# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Yuesheng Li' _publ_contact_author_email YSLI@CIAC.JL.CN _publ_section_title ; Novel vanadium(III) complexes with bidentate N,N-chelating iminopyrrole ligands: synthesis, characterization and catalytic behavior of ethylene polymerization and copolymerization with 10-undecen-1-ol ; loop_ _publ_author_name 'Yuesheng Li.' 'Tao Hu.' 'Ning-Hai Hu.' 'Ji-Qian Wu.' 'Bao-Chang Xu.' # Attachment '2a_R_.CIF' data_p160 _database_code_depnum_ccdc_archive 'CCDC 725659' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H31 Cl2 N2 O2 V' _chemical_formula_weight 441.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.282(3) _cell_length_b 14.958(4) _cell_length_c 14.958(4) _cell_angle_alpha 78.948(4) _cell_angle_beta 74.413(4) _cell_angle_gamma 74.413(4) _cell_volume 2116.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 187(2) _cell_measurement_reflns_used 1182 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 20.17 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 0.737 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9287 _exptl_absorpt_correction_T_max 0.9407 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 187(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12077 _diffrn_reflns_av_R_equivalents 0.0537 _diffrn_reflns_av_sigmaI/netI 0.1417 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 26.09 _reflns_number_total 8182 _reflns_number_gt 4143 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0826P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8182 _refine_ls_number_parameters 469 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.1681 _refine_ls_R_factor_gt 0.0814 _refine_ls_wR_factor_ref 0.2072 _refine_ls_wR_factor_gt 0.1677 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.051 _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 0.71978(11) 0.76602(8) 0.32371(7) 0.0307(3) Uani 1 1 d . . . V2 V 0.18016(11) 0.73691(9) 0.80868(8) 0.0356(3) Uani 1 1 d . . . Cl1 Cl 0.66179(18) 0.74029(13) 0.19061(11) 0.0412(5) Uani 1 1 d . . . Cl2 Cl 0.89811(18) 0.84087(13) 0.23332(11) 0.0411(5) Uani 1 1 d . . . Cl3 Cl 0.21803(19) 0.66245(16) 0.67494(13) 0.0577(6) Uani 1 1 d . . . Cl4 Cl 0.41104(18) 0.75283(16) 0.77455(14) 0.0581(6) Uani 1 1 d . . . N1 N 0.7694(5) 0.7757(4) 0.4433(3) 0.0309(13) Uani 1 1 d . . . N2 N 0.5643(5) 0.7087(4) 0.4283(3) 0.0299(13) Uani 1 1 d . . . N3 N -0.0215(5) 0.7333(4) 0.8446(3) 0.0290(13) Uani 1 1 d . . . N4 N 0.1117(6) 0.7972(4) 0.9358(4) 0.0397(15) Uani 1 1 d . . . O1 O 0.8548(4) 0.6395(3) 0.3196(3) 0.0338(11) Uani 1 1 d . . . O2 O 0.5813(5) 0.8916(3) 0.3247(3) 0.0405(12) Uani 1 1 d . . . O3 O 0.2348(4) 0.6115(3) 0.8858(3) 0.0440(13) Uani 1 1 d D . . O4 O 0.1269(5) 0.8646(3) 0.7327(3) 0.0490(13) Uani 1 1 d D . . C1 C 0.9629(7) 0.6122(5) 0.2365(5) 0.046(2) Uani 1 1 d . . . H1A H 0.9242 0.6275 0.1801 0.055 Uiso 1 1 calc R . . H1B H 1.0391 0.6446 0.2259 0.055 Uiso 1 1 calc R . . C2 C 1.0123(9) 0.5112(6) 0.2579(6) 0.060(2) Uani 1 1 d . . . H2A H 1.1108 0.4908 0.2257 0.072 Uiso 1 1 calc R . . H2B H 0.9566 0.4772 0.2381 0.072 Uiso 1 1 calc R . . C3 C 0.9951(8) 0.4936(5) 0.3625(5) 0.053(2) Uani 1 1 d . . . H3A H 0.9748 0.4313 0.3877 0.064 Uiso 1 1 calc R . . H3B H 1.0801 0.4966 0.3797 0.064 Uiso 1 1 calc R . . C4 C 0.8774(8) 0.5685(5) 0.3986(5) 0.054(2) Uani 1 1 d . . . H4A H 0.7934 0.5436 0.4269 0.064 Uiso 1 1 calc R . . H4B H 0.8988 0.5955 0.4470 0.064 Uiso 1 1 calc R . . C5 C 0.8745(7) 0.7930(5) 0.4694(5) 0.0343(16) Uani 1 1 d . . . H5 H 0.9482 0.8170 0.4272 0.041 Uiso 1 1 calc R . . C6 C 0.8626(7) 0.7718(5) 0.5649(5) 0.0377(17) Uani 1 1 d . . . H6 H 0.9245 0.7781 0.5992 0.045 Uiso 1 1 calc R . . C7 C 0.7436(7) 0.7398(5) 0.6002(4) 0.0365(17) Uani 1 1 d . . . H7 H 0.7067 0.7201 0.6642 0.044 Uiso 1 1 calc R . . C8 C 0.6865(7) 0.7412(5) 0.5253(4) 0.0327(16) Uani 1 1 d . . . C9 C 0.5768(6) 0.7086(5) 0.5144(4) 0.0339(17) Uani 1 1 d . . . H9 H 0.5128 0.6869 0.5674 0.041 Uiso 1 1 calc R . . C10 C 0.5139(7) 0.5774(5) 0.3777(5) 0.0439(19) Uani 1 1 d . . . H10A H 0.5682 0.5317 0.4191 0.053 Uiso 1 1 calc R . . H10B H 0.5779 0.5896 0.3166 0.053 Uiso 1 1 calc R . . C11 C 0.4512(7) 0.6687(5) 0.4211(5) 0.0379(18) Uani 1 1 d . . . H11 H 0.3975 0.6529 0.4861 0.046 Uiso 1 1 calc R . . C12 C 0.3515(7) 0.7391(6) 0.3682(5) 0.053(2) Uani 1 1 d . . . H12A H 0.4046 0.7639 0.3072 0.064 Uiso 1 1 calc R . . H12B H 0.3033 0.7921 0.4045 0.064 Uiso 1 1 calc R . . C13 C 0.2440(8) 0.6941(7) 0.3517(6) 0.073(3) Uani 1 1 d . . . H13A H 0.1869 0.7395 0.3118 0.088 Uiso 1 1 calc R . . H13B H 0.1818 0.6776 0.4123 0.088 Uiso 1 1 calc R . . C14 C 0.3160(9) 0.6055(7) 0.3037(6) 0.067(3) Uani 1 1 d . . . H14A H 0.2452 0.5779 0.2925 0.080 Uiso 1 1 calc R . . H14B H 0.3767 0.6221 0.2424 0.080 Uiso 1 1 calc R . . C15 C 0.4004(8) 0.5358(6) 0.3639(5) 0.058(2) Uani 1 1 d . . . H15A H 0.4434 0.4780 0.3339 0.069 Uiso 1 1 calc R . . H15B H 0.3399 0.5193 0.4253 0.069 Uiso 1 1 calc R . . C16 C 0.4947(8) 0.9337(5) 0.4070(5) 0.053(2) Uani 1 1 d . . . H16A H 0.5519 0.9364 0.4497 0.063 Uiso 1 1 calc R . . H16B H 0.4253 0.8969 0.4413 0.063 Uiso 1 1 calc R . . C17 C 0.4246(9) 1.0300(6) 0.3716(6) 0.074(3) Uani 1 1 d . . . H17A H 0.3259 1.0455 0.4051 0.088 Uiso 1 1 calc R . . H17B H 0.4708 1.0770 0.3799 0.088 Uiso 1 1 calc R . . C18 C 0.4373(9) 1.0278(6) 0.2708(6) 0.067(3) Uani 1 1 d . . . H18A H 0.3585 1.0073 0.2615 0.081 Uiso 1 1 calc R . . H18B H 0.4402 1.0903 0.2346 0.081 Uiso 1 1 calc R . . C19 C 0.5686(9) 0.9599(6) 0.2423(5) 0.066(3) Uani 1 1 d . . . H19A H 0.5663 0.9296 0.1896 0.079 Uiso 1 1 calc R . . H19B H 0.6473 0.9910 0.2229 0.079 Uiso 1 1 calc R . . C20 C 0.3608(8) 0.5408(5) 0.8569(6) 0.074(3) Uani 1 1 d D . . H20A H 0.4437 0.5656 0.8493 0.089 Uiso 1 1 calc R . . H20B H 0.3629 0.5219 0.7965 0.089 Uiso 1 1 calc R . . C21 C 0.3594(9) 0.4587(6) 0.9322(6) 0.070(3) Uani 1 1 d D . . H21A H 0.3841 0.3997 0.9044 0.085 Uiso 1 1 calc R . . H21B H 0.4267 0.4555 0.9698 0.085 Uiso 1 1 calc R . . C22 C 0.2161(11) 0.4731(7) 0.9917(9) 0.174(8) Uani 1 1 d D . . H22A H 0.2184 0.4596 1.0587 0.209 Uiso 1 1 calc R . . H22B H 0.1657 0.4310 0.9786 0.209 Uiso 1 1 calc R . . C23 C 0.1457(8) 0.5730(5) 0.9687(5) 0.054(2) Uani 1 1 d D . . H23A H 0.0542 0.5771 0.9565 0.065 Uiso 1 1 calc R . . H23B H 0.1315 0.6082 1.0215 0.065 Uiso 1 1 calc R . . C24 C -0.1173(7) 0.7158(5) 0.8074(4) 0.0324(16) Uani 1 1 d . . . H24 H -0.0965 0.6901 0.7504 0.039 Uiso 1 1 calc R . . C25 C -0.2489(7) 0.7402(5) 0.8631(5) 0.0403(18) Uani 1 1 d . . . H25 H -0.3328 0.7353 0.8512 0.048 Uiso 1 1 calc R . . C26 C -0.2351(7) 0.7730(5) 0.9392(5) 0.0383(17) Uani 1 1 d . . . H26 H -0.3075 0.7942 0.9905 0.046 Uiso 1 1 calc R . . C27 C -0.0960(7) 0.7691(5) 0.9267(4) 0.0320(16) Uani 1 1 d . . . C28 C -0.0180(8) 0.8008(5) 0.9733(4) 0.0391(18) Uani 1 1 d . . . H28 H -0.0603 0.8244 1.0315 0.047 Uiso 1 1 calc R . . C29 C 0.1916(12) 0.8317(5) 0.9824(7) 0.095(4) Uani 1 1 d D . . H29 H 0.1114 0.8443 1.0372 0.115 Uiso 1 1 calc R . . C30 C 0.2748(7) 0.7635(5) 1.0402(5) 0.050(2) Uani 1 1 d D . . H30A H 0.3401 0.7168 1.0008 0.060 Uiso 1 1 calc R . . H30B H 0.2124 0.7302 1.0895 0.060 Uiso 1 1 calc R . . C31 C 0.3569(9) 0.8023(7) 1.0866(6) 0.080(3) Uani 1 1 d D . . H31A H 0.3143 0.7967 1.1545 0.096 Uiso 1 1 calc R . . H31B H 0.4514 0.7614 1.0783 0.096 Uiso 1 1 calc R . . C32 C 0.3711(16) 0.8986(7) 1.0564(13) 0.242(12) Uani 1 1 d D . . H32A H 0.4638 0.8962 1.0138 0.291 Uiso 1 1 calc R . . H32B H 0.3712 0.9247 1.1124 0.291 Uiso 1 1 calc R . . C33 C 0.2703(8) 0.9661(6) 1.0093(6) 0.064(3) Uani 1 1 d D . . H33A H 0.3200 1.0102 0.9639 0.077 Uiso 1 1 calc R . . H33B H 0.2015 1.0029 1.0569 0.077 Uiso 1 1 calc R . . C34 C 0.1909(10) 0.9297(5) 0.9576(8) 0.092(4) Uani 1 1 d D . . H34A H 0.0934 0.9661 0.9699 0.110 Uiso 1 1 calc R . . H34B H 0.2308 0.9414 0.8896 0.110 Uiso 1 1 calc R . . C35 C -0.0005(7) 0.9347(5) 0.7533(5) 0.050(2) Uani 1 1 d D . . H35A H 0.0080 0.9784 0.7923 0.060 Uiso 1 1 calc R . . H35B H -0.0785 0.9052 0.7870 0.060 Uiso 1 1 calc R . . C36 C -0.0233(8) 0.9853(6) 0.6599(5) 0.066(3) Uani 1 1 d D . . H36A H -0.0929 0.9629 0.6408 0.079 Uiso 1 1 calc R . . H36B H -0.0560 1.0535 0.6622 0.079 Uiso 1 1 calc R . . C37 C 0.1151(10) 0.9632(8) 0.5934(6) 0.114(5) Uani 1 1 d D . . H37A H 0.1052 0.9426 0.5369 0.137 Uiso 1 1 calc R . . H37B H 0.1536 1.0197 0.5736 0.137 Uiso 1 1 calc R . . C38 C 0.2077(8) 0.8893(7) 0.6400(5) 0.089(4) Uani 1 1 d D . . H38A H 0.2880 0.9116 0.6441 0.107 Uiso 1 1 calc R . . H38B H 0.2425 0.8344 0.6051 0.107 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 0.0315(7) 0.0346(7) 0.0218(6) -0.0042(5) -0.0033(5) -0.0027(5) V2 0.0265(7) 0.0438(8) 0.0336(7) 0.0022(6) -0.0053(5) -0.0097(6) Cl1 0.0430(11) 0.0582(13) 0.0239(9) -0.0065(8) -0.0086(7) -0.0124(9) Cl2 0.0469(11) 0.0445(12) 0.0298(9) -0.0024(8) -0.0014(8) -0.0160(9) Cl3 0.0425(12) 0.0878(17) 0.0378(11) -0.0197(11) 0.0051(9) -0.0129(11) Cl4 0.0304(11) 0.0817(17) 0.0600(13) 0.0052(11) -0.0075(9) -0.0221(10) N1 0.035(3) 0.034(4) 0.022(3) -0.003(2) -0.005(2) -0.006(3) N2 0.027(3) 0.031(3) 0.028(3) -0.002(2) -0.006(2) -0.003(2) N3 0.030(3) 0.036(4) 0.023(3) -0.011(2) -0.002(2) -0.009(3) N4 0.049(4) 0.032(4) 0.047(4) -0.003(3) -0.029(3) -0.008(3) O1 0.034(3) 0.035(3) 0.026(2) -0.004(2) -0.005(2) 0.001(2) O2 0.043(3) 0.039(3) 0.029(3) -0.004(2) -0.009(2) 0.008(2) O3 0.038(3) 0.038(3) 0.040(3) 0.003(2) 0.000(2) 0.003(2) O4 0.038(3) 0.053(4) 0.046(3) 0.016(3) -0.009(2) -0.010(3) C1 0.038(4) 0.043(5) 0.041(4) -0.016(4) 0.005(3) 0.009(4) C2 0.064(6) 0.045(6) 0.061(6) -0.026(4) 0.008(4) -0.005(4) C3 0.050(5) 0.031(5) 0.067(6) 0.001(4) -0.007(4) -0.002(4) C4 0.057(5) 0.043(5) 0.042(4) 0.002(4) -0.008(4) 0.011(4) C5 0.035(4) 0.032(4) 0.037(4) -0.009(3) -0.006(3) -0.008(3) C6 0.040(4) 0.039(5) 0.037(4) -0.006(3) -0.017(3) -0.004(3) C7 0.049(5) 0.037(5) 0.024(4) -0.002(3) -0.013(3) -0.007(4) C8 0.037(4) 0.028(4) 0.029(4) -0.007(3) -0.008(3) 0.002(3) C9 0.027(4) 0.035(4) 0.026(4) -0.007(3) 0.006(3) 0.005(3) C10 0.045(5) 0.050(5) 0.040(4) -0.008(4) -0.007(3) -0.016(4) C11 0.031(4) 0.048(5) 0.036(4) -0.004(3) -0.006(3) -0.014(4) C12 0.032(4) 0.061(6) 0.058(5) -0.009(4) -0.008(4) 0.001(4) C13 0.036(5) 0.113(9) 0.070(6) 0.005(6) -0.018(4) -0.022(5) C14 0.056(6) 0.082(8) 0.079(6) -0.005(6) -0.029(5) -0.034(5) C15 0.068(6) 0.072(7) 0.043(5) -0.004(4) -0.003(4) -0.046(5) C16 0.060(5) 0.041(5) 0.045(5) -0.019(4) 0.001(4) 0.005(4) C17 0.072(7) 0.060(7) 0.068(6) -0.017(5) -0.009(5) 0.018(5) C18 0.062(6) 0.054(6) 0.074(6) 0.004(5) -0.025(5) 0.007(5) C19 0.080(6) 0.059(6) 0.038(4) 0.009(4) -0.017(4) 0.011(5) C20 0.059(6) 0.048(6) 0.082(7) 0.002(5) 0.004(5) 0.016(4) C21 0.072(7) 0.047(6) 0.089(7) -0.007(5) -0.025(5) -0.002(5) C22 0.162(13) 0.077(10) 0.152(13) 0.051(8) 0.068(10) 0.041(8) C23 0.064(6) 0.037(5) 0.047(5) 0.008(4) 0.000(4) -0.008(4) C24 0.035(4) 0.033(4) 0.032(4) -0.003(3) -0.013(3) -0.008(3) C25 0.028(4) 0.046(5) 0.046(4) 0.002(4) -0.014(3) -0.007(3) C26 0.031(4) 0.039(5) 0.035(4) 0.003(3) -0.001(3) -0.002(3) C27 0.040(4) 0.031(4) 0.021(3) -0.001(3) -0.008(3) -0.002(3) C28 0.059(5) 0.030(4) 0.023(3) -0.006(3) -0.013(3) 0.004(4) C29 0.168(11) 0.054(7) 0.115(8) 0.026(6) -0.109(8) -0.060(7) C30 0.040(5) 0.060(6) 0.055(5) -0.011(4) -0.028(4) 0.000(4) C31 0.063(6) 0.133(10) 0.061(6) 0.026(6) -0.039(5) -0.051(6) C32 0.256(19) 0.076(10) 0.52(3) -0.113(15) -0.34(2) 0.063(11) C33 0.053(5) 0.066(7) 0.085(6) -0.036(5) -0.006(5) -0.026(5) C34 0.081(7) 0.051(6) 0.182(11) -0.019(7) -0.089(7) -0.018(5) C35 0.059(5) 0.040(5) 0.049(5) -0.003(4) -0.011(4) -0.010(4) C36 0.067(6) 0.055(6) 0.056(5) 0.016(4) -0.018(5) 0.007(5) C37 0.125(10) 0.103(9) 0.043(6) 0.030(6) 0.018(6) 0.027(7) C38 0.062(6) 0.111(9) 0.065(6) 0.047(6) 0.005(5) -0.029(6) _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 O1 2.025(4) . ? V1 N1 2.028(5) . ? V1 O2 2.029(5) . ? V1 N2 2.149(5) . ? V1 Cl1 2.350(2) . ? V1 Cl2 2.374(2) . ? V2 N3 2.010(5) . ? V2 O3 2.029(5) . ? V2 O4 2.044(5) . ? V2 N4 2.126(6) . ? V2 Cl4 2.358(2) . ? V2 Cl3 2.366(2) . ? N1 C5 1.342(7) . ? N1 C8 1.388(8) . ? N2 C9 1.327(8) . ? N2 C11 1.479(8) . ? N3 C24 1.356(7) . ? N3 C27 1.381(7) . ? N4 C28 1.292(8) . ? N4 C29 1.450(8) . ? O1 C4 1.454(8) . ? O1 C1 1.467(7) . ? O2 C19 1.453(8) . ? O2 C16 1.454(7) . ? O3 C23 1.452(6) . ? O3 C20 1.457(7) . ? O4 C35 1.442(7) . ? O4 C38 1.449(7) . ? C1 C2 1.460(10) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.506(10) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.472(9) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.383(9) . ? C5 H5 0.9500 . ? C6 C7 1.370(9) . ? C6 H6 0.9500 . ? C7 C8 1.392(8) . ? C7 H7 0.9500 . ? C8 C9 1.401(9) . ? C9 H9 0.9500 . ? C10 C11 1.530(9) . ? C10 C15 1.538(9) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.524(10) . ? C11 H11 1.0000 . ? C12 C13 1.531(10) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.540(12) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.491(11) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.494(11) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.483(11) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.468(10) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.499(8) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.486(8) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.493(8) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.380(9) . ? C24 H24 0.9500 . ? C25 C26 1.377(9) . ? C25 H25 0.9500 . ? C26 C27 1.379(9) . ? C26 H26 0.9500 . ? C27 C28 1.409(9) . ? C28 H28 0.9500 . ? C29 C34 1.440(8) . ? C29 C30 1.453(7) . ? C29 H29 1.0000 . ? C30 C31 1.504(7) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.459(9) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.465(8) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.516(7) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.502(7) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.496(8) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.453(8) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 N1 88.25(19) . . ? O1 V1 O2 177.98(18) . . ? N1 V1 O2 93.68(19) . . ? O1 V1 N2 91.93(19) . . ? N1 V1 N2 78.4(2) . . ? O2 V1 N2 87.85(19) . . ? O1 V1 Cl1 87.86(13) . . ? N1 V1 Cl1 174.69(17) . . ? O2 V1 Cl1 90.19(14) . . ? N2 V1 Cl1 98.11(15) . . ? O1 V1 Cl2 90.74(13) . . ? N1 V1 Cl2 90.64(15) . . ? O2 V1 Cl2 89.86(15) . . ? N2 V1 Cl2 168.65(15) . . ? Cl1 V1 Cl2 93.01(7) . . ? N3 V2 O3 92.4(2) . . ? N3 V2 O4 88.2(2) . . ? O3 V2 O4 178.8(2) . . ? N3 V2 N4 78.5(2) . . ? O3 V2 N4 87.6(2) . . ? O4 V2 N4 91.5(2) . . ? N3 V2 Cl4 174.72(16) . . ? O3 V2 Cl4 89.62(14) . . ? O4 V2 Cl4 89.66(14) . . ? N4 V2 Cl4 96.73(17) . . ? N3 V2 Cl3 91.57(15) . . ? O3 V2 Cl3 90.85(15) . . ? O4 V2 Cl3 90.19(16) . . ? N4 V2 Cl3 169.87(17) . . ? Cl4 V2 Cl3 93.26(8) . . ? C5 N1 C8 105.5(5) . . ? C5 N1 V1 138.4(4) . . ? C8 N1 V1 115.1(4) . . ? C9 N2 C11 116.0(5) . . ? C9 N2 V1 112.0(4) . . ? C11 N2 V1 131.9(4) . . ? C24 N3 C27 105.1(5) . . ? C24 N3 V2 139.2(4) . . ? C27 N3 V2 115.1(4) . . ? C28 N4 C29 119.2(7) . . ? C28 N4 V2 112.5(4) . . ? C29 N4 V2 128.3(6) . . ? C4 O1 C1 108.8(5) . . ? C4 O1 V1 126.8(4) . . ? C1 O1 V1 123.7(4) . . ? C19 O2 C16 108.8(5) . . ? C19 O2 V1 124.3(4) . . ? C16 O2 V1 126.3(4) . . ? C23 O3 C20 109.8(5) . . ? C23 O3 V2 125.3(4) . . ? C20 O3 V2 124.2(4) . . ? C35 O4 C38 110.3(5) . . ? C35 O4 V2 127.2(4) . . ? C38 O4 V2 121.8(5) . . ? C2 C1 O1 104.5(6) . . ? C2 C1 H1A 110.9 . . ? O1 C1 H1A 110.9 . . ? C2 C1 H1B 110.9 . . ? O1 C1 H1B 110.9 . . ? H1A C1 H1B 108.9 . . ? C1 C2 C3 105.2(6) . . ? C1 C2 H2A 110.7 . . ? C3 C2 H2A 110.7 . . ? C1 C2 H2B 110.7 . . ? C3 C2 H2B 110.7 . . ? H2A C2 H2B 108.8 . . ? C4 C3 C2 104.9(6) . . ? C4 C3 H3A 110.8 . . ? C2 C3 H3A 110.8 . . ? C4 C3 H3B 110.8 . . ? C2 C3 H3B 110.8 . . ? H3A C3 H3B 108.8 . . ? O1 C4 C3 106.9(6) . . ? O1 C4 H4A 110.3 . . ? C3 C4 H4A 110.3 . . ? O1 C4 H4B 110.3 . . ? C3 C4 H4B 110.3 . . ? H4A C4 H4B 108.6 . . ? N1 C5 C6 111.9(6) . . ? N1 C5 H5 124.1 . . ? C6 C5 H5 124.1 . . ? C7 C6 C5 106.1(6) . . ? C7 C6 H6 126.9 . . ? C5 C6 H6 126.9 . . ? C6 C7 C8 107.5(6) . . ? C6 C7 H7 126.2 . . ? C8 C7 H7 126.2 . . ? N1 C8 C7 109.0(6) . . ? N1 C8 C9 115.9(6) . . ? C7 C8 C9 134.8(6) . . ? N2 C9 C8 118.5(6) . . ? N2 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? C11 C10 C15 111.2(6) . . ? C11 C10 H10A 109.4 . . ? C15 C10 H10A 109.4 . . ? C11 C10 H10B 109.4 . . ? C15 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N2 C11 C12 111.6(6) . . ? N2 C11 C10 109.3(5) . . ? C12 C11 C10 113.0(6) . . ? N2 C11 H11 107.6 . . ? C12 C11 H11 107.6 . . ? C10 C11 H11 107.6 . . ? C11 C12 C13 111.3(7) . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12B 109.4 . . ? C13 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 C13 C14 110.6(6) . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C15 C14 C13 110.1(7) . . ? C15 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 . . ? C15 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.2 . . ? C14 C15 C10 109.5(7) . . ? C14 C15 H15A 109.8 . . ? C10 C15 H15A 109.8 . . ? C14 C15 H15B 109.8 . . ? C10 C15 H15B 109.8 . . ? H15A C15 H15B 108.2 . . ? O2 C16 C17 105.9(6) . . ? O2 C16 H16A 110.6 . . ? C17 C16 H16A 110.6 . . ? O2 C16 H16B 110.6 . . ? C17 C16 H16B 110.6 . . ? H16A C16 H16B 108.7 . . ? C18 C17 C16 105.0(7) . . ? C18 C17 H17A 110.7 . . ? C16 C17 H17A 110.7 . . ? C18 C17 H17B 110.7 . . ? C16 C17 H17B 110.7 . . ? H17A C17 H17B 108.8 . . ? C19 C18 C17 104.3(7) . . ? C19 C18 H18A 110.9 . . ? C17 C18 H18A 110.9 . . ? C19 C18 H18B 110.9 . . ? C17 C18 H18B 110.9 . . ? H18A C18 H18B 108.9 . . ? O2 C19 C18 105.2(6) . . ? O2 C19 H19A 110.7 . . ? C18 C19 H19A 110.7 . . ? O2 C19 H19B 110.7 . . ? C18 C19 H19B 110.7 . . ? H19A C19 H19B 108.8 . . ? O3 C20 C21 107.0(6) . . ? O3 C20 H20A 110.3 . . ? C21 C20 H20A 110.3 . . ? O3 C20 H20B 110.3 . . ? C21 C20 H20B 110.3 . . ? H20A C20 H20B 108.6 . . ? C22 C21 C20 106.5(7) . . ? C22 C21 H21A 110.4 . . ? C20 C21 H21A 110.4 . . ? C22 C21 H21B 110.4 . . ? C20 C21 H21B 110.4 . . ? H21A C21 H21B 108.6 . . ? C21 C22 C23 107.1(7) . . ? C21 C22 H22A 110.3 . . ? C23 C22 H22A 110.3 . . ? C21 C22 H22B 110.3 . . ? C23 C22 H22B 110.3 . . ? H22A C22 H22B 108.5 . . ? O3 C23 C22 107.3(6) . . ? O3 C23 H23A 110.3 . . ? C22 C23 H23A 110.3 . . ? O3 C23 H23B 110.3 . . ? C22 C23 H23B 110.3 . . ? H23A C23 H23B 108.5 . . ? N3 C24 C25 111.1(6) . . ? N3 C24 H24 124.5 . . ? C25 C24 H24 124.5 . . ? C26 C25 C24 106.8(6) . . ? C26 C25 H25 126.6 . . ? C24 C25 H25 126.6 . . ? C25 C26 C27 106.7(6) . . ? C25 C26 H26 126.6 . . ? C27 C26 H26 126.6 . . ? C26 C27 N3 110.4(6) . . ? C26 C27 C28 134.4(6) . . ? N3 C27 C28 114.9(6) . . ? N4 C28 C27 118.9(6) . . ? N4 C28 H28 120.5 . . ? C27 C28 H28 120.5 . . ? C34 C29 C30 126.9(7) . . ? C34 C29 N4 115.3(6) . . ? C30 C29 N4 117.5(6) . . ? C34 C29 H29 92.0 . . ? C30 C29 H29 92.0 . . ? N4 C29 H29 92.0 . . ? C29 C30 C31 115.7(7) . . ? C29 C30 H30A 108.4 . . ? C31 C30 H30A 108.4 . . ? C29 C30 H30B 108.4 . . ? C31 C30 H30B 108.4 . . ? H30A C30 H30B 107.4 . . ? C32 C31 C30 118.9(7) . . ? C32 C31 H31A 107.6 . . ? C30 C31 H31A 107.6 . . ? C32 C31 H31B 107.6 . . ? C30 C31 H31B 107.6 . . ? H31A C31 H31B 107.0 . . ? C31 C32 C33 120.2(9) . . ? C31 C32 H32A 107.3 . . ? C33 C32 H32A 107.3 . . ? C31 C32 H32B 107.3 . . ? C33 C32 H32B 107.3 . . ? H32A C32 H32B 106.9 . . ? C32 C33 C34 118.6(7) . . ? C32 C33 H33A 107.7 . . ? C34 C33 H33A 107.7 . . ? C32 C33 H33B 107.7 . . ? C34 C33 H33B 107.7 . . ? H33A C33 H33B 107.1 . . ? C29 C34 C33 115.0(7) . . ? C29 C34 H34A 108.5 . . ? C33 C34 H34A 108.5 . . ? C29 C34 H34B 108.5 . . ? C33 C34 H34B 108.5 . . ? H34A C34 H34B 107.5 . . ? O4 C35 C36 105.4(5) . . ? O4 C35 H35A 110.7 . . ? C36 C35 H35A 110.7 . . ? O4 C35 H35B 110.7 . . ? C36 C35 H35B 110.7 . . ? H35A C35 H35B 108.8 . . ? C37 C36 C35 105.2(6) . . ? C37 C36 H36A 110.7 . . ? C35 C36 H36A 110.7 . . ? C37 C36 H36B 110.7 . . ? C35 C36 H36B 110.7 . . ? H36A C36 H36B 108.8 . . ? C38 C37 C36 108.7(6) . . ? C38 C37 H37A 109.9 . . ? C36 C37 H37A 109.9 . . ? C38 C37 H37B 109.9 . . ? C36 C37 H37B 109.9 . . ? H37A C37 H37B 108.3 . . ? C37 C38 O4 106.4(6) . . ? C37 C38 H38A 110.5 . . ? O4 C38 H38A 110.5 . . ? C37 C38 H38B 110.5 . . ? O4 C38 H38B 110.5 . . ? H38A C38 H38B 108.6 . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.611 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.103 # Attachment 'complex_2c.cif' data_p164 _database_code_depnum_ccdc_archive 'CCDC 725660' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H37 Cl2 N2 O2 V' _chemical_formula_weight 519.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 P2(1)/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 16.8743(11) _cell_length_b 9.1538(6) _cell_length_c 34.753(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.2050(10) _cell_angle_gamma 90.00 _cell_volume 5226.1(6) _cell_formula_units_Z 8 _cell_measurement_temperature 187(2) _cell_measurement_reflns_used 2920 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 23.38 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 0.608 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8589 _exptl_absorpt_correction_T_max 0.9564 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 187(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28426 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_sigmaI/netI 0.0893 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 26.04 _reflns_number_total 10299 _reflns_number_gt 6293 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0636P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10299 _refine_ls_number_parameters 585 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1213 _refine_ls_R_factor_gt 0.0668 _refine_ls_wR_factor_ref 0.1527 _refine_ls_wR_factor_gt 0.1296 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 0.98102(4) 0.04811(7) 0.10134(2) 0.02377(18) Uani 1 1 d . . . V2 V 0.48743(4) 0.71468(7) 0.11118(2) 0.02265(17) Uani 1 1 d . . . Cl1 Cl 1.08965(6) 0.01621(13) 0.07015(4) 0.0419(3) Uani 1 1 d . . . Cl2 Cl 1.03698(6) 0.23075(11) 0.14555(3) 0.0377(3) Uani 1 1 d . . . Cl3 Cl 0.54122(6) 0.55645(11) 0.16271(3) 0.0371(3) Uani 1 1 d . . . Cl4 Cl 0.60088(6) 0.72689(13) 0.08247(3) 0.0425(3) Uani 1 1 d . . . O1 O 0.93043(15) 0.2018(3) 0.05971(8) 0.0298(7) Uani 1 1 d . . . O2 O 1.03238(14) -0.1173(3) 0.13924(8) 0.0270(6) Uani 1 1 d . . . O3 O 0.53371(14) 0.8939(3) 0.14381(8) 0.0258(6) Uani 1 1 d . . . O4 O 0.44566(15) 0.5413(3) 0.07472(8) 0.0311(7) Uani 1 1 d . . . N1 N 0.87510(18) 0.0330(3) 0.12669(9) 0.0229(7) Uani 1 1 d . . . N2 N 0.91067(18) -0.1002(3) 0.06523(10) 0.0258(8) Uani 1 1 d . . . N3 N 0.37470(18) 0.7303(3) 0.13028(9) 0.0245(7) Uani 1 1 d . . . N4 N 0.42106(18) 0.8488(3) 0.06951(10) 0.0264(8) Uani 1 1 d . . . C1 C 0.8375(2) -0.1320(4) 0.07468(12) 0.0233(9) Uani 1 1 d . . . C2 C 0.7914(2) -0.2241(4) 0.04635(12) 0.0305(10) Uani 1 1 d . . . H2 H 0.7392 -0.2632 0.0461 0.037 Uiso 1 1 calc R . . C3 C 0.8376(2) -0.2471(4) 0.01840(13) 0.0350(10) Uani 1 1 d . . . H3 H 0.8227 -0.3050 -0.0048 0.042 Uiso 1 1 calc R . . C4 C 0.9092(3) -0.1697(4) 0.03097(12) 0.0320(10) Uani 1 1 d . . . H4 H 0.9517 -0.1661 0.0172 0.038 Uiso 1 1 calc R . . C5 C 1.0214(3) -0.2709(4) 0.12954(14) 0.0396(11) Uani 1 1 d . . . H5A H 1.0452 -0.2958 0.1069 0.048 Uiso 1 1 calc R . . H5B H 0.9629 -0.2968 0.1229 0.048 Uiso 1 1 calc R . . C6 C 1.0654(3) -0.3495(5) 0.16634(14) 0.0427(12) Uani 1 1 d . . . H6A H 1.0830 -0.4480 0.1600 0.051 Uiso 1 1 calc R . . H6B H 1.0305 -0.3587 0.1856 0.051 Uiso 1 1 calc R . . C7 C 1.1381(3) -0.2512(5) 0.18213(15) 0.0499(13) Uani 1 1 d . . . H7A H 1.1525 -0.2526 0.2114 0.060 Uiso 1 1 calc R . . H7B H 1.1858 -0.2835 0.1723 0.060 Uiso 1 1 calc R . . C8 C 1.1119(2) -0.1004(5) 0.16709(14) 0.0417(12) Uani 1 1 d . . . H8A H 1.1070 -0.0356 0.1892 0.050 Uiso 1 1 calc R . . H8B H 1.1520 -0.0576 0.1536 0.050 Uiso 1 1 calc R . . C9 C 0.8466(3) -0.2344(5) 0.20692(18) 0.0634(16) Uani 1 1 d . . . H9A H 0.8241 -0.2151 0.2301 0.095 Uiso 1 1 calc R . . H9B H 0.8728 -0.3305 0.2097 0.095 Uiso 1 1 calc R . . H9C H 0.8026 -0.2328 0.1830 0.095 Uiso 1 1 calc R . . C10 C 0.9797(3) -0.1223(5) 0.24028(15) 0.0581(15) Uani 1 1 d . . . H10A H 1.0173 -0.0416 0.2391 0.087 Uiso 1 1 calc R . . H10B H 1.0086 -0.2154 0.2409 0.087 Uiso 1 1 calc R . . H10C H 0.9587 -0.1128 0.2642 0.087 Uiso 1 1 calc R . . C11 C 0.9090(2) -0.1175(4) 0.20390(12) 0.0331(10) Uani 1 1 d . . . H11 H 0.9313 -0.1409 0.1803 0.040 Uiso 1 1 calc R . . C12 C 0.8707(2) 0.0341(4) 0.19754(12) 0.0294(10) Uani 1 1 d . . . C13 C 0.8488(2) 0.1049(5) 0.22896(13) 0.0379(11) Uani 1 1 d . . . H13 H 0.8584 0.0589 0.2541 0.045 Uiso 1 1 calc R . . C14 C 0.8132(2) 0.2412(5) 0.22397(14) 0.0412(12) Uani 1 1 d . . . H14 H 0.7982 0.2878 0.2457 0.049 Uiso 1 1 calc R . . C15 C 0.7994(2) 0.3106(5) 0.18800(15) 0.0398(12) Uani 1 1 d . . . H15 H 0.7748 0.4046 0.1851 0.048 Uiso 1 1 calc R . . C16 C 0.8210(2) 0.2447(4) 0.15567(13) 0.0295(10) Uani 1 1 d . . . C17 C 0.8556(2) 0.1041(4) 0.16079(12) 0.0246(9) Uani 1 1 d . . . C18 C 0.8036(3) 0.3225(5) 0.11617(14) 0.0387(11) Uani 1 1 d . . . H18 H 0.8361 0.2728 0.0993 0.046 Uiso 1 1 calc R . . C19 C 0.8297(4) 0.4817(5) 0.11997(19) 0.084(2) Uani 1 1 d . . . H19A H 0.7914 0.5378 0.1315 0.126 Uiso 1 1 calc R . . H19B H 0.8301 0.5208 0.0938 0.126 Uiso 1 1 calc R . . H19C H 0.8844 0.4891 0.1371 0.126 Uiso 1 1 calc R . . C20 C 0.7143(3) 0.3084(7) 0.09542(17) 0.081(2) Uani 1 1 d . . . H20A H 0.7008 0.2051 0.0900 0.121 Uiso 1 1 calc R . . H20B H 0.7039 0.3627 0.0705 0.121 Uiso 1 1 calc R . . H20C H 0.6804 0.3482 0.1124 0.121 Uiso 1 1 calc R . . C21 C 0.9726(3) 0.3348(5) 0.05178(15) 0.0437(12) Uani 1 1 d . . . H21A H 1.0295 0.3127 0.0507 0.052 Uiso 1 1 calc R . . H21B H 0.9729 0.4088 0.0726 0.052 Uiso 1 1 calc R . . C22 C 0.9249(3) 0.3890(5) 0.01222(15) 0.0447(13) Uani 1 1 d . . . H22A H 0.9244 0.4971 0.0113 0.054 Uiso 1 1 calc R . . H22B H 0.9484 0.3514 -0.0095 0.054 Uiso 1 1 calc R . . C23 C 0.8405(3) 0.3293(5) 0.00928(14) 0.0413(12) Uani 1 1 d . . . H23A H 0.8096 0.3899 0.0244 0.050 Uiso 1 1 calc R . . H23B H 0.8097 0.3230 -0.0186 0.050 Uiso 1 1 calc R . . C24 C 0.8580(2) 0.1806(5) 0.02728(13) 0.0378(11) Uani 1 1 d . . . H24A H 0.8115 0.1445 0.0375 0.045 Uiso 1 1 calc R . . H24B H 0.8694 0.1100 0.0076 0.045 Uiso 1 1 calc R . . C25 C 0.8218(2) -0.0605(4) 0.10775(11) 0.0247(9) Uani 1 1 d . . . H25 H 0.7732 -0.0796 0.1163 0.030 Uiso 1 1 calc R . . C26 C 0.3431(2) 0.8795(4) 0.07411(12) 0.0259(9) Uani 1 1 d . . . C27 C 0.3025(2) 0.9674(4) 0.04335(13) 0.0323(10) Uani 1 1 d . . . H27 H 0.2488 1.0048 0.0397 0.039 Uiso 1 1 calc R . . C28 C 0.3558(3) 0.9899(4) 0.01893(13) 0.0358(11) Uani 1 1 d . . . H28 H 0.3453 1.0451 -0.0048 0.043 Uiso 1 1 calc R . . C29 C 0.4274(2) 0.9169(4) 0.03565(12) 0.0314(10) Uani 1 1 d . . . H29 H 0.4744 0.9148 0.0249 0.038 Uiso 1 1 calc R . . C30 C 0.3887(3) 0.5513(5) 0.03623(12) 0.0412(11) Uani 1 1 d . . . H30A H 0.4093 0.6189 0.0186 0.049 Uiso 1 1 calc R . . H30B H 0.3348 0.5860 0.0391 0.049 Uiso 1 1 calc R . . C31 C 0.3830(3) 0.3979(5) 0.02021(15) 0.0571(15) Uani 1 1 d . . . H31A H 0.3407 0.3412 0.0292 0.068 Uiso 1 1 calc R . . H31B H 0.3707 0.3978 -0.0090 0.068 Uiso 1 1 calc R . . C32 C 0.4661(3) 0.3372(5) 0.03711(17) 0.0629(16) Uani 1 1 d . . . H32A H 0.4641 0.2295 0.0393 0.075 Uiso 1 1 calc R . . H32B H 0.5041 0.3632 0.0203 0.075 Uiso 1 1 calc R . . C33 C 0.4920(3) 0.4050(5) 0.07670(17) 0.0576(16) Uani 1 1 d . . . H33A H 0.4797 0.3396 0.0973 0.069 Uiso 1 1 calc R . . H33B H 0.5512 0.4253 0.0830 0.069 Uiso 1 1 calc R . . C34 C 0.6124(2) 0.8905(5) 0.17233(14) 0.0450(12) Uani 1 1 d . . . H34A H 0.6081 0.8348 0.1962 0.054 Uiso 1 1 calc R . . H34B H 0.6541 0.8436 0.1605 0.054 Uiso 1 1 calc R . . C35 C 0.6346(3) 1.0425(5) 0.18264(18) 0.0645(16) Uani 1 1 d . . . H35A H 0.6778 1.0754 0.1695 0.077 Uiso 1 1 calc R . . H35B H 0.6547 1.0530 0.2116 0.077 Uiso 1 1 calc R . . C36 C 0.5588(3) 1.1305(5) 0.16856(15) 0.0532(14) Uani 1 1 d . . . H36A H 0.5717 1.2298 0.1605 0.064 Uiso 1 1 calc R . . H36B H 0.5275 1.1384 0.1893 0.064 Uiso 1 1 calc R . . C37 C 0.5130(3) 1.0447(4) 0.13391(15) 0.0462(12) Uani 1 1 d . . . H37A H 0.4537 1.0606 0.1300 0.055 Uiso 1 1 calc R . . H37B H 0.5299 1.0733 0.1095 0.055 Uiso 1 1 calc R . . C38 C 0.4707(3) 0.8794(6) 0.24798(15) 0.0659(16) Uani 1 1 d . . . H38A H 0.4400 0.8793 0.2688 0.099 Uiso 1 1 calc R . . H38B H 0.5022 0.9700 0.2495 0.099 Uiso 1 1 calc R . . H38C H 0.5078 0.7956 0.2516 0.099 Uiso 1 1 calc R . . C39 C 0.3509(3) 0.9952(5) 0.20226(18) 0.0618(15) Uani 1 1 d . . . H39A H 0.3141 0.9889 0.1760 0.093 Uiso 1 1 calc R . . H39B H 0.3803 1.0883 0.2047 0.093 Uiso 1 1 calc R . . H39C H 0.3192 0.9894 0.2226 0.093 Uiso 1 1 calc R . . C40 C 0.4117(2) 0.8691(5) 0.20762(13) 0.0382(11) Uani 1 1 d . . . H40 H 0.4443 0.8804 0.1871 0.046 Uiso 1 1 calc R . . C41 C 0.3681(2) 0.7236(5) 0.20049(12) 0.0319(10) Uani 1 1 d . . . C42 C 0.3443(3) 0.6513(5) 0.23125(13) 0.0422(12) Uani 1 1 d . . . H42 H 0.3570 0.6928 0.2570 0.051 Uiso 1 1 calc R . . C43 C 0.3029(3) 0.5214(6) 0.22518(14) 0.0458(13) Uani 1 1 d . . . H43 H 0.2864 0.4748 0.2465 0.055 Uiso 1 1 calc R . . C44 C 0.2850(3) 0.4585(5) 0.18831(15) 0.0416(12) Uani 1 1 d . . . H44 H 0.2565 0.3684 0.1845 0.050 Uiso 1 1 calc R . . C45 C 0.3082(2) 0.5247(4) 0.15631(13) 0.0311(10) Uani 1 1 d . . . C46 C 0.3495(2) 0.6581(4) 0.16302(12) 0.0281(10) Uani 1 1 d . . . C47 C 0.2864(3) 0.4527(5) 0.11576(15) 0.0437(12) Uani 1 1 d . . . H47 H 0.3208 0.4984 0.0991 0.052 Uiso 1 1 calc R . . C48 C 0.1973(3) 0.4799(6) 0.09559(16) 0.0632(15) Uani 1 1 d . . . H48A H 0.1622 0.4345 0.1111 0.095 Uiso 1 1 calc R . . H48B H 0.1856 0.4374 0.0690 0.095 Uiso 1 1 calc R . . H48C H 0.1869 0.5853 0.0937 0.095 Uiso 1 1 calc R . . C49 C 0.3042(4) 0.2896(5) 0.11806(19) 0.080(2) Uani 1 1 d . . . H49A H 0.3592 0.2729 0.1342 0.121 Uiso 1 1 calc R . . H49B H 0.3004 0.2512 0.0914 0.121 Uiso 1 1 calc R . . H49C H 0.2645 0.2398 0.1301 0.121 Uiso 1 1 calc R . . C50 C 0.3223(2) 0.8138(4) 0.10698(12) 0.0261(9) Uani 1 1 d . . . H50 H 0.2702 0.8303 0.1122 0.031 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 0.0231(4) 0.0275(4) 0.0199(4) -0.0002(3) 0.0034(3) -0.0002(3) V2 0.0225(4) 0.0255(4) 0.0177(4) -0.0010(3) 0.0000(3) 0.0021(3) Cl1 0.0316(6) 0.0611(8) 0.0364(7) 0.0041(6) 0.0147(5) 0.0030(5) Cl2 0.0392(6) 0.0366(6) 0.0343(7) -0.0065(5) 0.0019(5) -0.0078(5) Cl3 0.0410(6) 0.0337(6) 0.0310(7) 0.0072(5) -0.0036(5) 0.0049(5) Cl4 0.0312(6) 0.0610(8) 0.0375(7) -0.0042(6) 0.0127(5) 0.0039(5) O1 0.0268(15) 0.0306(16) 0.0290(17) 0.0047(13) -0.0003(12) -0.0049(12) O2 0.0220(14) 0.0294(15) 0.0268(17) 0.0003(13) -0.0002(12) 0.0012(12) O3 0.0243(15) 0.0274(15) 0.0222(16) -0.0004(12) -0.0022(11) -0.0001(11) O4 0.0272(15) 0.0335(16) 0.0280(18) -0.0077(13) -0.0031(12) 0.0061(12) N1 0.0227(17) 0.0270(18) 0.0183(19) -0.0002(15) 0.0030(13) 0.0008(14) N2 0.0286(19) 0.0288(19) 0.0187(19) 0.0014(15) 0.0025(14) 0.0024(14) N3 0.0248(18) 0.0295(19) 0.0177(18) -0.0006(15) 0.0020(14) 0.0009(14) N4 0.0272(19) 0.0297(19) 0.021(2) 0.0016(15) 0.0024(14) 0.0012(14) C1 0.021(2) 0.025(2) 0.021(2) 0.0033(17) 0.0000(16) 0.0027(16) C2 0.029(2) 0.031(2) 0.028(3) -0.0038(19) -0.0013(18) -0.0009(18) C3 0.042(3) 0.033(2) 0.024(3) -0.0069(19) -0.004(2) 0.006(2) C4 0.041(3) 0.036(2) 0.019(2) -0.0016(19) 0.0067(19) 0.007(2) C5 0.040(3) 0.034(3) 0.042(3) 0.001(2) 0.002(2) 0.007(2) C6 0.046(3) 0.033(3) 0.046(3) 0.009(2) 0.003(2) 0.012(2) C7 0.040(3) 0.052(3) 0.052(3) 0.005(3) -0.002(2) 0.014(2) C8 0.027(2) 0.045(3) 0.045(3) 0.004(2) -0.011(2) 0.005(2) C9 0.057(4) 0.051(3) 0.083(5) 0.007(3) 0.018(3) 0.002(3) C10 0.054(3) 0.070(4) 0.039(3) 0.008(3) -0.013(2) 0.016(3) C11 0.033(2) 0.047(3) 0.019(2) 0.005(2) 0.0065(18) 0.005(2) C12 0.023(2) 0.043(3) 0.021(2) -0.003(2) 0.0026(17) -0.0050(18) C13 0.032(2) 0.061(3) 0.020(2) -0.006(2) 0.0030(19) -0.003(2) C14 0.036(3) 0.057(3) 0.030(3) -0.020(2) 0.005(2) -0.004(2) C15 0.031(3) 0.038(3) 0.050(3) -0.014(2) 0.009(2) 0.000(2) C16 0.024(2) 0.031(2) 0.033(3) -0.0035(19) 0.0060(18) -0.0027(18) C17 0.019(2) 0.031(2) 0.023(2) -0.0047(18) 0.0025(16) -0.0053(17) C18 0.043(3) 0.033(3) 0.041(3) 0.006(2) 0.011(2) 0.013(2) C19 0.145(6) 0.040(3) 0.073(5) 0.009(3) 0.036(4) 0.003(4) C20 0.048(4) 0.141(6) 0.048(4) 0.030(4) 0.003(3) 0.023(4) C21 0.041(3) 0.038(3) 0.051(3) 0.010(2) 0.008(2) -0.007(2) C22 0.043(3) 0.039(3) 0.054(4) 0.019(2) 0.015(2) 0.007(2) C23 0.041(3) 0.039(3) 0.039(3) 0.013(2) 0.001(2) 0.007(2) C24 0.034(3) 0.045(3) 0.028(3) 0.005(2) -0.0064(19) -0.001(2) C25 0.024(2) 0.029(2) 0.020(2) 0.0062(18) 0.0038(17) 0.0012(17) C26 0.024(2) 0.028(2) 0.022(2) 0.0005(18) -0.0002(17) 0.0054(17) C27 0.032(2) 0.031(2) 0.029(3) 0.001(2) -0.0044(19) 0.0044(18) C28 0.048(3) 0.030(2) 0.023(3) 0.0066(19) -0.003(2) 0.001(2) C29 0.039(3) 0.031(2) 0.024(3) 0.0017(19) 0.0058(19) -0.0022(19) C30 0.050(3) 0.049(3) 0.018(2) -0.009(2) -0.006(2) -0.002(2) C31 0.080(4) 0.058(3) 0.030(3) -0.014(3) 0.004(3) -0.026(3) C32 0.084(4) 0.044(3) 0.066(4) -0.021(3) 0.028(3) -0.003(3) C33 0.046(3) 0.039(3) 0.078(4) -0.028(3) -0.007(3) 0.016(2) C34 0.030(2) 0.055(3) 0.039(3) -0.007(2) -0.015(2) -0.003(2) C35 0.053(3) 0.053(3) 0.073(4) -0.011(3) -0.015(3) -0.014(3) C36 0.068(4) 0.035(3) 0.049(4) -0.010(2) -0.001(3) -0.007(3) C37 0.056(3) 0.027(3) 0.047(3) -0.002(2) -0.006(2) 0.002(2) C38 0.063(4) 0.080(4) 0.042(4) -0.013(3) -0.015(3) -0.007(3) C39 0.052(3) 0.059(3) 0.074(5) -0.003(3) 0.012(3) -0.002(3) C40 0.032(2) 0.062(3) 0.019(2) -0.007(2) 0.0026(19) -0.001(2) C41 0.022(2) 0.052(3) 0.021(2) 0.005(2) 0.0038(17) 0.0098(19) C42 0.034(3) 0.071(4) 0.018(3) 0.003(2) 0.0004(19) 0.010(2) C43 0.037(3) 0.072(4) 0.029(3) 0.022(3) 0.009(2) 0.009(2) C44 0.036(3) 0.041(3) 0.050(3) 0.018(2) 0.016(2) 0.008(2) C45 0.031(2) 0.032(2) 0.032(3) 0.008(2) 0.0113(19) 0.0064(19) C46 0.025(2) 0.037(2) 0.024(2) 0.0060(19) 0.0087(18) 0.0091(18) C47 0.059(3) 0.032(3) 0.047(3) -0.002(2) 0.028(3) -0.007(2) C48 0.075(4) 0.078(4) 0.037(3) -0.018(3) 0.014(3) -0.017(3) C49 0.133(6) 0.040(3) 0.083(5) -0.013(3) 0.054(4) -0.001(3) C50 0.020(2) 0.032(2) 0.025(2) -0.0021(19) 0.0040(17) 0.0059(17) _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 2.037(3) . ? V1 O1 2.058(3) . ? V1 O2 2.064(3) . ? V1 N1 2.170(3) . ? V1 Cl2 2.3203(12) . ? V1 Cl1 2.3512(12) . ? V2 N4 2.029(3) . ? V2 O3 2.045(3) . ? V2 O4 2.052(3) . ? V2 N3 2.158(3) . ? V2 Cl3 2.3208(12) . ? V2 Cl4 2.3548(12) . ? O1 C21 1.467(4) . ? O1 C24 1.474(5) . ? O2 C5 1.447(4) . ? O2 C8 1.472(4) . ? O3 C37 1.446(5) . ? O3 C34 1.465(4) . ? O4 C30 1.461(5) . ? O4 C33 1.466(5) . ? N1 C25 1.305(5) . ? N1 C17 1.454(5) . ? N2 C4 1.345(5) . ? N2 C1 1.379(4) . ? N3 C50 1.302(5) . ? N3 C46 1.460(5) . ? N4 C29 1.357(5) . ? N4 C26 1.389(4) . ? C1 C2 1.391(5) . ? C1 C25 1.399(5) . ? C2 C3 1.393(6) . ? C2 H2 0.9500 . ? C3 C4 1.382(5) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 C6 1.507(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.519(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.506(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C11 1.522(6) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.528(6) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.525(5) . ? C11 H11 1.0000 . ? C12 C13 1.391(5) . ? C12 C17 1.400(5) . ? C13 C14 1.378(6) . ? C13 H13 0.9500 . ? C14 C15 1.374(6) . ? C14 H14 0.9500 . ? C15 C16 1.395(6) . ? C15 H15 0.9500 . ? C16 C17 1.408(5) . ? C16 C18 1.514(6) . ? C18 C19 1.519(6) . ? C18 C20 1.521(6) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.509(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.508(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.499(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25 0.9500 . ? C26 C27 1.388(5) . ? C26 C50 1.404(5) . ? C27 C28 1.386(6) . ? C27 H27 0.9500 . ? C28 C29 1.387(5) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C31 1.505(6) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.498(7) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.481(7) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.464(6) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.495(6) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.496(6) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C40 1.526(6) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 C40 1.527(6) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.514(6) . ? C40 H40 1.0000 . ? C41 C42 1.392(6) . ? C41 C46 1.402(6) . ? C42 C43 1.371(6) . ? C42 H42 0.9500 . ? C43 C44 1.374(6) . ? C43 H43 0.9500 . ? C44 C45 1.398(6) . ? C44 H44 0.9500 . ? C45 C46 1.399(5) . ? C45 C47 1.523(6) . ? C47 C49 1.522(6) . ? C47 C48 1.527(6) . ? C47 H47 1.0000 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 H50 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 V1 O1 86.14(12) . . ? N2 V1 O2 90.27(11) . . ? O1 V1 O2 175.24(11) . . ? N2 V1 N1 77.84(12) . . ? O1 V1 N1 94.66(11) . . ? O2 V1 N1 87.64(11) . . ? N2 V1 Cl2 168.58(9) . . ? O1 V1 Cl2 90.78(8) . . ? O2 V1 Cl2 93.34(8) . . ? N1 V1 Cl2 91.47(9) . . ? N2 V1 Cl1 92.24(9) . . ? O1 V1 Cl1 90.15(8) . . ? O2 V1 Cl1 86.85(8) . . ? N1 V1 Cl1 168.63(9) . . ? Cl2 V1 Cl1 98.77(5) . . ? N4 V2 O3 89.36(12) . . ? N4 V2 O4 88.37(12) . . ? O3 V2 O4 175.08(11) . . ? N4 V2 N3 78.34(12) . . ? O3 V2 N3 91.61(11) . . ? O4 V2 N3 92.21(11) . . ? N4 V2 Cl3 169.44(9) . . ? O3 V2 Cl3 92.30(8) . . ? O4 V2 Cl3 90.72(8) . . ? N3 V2 Cl3 91.19(9) . . ? N4 V2 Cl4 92.21(9) . . ? O3 V2 Cl4 87.27(8) . . ? O4 V2 Cl4 88.45(8) . . ? N3 V2 Cl4 170.50(9) . . ? Cl3 V2 Cl4 98.29(5) . . ? C21 O1 C24 108.6(3) . . ? C21 O1 V1 123.9(2) . . ? C24 O1 V1 125.9(2) . . ? C5 O2 C8 107.7(3) . . ? C5 O2 V1 123.5(2) . . ? C8 O2 V1 122.0(2) . . ? C37 O3 C34 108.3(3) . . ? C37 O3 V2 126.4(2) . . ? C34 O3 V2 122.1(2) . . ? C30 O4 C33 109.2(3) . . ? C30 O4 V2 125.3(2) . . ? C33 O4 V2 121.7(2) . . ? C25 N1 C17 116.5(3) . . ? C25 N1 V1 111.9(2) . . ? C17 N1 V1 131.5(2) . . ? C4 N2 C1 105.9(3) . . ? C4 N2 V1 138.7(3) . . ? C1 N2 V1 114.9(3) . . ? C50 N3 C46 118.2(3) . . ? C50 N3 V2 111.6(3) . . ? C46 N3 V2 130.1(2) . . ? C29 N4 C26 105.8(3) . . ? C29 N4 V2 139.1(3) . . ? C26 N4 V2 115.0(3) . . ? N2 C1 C2 110.2(4) . . ? N2 C1 C25 116.4(3) . . ? C2 C1 C25 133.2(4) . . ? C1 C2 C3 105.9(4) . . ? C1 C2 H2 127.0 . . ? C3 C2 H2 127.0 . . ? C4 C3 C2 106.8(4) . . ? C4 C3 H3 126.6 . . ? C2 C3 H3 126.6 . . ? N2 C4 C3 111.2(4) . . ? N2 C4 H4 124.4 . . ? C3 C4 H4 124.4 . . ? O2 C5 C6 104.7(4) . . ? O2 C5 H5A 110.8 . . ? C6 C5 H5A 110.8 . . ? O2 C5 H5B 110.8 . . ? C6 C5 H5B 110.8 . . ? H5A C5 H5B 108.9 . . ? C5 C6 C7 102.9(4) . . ? C5 C6 H6A 111.2 . . ? C7 C6 H6A 111.2 . . ? C5 C6 H6B 111.2 . . ? C7 C6 H6B 111.2 . . ? H6A C6 H6B 109.1 . . ? C8 C7 C6 105.6(3) . . ? C8 C7 H7A 110.6 . . ? C6 C7 H7A 110.6 . . ? C8 C7 H7B 110.6 . . ? C6 C7 H7B 110.6 . . ? H7A C7 H7B 108.7 . . ? O2 C8 C7 106.4(3) . . ? O2 C8 H8A 110.4 . . ? C7 C8 H8A 110.4 . . ? O2 C8 H8B 110.4 . . ? C7 C8 H8B 110.4 . . ? H8A C8 H8B 108.6 . . ? C11 C9 H9A 109.5 . . ? C11 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C11 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 C12 111.9(3) . . ? C9 C11 C10 110.2(4) . . ? C12 C11 C10 111.7(4) . . ? C9 C11 H11 107.6 . . ? C12 C11 H11 107.6 . . ? C10 C11 H11 107.6 . . ? C13 C12 C17 118.5(4) . . ? C13 C12 C11 119.4(4) . . ? C17 C12 C11 122.1(4) . . ? C14 C13 C12 120.6(4) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C15 C14 C13 120.8(4) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 120.7(4) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C15 C16 C17 118.1(4) . . ? C15 C16 C18 119.6(4) . . ? C17 C16 C18 122.2(4) . . ? C12 C17 C16 121.2(4) . . ? C12 C17 N1 120.7(3) . . ? C16 C17 N1 118.1(4) . . ? C16 C18 C19 112.3(4) . . ? C16 C18 C20 110.9(4) . . ? C19 C18 C20 111.0(4) . . ? C16 C18 H18 107.5 . . ? C19 C18 H18 107.5 . . ? C20 C18 H18 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 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O1 C21 C22 105.3(3) . . ? O1 C21 H21A 110.7 . . ? C22 C21 H21A 110.7 . . ? O1 C21 H21B 110.7 . . ? C22 C21 H21B 110.7 . . ? H21A C21 H21B 108.8 . . ? C23 C22 C21 103.9(3) . . ? C23 C22 H22A 111.0 . . ? C21 C22 H22A 111.0 . . ? C23 C22 H22B 111.0 . . ? C21 C22 H22B 111.0 . . ? H22A C22 H22B 109.0 . . ? C24 C23 C22 102.0(3) . . ? C24 C23 H23A 111.4 . . ? C22 C23 H23A 111.4 . . ? C24 C23 H23B 111.4 . . ? C22 C23 H23B 111.4 . . ? H23A C23 H23B 109.2 . . ? O1 C24 C23 104.5(3) . . ? O1 C24 H24A 110.9 . . ? C23 C24 H24A 110.9 . . ? O1 C24 H24B 110.9 . . ? C23 C24 H24B 110.9 . . ? H24A C24 H24B 108.9 . . ? N1 C25 C1 118.9(3) . . ? N1 C25 H25 120.6 . . ? C1 C25 H25 120.6 . . ? C27 C26 N4 110.0(4) . . ? C27 C26 C50 134.7(4) . . ? N4 C26 C50 115.2(3) . . ? C28 C27 C26 106.4(4) . . ? C28 C27 H27 126.8 . . ? C26 C27 H27 126.8 . . ? C27 C28 C29 107.3(4) . . ? C27 C28 H28 126.4 . . ? C29 C28 H28 126.4 . . ? N4 C29 C28 110.5(4) . . ? N4 C29 H29 124.8 . . ? C28 C29 H29 124.8 . . ? O4 C30 C31 104.7(4) . . ? O4 C30 H30A 110.8 . . ? C31 C30 H30A 110.8 . . ? O4 C30 H30B 110.8 . . ? C31 C30 H30B 110.8 . . ? H30A C30 H30B 108.9 . . ? C32 C31 C30 103.1(4) . . ? C32 C31 H31A 111.1 . . ? C30 C31 H31A 111.1 . . ? C32 C31 H31B 111.1 . . ? C30 C31 H31B 111.1 . . ? H31A C31 H31B 109.1 . . ? C33 C32 C31 105.0(4) . . ? C33 C32 H32A 110.7 . . ? C31 C32 H32A 110.7 . . ? C33 C32 H32B 110.7 . . ? C31 C32 H32B 110.7 . . ? H32A C32 H32B 108.8 . . ? O4 C33 C32 105.8(4) . . ? O4 C33 H33A 110.6 . . ? C32 C33 H33A 110.6 . . ? O4 C33 H33B 110.6 . . ? C32 C33 H33B 110.6 . . ? H33A C33 H33B 108.7 . . ? C35 C34 O3 106.7(4) . . ? C35 C34 H34A 110.4 . . ? O3 C34 H34A 110.4 . . ? C35 C34 H34B 110.4 . . ? O3 C34 H34B 110.4 . . ? H34A C34 H34B 108.6 . . ? C34 C35 C36 106.3(4) . . ? C34 C35 H35A 110.5 . . ? C36 C35 H35A 110.5 . . ? C34 C35 H35B 110.5 . . ? C36 C35 H35B 110.5 . . ? H35A C35 H35B 108.7 . . ? C35 C36 C37 103.1(4) . . ? C35 C36 H36A 111.1 . . ? C37 C36 H36A 111.1 . . ? C35 C36 H36B 111.1 . . ? C37 C36 H36B 111.1 . . ? H36A C36 H36B 109.1 . . ? O3 C37 C36 104.9(4) . . ? O3 C37 H37A 110.8 . . ? C36 C37 H37A 110.8 . . ? O3 C37 H37B 110.8 . . ? C36 C37 H37B 110.8 . . ? H37A C37 H37B 108.8 . . ? C40 C38 H38A 109.5 . . ? C40 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C40 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 H39A 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C40 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C38 113.3(4) . . ? C41 C40 C39 110.9(4) . . ? C38 C40 C39 110.1(4) . . ? C41 C40 H40 107.4 . . ? C38 C40 H40 107.4 . . ? C39 C40 H40 107.4 . . ? C42 C41 C46 117.8(4) . . ? C42 C41 C40 120.5(4) . . ? C46 C41 C40 121.7(4) . . ? C43 C42 C41 121.4(4) . . ? C43 C42 H42 119.3 . . ? C41 C42 H42 119.3 . . ? C42 C43 C44 120.1(4) . . ? C42 C43 H43 119.9 . . ? C44 C43 H43 119.9 . . ? C43 C44 C45 121.3(4) . . ? C43 C44 H44 119.4 . . ? C45 C44 H44 119.4 . . ? C44 C45 C46 117.7(4) . . ? C44 C45 C47 119.8(4) . . ? C46 C45 C47 122.5(4) . . ? C45 C46 C41 121.7(4) . . ? C45 C46 N3 119.2(4) . . ? C41 C46 N3 119.1(4) . . ? C49 C47 C45 111.9(4) . . ? C49 C47 C48 110.3(4) . . ? C45 C47 C48 111.0(4) . . ? C49 C47 H47 107.8 . . ? C45 C47 H47 107.8 . . ? C48 C47 H47 107.8 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? N3 C50 C26 119.8(3) . . ? N3 C50 H50 120.1 . . ? C26 C50 H50 120.1 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.575 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.085 # Attachment 'complex_2e.cif' data_s301 _database_code_depnum_ccdc_archive 'CCDC 725661' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H28 Cl2 F5 N2 O3 V' _chemical_formula_weight 597.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.3619(12) _cell_length_b 15.214(2) _cell_length_c 10.2809(14) _cell_angle_alpha 90.00 _cell_angle_beta 93.629(2) _cell_angle_gamma 90.00 _cell_volume 1305.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used 1128 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 21.53 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.520 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 0.648 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8516 _exptl_absorpt_correction_T_max 0.9410 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7090 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0686 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4101 _reflns_number_gt 3130 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0576P)^2^+0.6827P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.48(5) _refine_ls_number_reflns 4101 _refine_ls_number_parameters 325 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0592 _refine_ls_wR_factor_ref 0.1357 _refine_ls_wR_factor_gt 0.1260 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.046 _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 1.05323(9) 0.71772(10) 0.21890(7) 0.0241(2) Uani 1 1 d . . . Cl1 Cl 1.04815(16) 0.71353(17) -0.00850(11) 0.0411(4) Uani 1 1 d . . . Cl2 Cl 1.33149(15) 0.71124(19) 0.25972(13) 0.0455(4) Uani 1 1 d . . . F1 F 0.6557(6) 0.5752(3) 0.1127(5) 0.0644(14) Uani 1 1 d . . . F2 F 0.4488(7) 0.5796(4) -0.1006(6) 0.0868(19) Uani 1 1 d . . . F3 F 0.3739(5) 0.7324(5) -0.2195(4) 0.0901(19) Uani 1 1 d . . . F4 F 0.4976(8) 0.8847(4) -0.1188(7) 0.096(2) Uani 1 1 d . . . F5 F 0.7040(7) 0.8812(3) 0.0917(6) 0.0712(17) Uani 1 1 d . . . N1 N 1.0159(5) 0.7224(4) 0.4133(3) 0.0241(9) Uani 1 1 d . . . N2 N 0.7990(5) 0.7259(4) 0.2170(4) 0.0239(10) Uani 1 1 d . . . O1 O 1.0661(6) 0.8519(4) 0.2140(5) 0.0355(14) Uani 1 1 d . . . O2 O 1.0418(5) 0.5854(3) 0.2266(4) 0.0287(13) Uani 1 1 d . . . C1 C 1.1012(6) 0.7201(5) 0.5285(4) 0.0287(11) Uani 1 1 d . . . H1 H 1.2148 0.7177 0.5384 0.034 Uiso 1 1 calc R . . C2 C 1.0004(7) 0.7219(6) 0.6313(5) 0.0351(13) Uani 1 1 d . . . H2 H 1.0321 0.7208 0.7216 0.042 Uiso 1 1 calc R . . C3 C 0.8463(7) 0.7254(6) 0.5766(5) 0.0361(14) Uani 1 1 d . . . H3 H 0.7511 0.7265 0.6224 0.043 Uiso 1 1 calc R . . C4 C 0.8551(6) 0.7274(5) 0.4404(5) 0.0256(12) Uani 1 1 d . . . C5 C 0.7448(6) 0.7284(5) 0.3338(5) 0.0299(14) Uani 1 1 d . . . H5 H 0.6330 0.7309 0.3451 0.036 Uiso 1 1 calc R . . C6 C 0.6873(6) 0.7266(6) 0.1075(5) 0.0301(14) Uani 1 1 d . . . C7 C 0.6193(9) 0.6526(5) 0.0528(8) 0.041(2) Uani 1 1 d . . . C8 C 0.5142(9) 0.6523(6) -0.0555(8) 0.046(2) Uani 1 1 d . . . C9 C 0.4752(8) 0.7305(9) -0.1127(6) 0.057(3) Uani 1 1 d . . . C10 C 0.5385(12) 0.8082(7) -0.0622(11) 0.063(3) Uani 1 1 d . . . C11 C 0.6456(9) 0.8049(6) 0.0469(8) 0.044(2) Uani 1 1 d . . . C12 C 1.1686(11) 0.9009(5) 0.1312(9) 0.052(2) Uani 1 1 d . . . H12A H 1.1282 0.8971 0.0388 0.062 Uiso 1 1 calc R . . H12B H 1.2796 0.8780 0.1395 0.062 Uiso 1 1 calc R . . C13 C 1.1624(15) 0.9938(6) 0.1793(11) 0.075(3) Uani 1 1 d . . . H13A H 1.1649 1.0357 0.1057 0.090 Uiso 1 1 calc R . . H13B H 1.2544 1.0062 0.2419 0.090 Uiso 1 1 calc R . . C14 C 1.0073(14) 1.0014(6) 0.2445(10) 0.065(3) Uani 1 1 d . . . H14A H 0.9160 1.0121 0.1804 0.078 Uiso 1 1 calc R . . H14B H 1.0118 1.0489 0.3105 0.078 Uiso 1 1 calc R . . C15 C 0.9963(11) 0.9091(5) 0.3088(8) 0.044(2) Uani 1 1 d . . . H15A H 1.0585 0.9070 0.3940 0.053 Uiso 1 1 calc R . . H15B H 0.8837 0.8928 0.3213 0.053 Uiso 1 1 calc R . . C16 C 1.1322(12) 0.5226(5) 0.1495(9) 0.052(2) Uani 1 1 d . . . H16A H 1.0901 0.5233 0.0573 0.062 Uiso 1 1 calc R . . H16B H 1.2468 0.5392 0.1529 0.062 Uiso 1 1 calc R . . C17 C 1.1146(13) 0.4347(6) 0.2044(10) 0.065(3) Uani 1 1 d . . . H17A H 1.2013 0.4218 0.2718 0.078 Uiso 1 1 calc R . . H17B H 1.1138 0.3889 0.1359 0.078 Uiso 1 1 calc R . . C18 C 0.9523(12) 0.4416(6) 0.2635(10) 0.062(3) Uani 1 1 d . . . H18A H 0.8635 0.4328 0.1964 0.074 Uiso 1 1 calc R . . H18B H 0.9426 0.3978 0.3339 0.074 Uiso 1 1 calc R . . C19 C 0.9524(11) 0.5310(5) 0.3149(8) 0.042(2) Uani 1 1 d . . . H19A H 1.0045 0.5326 0.4040 0.050 Uiso 1 1 calc R . . H19B H 0.8413 0.5530 0.3182 0.050 Uiso 1 1 calc R . . O3 O 0.5955(15) 0.9201(6) 0.4422(15) 0.224(8) Uani 1 1 d D . . C20 C 0.6181(12) 1.0144(7) 0.4372(14) 0.120(6) Uani 1 1 d D . . H20A H 0.6335 1.0333 0.3467 0.144 Uiso 1 1 calc R . . H20B H 0.7139 1.0317 0.4929 0.144 Uiso 1 1 calc R . . C21 C 0.4714(16) 1.0566(7) 0.4853(15) 0.176(9) Uani 1 1 d D . . H21A H 0.4998 1.0930 0.5633 0.211 Uiso 1 1 calc R . . H21B H 0.4197 1.0948 0.4170 0.211 Uiso 1 1 calc R . . C22 C 0.3607(12) 0.9841(11) 0.5187(13) 0.136(7) Uani 1 1 d D . . H22A H 0.2668 0.9817 0.4551 0.163 Uiso 1 1 calc R . . H22B H 0.3223 0.9928 0.6069 0.163 Uiso 1 1 calc R . . C23 C 0.4571(17) 0.9013(8) 0.5135(15) 0.135(6) Uani 1 1 d D . . H23A H 0.4905 0.8814 0.6028 0.162 Uiso 1 1 calc R . . H23B H 0.3924 0.8542 0.4694 0.162 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 0.0205(4) 0.0309(5) 0.0211(4) 0.0004(7) 0.0016(3) -0.0008(6) Cl1 0.0445(8) 0.0580(10) 0.0213(6) -0.0002(12) 0.0052(6) 0.0018(12) Cl2 0.0197(6) 0.0712(12) 0.0456(8) -0.0007(13) 0.0010(6) 0.0024(11) F1 0.070(3) 0.049(3) 0.070(3) -0.012(3) -0.027(3) -0.007(3) F2 0.083(4) 0.102(4) 0.071(4) -0.032(3) -0.029(3) -0.017(3) F3 0.055(2) 0.172(6) 0.040(2) 0.006(4) -0.0261(18) -0.001(4) F4 0.097(4) 0.092(4) 0.094(4) 0.042(4) -0.046(3) 0.009(3) F5 0.080(4) 0.048(3) 0.080(4) 0.017(3) -0.033(3) -0.006(3) N1 0.028(2) 0.020(2) 0.023(2) 0.004(3) -0.0029(16) 0.002(3) N2 0.021(2) 0.028(3) 0.022(2) -0.003(3) -0.0008(16) 0.001(3) O1 0.044(3) 0.030(3) 0.033(3) 0.004(2) 0.010(3) -0.005(2) O2 0.029(3) 0.032(3) 0.025(3) -0.002(2) 0.003(2) 0.008(2) C1 0.036(3) 0.022(3) 0.026(3) -0.006(4) -0.008(2) 0.003(4) C2 0.058(3) 0.028(3) 0.019(2) -0.006(4) -0.004(2) -0.001(4) C3 0.043(3) 0.045(4) 0.021(3) -0.003(4) 0.009(2) 0.004(4) C4 0.028(3) 0.022(3) 0.028(3) -0.006(3) 0.008(2) -0.003(3) C5 0.024(3) 0.035(4) 0.031(3) 0.002(4) 0.006(2) -0.005(3) C6 0.020(2) 0.049(4) 0.021(2) -0.002(4) -0.0009(19) -0.001(4) C7 0.032(4) 0.045(5) 0.046(5) 0.003(4) 0.008(4) 0.003(4) C8 0.036(4) 0.073(6) 0.026(4) -0.019(4) -0.009(4) -0.011(4) C9 0.035(4) 0.112(9) 0.022(3) 0.005(6) -0.007(3) 0.002(6) C10 0.053(5) 0.074(7) 0.061(7) 0.018(5) -0.015(5) -0.001(5) C11 0.035(4) 0.060(6) 0.033(5) 0.009(4) -0.022(3) -0.007(4) C12 0.059(5) 0.044(5) 0.055(6) 0.021(4) 0.024(5) -0.007(4) C13 0.103(9) 0.050(6) 0.070(7) 0.017(5) -0.011(6) -0.039(6) C14 0.107(9) 0.030(5) 0.059(6) 0.001(4) 0.009(6) -0.011(5) C15 0.064(5) 0.027(4) 0.039(5) -0.003(3) -0.004(4) -0.002(4) C16 0.069(6) 0.044(5) 0.044(5) -0.008(4) 0.014(5) 0.013(4) C17 0.087(7) 0.036(5) 0.072(7) -0.006(5) 0.000(6) 0.012(5) C18 0.095(8) 0.026(5) 0.065(6) 0.005(4) 0.017(5) 0.007(4) C19 0.059(5) 0.035(5) 0.031(5) 0.010(3) 0.006(4) -0.004(4) O3 0.241(15) 0.107(9) 0.34(2) 0.012(10) 0.170(14) 0.030(9) C20 0.076(8) 0.087(9) 0.196(16) 0.061(10) 0.001(9) 0.006(7) C21 0.148(15) 0.153(16) 0.217(19) -0.142(15) -0.067(13) 0.051(13) C22 0.118(11) 0.186(17) 0.112(11) -0.081(11) 0.071(9) -0.035(12) C23 0.172(16) 0.117(12) 0.115(12) 0.015(10) 0.015(12) -0.055(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O2 2.017(6) . ? V1 N1 2.044(4) . ? V1 O1 2.046(6) . ? V1 N2 2.129(4) . ? V1 Cl1 2.3365(14) . ? V1 Cl2 2.3401(15) . ? F1 C7 1.355(9) . ? F2 C8 1.306(10) . ? F3 C9 1.345(7) . ? F4 C10 1.335(10) . ? F5 C11 1.330(9) . ? N1 C1 1.343(6) . ? N1 C4 1.392(6) . ? N2 C5 1.311(6) . ? N2 C6 1.417(6) . ? O1 C12 1.451(9) . ? O1 C15 1.456(9) . ? O2 C19 1.467(9) . ? O2 C16 1.479(9) . ? C1 C2 1.393(7) . ? C1 H1 0.9500 . ? C2 C3 1.374(7) . ? C2 H2 0.9500 . ? C3 C4 1.407(7) . ? C3 H3 0.9500 . ? C4 C5 1.387(7) . ? C5 H5 0.9500 . ? C6 C7 1.366(10) . ? C6 C11 1.379(11) . ? C7 C8 1.374(11) . ? C8 C9 1.357(13) . ? C9 C10 1.384(14) . ? C10 C11 1.391(12) . ? C12 C13 1.500(13) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.501(16) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.558(11) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.462(12) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.526(13) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.460(11) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? O3 C23 1.437(8) . ? O3 C20 1.449(8) . ? C20 C21 1.496(8) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.495(8) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.498(8) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 V1 N1 89.2(2) . . ? O2 V1 O1 179.13(15) . . ? N1 V1 O1 90.0(2) . . ? O2 V1 N2 90.5(2) . . ? N1 V1 N2 78.02(15) . . ? O1 V1 N2 89.7(2) . . ? O2 V1 Cl1 90.80(14) . . ? N1 V1 Cl1 170.17(12) . . ? O1 V1 Cl1 90.01(16) . . ? N2 V1 Cl1 92.16(11) . . ? O2 V1 Cl2 89.99(15) . . ? N1 V1 Cl2 92.17(12) . . ? O1 V1 Cl2 89.61(17) . . ? N2 V1 Cl2 170.17(11) . . ? Cl1 V1 Cl2 97.65(6) . . ? C1 N1 C4 106.9(4) . . ? C1 N1 V1 139.1(3) . . ? C4 N1 V1 114.0(3) . . ? C5 N2 C6 118.6(4) . . ? C5 N2 V1 113.4(3) . . ? C6 N2 V1 128.0(3) . . ? C12 O1 C15 111.3(6) . . ? C12 O1 V1 124.1(5) . . ? C15 O1 V1 123.8(4) . . ? C19 O2 C16 105.3(6) . . ? C19 O2 V1 127.9(4) . . ? C16 O2 V1 126.7(4) . . ? N1 C1 C2 110.8(4) . . ? N1 C1 H1 124.6 . . ? C2 C1 H1 124.6 . . ? C3 C2 C1 106.7(4) . . ? C3 C2 H2 126.6 . . ? C1 C2 H2 126.6 . . ? C2 C3 C4 107.5(5) . . ? C2 C3 H3 126.2 . . ? C4 C3 H3 126.2 . . ? C5 C4 N1 116.4(4) . . ? C5 C4 C3 135.4(5) . . ? N1 C4 C3 108.1(5) . . ? N2 C5 C4 118.2(5) . . ? N2 C5 H5 120.9 . . ? C4 C5 H5 120.9 . . ? C7 C6 C11 116.1(6) . . ? C7 C6 N2 123.9(7) . . ? C11 C6 N2 120.0(7) . . ? F1 C7 C6 117.0(7) . . ? F1 C7 C8 118.7(8) . . ? C6 C7 C8 124.3(8) . . ? F2 C8 C9 120.3(8) . . ? F2 C8 C7 121.5(10) . . ? C9 C8 C7 118.2(8) . . ? F3 C9 C8 119.7(10) . . ? F3 C9 C10 119.6(11) . . ? C8 C9 C10 120.8(6) . . ? F4 C10 C9 120.0(10) . . ? F4 C10 C11 121.1(10) . . ? C9 C10 C11 118.9(9) . . ? F5 C11 C6 121.4(7) . . ? F5 C11 C10 116.8(8) . . ? C6 C11 C10 121.8(8) . . ? O1 C12 C13 104.9(7) . . ? O1 C12 H12A 110.8 . . ? C13 C12 H12A 110.8 . . ? O1 C12 H12B 110.8 . . ? C13 C12 H12B 110.8 . . ? H12A C12 H12B 108.9 . . ? C12 C13 C14 105.6(7) . . ? C12 C13 H13A 110.6 . . ? C14 C13 H13A 110.6 . . ? C12 C13 H13B 110.6 . . ? C14 C13 H13B 110.6 . . ? H13A C13 H13B 108.7 . . ? C13 C14 C15 101.3(8) . . ? C13 C14 H14A 111.5 . . ? C15 C14 H14A 111.5 . . ? C13 C14 H14B 111.5 . . ? C15 C14 H14B 111.5 . . ? H14A C14 H14B 109.3 . . ? O1 C15 C14 102.5(7) . . ? O1 C15 H15A 111.3 . . ? C14 C15 H15A 111.3 . . ? O1 C15 H15B 111.3 . . ? C14 C15 H15B 111.3 . . ? H15A C15 H15B 109.2 . . ? C17 C16 O2 108.5(7) . . ? C17 C16 H16A 110.0 . . ? O2 C16 H16A 110.0 . . ? C17 C16 H16B 110.0 . . ? O2 C16 H16B 110.0 . . ? H16A C16 H16B 108.4 . . ? C16 C17 C18 101.8(7) . . ? C16 C17 H17A 111.4 . . ? C18 C17 H17A 111.4 . . ? C16 C17 H17B 111.4 . . ? C18 C17 H17B 111.4 . . ? H17A C17 H17B 109.3 . . ? C19 C18 C17 103.1(7) . . ? C19 C18 H18A 111.1 . . ? C17 C18 H18A 111.1 . . ? C19 C18 H18B 111.1 . . ? C17 C18 H18B 111.1 . . ? H18A C18 H18B 109.1 . . ? C18 C19 O2 106.9(7) . . ? C18 C19 H19A 110.3 . . ? O2 C19 H19A 110.3 . . ? C18 C19 H19B 110.3 . . ? O2 C19 H19B 110.3 . . ? H19A C19 H19B 108.6 . . ? C23 O3 C20 109.0(6) . . ? O3 C20 C21 107.6(5) . . ? O3 C20 H20A 110.2 . . ? C21 C20 H20A 110.2 . . ? O3 C20 H20B 110.2 . . ? C21 C20 H20B 110.2 . . ? H20A C20 H20B 108.5 . . ? C22 C21 C20 107.0(5) . . ? C22 C21 H21A 110.3 . . ? C20 C21 H21A 110.3 . . ? C22 C21 H21B 110.3 . . ? C20 C21 H21B 110.3 . . ? H21A C21 H21B 108.6 . . ? C21 C22 C23 105.7(5) . . ? C21 C22 H22A 110.6 . . ? C23 C22 H22A 110.6 . . ? C21 C22 H22B 110.6 . . ? C23 C22 H22B 110.6 . . ? H22A C22 H22B 108.7 . . ? O3 C23 C22 107.6(5) . . ? O3 C23 H23A 110.2 . . ? C22 C23 H23A 110.2 . . ? O3 C23 H23B 110.2 . . ? C22 C23 H23B 110.2 . . ? H23A C23 H23B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.559 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.074