# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_har21sp
_database_code_depnum_ccdc_archive 'CCDC 1554539'
_audit_update_record             
;
2017-06-06 deposited with the CCDC.
2017-10-13 downloaded from the CCDC.
;
_publcif_datablock.id            {2e01c9bc-9b27-4358-901f-bcd054e6fb8e}

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H24 V2'
_chemical_formula_sum            'C30 H24 V2'
_chemical_formula_weight         486.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_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                   18.4035(4)
_cell_length_b                   10.1646(2)
_cell_length_c                   11.8559(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.2150(10)
_cell_angle_gamma                90.00
_cell_volume                     2217.80(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      2.2133
_cell_measurement_theta_max      33.3025

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000
_exptl_absorpt_coefficient_mu    0.859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8336
_exptl_absorpt_correction_T_max  0.9665
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 1998)'

_exptl_special_details           ?

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'incoatec microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25689
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0164
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         32.50
_reflns_number_total             3928
_reflns_number_gt                3568
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker AXS, 2008)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997-2008 Glasgow)'
_computing_publication_material  'SHELXTL (Bruker AXS, 1998)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0366P)²+1.9736P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         3928
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0729
_refine_ls_wR_factor_gt          0.0697
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.319001(8) 0.439286(16) 0.142849(13) 0.01280(5) Uani 1 1 d . . .
C1 C 0.45530(5) 0.65278(9) 0.16675(8) 0.01268(16) Uani 1 1 d . . .
C2 C 0.42571(5) 0.72628(10) 0.07946(9) 0.01660(17) Uani 1 1 d . . .
H2 H 0.3987 0.6824 0.0223 0.020 Uiso 1 1 calc R . .
C3 C 0.43423(6) 0.86398(10) 0.07258(10) 0.0204(2) Uani 1 1 d . . .
H3 H 0.4166 0.9108 0.0088 0.024 Uiso 1 1 calc R . .
C4 C 0.46822(6) 0.92934(10) 0.15886(10) 0.0210(2) Uani 1 1 d . . .
H4 H 0.4706 1.0227 0.1577 0.025 Uiso 1 1 calc R . .
C5 C 0.5000 0.85916(13) 0.2500 0.0164(2) Uani 1 2 d S . .
C6 C 0.5000 0.71785(13) 0.2500 0.0130(2) Uani 1 2 d S . .
C7 C 0.43513(5) 0.51153(9) 0.17484(8) 0.01213(15) Uani 1 1 d . . .
C8 C 0.41021(5) 0.44485(9) 0.27299(8) 0.01484(17) Uani 1 1 d . . .
H8 H 0.4035 0.4835 0.3452 0.018 Uiso 1 1 calc R . .
C9 C 0.39710(5) 0.31112(10) 0.24507(9) 0.01820(18) Uani 1 1 d . . .
H9 H 0.3808 0.2446 0.2953 0.022 Uiso 1 1 calc R . .
C10 C 0.41256(5) 0.29438(10) 0.12890(9) 0.01739(18) Uani 1 1 d . . .
H10 H 0.4083 0.2147 0.0875 0.021 Uiso 1 1 calc R . .
C11 C 0.43545(5) 0.41766(9) 0.08548(8) 0.01416(16) Uani 1 1 d . . .
H11 H 0.4488 0.4348 0.0095 0.017 Uiso 1 1 calc R . .
C12 C 0.20559(6) 0.50534(13) 0.19542(10) 0.0248(2) Uani 1 1 d . . .
H12 H 0.1919 0.5135 0.2723 0.030 Uiso 1 1 calc R . .
C13 C 0.23754(6) 0.60524(11) 0.12833(10) 0.0228(2) Uani 1 1 d . . .
H13 H 0.2492 0.6919 0.1524 0.027 Uiso 1 1 calc R . .
C14 C 0.24898(6) 0.55303(11) 0.01922(10) 0.0207(2) Uani 1 1 d . . .
H14 H 0.2695 0.5987 -0.0429 0.025 Uiso 1 1 calc R . .
C15 C 0.22453(6) 0.42091(11) 0.01875(10) 0.0214(2) Uani 1 1 d . . .
H15 H 0.2259 0.3624 -0.0437 0.026 Uiso 1 1 calc R . .
C16 C 0.19761(6) 0.39114(12) 0.12760(11) 0.0237(2) Uani 1 1 d . . .
H16 H 0.1778 0.3093 0.1510 0.028 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 C11 2.2615(9) . ?
V1 C13 2.2629(11) . ?
V1 C14 2.2653(11) . ?
V1 C10 2.2723(10) . ?
V1 C8 2.2763(10) . ?
V1 C15 2.2810(11) . ?
V1 C12 2.2816(11) . ?
V1 C9 2.2844(10) . ?
V1 C7 2.2900(9) . ?
V1 C16 2.2934(10) . ?
C1 C2 1.3861(13) . ?
C1 C6 1.4431(11) . ?
C1 C7 1.4861(13) . ?
C2 C3 1.4108(14) . ?
C2 H2 0.9500 . ?
C3 C4 1.3689(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.4191(13) . ?
C4 H4 0.9500 . ?
C5 C4 1.4191(13) 2_655 ?
C5 C6 1.4364(18) . ?
C6 C1 1.4430(11) 2_655 ?
C7 C8 1.4240(13) . ?
C7 C11 1.4258(13) . ?
C8 C9 1.4195(14) . ?
C8 H8 0.9500 . ?
C9 C10 1.4176(15) . ?
C9 H9 0.9500 . ?
C10 C11 1.4194(14) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.4187(17) . ?
C12 C16 1.4194(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.4148(16) . ?
C13 H13 0.9500 . ?
C14 C15 1.4164(15) . ?
C14 H14 0.9500 . ?
C15 C16 1.4167(17) . ?
C15 H15 0.9500 . ?
C16 H16 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
C11 V1 C13 132.68(4) . . ?
C11 V1 C14 113.10(4) . . ?
C13 V1 C14 36.41(4) . . ?
C11 V1 C10 36.49(3) . . ?
C13 V1 C10 168.41(4) . . ?
C14 V1 C10 135.49(4) . . ?
C11 V1 C8 60.60(4) . . ?
C13 V1 C8 121.31(4) . . ?
C14 V1 C8 147.36(4) . . ?
C10 V1 C8 60.56(4) . . ?
C11 V1 C15 121.26(4) . . ?
C13 V1 C15 60.58(4) . . ?
C14 V1 C15 36.30(4) . . ?
C10 V1 C15 118.42(4) . . ?
C8 V1 C15 175.97(4) . . ?
C11 V1 C12 168.42(4) . . ?
C13 V1 C12 36.38(4) . . ?
C14 V1 C12 60.52(4) . . ?
C10 V1 C12 154.80(4) . . ?
C8 V1 C12 118.72(4) . . ?
C15 V1 C12 60.29(4) . . ?
C11 V1 C9 60.60(4) . . ?
C13 V1 C9 151.74(4) . . ?
C14 V1 C9 171.72(4) . . ?
C10 V1 C9 36.25(4) . . ?
C8 V1 C9 36.27(3) . . ?
C15 V1 C9 140.53(4) . . ?
C12 V1 C9 126.68(4) . . ?
C11 V1 C7 36.50(3) . . ?
C13 V1 C7 113.03(4) . . ?
C14 V1 C7 118.15(4) . . ?
C10 V1 C7 60.86(3) . . ?
C8 V1 C7 36.34(3) . . ?
C15 V1 C7 147.31(4) . . ?
C12 V1 C7 135.60(4) . . ?
C9 V1 C7 60.67(3) . . ?
C11 V1 C16 151.57(4) . . ?
C13 V1 C16 60.54(4) . . ?
C14 V1 C16 60.42(4) . . ?
C10 V1 C16 126.45(4) . . ?
C8 V1 C16 140.74(4) . . ?
C15 V1 C16 36.08(4) . . ?
C12 V1 C16 36.15(4) . . ?
C9 V1 C16 122.06(4) . . ?
C7 V1 C16 171.74(4) . . ?
C2 C1 C6 119.01(9) . . ?
C2 C1 C7 118.12(8) . . ?
C6 C1 C7 122.72(8) . . ?
C1 C2 C3 122.30(10) . . ?
C1 C2 H2 118.8 . . ?
C3 C2 H2 118.8 . . ?
C4 C3 C2 119.27(10) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 120.72(10) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C4 119.64(13) 2_655 . ?
C4 C5 C6 120.18(6) 2_655 . ?
C4 C5 C6 120.18(6) . . ?
C5 C6 C1 117.28(6) . 2_655 ?
C5 C6 C1 117.28(6) . . ?
C1 C6 C1 125.44(12) 2_655 . ?
C8 C7 C11 106.91(8) . . ?
C8 C7 C1 126.43(8) . . ?
C11 C7 C1 126.64(8) . . ?
C8 C7 V1 71.31(5) . . ?
C11 C7 V1 70.66(5) . . ?
C1 C7 V1 122.16(6) . . ?
C9 C8 C7 108.67(9) . . ?
C9 C8 V1 72.17(5) . . ?
C7 C8 V1 72.35(5) . . ?
C9 C8 H8 125.7 . . ?
C7 C8 H8 125.7 . . ?
V1 C8 H8 121.5 . . ?
C10 C9 C8 107.88(9) . . ?
C10 C9 V1 71.41(6) . . ?
C8 C9 V1 71.56(6) . . ?
C10 C9 H9 126.1 . . ?
C8 C9 H9 126.1 . . ?
V1 C9 H9 122.6 . . ?
C9 C10 C11 107.90(9) . . ?
C9 C10 V1 72.34(6) . . ?
C11 C10 V1 71.34(5) . . ?
C9 C10 H10 126.1 . . ?
C11 C10 H10 126.1 . . ?
V1 C10 H10 122.0 . . ?
C10 C11 C7 108.62(8) . . ?
C10 C11 V1 72.17(5) . . ?
C7 C11 V1 72.83(5) . . ?
C10 C11 H11 125.7 . . ?
C7 C11 H11 125.7 . . ?
V1 C11 H11 121.0 . . ?
C13 C12 C16 108.06(10) . . ?
C13 C12 V1 71.09(6) . . ?
C16 C12 V1 72.38(6) . . ?
C13 C12 H12 126.0 . . ?
C16 C12 H12 126.0 . . ?
V1 C12 H12 122.2 . . ?
C14 C13 C12 107.92(10) . . ?
C14 C13 V1 71.89(6) . . ?
C12 C13 V1 72.53(6) . . ?
C14 C13 H13 126.0 . . ?
C12 C13 H13 126.0 . . ?
V1 C13 H13 121.3 . . ?
C13 C14 C15 108.11(10) . . ?
C13 C14 V1 71.70(6) . . ?
C15 C14 V1 72.45(6) . . ?
C13 C14 H14 125.9 . . ?
C15 C14 H14 125.9 . . ?
V1 C14 H14 121.6 . . ?
C14 C15 C16 108.13(10) . . ?
C14 C15 V1 71.24(6) . . ?
C16 C15 V1 72.44(6) . . ?
C14 C15 H15 125.9 . . ?
C16 C15 H15 125.9 . . ?
V1 C15 H15 122.1 . . ?
C15 C16 C12 107.79(10) . . ?
C15 C16 V1 71.48(6) . . ?
C12 C16 V1 71.47(6) . . ?
C15 C16 H16 126.1 . . ?
C12 C16 H16 126.1 . . ?
V1 C16 H16 122.6 . . ?

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
C6 C1 C2 C3 -3.76(14) . . . . ?
C7 C1 C2 C3 171.97(9) . . . . ?
C1 C2 C3 C4 -4.92(16) . . . . ?
C2 C3 C4 C5 5.21(16) . . . . ?
C3 C4 C5 C4 -176.92(12) . . . 2_655 ?
C3 C4 C5 C6 3.08(12) . . . . ?
C4 C5 C6 C1 -11.43(7) 2_655 . . 2_655 ?
C4 C5 C6 C1 168.57(7) . . . 2_655 ?
C4 C5 C6 C1 168.57(7) 2_655 . . . ?
C4 C5 C6 C1 -11.43(7) . . . . ?
C2 C1 C6 C5 11.65(9) . . . . ?
C7 C1 C6 C5 -163.88(6) . . . . ?
C2 C1 C6 C1 -168.35(9) . . . 2_655 ?
C7 C1 C6 C1 16.12(6) . . . 2_655 ?
C2 C1 C7 C8 -130.40(10) . . . . ?
C6 C1 C7 C8 45.17(13) . . . . ?
C2 C1 C7 C11 48.09(13) . . . . ?
C6 C1 C7 C11 -136.34(9) . . . . ?
C2 C1 C7 V1 -40.77(11) . . . . ?
C6 C1 C7 V1 134.80(6) . . . . ?
C11 V1 C7 C8 -116.38(8) . . . . ?
C13 V1 C7 C8 112.03(6) . . . . ?
C14 V1 C7 C8 152.18(6) . . . . ?
C10 V1 C7 C8 -78.94(6) . . . . ?
C15 V1 C7 C8 -176.99(7) . . . . ?
C12 V1 C7 C8 76.75(8) . . . . ?
C9 V1 C7 C8 -37.17(6) . . . . ?
C16 V1 C7 C8 74.4(3) . . . . ?
C13 V1 C7 C11 -131.59(6) . . . . ?
C14 V1 C7 C11 -91.44(6) . . . . ?
C10 V1 C7 C11 37.44(6) . . . . ?
C8 V1 C7 C11 116.38(8) . . . . ?
C15 V1 C7 C11 -60.61(9) . . . . ?
C12 V1 C7 C11 -166.87(6) . . . . ?
C9 V1 C7 C11 79.21(6) . . . . ?
C16 V1 C7 C11 -169.2(3) . . . . ?
C11 V1 C7 C1 121.77(10) . . . . ?
C13 V1 C7 C1 -9.83(8) . . . . ?
C14 V1 C7 C1 30.33(9) . . . . ?
C10 V1 C7 C1 159.20(9) . . . . ?
C8 V1 C7 C1 -121.86(10) . . . . ?
C15 V1 C7 C1 61.16(10) . . . . ?
C12 V1 C7 C1 -45.11(10) . . . . ?
C9 V1 C7 C1 -159.03(9) . . . . ?
C16 V1 C7 C1 -47.4(3) . . . . ?
C11 C7 C8 C9 1.40(11) . . . . ?
C1 C7 C8 C9 -179.87(9) . . . . ?
V1 C7 C8 C9 63.47(7) . . . . ?
C11 C7 C8 V1 -62.08(6) . . . . ?
C1 C7 C8 V1 116.66(9) . . . . ?
C11 V1 C8 C9 -79.37(6) . . . . ?
C13 V1 C8 C9 156.03(6) . . . . ?
C14 V1 C8 C9 -166.80(7) . . . . ?
C10 V1 C8 C9 -37.24(6) . . . . ?
C15 V1 C8 C9 39.1(6) . . . . ?
C12 V1 C8 C9 113.86(7) . . . . ?
C7 V1 C8 C9 -117.08(9) . . . . ?
C16 V1 C8 C9 75.55(9) . . . . ?
C11 V1 C8 C7 37.72(5) . . . . ?
C13 V1 C8 C7 -86.89(7) . . . . ?
C14 V1 C8 C7 -49.72(10) . . . . ?
C10 V1 C8 C7 79.84(6) . . . . ?
C15 V1 C8 C7 156.2(5) . . . . ?
C12 V1 C8 C7 -129.06(6) . . . . ?
C9 V1 C8 C7 117.08(9) . . . . ?
C16 V1 C8 C7 -167.37(6) . . . . ?
C7 C8 C9 C10 -1.01(11) . . . . ?
V1 C8 C9 C10 62.57(7) . . . . ?
C7 C8 C9 V1 -63.59(7) . . . . ?
C11 V1 C9 C10 -37.60(5) . . . . ?
C13 V1 C9 C10 -164.12(8) . . . . ?
C14 V1 C9 C10 4.3(3) . . . . ?
C8 V1 C9 C10 -116.97(8) . . . . ?
C15 V1 C9 C10 67.03(8) . . . . ?
C12 V1 C9 C10 153.16(6) . . . . ?
C7 V1 C9 C10 -79.73(6) . . . . ?
C16 V1 C9 C10 109.34(7) . . . . ?
C11 V1 C9 C8 79.37(6) . . . . ?
C13 V1 C9 C8 -47.15(11) . . . . ?
C14 V1 C9 C8 121.3(3) . . . . ?
C10 V1 C9 C8 116.97(8) . . . . ?
C15 V1 C9 C8 -176.00(6) . . . . ?
C12 V1 C9 C8 -89.87(7) . . . . ?
C7 V1 C9 C8 37.24(6) . . . . ?
C16 V1 C9 C8 -133.69(6) . . . . ?
C8 C9 C10 C11 0.23(11) . . . . ?
V1 C9 C10 C11 62.89(7) . . . . ?
C8 C9 C10 V1 -62.67(7) . . . . ?
C11 V1 C10 C9 116.61(8) . . . . ?
C13 V1 C10 C9 139.84(18) . . . . ?
C14 V1 C10 C9 -179.12(6) . . . . ?
C8 V1 C10 C9 37.26(6) . . . . ?
C15 V1 C10 C9 -138.29(6) . . . . ?
C12 V1 C10 C9 -58.28(11) . . . . ?
C7 V1 C10 C9 79.16(6) . . . . ?
C16 V1 C10 C9 -96.25(7) . . . . ?
C13 V1 C10 C11 23.2(2) . . . . ?
C14 V1 C10 C11 64.27(8) . . . . ?
C8 V1 C10 C11 -79.35(6) . . . . ?
C15 V1 C10 C11 105.10(6) . . . . ?
C12 V1 C10 C11 -174.89(9) . . . . ?
C9 V1 C10 C11 -116.61(8) . . . . ?
C7 V1 C10 C11 -37.46(5) . . . . ?
C16 V1 C10 C11 147.14(6) . . . . ?
C9 C10 C11 C7 0.64(11) . . . . ?
V1 C10 C11 C7 64.18(6) . . . . ?
C9 C10 C11 V1 -63.54(7) . . . . ?
C8 C7 C11 C10 -1.26(10) . . . . ?
C1 C7 C11 C10 -179.99(8) . . . . ?
V1 C7 C11 C10 -63.76(7) . . . . ?
C8 C7 C11 V1 62.50(6) . . . . ?
C1 C7 C11 V1 -116.23(9) . . . . ?
C13 V1 C11 C10 -173.81(6) . . . . ?
C14 V1 C11 C10 -136.64(6) . . . . ?
C8 V1 C11 C10 79.22(6) . . . . ?
C15 V1 C11 C10 -96.63(7) . . . . ?
C12 V1 C11 C10 169.10(18) . . . . ?
C9 V1 C11 C10 37.36(6) . . . . ?
C7 V1 C11 C10 116.76(8) . . . . ?
C16 V1 C11 C10 -66.48(10) . . . . ?
C13 V1 C11 C7 69.42(7) . . . . ?
C14 V1 C11 C7 106.60(6) . . . . ?
C10 V1 C11 C7 -116.76(8) . . . . ?
C8 V1 C11 C7 -37.54(5) . . . . ?
C15 V1 C11 C7 146.60(6) . . . . ?
C12 V1 C11 C7 52.3(2) . . . . ?
C9 V1 C11 C7 -79.40(6) . . . . ?
C16 V1 C11 C7 176.76(7) . . . . ?
C11 V1 C12 C13 21.4(2) . . . . ?
C14 V1 C12 C13 -37.71(7) . . . . ?
C10 V1 C12 C13 -173.96(8) . . . . ?
C8 V1 C12 C13 104.79(7) . . . . ?
C15 V1 C12 C13 -79.69(7) . . . . ?
C9 V1 C12 C13 147.20(7) . . . . ?
C7 V1 C12 C13 63.66(9) . . . . ?
C16 V1 C12 C13 -116.91(10) . . . . ?
C11 V1 C12 C16 138.26(18) . . . . ?
C13 V1 C12 C16 116.91(10) . . . . ?
C14 V1 C12 C16 79.20(7) . . . . ?
C10 V1 C12 C16 -57.05(12) . . . . ?
C8 V1 C12 C16 -138.31(7) . . . . ?
C15 V1 C12 C16 37.21(7) . . . . ?
C9 V1 C12 C16 -95.89(8) . . . . ?
C7 V1 C12 C16 -179.43(6) . . . . ?
C16 C12 C13 C14 0.25(12) . . . . ?
V1 C12 C13 C14 63.62(7) . . . . ?
C16 C12 C13 V1 -63.37(8) . . . . ?
C11 V1 C13 C14 69.45(8) . . . . ?
C10 V1 C13 C14 50.9(2) . . . . ?
C8 V1 C13 C14 146.70(6) . . . . ?
C15 V1 C13 C14 -37.42(7) . . . . ?
C12 V1 C13 C14 -116.25(10) . . . . ?
C9 V1 C13 C14 177.21(7) . . . . ?
C7 V1 C13 C14 106.69(7) . . . . ?
C16 V1 C13 C14 -79.08(7) . . . . ?
C11 V1 C13 C12 -174.30(6) . . . . ?
C14 V1 C13 C12 116.25(10) . . . . ?
C10 V1 C13 C12 167.10(17) . . . . ?
C8 V1 C13 C12 -97.05(7) . . . . ?
C15 V1 C13 C12 78.83(7) . . . . ?
C9 V1 C13 C12 -66.54(11) . . . . ?
C7 V1 C13 C12 -137.06(7) . . . . ?
C16 V1 C13 C12 37.17(7) . . . . ?
C12 C13 C14 C15 -0.29(12) . . . . ?
V1 C13 C14 C15 63.75(7) . . . . ?
C12 C13 C14 V1 -64.04(8) . . . . ?
C11 V1 C14 C13 -131.54(7) . . . . ?
C10 V1 C14 C13 -167.16(6) . . . . ?
C8 V1 C14 C13 -60.42(10) . . . . ?
C15 V1 C14 C13 116.61(10) . . . . ?
C12 V1 C14 C13 37.67(7) . . . . ?
C9 V1 C14 C13 -170.8(2) . . . . ?
C7 V1 C14 C13 -91.26(7) . . . . ?
C16 V1 C14 C13 79.45(7) . . . . ?
C11 V1 C14 C15 111.85(7) . . . . ?
C13 V1 C14 C15 -116.61(10) . . . . ?
C10 V1 C14 C15 76.23(8) . . . . ?
C8 V1 C14 C15 -177.03(7) . . . . ?
C12 V1 C14 C15 -78.94(8) . . . . ?
C9 V1 C14 C15 72.6(3) . . . . ?
C7 V1 C14 C15 152.13(6) . . . . ?
C16 V1 C14 C15 -37.16(7) . . . . ?
C13 C14 C15 C16 0.22(12) . . . . ?
V1 C14 C15 C16 63.48(8) . . . . ?
C13 C14 C15 V1 -63.27(8) . . . . ?
C11 V1 C15 C14 -87.08(7) . . . . ?
C13 V1 C15 C14 37.54(7) . . . . ?
C10 V1 C15 C14 -129.27(7) . . . . ?
C8 V1 C15 C14 156.5(5) . . . . ?
C12 V1 C15 C14 79.60(8) . . . . ?
C9 V1 C15 C14 -167.51(7) . . . . ?
C7 V1 C15 C14 -49.75(10) . . . . ?
C16 V1 C15 C14 116.88(10) . . . . ?
C11 V1 C15 C16 156.04(6) . . . . ?
C13 V1 C15 C16 -79.34(7) . . . . ?
C14 V1 C15 C16 -116.88(10) . . . . ?
C10 V1 C15 C16 113.85(7) . . . . ?
C8 V1 C15 C16 39.7(6) . . . . ?
C12 V1 C15 C16 -37.28(7) . . . . ?
C9 V1 C15 C16 75.61(9) . . . . ?
C7 V1 C15 C16 -166.63(7) . . . . ?
C14 C15 C16 C12 -0.06(12) . . . . ?
V1 C15 C16 C12 62.65(8) . . . . ?
C14 C15 C16 V1 -62.71(7) . . . . ?
C13 C12 C16 C15 -0.11(12) . . . . ?
V1 C12 C16 C15 -62.65(8) . . . . ?
C13 C12 C16 V1 62.54(8) . . . . ?
C11 V1 C16 C15 -46.82(11) . . . . ?
C13 V1 C16 C15 79.48(7) . . . . ?
C14 V1 C16 C15 37.39(6) . . . . ?
C10 V1 C16 C15 -89.49(7) . . . . ?
C8 V1 C16 C15 -175.93(6) . . . . ?
C12 V1 C16 C15 116.88(10) . . . . ?
C9 V1 C16 C15 -133.40(7) . . . . ?
C7 V1 C16 C15 119.6(3) . . . . ?
C11 V1 C16 C12 -163.70(8) . . . . ?
C13 V1 C16 C12 -37.41(7) . . . . ?
C14 V1 C16 C12 -79.49(8) . . . . ?
C10 V1 C16 C12 153.63(7) . . . . ?
C8 V1 C16 C12 67.19(9) . . . . ?
C15 V1 C16 C12 -116.88(10) . . . . ?
C9 V1 C16 C12 109.71(7) . . . . ?
C7 V1 C16 C12 2.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        32.50
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.062

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?

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

data_ha20tm_z_2_sp
_database_code_depnum_ccdc_archive 'CCDC 1554540'
_audit_update_record             
;
2017-06-06 deposited with the CCDC.
2017-10-13 downloaded from the CCDC.
;
_publcif_datablock.id            {d029fd71-2ff8-46ff-bf85-e855284eb739}

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H26 Cl2 O2 V2'
_chemical_formula_sum            'C18 H26 Cl2 O2 V2'
_chemical_formula_weight         447.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   8.18260(10)
_cell_length_b                   10.4231(2)
_cell_length_c                   11.7182(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.37
_cell_angle_gamma                90.00
_cell_volume                     968.15(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9896
_cell_measurement_theta_min      3.23
_cell_measurement_theta_max      33.47

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             460
_exptl_absorpt_coefficient_mu    1.249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7537
_exptl_absorpt_correction_T_max  0.9402
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 1998)'

_exptl_special_details           
; 
 Crystals were grown from a n-hexane solution at room temperature. 
 A Crystal suitable for X-ray structural determinations were mounted 
in polybutene oil on a glass fibre and transferred on the goniometer head 
to the precooled instrument. 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25226
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.23
_diffrn_reflns_theta_max         33.50
_reflns_number_total             3731
_reflns_number_gt                3423
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker AXS, 2008)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997-2008 Glasgow)'
_computing_publication_material  'SHELXTL (Bruker AXS, 1998)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0347P)²+0.5036P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         3731
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0720
_refine_ls_wR_factor_gt          0.0700
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.63826(2) 0.613470(17) 0.071559(15) 0.01461(5) Uani 1 1 d . . .
Cl1 Cl 0.41800(3) 0.48327(2) 0.12467(2) 0.01855(6) Uani 1 1 d . . .
O1 O 0.45382(10) 0.75891(8) 0.00458(7) 0.01914(15) Uani 1 1 d . . .
C1 C 0.81601(17) 0.59729(14) 0.25456(12) 0.0303(3) Uani 1 1 d . . .
H1 H 0.7804 0.5585 0.3177 0.036 Uiso 1 1 calc R . .
C2 C 0.89240(16) 0.53273(13) 0.17437(14) 0.0324(3) Uani 1 1 d . . .
H2 H 0.9169 0.4436 0.1744 0.039 Uiso 1 1 calc R . .
C3 C 0.92544(15) 0.62494(12) 0.09453(13) 0.0274(3) Uani 1 1 d . . .
H3 H 0.9757 0.6088 0.0311 0.033 Uiso 1 1 calc R . .
C4 C 0.87039(15) 0.74550(11) 0.12579(12) 0.0230(2) Uani 1 1 d . . .
H4 H 0.8780 0.8245 0.0870 0.028 Uiso 1 1 calc R . .
C5 C 0.80190(15) 0.72895(12) 0.22468(11) 0.0240(2) Uani 1 1 d . . .
H5 H 0.7552 0.7942 0.2636 0.029 Uiso 1 1 calc R . .
C6 C 0.33304(14) 0.80604(11) 0.06732(10) 0.0199(2) Uani 1 1 d . . .
H6A H 0.3874 0.8675 0.1296 0.024 Uiso 1 1 calc R . .
H6B H 0.2854 0.7342 0.1040 0.024 Uiso 1 1 calc R . .
C7 C 0.19611(16) 0.87193(13) -0.02589(11) 0.0240(2) Uani 1 1 d . . .
H7A H 0.1062 0.8108 -0.0634 0.029 Uiso 1 1 calc R . .
H7B H 0.1453 0.9441 0.0081 0.029 Uiso 1 1 calc R . .
C8 C 0.29199(17) 0.91960(14) -0.11327(12) 0.0287(3) Uani 1 1 d . . .
H8A H 0.2156 0.9330 -0.1923 0.034 Uiso 1 1 calc R . .
H8B H 0.3527 1.0005 -0.0862 0.034 Uiso 1 1 calc R . .
C9 C 0.4135(2) 0.81038(14) -0.11399(12) 0.0327(3) Uani 1 1 d . . .
H9A H 0.3604 0.7439 -0.1717 0.039 Uiso 1 1 calc R . .
H9B H 0.5167 0.8419 -0.1346 0.039 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O1 2.1456(8) . ?
V1 C1 2.2791(13) . ?
V1 C2 2.2892(12) . ?
V1 C5 2.2954(12) . ?
V1 C3 2.3010(12) . ?
V1 C4 2.3036(12) . ?
V1 Cl1 2.4475(3) 3_665 ?
V1 Cl1 2.4564(3) . ?
Cl1 V1 2.4475(3) 3_665 ?
O1 C9 1.4490(14) . ?
O1 C6 1.4557(13) . ?
C1 C5 1.4139(19) . ?
C1 C2 1.421(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.413(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.4134(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.4174(18) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.5207(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.5197(18) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.5131(18) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 C1 128.55(5) . . ?
O1 V1 C2 156.47(4) . . ?
C1 V1 C2 36.23(6) . . ?
O1 V1 C5 97.84(4) . . ?
C1 V1 C5 36.01(5) . . ?
C2 V1 C5 60.26(5) . . ?
O1 V1 C3 127.68(4) . . ?
C1 V1 C3 59.94(5) . . ?
C2 V1 C3 35.87(5) . . ?
C5 V1 C3 60.04(5) . . ?
O1 V1 C4 97.81(4) . . ?
C1 V1 C4 59.65(5) . . ?
C2 V1 C4 59.69(5) . . ?
C5 V1 C4 35.90(5) . . ?
C3 V1 C4 35.75(4) . . ?
O1 V1 Cl1 89.78(2) . 3_665 ?
C1 V1 Cl1 141.33(4) . 3_665 ?
C2 V1 Cl1 106.11(4) . 3_665 ?
C5 V1 Cl1 152.58(3) . 3_665 ?
C3 V1 Cl1 94.58(4) . 3_665 ?
C4 V1 Cl1 117.08(3) . 3_665 ?
O1 V1 Cl1 89.39(2) . . ?
C1 V1 Cl1 93.31(4) . . ?
C2 V1 Cl1 106.94(4) . . ?
C5 V1 Cl1 114.46(3) . . ?
C3 V1 Cl1 142.30(4) . . ?
C4 V1 Cl1 150.08(3) . . ?
Cl1 V1 Cl1 91.815(10) 3_665 . ?
V1 Cl1 V1 88.185(10) 3_665 . ?
C9 O1 C6 109.75(8) . . ?
C9 O1 V1 125.75(7) . . ?
C6 O1 V1 123.90(6) . . ?
C5 C1 C2 108.56(12) . . ?
C5 C1 V1 72.63(7) . . ?
C2 C1 V1 72.27(8) . . ?
C5 C1 H1 125.7 . . ?
C2 C1 H1 125.7 . . ?
V1 C1 H1 121.1 . . ?
C3 C2 C1 107.67(11) . . ?
C3 C2 V1 72.52(7) . . ?
C1 C2 V1 71.49(7) . . ?
C3 C2 H2 126.2 . . ?
C1 C2 H2 126.2 . . ?
V1 C2 H2 121.6 . . ?
C2 C3 C4 107.91(12) . . ?
C2 C3 V1 71.61(7) . . ?
C4 C3 V1 72.22(7) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
V1 C3 H3 121.8 . . ?
C3 C4 C5 108.65(11) . . ?
C3 C4 V1 72.02(7) . . ?
C5 C4 V1 71.73(7) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 H4 125.7 . . ?
V1 C4 H4 122.2 . . ?
C1 C5 C4 107.21(11) . . ?
C1 C5 V1 71.37(7) . . ?
C4 C5 V1 72.36(7) . . ?
C1 C5 H5 126.4 . . ?
C4 C5 H5 126.4 . . ?
V1 C5 H5 121.6 . . ?
O1 C6 C7 105.14(9) . . ?
O1 C6 H6A 110.7 . . ?
C7 C6 H6A 110.7 . . ?
O1 C6 H6B 110.7 . . ?
C7 C6 H6B 110.7 . . ?
H6A C6 H6B 108.8 . . ?
C8 C7 C6 102.71(10) . . ?
C8 C7 H7A 111.2 . . ?
C6 C7 H7A 111.2 . . ?
C8 C7 H7B 111.2 . . ?
C6 C7 H7B 111.2 . . ?
H7A C7 H7B 109.1 . . ?
C9 C8 C7 101.99(10) . . ?
C9 C8 H8A 111.4 . . ?
C7 C8 H8A 111.4 . . ?
C9 C8 H8B 111.4 . . ?
C7 C8 H8B 111.4 . . ?
H8A C8 H8B 109.2 . . ?
O1 C9 C8 105.46(10) . . ?
O1 C9 H9A 110.6 . . ?
C8 C9 H9A 110.6 . . ?
O1 C9 H9B 110.6 . . ?
C8 C9 H9B 110.6 . . ?
H9A C9 H9B 108.8 . . ?

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
O1 V1 Cl1 V1 89.76(2) . . . 3_665 ?
C1 V1 Cl1 V1 -141.66(4) . . . 3_665 ?
C2 V1 Cl1 V1 -107.44(4) . . . 3_665 ?
C5 V1 Cl1 V1 -171.90(4) . . . 3_665 ?
C3 V1 Cl1 V1 -99.88(6) . . . 3_665 ?
C4 V1 Cl1 V1 -165.54(6) . . . 3_665 ?
Cl1 V1 Cl1 V1 0.0 3_665 . . 3_665 ?
C1 V1 O1 C9 142.82(11) . . . . ?
C2 V1 O1 C9 101.71(16) . . . . ?
C5 V1 O1 C9 121.95(11) . . . . ?
C3 V1 O1 C9 64.00(12) . . . . ?
C4 V1 O1 C9 85.70(11) . . . . ?
Cl1 V1 O1 C9 -31.62(11) 3_665 . . . ?
Cl1 V1 O1 C9 -123.44(11) . . . . ?
C1 V1 O1 C6 -46.96(10) . . . . ?
C2 V1 O1 C6 -88.07(15) . . . . ?
C5 V1 O1 C6 -67.82(9) . . . . ?
C3 V1 O1 C6 -125.77(9) . . . . ?
C4 V1 O1 C6 -104.07(9) . . . . ?
Cl1 V1 O1 C6 138.61(8) 3_665 . . . ?
Cl1 V1 O1 C6 46.79(8) . . . . ?
O1 V1 C1 C5 -36.88(10) . . . . ?
C2 V1 C1 C5 116.76(11) . . . . ?
C3 V1 C1 C5 79.34(8) . . . . ?
C4 V1 C1 C5 37.73(7) . . . . ?
Cl1 V1 C1 C5 134.19(7) 3_665 . . . ?
Cl1 V1 C1 C5 -128.74(8) . . . . ?
O1 V1 C1 C2 -153.64(7) . . . . ?
C5 V1 C1 C2 -116.76(11) . . . . ?
C3 V1 C1 C2 -37.42(8) . . . . ?
C4 V1 C1 C2 -79.03(8) . . . . ?
Cl1 V1 C1 C2 17.44(11) 3_665 . . . ?
Cl1 V1 C1 C2 114.51(8) . . . . ?
C5 C1 C2 C3 -0.06(14) . . . . ?
V1 C1 C2 C3 63.96(9) . . . . ?
C5 C1 C2 V1 -64.02(9) . . . . ?
O1 V1 C2 C3 -55.71(16) . . . . ?
C1 V1 C2 C3 -116.16(11) . . . . ?
C5 V1 C2 C3 -78.97(8) . . . . ?
C4 V1 C2 C3 -37.26(7) . . . . ?
Cl1 V1 C2 C3 75.07(8) 3_665 . . . ?
Cl1 V1 C2 C3 172.10(7) . . . . ?
O1 V1 C2 C1 60.45(15) . . . . ?
C5 V1 C2 C1 37.20(8) . . . . ?
C3 V1 C2 C1 116.16(11) . . . . ?
C4 V1 C2 C1 78.90(8) . . . . ?
Cl1 V1 C2 C1 -168.76(7) 3_665 . . . ?
Cl1 V1 C2 C1 -71.73(8) . . . . ?
C1 C2 C3 C4 0.26(15) . . . . ?
V1 C2 C3 C4 63.54(9) . . . . ?
C1 C2 C3 V1 -63.29(9) . . . . ?
O1 V1 C3 C2 155.37(8) . . . . ?
C1 V1 C3 C2 37.81(9) . . . . ?
C5 V1 C3 C2 79.63(9) . . . . ?
C4 V1 C3 C2 116.54(12) . . . . ?
Cl1 V1 C3 C2 -111.36(8) 3_665 . . . ?
Cl1 V1 C3 C2 -12.41(11) . . . . ?
O1 V1 C3 C4 38.83(10) . . . . ?
C1 V1 C3 C4 -78.74(9) . . . . ?
C2 V1 C3 C4 -116.54(12) . . . . ?
C5 V1 C3 C4 -36.91(8) . . . . ?
Cl1 V1 C3 C4 132.10(8) 3_665 . . . ?
Cl1 V1 C3 C4 -128.95(7) . . . . ?
C2 C3 C4 C5 -0.36(15) . . . . ?
V1 C3 C4 C5 62.79(9) . . . . ?
C2 C3 C4 V1 -63.15(9) . . . . ?
O1 V1 C4 C3 -149.94(8) . . . . ?
C1 V1 C4 C3 79.62(9) . . . . ?
C2 V1 C4 C3 37.38(9) . . . . ?
C5 V1 C4 C3 117.46(12) . . . . ?
Cl1 V1 C4 C3 -56.17(9) 3_665 . . . ?
Cl1 V1 C4 C3 107.55(9) . . . . ?
O1 V1 C4 C5 92.60(7) . . . . ?
C1 V1 C4 C5 -37.84(8) . . . . ?
C2 V1 C4 C5 -80.07(9) . . . . ?
C3 V1 C4 C5 -117.46(12) . . . . ?
Cl1 V1 C4 C5 -173.63(6) 3_665 . . . ?
Cl1 V1 C4 C5 -9.91(11) . . . . ?
C2 C1 C5 C4 -0.16(14) . . . . ?
V1 C1 C5 C4 -63.95(9) . . . . ?
C2 C1 C5 V1 63.79(9) . . . . ?
C3 C4 C5 C1 0.32(14) . . . . ?
V1 C4 C5 C1 63.29(8) . . . . ?
C3 C4 C5 V1 -62.98(9) . . . . ?
O1 V1 C5 C1 151.72(8) . . . . ?
C2 V1 C5 C1 -37.44(9) . . . . ?
C3 V1 C5 C1 -79.02(9) . . . . ?
C4 V1 C5 C1 -115.78(11) . . . . ?
Cl1 V1 C5 C1 -103.39(10) 3_665 . . . ?
Cl1 V1 C5 C1 58.81(8) . . . . ?
O1 V1 C5 C4 -92.50(7) . . . . ?
C1 V1 C5 C4 115.78(11) . . . . ?
C2 V1 C5 C4 78.34(8) . . . . ?
C3 V1 C5 C4 36.76(7) . . . . ?
Cl1 V1 C5 C4 12.39(12) 3_665 . . . ?
Cl1 V1 C5 C4 174.59(6) . . . . ?
C9 O1 C6 C7 9.56(13) . . . . ?
V1 O1 C6 C7 -162.02(7) . . . . ?
O1 C6 C7 C8 -29.93(13) . . . . ?
C6 C7 C8 C9 38.23(14) . . . . ?
C6 O1 C9 C8 14.95(15) . . . . ?
V1 O1 C9 C8 -173.66(8) . . . . ?
C7 C8 C9 O1 -33.09(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        33.50
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.942
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.069

_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
