# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Yi-Chou Tsai' _publ_contact_author_address ; Hsinchu 30013 ; _publ_contact_author_email yictsai@mx.nthu.edu.tw loop_ _publ_author_name K.-C.Chang C.-F.Lu P.-Y.Wang H.-Z.Chen T.-S.Kuo Y.-C.Tsai # Attachment '- compound 2.cif' data_8883 _database_code_depnum_ccdc_archive 'CCDC 788574' #TrackingRef '- compound 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H50 N4 V2' _chemical_formula_sum 'C42 H50 N4 V2' _chemical_formula_weight 712.74 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' 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 9.9620(2) _cell_length_b 11.0806(2) _cell_length_c 16.8565(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.8910(10) _cell_angle_gamma 90.00 _cell_volume 1833.05(7) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 21212 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.545 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7745 _exptl_absorpt_correction_T_max 0.9251 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21437 _diffrn_reflns_av_R_equivalents 0.0680 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3221 _reflns_number_gt 2707 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0953P)^2^+1.6773P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3221 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1636 _refine_ls_wR_factor_gt 0.1468 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _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 V1 V 0.11296(5) 0.37117(5) 0.44917(3) 0.0322(2) Uani 1 1 d . . . N1 N 0.1235(2) 0.2613(2) 0.35204(14) 0.0300(6) Uani 1 1 d . . . N2 N -0.0686(2) 0.4346(2) 0.39014(14) 0.0296(6) Uani 1 1 d . . . C1 C 0.2390(3) 0.1813(3) 0.36026(17) 0.0318(7) Uani 1 1 d . . . C2 C 0.3591(3) 0.2196(3) 0.33602(19) 0.0403(8) Uani 1 1 d . . . C3 C 0.3673(4) 0.3406(4) 0.2969(3) 0.0557(10) Uani 1 1 d . . . H3A H 0.4587 0.3519 0.2840 0.084 Uiso 1 1 calc R . . H3B H 0.3487 0.4043 0.3339 0.084 Uiso 1 1 calc R . . H3C H 0.2997 0.3446 0.2473 0.084 Uiso 1 1 calc R . . C4 C 0.4725(4) 0.1435(4) 0.3497(2) 0.0574(11) Uani 1 1 d . . . H4 H 0.5557 0.1690 0.3347 0.069 Uiso 1 1 calc R . . C5 C 0.4646(5) 0.0315(4) 0.3848(3) 0.0679(13) Uani 1 1 d . . . H5 H 0.5422 -0.0198 0.3936 0.081 Uiso 1 1 calc R . . C6 C 0.3465(6) -0.0051(4) 0.4067(2) 0.0666(13) Uani 1 1 d . . . H6 H 0.3428 -0.0820 0.4311 0.080 Uiso 1 1 calc R . . C7 C 0.2300(4) 0.0673(3) 0.3944(2) 0.0460(9) Uani 1 1 d . . . C8 C 0.0979(5) 0.0255(4) 0.4170(3) 0.0715(13) Uani 1 1 d . . . H8A H 0.1095 -0.0560 0.4397 0.107 Uiso 1 1 calc R . . H8B H 0.0268 0.0246 0.3689 0.107 Uiso 1 1 calc R . . H8C H 0.0714 0.0807 0.4570 0.107 Uiso 1 1 calc R . . C9 C 0.0669(4) 0.1721(3) 0.2163(2) 0.0473(9) Uani 1 1 d . . . H9A H 0.1528 0.1295 0.2347 0.071 Uiso 1 1 calc R . . H9B H 0.0744 0.2197 0.1683 0.071 Uiso 1 1 calc R . . H9C H -0.0072 0.1134 0.2033 0.071 Uiso 1 1 calc R . . C10 C 0.0369(3) 0.2552(3) 0.28224(17) 0.0334(7) Uani 1 1 d . . . C11 C -0.0823(3) 0.3228(3) 0.26586(18) 0.0357(7) Uani 1 1 d . . . H11 H -0.1366 0.3101 0.2144 0.043 Uiso 1 1 calc R . . C12 C -0.1326(3) 0.4068(3) 0.31515(18) 0.0324(7) Uani 1 1 d . . . C13 C -0.2646(3) 0.4682(3) 0.2804(2) 0.0470(9) Uani 1 1 d . . . H13A H -0.2897 0.5251 0.3199 0.070 Uiso 1 1 calc R . . H13B H -0.3365 0.4076 0.2672 0.070 Uiso 1 1 calc R . . H13C H -0.2534 0.5120 0.2314 0.070 Uiso 1 1 calc R . . C14 C -0.1405(3) 0.5224(3) 0.42949(17) 0.0342(7) Uani 1 1 d . . . C15 C -0.2337(3) 0.4845(4) 0.4786(2) 0.0461(9) Uani 1 1 d . . . C16 C -0.2625(5) 0.3528(4) 0.4901(3) 0.0663(13) Uani 1 1 d . . . H16A H -0.3302 0.3448 0.5257 0.099 Uiso 1 1 calc R . . H16B H -0.1782 0.3118 0.5144 0.099 Uiso 1 1 calc R . . H16C H -0.2980 0.3161 0.4378 0.099 Uiso 1 1 calc R . . C17 C -0.3230(4) 0.5757(6) 0.5027(3) 0.0754(16) Uani 1 1 d . . . H17 H -0.3883 0.5528 0.5348 0.090 Uiso 1 1 calc R . . C18 C -0.3156(5) 0.6943(6) 0.4803(3) 0.0814(18) Uani 1 1 d . . . H18 H -0.3845 0.7498 0.4887 0.098 Uiso 1 1 calc R . . C19 C -0.2076(6) 0.7322(4) 0.4455(2) 0.0732(16) Uani 1 1 d . . . H19 H -0.1936 0.8162 0.4389 0.088 Uiso 1 1 calc R . . C20 C -0.1154(4) 0.6471(3) 0.4191(2) 0.0457(9) Uani 1 1 d . . . C21 C -0.0197(5) 0.6889(4) 0.3660(2) 0.0640(12) Uani 1 1 d . . . H21A H -0.0168 0.7773 0.3660 0.096 Uiso 1 1 calc R . . H21B H -0.0509 0.6598 0.3111 0.096 Uiso 1 1 calc R . . H21C H 0.0716 0.6571 0.3861 0.096 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 V1 0.0312(3) 0.0395(4) 0.0241(3) -0.0080(2) -0.0008(2) 0.0027(2) N1 0.0338(13) 0.0298(13) 0.0260(12) -0.0024(10) 0.0043(10) -0.0029(10) N2 0.0294(13) 0.0346(14) 0.0239(12) -0.0060(10) 0.0018(10) -0.0023(11) C1 0.0418(17) 0.0282(15) 0.0245(14) -0.0049(12) 0.0034(12) 0.0028(13) C2 0.0426(18) 0.0468(19) 0.0319(17) -0.0042(14) 0.0080(14) 0.0045(15) C3 0.051(2) 0.065(2) 0.055(2) 0.0128(19) 0.0191(18) -0.0060(19) C4 0.049(2) 0.085(3) 0.038(2) -0.006(2) 0.0087(17) 0.022(2) C5 0.080(3) 0.073(3) 0.047(2) -0.007(2) 0.002(2) 0.045(3) C6 0.110(4) 0.035(2) 0.047(2) -0.0021(17) -0.008(2) 0.021(2) C7 0.067(2) 0.0308(18) 0.0379(18) -0.0035(14) 0.0023(16) -0.0035(16) C8 0.092(3) 0.046(2) 0.075(3) 0.015(2) 0.011(3) -0.025(2) C9 0.054(2) 0.049(2) 0.0347(18) -0.0170(16) -0.0034(15) 0.0079(17) C10 0.0400(17) 0.0327(16) 0.0269(15) -0.0052(12) 0.0044(13) -0.0059(13) C11 0.0379(17) 0.0410(17) 0.0257(15) -0.0102(13) -0.0011(13) -0.0041(14) C12 0.0306(15) 0.0370(16) 0.0284(15) -0.0049(13) 0.0019(12) -0.0031(13) C13 0.0436(19) 0.061(2) 0.0314(17) -0.0129(16) -0.0084(15) 0.0078(17) C14 0.0318(16) 0.0437(18) 0.0241(15) -0.0096(13) -0.0042(12) 0.0043(13) C15 0.0294(16) 0.075(3) 0.0328(17) -0.0161(17) 0.0017(14) -0.0055(17) C16 0.058(3) 0.093(3) 0.049(2) -0.014(2) 0.014(2) -0.038(2) C17 0.0255(18) 0.131(5) 0.069(3) -0.066(3) 0.0058(18) -0.006(2) C18 0.065(3) 0.113(4) 0.053(3) -0.049(3) -0.030(2) 0.051(3) C19 0.119(4) 0.061(3) 0.0306(19) -0.0112(18) -0.013(2) 0.049(3) C20 0.060(2) 0.0413(19) 0.0290(17) -0.0074(14) -0.0114(15) 0.0092(16) C21 0.105(3) 0.045(2) 0.039(2) 0.0029(17) 0.002(2) -0.015(2) _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 V1 N2 2.034(2) . ? V1 N1 2.058(2) . ? V1 C19 2.185(4) 3_566 ? V1 C17 2.191(4) 3_566 ? V1 C20 2.226(4) 3_566 ? V1 C15 2.232(3) 3_566 ? V1 C18 2.278(4) 3_566 ? V1 C14 2.336(3) 3_566 ? N1 C10 1.336(4) . ? N1 C1 1.440(4) . ? N2 C12 1.350(4) . ? N2 C14 1.436(4) . ? C1 C2 1.395(5) . ? C1 C7 1.397(5) . ? C2 C4 1.396(5) . ? C2 C3 1.503(5) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.383(6) . ? C4 H4 0.9500 . ? C5 C6 1.355(7) . ? C5 H5 0.9500 . ? C6 C7 1.397(6) . ? C6 H6 0.9500 . ? C7 C8 1.504(6) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.511(4) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.392(4) . ? C11 C12 1.397(4) . ? C11 H11 0.9500 . ? C12 C13 1.507(4) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.410(5) . ? C14 C20 1.421(5) . ? C14 V1 2.336(3) 3_566 ? C15 C17 1.449(6) . ? C15 C16 1.507(6) . ? C15 V1 2.232(3) 3_566 ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.373(8) . ? C17 V1 2.191(4) 3_566 ? C17 H17 0.9500 . ? C18 C19 1.376(8) . ? C18 V1 2.278(4) 3_566 ? C18 H18 0.9500 . ? C19 C20 1.439(6) . ? C19 V1 2.185(4) 3_566 ? C19 H19 0.9500 . ? C20 C21 1.489(6) . ? C20 V1 2.226(4) 3_566 ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 V1 N1 88.73(10) . . ? N2 V1 C19 143.30(19) . 3_566 ? N1 V1 C19 105.19(13) . 3_566 ? N2 V1 C17 143.2(2) . 3_566 ? N1 V1 C17 106.12(12) . 3_566 ? C19 V1 C17 65.7(2) 3_566 3_566 ? N2 V1 C20 112.10(12) . 3_566 ? N1 V1 C20 138.30(11) . 3_566 ? C19 V1 C20 38.06(15) 3_566 3_566 ? C17 V1 C20 78.99(17) 3_566 3_566 ? N2 V1 C15 111.69(12) . 3_566 ? N1 V1 C15 139.60(11) . 3_566 ? C19 V1 C15 79.40(17) 3_566 3_566 ? C17 V1 C15 38.25(15) 3_566 3_566 ? C20 V1 C15 66.96(14) 3_566 3_566 ? N2 V1 C18 177.54(12) . 3_566 ? N1 V1 C18 93.72(12) . 3_566 ? C19 V1 C18 35.8(2) 3_566 3_566 ? C17 V1 C18 35.7(2) 3_566 3_566 ? C20 V1 C18 66.01(17) 3_566 3_566 ? C15 V1 C18 66.27(16) 3_566 3_566 ? N2 V1 C14 102.40(10) . 3_566 ? N1 V1 C14 168.86(10) . 3_566 ? C19 V1 C14 65.43(13) 3_566 3_566 ? C17 V1 C14 65.11(12) 3_566 3_566 ? C20 V1 C14 36.19(12) 3_566 3_566 ? C15 V1 C14 35.87(12) 3_566 3_566 ? C18 V1 C14 75.14(13) 3_566 3_566 ? C10 N1 C1 116.0(2) . . ? C10 N1 V1 128.1(2) . . ? C1 N1 V1 115.89(18) . . ? C12 N2 C14 113.2(2) . . ? C12 N2 V1 128.1(2) . . ? C14 N2 V1 118.71(18) . . ? C2 C1 C7 121.0(3) . . ? C2 C1 N1 119.7(3) . . ? C7 C1 N1 119.3(3) . . ? C1 C2 C4 118.6(3) . . ? C1 C2 C3 120.9(3) . . ? C4 C2 C3 120.5(3) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C2 120.6(4) . . ? C5 C4 H4 119.7 . . ? C2 C4 H4 119.7 . . ? C6 C5 C4 120.1(4) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C7 121.7(4) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C1 C7 C6 118.0(4) . . ? C1 C7 C8 120.2(3) . . ? C6 C7 C8 121.8(4) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 C11 123.2(3) . . ? N1 C10 C9 120.0(3) . . ? C11 C10 C9 116.8(3) . . ? C10 C11 C12 128.5(3) . . ? C10 C11 H11 115.8 . . ? C12 C11 H11 115.8 . . ? N2 C12 C11 123.3(3) . . ? N2 C12 C13 120.1(3) . . ? C11 C12 C13 116.6(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C20 120.6(3) . . ? C15 C14 N2 120.1(3) . . ? C20 C14 N2 119.3(3) . . ? C15 C14 V1 68.03(18) . 3_566 ? C20 C14 V1 67.69(18) . 3_566 ? N2 C14 V1 138.9(2) . 3_566 ? C14 C15 C17 117.1(4) . . ? C14 C15 C16 121.6(3) . . ? C17 C15 C16 119.9(4) . . ? C14 C15 V1 76.11(19) . 3_566 ? C17 C15 V1 69.3(2) . 3_566 ? C16 C15 V1 136.1(3) . 3_566 ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C15 121.7(4) . . ? C18 C17 V1 75.6(3) . 3_566 ? C15 C17 V1 72.40(19) . 3_566 ? C18 C17 H17 119.2 . . ? C15 C17 H17 119.2 . . ? V1 C17 H17 124.4 3_566 . ? C17 C18 C19 119.5(4) . . ? C17 C18 V1 68.7(2) . 3_566 ? C19 C18 V1 68.4(2) . 3_566 ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? V1 C18 H18 136.6 3_566 . ? C18 C19 C20 121.3(5) . . ? C18 C19 V1 75.7(3) . 3_566 ? C20 C19 V1 72.5(2) . 3_566 ? C18 C19 H19 119.4 . . ? C20 C19 H19 119.4 . . ? V1 C19 H19 123.9 3_566 . ? C14 C20 C19 117.7(4) . . ? C14 C20 C21 121.4(3) . . ? C19 C20 C21 119.4(4) . . ? C14 C20 V1 76.1(2) . 3_566 ? C19 C20 V1 69.4(2) . 3_566 ? C21 C20 V1 136.8(3) . 3_566 ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.677 _refine_diff_density_min -0.645 _refine_diff_density_rms 0.179 # Attachment '- compound 3.cif' data_8794 _database_code_depnum_ccdc_archive 'CCDC 788575' #TrackingRef '- compound 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H66 N4 V2' _chemical_formula_sum 'C50 H66 N4 V2' _chemical_formula_weight 824.95 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.7457(3) _cell_length_b 13.2452(3) _cell_length_c 14.0750(4) _cell_angle_alpha 92.5130(10) _cell_angle_beta 91.6470(10) _cell_angle_gamma 91.8330(10) _cell_volume 2185.48(10) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 42676 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.466 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7981 _exptl_absorpt_correction_T_max 0.9158 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26211 _diffrn_reflns_av_R_equivalents 0.0707 _diffrn_reflns_av_sigmaI/netI 0.0553 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.09 _reflns_number_total 7720 _reflns_number_gt 5830 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0671P)^2^+2.1225P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7720 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0821 _refine_ls_R_factor_gt 0.0534 _refine_ls_wR_factor_ref 0.1501 _refine_ls_wR_factor_gt 0.1322 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 V1 V 0.42726(5) 0.36250(4) 0.54022(4) 0.02939(16) Uani 1 1 d . . . V2 V 0.06496(5) 0.86344(4) 0.04227(4) 0.03189(17) Uani 1 1 d . . . N1 N 0.3504(2) 0.28579(18) 0.64714(18) 0.0310(6) Uani 1 1 d . . . N2 N 0.4590(2) 0.48190(18) 0.63506(18) 0.0303(6) Uani 1 1 d . . . N3 N 0.1466(2) 0.78856(19) 0.14903(18) 0.0337(6) Uani 1 1 d . . . N4 N 0.0510(2) 0.98443(18) 0.13564(18) 0.0327(6) Uani 1 1 d . . . C1 C 0.2993(3) 0.1867(2) 0.6203(2) 0.0332(8) Uani 1 1 d . . . C2 C 0.1874(3) 0.1792(3) 0.5846(2) 0.0367(8) Uani 1 1 d . . . C3 C 0.1177(3) 0.2724(3) 0.5790(3) 0.0459(9) Uani 1 1 d . . . H3A H 0.0964 0.2924 0.6430 0.055 Uiso 1 1 calc R . . H3B H 0.1663 0.3264 0.5565 0.055 Uiso 1 1 calc R . . C4 C 0.0111(4) 0.2650(3) 0.5170(3) 0.0610(11) Uani 1 1 d . . . H4A H -0.0258 0.3287 0.5197 0.091 Uiso 1 1 calc R . . H4B H -0.0395 0.2134 0.5392 0.091 Uiso 1 1 calc R . . H4C H 0.0304 0.2482 0.4525 0.091 Uiso 1 1 calc R . . C5 C 0.1422(3) 0.0833(3) 0.5559(2) 0.0454(9) Uani 1 1 d . . . H5 H 0.0679 0.0763 0.5313 0.054 Uiso 1 1 calc R . . C6 C 0.2073(4) -0.0010(3) 0.5638(3) 0.0505(10) Uani 1 1 d . . . H6 H 0.1764 -0.0643 0.5440 0.061 Uiso 1 1 calc R . . C7 C 0.3168(4) 0.0071(2) 0.6005(3) 0.0447(9) Uani 1 1 d . . . H7 H 0.3593 -0.0507 0.6051 0.054 Uiso 1 1 calc R . . C8 C 0.3656(3) 0.1014(2) 0.6312(2) 0.0376(8) Uani 1 1 d . . . C9 C 0.4835(3) 0.1123(3) 0.6738(3) 0.0487(10) Uani 1 1 d . . . H9A H 0.5237 0.1653 0.6416 0.058 Uiso 1 1 calc R . . H9B H 0.4777 0.1354 0.7398 0.058 Uiso 1 1 calc R . . C10 C 0.5549(4) 0.0219(3) 0.6713(4) 0.0821(16) Uani 1 1 d . . . H10A H 0.6280 0.0390 0.7009 0.123 Uiso 1 1 calc R . . H10B H 0.5647 -0.0008 0.6064 0.123 Uiso 1 1 calc R . . H10C H 0.5182 -0.0310 0.7049 0.123 Uiso 1 1 calc R . . C11 C 0.2788(3) 0.2497(3) 0.8064(2) 0.0413(9) Uani 1 1 d . . . H11A H 0.2509 0.1888 0.7729 0.062 Uiso 1 1 calc R . . H11B H 0.2159 0.2857 0.8317 0.062 Uiso 1 1 calc R . . H11C H 0.3296 0.2329 0.8576 0.062 Uiso 1 1 calc R . . C12 C 0.3424(3) 0.3159(2) 0.7384(2) 0.0321(7) Uani 1 1 d . . . C13 C 0.3880(3) 0.4078(2) 0.7761(2) 0.0350(8) Uani 1 1 d . . . H13 H 0.3817 0.4188 0.8415 0.042 Uiso 1 1 calc R . . C14 C 0.4420(3) 0.4859(2) 0.7289(2) 0.0317(7) Uani 1 1 d . . . C15 C 0.4807(4) 0.5780(2) 0.7907(2) 0.0431(9) Uani 1 1 d . . . H15A H 0.5170 0.6268 0.7521 0.065 Uiso 1 1 calc R . . H15B H 0.5337 0.5582 0.8391 0.065 Uiso 1 1 calc R . . H15C H 0.4159 0.6072 0.8200 0.065 Uiso 1 1 calc R . . C16 C 0.5053(3) 0.5754(2) 0.6009(2) 0.0307(7) Uani 1 1 d . . . C17 C 0.6265(3) 0.5925(2) 0.6010(2) 0.0337(8) Uani 1 1 d . . . C18 C 0.7053(3) 0.5155(3) 0.6410(3) 0.0411(8) Uani 1 1 d . . . H18A H 0.6806 0.4489 0.6154 0.049 Uiso 1 1 calc R . . H18B H 0.6972 0.5159 0.7094 0.049 Uiso 1 1 calc R . . C19 C 0.8311(4) 0.5316(3) 0.6206(3) 0.0592(11) Uani 1 1 d . . . H19A H 0.8739 0.4793 0.6485 0.089 Uiso 1 1 calc R . . H19B H 0.8577 0.5963 0.6474 0.089 Uiso 1 1 calc R . . H19C H 0.8409 0.5294 0.5531 0.089 Uiso 1 1 calc R . . C20 C 0.6655(3) 0.6973(3) 0.5939(2) 0.0406(9) Uani 1 1 d . . . H20 H 0.7418 0.7149 0.6070 0.049 Uiso 1 1 calc R . . C21 C 0.5925(4) 0.7706(2) 0.5684(2) 0.0421(9) Uani 1 1 d . . . H21 H 0.6183 0.8377 0.5683 0.051 Uiso 1 1 calc R . . C22 C 0.4775(4) 0.7446(2) 0.5423(3) 0.0441(9) Uani 1 1 d . . . H22 H 0.4330 0.7891 0.5093 0.053 Uiso 1 1 calc R . . C23 C 0.4304(3) 0.6473(2) 0.5681(2) 0.0344(8) Uani 1 1 d . . . C24 C 0.3027(3) 0.6327(3) 0.5671(3) 0.0447(9) Uani 1 1 d . . . H24A H 0.2836 0.5609 0.5658 0.054 Uiso 1 1 calc R . . H24B H 0.2712 0.6594 0.5093 0.054 Uiso 1 1 calc R . . C25 C 0.2467(4) 0.6840(4) 0.6526(3) 0.0641(12) Uani 1 1 d . . . H25A H 0.1659 0.6705 0.6484 0.096 Uiso 1 1 calc R . . H25B H 0.2620 0.7557 0.6528 0.096 Uiso 1 1 calc R . . H25C H 0.2772 0.6580 0.7103 0.096 Uiso 1 1 calc R . . C26 C 0.1872(3) 0.6893(2) 0.1237(2) 0.0338(8) Uani 1 1 d . . . C27 C 0.1145(3) 0.6042(2) 0.1360(2) 0.0361(8) Uani 1 1 d . . . C28 C 0.0019(3) 0.6178(3) 0.1820(3) 0.0457(9) Uani 1 1 d . . . H28A H 0.0168 0.6438 0.2468 0.055 Uiso 1 1 calc R . . H28B H -0.0382 0.6692 0.1487 0.055 Uiso 1 1 calc R . . C29 C -0.0764(4) 0.5267(3) 0.1853(4) 0.0624(12) Uani 1 1 d . . . H29A H -0.1449 0.5451 0.2164 0.094 Uiso 1 1 calc R . . H29B H -0.0395 0.4755 0.2199 0.094 Uiso 1 1 calc R . . H29C H -0.0951 0.5012 0.1217 0.094 Uiso 1 1 calc R . . C30 C 0.1516(3) 0.5098(2) 0.1054(2) 0.0421(9) Uani 1 1 d . . . H30 H 0.1052 0.4525 0.1126 0.051 Uiso 1 1 calc R . . C31 C 0.2560(3) 0.5001(3) 0.0646(3) 0.0457(9) Uani 1 1 d . . . H31 H 0.2786 0.4366 0.0432 0.055 Uiso 1 1 calc R . . C32 C 0.3279(3) 0.5838(3) 0.0550(3) 0.0447(9) Uani 1 1 d . . . H32 H 0.3987 0.5759 0.0281 0.054 Uiso 1 1 calc R . . C33 C 0.2946(3) 0.6803(3) 0.0854(2) 0.0377(8) Uani 1 1 d . . . C34 C 0.3725(3) 0.7725(3) 0.0796(3) 0.0497(10) Uani 1 1 d . . . H34A H 0.3269 0.8280 0.0595 0.060 Uiso 1 1 calc R . . H34B H 0.4026 0.7906 0.1432 0.060 Uiso 1 1 calc R . . C35 C 0.4712(4) 0.7637(3) 0.0144(3) 0.0594(11) Uani 1 1 d . . . H35A H 0.5147 0.8264 0.0168 0.089 Uiso 1 1 calc R . . H35B H 0.4431 0.7486 -0.0496 0.089 Uiso 1 1 calc R . . H35C H 0.5189 0.7105 0.0342 0.089 Uiso 1 1 calc R . . C36 C 0.2295(3) 0.7551(3) 0.3077(2) 0.0441(9) Uani 1 1 d . . . H36A H 0.2480 0.6930 0.2748 0.066 Uiso 1 1 calc R . . H36B H 0.1827 0.7404 0.3606 0.066 Uiso 1 1 calc R . . H36C H 0.2983 0.7902 0.3305 0.066 Uiso 1 1 calc R . . C37 C 0.1652(3) 0.8208(2) 0.2401(2) 0.0353(8) Uani 1 1 d . . . C38 C 0.1295(3) 0.9134(3) 0.2770(2) 0.0396(8) Uani 1 1 d . . . H38 H 0.1420 0.9255 0.3421 0.047 Uiso 1 1 calc R . . C39 C 0.0776(3) 0.9902(2) 0.2291(2) 0.0349(8) Uani 1 1 d . . . C40 C 0.0519(3) 1.0841(3) 0.2896(2) 0.0427(9) Uani 1 1 d . . . H40A H 0.0158 1.1321 0.2506 0.064 Uiso 1 1 calc R . . H40B H 0.1217 1.1135 0.3172 0.064 Uiso 1 1 calc R . . H40C H 0.0020 1.0659 0.3394 0.064 Uiso 1 1 calc R . . C41 C 0.0094(3) 1.0772(2) 0.0992(2) 0.0320(8) Uani 1 1 d . . . C42 C 0.0887(3) 1.1469(2) 0.0642(2) 0.0348(8) Uani 1 1 d . . . C43 C 0.2148(3) 1.1302(3) 0.0624(3) 0.0431(9) Uani 1 1 d . . . H43A H 0.2444 1.1561 0.0043 0.052 Uiso 1 1 calc R . . H43B H 0.2274 1.0582 0.0615 0.052 Uiso 1 1 calc R . . C44 C 0.2811(4) 1.1818(4) 0.1482(3) 0.0665(12) Uani 1 1 d . . . H44A H 0.3607 1.1687 0.1434 0.100 Uiso 1 1 calc R . . H44B H 0.2534 1.1555 0.2059 0.100 Uiso 1 1 calc R . . H44C H 0.2707 1.2534 0.1486 0.100 Uiso 1 1 calc R . . C45 C 0.0483(3) 1.2431(2) 0.0362(2) 0.0423(9) Uani 1 1 d . . . H45 H 0.0937 1.2857 0.0011 0.051 Uiso 1 1 calc R . . C46 C -0.0611(4) 1.2716(2) 0.0630(2) 0.0432(9) Uani 1 1 d . . . H46 H -0.0806 1.3391 0.0615 0.052 Uiso 1 1 calc R . . C47 C -0.1396(3) 1.2004(2) 0.0913(2) 0.0417(9) Uani 1 1 d . . . H47 H -0.2130 1.2198 0.1048 0.050 Uiso 1 1 calc R . . C48 C -0.1101(3) 1.0958(2) 0.1006(2) 0.0349(8) Uani 1 1 d . . . C49 C -0.1915(3) 1.0212(3) 0.1437(3) 0.0422(9) Uani 1 1 d . . . H49A H -0.1770 1.0233 0.2120 0.051 Uiso 1 1 calc R . . H49B H -0.1749 0.9538 0.1193 0.051 Uiso 1 1 calc R . . C50 C -0.3172(4) 1.0386(3) 0.1250(3) 0.0591(11) Uani 1 1 d . . . H50A H -0.3620 0.9877 0.1548 0.089 Uiso 1 1 calc R . . H50B H -0.3335 1.0348 0.0577 0.089 Uiso 1 1 calc R . . H50C H -0.3356 1.1042 0.1507 0.089 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0471(4) 0.0185(3) 0.0227(3) 0.0035(2) 0.0027(2) -0.0019(2) V2 0.0538(4) 0.0204(3) 0.0217(3) 0.0032(2) 0.0034(2) -0.0007(2) N1 0.0439(17) 0.0202(13) 0.0288(14) 0.0043(10) -0.0001(12) -0.0036(11) N2 0.0461(17) 0.0215(13) 0.0234(14) 0.0046(10) 0.0009(11) -0.0018(11) N3 0.0491(18) 0.0249(13) 0.0277(15) 0.0051(11) 0.0042(12) 0.0008(12) N4 0.0531(18) 0.0214(13) 0.0240(14) 0.0044(10) 0.0042(12) -0.0004(12) C1 0.049(2) 0.0244(16) 0.0264(17) 0.0050(13) 0.0059(15) -0.0077(14) C2 0.046(2) 0.0354(18) 0.0280(17) 0.0018(14) 0.0057(15) -0.0062(15) C3 0.051(2) 0.049(2) 0.037(2) -0.0046(16) 0.0016(17) 0.0005(18) C4 0.051(3) 0.066(3) 0.066(3) 0.001(2) -0.003(2) 0.000(2) C5 0.057(3) 0.044(2) 0.034(2) 0.0008(16) 0.0020(17) -0.0165(18) C6 0.077(3) 0.036(2) 0.037(2) -0.0010(16) 0.004(2) -0.0179(19) C7 0.069(3) 0.0227(17) 0.042(2) 0.0051(15) 0.0089(19) -0.0014(17) C8 0.053(2) 0.0258(17) 0.0340(18) 0.0083(14) 0.0072(16) -0.0041(15) C9 0.061(3) 0.0338(19) 0.052(2) 0.0150(17) 0.0009(19) -0.0011(17) C10 0.070(3) 0.047(3) 0.130(5) 0.008(3) 0.005(3) 0.017(2) C11 0.058(2) 0.0351(18) 0.0306(19) 0.0084(14) 0.0070(16) -0.0078(16) C12 0.043(2) 0.0289(16) 0.0248(16) 0.0092(13) 0.0022(14) -0.0009(14) C13 0.051(2) 0.0337(17) 0.0208(16) 0.0053(13) 0.0044(14) -0.0043(15) C14 0.046(2) 0.0222(15) 0.0273(17) 0.0023(12) 0.0007(14) -0.0012(14) C15 0.076(3) 0.0306(18) 0.0224(17) -0.0011(13) 0.0042(16) -0.0072(17) C16 0.052(2) 0.0203(15) 0.0197(16) 0.0011(12) 0.0027(14) -0.0029(14) C17 0.052(2) 0.0259(16) 0.0226(16) 0.0020(12) 0.0003(14) -0.0071(15) C18 0.052(2) 0.0388(19) 0.0328(19) 0.0079(15) -0.0045(16) -0.0040(16) C19 0.056(3) 0.053(2) 0.069(3) 0.020(2) -0.008(2) 0.000(2) C20 0.059(2) 0.0340(19) 0.0273(18) 0.0000(14) 0.0008(16) -0.0149(17) C21 0.075(3) 0.0201(16) 0.0307(18) -0.0007(13) 0.0092(17) -0.0095(17) C22 0.075(3) 0.0205(16) 0.039(2) 0.0072(14) 0.0155(18) 0.0095(17) C23 0.053(2) 0.0213(15) 0.0290(17) 0.0026(13) 0.0058(15) 0.0018(14) C24 0.059(3) 0.0328(19) 0.043(2) 0.0071(16) 0.0018(18) 0.0095(17) C25 0.064(3) 0.079(3) 0.051(3) 0.006(2) 0.013(2) 0.014(2) C26 0.049(2) 0.0280(16) 0.0244(16) 0.0052(13) -0.0006(14) 0.0052(14) C27 0.049(2) 0.0304(17) 0.0300(18) 0.0084(13) 0.0013(15) 0.0043(15) C28 0.061(3) 0.0320(18) 0.045(2) 0.0110(16) 0.0090(18) 0.0034(17) C29 0.052(3) 0.046(2) 0.090(3) 0.003(2) 0.011(2) -0.0049(19) C30 0.063(3) 0.0262(17) 0.038(2) 0.0049(14) 0.0013(17) 0.0001(16) C31 0.063(3) 0.0301(18) 0.044(2) -0.0005(15) 0.0004(19) 0.0091(17) C32 0.051(2) 0.047(2) 0.037(2) 0.0005(16) 0.0032(17) 0.0091(18) C33 0.048(2) 0.0367(18) 0.0287(18) 0.0044(14) -0.0019(15) 0.0002(16) C34 0.059(3) 0.050(2) 0.039(2) -0.0028(17) 0.0044(18) -0.0092(19) C35 0.053(3) 0.060(3) 0.066(3) 0.009(2) 0.010(2) -0.006(2) C36 0.066(3) 0.0357(19) 0.0317(19) 0.0085(15) 0.0007(17) 0.0054(17) C37 0.048(2) 0.0313(17) 0.0270(17) 0.0093(13) 0.0049(15) 0.0016(15) C38 0.061(2) 0.0354(18) 0.0228(17) 0.0046(14) 0.0020(15) 0.0016(16) C39 0.052(2) 0.0279(16) 0.0256(17) 0.0039(13) 0.0045(15) -0.0028(15) C40 0.068(3) 0.0353(19) 0.0253(18) -0.0001(14) 0.0036(16) 0.0032(17) C41 0.057(2) 0.0205(15) 0.0189(15) 0.0001(12) 0.0020(14) 0.0014(14) C42 0.059(2) 0.0228(16) 0.0223(16) 0.0020(12) 0.0025(15) -0.0060(15) C43 0.058(3) 0.0359(19) 0.035(2) 0.0047(15) 0.0063(17) -0.0094(17) C44 0.065(3) 0.082(3) 0.051(3) 0.002(2) -0.003(2) -0.014(2) C45 0.069(3) 0.0231(16) 0.0343(19) 0.0058(14) -0.0024(17) -0.0095(16) C46 0.078(3) 0.0214(16) 0.0299(18) 0.0012(13) -0.0037(18) 0.0029(17) C47 0.067(3) 0.0322(18) 0.0267(18) 0.0019(14) 0.0071(16) 0.0111(17) C48 0.058(2) 0.0260(16) 0.0211(16) 0.0018(12) 0.0048(15) 0.0024(15) C49 0.056(2) 0.0388(19) 0.0331(19) 0.0072(15) 0.0103(16) 0.0025(17) C50 0.062(3) 0.051(2) 0.066(3) 0.016(2) 0.018(2) 0.001(2) _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 V1 N2 2.042(3) . ? V1 N1 2.066(3) . ? V1 C22 2.156(3) 2_666 ? V1 C17 2.181(3) 2_666 ? V1 C20 2.253(3) 2_666 ? V1 C21 2.284(3) 2_666 ? V1 C23 2.298(3) 2_666 ? V1 C16 2.332(3) 2_666 ? V2 N4 2.041(3) . ? V2 N3 2.066(3) . ? V2 C45 2.155(3) 2_575 ? V2 C48 2.180(3) 2_575 ? V2 C47 2.241(3) 2_575 ? V2 C46 2.271(3) 2_575 ? V2 C42 2.309(4) 2_575 ? V2 C41 2.329(3) 2_575 ? N1 C12 1.335(4) . ? N1 C1 1.456(4) . ? N2 C14 1.340(4) . ? N2 C16 1.445(4) . ? N3 C37 1.343(4) . ? N3 C26 1.446(4) . ? N4 C39 1.342(4) . ? N4 C41 1.446(4) . ? C1 C2 1.392(5) . ? C1 C8 1.404(5) . ? C2 C5 1.400(5) . ? C2 C3 1.506(5) . ? C3 C4 1.504(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.380(6) . ? C5 H5 0.9300 . ? C6 C7 1.372(6) . ? C6 H6 0.9300 . ? C7 C8 1.403(5) . ? C7 H7 0.9300 . ? C8 C9 1.494(5) . ? C9 C10 1.483(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.521(4) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.391(5) . ? C13 C14 1.399(4) . ? C13 H13 0.9300 . ? C14 C15 1.517(4) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C23 1.400(4) . ? C16 C17 1.434(5) . ? C16 V1 2.332(3) 2_666 ? C17 C20 1.457(4) . ? C17 C18 1.515(5) . ? C17 V1 2.181(3) 2_666 ? C18 C19 1.523(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.369(5) . ? C20 V1 2.253(3) 2_666 ? C20 H20 0.9300 . ? C21 C22 1.417(5) . ? C21 V1 2.284(3) 2_666 ? C21 H21 0.9300 . ? C22 C23 1.452(4) . ? C22 V1 2.156(3) 2_666 ? C22 H22 0.9300 . ? C23 C24 1.505(5) . ? C23 V1 2.298(3) 2_666 ? C24 C25 1.531(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 C33 1.393(5) . ? C26 C27 1.413(5) . ? C27 C30 1.392(5) . ? C27 C28 1.501(5) . ? C28 C29 1.496(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.377(5) . ? C30 H30 0.9300 . ? C31 C32 1.386(5) . ? C31 H31 0.9300 . ? C32 C33 1.401(5) . ? C32 H32 0.9300 . ? C33 C34 1.508(5) . ? C34 C35 1.504(5) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 C37 1.519(5) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 C38 1.393(5) . ? C38 C39 1.391(5) . ? C38 H38 0.9300 . ? C39 C40 1.520(4) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.405(4) . ? C41 C48 1.433(5) . ? C41 V2 2.329(3) 2_575 ? C42 C45 1.442(5) . ? C42 C43 1.505(5) . ? C42 V2 2.309(4) 2_575 ? C43 C44 1.540(5) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C45 C46 1.409(5) . ? C45 V2 2.155(3) 2_575 ? C45 H45 0.9300 . ? C46 C47 1.377(5) . ? C46 V2 2.271(3) 2_575 ? C46 H46 0.9300 . ? C47 C48 1.450(4) . ? C47 V2 2.241(3) 2_575 ? C47 H47 0.9300 . ? C48 C49 1.511(5) . ? C48 V2 2.180(3) 2_575 ? C49 C50 1.519(5) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 V1 N1 88.69(10) . . ? N2 V1 C22 138.24(14) . 2_666 ? N1 V1 C22 107.77(11) . 2_666 ? N2 V1 C17 113.44(11) . 2_666 ? N1 V1 C17 134.91(12) . 2_666 ? C22 V1 C17 81.97(13) 2_666 2_666 ? N2 V1 C20 147.41(12) . 2_666 ? N1 V1 C20 104.22(11) . 2_666 ? C22 V1 C20 66.40(15) 2_666 2_666 ? C17 V1 C20 38.32(11) 2_666 2_666 ? N2 V1 C21 175.23(13) . 2_666 ? N1 V1 C21 94.14(11) . 2_666 ? C22 V1 C21 37.08(14) 2_666 2_666 ? C17 V1 C21 66.98(12) 2_666 2_666 ? C20 V1 C21 35.10(13) 2_666 2_666 ? N2 V1 C23 110.38(11) . 2_666 ? N1 V1 C23 143.07(11) . 2_666 ? C22 V1 C23 37.87(12) 2_666 2_666 ? C17 V1 C23 66.99(13) 2_666 2_666 ? C20 V1 C23 76.87(13) 2_666 2_666 ? C21 V1 C23 65.18(12) 2_666 2_666 ? N2 V1 C16 102.43(10) . 2_666 ? N1 V1 C16 168.37(11) . 2_666 ? C22 V1 C16 66.02(11) 2_666 2_666 ? C17 V1 C16 36.86(12) 2_666 2_666 ? C20 V1 C16 64.49(12) 2_666 2_666 ? C21 V1 C16 75.00(11) 2_666 2_666 ? C23 V1 C16 35.20(11) 2_666 2_666 ? N4 V2 N3 88.70(10) . . ? N4 V2 C45 137.26(14) . 2_575 ? N3 V2 C45 108.35(12) . 2_575 ? N4 V2 C48 113.97(11) . 2_575 ? N3 V2 C48 134.16(12) . 2_575 ? C45 V2 C48 82.14(13) 2_575 2_575 ? N4 V2 C47 148.04(12) . 2_575 ? N3 V2 C47 103.79(12) . 2_575 ? C45 V2 C47 66.74(15) 2_575 2_575 ? C48 V2 C47 38.25(12) 2_575 2_575 ? N4 V2 C46 174.25(13) . 2_575 ? N3 V2 C46 94.22(11) . 2_575 ? C45 V2 C46 37.00(14) 2_575 2_575 ? C48 V2 C46 67.21(12) 2_575 2_575 ? C47 V2 C46 35.53(13) 2_575 2_575 ? N4 V2 C42 110.17(12) . 2_575 ? N3 V2 C42 143.52(11) . 2_575 ? C45 V2 C42 37.48(12) 2_575 2_575 ? C48 V2 C42 67.11(13) 2_575 2_575 ? C47 V2 C42 76.83(13) 2_575 2_575 ? C46 V2 C42 64.75(13) 2_575 2_575 ? N4 V2 C41 102.71(10) . 2_575 ? N3 V2 C41 167.90(11) . 2_575 ? C45 V2 C41 65.81(12) 2_575 2_575 ? C48 V2 C41 36.87(12) 2_575 2_575 ? C47 V2 C41 64.33(12) 2_575 2_575 ? C46 V2 C41 74.77(11) 2_575 2_575 ? C42 V2 C41 35.25(11) 2_575 2_575 ? C12 N1 C1 115.9(3) . . ? C12 N1 V1 127.8(2) . . ? C1 N1 V1 116.35(19) . . ? C14 N2 C16 113.3(2) . . ? C14 N2 V1 127.9(2) . . ? C16 N2 V1 118.83(19) . . ? C37 N3 C26 115.8(3) . . ? C37 N3 V2 127.5(2) . . ? C26 N3 V2 116.7(2) . . ? C39 N4 C41 114.1(2) . . ? C39 N4 V2 127.9(2) . . ? C41 N4 V2 118.04(19) . . ? C2 C1 C8 122.2(3) . . ? C2 C1 N1 119.5(3) . . ? C8 C1 N1 118.3(3) . . ? C1 C2 C5 118.1(3) . . ? C1 C2 C3 120.2(3) . . ? C5 C2 C3 121.7(3) . . ? C4 C3 C2 117.4(3) . . ? C4 C3 H3A 107.9 . . ? C2 C3 H3A 107.9 . . ? C4 C3 H3B 107.9 . . ? C2 C3 H3B 107.9 . . ? H3A C3 H3B 107.2 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 C2 120.4(4) . . ? C6 C5 H5 119.8 . . ? C2 C5 H5 119.8 . . ? C7 C6 C5 120.9(3) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 120.8(3) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C7 C8 C1 117.5(3) . . ? C7 C8 C9 122.0(3) . . ? C1 C8 C9 120.5(3) . . ? C10 C9 C8 117.9(4) . . ? C10 C9 H9A 107.8 . . ? C8 C9 H9A 107.8 . . ? C10 C9 H9B 107.8 . . ? C8 C9 H9B 107.8 . . ? H9A C9 H9B 107.2 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 C13 123.2(3) . . ? N1 C12 C11 120.1(3) . . ? C13 C12 C11 116.6(3) . . ? C12 C13 C14 128.6(3) . . ? C12 C13 H13 115.7 . . ? C14 C13 H13 115.7 . . ? N2 C14 C13 123.4(3) . . ? N2 C14 C15 120.9(3) . . ? C13 C14 C15 115.7(3) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C23 C16 C17 121.6(3) . . ? C23 C16 N2 119.0(3) . . ? C17 C16 N2 119.4(3) . . ? C23 C16 V1 71.10(18) . 2_666 ? C17 C16 V1 65.85(17) . 2_666 ? N2 C16 V1 138.6(2) . 2_666 ? C16 C17 C20 115.7(3) . . ? C16 C17 C18 120.4(3) . . ? C20 C17 C18 120.4(3) . . ? C16 C17 V1 77.29(18) . 2_666 ? C20 C17 V1 73.49(18) . 2_666 ? C18 C17 V1 136.3(2) . 2_666 ? C17 C18 C19 115.6(3) . . ? C17 C18 H18A 108.4 . . ? C19 C18 H18A 108.4 . . ? C17 C18 H18B 108.4 . . ? C19 C18 H18B 108.4 . . ? H18A C18 H18B 107.5 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C17 121.5(3) . . ? C21 C20 V1 73.7(2) . 2_666 ? C17 C20 V1 68.19(18) . 2_666 ? C21 C20 H20 119.2 . . ? C17 C20 H20 119.2 . . ? V1 C20 H20 131.9 2_666 . ? C20 C21 C22 120.2(3) . . ? C20 C21 V1 71.18(19) . 2_666 ? C22 C21 V1 66.52(18) . 2_666 ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? V1 C21 H21 136.3 2_666 . ? C21 C22 C23 118.7(3) . . ? C21 C22 V1 76.4(2) . 2_666 ? C23 C22 V1 76.41(18) . 2_666 ? C21 C22 H22 120.6 . . ? C23 C22 H22 120.6 . . ? V1 C22 H22 117.5 2_666 . ? C16 C23 C22 118.3(3) . . ? C16 C23 C24 123.4(3) . . ? C22 C23 C24 118.0(3) . . ? C16 C23 V1 73.70(19) . 2_666 ? C22 C23 V1 65.72(18) . 2_666 ? C24 C23 V1 137.1(2) . 2_666 ? C23 C24 C25 113.7(3) . . ? C23 C24 H24A 108.8 . . ? C25 C24 H24A 108.8 . . ? C23 C24 H24B 108.8 . . ? C25 C24 H24B 108.8 . . ? H24A C24 H24B 107.7 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C33 C26 C27 121.9(3) . . ? C33 C26 N3 119.6(3) . . ? C27 C26 N3 118.5(3) . . ? C30 C27 C26 117.9(3) . . ? C30 C27 C28 122.4(3) . . ? C26 C27 C28 119.7(3) . . ? C29 C28 C27 117.5(3) . . ? C29 C28 H28A 107.9 . . ? C27 C28 H28A 107.9 . . ? C29 C28 H28B 107.9 . . ? C27 C28 H28B 107.9 . . ? H28A C28 H28B 107.2 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C27 120.8(3) . . ? C31 C30 H30 119.6 . . ? C27 C30 H30 119.6 . . ? C30 C31 C32 120.8(3) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C31 C32 C33 120.5(4) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C26 C33 C32 118.1(3) . . ? C26 C33 C34 120.0(3) . . ? C32 C33 C34 121.9(3) . . ? C35 C34 C33 116.9(3) . . ? C35 C34 H34A 108.1 . . ? C33 C34 H34A 108.1 . . ? C35 C34 H34B 108.1 . . ? C33 C34 H34B 108.1 . . ? H34A C34 H34B 107.3 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 H36A 109.5 . . ? C37 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C37 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N3 C37 C38 123.3(3) . . ? N3 C37 C36 119.6(3) . . ? C38 C37 C36 117.1(3) . . ? C39 C38 C37 128.4(3) . . ? C39 C38 H38 115.8 . . ? C37 C38 H38 115.8 . . ? N4 C39 C38 123.7(3) . . ? N4 C39 C40 120.6(3) . . ? C38 C39 C40 115.7(3) . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C42 C41 C48 122.2(3) . . ? C42 C41 N4 118.3(3) . . ? C48 C41 N4 119.5(3) . . ? C42 C41 V2 71.61(18) . 2_575 ? C48 C41 V2 65.92(17) . 2_575 ? N4 C41 V2 139.1(2) . 2_575 ? C41 C42 C45 118.0(3) . . ? C41 C42 C43 123.6(3) . . ? C45 C42 C43 118.1(3) . . ? C41 C42 V2 73.14(19) . 2_575 ? C45 C42 V2 65.43(19) . 2_575 ? C43 C42 V2 137.5(2) . 2_575 ? C42 C43 C44 113.0(3) . . ? C42 C43 H43A 109.0 . . ? C44 C43 H43A 109.0 . . ? C42 C43 H43B 109.0 . . ? C44 C43 H43B 109.0 . . ? H43A C43 H43B 107.8 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C46 C45 C42 118.7(3) . . ? C46 C45 V2 76.0(2) . 2_575 ? C42 C45 V2 77.09(19) . 2_575 ? C46 C45 H45 120.6 . . ? C42 C45 H45 120.6 . . ? V2 C45 H45 117.2 2_575 . ? C47 C46 C45 120.5(3) . . ? C47 C46 V2 71.06(19) . 2_575 ? C45 C46 V2 67.02(19) . 2_575 ? C47 C46 H46 119.7 . . ? C45 C46 H46 119.7 . . ? V2 C46 H46 136.1 2_575 . ? C46 C47 C48 121.3(3) . . ? C46 C47 V2 73.4(2) . 2_575 ? C48 C47 V2 68.61(18) . 2_575 ? C46 C47 H47 119.3 . . ? C48 C47 H47 119.3 . . ? V2 C47 H47 131.6 2_575 . ? C41 C48 C47 115.2(3) . . ? C41 C48 C49 120.3(3) . . ? C47 C48 C49 120.9(3) . . ? C41 C48 V2 77.22(18) . 2_575 ? C47 C48 V2 73.14(18) . 2_575 ? C49 C48 V2 136.6(2) . 2_575 ? C48 C49 C50 115.5(3) . . ? C48 C49 H49A 108.4 . . ? C50 C49 H49A 108.4 . . ? C48 C49 H49B 108.4 . . ? C50 C49 H49B 108.4 . . ? H49A C49 H49B 107.5 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.493 _refine_diff_density_min -0.800 _refine_diff_density_rms 0.200 # Attachment '- compound 4.cif' data_a8935 _database_code_depnum_ccdc_archive 'CCDC 788576' #TrackingRef '- compound 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C72 H64 N4 V2' _chemical_formula_sum 'C72 H64 N4 V2' _chemical_formula_weight 1087.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' '-x, -y, -z' 'x-1/2, -y, z' _cell_length_a 24.8878(12) _cell_length_b 9.5634(5) _cell_length_c 25.2169(12) _cell_angle_alpha 90.00 _cell_angle_beta 112.559(2) _cell_angle_gamma 90.00 _cell_volume 5542.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2280 _exptl_absorpt_coefficient_mu 0.386 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8997 _exptl_absorpt_correction_T_max 0.9847 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 37278 _diffrn_reflns_av_R_equivalents 0.1006 _diffrn_reflns_av_sigmaI/netI 0.1227 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.08 _reflns_number_total 9846 _reflns_number_gt 4872 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0886P)^2^+6.9017P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9846 _refine_ls_number_parameters 673 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1683 _refine_ls_R_factor_gt 0.0714 _refine_ls_wR_factor_ref 0.2118 _refine_ls_wR_factor_gt 0.1662 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 0.1252(2) 0.9085(7) 0.6273(2) 0.0257(14) Uani 1 1 d . . . C2 C 0.0953(2) 0.7834(6) 0.6092(2) 0.0254(14) Uani 1 1 d . . . C3 C 0.1204(3) 0.6644(7) 0.5940(2) 0.0375(16) Uani 1 1 d . . . H3 H 0.1588 0.6699 0.5948 0.045 Uiso 1 1 calc R . . C4 C 0.0904(3) 0.5441(8) 0.5783(3) 0.0450(18) Uani 1 1 d . . . H4 H 0.1086 0.4652 0.5693 0.054 Uiso 1 1 calc R . . C5 C 0.0322(3) 0.5323(8) 0.5748(2) 0.0433(18) Uani 1 1 d . . . H5 H 0.0116 0.4467 0.5633 0.052 Uiso 1 1 calc R . . C6 C 0.0068(2) 0.6432(7) 0.5879(2) 0.0374(16) Uani 1 1 d . . . H6 H -0.0323 0.6354 0.5851 0.045 Uiso 1 1 calc R . . C7 C 0.0367(2) 0.7727(7) 0.6060(2) 0.0291(14) Uani 1 1 d . . . C8 C 0.0108(2) 0.8884(7) 0.6198(2) 0.0328(16) Uani 1 1 d . . . H8 H -0.0283 0.8814 0.6168 0.039 Uiso 1 1 calc R . . C9 C 0.0404(2) 1.0144(7) 0.6378(2) 0.0328(15) Uani 1 1 d . . . C10 C 0.0141(3) 1.1344(8) 0.6514(3) 0.0439(18) Uani 1 1 d . . . H10 H -0.0249 1.1281 0.6489 0.053 Uiso 1 1 calc R . . C11 C 0.0426(3) 1.2556(8) 0.6675(2) 0.0431(17) Uani 1 1 d . . . H11 H 0.0236 1.3341 0.6757 0.052 Uiso 1 1 calc R . . C12 C 0.1008(3) 1.2666(7) 0.6724(2) 0.0388(16) Uani 1 1 d . . . H12 H 0.1209 1.3527 0.6839 0.047 Uiso 1 1 calc R . . C13 C 0.1285(2) 1.1543(7) 0.6606(2) 0.0328(15) Uani 1 1 d . . . H13 H 0.1679 1.1630 0.6646 0.039 Uiso 1 1 calc R . . C14 C 0.0990(2) 1.0247(6) 0.6424(2) 0.0258(14) Uani 1 1 d . . . C15 C 0.2159(2) 0.8258(8) 0.7250(2) 0.0446(19) Uani 1 1 d . . . H15A H 0.1740 0.8106 0.7132 0.067 Uiso 1 1 calc R . . H15B H 0.2298 0.8878 0.7585 0.067 Uiso 1 1 calc R . . H15C H 0.2362 0.7359 0.7349 0.067 Uiso 1 1 calc R . . C16 C 0.2278(2) 0.8922(7) 0.6761(2) 0.0308(15) Uani 1 1 d . . . C17 C 0.2854(2) 0.9217(7) 0.6851(2) 0.0310(15) Uani 1 1 d . . . H17 H 0.3141 0.8804 0.7181 0.037 Uiso 1 1 calc R . . C18 C 0.3061(2) 1.0042(6) 0.6517(2) 0.0284(15) Uani 1 1 d . . . C19 C 0.3704(2) 1.0399(8) 0.6765(2) 0.0427(18) Uani 1 1 d . . . H19A H 0.3797 1.0984 0.6492 0.064 Uiso 1 1 calc R . . H19B H 0.3933 0.9536 0.6837 0.064 Uiso 1 1 calc R . . H19C H 0.3799 1.0909 0.7127 0.064 Uiso 1 1 calc R . . C20 C 0.20259(19) 1.1512(6) 0.4266(2) 0.0222(13) Uani 1 1 d . . . C21 C 0.2084(2) 1.2948(7) 0.4185(2) 0.0259(14) Uani 1 1 d . . . C22 C 0.2373(2) 1.3472(7) 0.3837(2) 0.0360(16) Uani 1 1 d . . . H22 H 0.2539 1.2837 0.3652 0.043 Uiso 1 1 calc R . . C23 C 0.2414(3) 1.4876(8) 0.3764(3) 0.0414(17) Uani 1 1 d . . . H23 H 0.2601 1.5205 0.3523 0.050 Uiso 1 1 calc R . . C24 C 0.2186(3) 1.5836(8) 0.4040(3) 0.0517(19) Uani 1 1 d . . . H24 H 0.2227 1.6812 0.3994 0.062 Uiso 1 1 calc R . . C25 C 0.1906(3) 1.5370(7) 0.4373(3) 0.0423(17) Uani 1 1 d . . . H25 H 0.1751 1.6032 0.4557 0.051 Uiso 1 1 calc R . . C26 C 0.1838(2) 1.3940(7) 0.4454(2) 0.0278(14) Uani 1 1 d . . . C27 C 0.1524(2) 1.3424(7) 0.4770(2) 0.0291(14) Uani 1 1 d . . . H27 H 0.1361 1.4075 0.4950 0.035 Uiso 1 1 calc R . . C28 C 0.1441(2) 1.2023(7) 0.4830(2) 0.0248(14) Uani 1 1 d . . . C29 C 0.1109(2) 1.1486(7) 0.5144(2) 0.0316(15) Uani 1 1 d . . . H29 H 0.1036 1.2060 0.5417 0.038 Uiso 1 1 calc R . . C30 C 0.0890(2) 1.0100(7) 0.5045(2) 0.0326(16) Uani 1 1 d . . . H30 H 0.0558 0.9843 0.5122 0.039 Uiso 1 1 calc R . . C31 C 0.1167(2) 0.9136(7) 0.4834(2) 0.0295(15) Uani 1 1 d . . . H31 H 0.1040 0.8191 0.4785 0.035 Uiso 1 1 calc R . . C32 C 0.1647(2) 0.9548(7) 0.4689(2) 0.0274(15) Uani 1 1 d . . . H32 H 0.1916 0.8873 0.4662 0.033 Uiso 1 1 calc R . . C33 C 0.1715(2) 1.1014(6) 0.4584(2) 0.0247(14) Uani 1 1 d . . . C34 C 0.3817(2) 0.2148(6) 0.8796(2) 0.0221(13) Uani 1 1 d . . . C35 C 0.4101(2) 0.3436(7) 0.8983(2) 0.0262(14) Uani 1 1 d . . . C36 C 0.3823(2) 0.4606(7) 0.9106(2) 0.0333(15) Uani 1 1 d . . . H36 H 0.3435 0.4523 0.9087 0.040 Uiso 1 1 calc R . . C37 C 0.4107(3) 0.5855(7) 0.9254(2) 0.0361(16) Uani 1 1 d . . . H37 H 0.3907 0.6640 0.9321 0.043 Uiso 1 1 calc R . . C38 C 0.4689(3) 0.6008(8) 0.9309(2) 0.0427(18) Uani 1 1 d . . . H38 H 0.4881 0.6883 0.9417 0.051 Uiso 1 1 calc R . . C39 C 0.4975(3) 0.4895(8) 0.9206(2) 0.0407(17) Uani 1 1 d . . . H39 H 0.5369 0.5000 0.9248 0.049 Uiso 1 1 calc R . . C40 C 0.4697(2) 0.3569(7) 0.9035(2) 0.0287(15) Uani 1 1 d . . . C41 C 0.4975(2) 0.2436(7) 0.8907(2) 0.0353(16) Uani 1 1 d . . . H41 H 0.5370 0.2527 0.8949 0.042 Uiso 1 1 calc R . . C42 C 0.4687(2) 0.1164(7) 0.8718(2) 0.0281(15) Uani 1 1 d . . . C43 C 0.4973(3) 0.0019(8) 0.8582(2) 0.0398(17) Uani 1 1 d . . . H43 H 0.5368 0.0104 0.8626 0.048 Uiso 1 1 calc R . . C44 C 0.4684(3) -0.1200(8) 0.8390(3) 0.0471(19) Uani 1 1 d . . . H44 H 0.4880 -0.1959 0.8299 0.056 Uiso 1 1 calc R . . C45 C 0.4103(3) -0.1353(7) 0.8324(2) 0.0376(16) Uani 1 1 d . . . H45 H 0.3907 -0.2213 0.8189 0.045 Uiso 1 1 calc R . . C46 C 0.3817(2) -0.0275(7) 0.8452(2) 0.0308(15) Uani 1 1 d . . . H46 H 0.3423 -0.0397 0.8408 0.037 Uiso 1 1 calc R . . C47 C 0.4094(2) 0.1029(6) 0.8651(2) 0.0249(14) Uani 1 1 d . . . C48 C 0.2924(2) 0.3014(7) 0.7806(2) 0.0417(18) Uani 1 1 d . . . H48A H 0.3345 0.3145 0.7928 0.063 Uiso 1 1 calc R . . H48B H 0.2730 0.3925 0.7716 0.063 Uiso 1 1 calc R . . H48C H 0.2782 0.2419 0.7463 0.063 Uiso 1 1 calc R . . C49 C 0.2795(2) 0.2327(6) 0.8282(2) 0.0252(13) Uani 1 1 d . . . C50 C 0.2211(2) 0.2058(6) 0.8178(2) 0.0281(15) Uani 1 1 d . . . H50 H 0.1934 0.2489 0.7846 0.034 Uiso 1 1 calc R . . C51 C 0.1985(2) 0.1243(6) 0.8498(2) 0.0247(14) Uani 1 1 d . . . C52 C 0.1340(2) 0.0974(7) 0.8246(2) 0.0368(17) Uani 1 1 d . . . H52A H 0.1234 0.0384 0.8509 0.055 Uiso 1 1 calc R . . H52B H 0.1235 0.0498 0.7876 0.055 Uiso 1 1 calc R . . H52C H 0.1131 0.1865 0.8190 0.055 Uiso 1 1 calc R . . C53 C 0.2956(2) -0.0277(6) 1.0740(2) 0.0206(13) Uani 1 1 d . . . C54 C 0.2890(2) -0.1729(6) 1.0818(2) 0.0236(14) Uani 1 1 d . . . C55 C 0.2595(2) -0.2242(7) 1.1160(2) 0.0296(15) Uani 1 1 d . . . H55 H 0.2426 -0.1597 1.1338 0.036 Uiso 1 1 calc R . . C56 C 0.2549(2) -0.3632(7) 1.1238(3) 0.0389(16) Uani 1 1 d . . . H56 H 0.2352 -0.3951 1.1472 0.047 Uiso 1 1 calc R . . C57 C 0.2794(3) -0.4612(7) 1.0973(3) 0.0437(18) Uani 1 1 d . . . H57 H 0.2754 -0.5585 1.1023 0.052 Uiso 1 1 calc R . . C58 C 0.3082(2) -0.4167(7) 1.0649(3) 0.0362(16) Uani 1 1 d . . . H58 H 0.3244 -0.4837 1.0473 0.043 Uiso 1 1 calc R . . C59 C 0.3151(2) -0.2720(6) 1.0563(2) 0.0258(14) Uani 1 1 d . . . C60 C 0.3481(2) -0.2210(6) 1.0264(2) 0.0237(13) Uani 1 1 d . . . H60 H 0.3652 -0.2866 1.0093 0.028 Uiso 1 1 calc R . . C61 C 0.35709(19) -0.0814(6) 1.0205(2) 0.0202(13) Uani 1 1 d . . . C62 C 0.3929(2) -0.0301(6) 0.9914(2) 0.0268(14) Uani 1 1 d . . . H62 H 0.4026 -0.0889 0.9660 0.032 Uiso 1 1 calc R . . C63 C 0.4135(2) 0.1097(6) 1.0013(2) 0.0264(15) Uani 1 1 d . . . H63 H 0.4470 0.1360 0.9944 0.032 Uiso 1 1 calc R . . C64 C 0.3848(2) 0.2066(7) 1.0208(2) 0.0271(14) Uani 1 1 d . . . H64 H 0.3977 0.3010 1.0261 0.032 Uiso 1 1 calc R . . C65 C 0.3353(2) 0.1660(6) 1.0331(2) 0.0225(13) Uani 1 1 d . . . H65 H 0.3076 0.2333 1.0340 0.027 Uiso 1 1 calc R . . C66 C 0.3287(2) 0.0209(6) 1.0441(2) 0.0222(14) Uani 1 1 d . . . C67 C 0.4005(5) 0.5519(14) 0.7461(5) 0.139(4) Uiso 1 1 d . . . H67A H 0.3581 0.5433 0.7323 0.208 Uiso 1 1 calc R . . H67B H 0.4106 0.6259 0.7247 0.208 Uiso 1 1 calc R . . H67C H 0.4161 0.5754 0.7871 0.208 Uiso 1 1 calc R . . C68 C 0.4245(5) 0.4235(14) 0.7379(5) 0.132(4) Uiso 1 1 d . . . H68A H 0.4078 0.3982 0.6967 0.158 Uiso 1 1 calc R . . H68B H 0.4144 0.3487 0.7596 0.158 Uiso 1 1 calc R . . C69 C 0.4919(4) 0.4344(12) 0.7585(4) 0.108(3) Uiso 1 1 d . . . H69A H 0.5023 0.5111 0.7379 0.129 Uiso 1 1 calc R . . H69B H 0.5091 0.4551 0.8001 0.129 Uiso 1 1 calc R . . C70 C 0.5151(5) 0.2985(14) 0.7468(5) 0.137(4) Uiso 1 1 d . . . H70A H 0.5009 0.2844 0.7047 0.165 Uiso 1 1 calc R . . H70B H 0.4995 0.2214 0.7630 0.165 Uiso 1 1 calc R . . C71 C 0.5817(4) 0.2902(11) 0.7720(4) 0.094(3) Uiso 1 1 d . . . H71A H 0.5966 0.2845 0.8144 0.113 Uiso 1 1 calc R . . H71B H 0.5949 0.2063 0.7574 0.113 Uiso 1 1 calc R . . C72 C 0.6023(5) 0.4128(14) 0.7548(5) 0.142(5) Uiso 1 1 d . . . H72A H 0.6449 0.4120 0.7705 0.213 Uiso 1 1 calc R . . H72B H 0.5886 0.4949 0.7693 0.213 Uiso 1 1 calc R . . H72C H 0.5875 0.4166 0.7128 0.213 Uiso 1 1 calc R . . N1 N 0.18293(17) 0.9261(5) 0.62755(17) 0.0270(12) Uani 1 1 d . . . N2 N 0.27174(17) 1.0544(5) 0.60047(17) 0.0238(11) Uani 1 1 d . . . N3 N 0.32334(16) 0.1958(5) 0.87694(16) 0.0212(11) Uani 1 1 d . . . N4 N 0.23161(16) 0.0688(5) 0.90048(17) 0.0223(11) Uani 1 1 d . . . V1 V 0.18589(4) 1.02001(11) 0.55674(4) 0.0247(3) Uani 1 1 d . . . V2 V 0.31752(3) 0.09935(10) 0.94597(4) 0.0217(3) 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 0.022(3) 0.037(4) 0.019(3) 0.007(3) 0.009(2) 0.000(3) C2 0.024(3) 0.033(4) 0.020(3) 0.004(3) 0.009(2) 0.000(3) C3 0.043(3) 0.042(5) 0.036(3) 0.002(3) 0.026(3) 0.001(3) C4 0.065(5) 0.036(5) 0.043(4) -0.003(3) 0.031(3) -0.001(4) C5 0.056(4) 0.036(5) 0.034(4) -0.001(3) 0.014(3) -0.015(4) C6 0.034(3) 0.042(5) 0.032(3) 0.003(3) 0.009(3) -0.010(3) C7 0.025(3) 0.035(4) 0.024(3) 0.005(3) 0.006(2) 0.003(3) C8 0.020(3) 0.050(5) 0.031(3) 0.010(3) 0.013(2) 0.004(3) C9 0.033(3) 0.041(5) 0.028(3) 0.007(3) 0.016(2) 0.005(3) C10 0.036(3) 0.049(5) 0.048(4) 0.004(4) 0.018(3) 0.010(3) C11 0.052(4) 0.043(5) 0.040(4) -0.002(3) 0.024(3) 0.014(4) C12 0.051(4) 0.035(5) 0.031(3) -0.001(3) 0.016(3) 0.002(3) C13 0.035(3) 0.041(5) 0.024(3) 0.002(3) 0.013(2) -0.002(3) C14 0.026(3) 0.031(4) 0.023(3) 0.005(3) 0.012(2) 0.004(3) C15 0.034(3) 0.073(6) 0.028(3) 0.023(3) 0.013(3) 0.002(3) C16 0.032(3) 0.036(4) 0.024(3) 0.000(3) 0.011(2) 0.001(3) C17 0.023(3) 0.043(4) 0.023(3) 0.004(3) 0.005(2) 0.003(3) C18 0.022(3) 0.040(4) 0.022(3) -0.003(3) 0.007(2) 0.003(3) C19 0.026(3) 0.073(6) 0.027(3) 0.005(3) 0.007(2) -0.002(3) C20 0.016(2) 0.030(4) 0.019(3) -0.001(3) 0.005(2) 0.003(2) C21 0.019(3) 0.036(4) 0.023(3) 0.002(3) 0.009(2) 0.000(3) C22 0.028(3) 0.048(5) 0.033(3) 0.003(3) 0.012(2) 0.001(3) C23 0.045(4) 0.039(5) 0.045(4) 0.009(4) 0.022(3) -0.013(3) C24 0.069(5) 0.029(5) 0.063(5) 0.007(4) 0.033(4) -0.007(4) C25 0.052(4) 0.033(5) 0.045(4) 0.000(3) 0.022(3) 0.004(3) C26 0.023(3) 0.027(4) 0.030(3) -0.001(3) 0.006(2) 0.001(3) C27 0.027(3) 0.030(4) 0.031(3) -0.005(3) 0.011(2) 0.005(3) C28 0.018(3) 0.031(4) 0.025(3) 0.006(3) 0.008(2) 0.006(3) C29 0.027(3) 0.051(5) 0.018(3) 0.004(3) 0.010(2) 0.001(3) C30 0.019(3) 0.054(5) 0.026(3) 0.009(3) 0.011(2) 0.004(3) C31 0.022(3) 0.037(4) 0.027(3) 0.007(3) 0.007(2) -0.005(3) C32 0.025(3) 0.035(5) 0.024(3) 0.006(3) 0.012(2) 0.003(3) C33 0.021(3) 0.032(4) 0.020(3) -0.004(3) 0.007(2) 0.002(3) C34 0.020(2) 0.027(4) 0.022(3) 0.002(3) 0.010(2) 0.000(2) C35 0.026(3) 0.033(4) 0.020(3) 0.003(3) 0.010(2) -0.003(3) C36 0.037(3) 0.036(5) 0.031(3) -0.003(3) 0.018(3) -0.004(3) C37 0.052(4) 0.030(4) 0.031(3) -0.005(3) 0.021(3) -0.001(3) C38 0.044(4) 0.049(5) 0.033(3) -0.004(3) 0.012(3) -0.017(3) C39 0.030(3) 0.053(5) 0.035(3) 0.003(3) 0.007(3) -0.017(3) C40 0.021(3) 0.044(5) 0.020(3) 0.009(3) 0.007(2) -0.010(3) C41 0.019(3) 0.051(5) 0.039(3) 0.006(3) 0.014(2) 0.000(3) C42 0.020(3) 0.039(4) 0.028(3) 0.005(3) 0.011(2) 0.005(3) C43 0.033(3) 0.055(5) 0.036(3) 0.009(3) 0.017(3) 0.016(3) C44 0.054(4) 0.046(5) 0.041(4) 0.005(4) 0.018(3) 0.024(4) C45 0.045(4) 0.040(5) 0.027(3) -0.002(3) 0.013(3) 0.007(3) C46 0.037(3) 0.032(4) 0.024(3) 0.000(3) 0.014(2) 0.006(3) C47 0.021(3) 0.035(4) 0.020(3) 0.003(3) 0.009(2) 0.000(3) C48 0.034(3) 0.058(5) 0.031(3) 0.018(3) 0.011(3) -0.001(3) C49 0.026(3) 0.028(4) 0.027(3) 0.003(3) 0.016(2) -0.003(3) C50 0.020(3) 0.047(4) 0.017(3) 0.006(3) 0.006(2) 0.003(3) C51 0.020(3) 0.039(4) 0.017(3) -0.004(3) 0.009(2) 0.000(3) C52 0.020(3) 0.062(5) 0.025(3) 0.007(3) 0.006(2) -0.001(3) C53 0.018(2) 0.025(4) 0.021(3) 0.000(3) 0.010(2) 0.000(2) C54 0.018(2) 0.030(4) 0.022(3) 0.000(3) 0.007(2) 0.000(2) C55 0.026(3) 0.037(5) 0.029(3) 0.006(3) 0.013(2) -0.001(3) C56 0.036(3) 0.041(5) 0.045(4) 0.008(3) 0.021(3) -0.004(3) C57 0.052(4) 0.030(5) 0.053(4) 0.004(4) 0.023(3) 0.000(3) C58 0.045(4) 0.021(4) 0.045(4) 0.005(3) 0.021(3) 0.007(3) C59 0.024(3) 0.028(4) 0.023(3) 0.001(3) 0.006(2) 0.003(3) C60 0.022(3) 0.027(4) 0.024(3) -0.003(3) 0.010(2) 0.005(3) C61 0.015(2) 0.029(4) 0.016(3) 0.000(3) 0.006(2) -0.002(2) C62 0.023(3) 0.035(4) 0.023(3) -0.001(3) 0.009(2) 0.001(3) C63 0.014(2) 0.044(5) 0.019(3) 0.002(3) 0.004(2) -0.006(3) C64 0.026(3) 0.030(4) 0.024(3) 0.000(3) 0.008(2) -0.008(3) C65 0.025(3) 0.017(4) 0.026(3) 0.000(3) 0.011(2) 0.003(2) C66 0.014(2) 0.032(4) 0.017(3) -0.002(3) 0.003(2) 0.001(2) N1 0.020(2) 0.038(3) 0.025(2) 0.006(2) 0.0117(18) 0.001(2) N2 0.026(2) 0.030(3) 0.022(2) -0.003(2) 0.0161(19) -0.002(2) N3 0.018(2) 0.026(3) 0.023(2) 0.003(2) 0.0115(17) -0.0032(19) N4 0.019(2) 0.028(3) 0.021(2) 0.001(2) 0.0080(18) -0.002(2) V1 0.0191(4) 0.0341(7) 0.0214(5) 0.0032(5) 0.0082(4) 0.0001(4) V2 0.0172(4) 0.0277(7) 0.0203(5) 0.0019(4) 0.0074(3) -0.0017(4) _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 1.390(8) . ? C1 C14 1.414(8) . ? C1 N1 1.443(6) . ? C2 C3 1.420(8) . ? C2 C7 1.433(7) . ? C3 C4 1.346(9) . ? C3 H3 0.9500 . ? C4 C5 1.421(9) . ? C4 H4 0.9500 . ? C5 C6 1.340(9) . ? C5 H5 0.9500 . ? C6 C7 1.426(8) . ? C6 H6 0.9500 . ? C7 C8 1.390(8) . ? C8 C9 1.394(8) . ? C8 H8 0.9500 . ? C9 C14 1.423(7) . ? C9 C10 1.426(9) . ? C10 C11 1.339(9) . ? C10 H10 0.9500 . ? C11 C12 1.410(8) . ? C11 H11 0.9500 . ? C12 C13 1.369(8) . ? C12 H12 0.9500 . ? C13 C14 1.424(8) . ? C13 H13 0.9500 . ? C15 C16 1.514(7) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 N1 1.342(6) . ? C16 C17 1.393(7) . ? C17 C18 1.388(8) . ? C17 H17 0.9500 . ? C18 N2 1.335(6) . ? C18 C19 1.519(7) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C33 1.396(7) . ? C20 C21 1.403(8) . ? C20 N2 1.437(7) 2_556 ? C21 C22 1.422(8) . ? C21 C26 1.433(8) . ? C22 C23 1.364(9) . ? C22 H22 0.9500 . ? C23 C24 1.397(9) . ? C23 H23 0.9500 . ? C24 C25 1.358(9) . ? C24 H24 0.9500 . ? C25 C26 1.403(8) . ? C25 H25 0.9500 . ? C26 C27 1.402(8) . ? C27 C28 1.373(8) . ? C27 H27 0.9500 . ? C28 C29 1.442(7) . ? C28 C33 1.451(7) . ? C28 V1 2.468(5) . ? C29 C30 1.419(8) . ? C29 V1 2.147(5) . ? C29 H29 0.9500 . ? C30 C31 1.375(8) . ? C30 V1 2.264(5) . ? C30 H30 0.9500 . ? C31 C32 1.432(7) . ? C31 V1 2.230(5) . ? C31 H31 0.9500 . ? C32 C33 1.448(8) . ? C32 V1 2.162(5) . ? C32 H32 0.9500 . ? C33 V1 2.491(5) . ? C34 C47 1.395(8) . ? C34 C35 1.410(8) . ? C34 N3 1.439(6) . ? C35 C36 1.413(8) . ? C35 C40 1.442(7) . ? C36 C37 1.364(8) . ? C36 H36 0.9500 . ? C37 C38 1.410(8) . ? C37 H37 0.9500 . ? C38 C39 1.359(9) . ? C38 H38 0.9500 . ? C39 C40 1.429(8) . ? C39 H39 0.9500 . ? C40 C41 1.389(8) . ? C41 C42 1.400(8) . ? C41 H41 0.9500 . ? C42 C43 1.418(8) . ? C42 C47 1.425(7) . ? C43 C44 1.357(9) . ? C43 H43 0.9500 . ? C44 C45 1.400(8) . ? C44 H44 0.9500 . ? C45 C46 1.360(8) . ? C45 H45 0.9500 . ? C46 C47 1.421(8) . ? C46 H46 0.9500 . ? C48 C49 1.508(7) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 N3 1.341(6) . ? C49 C50 1.398(7) . ? C50 C51 1.387(7) . ? C50 H50 0.9500 . ? C51 N4 1.336(6) . ? C51 C52 1.505(6) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 C66 1.395(7) . ? C53 C54 1.421(8) . ? C53 N4 1.435(7) 2_557 ? C54 C55 1.417(7) . ? C54 C59 1.432(7) . ? C55 C56 1.356(8) . ? C55 H55 0.9500 . ? C56 C57 1.417(9) . ? C56 H56 0.9500 . ? C57 C58 1.348(8) . ? C57 H57 0.9500 . ? C58 C59 1.421(8) . ? C58 H58 0.9500 . ? C59 C60 1.399(7) . ? C60 C61 1.371(8) . ? C60 H60 0.9500 . ? C61 C62 1.441(7) . ? C61 C66 1.459(7) . ? C61 V2 2.465(5) . ? C62 C63 1.420(8) . ? C62 V2 2.172(5) . ? C62 H62 0.9500 . ? C63 C64 1.370(8) . ? C63 V2 2.259(5) . ? C63 H63 0.9500 . ? C64 C65 1.435(7) . ? C64 V2 2.234(5) . ? C64 H64 0.9500 . ? C65 C66 1.436(8) . ? C65 V2 2.164(5) . ? C65 H65 0.9500 . ? C66 V2 2.496(5) . ? C67 C68 1.416(14) . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 C69 1.556(13) . ? C68 H68A 0.9900 . ? C68 H68B 0.9900 . ? C69 C70 1.497(13) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 C71 1.534(12) . ? C70 H70A 0.9900 . ? C70 H70B 0.9900 . ? C71 C72 1.412(13) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? N1 V1 2.025(4) . ? N2 C20 1.437(7) 2_556 ? N2 V1 2.020(4) . ? N3 V2 2.024(4) . ? N4 C53 1.435(7) 2_557 ? N4 V2 2.023(4) . ? 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 C14 121.3(5) . . ? C2 C1 N1 120.6(5) . . ? C14 C1 N1 117.9(5) . . ? C1 C2 C3 122.8(5) . . ? C1 C2 C7 119.1(5) . . ? C3 C2 C7 118.1(5) . . ? C4 C3 C2 120.9(6) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 121.5(7) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 119.2(6) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C7 121.9(6) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C8 C7 C6 122.4(5) . . ? C8 C7 C2 119.2(6) . . ? C6 C7 C2 118.3(6) . . ? C7 C8 C9 122.2(5) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C8 C9 C14 118.9(6) . . ? C8 C9 C10 122.7(6) . . ? C14 C9 C10 118.4(6) . . ? C11 C10 C9 122.1(6) . . ? C11 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? C10 C11 C12 119.9(6) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C13 C12 C11 120.6(6) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 120.8(5) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C1 C14 C9 119.3(6) . . ? C1 C14 C13 122.5(5) . . ? C9 C14 C13 118.2(6) . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N1 C16 C17 122.9(5) . . ? N1 C16 C15 119.4(5) . . ? C17 C16 C15 117.6(5) . . ? C18 C17 C16 127.9(5) . . ? C18 C17 H17 116.0 . . ? C16 C17 H17 116.0 . . ? N2 C18 C17 122.9(5) . . ? N2 C18 C19 120.0(5) . . ? C17 C18 C19 117.1(5) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C33 C20 C21 121.9(5) . . ? C33 C20 N2 119.9(5) . 2_556 ? C21 C20 N2 118.2(5) . 2_556 ? C20 C21 C22 122.6(6) . . ? C20 C21 C26 119.5(5) . . ? C22 C21 C26 117.9(6) . . ? C23 C22 C21 120.7(6) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C22 C23 C24 121.0(6) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C25 C24 C23 119.7(7) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 121.9(7) . . ? C24 C25 H25 119.0 . . ? C26 C25 H25 119.0 . . ? C27 C26 C25 123.3(6) . . ? C27 C26 C21 117.9(6) . . ? C25 C26 C21 118.7(6) . . ? C28 C27 C26 123.2(6) . . ? C28 C27 H27 118.4 . . ? C26 C27 H27 118.4 . . ? C27 C28 C29 123.4(6) . . ? C27 C28 C33 119.1(5) . . ? C29 C28 C33 117.4(6) . . ? C27 C28 V1 137.3(4) . . ? C29 C28 V1 60.0(3) . . ? C33 C28 V1 73.8(3) . . ? C30 C29 C28 119.8(5) . . ? C30 C29 V1 75.8(3) . . ? C28 C29 V1 84.5(3) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 120.1 . . ? V1 C29 H29 110.0 . . ? C31 C30 C29 118.6(5) . . ? C31 C30 V1 70.9(3) . . ? C29 C30 V1 66.8(3) . . ? C31 C30 H30 120.7 . . ? C29 C30 H30 120.7 . . ? V1 C30 H30 135.0 . . ? C30 C31 C32 120.4(6) . . ? C30 C31 V1 73.5(3) . . ? C32 C31 V1 68.4(3) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? V1 C31 H31 130.9 . . ? C31 C32 C33 118.7(5) . . ? C31 C32 V1 73.6(3) . . ? C33 C32 V1 84.8(3) . . ? C31 C32 H32 120.6 . . ? C33 C32 H32 120.6 . . ? V1 C32 H32 111.5 . . ? C20 C33 C32 124.4(5) . . ? C20 C33 C28 118.3(5) . . ? C32 C33 C28 117.3(5) . . ? C20 C33 V1 141.2(3) . . ? C32 C33 V1 59.8(3) . . ? C28 C33 V1 72.1(3) . . ? C47 C34 C35 121.5(5) . . ? C47 C34 N3 118.9(5) . . ? C35 C34 N3 119.6(5) . . ? C34 C35 C36 122.7(5) . . ? C34 C35 C40 118.3(5) . . ? C36 C35 C40 119.0(6) . . ? C37 C36 C35 120.4(6) . . ? C37 C36 H36 119.8 . . ? C35 C36 H36 119.8 . . ? C36 C37 C38 121.5(6) . . ? C36 C37 H37 119.2 . . ? C38 C37 H37 119.2 . . ? C39 C38 C37 119.6(6) . . ? C39 C38 H38 120.2 . . ? C37 C38 H38 120.2 . . ? C38 C39 C40 121.6(6) . . ? C38 C39 H39 119.2 . . ? C40 C39 H39 119.2 . . ? C41 C40 C39 122.3(5) . . ? C41 C40 C35 119.8(5) . . ? C39 C40 C35 117.9(6) . . ? C40 C41 C42 121.4(5) . . ? C40 C41 H41 119.3 . . ? C42 C41 H41 119.3 . . ? C41 C42 C43 121.0(5) . . ? C41 C42 C47 119.4(5) . . ? C43 C42 C47 119.6(6) . . ? C44 C43 C42 120.3(6) . . ? C44 C43 H43 119.9 . . ? C42 C43 H43 119.9 . . ? C43 C44 C45 120.9(6) . . ? C43 C44 H44 119.5 . . ? C45 C44 H44 119.5 . . ? C46 C45 C44 120.2(6) . . ? C46 C45 H45 119.9 . . ? C44 C45 H45 119.9 . . ? C45 C46 C47 121.4(6) . . ? C45 C46 H46 119.3 . . ? C47 C46 H46 119.3 . . ? C34 C47 C46 122.9(5) . . ? C34 C47 C42 119.5(5) . . ? C46 C47 C42 117.6(5) . . ? C49 C48 H48A 109.5 . . ? C49 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C49 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? N3 C49 C50 123.0(5) . . ? N3 C49 C48 119.8(4) . . ? C50 C49 C48 117.1(4) . . ? C51 C50 C49 128.2(5) . . ? C51 C50 H50 115.9 . . ? C49 C50 H50 115.9 . . ? N4 C51 C50 122.8(4) . . ? N4 C51 C52 120.1(5) . . ? C50 C51 C52 117.1(4) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C66 C53 C54 121.6(5) . . ? C66 C53 N4 120.5(5) . 2_557 ? C54 C53 N4 117.9(5) . 2_557 ? C55 C54 C53 122.4(5) . . ? C55 C54 C59 118.3(6) . . ? C53 C54 C59 119.3(5) . . ? C56 C55 C54 121.4(6) . . ? C56 C55 H55 119.3 . . ? C54 C55 H55 119.3 . . ? C55 C56 C57 120.2(6) . . ? C55 C56 H56 119.9 . . ? C57 C56 H56 119.9 . . ? C58 C57 C56 120.2(7) . . ? C58 C57 H57 119.9 . . ? C56 C57 H57 119.9 . . ? C57 C58 C59 121.5(6) . . ? C57 C58 H58 119.3 . . ? C59 C58 H58 119.3 . . ? C60 C59 C58 123.4(6) . . ? C60 C59 C54 118.2(6) . . ? C58 C59 C54 118.4(5) . . ? C61 C60 C59 123.5(5) . . ? C61 C60 H60 118.3 . . ? C59 C60 H60 118.3 . . ? C60 C61 C62 123.0(5) . . ? C60 C61 C66 119.0(5) . . ? C62 C61 C66 118.0(5) . . ? C60 C61 V2 137.0(3) . . ? C62 C61 V2 61.1(3) . . ? C66 C61 V2 74.1(3) . . ? C63 C62 C61 118.9(5) . . ? C63 C62 V2 74.7(3) . . ? C61 C62 V2 83.4(3) . . ? C63 C62 H62 120.6 . . ? C61 C62 H62 120.6 . . ? V2 C62 H62 111.9 . . ? C64 C63 C62 119.9(5) . . ? C64 C63 V2 71.3(3) . . ? C62 C63 V2 68.0(3) . . ? C64 C63 H63 120.1 . . ? C62 C63 H63 120.1 . . ? V2 C63 H63 134.0 . . ? C63 C64 C65 120.2(6) . . ? C63 C64 V2 73.2(3) . . ? C65 C64 V2 68.3(3) . . ? C63 C64 H64 119.9 . . ? C65 C64 H64 119.9 . . ? V2 C64 H64 131.2 . . ? C64 C65 C66 118.3(5) . . ? C64 C65 V2 73.6(3) . . ? C66 C65 V2 85.2(3) . . ? C64 C65 H65 120.9 . . ? C66 C65 H65 120.9 . . ? V2 C65 H65 110.9 . . ? C53 C66 C65 124.1(5) . . ? C53 C66 C61 118.4(5) . . ? C65 C66 C61 117.5(5) . . ? C53 C66 V2 140.6(3) . . ? C65 C66 V2 59.8(3) . . ? C61 C66 V2 71.7(3) . . ? C68 C67 H67A 109.5 . . ? C68 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? C68 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C67 C68 C69 110.8(11) . . ? C67 C68 H68A 109.5 . . ? C69 C68 H68A 109.5 . . ? C67 C68 H68B 109.5 . . ? C69 C68 H68B 109.5 . . ? H68A C68 H68B 108.1 . . ? C70 C69 C68 108.9(10) . . ? C70 C69 H69A 109.9 . . ? C68 C69 H69A 109.9 . . ? C70 C69 H69B 109.9 . . ? C68 C69 H69B 109.9 . . ? H69A C69 H69B 108.3 . . ? C69 C70 C71 113.7(10) . . ? C69 C70 H70A 108.8 . . ? C71 C70 H70A 108.8 . . ? C69 C70 H70B 108.8 . . ? C71 C70 H70B 108.8 . . ? H70A C70 H70B 107.7 . . ? C72 C71 C70 106.9(9) . . ? C72 C71 H71A 110.3 . . ? C70 C71 H71A 110.3 . . ? C72 C71 H71B 110.3 . . ? C70 C71 H71B 110.3 . . ? H71A C71 H71B 108.6 . . ? C71 C72 H72A 109.5 . . ? C71 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C71 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? C16 N1 C1 117.0(4) . . ? C16 N1 V1 127.8(4) . . ? C1 N1 V1 114.9(3) . . ? C18 N2 C20 117.1(4) . 2_556 ? C18 N2 V1 128.3(4) . . ? C20 N2 V1 114.6(3) 2_556 . ? C49 N3 C34 117.4(4) . . ? C49 N3 V2 127.4(3) . . ? C34 N3 V2 114.9(3) . . ? C51 N4 C53 117.4(4) . 2_557 ? C51 N4 V2 127.9(4) . . ? C53 N4 V2 114.6(3) 2_557 . ? N2 V1 N1 88.82(17) . . ? N2 V1 C29 135.6(2) . . ? N1 V1 C29 111.92(19) . . ? N2 V1 C32 113.40(18) . . ? N1 V1 C32 134.3(2) . . ? C29 V1 C32 80.4(2) . . ? N2 V1 C31 147.7(2) . . ? N1 V1 C31 104.5(2) . . ? C29 V1 C31 66.6(2) . . ? C32 V1 C31 38.00(19) . . ? N2 V1 C30 172.8(2) . . ? N1 V1 C30 95.94(19) . . ? C29 V1 C30 37.4(2) . . ? C32 V1 C30 66.7(2) . . ? C31 V1 C30 35.6(2) . . ? N2 V1 C28 110.34(18) . . ? N1 V1 C28 146.11(18) . . ? C29 V1 C28 35.56(18) . . ? C32 V1 C28 64.3(2) . . ? C31 V1 C28 74.3(2) . . ? C30 V1 C28 62.9(2) . . ? N2 V1 C33 102.17(17) . . ? N1 V1 C33 167.56(18) . . ? C29 V1 C33 63.94(19) . . ? C32 V1 C33 35.4(2) . . ? C31 V1 C33 63.04(19) . . ? C30 V1 C33 73.70(18) . . ? C28 V1 C33 34.02(17) . . ? N4 V2 N3 89.25(16) . . ? N4 V2 C65 112.22(18) . . ? N3 V2 C65 133.2(2) . . ? N4 V2 C62 136.7(2) . . ? N3 V2 C62 112.42(19) . . ? C65 V2 C62 80.4(2) . . ? N4 V2 C64 146.3(2) . . ? N3 V2 C64 103.82(19) . . ? C65 V2 C64 38.05(19) . . ? C62 V2 C64 66.5(2) . . ? N4 V2 C63 173.6(2) . . ? N3 V2 C63 95.95(18) . . ? C65 V2 C63 66.68(19) . . ? C62 V2 C63 37.3(2) . . ? C64 V2 C63 35.51(19) . . ? N4 V2 C61 110.95(17) . . ? N3 V2 C61 146.79(17) . . ? C65 V2 C61 64.25(19) . . ? C62 V2 C61 35.52(18) . . ? C64 V2 C61 74.2(2) . . ? C63 V2 C61 62.69(19) . . ? N4 V2 C66 102.16(16) . . ? N3 V2 C66 166.35(18) . . ? C65 V2 C66 34.98(19) . . ? C62 V2 C66 63.91(19) . . ? C64 V2 C66 62.53(19) . . ? C63 V2 C66 73.22(17) . . ? C61 V2 C66 34.20(17) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.08 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.095 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.081 # Attachment '- compound 5.cif' data_a8882 _database_code_depnum_ccdc_archive 'CCDC 788577' #TrackingRef '- compound 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H55 N2 O V' _chemical_formula_sum 'C43 H55 N2 O V' _chemical_formula_weight 666.83 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' V V 0.3005 0.5294 '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 monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.5137(3) _cell_length_b 15.6445(3) _cell_length_c 19.3631(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.6610(10) _cell_angle_gamma 90.00 _cell_volume 3756.89(14) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour brown-green(dark) _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.298 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8532 _exptl_absorpt_correction_T_max 0.9159 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 27671 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0366 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6603 _reflns_number_gt 5324 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0671P)^2^+5.6999P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6603 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0749 _refine_ls_R_factor_gt 0.0590 _refine_ls_wR_factor_ref 0.1568 _refine_ls_wR_factor_gt 0.1472 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8517(2) 1.02286(19) 0.76775(15) 0.0301(6) Uani 1 1 d . . . C2 C 0.9003(2) 1.0084(2) 0.83693(16) 0.0344(7) Uani 1 1 d . . . C3 C 0.8692(3) 0.9346(2) 0.88091(16) 0.0416(8) Uani 1 1 d . . . H3 H 0.8155 0.8990 0.8506 0.050 Uiso 1 1 calc R . . C4 C 0.8152(3) 0.9640(3) 0.94285(18) 0.0597(11) Uani 1 1 d . . . H4A H 0.7964 0.9140 0.9693 0.090 Uiso 1 1 calc R . . H4B H 0.7497 0.9962 0.9261 0.090 Uiso 1 1 calc R . . H4C H 0.8650 1.0007 0.9730 0.090 Uiso 1 1 calc R . . C5 C 0.9659(3) 0.8772(3) 0.9055(2) 0.0570(10) Uani 1 1 d . . . H5A H 0.9428 0.8300 0.9333 0.085 Uiso 1 1 calc R . . H5B H 1.0215 0.9107 0.9339 0.085 Uiso 1 1 calc R . . H5C H 0.9954 0.8541 0.8649 0.085 Uiso 1 1 calc R . . C6 C 0.9837(3) 1.0625(2) 0.86460(18) 0.0438(8) Uani 1 1 d . . . H6 H 1.0162 1.0543 0.9113 0.053 Uiso 1 1 calc R . . C7 C 1.0200(3) 1.1269(2) 0.8262(2) 0.0476(9) Uani 1 1 d . . . H7 H 1.0758 1.1637 0.8466 0.057 Uiso 1 1 calc R . . C8 C 0.9752(3) 1.1382(2) 0.7580(2) 0.0455(8) Uani 1 1 d . . . H8 H 1.0024 1.1821 0.7313 0.055 Uiso 1 1 calc R . . C9 C 0.8908(2) 1.08689(19) 0.72676(17) 0.0352(7) Uani 1 1 d . . . C10 C 0.8478(3) 1.1017(2) 0.65069(18) 0.0452(8) Uani 1 1 d . . . H10 H 0.7918 1.0574 0.6357 0.054 Uiso 1 1 calc R . . C11 C 0.7982(5) 1.1884(3) 0.6376(3) 0.104(2) Uani 1 1 d . . . H11A H 0.7712 1.1945 0.5880 0.155 Uiso 1 1 calc R . . H11B H 0.8527 1.2325 0.6513 0.155 Uiso 1 1 calc R . . H11C H 0.7384 1.1951 0.6651 0.155 Uiso 1 1 calc R . . C12 C 0.9401(4) 1.0925(4) 0.6055(2) 0.0800(14) Uani 1 1 d . . . H12A H 0.9118 1.1022 0.5565 0.120 Uiso 1 1 calc R . . H12B H 0.9707 1.0348 0.6111 0.120 Uiso 1 1 calc R . . H12C H 0.9964 1.1347 0.6204 0.120 Uiso 1 1 calc R . . C13 C 0.7478(2) 0.92527(18) 0.68117(15) 0.0284(6) Uani 1 1 d . A . C14 C 0.8398(2) 0.88709(18) 0.65124(15) 0.0293(6) Uani 1 1 d . . . C15 C 0.9402(2) 0.87253(19) 0.69070(16) 0.0339(7) Uani 1 1 d . . . H15 H 0.9492 0.8816 0.7396 0.041 Uiso 1 1 calc R . . C16 C 1.0266(3) 0.8449(2) 0.6586(2) 0.0467(9) Uani 1 1 d . . . H16 H 1.0946 0.8357 0.6858 0.056 Uiso 1 1 calc R . . C17 C 1.0153(3) 0.8307(2) 0.5880(2) 0.0520(9) Uani 1 1 d . . . H17 H 1.0753 0.8126 0.5663 0.062 Uiso 1 1 calc R . . C18 C 0.9165(3) 0.8430(2) 0.54901(19) 0.0493(9) Uani 1 1 d . . . H18 H 0.9079 0.8323 0.5003 0.059 Uiso 1 1 calc R . . C19 C 0.8297(3) 0.8707(2) 0.58005(16) 0.0373(7) Uani 1 1 d . . . H19 H 0.7618 0.8786 0.5523 0.045 Uiso 1 1 calc R . . C20 C 0.6414(2) 0.91023(19) 0.65171(15) 0.0316(7) Uani 1 1 d . A . H20 H 0.6279 0.8751 0.6115 0.038 Uiso 1 1 calc R . . C21 C 0.5522(2) 0.9464(2) 0.68053(15) 0.0325(7) Uani 1 1 d . A . C22 C 0.4465(2) 0.9605(2) 0.64097(16) 0.0348(7) Uani 1 1 d . . . C23 C 0.4290(3) 0.9541(2) 0.56803(17) 0.0420(8) Uani 1 1 d . . . H23 H 0.4876 0.9418 0.5431 0.050 Uiso 1 1 calc R . . C24 C 0.3261(3) 0.9656(3) 0.53200(19) 0.0544(10) Uani 1 1 d . . . H24 H 0.3152 0.9611 0.4826 0.065 Uiso 1 1 calc R . . C25 C 0.2402(3) 0.9833(3) 0.5669(2) 0.0600(11) Uani 1 1 d . . . H25 H 0.1702 0.9907 0.5419 0.072 Uiso 1 1 calc R . . C26 C 0.2561(3) 0.9901(3) 0.6379(2) 0.0628(12) Uani 1 1 d . . . H26 H 0.1966 1.0022 0.6621 0.075 Uiso 1 1 calc R . . C27 C 0.3578(3) 0.9798(3) 0.67484(19) 0.0519(10) Uani 1 1 d . . . H27 H 0.3674 0.9859 0.7241 0.062 Uiso 1 1 calc R . . C28 C 0.5100(2) 1.05673(18) 0.85579(14) 0.0287(6) Uani 1 1 d . . . C29 C 0.4084(2) 1.03438(19) 0.87537(15) 0.0312(6) Uani 1 1 d . . . C30 C 0.3666(2) 0.9436(2) 0.86780(17) 0.0383(7) Uani 1 1 d . . . H30 H 0.4071 0.9135 0.8338 0.046 Uiso 1 1 calc R . . C31 C 0.2462(3) 0.9384(3) 0.8401(2) 0.0595(11) Uani 1 1 d . . . H31A H 0.2241 0.8784 0.8358 0.089 Uiso 1 1 calc R . . H31B H 0.2329 0.9661 0.7944 0.089 Uiso 1 1 calc R . . H31C H 0.2046 0.9676 0.8726 0.089 Uiso 1 1 calc R . . C32 C 0.3910(4) 0.8984(3) 0.9377(2) 0.0605(10) Uani 1 1 d . . . H32A H 0.3647 0.8393 0.9332 0.091 Uiso 1 1 calc R . . H32B H 0.3550 0.9284 0.9726 0.091 Uiso 1 1 calc R . . H32C H 0.4691 0.8982 0.9524 0.091 Uiso 1 1 calc R . . C33 C 0.3506(3) 1.0963(2) 0.90592(16) 0.0386(7) Uani 1 1 d . . . H33 H 0.2815 1.0823 0.9180 0.046 Uiso 1 1 calc R . . C34 C 0.3906(3) 1.1771(2) 0.91914(18) 0.0435(8) Uani 1 1 d . . . H34 H 0.3498 1.2182 0.9406 0.052 Uiso 1 1 calc R . . C35 C 0.4901(3) 1.1986(2) 0.90124(17) 0.0421(8) Uani 1 1 d . . . H35 H 0.5176 1.2545 0.9110 0.051 Uiso 1 1 calc R . . C36 C 0.5511(2) 1.1402(2) 0.86923(16) 0.0354(7) Uani 1 1 d . . . C37 C 0.6584(3) 1.1666(2) 0.8479(2) 0.0477(9) Uani 1 1 d . . . H37 H 0.6930 1.1143 0.8311 0.057 Uiso 1 1 calc R . . C38 C 0.7349(4) 1.2037(4) 0.9075(3) 0.0934(17) Uani 1 1 d . . . H38A H 0.8029 1.2192 0.8909 0.140 Uiso 1 1 calc R . . H38B H 0.7488 1.1611 0.9448 0.140 Uiso 1 1 calc R . . H38C H 0.7024 1.2547 0.9255 0.140 Uiso 1 1 calc R . . C39 C 0.6433(4) 1.2296(4) 0.7886(3) 0.108(2) Uani 1 1 d . . . H39A H 0.7138 1.2451 0.7754 0.162 Uiso 1 1 calc R . . H39B H 0.6076 1.2811 0.8032 0.162 Uiso 1 1 calc R . . H39C H 0.5987 1.2038 0.7485 0.162 Uiso 1 1 calc R . . C40' C 0.7372(16) 0.6876(13) 0.8236(11) 0.101(6) Uiso 0.30 1 d P A 3 H40A H 0.7663 0.6365 0.8034 0.151 Uiso 0.30 1 calc PR A 3 H40B H 0.6966 0.6706 0.8613 0.151 Uiso 0.30 1 calc PR A 3 H40C H 0.7967 0.7253 0.8421 0.151 Uiso 0.30 1 calc PR A 3 C40 C 0.7628(6) 0.7092(5) 0.7760(4) 0.0752(18) Uiso 0.70 1 d P A 4 H40D H 0.7715 0.6604 0.7455 0.113 Uiso 0.70 1 calc PR A 4 H40E H 0.7813 0.6919 0.8247 0.113 Uiso 0.70 1 calc PR A 4 H40F H 0.8107 0.7557 0.7655 0.113 Uiso 0.70 1 calc PR A 4 C41 C 0.6598(5) 0.7363(3) 0.7653(2) 0.0753(14) Uani 1 1 d . . . H41A H 0.6983 0.7545 0.7263 0.090 Uiso 1 1 calc R A 3 H41B H 0.5967 0.7010 0.7470 0.090 Uiso 1 1 calc R A 3 C42 C 0.6235(3) 0.7848(2) 0.8761(2) 0.0570(10) Uani 1 1 d . . . H42A H 0.5479 0.7829 0.8860 0.068 Uiso 1 1 calc R A 1 H42B H 0.6649 0.8251 0.9088 0.068 Uiso 1 1 calc R A 1 C43' C 0.6706(12) 0.7026(10) 0.8808(8) 0.084(4) Uiso 0.35 1 d P A 1 H43A H 0.6708 0.6802 0.9281 0.126 Uiso 0.35 1 calc PR A 1 H43B H 0.7449 0.7062 0.8701 0.126 Uiso 0.35 1 calc PR A 1 H43C H 0.6289 0.6643 0.8474 0.126 Uiso 0.35 1 calc PR A 1 C43 C 0.5519(6) 0.7160(5) 0.8970(4) 0.076(2) Uiso 0.65 1 d P A 2 H43D H 0.5616 0.7109 0.9479 0.115 Uiso 0.65 1 calc PR A 2 H43E H 0.5704 0.6616 0.8765 0.115 Uiso 0.65 1 calc PR A 2 H43F H 0.4765 0.7302 0.8804 0.115 Uiso 0.65 1 calc PR A 2 N1 N 0.75982(17) 0.97305(15) 0.74204(12) 0.0278(5) Uani 1 1 d . A . N2 N 0.56883(18) 0.99723(15) 0.82364(12) 0.0282(5) Uani 1 1 d . A . O1 O 0.62897(17) 0.80861(13) 0.80465(11) 0.0401(5) Uani 1 1 d . A . V1 V 0.62811(4) 0.93330(3) 0.76989(2) 0.02713(16) 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 0.0201(13) 0.0335(16) 0.0375(16) -0.0084(13) 0.0064(12) 0.0003(12) C2 0.0235(14) 0.0430(18) 0.0368(16) -0.0093(14) 0.0047(12) -0.0002(13) C3 0.0338(16) 0.058(2) 0.0320(16) -0.0007(15) -0.0010(13) -0.0097(15) C4 0.048(2) 0.097(3) 0.0345(18) 0.000(2) 0.0076(16) -0.006(2) C5 0.050(2) 0.062(2) 0.057(2) 0.0123(19) -0.0007(18) -0.0010(19) C6 0.0319(16) 0.054(2) 0.0431(18) -0.0120(16) -0.0018(14) -0.0044(15) C7 0.0355(17) 0.045(2) 0.060(2) -0.0128(17) 0.0012(16) -0.0129(15) C8 0.0377(18) 0.0382(19) 0.061(2) -0.0044(16) 0.0102(16) -0.0095(15) C9 0.0283(15) 0.0326(17) 0.0454(18) -0.0047(14) 0.0081(13) 0.0010(12) C10 0.048(2) 0.0382(18) 0.049(2) 0.0061(16) 0.0065(16) -0.0030(15) C11 0.126(5) 0.081(4) 0.093(4) 0.008(3) -0.021(4) 0.039(3) C12 0.071(3) 0.115(4) 0.057(3) 0.007(3) 0.019(2) -0.020(3) C13 0.0249(14) 0.0310(15) 0.0303(15) 0.0003(12) 0.0075(12) -0.0020(12) C14 0.0285(15) 0.0267(15) 0.0343(16) 0.0016(12) 0.0102(12) -0.0007(12) C15 0.0304(15) 0.0336(16) 0.0390(17) 0.0018(13) 0.0096(13) 0.0037(13) C16 0.0326(17) 0.046(2) 0.063(2) 0.0129(17) 0.0123(16) 0.0109(15) C17 0.050(2) 0.053(2) 0.061(2) 0.0101(18) 0.0325(18) 0.0195(17) C18 0.058(2) 0.053(2) 0.0418(19) 0.0048(16) 0.0236(17) 0.0120(18) C19 0.0371(17) 0.0409(18) 0.0359(17) 0.0019(14) 0.0123(14) 0.0052(14) C20 0.0275(15) 0.0384(17) 0.0291(15) -0.0032(13) 0.0048(12) -0.0040(12) C21 0.0248(14) 0.0398(18) 0.0333(15) -0.0013(13) 0.0055(12) -0.0020(12) C22 0.0254(15) 0.0414(17) 0.0365(16) 0.0076(14) 0.0005(13) -0.0031(13) C23 0.0352(17) 0.053(2) 0.0373(17) 0.0077(15) 0.0018(14) -0.0027(15) C24 0.050(2) 0.065(2) 0.043(2) 0.0129(18) -0.0118(17) -0.0038(18) C25 0.0304(18) 0.079(3) 0.066(3) 0.023(2) -0.0108(18) -0.0010(18) C26 0.0264(17) 0.098(3) 0.063(3) 0.026(2) 0.0043(17) 0.0075(19) C27 0.0283(17) 0.084(3) 0.0437(19) 0.0170(19) 0.0051(15) 0.0088(17) C28 0.0262(14) 0.0335(16) 0.0268(14) 0.0025(12) 0.0048(11) 0.0053(12) C29 0.0282(15) 0.0372(16) 0.0293(15) 0.0062(13) 0.0082(12) 0.0042(13) C30 0.0317(16) 0.0398(18) 0.0457(18) 0.0024(14) 0.0139(14) -0.0019(13) C31 0.0335(19) 0.064(3) 0.083(3) -0.004(2) 0.0170(19) -0.0100(17) C32 0.078(3) 0.048(2) 0.059(2) 0.0147(19) 0.021(2) 0.002(2) C33 0.0348(17) 0.0468(19) 0.0376(17) 0.0087(14) 0.0177(14) 0.0092(14) C34 0.048(2) 0.0405(19) 0.0458(19) 0.0023(15) 0.0203(16) 0.0154(16) C35 0.050(2) 0.0311(17) 0.0477(19) -0.0011(15) 0.0155(16) 0.0045(15) C36 0.0319(16) 0.0342(17) 0.0414(17) -0.0008(14) 0.0092(14) 0.0002(13) C37 0.0404(18) 0.0357(18) 0.073(2) -0.0109(17) 0.0276(18) -0.0058(15) C38 0.055(3) 0.123(5) 0.104(4) -0.019(3) 0.018(3) -0.043(3) C39 0.074(3) 0.153(6) 0.106(4) 0.048(4) 0.048(3) -0.015(4) C41 0.128(4) 0.051(2) 0.047(2) -0.0035(19) 0.014(3) 0.037(3) C42 0.069(3) 0.048(2) 0.059(2) 0.0109(18) 0.027(2) -0.0018(19) N1 0.0206(11) 0.0341(13) 0.0290(12) -0.0032(10) 0.0042(10) -0.0008(10) N2 0.0222(11) 0.0318(13) 0.0310(13) 0.0012(10) 0.0049(10) -0.0016(10) O1 0.0461(13) 0.0342(12) 0.0383(12) -0.0049(10) -0.0011(10) 0.0078(10) V1 0.0192(2) 0.0315(3) 0.0310(3) -0.0038(2) 0.00426(19) -0.00016(19) _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 C9 1.406(4) . ? C1 C2 1.414(4) . ? C1 N1 1.423(3) . ? C2 C6 1.394(4) . ? C2 C3 1.516(5) . ? C3 C4 1.524(5) . ? C3 C5 1.531(5) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.365(5) . ? C6 H6 0.9500 . ? C7 C8 1.376(5) . ? C7 H7 0.9500 . ? C8 C9 1.398(4) . ? C8 H8 0.9500 . ? C9 C10 1.517(5) . ? C10 C11 1.500(6) . ? C10 C12 1.546(6) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 N1 1.387(4) . ? C13 C20 1.397(4) . ? C13 C14 1.482(4) . ? C13 V1 2.428(3) . ? C14 C19 1.391(4) . ? C14 C15 1.400(4) . ? C15 C16 1.386(4) . ? C15 H15 0.9500 . ? C16 C17 1.374(5) . ? C16 H16 0.9500 . ? C17 C18 1.374(5) . ? C17 H17 0.9500 . ? C18 C19 1.380(5) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.429(4) . ? C20 V1 2.344(3) . ? C20 H20 0.9500 . ? C21 C22 1.454(4) . ? C21 V1 1.871(3) . ? C22 C27 1.395(5) . ? C22 C23 1.404(4) . ? C23 C24 1.391(5) . ? C23 H23 0.9500 . ? C24 C25 1.372(6) . ? C24 H24 0.9500 . ? C25 C26 1.366(6) . ? C25 H25 0.9500 . ? C26 C27 1.385(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 N2 1.385(4) . ? C28 C29 1.418(4) . ? C28 C36 1.415(4) . ? C29 C33 1.387(4) . ? C29 C30 1.514(4) . ? C30 C32 1.522(5) . ? C30 C31 1.532(4) . ? C30 H30 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.371(5) . ? C33 H33 0.9500 . ? C34 C35 1.378(5) . ? C34 H34 0.9500 . ? C35 C36 1.388(4) . ? C35 H35 0.9500 . ? C36 C37 1.514(4) . ? C37 C39 1.507(6) . ? C37 C38 1.514(6) . ? C37 H37 1.0000 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40' C41 1.58(2) . ? C40' H40A 0.9800 . ? C40' H40B 0.9800 . ? C40' H40C 0.9800 . ? C40 C41 1.346(8) . ? C40 H40D 0.9800 . ? C40 H40E 0.9800 . ? C40 H40F 0.9800 . ? C41 O1 1.445(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 O1 1.444(4) . ? C42 C43' 1.413(15) . ? C42 C43 1.491(8) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43' H43A 0.9800 . ? C43' H43B 0.9800 . ? C43' H43C 0.9800 . ? C43 H43D 0.9800 . ? C43 H43E 0.9800 . ? C43 H43F 0.9800 . ? N1 V1 1.906(2) . ? N2 V1 1.685(2) . ? O1 V1 2.063(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C9 C1 C2 120.7(3) . . ? C9 C1 N1 121.3(3) . . ? C2 C1 N1 118.0(3) . . ? C6 C2 C1 118.2(3) . . ? C6 C2 C3 118.8(3) . . ? C1 C2 C3 123.0(3) . . ? C2 C3 C4 112.7(3) . . ? C2 C3 C5 111.7(3) . . ? C4 C3 C5 110.3(3) . . ? C2 C3 H3 107.3 . . ? C4 C3 H3 107.3 . . ? C5 C3 H3 107.3 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C2 121.7(3) . . ? C7 C6 H6 119.2 . . ? C2 C6 H6 119.2 . . ? C6 C7 C8 119.7(3) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C7 C8 C9 121.9(3) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C8 C9 C1 117.7(3) . . ? C8 C9 C10 118.8(3) . . ? C1 C9 C10 123.5(3) . . ? C11 C10 C9 112.8(3) . . ? C11 C10 C12 108.2(4) . . ? C9 C10 C12 109.9(3) . . ? C11 C10 H10 108.6 . . ? C9 C10 H10 108.6 . . ? C12 C10 H10 108.6 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C20 115.3(2) . . ? N1 C13 C14 123.2(2) . . ? C20 C13 C14 121.4(3) . . ? N1 C13 V1 51.55(13) . . ? C20 C13 V1 69.71(16) . . ? C14 C13 V1 151.9(2) . . ? C19 C14 C15 117.8(3) . . ? C19 C14 C13 119.3(3) . . ? C15 C14 C13 122.7(3) . . ? C16 C15 C14 120.2(3) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C17 C16 C15 120.9(3) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C18 C17 C16 119.3(3) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 120.5(3) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C18 C19 C14 121.1(3) . . ? C18 C19 H19 119.4 . . ? C14 C19 H19 119.4 . . ? C13 C20 C21 121.7(3) . . ? C13 C20 V1 76.30(17) . . ? C21 C20 V1 52.93(15) . . ? C13 C20 H20 119.2 . . ? C21 C20 H20 119.2 . . ? V1 C20 H20 149.5 . . ? C20 C21 C22 123.8(3) . . ? C20 C21 V1 89.51(18) . . ? C22 C21 V1 144.9(2) . . ? C27 C22 C23 117.4(3) . . ? C27 C22 C21 120.6(3) . . ? C23 C22 C21 121.9(3) . . ? C24 C23 C22 120.4(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 120.8(3) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C26 C25 C24 119.6(3) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C27 120.7(4) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C22 121.1(3) . . ? C26 C27 H27 119.4 . . ? C22 C27 H27 119.4 . . ? N2 C28 C29 120.3(3) . . ? N2 C28 C36 120.0(3) . . ? C29 C28 C36 119.7(3) . . ? C33 C29 C28 118.6(3) . . ? C33 C29 C30 120.2(3) . . ? C28 C29 C30 121.1(3) . . ? C29 C30 C32 108.9(3) . . ? C29 C30 C31 113.2(3) . . ? C32 C30 C31 111.0(3) . . ? C29 C30 H30 107.8 . . ? C32 C30 H30 107.8 . . ? C31 C30 H30 107.8 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 C29 121.7(3) . . ? C34 C33 H33 119.2 . . ? C29 C33 H33 119.2 . . ? C33 C34 C35 119.8(3) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C34 C35 C36 121.4(3) . . ? C34 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? C35 C36 C28 118.8(3) . . ? C35 C36 C37 120.2(3) . . ? C28 C36 C37 121.0(3) . . ? C39 C37 C36 111.2(3) . . ? C39 C37 C38 109.4(4) . . ? C36 C37 C38 112.9(3) . . ? C39 C37 H37 107.7 . . ? C36 C37 H37 107.7 . . ? C38 C37 H37 107.7 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40' H40A 109.5 . . ? C41 C40' H40B 109.5 . . ? H40A C40' H40B 109.5 . . ? C41 C40' H40C 109.4 . . ? H40A C40' H40C 109.5 . . ? H40B C40' H40C 109.5 . . ? C41 C40 H40D 109.5 . . ? C41 C40 H40E 109.5 . . ? H40D C40 H40E 109.5 . . ? C41 C40 H40F 109.5 . . ? H40D C40 H40F 109.5 . . ? H40E C40 H40F 109.5 . . ? C40 C41 O1 118.9(5) . . ? C40 C41 C40' 41.9(8) . . ? O1 C41 C40' 100.5(8) . . ? C40 C41 H41A 69.8 . . ? O1 C41 H41A 111.7 . . ? C40' C41 H41A 111.7 . . ? C40 C41 H41B 125.5 . . ? O1 C41 H41B 111.7 . . ? C40' C41 H41B 111.6 . . ? H41A C41 H41B 109.5 . . ? O1 C42 C43' 102.9(7) . . ? O1 C42 C43 123.6(4) . . ? C43' C42 C43 65.6(7) . . ? O1 C42 H42A 111.2 . . ? C43' C42 H42A 111.2 . . ? C43 C42 H42A 45.7 . . ? O1 C42 H42B 111.2 . . ? C43' C42 H42B 111.2 . . ? C43 C42 H42B 124.7 . . ? H42A C42 H42B 109.1 . . ? C42 C43' H43A 109.5 . . ? C42 C43' H43B 109.5 . . ? H43A C43' H43B 109.5 . . ? C42 C43' H43C 109.5 . . ? H43A C43' H43C 109.5 . . ? H43B C43' H43C 109.5 . . ? C42 C43 H43D 109.5 . . ? C42 C43 H43E 109.5 . . ? H43D C43 H43E 109.5 . . ? C42 C43 H43F 109.5 . . ? H43D C43 H43F 109.5 . . ? H43E C43 H43F 109.5 . . ? C13 N1 C1 125.7(2) . . ? C13 N1 V1 93.70(16) . . ? C1 N1 V1 140.25(19) . . ? C28 N2 V1 168.7(2) . . ? C41 O1 C42 110.7(3) . . ? C41 O1 V1 123.9(2) . . ? C42 O1 V1 123.9(2) . . ? N2 V1 C21 107.18(12) . . ? N2 V1 N1 116.72(11) . . ? C21 V1 N1 93.11(11) . . ? N2 V1 O1 110.08(10) . . ? C21 V1 O1 112.64(11) . . ? N1 V1 O1 115.71(10) . . ? N2 V1 C20 142.05(11) . . ? C21 V1 C20 37.56(11) . . ? N1 V1 C20 66.27(10) . . ? O1 V1 C20 100.07(10) . . ? N2 V1 C13 146.25(11) . . ? C21 V1 C13 68.67(11) . . ? N1 V1 C13 34.75(9) . . ? O1 V1 C13 101.83(9) . . ? C20 V1 C13 33.98(9) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.830 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.055 # Attachment '- compound 7.cif' data_7825 _database_code_depnum_ccdc_archive 'CCDC 788578' #TrackingRef '- compound 7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C41 H51 N2 S2 V' _chemical_formula_sum 'C41 H51 N2 S2 V' _chemical_formula_weight 686.90 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 18.0540(3) _cell_length_b 12.1652(2) _cell_length_c 18.3858(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.0990(10) _cell_angle_gamma 90.00 _cell_volume 3838.28(11) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 50049 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _exptl_crystal_description prism _exptl_crystal_colour blacl _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.75 _exptl_crystal_size_min 0.45 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.189 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 0.397 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6179 _exptl_absorpt_correction_T_max 1.0594 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29685 _diffrn_reflns_av_R_equivalents 0.0837 _diffrn_reflns_av_sigmaI/netI 0.0494 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 25.33 _reflns_number_total 6981 _reflns_number_gt 5744 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0979P)^2^+2.1936P] 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 noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0174(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6981 _refine_ls_number_parameters 414 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0769 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1712 _refine_ls_wR_factor_gt 0.1498 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _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 V1 V 0.27613(3) 0.21181(4) 0.23554(2) 0.02734(17) Uani 1 1 d . . . S1 S 0.40862(4) 0.22201(6) 0.26127(4) 0.0374(2) Uani 1 1 d . . . S2 S 0.22818(5) 0.12858(7) 0.11756(4) 0.0403(2) Uani 1 1 d . A . N1 N 0.23929(12) 0.15814(19) 0.31906(12) 0.0301(5) Uani 1 1 d . . . N2 N 0.24364(12) 0.36511(18) 0.24582(12) 0.0273(5) Uani 1 1 d . . . C1 C 0.27566(16) 0.0621(2) 0.36200(16) 0.0342(6) Uani 1 1 d . . . C2 C 0.25504(17) -0.0434(3) 0.33209(18) 0.0401(7) Uani 1 1 d . . . C3 C 0.1935(2) -0.0653(3) 0.25594(19) 0.0454(8) Uani 1 1 d . . . H3 H 0.1781 0.0056 0.2305 0.054 Uiso 1 1 calc R . . C4 C 0.1206(2) -0.1185(4) 0.2664(2) 0.0715(12) Uani 1 1 d . . . H4A H 0.0831 -0.1315 0.2172 0.107 Uiso 1 1 calc R . . H4B H 0.0985 -0.0703 0.2955 0.107 Uiso 1 1 calc R . . H4C H 0.1344 -0.1871 0.2930 0.107 Uiso 1 1 calc R . . C5 C 0.2247(3) -0.1368(3) 0.2034(3) 0.0712(11) Uani 1 1 d . . . H5A H 0.1840 -0.1493 0.1561 0.107 Uiso 1 1 calc R . . H5B H 0.2421 -0.2060 0.2279 0.107 Uiso 1 1 calc R . . H5C H 0.2675 -0.1000 0.1933 0.107 Uiso 1 1 calc R . . C6 C 0.2927(2) -0.1330(3) 0.3762(2) 0.0572(10) Uani 1 1 d . . . H6 H 0.2803 -0.2039 0.3574 0.069 Uiso 1 1 calc R . . C7 C 0.3473(2) -0.1183(3) 0.4464(2) 0.0633(11) Uani 1 1 d . . . H7 H 0.3714 -0.1789 0.4748 0.076 Uiso 1 1 calc R . . C8 C 0.3666(2) -0.0140(3) 0.4751(2) 0.0557(9) Uani 1 1 d . . . H8 H 0.4034 -0.0052 0.5229 0.067 Uiso 1 1 calc R . . C9 C 0.33201(17) 0.0784(3) 0.43396(17) 0.0414(7) Uani 1 1 d . . . C10 C 0.3564(2) 0.1922(3) 0.46727(18) 0.0488(8) Uani 1 1 d . . . H10 H 0.3266 0.2468 0.4305 0.059 Uiso 1 1 calc R . . C11 C 0.4429(2) 0.2126(3) 0.4799(2) 0.0572(10) Uani 1 1 d . . . H11A H 0.4566 0.2848 0.5009 0.086 Uiso 1 1 calc R . . H11B H 0.4535 0.2070 0.4320 0.086 Uiso 1 1 calc R . . H11C H 0.4732 0.1588 0.5149 0.086 Uiso 1 1 calc R . . C12 C 0.3390(3) 0.2093(5) 0.5431(2) 0.0815(15) Uani 1 1 d . . . H12A H 0.3546 0.2819 0.5621 0.122 Uiso 1 1 calc R . . H12B H 0.3673 0.1561 0.5799 0.122 Uiso 1 1 calc R . . H12C H 0.2841 0.2004 0.5349 0.122 Uiso 1 1 calc R . . C13 C 0.1453(2) 0.1505(3) 0.3921(2) 0.0496(8) Uani 1 1 d . . . H13A H 0.1692 0.0797 0.4055 0.074 Uiso 1 1 calc R . . H13B H 0.0905 0.1413 0.3668 0.074 Uiso 1 1 calc R . . H13C H 0.1529 0.1935 0.4376 0.074 Uiso 1 1 calc R . . C14 C 0.18198(16) 0.2086(2) 0.33925(15) 0.0324(6) Uani 1 1 d . . . C15 C 0.15475(16) 0.3122(3) 0.31446(16) 0.0347(7) Uani 1 1 d . . . H15 H 0.1100 0.3342 0.3254 0.042 Uiso 1 1 calc R . . C16 C 0.18588(15) 0.3891(2) 0.27471(15) 0.0307(6) Uani 1 1 d . . . C17 C 0.15139(18) 0.5029(3) 0.26717(19) 0.0428(7) Uani 1 1 d . . . H17A H 0.1768 0.5489 0.2397 0.064 Uiso 1 1 calc R . . H17B H 0.1587 0.5331 0.3172 0.064 Uiso 1 1 calc R . . H17C H 0.0967 0.4992 0.2398 0.064 Uiso 1 1 calc R . . C18 C 0.27805(15) 0.4558(2) 0.21665(15) 0.0298(6) Uani 1 1 d . . . C19 C 0.33992(16) 0.5128(2) 0.26842(16) 0.0350(6) Uani 1 1 d . . . C20 C 0.37552(17) 0.4769(3) 0.35130(16) 0.0383(7) Uani 1 1 d . . . H20 H 0.3611 0.3998 0.3543 0.046 Uiso 1 1 calc R . . C21 C 0.3448(3) 0.5409(4) 0.4065(2) 0.0740(13) Uani 1 1 d . . . H21A H 0.2890 0.5358 0.3908 0.111 Uiso 1 1 calc R . . H21B H 0.3599 0.6166 0.4068 0.111 Uiso 1 1 calc R . . H21C H 0.3661 0.5108 0.4570 0.111 Uiso 1 1 calc R . . C22 C 0.46415(19) 0.4820(4) 0.3768(2) 0.0601(10) Uani 1 1 d . . . H22A H 0.4844 0.4581 0.4290 0.090 Uiso 1 1 calc R . . H22B H 0.4805 0.5562 0.3726 0.090 Uiso 1 1 calc R . . H22C H 0.4834 0.4350 0.3448 0.090 Uiso 1 1 calc R . . C23 C 0.3686(2) 0.6051(3) 0.24145(19) 0.0489(8) Uani 1 1 d . . . H23 H 0.4091 0.6448 0.2749 0.059 Uiso 1 1 calc R . . C24 C 0.3387(2) 0.6393(3) 0.1666(2) 0.0563(9) Uani 1 1 d . . . H24 H 0.3581 0.7022 0.1502 0.068 Uiso 1 1 calc R . . C25 C 0.2801(2) 0.5799(3) 0.11617(18) 0.0467(8) Uani 1 1 d . . . H25 H 0.2611 0.6023 0.0654 0.056 Uiso 1 1 calc R . . C26 C 0.24866(17) 0.4873(2) 0.13944(16) 0.0348(6) Uani 1 1 d . . . C27 C 0.18447(18) 0.4256(3) 0.08114(16) 0.0427(7) Uani 1 1 d . . . H27 H 0.1711 0.3613 0.1067 0.051 Uiso 1 1 calc R . . C28 C 0.1110(2) 0.4952(4) 0.0502(2) 0.0763(13) Uani 1 1 d . . . H28A H 0.0714 0.4528 0.0142 0.114 Uiso 1 1 calc R . . H28B H 0.1226 0.5592 0.0253 0.114 Uiso 1 1 calc R . . H28C H 0.0927 0.5173 0.0918 0.114 Uiso 1 1 calc R . . C29 C 0.2123(2) 0.3841(3) 0.01536(18) 0.0524(9) Uani 1 1 d . . . H29A H 0.1709 0.3447 -0.0207 0.079 Uiso 1 1 calc R . . H29B H 0.2562 0.3361 0.0353 0.079 Uiso 1 1 calc R . . H29C H 0.2274 0.4455 -0.0097 0.079 Uiso 1 1 calc R . . C30 C 0.42929(15) 0.0814(2) 0.24805(15) 0.0318(6) Uani 1 1 d . . . C31 C 0.44599(17) 0.0071(3) 0.30855(17) 0.0412(7) Uani 1 1 d . . . H31 H 0.4446 0.0301 0.3564 0.049 Uiso 1 1 calc R . . C32 C 0.46456(18) -0.1004(3) 0.29795(19) 0.0454(8) Uani 1 1 d . . . H32 H 0.4746 -0.1497 0.3385 0.055 Uiso 1 1 calc R . . C33 C 0.46840(18) -0.1357(3) 0.2283(2) 0.0442(8) Uani 1 1 d . . . H33 H 0.4823 -0.2078 0.2219 0.053 Uiso 1 1 calc R . . C34 C 0.45136(18) -0.0630(3) 0.16798(19) 0.0451(8) Uani 1 1 d . . . H34 H 0.4531 -0.0866 0.1204 0.054 Uiso 1 1 calc R . . C35 C 0.43178(17) 0.0446(3) 0.17743(17) 0.0394(7) Uani 1 1 d . . . H35 H 0.4202 0.0927 0.1361 0.047 Uiso 1 1 calc R . . C36 C 0.12531(18) 0.1436(3) 0.08481(17) 0.0430(7) Uani 1 1 d . . . C37 C 0.0848(4) 0.1560(7) 0.0041(4) 0.0492(17) Uiso 0.50 1 d P A 1 H37 H 0.1129 0.1502 -0.0304 0.059 Uiso 0.50 1 calc PR A 1 C38 C 0.0062(5) 0.1762(8) -0.0234(5) 0.067(2) Uiso 0.50 1 d P A 1 H38 H -0.0181 0.1786 -0.0760 0.080 Uiso 0.50 1 calc PR A 1 C39 C -0.0368(5) 0.1927(8) 0.0245(5) 0.061(2) Uiso 0.50 1 d P A 1 H39 H -0.0893 0.2114 0.0058 0.073 Uiso 0.50 1 calc PR A 1 C37A C 0.0901(4) 0.1015(7) 0.0118(4) 0.0475(16) Uiso 0.50 1 d P A 2 H37A H 0.1196 0.0700 -0.0162 0.057 Uiso 0.50 1 calc PR A 2 C38A C 0.0098(5) 0.1079(8) -0.0177(5) 0.063(2) Uiso 0.50 1 d P A 2 H38A H -0.0146 0.0906 -0.0689 0.075 Uiso 0.50 1 calc PR A 2 C39A C -0.0347(6) 0.1399(8) 0.0281(5) 0.065(2) Uiso 0.50 1 d P A 2 H39A H -0.0887 0.1342 0.0093 0.078 Uiso 0.50 1 calc PR A 2 C40 C 0.0006(2) 0.1807(4) 0.1024(2) 0.0629(10) Uani 1 1 d . . . H40 H -0.0289 0.1804 0.1359 0.075 Uiso 1 1 calc R A 1 C41 C 0.08048(19) 0.1691(3) 0.13146(19) 0.0471(8) Uani 1 1 d . A . H41 H 0.1048 0.1786 0.1836 0.056 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 V1 0.0312(3) 0.0286(3) 0.0242(3) 0.00000(18) 0.01140(19) 0.00140(18) S1 0.0340(4) 0.0359(4) 0.0457(4) -0.0027(3) 0.0175(3) 0.0007(3) S2 0.0457(4) 0.0447(5) 0.0321(4) -0.0087(3) 0.0143(3) 0.0010(3) N1 0.0298(12) 0.0322(13) 0.0282(11) 0.0018(10) 0.0092(9) -0.0010(10) N2 0.0271(11) 0.0312(12) 0.0228(10) 0.0009(9) 0.0065(9) 0.0020(9) C1 0.0336(15) 0.0380(16) 0.0344(14) 0.0116(12) 0.0156(12) 0.0013(12) C2 0.0379(16) 0.0372(17) 0.0467(17) 0.0088(14) 0.0153(13) -0.0042(13) C3 0.0503(19) 0.0357(17) 0.0500(19) 0.0028(14) 0.0153(15) -0.0062(15) C4 0.059(2) 0.083(3) 0.066(2) -0.002(2) 0.0104(19) -0.029(2) C5 0.092(3) 0.052(2) 0.071(3) -0.012(2) 0.027(2) 0.003(2) C6 0.053(2) 0.0384(19) 0.078(3) 0.0202(18) 0.0165(19) -0.0028(16) C7 0.052(2) 0.056(2) 0.076(3) 0.036(2) 0.0113(19) 0.0014(18) C8 0.0460(19) 0.070(3) 0.0467(19) 0.0246(18) 0.0080(15) -0.0007(18) C9 0.0391(16) 0.0514(19) 0.0345(15) 0.0104(14) 0.0126(13) -0.0002(14) C10 0.0500(19) 0.063(2) 0.0293(16) -0.0002(15) 0.0061(14) -0.0003(16) C11 0.056(2) 0.072(3) 0.0400(18) -0.0075(17) 0.0109(16) -0.0146(18) C12 0.063(3) 0.126(4) 0.057(2) -0.031(3) 0.021(2) -0.007(3) C13 0.0480(19) 0.058(2) 0.0521(19) 0.0063(17) 0.0289(16) -0.0036(16) C14 0.0266(13) 0.0417(17) 0.0287(14) -0.0033(12) 0.0085(11) -0.0055(12) C15 0.0264(13) 0.0458(17) 0.0347(15) -0.0038(13) 0.0138(11) 0.0014(12) C16 0.0258(13) 0.0378(16) 0.0263(13) -0.0043(12) 0.0048(10) 0.0026(12) C17 0.0390(17) 0.0414(18) 0.0505(18) -0.0024(15) 0.0174(14) 0.0104(14) C18 0.0308(14) 0.0286(14) 0.0311(14) -0.0016(11) 0.0112(11) 0.0031(11) C19 0.0368(15) 0.0325(15) 0.0356(15) -0.0056(12) 0.0110(12) -0.0001(12) C20 0.0370(16) 0.0369(16) 0.0364(15) -0.0059(13) 0.0047(12) -0.0013(13) C21 0.074(3) 0.103(3) 0.0396(19) -0.013(2) 0.0098(18) 0.032(3) C22 0.0387(19) 0.072(3) 0.062(2) -0.007(2) 0.0039(16) -0.0023(18) C23 0.057(2) 0.0401(18) 0.0488(19) -0.0071(15) 0.0147(15) -0.0159(16) C24 0.074(2) 0.0430(19) 0.056(2) 0.0046(16) 0.0259(19) -0.0178(18) C25 0.061(2) 0.0423(18) 0.0380(16) 0.0096(14) 0.0163(15) -0.0017(16) C26 0.0359(15) 0.0358(16) 0.0326(14) 0.0035(12) 0.0103(12) 0.0042(12) C27 0.0424(17) 0.0509(19) 0.0304(15) 0.0048(14) 0.0048(13) -0.0013(15) C28 0.050(2) 0.114(4) 0.054(2) -0.003(2) 0.0006(18) 0.022(2) C29 0.064(2) 0.056(2) 0.0343(17) -0.0014(15) 0.0116(15) -0.0034(18) C30 0.0256(13) 0.0360(15) 0.0336(14) -0.0016(12) 0.0090(11) -0.0013(12) C31 0.0394(16) 0.0502(19) 0.0355(16) 0.0025(14) 0.0139(13) 0.0013(14) C32 0.0413(17) 0.0421(18) 0.0506(19) 0.0137(15) 0.0109(14) 0.0021(14) C33 0.0357(16) 0.0323(16) 0.060(2) -0.0058(15) 0.0078(14) -0.0036(13) C34 0.0441(18) 0.0454(19) 0.0422(17) -0.0139(15) 0.0082(14) -0.0037(15) C35 0.0412(16) 0.0429(17) 0.0324(15) 0.0010(13) 0.0090(12) 0.0022(14) C36 0.0440(17) 0.0497(19) 0.0342(16) -0.0068(14) 0.0105(13) -0.0073(15) C40 0.052(2) 0.076(3) 0.061(2) -0.010(2) 0.0187(18) 0.001(2) C41 0.0501(19) 0.053(2) 0.0383(17) -0.0117(15) 0.0133(14) 0.0034(16) _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 V1 N1 1.965(2) . ? V1 N2 1.982(2) . ? V1 S1 2.2930(8) . ? V1 S2 2.3051(8) . ? S1 C30 1.784(3) . ? S2 C36 1.775(3) . ? N1 C14 1.351(4) . ? N1 C1 1.448(3) . ? N2 C16 1.341(3) . ? N2 C18 1.448(4) . ? C1 C2 1.401(4) . ? C1 C9 1.410(4) . ? C2 C6 1.402(4) . ? C2 C3 1.516(4) . ? C3 C5 1.531(5) . ? C3 C4 1.532(5) . ? C3 H3 0.9800 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.372(5) . ? C6 H6 0.9300 . ? C7 C8 1.376(6) . ? C7 H7 0.9300 . ? C8 C9 1.390(5) . ? C8 H8 0.9300 . ? C9 C10 1.522(5) . ? C10 C11 1.526(5) . ? C10 C12 1.536(5) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.511(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.378(4) . ? C15 C16 1.407(4) . ? C15 H15 0.9300 . ? C16 C17 1.507(4) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.405(4) . ? C18 C26 1.405(4) . ? C19 C23 1.391(5) . ? C19 C20 1.522(4) . ? C20 C21 1.515(5) . ? C20 C22 1.523(4) . ? C20 H20 0.9800 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.378(5) . ? C23 H23 0.9300 . ? C24 C25 1.375(5) . ? C24 H24 0.9300 . ? C25 C26 1.388(4) . ? C25 H25 0.9300 . ? C26 C27 1.511(4) . ? C27 C28 1.527(5) . ? C27 C29 1.532(5) . ? C27 H27 0.9800 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C35 1.387(4) . ? C30 C31 1.391(4) . ? C31 C32 1.379(5) . ? C31 H31 0.9300 . ? C32 C33 1.373(5) . ? C32 H32 0.9300 . ? C33 C34 1.376(5) . ? C33 H33 0.9300 . ? C34 C35 1.381(4) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C41 1.385(4) . ? C36 C37A 1.392(8) . ? C36 C37 1.445(8) . ? C37 C38 1.372(11) . ? C37 H37 0.9300 . ? C38 C39 1.358(12) . ? C38 H38 0.9300 . ? C39 C40 1.389(10) . ? C39 H39 0.9300 . ? C37A C38A 1.383(11) . ? C37A H37A 0.9300 . ? C38A C39A 1.389(12) . ? C38A H38A 0.9300 . ? C39A C40 1.407(10) . ? C39A H39A 0.9300 . ? C40 C41 1.380(5) . ? C40 H40 0.9300 . ? C41 H41 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 V1 N2 93.22(9) . . ? N1 V1 S1 116.19(7) . . ? N2 V1 S1 104.48(7) . . ? N1 V1 S2 118.04(7) . . ? N2 V1 S2 117.86(7) . . ? S1 V1 S2 106.30(3) . . ? C30 S1 V1 99.73(9) . . ? C36 S2 V1 108.75(10) . . ? C14 N1 C1 118.2(2) . . ? C14 N1 V1 122.54(19) . . ? C1 N1 V1 119.20(17) . . ? C16 N2 C18 117.2(2) . . ? C16 N2 V1 122.13(19) . . ? C18 N2 V1 120.51(16) . . ? C2 C1 C9 121.6(3) . . ? C2 C1 N1 120.3(2) . . ? C9 C1 N1 118.1(3) . . ? C1 C2 C6 117.6(3) . . ? C1 C2 C3 123.6(3) . . ? C6 C2 C3 118.8(3) . . ? C2 C3 C5 112.0(3) . . ? C2 C3 C4 111.7(3) . . ? C5 C3 C4 109.7(3) . . ? C2 C3 H3 107.7 . . ? C5 C3 H3 107.7 . . ? C4 C3 H3 107.7 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C2 121.3(4) . . ? C7 C6 H6 119.3 . . ? C2 C6 H6 119.3 . . ? C6 C7 C8 120.2(3) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C8 C9 121.3(3) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C8 C9 C1 117.9(3) . . ? C8 C9 C10 119.5(3) . . ? C1 C9 C10 122.6(3) . . ? C9 C10 C11 111.3(3) . . ? C9 C10 C12 111.9(3) . . ? C11 C10 C12 109.1(3) . . ? C9 C10 H10 108.1 . . ? C11 C10 H10 108.1 . . ? C12 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N1 C14 C15 123.4(3) . . ? N1 C14 C13 119.4(3) . . ? C15 C14 C13 117.3(3) . . ? C14 C15 C16 128.4(3) . . ? C14 C15 H15 115.8 . . ? C16 C15 H15 115.8 . . ? N2 C16 C15 123.1(3) . . ? N2 C16 C17 120.9(3) . . ? C15 C16 C17 116.0(2) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C26 121.4(3) . . ? C19 C18 N2 117.9(2) . . ? C26 C18 N2 120.7(2) . . ? C23 C19 C18 117.6(3) . . ? C23 C19 C20 120.0(3) . . ? C18 C19 C20 122.4(3) . . ? C21 C20 C22 109.9(3) . . ? C21 C20 C19 113.3(3) . . ? C22 C20 C19 111.9(3) . . ? C21 C20 H20 107.1 . . ? C22 C20 H20 107.1 . . ? C19 C20 H20 107.1 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C19 121.7(3) . . ? C24 C23 H23 119.1 . . ? C19 C23 H23 119.1 . . ? C25 C24 C23 119.7(3) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 121.5(3) . . ? C24 C25 H25 119.3 . . ? C26 C25 H25 119.3 . . ? C25 C26 C18 118.1(3) . . ? C25 C26 C27 118.8(3) . . ? C18 C26 C27 123.2(3) . . ? C26 C27 C28 112.0(3) . . ? C26 C27 C29 110.9(3) . . ? C28 C27 C29 110.4(3) . . ? C26 C27 H27 107.8 . . ? C28 C27 H27 107.8 . . ? C29 C27 H27 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C35 C30 C31 118.5(3) . . ? C35 C30 S1 120.4(2) . . ? C31 C30 S1 121.1(2) . . ? C32 C31 C30 120.3(3) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C33 C32 C31 120.9(3) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C32 C33 C34 119.2(3) . . ? C32 C33 H33 120.4 . . ? C34 C33 H33 120.4 . . ? C33 C34 C35 120.7(3) . . ? C33 C34 H34 119.7 . . ? C35 C34 H34 119.7 . . ? C34 C35 C30 120.5(3) . . ? C34 C35 H35 119.7 . . ? C30 C35 H35 119.7 . . ? C41 C36 C37A 120.0(4) . . ? C41 C36 C37 114.0(4) . . ? C37A C36 C37 27.6(3) . . ? C41 C36 S2 124.4(2) . . ? C37A C36 S2 113.9(4) . . ? C37 C36 S2 120.1(4) . . ? C38 C37 C36 122.1(7) . . ? C38 C37 H37 118.9 . . ? C36 C37 H37 118.9 . . ? C39 C38 C37 121.5(8) . . ? C39 C38 H38 119.2 . . ? C37 C38 H38 119.2 . . ? C38 C39 C40 117.4(8) . . ? C38 C39 H39 121.3 . . ? C40 C39 H39 121.3 . . ? C38A C37A C36 117.9(7) . . ? C38A C37A H37A 121.1 . . ? C36 C37A H37A 121.1 . . ? C37A C38A C39A 120.7(8) . . ? C37A C38A H38A 119.6 . . ? C39A C38A H38A 119.6 . . ? C38A C39A C40 121.0(8) . . ? C38A C39A H39A 119.5 . . ? C40 C39A H39A 119.5 . . ? C41 C40 C39 121.7(5) . . ? C41 C40 C39A 116.3(5) . . ? C39 C40 C39A 26.7(4) . . ? C41 C40 H40 119.2 . . ? C39 C40 H40 119.2 . . ? C39A C40 H40 117.5 . . ? C40 C41 C36 121.6(3) . . ? C40 C41 H41 119.2 . . ? C36 C41 H41 119.2 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.806 _refine_diff_density_min -0.842 _refine_diff_density_rms 0.224 # Attachment '- compound 8.cif' data_6692 _database_code_depnum_ccdc_archive 'CCDC 788579' #TrackingRef '- compound 8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C53 H59 N2 V' _chemical_formula_sum 'C53 H59 N2 V' _chemical_formula_weight 774.96 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.2728(11) _cell_length_b 13.3879(11) _cell_length_c 14.0552(12) _cell_angle_alpha 98.915(3) _cell_angle_beta 117.457(4) _cell_angle_gamma 92.696(3) _cell_volume 2169.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 28784 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 828 _exptl_absorpt_coefficient_mu 0.266 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8433 _exptl_absorpt_correction_T_max 1.0901 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24184 _diffrn_reflns_av_R_equivalents 0.1441 _diffrn_reflns_av_sigmaI/netI 0.3132 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 25.29 _reflns_number_total 7409 _reflns_number_gt 2953 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1165P)^2^+1.4145P] 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 noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.041(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7409 _refine_ls_number_parameters 506 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2764 _refine_ls_R_factor_gt 0.1177 _refine_ls_wR_factor_ref 0.3050 _refine_ls_wR_factor_gt 0.2258 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 V1 V 0.04246(11) 0.23078(10) 0.72434(11) 0.0370(5) Uani 1 1 d . . . N1 N -0.0680(5) 0.3138(5) 0.7576(5) 0.0386(17) Uani 1 1 d . . . N2 N 0.1775(5) 0.3384(5) 0.8409(5) 0.0360(17) Uani 1 1 d . . . C1 C -0.1851(7) 0.2684(6) 0.7214(8) 0.047(2) Uani 1 1 d . . . C2 C -0.2759(7) 0.2849(6) 0.6249(7) 0.043(2) Uani 1 1 d . . . C3 C -0.2573(8) 0.3363(7) 0.5442(7) 0.059(3) Uani 1 1 d . . . H3 H -0.1789 0.3294 0.5574 0.071 Uiso 1 1 calc R . . C4 C -0.3374(9) 0.2854(8) 0.4257(8) 0.080(4) Uani 1 1 d . . . H4A H -0.3213 0.3197 0.3782 0.120 Uiso 1 1 calc R . . H4B H -0.4154 0.2890 0.4102 0.120 Uiso 1 1 calc R . . H4C H -0.3259 0.2152 0.4141 0.120 Uiso 1 1 calc R . . C5 C -0.2672(11) 0.4500(8) 0.5581(9) 0.092(4) Uani 1 1 d . . . H5A H -0.2534 0.4777 0.5055 0.138 Uiso 1 1 calc R . . H5B H -0.2116 0.4841 0.6306 0.138 Uiso 1 1 calc R . . H5C H -0.3427 0.4598 0.5471 0.138 Uiso 1 1 calc R . . C6 C -0.3849(9) 0.2497(8) 0.6066(9) 0.069(3) Uani 1 1 d . . . H6 H -0.4474 0.2593 0.5431 0.083 Uiso 1 1 calc R . . C7 C -0.4060(9) 0.2016(7) 0.6762(10) 0.066(3) Uani 1 1 d . . . H7 H -0.4807 0.1824 0.6618 0.080 Uiso 1 1 calc R . . C8 C -0.3151(9) 0.1824(7) 0.7669(9) 0.059(3) Uani 1 1 d . . . H8 H -0.3287 0.1479 0.8133 0.071 Uiso 1 1 calc R . . C9 C -0.2033(8) 0.2131(6) 0.7918(7) 0.049(2) Uani 1 1 d . . . C10 C -0.1053(8) 0.1857(7) 0.8905(8) 0.058(3) Uani 1 1 d . . . H10 H -0.0420 0.1789 0.8732 0.069 Uiso 1 1 calc R . . C11 C -0.0610(11) 0.2666(8) 0.9922(8) 0.085(4) Uani 1 1 d . . . H11A H 0.0018 0.2453 1.0511 0.127 Uiso 1 1 calc R . . H11B H -0.1211 0.2774 1.0110 0.127 Uiso 1 1 calc R . . H11C H -0.0353 0.3290 0.9795 0.127 Uiso 1 1 calc R . . C12 C -0.1327(10) 0.0821(7) 0.9151(8) 0.078(3) Uani 1 1 d . . . H12A H -0.0670 0.0688 0.9776 0.118 Uiso 1 1 calc R . . H12B H -0.1517 0.0288 0.8529 0.118 Uiso 1 1 calc R . . H12C H -0.1964 0.0844 0.9299 0.118 Uiso 1 1 calc R . . C13 C -0.1315(8) 0.4648(7) 0.8342(7) 0.057(3) Uani 1 1 d . . . H13A H -0.2043 0.4223 0.7969 0.086 Uiso 1 1 calc R . . H13B H -0.1386 0.5272 0.8073 0.086 Uiso 1 1 calc R . . H13C H -0.1069 0.4801 0.9113 0.086 Uiso 1 1 calc R . . C14 C -0.0441(7) 0.4096(6) 0.8139(7) 0.045(2) Uani 1 1 d . . . C15 C 0.0654(7) 0.4643(6) 0.8654(6) 0.040(2) Uani 1 1 d . . . H15 H 0.0693 0.5339 0.8887 0.048 Uiso 1 1 calc R . . C16 C 0.1694(7) 0.4304(6) 0.8872(6) 0.041(2) Uani 1 1 d . . . C17 C 0.2759(7) 0.5049(6) 0.9712(7) 0.053(3) Uani 1 1 d . . . H17A H 0.3435 0.4747 0.9817 0.079 Uiso 1 1 calc R . . H17B H 0.2743 0.5198 1.0395 0.079 Uiso 1 1 calc R . . H17C H 0.2765 0.5669 0.9450 0.079 Uiso 1 1 calc R . . C18 C 0.2941(6) 0.3117(5) 0.8854(6) 0.037(2) Uani 1 1 d . . . C19 C 0.3606(7) 0.3266(6) 0.8330(7) 0.043(2) Uani 1 1 d . . . C20 C 0.3195(7) 0.3786(6) 0.7362(7) 0.047(2) Uani 1 1 d . . . H20 H 0.2357 0.3715 0.7009 0.057 Uiso 1 1 calc R . . C21 C 0.3659(11) 0.4940(7) 0.7749(8) 0.076(3) Uani 1 1 d . . . H21A H 0.3390 0.5263 0.7128 0.114 Uiso 1 1 calc R . . H21B H 0.4482 0.5026 0.8118 0.114 Uiso 1 1 calc R . . H21C H 0.3394 0.5245 0.8242 0.114 Uiso 1 1 calc R . . C22 C 0.3543(8) 0.3354(8) 0.6508(8) 0.065(3) Uani 1 1 d . . . H22A H 0.3241 0.3714 0.5915 0.097 Uiso 1 1 calc R . . H22B H 0.3243 0.2643 0.6235 0.097 Uiso 1 1 calc R . . H22C H 0.4364 0.3432 0.6833 0.097 Uiso 1 1 calc R . . C23 C 0.4689(7) 0.2963(6) 0.8781(7) 0.047(2) Uani 1 1 d . . . H23 H 0.5140 0.3044 0.8444 0.057 Uiso 1 1 calc R . . C24 C 0.5123(8) 0.2549(7) 0.9708(8) 0.053(2) Uani 1 1 d . . . H24 H 0.5848 0.2344 0.9980 0.063 Uiso 1 1 calc R . . C25 C 0.4465(8) 0.2439(6) 1.0239(7) 0.054(3) Uani 1 1 d . . . H25 H 0.4769 0.2177 1.0876 0.065 Uiso 1 1 calc R . . C26 C 0.3354(7) 0.2716(6) 0.9826(7) 0.042(2) Uani 1 1 d . . . C27 C 0.2708(7) 0.2640(6) 1.0442(7) 0.047(2) Uani 1 1 d . . . H27 H 0.2031 0.2987 1.0111 0.057 Uiso 1 1 calc R . . C28 C 0.3419(10) 0.3178(8) 1.1658(8) 0.080(3) Uani 1 1 d . . . H28A H 0.2966 0.3128 1.2023 0.120 Uiso 1 1 calc R . . H28B H 0.3639 0.3884 1.1702 0.120 Uiso 1 1 calc R . . H28C H 0.4093 0.2857 1.2003 0.120 Uiso 1 1 calc R . . C29 C 0.2289(9) 0.1532(8) 1.0394(8) 0.071(3) Uani 1 1 d . . . H29A H 0.1864 0.1530 1.0792 0.106 Uiso 1 1 calc R . . H29B H 0.2937 0.1173 1.0715 0.106 Uiso 1 1 calc R . . H29C H 0.1806 0.1201 0.9645 0.106 Uiso 1 1 calc R . . C30 C -0.0923(7) 0.1245(6) 0.5618(6) 0.036(2) Uani 1 1 d . . . H30 H -0.1712 0.1402 0.5306 0.043 Uiso 1 1 calc R . . C31 C -0.0607(6) 0.0659(6) 0.6387(6) 0.038(2) Uani 1 1 d . . . C32 C 0.0588(7) 0.0709(6) 0.7155(6) 0.039(2) Uani 1 1 d . . . H32 H 0.0830 0.0404 0.7804 0.047 Uiso 1 1 calc R . . C33 C 0.1401(7) 0.1034(6) 0.6814(6) 0.038(2) Uani 1 1 d . . . C34 C 0.1068(7) 0.1653(6) 0.6038(6) 0.038(2) Uani 1 1 d . . . H34 H 0.1667 0.2075 0.5999 0.046 Uiso 1 1 calc R . . C35 C -0.0106(6) 0.1903(6) 0.5510(6) 0.036(2) Uani 1 1 d . . . C36 C -0.1460(7) -0.0082(6) 0.6428(6) 0.041(2) Uani 1 1 d . . . C37 C -0.2599(7) 0.0057(6) 0.6083(7) 0.044(2) Uani 1 1 d . . . H37 H -0.2834 0.0667 0.5872 0.053 Uiso 1 1 calc R . . C38 C -0.3386(7) -0.0668(7) 0.6042(7) 0.053(3) Uani 1 1 d . . . H38 H -0.4143 -0.0550 0.5789 0.064 Uiso 1 1 calc R . . C39 C -0.3071(9) -0.1566(8) 0.6367(7) 0.064(3) Uani 1 1 d . . . H39 H -0.3606 -0.2053 0.6348 0.076 Uiso 1 1 calc R . . C40 C -0.1946(9) -0.1739(7) 0.6725(8) 0.063(3) Uani 1 1 d . . . H40 H -0.1722 -0.2350 0.6937 0.076 Uiso 1 1 calc R . . C41 C -0.1158(8) -0.1002(7) 0.6765(7) 0.053(2) Uani 1 1 d . . . H41 H -0.0400 -0.1120 0.7026 0.064 Uiso 1 1 calc R . . C42 C 0.2552(7) 0.0661(6) 0.7247(6) 0.040(2) Uani 1 1 d . . . C43 C 0.3027(7) 0.0289(6) 0.8207(7) 0.051(2) Uani 1 1 d . . . H43 H 0.2675 0.0354 0.8648 0.061 Uiso 1 1 calc R . . C44 C 0.3992(8) -0.0166(7) 0.8524(8) 0.055(3) Uani 1 1 d . . . H44 H 0.4276 -0.0428 0.9160 0.066 Uiso 1 1 calc R . . C45 C 0.4554(8) -0.0242(8) 0.7899(9) 0.069(3) Uani 1 1 d . . . H45 H 0.5228 -0.0536 0.8127 0.083 Uiso 1 1 calc R . . C46 C 0.4114(8) 0.0115(6) 0.6950(9) 0.060(3) Uani 1 1 d . . . H46 H 0.4482 0.0064 0.6522 0.072 Uiso 1 1 calc R . . C47 C 0.3103(7) 0.0560(6) 0.6625(8) 0.048(2) Uani 1 1 d . . . H47 H 0.2797 0.0794 0.5970 0.057 Uiso 1 1 calc R . . C48 C -0.0446(7) 0.2455(6) 0.4618(7) 0.041(2) Uani 1 1 d . . . C49 C 0.0137(8) 0.3395(7) 0.4715(8) 0.067(3) Uani 1 1 d . . . H49 H 0.0761 0.3692 0.5385 0.080 Uiso 1 1 calc R . . C50 C -0.0180(9) 0.3896(8) 0.3854(9) 0.078(3) Uani 1 1 d . . . H50 H 0.0204 0.4536 0.3963 0.094 Uiso 1 1 calc R . . C51 C -0.1049(10) 0.3463(9) 0.2847(8) 0.075(3) Uani 1 1 d . . . H51 H -0.1232 0.3781 0.2255 0.090 Uiso 1 1 calc R . . C52 C -0.1648(10) 0.2552(9) 0.2724(8) 0.074(3) Uani 1 1 d . . . H52 H -0.2274 0.2269 0.2049 0.089 Uiso 1 1 calc R . . C53 C -0.1346(8) 0.2047(7) 0.3571(7) 0.058(3) Uani 1 1 d . . . H53 H -0.1752 0.1414 0.3448 0.069 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 V1 0.0320(8) 0.0360(8) 0.0370(9) 0.0064(6) 0.0118(6) 0.0032(6) N1 0.039(4) 0.035(4) 0.041(4) 0.008(3) 0.017(3) 0.008(3) N2 0.038(4) 0.030(4) 0.032(4) 0.006(3) 0.010(3) 0.004(3) C1 0.047(6) 0.030(5) 0.072(6) 0.007(4) 0.035(5) 0.005(4) C2 0.025(5) 0.043(5) 0.055(6) 0.009(4) 0.013(4) 0.009(4) C3 0.054(6) 0.057(6) 0.048(6) 0.023(5) 0.005(5) 0.009(5) C4 0.066(7) 0.069(7) 0.076(8) 0.013(6) 0.008(6) 0.016(6) C5 0.127(10) 0.062(7) 0.080(8) 0.020(6) 0.044(8) 0.007(7) C6 0.056(7) 0.062(7) 0.070(7) 0.011(6) 0.012(6) 0.025(6) C7 0.056(7) 0.051(6) 0.102(9) 0.015(6) 0.046(7) 0.003(5) C8 0.065(7) 0.049(6) 0.075(7) 0.013(5) 0.042(6) 0.013(5) C9 0.049(6) 0.036(5) 0.058(6) -0.001(4) 0.026(5) 0.006(4) C10 0.055(6) 0.052(6) 0.061(6) 0.009(5) 0.023(5) 0.007(5) C11 0.117(9) 0.059(7) 0.063(7) 0.015(5) 0.028(7) 0.019(6) C12 0.105(9) 0.054(7) 0.071(7) 0.025(5) 0.034(7) 0.008(6) C13 0.061(6) 0.046(5) 0.064(6) 0.002(5) 0.030(5) 0.021(5) C14 0.053(6) 0.038(5) 0.040(5) 0.006(4) 0.018(5) 0.012(4) C15 0.039(5) 0.031(5) 0.047(5) 0.002(4) 0.019(4) 0.010(4) C16 0.052(6) 0.025(5) 0.027(4) 0.001(3) 0.006(4) -0.009(4) C17 0.050(5) 0.039(5) 0.055(6) 0.001(4) 0.017(5) -0.007(4) C18 0.027(4) 0.026(4) 0.038(5) 0.001(4) 0.002(4) -0.003(3) C19 0.033(5) 0.045(5) 0.044(5) 0.003(4) 0.014(4) -0.005(4) C20 0.046(5) 0.055(6) 0.047(5) 0.015(4) 0.026(4) 0.008(4) C21 0.132(10) 0.039(6) 0.075(7) 0.016(5) 0.064(7) 0.002(6) C22 0.064(7) 0.069(7) 0.073(7) 0.027(5) 0.037(6) 0.012(5) C23 0.041(5) 0.046(5) 0.060(6) 0.005(5) 0.030(5) 0.003(4) C24 0.046(6) 0.053(6) 0.054(6) 0.020(5) 0.017(5) 0.007(5) C25 0.050(6) 0.042(5) 0.043(5) 0.004(4) 0.002(5) 0.001(4) C26 0.040(5) 0.040(5) 0.039(5) 0.014(4) 0.010(4) 0.005(4) C27 0.046(5) 0.050(5) 0.042(5) 0.023(4) 0.013(4) 0.010(4) C28 0.109(9) 0.076(7) 0.052(6) -0.002(5) 0.041(6) -0.007(6) C29 0.066(7) 0.077(8) 0.060(6) 0.018(5) 0.022(5) 0.008(6) C30 0.033(5) 0.031(4) 0.042(5) 0.008(4) 0.016(4) 0.013(4) C31 0.031(5) 0.035(5) 0.037(5) 0.006(4) 0.009(4) 0.008(4) C32 0.046(5) 0.032(5) 0.036(5) 0.014(4) 0.013(4) 0.008(4) C33 0.035(5) 0.037(5) 0.036(5) 0.006(4) 0.013(4) -0.001(4) C34 0.044(5) 0.036(5) 0.032(5) -0.002(4) 0.019(4) 0.005(4) C35 0.033(5) 0.032(5) 0.046(5) 0.017(4) 0.016(4) 0.011(4) C36 0.036(5) 0.036(5) 0.040(5) 0.005(4) 0.009(4) 0.003(4) C37 0.041(5) 0.036(5) 0.063(6) 0.008(4) 0.031(5) 0.001(4) C38 0.036(5) 0.059(6) 0.058(6) 0.013(5) 0.016(5) 0.005(5) C39 0.061(7) 0.061(7) 0.048(6) 0.010(5) 0.012(5) -0.019(5) C40 0.064(7) 0.048(6) 0.073(7) 0.018(5) 0.027(6) 0.000(5) C41 0.036(5) 0.055(6) 0.060(6) 0.014(5) 0.016(4) 0.002(5) C42 0.032(5) 0.040(5) 0.032(5) 0.003(4) 0.003(4) 0.002(4) C43 0.049(6) 0.043(5) 0.047(5) 0.009(4) 0.011(5) 0.009(4) C44 0.052(6) 0.057(6) 0.046(6) 0.020(5) 0.013(5) 0.018(5) C45 0.040(6) 0.062(7) 0.070(7) 0.016(6) -0.003(6) 0.012(5) C46 0.050(6) 0.041(5) 0.089(8) 0.004(5) 0.034(6) 0.008(5) C47 0.039(5) 0.039(5) 0.057(6) 0.005(4) 0.017(5) 0.005(4) C48 0.036(5) 0.033(5) 0.050(5) 0.016(4) 0.016(4) 0.007(4) C49 0.055(6) 0.068(7) 0.056(6) 0.027(5) 0.006(5) -0.009(5) C50 0.074(7) 0.071(7) 0.077(8) 0.041(6) 0.019(7) -0.005(6) C51 0.076(8) 0.084(8) 0.055(7) 0.041(6) 0.015(6) 0.011(6) C52 0.079(8) 0.085(8) 0.050(6) 0.034(6) 0.017(6) 0.012(7) C53 0.061(6) 0.046(5) 0.046(6) 0.014(4) 0.009(5) -0.002(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 N1 2.057(7) . ? V1 N2 2.071(6) . ? V1 C32 2.152(7) . ? V1 C35 2.168(8) . ? V1 C34 2.305(8) . ? V1 C30 2.330(7) . ? V1 C33 2.358(8) . ? V1 C31 2.360(8) . ? N1 C14 1.337(10) . ? N1 C1 1.460(10) . ? N2 C16 1.334(9) . ? N2 C18 1.464(9) . ? C1 C2 1.397(11) . ? C1 C9 1.420(13) . ? C2 C6 1.392(14) . ? C2 C3 1.518(13) . ? C3 C4 1.522(12) . ? C3 C5 1.524(13) . ? C3 H3 0.9800 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.371(15) . ? C6 H6 0.9300 . ? C7 C8 1.363(13) . ? C7 H7 0.9300 . ? C8 C9 1.384(13) . ? C8 H8 0.9300 . ? C9 C10 1.513(12) . ? C10 C11 1.499(13) . ? C10 C12 1.547(13) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.514(12) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.392(11) . ? C15 C16 1.385(11) . ? C15 H15 0.9300 . ? C16 C17 1.533(10) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.412(12) . ? C18 C26 1.420(11) . ? C19 C23 1.388(11) . ? C19 C20 1.509(12) . ? C20 C22 1.520(13) . ? C20 C21 1.550(12) . ? C20 H20 0.9800 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.379(12) . ? C23 H23 0.9300 . ? C24 C25 1.401(13) . ? C24 H24 0.9300 . ? C25 C26 1.407(12) . ? C25 H25 0.9300 . ? C26 C27 1.483(12) . ? C27 C29 1.541(13) . ? C27 C28 1.548(12) . ? C27 H27 0.9800 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.355(11) . ? C30 C35 1.442(11) . ? C30 H30 0.9800 . ? C31 C32 1.440(10) . ? C31 C36 1.497(12) . ? C32 C33 1.442(11) . ? C32 H32 0.9800 . ? C33 C34 1.394(11) . ? C33 C42 1.504(11) . ? C34 C35 1.466(10) . ? C34 H34 0.9800 . ? C35 C48 1.456(11) . ? C36 C37 1.390(11) . ? C36 C41 1.397(11) . ? C37 C38 1.367(12) . ? C37 H37 0.9300 . ? C38 C39 1.368(12) . ? C38 H38 0.9300 . ? C39 C40 1.382(13) . ? C39 H39 0.9300 . ? C40 C41 1.379(13) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C42 C47 1.372(12) . ? C42 C43 1.386(11) . ? C43 C44 1.357(12) . ? C43 H43 0.9300 . ? C44 C45 1.386(14) . ? C44 H44 0.9300 . ? C45 C46 1.362(14) . ? C45 H45 0.9300 . ? C46 C47 1.400(12) . ? C46 H46 0.9300 . ? C47 H47 0.9300 . ? C48 C53 1.400(11) . ? C48 C49 1.399(12) . ? C49 C50 1.379(13) . ? C49 H49 0.9300 . ? C50 C51 1.359(13) . ? C50 H50 0.9300 . ? C51 C52 1.366(14) . ? C51 H51 0.9300 . ? C52 C53 1.368(12) . ? C52 H52 0.9300 . ? C53 H53 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 V1 N2 88.9(3) . . ? N1 V1 C32 130.4(3) . . ? N2 V1 C32 119.9(3) . . ? N1 V1 C35 113.1(3) . . ? N2 V1 C35 127.2(3) . . ? C32 V1 C35 82.2(3) . . ? N1 V1 C34 149.8(3) . . ? N2 V1 C34 103.8(3) . . ? C32 V1 C34 66.1(3) . . ? C35 V1 C34 38.1(3) . . ? N1 V1 C30 98.3(3) . . ? N2 V1 C30 164.4(3) . . ? C32 V1 C30 65.0(3) . . ? C35 V1 C30 37.2(3) . . ? C34 V1 C30 63.6(3) . . ? N1 V1 C33 166.9(3) . . ? N2 V1 C33 101.6(3) . . ? C32 V1 C33 36.9(3) . . ? C35 V1 C33 66.7(3) . . ? C34 V1 C33 34.8(3) . . ? C30 V1 C33 73.5(3) . . ? N1 V1 C31 104.8(3) . . ? N2 V1 C31 156.1(2) . . ? C32 V1 C31 36.9(3) . . ? C35 V1 C31 65.5(3) . . ? C34 V1 C31 74.0(3) . . ? C30 V1 C31 33.6(3) . . ? C33 V1 C31 62.7(3) . . ? C14 N1 C1 112.8(7) . . ? C14 N1 V1 126.6(6) . . ? C1 N1 V1 120.6(5) . . ? C16 N2 C18 114.4(6) . . ? C16 N2 V1 126.3(5) . . ? C18 N2 V1 119.1(4) . . ? C2 C1 C9 121.9(8) . . ? C2 C1 N1 120.8(8) . . ? C9 C1 N1 117.2(8) . . ? C6 C2 C1 115.5(9) . . ? C6 C2 C3 122.0(8) . . ? C1 C2 C3 122.5(8) . . ? C4 C3 C2 112.7(8) . . ? C4 C3 C5 108.7(8) . . ? C2 C3 C5 113.8(9) . . ? C4 C3 H3 107.1 . . ? C2 C3 H3 107.1 . . ? C5 C3 H3 107.1 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C2 124.2(9) . . ? C7 C6 H6 117.9 . . ? C2 C6 H6 117.9 . . ? C8 C7 C6 118.6(10) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C7 C8 C9 121.7(10) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? C8 C9 C1 117.9(9) . . ? C8 C9 C10 119.8(9) . . ? C1 C9 C10 122.3(9) . . ? C11 C10 C9 113.6(8) . . ? C11 C10 C12 109.4(9) . . ? C9 C10 C12 113.6(8) . . ? C11 C10 H10 106.6 . . ? C9 C10 H10 106.6 . . ? C12 C10 H10 106.6 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N1 C14 C15 122.6(8) . . ? N1 C14 C13 122.9(8) . . ? C15 C14 C13 114.3(7) . . ? C16 C15 C14 129.7(7) . . ? C16 C15 H15 115.2 . . ? C14 C15 H15 115.2 . . ? N2 C16 C15 122.8(7) . . ? N2 C16 C17 121.8(8) . . ? C15 C16 C17 115.4(7) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C26 122.8(7) . . ? C19 C18 N2 120.4(7) . . ? C26 C18 N2 116.8(8) . . ? C23 C19 C18 117.0(8) . . ? C23 C19 C20 121.0(9) . . ? C18 C19 C20 121.9(7) . . ? C19 C20 C22 114.3(7) . . ? C19 C20 C21 110.3(7) . . ? C22 C20 C21 107.7(8) . . ? C19 C20 H20 108.1 . . ? C22 C20 H20 108.1 . . ? C21 C20 H20 108.1 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C19 122.6(9) . . ? C24 C23 H23 118.7 . . ? C19 C23 H23 118.7 . . ? C23 C24 C25 119.6(9) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C26 C25 C24 121.3(9) . . ? C26 C25 H25 119.4 . . ? C24 C25 H25 119.4 . . ? C25 C26 C18 116.7(9) . . ? C25 C26 C27 119.7(8) . . ? C18 C26 C27 123.5(7) . . ? C26 C27 C29 113.2(8) . . ? C26 C27 C28 112.0(8) . . ? C29 C27 C28 108.5(8) . . ? C26 C27 H27 107.6 . . ? C29 C27 H27 107.6 . . ? C28 C27 H27 107.6 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C35 122.7(7) . . ? C31 C30 V1 74.4(5) . . ? C35 C30 V1 65.3(4) . . ? C31 C30 H30 117.0 . . ? C35 C30 H30 117.0 . . ? V1 C30 H30 117.0 . . ? C30 C31 C32 119.3(8) . . ? C30 C31 C36 121.9(7) . . ? C32 C31 C36 118.7(7) . . ? C30 C31 V1 72.0(5) . . ? C32 C31 V1 63.7(4) . . ? C36 C31 V1 140.7(6) . . ? C31 C32 C33 116.7(7) . . ? C31 C32 V1 79.5(4) . . ? C33 C32 V1 79.3(5) . . ? C31 C32 H32 121.0 . . ? C33 C32 H32 121.0 . . ? V1 C32 H32 121.0 . . ? C34 C33 C32 118.3(7) . . ? C34 C33 C42 121.4(8) . . ? C32 C33 C42 120.2(7) . . ? C34 C33 V1 70.5(4) . . ? C32 C33 V1 63.7(4) . . ? C42 C33 V1 141.9(5) . . ? C33 C34 C35 121.2(8) . . ? C33 C34 V1 74.7(5) . . ? C35 C34 V1 65.9(4) . . ? C33 C34 H34 118.3 . . ? C35 C34 H34 118.3 . . ? V1 C34 H34 118.3 . . ? C30 C35 C48 122.2(7) . . ? C30 C35 C34 114.1(7) . . ? C48 C35 C34 119.1(7) . . ? C30 C35 V1 77.5(5) . . ? C48 C35 V1 135.3(6) . . ? C34 C35 V1 76.0(4) . . ? C37 C36 C41 115.8(8) . . ? C37 C36 C31 123.5(7) . . ? C41 C36 C31 120.7(7) . . ? C38 C37 C36 122.5(8) . . ? C38 C37 H37 118.8 . . ? C36 C37 H37 118.8 . . ? C39 C38 C37 120.7(8) . . ? C39 C38 H38 119.7 . . ? C37 C38 H38 119.7 . . ? C38 C39 C40 119.1(9) . . ? C38 C39 H39 120.5 . . ? C40 C39 H39 120.5 . . ? C39 C40 C41 119.8(9) . . ? C39 C40 H40 120.1 . . ? C41 C40 H40 120.1 . . ? C40 C41 C36 122.2(8) . . ? C40 C41 H41 118.9 . . ? C36 C41 H41 118.9 . . ? C47 C42 C43 117.2(8) . . ? C47 C42 C33 120.1(7) . . ? C43 C42 C33 122.1(9) . . ? C44 C43 C42 122.0(10) . . ? C44 C43 H43 119.0 . . ? C42 C43 H43 119.0 . . ? C43 C44 C45 120.1(9) . . ? C43 C44 H44 119.9 . . ? C45 C44 H44 119.9 . . ? C46 C45 C44 119.7(9) . . ? C46 C45 H45 120.2 . . ? C44 C45 H45 120.2 . . ? C45 C46 C47 119.3(10) . . ? C45 C46 H46 120.3 . . ? C47 C46 H46 120.3 . . ? C42 C47 C46 121.7(9) . . ? C42 C47 H47 119.2 . . ? C46 C47 H47 119.2 . . ? C53 C48 C49 114.9(8) . . ? C53 C48 C35 121.8(7) . . ? C49 C48 C35 123.2(7) . . ? C50 C49 C48 122.4(9) . . ? C50 C49 H49 118.8 . . ? C48 C49 H49 118.8 . . ? C51 C50 C49 120.6(10) . . ? C51 C50 H50 119.7 . . ? C49 C50 H50 119.7 . . ? C52 C51 C50 118.6(10) . . ? C52 C51 H51 120.7 . . ? C50 C51 H51 120.7 . . ? C51 C52 C53 121.4(10) . . ? C51 C52 H52 119.3 . . ? C53 C52 H52 119.3 . . ? C52 C53 C48 122.0(9) . . ? C52 C53 H53 119.0 . . ? C48 C53 H53 119.0 . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.29 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.477 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.157