# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

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

data_23120102
_database_code_depnum_ccdc_archive 'CCDC 2332554'
loop_
_audit_author_name
_audit_author_address
'Kenichi Kato'
;Kyoto University
Japan
;
_audit_update_record             
;
2024-02-12 deposited with the CCDC.	2024-05-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        'Per-phenyl-substituted pillar[5]arene'
_chemical_name_common            P5Ph
_chemical_melting_point          ?
_chemical_formula_moiety         '0.5(C95 H70), 0.50(C Cl2), 0.125(C Cl2)'
_chemical_formula_sum            'C48.125 H35 Cl1.25'
_chemical_formula_weight         657.62

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   14.015(3)
_cell_length_b                   20.406(4)
_cell_length_c                   25.223(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7214(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    143(2)
_cell_measurement_reflns_used    17057
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_F_000             2760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.158
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      143(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            46473
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.140
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6336
_reflns_number_gt                5906
_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       'CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'Yadokari-XG (Wakita, Nemoto et al., 2009)'
_computing_molecular_graphics    'Yadokari-XG (Wakita, Nemoto et al., 2009)'

_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)+(0.0516P)²+10.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6336
_refine_ls_number_parameters     601
_refine_ls_number_restraints     648
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0870
_refine_ls_wR_factor_ref         0.1863
_refine_ls_wR_factor_gt          0.1826
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_restrained_S_all      1.135
_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
Cl1 Cl 0.51269(10) 0.01957(6) 0.69252(5) 0.0710(4) Uani 1 1 d . U . . .
C4 C 0.8035(2) -0.02536(15) 0.69332(12) 0.0268(7) Uani 1 1 d . U . . .
C5 C 0.5450(2) -0.19161(13) 0.70026(11) 0.0230(6) Uani 1 1 d . U . . .
C6 C 0.8173(2) 0.01078(14) 0.74001(12) 0.0253(6) Uani 1 1 d . U . . .
C7 C 0.7681(2) -0.08459(14) 0.79225(11) 0.0249(6) Uani 1 1 d . U . . .
C8 C 0.7575(2) 0.12710(14) 0.74365(12) 0.0246(6) Uani 1 1 d . U . . .
C9 C 0.6008(2) -0.19040(13) 0.74638(11) 0.0224(6) Uani 1 1 d . U . . .
C10 C 0.7094(2) -0.18892(14) 0.74492(12) 0.0240(6) Uani 1 1 d . U . . .
H16 H 0.731(2) -0.2102(15) 0.7117(13) 0.029(8) Uiso 1 1 d . . . . .
H10 H 0.733(2) -0.2129(15) 0.7757(12) 0.022(8) Uiso 1 1 d . . . . .
C11 C 0.6312(2) 0.18693(14) 0.69655(11) 0.0249(6) Uani 1 1 d . U . . .
C12 C 0.6336(2) 0.18353(14) 0.79155(12) 0.0240(6) Uani 1 1 d . U . . .
C13 C 0.7120(2) 0.14695(14) 0.69738(12) 0.0250(6) Uani 1 1 d . U . . .
C14 C 0.7176(2) 0.14692(14) 0.79228(11) 0.0235(6) Uani 1 1 d . U . . .
C15 C 0.8451(2) 0.08313(15) 0.73966(13) 0.0276(7) Uani 1 1 d . U . . .
H15 H 0.890(2) 0.0935(15) 0.7693(13) 0.032(9) Uiso 1 1 d . . . . .
C16 C 0.4456(2) -0.19066(14) 0.70488(11) 0.0236(6) Uani 1 1 d . U . . .
C17 C 0.8007(2) -0.01981(14) 0.78826(12) 0.0256(7) Uani 1 1 d . U . . .
C18 C 0.5897(2) 0.20501(13) 0.74518(11) 0.0228(6) Uani 1 1 d . U . . .
C20 C 0.5868(2) -0.19559(15) 0.64594(11) 0.0259(7) Uani 1 1 d . U . . .
C21 C 0.7694(2) -0.08941(15) 0.69744(11) 0.0255(7) Uani 1 1 d . U . . .
C22 C 0.7505(2) -0.12026(14) 0.74543(11) 0.0234(6) Uani 1 1 d . U . . .
C23 C 0.7615(2) 0.13393(14) 0.84545(12) 0.0272(7) Uani 1 1 d . U . . .
C24 C 0.5868(3) -0.14169(18) 0.61219(13) 0.0399(8) Uani 1 1 d . U . . .
C25 C 0.6255(3) -0.25386(18) 0.62731(13) 0.0362(8) Uani 1 1 d . U . . .
C26 C 0.5946(2) 0.21014(16) 0.64407(12) 0.0301(7) Uani 1 1 d . U . . .
C27 C 0.8516(2) 0.15806(17) 0.85820(14) 0.0356(8) Uani 1 1 d . U . . .
C28 C 0.6656(3) -0.2578(2) 0.57731(14) 0.0449(9) Uani 1 1 d . U . . .
C29 C 0.5896(2) 0.27645(18) 0.63226(14) 0.0363(8) Uani 1 1 d . U . . .
H29 H 0.609(2) 0.3106(17) 0.6580(14) 0.038(9) Uiso 1 1 d . . . . .
C30 C 0.7525(2) -0.11287(14) 0.84606(11) 0.0261(7) Uani 1 1 d . U . . .
C31 C 0.6840(2) -0.08703(17) 0.87972(12) 0.0349(8) Uani 1 1 d . U . . .
C32 C 0.7168(3) -0.16983(19) 0.94504(14) 0.0432(9) Uani 1 1 d . U . . .
C33 C 0.5588(3) 0.2980(2) 0.58285(15) 0.0482(10) Uani 1 1 d . U . . .
H33 H 0.551(3) 0.346(2) 0.5765(15) 0.052(11) Uiso 1 1 d . . . . .
C34 C 0.5687(3) 0.1653(2) 0.60479(13) 0.0393(8) Uani 1 1 d . U . . .
H34 H 0.573(2) 0.1191(18) 0.6141(13) 0.038(10) Uiso 1 1 d . . . . .
C35 C 0.8232(3) 0.00030(15) 0.63907(12) 0.0350(8) Uani 1 1 d . U . . .
C36 C 0.7489(4) 0.01400(19) 0.60429(14) 0.0491(10) Uani 1 1 d . U . . .
C37 C 0.8059(2) -0.16637(16) 0.86397(13) 0.0331(7) Uani 1 1 d . U . . .
C38 C 0.7098(2) 0.10096(16) 0.88405(13) 0.0331(7) Uani 1 1 d . U . . .
C39 C 0.7478(3) 0.0913(2) 0.93403(14) 0.0481(10) Uani 1 1 d . U . . .
C40 C 0.6659(3) -0.1158(2) 0.92861(13) 0.0424(9) Uani 1 1 d . U . . .
C41 C 0.6679(3) -0.2039(2) 0.54502(13) 0.0435(9) Uani 1 1 d . U . . .
C42 C 0.5369(3) 0.1867(2) 0.55596(14) 0.0509(10) Uani 1 1 d . U . . .
C43 C 0.5324(3) 0.2526(3) 0.54460(15) 0.0561(12) Uani 1 1 d . U . . .
H43 H 0.512(3) 0.267(2) 0.5114(17) 0.057(12) Uiso 1 1 d . . . . .
C44 C 0.6279(3) -0.1459(2) 0.56249(14) 0.0505(10) Uani 1 1 d . U . . .
C45 C 0.8368(3) 0.1158(2) 0.94658(15) 0.0527(11) Uani 1 1 d . U . . .
C46 C 0.7881(3) -0.19465(19) 0.91307(14) 0.0438(9) Uani 1 1 d . U . . .
C47 C 0.7648(5) 0.0351(2) 0.55288(17) 0.0696(14) Uani 1 1 d . U . . .
H47 H 0.702(4) 0.044(3) 0.525(2) 0.12(2) Uiso 1 1 d . . . . .
C48 C 0.8882(3) 0.1495(2) 0.90863(16) 0.0489(10) Uani 1 1 d . U . . .
H48 H 0.949(3) 0.168(2) 0.9173(16) 0.063(13) Uiso 1 1 d . . . . .
C49 C 0.9145(3) 0.0088(2) 0.62040(17) 0.0585(12) Uani 1 1 d . U . . .
C50 C 0.8548(5) 0.0427(2) 0.5350(2) 0.0786(17) Uani 1 1 d . U . . .
H50 H 0.866(4) 0.059(3) 0.493(2) 0.109(18) Uiso 1 1 d . . . . .
C51 C 0.9302(5) 0.0293(3) 0.5675(2) 0.0825(19) Uani 1 1 d . U . . .
H51 H 0.991(4) 0.030(3) 0.563(2) 0.10(2) Uiso 1 1 d . . . . .
C53 C 0.500000 0.2462(2) 0.750000 0.0266(9) Uani 1 2 d S TU P . .
H53 H 0.509(2) 0.2767(16) 0.7805(12) 0.031(9) Uiso 1 1 d . . . . .
C52 C 0.500000 -0.0191(5) 0.750000 0.171(6) Uani 1 2 d S TU P . .
H54 H 0.759(2) -0.1131(15) 0.6643(12) 0.024(8) Uiso 1 1 d . . . . .
H55 H 0.812(2) 0.0053(15) 0.8226(13) 0.031(8) Uiso 1 1 d . . . . .
H1 H 0.883(3) 0.0954(18) 0.7068(15) 0.050(11) Uiso 1 1 d . . . . .
H56 H 0.7374(19) 0.1344(13) 0.6645(11) 0.014(7) Uiso 1 1 d . . . . .
H57 H 0.607(2) 0.1958(14) 0.8253(12) 0.020(7) Uiso 1 1 d . . . . .
H58 H 0.410(2) -0.1915(14) 0.6721(12) 0.025(8) Uiso 1 1 d . . . . .
H64 H 0.965(2) -0.0066(13) 0.6427(11) 0.012(7) Uiso 1 1 d . . . . .
H60 H 0.644(2) 0.0834(15) 0.8753(12) 0.028(8) Uiso 1 1 d . . . . .
H66 H 0.703(3) -0.1892(17) 0.9781(14) 0.041(10) Uiso 1 1 d . . . . .
H71 H 0.695(3) -0.2047(19) 0.5112(16) 0.054(11) Uiso 1 1 d . . . . .
H67 H 0.853(3) -0.1842(17) 0.8419(14) 0.039(10) Uiso 1 1 d . . . . .
H61 H 0.885(2) 0.1807(16) 0.8317(13) 0.033(9) Uiso 1 1 d . . . . .
H72 H 0.561(3) -0.0990(19) 0.6258(15) 0.051(11) Uiso 1 1 d . . . . .
H73 H 0.693(3) -0.2963(19) 0.5663(14) 0.046(11) Uiso 1 1 d . . . . .
H68 H 0.644(3) -0.0486(18) 0.8675(14) 0.045(10) Uiso 1 1 d . . . . .
H74 H 0.623(3) -0.2926(19) 0.6499(15) 0.055(11) Uiso 1 1 d . . . . .
H62 H 0.711(3) 0.0698(19) 0.9591(16) 0.053(12) Uiso 1 1 d . . . . .
H69 H 0.614(3) -0.0983(16) 0.9499(13) 0.037(9) Uiso 1 1 d . . . . .
H65 H 0.682(4) 0.007(2) 0.6165(18) 0.076(15) Uiso 1 1 d . . . . .
H70 H 0.827(3) -0.234(2) 0.9237(16) 0.061(12) Uiso 1 1 d . . . . .
H63 H 0.862(3) 0.108(2) 0.9810(17) 0.063(12) Uiso 1 1 d . . . . .
H59 H 0.518(3) 0.153(2) 0.5301(16) 0.057(12) Uiso 1 1 d . . . . .
H75 H 0.631(3) -0.108(2) 0.5404(17) 0.069(14) Uiso 1 1 d . . . . .
C54 C 0.561(7) -0.028(4) 0.511(3) 0.19(2) Uani 0.125 1 d . U P . .
Cl2 Cl 0.5008(12) 0.0179(7) 0.5538(5) 0.225(6) Uani 0.25 1 d . U P . .


_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
Cl1 C52 1.660(5) . ?
C4 C21 1.395(4) . ?
C4 C6 1.403(4) . ?
C4 C35 1.491(4) . ?
C5 C16 1.398(4) . ?
C5 C9 1.402(4) . ?
C5 C20 1.492(4) . ?
C6 C17 1.387(4) . ?
C6 C15 1.527(4) . ?
C7 C17 1.403(4) . ?
C7 C22 1.409(4) . ?
C7 C30 1.491(4) . ?
C8 C13 1.390(4) . ?
C8 C14 1.407(4) . ?
C8 C15 1.524(4) . ?
C9 C16 1.391(4) 4_656 ?
C9 C10 1.523(4) . ?
C10 C22 1.515(4) . ?
C10 H16 0.99(3) . ?
C10 H10 0.98(3) . ?
C11 C13 1.396(4) . ?
C11 C18 1.407(4) . ?
C11 C26 1.497(4) . ?
C12 C18 1.392(4) . ?
C12 C14 1.394(4) . ?
C12 H57 0.96(3) . ?
C13 H56 0.94(3) . ?
C14 C23 1.499(4) . ?
C15 H15 1.00(3) . ?
C15 H1 1.01(4) . ?
C16 H58 0.97(3) . ?
C17 H55 1.02(3) . ?
C18 C53 1.517(4) . ?
C20 C25 1.389(4) . ?
C20 C24 1.391(4) . ?
C21 C22 1.390(4) . ?
C21 H54 0.98(3) . ?
C23 C38 1.387(4) . ?
C23 C27 1.394(5) . ?
C24 C44 1.382(5) . ?
C24 H72 1.00(4) . ?
C25 C28 1.383(5) . ?
C25 H74 0.98(4) . ?
C26 C29 1.387(5) . ?
C26 C34 1.397(5) . ?
C27 C48 1.383(5) . ?
C27 H61 0.94(3) . ?
C28 C41 1.369(5) . ?
C28 H73 0.92(4) . ?
C29 C33 1.390(5) . ?
C29 H29 0.99(3) . ?
C30 C31 1.386(4) . ?
C30 C37 1.398(4) . ?
C31 C40 1.389(5) . ?
C31 H68 1.01(4) . ?
C32 C40 1.378(5) . ?
C32 C46 1.380(5) . ?
C32 H66 0.94(4) . ?
C33 C43 1.388(6) . ?
C33 H33 1.01(4) . ?
C34 C42 1.381(5) . ?
C34 H34 0.97(4) . ?
C35 C49 1.375(5) . ?
C35 C36 1.389(5) . ?
C36 C47 1.384(5) . ?
C36 H65 0.99(5) . ?
C37 C46 1.389(5) . ?
C37 H67 0.93(4) . ?
C38 C39 1.383(5) . ?
C38 H60 1.01(3) . ?
C39 C45 1.380(6) . ?
C39 H62 0.93(4) . ?
C40 H69 0.97(4) . ?
C41 C44 1.381(6) . ?
C41 H71 0.93(4) . ?
C42 C43 1.376(6) . ?
C42 H59 0.99(4) . ?
C43 H43 0.93(4) . ?
C44 H75 0.95(4) . ?
C45 C48 1.382(6) . ?
C45 H63 0.95(4) . ?
C46 H70 1.00(4) . ?
C47 C50 1.349(8) . ?
C47 H47 1.14(6) . ?
C48 H48 0.95(4) . ?
C49 C51 1.416(7) . ?
C49 H64 0.96(3) . ?
C50 C51 1.364(9) . ?
C50 H50 1.12(5) . ?
C51 H51 0.86(6) . ?
C53 H53 1.00(3) . ?
C53 H53 1.00(3) 4_656 ?
C54 Cl2 1.66(7) . ?
C54 Cl2 1.85(8) 5_656 ?

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
C21 C4 C6 118.5(3) . . ?
C21 C4 C35 117.4(3) . . ?
C6 C4 C35 124.1(3) . . ?
C16 C5 C9 119.1(3) . . ?
C16 C5 C20 117.9(3) . . ?
C9 C5 C20 123.0(3) . . ?
C17 C6 C4 118.5(3) . . ?
C17 C6 C15 118.9(3) . . ?
C4 C6 C15 122.6(3) . . ?
C17 C7 C22 118.9(3) . . ?
C17 C7 C30 118.5(3) . . ?
C22 C7 C30 122.5(3) . . ?
C13 C8 C14 117.8(3) . . ?
C13 C8 C15 119.0(3) . . ?
C14 C8 C15 123.2(3) . . ?
C16 C9 C5 118.2(3) 4_656 . ?
C16 C9 C10 119.3(3) 4_656 . ?
C5 C9 C10 122.5(3) . . ?
C22 C10 C9 113.4(2) . . ?
C22 C10 H16 107.1(18) . . ?
C9 C10 H16 108.7(19) . . ?
C22 C10 H10 109.0(18) . . ?
C9 C10 H10 108.4(18) . . ?
H16 C10 H10 110(3) . . ?
C13 C11 C18 118.4(3) . . ?
C13 C11 C26 118.4(3) . . ?
C18 C11 C26 123.1(3) . . ?
C18 C12 C14 123.6(3) . . ?
C18 C12 H57 119.1(17) . . ?
C14 C12 H57 117.2(17) . . ?
C8 C13 C11 123.7(3) . . ?
C8 C13 H56 119.3(17) . . ?
C11 C13 H56 116.9(17) . . ?
C12 C14 C8 118.5(3) . . ?
C12 C14 C23 116.9(3) . . ?
C8 C14 C23 124.5(3) . . ?
C8 C15 C6 111.3(2) . . ?
C8 C15 H15 109.4(19) . . ?
C6 C15 H15 111.2(18) . . ?
C8 C15 H1 109(2) . . ?
C6 C15 H1 112(2) . . ?
H15 C15 H1 104(3) . . ?
C9 C16 C5 122.7(3) 4_656 . ?
C9 C16 H58 121.0(18) 4_656 . ?
C5 C16 H58 116.3(18) . . ?
C6 C17 C7 122.8(3) . . ?
C6 C17 H55 119.6(18) . . ?
C7 C17 H55 117.6(18) . . ?
C12 C18 C11 117.8(3) . . ?
C12 C18 C53 118.3(2) . . ?
C11 C18 C53 123.9(2) . . ?
C25 C20 C24 118.0(3) . . ?
C25 C20 C5 120.7(3) . . ?
C24 C20 C5 121.3(3) . . ?
C22 C21 C4 123.7(3) . . ?
C22 C21 H54 119.7(18) . . ?
C4 C21 H54 116.7(18) . . ?
C21 C22 C7 117.6(3) . . ?
C21 C22 C10 119.0(3) . . ?
C7 C22 C10 123.5(3) . . ?
C38 C23 C27 118.8(3) . . ?
C38 C23 C14 120.0(3) . . ?
C27 C23 C14 121.1(3) . . ?
C44 C24 C20 120.4(3) . . ?
C44 C24 H72 121(2) . . ?
C20 C24 H72 118(2) . . ?
C28 C25 C20 121.1(3) . . ?
C28 C25 H74 120(2) . . ?
C20 C25 H74 119(2) . . ?
C29 C26 C34 118.3(3) . . ?
C29 C26 C11 121.1(3) . . ?
C34 C26 C11 120.6(3) . . ?
C48 C27 C23 120.3(4) . . ?
C48 C27 H61 122(2) . . ?
C23 C27 H61 117(2) . . ?
C41 C28 C25 120.4(3) . . ?
C41 C28 H73 120(2) . . ?
C25 C28 H73 120(2) . . ?
C26 C29 C33 121.1(4) . . ?
C26 C29 H29 122(2) . . ?
C33 C29 H29 117(2) . . ?
C31 C30 C37 118.0(3) . . ?
C31 C30 C7 120.8(3) . . ?
C37 C30 C7 121.2(3) . . ?
C30 C31 C40 120.6(3) . . ?
C30 C31 H68 119(2) . . ?
C40 C31 H68 120(2) . . ?
C40 C32 C46 119.6(3) . . ?
C40 C32 H66 120(2) . . ?
C46 C32 H66 121(2) . . ?
C43 C33 C29 119.6(4) . . ?
C43 C33 H33 121(2) . . ?
C29 C33 H33 119(2) . . ?
C42 C34 C26 120.5(4) . . ?
C42 C34 H34 123(2) . . ?
C26 C34 H34 117(2) . . ?
C49 C35 C36 117.1(4) . . ?
C49 C35 C4 122.1(4) . . ?
C36 C35 C4 120.8(3) . . ?
C47 C36 C35 122.3(5) . . ?
C47 C36 H65 119(3) . . ?
C35 C36 H65 119(3) . . ?
C46 C37 C30 121.1(3) . . ?
C46 C37 H67 120(2) . . ?
C30 C37 H67 119(2) . . ?
C39 C38 C23 120.5(3) . . ?
C39 C38 H60 119.9(18) . . ?
C23 C38 H60 119.6(18) . . ?
C45 C39 C38 120.4(4) . . ?
C45 C39 H62 121(2) . . ?
C38 C39 H62 118(3) . . ?
C32 C40 C31 120.7(3) . . ?
C32 C40 H69 121(2) . . ?
C31 C40 H69 118(2) . . ?
C28 C41 C44 119.2(3) . . ?
C28 C41 H71 123(2) . . ?
C44 C41 H71 118(2) . . ?
C43 C42 C34 120.7(4) . . ?
C43 C42 H59 122(2) . . ?
C34 C42 H59 117(2) . . ?
C42 C43 C33 119.7(4) . . ?
C42 C43 H43 120(3) . . ?
C33 C43 H43 120(3) . . ?
C41 C44 C24 120.8(4) . . ?
C41 C44 H75 119(3) . . ?
C24 C44 H75 120(3) . . ?
C39 C45 C48 119.5(4) . . ?
C39 C45 H63 119(3) . . ?
C48 C45 H63 122(3) . . ?
C32 C46 C37 119.9(3) . . ?
C32 C46 H70 122(2) . . ?
C37 C46 H70 118(2) . . ?
C50 C47 C36 120.0(5) . . ?
C50 C47 H47 120(3) . . ?
C36 C47 H47 120(3) . . ?
C45 C48 C27 120.4(4) . . ?
C45 C48 H48 120(3) . . ?
C27 C48 H48 119(3) . . ?
C35 C49 C51 120.3(5) . . ?
C35 C49 H64 116.5(17) . . ?
C51 C49 H64 122.3(18) . . ?
C47 C50 C51 120.0(5) . . ?
C47 C50 H50 119(3) . . ?
C51 C50 H50 121(3) . . ?
C50 C51 C49 120.3(5) . . ?
C50 C51 H51 133(4) . . ?
C49 C51 H51 107(4) . . ?
C18 C53 C18 112.7(3) . 4_656 ?
C18 C53 H53 107.8(18) . . ?
C18 C53 H53 112.7(18) 4_656 . ?
C18 C53 H53 112.7(18) . 4_656 ?
C18 C53 H53 107.8(18) 4_656 4_656 ?
H53 C53 H53 103(4) . 4_656 ?
Cl1 C52 Cl1 123.3(6) 4_656 . ?
Cl2 C54 Cl2 106(5) . 5_656 ?
C54 Cl2 C54 74(5) . 5_656 ?

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
C21 C4 C6 C17 3.0(4) . . . . ?
C35 C4 C6 C17 -176.8(3) . . . . ?
C21 C4 C6 C15 -174.0(3) . . . . ?
C35 C4 C6 C15 6.1(5) . . . . ?
C16 C5 C9 C16 2.3(4) . . . 4_656 ?
C20 C5 C9 C16 -176.1(3) . . . 4_656 ?
C16 C5 C9 C10 -177.8(3) . . . . ?
C20 C5 C9 C10 3.8(4) . . . . ?
C16 C9 C10 C22 -88.5(3) 4_656 . . . ?
C5 C9 C10 C22 91.6(3) . . . . ?
C14 C8 C13 C11 2.1(4) . . . . ?
C15 C8 C13 C11 179.8(3) . . . . ?
C18 C11 C13 C8 -4.1(4) . . . . ?
C26 C11 C13 C8 174.2(3) . . . . ?
C18 C12 C14 C8 -3.9(4) . . . . ?
C18 C12 C14 C23 173.5(3) . . . . ?
C13 C8 C14 C12 1.9(4) . . . . ?
C15 C8 C14 C12 -175.7(3) . . . . ?
C13 C8 C14 C23 -175.4(3) . . . . ?
C15 C8 C14 C23 7.1(4) . . . . ?
C13 C8 C15 C6 -89.5(3) . . . . ?
C14 C8 C15 C6 88.0(3) . . . . ?
C17 C6 C15 C8 -82.8(3) . . . . ?
C4 C6 C15 C8 94.3(3) . . . . ?
C9 C5 C16 C9 -1.8(4) . . . 4_656 ?
C20 C5 C16 C9 176.6(3) . . . 4_656 ?
C4 C6 C17 C7 -2.0(4) . . . . ?
C15 C6 C17 C7 175.2(3) . . . . ?
C22 C7 C17 C6 -0.5(4) . . . . ?
C30 C7 C17 C6 -180.0(3) . . . . ?
C14 C12 C18 C11 1.9(4) . . . . ?
C14 C12 C18 C53 -178.2(3) . . . . ?
C13 C11 C18 C12 2.0(4) . . . . ?
C26 C11 C18 C12 -176.2(3) . . . . ?
C13 C11 C18 C53 -177.8(3) . . . . ?
C26 C11 C18 C53 4.0(4) . . . . ?
C16 C5 C20 C25 -104.5(3) . . . . ?
C9 C5 C20 C25 73.9(4) . . . . ?
C16 C5 C20 C24 74.5(4) . . . . ?
C9 C5 C20 C24 -107.1(4) . . . . ?
C6 C4 C21 C22 -1.7(5) . . . . ?
C35 C4 C21 C22 178.2(3) . . . . ?
C4 C21 C22 C7 -0.8(4) . . . . ?
C4 C21 C22 C10 177.3(3) . . . . ?
C17 C7 C22 C21 1.9(4) . . . . ?
C30 C7 C22 C21 -178.7(3) . . . . ?
C17 C7 C22 C10 -176.1(3) . . . . ?
C30 C7 C22 C10 3.3(4) . . . . ?
C9 C10 C22 C21 -92.0(3) . . . . ?
C9 C10 C22 C7 85.9(3) . . . . ?
C12 C14 C23 C38 59.0(4) . . . . ?
C8 C14 C23 C38 -123.8(3) . . . . ?
C12 C14 C23 C27 -116.9(3) . . . . ?
C8 C14 C23 C27 60.3(4) . . . . ?
C25 C20 C24 C44 -2.6(5) . . . . ?
C5 C20 C24 C44 178.4(3) . . . . ?
C24 C20 C25 C28 2.0(5) . . . . ?
C5 C20 C25 C28 -179.0(3) . . . . ?
C13 C11 C26 C29 -119.3(3) . . . . ?
C18 C11 C26 C29 58.8(4) . . . . ?
C13 C11 C26 C34 57.7(4) . . . . ?
C18 C11 C26 C34 -124.1(3) . . . . ?
C38 C23 C27 C48 -0.4(5) . . . . ?
C14 C23 C27 C48 175.5(3) . . . . ?
C20 C25 C28 C41 0.0(6) . . . . ?
C34 C26 C29 C33 0.5(5) . . . . ?
C11 C26 C29 C33 177.7(3) . . . . ?
C17 C7 C30 C31 63.8(4) . . . . ?
C22 C7 C30 C31 -115.6(3) . . . . ?
C17 C7 C30 C37 -116.6(3) . . . . ?
C22 C7 C30 C37 63.9(4) . . . . ?
C37 C30 C31 C40 -3.2(5) . . . . ?
C7 C30 C31 C40 176.3(3) . . . . ?
C26 C29 C33 C43 0.2(5) . . . . ?
C29 C26 C34 C42 -1.4(5) . . . . ?
C11 C26 C34 C42 -178.5(3) . . . . ?
C21 C4 C35 C49 -106.8(4) . . . . ?
C6 C4 C35 C49 73.1(5) . . . . ?
C21 C4 C35 C36 70.4(4) . . . . ?
C6 C4 C35 C36 -109.8(4) . . . . ?
C49 C35 C36 C47 0.2(6) . . . . ?
C4 C35 C36 C47 -177.1(4) . . . . ?
C31 C30 C37 C46 2.7(5) . . . . ?
C7 C30 C37 C46 -176.8(3) . . . . ?
C27 C23 C38 C39 -1.1(5) . . . . ?
C14 C23 C38 C39 -177.0(3) . . . . ?
C23 C38 C39 C45 1.6(5) . . . . ?
C46 C32 C40 C31 1.5(6) . . . . ?
C30 C31 C40 C32 1.2(6) . . . . ?
C25 C28 C41 C44 -1.4(6) . . . . ?
C26 C34 C42 C43 1.6(6) . . . . ?
C34 C42 C43 C33 -0.8(6) . . . . ?
C29 C33 C43 C42 0.0(6) . . . . ?
C28 C41 C44 C24 0.8(6) . . . . ?
C20 C24 C44 C41 1.3(6) . . . . ?
C38 C39 C45 C48 -0.7(6) . . . . ?
C40 C32 C46 C37 -2.0(6) . . . . ?
C30 C37 C46 C32 -0.1(6) . . . . ?
C35 C36 C47 C50 0.3(7) . . . . ?
C39 C45 C48 C27 -0.8(6) . . . . ?
C23 C27 C48 C45 1.4(6) . . . . ?
C36 C35 C49 C51 -1.3(6) . . . . ?
C4 C35 C49 C51 175.9(4) . . . . ?
C36 C47 C50 C51 0.4(8) . . . . ?
C47 C50 C51 C49 -1.5(8) . . . . ?
C35 C49 C51 C50 2.0(8) . . . . ?
C12 C18 C53 C18 -85.9(2) . . . 4_656 ?
C11 C18 C53 C18 93.9(3) . . . 4_656 ?
Cl2 C54 Cl2 C54 -0.001(13) 5_656 . . 5_656 ?

_refine_diff_density_max         0.639
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.052


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/n-hexane'
