# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email REM1@ST-AND.AC.UK _publ_contact_author_name R.Morris loop_ _publ_author_name R.Morris P.Lightfoot data_shelxl _database_code_depnum_ccdc_archive 'CCDC 814841' #TrackingRef '- (H2O)2VF3 (7).Cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'F3 H4 O2 V' _chemical_formula_sum 'F3 H4 O2 V' _chemical_formula_weight 143.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O -0.0041 0.0074 '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' F F -0.0053 0.0125 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.2324 0.6267 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 5.5473(5) _cell_length_b 9.9914(9) _cell_length_c 7.2050(6) _cell_angle_alpha 90.00 _cell_angle_beta 107.822(2) _cell_angle_gamma 90.00 _cell_volume 380.18(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 14039 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 33.6 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 280 _exptl_absorpt_coefficient_mu 3.230 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5789 _exptl_absorpt_correction_T_max 0.7383 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type synchrotron _diffrn_radiation_source '11.3.1 ALS. LBNL.CA' _diffrn_radiation_monochromator 'Si (111) Crystal' _diffrn_measurement_device_type 'Bruker AXS APEXII' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 5181 _diffrn_reflns_av_R_equivalents 0.0466 _diffrn_reflns_av_sigmaI/netI 0.0430 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 30.49 _reflns_number_total 1143 _reflns_number_gt 985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. A run of PLATON/ADDSYM did not detect any obvious additional symmetry. ; _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^)+(0.0750P)^2^+0.0248P] 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 1143 _refine_ls_number_parameters 74 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.1220 _refine_ls_wR_factor_gt 0.1181 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.103 _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 V2 V 0.5000 0.0000 1.0000 0.0047(2) Uani 1 2 d S . . V1 V 0.0000 0.0000 0.5000 0.0049(2) Uani 1 2 d S . . F1 F 0.25746(11) -0.03440(14) 0.74626(8) 0.0095(3) Uani 1 1 d . . . F2 F -0.1294(2) 0.14169(9) 0.61632(14) 0.0087(2) Uani 1 1 d . . . O1 O 0.3585(2) -0.15775(11) 1.11328(17) 0.0089(3) Uani 1 1 d . . . F3 F 0.27542(19) 0.12032(9) 1.06632(13) 0.0084(2) Uani 1 1 d . . . O2 O 0.2310(3) 0.13293(11) 0.42372(17) 0.0094(3) Uani 1 1 d . . . H3 H 0.242(3) 0.134(2) 0.309(3) 0.029(5) Uiso 1 1 d . . . H1 H 0.291(4) -0.146(2) 1.198(3) 0.036(6) Uiso 1 1 d . . . H2 H 0.271(3) -0.224(2) 1.029(3) 0.029(6) Uiso 1 1 d . . . H4 H 0.248(3) 0.217(2) 0.473(2) 0.028(5) 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 V2 0.0047(3) 0.0052(3) 0.0037(3) -0.00023(8) 0.0006(2) 0.00036(8) V1 0.0051(3) 0.0051(3) 0.0041(3) -0.00045(8) 0.0010(2) 0.00016(8) F1 0.0087(5) 0.0117(6) 0.0055(5) -0.0003(2) -0.0017(4) 0.0002(2) F2 0.0111(5) 0.0075(4) 0.0087(5) -0.0007(3) 0.0049(4) 0.0018(3) O1 0.0115(6) 0.0079(5) 0.0094(5) -0.0014(4) 0.0062(4) -0.0026(4) F3 0.0094(5) 0.0079(4) 0.0087(4) 0.0002(3) 0.0043(3) 0.0026(3) O2 0.0131(6) 0.0079(5) 0.0087(5) -0.0015(3) 0.0057(4) -0.0031(4) _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 V2 F3 1.8947(9) 3_657 ? V2 F3 1.8947(9) . ? V2 F1 1.9403(6) 3_657 ? V2 F1 1.9403(6) . ? V2 O1 2.0393(11) 3_657 ? V2 O1 2.0393(11) . ? V1 F2 1.8947(9) 3_556 ? V1 F2 1.8947(9) . ? V1 F1 1.9378(6) . ? V1 F1 1.9378(6) 3_556 ? V1 O2 2.0347(11) . ? V1 O2 2.0347(11) 3_556 ? O1 H1 0.82(2) . ? O1 H2 0.93(2) . ? O2 H3 0.85(2) . ? O2 H4 0.90(2) . ? 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 F3 V2 F3 180.00(5) 3_657 . ? F3 V2 F1 91.73(4) 3_657 3_657 ? F3 V2 F1 88.27(4) . 3_657 ? F3 V2 F1 88.27(4) 3_657 . ? F3 V2 F1 91.73(4) . . ? F1 V2 F1 180.0 3_657 . ? F3 V2 O1 91.50(4) 3_657 3_657 ? F3 V2 O1 88.50(4) . 3_657 ? F1 V2 O1 89.96(4) 3_657 3_657 ? F1 V2 O1 90.04(4) . 3_657 ? F3 V2 O1 88.50(4) 3_657 . ? F3 V2 O1 91.50(4) . . ? F1 V2 O1 90.04(4) 3_657 . ? F1 V2 O1 89.96(4) . . ? O1 V2 O1 180.0 3_657 . ? F2 V1 F2 180.0 3_556 . ? F2 V1 F1 89.98(4) 3_556 . ? F2 V1 F1 90.02(4) . . ? F2 V1 F1 90.02(4) 3_556 3_556 ? F2 V1 F1 89.98(4) . 3_556 ? F1 V1 F1 180.0 . 3_556 ? F2 V1 O2 90.75(4) 3_556 . ? F2 V1 O2 89.25(4) . . ? F1 V1 O2 90.83(4) . . ? F1 V1 O2 89.17(4) 3_556 . ? F2 V1 O2 89.25(4) 3_556 3_556 ? F2 V1 O2 90.75(4) . 3_556 ? F1 V1 O2 89.17(4) . 3_556 ? F1 V1 O2 90.83(4) 3_556 3_556 ? O2 V1 O2 180.00(5) . 3_556 ? V1 F1 V2 159.31(8) . . ? V2 O1 H1 120.8(16) . . ? V2 O1 H2 118.7(9) . . ? H1 O1 H2 108.6(16) . . ? V1 O2 H3 120.8(13) . . ? V1 O2 H4 120.0(10) . . ? H3 O2 H4 109.9(17) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 F2 0.82(2) 1.82(2) 2.6369(17) 173(2) 3_557 O1 H2 F2 0.93(2) 1.74(2) 2.6610(17) 174.6(16) 2_546 O2 H4 F3 0.90(2) 1.75(2) 2.6532(17) 178.8(16) 4_565 O2 H3 F3 0.85(2) 1.82(2) 2.6637(17) 175(2) 1_554 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 30.49 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.817 _refine_diff_density_min -0.839 _refine_diff_density_rms 0.238 # Attachment '- (HNH2CH3)2VF5 (6).cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 814842' #TrackingRef '- (HNH2CH3)2VF5 (6).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'F5 V, 2(C H6 N)' _chemical_formula_sum 'C2 H12 F5 N2 V' _chemical_formula_weight 210.08 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' F F 0.0171 0.0103 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 10.256(3) _cell_length_b 7.899(4) _cell_length_c 9.157(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 741.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 2937 _cell_measurement_theta_min 1.9857 _cell_measurement_theta_max 26.3661 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.881 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 1.363 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.28261 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3576 _diffrn_reflns_av_R_equivalents 0.1625 _diffrn_reflns_av_sigmaI/netI 0.0893 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 26.33 _reflns_number_total 784 _reflns_number_gt 734 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (rigaku Corp., 2008)' _computing_cell_refinement 'CrystalClear (rigaku Corp., 2008)' _computing_data_reduction 'CrystalClear (rigaku Corp., 2008)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Initially the structure was solved in the P21cn space group, after running PLATON/ ADDSYM it detect a new space group Pnma. Another run of PLATON/ADDSYM did not suggest any change but it suggest to check Pseudo-translations. However the structure could not be solved in the space group Pbam, in addition the PXRD for the calculated pattern in the Pbam space group did not match with the experimental pattern this explain the choice of the space group Pnma. ; _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^)+(0.1705P)^2^+9.0991P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 784 _refine_ls_number_parameters 59 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1226 _refine_ls_R_factor_gt 0.1164 _refine_ls_wR_factor_ref 0.3474 _refine_ls_wR_factor_gt 0.3419 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_restrained_S_all 1.168 _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 0.0000 0.5000 0.5000 0.0218(9) Uani 1 2 d S . . F1 F -0.0101(7) 0.7500 0.4688(8) 0.0266(19) Uani 1 2 d S . . F2 F 0.1916(6) 0.4952(6) 0.4251(5) 0.0346(16) Uani 1 1 d . . . F3 F -0.0793(6) 0.4626(7) 0.3284(4) 0.0332(15) Uani 1 1 d . . . N2 N 0.2627(10) 0.7500 0.2442(9) 0.030(3) Uani 1 2 d S . . H2A H 0.2949 0.8545 0.2489 0.045 Uiso 0.50 1 calc PR . . H2B H 0.3218 0.6810 0.2052 0.045 Uiso 0.50 1 calc PR . . H2C H 0.2427 0.7145 0.3337 0.045 Uiso 0.50 1 calc PR . . C2 C 0.1401(11) 0.7500 0.1495(11) 0.027(3) Uani 1 2 d S . . H2D H 0.0791 0.8311 0.1871 0.040 Uiso 0.50 1 calc PR . . H2E H 0.1014 0.6394 0.1508 0.040 Uiso 0.50 1 calc PR . . H2F H 0.1629 0.7795 0.0510 0.040 Uiso 0.50 1 calc PR . . N1 N 0.1803(10) 0.2500 0.2283(10) 0.030(2) Uani 1 2 d S . . H1A H 0.1857 0.3544 0.2645 0.045 Uiso 0.50 1 calc PR . . H1B H 0.2593 0.2150 0.2017 0.045 Uiso 0.50 1 calc PR . . H1C H 0.1486 0.1806 0.2961 0.045 Uiso 0.50 1 calc PR . . C1 C 0.0974(14) 0.2500 0.1063(12) 0.042(4) Uani 1 2 d S . . H1D H 0.0163 0.1969 0.1315 0.063 Uiso 0.50 1 calc PR . . H1E H 0.1378 0.1887 0.0279 0.063 Uiso 0.50 1 calc PR . . H1F H 0.0814 0.3645 0.0760 0.063 Uiso 0.50 1 calc PR . . 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 0.0309(15) 0.0315(16) 0.0032(12) 0.0011(7) 0.0003(6) -0.0011(8) F1 0.057(5) 0.018(4) 0.005(3) 0.000 -0.007(3) 0.000 F2 0.035(3) 0.053(4) 0.016(2) 0.005(2) 0.010(2) 0.004(2) F3 0.058(4) 0.038(3) 0.003(2) 0.0003(19) -0.009(2) -0.002(3) N2 0.028(6) 0.051(7) 0.010(4) 0.000 0.005(4) 0.000 C2 0.024(6) 0.048(8) 0.009(5) 0.000 -0.006(4) 0.000 N1 0.026(6) 0.050(7) 0.013(4) 0.000 0.003(4) 0.000 C1 0.033(7) 0.083(12) 0.009(5) 0.000 -0.002(5) 0.000 _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 F3 1.794(5) . ? V1 F3 1.794(5) 5_566 ? V1 F1 1.998(2) 5_566 ? V1 F1 1.998(2) . ? V1 F2 2.082(6) . ? V1 F2 2.082(6) 5_566 ? F1 V1 1.998(2) 4_556 ? N2 C2 1.527(14) . ? N2 H2A 0.8900 . ? N2 H2B 0.8900 . ? N2 H2C 0.8900 . ? C2 H2D 0.9600 . ? C2 H2E 0.9600 . ? C2 H2F 0.9600 . ? N1 C1 1.405(15) . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? C1 H1D 0.9600 . ? C1 H1E 0.9600 . ? C1 H1F 0.9600 . ? 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 F3 V1 F3 180.000(1) . 5_566 ? F3 V1 F1 89.2(3) . 5_566 ? F3 V1 F1 90.8(3) 5_566 5_566 ? F3 V1 F1 90.8(3) . . ? F3 V1 F1 89.2(3) 5_566 . ? F1 V1 F1 180.0(4) 5_566 . ? F3 V1 F2 97.9(2) . . ? F3 V1 F2 82.1(2) 5_566 . ? F1 V1 F2 88.9(2) 5_566 . ? F1 V1 F2 91.1(3) . . ? F3 V1 F2 82.1(2) . 5_566 ? F3 V1 F2 97.9(2) 5_566 5_566 ? F1 V1 F2 91.1(3) 5_566 5_566 ? F1 V1 F2 88.9(3) . 5_566 ? F2 V1 F2 180.0 . 5_566 ? V1 F1 V1 162.5(4) 4_556 . ? C2 N2 H2A 109.5 . . ? C2 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? C2 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? N2 C2 H2D 109.5 . . ? N2 C2 H2E 109.5 . . ? H2D C2 H2E 109.5 . . ? N2 C2 H2F 109.5 . . ? H2D C2 H2F 109.5 . . ? H2E C2 H2F 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? N1 C1 H1D 109.5 . . ? N1 C1 H1E 109.5 . . ? H1D C1 H1E 109.5 . . ? N1 C1 H1F 109.5 . . ? H1D C1 H1F 109.5 . . ? H1E C1 H1F 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2A F3 0.89 2.06 2.867(9) 149.9 3_565 N2 H2A F2 0.89 2.27 2.707(8) 110.3 8_575 N2 H2B F3 0.89 2.02 2.867(9) 157.5 6_656 N2 H2B F1 0.89 2.41 3.039(12) 127.9 6_656 N2 H2C F2 0.89 1.99 2.707(8) 136.1 . N1 H1A F2 0.89 1.85 2.648(8) 149.0 . N1 H1B F3 0.89 2.19 3.027(11) 157.3 3 N1 H1B F3 0.89 2.58 3.027(11) 112.2 6_656 N1 H1C F2 0.89 1.88 2.648(8) 144.0 8_565 N1 H1C F3 0.89 2.61 3.279(11) 132.3 8_565 N1 H1C F1 0.89 2.64 3.277(12) 129.7 5_566 _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 26.33 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.966 _refine_diff_density_min -0.981 _refine_diff_density_rms 0.273 # Attachment '- (HNH2CH3)2VOF4(H2O) (4) .cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 814843' #TrackingRef '- (HNH2CH3)2VOF4(H2O) (4) .cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'F4 H2 O2 V, 2(C H6 N)' _chemical_formula_sum 'C2 H14 F4 N2 O2 V' _chemical_formula_weight 225.09 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' F F 0.0171 0.0103 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.932(6) _cell_length_b 7.822(6) _cell_length_c 8.129(1) _cell_angle_alpha 110.32(3) _cell_angle_beta 90.12(3) _cell_angle_gamma 90.95(2) _cell_volume 413.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 14039 _cell_measurement_theta_min 2.6721 _cell_measurement_theta_max 26.3697 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.809 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 230 _exptl_absorpt_coefficient_mu 1.230 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6738 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4659 _diffrn_reflns_av_R_equivalents 0.0724 _diffrn_reflns_av_sigmaI/netI 0.0712 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 26.32 _reflns_number_total 1629 _reflns_number_gt 1536 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (rigaku Corp., 2008)' _computing_cell_refinement 'CrystalClear (rigaku Corp., 2008)' _computing_data_reduction 'CrystalClear (rigaku Corp., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Hydrogens for water molcule have been restraiant using DFIX. ; _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^)+(0.0282P)^2^+4.4089P] 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 1629 _refine_ls_number_parameters 110 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0897 _refine_ls_wR_factor_ref 0.1972 _refine_ls_wR_factor_gt 0.1916 _refine_ls_goodness_of_fit_ref 1.193 _refine_ls_restrained_S_all 1.193 _refine_ls_shift/su_max 0.003 _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 N2 N 0.7482(9) 0.2210(8) 0.1079(8) 0.0267(14) Uani 1 1 d . . . H2D H 0.6581 0.2808 0.1825 0.040 Uiso 1 1 calc R . . H2E H 0.7214 0.2227 0.0014 0.040 Uiso 1 1 calc R . . H2F H 0.8628 0.2743 0.1432 0.040 Uiso 1 1 calc R . . C1 C 0.2701(14) 0.1256(11) 0.4471(12) 0.043(2) Uani 1 1 d . . . H1C H 0.3420 0.1121 0.3427 0.064 Uiso 1 1 calc R . . H1B H 0.1500 0.0591 0.4161 0.064 Uiso 1 1 calc R . . H1A H 0.3433 0.0789 0.5221 0.064 Uiso 1 1 calc R . . N1 N 0.2321(10) 0.3187(9) 0.5392(8) 0.0328(15) Uani 1 1 d . . . H1D H 0.1570 0.3304 0.6311 0.049 Uiso 1 1 calc R . . H1E H 0.1730 0.3643 0.4668 0.049 Uiso 1 1 calc R . . H1F H 0.3431 0.3788 0.5759 0.049 Uiso 1 1 calc R . . C2 C 0.7523(12) 0.0281(10) 0.1021(10) 0.0327(18) Uani 1 1 d . . . H2A H 0.8500 -0.0363 0.0220 0.049 Uiso 1 1 calc R . . H2B H 0.6289 -0.0296 0.0634 0.049 Uiso 1 1 calc R . . H2C H 0.7807 0.0262 0.2171 0.049 Uiso 1 1 calc R . . F4 F 0.0645(6) 0.4181(6) 0.2736(6) 0.0336(11) Uani 1 1 d . . . OW O 0.2574(8) 0.4395(7) -0.0157(6) 0.0271(11) Uani 1 1 d D . . HW1 H 0.141(6) 0.396(11) -0.061(10) 0.032 Uiso 1 1 d D . . HW2 H 0.364(7) 0.381(10) -0.068(10) 0.032 Uiso 1 1 d D . . V1 V 0.25623(18) 0.60428(16) 0.27510(15) 0.0224(4) Uani 1 1 d . . . F1 F 0.4601(7) 0.4393(6) 0.2824(6) 0.0351(11) Uani 1 1 d . . . F2 F 0.4413(6) 0.7438(6) 0.1967(5) 0.0290(10) Uani 1 1 d . . . F3 F 0.0518(6) 0.7291(6) 0.1971(5) 0.0290(10) Uani 1 1 d . . . O1 O 0.2502(8) 0.7198(7) 0.4807(6) 0.0290(12) 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 N2 0.033(4) 0.027(3) 0.021(3) 0.009(2) -0.001(3) 0.002(3) C1 0.056(6) 0.026(4) 0.045(5) 0.010(4) -0.009(4) -0.001(4) N1 0.049(4) 0.032(3) 0.021(3) 0.013(3) 0.003(3) 0.000(3) C2 0.039(5) 0.026(4) 0.033(4) 0.012(3) -0.005(3) 0.000(3) F4 0.037(3) 0.041(3) 0.028(2) 0.017(2) -0.0050(19) -0.011(2) OW 0.030(3) 0.029(3) 0.019(2) 0.003(2) 0.002(2) 0.004(2) V1 0.0286(7) 0.0240(6) 0.0168(6) 0.0100(5) 0.0001(5) 0.0010(5) F1 0.040(3) 0.041(3) 0.027(2) 0.015(2) 0.0007(19) 0.010(2) F2 0.031(2) 0.033(2) 0.022(2) 0.0082(18) 0.0022(17) -0.0021(18) F3 0.027(2) 0.034(2) 0.026(2) 0.0108(18) -0.0021(17) 0.0048(18) O1 0.039(3) 0.028(3) 0.019(2) 0.006(2) -0.001(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 N2 C2 1.494(9) . ? N2 H2D 0.8900 . ? N2 H2E 0.8900 . ? N2 H2F 0.8900 . ? C1 N1 1.463(10) . ? C1 H1C 0.9600 . ? C1 H1B 0.9600 . ? C1 H1A 0.9600 . ? N1 H1D 0.8900 . ? N1 H1E 0.8900 . ? N1 H1F 0.8900 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? F4 V1 1.952(5) . ? OW V1 2.266(5) . ? OW HW1 0.90(5) . ? OW HW2 0.90(6) . ? V1 O1 1.601(5) . ? V1 F2 1.919(4) . ? V1 F1 1.944(5) . ? V1 F3 1.959(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 C2 N2 H2D 109.5 . . ? C2 N2 H2E 109.5 . . ? H2D N2 H2E 109.5 . . ? C2 N2 H2F 109.5 . . ? H2D N2 H2F 109.5 . . ? H2E N2 H2F 109.5 . . ? N1 C1 H1C 109.5 . . ? N1 C1 H1B 109.5 . . ? H1C C1 H1B 109.5 . . ? N1 C1 H1A 109.5 . . ? H1C C1 H1A 109.5 . . ? H1B C1 H1A 109.5 . . ? C1 N1 H1D 109.5 . . ? C1 N1 H1E 109.5 . . ? H1D N1 H1E 109.5 . . ? C1 N1 H1F 109.5 . . ? H1D N1 H1F 109.5 . . ? H1E N1 H1F 109.5 . . ? N2 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N2 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? V1 OW HW1 114(5) . . ? V1 OW HW2 121(5) . . ? HW1 OW HW2 119(8) . . ? O1 V1 F2 101.1(2) . . ? O1 V1 F1 97.8(2) . . ? F2 V1 F1 89.0(2) . . ? O1 V1 F4 97.5(2) . . ? F2 V1 F4 161.41(19) . . ? F1 V1 F4 89.5(2) . . ? O1 V1 F3 98.4(2) . . ? F2 V1 F3 88.3(2) . . ? F1 V1 F3 163.76(18) . . ? F4 V1 F3 87.9(2) . . ? O1 V1 OW 178.7(2) . . ? F2 V1 OW 80.01(19) . . ? F1 V1 OW 82.97(19) . . ? F4 V1 OW 81.4(2) . . ? F3 V1 OW 80.79(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2D F1 0.89 1.86 2.713(8) 161.3 . N2 H2E F2 0.89 2.06 2.899(8) 157.6 2_665 N2 H2E F3 0.89 2.37 2.981(8) 125.7 2_665 N2 H2F F4 0.89 1.86 2.726(8) 164.1 1_655 N1 H1D F3 0.89 2.17 3.026(8) 161.6 2_566 N1 H1D F4 0.89 2.42 2.960(9) 119.0 2_566 N1 H1E F4 0.89 1.92 2.793(8) 168.1 . N1 H1F F1 0.89 2.00 2.862(8) 162.2 2_666 OW HW1 F3 0.90(5) 1.78(3) 2.655(7) 165(8) 2_565 OW HW2 F2 0.90(6) 1.79(6) 2.689(7) 173(8) 2_665 _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 26.32 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.675 _refine_diff_density_min -1.051 _refine_diff_density_rms 0.162 # Attachment '- (HNH2CH3)4V2O2F8 (5).cif' data_als25 _database_code_depnum_ccdc_archive 'CCDC 814844' #TrackingRef '- (HNH2CH3)4V2O2F8 (5).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'F8 O2 V2, 4(C H6 N)' _chemical_formula_sum 'C4 H24 F8 N4 O2 V2' _chemical_formula_weight 414.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.236(6) _cell_length_b 9.073(7) _cell_length_c 12.154(9) _cell_angle_alpha 74.189(13) _cell_angle_beta 85.589(11) _cell_angle_gamma 86.022(11) _cell_volume 764.5(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 14039 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 33.6 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.799 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 1.312 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type synchrotron _diffrn_radiation_source '11.3.1 ALS. LBNL.CA' _diffrn_radiation_monochromator 'Si (111) Crystal' _diffrn_measurement_device_type 'Bruker AXS APEXII' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7626 _diffrn_reflns_av_R_equivalents 0.0738 _diffrn_reflns_av_sigmaI/netI 0.1099 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 29.35 _reflns_number_total 3210 _reflns_number_gt 2248 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Hydrogens (H11 and H13) have been restraint to 0.85. ; _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^)+(0.0695P)^2^+0.3753P] 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 3210 _refine_ls_number_parameters 255 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0994 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1612 _refine_ls_wR_factor_gt 0.1467 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.068 _refine_ls_shift/su_mean 0.003 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 V2 V 0.38752(12) 0.66490(11) 0.93508(6) 0.0178(3) Uani 1 1 d . . . F8 F 0.2979(4) 0.5496(4) 0.8389(2) 0.0226(7) Uani 1 1 d . . . V1 V 0.86679(11) 0.65928(11) 1.44965(6) 0.0176(3) Uani 1 1 d . . . F6 F 0.3675(4) 0.4449(4) 1.0633(2) 0.0214(7) Uani 1 1 d . . . F2 F 1.1141(4) 0.5958(3) 1.5043(2) 0.0194(7) Uani 1 1 d . . . F7 F 0.1350(4) 0.6993(4) 0.9800(2) 0.0270(7) Uani 1 1 d . . . F3 F 0.9607(4) 0.6324(4) 1.3034(2) 0.0216(7) Uani 1 1 d . . . F5 F 0.4568(4) 0.7316(4) 1.0618(2) 0.0237(7) Uani 1 1 d . . . F4 F 0.6236(4) 0.6357(4) 1.4086(2) 0.0228(7) Uani 1 1 d . . . F1 F 0.7665(4) 0.6126(4) 1.6062(2) 0.0219(7) Uani 1 1 d . . . O1 O 0.8760(5) 0.8370(5) 1.4248(3) 0.0276(9) Uani 1 1 d . . . O2 O 0.4355(5) 0.8126(5) 0.8343(3) 0.0243(9) Uani 1 1 d . . . N3 N 0.3998(6) 0.6725(6) 1.6141(4) 0.0199(10) Uani 1 1 d . . . N1 N 1.3381(7) 0.6964(6) 1.2773(4) 0.0225(10) Uani 1 1 d . . . N2 N 0.8206(6) 0.7519(6) 1.0998(4) 0.0195(10) Uani 1 1 d . . . N4 N 0.0632(7) 0.3729(6) 0.2071(4) 0.0215(10) Uani 1 1 d . . . C4 C 0.0923(10) 0.2067(8) 0.2422(5) 0.0324(14) Uani 1 1 d D . . C3 C 0.3732(11) 0.8376(8) 1.5681(5) 0.0365(16) Uani 1 1 d . . . C2 C 0.7836(10) 0.9151(8) 1.0874(5) 0.0355(15) Uani 1 1 d D . . C1 C 1.2774(9) 0.8560(8) 1.2634(5) 0.0299(14) Uani 1 1 d . . . H3A H 0.333(9) 0.627(8) 1.577(5) 0.036 Uiso 1 1 d . . . H3C H 0.529(10) 0.638(8) 1.601(5) 0.036 Uiso 1 1 d . . . H2D H 0.692(7) 0.926(8) 1.146(4) 0.045 Uiso 1 1 d D . . H1B H 1.374(9) 0.686(8) 1.210(6) 0.036 Uiso 1 1 d . . . H3B H 0.369(9) 0.649(8) 1.684(6) 0.036 Uiso 1 1 d . . . H3D H 0.237(11) 0.874(8) 1.562(6) 0.045 Uiso 1 1 d . . . H2E H 0.722(9) 0.952(8) 1.016(3) 0.045 Uiso 1 1 d D . . H2B H 0.845(9) 0.694(8) 1.171(6) 0.036 Uiso 1 1 d . . . H2A H 0.722(10) 0.704(8) 1.087(5) 0.036 Uiso 1 1 d . . . H3F H 0.438(10) 0.863(8) 1.498(6) 0.045 Uiso 1 1 d . . . H2F H 0.909(10) 0.966(8) 1.085(6) 0.045 Uiso 1 1 d . . . H2C H 0.928(10) 0.721(7) 1.055(5) 0.036 Uiso 1 1 d . . . F1F H 1.376(10) 0.924(8) 1.231(6) 0.045 Uiso 1 1 d . . . H1D H 1.189(10) 0.886(8) 1.213(6) 0.045 Uiso 1 1 d . . . H1C H 1.432(10) 0.671(8) 1.322(6) 0.036 Uiso 1 1 d . . . H3E H 0.419(10) 0.895(8) 1.617(6) 0.045 Uiso 1 1 d . . . H1E H 1.225(10) 0.875(8) 1.328(6) 0.045 Uiso 1 1 d . . . N4C H 0.094(9) 0.416(7) 0.267(6) 0.036 Uiso 1 1 d . . . H4D H 0.021(10) 0.166(8) 0.307(6) 0.045 Uiso 1 1 d . . . N4B H 0.147(10) 0.400(8) 0.164(6) 0.036 Uiso 1 1 d . . . H4E H 0.071(10) 0.157(7) 0.185(4) 0.045 Uiso 1 1 d D . . H1A H 1.256(10) 0.624(8) 1.314(5) 0.036 Uiso 1 1 d . . . H4A H -0.053(11) 0.408(9) 0.179(6) 0.05(2) Uiso 1 1 d . . . H4F H 0.205(10) 0.185(8) 0.258(6) 0.037(19) 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 V2 0.0150(5) 0.0277(6) 0.0112(4) -0.0064(4) 0.0027(3) -0.0038(4) F8 0.0228(16) 0.0303(19) 0.0150(13) -0.0061(13) -0.0006(11) -0.0038(14) V1 0.0148(5) 0.0260(6) 0.0121(4) -0.0055(4) 0.0012(3) -0.0030(4) F6 0.0171(15) 0.0322(19) 0.0134(12) -0.0040(12) 0.0042(10) -0.0049(13) F2 0.0189(15) 0.0258(17) 0.0136(13) -0.0048(12) -0.0009(10) -0.0041(13) F7 0.0200(16) 0.036(2) 0.0262(15) -0.0115(14) 0.0014(12) -0.0012(14) F3 0.0177(15) 0.0325(19) 0.0143(12) -0.0056(13) 0.0012(11) -0.0041(13) F5 0.0205(16) 0.035(2) 0.0199(14) -0.0134(14) -0.0003(11) -0.0032(14) F4 0.0164(15) 0.0347(19) 0.0180(13) -0.0071(13) -0.0037(11) -0.0027(13) F1 0.0175(15) 0.0333(19) 0.0155(13) -0.0088(13) 0.0016(11) 0.0005(13) O1 0.028(2) 0.032(2) 0.0213(18) -0.0052(17) 0.0007(15) -0.0019(18) O2 0.027(2) 0.025(2) 0.0200(17) -0.0059(16) 0.0035(14) -0.0052(17) N3 0.016(2) 0.031(3) 0.0142(19) -0.008(2) 0.0034(16) -0.005(2) N1 0.019(2) 0.033(3) 0.014(2) -0.003(2) 0.0014(17) -0.005(2) N2 0.018(2) 0.025(3) 0.015(2) -0.0059(19) 0.0023(16) -0.001(2) N4 0.016(2) 0.034(3) 0.017(2) -0.009(2) 0.0046(17) -0.007(2) C4 0.028(3) 0.037(4) 0.031(3) -0.004(3) -0.006(2) -0.003(3) C3 0.058(5) 0.028(4) 0.022(3) -0.006(3) 0.007(3) -0.003(3) C2 0.036(4) 0.032(4) 0.035(3) -0.005(3) 0.006(3) 0.001(3) C1 0.025(3) 0.038(4) 0.022(3) -0.001(3) 0.003(2) -0.004(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 V2 O2 1.588(4) . ? V2 F7 1.896(3) . ? V2 F5 1.913(3) . ? V2 F8 1.939(3) . ? V2 F6 1.971(3) 2_667 ? V2 F6 2.178(3) . ? V1 O1 1.563(4) . ? V1 F4 1.907(3) . ? V1 F3 1.925(3) . ? V1 F1 1.928(3) . ? V1 F2 1.951(3) . ? V1 F2 2.225(4) 2_768 ? F6 V2 1.971(3) 2_667 ? F2 V1 2.225(4) 2_768 ? N3 C3 1.453(8) . ? N3 H3A 0.88(7) . ? N3 H3C 0.98(7) . ? N3 H3B 0.83(7) . ? N1 C1 1.452(9) . ? N1 H1B 0.86(7) . ? N1 H1C 0.88(7) . ? N1 H1A 0.92(7) . ? N2 C2 1.454(9) . ? N2 H2B 0.90(7) . ? N2 H2A 0.91(7) . ? N2 H2C 0.99(7) . ? N4 C4 1.455(9) . ? N4 N4C 0.96(7) . ? N4 N4B 0.78(7) . ? N4 H4A 0.93(8) . ? C4 H4D 0.91(7) . ? C4 H4E 0.95(6) . ? C4 H4F 0.85(7) . ? C3 H3D 1.02(8) . ? C3 H3F 0.92(7) . ? C3 H3E 0.98(7) . ? C2 H2D 0.95(5) . ? C2 H2E 0.97(2) . ? C2 H2F 1.04(7) . ? C1 F1F 0.96(7) . ? C1 H1D 0.89(7) . ? C1 H1E 0.90(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 O2 V2 F7 104.74(18) . . ? O2 V2 F5 99.21(17) . . ? F7 V2 F5 88.84(14) . . ? O2 V2 F8 96.13(17) . . ? F7 V2 F8 86.55(14) . . ? F5 V2 F8 164.65(13) . . ? O2 V2 F6 97.88(17) . 2_667 ? F7 V2 F6 157.38(14) . 2_667 ? F5 V2 F6 87.67(13) . 2_667 ? F8 V2 F6 90.96(14) . 2_667 ? O2 V2 F6 169.91(17) . . ? F7 V2 F6 85.09(13) . . ? F5 V2 F6 83.03(13) . . ? F8 V2 F6 81.99(13) . . ? F6 V2 F6 72.30(12) 2_667 . ? O1 V1 F4 103.03(18) . . ? O1 V1 F3 99.98(17) . . ? F4 V1 F3 88.21(13) . . ? O1 V1 F1 99.41(17) . . ? F4 V1 F1 86.91(13) . . ? F3 V1 F1 160.60(15) . . ? O1 V1 F2 99.64(17) . . ? F4 V1 F2 157.33(15) . . ? F3 V1 F2 87.84(13) . . ? F1 V1 F2 89.46(12) . . ? O1 V1 F2 172.99(17) . 2_768 ? F4 V1 F2 83.86(13) . 2_768 ? F3 V1 F2 81.31(12) . 2_768 ? F1 V1 F2 79.51(12) . 2_768 ? F2 V1 F2 73.47(13) . 2_768 ? V2 F6 V2 107.70(12) 2_667 . ? V1 F2 V1 106.53(13) . 2_768 ? C3 N3 H3A 109(4) . . ? C3 N3 H3C 111(4) . . ? H3A N3 H3C 106(6) . . ? C3 N3 H3B 109(5) . . ? H3A N3 H3B 112(6) . . ? H3C N3 H3B 110(6) . . ? C1 N1 H1B 107(4) . . ? C1 N1 H1C 110(5) . . ? H1B N1 H1C 109(6) . . ? C1 N1 H1A 117(4) . . ? H1B N1 H1A 112(6) . . ? H1C N1 H1A 101(6) . . ? C2 N2 H2B 116(4) . . ? C2 N2 H2A 114(4) . . ? H2B N2 H2A 100(6) . . ? C2 N2 H2C 118(4) . . ? H2B N2 H2C 100(6) . . ? H2A N2 H2C 106(6) . . ? C4 N4 N4C 110(4) . . ? C4 N4 N4B 104(5) . . ? N4C N4 N4B 99(6) . . ? C4 N4 H4A 115(5) . . ? N4C N4 H4A 113(6) . . ? N4B N4 H4A 115(6) . . ? N4 C4 H4D 110(5) . . ? N4 C4 H4E 115(4) . . ? H4D C4 H4E 110(6) . . ? N4 C4 H4F 108(5) . . ? H4D C4 H4F 107(6) . . ? H4E C4 H4F 106(6) . . ? N3 C3 H3D 113(4) . . ? N3 C3 H3F 107(5) . . ? H3D C3 H3F 112(6) . . ? N3 C3 H3E 113(4) . . ? H3D C3 H3E 103(6) . . ? H3F C3 H3E 109(6) . . ? N2 C2 H2D 108(4) . . ? N2 C2 H2E 104(4) . . ? H2D C2 H2E 106(6) . . ? N2 C2 H2F 109(4) . . ? H2D C2 H2F 117(6) . . ? H2E C2 H2F 113(6) . . ? N1 C1 F1F 112(4) . . ? N1 C1 H1D 112(5) . . ? F1F C1 H1D 104(6) . . ? N1 C1 H1E 114(5) . . ? F1F C1 H1E 111(6) . . ? H1D C1 H1E 104(7) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2B F3 0.90(7) 1.80(7) 2.664(6) 158(6) . N2 H2A F8 0.91(7) 2.24(7) 2.809(6) 120(5) 2_667 N2 H2A F5 0.91(7) 1.96(7) 2.735(6) 143(6) . N2 H2C F7 0.99(7) 1.72(7) 2.691(6) 168(6) 1_655 N1 H1B F5 0.86(7) 1.80(7) 2.633(5) 161(6) 1_655 N1 H1C F4 0.88(7) 1.76(7) 2.644(6) 176(7) 1_655 N1 H1A F1 0.92(7) 2.11(7) 2.898(6) 143(6) 2_768 N1 H1A F3 0.92(7) 2.14(7) 2.808(6) 129(5) . N1 H1A F2 0.92(7) 2.41(7) 3.037(5) 126(5) . N4 N4C F1 0.96(7) 1.85(7) 2.702(6) 145(6) 2_667 N4 N4C F3 0.96(7) 2.27(7) 2.931(6) 125(5) 1_454 N4 H4A F8 0.93(8) 1.81(8) 2.719(6) 166(6) 2_566 N4 H4A F7 0.93(8) 2.52(7) 3.016(6) 114(6) 2_566 N4 N4B F6 0.78(7) 1.93(7) 2.705(5) 174(7) 1_554 N3 H3C F1 0.98(7) 1.72(7) 2.671(6) 162(6) . N3 H3C F4 0.98(7) 2.39(7) 2.955(5) 116(5) . N3 H3B F8 0.83(7) 1.91(7) 2.720(5) 167(7) 1_556 N3 H3A F2 0.88(7) 1.94(7) 2.768(5) 156(6) 1_455 N3 H3A F4 0.88(7) 2.34(7) 2.901(6) 122(5) 2_668 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 29.35 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.762 _refine_diff_density_min -0.801 _refine_diff_density_rms 0.140 # Attachment '- Alfa-(C2N2H10)VOF4 (8).cif' data_8 _database_code_depnum_ccdc_archive 'CCDC 814845' #TrackingRef '- Alfa-(C2N2H10)VOF4 (8).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'F4 O V, C2 H10 N2' _chemical_formula_sum 'C2 H10 F4 N2 O V' _chemical_formula_weight 205.06 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 14.6312(8) _cell_length_b 5.7257(3) _cell_length_c 14.6306(8) _cell_angle_alpha 90.00 _cell_angle_beta 92.2160(10) _cell_angle_gamma 90.00 _cell_volume 1224.75(11) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 14039 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 33.6 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 1.638 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.753 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type synchrotron _diffrn_radiation_source '11.3.1 ALS. LBNL.CA' _diffrn_radiation_monochromator 'Si (111) Crystal' _diffrn_measurement_device_type 'Bruker AXS APEXII' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 13262 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 30.42 _reflns_number_total 3675 _reflns_number_gt 3358 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. A run of PLATON/ADDSYM did not suggest any obvious additional symmetry. F8/O1O and O1/F8A were restrained with EADP and EXYZ as: The non-bonding fluorine and oxygen atoms F8 and O1 which lie in the plane of the chain built by V2 are disordered, having an average length of 1.744 on the O1 site (which corresponds to 56% O and 44% F) and an average length of 1.783 on F8 site (which corresponds to 44% O and 56% F) ; _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^)+(0.0414P)^2^+0.5605P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3675 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0833 _refine_ls_wR_factor_gt 0.0812 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.76658(4) 0.24556(6) 0.35768(4) 0.00827(10) Uani 1 1 d . . . V2 V 1.14311(4) 0.24458(8) 0.23405(4) 0.01428(12) Uani 1 1 d . . . F1 F 1.14419(13) 0.2747(2) 0.36465(13) 0.0109(4) Uani 1 1 d . . . F2 F 0.89269(10) 0.1976(2) 0.32582(10) 0.0112(3) Uani 1 1 d . . . F3 F 0.74469(9) -0.0305(2) 0.24612(9) 0.0121(3) Uani 1 1 d . . . F4 F 0.77740(11) -0.0263(2) 0.43365(11) 0.0126(3) Uani 1 1 d . . . F5 F 1.25739(9) 0.0245(3) 0.26001(9) 0.0129(3) Uani 1 1 d . . . F6 F 0.63480(13) 0.2190(2) 0.35561(13) 0.0113(4) Uani 1 1 d . . . F7 F 1.17445(12) 0.2285(3) 0.10811(11) 0.0116(3) Uani 1 1 d . . . F8 F 1.06050(12) 0.4701(3) 0.21642(12) 0.0144(3) Uani 0.56 1 d P . . O1A O 1.06050(12) 0.4701(3) 0.21642(12) 0.0144(3) Uani 0.44 1 d P . . O1 O 1.07357(12) -0.0028(3) 0.22821(12) 0.0150(3) Uani 0.56 1 d P . . F8A F 1.07357(12) -0.0028(3) 0.22821(12) 0.0150(3) Uani 0.44 1 d P . . O2 O 0.78010(13) 0.4444(3) 0.43469(13) 0.0121(3) Uani 1 1 d . . . N1 N 0.93140(18) 0.7301(3) 0.31923(18) 0.0113(5) Uani 1 1 d . . . H1A H 0.8824 0.6412 0.3079 0.017 Uiso 1 1 calc R . . H1B H 0.9727 0.7025 0.2775 0.017 Uiso 1 1 calc R . . H1C H 0.9152 0.8799 0.3170 0.017 Uiso 1 1 calc R . . N2 N 1.1365(2) 0.7406(3) 0.3853(2) 0.0125(6) Uani 1 1 d . . . H2A H 1.1845 0.8297 0.4007 0.019 Uiso 1 1 calc R . . H2B H 1.1245 0.7516 0.3253 0.019 Uiso 1 1 calc R . . H2C H 1.1488 0.5927 0.3998 0.019 Uiso 1 1 calc R . . N3 N 0.81952(19) 0.2495(3) -0.06839(18) 0.0115(6) Uani 1 1 d . . . H3A H 0.8078 0.3352 -0.1182 0.017 Uiso 1 1 calc R . . H3B H 0.7774 0.2779 -0.0275 0.017 Uiso 1 1 calc R . . H3C H 0.8183 0.0987 -0.0832 0.017 Uiso 1 1 calc R . . N4 N 0.8852(2) 0.2533(3) 0.13714(19) 0.0117(6) Uani 1 1 d . . . H4A H 0.9014 0.1674 0.1858 0.018 Uiso 1 1 calc R . . H4B H 0.8254 0.2387 0.1253 0.018 Uiso 1 1 calc R . . H4C H 0.8986 0.4025 0.1483 0.018 Uiso 1 1 calc R . . C3 C 0.93585(14) 0.1718(4) 0.05697(14) 0.0105(4) Uani 1 1 d . . . H5A H 0.9220 0.0083 0.0459 0.013 Uiso 1 1 calc R . . H5B H 1.0010 0.1850 0.0707 0.013 Uiso 1 1 calc R . . C4 C 0.91160(14) 0.3107(3) -0.02865(14) 0.0098(4) Uani 1 1 d . . . H6A H 0.9131 0.4759 -0.0141 0.012 Uiso 1 1 calc R . . H6B H 0.9571 0.2815 -0.0738 0.012 Uiso 1 1 calc R . . C1 C 1.05547(14) 0.8208(4) 0.43541(14) 0.0099(4) Uani 1 1 d . . . H7A H 1.0429 0.9828 0.4203 0.012 Uiso 1 1 calc R . . H7B H 1.0691 0.8114 0.5007 0.012 Uiso 1 1 calc R . . C2 C 0.97133(14) 0.6747(4) 0.41163(13) 0.0108(4) Uani 1 1 d . . . H8A H 0.9877 0.5106 0.4141 0.013 Uiso 1 1 calc R . . H8B H 0.9257 0.7020 0.4568 0.013 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 0.0093(4) 0.00649(15) 0.0089(4) 0.00073(10) -0.00117(16) -0.00045(10) V2 0.0088(5) 0.0252(2) 0.0088(4) -0.00168(12) -0.00046(18) -0.00144(12) F1 0.0145(9) 0.0092(7) 0.0088(8) 0.0012(4) -0.0006(6) -0.0009(5) F2 0.0096(7) 0.0096(6) 0.0142(7) 0.0004(5) 0.0003(5) 0.0003(5) F3 0.0148(7) 0.0089(6) 0.0127(7) -0.0026(4) 0.0004(5) 0.0001(4) F4 0.0141(7) 0.0084(6) 0.0151(6) 0.0044(5) -0.0014(5) -0.0010(5) F5 0.0140(7) 0.0112(6) 0.0134(6) 0.0002(5) -0.0004(5) 0.0009(5) F6 0.0110(8) 0.0109(7) 0.0119(8) -0.0010(5) -0.0008(6) -0.0012(5) F7 0.0131(7) 0.0114(6) 0.0104(7) -0.0006(4) 0.0003(5) 0.0012(4) F8 0.0132(7) 0.0169(7) 0.0131(7) -0.0005(5) -0.0003(5) 0.0056(5) O1A 0.0132(7) 0.0169(7) 0.0131(7) -0.0005(5) -0.0003(5) 0.0056(5) O1 0.0150(8) 0.0163(7) 0.0135(8) -0.0003(5) 0.0001(6) -0.0062(6) F8A 0.0150(8) 0.0163(7) 0.0135(8) -0.0003(5) 0.0001(6) -0.0062(6) O2 0.0136(8) 0.0092(7) 0.0134(7) -0.0011(6) -0.0015(5) -0.0014(6) N1 0.0125(14) 0.0103(9) 0.0108(13) 0.0016(6) -0.0022(10) -0.0003(6) N2 0.0148(17) 0.0084(8) 0.0143(16) 0.0009(6) 0.0004(11) -0.0004(6) N3 0.0130(13) 0.0099(9) 0.0115(13) -0.0001(5) -0.0024(10) 0.0006(6) N4 0.0160(16) 0.0113(9) 0.0080(15) -0.0016(5) 0.0022(10) 0.0005(6) C3 0.0110(9) 0.0110(10) 0.0097(9) 0.0000(7) 0.0007(7) 0.0028(7) C4 0.0120(10) 0.0061(8) 0.0112(10) 0.0011(7) -0.0008(7) -0.0020(7) C1 0.0110(9) 0.0050(8) 0.0135(9) -0.0010(7) -0.0005(8) 0.0005(7) C2 0.0114(10) 0.0106(9) 0.0104(9) 0.0017(7) -0.0016(7) -0.0007(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O2 1.6087(17) . ? V1 F4 1.9158(14) . ? V1 F6 1.9333(19) . ? V1 F2 1.9399(16) . ? V1 F3 1.9894(13) 2_655 ? V1 F3 2.2858(13) . ? V2 O1 1.7442(18) . ? V2 F8 1.7806(18) . ? V2 F1 1.9180(19) . ? V2 F7 1.9180(18) . ? V2 F5 2.1165(15) . ? V2 F5 2.1646(14) 2_755 ? F3 V1 1.9894(13) 2_645 ? F5 V2 2.1646(14) 2_745 ? N1 C2 1.486(3) . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? N2 C1 1.490(4) . ? N2 H2A 0.8900 . ? N2 H2B 0.8900 . ? N2 H2C 0.8900 . ? N3 C4 1.488(3) . ? N3 H3A 0.8900 . ? N3 H3B 0.8900 . ? N3 H3C 0.8900 . ? N4 C3 1.486(3) . ? N4 H4A 0.8900 . ? N4 H4B 0.8900 . ? N4 H4C 0.8900 . ? C3 C4 1.514(3) . ? C3 H5A 0.9700 . ? C3 H5B 0.9700 . ? C4 H6A 0.9700 . ? C4 H6B 0.9700 . ? C1 C2 1.518(3) . ? C1 H7A 0.9700 . ? C1 H7B 0.9700 . ? C2 H8A 0.9700 . ? C2 H8B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 V1 F4 99.41(9) . . ? O2 V1 F6 99.34(9) . . ? F4 V1 F6 90.29(7) . . ? O2 V1 F2 100.14(8) . . ? F4 V1 F2 88.08(6) . . ? F6 V1 F2 160.46(7) . . ? O2 V1 F3 94.75(7) . 2_655 ? F4 V1 F3 165.72(6) . 2_655 ? F6 V1 F3 89.18(6) . 2_655 ? F2 V1 F3 87.67(6) . 2_655 ? O2 V1 F3 178.46(7) . . ? F4 V1 F3 81.87(5) . . ? F6 V1 F3 79.76(6) . . ? F2 V1 F3 80.73(6) . . ? F3 V1 F3 84.00(2) 2_655 . ? O1 V2 F8 100.98(9) . . ? O1 V2 F1 95.97(8) . . ? F8 V2 F1 93.36(8) . . ? O1 V2 F7 94.29(8) . . ? F8 V2 F7 94.69(8) . . ? F1 V2 F7 165.52(8) . . ? O1 V2 F5 88.88(7) . . ? F8 V2 F5 170.04(8) . . ? F1 V2 F5 84.18(7) . . ? F7 V2 F5 85.83(6) . . ? O1 V2 F5 173.40(8) . 2_755 ? F8 V2 F5 85.44(7) . 2_755 ? F1 V2 F5 85.06(6) . 2_755 ? F7 V2 F5 83.60(6) . 2_755 ? F5 V2 F5 84.73(2) . 2_755 ? V1 F3 V1 174.83(7) 2_645 . ? V2 F5 V2 166.79(7) . 2_745 ? C2 N1 H1A 109.5 . . ? C2 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C2 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C1 N2 H2A 109.5 . . ? C1 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? C1 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C4 N3 H3A 109.5 . . ? C4 N3 H3B 109.5 . . ? H3A N3 H3B 109.5 . . ? C4 N3 H3C 109.5 . . ? H3A N3 H3C 109.5 . . ? H3B N3 H3C 109.5 . . ? C3 N4 H4A 109.5 . . ? C3 N4 H4B 109.5 . . ? H4A N4 H4B 109.5 . . ? C3 N4 H4C 109.5 . . ? H4A N4 H4C 109.5 . . ? H4B N4 H4C 109.5 . . ? N4 C3 C4 112.33(18) . . ? N4 C3 H5A 109.1 . . ? C4 C3 H5A 109.1 . . ? N4 C3 H5B 109.1 . . ? C4 C3 H5B 109.1 . . ? H5A C3 H5B 107.9 . . ? N3 C4 C3 112.28(18) . . ? N3 C4 H6A 109.1 . . ? C3 C4 H6A 109.1 . . ? N3 C4 H6B 109.1 . . ? C3 C4 H6B 109.1 . . ? H6A C4 H6B 107.9 . . ? N2 C1 C2 111.78(17) . . ? N2 C1 H7A 109.3 . . ? C2 C1 H7A 109.3 . . ? N2 C1 H7B 109.3 . . ? C2 C1 H7B 109.3 . . ? H7A C1 H7B 107.9 . . ? N1 C2 C1 112.19(18) . . ? N1 C2 H8A 109.2 . . ? C1 C2 H8A 109.2 . . ? N1 C2 H8B 109.2 . . ? C1 C2 H8B 109.2 . . ? H8A C2 H8B 107.9 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A F3 0.89 2.22 3.097(3) 167.7 2_655 N1 H1A F2 0.89 2.56 3.103(2) 120.3 . N1 H1B F8 0.89 2.08 2.875(3) 149.0 . N1 H1B O1 0.89 2.37 2.941(3) 121.9 1_565 N1 H1C F3 0.89 2.71 3.203(3) 115.8 1_565 N2 H2A F7 0.89 2.15 2.765(3) 125.4 2_755 N2 H2A F5 0.89 2.61 3.063(3) 112.8 1_565 N2 H2B O1 0.89 2.11 2.850(3) 139.5 1_565 N2 H2B F8 0.89 2.43 3.086(3) 131.0 . N2 H2C F1 0.89 1.89 2.688(2) 147.7 . N2 H2C O2 0.89 2.61 3.050(3) 111.7 3_766 N3 H3A F5 0.89 2.06 2.937(3) 166.6 4_565 N3 H3A F7 0.89 2.52 3.047(2) 118.9 3_765 N3 H3B F4 0.89 1.97 2.786(3) 152.2 2_655 N3 H3B O2 0.89 2.51 3.037(3) 118.7 2_645 N3 H3C F7 0.89 1.91 2.800(2) 174.7 3_755 N4 H4A F2 0.89 2.06 2.777(3) 136.3 . N4 H4B F4 0.89 2.17 2.852(3) 132.9 2_655 N4 H4B O2 0.89 2.43 3.144(3) 138.0 2_645 N4 H4C F6 0.89 1.88 2.685(2) 150.0 2_655 N4 H4C F8 0.89 2.56 3.039(3) 114.2 . _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 33.6 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.483 _refine_diff_density_min -0.674 _refine_diff_density_rms 0.086 # Attachment '- Beta-(C2N2H10)VOF4 (10).cif' data_vilm181 _database_code_depnum_ccdc_archive 'CCDC 814846' #TrackingRef '- Beta-(C2N2H10)VOF4 (10).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'F4 O V, C2 H10 N2' _chemical_formula_sum 'C2 H10 F4 N2 O V' _chemical_formula_weight 205.06 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' F F 0.0171 0.0103 '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 tetragonal _symmetry_space_group_name_H-M 'P 4/n c c' _symmetry_space_group_name_Hall '-P 4a 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x, z' '-x+1/2, -y+1/2, z' 'y, -x+1/2, z' '-x+1/2, y, z+1/2' 'y, x, z+1/2' 'x, -y+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'y-1/2, -x, -z' 'x-1/2, y-1/2, -z' '-y, x-1/2, -z' 'x-1/2, -y, -z-1/2' '-y, -x, -z-1/2' '-x, y-1/2, -z-1/2' 'y-1/2, x-1/2, -z-1/2' _cell_length_a 12.7330(5) _cell_length_b 12.7330(5) _cell_length_c 8.0300(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1301.90(10) _cell_formula_units_Z 8 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 3243 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 29.0 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.092 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 1.540 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.753 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7372 _diffrn_reflns_av_R_equivalents 0.0703 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.30 _reflns_number_total 595 _reflns_number_gt 491 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0368P)^2^+7.0095P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 595 _refine_ls_number_parameters 50 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1354 _refine_ls_wR_factor_gt 0.1305 _refine_ls_goodness_of_fit_ref 1.263 _refine_ls_restrained_S_all 1.263 _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 V2 V -0.2500 0.2500 0.2879(3) 0.0114(9) Uani 0.50 2 d SP . . F2 F -0.3981(2) 0.2493(2) 0.2490(3) 0.0203(8) Uani 1 1 d . . . O2 O -0.2500 0.2500 0.0000 0.0209(18) Uani 1 4 d S . . C1 C -0.0417(4) 0.4576(4) 0.5092(6) 0.0179(12) Uani 1 1 d . . . H1A H -0.0389 0.4106 0.4142 0.021 Uiso 1 1 calc R . . H1B H -0.0282 0.4167 0.6089 0.021 Uiso 1 1 calc R . . N1 N -0.1480(3) 0.5063(3) 0.5201(5) 0.0184(10) Uani 1 1 d . . . H1C H -0.1961 0.4562 0.5322 0.028 Uiso 1 1 calc R . . H1D H -0.1610 0.5423 0.4273 0.028 Uiso 1 1 calc R . . H1E H -0.1504 0.5494 0.6072 0.028 Uiso 1 1 calc R . . V1 V 0.2500 0.2500 0.23162(19) 0.0112(5) Uani 1 4 d S . . F1 F 0.1211(2) 0.3229(2) 0.2753(3) 0.0203(7) Uani 1 1 d . . . O1 O 0.2500 0.2500 0.0290(8) 0.0148(15) Uani 1 4 d S . . 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 V2 0.0121(13) 0.0120(13) 0.010(3) 0.000 0.000 -0.0004(8) F2 0.0132(15) 0.0279(18) 0.0198(15) -0.0058(13) 0.0004(11) 0.0006(14) O2 0.022(2) 0.022(2) 0.018(4) 0.000 0.000 0.000 C1 0.014(3) 0.019(3) 0.020(3) 0.000(2) 0.001(2) 0.002(2) N1 0.019(3) 0.019(3) 0.017(2) 0.0016(17) 0.0008(18) 0.0019(19) V1 0.0123(6) 0.0123(6) 0.0089(8) 0.000 0.000 0.000 F1 0.0185(16) 0.0244(17) 0.0181(15) -0.0032(13) -0.0022(12) 0.0031(12) O1 0.017(2) 0.017(2) 0.011(3) 0.000 0.000 0.000 _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 V2 V2 0.609(4) 14_556 ? V2 O2 1.703(2) 5_455 ? V2 F2 1.909(3) 16_566 ? V2 F2 1.909(3) 14_556 ? V2 F2 1.912(3) . ? V2 F2 1.912(3) 3_455 ? V2 O2 2.312(2) . ? F2 V2 1.909(3) 14_556 ? O2 V2 1.703(2) 14_556 ? O2 V2 1.703(2) 5_454 ? O2 V2 2.312(2) 10 ? C1 N1 1.491(7) . ? C1 C1 1.523(10) 9_566 ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? N1 H1C 0.8900 . ? N1 H1D 0.8900 . ? N1 H1E 0.8900 . ? V1 O1 1.627(6) . ? V1 F1 1.917(3) 4 ? V1 F1 1.917(3) 3 ? V1 F1 1.917(3) 2 ? V1 F1 1.917(3) . ? V1 O1 2.388(6) 5 ? O1 V1 2.388(6) 5_554 ? 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 V2 V2 O2 180.0 14_556 5_455 ? V2 V2 F2 81.07(10) 14_556 16_566 ? O2 V2 F2 98.93(10) 5_455 16_566 ? V2 V2 F2 81.07(10) 14_556 14_556 ? O2 V2 F2 98.93(10) 5_455 14_556 ? F2 V2 F2 162.1(2) 16_566 14_556 ? V2 V2 F2 80.59(10) 14_556 . ? O2 V2 F2 99.41(10) 5_455 . ? F2 V2 F2 88.03(18) 16_566 . ? F2 V2 F2 89.06(18) 14_556 . ? V2 V2 F2 80.59(10) 14_556 3_455 ? O2 V2 F2 99.41(10) 5_455 3_455 ? F2 V2 F2 89.06(18) 16_566 3_455 ? F2 V2 F2 88.03(18) 14_556 3_455 ? F2 V2 F2 161.2(2) . 3_455 ? V2 V2 O2 0.0 14_556 . ? O2 V2 O2 180.0 5_455 . ? F2 V2 O2 81.07(10) 16_566 . ? F2 V2 O2 81.07(10) 14_556 . ? F2 V2 O2 80.59(10) . . ? F2 V2 O2 80.59(10) 3_455 . ? V2 F2 V2 18.34(12) 14_556 . ? V2 O2 V2 180.0 14_556 5_454 ? V2 O2 V2 0.0 14_556 . ? V2 O2 V2 180.0 5_454 . ? V2 O2 V2 180.0 14_556 10 ? V2 O2 V2 0.0 5_454 10 ? V2 O2 V2 180.0 . 10 ? N1 C1 C1 110.1(6) . 9_566 ? N1 C1 H1A 109.6 . . ? C1 C1 H1A 109.6 9_566 . ? N1 C1 H1B 109.6 . . ? C1 C1 H1B 109.6 9_566 . ? H1A C1 H1B 108.1 . . ? C1 N1 H1C 109.5 . . ? C1 N1 H1D 109.5 . . ? H1C N1 H1D 109.5 . . ? C1 N1 H1E 109.5 . . ? H1C N1 H1E 109.5 . . ? H1D N1 H1E 109.5 . . ? O1 V1 F1 100.55(9) . 4 ? O1 V1 F1 100.55(9) . 3 ? F1 V1 F1 88.08(3) 4 3 ? O1 V1 F1 100.55(9) . 2 ? F1 V1 F1 158.91(18) 4 2 ? F1 V1 F1 88.08(3) 3 2 ? O1 V1 F1 100.55(9) . . ? F1 V1 F1 88.08(3) 4 . ? F1 V1 F1 158.91(18) 3 . ? F1 V1 F1 88.08(3) 2 . ? O1 V1 O1 180.000(1) . 5 ? F1 V1 O1 79.45(9) 4 5 ? F1 V1 O1 79.45(9) 3 5 ? F1 V1 O1 79.45(9) 2 5 ? F1 V1 O1 79.45(9) . 5 ? V1 O1 V1 180.0 . 5_554 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1C F2 0.89 2.03 2.654(5) 126.3 10_556 N1 H1D F1 0.89 1.92 2.811(5) 175.5 16_566 N1 H1E F1 0.89 1.92 2.748(5) 154.7 9_566 N1 H1E F1 0.89 2.56 3.130(5) 122.6 12_566 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.574 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.106