# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_18851
_database_code_depnum_ccdc_archive 'CCDC 1863906'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University, Xiamen, 361005, China
China
;
_audit_update_record             
;
2018-08-25 deposited with the CCDC.	2023-10-16 downloaded from the CCDC.
;
_audit_creation_date             2018-07-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_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
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.9068(3)
_cell_length_b                   19.6606(6)
_cell_length_c                   9.8849(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.160(4)
_cell_angle_gamma                90
_cell_volume                     1635.09(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1896
_cell_measurement_temperature    173
_cell_measurement_theta_max      26.2580
_cell_measurement_theta_min      2.8660
_shelx_estimated_absorpt_T_max   0.881
_shelx_estimated_absorpt_T_min   0.780
_exptl_absorpt_coefficient_mu    0.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            5991
_diffrn_reflns_point_group_measured_fraction_full 0.797
_diffrn_reflns_point_group_measured_fraction_max 0.797
_diffrn_reflns_theta_full        24.990
_diffrn_reflns_theta_max         24.990
_diffrn_reflns_theta_min         2.181
_diffrn_ambient_temperature      173
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1903
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -52.00  51.00   1.00    5.00    --  -18.45  77.00 -90.00  103
  2  ω    -52.00  49.00   1.00    5.00    --  -18.45  77.00  30.00  101
  3  ω     67.00  92.00   1.00    5.00    --   19.70  77.00  60.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0776865000
_diffrn_orient_matrix_UB_12      -0.0138934000
_diffrn_orient_matrix_UB_13      0.0263143000
_diffrn_orient_matrix_UB_21      0.0324935000
_diffrn_orient_matrix_UB_22      0.0323456000
_diffrn_orient_matrix_UB_23      -0.0059110000
_diffrn_orient_matrix_UB_31      0.0036719000
_diffrn_orient_matrix_UB_32      0.0078862000
_diffrn_orient_matrix_UB_33      0.0710825000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.545
_reflns_Friedel_fraction_full    0.581
_reflns_Friedel_fraction_max     0.581
_reflns_number_gt                4361
_reflns_number_total             4595
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 
;
 Flack x determined using 1411 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         4595
_refine_ls_number_restraints     188
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0932
_refine_special_details          ?
_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
 O11-H11
 0.85 with sigma of 0.01
 O4-H4
 0.85 with sigma of 0.01
 C18-H18
 1 with sigma of 0.01
 C10-H11
 1.893847 with sigma of 0.02
 V2-H11
 3.018167 with sigma of 0.02
 C3-H4
 1.864024 with sigma of 0.02
 V1-H4
 2.813709 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C4 \\sim C8 \\sim C18 \\sim C3 \\sim C5 \\sim C11 \\sim C1 \\sim C9 \\sim C2
\\sim C21 \\sim C10 \\sim C6 \\sim C15 \\sim C19 \\sim C20 \\sim C7 \\sim C12
\\sim C17 \\sim C22 \\sim C23 \\sim C16 \\sim C14 \\sim C13: within 3.8A with
sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Ternary CH refined with riding coordinates:
 C8(H8), C3(H3), C1(H1), C10(H10)
4.b Aromatic/amide H refined with riding coordinates:
 N5(H5A), N2(H2), N6(H6A), N10(H10A), C5(H5), C21(H21), C6(H6), C15(H15),
 C19(H19), C7(H7), C12(H12), C17(H17), C22(H22), C23(H23), C14(H14), C13(H13)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
V1 V 0.73091(9) 0.63268(4) 0.69308(8) 0.0153(2) Uani 1 1 d D . . . .
V2 V 0.60590(10) 0.36170(4) 0.68059(9) 0.0178(2) Uani 1 1 d D . . . .
O2 O 0.5776(4) 0.62053(19) 0.4967(3) 0.0185(8) Uani 1 1 d . . . . .
O11 O 0.7738(4) 0.44661(17) 0.8078(3) 0.0163(8) Uani 1 1 d D . . . .
H11 H 0.746(3) 0.4896(7) 0.800(4) 0.024 Uiso 1 1 d DR . . . .
O5 O 0.9098(4) 0.61050(17) 0.8799(3) 0.0173(8) Uani 1 1 d . . . . .
O4 O 0.8558(4) 0.54767(18) 0.6427(3) 0.0155(7) Uani 1 1 d D . . . .
H4 H 0.871(5) 0.537(2) 0.5643(19) 0.023 Uiso 1 1 d DR . . . .
O8 O 0.5044(4) 0.43952(18) 0.5614(3) 0.0175(8) Uani 1 1 d . . . . .
O1 O 0.5945(4) 0.56212(17) 0.7382(3) 0.0150(8) Uani 1 1 d . . . . .
O10 O 0.3292(4) 0.48141(19) 0.8256(4) 0.0225(9) Uani 1 1 d . . . . .
O9 O 0.4760(4) 0.39491(18) 0.7969(4) 0.0214(8) Uani 1 1 d . . . . .
O12 O 0.7847(4) 0.36466(19) 0.5993(3) 0.0213(8) Uani 1 1 d . . . . .
O3 O 0.3467(4) 0.5749(2) 0.3713(4) 0.0241(9) Uani 1 1 d . . . . .
O6 O 1.1074(4) 0.5438(2) 1.0030(4) 0.0224(9) Uani 1 1 d . . . . .
O7 O 0.6714(4) 0.69888(19) 0.7554(4) 0.0255(9) Uani 1 1 d . . . . .
O14 O 0.5137(4) 0.2974(2) 0.5937(4) 0.0309(10) Uani 1 1 d . . . . .
N1 N 0.8873(5) 0.6894(2) 0.6129(4) 0.0194(10) Uani 1 1 d . . . . .
O13 O 1.0308(4) 0.3955(2) 0.6153(4) 0.0350(10) Uani 1 1 d . . . . .
N5 N 0.5559(5) 0.6182(3) 0.9801(4) 0.0262(11) Uani 1 1 d . . . . .
H5A H 0.5592 0.6054 0.8958 0.031 Uiso 1 1 calc R . . . .
N2 N 0.9759(5) 0.7766(3) 0.5222(5) 0.0300(12) Uani 1 1 d . . . . .
H2 H 0.9779 0.8165 0.4825 0.036 Uiso 1 1 calc R . . . .
N8 N 0.3641(6) 0.4109(3) 0.0712(5) 0.0313(12) Uani 1 1 d . . . . .
N9 N 0.8790(5) 0.5294(3) 0.3970(5) 0.0261(11) Uani 1 1 d . . . . .
C4 C 1.0017(6) 0.5594(3) 0.8909(5) 0.0168(10) Uani 1 1 d . U . . .
N6 N 0.4863(5) 0.6255(3) 1.1668(4) 0.0311(11) Uani 1 1 d . . . . .
H6A H 0.4347 0.6185 1.2278 0.037 Uiso 1 1 calc R . . . .
N3 N 0.7544(5) 0.3040(2) 0.8553(5) 0.0267(11) Uani 1 1 d . . . . .
N10 N 0.9532(6) 0.5324(3) 0.2087(5) 0.0404(14) Uani 1 1 d . . . . .
H10A H 1.0102 0.5416 0.1532 0.048 Uiso 1 1 calc R . . . .
N7 N 0.4173(6) 0.3999(3) 0.2989(5) 0.0250(11) Uani 1 1 d . . . . .
N4 N 0.9101(7) 0.2231(3) 0.9737(7) 0.0461(17) Uani 1 1 d . . . . .
C8 C 0.3998(6) 0.4782(3) 0.6105(5) 0.0168(10) Uani 1 1 d . U . . .
H8 H 0.2901 0.4741 0.5399 0.020 Uiso 1 1 calc R . . . .
C18 C 0.3523(7) 0.4401(3) 0.1878(6) 0.0274(12) Uani 1 1 d D U . . .
C3 C 0.9738(6) 0.5164(2) 0.7560(5) 0.0160(10) Uani 1 1 d D U . . .
H3 H 1.0745 0.5137 0.7324 0.019 Uiso 1 1 calc R . . . .
C5 C 0.8522(7) 0.7498(3) 0.5540(6) 0.0256(12) Uani 1 1 d . U . . .
H5 H 0.7525 0.7718 0.5362 0.031 Uiso 1 1 calc R . . . .
C11 C 0.9122(6) 0.3990(3) 0.6550(6) 0.0225(11) Uani 1 1 d . U . . .
C1 C 0.4477(6) 0.5535(3) 0.6261(5) 0.0173(10) Uani 1 1 d . U . . .
H1 H 0.3646 0.5791 0.6530 0.021 Uiso 1 1 calc R . . . .
C9 C 0.3998(6) 0.4500(3) 0.7551(5) 0.0175(11) Uani 1 1 d . U . . .
C2 C 0.4553(6) 0.5835(3) 0.4854(5) 0.0163(10) Uani 1 1 d . U . . .
C21 C 0.9857(7) 0.5514(3) 0.3440(6) 0.0326(12) Uani 1 1 d . U . . .
H21 H 1.0756 0.5777 0.3957 0.039 Uiso 1 1 calc R . . . .
C10 C 0.9229(6) 0.4453(3) 0.7816(5) 0.0189(10) Uani 1 1 d D U . . .
H10 H 1.0051 0.4263 0.8684 0.023 Uiso 1 1 calc R . . . .
C6 C 1.0977(7) 0.7305(3) 0.5629(6) 0.0308(13) Uani 1 1 d . U . . .
H6 H 1.2003 0.7352 0.5542 0.037 Uiso 1 1 calc R . . . .
C15 C 0.4565(7) 0.5954(3) 1.0418(6) 0.0304(13) Uani 1 1 d . U . . .
H15 H 0.3760 0.5624 1.0027 0.037 Uiso 1 1 calc R . . . .
C19 C 0.4397(8) 0.3496(3) 0.1096(6) 0.0407(14) Uani 1 1 d . U . . .
H19 H 0.4645 0.3179 0.0476 0.049 Uiso 1 1 calc R . . . .
C20 C 0.4719(8) 0.3429(3) 0.2519(6) 0.0393(14) Uani 1 1 d . U . . .
C7 C 1.0417(6) 0.6767(3) 0.6182(6) 0.0278(11) Uani 1 1 d . U . . .
H7 H 1.0998 0.6365 0.6549 0.033 Uiso 1 1 calc R . . . .
C12 C 0.8128(9) 0.2438(3) 0.8487(7) 0.0430(15) Uani 1 1 d . U . . .
H12 H 0.7881 0.2177 0.7633 0.052 Uiso 1 1 calc R . . . .
C17 C 0.6536(8) 0.6651(4) 1.0674(6) 0.0402(15) Uani 1 1 d . U . . .
H17 H 0.7363 0.6900 1.0491 0.048 Uiso 1 1 calc R . . . .
C22 C 0.8159(8) 0.4961(4) 0.1715(7) 0.0438(15) Uani 1 1 d . U . . .
H22 H 0.7628 0.4760 0.0810 0.053 Uiso 1 1 calc R . . . .
C23 C 0.7696(8) 0.4942(4) 0.2894(6) 0.0388(13) Uani 1 1 d . U . . .
H23 H 0.6773 0.4723 0.2961 0.047 Uiso 1 1 calc R . . . .
C16 C 0.6089(8) 0.6689(4) 1.1861(7) 0.0424(15) Uani 1 1 d . U . . .
C14 C 0.8260(10) 0.3228(4) 0.9943(7) 0.0589(17) Uani 1 1 d . U . . .
H14 H 0.8106 0.3652 1.0339 0.071 Uiso 1 1 calc R . . . .
C13 C 0.9193(11) 0.2739(4) 1.0659(8) 0.069(2) Uani 1 1 d . U . . .
H13 H 0.9816 0.2746 1.1644 0.083 Uiso 1 1 calc R . . . .
H7A H 0.445(9) 0.414(4) 0.399(8) 0.07(2) Uiso 1 1 d . . . . .
H18 H 0.305(7) 0.4852(16) 0.194(6) 0.044(19) Uiso 1 1 d D . . . .
H20 H 0.533(8) 0.308(4) 0.334(7) 0.051(19) Uiso 1 1 d . . . . .
H8A H 0.339(6) 0.431(3) -0.003(6) 0.020(16) Uiso 1 1 d . . . . .
H16 H 0.656(9) 0.696(4) 1.252(8) 0.07(3) Uiso 1 1 d . . . . .
H4A H 0.974(10) 0.194(4) 1.002(8) 0.06(2) Uiso 1 1 d . . . . .


_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 1.987(3) . ?
V1 O5 2.051(3) . ?
V1 O4 2.155(3) . ?
V1 O1 1.989(3) . ?
V1 O7 1.603(4) . ?
V1 N1 2.130(4) . ?
V2 O11 2.318(3) . ?
V2 O8 1.961(3) . ?
V2 O9 1.990(4) . ?
V2 O12 2.007(3) . ?
V2 O14 1.595(4) . ?
V2 N3 2.126(4) . ?
O2 C2 1.285(6) . ?
O11 C10 1.434(6) . ?
O5 C4 1.277(6) . ?
O4 C3 1.401(6) . ?
O8 C8 1.406(6) . ?
O1 C1 1.419(5) . ?
O10 C9 1.245(6) . ?
O9 C9 1.273(6) . ?
O12 C11 1.280(6) . ?
O3 C2 1.233(6) . ?
O6 C4 1.234(6) . ?
N1 C5 1.314(7) . ?
N1 C7 1.382(7) . ?
O13 C11 1.244(6) . ?
N5 C15 1.308(7) . ?
N5 C17 1.363(7) . ?
N2 C5 1.348(7) . ?
N2 C6 1.369(7) . ?
N8 C18 1.322(7) . ?
N8 C19 1.373(8) . ?
N9 C21 1.301(7) . ?
N9 C23 1.370(8) . ?
C4 C3 1.529(7) . ?
N6 C15 1.317(7) . ?
N6 C16 1.348(8) . ?
N3 C12 1.303(8) . ?
N3 C14 1.362(8) . ?
N10 C21 1.326(8) . ?
N10 C22 1.358(9) . ?
N7 C18 1.322(7) . ?
N7 C20 1.362(8) . ?
N4 C12 1.318(8) . ?
N4 C13 1.336(10) . ?
C8 C1 1.535(7) . ?
C8 C9 1.533(7) . ?
C3 C10 1.516(7) . ?
C11 C10 1.525(7) . ?
C1 C2 1.532(7) . ?
C6 C7 1.360(8) . ?
C19 C20 1.346(8) . ?
C17 C16 1.359(9) . ?
C22 C23 1.358(9) . ?
C14 C13 1.314(10) . ?

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 O5 159.30(14) . . ?
O2 V1 O4 85.56(13) . . ?
O2 V1 O1 81.99(14) . . ?
O2 V1 N1 91.32(15) . . ?
O5 V1 O4 74.67(13) . . ?
O5 V1 N1 92.11(15) . . ?
O1 V1 O5 90.07(13) . . ?
O1 V1 O4 84.87(14) . . ?
O1 V1 N1 166.15(16) . . ?
O7 V1 O2 105.39(17) . . ?
O7 V1 O5 94.79(16) . . ?
O7 V1 O4 168.42(17) . . ?
O7 V1 O1 100.18(17) . . ?
O7 V1 N1 93.27(19) . . ?
N1 V1 O4 82.52(16) . . ?
O8 V2 O11 81.50(13) . . ?
O8 V2 O9 81.39(14) . . ?
O8 V2 O12 90.39(15) . . ?
O8 V2 N3 160.98(17) . . ?
O9 V2 O11 81.04(13) . . ?
O9 V2 O12 155.56(15) . . ?
O9 V2 N3 91.73(17) . . ?
O12 V2 O11 74.98(13) . . ?
O12 V2 N3 88.68(17) . . ?
O14 V2 O11 171.51(18) . . ?
O14 V2 O8 103.91(17) . . ?
O14 V2 O9 106.07(19) . . ?
O14 V2 O12 98.23(18) . . ?
O14 V2 N3 95.02(19) . . ?
N3 V2 O11 79.91(15) . . ?
C2 O2 V1 116.4(3) . . ?
C10 O11 V2 111.1(3) . . ?
C4 O5 V1 122.0(3) . . ?
C3 O4 V1 117.7(3) . . ?
C8 O8 V2 116.2(3) . . ?
C1 O1 V1 112.5(3) . . ?
C9 O9 V2 116.1(3) . . ?
C11 O12 V2 123.5(3) . . ?
C5 N1 V1 123.3(4) . . ?
C5 N1 C7 105.6(5) . . ?
C7 N1 V1 131.0(4) . . ?
C15 N5 C17 109.0(5) . . ?
C5 N2 C6 107.6(5) . . ?
C18 N8 C19 108.2(5) . . ?
C21 N9 C23 106.4(5) . . ?
O5 C4 C3 116.4(4) . . ?
O6 C4 O5 123.4(5) . . ?
O6 C4 C3 120.2(5) . . ?
C15 N6 C16 108.7(5) . . ?
C12 N3 V2 126.6(4) . . ?
C12 N3 C14 103.6(5) . . ?
C14 N3 V2 129.4(4) . . ?
C21 N10 C22 107.5(5) . . ?
C18 N7 C20 108.5(5) . . ?
C12 N4 C13 106.5(6) . . ?
O8 C8 C1 111.3(4) . . ?
O8 C8 C9 109.2(4) . . ?
C9 C8 C1 109.9(4) . . ?
N7 C18 N8 109.0(5) . . ?
O4 C3 C4 108.6(4) . . ?
O4 C3 C10 110.5(4) . . ?
C10 C3 C4 109.7(4) . . ?
N1 C5 N2 111.3(5) . . ?
O12 C11 C10 118.4(5) . . ?
O13 C11 O12 124.1(5) . . ?
O13 C11 C10 117.5(5) . . ?
O1 C1 C8 110.3(4) . . ?
O1 C1 C2 111.0(4) . . ?
C2 C1 C8 111.9(4) . . ?
O10 C9 O9 123.6(5) . . ?
O10 C9 C8 119.8(5) . . ?
O9 C9 C8 116.6(5) . . ?
O2 C2 C1 115.3(4) . . ?
O3 C2 O2 123.0(5) . . ?
O3 C2 C1 121.6(4) . . ?
N9 C21 N10 111.5(6) . . ?
O11 C10 C3 111.0(4) . . ?
O11 C10 C11 110.3(4) . . ?
C3 C10 C11 110.8(4) . . ?
C7 C6 N2 105.8(5) . . ?
N5 C15 N6 108.9(5) . . ?
C20 C19 N8 106.9(6) . . ?
C19 C20 N7 107.4(6) . . ?
C6 C7 N1 109.7(5) . . ?
N3 C12 N4 112.5(6) . . ?
C16 C17 N5 106.0(6) . . ?
C23 C22 N10 106.3(5) . . ?
C22 C23 N9 108.3(6) . . ?
N6 C16 C17 107.3(6) . . ?
C13 C14 N3 110.4(7) . . ?
C14 C13 N4 107.0(7) . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.513
_oxdiff_exptl_absorpt_empirical_full_min 0.901
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1769
_database_code_depnum_ccdc_archive 'CCDC 2045904'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University
China
;
_audit_update_record             
;
2020-11-23 deposited with the CCDC.	2023-10-16 downloaded from the CCDC.
;
_audit_creation_date             2020-11-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N12 O8 V2, 4(H2 O)'
_chemical_formula_sum            'C22 H34 N12 O12 V2'
_chemical_formula_weight         760.49
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.1454(2)
_cell_length_b                   13.6326(2)
_cell_length_c                   12.7784(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.196(2)
_cell_angle_gamma                90
_cell_volume                     1669.09(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9098
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.5770
_cell_measurement_theta_min      3.6540
_shelx_estimated_absorpt_T_max   0.500
_shelx_estimated_absorpt_T_min   0.414
_exptl_absorpt_coefficient_mu    5.359
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61788
_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_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11499
_diffrn_reflns_point_group_measured_fraction_full 0.800
_diffrn_reflns_point_group_measured_fraction_max 0.744
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.167
_diffrn_reflns_theta_min         3.663
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  21.00   0.50    0.20    --  -46.62  59.00 -59.00  166
  2  ω   -119.00 -30.00   0.50    0.20    --  -46.62 -59.00 160.00  178
  3  ω    -45.00 -19.00   0.50    1.00    --  -88.50  59.00 -59.00   52
  4  ω   -107.00 -73.00   0.50    1.00    --  -88.50 -59.00 160.00   68
  5  ω   -158.00-112.00   0.50    1.00    --  -88.50 -59.00 160.00   92
  6  ω     93.00 122.00   0.50    1.00    --  110.00 -59.00 160.00   58
  7  ω     38.00  89.00   0.50    1.00    --  110.00 -59.00 160.00  102
  8  ω    135.00 178.00   0.50    1.00    --  110.00  59.00 -59.00   86
  9  ω   -118.00 -92.00   0.50    0.20    --  -46.62-125.00   0.00   52
 10  ω   -118.00 -72.00   0.50    0.20    --  -46.62-125.00 -60.00   92
 11  ω     51.00  76.00   0.50    0.20    --   46.62  59.00 -59.00   50
 12  ω      4.00  52.00   0.50    0.20    --   46.62 -59.00 160.00   96
 13  ω   -158.00 -95.00   0.50    1.00    --  -88.50-125.00 -90.00  126
 14  ω    -55.00 -21.00   0.50    1.00    --  -88.50 125.00 -30.00   68
 15  ω     56.00  82.00   0.50    1.00    --  110.00 -99.00-180.00   52
 16  ω     44.00 117.00   0.50    1.00    --  110.00-125.00   0.00  146
 17  ω    131.00 176.00   0.50    1.00    --  110.00  57.00  30.00   90
 18  ω     95.00 121.00   0.50    1.00    --  110.00  57.00  30.00   52
 19  ω     38.00 104.00   0.50    1.00    --  110.00-125.00-180.00  132
 20  ω     58.00 124.00   0.50    1.00    --  110.00 -57.00  30.00  132
 21  ω     46.00 107.00   0.50    1.00    --  110.00 -99.00   0.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1037798000
_diffrn_orient_matrix_UB_12      -0.0506803000
_diffrn_orient_matrix_UB_13      0.0474960000
_diffrn_orient_matrix_UB_21      -0.0577841000
_diffrn_orient_matrix_UB_22      -0.0605515000
_diffrn_orient_matrix_UB_23      -0.1071654000
_diffrn_orient_matrix_UB_31      0.1084126000
_diffrn_orient_matrix_UB_32      -0.0807844000
_diffrn_orient_matrix_UB_33      0.0506065000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.502
_reflns_Friedel_fraction_full    0.584
_reflns_Friedel_fraction_max     0.520
_reflns_number_gt                5151
_reflns_number_total             5324
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 
;
 Flack x determined using 1640 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         5324
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0395P)²+3.0292P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1091
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 O2W-H2WB
 0.85 with sigma of 0.01
 O1W-H1WB
 0.85 with sigma of 0.01
 H2WB-H1WB
 2.1 with sigma of 0.02
 H1WB-H2WB
 2.2 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C7) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C8) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C15) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C16) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Ternary CH refined with riding coordinates:
 C12(H12A), C1(H1)
4.b Aromatic/amide H refined with riding coordinates:
 N6(H6), N10(H10), N8(H8), N2(H2), N12(H12), C17(H17), C6(H6A), C9(H9),
 C20(H20), C14(H14), C22(H22), C10(H10A), C21(H21), C11(H11), C5(H5), C8(H8A),
 C3(H3), C19(H19), C4(H4A), C18(H18), C7(H7), C16(H16), C15(H15)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
V1 V 0.20913(8) 0.70291(6) 0.77151(6) 0.02056(19) Uani 1 1 d . . . . .
V2 V 0.25779(8) 0.27039(7) 0.74184(6) 0.02116(19) Uani 1 1 d . . . . .
O6 O 0.0523(3) 0.3193(3) 0.6582(3) 0.0225(7) Uani 1 1 d . . . . .
O5 O 0.2444(3) 0.3856(3) 0.8320(3) 0.0204(7) Uani 1 1 d . . . . .
O7 O -0.1219(3) 0.3991(3) 0.6900(3) 0.0255(8) Uani 1 1 d . . . . .
O3 O 0.1913(4) 0.5245(3) 1.0288(3) 0.0247(8) Uani 1 1 d . . . . .
O1 O 0.1146(3) 0.5749(3) 0.7403(3) 0.0214(7) Uani 1 1 d . . . . .
O2 O 0.2598(4) 0.6397(3) 0.9349(3) 0.0255(8) Uani 1 1 d . . . . .
O4 O 0.1661(4) 0.7502(3) 0.6502(3) 0.0257(8) Uani 1 1 d . . . . .
O8 O 0.4126(4) 0.2298(3) 0.8072(3) 0.0263(8) Uani 1 1 d . . . . .
O1W O 0.2900(4) 0.8017(4) 0.4923(4) 0.0386(10) Uani 1 1 d D . . . .
O3W O 0.7549(5) 0.3777(5) 0.8480(4) 0.0388(10) Uani 1 1 d . . . . .
N6 N 0.5660(4) 0.5345(4) 0.7820(4) 0.0300(10) Uani 1 1 d . . . . .
H6 H 0.614819 0.481640 0.798246 0.036 Uiso 1 1 calc R U . . .
N9 N 0.2068(4) 0.1647(3) 0.6161(3) 0.0242(9) Uani 1 1 d . . . . .
N1 N 0.0360(4) 0.7694(4) 0.8057(3) 0.0248(8) Uani 1 1 d . . . . .
N10 N 0.1000(4) 0.0899(3) 0.4585(3) 0.0246(9) Uani 1 1 d . . . . .
H10 H 0.034980 0.072845 0.398903 0.030 Uiso 1 1 calc R U . . .
N3 N 0.3407(4) 0.8181(3) 0.8575(4) 0.0260(9) Uani 1 1 d . . . . .
N11 N 0.3199(4) 0.3575(3) 0.6301(4) 0.0257(9) Uani 1 1 d . . . . .
N7 N 0.1647(4) 0.1823(3) 0.8355(3) 0.0241(9) Uani 1 1 d . . . . .
O4W O 0.6696(5) 0.1749(5) 0.8133(4) 0.0504(15) Uani 1 1 d . . . . .
N5 N 0.3962(4) 0.6389(3) 0.7631(4) 0.0256(9) Uani 1 1 d . . . . .
N4 N 0.5288(5) 0.8857(4) 0.9737(4) 0.0304(10) Uani 1 1 d . . . . .
O2W O 0.2804(6) 0.6326(4) 0.3812(5) 0.0520(13) Uani 1 1 d D . . . .
N8 N 0.0183(5) 0.0991(4) 0.8933(4) 0.0384(12) Uani 1 1 d . . . . .
H8 H -0.058514 0.073138 0.894310 0.046 Uiso 1 1 calc R U . . .
N2 N -0.0912(5) 0.8592(4) 0.8791(4) 0.0350(11) Uani 1 1 d . . . . .
H2 H -0.115653 0.891471 0.927556 0.042 Uiso 1 1 calc R U . . .
N12 N 0.3307(5) 0.4707(4) 0.5124(4) 0.0315(10) Uani 1 1 d . . . . .
H12 H 0.312375 0.523080 0.472810 0.038 Uiso 1 1 calc R U . . .
C13 C 0.0033(5) 0.3758(4) 0.7144(4) 0.0209(10) Uani 1 1 d . . . . .
C12 C 0.1084(5) 0.4149(4) 0.8229(4) 0.0185(9) Uani 1 1 d . . . . .
H12A H 0.085295 0.385347 0.884612 0.022 Uiso 1 1 calc R U . . .
C2 C 0.1892(5) 0.5652(4) 0.9399(4) 0.0217(10) Uani 1 1 d . . . . .
C17 C 0.0899(5) 0.1580(4) 0.5305(4) 0.0257(11) Uani 1 1 d . . . . .
H17 H 0.010828 0.195932 0.521817 0.031 Uiso 1 1 calc R U . . .
C6 C 0.4441(5) 0.8074(4) 0.9514(4) 0.0263(11) Uani 1 1 d . . . . .
H6A H 0.456774 0.752392 0.996679 0.032 Uiso 1 1 calc R U . . .
C9 C 0.4438(5) 0.5496(4) 0.7947(4) 0.0254(11) Uani 1 1 d . . . . .
H9 H 0.396773 0.503217 0.822398 0.031 Uiso 1 1 calc R U . . .
C20 C 0.2656(5) 0.4410(4) 0.5818(5) 0.0288(12) Uani 1 1 d . . . . .
H20 H 0.192306 0.474166 0.594552 0.035 Uiso 1 1 calc R U . . .
C1 C 0.0916(5) 0.5255(4) 0.8293(4) 0.0192(9) Uani 1 1 d . . . . .
H1 H -0.004613 0.538668 0.826054 0.023 Uiso 1 1 calc R U . . .
C14 C 0.0360(6) 0.1536(5) 0.8115(5) 0.0337(13) Uani 1 1 d . . . . .
H14 H -0.034758 0.168823 0.745935 0.040 Uiso 1 1 calc R U . . .
C22 C 0.4254(6) 0.3338(5) 0.5875(5) 0.0315(12) Uani 1 1 d . . . . .
H22 H 0.482259 0.278584 0.606099 0.038 Uiso 1 1 calc R U . . .
C10 C 0.4956(6) 0.6819(5) 0.7278(5) 0.0393(15) Uani 1 1 d . . . . .
H10A H 0.491407 0.745518 0.700665 0.047 Uiso 1 1 calc R U . . .
C21 C 0.4318(6) 0.4035(5) 0.5150(5) 0.0334(12) Uani 1 1 d . . . . .
H21 H 0.493011 0.405585 0.474460 0.040 Uiso 1 1 calc R U . . .
C11 C 0.6010(7) 0.6182(6) 0.7382(6) 0.0433(16) Uani 1 1 d . . . . .
H11 H 0.680938 0.628954 0.719507 0.052 Uiso 1 1 calc R U . . .
C5 C -0.0901(6) 0.7893(6) 0.7283(5) 0.0473(18) Uani 1 1 d . . . . .
H5 H -0.117953 0.767889 0.655203 0.057 Uiso 1 1 calc R U . . .
C8 C 0.3587(8) 0.9068(5) 0.8190(6) 0.0542(19) Uani 1 1 d . U . . .
H8A H 0.300434 0.934792 0.753837 0.065 Uiso 1 1 calc R U . . .
C3 C 0.0322(6) 0.8135(5) 0.8953(5) 0.0356(13) Uani 1 1 d . . . . .
H3 H 0.105458 0.813603 0.962137 0.043 Uiso 1 1 calc R U . . .
C19 C 0.2988(6) 0.0979(5) 0.5950(5) 0.0366(14) Uani 1 1 d . . . . .
H19 H 0.390127 0.086362 0.640272 0.044 Uiso 1 1 calc R U . . .
C4 C -0.1688(7) 0.8442(6) 0.7720(6) 0.0491(18) Uani 1 1 d . . . . .
H4A H -0.258535 0.867298 0.735912 0.059 Uiso 1 1 calc R U . . .
C18 C 0.2325(6) 0.0520(5) 0.4964(5) 0.0351(13) Uani 1 1 d . . . . .
H18 H 0.269802 0.004556 0.462014 0.042 Uiso 1 1 calc R U . . .
C7 C 0.4761(8) 0.9500(6) 0.8902(7) 0.062(2) Uani 1 1 d . U . . .
H7 H 0.512157 1.011230 0.882468 0.074 Uiso 1 1 calc R U . . .
C16 C 0.2330(8) 0.1445(7) 0.9382(6) 0.056(2) Uani 1 1 d . U . . .
H16 H 0.327218 0.153207 0.977664 0.067 Uiso 1 1 calc R U . . .
C15 C 0.1426(9) 0.0928(8) 0.9731(7) 0.065(2) Uani 1 1 d . U . . .
H15 H 0.162593 0.059156 1.039824 0.079 Uiso 1 1 calc R U . . .
H4 H 0.599(8) 0.888(6) 1.027(7) 0.05(2) Uiso 1 1 d . . . . .
H1WA H 0.245(7) 0.785(5) 0.539(5) 0.033(17) Uiso 1 1 d . . . . .
H3WA H 0.786(6) 0.384(5) 0.795(5) 0.022(15) Uiso 1 1 d . . . . .
H4WA H 0.597(7) 0.191(5) 0.820(5) 0.026(16) Uiso 1 1 d . . . . .
H3WB H 0.741(7) 0.324(6) 0.842(6) 0.03(2) Uiso 1 1 d . . . . .
H4WB H 0.695(8) 0.138(6) 0.849(6) 0.03(2) Uiso 1 1 d . . . . .
H1WB H 0.231(6) 0.832(4) 0.440(3) 0.06(2) Uiso 1 1 d D . . . .
H2WA H 0.328(6) 0.632(5) 0.335(5) 0.019(15) Uiso 1 1 d . . . . .
H2WB H 0.300(8) 0.684(3) 0.421(6) 0.07(3) Uiso 1 1 d D . . . .


_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 1.968(4) . ?
V1 O2 2.158(4) . ?
V1 O4 1.601(4) . ?
V1 N1 2.145(4) . ?
V1 N3 2.119(4) . ?
V1 N5 2.123(4) . ?
V2 O6 2.114(3) . ?
V2 O5 1.980(4) . ?
V2 O8 1.615(3) . ?
V2 N9 2.093(4) . ?
V2 N11 2.107(5) . ?
V2 N7 2.123(4) . ?
O6 C13 1.261(6) . ?
O5 C12 1.404(5) . ?
O7 C13 1.245(6) . ?
O3 C2 1.259(6) . ?
O1 C1 1.406(6) . ?
O2 C2 1.256(6) . ?
O1W H1WA 0.89(7) . ?
O1W H1WB 0.849(13) . ?
O3W H3WA 0.84(7) . ?
O3W H3WB 0.75(8) . ?
N6 H6 0.8600 . ?
N6 C9 1.319(7) . ?
N6 C11 1.368(9) . ?
N9 C17 1.326(7) . ?
N9 C19 1.393(7) . ?
N1 C5 1.363(7) . ?
N1 C3 1.306(7) . ?
N10 H10 0.8600 . ?
N10 C17 1.334(7) . ?
N10 C18 1.371(7) . ?
N3 C6 1.317(7) . ?
N3 C8 1.340(8) . ?
N11 C20 1.325(7) . ?
N11 C22 1.389(7) . ?
N7 C14 1.299(7) . ?
N7 C16 1.368(8) . ?
O4W H4WA 0.80(7) . ?
O4W H4WB 0.67(8) . ?
N5 C9 1.322(7) . ?
N5 C10 1.365(7) . ?
N4 C6 1.340(7) . ?
N4 C7 1.348(9) . ?
N4 H4 0.81(8) . ?
O2W H2WA 0.88(6) . ?
O2W H2WB 0.854(13) . ?
N8 H8 0.8600 . ?
N8 C14 1.342(8) . ?
N8 C15 1.339(10) . ?
N2 H2 0.8600 . ?
N2 C3 1.352(7) . ?
N2 C4 1.351(8) . ?
N12 H12 0.8600 . ?
N12 C20 1.330(7) . ?
N12 C21 1.368(8) . ?
C13 C12 1.540(6) . ?
C12 H12A 0.9800 . ?
C12 C1 1.522(7) . ?
C2 C1 1.533(7) . ?
C17 H17 0.9300 . ?
C6 H6A 0.9300 . ?
C9 H9 0.9300 . ?
C20 H20 0.9300 . ?
C1 H1 0.9800 . ?
C14 H14 0.9300 . ?
C22 H22 0.9300 . ?
C22 C21 1.344(8) . ?
C10 H10A 0.9300 . ?
C10 C11 1.349(9) . ?
C21 H21 0.9300 . ?
C11 H11 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.342(9) . ?
C8 H8A 0.9300 . ?
C8 C7 1.371(10) . ?
C3 H3 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.368(8) . ?
C4 H4A 0.9300 . ?
C18 H18 0.9300 . ?
C7 H7 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.344(10) . ?
C15 H15 0.9300 . ?

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 77.71(13) . . ?
O1 V1 N1 92.23(16) . . ?
O1 V1 N3 160.76(15) . . ?
O1 V1 N5 90.52(16) . . ?
O4 V1 O1 101.59(16) . . ?
O4 V1 O2 178.04(17) . . ?
O4 V1 N1 92.65(18) . . ?
O4 V1 N3 97.39(18) . . ?
O4 V1 N5 94.61(18) . . ?
N1 V1 O2 85.56(16) . . ?
N3 V1 O2 83.42(15) . . ?
N3 V1 N1 89.98(18) . . ?
N3 V1 N5 84.84(18) . . ?
N5 V1 O2 87.24(16) . . ?
N5 V1 N1 171.57(17) . . ?
O6 V2 N7 85.18(15) . . ?
O5 V2 O6 78.39(13) . . ?
O5 V2 N9 161.20(15) . . ?
O5 V2 N11 92.30(16) . . ?
O5 V2 N7 89.58(16) . . ?
O8 V2 O6 178.03(18) . . ?
O8 V2 O5 102.26(16) . . ?
O8 V2 N9 96.54(18) . . ?
O8 V2 N11 95.01(18) . . ?
O8 V2 N7 92.96(18) . . ?
N9 V2 O6 82.85(15) . . ?
N9 V2 N11 85.48(18) . . ?
N9 V2 N7 89.99(17) . . ?
N11 V2 O6 86.81(16) . . ?
N11 V2 N7 171.23(17) . . ?
C13 O6 V2 114.4(3) . . ?
C12 O5 V2 115.5(3) . . ?
C1 O1 V1 117.4(3) . . ?
C2 O2 V1 114.4(3) . . ?
H1WA O1W H1WB 106(7) . . ?
H3WA O3W H3WB 97(7) . . ?
C9 N6 H6 126.3 . . ?
C9 N6 C11 107.5(5) . . ?
C11 N6 H6 126.3 . . ?
C17 N9 V2 127.5(4) . . ?
C17 N9 C19 105.7(5) . . ?
C19 N9 V2 125.9(4) . . ?
C5 N1 V1 125.0(4) . . ?
C3 N1 V1 129.5(4) . . ?
C3 N1 C5 104.6(5) . . ?
C17 N10 H10 126.1 . . ?
C17 N10 C18 107.9(4) . . ?
C18 N10 H10 126.1 . . ?
C6 N3 V1 124.6(4) . . ?
C6 N3 C8 105.7(5) . . ?
C8 N3 V1 128.1(4) . . ?
C20 N11 V2 129.0(4) . . ?
C20 N11 C22 105.9(5) . . ?
C22 N11 V2 125.1(4) . . ?
C14 N7 V2 129.5(4) . . ?
C14 N7 C16 105.4(5) . . ?
C16 N7 V2 125.1(4) . . ?
H4WA O4W H4WB 107(8) . . ?
C9 N5 V1 127.3(4) . . ?
C9 N5 C10 105.1(5) . . ?
C10 N5 V1 127.6(4) . . ?
C6 N4 C7 106.9(5) . . ?
C6 N4 H4 123(6) . . ?
C7 N4 H4 131(6) . . ?
H2WA O2W H2WB 109(7) . . ?
C14 N8 H8 126.4 . . ?
C15 N8 H8 126.4 . . ?
C15 N8 C14 107.2(5) . . ?
C3 N2 H2 126.7 . . ?
C4 N2 H2 126.7 . . ?
C4 N2 C3 106.7(5) . . ?
C20 N12 H12 125.9 . . ?
C20 N12 C21 108.2(5) . . ?
C21 N12 H12 125.9 . . ?
O6 C13 C12 116.0(4) . . ?
O7 C13 O6 125.0(4) . . ?
O7 C13 C12 118.9(4) . . ?
O5 C12 C13 110.3(4) . . ?
O5 C12 H12A 107.7 . . ?
O5 C12 C1 113.7(4) . . ?
C13 C12 H12A 107.7 . . ?
C1 C12 C13 109.5(4) . . ?
C1 C12 H12A 107.7 . . ?
O3 C2 C1 119.4(5) . . ?
O2 C2 O3 124.2(5) . . ?
O2 C2 C1 116.4(4) . . ?
N9 C17 N10 111.5(5) . . ?
N9 C17 H17 124.3 . . ?
N10 C17 H17 124.3 . . ?
N3 C6 N4 111.6(5) . . ?
N3 C6 H6A 124.2 . . ?
N4 C6 H6A 124.2 . . ?
N6 C9 N5 111.8(5) . . ?
N6 C9 H9 124.1 . . ?
N5 C9 H9 124.1 . . ?
N11 C20 N12 110.5(5) . . ?
N11 C20 H20 124.7 . . ?
N12 C20 H20 124.7 . . ?
O1 C1 C12 112.3(4) . . ?
O1 C1 C2 110.4(4) . . ?
O1 C1 H1 107.8 . . ?
C12 C1 C2 110.4(4) . . ?
C12 C1 H1 107.8 . . ?
C2 C1 H1 107.8 . . ?
N7 C14 N8 111.4(5) . . ?
N7 C14 H14 124.3 . . ?
N8 C14 H14 124.3 . . ?
N11 C22 H22 125.6 . . ?
C21 C22 N11 108.9(5) . . ?
C21 C22 H22 125.6 . . ?
N5 C10 H10A 125.1 . . ?
C11 C10 N5 109.8(6) . . ?
C11 C10 H10A 125.1 . . ?
N12 C21 H21 126.8 . . ?
C22 C21 N12 106.5(5) . . ?
C22 C21 H21 126.8 . . ?
N6 C11 H11 127.0 . . ?
C10 C11 N6 105.9(5) . . ?
C10 C11 H11 127.0 . . ?
N1 C5 H5 124.6 . . ?
C4 C5 N1 110.8(6) . . ?
C4 C5 H5 124.6 . . ?
N3 C8 H8A 125.2 . . ?
N3 C8 C7 109.7(6) . . ?
C7 C8 H8A 125.2 . . ?
N1 C3 N2 111.8(5) . . ?
N1 C3 H3 124.1 . . ?
N2 C3 H3 124.1 . . ?
N9 C19 H19 125.7 . . ?
C18 C19 N9 108.6(5) . . ?
C18 C19 H19 125.7 . . ?
N2 C4 H4A 126.9 . . ?
C5 C4 N2 106.1(6) . . ?
C5 C4 H4A 126.9 . . ?
N10 C18 H18 126.8 . . ?
C19 C18 N10 106.3(5) . . ?
C19 C18 H18 126.8 . . ?
N4 C7 C8 106.1(6) . . ?
N4 C7 H7 126.9 . . ?
C8 C7 H7 126.9 . . ?
N7 C16 H16 125.4 . . ?
C15 C16 N7 109.3(7) . . ?
C15 C16 H16 125.4 . . ?
N8 C15 C16 106.8(7) . . ?
N8 C15 H15 126.6 . . ?
C16 C15 H15 126.6 . . ?

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
V1 O1 C1 C12 -143.3(3) . . . . ?
V1 O1 C1 C2 -19.6(5) . . . . ?
V1 O2 C2 O3 -171.5(4) . . . . ?
V1 O2 C2 C1 6.3(5) . . . . ?
V1 N1 C5 C4 -170.5(5) . . . . ?
V1 N1 C3 N2 170.3(4) . . . . ?
V1 N3 C6 N4 165.6(4) . . . . ?
V1 N3 C8 C7 -165.0(6) . . . . ?
V1 N5 C9 N6 -177.6(4) . . . . ?
V1 N5 C10 C11 178.1(5) . . . . ?
V2 O6 C13 O7 -166.5(4) . . . . ?
V2 O6 C13 C12 11.4(5) . . . . ?
V2 O5 C12 C13 -21.2(5) . . . . ?
V2 O5 C12 C1 -144.7(3) . . . . ?
V2 N9 C17 N10 171.4(4) . . . . ?
V2 N9 C19 C18 -170.5(4) . . . . ?
V2 N11 C20 N12 -177.0(4) . . . . ?
V2 N11 C22 C21 177.0(4) . . . . ?
V2 N7 C14 N8 -179.4(4) . . . . ?
V2 N7 C16 C15 179.8(6) . . . . ?
O6 C13 C12 O5 5.6(6) . . . . ?
O6 C13 C12 C1 131.4(4) . . . . ?
O5 C12 C1 O1 64.2(5) . . . . ?
O5 C12 C1 C2 -59.5(5) . . . . ?
O7 C13 C12 O5 -176.4(4) . . . . ?
O7 C13 C12 C1 -50.6(6) . . . . ?
O3 C2 C1 O1 -174.4(4) . . . . ?
O3 C2 C1 C12 -49.6(6) . . . . ?
O2 C2 C1 O1 7.6(6) . . . . ?
O2 C2 C1 C12 132.4(4) . . . . ?
N9 C19 C18 N10 -0.8(7) . . . . ?
N1 C5 C4 N2 -0.1(9) . . . . ?
N3 C8 C7 N4 -0.5(11) . . . . ?
N11 C22 C21 N12 0.1(7) . . . . ?
N7 C16 C15 N8 -0.7(11) . . . . ?
N5 C10 C11 N6 -0.6(8) . . . . ?
C13 C12 C1 O1 -59.7(5) . . . . ?
C13 C12 C1 C2 176.6(4) . . . . ?
C17 N9 C19 C18 -0.6(7) . . . . ?
C17 N10 C18 C19 1.8(7) . . . . ?
C6 N3 C8 C7 0.8(9) . . . . ?
C6 N4 C7 C8 0.0(9) . . . . ?
C9 N6 C11 C10 0.8(7) . . . . ?
C9 N5 C10 C11 0.2(7) . . . . ?
C20 N11 C22 C21 0.1(6) . . . . ?
C20 N12 C21 C22 -0.2(7) . . . . ?
C14 N7 C16 C15 0.5(10) . . . . ?
C14 N8 C15 C16 0.5(10) . . . . ?
C22 N11 C20 N12 -0.2(6) . . . . ?
C10 N5 C9 N6 0.4(6) . . . . ?
C21 N12 C20 N11 0.3(7) . . . . ?
C11 N6 C9 N5 -0.7(7) . . . . ?
C5 N1 C3 N2 1.1(8) . . . . ?
C8 N3 C6 N4 -0.8(7) . . . . ?
C3 N1 C5 C4 -0.6(9) . . . . ?
C3 N2 C4 C5 0.7(9) . . . . ?
C19 N9 C17 N10 1.8(6) . . . . ?
C4 N2 C3 N1 -1.2(8) . . . . ?
C18 N10 C17 N9 -2.3(7) . . . . ?
C7 N4 C6 N3 0.5(8) . . . . ?
C16 N7 C14 N8 -0.2(8) . . . . ?
C15 N8 C14 N7 -0.2(8) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.612
_oxdiff_exptl_absorpt_empirical_full_min 0.675
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1815
_database_code_depnum_ccdc_archive 'CCDC 2045906'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University
China
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2023-10-16 downloaded from the CCDC.
;
_audit_creation_date             2023-07-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_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
_chemical_absolute_configuration rm
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.88630(10)
_cell_length_b                   19.59970(10)
_cell_length_c                   9.86860(10)
_cell_angle_alpha                90
_cell_angle_beta                 108.9070(10)
_cell_angle_gamma                90
_cell_volume                     1626.07(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16104
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.3400
_cell_measurement_theta_min      4.5070
_shelx_estimated_absorpt_T_max   0.404
_shelx_estimated_absorpt_T_min   0.404
_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_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_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
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_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
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_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_source                   ?
_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_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_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_coef       .
_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_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      1.100
_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
_refine_special_details          ?
_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)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 . . . . .


_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 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_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_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) . . . . ?

_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
;
# start Validation Reply Form
_vrf_PLAT915_exp_1815            
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         41 % 
RESPONSE: The low coverage
is likely to come from the method of collection (\w-scans).
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_673
_database_code_depnum_ccdc_archive 'CCDC 1863907'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University, Xiamen, 361005, China
China
;
_audit_update_record             
;
2018-08-25 deposited with the CCDC.	2023-10-16 downloaded from the CCDC.
;
_audit_creation_date             2018-08-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N12 O8 V2, 4(H2 O)'
_chemical_formula_sum            'C22 H34 N12 O12 V2'
_chemical_formula_weight         760.49
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C46 H64 N22 O24 V4 '
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.16620(10)
_cell_length_b                   13.61250(10)
_cell_length_c                   12.80470(10)
_cell_angle_alpha                90
_cell_angle_beta                 109.4050(10)
_cell_angle_gamma                90
_cell_volume                     1671.35(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19341
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.4960
_cell_measurement_theta_min      4.5920
_shelx_estimated_absorpt_T_max   0.617
_shelx_estimated_absorpt_T_min   0.617
_exptl_absorpt_coefficient_mu    5.352
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69398
_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_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22233
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.854
_diffrn_reflns_theta_min         3.660
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00  24.00   0.50    0.10    --  -47.96  57.00  30.00  160
  2  ω    -59.00  25.00   0.50    0.10    --  -47.96  57.00 150.00  168
  3  ω    -60.00  22.00   0.50    0.10    --  -47.96  57.00 -90.00  164
  4  ω   -115.00 -85.00   0.50    0.10    --  -47.96-125.00 150.00   60
  5  ω     49.00  78.00   0.50    0.10    --   47.96  57.00 -30.00   58
  6  ω     80.00 120.00   0.50    0.10    --   47.96  57.00 -30.00   80
  7  ω     14.00  55.00   0.50    0.10    --   47.96 -19.00  30.00   82
  8  ω   -113.00 -87.00   0.50    0.39    --  -86.25 -94.00-120.00   52
  9  ω   -130.00 -91.00   0.50    0.39    --  -86.25-125.00  60.00   78
 10  ω     38.00  64.00   0.50    0.39    --  107.75-125.00-150.00   52
 11  ω     92.00 165.00   0.50    0.39    --  107.75  61.00-150.00  146
 12  ω     38.00 112.00   0.50    0.39    --  107.75 -77.00 150.00  148
 13  ω     35.00  65.00   0.50    0.39    --  107.75-125.00  90.00   60
 14  ω    115.00 167.00   0.50    0.39    --  107.75  15.00  90.00  104
 15  ω    102.00 170.00   0.50    0.39    --  107.75 125.00  90.00  136
 16  ω     83.00 109.00   0.50    0.39    --  107.75 -94.00   0.00   52
 17  ω     89.00 121.00   0.50    0.39    --  107.75 -15.00-120.00   64
 18  ω     37.00  63.00   0.50    0.39    --  107.75 -94.00   0.00   52
 19  ω     92.00 162.00   0.50    0.39    --  107.75 125.00  30.00  140
 20  ω     35.00  68.00   0.50    0.39    --  107.75 -61.00   0.00   66
 21  ω     77.00 122.00   0.50    0.39    --  107.75 -61.00   0.00   90
 22  ω     35.00 114.00   0.50    0.39    --  107.75 -30.00 150.00  158
 23  ω     35.00  65.00   0.50    0.39    --  107.75 -15.00-120.00   60
 24  ω     81.00 117.00   0.50    0.39    --  107.75-125.00-180.00   72
 25  ω     96.00 168.00   0.50    0.39    --  107.75  15.00 150.00  144
 26  ω     68.00 117.00   0.50    0.39    --  107.75-125.00   0.00   98
 27  ω     39.00  64.00   0.50    0.39    --  107.75-125.00-180.00   50
 28  ω     77.00 106.00   0.50    0.39    --  107.75-125.00  90.00   58
 29  ω     56.00  83.00   0.50    0.39    --  107.75-125.00 -30.00   54
 30  ω     92.00 121.00   0.50    0.39    --  107.75 125.00 120.00   58
 31  ω    136.00 174.00   0.50    0.39    --  107.75 125.00 120.00   76
 32  ω     38.00  81.00   0.50    0.39    --  107.75 -94.00-120.00   86
 33  ω     88.00 117.00   0.50    0.39    --  107.75-125.00 -30.00   58
 34  ω     77.00 102.00   0.50    0.39    --  107.75 -94.00  90.00   50
 35  ω    100.00 125.00   0.50    0.39    --  107.75  61.00-180.00   50
 36  ω    143.00 170.00   0.50    0.39    --  107.75  61.00-180.00   54
 37  ω     82.00 116.00   0.50    0.39    --  107.75-125.00-150.00   68
 38  ω     39.00  70.00   0.50    0.39    --  107.75 -94.00 150.00   62
 39  ω     83.00 116.00   0.50    0.39    --  107.75-125.00 -60.00   66
 40  ω     99.00 124.00   0.50    0.39    --  107.75  61.00 -60.00   50
 41  ω    148.00 173.00   0.50    0.39    --  107.75  61.00 -60.00   50
 42  ω     79.00 108.00   0.50    0.39    --  107.75 -94.00  60.00   58
 43  ω     45.00 121.00   0.50    0.39    --  107.75 -45.00   0.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0490683000
_diffrn_orient_matrix_UB_12      -0.1048780000
_diffrn_orient_matrix_UB_13      -0.0134726000
_diffrn_orient_matrix_UB_21      -0.1127018000
_diffrn_orient_matrix_UB_22      -0.0424005000
_diffrn_orient_matrix_UB_23      0.0431872000
_diffrn_orient_matrix_UB_31      -0.1034435000
_diffrn_orient_matrix_UB_32      -0.0035623000
_diffrn_orient_matrix_UB_33      -0.1192663000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.863
_reflns_Friedel_fraction_full    0.965
_reflns_Friedel_fraction_max     0.929
_reflns_number_gt                6676
_reflns_number_total             6846
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Flack x determined using 2992 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.0019(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         6846
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0257
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+1.0622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0695
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 O3W-H3WB
 0.85 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C12(H12A), C1(H1)
3.b Aromatic/amide H refined with riding coordinates:
 N6(H6), N10(H10), N8(H8), N4(H4), N12(H12), C17(H17), C6(H6A), C20(H20),
 C9(H9), C14(H14), C22(H22), C11(H11), C21(H21), C10(H10A), C3(H3), C8(H8A),
 C5(H5), C19(H19), C4(H4A), C18(H18), C7(H7), C16(H16), C15(H15)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
V1 V 0.29130(5) 0.29926(3) 0.22814(3) 0.01400(10) Uani 1 1 d . . . . .
V2 V 0.24257(4) 0.73271(3) 0.25749(3) 0.01398(10) Uani 1 1 d . . . . .
O3 O 0.3084(2) 0.47813(16) -0.02871(15) 0.0180(4) Uani 1 1 d . . . . .
O6 O 0.44803(19) 0.68424(15) 0.34125(15) 0.0166(4) Uani 1 1 d . . . . .
O5 O 0.25585(19) 0.61723(14) 0.16797(15) 0.0148(4) Uani 1 1 d . . . . .
O7 O 0.6218(2) 0.60329(15) 0.31007(16) 0.0182(4) Uani 1 1 d . . . . .
O1 O 0.38575(19) 0.42803(14) 0.25920(15) 0.0149(4) Uani 1 1 d . . . . .
O2 O 0.2402(2) 0.36254(15) 0.06485(16) 0.0186(4) Uani 1 1 d . . . . .
O4 O 0.3349(2) 0.25159(15) 0.34976(16) 0.0193(4) Uani 1 1 d . . . . .
O8 O 0.0874(2) 0.77334(15) 0.19189(16) 0.0195(4) Uani 1 1 d . . . . .
O1W O 0.7458(3) 0.6263(2) 0.1534(2) 0.0302(5) Uani 1 1 d . . . . .
O4W O 0.2091(2) 0.19938(19) 0.5062(2) 0.0279(5) Uani 1 1 d . . . . .
O2W O 0.1687(3) 0.3293(2) 0.8122(2) 0.0366(6) Uani 1 1 d . . . . .
N6 N -0.0653(3) 0.4685(2) 0.2177(2) 0.0230(5) Uani 1 1 d . . . . .
H6 H -0.1137 0.5217 0.2024 0.028 Uiso 1 1 calc R . . . .
O3W O 0.2217(3) 0.3694(2) 0.6181(2) 0.0391(6) Uani 1 1 d D . . . .
N3 N 0.1605(3) 0.18436(18) 0.1419(2) 0.0189(5) Uani 1 1 d . . . . .
N9 N 0.2938(2) 0.83893(18) 0.38384(19) 0.0179(5) Uani 1 1 d . . . . .
N11 N 0.1804(2) 0.64580(19) 0.3686(2) 0.0177(5) Uani 1 1 d . . . . .
N10 N 0.3995(3) 0.91202(19) 0.5421(2) 0.0196(5) Uani 1 1 d . . . . .
H10 H 0.4638 0.9284 0.6026 0.024 Uiso 1 1 calc R . . . .
N1 N 0.4640(2) 0.2328(2) 0.1943(2) 0.0197(5) Uani 1 1 d . . . . .
N7 N 0.3349(2) 0.82039(18) 0.16349(19) 0.0184(5) Uani 1 1 d . . . . .
N5 N 0.1048(3) 0.36313(19) 0.2359(2) 0.0185(5) Uani 1 1 d . . . . .
N2 N 0.5911(3) 0.1439(2) 0.1207(2) 0.0260(6) Uani 1 1 d . . . . .
N8 N 0.4820(3) 0.9038(2) 0.1064(3) 0.0301(6) Uani 1 1 d . . . . .
H8 H 0.5586 0.9301 0.1056 0.036 Uiso 1 1 calc R . . . .
N4 N -0.0277(3) 0.1171(2) 0.0259(2) 0.0233(5) Uani 1 1 d . . . . .
H4 H -0.1017 0.1095 -0.0307 0.028 Uiso 1 1 calc R . . . .
N12 N 0.1708(3) 0.5319(2) 0.4868(2) 0.0244(5) Uani 1 1 d . . . . .
H12 H 0.1898 0.4794 0.5265 0.029 Uiso 1 1 calc R . . . .
C12 C 0.3917(3) 0.5888(2) 0.1771(2) 0.0143(5) Uani 1 1 d . . . . .
H12A H 0.4143 0.6185 0.1155 0.017 Uiso 1 1 calc R . . . .
C13 C 0.4963(3) 0.6271(2) 0.2848(2) 0.0150(5) Uani 1 1 d . . . . .
C2 C 0.3109(3) 0.4374(2) 0.0602(2) 0.0151(5) Uani 1 1 d . . . . .
C17 C 0.4112(3) 0.8456(2) 0.4685(2) 0.0187(5) Uani 1 1 d . . . . .
H17 H 0.4912 0.8091 0.4760 0.022 Uiso 1 1 calc R . . . .
C6 C 0.0563(3) 0.1954(2) 0.0482(2) 0.0186(6) Uani 1 1 d . . . . .
H6A H 0.0429 0.2507 0.0033 0.022 Uiso 1 1 calc R . . . .
C1 C 0.4079(3) 0.4770(2) 0.1705(2) 0.0140(5) Uani 1 1 d . . . . .
H1 H 0.5040 0.4637 0.1739 0.017 Uiso 1 1 calc R . . . .
C20 C 0.2354(3) 0.5622(2) 0.4175(3) 0.0212(6) Uani 1 1 d . . . . .
H20 H 0.3090 0.5294 0.4051 0.025 Uiso 1 1 calc R . . . .
C9 C 0.0580(3) 0.4528(2) 0.2046(2) 0.0194(6) Uani 1 1 d . . . . .
H9 H 0.1051 0.4992 0.1770 0.023 Uiso 1 1 calc R . . . .
C14 C 0.4649(3) 0.8498(2) 0.1881(3) 0.0253(6) Uani 1 1 d . . . . .
H14 H 0.5357 0.8349 0.2538 0.030 Uiso 1 1 calc R . . . .
C22 C 0.0751(3) 0.6687(2) 0.4108(3) 0.0222(6) Uani 1 1 d . . . . .
H22 H 0.0177 0.7236 0.3918 0.027 Uiso 1 1 calc R . . . .
C11 C 0.0051(3) 0.3191(3) 0.2713(3) 0.0309(7) Uani 1 1 d . . . . .
H11 H 0.0093 0.2554 0.2984 0.037 Uiso 1 1 calc R . . . .
C21 C 0.0687(3) 0.5988(3) 0.4840(3) 0.0255(6) Uani 1 1 d . . . . .
H21 H 0.0076 0.5965 0.5242 0.031 Uiso 1 1 calc R . . . .
C10 C -0.1002(4) 0.3836(3) 0.2602(3) 0.0344(8) Uani 1 1 d . . . . .
H10A H -0.1806 0.3725 0.2780 0.041 Uiso 1 1 calc R . . . .
C3 C 0.4679(3) 0.1889(3) 0.1042(3) 0.0266(7) Uani 1 1 d . . . . .
H3 H 0.3947 0.1889 0.0372 0.032 Uiso 1 1 calc R . . . .
C8 C 0.1424(4) 0.0941(3) 0.1811(3) 0.0464(11) Uani 1 1 d . . . . .
H8A H 0.2004 0.0660 0.2464 0.056 Uiso 1 1 calc R . . . .
C5 C 0.5909(4) 0.2130(3) 0.2732(3) 0.0368(9) Uani 1 1 d . . . . .
H5 H 0.6183 0.2338 0.3465 0.044 Uiso 1 1 calc R . . . .
C19 C 0.2015(3) 0.9040(2) 0.4057(3) 0.0251(6) Uani 1 1 d . . . . .
H19 H 0.1100 0.9149 0.3604 0.030 Uiso 1 1 calc R . . . .
C4 C 0.6702(4) 0.1585(3) 0.2282(3) 0.0373(8) Uani 1 1 d . . . . .
H4A H 0.7604 0.1358 0.2637 0.045 Uiso 1 1 calc R . . . .
C18 C 0.2664(3) 0.9494(2) 0.5039(3) 0.0260(7) Uani 1 1 d . . . . .
H18 H 0.2283 0.9963 0.5383 0.031 Uiso 1 1 calc R . . . .
C7 C 0.0260(5) 0.0516(3) 0.1096(4) 0.0506(12) Uani 1 1 d . . . . .
H7 H -0.0097 -0.0100 0.1165 0.061 Uiso 1 1 calc R . . . .
C16 C 0.2672(4) 0.8578(4) 0.0612(4) 0.0497(12) Uani 1 1 d . . . . .
H16 H 0.1730 0.8491 0.0219 0.060 Uiso 1 1 calc R . . . .
C15 C 0.3570(5) 0.9095(4) 0.0253(4) 0.0584(15) Uani 1 1 d . . . . .
H15 H 0.3369 0.9424 -0.0418 0.070 Uiso 1 1 calc R . . . .
H2 H 0.618(5) 0.110(3) 0.075(4) 0.031(11) Uiso 1 1 d . . . . .
H3WA H 0.181(6) 0.367(4) 0.664(5) 0.048(15) Uiso 1 1 d . . . . .
H4WA H 0.271(5) 0.170(4) 0.561(4) 0.042(13) Uiso 1 1 d . . . . .
H4WB H 0.247(5) 0.209(4) 0.459(4) 0.041(13) Uiso 1 1 d . . . . .
H1WA H 0.711(5) 0.621(4) 0.204(4) 0.043(13) Uiso 1 1 d . . . . .
H1WB H 0.774(6) 0.685(5) 0.160(5) 0.064(18) Uiso 1 1 d . . . . .
H3WB H 0.199(6) 0.317(2) 0.580(4) 0.059(16) Uiso 1 1 d D . . . .
H2WA H 0.200(5) 0.367(4) 0.857(4) 0.036(12) Uiso 1 1 d . . . . .
H2WB H 0.095(5) 0.319(4) 0.808(4) 0.039(13) Uiso 1 1 d . . . . .


_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 1.975(2) . ?
V1 O2 2.159(2) . ?
V1 O4 1.608(2) . ?
V1 N3 2.111(2) . ?
V1 N1 2.143(2) . ?
V1 N5 2.118(3) . ?
V2 O6 2.1118(19) . ?
V2 O5 1.976(2) . ?
V2 O8 1.618(2) . ?
V2 N9 2.102(2) . ?
V2 N11 2.103(2) . ?
V2 N7 2.122(2) . ?
O3 C2 1.260(3) . ?
O6 C13 1.267(3) . ?
O5 C12 1.402(3) . ?
O7 C13 1.250(3) . ?
O1 C1 1.398(3) . ?
O2 C2 1.260(4) . ?
N6 C9 1.337(4) . ?
N6 C10 1.374(5) . ?
N3 C6 1.319(4) . ?
N3 C8 1.362(4) . ?
N9 C17 1.322(4) . ?
N9 C19 1.385(4) . ?
N11 C20 1.329(4) . ?
N11 C22 1.386(4) . ?
N10 C17 1.340(4) . ?
N10 C18 1.375(4) . ?
N1 C3 1.312(4) . ?
N1 C5 1.376(4) . ?
N7 C14 1.315(4) . ?
N7 C16 1.360(4) . ?
N5 C9 1.323(4) . ?
N5 C11 1.378(4) . ?
N2 C3 1.346(4) . ?
N2 C4 1.359(5) . ?
N8 C14 1.337(4) . ?
N8 C15 1.349(5) . ?
N4 C6 1.335(4) . ?
N4 C7 1.361(5) . ?
N12 C20 1.333(4) . ?
N12 C21 1.372(4) . ?
C12 C13 1.526(4) . ?
C12 C1 1.536(4) . ?
C2 C1 1.527(4) . ?
C22 C21 1.352(5) . ?
C11 C10 1.355(5) . ?
C8 C7 1.362(5) . ?
C5 C4 1.357(5) . ?
C19 C18 1.359(4) . ?
C16 C15 1.349(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 O2 77.61(8) . . ?
O1 V1 N3 160.48(9) . . ?
O1 V1 N1 92.24(9) . . ?
O1 V1 N5 90.52(9) . . ?
O4 V1 O1 101.77(9) . . ?
O4 V1 O2 177.97(10) . . ?
O4 V1 N3 97.51(10) . . ?
O4 V1 N1 92.55(10) . . ?
O4 V1 N5 94.79(10) . . ?
N3 V1 O2 83.22(9) . . ?
N3 V1 N1 89.87(10) . . ?
N3 V1 N5 84.87(10) . . ?
N1 V1 O2 85.56(9) . . ?
N5 V1 O2 87.15(9) . . ?
N5 V1 N1 171.47(9) . . ?
O6 V2 N7 85.11(9) . . ?
O5 V2 O6 78.43(8) . . ?
O5 V2 N9 161.11(9) . . ?
O5 V2 N11 92.22(9) . . ?
O5 V2 N7 89.43(9) . . ?
O8 V2 O6 177.94(10) . . ?
O8 V2 O5 102.32(9) . . ?
O8 V2 N9 96.55(10) . . ?
O8 V2 N11 94.76(10) . . ?
O8 V2 N7 92.97(10) . . ?
N9 V2 O6 82.74(9) . . ?
N9 V2 N11 85.39(10) . . ?
N9 V2 N7 90.37(10) . . ?
N11 V2 O6 87.12(9) . . ?
N11 V2 N7 171.56(10) . . ?
C13 O6 V2 114.05(17) . . ?
C12 O5 V2 115.27(16) . . ?
C1 O1 V1 117.27(16) . . ?
C2 O2 V1 114.24(17) . . ?
C9 N6 C10 107.0(3) . . ?
C6 N3 V1 124.6(2) . . ?
C6 N3 C8 105.8(3) . . ?
C8 N3 V1 127.9(2) . . ?
C17 N9 V2 127.1(2) . . ?
C17 N9 C19 106.1(2) . . ?
C19 N9 V2 125.7(2) . . ?
C20 N11 V2 128.8(2) . . ?
C20 N11 C22 105.5(2) . . ?
C22 N11 V2 125.6(2) . . ?
C17 N10 C18 107.8(2) . . ?
C3 N1 V1 129.5(2) . . ?
C3 N1 C5 105.2(3) . . ?
C5 N1 V1 124.5(2) . . ?
C14 N7 V2 129.3(2) . . ?
C14 N7 C16 105.3(3) . . ?
C16 N7 V2 125.4(2) . . ?
C9 N5 V1 127.0(2) . . ?
C9 N5 C11 105.7(3) . . ?
C11 N5 V1 127.2(2) . . ?
C3 N2 C4 107.4(3) . . ?
C14 N8 C15 107.5(3) . . ?
C6 N4 C7 107.0(3) . . ?
C20 N12 C21 108.2(3) . . ?
O5 C12 C13 110.6(2) . . ?
O5 C12 C1 113.0(2) . . ?
C13 C12 C1 109.5(2) . . ?
O6 C13 C12 116.1(2) . . ?
O7 C13 O6 124.5(3) . . ?
O7 C13 C12 119.4(2) . . ?
O3 C2 O2 123.9(3) . . ?
O3 C2 C1 119.6(2) . . ?
O2 C2 C1 116.5(2) . . ?
N9 C17 N10 110.9(3) . . ?
N3 C6 N4 111.5(3) . . ?
O1 C1 C12 112.2(2) . . ?
O1 C1 C2 110.7(2) . . ?
C2 C1 C12 110.7(2) . . ?
N11 C20 N12 110.9(3) . . ?
N5 C9 N6 111.6(3) . . ?
N7 C14 N8 111.2(3) . . ?
C21 C22 N11 109.5(3) . . ?
C10 C11 N5 109.1(3) . . ?
C22 C21 N12 106.0(3) . . ?
C11 C10 N6 106.7(3) . . ?
N1 C3 N2 111.6(3) . . ?
C7 C8 N3 109.2(3) . . ?
C4 C5 N1 109.9(3) . . ?
C18 C19 N9 108.9(3) . . ?
C5 C4 N2 105.9(3) . . ?
C19 C18 N10 106.2(3) . . ?
N4 C7 C8 106.5(3) . . ?
C15 C16 N7 109.9(3) . . ?
C16 C15 N8 106.2(3) . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.695
_oxdiff_exptl_absorpt_empirical_full_min 0.715
