##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section C. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section C, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_mol-1
_database_code_depnum_ccdc_archive 'CCDC 1402370'
_audit_creation_method     SHELXL-2014
_chemical_name_systematic
;
(4-Hydroxy-2,4,6-triphenylcyclohexane-1,3-diyl)bis(phenylmethanone)
chloroform hemisolvate
;
_chemical_name_common
;
2,4-Bibenzoyl-1,3,5-triphenylcyclohexan-1-ol chloroform semisolvate
;
_chemical_formula_moiety     'C38 H32 O3, 0.5(C H Cl3)'
_chemical_formula_sum     'C38.5 H32.5 Cl1.5 O3'
_chemical_formula_iupac     'C38 H32 O3, 0.5C H Cl3'
_chemical_formula_weight     596.32
_chemical_melting_point     ?
_chemical_melting_point_gt     524
_chemical_melting_point_lt     525
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     '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.
;
_space_group_crystal_system     triclinic
_space_group_name_H-M_alt     'P -1'
_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     12.3059(7)
_cell_length_b     12.3943(7)
_cell_length_c     20.4500(12)
_cell_angle_alpha     94.3850(10)
_cell_angle_beta     97.2920(10)
_cell_angle_gamma     101.0740(10)
_cell_volume     3019.9(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     5406
_cell_measurement_theta_min     2.4465
_cell_measurement_theta_max     28.330
_cell_measurement_temperature     123(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.6
_exptl_crystal_size_mid     0.5
_exptl_crystal_size_min     0.3
_exptl_crystal_density_diffrn     1.312
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1252
_exptl_absorpt_coefficient_mu     0.209
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 1997)
;
_shelx_estimated_absorpt_T_min     0.885
_shelx_estimated_absorpt_T_max     0.940
_exptl_absorpt_correction_T_min     0.8260
_exptl_absorpt_correction_T_max     1.0000
_exptl_special_details     ?
_diffrn_ambient_temperature     123(2)
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Bruker APEXII CCD area-detector'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     35428
_diffrn_reflns_av_R_equivalents     0.0361
_diffrn_reflns_theta_min     1.683
_diffrn_reflns_theta_max     28.341
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -16
_diffrn_reflns_limit_h_max     16
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     -27
_diffrn_reflns_limit_l_max     27
_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 >
σ(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.
;
_reflns_number_total     15042
_reflns_number_gt     11035
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0691
_refine_ls_R_factor_gt     0.0455
_refine_ls_wR_factor_gt     0.1062
_refine_ls_wR_factor_ref     0.1157
_refine_ls_goodness_of_fit_ref     1.033
_refine_ls_restrained_S_all     1.033
_refine_ls_number_reflns     15042
_refine_ls_number_parameters     783
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0509P)²+0.9957P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.792
_refine_diff_density_min     -0.348
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
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'
_computing_data_collection
;
APEX2 (Bruker, 2007)
;
_computing_cell_refinement
;
SAINT (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2007)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cl Cl1 0.16036(4) 0.28466(4) 0.36573(2) 0.02701(10) Uani d 1 . .
    Cl Cl2 0.11889(4) 0.44456(4) 0.46621(2) 0.03033(11) Uani d 1 . .
    Cl Cl3 0.21120(4) 0.25728(4) 0.50478(2) 0.02812(11) Uani d 1 . .
    O O1 0.86315(10) -0.09124(10) 0.35920(6) 0.0208(3) Uani d 1 . .
    H H1 0.8121(16) -0.1332(16) 0.3782(10) 0.034(6) Uiso d 1 . .
    O O2 0.65566(10) -0.15878(10) 0.39113(6) 0.0219(3) Uani d 1 . .
    O O3 0.75886(10) -0.25280(10) 0.16312(6) 0.0220(3) Uani d 1 . .
    C C1 0.82050(13) 0.00492(13) 0.34348(8) 0.0156(3) Uani d 1 . .
    C C2 0.69368(13) -0.02700(13) 0.31476(8) 0.0142(3) Uani d 1 . .
    H H2 0.6667 0.0410 0.3027 0.017 Uiso calc 1 . .
    C C3 0.67357(13) -0.11134(13) 0.25232(8) 0.0146(3) Uani d 1 . .
    H H3 0.6953 -0.1806 0.2665 0.017 Uiso calc 1 . .
    C C4 0.74760(13) -0.06989(13) 0.19990(8) 0.0148(3) Uani d 1 . .
    H H4 0.7205 -0.0071 0.1798 0.018 Uiso calc 1 . .
    C C5 0.87304(13) -0.03252(13) 0.22937(8) 0.0146(3) Uani d 1 . .
    H H5 0.8995 -0.0989 0.2450 0.018 Uiso calc 1 . .
    C C6 0.88679(14) 0.05262(13) 0.28993(8) 0.0166(3) Uani d 1 . .
    H H6A 0.8603 0.1191 0.2761 0.020 Uiso calc 1 . .
    H H6B 0.9670 0.0753 0.3085 0.020 Uiso calc 1 . .
    C C7 0.83923(13) 0.08945(13) 0.40485(8) 0.0165(3) Uani d 1 . .
    C C8 0.88948(14) 0.06657(14) 0.46583(8) 0.0184(3) Uani d 1 . .
    H H8 0.9108 -0.0027 0.4697 0.022 Uiso calc 1 . .
    C C9 0.90884(14) 0.14440(15) 0.52132(8) 0.0213(4) Uani d 1 . .
    H H9 0.9436 0.1280 0.5625 0.026 Uiso calc 1 . .
    C C10 0.87759(14) 0.24535(15) 0.51663(8) 0.0214(4) Uani d 1 . .
    H H10 0.8902 0.2980 0.5545 0.026 Uiso calc 1 . .
    C C11 0.82747(15) 0.26892(15) 0.45580(9) 0.0226(4) Uani d 1 . .
    H H11 0.8060 0.3381 0.4522 0.027 Uiso calc 1 . .
    C C12 0.80868(15) 0.19170(14) 0.40037(8) 0.0212(4) Uani d 1 . .
    H H12 0.7748 0.2087 0.3591 0.025 Uiso calc 1 . .
    C C13 0.62662(13) -0.07956(13) 0.36620(8) 0.0156(3) Uani d 1 . .
    C C14 0.52752(13) -0.04018(13) 0.38601(8) 0.0166(3) Uani d 1 . .
    C C15 0.46618(14) -0.10081(14) 0.42928(8) 0.0193(3) Uani d 1 . .
    H H15 0.4890 -0.1644 0.4448 0.023 Uiso calc 1 . .
    C C16 0.37325(14) -0.06928(15) 0.44944(8) 0.0223(4) Uani d 1 . .
    H H16 0.3320 -0.1114 0.4784 0.027 Uiso calc 1 . .
    C C17 0.33994(15) 0.02420(16) 0.42736(9) 0.0255(4) Uani d 1 . .
    H H17 0.2759 0.0460 0.4412 0.031 Uiso calc 1 . .
    C C18 0.40005(15) 0.08568(16) 0.38511(9) 0.0253(4) Uani d 1 . .
    H H18 0.3773 0.1498 0.3703 0.030 Uiso calc 1 . .
    C C19 0.49362(15) 0.05376(14) 0.36427(9) 0.0212(4) Uani d 1 . .
    H H19 0.5344 0.0960 0.3352 0.025 Uiso calc 1 . .
    C C20 0.55081(13) -0.14096(13) 0.22153(7) 0.0154(3) Uani d 1 . .
    C C21 0.49356(15) -0.25064(14) 0.21275(8) 0.0211(4) Uani d 1 . .
    H H21 0.5309 -0.3068 0.2271 0.025 Uiso calc 1 . .
    C C22 0.38218(16) -0.27898(15) 0.18316(9) 0.0265(4) Uani d 1 . .
    H H22 0.3443 -0.3542 0.1772 0.032 Uiso calc 1 . .
    C C23 0.32670(15) -0.19822(16) 0.16240(9) 0.0247(4) Uani d 1 . .
    H H23 0.2505 -0.2176 0.1426 0.030 Uiso calc 1 . .
    C C24 0.38253(15) -0.08865(15) 0.17061(9) 0.0234(4) Uani d 1 . .
    H H24 0.3445 -0.0328 0.1564 0.028 Uiso calc 1 . .
    C C25 0.49412(14) -0.06033(14) 0.19960(8) 0.0196(3) Uani d 1 . .
    H H25 0.5321 0.0148 0.2045 0.023 Uiso calc 1 . .
    C C26 0.73613(13) -0.16608(13) 0.14622(8) 0.0166(3) Uani d 1 . .
    C C27 0.69905(14) -0.15658(14) 0.07465(8) 0.0188(3) Uani d 1 . .
    C C28 0.70456(15) -0.24413(15) 0.02846(9) 0.0242(4) Uani d 1 . .
    H H28 0.7337 -0.3053 0.0430 0.029 Uiso calc 1 . .
    C C29 0.66770(17) -0.24208(17) -0.03847(9) 0.0300(4) Uani d 1 . .
    H H29 0.6715 -0.3018 -0.0695 0.036 Uiso calc 1 . .
    C C30 0.62570(17) -0.15360(17) -0.05976(9) 0.0315(4) Uani d 1 . .
    H H30 0.6003 -0.1526 -0.1055 0.038 Uiso calc 1 . .
    C C31 0.62028(19) -0.06607(17) -0.01479(10) 0.0353(5) Uani d 1 . .
    H H31 0.5912 -0.0052 -0.0297 0.042 Uiso calc 1 . .
    C C32 0.65752(17) -0.06729(16) 0.05245(9) 0.0289(4) Uani d 1 . .
    H H32 0.6544 -0.0068 0.0832 0.035 Uiso calc 1 . .
    C C33 0.94237(14) 0.00899(14) 0.17643(8) 0.0174(3) Uani d 1 . .
    C C34 1.01253(14) -0.05437(14) 0.15097(8) 0.0202(3) Uani d 1 . .
    H H34 1.0190 -0.1223 0.1682 0.024 Uiso calc 1 . .
    C C35 1.07322(15) -0.01955(15) 0.10067(9) 0.0247(4) Uani d 1 . .
    H H35 1.1208 -0.0636 0.0840 0.030 Uiso calc 1 . .
    C C36 1.06425(15) 0.07927(15) 0.07493(9) 0.0249(4) Uani d 1 . .
    H H36 1.1046 0.1025 0.0401 0.030 Uiso calc 1 . .
    C C37 0.99622(16) 0.14366(15) 0.10031(9) 0.0247(4) Uani d 1 . .
    H H37 0.9908 0.2120 0.0833 0.030 Uiso calc 1 . .
    C C38 0.93565(15) 0.10898(14) 0.15061(9) 0.0210(3) Uani d 1 . .
    H H38 0.8891 0.1539 0.1676 0.025 Uiso calc 1 . .
    O O4 0.93260(11) 0.41154(11) 0.31559(7) 0.0258(3) Uani d 1 . .
    H H39 0.961(3) 0.376(2) 0.2832(13) 0.085(11) Uiso d 1 . .
    O O5 0.97595(10) 0.37361(10) 0.18672(6) 0.0235(3) Uani d 1 . .
    O O6 0.60445(10) 0.22212(10) 0.24810(6) 0.0230(3) Uani d 1 . .
    C C39 0.90657(14) 0.51145(14) 0.29188(8) 0.0177(3) Uani d 1 . .
    C C40 0.85630(13) 0.49095(13) 0.21687(8) 0.0155(3) Uani d 1 . .
    H H40 0.8350 0.5601 0.2021 0.019 Uiso calc 1 . .
    C C41 0.75245(13) 0.39591(13) 0.20405(8) 0.0156(3) Uani d 1 . .
    H H41 0.7771 0.3266 0.2157 0.019 Uiso calc 1 . .
    C C42 0.66379(13) 0.41618(13) 0.24807(8) 0.0155(3) Uani d 1 . .
    H H42 0.6285 0.4774 0.2321 0.019 Uiso calc 1 . .
    C C43 0.71338(13) 0.44550(14) 0.32269(8) 0.0171(3) Uani d 1 . .
    H H43 0.7383 0.3790 0.3392 0.021 Uiso calc 1 . .
    C C44 0.81605(14) 0.54033(14) 0.33148(8) 0.0190(3) Uani d 1 . .
    H H44A 0.8473 0.5562 0.3791 0.023 Uiso calc 1 . .
    H H44B 0.7931 0.6077 0.3164 0.023 Uiso calc 1 . .
    C C45 1.01111(14) 0.60416(14) 0.30101(8) 0.0187(3) Uani d 1 . .
    C C46 1.11758(14) 0.57953(16) 0.31002(9) 0.0229(4) Uani d 1 . .
    H H46 1.1254 0.5053 0.3136 0.027 Uiso calc 1 . .
    C C47 1.21230(15) 0.66270(17) 0.31387(9) 0.0267(4) Uani d 1 . .
    H H47 1.2843 0.6447 0.3200 0.032 Uiso calc 1 . .
    C C48 1.20316(15) 0.77174(16) 0.30887(9) 0.0254(4) Uani d 1 . .
    H H48 1.2682 0.8282 0.3111 0.030 Uiso calc 1 . .
    C C49 1.09754(16) 0.79709(15) 0.30058(9) 0.0248(4) Uani d 1 . .
    H H49 1.0901 0.8716 0.2979 0.030 Uiso calc 1 . .
    C C50 1.00253(15) 0.71406(15) 0.29622(9) 0.0224(4) Uani d 1 . .
    H H50 0.9307 0.7324 0.2899 0.027 Uiso calc 1 . .
    C C51 0.94415(13) 0.45989(13) 0.17693(8) 0.0167(3) Uani d 1 . .
    C C52 0.99308(13) 0.53065(14) 0.12776(8) 0.0173(3) Uani d 1 . .
    C C53 1.08083(14) 0.49903(15) 0.09831(9) 0.0220(4) Uani d 1 . .
    H H53 1.1076 0.4353 0.1105 0.026 Uiso calc 1 . .
    C C54 1.12841(15) 0.56051(16) 0.05164(9) 0.0254(4) Uani d 1 . .
    H H54 1.1884 0.5394 0.0323 0.031 Uiso calc 1 . .
    C C55 1.08894(15) 0.65275(16) 0.03305(9) 0.0262(4) Uani d 1 . .
    H H55 1.1218 0.6947 0.0010 0.031 Uiso calc 1 . .
    C C56 1.00138(16) 0.68395(15) 0.06134(9) 0.0245(4) Uani d 1 . .
    H H56 0.9736 0.7465 0.0480 0.029 Uiso calc 1 . .
    C C57 0.95440(15) 0.62383(14) 0.10906(8) 0.0208(4) Uani d 1 . .
    H H57 0.8956 0.6464 0.1290 0.025 Uiso calc 1 . .
    C C58 0.70126(13) 0.37846(14) 0.13135(8) 0.0177(3) Uani d 1 . .
    C C59 0.69034(15) 0.27660(15) 0.09453(9) 0.0243(4) Uani d 1 . .
    H H59 0.7152 0.2176 0.1150 0.029 Uiso calc 1 . .
    C C60 0.64317(16) 0.26056(17) 0.02783(10) 0.0319(5) Uani d 1 . .
    H H60A 0.6364 0.1908 0.0032 0.038 Uiso calc 1 . .
    C C61 0.60640(15) 0.34503(18) -0.00263(9) 0.0321(5) Uani d 1 . .
    H H61 0.5732 0.3334 -0.0478 0.039 Uiso calc 1 . .
    C C62 0.61833(15) 0.44717(17) 0.03335(9) 0.0275(4) Uani d 1 . .
    H H62 0.5944 0.5062 0.0125 0.033 Uiso calc 1 . .
    C C63 0.66529(14) 0.46361(15) 0.09990(9) 0.0209(4) Uani d 1 . .
    H H63 0.6728 0.5338 0.1241 0.025 Uiso calc 1 . .
    C C64 0.57390(14) 0.30980(13) 0.24223(8) 0.0167(3) Uani d 1 . .
    C C65 0.45204(13) 0.31176(14) 0.23228(8) 0.0167(3) Uani d 1 . .
    C C66 0.37637(14) 0.21202(14) 0.23251(8) 0.0183(3) Uani d 1 . .
    H H66 0.4038 0.1464 0.2390 0.022 Uiso calc 1 . .
    C C67 0.26196(15) 0.20741(15) 0.22346(8) 0.0224(4) Uani d 1 . .
    H H67 0.2114 0.1389 0.2230 0.027 Uiso calc 1 . .
    C C68 0.22144(14) 0.30341(15) 0.21500(8) 0.0231(4) Uani d 1 . .
    H H68 0.1431 0.3006 0.2085 0.028 Uiso calc 1 . .
    C C69 0.29533(15) 0.40294(15) 0.21599(9) 0.0242(4) Uani d 1 . .
    H H69 0.2675 0.4687 0.2113 0.029 Uiso calc 1 . .
    C C70 0.41020(14) 0.40754(14) 0.22382(9) 0.0209(3) Uani d 1 . .
    H H70 0.4603 0.4761 0.2234 0.025 Uiso calc 1 . .
    C C71 0.62127(13) 0.46964(14) 0.36107(8) 0.0186(3) Uani d 1 . .
    C C72 0.56217(15) 0.38604(16) 0.39288(9) 0.0241(4) Uani d 1 . .
    H H72 0.5862 0.3178 0.3951 0.029 Uiso calc 1 . .
    C C73 0.46892(16) 0.40155(18) 0.42122(9) 0.0314(4) Uani d 1 . .
    H H73 0.4294 0.3441 0.4425 0.038 Uiso calc 1 . .
    C C74 0.43352(16) 0.50089(18) 0.41840(10) 0.0348(5) Uani d 1 . .
    H H74 0.3686 0.5110 0.4368 0.042 Uiso calc 1 . .
    C C75 0.49268(16) 0.58506(17) 0.38882(10) 0.0309(4) Uani d 1 . .
    H H75 0.4696 0.6539 0.3879 0.037 Uiso calc 1 . .
    C C76 0.58624(15) 0.56964(15) 0.36023(9) 0.0236(4) Uani d 1 . .
    H H76 0.6265 0.6281 0.3400 0.028 Uiso calc 1 . .
    C C77 0.11978(15) 0.30446(14) 0.44493(8) 0.0205(3) Uani d 1 . .
    H H77 0.0424 0.2602 0.4439 0.025 Uiso calc 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Cl1 C77 . 1.7676(17) ?
    Cl2 C77 . 1.7600(18) ?
    Cl3 C77 . 1.7659(18) ?
    O1 C1 . 1.4336(19) ?
    O1 H1 . 0.886(15) ?
    O2 C13 . 1.2315(19) ?
    O3 C26 . 1.225(2) ?
    C1 C6 . 1.534(2) ?
    C1 C7 . 1.536(2) ?
    C1 C2 . 1.559(2) ?
    C2 C13 . 1.527(2) ?
    C2 C3 . 1.549(2) ?
    C2 H2 . 1.0000 ?
    C3 C20 . 1.524(2) ?
    C3 C4 . 1.548(2) ?
    C3 H3 . 1.0000 ?
    C4 C26 . 1.530(2) ?
    C4 C5 . 1.551(2) ?
    C4 H4 . 1.0000 ?
    C5 C33 . 1.522(2) ?
    C5 C6 . 1.534(2) ?
    C5 H5 . 1.0000 ?
    C6 H6A . 0.9900 ?
    C6 H6B . 0.9900 ?
    C7 C8 . 1.394(2) ?
    C7 C12 . 1.396(2) ?
    C8 C9 . 1.397(2) ?
    C8 H8 . 0.9500 ?
    C9 C10 . 1.384(3) ?
    C9 H9 . 0.9500 ?
    C10 C11 . 1.394(2) ?
    C10 H10 . 0.9500 ?
    C11 C12 . 1.392(2) ?
    C11 H11 . 0.9500 ?
    C12 H12 . 0.9500 ?
    C13 C14 . 1.488(2) ?
    C14 C19 . 1.395(2) ?
    C14 C15 . 1.404(2) ?
    C15 C16 . 1.377(2) ?
    C15 H15 . 0.9500 ?
    C16 C17 . 1.389(3) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.386(3) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.392(2) ?
    C18 H18 . 0.9500 ?
    C19 H19 . 0.9500 ?
    C20 C21 . 1.393(2) ?
    C20 C25 . 1.394(2) ?
    C21 C22 . 1.393(2) ?
    C21 H21 . 0.9500 ?
    C22 C23 . 1.379(3) ?
    C22 H22 . 0.9500 ?
    C23 C24 . 1.386(3) ?
    C23 H23 . 0.9500 ?
    C24 C25 . 1.392(2) ?
    C24 H24 . 0.9500 ?
    C25 H25 . 0.9500 ?
    C26 C27 . 1.497(2) ?
    C27 C32 . 1.388(3) ?
    C27 C28 . 1.401(2) ?
    C28 C29 . 1.390(3) ?
    C28 H28 . 0.9500 ?
    C29 C30 . 1.376(3) ?
    C29 H29 . 0.9500 ?
    C30 C31 . 1.385(3) ?
    C30 H30 . 0.9500 ?
    C31 C32 . 1.395(3) ?
    C31 H31 . 0.9500 ?
    C32 H32 . 0.9500 ?
    C33 C34 . 1.395(2) ?
    C33 C38 . 1.396(2) ?
    C34 C35 . 1.393(2) ?
    C34 H34 . 0.9500 ?
    C35 C36 . 1.388(3) ?
    C35 H35 . 0.9500 ?
    C36 C37 . 1.382(3) ?
    C36 H36 . 0.9500 ?
    C37 C38 . 1.392(2) ?
    C37 H37 . 0.9500 ?
    C38 H38 . 0.9500 ?
    O4 C39 . 1.441(2) ?
    O4 H39 . 0.911(18) ?
    O5 C51 . 1.229(2) ?
    O6 C64 . 1.226(2) ?
    C39 C45 . 1.532(2) ?
    C39 C44 . 1.537(2) ?
    C39 C40 . 1.562(2) ?
    C40 C51 . 1.523(2) ?
    C40 C41 . 1.542(2) ?
    C40 H40 . 1.0000 ?
    C41 C58 . 1.521(2) ?
    C41 C42 . 1.544(2) ?
    C41 H41 . 1.0000 ?
    C42 C64 . 1.536(2) ?
    C42 C43 . 1.558(2) ?
    C42 H42 . 1.0000 ?
    C43 C71 . 1.520(2) ?
    C43 C44 . 1.533(2) ?
    C43 H43 . 1.0000 ?
    C44 H44A . 0.9900 ?
    C44 H44B . 0.9900 ?
    C45 C46 . 1.394(2) ?
    C45 C50 . 1.396(2) ?
    C46 C47 . 1.389(3) ?
    C46 H46 . 0.9500 ?
    C47 C48 . 1.388(3) ?
    C47 H47 . 0.9500 ?
    C48 C49 . 1.388(3) ?
    C48 H48 . 0.9500 ?
    C49 C50 . 1.390(2) ?
    C49 H49 . 0.9500 ?
    C50 H50 . 0.9500 ?
    C51 C52 . 1.493(2) ?
    C52 C57 . 1.393(2) ?
    C52 C53 . 1.405(2) ?
    C53 C54 . 1.384(3) ?
    C53 H53 . 0.9500 ?
    C54 C55 . 1.386(3) ?
    C54 H54 . 0.9500 ?
    C55 C56 . 1.389(3) ?
    C55 H55 . 0.9500 ?
    C56 C57 . 1.390(2) ?
    C56 H56 . 0.9500 ?
    C57 H57 . 0.9500 ?
    C58 C63 . 1.391(2) ?
    C58 C59 . 1.394(2) ?
    C59 C60 . 1.396(3) ?
    C59 H59 . 0.9500 ?
    C60 C61 . 1.378(3) ?
    C60 H60A . 0.9500 ?
    C61 C62 . 1.387(3) ?
    C61 H61 . 0.9500 ?
    C62 C63 . 1.393(2) ?
    C62 H62 . 0.9500 ?
    C63 H63 . 0.9500 ?
    C64 C65 . 1.493(2) ?
    C65 C70 . 1.396(2) ?
    C65 C66 . 1.398(2) ?
    C66 C67 . 1.386(2) ?
    C66 H66 . 0.9500 ?
    C67 C68 . 1.390(3) ?
    C67 H67 . 0.9500 ?
    C68 C69 . 1.382(3) ?
    C68 H68 . 0.9500 ?
    C69 C70 . 1.392(2) ?
    C69 H69 . 0.9500 ?
    C70 H70 . 0.9500 ?
    C71 C76 . 1.389(3) ?
    C71 C72 . 1.400(2) ?
    C72 C73 . 1.388(3) ?
    C72 H72 . 0.9500 ?
    C73 C74 . 1.386(3) ?
    C73 H73 . 0.9500 ?
    C74 C75 . 1.379(3) ?
    C74 H74 . 0.9500 ?
    C75 C76 . 1.394(3) ?
    C75 H75 . 0.9500 ?
    C76 H76 . 0.9500 ?
    C77 H77 . 1.0000 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C1 O1 H1 . . 107.0(14) ?
    O1 C1 C6 . . 105.18(13) ?
    O1 C1 C7 . . 110.79(13) ?
    C6 C1 C7 . . 110.47(13) ?
    O1 C1 C2 . . 110.82(13) ?
    C6 C1 C2 . . 109.22(13) ?
    C7 C1 C2 . . 110.25(13) ?
    C13 C2 C3 . . 108.10(12) ?
    C13 C2 C1 . . 110.13(13) ?
    C3 C2 C1 . . 110.87(13) ?
    C13 C2 H2 . . 109.2 ?
    C3 C2 H2 . . 109.2 ?
    C1 C2 H2 . . 109.2 ?
    C20 C3 C4 . . 110.20(12) ?
    C20 C3 C2 . . 112.14(13) ?
    C4 C3 C2 . . 111.84(12) ?
    C20 C3 H3 . . 107.5 ?
    C4 C3 H3 . . 107.5 ?
    C2 C3 H3 . . 107.5 ?
    C26 C4 C3 . . 107.48(12) ?
    C26 C4 C5 . . 108.31(13) ?
    C3 C4 C5 . . 112.52(13) ?
    C26 C4 H4 . . 109.5 ?
    C3 C4 H4 . . 109.5 ?
    C5 C4 H4 . . 109.5 ?
    C33 C5 C6 . . 113.08(13) ?
    C33 C5 C4 . . 110.73(13) ?
    C6 C5 C4 . . 110.16(13) ?
    C33 C5 H5 . . 107.5 ?
    C6 C5 H5 . . 107.5 ?
    C4 C5 H5 . . 107.5 ?
    C5 C6 C1 . . 111.19(13) ?
    C5 C6 H6A . . 109.4 ?
    C1 C6 H6A . . 109.4 ?
    C5 C6 H6B . . 109.4 ?
    C1 C6 H6B . . 109.4 ?
    H6A C6 H6B . . 108.0 ?
    C8 C7 C12 . . 118.66(15) ?
    C8 C7 C1 . . 120.63(15) ?
    C12 C7 C1 . . 120.69(14) ?
    C7 C8 C9 . . 120.66(16) ?
    C7 C8 H8 . . 119.7 ?
    C9 C8 H8 . . 119.7 ?
    C10 C9 C8 . . 120.36(16) ?
    C10 C9 H9 . . 119.8 ?
    C8 C9 H9 . . 119.8 ?
    C9 C10 C11 . . 119.31(16) ?
    C9 C10 H10 . . 120.3 ?
    C11 C10 H10 . . 120.3 ?
    C12 C11 C10 . . 120.40(17) ?
    C12 C11 H11 . . 119.8 ?
    C10 C11 H11 . . 119.8 ?
    C11 C12 C7 . . 120.60(16) ?
    C11 C12 H12 . . 119.7 ?
    C7 C12 H12 . . 119.7 ?
    O2 C13 C14 . . 119.43(14) ?
    O2 C13 C2 . . 117.91(14) ?
    C14 C13 C2 . . 122.66(14) ?
    C19 C14 C15 . . 118.85(15) ?
    C19 C14 C13 . . 123.38(15) ?
    C15 C14 C13 . . 117.77(15) ?
    C16 C15 C14 . . 120.84(16) ?
    C16 C15 H15 . . 119.6 ?
    C14 C15 H15 . . 119.6 ?
    C15 C16 C17 . . 119.89(16) ?
    C15 C16 H16 . . 120.1 ?
    C17 C16 H16 . . 120.1 ?
    C18 C17 C16 . . 120.09(17) ?
    C18 C17 H17 . . 120.0 ?
    C16 C17 H17 . . 120.0 ?
    C17 C18 C19 . . 120.23(17) ?
    C17 C18 H18 . . 119.9 ?
    C19 C18 H18 . . 119.9 ?
    C18 C19 C14 . . 120.10(16) ?
    C18 C19 H19 . . 120.0 ?
    C14 C19 H19 . . 120.0 ?
    C21 C20 C25 . . 118.37(15) ?
    C21 C20 C3 . . 120.30(15) ?
    C25 C20 C3 . . 121.30(14) ?
    C20 C21 C22 . . 120.80(16) ?
    C20 C21 H21 . . 119.6 ?
    C22 C21 H21 . . 119.6 ?
    C23 C22 C21 . . 120.23(16) ?
    C23 C22 H22 . . 119.9 ?
    C21 C22 H22 . . 119.9 ?
    C22 C23 C24 . . 119.72(16) ?
    C22 C23 H23 . . 120.1 ?
    C24 C23 H23 . . 120.1 ?
    C23 C24 C25 . . 120.11(17) ?
    C23 C24 H24 . . 119.9 ?
    C25 C24 H24 . . 119.9 ?
    C24 C25 C20 . . 120.76(16) ?
    C24 C25 H25 . . 119.6 ?
    C20 C25 H25 . . 119.6 ?
    O3 C26 C27 . . 119.81(15) ?
    O3 C26 C4 . . 118.13(14) ?
    C27 C26 C4 . . 122.06(14) ?
    C32 C27 C28 . . 119.01(16) ?
    C32 C27 C26 . . 123.36(15) ?
    C28 C27 C26 . . 117.62(16) ?
    C29 C28 C27 . . 120.41(18) ?
    C29 C28 H28 . . 119.8 ?
    C27 C28 H28 . . 119.8 ?
    C30 C29 C28 . . 120.02(18) ?
    C30 C29 H29 . . 120.0 ?
    C28 C29 H29 . . 120.0 ?
    C29 C30 C31 . . 120.30(18) ?
    C29 C30 H30 . . 119.8 ?
    C31 C30 H30 . . 119.8 ?
    C30 C31 C32 . . 120.02(19) ?
    C30 C31 H31 . . 120.0 ?
    C32 C31 H31 . . 120.0 ?
    C27 C32 C31 . . 120.23(18) ?
    C27 C32 H32 . . 119.9 ?
    C31 C32 H32 . . 119.9 ?
    C34 C33 C38 . . 118.12(15) ?
    C34 C33 C5 . . 120.27(15) ?
    C38 C33 C5 . . 121.58(15) ?
    C35 C34 C33 . . 120.97(16) ?
    C35 C34 H34 . . 119.5 ?
    C33 C34 H34 . . 119.5 ?
    C36 C35 C34 . . 120.13(17) ?
    C36 C35 H35 . . 119.9 ?
    C34 C35 H35 . . 119.9 ?
    C37 C36 C35 . . 119.53(16) ?
    C37 C36 H36 . . 120.2 ?
    C35 C36 H36 . . 120.2 ?
    C36 C37 C38 . . 120.36(17) ?
    C36 C37 H37 . . 119.8 ?
    C38 C37 H37 . . 119.8 ?
    C37 C38 C33 . . 120.87(17) ?
    C37 C38 H38 . . 119.6 ?
    C33 C38 H38 . . 119.6 ?
    C39 O4 H39 . . 108(2) ?
    O4 C39 C45 . . 111.15(13) ?
    O4 C39 C44 . . 105.59(13) ?
    C45 C39 C44 . . 112.34(14) ?
    O4 C39 C40 . . 110.67(13) ?
    C45 C39 C40 . . 108.81(13) ?
    C44 C39 C40 . . 108.24(13) ?
    C51 C40 C41 . . 108.41(13) ?
    C51 C40 C39 . . 108.99(13) ?
    C41 C40 C39 . . 111.36(13) ?
    C51 C40 H40 . . 109.4 ?
    C41 C40 H40 . . 109.4 ?
    C39 C40 H40 . . 109.4 ?
    C58 C41 C40 . . 111.34(13) ?
    C58 C41 C42 . . 110.19(13) ?
    C40 C41 C42 . . 111.51(13) ?
    C58 C41 H41 . . 107.9 ?
    C40 C41 H41 . . 107.9 ?
    C42 C41 H41 . . 107.9 ?
    C64 C42 C41 . . 108.40(13) ?
    C64 C42 C43 . . 107.61(13) ?
    C41 C42 C43 . . 112.83(13) ?
    C64 C42 H42 . . 109.3 ?
    C41 C42 H42 . . 109.3 ?
    C43 C42 H42 . . 109.3 ?
    C71 C43 C44 . . 113.54(14) ?
    C71 C43 C42 . . 108.74(13) ?
    C44 C43 C42 . . 110.74(13) ?
    C71 C43 H43 . . 107.9 ?
    C44 C43 H43 . . 107.9 ?
    C42 C43 H43 . . 107.9 ?
    C43 C44 C39 . . 111.37(14) ?
    C43 C44 H44A . . 109.4 ?
    C39 C44 H44A . . 109.4 ?
    C43 C44 H44B . . 109.4 ?
    C39 C44 H44B . . 109.4 ?
    H44A C44 H44B . . 108.0 ?
    C46 C45 C50 . . 118.33(16) ?
    C46 C45 C39 . . 120.43(16) ?
    C50 C45 C39 . . 121.11(15) ?
    C47 C46 C45 . . 120.49(17) ?
    C47 C46 H46 . . 119.8 ?
    C45 C46 H46 . . 119.8 ?
    C48 C47 C46 . . 120.88(17) ?
    C48 C47 H47 . . 119.6 ?
    C46 C47 H47 . . 119.6 ?
    C49 C48 C47 . . 118.98(17) ?
    C49 C48 H48 . . 120.5 ?
    C47 C48 H48 . . 120.5 ?
    C48 C49 C50 . . 120.33(18) ?
    C48 C49 H49 . . 119.8 ?
    C50 C49 H49 . . 119.8 ?
    C49 C50 C45 . . 120.98(17) ?
    C49 C50 H50 . . 119.5 ?
    C45 C50 H50 . . 119.5 ?
    O5 C51 C52 . . 119.61(15) ?
    O5 C51 C40 . . 117.85(14) ?
    C52 C51 C40 . . 122.53(14) ?
    C57 C52 C53 . . 119.19(16) ?
    C57 C52 C51 . . 123.26(15) ?
    C53 C52 C51 . . 117.54(15) ?
    C54 C53 C52 . . 120.14(17) ?
    C54 C53 H53 . . 119.9 ?
    C52 C53 H53 . . 119.9 ?
    C53 C54 C55 . . 120.28(17) ?
    C53 C54 H54 . . 119.9 ?
    C55 C54 H54 . . 119.9 ?
    C54 C55 C56 . . 120.00(17) ?
    C54 C55 H55 . . 120.0 ?
    C56 C55 H55 . . 120.0 ?
    C55 C56 C57 . . 120.11(17) ?
    C55 C56 H56 . . 119.9 ?
    C57 C56 H56 . . 119.9 ?
    C56 C57 C52 . . 120.27(16) ?
    C56 C57 H57 . . 119.9 ?
    C52 C57 H57 . . 119.9 ?
    C63 C58 C59 . . 118.44(16) ?
    C63 C58 C41 . . 121.02(15) ?
    C59 C58 C41 . . 120.54(16) ?
    C58 C59 C60 . . 120.51(18) ?
    C58 C59 H59 . . 119.7 ?
    C60 C59 H59 . . 119.7 ?
    C61 C60 C59 . . 120.58(18) ?
    C61 C60 H60A . . 119.7 ?
    C59 C60 H60A . . 119.7 ?
    C60 C61 C62 . . 119.33(18) ?
    C60 C61 H61 . . 120.3 ?
    C62 C61 H61 . . 120.3 ?
    C61 C62 C63 . . 120.32(18) ?
    C61 C62 H62 . . 119.8 ?
    C63 C62 H62 . . 119.8 ?
    C58 C63 C62 . . 120.80(17) ?
    C58 C63 H63 . . 119.6 ?
    C62 C63 H63 . . 119.6 ?
    O6 C64 C65 . . 119.97(15) ?
    O6 C64 C42 . . 118.27(14) ?
    C65 C64 C42 . . 121.71(14) ?
    C70 C65 C66 . . 118.65(15) ?
    C70 C65 C64 . . 123.61(15) ?
    C66 C65 C64 . . 117.73(15) ?
    C67 C66 C65 . . 120.99(16) ?
    C67 C66 H66 . . 119.5 ?
    C65 C66 H66 . . 119.5 ?
    C66 C67 C68 . . 119.75(16) ?
    C66 C67 H67 . . 120.1 ?
    C68 C67 H67 . . 120.1 ?
    C69 C68 C67 . . 119.88(16) ?
    C69 C68 H68 . . 120.1 ?
    C67 C68 H68 . . 120.1 ?
    C68 C69 C70 . . 120.52(17) ?
    C68 C69 H69 . . 119.7 ?
    C70 C69 H69 . . 119.7 ?
    C69 C70 C65 . . 120.19(16) ?
    C69 C70 H70 . . 119.9 ?
    C65 C70 H70 . . 119.9 ?
    C76 C71 C72 . . 118.36(16) ?
    C76 C71 C43 . . 121.63(15) ?
    C72 C71 C43 . . 119.71(16) ?
    C73 C72 C71 . . 120.83(18) ?
    C73 C72 H72 . . 119.6 ?
    C71 C72 H72 . . 119.6 ?
    C74 C73 C72 . . 119.97(18) ?
    C74 C73 H73 . . 120.0 ?
    C72 C73 H73 . . 120.0 ?
    C75 C74 C73 . . 119.85(18) ?
    C75 C74 H74 . . 120.1 ?
    C73 C74 H74 . . 120.1 ?
    C74 C75 C76 . . 120.27(19) ?
    C74 C75 H75 . . 119.9 ?
    C76 C75 H75 . . 119.9 ?
    C71 C76 C75 . . 120.67(18) ?
    C71 C76 H76 . . 119.7 ?
    C75 C76 H76 . . 119.7 ?
    Cl2 C77 Cl3 . . 110.24(9) ?
    Cl2 C77 Cl1 . . 110.91(9) ?
    Cl3 C77 Cl1 . . 109.92(9) ?
    Cl2 C77 H77 . . 108.6 ?
    Cl3 C77 H77 . . 108.6 ?
    Cl1 C77 H77 . . 108.6 ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O1 C1 C2 C13 . . . . 62.01(16) ?
    C6 C1 C2 C13 . . . . 177.42(13) ?
    C7 C1 C2 C13 . . . . -61.02(17) ?
    O1 C1 C2 C3 . . . . -57.59(16) ?
    C6 C1 C2 C3 . . . . 57.83(16) ?
    C7 C1 C2 C3 . . . . 179.38(12) ?
    C13 C2 C3 C20 . . . . 61.34(16) ?
    C1 C2 C3 C20 . . . . -177.85(13) ?
    C13 C2 C3 C4 . . . . -174.28(13) ?
    C1 C2 C3 C4 . . . . -53.47(17) ?
    C20 C3 C4 C26 . . . . -63.92(16) ?
    C2 C3 C4 C26 . . . . 170.63(13) ?
    C20 C3 C4 C5 . . . . 176.94(13) ?
    C2 C3 C4 C5 . . . . 51.48(17) ?
    C26 C4 C5 C33 . . . . 62.12(17) ?
    C3 C4 C5 C33 . . . . -179.22(13) ?
    C26 C4 C5 C6 . . . . -172.05(13) ?
    C3 C4 C5 C6 . . . . -53.39(17) ?
    C33 C5 C6 C1 . . . . -176.90(13) ?
    C4 C5 C6 C1 . . . . 58.60(17) ?
    O1 C1 C6 C5 . . . . 58.00(16) ?
    C7 C1 C6 C5 . . . . 177.59(13) ?
    C2 C1 C6 C5 . . . . -60.99(17) ?
    O1 C1 C7 C8 . . . . -1.4(2) ?
    C6 C1 C7 C8 . . . . -117.51(16) ?
    C2 C1 C7 C8 . . . . 121.68(16) ?
    O1 C1 C7 C12 . . . . 177.14(14) ?
    C6 C1 C7 C12 . . . . 61.00(19) ?
    C2 C1 C7 C12 . . . . -59.81(19) ?
    C12 C7 C8 C9 . . . . 0.0(2) ?
    C1 C7 C8 C9 . . . . 178.55(15) ?
    C7 C8 C9 C10 . . . . 0.4(2) ?
    C8 C9 C10 C11 . . . . -0.5(2) ?
    C9 C10 C11 C12 . . . . 0.2(3) ?
    C10 C11 C12 C7 . . . . 0.3(3) ?
    C8 C7 C12 C11 . . . . -0.4(2) ?
    C1 C7 C12 C11 . . . . -178.90(15) ?
    C3 C2 C13 O2 . . . . 67.69(18) ?
    C1 C2 C13 O2 . . . . -53.57(19) ?
    C3 C2 C13 C14 . . . . -111.15(16) ?
    C1 C2 C13 C14 . . . . 127.58(15) ?
    O2 C13 C14 C19 . . . . 174.99(16) ?
    C2 C13 C14 C19 . . . . -6.2(2) ?
    O2 C13 C14 C15 . . . . -4.4(2) ?
    C2 C13 C14 C15 . . . . 174.38(14) ?
    C19 C14 C15 C16 . . . . 0.8(2) ?
    C13 C14 C15 C16 . . . . -179.75(15) ?
    C14 C15 C16 C17 . . . . -0.6(3) ?
    C15 C16 C17 C18 . . . . 0.0(3) ?
    C16 C17 C18 C19 . . . . 0.4(3) ?
    C17 C18 C19 C14 . . . . -0.2(3) ?
    C15 C14 C19 C18 . . . . -0.4(3) ?
    C13 C14 C19 C18 . . . . -179.82(16) ?
    C4 C3 C20 C21 . . . . 111.65(16) ?
    C2 C3 C20 C21 . . . . -123.06(16) ?
    C4 C3 C20 C25 . . . . -66.28(19) ?
    C2 C3 C20 C25 . . . . 59.00(19) ?
    C25 C20 C21 C22 . . . . -0.4(2) ?
    C3 C20 C21 C22 . . . . -178.38(16) ?
    C20 C21 C22 C23 . . . . -0.4(3) ?
    C21 C22 C23 C24 . . . . 0.5(3) ?
    C22 C23 C24 C25 . . . . 0.1(3) ?
    C23 C24 C25 C20 . . . . -0.8(3) ?
    C21 C20 C25 C24 . . . . 1.0(2) ?
    C3 C20 C25 C24 . . . . 178.97(15) ?
    C3 C4 C26 O3 . . . . -56.54(18) ?
    C5 C4 C26 O3 . . . . 65.27(18) ?
    C3 C4 C26 C27 . . . . 123.84(15) ?
    C5 C4 C26 C27 . . . . -114.35(16) ?
    O3 C26 C27 C32 . . . . 171.04(17) ?
    C4 C26 C27 C32 . . . . -9.4(2) ?
    O3 C26 C27 C28 . . . . -7.4(2) ?
    C4 C26 C27 C28 . . . . 172.22(15) ?
    C32 C27 C28 C29 . . . . -0.8(3) ?
    C26 C27 C28 C29 . . . . 177.74(16) ?
    C27 C28 C29 C30 . . . . 0.1(3) ?
    C28 C29 C30 C31 . . . . 0.2(3) ?
    C29 C30 C31 C32 . . . . 0.0(3) ?
    C28 C27 C32 C31 . . . . 1.0(3) ?
    C26 C27 C32 C31 . . . . -177.40(18) ?
    C30 C31 C32 C27 . . . . -0.7(3) ?
    C6 C5 C33 C34 . . . . 128.65(16) ?
    C4 C5 C33 C34 . . . . -107.16(17) ?
    C6 C5 C33 C38 . . . . -53.2(2) ?
    C4 C5 C33 C38 . . . . 70.99(19) ?
    C38 C33 C34 C35 . . . . -0.7(2) ?
    C5 C33 C34 C35 . . . . 177.48(16) ?
    C33 C34 C35 C36 . . . . -0.2(3) ?
    C34 C35 C36 C37 . . . . 1.1(3) ?
    C35 C36 C37 C38 . . . . -1.0(3) ?
    C36 C37 C38 C33 . . . . 0.1(3) ?
    C34 C33 C38 C37 . . . . 0.8(3) ?
    C5 C33 C38 C37 . . . . -177.39(16) ?
    O4 C39 C40 C51 . . . . -63.60(16) ?
    C45 C39 C40 C51 . . . . 58.80(17) ?
    C44 C39 C40 C51 . . . . -178.86(13) ?
    O4 C39 C40 C41 . . . . 55.94(17) ?
    C45 C39 C40 C41 . . . . 178.34(13) ?
    C44 C39 C40 C41 . . . . -59.32(17) ?
    C51 C40 C41 C58 . . . . -61.97(17) ?
    C39 C40 C41 C58 . . . . 178.14(13) ?
    C51 C40 C41 C42 . . . . 174.51(13) ?
    C39 C40 C41 C42 . . . . 54.62(17) ?
    C58 C41 C42 C64 . . . . 66.24(16) ?
    C40 C41 C42 C64 . . . . -169.59(13) ?
    C58 C41 C42 C43 . . . . -174.68(13) ?
    C40 C41 C42 C43 . . . . -50.52(18) ?
    C64 C42 C43 C71 . . . . -63.38(17) ?
    C41 C42 C43 C71 . . . . 177.09(13) ?
    C64 C42 C43 C44 . . . . 171.20(13) ?
    C41 C42 C43 C44 . . . . 51.67(18) ?
    C71 C43 C44 C39 . . . . 179.81(13) ?
    C42 C43 C44 C39 . . . . -57.52(18) ?
    O4 C39 C44 C43 . . . . -57.54(17) ?
    C45 C39 C44 C43 . . . . -178.84(13) ?
    C40 C39 C44 C43 . . . . 61.00(17) ?
    O4 C39 C45 C46 . . . . 19.3(2) ?
    C44 C39 C45 C46 . . . . 137.33(16) ?
    C40 C39 C45 C46 . . . . -102.85(17) ?
    O4 C39 C45 C50 . . . . -164.96(15) ?
    C44 C39 C45 C50 . . . . -46.9(2) ?
    C40 C39 C45 C50 . . . . 72.93(19) ?
    C50 C45 C46 C47 . . . . -0.2(3) ?
    C39 C45 C46 C47 . . . . 175.67(16) ?
    C45 C46 C47 C48 . . . . 0.0(3) ?
    C46 C47 C48 C49 . . . . 0.6(3) ?
    C47 C48 C49 C50 . . . . -1.1(3) ?
    C48 C49 C50 C45 . . . . 0.9(3) ?
    C46 C45 C50 C49 . . . . -0.2(3) ?
    C39 C45 C50 C49 . . . . -176.11(15) ?
    C41 C40 C51 O5 . . . . -57.49(19) ?
    C39 C40 C51 O5 . . . . 63.87(18) ?
    C41 C40 C51 C52 . . . . 123.34(16) ?
    C39 C40 C51 C52 . . . . -115.30(16) ?
    O5 C51 C52 C57 . . . . 173.65(16) ?
    C40 C51 C52 C57 . . . . -7.2(2) ?
    O5 C51 C52 C53 . . . . -4.9(2) ?
    C40 C51 C52 C53 . . . . 174.24(15) ?
    C57 C52 C53 C54 . . . . 0.4(2) ?
    C51 C52 C53 C54 . . . . 179.05(15) ?
    C52 C53 C54 C55 . . . . -0.8(3) ?
    C53 C54 C55 C56 . . . . 0.1(3) ?
    C54 C55 C56 C57 . . . . 1.0(3) ?
    C55 C56 C57 C52 . . . . -1.4(3) ?
    C53 C52 C57 C56 . . . . 0.7(2) ?
    C51 C52 C57 C56 . . . . -177.87(16) ?
    C40 C41 C58 C63 . . . . -57.98(19) ?
    C42 C41 C58 C63 . . . . 66.28(19) ?
    C40 C41 C58 C59 . . . . 121.41(16) ?
    C42 C41 C58 C59 . . . . -114.33(17) ?
    C63 C58 C59 C60 . . . . -0.7(3) ?
    C41 C58 C59 C60 . . . . 179.89(16) ?
    C58 C59 C60 C61 . . . . -0.2(3) ?
    C59 C60 C61 C62 . . . . 1.1(3) ?
    C60 C61 C62 C63 . . . . -1.1(3) ?
    C59 C58 C63 C62 . . . . 0.7(2) ?
    C41 C58 C63 C62 . . . . -179.91(15) ?
    C61 C62 C63 C58 . . . . 0.2(3) ?
    C41 C42 C64 O6 . . . . 48.02(19) ?
    C43 C42 C64 O6 . . . . -74.30(18) ?
    C41 C42 C64 C65 . . . . -134.31(15) ?
    C43 C42 C64 C65 . . . . 103.37(16) ?
    O6 C64 C65 C70 . . . . -178.63(16) ?
    C42 C64 C65 C70 . . . . 3.7(2) ?
    O6 C64 C65 C66 . . . . 2.3(2) ?
    C42 C64 C65 C66 . . . . -175.29(14) ?
    C70 C65 C66 C67 . . . . 1.0(2) ?
    C64 C65 C66 C67 . . . . -179.89(15) ?
    C65 C66 C67 C68 . . . . -1.0(3) ?
    C66 C67 C68 C69 . . . . -0.3(3) ?
    C67 C68 C69 C70 . . . . 1.6(3) ?
    C68 C69 C70 C65 . . . . -1.5(3) ?
    C66 C65 C70 C69 . . . . 0.2(2) ?
    C64 C65 C70 C69 . . . . -178.84(16) ?
    C44 C43 C71 C76 . . . . 46.3(2) ?
    C42 C43 C71 C76 . . . . -77.49(19) ?
    C44 C43 C71 C72 . . . . -140.13(16) ?
    C42 C43 C71 C72 . . . . 96.10(18) ?
    C76 C71 C72 C73 . . . . 1.8(3) ?
    C43 C71 C72 C73 . . . . -171.96(16) ?
    C71 C72 C73 C74 . . . . -0.2(3) ?
    C72 C73 C74 C75 . . . . -1.5(3) ?
    C73 C74 C75 C76 . . . . 1.7(3) ?
    C72 C71 C76 C75 . . . . -1.7(3) ?
    C43 C71 C76 C75 . . . . 171.95(16) ?
    C74 C75 C76 C71 . . . . 0.0(3) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    O1 H1 O2 . 0.886(15) 1.945(18) 2.7078(17) 143.4(19)
    O4 H39 O5 . 0.911(18) 2.00(2) 2.7776(18) 142(3)
_shelxl_version_number        2.014
data_mol-2
_database_code_depnum_ccdc_archive 'CCDC 1402371'
_audit_creation_method     SHELXL-2014
_chemical_name_systematic
;\
(4-Hydroxy-2,6-bis(2-methoxyphenyl)-4-phenylcyclohexane-1,3-\
diyl)bis(phenylmethanone)
;
_chemical_name_common
;
2,4-Dibenzoyl-3,5-bis(2-methoxyphenyl)-1-phenylcyclohexanol
;
_chemical_formula_moiety     'C40 H36 O5'
_chemical_formula_sum     'C40 H36 O5'
_chemical_formula_iupac     'C40 H36 O5'
_chemical_formula_weight     596.69
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     Pca2(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.
;
_space_group_crystal_system     orthorhombic
_space_group_name_H-M_alt     'P c a 21'
_space_group_name_Hall     'P 2c -2ac'
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     13.6530(3)
_cell_length_b     12.0003(2)
_cell_length_c     19.1982(4)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     3145.44(11)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     9945
_cell_measurement_theta_min     4.61
_cell_measurement_theta_max     67.84
_cell_measurement_temperature     120(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.5
_exptl_crystal_size_mid     0.3
_exptl_crystal_size_min     0.2
_exptl_crystal_density_diffrn     1.260
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1264
_exptl_absorpt_coefficient_mu     0.654
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 1997)
;
_shelx_estimated_absorpt_T_min     0.736
_shelx_estimated_absorpt_T_max     0.880
_exptl_absorpt_correction_T_min     0.2551
_exptl_absorpt_correction_T_max     0.4669
_exptl_special_details     ?
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'CuK\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Bruker APEXII CCD area-detector'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     41259
_diffrn_reflns_av_R_equivalents     0.0430
_diffrn_reflns_theta_min     3.683
_diffrn_reflns_theta_max     67.834
_diffrn_reflns_theta_full     67.679
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.995
_diffrn_reflns_limit_h_min     -16
_diffrn_reflns_limit_h_max     16
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     14
_diffrn_reflns_limit_l_min     -22
_diffrn_reflns_limit_l_max     22
_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 >
σ(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.
;
_reflns_number_total     5520
_reflns_number_gt     5281
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0362
_refine_ls_R_factor_gt     0.0338
_refine_ls_wR_factor_gt     0.0870
_refine_ls_wR_factor_ref     0.0886
_refine_ls_goodness_of_fit_ref     1.027
_refine_ls_restrained_S_all     1.027
_refine_ls_number_reflns     5520
_refine_ls_number_parameters     412
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0479P)²+0.8854P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.282
_refine_diff_density_min     -0.168
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
_refine_ls_abs_structure_details
;
Flack x determined using 2368 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack     -0.12(7)
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'
    'O' 'O' 0.0492 0.0322
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
APEX2 (Bruker, 2007)
;
_computing_cell_refinement
;
SAINT (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2007)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O1 0.49073(12) 0.46442(14) 0.12075(10) 0.0266(4) Uani d 1 . .
    H H1 0.462(3) 0.501(3) 0.1550(17) 0.061(12) Uiso d 1 . .
    O O2 0.48300(13) 0.54302(14) 0.25537(10) 0.0310(4) Uani d 1 . .
    O O3 0.46167(13) 0.10206(15) 0.18168(11) 0.0329(4) Uani d 1 . .
    O O4 0.73762(13) 0.27105(14) 0.30053(10) 0.0290(4) Uani d 1 . .
    O O5 0.77952(15) 0.16606(16) 0.09204(12) 0.0433(5) Uani d 1 . .
    C C1 0.59342(17) 0.45737(19) 0.13628(13) 0.0226(5) Uani d 1 . .
    C C2 0.60861(17) 0.42196(18) 0.21314(13) 0.0215(5) Uani d 1 . .
    H H2 0.6805 0.4153 0.2221 0.026 Uiso calc 1 . .
    C C3 0.56002(17) 0.30784(19) 0.22856(13) 0.0227(5) Uani d 1 . .
    H H3 0.4890 0.3154 0.2167 0.027 Uiso calc 1 . .
    C C4 0.60273(17) 0.21777(18) 0.17987(13) 0.0223(5) Uani d 1 . .
    H H4 0.6743 0.2082 0.1893 0.027 Uiso calc 1 . .
    C C5 0.58698(19) 0.25192(18) 0.10291(13) 0.0254(5) Uani d 1 . .
    H H5 0.5148 0.2620 0.0965 0.030 Uiso calc 1 . .
    C C6 0.63460(19) 0.36608(19) 0.08848(13) 0.0249(5) Uani d 1 . .
    H H6A 0.7062 0.3603 0.0956 0.030 Uiso calc 1 . .
    H H6B 0.6230 0.3871 0.0393 0.030 Uiso calc 1 . .
    C C7 0.64372(17) 0.56949(19) 0.12480(13) 0.0221(5) Uani d 1 . .
    C C8 0.59099(19) 0.6623(2) 0.10273(15) 0.0288(5) Uani d 1 . .
    H H8 0.5232 0.6551 0.0925 0.035 Uiso calc 1 . .
    C C9 0.6362(2) 0.7652(2) 0.09549(16) 0.0336(6) Uani d 1 . .
    H H9 0.5994 0.8276 0.0802 0.040 Uiso calc 1 . .
    C C10 0.7345(2) 0.7772(2) 0.11044(14) 0.0302(6) Uani d 1 . .
    H H10 0.7650 0.8480 0.1063 0.036 Uiso calc 1 . .
    C C11 0.78810(18) 0.6858(2) 0.13142(13) 0.0283(5) Uani d 1 . .
    H H11 0.8560 0.6936 0.1412 0.034 Uiso calc 1 . .
    C C12 0.74328(18) 0.58237(19) 0.13836(14) 0.0248(5) Uani d 1 . .
    H H12 0.7810 0.5198 0.1525 0.030 Uiso calc 1 . .
    C C13 0.56609(17) 0.50631(18) 0.26432(13) 0.0230(5) Uani d 1 . .
    C C14 0.62248(18) 0.53663(19) 0.32777(13) 0.0239(5) Uani d 1 . .
    C C15 0.5708(2) 0.5673(2) 0.38768(15) 0.0313(6) Uani d 1 . .
    H H15 0.5013 0.5716 0.3862 0.038 Uiso calc 1 . .
    C C16 0.6193(2) 0.5915(2) 0.44909(15) 0.0380(7) Uani d 1 . .
    H H16 0.5834 0.6110 0.4897 0.046 Uiso calc 1 . .
    C C17 0.7208(2) 0.5869(2) 0.45098(15) 0.0367(7) Uani d 1 . .
    H H17 0.7545 0.6040 0.4929 0.044 Uiso calc 1 . .
    C C18 0.7734(2) 0.5575(2) 0.39195(15) 0.0308(6) Uani d 1 . .
    H H18 0.8429 0.5550 0.3935 0.037 Uiso calc 1 . .
    C C19 0.72458(18) 0.5319(2) 0.33060(13) 0.0258(5) Uani d 1 . .
    H H19 0.7608 0.5110 0.2904 0.031 Uiso calc 1 . .
    C C20 0.56580(18) 0.27982(18) 0.30559(13) 0.0233(5) Uani d 1 . .
    C C21 0.4797(2) 0.2755(2) 0.34438(15) 0.0313(6) Uani d 1 . .
    H H21 0.4185 0.2803 0.3211 0.038 Uiso calc 1 . .
    C C22 0.4814(3) 0.2642(2) 0.41623(16) 0.0427(8) Uani d 1 . .
    H H22 0.4219 0.2617 0.4419 0.051 Uiso calc 1 . .
    C C23 0.5701(3) 0.2568(3) 0.45005(17) 0.0491(9) Uani d 1 . .
    H H23 0.5716 0.2515 0.4994 0.059 Uiso calc 1 . .
    C C24 0.6572(2) 0.2568(2) 0.41282(15) 0.0384(7) Uani d 1 . .
    H H24 0.7181 0.2498 0.4364 0.046 Uiso calc 1 . .
    C C25 0.65455(19) 0.26721(19) 0.34112(14) 0.0274(6) Uani d 1 . .
    C C26 0.54845(18) 0.11005(19) 0.19641(13) 0.0245(5) Uani d 1 . .
    C C27 0.59920(19) 0.0179(2) 0.23457(14) 0.0271(5) Uani d 1 . .
    C C28 0.5420(2) -0.0633(2) 0.2669(2) 0.0483(8) Uani d 1 . .
    H H28 0.4726 -0.0591 0.2642 0.058 Uiso calc 1 . .
    C C29 0.5856(3) -0.1496(3) 0.3030(3) 0.0624(11) Uani d 1 . .
    H H29 0.5460 -0.2033 0.3260 0.075 Uiso calc 1 . .
    C C30 0.6860(2) -0.1587(2) 0.30592(19) 0.0443(8) Uani d 1 . .
    H H30 0.7156 -0.2198 0.3293 0.053 Uiso calc 1 . .
    C C31 0.7432(2) -0.0787(2) 0.27476(15) 0.0335(6) Uani d 1 . .
    H H31 0.8125 -0.0841 0.2771 0.040 Uiso calc 1 . .
    C C32 0.70012(19) 0.0099(2) 0.23981(14) 0.0296(6) Uani d 1 . .
    H H32 0.7403 0.0656 0.2193 0.036 Uiso calc 1 . .
    C C33 0.6182(2) 0.1617(2) 0.05224(15) 0.0351(6) Uani d 1 . .
    C C34 0.5463(3) 0.1174(2) 0.00662(16) 0.0445(8) Uani d 1 . .
    H H34 0.4818 0.1472 0.0070 0.053 Uiso calc 1 . .
    C C35 0.5693(4) 0.0310(3) -0.03861(18) 0.0584(10) Uani d 1 . .
    H H35 0.5208 0.0007 -0.0686 0.070 Uiso calc 1 . .
    C C36 0.6620(4) -0.0098(3) -0.03948(18) 0.0578(11) Uani d 1 . .
    H H36 0.6774 -0.0685 -0.0709 0.069 Uiso calc 1 . .
    C C37 0.7343(3) 0.0303(3) 0.0030(2) 0.0582(11) Uani d 1 . .
    H H37 0.7983 -0.0005 0.0012 0.070 Uiso calc 1 . .
    C C38 0.7123(2) 0.1183(2) 0.04975(16) 0.0397(7) Uani d 1 . .
    C C39 0.8295(2) 0.2552(3) 0.33398(19) 0.0420(7) Uani d 1 . .
    H H39A 0.8821 0.2601 0.2994 0.063 Uiso calc 1 . .
    H H39B 0.8308 0.1817 0.3561 0.063 Uiso calc 1 . .
    H H39C 0.8387 0.3130 0.3694 0.063 Uiso calc 1 . .
    C C40 0.8695(2) 0.1069(3) 0.1046(2) 0.0593(10) Uani d 1 . .
    H H40A 0.9094 0.1485 0.1381 0.089 Uiso calc 1 . .
    H H40B 0.9056 0.0990 0.0608 0.089 Uiso calc 1 . .
    H H40C 0.8547 0.0329 0.1235 0.089 Uiso calc 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1 C1 . 1.436(3) ?
    O1 H1 . 0.88(2) ?
    O2 C13 . 1.229(3) ?
    O3 C26 . 1.222(3) ?
    O4 C25 . 1.377(3) ?
    O4 C39 . 1.421(3) ?
    O5 C38 . 1.353(4) ?
    O5 C40 . 1.439(4) ?
    C1 C7 . 1.527(3) ?
    C1 C6 . 1.536(3) ?
    C1 C2 . 1.549(3) ?
    C2 C13 . 1.525(3) ?
    C2 C3 . 1.550(3) ?
    C2 H2 . 1.0000 ?
    C3 C20 . 1.519(4) ?
    C3 C4 . 1.543(3) ?
    C3 H3 . 1.0000 ?
    C4 C26 . 1.523(3) ?
    C4 C5 . 1.548(3) ?
    C4 H4 . 1.0000 ?
    C5 C33 . 1.517(4) ?
    C5 C6 . 1.541(3) ?
    C5 H5 . 1.0000 ?
    C6 H6A . 0.9900 ?
    C6 H6B . 0.9900 ?
    C7 C8 . 1.392(3) ?
    C7 C12 . 1.393(3) ?
    C8 C9 . 1.387(4) ?
    C8 H8 . 0.9500 ?
    C9 C10 . 1.379(4) ?
    C9 H9 . 0.9500 ?
    C10 C11 . 1.379(4) ?
    C10 H10 . 0.9500 ?
    C11 C12 . 1.391(3) ?
    C11 H11 . 0.9500 ?
    C12 H12 . 0.9500 ?
    C13 C14 . 1.486(4) ?
    C14 C19 . 1.396(4) ?
    C14 C15 . 1.399(4) ?
    C15 C16 . 1.383(4) ?
    C15 H15 . 0.9500 ?
    C16 C17 . 1.387(4) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.387(4) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.388(4) ?
    C18 H18 . 0.9500 ?
    C19 H19 . 0.9500 ?
    C20 C21 . 1.392(4) ?
    C20 C25 . 1.399(4) ?
    C21 C22 . 1.386(4) ?
    C21 H21 . 0.9500 ?
    C22 C23 . 1.377(5) ?
    C22 H22 . 0.9500 ?
    C23 C24 . 1.388(5) ?
    C23 H23 . 0.9500 ?
    C24 C25 . 1.383(4) ?
    C24 H24 . 0.9500 ?
    C26 C27 . 1.497(4) ?
    C27 C32 . 1.385(4) ?
    C27 C28 . 1.395(4) ?
    C28 C29 . 1.382(4) ?
    C28 H28 . 0.9500 ?
    C29 C30 . 1.376(5) ?
    C29 H29 . 0.9500 ?
    C30 C31 . 1.374(4) ?
    C30 H30 . 0.9500 ?
    C31 C32 . 1.388(4) ?
    C31 H31 . 0.9500 ?
    C32 H32 . 0.9500 ?
    C33 C38 . 1.386(4) ?
    C33 C34 . 1.419(5) ?
    C34 C35 . 1.389(5) ?
    C34 H34 . 0.9500 ?
    C35 C36 . 1.357(6) ?
    C35 H35 . 0.9500 ?
    C36 C37 . 1.367(6) ?
    C36 H36 . 0.9500 ?
    C37 C38 . 1.419(5) ?
    C37 H37 . 0.9500 ?
    C39 H39A . 0.9800 ?
    C39 H39B . 0.9800 ?
    C39 H39C . 0.9800 ?
    C40 H40A . 0.9800 ?
    C40 H40B . 0.9800 ?
    C40 H40C . 0.9800 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C1 O1 H1 . . 108(3) ?
    C25 O4 C39 . . 117.8(2) ?
    C38 O5 C40 . . 118.1(3) ?
    O1 C1 C7 . . 110.94(18) ?
    O1 C1 C6 . . 105.99(19) ?
    C7 C1 C6 . . 112.2(2) ?
    O1 C1 C2 . . 110.2(2) ?
    C7 C1 C2 . . 108.59(19) ?
    C6 C1 C2 . . 108.93(19) ?
    C13 C2 C1 . . 112.37(19) ?
    C13 C2 C3 . . 107.48(19) ?
    C1 C2 C3 . . 111.52(19) ?
    C13 C2 H2 . . 108.5 ?
    C1 C2 H2 . . 108.5 ?
    C3 C2 H2 . . 108.5 ?
    C20 C3 C4 . . 114.5(2) ?
    C20 C3 C2 . . 111.06(19) ?
    C4 C3 C2 . . 109.96(19) ?
    C20 C3 H3 . . 107.0 ?
    C4 C3 H3 . . 107.0 ?
    C2 C3 H3 . . 107.0 ?
    C26 C4 C3 . . 106.51(19) ?
    C26 C4 C5 . . 110.85(19) ?
    C3 C4 C5 . . 109.88(19) ?
    C26 C4 H4 . . 109.8 ?
    C3 C4 H4 . . 109.8 ?
    C5 C4 H4 . . 109.8 ?
    C33 C5 C6 . . 113.6(2) ?
    C33 C5 C4 . . 112.6(2) ?
    C6 C5 C4 . . 110.37(19) ?
    C33 C5 H5 . . 106.6 ?
    C6 C5 H5 . . 106.6 ?
    C4 C5 H5 . . 106.6 ?
    C1 C6 C5 . . 111.8(2) ?
    C1 C6 H6A . . 109.2 ?
    C5 C6 H6A . . 109.2 ?
    C1 C6 H6B . . 109.2 ?
    C5 C6 H6B . . 109.2 ?
    H6A C6 H6B . . 107.9 ?
    C8 C7 C12 . . 118.2(2) ?
    C8 C7 C1 . . 121.1(2) ?
    C12 C7 C1 . . 120.7(2) ?
    C9 C8 C7 . . 120.8(2) ?
    C9 C8 H8 . . 119.6 ?
    C7 C8 H8 . . 119.6 ?
    C10 C9 C8 . . 120.4(2) ?
    C10 C9 H9 . . 119.8 ?
    C8 C9 H9 . . 119.8 ?
    C11 C10 C9 . . 119.6(2) ?
    C11 C10 H10 . . 120.2 ?
    C9 C10 H10 . . 120.2 ?
    C10 C11 C12 . . 120.3(2) ?
    C10 C11 H11 . . 119.9 ?
    C12 C11 H11 . . 119.9 ?
    C11 C12 C7 . . 120.7(2) ?
    C11 C12 H12 . . 119.6 ?
    C7 C12 H12 . . 119.6 ?
    O2 C13 C14 . . 120.3(2) ?
    O2 C13 C2 . . 119.9(2) ?
    C14 C13 C2 . . 119.6(2) ?
    C19 C14 C15 . . 118.9(2) ?
    C19 C14 C13 . . 122.6(2) ?
    C15 C14 C13 . . 118.5(2) ?
    C16 C15 C14 . . 120.9(2) ?
    C16 C15 H15 . . 119.5 ?
    C14 C15 H15 . . 119.5 ?
    C15 C16 C17 . . 119.5(3) ?
    C15 C16 H16 . . 120.2 ?
    C17 C16 H16 . . 120.2 ?
    C16 C17 C18 . . 120.4(3) ?
    C16 C17 H17 . . 119.8 ?
    C18 C17 H17 . . 119.8 ?
    C17 C18 C19 . . 120.1(2) ?
    C17 C18 H18 . . 120.0 ?
    C19 C18 H18 . . 120.0 ?
    C18 C19 C14 . . 120.2(2) ?
    C18 C19 H19 . . 119.9 ?
    C14 C19 H19 . . 119.9 ?
    C21 C20 C25 . . 117.8(2) ?
    C21 C20 C3 . . 119.0(2) ?
    C25 C20 C3 . . 122.9(2) ?
    C22 C21 C20 . . 121.5(3) ?
    C22 C21 H21 . . 119.3 ?
    C20 C21 H21 . . 119.3 ?
    C23 C22 C21 . . 119.3(3) ?
    C23 C22 H22 . . 120.3 ?
    C21 C22 H22 . . 120.3 ?
    C22 C23 C24 . . 120.7(3) ?
    C22 C23 H23 . . 119.6 ?
    C24 C23 H23 . . 119.6 ?
    C25 C24 C23 . . 119.4(3) ?
    C25 C24 H24 . . 120.3 ?
    C23 C24 H24 . . 120.3 ?
    O4 C25 C24 . . 123.0(3) ?
    O4 C25 C20 . . 115.7(2) ?
    C24 C25 C20 . . 121.2(3) ?
    O3 C26 C27 . . 120.3(2) ?
    O3 C26 C4 . . 119.3(2) ?
    C27 C26 C4 . . 120.3(2) ?
    C32 C27 C28 . . 118.5(2) ?
    C32 C27 C26 . . 123.2(2) ?
    C28 C27 C26 . . 118.3(2) ?
    C29 C28 C27 . . 120.4(3) ?
    C29 C28 H28 . . 119.8 ?
    C27 C28 H28 . . 119.8 ?
    C30 C29 C28 . . 120.6(3) ?
    C30 C29 H29 . . 119.7 ?
    C28 C29 H29 . . 119.7 ?
    C31 C30 C29 . . 119.5(3) ?
    C31 C30 H30 . . 120.2 ?
    C29 C30 H30 . . 120.2 ?
    C30 C31 C32 . . 120.3(3) ?
    C30 C31 H31 . . 119.8 ?
    C32 C31 H31 . . 119.8 ?
    C27 C32 C31 . . 120.7(2) ?
    C27 C32 H32 . . 119.7 ?
    C31 C32 H32 . . 119.7 ?
    C38 C33 C34 . . 118.7(3) ?
    C38 C33 C5 . . 123.4(3) ?
    C34 C33 C5 . . 117.9(3) ?
    C35 C34 C33 . . 120.5(4) ?
    C35 C34 H34 . . 119.7 ?
    C33 C34 H34 . . 119.7 ?
    C36 C35 C34 . . 119.2(4) ?
    C36 C35 H35 . . 120.4 ?
    C34 C35 H35 . . 120.4 ?
    C35 C36 C37 . . 122.6(3) ?
    C35 C36 H36 . . 118.7 ?
    C37 C36 H36 . . 118.7 ?
    C36 C37 C38 . . 119.1(4) ?
    C36 C37 H37 . . 120.4 ?
    C38 C37 H37 . . 120.4 ?
    O5 C38 C33 . . 116.7(3) ?
    O5 C38 C37 . . 123.4(3) ?
    C33 C38 C37 . . 119.8(3) ?
    O4 C39 H39A . . 109.5 ?
    O4 C39 H39B . . 109.5 ?
    H39A C39 H39B . . 109.5 ?
    O4 C39 H39C . . 109.5 ?
    H39A C39 H39C . . 109.5 ?
    H39B C39 H39C . . 109.5 ?
    O5 C40 H40A . . 109.5 ?
    O5 C40 H40B . . 109.5 ?
    H40A C40 H40B . . 109.5 ?
    O5 C40 H40C . . 109.5 ?
    H40A C40 H40C . . 109.5 ?
    H40B C40 H40C . . 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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O1 C1 C2 C13 . . . . -62.0(2) ?
    C7 C1 C2 C13 . . . . 59.7(2) ?
    C6 C1 C2 C13 . . . . -177.82(19) ?
    O1 C1 C2 C3 . . . . 58.8(2) ?
    C7 C1 C2 C3 . . . . -179.53(19) ?
    C6 C1 C2 C3 . . . . -57.1(2) ?
    C13 C2 C3 C20 . . . . -50.3(3) ?
    C1 C2 C3 C20 . . . . -173.9(2) ?
    C13 C2 C3 C4 . . . . -178.12(19) ?
    C1 C2 C3 C4 . . . . 58.3(3) ?
    C20 C3 C4 C26 . . . . 56.3(3) ?
    C2 C3 C4 C26 . . . . -177.80(19) ?
    C20 C3 C4 C5 . . . . 176.5(2) ?
    C2 C3 C4 C5 . . . . -57.7(2) ?
    C26 C4 C5 C33 . . . . -56.9(3) ?
    C3 C4 C5 C33 . . . . -174.3(2) ?
    C26 C4 C5 C6 . . . . 175.0(2) ?
    C3 C4 C5 C6 . . . . 57.6(3) ?
    O1 C1 C6 C5 . . . . -61.6(3) ?
    C7 C1 C6 C5 . . . . 177.2(2) ?
    C2 C1 C6 C5 . . . . 56.9(3) ?
    C33 C5 C6 C1 . . . . 174.4(2) ?
    C4 C5 C6 C1 . . . . -58.1(3) ?
    O1 C1 C7 C8 . . . . 0.5(3) ?
    C6 C1 C7 C8 . . . . 118.9(3) ?
    C2 C1 C7 C8 . . . . -120.7(3) ?
    O1 C1 C7 C12 . . . . 178.5(2) ?
    C6 C1 C7 C12 . . . . -63.2(3) ?
    C2 C1 C7 C12 . . . . 57.3(3) ?
    C12 C7 C8 C9 . . . . -1.0(4) ?
    C1 C7 C8 C9 . . . . 177.0(2) ?
    C7 C8 C9 C10 . . . . -0.3(5) ?
    C8 C9 C10 C11 . . . . 1.2(4) ?
    C9 C10 C11 C12 . . . . -0.8(4) ?
    C10 C11 C12 C7 . . . . -0.5(4) ?
    C8 C7 C12 C11 . . . . 1.4(4) ?
    C1 C7 C12 C11 . . . . -176.6(2) ?
    C1 C2 C13 O2 . . . . 47.2(3) ?
    C3 C2 C13 O2 . . . . -75.9(3) ?
    C1 C2 C13 C14 . . . . -137.7(2) ?
    C3 C2 C13 C14 . . . . 99.2(2) ?
    O2 C13 C14 C19 . . . . -157.0(2) ?
    C2 C13 C14 C19 . . . . 27.8(3) ?
    O2 C13 C14 C15 . . . . 25.3(3) ?
    C2 C13 C14 C15 . . . . -149.8(2) ?
    C19 C14 C15 C16 . . . . -0.7(4) ?
    C13 C14 C15 C16 . . . . 177.1(2) ?
    C14 C15 C16 C17 . . . . 1.0(4) ?
    C15 C16 C17 C18 . . . . -0.5(4) ?
    C16 C17 C18 C19 . . . . -0.4(4) ?
    C17 C18 C19 C14 . . . . 0.7(4) ?
    C15 C14 C19 C18 . . . . -0.2(4) ?
    C13 C14 C19 C18 . . . . -177.8(2) ?
    C4 C3 C20 C21 . . . . -121.5(2) ?
    C2 C3 C20 C21 . . . . 113.3(2) ?
    C4 C3 C20 C25 . . . . 64.1(3) ?
    C2 C3 C20 C25 . . . . -61.2(3) ?
    C25 C20 C21 C22 . . . . 3.0(4) ?
    C3 C20 C21 C22 . . . . -171.8(2) ?
    C20 C21 C22 C23 . . . . -0.3(4) ?
    C21 C22 C23 C24 . . . . -2.0(5) ?
    C22 C23 C24 C25 . . . . 1.5(5) ?
    C39 O4 C25 C24 . . . . 4.8(4) ?
    C39 O4 C25 C20 . . . . -178.1(2) ?
    C23 C24 C25 O4 . . . . 178.2(2) ?
    C23 C24 C25 C20 . . . . 1.3(4) ?
    C21 C20 C25 O4 . . . . 179.4(2) ?
    C3 C20 C25 O4 . . . . -6.1(3) ?
    C21 C20 C25 C24 . . . . -3.5(4) ?
    C3 C20 C25 C24 . . . . 171.0(2) ?
    C3 C4 C26 O3 . . . . 68.2(3) ?
    C5 C4 C26 O3 . . . . -51.3(3) ?
    C3 C4 C26 C27 . . . . -107.8(2) ?
    C5 C4 C26 C27 . . . . 132.7(2) ?
    O3 C26 C27 C32 . . . . 165.6(3) ?
    C4 C26 C27 C32 . . . . -18.4(4) ?
    O3 C26 C27 C28 . . . . -15.0(4) ?
    C4 C26 C27 C28 . . . . 161.0(3) ?
    C32 C27 C28 C29 . . . . -0.3(5) ?
    C26 C27 C28 C29 . . . . -179.8(3) ?
    C27 C28 C29 C30 . . . . -1.8(7) ?
    C28 C29 C30 C31 . . . . 2.3(6) ?
    C29 C30 C31 C32 . . . . -0.8(5) ?
    C28 C27 C32 C31 . . . . 1.9(4) ?
    C26 C27 C32 C31 . . . . -178.7(3) ?
    C30 C31 C32 C27 . . . . -1.3(4) ?
    C6 C5 C33 C38 . . . . 68.2(3) ?
    C4 C5 C33 C38 . . . . -58.2(3) ?
    C6 C5 C33 C34 . . . . -113.8(3) ?
    C4 C5 C33 C34 . . . . 119.9(3) ?
    C38 C33 C34 C35 . . . . 1.2(4) ?
    C5 C33 C34 C35 . . . . -176.9(3) ?
    C33 C34 C35 C36 . . . . -1.0(5) ?
    C34 C35 C36 C37 . . . . 0.6(5) ?
    C35 C36 C37 C38 . . . . -0.4(5) ?
    C40 O5 C38 C33 . . . . 164.2(3) ?
    C40 O5 C38 C37 . . . . -17.5(4) ?
    C34 C33 C38 O5 . . . . 177.3(2) ?
    C5 C33 C38 O5 . . . . -4.6(4) ?
    C34 C33 C38 C37 . . . . -1.0(4) ?
    C5 C33 C38 C37 . . . . 177.0(2) ?
    C36 C37 C38 O5 . . . . -177.6(3) ?
    C36 C37 C38 C33 . . . . 0.6(4) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    O1 H1 O2 . 0.88(2) 2.01(3) 2.753(3) 141(3)
    C2 H2 O4 . 1.00 2.42 3.033(3) 118.7
    C4 H4 O4 . 1.00 2.42 3.028(3) 118.2
    C4 H4 O5 . 1.00 2.41 3.009(3) 117.7
    C6 H6A O5 . 0.99 2.54 3.111(3) 116.8
    C40 H40C O3 3 0.98 2.45 3.172(4) 130.1
_shelxl_version_number        2.014
data_global
_journal_date_recd_electronic     2015-04-18
_journal_date_accepted     2015-05-21
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2015
_journal_volume     71
_journal_issue      6
_journal_page_first     491
_journal_page_last     498
_journal_paper_category     FA
_journal_paper_doi     10.1107/S2053229615009857
_journal_coeditor_code     BG2554
_publ_contact_author_name     'Mikhail E. Minyaev'
_publ_contact_author_address
;
A.V. Topchiev Institute of Petrochemical Synthesis
Russian Academy of Sciences
29 Leninsky prospect
119991 Moscow
Russia
;
_publ_contact_author_email     mminyaev@mail.ru
_publ_contact_author_fax     '+7-495-633-8520'
_publ_contact_author_phone     '+7-495-955-4159'
_publ_section_title
;\
Crystal structures of
(1RS,2SR,3RS,4SR,5RS)-2,4-dibenzoyl-1,3,5-\
triphenylcyclohexan-1-ol (1) chloroform semisolvate and
(1RS,2SR,3RS,4SR,5RS)-2,4-dibenzoyl-1-\
phenyl-3,5-bis(2-methoxyphenyl)cyclohexan-1-ol (2).
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Minyaev, Mikhail E.' .
;
A.V. Topchiev Institute of Petrochemical Synthesis
Russian Academy of Sciences
29 Leninsky prospect
119991 Moscow
Russian Federation
;
    'Roitershtein, Dmitrii M.' .
;
A.V. Topchiev Institute of Petrochemical Synthesis
Russian Academy of Sciences
29 Leninsky prospect
119991 Moscow
Russian Federation
;
    'Nifant'ev, Ilya E.' .
;
A.V. Topchiev Institute of Petrochemical Synthesis
Russian Academy of Sciences
29 Leninsky prospect
119991 Moscow
Russian Federation
;
    'Ananyev, Ivan V.' .
;
A.N. Nesmeyanov Institute of Organoelement Compounds
Russian Academy of Sciences
28 Vavilova Str.
117813 Moscow
Russian Federation
;
    'Minyaeva, Tatyana V.' .
;
High school `Moomintroll'
1 Volokolamskoye shosse
Moscow
Russian Federation
;
    'Mikhaylyev, Timofey A.' .
;
The Higher Chemical College of Russian Academy of Sciences
9 Miusskaya square
125047 Moscow
Russian Federation
;
_publ_section_synopsis
;
The crystal structures of two 2,4-dibenzoyl-1,3,5-triarylcyclohexan-1-ols have
been confirmed by NMR studies. One diastereomer of one of the cyclohexanols
possesses the same configuration as the other cyclohexanol. In both
cyclohexanols, the cyclohexane ring adopts a chair conformation with all bulky
groups (benzoyl, phenyl and 2-methoxyphenyl) in equatorial positions. The
molecules of both compounds display one intramolecular O---H...O hydrogen
bond. [OK?]
;
