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

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

data_w2
_database_code_depnum_ccdc_archive 'CCDC 2234775'
loop_
_audit_author_name
_audit_author_address
'Ruiyao Wu'
;Changchun Institute of Applied Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-01-06 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-05-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C19 H22 Cl3 N2 V)'
_chemical_formula_sum            'C38 H44 Cl6 N4 V2'
_chemical_formula_weight         871.35
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   10.0194(4)
_cell_length_b                   15.2773(6)
_cell_length_c                   16.1948(7)
_cell_angle_alpha                109.4430(10)
_cell_angle_beta                 90.0210(10)
_cell_angle_gamma                98.8120(10)
_cell_volume                     2306.46(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      30.360
_cell_measurement_theta_min      2.671
_shelx_estimated_absorpt_T_max   0.919
_shelx_estimated_absorpt_T_min   0.853
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_T_max  0.9192
_exptl_absorpt_correction_T_min  0.8531
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_av_unetI/netI     0.0532
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            101146
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.571
_diffrn_reflns_theta_min         2.060
_diffrn_ambient_temperature      180.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10651
_reflns_number_total             14126
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.992
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         14126
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.019
_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)+(0.0623P)²+3.4837P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1393
_refine_ls_wR_factor_ref         0.1504
_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
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C16(H16A,H16B), C18(H18A,H18B),
 C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C35(H35A,H35B), C37(H37A,H37B)
2.b Me refined with riding coordinates:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C36(H36A,H36B,H36C), C38(H38A,H38B,
 H38C)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2A), C3(H3A), C12(H12A), C13(H13A), C14(H14A), C20(H20A),
 C21(H21A), C22(H22A), C31(H31A), C32(H32A), C33(H33A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.97820(4) 0.86899(3) 0.44676(3) 0.01791(10) Uani 1 1 d . . . . .
V2 V 0.46826(4) 0.86990(3) 0.94301(3) 0.01905(10) Uani 1 1 d . . . . .
N1 N 1.0630(2) 0.88871(16) 0.33228(15) 0.0213(4) Uani 1 1 d . . . . .
N2 N 0.8397(2) 0.77532(15) 0.34220(14) 0.0185(4) Uani 1 1 d . . . . .
N3 N 0.4015(2) 0.89112(16) 0.82705(15) 0.0218(4) Uani 1 1 d . . . . .
N4 N 0.5704(2) 0.77948(16) 0.84243(15) 0.0204(4) Uani 1 1 d . . . . .
Cl1 Cl 1.14025(7) 0.77636(5) 0.44023(5) 0.02910(15) Uani 1 1 d . . . . .
Cl2 Cl 0.85310(7) 0.83513(5) 0.55368(5) 0.02808(15) Uani 1 1 d . . . . .
Cl3 Cl 0.86624(6) 0.99877(4) 0.44756(4) 0.02319(13) Uani 1 1 d . . . . .
Cl4 Cl 0.36032(7) 0.99710(5) 1.04464(5) 0.02543(14) Uani 1 1 d . . . . .
Cl5 Cl 0.56046(7) 0.83048(5) 1.05267(5) 0.02821(15) Uani 1 1 d . . . . .
Cl6 Cl 0.26470(7) 0.77245(5) 0.92378(5) 0.03095(16) Uani 1 1 d . . . . .
C1 C 1.1807(3) 0.9412(2) 0.3297(2) 0.0273(6) Uani 1 1 d . . . . .
H1A H 1.233649 0.974684 0.382608 0.033 Uiso 1 1 calc R . . . .
C2 C 1.2277(3) 0.9481(2) 0.2507(2) 0.0356(7) Uani 1 1 d . . . . .
H2A H 1.312242 0.985654 0.249751 0.043 Uiso 1 1 calc R . . . .
C3 C 1.1508(3) 0.9001(2) 0.1741(2) 0.0361(7) Uani 1 1 d . . . . .
H3A H 1.182362 0.904119 0.119923 0.043 Uiso 1 1 calc R . . . .
C4 C 1.0264(3) 0.8455(2) 0.17573(19) 0.0280(6) Uani 1 1 d . . . . .
C5 C 0.9389(4) 0.7916(3) 0.0936(2) 0.0395(8) Uani 1 1 d . . . . .
H5A H 0.997126 0.772362 0.043398 0.047 Uiso 1 1 calc R . . . .
H5B H 0.879972 0.832824 0.081505 0.047 Uiso 1 1 calc R . . . .
C6 C 0.8520(4) 0.7050(3) 0.1020(2) 0.0381(7) Uani 1 1 d . . . . .
H6A H 0.910240 0.659279 0.105298 0.046 Uiso 1 1 calc R . . . .
H6B H 0.789045 0.674695 0.049653 0.046 Uiso 1 1 calc R . . . .
C7 C 0.7717(3) 0.7318(2) 0.18408(18) 0.0286(6) Uani 1 1 d . . . . .
H7A H 0.708668 0.773713 0.178480 0.034 Uiso 1 1 calc R . . . .
H7B H 0.717243 0.674321 0.189445 0.034 Uiso 1 1 calc R . . . .
C8 C 0.8628(3) 0.78078(18) 0.26545(17) 0.0196(5) Uani 1 1 d . . . . .
C9 C 0.9871(3) 0.84067(19) 0.25656(18) 0.0216(5) Uani 1 1 d . . . . .
C10 C 0.7163(3) 0.71615(19) 0.35149(17) 0.0215(5) Uani 1 1 d . . . . .
C11 C 0.7279(3) 0.6291(2) 0.36059(19) 0.0258(6) Uani 1 1 d . . . . .
C12 C 0.6090(3) 0.5722(2) 0.3684(2) 0.0327(7) Uani 1 1 d . . . . .
H12A H 0.614222 0.513313 0.374954 0.039 Uiso 1 1 calc R . . . .
C13 C 0.4834(3) 0.5994(2) 0.3668(2) 0.0355(7) Uani 1 1 d . . . . .
H13A H 0.403669 0.559252 0.371669 0.043 Uiso 1 1 calc R . . . .
C14 C 0.4754(3) 0.6855(2) 0.3580(2) 0.0316(6) Uani 1 1 d . . . . .
H14A H 0.389507 0.704516 0.357818 0.038 Uiso 1 1 calc R . . . .
C15 C 0.5911(3) 0.7452(2) 0.34930(19) 0.0252(5) Uani 1 1 d . . . . .
C16 C 0.5738(3) 0.8364(2) 0.3370(2) 0.0298(6) Uani 1 1 d . . . . .
H16A H 0.515311 0.822449 0.283441 0.036 Uiso 1 1 calc R . . . .
H16B H 0.663182 0.868890 0.328247 0.036 Uiso 1 1 calc R . . . .
C17 C 0.5119(4) 0.9013(3) 0.4143(3) 0.0456(9) Uani 1 1 d . . . . .
H17A H 0.502939 0.959326 0.402910 0.068 Uiso 1 1 calc R . . . .
H17B H 0.422472 0.870078 0.422500 0.068 Uiso 1 1 calc R . . . .
H17C H 0.570392 0.916534 0.467321 0.068 Uiso 1 1 calc R . . . .
C18 C 0.8597(3) 0.5942(2) 0.3585(2) 0.0326(7) Uani 1 1 d . . . . .
H18A H 0.852154 0.548324 0.390022 0.039 Uiso 1 1 calc R . . . .
H18B H 0.930414 0.647831 0.390440 0.039 Uiso 1 1 calc R . . . .
C19 C 0.9044(4) 0.5480(3) 0.2670(3) 0.0515(10) Uani 1 1 d . . . . .
H19A H 0.991120 0.527055 0.270912 0.077 Uiso 1 1 calc R . . . .
H19B H 0.836279 0.493716 0.235263 0.077 Uiso 1 1 calc R . . . .
H19C H 0.914650 0.593365 0.235682 0.077 Uiso 1 1 calc R . . . .
C20 C 0.3138(3) 0.9467(2) 0.8217(2) 0.0292(6) Uani 1 1 d . . . . .
H20A H 0.279654 0.984519 0.873989 0.035 Uiso 1 1 calc R . . . .
C21 C 0.2711(3) 0.9506(2) 0.7415(2) 0.0362(7) Uani 1 1 d . . . . .
H21A H 0.208647 0.990820 0.739347 0.043 Uiso 1 1 calc R . . . .
C22 C 0.3191(4) 0.8964(2) 0.6658(2) 0.0364(7) Uani 1 1 d . . . . .
H22A H 0.289972 0.898701 0.610822 0.044 Uiso 1 1 calc R . . . .
C23 C 0.4110(3) 0.8377(2) 0.6695(2) 0.0310(6) Uani 1 1 d . . . . .
C24 C 0.4633(4) 0.7737(3) 0.5879(2) 0.0443(9) Uani 1 1 d . . . . .
H24A H 0.392243 0.753071 0.539838 0.053 Uiso 1 1 calc R . . . .
H24B H 0.542491 0.809058 0.569945 0.053 Uiso 1 1 calc R . . . .
C25 C 0.5035(4) 0.6889(3) 0.6020(2) 0.0495(10) Uani 1 1 d . . . . .
H25A H 0.546728 0.652591 0.549365 0.059 Uiso 1 1 calc R . . . .
H25B H 0.421745 0.647864 0.610276 0.059 Uiso 1 1 calc R . . . .
C26 C 0.6027(4) 0.7177(3) 0.6830(2) 0.0403(8) Uani 1 1 d . . . . .
H26A H 0.624406 0.660514 0.692335 0.048 Uiso 1 1 calc R . . . .
H26B H 0.687848 0.753731 0.672337 0.048 Uiso 1 1 calc R . . . .
C27 C 0.5429(3) 0.7767(2) 0.76364(19) 0.0241(5) Uani 1 1 d . . . . .
C28 C 0.4490(3) 0.8368(2) 0.75210(19) 0.0247(5) Uani 1 1 d . . . . .
C29 C 0.6730(3) 0.7253(2) 0.85274(18) 0.0236(5) Uani 1 1 d . . . . .
C30 C 0.8095(3) 0.7591(2) 0.8494(2) 0.0312(6) Uani 1 1 d . . . . .
C31 C 0.9036(3) 0.7033(3) 0.8577(2) 0.0367(7) Uani 1 1 d . . . . .
H31A H 0.997395 0.725568 0.857207 0.044 Uiso 1 1 calc R . . . .
C32 C 0.8628(4) 0.6165(3) 0.8666(2) 0.0369(7) Uani 1 1 d . . . . .
H32A H 0.928091 0.579538 0.872227 0.044 Uiso 1 1 calc R . . . .
C33 C 0.7278(4) 0.5841(2) 0.8671(2) 0.0348(7) Uani 1 1 d . . . . .
H33A H 0.700802 0.523613 0.871811 0.042 Uiso 1 1 calc R . . . .
C34 C 0.6288(3) 0.6365(2) 0.86107(19) 0.0268(6) Uani 1 1 d . . . . .
C35 C 0.4802(3) 0.6004(2) 0.8605(2) 0.0319(6) Uani 1 1 d . . . . .
H35A H 0.437099 0.595620 0.803829 0.038 Uiso 1 1 calc R . . . .
H35B H 0.439951 0.647457 0.907338 0.038 Uiso 1 1 calc R . . . .
C36 C 0.4454(4) 0.5066(2) 0.8735(3) 0.0433(8) Uani 1 1 d . . . . .
H36A H 0.346852 0.489440 0.872086 0.065 Uiso 1 1 calc R . . . .
H36B H 0.481879 0.458645 0.826506 0.065 Uiso 1 1 calc R . . . .
H36C H 0.484739 0.510622 0.930296 0.065 Uiso 1 1 calc R . . . .
C37 C 0.8591(3) 0.8512(3) 0.8368(3) 0.0505(10) Uani 1 1 d . . . . .
H37A H 0.899935 0.838719 0.779142 0.061 Uiso 1 1 calc R . . . .
H37B H 0.780694 0.883130 0.835320 0.061 Uiso 1 1 calc R . . . .
C38 C 0.9578(6) 0.9143(4) 0.9041(5) 0.102(3) Uani 1 1 d . . . . .
H38A H 0.985299 0.972656 0.891445 0.153 Uiso 1 1 calc R . . . .
H38B H 0.917678 0.928600 0.961333 0.153 Uiso 1 1 calc R . . . .
H38C H 1.037093 0.884124 0.905074 0.153 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 N1 2.132(2) . ?
V1 N2 2.149(2) . ?
V1 Cl1 2.2923(8) . ?
V1 Cl2 2.2882(8) . ?
V1 Cl3 2.4195(8) . ?
V1 Cl3 2.4842(8) 2_776 ?
V2 N3 2.133(2) . ?
V2 N4 2.132(2) . ?
V2 Cl4 2.4840(8) . ?
V2 Cl4 2.4038(8) 2_677 ?
V2 Cl5 2.2915(8) . ?
V2 Cl6 2.2877(8) . ?
N1 C1 1.330(3) . ?
N1 C9 1.360(4) . ?
N2 C8 1.292(3) . ?
N2 C10 1.455(3) . ?
N3 C20 1.333(4) . ?
N3 C28 1.356(4) . ?
N4 C27 1.291(3) . ?
N4 C29 1.457(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.395(4) . ?
C2 H2A 0.9500 . ?
C2 C3 1.375(5) . ?
C3 H3A 0.9500 . ?
C3 C4 1.395(4) . ?
C4 C5 1.505(5) . ?
C4 C9 1.389(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.515(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.523(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.504(4) . ?
C8 C9 1.466(4) . ?
C10 C11 1.408(4) . ?
C10 C15 1.397(4) . ?
C11 C12 1.395(4) . ?
C11 C18 1.494(4) . ?
C12 H12A 0.9500 . ?
C12 C13 1.387(5) . ?
C13 H13A 0.9500 . ?
C13 C14 1.384(5) . ?
C14 H14A 0.9500 . ?
C14 C15 1.399(4) . ?
C15 C16 1.505(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.515(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.515(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9500 . ?
C20 C21 1.390(4) . ?
C21 H21A 0.9500 . ?
C21 C22 1.366(5) . ?
C22 H22A 0.9500 . ?
C22 C23 1.394(4) . ?
C23 C24 1.507(5) . ?
C23 C28 1.396(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.500(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.544(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.503(4) . ?
C27 C28 1.465(4) . ?
C29 C30 1.394(4) . ?
C29 C34 1.411(4) . ?
C30 C31 1.399(4) . ?
C30 C37 1.499(5) . ?
C31 H31A 0.9500 . ?
C31 C32 1.381(5) . ?
C32 H32A 0.9500 . ?
C32 C33 1.369(5) . ?
C33 H33A 0.9500 . ?
C33 C34 1.389(4) . ?
C34 C35 1.505(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.506(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.450(7) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

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
N1 V1 N2 76.55(8) . . ?
N1 V1 Cl1 85.34(6) . . ?
N1 V1 Cl2 169.74(7) . . ?
N1 V1 Cl3 95.42(7) . 2_776 ?
N1 V1 Cl3 82.92(6) . . ?
N2 V1 Cl1 99.83(6) . . ?
N2 V1 Cl2 93.54(6) . . ?
N2 V1 Cl3 90.04(6) . . ?
N2 V1 Cl3 168.19(6) . 2_776 ?
Cl1 V1 Cl3 87.96(3) . 2_776 ?
Cl1 V1 Cl3 162.49(3) . . ?
Cl2 V1 Cl1 99.14(3) . . ?
Cl2 V1 Cl3 94.61(3) . . ?
Cl2 V1 Cl3 93.97(3) . 2_776 ?
Cl3 V1 Cl3 80.28(3) . 2_776 ?
N3 V2 Cl4 94.85(7) . . ?
N3 V2 Cl4 84.33(6) . 2_677 ?
N3 V2 Cl5 170.62(7) . . ?
N3 V2 Cl6 83.92(7) . . ?
N4 V2 N3 76.69(9) . . ?
N4 V2 Cl4 168.88(6) . . ?
N4 V2 Cl4 91.52(6) . 2_677 ?
N4 V2 Cl5 93.94(6) . . ?
N4 V2 Cl6 97.92(7) . . ?
Cl4 V2 Cl4 80.34(3) 2_677 . ?
Cl5 V2 Cl4 94.43(3) . . ?
Cl5 V2 Cl4 95.97(3) . 2_677 ?
Cl6 V2 Cl4 162.81(3) . 2_677 ?
Cl6 V2 Cl4 88.20(3) . . ?
Cl6 V2 Cl5 97.66(3) . . ?
C1 N1 V1 125.9(2) . . ?
C1 N1 C9 119.5(2) . . ?
C9 N1 V1 114.62(17) . . ?
C8 N2 V1 115.31(17) . . ?
C8 N2 C10 117.9(2) . . ?
C10 N2 V1 126.35(17) . . ?
C20 N3 V2 126.6(2) . . ?
C20 N3 C28 118.8(2) . . ?
C28 N3 V2 114.44(17) . . ?
C27 N4 V2 115.75(18) . . ?
C27 N4 C29 116.4(2) . . ?
C29 N4 V2 127.69(17) . . ?
V1 Cl3 V1 99.72(3) . 2_776 ?
V2 Cl4 V2 99.66(3) 2_677 . ?
N1 C1 H1A 119.4 . . ?
N1 C1 C2 121.2(3) . . ?
C2 C1 H1A 119.4 . . ?
C1 C2 H2A 120.3 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2A 120.3 . . ?
C2 C3 H3A 119.9 . . ?
C2 C3 C4 120.1(3) . . ?
C4 C3 H3A 119.9 . . ?
C3 C4 C5 121.9(3) . . ?
C9 C4 C3 117.3(3) . . ?
C9 C4 C5 120.8(3) . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C4 C5 C6 111.5(3) . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C5 C6 C7 110.3(3) . . ?
H6A C6 H6B 108.1 . . ?
C7 C6 H6A 109.6 . . ?
C7 C6 H6B 109.6 . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 C6 111.7(2) . . ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
N2 C8 C7 125.5(2) . . ?
N2 C8 C9 117.6(2) . . ?
C9 C8 C7 116.8(2) . . ?
N1 C9 C4 122.5(3) . . ?
N1 C9 C8 115.4(2) . . ?
C4 C9 C8 122.0(3) . . ?
C11 C10 N2 117.8(2) . . ?
C15 C10 N2 120.1(2) . . ?
C15 C10 C11 122.0(2) . . ?
C10 C11 C18 123.1(3) . . ?
C12 C11 C10 117.5(3) . . ?
C12 C11 C18 119.4(3) . . ?
C11 C12 H12A 119.1 . . ?
C13 C12 C11 121.8(3) . . ?
C13 C12 H12A 119.1 . . ?
C12 C13 H13A 120.3 . . ?
C14 C13 C12 119.3(3) . . ?
C14 C13 H13A 120.3 . . ?
C13 C14 H14A 119.3 . . ?
C13 C14 C15 121.5(3) . . ?
C15 C14 H14A 119.3 . . ?
C10 C15 C14 117.9(3) . . ?
C10 C15 C16 123.7(2) . . ?
C14 C15 C16 118.3(3) . . ?
C15 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
C15 C16 C17 112.8(3) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C18 H18A 108.7 . . ?
C11 C18 H18B 108.7 . . ?
C11 C18 C19 114.2(3) . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 H20A 119.2 . . ?
N3 C20 C21 121.6(3) . . ?
C21 C20 H20A 119.2 . . ?
C20 C21 H21A 120.1 . . ?
C22 C21 C20 119.9(3) . . ?
C22 C21 H21A 120.1 . . ?
C21 C22 H22A 120.1 . . ?
C21 C22 C23 119.7(3) . . ?
C23 C22 H22A 120.1 . . ?
C22 C23 C24 122.0(3) . . ?
C22 C23 C28 117.4(3) . . ?
C28 C23 C24 120.5(3) . . ?
C23 C24 H24A 109.2 . . ?
C23 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C25 C24 C23 112.0(3) . . ?
C25 C24 H24A 109.2 . . ?
C25 C24 H24B 109.2 . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C24 C25 C26 111.0(3) . . ?
H25A C25 H25B 108.0 . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
C25 C26 H26A 109.4 . . ?
C25 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C27 C26 C25 111.1(3) . . ?
C27 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
N4 C27 C26 124.8(3) . . ?
N4 C27 C28 117.7(3) . . ?
C28 C27 C26 117.6(3) . . ?
N3 C28 C23 122.6(3) . . ?
N3 C28 C27 115.4(2) . . ?
C23 C28 C27 122.1(3) . . ?
C30 C29 N4 120.0(2) . . ?
C30 C29 C34 122.0(3) . . ?
C34 C29 N4 117.8(2) . . ?
C29 C30 C31 117.7(3) . . ?
C29 C30 C37 123.2(3) . . ?
C31 C30 C37 119.0(3) . . ?
C30 C31 H31A 119.4 . . ?
C32 C31 C30 121.3(3) . . ?
C32 C31 H31A 119.4 . . ?
C31 C32 H32A 120.2 . . ?
C33 C32 C31 119.6(3) . . ?
C33 C32 H32A 120.2 . . ?
C32 C33 H33A 118.8 . . ?
C32 C33 C34 122.3(3) . . ?
C34 C33 H33A 118.8 . . ?
C29 C34 C35 120.5(3) . . ?
C33 C34 C29 117.0(3) . . ?
C33 C34 C35 122.4(3) . . ?
C34 C35 H35A 108.3 . . ?
C34 C35 H35B 108.3 . . ?
C34 C35 C36 115.8(3) . . ?
H35A C35 H35B 107.4 . . ?
C36 C35 H35A 108.3 . . ?
C36 C35 H35B 108.3 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C30 C37 H37A 108.7 . . ?
C30 C37 H37B 108.7 . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 C30 114.2(4) . . ?
C38 C37 H37A 108.7 . . ?
C38 C37 H37B 108.7 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_platon_squeeze_details          
;
;
# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.500 0.470 541.7 70.2


_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_220706wry_0m_pl
_database_code_depnum_ccdc_archive 'CCDC 2234778'
loop_
_audit_author_name
_audit_author_address
'Ruiyao Wu'
;Changchun Institute of Applied Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-01-06 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C27 H39 N2 O3 V'
_chemical_formula_sum            'C27 H39 N2 O3 V'
_chemical_formula_weight         490.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.683(3)
_cell_length_b                   14.963(2)
_cell_length_c                   19.074(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5332.2(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6938
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      27.473
_cell_measurement_theta_min      2.396
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.401
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0873 before and 0.0412 after correction.
The Ratio of minimum to maximum transmission is 0.8004.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            30584
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_min         2.045
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  '_diffrn_measurement_device_type is missing'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4398
_reflns_number_total             6132
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.807
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         6132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0506
_refine_ls_restrained_S_all      1.045
_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)+(0.0540P)²+6.9899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1167
_refine_ls_wR_factor_ref         0.1381
_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
2.a Ternary CH refined with riding coordinates:
 C16(H16), C19(H19), C22(H22), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C7(H7), C12(H12), C13(H13), C14(H14)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.32999(2) 0.48717(3) 0.30956(2) 0.01494(12) Uani 1 1 d . . . . .
O1 O 0.32285(9) 0.40571(12) 0.37820(9) 0.0221(4) Uani 1 1 d . . . . .
O2 O 0.31928(9) 0.60095(11) 0.33778(9) 0.0206(4) Uani 1 1 d . . . . .
O3 O 0.41386(9) 0.48460(12) 0.29125(9) 0.0224(4) Uani 1 1 d . . . . .
N1 N 0.21038(10) 0.49208(13) 0.31223(10) 0.0152(4) Uani 1 1 d . . . . .
N2 N 0.30149(10) 0.44634(13) 0.21728(10) 0.0148(4) Uani 1 1 d . . . . .
C1 C 0.16880(13) 0.51721(16) 0.36616(12) 0.0185(5) Uani 1 1 d . . . . .
H1 H 0.190636 0.538531 0.407914 0.022 Uiso 1 1 calc R . . . .
C2 C 0.09522(13) 0.51284(17) 0.36240(13) 0.0210(5) Uani 1 1 d . . . . .
H2 H 0.066764 0.532207 0.400778 0.025 Uiso 1 1 calc R . . . .
C3 C 0.06297(13) 0.47989(16) 0.30208(13) 0.0200(5) Uani 1 1 d . . . . .
H3 H 0.012337 0.475364 0.299185 0.024 Uiso 1 1 calc R . . . .
C4 C 0.10541(13) 0.45371(16) 0.24622(13) 0.0186(5) Uani 1 1 d . . . . .
C5 C 0.07715(14) 0.40783(19) 0.18169(14) 0.0268(6) Uani 1 1 d . . . . .
H5A H 0.028444 0.430399 0.171459 0.032 Uiso 1 1 calc R . . . .
H5B H 0.073522 0.342853 0.190826 0.032 Uiso 1 1 calc R . . . .
C6 C 0.12466(14) 0.4231(2) 0.11809(13) 0.0282(6) Uani 1 1 d . . . . .
H6A H 0.113009 0.377636 0.082147 0.034 Uiso 1 1 calc R . . . .
H6B H 0.113516 0.482505 0.098010 0.034 Uiso 1 1 calc R . . . .
C7 C 0.20355(13) 0.41871(18) 0.13353(13) 0.0222(5) Uani 1 1 d . . . . .
H7 H 0.235718 0.400961 0.097564 0.027 Uiso 1 1 calc R . . . .
C8 C 0.22933(12) 0.43940(15) 0.19718(12) 0.0161(5) Uani 1 1 d . . . . .
C9 C 0.17945(12) 0.46279(15) 0.25336(12) 0.0151(4) Uani 1 1 d . . . . .
C10 C 0.35294(12) 0.42322(16) 0.16390(12) 0.0160(5) Uani 1 1 d . . . . .
C11 C 0.37214(12) 0.48709(16) 0.11323(12) 0.0171(5) Uani 1 1 d . . . . .
C12 C 0.42151(13) 0.46264(17) 0.06199(12) 0.0211(5) Uani 1 1 d . . . . .
H12 H 0.435300 0.505169 0.027571 0.025 Uiso 1 1 calc R . . . .
C13 C 0.45084(13) 0.37803(17) 0.06008(13) 0.0235(5) Uani 1 1 d . . . . .
H13 H 0.483702 0.362300 0.024134 0.028 Uiso 1 1 calc R . . . .
C14 C 0.43209(13) 0.31622(17) 0.11086(13) 0.0223(5) Uani 1 1 d . . . . .
H14 H 0.453099 0.258418 0.109931 0.027 Uiso 1 1 calc R . . . .
C15 C 0.38296(13) 0.33722(16) 0.16334(12) 0.0183(5) Uani 1 1 d . . . . .
C16 C 0.36324(14) 0.26752(16) 0.21801(13) 0.0213(5) Uani 1 1 d . . . . .
H16 H 0.340860 0.299580 0.258448 0.026 Uiso 1 1 calc R . . . .
C17 C 0.42876(16) 0.2175(2) 0.24588(16) 0.0334(6) Uani 1 1 d . . . . .
H17A H 0.448666 0.179796 0.208648 0.050 Uiso 1 1 calc GR . . . .
H17B H 0.414608 0.179939 0.285632 0.050 Uiso 1 1 calc GR . . . .
H17C H 0.464976 0.260646 0.261198 0.050 Uiso 1 1 calc GR . . . .
C18 C 0.30776(16) 0.2020(2) 0.18921(17) 0.0350(7) Uani 1 1 d . . . . .
H18A H 0.265826 0.235203 0.172628 0.052 Uiso 1 1 calc GR . . . .
H18B H 0.293281 0.160554 0.226358 0.052 Uiso 1 1 calc GR . . . .
H18C H 0.328619 0.168327 0.150173 0.052 Uiso 1 1 calc GR . . . .
C19 C 0.34284(14) 0.58178(17) 0.11477(13) 0.0228(5) Uani 1 1 d . . . . .
H19 H 0.303595 0.583899 0.150387 0.027 Uiso 1 1 calc R . . . .
C20 C 0.31140(18) 0.6103(2) 0.04430(16) 0.0393(7) Uani 1 1 d . . . . .
H20A H 0.349409 0.611578 0.008899 0.059 Uiso 1 1 calc GR . . . .
H20B H 0.290242 0.669919 0.048725 0.059 Uiso 1 1 calc GR . . . .
H20C H 0.274395 0.567544 0.030050 0.059 Uiso 1 1 calc GR . . . .
C21 C 0.40119(17) 0.64687(19) 0.13790(17) 0.0376(7) Uani 1 1 d . . . . .
H21A H 0.418859 0.629597 0.184340 0.056 Uiso 1 1 calc GR . . . .
H21B H 0.381432 0.707479 0.140038 0.056 Uiso 1 1 calc GR . . . .
H21C H 0.440733 0.645311 0.104163 0.056 Uiso 1 1 calc GR . . . .
C22 C 0.37662(15) 0.34813(18) 0.40661(14) 0.0271(6) Uani 1 1 d . . . . .
H22 H 0.413824 0.337275 0.369893 0.033 Uiso 1 1 calc R . . . .
C23 C 0.34175(18) 0.25982(19) 0.42517(16) 0.0367(7) Uani 1 1 d . . . . .
H23A H 0.304598 0.269754 0.460592 0.055 Uiso 1 1 calc GR . . . .
H23B H 0.377978 0.218872 0.443857 0.055 Uiso 1 1 calc GR . . . .
H23C H 0.320137 0.233711 0.383078 0.055 Uiso 1 1 calc GR . . . .
C24 C 0.4117(2) 0.3923(2) 0.46889(18) 0.0484(9) Uani 1 1 d . . . . .
H24A H 0.434120 0.448395 0.454036 0.073 Uiso 1 1 calc GR . . . .
H24B H 0.448201 0.352391 0.488346 0.073 Uiso 1 1 calc GR . . . .
H24C H 0.375451 0.404844 0.504729 0.073 Uiso 1 1 calc GR . . . .
C25 C 0.37344(14) 0.66472(17) 0.35466(14) 0.0249(6) Uani 1 1 d . . . . .
H25 H 0.419430 0.646477 0.331975 0.030 Uiso 1 1 calc R . . . .
C26 C 0.38339(19) 0.6667(2) 0.43331(16) 0.0415(8) Uani 1 1 d . . . . .
H26A H 0.338008 0.682595 0.455833 0.062 Uiso 1 1 calc GR . . . .
H26B H 0.419881 0.711113 0.445453 0.062 Uiso 1 1 calc GR . . . .
H26C H 0.398748 0.607602 0.449609 0.062 Uiso 1 1 calc GR . . . .
C27 C 0.35107(18) 0.75519(19) 0.32672(17) 0.0378(7) Uani 1 1 d . . . . .
H27A H 0.341967 0.750763 0.276243 0.057 Uiso 1 1 calc GR . . . .
H27B H 0.389372 0.798618 0.335184 0.057 Uiso 1 1 calc GR . . . .
H27C H 0.307379 0.774770 0.350654 0.057 Uiso 1 1 calc GR . . . .


_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 1.7939(17) . ?
V1 O2 1.7968(17) . ?
V1 O3 1.6059(17) . ?
V1 N1 2.237(2) . ?
V1 N2 1.938(2) . ?
O1 C22 1.430(3) . ?
O2 C25 1.428(3) . ?
N1 C1 1.343(3) . ?
N1 C9 1.337(3) . ?
N2 C8 1.406(3) . ?
N2 C10 1.442(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.378(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(3) . ?
C4 C5 1.505(3) . ?
C4 C9 1.396(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.520(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.505(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.342(3) . ?
C8 C9 1.463(3) . ?
C10 C11 1.406(3) . ?
C10 C15 1.404(3) . ?
C11 C12 1.393(3) . ?
C11 C19 1.519(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.384(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.394(3) . ?
C15 C16 1.520(3) . ?
C16 H16 1.0000 . ?
C16 C17 1.530(4) . ?
C16 C18 1.528(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 1.0000 . ?
C19 C20 1.528(4) . ?
C19 C21 1.527(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22 1.0000 . ?
C22 C23 1.515(4) . ?
C22 C24 1.509(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 1.0000 . ?
C25 C26 1.512(4) . ?
C25 C27 1.514(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 O2 114.64(8) . . ?
O1 V1 N1 86.06(7) . . ?
O1 V1 N2 115.36(8) . . ?
O2 V1 N1 81.42(7) . . ?
O2 V1 N2 122.70(8) . . ?
O3 V1 O1 102.42(9) . . ?
O3 V1 O2 101.33(9) . . ?
O3 V1 N1 168.74(8) . . ?
O3 V1 N2 93.61(8) . . ?
N2 V1 N1 75.91(8) . . ?
C22 O1 V1 129.32(16) . . ?
C25 O2 V1 128.46(16) . . ?
C1 N1 V1 127.21(16) . . ?
C9 N1 V1 113.71(15) . . ?
C9 N1 C1 119.0(2) . . ?
C8 N2 V1 122.32(15) . . ?
C8 N2 C10 115.40(18) . . ?
C10 N2 V1 122.26(15) . . ?
N1 C1 H1 119.2 . . ?
N1 C1 C2 121.6(2) . . ?
C2 C1 H1 119.2 . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.5(2) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.3(2) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 123.9(2) . . ?
C3 C4 C9 117.7(2) . . ?
C9 C4 C5 118.1(2) . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
C4 C5 C6 112.3(2) . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C5 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 C5 114.2(2) . . ?
C7 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.2(2) . . ?
C8 C7 H7 119.4 . . ?
N2 C8 C9 113.19(19) . . ?
C7 C8 N2 127.4(2) . . ?
C7 C8 C9 119.3(2) . . ?
N1 C9 C4 122.8(2) . . ?
N1 C9 C8 114.7(2) . . ?
C4 C9 C8 122.4(2) . . ?
C11 C10 N2 119.5(2) . . ?
C15 C10 N2 119.4(2) . . ?
C15 C10 C11 121.1(2) . . ?
C10 C11 C19 121.9(2) . . ?
C12 C11 C10 118.2(2) . . ?
C12 C11 C19 119.8(2) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.5(2) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.6(2) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.2(2) . . ?
C15 C14 H14 119.4 . . ?
C10 C15 C16 121.8(2) . . ?
C14 C15 C10 118.4(2) . . ?
C14 C15 C16 119.8(2) . . ?
C15 C16 H16 107.5 . . ?
C15 C16 C17 112.3(2) . . ?
C15 C16 C18 111.0(2) . . ?
C17 C16 H16 107.5 . . ?
C18 C16 H16 107.5 . . ?
C18 C16 C17 110.7(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C11 C19 H19 107.9 . . ?
C11 C19 C20 112.4(2) . . ?
C11 C19 C21 110.1(2) . . ?
C20 C19 H19 107.9 . . ?
C21 C19 H19 107.9 . . ?
C21 C19 C20 110.5(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C22 H22 108.7 . . ?
O1 C22 C23 108.2(2) . . ?
O1 C22 C24 109.8(2) . . ?
C23 C22 H22 108.7 . . ?
C24 C22 H22 108.7 . . ?
C24 C22 C23 112.6(2) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O2 C25 H25 109.2 . . ?
O2 C25 C26 108.9(2) . . ?
O2 C25 C27 108.8(2) . . ?
C26 C25 H25 109.2 . . ?
C26 C25 C27 111.5(2) . . ?
C27 C25 H25 109.2 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 C22 C23 -144.38(19) . . . . ?
V1 O1 C22 C24 92.3(3) . . . . ?
V1 O2 C25 C26 -97.8(3) . . . . ?
V1 O2 C25 C27 140.5(2) . . . . ?
V1 N1 C1 C2 -176.54(17) . . . . ?
V1 N1 C9 C4 174.85(18) . . . . ?
V1 N1 C9 C8 -4.1(2) . . . . ?
V1 N2 C8 C7 174.5(2) . . . . ?
V1 N2 C8 C9 -2.1(3) . . . . ?
V1 N2 C10 C11 -96.0(2) . . . . ?
V1 N2 C10 C15 84.1(2) . . . . ?
O1 V1 O2 C25 96.7(2) . . . . ?
O2 V1 O1 C22 -112.7(2) . . . . ?
O3 V1 O1 C22 -3.9(2) . . . . ?
O3 V1 O2 C25 -12.8(2) . . . . ?
N1 V1 O1 C22 168.6(2) . . . . ?
N1 V1 O2 C25 178.3(2) . . . . ?
N1 C1 C2 C3 1.4(4) . . . . ?
N2 V1 O1 C22 96.2(2) . . . . ?
N2 V1 O2 C25 -114.61(19) . . . . ?
N2 C8 C9 N1 4.1(3) . . . . ?
N2 C8 C9 C4 -174.9(2) . . . . ?
N2 C10 C11 C12 -179.5(2) . . . . ?
N2 C10 C11 C19 2.9(3) . . . . ?
N2 C10 C15 C14 179.5(2) . . . . ?
N2 C10 C15 C16 -0.5(3) . . . . ?
C1 N1 C9 C4 -2.6(3) . . . . ?
C1 N1 C9 C8 178.4(2) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
C2 C3 C4 C5 173.0(2) . . . . ?
C2 C3 C4 C9 -0.6(4) . . . . ?
C3 C4 C5 C6 154.7(2) . . . . ?
C3 C4 C9 N1 2.6(4) . . . . ?
C3 C4 C9 C8 -178.5(2) . . . . ?
C4 C5 C6 C7 40.8(3) . . . . ?
C5 C4 C9 N1 -171.3(2) . . . . ?
C5 C4 C9 C8 7.6(3) . . . . ?
C5 C6 C7 C8 -27.9(4) . . . . ?
C6 C7 C8 N2 -173.6(2) . . . . ?
C6 C7 C8 C9 2.7(4) . . . . ?
C7 C8 C9 N1 -172.7(2) . . . . ?
C7 C8 C9 C4 8.3(4) . . . . ?
C8 N2 C10 C11 82.4(3) . . . . ?
C8 N2 C10 C15 -97.5(3) . . . . ?
C9 N1 C1 C2 0.5(3) . . . . ?
C9 C4 C5 C6 -31.8(3) . . . . ?
C10 N2 C8 C7 -4.0(4) . . . . ?
C10 N2 C8 C9 179.48(19) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
C10 C11 C19 C20 -129.1(3) . . . . ?
C10 C11 C19 C21 107.2(3) . . . . ?
C10 C15 C16 C17 -136.0(2) . . . . ?
C10 C15 C16 C18 99.5(3) . . . . ?
C11 C10 C15 C14 -0.5(3) . . . . ?
C11 C10 C15 C16 179.6(2) . . . . ?
C11 C12 C13 C14 -1.3(4) . . . . ?
C12 C11 C19 C20 53.3(3) . . . . ?
C12 C11 C19 C21 -70.4(3) . . . . ?
C12 C13 C14 C15 1.2(4) . . . . ?
C13 C14 C15 C10 -0.4(4) . . . . ?
C13 C14 C15 C16 179.6(2) . . . . ?
C14 C15 C16 C17 44.1(3) . . . . ?
C14 C15 C16 C18 -80.5(3) . . . . ?
C15 C10 C11 C12 0.4(3) . . . . ?
C15 C10 C11 C19 -177.2(2) . . . . ?
C19 C11 C12 C13 178.2(2) . . . . ?

_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_220719wry_0m_pl
_database_code_depnum_ccdc_archive 'CCDC 2234777'
loop_
_audit_author_name
_audit_author_address
'Ruiyao Wu'
;Changchun Institute of Applied Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-01-06 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C23 H31 N2 O3 V'
_chemical_formula_sum            'C23 H31 N2 O3 V'
_chemical_formula_weight         434.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+3/4, x+1/4, z+1/4'
'-x+1/2, -y, z+1/2'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'-x+1, -y+1/2, z+1'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'y-3/4, -x-1/4, -z-1/4'
'x-1/2, y, -z-1/2'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'x, y+1/2, -z'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   29.341(2)
_cell_length_b                   29.341(2)
_cell_length_c                   10.4047(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8957.3(17)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9794
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      27.579
_cell_measurement_theta_min      2.498
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.468
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0985 before and 0.0296 after correction.
The Ratio of minimum to maximum transmission is 0.7617.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3680
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            26591
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.597
_diffrn_reflns_theta_min         1.388
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  '_diffrn_measurement_device_type is missing'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4393
_reflns_number_total             5175
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         5175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.058
_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)+(0.0359P)²+10.8369P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0797
_refine_ls_wR_factor_ref         0.0847
_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
2.a Ternary CH refined with riding coordinates:
 C18(H18), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C7(H7), C12(H12), C13(H13), C14(H14)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_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 0.15413(2) 0.14172(2) 0.68302(2) 0.01111(7) Uani 1 1 d . . . . .
O1 O 0.14141(4) 0.18984(3) 0.58317(10) 0.0172(2) Uani 1 1 d . . . . .
O2 O 0.18727(3) 0.09966(4) 0.60036(11) 0.0180(2) Uani 1 1 d . . . . .
O3 O 0.10547(3) 0.11732(4) 0.68972(10) 0.0171(2) Uani 1 1 d . . . . .
N1 N 0.22264(4) 0.17374(4) 0.71536(12) 0.0125(2) Uani 1 1 d . . . . .
N2 N 0.15748(4) 0.15122(4) 0.86734(12) 0.0139(2) Uani 1 1 d . . . . .
C1 C 0.25468(5) 0.18256(5) 0.62713(15) 0.0159(3) Uani 1 1 d . . . . .
H1 H 0.249015 0.174885 0.539874 0.019 Uiso 1 1 calc R . . . .
C2 C 0.29572(5) 0.20251(5) 0.65956(15) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.317645 0.209197 0.595077 0.021 Uiso 1 1 calc R . . . .
C3 C 0.30460(5) 0.21271(5) 0.78768(15) 0.0167(3) Uani 1 1 d . . . . .
H3 H 0.332592 0.226650 0.811322 0.020 Uiso 1 1 calc R . . . .
C4 C 0.27247(5) 0.20245(5) 0.88043(15) 0.0144(3) Uani 1 1 d . . . . .
C5 C 0.28048(5) 0.20768(6) 1.02207(16) 0.0216(3) Uani 1 1 d . . . . .
H5A H 0.299967 0.234752 1.036498 0.026 Uiso 1 1 calc R . . . .
H5B H 0.297350 0.180679 1.053572 0.026 Uiso 1 1 calc R . . . .
C6 C 0.23713(5) 0.21289(6) 1.10041(16) 0.0243(4) Uani 1 1 d . . . . .
H6A H 0.243509 0.203761 1.190228 0.029 Uiso 1 1 calc R . . . .
H6B H 0.228289 0.245454 1.101200 0.029 Uiso 1 1 calc R . . . .
C7 C 0.19750(5) 0.18518(6) 1.05110(15) 0.0195(3) Uani 1 1 d . . . . .
H7 H 0.174157 0.176314 1.109220 0.023 Uiso 1 1 calc R . . . .
C8 C 0.19434(5) 0.17272(5) 0.92716(14) 0.0136(3) Uani 1 1 d . . . . .
C9 C 0.23144(5) 0.18352(5) 0.83854(14) 0.0124(3) Uani 1 1 d . . . . .
C10 C 0.11941(5) 0.14120(5) 0.94860(14) 0.0150(3) Uani 1 1 d . . . . .
C11 C 0.11671(6) 0.09872(6) 1.00926(15) 0.0206(3) Uani 1 1 d . . . . .
C12 C 0.07817(6) 0.08900(6) 1.08175(16) 0.0257(4) Uani 1 1 d . . . . .
H12 H 0.075589 0.060097 1.122249 0.031 Uiso 1 1 calc R . . . .
C13 C 0.04353(6) 0.12041(6) 1.09625(16) 0.0257(4) Uani 1 1 d . . . . .
H13 H 0.017273 0.113003 1.145428 0.031 Uiso 1 1 calc R . . . .
C14 C 0.04730(5) 0.16271(6) 1.03875(15) 0.0225(3) Uani 1 1 d . . . . .
H14 H 0.023817 0.184596 1.050710 0.027 Uiso 1 1 calc R . . . .
C15 C 0.08498(5) 0.17374(5) 0.96356(14) 0.0171(3) Uani 1 1 d . . . . .
C16 C 0.08772(6) 0.21874(5) 0.89471(17) 0.0218(3) Uani 1 1 d . . . . .
H16A H 0.118288 0.231649 0.905582 0.033 Uiso 1 1 calc GR . . . .
H16B H 0.065085 0.239727 0.930667 0.033 Uiso 1 1 calc GR . . . .
H16C H 0.081594 0.214160 0.803028 0.033 Uiso 1 1 calc GR . . . .
C17 C 0.15408(7) 0.06422(6) 0.99463(19) 0.0325(4) Uani 1 1 d . . . . .
H17A H 0.158839 0.057747 0.903209 0.049 Uiso 1 1 calc GR . . . .
H17B H 0.145529 0.036077 1.039274 0.049 Uiso 1 1 calc GR . . . .
H17C H 0.182288 0.076286 1.031863 0.049 Uiso 1 1 calc GR . . . .
C18 C 0.10278(6) 0.19367(6) 0.49938(16) 0.0226(3) Uani 1 1 d . . . . .
H18 H 0.079441 0.170606 0.525313 0.027 Uiso 1 1 calc R . . . .
C19 C 0.08252(6) 0.24065(6) 0.51258(18) 0.0283(4) Uani 1 1 d . . . . .
H19A H 0.073528 0.245785 0.602137 0.042 Uiso 1 1 calc GR . . . .
H19B H 0.055679 0.243214 0.456978 0.042 Uiso 1 1 calc GR . . . .
H19C H 0.105162 0.263495 0.487224 0.042 Uiso 1 1 calc GR . . . .
C20 C 0.11807(8) 0.18367(7) 0.36368(19) 0.0403(5) Uani 1 1 d . . . . .
H20A H 0.141880 0.205359 0.338713 0.060 Uiso 1 1 calc GR . . . .
H20B H 0.092079 0.186579 0.305104 0.060 Uiso 1 1 calc GR . . . .
H20C H 0.130178 0.152583 0.359169 0.060 Uiso 1 1 calc GR . . . .
C21 C 0.17023(5) 0.06072(5) 0.53167(17) 0.0208(3) Uani 1 1 d . . . . .
H21 H 0.136429 0.063641 0.522537 0.025 Uiso 1 1 calc R . . . .
C22 C 0.19153(7) 0.06010(6) 0.39920(18) 0.0319(4) Uani 1 1 d . . . . .
H22A H 0.185350 0.089088 0.355755 0.048 Uiso 1 1 calc GR . . . .
H22B H 0.178496 0.035031 0.348982 0.048 Uiso 1 1 calc GR . . . .
H22C H 0.224532 0.055795 0.407079 0.048 Uiso 1 1 calc GR . . . .
C23 C 0.18078(6) 0.01805(6) 0.60681(18) 0.0270(4) Uani 1 1 d . . . . .
H23A H 0.213796 0.015543 0.619174 0.041 Uiso 1 1 calc GR . . . .
H23B H 0.169727 -0.008600 0.559362 0.041 Uiso 1 1 calc GR . . . .
H23C H 0.165674 0.019487 0.690713 0.041 Uiso 1 1 calc GR . . . .


_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 1.7922(11) . ?
V1 O2 1.7913(11) . ?
V1 O3 1.5988(10) . ?
V1 N1 2.2441(12) . ?
V1 N2 1.9404(13) . ?
O1 C18 1.4344(18) . ?
O2 C21 1.4374(17) . ?
N1 C1 1.3392(19) . ?
N1 C9 1.3386(19) . ?
N2 C8 1.3984(18) . ?
N2 C10 1.4313(18) . ?
C1 C2 1.381(2) . ?
C2 C3 1.391(2) . ?
C3 C4 1.382(2) . ?
C4 C5 1.500(2) . ?
C4 C9 1.395(2) . ?
C5 C6 1.519(2) . ?
C6 C7 1.509(2) . ?
C7 C8 1.344(2) . ?
C8 C9 1.461(2) . ?
C10 C11 1.399(2) . ?
C10 C15 1.399(2) . ?
C11 C12 1.389(2) . ?
C11 C17 1.500(2) . ?
C12 C13 1.380(3) . ?
C13 C14 1.382(2) . ?
C14 C15 1.392(2) . ?
C15 C16 1.504(2) . ?
C18 C19 1.507(2) . ?
C18 C20 1.510(3) . ?
C21 C22 1.513(3) . ?
C21 C23 1.508(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 N1 86.77(5) . . ?
O1 V1 N2 118.06(5) . . ?
O2 V1 O1 112.18(5) . . ?
O2 V1 N1 82.77(5) . . ?
O2 V1 N2 123.09(5) . . ?
O3 V1 O1 101.07(5) . . ?
O3 V1 O2 101.37(5) . . ?
O3 V1 N1 168.77(5) . . ?
O3 V1 N2 93.81(5) . . ?
N2 V1 N1 75.31(5) . . ?
C18 O1 V1 125.35(9) . . ?
C21 O2 V1 126.70(9) . . ?
C1 N1 V1 127.36(10) . . ?
C9 N1 V1 113.96(9) . . ?
C9 N1 C1 118.65(13) . . ?
C8 N2 V1 122.94(10) . . ?
C8 N2 C10 115.68(12) . . ?
C10 N2 V1 120.99(9) . . ?
N1 C1 C2 121.78(14) . . ?
C1 C2 C3 119.26(14) . . ?
C4 C3 C2 119.64(14) . . ?
C3 C4 C5 123.81(13) . . ?
C3 C4 C9 117.19(14) . . ?
C9 C4 C5 118.87(14) . . ?
C4 C5 C6 113.97(13) . . ?
C7 C6 C5 114.13(13) . . ?
C8 C7 C6 121.75(15) . . ?
N2 C8 C9 113.15(13) . . ?
C7 C8 N2 127.11(14) . . ?
C7 C8 C9 119.68(14) . . ?
N1 C9 C4 123.43(13) . . ?
N1 C9 C8 114.45(12) . . ?
C4 C9 C8 122.13(13) . . ?
C11 C10 N2 119.57(14) . . ?
C15 C10 N2 119.29(13) . . ?
C15 C10 C11 121.13(14) . . ?
C10 C11 C17 120.93(14) . . ?
C12 C11 C10 118.28(15) . . ?
C12 C11 C17 120.78(15) . . ?
C13 C12 C11 121.46(16) . . ?
C12 C13 C14 119.56(15) . . ?
C13 C14 C15 121.03(16) . . ?
C10 C15 C16 120.49(14) . . ?
C14 C15 C10 118.51(15) . . ?
C14 C15 C16 120.94(15) . . ?
O1 C18 C19 109.15(13) . . ?
O1 C18 C20 108.56(14) . . ?
C19 C18 C20 112.34(15) . . ?
O2 C21 C22 108.58(13) . . ?
O2 C21 C23 109.31(13) . . ?
C23 C21 C22 112.18(14) . . ?

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 C18 C19 136.60(12) . . . . ?
V1 O1 C18 C20 -100.65(15) . . . . ?
V1 O2 C21 C22 129.09(13) . . . . ?
V1 O2 C21 C23 -108.24(14) . . . . ?
V1 N1 C1 C2 -179.99(10) . . . . ?
V1 N1 C9 C4 178.28(11) . . . . ?
V1 N1 C9 C8 -1.71(15) . . . . ?
V1 N2 C8 C7 172.19(13) . . . . ?
V1 N2 C8 C9 -5.05(17) . . . . ?
V1 N2 C10 C11 94.69(15) . . . . ?
V1 N2 C10 C15 -83.83(15) . . . . ?
O1 V1 O2 C21 -93.08(13) . . . . ?
O2 V1 O1 C18 87.93(12) . . . . ?
O3 V1 O1 C18 -19.33(13) . . . . ?
O3 V1 O2 C21 13.99(13) . . . . ?
N1 V1 O1 C18 168.78(12) . . . . ?
N1 V1 O2 C21 -176.59(13) . . . . ?
N1 C1 C2 C3 1.7(2) . . . . ?
N2 V1 O1 C18 -119.76(12) . . . . ?
N2 V1 O2 C21 116.23(12) . . . . ?
N2 C8 C9 N1 4.04(17) . . . . ?
N2 C8 C9 C4 -175.94(13) . . . . ?
N2 C10 C11 C12 -176.46(14) . . . . ?
N2 C10 C11 C17 2.5(2) . . . . ?
N2 C10 C15 C14 177.41(13) . . . . ?
N2 C10 C15 C16 0.2(2) . . . . ?
C1 N1 C9 C4 -0.1(2) . . . . ?
C1 N1 C9 C8 179.90(12) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C2 C3 C4 C5 173.64(14) . . . . ?
C2 C3 C4 C9 -2.3(2) . . . . ?
C3 C4 C5 C6 156.86(15) . . . . ?
C3 C4 C9 N1 2.2(2) . . . . ?
C3 C4 C9 C8 -177.86(13) . . . . ?
C4 C5 C6 C7 35.8(2) . . . . ?
C5 C4 C9 N1 -173.95(13) . . . . ?
C5 C4 C9 C8 6.0(2) . . . . ?
C5 C6 C7 C8 -25.6(2) . . . . ?
C6 C7 C8 N2 -173.04(14) . . . . ?
C6 C7 C8 C9 4.0(2) . . . . ?
C7 C8 C9 N1 -173.42(14) . . . . ?
C7 C8 C9 C4 6.6(2) . . . . ?
C8 N2 C10 C11 -92.27(17) . . . . ?
C8 N2 C10 C15 89.22(16) . . . . ?
C9 N1 C1 C2 -1.8(2) . . . . ?
C9 C4 C5 C6 -27.3(2) . . . . ?
C10 N2 C8 C7 -0.7(2) . . . . ?
C10 N2 C8 C9 -177.94(12) . . . . ?
C10 C11 C12 C13 -1.1(3) . . . . ?
C11 C10 C15 C14 -1.1(2) . . . . ?
C11 C10 C15 C16 -178.25(14) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C13 C14 C15 1.7(3) . . . . ?
C13 C14 C15 C10 -0.8(2) . . . . ?
C13 C14 C15 C16 176.35(15) . . . . ?
C15 C10 C11 C12 2.0(2) . . . . ?
C15 C10 C11 C17 -179.01(15) . . . . ?
C17 C11 C12 C13 179.91(17) . . . . ?

_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_ebls-2-100k_auto_sq
_database_code_depnum_ccdc_archive 'CCDC 2234776'
loop_
_audit_author_name
_audit_author_address
'Ruiyao Wu'
;Changchun Institute of Applied Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-01-06 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H25 Br Cl3 N2 O V'
_chemical_formula_sum            'C21 H25 Br Cl3 N2 O V'
_chemical_formula_weight         558.63
_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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   35.6823(3)
_cell_length_b                   35.6823(3)
_cell_length_c                   13.3003(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     14665.5(3)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    20820
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.8190
_cell_measurement_theta_min      2.4620
_shelx_estimated_absorpt_T_max   0.743
_shelx_estimated_absorpt_T_min   0.666
_exptl_absorpt_coefficient_mu    6.330
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54646
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             5076
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31779
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.764
_diffrn_reflns_theta_min         2.477
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     85.00 173.00   0.50    0.05    --  111.82  61.00 -30.00  176
  2  ω    133.00 168.00   0.50    0.05    --  111.82  61.00 -90.00   70
  3  ω    131.00 156.00   0.50    0.05    --  111.82  61.00-150.00   50
  4  ω     83.00 119.00   0.50    0.05    --  111.82  61.00-150.00   72
  5  ω     85.00 124.00   0.50    0.05    --  111.82  61.00 -90.00   78
  6  ω    112.00 172.00   0.50    0.05    --  111.82  30.00 -60.00  120
  7  ω    105.00 172.00   0.50    0.05    --  111.82   0.00  90.00  134
  8  ω    125.00 157.00   0.50    0.05    --  111.82  30.00 150.00   64
  9  ω     76.00 102.00   0.50    0.05    --  111.82  30.00 150.00   52
 10  ω     66.00  95.00   0.50    0.05    --  111.82   0.00  90.00   58
 11  ω     28.00  62.00   0.50    0.05    --  111.82   0.00  90.00   68
 12  ω     18.00  98.00   0.50    0.05    --   39.45-125.00  90.00  160
 13  ω     -9.00  20.00   0.50    0.05    --   39.45 -90.00-114.00   58
 14  ω     24.00  50.00   0.50    0.05    --   39.45 -90.00-114.00   52
 15  ω     46.00  95.00   0.50    0.05    --   39.45-125.00-150.00   98
 16  ω     59.00  96.00   0.50    0.05    --  111.82 -90.00-114.00   74
 17  ω     81.00 108.00   0.50    0.05    --  111.82-111.00-150.00   54
 18  ω     57.00 105.00   0.50    0.05    --  111.82-111.00 -30.00   96
 19  ω     78.00 105.00   0.50    0.05    --  111.82-111.00   0.00   54
 20  ω     79.00 105.00   0.50    0.05    --  111.82-111.00 120.00   52
 21  ω     83.00 108.00   0.50    0.05    --  111.82-111.00 150.00   50
 22  ω     32.00  71.00   0.50    0.05    --  111.82-111.00 150.00   78
 23  ω     32.00  58.00   0.50    0.05    --  111.82-111.00 120.00   52
 24  ω     74.00  99.00   0.50    0.05    --  111.82-111.00  60.00   50
 25  ω     61.00  90.00   0.50    0.05    --  111.82 -94.00  60.00   58
 26  ω     33.00  58.00   0.50    0.05    --  111.82 -94.00  60.00   50
 27  ω     36.00 105.00   0.50    0.05    --  111.82 -94.00  90.00  138
 28  ω     74.00 104.00   0.50    0.05    --  111.82 -94.00   0.00   60
 29  ω     35.00  63.00   0.50    0.05    --  111.82 -94.00   0.00   56
 30  ω     75.00 104.00   0.50    0.05    --  111.82 -94.00 -90.00   58
 31  ω     32.00  68.00   0.50    0.05    --  111.82-111.00-150.00   72
 32  ω     37.00 102.00   0.50    0.05    --  111.82 -94.00-180.00  130
 33  ω     55.00  87.00   0.50    0.05    --  111.82 -77.00-120.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0140129000
_diffrn_orient_matrix_UB_12      -0.0285560000
_diffrn_orient_matrix_UB_13      -0.0949931000
_diffrn_orient_matrix_UB_21      -0.0296072000
_diffrn_orient_matrix_UB_22      0.0180663000
_diffrn_orient_matrix_UB_23      -0.0299965000
_diffrn_orient_matrix_UB_31      0.0375643000
_diffrn_orient_matrix_UB_32      0.0366448000
_diffrn_orient_matrix_UB_33      -0.0591712000
_diffrn_oxdiff_digest_frames     
;
019541ee55621a0be2b02c49d6513e17d700118576f
;
_diffrn_oxdiff_digest_hkl        
;
01192307a2ab40792d6ff8009b7a1834b18eed
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5824
_reflns_number_total             6633
_reflns_odcompleteness_completeness 98.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.981
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         6633
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0379
_refine_ls_restrained_S_all      1.085
_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)+(0.0484P)²+22.2878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.0996
_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
2. Uiso/Uaniso restraints and constraints
C13 \\sim C14 \\sim C12 \\sim C15 \\sim C11 \\sim C10: within 2.7A with sigma
of 0.004 and sigma for terminal atoms of 0.008
3. Others
 Fixed Sof: Br1A(0.25) Br1B(0.75)
4.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C18(H18A,H18B), C19(H19A,H19B),
 C20(H20A,H20B), C21(H21A,H21B)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C12(H12), C14(H14)
4.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_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
Br1A Br 0.27446(10) 0.59730(9) 0.9080(3) 0.0747(9) Uani 0.25 1 d . . P A 1
Br1B Br 0.28398(3) 0.59785(4) 0.86620(8) 0.0681(3) Uani 0.75 1 d . . P A 2
V1 V 0.07009(2) 0.43745(2) 0.64235(3) 0.02840(10) Uani 1 1 d . . . . .
Cl1 Cl 0.10297(2) 0.42551(2) 0.77776(4) 0.03667(13) Uani 1 1 d . . . . .
Cl2 Cl 0.10775(2) 0.42269(2) 0.52146(5) 0.04078(14) Uani 1 1 d . . . . .
Cl3 Cl 0.02198(2) 0.44809(2) 0.73877(4) 0.03352(12) Uani 1 1 d . . . . .
O1 O 0.01900(5) 0.37083(5) 0.62999(13) 0.0376(4) Uani 1 1 d . . . . .
N1 N 0.04581(5) 0.45765(5) 0.52125(14) 0.0286(4) Uani 1 1 d . . . . .
N2 N 0.11479(5) 0.50569(5) 0.63331(15) 0.0303(4) Uani 1 1 d . . . . .
C1 C 0.01154(7) 0.43225(7) 0.46495(17) 0.0325(4) Uani 1 1 d . . . . .
H1 H -0.004070 0.402057 0.478353 0.039 Uiso 1 1 calc R . . . .
C2 C -0.00213(7) 0.44859(8) 0.38695(18) 0.0355(5) Uani 1 1 d . . . . .
H2 H -0.027038 0.429879 0.348619 0.043 Uiso 1 1 calc R . . . .
C3 C 0.02088(7) 0.49218(8) 0.36607(17) 0.0346(5) Uani 1 1 d . . . . .
H3 H 0.012318 0.503706 0.312152 0.041 Uiso 1 1 calc R . . . .
C4 C 0.05686(7) 0.51937(7) 0.42448(17) 0.0309(4) Uani 1 1 d . . . . .
C5 C 0.08282(8) 0.56719(7) 0.40405(19) 0.0365(5) Uani 1 1 d . . . . .
H5A H 0.068344 0.581682 0.435837 0.044 Uiso 1 1 calc R . . . .
H5B H 0.083812 0.572202 0.330650 0.044 Uiso 1 1 calc R . . . .
C6 C 0.12883(8) 0.58706(7) 0.4443(2) 0.0392(5) Uani 1 1 d . . . . .
H6A H 0.145193 0.576848 0.403536 0.047 Uiso 1 1 calc R . . . .
H6B H 0.143467 0.618960 0.438270 0.047 Uiso 1 1 calc R . . . .
C7 C 0.12877(7) 0.57473(7) 0.55381(19) 0.0358(5) Uani 1 1 d . . . . .
H7A H 0.159001 0.587111 0.577296 0.043 Uiso 1 1 calc R . . . .
H7B H 0.114731 0.587306 0.595208 0.043 Uiso 1 1 calc R . . . .
C8 C 0.10532(6) 0.52654(7) 0.56830(17) 0.0302(4) Uani 1 1 d . . . . .
C9 C 0.06781(6) 0.50076(6) 0.50251(17) 0.0287(4) Uani 1 1 d . . . . .
C10 C 0.15455(7) 0.52946(7) 0.6906(2) 0.0380(5) Uani 1 1 d . U . . .
C11 C 0.15332(8) 0.54165(7) 0.7887(2) 0.0440(5) Uani 1 1 d . U . . .
C12 C 0.19223(9) 0.56209(8) 0.8435(3) 0.0516(6) Uani 1 1 d . U . . .
H12 H 0.192448 0.570238 0.911589 0.062 Uiso 1 1 calc R . . . .
C13 C 0.22999(8) 0.57011(8) 0.7970(3) 0.0539(6) Uani 1 1 d . U . . .
C14 C 0.23177(8) 0.55996(8) 0.6993(3) 0.0513(6) Uani 1 1 d . U . . .
H14 H 0.258716 0.567042 0.669569 0.062 Uiso 1 1 calc R . . . .
C15 C 0.19356(7) 0.53896(7) 0.6429(2) 0.0453(5) Uani 1 1 d . U . . .
C16 C 0.19574(8) 0.52839(9) 0.5348(3) 0.0554(7) Uani 1 1 d . . . . .
H16A H 0.176250 0.497384 0.523564 0.083 Uiso 1 1 calc GR . . . .
H16B H 0.225437 0.535864 0.518128 0.083 Uiso 1 1 calc GR . . . .
H16C H 0.186955 0.545001 0.491905 0.083 Uiso 1 1 calc GR . . . .
C17 C 0.11243(9) 0.53480(9) 0.8375(2) 0.0511(6) Uani 1 1 d . . . . .
H17A H 0.097683 0.544980 0.792364 0.077 Uiso 1 1 calc GR . . . .
H17B H 0.119474 0.551027 0.900739 0.077 Uiso 1 1 calc GR . . . .
H17C H 0.093425 0.503912 0.851240 0.077 Uiso 1 1 calc GR . . . .
C18 C 0.02608(9) 0.33639(8) 0.5937(2) 0.0438(6) Uani 1 1 d . . . . .
H18A H 0.053935 0.340337 0.618897 0.053 Uiso 1 1 calc R . . . .
H18B H 0.026353 0.335904 0.519314 0.053 Uiso 1 1 calc R . . . .
C19 C -0.01160(10) 0.29490(8) 0.6347(2) 0.0474(6) Uani 1 1 d . . . . .
H19A H -0.018997 0.270213 0.589184 0.057 Uiso 1 1 calc R . . . .
H19B H -0.004890 0.288101 0.702229 0.057 Uiso 1 1 calc R . . . .
C20 C -0.04796(9) 0.30496(8) 0.6397(2) 0.0510(7) Uani 1 1 d . . . . .
H20A H -0.069660 0.286882 0.690966 0.061 Uiso 1 1 calc R . . . .
H20B H -0.062498 0.300271 0.573778 0.061 Uiso 1 1 calc R . . . .
C21 C -0.02502(8) 0.35244(7) 0.6690(2) 0.0407(5) Uani 1 1 d . . . . .
H21A H -0.039687 0.367060 0.638867 0.049 Uiso 1 1 calc R . . . .
H21B H -0.024661 0.355636 0.742996 0.049 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1A C13 2.024(4) . ?
Br1B C13 1.905(3) . ?
V1 Cl1 2.3023(6) . ?
V1 Cl2 2.3187(7) . ?
V1 Cl3 2.3213(6) . ?
V1 O1 2.1603(15) . ?
V1 N1 2.1187(18) . ?
V1 N2 2.1456(17) . ?
O1 C18 1.455(3) . ?
O1 C21 1.462(3) . ?
N1 C1 1.330(3) . ?
N1 C9 1.355(3) . ?
N2 C8 1.291(3) . ?
N2 C10 1.453(3) . ?
C1 C2 1.392(3) . ?
C2 C3 1.376(3) . ?
C3 C4 1.395(3) . ?
C4 C5 1.504(3) . ?
C4 C9 1.389(3) . ?
C5 C6 1.523(3) . ?
C6 C7 1.522(4) . ?
C7 C8 1.502(3) . ?
C8 C9 1.474(3) . ?
C10 C11 1.383(4) . ?
C10 C15 1.409(4) . ?
C11 C12 1.406(3) . ?
C11 C17 1.501(4) . ?
C12 C13 1.376(5) . ?
C13 C14 1.358(5) . ?
C14 C15 1.401(4) . ?
C15 C16 1.498(5) . ?
C18 C19 1.519(4) . ?
C19 C20 1.511(4) . ?
C20 C21 1.518(3) . ?

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
Cl1 V1 Cl2 95.38(2) . . ?
Cl1 V1 Cl3 94.88(2) . . ?
Cl2 V1 Cl3 168.61(3) . . ?
O1 V1 Cl1 94.80(5) . . ?
O1 V1 Cl2 87.90(5) . . ?
O1 V1 Cl3 86.32(5) . . ?
N1 V1 Cl1 172.08(5) . . ?
N1 V1 Cl2 86.11(5) . . ?
N1 V1 Cl3 84.41(5) . . ?
N1 V1 O1 93.03(6) . . ?
N1 V1 N2 76.68(7) . . ?
N2 V1 Cl1 95.48(5) . . ?
N2 V1 Cl2 91.86(5) . . ?
N2 V1 Cl3 92.07(5) . . ?
N2 V1 O1 169.69(7) . . ?
C18 O1 V1 123.18(15) . . ?
C18 O1 C21 109.86(18) . . ?
C21 O1 V1 126.39(13) . . ?
C1 N1 V1 126.10(14) . . ?
C1 N1 C9 118.90(18) . . ?
C9 N1 V1 115.00(14) . . ?
C8 N2 V1 115.56(14) . . ?
C8 N2 C10 118.39(18) . . ?
C10 N2 V1 126.02(14) . . ?
N1 C1 C2 122.0(2) . . ?
C3 C2 C1 119.2(2) . . ?
C2 C3 C4 119.7(2) . . ?
C3 C4 C5 121.3(2) . . ?
C9 C4 C3 117.7(2) . . ?
C9 C4 C5 121.1(2) . . ?
C4 C5 C6 111.95(18) . . ?
C7 C6 C5 110.86(19) . . ?
C8 C7 C6 111.93(19) . . ?
N2 C8 C7 126.12(19) . . ?
N2 C8 C9 117.10(18) . . ?
C9 C8 C7 116.78(19) . . ?
N1 C9 C4 122.57(19) . . ?
N1 C9 C8 115.40(18) . . ?
C4 C9 C8 121.99(19) . . ?
C11 C10 N2 120.2(2) . . ?
C11 C10 C15 122.2(2) . . ?
C15 C10 N2 117.6(2) . . ?
C10 C11 C12 118.3(3) . . ?
C10 C11 C17 122.5(2) . . ?
C12 C11 C17 119.2(3) . . ?
C13 C12 C11 119.0(3) . . ?
C12 C13 Br1A 102.9(3) . . ?
C12 C13 Br1B 121.4(3) . . ?
C14 C13 Br1A 134.0(2) . . ?
C14 C13 Br1B 115.5(2) . . ?
C14 C13 C12 123.1(2) . . ?
C13 C14 C15 119.5(3) . . ?
C10 C15 C16 122.8(2) . . ?
C14 C15 C10 117.8(3) . . ?
C14 C15 C16 119.3(3) . . ?
O1 C18 C19 105.2(2) . . ?
C20 C19 C18 103.4(2) . . ?
C19 C20 C21 103.2(2) . . ?
O1 C21 C20 105.6(2) . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 23 -1 ' '
2 -0.008 -0.005 0.499 5316 1325 ' '
3 0.333 0.667 0.667 24 -1 ' '
4 0.667 0.333 0.333 24 -1 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.797
_oxdiff_exptl_absorpt_empirical_full_min 0.677
####################################################################### 
# 
# 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_w1
_database_code_depnum_ccdc_archive 'CCDC 2234779'
loop_
_audit_author_name
_audit_author_address
'Ruiyao Wu'
;Changchun Institute of Applied Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-01-06 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H34 Cl3 N2 O V'
_chemical_formula_sum            'C25 H34 Cl3 N2 O V'
_chemical_formula_weight         535.83
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   18.2129(7)
_cell_length_b                   10.5086(4)
_cell_length_c                   17.5705(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.4430(10)
_cell_angle_gamma                90
_cell_volume                     3108.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9985
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      29.387
_cell_measurement_theta_min      2.284
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.885
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  0.9324
_exptl_absorpt_correction_T_min  0.8851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.21
_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  0.0684
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            80117
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.593
_diffrn_reflns_theta_min         2.285
_diffrn_ambient_temperature      301.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6224
_reflns_number_total             8719
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         8719
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.046
_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)+(0.1084P)²+0.9936P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1742
_refine_ls_wR_factor_ref         0.1911
_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
2. Uiso/Uaniso restraints and constraints
Uanis(C24) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 C16(H16A), C19(H19A)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B), C25(H25A,H25B)
3.c Me refined with riding coordinates:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C)
3.d Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2A), C3(H3A), C12(H12A), C13(H13A), C14(H14A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.14790(2) 0.58903(4) 0.20802(2) 0.03521(13) Uani 1 1 d . . . . .
O1 O 0.05353(12) 0.71271(17) 0.13218(13) 0.0524(5) Uani 1 1 d . . . . .
N1 N 0.15731(13) 0.65354(19) 0.32699(13) 0.0400(4) Uani 1 1 d . . . . .
N2 N 0.23838(12) 0.46820(18) 0.29223(13) 0.0365(4) Uani 1 1 d . . . . .
Cl1 Cl 0.15687(5) 0.49630(7) 0.09451(4) 0.0543(2) Uani 1 1 d . . . . .
Cl2 Cl 0.23337(4) 0.75965(6) 0.21838(4) 0.05142(19) Uani 1 1 d . . . . .
Cl3 Cl 0.04628(4) 0.46568(7) 0.21849(5) 0.0571(2) Uani 1 1 d . . . . .
C1 C 0.11565(19) 0.7470(3) 0.34226(19) 0.0533(7) Uani 1 1 d . . . . .
H1A H 0.077396 0.788716 0.298224 0.064 Uiso 1 1 calc R . . . .
C2 C 0.1274(2) 0.7838(3) 0.4212(2) 0.0618(8) Uani 1 1 d . . . . .
H2A H 0.098144 0.850656 0.430002 0.074 Uiso 1 1 calc R . . . .
C3 C 0.1818(2) 0.7220(3) 0.48610(19) 0.0612(8) Uani 1 1 d . . . . .
H3A H 0.190795 0.747259 0.539635 0.073 Uiso 1 1 calc R . . . .
C4 C 0.22415(18) 0.6207(3) 0.47203(17) 0.0519(7) Uani 1 1 d . . . . .
C5 C 0.2833(3) 0.5453(4) 0.5425(2) 0.0798(11) Uani 1 1 d . . . . .
H5A H 0.331717 0.594516 0.567104 0.096 Uiso 1 1 calc R . . . .
H5B H 0.261504 0.531763 0.584341 0.096 Uiso 1 1 calc R . . . .
C6 C 0.3028(3) 0.4205(5) 0.5159(2) 0.1067(18) Uani 1 1 d . . . . .
H6A H 0.350033 0.387700 0.559328 0.128 Uiso 1 1 calc R . . . .
H6B H 0.259673 0.362080 0.509842 0.128 Uiso 1 1 calc R . . . .
C7 C 0.3164(2) 0.4203(4) 0.4393(2) 0.0714(10) Uani 1 1 d . . . . .
H7A H 0.318446 0.332707 0.422805 0.086 Uiso 1 1 calc R . . . .
H7B H 0.367881 0.458170 0.449774 0.086 Uiso 1 1 calc R . . . .
C8 C 0.25550(16) 0.4894(2) 0.36932(16) 0.0426(5) Uani 1 1 d . . . . .
C9 C 0.21092(15) 0.5911(2) 0.39130(16) 0.0403(5) Uani 1 1 d . . . . .
C10 C 0.28028(16) 0.3641(2) 0.27069(17) 0.0426(5) Uani 1 1 d . . . . .
C11 C 0.25180(19) 0.2401(3) 0.2667(2) 0.0523(7) Uani 1 1 d . . . . .
C12 C 0.2928(2) 0.1427(3) 0.2460(2) 0.0659(9) Uani 1 1 d . . . . .
H12A H 0.274760 0.059373 0.243138 0.079 Uiso 1 1 calc R . . . .
C13 C 0.3583(2) 0.1676(4) 0.2299(2) 0.0708(10) Uani 1 1 d . . . . .
H13A H 0.384762 0.101426 0.216086 0.085 Uiso 1 1 calc R . . . .
C14 C 0.3856(2) 0.2887(4) 0.2339(2) 0.0702(9) Uani 1 1 d . . . . .
H14A H 0.430848 0.303730 0.222702 0.084 Uiso 1 1 calc R . . . .
C15 C 0.34788(17) 0.3916(3) 0.2543(2) 0.0531(7) Uani 1 1 d . . . . .
C16 C 0.3830(2) 0.5222(4) 0.2610(3) 0.0739(10) Uani 1 1 d . . . . .
H16A H 0.349558 0.580595 0.277169 0.089 Uiso 1 1 calc R . . . .
C17 C 0.3840(3) 0.5691(5) 0.1792(4) 0.1143(19) Uani 1 1 d . . . . .
H17A H 0.406916 0.652747 0.186317 0.171 Uiso 1 1 calc R . . . .
H17B H 0.415129 0.512066 0.160944 0.171 Uiso 1 1 calc R . . . .
H17C H 0.330690 0.572084 0.138831 0.171 Uiso 1 1 calc R . . . .
C18 C 0.4674(3) 0.5271(5) 0.3287(4) 0.1130(18) Uani 1 1 d . . . . .
H18A H 0.488439 0.611536 0.331740 0.170 Uiso 1 1 calc R . . . .
H18B H 0.465085 0.504884 0.380732 0.170 Uiso 1 1 calc R . . . .
H18C H 0.501027 0.467981 0.315660 0.170 Uiso 1 1 calc R . . . .
C19 C 0.1784(2) 0.2038(3) 0.2824(3) 0.0779(12) Uani 1 1 d . . . . .
H19A H 0.160620 0.279237 0.303369 0.093 Uiso 1 1 calc R . . . .
C20 C 0.1951(4) 0.0998(4) 0.3465(5) 0.134(3) Uani 1 1 d . . . . .
H20A H 0.147160 0.079687 0.354615 0.201 Uiso 1 1 calc R . . . .
H20B H 0.213979 0.025310 0.328097 0.201 Uiso 1 1 calc R . . . .
H20C H 0.234717 0.128591 0.397543 0.201 Uiso 1 1 calc R . . . .
C21 C 0.1116(3) 0.1641(4) 0.2024(4) 0.121(2) Uani 1 1 d . . . . .
H21A H 0.065524 0.141430 0.213379 0.182 Uiso 1 1 calc R . . . .
H21B H 0.098789 0.233680 0.164086 0.182 Uiso 1 1 calc R . . . .
H21C H 0.128374 0.092350 0.179316 0.182 Uiso 1 1 calc R . . . .
C22 C 0.0533(2) 0.8496(3) 0.1253(2) 0.0658(9) Uani 1 1 d . . . . .
H22A H 0.088630 0.876623 0.098755 0.079 Uiso 1 1 calc R . . . .
H22B H 0.070564 0.888699 0.179351 0.079 Uiso 1 1 calc R . . . .
C23 C -0.0308(3) 0.8861(4) 0.0743(3) 0.0890(13) Uani 1 1 d . . . . .
H23A H -0.056465 0.922062 0.108679 0.107 Uiso 1 1 calc R . . . .
H23B H -0.032512 0.948051 0.032781 0.107 Uiso 1 1 calc R . . . .
C24 C -0.0686(3) 0.7722(5) 0.0373(4) 0.1237(19) Uani 1 1 d . U . . .
H24A H -0.088437 0.781134 -0.022136 0.148 Uiso 1 1 calc R . . . .
H24B H -0.113555 0.756487 0.052652 0.148 Uiso 1 1 calc R . . . .
C25 C -0.0146(2) 0.6646(3) 0.0621(2) 0.0691(9) Uani 1 1 d . . . . .
H25A H 0.001322 0.638098 0.017774 0.083 Uiso 1 1 calc R . . . .
H25B H -0.039042 0.593082 0.078322 0.083 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O1 2.1611(19) . ?
V1 N1 2.141(2) . ?
V1 N2 2.158(2) . ?
V1 Cl1 2.2811(8) . ?
V1 Cl2 2.3355(7) . ?
V1 Cl3 2.3236(8) . ?
O1 C22 1.443(3) . ?
O1 C25 1.464(4) . ?
N1 C1 1.329(3) . ?
N1 C9 1.349(3) . ?
N2 C8 1.288(3) . ?
N2 C10 1.464(3) . ?
C1 H1A 0.9300 . ?
C1 C2 1.375(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.357(5) . ?
C3 H3A 0.9300 . ?
C3 C4 1.390(4) . ?
C4 C5 1.518(5) . ?
C4 C9 1.381(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.480(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.458(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.492(4) . ?
C8 C9 1.480(3) . ?
C10 C11 1.395(4) . ?
C10 C15 1.398(4) . ?
C11 C12 1.394(4) . ?
C11 C19 1.513(4) . ?
C12 H12A 0.9300 . ?
C12 C13 1.352(5) . ?
C13 H13A 0.9300 . ?
C13 C14 1.359(5) . ?
C14 H14A 0.9300 . ?
C14 C15 1.399(4) . ?
C15 C16 1.500(5) . ?
C16 H16A 0.9800 . ?
C16 C17 1.527(6) . ?
C16 C18 1.543(7) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9800 . ?
C19 C20 1.514(6) . ?
C19 C21 1.525(7) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.500(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.409(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.452(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 Cl1 91.34(6) . . ?
O1 V1 Cl2 86.33(6) . . ?
O1 V1 Cl3 85.08(6) . . ?
N1 V1 O1 99.21(8) . . ?
N1 V1 N2 76.19(8) . . ?
N1 V1 Cl1 169.45(6) . . ?
N1 V1 Cl2 83.01(6) . . ?
N1 V1 Cl3 82.45(6) . . ?
N2 V1 O1 175.01(8) . . ?
N2 V1 Cl1 93.28(6) . . ?
N2 V1 Cl2 94.96(6) . . ?
N2 V1 Cl3 92.31(6) . . ?
Cl1 V1 Cl2 97.35(3) . . ?
Cl1 V1 Cl3 98.97(3) . . ?
Cl3 V1 Cl2 161.70(3) . . ?
C22 O1 V1 128.81(19) . . ?
C22 O1 C25 107.5(2) . . ?
C25 O1 V1 121.99(17) . . ?
C1 N1 V1 126.28(19) . . ?
C1 N1 C9 118.5(2) . . ?
C9 N1 V1 115.24(16) . . ?
C8 N2 V1 115.74(16) . . ?
C8 N2 C10 117.4(2) . . ?
C10 N2 V1 126.84(16) . . ?
N1 C1 H1A 119.0 . . ?
N1 C1 C2 122.0(3) . . ?
C2 C1 H1A 119.0 . . ?
C1 C2 H2A 120.2 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C5 121.6(3) . . ?
C9 C4 C3 117.6(3) . . ?
C9 C4 C5 120.8(3) . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 C4 112.7(3) . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C5 C6 H6A 108.3 . . ?
C5 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C7 C6 C5 116.0(4) . . ?
C7 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
C6 C7 H7A 108.5 . . ?
C6 C7 H7B 108.5 . . ?
C6 C7 C8 115.2(3) . . ?
H7A C7 H7B 107.5 . . ?
C8 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
N2 C8 C7 126.0(2) . . ?
N2 C8 C9 117.6(2) . . ?
C9 C8 C7 116.4(2) . . ?
N1 C9 C4 122.5(2) . . ?
N1 C9 C8 115.3(2) . . ?
C4 C9 C8 122.2(2) . . ?
C11 C10 N2 119.4(2) . . ?
C11 C10 C15 121.5(2) . . ?
C15 C10 N2 119.1(2) . . ?
C10 C11 C19 124.4(2) . . ?
C12 C11 C10 118.2(3) . . ?
C12 C11 C19 117.4(3) . . ?
C11 C12 H12A 119.5 . . ?
C13 C12 C11 121.1(3) . . ?
C13 C12 H12A 119.5 . . ?
C12 C13 H13A 119.8 . . ?
C12 C13 C14 120.4(3) . . ?
C14 C13 H13A 119.8 . . ?
C13 C14 H14A 119.0 . . ?
C13 C14 C15 122.0(3) . . ?
C15 C14 H14A 119.0 . . ?
C10 C15 C14 116.8(3) . . ?
C10 C15 C16 123.7(3) . . ?
C14 C15 C16 119.4(3) . . ?
C15 C16 H16A 107.6 . . ?
C15 C16 C17 112.3(4) . . ?
C15 C16 C18 111.2(4) . . ?
C17 C16 H16A 107.6 . . ?
C17 C16 C18 110.4(4) . . ?
C18 C16 H16A 107.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C11 C19 H19A 107.8 . . ?
C11 C19 C20 112.1(3) . . ?
C11 C19 C21 110.5(4) . . ?
C20 C19 H19A 107.8 . . ?
C20 C19 C21 110.6(4) . . ?
C21 C19 H19A 107.8 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C22 H22A 110.6 . . ?
O1 C22 H22B 110.6 . . ?
O1 C22 C23 105.9(3) . . ?
H22A C22 H22B 108.7 . . ?
C23 C22 H22A 110.6 . . ?
C23 C22 H22B 110.6 . . ?
C22 C23 H23A 110.7 . . ?
C22 C23 H23B 110.7 . . ?
H23A C23 H23B 108.8 . . ?
C24 C23 C22 105.4(3) . . ?
C24 C23 H23A 110.7 . . ?
C24 C23 H23B 110.7 . . ?
C23 C24 H24A 109.3 . . ?
C23 C24 H24B 109.3 . . ?
C23 C24 C25 111.6(4) . . ?
H24A C24 H24B 108.0 . . ?
C25 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
O1 C25 H25A 110.9 . . ?
O1 C25 H25B 110.9 . . ?
C24 C25 O1 104.1(3) . . ?
C24 C25 H25A 110.9 . . ?
C24 C25 H25B 110.9 . . ?
H25A C25 H25B 109.0 . . ?

_platon_squeeze_details          
;
;
# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.500 0.000 0.500 377.9 -4.1
2 0.500 0.498 0.000 375.6 -3.4


_olex2_submission_special_instructions 'No special instructions were received'
