126.3 . . ? C8 C9 N2 108.0(2) . . ? C8 C9 H9 126.0 . . ? N2 C9 H9 126.0 . . ? C11 C10 C15 118.24(18) . . ? C11 C10 C5 120.40(18) . . ? C15 C10 C5 121.35(18) . . ? C10 C11 C12 121.16(19) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C13 120.85(18) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C14 117.59(17) . . ? C12 C13 C17 121.09(17) . . ? C14 C13 C17 121.28(18) . . ? C15 C14 C13 121.52(19) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? C14 C15 C10 120.63(19) . . ? C14 C15 H15 119.7 . . ? C10 C15 H15 119.7 . . ? C17 C16 N3 110.64(17) . . ? C17 C16 H16 124.7 . . ? N3 C16 H16 124.7 . . ? C16 C17 C18 105.94(16) . . ? C16 C17 C13 127.40(18) . . ? C18 C17 C13 126.45(17) . . ? C19 C18 C22 116.88(17) . . ? C19 C18 C17 136.48(18) . . ? C22 C18 C17 106.56(17) . . ? C20 C19 C18 117.67(19) . . ? C20 C19 H19 121.2 . . ? C18 C19 H19 121.2 . . ? C19 C20 C21 119.9(2) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? N4 C21 C20 124.94(18) . . ? N4 C21 H21 117.5 . . ? C20 C21 H21 117.5 . . ? N4 C22 N3 125.06(17) . . ? N4 C22 C18 126.47(18) . . ? N3 C22 C18 108.47(16) . . ? C1 N1 C4 109.91(17) . . ? C1 N1 H1 125.0 . . ? C4 N1 H1 125.0 . . ? C9 N2 C6 109.72(18) . . ? C9 N2 H2 125.1 . . ? C6 N2 H2 125.1 . . ? C22 N3 C16 108.38(16) . . ? C22 N3 H3 125.8 . . ? C16 N3 H3 125.8 . . ? C21 N4 C22 114.13(17) . . ? O1 C23 C24 110.27(19) . 2_656 ? O1 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 2_656 . ? O1 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 2_656 . ? H23A C23 H23B 108.1 . . ? O1 C24 C23 110.8(2) . 2_656 ? O1 C24 H24A 109.5 . . ? C23 C24 H24A 109.5 2_656 . ? O1 C24 H24B 109.5 . . ? C23 C24 H24B 109.5 2_656 . ? H24A C24 H24B 108.1 . . ? C23 O1 C24 109.42(17) . . ? O2 C25 C26 112.4(3) . 2_566 ? O2 C25 H25A 109.1 . . ? C26 C25 H25A 109.1 2_566 . ? O2 C25 H25B 109.1 . . ? C26 C25 H25B 109.1 2_566 . ? H25A C25 H25B 107.9 . . ? O2 C26 C25 110.7(3) . 2_566 ? O2 C26 H26A 109.5 . . ? C25 C26 H26A 109.5 2_566 . ? O2 C26 H26B 109.5 . . ? C25 C26 H26B 109.5 2_566 . ? H26A C26 H26B 108.1 . . ? C25 O2 C26 109.2(2) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.69 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.659 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.054 #===END ###Material relevant to compound 5 at 173K ## data_compound5 _database_code_depnum_ccdc_archive 'CCDC 760786' #TrackingRef 'Hosseini.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H22 Cu N4 O2 ' _chemical_formula_sum 'C27 H22 Cu N4 O2' _chemical_formula_weight 498.03 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.7498(2) _cell_length_b 16.8606(3) _cell_length_c 24.8963(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.3050(10) _cell_angle_gamma 90.00 _cell_volume 4453.03(16) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9888 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 27.40 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 1.015 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8879 _exptl_absorpt_correction_T_max 0.9702 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44695 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 27.53 _reflns_number_total 10208 _reflns_number_gt 7898 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0462P)^2^+3.8412P] 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 10208 _refine_ls_number_parameters 617 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0584 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1070 _refine_ls_wR_factor_gt 0.0978 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8614(2) 0.76208(14) 0.12493(10) 0.0281(5) Uani 1 1 d . . . H1 H 0.9478 0.7593 0.1371 0.034 Uiso 1 1 calc R . . C2 C 0.7854(2) 0.69619(14) 0.10759(10) 0.0294(5) Uani 1 1 d . . . H2 H 0.8113 0.6436 0.1066 0.035 Uiso 1 1 calc R . . C3 C 0.6653(2) 0.72485(13) 0.09235(10) 0.0262(5) Uani 1 1 d . . . H3 H 0.5943 0.6953 0.0785 0.031 Uiso 1 1 calc R . . C4 C 0.6696(2) 0.80816(13) 0.10176(9) 0.0234(5) Uani 1 1 d . . . C5 C 0.5700(2) 0.86199(13) 0.09315(9) 0.0234(5) Uani 1 1 d . . . C6 C 0.5827(2) 0.94467(14) 0.10236(10) 0.0260(5) Uani 1 1 d . . . C7 C 0.4854(2) 1.00082(15) 0.10384(11) 0.0337(6) Uani 1 1 d . . . H7 H 0.3991 0.9908 0.0977 0.040 Uiso 1 1 calc R . . C8 C 0.5428(3) 1.07308(15) 0.11610(11) 0.0389(6) Uani 1 1 d . . . H8 H 0.5028 1.1212 0.1198 0.047 Uiso 1 1 calc R . . C9 C 0.6722(2) 1.06028(14) 0.12197(10) 0.0328(6) Uani 1 1 d . . . H9 H 0.7328 1.0997 0.1302 0.039 Uiso 1 1 calc R . . C10 C 0.4407(2) 0.83210(13) 0.07259(9) 0.0239(5) Uani 1 1 d . . . C11 C 0.3870(2) 0.77017(14) 0.09773(10) 0.0260(5) Uani 1 1 d . . . H11 H 0.4338 0.7452 0.1277 0.031 Uiso 1 1 calc R . . C12 C 0.2644(2) 0.74490(14) 0.07880(10) 0.0266(5) Uani 1 1 d . . . H12 H 0.2303 0.7034 0.0962 0.032 Uiso 1 1 calc R . . C13 C 0.1925(2) 0.78140(13) 0.03397(10) 0.0246(5) Uani 1 1 d . . . C14 C 0.2470(2) 0.84292(14) 0.00828(10) 0.0259(5) Uani 1 1 d . . . H14 H 0.2006 0.8676 -0.0219 0.031 Uiso 1 1 calc R . . C15 C 0.3689(2) 0.86778(13) 0.02701(10) 0.0255(5) Uani 1 1 d . . . H15 H 0.4036 0.9086 0.0091 0.031 Uiso 1 1 calc R . . C16 C 0.0085(2) 0.68538(14) 0.00355(10) 0.0280(5) Uani 1 1 d . . . H16 H 0.0542 0.6383 0.0066 0.034 Uiso 1 1 calc R . . C17 C 0.0596(2) 0.75903(13) 0.01503(9) 0.0246(5) Uani 1 1 d . . . C18 C -0.0428(2) 0.81410(13) 0.00516(9) 0.0237(5) Uani 1 1 d . . . C19 C -0.0575(2) 0.89569(14) 0.01014(10) 0.0279(5) Uani 1 1 d . . . H19 H 0.0112 0.9286 0.0215 0.033 Uiso 1 1 calc R . . C20 C -0.1783(2) 0.92580(14) -0.00242(11) 0.0320(6) Uani 1 1 d . . . H20 H -0.1920 0.9800 0.0002 0.038 Uiso 1 1 calc R . . C21 C -0.2798(2) 0.87520(15) -0.01896(11) 0.0320(6) Uani 1 1 d . . . H21 H -0.3596 0.8978 -0.0270 0.038 Uiso 1 1 calc R . . C22 C -0.1532(2) 0.76879(14) -0.01194(9) 0.0245(5) Uani 1 1 d . . . C23 C 1.2436(2) 0.88149(17) 0.19580(12) 0.0398(6) Uani 1 1 d . . . H23A H 1.2249 0.8538 0.2272 0.060 Uiso 1 1 calc R . . H23B H 1.3148 0.9156 0.2063 0.060 Uiso 1 1 calc R . . H23C H 1.2626 0.8438 0.1694 0.060 Uiso 1 1 calc R . . C24 C 1.1316(2) 0.93022(15) 0.17164(10) 0.0313(5) Uani 1 1 d . . . C25 C 1.1443(2) 1.01193(16) 0.16670(11) 0.0369(6) Uani 1 1 d . . . H25 H 1.2222 1.0343 0.1801 0.044 Uiso 1 1 calc R . . C26 C 1.0493(2) 1.06197(15) 0.14332(11) 0.0338(6) Uani 1 1 d . . . C27 C 1.0730(3) 1.14993(16) 0.13989(13) 0.0470(7) Uani 1 1 d . . . H27A H 1.0393 1.1686 0.1041 0.070 Uiso 1 1 calc R . . H27B H 1.1621 1.1599 0.1471 0.070 Uiso 1 1 calc R . . H27C H 1.0328 1.1772 0.1663 0.070 Uiso 1 1 calc R . . N1 N 0.79448(17) 0.82930(11) 0.12181(8) 0.0247(4) Uani 1 1 d . . . N2 N 0.69831(18) 0.98344(11) 0.11426(8) 0.0270(4) Uani 1 1 d . . . N3 N -0.11940(17) 0.69064(11) -0.01310(8) 0.0273(4) Uani 1 1 d . . . H3A H -0.1696 0.6516 -0.0226 0.033 Uiso 1 1 calc R . . N4 N -0.27078(17) 0.79670(12) -0.02408(8) 0.0280(4) Uani 1 1 d . . . O1 O 1.02966(15) 0.89203(10) 0.15716(8) 0.0341(4) Uani 1 1 d . . . O2 O 0.93688(17) 1.04043(10) 0.12401(8) 0.0380(4) Uani 1 1 d . . . Cu1 Cu 0.86586(3) 0.936124(17) 0.129422(12) 0.02709(9) Uani 1 1 d . . . C28 C 0.5394(2) 0.63670(14) 0.80802(11) 0.0341(6) Uani 1 1 d . . . H28 H 0.4546 0.6412 0.7933 0.041 Uiso 1 1 calc R . . C29 C 0.6130(2) 0.69892(15) 0.83447(11) 0.0346(6) Uani 1 1 d . . . H29 H 0.5864 0.7503 0.8400 0.042 Uiso 1 1 calc R . . C30 C 0.7307(2) 0.66868(14) 0.85036(10) 0.0301(5) Uani 1 1 d . . . H30 H 0.7994 0.6957 0.8694 0.036 Uiso 1 1 calc R . . C31 C 0.7296(2) 0.58832(14) 0.83253(9) 0.0255(5) Uani 1 1 d . . . C32 C 0.8296(2) 0.53468(14) 0.83615(9) 0.0245(5) Uani 1 1 d . . . C33 C 0.8193(2) 0.45597(14) 0.81694(10) 0.0257(5) Uani 1 1 d . . . C34 C 0.9181(2) 0.40345(15) 0.80939(10) 0.0316(5) Uani 1 1 d . . . H34 H 1.0041 0.4136 0.8178 0.038 Uiso 1 1 calc R . . C35 C 0.8630(2) 0.33463(15) 0.78724(11) 0.0353(6) Uani 1 1 d . . . H35 H 0.9043 0.2896 0.7776 0.042 Uiso 1 1 calc R . . C36 C 0.7328(2) 0.34569(14) 0.78218(10) 0.0309(5) Uani 1 1 d . . . H36 H 0.6731 0.3077 0.7688 0.037 Uiso 1 1 calc R . . C37 C 0.9576(2) 0.56094(13) 0.86229(9) 0.0250(5) Uani 1 1 d . . . C38 C 1.0114(2) 0.63244(14) 0.84911(10) 0.0280(5) Uani 1 1 d . . . H38 H 0.9639 0.6674 0.8252 0.034 Uiso 1 1 calc R . . C39 C 1.1346(2) 0.65209(14) 0.87113(10) 0.0290(5) Uani 1 1 d . . . H39 H 1.1674 0.7006 0.8624 0.035 Uiso 1 1 calc R . . C40 C 1.2101(2) 0.60036(14) 0.90603(10) 0.0267(5) Uani 1 1 d . . . C41 C 1.1550(2) 0.53016(14) 0.92066(10) 0.0285(5) Uani 1 1 d . . . H41 H 1.2023 0.4954 0.9448 0.034 Uiso 1 1 calc R . . C42 C 1.0313(2) 0.51155(14) 0.89984(10) 0.0267(5) Uani 1 1 d . . . H42 H 0.9964 0.4652 0.9111 0.032 Uiso 1 1 calc R . . C43 C 1.3995(2) 0.68793(15) 0.94219(10) 0.0304(5) Uani 1 1 d . . . H43 H 1.3564 0.7357 0.9428 0.037 Uiso 1 1 calc R . . C44 C 1.3441(2) 0.61702(14) 0.92550(10) 0.0274(5) Uani 1 1 d . . . C45 C 1.4450(2) 0.56010(14) 0.92997(10) 0.0256(5) Uani 1 1 d . . . C46 C 1.4572(2) 0.48065(14) 0.91713(11) 0.0306(5) Uani 1 1 d . . . H46 H 1.3873 0.4501 0.9033 0.037 Uiso 1 1 calc R . . C47 C 1.5773(2) 0.44851(14) 0.92563(11) 0.0329(6) Uani 1 1 d . . . H47 H 1.5889 0.3955 0.9173 0.039 Uiso 1 1 calc R . . C48 C 1.6806(2) 0.49497(15) 0.94657(10) 0.0301(5) Uani 1 1 d . . . H48 H 1.7595 0.4709 0.9521 0.036 Uiso 1 1 calc R . . C49 C 1.5574(2) 0.60172(14) 0.95034(9) 0.0254(5) Uani 1 1 d . . . C50 C 0.1565(2) 0.53307(17) 0.74508(12) 0.0402(6) Uani 1 1 d . . . H50A H 0.1425 0.5565 0.7787 0.060 Uiso 1 1 calc R . . H50B H 0.0833 0.5033 0.7296 0.060 Uiso 1 1 calc R . . H50C H 0.1719 0.5741 0.7202 0.060 Uiso 1 1 calc R . . C51 C 0.2683(2) 0.47902(16) 0.75553(10) 0.0322(6) Uani 1 1 d . . . C52 C 0.2519(2) 0.39726(16) 0.75727(11) 0.0349(6) Uani 1 1 d . . . H52 H 0.1699 0.3779 0.7524 0.042 Uiso 1 1 calc R . . C53 C 0.3491(2) 0.34286(15) 0.76570(10) 0.0315(5) Uani 1 1 d . . . C54 C 0.3204(3) 0.25565(16) 0.76183(12) 0.0390(6) Uani 1 1 d . . . H54A H 0.3835 0.2291 0.7452 0.059 Uiso 1 1 calc R . . H54B H 0.2391 0.2476 0.7401 0.059 Uiso 1 1 calc R . . H54C H 0.3204 0.2346 0.7976 0.059 Uiso 1 1 calc R . . N5 N 0.60694(18) 0.57061(11) 0.80684(8) 0.0275(4) Uani 1 1 d . . . N6 N 0.70475(18) 0.41821(11) 0.79913(8) 0.0268(4) Uani 1 1 d . . . N7 N 1.52699(18) 0.67904(12) 0.95781(8) 0.0292(5) Uani 1 1 d . . . H7A H 1.5790 0.7160 0.9702 0.035 Uiso 1 1 calc R . . N8 N 1.67459(18) 0.57194(12) 0.95928(8) 0.0277(4) Uani 1 1 d . . . O3 O 0.37512(16) 0.51345(11) 0.76247(9) 0.0434(5) Uani 1 1 d . . . O4 O 0.46548(16) 0.36040(10) 0.77656(9) 0.0415(5) Uani 1 1 d . . . Cu2 Cu 0.53799(3) 0.465880(17) 0.785884(13) 0.03134(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0214(11) 0.0226(12) 0.0391(14) 0.0026(10) 0.0011(10) 0.0026(9) C2 0.0269(12) 0.0184(11) 0.0419(14) 0.0013(10) 0.0027(10) 0.0018(10) C3 0.0249(11) 0.0177(11) 0.0350(13) -0.0012(10) 0.0020(10) -0.0041(9) C4 0.0211(10) 0.0191(11) 0.0290(12) 0.0001(9) 0.0010(9) -0.0031(9) C5 0.0222(11) 0.0224(11) 0.0244(11) -0.0012(9) 0.0001(9) -0.0026(9) C6 0.0234(11) 0.0216(11) 0.0312(12) -0.0021(9) -0.0011(9) 0.0008(9) C7 0.0276(12) 0.0265(12) 0.0438(15) -0.0053(11) -0.0043(11) 0.0030(10) C8 0.0389(14) 0.0233(13) 0.0504(16) -0.0078(12) -0.0051(12) 0.0077(11) C9 0.0361(13) 0.0197(11) 0.0394(14) -0.0039(10) -0.0034(11) -0.0021(10) C10 0.0197(10) 0.0194(11) 0.0319(12) -0.0046(9) 0.0024(9) 0.0012(9) C11 0.0214(11) 0.0227(11) 0.0325(13) -0.0011(10) 0.0000(9) 0.0019(9) C12 0.0236(11) 0.0205(11) 0.0359(13) -0.0019(10) 0.0052(10) -0.0011(9) C13 0.0192(10) 0.0193(11) 0.0346(13) -0.0062(9) 0.0027(9) 0.0003(9) C14 0.0231(11) 0.0223(11) 0.0307(12) -0.0024(10) -0.0001(9) 0.0019(9) C15 0.0220(11) 0.0191(11) 0.0352(13) -0.0013(10) 0.0036(9) 0.0001(9) C16 0.0236(11) 0.0218(11) 0.0376(13) -0.0018(10) 0.0021(10) 0.0017(10) C17 0.0202(11) 0.0222(11) 0.0310(12) -0.0035(10) 0.0028(9) -0.0012(9) C18 0.0218(11) 0.0216(11) 0.0275(12) 0.0004(9) 0.0032(9) -0.0028(9) C19 0.0243(11) 0.0224(12) 0.0367(13) -0.0003(10) 0.0042(10) -0.0048(10) C20 0.0287(12) 0.0198(12) 0.0477(15) 0.0037(11) 0.0068(11) 0.0017(10) C21 0.0225(11) 0.0280(13) 0.0441(15) 0.0049(11) 0.0012(10) 0.0024(10) C22 0.0223(11) 0.0226(11) 0.0278(12) -0.0016(9) 0.0019(9) -0.0027(9) C23 0.0256(13) 0.0426(15) 0.0495(17) -0.0129(13) 0.0009(11) 0.0000(12) C24 0.0257(12) 0.0343(14) 0.0338(13) -0.0090(11) 0.0043(10) -0.0034(10) C25 0.0289(13) 0.0345(14) 0.0456(16) -0.0056(12) 0.0008(11) -0.0129(11) C26 0.0372(14) 0.0292(13) 0.0351(14) -0.0039(11) 0.0062(11) -0.0138(11) C27 0.0547(18) 0.0317(15) 0.0510(18) 0.0022(13) -0.0021(14) -0.0187(13) N1 0.0177(9) 0.0202(9) 0.0350(11) 0.0015(8) 0.0003(8) -0.0020(7) N2 0.0256(10) 0.0174(9) 0.0358(11) -0.0028(8) -0.0017(8) -0.0029(8) N3 0.0219(9) 0.0210(10) 0.0369(11) -0.0053(8) -0.0012(8) -0.0035(8) N4 0.0199(9) 0.0281(11) 0.0345(11) 0.0007(9) 0.0001(8) -0.0025(8) O1 0.0233(8) 0.0255(9) 0.0509(11) -0.0046(8) -0.0017(8) -0.0042(7) O2 0.0325(9) 0.0239(9) 0.0552(12) 0.0023(8) 0.0002(8) -0.0084(8) Cu1 0.02185(15) 0.01908(15) 0.03861(18) -0.00036(12) -0.00032(12) -0.00426(11) C28 0.0266(12) 0.0230(12) 0.0515(16) 0.0030(11) 0.0026(11) 0.0015(10) C29 0.0379(14) 0.0200(12) 0.0459(15) -0.0011(11) 0.0066(12) 0.0032(11) C30 0.0323(13) 0.0212(11) 0.0363(14) -0.0007(10) 0.0042(10) -0.0041(10) C31 0.0264(11) 0.0216(11) 0.0278(12) 0.0010(9) 0.0020(9) -0.0036(9) C32 0.0241(11) 0.0227(11) 0.0261(12) 0.0031(9) 0.0022(9) -0.0039(9) C33 0.0234(11) 0.0233(11) 0.0288(12) 0.0008(9) -0.0009(9) -0.0002(9) C34 0.0254(12) 0.0289(13) 0.0395(14) -0.0027(11) 0.0027(10) 0.0021(10) C35 0.0356(14) 0.0259(13) 0.0426(15) -0.0053(11) 0.0015(11) 0.0070(11) C36 0.0339(13) 0.0198(11) 0.0362(14) -0.0024(10) -0.0027(10) -0.0015(10) C37 0.0230(11) 0.0228(11) 0.0285(12) -0.0021(9) 0.0017(9) -0.0029(9) C38 0.0270(12) 0.0224(12) 0.0333(13) 0.0026(10) 0.0005(10) -0.0003(10) C39 0.0292(12) 0.0210(11) 0.0365(13) 0.0002(10) 0.0047(10) -0.0045(10) C40 0.0230(11) 0.0247(12) 0.0321(13) -0.0063(10) 0.0036(9) -0.0031(9) C41 0.0261(12) 0.0249(12) 0.0330(13) -0.0003(10) -0.0003(10) 0.0002(10) C42 0.0267(11) 0.0216(11) 0.0312(12) 0.0012(10) 0.0030(9) -0.0029(9) C43 0.0240(11) 0.0236(12) 0.0427(14) -0.0060(11) 0.0023(10) 0.0009(10) C44 0.0232(11) 0.0242(12) 0.0341(13) -0.0045(10) 0.0029(10) -0.0014(10) C45 0.0238(11) 0.0237(11) 0.0291(12) -0.0018(10) 0.0040(9) -0.0032(9) C46 0.0282(12) 0.0218(12) 0.0419(14) -0.0030(10) 0.0062(10) -0.0051(10) C47 0.0316(13) 0.0204(11) 0.0479(15) 0.0006(11) 0.0100(11) 0.0002(10) C48 0.0239(11) 0.0284(12) 0.0383(14) 0.0022(11) 0.0058(10) 0.0041(10) C49 0.0234(11) 0.0243(12) 0.0284(12) -0.0017(10) 0.0034(9) -0.0036(9) C50 0.0306(13) 0.0374(15) 0.0512(17) -0.0034(13) 0.0025(12) 0.0035(12) C51 0.0272(12) 0.0352(14) 0.0327(13) -0.0012(11) 0.0005(10) -0.0003(11) C52 0.0275(12) 0.0320(14) 0.0445(15) 0.0012(12) 0.0039(11) -0.0057(11) C53 0.0342(13) 0.0275(12) 0.0320(13) -0.0008(10) 0.0035(10) -0.0062(11) C54 0.0402(15) 0.0300(14) 0.0464(16) -0.0037(12) 0.0056(12) -0.0095(12) N5 0.0232(10) 0.0203(10) 0.0374(11) 0.0013(8) 0.0006(8) 0.0004(8) N6 0.0256(10) 0.0193(9) 0.0331(11) 0.0004(8) -0.0023(8) -0.0010(8) N7 0.0229(10) 0.0223(10) 0.0409(12) -0.0095(9) 0.0006(8) -0.0044(8) N8 0.0229(10) 0.0265(10) 0.0331(11) -0.0005(9) 0.0025(8) -0.0027(8) O3 0.0251(9) 0.0269(9) 0.0728(14) 0.0004(9) -0.0079(9) -0.0005(8) O4 0.0274(9) 0.0233(9) 0.0701(14) 0.0012(9) -0.0035(9) -0.0030(7) Cu2 0.02325(15) 0.01897(15) 0.0484(2) 0.00081(13) -0.00439(13) -0.00154(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 C1 N1 1.338(3) . ? C1 C2 1.405(3) . ? C1 H1 0.9300 . ? C2 C3 1.374(3) . ? C2 H2 0.9300 . ? C3 C4 1.424(3) . ? C3 H3 0.9300 . ? C4 C5 1.393(3) . ? C4 N1 1.401(3) . ? C5 C6 1.416(3) . ? C5 C10 1.490(3) . ? C6 N2 1.393(3) . ? C6 C7 1.416(3) . ? C7 C8 1.378(4) . ? C7 H7 0.9300 . ? C8 C9 1.392(4) . ? C8 H8 0.9300 . ? C9 N2 1.346(3) . ? C9 H9 0.9300 . ? C10 C11 1.390(3) . ? C10 C15 1.401(3) . ? C11 C12 1.393(3) . ? C11 H11 0.9300 . ? C12 C13 1.394(3) . ? C12 H12 0.9300 . ? C13 C14 1.396(3) . ? C13 C17 1.479(3) . ? C14 C15 1.383(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.369(3) . ? C16 N3 1.374(3) . ? C16 H16 0.9300 . ? C17 C18 1.431(3) . ? C18 C19 1.393(3) . ? C18 C22 1.417(3) . ? C19 C20 1.383(3) . ? C19 H19 0.9300 . ? C20 C21 1.394(3) . ? C20 H20 0.9300 . ? C21 N4 1.335(3) . ? C21 H21 0.9300 . ? C22 N4 1.337(3) . ? C22 N3 1.368(3) . ? C23 C24 1.501(4) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 O1 1.272(3) . ? C24 C25 1.392(4) . ? C25 C26 1.379(4) . ? C25 H25 0.9300 . ? C26 O2 1.279(3) . ? C26 C27 1.510(4) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? N1 Cu1 1.9549(19) . ? N2 Cu1 1.9503(19) . ? N3 H3A 0.8600 . ? O1 Cu1 1.9331(17) . ? O2 Cu1 1.9305(17) . ? C28 N5 1.333(3) . ? C28 C29 1.411(4) . ? C28 H28 0.9300 . ? C29 C30 1.362(3) . ? C29 H29 0.9300 . ? C30 C31 1.425(3) . ? C30 H30 0.9300 . ? C31 C32 1.396(3) . ? C31 N5 1.402(3) . ? C32 C33 1.409(3) . ? C32 C37 1.491(3) . ? C33 N6 1.393(3) . ? C33 C34 1.419(3) . ? C34 C35 1.377(3) . ? C34 H34 0.9300 . ? C35 C36 1.398(3) . ? C35 H35 0.9300 . ? C36 N6 1.343(3) . ? C36 H36 0.9300 . ? C37 C42 1.398(3) . ? C37 C38 1.399(3) . ? C38 C39 1.389(3) . ? C38 H38 0.9300 . ? C39 C40 1.395(3) . ? C39 H39 0.9300 . ? C40 C41 1.398(3) . ? C40 C44 1.471(3) . ? C41 C42 1.383(3) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.370(3) . ? C43 N7 1.371(3) . ? C43 H43 0.9300 . ? C44 C45 1.439(3) . ? C45 C46 1.389(3) . ? C45 C49 1.418(3) . ? C46 C47 1.384(3) . ? C46 H46 0.9300 . ? C47 C48 1.390(3) . ? C47 H47 0.9300 . ? C48 N8 1.340(3) . ? C48 H48 0.9300 . ? C49 N8 1.341(3) . ? C49 N7 1.364(3) . ? C50 C51 1.497(4) . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 O3 1.274(3) . ? C51 C52 1.391(4) . ? C52 C53 1.380(4) . ? C52 H52 0.9300 . ? C53 O4 1.272(3) . ? C53 C54 1.502(3) . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? N5 Cu2 1.9531(19) . ? N6 Cu2 1.9435(19) . ? N7 H7A 0.8600 . ? O3 Cu2 1.9282(17) . ? O4 Cu2 1.9405(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.8(2) . . ? N1 C1 H1 124.1 . . ? C2 C1 H1 124.1 . . ? C3 C2 C1 106.3(2) . . ? C3 C2 H2 126.9 . . ? C1 C2 H2 126.9 . . ? C2 C3 C4 107.3(2) . . ? C2 C3 H3 126.4 . . ? C4 C3 H3 126.4 . . ? C5 C4 N1 123.9(2) . . ? C5 C4 C3 127.8(2) . . ? N1 C4 C3 108.29(19) . . ? C4 C5 C6 124.4(2) . . ? C4 C5 C10 118.9(2) . . ? C6 C5 C10 116.7(2) . . ? N2 C6 C5 123.8(2) . . ? N2 C6 C7 108.6(2) . . ? C5 C6 C7 127.6(2) . . ? C8 C7 C6 106.9(2) . . ? C8 C7 H7 126.6 . . ? C6 C7 H7 126.6 . . ? C7 C8 C9 106.9(2) . . ? C7 C8 H8 126.5 . . ? C9 C8 H8 126.5 . . ? N2 C9 C8 111.2(2) . . ? N2 C9 H9 124.4 . . ? C8 C9 H9 124.4 . . ? C11 C10 C15 118.2(2) . . ? C11 C10 C5 122.1(2) . . ? C15 C10 C5 119.6(2) . . ? C10 C11 C12 121.1(2) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C13 120.5(2) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C14 118.4(2) . . ? C12 C13 C17 121.7(2) . . ? C14 C13 C17 119.9(2) . . ? C15 C14 C13 121.0(2) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C14 C15 C10 120.7(2) . . ? C14 C15 H15 119.6 . . ? C10 C15 H15 119.6 . . ? C17 C16 N3 110.6(2) . . ? C17 C16 H16 124.7 . . ? N3 C16 H16 124.7 . . ? C16 C17 C18 106.35(19) . . ? C16 C17 C13 129.2(2) . . ? C18 C17 C13 124.5(2) . . ? C19 C18 C22 117.3(2) . . ? C19 C18 C17 136.1(2) . . ? C22 C18 C17 106.6(2) . . ? C20 C19 C18 117.3(2) . . ? C20 C19 H19 121.4 . . ? C18 C19 H19 121.4 . . ? C19 C20 C21 120.3(2) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? N4 C21 C20 124.7(2) . . ? N4 C21 H21 117.6 . . ? C20 C21 H21 117.6 . . ? N4 C22 N3 125.3(2) . . ? N4 C22 C18 126.4(2) . . ? N3 C22 C18 108.28(19) . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O1 C24 C25 124.7(2) . . ? O1 C24 C23 115.8(2) . . ? C25 C24 C23 119.6(2) . . ? C26 C25 C24 124.5(2) . . ? C26 C25 H25 117.8 . . ? C24 C25 H25 117.8 . . ? O2 C26 C25 125.1(2) . . ? O2 C26 C27 114.6(2) . . ? C25 C26 C27 120.3(2) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C1 N1 C4 106.28(18) . . ? C1 N1 Cu1 125.17(15) . . ? C4 N1 Cu1 127.42(15) . . ? C9 N2 C6 106.4(2) . . ? C9 N2 Cu1 124.99(16) . . ? C6 N2 Cu1 127.83(15) . . ? C22 N3 C16 108.17(19) . . ? C22 N3 H3A 125.9 . . ? C16 N3 H3A 125.9 . . ? C21 N4 C22 114.1(2) . . ? C24 O1 Cu1 126.85(16) . . ? C26 O2 Cu1 126.36(17) . . ? O2 Cu1 O1 91.59(7) . . ? O2 Cu1 N2 88.69(8) . . ? O1 Cu1 N2 170.37(8) . . ? O2 Cu1 N1 170.39(8) . . ? O1 Cu1 N1 90.05(7) . . ? N2 Cu1 N1 91.28(8) . . ? N5 C28 C29 111.5(2) . . ? N5 C28 H28 124.3 . . ? C29 C28 H28 124.3 . . ? C30 C29 C28 106.3(2) . . ? C30 C29 H29 126.8 . . ? C28 C29 H29 126.8 . . ? C29 C30 C31 107.8(2) . . ? C29 C30 H30 126.1 . . ? C31 C30 H30 126.1 . . ? C32 C31 N5 123.3(2) . . ? C32 C31 C30 128.9(2) . . ? N5 C31 C30 107.7(2) . . ? C31 C32 C33 124.8(2) . . ? C31 C32 C37 118.8(2) . . ? C33 C32 C37 116.4(2) . . ? N6 C33 C32 123.7(2) . . ? N6 C33 C34 108.4(2) . . ? C32 C33 C34 127.8(2) . . ? C35 C34 C33 107.2(2) . . ? C35 C34 H34 126.4 . . ? C33 C34 H34 126.4 . . ? C34 C35 C36 106.5(2) . . ? C34 C35 H35 126.8 . . ? C36 C35 H35 126.8 . . ? N6 C36 C35 111.4(2) . . ? N6 C36 H36 124.3 . . ? C35 C36 H36 124.3 . . ? C42 C37 C38 117.3(2) . . ? C42 C37 C32 119.9(2) . . ? C38 C37 C32 122.7(2) . . ? C39 C38 C37 121.1(2) . . ? C39 C38 H38 119.4 . . ? C37 C38 H38 119.4 . . ? C38 C39 C40 121.2(2) . . ? C38 C39 H39 119.4 . . ? C40 C39 H39 119.4 . . ? C39 C40 C41 117.6(2) . . ? C39 C40 C44 121.7(2) . . ? C41 C40 C44 120.6(2) . . ? C42 C41 C40 121.1(2) . . ? C42 C41 H41 119.4 . . ? C40 C41 H41 119.4 . . ? C41 C42 C37 121.5(2) . . ? C41 C42 H42 119.3 . . ? C37 C42 H42 119.3 . . ? C44 C43 N7 110.8(2) . . ? C44 C43 H43 124.6 . . ? N7 C43 H43 124.6 . . ? C43 C44 C45 105.9(2) . . ? C43 C44 C40 128.4(2) . . ? C45 C44 C40 125.7(2) . . ? C46 C45 C49 116.9(2) . . ? C46 C45 C44 136.4(2) . . ? C49 C45 C44 106.6(2) . . ? C47 C46 C45 117.6(2) . . ? C47 C46 H46 121.2 . . ? C45 C46 H46 121.2 . . ? C46 C47 C48 120.4(2) . . ? C46 C47 H47 119.8 . . ? C48 C47 H47 119.8 . . ? N8 C48 C47 124.7(2) . . ? N8 C48 H48 117.7 . . ? C47 C48 H48 117.7 . . ? N8 C49 N7 125.1(2) . . ? N8 C49 C45 126.7(2) . . ? N7 C49 C45 108.2(2) . . ? C51 C50 H50A 109.5 . . ? C51 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C51 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O3 C51 C52 124.3(2) . . ? O3 C51 C50 115.3(2) . . ? C52 C51 C50 120.5(2) . . ? C53 C52 C51 124.5(2) . . ? C53 C52 H52 117.7 . . ? C51 C52 H52 117.7 . . ? O4 C53 C52 124.9(2) . . ? O4 C53 C54 115.2(2) . . ? C52 C53 C54 119.9(2) . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C28 N5 C31 106.7(2) . . ? C28 N5 Cu2 125.26(16) . . ? C31 N5 Cu2 127.09(15) . . ? C36 N6 C33 106.5(2) . . ? C36 N6 Cu2 124.79(16) . . ? C33 N6 Cu2 127.47(15) . . ? C49 N7 C43 108.46(19) . . ? C49 N7 H7A 125.8 . . ? C43 N7 H7A 125.8 . . ? C48 N8 C49 113.8(2) . . ? C51 O3 Cu2 127.33(17) . . ? C53 O4 Cu2 126.94(17) . . ? O3 Cu2 O4 91.00(8) . . ? O3 Cu2 N6 172.22(9) . . ? O4 Cu2 N6 89.02(8) . . ? O3 Cu2 N5 89.52(8) . . ? O4 Cu2 N5 171.22(9) . . ? N6 Cu2 N5 91.65(8) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.496 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.068 #===END ###Material relevant to compound 6 at 173K ## data_compound6 _database_code_depnum_ccdc_archive 'CCDC 760787' #TrackingRef 'Hosseini.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H29 Co N6 O2, 2.5(C4 H8 O2) ' _chemical_formula_sum 'C48 H49 Co N6 O7' _chemical_formula_weight 880.86 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1522(2) _cell_length_b 11.1044(2) _cell_length_c 20.8685(4) _cell_angle_alpha 84.7710(10) _cell_angle_beta 86.2170(10) _cell_angle_gamma 67.1980(10) _cell_volume 2158.51(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7590 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 27.43 _exptl_crystal_description plate _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.355 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 0.458 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9345 _exptl_absorpt_correction_T_max 0.9775 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27973 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 27.54 _reflns_number_total 9623 _reflns_number_gt 7455 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0763P)^2^+3.0192P] 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 9623 _refine_ls_number_parameters 535 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0782 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1643 _refine_ls_wR_factor_gt 0.1508 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 C1 C 0.2248(3) 0.0293(3) 0.73640(14) 0.0294(6) Uani 1 1 d . . . H1 H 0.2098 -0.0117 0.7022 0.035 Uiso 1 1 calc R . . C2 C 0.1214(3) 0.0859(3) 0.78492(15) 0.0350(7) Uani 1 1 d . . . H2 H 0.0284 0.0889 0.7885 0.042 Uiso 1 1 calc R . . C3 C 0.1850(3) 0.1358(3) 0.82583(14) 0.0307(7) Uani 1 1 d . . . H3 H 0.1424 0.1804 0.8621 0.037 Uiso 1 1 calc R . . C4 C 0.3276(3) 0.1064(3) 0.80243(13) 0.0235(6) Uani 1 1 d . . . C5 C 0.4410(3) 0.1206(3) 0.83201(12) 0.0227(6) Uani 1 1 d . . . C6 C 0.5826(3) 0.0671(3) 0.80934(12) 0.0220(6) Uani 1 1 d . . . C7 C 0.7087(3) 0.0374(3) 0.84396(14) 0.0260(6) Uani 1 1 d . . . H7 H 0.7148 0.0692 0.8829 0.031 Uiso 1 1 calc R . . C8 C 0.8200(3) -0.0474(3) 0.80886(14) 0.0294(6) Uani 1 1 d . . . H8 H 0.9155 -0.0848 0.8198 0.035 Uiso 1 1 calc R . . C9 C 0.7614(3) -0.0668(3) 0.75325(14) 0.0261(6) Uani 1 1 d . . . H9 H 0.8140 -0.1202 0.7212 0.031 Uiso 1 1 calc R . . C10 C 0.4142(3) 0.1775(3) 0.89593(13) 0.0241(6) Uani 1 1 d . . . C11 C 0.4495(3) 0.2839(3) 0.90591(14) 0.0303(7) Uani 1 1 d . . . H11 H 0.4837 0.3242 0.8715 0.036 Uiso 1 1 calc R . . C12 C 0.4340(4) 0.3300(3) 0.96648(15) 0.0335(7) Uani 1 1 d . . . H12 H 0.4569 0.4016 0.9723 0.040 Uiso 1 1 calc R . . C13 C 0.3846(3) 0.2705(3) 1.01886(14) 0.0283(6) Uani 1 1 d . . . C14 C 0.3473(3) 0.1655(3) 1.00861(14) 0.0292(6) Uani 1 1 d . . . H14 H 0.3121 0.1258 1.0429 0.035 Uiso 1 1 calc R . . C15 C 0.3622(3) 0.1199(3) 0.94798(14) 0.0280(6) Uani 1 1 d . . . H15 H 0.3371 0.0497 0.9420 0.034 Uiso 1 1 calc R . . C16 C 0.4129(4) 0.2306(3) 1.13931(15) 0.0360(7) Uani 1 1 d . . . H16 H 0.4515 0.1397 1.1399 0.043 Uiso 1 1 calc R . . C17 C 0.3742(4) 0.3126(3) 1.08508(14) 0.0302(7) Uani 1 1 d . . . C18 C 0.3193(3) 0.4427(3) 1.10603(14) 0.0290(6) Uani 1 1 d . . . C19 C 0.2577(4) 0.5690(3) 1.07694(15) 0.0348(7) Uani 1 1 d . . . H19 H 0.2453 0.5836 1.0327 0.042 Uiso 1 1 calc R . . C20 C 0.2158(4) 0.6719(3) 1.11656(16) 0.0406(8) Uani 1 1 d . . . H20 H 0.1747 0.7577 1.0989 0.049 Uiso 1 1 calc R . . C21 C 0.2346(4) 0.6478(3) 1.18239(16) 0.0421(8) Uani 1 1 d . . . H21 H 0.2069 0.7196 1.2072 0.050 Uiso 1 1 calc R . . C22 C 0.3291(4) 0.4308(3) 1.17387(14) 0.0312(7) Uani 1 1 d . . . C23 C 0.7297(3) 0.0908(3) 0.63029(13) 0.0243(6) Uani 1 1 d . . . C24 C 0.8715(3) 0.0438(3) 0.60619(15) 0.0314(7) Uani 1 1 d . . . H24 H 0.9067 -0.0326 0.5846 0.038 Uiso 1 1 calc R . . C25 C 0.9596(4) 0.1096(4) 0.61414(17) 0.0407(8) Uani 1 1 d . . . H25 H 1.0541 0.0750 0.5990 0.049 Uiso 1 1 calc R . . C26 C 0.9097(4) 0.2268(4) 0.64441(17) 0.0406(8) Uani 1 1 d . . . H26 H 0.9707 0.2690 0.6505 0.049 Uiso 1 1 calc R . . C27 C 0.7694(3) 0.2785(3) 0.66492(15) 0.0323(7) Uani 1 1 d . . . H27 H 0.7340 0.3589 0.6831 0.039 Uiso 1 1 calc R . . C28 C 0.6781(3) 0.2130(3) 0.65911(13) 0.0251(6) Uani 1 1 d . . . C29 C 0.5274(3) 0.2771(3) 0.67301(13) 0.0261(6) Uani 1 1 d . . . H29 H 0.4902 0.3671 0.6765 0.031 Uiso 1 1 calc R . . C30 C 0.2906(3) 0.2859(3) 0.66549(14) 0.0280(6) Uani 1 1 d . . . H30A H 0.2660 0.3794 0.6578 0.034 Uiso 1 1 calc R . . H30B H 0.2285 0.2703 0.6997 0.034 Uiso 1 1 calc R . . C31 C 0.2814(3) 0.2244(3) 0.60406(15) 0.0290(6) Uani 1 1 d . . . H31A H 0.1828 0.2394 0.5966 0.035 Uiso 1 1 calc R . . H31B H 0.3186 0.2627 0.5672 0.035 Uiso 1 1 calc R . . C32 C 0.3649(3) 0.0052(3) 0.57169(13) 0.0264(6) Uani 1 1 d . . . H32 H 0.3092 0.0427 0.5360 0.032 Uiso 1 1 calc R . . C33 C 0.4413(3) -0.1344(3) 0.57598(13) 0.0239(6) Uani 1 1 d . . . C34 C 0.4295(4) -0.2032(3) 0.52461(14) 0.0327(7) Uani 1 1 d . . . H34 H 0.3780 -0.1565 0.4890 0.039 Uiso 1 1 calc R . . C35 C 0.4916(4) -0.3367(3) 0.52567(15) 0.0365(7) Uani 1 1 d . . . H35 H 0.4848 -0.3802 0.4908 0.044 Uiso 1 1 calc R . . C36 C 0.5649(4) -0.4065(3) 0.57958(15) 0.0324(7) Uani 1 1 d . . . H36 H 0.6054 -0.4975 0.5810 0.039 Uiso 1 1 calc R . . C37 C 0.5785(3) -0.3432(3) 0.63107(14) 0.0270(6) Uani 1 1 d . . . H37 H 0.6263 -0.3924 0.6670 0.032 Uiso 1 1 calc R . . N1 N 0.3470(3) 0.0424(2) 0.74610(11) 0.0231(5) Uani 1 1 d . . . N2 N 0.6212(2) 0.0012(2) 0.75268(10) 0.0212(5) Uani 1 1 d . . . N3 N 0.3872(3) 0.3003(2) 1.19302(12) 0.0362(7) Uani 1 1 d . . . H3A H 0.4047 0.2676 1.2320 0.043 Uiso 1 1 calc R . . N4 N 0.2898(3) 0.5284(3) 1.21280(13) 0.0379(7) Uani 1 1 d . . . N5 N 0.4415(2) 0.2172(2) 0.68090(11) 0.0227(5) Uani 1 1 d . . . N6 N 0.3678(2) 0.0819(2) 0.61330(11) 0.0233(5) Uani 1 1 d . . . O1 O 0.6507(2) 0.02298(18) 0.62323(9) 0.0233(4) Uani 1 1 d . . . O2 O 0.5459(2) -0.15129(18) 0.67952(9) 0.0245(4) Uani 1 1 d . . . Co1 Co 0.49649(4) 0.03297(3) 0.682869(16) 0.01992(12) Uani 1 1 d . . . C38 C 0.5218(3) -0.2057(3) 0.63030(13) 0.0228(6) Uani 1 1 d . . . C39 C 0.7048(7) 0.3694(7) 0.2340(3) 0.099(2) Uani 1 1 d . . . H39A H 0.6061 0.3901 0.2485 0.119 Uiso 1 1 calc R . . H39B H 0.7651 0.2990 0.2629 0.119 Uiso 1 1 calc R . . C40 C 0.7250(6) 0.3257(6) 0.1689(3) 0.0835(16) Uani 1 1 d . . . H40A H 0.7061 0.2464 0.1695 0.100 Uiso 1 1 calc R . . H40B H 0.6566 0.3922 0.1412 0.100 Uiso 1 1 calc R . . C41 C 0.8984(7) 0.4136(6) 0.1458(3) 0.0876(16) Uani 1 1 d . . . H41A H 0.8374 0.4841 0.1172 0.105 Uiso 1 1 calc R . . H41B H 0.9968 0.3935 0.1312 0.105 Uiso 1 1 calc R . . C42 C 0.8784(8) 0.4565(7) 0.2117(3) 0.108(2) Uani 1 1 d . . . H42A H 0.9468 0.3897 0.2393 0.130 Uiso 1 1 calc R . . H42B H 0.8968 0.5360 0.2116 0.130 Uiso 1 1 calc R . . O3 O 0.8649(4) 0.3009(4) 0.14319(19) 0.0825(11) Uani 1 1 d . . . O4 O 0.7383(6) 0.4802(5) 0.2367(2) 0.1220(18) Uani 1 1 d . . . C43 C 0.8437(6) 0.3765(7) 0.4214(3) 0.1043(12) Uani 1 1 d . . . H43A H 0.7447 0.4354 0.4273 0.125 Uiso 1 1 calc R . . H43B H 0.8467 0.3094 0.3940 0.125 Uiso 1 1 calc R . . C44 C 0.9009(6) 0.3178(7) 0.4819(3) 0.1043(12) Uani 1 1 d . . . H44A H 0.8900 0.3862 0.5100 0.125 Uiso 1 1 calc R . . H44B H 0.8464 0.2681 0.5012 0.125 Uiso 1 1 calc R . . C45 C 1.1260(6) 0.2999(7) 0.4436(3) 0.1043(12) Uani 1 1 d . . . H45A H 1.2232 0.2380 0.4367 0.125 Uiso 1 1 calc R . . H45B H 1.1295 0.3669 0.4694 0.125 Uiso 1 1 calc R . . C46 C 1.0673(6) 0.3604(7) 0.3818(3) 0.1043(12) Uani 1 1 d . . . H46A H 1.1244 0.4060 0.3607 0.125 Uiso 1 1 calc R . . H46B H 1.0693 0.2936 0.3544 0.125 Uiso 1 1 calc R . . O5 O 1.0461(4) 0.2342(4) 0.4779(2) 0.0974(10) Uani 1 1 d . . . O6 O 0.9263(4) 0.4489(4) 0.3911(2) 0.0974(10) Uani 1 1 d . . . C47 C 1.0256(4) 0.1026(3) 0.02217(17) 0.0414(8) Uani 1 1 d . . . H47A H 1.0273 0.1551 -0.0174 0.050 Uiso 1 1 calc R . . H47B H 1.0397 0.1468 0.0576 0.050 Uiso 1 1 calc R . . C48 C 0.8833(4) 0.0908(4) 0.03112(16) 0.0402(8) Uani 1 1 d . . . H48A H 0.8789 0.0437 0.0722 0.048 Uiso 1 1 calc R . . H48B H 0.8080 0.1775 0.0315 0.048 Uiso 1 1 calc R . . O7 O 0.8613(3) 0.0230(2) -0.01962(12) 0.0425(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0330(16) 0.0343(16) 0.0231(14) -0.0005(12) -0.0044(12) -0.0150(13) C2 0.0293(16) 0.0468(19) 0.0309(16) -0.0002(14) -0.0003(13) -0.0175(14) C3 0.0294(16) 0.0355(16) 0.0236(15) -0.0009(12) 0.0026(12) -0.0094(13) C4 0.0276(15) 0.0246(13) 0.0163(13) -0.0012(11) -0.0007(11) -0.0080(11) C5 0.0331(15) 0.0202(13) 0.0140(12) -0.0019(10) -0.0015(11) -0.0092(11) C6 0.0314(15) 0.0207(12) 0.0146(12) -0.0009(10) -0.0038(11) -0.0105(11) C7 0.0339(16) 0.0278(14) 0.0197(13) -0.0008(11) -0.0075(11) -0.0148(13) C8 0.0285(16) 0.0342(16) 0.0244(15) 0.0000(12) -0.0080(12) -0.0104(13) C9 0.0257(15) 0.0263(14) 0.0227(14) -0.0016(11) -0.0026(11) -0.0057(12) C10 0.0309(15) 0.0247(13) 0.0147(13) -0.0050(11) -0.0023(11) -0.0075(12) C11 0.0437(18) 0.0289(15) 0.0198(14) -0.0021(12) 0.0005(12) -0.0157(14) C12 0.054(2) 0.0271(15) 0.0247(15) -0.0066(12) -0.0002(14) -0.0203(15) C13 0.0393(17) 0.0237(14) 0.0191(14) -0.0030(11) -0.0040(12) -0.0084(13) C14 0.0435(18) 0.0294(15) 0.0164(13) -0.0015(11) 0.0007(12) -0.0162(14) C15 0.0368(17) 0.0254(14) 0.0238(14) -0.0051(11) 0.0005(12) -0.0136(13) C16 0.061(2) 0.0227(14) 0.0235(15) -0.0053(12) -0.0031(14) -0.0137(15) C17 0.0470(19) 0.0265(14) 0.0175(14) -0.0039(11) -0.0018(12) -0.0139(14) C18 0.0413(18) 0.0256(14) 0.0198(14) -0.0029(11) -0.0034(12) -0.0118(13) C19 0.049(2) 0.0299(15) 0.0237(15) -0.0010(12) -0.0085(14) -0.0122(14) C20 0.059(2) 0.0258(15) 0.0311(17) -0.0024(13) -0.0132(16) -0.0085(15) C21 0.060(2) 0.0269(16) 0.0315(17) -0.0096(13) -0.0088(16) -0.0049(15) C22 0.0439(18) 0.0262(14) 0.0214(14) -0.0032(12) -0.0043(13) -0.0104(13) C23 0.0286(15) 0.0290(14) 0.0140(12) 0.0013(11) -0.0046(11) -0.0098(12) C24 0.0304(16) 0.0359(16) 0.0265(15) -0.0053(13) -0.0005(12) -0.0107(13) C25 0.0294(17) 0.053(2) 0.0399(19) -0.0042(16) 0.0007(14) -0.0161(16) C26 0.042(2) 0.053(2) 0.0376(19) -0.0061(16) -0.0048(15) -0.0281(17) C27 0.0397(18) 0.0351(16) 0.0246(15) -0.0021(13) -0.0055(13) -0.0165(14) C28 0.0296(15) 0.0286(14) 0.0183(13) 0.0004(11) -0.0036(11) -0.0125(12) C29 0.0360(16) 0.0228(13) 0.0193(13) -0.0029(11) -0.0021(12) -0.0105(12) C30 0.0253(15) 0.0235(14) 0.0292(15) 0.0011(12) -0.0026(12) -0.0033(12) C31 0.0250(15) 0.0292(15) 0.0281(15) 0.0028(12) -0.0062(12) -0.0055(12) C32 0.0289(15) 0.0358(15) 0.0157(13) 0.0015(11) -0.0058(11) -0.0138(13) C33 0.0280(15) 0.0299(14) 0.0162(13) -0.0008(11) -0.0051(11) -0.0132(12) C34 0.0438(19) 0.0394(17) 0.0190(14) -0.0013(13) -0.0095(13) -0.0191(15) C35 0.056(2) 0.0397(18) 0.0219(15) -0.0095(13) -0.0060(14) -0.0246(16) C36 0.0451(19) 0.0292(15) 0.0282(16) -0.0074(13) 0.0002(13) -0.0190(14) C37 0.0363(17) 0.0286(14) 0.0176(13) -0.0023(11) -0.0033(12) -0.0136(13) N1 0.0277(13) 0.0255(12) 0.0168(11) -0.0022(9) -0.0027(9) -0.0105(10) N2 0.0276(12) 0.0206(11) 0.0146(11) -0.0026(9) -0.0026(9) -0.0079(9) N3 0.0649(19) 0.0263(13) 0.0148(12) -0.0013(10) -0.0065(12) -0.0138(13) N4 0.0575(18) 0.0277(13) 0.0237(13) -0.0076(11) -0.0064(12) -0.0088(13) N5 0.0261(12) 0.0219(11) 0.0167(11) -0.0011(9) -0.0022(9) -0.0055(10) N6 0.0242(12) 0.0252(12) 0.0184(11) 0.0013(9) -0.0028(9) -0.0076(10) O1 0.0255(10) 0.0263(10) 0.0182(9) -0.0049(8) -0.0007(8) -0.0092(8) O2 0.0348(11) 0.0232(9) 0.0156(9) -0.0025(7) -0.0071(8) -0.0102(8) Co1 0.0239(2) 0.02089(19) 0.01380(19) -0.00228(13) -0.00325(13) -0.00672(15) C38 0.0270(14) 0.0268(14) 0.0169(13) -0.0045(11) -0.0004(11) -0.0121(12) C39 0.101(5) 0.129(6) 0.083(4) -0.039(4) 0.003(3) -0.054(4) C40 0.063(3) 0.085(4) 0.096(4) -0.035(3) 0.004(3) -0.016(3) C41 0.084(4) 0.079(4) 0.090(4) -0.011(3) 0.002(3) -0.021(3) C42 0.127(6) 0.120(6) 0.102(5) -0.050(4) 0.004(4) -0.067(5) O3 0.065(2) 0.077(2) 0.098(3) -0.042(2) 0.0017(19) -0.0119(18) O4 0.129(4) 0.135(4) 0.122(4) -0.084(3) 0.033(3) -0.062(3) C43 0.0540(16) 0.133(3) 0.101(2) 0.056(2) -0.0002(15) -0.0227(17) C44 0.0540(16) 0.133(3) 0.101(2) 0.056(2) -0.0002(15) -0.0227(17) C45 0.0540(16) 0.133(3) 0.101(2) 0.056(2) -0.0002(15) -0.0227(17) C46 0.0540(16) 0.133(3) 0.101(2) 0.056(2) -0.0002(15) -0.0227(17) O5 0.0530(14) 0.104(2) 0.104(2) 0.0558(17) -0.0020(13) -0.0093(13) O6 0.0530(14) 0.104(2) 0.104(2) 0.0558(17) -0.0020(13) -0.0093(13) C47 0.056(2) 0.0424(19) 0.0320(18) 0.0002(15) -0.0102(16) -0.0243(17) C48 0.051(2) 0.0419(19) 0.0292(17) 0.0006(14) -0.0061(15) -0.0192(16) O7 0.0445(14) 0.0468(14) 0.0395(13) -0.0005(11) -0.0152(11) -0.0195(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 C1 N1 1.335(4) . ? C1 C2 1.409(4) . ? C1 H1 0.9300 . ? C2 C3 1.374(4) . ? C2 H2 0.9300 . ? C3 C4 1.418(4) . ? C3 H3 0.9300 . ? C4 N1 1.393(3) . ? C4 C5 1.408(4) . ? C5 C6 1.394(4) . ? C5 C10 1.492(4) . ? C6 N2 1.400(3) . ? C6 C7 1.422(4) . ? C7 C8 1.375(4) . ? C7 H7 0.9300 . ? C8 C9 1.408(4) . ? C8 H8 0.9300 . ? C9 N2 1.329(4) . ? C9 H9 0.9300 . ? C10 C15 1.388(4) . ? C10 C11 1.396(4) . ? C11 C12 1.383(4) . ? C11 H11 0.9300 . ? C12 C13 1.391(4) . ? C12 H12 0.9300 . ? C13 C14 1.395(4) . ? C13 C17 1.483(4) . ? C14 C15 1.383(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.363(4) . ? C16 N3 1.373(4) . ? C16 H16 0.9300 . ? C17 C18 1.431(4) . ? C18 C19 1.394(4) . ? C18 C22 1.416(4) . ? C19 C20 1.386(4) . ? C19 H19 0.9300 . ? C20 C21 1.387(5) . ? C20 H20 0.9300 . ? C21 N4 1.339(4) . ? C21 H21 0.9300 . ? C22 N4 1.332(4) . ? C22 N3 1.368(4) . ? C23 O1 1.318(3) . ? C23 C24 1.403(4) . ? C23 C28 1.426(4) . ? C24 C25 1.381(5) . ? C24 H24 0.9300 . ? C25 C26 1.395(5) . ? C25 H25 0.9300 . ? C26 C27 1.368(5) . ? C26 H26 0.9300 . ? C27 C28 1.399(4) . ? C27 H27 0.9300 . ? C28 C29 1.438(4) . ? C29 N5 1.281(4) . ? C29 H29 0.9300 . ? C30 N5 1.465(4) . ? C30 C31 1.531(4) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 N6 1.483(4) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 N6 1.280(4) . ? C32 C33 1.437(4) . ? C32 H32 0.9300 . ? C33 C34 1.409(4) . ? C33 C38 1.427(4) . ? C34 C35 1.367(5) . ? C34 H34 0.9300 . ? C35 C36 1.387(5) . ? C35 H35 0.9300 . ? C36 C37 1.379(4) . ? C36 H36 0.9300 . ? C37 C38 1.407(4) . ? C37 H37 0.9300 . ? N1 Co1 1.922(2) . ? N2 Co1 1.911(2) . ? N3 H3A 0.8600 . ? N5 Co1 1.897(2) . ? N6 Co1 1.914(2) . ? O1 Co1 1.9091(19) . ? O2 C38 1.319(3) . ? O2 Co1 1.9155(19) . ? C39 O4 1.404(7) . ? C39 C40 1.460(7) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 O3 1.416(6) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 O3 1.424(7) . ? C41 C42 1.472(8) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 O4 1.415(8) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.418(8) . ? C43 O6 1.451(6) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 O5 1.407(6) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 O5 1.410(6) . ? C45 C46 1.450(8) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 O6 1.400(6) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 O7 1.425(4) 2_755 ? C47 C48 1.499(5) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 O7 1.430(4) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? O7 C47 1.425(4) 2_755 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 110.8(3) . . ? N1 C1 H1 124.6 . . ? C2 C1 H1 124.6 . . ? C3 C2 C1 106.5(3) . . ? C3 C2 H2 126.7 . . ? C1 C2 H2 126.7 . . ? C2 C3 C4 107.2(3) . . ? C2 C3 H3 126.4 . . ? C4 C3 H3 126.4 . . ? N1 C4 C5 122.5(2) . . ? N1 C4 C3 108.2(2) . . ? C5 C4 C3 128.9(3) . . ? C6 C5 C4 123.2(2) . . ? C6 C5 C10 117.1(2) . . ? C4 C5 C10 119.1(3) . . ? C5 C6 N2 121.8(2) . . ? C5 C6 C7 128.0(3) . . ? N2 C6 C7 108.1(2) . . ? C8 C7 C6 106.9(2) . . ? C8 C7 H7 126.6 . . ? C6 C7 H7 126.6 . . ? C7 C8 C9 106.8(3) . . ? C7 C8 H8 126.6 . . ? C9 C8 H8 126.6 . . ? N2 C9 C8 111.0(3) . . ? N2 C9 H9 124.5 . . ? C8 C9 H9 124.5 . . ? C15 C10 C11 118.5(2) . . ? C15 C10 C5 120.3(2) . . ? C11 C10 C5 121.1(3) . . ? C12 C11 C10 120.6(3) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C13 120.8(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C14 118.5(3) . . ? C12 C13 C17 122.3(3) . . ? C14 C13 C17 119.2(3) . . ? C15 C14 C13 120.6(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C10 120.9(3) . . ? C14 C15 H15 119.5 . . ? C10 C15 H15 119.5 . . ? C17 C16 N3 110.9(3) . . ? C17 C16 H16 124.5 . . ? N3 C16 H16 124.5 . . ? C16 C17 C18 106.1(3) . . ? C16 C17 C13 125.3(3) . . ? C18 C17 C13 128.6(3) . . ? C19 C18 C22 116.9(3) . . ? C19 C18 C17 136.1(3) . . ? C22 C18 C17 106.9(3) . . ? C20 C19 C18 117.3(3) . . ? C20 C19 H19 121.4 . . ? C18 C19 H19 121.4 . . ? C19 C20 C21 120.4(3) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? N4 C21 C20 124.7(3) . . ? N4 C21 H21 117.7 . . ? C20 C21 H21 117.7 . . ? N4 C22 N3 125.4(3) . . ? N4 C22 C18 126.7(3) . . ? N3 C22 C18 107.9(2) . . ? O1 C23 C24 118.8(3) . . ? O1 C23 C28 123.8(3) . . ? C24 C23 C28 117.3(3) . . ? C25 C24 C23 120.9(3) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C24 C25 C26 121.4(3) . . ? C24 C25 H25 119.3 . . ? C26 C25 H25 119.3 . . ? C27 C26 C25 118.7(3) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? C26 C27 C28 121.4(3) . . ? C26 C27 H27 119.3 . . ? C28 C27 H27 119.3 . . ? C27 C28 C23 120.2(3) . . ? C27 C28 C29 120.1(3) . . ? C23 C28 C29 119.1(3) . . ? N5 C29 C28 123.7(3) . . ? N5 C29 H29 118.1 . . ? C28 C29 H29 118.1 . . ? N5 C30 C31 102.2(2) . . ? N5 C30 H30A 111.3 . . ? C31 C30 H30A 111.3 . . ? N5 C30 H30B 111.3 . . ? C31 C30 H30B 111.3 . . ? H30A C30 H30B 109.2 . . ? N6 C31 C30 107.3(2) . . ? N6 C31 H31A 110.3 . . ? C30 C31 H31A 110.3 . . ? N6 C31 H31B 110.3 . . ? C30 C31 H31B 110.3 . . ? H31A C31 H31B 108.5 . . ? N6 C32 C33 124.9(3) . . ? N6 C32 H32 117.5 . . ? C33 C32 H32 117.5 . . ? C34 C33 C38 119.3(3) . . ? C34 C33 C32 117.3(3) . . ? C38 C33 C32 123.4(2) . . ? C35 C34 C33 121.8(3) . . ? C35 C34 H34 119.1 . . ? C33 C34 H34 119.1 . . ? C34 C35 C36 119.0(3) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? C37 C36 C35 121.1(3) . . ? C37 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C36 C37 C38 121.4(3) . . ? C36 C37 H37 119.3 . . ? C38 C37 H37 119.3 . . ? C1 N1 C4 107.2(2) . . ? C1 N1 Co1 126.6(2) . . ? C4 N1 Co1 123.08(19) . . ? C9 N2 C6 107.1(2) . . ? C9 N2 Co1 127.85(19) . . ? C6 N2 Co1 124.13(18) . . ? C22 N3 C16 108.2(2) . . ? C22 N3 H3A 125.9 . . ? C16 N3 H3A 125.9 . . ? C22 N4 C21 114.0(3) . . ? C29 N5 C30 120.3(2) . . ? C29 N5 Co1 125.1(2) . . ? C30 N5 Co1 111.15(18) . . ? C32 N6 C31 119.7(2) . . ? C32 N6 Co1 125.1(2) . . ? C31 N6 Co1 114.60(18) . . ? C23 O1 Co1 120.42(17) . . ? C38 O2 Co1 124.30(17) . . ? N5 Co1 O1 89.61(9) . . ? N5 Co1 N2 93.05(10) . . ? O1 Co1 N2 89.83(9) . . ? N5 Co1 N6 81.58(10) . . ? O1 Co1 N6 90.03(9) . . ? N2 Co1 N6 174.63(10) . . ? N5 Co1 O2 176.18(9) . . ? O1 Co1 O2 89.68(8) . . ? N2 Co1 O2 90.70(9) . . ? N6 Co1 O2 94.66(9) . . ? N5 Co1 N1 90.28(10) . . ? O1 Co1 N1 177.33(9) . . ? N2 Co1 N1 87.51(10) . . ? N6 Co1 N1 92.59(10) . . ? O2 Co1 N1 90.61(9) . . ? O2 C38 C37 118.2(2) . . ? O2 C38 C33 124.4(2) . . ? C37 C38 C33 117.3(2) . . ? O4 C39 C40 111.5(6) . . ? O4 C39 H39A 109.3 . . ? C40 C39 H39A 109.3 . . ? O4 C39 H39B 109.3 . . ? C40 C39 H39B 109.3 . . ? H39A C39 H39B 108.0 . . ? O3 C40 C39 112.4(5) . . ? O3 C40 H40A 109.1 . . ? C39 C40 H40A 109.1 . . ? O3 C40 H40B 109.1 . . ? C39 C40 H40B 109.1 . . ? H40A C40 H40B 107.9 . . ? O3 C41 C42 111.2(5) . . ? O3 C41 H41A 109.4 . . ? C42 C41 H41A 109.4 . . ? O3 C41 H41B 109.4 . . ? C42 C41 H41B 109.4 . . ? H41A C41 H41B 108.0 . . ? O4 C42 C41 111.6(5) . . ? O4 C42 H42A 109.3 . . ? C41 C42 H42A 109.3 . . ? O4 C42 H42B 109.3 . . ? C41 C42 H42B 109.3 . . ? H42A C42 H42B 108.0 . . ? C40 O3 C41 110.1(4) . . ? C39 O4 C42 111.0(5) . . ? C44 C43 O6 109.6(5) . . ? C44 C43 H43A 109.8 . . ? O6 C43 H43A 109.8 . . ? C44 C43 H43B 109.8 . . ? O6 C43 H43B 109.8 . . ? H43A C43 H43B 108.2 . . ? O5 C44 C43 113.4(5) . . ? O5 C44 H44A 108.9 . . ? C43 C44 H44A 108.9 . . ? O5 C44 H44B 108.9 . . ? C43 C44 H44B 108.9 . . ? H44A C44 H44B 107.7 . . ? O5 C45 C46 113.1(5) . . ? O5 C45 H45A 109.0 . . ? C46 C45 H45A 109.0 . . ? O5 C45 H45B 109.0 . . ? C46 C45 H45B 109.0 . . ? H45A C45 H45B 107.8 . . ? O6 C46 C45 109.4(5) . . ? O6 C46 H46A 109.8 . . ? C45 C46 H46A 109.8 . . ? O6 C46 H46B 109.8 . . ? C45 C46 H46B 109.8 . . ? H46A C46 H46B 108.2 . . ? C44 O5 C45 110.2(4) . . ? C46 O6 C43 108.1(4) . . ? O7 C47 C48 111.1(3) 2_755 . ? O7 C47 H47A 109.4 2_755 . ? C48 C47 H47A 109.4 . . ? O7 C47 H47B 109.4 2_755 . ? C48 C47 H47B 109.4 . . ? H47A C47 H47B 108.0 . . ? O7 C48 C47 110.6(3) . . ? O7 C48 H48A 109.5 . . ? C47 C48 H48A 109.5 . . ? O7 C48 H48B 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 108.1 . . ? C47 O7 C48 109.9(3) 2_755 . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.723 _refine_diff_density_min -1.204 _refine_diff_density_rms 0.078 #===END ###Material relevant to compound 7 at 173K ## data_compound7 _database_code_depnum_ccdc_archive 'CCDC 760788' #TrackingRef 'Hosseini.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 N8 Zn, 3(C6 H6)' _chemical_formula_sum 'C62 H48 N8 Zn' _chemical_formula_weight 970.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.7544(3) _cell_length_b 14.2777(3) _cell_length_c 14.5027(6) _cell_angle_alpha 100.0140(10) _cell_angle_beta 92.7050(10) _cell_angle_gamma 117.2820(10) _cell_volume 2466.34(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9936 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 0.548 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9371 _exptl_absorpt_correction_T_max 0.9422 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27798 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0350 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.50 _reflns_number_total 11038 _reflns_number_gt 9298 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0356P)^2^+1.1985P] 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 11038 _refine_ls_number_parameters 640 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.0906 _refine_ls_wR_factor_gt 0.0849 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 C1 C 0.09684(15) 0.54076(14) 0.61195(14) 0.0339(4) Uani 1 1 d . . . H1 H 0.0376 0.4714 0.5929 0.041 Uiso 1 1 calc R . . C2 C 0.09495(16) 0.62414(15) 0.67807(14) 0.0365(4) Uani 1 1 d . . . H2 H 0.0363 0.6204 0.7095 0.044 Uiso 1 1 calc R . . C3 C 0.19707(14) 0.71218(13) 0.68695(12) 0.0279(4) Uani 1 1 d . . . H3 H 0.2209 0.7799 0.7260 0.034 Uiso 1 1 calc R . . C4 C 0.25985(13) 0.68116(12) 0.62570(11) 0.0220(3) Uani 1 1 d . . . C5 C 0.36958(13) 0.74468(12) 0.61390(11) 0.0218(3) Uani 1 1 d . . . C6 C 0.43298(14) 0.71237(12) 0.55673(12) 0.0263(4) Uani 1 1 d . . . C7 C 0.54157(15) 0.77803(15) 0.54014(15) 0.0407(5) Uani 1 1 d . . . H7 H 0.5853 0.8513 0.5665 0.049 Uiso 1 1 calc R . . C8 C 0.57086(17) 0.71476(17) 0.47847(18) 0.0519(6) Uani 1 1 d . . . H8 H 0.6376 0.7361 0.4547 0.062 Uiso 1 1 calc R . . C9 C 0.47955(16) 0.61092(16) 0.45832(15) 0.0415(5) Uani 1 1 d . . . H9 H 0.4771 0.5514 0.4179 0.050 Uiso 1 1 calc R . . C10 C 0.42450(13) 0.86029(12) 0.66729(12) 0.0234(3) Uani 1 1 d . . . C11 C 0.39256(16) 0.93145(14) 0.63988(13) 0.0337(4) Uani 1 1 d . . . H11 H 0.3371 0.9069 0.5888 0.040 Uiso 1 1 calc R . . C12 C 0.44230(15) 1.03906(13) 0.68768(13) 0.0323(4) Uani 1 1 d . . . H12 H 0.4212 1.0861 0.6670 0.039 Uiso 1 1 calc R . . C13 C 0.52338(13) 1.07747(12) 0.76617(11) 0.0227(3) Uani 1 1 d . . . C14 C 0.55430(14) 1.00512(12) 0.79381(12) 0.0246(3) Uani 1 1 d . . . H14 H 0.6077 1.0288 0.8464 0.029 Uiso 1 1 calc R . . C15 C 0.50691(14) 0.89820(12) 0.74430(12) 0.0247(3) Uani 1 1 d . . . H15 H 0.5304 0.8518 0.7628 0.030 Uiso 1 1 calc R . . C16 C 0.67942(14) 1.24876(12) 0.86825(12) 0.0254(4) Uani 1 1 d . . . H16 H 0.7283 1.2212 0.8751 0.031 Uiso 1 1 calc R . . C17 C 0.57559(13) 1.19130(12) 0.81778(11) 0.0227(3) Uani 1 1 d . . . C18 C 0.52934(13) 1.26456(12) 0.82584(11) 0.0227(3) Uani 1 1 d . . . C19 C 0.42989(15) 1.26104(14) 0.79574(13) 0.0297(4) Uani 1 1 d . . . H19 H 0.3724 1.1987 0.7577 0.036 Uiso 1 1 calc R . . C20 C 0.41921(16) 1.35310(14) 0.82413(14) 0.0339(4) Uani 1 1 d . . . H20 H 0.3537 1.3530 0.8049 0.041 Uiso 1 1 calc R . . C21 C 0.50562(16) 1.44569(14) 0.88115(13) 0.0319(4) Uani 1 1 d . . . H21 H 0.4953 1.5059 0.8988 0.038 Uiso 1 1 calc R . . C22 C 0.61154(13) 1.36408(12) 0.88350(11) 0.0232(3) Uani 1 1 d . . . C23 C 0.20085(14) 0.48250(13) 0.28493(12) 0.0283(4) Uani 1 1 d . . . H23 H 0.2332 0.5573 0.2944 0.034 Uiso 1 1 calc R . . C24 C 0.15589(15) 0.41123(14) 0.19583(13) 0.0297(4) Uani 1 1 d . . . H24 H 0.1522 0.4295 0.1378 0.036 Uiso 1 1 calc R . . C25 C 0.11858(14) 0.30937(13) 0.21184(12) 0.0264(4) Uani 1 1 d . . . H25 H 0.0849 0.2450 0.1663 0.032 Uiso 1 1 calc R . . C26 C 0.14079(13) 0.32003(12) 0.31065(11) 0.0220(3) Uani 1 1 d . . . C27 C 0.12266(13) 0.23749(12) 0.35883(11) 0.0207(3) Uani 1 1 d . . . C28 C 0.14931(13) 0.24800(12) 0.45581(12) 0.0219(3) Uani 1 1 d . . . C29 C 0.12409(13) 0.16321(13) 0.50462(12) 0.0248(3) Uani 1 1 d . . . H29 H 0.0918 0.0898 0.4772 0.030 Uiso 1 1 calc R . . C30 C 0.15602(15) 0.20912(14) 0.59933(13) 0.0307(4) Uani 1 1 d . . . H30 H 0.1495 0.1735 0.6484 0.037 Uiso 1 1 calc R . . C31 C 0.20063(15) 0.32121(14) 0.60726(12) 0.0297(4) Uani 1 1 d . . . H31 H 0.2283 0.3720 0.6644 0.036 Uiso 1 1 calc R . . C32 C 0.06743(13) 0.12456(12) 0.29940(11) 0.0224(3) Uani 1 1 d . . . C33 C -0.04402(14) 0.07302(13) 0.26252(13) 0.0277(4) Uani 1 1 d . . . H33 H -0.0846 0.1102 0.2718 0.033 Uiso 1 1 calc R . . C34 C -0.09554(14) -0.03351(13) 0.21191(12) 0.0277(4) Uani 1 1 d . . . H34 H -0.1706 -0.0672 0.1888 0.033 Uiso 1 1 calc R . . C35 C -0.03628(13) -0.09068(12) 0.19521(11) 0.0232(3) Uani 1 1 d . . . C36 C 0.07635(14) -0.03711(13) 0.22990(12) 0.0279(4) Uani 1 1 d . . . H36 H 0.1180 -0.0728 0.2180 0.033 Uiso 1 1 calc R . . C37 C 0.12717(14) 0.06864(13) 0.28197(13) 0.0275(4) Uani 1 1 d . . . H37 H 0.2021 0.1025 0.3055 0.033 Uiso 1 1 calc R . . C38 C -0.18250(15) -0.25324(13) 0.07436(12) 0.0286(4) Uani 1 1 d . . . H38 H -0.2218 -0.2196 0.0557 0.034 Uiso 1 1 calc R . . C39 C -0.09094(14) -0.20424(12) 0.14203(11) 0.0240(3) Uani 1 1 d . . . C40 C -0.05777(14) -0.28546(12) 0.14874(12) 0.0250(3) Uani 1 1 d . . . C41 C 0.02244(16) -0.29378(14) 0.20360(14) 0.0344(4) Uani 1 1 d . . . H41 H 0.0724 -0.2361 0.2511 0.041 Uiso 1 1 calc R . . C42 C 0.02541(17) -0.39070(15) 0.18507(15) 0.0414(5) Uani 1 1 d . . . H42 H 0.0782 -0.3988 0.2204 0.050 Uiso 1 1 calc R . . C43 C -0.05025(17) -0.47611(14) 0.11377(15) 0.0393(5) Uani 1 1 d . . . H43 H -0.0439 -0.5391 0.1019 0.047 Uiso 1 1 calc R . . C44 C -0.13330(14) -0.37985(12) 0.08111(12) 0.0254(4) Uani 1 1 d . . . C62 C 0.2320(2) 0.9857(2) 0.99217(19) 0.0633(7) Uani 1 1 d . . . H62 H 0.2366 1.0530 1.0141 0.076 Uiso 1 1 calc R . . N1 N 0.19383(11) 0.57297(10) 0.57970(10) 0.0249(3) Uani 1 1 d . . . N2 N 0.39681(12) 0.60787(11) 0.50422(10) 0.0282(3) Uani 1 1 d . . . N3 N 0.70206(11) 1.35284(10) 0.90759(10) 0.0264(3) Uani 1 1 d . . . H3A H 0.7629 1.4023 0.9415 0.032 Uiso 1 1 calc R . . N4 N 0.60273(12) 1.45354(11) 0.91215(10) 0.0277(3) Uani 1 1 d . . . N5 N 0.19154(11) 0.42982(10) 0.35412(10) 0.0235(3) Uani 1 1 d . . . N6 N 0.19834(11) 0.34580(10) 0.52285(10) 0.0244(3) Uani 1 1 d . . . N7 N -0.20846(12) -0.35874(11) 0.03774(10) 0.0291(3) Uani 1 1 d . . . H7A H -0.2630 -0.4037 -0.0053 0.035 Uiso 1 1 calc R . . N8 N -0.13111(13) -0.47396(11) 0.06135(11) 0.0323(3) Uani 1 1 d . . . Zn1 Zn 0.244834(16) 0.488707(14) 0.491631(13) 0.02386(6) Uani 1 1 d . . . C45 C 0.17735(16) 0.73430(15) 0.42882(13) 0.0356(4) Uani 1 1 d . . . H45 H 0.1610 0.6625 0.4230 0.043 Uiso 1 1 calc R . . C46 C 0.26385(17) 0.80209(16) 0.38851(14) 0.0408(5) Uani 1 1 d . . . H46 H 0.3065 0.7763 0.3561 0.049 Uiso 1 1 calc R . . C47 C 0.28706(18) 0.90843(17) 0.39639(15) 0.0456(5) Uani 1 1 d . . . H47 H 0.3446 0.9539 0.3683 0.055 Uiso 1 1 calc R . . C48 C 0.22521(17) 0.94704(16) 0.44561(16) 0.0409(5) Uani 1 1 d . . . H48 H 0.2412 1.0187 0.4512 0.049 Uiso 1 1 calc R . . C49 C 0.13960(16) 0.87961(17) 0.48660(16) 0.0425(5) Uani 1 1 d . . . H49 H 0.0981 0.9059 0.5203 0.051 Uiso 1 1 calc R . . C50 C 0.11523(16) 0.77303(16) 0.47771(15) 0.0408(5) Uani 1 1 d . . . H50 H 0.0567 0.7273 0.5048 0.049 Uiso 1 1 calc R . . C57 C 0.1365(2) 0.8926(2) 0.99493(17) 0.0559(6) Uani 1 1 d . . . H57 H 0.0766 0.8971 1.0184 0.067 Uiso 1 1 calc R . . C58 C 0.13079(19) 0.79368(19) 0.96286(16) 0.0496(5) Uani 1 1 d . . . H58 H 0.0669 0.7309 0.9647 0.060 Uiso 1 1 calc R . . C59 C 0.2191(2) 0.78734(19) 0.92814(16) 0.0499(5) Uani 1 1 d . . . H59 H 0.2149 0.7202 0.9066 0.060 Uiso 1 1 calc R . . C60 C 0.3133(2) 0.87936(19) 0.92507(16) 0.0528(6) Uani 1 1 d . . . H60 H 0.3728 0.8744 0.9013 0.063 Uiso 1 1 calc R . . C61 C 0.3204(2) 0.9785(2) 0.95683(18) 0.0602(7) Uani 1 1 d . . . H61 H 0.3845 1.0409 0.9546 0.072 Uiso 1 1 calc R . . C51 C 0.4452(2) 0.27339(17) 0.08443(16) 0.0460(5) Uani 1 1 d . . . H51 H 0.4154 0.2326 0.0231 0.055 Uiso 1 1 calc R . . C52 C 0.5578(2) 0.32424(17) 0.11257(16) 0.0448(5) Uani 1 1 d . . . H52 H 0.6039 0.3169 0.0703 0.054 Uiso 1 1 calc R . . C53 C 0.60230(19) 0.38599(18) 0.20299(17) 0.0459(5) Uani 1 1 d . . . H53 H 0.6783 0.4203 0.2218 0.055 Uiso 1 1 calc R . . C54 C 0.5335(2) 0.39654(17) 0.26535(15) 0.0456(5) Uani 1 1 d . . . H54 H 0.5633 0.4387 0.3262 0.055 Uiso 1 1 calc R . . C55 C 0.42141(19) 0.34521(18) 0.23803(16) 0.0462(5) Uani 1 1 d . . . H55 H 0.3753 0.3521 0.2805 0.055 Uiso 1 1 calc R . . C56 C 0.37697(19) 0.28335(17) 0.14771(17) 0.0474(5) Uani 1 1 d . . . H56 H 0.3008 0.2482 0.1294 0.057 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 C1 0.0257(9) 0.0235(8) 0.0407(11) 0.0017(8) 0.0079(8) 0.0034(7) C2 0.0317(10) 0.0335(10) 0.0408(11) 0.0034(8) 0.0142(8) 0.0133(8) C3 0.0327(9) 0.0225(8) 0.0261(9) -0.0016(7) 0.0033(7) 0.0135(7) C4 0.0251(8) 0.0153(7) 0.0210(8) -0.0011(6) -0.0004(6) 0.0078(6) C5 0.0235(8) 0.0144(7) 0.0226(8) -0.0013(6) -0.0029(6) 0.0073(6) C6 0.0230(8) 0.0151(7) 0.0311(9) -0.0036(6) -0.0003(7) 0.0043(6) C7 0.0265(10) 0.0240(9) 0.0545(13) -0.0055(9) 0.0079(9) 0.0025(7) C8 0.0285(10) 0.0392(11) 0.0700(16) -0.0086(11) 0.0193(10) 0.0070(9) C9 0.0344(11) 0.0310(10) 0.0501(13) -0.0088(9) 0.0115(9) 0.0137(8) C10 0.0238(8) 0.0145(7) 0.0256(9) -0.0018(6) 0.0011(7) 0.0063(6) C11 0.0364(10) 0.0217(8) 0.0340(10) -0.0088(7) -0.0158(8) 0.0135(8) C12 0.0379(10) 0.0199(8) 0.0351(10) -0.0044(7) -0.0109(8) 0.0154(8) C13 0.0227(8) 0.0157(7) 0.0233(8) -0.0018(6) 0.0002(6) 0.0062(6) C14 0.0255(8) 0.0184(7) 0.0217(8) -0.0009(6) -0.0037(7) 0.0062(6) C15 0.0277(9) 0.0171(7) 0.0260(9) 0.0025(6) -0.0008(7) 0.0091(7) C16 0.0265(9) 0.0170(7) 0.0275(9) -0.0028(6) -0.0013(7) 0.0091(7) C17 0.0245(8) 0.0153(7) 0.0215(8) -0.0024(6) -0.0002(6) 0.0063(6) C18 0.0256(8) 0.0164(7) 0.0211(8) 0.0003(6) 0.0012(6) 0.0073(6) C19 0.0276(9) 0.0219(8) 0.0314(10) -0.0026(7) -0.0037(7) 0.0086(7) C20 0.0340(10) 0.0304(9) 0.0374(11) 0.0014(8) -0.0027(8) 0.0183(8) C21 0.0417(11) 0.0227(8) 0.0321(10) 0.0002(7) 0.0006(8) 0.0185(8) C22 0.0263(8) 0.0161(7) 0.0210(8) -0.0003(6) 0.0002(6) 0.0067(6) C23 0.0318(9) 0.0173(7) 0.0321(10) 0.0049(7) 0.0057(7) 0.0086(7) C24 0.0365(10) 0.0278(9) 0.0251(9) 0.0077(7) 0.0065(7) 0.0145(8) C25 0.0298(9) 0.0226(8) 0.0221(8) -0.0021(7) 0.0023(7) 0.0111(7) C26 0.0221(8) 0.0153(7) 0.0248(8) -0.0014(6) 0.0016(6) 0.0077(6) C27 0.0180(7) 0.0145(7) 0.0256(8) -0.0011(6) 0.0013(6) 0.0063(6) C28 0.0202(8) 0.0153(7) 0.0260(9) 0.0003(6) 0.0016(6) 0.0065(6) C29 0.0223(8) 0.0192(7) 0.0307(9) 0.0055(7) 0.0035(7) 0.0082(6) C30 0.0324(10) 0.0311(9) 0.0297(10) 0.0113(8) 0.0058(8) 0.0142(8) C31 0.0337(10) 0.0280(9) 0.0224(9) 0.0000(7) 0.0012(7) 0.0126(8) C32 0.0254(8) 0.0143(7) 0.0222(8) -0.0001(6) -0.0007(6) 0.0069(6) C33 0.0283(9) 0.0187(8) 0.0338(10) -0.0005(7) -0.0006(7) 0.0120(7) C34 0.0239(9) 0.0189(8) 0.0313(9) -0.0013(7) -0.0044(7) 0.0057(7) C35 0.0268(8) 0.0148(7) 0.0213(8) 0.0002(6) -0.0011(6) 0.0062(6) C36 0.0282(9) 0.0182(8) 0.0333(10) -0.0026(7) -0.0011(7) 0.0111(7) C37 0.0230(8) 0.0181(8) 0.0338(10) -0.0028(7) -0.0033(7) 0.0071(7) C38 0.0319(9) 0.0188(8) 0.0296(9) -0.0033(7) -0.0037(7) 0.0112(7) C39 0.0273(9) 0.0166(7) 0.0219(8) -0.0005(6) -0.0001(7) 0.0073(6) C40 0.0284(9) 0.0163(7) 0.0230(8) -0.0018(6) -0.0003(7) 0.0071(7) C41 0.0381(10) 0.0199(8) 0.0346(10) -0.0034(7) -0.0107(8) 0.0095(7) C42 0.0449(12) 0.0259(9) 0.0475(12) -0.0014(8) -0.0155(9) 0.0172(9) C43 0.0450(12) 0.0198(8) 0.0486(12) -0.0035(8) -0.0068(9) 0.0165(8) C44 0.0269(9) 0.0171(7) 0.0244(9) -0.0023(6) 0.0001(7) 0.0067(7) C62 0.0754(19) 0.0468(14) 0.0635(17) 0.0026(12) 0.0053(14) 0.0292(13) N1 0.0241(7) 0.0152(6) 0.0275(8) -0.0020(5) 0.0026(6) 0.0051(5) N2 0.0261(7) 0.0188(7) 0.0325(8) -0.0053(6) 0.0030(6) 0.0085(6) N3 0.0235(7) 0.0155(6) 0.0298(8) -0.0051(6) -0.0054(6) 0.0050(5) N4 0.0358(8) 0.0166(6) 0.0268(8) -0.0012(6) -0.0003(6) 0.0116(6) N5 0.0263(7) 0.0135(6) 0.0246(7) -0.0009(5) 0.0012(6) 0.0065(5) N6 0.0285(7) 0.0180(6) 0.0219(7) -0.0012(5) 0.0001(6) 0.0093(6) N7 0.0290(8) 0.0191(7) 0.0289(8) -0.0076(6) -0.0083(6) 0.0083(6) N8 0.0346(8) 0.0174(7) 0.0369(9) -0.0052(6) -0.0029(7) 0.0103(6) Zn1 0.02602(11) 0.01339(9) 0.02431(11) -0.00326(7) 0.00023(8) 0.00566(7) C45 0.0364(10) 0.0283(9) 0.0320(10) 0.0040(8) -0.0053(8) 0.0087(8) C46 0.0426(11) 0.0366(10) 0.0375(11) 0.0030(9) 0.0104(9) 0.0155(9) C47 0.0487(13) 0.0377(11) 0.0440(12) 0.0158(9) 0.0194(10) 0.0117(10) C48 0.0384(11) 0.0325(10) 0.0533(13) 0.0156(9) 0.0051(9) 0.0162(9) C49 0.0266(10) 0.0425(11) 0.0575(14) 0.0098(10) 0.0053(9) 0.0161(9) C50 0.0269(10) 0.0362(10) 0.0462(12) 0.0117(9) 0.0033(9) 0.0032(8) C57 0.0529(14) 0.0691(16) 0.0466(14) 0.0080(12) 0.0074(11) 0.0314(13) C58 0.0458(13) 0.0472(13) 0.0407(12) 0.0085(10) -0.0017(10) 0.0106(10) C59 0.0594(15) 0.0441(12) 0.0383(12) 0.0025(10) 0.0043(10) 0.0203(11) C60 0.0509(14) 0.0553(14) 0.0440(13) 0.0063(11) 0.0134(11) 0.0195(11) C61 0.0584(15) 0.0440(13) 0.0594(16) 0.0100(12) 0.0114(12) 0.0089(11) C51 0.0636(15) 0.0363(11) 0.0366(11) 0.0007(9) -0.0003(10) 0.0257(11) C52 0.0604(14) 0.0481(12) 0.0467(13) 0.0211(10) 0.0201(11) 0.0382(11) C53 0.0438(12) 0.0448(12) 0.0564(14) 0.0191(11) 0.0007(10) 0.0251(10) C54 0.0610(15) 0.0420(11) 0.0350(11) 0.0040(9) -0.0048(10) 0.0281(11) C55 0.0549(14) 0.0465(12) 0.0439(13) 0.0104(10) 0.0151(11) 0.0286(11) C56 0.0407(12) 0.0395(11) 0.0551(14) 0.0055(10) 0.0016(10) 0.0153(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.335(2) . ? C1 C2 1.404(3) . ? C1 H1 0.9300 . ? C2 C3 1.370(2) . ? C2 H2 0.9300 . ? C3 C4 1.420(2) . ? C3 H3 0.9300 . ? C4 C5 1.398(2) . ? C4 N1 1.3979(19) . ? C5 C6 1.402(2) . ? C5 C10 1.501(2) . ? C6 N2 1.394(2) . ? C6 C7 1.413(2) . ? C7 C8 1.366(3) . ? C7 H7 0.9300 . ? C8 C9 1.403(3) . ? C8 H8 0.9300 . ? C9 N2 1.333(2) . ? C9 H9 0.9300 . ? C10 C11 1.384(2) . ? C10 C15 1.390(2) . ? C11 C12 1.389(2) . ? C11 H11 0.9300 . ? C12 C13 1.394(2) . ? C12 H12 0.9300 . ? C13 C14 1.393(2) . ? C13 C17 1.474(2) . ? C14 C15 1.390(2) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.366(2) . ? C16 N3 1.377(2) . ? C16 H16 0.9300 . ? C17 C18 1.445(2) . ? C18 C19 1.392(2) . ? C18 C22 1.422(2) . ? C19 C20 1.383(2) . ? C19 H19 0.9300 . ? C20 C21 1.390(3) . ? C20 H20 0.9300 . ? C21 N4 1.337(2) . ? C21 H21 0.9300 . ? C22 N4 1.335(2) . ? C22 N3 1.364(2) . ? C23 N5 1.332(2) . ? C23 C24 1.406(2) . ? C23 H23 0.9300 . ? C24 C25 1.370(2) . ? C24 H24 0.9300 . ? C25 C26 1.418(2) . ? C25 H25 0.9300 . ? C26 N5 1.3977(19) . ? C26 C27 1.405(2) . ? C27 C28 1.401(2) . ? C27 C32 1.501(2) . ? C28 N6 1.397(2) . ? C28 C29 1.422(2) . ? C29 C30 1.369(2) . ? C29 H29 0.9300 . ? C30 C31 1.407(2) . ? C30 H30 0.9300 . ? C31 N6 1.334(2) . ? C31 H31 0.9300 . ? C32 C37 1.388(2) . ? C32 C33 1.389(2) . ? C33 C34 1.389(2) . ? C33 H33 0.9300 . ? C34 C35 1.396(2) . ? C34 H34 0.9300 . ? C35 C36 1.395(2) . ? C35 C39 1.477(2) . ? C36 C37 1.387(2) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C38 C39 1.370(2) . ? C38 N7 1.374(2) . ? C38 H38 0.9300 . ? C39 C40 1.443(2) . ? C40 C41 1.391(3) . ? C40 C44 1.421(2) . ? C41 C42 1.383(2) . ? C41 H41 0.9300 . ? C42 C43 1.391(3) . ? C42 H42 0.9300 . ? C43 N8 1.333(2) . ? C43 H43 0.9300 . ? C44 N8 1.339(2) . ? C44 N7 1.358(2) . ? C62 C61 1.380(4) . ? C62 C57 1.384(4) . ? C62 H62 0.9300 . ? N1 Zn1 1.9736(13) . ? N2 Zn1 1.9731(14) . ? N3 H3A 0.8600 . ? N5 Zn1 1.9837(14) . ? N6 Zn1 1.9823(13) . ? N7 H7A 0.8600 . ? C45 C50 1.376(3) . ? C45 C46 1.379(3) . ? C45 H45 0.9300 . ? C46 C47 1.383(3) . ? C46 H46 0.9300 . ? C47 C48 1.374(3) . ? C47 H47 0.9300 . ? C48 C49 1.376(3) . ? C48 H48 0.9300 . ? C49 C50 1.380(3) . ? C49 H49 0.9300 . ? C50 H50 0.9300 . ? C57 C58 1.372(3) . ? C57 H57 0.9300 . ? C58 C59 1.371(3) . ? C58 H58 0.9300 . ? C59 C60 1.368(3) . ? C59 H59 0.9300 . ? C60 C61 1.367(3) . ? C60 H60 0.9300 . ? C61 H61 0.9300 . ? C51 C52 1.378(3) . ? C51 C56 1.379(3) . ? C51 H51 0.9300 . ? C52 C53 1.378(3) . ? C52 H52 0.9300 . ? C53 C54 1.378(3) . ? C53 H53 0.9300 . ? C54 C55 1.370(3) . ? C54 H54 0.9300 . ? C55 C56 1.377(3) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.90(15) . . ? N1 C1 H1 124.0 . . ? C2 C1 H1 124.0 . . ? C3 C2 C1 106.06(16) . . ? C3 C2 H2 127.0 . . ? C1 C2 H2 127.0 . . ? C2 C3 C4 107.56(15) . . ? C2 C3 H3 126.2 . . ? C4 C3 H3 126.2 . . ? C5 C4 N1 124.69(14) . . ? C5 C4 C3 127.13(14) . . ? N1 C4 C3 108.16(14) . . ? C4 C5 C6 127.01(14) . . ? C4 C5 C10 116.23(14) . . ? C6 C5 C10 116.76(14) . . ? N2 C6 C5 124.73(14) . . ? N2 C6 C7 108.15(15) . . ? C5 C6 C7 127.11(15) . . ? C8 C7 C6 107.83(16) . . ? C8 C7 H7 126.1 . . ? C6 C7 H7 126.1 . . ? C7 C8 C9 105.89(17) . . ? C7 C8 H8 127.1 . . ? C9 C8 H8 127.1 . . ? N2 C9 C8 111.79(17) . . ? N2 C9 H9 124.1 . . ? C8 C9 H9 124.1 . . ? C11 C10 C15 118.77(14) . . ? C11 C10 C5 119.58(15) . . ? C15 C10 C5 121.65(15) . . ? C10 C11 C12 120.86(17) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C11 C12 C13 120.88(16) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C13 C12 117.88(14) . . ? C14 C13 C17 121.01(15) . . ? C12 C13 C17 121.11(15) . . ? C15 C14 C13 121.26(16) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C10 C15 C14 120.31(15) . . ? C10 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C17 C16 N3 110.92(15) . . ? C17 C16 H16 124.5 . . ? N3 C16 H16 124.5 . . ? C16 C17 C18 106.06(14) . . ? C16 C17 C13 125.99(15) . . ? C18 C17 C13 127.94(15) . . ? C19 C18 C22 116.20(15) . . ? C19 C18 C17 137.51(15) . . ? C22 C18 C17 106.25(14) . . ? C20 C19 C18 117.97(16) . . ? C20 C19 H19 121.0 . . ? C18 C19 H19 121.0 . . ? C19 C20 C21 120.50(17) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.8 . . ? N4 C21 C20 124.05(16) . . ? N4 C21 H21 118.0 . . ? C20 C21 H21 118.0 . . ? N4 C22 N3 124.74(14) . . ? N4 C22 C18 126.80(16) . . ? N3 C22 C18 108.44(14) . . ? N5 C23 C24 111.77(14) . . ? N5 C23 H23 124.1 . . ? C24 C23 H23 124.1 . . ? C25 C24 C23 106.13(15) . . ? C25 C24 H24 126.9 . . ? C23 C24 H24 126.9 . . ? C24 C25 C26 107.42(15) . . ? C24 C25 H25 126.3 . . ? C26 C25 H25 126.3 . . ? N5 C26 C27 124.13(15) . . ? N5 C26 C25 108.34(14) . . ? C27 C26 C25 127.42(14) . . ? C28 C27 C26 127.74(14) . . ? C28 C27 C32 116.17(14) . . ? C26 C27 C32 116.09(14) . . ? N6 C28 C27 124.71(14) . . ? N6 C28 C29 107.98(14) . . ? C27 C28 C29 127.13(14) . . ? C30 C29 C28 107.66(15) . . ? C30 C29 H29 126.2 . . ? C28 C29 H29 126.2 . . ? C29 C30 C31 106.03(15) . . ? C29 C30 H30 127.0 . . ? C31 C30 H30 127.0 . . ? N6 C31 C30 111.75(15) . . ? N6 C31 H31 124.1 . . ? C30 C31 H31 124.1 . . ? C37 C32 C33 118.66(14) . . ? C37 C32 C27 120.08(15) . . ? C33 C32 C27 121.25(14) . . ? C34 C33 C32 120.68(16) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C35 120.94(16) . . ? C33 C34 H34 119.5 . . ? C35 C34 H34 119.5 . . ? C36 C35 C34 117.94(14) . . ? C36 C35 C39 120.94(15) . . ? C34 C35 C39 121.11(15) . . ? C37 C36 C35 120.99(16) . . ? C37 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C36 C37 C32 120.74(16) . . ? C36 C37 H37 119.6 . . ? C32 C37 H37 119.6 . . ? C39 C38 N7 110.88(15) . . ? C39 C38 H38 124.6 . . ? N7 C38 H38 124.6 . . ? C38 C39 C40 105.89(14) . . ? C38 C39 C35 126.73(16) . . ? C40 C39 C35 127.37(15) . . ? C41 C40 C44 116.61(15) . . ? C41 C40 C39 137.09(15) . . ? C44 C40 C39 106.26(15) . . ? C42 C41 C40 117.77(16) . . ? C42 C41 H41 121.1 . . ? C40 C41 H41 121.1 . . ? C41 C42 C43 120.23(18) . . ? C41 C42 H42 119.9 . . ? C43 C42 H42 119.9 . . ? N8 C43 C42 124.56(17) . . ? N8 C43 H43 117.7 . . ? C42 C43 H43 117.7 . . ? N8 C44 N7 124.95(15) . . ? N8 C44 C40 126.47(16) . . ? N7 C44 C40 108.57(14) . . ? C61 C62 C57 120.0(2) . . ? C61 C62 H62 120.0 . . ? C57 C62 H62 120.0 . . ? C1 N1 C4 106.32(13) . . ? C1 N1 Zn1 129.29(11) . . ? C4 N1 Zn1 124.28(11) . . ? C9 N2 C6 106.33(14) . . ? C9 N2 Zn1 128.97(12) . . ? C6 N2 Zn1 124.25(11) . . ? C22 N3 C16 108.31(13) . . ? C22 N3 H3A 125.8 . . ? C16 N3 H3A 125.8 . . ? C22 N4 C21 114.48(14) . . ? C23 N5 C26 106.32(13) . . ? C23 N5 Zn1 129.14(11) . . ? C26 N5 Zn1 124.44(11) . . ? C31 N6 C28 106.57(13) . . ? C31 N6 Zn1 129.32(11) . . ? C28 N6 Zn1 124.03(11) . . ? C44 N7 C38 108.38(14) . . ? C44 N7 H7A 125.8 . . ? C38 N7 H7A 125.8 . . ? C43 N8 C44 114.24(15) . . ? N2 Zn1 N1 94.83(6) . . ? N2 Zn1 N6 127.48(6) . . ? N1 Zn1 N6 109.71(6) . . ? N2 Zn1 N5 106.78(6) . . ? N1 Zn1 N5 126.50(6) . . ? N6 Zn1 N5 94.91(5) . . ? C50 C45 C46 119.88(18) . . ? C50 C45 H45 120.1 . . ? C46 C45 H45 120.1 . . ? C45 C46 C47 119.90(19) . . ? C45 C46 H46 120.0 . . ? C47 C46 H46 120.0 . . ? C48 C47 C46 120.10(18) . . ? C48 C47 H47 119.9 . . ? C46 C47 H47 119.9 . . ? C47 C48 C49 119.95(19) . . ? C47 C48 H48 120.0 . . ? C49 C48 H48 120.0 . . ? C48 C49 C50 120.1(2) . . ? C48 C49 H49 120.0 . . ? C50 C49 H49 120.0 . . ? C45 C50 C49 120.08(18) . . ? C45 C50 H50 120.0 . . ? C49 C50 H50 120.0 . . ? C58 C57 C62 119.6(2) . . ? C58 C57 H57 120.2 . . ? C62 C57 H57 120.2 . . ? C59 C58 C57 120.1(2) . . ? C59 C58 H58 120.0 . . ? C57 C58 H58 120.0 . . ? C60 C59 C58 120.3(2) . . ? C60 C59 H59 119.8 . . ? C58 C59 H59 119.8 . . ? C61 C60 C59 120.3(2) . . ? C61 C60 H60 119.9 . . ? C59 C60 H60 119.9 . . ? C60 C61 C62 119.8(2) . . ? C60 C61 H61 120.1 . . ? C62 C61 H61 120.1 . . ? C52 C51 C56 119.6(2) . . ? C52 C51 H51 120.2 . . ? C56 C51 H51 120.2 . . ? C51 C52 C53 120.3(2) . . ? C51 C52 H52 119.8 . . ? C53 C52 H52 119.8 . . ? C52 C53 C54 119.6(2) . . ? C52 C53 H53 120.2 . . ? C54 C53 H53 120.2 . . ? C55 C54 C53 120.3(2) . . ? C55 C54 H54 119.9 . . ? C53 C54 H54 119.9 . . ? C54 C55 C56 120.0(2) . . ? C54 C55 H55 120.0 . . ? C56 C55 H55 120.0 . . ? C55 C56 C51 120.1(2) . . ? C55 C56 H56 119.9 . . ? C51 C56 H56 119.9 . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.365 _refine_diff_density_min -0.316 _refine_diff_density_rms 0.047 #===END ###Material relevant to compound 8 at 173K ## data_compound8 _database_code_depnum_ccdc_archive 'CCDC 760789' #TrackingRef 'Hosseini.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 Cu N8' _chemical_formula_sum 'C44 H30 Cu N8' _chemical_formula_weight 734.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4224(3) _cell_length_b 14.6230(4) _cell_length_c 24.5401(7) _cell_angle_alpha 90.00 _cell_angle_beta 92.2260(10) _cell_angle_gamma 90.00 _cell_volume 3378.68(17) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8682 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 27.16 _exptl_crystal_description plate _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.444 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1516 _exptl_absorpt_coefficient_mu 0.694 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9091 _exptl_absorpt_correction_T_max 0.9661 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30628 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 27.63 _reflns_number_total 7655 _reflns_number_gt 6091 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0553P)^2^+5.6385P] 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 7655 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1330 _refine_ls_wR_factor_gt 0.1240 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 C1 C 0.1405(3) 0.1077(2) -0.07100(12) 0.0251(6) Uani 1 1 d . . . H1 H 0.2250 0.0764 -0.0635 0.030 Uiso 1 1 calc R . . C2 C 0.0476(3) 0.0888(2) -0.11561(12) 0.0256(6) Uani 1 1 d . . . H2 H 0.0586 0.0443 -0.1422 0.031 Uiso 1 1 calc R . . C3 C -0.0630(3) 0.1495(2) -0.11202(11) 0.0237(6) Uani 1 1 d . . . H3A H -0.1418 0.1536 -0.1359 0.028 Uiso 1 1 calc R . . C4 C -0.0353(3) 0.20449(19) -0.06545(11) 0.0213(6) Uani 1 1 d . . . C5 C -0.1201(3) 0.27592(19) -0.04628(11) 0.0197(5) Uani 1 1 d . . . C6 C -0.0889(3) 0.32809(19) -0.00012(11) 0.0207(6) Uani 1 1 d . . . C7 C -0.1719(3) 0.3993(2) 0.02202(12) 0.0279(6) Uani 1 1 d . . . H7A H -0.2581 0.4212 0.0076 0.033 Uiso 1 1 calc R . . C8 C -0.1019(3) 0.4295(2) 0.06835(13) 0.0336(7) Uani 1 1 d . . . H8 H -0.1303 0.4759 0.0915 0.040 Uiso 1 1 calc R . . C9 C 0.0228(3) 0.3758(2) 0.07389(12) 0.0297(7) Uani 1 1 d . . . H9 H 0.0897 0.3816 0.1025 0.036 Uiso 1 1 calc R . . C10 C -0.2568(3) 0.29501(18) -0.07734(11) 0.0204(6) Uani 1 1 d . . . C11 C -0.3855(3) 0.2753(2) -0.05392(11) 0.0227(6) Uani 1 1 d . . . H11 H -0.3857 0.2520 -0.0187 0.027 Uiso 1 1 calc R . . C12 C -0.5134(3) 0.29004(19) -0.08233(11) 0.0221(6) Uani 1 1 d . . . H12 H -0.5982 0.2754 -0.0662 0.026 Uiso 1 1 calc R . . C13 C -0.5164(3) 0.32658(18) -0.13494(11) 0.0194(5) Uani 1 1 d . . . C14 C -0.3878(3) 0.3475(2) -0.15825(11) 0.0242(6) Uani 1 1 d . . . H14 H -0.3878 0.3723 -0.1931 0.029 Uiso 1 1 calc R . . C15 C -0.2592(3) 0.3318(2) -0.12981(12) 0.0257(6) Uani 1 1 d . . . H15 H -0.1742 0.3458 -0.1460 0.031 Uiso 1 1 calc R . . C16 C -0.7645(3) 0.2795(2) -0.16728(12) 0.0246(6) Uani 1 1 d . . . H16 H -0.7660 0.2246 -0.1482 0.029 Uiso 1 1 calc R . . C17 C -0.6537(3) 0.33965(19) -0.16567(11) 0.0215(6) Uani 1 1 d . . . C18 C -0.6966(3) 0.41466(19) -0.20009(11) 0.0192(5) Uani 1 1 d . . . C19 C -0.6404(3) 0.4981(2) -0.21517(12) 0.0239(6) Uani 1 1 d . . . H19 H -0.5520 0.5173 -0.2014 0.029 Uiso 1 1 calc R . . C20 C -0.7201(3) 0.5517(2) -0.25132(12) 0.0270(6) Uani 1 1 d . . . H20 H -0.6858 0.6083 -0.2621 0.032 Uiso 1 1 calc R . . C21 C -0.8526(3) 0.5209(2) -0.27175(12) 0.0260(6) Uani 1 1 d . . . H21 H -0.9010 0.5575 -0.2973 0.031 Uiso 1 1 calc R . . C22 C -0.8351(3) 0.39277(19) -0.22186(11) 0.0209(6) Uani 1 1 d . . . C23 C 0.2589(3) 0.0352(2) 0.04585(12) 0.0255(6) Uani 1 1 d . . . H23 H 0.1720 0.0155 0.0309 0.031 Uiso 1 1 calc R . . C24 C 0.3614(3) -0.0233(2) 0.06982(13) 0.0285(7) Uani 1 1 d . . . H24 H 0.3553 -0.0864 0.0734 0.034 Uiso 1 1 calc R . . C25 C 0.4728(3) 0.03190(19) 0.08707(12) 0.0244(6) Uani 1 1 d . . . H25 H 0.5569 0.0129 0.1047 0.029 Uiso 1 1 calc R . . C26 C 0.4355(3) 0.12284(18) 0.07303(11) 0.0188(5) Uani 1 1 d . . . C27 C 0.5113(3) 0.20247(18) 0.08703(10) 0.0176(5) Uani 1 1 d . . . C28 C 0.4634(3) 0.29177(19) 0.07841(11) 0.0206(6) Uani 1 1 d . . . C29 C 0.5384(3) 0.3748(2) 0.08867(12) 0.0274(6) Uani 1 1 d . . . H29 H 0.6272 0.3804 0.1062 0.033 Uiso 1 1 calc R . . C30 C 0.4567(3) 0.4449(2) 0.06819(14) 0.0334(7) Uani 1 1 d . . . H30 H 0.4786 0.5069 0.0689 0.040 Uiso 1 1 calc R . . C31 C 0.3328(3) 0.4039(2) 0.04579(14) 0.0318(7) Uani 1 1 d . . . H31 H 0.2589 0.4361 0.0285 0.038 Uiso 1 1 calc R . . C32 C 0.6574(3) 0.19167(18) 0.11176(11) 0.0186(5) Uani 1 1 d . . . C33 C 0.7627(3) 0.14643(18) 0.08378(11) 0.0208(6) Uani 1 1 d . . . H33 H 0.7397 0.1184 0.0506 0.025 Uiso 1 1 calc R . . C34 C 0.9013(3) 0.14262(18) 0.10480(11) 0.0206(6) Uani 1 1 d . . . H34 H 0.9704 0.1132 0.0852 0.025 Uiso 1 1 calc R . . C35 C 0.9381(3) 0.18257(18) 0.15517(11) 0.0196(5) Uani 1 1 d . . . C36 C 0.8313(3) 0.22512(19) 0.18365(11) 0.0221(6) Uani 1 1 d . . . H36 H 0.8532 0.2506 0.2177 0.027 Uiso 1 1 calc R . . C37 C 0.6934(3) 0.23028(19) 0.16232(11) 0.0215(6) Uani 1 1 d . . . H37 H 0.6243 0.2597 0.1819 0.026 Uiso 1 1 calc R . . C38 C 1.1875(3) 0.11797(19) 0.17753(11) 0.0226(6) Uani 1 1 d . . . H38 H 1.1749 0.0603 0.1622 0.027 Uiso 1 1 calc R . . C39 C 1.0862(3) 0.18481(19) 0.17735(11) 0.0205(6) Uani 1 1 d . . . C40 C 1.1514(3) 0.26278(19) 0.20388(11) 0.0194(5) Uani 1 1 d . . . C41 C 1.1131(3) 0.3524(2) 0.21404(12) 0.0240(6) Uani 1 1 d . . . H41 H 1.0231 0.3740 0.2040 0.029 Uiso 1 1 calc R . . C42 C 1.2136(3) 0.4089(2) 0.23963(12) 0.0275(6) Uani 1 1 d . . . H42 H 1.1921 0.4697 0.2466 0.033 Uiso 1 1 calc R . . C43 C 1.3465(3) 0.3739(2) 0.25472(12) 0.0254(6) Uani 1 1 d . . . H43 H 1.4108 0.4132 0.2724 0.030 Uiso 1 1 calc R . . C44 C 1.2920(3) 0.23604(19) 0.21984(11) 0.0192(5) Uani 1 1 d . . . N1 N 0.0928(2) 0.17614(16) -0.04043(9) 0.0213(5) Uani 1 1 d . . . N2 N 0.0328(3) 0.31642(16) 0.03351(9) 0.0231(5) Uani 1 1 d . . . N3 N -0.8733(2) 0.31107(17) -0.20098(10) 0.0245(5) Uani 1 1 d . . . H3 H -0.9527 0.2835 -0.2077 0.029 Uiso 1 1 calc R . . N4 N -0.9141(2) 0.44356(16) -0.25737(9) 0.0222(5) Uani 1 1 d . . . N5 N 0.3009(2) 0.12236(15) 0.04691(9) 0.0204(5) Uani 1 1 d . . . N6 N 0.3338(3) 0.31336(16) 0.05229(10) 0.0242(5) Uani 1 1 d . . . N7 N 1.3111(2) 0.14796(16) 0.20366(10) 0.0226(5) Uani 1 1 d . . . H7 H 1.3873 0.1163 0.2089 0.027 Uiso 1 1 calc R . . N8 N 1.3889(2) 0.28847(16) 0.24579(9) 0.0216(5) Uani 1 1 d . . . Cu1 Cu 0.18869(4) 0.23017(2) 0.023853(14) 0.02189(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0251(15) 0.0227(14) 0.0272(14) 0.0015(12) -0.0027(12) 0.0039(11) C2 0.0279(16) 0.0250(14) 0.0236(14) -0.0028(12) -0.0009(12) -0.0019(12) C3 0.0223(14) 0.0276(15) 0.0209(13) 0.0008(11) -0.0053(11) -0.0044(11) C4 0.0189(14) 0.0226(13) 0.0219(13) 0.0028(11) -0.0045(11) -0.0001(11) C5 0.0151(13) 0.0233(13) 0.0203(12) 0.0047(11) -0.0029(10) -0.0012(10) C6 0.0175(13) 0.0228(13) 0.0213(13) 0.0035(11) -0.0052(11) 0.0018(11) C7 0.0230(15) 0.0287(15) 0.0314(16) -0.0007(13) -0.0055(12) 0.0054(12) C8 0.0307(17) 0.0346(17) 0.0351(17) -0.0113(14) -0.0027(14) 0.0075(14) C9 0.0294(16) 0.0340(17) 0.0251(15) -0.0030(13) -0.0091(12) 0.0007(13) C10 0.0196(14) 0.0203(13) 0.0206(13) 0.0019(11) -0.0074(11) 0.0013(10) C11 0.0212(14) 0.0278(15) 0.0189(13) 0.0046(11) -0.0036(11) -0.0002(12) C12 0.0185(14) 0.0248(14) 0.0225(13) 0.0024(11) -0.0032(11) -0.0025(11) C13 0.0182(13) 0.0195(13) 0.0199(13) 0.0011(10) -0.0066(11) 0.0000(10) C14 0.0213(14) 0.0330(16) 0.0178(13) 0.0056(12) -0.0032(11) 0.0017(12) C15 0.0172(14) 0.0352(16) 0.0246(14) 0.0049(12) -0.0010(11) 0.0015(12) C16 0.0232(15) 0.0238(14) 0.0260(14) 0.0050(12) -0.0069(11) -0.0027(12) C17 0.0167(13) 0.0247(14) 0.0226(13) -0.0005(11) -0.0048(11) -0.0005(11) C18 0.0148(13) 0.0237(13) 0.0188(12) -0.0028(11) -0.0048(10) 0.0011(10) C19 0.0205(14) 0.0269(14) 0.0237(14) -0.0003(12) -0.0064(11) -0.0029(11) C20 0.0270(16) 0.0236(14) 0.0303(15) 0.0035(12) -0.0017(12) -0.0022(12) C21 0.0252(15) 0.0263(15) 0.0258(15) 0.0031(12) -0.0075(12) 0.0059(12) C22 0.0162(13) 0.0232(13) 0.0231(13) -0.0040(11) -0.0029(11) -0.0001(11) C23 0.0218(15) 0.0260(15) 0.0282(15) -0.0024(12) -0.0070(12) -0.0043(11) C24 0.0320(17) 0.0183(14) 0.0347(16) 0.0022(12) -0.0039(13) -0.0004(12) C25 0.0214(14) 0.0233(14) 0.0280(15) 0.0028(12) -0.0059(12) 0.0037(11) C26 0.0156(13) 0.0203(13) 0.0201(13) 0.0004(10) -0.0058(10) 0.0014(10) C27 0.0145(13) 0.0205(13) 0.0173(12) -0.0002(10) -0.0047(10) 0.0019(10) C28 0.0180(13) 0.0213(13) 0.0218(13) -0.0021(11) -0.0072(11) 0.0015(10) C29 0.0272(16) 0.0244(15) 0.0301(15) -0.0021(12) -0.0068(12) -0.0024(12) C30 0.0348(18) 0.0199(14) 0.0448(19) -0.0010(13) -0.0075(15) -0.0031(13) C31 0.0298(17) 0.0222(15) 0.0425(18) 0.0041(13) -0.0097(14) 0.0038(12) C32 0.0165(13) 0.0177(12) 0.0210(13) 0.0028(10) -0.0064(10) -0.0013(10) C33 0.0213(14) 0.0201(13) 0.0203(13) -0.0018(11) -0.0080(11) 0.0012(11) C34 0.0175(13) 0.0181(13) 0.0260(14) -0.0017(11) -0.0030(11) 0.0032(10) C35 0.0161(13) 0.0184(13) 0.0236(13) 0.0017(11) -0.0066(11) 0.0000(10) C36 0.0184(14) 0.0286(15) 0.0190(13) -0.0022(11) -0.0056(10) -0.0022(11) C37 0.0176(13) 0.0254(14) 0.0212(13) -0.0002(11) -0.0019(11) 0.0008(11) C38 0.0208(14) 0.0216(13) 0.0248(14) 0.0001(11) -0.0058(11) -0.0007(11) C39 0.0145(13) 0.0246(14) 0.0220(13) 0.0013(11) -0.0050(10) 0.0000(11) C40 0.0140(12) 0.0255(14) 0.0183(12) 0.0014(11) -0.0050(10) 0.0023(10) C41 0.0172(14) 0.0290(15) 0.0251(14) -0.0014(12) -0.0066(11) 0.0054(11) C42 0.0267(16) 0.0227(14) 0.0327(16) -0.0049(12) -0.0053(13) 0.0035(12) C43 0.0215(14) 0.0304(15) 0.0238(14) -0.0030(12) -0.0058(11) -0.0052(12) C44 0.0140(12) 0.0252(13) 0.0180(12) 0.0035(11) -0.0035(10) 0.0028(11) N1 0.0179(12) 0.0230(12) 0.0224(11) 0.0002(9) -0.0067(9) 0.0027(9) N2 0.0220(12) 0.0255(12) 0.0211(11) -0.0017(10) -0.0070(10) 0.0044(10) N3 0.0152(11) 0.0286(13) 0.0289(13) 0.0040(10) -0.0092(10) -0.0064(10) N4 0.0173(12) 0.0254(12) 0.0234(12) -0.0016(10) -0.0069(9) 0.0019(9) N5 0.0160(11) 0.0205(11) 0.0240(12) 0.0010(9) -0.0090(9) -0.0009(9) N6 0.0207(12) 0.0203(12) 0.0307(13) 0.0004(10) -0.0107(10) 0.0018(9) N7 0.0149(11) 0.0227(12) 0.0297(12) -0.0009(10) -0.0077(10) 0.0056(9) N8 0.0148(11) 0.0286(13) 0.0208(11) 0.0001(10) -0.0067(9) 0.0004(9) Cu1 0.01853(18) 0.02091(18) 0.02544(19) -0.00023(14) -0.00924(13) 0.00193(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.339(4) . ? C1 C2 1.402(4) . ? C1 H1 0.9300 . ? C2 C3 1.374(4) . ? C2 H2 0.9300 . ? C3 C4 1.413(4) . ? C3 H3A 0.9300 . ? C4 N1 1.396(3) . ? C4 C5 1.407(4) . ? C5 C6 1.388(4) . ? C5 C10 1.497(4) . ? C6 N2 1.397(3) . ? C6 C7 1.422(4) . ? C7 C8 1.366(4) . ? C7 H7A 0.9300 . ? C8 C9 1.415(4) . ? C8 H8 0.9300 . ? C9 N2 1.324(4) . ? C9 H9 0.9300 . ? C10 C11 1.392(4) . ? C10 C15 1.395(4) . ? C11 C12 1.385(4) . ? C11 H11 0.9300 . ? C12 C13 1.397(4) . ? C12 H12 0.9300 . ? C13 C14 1.394(4) . ? C13 C17 1.484(4) . ? C14 C15 1.394(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.365(4) . ? C16 N3 1.373(4) . ? C16 H16 0.9300 . ? C17 C18 1.433(4) . ? C18 C19 1.386(4) . ? C18 C22 1.427(4) . ? C19 C20 1.384(4) . ? C19 H19 0.9300 . ? C20 C21 1.401(4) . ? C20 H20 0.9300 . ? C21 N4 1.324(4) . ? C21 H21 0.9300 . ? C22 N4 1.347(4) . ? C22 N3 1.354(4) . ? C23 N5 1.335(4) . ? C23 C24 1.401(4) . ? C23 H23 0.9300 . ? C24 C25 1.378(4) . ? C24 H24 0.9300 . ? C25 C26 1.415(4) . ? C25 H25 0.9300 . ? C26 N5 1.399(3) . ? C26 C27 1.402(4) . ? C27 C28 1.395(4) . ? C27 C32 1.491(3) . ? C28 N6 1.393(3) . ? C28 C29 1.423(4) . ? C29 C30 1.365(4) . ? C29 H29 0.9300 . ? C30 C31 1.405(4) . ? C30 H30 0.9300 . ? C31 N6 1.333(4) . ? C31 H31 0.9300 . ? C32 C37 1.393(4) . ? C32 C33 1.395(4) . ? C33 C34 1.386(4) . ? C33 H33 0.9300 . ? C34 C35 1.399(4) . ? C34 H34 0.9300 . ? C35 C36 1.394(4) . ? C35 C39 1.478(4) . ? C36 C37 1.384(4) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C38 C39 1.366(4) . ? C38 N7 1.379(3) . ? C38 H38 0.9300 . ? C39 C40 1.439(4) . ? C40 C41 1.384(4) . ? C40 C44 1.422(4) . ? C41 C42 1.388(4) . ? C41 H41 0.9300 . ? C42 C43 1.390(4) . ? C42 H42 0.9300 . ? C43 N8 1.332(4) . ? C43 H43 0.9300 . ? C44 N8 1.334(3) . ? C44 N7 1.362(4) . ? N1 Cu1 1.954(2) . ? N2 Cu1 1.957(2) . ? N3 H3 0.8600 . ? N5 Cu1 1.969(2) . ? N6 Cu1 1.939(2) . ? N7 H7 0.8600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.8(3) . . ? N1 C1 H1 124.1 . . ? C2 C1 H1 124.1 . . ? C3 C2 C1 105.9(3) . . ? C3 C2 H2 127.0 . . ? C1 C2 H2 127.0 . . ? C2 C3 C4 107.6(2) . . ? C2 C3 H3A 126.2 . . ? C4 C3 H3A 126.2 . . ? N1 C4 C5 124.5(2) . . ? N1 C4 C3 108.4(2) . . ? C5 C4 C3 127.1(3) . . ? C6 C5 C4 125.1(2) . . ? C6 C5 C10 117.7(2) . . ? C4 C5 C10 117.2(2) . . ? C5 C6 N2 123.9(2) . . ? C5 C6 C7 127.7(3) . . ? N2 C6 C7 108.3(2) . . ? C8 C7 C6 107.5(3) . . ? C8 C7 H7A 126.3 . . ? C6 C7 H7A 126.3 . . ? C7 C8 C9 105.8(3) . . ? C7 C8 H8 127.1 . . ? C9 C8 H8 127.1 . . ? N2 C9 C8 112.1(3) . . ? N2 C9 H9 124.0 . . ? C8 C9 H9 124.0 . . ? C11 C10 C15 118.6(2) . . ? C11 C10 C5 119.8(2) . . ? C15 C10 C5 121.6(3) . . ? C12 C11 C10 121.0(3) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C11 C12 C13 120.7(3) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C14 C13 C12 118.5(2) . . ? C14 C13 C17 121.2(2) . . ? C12 C13 C17 120.3(2) . . ? C13 C14 C15 120.7(3) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C14 C15 C10 120.6(3) . . ? C14 C15 H15 119.7 . . ? C10 C15 H15 119.7 . . ? C17 C16 N3 110.7(2) . . ? C17 C16 H16 124.7 . . ? N3 C16 H16 124.7 . . ? C16 C17 C18 106.2(2) . . ? C16 C17 C13 125.6(3) . . ? C18 C17 C13 128.2(2) . . ? C19 C18 C22 116.8(2) . . ? C19 C18 C17 136.8(3) . . ? C22 C18 C17 106.4(2) . . ? C20 C19 C18 117.8(3) . . ? C20 C19 H19 121.1 . . ? C18 C19 H19 121.1 . . ? C19 C20 C21 120.1(3) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? N4 C21 C20 124.9(3) . . ? N4 C21 H21 117.6 . . ? C20 C21 H21 117.6 . . ? N4 C22 N3 125.6(2) . . ? N4 C22 C18 126.3(3) . . ? N3 C22 C18 108.0(2) . . ? N5 C23 C24 112.1(3) . . ? N5 C23 H23 124.0 . . ? C24 C23 H23 124.0 . . ? C25 C24 C23 106.0(3) . . ? C25 C24 H24 127.0 . . ? C23 C24 H24 127.0 . . ? C24 C25 C26 107.2(2) . . ? C24 C25 H25 126.4 . . ? C26 C25 H25 126.4 . . ? N5 C26 C27 124.1(2) . . ? N5 C26 C25 108.6(2) . . ? C27 C26 C25 127.0(2) . . ? C28 C27 C26 125.5(2) . . ? C28 C27 C32 116.7(2) . . ? C26 C27 C32 117.8(2) . . ? N6 C28 C27 123.7(2) . . ? N6 C28 C29 108.0(2) . . ? C27 C28 C29 128.1(3) . . ? C30 C29 C28 107.9(3) . . ? C30 C29 H29 126.1 . . ? C28 C29 H29 126.1 . . ? C29 C30 C31 105.7(3) . . ? C29 C30 H30 127.1 . . ? C31 C30 H30 127.1 . . ? N6 C31 C30 112.1(3) . . ? N6 C31 H31 124.0 . . ? C30 C31 H31 124.0 . . ? C37 C32 C33 118.5(2) . . ? C37 C32 C27 120.6(2) . . ? C33 C32 C27 120.9(2) . . ? C34 C33 C32 120.9(2) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C33 C34 C35 120.7(3) . . ? C33 C34 H34 119.7 . . ? C35 C34 H34 119.7 . . ? C36 C35 C34 118.0(2) . . ? C36 C35 C39 119.7(2) . . ? C34 C35 C39 122.2(2) . . ? C37 C36 C35 121.4(3) . . ? C37 C36 H36 119.3 . . ? C35 C36 H36 119.3 . . ? C36 C37 C32 120.5(3) . . ? C36 C37 H37 119.8 . . ? C32 C37 H37 119.8 . . ? C39 C38 N7 110.6(2) . . ? C39 C38 H38 124.7 . . ? N7 C38 H38 124.7 . . ? C38 C39 C40 106.2(2) . . ? C38 C39 C35 129.4(3) . . ? C40 C39 C35 124.4(2) . . ? C41 C40 C44 117.2(2) . . ? C41 C40 C39 136.2(3) . . ? C44 C40 C39 106.5(2) . . ? C40 C41 C42 117.9(3) . . ? C40 C41 H41 121.1 . . ? C42 C41 H41 121.1 . . ? C41 C42 C43 119.5(3) . . ? C41 C42 H42 120.2 . . ? C43 C42 H42 120.2 . . ? N8 C43 C42 125.0(3) . . ? N8 C43 H43 117.5 . . ? C42 C43 H43 117.5 . . ? N8 C44 N7 126.0(2) . . ? N8 C44 C40 125.9(3) . . ? N7 C44 C40 108.2(2) . . ? C1 N1 C4 106.2(2) . . ? C1 N1 Cu1 126.86(19) . . ? C4 N1 Cu1 126.86(19) . . ? C9 N2 C6 106.3(2) . . ? C9 N2 Cu1 126.1(2) . . ? C6 N2 Cu1 127.57(19) . . ? C22 N3 C16 108.8(2) . . ? C22 N3 H3 125.6 . . ? C16 N3 H3 125.6 . . ? C21 N4 C22 114.0(2) . . ? C23 N5 C26 106.0(2) . . ? C23 N5 Cu1 127.17(19) . . ? C26 N5 Cu1 126.50(18) . . ? C31 N6 C28 106.3(2) . . ? C31 N6 Cu1 125.3(2) . . ? C28 N6 Cu1 128.06(19) . . ? C44 N7 C38 108.6(2) . . ? C44 N7 H7 125.7 . . ? C38 N7 H7 125.7 . . ? C43 N8 C44 114.4(2) . . ? N6 Cu1 N1 147.29(10) . . ? N6 Cu1 N2 94.24(10) . . ? N1 Cu1 N2 91.88(10) . . ? N6 Cu1 N5 92.06(9) . . ? N1 Cu1 N5 97.73(9) . . ? N2 Cu1 N5 151.42(10) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 27.63 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.473 _refine_diff_density_min -0.745 _refine_diff_density_rms 0.087 #===END ###Material relevant to compound 9 at 173K ## data_compound9 _database_code_depnum_ccdc_archive 'CCDC 760790' #TrackingRef 'Hosseini.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 N8 Ni' _chemical_formula_sum 'C44 H30 N8 Ni' _chemical_formula_weight 729.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3390 1.1120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.7240(6) _cell_length_b 14.9607(7) _cell_length_c 9.1463(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.720(2) _cell_angle_gamma 90.00 _cell_volume 1638.98(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5730 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 27.37 _exptl_crystal_description prism _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 0.641 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9100 _exptl_absorpt_correction_T_max 0.9505 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22537 _diffrn_reflns_av_R_equivalents 0.0585 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 27.60 _reflns_number_total 3782 _reflns_number_gt 3114 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1295P)^2^+2.8849P] 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 3782 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0717 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.2059 _refine_ls_wR_factor_gt 0.1930 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 Ni1 Ni 0.5000 0.5000 0.0000 0.0212(2) Uani 1 2 d S . . N3 N 0.9050(2) 0.48217(18) 1.2951(3) 0.0191(5) Uani 1 1 d . . . H3 H 0.9154 0.4519 1.3788 0.023 Uiso 1 1 calc R . . C17 C 0.8446(2) 0.5191(2) 1.0392(3) 0.0176(6) Uani 1 1 d . . . N2 N 0.6017(2) 0.58618(18) 0.1211(3) 0.0205(5) Uani 1 1 d . . . N4 N 1.0101(2) 0.61338(18) 1.4078(3) 0.0203(5) Uani 1 1 d . . . C13 C 0.7938(2) 0.5154(2) 0.8700(3) 0.0170(6) Uani 1 1 d . . . N1 N 0.5848(2) 0.41179(17) 0.1390(3) 0.0193(5) Uani 1 1 d . . . C22 C 0.9457(2) 0.5648(2) 1.2867(3) 0.0181(6) Uani 1 1 d . . . C19 C 0.9379(3) 0.6775(2) 1.0965(3) 0.0238(6) Uani 1 1 d . . . H19 H 0.9137 0.6998 0.9957 0.029 Uiso 1 1 calc R . . C16 C 0.8438(2) 0.4544(2) 1.1463(3) 0.0193(6) Uani 1 1 d . . . H16 H 0.8072 0.3998 1.1220 0.023 Uiso 1 1 calc R . . C11 C 0.6454(3) 0.4722(2) 0.6346(3) 0.0201(6) Uani 1 1 d . . . H11 H 0.5773 0.4439 0.5872 0.024 Uiso 1 1 calc R . . C21 C 1.0393(3) 0.6934(2) 1.3701(4) 0.0250(7) Uani 1 1 d . . . H21 H 1.0865 0.7282 1.4493 0.030 Uiso 1 1 calc R . . C12 C 0.6903(3) 0.4752(2) 0.7955(3) 0.0204(6) Uani 1 1 d . . . H12 H 0.6509 0.4502 0.8546 0.024 Uiso 1 1 calc R . . C15 C 0.8051(2) 0.5509(2) 0.6170(3) 0.0190(6) Uani 1 1 d . . . H15 H 0.8442 0.5764 0.5579 0.023 Uiso 1 1 calc R . . C14 C 0.8505(2) 0.5528(2) 0.7772(3) 0.0184(6) Uani 1 1 d . . . H14 H 0.9198 0.5793 0.8243 0.022 Uiso 1 1 calc R . . C18 C 0.9092(2) 0.5921(2) 1.1284(3) 0.0178(6) Uani 1 1 d . . . C5 C 0.6522(3) 0.50781(19) 0.3697(3) 0.0174(6) Uani 1 1 d . . . C9 C 0.6278(3) 0.6661(2) 0.0768(4) 0.0258(7) Uani 1 1 d . . . H9 H 0.6135 0.6829 -0.0260 0.031 Uiso 1 1 calc R . . C20 C 1.0038(3) 0.7285(2) 1.2200(4) 0.0280(7) Uani 1 1 d . . . H20 H 1.0244 0.7861 1.2028 0.034 Uiso 1 1 calc R . . C6 C 0.6415(3) 0.5864(2) 0.2836(3) 0.0187(6) Uani 1 1 d . . . C10 C 0.7013(3) 0.51121(19) 0.5428(3) 0.0166(6) Uani 1 1 d . . . C2 C 0.6611(3) 0.2803(2) 0.2488(4) 0.0312(8) Uani 1 1 d . . . H2 H 0.6841 0.2209 0.2578 0.037 Uiso 1 1 calc R . . C4 C 0.6315(3) 0.4235(2) 0.2995(3) 0.0183(6) Uani 1 1 d . . . C1 C 0.6039(3) 0.3261(2) 0.1110(4) 0.0253(7) Uani 1 1 d . . . H1 H 0.5819 0.3005 0.0126 0.030 Uiso 1 1 calc R . . C7 C 0.6864(3) 0.6725(2) 0.3358(4) 0.0236(7) Uani 1 1 d . . . H7 H 0.7148 0.6919 0.4383 0.028 Uiso 1 1 calc R . . C3 C 0.6766(3) 0.3407(2) 0.3682(4) 0.0249(7) Uani 1 1 d . . . H3A H 0.7103 0.3294 0.4737 0.030 Uiso 1 1 calc R . . C8 C 0.6798(3) 0.7217(2) 0.2060(4) 0.0297(8) Uani 1 1 d . . . H8 H 0.7046 0.7799 0.2037 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0265(4) 0.0226(3) 0.0114(3) -0.00040(19) 0.0024(2) -0.0025(2) N3 0.0226(12) 0.0262(13) 0.0060(11) 0.0031(9) 0.0013(10) 0.0008(10) C17 0.0180(13) 0.0252(15) 0.0071(13) 0.0006(11) 0.0010(10) 0.0023(11) N2 0.0294(13) 0.0221(13) 0.0078(12) 0.0005(9) 0.0031(10) -0.0023(10) N4 0.0235(12) 0.0274(13) 0.0069(11) -0.0008(9) 0.0009(9) 0.0018(10) C13 0.0193(14) 0.0212(14) 0.0076(13) 0.0001(10) 0.0008(11) 0.0037(11) N1 0.0255(13) 0.0201(12) 0.0101(12) -0.0015(9) 0.0031(10) -0.0010(10) C22 0.0203(13) 0.0236(15) 0.0088(13) 0.0012(10) 0.0028(10) 0.0029(11) C19 0.0323(16) 0.0248(15) 0.0115(14) 0.0025(11) 0.0034(12) 0.0018(12) C16 0.0209(14) 0.0248(15) 0.0093(13) 0.0006(11) 0.0012(11) -0.0008(11) C11 0.0203(14) 0.0250(15) 0.0115(14) -0.0005(11) 0.0010(11) -0.0022(12) C21 0.0280(16) 0.0275(16) 0.0146(14) -0.0059(12) 0.0008(12) -0.0015(12) C12 0.0237(15) 0.0270(15) 0.0101(14) 0.0019(11) 0.0053(11) -0.0020(12) C15 0.0220(14) 0.0241(15) 0.0107(13) -0.0003(11) 0.0051(11) -0.0008(11) C14 0.0171(13) 0.0252(15) 0.0103(13) -0.0008(11) 0.0013(10) 0.0001(11) C18 0.0191(13) 0.0249(15) 0.0081(13) 0.0003(10) 0.0027(10) 0.0016(11) C5 0.0218(14) 0.0217(15) 0.0063(13) -0.0004(10) 0.0016(11) -0.0001(10) C9 0.0339(17) 0.0264(16) 0.0137(14) 0.0037(12) 0.0035(12) -0.0072(13) C20 0.0396(19) 0.0231(16) 0.0191(16) -0.0010(12) 0.0070(14) -0.0059(13) C6 0.0251(14) 0.0206(14) 0.0075(13) -0.0007(10) 0.0019(11) -0.0001(11) C10 0.0211(14) 0.0192(13) 0.0074(13) -0.0010(10) 0.0021(11) 0.0012(10) C2 0.044(2) 0.0192(15) 0.0256(17) -0.0006(13) 0.0049(15) 0.0021(14) C4 0.0246(14) 0.0193(14) 0.0094(13) 0.0005(10) 0.0036(11) -0.0017(11) C1 0.0321(17) 0.0232(16) 0.0174(15) -0.0056(12) 0.0043(13) -0.0020(12) C7 0.0314(16) 0.0205(15) 0.0138(14) -0.0041(11) 0.0009(12) -0.0014(12) C3 0.0320(17) 0.0225(15) 0.0151(15) 0.0031(11) 0.0014(12) 0.0007(12) C8 0.0390(19) 0.0212(16) 0.0214(16) 0.0004(12) 0.0003(14) -0.0109(13) _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 Ni1 N2 1.896(3) . ? Ni1 N2 1.896(3) 3_665 ? Ni1 N1 1.897(3) 3_665 ? Ni1 N1 1.897(3) . ? N3 C22 1.352(4) . ? N3 C16 1.384(4) . ? N3 H3 0.8600 . ? C17 C16 1.380(4) . ? C17 C18 1.443(4) . ? C17 C13 1.463(4) . ? N2 C9 1.340(4) . ? N2 C6 1.399(4) . ? N4 C21 1.332(4) . ? N4 C22 1.347(4) . ? C13 C12 1.398(4) . ? C13 C14 1.403(4) . ? N1 C1 1.345(4) . ? N1 C4 1.396(4) . ? C22 C18 1.423(4) . ? C19 C18 1.385(4) . ? C19 C20 1.386(5) . ? C19 H19 0.9300 . ? C16 H16 0.9300 . ? C11 C12 1.389(4) . ? C11 C10 1.398(4) . ? C11 H11 0.9300 . ? C21 C20 1.395(4) . ? C21 H21 0.9300 . ? C12 H12 0.9300 . ? C15 C14 1.382(4) . ? C15 C10 1.398(4) . ? C15 H15 0.9300 . ? C14 H14 0.9300 . ? C5 C6 1.397(4) . ? C5 C4 1.399(4) . ? C5 C10 1.494(4) . ? C9 C8 1.413(4) . ? C9 H9 0.9300 . ? C20 H20 0.9300 . ? C6 C7 1.425(4) . ? C2 C3 1.380(5) . ? C2 C1 1.404(5) . ? C2 H2 0.9300 . ? C4 C3 1.420(4) . ? C1 H1 0.9300 . ? C7 C8 1.374(5) . ? C7 H7 0.9300 . ? C3 H3A 0.9300 . ? C8 H8 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N2 180.0 . 3_665 ? N2 Ni1 N1 92.31(12) . 3_665 ? N2 Ni1 N1 87.69(12) 3_665 3_665 ? N2 Ni1 N1 87.69(12) . . ? N2 Ni1 N1 92.31(12) 3_665 . ? N1 Ni1 N1 180.00(11) 3_665 . ? C22 N3 C16 108.5(2) . . ? C22 N3 H3 125.7 . . ? C16 N3 H3 125.7 . . ? C16 C17 C18 105.6(3) . . ? C16 C17 C13 128.1(3) . . ? C18 C17 C13 126.3(3) . . ? C9 N2 C6 106.3(3) . . ? C9 N2 Ni1 128.3(2) . . ? C6 N2 Ni1 123.6(2) . . ? C21 N4 C22 114.6(3) . . ? C12 C13 C14 117.9(3) . . ? C12 C13 C17 122.7(3) . . ? C14 C13 C17 119.4(3) . . ? C1 N1 C4 106.3(3) . . ? C1 N1 Ni1 129.3(2) . . ? C4 N1 Ni1 124.1(2) . . ? N4 C22 N3 125.8(3) . . ? N4 C22 C18 125.5(3) . . ? N3 C22 C18 108.7(3) . . ? C18 C19 C20 117.8(3) . . ? C18 C19 H19 121.1 . . ? C20 C19 H19 121.1 . . ? C17 C16 N3 110.6(3) . . ? C17 C16 H16 124.7 . . ? N3 C16 H16 124.7 . . ? C12 C11 C10 120.9(3) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? N4 C21 C20 124.6(3) . . ? N4 C21 H21 117.7 . . ? C20 C21 H21 117.7 . . ? C11 C12 C13 120.9(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C15 C10 120.7(3) . . ? C14 C15 H15 119.6 . . ? C10 C15 H15 119.6 . . ? C15 C14 C13 121.2(3) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C19 C18 C22 117.4(3) . . ? C19 C18 C17 136.0(3) . . ? C22 C18 C17 106.6(3) . . ? C6 C5 C4 122.2(3) . . ? C6 C5 C10 119.7(3) . . ? C4 C5 C10 117.6(2) . . ? N2 C9 C8 111.4(3) . . ? N2 C9 H9 124.3 . . ? C8 C9 H9 124.3 . . ? C19 C20 C21 120.0(3) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C5 C6 N2 121.9(3) . . ? C5 C6 C7 128.4(3) . . ? N2 C6 C7 108.6(3) . . ? C15 C10 C11 118.3(3) . . ? C15 C10 C5 121.2(3) . . ? C11 C10 C5 120.4(3) . . ? C3 C2 C1 106.5(3) . . ? C3 C2 H2 126.8 . . ? C1 C2 H2 126.8 . . ? N1 C4 C5 122.9(3) . . ? N1 C4 C3 108.7(3) . . ? C5 C4 C3 126.7(3) . . ? N1 C1 C2 111.5(3) . . ? N1 C1 H1 124.3 . . ? C2 C1 H1 124.3 . . ? C8 C7 C6 107.1(3) . . ? C8 C7 H7 126.5 . . ? C6 C7 H7 126.5 . . ? C2 C3 C4 107.0(3) . . ? C2 C3 H3A 126.5 . . ? C4 C3 H3A 126.5 . . ? C7 C8 C9 106.4(3) . . ? C7 C8 H8 126.8 . . ? C9 C8 H8 126.8 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.687 _refine_diff_density_min -1.229 _refine_diff_density_rms 0.128 #===END