# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_vgln_sq
_database_code_depnum_ccdc_archive 'CCDC 2010146'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University
China
;
_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-08-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_vgln_sq             
;
PROBLEM: D-H Without Acceptor       O1W      --H1WA     .     Please Check
RESPONSE: Some H2O surrounding O1W have been squeezed due to strong disorder
;
# Added during the CSD deposition process: Tuesday 16 June 2020 01:50 PM
# end Validation Reply Form

_audit_creation_date             2020-05-22
_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         'C30 H26 N6 O11 V2, 0.5(H2 O2), 2(H2 O)'
_chemical_formula_sum            'C30 H31 N6 O14 V2'
_chemical_formula_weight         801.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C128 H112 N44 O56 V8 '
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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   14.6292(3)
_cell_length_b                   18.1010(3)
_cell_length_c                   15.3035(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.274(2)
_cell_angle_gamma                90
_cell_volume                     3944.15(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6015
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      67.9760
_cell_measurement_theta_min      3.8460
_shelx_estimated_absorpt_T_max   0.875
_shelx_estimated_absorpt_T_min   0.804
_exptl_absorpt_coefficient_mu    4.565
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_correction_T_min  0.803
_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            'clear dark green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10637
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_min         3.843
_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 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  41.00   0.50    1.14    --    0.00  28.00-104.00   52
  2  ω     58.00  83.00   0.50    1.14    --    0.00  28.00-104.00   50
  3  ω    -83.00  21.00   0.50    4.54    --  -58.33  28.00-104.00  208
  4  ω   -142.00 -63.00   0.50    4.54    --  -58.33 -28.00  93.00  158
  5  ω   -116.00 -69.00   0.50    4.54    --  -98.50 -28.00  93.00   94
  6  ω     95.00 178.00   0.50    4.54    --  116.65  28.00-104.00  166
  7  ω     32.00 111.00   0.50    4.54    --  116.65 -28.00  93.00  158
  8  ω    -84.00 -55.00   0.50    1.14    --    0.00-178.00-120.00   58
  9  ω    -69.00   4.00   0.50    1.14    --    0.00 -28.00  93.00  146
 10  ω     92.00 138.00   0.50    4.54    --   58.33 125.00  90.00   92
 11  ω    108.00 133.00   0.50    4.54    --   58.33 125.00   0.00   50
 12  ω     92.00 139.00   0.50    4.54    --   58.33 125.00 120.00   94
 13  ω    -83.00 -21.00   0.50    4.54    --  -98.50 111.00-180.00  124
 14  ω    -71.00 -46.00   0.50    4.54    --  -98.50 111.00 -30.00   50
 15  ω    -85.00 -59.00   0.50    4.54    --  -98.50 111.00   0.00   52
 16  ω   -113.00 -76.00   0.50    4.54    --  -98.50 -77.00 150.00   74
 17  ω    -68.00 -21.00   0.50    4.54    --  -98.50 111.00 -90.00   94
 18  ω   -170.00-140.00   0.50    4.54    --  -98.50 -77.00 150.00   60
 19  ω     39.00 109.00   0.50    4.54    --  116.65-111.00 -60.00  140
 20  ω    150.00 176.00   0.50    4.54    --  116.65 111.00 120.00   52
 21  ω    101.00 138.00   0.50    4.54    --  116.65 111.00 120.00   74
 22  ω     47.00  90.00   0.50    4.54    --  116.65 -94.00-120.00   86
 23  ω     34.00 109.00   0.50    4.54    --  116.65-111.00 150.00  150
 24  ω     84.00 129.00   0.50    4.54    --  116.65 -45.00-150.00   90
 25  ω     84.00 109.00   0.50    4.54    --  116.65 -94.00 -90.00   50
 26  ω     58.00  83.00   0.50    4.54    --  116.65 -94.00-180.00   50
 27  ω     38.00  63.00   0.50    4.54    --  116.65 -94.00 -90.00   50
;
_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      -0.1000147000
_diffrn_orient_matrix_UB_12      -0.0307334000
_diffrn_orient_matrix_UB_13      -0.0346651000
_diffrn_orient_matrix_UB_21      0.0132369000
_diffrn_orient_matrix_UB_22      0.0029791000
_diffrn_orient_matrix_UB_23      -0.0969496000
_diffrn_orient_matrix_UB_31      0.0392537000
_diffrn_orient_matrix_UB_32      -0.0792629000
_diffrn_orient_matrix_UB_33      0.0097684000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3395
_reflns_number_total             3605
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.960
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3605
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0470
_refine_ls_restrained_S_all      1.062
_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)+(0.0583P)²+12.9753P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1265
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H2W(0.5)
3.a Free rotating group:
 O2W(H2W), O1W(H1Wa,H1Wb)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), C3(H3a,H3b)
3.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C9(H9), C12(H12), C13(H13), C8(H8), C7(H7), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.62380(3) 0.80162(2) 0.47002(3) 0.02410(15) Uani 1 1 d . . . . .
O2W O 0.7500 0.61093(15) 0.5000 0.0298(6) Uani 1 2 d S T P . .
H2W H 0.7038 0.6364 0.4717 0.045 Uiso 0.5 1 d G . . . .
O3 O 0.60771(13) 0.70736(10) 0.41332(13) 0.0281(4) Uani 1 1 d . . . . .
O2 O 0.7500 0.79454(14) 0.5000 0.0282(6) Uani 1 2 d S T P . .
O4 O 0.48626(14) 0.80995(11) 0.39876(14) 0.0314(5) Uani 1 1 d . . . . .
N3 N 0.62486(14) 0.91972(12) 0.48673(14) 0.0209(4) Uani 1 1 d . . . . .
O1 O 0.59593(16) 0.79014(11) 0.56611(14) 0.0354(5) Uani 1 1 d . . . . .
N2 N 0.64819(15) 0.85296(12) 0.34186(14) 0.0236(5) Uani 1 1 d . . . . .
O6 O 0.52801(17) 0.52578(13) 0.25406(16) 0.0444(6) Uani 1 1 d . . . . .
O5 O 0.36211(15) 0.73889(13) 0.34422(19) 0.0507(6) Uani 1 1 d . . . . .
N1 N 0.50351(18) 0.64214(15) 0.30152(19) 0.0363(6) Uani 1 1 d . . . . .
C11 C 0.64047(17) 0.96449(14) 0.42075(16) 0.0198(5) Uani 1 1 d . . . . .
O1W O 0.4550(2) 0.75462(18) 0.6497(2) 0.0618(7) Uani 1 1 d . . . . .
H1WA H 0.4123 0.7415 0.6047 0.093 Uiso 1 1 d G . . . .
H1WB H 0.5012 0.7662 0.6275 0.093 Uiso 1 1 d G . . . .
C10 C 0.65792(17) 0.92688(14) 0.34102(17) 0.0221(5) Uani 1 1 d . . . . .
C14 C 0.60790(18) 1.02585(16) 0.57403(18) 0.0270(6) Uani 1 1 d . . . . .
H14 H 0.5968 1.0453 0.6269 0.032 Uiso 1 1 calc R . . . .
C15 C 0.60891(18) 0.95057(16) 0.56154(17) 0.0249(5) Uani 1 1 d . . . . .
H15 H 0.5981 0.9198 0.6068 0.030 Uiso 1 1 calc R . . . .
C9 C 0.6841(2) 0.96379(16) 0.27072(18) 0.0281(6) Uani 1 1 d . . . . .
H9 H 0.6914 1.0148 0.2719 0.034 Uiso 1 1 calc R . . . .
C12 C 0.63967(18) 1.04125(15) 0.42923(18) 0.0252(6) Uani 1 1 d . . . . .
H12 H 0.6498 1.0714 0.3831 0.030 Uiso 1 1 calc R . . . .
C13 C 0.62356(18) 1.07199(16) 0.50752(19) 0.0272(6) Uani 1 1 d . . . . .
H13 H 0.6234 1.1230 0.5149 0.033 Uiso 1 1 calc R . . . .
C2 C 0.5149(2) 0.68175(16) 0.3851(2) 0.0327(6) Uani 1 1 d . . . . .
C1 C 0.4476(2) 0.74789(17) 0.3739(2) 0.0349(7) Uani 1 1 d . . . . .
C8 C 0.6992(2) 0.92237(17) 0.19881(19) 0.0326(6) Uani 1 1 d . . . . .
H8 H 0.7169 0.9454 0.1510 0.039 Uiso 1 1 calc R . . . .
C7 C 0.6876(2) 0.84718(17) 0.19912(19) 0.0341(7) Uani 1 1 d . . . . .
H7 H 0.6964 0.8187 0.1511 0.041 Uiso 1 1 calc R . . . .
C5 C 0.5188(2) 0.56892(17) 0.3124(2) 0.0374(7) Uani 1 1 d . . . . .
C6 C 0.6627(2) 0.81416(17) 0.27193(19) 0.0316(6) Uani 1 1 d . . . . .
H6 H 0.6558 0.7631 0.2722 0.038 Uiso 1 1 calc R . . . .
C4 C 0.5199(2) 0.54991(18) 0.4072(2) 0.0397(7) Uani 1 1 d . . . . .
H4A H 0.5820 0.5340 0.4389 0.048 Uiso 1 1 calc R . . . .
H4B H 0.4753 0.5108 0.4100 0.048 Uiso 1 1 calc R . . . .
C3 C 0.4919(2) 0.62129(17) 0.4476(2) 0.0402(7) Uani 1 1 d . . . . .
H3A H 0.5281 0.6281 0.5086 0.048 Uiso 1 1 calc R . . . .
H3B H 0.4256 0.6213 0.4475 0.048 Uiso 1 1 calc R . . . .
H1 H 0.5166(19) 0.6571(15) 0.251(2) 0.013(6) 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 O3 1.9043(19) . ?
V1 O2 1.8018(5) . ?
V1 O4 2.062(2) . ?
V1 N3 2.152(2) . ?
V1 O1 1.627(2) . ?
V1 N2 2.271(2) . ?
O2W H2W 0.8502 . ?
O3 C2 1.406(3) . ?
O2 V1 1.8017(5) 2_656 ?
O4 C1 1.276(4) . ?
N3 C11 1.354(3) . ?
N3 C15 1.342(3) . ?
N2 C10 1.346(3) . ?
N2 C6 1.337(4) . ?
O6 C5 1.216(4) . ?
O5 C1 1.239(4) . ?
N1 C2 1.442(4) . ?
N1 C5 1.348(4) . ?
N1 H1 0.89(3) . ?
C11 C10 1.470(4) . ?
C11 C12 1.396(4) . ?
O1W H1WA 0.8504 . ?
O1W H1WB 0.8500 . ?
C10 C9 1.393(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(4) . ?
C14 C13 1.376(4) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.390(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(4) . ?
C13 H13 0.9300 . ?
C2 C1 1.535(4) . ?
C2 C3 1.540(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.372(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.385(4) . ?
C5 C4 1.488(5) . ?
C6 H6 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.528(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 V1 O4 79.68(8) . . ?
O3 V1 N3 160.18(8) . . ?
O3 V1 N2 90.03(8) . . ?
O2 V1 O3 93.70(9) . . ?
O2 V1 O4 163.36(6) . . ?
O2 V1 N3 93.52(10) . . ?
O2 V1 N2 83.92(7) . . ?
O4 V1 N3 88.27(8) . . ?
O4 V1 N2 80.86(8) . . ?
N3 V1 N2 72.42(8) . . ?
O1 V1 O3 105.48(10) . . ?
O1 V1 O2 102.45(8) . . ?
O1 V1 O4 94.06(10) . . ?
O1 V1 N3 90.92(9) . . ?
O1 V1 N2 162.62(10) . . ?
C2 O3 V1 116.43(17) . . ?
V1 O2 V1 171.83(16) 2_656 . ?
C1 O4 V1 113.91(18) . . ?
C11 N3 V1 120.24(17) . . ?
C15 N3 V1 121.12(18) . . ?
C15 N3 C11 118.6(2) . . ?
C10 N2 V1 116.93(17) . . ?
C6 N2 V1 124.15(19) . . ?
C6 N2 C10 118.6(2) . . ?
C2 N1 H1 128.6(18) . . ?
C5 N1 C2 113.4(3) . . ?
C5 N1 H1 110.2(18) . . ?
N3 C11 C10 115.6(2) . . ?
N3 C11 C12 121.3(2) . . ?
C12 C11 C10 123.0(2) . . ?
H1WA O1W H1WB 104.5 . . ?
N2 C10 C11 114.4(2) . . ?
N2 C10 C9 122.2(2) . . ?
C9 C10 C11 123.4(2) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.3(3) . . ?
N3 C15 C14 122.7(3) . . ?
N3 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C10 C9 H9 120.8 . . ?
C8 C9 C10 118.3(3) . . ?
C8 C9 H9 120.8 . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 119.0(3) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
O3 C2 N1 110.0(2) . . ?
O3 C2 C1 109.1(2) . . ?
O3 C2 C3 112.1(2) . . ?
N1 C2 C1 110.4(2) . . ?
N1 C2 C3 101.5(2) . . ?
C1 C2 C3 113.4(3) . . ?
O4 C1 C2 115.1(2) . . ?
O5 C1 O4 124.5(3) . . ?
O5 C1 C2 120.4(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 C9 119.4(3) . . ?
C7 C8 H8 120.3 . . ?
C8 C7 H7 120.4 . . ?
C8 C7 C6 119.1(3) . . ?
C6 C7 H7 120.4 . . ?
O6 C5 N1 125.8(3) . . ?
O6 C5 C4 126.1(3) . . ?
N1 C5 C4 108.1(3) . . ?
N2 C6 C7 122.5(3) . . ?
N2 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C5 C4 H4A 110.8 . . ?
C5 C4 H4B 110.8 . . ?
C5 C4 C3 104.8(3) . . ?
H4A C4 H4B 108.9 . . ?
C3 C4 H4A 110.8 . . ?
C3 C4 H4B 110.8 . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
C4 C3 C2 103.5(3) . . ?
C4 C3 H3A 111.1 . . ?
C4 C3 H3B 111.1 . . ?
H3A C3 H3B 109.0 . . ?

_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 1.411
_oxdiff_exptl_absorpt_empirical_full_min 0.763
####################################################################### 
# 
# 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_varg
_database_code_depnum_ccdc_archive 'CCDC 2010148'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University
China
;
_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-08-04 downloaded from the CCDC.
;
_audit_creation_date             2020-06-11
_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         'C12 H20 N6 O8 V, C H6 N3, 2(H2 O)'
_chemical_formula_sum            'C13 H30 N9 O10 V'
_chemical_formula_weight         523.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O V'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.6935(3)
_cell_length_b                   10.8889(2)
_cell_length_c                   17.1563(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.342(3)
_cell_angle_gamma                90
_cell_volume                     2193.30(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3354
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      66.9530
_cell_measurement_theta_min      5.5310
_shelx_estimated_absorpt_T_max   0.809
_shelx_estimated_absorpt_T_min   0.471
_exptl_absorpt_coefficient_mu    4.429
_exptl_absorpt_correction_T_max  0.801
_exptl_absorpt_correction_T_min  0.617
_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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5503
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.317
_diffrn_reflns_theta_max         67.317
_diffrn_reflns_theta_min         5.522
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00  69.00   0.50    0.10    --    0.00  -2.00 163.00  204
  2  ω    -69.00 -42.00   0.50    0.10    --    0.00  -2.00 163.00   54
  3  ω   -137.00 -48.00   0.50    0.20    --  -88.04   2.00 -18.00  178
  4  ω     16.00 160.00   0.50    0.20    --   88.04  -2.00 163.00  288
  5  ω    -16.00  31.00   0.50    0.10    --    0.00  57.00-150.00   94
  6  ω   -113.00 -88.00   0.50    0.20    --  -88.04  -2.00 163.00   50
  7  ω   -104.00 -15.00   0.50    0.20    --  -88.04  57.00   0.00  178
  8  ω    -88.00 -17.00   0.50    0.20    --  -88.04  77.00-180.00  142
  9  ω     39.00  99.00   0.50    0.20    --   88.04-125.00  90.00  120
 10  ω    101.00 126.00   0.50    0.20    --   88.04 125.00 -30.00   50
 11  ω     34.00 107.00   0.50    0.20    --   88.04 -99.00 -90.00  146
;
_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      0.1104919000
_diffrn_orient_matrix_UB_12      -0.0008662000
_diffrn_orient_matrix_UB_13      -0.0173953000
_diffrn_orient_matrix_UB_21      0.0707680000
_diffrn_orient_matrix_UB_22      -0.0027731000
_diffrn_orient_matrix_UB_23      0.0954916000
_diffrn_orient_matrix_UB_31      -0.0020452000
_diffrn_orient_matrix_UB_32      -0.1414278000
_diffrn_orient_matrix_UB_33      -0.0017523000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1767
_reflns_number_total             1897
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_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         0.438
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         1897
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0660P)²+3.0819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1142
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
2. Others
 Fixed Sof: H5C(0.5) H5D(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C4(H4A,H4B), C3(H3C,H3D)
3.b X=CH2 refined with riding coordinates:
 N2(H2A,H2B), N3(H3A,H3B), N4(H4C,H4D), N5(H5C,H5D)
;
_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 0.5000 0.38408(5) 0.2500 0.0201(2) Uani 1 2 d S T P . .
O4 O 0.52348(15) 0.68337(16) 0.40908(11) 0.0279(4) Uani 1 1 d . . . . .
O3 O 0.45432(15) 0.54091(16) 0.30986(11) 0.0275(4) Uani 1 1 d . . . . .
O2 O 0.64073(14) 0.42591(16) 0.34482(10) 0.0236(4) Uani 1 1 d . . . . .
O1 O 0.43593(15) 0.29214(16) 0.29415(11) 0.0262(4) Uani 1 1 d . . . . .
N2 N 0.72187(19) 0.6639(2) 0.31139(14) 0.0303(5) Uani 1 1 d . . . . .
H2A H 0.7442 0.7140 0.2820 0.036 Uiso 1 1 calc R . . . .
H2B H 0.6628 0.6188 0.2872 0.036 Uiso 1 1 calc R . . . .
N3 N 0.8693(2) 0.7272(2) 0.42913(15) 0.0349(6) Uani 1 1 d . . . . .
H3A H 0.8902 0.7767 0.3987 0.042 Uiso 1 1 calc R . . . .
H3B H 0.9073 0.7236 0.4826 0.042 Uiso 1 1 calc R . . . .
N1 N 0.74564(18) 0.5788(2) 0.44078(13) 0.0260(5) Uani 1 1 d . . . . .
C6 C 0.7783(2) 0.6562(2) 0.39356(16) 0.0277(6) Uani 1 1 d . . . . .
C5 C 0.8208(2) 0.5438(3) 0.52716(16) 0.0314(6) Uani 1 1 d . . . . .
H5A H 0.8179 0.6041 0.5679 0.038 Uiso 1 1 calc R . . . .
H5B H 0.8990 0.5346 0.5319 0.038 Uiso 1 1 calc R . . . .
C4 C 0.7716(2) 0.4220(3) 0.53948(17) 0.0335(6) Uani 1 1 d . . . . .
H4A H 0.7860 0.4077 0.5985 0.040 Uiso 1 1 calc R . . . .
H4B H 0.8029 0.3545 0.5183 0.040 Uiso 1 1 calc R . . . .
C3 C 0.6446(2) 0.4380(2) 0.48788(16) 0.0276(6) Uani 1 1 d . . . . .
H3C H 0.6088 0.4864 0.5185 0.033 Uiso 1 1 calc R . . . .
H3D H 0.6068 0.3590 0.4740 0.033 Uiso 1 1 calc R . . . .
C2 C 0.6397(2) 0.5055(2) 0.40783(15) 0.0231(5) Uani 1 1 d . . . . .
C1 C 0.5317(2) 0.5864(2) 0.37378(15) 0.0227(5) Uani 1 1 d . . . . .
N4 N 0.4412(2) 0.0345(2) 0.28685(17) 0.0403(6) Uani 1 1 d . . . . .
H4C H 0.4032 -0.0057 0.3106 0.048 Uiso 1 1 calc R . . . .
H4D H 0.4408 0.1134 0.2871 0.048 Uiso 1 1 calc R . . . .
N5 N 0.5000 -0.1458(3) 0.2500 0.0431(9) Uani 1 2 d S T P . .
H5C H 0.4618 -0.1853 0.2739 0.052 Uiso 0.5 1 calc R . . . .
H5D H 0.5382 -0.1853 0.2261 0.052 Uiso 0.5 1 calc R . . . .
C7 C 0.5000 -0.0250(4) 0.2500 0.0335(9) Uani 1 2 d S T P . .
O1W O 0.83049(19) 0.3369(2) 0.33393(15) 0.0410(5) Uani 1 1 d . . . . .
H1WA H 0.875(4) 0.302(4) 0.383(3) 0.068(13) Uiso 1 1 d . . . . .
H1WB H 0.767(4) 0.362(4) 0.349(3) 0.064(12) 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 O3 2.1817(17) . ?
V1 O3 2.1817(17) 2_655 ?
V1 O2 1.9584(17) 2_655 ?
V1 O2 1.9584(17) . ?
V1 O1 1.6449(17) 2_655 ?
V1 O1 1.6449(17) . ?
O4 C1 1.241(3) . ?
O3 C1 1.262(3) . ?
O2 C2 1.389(3) . ?
N2 C6 1.319(3) . ?
N3 C6 1.329(3) . ?
N1 C6 1.339(3) . ?
N1 C5 1.476(3) . ?
N1 C2 1.480(3) . ?
C5 C4 1.514(4) . ?
C4 C3 1.526(4) . ?
C3 C2 1.537(3) . ?
C2 C1 1.545(3) . ?
N4 C7 1.317(3) . ?
N5 C7 1.315(5) . ?
C7 N4 1.317(3) 2_655 ?

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
O3 V1 O3 76.97(10) 2_655 . ?
O2 V1 O3 75.44(7) . . ?
O2 V1 O3 83.53(7) . 2_655 ?
O2 V1 O3 83.52(7) 2_655 . ?
O2 V1 O3 75.44(7) 2_655 2_655 ?
O2 V1 O2 153.10(10) 2_655 . ?
O1 V1 O3 89.61(8) 2_655 2_655 ?
O1 V1 O3 89.61(8) . . ?
O1 V1 O3 163.64(8) . 2_655 ?
O1 V1 O3 163.64(8) 2_655 . ?
O1 V1 O2 93.99(8) 2_655 . ?
O1 V1 O2 102.33(8) . . ?
O1 V1 O2 93.99(8) . 2_655 ?
O1 V1 O2 102.33(8) 2_655 2_655 ?
O1 V1 O1 105.02(12) . 2_655 ?
C1 O3 V1 117.23(16) . . ?
C2 O2 V1 121.04(14) . . ?
C6 N1 C5 122.7(2) . . ?
C6 N1 C2 123.7(2) . . ?
C5 N1 C2 113.0(2) . . ?
N2 C6 N3 118.6(2) . . ?
N2 C6 N1 121.2(2) . . ?
N3 C6 N1 120.2(2) . . ?
N1 C5 C4 102.9(2) . . ?
C5 C4 C3 102.7(2) . . ?
C4 C3 C2 104.4(2) . . ?
O2 C2 N1 110.94(19) . . ?
O2 C2 C3 112.8(2) . . ?
O2 C2 C1 109.33(19) . . ?
N1 C2 C3 101.20(19) . . ?
N1 C2 C1 112.5(2) . . ?
C3 C2 C1 109.85(19) . . ?
O4 C1 O3 125.1(2) . . ?
O4 C1 C2 121.9(2) . . ?
O3 C1 C2 113.0(2) . . ?
N4 C7 N4 121.1(4) . 2_655 ?
N5 C7 N4 119.44(19) . 2_655 ?
N5 C7 N4 119.44(19) . . ?

_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 1.338
_oxdiff_exptl_absorpt_empirical_full_min 0.788
####################################################################### 
# 
# 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_vhis
_database_code_depnum_ccdc_archive 'CCDC 2010147'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University
China
;
_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-08-04 downloaded from the CCDC.
;
_audit_creation_date             2020-05-22
_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         'C32 H24 N8 O8 V2, 2(C10 N2)'
_chemical_formula_sum            'C52 H24 N12 O8 V2'
_chemical_formula_weight         1046.71
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O V'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.4251(6)
_cell_length_b                   15.6225(4)
_cell_length_c                   13.7562(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.682(2)
_cell_angle_gamma                90
_cell_volume                     4573.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4144
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.5460
_cell_measurement_theta_min      4.6240
_shelx_estimated_absorpt_T_max   0.738
_shelx_estimated_absorpt_T_min   0.688
_exptl_absorpt_coefficient_mu    4.041
_exptl_absorpt_correction_T_max  0.725
_exptl_absorpt_correction_T_min  0.714
_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            'clear dark brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2120
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0102
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8315
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.243
_diffrn_reflns_theta_min         3.510
_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 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00  46.00   0.50    9.50    --   46.62 -83.00  49.00   64
  2  ω     40.00 136.00   0.50   38.00    --  110.00 -83.00  49.00  192
  3  ω    150.00 176.00   0.50   38.00    --  110.00  19.00 120.00   52
  4  ω    146.00 172.00   0.50   38.00    --  110.00  83.00 170.00   52
  5  ω    129.00 176.00   0.50   38.00    --  110.00  37.00  90.00   94
  6  ω     96.00 121.00   0.50   38.00    --  110.00  37.00  90.00   50
  7  ω     92.00 117.00   0.50   38.00    --  110.00  83.00 170.00   50
  8  ω     86.00 177.00   0.50   38.00    --  110.00  77.00 150.00  182
  9  ω     46.00  71.00   0.50    9.50    --   46.62  83.00 170.00   50
 10  ω     36.00 124.00   0.50   38.00    --  110.00 -37.00  30.00  176
 11  ω     36.00 126.00   0.50   38.00    --  110.00 -19.00   0.00  180
 12  ω     42.00  67.00   0.50   38.00    --  110.00 -99.00-180.00   50
 13  ω     36.00 121.00   0.50   38.00    --  110.00 -37.00-180.00  170
 14  ω    -72.00  25.00   0.50    9.50    --  -46.62  83.00 170.00  194
 15  ω    -80.00 -44.00   0.50   38.00    --  -88.50  83.00 170.00   72
 16  ω    -98.00 -20.00   0.50    9.50    --  -46.62 -83.00  49.00  156
 17  ω   -106.00 -78.00   0.50    9.50    --  -46.62-125.00 150.00   56
 18  ω   -127.00 -84.00   0.50   38.00    --  -88.50 -83.00  49.00   86
 19  ω   -119.00 -71.00   0.50    9.50    --  -46.62-125.00 -60.00   96
 20  ω   -118.00 -70.00   0.50    9.50    --  -46.62-125.00-150.00   96
 21  ω   -137.00 -73.00   0.50   38.00    --  -88.50-125.00-150.00  128
;
_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      -0.0562891000
_diffrn_orient_matrix_UB_12      0.0288601000
_diffrn_orient_matrix_UB_13      0.0521282000
_diffrn_orient_matrix_UB_21      0.0062538000
_diffrn_orient_matrix_UB_22      -0.0814812000
_diffrn_orient_matrix_UB_23      0.0633506000
_diffrn_orient_matrix_UB_31      0.0451136000
_diffrn_orient_matrix_UB_32      0.0474508000
_diffrn_orient_matrix_UB_33      0.0773351000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6898
_reflns_number_total             8315
_reflns_special_details          
;
 _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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.665
_refine_diff_density_min         -0.650
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         8315
_refine_ls_number_restraints     165
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0872
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1841P)²+7.1314P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2574
_refine_ls_wR_factor_ref         0.3036
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.495(3)
 0.505(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3. Restrained planarity
 N5B, N6B, C17B, C18B, C19B, C20B, C21B, C22B, C23B, C24B, C25B, C26B
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
N5A \\sim N6A \\sim C26A \\sim C21A \\sim C19A \\sim C22A \\sim C18A \\sim C24A
\\sim C20A \\sim C25A \\sim C17A \\sim C23A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
N5B \\sim N6B \\sim C17B \\sim C18B \\sim C19B \\sim C20B \\sim C21B \\sim C22B
\\sim C23B \\sim C24B \\sim C25B \\sim C26B: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
5. Others
 Sof(C21B)=Sof(N5B)=Sof(C17B)=Sof(C18B)=Sof(C19B)=Sof(C20B)=Sof(C26B)=Sof(N6B)=
 Sof(C22B)=Sof(C23B)=Sof(C24B)=Sof(C25B)=1-FVAR(1)
 Sof(N6A)=Sof(C22A)=Sof(C23A)=Sof(C24A)=Sof(C25A)=Sof(C26A)=Sof(C18A)=
 Sof(C19A)=Sof(C20A)=Sof(C21A)=Sof(N5A)=Sof(C17A)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C15(H15),
 C16(H16), C3(H3), C5(H5), C6(H6)
6.b Fitted hexagon refined as free rotating group:
 C21B(N5B,C17B,C18B,C19B,C20B), C26B(N6B,C22B,C23B,C24B,C25B), N6A(C22A,C23A,
 C24A,C25A,C26A), C18A(C19A,C20A,C21A,N5A,C17A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.67077(5) 0.41839(6) 0.87405(7) 0.0536(3) Uani 1 1 d . . . . .
O1 O 0.71256(19) 0.5046(2) 0.8731(3) 0.0603(9) Uani 1 1 d . . . . .
O3 O 0.65197(19) 0.4010(2) 0.7299(3) 0.0569(9) Uani 1 1 d . . . . .
O4 O 0.6765(2) 0.3211(3) 0.6057(3) 0.0654(10) Uani 1 1 d . . . . .
N3 N 0.5905(2) 0.3246(3) 0.8798(3) 0.0595(11) Uani 1 1 d . . . . .
N4 N 0.5870(2) 0.4926(3) 0.8822(3) 0.0582(10) Uani 1 1 d . . . . .
O2 O 0.72370(19) 0.3207(2) 0.8601(2) 0.0568(9) Uani 1 1 d . . . . .
N2 N 0.7931(2) 0.0744(3) 0.8186(4) 0.0606(11) Uani 1 1 d . . . . .
H2 H 0.7899 0.0472 0.7639 0.073 Uiso 1 1 calc R . . . .
N1 N 0.8147(2) 0.0995(3) 0.9732(3) 0.0549(10) Uani 1 1 d . . . . .
C7 C 0.5958(3) 0.2384(4) 0.8820(4) 0.0673(14) Uani 1 1 d . . . . .
H7 H 0.6357 0.2146 0.8838 0.081 Uiso 1 1 calc R . . . .
C8 C 0.5456(4) 0.1844(5) 0.8816(5) 0.0800(18) Uani 1 1 d . . . . .
H8 H 0.5510 0.1253 0.8824 0.096 Uiso 1 1 calc R . . . .
C9 C 0.4876(4) 0.2196(5) 0.8801(5) 0.0759(17) Uani 1 1 d . . . . .
H9 H 0.4526 0.1844 0.8805 0.091 Uiso 1 1 calc R . . . .
C10 C 0.4802(3) 0.3068(4) 0.8781(4) 0.0658(14) Uani 1 1 d . . . . .
H10 H 0.4405 0.3310 0.8773 0.079 Uiso 1 1 calc R . . . .
C11 C 0.5327(3) 0.3581(4) 0.8772(4) 0.0602(13) Uani 1 1 d . . . . .
C12 C 0.5309(3) 0.4529(4) 0.8763(4) 0.0590(13) Uani 1 1 d . . . . .
C13 C 0.4759(3) 0.4994(4) 0.8709(4) 0.0660(14) Uani 1 1 d . . . . .
H13 H 0.4372 0.4717 0.8649 0.079 Uiso 1 1 calc R . . . .
C14 C 0.4789(3) 0.5878(5) 0.8746(5) 0.0743(18) Uani 1 1 d . . . . .
H14 H 0.4422 0.6198 0.8710 0.089 Uiso 1 1 calc R . . . .
C15 C 0.5360(4) 0.6280(5) 0.8834(5) 0.0746(17) Uani 1 1 d . . . . .
H15 H 0.5389 0.6873 0.8875 0.090 Uiso 1 1 calc R . . . .
C16 C 0.5890(3) 0.5778(4) 0.8861(5) 0.0660(15) Uani 1 1 d . . . . .
H16 H 0.6280 0.6046 0.8909 0.079 Uiso 1 1 calc R . . . .
C1 C 0.6813(3) 0.3371(4) 0.6938(4) 0.0590(12) Uani 1 1 d . . . . .
C2 C 0.7206(3) 0.2864(4) 0.7711(4) 0.0585(12) Uani 1 1 d . . . . .
C3 C 0.7461(3) 0.2109(3) 0.7522(4) 0.0577(12) Uani 1 1 d . . . . .
H3 H 0.7440 0.1919 0.6878 0.069 Uiso 1 1 calc R . . . .
C4 C 0.7771(3) 0.1579(3) 0.8302(3) 0.0543(11) Uani 1 1 d . . . . .
C5 C 0.7915(3) 0.1737(3) 0.9288(4) 0.0558(12) Uani 1 1 d . . . . .
H5 H 0.7865 0.2256 0.9601 0.067 Uiso 1 1 calc R . . . .
C6 C 0.8141(3) 0.0423(4) 0.9044(4) 0.0586(12) Uani 1 1 d . . . . .
H6 H 0.8270 -0.0141 0.9147 0.070 Uiso 1 1 calc R . . . .
C21B C 0.5509(4) 0.0841(7) 0.3726(8) 0.095(4) Uani 0.446(9) 1 d . U P A 2
N5B N 0.5919(5) 0.0197(7) 0.3510(10) 0.114(5) Uani 0.446(9) 1 d G U P A 2
C17B C 0.6564(5) 0.0308(8) 0.3732(14) 0.111(5) Uani 0.446(9) 1 d G U P A 2
C18B C 0.6798(4) 0.1062(9) 0.4171(12) 0.110(5) Uani 0.446(9) 1 d G U P A 2
C19B C 0.6388(6) 0.1705(7) 0.4387(12) 0.093(5) Uani 0.446(9) 1 d G U P A 2
C20B C 0.5743(6) 0.1594(7) 0.4165(12) 0.073(4) Uani 0.446(9) 1 d G U P A 2
C26B C 0.3992(5) -0.0099(6) 0.2864(11) 0.102(5) Uani 0.446(9) 1 d . U P A 2
N6B N 0.4634(5) 0.0033(6) 0.3093(10) 0.097(4) Uani 0.446(9) 1 d G U P A 2
C22B C 0.4854(4) 0.0811(7) 0.3487(10) 0.086(4) Uani 0.446(9) 1 d G U P A 2
C23B C 0.4433(5) 0.1456(7) 0.3651(12) 0.074(4) Uani 0.446(9) 1 d G U P A 2
C24B C 0.3791(5) 0.1324(7) 0.3422(12) 0.077(4) Uani 0.446(9) 1 d G U P A 2
C25B C 0.3571(4) 0.0546(8) 0.3028(11) 0.092(4) Uani 0.446(9) 1 d G U P A 2
N6A N 0.4644(5) 0.0198(8) 0.4204(12) 0.126(5) Uani 0.554(9) 1 d . U P A 1
C22A C 0.4953(5) 0.0941(9) 0.3976(12) 0.113(4) Uani 0.554(9) 1 d G U P A 1
C23A C 0.4609(8) 0.1645(8) 0.3598(15) 0.118(5) Uani 0.554(9) 1 d G U P A 1
C24A C 0.3957(7) 0.1606(9) 0.3449(15) 0.136(6) Uani 0.554(9) 1 d G U P A 1
C25A C 0.3648(5) 0.0863(11) 0.3678(15) 0.142(6) Uani 0.554(9) 1 d G U P A 1
C26A C 0.3992(5) 0.0159(9) 0.4055(14) 0.142(5) Uani 0.554(9) 1 d G U P A 1
C18A C 0.6883(5) 0.1135(11) 0.4642(13) 0.129(5) Uani 0.554(9) 1 d . U P A 1
C19A C 0.6536(8) 0.1811(8) 0.4198(14) 0.135(6) Uani 0.554(9) 1 d G U P A 1
C20A C 0.5892(8) 0.1726(8) 0.3948(12) 0.114(5) Uani 0.554(9) 1 d G U P A 1
C21A C 0.5594(5) 0.0965(9) 0.4142(11) 0.106(4) Uani 0.554(9) 1 d G U P A 1
N5A N 0.5940(5) 0.0289(7) 0.4586(11) 0.125(4) Uani 0.554(9) 1 d G U P A 1
C17A C 0.6584(5) 0.0374(9) 0.4836(12) 0.126(5) Uani 0.554(9) 1 d G U P A 1


_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 1.618(4) . ?
V1 O3 1.995(4) . ?
V1 N3 2.268(5) . ?
V1 N4 2.152(5) . ?
V1 O2 1.924(4) . ?
V1 N1 2.107(4) 7_657 ?
O3 C1 1.308(7) . ?
O4 C1 1.229(7) . ?
N3 C7 1.352(8) . ?
N3 C11 1.342(7) . ?
N4 C12 1.346(7) . ?
N4 C16 1.332(7) . ?
O2 C2 1.331(6) . ?
N2 C4 1.364(7) . ?
N2 C6 1.313(7) . ?
N1 V1 2.107(4) 7_657 ?
N1 C5 1.375(6) . ?
N1 C6 1.300(7) . ?
C7 C8 1.367(10) . ?
C8 C9 1.358(11) . ?
C9 C10 1.370(10) . ?
C10 C11 1.383(9) . ?
C11 C12 1.482(9) . ?
C12 C13 1.379(8) . ?
C13 C14 1.382(9) . ?
C14 C15 1.367(11) . ?
C15 C16 1.377(9) . ?
C1 C2 1.503(7) . ?
C2 C3 1.338(8) . ?
C3 C4 1.453(7) . ?
C4 C5 1.378(7) . ?
C21B N5B 1.3900 . ?
C21B C20B 1.3900 . ?
C21B C22B 1.404(12) . ?
N5B C17B 1.3900 . ?
C17B C18B 1.3900 . ?
C18B C19B 1.3900 . ?
C19B C20B 1.3900 . ?
C26B N6B 1.3900 . ?
C26B C25B 1.3900 . ?
N6B C22B 1.3900 . ?
C22B C23B 1.3900 . ?
C23B C24B 1.3900 . ?
C24B C25B 1.3900 . ?
N6A C22A 1.3900 . ?
N6A C26A 1.3900 . ?
C22A C23A 1.3900 . ?
C22A C21A 1.366(13) . ?
C23A C24A 1.3900 . ?
C24A C25A 1.3900 . ?
C25A C26A 1.3900 . ?
C18A C19A 1.3900 . ?
C18A C17A 1.3900 . ?
C19A C20A 1.3900 . ?
C20A C21A 1.3900 . ?
C21A N5A 1.3900 . ?
N5A C17A 1.3900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 O3 98.83(18) . . ?
O1 V1 N3 163.9(2) . . ?
O1 V1 N4 91.01(19) . . ?
O1 V1 O2 109.0(2) . . ?
O1 V1 N1 95.79(18) . 7_657 ?
O3 V1 N3 83.12(17) . . ?
O3 V1 N4 92.99(16) . . ?
O3 V1 N1 164.21(18) . 7_657 ?
N4 V1 N3 72.88(19) . . ?
O2 V1 O3 81.15(15) . . ?
O2 V1 N3 87.09(18) . . ?
O2 V1 N4 159.71(19) . . ?
O2 V1 N1 88.49(16) . 7_657 ?
N1 V1 N3 84.49(18) 7_657 . ?
N1 V1 N4 92.68(18) 7_657 . ?
C1 O3 V1 115.5(3) . . ?
C7 N3 V1 125.6(4) . . ?
C11 N3 V1 116.7(4) . . ?
C11 N3 C7 117.7(5) . . ?
C12 N4 V1 119.5(4) . . ?
C16 N4 V1 121.2(5) . . ?
C16 N4 C12 119.2(5) . . ?
C2 O2 V1 116.4(3) . . ?
C6 N2 C4 108.9(5) . . ?
C5 N1 V1 123.9(4) . 7_657 ?
C6 N1 V1 128.5(4) . 7_657 ?
C6 N1 C5 106.5(4) . . ?
N3 C7 C8 123.4(7) . . ?
C9 C8 C7 118.0(7) . . ?
C8 C9 C10 120.4(7) . . ?
C9 C10 C11 119.0(6) . . ?
N3 C11 C10 121.5(6) . . ?
N3 C11 C12 114.4(5) . . ?
C10 C11 C12 124.1(5) . . ?
N4 C12 C11 116.0(5) . . ?
N4 C12 C13 120.7(6) . . ?
C13 C12 C11 123.2(6) . . ?
C12 C13 C14 119.2(6) . . ?
C15 C14 C13 120.0(6) . . ?
C14 C15 C16 117.8(7) . . ?
N4 C16 C15 123.0(7) . . ?
O3 C1 C2 112.8(5) . . ?
O4 C1 O3 122.7(5) . . ?
O4 C1 C2 124.5(5) . . ?
O2 C2 C1 113.7(5) . . ?
O2 C2 C3 123.8(5) . . ?
C3 C2 C1 122.3(5) . . ?
C2 C3 C4 121.3(5) . . ?
N2 C4 C3 123.9(5) . . ?
N2 C4 C5 104.8(4) . . ?
C5 C4 C3 131.1(5) . . ?
N1 C5 C4 108.3(5) . . ?
N1 C6 N2 111.4(5) . . ?
N5B C21B C20B 120.0 . . ?
N5B C21B C22B 124.4(9) . . ?
C20B C21B C22B 115.5(9) . . ?
C21B N5B C17B 120.0 . . ?
C18B C17B N5B 120.0 . . ?
C17B C18B C19B 120.0 . . ?
C20B C19B C18B 120.0 . . ?
C19B C20B C21B 120.0 . . ?
N6B C26B C25B 120.0 . . ?
C26B N6B C22B 120.0 . . ?
N6B C22B C21B 113.9(9) . . ?
N6B C22B C23B 120.0 . . ?
C23B C22B C21B 126.0(9) . . ?
C24B C23B C22B 120.0 . . ?
C23B C24B C25B 120.0 . . ?
C24B C25B C26B 120.0 . . ?
C22A N6A C26A 120.0 . . ?
C23A C22A N6A 120.0 . . ?
C21A C22A N6A 118.7(11) . . ?
C21A C22A C23A 121.3(11) . . ?
C24A C23A C22A 120.0 . . ?
C23A C24A C25A 120.0 . . ?
C24A C25A C26A 120.0 . . ?
C25A C26A N6A 120.0 . . ?
C19A C18A C17A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
C19A C20A C21A 120.0 . . ?
C22A C21A C20A 117.8(11) . . ?
C22A C21A N5A 121.8(11) . . ?
N5A C21A C20A 120.0 . . ?
C17A N5A C21A 120.0 . . ?
N5A C17A C18A 120.0 . . ?

_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 1.808
_oxdiff_exptl_absorpt_empirical_full_min 0.668
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.495(3) 11042 6128 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.505(3) 11000 6128 nmt 0.9993 0.0005 0.3692 -0.0001 -1.0000 0.0010 0.0026
-0.0008 -0.9993

_twin_special_details            
;
Component 2 rotated by -179.9510° 
 around [1.00 -0.00 0.00] (reciprocal) or [0.98 0.00 0.18] (direct)
;
####################################################################### 
# 
# 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_3485
_database_code_depnum_ccdc_archive 'CCDC 2010149'
loop_
_audit_author_name
_audit_author_address
'Zhao-Hui Zhou'
;Xiamen University
China
;
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2020-08-04 downloaded from the CCDC.
;
_audit_creation_date             2020-07-23
_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         'O3 V, C6 H15 N4 O2, 0.5(H2 O)'
_chemical_formula_sum            'C6 H16 N4 O5.50 V'
_chemical_formula_weight         283.17
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H64 N12 O22 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           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   13.8138(6)
_cell_length_b                   5.1262(2)
_cell_length_c                   17.0635(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.374(5)
_cell_angle_gamma                90
_cell_volume                     1117.34(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3988
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3620
_cell_measurement_theta_min      3.4970
_shelx_estimated_absorpt_T_max   0.309
_shelx_estimated_absorpt_T_min   0.207
_exptl_absorpt_coefficient_mu    7.666
_exptl_absorpt_correction_T_max  0.216
_exptl_absorpt_correction_T_min  0.199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.21a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light gray'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    gray
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_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  0.0360
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5491
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.660
_diffrn_reflns_theta_min         3.527
_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 1.000
_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   -115.00 -28.00   0.50    0.05    --  -46.75 -63.00  26.00  174
  2  ω    -64.00  23.00   0.50    0.05    --  -46.75  63.00 162.00  174
  3  ω     13.00  53.00   0.50    0.05    --   46.75 -63.00  26.00   80
  4  ω   -139.00-114.00   0.50    0.18    --  -88.50 -63.00  26.00   50
  5  ω    -73.00 -46.00   0.50    0.18    --  -88.50  63.00 162.00   54
  6  ω     89.00 174.00   0.50    0.18    --  107.31  63.00 162.00  170
  7  ω     35.00 126.00   0.50    0.18    --  107.31 -63.00  26.00  182
  8  ω   -115.00 -71.00   0.50    0.05    --  -46.75-125.00 150.00   88
  9  ω     42.00  67.00   0.50    0.05    --   46.75  57.00-150.00   50
 10  ω     71.00  99.00   0.50    0.05    --   46.75  57.00-150.00   56
 11  ω   -116.00 -87.00   0.50    0.18    --  -88.50 -61.00 -30.00   58
 12  ω   -123.00 -75.00   0.50    0.18    --  -88.50 -30.00 -90.00   96
 13  ω   -140.00 -74.00   0.50    0.18    --  -88.50 -45.00-120.00  132
 14  ω   -149.00-122.00   0.50    0.18    --  -88.50 -61.00 -30.00   54
 15  ω    -64.00 -15.00   0.50    0.18    --  -88.50 125.00-180.00   98
 16  ω   -111.00 -86.00   0.50    0.18    --  -88.50 -77.00-120.00   50
 17  ω    148.00 176.00   0.50    0.18    --  107.31  45.00  90.00   56
 18  ω    138.00 166.00   0.50    0.18    --  107.31  45.00 -90.00   56
 19  ω     93.00 132.00   0.50    0.18    --  107.31  45.00 -90.00   78
 20  ω     36.00 114.00   0.50    0.18    --  107.31-125.00   0.00  156
 21  ω    101.00 127.00   0.50    0.18    --  107.31  45.00-120.00   52
 22  ω    100.00 141.00   0.50    0.18    --  107.31  45.00  90.00   82
 23  ω     63.00  93.00   0.50    0.18    --  107.31 -94.00 -90.00   60
 24  ω     95.00 121.00   0.50    0.18    --  107.31 125.00   0.00   52
 25  ω     71.00 117.00   0.50    0.18    --  107.31-125.00-180.00   92
 26  ω    144.00 173.00   0.50    0.18    --  107.31  77.00 -30.00   58
 27  ω     39.00  65.00   0.50    0.18    --  107.31-125.00-180.00   52
 28  ω     90.00 130.00   0.50    0.18    --  107.31  77.00 -30.00   80
 29  ω    148.00 173.00   0.50    0.18    --  107.31 125.00   0.00   50
 30  ω     96.00 123.00   0.50    0.18    --  107.31  30.00 -60.00   54
 31  ω     91.00 117.00   0.50    0.18    --  107.31  61.00 -90.00   52
 32  ω    138.00 174.00   0.50    0.18    --  107.31  45.00-120.00   72
;
_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      0.0289857000
_diffrn_orient_matrix_UB_12      0.0179681000
_diffrn_orient_matrix_UB_13      0.0964029000
_diffrn_orient_matrix_UB_21      0.0806174000
_diffrn_orient_matrix_UB_22      -0.2204089000
_diffrn_orient_matrix_UB_23      0.0138854000
_diffrn_orient_matrix_UB_31      0.0848886000
_diffrn_orient_matrix_UB_32      0.2035216000
_diffrn_orient_matrix_UB_33      0.0066919000
_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         0.732
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.897
_reflns_number_gt                2153
_reflns_number_total             2229
_reflns_odcompleteness_completeness 100.00
_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 1.171.40.21a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.21a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.21a (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         0.677
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.104
_refine_ls_abs_structure_details 
;
 Flack x determined using 867 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2229
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+5.4177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1165
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups, All
  N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H00O(0.5) H00P(0.5)
3.a Free rotating group:
 O006(H00O,H00P)
3.b Rotating group:
 N007(H00A,H00B)
3.c Ternary CH refined with riding coordinates:
 C00H(H00N)
3.d Secondary CH2 refined with riding coordinates:
 C00E(H00H,H00I), C00F(H00J,H00K), C00G(H00L,H00M)
3.e Aromatic/amide H refined with riding coordinates:
 N009(H009)
3.f X=CH2 refined with riding coordinates:
 N00B(H00F,H00G)
3.g Idealised Me refined as rotating group:
 N00A(H00C,H00D,H00E)
;
_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
V001 V 0.67216(7) 0.17595(18) 0.74080(5) 0.0178(3) Uani 1 1 d . . . . .
O002 O 0.3703(3) 0.4464(8) 0.9453(2) 0.0205(8) Uani 1 1 d . . . . .
O003 O 0.3754(4) 0.8380(8) 0.8898(3) 0.0221(9) Uani 1 1 d . . . . .
O004 O 0.6270(3) 0.0352(8) 0.8066(3) 0.0247(9) Uani 1 1 d . . . . .
O005 O 0.7481(4) 0.4563(9) 0.7915(3) 0.0294(10) Uani 1 1 d . . . . .
O006 O 0.5000 -0.0267(12) 0.5000 0.0250(13) Uani 1 2 d S T P . .
H00O H 0.5023 0.0684 0.5415 0.037 Uiso 0.5 1 d G . . . .
H00P H 0.4590 0.0539 0.4565 0.037 Uiso 0.5 1 d G . . . .
N007 N 0.2438(4) 0.2121(11) 0.4650(3) 0.0267(11) Uani 1 1 d . . . . .
H00A H 0.1784 0.2338 0.4575 0.032 Uiso 1 1 d GR . . . .
H00B H 0.2468 0.1836 0.4158 0.032 Uiso 1 1 d GR . . . .
O008 O 0.5736(4) 0.2614(9) 0.6544(3) 0.0312(11) Uani 1 1 d . . . . .
N009 N 0.3011(4) 0.5097(10) 0.5742(3) 0.0199(10) Uani 1 1 d . . . . .
H009 H 0.2563 0.4453 0.5926 0.024 Uiso 1 1 calc R . . . .
N00A N 0.5139(4) 0.2372(9) 0.8954(3) 0.0196(10) Uani 1 1 d . . . . .
H00C H 0.5548 0.1760 0.8699 0.023 Uiso 1 1 calc GR . . . .
H00D H 0.4621 0.1250 0.8884 0.023 Uiso 1 1 calc GR . . . .
H00E H 0.5515 0.2576 0.9504 0.023 Uiso 1 1 calc GR . . . .
N00B N 0.3630(4) 0.5320(10) 0.4669(3) 0.0223(10) Uani 1 1 d . . . . .
H00F H 0.4023 0.6618 0.4914 0.027 Uiso 1 1 calc R . . . .
H00G H 0.3630 0.4733 0.4197 0.027 Uiso 1 1 calc R . . . .
C00C C 0.3985(5) 0.6016(11) 0.9014(3) 0.0172(12) Uani 1 1 d . . . . .
C00D C 0.3024(4) 0.4227(12) 0.5019(3) 0.0199(11) Uani 1 1 d . . . . .
C00E C 0.4104(5) 0.4605(11) 0.7611(3) 0.0185(11) Uani 1 1 d . . . . .
H00H H 0.4553 0.3694 0.7382 0.022 Uiso 1 1 calc R . . . .
H00I H 0.3488 0.3537 0.7509 0.022 Uiso 1 1 calc R . . . .
C00F C 0.3732(4) 0.7120(11) 0.6243(3) 0.0187(11) Uani 1 1 d . . . . .
H00J H 0.3508 0.8805 0.5977 0.022 Uiso 1 1 calc R . . . .
H00K H 0.4428 0.6777 0.6255 0.022 Uiso 1 1 calc R . . . .
C00G C 0.3770(4) 0.7202(11) 0.7151(3) 0.0194(11) Uani 1 1 d . . . . .
H00L H 0.4257 0.8548 0.7465 0.023 Uiso 1 1 calc R . . . .
H00M H 0.3083 0.7664 0.7138 0.023 Uiso 1 1 calc R . . . .
C00H C 0.4691(4) 0.4948(11) 0.8573(3) 0.0190(11) Uani 1 1 d . . . . .
H00N H 0.5270 0.6175 0.8669 0.023 Uiso 1 1 calc R . . . .


_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
V001 O004 1.643(4) . ?
V001 O005 1.796(5) . ?
V001 O005 1.802(4) 4_646 ?
V001 O008 1.641(5) . ?
O002 C00C 1.251(7) . ?
O003 C00C 1.249(7) . ?
O005 V001 1.802(4) 4_656 ?
N007 C00D 1.353(8) . ?
N009 C00D 1.317(7) . ?
N009 C00F 1.467(7) . ?
N00A C00H 1.498(7) . ?
N00B C00D 1.324(8) . ?
C00C C00H 1.543(8) . ?
C00E C00G 1.525(8) . ?
C00E C00H 1.538(7) . ?
C00F C00G 1.530(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O004 V001 O005 109.0(2) . . ?
O004 V001 O005 111.7(2) . 4_646 ?
O005 V001 O005 109.55(9) . 4_646 ?
O008 V001 O004 109.3(2) . . ?
O008 V001 O005 106.7(2) . 4_646 ?
O008 V001 O005 110.6(2) . . ?
V001 O005 V001 131.7(2) . 4_656 ?
C00D N009 C00F 122.5(5) . . ?
O002 C00C C00H 117.7(5) . . ?
O003 C00C O002 126.4(6) . . ?
O003 C00C C00H 115.9(5) . . ?
N009 C00D N007 119.1(5) . . ?
N009 C00D N00B 121.0(6) . . ?
N00B C00D N007 119.8(5) . . ?
C00G C00E C00H 112.5(4) . . ?
N009 C00F C00G 111.4(5) . . ?
C00E C00G C00F 112.6(5) . . ?
N00A C00H C00C 109.6(4) . . ?
N00A C00H C00E 109.0(4) . . ?
C00E C00H C00C 112.7(5) . . ?

_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 1.306
_oxdiff_exptl_absorpt_empirical_full_min 0.729
