#------------------------------------------------------------------------------
#$Date: 2023-10-21 02:04:12 +0300 (Sat, 21 Oct 2023) $
#$Revision: 287066 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/42/7714264.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7714264
loop_
_publ_author_name
'Zhu, Shuang-Shuang'
'Xie, Zhenlang'
'Deng, Lan'
'Wang, Si-Yuan'
'Ni, Lubin'
'Zhou, Zhao-Hui'
_publ_section_title
;
 Protonated and deprotonated vanadyl imidazole tartrates for the mimics of
 the vanadium coordination in FeV-cofactor of V-nitrogenase
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02903D
_journal_year                    2023
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C14 H14 N4 O14 V2, 2(C3 H5 N2), C3 H4 N2'
_chemical_formula_sum            'C23 H28 N10 O14 V2'
_chemical_formula_weight         770.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2023-07-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_audit_update_record
;
2023-09-05 deposited with the CCDC.	2023-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.9070(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.88630(10)
_cell_length_b                   19.59970(10)
_cell_length_c                   9.86860(10)
_cell_measurement_reflns_used    16104
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.3400
_cell_measurement_theta_min      4.5070
_cell_volume                     1626.07(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  22.00   0.50    0.30    --  -47.96  37.00 150.00  164
  2  ω   -119.00 -73.00   0.50    0.30    --  -47.96-125.00 -60.00   92
  3  ω   -117.00 -35.00   0.50    0.30    --  -47.96 -37.00-120.00  164
  4  ω   -117.00 -36.00   0.50    0.30    --  -47.96 -37.00 -30.00  162
  5  ω     20.00  45.00   0.50    0.30    --   47.96 -37.00 -60.00   50
  6  ω     64.00  90.00   0.50    0.30    --   47.96  37.00 -30.00   52
  7  ω    -21.00  15.00   0.50    0.30    --   47.96 -37.00 -60.00   72
  8  ω    -76.00 -23.00   0.50    0.80    --  -86.25  77.00-120.00  106
  9  ω   -143.00 -75.00   0.50    0.80    --  -86.25-125.00-120.00  136
 10  ω     54.00 122.00   0.50    0.80    --  107.75 -57.00  90.00  136
 11  ω     52.00 127.00   0.50    0.80    --  107.75 -77.00  60.00  150
 12  ω     40.00  78.00   0.50    0.80    --  107.75 -99.00  30.00   76
 13  ω     73.00  99.00   0.50    0.80    --  107.75 -99.00-120.00   52
 14  ω    129.00 155.00   0.50    0.80    --  107.75  37.00-150.00   52
 15  ω     36.00  80.00   0.50    0.80    --  107.75 -99.00 -60.00   88
 16  ω     83.00 114.00   0.50    0.80    --  107.75-125.00 -60.00   62
 17  ω     36.00 114.00   0.50    0.80    --  107.75-125.00-120.00  156
 18  ω     38.00  76.00   0.50    0.80    --  107.75-125.00 -60.00   76
 19  ω     32.00 121.00   0.50    0.80    --  107.75 -19.00 -90.00  178
 20  ω     43.00 121.00   0.50    0.80    --  107.75 -19.00   0.00  156
 21  ω     49.00 117.00   0.50    0.80    --  107.75-125.00   0.00  136
 22  ω     98.00 123.00   0.50    0.80    --  107.75 -57.00 -90.00   50
 23  ω     44.00  78.00   0.50    0.80    --  107.75 -57.00 -90.00   68
 24  ω     42.00 106.00   0.50    0.80    --  107.75 -99.00  60.00  128
 25  ω     42.00 176.00   0.50    0.80    --  107.75   0.00 -30.00  268
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16285
_diffrn_reflns_point_group_measured_fraction_full 0.729
_diffrn_reflns_point_group_measured_fraction_max 0.702
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.532
_diffrn_reflns_theta_min         4.737
_exptl_absorpt_coefficient_mu    5.544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.009(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         4870
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0266
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0493P)²+0.5916P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0713
_reflns_Friedel_coverage         0.399
_reflns_Friedel_fraction_full    0.444
_reflns_Friedel_fraction_max     0.412
_reflns_number_gt                4801
_reflns_number_total             4870
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02903d2.cif
_cod_data_source_block           exp_1815
_cod_database_code               7714264
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.404
_shelx_estimated_absorpt_t_min   0.404
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O8-H8
 0.85 with sigma of 0.01
 C8-H8
 1.867285 with sigma of 0.02
 V2-H8
 2.798769 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C6) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C7) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Ternary CH refined with riding coordinates:
 C3(H3), C8(H8A), C10(H10), C1(H1A)
4.b Aromatic/amide H refined with riding coordinates:
 N7(H7A), N4(H4), N8(H8B), N6(H6A), N10(H10A), N2(H2), N5(H5A), C11(H11),
 C15(H15), C21(H21), C18(H18), C13(H13), C16(H16), C17(H17), C14(H14), C22(H22),
  C5(H5), C20(H20), C19(H19), C23(H23), C7(H7), C6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V2 V 0.72919(4) 0.37449(2) 0.69480(4) 0.00891(10) Uani 1 1 d D . . . .
V1 V 0.60551(5) 0.64621(2) 0.68187(4) 0.01064(10) Uani 1 1 d . . . . .
O12 O 0.57567(19) 0.38626(11) 0.49814(18) 0.0122(4) Uani 1 1 d . . . . .
O1 O 0.77188(19) 0.56069(10) 0.80805(18) 0.0107(4) Uani 1 1 d . . . . .
O9 O 0.9073(2) 0.39672(10) 0.88248(19) 0.0116(4) Uani 1 1 d . . . . .
O4 O 0.5030(2) 0.56823(10) 0.56252(18) 0.0116(4) Uani 1 1 d . . . . .
O8 O 0.85368(19) 0.45919(10) 0.64304(18) 0.0099(3) Uani 1 1 d D . . . .
H8 H 0.869(3) 0.4680(15) 0.5626(16) 0.015 Uiso 1 1 d D U . . .
O11 O 0.59141(19) 0.44554(10) 0.73942(18) 0.0098(4) Uani 1 1 d . . . . .
O6 O 0.3264(2) 0.52608(11) 0.82684(19) 0.0140(4) Uani 1 1 d . . . . .
O5 O 0.4749(2) 0.61282(11) 0.79887(19) 0.0141(4) Uani 1 1 d . . . . .
O2 O 0.78453(19) 0.64286(11) 0.59914(19) 0.0135(4) Uani 1 1 d . . . . .
O13 O 0.3450(2) 0.43211(11) 0.3723(2) 0.0158(4) Uani 1 1 d . . . . .
O10 O 1.1057(2) 0.46442(11) 1.00377(19) 0.0135(4) Uani 1 1 d . . . . .
O14 O 0.6693(2) 0.30825(11) 0.7581(2) 0.0164(4) Uani 1 1 d . . . . .
O7 O 0.5140(2) 0.71127(11) 0.5952(2) 0.0192(4) Uani 1 1 d . . . . .
O3 O 1.0296(2) 0.61090(12) 0.6132(2) 0.0221(5) Uani 1 1 d . . . . .
N3 N 0.8859(2) 0.31776(13) 0.6139(2) 0.0121(4) Uani 1 1 d . . . . .
N7 N 0.5508(3) 0.38879(13) 0.9792(2) 0.0158(5) Uani 1 1 d . . . . .
H7A H 0.554004 0.401181 0.894444 0.019 Uiso 1 1 calc R U . . .
N4 N 0.9757(3) 0.22979(14) 0.5237(3) 0.0182(5) Uani 1 1 d . . . . .
H4 H 0.978701 0.189697 0.484468 0.022 Uiso 1 1 calc R U . . .
N8 N 0.4809(3) 0.38165(15) 1.1686(2) 0.0173(5) Uani 1 1 d . . . . .
H8B H 0.429141 0.388602 1.229784 0.021 Uiso 1 1 calc R U . . .
N6 N 0.3641(3) 0.59696(14) 0.0725(2) 0.0188(5) Uani 1 1 d . . . . .
H6A H 0.328084 0.580180 -0.014771 0.023 Uiso 1 1 calc R U . . .
N10 N 0.9504(3) 0.47327(16) 0.2084(3) 0.0235(6) Uani 1 1 d . . . . .
H10A H 1.007945 0.464339 0.152831 0.028 Uiso 1 1 calc R U . . .
N9 N 0.8744(3) 0.47659(14) 0.3979(2) 0.0159(5) Uani 1 1 d . . . . .
N1 N 0.7558(3) 0.70263(14) 0.8566(3) 0.0177(5) Uani 1 1 d . . . . .
N2 N 0.9167(3) 0.78284(16) 0.9768(3) 0.0276(6) Uani 1 1 d . . . . .
H2 H 0.968717 0.821748 0.996054 0.033 Uiso 1 1 calc R U . . .
C9 C 0.9996(3) 0.44815(14) 0.8916(3) 0.0097(5) Uani 1 1 d . . . . .
N5 N 0.4175(3) 0.60766(14) 0.3008(2) 0.0161(5) Uani 1 1 d . . . . .
H5A H 0.423395 0.599027 0.389864 0.019 Uiso 1 1 calc R U . . .
C3 C 0.3973(3) 0.52961(14) 0.6113(3) 0.0112(5) Uani 1 1 d . . . . .
H3 H 0.287702 0.533775 0.540881 0.013 Uiso 1 1 calc R U . . .
C2 C 0.9117(3) 0.60819(15) 0.6545(3) 0.0136(5) Uani 1 1 d . . . . .
C11 C 0.8512(3) 0.25675(15) 0.5551(3) 0.0148(5) Uani 1 1 d . . . . .
H11 H 0.751414 0.234699 0.537212 0.018 Uiso 1 1 calc R U . . .
C8 C 0.9725(3) 0.49041(14) 0.7562(3) 0.0106(5) Uani 1 1 d D . . . .
H8A H 1.073436 0.492891 0.732258 0.013 Uiso 1 1 calc R U . . .
C10 C 0.4449(3) 0.45404(15) 0.6281(3) 0.0104(5) Uani 1 1 d . . . . .
H10 H 0.361537 0.428685 0.655605 0.013 Uiso 1 1 calc R U . . .
C0AA C 0.4531(3) 0.42324(14) 0.4874(3) 0.0106(5) Uani 1 1 d . . . . .
C15 C 0.3504(3) 0.56781(16) 0.1895(3) 0.0159(5) Uani 1 1 d . . . . .
H15 H 0.300431 0.525264 0.192689 0.019 Uiso 1 1 calc R U . . .
C21 C 0.9850(3) 0.45487(18) 0.3459(3) 0.0195(6) Uani 1 1 d . . . . .
H21 H 1.076562 0.429651 0.398573 0.023 Uiso 1 1 calc R U . . .
C4 C 0.3974(3) 0.55738(15) 0.7563(3) 0.0118(5) Uani 1 1 d . . . . .
C18 C 0.4506(3) 0.41247(16) 1.0420(3) 0.0157(5) Uani 1 1 d . . . . .
H18 H 0.370579 0.445815 1.003423 0.019 Uiso 1 1 calc R U . . .
C13 C 1.0968(3) 0.27676(17) 0.5644(4) 0.0217(6) Uani 1 1 d . . . . .
H13 H 1.199477 0.272398 0.555133 0.026 Uiso 1 1 calc R U . . .
C16 C 0.4440(4) 0.65764(18) 0.1106(3) 0.0287(7) Uani 1 1 d . . . . .
H16 H 0.471278 0.688742 0.048459 0.034 Uiso 1 1 calc R U . . .
C17 C 0.4766(4) 0.66461(17) 0.2550(3) 0.0254(6) Uani 1 1 d . . . . .
H17 H 0.529918 0.701744 0.312533 0.030 Uiso 1 1 calc R U . . .
C1 C 0.9208(3) 0.56209(14) 0.7813(3) 0.0114(5) Uani 1 1 d . . . . .
H1A H 1.002838 0.581218 0.868028 0.014 Uiso 1 1 calc R U . . .
C14 C 1.0410(3) 0.33074(16) 0.6206(3) 0.0188(6) Uani 1 1 d . . . . .
H14 H 1.099394 0.370906 0.658458 0.023 Uiso 1 1 calc R U . . .
C22 C 0.8100(4) 0.5084(2) 0.1698(3) 0.0275(7) Uani 1 1 d . . . . .
H22 H 0.755706 0.527580 0.078635 0.033 Uiso 1 1 calc R U . . .
C5 C 0.8151(3) 0.76336(17) 0.8490(3) 0.0206(6) Uani 1 1 d . . . . .
H5 H 0.789641 0.790099 0.764280 0.025 Uiso 1 1 calc R U . . .
C20 C 0.6495(4) 0.34149(18) 1.0683(3) 0.0244(7) Uani 1 1 d . . . . .
H20 H 0.732333 0.316499 1.049830 0.029 Uiso 1 1 calc R U . . .
C19 C 0.6053(4) 0.33750(19) 1.1878(3) 0.0251(7) Uani 1 1 d . . . . .
H19 H 0.651883 0.309419 1.269077 0.030 Uiso 1 1 calc R U . . .
C23 C 0.7637(3) 0.51035(19) 0.2876(3) 0.0235(6) Uani 1 1 d . . . . .
H23 H 0.669890 0.531607 0.293267 0.028 Uiso 1 1 calc R U . . .
C7 C 0.8252(6) 0.6822(2) 0.9960(4) 0.0432(10) Uani 1 1 d . U . . .
H7 H 0.806760 0.639875 1.034719 0.052 Uiso 1 1 calc R U . . .
C6 C 0.9238(6) 0.7318(2) 1.0694(4) 0.0502(11) Uani 1 1 d . U . . .
H6 H 0.986292 0.730682 1.167853 0.060 Uiso 1 1 calc R U . . .
H1 H 0.720(5) 0.522(3) 0.771(5) 0.032(11) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.0687 2.1097 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O12 V2 O9 159.71(8) . . ?
O12 V2 O8 85.50(7) . . ?
O12 V2 O11 81.88(7) . . ?
O12 V2 N3 91.13(8) . . ?
O9 V2 O8 75.21(7) . . ?
O9 V2 N3 92.42(8) . . ?
O11 V2 O9 90.10(7) . . ?
O11 V2 O8 85.02(7) . . ?
O11 V2 N3 165.90(9) . . ?
O14 V2 O12 105.32(9) . . ?
O14 V2 O9 94.38(9) . . ?
O14 V2 O8 168.54(9) . . ?
O14 V2 O11 100.02(9) . . ?
O14 V2 N3 93.63(10) . . ?
N3 V2 O8 82.22(9) . . ?
O4 V1 O1 81.38(7) . . ?
O4 V1 O5 81.26(8) . . ?
O4 V1 O2 90.30(8) . . ?
O4 V1 N1 160.37(9) . . ?
O5 V1 O1 80.85(7) . . ?
O5 V1 O2 155.48(8) . . ?
O5 V1 N1 91.82(9) . . ?
O2 V1 O1 75.12(7) . . ?
O2 V1 N1 88.54(9) . . ?
O7 V1 O1 171.50(9) . . ?
O7 V1 O4 104.05(9) . . ?
O7 V1 O5 106.26(10) . . ?
O7 V1 O2 98.10(10) . . ?
O7 V1 N1 95.51(10) . . ?
N1 V1 O1 79.38(9) . . ?
C0AA O12 V2 116.17(15) . . ?
V1 O1 H1 104(3) . . ?
C1 O1 V1 110.78(15) . . ?
C1 O1 H1 109(3) . . ?
C9 O9 V2 121.16(16) . . ?
C3 O4 V1 116.39(15) . . ?
V2 O8 H8 128.2(16) . . ?
C8 O8 V2 117.42(15) . . ?
C8 O8 H8 110.1(15) . . ?
C10 O11 V2 112.74(15) . . ?
C4 O5 V1 116.11(16) . . ?
C2 O2 V1 123.33(17) . . ?
C11 N3 V2 123.34(18) . . ?
C11 N3 C14 105.9(2) . . ?
C14 N3 V2 130.5(2) . . ?
C18 N7 H7A 125.6 . . ?
C18 N7 C20 108.8(2) . . ?
C20 N7 H7A 125.6 . . ?
C11 N4 H4 126.5 . . ?
C11 N4 C13 107.0(2) . . ?
C13 N4 H4 126.5 . . ?
C18 N8 H8B 125.5 . . ?
C18 N8 C19 108.9(2) . . ?
C19 N8 H8B 125.5 . . ?
C15 N6 H6A 125.7 . . ?
C15 N6 C16 108.6(2) . . ?
C16 N6 H6A 125.7 . . ?
C21 N10 H10A 126.1 . . ?
C21 N10 C22 107.9(2) . . ?
C22 N10 H10A 126.1 . . ?
C21 N9 C23 106.2(2) . . ?
C5 N1 V1 125.8(2) . . ?
C5 N1 C7 105.2(3) . . ?
C7 N1 V1 128.6(2) . . ?
C5 N2 H2 126.4 . . ?
C6 N2 H2 126.4 . . ?
C6 N2 C5 107.2(3) . . ?
O9 C9 C8 116.7(2) . . ?
O10 C9 O9 123.2(2) . . ?
O10 C9 C8 120.1(2) . . ?
C15 N5 H5A 125.5 . . ?
C15 N5 C17 109.0(2) . . ?
C17 N5 H5A 125.5 . . ?
O4 C3 H3 109.0 . . ?
O4 C3 C10 111.4(2) . . ?
O4 C3 C4 109.3(2) . . ?
C10 C3 H3 109.0 . . ?
C4 C3 H3 109.0 . . ?
C4 C3 C10 109.0(2) . . ?
O2 C2 C1 118.0(2) . . ?
O3 C2 O2 124.0(2) . . ?
O3 C2 C1 117.9(2) . . ?
N3 C11 N4 111.3(2) . . ?
N3 C11 H11 124.3 . . ?
N4 C11 H11 124.3 . . ?
O8 C8 C9 109.0(2) . . ?
O8 C8 H8A 109.5 . . ?
O8 C8 C1 110.0(2) . . ?
C9 C8 H8A 109.5 . . ?
C1 C8 C9 109.2(2) . . ?
C1 C8 H8A 109.5 . . ?
O11 C10 C3 110.4(2) . . ?
O11 C10 H10 107.8 . . ?
O11 C10 C0AA 110.7(2) . . ?
C3 C10 H10 107.8 . . ?
C3 C10 C0AA 112.0(2) . . ?
C0AA C10 H10 107.8 . . ?
O12 C0AA C10 115.7(2) . . ?
O13 C0AA O12 122.7(2) . . ?
O13 C0AA C10 121.5(2) . . ?
N6 C15 H15 125.6 . . ?
N5 C15 N6 108.9(3) . . ?
N5 C15 H15 125.6 . . ?
N10 C21 H21 124.7 . . ?
N9 C21 N10 110.6(3) . . ?
N9 C21 H21 124.7 . . ?
O6 C4 O5 123.5(2) . . ?
O6 C4 C3 120.1(2) . . ?
O5 C4 C3 116.4(2) . . ?
N7 C18 N8 108.5(2) . . ?
N7 C18 H18 125.7 . . ?
N8 C18 H18 125.7 . . ?
N4 C13 H13 126.7 . . ?
C14 C13 N4 106.6(2) . . ?
C14 C13 H13 126.7 . . ?
N6 C16 H16 126.6 . . ?
C17 C16 N6 106.7(3) . . ?
C17 C16 H16 126.6 . . ?
N5 C17 H17 126.6 . . ?
C16 C17 N5 106.7(3) . . ?
C16 C17 H17 126.6 . . ?
O1 C1 C2 110.9(2) . . ?
O1 C1 C8 111.0(2) . . ?
O1 C1 H1A 108.1 . . ?
C2 C1 H1A 108.1 . . ?
C8 C1 C2 110.6(2) . . ?
C8 C1 H1A 108.1 . . ?
N3 C14 H14 125.5 . . ?
C13 C14 N3 109.1(3) . . ?
C13 C14 H14 125.5 . . ?
N10 C22 H22 126.9 . . ?
C23 C22 N10 106.2(3) . . ?
C23 C22 H22 126.9 . . ?
N1 C5 N2 111.3(3) . . ?
N1 C5 H5 124.3 . . ?
N2 C5 H5 124.3 . . ?
N7 C20 H20 126.6 . . ?
C19 C20 N7 106.8(3) . . ?
C19 C20 H20 126.6 . . ?
N8 C19 H19 126.5 . . ?
C20 C19 N8 106.9(3) . . ?
C20 C19 H19 126.5 . . ?
N9 C23 H23 125.4 . . ?
C22 C23 N9 109.1(3) . . ?
C22 C23 H23 125.4 . . ?
N1 C7 H7 125.3 . . ?
C6 C7 N1 109.3(4) . . ?
C6 C7 H7 125.3 . . ?
N2 C6 C7 106.9(3) . . ?
N2 C6 H6 126.5 . . ?
C7 C6 H6 126.5 . . ?
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 O12 1.9912(17) . ?
V2 O9 2.0558(18) . ?
V2 O8 2.1463(19) . ?
V2 O11 1.9954(18) . ?
V2 O14 1.605(2) . ?
V2 N3 2.129(2) . ?
V1 O1 2.3136(19) . ?
V1 O4 1.9640(19) . ?
V1 O5 1.9943(18) . ?
V1 O2 2.0108(17) . ?
V1 O7 1.603(2) . ?
V1 N1 2.118(2) . ?
O12 C0AA 1.284(3) . ?
O1 C1 1.431(3) . ?
O1 H1 0.90(5) . ?
O9 C9 1.284(3) . ?
O4 C3 1.407(3) . ?
O8 H8 0.864(11) . ?
O8 C8 1.404(3) . ?
O11 C10 1.415(3) . ?
O6 C4 1.242(3) . ?
O5 C4 1.282(3) . ?
O2 C2 1.280(3) . ?
O13 C0AA 1.239(3) . ?
O10 C9 1.241(3) . ?
O3 C2 1.242(3) . ?
N3 C11 1.321(4) . ?
N3 C14 1.383(3) . ?
N7 H7A 0.8800 . ?
N7 C18 1.323(3) . ?
N7 C20 1.379(4) . ?
N4 H4 0.8800 . ?
N4 C11 1.350(3) . ?
N4 C13 1.374(4) . ?
N8 H8B 0.8800 . ?
N8 C18 1.334(4) . ?
N8 C19 1.368(4) . ?
N6 H6A 0.8800 . ?
N6 C15 1.329(4) . ?
N6 C16 1.373(4) . ?
N10 H10A 0.8800 . ?
N10 C21 1.340(4) . ?
N10 C22 1.367(5) . ?
N9 C21 1.318(4) . ?
N9 C23 1.377(4) . ?
N1 C5 1.314(4) . ?
N1 C7 1.372(4) . ?
N2 H2 0.8800 . ?
N2 C5 1.347(4) . ?
N2 C6 1.343(6) . ?
C9 C8 1.524(4) . ?
N5 H5A 0.8800 . ?
N5 C15 1.322(4) . ?
N5 C17 1.371(4) . ?
C3 H3 1.0000 . ?
C3 C10 1.534(4) . ?
C3 C4 1.531(3) . ?
C2 C1 1.524(4) . ?
C11 H11 0.9500 . ?
C8 H8A 1.0000 . ?
C8 C1 1.523(4) . ?
C10 H10 1.0000 . ?
C10 C0AA 1.537(3) . ?
C15 H15 0.9500 . ?
C21 H21 0.9500 . ?
C18 H18 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.360(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.366(4) . ?
C17 H17 0.9500 . ?
C1 H1A 1.0000 . ?
C14 H14 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.353(4) . ?
C5 H5 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.361(4) . ?
C19 H19 0.9500 . ?
C23 H23 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.351(6) . ?
C6 H6 0.9500 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
V2 O12 C0AA O13 -176.6(2) . . . . ?
V2 O12 C0AA C10 1.1(3) . . . . ?
V2 O9 C9 O10 177.98(18) . . . . ?
V2 O9 C9 C8 -1.3(3) . . . . ?
V2 O8 C8 C9 7.8(2) . . . . ?
V2 O8 C8 C1 -111.90(19) . . . . ?
V2 O11 C10 C3 -142.13(16) . . . . ?
V2 O11 C10 C0AA -17.5(3) . . . . ?
V2 N3 C11 N4 -174.93(18) . . . . ?
V2 N3 C14 C13 174.7(2) . . . . ?
V1 O1 C1 C2 -12.6(2) . . . . ?
V1 O1 C1 C8 -135.95(16) . . . . ?
V1 O4 C3 C10 -124.01(18) . . . . ?
V1 O4 C3 C4 -3.5(2) . . . . ?
V1 O5 C4 O6 171.16(19) . . . . ?
V1 O5 C4 C3 -8.0(3) . . . . ?
V1 O2 C2 O3 -172.5(2) . . . . ?
V1 O2 C2 C1 5.8(3) . . . . ?
V1 N1 C5 N2 -174.8(2) . . . . ?
V1 N1 C7 C6 174.3(3) . . . . ?
O9 C9 C8 O8 -4.3(3) . . . . ?
O9 C9 C8 C1 115.9(2) . . . . ?
O4 C3 C10 O11 66.6(2) . . . . ?
O4 C3 C10 C0AA -57.3(2) . . . . ?
O4 C3 C4 O6 -171.7(2) . . . . ?
O4 C3 C4 O5 7.4(3) . . . . ?
O8 C8 C1 O1 56.3(3) . . . . ?
O8 C8 C1 C2 -67.2(2) . . . . ?
O11 C10 C0AA O12 11.0(3) . . . . ?
O11 C10 C0AA O13 -171.2(2) . . . . ?
O2 C2 C1 O1 6.0(3) . . . . ?
O2 C2 C1 C8 129.6(2) . . . . ?
O10 C9 C8 O8 176.3(2) . . . . ?
O10 C9 C8 C1 -63.4(3) . . . . ?
O3 C2 C1 O1 -175.5(2) . . . . ?
O3 C2 C1 C8 -52.0(3) . . . . ?
N7 C20 C19 N8 0.5(4) . . . . ?
N4 C13 C14 N3 -0.5(4) . . . . ?
N6 C16 C17 N5 0.8(4) . . . . ?
N10 C22 C23 N9 -0.1(4) . . . . ?
N1 C7 C6 N2 -0.1(6) . . . . ?
C9 C8 C1 O1 -63.2(2) . . . . ?
C9 C8 C1 C2 173.26(19) . . . . ?
C3 C10 C0AA O12 134.8(2) . . . . ?
C3 C10 C0AA O13 -47.5(3) . . . . ?
C11 N3 C14 C13 0.3(3) . . . . ?
C11 N4 C13 C14 0.5(3) . . . . ?
C10 C3 C4 O6 -49.7(3) . . . . ?
C10 C3 C4 O5 129.4(2) . . . . ?
C15 N6 C16 C17 -0.7(4) . . . . ?
C15 N5 C17 C16 -0.6(4) . . . . ?
C21 N10 C22 C23 0.3(4) . . . . ?
C21 N9 C23 C22 0.0(4) . . . . ?
C4 C3 C10 O11 -54.1(2) . . . . ?
C4 C3 C10 C0AA -177.99(19) . . . . ?
C18 N7 C20 C19 -0.1(4) . . . . ?
C18 N8 C19 C20 -0.7(4) . . . . ?
C13 N4 C11 N3 -0.3(3) . . . . ?
C16 N6 C15 N5 0.3(3) . . . . ?
C17 N5 C15 N6 0.1(3) . . . . ?
C14 N3 C11 N4 0.0(3) . . . . ?
C22 N10 C21 N9 -0.3(4) . . . . ?
C5 N1 C7 C6 0.6(5) . . . . ?
C5 N2 C6 C7 -0.4(5) . . . . ?
C20 N7 C18 N8 -0.4(3) . . . . ?
C19 N8 C18 N7 0.7(3) . . . . ?
C23 N9 C21 N10 0.2(4) . . . . ?
C7 N1 C5 N2 -0.9(4) . . . . ?
C6 N2 C5 N1 0.8(4) . . . . ?
