# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 906853' #TrackingRef 'web_deposit_cif_file_0_Dr.PrasantaGhosh_1350649109.RKM(VO)-cif(1-4).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H15 N4 O3 V' _chemical_formula_weight 386.28 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5748(4) _cell_length_b 10.5831(5) _cell_length_c 11.2737(5) _cell_angle_alpha 65.2920(10) _cell_angle_beta 68.7970(10) _cell_angle_gamma 66.5590(10) _cell_volume 828.94(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4955 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 26.63 _exptl_crystal_description Parallelopiped _exptl_crystal_colour black _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 0.625 _exptl_absorpt_correction_type Gaussian _exptl_absorpt_correction_T_min 0.971 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9343 _diffrn_reflns_av_R_equivalents 0.0206 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2874 _reflns_number_gt 2592 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0504P)^2^+0.3879P] 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_extinction_coef ? _refine_ls_number_reflns 2874 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0932 _refine_ls_wR_factor_gt 0.0899 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group V1 V 0.75307(4) 0.94466(4) 0.70772(3) 0.03324(14) Uani 1 1 d . . . O1 O 0.7864(2) 0.82932(18) 0.63863(16) 0.0500(4) Uani 1 1 d . . . O2 O 0.67916(19) 1.12509(16) 0.78337(13) 0.0376(3) Uani 1 1 d . . . O3 O 0.97531(19) 0.88077(17) 0.75333(15) 0.0448(4) Uani 1 1 d . . . N1 N 0.7997(2) 1.10230(19) 0.54822(16) 0.0370(4) Uani 1 1 d . . . H1B H 0.8395 1.0884 0.4715 0.044 Uiso 1 1 calc R . . N2 N 0.4799(2) 1.01132(19) 0.73304(16) 0.0342(4) Uani 1 1 d . . . N3 N 0.4769(2) 0.8817(2) 0.95594(17) 0.0388(4) Uani 1 1 d . . . H3A H 0.4249 0.8497 1.0387 0.047 Uiso 1 1 calc R . . N4 N 0.6565(2) 0.84418(18) 0.91374(16) 0.0326(4) Uani 1 1 d . . . C1 C 0.7707(3) 1.2357(2) 0.5545(2) 0.0403(5) Uani 1 1 d . . . C2 C 0.8032(4) 1.3574(3) 0.4459(3) 0.0675(8) Uani 1 1 d . . . H2A H 0.8488 1.3518 0.3592 0.081 Uiso 1 1 calc R . . C3 C 0.7675(6) 1.4839(4) 0.4680(3) 0.0989(14) Uani 1 1 d . . . H3B H 0.7882 1.5652 0.3958 0.119 Uiso 1 1 calc R . . C4 C 0.7003(5) 1.4934(3) 0.5976(3) 0.0871(11) Uani 1 1 d . . . H4A H 0.6780 1.5807 0.6107 0.105 Uiso 1 1 calc R . . C5 C 0.6666(4) 1.3759(3) 0.7062(3) 0.0591(7) Uani 1 1 d . . . H5A H 0.6203 1.3839 0.7921 0.071 Uiso 1 1 calc R . . C6 C 0.7022(3) 1.2447(2) 0.6868(2) 0.0363(5) Uani 1 1 d . . . C7 C 0.3920(3) 1.0937(2) 0.6342(2) 0.0428(5) Uani 1 1 d . . . H7A H 0.4562 1.1195 0.5458 0.051 Uiso 1 1 calc R . . C8 C 0.2141(3) 1.1403(3) 0.6585(2) 0.0484(6) Uani 1 1 d . . . H8A H 0.1580 1.1945 0.5882 0.058 Uiso 1 1 calc R . . C9 C 0.1194(3) 1.1050(3) 0.7899(3) 0.0509(6) Uani 1 1 d . . . H9A H -0.0020 1.1391 0.8092 0.061 Uiso 1 1 calc R . . C10 C 0.2039(3) 1.0200(3) 0.8921(2) 0.0462(6) Uani 1 1 d . . . H10A H 0.1412 0.9948 0.9809 0.055 Uiso 1 1 calc R . . C11 C 0.3861(3) 0.9722(2) 0.8593(2) 0.0333(4) Uani 1 1 d . . . C12 C 0.7451(3) 0.7549(2) 1.0028(2) 0.0387(5) Uani 1 1 d . . . H12A H 0.6836 0.7170 1.0897 0.046 Uiso 1 1 calc R . . C13 C 0.9327(3) 0.7103(2) 0.9764(2) 0.0390(5) Uani 1 1 d . . . C14 C 1.0123(4) 0.6002(3) 1.0793(3) 0.0516(6) Uani 1 1 d . . . H14A H 0.9426 0.5588 1.1605 0.062 Uiso 1 1 calc R . . C15 C 1.1901(4) 0.5526(3) 1.0624(3) 0.0621(8) Uani 1 1 d . . . H15A H 1.2408 0.4797 1.1313 0.075 Uiso 1 1 calc R . . C16 C 1.2929(4) 0.6142(3) 0.9417(3) 0.0646(8) Uani 1 1 d . . . H16A H 1.4138 0.5813 0.9293 0.078 Uiso 1 1 calc R . . C17 C 1.2200(3) 0.7231(3) 0.8399(3) 0.0553(6) Uani 1 1 d . . . H17A H 1.2922 0.7644 0.7603 0.066 Uiso 1 1 calc R . . C18 C 1.0387(3) 0.7735(2) 0.8535(2) 0.0398(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0334(2) 0.0368(2) 0.0212(2) -0.00890(15) -0.00117(14) -0.00730(15) O1 0.0587(10) 0.0499(10) 0.0371(9) -0.0196(8) -0.0045(7) -0.0114(8) O2 0.0436(8) 0.0411(8) 0.0235(7) -0.0094(6) -0.0013(6) -0.0146(7) O3 0.0346(8) 0.0488(9) 0.0368(9) -0.0064(7) -0.0063(7) -0.0081(7) N1 0.0378(9) 0.0429(11) 0.0217(8) -0.0116(8) 0.0001(7) -0.0086(8) N2 0.0367(9) 0.0386(10) 0.0257(9) -0.0107(7) -0.0048(7) -0.0114(7) N3 0.0347(9) 0.0549(12) 0.0216(8) -0.0082(8) 0.0008(7) -0.0189(8) N4 0.0347(9) 0.0366(9) 0.0244(8) -0.0093(7) -0.0033(7) -0.0120(7) C1 0.0430(12) 0.0392(12) 0.0289(11) -0.0086(9) -0.0032(9) -0.0095(9) C2 0.104(2) 0.0505(16) 0.0286(13) -0.0072(11) 0.0043(13) -0.0278(15) C3 0.179(4) 0.0504(18) 0.0437(17) -0.0061(14) 0.008(2) -0.051(2) C4 0.152(3) 0.0473(17) 0.0538(18) -0.0176(14) 0.0005(19) -0.042(2) C5 0.0862(19) 0.0495(15) 0.0371(14) -0.0163(12) -0.0024(13) -0.0237(14) C6 0.0366(11) 0.0387(12) 0.0294(11) -0.0097(9) -0.0043(9) -0.0111(9) C7 0.0483(13) 0.0464(13) 0.0291(11) -0.0087(10) -0.0099(10) -0.0122(10) C8 0.0509(13) 0.0507(14) 0.0455(14) -0.0110(11) -0.0224(11) -0.0116(11) C9 0.0357(12) 0.0602(16) 0.0560(15) -0.0170(12) -0.0122(11) -0.0136(11) C10 0.0371(12) 0.0630(15) 0.0382(12) -0.0169(11) -0.0009(10) -0.0207(11) C11 0.0364(10) 0.0384(12) 0.0289(10) -0.0127(9) -0.0040(8) -0.0157(9) C12 0.0487(12) 0.0393(12) 0.0257(10) -0.0055(9) -0.0088(9) -0.0156(10) C13 0.0483(12) 0.0338(12) 0.0363(12) -0.0126(9) -0.0157(10) -0.0066(9) C14 0.0671(16) 0.0433(14) 0.0444(14) -0.0092(11) -0.0257(12) -0.0100(12) C15 0.0722(18) 0.0486(15) 0.070(2) -0.0167(14) -0.0456(16) 0.0015(13) C16 0.0501(15) 0.0635(18) 0.079(2) -0.0283(16) -0.0343(15) 0.0076(13) C17 0.0407(13) 0.0609(16) 0.0597(16) -0.0235(13) -0.0141(12) -0.0037(11) C18 0.0411(11) 0.0382(12) 0.0403(12) -0.0171(10) -0.0128(10) -0.0041(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.5922(16) . ? V1 N1 1.9180(17) . ? V1 O3 1.9355(15) . ? V1 N2 2.1058(17) . ? V1 N4 2.1108(16) . ? V1 O2 2.1869(15) . ? O2 C6 1.311(2) . ? O3 C18 1.319(3) . ? N1 C1 1.360(3) . ? N2 C11 1.338(3) . ? N2 C7 1.358(3) . ? N3 C11 1.363(3) . ? N3 N4 1.378(2) . ? N4 C12 1.291(3) . ? C1 C2 1.399(3) . ? C1 C6 1.421(3) . ? C2 C3 1.360(4) . ? C3 C4 1.394(4) . ? C4 C5 1.374(4) . ? C5 C6 1.392(3) . ? C7 C8 1.363(3) . ? C8 C9 1.379(4) . ? C9 C10 1.371(3) . ? C10 C11 1.394(3) . ? C12 C13 1.437(3) . ? C13 C14 1.406(3) . ? C13 C18 1.412(3) . ? C14 C15 1.369(4) . ? C15 C16 1.379(4) . ? C16 C17 1.370(4) . ? C17 C18 1.400(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 O1 V1 N1 98.48(8) . . ? O1 V1 O3 100.45(8) . . ? N1 V1 O3 96.69(7) . . ? O1 V1 N2 93.78(8) . . ? N1 V1 N2 96.84(7) . . ? O3 V1 N2 158.66(7) . . ? O1 V1 N4 104.33(8) . . ? N1 V1 N4 156.28(7) . . ? O3 V1 N4 85.59(6) . . ? N2 V1 N4 75.47(6) . . ? O1 V1 O2 171.28(7) . . ? N1 V1 O2 76.54(6) . . ? O3 V1 O2 87.33(6) . . ? N2 V1 O2 79.88(6) . . ? N4 V1 O2 80.00(6) . . ? C6 O2 V1 112.27(12) . . ? C18 O3 V1 131.55(14) . . ? C1 N1 V1 121.12(14) . . ? C11 N2 C7 117.84(18) . . ? C11 N2 V1 116.13(13) . . ? C7 N2 V1 125.99(14) . . ? C11 N3 N4 116.37(16) . . ? C12 N4 N3 117.42(17) . . ? C12 N4 V1 127.84(14) . . ? N3 N4 V1 114.73(12) . . ? N1 C1 C2 126.2(2) . . ? N1 C1 C6 113.80(19) . . ? C2 C1 C6 120.0(2) . . ? C3 C2 C1 119.5(2) . . ? C2 C3 C4 120.8(3) . . ? C5 C4 C3 121.1(3) . . ? C4 C5 C6 119.4(2) . . ? O2 C6 C5 124.5(2) . . ? O2 C6 C1 116.26(19) . . ? C5 C6 C1 119.2(2) . . ? N2 C7 C8 123.0(2) . . ? C7 C8 C9 118.3(2) . . ? C10 C9 C8 120.2(2) . . ? C9 C10 C11 118.3(2) . . ? N2 C11 N3 116.88(18) . . ? N2 C11 C10 122.21(19) . . ? N3 C11 C10 120.91(19) . . ? N4 C12 C13 124.3(2) . . ? C14 C13 C18 119.2(2) . . ? C14 C13 C12 117.9(2) . . ? C18 C13 C12 122.89(19) . . ? C15 C14 C13 121.4(3) . . ? C14 C15 C16 119.1(2) . . ? C17 C16 C15 121.2(3) . . ? C16 C17 C18 121.2(3) . . ? O3 C18 C17 118.7(2) . . ? O3 C18 C13 123.36(19) . . ? C17 C18 C13 117.9(2) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.390 _refine_diff_density_min -0.286 _refine_diff_density_rms 0.048 data_2 _database_code_depnum_ccdc_archive 'CCDC 906854' #TrackingRef 'web_deposit_cif_file_0_Dr.PrasantaGhosh_1350649109.RKM(VO)-cif(1-4).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H11.50 N2 O1.50 V0.50' _chemical_formula_weight 221.19 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7096(6) _cell_length_b 10.4577(7) _cell_length_c 14.4475(10) _cell_angle_alpha 68.803(4) _cell_angle_beta 87.769(4) _cell_angle_gamma 75.321(3) _cell_volume 1048.77(13) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3048 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 25.18 _exptl_crystal_description Parallelopiped _exptl_crystal_colour Black _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.401 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 0.504 _exptl_absorpt_correction_type Gaussian _exptl_absorpt_correction_T_min 0.871 _exptl_absorpt_correction_T_max 0.940 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10079 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3666 _reflns_number_gt 2974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0551P)^2^+0.3668P] 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_extinction_coef ? _refine_ls_number_reflns 3666 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0522 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1074 _refine_ls_wR_factor_gt 0.0980 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group V1 V 0.17240(5) 0.26780(4) 0.37158(3) 0.03856(15) Uani 1 1 d . . . O1 O -0.0312(2) 0.32778(19) 0.39253(14) 0.0555(5) Uani 1 1 d . . . O2 O 0.4540(2) 0.22500(16) 0.34519(12) 0.0422(4) Uani 1 1 d . . . O3 O 0.1438(3) 0.18761(19) 0.27418(13) 0.0514(5) Uani 1 1 d . . . N1 N 0.2016(3) 0.4458(2) 0.27846(16) 0.0438(5) Uani 1 1 d . . . H1B H 0.1106 0.5186 0.2612 0.053 Uiso 1 1 calc R . . N2 N 0.2779(3) 0.2727(2) 0.50308(16) 0.0424(5) Uani 1 1 d . . . N3 N 0.3204(3) 0.0316(2) 0.56105(14) 0.0396(5) Uani 1 1 d . . . H3A H 0.3556 -0.0521 0.6056 0.048 Uiso 1 1 calc R . . N4 N 0.2389(2) 0.05467(19) 0.47135(14) 0.0346(4) Uani 1 1 d . . . C1 C 0.3616(3) 0.4597(2) 0.23921(18) 0.0399(6) Uani 1 1 d . . . C2 C 0.3955(4) 0.5799(3) 0.16501(19) 0.0502(7) Uani 1 1 d . . . H2A H 0.3031 0.6623 0.1400 0.060 Uiso 1 1 calc R . . C3 C 0.5643(4) 0.5775(3) 0.1286(2) 0.0539(7) Uani 1 1 d . . . C4 C 0.7006(4) 0.4519(3) 0.1719(2) 0.0603(8) Uani 1 1 d . . . H4A H 0.8162 0.4493 0.1503 0.072 Uiso 1 1 calc R . . C5 C 0.6707(4) 0.3329(3) 0.2446(2) 0.0530(7) Uani 1 1 d . . . H5A H 0.7651 0.2523 0.2710 0.064 Uiso 1 1 calc R . . C6 C 0.5009(3) 0.3326(2) 0.27852(17) 0.0387(5) Uani 1 1 d . . . C7 C 0.6069(5) 0.7015(4) 0.0425(2) 0.0712(10) Uani 1 1 d . . . C8 C 0.7550(6) 0.7513(4) 0.0776(3) 0.0986(15) Uani 1 1 d . . . H8A H 0.7814 0.8290 0.0236 0.148 Uiso 1 1 calc R . . H8B H 0.8614 0.6744 0.0992 0.148 Uiso 1 1 calc R . . H8C H 0.7147 0.7817 0.1318 0.148 Uiso 1 1 calc R . . C9 C 0.4417(7) 0.8262(4) 0.0037(3) 0.1183(17) Uani 1 1 d . . . H9A H 0.3488 0.7958 -0.0183 0.177 Uiso 1 1 calc R . . H9B H 0.4724 0.9008 -0.0510 0.177 Uiso 1 1 calc R . . H9C H 0.3998 0.8606 0.0559 0.177 Uiso 1 1 calc R . . C10 C 0.6763(7) 0.6509(4) -0.0414(2) 0.1058(16) Uani 1 1 d . . . H10A H 0.5855 0.6195 -0.0645 0.159 Uiso 1 1 calc R . . H10B H 0.7819 0.5736 -0.0176 0.159 Uiso 1 1 calc R . . H10C H 0.7053 0.7274 -0.0951 0.159 Uiso 1 1 calc R . . C11 C 0.2895(4) 0.3912(3) 0.5183(2) 0.0617(8) Uani 1 1 d . . . H11A H 0.2416 0.4792 0.4691 0.074 Uiso 1 1 calc R . . C12 C 0.3683(5) 0.3862(4) 0.6027(3) 0.0727(9) Uani 1 1 d . . . H12A H 0.3720 0.4693 0.6114 0.087 Uiso 1 1 calc R . . C13 C 0.4428(4) 0.2550(4) 0.6752(2) 0.0622(8) Uani 1 1 d . . . H13A H 0.5023 0.2493 0.7319 0.075 Uiso 1 1 calc R . . C14 C 0.4289(3) 0.1341(3) 0.6637(2) 0.0500(6) Uani 1 1 d . . . H14A H 0.4753 0.0454 0.7126 0.060 Uiso 1 1 calc R . . C15 C 0.3425(3) 0.1479(2) 0.57568(18) 0.0378(5) Uani 1 1 d . . . C16 C 0.2077(3) -0.0546(2) 0.45928(19) 0.0393(5) Uani 1 1 d . . . H16A H 0.2354 -0.1407 0.5127 0.047 Uiso 1 1 calc R . . C17 C 0.1333(3) -0.0508(3) 0.36871(19) 0.0408(6) Uani 1 1 d . . . C18 C 0.0940(4) -0.1755(3) 0.3682(2) 0.0531(7) Uani 1 1 d . . . H18A H 0.1142 -0.2556 0.4262 0.064 Uiso 1 1 calc R . . C19 C 0.0268(4) -0.1797(4) 0.2837(3) 0.0669(9) Uani 1 1 d . . . H19A H -0.0016 -0.2615 0.2847 0.080 Uiso 1 1 calc R . . C20 C 0.0008(4) -0.0625(4) 0.1966(3) 0.0705(9) Uani 1 1 d . . . H20A H -0.0437 -0.0661 0.1389 0.085 Uiso 1 1 calc R . . C21 C 0.0403(4) 0.0596(3) 0.1944(2) 0.0619(8) Uani 1 1 d . . . H21A H 0.0235 0.1374 0.1350 0.074 Uiso 1 1 calc R . . C22 C 0.1055(3) 0.0683(3) 0.2805(2) 0.0438(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0389(3) 0.0301(2) 0.0438(3) -0.01052(18) -0.00227(17) -0.00756(17) O1 0.0423(10) 0.0546(11) 0.0605(12) -0.0160(10) -0.0009(9) -0.0035(8) O2 0.0437(10) 0.0295(8) 0.0449(10) -0.0045(8) 0.0002(8) -0.0076(7) O3 0.0696(13) 0.0488(10) 0.0408(10) -0.0128(8) -0.0017(9) -0.0283(9) N1 0.0447(12) 0.0304(10) 0.0501(13) -0.0110(9) -0.0044(10) -0.0031(9) N2 0.0440(12) 0.0347(11) 0.0507(13) -0.0184(10) 0.0019(10) -0.0098(9) N3 0.0446(12) 0.0331(10) 0.0351(11) -0.0080(9) -0.0024(9) -0.0054(9) N4 0.0345(10) 0.0314(10) 0.0370(11) -0.0120(9) 0.0043(8) -0.0080(8) C1 0.0525(15) 0.0326(12) 0.0375(14) -0.0133(11) -0.0036(11) -0.0142(11) C2 0.076(2) 0.0317(13) 0.0453(16) -0.0107(12) -0.0056(14) -0.0207(13) C3 0.081(2) 0.0515(16) 0.0399(15) -0.0145(13) -0.0003(14) -0.0390(16) C4 0.065(2) 0.074(2) 0.0501(18) -0.0202(16) 0.0063(14) -0.0363(17) C5 0.0489(16) 0.0556(16) 0.0492(16) -0.0109(13) -0.0017(13) -0.0155(13) C6 0.0442(14) 0.0386(13) 0.0346(13) -0.0122(11) -0.0038(10) -0.0140(11) C7 0.115(3) 0.068(2) 0.0478(18) -0.0160(16) 0.0072(17) -0.061(2) C8 0.159(4) 0.114(3) 0.065(2) -0.036(2) 0.023(2) -0.106(3) C9 0.164(5) 0.065(3) 0.097(3) 0.021(2) -0.002(3) -0.052(3) C10 0.198(5) 0.111(3) 0.047(2) -0.033(2) 0.033(2) -0.104(3) C11 0.077(2) 0.0413(15) 0.073(2) -0.0274(15) -0.0054(16) -0.0131(14) C12 0.084(2) 0.069(2) 0.089(3) -0.052(2) 0.0011(19) -0.0264(18) C13 0.0569(18) 0.089(2) 0.0595(19) -0.0461(19) 0.0034(14) -0.0232(16) C14 0.0418(15) 0.0634(17) 0.0446(16) -0.0226(13) 0.0026(12) -0.0084(12) C15 0.0320(12) 0.0412(13) 0.0424(14) -0.0195(12) 0.0053(10) -0.0075(10) C16 0.0383(13) 0.0324(12) 0.0473(15) -0.0130(11) 0.0084(11) -0.0124(10) C17 0.0351(13) 0.0410(13) 0.0527(16) -0.0226(12) 0.0111(11) -0.0136(10) C18 0.0503(16) 0.0476(15) 0.075(2) -0.0343(15) 0.0164(14) -0.0206(13) C19 0.0629(19) 0.068(2) 0.100(3) -0.059(2) 0.0192(18) -0.0305(16) C20 0.072(2) 0.092(3) 0.078(2) -0.056(2) 0.0084(17) -0.0359(19) C21 0.067(2) 0.075(2) 0.0573(19) -0.0334(16) 0.0035(15) -0.0275(16) C22 0.0386(14) 0.0528(15) 0.0502(16) -0.0266(13) 0.0083(11) -0.0185(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.5968(18) . ? V1 O3 1.9244(17) . ? V1 N1 1.924(2) . ? V1 N4 2.1126(18) . ? V1 N2 2.118(2) . ? V1 O2 2.1505(17) . ? O2 C6 1.311(3) . ? O3 C22 1.324(3) . ? N1 C1 1.357(3) . ? N2 C15 1.332(3) . ? N2 C11 1.358(3) . ? N3 C15 1.359(3) . ? N3 N4 1.376(3) . ? N4 C16 1.296(3) . ? C1 C2 1.403(3) . ? C1 C6 1.422(3) . ? C2 C3 1.382(4) . ? C3 C4 1.407(4) . ? C3 C7 1.534(4) . ? C4 C5 1.373(4) . ? C5 C6 1.381(4) . ? C7 C10 1.518(5) . ? C7 C9 1.524(6) . ? C7 C8 1.540(4) . ? C11 C12 1.362(4) . ? C12 C13 1.385(5) . ? C13 C14 1.364(4) . ? C14 C15 1.402(4) . ? C16 C17 1.433(3) . ? C17 C22 1.400(4) . ? C17 C18 1.414(3) . ? C18 C19 1.365(4) . ? C19 C20 1.380(5) . ? C20 C21 1.376(4) . ? C21 C22 1.400(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O3 101.93(9) . . ? O1 V1 N1 95.86(9) . . ? O3 V1 N1 96.34(8) . . ? O1 V1 N4 103.68(9) . . ? O3 V1 N4 84.36(7) . . ? N1 V1 N4 159.89(8) . . ? O1 V1 N2 93.91(9) . . ? O3 V1 N2 156.39(8) . . ? N1 V1 N2 99.36(8) . . ? N4 V1 N2 74.88(7) . . ? O1 V1 O2 168.65(8) . . ? O3 V1 O2 86.89(7) . . ? N1 V1 O2 75.86(8) . . ? N4 V1 O2 84.12(7) . . ? N2 V1 O2 80.03(7) . . ? C6 O2 V1 113.85(14) . . ? C22 O3 V1 132.99(17) . . ? C1 N1 V1 121.89(16) . . ? C15 N2 C11 117.7(2) . . ? C15 N2 V1 116.55(15) . . ? C11 N2 V1 125.7(2) . . ? C15 N3 N4 116.56(19) . . ? C16 N4 N3 116.84(19) . . ? C16 N4 V1 128.04(17) . . ? N3 N4 V1 115.09(13) . . ? N1 C1 C2 127.0(2) . . ? N1 C1 C6 112.5(2) . . ? C2 C1 C6 120.5(2) . . ? C3 C2 C1 121.0(3) . . ? C2 C3 C4 117.1(2) . . ? C2 C3 C7 123.5(3) . . ? C4 C3 C7 119.4(3) . . ? C5 C4 C3 123.0(3) . . ? C4 C5 C6 120.2(3) . . ? O2 C6 C5 126.1(2) . . ? O2 C6 C1 115.7(2) . . ? C5 C6 C1 118.2(2) . . ? C10 C7 C9 109.2(3) . . ? C10 C7 C3 109.0(3) . . ? C9 C7 C3 111.7(3) . . ? C10 C7 C8 108.2(3) . . ? C9 C7 C8 109.1(3) . . ? C3 C7 C8 109.6(3) . . ? N2 C11 C12 122.7(3) . . ? C11 C12 C13 118.7(3) . . ? C14 C13 C12 120.1(3) . . ? C13 C14 C15 117.8(3) . . ? N2 C15 N3 116.6(2) . . ? N2 C15 C14 122.8(2) . . ? N3 C15 C14 120.5(2) . . ? N4 C16 C17 124.0(2) . . ? C22 C17 C18 119.1(2) . . ? C22 C17 C16 122.9(2) . . ? C18 C17 C16 118.0(2) . . ? C19 C18 C17 120.8(3) . . ? C18 C19 C20 120.0(3) . . ? C21 C20 C19 120.5(3) . . ? C20 C21 C22 120.8(3) . . ? O3 C22 C21 118.5(3) . . ? O3 C22 C17 122.7(2) . . ? C21 C22 C17 118.8(2) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.303 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.055 data_3 _database_code_depnum_ccdc_archive 'CCDC 906855' #TrackingRef 'web_deposit_cif_file_0_Dr.PrasantaGhosh_1350649109.RKM(VO)-cif(1-4).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H31 N4 O3 V' _chemical_formula_weight 498.49 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 'C2/c ' 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 26.597(14) _cell_length_b 11.170(6) _cell_length_c 18.650(10) _cell_angle_alpha 90.00 _cell_angle_beta 106.085(7) _cell_angle_gamma 90.00 _cell_volume 5324(5) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2001 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 19.50 _exptl_crystal_description Parallelopiped _exptl_crystal_colour Black _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 0.405 _exptl_absorpt_correction_type Gaussian _exptl_absorpt_correction_T_min 0.842 _exptl_absorpt_correction_T_max 0.948 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17665 _diffrn_reflns_av_R_equivalents 0.0811 _diffrn_reflns_av_sigmaI/netI 0.0861 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4668 _reflns_number_gt 2621 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0801P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4668 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1154 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1632 _refine_ls_wR_factor_gt 0.1321 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group V1 V 0.23439(3) -0.02590(5) 0.02885(4) 0.0456(3) Uani 1 1 d . . . O1 O 0.19879(10) -0.1284(2) -0.02014(15) 0.0603(8) Uani 1 1 d . . . O2 O 0.29241(10) 0.09016(19) 0.10026(14) 0.0487(7) Uani 1 1 d . . . O3 O 0.19490(10) 0.0201(2) 0.09537(14) 0.0493(7) Uani 1 1 d . . . N1 N 0.28577(13) -0.1332(2) 0.08596(18) 0.0497(9) Uani 1 1 d . . . H1B H 0.2799 -0.2089 0.0815 0.060 Uiso 1 1 calc R . . N2 N 0.27910(12) 0.0127(2) -0.04691(17) 0.0475(8) Uani 1 1 d . . . N3 N 0.22473(12) 0.1746(2) -0.07913(17) 0.0501(9) Uani 1 1 d . . . H3A H 0.2138 0.2390 -0.1038 0.060 Uiso 1 1 calc R . . N4 N 0.20019(12) 0.1270(2) -0.02988(16) 0.0423(8) Uani 1 1 d . . . C1 C 0.33126(16) -0.0942(3) 0.1334(2) 0.0455(10) Uani 1 1 d . . . C2 C 0.37368(18) -0.1652(4) 0.1715(3) 0.0610(12) Uani 1 1 d . . . H2A H 0.3726 -0.2478 0.1651 0.073 Uiso 1 1 calc R . . C3 C 0.4164(2) -0.1124(4) 0.2179(3) 0.0738(14) Uani 1 1 d . . . H3B H 0.4446 -0.1594 0.2431 0.089 Uiso 1 1 calc R . . C4 C 0.41855(18) 0.0108(5) 0.2282(3) 0.0732(14) Uani 1 1 d . . . H4A H 0.4479 0.0451 0.2611 0.088 Uiso 1 1 calc R . . C5 C 0.37731(18) 0.0835(4) 0.1900(2) 0.0601(12) Uani 1 1 d . . . H5A H 0.3791 0.1660 0.1971 0.072 Uiso 1 1 calc R . . C6 C 0.33335(16) 0.0322(3) 0.1411(2) 0.0448(10) Uani 1 1 d . . . C7 C 0.31899(18) -0.0536(4) -0.0578(3) 0.0716(14) Uani 1 1 d . . . H7A H 0.3273 -0.1253 -0.0319 0.086 Uiso 1 1 calc R . . C8 C 0.3474(2) -0.0205(5) -0.1049(3) 0.0870(17) Uani 1 1 d . . . H8A H 0.3742 -0.0690 -0.1115 0.104 Uiso 1 1 calc R . . C9 C 0.33571(19) 0.0870(4) -0.1431(3) 0.0768(14) Uani 1 1 d . . . H9A H 0.3556 0.1126 -0.1742 0.092 Uiso 1 1 calc R . . C10 C 0.29509(17) 0.1549(3) -0.1350(2) 0.0584(12) Uani 1 1 d . . . H10A H 0.2862 0.2264 -0.1611 0.070 Uiso 1 1 calc R . . C11 C 0.26735(15) 0.1140(3) -0.0866(2) 0.0460(10) Uani 1 1 d . . . C12 C 0.15552(15) 0.1730(3) -0.0300(2) 0.0458(10) Uani 1 1 d . . . H12A H 0.1417 0.2317 -0.0653 0.055 Uiso 1 1 calc R . . C13 C 0.12590(15) 0.1399(3) 0.0204(2) 0.0445(10) Uani 1 1 d . . . C14 C 0.07598(16) 0.1895(3) 0.0088(2) 0.0531(11) Uani 1 1 d . . . H14A H 0.0625 0.2374 -0.0329 0.064 Uiso 1 1 calc R . . C15 C 0.04633(16) 0.1694(3) 0.0573(3) 0.0552(11) Uani 1 1 d . . . C16 C 0.06957(17) 0.1028(3) 0.1211(3) 0.0592(12) Uani 1 1 d . . . H16A H 0.0505 0.0915 0.1554 0.071 Uiso 1 1 calc R . . C17 C 0.11928(16) 0.0519(3) 0.1372(2) 0.0479(10) Uani 1 1 d . . . C18 C 0.14762(16) 0.0668(3) 0.0835(2) 0.0452(10) Uani 1 1 d . . . C19 C -0.00905(17) 0.2224(4) 0.0430(3) 0.0681(13) Uani 1 1 d . . . C20 C -0.0421(2) 0.1478(6) 0.0812(5) 0.159(3) Uani 1 1 d . . . H20A H -0.0764 0.1823 0.0715 0.239 Uiso 1 1 calc R . . H20B H -0.0259 0.1468 0.1341 0.239 Uiso 1 1 calc R . . H20C H -0.0449 0.0675 0.0623 0.239 Uiso 1 1 calc R . . C21 C -0.0371(2) 0.2240(7) -0.0393(3) 0.161(3) Uani 1 1 d . . . H21A H -0.0714 0.2574 -0.0467 0.242 Uiso 1 1 calc R . . H21B H -0.0401 0.1437 -0.0585 0.242 Uiso 1 1 calc R . . H21C H -0.0177 0.2719 -0.0651 0.242 Uiso 1 1 calc R . . C22 C -0.00592(19) 0.3477(4) 0.0732(3) 0.105(2) Uani 1 1 d . . . H22A H -0.0406 0.3802 0.0639 0.158 Uiso 1 1 calc R . . H22B H 0.0142 0.3966 0.0490 0.158 Uiso 1 1 calc R . . H22C H 0.0106 0.3465 0.1260 0.158 Uiso 1 1 calc R . . C23 C 0.14433(17) -0.0122(3) 0.2112(2) 0.0571(11) Uani 1 1 d . . . C24 C 0.1071(2) -0.0220(4) 0.2609(3) 0.0869(16) Uani 1 1 d . . . H24A H 0.0766 -0.0666 0.2353 0.130 Uiso 1 1 calc R . . H24B H 0.0969 0.0568 0.2721 0.130 Uiso 1 1 calc R . . H24C H 0.1245 -0.0622 0.3065 0.130 Uiso 1 1 calc R . . C25 C 0.16119(19) -0.1413(3) 0.1976(3) 0.0762(14) Uani 1 1 d . . . H25A H 0.1311 -0.1862 0.1707 0.114 Uiso 1 1 calc R . . H25B H 0.1768 -0.1793 0.2446 0.114 Uiso 1 1 calc R . . H25C H 0.1861 -0.1383 0.1689 0.114 Uiso 1 1 calc R . . C26 C 0.19266(17) 0.0598(4) 0.2547(2) 0.0699(13) Uani 1 1 d . . . H26A H 0.1822 0.1394 0.2636 0.105 Uiso 1 1 calc R . . H26B H 0.2176 0.0636 0.2261 0.105 Uiso 1 1 calc R . . H26C H 0.2084 0.0211 0.3015 0.105 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 0.0554(5) 0.0266(3) 0.0542(5) 0.0013(3) 0.0143(4) 0.0089(3) O1 0.071(2) 0.0311(13) 0.073(2) -0.0048(13) 0.0111(17) 0.0028(13) O2 0.0540(18) 0.0318(13) 0.0569(18) 0.0004(12) 0.0098(15) 0.0087(12) O3 0.0501(18) 0.0442(14) 0.0534(17) 0.0096(12) 0.0138(15) 0.0144(13) N1 0.063(2) 0.0250(15) 0.066(2) 0.0046(15) 0.025(2) 0.0068(15) N2 0.055(2) 0.0374(17) 0.049(2) -0.0009(14) 0.0114(18) 0.0122(15) N3 0.067(2) 0.0327(16) 0.053(2) 0.0085(14) 0.020(2) 0.0092(15) N4 0.055(2) 0.0276(15) 0.045(2) 0.0014(13) 0.0141(18) 0.0068(14) C1 0.049(3) 0.040(2) 0.051(3) 0.0067(18) 0.020(2) 0.0106(19) C2 0.066(3) 0.054(3) 0.065(3) 0.012(2) 0.022(3) 0.020(2) C3 0.063(4) 0.086(4) 0.068(4) 0.015(3) 0.011(3) 0.033(3) C4 0.052(3) 0.096(4) 0.067(3) 0.004(3) 0.009(3) 0.006(3) C5 0.062(3) 0.056(3) 0.061(3) -0.001(2) 0.015(3) 0.004(2) C6 0.048(3) 0.042(2) 0.047(3) 0.0030(19) 0.017(2) 0.007(2) C7 0.086(4) 0.060(3) 0.076(3) 0.014(2) 0.034(3) 0.029(3) C8 0.090(4) 0.083(4) 0.105(4) 0.016(3) 0.056(4) 0.035(3) C9 0.082(4) 0.078(3) 0.082(4) 0.001(3) 0.042(3) 0.002(3) C10 0.075(3) 0.046(2) 0.057(3) -0.001(2) 0.023(3) -0.003(2) C11 0.055(3) 0.035(2) 0.048(3) -0.0071(17) 0.014(2) -0.0023(18) C12 0.051(3) 0.037(2) 0.042(2) 0.0051(17) 0.001(2) 0.0088(18) C13 0.049(3) 0.038(2) 0.044(3) -0.0005(17) 0.009(2) 0.0064(18) C14 0.049(3) 0.044(2) 0.059(3) 0.0024(19) 0.003(2) 0.0103(19) C15 0.050(3) 0.045(2) 0.068(3) -0.009(2) 0.013(3) 0.0048(19) C16 0.059(3) 0.056(3) 0.068(3) -0.003(2) 0.027(3) 0.001(2) C17 0.053(3) 0.041(2) 0.049(3) -0.0008(18) 0.011(2) -0.0015(18) C18 0.052(3) 0.0332(19) 0.045(3) -0.0017(17) 0.004(2) 0.0024(18) C19 0.053(3) 0.066(3) 0.082(4) -0.012(2) 0.013(3) 0.013(2) C20 0.075(4) 0.125(5) 0.300(11) 0.058(6) 0.090(6) 0.034(4) C21 0.079(5) 0.262(9) 0.113(6) -0.067(6) -0.024(4) 0.084(5) C22 0.085(4) 0.081(4) 0.141(5) -0.033(4) 0.018(4) 0.027(3) C23 0.066(3) 0.054(2) 0.053(3) 0.004(2) 0.019(3) -0.003(2) C24 0.096(4) 0.098(4) 0.078(4) 0.017(3) 0.044(3) 0.000(3) C25 0.107(4) 0.051(3) 0.073(3) 0.013(2) 0.029(3) 0.006(3) C26 0.079(4) 0.070(3) 0.057(3) 0.007(2) 0.013(3) 0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.601(3) . ? V1 O3 1.905(3) . ? V1 N1 1.906(3) . ? V1 N4 2.096(3) . ? V1 N2 2.128(3) . ? V1 O2 2.167(3) . ? O2 C6 1.314(4) . ? O3 C18 1.322(4) . ? N1 C1 1.358(5) . ? N2 C11 1.341(4) . ? N2 C7 1.355(5) . ? N3 C11 1.361(4) . ? N3 N4 1.373(4) . ? N4 C12 1.294(4) . ? C1 C2 1.401(5) . ? C1 C6 1.418(5) . ? C2 C3 1.357(6) . ? C3 C4 1.388(6) . ? C4 C5 1.392(6) . ? C5 C6 1.391(5) . ? C7 C8 1.359(6) . ? C8 C9 1.386(6) . ? C9 C10 1.362(5) . ? C10 C11 1.392(5) . ? C12 C13 1.432(5) . ? C13 C14 1.399(5) . ? C13 C18 1.417(5) . ? C14 C15 1.374(5) . ? C15 C16 1.394(6) . ? C15 C19 1.540(5) . ? C16 C17 1.393(5) . ? C17 C18 1.420(5) . ? C17 C23 1.533(5) . ? C19 C22 1.503(6) . ? C19 C21 1.510(7) . ? C19 C20 1.524(7) . ? C23 C24 1.538(5) . ? C23 C26 1.543(6) . ? C23 C25 1.552(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O3 102.65(13) . . ? O1 V1 N1 95.07(14) . . ? O3 V1 N1 104.20(12) . . ? O1 V1 N4 100.49(13) . . ? O3 V1 N4 83.25(11) . . ? N1 V1 N4 160.88(13) . . ? O1 V1 N2 96.73(13) . . ? O3 V1 N2 152.63(11) . . ? N1 V1 N2 93.01(12) . . ? N4 V1 N2 74.29(12) . . ? O1 V1 O2 170.54(11) . . ? O3 V1 O2 82.27(11) . . ? N1 V1 O2 75.79(12) . . ? N4 V1 O2 88.04(11) . . ? N2 V1 O2 81.55(11) . . ? C6 O2 V1 113.4(2) . . ? C18 O3 V1 131.9(2) . . ? C1 N1 V1 122.3(2) . . ? C11 N2 C7 116.8(3) . . ? C11 N2 V1 116.8(2) . . ? C7 N2 V1 126.4(3) . . ? C11 N3 N4 116.1(3) . . ? C12 N4 N3 116.9(3) . . ? C12 N4 V1 126.1(2) . . ? N3 N4 V1 116.6(2) . . ? N1 C1 C2 126.6(4) . . ? N1 C1 C6 112.9(3) . . ? C2 C1 C6 120.6(4) . . ? C3 C2 C1 119.4(4) . . ? C2 C3 C4 120.9(4) . . ? C3 C4 C5 120.7(5) . . ? C6 C5 C4 119.6(4) . . ? O2 C6 C5 126.0(4) . . ? O2 C6 C1 115.4(4) . . ? C5 C6 C1 118.6(4) . . ? N2 C7 C8 123.1(4) . . ? C7 C8 C9 118.9(4) . . ? C10 C9 C8 119.8(4) . . ? C9 C10 C11 117.9(4) . . ? N2 C11 N3 115.9(3) . . ? N2 C11 C10 123.5(4) . . ? N3 C11 C10 120.6(4) . . ? N4 C12 C13 124.7(3) . . ? C14 C13 C18 120.6(4) . . ? C14 C13 C12 117.8(4) . . ? C18 C13 C12 121.4(3) . . ? C15 C14 C13 121.7(4) . . ? C14 C15 C16 116.7(4) . . ? C14 C15 C19 121.3(4) . . ? C16 C15 C19 122.0(4) . . ? C17 C16 C15 124.9(4) . . ? C16 C17 C18 117.2(4) . . ? C16 C17 C23 122.3(4) . . ? C18 C17 C23 120.4(4) . . ? O3 C18 C13 121.1(3) . . ? O3 C18 C17 120.1(3) . . ? C13 C18 C17 118.6(3) . . ? C22 C19 C21 109.3(5) . . ? C22 C19 C20 108.2(4) . . ? C21 C19 C20 107.2(5) . . ? C22 C19 C15 110.0(4) . . ? C21 C19 C15 111.1(4) . . ? C20 C19 C15 110.9(4) . . ? C17 C23 C24 112.6(4) . . ? C17 C23 C26 108.7(3) . . ? C24 C23 C26 107.6(4) . . ? C17 C23 C25 111.1(3) . . ? C24 C23 C25 107.2(3) . . ? C26 C23 C25 109.5(4) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.316 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.058 data_4 _database_code_depnum_ccdc_archive 'CCDC 906856' #TrackingRef 'web_deposit_cif_file_0_Dr.PrasantaGhosh_1350649109.RKM(VO)-cif(1-4).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H39 N4 O3 V' _chemical_formula_weight 554.59 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 C2/c 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 21.409(3) _cell_length_b 15.021(2) _cell_length_c 20.778(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.793(2) _cell_angle_gamma 90.00 _cell_volume 6066.1(16) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4914 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 24.55 _exptl_crystal_description Parallelopiped _exptl_crystal_colour Black _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.215 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2352 _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_type Gaussian _exptl_absorpt_correction_T_min 0.897 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20803 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5335 _reflns_number_gt 4026 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0604P)^2^+4.4016P] 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_extinction_coef ? _refine_ls_number_reflns 5335 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0609 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1265 _refine_ls_wR_factor_gt 0.1145 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group V1 V 0.11896(2) 0.24268(3) 0.85888(2) 0.03845(15) Uani 1 1 d . . . O1 O 0.09723(9) 0.29238(13) 0.78457(9) 0.0535(5) Uani 1 1 d . . . O2 O 0.12514(8) 0.17247(11) 0.95171(8) 0.0446(4) Uani 1 1 d . . . O3 O 0.15019(9) 0.13114(11) 0.83724(9) 0.0496(4) Uani 1 1 d . . . N1 N 0.02513(10) 0.22787(13) 0.84406(10) 0.0440(5) Uani 1 1 d . . . H1B H -0.0072 0.2395 0.8031 0.053 Uiso 1 1 calc R . . N2 N 0.13040(10) 0.35522(13) 0.92627(10) 0.0401(5) Uani 1 1 d . . . N3 N 0.24481(10) 0.34451(13) 0.95124(10) 0.0405(5) Uani 1 1 d . . . H3A H 0.2870 0.3618 0.9711 0.049 Uiso 1 1 calc R . . N4 N 0.22427(10) 0.27370(12) 0.90473(10) 0.0358(4) Uani 1 1 d . . . C1 C 0.00842(12) 0.19934(16) 0.89691(12) 0.0422(6) Uani 1 1 d . . . C2 C -0.05733(13) 0.20308(18) 0.89661(14) 0.0501(6) Uani 1 1 d . . . H2A H -0.0941 0.2261 0.8574 0.060 Uiso 1 1 calc R . . C3 C -0.06744(14) 0.17308(19) 0.95364(16) 0.0559(7) Uani 1 1 d . . . C4 C -0.01037(16) 0.1368(2) 1.01099(16) 0.0650(8) Uani 1 1 d . . . H4A H -0.0168 0.1142 1.0494 0.078 Uiso 1 1 calc R . . C5 C 0.05427(14) 0.1334(2) 1.01251(14) 0.0578(7) Uani 1 1 d . . . H5A H 0.0904 0.1086 1.0514 0.069 Uiso 1 1 calc R . . C6 C 0.06588(12) 0.16685(16) 0.95603(13) 0.0432(6) Uani 1 1 d . . . C7 C -0.13731(16) 0.1781(2) 0.95704(19) 0.0733(9) Uani 1 1 d . . . C8 C -0.19219(18) 0.2229(3) 0.8914(2) 0.1014(14) Uani 1 1 d . . . H8A H -0.1981 0.1894 0.8499 0.152 Uiso 1 1 calc R . . H8B H -0.1779 0.2823 0.8872 0.152 Uiso 1 1 calc R . . H8C H -0.2350 0.2249 0.8960 0.152 Uiso 1 1 calc R . . C9 C -0.1619(2) 0.0851(3) 0.9634(3) 0.1161(16) Uani 1 1 d . . . H9A H -0.1667 0.0506 0.9227 0.174 Uiso 1 1 calc R . . H9B H -0.2056 0.0887 0.9660 0.174 Uiso 1 1 calc R . . H9C H -0.1290 0.0571 1.0055 0.174 Uiso 1 1 calc R . . C10 C -0.1295(3) 0.2341(3) 1.0226(3) 0.1258(18) Uani 1 1 d . . . H10A H -0.0953 0.2075 1.0646 0.189 Uiso 1 1 calc R . . H10B H -0.1727 0.2360 1.0262 0.189 Uiso 1 1 calc R . . H10C H -0.1156 0.2935 1.0175 0.189 Uiso 1 1 calc R . . C11 C 0.07964(14) 0.39737(19) 0.93647(16) 0.0590(7) Uani 1 1 d . . . H11A H 0.0345 0.3787 0.9105 0.071 Uiso 1 1 calc R . . C12 C 0.09132(16) 0.4658(2) 0.98292(19) 0.0740(9) Uani 1 1 d . . . H12A H 0.0549 0.4933 0.9882 0.089 Uiso 1 1 calc R . . C13 C 0.15817(15) 0.49390(19) 1.02218(16) 0.0616(8) Uani 1 1 d . . . H13A H 0.1673 0.5397 1.0550 0.074 Uiso 1 1 calc R . . C14 C 0.20998(14) 0.45426(16) 1.01237(13) 0.0478(6) Uani 1 1 d . . . H14A H 0.2552 0.4729 1.0377 0.057 Uiso 1 1 calc R . . C15 C 0.19477(12) 0.38489(15) 0.96367(12) 0.0376(5) Uani 1 1 d . . . C16 C 0.26965(13) 0.24194(15) 0.88578(13) 0.0416(6) Uani 1 1 d . . . H16A H 0.3123 0.2699 0.9029 0.050 Uiso 1 1 calc R . . C17 C 0.25942(13) 0.16691(16) 0.84031(13) 0.0436(6) Uani 1 1 d . . . C18 C 0.31405(14) 0.14507(19) 0.82284(15) 0.0554(7) Uani 1 1 d . . . H18A H 0.3520 0.1826 0.8371 0.066 Uiso 1 1 calc R . . C19 C 0.31289(16) 0.0702(2) 0.78551(16) 0.0650(8) Uani 1 1 d . . . C20 C 0.25483(15) 0.01511(19) 0.76658(16) 0.0635(8) Uani 1 1 d . . . H20A H 0.2538 -0.0368 0.7417 0.076 Uiso 1 1 calc R . . C21 C 0.19920(14) 0.03203(17) 0.78210(13) 0.0503(7) Uani 1 1 d . . . C22 C 0.20080(13) 0.11226(16) 0.81912(13) 0.0441(6) Uani 1 1 d . . . C23 C 0.13905(15) -0.03336(17) 0.76171(15) 0.0588(8) Uani 1 1 d . . . C24 C 0.07211(16) 0.0114(2) 0.71139(17) 0.0739(9) Uani 1 1 d . . . H24A H 0.0639 0.0632 0.7339 0.111 Uiso 1 1 calc R . . H24B H 0.0346 -0.0295 0.7001 0.111 Uiso 1 1 calc R . . H24C H 0.0759 0.0288 0.6687 0.111 Uiso 1 1 calc R . . C25 C 0.13253(18) -0.0654(2) 0.82819(17) 0.0792(10) Uani 1 1 d . . . H25A H 0.1258 -0.0151 0.8532 0.119 Uiso 1 1 calc R . . H25B H 0.1737 -0.0963 0.8582 0.119 Uiso 1 1 calc R . . H25C H 0.0939 -0.1049 0.8151 0.119 Uiso 1 1 calc R . . C26 C 0.14968(19) -0.1156(2) 0.72322(19) 0.0893(12) Uani 1 1 d . . . H26A H 0.1914 -0.1454 0.7535 0.134 Uiso 1 1 calc R . . H26B H 0.1528 -0.0973 0.6804 0.134 Uiso 1 1 calc R . . H26C H 0.1115 -0.1555 0.7118 0.134 Uiso 1 1 calc R . . C27 C 0.3730(2) 0.0436(3) 0.7675(2) 0.1018(14) Uani 1 1 d . . . C28 C 0.3490(2) 0.0165(3) 0.6920(2) 0.1209(17) Uani 1 1 d . . . H28A H 0.3267 0.0660 0.6619 0.181 Uiso 1 1 calc R . . H28B H 0.3172 -0.0320 0.6821 0.181 Uiso 1 1 calc R . . H28C H 0.3878 -0.0019 0.6834 0.181 Uiso 1 1 calc R . . C29 C 0.4082(3) -0.0380(4) 0.8131(2) 0.180(3) Uani 1 1 d . . . H29A H 0.4460 -0.0563 0.8029 0.270 Uiso 1 1 calc R . . H29B H 0.3756 -0.0858 0.8024 0.270 Uiso 1 1 calc R . . H29C H 0.4248 -0.0228 0.8623 0.270 Uiso 1 1 calc R . . C30 C 0.4264(3) 0.1148(5) 0.7876(5) 0.265(5) Uani 1 1 d . . . H30A H 0.4069 0.1675 0.7605 0.397 Uiso 1 1 calc R . . H30B H 0.4643 0.0948 0.7781 0.397 Uiso 1 1 calc R . . H30C H 0.4424 0.1279 0.8372 0.397 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 0.0305(2) 0.0479(3) 0.0306(2) -0.00221(17) 0.00657(18) -0.00313(18) O1 0.0456(11) 0.0685(12) 0.0359(10) 0.0037(9) 0.0069(8) -0.0085(9) O2 0.0310(9) 0.0566(10) 0.0381(9) 0.0049(8) 0.0066(7) 0.0020(8) O3 0.0467(10) 0.0485(10) 0.0548(11) -0.0127(8) 0.0226(9) -0.0085(8) N1 0.0338(11) 0.0567(12) 0.0317(11) 0.0023(9) 0.0040(9) -0.0042(9) N2 0.0314(11) 0.0469(11) 0.0367(11) -0.0009(9) 0.0091(9) 0.0027(9) N3 0.0281(10) 0.0480(11) 0.0378(11) -0.0123(9) 0.0062(9) -0.0040(9) N4 0.0323(11) 0.0401(10) 0.0304(10) -0.0026(8) 0.0087(9) 0.0005(8) C1 0.0347(13) 0.0494(14) 0.0356(14) 0.0019(11) 0.0082(11) -0.0038(11) C2 0.0352(14) 0.0573(15) 0.0525(16) 0.0043(13) 0.0132(13) -0.0020(12) C3 0.0495(17) 0.0620(17) 0.0604(18) 0.0055(14) 0.0272(15) -0.0010(13) C4 0.0585(19) 0.085(2) 0.0562(18) 0.0163(16) 0.0288(16) 0.0001(16) C5 0.0499(17) 0.0726(18) 0.0440(16) 0.0170(14) 0.0130(14) 0.0042(14) C6 0.0360(14) 0.0490(14) 0.0393(14) 0.0005(11) 0.0105(12) -0.0021(11) C7 0.0551(19) 0.088(2) 0.088(2) 0.0141(19) 0.0412(18) 0.0042(17) C8 0.053(2) 0.135(3) 0.125(4) 0.040(3) 0.045(2) 0.019(2) C9 0.076(3) 0.119(3) 0.172(4) 0.037(3) 0.071(3) -0.010(2) C10 0.115(4) 0.157(4) 0.142(4) 0.000(3) 0.090(4) 0.029(3) C11 0.0393(15) 0.0665(18) 0.0678(19) -0.0096(15) 0.0192(14) 0.0046(13) C12 0.061(2) 0.075(2) 0.093(3) -0.0204(19) 0.0390(19) 0.0120(16) C13 0.063(2) 0.0604(17) 0.0610(19) -0.0191(14) 0.0249(16) 0.0026(15) C14 0.0462(15) 0.0485(14) 0.0439(15) -0.0064(12) 0.0141(12) -0.0009(12) C15 0.0386(14) 0.0399(12) 0.0298(12) 0.0038(10) 0.0100(11) 0.0040(10) C16 0.0336(13) 0.0483(13) 0.0406(14) -0.0031(11) 0.0132(11) -0.0011(11) C17 0.0419(14) 0.0450(13) 0.0423(14) -0.0036(11) 0.0163(12) 0.0036(11) C18 0.0494(16) 0.0590(16) 0.0592(18) -0.0076(14) 0.0241(14) 0.0049(13) C19 0.0567(19) 0.0711(19) 0.065(2) -0.0143(16) 0.0238(16) 0.0164(16) C20 0.066(2) 0.0573(17) 0.0596(19) -0.0158(14) 0.0183(16) 0.0120(15) C21 0.0562(17) 0.0467(14) 0.0393(15) -0.0043(11) 0.0115(13) 0.0058(12) C22 0.0471(15) 0.0444(13) 0.0374(14) -0.0023(11) 0.0145(12) 0.0023(12) C23 0.0665(19) 0.0459(15) 0.0489(17) -0.0076(13) 0.0092(14) -0.0027(13) C24 0.066(2) 0.0677(19) 0.063(2) -0.0045(16) 0.0021(16) -0.0049(16) C25 0.097(3) 0.0621(19) 0.062(2) 0.0006(16) 0.0165(19) -0.0204(18) C26 0.098(3) 0.0604(19) 0.087(3) -0.0281(18) 0.017(2) -0.0026(18) C27 0.069(2) 0.120(3) 0.122(3) -0.055(3) 0.045(2) 0.015(2) C28 0.110(3) 0.172(5) 0.100(3) -0.010(3) 0.063(3) 0.047(3) C29 0.130(4) 0.266(7) 0.101(4) -0.042(4) 0.005(3) 0.134(5) C30 0.168(6) 0.259(8) 0.487(13) -0.236(9) 0.255(8) -0.098(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.5985(17) . ? V1 N1 1.913(2) . ? V1 O3 1.9257(17) . ? V1 N4 2.0992(19) . ? V1 N2 2.143(2) . ? V1 O2 2.1532(17) . ? O2 C6 1.312(3) . ? O3 C22 1.319(3) . ? N1 C1 1.359(3) . ? N2 C15 1.343(3) . ? N2 C11 1.349(3) . ? N3 C15 1.347(3) . ? N3 N4 1.379(2) . ? N4 C16 1.284(3) . ? C1 C2 1.406(3) . ? C1 C6 1.412(3) . ? C2 C3 1.367(4) . ? C3 C4 1.410(4) . ? C3 C7 1.529(4) . ? C4 C5 1.372(4) . ? C5 C6 1.391(4) . ? C7 C9 1.519(5) . ? C7 C8 1.532(5) . ? C7 C10 1.548(5) . ? C11 C12 1.359(4) . ? C12 C13 1.383(4) . ? C13 C14 1.348(4) . ? C14 C15 1.393(3) . ? C16 C17 1.427(3) . ? C17 C18 1.401(3) . ? C17 C22 1.407(3) . ? C18 C19 1.360(4) . ? C19 C20 1.406(4) . ? C19 C27 1.535(4) . ? C20 C21 1.382(4) . ? C21 C22 1.422(3) . ? C21 C23 1.531(4) . ? C23 C25 1.523(4) . ? C23 C24 1.531(4) . ? C23 C26 1.540(4) . ? C27 C28 1.489(5) . ? C27 C30 1.492(6) . ? C27 C29 1.538(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 V1 N1 92.19(9) . . ? O1 V1 O3 99.77(9) . . ? N1 V1 O3 107.77(8) . . ? O1 V1 N4 99.03(8) . . ? N1 V1 N4 162.59(8) . . ? O3 V1 N4 83.52(7) . . ? O1 V1 N2 99.79(9) . . ? N1 V1 N2 91.23(8) . . ? O3 V1 N2 152.04(8) . . ? N4 V1 N2 73.83(7) . . ? O1 V1 O2 167.87(8) . . ? N1 V1 O2 75.71(7) . . ? O3 V1 O2 83.46(7) . . ? N4 V1 O2 92.94(7) . . ? N2 V1 O2 81.59(7) . . ? C6 O2 V1 113.27(14) . . ? C22 O3 V1 131.39(15) . . ? C1 N1 V1 121.40(16) . . ? C15 N2 C11 116.9(2) . . ? C15 N2 V1 116.65(15) . . ? C11 N2 V1 126.44(17) . . ? C15 N3 N4 115.85(19) . . ? C16 N4 N3 116.20(19) . . ? C16 N4 V1 125.83(16) . . ? N3 N4 V1 117.09(14) . . ? N1 C1 C2 125.9(2) . . ? N1 C1 C6 112.6(2) . . ? C2 C1 C6 121.5(2) . . ? C3 C2 C1 120.3(2) . . ? C2 C3 C4 117.6(3) . . ? C2 C3 C7 122.5(3) . . ? C4 C3 C7 119.9(3) . . ? C5 C4 C3 122.8(3) . . ? C4 C5 C6 120.2(3) . . ? O2 C6 C5 126.9(2) . . ? O2 C6 C1 115.7(2) . . ? C5 C6 C1 117.4(2) . . ? C9 C7 C3 109.9(3) . . ? C9 C7 C8 108.4(3) . . ? C3 C7 C8 112.4(3) . . ? C9 C7 C10 109.7(3) . . ? C3 C7 C10 108.7(3) . . ? C8 C7 C10 107.7(3) . . ? N2 C11 C12 123.1(3) . . ? C11 C12 C13 119.1(3) . . ? C14 C13 C12 119.3(3) . . ? C13 C14 C15 118.9(3) . . ? N2 C15 N3 116.4(2) . . ? N2 C15 C14 122.6(2) . . ? N3 C15 C14 120.9(2) . . ? N4 C16 C17 124.8(2) . . ? C18 C17 C22 120.9(2) . . ? C18 C17 C16 116.3(2) . . ? C22 C17 C16 122.5(2) . . ? C19 C18 C17 121.6(3) . . ? C18 C19 C20 116.7(3) . . ? C18 C19 C27 122.5(3) . . ? C20 C19 C27 120.7(3) . . ? C21 C20 C19 125.0(3) . . ? C20 C21 C22 117.0(3) . . ? C20 C21 C23 121.6(2) . . ? C22 C21 C23 121.3(3) . . ? O3 C22 C17 121.1(2) . . ? O3 C22 C21 120.0(2) . . ? C17 C22 C21 118.7(2) . . ? C25 C23 C21 109.7(2) . . ? C25 C23 C24 110.0(3) . . ? C21 C23 C24 110.2(2) . . ? C25 C23 C26 107.9(3) . . ? C21 C23 C26 111.6(3) . . ? C24 C23 C26 107.3(2) . . ? C28 C27 C30 112.0(5) . . ? C28 C27 C19 112.0(3) . . ? C30 C27 C19 111.6(3) . . ? C28 C27 C29 107.1(3) . . ? C30 C27 C29 106.2(5) . . ? C19 C27 C29 107.6(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.365 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.043