Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_coden_cambridge 1295 _journal_volume 8 _journal_year 2005 _journal_page_first 83 loop_ _publ_author_name 'Giovana G. Nunes' 'Geraldo R. Friedermann' 'dos Santos, Jose Luiz B.' 'Marcelo H. Herbst' 'Ney V. Vugman' 'Peter B. Hitchcock' 'G. Jeffery Leigh' 'Eduardo L. Sa' 'da Cunha, Carlos J.' 'Jaisa F. Soares' _publ_contact_author_name 'Jaisa F. Soares' _publ_contact_author_email jaisa@quimica.ufpr.br _publ_section_title ; THE FIRST THERMOCHROMIC VANADIUM(IV) ALKOXIDE SYSTEM INORGANIC CHEMISTRY COMMUNICATIONS 8 (2005) 83–88 ; _publ_requested_category FM data_aug802 _database_code_depnum_ccdc_archive 'CCDC 262786' _audit_creation_date 2002-08-07T09:56:57-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common '[{V(OiPr)4}2]' _chemical_formula_moiety 'C24 H56 O8 V2' _chemical_formula_sum 'C24 H56 O8 V2' _chemical_formula_weight 574.57 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6279(2) _cell_length_b 9.5840(2) _cell_length_c 9.9532(2) _cell_angle_alpha 109.241(1) _cell_angle_beta 103.787(1) _cell_angle_gamma 98.491(1) _cell_volume 816.11(3) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4927 _cell_measurement_theta_min 3.705 _cell_measurement_theta_max 25.028 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow/green _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 310 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.609 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.8192 _exptl_absorpt_correction_T_max 0.8959 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_unetI/netI 0.0329 _diffrn_reflns_number 8777 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.73 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.982 _diffrn_measured_fraction_theta_max 0.982 _reflns_number_total 2840 _reflns_number_gt 2591 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _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 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0224P)^2^+0.4771P] 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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 2840 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.072 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.287 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.042 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' 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 V V 0.36865(3) 0.41185(3) 0.34733(3) 0.02054(10) Uani 1 1 d . . . O1 O 0.57617(12) 0.44428(12) 0.42354(12) 0.0210(2) Uani 1 1 d . . . O2 O 0.35477(12) 0.29707(13) 0.15620(13) 0.0259(3) Uani 1 1 d . . . O3 O 0.25919(14) 0.26485(14) 0.37543(14) 0.0324(3) Uani 1 1 d . . . O4 O 0.28798(15) 0.55301(15) 0.30545(14) 0.0349(3) Uani 1 1 d . . . C1 C 0.67160(19) 0.3504(2) 0.3689(2) 0.0270(4) Uani 1 1 d . . . H1 H 0.7702 0.3895 0.4474 0.032 Uiso 1 1 calc R . . C2 C 0.6127(2) 0.1873(2) 0.3486(2) 0.0360(5) Uani 1 1 d . . . H2A H 0.6001 0.1843 0.4425 0.054 Uiso 1 1 calc R . . H2B H 0.6825 0.1272 0.3201 0.054 Uiso 1 1 calc R . . H2C H 0.5173 0.1445 0.2698 0.054 Uiso 1 1 calc R . . C3 C 0.6945(2) 0.3631(2) 0.2269(2) 0.0364(5) Uani 1 1 d . . . H3A H 0.7333 0.4704 0.2453 0.055 Uiso 1 1 calc R . . H3B H 0.6 0.3226 0.1467 0.055 Uiso 1 1 calc R . . H3C H 0.7649 0.3044 0.1974 0.055 Uiso 1 1 calc R . . C4 C 0.22299(19) 0.1982(2) 0.0423(2) 0.0327(4) Uani 1 1 d . . . H4 H 0.1355 0.2323 0.0665 0.039 Uiso 1 1 calc R . . C5 C 0.2129(3) 0.0371(2) 0.0370(2) 0.0495(6) Uani 1 1 d . . . H5A H 0.2101 0.0346 0.134 0.074 Uiso 1 1 calc R . . H5B H 0.2991 0.0038 0.0146 0.074 Uiso 1 1 calc R . . H5C H 0.1228 -0.0313 -0.0411 0.074 Uiso 1 1 calc R . . C6 C 0.2265(3) 0.2058(3) -0.1070(2) 0.0478(6) Uani 1 1 d . . . H6A H 0.2323 0.3106 -0.1014 0.072 Uiso 1 1 calc R . . H6B H 0.1365 0.1379 -0.1855 0.072 Uiso 1 1 calc R . . H6C H 0.3128 0.1738 -0.1305 0.072 Uiso 1 1 calc R . . C7 C 0.1994(2) 0.2423(2) 0.4861(2) 0.0294(4) Uani 1 1 d . . . H7 H 0.2636 0.3163 0.5871 0.035 Uiso 1 1 calc R . . C8 C 0.1986(3) 0.0816(2) 0.4770(3) 0.0451(5) Uani 1 1 d . . . H8A H 0.2997 0.069 0.4954 0.068 Uiso 1 1 calc R . . H8B H 0.1377 0.009 0.3773 0.068 Uiso 1 1 calc R . . H8C H 0.1577 0.0627 0.5525 0.068 Uiso 1 1 calc R . . C9 C 0.0461(2) 0.2686(3) 0.4592(3) 0.0526(6) Uani 1 1 d . . . H9A H 0.0511 0.3738 0.4666 0.079 Uiso 1 1 calc R . . H9B H 0.0041 0.2509 0.5344 0.079 Uiso 1 1 calc R . . H9C H -0.0163 0.1981 0.3592 0.079 Uiso 1 1 calc R . . C10 C 0.2677(2) 0.6031(2) 0.1835(2) 0.0408(5) Uani 1 1 d . . . H10 H 0.2537 0.5147 0.0891 0.049 Uiso 1 1 calc R . . C11 C 0.4005(3) 0.7230(5) 0.2108(4) 0.0986(13) Uani 1 1 d . . . H11A H 0.4871 0.6801 0.2172 0.148 Uiso 1 1 calc R . . H11B H 0.4164 0.8084 0.3049 0.148 Uiso 1 1 calc R . . H11C H 0.3855 0.7591 0.1284 0.148 Uiso 1 1 calc R . . C12 C 0.1313(3) 0.6622(3) 0.1708(3) 0.0710(8) Uani 1 1 d . . . H12A H 0.0461 0.5802 0.151 0.106 Uiso 1 1 calc R . . H12B H 0.1153 0.6987 0.0885 0.106 Uiso 1 1 calc R . . H12C H 0.1432 0.7465 0.2645 0.106 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 V 0.02031(16) 0.02174(16) 0.01909(16) 0.00631(12) 0.00638(11) 0.00665(11) O1 0.0215(6) 0.0213(6) 0.0204(6) 0.0045(5) 0.0094(5) 0.0089(5) O2 0.0245(6) 0.0274(6) 0.0206(6) 0.0036(5) 0.0063(5) 0.0054(5) O3 0.0349(7) 0.0288(7) 0.0293(7) 0.0057(6) 0.0152(6) -0.0009(5) O4 0.0465(8) 0.0403(8) 0.0251(7) 0.0142(6) 0.0117(6) 0.0266(6) C1 0.0240(8) 0.0294(9) 0.0270(9) 0.0050(8) 0.0104(7) 0.0143(7) C2 0.0431(11) 0.0285(10) 0.0378(11) 0.0084(9) 0.0141(9) 0.0203(9) C3 0.0362(10) 0.0398(11) 0.0327(10) 0.0054(9) 0.0197(9) 0.0123(9) C4 0.0247(9) 0.0370(11) 0.0245(9) 0.0008(8) 0.0043(8) 0.0038(8) C5 0.0583(14) 0.0322(11) 0.0378(12) -0.0023(9) 0.0095(11) -0.0026(10) C6 0.0514(13) 0.0550(14) 0.0232(10) 0.0046(10) 0.0044(9) 0.0087(11) C7 0.0310(9) 0.0281(9) 0.0282(10) 0.0086(8) 0.0134(8) 0.0025(8) C8 0.0560(13) 0.0334(11) 0.0452(13) 0.0163(10) 0.0153(11) 0.0060(10) C9 0.0348(11) 0.0457(13) 0.0775(17) 0.0168(12) 0.0270(12) 0.0098(10) C10 0.0593(13) 0.0429(12) 0.0242(10) 0.0149(9) 0.0083(9) 0.0264(10) C11 0.0692(19) 0.164(4) 0.085(2) 0.091(3) 0.0174(17) 0.002(2) C12 0.0717(18) 0.0764(19) 0.0736(19) 0.0419(16) 0.0059(14) 0.0396(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 V O4 1.7706(12) . ? V O3 1.7707(12) . ? V O2 1.8175(12) . ? V O1 1.8981(11) . ? V O1 2.1256(11) 2_666 ? O1 C1 1.4522(19) . ? O1 V 2.1256(11) 2_666 ? O2 C4 1.430(2) . ? O3 C7 1.419(2) . ? O4 C10 1.429(2) . ? C1 C2 1.510(3) . ? C1 C3 1.521(3) . ? C4 C5 1.515(3) . ? C4 C6 1.520(3) . ? C7 C9 1.510(3) . ? C7 C8 1.511(3) . ? C10 C11 1.491(4) . ? C10 C12 1.500(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 V O3 119.13(6) . . ? O4 V O2 96.41(6) . . ? O3 V O2 95.19(6) . . ? O4 V O1 121.73(6) . . ? O3 V O1 116.25(6) . . ? O2 V O1 95.34(5) . . ? O4 V O1 86.93(5) . 2_666 ? O3 V O1 91.07(5) . 2_666 ? O2 V O1 170.32(5) . 2_666 ? O1 V O1 75.23(5) . 2_666 ? C1 O1 V 129.15(10) . . ? C1 O1 V 121.56(9) . 2_666 ? V O1 V 104.77(5) . 2_666 ? C4 O2 V 126.01(11) . . ? C7 O3 V 139.54(11) . . ? C10 O4 V 134.23(12) . . ? O1 C1 C2 110.36(14) . . ? O1 C1 C3 111.64(14) . . ? C2 C1 C3 112.19(16) . . ? O2 C4 C5 109.06(15) . . ? O2 C4 C6 109.21(16) . . ? C5 C4 C6 110.81(17) . . ? O3 C7 C9 109.50(16) . . ? O3 C7 C8 107.62(15) . . ? C9 C7 C8 111.78(17) . . ? O4 C10 C11 109.55(18) . . ? O4 C10 C12 107.70(19) . . ? C11 C10 C12 111.7(2) . . ? #===END data_apr2006 _database_code_depnum_ccdc_archive 'CCDC 705491' _audit_creation_date 2006-04-27T15:21:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #--------------------------------------------------------------------------- # CHEMICAL INFORMATION # #--------------------------------------------------------------------------- _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C40 H88 O8 V2' _chemical_formula_sum 'C40 H88 O8 V2' _chemical_formula_weight 798.98 _chemical_compound_source 'synthesis as described' #--------------------------------------------------------------------------- # UNIT CELL INFORMATION # #--------------------------------------------------------------------------- _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9481(8) _cell_length_b 10.9738(7) _cell_length_c 11.4416(6) _cell_angle_alpha 63.298(4) _cell_angle_beta 88.580(4) _cell_angle_gamma 88.169(3) _cell_volume 1227.31(14) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 19493 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 22.986 _cell_measurement_wavelength 0.71073 #--------------------------------------------------------------------------- # CRYSTAL INFORMATION # #--------------------------------------------------------------------------- _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.081 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 438 _exptl_special_details ; ? ; #--------------------------------------------------------------------------- # ABSORPTION CORRECTION # #--------------------------------------------------------------------------- _exptl_absorpt_coefficient_mu 0.422 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.8314 _exptl_absorpt_correction_T_max 0.9640 #--------------------------------------------------------------------------- # DATA COLLECTION # #--------------------------------------------------------------------------- _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.277134E-1 _diffrn_orient_matrix_ub_12 -0.815708E-1 _diffrn_orient_matrix_ub_13 -0.8513E-2 _diffrn_orient_matrix_ub_21 0.656276E-1 _diffrn_orient_matrix_ub_22 0.142458E-1 _diffrn_orient_matrix_ub_23 -0.669667E-1 _diffrn_orient_matrix_ub_31 0.572508E-1 _diffrn_orient_matrix_ub_32 -0.596131E-1 _diffrn_orient_matrix_ub_33 0.708215E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0703 _diffrn_reflns_av_unetI/netI 0.0482 _diffrn_reflns_number 13642 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 23.05 _diffrn_reflns_theta_full 23.05 _diffrn_measured_fraction_theta_full 0.977 _diffrn_measured_fraction_theta_max 0.977 _reflns_number_total 3360 _reflns_number_gt 2828 _reflns_threshold_expression >2sigma(I) #--------------------------------------------------------------------------- # COMPUTER PROGRAMS USED # #--------------------------------------------------------------------------- _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor1997)' _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)' #--------------------------------------------------------------------------- # REFINEMENT INFORMATION # #--------------------------------------------------------------------------- _refine_special_details ; The crystals all gave weak and streaky diffraction data. One crystal, slightly better than the others, was used for data collection. For one neopentyl group there was an alternative low occupancy orientaion with overlapping C17 and C20 atoms. The lower occupancy sites were left isotropic and SADI restraints were applied to the group. A possible twinning suggested by PLATON was investigated and rejected. 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^)+(0.1316P)^2^+9.1348P] 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_number_reflns 3360 _refine_ls_number_parameters 239 _refine_ls_number_restraints 76 _refine_ls_R_factor_all 0.112 _refine_ls_R_factor_gt 0.0999 _refine_ls_wR_factor_ref 0.3377 _refine_ls_wR_factor_gt 0.3306 _refine_ls_goodness_of_fit_ref 1.201 _refine_ls_restrained_S_all 1.189 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.636 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.103 #--------------------------------------------------------------------------- # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #--------------------------------------------------------------------------- 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' 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 V V 0.43441(13) 0.61006(14) 0.03684(13) 0.0378(6) Uani 1 1 d U . . O1 O 0.3384(6) 0.6022(6) 0.1723(5) 0.0433(14) Uani 1 1 d U . . O2 O 0.4413(5) 0.4199(6) 0.0960(6) 0.0422(14) Uani 1 1 d U . . O3 O 0.3235(5) 0.6880(6) -0.0891(5) 0.0442(15) Uani 1 1 d U . . O4 O 0.5557(6) 0.7041(7) 0.0579(6) 0.0524(17) Uani 1 1 d DU . . C1 C 0.2855(10) 0.7220(9) 0.1729(9) 0.052(2) Uani 1 1 d U . . H1B H 0.2268 0.7643 0.1003 0.063 Uiso 1 1 calc R . . H1A H 0.3505 0.7883 0.1579 0.063 Uiso 1 1 calc R . . C2 C 0.2197(10) 0.6919(10) 0.3014(10) 0.055(2) Uani 1 1 d U . . C3 C 0.1611(15) 0.8241(13) 0.2878(14) 0.091(4) Uani 1 1 d U . . H3C H 0.2244 0.8917 0.2695 0.136 Uiso 1 1 calc R . . H3B H 0.118 0.8082 0.3693 0.136 Uiso 1 1 calc R . . H3A H 0.1029 0.8582 0.2156 0.136 Uiso 1 1 calc R . . C4 C 0.3075(13) 0.6381(15) 0.4102(11) 0.083(3) Uani 1 1 d U . . H4C H 0.3467 0.5541 0.4158 0.124 Uiso 1 1 calc R . . H4B H 0.2641 0.6185 0.4925 0.124 Uiso 1 1 calc R . . H4A H 0.3699 0.7061 0.3943 0.124 Uiso 1 1 calc R . . C5 C 0.1204(11) 0.5875(14) 0.3234(14) 0.084(4) Uani 1 1 d U . . H5C H 0.0624 0.6256 0.251 0.127 Uiso 1 1 calc R . . H5B H 0.077 0.5665 0.4059 0.127 Uiso 1 1 calc R . . H5A H 0.1585 0.5037 0.3272 0.127 Uiso 1 1 calc R . . C6 C 0.3498(8) 0.3308(9) 0.1790(8) 0.0399(19) Uani 1 1 d U . . H6B H 0.3102 0.2868 0.1313 0.048 Uiso 1 1 calc R . . H6A H 0.2864 0.3859 0.1982 0.048 Uiso 1 1 calc R . . C7 C 0.3985(9) 0.2197(9) 0.3083(8) 0.045(2) Uani 1 1 d U . . C8 C 0.4740(9) 0.2808(10) 0.3770(9) 0.054(2) Uani 1 1 d U . . H8C H 0.5432 0.3285 0.3208 0.081 Uiso 1 1 calc R . . H8B H 0.5046 0.2079 0.4594 0.081 Uiso 1 1 calc R . . H8A H 0.4232 0.3455 0.3954 0.081 Uiso 1 1 calc R . . C9 C 0.4701(9) 0.1093(9) 0.2881(10) 0.053(2) Uani 1 1 d U . . H9C H 0.5424 0.1489 0.2335 0.08 Uiso 1 1 calc R . . H9B H 0.4183 0.071 0.2448 0.08 Uiso 1 1 calc R . . H9A H 0.4957 0.0369 0.3731 0.08 Uiso 1 1 calc R . . C10 C 0.2844(10) 0.1529(10) 0.3938(9) 0.058(2) Uani 1 1 d U . . H10C H 0.3106 0.0813 0.479 0.086 Uiso 1 1 calc R . . H10B H 0.2354 0.1128 0.3499 0.086 Uiso 1 1 calc R . . H10A H 0.2352 0.2223 0.4065 0.086 Uiso 1 1 calc R . . C11 C 0.2041(8) 0.6376(10) -0.0775(10) 0.049(2) Uani 1 1 d U . . H11B H 0.1676 0.6243 0.0073 0.058 Uiso 1 1 calc R . . H11A H 0.2088 0.5477 -0.0783 0.058 Uiso 1 1 calc R . . C12 C 0.1214(9) 0.7354(10) -0.1892(9) 0.050(2) Uani 1 1 d U . . C13 C 0.1717(12) 0.7566(17) -0.3194(11) 0.093(4) Uani 1 1 d U . . H13C H 0.2531 0.7958 -0.3324 0.139 Uiso 1 1 calc R . . H13B H 0.1174 0.8192 -0.3886 0.139 Uiso 1 1 calc R . . H13A H 0.1777 0.6689 -0.3227 0.139 Uiso 1 1 calc R . . C14 C 0.1073(13) 0.8697(13) -0.1841(16) 0.096(4) Uani 1 1 d U . . H14C H 0.0704 0.855 -0.1 0.143 Uiso 1 1 calc R . . H14B H 0.0547 0.9317 -0.2554 0.143 Uiso 1 1 calc R . . H14A H 0.1878 0.91 -0.1934 0.143 Uiso 1 1 calc R . . C15 C -0.0046(11) 0.6704(15) -0.1639(14) 0.085(4) Uani 1 1 d U . . H15C H 0.0027 0.5813 -0.1643 0.127 Uiso 1 1 calc R . . H15B H -0.0609 0.7298 -0.2326 0.127 Uiso 1 1 calc R . . H15A H -0.0362 0.6584 -0.0786 0.127 Uiso 1 1 calc R . . C16 C 0.6144(11) 0.6685(12) 0.1825(11) 0.050(3) Uani 0.834(17) 1 d PDU A 1 H16A H 0.6622 0.5821 0.2096 0.06 Uiso 0.834(17) 1 calc PR A 1 H16B H 0.5512 0.6546 0.2505 0.06 Uiso 0.834(17) 1 calc PR A 1 C17 C 0.6975(8) 0.7799(9) 0.1704(8) 0.049(2) Uani 0.834(17) 1 d PDU A 1 C18 C 0.6191(16) 0.9099(14) 0.131(2) 0.100(6) Uani 0.834(17) 1 d PDU A 1 H18A H 0.6709 0.9848 0.1223 0.15 Uiso 0.834(17) 1 calc PR A 1 H18B H 0.5563 0.8948 0.1986 0.15 Uiso 0.834(17) 1 calc PR A 1 H18C H 0.5797 0.9334 0.0475 0.15 Uiso 0.834(17) 1 calc PR A 1 C19 C 0.8005(14) 0.805(2) 0.0713(16) 0.090(6) Uani 0.834(17) 1 d PDU A 1 H19A H 0.8519 0.8776 0.0682 0.135 Uiso 0.834(17) 1 calc PR A 1 H19B H 0.766 0.8316 -0.0153 0.135 Uiso 0.834(17) 1 calc PR A 1 H19C H 0.85 0.7208 0.0971 0.135 Uiso 0.834(17) 1 calc PR A 1 C20 C 0.7456(13) 0.7460(17) 0.3049(11) 0.097(5) Uani 0.834(17) 1 d PDU A 1 H20A H 0.8008 0.8175 0.2984 0.146 Uiso 0.834(17) 1 calc PR A 1 H20B H 0.7902 0.6582 0.3396 0.146 Uiso 0.834(17) 1 calc PR A 1 H20C H 0.6771 0.7406 0.3636 0.146 Uiso 0.834(17) 1 calc PR A 1 C16A C 0.566(2) 0.757(6) 0.155(5) 0.041(14) Uiso 0.166(17) 1 d PDU A 2 H16C H 0.5318 0.691 0.2397 0.05 Uiso 0.166(17) 1 calc PR A 2 H16D H 0.519 0.844 0.1252 0.05 Uiso 0.166(17) 1 calc PR A 2 C17A C 0.6975(8) 0.7799(9) 0.1704(8) 0.049(2) Uani 0.166(17) 1 d PU A 2 C18A C 0.758(8) 0.645(5) 0.190(9) 0.10(3) Uiso 0.166(17) 1 d PDU A 2 H18D H 0.8464 0.6491 0.198 0.143 Uiso 0.166(17) 1 calc PR A 2 H18E H 0.7408 0.6281 0.1149 0.143 Uiso 0.166(17) 1 calc PR A 2 H18F H 0.7253 0.5705 0.27 0.143 Uiso 0.166(17) 1 calc PR A 2 C19A C 0.752(8) 0.902(6) 0.056(6) 0.08(2) Uiso 0.166(17) 1 d PDU A 2 H19D H 0.8381 0.9103 0.0736 0.121 Uiso 0.166(17) 1 calc PR A 2 H19E H 0.7067 0.9855 0.0431 0.121 Uiso 0.166(17) 1 calc PR A 2 H19F H 0.7478 0.8901 -0.0239 0.121 Uiso 0.166(17) 1 calc PR A 2 C20A C 0.7456(13) 0.7460(17) 0.3049(11) 0.097(5) Uani 0.166(17) 1 d PU A 2 H20D H 0.8295 0.7778 0.2966 0.146 Uiso 0.166(17) 1 calc PR A 2 H20E H 0.7448 0.6471 0.3595 0.146 Uiso 0.166(17) 1 calc PR A 2 H20F H 0.6938 0.7913 0.3454 0.146 Uiso 0.166(17) 1 calc PR A 2 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 V 0.0383(9) 0.0422(9) 0.0298(8) -0.0131(6) 0.0003(6) -0.0056(6) O1 0.049(4) 0.048(3) 0.033(3) -0.017(3) 0.007(3) -0.008(3) O2 0.042(3) 0.045(3) 0.038(3) -0.017(3) 0.000(3) -0.001(3) O3 0.037(3) 0.053(4) 0.034(3) -0.012(3) -0.003(2) 0.001(3) O4 0.047(4) 0.070(4) 0.044(4) -0.029(3) 0.007(3) -0.026(3) C1 0.070(7) 0.045(5) 0.041(5) -0.019(4) 0.007(4) -0.004(4) C2 0.063(6) 0.058(6) 0.048(5) -0.027(5) 0.012(4) -0.006(4) C3 0.120(11) 0.074(7) 0.085(9) -0.044(7) 0.026(7) 0.009(6) C4 0.100(9) 0.108(10) 0.051(6) -0.046(7) 0.000(5) 0.008(7) C5 0.067(7) 0.092(8) 0.104(10) -0.054(8) 0.038(6) -0.021(6) C6 0.039(5) 0.043(4) 0.033(4) -0.013(3) 0.005(3) -0.009(3) C7 0.052(5) 0.044(5) 0.032(4) -0.010(3) 0.003(4) -0.008(4) C8 0.057(6) 0.059(6) 0.040(5) -0.016(4) -0.001(4) -0.008(5) C9 0.055(6) 0.041(5) 0.051(6) -0.010(4) 0.009(4) -0.008(4) C10 0.061(6) 0.057(6) 0.038(5) -0.007(4) 0.006(4) -0.012(5) C11 0.040(4) 0.055(5) 0.050(5) -0.022(4) -0.007(4) -0.002(4) C12 0.045(5) 0.055(5) 0.048(5) -0.021(4) -0.007(4) 0.001(4) C13 0.072(8) 0.140(12) 0.047(6) -0.026(7) -0.008(5) 0.009(8) C14 0.091(10) 0.068(7) 0.131(12) -0.047(8) -0.044(9) 0.027(6) C15 0.050(6) 0.107(9) 0.085(9) -0.031(8) -0.021(5) -0.009(6) C16 0.052(7) 0.052(6) 0.045(6) -0.020(5) -0.001(5) -0.012(5) C17 0.053(6) 0.052(5) 0.047(5) -0.026(4) -0.003(4) -0.010(4) C18 0.107(12) 0.060(7) 0.151(16) -0.061(9) -0.021(10) -0.004(7) C19 0.078(9) 0.137(16) 0.077(9) -0.065(11) 0.028(8) -0.055(9) C20 0.090(10) 0.146(12) 0.057(6) -0.044(7) -0.006(6) -0.052(8) C17A 0.053(6) 0.052(5) 0.047(5) -0.026(4) -0.003(4) -0.010(4) C20A 0.090(10) 0.146(12) 0.057(6) -0.044(7) -0.006(6) -0.052(8) #--------------------------------------------------------------------------- # MOLECULAR GEOMETRY # #-------------------------------------------------------------------------- _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 V O3 1.788(6) . ? V O4 1.792(6) . ? V O1 1.822(6) . ? V O2 1.882(6) . ? V O2 2.142(6) 2_665 ? O1 C1 1.423(11) . ? O2 C6 1.429(10) . ? O2 V 2.142(6) 2_665 ? O3 C11 1.415(11) . ? O4 C16 1.459(12) . ? O4 C16A 1.47(2) . ? C1 C2 1.521(13) . ? C1 H1B 0.99 . ? C1 H1A 0.99 . ? C2 C4 1.478(16) . ? C2 C3 1.511(15) . ? C2 C5 1.538(15) . ? C3 H3C 0.98 . ? C3 H3B 0.98 . ? C3 H3A 0.98 . ? C4 H4C 0.98 . ? C4 H4B 0.98 . ? C4 H4A 0.98 . ? C5 H5C 0.98 . ? C5 H5B 0.98 . ? C5 H5A 0.98 . ? C6 C7 1.528(12) . ? C6 H6B 0.99 . ? C6 H6A 0.99 . ? C7 C8 1.514(13) . ? C7 C9 1.523(13) . ? C7 C10 1.551(13) . ? C8 H8C 0.98 . ? C8 H8B 0.98 . ? C8 H8A 0.98 . ? C9 H9C 0.98 . ? C9 H9B 0.98 . ? C9 H9A 0.98 . ? C10 H10C 0.98 . ? C10 H10B 0.98 . ? C10 H10A 0.98 . ? C11 C12 1.539(13) . ? C11 H11B 0.99 . ? C11 H11A 0.99 . ? C12 C13 1.494(15) . ? C12 C14 1.505(15) . ? C12 C15 1.534(15) . ? C13 H13C 0.98 . ? C13 H13B 0.98 . ? C13 H13A 0.98 . ? C14 H14C 0.98 . ? C14 H14B 0.98 . ? C14 H14A 0.98 . ? C15 H15C 0.98 . ? C15 H15B 0.98 . ? C15 H15A 0.98 . ? C16 C17 1.501(14) . ? C16 H16A 0.99 . ? C16 H16B 0.99 . ? C17 C20 1.515(12) . ? C17 C19 1.520(13) . ? C17 C18 1.530(13) . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C16A H16C 0.99 . ? C16A H16D 0.99 . ? C18A H18D 0.98 . ? C18A H18E 0.98 . ? C18A H18F 0.98 . ? C19A H19D 0.98 . ? C19A H19E 0.98 . ? C19A H19F 0.98 . ? 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 O3 V O4 122.3(3) . . ? O3 V O1 97.3(3) . . ? O4 V O1 97.0(3) . . ? O3 V O2 110.6(3) . . ? O4 V O2 123.6(3) . . ? O1 V O2 94.6(3) . . ? O3 V O2 91.0(2) . 2_665 ? O4 V O2 84.8(3) . 2_665 ? O1 V O2 168.8(3) . 2_665 ? O2 V O2 75.4(3) . 2_665 ? C1 O1 V 121.6(5) . . ? C6 O2 V 123.1(5) . . ? C6 O2 V 128.8(5) . 2_665 ? V O2 V 104.6(3) . 2_665 ? C11 O3 V 122.5(5) . . ? C16 O4 V 124.2(6) . . ? C16A O4 V 129.0(13) . . ? O1 C1 C2 112.1(7) . . ? O1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? O1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? H1B C1 H1A 107.9 . . ? C4 C2 C3 110.5(10) . . ? C4 C2 C1 110.1(9) . . ? C3 C2 C1 107.4(9) . . ? C4 C2 C5 110.8(10) . . ? C3 C2 C5 109.8(10) . . ? C1 C2 C5 108.2(8) . . ? C2 C3 H3C 109.5 . . ? C2 C3 H3B 109.5 . . ? H3C C3 H3B 109.5 . . ? C2 C3 H3A 109.5 . . ? H3C C3 H3A 109.5 . . ? H3B C3 H3A 109.5 . . ? C2 C4 H4C 109.5 . . ? C2 C4 H4B 109.5 . . ? H4C C4 H4B 109.5 . . ? C2 C4 H4A 109.5 . . ? H4C C4 H4A 109.5 . . ? H4B C4 H4A 109.5 . . ? C2 C5 H5C 109.5 . . ? C2 C5 H5B 109.5 . . ? H5C C5 H5B 109.5 . . ? C2 C5 H5A 109.5 . . ? H5C C5 H5A 109.5 . . ? H5B C5 H5A 109.5 . . ? O2 C6 C7 114.1(7) . . ? O2 C6 H6B 108.7 . . ? C7 C6 H6B 108.7 . . ? O2 C6 H6A 108.7 . . ? C7 C6 H6A 108.7 . . ? H6B C6 H6A 107.6 . . ? C8 C7 C9 111.6(8) . . ? C8 C7 C6 110.8(7) . . ? C9 C7 C6 111.4(7) . . ? C8 C7 C10 109.2(8) . . ? C9 C7 C10 107.6(8) . . ? C6 C7 C10 106.0(7) . . ? C7 C8 H8C 109.5 . . ? C7 C8 H8B 109.5 . . ? H8C C8 H8B 109.5 . . ? C7 C8 H8A 109.5 . . ? H8C C8 H8A 109.5 . . ? H8B C8 H8A 109.5 . . ? C7 C9 H9C 109.5 . . ? C7 C9 H9B 109.5 . . ? H9C C9 H9B 109.5 . . ? C7 C9 H9A 109.5 . . ? H9C C9 H9A 109.5 . . ? H9B C9 H9A 109.5 . . ? C7 C10 H10C 109.5 . . ? C7 C10 H10B 109.5 . . ? H10C C10 H10B 109.5 . . ? C7 C10 H10A 109.5 . . ? H10C C10 H10A 109.5 . . ? H10B C10 H10A 109.5 . . ? O3 C11 C12 111.9(8) . . ? O3 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 . . ? O3 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 . . ? H11B C11 H11A 107.9 . . ? C13 C12 C14 110.3(11) . . ? C13 C12 C15 110.9(10) . . ? C14 C12 C15 108.0(10) . . ? C13 C12 C11 111.2(9) . . ? C14 C12 C11 109.8(9) . . ? C15 C12 C11 106.6(8) . . ? C12 C13 H13C 109.5 . . ? C12 C13 H13B 109.5 . . ? H13C C13 H13B 109.5 . . ? C12 C13 H13A 109.5 . . ? H13C C13 H13A 109.5 . . ? H13B C13 H13A 109.5 . . ? C12 C14 H14C 109.5 . . ? C12 C14 H14B 109.5 . . ? H14C C14 H14B 109.5 . . ? C12 C14 H14A 109.5 . . ? H14C C14 H14A 109.5 . . ? H14B C14 H14A 109.5 . . ? C12 C15 H15C 109.5 . . ? C12 C15 H15B 109.5 . . ? H15C C15 H15B 109.5 . . ? C12 C15 H15A 109.5 . . ? H15C C15 H15A 109.5 . . ? H15B C15 H15A 109.5 . . ? O4 C16 C17 110.4(8) . . ? O4 C16 H16A 109.6 . . ? C17 C16 H16A 109.6 . . ? O4 C16 H16B 109.6 . . ? C17 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? C16 C17 C20 108.6(8) . . ? C16 C17 C19 113.2(9) . . ? C20 C17 C19 111.8(10) . . ? C16 C17 C18 107.5(9) . . ? C20 C17 C18 105.4(11) . . ? C19 C17 C18 110.1(13) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O4 C16A H16C 109.7 . . ? O4 C16A H16D 109.7 . . ? H16C C16A H16D 108.2 . . ? H18D C18A H18E 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? H19D C19A H19E 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? #===END data_c2c _database_code_depnum_ccdc_archive 'CCDC 794585' #TrackingRef '[V2(OCy)8]_c2c_SoaresJF.cif' _audit_creation_date 2009-12-01T11:41:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; vanadium complex ; _chemical_name_common 'vanadium complex' _chemical_formula_moiety 'C48 H88 O8 V2' _chemical_formula_sum 'C48 H88 O8 V2' _chemical_formula_weight 895.06 _chemical_melting_point none #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall -C2yc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.6317(9) _cell_length_b 17.4642(9) _cell_length_c 21.9583(14) _cell_angle_alpha 90 _cell_angle_beta 92.655(4) _cell_angle_gamma 90 _cell_volume 4838.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 139(2) _cell_measurement_reflns_used 9941 _cell_measurement_theta_min 2.3325 _cell_measurement_theta_max 28.047 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Losange _exptl_crystal_colour green-yellow _exptl_crystal_size_max 0.436 _exptl_crystal_size_mid 0.362 _exptl_crystal_size_min 0.344 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_special_details ; XPREP (Bruker, 2006) was used to perform the Gaussian absorption correction based on the face-indexed crystal size ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.435 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details XPREP _exptl_absorpt_correction_T_min 0.9451 _exptl_absorpt_correction_T_max 0.9653 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 139(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean none _diffrn_measurement_device_type 'X8 APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_unetI/netI 0.0148 _diffrn_reflns_number 41510 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.05 _diffrn_reflns_theta_full 28.05 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 5859 _reflns_number_gt 5357 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'BRUKER APEX-II' _computing_cell_refinement 'BRUKER SANT' _computing_data_reduction 'BRUKER SOFTWARE' _computing_structure_solution 'SHELXL97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTP-3 (Farrugia, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0654P)^2^+8.0505P] 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_number_reflns 5859 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.1047 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 0.921 _refine_ls_restrained_S_all 0.921 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.532 _refine_diff_density_min -0.576 _refine_diff_density_rms 0.126 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' 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 0.219699(18) 0.201903(12) 0.058331(10) 0.01389(8) Uani 1 1 d . . . O4 O 0.08496(8) 0.22472(6) 0.06999(5) 0.0212(2) Uani 1 1 d . . . O2 O 0.26482(8) 0.19811(5) 0.13816(5) 0.0183(2) Uani 1 1 d . . . O3 O 0.31017(8) 0.28335(5) 0.03660(4) 0.01531(19) Uani 1 1 d . . . O1 O 0.26138(9) 0.10546(6) 0.04744(5) 0.0213(2) Uani 1 1 d . . . C18 C 0.38152(11) 0.35219(8) 0.12775(6) 0.0185(3) Uani 1 1 d . . . H18A H 0.3297 0.3925 0.1203 0.022 Uiso 1 1 calc R . . H18B H 0.3521 0.3153 0.1554 0.022 Uiso 1 1 calc R . . C6 C 0.35561(11) 0.00179(8) 0.00449(7) 0.0200(3) Uani 1 1 d . . . H6A H 0.3696 -0.0198 0.0448 0.024 Uiso 1 1 calc R . . H6B H 0.4136 0.0359 -0.0042 0.024 Uiso 1 1 calc R . . C13 C 0.40491(11) 0.31293(8) 0.06770(6) 0.0161(3) Uani 1 1 d . . . H13 H 0.4348 0.3517 0.0412 0.019 Uiso 1 1 calc R . . C24 C -0.07046(12) 0.23915(9) 0.12793(7) 0.0221(3) Uani 1 1 d . . . H24A H -0.0689 0.1852 0.1384 0.026 Uiso 1 1 calc R . . H24B H -0.113 0.2451 0.0903 0.026 Uiso 1 1 calc R . . C23 C -0.12061(13) 0.28427(10) 0.17872(8) 0.0251(3) Uani 1 1 d . . . H23A H -0.1931 0.2673 0.1825 0.03 Uiso 1 1 calc R . . H23B H -0.082 0.2741 0.2171 0.03 Uiso 1 1 calc R . . C8 C 0.16039(13) 0.10635(9) 0.19469(8) 0.0260(3) Uani 1 1 d . . . H8A H 0.1156 0.0954 0.1587 0.031 Uiso 1 1 calc R . . H8B H 0.1275 0.1471 0.2171 0.031 Uiso 1 1 calc R . . C1 C 0.25230(11) 0.04660(8) 0.00327(6) 0.0170(3) Uani 1 1 d . . . H1 H 0.2404 0.0698 -0.0371 0.02 Uiso 1 1 calc R . . C17 C 0.48337(13) 0.38614(9) 0.15673(7) 0.0243(3) Uani 1 1 d . . . H17A H 0.5104 0.4251 0.13 0.029 Uiso 1 1 calc R . . H17B H 0.4682 0.4103 0.1951 0.029 Uiso 1 1 calc R . . C7 C 0.26936(11) 0.13192(8) 0.17582(6) 0.0185(3) Uani 1 1 d . . . H7 H 0.3002 0.0902 0.1526 0.022 Uiso 1 1 calc R . . C12 C 0.34236(13) 0.14742(9) 0.23140(7) 0.0237(3) Uani 1 1 d . . . H12A H 0.3143 0.1895 0.2546 0.028 Uiso 1 1 calc R . . H12B H 0.4117 0.1623 0.2184 0.028 Uiso 1 1 calc R . . C2 C 0.15956(12) -0.00560(9) 0.01568(8) 0.0239(3) Uani 1 1 d . . . H2A H 0.0944 0.0238 0.0139 0.029 Uiso 1 1 calc R . . H2B H 0.169 -0.0272 0.0563 0.029 Uiso 1 1 calc R . . C11 C 0.35291(14) 0.07643(10) 0.27190(8) 0.0301(4) Uani 1 1 d . . . H11A H 0.3879 0.0361 0.2501 0.036 Uiso 1 1 calc R . . H11B H 0.3965 0.0885 0.3082 0.036 Uiso 1 1 calc R . . C5 C 0.34911(12) -0.06243(9) -0.04271(8) 0.0261(3) Uani 1 1 d . . . H5A H 0.3416 -0.0405 -0.0833 0.031 Uiso 1 1 calc R . . H5B H 0.4142 -0.092 -0.0402 0.031 Uiso 1 1 calc R . . C22 C -0.11971(13) 0.36989(10) 0.16604(8) 0.0277(3) Uani 1 1 d . . . H22A H -0.147 0.3971 0.2005 0.033 Uiso 1 1 calc R . . H22B H -0.1657 0.3809 0.1305 0.033 Uiso 1 1 calc R . . C15 C 0.58932(13) 0.28246(10) 0.10855(8) 0.0276(3) Uani 1 1 d . . . H15A H 0.6386 0.2409 0.1173 0.033 Uiso 1 1 calc R . . H15B H 0.6222 0.3177 0.081 0.033 Uiso 1 1 calc R . . C3 C 0.15179(13) -0.07011(9) -0.03141(9) 0.0288(3) Uani 1 1 d . . . H3A H 0.0948 -0.1046 -0.0217 0.035 Uiso 1 1 calc R . . H3B H 0.1354 -0.0486 -0.0715 0.035 Uiso 1 1 calc R . . C9 C 0.17043(14) 0.03462(10) 0.23466(9) 0.0339(4) Uani 1 1 d . . . H9A H 0.101 0.0202 0.2479 0.041 Uiso 1 1 calc R . . H9B H 0.1974 -0.0073 0.2109 0.041 Uiso 1 1 calc R . . C16 C 0.56692(13) 0.32406(10) 0.16776(8) 0.0268(3) Uani 1 1 d . . . H16A H 0.5423 0.2875 0.1972 0.032 Uiso 1 1 calc R . . H16B H 0.6318 0.347 0.1845 0.032 Uiso 1 1 calc R . . C20 C 0.04179(12) 0.35233(9) 0.10432(7) 0.0230(3) Uani 1 1 d . . . H20A H 0.0024 0.3615 0.066 0.028 Uiso 1 1 calc R . . H20B H 0.1141 0.3694 0.0999 0.028 Uiso 1 1 calc R . . C10 C 0.24473(15) 0.04832(11) 0.29045(8) 0.0345(4) Uani 1 1 d . . . H10A H 0.2137 0.0861 0.3167 0.041 Uiso 1 1 calc R . . H10B H 0.2533 0.0011 0.3133 0.041 Uiso 1 1 calc R . . C19 C 0.04143(11) 0.26698(8) 0.11861(6) 0.0173(3) Uani 1 1 d . . . H19 H 0.0849 0.2579 0.1561 0.021 Uiso 1 1 calc R . . C4 C 0.25580(14) -0.11490(9) -0.03237(9) 0.0311(4) Uani 1 1 d . . . H4A H 0.2676 -0.1416 0.0061 0.037 Uiso 1 1 calc R . . H4B H 0.2506 -0.1529 -0.0646 0.037 Uiso 1 1 calc R . . C21 C -0.00785(14) 0.39810(9) 0.15491(8) 0.0275(3) Uani 1 1 d . . . H21A H -0.0104 0.4518 0.1437 0.033 Uiso 1 1 calc R . . H21B H 0.0359 0.3933 0.1922 0.033 Uiso 1 1 calc R . . C14 C 0.48764(11) 0.25024(8) 0.07751(7) 0.0197(3) Uani 1 1 d . . . H14A H 0.5037 0.228 0.0385 0.024 Uiso 1 1 calc R . . H14B H 0.4595 0.2101 0.1027 0.024 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 0.01611(13) 0.01335(12) 0.01216(13) -0.00121(7) -0.00001(8) 0.00092(8) O4 0.0188(5) 0.0292(5) 0.0155(5) -0.0035(4) 0.0004(4) 0.0031(4) O2 0.0222(5) 0.0166(5) 0.0157(5) 0.0011(4) -0.0013(4) -0.0011(4) O3 0.0172(5) 0.0151(4) 0.0134(5) -0.0020(3) -0.0016(4) -0.0011(3) O1 0.0297(6) 0.0148(4) 0.0191(5) -0.0030(4) -0.0023(4) 0.0032(4) C18 0.0209(7) 0.0180(6) 0.0163(6) -0.0044(5) -0.0030(5) 0.0029(5) C6 0.0185(7) 0.0178(6) 0.0234(7) -0.0005(5) -0.0012(5) 0.0008(5) C13 0.0162(6) 0.0165(6) 0.0152(6) -0.0019(5) -0.0020(5) -0.0007(5) C24 0.0199(7) 0.0212(7) 0.0252(7) -0.0014(6) 0.0023(6) -0.0023(5) C23 0.0200(7) 0.0318(8) 0.0239(8) 0.0009(6) 0.0052(6) 0.0004(6) C8 0.0231(7) 0.0254(7) 0.0291(8) 0.0067(6) -0.0029(6) -0.0044(6) C1 0.0210(6) 0.0142(6) 0.0157(6) -0.0013(5) -0.0007(5) 0.0014(5) C17 0.0289(8) 0.0218(7) 0.0214(7) -0.0062(6) -0.0069(6) -0.0011(6) C7 0.0222(7) 0.0177(6) 0.0155(6) 0.0017(5) -0.0008(5) -0.0004(5) C12 0.0258(7) 0.0262(7) 0.0187(7) 0.0038(6) -0.0038(6) -0.0044(6) C2 0.0206(7) 0.0213(7) 0.0299(8) -0.0047(6) 0.0044(6) 0.0001(5) C11 0.0325(9) 0.0337(8) 0.0234(8) 0.0099(7) -0.0062(6) -0.0013(7) C5 0.0236(7) 0.0259(7) 0.0291(8) -0.0078(6) 0.0025(6) 0.0039(6) C22 0.0274(8) 0.0283(8) 0.0275(8) -0.0032(6) 0.0020(6) 0.0083(6) C15 0.0186(7) 0.0367(8) 0.0271(8) -0.0061(7) -0.0023(6) 0.0044(6) C3 0.0222(7) 0.0253(8) 0.0389(9) -0.0097(7) 0.0000(7) -0.0046(6) C9 0.0313(9) 0.0298(8) 0.0403(10) 0.0140(7) -0.0015(7) -0.0080(7) C16 0.0223(7) 0.0323(8) 0.0249(8) -0.0058(6) -0.0080(6) 0.0022(6) C20 0.0235(7) 0.0219(7) 0.0239(7) 0.0030(6) 0.0032(6) -0.0025(5) C10 0.0402(10) 0.0370(9) 0.0263(8) 0.0144(7) 0.0024(7) -0.0038(8) C19 0.0175(6) 0.0208(6) 0.0138(6) -0.0010(5) 0.0013(5) 0.0008(5) C4 0.0295(8) 0.0207(7) 0.0430(10) -0.0123(7) 0.0012(7) -0.0004(6) C21 0.0320(8) 0.0204(7) 0.0299(8) -0.0039(6) -0.0002(7) 0.0012(6) C14 0.0186(7) 0.0219(7) 0.0184(7) -0.0045(5) -0.0010(5) 0.0041(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O4 1.7780(11) . ? V1 O1 1.7841(10) . ? V1 O2 1.8191(11) . ? V1 O3 1.8994(10) . ? V1 O3 2.1169(10) 7 ? O4 C19 1.4288(17) . ? O2 C7 1.4210(16) . ? O3 C13 1.4455(16) . ? O3 V1 2.1169(10) 7 ? O1 C1 1.4143(16) . ? C18 C17 1.528(2) . ? C18 C13 1.5272(19) . ? C18 H18A 0.97 . ? C18 H18B 0.97 . ? C6 C1 1.5209(19) . ? C6 C5 1.527(2) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C13 C14 1.5221(19) . ? C13 H13 0.98 . ? C24 C19 1.517(2) . ? C24 C23 1.527(2) . ? C24 H24A 0.97 . ? C24 H24B 0.97 . ? C23 C22 1.521(2) . ? C23 H23A 0.97 . ? C23 H23B 0.97 . ? C8 C7 1.523(2) . ? C8 C9 1.531(2) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C1 C2 1.519(2) . ? C1 H1 0.98 . ? C17 C16 1.525(2) . ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? C7 C12 1.519(2) . ? C7 H7 0.98 . ? C12 C11 1.528(2) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C2 C3 1.529(2) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C11 C10 1.525(2) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C5 C4 1.518(2) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C22 C21 1.527(2) . ? C22 H22A 0.97 . ? C22 H22B 0.97 . ? C15 C16 1.527(2) . ? C15 C14 1.533(2) . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C3 C4 1.530(2) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C9 C10 1.527(3) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C16 H16A 0.97 . ? C16 H16B 0.97 . ? C20 C19 1.523(2) . ? C20 C21 1.527(2) . ? C20 H20A 0.97 . ? C20 H20B 0.97 . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C19 H19 0.98 . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C21 H21A 0.97 . ? C21 H21B 0.97 . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? 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 O4 V1 O1 121.41(5) . . ? O4 V1 O2 97.39(5) . . ? O1 V1 O2 90.78(5) . . ? O4 V1 O3 117.35(5) . . ? O1 V1 O3 119.25(5) . . ? O2 V1 O3 95.97(4) . . ? O4 V1 O3 89.22(4) . 7 ? O1 V1 O3 91.32(4) . 7 ? O2 V1 O3 170.71(4) . 7 ? O3 V1 O3 75.13(4) . 7 ? C19 O4 V1 128.87(9) . . ? C7 O2 V1 126.36(9) . . ? C13 O3 V1 130.06(8) . . ? C13 O3 V1 121.84(8) . 7 ? V1 O3 V1 104.87(4) . 7 ? C1 O1 V1 139.73(9) . . ? C17 C18 C13 109.93(12) . . ? C17 C18 H18A 109.7 . . ? C13 C18 H18A 109.7 . . ? C17 C18 H18B 109.7 . . ? C13 C18 H18B 109.7 . . ? H18A C18 H18B 108.2 . . ? C1 C6 C5 110.30(12) . . ? C1 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? C1 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? O3 C13 C14 110.96(11) . . ? O3 C13 C18 112.29(11) . . ? C14 C13 C18 111.08(11) . . ? O3 C13 H13 107.4 . . ? C14 C13 H13 107.4 . . ? C18 C13 H13 107.4 . . ? C19 C24 C23 110.72(12) . . ? C19 C24 H24A 109.5 . . ? C23 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C22 C23 C24 111.51(13) . . ? C22 C23 H23A 109.3 . . ? C24 C23 H23A 109.3 . . ? C22 C23 H23B 109.3 . . ? C24 C23 H23B 109.3 . . ? H23A C23 H23B 108 . . ? C7 C8 C9 110.12(13) . . ? C7 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? C7 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.2 . . ? O1 C1 C2 110.60(12) . . ? O1 C1 C6 108.65(11) . . ? C2 C1 C6 110.87(12) . . ? O1 C1 H1 108.9 . . ? C2 C1 H1 108.9 . . ? C6 C1 H1 108.9 . . ? C16 C17 C18 110.70(12) . . ? C16 C17 H17A 109.5 . . ? C18 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? O2 C7 C12 109.22(11) . . ? O2 C7 C8 112.60(12) . . ? C12 C7 C8 110.87(13) . . ? O2 C7 H7 108 . . ? C12 C7 H7 108 . . ? C8 C7 H7 108 . . ? C7 C12 C11 110.87(13) . . ? C7 C12 H12A 109.5 . . ? C11 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C1 C2 C3 110.28(13) . . ? C1 C2 H2A 109.6 . . ? C3 C2 H2A 109.6 . . ? C1 C2 H2B 109.6 . . ? C3 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? C10 C11 C12 111.19(14) . . ? C10 C11 H11A 109.4 . . ? C12 C11 H11A 109.4 . . ? C10 C11 H11B 109.4 . . ? C12 C11 H11B 109.4 . . ? H11A C11 H11B 108 . . ? C4 C5 C6 111.07(13) . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5B 109.4 . . ? C6 C5 H5B 109.4 . . ? H5A C5 H5B 108 . . ? C23 C22 C21 111.18(13) . . ? C23 C22 H22A 109.4 . . ? C21 C22 H22A 109.4 . . ? C23 C22 H22B 109.4 . . ? C21 C22 H22B 109.4 . . ? H22A C22 H22B 108 . . ? C16 C15 C14 111.64(13) . . ? C16 C15 H15A 109.3 . . ? C14 C15 H15A 109.3 . . ? C16 C15 H15B 109.3 . . ? C14 C15 H15B 109.3 . . ? H15A C15 H15B 108 . . ? C4 C3 C2 110.96(13) . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3B 109.4 . . ? C2 C3 H3B 109.4 . . ? H3A C3 H3B 108 . . ? C10 C9 C8 111.29(14) . . ? C10 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? C10 C9 H9B 109.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108 . . ? C17 C16 C15 110.93(13) . . ? C17 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 108 . . ? C19 C20 C21 110.93(12) . . ? C19 C20 H20A 109.5 . . ? C21 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? C21 C20 H20B 109.5 . . ? H20A C20 H20B 108 . . ? C11 C10 C9 111.17(14) . . ? C11 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108 . . ? O4 C19 C24 109.18(11) . . ? O4 C19 C20 110.29(12) . . ? C24 C19 C20 110.67(12) . . ? O4 C19 H19 108.9 . . ? C24 C19 H19 108.9 . . ? C20 C19 H19 108.9 . . ? C5 C4 C3 111.51(14) . . ? C5 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? C5 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 108 . . ? C20 C21 C22 111.22(13) . . ? C20 C21 H21A 109.4 . . ? C22 C21 H21A 109.4 . . ? C20 C21 H21B 109.4 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 108 . . ? C13 C14 C15 110.76(12) . . ? C13 C14 H14A 109.5 . . ? C15 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C15 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 V1 O4 C19 125.62(11) . . . . ? O2 V1 O4 C19 30.15(12) . . . . ? O3 V1 O4 C19 -70.52(12) . . . . ? O3 V1 O4 C19 -143.30(12) 7 . . . ? O4 V1 O2 C7 92.53(11) . . . . ? O1 V1 O2 C7 -29.30(11) . . . . ? O3 V1 O2 C7 -148.82(11) . . . . ? O3 V1 O2 C7 -132.4(2) 7 . . . ? O4 V1 O3 C13 119.35(11) . . . . ? O1 V1 O3 C13 -76.42(11) . . . . ? O2 V1 O3 C13 17.83(11) . . . . ? O3 V1 O3 C13 -159.46(13) 7 . . . ? O4 V1 O3 V1 -81.19(6) . . . 7 ? O1 V1 O3 V1 83.03(6) . . . 7 ? O2 V1 O3 V1 177.29(5) . . . 7 ? O3 V1 O3 V1 0 7 . . 7 ? O4 V1 O1 C1 70.54(16) . . . . ? O2 V1 O1 C1 169.69(15) . . . . ? O3 V1 O1 C1 -93.02(15) . . . . ? O3 V1 O1 C1 -19.36(15) 7 . . . ? V1 O3 C13 C14 57.18(15) . . . . ? V1 O3 C13 C14 -99.29(11) 7 . . . ? V1 O3 C13 C18 -67.81(14) . . . . ? V1 O3 C13 C18 135.73(10) 7 . . . ? C17 C18 C13 O3 -176.84(11) . . . . ? C17 C18 C13 C14 58.24(15) . . . . ? C19 C24 C23 C22 56.19(17) . . . . ? V1 O1 C1 C2 -93.73(16) . . . . ? V1 O1 C1 C6 144.37(12) . . . . ? C5 C6 C1 O1 -179.95(12) . . . . ? C5 C6 C1 C2 58.31(16) . . . . ? C13 C18 C17 C16 -58.26(17) . . . . ? V1 O2 C7 C12 162.12(10) . . . . ? V1 O2 C7 C8 -74.25(15) . . . . ? C9 C8 C7 O2 179.55(13) . . . . ? C9 C8 C7 C12 -57.74(18) . . . . ? O2 C7 C12 C11 -177.74(13) . . . . ? C8 C7 C12 C11 57.62(17) . . . . ? O1 C1 C2 C3 -178.73(12) . . . . ? C6 C1 C2 C3 -58.14(17) . . . . ? C7 C12 C11 C10 -55.82(19) . . . . ? C1 C6 C5 C4 -56.50(17) . . . . ? C24 C23 C22 C21 -54.70(18) . . . . ? C1 C2 C3 C4 56.02(19) . . . . ? C7 C8 C9 C10 56.5(2) . . . . ? C18 C17 C16 C15 56.71(18) . . . . ? C14 C15 C16 C17 -54.77(19) . . . . ? C12 C11 C10 C9 54.6(2) . . . . ? C8 C9 C10 C11 -55.2(2) . . . . ? V1 O4 C19 C24 -151.34(10) . . . . ? V1 O4 C19 C20 86.86(14) . . . . ? C23 C24 C19 O4 -178.77(12) . . . . ? C23 C24 C19 C20 -57.20(16) . . . . ? C21 C20 C19 O4 178.14(12) . . . . ? C21 C20 C19 C24 57.23(16) . . . . ? C6 C5 C4 C3 55.03(19) . . . . ? C2 C3 C4 C5 -54.8(2) . . . . ? C19 C20 C21 C22 -55.78(18) . . . . ? C23 C22 C21 C20 54.45(18) . . . . ? O3 C13 C14 C15 178.08(12) . . . . ? C18 C13 C14 C15 -56.25(16) . . . . ? C16 C15 C14 C13 54.44(18) . . . . ?