# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_[VO(L2)(OMe)(MeOH)]xMeOH
_database_code_depnum_ccdc_archive 'CCDC 2306364'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2024-02-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_[VO(L2)(OMe)(MeOH)]xMeOH 
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Analyzed crystals were of poor quality
;
# Added during the CSD deposition process: Wednesday 08 November 2023 09:57 AM
# end Validation Reply Form

_audit_creation_date             2023-09-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
'N-[(2-oxidophenyl)methylidene]ethanehydrazonato]-(methanol)-(methoxo)-oxo-vanadium(v) methanol solvate'
_chemical_formula_moiety         'C11 H15 N2 O5 V, C H4 O'
_chemical_formula_sum            'C12 H19 N2 O6 V'
_chemical_formula_weight         338.23
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8576(4)
_cell_length_b                   10.2578(5)
_cell_length_c                   10.7080(5)
_cell_angle_alpha                82.970(4)
_cell_angle_beta                 70.374(5)
_cell_angle_gamma                74.014(4)
_cell_volume                     781.08(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2674
_cell_measurement_theta_min      4.3730
_cell_measurement_theta_max      76.9060
_cell_measurement_temperature    293(2)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.572
_exptl_absorpt_correction_T_min  0.65067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.175
_oxdiff_exptl_absorpt_empirical_full_max 4.752
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1988
_diffrn_reflns_av_unetI/netI     0.0999
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8429
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.485
_diffrn_reflns_theta_max         67.485
_diffrn_reflns_theta_min         4.386
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1696
_reflns_number_total             2771
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       0.0070(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2771
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1238
_refine_ls_R_factor_gt           0.0699
_refine_ls_restrained_S_all      1.145
_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)+(0.1380P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1876
_refine_ls_wR_factor_ref         0.2608
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O5-H5
 0.85 with sigma of 0.01
 V1-H5
 2.823855 with sigma of 0.02
 C10-H5
 1.887021 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7), C4(H4), C5(H5A)
3.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
3.c Idealised tetrahedral OH refined as rotating group:
 O6(H6A)
;
_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
V1 V 0.25564(14) 0.71636(11) 0.26763(10) 0.0461(5) Uani 1 1 d D . . . .
O4 O 0.2989(6) 0.8368(4) 0.1331(4) 0.0506(11) Uani 1 1 d . . . . .
O1 O 0.3658(6) 0.5504(4) 0.1900(4) 0.0522(12) Uani 1 1 d . . . . .
O2 O 0.2266(6) 0.8442(4) 0.3984(4) 0.0546(12) Uani 1 1 d . . . . .
O5 O 0.5584(6) 0.6964(5) 0.2450(5) 0.0592(13) Uani 1 1 d D . . . .
H5 H 0.641(2) 0.6219(19) 0.221(7) 0.089 Uiso 1 1 d D U . . .
N1 N 0.2614(7) 0.6007(5) 0.4434(5) 0.0469(13) Uani 1 1 d . . . . .
O3 O 0.0423(6) 0.7239(5) 0.2916(5) 0.0635(13) Uani 1 1 d . . . . .
O6 O 0.8120(9) 0.4621(5) 0.1942(5) 0.0765(16) Uani 1 1 d . . . . .
H6A H 0.787909 0.418387 0.264579 0.115 Uiso 1 1 calc R U . . .
N2 N 0.2434(8) 0.6705(6) 0.5529(5) 0.0570(15) Uani 1 1 d . . . . .
C2 C 0.3387(9) 0.4262(6) 0.2269(6) 0.0476(16) Uani 1 1 d . . . . .
C8 C 0.2259(9) 0.7971(7) 0.5185(7) 0.0546(18) Uani 1 1 d . . . . .
C3 C 0.3766(10) 0.3344(7) 0.1297(6) 0.0546(18) Uani 1 1 d . . . . .
H3 H 0.418376 0.359602 0.040397 0.066 Uiso 1 1 calc R U . . .
C1 C 0.2871(9) 0.3858(7) 0.3611(6) 0.0530(17) Uani 1 1 d . . . . .
C11 C 0.1724(11) 0.9236(8) 0.0709(8) 0.065(2) Uani 1 1 d . . . . .
H11A H 0.229289 0.921520 -0.023663 0.097 Uiso 1 1 calc R U . . .
H11B H 0.142691 1.014719 0.099261 0.097 Uiso 1 1 calc R U . . .
H11C H 0.060271 0.892993 0.095248 0.097 Uiso 1 1 calc R U . . .
C6 C 0.2629(11) 0.2530(7) 0.3944(7) 0.063(2) Uani 1 1 d . . . . .
H6 H 0.223122 0.225543 0.483214 0.076 Uiso 1 1 calc R U . . .
C7 C 0.2632(10) 0.4726(7) 0.4645(6) 0.0576(18) Uani 1 1 d . . . . .
H7 H 0.248459 0.435752 0.550138 0.069 Uiso 1 1 calc R U . . .
C9 C 0.2053(13) 0.8980(8) 0.6159(8) 0.076(2) Uani 1 1 d . . . . .
H9A H 0.319563 0.925248 0.594283 0.113 Uiso 1 1 calc R U . . .
H9B H 0.177227 0.857359 0.703702 0.113 Uiso 1 1 calc R U . . .
H9C H 0.105712 0.975928 0.612163 0.113 Uiso 1 1 calc R U . . .
C10 C 0.6539(11) 0.8015(8) 0.2143(9) 0.076(2) Uani 1 1 d D . . . .
H10A H 0.766790 0.775442 0.141521 0.113 Uiso 1 1 calc R U . . .
H10B H 0.683932 0.816287 0.290423 0.113 Uiso 1 1 calc R U . . .
H10C H 0.575527 0.883529 0.190374 0.113 Uiso 1 1 calc R U . . .
C4 C 0.3517(10) 0.2061(8) 0.1668(7) 0.065(2) Uani 1 1 d . . . . .
H4 H 0.372465 0.146173 0.101667 0.078 Uiso 1 1 calc R U . . .
C5 C 0.2966(11) 0.1642(8) 0.2987(8) 0.068(2) Uani 1 1 d . . . . .
H5A H 0.282584 0.076507 0.322024 0.081 Uiso 1 1 calc R U . . .
C12 C 0.8624(14) 0.3763(9) 0.0886(8) 0.088(3) Uani 1 1 d . . . . .
H12A H 0.868182 0.429652 0.007807 0.133 Uiso 1 1 calc R U . . .
H12B H 0.771263 0.324981 0.104802 0.133 Uiso 1 1 calc R U . . .
H12C H 0.982412 0.315344 0.080746 0.133 Uiso 1 1 calc R U . . .


_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 O4 1.784(4) . ?
V1 O1 1.841(4) . ?
V1 O2 1.950(4) . ?
V1 O5 2.262(5) . ?
V1 N1 2.105(5) . ?
V1 O3 1.589(5) . ?
O4 C11 1.427(8) . ?
O1 C2 1.340(7) . ?
O2 C8 1.316(8) . ?
O5 H5 0.856(10) . ?
O5 C10 1.424(8) . ?
N1 N2 1.395(6) . ?
N1 C7 1.303(8) . ?
O6 H6A 0.8200 . ?
O6 C12 1.401(8) . ?
N2 C8 1.289(9) . ?
C2 C3 1.391(8) . ?
C2 C1 1.398(9) . ?
C8 C9 1.497(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(9) . ?
C1 C6 1.414(9) . ?
C1 C7 1.436(8) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C6 H6 0.9300 . ?
C6 C5 1.364(9) . ?
C7 H7 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C5 1.382(11) . ?
C5 H5A 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 V1 O1 104.40(19) . . ?
O4 V1 O2 92.9(2) . . ?
O4 V1 O5 82.6(2) . . ?
O4 V1 N1 161.9(2) . . ?
O1 V1 O2 150.6(2) . . ?
O1 V1 O5 79.18(19) . . ?
O1 V1 N1 83.26(19) . . ?
O2 V1 O5 79.76(18) . . ?
O2 V1 N1 73.95(19) . . ?
N1 V1 O5 82.7(2) . . ?
O3 V1 O4 101.0(2) . . ?
O3 V1 O1 100.1(2) . . ?
O3 V1 O2 99.6(2) . . ?
O3 V1 O5 176.3(2) . . ?
O3 V1 N1 93.6(2) . . ?
C11 O4 V1 129.3(4) . . ?
C2 O1 V1 132.8(4) . . ?
C8 O2 V1 118.4(4) . . ?
V1 O5 H5 121.0(17) . . ?
C10 O5 V1 127.5(5) . . ?
C10 O5 H5 107.1(17) . . ?
N2 N1 V1 116.9(4) . . ?
C7 N1 V1 126.8(4) . . ?
C7 N1 N2 116.0(5) . . ?
C12 O6 H6A 109.5 . . ?
C8 N2 N1 108.1(5) . . ?
O1 C2 C3 119.1(6) . . ?
O1 C2 C1 120.3(5) . . ?
C3 C2 C1 120.3(6) . . ?
O2 C8 C9 116.9(6) . . ?
N2 C8 O2 122.7(5) . . ?
N2 C8 C9 120.4(6) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.4(6) . . ?
C4 C3 H3 120.3 . . ?
C2 C1 C6 118.0(6) . . ?
C2 C1 C7 122.5(6) . . ?
C6 C1 C7 119.4(6) . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.3(7) . . ?
C5 C6 H6 119.4 . . ?
N1 C7 C1 122.8(6) . . ?
N1 C7 H7 118.6 . . ?
C1 C7 H7 118.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O5 C10 H10A 109.5 . . ?
O5 C10 H10B 109.5 . . ?
O5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C5 121.5(6) . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 119.3(7) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
O6 C12 H12A 109.5 . . ?
O6 C12 H12B 109.5 . . ?
O6 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
V1 O1 C2 C3 151.4(5) . . . . ?
V1 O1 C2 C1 -33.6(9) . . . . ?
V1 O2 C8 N2 -0.1(9) . . . . ?
V1 O2 C8 C9 179.4(5) . . . . ?
V1 N1 N2 C8 0.2(7) . . . . ?
V1 N1 C7 C1 8.7(10) . . . . ?
O4 V1 O1 C2 -157.6(5) . . . . ?
O1 V1 O4 C11 107.7(5) . . . . ?
O1 C2 C3 C4 179.0(6) . . . . ?
O1 C2 C1 C6 -179.1(6) . . . . ?
O1 C2 C1 C7 -0.8(10) . . . . ?
O2 V1 O4 C11 -96.3(5) . . . . ?
O2 V1 O1 C2 78.1(7) . . . . ?
O5 V1 O4 C11 -175.5(5) . . . . ?
O5 V1 O1 C2 123.0(6) . . . . ?
N1 V1 O4 C11 -139.0(6) . . . . ?
N1 V1 O1 C2 39.1(6) . . . . ?
N1 N2 C8 O2 -0.1(9) . . . . ?
N1 N2 C8 C9 -179.6(6) . . . . ?
O3 V1 O4 C11 4.2(5) . . . . ?
O3 V1 O1 C2 -53.4(6) . . . . ?
N2 N1 C7 C1 -177.8(6) . . . . ?
C2 C3 C4 C5 -2.5(11) . . . . ?
C2 C1 C6 C5 2.9(11) . . . . ?
C2 C1 C7 N1 10.1(11) . . . . ?
C3 C2 C1 C6 -4.2(10) . . . . ?
C3 C2 C1 C7 174.1(6) . . . . ?
C3 C4 C5 C6 1.2(12) . . . . ?
C1 C2 C3 C4 4.1(10) . . . . ?
C1 C6 C5 C4 -1.4(12) . . . . ?
C6 C1 C7 N1 -171.6(7) . . . . ?
C7 N1 N2 C8 -173.9(6) . . . . ?
C7 C1 C6 C5 -175.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_[VO(L3)(OMe)(MeOH)]
_database_code_depnum_ccdc_archive 'CCDC 2306369'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2024-02-19 downloaded from the CCDC.
;
_audit_creation_date             2023-10-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N-[(3-methoxy-2-oxidophenyl)methylidene]ethanehydrazonato]-(methanol)-(methoxo)-oxo-vanadium(v)
_chemical_formula_moiety         'C12 H17 N2 O6 V'
_chemical_formula_sum            'C12 H17 N2 O6 V'
_chemical_formula_weight         336.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         'V C12 H21 N4 O4'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.27200(10)
_cell_length_b                   11.3736(2)
_cell_length_c                   16.1268(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.564(2)
_cell_angle_gamma                90
_cell_volume                     1510.10(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11474
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.6560
_cell_measurement_theta_min      2.7690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.764
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16020
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.767
_diffrn_reflns_theta_min         4.765
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     86.00 111.00   0.50    0.30    --  107.75 167.00  80.00   50
  2  ω     91.00 116.00   0.50    0.10    --   46.68  77.00  90.00   50
  3  ω     91.00 116.00   0.50    0.10    --   46.68  77.00   0.00   50
  4  ω     88.00 114.00   0.50    0.10    --   46.68  77.00 -30.00   52
  5  ω    140.00 176.00   0.50    0.30    --  107.75 125.00  60.00   72
  6  ω     99.00 133.00   0.50    0.30    --  107.75 125.00  60.00   68
  7  ω    106.00 164.00   0.50    0.30    --  107.75 125.00 -90.00  116
  8  ω    122.00 177.00   0.50    0.30    --  107.75 116.00 -66.00  110
  9  ω    114.00 140.00   0.50    0.30    --  107.75  77.00 -30.00   52
 10  ω    146.00 176.00   0.50    0.30    --  107.75  77.00 -30.00   60
 11  ω     90.00 175.00   0.50    0.30    --  107.75  77.00  30.00  170
 12  ω     94.00 152.00   0.50    0.30    --  107.75  15.00  60.00  116
 13  ω    142.00 168.00   0.50    0.30    --  107.75  45.00-120.00   52
 14  ω     96.00 133.00   0.50    0.30    --  107.75  45.00-120.00   74
 15  ω     97.00 123.00   0.50    0.30    --  107.75  30.00-150.00   52
 16  ω    136.00 174.00   0.50    0.30    --  107.75  15.00-150.00   76
 17  ω    127.00 152.00   0.50    0.30    --  107.75  15.00-180.00   50
 18  ω    104.00 129.00   0.50    0.30    --  107.75  77.00-150.00   50
 19  ω     94.00 134.00   0.50    0.30    --  107.75  15.00   0.00   80
 20  ω    134.00 176.00   0.50    0.30    --  107.75  15.00 120.00   84
 21  ω     71.00 101.00   0.50    0.30    --  107.75 -77.00  90.00   60
 22  ω     39.00  64.00   0.50    0.30    --  107.75 -77.00  60.00   50
 23  ω     53.00  79.00   0.50    0.30    --  107.75 -77.00 -60.00   52
 24  ω     39.00  68.00   0.50    0.30    --  107.75 -61.00 -30.00   58
 25  ω     42.00  67.00   0.50    0.30    --  107.75 -77.00 -90.00   50
 26  ω     38.00  66.00   0.50    0.30    --  107.75 -61.00-120.00   56
 27  ω     38.00  71.00   0.50    0.30    --  107.75 -61.00-150.00   66
 28  ω     35.00  67.00   0.50    0.30    --  107.75 -95.00-120.00   64
 29  ω     42.00  68.00   0.50    0.30    --  107.75-125.00 -90.00   52
 30  ω     74.00 110.00   0.50    0.30    --  107.75-125.00 -60.00   72
 31  ω     73.00 112.00   0.50    0.30    --  107.75-125.00 -30.00   78
 32  ω     40.00  68.00   0.50    0.30    --  107.75-125.00 -30.00   56
 33  ω     51.00  98.00   0.50    0.30    --  107.75-125.00   0.00   94
 34  ω     88.00 116.00   0.50    0.30    --  107.75-167.00  59.00   56
 35  ω     64.00  89.00   0.50    0.10    --   46.68-167.00  59.00   50
 36  ω     75.00 112.00   0.50    0.30    --  107.75-125.00 -90.00   74
 37  ω     48.00  73.00   0.50    0.30    --  107.75-116.00-153.00   50
 38  ω     52.00  78.00   0.50    0.30    --  107.75-125.00-180.00   52
 39  ω     81.00 106.00   0.50    0.30    --  107.75-101.00-175.86   50
 40  ω     62.00  87.00   0.50    0.30    --  107.75 -95.00-180.00   50
 41  ω     71.00 102.00   0.50    0.30    --  107.75 -95.00-120.00   62
 42  ω     42.00  67.00   0.50    0.10    --   46.68-116.00-153.00   50
 43  ω    -43.00 -17.00   0.50    0.30    --  -86.25  45.00 120.00   52
 44  ω    -42.00 -14.00   0.50    0.30    --  -86.25  45.00 150.00   56
 45  ω   -118.00 -92.00   0.50    0.10    --  -46.68 -77.00  60.00   52
 46  ω    -82.00  -8.00   0.50    0.10    --  -46.68 116.00 -66.00  148
 47  ω   -118.00 -93.00   0.50    0.10    --  -46.68 -77.00 -30.00   50
 48  ω   -117.00 -91.00   0.50    0.10    --  -46.68 -77.00-150.00   52
 49  ω   -118.00 -89.00   0.50    0.10    --  -46.68 -77.00-180.00   58
 50  ω   -143.00-118.00   0.50    0.30    --  -86.25-116.00-153.00   50
 51  ω   -107.00 -66.00   0.50    0.10    --  -46.68-167.00  59.00   82
;
_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      0.1532750000
_diffrn_orient_matrix_UB_12      -0.0518137000
_diffrn_orient_matrix_UB_13      0.0484156000
_diffrn_orient_matrix_UB_21      -0.0682953000
_diffrn_orient_matrix_UB_22      -0.1249834000
_diffrn_orient_matrix_UB_23      -0.0155064000
_diffrn_orient_matrix_UB_31      0.0828009000
_diffrn_orient_matrix_UB_32      -0.0069921000
_diffrn_orient_matrix_UB_33      -0.0813890000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2991
_reflns_number_total             3148
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         3148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.079
_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)+(0.0545P)²+0.3155P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0881
_refine_ls_wR_factor_ref         0.0897
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C6(H6), C4(H4), C5(H5A)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C7(H7A,H7B,H7C)
;
_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 0.33967(3) 0.72234(2) 0.60557(2) 0.03197(11) Uani 1 1 d . . . . .
O1 O 0.28732(14) 0.62050(10) 0.68858(7) 0.0386(3) Uani 1 1 d . . . . .
O3 O 0.43728(16) 0.76127(10) 0.50227(7) 0.0411(3) Uani 1 1 d . . . . .
O4 O 0.44587(16) 0.83871(10) 0.65899(7) 0.0428(3) Uani 1 1 d . . . . .
O2 O 0.18037(17) 0.56556(11) 0.83162(8) 0.0463(3) Uani 1 1 d . . . . .
O5 O 0.58686(15) 0.62556(12) 0.63376(9) 0.0458(3) Uani 1 1 d . . . . .
O007 O 0.16680(17) 0.77838(11) 0.57877(8) 0.0483(3) Uani 1 1 d . . . . .
N1 N 0.29875(14) 0.57422(11) 0.52723(7) 0.0302(3) Uani 1 1 d . . . . .
N2 N 0.36026(16) 0.58135(12) 0.44979(8) 0.0343(3) Uani 1 1 d . . . . .
C2 C 0.18401(17) 0.53108(13) 0.68866(10) 0.0318(3) Uani 1 1 d . . . . .
C3 C 0.12433(19) 0.49889(13) 0.76462(10) 0.0356(3) Uani 1 1 d . . . . .
C1 C 0.14037(18) 0.46316(13) 0.61720(10) 0.0347(3) Uani 1 1 d . . . . .
C9 C 0.42798(19) 0.68421(14) 0.44316(9) 0.0340(3) Uani 1 1 d . . . . .
C8 C 0.20984(19) 0.48469(14) 0.54044(10) 0.0352(3) Uani 1 1 d . . . . .
H8 H 0.189254 0.430463 0.497552 0.042 Uiso 1 1 calc R U . . .
C6 C 0.0337(2) 0.36703(16) 0.62173(12) 0.0441(4) Uani 1 1 d . . . . .
H6 H 0.004824 0.321775 0.574580 0.053 Uiso 1 1 calc R U . . .
C4 C 0.0181(2) 0.40570(15) 0.76657(12) 0.0433(4) Uani 1 1 d . . . . .
H4 H -0.023763 0.386380 0.816301 0.052 Uiso 1 1 calc R U . . .
C10 C 0.4970(2) 0.71609(16) 0.36404(11) 0.0457(4) Uani 1 1 d . . . . .
H10A H 0.428641 0.773573 0.334528 0.069 Uiso 1 1 calc R U . . .
H10B H 0.502834 0.647155 0.330106 0.069 Uiso 1 1 calc R U . . .
H10C H 0.604010 0.748063 0.376574 0.069 Uiso 1 1 calc R U . . .
C5 C -0.0275(2) 0.34022(17) 0.69534(13) 0.0494(4) Uani 1 1 d . . . . .
H5A H -0.099778 0.277956 0.697694 0.059 Uiso 1 1 calc R U . . .
C11 C 0.4206(3) 0.96070(17) 0.65525(17) 0.0632(6) Uani 1 1 d . . . . .
H11A H 0.456821 0.990955 0.604655 0.095 Uiso 1 1 calc R U . . .
H11B H 0.480638 0.997484 0.702176 0.095 Uiso 1 1 calc R U . . .
H11C H 0.306963 0.977092 0.656371 0.095 Uiso 1 1 calc R U . . .
C12 C 0.7337(3) 0.6718(2) 0.66818(17) 0.0655(6) Uani 1 1 d . . . . .
H12A H 0.774980 0.725478 0.629446 0.098 Uiso 1 1 calc R U . . .
H12B H 0.810202 0.609114 0.680099 0.098 Uiso 1 1 calc R U . . .
H12C H 0.717371 0.712614 0.718789 0.098 Uiso 1 1 calc R U . . .
C7 C 0.1323(4) 0.5335(3) 0.91018(14) 0.0807(8) Uani 1 1 d . . . . .
H7A H 0.015959 0.535966 0.908326 0.121 Uiso 1 1 calc R U . . .
H7B H 0.178486 0.587447 0.951720 0.121 Uiso 1 1 calc R U . . .
H7C H 0.169622 0.455349 0.923900 0.121 Uiso 1 1 calc R U . . .
H5 H 0.597(3) 0.570(2) 0.6123(14) 0.045(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 O1 1.8530(11) . ?
V1 O3 1.9707(12) . ?
V1 O4 1.7661(12) . ?
V1 O5 2.3278(13) . ?
V1 O007 1.5868(14) . ?
V1 N1 2.1132(12) . ?
O1 C2 1.3284(18) . ?
O3 C9 1.292(2) . ?
O4 C11 1.404(2) . ?
O2 C3 1.364(2) . ?
O2 C7 1.412(2) . ?
O5 C12 1.389(2) . ?
O5 H5 0.73(2) . ?
N1 N2 1.3958(17) . ?
N1 C8 1.286(2) . ?
N2 C9 1.306(2) . ?
C2 C3 1.413(2) . ?
C2 C1 1.405(2) . ?
C3 C4 1.379(2) . ?
C1 C8 1.436(2) . ?
C1 C6 1.411(2) . ?
C9 C10 1.492(2) . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.369(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C5 H5A 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 O3 153.47(5) . . ?
O1 V1 O5 79.96(5) . . ?
O1 V1 N1 84.17(5) . . ?
O3 V1 O5 81.22(5) . . ?
O3 V1 N1 74.27(5) . . ?
O4 V1 O1 104.83(5) . . ?
O4 V1 O3 91.08(5) . . ?
O4 V1 O5 82.71(5) . . ?
O4 V1 N1 158.81(6) . . ?
O007 V1 O1 100.38(7) . . ?
O007 V1 O3 96.42(6) . . ?
O007 V1 O4 102.96(7) . . ?
O007 V1 O5 173.94(6) . . ?
O007 V1 N1 93.98(6) . . ?
N1 V1 O5 80.02(5) . . ?
C2 O1 V1 132.43(10) . . ?
C9 O3 V1 118.12(10) . . ?
C11 O4 V1 130.91(14) . . ?
C3 O2 C7 117.62(15) . . ?
V1 O5 H5 117.3(18) . . ?
C12 O5 V1 128.08(13) . . ?
C12 O5 H5 112.3(18) . . ?
N2 N1 V1 115.94(9) . . ?
C8 N1 V1 126.39(10) . . ?
C8 N1 N2 117.27(12) . . ?
C9 N2 N1 108.77(12) . . ?
O1 C2 C3 118.57(14) . . ?
O1 C2 C1 122.29(14) . . ?
C1 C2 C3 119.02(14) . . ?
O2 C3 C2 114.99(14) . . ?
O2 C3 C4 125.27(15) . . ?
C4 C3 C2 119.74(15) . . ?
C2 C1 C8 121.40(14) . . ?
C2 C1 C6 119.71(15) . . ?
C6 C1 C8 118.78(15) . . ?
O3 C9 N2 122.87(14) . . ?
O3 C9 C10 117.76(15) . . ?
N2 C9 C10 119.37(14) . . ?
N1 C8 C1 124.14(14) . . ?
N1 C8 H8 117.9 . . ?
C1 C8 H8 117.9 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.19(17) . . ?
C5 C6 H6 119.9 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.00(16) . . ?
C5 C4 H4 119.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C6 C5 C4 120.26(16) . . ?
C6 C5 H5A 119.9 . . ?
C4 C5 H5A 119.9 . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O5 C12 H12A 109.5 . . ?
O5 C12 H12B 109.5 . . ?
O5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

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
V1 O1 C2 C3 -155.87(11) . . . . ?
V1 O1 C2 C1 28.2(2) . . . . ?
V1 O3 C9 N2 -1.6(2) . . . . ?
V1 O3 C9 C10 177.88(12) . . . . ?
V1 N1 N2 C9 -1.73(14) . . . . ?
V1 N1 C8 C1 -9.0(2) . . . . ?
O1 V1 O4 C11 -126.74(18) . . . . ?
O1 C2 C3 O2 0.3(2) . . . . ?
O1 C2 C3 C4 -179.42(14) . . . . ?
O1 C2 C1 C8 2.1(2) . . . . ?
O1 C2 C1 C6 178.13(14) . . . . ?
O3 V1 O1 C2 -69.7(2) . . . . ?
O3 V1 O4 C11 74.72(19) . . . . ?
O4 V1 O1 C2 165.27(13) . . . . ?
O2 C3 C4 C5 -177.61(16) . . . . ?
O5 V1 O1 C2 -115.11(14) . . . . ?
O5 V1 O4 C11 155.72(19) . . . . ?
O007 V1 O1 C2 58.75(15) . . . . ?
O007 V1 O4 C11 -22.1(2) . . . . ?
N1 V1 O1 C2 -34.25(14) . . . . ?
N1 V1 O4 C11 120.2(2) . . . . ?
N1 N2 C9 O3 2.1(2) . . . . ?
N1 N2 C9 C10 -177.30(13) . . . . ?
N2 N1 C8 C1 178.64(13) . . . . ?
C2 C3 C4 C5 2.1(2) . . . . ?
C2 C1 C8 N1 -9.2(2) . . . . ?
C2 C1 C6 C5 0.2(3) . . . . ?
C3 C2 C1 C8 -173.82(14) . . . . ?
C3 C2 C1 C6 2.2(2) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C1 C2 C3 O2 176.36(13) . . . . ?
C1 C2 C3 C4 -3.4(2) . . . . ?
C1 C6 C5 C4 -1.5(3) . . . . ?
C8 N1 N2 C9 171.47(14) . . . . ?
C8 C1 C6 C5 176.36(16) . . . . ?
C6 C1 C8 N1 174.70(15) . . . . ?
C7 O2 C3 C2 -176.5(2) . . . . ?
C7 O2 C3 C4 3.2(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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.719
_oxdiff_exptl_absorpt_empirical_full_min 0.714
####################################################################### 
# 
# 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_[VO2(HL3)]2x2H2O
_database_code_depnum_ccdc_archive 'CCDC 2306365'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2024-02-19 downloaded from the CCDC.
;
_audit_creation_date             2023-09-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
"Bis((N'-{[2-oxyphenyl]methylidene}acetohydrazido))-bis(Î1/4-oxo)-dioxo-divanadium(v) dihydrate"
_chemical_formula_moiety         'C20 H22 N4 O10 V2, 2(H2 O)'
_chemical_formula_sum            'C20 H26 N4 O12 V2'
_chemical_formula_weight         616.33
_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.41680(6)
_cell_length_b                   21.95187(16)
_cell_length_c                   7.72252(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.0455(8)
_cell_angle_gamma                90
_cell_volume                     1250.331(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    17440
_cell_measurement_theta_min      4.0260
_cell_measurement_theta_max      77.6910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.903
_exptl_absorpt_correction_T_min  0.27896
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.551
_oxdiff_exptl_absorpt_empirical_full_max 2.516
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            23889
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.879
_diffrn_reflns_theta_min         4.028
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2593
_reflns_number_total             2664
_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_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2664
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0286
_refine_ls_restrained_S_all      1.067
_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)+(0.0544P)²+0.2914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0837
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N2-H2
 0.86 with sigma of 0.02
 O6-H6B
 0.82 with sigma of 0.02
 O6-H6A
 0.82 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C6(H6), C4(H4), C5(H5)
3.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C7(H7A,H7B,H7C)
;
_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
V1 V 0.07137(3) 0.54108(2) 0.65776(3) 0.02644(11) Uani 1 1 d . . . . .
O3 O 0.10120(15) 0.45886(4) 0.78147(15) 0.0340(3) Uani 1 1 d . . . . .
O1 O 0.15001(14) 0.60236(5) 0.51166(15) 0.0352(2) Uani 1 1 d . . . . .
O4 O -0.13518(13) 0.52559(5) 0.56457(14) 0.0312(2) Uani 1 1 d . . . . .
O5 O 0.04505(17) 0.58004(6) 0.83146(15) 0.0440(3) Uani 1 1 d . . . . .
O2 O 0.10657(18) 0.71249(5) 0.3878(2) 0.0508(3) Uani 1 1 d . . . . .
N1 N 0.36204(16) 0.52489(6) 0.71075(16) 0.0289(2) Uani 1 1 d . . . . .
O6 O 0.73664(17) 0.42206(8) 0.85127(19) 0.0524(3) Uani 1 1 d D . . . .
N2 N 0.40149(18) 0.46837(6) 0.78446(19) 0.0345(3) Uani 1 1 d D . . . .
C8 C 0.49569(19) 0.55900(7) 0.6783(2) 0.0325(3) Uani 1 1 d . . . . .
H8 H 0.613470 0.545172 0.707610 0.039 Uiso 1 1 calc R U . . .
C1 C 0.46808(19) 0.61806(6) 0.5977(2) 0.0324(3) Uani 1 1 d . . . . .
C9 C 0.2561(2) 0.43654(7) 0.81574(19) 0.0326(3) Uani 1 1 d . . . . .
C2 C 0.29597(19) 0.63744(6) 0.52399(19) 0.0304(3) Uani 1 1 d . . . . .
C3 C 0.2793(2) 0.69662(7) 0.4506(2) 0.0377(3) Uani 1 1 d . . . . .
C6 C 0.6205(2) 0.65624(8) 0.5893(3) 0.0430(4) Uani 1 1 d . . . . .
H6 H 0.734942 0.642818 0.634201 0.052 Uiso 1 1 calc R U . . .
C4 C 0.4301(3) 0.73334(8) 0.4476(3) 0.0484(4) Uani 1 1 d . . . . .
H4 H 0.417954 0.772206 0.399857 0.058 Uiso 1 1 calc R U . . .
C5 C 0.6007(3) 0.71247(8) 0.5159(3) 0.0512(5) Uani 1 1 d . . . . .
H5 H 0.701720 0.737247 0.511065 0.061 Uiso 1 1 calc R U . . .
C10 C 0.2806(3) 0.37419(8) 0.8897(3) 0.0487(4) Uani 1 1 d . . . . .
H10A H 0.233899 0.372731 1.000903 0.073 Uiso 1 1 calc R U . . .
H10B H 0.407236 0.364124 0.903526 0.073 Uiso 1 1 calc R U . . .
H10C H 0.216411 0.345456 0.812267 0.073 Uiso 1 1 calc R U . . .
C7 C 0.0713(3) 0.77520(9) 0.3549(3) 0.0590(5) Uani 1 1 d . . . . .
H7A H 0.139218 0.788835 0.263079 0.088 Uiso 1 1 calc R U . . .
H7B H 0.106700 0.798250 0.458608 0.088 Uiso 1 1 calc R U . . .
H7C H -0.055795 0.780940 0.320917 0.088 Uiso 1 1 calc R U . . .
H2 H 0.507(2) 0.4540(9) 0.799(3) 0.048(6) Uiso 1 1 d D . . . .
H6A H 0.808(4) 0.4233(17) 0.782(4) 0.105(11) Uiso 1 1 d D . . . .
H6B H 0.799(3) 0.4263(14) 0.943(3) 0.073(8) 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 O3 2.0434(10) . ?
V1 O1 1.8871(11) . ?
V1 O4 2.3421(11) 3_566 ?
V1 O4 1.6578(10) . ?
V1 O5 1.6198(12) . ?
V1 N1 2.1807(12) . ?
O3 C9 1.2512(18) . ?
O1 C2 1.3236(17) . ?
O2 C3 1.366(2) . ?
O2 C7 1.419(2) . ?
N1 N2 1.3835(18) . ?
N1 C8 1.2878(19) . ?
O6 H6A 0.791(18) . ?
O6 H6B 0.807(17) . ?
N2 C9 1.328(2) . ?
N2 H2 0.843(16) . ?
C8 H8 0.9300 . ?
C8 C1 1.443(2) . ?
C1 C2 1.408(2) . ?
C1 C6 1.414(2) . ?
C9 C10 1.487(2) . ?
C2 C3 1.418(2) . ?
C3 C4 1.381(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.360(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.396(3) . ?
C5 H5 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 V1 O4 76.73(4) . 3_566 ?
O3 V1 N1 73.27(5) . . ?
O1 V1 O3 152.15(5) . . ?
O1 V1 O4 84.73(5) . 3_566 ?
O1 V1 N1 82.34(5) . . ?
O4 V1 O3 94.09(5) . . ?
O4 V1 O1 102.49(5) . . ?
O4 V1 O4 78.60(5) . 3_566 ?
O4 V1 N1 153.91(5) . . ?
O5 V1 O3 95.49(6) . . ?
O5 V1 O1 100.99(6) . . ?
O5 V1 O4 171.21(5) . 3_566 ?
O5 V1 O4 106.34(6) . . ?
O5 V1 N1 97.68(6) . . ?
N1 V1 O4 76.33(4) . 3_566 ?
C9 O3 V1 119.77(9) . . ?
C2 O1 V1 132.34(10) . . ?
V1 O4 V1 101.40(5) . 3_566 ?
C3 O2 C7 117.32(15) . . ?
N2 N1 V1 112.67(9) . . ?
C8 N1 V1 129.40(10) . . ?
C8 N1 N2 117.89(12) . . ?
H6A O6 H6B 103(3) . . ?
N1 N2 H2 123.0(15) . . ?
C9 N2 N1 113.96(12) . . ?
C9 N2 H2 122.8(15) . . ?
N1 C8 H8 119.0 . . ?
N1 C8 C1 121.94(13) . . ?
C1 C8 H8 119.0 . . ?
C2 C1 C8 121.82(13) . . ?
C2 C1 C6 119.85(14) . . ?
C6 C1 C8 118.30(14) . . ?
O3 C9 N2 120.03(13) . . ?
O3 C9 C10 120.93(14) . . ?
N2 C9 C10 119.04(14) . . ?
O1 C2 C1 123.60(13) . . ?
O1 C2 C3 117.91(13) . . ?
C1 C2 C3 118.41(13) . . ?
O2 C3 C2 114.51(13) . . ?
O2 C3 C4 125.16(15) . . ?
C4 C3 C2 120.33(16) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.32(17) . . ?
C5 C6 H6 119.8 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.37(16) . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 120.65(15) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

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
V1 O3 C9 N2 5.4(2) . . . . ?
V1 O3 C9 C10 -173.91(13) . . . . ?
V1 O1 C2 C1 34.8(2) . . . . ?
V1 O1 C2 C3 -148.61(12) . . . . ?
V1 N1 N2 C9 -2.98(17) . . . . ?
V1 N1 C8 C1 1.0(2) . . . . ?
O3 V1 O1 C2 -61.87(18) . . . . ?
O3 V1 O4 V1 -75.57(5) . . . 3_566 ?
O1 V1 O4 V1 81.92(5) . . . 3_566 ?
O1 C2 C3 O2 5.5(2) . . . . ?
O1 C2 C3 C4 -174.92(16) . . . . ?
O4 V1 O1 C2 172.97(13) . . . . ?
O4 V1 O1 C2 -109.96(13) 3_566 . . . ?
O4 V1 O4 V1 0.0 3_566 . . 3_566 ?
O5 V1 O1 C2 63.30(14) . . . . ?
O5 V1 O4 V1 -172.51(5) . . . 3_566 ?
O2 C3 C4 C5 179.92(18) . . . . ?
N1 V1 O1 C2 -33.08(13) . . . . ?
N1 V1 O4 V1 -16.25(14) . . . 3_566 ?
N1 N2 C9 O3 -1.3(2) . . . . ?
N1 N2 C9 C10 178.06(15) . . . . ?
N1 C8 C1 C2 -10.8(2) . . . . ?
N1 C8 C1 C6 171.05(15) . . . . ?
N2 N1 C8 C1 178.48(14) . . . . ?
C8 N1 N2 C9 179.15(14) . . . . ?
C8 C1 C2 O1 -4.7(2) . . . . ?
C8 C1 C2 C3 178.67(14) . . . . ?
C8 C1 C6 C5 -179.45(17) . . . . ?
C1 C2 C3 O2 -177.73(14) . . . . ?
C1 C2 C3 C4 1.9(2) . . . . ?
C1 C6 C5 C4 -0.1(3) . . . . ?
C2 C1 C6 C5 2.4(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 C6 -1.3(3) . . . . ?
C6 C1 C2 O1 173.38(15) . . . . ?
C6 C1 C2 C3 -3.2(2) . . . . ?
C7 O2 C3 C2 163.91(16) . . . . ?
C7 O2 C3 C4 -15.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_[VO(L1)(OMe)(MeOH)]
_database_code_depnum_ccdc_archive 'CCDC 2306366'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2024-02-19 downloaded from the CCDC.
;
_audit_creation_date             2023-09-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
'[N-[(5-nitro-2-oxidophenyl)methylidene]ethanehydrazonato]-(methanol)-(methoxo)-oxo-vanadium(v)'
_chemical_formula_moiety         'C11 H14 N3 O7 V'
_chemical_formula_sum            'C11 H14 N3 O7 V'
_chemical_formula_weight         351.19
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5799(2)
_cell_length_b                   11.0971(4)
_cell_length_c                   17.8091(5)
_cell_angle_alpha                81.163(2)
_cell_angle_beta                 80.369(2)
_cell_angle_gamma                89.964(2)
_cell_volume                     1458.88(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    11422
_cell_measurement_theta_min      2.5710
_cell_measurement_theta_max      76.1660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.072
_exptl_absorpt_correction_T_min  0.83054
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.531
_oxdiff_exptl_absorpt_empirical_full_max 2.426
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9655
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.905
_diffrn_reflns_theta_min         2.548
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8096
_reflns_number_total             9655
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.995
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         9655
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0657
_refine_ls_restrained_S_all      1.086
_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)+(0.1306P)²+0.5466P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1849
_refine_ls_wR_factor_ref         0.2020
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6005(17)
 0.3995(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 O41-H41
 0.82 with sigma of 0.02
 H42-O42
 0.82 with sigma of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 C72(H72), C31(H31), C61(H61), C71(H71), C32(H32), C62(H62), C42(H42A),
 C41(H41A)
4.b Idealised Me refined as rotating group:
 C91(H91A,H91B,H91C), C101(H10A,H10B,H10C), C92(H92A,H92B,H92C), C112(H11D,
 H11E,H11F), C111(H11A,H11B,H11C), C102(H10D,H10E,H10F)
;
_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
V11 V 0.23273(9) 0.60202(6) 0.17108(4) 0.0480(2) Uani 1 1 d . . . . .
V12 V 0.73341(9) 0.06219(7) 0.17015(4) 0.0474(2) Uani 1 1 d . . . . .
O21 O 0.3102(4) 0.4806(3) 0.10510(17) 0.0552(7) Uani 1 1 d . . . . .
O22 O 0.8097(4) 0.2170(3) 0.10509(17) 0.0540(7) Uani 1 1 d . . . . .
O12 O 0.6852(4) -0.0383(3) 0.26614(18) 0.0555(7) Uani 1 1 d . . . . .
O71 O 0.3756(4) 0.7244(3) 0.11775(18) 0.0558(7) Uani 1 1 d . . . . .
O11 O 0.1839(4) 0.6555(3) 0.26743(18) 0.0571(7) Uani 1 1 d . . . . .
O32 O 0.5527(4) 0.0423(3) 0.1398(2) 0.0661(9) Uani 1 1 d . . . . .
O72 O 0.8776(4) -0.0310(3) 0.11596(19) 0.0576(7) Uani 1 1 d . . . . .
O41 O 0.4815(5) 0.5375(3) 0.2160(2) 0.0612(8) Uani 1 1 d D . . . .
O42 O 0.9837(4) 0.1047(3) 0.2151(2) 0.0603(8) Uani 1 1 d D . . . .
N22 N 0.6478(5) 0.3200(3) 0.1950(2) 0.0509(8) Uani 1 1 d . . . . .
N21 N 0.1508(5) 0.3328(3) 0.1939(2) 0.0519(8) Uani 1 1 d . . . . .
O31 O 0.0515(4) 0.6369(3) 0.1409(2) 0.0681(9) Uani 1 1 d . . . . .
O62 O 0.1206(6) 0.0373(4) 0.5522(2) 0.0641(10) Uani 1 1 d . . . . .
O61 O -0.3816(5) 0.4357(4) 0.5530(2) 0.0646(10) Uani 1 1 d . . . . .
N12 N 0.6214(5) 0.2005(3) 0.23453(19) 0.0456(7) Uani 1 1 d . . . . .
N11 N 0.1219(5) 0.4324(3) 0.23440(19) 0.0463(7) Uani 1 1 d . . . . .
C12 C 0.4817(5) 0.0692(3) 0.3485(2) 0.0431(8) Uani 1 1 d . . . . .
O51 O -0.3549(7) 0.6209(4) 0.5730(3) 0.0815(14) Uani 1 1 d . . . . .
C11 C -0.0191(5) 0.5063(3) 0.3492(2) 0.0441(8) Uani 1 1 d . . . . .
O52 O 0.1475(7) -0.1567(4) 0.5725(2) 0.0789(13) Uani 1 1 d . . . . .
C22 C 0.5661(5) -0.0388(4) 0.3291(2) 0.0444(8) Uani 1 1 d . . . . .
N32 N 0.1881(7) -0.0581(5) 0.5330(3) 0.0513(12) Uani 1 1 d . . . . .
C21 C 0.0640(5) 0.6229(4) 0.3304(2) 0.0448(8) Uani 1 1 d . . . . .
C82 C 0.7474(6) 0.3176(4) 0.1282(2) 0.0504(9) Uani 1 1 d . . . . .
C72 C 0.5216(5) 0.1860(4) 0.3011(2) 0.0470(9) Uani 1 1 d . . . . .
H72 H 0.472486 0.254687 0.319648 0.056 Uiso 1 1 calc R U . . .
N31 N -0.3153(6) 0.5369(6) 0.5352(3) 0.0522(12) Uani 1 1 d . . . . .
C31 C 0.0228(6) 0.7086(4) 0.3804(3) 0.0547(10) Uani 1 1 d . . . . .
H31 H 0.079438 0.785140 0.368296 0.066 Uiso 1 1 calc R U . . .
C81 C 0.2480(6) 0.3690(4) 0.1269(3) 0.0515(9) Uani 1 1 d . . . . .
C61 C -0.1446(6) 0.4792(4) 0.4172(2) 0.0451(9) Uani 1 1 d . . . . .
H61 H -0.200772 0.402600 0.430619 0.054 Uiso 1 1 calc R U . . .
C71 C 0.0213(6) 0.4121(4) 0.3014(2) 0.0477(9) Uani 1 1 d . . . . .
H71 H -0.027102 0.334049 0.319561 0.057 Uiso 1 1 calc R U . . .
C32 C 0.5261(6) -0.1490(4) 0.3789(3) 0.0533(10) Uani 1 1 d . . . . .
H32 H 0.582899 -0.219501 0.366857 0.064 Uiso 1 1 calc R U . . .
C52 C 0.3184(7) -0.0471(6) 0.4631(3) 0.0451(13) Uani 1 1 d . . . . .
C62 C 0.3578(6) 0.0614(4) 0.4165(2) 0.0433(9) Uani 1 1 d . . . . .
H62 H 0.301527 0.131357 0.429997 0.052 Uiso 1 1 calc R U . . .
C42 C 0.4032(7) -0.1541(5) 0.4457(3) 0.0514(11) Uani 1 1 d . . . . .
H42A H 0.376795 -0.227462 0.478860 0.062 Uiso 1 1 calc R U . . .
C51 C -0.1846(7) 0.5677(6) 0.4645(3) 0.0434(12) Uani 1 1 d . . . . .
C91 C 0.2940(8) 0.2799(6) 0.0719(3) 0.0652(14) Uani 1 1 d . . . . .
H91A H 0.298484 0.320834 0.020067 0.098 Uiso 1 1 calc R U . . .
H91B H 0.204397 0.215546 0.082878 0.098 Uiso 1 1 calc R U . . .
H91C H 0.408445 0.246014 0.077605 0.098 Uiso 1 1 calc R U . . .
C41 C -0.0997(7) 0.6816(5) 0.4468(3) 0.0534(11) Uani 1 1 d . . . . .
H41A H -0.125706 0.739033 0.479780 0.064 Uiso 1 1 calc R U . . .
C101 C 0.3256(8) 0.8297(5) 0.0708(3) 0.0650(14) Uani 1 1 d . . . . .
H10A H 0.265699 0.805478 0.031904 0.098 Uiso 1 1 calc R U . . .
H10B H 0.430743 0.877980 0.046657 0.098 Uiso 1 1 calc R U . . .
H10C H 0.246666 0.876978 0.102103 0.098 Uiso 1 1 calc R U . . .
C92 C 0.7922(8) 0.4312(6) 0.0735(3) 0.0631(14) Uani 1 1 d . . . . .
H92A H 0.907263 0.424514 0.042564 0.095 Uiso 1 1 calc R U . . .
H92B H 0.795191 0.498342 0.101449 0.095 Uiso 1 1 calc R U . . .
H92C H 0.703228 0.444793 0.040750 0.095 Uiso 1 1 calc R U . . .
C112 C 1.0919(7) 0.0181(6) 0.2500(3) 0.0703(13) Uani 1 1 d . . . . .
H11D H 1.215070 0.035560 0.227453 0.105 Uiso 1 1 calc R U . . .
H11E H 1.058474 -0.061904 0.242230 0.105 Uiso 1 1 calc R U . . .
H11F H 1.076164 0.021404 0.304284 0.105 Uiso 1 1 calc R U . . .
C111 C 0.5927(7) 0.6079(6) 0.2497(3) 0.0698(13) Uani 1 1 d . . . . .
H11A H 0.714077 0.606060 0.223761 0.105 Uiso 1 1 calc R U . . .
H11B H 0.585912 0.574869 0.303257 0.105 Uiso 1 1 calc R U . . .
H11C H 0.553631 0.690616 0.245115 0.105 Uiso 1 1 calc R U . . .
C102 C 0.8331(8) -0.1096(6) 0.0647(3) 0.0659(15) Uani 1 1 d . . . . .
H10D H 0.902159 -0.085156 0.014322 0.099 Uiso 1 1 calc R U . . .
H10E H 0.707942 -0.104096 0.061899 0.099 Uiso 1 1 calc R U . . .
H10F H 0.859495 -0.192231 0.083667 0.099 Uiso 1 1 calc R U . . .
H41 H 0.526(7) 0.471(3) 0.212(3) 0.072(17) Uiso 1 1 d D . . . .
H42 H 1.027(9) 0.171(3) 0.216(4) 0.09(2) 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
V11 O21 1.948(3) . ?
V11 O71 1.783(3) . ?
V11 O11 1.880(3) . ?
V11 O41 2.244(3) . ?
V11 O31 1.584(3) . ?
V11 N11 2.133(3) . ?
V12 O22 1.947(3) . ?
V12 O12 1.872(3) . ?
V12 O32 1.582(3) . ?
V12 O72 1.774(3) . ?
V12 O42 2.256(3) . ?
V12 N12 2.146(3) . ?
O21 C81 1.303(6) . ?
O22 C82 1.310(6) . ?
O12 C22 1.316(5) . ?
O71 C101 1.419(6) . ?
O11 C21 1.323(5) . ?
O72 C102 1.433(6) . ?
O41 C111 1.413(6) . ?
O41 H41 0.82(2) . ?
O42 C112 1.403(6) . ?
O42 H42 0.81(2) . ?
N22 N12 1.400(5) . ?
N22 C82 1.302(5) . ?
N21 N11 1.407(5) . ?
N21 C81 1.299(6) . ?
O62 N32 1.245(7) . ?
O61 N31 1.205(7) . ?
N12 C72 1.283(5) . ?
N11 C71 1.292(5) . ?
C12 C22 1.420(5) . ?
C12 C72 1.436(5) . ?
C12 C62 1.394(5) . ?
O51 N31 1.240(7) . ?
C11 C21 1.408(5) . ?
C11 C61 1.402(6) . ?
C11 C71 1.448(5) . ?
O52 N32 1.216(7) . ?
C22 C32 1.397(6) . ?
N32 C52 1.444(5) . ?
C21 C31 1.400(6) . ?
C82 C92 1.472(7) . ?
C72 H72 0.9300 . ?
N31 C51 1.461(5) . ?
C31 H31 0.9300 . ?
C31 C41 1.370(7) . ?
C81 C91 1.497(6) . ?
C61 H61 0.9300 . ?
C61 C51 1.390(7) . ?
C71 H71 0.9300 . ?
C32 H32 0.9300 . ?
C32 C42 1.376(6) . ?
C52 C62 1.356(8) . ?
C52 C42 1.401(9) . ?
C62 H62 0.9300 . ?
C42 H42A 0.9300 . ?
C51 C41 1.386(8) . ?
C91 H91A 0.9600 . ?
C91 H91B 0.9600 . ?
C91 H91C 0.9600 . ?
C41 H41A 0.9300 . ?
C101 H10A 0.9600 . ?
C101 H10B 0.9600 . ?
C101 H10C 0.9600 . ?
C92 H92A 0.9600 . ?
C92 H92B 0.9600 . ?
C92 H92C 0.9600 . ?
C112 H11D 0.9600 . ?
C112 H11E 0.9600 . ?
C112 H11F 0.9600 . ?
C111 H11A 0.9600 . ?
C111 H11B 0.9600 . ?
C111 H11C 0.9600 . ?
C102 H10D 0.9600 . ?
C102 H10E 0.9600 . ?
C102 H10F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O21 V11 O41 79.44(13) . . ?
O21 V11 N11 74.66(13) . . ?
O71 V11 O21 97.17(14) . . ?
O71 V11 O11 100.02(14) . . ?
O71 V11 O41 83.88(14) . . ?
O71 V11 N11 165.94(14) . . ?
O11 V11 O21 152.66(14) . . ?
O11 V11 O41 81.44(14) . . ?
O11 V11 N11 83.91(13) . . ?
O31 V11 O21 98.13(18) . . ?
O31 V11 O71 100.17(17) . . ?
O31 V11 O11 99.55(18) . . ?
O31 V11 O41 175.55(16) . . ?
O31 V11 N11 92.40(16) . . ?
N11 V11 O41 83.37(14) . . ?
O22 V12 O42 79.26(13) . . ?
O22 V12 N12 74.43(12) . . ?
O12 V12 O22 152.11(14) . . ?
O12 V12 O42 81.44(14) . . ?
O12 V12 N12 83.54(12) . . ?
O32 V12 O22 98.16(17) . . ?
O32 V12 O12 99.71(18) . . ?
O32 V12 O72 100.38(16) . . ?
O32 V12 O42 175.64(16) . . ?
O32 V12 N12 92.52(16) . . ?
O72 V12 O22 96.66(14) . . ?
O72 V12 O12 100.95(15) . . ?
O72 V12 O42 83.47(14) . . ?
O72 V12 N12 165.34(14) . . ?
N12 V12 O42 83.41(13) . . ?
C81 O21 V11 118.4(3) . . ?
C82 O22 V12 118.3(3) . . ?
C22 O12 V12 134.7(3) . . ?
C101 O71 V11 127.4(3) . . ?
C21 O11 V11 133.9(3) . . ?
C102 O72 V12 128.3(3) . . ?
V11 O41 H41 125(4) . . ?
C111 O41 V11 125.6(3) . . ?
C111 O41 H41 110(4) . . ?
V12 O42 H42 128(5) . . ?
C112 O42 V12 125.4(3) . . ?
C112 O42 H42 106(5) . . ?
C82 N22 N12 108.7(3) . . ?
C81 N21 N11 109.3(3) . . ?
N22 N12 V12 114.9(2) . . ?
C72 N12 V12 127.9(3) . . ?
C72 N12 N22 116.9(3) . . ?
N21 N11 V11 114.5(2) . . ?
C71 N11 V11 128.5(3) . . ?
C71 N11 N21 116.8(3) . . ?
C22 C12 C72 122.3(3) . . ?
C62 C12 C22 118.7(4) . . ?
C62 C12 C72 119.0(4) . . ?
C21 C11 C71 122.6(4) . . ?
C61 C11 C21 119.0(4) . . ?
C61 C11 C71 118.4(4) . . ?
O12 C22 C12 122.1(4) . . ?
O12 C22 C32 118.4(3) . . ?
C32 C22 C12 119.6(4) . . ?
O62 N32 C52 117.7(6) . . ?
O52 N32 O62 121.1(4) . . ?
O52 N32 C52 121.2(7) . . ?
O11 C21 C11 122.7(4) . . ?
O11 C21 C31 117.6(4) . . ?
C31 C21 C11 119.7(4) . . ?
O22 C82 C92 116.5(4) . . ?
N22 C82 O22 123.2(4) . . ?
N22 C82 C92 120.3(4) . . ?
N12 C72 C12 123.4(4) . . ?
N12 C72 H72 118.3 . . ?
C12 C72 H72 118.3 . . ?
O61 N31 O51 123.5(5) . . ?
O61 N31 C51 120.4(6) . . ?
O51 N31 C51 116.1(6) . . ?
C21 C31 H31 119.5 . . ?
C41 C31 C21 121.1(4) . . ?
C41 C31 H31 119.5 . . ?
O21 C81 C91 117.7(4) . . ?
N21 C81 O21 122.7(4) . . ?
N21 C81 C91 119.5(4) . . ?
C11 C61 H61 120.2 . . ?
C51 C61 C11 119.5(4) . . ?
C51 C61 H61 120.2 . . ?
N11 C71 C11 122.5(4) . . ?
N11 C71 H71 118.7 . . ?
C11 C71 H71 118.7 . . ?
C22 C32 H32 119.7 . . ?
C42 C32 C22 120.6(4) . . ?
C42 C32 H32 119.7 . . ?
C62 C52 N32 121.8(7) . . ?
C62 C52 C42 121.5(4) . . ?
C42 C52 N32 116.8(6) . . ?
C12 C62 H62 119.7 . . ?
C52 C62 C12 120.7(4) . . ?
C52 C62 H62 119.7 . . ?
C32 C42 C52 119.1(4) . . ?
C32 C42 H42A 120.5 . . ?
C52 C42 H42A 120.5 . . ?
C61 C51 N31 118.4(6) . . ?
C41 C51 N31 120.1(5) . . ?
C41 C51 C61 121.5(5) . . ?
C81 C91 H91A 109.5 . . ?
C81 C91 H91B 109.5 . . ?
C81 C91 H91C 109.5 . . ?
H91A C91 H91B 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 109.5 . . ?
C31 C41 C51 119.3(4) . . ?
C31 C41 H41A 120.4 . . ?
C51 C41 H41A 120.4 . . ?
O71 C101 H10A 109.5 . . ?
O71 C101 H10B 109.5 . . ?
O71 C101 H10C 109.5 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
C82 C92 H92A 109.5 . . ?
C82 C92 H92B 109.5 . . ?
C82 C92 H92C 109.5 . . ?
H92A C92 H92B 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?
O42 C112 H11D 109.5 . . ?
O42 C112 H11E 109.5 . . ?
O42 C112 H11F 109.5 . . ?
H11D C112 H11E 109.5 . . ?
H11D C112 H11F 109.5 . . ?
H11E C112 H11F 109.5 . . ?
O41 C111 H11A 109.5 . . ?
O41 C111 H11B 109.5 . . ?
O41 C111 H11C 109.5 . . ?
H11A C111 H11B 109.5 . . ?
H11A C111 H11C 109.5 . . ?
H11B C111 H11C 109.5 . . ?
O72 C102 H10D 109.5 . . ?
O72 C102 H10E 109.5 . . ?
O72 C102 H10F 109.5 . . ?
H10D C102 H10E 109.5 . . ?
H10D C102 H10F 109.5 . . ?
H10E C102 H10F 109.5 . . ?

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
V11 O21 C81 N21 -6.9(6) . . . . ?
V11 O21 C81 C91 173.9(3) . . . . ?
V11 O11 C21 C11 24.2(6) . . . . ?
V11 O11 C21 C31 -157.0(3) . . . . ?
V11 N11 C71 C11 -6.5(6) . . . . ?
V12 O22 C82 N22 5.2(6) . . . . ?
V12 O22 C82 C92 -173.3(3) . . . . ?
V12 O12 C22 C12 -24.8(6) . . . . ?
V12 O12 C22 C32 156.8(3) . . . . ?
V12 N12 C72 C12 6.6(6) . . . . ?
O21 V11 O71 C101 107.4(4) . . . . ?
O21 V11 O11 C21 -66.2(5) . . . . ?
O22 V12 O12 C22 66.3(5) . . . . ?
O22 V12 O72 C102 -104.5(4) . . . . ?
O12 V12 O72 C102 97.2(4) . . . . ?
O12 C22 C32 C42 179.7(4) . . . . ?
O71 V11 O11 C21 165.7(4) . . . . ?
O11 V11 O71 C101 -94.0(4) . . . . ?
O11 C21 C31 C41 -179.9(4) . . . . ?
O32 V12 O12 C22 -62.8(4) . . . . ?
O32 V12 O72 C102 -4.9(5) . . . . ?
O72 V12 O12 C22 -165.5(4) . . . . ?
O41 V11 O71 C101 -174.1(4) . . . . ?
O41 V11 O11 C21 -112.2(4) . . . . ?
O42 V12 O12 C22 112.9(4) . . . . ?
O42 V12 O72 C102 177.2(4) . . . . ?
N22 N12 C72 C12 179.9(4) . . . . ?
N21 N11 C71 C11 179.8(4) . . . . ?
O31 V11 O71 C101 7.7(5) . . . . ?
O31 V11 O11 C21 63.4(4) . . . . ?
O62 N32 C52 C62 -4.6(6) . . . . ?
O62 N32 C52 C42 175.1(6) . . . . ?
O61 N31 C51 C61 2.5(7) . . . . ?
O61 N31 C51 C41 -175.6(6) . . . . ?
N12 V12 O12 C22 28.6(4) . . . . ?
N12 V12 O72 C102 -156.1(5) . . . . ?
N12 N22 C82 O22 -0.3(6) . . . . ?
N12 N22 C82 C92 178.2(4) . . . . ?
N11 V11 O71 C101 160.8(5) . . . . ?
N11 V11 O11 C21 -28.0(4) . . . . ?
N11 N21 C81 O21 2.2(6) . . . . ?
N11 N21 C81 C91 -178.6(4) . . . . ?
C12 C22 C32 C42 1.2(7) . . . . ?
O51 N31 C51 C61 -175.7(6) . . . . ?
O51 N31 C51 C41 6.2(7) . . . . ?
C11 C21 C31 C41 -1.1(7) . . . . ?
C11 C61 C51 N31 -179.7(4) . . . . ?
C11 C61 C51 C41 -1.6(8) . . . . ?
O52 N32 C52 C62 176.4(6) . . . . ?
O52 N32 C52 C42 -3.9(6) . . . . ?
C22 C12 C72 N12 7.3(7) . . . . ?
C22 C12 C62 C52 -0.2(6) . . . . ?
C22 C32 C42 C52 0.1(7) . . . . ?
N32 C52 C62 C12 -178.8(4) . . . . ?
N32 C52 C42 C32 178.8(4) . . . . ?
C21 C11 C61 C51 0.1(6) . . . . ?
C21 C11 C71 N11 -7.4(7) . . . . ?
C21 C31 C41 C51 -0.3(8) . . . . ?
C82 N22 N12 V12 -4.1(4) . . . . ?
C82 N22 N12 C72 -178.2(4) . . . . ?
C72 C12 C22 O12 -0.6(6) . . . . ?
C72 C12 C22 C32 177.8(4) . . . . ?
C72 C12 C62 C52 -179.2(4) . . . . ?
N31 C51 C41 C31 179.8(4) . . . . ?
C81 N21 N11 V11 2.9(4) . . . . ?
C81 N21 N11 C71 177.5(4) . . . . ?
C61 C11 C21 O11 179.9(4) . . . . ?
C61 C11 C21 C31 1.2(6) . . . . ?
C61 C11 C71 N11 173.3(4) . . . . ?
C61 C51 C41 C31 1.7(8) . . . . ?
C71 C11 C21 O11 0.6(6) . . . . ?
C71 C11 C21 C31 -178.1(4) . . . . ?
C71 C11 C61 C51 179.4(4) . . . . ?
C62 C12 C22 O12 -179.6(4) . . . . ?
C62 C12 C22 C32 -1.2(6) . . . . ?
C62 C12 C72 N12 -173.7(4) . . . . ?
C62 C52 C42 C32 -1.5(8) . . . . ?
C42 C52 C62 C12 1.5(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6005(17)
2 0.3995(17)

####################################################################### 
# 
# 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_(NH4)[VO2(L1)]
_database_code_depnum_ccdc_archive 'CCDC 2306367'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2024-02-19 downloaded from the CCDC.
;
_audit_creation_date             2023-10-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'ammonium [N-[(5-nitro-2-oxidophenyl)methylidene]ethanehydrazonato]-dioxo-vanadium(v)'
_chemical_formula_moiety         'C9 H7 N3 O6 V, H4 N'
_chemical_formula_sum            'C9 H11 N4 O6 V'
_chemical_formula_weight         322.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'V O N C H'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5057(2)
_cell_length_b                   7.8413(2)
_cell_length_c                   11.1530(3)
_cell_angle_alpha                85.945(2)
_cell_angle_beta                 86.982(2)
_cell_angle_gamma                68.052(3)
_cell_volume                     607.06(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11954
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.4160
_cell_measurement_theta_min      3.9680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.193
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16601
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.771
_diffrn_reflns_theta_min         3.975
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_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  14.00   0.50    0.15    --   46.69 -82.00  14.00   58
  2  ω     22.00  70.00   0.50    0.15    --   46.69 -82.00  14.00   96
  3  ω   -113.00 -79.00   0.50    0.60    --  -86.25 -82.00  14.00   68
  4  ω    -62.00 -21.00   0.50    0.60    --  -86.25  82.00 135.00   82
  5  ω    135.00 167.00   0.50    0.60    --  107.75  82.00 135.00   64
  6  ω    105.00 130.00   0.50    0.60    --  107.75  82.00 135.00   50
  7  ω    -21.00   4.00   0.50    0.15    --   14.00 102.00-152.91   50
  8  ω      5.00  30.00   0.50    0.15    --   30.00  82.00-148.06   50
  9  ω     12.00  37.00   0.50    0.15    --   34.00  75.00-120.61   50
 10  ω     11.00  36.00   0.50    0.15    --   34.00  77.00 -40.43   50
 11  ω     13.00  38.00   0.50    0.15    --   34.00  74.00 148.20   50
 12  ω     11.00  37.00   0.50    0.15    --   34.00  77.00  74.23   52
 13  ω     17.00  42.00   0.50    0.15    --   38.00  72.00   1.58   50
 14  ω     17.00  42.00   0.50    0.15    --   38.00  73.00-167.29   50
 15  ω     25.00  52.00   0.50    0.15    --   42.00  67.00 -82.45   54
 16  ω     53.00  79.00   0.50    0.15    --   42.00  67.00 -82.45   52
 17  ω    -43.00  25.00   0.50    0.15    --  -46.69  38.00 150.00  136
 18  ω    -98.00 -38.00   0.50    0.15    --  -46.69 -19.00   0.00  120
 19  ω    -46.00   7.00   0.50    0.15    --  -46.69  82.00 135.00  106
 20  ω     33.00  58.00   0.50    0.15    --   46.69  57.00 120.00   50
 21  ω     36.00  93.00   0.50    0.15    --   46.69-125.00  30.00  114
 22  ω     37.00  66.00   0.50    0.15    --   54.00  66.00 146.57   58
 23  ω     68.00  95.00   0.50    0.15    --   54.00  66.00 146.57   54
 24  ω     38.00  74.00   0.50    0.15    --   54.00  64.00-171.79   72
 25  ω     88.00 117.00   0.50    0.15    --   54.00  64.00-171.79   58
 26  ω     37.00  71.00   0.50    0.15    --   54.00  64.00  48.35   68
 27  ω     41.00  70.00   0.50    0.15    --   58.00  65.00 -61.75   58
 28  ω    105.00 131.00   0.50    0.15    --   58.00  66.00  -6.04   52
 29  ω     41.00  74.00   0.50    0.15    --   58.00  64.00 -24.93   66
 30  ω     44.00  80.00   0.50    0.15    --   58.00  66.00  -6.04   72
 31  ω   -119.00 -94.00   0.50    0.15    --  -66.00 -63.00 158.15   50
 32  ω    -78.00 -51.00   0.50    0.15    --  -66.00 -59.00-173.66   54
 33  ω    -93.00 -49.00   0.50    0.15    --  -66.00 -63.00 158.15   88
 34  ω   -129.00-103.00   0.50    0.15    --  -66.00 -59.00-173.66   52
 35  ω    -78.00 -53.00   0.50    0.60    --  -70.00 -63.00 -45.86   50
 36  ω    -80.00 -51.00   0.50    0.60    --  -70.00 -67.00-122.37   58
 37  ω    -86.00 -53.00   0.50    0.60    --  -70.00 -62.00  14.54   66
 38  ω    -81.00 -54.00   0.50    0.60    --  -70.00 -62.00  44.61   54
 39  ω    -91.00 -58.00   0.50    0.60    --  -74.00 -63.00  88.30   66
 40  ω    -82.00 -57.00   0.50    0.60    --  -74.00 -63.00 106.71   50
 41  ω    -95.00 -60.00   0.50    0.60    --  -78.00 -64.00-134.96   70
 42  ω    -89.00 -64.00   0.50    0.60    --  -82.00 -64.00  41.05   50
 43  ω   -137.00-112.00   0.50    0.60    --  -82.00 -64.00  41.05   50
 44  ω    -91.00 -65.00   0.50    0.60    --  -82.00 -61.00 -90.00   52
 45  ω     65.00  92.00   0.50    0.60    --   82.00  62.00  57.53   54
 46  ω   -105.00 -65.00   0.50    0.60    --  -82.00 -63.00  78.53   80
 47  ω   -150.00-122.00   0.50    0.60    --  -82.00 -63.00  78.53   56
 48  ω   -123.00 -70.00   0.50    0.60    --  -86.25 -62.00 131.37  106
 49  ω    -95.00 -68.00   0.50    0.60    --  -86.25 -66.00 -95.63   54
 50  ω   -151.00-126.00   0.50    0.60    --  -86.25 -62.00 131.37   50
 51  ω   -102.00 -71.00   0.50    0.60    --  -86.25 -59.00 -70.05   62
 52  ω    -94.00 -69.00   0.50    0.60    --  -86.25 -63.00  -1.53   50
 53  ω   -102.00 -70.00   0.50    0.60    --  -86.25 -61.00 -54.26   64
 54  ω    -95.00 -70.00   0.50    0.60    --  -86.25 -60.00 155.66   50
 55  ω    -48.00 -16.00   0.50    0.60    --  -86.25  45.00-120.00   64
 56  ω   -103.00 -70.00   0.50    0.60    --  -86.25 -60.00-160.98   66
 57  ω   -112.00 -69.00   0.50    0.60    --  -86.25 -63.00-176.27   86
 58  ω    -93.00 -68.00   0.50    0.60    --  -86.25 -65.00   8.34   50
 59  ω     92.00 117.00   0.50    0.60    --  107.75  61.00 -30.00   50
 60  ω     37.00  63.00   0.50    0.60    --  107.75-125.00-180.00   52
 61  ω     92.00 129.00   0.50    0.60    --  107.75  61.00 -60.00   74
 62  ω    144.00 177.00   0.50    0.60    --  107.75  30.00  30.00   66
 63  ω    112.00 139.00   0.50    0.60    --  107.75  30.00  30.00   54
 64  ω     36.00  64.00   0.50    0.60    --  107.75 -61.00  90.00   56
 65  ω     83.00 112.00   0.50    0.60    --  107.75-125.00 120.00   58
 66  ω     88.00 168.00   0.50    0.60    --  107.75  77.00 150.00  160
 67  ω     36.00  68.00   0.50    0.60    --  107.75-125.00 120.00   64
 68  ω    128.00 175.00   0.50    0.60    --  107.75  77.00 -60.00   94
 69  ω    129.00 175.00   0.50    0.60    --  107.75  77.00  60.00   92
 70  ω     89.00 124.00   0.50    0.60    --  107.75  77.00  60.00   70
 71  ω     89.00 123.00   0.50    0.60    --  107.75  77.00 -60.00   68
 72  ω     90.00 151.00   0.50    0.60    --  107.75  77.00-120.00  122
 73  ω     93.00 118.00   0.50    0.60    --  107.75  61.00  30.00   50
 74  ω    102.00 156.00   0.50    0.60    --  107.75  15.00-120.00  108
 75  ω    134.00 164.00   0.50    0.60    --  107.75 125.00-120.00   60
 76  ω     40.00 111.00   0.50    0.60    --  107.75-125.00 -90.00  142
 77  ω     92.00 127.00   0.50    0.60    --  107.75  61.00-150.00   70
 78  ω    141.00 176.00   0.50    0.60    --  107.75 125.00 -60.00   70
 79  ω    136.00 162.00   0.50    0.60    --  107.75  61.00 120.00   52
 80  ω    104.00 135.00   0.50    0.60    --  107.75 125.00 -60.00   62
 81  ω     85.00 110.00   0.50    0.60    --  107.75-125.00-120.00   50
 82  ω     95.00 144.00   0.50    0.60    --  107.75  61.00 -90.00   98
 83  ω    140.00 176.00   0.50    0.60    --  107.75  77.00 120.00   72
 84  ω     48.00  78.00   0.50    0.60    --  107.75-125.00-120.00   60
 85  ω     76.00 103.00   0.50    0.60    --  107.75 -95.00 -30.00   54
 86  ω     36.00  68.00   0.50    0.60    --  107.75 -95.00 -30.00   64
 87  ω     88.00 129.00   0.50    0.60    --  107.75  77.00 120.00   82
 88  ω     80.00 105.00   0.50    0.60    --  107.75 -95.00-180.00   50
 89  ω     43.00  68.00   0.50    0.60    --  107.75 -95.00-180.00   50
 90  ω     86.00 112.00   0.50    0.60    --  107.75-125.00   0.00   52
 91  ω     94.00 166.00   0.50    0.60    --  107.75  15.00 120.00  144
 92  ω     94.00 121.00   0.50    0.60    --  107.75  61.00 120.00   54
 93  ω     35.00  92.00   0.50    0.60    --  107.75 -77.00  30.00  114
 94  ω     81.00 111.00   0.50    0.60    --  107.75-125.00  90.00   60
 95  ω     95.00 146.00   0.50    0.60    --  107.75  77.00 -30.00  102
 96  ω     93.00 178.00   0.50    0.60    --  107.75  77.00 -90.00  170
 97  ω     77.00 105.00   0.50    0.60    --  107.75 -95.00  90.00   56
 98  ω     38.00 103.00   0.50    0.60    --  107.75 -77.00 -30.00  130
 99  ω    116.00 178.00   0.50    0.60    --  107.75  45.00   0.00  124
100  ω     89.00 160.00   0.50    0.60    --  107.75  77.00  90.00  142
101  ω    144.00 170.00   0.50    0.60    --  107.75  77.00  30.00   52
102  ω     36.00  65.00   0.50    0.60    --  107.75 -95.00  90.00   58
103  ω     89.00 131.00   0.50    0.60    --  107.75  77.00  30.00   84
104  ω     91.00 138.00   0.50    0.60    --  107.75  77.00-150.00   94
105  ω     37.00  98.00   0.50    0.60    --  107.75 -77.00 -90.00  122
106  ω     35.00  71.00   0.50    0.60    --  107.75 -95.00 -90.00   72
107  ω     80.00 105.00   0.50    0.60    --  107.75 -95.00 -90.00   50
108  ω     91.00 153.00   0.50    0.60    --  107.75  61.00  60.00  124
109  ω    139.00 178.00   0.50    0.60    --  107.75  77.00-180.00   78
110  ω     91.00 118.00   0.50    0.60    --  107.75  77.00-180.00   54
111  ω     98.00 165.00   0.50    0.60    --  107.75  61.00-120.00  134
112  ω     81.00 109.00   0.50    0.60    --  107.75-125.00-180.00   56
113  ω     53.00 103.00   0.50    0.60    --  107.75 -95.00-120.00  100
114  ω     56.00  81.00   0.50    0.60    --  107.75 -82.00  14.00   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      0.1340199000
_diffrn_orient_matrix_UB_12      -0.1998845000
_diffrn_orient_matrix_UB_13      0.0316022000
_diffrn_orient_matrix_UB_21      -0.1195977000
_diffrn_orient_matrix_UB_22      -0.0012390000
_diffrn_orient_matrix_UB_23      0.1164027000
_diffrn_orient_matrix_UB_31      -0.1293989000
_diffrn_orient_matrix_UB_32      -0.0710537000
_diffrn_orient_matrix_UB_33      -0.0681388000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2442
_reflns_number_total             2547
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         2547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0281
_refine_ls_restrained_S_all      1.102
_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)+(0.0459P)²+0.1599P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0796
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C3(H3), C4(H4), C6(H6)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_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 0.11225(4) 0.65975(4) 0.26735(2) 0.03158(11) Uani 1 1 d . . . . .
O4 O 0.0412(2) 0.84143(18) 0.34686(12) 0.0485(3) Uani 1 1 d . . . . .
O1 O 0.15048(17) 0.74629(19) 0.10788(11) 0.0424(3) Uani 1 1 d . . . . .
N2 N 0.5067(2) 0.40186(19) 0.35037(12) 0.0335(3) Uani 1 1 d . . . . .
C7 C 0.5414(2) 0.5635(2) 0.17920(14) 0.0317(3) Uani 1 1 d . . . . .
H7 H 0.672040 0.504292 0.192781 0.038 Uiso 1 1 calc R U . . .
O2 O 0.18970(18) 0.46789(18) 0.40016(12) 0.0446(3) Uani 1 1 d . . . . .
C3 C 0.2436(3) 0.8828(2) -0.06512(15) 0.0385(4) Uani 1 1 d . . . . .
H3 H 0.115937 0.938372 -0.086945 0.046 Uiso 1 1 calc R U . . .
C1 C 0.4847(2) 0.6857(2) 0.07423(14) 0.0306(3) Uani 1 1 d . . . . .
C2 C 0.2899(2) 0.7707(2) 0.04253(14) 0.0328(3) Uani 1 1 d . . . . .
N3 N 0.7243(2) 0.8532(2) -0.18258(13) 0.0409(3) Uani 1 1 d . . . . .
O3 O -0.0708(2) 0.6072(2) 0.24144(13) 0.0575(4) Uani 1 1 d . . . . .
C5 C 0.5755(3) 0.8254(2) -0.10433(14) 0.0342(3) Uani 1 1 d . . . . .
C9 C 0.4208(3) 0.2483(2) 0.52732(16) 0.0428(4) Uani 1 1 d . . . . .
H9A H 0.376724 0.150211 0.516869 0.064 Uiso 1 1 calc R U . . .
H9B H 0.359859 0.311182 0.597980 0.064 Uiso 1 1 calc R U . . .
H9C H 0.557566 0.198468 0.536095 0.064 Uiso 1 1 calc R U . . .
C4 C 0.3845(3) 0.9107(2) -0.13764(15) 0.0382(4) Uani 1 1 d . . . . .
H4 H 0.353240 0.985390 -0.207972 0.046 Uiso 1 1 calc R U . . .
C6 C 0.6279(2) 0.7142(2) -0.00080(14) 0.0340(3) Uani 1 1 d . . . . .
H6 H 0.756485 0.658806 0.019045 0.041 Uiso 1 1 calc R U . . .
O5 O 0.6784(2) 0.9416(2) -0.27833(13) 0.0588(4) Uani 1 1 d . . . . .
O6 O 0.8908(2) 0.7862(3) -0.15085(14) 0.0614(4) Uani 1 1 d . . . . .
N4 N 0.0795(3) 0.7548(3) 0.60303(16) 0.0434(4) Uani 1 1 d . . . . .
N1 N 0.42137(19) 0.53112(18) 0.25582(11) 0.0297(3) Uani 1 1 d . . . . .
C8 C 0.3714(2) 0.3804(2) 0.42028(15) 0.0341(3) Uani 1 1 d . . . . .
H4A H 0.065(4) 0.776(4) 0.527(3) 0.072(8) Uiso 1 1 d . . . . .
H4B H 0.206(5) 0.717(4) 0.621(3) 0.072(8) Uiso 1 1 d . . . . .
H4C H 0.024(4) 0.851(4) 0.641(3) 0.062(7) Uiso 1 1 d . . . . .
H4D H 0.023(5) 0.679(5) 0.624(3) 0.094(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
V1 O4 1.6313(14) . ?
V1 O1 1.9045(12) . ?
V1 O2 1.9791(12) . ?
V1 O3 1.6197(14) . ?
V1 N1 2.1574(13) . ?
O1 C2 1.308(2) . ?
N2 N1 1.4087(18) . ?
N2 C8 1.301(2) . ?
C7 H7 0.9300 . ?
C7 C1 1.435(2) . ?
C7 N1 1.291(2) . ?
O2 C8 1.301(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.415(2) . ?
C3 C4 1.370(2) . ?
C1 C2 1.414(2) . ?
C1 C6 1.401(2) . ?
N3 C5 1.452(2) . ?
N3 O5 1.223(2) . ?
N3 O6 1.222(2) . ?
C5 C4 1.395(3) . ?
C5 C6 1.377(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 C8 1.490(2) . ?
C4 H4 0.9300 . ?
C6 H6 0.9300 . ?
N4 H4A 0.86(3) . ?
N4 H4B 0.91(3) . ?
N4 H4C 0.84(3) . ?
N4 H4D 0.86(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 V1 O1 105.29(6) . . ?
O4 V1 O2 98.73(6) . . ?
O4 V1 N1 111.96(7) . . ?
O1 V1 O2 150.30(6) . . ?
O1 V1 N1 81.72(5) . . ?
O2 V1 N1 73.16(5) . . ?
O3 V1 O4 109.24(9) . . ?
O3 V1 O1 97.27(7) . . ?
O3 V1 O2 90.93(7) . . ?
O3 V1 N1 137.50(8) . . ?
C2 O1 V1 137.74(11) . . ?
C8 N2 N1 108.73(13) . . ?
C1 C7 H7 118.2 . . ?
N1 C7 H7 118.2 . . ?
N1 C7 C1 123.66(15) . . ?
C8 O2 V1 119.28(10) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C4 C3 C2 120.86(16) . . ?
C2 C1 C7 121.64(14) . . ?
C6 C1 C7 118.59(14) . . ?
C6 C1 C2 119.71(15) . . ?
O1 C2 C3 118.55(15) . . ?
O1 C2 C1 122.39(14) . . ?
C1 C2 C3 119.04(15) . . ?
O5 N3 C5 118.74(16) . . ?
O6 N3 C5 118.85(15) . . ?
O6 N3 O5 122.41(16) . . ?
C4 C5 N3 118.66(15) . . ?
C6 C5 N3 119.00(16) . . ?
C6 C5 C4 122.34(15) . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
C3 C4 C5 118.97(15) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 119.08(16) . . ?
C5 C6 H6 120.5 . . ?
H4A N4 H4B 110(3) . . ?
H4A N4 H4C 112(3) . . ?
H4A N4 H4D 106(3) . . ?
H4B N4 H4C 105(2) . . ?
H4B N4 H4D 116(3) . . ?
H4C N4 H4D 107(3) . . ?
N2 N1 V1 115.55(10) . . ?
C7 N1 V1 129.55(11) . . ?
C7 N1 N2 114.73(13) . . ?
N2 C8 C9 120.32(15) . . ?
O2 C8 N2 122.77(14) . . ?
O2 C8 C9 116.90(15) . . ?

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 C2 C3 -164.22(13) . . . . ?
V1 O1 C2 C1 17.3(3) . . . . ?
V1 O2 C8 N2 -6.1(2) . . . . ?
V1 O2 C8 C9 175.23(12) . . . . ?
C7 C1 C2 O1 1.5(3) . . . . ?
C7 C1 C2 C3 -176.98(15) . . . . ?
C7 C1 C6 C5 177.41(14) . . . . ?
C1 C7 N1 V1 -7.2(2) . . . . ?
C1 C7 N1 N2 177.87(14) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C2 C1 C6 C5 0.2(2) . . . . ?
N3 C5 C4 C3 179.03(15) . . . . ?
N3 C5 C6 C1 -179.37(14) . . . . ?
C4 C3 C2 O1 -179.10(16) . . . . ?
C4 C3 C2 C1 -0.5(3) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C6 C1 C2 O1 178.69(15) . . . . ?
C6 C1 C2 C3 0.2(2) . . . . ?
C6 C5 C4 C3 -0.2(3) . . . . ?
O5 N3 C5 C4 -4.2(2) . . . . ?
O5 N3 C5 C6 175.06(16) . . . . ?
O6 N3 C5 C4 176.42(17) . . . . ?
O6 N3 C5 C6 -4.3(2) . . . . ?
N1 N2 C8 O2 0.4(2) . . . . ?
N1 N2 C8 C9 179.02(14) . . . . ?
N1 C7 C1 C2 -4.6(3) . . . . ?
N1 C7 C1 C6 178.19(15) . . . . ?
C8 N2 N1 V1 4.85(16) . . . . ?
C8 N2 N1 C7 -179.45(14) . . . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.840
_oxdiff_exptl_absorpt_empirical_full_min 0.662
####################################################################### 
# 
# 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_[VO(L3)(OEt)(H2O)]
_database_code_depnum_ccdc_archive 'CCDC 2306368'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2024-02-19 downloaded from the CCDC.
;
_audit_creation_date             2023-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N-[(3-methoxy-2-oxidophenyl)methylidene]ethanehydrazonato]-(aqua)-(ethoxo)-oxo-vanadium(v)
_chemical_formula_moiety         'C12 H17 N2 O6 V'
_chemical_formula_sum            'C12 H17 N2 O6 V'
_chemical_formula_weight         336.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         'V O C N'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.5057(4)
_cell_length_b                   10.8764(2)
_cell_length_c                   11.0038(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.272(3)
_cell_angle_gamma                90
_cell_volume                     1525.81(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13821
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.6050
_cell_measurement_theta_min      3.4630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.705
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22137
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.579
_diffrn_reflns_theta_min         3.467
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     43.00  89.00   0.50    0.15    --   46.68  38.00  30.00   92
  2  ω     33.00  59.00   0.50    0.15    --   46.68  61.00 -85.00   52
  3  ω     84.00 111.00   0.50    0.15    --   46.68  61.00 -85.00   54
  4  ω    107.00 150.00   0.50    0.60    --  107.75 125.00-120.00   86
  5  ω    103.00 158.00   0.50    0.60    --  107.75 125.00 -60.00  110
  6  ω    103.00 135.00   0.50    0.60    --  107.75 125.00   0.00   64
  7  ω    140.00 178.00   0.50    0.60    --  107.75 125.00   0.00   76
  8  ω     88.00 159.00   0.50    0.60    --  107.75  77.00   0.00  142
  9  ω     89.00 123.00   0.50    0.60    --  107.75  77.00 -30.00   68
 10  ω    130.00 176.00   0.50    0.60    --  107.75  77.00 -30.00   92
 11  ω     92.00 124.00   0.50    0.60    --  107.75  77.00  30.00   64
 12  ω     93.00 124.00   0.50    0.60    --  107.75  61.00  30.00   62
 13  ω    150.00 178.00   0.50    0.60    --  107.75  61.00  30.00   56
 14  ω     92.00 152.00   0.50    0.60    --  107.75  61.00   0.00  120
 15  ω     92.00 135.00   0.50    0.60    --  107.75  61.00 -30.00   86
 16  ω    128.00 173.00   0.50    0.60    --  107.75  61.00 -85.00   90
 17  ω    149.00 178.00   0.50    0.60    --  107.75  61.00 -60.00   58
 18  ω     92.00 124.00   0.50    0.60    --  107.75  61.00 -60.00   64
 19  ω     96.00 130.00   0.50    0.60    --  107.75  45.00   0.00   68
 20  ω     91.00 118.00   0.50    0.60    --  107.75  61.00 -85.00   54
 21  ω    126.00 151.00   0.50    0.60    --  107.75  77.00-180.00   50
 22  ω     89.00 120.00   0.50    0.60    --  107.75  77.00-180.00   62
 23  ω     98.00 177.00   0.50    0.60    --  107.75  77.00-120.00  158
 24  ω    132.00 178.00   0.50    0.60    --  107.75  30.00-150.00   92
 25  ω    106.00 133.00   0.50    0.60    --  107.75  30.00-180.00   54
 26  ω    142.00 177.00   0.50    0.60    --  107.75  30.00-180.00   70
 27  ω    136.00 163.00   0.50    0.60    --  107.75  45.00-120.00   54
 28  ω     97.00 122.00   0.50    0.60    --  107.75  30.00-150.00   50
 29  ω    143.00 174.00   0.50    0.60    --  107.75  45.00 -60.00   62
 30  ω    149.00 174.00   0.50    0.60    --  107.75  15.00   0.00   50
 31  ω    112.00 177.00   0.50    0.60    --  107.75  45.00  60.00  130
 32  ω     99.00 140.00   0.50    0.60    --  107.75  15.00   0.00   82
 33  ω     37.00  86.00   0.50    0.60    --  107.75 -77.00  90.00   98
 34  ω     35.00 102.00   0.50    0.60    --  107.75 -77.00-150.00  134
 35  ω     51.00 103.00   0.50    0.60    --  107.75 -77.00 -90.00  104
 36  ω     45.00  71.00   0.50    0.60    --  107.75 -61.00 -30.00   52
 37  ω     42.00  68.00   0.50    0.60    --  107.75 -61.00   0.00   52
 38  ω     32.00  63.00   0.50    0.15    --   46.68 -61.00 135.00   62
 39  ω     36.00  69.00   0.50    0.60    --  107.75 -61.00 135.00   66
 40  ω     45.00  70.00   0.50    0.60    --  107.75 -61.00 150.00   50
 41  ω     41.00  68.00   0.50    0.60    --  107.75 -61.00 120.00   54
 42  ω    -22.00  20.00   0.50    0.15    --   46.68 -19.00 -60.00   84
 43  ω     74.00  99.00   0.50    0.60    --  107.75 -95.00   0.00   50
 44  ω     72.00 104.00   0.50    0.60    --  107.75 -95.00  90.00   64
 45  ω     36.00  96.00   0.50    0.60    --  107.75-125.00 120.00  120
 46  ω     41.00 112.00   0.50    0.60    --  107.75-125.00  90.00  142
 47  ω     43.00  78.00   0.50    0.60    --  107.75-125.00 -90.00   70
 48  ω     82.00 107.00   0.50    0.60    --  107.75-125.00 -90.00   50
 49  ω    -25.00  29.00   0.50    0.15    --  -46.68  19.00 -90.00  108
 50  ω    -52.00  26.00   0.50    0.15    --  -46.68  61.00 -85.00  156
 51  ω    -43.00 -18.00   0.50    0.60    --  -86.25  45.00-120.00   50
 52  ω    -66.00 -41.00   0.50    0.60    --  -86.25  61.00 -85.00   50
 53  ω    -46.00 -15.00   0.50    0.60    --  -86.25  45.00  90.00   62
 54  ω   -114.00 -82.00   0.50    0.15    --  -46.68-125.00 -60.00   64
 55  ω   -118.00 -92.00   0.50    0.15    --  -46.68 -77.00 -30.00   52
 56  ω   -103.00 -70.00   0.50    0.60    --  -86.25 -61.00  30.00   66
 57  ω   -106.00 -79.00   0.50    0.60    --  -86.25 -30.00  30.00   54
 58  ω   -139.00-114.00   0.50    0.60    --  -86.25 -61.00 135.00   50
 59  ω   -114.00 -30.00   0.50    0.15    --  -46.68 -61.00 135.00  168
;
_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      0.0536025000
_diffrn_orient_matrix_UB_12      -0.0913456000
_diffrn_orient_matrix_UB_13      0.1088518000
_diffrn_orient_matrix_UB_21      -0.1082130000
_diffrn_orient_matrix_UB_22      -0.0425228000
_diffrn_orient_matrix_UB_23      0.0021850000
_diffrn_orient_matrix_UB_31      -0.0030399000
_diffrn_orient_matrix_UB_32      -0.0995902000
_diffrn_orient_matrix_UB_33      -0.1007048000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3004
_reflns_number_total             3220
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.948
_refine_diff_density_min         -1.058
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         3220
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0510
_refine_ls_restrained_S_all      1.118
_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)+(0.0894P)²+0.8662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1461
_refine_ls_wR_factor_ref         0.1496
_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 C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O5-H5A = O5-H5B
 0.85 with sigma of 0.02
 H5A-H5B
 1.34 with sigma of 0.04
 V1-H5A \\sim V1-H5B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O6) = Uanis(C11A) = Uanis(C12A)
Uanis(O6) = Uanis(C11B) = Uanis(C12B)
4. Others
 Sof(C11B)=Sof(H11C)=Sof(H11D)=Sof(C12B)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C11A(H11A,H11B), C11B(H11C,H11D)
5.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C4(H4), C6(H6), C5(H5)
5.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C10(H10A,H10B,H10C), C12A(H12A,H12B,H12C), C12B(H12D,H12E,
 H12F)
;
_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
V1 V 0.70836(3) 0.56244(4) 0.54938(4) 0.03434(17) Uani 1 1 d D . . . .
O3 O 0.59451(14) 0.50854(16) 0.39373(17) 0.0398(4) Uani 1 1 d . . . . .
O5 O 0.56571(14) 0.65141(17) 0.58380(18) 0.0424(4) Uani 1 1 d D . . . .
H5A H 0.577(2) 0.698(3) 0.646(3) 0.064 Uiso 1 1 d D U . . .
H5B H 0.519(2) 0.603(3) 0.588(4) 0.064 Uiso 1 1 d D U . . .
O1 O 0.77797(15) 0.67805(17) 0.67015(17) 0.0427(4) Uani 1 1 d . . . . .
O2 O 0.92665(15) 0.74558(18) 0.88178(18) 0.0467(4) Uani 1 1 d . . . . .
O6 O 0.6851(2) 0.44074(18) 0.6448(2) 0.0582(5) Uani 1 1 d . . . . .
O4 O 0.80205(16) 0.5087(2) 0.5087(2) 0.0522(5) Uani 1 1 d . . . . .
N1 N 0.68104(16) 0.71230(19) 0.41921(19) 0.0360(4) Uani 1 1 d . . . . .
N2 N 0.60950(18) 0.6899(2) 0.2966(2) 0.0426(5) Uani 1 1 d . . . . .
C9 C 0.5696(2) 0.5811(3) 0.2939(3) 0.0404(5) Uani 1 1 d . . . . .
C2 C 0.82741(19) 0.7835(2) 0.6665(2) 0.0368(5) Uani 1 1 d . . . . .
C1 C 0.8026(2) 0.8562(2) 0.5561(3) 0.0421(6) Uani 1 1 d . . . . .
C3 C 0.9068(2) 0.8227(2) 0.7796(3) 0.0416(6) Uani 1 1 d . . . . .
C8 C 0.7271(2) 0.8178(2) 0.4362(3) 0.0403(5) Uani 1 1 d . . . . .
H8 H 0.710512 0.872039 0.367113 0.048 Uiso 1 1 calc R U . . .
C4 C 0.9588(3) 0.9324(3) 0.7792(4) 0.0577(8) Uani 1 1 d . . . . .
H4 H 1.011223 0.958093 0.853422 0.069 Uiso 1 1 calc R U . . .
C7 C 1.0074(3) 0.7793(3) 0.9973(3) 0.0589(8) Uani 1 1 d . . . . .
H7A H 1.071829 0.791213 0.979777 0.088 Uiso 1 1 calc R U . . .
H7B H 1.016534 0.715090 1.059998 0.088 Uiso 1 1 calc R U . . .
H7C H 0.988427 0.854165 1.030181 0.088 Uiso 1 1 calc R U . . .
C10 C 0.4903(3) 0.5363(3) 0.1728(3) 0.0608(8) Uani 1 1 d . . . . .
H10A H 0.510022 0.456092 0.152484 0.091 Uiso 1 1 calc R U . . .
H10B H 0.486946 0.591982 0.103883 0.091 Uiso 1 1 calc R U . . .
H10C H 0.422888 0.531986 0.184104 0.091 Uiso 1 1 calc R U . . .
C6 C 0.8561(3) 0.9678(3) 0.5590(4) 0.0644(9) Uani 1 1 d . . . . .
H6 H 0.838898 1.017087 0.485879 0.077 Uiso 1 1 calc R U . . .
C5 C 0.9333(3) 1.0041(3) 0.6691(4) 0.0745(11) Uani 1 1 d . . . . .
H5 H 0.968938 1.077497 0.669981 0.089 Uiso 1 1 calc R U . . .
C11A C 0.7121(6) 0.3107(6) 0.6349(7) 0.0582(5) Uani 0.549(6) 1 d . . P A 1
H11A H 0.780619 0.303891 0.624909 0.070 Uiso 0.549(6) 1 calc R U P A 1
H11B H 0.660674 0.272058 0.561496 0.070 Uiso 0.549(6) 1 calc R U P A 1
C12A C 0.7124(5) 0.2487(5) 0.7621(7) 0.0582(5) Uani 0.549(6) 1 d . . P A 1
H12A H 0.641430 0.236503 0.759999 0.087 Uiso 0.549(6) 1 calc R U P A 1
H12B H 0.748420 0.300626 0.833578 0.087 Uiso 0.549(6) 1 calc R U P A 1
H12C H 0.747416 0.170780 0.771336 0.087 Uiso 0.549(6) 1 calc R U P A 1
C11B C 0.7462(7) 0.3319(7) 0.6895(9) 0.0582(5) Uani 0.451(6) 1 d . . P A 2
H11C H 0.794537 0.345311 0.775863 0.070 Uiso 0.451(6) 1 calc R U P A 2
H11D H 0.786972 0.313480 0.633791 0.070 Uiso 0.451(6) 1 calc R U P A 2
C12B C 0.6770(7) 0.2280(7) 0.6897(9) 0.0582(5) Uani 0.451(6) 1 d . . P A 2
H12D H 0.632140 0.211882 0.603328 0.087 Uiso 0.451(6) 1 calc R U P A 2
H12E H 0.634966 0.247757 0.742417 0.087 Uiso 0.451(6) 1 calc R U P A 2
H12F H 0.718578 0.156492 0.723609 0.087 Uiso 0.451(6) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O3 1.9756(18) . ?
V1 O5 2.2963(19) . ?
V1 O1 1.8456(18) . ?
V1 O6 1.781(2) . ?
V1 O4 1.587(2) . ?
V1 N1 2.120(2) . ?
O3 C9 1.303(3) . ?
O5 H5A 0.827(17) . ?
O5 H5B 0.840(18) . ?
O1 C2 1.334(3) . ?
O2 C3 1.357(3) . ?
O2 C7 1.423(3) . ?
O6 C11A 1.474(7) . ?
O6 C11B 1.434(8) . ?
N1 N2 1.398(3) . ?
N1 C8 1.289(3) . ?
N2 C9 1.296(4) . ?
C9 C10 1.489(4) . ?
C2 C1 1.394(4) . ?
C2 C3 1.414(3) . ?
C1 C8 1.438(4) . ?
C1 C6 1.407(4) . ?
C3 C4 1.385(4) . ?
C8 H8 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.385(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C6 H6 0.9300 . ?
C6 C5 1.371(5) . ?
C5 H5 0.9300 . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A C12A 1.552(9) . ?
C12A H12A 0.9600 . ?
C12A H12B 0.9600 . ?
C12A H12C 0.9600 . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C11B C12B 1.467(11) . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 V1 O5 79.21(7) . . ?
O3 V1 N1 74.36(8) . . ?
O1 V1 O3 153.14(8) . . ?
O1 V1 O5 81.37(8) . . ?
O1 V1 N1 84.05(8) . . ?
O6 V1 O3 92.99(10) . . ?
O6 V1 O5 83.96(10) . . ?
O6 V1 O1 103.23(10) . . ?
O6 V1 N1 160.81(10) . . ?
O4 V1 O3 96.38(10) . . ?
O4 V1 O5 172.96(9) . . ?
O4 V1 O1 100.95(11) . . ?
O4 V1 O6 101.85(11) . . ?
O4 V1 N1 94.00(10) . . ?
N1 V1 O5 79.57(8) . . ?
C9 O3 V1 117.46(16) . . ?
V1 O5 H5A 117(2) . . ?
V1 O5 H5B 116(2) . . ?
H5A O5 H5B 106(3) . . ?
C2 O1 V1 134.82(16) . . ?
C3 O2 C7 117.7(2) . . ?
C11A O6 V1 125.0(3) . . ?
C11B O6 V1 128.4(4) . . ?
N2 N1 V1 115.39(15) . . ?
C8 N1 V1 128.17(17) . . ?
C8 N1 N2 116.3(2) . . ?
C9 N2 N1 109.3(2) . . ?
O3 C9 C10 117.7(2) . . ?
N2 C9 O3 123.0(2) . . ?
N2 C9 C10 119.3(3) . . ?
O1 C2 C1 122.4(2) . . ?
O1 C2 C3 118.3(2) . . ?
C1 C2 C3 119.3(2) . . ?
C2 C1 C8 121.8(2) . . ?
C2 C1 C6 119.7(3) . . ?
C6 C1 C8 118.4(3) . . ?
O2 C3 C2 115.3(2) . . ?
O2 C3 C4 125.0(3) . . ?
C4 C3 C2 119.7(3) . . ?
N1 C8 C1 123.7(2) . . ?
N1 C8 H8 118.2 . . ?
C1 C8 H8 118.2 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.5(3) . . ?
C5 C4 H4 119.7 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.8 . . ?
O6 C11A H11A 110.5 . . ?
O6 C11A H11B 110.5 . . ?
O6 C11A C12A 106.1(5) . . ?
H11A C11A H11B 108.7 . . ?
C12A C11A H11A 110.5 . . ?
C12A C11A H11B 110.5 . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12B 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
O6 C11B H11C 109.7 . . ?
O6 C11B H11D 109.7 . . ?
O6 C11B C12B 109.9(7) . . ?
H11C C11B H11D 108.2 . . ?
C12B C11B H11C 109.7 . . ?
C12B C11B H11D 109.7 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?

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
V1 O3 C9 N2 -6.2(3) . . . . ?
V1 O3 C9 C10 174.9(2) . . . . ?
V1 O1 C2 C1 26.4(4) . . . . ?
V1 O1 C2 C3 -154.4(2) . . . . ?
V1 O6 C11A C12A 161.6(4) . . . . ?
V1 O6 C11B C12B -144.3(5) . . . . ?
V1 N1 N2 C9 4.6(3) . . . . ?
V1 N1 C8 C1 -5.3(4) . . . . ?
O3 V1 O1 C2 -62.9(3) . . . . ?
O3 V1 O6 C11A 73.1(4) . . . . ?
O3 V1 O6 C11B 106.0(5) . . . . ?
O5 V1 O1 C2 -106.9(2) . . . . ?
O5 V1 O6 C11A 151.9(4) . . . . ?
O5 V1 O6 C11B -175.2(5) . . . . ?
O1 V1 O6 C11A -128.5(4) . . . . ?
O1 V1 O6 C11B -95.6(5) . . . . ?
O1 C2 C1 C8 -4.5(4) . . . . ?
O1 C2 C1 C6 178.7(3) . . . . ?
O1 C2 C3 O2 1.5(3) . . . . ?
O1 C2 C3 C4 -179.3(3) . . . . ?
O2 C3 C4 C5 179.3(3) . . . . ?
O6 V1 O1 C2 171.4(2) . . . . ?
O4 V1 O1 C2 66.3(3) . . . . ?
O4 V1 O6 C11A -24.1(4) . . . . ?
O4 V1 O6 C11B 8.8(6) . . . . ?
N1 V1 O1 C2 -26.6(2) . . . . ?
N1 V1 O6 C11A 120.9(5) . . . . ?
N1 V1 O6 C11B 153.8(5) . . . . ?
N1 N2 C9 O3 0.7(4) . . . . ?
N1 N2 C9 C10 179.7(3) . . . . ?
N2 N1 C8 C1 179.9(2) . . . . ?
C2 C1 C8 N1 -3.8(4) . . . . ?
C2 C1 C6 C5 1.0(6) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C1 C2 C3 O2 -179.2(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C6 C5 C4 -0.8(7) . . . . ?
C3 C2 C1 C8 176.3(2) . . . . ?
C3 C2 C1 C6 -0.6(4) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C8 N1 N2 C9 -179.9(2) . . . . ?
C8 C1 C6 C5 -175.9(4) . . . . ?
C7 O2 C3 C2 178.7(2) . . . . ?
C7 O2 C3 C4 -0.4(4) . . . . ?
C6 C1 C8 N1 173.1(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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.209
_oxdiff_exptl_absorpt_empirical_full_min 0.450
