# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_compound_1(thf)
_database_code_depnum_ccdc_archive 'CCDC 2167941'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H39 Cl3 N O V'
_chemical_formula_sum            'C24 H39 Cl3 N O V'
_chemical_formula_weight         514.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   11.1141(2)
_cell_length_b                   14.5456(3)
_cell_length_c                   16.2000(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.3180(10)
_cell_angle_gamma                90
_cell_volume                     2611.48(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    14588
_cell_measurement_theta_min      4.9720
_cell_measurement_theta_max      76.5730

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear intense purple'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.214
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.073
_exptl_absorpt_coefficient_mu    6.108
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.474
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000

_diffrn_reflns_number            22237
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.017
_diffrn_reflns_theta_max         72.127
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.779
_diffrn_reflns_point_group_measured_fraction_full 0.780
_reflns_number_total             4017
_reflns_number_gt                3939
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.562
_reflns_Friedel_fraction_max     0.562
_reflns_Friedel_fraction_full    0.563

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0976P)²+5.5267P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.014(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4017
_refine_ls_number_parameters     279
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1426
_refine_ls_wR_factor_gt          0.1421
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.095
_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
N006 N 0.5141(4) 0.8849(3) 0.5182(3) 0.0187(9) Uani 1 1 d . . . . .
C1_1 C 0.4950(5) 0.8301(4) 0.5801(4) 0.0229(12) Uani 1 1 d . . . . .
C2_1 C 0.5505(5) 0.9841(4) 0.5420(4) 0.0224(11) Uani 1 1 d . . . . .
C3_1 C 0.5806(6) 0.9729(4) 0.6334(4) 0.0291(13) Uani 1 1 d . . . . .
H3A_1 H 0.557578 1.028720 0.663538 0.035 Uiso 1 1 calc R U . . .
H3AB_1 H 0.668143 0.962224 0.645256 0.035 Uiso 1 1 calc R U . . .
C4_1 C 0.5073(7) 0.8886(4) 0.6601(4) 0.0301(14) Uani 1 1 d . . . . .
C5_1 C 0.4475(6) 1.0512(4) 0.5190(4) 0.0295(13) Uani 1 1 d . . . . .
H5A_1 H 0.473038 1.113719 0.534413 0.044 Uiso 1 1 calc R U . . .
H5B_1 H 0.377012 1.034345 0.548533 0.044 Uiso 1 1 calc R U . . .
H5C_1 H 0.426530 1.048408 0.459158 0.044 Uiso 1 1 calc R U . . .
C6_1 C 0.6585(6) 1.0174(4) 0.4982(4) 0.0309(13) Uani 1 1 d . . . . .
H6A_1 H 0.677223 1.080952 0.514567 0.046 Uiso 1 1 calc R U . . .
H6B_1 H 0.639659 1.014599 0.438136 0.046 Uiso 1 1 calc R U . . .
H6C_1 H 0.728202 0.978096 0.513529 0.046 Uiso 1 1 calc R U . . .
C7_1 C 0.3807(7) 0.9171(5) 0.6839(4) 0.0367(16) Uani 1 1 d . . . . .
H7A_1 H 0.388342 0.966325 0.725287 0.055 Uiso 1 1 calc R U . . .
H7B_1 H 0.340587 0.863985 0.707079 0.055 Uiso 1 1 calc R U . . .
H7C_1 H 0.332721 0.939004 0.634613 0.055 Uiso 1 1 calc R U . . .
C8_1 C 0.5715(10) 0.8407(5) 0.7350(4) 0.045(2) Uani 1 1 d . . . . .
H8A_1 H 0.576198 0.882604 0.782471 0.068 Uiso 1 1 calc R U . . .
H8B_1 H 0.653105 0.823152 0.722092 0.068 Uiso 1 1 calc R U . . .
H8C_1 H 0.526240 0.785497 0.748450 0.068 Uiso 1 1 calc R U . . .
C1_2 C 0.4939(5) 0.8617(4) 0.4309(3) 0.0191(11) Uani 1 1 d . . . . .
C2_2 C 0.3752(5) 0.8647(4) 0.3932(4) 0.0215(11) Uani 1 1 d . . . . .
C3_2 C 0.3577(6) 0.8449(4) 0.3087(4) 0.0240(12) Uani 1 1 d . . . . .
H3_2 H 0.278603 0.847291 0.282073 0.029 Uiso 1 1 calc R U . . .
C4_2 C 0.4538(6) 0.8220(4) 0.2632(4) 0.0247(12) Uani 1 1 d . . . . .
H4_2 H 0.440673 0.809409 0.205640 0.030 Uiso 1 1 calc R U . . .
C5_2 C 0.5689(6) 0.8173(4) 0.3017(4) 0.0233(12) Uani 1 1 d . . . . .
H5_2 H 0.634127 0.801640 0.269788 0.028 Uiso 1 1 calc R U . . .
C6_2 C 0.5921(5) 0.8349(4) 0.3857(4) 0.0200(11) Uani 1 1 d . . . . .
C7_2 C 0.2634(5) 0.8870(4) 0.4379(4) 0.0246(12) Uani 1 1 d . . . . .
H7_2 H 0.288807 0.905354 0.496081 0.030 Uiso 1 1 calc R U . . .
C8_2 C 0.1947(7) 0.9672(5) 0.3946(4) 0.0339(14) Uani 1 1 d . . . . .
H8A_2 H 0.130395 0.987677 0.428605 0.051 Uiso 1 1 calc R U . . .
H8B_2 H 0.159232 0.947011 0.340449 0.051 Uiso 1 1 calc R U . . .
H8C_2 H 0.250475 1.018221 0.387286 0.051 Uiso 1 1 calc R U . . .
C9_2 C 0.1793(6) 0.8028(4) 0.4397(4) 0.0295(13) Uani 1 1 d . . . . .
H9A_2 H 0.109888 0.817875 0.471007 0.044 Uiso 1 1 calc R U . . .
H9B_2 H 0.223558 0.751068 0.466222 0.044 Uiso 1 1 calc R U . . .
H9C_2 H 0.151112 0.785846 0.382935 0.044 Uiso 1 1 calc R U . . .
C10_2 C 0.7198(6) 0.8177(4) 0.4236(4) 0.0248(12) Uani 1 1 d . . . . .
H10_2 H 0.724038 0.835089 0.483481 0.030 Uiso 1 1 calc R U . . .
C11_2 C 0.8140(6) 0.8735(5) 0.3805(4) 0.0308(14) Uani 1 1 d . . . . .
H11A_2 H 0.894979 0.857725 0.404486 0.046 Uiso 1 1 calc R U . . .
H11B_2 H 0.799497 0.939294 0.388244 0.046 Uiso 1 1 calc R U . . .
H11C_2 H 0.807837 0.859162 0.321225 0.046 Uiso 1 1 calc R U . . .
C12_2 C 0.7500(6) 0.7149(4) 0.4164(4) 0.0295(13) Uani 1 1 d . . . . .
H12A_2 H 0.831645 0.703496 0.441481 0.044 Uiso 1 1 calc R U . . .
H12B_2 H 0.745638 0.697197 0.357888 0.044 Uiso 1 1 calc R U . . .
H12C_2 H 0.691935 0.678522 0.445268 0.044 Uiso 1 1 calc R U . . .
O1_3 O 0.4525(4) 0.5379(3) 0.6198(3) 0.0261(9) Uani 1 1 d . . . . .
C2_3 C 0.5094(9) 0.4226(5) 0.7197(4) 0.0418(18) Uani 1 1 d . . . . .
H2A_3 H 0.596060 0.429645 0.737673 0.050 Uiso 1 1 calc R U . . .
H2AB_3 H 0.469966 0.385151 0.760964 0.050 Uiso 1 1 calc R U . . .
C3_3 C 0.4922(8) 0.3802(5) 0.6336(4) 0.0387(16) Uani 1 1 d . . . . .
H3A_3 H 0.552918 0.331773 0.625761 0.046 Uiso 1 1 calc R U . . .
H3AB_3 H 0.410306 0.353857 0.623036 0.046 Uiso 1 1 calc R U . . .
C4_3 C 0.5101(7) 0.4618(4) 0.5790(4) 0.0314(14) Uani 1 1 d . . . . .
H4A_3 H 0.597051 0.474155 0.574961 0.038 Uiso 1 1 calc R U . . .
H4AB_3 H 0.471434 0.451612 0.522718 0.038 Uiso 1 1 calc R U . . .
C1_3 C 0.4478(7) 0.5161(4) 0.7070(4) 0.0310(14) Uani 1 1 d . . . . .
H1A_3 H 0.363101 0.512929 0.721833 0.037 Uiso 1 1 calc R U . . .
H1AB_3 H 0.490740 0.563465 0.741813 0.037 Uiso 1 1 calc R U . . .
V1_4 V 0.46823(7) 0.68210(6) 0.58278(6) 0.0207(3) Uani 1 1 d . . . . .
Cl2_4 Cl 0.66711(13) 0.66671(11) 0.62155(10) 0.0306(3) Uani 1 1 d . . . . .
Cl3_4 Cl 0.29390(13) 0.69858(10) 0.64540(9) 0.0285(3) Uani 1 1 d . . . . .
Cl1_4 Cl 0.43293(13) 0.63894(9) 0.45127(9) 0.0248(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N006 C1_1 1.312(8) . ?
N006 C1_2 1.454(7) . ?
N006 C2_1 1.540(7) . ?
C1_1 C4_1 1.547(8) . ?
C1_1 V1_4 2.174(6) . ?
C2_1 C3_1 1.503(9) . ?
C2_1 C6_1 1.519(9) . ?
C2_1 C5_1 1.528(9) . ?
C3_1 C4_1 1.552(9) . ?
C3_1 H3A_1 0.9900 . ?
C3_1 H3AB_1 0.9900 . ?
C4_1 C8_1 1.529(10) . ?
C4_1 C7_1 1.544(10) . ?
C5_1 H5A_1 0.9800 . ?
C5_1 H5B_1 0.9800 . ?
C5_1 H5C_1 0.9800 . ?
C6_1 H6A_1 0.9800 . ?
C6_1 H6B_1 0.9800 . ?
C6_1 H6C_1 0.9800 . ?
C7_1 H7A_1 0.9800 . ?
C7_1 H7B_1 0.9800 . ?
C7_1 H7C_1 0.9800 . ?
C8_1 H8A_1 0.9800 . ?
C8_1 H8B_1 0.9800 . ?
C8_1 H8C_1 0.9800 . ?
C1_2 C2_2 1.412(8) . ?
C1_2 C6_2 1.415(8) . ?
C2_2 C3_2 1.398(8) . ?
C2_2 C7_2 1.519(8) . ?
C3_2 C4_2 1.383(9) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.383(10) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.389(9) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C10_2 1.524(9) . ?
C7_2 C8_2 1.535(9) . ?
C7_2 C9_2 1.542(9) . ?
C7_2 H7_2 1.0000 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C10_2 C11_2 1.534(9) . ?
C10_2 C12_2 1.539(8) . ?
C10_2 H10_2 1.0000 . ?
C11_2 H11A_2 0.9800 . ?
C11_2 H11B_2 0.9800 . ?
C11_2 H11C_2 0.9800 . ?
C12_2 H12A_2 0.9800 . ?
C12_2 H12B_2 0.9800 . ?
C12_2 H12C_2 0.9800 . ?
O1_3 C1_3 1.452(8) . ?
O1_3 C4_3 1.461(7) . ?
O1_3 V1_4 2.192(4) . ?
C2_3 C3_3 1.525(10) . ?
C2_3 C1_3 1.529(9) . ?
C2_3 H2A_3 0.9900 . ?
C2_3 H2AB_3 0.9900 . ?
C3_3 C4_3 1.502(10) . ?
C3_3 H3A_3 0.9900 . ?
C3_3 H3AB_3 0.9900 . ?
C4_3 H4A_3 0.9900 . ?
C4_3 H4AB_3 0.9900 . ?
C1_3 H1A_3 0.9900 . ?
C1_3 H1AB_3 0.9900 . ?
V1_4 Cl1_4 2.2273(16) . ?
V1_4 Cl2_4 2.2630(17) . ?
V1_4 Cl3_4 2.2664(16) . ?

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
C1_1 N006 C1_2 125.5(5) . . ?
C1_1 N006 C2_1 115.6(5) . . ?
C1_2 N006 C2_1 118.7(4) . . ?
N006 C1_1 C4_1 107.3(5) . . ?
N006 C1_1 V1_4 130.3(4) . . ?
C4_1 C1_1 V1_4 122.1(4) . . ?
C3_1 C2_1 C6_1 111.7(5) . . ?
C3_1 C2_1 C5_1 114.6(5) . . ?
C6_1 C2_1 C5_1 106.6(5) . . ?
C3_1 C2_1 N006 100.4(4) . . ?
C6_1 C2_1 N006 112.5(5) . . ?
C5_1 C2_1 N006 111.1(5) . . ?
C2_1 C3_1 C4_1 106.1(5) . . ?
C2_1 C3_1 H3A_1 110.5 . . ?
C4_1 C3_1 H3A_1 110.5 . . ?
C2_1 C3_1 H3AB_1 110.5 . . ?
C4_1 C3_1 H3AB_1 110.5 . . ?
H3A_1 C3_1 H3AB_1 108.7 . . ?
C8_1 C4_1 C7_1 107.7(6) . . ?
C8_1 C4_1 C1_1 114.9(5) . . ?
C7_1 C4_1 C1_1 109.4(6) . . ?
C8_1 C4_1 C3_1 111.0(6) . . ?
C7_1 C4_1 C3_1 111.4(5) . . ?
C1_1 C4_1 C3_1 102.5(5) . . ?
C2_1 C5_1 H5A_1 109.5 . . ?
C2_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 109.5 . . ?
C2_1 C5_1 H5C_1 109.5 . . ?
H5A_1 C5_1 H5C_1 109.5 . . ?
H5B_1 C5_1 H5C_1 109.5 . . ?
C2_1 C6_1 H6A_1 109.5 . . ?
C2_1 C6_1 H6B_1 109.5 . . ?
H6A_1 C6_1 H6B_1 109.5 . . ?
C2_1 C6_1 H6C_1 109.5 . . ?
H6A_1 C6_1 H6C_1 109.5 . . ?
H6B_1 C6_1 H6C_1 109.5 . . ?
C4_1 C7_1 H7A_1 109.5 . . ?
C4_1 C7_1 H7B_1 109.5 . . ?
H7A_1 C7_1 H7B_1 109.5 . . ?
C4_1 C7_1 H7C_1 109.5 . . ?
H7A_1 C7_1 H7C_1 109.5 . . ?
H7B_1 C7_1 H7C_1 109.5 . . ?
C4_1 C8_1 H8A_1 109.5 . . ?
C4_1 C8_1 H8B_1 109.5 . . ?
H8A_1 C8_1 H8B_1 109.5 . . ?
C4_1 C8_1 H8C_1 109.5 . . ?
H8A_1 C8_1 H8C_1 109.5 . . ?
H8B_1 C8_1 H8C_1 109.5 . . ?
C2_2 C1_2 C6_2 121.1(5) . . ?
C2_2 C1_2 N006 119.0(5) . . ?
C6_2 C1_2 N006 119.9(5) . . ?
C3_2 C2_2 C1_2 118.3(5) . . ?
C3_2 C2_2 C7_2 116.9(5) . . ?
C1_2 C2_2 C7_2 124.8(5) . . ?
C4_2 C3_2 C2_2 121.1(6) . . ?
C4_2 C3_2 H3_2 119.5 . . ?
C2_2 C3_2 H3_2 119.5 . . ?
C5_2 C4_2 C3_2 119.7(6) . . ?
C5_2 C4_2 H4_2 120.1 . . ?
C3_2 C4_2 H4_2 120.1 . . ?
C4_2 C5_2 C6_2 122.1(6) . . ?
C4_2 C5_2 H5_2 119.0 . . ?
C6_2 C5_2 H5_2 119.0 . . ?
C5_2 C6_2 C1_2 117.6(6) . . ?
C5_2 C6_2 C10_2 117.6(5) . . ?
C1_2 C6_2 C10_2 124.6(5) . . ?
C2_2 C7_2 C8_2 110.0(5) . . ?
C2_2 C7_2 C9_2 111.0(5) . . ?
C8_2 C7_2 C9_2 109.4(5) . . ?
C2_2 C7_2 H7_2 108.8 . . ?
C8_2 C7_2 H7_2 108.8 . . ?
C9_2 C7_2 H7_2 108.8 . . ?
C7_2 C8_2 H8A_2 109.5 . . ?
C7_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C7_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C7_2 C9_2 H9A_2 109.5 . . ?
C7_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C7_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C6_2 C10_2 C11_2 112.1(5) . . ?
C6_2 C10_2 C12_2 109.3(5) . . ?
C11_2 C10_2 C12_2 108.6(5) . . ?
C6_2 C10_2 H10_2 108.9 . . ?
C11_2 C10_2 H10_2 108.9 . . ?
C12_2 C10_2 H10_2 108.9 . . ?
C10_2 C11_2 H11A_2 109.5 . . ?
C10_2 C11_2 H11B_2 109.5 . . ?
H11A_2 C11_2 H11B_2 109.5 . . ?
C10_2 C11_2 H11C_2 109.5 . . ?
H11A_2 C11_2 H11C_2 109.5 . . ?
H11B_2 C11_2 H11C_2 109.5 . . ?
C10_2 C12_2 H12A_2 109.5 . . ?
C10_2 C12_2 H12B_2 109.5 . . ?
H12A_2 C12_2 H12B_2 109.5 . . ?
C10_2 C12_2 H12C_2 109.5 . . ?
H12A_2 C12_2 H12C_2 109.5 . . ?
H12B_2 C12_2 H12C_2 109.5 . . ?
C1_3 O1_3 C4_3 108.9(5) . . ?
C1_3 O1_3 V1_4 119.0(4) . . ?
C4_3 O1_3 V1_4 123.7(4) . . ?
C3_3 C2_3 C1_3 102.3(6) . . ?
C3_3 C2_3 H2A_3 111.3 . . ?
C1_3 C2_3 H2A_3 111.3 . . ?
C3_3 C2_3 H2AB_3 111.3 . . ?
C1_3 C2_3 H2AB_3 111.3 . . ?
H2A_3 C2_3 H2AB_3 109.2 . . ?
C4_3 C3_3 C2_3 101.8(6) . . ?
C4_3 C3_3 H3A_3 111.4 . . ?
C2_3 C3_3 H3A_3 111.4 . . ?
C4_3 C3_3 H3AB_3 111.4 . . ?
C2_3 C3_3 H3AB_3 111.4 . . ?
H3A_3 C3_3 H3AB_3 109.3 . . ?
O1_3 C4_3 C3_3 104.5(5) . . ?
O1_3 C4_3 H4A_3 110.8 . . ?
C3_3 C4_3 H4A_3 110.8 . . ?
O1_3 C4_3 H4AB_3 110.8 . . ?
C3_3 C4_3 H4AB_3 110.8 . . ?
H4A_3 C4_3 H4AB_3 108.9 . . ?
O1_3 C1_3 C2_3 106.0(5) . . ?
O1_3 C1_3 H1A_3 110.5 . . ?
C2_3 C1_3 H1A_3 110.5 . . ?
O1_3 C1_3 H1AB_3 110.5 . . ?
C2_3 C1_3 H1AB_3 110.5 . . ?
H1A_3 C1_3 H1AB_3 108.7 . . ?
C1_1 V1_4 O1_3 165.2(2) . . ?
C1_1 V1_4 Cl1_4 105.95(17) . . ?
O1_3 V1_4 Cl1_4 88.87(12) . . ?
C1_1 V1_4 Cl2_4 88.34(17) . . ?
O1_3 V1_4 Cl2_4 85.74(13) . . ?
Cl1_4 V1_4 Cl2_4 109.61(7) . . ?
C1_1 V1_4 Cl3_4 91.55(17) . . ?
O1_3 V1_4 Cl3_4 83.71(12) . . ?
Cl1_4 V1_4 Cl3_4 111.28(7) . . ?
Cl2_4 V1_4 Cl3_4 137.42(7) . . ?

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
C1_2 N006 C1_1 C4_1 -170.3(5) . . . . ?
C2_1 N006 C1_1 C4_1 4.2(7) . . . . ?
C1_2 N006 C1_1 V1_4 15.5(9) . . . . ?
C2_1 N006 C1_1 V1_4 -170.0(4) . . . . ?
C1_1 N006 C2_1 C3_1 13.8(6) . . . . ?
C1_2 N006 C2_1 C3_1 -171.3(5) . . . . ?
C1_1 N006 C2_1 C6_1 132.7(6) . . . . ?
C1_2 N006 C2_1 C6_1 -52.4(7) . . . . ?
C1_1 N006 C2_1 C5_1 -107.9(6) . . . . ?
C1_2 N006 C2_1 C5_1 67.1(6) . . . . ?
C6_1 C2_1 C3_1 C4_1 -144.8(5) . . . . ?
C5_1 C2_1 C3_1 C4_1 93.8(6) . . . . ?
N006 C2_1 C3_1 C4_1 -25.3(6) . . . . ?
N006 C1_1 C4_1 C8_1 -140.4(7) . . . . ?
V1_4 C1_1 C4_1 C8_1 34.4(8) . . . . ?
N006 C1_1 C4_1 C7_1 98.4(6) . . . . ?
V1_4 C1_1 C4_1 C7_1 -86.8(6) . . . . ?
N006 C1_1 C4_1 C3_1 -19.9(7) . . . . ?
V1_4 C1_1 C4_1 C3_1 154.9(4) . . . . ?
C2_1 C3_1 C4_1 C8_1 151.5(6) . . . . ?
C2_1 C3_1 C4_1 C7_1 -88.5(6) . . . . ?
C2_1 C3_1 C4_1 C1_1 28.4(6) . . . . ?
C1_1 N006 C1_2 C2_2 79.5(7) . . . . ?
C2_1 N006 C1_2 C2_2 -94.9(6) . . . . ?
C1_1 N006 C1_2 C6_2 -99.4(7) . . . . ?
C2_1 N006 C1_2 C6_2 86.2(6) . . . . ?
C6_2 C1_2 C2_2 C3_2 -3.1(8) . . . . ?
N006 C1_2 C2_2 C3_2 178.1(5) . . . . ?
C6_2 C1_2 C2_2 C7_2 176.2(5) . . . . ?
N006 C1_2 C2_2 C7_2 -2.7(8) . . . . ?
C1_2 C2_2 C3_2 C4_2 0.7(8) . . . . ?
C7_2 C2_2 C3_2 C4_2 -178.6(5) . . . . ?
C2_2 C3_2 C4_2 C5_2 0.8(9) . . . . ?
C3_2 C4_2 C5_2 C6_2 0.2(9) . . . . ?
C4_2 C5_2 C6_2 C1_2 -2.5(8) . . . . ?
C4_2 C5_2 C6_2 C10_2 173.5(5) . . . . ?
C2_2 C1_2 C6_2 C5_2 3.9(8) . . . . ?
N006 C1_2 C6_2 C5_2 -177.2(5) . . . . ?
C2_2 C1_2 C6_2 C10_2 -171.7(5) . . . . ?
N006 C1_2 C6_2 C10_2 7.1(8) . . . . ?
C3_2 C2_2 C7_2 C8_2 -55.7(7) . . . . ?
C1_2 C2_2 C7_2 C8_2 125.1(6) . . . . ?
C3_2 C2_2 C7_2 C9_2 65.4(7) . . . . ?
C1_2 C2_2 C7_2 C9_2 -113.8(6) . . . . ?
C5_2 C6_2 C10_2 C11_2 57.6(7) . . . . ?
C1_2 C6_2 C10_2 C11_2 -126.8(6) . . . . ?
C5_2 C6_2 C10_2 C12_2 -62.9(7) . . . . ?
C1_2 C6_2 C10_2 C12_2 112.7(6) . . . . ?
C1_3 C2_3 C3_3 C4_3 38.6(8) . . . . ?
C1_3 O1_3 C4_3 C3_3 23.2(7) . . . . ?
V1_4 O1_3 C4_3 C3_3 170.7(4) . . . . ?
C2_3 C3_3 C4_3 O1_3 -38.4(8) . . . . ?
C4_3 O1_3 C1_3 C2_3 1.7(7) . . . . ?
V1_4 O1_3 C1_3 C2_3 -147.6(5) . . . . ?
C3_3 C2_3 C1_3 O1_3 -25.3(8) . . . . ?

_refine_diff_density_max         0.885
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.087



####################################################################### 
# 
# 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_compound_3
_database_code_depnum_ccdc_archive 'CCDC 2167943'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C116 H192 Cl24 N16 V8'
_chemical_formula_sum            'C116 H192 Cl24 N16 V8'
_chemical_formula_weight         3069.16

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'
N N 0.0311 0.0180 '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'
V V 0.0687 2.1097 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.50170(10)
_cell_length_b                   9.51450(10)
_cell_length_c                   18.84550(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.1150(10)
_cell_angle_gamma                90
_cell_volume                     3655.15(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.01(10)
_cell_measurement_reflns_used    38068
_cell_measurement_theta_min      4.3640
_cell_measurement_theta_max      76.5990

_exptl_crystal_description       block
_exptl_crystal_colour            'dark purple'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.149
_exptl_absorpt_coefficient_mu    8.511
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.312
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            47754
_diffrn_reflns_av_unetI/netI     0.0137
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.338
_diffrn_reflns_theta_max         76.856
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3846
_reflns_number_gt                3834
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0368P)²+5.2125P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3846
_refine_ls_number_parameters     221
_refine_ls_number_restraints     87
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0269
_refine_ls_wR_factor_ref         0.0716
_refine_ls_wR_factor_gt          0.0716
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.002
_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
C1_2 C 0.62689(7) 0.62067(15) 0.44270(7) 0.0129(3) Uani 1 1 d . . . . .
N1_2 N 0.64021(6) 0.75883(12) 0.43366(6) 0.0129(2) Uani 1 1 d . . . . .
V1_2 V 0.58991(2) 0.51690(3) 0.52959(2) 0.01432(8) Uani 1 1 d . . . . .
Cl1_2 Cl 0.67383(2) 0.36497(4) 0.55651(2) 0.02294(10) Uani 1 1 d . . . . .
C2_2 C 0.66684(7) 0.77943(15) 0.36954(8) 0.0157(3) Uani 1 1 d . . . . .
N2_2 N 0.64451(6) 0.55522(12) 0.38377(6) 0.0137(2) Uani 1 1 d . . . . .
Cl2_2 Cl 0.51228(2) 0.33944(3) 0.50716(2) 0.01948(9) Uani 1 1 d . . . . .
C3_2 C 0.66868(7) 0.65148(15) 0.33781(8) 0.0158(3) Uani 1 1 d . . . . .
Cl3_2 Cl 0.60429(2) 0.64331(4) 0.63070(2) 0.02592(10) Uani 1 1 d . . . . .
C4_2 C 0.68943(8) 0.91647(17) 0.34269(9) 0.0234(3) Uani 1 1 d . . . . .
H4A_2 H 0.717831 0.899558 0.304902 0.035 Uiso 1 1 calc R U . . .
H4B_2 H 0.713994 0.967829 0.381955 0.035 Uiso 1 1 calc R U . . .
H4C_2 H 0.651341 0.972140 0.323572 0.035 Uiso 1 1 calc R U . . .
C5_2 C 0.69325(8) 0.61715(17) 0.26785(8) 0.0235(3) Uani 1 1 d . . . . .
H5A_2 H 0.662373 0.553291 0.240841 0.035 Uiso 1 1 calc R U . . .
H5B_2 H 0.736309 0.571862 0.276374 0.035 Uiso 1 1 calc R U . . .
H5C_2 H 0.697170 0.703819 0.240525 0.035 Uiso 1 1 calc R U . . .
C6_2 C 0.62835(7) 0.86806(15) 0.48716(8) 0.0161(3) Uani 1 1 d . . . . .
H6_2 H 0.601472 0.822441 0.521990 0.019 Uiso 1 1 calc R U . . .
C7_2 C 0.69219(8) 0.91378(19) 0.52949(9) 0.0252(3) Uani 1 1 d . . . . .
H7A_2 H 0.682537 0.978065 0.567643 0.038 Uiso 1 1 calc R U . . .
H7B_2 H 0.719827 0.961705 0.497695 0.038 Uiso 1 1 calc R U . . .
H7C_2 H 0.715316 0.831017 0.550407 0.038 Uiso 1 1 calc R U . . .
C8_2 C 0.58770(9) 0.99008(17) 0.45416(10) 0.0267(4) Uani 1 1 d . . . . .
H8A_2 H 0.570019 1.044327 0.491960 0.040 Uiso 1 1 calc R U . . .
H8B_2 H 0.551459 0.953532 0.421202 0.040 Uiso 1 1 calc R U . . .
H8C_2 H 0.615467 1.050910 0.428065 0.040 Uiso 1 1 calc R U . . .
C9_2 C 0.63122(7) 0.40354(15) 0.37076(8) 0.0177(3) Uani 1 1 d . . . . .
H9_2 H 0.621632 0.362091 0.417294 0.021 Uiso 1 1 calc R U . . .
C10_2 C 0.69065(9) 0.32566(17) 0.34842(11) 0.0304(4) Uani 1 1 d . . . . .
H10A_2 H 0.683827 0.224145 0.352414 0.046 Uiso 1 1 calc R U . . .
H10B_2 H 0.729880 0.353323 0.379575 0.046 Uiso 1 1 calc R U . . .
H10C_2 H 0.696471 0.349411 0.298884 0.046 Uiso 1 1 calc R U . . .
C11_2 C 0.56990(8) 0.38405(18) 0.31903(9) 0.0254(3) Uani 1 1 d . . . . .
H11A_2 H 0.559243 0.283793 0.314811 0.038 Uiso 1 1 calc R U . . .
H11B_2 H 0.577601 0.421152 0.272131 0.038 Uiso 1 1 calc R U . . .
H11C_2 H 0.533279 0.434637 0.336755 0.038 Uiso 1 1 calc R U . . .
C1_11 C 0.53395(17) 0.8993(3) 0.21635(18) 0.0287(7) Uani 0.5 1 d G U P A -1
C2_11 C 0.5159(2) 0.7660(3) 0.23888(19) 0.0315(11) Uani 0.5 1 d G U P A -1
H2_11 H 0.534490 0.684626 0.219792 0.038 Uiso 0.5 1 calc R U P A -1
C3_11 C 0.4714(3) 0.7512(4) 0.28860(19) 0.0351(11) Uani 0.5 1 d G U P A -1
H3_11 H 0.460481 0.659855 0.303906 0.042 Uiso 0.5 1 calc R U P A -1
C4_11 C 0.4427(2) 0.8666(5) 0.3162(3) 0.0364(8) Uani 0.5 1 d . U P A -1
H4_11 H 0.411738 0.855191 0.349799 0.044 Uiso 0.5 1 calc R U P A -1
C5_11 C 0.4595(2) 1.0004(4) 0.2943(2) 0.0353(8) Uani 0.5 1 d . U P A -1
H5_11 H 0.439716 1.081163 0.312535 0.042 Uiso 0.5 1 calc R U P A -1
C6_11 C 0.5055(7) 1.0149(3) 0.2455(8) 0.0286(13) Uani 0.5 1 d . U P A -1
H6_11 H 0.517679 1.106517 0.231742 0.034 Uiso 0.5 1 calc R U P A -1
C7_11 C 0.5832(2) 0.9177(5) 0.1635(2) 0.0367(9) Uani 0.5 1 d . U P A -1
H7A_11 H 0.576891 1.009656 0.140376 0.055 Uiso 0.5 1 calc R U P A -1
H7B_11 H 0.577187 0.843449 0.127383 0.055 Uiso 0.5 1 calc R U P A -1
H7C_11 H 0.627606 0.912019 0.188348 0.055 Uiso 0.5 1 calc R U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1_2 N2_2 1.3554(18) . ?
C1_2 N1_2 1.3570(18) . ?
C1_2 V1_2 2.1202(14) . ?
N1_2 C2_2 1.3919(18) . ?
N1_2 C6_2 1.4859(17) . ?
V1_2 Cl3_2 2.2460(4) . ?
V1_2 Cl1_2 2.2630(4) . ?
V1_2 Cl2_2 2.3279(4) . ?
V1_2 Cl2_2 2.5354(4) 5_666 ?
C2_2 C3_2 1.359(2) . ?
C2_2 C4_2 1.490(2) . ?
N2_2 C3_2 1.3878(18) . ?
N2_2 C9_2 1.4842(18) . ?
C3_2 C5_2 1.497(2) . ?
C4_2 H4A_2 0.9800 . ?
C4_2 H4B_2 0.9800 . ?
C4_2 H4C_2 0.9800 . ?
C5_2 H5A_2 0.9800 . ?
C5_2 H5B_2 0.9800 . ?
C5_2 H5C_2 0.9800 . ?
C6_2 C7_2 1.522(2) . ?
C6_2 C8_2 1.523(2) . ?
C6_2 H6_2 1.0000 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 C11_2 1.518(2) . ?
C9_2 C10_2 1.523(2) . ?
C9_2 H9_2 1.0000 . ?
C10_2 H10A_2 0.9800 . ?
C10_2 H10B_2 0.9800 . ?
C10_2 H10C_2 0.9800 . ?
C11_2 H11A_2 0.9800 . ?
C11_2 H11B_2 0.9800 . ?
C11_2 H11C_2 0.9800 . ?
C1_11 C6_11 1.385(8) . ?
C1_11 C2_11 1.4000 . ?
C1_11 C7_11 1.502(5) . ?
C2_11 C3_11 1.3831 . ?
C2_11 H2_11 0.9500 . ?
C3_11 C4_11 1.373(7) . ?
C3_11 H3_11 0.9500 . ?
C4_11 C5_11 1.393(6) . ?
C4_11 H4_11 0.9500 . ?
C5_11 C6_11 1.393(12) . ?
C5_11 H5_11 0.9500 . ?
C6_11 H6_11 0.9500 . ?
C7_11 H7A_11 0.9800 . ?
C7_11 H7B_11 0.9800 . ?
C7_11 H7C_11 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
N2_2 C1_2 N1_2 105.51(11) . . ?
N2_2 C1_2 V1_2 124.56(10) . . ?
N1_2 C1_2 V1_2 129.90(10) . . ?
C1_2 N1_2 C2_2 110.38(11) . . ?
C1_2 N1_2 C6_2 122.87(12) . . ?
C2_2 N1_2 C6_2 126.74(12) . . ?
C1_2 V1_2 Cl3_2 112.36(4) . . ?
C1_2 V1_2 Cl1_2 98.32(4) . . ?
Cl3_2 V1_2 Cl1_2 97.118(17) . . ?
C1_2 V1_2 Cl2_2 119.43(4) . . ?
Cl3_2 V1_2 Cl2_2 124.604(17) . . ?
Cl1_2 V1_2 Cl2_2 93.789(16) . . ?
C1_2 V1_2 Cl2_2 83.75(4) . 5_666 ?
Cl3_2 V1_2 Cl2_2 88.454(16) . 5_666 ?
Cl1_2 V1_2 Cl2_2 172.745(18) . 5_666 ?
Cl2_2 V1_2 Cl2_2 79.185(14) . 5_666 ?
C3_2 C2_2 N1_2 106.72(12) . . ?
C3_2 C2_2 C4_2 127.62(13) . . ?
N1_2 C2_2 C4_2 125.65(13) . . ?
C1_2 N2_2 C3_2 110.62(12) . . ?
C1_2 N2_2 C9_2 121.46(12) . . ?
C3_2 N2_2 C9_2 127.59(12) . . ?
V1_2 Cl2_2 V1_2 100.814(14) . 5_666 ?
C2_2 C3_2 N2_2 106.75(12) . . ?
C2_2 C3_2 C5_2 127.66(13) . . ?
N2_2 C3_2 C5_2 125.58(13) . . ?
C2_2 C4_2 H4A_2 109.5 . . ?
C2_2 C4_2 H4B_2 109.5 . . ?
H4A_2 C4_2 H4B_2 109.5 . . ?
C2_2 C4_2 H4C_2 109.5 . . ?
H4A_2 C4_2 H4C_2 109.5 . . ?
H4B_2 C4_2 H4C_2 109.5 . . ?
C3_2 C5_2 H5A_2 109.5 . . ?
C3_2 C5_2 H5B_2 109.5 . . ?
H5A_2 C5_2 H5B_2 109.5 . . ?
C3_2 C5_2 H5C_2 109.5 . . ?
H5A_2 C5_2 H5C_2 109.5 . . ?
H5B_2 C5_2 H5C_2 109.5 . . ?
N1_2 C6_2 C7_2 111.21(12) . . ?
N1_2 C6_2 C8_2 112.22(12) . . ?
C7_2 C6_2 C8_2 113.51(13) . . ?
N1_2 C6_2 H6_2 106.5 . . ?
C7_2 C6_2 H6_2 106.5 . . ?
C8_2 C6_2 H6_2 106.5 . . ?
C6_2 C7_2 H7A_2 109.5 . . ?
C6_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C6_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C6_2 C8_2 H8A_2 109.5 . . ?
C6_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C6_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
N2_2 C9_2 C11_2 110.48(12) . . ?
N2_2 C9_2 C10_2 112.37(12) . . ?
C11_2 C9_2 C10_2 113.28(14) . . ?
N2_2 C9_2 H9_2 106.8 . . ?
C11_2 C9_2 H9_2 106.8 . . ?
C10_2 C9_2 H9_2 106.8 . . ?
C9_2 C10_2 H10A_2 109.5 . . ?
C9_2 C10_2 H10B_2 109.5 . . ?
H10A_2 C10_2 H10B_2 109.5 . . ?
C9_2 C10_2 H10C_2 109.5 . . ?
H10A_2 C10_2 H10C_2 109.5 . . ?
H10B_2 C10_2 H10C_2 109.5 . . ?
C9_2 C11_2 H11A_2 109.5 . . ?
C9_2 C11_2 H11B_2 109.5 . . ?
H11A_2 C11_2 H11B_2 109.5 . . ?
C9_2 C11_2 H11C_2 109.5 . . ?
H11A_2 C11_2 H11C_2 109.5 . . ?
H11B_2 C11_2 H11C_2 109.5 . . ?
C6_11 C1_11 C2_11 117.6(4) . . ?
C6_11 C1_11 C7_11 120.7(5) . . ?
C2_11 C1_11 C7_11 121.6(3) . . ?
C3_11 C2_11 C1_11 120.8 . . ?
C3_11 C2_11 H2_11 119.6 . . ?
C1_11 C2_11 H2_11 119.6 . . ?
C4_11 C3_11 C2_11 121.0(3) . . ?
C4_11 C3_11 H3_11 119.5 . . ?
C2_11 C3_11 H3_11 119.5 . . ?
C3_11 C4_11 C5_11 119.3(5) . . ?
C3_11 C4_11 H4_11 120.3 . . ?
C5_11 C4_11 H4_11 120.3 . . ?
C4_11 C5_11 C6_11 119.5(4) . . ?
C4_11 C5_11 H5_11 120.3 . . ?
C6_11 C5_11 H5_11 120.3 . . ?
C1_11 C6_11 C5_11 121.7(5) . . ?
C1_11 C6_11 H6_11 119.1 . . ?
C5_11 C6_11 H6_11 119.1 . . ?
C1_11 C7_11 H7A_11 109.5 . . ?
C1_11 C7_11 H7B_11 109.5 . . ?
H7A_11 C7_11 H7B_11 109.5 . . ?
C1_11 C7_11 H7C_11 109.5 . . ?
H7A_11 C7_11 H7C_11 109.5 . . ?
H7B_11 C7_11 H7C_11 109.5 . . ?

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
N2_2 C1_2 N1_2 C2_2 -0.69(15) . . . . ?
V1_2 C1_2 N1_2 C2_2 177.19(10) . . . . ?
N2_2 C1_2 N1_2 C6_2 -179.54(12) . . . . ?
V1_2 C1_2 N1_2 C6_2 -1.7(2) . . . . ?
C1_2 N1_2 C2_2 C3_2 1.22(16) . . . . ?
C6_2 N1_2 C2_2 C3_2 -179.98(13) . . . . ?
C1_2 N1_2 C2_2 C4_2 -177.99(14) . . . . ?
C6_2 N1_2 C2_2 C4_2 0.8(2) . . . . ?
N1_2 C1_2 N2_2 C3_2 -0.10(15) . . . . ?
V1_2 C1_2 N2_2 C3_2 -178.13(10) . . . . ?
N1_2 C1_2 N2_2 C9_2 -174.00(12) . . . . ?
V1_2 C1_2 N2_2 C9_2 7.98(18) . . . . ?
N1_2 C2_2 C3_2 N2_2 -1.23(16) . . . . ?
C4_2 C2_2 C3_2 N2_2 177.97(14) . . . . ?
N1_2 C2_2 C3_2 C5_2 -179.84(15) . . . . ?
C4_2 C2_2 C3_2 C5_2 -0.6(3) . . . . ?
C1_2 N2_2 C3_2 C2_2 0.85(16) . . . . ?
C9_2 N2_2 C3_2 C2_2 174.28(13) . . . . ?
C1_2 N2_2 C3_2 C5_2 179.50(14) . . . . ?
C9_2 N2_2 C3_2 C5_2 -7.1(2) . . . . ?
C1_2 N1_2 C6_2 C7_2 103.89(16) . . . . ?
C2_2 N1_2 C6_2 C7_2 -74.76(18) . . . . ?
C1_2 N1_2 C6_2 C8_2 -127.74(15) . . . . ?
C2_2 N1_2 C6_2 C8_2 53.61(19) . . . . ?
C1_2 N2_2 C9_2 C11_2 99.00(15) . . . . ?
C3_2 N2_2 C9_2 C11_2 -73.79(18) . . . . ?
C1_2 N2_2 C9_2 C10_2 -133.42(15) . . . . ?
C3_2 N2_2 C9_2 C10_2 53.8(2) . . . . ?
C6_11 C1_11 C2_11 C3_11 -0.2(10) . . . . ?
C7_11 C1_11 C2_11 C3_11 178.8(4) . . . . ?
C1_11 C2_11 C3_11 C4_11 1.3(6) . . . . ?
C2_11 C3_11 C4_11 C5_11 -0.9(6) . . . . ?
C3_11 C4_11 C5_11 C6_11 -0.6(10) . . . . ?
C2_11 C1_11 C6_11 C5_11 -1.3(18) . . . . ?
C7_11 C1_11 C6_11 C5_11 179.7(9) . . . . ?
C4_11 C5_11 C6_11 C1_11 1.8(18) . . . . ?

_refine_diff_density_max         0.384
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.059



####################################################################### 
# 
# 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_compound_1
_database_code_depnum_ccdc_archive 'CCDC 2167942'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H31 Cl3 N V'
_chemical_formula_sum            'C20 H31 Cl3 N V'
_chemical_formula_weight         442.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_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'

_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'
'-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                   16.29770(10)
_cell_length_b                   16.19570(10)
_cell_length_c                   16.93340(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4469.62(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15758
_cell_measurement_theta_min      4.6600
_cell_measurement_theta_max      76.6420

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.172
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    7.018
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65461
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            22145
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.651
_diffrn_reflns_theta_max         72.103
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4365
_reflns_number_gt                4149
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0402P)²+1.9257P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4365
_refine_ls_number_parameters     234
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0699
_refine_ls_wR_factor_gt          0.0687
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_1 V 0.49952(2) 0.20694(2) 0.60803(2) 0.01476(8) Uani 1 1 d . . . . .
Cl2_1 Cl 0.52010(2) 0.10830(2) 0.52058(2) 0.02713(10) Uani 1 1 d . . . . .
Cl3_1 Cl 0.56516(2) 0.32149(2) 0.57521(2) 0.02172(9) Uani 1 1 d . . . . .
Cl4_1 Cl 0.53446(2) 0.17324(2) 0.73056(2) 0.02555(10) Uani 1 1 d . . . . .
C5_2 C 0.37070(8) 0.21394(8) 0.62326(7) 0.0138(3) Uani 1 1 d . . . . .
C6_2 C 0.23655(8) 0.26484(8) 0.65764(8) 0.0167(3) Uani 1 1 d . . . . .
C7_2 C 0.23943(8) 0.17182(8) 0.67390(9) 0.0205(3) Uani 1 1 d . . . . .
H7A_2 H 0.189611 0.144721 0.652767 0.025 Uiso 1 1 calc R U . . .
H7AB_2 H 0.242186 0.161405 0.731450 0.025 Uiso 1 1 calc R U . . .
C8_2 C 0.31659(8) 0.13743(8) 0.63282(8) 0.0181(3) Uani 1 1 d . . . . .
C9_2 C 0.17734(9) 0.28951(10) 0.59213(9) 0.0258(3) Uani 1 1 d . . . . .
H9A_2 H 0.185180 0.347956 0.579199 0.039 Uiso 1 1 calc R U . . .
H9B_2 H 0.120800 0.280606 0.609904 0.039 Uiso 1 1 calc R U . . .
H9C_2 H 0.187950 0.255821 0.545151 0.039 Uiso 1 1 calc R U . . .
C10_2 C 0.21586(8) 0.31397(9) 0.73141(8) 0.0202(3) Uani 1 1 d . . . . .
H10A_2 H 0.220586 0.373116 0.720058 0.030 Uiso 1 1 calc R U . . .
H10B_2 H 0.254022 0.299142 0.773819 0.030 Uiso 1 1 calc R U . . .
H10C_2 H 0.159609 0.301359 0.747933 0.030 Uiso 1 1 calc R U . . .
C11_2 C 0.29801(9) 0.10427(9) 0.54929(9) 0.0258(3) Uani 1 1 d . . . . .
H11A_2 H 0.262322 0.055744 0.553227 0.039 Uiso 1 1 calc R U . . .
H11B_2 H 0.349464 0.088798 0.523262 0.039 Uiso 1 1 calc R U . . .
H11C_2 H 0.270432 0.147214 0.518341 0.039 Uiso 1 1 calc R U . . .
C12_2 C 0.35609(9) 0.06827(9) 0.68110(10) 0.0266(3) Uani 1 1 d . . . . .
H12A_2 H 0.316527 0.023315 0.688241 0.040 Uiso 1 1 calc R U . . .
H12B_2 H 0.372544 0.089742 0.732833 0.040 Uiso 1 1 calc R U . . .
H12C_2 H 0.404504 0.047421 0.653165 0.040 Uiso 1 1 calc R U . . .
N13_2 N 0.32622(6) 0.27999(6) 0.63265(6) 0.0126(2) Uani 1 1 d . . . . .
C1_3 C 0.35670(8) 0.36275(8) 0.61401(7) 0.0137(3) Uani 1 1 d . . . . .
C2_3 C 0.35536(8) 0.38770(8) 0.53416(8) 0.0161(3) Uani 1 1 d . . . . .
C3_3 C 0.38542(8) 0.46606(9) 0.51626(8) 0.0197(3) Uani 1 1 d . . . . .
H3_3 H 0.385250 0.484329 0.462950 0.024 Uiso 1 1 calc R U . . .
C4_3 C 0.41551(9) 0.51783(8) 0.57448(9) 0.0210(3) Uani 1 1 d . . . . .
H4_3 H 0.435049 0.571321 0.561179 0.025 Uiso 1 1 calc R U . . .
C5_3 C 0.41701(8) 0.49132(8) 0.65212(8) 0.0186(3) Uani 1 1 d . . . . .
H5_3 H 0.437888 0.527249 0.691651 0.022 Uiso 1 1 calc R U . . .
C6_3 C 0.38872(8) 0.41327(8) 0.67401(8) 0.0144(3) Uani 1 1 d . . . . .
C7_3 C 0.32623(9) 0.33352(9) 0.46622(8) 0.0203(3) Uani 1 1 d . . . . .
H7_3 H 0.302529 0.281843 0.489107 0.024 Uiso 1 1 calc R U . . .
C8_3 C 0.25894(10) 0.37625(11) 0.41727(9) 0.0296(3) Uani 1 1 d . . . . .
H8A_3 H 0.235760 0.336811 0.379474 0.044 Uiso 1 1 calc R U . . .
H8B_3 H 0.282687 0.423082 0.388612 0.044 Uiso 1 1 calc R U . . .
H8C_3 H 0.215539 0.396076 0.452549 0.044 Uiso 1 1 calc R U . . .
C9_3 C 0.39813(10) 0.30918(10) 0.41242(9) 0.0282(3) Uani 1 1 d . . . . .
H9A_3 H 0.378206 0.272902 0.370254 0.042 Uiso 1 1 calc R U . . .
H9B_3 H 0.439812 0.280128 0.443523 0.042 Uiso 1 1 calc R U . . .
H9C_3 H 0.422242 0.358985 0.389140 0.042 Uiso 1 1 calc R U . . .
C10_3 C 0.40016(8) 0.38760(8) 0.75979(8) 0.0180(3) Uani 1 1 d . . . . .
H10_3 H 0.378781 0.330125 0.766288 0.022 Uiso 1 1 calc R U . . .
C11_3 C 0.35391(10) 0.44439(10) 0.81731(9) 0.0263(3) Uani 1 1 d . . . . .
H11A_3 H 0.360001 0.423382 0.871266 0.039 Uiso 1 1 calc R U . . .
H11B_3 H 0.295613 0.445671 0.803171 0.039 Uiso 1 1 calc R U . . .
H11C_3 H 0.376623 0.500318 0.814161 0.039 Uiso 1 1 calc R U . . .
C12_3 C 0.49176(9) 0.38806(10) 0.78155(9) 0.0255(3) Uani 1 1 d . . . . .
H12A_3 H 0.498622 0.367858 0.835705 0.038 Uiso 1 1 calc R U . . .
H12B_3 H 0.513122 0.444478 0.777682 0.038 Uiso 1 1 calc R U . . .
H12C_3 H 0.521924 0.352134 0.745137 0.038 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_1 C5_2 2.1183(13) . ?
V1_1 Cl2_1 2.2040(4) . ?
V1_1 Cl3_1 2.2124(4) . ?
V1_1 Cl4_1 2.2197(4) . ?
C5_2 N13_2 1.3019(17) . ?
C5_2 C8_2 1.5295(17) . ?
C6_2 C10_2 1.5189(19) . ?
C6_2 C9_2 1.5236(19) . ?
C6_2 C7_2 1.5322(18) . ?
C6_2 N13_2 1.5411(16) . ?
C7_2 C8_2 1.5413(19) . ?
C7_2 H7A_2 0.9900 . ?
C7_2 H7AB_2 0.9900 . ?
C8_2 C12_2 1.529(2) . ?
C8_2 C11_2 1.543(2) . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C10_2 H10A_2 0.9800 . ?
C10_2 H10B_2 0.9800 . ?
C10_2 H10C_2 0.9800 . ?
C11_2 H11A_2 0.9800 . ?
C11_2 H11B_2 0.9800 . ?
C11_2 H11C_2 0.9800 . ?
C12_2 H12A_2 0.9800 . ?
C12_2 H12B_2 0.9800 . ?
C12_2 H12C_2 0.9800 . ?
N13_2 C1_3 1.4639(16) . ?
C1_3 C6_3 1.4050(18) . ?
C1_3 C2_3 1.4114(18) . ?
C2_3 C3_3 1.3938(19) . ?
C2_3 C7_3 1.5228(19) . ?
C3_3 C4_3 1.384(2) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.383(2) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.3957(18) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C10_3 1.5224(18) . ?
C7_3 C9_3 1.536(2) . ?
C7_3 C8_3 1.539(2) . ?
C7_3 H7_3 1.0000 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 C11_3 1.5371(19) . ?
C10_3 C12_3 1.5377(19) . ?
C10_3 H10_3 1.0000 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 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
C5_2 V1_1 Cl2_1 105.74(4) . . ?
C5_2 V1_1 Cl3_1 117.70(4) . . ?
Cl2_1 V1_1 Cl3_1 111.432(16) . . ?
C5_2 V1_1 Cl4_1 98.84(4) . . ?
Cl2_1 V1_1 Cl4_1 114.253(17) . . ?
Cl3_1 V1_1 Cl4_1 108.485(16) . . ?
N13_2 C5_2 C8_2 109.37(11) . . ?
N13_2 C5_2 V1_1 127.64(9) . . ?
C8_2 C5_2 V1_1 122.75(9) . . ?
C10_2 C6_2 C9_2 108.71(12) . . ?
C10_2 C6_2 C7_2 111.97(11) . . ?
C9_2 C6_2 C7_2 114.08(12) . . ?
C10_2 C6_2 N13_2 110.67(10) . . ?
C9_2 C6_2 N13_2 111.04(11) . . ?
C7_2 C6_2 N13_2 100.18(10) . . ?
C6_2 C7_2 C8_2 107.42(10) . . ?
C6_2 C7_2 H7A_2 110.2 . . ?
C8_2 C7_2 H7A_2 110.2 . . ?
C6_2 C7_2 H7AB_2 110.2 . . ?
C8_2 C7_2 H7AB_2 110.2 . . ?
H7A_2 C7_2 H7AB_2 108.5 . . ?
C12_2 C8_2 C5_2 114.04(11) . . ?
C12_2 C8_2 C7_2 111.52(12) . . ?
C5_2 C8_2 C7_2 103.02(10) . . ?
C12_2 C8_2 C11_2 108.54(12) . . ?
C5_2 C8_2 C11_2 107.35(11) . . ?
C7_2 C8_2 C11_2 112.30(12) . . ?
C6_2 C9_2 H9A_2 109.5 . . ?
C6_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C6_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C6_2 C10_2 H10A_2 109.5 . . ?
C6_2 C10_2 H10B_2 109.5 . . ?
H10A_2 C10_2 H10B_2 109.5 . . ?
C6_2 C10_2 H10C_2 109.5 . . ?
H10A_2 C10_2 H10C_2 109.5 . . ?
H10B_2 C10_2 H10C_2 109.5 . . ?
C8_2 C11_2 H11A_2 109.5 . . ?
C8_2 C11_2 H11B_2 109.5 . . ?
H11A_2 C11_2 H11B_2 109.5 . . ?
C8_2 C11_2 H11C_2 109.5 . . ?
H11A_2 C11_2 H11C_2 109.5 . . ?
H11B_2 C11_2 H11C_2 109.5 . . ?
C8_2 C12_2 H12A_2 109.5 . . ?
C8_2 C12_2 H12B_2 109.5 . . ?
H12A_2 C12_2 H12B_2 109.5 . . ?
C8_2 C12_2 H12C_2 109.5 . . ?
H12A_2 C12_2 H12C_2 109.5 . . ?
H12B_2 C12_2 H12C_2 109.5 . . ?
C5_2 N13_2 C1_3 122.48(11) . . ?
C5_2 N13_2 C6_2 115.52(10) . . ?
C1_3 N13_2 C6_2 121.78(10) . . ?
C6_3 C1_3 C2_3 122.13(12) . . ?
C6_3 C1_3 N13_2 120.22(11) . . ?
C2_3 C1_3 N13_2 117.61(11) . . ?
C3_3 C2_3 C1_3 117.62(12) . . ?
C3_3 C2_3 C7_3 118.03(12) . . ?
C1_3 C2_3 C7_3 124.31(12) . . ?
C4_3 C3_3 C2_3 121.42(13) . . ?
C4_3 C3_3 H3_3 119.3 . . ?
C2_3 C3_3 H3_3 119.3 . . ?
C5_3 C4_3 C3_3 119.68(13) . . ?
C5_3 C4_3 H4_3 120.2 . . ?
C3_3 C4_3 H4_3 120.2 . . ?
C4_3 C5_3 C6_3 121.85(13) . . ?
C4_3 C5_3 H5_3 119.1 . . ?
C6_3 C5_3 H5_3 119.1 . . ?
C5_3 C6_3 C1_3 117.27(12) . . ?
C5_3 C6_3 C10_3 117.40(12) . . ?
C1_3 C6_3 C10_3 125.20(11) . . ?
C2_3 C7_3 C9_3 110.99(12) . . ?
C2_3 C7_3 C8_3 111.71(12) . . ?
C9_3 C7_3 C8_3 109.85(12) . . ?
C2_3 C7_3 H7_3 108.1 . . ?
C9_3 C7_3 H7_3 108.1 . . ?
C8_3 C7_3 H7_3 108.0 . . ?
C7_3 C8_3 H8A_3 109.5 . . ?
C7_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C7_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C6_3 C10_3 C11_3 112.40(11) . . ?
C6_3 C10_3 C12_3 110.26(12) . . ?
C11_3 C10_3 C12_3 108.75(12) . . ?
C6_3 C10_3 H10_3 108.4 . . ?
C11_3 C10_3 H10_3 108.4 . . ?
C12_3 C10_3 H10_3 108.4 . . ?
C10_3 C11_3 H11A_3 109.5 . . ?
C10_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C10_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C10_3 C12_3 H12A_3 109.5 . . ?
C10_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C10_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?

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
C10_2 C6_2 C7_2 C8_2 -135.37(12) . . . . ?
C9_2 C6_2 C7_2 C8_2 100.63(13) . . . . ?
N13_2 C6_2 C7_2 C8_2 -18.03(13) . . . . ?
N13_2 C5_2 C8_2 C12_2 -137.57(12) . . . . ?
V1_1 C5_2 C8_2 C12_2 37.20(15) . . . . ?
N13_2 C5_2 C8_2 C7_2 -16.54(14) . . . . ?
V1_1 C5_2 C8_2 C7_2 158.23(9) . . . . ?
N13_2 C5_2 C8_2 C11_2 102.16(13) . . . . ?
V1_1 C5_2 C8_2 C11_2 -83.07(13) . . . . ?
C6_2 C7_2 C8_2 C12_2 144.16(12) . . . . ?
C6_2 C7_2 C8_2 C5_2 21.43(14) . . . . ?
C6_2 C7_2 C8_2 C11_2 -93.76(13) . . . . ?
C8_2 C5_2 N13_2 C1_3 -169.36(11) . . . . ?
V1_1 C5_2 N13_2 C1_3 16.19(17) . . . . ?
C8_2 C5_2 N13_2 C6_2 5.36(15) . . . . ?
V1_1 C5_2 N13_2 C6_2 -169.09(9) . . . . ?
C10_2 C6_2 N13_2 C5_2 126.52(12) . . . . ?
C9_2 C6_2 N13_2 C5_2 -112.66(13) . . . . ?
C7_2 C6_2 N13_2 C5_2 8.22(14) . . . . ?
C10_2 C6_2 N13_2 C1_3 -58.72(15) . . . . ?
C9_2 C6_2 N13_2 C1_3 62.10(15) . . . . ?
C7_2 C6_2 N13_2 C1_3 -177.02(11) . . . . ?
C5_2 N13_2 C1_3 C6_3 -97.07(15) . . . . ?
C6_2 N13_2 C1_3 C6_3 88.54(15) . . . . ?
C5_2 N13_2 C1_3 C2_3 80.60(15) . . . . ?
C6_2 N13_2 C1_3 C2_3 -93.80(14) . . . . ?
C6_3 C1_3 C2_3 C3_3 -1.52(19) . . . . ?
N13_2 C1_3 C2_3 C3_3 -179.14(11) . . . . ?
C6_3 C1_3 C2_3 C7_3 176.12(12) . . . . ?
N13_2 C1_3 C2_3 C7_3 -1.49(19) . . . . ?
C1_3 C2_3 C3_3 C4_3 -0.05(19) . . . . ?
C7_3 C2_3 C3_3 C4_3 -177.85(12) . . . . ?
C2_3 C3_3 C4_3 C5_3 0.9(2) . . . . ?
C3_3 C4_3 C5_3 C6_3 -0.1(2) . . . . ?
C4_3 C5_3 C6_3 C1_3 -1.35(19) . . . . ?
C4_3 C5_3 C6_3 C10_3 174.73(12) . . . . ?
C2_3 C1_3 C6_3 C5_3 2.20(19) . . . . ?
N13_2 C1_3 C6_3 C5_3 179.75(11) . . . . ?
C2_3 C1_3 C6_3 C10_3 -173.55(12) . . . . ?
N13_2 C1_3 C6_3 C10_3 4.01(19) . . . . ?
C3_3 C2_3 C7_3 C9_3 66.26(16) . . . . ?
C1_3 C2_3 C7_3 C9_3 -111.38(15) . . . . ?
C3_3 C2_3 C7_3 C8_3 -56.72(17) . . . . ?
C1_3 C2_3 C7_3 C8_3 125.64(14) . . . . ?
C5_3 C6_3 C10_3 C11_3 61.86(16) . . . . ?
C1_3 C6_3 C10_3 C11_3 -122.40(14) . . . . ?
C5_3 C6_3 C10_3 C12_3 -59.65(15) . . . . ?
C1_3 C6_3 C10_3 C12_3 116.09(14) . . . . ?

_refine_diff_density_max         0.356
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.050



####################################################################### 
# 
# 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_compound_9
_database_code_depnum_ccdc_archive 'CCDC 2167945'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C2.90 H4.20 Cl0.20 N0.10 V0.10'
_chemical_formula_sum            'C2.90 H4.20 Cl0.20 N0.10 V0.10'
_chemical_formula_weight         52.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   9.9087(2)
_cell_length_b                   10.3756(2)
_cell_length_c                   14.9101(3)
_cell_angle_alpha                110.238(2)
_cell_angle_beta                 92.849(2)
_cell_angle_gamma                103.498(2)
_cell_volume                     1384.16(5)
_cell_formula_units_Z            20
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    15537
_cell_measurement_theta_min      3.2100
_cell_measurement_theta_max      76.3860

_exptl_crystal_description       block
_exptl_crystal_colour            'clear green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    4.882
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.263
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            28243
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.192
_diffrn_reflns_theta_max         74.486
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5641
_reflns_number_gt                5407
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0540P)²+0.8990P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5641
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.1000
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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_1 V 0.16750(3) 0.39912(3) 0.81467(2) 0.02001(10) Uani 1 1 d . . . . .
Cl2_1 Cl 0.25672(5) 0.41261(5) 0.95944(3) 0.02739(11) Uani 1 1 d . . . . .
Cl1_1 Cl 0.00506(4) 0.19410(5) 0.73334(3) 0.02564(11) Uani 1 1 d . . . . .
C1_2 C 0.08646(19) 0.5700(2) 0.82328(13) 0.0243(4) Uani 1 1 d . . . . .
C2_2 C 0.06427(19) 0.6738(2) 0.90938(14) 0.0250(4) Uani 1 1 d . . . . .
C3_2 C -0.0088(2) 0.7712(2) 0.90392(14) 0.0273(4) Uani 1 1 d . . . . .
H3_2 H -0.024898 0.835783 0.960831 0.033 Uiso 1 1 calc R U . . .
C4_2 C -0.0584(2) 0.7748(2) 0.81605(15) 0.0281(4) Uani 1 1 d . . . . .
C5_2 C -0.0336(2) 0.6758(2) 0.73184(15) 0.0284(4) Uani 1 1 d . . . . .
H5_2 H -0.064382 0.677203 0.672330 0.034 Uiso 1 1 calc R U . . .
C6_2 C 0.03585(19) 0.5751(2) 0.73468(14) 0.0262(4) Uani 1 1 d . . . . .
C7_2 C 0.1201(2) 0.6875(2) 1.00932(14) 0.0292(4) Uani 1 1 d . . . . .
H7A_2 H 0.092011 0.762429 1.056689 0.044 Uiso 1 1 calc R U . . .
H7B_2 H 0.220617 0.709507 1.016627 0.044 Uiso 1 1 calc R U . . .
H7C_2 H 0.083202 0.599239 1.018173 0.044 Uiso 1 1 calc R U . . .
C8_2 C -0.1354(2) 0.8831(2) 0.81325(18) 0.0375(5) Uani 1 1 d . . . . .
H8A_2 H -0.224521 0.835092 0.773172 0.056 Uiso 1 1 calc R U . . .
H8B_2 H -0.080966 0.947751 0.787317 0.056 Uiso 1 1 calc R U . . .
H8C_2 H -0.149671 0.935371 0.877498 0.056 Uiso 1 1 calc R U . . .
C9_2 C 0.0520(2) 0.4673(2) 0.64007(14) 0.0320(4) Uani 1 1 d . . . . .
H9A_2 H 0.065074 0.511265 0.592965 0.048 Uiso 1 1 calc R U . . .
H9B_2 H -0.030733 0.388608 0.617904 0.048 Uiso 1 1 calc R U . . .
H9C_2 H 0.131949 0.433422 0.649200 0.048 Uiso 1 1 calc R U . . .
C1_3 C 0.36392(17) 0.40799(18) 0.76194(12) 0.0189(3) Uani 1 1 d . . . . .
N1_3 N 0.42543(14) 0.30744(15) 0.72312(10) 0.0183(3) Uani 1 1 d . . . . .
C2_3 C 0.58389(18) 0.36064(19) 0.72097(13) 0.0232(4) Uani 1 1 d . . . . .
C3_3 C 0.61086(18) 0.5194(2) 0.77940(14) 0.0247(4) Uani 1 1 d . . . . .
H3A_3 H 0.669552 0.574891 0.748221 0.030 Uiso 1 1 calc R U . . .
H3AB_3 H 0.658217 0.542753 0.843742 0.030 Uiso 1 1 calc R U . . .
C4_3 C 0.46785(18) 0.55309(18) 0.78504(13) 0.0214(3) Uani 1 1 d . . . . .
C5_3 C 0.6149(2) 0.3294(2) 0.61785(15) 0.0337(5) Uani 1 1 d . . . . .
H5A_3 H 0.713502 0.366046 0.618501 0.051 Uiso 1 1 calc R U . . .
H5B_3 H 0.563267 0.374124 0.587162 0.051 Uiso 1 1 calc R U . . .
H5C_3 H 0.587662 0.228243 0.582774 0.051 Uiso 1 1 calc R U . . .
C6_3 C 0.6664(2) 0.2901(2) 0.76923(16) 0.0313(4) Uani 1 1 d . . . . .
H6A_3 H 0.764985 0.330393 0.772440 0.047 Uiso 1 1 calc R U . . .
H6B_3 H 0.642675 0.189591 0.732402 0.047 Uiso 1 1 calc R U . . .
H6C_3 H 0.643784 0.305894 0.833359 0.047 Uiso 1 1 calc R U . . .
C7_3 C 0.4300(2) 0.6101(2) 0.70694(14) 0.0279(4) Uani 1 1 d . . . . .
H7A_3 H 0.498073 0.697922 0.716149 0.042 Uiso 1 1 calc R U . . .
H7B_3 H 0.338764 0.626364 0.711922 0.042 Uiso 1 1 calc R U . . .
H7C_3 H 0.429781 0.541333 0.644169 0.042 Uiso 1 1 calc R U . . .
C8_3 C 0.4640(2) 0.66361(19) 0.88403(14) 0.0257(4) Uani 1 1 d . . . . .
H8A_3 H 0.535149 0.750209 0.895081 0.039 Uiso 1 1 calc R U . . .
H8B_3 H 0.480847 0.627318 0.933451 0.039 Uiso 1 1 calc R U . . .
H8C_3 H 0.373662 0.682528 0.885562 0.039 Uiso 1 1 calc R U . . .
C1_4 C 0.35494(17) 0.15406(18) 0.67864(12) 0.0199(3) Uani 1 1 d . . . . .
C2_4 C 0.34673(18) 0.06634(19) 0.73332(13) 0.0221(3) Uani 1 1 d . . . . .
C3_4 C 0.2856(2) -0.0801(2) 0.68487(14) 0.0263(4) Uani 1 1 d . . . . .
H3_4 H 0.279925 -0.140474 0.719195 0.032 Uiso 1 1 calc R U . . .
C4_4 C 0.2335(2) -0.1374(2) 0.58772(14) 0.0284(4) Uani 1 1 d . . . . .
H4_4 H 0.194783 -0.235136 0.557125 0.034 Uiso 1 1 calc R U . . .
C5_4 C 0.23922(19) -0.0490(2) 0.53620(13) 0.0254(4) Uani 1 1 d . . . . .
H5_4 H 0.202845 -0.088196 0.470941 0.031 Uiso 1 1 calc R U . . .
C6_4 C 0.29844(18) 0.09814(19) 0.57982(13) 0.0221(3) Uani 1 1 d . . . . .
C7_4 C 0.39159(19) 0.11611(19) 0.84157(13) 0.0245(4) Uani 1 1 d . . . . .
H7_4 H 0.428524 0.220095 0.867788 0.029 Uiso 1 1 calc R U . . .
C8_4 C 0.2637(2) 0.0747(2) 0.88997(14) 0.0304(4) Uani 1 1 d . . . . .
H8A_4 H 0.287912 0.119447 0.958852 0.046 Uiso 1 1 calc R U . . .
H8B_4 H 0.235465 -0.026968 0.872034 0.046 Uiso 1 1 calc R U . . .
H8C_4 H 0.187886 0.105642 0.869244 0.046 Uiso 1 1 calc R U . . .
C9_4 C 0.5048(2) 0.0491(2) 0.86586(15) 0.0315(4) Uani 1 1 d . . . . .
H9A_4 H 0.534548 0.088186 0.934337 0.047 Uiso 1 1 calc R U . . .
H9B_4 H 0.583616 0.069692 0.833333 0.047 Uiso 1 1 calc R U . . .
H9C_4 H 0.466921 -0.052220 0.845043 0.047 Uiso 1 1 calc R U . . .
C10_4 C 0.2868(2) 0.1863(2) 0.51828(13) 0.0259(4) Uani 1 1 d . . . . .
H10_4 H 0.333236 0.286559 0.556832 0.031 Uiso 1 1 calc R U . . .
C11_4 C 0.1319(2) 0.1726(2) 0.48953(14) 0.0289(4) Uani 1 1 d . . . . .
H11A_4 H 0.124863 0.241063 0.460935 0.043 Uiso 1 1 calc R U . . .
H11B_4 H 0.085517 0.189778 0.545876 0.043 Uiso 1 1 calc R U . . .
H11C_4 H 0.088251 0.078214 0.443779 0.043 Uiso 1 1 calc R U . . .
C12_4 C 0.3553(2) 0.1413(3) 0.42619(15) 0.0367(5) Uani 1 1 d . . . . .
H12A_4 H 0.358091 0.208965 0.395274 0.055 Uiso 1 1 calc R U . . .
H12B_4 H 0.301659 0.048644 0.382955 0.055 Uiso 1 1 calc R U . . .
H12C_4 H 0.449099 0.138297 0.442802 0.055 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_1 C1_2 2.0787(19) . ?
V1_1 C1_3 2.1290(17) . ?
V1_1 Cl2_1 2.2370(5) . ?
V1_1 Cl1_1 2.2381(5) . ?
C1_2 C6_2 1.412(3) . ?
C1_2 C2_2 1.428(3) . ?
C2_2 C3_2 1.394(3) . ?
C2_2 C7_2 1.511(3) . ?
C3_2 C4_2 1.392(3) . ?
C3_2 H3_2 0.9300 . ?
C4_2 C5_2 1.396(3) . ?
C4_2 C8_2 1.508(3) . ?
C5_2 C6_2 1.389(3) . ?
C5_2 H5_2 0.9300 . ?
C6_2 C9_2 1.510(3) . ?
C7_2 H7A_2 0.9600 . ?
C7_2 H7B_2 0.9600 . ?
C7_2 H7C_2 0.9600 . ?
C8_2 H8A_2 0.9600 . ?
C8_2 H8B_2 0.9600 . ?
C8_2 H8C_2 0.9600 . ?
C9_2 H9A_2 0.9600 . ?
C9_2 H9B_2 0.9600 . ?
C9_2 H9C_2 0.9600 . ?
C1_3 N1_3 1.307(2) . ?
C1_3 C4_3 1.526(2) . ?
N1_3 C1_4 1.471(2) . ?
N1_3 C2_3 1.544(2) . ?
C2_3 C6_3 1.519(3) . ?
C2_3 C5_3 1.521(3) . ?
C2_3 C3_3 1.524(3) . ?
C3_3 C4_3 1.536(2) . ?
C3_3 H3A_3 0.9700 . ?
C3_3 H3AB_3 0.9700 . ?
C4_3 C8_3 1.533(2) . ?
C4_3 C7_3 1.543(2) . ?
C5_3 H5A_3 0.9600 . ?
C5_3 H5B_3 0.9600 . ?
C5_3 H5C_3 0.9600 . ?
C6_3 H6A_3 0.9600 . ?
C6_3 H6B_3 0.9600 . ?
C6_3 H6C_3 0.9600 . ?
C7_3 H7A_3 0.9600 . ?
C7_3 H7B_3 0.9600 . ?
C7_3 H7C_3 0.9600 . ?
C8_3 H8A_3 0.9600 . ?
C8_3 H8B_3 0.9600 . ?
C8_3 H8C_3 0.9600 . ?
C1_4 C2_4 1.409(3) . ?
C1_4 C6_4 1.413(2) . ?
C2_4 C3_4 1.402(3) . ?
C2_4 C7_4 1.521(3) . ?
C3_4 C4_4 1.380(3) . ?
C3_4 H3_4 0.9300 . ?
C4_4 C5_4 1.379(3) . ?
C4_4 H4_4 0.9300 . ?
C5_4 C6_4 1.398(3) . ?
C5_4 H5_4 0.9300 . ?
C6_4 C10_4 1.521(3) . ?
C7_4 C8_4 1.537(3) . ?
C7_4 C9_4 1.540(3) . ?
C7_4 H7_4 0.9800 . ?
C8_4 H8A_4 0.9600 . ?
C8_4 H8B_4 0.9600 . ?
C8_4 H8C_4 0.9600 . ?
C9_4 H9A_4 0.9600 . ?
C9_4 H9B_4 0.9600 . ?
C9_4 H9C_4 0.9600 . ?
C10_4 C11_4 1.533(3) . ?
C10_4 C12_4 1.537(3) . ?
C10_4 H10_4 0.9800 . ?
C11_4 H11A_4 0.9600 . ?
C11_4 H11B_4 0.9600 . ?
C11_4 H11C_4 0.9600 . ?
C12_4 H12A_4 0.9600 . ?
C12_4 H12B_4 0.9600 . ?
C12_4 H12C_4 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1_2 V1_1 C1_3 114.78(7) . . ?
C1_2 V1_1 Cl2_1 112.42(5) . . ?
C1_3 V1_1 Cl2_1 93.02(5) . . ?
C1_2 V1_1 Cl1_1 109.68(5) . . ?
C1_3 V1_1 Cl1_1 112.97(5) . . ?
Cl2_1 V1_1 Cl1_1 113.22(2) . . ?
C6_2 C1_2 C2_2 116.94(17) . . ?
C6_2 C1_2 V1_1 116.34(14) . . ?
C2_2 C1_2 V1_1 126.40(14) . . ?
C3_2 C2_2 C1_2 120.28(17) . . ?
C3_2 C2_2 C7_2 116.68(17) . . ?
C1_2 C2_2 C7_2 123.02(17) . . ?
C4_2 C3_2 C2_2 122.15(18) . . ?
C4_2 C3_2 H3_2 118.9 . . ?
C2_2 C3_2 H3_2 118.9 . . ?
C3_2 C4_2 C5_2 117.61(18) . . ?
C3_2 C4_2 C8_2 120.54(19) . . ?
C5_2 C4_2 C8_2 121.85(19) . . ?
C6_2 C5_2 C4_2 121.68(18) . . ?
C6_2 C5_2 H5_2 119.2 . . ?
C4_2 C5_2 H5_2 119.2 . . ?
C5_2 C6_2 C1_2 121.30(18) . . ?
C5_2 C6_2 C9_2 118.22(17) . . ?
C1_2 C6_2 C9_2 120.45(18) . . ?
C2_2 C7_2 H7A_2 109.5 . . ?
C2_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C2_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C4_2 C8_2 H8A_2 109.5 . . ?
C4_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C4_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C6_2 C9_2 H9A_2 109.5 . . ?
C6_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C6_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
N1_3 C1_3 C4_3 109.35(14) . . ?
N1_3 C1_3 V1_1 130.85(13) . . ?
C4_3 C1_3 V1_1 118.93(12) . . ?
C1_3 N1_3 C1_4 125.49(14) . . ?
C1_3 N1_3 C2_3 114.86(14) . . ?
C1_4 N1_3 C2_3 119.57(13) . . ?
C6_3 C2_3 C5_3 109.21(16) . . ?
C6_3 C2_3 C3_3 111.89(16) . . ?
C5_3 C2_3 C3_3 113.08(16) . . ?
C6_3 C2_3 N1_3 110.46(15) . . ?
C5_3 C2_3 N1_3 111.05(14) . . ?
C3_3 C2_3 N1_3 100.96(13) . . ?
C2_3 C3_3 C4_3 107.40(14) . . ?
C2_3 C3_3 H3A_3 110.2 . . ?
C4_3 C3_3 H3A_3 110.2 . . ?
C2_3 C3_3 H3AB_3 110.2 . . ?
C4_3 C3_3 H3AB_3 110.2 . . ?
H3A_3 C3_3 H3AB_3 108.5 . . ?
C1_3 C4_3 C8_3 114.05(14) . . ?
C1_3 C4_3 C3_3 103.73(14) . . ?
C8_3 C4_3 C3_3 111.24(15) . . ?
C1_3 C4_3 C7_3 107.16(14) . . ?
C8_3 C4_3 C7_3 108.12(15) . . ?
C3_3 C4_3 C7_3 112.52(15) . . ?
C2_3 C5_3 H5A_3 109.5 . . ?
C2_3 C5_3 H5B_3 109.5 . . ?
H5A_3 C5_3 H5B_3 109.5 . . ?
C2_3 C5_3 H5C_3 109.5 . . ?
H5A_3 C5_3 H5C_3 109.5 . . ?
H5B_3 C5_3 H5C_3 109.5 . . ?
C2_3 C6_3 H6A_3 109.5 . . ?
C2_3 C6_3 H6B_3 109.5 . . ?
H6A_3 C6_3 H6B_3 109.5 . . ?
C2_3 C6_3 H6C_3 109.5 . . ?
H6A_3 C6_3 H6C_3 109.5 . . ?
H6B_3 C6_3 H6C_3 109.5 . . ?
C4_3 C7_3 H7A_3 109.5 . . ?
C4_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C4_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C4_3 C8_3 H8A_3 109.5 . . ?
C4_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C4_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C2_4 C1_4 C6_4 121.54(16) . . ?
C2_4 C1_4 N1_3 120.48(15) . . ?
C6_4 C1_4 N1_3 117.98(15) . . ?
C3_4 C2_4 C1_4 117.39(16) . . ?
C3_4 C2_4 C7_4 116.37(16) . . ?
C1_4 C2_4 C7_4 126.17(16) . . ?
C4_4 C3_4 C2_4 121.90(18) . . ?
C4_4 C3_4 H3_4 119.1 . . ?
C2_4 C3_4 H3_4 119.1 . . ?
C5_4 C4_4 C3_4 119.72(17) . . ?
C5_4 C4_4 H4_4 120.1 . . ?
C3_4 C4_4 H4_4 120.1 . . ?
C4_4 C5_4 C6_4 121.51(17) . . ?
C4_4 C5_4 H5_4 119.2 . . ?
C6_4 C5_4 H5_4 119.2 . . ?
C5_4 C6_4 C1_4 117.89(17) . . ?
C5_4 C6_4 C10_4 116.77(16) . . ?
C1_4 C6_4 C10_4 125.18(16) . . ?
C2_4 C7_4 C8_4 109.32(15) . . ?
C2_4 C7_4 C9_4 112.24(16) . . ?
C8_4 C7_4 C9_4 108.34(16) . . ?
C2_4 C7_4 H7_4 109.0 . . ?
C8_4 C7_4 H7_4 109.0 . . ?
C9_4 C7_4 H7_4 109.0 . . ?
C7_4 C8_4 H8A_4 109.5 . . ?
C7_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C7_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C7_4 C9_4 H9A_4 109.5 . . ?
C7_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C7_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C6_4 C10_4 C11_4 109.59(15) . . ?
C6_4 C10_4 C12_4 112.82(17) . . ?
C11_4 C10_4 C12_4 108.80(16) . . ?
C6_4 C10_4 H10_4 108.5 . . ?
C11_4 C10_4 H10_4 108.5 . . ?
C12_4 C10_4 H10_4 108.5 . . ?
C10_4 C11_4 H11A_4 109.5 . . ?
C10_4 C11_4 H11B_4 109.5 . . ?
H11A_4 C11_4 H11B_4 109.5 . . ?
C10_4 C11_4 H11C_4 109.5 . . ?
H11A_4 C11_4 H11C_4 109.5 . . ?
H11B_4 C11_4 H11C_4 109.5 . . ?
C10_4 C12_4 H12A_4 109.5 . . ?
C10_4 C12_4 H12B_4 109.5 . . ?
H12A_4 C12_4 H12B_4 109.5 . . ?
C10_4 C12_4 H12C_4 109.5 . . ?
H12A_4 C12_4 H12C_4 109.5 . . ?
H12B_4 C12_4 H12C_4 109.5 . . ?

_refine_diff_density_max         0.600
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.058



####################################################################### 
# 
# 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_compound_2
_database_code_depnum_ccdc_archive 'CCDC 2167944'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H48 Cl6 N4 V2'
_chemical_formula_sum            'C42 H48 Cl6 N4 V2'
_chemical_formula_weight         923.42

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'
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'
V V 0.0687 2.1097 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   16.22090(10)
_cell_length_b                   16.64040(10)
_cell_length_c                   17.02290(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4594.86(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    36203
_cell_measurement_theta_min      2.7570
_cell_measurement_theta_max      76.7850
_exptl_crystal_description       clear
_exptl_crystal_colour            'intense blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_F_000             1904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.382
_exptl_crystal_size_mid          0.315
_exptl_crystal_size_min          0.127
_exptl_absorpt_coefficient_mu    6.872
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.26535
_exptl_absorpt_correction_T_max  1.00000

_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.10(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            46832
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.655
_diffrn_reflns_theta_max         77.047
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 0.952
_reflns_number_total             9089
_reflns_number_gt                8949
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.814
_reflns_Friedel_fraction_max     0.870
_reflns_Friedel_fraction_full    0.900

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0718P)²+1.0893P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.407(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9089
_refine_ls_number_parameters     500
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0924
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.001

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
C1_1 C 0.47964(18) 0.48031(16) 0.60962(18) 0.0143(6) Uani 1 1 d . . . . .
N1_1 N 0.42746(15) 0.54188(15) 0.59511(15) 0.0154(5) Uani 1 1 d . . . . .
C2_1 C 0.35318(19) 0.51392(19) 0.5649(2) 0.0211(7) Uani 1 1 d . . . . .
H2_1 H 0.307727 0.544848 0.550975 0.025 Uiso 1 1 calc R U . . .
N2_1 N 0.43773(15) 0.41380(15) 0.58755(15) 0.0154(5) Uani 1 1 d . . . . .
C3_1 C 0.35971(19) 0.4335(2) 0.5598(2) 0.0212(6) Uani 1 1 d . . . . .
H3_1 H 0.319868 0.398006 0.541287 0.025 Uiso 1 1 calc R U . . .
C1_2 C 0.26878(17) 0.02264(17) 0.39093(18) 0.0141(6) Uani 1 1 d . . . . .
N1_2 N 0.31802(15) -0.03928(16) 0.41222(16) 0.0167(5) Uani 1 1 d . . . . .
C2_2 C 0.3912(2) -0.0115(2) 0.4432(2) 0.0236(7) Uani 1 1 d . . . . .
H2_2 H 0.434772 -0.042689 0.461323 0.028 Uiso 1 1 calc R U . . .
N2_2 N 0.31212(15) 0.08967(16) 0.41031(16) 0.0162(5) Uani 1 1 d . . . . .
C3_2 C 0.3877(2) 0.0692(2) 0.4421(2) 0.0243(7) Uani 1 1 d . . . . .
H3_2 H 0.428270 0.104524 0.459442 0.029 Uiso 1 1 calc R U . . .
C1_3 C 0.44459(18) 0.62700(17) 0.60300(18) 0.0158(6) Uani 1 1 d . . . . .
C2_3 C 0.42151(18) 0.66587(19) 0.67233(19) 0.0183(6) Uani 1 1 d . . . . .
C3_3 C 0.43701(19) 0.74808(19) 0.6771(2) 0.0215(6) Uani 1 1 d . . . . .
H3_3 H 0.422370 0.775505 0.722603 0.026 Uiso 1 1 calc R U . . .
C4_3 C 0.47367(19) 0.79039(19) 0.6160(2) 0.0218(6) Uani 1 1 d . . . . .
C5_3 C 0.4946(2) 0.74874(19) 0.5478(2) 0.0219(6) Uani 1 1 d . . . . .
H5_3 H 0.518760 0.776720 0.506451 0.026 Uiso 1 1 calc R U . . .
C6_3 C 0.48064(18) 0.66710(19) 0.53952(18) 0.0182(6) Uani 1 1 d . . . . .
C7_3 C 0.3798(2) 0.6221(2) 0.7385(2) 0.0251(7) Uani 1 1 d . . . . .
H7A_3 H 0.417939 0.585076 0.761974 0.038 Uiso 1 1 calc R U . . .
H7B_3 H 0.333146 0.593060 0.718480 0.038 Uiso 1 1 calc R U . . .
H7C_3 H 0.361678 0.660071 0.777224 0.038 Uiso 1 1 calc R U . . .
C8_3 C 0.4893(2) 0.8794(2) 0.6228(3) 0.0309(8) Uani 1 1 d . . . . .
H8A_3 H 0.437702 0.907675 0.621617 0.046 Uiso 1 1 calc R U . . .
H8B_3 H 0.523015 0.896808 0.579673 0.046 Uiso 1 1 calc R U . . .
H8C_3 H 0.517082 0.890469 0.671382 0.046 Uiso 1 1 calc R U . . .
C9_3 C 0.5035(2) 0.6236(2) 0.4652(2) 0.0256(7) Uani 1 1 d . . . . .
H9A_3 H 0.544619 0.583799 0.476615 0.038 Uiso 1 1 calc R U . . .
H9B_3 H 0.524925 0.661314 0.427755 0.038 Uiso 1 1 calc R U . . .
H9C_3 H 0.455467 0.597909 0.443844 0.038 Uiso 1 1 calc R U . . .
C1_4 C 0.46553(18) 0.33143(17) 0.59080(18) 0.0156(5) Uani 1 1 d . . . . .
C2_4 C 0.50640(19) 0.29965(19) 0.52542(18) 0.0187(6) Uani 1 1 d . . . . .
C3_4 C 0.52881(19) 0.21943(19) 0.52841(19) 0.0201(6) Uani 1 1 d . . . . .
H3_4 H 0.557395 0.197275 0.486295 0.024 Uiso 1 1 calc R U . . .
C4_4 C 0.50976(19) 0.17063(18) 0.5929(2) 0.0197(6) Uani 1 1 d . . . . .
C5_4 C 0.46901(19) 0.20497(19) 0.6565(2) 0.0212(6) Uani 1 1 d . . . . .
H5_4 H 0.456537 0.173204 0.699828 0.025 Uiso 1 1 calc R U . . .
C6_4 C 0.44637(19) 0.28579(19) 0.65686(19) 0.0187(6) Uani 1 1 d . . . . .
C7_4 C 0.5245(2) 0.3502(2) 0.4543(2) 0.0274(7) Uani 1 1 d . . . . .
H7A_4 H 0.473622 0.368063 0.431353 0.041 Uiso 1 1 calc R U . . .
H7B_4 H 0.554515 0.318775 0.416590 0.041 Uiso 1 1 calc R U . . .
H7C_4 H 0.556854 0.395891 0.469442 0.041 Uiso 1 1 calc R U . . .
C8_4 C 0.5301(2) 0.08224(19) 0.5931(2) 0.0259(7) Uani 1 1 d . . . . .
H8A_4 H 0.546765 0.066038 0.541387 0.039 Uiso 1 1 calc R U . . .
H8B_4 H 0.482378 0.052112 0.608703 0.039 Uiso 1 1 calc R U . . .
H8C_4 H 0.574231 0.072287 0.629471 0.039 Uiso 1 1 calc R U . . .
C9_4 C 0.4016(2) 0.3216(2) 0.7263(2) 0.0287(7) Uani 1 1 d . . . . .
H9A_4 H 0.433883 0.364522 0.747991 0.043 Uiso 1 1 calc R U . . .
H9B_4 H 0.393339 0.280892 0.765460 0.043 Uiso 1 1 calc R U . . .
H9C_4 H 0.349179 0.342059 0.709467 0.043 Uiso 1 1 calc R U . . .
C1_5 C 0.29982(18) -0.12439(18) 0.40715(18) 0.0163(6) Uani 1 1 d . . . . .
C2_5 C 0.31902(18) -0.16479(19) 0.33817(19) 0.0188(6) Uani 1 1 d . . . . .
C3_5 C 0.3052(2) -0.2474(2) 0.3365(2) 0.0224(6) Uani 1 1 d . . . . .
H3_5 H 0.316869 -0.275979 0.290855 0.027 Uiso 1 1 calc R U . . .
C4_5 C 0.2743(2) -0.28812(19) 0.4016(2) 0.0235(7) Uani 1 1 d . . . . .
C5_5 C 0.2561(2) -0.2451(2) 0.46903(19) 0.0222(6) Uani 1 1 d . . . . .
H5_5 H 0.234699 -0.272081 0.512344 0.027 Uiso 1 1 calc R U . . .
C6_5 C 0.26902(19) -0.1622(2) 0.47360(18) 0.0199(6) Uani 1 1 d . . . . .
C7_5 C 0.3543(2) -0.1223(2) 0.2677(2) 0.0274(7) Uani 1 1 d . . . . .
H7A_5 H 0.314670 -0.084553 0.247891 0.041 Uiso 1 1 calc R U . . .
H7B_5 H 0.367108 -0.160943 0.227690 0.041 Uiso 1 1 calc R U . . .
H7C_5 H 0.403583 -0.094285 0.282709 0.041 Uiso 1 1 calc R U . . .
C8_5 C 0.2630(3) -0.3779(2) 0.3986(3) 0.0335(9) Uani 1 1 d . . . . .
H8A_5 H 0.259095 -0.394963 0.344879 0.050 Uiso 1 1 calc R U . . .
H8B_5 H 0.213320 -0.392273 0.425943 0.050 Uiso 1 1 calc R U . . .
H8C_5 H 0.309208 -0.403690 0.423160 0.050 Uiso 1 1 calc R U . . .
C9_5 C 0.2498(3) -0.1171(2) 0.5481(2) 0.0306(7) Uani 1 1 d . . . . .
H9A_5 H 0.300275 -0.099525 0.572080 0.046 Uiso 1 1 calc R U . . .
H9B_5 H 0.220835 -0.151837 0.583738 0.046 Uiso 1 1 calc R U . . .
H9C_5 H 0.216136 -0.071333 0.536115 0.046 Uiso 1 1 calc R U . . .
C1_6 C 0.28651(18) 0.17197(18) 0.40177(18) 0.0166(6) Uani 1 1 d . . . . .
C2_6 C 0.24214(19) 0.20740(19) 0.46290(18) 0.0180(6) Uani 1 1 d . . . . .
C3_6 C 0.22024(19) 0.28813(19) 0.45468(19) 0.0198(6) Uani 1 1 d . . . . .
H3_6 H 0.189140 0.312748 0.493760 0.024 Uiso 1 1 calc R U . . .
C4_6 C 0.2442(2) 0.33283(18) 0.3887(2) 0.0213(6) Uani 1 1 d . . . . .
C5_6 C 0.2906(2) 0.29542(19) 0.3307(2) 0.0218(6) Uani 1 1 d . . . . .
H5_6 H 0.307649 0.325122 0.287330 0.026 Uiso 1 1 calc R U . . .
C6_6 C 0.31246(18) 0.21453(19) 0.33569(19) 0.0189(6) Uani 1 1 d . . . . .
C7_6 C 0.2194(2) 0.1614(2) 0.5359(2) 0.0262(7) Uani 1 1 d . . . . .
H7A_6 H 0.186594 0.115635 0.521876 0.039 Uiso 1 1 calc R U . . .
H7B_6 H 0.188562 0.195594 0.570539 0.039 Uiso 1 1 calc R U . . .
H7C_6 H 0.268716 0.143699 0.561936 0.039 Uiso 1 1 calc R U . . .
C8_6 C 0.2212(2) 0.4201(2) 0.3817(2) 0.0305(7) Uani 1 1 d . . . . .
H8A_6 H 0.170801 0.425006 0.352511 0.046 Uiso 1 1 calc R U . . .
H8B_6 H 0.264325 0.448626 0.354910 0.046 Uiso 1 1 calc R U . . .
H8C_6 H 0.213803 0.442513 0.433190 0.046 Uiso 1 1 calc R U . . .
C9_6 C 0.3640(2) 0.1758(2) 0.2723(2) 0.0277(7) Uani 1 1 d . . . . .
H9A_6 H 0.414880 0.157150 0.294528 0.042 Uiso 1 1 calc R U . . .
H9B_6 H 0.375360 0.214478 0.231900 0.042 Uiso 1 1 calc R U . . .
H9C_6 H 0.334409 0.131238 0.250262 0.042 Uiso 1 1 calc R U . . .
V1_7 V 0.59405(3) 0.48690(3) 0.66849(3) 0.01504(13) Uani 1 1 d . . . . .
Cl2_7 Cl 0.56128(5) 0.49139(6) 0.79433(5) 0.03009(19) Uani 1 1 d . . . . .
Cl3_7 Cl 0.65854(4) 0.59752(5) 0.63132(5) 0.02285(16) Uani 1 1 d . . . . .
Cl1_7 Cl 0.66671(4) 0.37913(5) 0.63646(5) 0.02565(17) Uani 1 1 d . . . . .
V1_8 V 0.15465(3) 0.01968(3) 0.33052(3) 0.01443(12) Uani 1 1 d . . . . .
Cl2_8 Cl 0.09685(5) -0.09848(5) 0.35292(5) 0.02414(17) Uani 1 1 d . . . . .
Cl3_8 Cl 0.07450(5) 0.11739(5) 0.37531(5) 0.02415(17) Uani 1 1 d . . . . .
Cl1_8 Cl 0.18692(5) 0.03679(5) 0.20558(4) 0.02517(17) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1_1 N1_1 1.352(4) . ?
C1_1 N2_1 1.352(4) . ?
C1_1 V1_7 2.112(3) . ?
N1_1 C2_1 1.390(4) . ?
N1_1 C1_3 1.450(4) . ?
C2_1 C3_1 1.346(5) . ?
C2_1 H2_1 0.9300 . ?
N2_1 C3_1 1.390(4) . ?
N2_1 C1_4 1.444(4) . ?
C3_1 H3_1 0.9300 . ?
C1_2 N1_2 1.353(4) . ?
C1_2 N2_2 1.359(4) . ?
C1_2 V1_8 2.118(3) . ?
N1_2 C2_2 1.378(4) . ?
N1_2 C1_5 1.449(4) . ?
C2_2 C3_2 1.345(5) . ?
C2_2 H2_2 0.9300 . ?
N2_2 C3_2 1.382(4) . ?
N2_2 C1_6 1.439(4) . ?
C3_2 H3_2 0.9300 . ?
C1_3 C2_3 1.397(4) . ?
C1_3 C6_3 1.398(4) . ?
C2_3 C3_3 1.393(4) . ?
C2_3 C7_3 1.502(4) . ?
C3_3 C4_3 1.390(5) . ?
C3_3 H3_3 0.9300 . ?
C4_3 C5_3 1.394(5) . ?
C4_3 C8_3 1.507(4) . ?
C5_3 C6_3 1.384(4) . ?
C5_3 H5_3 0.9300 . ?
C6_3 C9_3 1.504(4) . ?
C7_3 H7A_3 0.9600 . ?
C7_3 H7B_3 0.9600 . ?
C7_3 H7C_3 0.9600 . ?
C8_3 H8A_3 0.9600 . ?
C8_3 H8B_3 0.9600 . ?
C8_3 H8C_3 0.9600 . ?
C9_3 H9A_3 0.9600 . ?
C9_3 H9B_3 0.9600 . ?
C9_3 H9C_3 0.9600 . ?
C1_4 C6_4 1.392(4) . ?
C1_4 C2_4 1.399(4) . ?
C2_4 C3_4 1.385(5) . ?
C2_4 C7_4 1.503(4) . ?
C3_4 C4_4 1.400(5) . ?
C3_4 H3_4 0.9300 . ?
C4_4 C5_4 1.391(5) . ?
C4_4 C8_4 1.507(4) . ?
C5_4 C6_4 1.394(5) . ?
C5_4 H5_4 0.9300 . ?
C6_4 C9_4 1.509(5) . ?
C7_4 H7A_4 0.9600 . ?
C7_4 H7B_4 0.9600 . ?
C7_4 H7C_4 0.9600 . ?
C8_4 H8A_4 0.9600 . ?
C8_4 H8B_4 0.9600 . ?
C8_4 H8C_4 0.9600 . ?
C9_4 H9A_4 0.9600 . ?
C9_4 H9B_4 0.9600 . ?
C9_4 H9C_4 0.9600 . ?
C1_5 C6_5 1.388(4) . ?
C1_5 C2_5 1.388(4) . ?
C2_5 C3_5 1.393(5) . ?
C2_5 C7_5 1.505(5) . ?
C3_5 C4_5 1.393(5) . ?
C3_5 H3_5 0.9300 . ?
C4_5 C5_5 1.384(5) . ?
C4_5 C8_5 1.506(5) . ?
C5_5 C6_5 1.398(5) . ?
C5_5 H5_5 0.9300 . ?
C6_5 C9_5 1.507(5) . ?
C7_5 H7A_5 0.9600 . ?
C7_5 H7B_5 0.9600 . ?
C7_5 H7C_5 0.9600 . ?
C8_5 H8A_5 0.9600 . ?
C8_5 H8B_5 0.9600 . ?
C8_5 H8C_5 0.9600 . ?
C9_5 H9A_5 0.9600 . ?
C9_5 H9B_5 0.9600 . ?
C9_5 H9C_5 0.9600 . ?
C1_6 C6_6 1.394(4) . ?
C1_6 C2_6 1.396(4) . ?
C2_6 C3_6 1.397(4) . ?
C2_6 C7_6 1.505(4) . ?
C3_6 C4_6 1.403(5) . ?
C3_6 H3_6 0.9300 . ?
C4_6 C5_6 1.389(5) . ?
C4_6 C8_6 1.505(4) . ?
C5_6 C6_6 1.394(4) . ?
C5_6 H5_6 0.9300 . ?
C6_6 C9_6 1.509(5) . ?
C7_6 H7A_6 0.9600 . ?
C7_6 H7B_6 0.9600 . ?
C7_6 H7C_6 0.9600 . ?
C8_6 H8A_6 0.9600 . ?
C8_6 H8B_6 0.9600 . ?
C8_6 H8C_6 0.9600 . ?
C9_6 H9A_6 0.9600 . ?
C9_6 H9B_6 0.9600 . ?
C9_6 H9C_6 0.9600 . ?
V1_7 Cl2_7 2.2083(10) . ?
V1_7 Cl3_7 2.2098(8) . ?
V1_7 Cl1_7 2.2142(9) . ?
V1_8 Cl1_8 2.2088(9) . ?
V1_8 Cl2_8 2.2116(9) . ?
V1_8 Cl3_8 2.2170(9) . ?

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_1 C1_1 N2_1 104.8(3) . . ?
N1_1 C1_1 V1_7 126.7(2) . . ?
N2_1 C1_1 V1_7 128.0(2) . . ?
C1_1 N1_1 C2_1 110.9(2) . . ?
C1_1 N1_1 C1_3 127.1(2) . . ?
C2_1 N1_1 C1_3 121.8(2) . . ?
C3_1 C2_1 N1_1 106.8(3) . . ?
C3_1 C2_1 H2_1 126.6 . . ?
N1_1 C2_1 H2_1 126.6 . . ?
C1_1 N2_1 C3_1 111.1(2) . . ?
C1_1 N2_1 C1_4 127.5(2) . . ?
C3_1 N2_1 C1_4 121.4(2) . . ?
C2_1 C3_1 N2_1 106.5(3) . . ?
C2_1 C3_1 H3_1 126.8 . . ?
N2_1 C3_1 H3_1 126.8 . . ?
N1_2 C1_2 N2_2 104.8(3) . . ?
N1_2 C1_2 V1_8 128.9(2) . . ?
N2_2 C1_2 V1_8 126.1(2) . . ?
C1_2 N1_2 C2_2 110.8(3) . . ?
C1_2 N1_2 C1_5 127.4(3) . . ?
C2_2 N1_2 C1_5 121.7(3) . . ?
C3_2 C2_2 N1_2 107.1(3) . . ?
C3_2 C2_2 H2_2 126.5 . . ?
N1_2 C2_2 H2_2 126.5 . . ?
C1_2 N2_2 C3_2 110.6(3) . . ?
C1_2 N2_2 C1_6 127.4(2) . . ?
C3_2 N2_2 C1_6 122.0(3) . . ?
C2_2 C3_2 N2_2 106.8(3) . . ?
C2_2 C3_2 H3_2 126.6 . . ?
N2_2 C3_2 H3_2 126.6 . . ?
C2_3 C1_3 C6_3 123.0(3) . . ?
C2_3 C1_3 N1_1 118.6(3) . . ?
C6_3 C1_3 N1_1 118.4(3) . . ?
C3_3 C2_3 C1_3 117.1(3) . . ?
C3_3 C2_3 C7_3 120.9(3) . . ?
C1_3 C2_3 C7_3 122.0(3) . . ?
C4_3 C3_3 C2_3 122.1(3) . . ?
C4_3 C3_3 H3_3 119.0 . . ?
C2_3 C3_3 H3_3 119.0 . . ?
C3_3 C4_3 C5_3 118.4(3) . . ?
C3_3 C4_3 C8_3 120.8(3) . . ?
C5_3 C4_3 C8_3 120.8(3) . . ?
C6_3 C5_3 C4_3 122.2(3) . . ?
C6_3 C5_3 H5_3 118.9 . . ?
C4_3 C5_3 H5_3 118.9 . . ?
C5_3 C6_3 C1_3 117.3(3) . . ?
C5_3 C6_3 C9_3 121.2(3) . . ?
C1_3 C6_3 C9_3 121.6(3) . . ?
C2_3 C7_3 H7A_3 109.5 . . ?
C2_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C2_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C4_3 C8_3 H8A_3 109.5 . . ?
C4_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C4_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C6_3 C9_3 H9A_3 109.5 . . ?
C6_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C6_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C6_4 C1_4 C2_4 122.8(3) . . ?
C6_4 C1_4 N2_1 118.6(3) . . ?
C2_4 C1_4 N2_1 118.4(3) . . ?
C3_4 C2_4 C1_4 117.4(3) . . ?
C3_4 C2_4 C7_4 121.2(3) . . ?
C1_4 C2_4 C7_4 121.5(3) . . ?
C2_4 C3_4 C4_4 122.0(3) . . ?
C2_4 C3_4 H3_4 119.0 . . ?
C4_4 C3_4 H3_4 119.0 . . ?
C5_4 C4_4 C3_4 118.5(3) . . ?
C5_4 C4_4 C8_4 120.2(3) . . ?
C3_4 C4_4 C8_4 121.3(3) . . ?
C4_4 C5_4 C6_4 121.7(3) . . ?
C4_4 C5_4 H5_4 119.2 . . ?
C6_4 C5_4 H5_4 119.2 . . ?
C1_4 C6_4 C5_4 117.6(3) . . ?
C1_4 C6_4 C9_4 121.6(3) . . ?
C5_4 C6_4 C9_4 120.7(3) . . ?
C2_4 C7_4 H7A_4 109.5 . . ?
C2_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C2_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C4_4 C8_4 H8A_4 109.5 . . ?
C4_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C4_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C6_4 C9_4 H9A_4 109.5 . . ?
C6_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C6_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C6_5 C1_5 C2_5 123.4(3) . . ?
C6_5 C1_5 N1_2 117.9(3) . . ?
C2_5 C1_5 N1_2 118.6(3) . . ?
C1_5 C2_5 C3_5 117.3(3) . . ?
C1_5 C2_5 C7_5 122.1(3) . . ?
C3_5 C2_5 C7_5 120.6(3) . . ?
C4_5 C3_5 C2_5 121.4(3) . . ?
C4_5 C3_5 H3_5 119.3 . . ?
C2_5 C3_5 H3_5 119.3 . . ?
C5_5 C4_5 C3_5 119.1(3) . . ?
C5_5 C4_5 C8_5 120.9(3) . . ?
C3_5 C4_5 C8_5 120.0(3) . . ?
C4_5 C5_5 C6_5 121.6(3) . . ?
C4_5 C5_5 H5_5 119.2 . . ?
C6_5 C5_5 H5_5 119.2 . . ?
C1_5 C6_5 C5_5 117.2(3) . . ?
C1_5 C6_5 C9_5 122.3(3) . . ?
C5_5 C6_5 C9_5 120.5(3) . . ?
C2_5 C7_5 H7A_5 109.5 . . ?
C2_5 C7_5 H7B_5 109.5 . . ?
H7A_5 C7_5 H7B_5 109.5 . . ?
C2_5 C7_5 H7C_5 109.5 . . ?
H7A_5 C7_5 H7C_5 109.5 . . ?
H7B_5 C7_5 H7C_5 109.5 . . ?
C4_5 C8_5 H8A_5 109.5 . . ?
C4_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C4_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
C6_5 C9_5 H9A_5 109.5 . . ?
C6_5 C9_5 H9B_5 109.5 . . ?
H9A_5 C9_5 H9B_5 109.5 . . ?
C6_5 C9_5 H9C_5 109.5 . . ?
H9A_5 C9_5 H9C_5 109.5 . . ?
H9B_5 C9_5 H9C_5 109.5 . . ?
C6_6 C1_6 C2_6 122.9(3) . . ?
C6_6 C1_6 N2_2 118.6(3) . . ?
C2_6 C1_6 N2_2 118.4(3) . . ?
C1_6 C2_6 C3_6 117.6(3) . . ?
C1_6 C2_6 C7_6 121.8(3) . . ?
C3_6 C2_6 C7_6 120.6(3) . . ?
C2_6 C3_6 C4_6 121.3(3) . . ?
C2_6 C3_6 H3_6 119.3 . . ?
C4_6 C3_6 H3_6 119.3 . . ?
C5_6 C4_6 C3_6 118.8(3) . . ?
C5_6 C4_6 C8_6 120.7(3) . . ?
C3_6 C4_6 C8_6 120.4(3) . . ?
C4_6 C5_6 C6_6 121.8(3) . . ?
C4_6 C5_6 H5_6 119.1 . . ?
C6_6 C5_6 H5_6 119.1 . . ?
C1_6 C6_6 C5_6 117.6(3) . . ?
C1_6 C6_6 C9_6 121.8(3) . . ?
C5_6 C6_6 C9_6 120.6(3) . . ?
C2_6 C7_6 H7A_6 109.5 . . ?
C2_6 C7_6 H7B_6 109.5 . . ?
H7A_6 C7_6 H7B_6 109.5 . . ?
C2_6 C7_6 H7C_6 109.5 . . ?
H7A_6 C7_6 H7C_6 109.5 . . ?
H7B_6 C7_6 H7C_6 109.5 . . ?
C4_6 C8_6 H8A_6 109.5 . . ?
C4_6 C8_6 H8B_6 109.5 . . ?
H8A_6 C8_6 H8B_6 109.5 . . ?
C4_6 C8_6 H8C_6 109.5 . . ?
H8A_6 C8_6 H8C_6 109.5 . . ?
H8B_6 C8_6 H8C_6 109.5 . . ?
C6_6 C9_6 H9A_6 109.5 . . ?
C6_6 C9_6 H9B_6 109.5 . . ?
H9A_6 C9_6 H9B_6 109.5 . . ?
C6_6 C9_6 H9C_6 109.5 . . ?
H9A_6 C9_6 H9C_6 109.5 . . ?
H9B_6 C9_6 H9C_6 109.5 . . ?
C1_1 V1_7 Cl2_7 104.51(9) . . ?
C1_1 V1_7 Cl3_7 108.86(8) . . ?
Cl2_7 V1_7 Cl3_7 111.32(4) . . ?
C1_1 V1_7 Cl1_7 107.99(8) . . ?
Cl2_7 V1_7 Cl1_7 113.23(4) . . ?
Cl3_7 V1_7 Cl1_7 110.62(4) . . ?
C1_2 V1_8 Cl1_8 104.91(8) . . ?
C1_2 V1_8 Cl2_8 107.91(8) . . ?
Cl1_8 V1_8 Cl2_8 112.40(4) . . ?
C1_2 V1_8 Cl3_8 109.18(8) . . ?
Cl1_8 V1_8 Cl3_8 112.07(4) . . ?
Cl2_8 V1_8 Cl3_8 110.13(4) . . ?

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
N2_1 C1_1 N1_1 C2_1 0.6(4) . . . . ?
V1_7 C1_1 N1_1 C2_1 -171.7(2) . . . . ?
N2_1 C1_1 N1_1 C1_3 -175.1(3) . . . . ?
V1_7 C1_1 N1_1 C1_3 12.6(4) . . . . ?
C1_1 N1_1 C2_1 C3_1 -0.7(4) . . . . ?
C1_3 N1_1 C2_1 C3_1 175.2(3) . . . . ?
N1_1 C1_1 N2_1 C3_1 -0.3(3) . . . . ?
V1_7 C1_1 N2_1 C3_1 171.9(2) . . . . ?
N1_1 C1_1 N2_1 C1_4 180.0(3) . . . . ?
V1_7 C1_1 N2_1 C1_4 -7.8(4) . . . . ?
N1_1 C2_1 C3_1 N2_1 0.5(4) . . . . ?
C1_1 N2_1 C3_1 C2_1 -0.1(4) . . . . ?
C1_4 N2_1 C3_1 C2_1 179.6(3) . . . . ?
N2_2 C1_2 N1_2 C2_2 -0.9(4) . . . . ?
V1_8 C1_2 N1_2 C2_2 173.5(3) . . . . ?
N2_2 C1_2 N1_2 C1_5 177.4(3) . . . . ?
V1_8 C1_2 N1_2 C1_5 -8.1(5) . . . . ?
C1_2 N1_2 C2_2 C3_2 0.6(4) . . . . ?
C1_5 N1_2 C2_2 C3_2 -177.8(3) . . . . ?
N1_2 C1_2 N2_2 C3_2 0.9(4) . . . . ?
V1_8 C1_2 N2_2 C3_2 -173.8(2) . . . . ?
N1_2 C1_2 N2_2 C1_6 -178.2(3) . . . . ?
V1_8 C1_2 N2_2 C1_6 7.1(4) . . . . ?
N1_2 C2_2 C3_2 N2_2 -0.1(4) . . . . ?
C1_2 N2_2 C3_2 C2_2 -0.5(4) . . . . ?
C1_6 N2_2 C3_2 C2_2 178.7(3) . . . . ?
C1_1 N1_1 C1_3 C2_3 -96.2(4) . . . . ?
C2_1 N1_1 C1_3 C2_3 88.6(4) . . . . ?
C1_1 N1_1 C1_3 C6_3 86.3(4) . . . . ?
C2_1 N1_1 C1_3 C6_3 -88.9(4) . . . . ?
C6_3 C1_3 C2_3 C3_3 -1.0(4) . . . . ?
N1_1 C1_3 C2_3 C3_3 -178.4(3) . . . . ?
C6_3 C1_3 C2_3 C7_3 177.5(3) . . . . ?
N1_1 C1_3 C2_3 C7_3 0.1(4) . . . . ?
C1_3 C2_3 C3_3 C4_3 0.1(4) . . . . ?
C7_3 C2_3 C3_3 C4_3 -178.4(3) . . . . ?
C2_3 C3_3 C4_3 C5_3 0.6(5) . . . . ?
C2_3 C3_3 C4_3 C8_3 179.7(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 -0.5(5) . . . . ?
C8_3 C4_3 C5_3 C6_3 -179.6(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 -0.3(5) . . . . ?
C4_3 C5_3 C6_3 C9_3 179.8(3) . . . . ?
C2_3 C1_3 C6_3 C5_3 1.1(4) . . . . ?
N1_1 C1_3 C6_3 C5_3 178.5(3) . . . . ?
C2_3 C1_3 C6_3 C9_3 -179.0(3) . . . . ?
N1_1 C1_3 C6_3 C9_3 -1.5(4) . . . . ?
C1_1 N2_1 C1_4 C6_4 93.5(4) . . . . ?
C3_1 N2_1 C1_4 C6_4 -86.2(4) . . . . ?
C1_1 N2_1 C1_4 C2_4 -90.2(4) . . . . ?
C3_1 N2_1 C1_4 C2_4 90.1(4) . . . . ?
C6_4 C1_4 C2_4 C3_4 -0.7(4) . . . . ?
N2_1 C1_4 C2_4 C3_4 -176.9(3) . . . . ?
C6_4 C1_4 C2_4 C7_4 178.6(3) . . . . ?
N2_1 C1_4 C2_4 C7_4 2.4(4) . . . . ?
C1_4 C2_4 C3_4 C4_4 1.8(5) . . . . ?
C7_4 C2_4 C3_4 C4_4 -177.5(3) . . . . ?
C2_4 C3_4 C4_4 C5_4 -1.8(5) . . . . ?
C2_4 C3_4 C4_4 C8_4 176.3(3) . . . . ?
C3_4 C4_4 C5_4 C6_4 0.6(5) . . . . ?
C8_4 C4_4 C5_4 C6_4 -177.4(3) . . . . ?
C2_4 C1_4 C6_4 C5_4 -0.4(5) . . . . ?
N2_1 C1_4 C6_4 C5_4 175.8(3) . . . . ?
C2_4 C1_4 C6_4 C9_4 -179.5(3) . . . . ?
N2_1 C1_4 C6_4 C9_4 -3.3(4) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.4(5) . . . . ?
C4_4 C5_4 C6_4 C9_4 179.5(3) . . . . ?
C1_2 N1_2 C1_5 C6_5 -95.5(4) . . . . ?
C2_2 N1_2 C1_5 C6_5 82.7(4) . . . . ?
C1_2 N1_2 C1_5 C2_5 88.7(4) . . . . ?
C2_2 N1_2 C1_5 C2_5 -93.1(4) . . . . ?
C6_5 C1_5 C2_5 C3_5 0.8(4) . . . . ?
N1_2 C1_5 C2_5 C3_5 176.5(3) . . . . ?
C6_5 C1_5 C2_5 C7_5 -178.5(3) . . . . ?
N1_2 C1_5 C2_5 C7_5 -2.9(4) . . . . ?
C1_5 C2_5 C3_5 C4_5 -0.7(4) . . . . ?
C7_5 C2_5 C3_5 C4_5 178.6(3) . . . . ?
C2_5 C3_5 C4_5 C5_5 0.8(5) . . . . ?
C2_5 C3_5 C4_5 C8_5 -177.8(3) . . . . ?
C3_5 C4_5 C5_5 C6_5 -0.9(5) . . . . ?
C8_5 C4_5 C5_5 C6_5 177.7(3) . . . . ?
C2_5 C1_5 C6_5 C5_5 -0.9(5) . . . . ?
N1_2 C1_5 C6_5 C5_5 -176.6(3) . . . . ?
C2_5 C1_5 C6_5 C9_5 179.1(3) . . . . ?
N1_2 C1_5 C6_5 C9_5 3.5(5) . . . . ?
C4_5 C5_5 C6_5 C1_5 1.0(5) . . . . ?
C4_5 C5_5 C6_5 C9_5 -179.1(3) . . . . ?
C1_2 N2_2 C1_6 C6_6 -97.2(4) . . . . ?
C3_2 N2_2 C1_6 C6_6 83.8(4) . . . . ?
C1_2 N2_2 C1_6 C2_6 87.7(4) . . . . ?
C3_2 N2_2 C1_6 C2_6 -91.3(4) . . . . ?
C6_6 C1_6 C2_6 C3_6 3.0(4) . . . . ?
N2_2 C1_6 C2_6 C3_6 177.9(3) . . . . ?
C6_6 C1_6 C2_6 C7_6 -176.1(3) . . . . ?
N2_2 C1_6 C2_6 C7_6 -1.2(4) . . . . ?
C1_6 C2_6 C3_6 C4_6 -2.1(4) . . . . ?
C7_6 C2_6 C3_6 C4_6 177.0(3) . . . . ?
C2_6 C3_6 C4_6 C5_6 0.0(5) . . . . ?
C2_6 C3_6 C4_6 C8_6 -178.9(3) . . . . ?
C3_6 C4_6 C5_6 C6_6 1.3(5) . . . . ?
C8_6 C4_6 C5_6 C6_6 -179.8(3) . . . . ?
C2_6 C1_6 C6_6 C5_6 -1.7(4) . . . . ?
N2_2 C1_6 C6_6 C5_6 -176.6(3) . . . . ?
C2_6 C1_6 C6_6 C9_6 176.9(3) . . . . ?
N2_2 C1_6 C6_6 C9_6 2.0(4) . . . . ?
C4_6 C5_6 C6_6 C1_6 -0.5(5) . . . . ?
C4_6 C5_6 C6_6 C9_6 -179.1(3) . . . . ?

_refine_diff_density_max         0.708
_refine_diff_density_min         -0.812
_refine_diff_density_rms         0.076



####################################################################### 
# 
# 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_compound_11
_database_code_depnum_ccdc_archive 'CCDC 2167949'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H41 Cl2 N2 V'
_chemical_formula_sum            'C32 H41 Cl2 N2 V'
_chemical_formula_weight         575.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   9.4909(2)
_cell_length_b                   9.5344(2)
_cell_length_c                   18.2708(4)
_cell_angle_alpha                75.774(2)
_cell_angle_beta                 89.0650(10)
_cell_angle_gamma                69.437(2)
_cell_volume                     1496.05(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    17463
_cell_measurement_theta_min      2.5270
_cell_measurement_theta_max      76.6970

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.138
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    4.576
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            29091
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.502
_diffrn_reflns_theta_max         76.995
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6138
_reflns_number_gt                5816
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0392P)²+0.9759P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6138
_refine_ls_number_parameters     410
_refine_ls_number_restraints     282
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0904
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.054
_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_1 V 0.57783(3) 0.56204(3) 0.22570(2) 0.02230(8) Uani 1 1 d . . . . .
Cl2_1 Cl 0.37265(6) 0.77605(6) 0.17708(4) 0.05553(17) Uani 1 1 d . . . . .
Cl1_1 Cl 0.66864(5) 0.55064(6) 0.33943(2) 0.03472(11) Uani 1 1 d . . . . .
N1_2 N 0.73189(16) 0.54333(17) 0.15843(8) 0.0266(3) Uani 1 1 d . . . . .
C2_2 C 0.6704(2) 0.7982(2) 0.06754(12) 0.0347(4) Uani 1 1 d . . . . .
H2_2 H 0.587058 0.786469 0.047465 0.042 Uiso 1 1 calc R U . . .
C3_2 C 0.7031(2) 0.9315(2) 0.03750(12) 0.0383(4) Uani 1 1 d . . . . .
H3_2 H 0.641706 1.008244 -0.002723 0.046 Uiso 1 1 calc R U . . .
C4_2 C 0.8259(2) 0.9503(2) 0.06709(12) 0.0365(4) Uani 1 1 d . . . . .
H4_2 H 0.847036 1.039768 0.047247 0.044 Uiso 1 1 calc R U . . .
C5_2 C 0.9181(2) 0.8348(2) 0.12673(13) 0.0393(4) Uani 1 1 d . . . . .
H5_2 H 1.001842 0.846423 0.146428 0.047 Uiso 1 1 calc R U . . .
C6_2 C 0.8858(2) 0.7030(2) 0.15681(11) 0.0340(4) Uani 1 1 d . . . . .
H6_2 H 0.947213 0.626855 0.197174 0.041 Uiso 1 1 calc R U . . .
C7_2 C 0.84129(18) 0.4086(2) 0.14667(10) 0.0255(3) Uani 1 1 d . . . . .
C8_2 C 0.8829(2) 0.2698(2) 0.20190(11) 0.0342(4) Uani 1 1 d . . . . .
H8_2 H 0.840650 0.266711 0.248282 0.041 Uiso 1 1 calc R U . . .
C9_2 C 0.9869(2) 0.1349(2) 0.18910(12) 0.0375(4) Uani 1 1 d . . . . .
H9_2 H 1.012823 0.042638 0.226791 0.045 Uiso 1 1 calc R U . . .
C10_2 C 1.0519(2) 0.1368(2) 0.12107(12) 0.0341(4) Uani 1 1 d . . . . .
H10_2 H 1.121982 0.046538 0.112769 0.041 Uiso 1 1 calc R U . . .
C11_2 C 1.0115(2) 0.2745(2) 0.06532(12) 0.0346(4) Uani 1 1 d . . . . .
H11_2 H 1.053880 0.276491 0.018986 0.042 Uiso 1 1 calc R U . . .
C12_2 C 0.9088(2) 0.4093(2) 0.07784(10) 0.0298(4) Uani 1 1 d . . . . .
H12_2 H 0.884160 0.501453 0.040156 0.036 Uiso 1 1 calc R U . . .
C1_2 C 0.76184(19) 0.6831(2) 0.12726(10) 0.0265(3) Uani 1 1 d . . . . .
C1 C 0.49722(18) 0.37830(19) 0.22643(9) 0.0234(3) Uani 1 1 d . . . . .
N1 N 0.48405(16) 0.27260(16) 0.28443(8) 0.0252(3) Uani 1 1 d . . . . .
C2_3 C 0.431(2) 0.149(2) 0.2711(5) 0.0354(14) Uani 0.488(4) 1 d . U P A 1
C3_3 C 0.4479(6) 0.1730(5) 0.1863(2) 0.0361(8) Uani 0.488(4) 1 d . U P A 1
H3A_3 H 0.365958 0.159130 0.161491 0.043 Uiso 0.488(4) 1 calc R U P A 1
H3AB_3 H 0.542847 0.100017 0.176762 0.043 Uiso 0.488(4) 1 calc R U P A 1
C4_3 C 0.4434(19) 0.3406(13) 0.1574(9) 0.0330(15) Uani 0.488(4) 1 d . U P A 1
C5_3 C 0.2895(6) 0.4566(7) 0.1309(3) 0.0490(12) Uani 0.488(4) 1 d . U P A 1
H5A_3 H 0.248875 0.431079 0.090280 0.073 Uiso 0.488(4) 1 calc R U P A 1
H5B_3 H 0.295069 0.557912 0.113214 0.073 Uiso 0.488(4) 1 calc R U P A 1
H5C_3 H 0.225229 0.455715 0.171970 0.073 Uiso 0.488(4) 1 calc R U P A 1
C6_3 C 0.5281(6) -0.0157(5) 0.3131(3) 0.0462(11) Uani 0.488(4) 1 d . U P A 1
H6A_3 H 0.490359 -0.087540 0.299192 0.069 Uiso 0.488(4) 1 calc R U P A 1
H6B_3 H 0.524773 -0.026828 0.366653 0.069 Uiso 0.488(4) 1 calc R U P A 1
H6C_3 H 0.630413 -0.036697 0.299772 0.069 Uiso 0.488(4) 1 calc R U P A 1
C7_3 C 0.2671(7) 0.1750(8) 0.2950(4) 0.0498(13) Uani 0.488(4) 1 d . U P A 1
H7A_3 H 0.234415 0.097365 0.283862 0.075 Uiso 0.488(4) 1 calc R U P A 1
H7B_3 H 0.200731 0.275831 0.267430 0.075 Uiso 0.488(4) 1 calc R U P A 1
H7C_3 H 0.265175 0.167706 0.348293 0.075 Uiso 0.488(4) 1 calc R U P A 1
C8_3 C 0.551(2) 0.3486(17) 0.0916(10) 0.035(2) Uani 0.488(4) 1 d . U P A 1
H8A_3 H 0.513030 0.325691 0.049277 0.053 Uiso 0.488(4) 1 calc R U P A 1
H8B_3 H 0.650318 0.274205 0.108844 0.053 Uiso 0.488(4) 1 calc R U P A 1
H8C_3 H 0.555280 0.450684 0.076350 0.053 Uiso 0.488(4) 1 calc R U P A 1
C2_13 C 0.4307(19) 0.1513(19) 0.2567(5) 0.0355(14) Uani 0.512(4) 1 d . U P A 2
C3_13 C 0.3541(5) 0.2505(5) 0.1795(2) 0.0318(8) Uani 0.512(4) 1 d . U P A 2
H3A_13 H 0.247795 0.305005 0.183499 0.038 Uiso 0.512(4) 1 calc R U P A 2
H3AB_13 H 0.362984 0.186362 0.144586 0.038 Uiso 0.512(4) 1 calc R U P A 2
C4_13 C 0.4343(17) 0.3671(12) 0.1511(8) 0.0293(12) Uani 0.512(4) 1 d . U P A 2
C5_13 C 0.3119(5) 0.5251(6) 0.1073(3) 0.0375(10) Uani 0.512(4) 1 d . U P A 2
H5A_13 H 0.264167 0.509727 0.065535 0.056 Uiso 0.512(4) 1 calc R U P A 2
H5B_13 H 0.359210 0.599525 0.088643 0.056 Uiso 0.512(4) 1 calc R U P A 2
H5C_13 H 0.237425 0.562617 0.140952 0.056 Uiso 0.512(4) 1 calc R U P A 2
C6_13 C 0.5694(6) 0.0133(5) 0.2500(3) 0.0514(12) Uani 0.512(4) 1 d . U P A 2
H6A_13 H 0.539701 -0.049384 0.224070 0.077 Uiso 0.512(4) 1 calc R U P A 2
H6B_13 H 0.614073 -0.047545 0.299645 0.077 Uiso 0.512(4) 1 calc R U P A 2
H6C_13 H 0.641388 0.050149 0.221952 0.077 Uiso 0.512(4) 1 calc R U P A 2
C7_13 C 0.3267(8) 0.1043(8) 0.3105(3) 0.0496(13) Uani 0.512(4) 1 d . U P A 2
H7A_13 H 0.294206 0.031525 0.294081 0.074 Uiso 0.512(4) 1 calc R U P A 2
H7B_13 H 0.240497 0.193982 0.312087 0.074 Uiso 0.512(4) 1 calc R U P A 2
H7C_13 H 0.378155 0.056956 0.360062 0.074 Uiso 0.512(4) 1 calc R U P A 2
C8_13 C 0.554(2) 0.3186(17) 0.0982(10) 0.040(2) Uani 0.512(4) 1 d . U P A 2
H8A_13 H 0.509868 0.306973 0.054259 0.060 Uiso 0.512(4) 1 calc R U P A 2
H8B_13 H 0.630464 0.221764 0.123454 0.060 Uiso 0.512(4) 1 calc R U P A 2
H8C_13 H 0.599039 0.396271 0.083011 0.060 Uiso 0.512(4) 1 calc R U P A 2
C1_4 C 0.49982(19) 0.2750(2) 0.36360(10) 0.0255(3) Uani 1 1 d . . . . .
C2_4 C 0.63292(19) 0.1781(2) 0.40932(10) 0.0284(4) Uani 1 1 d . . . . .
C3_4 C 0.6388(2) 0.1819(2) 0.48510(11) 0.0349(4) Uani 1 1 d . . . . .
H3_4 H 0.724932 0.117419 0.516512 0.042 Uiso 1 1 calc R U . . .
C4_4 C 0.5209(2) 0.2781(2) 0.51454(11) 0.0376(4) Uani 1 1 d . . . . .
H4_4 H 0.527882 0.278944 0.565126 0.045 Uiso 1 1 calc R U . . .
C5_4 C 0.3922(2) 0.3734(2) 0.46873(11) 0.0347(4) Uani 1 1 d . . . . .
H5_4 H 0.312906 0.438449 0.489046 0.042 Uiso 1 1 calc R U . . .
C6_4 C 0.37769(19) 0.3747(2) 0.39286(10) 0.0287(4) Uani 1 1 d . . . . .
C7_4 C 0.7748(2) 0.0747(2) 0.38230(11) 0.0342(4) Uani 1 1 d . . . . .
H7_4 H 0.757382 0.085978 0.328091 0.041 Uiso 1 1 calc R U . . .
C8_4 C 0.2313(2) 0.4879(2) 0.34754(12) 0.0383(4) Uani 1 1 d . . . . .
H8_4 H 0.235460 0.476666 0.295568 0.046 Uiso 1 1 calc R U . . .
C9_4 C 0.9082(2) 0.1250(3) 0.39389(12) 0.0476(6) Uani 1 1 d . . . . .
H9A_4 H 0.994663 0.065984 0.372239 0.071 Uiso 1 1 calc R U . . .
H9B_4 H 0.931351 0.107315 0.447076 0.071 Uiso 1 1 calc R U . . .
H9C_4 H 0.881738 0.233266 0.369576 0.071 Uiso 1 1 calc R U . . .
C10_4 C 0.8143(3) -0.0969(3) 0.42435(15) 0.0576(7) Uani 1 1 d . . . . .
H10A_4 H 0.898864 -0.159678 0.403006 0.086 Uiso 1 1 calc R U . . .
H10B_4 H 0.729128 -0.126816 0.419304 0.086 Uiso 1 1 calc R U . . .
H10C_4 H 0.839652 -0.111129 0.476996 0.086 Uiso 1 1 calc R U . . .
C11_4 C 0.2126(3) 0.6552(3) 0.34522(14) 0.0496(6) Uani 1 1 d . . . . .
H11A_4 H 0.125823 0.725104 0.312043 0.074 Uiso 1 1 calc R U . . .
H11B_4 H 0.300957 0.674897 0.326901 0.074 Uiso 1 1 calc R U . . .
H11C_4 H 0.199174 0.670489 0.395246 0.074 Uiso 1 1 calc R U . . .
C12_4 C 0.0931(2) 0.4541(3) 0.38136(15) 0.0586(7) Uani 1 1 d . . . . .
H12A_4 H 0.003742 0.521211 0.349345 0.088 Uiso 1 1 calc R U . . .
H12B_4 H 0.083226 0.472050 0.430969 0.088 Uiso 1 1 calc R U . . .
H12C_4 H 0.106241 0.348098 0.384824 0.088 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_1 N1_2 1.8831(15) . ?
V1_1 C1 2.1411(17) . ?
V1_1 Cl1_1 2.2258(5) . ?
V1_1 Cl2_1 2.2625(5) . ?
N1_2 C7_2 1.402(2) . ?
N1_2 C1_2 1.438(2) . ?
C2_2 C1_2 1.386(3) . ?
C2_2 C3_2 1.394(3) . ?
C2_2 H2_2 0.9300 . ?
C3_2 C4_2 1.377(3) . ?
C3_2 H3_2 0.9300 . ?
C4_2 C5_2 1.389(3) . ?
C4_2 H4_2 0.9300 . ?
C5_2 C6_2 1.378(3) . ?
C5_2 H5_2 0.9300 . ?
C6_2 C1_2 1.393(3) . ?
C6_2 H6_2 0.9300 . ?
C7_2 C8_2 1.384(2) . ?
C7_2 C12_2 1.402(2) . ?
C8_2 C9_2 1.389(3) . ?
C8_2 H8_2 0.9300 . ?
C9_2 C10_2 1.377(3) . ?
C9_2 H9_2 0.9300 . ?
C10_2 C11_2 1.382(3) . ?
C10_2 H10_2 0.9300 . ?
C11_2 C12_2 1.383(3) . ?
C11_2 H11_2 0.9300 . ?
C12_2 H12_2 0.9300 . ?
C1 N1 1.309(2) . ?
C1 C4_3 1.534(19) . ?
C1 C4_13 1.551(16) . ?
N1 C1_4 1.463(2) . ?
N1 C2_3 1.50(2) . ?
N1 C2_13 1.600(18) . ?
C2_3 C6_3 1.522(17) . ?
C2_3 C3_3 1.523(10) . ?
C2_3 C7_3 1.559(19) . ?
C3_3 C4_3 1.541(13) . ?
C3_3 H3A_3 0.9700 . ?
C3_3 H3AB_3 0.9700 . ?
C4_3 C5_3 1.490(14) . ?
C4_3 C8_3 1.57(3) . ?
C5_3 H5A_3 0.9600 . ?
C5_3 H5B_3 0.9600 . ?
C5_3 H5C_3 0.9600 . ?
C6_3 H6A_3 0.9600 . ?
C6_3 H6B_3 0.9600 . ?
C6_3 H6C_3 0.9600 . ?
C7_3 H7A_3 0.9600 . ?
C7_3 H7B_3 0.9600 . ?
C7_3 H7C_3 0.9600 . ?
C8_3 H8A_3 0.9600 . ?
C8_3 H8B_3 0.9600 . ?
C8_3 H8C_3 0.9600 . ?
C2_13 C7_13 1.485(16) . ?
C2_13 C3_13 1.519(11) . ?
C2_13 C6_13 1.528(17) . ?
C3_13 C4_13 1.543(14) . ?
C3_13 H3A_13 0.9700 . ?
C3_13 H3AB_13 0.9700 . ?
C4_13 C8_13 1.50(3) . ?
C4_13 C5_13 1.571(11) . ?
C5_13 H5A_13 0.9600 . ?
C5_13 H5B_13 0.9600 . ?
C5_13 H5C_13 0.9600 . ?
C6_13 H6A_13 0.9600 . ?
C6_13 H6B_13 0.9600 . ?
C6_13 H6C_13 0.9600 . ?
C7_13 H7A_13 0.9600 . ?
C7_13 H7B_13 0.9600 . ?
C7_13 H7C_13 0.9600 . ?
C8_13 H8A_13 0.9600 . ?
C8_13 H8B_13 0.9600 . ?
C8_13 H8C_13 0.9600 . ?
C1_4 C2_4 1.408(2) . ?
C1_4 C6_4 1.410(2) . ?
C2_4 C3_4 1.396(3) . ?
C2_4 C7_4 1.521(3) . ?
C3_4 C4_4 1.373(3) . ?
C3_4 H3_4 0.9300 . ?
C4_4 C5_4 1.378(3) . ?
C4_4 H4_4 0.9300 . ?
C5_4 C6_4 1.392(3) . ?
C5_4 H5_4 0.9300 . ?
C6_4 C8_4 1.525(3) . ?
C7_4 C9_4 1.537(3) . ?
C7_4 C10_4 1.538(3) . ?
C7_4 H7_4 0.9800 . ?
C8_4 C11_4 1.532(3) . ?
C8_4 C12_4 1.542(3) . ?
C8_4 H8_4 0.9800 . ?
C9_4 H9A_4 0.9600 . ?
C9_4 H9B_4 0.9600 . ?
C9_4 H9C_4 0.9600 . ?
C10_4 H10A_4 0.9600 . ?
C10_4 H10B_4 0.9600 . ?
C10_4 H10C_4 0.9600 . ?
C11_4 H11A_4 0.9600 . ?
C11_4 H11B_4 0.9600 . ?
C11_4 H11C_4 0.9600 . ?
C12_4 H12A_4 0.9600 . ?
C12_4 H12B_4 0.9600 . ?
C12_4 H12C_4 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1_2 V1_1 C1 106.28(6) . . ?
N1_2 V1_1 Cl1_1 109.66(5) . . ?
C1 V1_1 Cl1_1 113.01(5) . . ?
N1_2 V1_1 Cl2_1 110.75(5) . . ?
C1 V1_1 Cl2_1 102.48(5) . . ?
Cl1_1 V1_1 Cl2_1 114.23(3) . . ?
C7_2 N1_2 C1_2 114.56(13) . . ?
C7_2 N1_2 V1_1 128.89(12) . . ?
C1_2 N1_2 V1_1 115.07(11) . . ?
C1_2 C2_2 C3_2 120.16(18) . . ?
C1_2 C2_2 H2_2 119.9 . . ?
C3_2 C2_2 H2_2 119.9 . . ?
C4_2 C3_2 C2_2 120.33(19) . . ?
C4_2 C3_2 H3_2 119.8 . . ?
C2_2 C3_2 H3_2 119.8 . . ?
C3_2 C4_2 C5_2 119.62(18) . . ?
C3_2 C4_2 H4_2 120.2 . . ?
C5_2 C4_2 H4_2 120.2 . . ?
C6_2 C5_2 C4_2 120.23(19) . . ?
C6_2 C5_2 H5_2 119.9 . . ?
C4_2 C5_2 H5_2 119.9 . . ?
C5_2 C6_2 C1_2 120.54(18) . . ?
C5_2 C6_2 H6_2 119.7 . . ?
C1_2 C6_2 H6_2 119.7 . . ?
C8_2 C7_2 C12_2 117.93(16) . . ?
C8_2 C7_2 N1_2 121.01(16) . . ?
C12_2 C7_2 N1_2 121.03(16) . . ?
C7_2 C8_2 C9_2 120.99(18) . . ?
C7_2 C8_2 H8_2 119.5 . . ?
C9_2 C8_2 H8_2 119.5 . . ?
C10_2 C9_2 C8_2 120.58(18) . . ?
C10_2 C9_2 H9_2 119.7 . . ?
C8_2 C9_2 H9_2 119.7 . . ?
C9_2 C10_2 C11_2 119.15(18) . . ?
C9_2 C10_2 H10_2 120.4 . . ?
C11_2 C10_2 H10_2 120.4 . . ?
C10_2 C11_2 C12_2 120.57(18) . . ?
C10_2 C11_2 H11_2 119.7 . . ?
C12_2 C11_2 H11_2 119.7 . . ?
C11_2 C12_2 C7_2 120.77(17) . . ?
C11_2 C12_2 H12_2 119.6 . . ?
C7_2 C12_2 H12_2 119.6 . . ?
C2_2 C1_2 C6_2 119.11(17) . . ?
C2_2 C1_2 N1_2 121.21(16) . . ?
C6_2 C1_2 N1_2 119.67(16) . . ?
N1 C1 C4_3 104.5(5) . . ?
N1 C1 C4_13 111.8(5) . . ?
N1 C1 V1_1 128.65(12) . . ?
C4_3 C1 V1_1 126.9(5) . . ?
C4_13 C1 V1_1 119.4(5) . . ?
C1 N1 C1_4 124.48(14) . . ?
C1 N1 C2_3 119.4(4) . . ?
C1_4 N1 C2_3 115.7(4) . . ?
C1 N1 C2_13 110.6(4) . . ?
C1_4 N1 C2_13 124.6(4) . . ?
N1 C2_3 C6_3 114.7(11) . . ?
N1 C2_3 C3_3 99.2(10) . . ?
C6_3 C2_3 C3_3 110.0(10) . . ?
N1 C2_3 C7_3 111.2(11) . . ?
C6_3 C2_3 C7_3 106.8(11) . . ?
C3_3 C2_3 C7_3 115.1(11) . . ?
C2_3 C3_3 C4_3 105.5(10) . . ?
C2_3 C3_3 H3A_3 110.6 . . ?
C4_3 C3_3 H3A_3 110.6 . . ?
C2_3 C3_3 H3AB_3 110.6 . . ?
C4_3 C3_3 H3AB_3 110.6 . . ?
H3A_3 C3_3 H3AB_3 108.8 . . ?
C5_3 C4_3 C1 107.3(10) . . ?
C5_3 C4_3 C3_3 113.9(12) . . ?
C1 C4_3 C3_3 105.0(8) . . ?
C5_3 C4_3 C8_3 109.5(11) . . ?
C1 C4_3 C8_3 111.9(15) . . ?
C3_3 C4_3 C8_3 109.2(12) . . ?
C4_3 C5_3 H5A_3 109.5 . . ?
C4_3 C5_3 H5B_3 109.5 . . ?
H5A_3 C5_3 H5B_3 109.5 . . ?
C4_3 C5_3 H5C_3 109.5 . . ?
H5A_3 C5_3 H5C_3 109.5 . . ?
H5B_3 C5_3 H5C_3 109.5 . . ?
C2_3 C6_3 H6A_3 109.5 . . ?
C2_3 C6_3 H6B_3 109.5 . . ?
H6A_3 C6_3 H6B_3 109.5 . . ?
C2_3 C6_3 H6C_3 109.5 . . ?
H6A_3 C6_3 H6C_3 109.5 . . ?
H6B_3 C6_3 H6C_3 109.5 . . ?
C2_3 C7_3 H7A_3 109.5 . . ?
C2_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C2_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C4_3 C8_3 H8A_3 109.5 . . ?
C4_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C4_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C7_13 C2_13 C3_13 113.8(11) . . ?
C7_13 C2_13 C6_13 112.3(10) . . ?
C3_13 C2_13 C6_13 111.7(8) . . ?
C7_13 C2_13 N1 109.1(8) . . ?
C3_13 C2_13 N1 99.9(9) . . ?
C6_13 C2_13 N1 109.2(10) . . ?
C2_13 C3_13 C4_13 106.9(9) . . ?
C2_13 C3_13 H3A_13 110.3 . . ?
C4_13 C3_13 H3A_13 110.3 . . ?
C2_13 C3_13 H3AB_13 110.3 . . ?
C4_13 C3_13 H3AB_13 110.3 . . ?
H3A_13 C3_13 H3AB_13 108.6 . . ?
C8_13 C4_13 C3_13 114.2(12) . . ?
C8_13 C4_13 C1 113.2(13) . . ?
C3_13 C4_13 C1 102.0(8) . . ?
C8_13 C4_13 C5_13 107.7(11) . . ?
C3_13 C4_13 C5_13 107.8(10) . . ?
C1 C4_13 C5_13 111.8(9) . . ?
C4_13 C5_13 H5A_13 109.5 . . ?
C4_13 C5_13 H5B_13 109.5 . . ?
H5A_13 C5_13 H5B_13 109.5 . . ?
C4_13 C5_13 H5C_13 109.5 . . ?
H5A_13 C5_13 H5C_13 109.5 . . ?
H5B_13 C5_13 H5C_13 109.5 . . ?
C2_13 C6_13 H6A_13 109.5 . . ?
C2_13 C6_13 H6B_13 109.5 . . ?
H6A_13 C6_13 H6B_13 109.5 . . ?
C2_13 C6_13 H6C_13 109.5 . . ?
H6A_13 C6_13 H6C_13 109.5 . . ?
H6B_13 C6_13 H6C_13 109.5 . . ?
C2_13 C7_13 H7A_13 109.5 . . ?
C2_13 C7_13 H7B_13 109.5 . . ?
H7A_13 C7_13 H7B_13 109.5 . . ?
C2_13 C7_13 H7C_13 109.5 . . ?
H7A_13 C7_13 H7C_13 109.5 . . ?
H7B_13 C7_13 H7C_13 109.5 . . ?
C4_13 C8_13 H8A_13 109.5 . . ?
C4_13 C8_13 H8B_13 109.5 . . ?
H8A_13 C8_13 H8B_13 109.5 . . ?
C4_13 C8_13 H8C_13 109.5 . . ?
H8A_13 C8_13 H8C_13 109.5 . . ?
H8B_13 C8_13 H8C_13 109.5 . . ?
C2_4 C1_4 C6_4 121.21(16) . . ?
C2_4 C1_4 N1 120.51(15) . . ?
C6_4 C1_4 N1 118.27(15) . . ?
C3_4 C2_4 C1_4 117.69(17) . . ?
C3_4 C2_4 C7_4 116.76(16) . . ?
C1_4 C2_4 C7_4 125.47(17) . . ?
C4_4 C3_4 C2_4 121.85(17) . . ?
C4_4 C3_4 H3_4 119.1 . . ?
C2_4 C3_4 H3_4 119.1 . . ?
C3_4 C4_4 C5_4 119.64(18) . . ?
C3_4 C4_4 H4_4 120.2 . . ?
C5_4 C4_4 H4_4 120.2 . . ?
C4_4 C5_4 C6_4 121.71(18) . . ?
C4_4 C5_4 H5_4 119.1 . . ?
C6_4 C5_4 H5_4 119.1 . . ?
C5_4 C6_4 C1_4 117.88(16) . . ?
C5_4 C6_4 C8_4 116.83(17) . . ?
C1_4 C6_4 C8_4 125.27(17) . . ?
C2_4 C7_4 C9_4 110.00(18) . . ?
C2_4 C7_4 C10_4 111.59(16) . . ?
C9_4 C7_4 C10_4 109.50(18) . . ?
C2_4 C7_4 H7_4 108.6 . . ?
C9_4 C7_4 H7_4 108.6 . . ?
C10_4 C7_4 H7_4 108.6 . . ?
C6_4 C8_4 C11_4 110.67(18) . . ?
C6_4 C8_4 C12_4 111.37(17) . . ?
C11_4 C8_4 C12_4 109.19(19) . . ?
C6_4 C8_4 H8_4 108.5 . . ?
C11_4 C8_4 H8_4 108.5 . . ?
C12_4 C8_4 H8_4 108.5 . . ?
C7_4 C9_4 H9A_4 109.5 . . ?
C7_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C7_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C7_4 C10_4 H10A_4 109.5 . . ?
C7_4 C10_4 H10B_4 109.5 . . ?
H10A_4 C10_4 H10B_4 109.5 . . ?
C7_4 C10_4 H10C_4 109.5 . . ?
H10A_4 C10_4 H10C_4 109.5 . . ?
H10B_4 C10_4 H10C_4 109.5 . . ?
C8_4 C11_4 H11A_4 109.5 . . ?
C8_4 C11_4 H11B_4 109.5 . . ?
H11A_4 C11_4 H11B_4 109.5 . . ?
C8_4 C11_4 H11C_4 109.5 . . ?
H11A_4 C11_4 H11C_4 109.5 . . ?
H11B_4 C11_4 H11C_4 109.5 . . ?
C8_4 C12_4 H12A_4 109.5 . . ?
C8_4 C12_4 H12B_4 109.5 . . ?
H12A_4 C12_4 H12B_4 109.5 . . ?
C8_4 C12_4 H12C_4 109.5 . . ?
H12A_4 C12_4 H12C_4 109.5 . . ?
H12B_4 C12_4 H12C_4 109.5 . . ?

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
C1 V1_1 N1_2 C7_2 -37.49(16) . . . . ?
Cl1_1 V1_1 N1_2 C7_2 84.97(14) . . . . ?
Cl2_1 V1_1 N1_2 C7_2 -148.06(13) . . . . ?
C1 V1_1 N1_2 C1_2 157.29(12) . . . . ?
Cl1_1 V1_1 N1_2 C1_2 -80.24(12) . . . . ?
Cl2_1 V1_1 N1_2 C1_2 46.72(13) . . . . ?
C1_2 C2_2 C3_2 C4_2 -0.3(3) . . . . ?
C2_2 C3_2 C4_2 C5_2 0.6(3) . . . . ?
C3_2 C4_2 C5_2 C6_2 -0.8(3) . . . . ?
C4_2 C5_2 C6_2 C1_2 0.8(3) . . . . ?
C1_2 N1_2 C7_2 C8_2 142.46(17) . . . . ?
V1_1 N1_2 C7_2 C8_2 -22.8(2) . . . . ?
C1_2 N1_2 C7_2 C12_2 -39.3(2) . . . . ?
V1_1 N1_2 C7_2 C12_2 155.38(14) . . . . ?
C12_2 C7_2 C8_2 C9_2 -0.8(3) . . . . ?
N1_2 C7_2 C8_2 C9_2 177.42(17) . . . . ?
C7_2 C8_2 C9_2 C10_2 0.5(3) . . . . ?
C8_2 C9_2 C10_2 C11_2 -0.5(3) . . . . ?
C9_2 C10_2 C11_2 C12_2 0.8(3) . . . . ?
C10_2 C11_2 C12_2 C7_2 -1.2(3) . . . . ?
C8_2 C7_2 C12_2 C11_2 1.2(3) . . . . ?
N1_2 C7_2 C12_2 C11_2 -177.06(17) . . . . ?
C3_2 C2_2 C1_2 C6_2 0.3(3) . . . . ?
C3_2 C2_2 C1_2 N1_2 -178.98(17) . . . . ?
C5_2 C6_2 C1_2 C2_2 -0.6(3) . . . . ?
C5_2 C6_2 C1_2 N1_2 178.71(17) . . . . ?
C7_2 N1_2 C1_2 C2_2 113.18(19) . . . . ?
V1_1 N1_2 C1_2 C2_2 -79.43(19) . . . . ?
C7_2 N1_2 C1_2 C6_2 -66.1(2) . . . . ?
V1_1 N1_2 C1_2 C6_2 101.29(17) . . . . ?
C4_3 C1 N1 C1_4 -170.1(6) . . . . ?
C4_13 C1 N1 C1_4 -165.1(6) . . . . ?
V1_1 C1 N1 C1_4 10.7(2) . . . . ?
C4_3 C1 N1 C2_3 2.1(10) . . . . ?
V1_1 C1 N1 C2_3 -177.1(8) . . . . ?
C4_13 C1 N1 C2_13 8.6(8) . . . . ?
V1_1 C1 N1 C2_13 -175.5(6) . . . . ?
C1 N1 C2_3 C6_3 130.7(6) . . . . ?
C1_4 N1 C2_3 C6_3 -56.4(11) . . . . ?
C1 N1 C2_3 C3_3 13.6(12) . . . . ?
C1_4 N1 C2_3 C3_3 -173.6(5) . . . . ?
C1 N1 C2_3 C7_3 -108.0(6) . . . . ?
C1_4 N1 C2_3 C7_3 64.8(9) . . . . ?
N1 C2_3 C3_3 C4_3 -22.6(12) . . . . ?
C6_3 C2_3 C3_3 C4_3 -143.3(12) . . . . ?
C7_3 C2_3 C3_3 C4_3 96.1(14) . . . . ?
N1 C1 C4_3 C5_3 104.4(8) . . . . ?
V1_1 C1 C4_3 C5_3 -76.3(12) . . . . ?
N1 C1 C4_3 C3_3 -17.1(10) . . . . ?
V1_1 C1 C4_3 C3_3 162.2(5) . . . . ?
N1 C1 C4_3 C8_3 -135.4(8) . . . . ?
V1_1 C1 C4_3 C8_3 43.9(12) . . . . ?
C2_3 C3_3 C4_3 C5_3 -91.6(14) . . . . ?
C2_3 C3_3 C4_3 C1 25.4(13) . . . . ?
C2_3 C3_3 C4_3 C8_3 145.6(14) . . . . ?
C1 N1 C2_13 C7_13 -143.6(6) . . . . ?
C1_4 N1 C2_13 C7_13 30.2(12) . . . . ?
C1 N1 C2_13 C3_13 -23.9(9) . . . . ?
C1_4 N1 C2_13 C3_13 149.8(4) . . . . ?
C1 N1 C2_13 C6_13 93.3(6) . . . . ?
C1_4 N1 C2_13 C6_13 -92.9(7) . . . . ?
C7_13 C2_13 C3_13 C4_13 145.3(11) . . . . ?
C6_13 C2_13 C3_13 C4_13 -86.2(12) . . . . ?
N1 C2_13 C3_13 C4_13 29.2(10) . . . . ?
C2_13 C3_13 C4_13 C8_13 97.1(14) . . . . ?
C2_13 C3_13 C4_13 C1 -25.4(10) . . . . ?
C2_13 C3_13 C4_13 C5_13 -143.3(10) . . . . ?
N1 C1 C4_13 C8_13 -113.0(9) . . . . ?
V1_1 C1 C4_13 C8_13 70.8(10) . . . . ?
N1 C1 C4_13 C3_13 10.1(8) . . . . ?
V1_1 C1 C4_13 C3_13 -166.1(4) . . . . ?
N1 C1 C4_13 C5_13 125.1(7) . . . . ?
V1_1 C1 C4_13 C5_13 -51.1(11) . . . . ?
C1 N1 C1_4 C2_4 -103.0(2) . . . . ?
C2_3 N1 C1_4 C2_4 84.5(8) . . . . ?
C2_13 N1 C1_4 C2_4 84.1(7) . . . . ?
C1 N1 C1_4 C6_4 78.0(2) . . . . ?
C2_3 N1 C1_4 C6_4 -94.5(8) . . . . ?
C2_13 N1 C1_4 C6_4 -94.9(7) . . . . ?
C6_4 C1_4 C2_4 C3_4 1.2(3) . . . . ?
N1 C1_4 C2_4 C3_4 -177.75(15) . . . . ?
C6_4 C1_4 C2_4 C7_4 -175.61(16) . . . . ?
N1 C1_4 C2_4 C7_4 5.4(3) . . . . ?
C1_4 C2_4 C3_4 C4_4 -1.1(3) . . . . ?
C7_4 C2_4 C3_4 C4_4 175.96(18) . . . . ?
C2_4 C3_4 C4_4 C5_4 0.5(3) . . . . ?
C3_4 C4_4 C5_4 C6_4 0.2(3) . . . . ?
C4_4 C5_4 C6_4 C1_4 -0.1(3) . . . . ?
C4_4 C5_4 C6_4 C8_4 -178.64(18) . . . . ?
C2_4 C1_4 C6_4 C5_4 -0.6(3) . . . . ?
N1 C1_4 C6_4 C5_4 178.37(15) . . . . ?
C2_4 C1_4 C6_4 C8_4 177.78(17) . . . . ?
N1 C1_4 C6_4 C8_4 -3.2(3) . . . . ?
C3_4 C2_4 C7_4 C9_4 -58.9(2) . . . . ?
C1_4 C2_4 C7_4 C9_4 118.0(2) . . . . ?
C3_4 C2_4 C7_4 C10_4 62.8(2) . . . . ?
C1_4 C2_4 C7_4 C10_4 -120.3(2) . . . . ?
C5_4 C6_4 C8_4 C11_4 61.4(2) . . . . ?
C1_4 C6_4 C8_4 C11_4 -117.0(2) . . . . ?
C5_4 C6_4 C8_4 C12_4 -60.3(3) . . . . ?
C1_4 C6_4 C8_4 C12_4 121.3(2) . . . . ?

_refine_diff_density_max         0.457
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_compound_7
_database_code_depnum_ccdc_archive 'CCDC 2167947'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C40 H62 Cl3 N2 V), 1.5(C6 H6)'
_chemical_formula_sum            'C89 H133 Cl6 N4 V2'
_chemical_formula_weight         1573.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   13.7553(2)
_cell_length_b                   18.0303(3)
_cell_length_c                   20.1548(4)
_cell_angle_alpha                104.692(2)
_cell_angle_beta                 104.4620(10)
_cell_angle_gamma                106.0150(10)
_cell_volume                     4364.13(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    45677
_cell_measurement_theta_min      2.4410
_cell_measurement_theta_max      76.3540

_exptl_crystal_description       block
_exptl_crystal_colour            'clear orange'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_F_000             1686
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.067
_exptl_absorpt_coefficient_mu    3.814
_exptl_absorpt_correction_T_min  0.404
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            87495
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.413
_diffrn_reflns_theta_max         74.503
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             17740
_reflns_number_gt                16224
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0970P)²+2.0737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         17740
_refine_ls_number_parameters     942
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1437
_refine_ls_wR_factor_gt          0.1407
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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_1 V 0.50794(3) 0.30765(2) 0.07795(2) 0.02694(9) Uani 1 1 d . . . . .
Cl2_1 Cl 0.58305(4) 0.39820(3) 0.02834(3) 0.03693(13) Uani 1 1 d . . . . .
Cl3_1 Cl 0.47720(4) 0.18130(3) 0.01019(3) 0.03653(12) Uani 1 1 d . . . . .
Cl1_1 Cl 0.45319(4) 0.30803(4) 0.17595(3) 0.03417(12) Uani 1 1 d . . . . .
V1_2 V 0.76102(2) 0.26545(2) 0.61656(2) 0.02142(9) Uani 1 1 d . . . . .
Cl2_2 Cl 0.60169(3) 0.19332(3) 0.62235(3) 0.02740(11) Uani 1 1 d . . . . .
Cl3_2 Cl 0.92792(3) 0.34818(3) 0.69995(3) 0.02791(11) Uani 1 1 d . . . . .
Cl1_2 Cl 0.75219(4) 0.25306(3) 0.50246(2) 0.02534(10) Uani 1 1 d . . . . .
C1_3 C 0.35322(18) 0.32179(12) 0.01785(11) 0.0287(4) Uani 1 1 d . . . . .
C2_3 C 0.32327(19) 0.39570(13) 0.05211(12) 0.0335(5) Uani 1 1 d . . . . .
C3_3 C 0.2562(2) 0.40908(14) -0.01402(13) 0.0414(5) Uani 1 1 d . . . . .
H3A_3 H 0.201862 0.429287 -0.002456 0.050 Uiso 1 1 calc R U . . .
H3AB_3 H 0.301989 0.448623 -0.028566 0.050 Uiso 1 1 calc R U . . .
C4_3 C 0.2038(2) 0.32548(14) -0.07468(13) 0.0386(5) Uani 1 1 d . . . . .
C5_3 C 0.4188(2) 0.47487(13) 0.10071(13) 0.0366(5) Uani 1 1 d . . . . .
H5A_3 H 0.392876 0.517842 0.117454 0.055 Uiso 1 1 calc R U . . .
H5B_3 H 0.463667 0.490647 0.073249 0.055 Uiso 1 1 calc R U . . .
H5C_3 H 0.459887 0.465825 0.141948 0.055 Uiso 1 1 calc R U . . .
C6_3 C 0.2559(2) 0.37044(15) 0.09855(13) 0.0378(5) Uani 1 1 d . . . . .
H6A_3 H 0.222034 0.409387 0.110781 0.057 Uiso 1 1 calc R U . . .
H6B_3 H 0.301919 0.369384 0.142541 0.057 Uiso 1 1 calc R U . . .
H6C_3 H 0.201748 0.316754 0.071368 0.057 Uiso 1 1 calc R U . . .
C7_3 C 0.2003(3) 0.33206(17) -0.14874(14) 0.0497(7) Uani 1 1 d . . . . .
H7A_3 H 0.178215 0.278073 -0.183919 0.075 Uiso 1 1 calc R U . . .
H7B_3 H 0.270600 0.364803 -0.145526 0.075 Uiso 1 1 calc R U . . .
H7C_3 H 0.149929 0.357467 -0.163643 0.075 Uiso 1 1 calc R U . . .
C8_3 C 0.0897(2) 0.27802(16) -0.08043(14) 0.0431(6) Uani 1 1 d . . . . .
H8A_3 H 0.064761 0.223432 -0.115211 0.065 Uiso 1 1 calc R U . . .
H8B_3 H 0.042833 0.305757 -0.096133 0.065 Uiso 1 1 calc R U . . .
H8C_3 H 0.089612 0.275025 -0.033557 0.065 Uiso 1 1 calc R U . . .
C1_4 C 0.67328(17) 0.33668(13) 0.16135(12) 0.0295(4) Uani 1 1 d . . . . .
N1_4 N 0.28328(15) 0.28392(11) -0.04883(9) 0.0305(4) Uani 1 1 d . . . . .
C2_4 C 0.74315(18) 0.42572(14) 0.21372(12) 0.0320(4) Uani 1 1 d . . . . .
N2_4 N 0.72197(15) 0.28934(12) 0.18351(11) 0.0336(4) Uani 1 1 d . . . . .
C3_4 C 0.8110(2) 0.41535(15) 0.28117(13) 0.0376(5) Uani 1 1 d . . . . .
H3A_4 H 0.881704 0.458581 0.302595 0.045 Uiso 1 1 calc R U . . .
H3AB_4 H 0.776181 0.417668 0.317583 0.045 Uiso 1 1 calc R U . . .
C4_4 C 0.8206(2) 0.33161(16) 0.25496(14) 0.0395(5) Uani 1 1 d . . . . .
C5_4 C 0.67942(19) 0.47986(14) 0.23443(13) 0.0352(5) Uani 1 1 d . . . . .
H5A_4 H 0.728430 0.533248 0.267904 0.053 Uiso 1 1 calc R U . . .
H5B_4 H 0.632290 0.455007 0.257115 0.053 Uiso 1 1 calc R U . . .
H5C_4 H 0.637561 0.485268 0.191271 0.053 Uiso 1 1 calc R U . . .
C6_4 C 0.81537(19) 0.46712(14) 0.17581(13) 0.0368(5) Uani 1 1 d . . . . .
H6A_4 H 0.862636 0.521338 0.208554 0.055 Uiso 1 1 calc R U . . .
H6B_4 H 0.771032 0.470802 0.132583 0.055 Uiso 1 1 calc R U . . .
H6C_4 H 0.857304 0.434954 0.162736 0.055 Uiso 1 1 calc R U . . .
C7_4 C 0.8116(2) 0.28691(19) 0.30883(16) 0.0518(7) Uani 1 1 d . . . . .
H7A_4 H 0.870675 0.317416 0.353977 0.078 Uiso 1 1 calc R U . . .
H7B_4 H 0.813327 0.233122 0.289086 0.078 Uiso 1 1 calc R U . . .
H7C_4 H 0.744915 0.281891 0.317524 0.078 Uiso 1 1 calc R U . . .
C8_4 C 0.9252(2) 0.33536(18) 0.23992(16) 0.0475(6) Uani 1 1 d . . . . .
H8A_4 H 0.984874 0.361653 0.285116 0.071 Uiso 1 1 calc R U . . .
H8B_4 H 0.934557 0.366214 0.208050 0.071 Uiso 1 1 calc R U . . .
H8C_4 H 0.921682 0.280581 0.217138 0.071 Uiso 1 1 calc R U . . .
C1_5 C 0.69450(15) 0.36831(12) 0.63871(10) 0.0236(4) Uani 1 1 d . . . . .
N1_5 N 0.62646(13) 0.38946(10) 0.59563(9) 0.0232(3) Uani 1 1 d . . . . .
C2_5 C 0.70763(16) 0.41597(13) 0.71762(11) 0.0270(4) Uani 1 1 d . . . . .
C3_5 C 0.60871(17) 0.44105(14) 0.70961(12) 0.0310(4) Uani 1 1 d . . . . .
H3A_5 H 0.552114 0.401630 0.717057 0.037 Uiso 1 1 calc R U . . .
H3AB_5 H 0.627389 0.494861 0.745306 0.037 Uiso 1 1 calc R U . . .
C4_5 C 0.57126(16) 0.44290(12) 0.63253(11) 0.0264(4) Uani 1 1 d . . . . .
C5_5 C 0.81339(17) 0.49226(13) 0.74706(12) 0.0319(4) Uani 1 1 d . . . . .
H5A_5 H 0.828129 0.521230 0.797642 0.048 Uiso 1 1 calc R U . . .
H5B_5 H 0.805573 0.528008 0.719639 0.048 Uiso 1 1 calc R U . . .
H5C_5 H 0.871864 0.474711 0.742088 0.048 Uiso 1 1 calc R U . . .
C6_5 C 0.71517(19) 0.36826(14) 0.77026(11) 0.0329(4) Uani 1 1 d . . . . .
H6A_5 H 0.721416 0.402246 0.817442 0.049 Uiso 1 1 calc R U . . .
H6B_5 H 0.777299 0.352871 0.774320 0.049 Uiso 1 1 calc R U . . .
H6C_5 H 0.651525 0.319695 0.752106 0.049 Uiso 1 1 calc R U . . .
C7_5 C 0.60684(18) 0.52898(13) 0.62809(14) 0.0340(5) Uani 1 1 d . . . . .
H7A_5 H 0.571130 0.560438 0.651625 0.051 Uiso 1 1 calc R U . . .
H7B_5 H 0.588397 0.524970 0.577788 0.051 Uiso 1 1 calc R U . . .
H7C_5 H 0.683364 0.555673 0.652060 0.051 Uiso 1 1 calc R U . . .
C8_5 C 0.44906(17) 0.40426(14) 0.59683(13) 0.0324(4) Uani 1 1 d . . . . .
H8A_5 H 0.416748 0.436887 0.622793 0.049 Uiso 1 1 calc R U . . .
H8B_5 H 0.424535 0.349601 0.598252 0.049 Uiso 1 1 calc R U . . .
H8C_5 H 0.428944 0.401968 0.546981 0.049 Uiso 1 1 calc R U . . .
C1_6 C 0.82765(14) 0.16485(12) 0.62982(10) 0.0234(4) Uani 1 1 d . . . . .
N1_6 N 0.88601(13) 0.13281(10) 0.59760(9) 0.0230(3) Uani 1 1 d . . . . .
C2_6 C 0.82682(16) 0.13444(13) 0.69462(11) 0.0277(4) Uani 1 1 d . . . . .
C3_6 C 0.92599(17) 0.10891(14) 0.70864(12) 0.0312(4) Uani 1 1 d . . . . .
H3A_6 H 0.988222 0.154044 0.745701 0.037 Uiso 1 1 calc R U . . .
H3AB_6 H 0.912511 0.062234 0.725185 0.037 Uiso 1 1 calc R U . . .
C4_6 C 0.94571(16) 0.08614(13) 0.63640(11) 0.0271(4) Uani 1 1 d . . . . .
C5_6 C 0.72121(17) 0.05946(13) 0.66932(12) 0.0314(4) Uani 1 1 d . . . . .
H5A_6 H 0.720489 0.036864 0.707575 0.047 Uiso 1 1 calc R U . . .
H5B_6 H 0.716925 0.018444 0.626516 0.047 Uiso 1 1 calc R U . . .
H5C_6 H 0.660707 0.076566 0.658168 0.047 Uiso 1 1 calc R U . . .
C6_6 C 0.83165(18) 0.19705(14) 0.76390(11) 0.0321(4) Uani 1 1 d . . . . .
H6A_6 H 0.835917 0.173898 0.802022 0.048 Uiso 1 1 calc R U . . .
H6B_6 H 0.768013 0.210625 0.754137 0.048 Uiso 1 1 calc R U . . .
H6C_6 H 0.894061 0.245896 0.779014 0.048 Uiso 1 1 calc R U . . .
C7_6 C 0.90066(19) -0.00632(14) 0.59338(13) 0.0345(5) Uani 1 1 d . . . . .
H7A_6 H 0.942585 -0.032387 0.617854 0.052 Uiso 1 1 calc R U . . .
H7B_6 H 0.904010 -0.015267 0.545113 0.052 Uiso 1 1 calc R U . . .
H7C_6 H 0.827140 -0.029306 0.590216 0.052 Uiso 1 1 calc R U . . .
C8_6 C 1.06500(17) 0.11850(15) 0.64686(13) 0.0335(5) Uani 1 1 d . . . . .
H8A_6 H 1.101106 0.090549 0.673066 0.050 Uiso 1 1 calc R U . . .
H8B_6 H 1.095388 0.176458 0.674101 0.050 Uiso 1 1 calc R U . . .
H8C_6 H 1.073795 0.108902 0.600019 0.050 Uiso 1 1 calc R U . . .
C1_7 C 0.69567(19) 0.20236(15) 0.14136(14) 0.0376(5) Uani 1 1 d . . . . .
C2_7 C 0.6305(2) 0.13923(16) 0.15766(16) 0.0450(6) Uani 1 1 d . . . . .
C3_7 C 0.6125(3) 0.05868(18) 0.1165(2) 0.0581(8) Uani 1 1 d . . . . .
H3_7 H 0.569578 0.015590 0.125924 0.070 Uiso 1 1 calc R U . . .
C4_7 C 0.6556(3) 0.04061(18) 0.0628(2) 0.0620(8) Uani 1 1 d . . . . .
H4_7 H 0.642254 -0.013847 0.036736 0.074 Uiso 1 1 calc R U . . .
C5_7 C 0.7183(3) 0.10292(18) 0.04785(18) 0.0549(7) Uani 1 1 d . . . . .
H5_7 H 0.746801 0.090129 0.011077 0.066 Uiso 1 1 calc R U . . .
C6_7 C 0.7406(2) 0.18531(15) 0.08634(15) 0.0421(5) Uani 1 1 d . . . . .
C7_7 C 0.5717(2) 0.15158(19) 0.21159(17) 0.0497(7) Uani 1 1 d . . . . .
H7_7 H 0.589821 0.210741 0.234737 0.060 Uiso 1 1 calc R U . . .
C8_7 C 0.4494(2) 0.1111(2) 0.1718(2) 0.0627(9) Uani 1 1 d . . . . .
H8A_7 H 0.413123 0.120085 0.206342 0.094 Uiso 1 1 calc R U . . .
H8B_7 H 0.430426 0.053133 0.148464 0.094 Uiso 1 1 calc R U . . .
H8C_7 H 0.428190 0.134919 0.135603 0.094 Uiso 1 1 calc R U . . .
C9_7 C 0.6024(3) 0.1153(2) 0.2721(2) 0.0666(9) Uani 1 1 d . . . . .
H9A_7 H 0.571353 0.131440 0.308480 0.100 Uiso 1 1 calc R U . . .
H9B_7 H 0.679391 0.135491 0.294328 0.100 Uiso 1 1 calc R U . . .
H9C_7 H 0.575605 0.056344 0.251094 0.100 Uiso 1 1 calc R U . . .
C10_7 C 0.8049(2) 0.24897(17) 0.06159(16) 0.0475(6) Uani 1 1 d . . . . .
H10_7 H 0.818194 0.303556 0.095118 0.057 Uiso 1 1 calc R U . . .
C11_7 C 0.7402(3) 0.2414(2) -0.01451(18) 0.0583(7) Uani 1 1 d . . . . .
H11A_7 H 0.784239 0.277871 -0.031737 0.088 Uiso 1 1 calc R U . . .
H11B_7 H 0.678362 0.255743 -0.012874 0.088 Uiso 1 1 calc R U . . .
H11C_7 H 0.716991 0.185804 -0.046987 0.088 Uiso 1 1 calc R U . . .
C12_7 C 0.9149(3) 0.2428(2) 0.0626(2) 0.0681(9) Uani 1 1 d . . . . .
H12A_7 H 0.956651 0.289325 0.053954 0.102 Uiso 1 1 calc R U . . .
H12B_7 H 0.903927 0.193102 0.025196 0.102 Uiso 1 1 calc R U . . .
H12C_7 H 0.952647 0.242298 0.109422 0.102 Uiso 1 1 calc R U . . .
C1_8 C 0.26961(18) 0.20340(13) -0.09789(11) 0.0299(4) Uani 1 1 d . . . . .
C2_8 C 0.31954(19) 0.19807(14) -0.15045(11) 0.0349(5) Uani 1 1 d . . . . .
C3_8 C 0.2993(2) 0.11972(15) -0.19779(12) 0.0392(5) Uani 1 1 d . . . . .
H3_8 H 0.331801 0.114701 -0.233154 0.047 Uiso 1 1 calc R U . . .
C4_8 C 0.2327(2) 0.04978(15) -0.19365(12) 0.0398(5) Uani 1 1 d . . . . .
H4_8 H 0.220085 -0.001655 -0.226127 0.048 Uiso 1 1 calc R U . . .
C5_8 C 0.1847(2) 0.05642(13) -0.14082(12) 0.0356(5) Uani 1 1 d . . . . .
H5_8 H 0.140062 0.008968 -0.137941 0.043 Uiso 1 1 calc R U . . .
C6_8 C 0.20174(18) 0.13273(13) -0.09191(11) 0.0303(4) Uani 1 1 d . . . . .
C7_8 C 0.4021(2) 0.27084(16) -0.15613(12) 0.0436(6) Uani 1 1 d . . . . .
H7_8 H 0.410308 0.321160 -0.118611 0.052 Uiso 1 1 calc R U . . .
C8_8 C 0.3672(3) 0.28085(19) -0.23131(14) 0.0565(8) Uani 1 1 d . . . . .
H8A_8 H 0.417618 0.330267 -0.230533 0.085 Uiso 1 1 calc R U . . .
H8B_8 H 0.296798 0.284100 -0.241870 0.085 Uiso 1 1 calc R U . . .
H8C_8 H 0.365533 0.234394 -0.268290 0.085 Uiso 1 1 calc R U . . .
C9_8 C 0.5110(2) 0.2608(2) -0.14180(15) 0.0551(7) Uani 1 1 d . . . . .
H9A_8 H 0.564458 0.310178 -0.138502 0.083 Uiso 1 1 calc R U . . .
H9B_8 H 0.506566 0.215345 -0.181112 0.083 Uiso 1 1 calc R U . . .
H9C_8 H 0.530742 0.250544 -0.096759 0.083 Uiso 1 1 calc R U . . .
C10_8 C 0.15092(19) 0.13315(13) -0.03275(12) 0.0340(5) Uani 1 1 d . . . . .
H10_8 H 0.161999 0.190293 -0.006591 0.041 Uiso 1 1 calc R U . . .
C11_8 C 0.2059(2) 0.09959(16) 0.02224(13) 0.0413(5) Uani 1 1 d . . . . .
H11A_8 H 0.174144 0.101494 0.059683 0.062 Uiso 1 1 calc R U . . .
H11B_8 H 0.281333 0.132495 0.043889 0.062 Uiso 1 1 calc R U . . .
H11C_8 H 0.196770 0.043736 -0.002357 0.062 Uiso 1 1 calc R U . . .
C12_8 C 0.0289(2) 0.08355(17) -0.06430(16) 0.0450(6) Uani 1 1 d . . . . .
H12A_8 H -0.000623 0.090176 -0.025713 0.067 Uiso 1 1 calc R U . . .
H12B_8 H 0.016402 0.026411 -0.086564 0.067 Uiso 1 1 calc R U . . .
H12C_8 H -0.005094 0.103156 -0.100283 0.067 Uiso 1 1 calc R U . . .
C1_9 C 0.60923(15) 0.37431(12) 0.51803(10) 0.0237(4) Uani 1 1 d . . . . .
C2_9 C 0.68314(16) 0.42998(12) 0.49963(11) 0.0263(4) Uani 1 1 d . . . . .
C3_9 C 0.66331(18) 0.41923(14) 0.42603(12) 0.0309(4) Uani 1 1 d . . . . .
H3_9 H 0.710579 0.455619 0.412776 0.037 Uiso 1 1 calc R U . . .
C4_9 C 0.57490(19) 0.35566(15) 0.37212(12) 0.0336(5) Uani 1 1 d . . . . .
H4_9 H 0.562811 0.349818 0.323247 0.040 Uiso 1 1 calc R U . . .
C5_9 C 0.50475(17) 0.30097(14) 0.39112(12) 0.0306(4) Uani 1 1 d . . . . .
H5_9 H 0.446089 0.257923 0.354469 0.037 Uiso 1 1 calc R U . . .
C6_9 C 0.51948(16) 0.30853(12) 0.46380(11) 0.0259(4) Uani 1 1 d . . . . .
C7_9 C 0.78731(16) 0.49779(13) 0.55410(12) 0.0283(4) Uani 1 1 d . . . . .
H7_9 H 0.788628 0.500112 0.603439 0.034 Uiso 1 1 calc R U . . .
C8_9 C 0.88446(18) 0.47800(15) 0.54292(15) 0.0378(5) Uani 1 1 d . . . . .
H8A_9 H 0.949492 0.519945 0.578822 0.057 Uiso 1 1 calc R U . . .
H8B_9 H 0.884970 0.475876 0.494934 0.057 Uiso 1 1 calc R U . . .
H8C_9 H 0.879938 0.425738 0.547978 0.057 Uiso 1 1 calc R U . . .
C9_9 C 0.79606(19) 0.58277(14) 0.54847(14) 0.0356(5) Uani 1 1 d . . . . .
H9A_9 H 0.862919 0.623405 0.583420 0.053 Uiso 1 1 calc R U . . .
H9B_9 H 0.737187 0.596430 0.558319 0.053 Uiso 1 1 calc R U . . .
H9C_9 H 0.793548 0.581485 0.500141 0.053 Uiso 1 1 calc R U . . .
C10_9 C 0.44288(15) 0.24063(12) 0.47828(11) 0.0267(4) Uani 1 1 d . . . . .
H10_9 H 0.462647 0.253511 0.531212 0.032 Uiso 1 1 calc R U . . .
C11_9 C 0.45380(17) 0.15822(13) 0.44461(12) 0.0311(4) Uani 1 1 d . . . . .
H11A_9 H 0.416432 0.117964 0.461798 0.047 Uiso 1 1 calc R U . . .
H11B_9 H 0.528587 0.164924 0.458601 0.047 Uiso 1 1 calc R U . . .
H11C_9 H 0.423205 0.140190 0.392348 0.047 Uiso 1 1 calc R U . . .
C12_9 C 0.32458(16) 0.23150(14) 0.44697(13) 0.0334(5) Uani 1 1 d . . . . .
H12A_9 H 0.280528 0.191875 0.461589 0.050 Uiso 1 1 calc R U . . .
H12B_9 H 0.301907 0.213302 0.394620 0.050 Uiso 1 1 calc R U . . .
H12C_9 H 0.317389 0.283613 0.465119 0.050 Uiso 1 1 calc R U . . .
C1_10 C 0.89124(15) 0.13224(11) 0.52583(10) 0.0223(4) Uani 1 1 d . . . . .
C2_10 C 0.81004(15) 0.06885(11) 0.46401(10) 0.0226(4) Uani 1 1 d . . . . .
C3_10 C 0.81731(17) 0.06599(12) 0.39565(11) 0.0279(4) Uani 1 1 d . . . . .
H3_10 H 0.764539 0.024879 0.353959 0.034 Uiso 1 1 calc R U . . .
C4_10 C 0.90116(18) 0.12286(14) 0.38855(12) 0.0316(4) Uani 1 1 d . . . . .
H4_10 H 0.904949 0.119413 0.342490 0.038 Uiso 1 1 calc R U . . .
C5_10 C 0.97942(17) 0.18487(13) 0.44991(12) 0.0293(4) Uani 1 1 d . . . . .
H5_10 H 1.035639 0.222737 0.444488 0.035 Uiso 1 1 calc R U . . .
C6_10 C 0.97617(15) 0.19208(12) 0.51993(11) 0.0243(4) Uani 1 1 d . . . . .
C7_10 C 0.71240(15) 0.00588(12) 0.46641(11) 0.0239(4) Uani 1 1 d . . . . .
H7_10 H 0.726585 0.008685 0.517283 0.029 Uiso 1 1 calc R U . . .
C8_10 C 0.61152(16) 0.02661(13) 0.44305(14) 0.0331(5) Uani 1 1 d . . . . .
H8A_10 H 0.551281 -0.013858 0.445221 0.050 Uiso 1 1 calc R U . . .
H8B_10 H 0.597245 0.026791 0.393984 0.050 Uiso 1 1 calc R U . . .
H8C_10 H 0.622680 0.079924 0.475284 0.050 Uiso 1 1 calc R U . . .
C9_10 C 0.69307(18) -0.08242(12) 0.42063(12) 0.0311(4) Uani 1 1 d . . . . .
H9A_10 H 0.636757 -0.120322 0.428749 0.047 Uiso 1 1 calc R U . . .
H9B_10 H 0.758058 -0.093581 0.434704 0.047 Uiso 1 1 calc R U . . .
H9C_10 H 0.672299 -0.088602 0.369811 0.047 Uiso 1 1 calc R U . . .
C10_10 C 1.06018(15) 0.26727(12) 0.58262(11) 0.0259(4) Uani 1 1 d . . . . .
H10_10 H 1.049230 0.264340 0.628246 0.031 Uiso 1 1 calc R U . . .
C11_10 C 1.04689(17) 0.34591(13) 0.57254(12) 0.0303(4) Uani 1 1 d . . . . .
H11A_10 H 1.099214 0.392966 0.612987 0.045 Uiso 1 1 calc R U . . .
H11B_10 H 0.975786 0.344325 0.570339 0.045 Uiso 1 1 calc R U . . .
H11C_10 H 1.057351 0.349631 0.527976 0.045 Uiso 1 1 calc R U . . .
C12_10 C 1.17609(16) 0.27275(14) 0.58919(13) 0.0319(4) Uani 1 1 d . . . . .
H12A_10 H 1.225903 0.318420 0.631828 0.048 Uiso 1 1 calc R U . . .
H12B_10 H 1.190060 0.280434 0.546585 0.048 Uiso 1 1 calc R U . . .
H12C_10 H 1.184582 0.222818 0.593258 0.048 Uiso 1 1 calc R U . . .
C1_11 C 1.1437(3) 0.2612(2) 0.26765(19) 0.0557(7) Uani 1 1 d . . . . .
H1_11 H 1.138003 0.312731 0.281052 0.067 Uiso 1 1 calc R U . . .
C2_11 C 1.0759(2) 0.19735(19) 0.27891(18) 0.0523(7) Uani 1 1 d . . . . .
H2_11 H 1.025537 0.206109 0.300251 0.063 Uiso 1 1 calc R U . . .
C3_11 C 1.0825(2) 0.12086(19) 0.25876(18) 0.0549(7) Uani 1 1 d . . . . .
H3_11 H 1.034552 0.076918 0.264141 0.066 Uiso 1 1 calc R U . . .
C4_11 C 1.1616(3) 0.1098(2) 0.23016(18) 0.0640(8) Uani 1 1 d . . . . .
H4_11 H 1.169541 0.059002 0.218272 0.077 Uiso 1 1 calc R U . . .
C5_11 C 1.2288(3) 0.1758(2) 0.21956(17) 0.0621(8) Uani 1 1 d . . . . .
H5_11 H 1.281511 0.168954 0.199972 0.075 Uiso 1 1 calc R U . . .
C6_11 C 1.2179(2) 0.2506(2) 0.23771(17) 0.0537(7) Uani 1 1 d . . . . .
H6_11 H 1.261803 0.294074 0.229339 0.064 Uiso 1 1 calc R U . . .
C1_12 C 1.0789(3) 0.5424(2) 0.97852(16) 0.0528(7) Uani 1 1 d . . . . .
H1_12 H 1.132610 0.571140 0.964345 0.063 Uiso 1 1 calc R U . . .
C3_12 C 0.9183(3) 0.4293(2) 0.94989(15) 0.0521(7) Uani 1 1 d . . . . .
H3_12 H 0.863128 0.381468 0.916343 0.063 Uiso 1 1 calc R U . . .
C2_12 C 0.9969(3) 0.47189(19) 0.92862(15) 0.0516(7) Uani 1 1 d . . . . .
H2_12 H 0.994743 0.453161 0.880627 0.062 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_1 Cl3_1 2.1990(6) . ?
V1_1 Cl2_1 2.2684(6) . ?
V1_1 Cl1_1 2.2820(6) . ?
V1_1 C1_3 2.287(2) . ?
V1_1 C1_4 2.293(2) . ?
V1_2 Cl1_2 2.2222(5) . ?
V1_2 Cl2_2 2.2671(5) . ?
V1_2 C1_5 2.280(2) . ?
V1_2 Cl3_2 2.2873(5) . ?
V1_2 C1_6 2.290(2) . ?
C1_3 N1_4 1.313(3) . ?
C1_3 C2_3 1.549(3) . ?
C2_3 C5_3 1.529(3) . ?
C2_3 C3_3 1.535(3) . ?
C2_3 C6_3 1.536(3) . ?
C3_3 C4_3 1.520(3) . ?
C3_3 H3A_3 0.9700 . ?
C3_3 H3AB_3 0.9700 . ?
C4_3 C7_3 1.517(4) . ?
C4_3 C8_3 1.526(4) . ?
C4_3 N1_4 1.547(3) . ?
C5_3 H5A_3 0.9600 . ?
C5_3 H5B_3 0.9600 . ?
C5_3 H5C_3 0.9600 . ?
C6_3 H6A_3 0.9600 . ?
C6_3 H6B_3 0.9600 . ?
C6_3 H6C_3 0.9600 . ?
C7_3 H7A_3 0.9600 . ?
C7_3 H7B_3 0.9600 . ?
C7_3 H7C_3 0.9600 . ?
C8_3 H8A_3 0.9600 . ?
C8_3 H8B_3 0.9600 . ?
C8_3 H8C_3 0.9600 . ?
C1_4 N2_4 1.318(3) . ?
C1_4 C2_4 1.548(3) . ?
N1_4 C1_8 1.466(3) . ?
C2_4 C5_4 1.531(3) . ?
C2_4 C3_4 1.532(3) . ?
C2_4 C6_4 1.545(3) . ?
N2_4 C1_7 1.473(3) . ?
N2_4 C4_4 1.547(3) . ?
C3_4 C4_4 1.522(3) . ?
C3_4 H3A_4 0.9700 . ?
C3_4 H3AB_4 0.9700 . ?
C4_4 C7_4 1.517(4) . ?
C4_4 C8_4 1.529(4) . ?
C5_4 H5A_4 0.9600 . ?
C5_4 H5B_4 0.9600 . ?
C5_4 H5C_4 0.9600 . ?
C6_4 H6A_4 0.9600 . ?
C6_4 H6B_4 0.9600 . ?
C6_4 H6C_4 0.9600 . ?
C7_4 H7A_4 0.9600 . ?
C7_4 H7B_4 0.9600 . ?
C7_4 H7C_4 0.9600 . ?
C8_4 H8A_4 0.9600 . ?
C8_4 H8B_4 0.9600 . ?
C8_4 H8C_4 0.9600 . ?
C1_5 N1_5 1.317(3) . ?
C1_5 C2_5 1.542(3) . ?
N1_5 C1_9 1.463(2) . ?
N1_5 C4_5 1.543(2) . ?
C2_5 C6_5 1.528(3) . ?
C2_5 C3_5 1.533(3) . ?
C2_5 C5_5 1.553(3) . ?
C3_5 C4_5 1.522(3) . ?
C3_5 H3A_5 0.9700 . ?
C3_5 H3AB_5 0.9700 . ?
C4_5 C8_5 1.524(3) . ?
C4_5 C7_5 1.526(3) . ?
C5_5 H5A_5 0.9600 . ?
C5_5 H5B_5 0.9600 . ?
C5_5 H5C_5 0.9600 . ?
C6_5 H6A_5 0.9600 . ?
C6_5 H6B_5 0.9600 . ?
C6_5 H6C_5 0.9600 . ?
C7_5 H7A_5 0.9600 . ?
C7_5 H7B_5 0.9600 . ?
C7_5 H7C_5 0.9600 . ?
C8_5 H8A_5 0.9600 . ?
C8_5 H8B_5 0.9600 . ?
C8_5 H8C_5 0.9600 . ?
C1_6 N1_6 1.314(3) . ?
C1_6 C2_6 1.541(3) . ?
N1_6 C1_10 1.464(2) . ?
N1_6 C4_6 1.545(2) . ?
C2_6 C6_6 1.530(3) . ?
C2_6 C3_6 1.540(3) . ?
C2_6 C5_6 1.547(3) . ?
C3_6 C4_6 1.522(3) . ?
C3_6 H3A_6 0.9700 . ?
C3_6 H3AB_6 0.9700 . ?
C4_6 C8_6 1.521(3) . ?
C4_6 C7_6 1.531(3) . ?
C5_6 H5A_6 0.9600 . ?
C5_6 H5B_6 0.9600 . ?
C5_6 H5C_6 0.9600 . ?
C6_6 H6A_6 0.9600 . ?
C6_6 H6B_6 0.9600 . ?
C6_6 H6C_6 0.9600 . ?
C7_6 H7A_6 0.9600 . ?
C7_6 H7B_6 0.9600 . ?
C7_6 H7C_6 0.9600 . ?
C8_6 H8A_6 0.9600 . ?
C8_6 H8B_6 0.9600 . ?
C8_6 H8C_6 0.9600 . ?
C1_7 C6_7 1.407(4) . ?
C1_7 C2_7 1.408(4) . ?
C2_7 C3_7 1.395(4) . ?
C2_7 C7_7 1.517(4) . ?
C3_7 C4_7 1.370(5) . ?
C3_7 H3_7 0.9300 . ?
C4_7 C5_7 1.365(5) . ?
C4_7 H4_7 0.9300 . ?
C5_7 C6_7 1.396(4) . ?
C5_7 H5_7 0.9300 . ?
C6_7 C10_7 1.516(4) . ?
C7_7 C8_7 1.535(4) . ?
C7_7 C9_7 1.548(4) . ?
C7_7 H7_7 0.9800 . ?
C8_7 H8A_7 0.9600 . ?
C8_7 H8B_7 0.9600 . ?
C8_7 H8C_7 0.9600 . ?
C9_7 H9A_7 0.9600 . ?
C9_7 H9B_7 0.9600 . ?
C9_7 H9C_7 0.9600 . ?
C10_7 C11_7 1.519(5) . ?
C10_7 C12_7 1.543(4) . ?
C10_7 H10_7 0.9800 . ?
C11_7 H11A_7 0.9600 . ?
C11_7 H11B_7 0.9600 . ?
C11_7 H11C_7 0.9600 . ?
C12_7 H12A_7 0.9600 . ?
C12_7 H12B_7 0.9600 . ?
C12_7 H12C_7 0.9600 . ?
C1_8 C2_8 1.397(3) . ?
C1_8 C6_8 1.410(3) . ?
C2_8 C3_8 1.397(3) . ?
C2_8 C7_8 1.531(3) . ?
C3_8 C4_8 1.375(4) . ?
C3_8 H3_8 0.9300 . ?
C4_8 C5_8 1.384(3) . ?
C4_8 H4_8 0.9300 . ?
C5_8 C6_8 1.392(3) . ?
C5_8 H5_8 0.9300 . ?
C6_8 C10_8 1.525(3) . ?
C7_8 C9_8 1.524(4) . ?
C7_8 C8_8 1.543(3) . ?
C7_8 H7_8 0.9800 . ?
C8_8 H8A_8 0.9600 . ?
C8_8 H8B_8 0.9600 . ?
C8_8 H8C_8 0.9600 . ?
C9_8 H9A_8 0.9600 . ?
C9_8 H9B_8 0.9600 . ?
C9_8 H9C_8 0.9600 . ?
C10_8 C11_8 1.530(3) . ?
C10_8 C12_8 1.540(3) . ?
C10_8 H10_8 0.9800 . ?
C11_8 H11A_8 0.9600 . ?
C11_8 H11B_8 0.9600 . ?
C11_8 H11C_8 0.9600 . ?
C12_8 H12A_8 0.9600 . ?
C12_8 H12B_8 0.9600 . ?
C12_8 H12C_8 0.9600 . ?
C1_9 C6_9 1.409(3) . ?
C1_9 C2_9 1.412(3) . ?
C2_9 C3_9 1.391(3) . ?
C2_9 C7_9 1.523(3) . ?
C3_9 C4_9 1.383(3) . ?
C3_9 H3_9 0.9300 . ?
C4_9 C5_9 1.379(3) . ?
C4_9 H4_9 0.9300 . ?
C5_9 C6_9 1.393(3) . ?
C5_9 H5_9 0.9300 . ?
C6_9 C10_9 1.522(3) . ?
C7_9 C8_9 1.529(3) . ?
C7_9 C9_9 1.539(3) . ?
C7_9 H7_9 0.9800 . ?
C8_9 H8A_9 0.9600 . ?
C8_9 H8B_9 0.9600 . ?
C8_9 H8C_9 0.9600 . ?
C9_9 H9A_9 0.9600 . ?
C9_9 H9B_9 0.9600 . ?
C9_9 H9C_9 0.9600 . ?
C10_9 C11_9 1.534(3) . ?
C10_9 C12_9 1.536(3) . ?
C10_9 H10_9 0.9800 . ?
C11_9 H11A_9 0.9600 . ?
C11_9 H11B_9 0.9600 . ?
C11_9 H11C_9 0.9600 . ?
C12_9 H12A_9 0.9600 . ?
C12_9 H12B_9 0.9600 . ?
C12_9 H12C_9 0.9600 . ?
C1_10 C6_10 1.408(3) . ?
C1_10 C2_10 1.409(3) . ?
C2_10 C3_10 1.395(3) . ?
C2_10 C7_10 1.521(3) . ?
C3_10 C4_10 1.381(3) . ?
C3_10 H3_10 0.9300 . ?
C4_10 C5_10 1.381(3) . ?
C4_10 H4_10 0.9300 . ?
C5_10 C6_10 1.397(3) . ?
C5_10 H5_10 0.9300 . ?
C6_10 C10_10 1.519(3) . ?
C7_10 C8_10 1.528(3) . ?
C7_10 C9_10 1.535(3) . ?
C7_10 H7_10 0.9800 . ?
C8_10 H8A_10 0.9600 . ?
C8_10 H8B_10 0.9600 . ?
C8_10 H8C_10 0.9600 . ?
C9_10 H9A_10 0.9600 . ?
C9_10 H9B_10 0.9600 . ?
C9_10 H9C_10 0.9600 . ?
C10_10 C11_10 1.535(3) . ?
C10_10 C12_10 1.540(3) . ?
C10_10 H10_10 0.9800 . ?
C11_10 H11A_10 0.9600 . ?
C11_10 H11B_10 0.9600 . ?
C11_10 H11C_10 0.9600 . ?
C12_10 H12A_10 0.9600 . ?
C12_10 H12B_10 0.9600 . ?
C12_10 H12C_10 0.9600 . ?
C1_11 C6_11 1.341(4) . ?
C1_11 C2_11 1.376(4) . ?
C1_11 H1_11 0.9300 . ?
C2_11 C3_11 1.370(5) . ?
C2_11 H2_11 0.9300 . ?
C3_11 C4_11 1.390(5) . ?
C3_11 H3_11 0.9300 . ?
C4_11 C5_11 1.392(5) . ?
C4_11 H4_11 0.9300 . ?
C5_11 C6_11 1.364(5) . ?
C5_11 H5_11 0.9300 . ?
C6_11 H6_11 0.9300 . ?
C1_12 C2_12 1.376(5) . ?
C1_12 C3_12 1.390(4) 2_767 ?
C1_12 H1_12 0.9300 . ?
C3_12 C2_12 1.371(5) . ?
C3_12 H3_12 0.9300 . ?
C2_12 H2_12 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl3_1 V1_1 Cl2_1 110.12(3) . . ?
Cl3_1 V1_1 Cl1_1 110.68(2) . . ?
Cl2_1 V1_1 Cl1_1 139.19(3) . . ?
Cl3_1 V1_1 C1_3 99.15(5) . . ?
Cl2_1 V1_1 C1_3 82.67(5) . . ?
Cl1_1 V1_1 C1_3 90.38(5) . . ?
Cl3_1 V1_1 C1_4 99.74(6) . . ?
Cl2_1 V1_1 C1_4 90.87(5) . . ?
Cl1_1 V1_1 C1_4 82.93(5) . . ?
C1_3 V1_1 C1_4 161.11(8) . . ?
Cl1_2 V1_2 Cl2_2 112.12(2) . . ?
Cl1_2 V1_2 C1_5 98.27(5) . . ?
Cl2_2 V1_2 C1_5 81.07(5) . . ?
Cl1_2 V1_2 Cl3_2 112.57(2) . . ?
Cl2_2 V1_2 Cl3_2 135.30(2) . . ?
C1_5 V1_2 Cl3_2 92.35(5) . . ?
Cl1_2 V1_2 C1_6 99.43(5) . . ?
Cl2_2 V1_2 C1_6 91.38(5) . . ?
C1_5 V1_2 C1_6 162.27(7) . . ?
Cl3_2 V1_2 C1_6 81.73(5) . . ?
N1_4 C1_3 C2_3 106.10(18) . . ?
N1_4 C1_3 V1_1 132.79(16) . . ?
C2_3 C1_3 V1_1 120.50(14) . . ?
C5_3 C2_3 C3_3 110.23(19) . . ?
C5_3 C2_3 C6_3 108.04(19) . . ?
C3_3 C2_3 C6_3 111.4(2) . . ?
C5_3 C2_3 C1_3 115.22(19) . . ?
C3_3 C2_3 C1_3 104.05(18) . . ?
C6_3 C2_3 C1_3 107.85(18) . . ?
C4_3 C3_3 C2_3 105.88(18) . . ?
C4_3 C3_3 H3A_3 110.6 . . ?
C2_3 C3_3 H3A_3 110.6 . . ?
C4_3 C3_3 H3AB_3 110.6 . . ?
C2_3 C3_3 H3AB_3 110.6 . . ?
H3A_3 C3_3 H3AB_3 108.7 . . ?
C7_3 C4_3 C3_3 112.1(2) . . ?
C7_3 C4_3 C8_3 108.1(2) . . ?
C3_3 C4_3 C8_3 113.6(2) . . ?
C7_3 C4_3 N1_4 111.3(2) . . ?
C3_3 C4_3 N1_4 99.91(17) . . ?
C8_3 C4_3 N1_4 111.75(18) . . ?
C2_3 C5_3 H5A_3 109.5 . . ?
C2_3 C5_3 H5B_3 109.5 . . ?
H5A_3 C5_3 H5B_3 109.5 . . ?
C2_3 C5_3 H5C_3 109.5 . . ?
H5A_3 C5_3 H5C_3 109.5 . . ?
H5B_3 C5_3 H5C_3 109.5 . . ?
C2_3 C6_3 H6A_3 109.5 . . ?
C2_3 C6_3 H6B_3 109.5 . . ?
H6A_3 C6_3 H6B_3 109.5 . . ?
C2_3 C6_3 H6C_3 109.5 . . ?
H6A_3 C6_3 H6C_3 109.5 . . ?
H6B_3 C6_3 H6C_3 109.5 . . ?
C4_3 C7_3 H7A_3 109.5 . . ?
C4_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C4_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C4_3 C8_3 H8A_3 109.5 . . ?
C4_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C4_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
N2_4 C1_4 C2_4 106.01(19) . . ?
N2_4 C1_4 V1_1 132.36(16) . . ?
C2_4 C1_4 V1_1 120.96(14) . . ?
C1_3 N1_4 C1_8 125.35(19) . . ?
C1_3 N1_4 C4_3 116.49(18) . . ?
C1_8 N1_4 C4_3 117.99(17) . . ?
C5_4 C2_4 C3_4 111.15(18) . . ?
C5_4 C2_4 C6_4 107.44(19) . . ?
C3_4 C2_4 C6_4 110.92(19) . . ?
C5_4 C2_4 C1_4 114.79(18) . . ?
C3_4 C2_4 C1_4 104.46(18) . . ?
C6_4 C2_4 C1_4 108.06(18) . . ?
C1_4 N2_4 C1_7 124.44(19) . . ?
C1_4 N2_4 C4_4 116.63(19) . . ?
C1_7 N2_4 C4_4 118.63(18) . . ?
C4_4 C3_4 C2_4 106.37(19) . . ?
C4_4 C3_4 H3A_4 110.5 . . ?
C2_4 C3_4 H3A_4 110.5 . . ?
C4_4 C3_4 H3AB_4 110.5 . . ?
C2_4 C3_4 H3AB_4 110.5 . . ?
H3A_4 C3_4 H3AB_4 108.6 . . ?
C7_4 C4_4 C3_4 111.9(2) . . ?
C7_4 C4_4 C8_4 108.1(2) . . ?
C3_4 C4_4 C8_4 113.7(2) . . ?
C7_4 C4_4 N2_4 111.8(2) . . ?
C3_4 C4_4 N2_4 100.02(18) . . ?
C8_4 C4_4 N2_4 111.3(2) . . ?
C2_4 C5_4 H5A_4 109.5 . . ?
C2_4 C5_4 H5B_4 109.5 . . ?
H5A_4 C5_4 H5B_4 109.5 . . ?
C2_4 C5_4 H5C_4 109.5 . . ?
H5A_4 C5_4 H5C_4 109.5 . . ?
H5B_4 C5_4 H5C_4 109.5 . . ?
C2_4 C6_4 H6A_4 109.5 . . ?
C2_4 C6_4 H6B_4 109.5 . . ?
H6A_4 C6_4 H6B_4 109.5 . . ?
C2_4 C6_4 H6C_4 109.5 . . ?
H6A_4 C6_4 H6C_4 109.5 . . ?
H6B_4 C6_4 H6C_4 109.5 . . ?
C4_4 C7_4 H7A_4 109.5 . . ?
C4_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C4_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C4_4 C8_4 H8A_4 109.5 . . ?
C4_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C4_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
N1_5 C1_5 C2_5 106.39(16) . . ?
N1_5 C1_5 V1_2 132.35(14) . . ?
C2_5 C1_5 V1_2 120.06(13) . . ?
C1_5 N1_5 C1_9 124.97(16) . . ?
C1_5 N1_5 C4_5 116.63(16) . . ?
C1_9 N1_5 C4_5 118.00(15) . . ?
C6_5 C2_5 C3_5 110.75(17) . . ?
C6_5 C2_5 C1_5 115.44(17) . . ?
C3_5 C2_5 C1_5 104.37(16) . . ?
C6_5 C2_5 C5_5 108.14(18) . . ?
C3_5 C2_5 C5_5 111.44(17) . . ?
C1_5 C2_5 C5_5 106.65(16) . . ?
C4_5 C3_5 C2_5 106.81(16) . . ?
C4_5 C3_5 H3A_5 110.4 . . ?
C2_5 C3_5 H3A_5 110.4 . . ?
C4_5 C3_5 H3AB_5 110.4 . . ?
C2_5 C3_5 H3AB_5 110.4 . . ?
H3A_5 C3_5 H3AB_5 108.6 . . ?
C3_5 C4_5 C8_5 111.86(17) . . ?
C3_5 C4_5 C7_5 114.02(18) . . ?
C8_5 C4_5 C7_5 107.71(18) . . ?
C3_5 C4_5 N1_5 100.15(15) . . ?
C8_5 C4_5 N1_5 111.29(16) . . ?
C7_5 C4_5 N1_5 111.78(16) . . ?
C2_5 C5_5 H5A_5 109.5 . . ?
C2_5 C5_5 H5B_5 109.5 . . ?
H5A_5 C5_5 H5B_5 109.5 . . ?
C2_5 C5_5 H5C_5 109.5 . . ?
H5A_5 C5_5 H5C_5 109.5 . . ?
H5B_5 C5_5 H5C_5 109.5 . . ?
C2_5 C6_5 H6A_5 109.5 . . ?
C2_5 C6_5 H6B_5 109.5 . . ?
H6A_5 C6_5 H6B_5 109.5 . . ?
C2_5 C6_5 H6C_5 109.5 . . ?
H6A_5 C6_5 H6C_5 109.5 . . ?
H6B_5 C6_5 H6C_5 109.5 . . ?
C4_5 C7_5 H7A_5 109.5 . . ?
C4_5 C7_5 H7B_5 109.5 . . ?
H7A_5 C7_5 H7B_5 109.5 . . ?
C4_5 C7_5 H7C_5 109.5 . . ?
H7A_5 C7_5 H7C_5 109.5 . . ?
H7B_5 C7_5 H7C_5 109.5 . . ?
C4_5 C8_5 H8A_5 109.5 . . ?
C4_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C4_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
N1_6 C1_6 C2_6 106.75(17) . . ?
N1_6 C1_6 V1_2 131.51(14) . . ?
C2_6 C1_6 V1_2 120.79(13) . . ?
C1_6 N1_6 C1_10 125.07(16) . . ?
C1_6 N1_6 C4_6 116.55(16) . . ?
C1_10 N1_6 C4_6 118.18(15) . . ?
C6_6 C2_6 C3_6 111.12(17) . . ?
C6_6 C2_6 C1_6 115.64(17) . . ?
C3_6 C2_6 C1_6 103.61(16) . . ?
C6_6 C2_6 C5_6 107.65(17) . . ?
C3_6 C2_6 C5_6 111.29(18) . . ?
C1_6 C2_6 C5_6 107.50(16) . . ?
C4_6 C3_6 C2_6 106.68(16) . . ?
C4_6 C3_6 H3A_6 110.4 . . ?
C2_6 C3_6 H3A_6 110.4 . . ?
C4_6 C3_6 H3AB_6 110.4 . . ?
C2_6 C3_6 H3AB_6 110.4 . . ?
H3A_6 C3_6 H3AB_6 108.6 . . ?
C8_6 C4_6 C3_6 111.81(18) . . ?
C8_6 C4_6 C7_6 107.81(18) . . ?
C3_6 C4_6 C7_6 114.34(18) . . ?
C8_6 C4_6 N1_6 110.83(16) . . ?
C3_6 C4_6 N1_6 99.74(15) . . ?
C7_6 C4_6 N1_6 112.22(16) . . ?
C2_6 C5_6 H5A_6 109.5 . . ?
C2_6 C5_6 H5B_6 109.5 . . ?
H5A_6 C5_6 H5B_6 109.5 . . ?
C2_6 C5_6 H5C_6 109.5 . . ?
H5A_6 C5_6 H5C_6 109.5 . . ?
H5B_6 C5_6 H5C_6 109.5 . . ?
C2_6 C6_6 H6A_6 109.5 . . ?
C2_6 C6_6 H6B_6 109.5 . . ?
H6A_6 C6_6 H6B_6 109.5 . . ?
C2_6 C6_6 H6C_6 109.5 . . ?
H6A_6 C6_6 H6C_6 109.5 . . ?
H6B_6 C6_6 H6C_6 109.5 . . ?
C4_6 C7_6 H7A_6 109.5 . . ?
C4_6 C7_6 H7B_6 109.5 . . ?
H7A_6 C7_6 H7B_6 109.5 . . ?
C4_6 C7_6 H7C_6 109.5 . . ?
H7A_6 C7_6 H7C_6 109.5 . . ?
H7B_6 C7_6 H7C_6 109.5 . . ?
C4_6 C8_6 H8A_6 109.5 . . ?
C4_6 C8_6 H8B_6 109.5 . . ?
H8A_6 C8_6 H8B_6 109.5 . . ?
C4_6 C8_6 H8C_6 109.5 . . ?
H8A_6 C8_6 H8C_6 109.5 . . ?
H8B_6 C8_6 H8C_6 109.5 . . ?
C6_7 C1_7 C2_7 121.8(2) . . ?
C6_7 C1_7 N2_4 117.6(2) . . ?
C2_7 C1_7 N2_4 120.5(2) . . ?
C3_7 C2_7 C1_7 116.7(3) . . ?
C3_7 C2_7 C7_7 117.8(3) . . ?
C1_7 C2_7 C7_7 125.3(2) . . ?
C4_7 C3_7 C2_7 122.5(3) . . ?
C4_7 C3_7 H3_7 118.7 . . ?
C2_7 C3_7 H3_7 118.7 . . ?
C5_7 C4_7 C3_7 119.7(3) . . ?
C5_7 C4_7 H4_7 120.1 . . ?
C3_7 C4_7 H4_7 120.1 . . ?
C4_7 C5_7 C6_7 121.6(3) . . ?
C4_7 C5_7 H5_7 119.2 . . ?
C6_7 C5_7 H5_7 119.2 . . ?
C5_7 C6_7 C1_7 117.6(3) . . ?
C5_7 C6_7 C10_7 116.9(3) . . ?
C1_7 C6_7 C10_7 125.3(2) . . ?
C2_7 C7_7 C8_7 110.3(3) . . ?
C2_7 C7_7 C9_7 112.8(2) . . ?
C8_7 C7_7 C9_7 108.2(2) . . ?
C2_7 C7_7 H7_7 108.5 . . ?
C8_7 C7_7 H7_7 108.5 . . ?
C9_7 C7_7 H7_7 108.5 . . ?
C7_7 C8_7 H8A_7 109.5 . . ?
C7_7 C8_7 H8B_7 109.5 . . ?
H8A_7 C8_7 H8B_7 109.5 . . ?
C7_7 C8_7 H8C_7 109.5 . . ?
H8A_7 C8_7 H8C_7 109.5 . . ?
H8B_7 C8_7 H8C_7 109.5 . . ?
C7_7 C9_7 H9A_7 109.5 . . ?
C7_7 C9_7 H9B_7 109.5 . . ?
H9A_7 C9_7 H9B_7 109.5 . . ?
C7_7 C9_7 H9C_7 109.5 . . ?
H9A_7 C9_7 H9C_7 109.5 . . ?
H9B_7 C9_7 H9C_7 109.5 . . ?
C6_7 C10_7 C11_7 110.1(2) . . ?
C6_7 C10_7 C12_7 113.0(3) . . ?
C11_7 C10_7 C12_7 109.8(3) . . ?
C6_7 C10_7 H10_7 107.9 . . ?
C11_7 C10_7 H10_7 107.9 . . ?
C12_7 C10_7 H10_7 107.9 . . ?
C10_7 C11_7 H11A_7 109.5 . . ?
C10_7 C11_7 H11B_7 109.5 . . ?
H11A_7 C11_7 H11B_7 109.5 . . ?
C10_7 C11_7 H11C_7 109.5 . . ?
H11A_7 C11_7 H11C_7 109.5 . . ?
H11B_7 C11_7 H11C_7 109.5 . . ?
C10_7 C12_7 H12A_7 109.5 . . ?
C10_7 C12_7 H12B_7 109.5 . . ?
H12A_7 C12_7 H12B_7 109.5 . . ?
C10_7 C12_7 H12C_7 109.5 . . ?
H12A_7 C12_7 H12C_7 109.5 . . ?
H12B_7 C12_7 H12C_7 109.5 . . ?
C2_8 C1_8 C6_8 121.77(19) . . ?
C2_8 C1_8 N1_4 120.31(19) . . ?
C6_8 C1_8 N1_4 117.88(19) . . ?
C3_8 C2_8 C1_8 117.6(2) . . ?
C3_8 C2_8 C7_8 117.2(2) . . ?
C1_8 C2_8 C7_8 125.0(2) . . ?
C4_8 C3_8 C2_8 121.9(2) . . ?
C4_8 C3_8 H3_8 119.0 . . ?
C2_8 C3_8 H3_8 119.0 . . ?
C3_8 C4_8 C5_8 119.6(2) . . ?
C3_8 C4_8 H4_8 120.2 . . ?
C5_8 C4_8 H4_8 120.2 . . ?
C4_8 C5_8 C6_8 121.3(2) . . ?
C4_8 C5_8 H5_8 119.4 . . ?
C6_8 C5_8 H5_8 119.4 . . ?
C5_8 C6_8 C1_8 117.9(2) . . ?
C5_8 C6_8 C10_8 117.21(19) . . ?
C1_8 C6_8 C10_8 124.80(19) . . ?
C9_8 C7_8 C2_8 110.2(2) . . ?
C9_8 C7_8 C8_8 109.1(2) . . ?
C2_8 C7_8 C8_8 112.6(2) . . ?
C9_8 C7_8 H7_8 108.3 . . ?
C2_8 C7_8 H7_8 108.3 . . ?
C8_8 C7_8 H7_8 108.3 . . ?
C7_8 C8_8 H8A_8 109.5 . . ?
C7_8 C8_8 H8B_8 109.5 . . ?
H8A_8 C8_8 H8B_8 109.5 . . ?
C7_8 C8_8 H8C_8 109.5 . . ?
H8A_8 C8_8 H8C_8 109.5 . . ?
H8B_8 C8_8 H8C_8 109.5 . . ?
C7_8 C9_8 H9A_8 109.5 . . ?
C7_8 C9_8 H9B_8 109.5 . . ?
H9A_8 C9_8 H9B_8 109.5 . . ?
C7_8 C9_8 H9C_8 109.5 . . ?
H9A_8 C9_8 H9C_8 109.5 . . ?
H9B_8 C9_8 H9C_8 109.5 . . ?
C6_8 C10_8 C11_8 110.55(19) . . ?
C6_8 C10_8 C12_8 112.53(19) . . ?
C11_8 C10_8 C12_8 109.6(2) . . ?
C6_8 C10_8 H10_8 108.0 . . ?
C11_8 C10_8 H10_8 108.0 . . ?
C12_8 C10_8 H10_8 108.0 . . ?
C10_8 C11_8 H11A_8 109.5 . . ?
C10_8 C11_8 H11B_8 109.5 . . ?
H11A_8 C11_8 H11B_8 109.5 . . ?
C10_8 C11_8 H11C_8 109.5 . . ?
H11A_8 C11_8 H11C_8 109.5 . . ?
H11B_8 C11_8 H11C_8 109.5 . . ?
C10_8 C12_8 H12A_8 109.5 . . ?
C10_8 C12_8 H12B_8 109.5 . . ?
H12A_8 C12_8 H12B_8 109.5 . . ?
C10_8 C12_8 H12C_8 109.5 . . ?
H12A_8 C12_8 H12C_8 109.5 . . ?
H12B_8 C12_8 H12C_8 109.5 . . ?
C6_9 C1_9 C2_9 121.38(18) . . ?
C6_9 C1_9 N1_5 121.02(17) . . ?
C2_9 C1_9 N1_5 117.54(17) . . ?
C3_9 C2_9 C1_9 117.89(19) . . ?
C3_9 C2_9 C7_9 117.19(18) . . ?
C1_9 C2_9 C7_9 124.79(18) . . ?
C4_9 C3_9 C2_9 121.5(2) . . ?
C4_9 C3_9 H3_9 119.2 . . ?
C2_9 C3_9 H3_9 119.2 . . ?
C5_9 C4_9 C3_9 119.7(2) . . ?
C5_9 C4_9 H4_9 120.1 . . ?
C3_9 C4_9 H4_9 120.1 . . ?
C4_9 C5_9 C6_9 121.7(2) . . ?
C4_9 C5_9 H5_9 119.2 . . ?
C6_9 C5_9 H5_9 119.2 . . ?
C5_9 C6_9 C1_9 117.78(19) . . ?
C5_9 C6_9 C10_9 117.24(18) . . ?
C1_9 C6_9 C10_9 124.74(18) . . ?
C2_9 C7_9 C8_9 110.23(18) . . ?
C2_9 C7_9 C9_9 112.34(17) . . ?
C8_9 C7_9 C9_9 109.66(17) . . ?
C2_9 C7_9 H7_9 108.2 . . ?
C8_9 C7_9 H7_9 108.2 . . ?
C9_9 C7_9 H7_9 108.2 . . ?
C7_9 C8_9 H8A_9 109.5 . . ?
C7_9 C8_9 H8B_9 109.5 . . ?
H8A_9 C8_9 H8B_9 109.5 . . ?
C7_9 C8_9 H8C_9 109.5 . . ?
H8A_9 C8_9 H8C_9 109.5 . . ?
H8B_9 C8_9 H8C_9 109.5 . . ?
C7_9 C9_9 H9A_9 109.5 . . ?
C7_9 C9_9 H9B_9 109.5 . . ?
H9A_9 C9_9 H9B_9 109.5 . . ?
C7_9 C9_9 H9C_9 109.5 . . ?
H9A_9 C9_9 H9C_9 109.5 . . ?
H9B_9 C9_9 H9C_9 109.5 . . ?
C6_9 C10_9 C11_9 109.81(17) . . ?
C6_9 C10_9 C12_9 112.71(17) . . ?
C11_9 C10_9 C12_9 108.55(17) . . ?
C6_9 C10_9 H10_9 108.6 . . ?
C11_9 C10_9 H10_9 108.6 . . ?
C12_9 C10_9 H10_9 108.6 . . ?
C10_9 C11_9 H11A_9 109.5 . . ?
C10_9 C11_9 H11B_9 109.5 . . ?
H11A_9 C11_9 H11B_9 109.5 . . ?
C10_9 C11_9 H11C_9 109.5 . . ?
H11A_9 C11_9 H11C_9 109.5 . . ?
H11B_9 C11_9 H11C_9 109.5 . . ?
C10_9 C12_9 H12A_9 109.5 . . ?
C10_9 C12_9 H12B_9 109.5 . . ?
H12A_9 C12_9 H12B_9 109.5 . . ?
C10_9 C12_9 H12C_9 109.5 . . ?
H12A_9 C12_9 H12C_9 109.5 . . ?
H12B_9 C12_9 H12C_9 109.5 . . ?
C6_10 C1_10 C2_10 122.04(17) . . ?
C6_10 C1_10 N1_6 120.52(17) . . ?
C2_10 C1_10 N1_6 117.43(16) . . ?
C3_10 C2_10 C1_10 117.61(18) . . ?
C3_10 C2_10 C7_10 117.79(17) . . ?
C1_10 C2_10 C7_10 124.54(17) . . ?
C4_10 C3_10 C2_10 121.43(19) . . ?
C4_10 C3_10 H3_10 119.3 . . ?
C2_10 C3_10 H3_10 119.3 . . ?
C3_10 C4_10 C5_10 119.94(19) . . ?
C3_10 C4_10 H4_10 120.0 . . ?
C5_10 C4_10 H4_10 120.0 . . ?
C4_10 C5_10 C6_10 121.60(19) . . ?
C4_10 C5_10 H5_10 119.2 . . ?
C6_10 C5_10 H5_10 119.2 . . ?
C5_10 C6_10 C1_10 117.35(18) . . ?
C5_10 C6_10 C10_10 116.99(17) . . ?
C1_10 C6_10 C10_10 125.52(18) . . ?
C2_10 C7_10 C8_10 111.15(16) . . ?
C2_10 C7_10 C9_10 112.53(16) . . ?
C8_10 C7_10 C9_10 110.66(17) . . ?
C2_10 C7_10 H7_10 107.4 . . ?
C8_10 C7_10 H7_10 107.4 . . ?
C9_10 C7_10 H7_10 107.4 . . ?
C7_10 C8_10 H8A_10 109.5 . . ?
C7_10 C8_10 H8B_10 109.5 . . ?
H8A_10 C8_10 H8B_10 109.5 . . ?
C7_10 C8_10 H8C_10 109.5 . . ?
H8A_10 C8_10 H8C_10 109.5 . . ?
H8B_10 C8_10 H8C_10 109.5 . . ?
C7_10 C9_10 H9A_10 109.5 . . ?
C7_10 C9_10 H9B_10 109.5 . . ?
H9A_10 C9_10 H9B_10 109.5 . . ?
C7_10 C9_10 H9C_10 109.5 . . ?
H9A_10 C9_10 H9C_10 109.5 . . ?
H9B_10 C9_10 H9C_10 109.5 . . ?
C6_10 C10_10 C11_10 110.13(17) . . ?
C6_10 C10_10 C12_10 112.56(17) . . ?
C11_10 C10_10 C12_10 108.57(16) . . ?
C6_10 C10_10 H10_10 108.5 . . ?
C11_10 C10_10 H10_10 108.5 . . ?
C12_10 C10_10 H10_10 108.5 . . ?
C10_10 C11_10 H11A_10 109.5 . . ?
C10_10 C11_10 H11B_10 109.5 . . ?
H11A_10 C11_10 H11B_10 109.5 . . ?
C10_10 C11_10 H11C_10 109.5 . . ?
H11A_10 C11_10 H11C_10 109.5 . . ?
H11B_10 C11_10 H11C_10 109.5 . . ?
C10_10 C12_10 H12A_10 109.5 . . ?
C10_10 C12_10 H12B_10 109.5 . . ?
H12A_10 C12_10 H12B_10 109.5 . . ?
C10_10 C12_10 H12C_10 109.5 . . ?
H12A_10 C12_10 H12C_10 109.5 . . ?
H12B_10 C12_10 H12C_10 109.5 . . ?
C6_11 C1_11 C2_11 121.2(3) . . ?
C6_11 C1_11 H1_11 119.4 . . ?
C2_11 C1_11 H1_11 119.4 . . ?
C3_11 C2_11 C1_11 120.2(3) . . ?
C3_11 C2_11 H2_11 119.9 . . ?
C1_11 C2_11 H2_11 119.9 . . ?
C2_11 C3_11 C4_11 119.1(3) . . ?
C2_11 C3_11 H3_11 120.4 . . ?
C4_11 C3_11 H3_11 120.4 . . ?
C3_11 C4_11 C5_11 119.0(3) . . ?
C3_11 C4_11 H4_11 120.5 . . ?
C5_11 C4_11 H4_11 120.5 . . ?
C6_11 C5_11 C4_11 120.5(3) . . ?
C6_11 C5_11 H5_11 119.8 . . ?
C4_11 C5_11 H5_11 119.8 . . ?
C1_11 C6_11 C5_11 119.9(3) . . ?
C1_11 C6_11 H6_11 120.1 . . ?
C5_11 C6_11 H6_11 120.1 . . ?
C2_12 C1_12 C3_12 120.1(3) . 2_767 ?
C2_12 C1_12 H1_12 120.0 . . ?
C3_12 C1_12 H1_12 120.0 2_767 . ?
C2_12 C3_12 C1_12 120.2(3) . 2_767 ?
C2_12 C3_12 H3_12 119.9 . . ?
C1_12 C3_12 H3_12 119.9 2_767 . ?
C3_12 C2_12 C1_12 119.8(3) . . ?
C3_12 C2_12 H2_12 120.1 . . ?
C1_12 C2_12 H2_12 120.1 . . ?

_refine_diff_density_max         0.999
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.078



####################################################################### 
# 
# 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_compound_4
_database_code_depnum_ccdc_archive 'CCDC 2167948'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H36 Cl3 N2 V'
_chemical_formula_sum            'C27 H36 Cl3 N2 V'
_chemical_formula_weight         545.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.20020(10)
_cell_length_b                   16.24140(10)
_cell_length_c                   20.18520(10)
_cell_angle_alpha                90
_cell_angle_beta                 102.9720(10)
_cell_angle_gamma                90
_cell_volume                     5814.41(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    48819
_cell_measurement_theta_min      2.5330
_cell_measurement_theta_max      77.4010

_exptl_crystal_description       block
_exptl_crystal_colour            'clear blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             2288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.146
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.074
_exptl_absorpt_coefficient_mu    5.506
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_T_max  0.871
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            115008
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.491
_diffrn_reflns_theta_max         72.124
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11446
_reflns_number_gt                10829
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0406P)²+3.2246P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11446
_refine_ls_number_parameters     611
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_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_1 V 0.03709(2) 0.49327(2) 0.26715(2) 0.02688(8) Uani 1 1 d . . . . .
Cl2_1 Cl 0.10410(3) 0.54751(3) 0.19979(3) 0.04164(12) Uani 1 1 d . . . . .
Cl3_1 Cl -0.08376(3) 0.52168(3) 0.23002(4) 0.05230(15) Uani 1 1 d . . . . .
Cl1_1 Cl 0.07640(3) 0.53709(3) 0.37247(3) 0.04541(13) Uani 1 1 d . . . . .
V1_2 V 0.52000(2) 0.73313(2) 0.24918(2) 0.02002(7) Uani 1 1 d . . . . .
Cl2_2 Cl 0.40646(2) 0.78768(3) 0.21912(2) 0.03292(10) Uani 1 1 d . . . . .
Cl3_2 Cl 0.59026(2) 0.76816(2) 0.17696(2) 0.02633(9) Uani 1 1 d . . . . .
Cl1_2 Cl 0.57865(2) 0.76832(2) 0.35356(2) 0.02686(9) Uani 1 1 d . . . . .
C1_3 C 0.04044(8) 0.36274(10) 0.26305(8) 0.0213(3) Uani 1 1 d . . . . .
N1_3 N 0.03576(8) 0.30828(8) 0.31287(7) 0.0224(3) Uani 1 1 d . . . . .
C2_3 C 0.03054(10) 0.22837(10) 0.28827(9) 0.0265(3) Uani 1 1 d . . . . .
H2_3 H 0.026500 0.179679 0.313282 0.032 Uiso 1 1 calc R U . . .
N2_3 N 0.03827(7) 0.31549(8) 0.20726(7) 0.0204(3) Uani 1 1 d . . . . .
C3_3 C 0.03230(10) 0.23306(10) 0.22203(9) 0.0248(3) Uani 1 1 d . . . . .
H3_3 H 0.029894 0.188268 0.191353 0.030 Uiso 1 1 calc R U . . .
C1_4 C 0.49897(8) 0.60492(9) 0.24604(8) 0.0182(3) Uani 1 1 d . . . . .
N1_4 N 0.48908(7) 0.55517(8) 0.19081(6) 0.0181(3) Uani 1 1 d . . . . .
C2_4 C 0.46683(9) 0.47710(9) 0.20551(8) 0.0217(3) Uani 1 1 d . . . . .
H2_4 H 0.456470 0.431753 0.175111 0.026 Uiso 1 1 calc R U . . .
N2_4 N 0.48266(7) 0.55627(8) 0.29569(6) 0.0183(3) Uani 1 1 d . . . . .
C3_4 C 0.46270(9) 0.47789(10) 0.27137(8) 0.0218(3) Uani 1 1 d . . . . .
H3_4 H 0.448750 0.433174 0.296299 0.026 Uiso 1 1 calc R U . . .
C1_5 C 0.04107(10) 0.32801(10) 0.38360(9) 0.0245(3) Uani 1 1 d . . . . .
C2_5 C 0.11180(10) 0.32255(11) 0.42795(9) 0.0281(4) Uani 1 1 d . . . . .
C3_5 C 0.11601(11) 0.34336(12) 0.49575(10) 0.0353(4) Uani 1 1 d . . . . .
H3_5 H 0.163079 0.340331 0.527605 0.042 Uiso 1 1 calc R U . . .
C4_5 C 0.05224(12) 0.36843(13) 0.51722(10) 0.0382(4) Uani 1 1 d . . . . .
H4_5 H 0.056365 0.383381 0.563414 0.046 Uiso 1 1 calc R U . . .
C5_5 C -0.01711(11) 0.37190(12) 0.47226(10) 0.0352(4) Uani 1 1 d . . . . .
H5_5 H -0.060182 0.388537 0.488111 0.042 Uiso 1 1 calc R U . . .
C6_5 C -0.02494(10) 0.35140(11) 0.40405(9) 0.0284(4) Uani 1 1 d . . . . .
C7_5 C 0.18238(10) 0.29802(12) 0.40357(9) 0.0307(4) Uani 1 1 d . . . . .
H7_5 H 0.165785 0.267192 0.359882 0.037 Uiso 1 1 calc R U . . .
C8_5 C 0.22558(11) 0.37428(13) 0.38927(11) 0.0384(4) Uani 1 1 d . . . . .
H8A_5 H 0.270929 0.357214 0.374333 0.058 Uiso 1 1 calc R U . . .
H8B_5 H 0.240128 0.407293 0.430786 0.058 Uiso 1 1 calc R U . . .
H8C_5 H 0.193392 0.407207 0.353508 0.058 Uiso 1 1 calc R U . . .
C9_5 C 0.23470(13) 0.24171(15) 0.45382(12) 0.0481(5) Uani 1 1 d . . . . .
H9A_5 H 0.278203 0.226540 0.435287 0.072 Uiso 1 1 calc R U . . .
H9B_5 H 0.207310 0.191856 0.461272 0.072 Uiso 1 1 calc R U . . .
H9C_5 H 0.252132 0.270640 0.497107 0.072 Uiso 1 1 calc R U . . .
C10_5 C -0.10140(10) 0.35149(12) 0.35491(10) 0.0335(4) Uani 1 1 d . . . . .
H10_5 H -0.092787 0.358213 0.307988 0.040 Uiso 1 1 calc R U . . .
C11_5 C -0.15167(13) 0.42240(17) 0.36760(14) 0.0553(6) Uani 1 1 d . . . . .
H11A_5 H -0.198020 0.423055 0.331800 0.083 Uiso 1 1 calc R U . . .
H11B_5 H -0.124824 0.474648 0.367261 0.083 Uiso 1 1 calc R U . . .
H11C_5 H -0.164397 0.414968 0.411890 0.083 Uiso 1 1 calc R U . . .
C12_5 C -0.14088(14) 0.26854(15) 0.35759(13) 0.0517(6) Uani 1 1 d . . . . .
H12A_5 H -0.189226 0.268418 0.324297 0.078 Uiso 1 1 calc R U . . .
H12B_5 H -0.149682 0.260073 0.403247 0.078 Uiso 1 1 calc R U . . .
H12C_5 H -0.108951 0.224127 0.346928 0.078 Uiso 1 1 calc R U . . .
C1_6 C 0.04614(9) 0.34511(10) 0.14151(8) 0.0221(3) Uani 1 1 d . . . . .
C2_6 C -0.01938(10) 0.36043(10) 0.09143(9) 0.0267(3) Uani 1 1 d . . . . .
C3_6 C -0.00963(11) 0.38588(12) 0.02796(10) 0.0339(4) Uani 1 1 d . . . . .
H3_6 H -0.052624 0.396248 -0.007547 0.041 Uiso 1 1 calc R U . . .
C4_6 C 0.06182(11) 0.39625(12) 0.01592(10) 0.0359(4) Uani 1 1 d . . . . .
H4_6 H 0.067308 0.413609 -0.027654 0.043 Uiso 1 1 calc R U . . .
C5_6 C 0.12530(10) 0.38149(11) 0.06697(9) 0.0310(4) Uani 1 1 d . . . . .
H5_6 H 0.173861 0.389653 0.058054 0.037 Uiso 1 1 calc R U . . .
C6_6 C 0.11918(9) 0.35488(10) 0.13120(9) 0.0241(3) Uani 1 1 d . . . . .
C7_6 C -0.09760(10) 0.34629(12) 0.10420(10) 0.0321(4) Uani 1 1 d . . . . .
H7_6 H -0.093370 0.347213 0.154448 0.039 Uiso 1 1 calc R U . . .
C8_6 C -0.15320(11) 0.41340(15) 0.07244(12) 0.0463(5) Uani 1 1 d . . . . .
H8A_6 H -0.201473 0.404515 0.085186 0.069 Uiso 1 1 calc R U . . .
H8B_6 H -0.160841 0.411355 0.022834 0.069 Uiso 1 1 calc R U . . .
H8C_6 H -0.132977 0.467407 0.088908 0.069 Uiso 1 1 calc R U . . .
C9_6 C -0.12694(12) 0.26138(13) 0.07780(12) 0.0431(5) Uani 1 1 d . . . . .
H9A_6 H -0.176840 0.252350 0.087240 0.065 Uiso 1 1 calc R U . . .
H9B_6 H -0.092097 0.218838 0.100597 0.065 Uiso 1 1 calc R U . . .
H9C_6 H -0.130669 0.258604 0.028655 0.065 Uiso 1 1 calc R U . . .
C10_6 C 0.18862(9) 0.33473(11) 0.18607(9) 0.0271(4) Uani 1 1 d . . . . .
H10_6 H 0.174267 0.338276 0.230989 0.033 Uiso 1 1 calc R U . . .
C11_6 C 0.25420(10) 0.39408(12) 0.18776(11) 0.0371(4) Uani 1 1 d . . . . .
H11A_6 H 0.294816 0.381920 0.227408 0.056 Uiso 1 1 calc R U . . .
H11B_6 H 0.236851 0.450792 0.190759 0.056 Uiso 1 1 calc R U . . .
H11C_6 H 0.272965 0.387565 0.146197 0.056 Uiso 1 1 calc R U . . .
C12_6 C 0.21432(11) 0.24637(12) 0.17749(11) 0.0361(4) Uani 1 1 d . . . . .
H12A_6 H 0.257856 0.233265 0.214271 0.054 Uiso 1 1 calc R U . . .
H12B_6 H 0.228499 0.241086 0.133625 0.054 Uiso 1 1 calc R U . . .
H12C_6 H 0.173041 0.208200 0.179067 0.054 Uiso 1 1 calc R U . . .
C1_7 C 0.49364(9) 0.57988(9) 0.36622(8) 0.0203(3) Uani 1 1 d . . . . .
C2_7 C 0.56309(9) 0.56121(10) 0.40913(8) 0.0235(3) Uani 1 1 d . . . . .
C3_7 C 0.57413(10) 0.58707(12) 0.47654(9) 0.0298(4) Uani 1 1 d . . . . .
H3_7 H 0.620439 0.575137 0.507517 0.036 Uiso 1 1 calc R U . . .
C4_7 C 0.51857(11) 0.62986(12) 0.49892(9) 0.0330(4) Uani 1 1 d . . . . .
H4_7 H 0.527613 0.648451 0.544658 0.040 Uiso 1 1 calc R U . . .
C5_7 C 0.44995(10) 0.64573(11) 0.45507(9) 0.0289(4) Uani 1 1 d . . . . .
H5_7 H 0.412240 0.674588 0.471480 0.035 Uiso 1 1 calc R U . . .
C6_7 C 0.43485(9) 0.62048(10) 0.38760(8) 0.0230(3) Uani 1 1 d . . . . .
C7_7 C 0.62554(9) 0.51672(11) 0.38420(9) 0.0259(3) Uani 1 1 d . . . . .
H7_7 H 0.604529 0.500545 0.335852 0.031 Uiso 1 1 calc R U . . .
C8_7 C 0.69195(13) 0.57326(13) 0.38480(16) 0.0564(7) Uani 1 1 d . . . . .
H8A_7 H 0.730591 0.543519 0.367484 0.085 Uiso 1 1 calc R U . . .
H8B_7 H 0.713142 0.591626 0.431424 0.085 Uiso 1 1 calc R U . . .
H8C_7 H 0.675061 0.621183 0.355888 0.085 Uiso 1 1 calc R U . . .
C9_7 C 0.65017(14) 0.43838(13) 0.42375(12) 0.0466(5) Uani 1 1 d . . . . .
H9A_7 H 0.687312 0.409609 0.403769 0.070 Uiso 1 1 calc R U . . .
H9B_7 H 0.606301 0.402732 0.421846 0.070 Uiso 1 1 calc R U . . .
H9C_7 H 0.672824 0.452140 0.471211 0.070 Uiso 1 1 calc R U . . .
C10_7 C 0.35795(10) 0.63237(11) 0.34053(9) 0.0279(4) Uani 1 1 d . . . . .
H10_7 H 0.365025 0.634436 0.292840 0.034 Uiso 1 1 calc R U . . .
C11_7 C 0.31937(12) 0.71216(14) 0.35405(11) 0.0432(5) Uani 1 1 d . . . . .
H11A_7 H 0.273627 0.720391 0.318377 0.065 Uiso 1 1 calc R U . . .
H11B_7 H 0.353800 0.758566 0.354094 0.065 Uiso 1 1 calc R U . . .
H11C_7 H 0.305946 0.708715 0.398342 0.065 Uiso 1 1 calc R U . . .
C12_7 C 0.30747(11) 0.55770(14) 0.34632(11) 0.0403(5) Uani 1 1 d . . . . .
H12A_7 H 0.259093 0.563518 0.313538 0.061 Uiso 1 1 calc R U . . .
H12B_7 H 0.298756 0.555009 0.392448 0.061 Uiso 1 1 calc R U . . .
H12C_7 H 0.332468 0.507096 0.336645 0.061 Uiso 1 1 calc R U . . .
C1_8 C 0.50332(9) 0.57892(9) 0.12572(8) 0.0202(3) Uani 1 1 d . . . . .
C2_8 C 0.44333(9) 0.61037(10) 0.07647(8) 0.0229(3) Uani 1 1 d . . . . .
C3_8 C 0.45888(11) 0.63286(11) 0.01439(9) 0.0298(4) Uani 1 1 d . . . . .
H3_8 H 0.419760 0.654820 -0.020390 0.036 Uiso 1 1 calc R U . . .
C4_8 C 0.53072(11) 0.62362(11) 0.00268(9) 0.0324(4) Uani 1 1 d . . . . .
H4_8 H 0.540151 0.638871 -0.040088 0.039 Uiso 1 1 calc R U . . .
C5_8 C 0.58849(11) 0.59249(11) 0.05259(9) 0.0296(4) Uani 1 1 d . . . . .
H5_8 H 0.637342 0.586814 0.043720 0.036 Uiso 1 1 calc R U . . .
C6_8 C 0.57657(9) 0.56913(10) 0.11596(8) 0.0236(3) Uani 1 1 d . . . . .
C7_8 C 0.36418(10) 0.61694(11) 0.08877(9) 0.0273(4) Uani 1 1 d . . . . .
H7_8 H 0.368721 0.621308 0.138943 0.033 Uiso 1 1 calc R U . . .
C8_8 C 0.32175(11) 0.69304(12) 0.05560(10) 0.0365(4) Uani 1 1 d . . . . .
H8A_8 H 0.273826 0.697965 0.069742 0.055 Uiso 1 1 calc R U . . .
H8B_8 H 0.311870 0.687638 0.006033 0.055 Uiso 1 1 calc R U . . .
H8C_8 H 0.352370 0.742282 0.069784 0.055 Uiso 1 1 calc R U . . .
C9_8 C 0.31930(10) 0.53854(12) 0.06407(10) 0.0340(4) Uani 1 1 d . . . . .
H9A_8 H 0.269656 0.541677 0.075201 0.051 Uiso 1 1 calc R U . . .
H9B_8 H 0.346590 0.490465 0.086503 0.051 Uiso 1 1 calc R U . . .
H9C_8 H 0.312972 0.533397 0.014738 0.051 Uiso 1 1 calc R U . . .
C10_8 C 0.64039(10) 0.53489(12) 0.17083(9) 0.0304(4) Uani 1 1 d . . . . .
H10_8 H 0.626223 0.542435 0.215532 0.037 Uiso 1 1 calc R U . . .
C11_8 C 0.71538(11) 0.57932(14) 0.17474(12) 0.0428(5) Uani 1 1 d . . . . .
H11A_8 H 0.752572 0.559754 0.214538 0.064 Uiso 1 1 calc R U . . .
H11B_8 H 0.708106 0.638750 0.178720 0.064 Uiso 1 1 calc R U . . .
H11C_8 H 0.733489 0.567911 0.133464 0.064 Uiso 1 1 calc R U . . .
C12_8 C 0.64971(12) 0.44276(12) 0.16044(11) 0.0398(4) Uani 1 1 d . . . . .
H12A_8 H 0.689375 0.421075 0.197420 0.060 Uiso 1 1 calc R U . . .
H12B_8 H 0.663647 0.433476 0.116879 0.060 Uiso 1 1 calc R U . . .
H12C_8 H 0.602092 0.414538 0.160351 0.060 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_1 C1_3 2.1230(16) . ?
V1_1 Cl1_1 2.2035(6) . ?
V1_1 Cl2_1 2.2036(5) . ?
V1_1 Cl3_1 2.2074(6) . ?
V1_2 C1_4 2.1155(15) . ?
V1_2 Cl2_2 2.2047(5) . ?
V1_2 Cl1_2 2.2124(5) . ?
V1_2 Cl3_2 2.2183(5) . ?
C1_3 N2_3 1.356(2) . ?
C1_3 N1_3 1.356(2) . ?
N1_3 C2_3 1.385(2) . ?
N1_3 C1_5 1.445(2) . ?
C2_3 C3_3 1.347(2) . ?
C2_3 H2_3 0.9500 . ?
N2_3 C3_3 1.381(2) . ?
N2_3 C1_6 1.449(2) . ?
C3_3 H3_3 0.9500 . ?
C1_4 N1_4 1.356(2) . ?
C1_4 N2_4 1.360(2) . ?
N1_4 C2_4 1.383(2) . ?
N1_4 C1_8 1.4474(19) . ?
C2_4 C3_4 1.348(2) . ?
C2_4 H2_4 0.9500 . ?
N2_4 C3_4 1.383(2) . ?
N2_4 C1_7 1.444(2) . ?
C3_4 H3_4 0.9500 . ?
C1_5 C2_5 1.396(3) . ?
C1_5 C6_5 1.407(2) . ?
C2_5 C3_5 1.395(3) . ?
C2_5 C7_5 1.528(2) . ?
C3_5 C4_5 1.388(3) . ?
C3_5 H3_5 0.9500 . ?
C4_5 C5_5 1.380(3) . ?
C4_5 H4_5 0.9500 . ?
C5_5 C6_5 1.393(3) . ?
C5_5 H5_5 0.9500 . ?
C6_5 C10_5 1.517(3) . ?
C7_5 C8_5 1.529(3) . ?
C7_5 C9_5 1.529(3) . ?
C7_5 H7_5 1.0000 . ?
C8_5 H8A_5 0.9800 . ?
C8_5 H8B_5 0.9800 . ?
C8_5 H8C_5 0.9800 . ?
C9_5 H9A_5 0.9800 . ?
C9_5 H9B_5 0.9800 . ?
C9_5 H9C_5 0.9800 . ?
C10_5 C11_5 1.528(3) . ?
C10_5 C12_5 1.533(3) . ?
C10_5 H10_5 1.0000 . ?
C11_5 H11A_5 0.9800 . ?
C11_5 H11B_5 0.9800 . ?
C11_5 H11C_5 0.9800 . ?
C12_5 H12A_5 0.9800 . ?
C12_5 H12B_5 0.9800 . ?
C12_5 H12C_5 0.9800 . ?
C1_6 C6_6 1.400(2) . ?
C1_6 C2_6 1.402(2) . ?
C2_6 C3_6 1.395(3) . ?
C2_6 C7_6 1.520(2) . ?
C3_6 C4_6 1.386(3) . ?
C3_6 H3_6 0.9500 . ?
C4_6 C5_6 1.386(3) . ?
C4_6 H4_6 0.9500 . ?
C5_6 C6_6 1.395(2) . ?
C5_6 H5_6 0.9500 . ?
C6_6 C10_6 1.517(2) . ?
C7_6 C8_6 1.527(3) . ?
C7_6 C9_6 1.531(3) . ?
C7_6 H7_6 1.0000 . ?
C8_6 H8A_6 0.9800 . ?
C8_6 H8B_6 0.9800 . ?
C8_6 H8C_6 0.9800 . ?
C9_6 H9A_6 0.9800 . ?
C9_6 H9B_6 0.9800 . ?
C9_6 H9C_6 0.9800 . ?
C10_6 C11_6 1.528(2) . ?
C10_6 C12_6 1.531(3) . ?
C10_6 H10_6 1.0000 . ?
C11_6 H11A_6 0.9800 . ?
C11_6 H11B_6 0.9800 . ?
C11_6 H11C_6 0.9800 . ?
C12_6 H12A_6 0.9800 . ?
C12_6 H12B_6 0.9800 . ?
C12_6 H12C_6 0.9800 . ?
C1_7 C2_7 1.396(2) . ?
C1_7 C6_7 1.405(2) . ?
C2_7 C3_7 1.395(2) . ?
C2_7 C7_7 1.524(2) . ?
C3_7 C4_7 1.384(3) . ?
C3_7 H3_7 0.9500 . ?
C4_7 C5_7 1.383(3) . ?
C4_7 H4_7 0.9500 . ?
C5_7 C6_7 1.389(2) . ?
C5_7 H5_7 0.9500 . ?
C6_7 C10_7 1.517(2) . ?
C7_7 C9_7 1.515(3) . ?
C7_7 C8_7 1.516(3) . ?
C7_7 H7_7 1.0000 . ?
C8_7 H8A_7 0.9800 . ?
C8_7 H8B_7 0.9800 . ?
C8_7 H8C_7 0.9800 . ?
C9_7 H9A_7 0.9800 . ?
C9_7 H9B_7 0.9800 . ?
C9_7 H9C_7 0.9800 . ?
C10_7 C11_7 1.527(3) . ?
C10_7 C12_7 1.542(3) . ?
C10_7 H10_7 1.0000 . ?
C11_7 H11A_7 0.9800 . ?
C11_7 H11B_7 0.9800 . ?
C11_7 H11C_7 0.9800 . ?
C12_7 H12A_7 0.9800 . ?
C12_7 H12B_7 0.9800 . ?
C12_7 H12C_7 0.9800 . ?
C1_8 C2_8 1.398(2) . ?
C1_8 C6_8 1.400(2) . ?
C2_8 C3_8 1.394(2) . ?
C2_8 C7_8 1.519(2) . ?
C3_8 C4_8 1.388(3) . ?
C3_8 H3_8 0.9500 . ?
C4_8 C5_8 1.379(3) . ?
C4_8 H4_8 0.9500 . ?
C5_8 C6_8 1.397(2) . ?
C5_8 H5_8 0.9500 . ?
C6_8 C10_8 1.519(2) . ?
C7_8 C8_8 1.530(2) . ?
C7_8 C9_8 1.535(3) . ?
C7_8 H7_8 1.0000 . ?
C8_8 H8A_8 0.9800 . ?
C8_8 H8B_8 0.9800 . ?
C8_8 H8C_8 0.9800 . ?
C9_8 H9A_8 0.9800 . ?
C9_8 H9B_8 0.9800 . ?
C9_8 H9C_8 0.9800 . ?
C10_8 C12_8 1.526(3) . ?
C10_8 C11_8 1.530(3) . ?
C10_8 H10_8 1.0000 . ?
C11_8 H11A_8 0.9800 . ?
C11_8 H11B_8 0.9800 . ?
C11_8 H11C_8 0.9800 . ?
C12_8 H12A_8 0.9800 . ?
C12_8 H12B_8 0.9800 . ?
C12_8 H12C_8 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
C1_3 V1_1 Cl1_1 110.74(5) . . ?
C1_3 V1_1 Cl2_1 110.52(5) . . ?
Cl1_1 V1_1 Cl2_1 111.19(2) . . ?
C1_3 V1_1 Cl3_1 103.33(4) . . ?
Cl1_1 V1_1 Cl3_1 110.06(3) . . ?
Cl2_1 V1_1 Cl3_1 110.75(3) . . ?
C1_4 V1_2 Cl2_2 103.60(4) . . ?
C1_4 V1_2 Cl1_2 109.16(4) . . ?
Cl2_2 V1_2 Cl1_2 112.355(19) . . ?
C1_4 V1_2 Cl3_2 111.09(4) . . ?
Cl2_2 V1_2 Cl3_2 111.04(2) . . ?
Cl1_2 V1_2 Cl3_2 109.483(19) . . ?
N2_3 C1_3 N1_3 104.57(13) . . ?
N2_3 C1_3 V1_1 127.00(12) . . ?
N1_3 C1_3 V1_1 127.97(12) . . ?
C1_3 N1_3 C2_3 110.85(14) . . ?
C1_3 N1_3 C1_5 125.91(13) . . ?
C2_3 N1_3 C1_5 123.09(14) . . ?
C3_3 C2_3 N1_3 106.74(14) . . ?
C3_3 C2_3 H2_3 126.6 . . ?
N1_3 C2_3 H2_3 126.6 . . ?
C1_3 N2_3 C3_3 111.00(13) . . ?
C1_3 N2_3 C1_6 125.62(13) . . ?
C3_3 N2_3 C1_6 123.25(13) . . ?
C2_3 C3_3 N2_3 106.84(14) . . ?
C2_3 C3_3 H3_3 126.6 . . ?
N2_3 C3_3 H3_3 126.6 . . ?
N1_4 C1_4 N2_4 104.41(13) . . ?
N1_4 C1_4 V1_2 126.94(11) . . ?
N2_4 C1_4 V1_2 128.14(11) . . ?
C1_4 N1_4 C2_4 111.18(13) . . ?
C1_4 N1_4 C1_8 124.73(13) . . ?
C2_4 N1_4 C1_8 124.03(13) . . ?
C3_4 C2_4 N1_4 106.64(14) . . ?
C3_4 C2_4 H2_4 126.7 . . ?
N1_4 C2_4 H2_4 126.7 . . ?
C1_4 N2_4 C3_4 110.88(13) . . ?
C1_4 N2_4 C1_7 124.55(13) . . ?
C3_4 N2_4 C1_7 124.15(13) . . ?
C2_4 C3_4 N2_4 106.88(13) . . ?
C2_4 C3_4 H3_4 126.6 . . ?
N2_4 C3_4 H3_4 126.6 . . ?
C2_5 C1_5 C6_5 123.65(16) . . ?
C2_5 C1_5 N1_3 117.83(15) . . ?
C6_5 C1_5 N1_3 118.52(15) . . ?
C3_5 C2_5 C1_5 116.95(16) . . ?
C3_5 C2_5 C7_5 120.94(17) . . ?
C1_5 C2_5 C7_5 122.07(16) . . ?
C4_5 C3_5 C2_5 120.79(18) . . ?
C4_5 C3_5 H3_5 119.6 . . ?
C2_5 C3_5 H3_5 119.6 . . ?
C5_5 C4_5 C3_5 120.79(18) . . ?
C5_5 C4_5 H4_5 119.6 . . ?
C3_5 C4_5 H4_5 119.6 . . ?
C4_5 C5_5 C6_5 121.05(17) . . ?
C4_5 C5_5 H5_5 119.5 . . ?
C6_5 C5_5 H5_5 119.5 . . ?
C5_5 C6_5 C1_5 116.74(17) . . ?
C5_5 C6_5 C10_5 121.44(16) . . ?
C1_5 C6_5 C10_5 121.78(16) . . ?
C2_5 C7_5 C8_5 110.78(15) . . ?
C2_5 C7_5 C9_5 112.69(16) . . ?
C8_5 C7_5 C9_5 109.85(17) . . ?
C2_5 C7_5 H7_5 107.8 . . ?
C8_5 C7_5 H7_5 107.8 . . ?
C9_5 C7_5 H7_5 107.8 . . ?
C7_5 C8_5 H8A_5 109.5 . . ?
C7_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C7_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
C7_5 C9_5 H9A_5 109.5 . . ?
C7_5 C9_5 H9B_5 109.5 . . ?
H9A_5 C9_5 H9B_5 109.5 . . ?
C7_5 C9_5 H9C_5 109.5 . . ?
H9A_5 C9_5 H9C_5 109.5 . . ?
H9B_5 C9_5 H9C_5 109.5 . . ?
C6_5 C10_5 C11_5 112.77(17) . . ?
C6_5 C10_5 C12_5 110.15(17) . . ?
C11_5 C10_5 C12_5 110.69(18) . . ?
C6_5 C10_5 H10_5 107.7 . . ?
C11_5 C10_5 H10_5 107.7 . . ?
C12_5 C10_5 H10_5 107.7 . . ?
C10_5 C11_5 H11A_5 109.5 . . ?
C10_5 C11_5 H11B_5 109.5 . . ?
H11A_5 C11_5 H11B_5 109.5 . . ?
C10_5 C11_5 H11C_5 109.5 . . ?
H11A_5 C11_5 H11C_5 109.5 . . ?
H11B_5 C11_5 H11C_5 109.5 . . ?
C10_5 C12_5 H12A_5 109.5 . . ?
C10_5 C12_5 H12B_5 109.5 . . ?
H12A_5 C12_5 H12B_5 109.5 . . ?
C10_5 C12_5 H12C_5 109.5 . . ?
H12A_5 C12_5 H12C_5 109.5 . . ?
H12B_5 C12_5 H12C_5 109.5 . . ?
C6_6 C1_6 C2_6 123.74(15) . . ?
C6_6 C1_6 N2_3 117.78(14) . . ?
C2_6 C1_6 N2_3 118.46(14) . . ?
C3_6 C2_6 C1_6 116.87(16) . . ?
C3_6 C2_6 C7_6 121.16(16) . . ?
C1_6 C2_6 C7_6 121.91(16) . . ?
C4_6 C3_6 C2_6 120.99(17) . . ?
C4_6 C3_6 H3_6 119.5 . . ?
C2_6 C3_6 H3_6 119.5 . . ?
C5_6 C4_6 C3_6 120.48(17) . . ?
C5_6 C4_6 H4_6 119.8 . . ?
C3_6 C4_6 H4_6 119.8 . . ?
C4_6 C5_6 C6_6 121.18(17) . . ?
C4_6 C5_6 H5_6 119.4 . . ?
C6_6 C5_6 H5_6 119.4 . . ?
C5_6 C6_6 C1_6 116.73(16) . . ?
C5_6 C6_6 C10_6 121.21(15) . . ?
C1_6 C6_6 C10_6 122.02(15) . . ?
C2_6 C7_6 C8_6 112.25(16) . . ?
C2_6 C7_6 C9_6 110.12(16) . . ?
C8_6 C7_6 C9_6 110.51(17) . . ?
C2_6 C7_6 H7_6 107.9 . . ?
C8_6 C7_6 H7_6 107.9 . . ?
C9_6 C7_6 H7_6 107.9 . . ?
C7_6 C8_6 H8A_6 109.5 . . ?
C7_6 C8_6 H8B_6 109.5 . . ?
H8A_6 C8_6 H8B_6 109.5 . . ?
C7_6 C8_6 H8C_6 109.5 . . ?
H8A_6 C8_6 H8C_6 109.5 . . ?
H8B_6 C8_6 H8C_6 109.5 . . ?
C7_6 C9_6 H9A_6 109.5 . . ?
C7_6 C9_6 H9B_6 109.5 . . ?
H9A_6 C9_6 H9B_6 109.5 . . ?
C7_6 C9_6 H9C_6 109.5 . . ?
H9A_6 C9_6 H9C_6 109.5 . . ?
H9B_6 C9_6 H9C_6 109.5 . . ?
C6_6 C10_6 C11_6 113.49(15) . . ?
C6_6 C10_6 C12_6 110.18(15) . . ?
C11_6 C10_6 C12_6 109.68(14) . . ?
C6_6 C10_6 H10_6 107.8 . . ?
C11_6 C10_6 H10_6 107.8 . . ?
C12_6 C10_6 H10_6 107.8 . . ?
C10_6 C11_6 H11A_6 109.5 . . ?
C10_6 C11_6 H11B_6 109.5 . . ?
H11A_6 C11_6 H11B_6 109.5 . . ?
C10_6 C11_6 H11C_6 109.5 . . ?
H11A_6 C11_6 H11C_6 109.5 . . ?
H11B_6 C11_6 H11C_6 109.5 . . ?
C10_6 C12_6 H12A_6 109.5 . . ?
C10_6 C12_6 H12B_6 109.5 . . ?
H12A_6 C12_6 H12B_6 109.5 . . ?
C10_6 C12_6 H12C_6 109.5 . . ?
H12A_6 C12_6 H12C_6 109.5 . . ?
H12B_6 C12_6 H12C_6 109.5 . . ?
C2_7 C1_7 C6_7 123.89(15) . . ?
C2_7 C1_7 N2_4 117.35(14) . . ?
C6_7 C1_7 N2_4 118.75(14) . . ?
C3_7 C2_7 C1_7 116.87(15) . . ?
C3_7 C2_7 C7_7 120.66(15) . . ?
C1_7 C2_7 C7_7 122.45(15) . . ?
C4_7 C3_7 C2_7 120.93(17) . . ?
C4_7 C3_7 H3_7 119.5 . . ?
C2_7 C3_7 H3_7 119.5 . . ?
C5_7 C4_7 C3_7 120.38(16) . . ?
C5_7 C4_7 H4_7 119.8 . . ?
C3_7 C4_7 H4_7 119.8 . . ?
C4_7 C5_7 C6_7 121.58(16) . . ?
C4_7 C5_7 H5_7 119.2 . . ?
C6_7 C5_7 H5_7 119.2 . . ?
C5_7 C6_7 C1_7 116.29(16) . . ?
C5_7 C6_7 C10_7 121.87(15) . . ?
C1_7 C6_7 C10_7 121.78(15) . . ?
C9_7 C7_7 C8_7 111.30(18) . . ?
C9_7 C7_7 C2_7 112.23(14) . . ?
C8_7 C7_7 C2_7 111.26(15) . . ?
C9_7 C7_7 H7_7 107.3 . . ?
C8_7 C7_7 H7_7 107.3 . . ?
C2_7 C7_7 H7_7 107.3 . . ?
C7_7 C8_7 H8A_7 109.5 . . ?
C7_7 C8_7 H8B_7 109.5 . . ?
H8A_7 C8_7 H8B_7 109.5 . . ?
C7_7 C8_7 H8C_7 109.5 . . ?
H8A_7 C8_7 H8C_7 109.5 . . ?
H8B_7 C8_7 H8C_7 109.5 . . ?
C7_7 C9_7 H9A_7 109.5 . . ?
C7_7 C9_7 H9B_7 109.5 . . ?
H9A_7 C9_7 H9B_7 109.5 . . ?
C7_7 C9_7 H9C_7 109.5 . . ?
H9A_7 C9_7 H9C_7 109.5 . . ?
H9B_7 C9_7 H9C_7 109.5 . . ?
C6_7 C10_7 C11_7 113.11(16) . . ?
C6_7 C10_7 C12_7 109.52(15) . . ?
C11_7 C10_7 C12_7 110.38(16) . . ?
C6_7 C10_7 H10_7 107.9 . . ?
C11_7 C10_7 H10_7 107.9 . . ?
C12_7 C10_7 H10_7 107.9 . . ?
C10_7 C11_7 H11A_7 109.5 . . ?
C10_7 C11_7 H11B_7 109.5 . . ?
H11A_7 C11_7 H11B_7 109.5 . . ?
C10_7 C11_7 H11C_7 109.5 . . ?
H11A_7 C11_7 H11C_7 109.5 . . ?
H11B_7 C11_7 H11C_7 109.5 . . ?
C10_7 C12_7 H12A_7 109.5 . . ?
C10_7 C12_7 H12B_7 109.5 . . ?
H12A_7 C12_7 H12B_7 109.5 . . ?
C10_7 C12_7 H12C_7 109.5 . . ?
H12A_7 C12_7 H12C_7 109.5 . . ?
H12B_7 C12_7 H12C_7 109.5 . . ?
C2_8 C1_8 C6_8 123.90(15) . . ?
C2_8 C1_8 N1_4 118.20(14) . . ?
C6_8 C1_8 N1_4 117.90(14) . . ?
C3_8 C2_8 C1_8 116.84(16) . . ?
C3_8 C2_8 C7_8 121.31(15) . . ?
C1_8 C2_8 C7_8 121.81(14) . . ?
C4_8 C3_8 C2_8 120.92(17) . . ?
C4_8 C3_8 H3_8 119.5 . . ?
C2_8 C3_8 H3_8 119.5 . . ?
C5_8 C4_8 C3_8 120.55(16) . . ?
C5_8 C4_8 H4_8 119.7 . . ?
C3_8 C4_8 H4_8 119.7 . . ?
C4_8 C5_8 C6_8 121.26(16) . . ?
C4_8 C5_8 H5_8 119.4 . . ?
C6_8 C5_8 H5_8 119.4 . . ?
C5_8 C6_8 C1_8 116.53(16) . . ?
C5_8 C6_8 C10_8 121.10(15) . . ?
C1_8 C6_8 C10_8 122.37(15) . . ?
C2_8 C7_8 C8_8 112.91(15) . . ?
C2_8 C7_8 C9_8 110.10(14) . . ?
C8_8 C7_8 C9_8 110.40(15) . . ?
C2_8 C7_8 H7_8 107.7 . . ?
C8_8 C7_8 H7_8 107.7 . . ?
C9_8 C7_8 H7_8 107.7 . . ?
C7_8 C8_8 H8A_8 109.5 . . ?
C7_8 C8_8 H8B_8 109.5 . . ?
H8A_8 C8_8 H8B_8 109.5 . . ?
C7_8 C8_8 H8C_8 109.5 . . ?
H8A_8 C8_8 H8C_8 109.5 . . ?
H8B_8 C8_8 H8C_8 109.5 . . ?
C7_8 C9_8 H9A_8 109.5 . . ?
C7_8 C9_8 H9B_8 109.5 . . ?
H9A_8 C9_8 H9B_8 109.5 . . ?
C7_8 C9_8 H9C_8 109.5 . . ?
H9A_8 C9_8 H9C_8 109.5 . . ?
H9B_8 C9_8 H9C_8 109.5 . . ?
C6_8 C10_8 C12_8 110.44(15) . . ?
C6_8 C10_8 C11_8 113.09(16) . . ?
C12_8 C10_8 C11_8 110.13(15) . . ?
C6_8 C10_8 H10_8 107.7 . . ?
C12_8 C10_8 H10_8 107.7 . . ?
C11_8 C10_8 H10_8 107.7 . . ?
C10_8 C11_8 H11A_8 109.5 . . ?
C10_8 C11_8 H11B_8 109.5 . . ?
H11A_8 C11_8 H11B_8 109.5 . . ?
C10_8 C11_8 H11C_8 109.5 . . ?
H11A_8 C11_8 H11C_8 109.5 . . ?
H11B_8 C11_8 H11C_8 109.5 . . ?
C10_8 C12_8 H12A_8 109.5 . . ?
C10_8 C12_8 H12B_8 109.5 . . ?
H12A_8 C12_8 H12B_8 109.5 . . ?
C10_8 C12_8 H12C_8 109.5 . . ?
H12A_8 C12_8 H12C_8 109.5 . . ?
H12B_8 C12_8 H12C_8 109.5 . . ?

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
N2_3 C1_3 N1_3 C2_3 -0.17(17) . . . . ?
V1_1 C1_3 N1_3 C2_3 172.45(12) . . . . ?
N2_3 C1_3 N1_3 C1_5 175.41(14) . . . . ?
V1_1 C1_3 N1_3 C1_5 -12.0(2) . . . . ?
C1_3 N1_3 C2_3 C3_3 0.24(19) . . . . ?
C1_5 N1_3 C2_3 C3_3 -175.49(15) . . . . ?
N1_3 C1_3 N2_3 C3_3 0.04(17) . . . . ?
V1_1 C1_3 N2_3 C3_3 -172.68(11) . . . . ?
N1_3 C1_3 N2_3 C1_6 -176.07(14) . . . . ?
V1_1 C1_3 N2_3 C1_6 11.2(2) . . . . ?
N1_3 C2_3 C3_3 N2_3 -0.21(19) . . . . ?
C1_3 N2_3 C3_3 C2_3 0.11(19) . . . . ?
C1_6 N2_3 C3_3 C2_3 176.33(14) . . . . ?
N2_4 C1_4 N1_4 C2_4 0.18(17) . . . . ?
V1_2 C1_4 N1_4 C2_4 -172.19(11) . . . . ?
N2_4 C1_4 N1_4 C1_8 -177.03(13) . . . . ?
V1_2 C1_4 N1_4 C1_8 10.6(2) . . . . ?
C1_4 N1_4 C2_4 C3_4 -0.02(18) . . . . ?
C1_8 N1_4 C2_4 C3_4 177.21(14) . . . . ?
N1_4 C1_4 N2_4 C3_4 -0.28(17) . . . . ?
V1_2 C1_4 N2_4 C3_4 171.97(11) . . . . ?
N1_4 C1_4 N2_4 C1_7 172.61(13) . . . . ?
V1_2 C1_4 N2_4 C1_7 -15.1(2) . . . . ?
N1_4 C2_4 C3_4 N2_4 -0.15(18) . . . . ?
C1_4 N2_4 C3_4 C2_4 0.27(18) . . . . ?
C1_7 N2_4 C3_4 C2_4 -172.65(14) . . . . ?
C1_3 N1_3 C1_5 C2_5 -93.3(2) . . . . ?
C2_3 N1_3 C1_5 C2_5 81.8(2) . . . . ?
C1_3 N1_3 C1_5 C6_5 86.9(2) . . . . ?
C2_3 N1_3 C1_5 C6_5 -98.0(2) . . . . ?
C6_5 C1_5 C2_5 C3_5 -1.3(3) . . . . ?
N1_3 C1_5 C2_5 C3_5 178.81(15) . . . . ?
C6_5 C1_5 C2_5 C7_5 -179.16(16) . . . . ?
N1_3 C1_5 C2_5 C7_5 1.0(2) . . . . ?
C1_5 C2_5 C3_5 C4_5 -0.2(3) . . . . ?
C7_5 C2_5 C3_5 C4_5 177.70(18) . . . . ?
C2_5 C3_5 C4_5 C5_5 1.2(3) . . . . ?
C3_5 C4_5 C5_5 C6_5 -0.8(3) . . . . ?
C4_5 C5_5 C6_5 C1_5 -0.6(3) . . . . ?
C4_5 C5_5 C6_5 C10_5 177.35(18) . . . . ?
C2_5 C1_5 C6_5 C5_5 1.7(3) . . . . ?
N1_3 C1_5 C6_5 C5_5 -178.44(15) . . . . ?
C2_5 C1_5 C6_5 C10_5 -176.23(17) . . . . ?
N1_3 C1_5 C6_5 C10_5 3.6(2) . . . . ?
C3_5 C2_5 C7_5 C8_5 -82.1(2) . . . . ?
C1_5 C2_5 C7_5 C8_5 95.7(2) . . . . ?
C3_5 C2_5 C7_5 C9_5 41.5(3) . . . . ?
C1_5 C2_5 C7_5 C9_5 -140.80(19) . . . . ?
C5_5 C6_5 C10_5 C11_5 38.5(3) . . . . ?
C1_5 C6_5 C10_5 C11_5 -143.68(19) . . . . ?
C5_5 C6_5 C10_5 C12_5 -85.7(2) . . . . ?
C1_5 C6_5 C10_5 C12_5 92.1(2) . . . . ?
C1_3 N2_3 C1_6 C6_6 84.90(19) . . . . ?
C3_3 N2_3 C1_6 C6_6 -90.75(19) . . . . ?
C1_3 N2_3 C1_6 C2_6 -96.60(19) . . . . ?
C3_3 N2_3 C1_6 C2_6 87.74(19) . . . . ?
C6_6 C1_6 C2_6 C3_6 0.8(3) . . . . ?
N2_3 C1_6 C2_6 C3_6 -177.63(15) . . . . ?
C6_6 C1_6 C2_6 C7_6 177.96(16) . . . . ?
N2_3 C1_6 C2_6 C7_6 -0.4(2) . . . . ?
C1_6 C2_6 C3_6 C4_6 -0.8(3) . . . . ?
C7_6 C2_6 C3_6 C4_6 -177.99(18) . . . . ?
C2_6 C3_6 C4_6 C5_6 0.0(3) . . . . ?
C3_6 C4_6 C5_6 C6_6 0.9(3) . . . . ?
C4_6 C5_6 C6_6 C1_6 -0.9(3) . . . . ?
C4_6 C5_6 C6_6 C10_6 177.00(17) . . . . ?
C2_6 C1_6 C6_6 C5_6 0.0(2) . . . . ?
N2_3 C1_6 C6_6 C5_6 178.45(14) . . . . ?
C2_6 C1_6 C6_6 C10_6 -177.82(16) . . . . ?
N2_3 C1_6 C6_6 C10_6 0.6(2) . . . . ?
C3_6 C2_6 C7_6 C8_6 -42.5(3) . . . . ?
C1_6 C2_6 C7_6 C8_6 140.45(18) . . . . ?
C3_6 C2_6 C7_6 C9_6 81.1(2) . . . . ?
C1_6 C2_6 C7_6 C9_6 -96.0(2) . . . . ?
C5_6 C6_6 C10_6 C11_6 39.4(2) . . . . ?
C1_6 C6_6 C10_6 C11_6 -142.83(17) . . . . ?
C5_6 C6_6 C10_6 C12_6 -84.0(2) . . . . ?
C1_6 C6_6 C10_6 C12_6 93.75(19) . . . . ?
C1_4 N2_4 C1_7 C2_7 -90.45(18) . . . . ?
C3_4 N2_4 C1_7 C2_7 81.51(19) . . . . ?
C1_4 N2_4 C1_7 C6_7 89.04(19) . . . . ?
C3_4 N2_4 C1_7 C6_7 -99.00(18) . . . . ?
C6_7 C1_7 C2_7 C3_7 -1.8(2) . . . . ?
N2_4 C1_7 C2_7 C3_7 177.63(14) . . . . ?
C6_7 C1_7 C2_7 C7_7 179.75(15) . . . . ?
N2_4 C1_7 C2_7 C7_7 -0.8(2) . . . . ?
C1_7 C2_7 C3_7 C4_7 -0.6(3) . . . . ?
C7_7 C2_7 C3_7 C4_7 177.85(16) . . . . ?
C2_7 C3_7 C4_7 C5_7 1.9(3) . . . . ?
C3_7 C4_7 C5_7 C6_7 -0.8(3) . . . . ?
C4_7 C5_7 C6_7 C1_7 -1.5(2) . . . . ?
C4_7 C5_7 C6_7 C10_7 175.66(16) . . . . ?
C2_7 C1_7 C6_7 C5_7 2.8(2) . . . . ?
N2_4 C1_7 C6_7 C5_7 -176.61(14) . . . . ?
C2_7 C1_7 C6_7 C10_7 -174.28(15) . . . . ?
N2_4 C1_7 C6_7 C10_7 6.3(2) . . . . ?
C3_7 C2_7 C7_7 C9_7 58.6(2) . . . . ?
C1_7 C2_7 C7_7 C9_7 -123.04(19) . . . . ?
C3_7 C2_7 C7_7 C8_7 -66.9(2) . . . . ?
C1_7 C2_7 C7_7 C8_7 111.5(2) . . . . ?
C5_7 C6_7 C10_7 C11_7 35.6(2) . . . . ?
C1_7 C6_7 C10_7 C11_7 -147.42(16) . . . . ?
C5_7 C6_7 C10_7 C12_7 -88.0(2) . . . . ?
C1_7 C6_7 C10_7 C12_7 89.00(19) . . . . ?
C1_4 N1_4 C1_8 C2_8 -92.87(19) . . . . ?
C2_4 N1_4 C1_8 C2_8 90.27(18) . . . . ?
C1_4 N1_4 C1_8 C6_8 87.01(19) . . . . ?
C2_4 N1_4 C1_8 C6_8 -89.86(19) . . . . ?
C6_8 C1_8 C2_8 C3_8 0.0(2) . . . . ?
N1_4 C1_8 C2_8 C3_8 179.85(14) . . . . ?
C6_8 C1_8 C2_8 C7_8 177.81(15) . . . . ?
N1_4 C1_8 C2_8 C7_8 -2.3(2) . . . . ?
C1_8 C2_8 C3_8 C4_8 0.4(2) . . . . ?
C7_8 C2_8 C3_8 C4_8 -177.45(16) . . . . ?
C2_8 C3_8 C4_8 C5_8 -0.5(3) . . . . ?
C3_8 C4_8 C5_8 C6_8 0.3(3) . . . . ?
C4_8 C5_8 C6_8 C1_8 0.1(2) . . . . ?
C4_8 C5_8 C6_8 C10_8 -179.97(16) . . . . ?
C2_8 C1_8 C6_8 C5_8 -0.2(2) . . . . ?
N1_4 C1_8 C6_8 C5_8 179.91(14) . . . . ?
C2_8 C1_8 C6_8 C10_8 179.85(15) . . . . ?
N1_4 C1_8 C6_8 C10_8 0.0(2) . . . . ?
C3_8 C2_8 C7_8 C8_8 -37.6(2) . . . . ?
C1_8 C2_8 C7_8 C8_8 144.63(16) . . . . ?
C3_8 C2_8 C7_8 C9_8 86.25(19) . . . . ?
C1_8 C2_8 C7_8 C9_8 -91.48(19) . . . . ?
C5_8 C6_8 C10_8 C12_8 -83.9(2) . . . . ?
C1_8 C6_8 C10_8 C12_8 95.99(19) . . . . ?
C5_8 C6_8 C10_8 C11_8 40.0(2) . . . . ?
C1_8 C6_8 C10_8 C11_8 -140.08(17) . . . . ?

_refine_diff_density_max         0.479
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.048



####################################################################### 
# 
# 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_compound_18
_database_code_depnum_ccdc_archive 'CCDC 2167950'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H28 Cl3 F N3 V, C6 H6'
_chemical_formula_sum            'C33 H34 Cl3 F N3 V'
_chemical_formula_weight         648.92

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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
V V 0.0687 2.1097 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.6071(2)
_cell_length_b                   12.4727(2)
_cell_length_c                   17.0607(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.0560(10)
_cell_angle_gamma                90
_cell_volume                     3207.08(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.01(11)
_cell_measurement_reflns_used    21932
_cell_measurement_theta_min      2.9170
_cell_measurement_theta_max      74.2520

_exptl_crystal_description       block
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    5.142
_shelx_estimated_absorpt_T_min   0.308
_shelx_estimated_absorpt_T_max   0.475
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.275
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.96a (Rigaku Oxford Diffraction, 2021) Numerical 
absorption correction based on gaussian integration over a multifaceted 
crystal model Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'PhotonJet R (Cu) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            32981
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.932
_diffrn_reflns_theta_max         72.127
_diffrn_reflns_theta_full        72.000
_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 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6310
_reflns_number_gt                5694
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'BIS 2011.8 / APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0506P)²+1.1225P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6310
_refine_ls_number_parameters     376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0330
_refine_ls_wR_factor_ref         0.0932
_refine_ls_wR_factor_gt          0.0908
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.002
_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_1 V 0.32732(2) 0.66020(2) 0.62597(2) 0.02770(9) Uani 1 1 d . . . . .
Cl2_1 Cl 0.29149(3) 0.54163(4) 0.71442(3) 0.03783(12) Uani 1 1 d . . . . .
Cl3_1 Cl 0.27537(3) 0.79827(4) 0.68421(3) 0.04017(12) Uani 1 1 d . . . . .
Cl1_1 Cl 0.31545(3) 0.52314(3) 0.53611(3) 0.03450(11) Uani 1 1 d . . . . .
C1_2 C 0.30774(11) 0.75564(13) 0.51752(10) 0.0276(3) Uani 1 1 d . . . . .
N1_2 N 0.23022(9) 0.77337(12) 0.46036(8) 0.0295(3) Uani 1 1 d . . . . .
C2_2 C 0.24448(13) 0.82606(15) 0.39334(11) 0.0353(4) Uani 1 1 d . . . . .
H2_2 H 0.200715 0.846681 0.345810 0.042 Uiso 1 1 calc R U . . .
N2_2 N 0.37027(9) 0.79966(11) 0.48513(8) 0.0284(3) Uani 1 1 d . . . . .
C3_2 C 0.33228(13) 0.84218(15) 0.40883(11) 0.0346(4) Uani 1 1 d . . . . .
H3_2 H 0.362697 0.876257 0.374127 0.041 Uiso 1 1 calc R U . . .
C1_3 C 0.14291(11) 0.74319(15) 0.46651(10) 0.0313(4) Uani 1 1 d . . . . .
C2_3 C 0.10500(12) 0.64923(15) 0.42813(11) 0.0344(4) Uani 1 1 d . . . . .
C3_3 C 0.02184(12) 0.62066(17) 0.43742(12) 0.0394(4) Uani 1 1 d . . . . .
H3_3 H -0.004053 0.555071 0.414586 0.047 Uiso 1 1 calc R U . . .
C4_3 C -0.02441(12) 0.68477(18) 0.47888(12) 0.0422(5) Uani 1 1 d . . . . .
C5_3 C 0.01302(12) 0.78122(18) 0.50994(12) 0.0411(4) Uani 1 1 d . . . . .
H5_3 H -0.019432 0.827216 0.536116 0.049 Uiso 1 1 calc R U . . .
C6_3 C 0.09675(12) 0.81346(16) 0.50425(11) 0.0366(4) Uani 1 1 d . . . . .
C7_3 C 0.14722(12) 0.58554(17) 0.37301(12) 0.0398(4) Uani 1 1 d . . . . .
H7A_3 H 0.121840 0.513214 0.365977 0.060 Uiso 1 1 calc R U . . .
H7B_3 H 0.211343 0.580912 0.397136 0.060 Uiso 1 1 calc R U . . .
H7C_3 H 0.135918 0.621086 0.320080 0.060 Uiso 1 1 calc R U . . .
C8_3 C -0.11422(14) 0.6513(2) 0.48752(16) 0.0567(6) Uani 1 1 d . . . . .
H8A_3 H -0.154603 0.712883 0.476567 0.085 Uiso 1 1 calc R U . . .
H8B_3 H -0.108631 0.625470 0.542859 0.085 Uiso 1 1 calc R U . . .
H8C_3 H -0.137866 0.593882 0.448742 0.085 Uiso 1 1 calc R U . . .
C9_3 C 0.13123(15) 0.92338(17) 0.53233(14) 0.0467(5) Uani 1 1 d . . . . .
H9A_3 H 0.121914 0.937464 0.586030 0.070 Uiso 1 1 calc R U . . .
H9B_3 H 0.099455 0.977194 0.493735 0.070 Uiso 1 1 calc R U . . .
H9C_3 H 0.194767 0.927063 0.535525 0.070 Uiso 1 1 calc R U . . .
C1_4 C 0.46469(11) 0.80458(14) 0.52117(10) 0.0282(3) Uani 1 1 d . . . . .
C2_4 C 0.49834(12) 0.88676(14) 0.57608(10) 0.0316(4) Uani 1 1 d . . . . .
C3_4 C 0.58967(12) 0.88977(15) 0.60836(10) 0.0348(4) Uani 1 1 d . . . . .
H3_4 H 0.614307 0.943479 0.647158 0.042 Uiso 1 1 calc R U . . .
C4_4 C 0.64613(12) 0.81695(15) 0.58583(11) 0.0356(4) Uani 1 1 d . . . . .
C5_4 C 0.60979(12) 0.73775(15) 0.52975(11) 0.0346(4) Uani 1 1 d . . . . .
H5_4 H 0.647972 0.687788 0.513755 0.042 Uiso 1 1 calc R U . . .
C6_4 C 0.51849(11) 0.73011(14) 0.49651(10) 0.0305(4) Uani 1 1 d . . . . .
C7_4 C 0.43860(13) 0.96830(15) 0.59989(12) 0.0382(4) Uani 1 1 d . . . . .
H7A_4 H 0.474423 1.018442 0.639297 0.057 Uiso 1 1 calc R U . . .
H7B_4 H 0.396258 0.931735 0.624264 0.057 Uiso 1 1 calc R U . . .
H7C_4 H 0.406222 1.007819 0.551615 0.057 Uiso 1 1 calc R U . . .
C8_4 C 0.74517(13) 0.8239(2) 0.62231(14) 0.0499(5) Uani 1 1 d . . . . .
H8A_4 H 0.771755 0.752895 0.621174 0.075 Uiso 1 1 calc R U . . .
H8B_4 H 0.756964 0.848814 0.678575 0.075 Uiso 1 1 calc R U . . .
H8C_4 H 0.770997 0.874383 0.590829 0.075 Uiso 1 1 calc R U . . .
C9_4 C 0.47933(12) 0.64212(15) 0.43697(12) 0.0359(4) Uani 1 1 d . . . . .
H9A_4 H 0.527311 0.600818 0.424058 0.054 Uiso 1 1 calc R U . . .
H9B_4 H 0.442133 0.673963 0.387162 0.054 Uiso 1 1 calc R U . . .
H9C_4 H 0.443166 0.594578 0.461094 0.054 Uiso 1 1 calc R U . . .
N1_5 N 0.43450(10) 0.67384(12) 0.66174(9) 0.0329(3) Uani 1 1 d . . . . .
F1_5 F 0.77576(8) 0.67262(12) 0.85041(8) 0.0607(4) Uani 1 1 d . . . . .
C1_5 C 0.52201(11) 0.67518(14) 0.70749(10) 0.0309(4) Uani 1 1 d . . . . .
C2_5 C 0.55095(12) 0.75804(16) 0.76307(11) 0.0359(4) Uani 1 1 d . . . . .
H2_5 H 0.511674 0.814503 0.767621 0.043 Uiso 1 1 calc R U . . .
C3_5 C 0.63713(12) 0.75751(17) 0.81150(11) 0.0398(4) Uani 1 1 d . . . . .
H3_5 H 0.658112 0.813026 0.849798 0.048 Uiso 1 1 calc R U . . .
C4_5 C 0.69149(12) 0.67416(17) 0.80249(12) 0.0415(5) Uani 1 1 d . . . . .
C5_5 C 0.66562(13) 0.59262(17) 0.74697(13) 0.0425(4) Uani 1 1 d . . . . .
H5_5 H 0.705810 0.537451 0.741929 0.051 Uiso 1 1 calc R U . . .
C6_5 C 0.57935(12) 0.59341(16) 0.69874(11) 0.0378(4) Uani 1 1 d . . . . .
H6_5 H 0.559396 0.538330 0.659813 0.045 Uiso 1 1 calc R U . . .
C1_6 C 0.96046(17) 0.6893(2) 0.77116(14) 0.0561(6) Uani 1 1 d . . . . .
H1_6 H 0.921695 0.744989 0.778329 0.067 Uiso 1 1 calc R U . . .
C2_6 C 1.00954(17) 0.70079(19) 0.71519(14) 0.0554(6) Uani 1 1 d . . . . .
H2_6 H 1.004626 0.764866 0.684237 0.066 Uiso 1 1 calc R U . . .
C3_6 C 1.06545(14) 0.62084(18) 0.70361(13) 0.0459(5) Uani 1 1 d . . . . .
H3_6 H 1.098514 0.629123 0.664445 0.055 Uiso 1 1 calc R U . . .
C4_6 C 1.07322(14) 0.52863(18) 0.74916(13) 0.0467(5) Uani 1 1 d . . . . .
H4_6 H 1.111911 0.472870 0.741912 0.056 Uiso 1 1 calc R U . . .
C5_6 C 1.02409(16) 0.51778(18) 0.80574(13) 0.0516(6) Uani 1 1 d . . . . .
H5_6 H 1.029586 0.454374 0.837520 0.062 Uiso 1 1 calc R U . . .
C6_6 C 0.96758(15) 0.5976(2) 0.81636(13) 0.0526(6) Uani 1 1 d . . . . .
H6_6 H 0.933666 0.589225 0.854843 0.063 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_1 N1_5 1.6338(15) . ?
V1_1 C1_2 2.1541(17) . ?
V1_1 Cl3_1 2.2424(5) . ?
V1_1 Cl1_1 2.2714(5) . ?
V1_1 Cl2_1 2.2838(5) . ?
C1_2 N2_2 1.356(2) . ?
C1_2 N1_2 1.360(2) . ?
N1_2 C2_2 1.386(2) . ?
N1_2 C1_3 1.444(2) . ?
C2_2 C3_2 1.342(3) . ?
C2_2 H2_2 0.9500 . ?
N2_2 C3_2 1.388(2) . ?
N2_2 C1_4 1.443(2) . ?
C3_2 H3_2 0.9500 . ?
C1_3 C6_3 1.394(3) . ?
C1_3 C2_3 1.397(3) . ?
C2_3 C3_3 1.394(3) . ?
C2_3 C7_3 1.507(3) . ?
C3_3 C4_3 1.388(3) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.382(3) . ?
C4_3 C8_3 1.506(3) . ?
C5_3 C6_3 1.395(3) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C9_3 1.505(3) . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C1_4 C6_4 1.389(2) . ?
C1_4 C2_4 1.396(2) . ?
C2_4 C3_4 1.389(3) . ?
C2_4 C7_4 1.505(3) . ?
C3_4 C4_4 1.388(3) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.390(3) . ?
C4_4 C8_4 1.511(3) . ?
C5_4 C6_4 1.393(2) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C9_4 1.512(2) . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
N1_5 C1_5 1.386(2) . ?
F1_5 C4_5 1.356(2) . ?
C1_5 C6_5 1.390(3) . ?
C1_5 C2_5 1.396(3) . ?
C2_5 C3_5 1.384(2) . ?
C2_5 H2_5 0.9500 . ?
C3_5 C4_5 1.375(3) . ?
C3_5 H3_5 0.9500 . ?
C4_5 C5_5 1.377(3) . ?
C5_5 C6_5 1.384(3) . ?
C5_5 H5_5 0.9500 . ?
C6_5 H6_5 0.9500 . ?
C1_6 C6_6 1.367(3) . ?
C1_6 C2_6 1.378(4) . ?
C1_6 H1_6 0.9500 . ?
C2_6 C3_6 1.373(3) . ?
C2_6 H2_6 0.9500 . ?
C3_6 C4_6 1.376(3) . ?
C3_6 H3_6 0.9500 . ?
C4_6 C5_6 1.387(3) . ?
C4_6 H4_6 0.9500 . ?
C5_6 C6_6 1.373(4) . ?
C5_6 H5_6 0.9500 . ?
C6_6 H6_6 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1_5 V1_1 C1_2 99.58(7) . . ?
N1_5 V1_1 Cl3_1 101.97(6) . . ?
C1_2 V1_1 Cl3_1 88.24(5) . . ?
N1_5 V1_1 Cl1_1 103.10(6) . . ?
C1_2 V1_1 Cl1_1 82.40(5) . . ?
Cl3_1 V1_1 Cl1_1 154.36(2) . . ?
N1_5 V1_1 Cl2_1 102.90(5) . . ?
C1_2 V1_1 Cl2_1 157.07(5) . . ?
Cl3_1 V1_1 Cl2_1 91.47(2) . . ?
Cl1_1 V1_1 Cl2_1 88.139(19) . . ?
N2_2 C1_2 N1_2 104.02(14) . . ?
N2_2 C1_2 V1_1 128.10(11) . . ?
N1_2 C1_2 V1_1 127.37(12) . . ?
C1_2 N1_2 C2_2 111.41(14) . . ?
C1_2 N1_2 C1_3 125.87(14) . . ?
C2_2 N1_2 C1_3 122.72(14) . . ?
C3_2 C2_2 N1_2 106.45(15) . . ?
C3_2 C2_2 H2_2 126.8 . . ?
N1_2 C2_2 H2_2 126.8 . . ?
C1_2 N2_2 C3_2 111.07(14) . . ?
C1_2 N2_2 C1_4 127.36(14) . . ?
C3_2 N2_2 C1_4 121.57(15) . . ?
C2_2 C3_2 N2_2 107.04(16) . . ?
C2_2 C3_2 H3_2 126.5 . . ?
N2_2 C3_2 H3_2 126.5 . . ?
C6_3 C1_3 C2_3 122.50(17) . . ?
C6_3 C1_3 N1_2 118.71(16) . . ?
C2_3 C1_3 N1_2 118.53(16) . . ?
C3_3 C2_3 C1_3 117.04(18) . . ?
C3_3 C2_3 C7_3 120.47(17) . . ?
C1_3 C2_3 C7_3 122.28(17) . . ?
C4_3 C3_3 C2_3 122.24(19) . . ?
C4_3 C3_3 H3_3 118.9 . . ?
C2_3 C3_3 H3_3 118.9 . . ?
C5_3 C4_3 C3_3 118.24(18) . . ?
C5_3 C4_3 C8_3 121.0(2) . . ?
C3_3 C4_3 C8_3 120.7(2) . . ?
C4_3 C5_3 C6_3 122.33(19) . . ?
C4_3 C5_3 H5_3 118.8 . . ?
C6_3 C5_3 H5_3 118.8 . . ?
C1_3 C6_3 C5_3 117.19(18) . . ?
C1_3 C6_3 C9_3 122.35(18) . . ?
C5_3 C6_3 C9_3 120.30(18) . . ?
C2_3 C7_3 H7A_3 109.5 . . ?
C2_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C2_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C4_3 C8_3 H8A_3 109.5 . . ?
C4_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C4_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C6_3 C9_3 H9A_3 109.5 . . ?
C6_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C6_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C6_4 C1_4 C2_4 122.87(16) . . ?
C6_4 C1_4 N2_2 118.25(15) . . ?
C2_4 C1_4 N2_2 118.80(16) . . ?
C3_4 C2_4 C1_4 117.04(17) . . ?
C3_4 C2_4 C7_4 121.24(16) . . ?
C1_4 C2_4 C7_4 121.72(16) . . ?
C4_4 C3_4 C2_4 122.19(16) . . ?
C4_4 C3_4 H3_4 118.9 . . ?
C2_4 C3_4 H3_4 118.9 . . ?
C3_4 C4_4 C5_4 118.75(16) . . ?
C3_4 C4_4 C8_4 120.25(18) . . ?
C5_4 C4_4 C8_4 121.00(19) . . ?
C4_4 C5_4 C6_4 121.35(17) . . ?
C4_4 C5_4 H5_4 119.3 . . ?
C6_4 C5_4 H5_4 119.3 . . ?
C1_4 C6_4 C5_4 117.76(16) . . ?
C1_4 C6_4 C9_4 121.21(15) . . ?
C5_4 C6_4 C9_4 121.01(16) . . ?
C2_4 C7_4 H7A_4 109.5 . . ?
C2_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C2_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C4_4 C8_4 H8A_4 109.5 . . ?
C4_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C4_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C6_4 C9_4 H9A_4 109.5 . . ?
C6_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C6_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C1_5 N1_5 V1_1 167.20(13) . . ?
N1_5 C1_5 C6_5 119.89(16) . . ?
N1_5 C1_5 C2_5 119.28(17) . . ?
C6_5 C1_5 C2_5 120.82(16) . . ?
C3_5 C2_5 C1_5 119.66(18) . . ?
C3_5 C2_5 H2_5 120.2 . . ?
C1_5 C2_5 H2_5 120.2 . . ?
C4_5 C3_5 C2_5 117.98(18) . . ?
C4_5 C3_5 H3_5 121.0 . . ?
C2_5 C3_5 H3_5 121.0 . . ?
F1_5 C4_5 C3_5 118.23(18) . . ?
F1_5 C4_5 C5_5 117.99(19) . . ?
C3_5 C4_5 C5_5 123.77(17) . . ?
C4_5 C5_5 C6_5 118.04(19) . . ?
C4_5 C5_5 H5_5 121.0 . . ?
C6_5 C5_5 H5_5 121.0 . . ?
C5_5 C6_5 C1_5 119.70(18) . . ?
C5_5 C6_5 H6_5 120.2 . . ?
C1_5 C6_5 H6_5 120.2 . . ?
C6_6 C1_6 C2_6 120.0(2) . . ?
C6_6 C1_6 H1_6 120.0 . . ?
C2_6 C1_6 H1_6 120.0 . . ?
C3_6 C2_6 C1_6 120.8(2) . . ?
C3_6 C2_6 H2_6 119.6 . . ?
C1_6 C2_6 H2_6 119.6 . . ?
C2_6 C3_6 C4_6 119.5(2) . . ?
C2_6 C3_6 H3_6 120.3 . . ?
C4_6 C3_6 H3_6 120.3 . . ?
C3_6 C4_6 C5_6 119.4(2) . . ?
C3_6 C4_6 H4_6 120.3 . . ?
C5_6 C4_6 H4_6 120.3 . . ?
C6_6 C5_6 C4_6 120.8(2) . . ?
C6_6 C5_6 H5_6 119.6 . . ?
C4_6 C5_6 H5_6 119.6 . . ?
C1_6 C6_6 C5_6 119.5(2) . . ?
C1_6 C6_6 H6_6 120.2 . . ?
C5_6 C6_6 H6_6 120.2 . . ?

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
N2_2 C1_2 N1_2 C2_2 0.80(19) . . . . ?
V1_1 C1_2 N1_2 C2_2 -171.47(13) . . . . ?
N2_2 C1_2 N1_2 C1_3 -178.80(15) . . . . ?
V1_1 C1_2 N1_2 C1_3 8.9(2) . . . . ?
C1_2 N1_2 C2_2 C3_2 -0.3(2) . . . . ?
C1_3 N1_2 C2_2 C3_2 179.29(16) . . . . ?
N1_2 C1_2 N2_2 C3_2 -0.99(19) . . . . ?
V1_1 C1_2 N2_2 C3_2 171.21(13) . . . . ?
N1_2 C1_2 N2_2 C1_4 179.14(15) . . . . ?
V1_1 C1_2 N2_2 C1_4 -8.7(2) . . . . ?
N1_2 C2_2 C3_2 N2_2 -0.3(2) . . . . ?
C1_2 N2_2 C3_2 C2_2 0.8(2) . . . . ?
C1_4 N2_2 C3_2 C2_2 -179.29(15) . . . . ?
C1_2 N1_2 C1_3 C6_3 86.7(2) . . . . ?
C2_2 N1_2 C1_3 C6_3 -92.8(2) . . . . ?
C1_2 N1_2 C1_3 C2_3 -98.8(2) . . . . ?
C2_2 N1_2 C1_3 C2_3 81.6(2) . . . . ?
C6_3 C1_3 C2_3 C3_3 -7.8(3) . . . . ?
N1_2 C1_3 C2_3 C3_3 178.03(15) . . . . ?
C6_3 C1_3 C2_3 C7_3 167.06(17) . . . . ?
N1_2 C1_3 C2_3 C7_3 -7.1(2) . . . . ?
C1_3 C2_3 C3_3 C4_3 3.5(3) . . . . ?
C7_3 C2_3 C3_3 C4_3 -171.38(17) . . . . ?
C2_3 C3_3 C4_3 C5_3 1.6(3) . . . . ?
C2_3 C3_3 C4_3 C8_3 179.87(18) . . . . ?
C3_3 C4_3 C5_3 C6_3 -3.0(3) . . . . ?
C8_3 C4_3 C5_3 C6_3 178.76(18) . . . . ?
C2_3 C1_3 C6_3 C5_3 6.5(3) . . . . ?
N1_2 C1_3 C6_3 C5_3 -179.30(15) . . . . ?
C2_3 C1_3 C6_3 C9_3 -168.83(17) . . . . ?
N1_2 C1_3 C6_3 C9_3 5.4(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 -0.9(3) . . . . ?
C4_3 C5_3 C6_3 C9_3 174.52(18) . . . . ?
C1_2 N2_2 C1_4 C6_4 100.0(2) . . . . ?
C3_2 N2_2 C1_4 C6_4 -79.9(2) . . . . ?
C1_2 N2_2 C1_4 C2_4 -83.1(2) . . . . ?
C3_2 N2_2 C1_4 C2_4 97.0(2) . . . . ?
C6_4 C1_4 C2_4 C3_4 -2.2(3) . . . . ?
N2_2 C1_4 C2_4 C3_4 -178.94(15) . . . . ?
C6_4 C1_4 C2_4 C7_4 178.20(16) . . . . ?
N2_2 C1_4 C2_4 C7_4 1.4(2) . . . . ?
C1_4 C2_4 C3_4 C4_4 1.9(3) . . . . ?
C7_4 C2_4 C3_4 C4_4 -178.46(17) . . . . ?
C2_4 C3_4 C4_4 C5_4 -0.7(3) . . . . ?
C2_4 C3_4 C4_4 C8_4 179.65(18) . . . . ?
C3_4 C4_4 C5_4 C6_4 -0.3(3) . . . . ?
C8_4 C4_4 C5_4 C6_4 179.29(18) . . . . ?
C2_4 C1_4 C6_4 C5_4 1.2(3) . . . . ?
N2_2 C1_4 C6_4 C5_4 177.98(15) . . . . ?
C2_4 C1_4 C6_4 C9_4 179.89(16) . . . . ?
N2_2 C1_4 C6_4 C9_4 -3.3(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.1(3) . . . . ?
C4_4 C5_4 C6_4 C9_4 -178.59(17) . . . . ?
C1_2 V1_1 N1_5 C1_5 168.5(6) . . . . ?
Cl3_1 V1_1 N1_5 C1_5 78.2(6) . . . . ?
Cl1_1 V1_1 N1_5 C1_5 -107.2(6) . . . . ?
Cl2_1 V1_1 N1_5 C1_5 -16.1(7) . . . . ?
V1_1 N1_5 C1_5 C6_5 96.8(7) . . . . ?
V1_1 N1_5 C1_5 C2_5 -82.0(7) . . . . ?
N1_5 C1_5 C2_5 C3_5 177.20(17) . . . . ?
C6_5 C1_5 C2_5 C3_5 -1.6(3) . . . . ?
C1_5 C2_5 C3_5 C4_5 0.2(3) . . . . ?
C2_5 C3_5 C4_5 F1_5 -179.31(18) . . . . ?
C2_5 C3_5 C4_5 C5_5 1.4(3) . . . . ?
F1_5 C4_5 C5_5 C6_5 179.23(19) . . . . ?
C3_5 C4_5 C5_5 C6_5 -1.5(3) . . . . ?
C4_5 C5_5 C6_5 C1_5 0.0(3) . . . . ?
N1_5 C1_5 C6_5 C5_5 -177.27(18) . . . . ?
C2_5 C1_5 C6_5 C5_5 1.5(3) . . . . ?
C6_6 C1_6 C2_6 C3_6 0.4(4) . . . . ?
C1_6 C2_6 C3_6 C4_6 -0.7(3) . . . . ?
C2_6 C3_6 C4_6 C5_6 0.3(3) . . . . ?
C3_6 C4_6 C5_6 C6_6 0.4(3) . . . . ?
C2_6 C1_6 C6_6 C5_6 0.3(3) . . . . ?
C4_6 C5_6 C6_6 C1_6 -0.7(3) . . . . ?

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_compound_12
_database_code_depnum_ccdc_archive 'CCDC 2167954'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H36 Cl3 N2 O V'
_chemical_formula_sum            'C27 H36 Cl3 N2 O V'
_chemical_formula_weight         561.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.88740(10)
_cell_length_b                   16.52750(10)
_cell_length_c                   18.46260(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.6030(10)
_cell_angle_gamma                90
_cell_volume                     5761.06(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    34587
_cell_measurement_theta_min      3.5740
_cell_measurement_theta_max      76.4430

_exptl_crystal_description       block
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.111
_exptl_absorpt_coefficient_mu    5.599
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.600
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            56865
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.554
_diffrn_reflns_theta_max         72.126
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5692
_reflns_number_gt                5519
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0443P)²+4.6007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5692
_refine_ls_number_parameters     315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0775
_refine_ls_wR_factor_gt          0.0770
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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_1 V 0.26113(2) 0.44066(2) 0.25367(2) 0.01961(8) Uani 1 1 d . . . . .
O1_1 O 0.17848(5) 0.43668(6) 0.24510(6) 0.0261(2) Uani 1 1 d . . . . .
Cl2_1 Cl 0.28437(2) 0.56725(2) 0.22264(2) 0.02834(9) Uani 1 1 d . . . . .
Cl3_1 Cl 0.28744(2) 0.32496(2) 0.31165(2) 0.02557(9) Uani 1 1 d . . . . .
Cl1_1 Cl 0.30469(2) 0.39021(2) 0.15005(2) 0.03220(10) Uani 1 1 d . . . . .
C1_2 C 0.27158(7) 0.48345(8) 0.36389(7) 0.0176(2) Uani 1 1 d . . . . .
N1_2 N 0.21925(6) 0.47981(7) 0.41266(6) 0.0188(2) Uani 1 1 d . . . . .
C2_2 C 0.24496(7) 0.50070(9) 0.48116(7) 0.0227(3) Uani 1 1 d . . . . .
H2_2 H 0.218704 0.502777 0.524270 0.027 Uiso 1 1 calc R U . . .
N2_2 N 0.32995(6) 0.50764(7) 0.40268(6) 0.0175(2) Uani 1 1 d . . . . .
C3_2 C 0.31408(7) 0.51745(9) 0.47495(7) 0.0218(3) Uani 1 1 d . . . . .
H3_2 H 0.346111 0.533109 0.512995 0.026 Uiso 1 1 calc R U . . .
C1_3 C 0.14506(7) 0.46237(9) 0.39698(8) 0.0222(3) Uani 1 1 d . . . . .
C2_3 C 0.10369(7) 0.52332(9) 0.36391(8) 0.0248(3) Uani 1 1 d . . . . .
C3_3 C 0.03253(8) 0.50542(11) 0.34975(10) 0.0340(4) Uani 1 1 d . . . . .
H3_3 H 0.002872 0.544812 0.326898 0.041 Uiso 1 1 calc R U . . .
C4_3 C 0.00435(9) 0.43123(12) 0.36840(11) 0.0410(4) Uani 1 1 d . . . . .
H4_3 H -0.044211 0.420115 0.357910 0.049 Uiso 1 1 calc R U . . .
C5_3 C 0.04633(9) 0.37322(11) 0.40216(10) 0.0375(4) Uani 1 1 d . . . . .
H5_3 H 0.025958 0.322913 0.415194 0.045 Uiso 1 1 calc R U . . .
C6_3 C 0.11823(8) 0.38712(9) 0.41751(8) 0.0274(3) Uani 1 1 d . . . . .
C7_3 C 0.13347(8) 0.60644(9) 0.34719(9) 0.0280(3) Uani 1 1 d . . . . .
H7_3 H 0.185992 0.600590 0.344027 0.034 Uiso 1 1 calc R U . . .
C8_3 C 0.10618(9) 0.64178(11) 0.27538(10) 0.0390(4) Uani 1 1 d . . . . .
H8A_3 H 0.131545 0.692113 0.265403 0.059 Uiso 1 1 calc R U . . .
H8B_3 H 0.055395 0.653029 0.278235 0.059 Uiso 1 1 calc R U . . .
H8C_3 H 0.114079 0.602892 0.236351 0.059 Uiso 1 1 calc R U . . .
C9_3 C 0.11948(13) 0.66406(12) 0.40960(12) 0.0529(5) Uani 1 1 d . . . . .
H9A_3 H 0.139594 0.717274 0.398981 0.079 Uiso 1 1 calc R U . . .
H9B_3 H 0.141551 0.642717 0.454307 0.079 Uiso 1 1 calc R U . . .
H9C_3 H 0.068297 0.669251 0.415638 0.079 Uiso 1 1 calc R U . . .
C10_3 C 0.16270(8) 0.32391(10) 0.45792(9) 0.0300(3) Uani 1 1 d . . . . .
H10_3 H 0.213580 0.339944 0.454857 0.036 Uiso 1 1 calc R U . . .
C11_3 C 0.15430(9) 0.23923(10) 0.42488(10) 0.0378(4) Uani 1 1 d . . . . .
H11A_3 H 0.185752 0.201349 0.450945 0.057 Uiso 1 1 calc R U . . .
H11B_3 H 0.166687 0.240882 0.373713 0.057 Uiso 1 1 calc R U . . .
H11C_3 H 0.105097 0.221338 0.428876 0.057 Uiso 1 1 calc R U . . .
C12_3 C 0.14364(10) 0.32328(12) 0.53817(10) 0.0407(4) Uani 1 1 d . . . . .
H12A_3 H 0.171879 0.282037 0.563887 0.061 Uiso 1 1 calc R U . . .
H12B_3 H 0.093181 0.310884 0.542400 0.061 Uiso 1 1 calc R U . . .
H12C_3 H 0.153678 0.376506 0.559470 0.061 Uiso 1 1 calc R U . . .
C1_4 C 0.39873(7) 0.53133(8) 0.37600(7) 0.0177(3) Uani 1 1 d . . . . .
C2_4 C 0.45314(7) 0.47405(8) 0.37393(7) 0.0185(3) Uani 1 1 d . . . . .
C3_4 C 0.51942(7) 0.50107(9) 0.35220(7) 0.0225(3) Uani 1 1 d . . . . .
H3_4 H 0.557197 0.463453 0.348621 0.027 Uiso 1 1 calc R U . . .
C4_4 C 0.53096(7) 0.58146(10) 0.33586(8) 0.0253(3) Uani 1 1 d . . . . .
H4_4 H 0.576484 0.598628 0.321541 0.030 Uiso 1 1 calc R U . . .
C5_4 C 0.47651(8) 0.63710(9) 0.34023(8) 0.0235(3) Uani 1 1 d . . . . .
H5_4 H 0.485450 0.692318 0.329510 0.028 Uiso 1 1 calc R U . . .
C6_4 C 0.40883(7) 0.61384(8) 0.36004(7) 0.0198(3) Uani 1 1 d . . . . .
C7_4 C 0.44509(7) 0.38693(8) 0.39841(7) 0.0199(3) Uani 1 1 d . . . . .
H7_4 H 0.394228 0.377024 0.409208 0.024 Uiso 1 1 calc R U . . .
C8_4 C 0.46735(8) 0.32718(9) 0.33986(9) 0.0299(3) Uani 1 1 d . . . . .
H8A_4 H 0.456585 0.271887 0.355247 0.045 Uiso 1 1 calc R U . . .
H8B_4 H 0.518328 0.332283 0.332443 0.045 Uiso 1 1 calc R U . . .
H8C_4 H 0.441372 0.339145 0.294427 0.045 Uiso 1 1 calc R U . . .
C9_4 C 0.48970(8) 0.37326(10) 0.46766(8) 0.0293(3) Uani 1 1 d . . . . .
H9A_4 H 0.484339 0.317122 0.483685 0.044 Uiso 1 1 calc R U . . .
H9B_4 H 0.473750 0.409931 0.505598 0.044 Uiso 1 1 calc R U . . .
H9C_4 H 0.539606 0.383975 0.458105 0.044 Uiso 1 1 calc R U . . .
C10_4 C 0.35029(7) 0.67655(8) 0.36533(8) 0.0245(3) Uani 1 1 d . . . . .
H10_4 H 0.303893 0.647770 0.359631 0.029 Uiso 1 1 calc R U . . .
C11_4 C 0.35361(9) 0.74053(9) 0.30542(10) 0.0348(4) Uani 1 1 d . . . . .
H11A_4 H 0.310669 0.773793 0.305642 0.052 Uiso 1 1 calc R U . . .
H11B_4 H 0.357075 0.713698 0.258314 0.052 Uiso 1 1 calc R U . . .
H11C_4 H 0.395227 0.774998 0.313994 0.052 Uiso 1 1 calc R U . . .
C12_4 C 0.35191(9) 0.71876(10) 0.43933(9) 0.0327(3) Uani 1 1 d . . . . .
H12A_4 H 0.313501 0.758536 0.440789 0.049 Uiso 1 1 calc R U . . .
H12B_4 H 0.397499 0.746233 0.446892 0.049 Uiso 1 1 calc R U . . .
H12C_4 H 0.345771 0.678470 0.477592 0.049 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
V1_1 0.01998(13) 0.02070(13) 0.01791(13) -0.00003(8) -0.00365(9) -0.00367(8)
O1_1 0.0245(5) 0.0276(5) 0.0260(5) -0.0004(4) -0.0055(4) -0.0033(4)
Cl2_1 0.03456(19) 0.02447(18) 0.02573(18) 0.00461(12) -0.00379(14) -0.00837(13)
Cl3_1 0.02999(18) 0.01957(16) 0.02671(17) -0.00081(12) -0.00688(13)
-0.00005(12)
Cl1_1 0.0369(2) 0.0354(2) 0.02458(18) -0.00644(14) 0.00515(14) -0.01039(15)
C1_2 0.0172(6) 0.0154(6) 0.0201(6) 0.0019(5) -0.0035(5) -0.0002(5)
N1_2 0.0159(5) 0.0198(5) 0.0206(5) 0.0006(4) -0.0024(4) -0.0011(4)
C2_2 0.0220(6) 0.0259(7) 0.0201(6) -0.0021(5) -0.0008(5) -0.0005(5)
N2_2 0.0150(5) 0.0184(5) 0.0191(5) -0.0004(4) -0.0028(4) -0.0005(4)
C3_2 0.0206(6) 0.0250(7) 0.0196(6) -0.0023(5) -0.0034(5) -0.0008(5)
C1_3 0.0166(6) 0.0257(7) 0.0242(7) -0.0002(5) -0.0022(5) -0.0032(5)
C2_3 0.0192(7) 0.0267(7) 0.0283(7) -0.0003(6) -0.0023(5) 0.0003(5)
C3_3 0.0200(7) 0.0374(9) 0.0441(9) 0.0055(7) -0.0070(6) -0.0002(6)
C4_3 0.0194(7) 0.0481(10) 0.0551(11) 0.0077(8) -0.0082(7) -0.0094(7)
C5_3 0.0269(8) 0.0376(9) 0.0478(10) 0.0098(8) -0.0040(7) -0.0130(7)
C6_3 0.0235(7) 0.0300(8) 0.0284(7) 0.0041(6) -0.0020(6) -0.0048(6)
C7_3 0.0207(7) 0.0234(7) 0.0393(8) 0.0010(6) -0.0068(6) 0.0015(5)
C8_3 0.0301(8) 0.0360(9) 0.0503(10) 0.0139(8) -0.0111(7) -0.0048(7)
C9_3 0.0735(14) 0.0303(9) 0.0546(12) -0.0090(8) -0.0043(10) 0.0062(9)
C10_3 0.0280(7) 0.0288(8) 0.0331(8) 0.0093(6) -0.0034(6) -0.0072(6)
C11_3 0.0384(9) 0.0283(8) 0.0464(10) 0.0067(7) -0.0030(7) -0.0089(7)
C12_3 0.0454(10) 0.0418(10) 0.0347(9) 0.0123(7) -0.0021(7) -0.0094(8)
C1_4 0.0150(6) 0.0214(6) 0.0165(6) 0.0002(5) -0.0032(4) -0.0017(5)
C2_4 0.0184(6) 0.0213(6) 0.0156(6) 0.0004(5) -0.0029(5) 0.0001(5)
C3_4 0.0168(6) 0.0287(7) 0.0220(6) 0.0020(5) -0.0009(5) 0.0020(5)
C4_4 0.0195(7) 0.0327(8) 0.0237(7) 0.0044(6) 0.0007(5) -0.0053(6)
C5_4 0.0255(7) 0.0222(7) 0.0224(6) 0.0045(5) -0.0043(5) -0.0052(5)
C6_4 0.0200(6) 0.0210(6) 0.0180(6) 0.0001(5) -0.0060(5) -0.0006(5)
C7_4 0.0181(6) 0.0204(6) 0.0210(6) 0.0008(5) -0.0014(5) 0.0005(5)
C8_4 0.0301(8) 0.0259(7) 0.0339(8) -0.0061(6) 0.0049(6) 0.0012(6)
C9_4 0.0315(8) 0.0273(7) 0.0286(8) 0.0082(6) -0.0094(6) -0.0035(6)
C10_4 0.0224(7) 0.0200(7) 0.0306(7) -0.0007(6) -0.0082(5) 0.0010(5)
C11_4 0.0392(9) 0.0212(7) 0.0432(9) 0.0061(6) -0.0136(7) 0.0023(6)
C12_4 0.0304(8) 0.0292(8) 0.0381(9) -0.0081(7) -0.0057(6) 0.0062(6)

_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_1 O1_1 1.5661(10) . ?
V1_1 C1_2 2.1581(13) . ?
V1_1 Cl2_1 2.2164(4) . ?
V1_1 Cl3_1 2.2405(4) . ?
V1_1 Cl1_1 2.2626(4) . ?
C1_2 N1_2 1.3569(17) . ?
C1_2 N2_2 1.3579(17) . ?
N1_2 C2_2 1.3858(18) . ?
N1_2 C1_3 1.4516(17) . ?
C2_2 C3_2 1.343(2) . ?
C2_2 H2_2 0.9500 . ?
N2_2 C3_2 1.3852(18) . ?
N2_2 C1_4 1.4559(16) . ?
C3_2 H3_2 0.9500 . ?
C1_3 C6_3 1.399(2) . ?
C1_3 C2_3 1.404(2) . ?
C2_3 C3_3 1.394(2) . ?
C2_3 C7_3 1.519(2) . ?
C3_3 C4_3 1.384(2) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.382(3) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.398(2) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C10_3 1.523(2) . ?
C7_3 C9_3 1.524(3) . ?
C7_3 C8_3 1.525(2) . ?
C7_3 H7_3 1.0000 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 C11_3 1.533(2) . ?
C10_3 C12_3 1.534(2) . ?
C10_3 H10_3 1.0000 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 0.9800 . ?
C1_4 C2_4 1.3986(19) . ?
C1_4 C6_4 1.4093(19) . ?
C2_4 C3_4 1.3985(19) . ?
C2_4 C7_4 1.5182(18) . ?
C3_4 C4_4 1.381(2) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.384(2) . ?
C4_4 H4_4 0.9500 . ?
C5_4 C6_4 1.393(2) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C10_4 1.5206(19) . ?
C7_4 C9_4 1.5281(19) . ?
C7_4 C8_4 1.5316(19) . ?
C7_4 H7_4 1.0000 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
C10_4 C11_4 1.533(2) . ?
C10_4 C12_4 1.534(2) . ?
C10_4 H10_4 1.0000 . ?
C11_4 H11A_4 0.9800 . ?
C11_4 H11B_4 0.9800 . ?
C11_4 H11C_4 0.9800 . ?
C12_4 H12A_4 0.9800 . ?
C12_4 H12B_4 0.9800 . ?
C12_4 H12C_4 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_1 V1_1 C1_2 100.00(5) . . ?
O1_1 V1_1 Cl2_1 102.57(4) . . ?
C1_2 V1_1 Cl2_1 85.46(4) . . ?
O1_1 V1_1 Cl3_1 102.68(4) . . ?
C1_2 V1_1 Cl3_1 79.39(4) . . ?
Cl2_1 V1_1 Cl3_1 152.411(17) . . ?
O1_1 V1_1 Cl1_1 106.51(4) . . ?
C1_2 V1_1 Cl1_1 153.14(4) . . ?
Cl2_1 V1_1 Cl1_1 92.865(16) . . ?
Cl3_1 V1_1 Cl1_1 90.481(16) . . ?
N1_2 C1_2 N2_2 104.99(11) . . ?
N1_2 C1_2 V1_1 124.20(9) . . ?
N2_2 C1_2 V1_1 130.19(9) . . ?
C1_2 N1_2 C2_2 110.58(11) . . ?
C1_2 N1_2 C1_3 126.40(11) . . ?
C2_2 N1_2 C1_3 122.89(11) . . ?
C3_2 C2_2 N1_2 106.87(12) . . ?
C3_2 C2_2 H2_2 126.6 . . ?
N1_2 C2_2 H2_2 126.6 . . ?
C1_2 N2_2 C3_2 110.38(11) . . ?
C1_2 N2_2 C1_4 128.29(11) . . ?
C3_2 N2_2 C1_4 120.90(11) . . ?
C2_2 C3_2 N2_2 107.17(12) . . ?
C2_2 C3_2 H3_2 126.4 . . ?
N2_2 C3_2 H3_2 126.4 . . ?
C6_3 C1_3 C2_3 123.64(13) . . ?
C6_3 C1_3 N1_2 118.51(13) . . ?
C2_3 C1_3 N1_2 117.81(12) . . ?
C3_3 C2_3 C1_3 116.83(14) . . ?
C3_3 C2_3 C7_3 120.95(14) . . ?
C1_3 C2_3 C7_3 122.16(12) . . ?
C4_3 C3_3 C2_3 121.12(15) . . ?
C4_3 C3_3 H3_3 119.4 . . ?
C2_3 C3_3 H3_3 119.4 . . ?
C5_3 C4_3 C3_3 120.47(15) . . ?
C5_3 C4_3 H4_3 119.8 . . ?
C3_3 C4_3 H4_3 119.8 . . ?
C4_3 C5_3 C6_3 121.28(15) . . ?
C4_3 C5_3 H5_3 119.4 . . ?
C6_3 C5_3 H5_3 119.4 . . ?
C5_3 C6_3 C1_3 116.62(14) . . ?
C5_3 C6_3 C10_3 120.39(14) . . ?
C1_3 C6_3 C10_3 122.92(13) . . ?
C2_3 C7_3 C9_3 109.78(15) . . ?
C2_3 C7_3 C8_3 113.88(13) . . ?
C9_3 C7_3 C8_3 110.88(15) . . ?
C2_3 C7_3 H7_3 107.3 . . ?
C9_3 C7_3 H7_3 107.3 . . ?
C8_3 C7_3 H7_3 107.3 . . ?
C7_3 C8_3 H8A_3 109.5 . . ?
C7_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C7_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C6_3 C10_3 C11_3 112.45(13) . . ?
C6_3 C10_3 C12_3 109.68(14) . . ?
C11_3 C10_3 C12_3 110.70(14) . . ?
C6_3 C10_3 H10_3 108.0 . . ?
C11_3 C10_3 H10_3 108.0 . . ?
C12_3 C10_3 H10_3 108.0 . . ?
C10_3 C11_3 H11A_3 109.5 . . ?
C10_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C10_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C10_3 C12_3 H12A_3 109.5 . . ?
C10_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C10_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?
C2_4 C1_4 C6_4 123.06(12) . . ?
C2_4 C1_4 N2_2 119.37(12) . . ?
C6_4 C1_4 N2_2 117.28(11) . . ?
C3_4 C2_4 C1_4 117.13(12) . . ?
C3_4 C2_4 C7_4 119.09(12) . . ?
C1_4 C2_4 C7_4 123.65(12) . . ?
C4_4 C3_4 C2_4 121.18(13) . . ?
C4_4 C3_4 H3_4 119.4 . . ?
C2_4 C3_4 H3_4 119.4 . . ?
C3_4 C4_4 C5_4 120.30(13) . . ?
C3_4 C4_4 H4_4 119.8 . . ?
C5_4 C4_4 H4_4 119.8 . . ?
C4_4 C5_4 C6_4 121.38(13) . . ?
C4_4 C5_4 H5_4 119.3 . . ?
C6_4 C5_4 H5_4 119.3 . . ?
C5_4 C6_4 C1_4 116.90(12) . . ?
C5_4 C6_4 C10_4 120.19(12) . . ?
C1_4 C6_4 C10_4 122.90(12) . . ?
C2_4 C7_4 C9_4 109.38(11) . . ?
C2_4 C7_4 C8_4 111.69(12) . . ?
C9_4 C7_4 C8_4 109.84(12) . . ?
C2_4 C7_4 H7_4 108.6 . . ?
C9_4 C7_4 H7_4 108.6 . . ?
C8_4 C7_4 H7_4 108.6 . . ?
C7_4 C8_4 H8A_4 109.5 . . ?
C7_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C7_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C7_4 C9_4 H9A_4 109.5 . . ?
C7_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C7_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C6_4 C10_4 C11_4 112.29(13) . . ?
C6_4 C10_4 C12_4 111.77(11) . . ?
C11_4 C10_4 C12_4 109.20(13) . . ?
C6_4 C10_4 H10_4 107.8 . . ?
C11_4 C10_4 H10_4 107.8 . . ?
C12_4 C10_4 H10_4 107.8 . . ?
C10_4 C11_4 H11A_4 109.5 . . ?
C10_4 C11_4 H11B_4 109.5 . . ?
H11A_4 C11_4 H11B_4 109.5 . . ?
C10_4 C11_4 H11C_4 109.5 . . ?
H11A_4 C11_4 H11C_4 109.5 . . ?
H11B_4 C11_4 H11C_4 109.5 . . ?
C10_4 C12_4 H12A_4 109.5 . . ?
C10_4 C12_4 H12B_4 109.5 . . ?
H12A_4 C12_4 H12B_4 109.5 . . ?
C10_4 C12_4 H12C_4 109.5 . . ?
H12A_4 C12_4 H12C_4 109.5 . . ?
H12B_4 C12_4 H12C_4 109.5 . . ?

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
N2_2 C1_2 N1_2 C2_2 -0.61(14) . . . . ?
V1_1 C1_2 N1_2 C2_2 171.18(9) . . . . ?
N2_2 C1_2 N1_2 C1_3 175.32(12) . . . . ?
V1_1 C1_2 N1_2 C1_3 -12.89(18) . . . . ?
C1_2 N1_2 C2_2 C3_2 -0.05(16) . . . . ?
C1_3 N1_2 C2_2 C3_2 -176.15(12) . . . . ?
N1_2 C1_2 N2_2 C3_2 1.04(14) . . . . ?
V1_1 C1_2 N2_2 C3_2 -170.07(10) . . . . ?
N1_2 C1_2 N2_2 C1_4 -171.39(12) . . . . ?
V1_1 C1_2 N2_2 C1_4 17.5(2) . . . . ?
N1_2 C2_2 C3_2 N2_2 0.69(16) . . . . ?
C1_2 N2_2 C3_2 C2_2 -1.11(16) . . . . ?
C1_4 N2_2 C3_2 C2_2 171.98(12) . . . . ?
C1_2 N1_2 C1_3 C6_3 107.43(16) . . . . ?
C2_2 N1_2 C1_3 C6_3 -77.11(18) . . . . ?
C1_2 N1_2 C1_3 C2_3 -74.49(18) . . . . ?
C2_2 N1_2 C1_3 C2_3 100.97(16) . . . . ?
C6_3 C1_3 C2_3 C3_3 -1.7(2) . . . . ?
N1_2 C1_3 C2_3 C3_3 -179.64(13) . . . . ?
C6_3 C1_3 C2_3 C7_3 175.59(14) . . . . ?
N1_2 C1_3 C2_3 C7_3 -2.4(2) . . . . ?
C1_3 C2_3 C3_3 C4_3 0.7(2) . . . . ?
C7_3 C2_3 C3_3 C4_3 -176.56(17) . . . . ?
C2_3 C3_3 C4_3 C5_3 0.5(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 -0.9(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 0.0(3) . . . . ?
C4_3 C5_3 C6_3 C10_3 177.11(17) . . . . ?
C2_3 C1_3 C6_3 C5_3 1.3(2) . . . . ?
N1_2 C1_3 C6_3 C5_3 179.26(14) . . . . ?
C2_3 C1_3 C6_3 C10_3 -175.71(14) . . . . ?
N1_2 C1_3 C6_3 C10_3 2.2(2) . . . . ?
C3_3 C2_3 C7_3 C9_3 83.87(19) . . . . ?
C1_3 C2_3 C7_3 C9_3 -93.28(18) . . . . ?
C3_3 C2_3 C7_3 C8_3 -41.1(2) . . . . ?
C1_3 C2_3 C7_3 C8_3 141.72(15) . . . . ?
C5_3 C6_3 C10_3 C11_3 50.0(2) . . . . ?
C1_3 C6_3 C10_3 C11_3 -133.12(16) . . . . ?
C5_3 C6_3 C10_3 C12_3 -73.7(2) . . . . ?
C1_3 C6_3 C10_3 C12_3 103.25(17) . . . . ?
C1_2 N2_2 C1_4 C2_4 -95.76(16) . . . . ?
C3_2 N2_2 C1_4 C2_4 92.51(15) . . . . ?
C1_2 N2_2 C1_4 C6_4 90.26(16) . . . . ?
C3_2 N2_2 C1_4 C6_4 -81.47(16) . . . . ?
C6_4 C1_4 C2_4 C3_4 -2.45(19) . . . . ?
N2_2 C1_4 C2_4 C3_4 -176.06(11) . . . . ?
C6_4 C1_4 C2_4 C7_4 173.43(12) . . . . ?
N2_2 C1_4 C2_4 C7_4 -0.19(19) . . . . ?
C1_4 C2_4 C3_4 C4_4 2.1(2) . . . . ?
C7_4 C2_4 C3_4 C4_4 -174.00(12) . . . . ?
C2_4 C3_4 C4_4 C5_4 -0.5(2) . . . . ?
C3_4 C4_4 C5_4 C6_4 -0.9(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.6(2) . . . . ?
C4_4 C5_4 C6_4 C10_4 179.20(13) . . . . ?
C2_4 C1_4 C6_4 C5_4 1.15(19) . . . . ?
N2_2 C1_4 C6_4 C5_4 174.90(11) . . . . ?
C2_4 C1_4 C6_4 C10_4 -177.43(12) . . . . ?
N2_2 C1_4 C6_4 C10_4 -3.69(18) . . . . ?
C3_4 C2_4 C7_4 C9_4 64.78(16) . . . . ?
C1_4 C2_4 C7_4 C9_4 -111.02(15) . . . . ?
C3_4 C2_4 C7_4 C8_4 -57.03(16) . . . . ?
C1_4 C2_4 C7_4 C8_4 127.17(14) . . . . ?
C5_4 C6_4 C10_4 C11_4 38.40(18) . . . . ?
C1_4 C6_4 C10_4 C11_4 -143.07(13) . . . . ?
C5_4 C6_4 C10_4 C12_4 -84.72(17) . . . . ?
C1_4 C6_4 C10_4 C12_4 93.81(16) . . . . ?

_refine_diff_density_max         0.551
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.048



####################################################################### 
# 
# 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_compound_19
_database_code_depnum_ccdc_archive 'CCDC 2167951'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H62 Cl6 N6 V2'
_chemical_formula_sum            'C56 H62 Cl6 N6 V2'
_chemical_formula_weight         1133.69

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'
N N 0.0311 0.0180 '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'
V V 0.0687 2.1097 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   8.2007(2)
_cell_length_b                   10.9533(2)
_cell_length_c                   15.7167(4)
_cell_angle_alpha                92.430(2)
_cell_angle_beta                 99.959(2)
_cell_angle_gamma                94.631(2)
_cell_volume                     1383.65(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    18205
_cell_measurement_theta_min      2.8470
_cell_measurement_theta_max      75.2300

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    5.822
_shelx_estimated_absorpt_T_min   0.475
_shelx_estimated_absorpt_T_max   0.801
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.517
_exptl_absorpt_correction_T_max  0.956
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.96a (Rigaku Oxford Diffraction, 2021) Numerical 
absorption correction based on gaussian integration over a multifaceted 
crystal model Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'PhotonJet R (Cu) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            27628
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.859
_diffrn_reflns_theta_max         72.127
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5418
_reflns_number_gt                4931
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'BIS 2011.8 / APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0461P)²+0.5804P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5418
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0838
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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_1 V 0.61839(3) 0.65895(3) 0.75511(2) 0.01796(9) Uani 1 1 d . . . . .
Cl2_1 Cl 0.43632(6) 0.78777(4) 0.79324(3) 0.03129(12) Uani 1 1 d . . . . .
Cl3_1 Cl 0.81162(5) 0.73510(4) 0.87121(3) 0.02557(11) Uani 1 1 d . . . . .
Cl1_1 Cl 0.49076(5) 0.64157(4) 0.61512(3) 0.02365(10) Uani 1 1 d . . . . .
N1_2 N 0.56325(18) 0.52481(13) 0.78856(9) 0.0212(3) Uani 1 1 d . . . . .
C2_2 C 0.3992(2) 0.32952(16) 0.77232(11) 0.0224(4) Uani 1 1 d . . . . .
H2_2 H 0.370075 0.337646 0.711774 0.027 Uiso 1 1 calc R U . . .
C3_2 C 0.3393(2) 0.22669(17) 0.80968(12) 0.0248(4) Uani 1 1 d . . . . .
H3_2 H 0.268233 0.164672 0.774256 0.030 Uiso 1 1 calc R U . . .
C4_2 C 0.3815(2) 0.21262(17) 0.89865(12) 0.0249(4) Uani 1 1 d . . . . .
C5_2 C 0.4851(2) 0.30482(17) 0.94957(12) 0.0253(4) Uani 1 1 d . . . . .
H5_2 H 0.514307 0.296600 1.010107 0.030 Uiso 1 1 calc R U . . .
C6_2 C 0.5465(2) 0.40860(17) 0.91340(11) 0.0224(4) Uani 1 1 d . . . . .
H6_2 H 0.617542 0.470533 0.948901 0.027 Uiso 1 1 calc R U . . .
C7_2 C 0.3169(3) 0.09920(19) 0.93759(14) 0.0349(5) Uani 1 1 d . . . . .
H7A_2 H 0.354812 0.105752 1.000391 0.052 Uiso 1 1 calc R U . . .
H7B_2 H 0.358709 0.026909 0.912794 0.052 Uiso 1 1 calc R U . . .
H7C_2 H 0.195098 0.091151 0.924909 0.052 Uiso 1 1 calc R U . . .
C1_2 C 0.5031(2) 0.42129(15) 0.82452(11) 0.0191(3) Uani 1 1 d . . . . .
C1_3 C 0.8404(2) 0.61656(15) 0.70672(10) 0.0168(3) Uani 1 1 d . . . . .
N1_3 N 0.92894(17) 0.68972(13) 0.65949(9) 0.0177(3) Uani 1 1 d . . . . .
C2_3 C 1.0795(2) 0.64415(17) 0.65339(11) 0.0228(4) Uani 1 1 d . . . . .
H2_3 H 1.162927 0.679334 0.624475 0.027 Uiso 1 1 calc R U . . .
N2_3 N 0.93771(17) 0.52436(13) 0.72808(9) 0.0180(3) Uani 1 1 d . . . . .
C3_3 C 1.0849(2) 0.54065(16) 0.69626(11) 0.0217(3) Uani 1 1 d . . . . .
H3_3 H 1.172792 0.488524 0.703402 0.026 Uiso 1 1 calc R U . . .
C1_4 C 0.8708(2) 0.79008(15) 0.60899(11) 0.0187(3) Uani 1 1 d . . . . .
C2_4 C 0.7964(2) 0.76109(16) 0.52287(11) 0.0213(3) Uani 1 1 d . . . . .
C3_4 C 0.7431(2) 0.85787(17) 0.47310(12) 0.0251(4) Uani 1 1 d . . . . .
H3_4 H 0.689854 0.840500 0.414697 0.030 Uiso 1 1 calc R U . . .
C4_4 C 0.7657(2) 0.97873(17) 0.50651(12) 0.0259(4) Uani 1 1 d . . . . .
C5_4 C 0.8471(2) 1.00351(16) 0.59138(12) 0.0257(4) Uani 1 1 d . . . . .
H5_4 H 0.865359 1.086157 0.614184 0.031 Uiso 1 1 calc R U . . .
C6_4 C 0.9029(2) 0.91056(16) 0.64411(11) 0.0213(3) Uani 1 1 d . . . . .
C7_4 C 0.7775(2) 0.63169(17) 0.48411(12) 0.0273(4) Uani 1 1 d . . . . .
H7A_4 H 0.686049 0.622960 0.434433 0.041 Uiso 1 1 calc R U . . .
H7B_4 H 0.753185 0.574675 0.527607 0.041 Uiso 1 1 calc R U . . .
H7C_4 H 0.880845 0.613142 0.465024 0.041 Uiso 1 1 calc R U . . .
C8_4 C 0.7034(3) 1.0804(2) 0.45119(14) 0.0364(5) Uani 1 1 d . . . . .
H8A_4 H 0.773041 1.156862 0.470264 0.055 Uiso 1 1 calc R U . . .
H8B_4 H 0.588183 1.091140 0.456806 0.055 Uiso 1 1 calc R U . . .
H8C_4 H 0.708519 1.059098 0.390569 0.055 Uiso 1 1 calc R U . . .
C9_4 C 1.0018(2) 0.94057(17) 0.73376(12) 0.0277(4) Uani 1 1 d . . . . .
H9A_4 H 1.001100 1.028194 0.749001 0.042 Uiso 1 1 calc R U . . .
H9B_4 H 1.116596 0.920670 0.735168 0.042 Uiso 1 1 calc R U . . .
H9C_4 H 0.952036 0.892355 0.775389 0.042 Uiso 1 1 calc R U . . .
C1_5 C 0.8990(2) 0.41606(15) 0.77309(11) 0.0195(3) Uani 1 1 d . . . . .
C2_5 C 0.9811(2) 0.40637(17) 0.85768(11) 0.0226(4) Uani 1 1 d . . . . .
C3_5 C 0.9447(2) 0.29901(18) 0.89778(12) 0.0283(4) Uani 1 1 d . . . . .
H3_5 H 0.998298 0.290576 0.955583 0.034 Uiso 1 1 calc R U . . .
C4_5 C 0.8333(3) 0.20396(18) 0.85650(13) 0.0297(4) Uani 1 1 d . . . . .
C5_5 C 0.7587(2) 0.21541(17) 0.77089(13) 0.0269(4) Uani 1 1 d . . . . .
H5_5 H 0.684681 0.149920 0.741359 0.032 Uiso 1 1 calc R U . . .
C6_5 C 0.7905(2) 0.32127(16) 0.72751(12) 0.0217(4) Uani 1 1 d . . . . .
C7_5 C 1.1078(2) 0.50512(19) 0.90316(12) 0.0283(4) Uani 1 1 d . . . . .
H7A_5 H 1.122755 0.496403 0.965767 0.042 Uiso 1 1 calc R U . . .
H7B_5 H 1.069381 0.585728 0.889821 0.042 Uiso 1 1 calc R U . . .
H7C_5 H 1.213868 0.497655 0.883571 0.042 Uiso 1 1 calc R U . . .
C8_5 C 0.7927(3) 0.0906(2) 0.90308(16) 0.0412(5) Uani 1 1 d . . . . .
H8A_5 H 0.707366 0.036009 0.865121 0.062 Uiso 1 1 calc R U . . .
H8B_5 H 0.751194 0.114369 0.955675 0.062 Uiso 1 1 calc R U . . .
H8C_5 H 0.893136 0.047775 0.918649 0.062 Uiso 1 1 calc R U . . .
C9_5 C 0.7091(2) 0.33257(17) 0.63488(12) 0.0260(4) Uani 1 1 d . . . . .
H9A_5 H 0.643430 0.255468 0.612880 0.039 Uiso 1 1 calc R U . . .
H9B_5 H 0.794888 0.350136 0.599631 0.039 Uiso 1 1 calc R U . . .
H9C_5 H 0.636212 0.399441 0.631919 0.039 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_1 N1_2 1.6371(15) . ?
V1_1 C1_3 2.1662(16) . ?
V1_1 Cl1_1 2.2602(5) . ?
V1_1 Cl2_1 2.2710(5) . ?
V1_1 Cl3_1 2.2789(5) . ?
N1_2 C1_2 1.382(2) . ?
C2_2 C3_2 1.386(2) . ?
C2_2 C1_2 1.400(2) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.399(3) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.393(3) . ?
C4_2 C7_2 1.506(2) . ?
C5_2 C6_2 1.389(3) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C1_2 1.396(2) . ?
C6_2 H6_2 0.9500 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C1_3 N2_3 1.355(2) . ?
C1_3 N1_3 1.365(2) . ?
N1_3 C2_3 1.386(2) . ?
N1_3 C1_4 1.447(2) . ?
C2_3 C3_3 1.343(2) . ?
C2_3 H2_3 0.9500 . ?
N2_3 C3_3 1.386(2) . ?
N2_3 C1_5 1.448(2) . ?
C3_3 H3_3 0.9500 . ?
C1_4 C6_4 1.395(2) . ?
C1_4 C2_4 1.397(2) . ?
C2_4 C3_4 1.398(2) . ?
C2_4 C7_4 1.504(2) . ?
C3_4 C4_4 1.389(3) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.389(3) . ?
C4_4 C8_4 1.509(3) . ?
C5_4 C6_4 1.396(3) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C9_4 1.508(3) . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
C1_5 C2_5 1.395(2) . ?
C1_5 C6_5 1.397(2) . ?
C2_5 C3_5 1.393(3) . ?
C2_5 C7_5 1.502(3) . ?
C3_5 C4_5 1.387(3) . ?
C3_5 H3_5 0.9500 . ?
C4_5 C5_5 1.394(3) . ?
C4_5 C8_5 1.511(3) . ?
C5_5 C6_5 1.399(2) . ?
C5_5 H5_5 0.9500 . ?
C6_5 C9_5 1.508(2) . ?
C7_5 H7A_5 0.9800 . ?
C7_5 H7B_5 0.9800 . ?
C7_5 H7C_5 0.9800 . ?
C8_5 H8A_5 0.9800 . ?
C8_5 H8B_5 0.9800 . ?
C8_5 H8C_5 0.9800 . ?
C9_5 H9A_5 0.9800 . ?
C9_5 H9B_5 0.9800 . ?
C9_5 H9C_5 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_2 V1_1 C1_3 99.80(7) . . ?
N1_2 V1_1 Cl1_1 101.61(5) . . ?
C1_3 V1_1 Cl1_1 85.89(4) . . ?
N1_2 V1_1 Cl2_1 105.92(5) . . ?
C1_3 V1_1 Cl2_1 153.95(5) . . ?
Cl1_1 V1_1 Cl2_1 92.805(19) . . ?
N1_2 V1_1 Cl3_1 100.36(5) . . ?
C1_3 V1_1 Cl3_1 81.34(4) . . ?
Cl1_1 V1_1 Cl3_1 156.16(2) . . ?
Cl2_1 V1_1 Cl3_1 89.988(19) . . ?
C1_2 N1_2 V1_1 171.31(13) . . ?
C3_2 C2_2 C1_2 119.47(16) . . ?
C3_2 C2_2 H2_2 120.3 . . ?
C1_2 C2_2 H2_2 120.3 . . ?
C2_2 C3_2 C4_2 121.16(17) . . ?
C2_2 C3_2 H3_2 119.4 . . ?
C4_2 C3_2 H3_2 119.4 . . ?
C5_2 C4_2 C3_2 118.57(16) . . ?
C5_2 C4_2 C7_2 121.21(17) . . ?
C3_2 C4_2 C7_2 120.22(18) . . ?
C6_2 C5_2 C4_2 121.16(17) . . ?
C6_2 C5_2 H5_2 119.4 . . ?
C4_2 C5_2 H5_2 119.4 . . ?
C5_2 C6_2 C1_2 119.57(16) . . ?
C5_2 C6_2 H6_2 120.2 . . ?
C1_2 C6_2 H6_2 120.2 . . ?
C4_2 C7_2 H7A_2 109.5 . . ?
C4_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C4_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
N1_2 C1_2 C6_2 119.62(15) . . ?
N1_2 C1_2 C2_2 120.31(15) . . ?
C6_2 C1_2 C2_2 120.07(15) . . ?
N2_3 C1_3 N1_3 104.20(14) . . ?
N2_3 C1_3 V1_1 128.28(12) . . ?
N1_3 C1_3 V1_1 126.64(12) . . ?
C1_3 N1_3 C2_3 110.93(14) . . ?
C1_3 N1_3 C1_4 127.04(14) . . ?
C2_3 N1_3 C1_4 121.29(14) . . ?
C3_3 C2_3 N1_3 106.76(15) . . ?
C3_3 C2_3 H2_3 126.6 . . ?
N1_3 C2_3 H2_3 126.6 . . ?
C1_3 N2_3 C3_3 111.14(14) . . ?
C1_3 N2_3 C1_5 127.74(14) . . ?
C3_3 N2_3 C1_5 121.01(14) . . ?
C2_3 C3_3 N2_3 106.96(15) . . ?
C2_3 C3_3 H3_3 126.5 . . ?
N2_3 C3_3 H3_3 126.5 . . ?
C6_4 C1_4 C2_4 122.65(16) . . ?
C6_4 C1_4 N1_3 120.18(15) . . ?
C2_4 C1_4 N1_3 116.91(15) . . ?
C1_4 C2_4 C3_4 117.29(16) . . ?
C1_4 C2_4 C7_4 121.74(16) . . ?
C3_4 C2_4 C7_4 120.96(16) . . ?
C4_4 C3_4 C2_4 121.95(17) . . ?
C4_4 C3_4 H3_4 119.0 . . ?
C2_4 C3_4 H3_4 119.0 . . ?
C3_4 C4_4 C5_4 118.58(17) . . ?
C3_4 C4_4 C8_4 120.34(18) . . ?
C5_4 C4_4 C8_4 121.08(18) . . ?
C4_4 C5_4 C6_4 121.95(17) . . ?
C4_4 C5_4 H5_4 119.0 . . ?
C6_4 C5_4 H5_4 119.0 . . ?
C1_4 C6_4 C5_4 117.42(16) . . ?
C1_4 C6_4 C9_4 121.63(16) . . ?
C5_4 C6_4 C9_4 120.88(16) . . ?
C2_4 C7_4 H7A_4 109.5 . . ?
C2_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C2_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C4_4 C8_4 H8A_4 109.5 . . ?
C4_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C4_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C6_4 C9_4 H9A_4 109.5 . . ?
C6_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C6_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C2_5 C1_5 C6_5 122.57(16) . . ?
C2_5 C1_5 N2_3 118.89(15) . . ?
C6_5 C1_5 N2_3 118.35(15) . . ?
C3_5 C2_5 C1_5 117.20(17) . . ?
C3_5 C2_5 C7_5 120.95(17) . . ?
C1_5 C2_5 C7_5 121.82(16) . . ?
C4_5 C3_5 C2_5 122.48(17) . . ?
C4_5 C3_5 H3_5 118.8 . . ?
C2_5 C3_5 H3_5 118.8 . . ?
C3_5 C4_5 C5_5 118.49(17) . . ?
C3_5 C4_5 C8_5 121.00(19) . . ?
C5_5 C4_5 C8_5 120.51(19) . . ?
C4_5 C5_5 C6_5 121.41(18) . . ?
C4_5 C5_5 H5_5 119.3 . . ?
C6_5 C5_5 H5_5 119.3 . . ?
C1_5 C6_5 C5_5 117.76(17) . . ?
C1_5 C6_5 C9_5 121.31(15) . . ?
C5_5 C6_5 C9_5 120.93(16) . . ?
C2_5 C7_5 H7A_5 109.5 . . ?
C2_5 C7_5 H7B_5 109.5 . . ?
H7A_5 C7_5 H7B_5 109.5 . . ?
C2_5 C7_5 H7C_5 109.5 . . ?
H7A_5 C7_5 H7C_5 109.5 . . ?
H7B_5 C7_5 H7C_5 109.5 . . ?
C4_5 C8_5 H8A_5 109.5 . . ?
C4_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C4_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
C6_5 C9_5 H9A_5 109.5 . . ?
C6_5 C9_5 H9B_5 109.5 . . ?
H9A_5 C9_5 H9B_5 109.5 . . ?
C6_5 C9_5 H9C_5 109.5 . . ?
H9A_5 C9_5 H9C_5 109.5 . . ?
H9B_5 C9_5 H9C_5 109.5 . . ?

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
C1_2 C2_2 C3_2 C4_2 -0.4(3) . . . . ?
C2_2 C3_2 C4_2 C5_2 0.3(3) . . . . ?
C2_2 C3_2 C4_2 C7_2 -179.08(17) . . . . ?
C3_2 C4_2 C5_2 C6_2 -0.3(3) . . . . ?
C7_2 C4_2 C5_2 C6_2 179.09(17) . . . . ?
C4_2 C5_2 C6_2 C1_2 0.3(3) . . . . ?
C5_2 C6_2 C1_2 N1_2 179.58(16) . . . . ?
C5_2 C6_2 C1_2 C2_2 -0.4(3) . . . . ?
C3_2 C2_2 C1_2 N1_2 -179.57(16) . . . . ?
C3_2 C2_2 C1_2 C6_2 0.4(3) . . . . ?
N2_3 C1_3 N1_3 C2_3 -1.08(18) . . . . ?
V1_1 C1_3 N1_3 C2_3 168.82(12) . . . . ?
N2_3 C1_3 N1_3 C1_4 169.10(15) . . . . ?
V1_1 C1_3 N1_3 C1_4 -21.0(2) . . . . ?
C1_3 N1_3 C2_3 C3_3 0.7(2) . . . . ?
C1_4 N1_3 C2_3 C3_3 -170.10(15) . . . . ?
N1_3 C1_3 N2_3 C3_3 1.03(18) . . . . ?
V1_1 C1_3 N2_3 C3_3 -168.64(12) . . . . ?
N1_3 C1_3 N2_3 C1_5 -175.26(15) . . . . ?
V1_1 C1_3 N2_3 C1_5 15.1(2) . . . . ?
N1_3 C2_3 C3_3 N2_3 -0.08(19) . . . . ?
C1_3 N2_3 C3_3 C2_3 -0.6(2) . . . . ?
C1_5 N2_3 C3_3 C2_3 175.96(15) . . . . ?
C1_3 N1_3 C1_4 C6_4 96.8(2) . . . . ?
C2_3 N1_3 C1_4 C6_4 -94.0(2) . . . . ?
C1_3 N1_3 C1_4 C2_4 -88.9(2) . . . . ?
C2_3 N1_3 C1_4 C2_4 80.4(2) . . . . ?
C6_4 C1_4 C2_4 C3_4 -4.5(2) . . . . ?
N1_3 C1_4 C2_4 C3_4 -178.67(15) . . . . ?
C6_4 C1_4 C2_4 C7_4 174.19(16) . . . . ?
N1_3 C1_4 C2_4 C7_4 0.0(2) . . . . ?
C1_4 C2_4 C3_4 C4_4 1.4(3) . . . . ?
C7_4 C2_4 C3_4 C4_4 -177.24(17) . . . . ?
C2_4 C3_4 C4_4 C5_4 1.5(3) . . . . ?
C2_4 C3_4 C4_4 C8_4 -178.83(17) . . . . ?
C3_4 C4_4 C5_4 C6_4 -1.5(3) . . . . ?
C8_4 C4_4 C5_4 C6_4 178.78(17) . . . . ?
C2_4 C1_4 C6_4 C5_4 4.4(3) . . . . ?
N1_3 C1_4 C6_4 C5_4 178.44(15) . . . . ?
C2_4 C1_4 C6_4 C9_4 -172.40(16) . . . . ?
N1_3 C1_4 C6_4 C9_4 1.6(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 -1.3(3) . . . . ?
C4_4 C5_4 C6_4 C9_4 175.52(16) . . . . ?
C1_3 N2_3 C1_5 C2_5 -109.14(19) . . . . ?
C3_3 N2_3 C1_5 C2_5 74.9(2) . . . . ?
C1_3 N2_3 C1_5 C6_5 75.8(2) . . . . ?
C3_3 N2_3 C1_5 C6_5 -100.18(19) . . . . ?
C6_5 C1_5 C2_5 C3_5 -3.0(3) . . . . ?
N2_3 C1_5 C2_5 C3_5 -177.85(15) . . . . ?
C6_5 C1_5 C2_5 C7_5 174.96(16) . . . . ?
N2_3 C1_5 C2_5 C7_5 0.1(2) . . . . ?
C1_5 C2_5 C3_5 C4_5 0.6(3) . . . . ?
C7_5 C2_5 C3_5 C4_5 -177.42(17) . . . . ?
C2_5 C3_5 C4_5 C5_5 1.8(3) . . . . ?
C2_5 C3_5 C4_5 C8_5 -177.94(17) . . . . ?
C3_5 C4_5 C5_5 C6_5 -1.8(3) . . . . ?
C8_5 C4_5 C5_5 C6_5 177.89(17) . . . . ?
C2_5 C1_5 C6_5 C5_5 2.9(3) . . . . ?
N2_3 C1_5 C6_5 C5_5 177.83(15) . . . . ?
C2_5 C1_5 C6_5 C9_5 -177.46(16) . . . . ?
N2_3 C1_5 C6_5 C9_5 -2.6(2) . . . . ?
C4_5 C5_5 C6_5 C1_5 -0.4(3) . . . . ?
C4_5 C5_5 C6_5 C9_5 179.96(16) . . . . ?

_refine_diff_density_max         0.306
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_compound_8
_database_code_depnum_ccdc_archive 'CCDC 2167952'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H40 Cl3 N4 V'
_chemical_formula_sum            'C22 H40 Cl3 N4 V'
_chemical_formula_weight         517.87

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'
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'
V V 0.0687 2.1097 '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                   11.51920(10)
_cell_length_b                   12.80950(10)
_cell_length_c                   17.8255(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2630.24(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    20274
_cell_measurement_theta_min      4.2350
_cell_measurement_theta_max      76.7450

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.272
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.073
_exptl_absorpt_coefficient_mu    6.070
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.58549
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.01(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            25645
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.250
_diffrn_reflns_theta_max         76.954
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5426
_reflns_number_gt                5317
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_max     0.955
_reflns_Friedel_fraction_full    1.000

_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       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0435P)²+0.5072P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_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 2227 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.003(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5426
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0255
_refine_ls_wR_factor_ref         0.0684
_refine_ls_wR_factor_gt          0.0681
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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 0.63674(3) 0.49741(3) 0.41881(2) 0.01128(9) Uani 1 1 d . . . . .
Cl2 Cl 0.84050(4) 0.49908(4) 0.42905(3) 0.01678(11) Uani 1 1 d . . . . .
Cl3 Cl 0.64569(5) 0.63701(4) 0.33924(3) 0.01785(12) Uani 1 1 d . . . . .
Cl4 Cl 0.63136(5) 0.32687(4) 0.38199(3) 0.01992(12) Uani 1 1 d . . . . .
N7 N 0.37262(16) 0.44123(14) 0.47003(10) 0.0135(3) Uani 1 1 d . . . . .
N18 N 0.54445(15) 0.64321(15) 0.54912(11) 0.0158(4) Uani 1 1 d . . . . .
N21 N 0.65779(16) 0.52554(15) 0.59610(10) 0.0157(4) Uani 1 1 d . . . . .
N5 N 0.36768(16) 0.49530(16) 0.35608(10) 0.0161(4) Uani 1 1 d . . . . .
C22 C 0.61102(18) 0.55926(17) 0.53017(12) 0.0139(4) Uani 1 1 d . . . . .
C8 C 0.25560(19) 0.44101(18) 0.44860(13) 0.0167(4) Uani 1 1 d . . . . .
C6 C 0.44247(18) 0.47681(17) 0.41383(12) 0.0140(4) Uani 1 1 d . . . . .
C23 C 0.48181(19) 0.70642(18) 0.49234(14) 0.0176(5) Uani 1 1 d . . . . .
H23 H 0.488795 0.668696 0.444719 0.021 Uiso 1 1 calc R U . . .
C19 C 0.5501(2) 0.6623(2) 0.62601(14) 0.0222(5) Uani 1 1 d . . . . .
C15 C 0.3731(2) 0.4263(2) 0.61026(13) 0.0227(5) Uani 1 1 d . . . . .
H15A H 0.379101 0.501076 0.610919 0.034 Uiso 1 1 calc R U . . .
H15B H 0.417787 0.397697 0.650802 0.034 Uiso 1 1 calc R U . . .
H15C H 0.293264 0.406356 0.615869 0.034 Uiso 1 1 calc R U . . .
C25 C 0.5405(2) 0.8115(2) 0.48072(16) 0.0236(5) Uani 1 1 d . . . . .
H25A H 0.533946 0.852334 0.525681 0.035 Uiso 1 1 calc R U . . .
H25B H 0.503649 0.847678 0.440007 0.035 Uiso 1 1 calc R U . . .
H25C H 0.621046 0.800873 0.469123 0.035 Uiso 1 1 calc R U . . .
C13 C 0.41953(19) 0.38479(17) 0.53586(13) 0.0153(4) Uani 1 1 d . . . . .
H13 H 0.503563 0.396710 0.536101 0.018 Uiso 1 1 calc R U . . .
C9 C 0.25288(19) 0.47515(18) 0.37696(14) 0.0188(4) Uani 1 1 d . . . . .
C26 C 0.7355(2) 0.43313(19) 0.60017(13) 0.0183(5) Uani 1 1 d . . . . .
H26 H 0.742232 0.405936 0.548967 0.022 Uiso 1 1 calc R U . . .
C14 C 0.4017(2) 0.26812(19) 0.52685(15) 0.0220(5) Uani 1 1 d . . . . .
H14A H 0.320091 0.252760 0.527532 0.033 Uiso 1 1 calc R U . . .
H14B H 0.439247 0.232049 0.567328 0.033 Uiso 1 1 calc R U . . .
H14C H 0.434316 0.245718 0.479991 0.033 Uiso 1 1 calc R U . . .
C10 C 0.4077(2) 0.5202(2) 0.27930(13) 0.0203(5) Uani 1 1 d . . . . .
H10 H 0.492747 0.520322 0.281311 0.024 Uiso 1 1 calc R U . . .
C20 C 0.6216(2) 0.5882(2) 0.65562(14) 0.0217(5) Uani 1 1 d . . . . .
C28 C 0.6863(2) 0.3444(2) 0.64811(15) 0.0242(5) Uani 1 1 d . . . . .
H28A H 0.685048 0.365411 0.699798 0.036 Uiso 1 1 calc R U . . .
H28B H 0.734284 0.283570 0.642673 0.036 Uiso 1 1 calc R U . . .
H28C H 0.608826 0.328574 0.631919 0.036 Uiso 1 1 calc R U . . .
C16 C 0.1555(2) 0.4156(2) 0.49893(15) 0.0228(5) Uani 1 1 d . . . . .
H16A H 0.164678 0.346220 0.518374 0.034 Uiso 1 1 calc R U . . .
H16B H 0.084477 0.419870 0.470969 0.034 Uiso 1 1 calc R U . . .
H16C H 0.153298 0.464498 0.539730 0.034 Uiso 1 1 calc R U . . .
C24 C 0.3524(2) 0.71520(19) 0.50862(16) 0.0236(5) Uani 1 1 d . . . . .
H24A H 0.321893 0.647391 0.520284 0.035 Uiso 1 1 calc R U . . .
H24B H 0.313333 0.742650 0.465349 0.035 Uiso 1 1 calc R U . . .
H24C H 0.340546 0.761097 0.550493 0.035 Uiso 1 1 calc R U . . .
C27 C 0.8575(2) 0.4634(2) 0.62467(15) 0.0266(5) Uani 1 1 d . . . . .
H27A H 0.884941 0.519996 0.594156 0.040 Uiso 1 1 calc R U . . .
H27B H 0.908381 0.404506 0.619002 0.040 Uiso 1 1 calc R U . . .
H27C H 0.856274 0.484667 0.676294 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1484(2) 0.4882(3) 0.32791(15) 0.0339(7) Uani 1 1 d . . . . .
H17A H 0.149684 0.556264 0.305356 0.051 Uiso 1 1 calc R U . . .
H17B H 0.079314 0.480842 0.357596 0.051 Uiso 1 1 calc R U . . .
H17C H 0.149084 0.435930 0.289331 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3742(2) 0.4345(2) 0.22401(15) 0.0303(6) Uani 1 1 d . . . . .
H12A H 0.398124 0.367991 0.243393 0.045 Uiso 1 1 calc R U . . .
H12B H 0.411801 0.446943 0.176780 0.045 Uiso 1 1 calc R U . . .
H12C H 0.291565 0.434691 0.217026 0.045 Uiso 1 1 calc R U . . .
C11 C 0.3722(2) 0.6291(2) 0.25521(16) 0.0295(6) Uani 1 1 d . . . . .
H11A H 0.289498 0.631644 0.248687 0.044 Uiso 1 1 calc R U . . .
H11B H 0.409617 0.646222 0.208696 0.044 Uiso 1 1 calc R U . . .
H11C H 0.394904 0.678435 0.293006 0.044 Uiso 1 1 calc R U . . .
C29 C 0.6534(3) 0.5729(3) 0.73616(16) 0.0377(7) Uani 1 1 d . . . . .
H29A H 0.625097 0.506466 0.753015 0.057 Uiso 1 1 calc R U . . .
H29B H 0.619334 0.627433 0.765828 0.057 Uiso 1 1 calc R U . . .
H29C H 0.736355 0.575053 0.741354 0.057 Uiso 1 1 calc R U . . .
C30 C 0.4835(3) 0.7453(2) 0.66658(16) 0.0340(6) Uani 1 1 d . . . . .
H30A H 0.487348 0.809351 0.638743 0.051 Uiso 1 1 calc R U . . .
H30B H 0.516419 0.755591 0.715483 0.051 Uiso 1 1 calc R U . . .
H30C H 0.403872 0.724125 0.671511 0.051 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 C22 2.158(2) . ?
V1 C6 2.255(2) . ?
V1 Cl4 2.2818(6) . ?
V1 Cl3 2.2848(6) . ?
V1 Cl2 2.3544(6) . ?
N7 C6 1.363(3) . ?
N7 C8 1.401(3) . ?
N7 C13 1.480(3) . ?
N18 C22 1.363(3) . ?
N18 C19 1.394(3) . ?
N18 C23 1.483(3) . ?
N21 C22 1.363(3) . ?
N21 C20 1.394(3) . ?
N21 C26 1.486(3) . ?
N5 C6 1.363(3) . ?
N5 C9 1.398(3) . ?
N5 C10 1.479(3) . ?
C8 C9 1.350(3) . ?
C8 C16 1.496(3) . ?
C23 C25 1.521(3) . ?
C23 C24 1.522(3) . ?
C23 H23 0.9800 . ?
C19 C20 1.363(4) . ?
C19 C30 1.498(4) . ?
C15 C13 1.526(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C13 C14 1.517(3) . ?
C13 H13 0.9800 . ?
C9 C17 1.497(3) . ?
C26 C27 1.522(3) . ?
C26 C28 1.531(3) . ?
C26 H26 0.9800 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C10 C11 1.516(4) . ?
C10 C12 1.525(4) . ?
C10 H10 0.9800 . ?
C20 C29 1.495(4) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 V1 C6 86.72(8) . . ?
C22 V1 Cl4 127.76(6) . . ?
C6 V1 Cl4 81.36(6) . . ?
C22 V1 Cl3 106.85(6) . . ?
C6 V1 Cl3 96.43(6) . . ?
Cl4 V1 Cl3 124.89(2) . . ?
C22 V1 Cl2 93.57(6) . . ?
C6 V1 Cl2 173.43(6) . . ?
Cl4 V1 Cl2 93.33(2) . . ?
Cl3 V1 Cl2 89.77(2) . . ?
C6 N7 C8 111.61(18) . . ?
C6 N7 C13 122.02(18) . . ?
C8 N7 C13 124.49(18) . . ?
C22 N18 C19 110.83(19) . . ?
C22 N18 C23 122.35(19) . . ?
C19 N18 C23 126.7(2) . . ?
C22 N21 C20 110.82(19) . . ?
C22 N21 C26 122.19(19) . . ?
C20 N21 C26 126.99(19) . . ?
C6 N5 C9 111.39(18) . . ?
C6 N5 C10 122.63(18) . . ?
C9 N5 C10 125.54(19) . . ?
N21 C22 N18 104.99(18) . . ?
N21 C22 V1 128.50(16) . . ?
N18 C22 V1 126.50(16) . . ?
C9 C8 N7 106.23(19) . . ?
C9 C8 C16 128.3(2) . . ?
N7 C8 C16 125.3(2) . . ?
N7 C6 N5 103.89(18) . . ?
N7 C6 V1 126.58(15) . . ?
N5 C6 V1 129.53(16) . . ?
N18 C23 C25 111.08(19) . . ?
N18 C23 C24 112.7(2) . . ?
C25 C23 C24 113.32(19) . . ?
N18 C23 H23 106.4 . . ?
C25 C23 H23 106.4 . . ?
C24 C23 H23 106.4 . . ?
C20 C19 N18 106.7(2) . . ?
C20 C19 C30 128.1(2) . . ?
N18 C19 C30 125.1(2) . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C13 C14 110.34(19) . . ?
N7 C13 C15 113.01(19) . . ?
C14 C13 C15 112.8(2) . . ?
N7 C13 H13 106.7 . . ?
C14 C13 H13 106.7 . . ?
C15 C13 H13 106.7 . . ?
C8 C9 N5 106.84(19) . . ?
C8 C9 C17 127.4(2) . . ?
N5 C9 C17 125.8(2) . . ?
N21 C26 C27 111.6(2) . . ?
N21 C26 C28 113.30(19) . . ?
C27 C26 C28 111.8(2) . . ?
N21 C26 H26 106.6 . . ?
C27 C26 H26 106.6 . . ?
C28 C26 H26 106.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N5 C10 C11 112.1(2) . . ?
N5 C10 C12 111.4(2) . . ?
C11 C10 C12 114.3(2) . . ?
N5 C10 H10 106.2 . . ?
C11 C10 H10 106.2 . . ?
C12 C10 H10 106.2 . . ?
C19 C20 N21 106.7(2) . . ?
C19 C20 C29 127.7(2) . . ?
N21 C20 C29 125.6(2) . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C9 C17 H17A 109.5 . . ?
C9 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C9 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C20 C29 H29A 109.5 . . ?
C20 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C20 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C19 C30 H30A 109.5 . . ?
C19 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C19 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C20 N21 C22 N18 -0.4(2) . . . . ?
C26 N21 C22 N18 179.05(19) . . . . ?
C20 N21 C22 V1 178.57(16) . . . . ?
C26 N21 C22 V1 -1.9(3) . . . . ?
C19 N18 C22 N21 0.4(2) . . . . ?
C23 N18 C22 N21 177.17(18) . . . . ?
C19 N18 C22 V1 -178.64(16) . . . . ?
C23 N18 C22 V1 -1.9(3) . . . . ?
C6 N7 C8 C9 1.3(3) . . . . ?
C13 N7 C8 C9 -163.3(2) . . . . ?
C6 N7 C8 C16 -174.3(2) . . . . ?
C13 N7 C8 C16 21.1(3) . . . . ?
C8 N7 C6 N5 -2.1(2) . . . . ?
C13 N7 C6 N5 162.96(18) . . . . ?
C8 N7 C6 V1 178.30(15) . . . . ?
C13 N7 C6 V1 -16.7(3) . . . . ?
C9 N5 C6 N7 2.1(3) . . . . ?
C10 N5 C6 N7 -170.6(2) . . . . ?
C9 N5 C6 V1 -178.26(16) . . . . ?
C10 N5 C6 V1 9.0(3) . . . . ?
C22 N18 C23 C25 -106.4(2) . . . . ?
C19 N18 C23 C25 69.9(3) . . . . ?
C22 N18 C23 C24 125.2(2) . . . . ?
C19 N18 C23 C24 -58.5(3) . . . . ?
C22 N18 C19 C20 -0.2(3) . . . . ?
C23 N18 C19 C20 -176.8(2) . . . . ?
C22 N18 C19 C30 -177.0(2) . . . . ?
C23 N18 C19 C30 6.4(4) . . . . ?
C6 N7 C13 C14 -100.7(2) . . . . ?
C8 N7 C13 C14 62.4(3) . . . . ?
C6 N7 C13 C15 131.9(2) . . . . ?
C8 N7 C13 C15 -65.0(3) . . . . ?
N7 C8 C9 N5 0.1(3) . . . . ?
C16 C8 C9 N5 175.5(2) . . . . ?
N7 C8 C9 C17 179.4(3) . . . . ?
C16 C8 C9 C17 -5.2(4) . . . . ?
C6 N5 C9 C8 -1.4(3) . . . . ?
C10 N5 C9 C8 171.1(2) . . . . ?
C6 N5 C9 C17 179.3(2) . . . . ?
C10 N5 C9 C17 -8.2(4) . . . . ?
C22 N21 C26 C27 115.3(2) . . . . ?
C20 N21 C26 C27 -65.3(3) . . . . ?
C22 N21 C26 C28 -117.5(2) . . . . ?
C20 N21 C26 C28 61.9(3) . . . . ?
C6 N5 C10 C11 -116.0(2) . . . . ?
C9 N5 C10 C11 72.3(3) . . . . ?
C6 N5 C10 C12 114.6(2) . . . . ?
C9 N5 C10 C12 -57.0(3) . . . . ?
N18 C19 C20 N21 -0.1(3) . . . . ?
C30 C19 C20 N21 176.6(3) . . . . ?
N18 C19 C20 C29 -178.2(3) . . . . ?
C30 C19 C20 C29 -1.5(5) . . . . ?
C22 N21 C20 C19 0.3(3) . . . . ?
C26 N21 C20 C19 -179.1(2) . . . . ?
C22 N21 C20 C29 178.5(3) . . . . ?
C26 N21 C20 C29 -0.9(4) . . . . ?

_refine_diff_density_max         0.333
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.057


