data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Michael J. Scott' 'Ivana Bozidarevic' 'Isaac Finger' 'Hubert S. Gill' 'Florence Szydlo' _publ_contact_author_name 'Prof Michael J. Scott' _publ_contact_author_address ; University of Florida Gainesville 117200 UNITED STATES OF AMERICA ; _publ_contact_author_email MJSCOTT@CHEM.UFL.EDU _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Preparation of a, b-Unsubstituted meso-Arylbidipyrrins via Metal-Templated, Oxidative Coupling of Dipyrrins ; data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 254228' _audit_creation_method SHELXL-97 _chemical_name_common Ni-3B _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H32 N4 Ni' _chemical_formula_weight 579.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 12.1071(7) _cell_length_b 31.5677(17) _cell_length_c 8.0986(4) _cell_angle_alpha 90.00 _cell_angle_beta 108.9070(10) _cell_angle_gamma 90.00 _cell_volume 2928.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 56.01 _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.694 _exptl_absorpt_correction_type 'Corrected by SADABS' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19801 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 28.00 _reflns_number_total 6821 _reflns_number_gt 5818 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker AXS SMART' _computing_cell_refinement 'Bruker AXS SMART' _computing_data_reduction 'Bruker AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0410P)^2^+1.6077P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6821 _refine_ls_number_parameters 375 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0477 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0990 _refine_ls_wR_factor_gt 0.0951 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 Ni1 Ni 0.630651(19) 0.117802(7) 0.10248(3) 0.02759(8) Uani 1 1 d . . . N1 N 0.72122(14) 0.08906(5) 0.3064(2) 0.0313(3) Uani 1 1 d . . . N2 N 0.66946(13) 0.16906(5) 0.2177(2) 0.0290(3) Uani 1 1 d . . . N3 N 0.53067(13) 0.15226(5) -0.0657(2) 0.0297(3) Uani 1 1 d . . . N4 N 0.59587(14) 0.07201(5) -0.0576(2) 0.0321(4) Uani 1 1 d . . . C1 C 0.71446(19) 0.04793(7) 0.3452(3) 0.0392(5) Uani 1 1 d . . . H1A H 0.6632 0.0282 0.2698 0.047 Uiso 1 1 calc R . . C2 C 0.7925(2) 0.03775(7) 0.5110(3) 0.0451(5) Uani 1 1 d . . . H2A H 0.8033 0.0107 0.5655 0.054 Uiso 1 1 calc R . . C3 C 0.84989(19) 0.07445(7) 0.5783(3) 0.0384(5) Uani 1 1 d . . . H3A H 0.9096 0.0776 0.6877 0.046 Uiso 1 1 calc R . . C4 C 0.80318(16) 0.10699(6) 0.4536(3) 0.0311(4) Uani 1 1 d . . . C5 C 0.82238(16) 0.15063(6) 0.4826(2) 0.0291(4) Uani 1 1 d . . . C6 C 0.75583(16) 0.18108(6) 0.3677(2) 0.0292(4) Uani 1 1 d . . . C7 C 0.75652(18) 0.22628(6) 0.3755(3) 0.0336(4) Uani 1 1 d . . . H7A H 0.8068 0.2433 0.4656 0.040 Uiso 1 1 calc R . . C8 C 0.67088(18) 0.24076(6) 0.2287(3) 0.0354(4) Uani 1 1 d . . . H8A H 0.6509 0.2695 0.1981 0.042 Uiso 1 1 calc R . . C9 C 0.61844(16) 0.20440(6) 0.1322(3) 0.0304(4) Uani 1 1 d . . . C10 C 0.53171(16) 0.19428(6) -0.0319(3) 0.0314(4) Uani 1 1 d . . . C11 C 0.44532(17) 0.21488(7) -0.1703(3) 0.0370(5) Uani 1 1 d . . . H11A H 0.4288 0.2444 -0.1807 0.044 Uiso 1 1 calc R . . C12 C 0.39015(17) 0.18361(7) -0.2867(3) 0.0365(4) Uani 1 1 d . . . H12A H 0.3274 0.1876 -0.3923 0.044 Uiso 1 1 calc R . . C13 C 0.44395(16) 0.14426(6) -0.2205(3) 0.0308(4) Uani 1 1 d . . . C14 C 0.42520(16) 0.10299(7) -0.2872(2) 0.0308(4) Uani 1 1 d . . . C15 C 0.50041(16) 0.06940(6) -0.2121(3) 0.0321(4) Uani 1 1 d . . . C16 C 0.50518(19) 0.03005(7) -0.2941(3) 0.0384(5) Uani 1 1 d . . . H16A H 0.4497 0.0198 -0.3984 0.046 Uiso 1 1 calc R . . C17 C 0.6046(2) 0.00958(7) -0.1952(3) 0.0446(5) Uani 1 1 d . . . H17A H 0.6318 -0.0173 -0.2181 0.054 Uiso 1 1 calc R . . C18 C 0.65793(18) 0.03644(7) -0.0529(3) 0.0389(5) Uani 1 1 d . . . H18A H 0.7294 0.0302 0.0360 0.047 Uiso 1 1 calc R . . C19 C 0.91552(16) 0.16533(6) 0.6445(2) 0.0285(4) Uani 1 1 d . . . C20 C 0.89667(17) 0.16526(6) 0.8068(3) 0.0330(4) Uani 1 1 d . . . C21 C 0.78194(19) 0.15107(8) 0.8254(3) 0.0433(5) Uani 1 1 d . . . H21A H 0.7681 0.1664 0.9221 0.065 Uiso 1 1 calc R . . H21B H 0.7849 0.1206 0.8490 0.065 Uiso 1 1 calc R . . H21C H 0.7184 0.1571 0.7170 0.065 Uiso 1 1 calc R . . C22 C 0.9860(2) 0.17869(7) 0.9535(3) 0.0377(5) Uani 1 1 d . . . H22A H 0.9729 0.1791 1.0630 0.045 Uiso 1 1 calc R . . C23 C 1.09370(19) 0.19149(6) 0.9455(3) 0.0358(4) Uani 1 1 d . . . C24 C 1.1915(2) 0.20508(8) 1.1068(3) 0.0521(6) Uani 1 1 d . . . H24A H 1.1932 0.1865 1.2046 0.078 Uiso 1 1 calc R . . H24B H 1.1785 0.2344 1.1360 0.078 Uiso 1 1 calc R . . H24C H 1.2662 0.2032 1.0844 0.078 Uiso 1 1 calc R . . C25 C 1.10964(17) 0.19167(7) 0.7834(3) 0.0352(4) Uani 1 1 d . . . H25A H 1.1827 0.2006 0.7756 0.042 Uiso 1 1 calc R . . C26 C 1.02281(17) 0.17926(6) 0.6323(2) 0.0310(4) Uani 1 1 d . . . C27 C 1.04426(19) 0.18134(8) 0.4592(3) 0.0409(5) Uani 1 1 d . . . H27A H 1.1281 0.1788 0.4781 0.061 Uiso 1 1 calc R . . H27B H 1.0157 0.2085 0.4025 0.061 Uiso 1 1 calc R . . H27C H 1.0028 0.1581 0.3845 0.061 Uiso 1 1 calc R . . C28 C 0.32148(17) 0.09451(6) -0.4453(3) 0.0315(4) Uani 1 1 d . . . C29 C 0.21804(17) 0.08022(6) -0.4210(3) 0.0332(4) Uani 1 1 d . . . C30 C 0.2102(2) 0.07422(9) -0.2403(3) 0.0488(6) Uani 1 1 d . . . H30A H 0.1341 0.0621 -0.2489 0.073 Uiso 1 1 calc R . . H30B H 0.2192 0.1017 -0.1809 0.073 Uiso 1 1 calc R . . H30C H 0.2723 0.0550 -0.1737 0.073 Uiso 1 1 calc R . . C31 C 0.12143(18) 0.07184(7) -0.5659(3) 0.0393(5) Uani 1 1 d . . . H31A H 0.0516 0.0621 -0.5493 0.047 Uiso 1 1 calc R . . C32 C 0.1243(2) 0.07734(7) -0.7337(3) 0.0427(5) Uani 1 1 d . . . C33 C 0.0175(3) 0.06718(10) -0.8892(4) 0.0688(8) Uani 1 1 d . . . H33A H 0.0233 0.0818 -0.9928 0.103 Uiso 1 1 calc R . . H33B H -0.0529 0.0767 -0.8653 0.103 Uiso 1 1 calc R . . H33C H 0.0133 0.0365 -0.9097 0.103 Uiso 1 1 calc R . . C34 C 0.2263(2) 0.09180(8) -0.7554(3) 0.0452(5) Uani 1 1 d . . . H34A H 0.2288 0.0958 -0.8704 0.054 Uiso 1 1 calc R . . C35 C 0.32585(19) 0.10071(7) -0.6144(3) 0.0383(5) Uani 1 1 d . . . C36 C 0.4365(2) 0.11583(10) -0.6440(4) 0.0606(7) Uani 1 1 d . . . H36A H 0.4251 0.1162 -0.7695 0.091 Uiso 1 1 calc R . . H36B H 0.5009 0.0966 -0.5854 0.091 Uiso 1 1 calc R . . H36C H 0.4553 0.1445 -0.5965 0.091 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02278(12) 0.02747(13) 0.02981(13) 0.00042(10) 0.00479(9) -0.00154(9) N1 0.0284(8) 0.0276(8) 0.0352(9) 0.0015(7) 0.0067(7) -0.0026(6) N2 0.0259(7) 0.0287(8) 0.0305(8) 0.0002(6) 0.0065(6) -0.0002(6) N3 0.0241(7) 0.0306(8) 0.0323(8) 0.0010(6) 0.0062(6) -0.0010(6) N4 0.0274(8) 0.0312(8) 0.0348(9) -0.0004(7) 0.0060(7) -0.0001(6) C1 0.0401(11) 0.0311(10) 0.0434(12) 0.0036(9) 0.0094(9) -0.0046(9) C2 0.0510(13) 0.0342(11) 0.0449(13) 0.0075(9) 0.0083(11) 0.0009(10) C3 0.0368(11) 0.0382(11) 0.0356(11) 0.0060(9) 0.0054(9) 0.0014(9) C4 0.0263(9) 0.0340(10) 0.0312(10) 0.0027(8) 0.0070(8) -0.0012(7) C5 0.0259(9) 0.0348(10) 0.0281(9) -0.0007(7) 0.0108(7) -0.0047(7) C6 0.0251(9) 0.0325(10) 0.0296(9) -0.0005(7) 0.0084(7) -0.0030(7) C7 0.0364(10) 0.0319(10) 0.0324(10) -0.0034(8) 0.0107(8) -0.0036(8) C8 0.0382(10) 0.0291(10) 0.0375(11) -0.0009(8) 0.0101(9) 0.0005(8) C9 0.0276(9) 0.0294(9) 0.0339(10) 0.0014(8) 0.0096(8) 0.0014(7) C10 0.0270(9) 0.0308(9) 0.0353(10) 0.0007(8) 0.0084(8) 0.0011(7) C11 0.0291(10) 0.0357(10) 0.0428(12) 0.0054(9) 0.0069(9) 0.0049(8) C12 0.0258(9) 0.0434(11) 0.0365(11) 0.0048(9) 0.0049(8) 0.0037(8) C13 0.0222(8) 0.0388(10) 0.0300(10) 0.0009(8) 0.0064(7) -0.0006(8) C14 0.0236(8) 0.0400(10) 0.0286(9) -0.0001(8) 0.0085(7) -0.0027(8) C15 0.0259(9) 0.0370(10) 0.0317(10) -0.0024(8) 0.0073(8) -0.0038(8) C16 0.0373(11) 0.0375(11) 0.0387(11) -0.0057(9) 0.0099(9) -0.0037(9) C17 0.0474(13) 0.0336(11) 0.0488(13) -0.0082(9) 0.0099(11) 0.0023(9) C18 0.0339(10) 0.0343(11) 0.0437(12) -0.0018(9) 0.0058(9) 0.0033(8) C19 0.0292(9) 0.0295(9) 0.0266(9) 0.0004(7) 0.0085(7) -0.0012(7) C20 0.0348(10) 0.0355(10) 0.0312(10) 0.0023(8) 0.0140(8) 0.0000(8) C21 0.0408(12) 0.0514(13) 0.0444(13) 0.0065(10) 0.0229(10) -0.0008(10) C22 0.0481(12) 0.0402(11) 0.0261(10) -0.0007(8) 0.0138(9) -0.0005(9) C23 0.0410(11) 0.0336(10) 0.0282(10) -0.0022(8) 0.0048(9) -0.0022(9) C24 0.0556(15) 0.0548(15) 0.0350(12) -0.0078(10) -0.0005(11) -0.0109(12) C25 0.0304(10) 0.0394(11) 0.0346(11) -0.0018(8) 0.0087(8) -0.0054(8) C26 0.0308(9) 0.0352(10) 0.0271(9) -0.0010(8) 0.0094(8) -0.0016(8) C27 0.0343(10) 0.0586(14) 0.0320(11) -0.0026(10) 0.0141(9) -0.0072(10) C28 0.0285(9) 0.0348(10) 0.0287(9) -0.0012(8) 0.0059(8) 0.0009(8) C29 0.0288(9) 0.0343(10) 0.0346(10) 0.0018(8) 0.0077(8) -0.0002(8) C30 0.0406(12) 0.0654(16) 0.0421(13) 0.0052(11) 0.0159(10) -0.0066(11) C31 0.0293(10) 0.0366(11) 0.0463(13) -0.0006(9) 0.0045(9) -0.0018(8) C32 0.0423(12) 0.0353(11) 0.0376(12) -0.0055(9) -0.0051(9) 0.0035(9) C33 0.0645(18) 0.0631(18) 0.0526(16) -0.0078(13) -0.0174(14) -0.0034(14) C34 0.0551(14) 0.0501(13) 0.0264(10) -0.0014(9) 0.0077(10) 0.0085(11) C35 0.0374(11) 0.0462(12) 0.0328(11) 0.0012(9) 0.0133(9) 0.0032(9) C36 0.0508(14) 0.091(2) 0.0493(15) 0.0070(14) 0.0287(12) -0.0020(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 Ni1 N2 1.8511(16) . ? Ni1 N3 1.8534(16) . ? Ni1 N1 1.8920(16) . ? Ni1 N4 1.8959(17) . ? N1 C1 1.345(3) . ? N1 C4 1.400(2) . ? N2 C9 1.352(2) . ? N2 C6 1.374(2) . ? N3 C10 1.353(2) . ? N3 C13 1.373(2) . ? N4 C18 1.345(3) . ? N4 C15 1.404(2) . ? C1 C2 1.406(3) . ? C2 C3 1.370(3) . ? C3 C4 1.423(3) . ? C4 C5 1.404(3) . ? C5 C6 1.398(3) . ? C5 C19 1.500(3) . ? C6 C7 1.428(3) . ? C7 C8 1.378(3) . ? C8 C9 1.418(3) . ? C9 C10 1.437(3) . ? C10 C11 1.419(3) . ? C11 C12 1.379(3) . ? C12 C13 1.424(3) . ? C13 C14 1.400(3) . ? C14 C15 1.402(3) . ? C14 C28 1.499(3) . ? C15 C16 1.419(3) . ? C16 C17 1.372(3) . ? C17 C18 1.408(3) . ? C19 C20 1.405(3) . ? C19 C26 1.405(3) . ? C20 C22 1.389(3) . ? C20 C21 1.513(3) . ? C22 C23 1.386(3) . ? C23 C25 1.388(3) . ? C23 C24 1.513(3) . ? C25 C26 1.386(3) . ? C26 C27 1.507(3) . ? C28 C35 1.402(3) . ? C28 C29 1.403(3) . ? C29 C31 1.388(3) . ? C29 C30 1.509(3) . ? C31 C32 1.381(3) . ? C32 C34 1.381(3) . ? C32 C33 1.518(3) . ? C34 C35 1.394(3) . ? C35 C36 1.513(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N3 81.72(7) . . ? N2 Ni1 N1 89.91(7) . . ? N3 Ni1 N1 168.15(7) . . ? N2 Ni1 N4 167.23(7) . . ? N3 Ni1 N4 89.86(7) . . ? N1 Ni1 N4 99.73(7) . . ? C1 N1 C4 105.76(17) . . ? C1 N1 Ni1 127.23(14) . . ? C4 N1 Ni1 126.87(13) . . ? C9 N2 C6 108.39(16) . . ? C9 N2 Ni1 117.62(13) . . ? C6 N2 Ni1 133.08(13) . . ? C10 N3 C13 108.62(16) . . ? C10 N3 Ni1 117.75(13) . . ? C13 N3 Ni1 133.40(14) . . ? C18 N4 C15 105.51(17) . . ? C18 N4 Ni1 128.25(14) . . ? C15 N4 Ni1 126.19(13) . . ? N1 C1 C2 111.77(19) . . ? C3 C2 C1 106.51(19) . . ? C2 C3 C4 107.12(19) . . ? N1 C4 C5 124.90(17) . . ? N1 C4 C3 108.75(17) . . ? C5 C4 C3 125.71(18) . . ? C6 C5 C4 122.35(17) . . ? C6 C5 C19 118.53(17) . . ? C4 C5 C19 119.10(17) . . ? N2 C6 C5 120.52(17) . . ? N2 C6 C7 107.88(17) . . ? C5 C6 C7 131.57(18) . . ? C8 C7 C6 107.51(17) . . ? C7 C8 C9 106.53(18) . . ? N2 C9 C8 109.68(17) . . ? N2 C9 C10 111.47(17) . . ? C8 C9 C10 138.77(18) . . ? N3 C10 C11 109.46(17) . . ? N3 C10 C9 111.15(17) . . ? C11 C10 C9 139.39(19) . . ? C12 C11 C10 106.37(18) . . ? C11 C12 C13 107.81(18) . . ? N3 C13 C14 120.24(17) . . ? N3 C13 C12 107.72(17) . . ? C14 C13 C12 132.00(18) . . ? C13 C14 C15 122.37(17) . . ? C13 C14 C28 118.81(17) . . ? C15 C14 C28 118.82(18) . . ? C14 C15 N4 125.01(18) . . ? C14 C15 C16 125.37(19) . . ? N4 C15 C16 108.77(17) . . ? C17 C16 C15 107.48(19) . . ? C16 C17 C18 106.09(19) . . ? N4 C18 C17 112.08(19) . . ? C20 C19 C26 120.04(17) . . ? C20 C19 C5 120.91(17) . . ? C26 C19 C5 119.05(16) . . ? C22 C20 C19 118.83(18) . . ? C22 C20 C21 119.42(18) . . ? C19 C20 C21 121.75(18) . . ? C23 C22 C20 122.20(19) . . ? C22 C23 C25 117.80(18) . . ? C22 C23 C24 121.8(2) . . ? C25 C23 C24 120.4(2) . . ? C26 C25 C23 122.40(19) . . ? C25 C26 C19 118.69(18) . . ? C25 C26 C27 119.90(18) . . ? C19 C26 C27 121.40(17) . . ? C35 C28 C29 119.98(18) . . ? C35 C28 C14 121.56(18) . . ? C29 C28 C14 118.46(17) . . ? C31 C29 C28 119.25(19) . . ? C31 C29 C30 119.72(19) . . ? C28 C29 C30 121.03(18) . . ? C32 C31 C29 121.7(2) . . ? C34 C32 C31 118.4(2) . . ? C34 C32 C33 121.4(2) . . ? C31 C32 C33 120.2(2) . . ? C32 C34 C35 122.3(2) . . ? C34 C35 C28 118.4(2) . . ? C34 C35 C36 120.6(2) . . ? C28 C35 C36 121.0(2) . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.407 _refine_diff_density_min -0.371 _refine_diff_density_rms 0.050 data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 254229' _audit_creation_method SHELXL-97 _chemical_name_common Ni-2B _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H34 N4 Ni' _chemical_formula_weight 581.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 30.6299(16) _cell_length_b 8.0062(4) _cell_length_c 26.6950(14) _cell_angle_alpha 90.00 _cell_angle_beta 116.5860(10) _cell_angle_gamma 90.00 _cell_volume 5854.2(5) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2448 _exptl_absorpt_coefficient_mu 0.695 _exptl_absorpt_correction_type 'Corrected by SADABS' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19681 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 28.03 _reflns_number_total 6896 _reflns_number_gt 5825 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker AXS SMART' _computing_cell_refinement 'Bruker AXS SMART' _computing_data_reduction 'Bruker AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0411P)^2^+5.7716P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6896 _refine_ls_number_parameters 376 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0437 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0867 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.005 _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 0.360557(8) 1.97013(3) 0.867954(8) 0.02395(7) Uani 1 1 d . . . N1 N 0.29343(5) 1.92180(18) 0.82376(6) 0.0241(3) Uani 1 1 d . . . N2 N 0.36458(5) 1.82004(19) 0.92416(6) 0.0279(3) Uani 1 1 d . . . N3 N 0.41194(5) 2.10548(19) 0.91854(6) 0.0275(3) Uani 1 1 d . . . N4 N 0.37254(5) 2.03555(18) 0.80689(6) 0.0248(3) Uani 1 1 d . . . C1 C 0.26388(6) 2.0115(2) 0.77881(7) 0.0270(3) Uani 1 1 d . . . H1A H 0.2750 2.0921 0.7610 0.032 Uiso 1 1 calc R . . C2 C 0.21452(6) 1.9715(2) 0.76141(7) 0.0287(4) Uani 1 1 d . . . H2A H 0.1871 2.0182 0.7306 0.034 Uiso 1 1 calc R . . C3 C 0.21369(6) 1.8516(2) 0.79772(7) 0.0263(3) Uani 1 1 d . . . H3A H 0.1855 1.7984 0.7965 0.032 Uiso 1 1 calc R . . C4 C 0.26267(6) 1.8221(2) 0.83736(7) 0.0229(3) Uani 1 1 d . . . C5 C 0.27935(6) 1.7255(2) 0.88596(7) 0.0228(3) Uani 1 1 d . . . C6 C 0.32777(6) 1.7228(2) 0.92659(7) 0.0251(3) Uani 1 1 d . . . C7 C 0.34910(7) 1.6172(2) 0.97429(7) 0.0291(4) Uani 1 1 d . . . H7A H 0.3323 1.5404 0.9866 0.035 Uiso 1 1 calc R . . C8 C 0.39827(7) 1.6463(2) 0.99922(7) 0.0334(4) Uani 1 1 d . . . H8A H 0.4222 1.5933 1.0318 0.040 Uiso 1 1 calc R . . C9 C 0.40653(7) 1.7702(2) 0.96712(8) 0.0332(4) Uani 1 1 d . . . H9A H 0.4378 1.8133 0.9748 0.040 Uiso 1 1 calc R . . C10 C 0.42000(7) 2.1393(2) 0.97132(7) 0.0334(4) Uani 1 1 d . . . H10A H 0.4034 2.0861 0.9897 0.040 Uiso 1 1 calc R . . C11 C 0.45591(7) 2.2625(3) 0.99599(8) 0.0360(4) Uani 1 1 d . . . H11A H 0.4677 2.3059 1.0329 0.043 Uiso 1 1 calc R . . C12 C 0.47057(7) 2.3079(2) 0.95645(7) 0.0314(4) Uani 1 1 d . . . H12A H 0.4948 2.3885 0.9608 0.038 Uiso 1 1 calc R . . C13 C 0.44283(6) 2.2118(2) 0.90774(7) 0.0258(3) Uani 1 1 d . . . C14 C 0.44291(6) 2.2228(2) 0.85567(7) 0.0249(3) Uani 1 1 d . . . C15 C 0.41038(6) 2.1362(2) 0.80846(7) 0.0247(3) Uani 1 1 d . . . C16 C 0.41163(6) 2.1243(2) 0.75589(7) 0.0288(4) Uani 1 1 d . . . H16A H 0.4332 2.1824 0.7451 0.035 Uiso 1 1 calc R . . C17 C 0.37594(7) 2.0133(2) 0.72369(7) 0.0301(4) Uani 1 1 d . . . H17A H 0.3682 1.9783 0.6867 0.036 Uiso 1 1 calc R . . C18 C 0.35303(6) 1.9614(2) 0.75644(7) 0.0276(3) Uani 1 1 d . . . H18A H 0.3269 1.8834 0.7443 0.033 Uiso 1 1 calc R . . C19 C 0.24439(6) 1.6217(2) 0.89818(7) 0.0234(3) Uani 1 1 d . . . C20 C 0.21495(6) 1.6989(2) 0.91932(7) 0.0260(3) Uani 1 1 d . . . C21 C 0.21344(7) 1.8866(2) 0.92440(8) 0.0344(4) Uani 1 1 d . . . H21A H 0.2013 1.9149 0.9517 0.052 Uiso 1 1 calc R . . H21B H 0.1916 1.9344 0.8879 0.052 Uiso 1 1 calc R . . H21C H 0.2464 1.9322 0.9369 0.052 Uiso 1 1 calc R . . C22 C 0.18737(6) 1.5999(2) 0.93732(7) 0.0295(4) Uani 1 1 d . . . H22A H 0.1668 1.6522 0.9507 0.035 Uiso 1 1 calc R . . C23 C 0.18913(7) 1.4268(2) 0.93624(7) 0.0302(4) Uani 1 1 d . . . C24 C 0.16249(8) 1.3223(3) 0.96087(9) 0.0453(5) Uani 1 1 d . . . H24A H 0.1686 1.2037 0.9574 0.068 Uiso 1 1 calc R . . H24B H 0.1274 1.3447 0.9407 0.068 Uiso 1 1 calc R . . H24C H 0.1742 1.3506 1.0005 0.068 Uiso 1 1 calc R . . C25 C 0.21728(6) 1.3529(2) 0.91344(7) 0.0291(4) Uani 1 1 d . . . H25A H 0.2176 1.2346 0.9109 0.035 Uiso 1 1 calc R . . C26 C 0.24498(6) 1.4468(2) 0.89426(7) 0.0261(3) Uani 1 1 d . . . C27 C 0.27527(7) 1.3574(2) 0.87082(8) 0.0351(4) Uani 1 1 d . . . H27A H 0.2609 1.2478 0.8565 0.053 Uiso 1 1 calc R . . H27B H 0.3086 1.3428 0.9005 0.053 Uiso 1 1 calc R . . H27C H 0.2759 1.4236 0.8403 0.053 Uiso 1 1 calc R . . C28 C 0.48054(6) 2.3304(2) 0.85007(7) 0.0262(3) Uani 1 1 d . . . C29 C 0.52399(6) 2.2580(2) 0.85478(7) 0.0300(4) Uani 1 1 d . . . C30 C 0.53505(8) 2.0757(3) 0.86892(11) 0.0469(5) Uani 1 1 d . . . H30A H 0.5674 2.0496 0.8721 0.070 Uiso 1 1 calc R . . H30B H 0.5104 2.0073 0.8393 0.070 Uiso 1 1 calc R . . H30C H 0.5345 2.0516 0.9046 0.070 Uiso 1 1 calc R . . C31 C 0.55723(7) 2.3566(3) 0.84608(8) 0.0355(4) Uani 1 1 d . . . H31A H 0.5867 2.3077 0.8494 0.043 Uiso 1 1 calc R . . C32 C 0.54867(8) 2.5247(3) 0.83268(8) 0.0403(5) Uani 1 1 d . . . C33 C 0.58414(9) 2.6281(4) 0.82025(11) 0.0625(7) Uani 1 1 d . . . H33A H 0.5673 2.7267 0.7983 0.094 Uiso 1 1 calc R . . H33B H 0.5967 2.5608 0.7988 0.094 Uiso 1 1 calc R . . H33C H 0.6114 2.6637 0.8555 0.094 Uiso 1 1 calc R . . C34 C 0.50630(8) 2.5946(3) 0.82995(9) 0.0432(5) Uani 1 1 d . . . H34A H 0.5005 2.7104 0.8219 0.052 Uiso 1 1 calc R . . C35 C 0.47181(7) 2.5014(2) 0.83849(9) 0.0356(4) Uani 1 1 d . . . C36 C 0.42602(9) 2.5834(3) 0.83453(12) 0.0551(6) Uani 1 1 d . . . H36A H 0.4276 2.7039 0.8290 0.083 Uiso 1 1 calc R . . H36B H 0.4232 2.5633 0.8692 0.083 Uiso 1 1 calc R . . H36C H 0.3975 2.5363 0.8028 0.083 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 0.02150(11) 0.02780(12) 0.02266(11) 0.00182(8) 0.00999(9) -0.00334(9) N1 0.0237(7) 0.0252(7) 0.0240(7) 0.0025(5) 0.0113(6) -0.0016(6) N2 0.0244(7) 0.0320(8) 0.0263(7) 0.0043(6) 0.0106(6) -0.0012(6) N3 0.0251(7) 0.0331(8) 0.0255(7) -0.0015(6) 0.0125(6) -0.0040(6) N4 0.0231(7) 0.0267(7) 0.0249(7) 0.0001(5) 0.0110(6) -0.0017(6) C1 0.0283(9) 0.0282(9) 0.0262(8) 0.0046(6) 0.0138(7) 0.0014(7) C2 0.0251(8) 0.0338(9) 0.0247(8) 0.0014(7) 0.0091(7) 0.0020(7) C3 0.0229(8) 0.0274(8) 0.0283(8) -0.0022(7) 0.0113(7) -0.0033(7) C4 0.0239(8) 0.0214(8) 0.0239(8) -0.0014(6) 0.0111(6) -0.0025(6) C5 0.0265(8) 0.0199(8) 0.0254(8) -0.0013(6) 0.0145(7) -0.0015(6) C6 0.0283(8) 0.0244(8) 0.0253(8) 0.0015(6) 0.0143(7) -0.0003(7) C7 0.0337(9) 0.0292(9) 0.0267(8) 0.0047(7) 0.0156(7) 0.0022(7) C8 0.0318(9) 0.0372(10) 0.0271(9) 0.0070(7) 0.0095(7) 0.0061(8) C9 0.0238(8) 0.0400(10) 0.0319(9) 0.0049(8) 0.0089(7) 0.0010(8) C10 0.0345(10) 0.0418(11) 0.0284(9) -0.0037(8) 0.0181(8) -0.0041(8) C11 0.0367(10) 0.0408(11) 0.0289(9) -0.0078(8) 0.0131(8) -0.0038(8) C12 0.0278(9) 0.0324(10) 0.0312(9) -0.0041(7) 0.0108(7) -0.0035(7) C13 0.0227(8) 0.0274(9) 0.0278(8) 0.0000(6) 0.0118(7) -0.0024(6) C14 0.0227(8) 0.0241(8) 0.0292(8) 0.0011(6) 0.0127(7) -0.0005(6) C15 0.0248(8) 0.0257(8) 0.0258(8) 0.0011(6) 0.0132(7) -0.0002(7) C16 0.0290(9) 0.0335(9) 0.0276(8) 0.0032(7) 0.0160(7) 0.0006(7) C17 0.0317(9) 0.0347(10) 0.0251(8) -0.0018(7) 0.0138(7) 0.0043(7) C18 0.0249(8) 0.0289(9) 0.0268(8) -0.0030(7) 0.0098(7) 0.0000(7) C19 0.0247(8) 0.0221(8) 0.0232(8) 0.0015(6) 0.0106(6) -0.0012(6) C20 0.0287(9) 0.0243(8) 0.0253(8) 0.0002(6) 0.0122(7) 0.0011(7) C21 0.0436(11) 0.0243(9) 0.0393(10) -0.0028(7) 0.0221(9) 0.0022(8) C22 0.0290(9) 0.0348(10) 0.0284(8) 0.0016(7) 0.0162(7) 0.0031(7) C23 0.0303(9) 0.0312(9) 0.0304(9) 0.0074(7) 0.0146(7) -0.0019(7) C24 0.0476(12) 0.0473(12) 0.0523(13) 0.0153(10) 0.0323(11) 0.0000(10) C25 0.0333(9) 0.0208(8) 0.0329(9) 0.0038(7) 0.0144(8) -0.0013(7) C26 0.0289(8) 0.0234(8) 0.0268(8) 0.0006(6) 0.0132(7) 0.0007(7) C27 0.0446(11) 0.0276(9) 0.0405(10) -0.0023(8) 0.0257(9) 0.0032(8) C28 0.0258(8) 0.0277(9) 0.0245(8) -0.0005(6) 0.0107(7) -0.0042(7) C29 0.0282(9) 0.0331(9) 0.0287(8) -0.0027(7) 0.0127(7) -0.0035(7) C30 0.0394(11) 0.0371(11) 0.0669(15) 0.0015(10) 0.0262(11) 0.0058(9) C31 0.0279(9) 0.0493(12) 0.0318(9) -0.0053(8) 0.0157(8) -0.0066(8) C32 0.0380(11) 0.0488(12) 0.0316(9) 0.0008(8) 0.0133(8) -0.0188(9) C33 0.0536(14) 0.0760(18) 0.0582(15) 0.0062(13) 0.0252(12) -0.0312(14) C34 0.0457(12) 0.0308(10) 0.0486(12) 0.0047(9) 0.0169(10) -0.0099(9) C35 0.0349(10) 0.0298(10) 0.0394(10) 0.0023(8) 0.0143(8) -0.0016(8) C36 0.0472(13) 0.0366(12) 0.0822(18) 0.0097(12) 0.0298(13) 0.0106(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 Ni1 N2 1.8827(14) . ? Ni1 N3 1.8901(15) . ? Ni1 N1 1.8969(14) . ? Ni1 N4 1.8979(14) . ? N1 C1 1.343(2) . ? N1 C4 1.401(2) . ? N2 C9 1.344(2) . ? N2 C6 1.396(2) . ? N3 C10 1.345(2) . ? N3 C13 1.395(2) . ? N4 C18 1.343(2) . ? N4 C15 1.397(2) . ? C1 C2 1.406(2) . ? C2 C3 1.372(2) . ? C3 C4 1.416(2) . ? C4 C5 1.396(2) . ? C5 C6 1.392(2) . ? C5 C19 1.502(2) . ? C6 C7 1.421(2) . ? C7 C8 1.367(3) . ? C8 C9 1.406(3) . ? C10 C11 1.403(3) . ? C11 C12 1.368(3) . ? C12 C13 1.420(2) . ? C13 C14 1.394(2) . ? C14 C15 1.392(2) . ? C14 C28 1.499(2) . ? C15 C16 1.424(2) . ? C16 C17 1.372(3) . ? C17 C18 1.406(2) . ? C19 C20 1.403(2) . ? C19 C26 1.405(2) . ? C20 C22 1.392(2) . ? C20 C21 1.511(2) . ? C22 C23 1.388(3) . ? C23 C25 1.391(3) . ? C23 C24 1.509(2) . ? C25 C26 1.391(2) . ? C26 C27 1.511(2) . ? C28 C35 1.403(3) . ? C28 C29 1.404(2) . ? C29 C31 1.388(3) . ? C29 C30 1.508(3) . ? C31 C32 1.387(3) . ? C32 C34 1.385(3) . ? C32 C33 1.516(3) . ? C34 C35 1.393(3) . ? C35 C36 1.509(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N3 93.44(6) . . ? N2 Ni1 N1 91.81(6) . . ? N3 Ni1 N1 152.32(6) . . ? N2 Ni1 N4 153.09(6) . . ? N3 Ni1 N4 92.07(6) . . ? N1 Ni1 N4 95.43(6) . . ? C1 N1 C4 105.90(14) . . ? C1 N1 Ni1 123.79(12) . . ? C4 N1 Ni1 128.50(11) . . ? C9 N2 C6 106.17(14) . . ? C9 N2 Ni1 124.47(12) . . ? C6 N2 Ni1 128.84(11) . . ? C10 N3 C13 105.68(14) . . ? C10 N3 Ni1 124.59(12) . . ? C13 N3 Ni1 128.82(11) . . ? C18 N4 C15 106.02(14) . . ? C18 N4 Ni1 124.70(12) . . ? C15 N4 Ni1 127.61(11) . . ? N1 C1 C2 111.62(15) . . ? C3 C2 C1 106.46(15) . . ? C2 C3 C4 107.24(15) . . ? C5 C4 N1 123.21(15) . . ? C5 C4 C3 127.71(15) . . ? N1 C4 C3 108.75(14) . . ? C6 C5 C4 123.50(15) . . ? C6 C5 C19 115.91(14) . . ? C4 C5 C19 120.55(15) . . ? C5 C6 N2 123.82(15) . . ? C5 C6 C7 127.58(16) . . ? N2 C6 C7 108.47(15) . . ? C8 C7 C6 107.42(16) . . ? C7 C8 C9 106.44(16) . . ? N2 C9 C8 111.44(16) . . ? N3 C10 C11 111.79(16) . . ? C12 C11 C10 106.46(16) . . ? C11 C12 C13 107.11(16) . . ? C14 C13 N3 123.28(15) . . ? C14 C13 C12 127.69(16) . . ? N3 C13 C12 108.94(14) . . ? C15 C14 C13 123.46(15) . . ? C15 C14 C28 117.81(14) . . ? C13 C14 C28 118.72(15) . . ? C14 C15 N4 124.23(14) . . ? C14 C15 C16 126.98(15) . . ? N4 C15 C16 108.64(14) . . ? C17 C16 C15 107.18(15) . . ? C16 C17 C18 106.33(15) . . ? N4 C18 C17 111.79(16) . . ? C20 C19 C26 120.07(15) . . ? C20 C19 C5 119.51(14) . . ? C26 C19 C5 120.07(15) . . ? C22 C20 C19 119.11(16) . . ? C22 C20 C21 119.20(16) . . ? C19 C20 C21 121.67(16) . . ? C23 C22 C20 121.78(16) . . ? C22 C23 C25 118.12(16) . . ? C22 C23 C24 120.72(17) . . ? C25 C23 C24 121.13(17) . . ? C23 C25 C26 122.06(16) . . ? C25 C26 C19 118.75(15) . . ? C25 C26 C27 118.99(16) . . ? C19 C26 C27 122.26(15) . . ? C35 C28 C29 120.13(16) . . ? C35 C28 C14 120.23(16) . . ? C29 C28 C14 119.62(15) . . ? C31 C29 C28 119.15(17) . . ? C31 C29 C30 119.56(18) . . ? C28 C29 C30 121.30(17) . . ? C32 C31 C29 121.82(18) . . ? C34 C32 C31 118.03(18) . . ? C34 C32 C33 121.0(2) . . ? C31 C32 C33 121.0(2) . . ? C32 C34 C35 122.5(2) . . ? C34 C35 C28 118.35(19) . . ? C34 C35 C36 120.32(19) . . ? C28 C35 C36 121.32(18) . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 28.03 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.371 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.051