#------------------------------------------------------------------------------
#$Date: 2021-11-06 20:48:05 +0100 (Sat 06 de Nov de 2021) $
#$Revision: 270414 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/35/7243567.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7243567
loop_
_publ_author_name
'Barton, Benita'
'Barnardo, Brandon'
'Hosten, Eric C.'
_publ_section_title
;
 Selectivity behaviour of two roof-shaped host compounds in the presence
 of xylene and ethylbenzene guest mixtures
;
_journal_issue                   41
_journal_name_full               CrystEngComm
_journal_page_first              7278
_journal_page_last               7288
_journal_paper_doi               10.1039/D1CE01149A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C29 H22 Cl2 O, C8 H10'
_chemical_formula_sum            'C37 H32 Cl2 O'
_chemical_formula_weight         563.52
_chemical_melting_point          397.15
_chemical_name_systematic
;
α,α-Bis(p-chlorophenyl)-9,10-dihydro-9,10-ethanoanthracene-11-methanol
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-06-09 deposited with the CCDC.	2021-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                96.197(10)
_cell_angle_beta                 96.104(11)
_cell_angle_gamma                105.604(11)
_cell_formula_units_Z            2
_cell_length_a                   9.830(3)
_cell_length_b                   10.658(3)
_cell_length_c                   15.343(4)
_cell_measurement_reflns_used    9776
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      2.25
_cell_volume                     1523.7(8)
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2011.4.0.0'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'
_computing_structure_refinement
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            59921
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.444
_diffrn_reflns_theta_min         2.004
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  0.9626
_exptl_absorpt_correction_T_min  0.8917
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.549
_exptl_crystal_size_mid          0.493
_exptl_crystal_size_min          0.364
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         7345
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0462
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0815P)²+0.1309P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1544
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4675
_reflns_number_total             7345
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01149a2.cif
_cod_data_source_block           ja167
_cod_depositor_comments
'Adding full bibliography for 7243566--7243569.cif.'
_cod_original_cell_volume        1523.7(6)
_cod_database_code               7243567
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.879
_shelx_estimated_absorpt_t_max   0.917
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.61318(7) 0.13218(5) 0.33484(3) 0.0781(2) Uani 1 1 d . . . . .
Cl2 Cl 0.77429(7) 1.04811(7) 0.57451(4) 0.1011(2) Uani 1 1 d . . . . .
O1 O 0.70798(11) 0.69520(11) 0.17785(7) 0.0506(3) Uani 1 1 d . . . . .
H1 H 0.697210 0.755964 0.151924 0.076 Uiso 1 1 calc R U . . .
C1 C 0.60094(15) 0.66321(15) 0.23430(9) 0.0401(3) Uani 1 1 d . . . . .
C2 C 0.45352(15) 0.66466(13) 0.18699(8) 0.0368(3) Uani 1 1 d . . . . .
H2 H 0.383092 0.633887 0.226314 0.044 Uiso 1 1 calc R U . . .
C3 C 0.44365(15) 0.80359(13) 0.16778(9) 0.0388(3) Uani 1 1 d . . . . .
H3 H 0.476627 0.869544 0.220876 0.047 Uiso 1 1 calc R U . . .
C4 C 0.40722(17) 0.56814(13) 0.09870(9) 0.0428(3) Uani 1 1 d . . . . .
H4A H 0.331153 0.492008 0.105993 0.051 Uiso 1 1 calc R U . . .
H4B H 0.487212 0.538000 0.082795 0.051 Uiso 1 1 calc R U . . .
C5 C 0.35464(17) 0.63884(14) 0.02385(9) 0.0446(4) Uani 1 1 d . . . . .
H5 H 0.319603 0.579073 -0.032017 0.053 Uiso 1 1 calc R U . . .
C11 C 0.59884(15) 0.52640(14) 0.25724(9) 0.0402(3) Uani 1 1 d . . . . .
C12 C 0.71752(17) 0.48072(17) 0.24961(11) 0.0536(4) Uani 1 1 d . . . . .
H12 H 0.795512 0.532347 0.228142 0.064 Uiso 1 1 calc R U . . .
C13 C 0.7220(2) 0.36047(18) 0.27320(12) 0.0604(5) Uani 1 1 d . . . . .
H13 H 0.802698 0.331960 0.268221 0.073 Uiso 1 1 calc R U . . .
C14 C 0.60701(19) 0.28333(16) 0.30399(10) 0.0510(4) Uani 1 1 d . . . . .
C15 C 0.48730(19) 0.32449(16) 0.31170(11) 0.0534(4) Uani 1 1 d . . . . .
H15 H 0.409269 0.271686 0.332461 0.064 Uiso 1 1 calc R U . . .
C16 C 0.48437(18) 0.44594(17) 0.28810(11) 0.0509(4) Uani 1 1 d . . . . .
H16 H 0.403316 0.473835 0.293200 0.061 Uiso 1 1 calc R U . . .
C21 C 0.64426(15) 0.76078(15) 0.32100(9) 0.0426(3) Uani 1 1 d . . . . .
C22 C 0.77911(18) 0.84722(18) 0.34076(11) 0.0579(4) Uani 1 1 d . . . . .
H22 H 0.844379 0.846464 0.301184 0.070 Uiso 1 1 calc R U . . .
C23 C 0.8195(2) 0.93545(19) 0.41865(13) 0.0690(5) Uani 1 1 d . . . . .
H23 H 0.910411 0.994277 0.430618 0.083 Uiso 1 1 calc R U . . .
C24 C 0.7250(2) 0.93531(18) 0.47743(11) 0.0606(5) Uani 1 1 d . . . . .
C25 C 0.5904(2) 0.8506(2) 0.46036(11) 0.0645(5) Uani 1 1 d . . . . .
H25 H 0.526130 0.851520 0.500546 0.077 Uiso 1 1 calc R U . . .
C26 C 0.55130(18) 0.76331(18) 0.38230(10) 0.0582(4) Uani 1 1 d . . . . .
H26 H 0.460107 0.704865 0.370813 0.070 Uiso 1 1 calc R U . . .
C31 C 0.52752(16) 0.84277(14) 0.09265(9) 0.0417(3) Uani 1 1 d . . . . .
C32 C 0.47894(17) 0.75287(14) 0.01490(9) 0.0441(4) Uani 1 1 d . . . . .
C33 C 0.5463(2) 0.77284(17) -0.05913(11) 0.0580(5) Uani 1 1 d . . . . .
H33 H 0.514886 0.712599 -0.110679 0.070 Uiso 1 1 calc R U . . .
C34 C 0.6601(2) 0.8824(2) -0.05602(14) 0.0716(6) Uani 1 1 d . . . . .
H34 H 0.705318 0.896321 -0.105825 0.086 Uiso 1 1 calc R U . . .
C35 C 0.7077(2) 0.97177(19) 0.02033(14) 0.0684(5) Uani 1 1 d . . . . .
H35 H 0.784956 1.045358 0.021664 0.082 Uiso 1 1 calc R U . . .
C36 C 0.64128(18) 0.95278(15) 0.09517(12) 0.0535(4) Uani 1 1 d . . . . .
H36 H 0.673091 1.013537 0.146450 0.064 Uiso 1 1 calc R U . . .
C41 C 0.28831(16) 0.78397(13) 0.13406(9) 0.0406(3) Uani 1 1 d . . . . .
C42 C 0.24009(17) 0.69437(14) 0.05617(9) 0.0445(4) Uani 1 1 d . . . . .
C43 C 0.09871(19) 0.66471(17) 0.01809(12) 0.0591(5) Uani 1 1 d . . . . .
H43 H 0.065956 0.605239 -0.033742 0.071 Uiso 1 1 calc R U . . .
C44 C 0.0067(2) 0.7232(2) 0.05689(15) 0.0723(6) Uani 1 1 d . . . . .
H44 H -0.088021 0.702809 0.031140 0.087 Uiso 1 1 calc R U . . .
C45 C 0.0542(2) 0.8116(2) 0.13364(15) 0.0682(5) Uani 1 1 d . . . . .
H45 H -0.008331 0.851112 0.159277 0.082 Uiso 1 1 calc R U . . .
C46 C 0.19537(18) 0.84180(16) 0.17276(11) 0.0524(4) Uani 1 1 d . . . . .
H46 H 0.227171 0.900814 0.224859 0.063 Uiso 1 1 calc R U . . .
C51 C 0.0882(7) 0.2828(2) 0.2842(3) 0.0546(12) Uani 0.581(8) 1 d DG . P A 1
C52 C 0.1265(8) 0.3338(6) 0.3734(3) 0.0724(18) Uani 0.581(8) 1 d DG . P A 1
H52 H 0.134013 0.278051 0.415225 0.087 Uiso 0.581(8) 1 calc R U P A 1
C53 C 0.1534(6) 0.4680(6) 0.4002(2) 0.0819(17) Uani 0.581(8) 1 d DG . P A 1
C54 C 0.1422(5) 0.5513(3) 0.3378(5) 0.081(2) Uani 0.581(8) 1 d DG . P A 1
H54 H 0.160194 0.641075 0.355676 0.097 Uiso 0.581(8) 1 calc R U P A 1
C55 C 0.1039(5) 0.5003(4) 0.2485(4) 0.0702(17) Uani 0.581(8) 1 d DG . P A 1
H55 H 0.096393 0.555967 0.206701 0.084 Uiso 0.581(8) 1 calc R U P A 1
C56 C 0.0770(4) 0.3660(4) 0.22170(18) 0.0611(11) Uani 0.581(8) 1 d DG . P A 1
H56 H 0.051402 0.331900 0.161986 0.073 Uiso 0.581(8) 1 calc R U P A 1
C57 C 0.0569(7) 0.1371(4) 0.2526(5) 0.1060(19) Uani 0.581(8) 1 d D . P A 1
H57A H -0.036809 0.092014 0.263748 0.159 Uiso 0.581(8) 1 calc R U P A 1
H57B H 0.126102 0.103296 0.283886 0.159 Uiso 0.581(8) 1 calc R U P A 1
H57C H 0.061585 0.123479 0.190281 0.159 Uiso 0.581(8) 1 calc R U P A 1
C58 C 0.2044(9) 0.5238(12) 0.4954(4) 0.174(5) Uani 0.581(8) 1 d D . P A 1
H58A H 0.305499 0.537176 0.507613 0.262 Uiso 0.581(8) 1 calc R U P A 1
H58B H 0.156879 0.463568 0.532253 0.262 Uiso 0.581(8) 1 calc R U P A 1
H58C H 0.183485 0.606342 0.507623 0.262 Uiso 0.581(8) 1 calc R U P A 1
C61 C 0.0899(9) 0.3260(9) 0.2651(4) 0.079(2) Uani 0.419(8) 1 d DG . P A 2
C62 C 0.1228(12) 0.3143(5) 0.3537(5) 0.066(2) Uani 0.419(8) 1 d DG . P A 2
H62 H 0.124191 0.233027 0.369957 0.079 Uiso 0.419(8) 1 calc R U P A 2
C63 C 0.1535(10) 0.4241(7) 0.4181(3) 0.082(2) Uani 0.419(8) 1 d DG . P A 2
C64 C 0.1513(6) 0.5456(5) 0.3938(6) 0.085(2) Uani 0.419(8) 1 d DG . P A 2
H64 H 0.171898 0.619054 0.436851 0.102 Uiso 0.419(8) 1 calc R U P A 2
C65 C 0.1185(8) 0.5573(8) 0.3052(7) 0.089(3) Uani 0.419(8) 1 d DG . P A 2
H65 H 0.117025 0.638537 0.288995 0.107 Uiso 0.419(8) 1 calc R U P A 2
C66 C 0.0877(8) 0.4475(12) 0.2409(4) 0.091(3) Uani 0.419(8) 1 d DG . P A 2
H66 H 0.065734 0.455265 0.181619 0.109 Uiso 0.419(8) 1 calc R U P A 2
C67 C 0.0538(11) 0.2056(14) 0.2018(8) 0.169(6) Uani 0.419(8) 1 d D . P A 2
H67A H -0.027313 0.142839 0.216863 0.254 Uiso 0.419(8) 1 calc R U P A 2
H67B H 0.133437 0.169582 0.203650 0.254 Uiso 0.419(8) 1 calc R U P A 2
H67C H 0.031359 0.225290 0.143328 0.254 Uiso 0.419(8) 1 calc R U P A 2
C68 C 0.1859(15) 0.4189(13) 0.5174(5) 0.143(4) Uani 0.419(8) 1 d D . P A 2
H68A H 0.126356 0.460116 0.548986 0.214 Uiso 0.419(8) 1 calc R U P A 2
H68B H 0.284284 0.464589 0.538068 0.214 Uiso 0.419(8) 1 calc R U P A 2
H68C H 0.167167 0.328858 0.527403 0.214 Uiso 0.419(8) 1 calc R U P A 2
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'
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 O1 H1 109.5 . . ?
O1 C1 C11 105.92(11) . . ?
O1 C1 C21 109.78(12) . . ?
C11 C1 C21 107.94(11) . . ?
O1 C1 C2 110.75(11) . . ?
C11 C1 C2 111.64(11) . . ?
C21 C1 C2 110.67(11) . . ?
C4 C2 C1 112.00(11) . . ?
C4 C2 C3 108.43(10) . . ?
C1 C2 C3 114.72(11) . . ?
C4 C2 H2 107.1 . . ?
C1 C2 H2 107.1 . . ?
C3 C2 H2 107.1 . . ?
C41 C3 C31 107.16(11) . . ?
C41 C3 C2 105.11(11) . . ?
C31 C3 C2 108.95(11) . . ?
C41 C3 H3 111.8 . . ?
C31 C3 H3 111.8 . . ?
C2 C3 H3 111.8 . . ?
C2 C4 C5 109.75(11) . . ?
C2 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
C2 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C32 C5 C42 107.66(12) . . ?
C32 C5 C4 106.54(12) . . ?
C42 C5 C4 107.12(12) . . ?
C32 C5 H5 111.7 . . ?
C42 C5 H5 111.7 . . ?
C4 C5 H5 111.7 . . ?
C16 C11 C12 117.53(15) . . ?
C16 C11 C1 122.75(13) . . ?
C12 C11 C1 119.70(13) . . ?
C13 C12 C11 121.40(16) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C14 C13 C12 119.63(15) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.69(15) . . ?
C13 C14 Cl1 119.69(13) . . ?
C15 C14 Cl1 119.62(14) . . ?
C14 C15 C16 119.11(16) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C11 C16 C15 121.63(15) . . ?
C11 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C22 C21 C26 117.61(14) . . ?
C22 C21 C1 120.66(14) . . ?
C26 C21 C1 121.72(13) . . ?
C21 C22 C23 121.21(16) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 119.55(16) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 120.93(15) . . ?
C23 C24 Cl2 119.65(14) . . ?
C25 C24 Cl2 119.39(15) . . ?
C24 C25 C26 118.98(16) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C21 C26 C25 121.71(16) . . ?
C21 C26 H26 119.1 . . ?
C25 C26 H26 119.1 . . ?
C36 C31 C32 120.05(14) . . ?
C36 C31 C3 126.98(13) . . ?
C32 C31 C3 112.97(12) . . ?
C33 C32 C31 120.10(15) . . ?
C33 C32 C5 126.85(13) . . ?
C31 C32 C5 113.03(12) . . ?
C34 C33 C32 119.53(16) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
C33 C34 C35 120.55(16) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C34 C35 C36 120.51(17) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C31 C36 C35 119.24(16) . . ?
C31 C36 H36 120.4 . . ?
C35 C36 H36 120.4 . . ?
C46 C41 C42 120.05(14) . . ?
C46 C41 C3 127.00(13) . . ?
C42 C41 C3 112.93(12) . . ?
C43 C42 C41 119.49(15) . . ?
C43 C42 C5 127.39(14) . . ?
C41 C42 C5 113.11(13) . . ?
C44 C43 C42 120.15(17) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 120.40(17) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C44 C45 C46 120.09(17) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C41 C46 C45 119.82(16) . . ?
C41 C46 H46 120.1 . . ?
C45 C46 H46 120.1 . . ?
C52 C51 C56 120.0 . . ?
C52 C51 C57 121.5(4) . . ?
C56 C51 C57 118.5(4) . . ?
C53 C52 C51 120.0 . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C52 C53 C54 120.0 . . ?
C52 C53 C58 119.8(6) . . ?
C54 C53 C58 120.0(6) . . ?
C55 C54 C53 120.0 . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
C56 C55 C54 120.0 . . ?
C56 C55 H55 120.0 . . ?
C54 C55 H55 120.0 . . ?
C55 C56 C51 120.0 . . ?
C55 C56 H56 120.0 . . ?
C51 C56 H56 120.0 . . ?
C51 C57 H57A 109.5 . . ?
C51 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C51 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C53 C58 H58A 109.5 . . ?
C53 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C53 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C62 C61 C66 120.0 . . ?
C62 C61 C67 116.9(8) . . ?
C66 C61 C67 123.1(8) . . ?
C63 C62 C61 120.0 . . ?
C63 C62 H62 120.0 . . ?
C61 C62 H62 120.0 . . ?
C62 C63 C64 120.0 . . ?
C62 C63 C68 123.3(6) . . ?
C64 C63 C68 116.6(6) . . ?
C63 C64 C65 120.0 . . ?
C63 C64 H64 120.0 . . ?
C65 C64 H64 120.0 . . ?
C66 C65 C64 120.0 . . ?
C66 C65 H65 120.0 . . ?
C64 C65 H65 120.0 . . ?
C65 C66 C61 120.0 . . ?
C65 C66 H66 120.0 . . ?
C61 C66 H66 120.0 . . ?
C61 C67 H67A 109.5 . . ?
C61 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C61 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C63 C68 H68A 109.5 . . ?
C63 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C63 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
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 C14 1.7417(17) . ?
Cl2 C24 1.7450(16) . ?
O1 C1 1.4276(18) . ?
O1 H1 0.8200 . ?
C1 C11 1.532(2) . ?
C1 C21 1.5411(19) . ?
C1 C2 1.555(2) . ?
C2 C4 1.5545(17) . ?
C2 C3 1.566(2) . ?
C2 H2 0.9800 . ?
C3 C41 1.510(2) . ?
C3 C31 1.518(2) . ?
C3 H3 0.9800 . ?
C4 C5 1.557(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C32 1.504(2) . ?
C5 C42 1.509(2) . ?
C5 H5 0.9800 . ?
C11 C16 1.381(2) . ?
C11 C12 1.391(2) . ?
C12 C13 1.379(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.374(2) . ?
C15 C16 1.388(2) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C22 1.377(2) . ?
C21 C26 1.382(2) . ?
C22 C23 1.388(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.362(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.366(3) . ?
C25 C26 1.384(2) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C31 C36 1.379(2) . ?
C31 C32 1.3982(19) . ?
C32 C33 1.382(2) . ?
C33 C34 1.375(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.379(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.387(3) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C41 C46 1.381(2) . ?
C41 C42 1.3981(19) . ?
C42 C43 1.387(2) . ?
C43 C44 1.378(3) . ?
C43 H43 0.9300 . ?
C44 C45 1.378(3) . ?
C44 H44 0.9300 . ?
C45 C46 1.389(3) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C51 C52 1.3900 . ?
C51 C56 1.3900 . ?
C51 C57 1.513(5) . ?
C52 C53 1.3900 . ?
C52 H52 0.9300 . ?
C53 C54 1.3900 . ?
C53 C58 1.495(5) . ?
C54 C55 1.3900 . ?
C54 H54 0.9300 . ?
C55 C56 1.3900 . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C61 C62 1.3900 . ?
C61 C66 1.3900 . ?
C61 C67 1.458(8) . ?
C62 C63 1.3900 . ?
C62 H62 0.9300 . ?
C63 C64 1.3900 . ?
C63 C68 1.534(7) . ?
C64 C65 1.3900 . ?
C64 H64 0.9300 . ?
C65 C66 1.3900 . ?
C65 H65 0.9300 . ?
C66 H66 0.9300 . ?
C67 H67A 0.9600 . ?
C67 H67B 0.9600 . ?
C67 H67C 0.9600 . ?
C68 H68A 0.9600 . ?
C68 H68B 0.9600 . ?
C68 H68C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C4 H4B O1 0.97 2.55 2.963(2) 106 . yes
C12 H12 O1 0.93 2.30 2.661(2) 102 . yes
C22 H22 O1 0.93 2.37 2.740(2) 103 . yes
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 C1 C2 C4 57.48(15) . . . . ?
C11 C1 C2 C4 -60.28(15) . . . . ?
C21 C1 C2 C4 179.46(11) . . . . ?
O1 C1 C2 C3 -66.67(14) . . . . ?
C11 C1 C2 C3 175.57(10) . . . . ?
C21 C1 C2 C3 55.31(15) . . . . ?
C4 C2 C3 C41 61.58(14) . . . . ?
C1 C2 C3 C41 -172.40(11) . . . . ?
C4 C2 C3 C31 -53.00(14) . . . . ?
C1 C2 C3 C31 73.03(14) . . . . ?
C1 C2 C4 C5 -132.52(13) . . . . ?
C3 C2 C4 C5 -4.92(16) . . . . ?
C2 C4 C5 C32 60.88(15) . . . . ?
C2 C4 C5 C42 -54.12(15) . . . . ?
O1 C1 C11 C16 -160.39(13) . . . . ?
C21 C1 C11 C16 82.08(16) . . . . ?
C2 C1 C11 C16 -39.76(18) . . . . ?
O1 C1 C11 C12 21.52(17) . . . . ?
C21 C1 C11 C12 -96.01(15) . . . . ?
C2 C1 C11 C12 142.15(13) . . . . ?
C16 C11 C12 C13 -1.0(2) . . . . ?
C1 C11 C12 C13 177.22(14) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
C12 C13 C14 Cl1 -179.37(13) . . . . ?
C13 C14 C15 C16 -0.2(2) . . . . ?
Cl1 C14 C15 C16 179.10(12) . . . . ?
C12 C11 C16 C15 0.7(2) . . . . ?
C1 C11 C16 C15 -177.44(14) . . . . ?
C14 C15 C16 C11 -0.1(2) . . . . ?
O1 C1 C21 C22 -10.1(2) . . . . ?
C11 C1 C21 C22 104.90(16) . . . . ?
C2 C1 C21 C22 -132.65(15) . . . . ?
O1 C1 C21 C26 171.21(14) . . . . ?
C11 C1 C21 C26 -73.78(18) . . . . ?
C2 C1 C21 C26 48.7(2) . . . . ?
C26 C21 C22 C23 -1.2(3) . . . . ?
C1 C21 C22 C23 -179.93(16) . . . . ?
C21 C22 C23 C24 1.1(3) . . . . ?
C22 C23 C24 C25 -0.8(3) . . . . ?
C22 C23 C24 Cl2 -178.87(15) . . . . ?
C23 C24 C25 C26 0.6(3) . . . . ?
Cl2 C24 C25 C26 178.67(15) . . . . ?
C22 C21 C26 C25 1.0(3) . . . . ?
C1 C21 C26 C25 179.72(16) . . . . ?
C24 C25 C26 C21 -0.7(3) . . . . ?
C41 C3 C31 C36 125.56(16) . . . . ?
C2 C3 C31 C36 -121.21(16) . . . . ?
C41 C3 C31 C32 -54.86(16) . . . . ?
C2 C3 C31 C32 58.37(16) . . . . ?
C36 C31 C32 C33 1.1(2) . . . . ?
C3 C31 C32 C33 -178.51(14) . . . . ?
C36 C31 C32 C5 179.88(14) . . . . ?
C3 C31 C32 C5 0.27(18) . . . . ?
C42 C5 C32 C33 -126.86(17) . . . . ?
C4 C5 C32 C33 118.51(17) . . . . ?
C42 C5 C32 C31 54.46(16) . . . . ?
C4 C5 C32 C31 -60.17(16) . . . . ?
C31 C32 C33 C34 -0.8(3) . . . . ?
C5 C32 C33 C34 -179.37(17) . . . . ?
C32 C33 C34 C35 0.3(3) . . . . ?
C33 C34 C35 C36 -0.2(3) . . . . ?
C32 C31 C36 C35 -1.0(2) . . . . ?
C3 C31 C36 C35 178.60(16) . . . . ?
C34 C35 C36 C31 0.5(3) . . . . ?
C31 C3 C41 C46 -126.72(15) . . . . ?
C2 C3 C41 C46 117.47(15) . . . . ?
C31 C3 C41 C42 54.70(15) . . . . ?
C2 C3 C41 C42 -61.11(14) . . . . ?
C46 C41 C42 C43 0.3(2) . . . . ?
C3 C41 C42 C43 178.96(14) . . . . ?
C46 C41 C42 C5 -178.97(13) . . . . ?
C3 C41 C42 C5 -0.28(18) . . . . ?
C32 C5 C42 C43 126.18(16) . . . . ?
C4 C5 C42 C43 -119.57(17) . . . . ?
C32 C5 C42 C41 -54.65(16) . . . . ?
C4 C5 C42 C41 59.60(16) . . . . ?
C41 C42 C43 C44 0.0(2) . . . . ?
C5 C42 C43 C44 179.09(16) . . . . ?
C42 C43 C44 C45 0.1(3) . . . . ?
C43 C44 C45 C46 -0.4(3) . . . . ?
C42 C41 C46 C45 -0.6(2) . . . . ?
C3 C41 C46 C45 -179.06(16) . . . . ?
C44 C45 C46 C41 0.6(3) . . . . ?
C56 C51 C52 C53 0.0 . . . . ?
C57 C51 C52 C53 -179.5(6) . . . . ?
C51 C52 C53 C54 0.0 . . . . ?
C51 C52 C53 C58 -175.7(6) . . . . ?
C52 C53 C54 C55 0.0 . . . . ?
C58 C53 C54 C55 175.7(6) . . . . ?
C53 C54 C55 C56 0.0 . . . . ?
C54 C55 C56 C51 0.0 . . . . ?
C52 C51 C56 C55 0.0 . . . . ?
C57 C51 C56 C55 179.5(6) . . . . ?
C66 C61 C62 C63 0.0 . . . . ?
C67 C61 C62 C63 -177.8(8) . . . . ?
C61 C62 C63 C64 0.0 . . . . ?
C61 C62 C63 C68 177.9(10) . . . . ?
C62 C63 C64 C65 0.0 . . . . ?
C68 C63 C64 C65 -178.0(9) . . . . ?
C63 C64 C65 C66 0.0 . . . . ?
C64 C65 C66 C61 0.0 . . . . ?
C62 C61 C66 C65 0.0 . . . . ?
C67 C61 C66 C65 177.7(8) . . . . ?
