# ic020259d.cif data_712vo _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C15 H12 N O6 V' _chemical_formula_weight 353.20 _chemical_melting_point ? _chemical_compound_source ? 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' '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 10.436(4) _cell_length_b 9.757(2) _cell_length_c 14.410(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.70(3) _cell_angle_gamma 90.00 _cell_volume 1436.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 7 _cell_measurement_theta_max 14 _exptl_crystal_description parallelopiped _exptl_crystal_colour dark _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.633 _exptl_crystal_density_method ? _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.722 _exptl_absorpt_correction_type 'semi-empirical' _exptl_absorpt_correction_T_min 0.759 _exptl_absorpt_correction_T_max 0.911 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens R3m/V' _diffrn_measurement_method '\w scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 198 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2680 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2498 _reflns_number_observed 1898 _reflns_observed_criterion >2sigma(I) _computing_data_collection ?'Siemens P3/P4-PC V4.27' _computing_cell_refinement ?'Siemens P3/P4-PC V4.27' _computing_data_reduction ?'Siemens P3/P4-PC V4.27' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ?'Siemens SHELXTL V5.03 PC' _computing_publication_material ?'Siemens SHELXTL V5.03 PC' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 3 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0783P)^2^+2.7340P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2495 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0818 _refine_ls_R_factor_obs 0.0577 _refine_ls_wR_factor_all 0.1708 _refine_ls_wR_factor_obs 0.1447 _refine_ls_goodness_of_fit_all 1.081 _refine_ls_goodness_of_fit_obs 1.069 _refine_ls_restrained_S_all 1.088 _refine_ls_restrained_S_obs 1.069 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group V V 0.70808(8) 0.17100(8) 0.56171(6) 0.0420(3) Uani 1 d . . O1 O 0.6116(4) 0.0953(4) 0.4793(2) 0.0592(10) Uani 1 d . . O2 O 0.6737(3) 0.0630(3) 0.6692(2) 0.0456(8) Uani 1 d . . O3 O 0.7428(4) 0.3267(3) 0.4972(2) 0.0522(9) Uani 1 d . . O4 O 0.8684(3) 0.2755(3) 0.6842(2) 0.0447(8) Uani 1 d . . O5 O 0.8564(3) 0.0697(3) 0.5657(2) 0.0467(8) Uani 1 d . . O6 O 0.5397(3) 0.0179(3) 0.7670(3) 0.0531(9) Uani 1 d . . N N 0.5849(4) 0.2957(4) 0.6194(3) 0.0444(9) Uani 1 d . . C1 C 0.5769(4) 0.0895(4) 0.7076(3) 0.0422(11) Uani 1 d . . C2 C 0.5038(5) 0.2196(6) 0.6731(4) 0.0554(13) Uani 1 d . . C3 C 0.5847(5) 0.4285(5) 0.6216(3) 0.0462(11) Uani 1 d . . H3A H 0.5265(5) 0.4722(5) 0.6562(3) 0.055 Uiso 1 d R . C4 C 0.6635(5) 0.5148(5) 0.5758(3) 0.0455(11) Uani 1 d . . C5 C 0.6657(6) 0.6577(5) 0.5912(4) 0.0548(13) Uani 1 d . . C6 C 0.7432(7) 0.7426(6) 0.5500(4) 0.069(2) Uani 1 d . . C7 C 0.8196(6) 0.6866(6) 0.4920(4) 0.065(2) Uani 1 d . . H7A H 0.8733(6) 0.7454(6) 0.4624(4) 0.078 Uiso 1 d R . C8 C 0.8207(5) 0.5487(5) 0.4751(4) 0.0544(13) Uani 1 d . . C9 C 0.7433(5) 0.4609(4) 0.5165(3) 0.0437(11) Uani 1 d . . C10 C 0.9775(4) 0.1950(4) 0.6944(3) 0.0402(10) Uani 1 d . . C11 C 1.0898(5) 0.2164(5) 0.7610(4) 0.0513(12) Uani 1 d . . C12 C 1.1950(5) 0.1287(6) 0.7637(4) 0.0610(14) Uani 1 d . . C13 C 1.1854(6) 0.0192(7) 0.7025(5) 0.069(2) Uani 1 d . . H13A H 1.2586(6) -0.0415(7) 0.7058(5) 0.082 Uiso 1 d R . C14 C 1.0718(5) -0.0053(6) 0.6372(4) 0.0580(14) Uani 1 d . . H14A H 1.0651(5) -0.0831(6) 0.5957(4) 0.070 Uiso 1 d R . C15 C 0.9672(4) 0.0843(5) 0.6314(3) 0.0413(10) Uani 1 d . . H8A H 0.8717 0.5109 0.4367 0.081 Uiso 1 d . . H2A H 0.4265 0.1920 0.6374 0.056 Uiso 1 d . . H11A H 1.1008 0.2842 0.8055 0.052 Uiso 1 d . . H12A H 1.2746 0.1399 0.8053 0.073 Uiso 1 d . . H2B H 0.5018 0.2700 0.7325 0.068 Uiso 1 d . . H5A H 0.6063 0.6874 0.6296 0.074 Uiso 1 d . . H6A H 0.7505 0.8349 0.5643 0.113 Uiso 1 d . . H4 H 0.9020 0.3744 0.7056 0.050 Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V 0.0520(5) 0.0288(4) 0.0451(5) -0.0007(3) 0.0098(3) -0.0020(3) O1 0.072(2) 0.046(2) 0.055(2) -0.003(2) 0.002(2) -0.011(2) O2 0.049(2) 0.034(2) 0.056(2) 0.0068(15) 0.014(2) -0.0005(14) O3 0.073(2) 0.036(2) 0.052(2) 0.0007(15) 0.023(2) -0.004(2) O4 0.042(2) 0.034(2) 0.057(2) -0.0098(15) 0.0078(15) 0.0021(14) O5 0.059(2) 0.031(2) 0.051(2) -0.0060(14) 0.015(2) 0.0003(15) O6 0.056(2) 0.042(2) 0.063(2) 0.020(2) 0.015(2) -0.002(2) N 0.047(2) 0.035(2) 0.051(2) 0.013(2) 0.011(2) 0.003(2) C1 0.043(2) 0.028(2) 0.051(3) 0.007(2) 0.000(2) -0.005(2) C2 0.050(3) 0.047(3) 0.073(3) 0.017(3) 0.021(3) 0.004(2) C3 0.051(3) 0.034(3) 0.053(3) 0.009(2) 0.012(2) 0.007(2) C4 0.051(3) 0.037(3) 0.047(3) 0.008(2) 0.006(2) 0.003(2) C5 0.081(4) 0.025(2) 0.058(3) 0.002(2) 0.014(3) 0.014(2) C6 0.095(4) 0.038(3) 0.074(4) 0.008(3) 0.019(3) -0.012(3) C7 0.085(4) 0.044(3) 0.067(4) 0.010(3) 0.020(3) -0.020(3) C8 0.065(3) 0.046(3) 0.053(3) 0.006(2) 0.014(2) -0.008(2) C9 0.058(3) 0.029(2) 0.041(2) 0.002(2) 0.004(2) -0.003(2) C10 0.041(2) 0.035(2) 0.047(2) 0.005(2) 0.015(2) -0.001(2) C11 0.051(3) 0.046(3) 0.056(3) 0.001(2) 0.010(2) -0.008(2) C12 0.048(3) 0.064(4) 0.070(4) 0.018(3) 0.009(3) 0.005(3) C13 0.056(3) 0.067(4) 0.087(4) 0.015(3) 0.023(3) 0.022(3) C14 0.069(3) 0.044(3) 0.068(3) 0.002(3) 0.031(3) 0.009(3) C15 0.048(3) 0.032(2) 0.046(3) 0.004(2) 0.017(2) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V O1 1.576(3) . y V O5 1.827(3) . y V O3 1.855(3) . y V O2 1.966(3) . y V N 2.063(4) . y V O4 2.399(3) . y O2 C1 1.273(6) . ? O3 C9 1.338(5) . ? O4 C10 1.366(5) . Y O5 C15 1.345(5) . Y O6 C1 1.227(5) . ? N C3 1.297(6) . ? N C2 1.460(6) . ? C1 C2 1.513(7) . ? C3 C4 1.428(6) . ? C4 C9 1.410(7) . ? C4 C5 1.412(6) . ? C5 C6 1.373(8) . ? C6 C7 1.380(8) . ? C7 C8 1.368(8) . ? C8 C9 1.392(7) . ? C10 C11 1.372(7) . Y C10 C15 1.402(6) . Y C11 C12 1.386(7) . Y C12 C13 1.376(8) . Y C13 C14 1.377(8) . Y C14 C15 1.387(7) . Y 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 V O5 100.3(2) . . y O1 V O3 99.5(2) . . y O5 V O3 102.0(2) . . y O1 V O2 98.7(2) . . y O5 V O2 88.50(14) . . y O3 V O2 156.86(14) . . y O1 V N 103.0(2) . . y O5 V N 154.0(2) . . y O3 V N 85.41(15) . . y O2 V N 76.73(14) . . y O1 V O4 175.5(2) . . y O5 V O4 75.32(13) . . y O3 V O4 80.95(14) . . y O2 V O4 81.93(13) . . y N V O4 81.46(13) . . y C1 O2 V 121.4(3) . . ? C9 O3 V 133.6(3) . . ? C10 O4 V 106.1(3) . . ? C15 O5 V 124.6(3) . . ? C3 N C2 119.4(4) . . ? C3 N V 127.1(3) . . ? C2 N V 112.9(3) . . ? O6 C1 O2 125.4(4) . . ? O6 C1 C2 119.8(4) . . ? O2 C1 C2 114.8(4) . . ? N C2 C1 107.0(4) . . ? N C3 C4 125.0(5) . . ? C9 C4 C5 118.1(5) . . ? C9 C4 C3 121.8(4) . . ? C5 C4 C3 120.2(5) . . ? C6 C5 C4 121.4(5) . . ? C5 C6 C7 119.1(5) . . ? C8 C7 C6 121.6(5) . . ? C7 C8 C9 120.2(5) . . ? O3 C9 C8 119.4(5) . . ? O3 C9 C4 120.9(4) . . ? C8 C9 C4 119.7(4) . . ? O4 C10 C11 124.3(4) . . ? O4 C10 C15 114.8(4) . . ? C11 C10 C15 120.9(4) . . ? C10 C11 C12 119.0(5) . . ? C13 C12 C11 120.5(5) . . ? C12 C13 C14 120.9(5) . . ? C13 C14 C15 119.3(5) . . ? O5 C15 C14 122.0(4) . . ? O5 C15 C10 118.6(4) . . ? C14 C15 C10 119.4(5) . . ? _refine_diff_density_max 0.554 _refine_diff_density_min -0.717 _refine_diff_density_rms 0.082 #===END data_728vo _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H34 N O6 V' _chemical_formula_weight 507.48 _chemical_melting_point ? _chemical_compound_source ? 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' 'V' 'V' 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal R(obv) _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 23.754(5) _cell_length_b 23.754(5) _cell_length_c 12.836(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6272.4(24) _cell_formula_units_Z 9 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 7 _cell_measurement_theta_max 14 _exptl_crystal_description parallelopiped _exptl_crystal_colour dark _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method ? _exptl_crystal_F_000 2412 _exptl_absorpt_coefficient_mu 0.392 _exptl_absorpt_correction_type 'semi-empirical' _exptl_absorpt_correction_T_min 0.854 _exptl_absorpt_correction_T_max 0.951 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens R3m/V' _diffrn_measurement_method '\w scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 198 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 5778 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.04 _reflns_number_total 4910 _reflns_number_observed 4133 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens P3/P4-PC V4.27' _computing_cell_refinement 'Siemens P3/P4-PC V4.27' _computing_data_reduction 'Siemens P3/P4-PC V4.27' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL V5.03 PC' _computing_publication_material 'Siemens SHELXTL V5.03 PC' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 7 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0944P)^2^+1.2196P] 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 ? _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 0.00(3) _refine_ls_number_reflns 4903 _refine_ls_number_parameters 307 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0650 _refine_ls_R_factor_obs 0.0515 _refine_ls_wR_factor_all 0.1461 _refine_ls_wR_factor_obs 0.1344 _refine_ls_goodness_of_fit_all 1.089 _refine_ls_goodness_of_fit_obs 1.097 _refine_ls_restrained_S_all 1.091 _refine_ls_restrained_S_obs 1.097 _refine_ls_shift/esd_max -0.032 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group V V 0.26140(3) -0.58846(3) -0.40989(5) 0.0427(2) Uani 1 d . . N N 0.3529(2) -0.5589(2) -0.4733(2) 0.0393(7) Uani 1 d . . O1 O 0.2739(2) -0.5603(2) -0.2945(3) 0.0650(9) Uani 1 d . . O2 O 0.27778(14) -0.66055(15) -0.3782(3) 0.0551(8) Uani 1 d . . O3 O 0.26701(14) -0.51766(15) -0.4819(2) 0.0536(7) Uani 1 d . . O4 O 0.23392(12) -0.64181(13) -0.5719(2) 0.0461(7) Uani 1 d . . O5 O 0.17243(13) -0.64210(14) -0.4082(2) 0.0459(7) Uani 1 d . . O6 O 0.3453(2) -0.6992(2) -0.3748(3) 0.0783(11) Uani 1 d . . C1 C 0.3344(2) -0.6548(2) -0.3905(4) 0.0522(10) Uani 1 d . . C2 C 0.3871(2) -0.5888(2) -0.4255(3) 0.0460(9) Uani 1 d . . C3 C 0.3733(2) -0.5287(2) -0.5605(3) 0.0381(8) Uani 1 d . . C4 C 0.3412(2) -0.5005(2) -0.6196(3) 0.0434(9) Uani 1 d . . C5 C 0.3625(2) -0.4783(2) -0.7211(4) 0.0518(10) Uani 1 d . . H5A H 0.3957(2) -0.4829(2) -0.7507(4) 0.062 Uiso 1 calc R . C6 C 0.3337(3) -0.4495(3) -0.7769(4) 0.0664(14) Uani 1 d . . C7 C 0.2875(3) -0.4403(3) -0.7323(5) 0.075(2) Uani 1 d . . C8 C 0.2664(2) -0.4604(3) -0.6325(5) 0.0660(13) Uani 1 d . . C9 C 0.2908(2) -0.4944(2) -0.5751(3) 0.0467(10) Uani 1 d . . C10 C 0.1693(2) -0.6874(2) -0.5710(3) 0.0384(8) Uani 1 d . . C11 C 0.1392(2) -0.7328(2) -0.6479(3) 0.0428(8) Uani 1 d . . C12 C 0.0720(2) -0.7763(2) -0.6424(3) 0.0450(9) Uani 1 d . . C13 C 0.0394(2) -0.7703(2) -0.5563(3) 0.0477(10) Uani 1 d . . C14 C 0.0687(2) -0.7258(2) -0.4752(3) 0.0402(9) Uani 1 d . . C16 C 0.4305(2) -0.5490(3) -0.3314(4) 0.0688(14) Uani 1 d . . C17 C 0.4611(4) -0.5820(4) -0.2784(6) 0.109(3) Uani 1 d . . H17A H 0.4281(4) -0.6244(4) -0.2561(6) 0.164 Uiso 1 calc R . H17B H 0.4850(4) -0.5569(4) -0.2189(6) 0.164 Uiso 1 calc R . H17C H 0.4902(4) -0.5861(4) -0.3256(6) 0.164 Uiso 1 calc R . C18 C 0.4816(3) -0.4807(3) -0.3686(5) 0.093(2) Uani 1 d . . C19 C 0.0353(2) -0.8270(2) -0.7270(4) 0.0549(11) Uani 1 d . . C20 C -0.0108(4) -0.8927(3) -0.6795(5) 0.104(2) Uani 1 d . . H20A H 0.0133(4) -0.9067(3) -0.6373(5) 0.156 Uiso 1 calc R . H20B H -0.0327(4) -0.9238(3) -0.7340(5) 0.156 Uiso 1 calc R . H20C H -0.0422(4) -0.8893(3) -0.6370(5) 0.156 Uiso 1 calc R . C21 C 0.0815(3) -0.8381(4) -0.7957(7) 0.116(3) Uani 1 d . . C22 C -0.0023(5) -0.8047(4) -0.7933(6) 0.115(3) Uani 1 d . . H22A H 0.0271(5) -0.7631(4) -0.8232(6) 0.173 Uiso 1 calc R . H22B H -0.0337(5) -0.8012(4) -0.7510(6) 0.173 Uiso 1 calc R . H22C H -0.0242(5) -0.8357(4) -0.8480(6) 0.173 Uiso 1 calc R . C23 C 0.0302(2) -0.7229(2) -0.3822(3) 0.0475(10) Uani 1 d . . C24 C 0.0535(3) -0.7411(3) -0.2836(4) 0.0650(13) Uani 1 d . . C25 C 0.0404(3) -0.6537(3) -0.3693(4) 0.0645(13) Uani 1 d . . C26 C -0.0432(2) -0.7695(3) -0.3938(4) 0.0661(13) Uani 1 d . . H26C H -0.0441(2) -0.8102(3) -0.3875(4) 0.079 Uiso 1 d R . C15 C 0.1366(2) -0.6847(2) -0.4834(3) 0.0375(8) Uani 1 d . . H2 H 0.4159 -0.5935 -0.4762 0.080 Uiso 1 d . . H3 H 0.4065 -0.5286 -0.5981 0.080 Uiso 1 d . . H4 H 0.2564 -0.6570 -0.6195 0.080 Uiso 1 d . . H6 H 0.3508 -0.4398 -0.8431 0.080 Uiso 1 d . . H7 H 0.2792 -0.4189 -0.7824 0.080 Uiso 1 d . . H8 H 0.2353 -0.4581 -0.5880 0.080 Uiso 1 d . . H11 H 0.1691 -0.7318 -0.7043 0.080 Uiso 1 d . . H13 H -0.0039 -0.7980 -0.5484 0.080 Uiso 1 d . . H24C H 0.0239 -0.7528 -0.2236 0.080 Uiso 1 d . . H25C H 0.0898 -0.6144 -0.3622 0.080 Uiso 1 d . . H24B H 0.0960 -0.7031 -0.2592 0.080 Uiso 1 d . . H24A H 0.0598 -0.7768 -0.2758 0.080 Uiso 1 d . . H25B H 0.0358 -0.6233 -0.4213 0.080 Uiso 1 d . . H26B H -0.0744 -0.7752 -0.3357 0.080 Uiso 1 d . . H18C H 0.4858 -0.4961 -0.4186 0.080 Uiso 1 d . . H26A H -0.0429 -0.7669 -0.4571 0.080 Uiso 1 d . . H18B H 0.5013 -0.4633 -0.3142 0.080 Uiso 1 d . . H16A H 0.4032 -0.5474 -0.2751 0.080 Uiso 1 d . . H18A H 0.4557 -0.4635 -0.3787 0.080 Uiso 1 d . . H21A H 0.1236 -0.8371 -0.7749 0.080 Uiso 1 d . . H21C H 0.0546 -0.8759 -0.8521 0.080 Uiso 1 d . . H21B H 0.1206 -0.7999 -0.8324 0.080 Uiso 1 d . . H25C H 0.0144 -0.6529 -0.3165 0.080 Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V 0.0346(3) 0.0450(4) 0.0460(4) 0.0006(3) 0.0048(3) 0.0180(3) N 0.036(2) 0.038(2) 0.041(2) 0.0007(14) 0.0017(14) 0.0156(14) O1 0.058(2) 0.075(2) 0.052(2) -0.007(2) 0.004(2) 0.026(2) O2 0.048(2) 0.050(2) 0.064(2) 0.0158(14) 0.0101(14) 0.0216(14) O3 0.049(2) 0.052(2) 0.065(2) 0.0025(15) 0.0096(15) 0.0292(14) O4 0.0320(13) 0.046(2) 0.055(2) -0.0025(13) 0.0103(12) 0.0150(12) O5 0.0347(13) 0.052(2) 0.049(2) -0.0009(13) 0.0070(12) 0.0204(13) O6 0.077(2) 0.071(2) 0.106(3) 0.043(2) 0.023(2) 0.051(2) C1 0.048(2) 0.059(3) 0.053(2) 0.012(2) 0.003(2) 0.029(2) C2 0.046(2) 0.053(2) 0.046(2) 0.013(2) 0.007(2) 0.030(2) C3 0.034(2) 0.033(2) 0.043(2) 0.000(2) 0.005(2) 0.014(2) C4 0.037(2) 0.032(2) 0.057(2) 0.006(2) -0.002(2) 0.014(2) C5 0.050(2) 0.046(2) 0.056(3) 0.010(2) 0.003(2) 0.021(2) C6 0.074(3) 0.059(3) 0.060(3) 0.020(2) -0.003(2) 0.029(3) C7 0.074(3) 0.070(3) 0.088(4) 0.015(3) -0.017(3) 0.042(3) C8 0.056(3) 0.063(3) 0.086(4) 0.008(3) 0.000(3) 0.035(2) C9 0.039(2) 0.037(2) 0.064(3) 0.002(2) 0.002(2) 0.018(2) C10 0.031(2) 0.040(2) 0.046(2) 0.006(2) 0.004(2) 0.019(2) C11 0.037(2) 0.043(2) 0.050(2) 0.004(2) 0.003(2) 0.021(2) C12 0.040(2) 0.042(2) 0.054(2) 0.003(2) 0.004(2) 0.021(2) C13 0.032(2) 0.052(2) 0.056(2) 0.010(2) 0.004(2) 0.018(2) C14 0.031(2) 0.044(2) 0.047(2) 0.009(2) 0.008(2) 0.020(2) C16 0.048(3) 0.096(4) 0.054(3) 0.008(3) -0.006(2) 0.029(3) C17 0.088(5) 0.155(7) 0.094(5) 0.017(5) -0.028(4) 0.068(5) C18 0.069(4) 0.090(4) 0.080(4) -0.014(3) -0.024(3) 0.010(3) C19 0.047(3) 0.056(3) 0.054(3) -0.006(2) -0.003(2) 0.020(2) C20 0.102(5) 0.068(4) 0.077(4) -0.010(3) -0.011(4) -0.007(3) C21 0.069(4) 0.105(5) 0.138(7) -0.071(5) 0.005(4) 0.016(4) C22 0.146(7) 0.118(6) 0.102(5) -0.039(5) -0.067(5) 0.081(6) C23 0.036(2) 0.054(2) 0.055(2) 0.005(2) 0.012(2) 0.024(2) C24 0.064(3) 0.090(4) 0.053(3) 0.021(2) 0.018(2) 0.048(3) C25 0.061(3) 0.072(3) 0.073(3) 0.007(3) 0.022(2) 0.043(3) C26 0.043(3) 0.076(3) 0.077(3) 0.008(3) 0.021(2) 0.028(2) C15 0.033(2) 0.040(2) 0.043(2) 0.003(2) 0.003(2) 0.021(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V O1 1.592(3) . y V O5 1.843(3) . y V O3 1.865(3) . y V O2 1.979(3) . y V N 2.087(3) . y V O4 2.352(3) . y N C3 1.286(5) . ? N C2 1.455(5) . ? O2 C1 1.292(5) . ? O3 C9 1.320(5) . ? O4 C10 1.366(4) . Y O5 C15 1.349(5) . Y O6 C1 1.222(5) . ? C1 C2 1.504(6) . ? C2 C16 1.562(7) . ? C3 C4 1.456(5) . ? C4 C9 1.398(6) . ? C4 C5 1.401(6) . ? C5 C6 1.385(7) . ? C6 C7 1.348(9) . ? C7 C8 1.370(8) . ? C8 C9 1.412(7) . ? C10 C11 1.370(6) . Y C10 C15 1.387(5) . Y C11 C12 1.404(5) . Y C12 C13 1.396(6) . Y C12 C19 1.529(6) . ? C13 C14 1.396(6) . Y C14 C15 1.411(5) . Y C14 C23 1.526(5) . ? C16 C17 1.475(9) . ? C16 C18 1.538(9) . ? C19 C22 1.509(8) . ? C19 C20 1.516(8) . ? C19 C21 1.530(8) . ? C23 C24 1.529(6) . ? C23 C26 1.535(6) . ? C23 C25 1.547(6) . ? 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 V O5 100.88(15) . . y O1 V O3 99.7(2) . . y O5 V O3 99.76(13) . . y O1 V O2 95.5(2) . . y O5 V O2 93.04(12) . . y O3 V O2 157.85(13) . . y O1 V N 106.10(15) . . y O5 V N 151.46(13) . . y O3 V N 84.88(13) . . y O2 V N 75.43(13) . . y O1 V O4 173.31(14) . . y O5 V O4 74.00(11) . . y O3 V O4 85.58(12) . . y O2 V O4 80.63(12) . . y N V O4 78.35(11) . . y C3 N C2 119.5(3) . . ? C3 N V 124.4(3) . . ? C2 N V 114.4(2) . . ? C1 O2 V 121.9(3) . . ? C9 O3 V 130.5(3) . . ? C10 O4 V 108.6(2) . . ? C15 O5 V 125.9(2) . . ? O6 C1 O2 123.1(4) . . ? O6 C1 C2 121.6(4) . . ? O2 C1 C2 115.3(4) . . ? N C2 C1 104.9(3) . . ? N C2 C16 113.0(4) . . ? C1 C2 C16 110.7(4) . . ? N C3 C4 124.9(3) . . ? C9 C4 C5 120.5(4) . . ? C9 C4 C3 120.6(4) . . ? C5 C4 C3 118.9(4) . . ? C6 C5 C4 119.5(4) . . ? C7 C6 C5 120.2(5) . . ? C6 C7 C8 121.7(5) . . ? C7 C8 C9 120.3(5) . . ? O3 C9 C4 122.4(4) . . ? O3 C9 C8 120.0(4) . . ? C4 C9 C8 117.5(4) . . ? O4 C10 C11 123.8(3) . . ? O4 C10 C15 113.8(3) . . ? C11 C10 C15 122.4(3) . . ? C10 C11 C12 119.8(4) . . ? C13 C12 C11 116.6(4) . . ? C13 C12 C19 121.0(4) . . ? C11 C12 C19 122.3(4) . . ? C12 C13 C14 125.2(4) . . ? C13 C14 C15 115.6(3) . . ? C13 C14 C23 122.3(3) . . ? C15 C14 C23 122.0(4) . . ? C17 C16 C18 111.4(5) . . ? C17 C16 C2 112.7(5) . . ? C18 C16 C2 109.4(4) . . ? C22 C19 C20 109.8(6) . . ? C22 C19 C12 109.2(4) . . ? C20 C19 C12 111.0(4) . . ? C22 C19 C21 109.6(6) . . ? C20 C19 C21 105.4(5) . . ? C12 C19 C21 111.7(4) . . ? C14 C23 C24 108.9(3) . . ? C14 C23 C26 112.5(4) . . ? C24 C23 C26 108.5(4) . . ? C14 C23 C25 110.7(3) . . ? C24 C23 C25 109.0(4) . . ? C26 C23 C25 107.1(4) . . ? O5 C15 C10 117.2(3) . . ? O5 C15 C14 122.7(3) . . ? C10 C15 C14 120.1(4) . . ? _refine_diff_density_max 0.461 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.077 #===END data_744vo _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C27 H33 N2 O5 V' _chemical_formula_weight 516.49 _chemical_melting_point ? _chemical_compound_source ? 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' '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 9.382(7) _cell_length_b 11.617(5) _cell_length_c 23.979(11) _cell_angle_alpha 90.00 _cell_angle_beta 97.31(5) _cell_angle_gamma 90.00 _cell_volume 2592.1(24) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 7 _cell_measurement_theta_max 14 _exptl_crystal_description parallelopiped _exptl_crystal_colour Dark _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method ? _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 0.422 _exptl_absorpt_correction_type 'semi-empirical' _exptl_absorpt_correction_T_min 0.776 _exptl_absorpt_correction_T_max 0.811 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens R3m/V' _diffrn_measurement_method '\w scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 198 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4850 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_sigmaI/netI 0.0557 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4565 _reflns_number_observed 2961 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens P3/P4-PC V4.27' _computing_cell_refinement 'Siemens P3/P4-PC V4.27' _computing_data_reduction 'Siemens P3/P4-PC V4.27' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL V5.03 PC' _computing_publication_material 'Siemens SHELXTL V5.03 PC' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 9 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0871P)^2^+1.4475P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4556 _refine_ls_number_parameters 420 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1076 _refine_ls_R_factor_obs 0.0589 _refine_ls_wR_factor_all 0.1944 _refine_ls_wR_factor_obs 0.1402 _refine_ls_goodness_of_fit_all 1.079 _refine_ls_goodness_of_fit_obs 1.074 _refine_ls_restrained_S_all 1.173 _refine_ls_restrained_S_obs 1.074 _refine_ls_shift/esd_max -0.010 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O5 O 0.4780(9) 1.0213(7) 0.7914(4) 0.224(4) Uani 1 d . . H5A H 0.4985(9) 0.9865(7) 0.7598(4) 0.268 Uiso 1 d R . H5B H 0.5415(9) 1.0186(7) 0.8228(4) 0.268 Uiso 1 d R . V V 0.04045(8) 1.16273(6) 0.72689(3) 0.0368(2) Uani 1 d . . O1 O -0.1009(3) 1.1777(3) 0.68472(12) 0.0496(8) Uani 1 d . . O2 O 0.1565(3) 1.2764(3) 0.69789(12) 0.0465(8) Uani 1 d . . O3 O 0.2138(3) 1.1391(2) 0.79264(12) 0.0415(7) Uani 1 d . . O4 O -0.0178(3) 1.2468(2) 0.78610(10) 0.0375(7) Uani 1 d . . N1 N -0.0230(4) 1.0048(3) 0.75845(15) 0.0444(9) Uani 1 d . . N2 N 0.1509(4) 1.0453(3) 0.68557(14) 0.0397(8) Uani 1 d . . C1 C -0.1238(6) 0.9962(5) 0.7923(2) 0.0560(13) Uani 1 d . . C2 C -0.1653(7) 0.8926(6) 0.8105(3) 0.072(2) Uani 1 d . . C3 C -0.1036(7) 0.7954(6) 0.7934(3) 0.073(2) Uani 1 d . . C4 C -0.0014(7) 0.8037(5) 0.7582(3) 0.0627(15) Uani 1 d . . C5 C 0.0366(5) 0.9100(4) 0.7414(2) 0.0487(11) Uani 1 d . . C6 C 0.1493(6) 0.9269(4) 0.7046(2) 0.0548(13) Uani 1 d . . C7 C 0.2178(5) 1.0670(4) 0.6443(2) 0.0461(11) Uani 1 d . . C8 C 0.2448(5) 1.1779(4) 0.6234(2) 0.0472(11) Uani 1 d . . C9 C 0.3141(6) 1.1861(5) 0.5755(2) 0.0643(15) Uani 1 d . . C10 C 0.3530(7) 1.2902(6) 0.5566(3) 0.076(2) Uani 1 d . . C11 C 0.3233(6) 1.3870(6) 0.5843(2) 0.0656(15) Uani 1 d . . C12 C 0.2560(6) 1.3816(5) 0.6307(2) 0.0530(13) Uani 1 d . . C13 C 0.2156(4) 1.2784(4) 0.6516(2) 0.0402(10) Uani 1 d . . C14 C 0.1908(4) 1.1891(3) 0.8380(2) 0.0361(9) Uani 1 d . . C15 C 0.2825(5) 1.1869(4) 0.8880(2) 0.0392(10) Uani 1 d . . C16 C 0.2480(5) 1.2446(4) 0.9340(2) 0.0410(10) Uani 1 d . . C17 C 0.1195(5) 1.3060(4) 0.9293(2) 0.0441(11) Uani 1 d . . C18 C 0.0223(4) 1.3106(4) 0.8819(2) 0.0382(10) Uani 1 d . . C19 C 0.0616(4) 1.2509(3) 0.8356(2) 0.0341(9) Uani 1 d . . C20 C 0.3471(6) 1.2466(4) 0.9888(2) 0.0564(13) Uani 1 d . . C21 C 0.4698(9) 1.1643(8) 0.9888(4) 0.106(3) Uani 1 d . . H21B H 0.4325(9) 1.0881(8) 0.9814(4) 0.127 Uiso 1 d R . C22 C 0.2665(9) 1.2199(9) 1.0375(3) 0.124(4) Uani 1 d . . H22B H 0.2093(9) 1.2877(9) 1.0402(3) 0.149 Uiso 1 d R . H22C H 0.1985(9) 1.1635(9) 1.0214(3) 0.149 Uiso 1 d R . C23 C 0.4081(8) 1.3660(6) 0.9974(3) 0.100(3) Uani 1 d . . H23C H 0.4650(8) 1.3740(6) 0.9671(3) 0.120 Uiso 1 d R . H23A H 0.3402(8) 1.4280(6) 0.9912(3) 0.120 Uiso 1 d R . C24 C -0.1165(5) 1.3774(4) 0.8781(2) 0.0505(12) Uani 1 d . . C25 C -0.1339(10) 1.4375(10) 0.9330(3) 0.082(2) Uani 1 d . . C26 C -0.1211(8) 1.4678(6) 0.8327(3) 0.070(2) Uani 1 d . . C27 C -0.2398(6) 1.2938(7) 0.8655(3) 0.074(2) Uani 1 d . . H17 H 0.1065(37) 1.3392(31) 0.9602(16) 0.022(9) Uiso 1 d . . H21A H 0.5281(63) 1.1670(47) 1.0216(25) 0.074(17) Uiso 1 d . . H15 H 0.3692(45) 1.1465(34) 0.8888(16) 0.035(11) Uiso 1 d . . H25A H -0.1565(60) 1.3732(51) 0.9600(24) 0.078(20) Uiso 1 d . . H6B H 0.1415(48) 0.8804(41) 0.6744(20) 0.050(14) Uiso 1 d . . H23B H 0.4790(71) 1.3667(55) 1.0306(27) 0.099(21) Uiso 1 d . . H11 H 0.3446(46) 1.4571(41) 0.5694(18) 0.044(12) Uiso 1 d . . H25B H -0.0918(95) 1.4902(75) 0.9293(37) 0.129(45) Uiso 1 d . . H9 H 0.3315(55) 1.1181(45) 0.5524(21) 0.068(16) Uiso 1 d . . H1 H -0.1735(46) 1.0673(41) 0.8039(17) 0.048(13) Uiso 1 d . . H10 H 0.3842(64) 1.2922(54) 0.5273(25) 0.081(20) Uiso 1 d . . H25C H -0.2331(71) 1.4805(55) 0.9251(24) 0.093(19) Uiso 1 d . . H26B H -0.2035(53) 1.5113(41) 0.8324(19) 0.053(13) Uiso 1 d . . H7 H 0.2641(44) 1.0082(38) 0.6306(17) 0.040(12) Uiso 1 d . . H27B H -0.3159(72) 1.3354(56) 0.8636(26) 0.092(22) Uiso 1 d . . H22A H 0.3046(93) 1.2026(76) 1.0735(38) 0.158(33) Uiso 1 d . . H26A H -0.1112(56) 1.4343(48) 0.7978(23) 0.071(17) Uiso 1 d . . H3 H -0.1420(63) 0.7210(57) 0.8075(24) 0.096(20) Uiso 1 d . . H21C H 0.5161(98) 1.2000(82) 0.9634(36) 0.144(43) Uiso 1 d . . H6A H 0.2440(64) 0.9122(51) 0.7244(23) 0.083(18) Uiso 1 d . . H4 H 0.0452(62) 0.7495(53) 0.7452(24) 0.077(20) Uiso 1 d . . H27A H -0.2312(58) 1.2638(48) 0.8294(25) 0.074(18) Uiso 1 d . . H2 H -0.2291(78) 0.8882(62) 0.8396(29) 0.117(25) Uiso 1 d . . H26C H -0.0543(74) 1.5207(60) 0.8389(28) 0.103(28) Uiso 1 d . . H27C H -0.2344(73) 1.2247(64) 0.8969(30) 0.116(25) Uiso 1 d . . H12 H 0.2385(60) 1.4359(50) 0.6469(22) 0.070(20) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O5 0.207(8) 0.187(8) 0.302(10) -0.011(8) 0.131(8) 0.002(6) V 0.0415(4) 0.0348(4) 0.0340(4) -0.0028(3) 0.0047(3) 0.0042(3) O1 0.051(2) 0.056(2) 0.040(2) -0.0010(14) -0.0007(14) 0.011(2) O2 0.059(2) 0.041(2) 0.041(2) -0.0069(14) 0.0123(15) -0.0035(15) O3 0.041(2) 0.044(2) 0.040(2) -0.0065(13) 0.0035(13) 0.0071(13) O4 0.041(2) 0.040(2) 0.0312(15) 0.0007(12) 0.0010(12) 0.0065(13) N1 0.044(2) 0.043(2) 0.044(2) 0.004(2) 0.001(2) -0.001(2) N2 0.047(2) 0.034(2) 0.037(2) -0.0045(15) 0.003(2) 0.003(2) C1 0.054(3) 0.060(3) 0.054(3) 0.006(3) 0.007(2) -0.007(3) C2 0.059(4) 0.081(5) 0.074(4) 0.024(3) 0.004(3) -0.016(3) C3 0.067(4) 0.058(4) 0.089(4) 0.022(3) -0.012(3) -0.022(3) C4 0.063(4) 0.045(3) 0.074(4) 0.002(3) -0.015(3) -0.002(3) C5 0.050(3) 0.042(3) 0.049(3) 0.005(2) -0.012(2) -0.001(2) C6 0.067(4) 0.042(3) 0.054(3) -0.006(2) 0.006(3) 0.013(3) C7 0.048(3) 0.046(3) 0.045(3) -0.014(2) 0.006(2) 0.010(2) C8 0.044(3) 0.057(3) 0.040(2) -0.005(2) 0.006(2) 0.001(2) C9 0.076(4) 0.068(4) 0.053(3) -0.006(3) 0.024(3) 0.004(3) C10 0.081(4) 0.093(5) 0.059(4) 0.008(4) 0.034(3) -0.005(4) C11 0.071(4) 0.067(4) 0.059(3) 0.013(3) 0.014(3) -0.010(3) C12 0.061(3) 0.048(3) 0.049(3) 0.003(2) 0.002(3) -0.003(3) C13 0.037(2) 0.049(3) 0.034(2) -0.005(2) 0.000(2) -0.001(2) C14 0.039(2) 0.035(2) 0.034(2) 0.000(2) 0.006(2) 0.003(2) C15 0.039(2) 0.033(2) 0.045(2) 0.001(2) 0.000(2) 0.005(2) C16 0.044(3) 0.039(2) 0.037(2) 0.001(2) -0.004(2) 0.001(2) C17 0.054(3) 0.049(3) 0.029(2) -0.004(2) 0.006(2) 0.002(2) C18 0.041(2) 0.043(2) 0.032(2) 0.001(2) 0.007(2) 0.004(2) C19 0.039(2) 0.036(2) 0.027(2) 0.003(2) 0.002(2) -0.001(2) C20 0.058(3) 0.062(3) 0.045(3) -0.001(2) -0.008(2) 0.008(3) C21 0.103(6) 0.116(7) 0.082(5) -0.025(5) -0.051(5) 0.050(6) C22 0.107(6) 0.214(10) 0.046(4) 0.032(5) -0.011(4) -0.004(6) C23 0.102(5) 0.083(5) 0.101(5) -0.025(4) -0.044(5) -0.005(4) C24 0.047(3) 0.069(3) 0.037(2) -0.008(2) 0.008(2) 0.016(2) C25 0.084(5) 0.106(7) 0.056(4) -0.025(4) 0.010(4) 0.034(5) C26 0.070(4) 0.071(4) 0.066(4) 0.003(3) 0.001(3) 0.033(4) C27 0.041(3) 0.106(5) 0.077(4) -0.014(4) 0.009(3) 0.008(3) _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 O1 1.572(3) . y V O4 1.861(3) . y V O2 1.898(3) . y V N2 2.044(3) . y V N1 2.099(4) . y V O3 2.134(3) . y O2 C13 1.302(5) . ? O3 C14 1.275(5) . y O4 C19 1.319(4) . y N1 C5 1.324(6) . ? N1 C1 1.325(6) . ? N2 C7 1.262(5) . ? N2 C6 1.450(6) . ? C1 C2 1.355(8) . ? C2 C3 1.355(9) . ? C3 C4 1.358(9) . ? C4 C5 1.360(7) . ? C5 C6 1.474(7) . ? C7 C8 1.417(7) . ? C8 C13 1.393(6) . ? C8 C9 1.394(7) . ? C9 C10 1.358(8) . ? C10 C11 1.354(9) . ? C11 C12 1.348(8) . ? C12 C13 1.372(7) . ? C14 C15 1.385(6) . y C14 C19 1.403(6) . y C15 C16 1.364(6) . y C16 C17 1.392(6) . y C16 C20 1.510(6) . ? C17 C18 1.366(6) . y C18 C19 1.398(5) . y C18 C24 1.509(6) . ? C20 C21 1.496(9) . ? C20 C22 1.503(8) . ? C20 C23 1.505(8) . ? C24 C26 1.508(8) . ? C24 C27 1.510(8) . ? C24 C25 1.519(7) . ? 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 V O4 97.32(14) . . y O1 V O2 99.4(2) . . y O4 V O2 98.76(13) . . y O1 V N2 101.5(2) . . y O4 V N2 159.38(13) . . y O2 V N2 86.38(14) . . y O1 V N1 94.2(2) . . y O4 V N1 93.40(13) . . y O2 V N1 160.36(14) . . y N2 V N1 77.06(15) . . y O1 V O3 172.29(14) . . y O4 V O3 76.93(12) . . y O2 V O3 86.63(13) . . y N2 V O3 83.50(13) . . y N1 V O3 81.14(13) . . y C13 O2 V 130.6(3) . . ? C14 O3 V 112.1(3) . . ? C19 O4 V 121.2(2) . . ? C5 N1 C1 119.2(4) . . ? C5 N1 V 117.8(3) . . ? C1 N1 V 122.9(3) . . ? C7 N2 C6 117.5(4) . . ? C7 N2 V 125.4(3) . . ? C6 N2 V 117.0(3) . . ? N1 C1 C2 121.4(6) . . ? C1 C2 C3 119.4(6) . . ? C2 C3 C4 119.4(6) . . ? C3 C4 C5 118.7(6) . . ? N1 C5 C4 121.8(5) . . ? N1 C5 C6 115.9(4) . . ? C4 C5 C6 122.3(5) . . ? N2 C6 C5 110.6(4) . . ? N2 C7 C8 126.0(4) . . ? C13 C8 C9 119.0(5) . . ? C13 C8 C7 122.3(4) . . ? C9 C8 C7 118.5(4) . . ? C10 C9 C8 120.7(6) . . ? C11 C10 C9 119.6(6) . . ? C12 C11 C10 121.0(6) . . ? C11 C12 C13 121.5(6) . . ? O2 C13 C12 119.6(4) . . ? O2 C13 C8 122.0(4) . . ? C12 C13 C8 118.3(4) . . ? O3 C14 C15 125.2(4) . . ? O3 C14 C19 115.9(4) . . ? C15 C14 C19 118.9(4) . . ? C16 C15 C14 120.4(4) . . ? C15 C16 C17 118.6(4) . . ? C15 C16 C20 121.8(4) . . ? C17 C16 C20 119.5(4) . . ? C18 C17 C16 124.5(4) . . ? C17 C18 C19 115.3(4) . . ? C17 C18 C24 123.4(4) . . ? C19 C18 C24 121.3(4) . . ? O4 C19 C18 123.8(4) . . ? O4 C19 C14 113.9(3) . . ? C18 C19 C14 122.3(4) . . ? C21 C20 C22 109.4(7) . . ? C21 C20 C23 108.0(6) . . ? C22 C20 C23 107.6(6) . . ? C21 C20 C16 112.3(5) . . ? C22 C20 C16 111.0(5) . . ? C23 C20 C16 108.4(4) . . ? C26 C24 C18 110.3(4) . . ? C26 C24 C27 110.7(5) . . ? C18 C24 C27 108.3(5) . . ? C26 C24 C25 108.0(6) . . ? C18 C24 C25 111.8(4) . . ? C27 C24 C25 107.7(6) . . ? _refine_diff_density_max 0.403 _refine_diff_density_min -0.574 _refine_diff_density_rms 0.076 #===END