# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Michal Sivak' _publ_contact_author_email SIVAK@FNS.UNIBA.SK _publ_section_title ; Experimental and computational evidence of solid-state anion-pi and pi-pi interactions in [VO(O2)(L)(pa)] . xH2O complexes (L= picolinate, pyrazinate or quinolinate; pa = picolinamide) ; loop_ _publ_author_name 'Michal Sivak' 'Robert Gyepes' 'Silvia Pacigova' 'Jozef Tatiersky' # Attachment 'B819875F_Cpd1.cif' data_voo2picpa1a _database_code_depnum_ccdc_archive 'CCDC 705913' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H10 N3 O6 V, H2 O' _chemical_formula_sum 'C12 H12 N3 O7 V' _chemical_formula_weight 361.19 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.6180(4) _cell_length_b 12.4218(8) _cell_length_c 13.6060(7) _cell_angle_alpha 90.00 _cell_angle_beta 104.255(3) _cell_angle_gamma 90.00 _cell_volume 1411.69(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 3066 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description fragment _exptl_crystal_colour orange _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.746 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8902 _exptl_absorpt_correction_T_max 0.9349 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\w and \p scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11336 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3244 _reflns_number_gt 2389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2001)' _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^)+(0.0320P)^2^+1.0604P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3244 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.0959 _refine_ls_wR_factor_gt 0.0860 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 0.27279(4) 0.21803(4) 0.63290(3) 0.02924(13) Uani 1 1 d . . . O1 O 0.15237(19) 0.18761(16) 0.70080(12) 0.0394(5) Uani 1 1 d . . . O2 O 0.47071(19) 0.17426(16) 0.71554(12) 0.0396(4) Uani 1 1 d . . . O3 O 0.44019(19) 0.28424(16) 0.73081(12) 0.0388(4) Uani 1 1 d . . . C1 C 0.1866(3) 0.0421(2) 0.48197(17) 0.0304(5) Uani 1 1 d . . . N2 N 0.2945(2) 0.06382(16) 0.56974(14) 0.0293(5) Uani 1 1 d . . . C3 C 0.4021(3) -0.0127(2) 0.60881(19) 0.0373(6) Uani 1 1 d . . . H3 H 0.4773 0.0008 0.6714 0.045 Uiso 1 1 calc R . . C4 C 0.4070(3) -0.1097(2) 0.5613(2) 0.0416(7) Uani 1 1 d . . . H4 H 0.4864 -0.1614 0.5902 0.050 Uiso 1 1 calc R . . C5 C 0.2961(3) -0.1319(2) 0.4715(2) 0.0414(6) Uani 1 1 d . . . H5 H 0.2976 -0.1987 0.4377 0.050 Uiso 1 1 calc R . . C6 C 0.1825(3) -0.0542(2) 0.43181(19) 0.0376(6) Uani 1 1 d . . . H6 H 0.1031 -0.0673 0.3709 0.045 Uiso 1 1 calc R . . C7 C 0.0733(3) 0.1331(2) 0.44439(17) 0.0306(6) Uani 1 1 d . . . O8 O 0.09580(18) 0.21546(14) 0.50296(12) 0.0325(4) Uani 1 1 d . . . O9 O -0.02976(19) 0.12501(16) 0.36427(12) 0.0388(4) Uani 1 1 d . . . C11 C 0.2566(3) 0.4419(2) 0.54573(16) 0.0294(5) Uani 1 1 d . . . N12 N 0.2064(2) 0.38346(17) 0.61592(14) 0.0308(5) Uani 1 1 d . . . C13 C 0.1208(3) 0.4327(2) 0.67300(18) 0.0397(7) Uani 1 1 d . . . H13 H 0.0825 0.3919 0.7212 0.048 Uiso 1 1 calc R . . C14 C 0.0870(3) 0.5420(3) 0.66299(19) 0.0452(7) Uani 1 1 d . . . H14 H 0.0247 0.5751 0.7032 0.054 Uiso 1 1 calc R . . C15 C 0.1442(3) 0.6021(2) 0.59456(19) 0.0429(7) Uani 1 1 d . . . H15 H 0.1262 0.6776 0.5893 0.052 Uiso 1 1 calc R . . C16 C 0.2289(3) 0.5508(2) 0.53316(18) 0.0348(6) Uani 1 1 d . . . H16 H 0.2666 0.5899 0.4837 0.042 Uiso 1 1 calc R . . C17 C 0.3446(3) 0.3752(2) 0.48543(17) 0.0282(5) Uani 1 1 d . . . O18 O 0.39157(18) 0.28402(14) 0.51859(12) 0.0306(4) Uani 1 1 d . . . N19 N 0.3692(2) 0.41530(18) 0.40026(14) 0.0310(5) Uani 1 1 d . . . H19A H 0.4179 0.3691 0.3629 0.057(9) Uiso 1 1 d R . . H19B H 0.3369 0.4835 0.3731 0.052(9) Uiso 1 1 d R . . O20 O 0.7161(3) 0.12262(17) 0.18833(14) 0.0399(5) Uani 1 1 d . . . H20A H 0.785(4) 0.128(3) 0.241(2) 0.054(10) Uiso 1 1 d . . . H20B H 0.643(4) 0.157(3) 0.198(2) 0.056(10) Uiso 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 0.0249(2) 0.0394(3) 0.0229(2) 0.00290(18) 0.00492(15) -0.00065(18) O1 0.0313(9) 0.0584(13) 0.0302(9) 0.0058(9) 0.0110(7) -0.0049(9) O2 0.0282(8) 0.0508(12) 0.0358(9) 0.0078(9) 0.0004(7) -0.0023(8) O3 0.0330(9) 0.0500(12) 0.0313(9) -0.0042(8) 0.0038(7) -0.0045(9) C1 0.0262(11) 0.0392(15) 0.0274(11) 0.0036(11) 0.0099(10) 0.0004(11) N2 0.0268(10) 0.0360(12) 0.0261(10) 0.0068(9) 0.0087(8) 0.0019(9) C3 0.0351(13) 0.0480(18) 0.0304(12) 0.0122(12) 0.0114(11) 0.0094(12) C4 0.0466(15) 0.0446(17) 0.0398(14) 0.0155(13) 0.0222(12) 0.0161(13) C5 0.0540(16) 0.0361(16) 0.0428(15) 0.0032(13) 0.0282(13) 0.0047(13) C6 0.0388(13) 0.0439(17) 0.0335(13) -0.0001(12) 0.0156(11) -0.0023(13) C7 0.0256(11) 0.0396(16) 0.0275(12) 0.0016(11) 0.0085(10) -0.0016(11) O8 0.0288(8) 0.0369(10) 0.0292(8) 0.0012(8) 0.0024(7) 0.0026(8) O9 0.0288(8) 0.0566(13) 0.0285(9) -0.0036(8) 0.0021(7) 0.0043(8) C11 0.0231(11) 0.0391(16) 0.0251(11) -0.0040(11) 0.0042(9) -0.0005(10) N12 0.0259(9) 0.0429(13) 0.0237(9) -0.0038(9) 0.0063(8) -0.0006(9) C13 0.0333(13) 0.059(2) 0.0286(12) -0.0050(13) 0.0112(10) 0.0050(13) C14 0.0367(14) 0.067(2) 0.0321(13) -0.0114(14) 0.0086(11) 0.0145(14) C15 0.0398(14) 0.0448(17) 0.0387(14) -0.0110(13) -0.0008(12) 0.0152(13) C16 0.0305(12) 0.0410(16) 0.0308(12) -0.0031(11) 0.0036(10) 0.0027(11) C17 0.0231(11) 0.0349(15) 0.0263(11) -0.0023(11) 0.0053(9) -0.0021(10) O18 0.0320(8) 0.0346(10) 0.0280(8) 0.0012(8) 0.0128(7) 0.0034(8) N19 0.0343(10) 0.0350(13) 0.0256(10) 0.0003(9) 0.0110(8) 0.0017(9) O20 0.0343(10) 0.0527(13) 0.0311(10) -0.0052(9) 0.0049(9) 0.0068(10) _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 1.5955(16) . ? V1 O2 1.8775(16) . ? V1 O3 1.8937(17) . ? V1 O8 2.0310(16) . ? V1 N2 2.127(2) . ? V1 N12 2.130(2) . ? V1 O18 2.2188(16) . ? O2 O3 1.416(3) . ? C1 N2 1.348(3) . ? C1 C6 1.373(4) . ? C1 C7 1.499(3) . ? N2 C3 1.342(3) . ? C3 C4 1.373(4) . ? C3 H3 0.9500 . ? C4 C5 1.382(4) . ? C4 H4 0.9500 . ? C5 C6 1.386(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 O9 1.229(3) . ? C7 O8 1.282(3) . ? C11 N12 1.353(3) . ? C11 C16 1.377(4) . ? C11 C17 1.497(3) . ? N12 C13 1.343(3) . ? C13 C14 1.388(4) . ? C13 H13 0.9500 . ? C14 C15 1.376(4) . ? C14 H14 0.9500 . ? C15 C16 1.392(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 O18 1.249(3) . ? C17 N19 1.325(3) . ? N19 H19A 0.9318 . ? N19 H19B 0.9387 . ? O20 H20A 0.82(3) . ? O20 H20B 0.80(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 O2 102.07(8) . . ? O1 V1 O3 100.78(8) . . ? O2 V1 O3 44.11(8) . . ? O1 V1 O8 92.53(8) . . ? O2 V1 O8 153.33(8) . . ? O3 V1 O8 153.89(8) . . ? O1 V1 N2 98.93(9) . . ? O2 V1 N2 79.85(8) . . ? O3 V1 N2 123.22(8) . . ? O8 V1 N2 75.88(7) . . ? O1 V1 N12 95.48(9) . . ? O2 V1 N12 121.64(8) . . ? O3 V1 N12 78.18(8) . . ? O8 V1 N12 78.27(7) . . ? N2 V1 N12 150.82(7) . . ? O1 V1 O18 166.31(8) . . ? O2 V1 O18 91.08(7) . . ? O3 V1 O18 85.96(7) . . ? O8 V1 O18 76.87(6) . . ? N2 V1 O18 87.01(7) . . ? N12 V1 O18 74.08(7) . . ? O3 O2 V1 68.55(10) . . ? O2 O3 V1 67.34(10) . . ? N2 C1 C6 122.8(2) . . ? N2 C1 C7 113.6(2) . . ? C6 C1 C7 123.5(2) . . ? C3 N2 C1 117.9(2) . . ? C3 N2 V1 126.76(17) . . ? C1 N2 V1 115.34(16) . . ? N2 C3 C4 122.2(2) . . ? N2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C3 C4 C5 119.8(2) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 118.3(3) . . ? C4 C5 H5 120.9 . . ? C6 C5 H5 120.9 . . ? C1 C6 C5 118.9(2) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? O9 C7 O8 125.6(2) . . ? O9 C7 C1 120.6(2) . . ? O8 C7 C1 113.81(19) . . ? C7 O8 V1 121.32(15) . . ? N12 C11 C16 122.6(2) . . ? N12 C11 C17 112.6(2) . . ? C16 C11 C17 124.8(2) . . ? C13 N12 C11 118.7(2) . . ? C13 N12 V1 123.21(18) . . ? C11 N12 V1 118.04(16) . . ? N12 C13 C14 121.3(3) . . ? N12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C15 C14 C13 119.8(2) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 119.0(3) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C11 C16 C15 118.4(3) . . ? C11 C16 H16 120.8 . . ? C15 C16 H16 120.8 . . ? O18 C17 N19 123.3(2) . . ? O18 C17 C11 117.8(2) . . ? N19 C17 C11 118.9(2) . . ? C17 O18 V1 115.06(14) . . ? C17 N19 H19A 115.8 . . ? C17 N19 H19B 126.0 . . ? H19A N19 H19B 118.1 . . ? H20A O20 H20B 105(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.333 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.062 # Attachment 'B819875F_Cpd2.cif' data_voo2chinpa _database_code_depnum_ccdc_archive 'CCDC 705914' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H10 N3 O8 V, 2(H2 O)' _chemical_formula_sum 'C13 H14 N3 O10 V' _chemical_formula_weight 423.21 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.6949(3) _cell_length_b 14.4076(5) _cell_length_c 11.6205(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.242(2) _cell_angle_gamma 90.00 _cell_volume 1613.53(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3803 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description fragment _exptl_crystal_colour orange _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.742 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 0.680 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\w and \p scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20862 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3711 _reflns_number_gt 3073 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2001)' _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^)+(0.0517P)^2^+0.8468P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3711 _refine_ls_number_parameters 272 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0459 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0874 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_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_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 0.81519(3) 0.21946(2) 0.56875(3) 0.01773(10) Uani 1 1 d . . . O31 O 0.73855(14) 0.20465(10) 0.68180(12) 0.0265(3) Uani 1 1 d . . . O32 O 0.90534(13) 0.10663(9) 0.55258(11) 0.0236(3) Uani 1 1 d . . . O33 O 0.99490(14) 0.16901(9) 0.62006(11) 0.0239(3) Uani 1 1 d . . . N1 N 0.66851(15) 0.14701(11) 0.44903(13) 0.0195(3) Uani 1 1 d . . . C2 C 0.57621(18) 0.20113(13) 0.38517(15) 0.0194(4) Uani 1 1 d . . . C3 C 0.48024(19) 0.16433(14) 0.29970(16) 0.0223(4) Uani 1 1 d . . . C4 C 0.4802(2) 0.06884(15) 0.28154(18) 0.0281(4) Uani 1 1 d . . . H4 H 0.4170 0.0419 0.2227 0.034 Uiso 1 1 calc R . . C5 C 0.5725(2) 0.01344(14) 0.34935(18) 0.0289(4) Uani 1 1 d . . . H5 H 0.5721 -0.0520 0.3390 0.035 Uiso 1 1 calc R . . C6 C 0.6655(2) 0.05470(14) 0.43262(17) 0.0237(4) Uani 1 1 d . . . H6 H 0.7291 0.0167 0.4795 0.028 Uiso 1 1 calc R . . C7 C 0.58704(19) 0.30244(13) 0.41659(16) 0.0213(4) Uani 1 1 d . . . O8 O 0.68309(14) 0.32049(9) 0.49915(11) 0.0233(3) Uani 1 1 d . . . O9 O 0.50778(15) 0.35878(10) 0.36619(12) 0.0284(3) Uani 1 1 d . . . C10 C 0.3714(2) 0.22180(13) 0.23025(17) 0.0234(4) Uani 1 1 d . . . O11 O 0.40983(16) 0.25058(13) 0.13173(13) 0.0330(3) Uani 1 1 d . . . H11 H 0.338(4) 0.278(2) 0.089(3) 0.070(11) Uiso 1 1 d . . . O12 O 0.25732(14) 0.23169(11) 0.26162(12) 0.0299(3) Uani 1 1 d . . . N21 N 0.92525(16) 0.33894(11) 0.63579(13) 0.0191(3) Uani 1 1 d . . . C22 C 1.01993(19) 0.37650(13) 0.57298(15) 0.0206(4) Uani 1 1 d . . . C23 C 1.1077(2) 0.44699(14) 0.61546(17) 0.0246(4) Uani 1 1 d . . . H23 H 1.1746 0.4718 0.5700 0.030 Uiso 1 1 calc R . . C24 C 1.0964(2) 0.48098(14) 0.72629(17) 0.0276(4) Uani 1 1 d . . . H24 H 1.1556 0.5293 0.7578 0.033 Uiso 1 1 calc R . . C25 C 0.9977(2) 0.44334(14) 0.78933(16) 0.0268(4) Uani 1 1 d . . . H25 H 0.9873 0.4660 0.8647 0.032 Uiso 1 1 calc R . . C26 C 0.9142(2) 0.37232(14) 0.74196(16) 0.0231(4) Uani 1 1 d . . . H26 H 0.8468 0.3464 0.7861 0.028 Uiso 1 1 calc R . . C27 C 1.01440(19) 0.33477(13) 0.45445(16) 0.0209(4) Uani 1 1 d . . . O28 O 0.92684(14) 0.27281(9) 0.42829(11) 0.0227(3) Uani 1 1 d . . . N29 N 1.1001(2) 0.36525(13) 0.38252(16) 0.0278(4) Uani 1 1 d . . . H29A H 1.093(3) 0.3437(18) 0.312(2) 0.036(7) Uiso 1 1 d . . . H29B H 1.171(3) 0.409(2) 0.398(2) 0.043(7) Uiso 1 1 d . . . O40 O 0.32189(18) 0.49125(12) 0.42910(19) 0.0487(5) Uani 1 1 d D . . H40A H 0.405(2) 0.462(2) 0.419(3) 0.067(10) Uiso 1 1 d D . . H40B H 0.338(3) 0.5513(14) 0.450(3) 0.062(9) Uiso 1 1 d D . . O41 O 0.22587(15) 0.33930(10) -0.00343(12) 0.0277(3) Uani 1 1 d D . . H41A H 0.141(2) 0.335(2) 0.025(2) 0.056(9) Uiso 1 1 d D . . H41B H 0.220(3) 0.3132(19) -0.0785(16) 0.045(7) Uiso 1 1 d 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 0.01958(17) 0.01788(17) 0.01546(17) 0.00029(11) 0.00071(12) 0.00143(12) O31 0.0263(7) 0.0306(8) 0.0232(7) 0.0006(6) 0.0052(6) 0.0013(6) O32 0.0216(7) 0.0238(7) 0.0248(7) -0.0004(5) -0.0007(5) 0.0026(5) O33 0.0227(6) 0.0254(7) 0.0225(7) -0.0007(5) -0.0017(5) 0.0018(5) N1 0.0205(8) 0.0190(8) 0.0191(7) -0.0004(6) 0.0021(6) 0.0010(6) C2 0.0183(8) 0.0214(9) 0.0189(9) -0.0005(7) 0.0041(7) 0.0028(7) C3 0.0195(9) 0.0259(10) 0.0215(9) -0.0026(7) 0.0025(7) 0.0013(7) C4 0.0236(9) 0.0276(11) 0.0318(11) -0.0071(8) -0.0023(8) -0.0006(8) C5 0.0300(10) 0.0190(10) 0.0371(11) -0.0061(8) 0.0018(9) 0.0000(8) C6 0.0256(10) 0.0196(9) 0.0257(10) 0.0002(7) 0.0015(8) 0.0012(8) C7 0.0212(9) 0.0216(9) 0.0207(9) -0.0013(7) 0.0013(7) 0.0023(7) O8 0.0249(7) 0.0191(7) 0.0243(7) -0.0018(5) -0.0037(5) 0.0040(5) O9 0.0306(7) 0.0238(7) 0.0292(7) -0.0013(6) -0.0043(6) 0.0085(6) C10 0.0220(9) 0.0241(10) 0.0228(9) -0.0066(7) -0.0028(7) 0.0005(8) O11 0.0247(8) 0.0484(10) 0.0257(7) 0.0045(7) 0.0021(6) 0.0059(7) O12 0.0221(7) 0.0394(9) 0.0280(7) -0.0025(6) 0.0016(6) 0.0067(6) N21 0.0223(7) 0.0185(8) 0.0162(7) 0.0005(6) 0.0001(6) 0.0022(6) C22 0.0228(9) 0.0205(9) 0.0181(9) 0.0016(7) 0.0000(7) 0.0036(7) C23 0.0249(9) 0.0247(10) 0.0242(9) 0.0001(8) 0.0018(8) -0.0005(8) C24 0.0316(11) 0.0241(10) 0.0259(10) -0.0035(8) -0.0029(8) -0.0010(8) C25 0.0363(11) 0.0258(10) 0.0176(9) -0.0037(8) 0.0000(8) 0.0025(8) C26 0.0282(10) 0.0246(10) 0.0166(9) 0.0011(7) 0.0024(7) 0.0029(8) C27 0.0245(9) 0.0185(9) 0.0196(9) 0.0021(7) 0.0017(7) 0.0044(7) O28 0.0289(7) 0.0227(7) 0.0161(6) -0.0009(5) 0.0010(5) -0.0019(6) N29 0.0368(10) 0.0259(9) 0.0225(9) -0.0032(7) 0.0110(7) -0.0030(8) O40 0.0359(9) 0.0289(9) 0.0854(14) -0.0197(9) 0.0254(9) -0.0061(7) O41 0.0243(7) 0.0325(8) 0.0258(7) 0.0011(6) 0.0009(6) -0.0026(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 O31 1.5924(14) . ? V1 O32 1.8648(13) . ? V1 O33 1.9218(14) . ? V1 O8 2.0464(13) . ? V1 N21 2.1279(16) . ? V1 N1 2.1487(15) . ? V1 O28 2.1934(13) . ? O32 O33 1.4242(19) . ? N1 C6 1.343(3) . ? N1 C2 1.347(2) . ? C2 C3 1.390(3) . ? C2 C7 1.506(3) . ? C3 C4 1.392(3) . ? C3 C10 1.505(3) . ? C4 C5 1.380(3) . ? C4 H4 0.9500 . ? C5 C6 1.383(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 O9 1.223(2) . ? C7 O8 1.289(2) . ? C10 O12 1.210(2) . ? C10 O11 1.309(2) . ? O11 H11 0.90(3) . ? N21 C26 1.339(2) . ? N21 C22 1.347(2) . ? C22 C23 1.382(3) . ? C22 C27 1.498(3) . ? C23 C24 1.393(3) . ? C23 H23 0.9500 . ? C24 C25 1.377(3) . ? C24 H24 0.9500 . ? C25 C26 1.382(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 O28 1.247(2) . ? C27 N29 1.316(3) . ? N29 H29A 0.87(3) . ? N29 H29B 0.94(3) . ? O40 H40A 0.932(18) . ? O40 H40B 0.908(18) . ? O41 H41A 0.916(17) . ? O41 H41B 0.946(17) . ? 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 O31 V1 O32 103.42(7) . . ? O31 V1 O33 100.48(7) . . ? O32 V1 O33 44.15(6) . . ? O31 V1 O8 95.35(6) . . ? O32 V1 O8 149.35(6) . . ? O33 V1 O8 154.02(6) . . ? O31 V1 N21 93.83(7) . . ? O32 V1 N21 121.35(6) . . ? O33 V1 N21 77.93(6) . . ? O8 V1 N21 80.60(6) . . ? O31 V1 N1 97.68(7) . . ? O32 V1 N1 78.21(6) . . ? O33 V1 N1 122.07(6) . . ? O8 V1 N1 75.40(6) . . ? N21 V1 N1 154.19(6) . . ? O31 V1 O28 166.70(6) . . ? O32 V1 O28 87.47(5) . . ? O33 V1 O28 81.91(5) . . ? O8 V1 O28 78.16(5) . . ? N21 V1 O28 73.77(5) . . ? N1 V1 O28 91.94(5) . . ? O33 O32 V1 70.05(8) . . ? O32 O33 V1 65.79(7) . . ? C6 N1 C2 119.48(16) . . ? C6 N1 V1 125.12(13) . . ? C2 N1 V1 115.38(12) . . ? N1 C2 C3 121.72(17) . . ? N1 C2 C7 113.76(16) . . ? C3 C2 C7 124.52(17) . . ? C2 C3 C4 118.31(18) . . ? C2 C3 C10 123.31(17) . . ? C4 C3 C10 118.29(17) . . ? C5 C4 C3 119.71(19) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 118.93(19) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? N1 C6 C5 121.81(18) . . ? N1 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? O9 C7 O8 126.04(18) . . ? O9 C7 C2 120.26(17) . . ? O8 C7 C2 113.69(16) . . ? C7 O8 V1 121.41(12) . . ? O12 C10 O11 125.63(18) . . ? O12 C10 C3 120.92(18) . . ? O11 C10 C3 113.17(16) . . ? C10 O11 H11 110(2) . . ? C26 N21 C22 118.85(17) . . ? C26 N21 V1 122.72(13) . . ? C22 N21 V1 118.09(12) . . ? N21 C22 C23 122.11(17) . . ? N21 C22 C27 112.25(16) . . ? C23 C22 C27 125.62(17) . . ? C22 C23 C24 118.75(18) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C25 C24 C23 118.85(19) . . ? C25 C24 H24 120.6 . . ? C23 C24 H24 120.6 . . ? C24 C25 C26 119.37(18) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? N21 C26 C25 122.05(18) . . ? N21 C26 H26 119.0 . . ? C25 C26 H26 119.0 . . ? O28 C27 N29 122.97(18) . . ? O28 C27 C22 117.83(16) . . ? N29 C27 C22 119.20(18) . . ? C27 O28 V1 116.59(11) . . ? C27 N29 H29A 118.9(16) . . ? C27 N29 H29B 127.0(16) . . ? H29A N29 H29B 114(2) . . ? H40A O40 H40B 110(3) . . ? H41A O41 H41B 110(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.369 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.062