# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2096686'
loop_
_audit_author_name
_audit_author_address
'Ruiyao Wu'
;Changchun Institute of Applied Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-07-15 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H36 Cl N3 O2 V'
_chemical_formula_weight         569.02

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.0346(4)
_cell_length_b                   16.8085(7)
_cell_length_c                   17.3076(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2919.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    11557
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      33.69

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             1196
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.463
_shelx_estimated_absorpt_T_min   0.909
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9091
_exptl_absorpt_correction_T_max  0.9472
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42710
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.346
_diffrn_reflns_theta_max         33.691
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11557
_reflns_number_gt                9970
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.809
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.997

_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.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²+0.2213P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3931 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         11557
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0366
_refine_ls_wR_factor_ref         0.0953
_refine_ls_wR_factor_gt          0.0880
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.82531(3) 0.98142(2) 0.91584(2) 0.01790(6) Uani 1 1 d . . . . .
Cl1 Cl 0.98489(6) 0.92785(3) 0.99653(4) 0.03788(14) Uani 1 1 d . . . . .
N1 N 0.74010(16) 0.86931(9) 0.91358(10) 0.0226(3) Uani 1 1 d . . . . .
N2 N 0.78056(15) 0.98660(9) 0.80333(9) 0.0196(3) Uani 1 1 d . . . . .
N3 N 0.95985(15) 1.07380(9) 0.88732(9) 0.0193(3) Uani 1 1 d . . . . .
O1 O 0.68133(18) 0.75029(8) 0.86696(9) 0.0301(3) Uani 1 1 d . . . . .
O2 O 0.71542(15) 1.03101(8) 0.96113(9) 0.0285(3) Uani 1 1 d . . . . .
C5 C 1.09894(17) 1.07802(10) 0.90941(12) 0.0219(3) Uani 1 1 d . . . . .
C4 C 1.13466(18) 1.10919(11) 0.98125(12) 0.0230(3) Uani 1 1 d . . . . .
C3 C 1.2705(2) 1.11199(13) 0.99866(14) 0.0306(4) Uani 1 1 d . . . . .
H3A H 1.298320 1.133276 1.046884 0.037 Uiso 1 1 calc R U . . .
C2 C 1.3654(2) 1.08445(14) 0.94723(16) 0.0375(5) Uani 1 1 d . . . . .
H2B H 1.457242 1.086959 0.960310 0.045 Uiso 1 1 calc R U . . .
C1 C 1.3271(2) 1.05361(13) 0.87758(16) 0.0373(5) Uani 1 1 d . . . . .
H1A H 1.393195 1.035250 0.842551 0.045 Uiso 1 1 calc R U . . .
C6 C 1.1924(2) 1.04852(12) 0.85678(14) 0.0301(4) Uani 1 1 d . . . . .
C7 C 1.1505(2) 1.00893(15) 0.78100(15) 0.0401(6) Uani 1 1 d . . . . .
H7A H 1.053171 1.019437 0.773792 0.048 Uiso 1 1 calc R U . . .
C8 C 1.1686(6) 0.91928(17) 0.7857(2) 0.0750(12) Uani 1 1 d . . . . .
H8A H 1.121695 0.898839 0.831236 0.113 Uiso 1 1 calc R U . . .
H8B H 1.132013 0.894452 0.739064 0.113 Uiso 1 1 calc R U . . .
H8C H 1.263687 0.906756 0.789845 0.113 Uiso 1 1 calc R U . . .
C9 C 1.0315(2) 1.14083(12) 1.03715(11) 0.0264(4) Uani 1 1 d . . . . .
H9A H 0.942307 1.121003 1.019937 0.032 Uiso 1 1 calc R U . . .
C10 C 1.0543(3) 1.11133(15) 1.11950(13) 0.0373(5) Uani 1 1 d . . . . .
H10A H 0.985460 1.133218 1.153549 0.056 Uiso 1 1 calc R U . . .
H10B H 1.049961 1.053090 1.120449 0.056 Uiso 1 1 calc R U . . .
H10C H 1.142304 1.128733 1.137379 0.056 Uiso 1 1 calc R U . . .
C11 C 0.91708(19) 1.13226(11) 0.84546(11) 0.0220(3) Uani 1 1 d . . . . .
H11A H 0.971022 1.178613 0.842502 0.026 Uiso 1 1 calc R U . . .
C12 C 0.79352(19) 1.13213(10) 0.80300(11) 0.0218(3) Uani 1 1 d . . . . .
C13 C 0.73526(19) 1.06017(10) 0.77701(11) 0.0211(3) Uani 1 1 d . . . . .
C14 C 0.6263(2) 1.06649(13) 0.72568(12) 0.0285(4) Uani 1 1 d . . . . .
H14A H 0.586727 1.019370 0.705868 0.034 Uiso 1 1 calc R U . . .
C15 C 0.5762(2) 1.13917(14) 0.70370(14) 0.0343(5) Uani 1 1 d . . . . .
H15A H 0.501981 1.141322 0.669654 0.041 Uiso 1 1 calc R U . . .
C16 C 0.6325(3) 1.20990(13) 0.73064(14) 0.0352(5) Uani 1 1 d . . . . .
H16A H 0.595913 1.259900 0.716355 0.042 Uiso 1 1 calc R U . . .
C17 C 0.7418(2) 1.20583(12) 0.77813(13) 0.0300(4) Uani 1 1 d . . . . .
H17A H 0.783505 1.253658 0.794593 0.036 Uiso 1 1 calc R U . . .
C18 C 0.78316(18) 0.92315(10) 0.75116(11) 0.0208(3) Uani 1 1 d . . . . .
C19 C 0.7602(2) 0.84382(11) 0.77474(11) 0.0221(3) Uani 1 1 d . . . . .
C20 C 0.7666(2) 0.78138(12) 0.72046(13) 0.0293(4) Uani 1 1 d . . . . .
H20A H 0.748793 0.728494 0.736833 0.035 Uiso 1 1 calc R U . . .
C21 C 0.7980(3) 0.79533(13) 0.64451(13) 0.0340(5) Uani 1 1 d . . . . .
H21A H 0.802566 0.752698 0.608562 0.041 Uiso 1 1 calc R U . . .
C22 C 0.8232(3) 0.87320(13) 0.62111(12) 0.0329(4) Uani 1 1 d . . . . .
H22A H 0.845834 0.883543 0.568768 0.040 Uiso 1 1 calc R U . . .
C23 C 0.8157(2) 0.93562(12) 0.67289(11) 0.0282(4) Uani 1 1 d . . . . .
H23A H 0.832923 0.988163 0.655315 0.034 Uiso 1 1 calc R U . . .
C24 C 0.72784(19) 0.82433(10) 0.85415(12) 0.0225(3) Uani 1 1 d . . . . .
C25 C 0.6930(2) 0.82500(12) 0.98264(11) 0.0277(4) Uani 1 1 d . . . . .
H25A H 0.766669 0.821439 1.021416 0.033 Uiso 1 1 calc R U . . .
C26 C 0.6646(3) 0.74178(12) 0.94914(13) 0.0330(4) Uani 1 1 d . . . . .
H26A H 0.727994 0.702148 0.970094 0.040 Uiso 1 1 calc R U . . .
H26B H 0.572705 0.724656 0.961663 0.040 Uiso 1 1 calc R U . . .
C27 C 0.5722(3) 0.86431(16) 1.01934(16) 0.0457(7) Uani 1 1 d . . . . .
H27A H 0.599446 0.918980 1.035766 0.055 Uiso 1 1 calc R U . . .
C28 C 0.4565(3) 0.8731(2) 0.9633(2) 0.0674(11) Uani 1 1 d . . . . .
H28A H 0.381417 0.898689 0.989601 0.101 Uiso 1 1 calc R U . . .
H28B H 0.484318 0.905926 0.919309 0.101 Uiso 1 1 calc R U . . .
H28C H 0.429319 0.820487 0.944763 0.101 Uiso 1 1 calc R U . . .
C29 C 0.5314(4) 0.8183(2) 1.09249(17) 0.0652(10) Uani 1 1 d . . . . .
H29A H 0.453497 0.843851 1.115958 0.098 Uiso 1 1 calc R U . . .
H29B H 0.509274 0.763338 1.078676 0.098 Uiso 1 1 calc R U . . .
H29C H 0.605447 0.818470 1.129408 0.098 Uiso 1 1 calc R U . . .
C30 C 1.2224(4) 1.04225(19) 0.71069(18) 0.0560(8) Uani 1 1 d . . . . .
H30A H 1.209721 1.100014 0.708542 0.084 Uiso 1 1 calc R U . . .
H30B H 1.317744 1.030241 0.714511 0.084 Uiso 1 1 calc R U . . .
H30C H 1.186070 1.017938 0.663730 0.084 Uiso 1 1 calc R U . . .
C31 C 1.0274(3) 1.23191(14) 1.03575(16) 0.0426(6) Uani 1 1 d . . . . .
H31A H 0.959954 1.250871 1.072339 0.064 Uiso 1 1 calc R U . . .
H31B H 1.114850 1.252983 1.050422 0.064 Uiso 1 1 calc R U . . .
H31C H 1.004728 1.250139 0.983597 0.064 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O2 1.5891(15) . ?
V1 N2 2.0003(15) . ?
V1 N1 2.0697(15) . ?
V1 N3 2.1160(15) . ?
V1 Cl1 2.3075(6) . ?
N1 C24 1.282(3) . ?
N1 C25 1.486(2) . ?
N2 C13 1.394(2) . ?
N2 C18 1.398(2) . ?
N3 C11 1.294(2) . ?
N3 C5 1.449(2) . ?
O1 C24 1.348(2) . ?
O1 C26 1.439(3) . ?
C5 C4 1.396(3) . ?
C5 C6 1.398(3) . ?
C4 C3 1.397(3) . ?
C4 C9 1.514(3) . ?
C3 C2 1.383(3) . ?
C3 H3A 0.9500 . ?
C2 C1 1.367(4) . ?
C2 H2B 0.9500 . ?
C1 C6 1.402(3) . ?
C1 H1A 0.9500 . ?
C6 C7 1.530(3) . ?
C7 C8 1.520(4) . ?
C7 C30 1.522(4) . ?
C7 H7A 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.527(3) . ?
C9 C31 1.532(3) . ?
C9 H9A 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.441(3) . ?
C11 H11A 0.9500 . ?
C12 C17 1.411(3) . ?
C12 C13 1.417(3) . ?
C13 C14 1.413(3) . ?
C14 C15 1.375(3) . ?
C14 H14A 0.9500 . ?
C15 C16 1.397(3) . ?
C15 H15A 0.9500 . ?
C16 C17 1.372(3) . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9500 . ?
C18 C23 1.409(3) . ?
C18 C19 1.413(3) . ?
C19 C20 1.410(3) . ?
C19 C24 1.450(3) . ?
C20 C21 1.372(3) . ?
C20 H20A 0.9500 . ?
C21 C22 1.393(3) . ?
C21 H21A 0.9500 . ?
C22 C23 1.382(3) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C25 C27 1.520(3) . ?
C25 C26 1.541(3) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.520(5) . ?
C27 C29 1.539(4) . ?
C27 H27A 1.0000 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 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
O2 V1 N2 107.55(7) . . ?
O2 V1 N1 101.55(7) . . ?
N2 V1 N1 85.89(6) . . ?
O2 V1 N3 99.96(7) . . ?
N2 V1 N3 83.35(6) . . ?
N1 V1 N3 158.02(6) . . ?
O2 V1 Cl1 112.81(6) . . ?
N2 V1 Cl1 139.63(5) . . ?
N1 V1 Cl1 86.73(5) . . ?
N3 V1 Cl1 89.13(5) . . ?
C24 N1 C25 108.62(15) . . ?
C24 N1 V1 126.27(13) . . ?
C25 N1 V1 124.93(12) . . ?
C13 N2 C18 118.16(15) . . ?
C13 N2 V1 115.46(12) . . ?
C18 N2 V1 126.27(12) . . ?
C11 N3 C5 115.47(16) . . ?
C11 N3 V1 118.44(13) . . ?
C5 N3 V1 126.08(12) . . ?
C24 O1 C26 107.15(16) . . ?
C4 C5 C6 122.77(18) . . ?
C4 C5 N3 120.05(17) . . ?
C6 C5 N3 117.17(18) . . ?
C5 C4 C3 117.09(19) . . ?
C5 C4 C9 121.70(17) . . ?
C3 C4 C9 121.19(19) . . ?
C2 C3 C4 121.4(2) . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 H3A 119.3 . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 H2B 120.0 . . ?
C3 C2 H2B 120.0 . . ?
C2 C1 C6 121.4(2) . . ?
C2 C1 H1A 119.3 . . ?
C6 C1 H1A 119.3 . . ?
C5 C6 C1 117.2(2) . . ?
C5 C6 C7 121.92(19) . . ?
C1 C6 C7 120.8(2) . . ?
C8 C7 C30 110.5(2) . . ?
C8 C7 C6 110.6(3) . . ?
C30 C7 C6 113.3(2) . . ?
C8 C7 H7A 107.4 . . ?
C30 C7 H7A 107.4 . . ?
C6 C7 H7A 107.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 C10 112.32(18) . . ?
C4 C9 C31 111.06(18) . . ?
C10 C9 C31 110.09(19) . . ?
C4 C9 H9A 107.7 . . ?
C10 C9 H9A 107.7 . . ?
C31 C9 H9A 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 124.71(17) . . ?
N3 C11 H11A 117.6 . . ?
C12 C11 H11A 117.6 . . ?
C17 C12 C13 120.07(17) . . ?
C17 C12 C11 118.08(17) . . ?
C13 C12 C11 121.21(16) . . ?
N2 C13 C14 121.63(17) . . ?
N2 C13 C12 121.27(16) . . ?
C14 C13 C12 117.06(17) . . ?
C15 C14 C13 121.60(19) . . ?
C15 C14 H14A 119.2 . . ?
C13 C14 H14A 119.2 . . ?
C14 C15 C16 121.0(2) . . ?
C14 C15 H15A 119.5 . . ?
C16 C15 H15A 119.5 . . ?
C17 C16 C15 118.77(19) . . ?
C17 C16 H16A 120.6 . . ?
C15 C16 H16A 120.6 . . ?
C16 C17 C12 121.4(2) . . ?
C16 C17 H17A 119.3 . . ?
C12 C17 H17A 119.3 . . ?
N2 C18 C23 120.79(16) . . ?
N2 C18 C19 122.03(17) . . ?
C23 C18 C19 117.11(17) . . ?
C20 C19 C18 120.15(18) . . ?
C20 C19 C24 118.28(17) . . ?
C18 C19 C24 121.57(16) . . ?
C21 C20 C19 121.5(2) . . ?
C21 C20 H20A 119.3 . . ?
C19 C20 H20A 119.3 . . ?
C20 C21 C22 118.73(19) . . ?
C20 C21 H21A 120.6 . . ?
C22 C21 H21A 120.6 . . ?
C23 C22 C21 120.99(19) . . ?
C23 C22 H22A 119.5 . . ?
C21 C22 H22A 119.5 . . ?
C22 C23 C18 121.55(19) . . ?
C22 C23 H23A 119.2 . . ?
C18 C23 H23A 119.2 . . ?
N1 C24 O1 116.47(18) . . ?
N1 C24 C19 127.28(16) . . ?
O1 C24 C19 116.25(16) . . ?
N1 C25 C27 111.83(18) . . ?
N1 C25 C26 102.19(16) . . ?
C27 C25 C26 113.84(19) . . ?
N1 C25 H25A 109.6 . . ?
C27 C25 H25A 109.6 . . ?
C26 C25 H25A 109.6 . . ?
O1 C26 C25 105.08(15) . . ?
O1 C26 H26A 110.7 . . ?
C25 C26 H26A 110.7 . . ?
O1 C26 H26B 110.7 . . ?
C25 C26 H26B 110.7 . . ?
H26A C26 H26B 108.8 . . ?
C25 C27 C28 112.6(2) . . ?
C25 C27 C29 109.7(2) . . ?
C28 C27 C29 111.8(3) . . ?
C25 C27 H27A 107.5 . . ?
C28 C27 H27A 107.5 . . ?
C29 C27 H27A 107.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C7 C30 H30A 109.5 . . ?
C7 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C7 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C9 C31 H31A 109.5 . . ?
C9 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C9 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

_refine_diff_density_max         0.432
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.056


_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2096687'
loop_
_audit_author_name
_audit_author_address
'Ruiyao Wu'
;Changchun Institute of Applied Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-07-15 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H32 Cl N3 O2 V'
_chemical_formula_weight         540.96

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.6136(5)
_cell_length_b                   16.7986(10)
_cell_length_c                   17.1214(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2765.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    8074
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      30.11

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             1132
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.485
_shelx_estimated_absorpt_T_min   0.905
_shelx_estimated_absorpt_T_max   0.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9051
_exptl_absorpt_correction_T_max  0.9442
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      203(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34347
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.379
_diffrn_reflns_theta_max         30.111
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             8074
_reflns_number_gt                6914
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.993

_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.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+0.5765P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2593 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(10)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         8074
_refine_ls_number_parameters     325
_refine_ls_number_restraints     588
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1141
_refine_ls_wR_factor_gt          0.1043
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.15841(5) 0.48872(3) 0.08383(3) 0.02088(11) Uani 1 1 d . . . . .
Cl1 Cl -0.01230(8) 0.42943(5) 0.00925(5) 0.0377(2) Uani 1 1 d . . . . .
O1 O 0.3386(3) 0.26176(13) 0.11628(14) 0.0350(5) Uani 1 1 d . . . . .
O2 O 0.2633(2) 0.54288(14) 0.03618(13) 0.0325(5) Uani 1 1 d . . . . .
N1 N 0.2651(2) 0.38183(15) 0.07857(15) 0.0254(5) Uani 1 1 d . . . . .
N2 N 0.2106(2) 0.48953(15) 0.19722(13) 0.0225(4) Uani 1 1 d . . . . .
N3 N 0.0160(2) 0.57920(15) 0.11665(14) 0.0236(5) Uani 1 1 d . . . . .
C1 C -0.3693(3) 0.5809(3) 0.1226(2) 0.0437(9) Uani 1 1 d . U . . .
H1A H -0.442192 0.568871 0.158209 0.052 Uiso 1 1 calc R U . . .
C2 C -0.4020(4) 0.6103(3) 0.0504(2) 0.0476(9) Uani 1 1 d . U . . .
H2A H -0.496521 0.618185 0.036102 0.057 Uiso 1 1 calc R U . . .
C3 C -0.2976(4) 0.6284(3) -0.0013(2) 0.0453(9) Uani 1 1 d . U . . .
H3A H -0.321153 0.648533 -0.051411 0.054 Uiso 1 1 calc R U . . .
C4 C -0.1572(3) 0.6180(2) 0.01786(19) 0.0335(7) Uani 1 1 d . U . . .
C5 C -0.1274(3) 0.58830(18) 0.09211(18) 0.0272(6) Uani 1 1 d . U . . .
C6 C -0.2319(3) 0.5682(2) 0.1453(2) 0.0331(7) Uani 1 1 d . U . . .
C7 C -0.2007(4) 0.5326(3) 0.2245(2) 0.0447(9) Uani 1 1 d . U . . .
H7A H -0.278047 0.545177 0.260607 0.054 Uiso 1 1 calc R U . . .
H7B H -0.115173 0.557459 0.245622 0.054 Uiso 1 1 calc R U . . .
C8 C -0.1809(5) 0.4429(3) 0.2214(3) 0.0626(12) Uani 1 1 d . U . . .
H8A H -0.160942 0.422791 0.273942 0.094 Uiso 1 1 calc R U . . .
H8B H -0.265966 0.417827 0.201586 0.094 Uiso 1 1 calc R U . . .
H8C H -0.103062 0.430110 0.186598 0.094 Uiso 1 1 calc R U . . .
C9 C -0.0432(4) 0.6415(3) -0.0384(2) 0.0447(9) Uani 1 1 d . U . . .
H9A H -0.027370 0.699579 -0.033606 0.054 Uiso 1 1 calc R U . . .
H9B H 0.043771 0.614457 -0.022490 0.054 Uiso 1 1 calc R U . . .
C10 C -0.0702(7) 0.6229(6) -0.1214(4) 0.109(2) Uani 1 1 d . U . . .
H10A H 0.008940 0.640252 -0.153128 0.164 Uiso 1 1 calc R U . . .
H10B H -0.083167 0.565348 -0.127422 0.164 Uiso 1 1 calc R U . . .
H10C H -0.154481 0.650677 -0.138566 0.164 Uiso 1 1 calc R U . . .
C11 C 0.0621(3) 0.63533(19) 0.16088(19) 0.0283(6) Uani 1 1 d . U . . .
H11A H 0.006991 0.682128 0.164450 0.034 Uiso 1 1 calc R U . . .
C12 C 0.1891(3) 0.63400(19) 0.20544(18) 0.0282(6) Uani 1 1 d . U . . .
C13 C 0.2532(3) 0.56191(18) 0.22836(17) 0.0241(6) Uani 1 1 d . U . . .
C14 C 0.3647(3) 0.5670(2) 0.28184(17) 0.0289(6) Uani 1 1 d . U . . .
H14A H 0.407535 0.519497 0.299851 0.035 Uiso 1 1 calc R U . . .
C15 C 0.4127(3) 0.6394(2) 0.3085(2) 0.0347(7) Uani 1 1 d . U . . .
H15A H 0.489230 0.640873 0.343539 0.042 Uiso 1 1 calc R U . . .
C16 C 0.3513(4) 0.7101(2) 0.2851(2) 0.0415(8) Uani 1 1 d . U . . .
H16A H 0.385808 0.759777 0.303126 0.050 Uiso 1 1 calc R U . . .
C17 C 0.2389(4) 0.7067(2) 0.2351(2) 0.0391(8) Uani 1 1 d . U . . .
H17A H 0.193927 0.754797 0.220366 0.047 Uiso 1 1 calc R U . . .
C18 C 0.2150(3) 0.42214(18) 0.24525(17) 0.0234(5) Uani 1 1 d . U . . .
C19 C 0.2463(3) 0.34531(19) 0.21669(18) 0.0271(6) Uani 1 1 d . U . . .
C20 C 0.2487(4) 0.2796(2) 0.2674(2) 0.0336(7) Uani 1 1 d . U . . .
H20A H 0.271000 0.228513 0.247210 0.040 Uiso 1 1 calc R U . . .
C21 C 0.2193(4) 0.2878(2) 0.3455(2) 0.0388(8) Uani 1 1 d . U . . .
H21A H 0.222807 0.243043 0.379444 0.047 Uiso 1 1 calc R U . . .
C22 C 0.1845(4) 0.3622(2) 0.37392(19) 0.0379(8) Uani 1 1 d . U . . .
H22A H 0.162414 0.368294 0.427671 0.045 Uiso 1 1 calc R U . . .
C23 C 0.1814(3) 0.4284(2) 0.32501(18) 0.0313(6) Uani 1 1 d . U . . .
H23A H 0.156165 0.478748 0.345897 0.038 Uiso 1 1 calc R U . . .
C24 C 0.2815(3) 0.33260(18) 0.13485(18) 0.0263(6) Uani 1 1 d . U . . .
C25 C 0.3270(3) 0.3475(2) 0.00676(18) 0.0319(7) Uani 1 1 d . U . . .
H25A H 0.258044 0.349667 -0.036912 0.038 Uiso 1 1 calc R U . . .
C26 C 0.3497(4) 0.2603(2) 0.0321(2) 0.0386(7) Uani 1 1 d . U . . .
H26A H 0.277935 0.225166 0.009129 0.046 Uiso 1 1 calc R U . . .
H26B H 0.442686 0.241230 0.015711 0.046 Uiso 1 1 calc R U . . .
C27 C 0.4597(4) 0.3907(2) -0.0168(2) 0.0389(8) Uani 1 1 d . U . . .
H27A H 0.439412 0.436229 -0.024330 0.047 Uiso 1 1 calc R U . . .
C28 C 0.5702(4) 0.3898(3) 0.0469(2) 0.0454(9) Uani 1 1 d . U . . .
H28A H 0.653017 0.418345 0.028648 0.068 Uiso 1 1 calc R U . . .
H28B H 0.533769 0.415912 0.093822 0.068 Uiso 1 1 calc R U . . .
H28C H 0.595077 0.334656 0.059244 0.068 Uiso 1 1 calc R U . . .
C29 C 0.5142(5) 0.3573(3) -0.0944(2) 0.0605(12) Uani 1 1 d . U . . .
H29A H 0.599593 0.385364 -0.109193 0.091 Uiso 1 1 calc R U . . .
H29B H 0.534102 0.300368 -0.088458 0.091 Uiso 1 1 calc R U . . .
H29C H 0.443795 0.364715 -0.135143 0.091 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O2 1.585(2) . ?
V1 N2 2.005(2) . ?
V1 N1 2.070(2) . ?
V1 N3 2.121(2) . ?
V1 Cl1 2.3056(9) . ?
O1 C24 1.349(4) . ?
O1 C26 1.445(4) . ?
N1 C24 1.280(4) . ?
N1 C25 1.483(4) . ?
N2 C13 1.389(4) . ?
N2 C18 1.400(4) . ?
N3 C11 1.288(4) . ?
N3 C5 1.450(4) . ?
C1 C2 1.368(6) . ?
C1 C6 1.393(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.373(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.400(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.395(4) . ?
C4 C9 1.512(5) . ?
C5 C6 1.398(4) . ?
C6 C7 1.511(5) . ?
C7 C8 1.521(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.477(8) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.440(4) . ?
C11 H11A 0.9500 . ?
C12 C17 1.407(4) . ?
C12 C13 1.414(4) . ?
C13 C14 1.412(4) . ?
C14 C15 1.379(4) . ?
C14 H14A 0.9500 . ?
C15 C16 1.384(5) . ?
C15 H15A 0.9500 . ?
C16 C17 1.380(5) . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9500 . ?
C18 C23 1.407(4) . ?
C18 C19 1.413(4) . ?
C19 C20 1.404(4) . ?
C19 C24 1.457(4) . ?
C20 C21 1.375(5) . ?
C20 H20A 0.9500 . ?
C21 C22 1.383(5) . ?
C21 H21A 0.9500 . ?
C22 C23 1.392(5) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C25 C27 1.522(5) . ?
C25 C26 1.543(5) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.523(5) . ?
C27 C29 1.534(5) . ?
C27 H27A 0.8000 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
O2 V1 N2 109.60(11) . . ?
O2 V1 N1 99.22(11) . . ?
N2 V1 N1 85.65(10) . . ?
O2 V1 N3 97.80(11) . . ?
N2 V1 N3 84.26(10) . . ?
N1 V1 N3 162.35(10) . . ?
O2 V1 Cl1 114.58(9) . . ?
N2 V1 Cl1 135.82(8) . . ?
N1 V1 Cl1 87.37(7) . . ?
N3 V1 Cl1 89.82(7) . . ?
C24 O1 C26 106.3(3) . . ?
C24 N1 C25 108.9(2) . . ?
C24 N1 V1 126.1(2) . . ?
C25 N1 V1 124.9(2) . . ?
C13 N2 C18 118.3(2) . . ?
C13 N2 V1 116.82(19) . . ?
C18 N2 V1 124.80(19) . . ?
C11 N3 C5 114.9(3) . . ?
C11 N3 V1 117.3(2) . . ?
C5 N3 V1 127.78(19) . . ?
C2 C1 C6 121.7(3) . . ?
C2 C1 H1A 119.2 . . ?
C6 C1 H1A 119.2 . . ?
C1 C2 C3 119.6(3) . . ?
C1 C2 H2A 120.2 . . ?
C3 C2 H2A 120.2 . . ?
C2 C3 C4 121.8(4) . . ?
C2 C3 H3A 119.1 . . ?
C4 C3 H3A 119.1 . . ?
C5 C4 C3 117.1(3) . . ?
C5 C4 C9 121.7(3) . . ?
C3 C4 C9 121.1(3) . . ?
C4 C5 C6 122.2(3) . . ?
C4 C5 N3 119.8(3) . . ?
C6 C5 N3 118.0(3) . . ?
C1 C6 C5 117.5(3) . . ?
C1 C6 C7 120.0(3) . . ?
C5 C6 C7 122.5(3) . . ?
C6 C7 C8 112.7(3) . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C4 115.4(4) . . ?
C10 C9 H9A 108.4 . . ?
C4 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
C4 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 126.3(3) . . ?
N3 C11 H11A 116.9 . . ?
C12 C11 H11A 116.9 . . ?
C17 C12 C13 119.7(3) . . ?
C17 C12 C11 117.8(3) . . ?
C13 C12 C11 122.0(3) . . ?
N2 C13 C14 121.7(3) . . ?
N2 C13 C12 121.0(2) . . ?
C14 C13 C12 117.3(3) . . ?
C15 C14 C13 121.5(3) . . ?
C15 C14 H14A 119.3 . . ?
C13 C14 H14A 119.3 . . ?
C14 C15 C16 121.2(3) . . ?
C14 C15 H15A 119.4 . . ?
C16 C15 H15A 119.4 . . ?
C17 C16 C15 118.6(3) . . ?
C17 C16 H16A 120.7 . . ?
C15 C16 H16A 120.7 . . ?
C16 C17 C12 121.7(3) . . ?
C16 C17 H17A 119.1 . . ?
C12 C17 H17A 119.1 . . ?
N2 C18 C23 120.2(3) . . ?
N2 C18 C19 122.8(3) . . ?
C23 C18 C19 116.9(3) . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 C24 118.4(3) . . ?
C18 C19 C24 121.1(3) . . ?
C21 C20 C19 121.4(3) . . ?
C21 C20 H20A 119.3 . . ?
C19 C20 H20A 119.3 . . ?
C20 C21 C22 118.8(3) . . ?
C20 C21 H21A 120.6 . . ?
C22 C21 H21A 120.6 . . ?
C21 C22 C23 121.1(3) . . ?
C21 C22 H22A 119.5 . . ?
C23 C22 H22A 119.5 . . ?
C22 C23 C18 121.3(3) . . ?
C22 C23 H23A 119.4 . . ?
C18 C23 H23A 119.4 . . ?
N1 C24 O1 116.3(3) . . ?
N1 C24 C19 126.9(3) . . ?
O1 C24 C19 116.8(3) . . ?
N1 C25 C27 111.7(3) . . ?
N1 C25 C26 101.1(3) . . ?
C27 C25 C26 114.1(3) . . ?
N1 C25 H25A 109.9 . . ?
C27 C25 H25A 109.9 . . ?
C26 C25 H25A 109.9 . . ?
O1 C26 C25 104.7(2) . . ?
O1 C26 H26A 110.8 . . ?
C25 C26 H26A 110.8 . . ?
O1 C26 H26B 110.8 . . ?
C25 C26 H26B 110.8 . . ?
H26A C26 H26B 108.9 . . ?
C25 C27 C28 113.0(3) . . ?
C25 C27 C29 110.0(3) . . ?
C28 C27 C29 112.2(3) . . ?
C25 C27 H27A 107.1 . . ?
C28 C27 H27A 107.1 . . ?
C29 C27 H27A 107.1 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_refine_diff_density_max         0.541
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.059

