# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_ha088
_database_code_depnum_ccdc_archive 'CCDC 2239290'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2023-02-01 deposited with the CCDC.	2023-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
(R,R)-(-)-2,3-dimethoxy-1,1,4,4-tetraphenylbutane-1,4-diol
;
_chemical_name_common            
;
2DMT/o-cresol
;
_chemical_melting_point          364.55
_chemical_formula_moiety         '2(C30 H30 O4), C7 H8 O'
_chemical_formula_sum            'C67 H68 O9'
_chemical_formula_weight         1017.21

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.3665(8)
_cell_length_b                   11.9235(6)
_cell_length_c                   14.1752(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.802(2)
_cell_angle_gamma                90
_cell_volume                     2761.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9890
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      28.35

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.629
_exptl_crystal_size_mid          0.333
_exptl_crystal_size_min          0.148
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9623
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            54587
_diffrn_reflns_av_unetI/netI     0.0128
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.114
_diffrn_reflns_theta_max         28.354
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6816
_reflns_number_gt                6283
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.904
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.991

_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       'Bruker Instrument Service v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;
Carbon-bound H atoms were placed in calculated positions and were included in
the refinement in the riding model approximation, with Uiso(H) set to
1.2 Ueq(C).

The H atoms of the methyl groups were allowed to rotate with a fixed angle
around the C---C bonds to best fit the experimental electron density (HFIX 137
in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(C).

The H atoms of the non-disordered hydroxyl groups were allowed to rotate with a
fixed angle around the C---O bonds to best fit the experimental electron density
(HFIX 147 in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(O). The hydrogen atoms of the disordered hydroxyl groups were
placed in calculated positions (HFIX 83 in the SHELXL program (Sheldrick,
2015)).

The o-cresol solvent/guest molecule is  disordered around a 2-fold rotational
axis. Residual electron density indicates that the solvent has additional
disorder orientations but attempts to include them were unsuccessful. The
disorder necessitated the use of various restraints and constraints: RIGU and
FLAT. The benzene ring was was forced into a regular hexagon with bond lengths
1.39 Å (AFIX 66 in the SHELXL program (Sheldrick, 2015)).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²+0.5192P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2801 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(12)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6816
_refine_ls_number_parameters     372
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0891
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.65566(7) 0.66493(9) 0.42556(9) 0.0324(2) Uani 1 1 d . . . . .
H1 H 0.640254 0.683203 0.364760 0.049 Uiso 1 1 calc R U . . .
O2 O 0.80832(7) 0.61553(11) 0.42012(8) 0.0352(3) Uani 1 1 d . . . . .
O3 O 0.64682(7) 0.62625(10) 0.23627(9) 0.0323(3) Uani 1 1 d . . . . .
O4 O 0.80407(7) 0.67611(9) 0.23998(9) 0.0329(3) Uani 1 1 d . . . . .
H4 H 0.817573 0.685538 0.302212 0.049 Uiso 1 1 calc R U . . .
C1 C 0.68101(9) 0.55071(12) 0.43585(11) 0.0253(3) Uani 1 1 d . . . . .
C2 C 0.74518(9) 0.53389(12) 0.38222(11) 0.0251(3) Uani 1 1 d . . . . .
H2 H 0.770158 0.457899 0.400437 0.030 Uiso 1 1 calc R U . . .
C3 C 0.70840(9) 0.54105(12) 0.26590(11) 0.0247(3) Uani 1 1 d . . . . .
H3 H 0.681934 0.467467 0.240240 0.030 Uiso 1 1 calc R U . . .
C4 C 0.77352(9) 0.56533(13) 0.21501(11) 0.0261(3) Uani 1 1 d . . . . .
C5 C 0.88414(11) 0.5734(2) 0.48951(15) 0.0517(5) Uani 1 1 d . . . . .
H5A H 0.904261 0.512129 0.458008 0.077 Uiso 1 1 calc R U . . .
H5B H 0.874978 0.545467 0.549873 0.077 Uiso 1 1 calc R U . . .
H5C H 0.924744 0.633834 0.507838 0.077 Uiso 1 1 calc R U . . .
C6 C 0.57036(10) 0.59295(19) 0.16325(14) 0.0440(5) Uani 1 1 d . . . . .
H6A H 0.579430 0.569346 0.101624 0.066 Uiso 1 1 calc R U . . .
H6B H 0.532214 0.656367 0.148552 0.066 Uiso 1 1 calc R U . . .
H6C H 0.547228 0.530409 0.189724 0.066 Uiso 1 1 calc R U . . .
C11 C 0.72172(9) 0.52898(13) 0.54817(12) 0.0264(3) Uani 1 1 d . . . . .
C12 C 0.74073(11) 0.61808(15) 0.61544(13) 0.0374(4) Uani 1 1 d . . . . .
H12 H 0.727173 0.692506 0.591718 0.045 Uiso 1 1 calc R U . . .
C13 C 0.77943(14) 0.59868(18) 0.71707(15) 0.0485(5) Uani 1 1 d . . . . .
H13 H 0.792646 0.660148 0.762372 0.058 Uiso 1 1 calc R U . . .
C14 C 0.79888(12) 0.49135(17) 0.75298(14) 0.0408(4) Uani 1 1 d . . . . .
H14 H 0.825266 0.478758 0.822708 0.049 Uiso 1 1 calc R U . . .
C15 C 0.77979(10) 0.40207(15) 0.68702(13) 0.0362(4) Uani 1 1 d . . . . .
H15 H 0.793133 0.327850 0.711461 0.043 Uiso 1 1 calc R U . . .
C16 C 0.74134(10) 0.42031(14) 0.58553(13) 0.0329(3) Uani 1 1 d . . . . .
H16 H 0.728133 0.358354 0.540753 0.039 Uiso 1 1 calc R U . . .
C21 C 0.60665(9) 0.47367(14) 0.39293(12) 0.0290(3) Uani 1 1 d . . . . .
C22 C 0.61193(11) 0.36684(15) 0.35528(14) 0.0371(4) Uani 1 1 d . . . . .
H22 H 0.663677 0.338361 0.357781 0.045 Uiso 1 1 calc R U . . .
C23 C 0.54217(14) 0.30181(17) 0.31417(17) 0.0508(5) Uani 1 1 d . . . . .
H23 H 0.546138 0.230134 0.286911 0.061 Uiso 1 1 calc R U . . .
C24 C 0.46695(13) 0.3413(2) 0.31290(18) 0.0576(6) Uani 1 1 d . . . . .
H24 H 0.419091 0.297393 0.283879 0.069 Uiso 1 1 calc R U . . .
C25 C 0.46171(12) 0.4447(2) 0.35396(17) 0.0538(6) Uani 1 1 d . . . . .
H25 H 0.410377 0.470499 0.355435 0.065 Uiso 1 1 calc R U . . .
C26 C 0.53073(10) 0.51135(17) 0.39312(14) 0.0380(4) Uani 1 1 d . . . . .
H26 H 0.526210 0.582960 0.420171 0.046 Uiso 1 1 calc R U . . .
C31 C 0.84414(9) 0.48053(14) 0.24710(11) 0.0283(3) Uani 1 1 d . . . . .
C32 C 0.92112(10) 0.51611(17) 0.24847(14) 0.0388(4) Uani 1 1 d . . . . .
H32 H 0.928238 0.590468 0.228789 0.047 Uiso 1 1 calc R U . . .
C33 C 0.98748(12) 0.4429(2) 0.27861(17) 0.0536(6) Uani 1 1 d . . . . .
H33 H 1.039470 0.467442 0.278423 0.064 Uiso 1 1 calc R U . . .
C34 C 0.97857(13) 0.3357(2) 0.30857(18) 0.0568(6) Uani 1 1 d . . . . .
H34 H 1.024587 0.287162 0.331231 0.068 Uiso 1 1 calc R U . . .
C35 C 0.90245(13) 0.29850(18) 0.30568(16) 0.0480(5) Uani 1 1 d . . . . .
H35 H 0.895867 0.223953 0.325348 0.058 Uiso 1 1 calc R U . . .
C36 C 0.83551(11) 0.37030(14) 0.27395(13) 0.0345(4) Uani 1 1 d . . . . .
H36 H 0.783082 0.343662 0.270562 0.041 Uiso 1 1 calc R U . . .
C41 C 0.73207(9) 0.56463(15) 0.10084(12) 0.0303(3) Uani 1 1 d . . . . .
C42 C 0.70804(12) 0.66501(17) 0.04973(14) 0.0419(4) Uani 1 1 d . . . . .
H42 H 0.718708 0.733861 0.085564 0.050 Uiso 1 1 calc R U . . .
C43 C 0.66843(14) 0.6655(2) -0.05365(16) 0.0534(5) Uani 1 1 d . . . . .
H43 H 0.651963 0.734654 -0.087897 0.064 Uiso 1 1 calc R U . . .
C44 C 0.65303(13) 0.5665(2) -0.10641(14) 0.0530(5) Uani 1 1 d . . . . .
H44 H 0.626237 0.567060 -0.177006 0.064 Uiso 1 1 calc R U . . .
C45 C 0.67661(13) 0.4664(2) -0.05646(15) 0.0511(5) Uani 1 1 d . . . . .
H45 H 0.665840 0.397830 -0.092772 0.061 Uiso 1 1 calc R U . . .
C46 C 0.71604(11) 0.46508(18) 0.04663(14) 0.0410(4) Uani 1 1 d . . . . .
H46 H 0.732184 0.395631 0.080390 0.049 Uiso 1 1 calc R U . . .
O5 O 0.3891(3) -0.0282(5) 0.0092(3) 0.0819(12) Uani 0.5 1 d . . P A -1
H5 H 0.344546 0.000805 0.007214 0.123 Uiso 0.5 1 calc R U P A -1
C51 C 0.4416(2) 0.0522(3) 0.0069(3) 0.0564(17) Uani 0.5 1 d G . P A -1
C52 C 0.5159(3) 0.0222(3) -0.0029(6) 0.0556(16) Uani 0.5 1 d G . P A -1
C53 C 0.5716(3) 0.1047(4) -0.0056(5) 0.064(2) Uani 0.5 1 d G . P A -1
H53 H 0.622375 0.084258 -0.012395 0.077 Uiso 0.5 1 calc R U P A -1
C54 C 0.5531(3) 0.2171(4) 0.0015(7) 0.086(3) Uani 0.5 1 d G . P A -1
H54 H 0.591262 0.273509 -0.000354 0.103 Uiso 0.5 1 calc R U P A -1
C55 C 0.4789(3) 0.2471(3) 0.0114(8) 0.095(3) Uani 0.5 1 d G . P A -1
H55 H 0.466261 0.323905 0.016267 0.114 Uiso 0.5 1 calc R U P A -1
C56 C 0.4231(2) 0.1646(4) 0.0141(5) 0.083(3) Uani 0.5 1 d G . P A -1
H56 H 0.372374 0.185050 0.020846 0.099 Uiso 0.5 1 calc R U P A -1
C57 C 0.5334(5) -0.0975(6) -0.0095(6) 0.101(3) Uani 0.5 1 d . . P A -1
H57A H 0.576491 -0.106110 -0.039115 0.151 Uiso 0.5 1 calc R U P A -1
H57B H 0.483696 -0.135854 -0.051584 0.151 Uiso 0.5 1 calc R U P A -1
H57C H 0.551618 -0.130464 0.057818 0.151 Uiso 0.5 1 calc R U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4234(18) . ?
O1 H1 0.8400 . ?
O2 C2 1.4282(17) . ?
O2 C5 1.441(2) . ?
O3 C3 1.4311(18) . ?
O3 C6 1.436(2) . ?
O4 C4 1.4228(18) . ?
O4 H4 0.8400 . ?
C1 C11 1.529(2) . ?
C1 C21 1.533(2) . ?
C1 C2 1.560(2) . ?
C2 C3 1.556(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.561(2) . ?
C3 H3 1.0000 . ?
C4 C41 1.532(2) . ?
C4 C31 1.535(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C11 C12 1.390(2) . ?
C11 C16 1.398(2) . ?
C12 C13 1.387(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.376(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.383(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.394(2) . ?
C21 C22 1.396(2) . ?
C22 C23 1.389(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.383(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.379(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C36 1.391(2) . ?
C31 C32 1.396(2) . ?
C32 C33 1.392(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.373(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.382(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.390(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.388(3) . ?
C41 C46 1.390(3) . ?
C42 C43 1.392(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.375(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.377(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.388(3) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
O5 C51 1.330(5) . ?
O5 H5 0.8400 . ?
C51 C52 1.3900 . ?
C51 C56 1.3900 . ?
C52 C53 1.3900 . ?
C52 C57 1.469(8) . ?
C53 C54 1.3900 . ?
C53 H53 0.9500 . ?
C54 C55 1.3900 . ?
C54 H54 0.9500 . ?
C55 C56 1.3900 . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C2 O2 C5 115.25(15) . . ?
C3 O3 C6 115.59(14) . . ?
C4 O4 H4 109.5 . . ?
O1 C1 C11 106.65(12) . . ?
O1 C1 C21 110.06(12) . . ?
C11 C1 C21 109.99(12) . . ?
O1 C1 C2 108.67(12) . . ?
C11 C1 C2 109.32(12) . . ?
C21 C1 C2 111.99(12) . . ?
O2 C2 C3 110.39(11) . . ?
O2 C2 C1 108.26(12) . . ?
C3 C2 C1 113.88(12) . . ?
O2 C2 H2 108.0 . . ?
C3 C2 H2 108.0 . . ?
C1 C2 H2 108.0 . . ?
O3 C3 C2 110.34(11) . . ?
O3 C3 C4 108.61(12) . . ?
C2 C3 C4 113.48(12) . . ?
O3 C3 H3 108.1 . . ?
C2 C3 H3 108.1 . . ?
C4 C3 H3 108.1 . . ?
O4 C4 C41 105.66(12) . . ?
O4 C4 C31 110.16(12) . . ?
C41 C4 C31 110.59(12) . . ?
O4 C4 C3 108.95(12) . . ?
C41 C4 C3 109.41(12) . . ?
C31 C4 C3 111.86(12) . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3 C6 H6A 109.5 . . ?
O3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 118.53(15) . . ?
C12 C11 C1 120.21(14) . . ?
C16 C11 C1 121.26(14) . . ?
C13 C12 C11 120.25(16) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 120.73(17) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 119.58(17) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.25(16) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.65(15) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C26 C21 C22 118.66(16) . . ?
C26 C21 C1 118.45(16) . . ?
C22 C21 C1 122.88(14) . . ?
C23 C22 C21 120.57(18) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 119.73(18) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 120.61(19) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 120.26(19) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C36 C31 C32 118.35(16) . . ?
C36 C31 C4 123.67(14) . . ?
C32 C31 C4 117.98(15) . . ?
C33 C32 C31 120.18(19) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C32 120.70(19) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.78(19) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C35 C36 119.9(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 120.98(17) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C42 C41 C46 118.64(15) . . ?
C42 C41 C4 119.81(15) . . ?
C46 C41 C4 121.53(15) . . ?
C41 C42 C43 120.49(19) . . ?
C41 C42 H42 119.8 . . ?
C43 C42 H42 119.8 . . ?
C44 C43 C42 120.3(2) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 119.71(18) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C44 C45 C46 120.4(2) . . ?
C44 C45 H45 119.8 . . ?
C46 C45 H45 119.8 . . ?
C45 C46 C41 120.51(19) . . ?
C45 C46 H46 119.7 . . ?
C41 C46 H46 119.7 . . ?
C51 O5 H5 109.5 . . ?
O5 C51 C52 118.9(3) . . ?
O5 C51 C56 121.1(3) . . ?
C52 C51 C56 120.0 . . ?
C53 C52 C51 120.0 . . ?
C53 C52 C57 121.6(4) . . ?
C51 C52 C57 118.4(4) . . ?
C52 C53 C54 120.0 . . ?
C52 C53 H53 120.0 . . ?
C54 C53 H53 120.0 . . ?
C55 C54 C53 120.0 . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
C54 C55 C56 120.0 . . ?
C54 C55 H55 120.0 . . ?
C56 C55 H55 120.0 . . ?
C55 C56 C51 120.0 . . ?
C55 C56 H56 120.0 . . ?
C51 C56 H56 120.0 . . ?
C52 C57 H57A 109.5 . . ?
C52 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C52 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 O2 C2 C3 -130.10(14) . . . . ?
C5 O2 C2 C1 104.63(15) . . . . ?
O1 C1 C2 O2 52.92(15) . . . . ?
C11 C1 C2 O2 -63.13(15) . . . . ?
C21 C1 C2 O2 174.71(12) . . . . ?
O1 C1 C2 C3 -70.27(15) . . . . ?
C11 C1 C2 C3 173.68(12) . . . . ?
C21 C1 C2 C3 51.52(16) . . . . ?
C6 O3 C3 C2 -130.23(14) . . . . ?
C6 O3 C3 C4 104.80(15) . . . . ?
O2 C2 C3 O3 -83.97(15) . . . . ?
C1 C2 C3 O3 38.05(15) . . . . ?
O2 C2 C3 C4 38.18(16) . . . . ?
C1 C2 C3 C4 160.20(12) . . . . ?
O3 C3 C4 O4 55.23(15) . . . . ?
C2 C3 C4 O4 -67.87(15) . . . . ?
O3 C3 C4 C41 -59.83(16) . . . . ?
C2 C3 C4 C41 177.06(12) . . . . ?
O3 C3 C4 C31 177.27(12) . . . . ?
C2 C3 C4 C31 54.16(16) . . . . ?
O1 C1 C11 C12 -11.45(19) . . . . ?
C21 C1 C11 C12 -130.78(15) . . . . ?
C2 C1 C11 C12 105.87(16) . . . . ?
O1 C1 C11 C16 169.16(14) . . . . ?
C21 C1 C11 C16 49.83(19) . . . . ?
C2 C1 C11 C16 -73.51(17) . . . . ?
C16 C11 C12 C13 0.9(3) . . . . ?
C1 C11 C12 C13 -178.46(17) . . . . ?
C11 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
C14 C15 C16 C11 0.4(3) . . . . ?
C12 C11 C16 C15 -0.8(2) . . . . ?
C1 C11 C16 C15 178.55(14) . . . . ?
O1 C1 C21 C26 -27.7(2) . . . . ?
C11 C1 C21 C26 89.56(17) . . . . ?
C2 C1 C21 C26 -148.66(14) . . . . ?
O1 C1 C21 C22 153.45(15) . . . . ?
C11 C1 C21 C22 -89.33(17) . . . . ?
C2 C1 C21 C22 32.4(2) . . . . ?
C26 C21 C22 C23 3.2(3) . . . . ?
C1 C21 C22 C23 -177.87(17) . . . . ?
C21 C22 C23 C24 -1.9(3) . . . . ?
C22 C23 C24 C25 -1.0(3) . . . . ?
C23 C24 C25 C26 2.5(3) . . . . ?
C24 C25 C26 C21 -1.1(3) . . . . ?
C22 C21 C26 C25 -1.8(3) . . . . ?
C1 C21 C26 C25 179.30(16) . . . . ?
O4 C4 C31 C36 151.11(15) . . . . ?
C41 C4 C31 C36 -92.45(17) . . . . ?
C3 C4 C31 C36 29.8(2) . . . . ?
O4 C4 C31 C32 -29.46(19) . . . . ?
C41 C4 C31 C32 86.98(17) . . . . ?
C3 C4 C31 C32 -150.80(14) . . . . ?
C36 C31 C32 C33 -1.6(3) . . . . ?
C4 C31 C32 C33 178.94(16) . . . . ?
C31 C32 C33 C34 -0.9(3) . . . . ?
C32 C33 C34 C35 2.2(3) . . . . ?
C33 C34 C35 C36 -1.0(3) . . . . ?
C34 C35 C36 C31 -1.5(3) . . . . ?
C32 C31 C36 C35 2.8(2) . . . . ?
C4 C31 C36 C35 -177.77(16) . . . . ?
O4 C4 C41 C42 -20.20(19) . . . . ?
C31 C4 C41 C42 -139.39(16) . . . . ?
C3 C4 C41 C42 96.96(17) . . . . ?
O4 C4 C41 C46 161.25(14) . . . . ?
C31 C4 C41 C46 42.06(19) . . . . ?
C3 C4 C41 C46 -81.59(18) . . . . ?
C46 C41 C42 C43 0.2(3) . . . . ?
C4 C41 C42 C43 -178.34(17) . . . . ?
C41 C42 C43 C44 -0.3(3) . . . . ?
C42 C43 C44 C45 0.3(3) . . . . ?
C43 C44 C45 C46 -0.2(3) . . . . ?
C44 C45 C46 C41 0.1(3) . . . . ?
C42 C41 C46 C45 -0.2(3) . . . . ?
C4 C41 C46 C45 178.41(17) . . . . ?
O5 C51 C52 C53 179.9(4) . . . . ?
C56 C51 C52 C53 0.0 . . . . ?
O5 C51 C52 C57 -0.6(6) . . . . ?
C56 C51 C52 C57 179.5(8) . . . . ?
C51 C52 C53 C54 0.0 . . . . ?
C57 C52 C53 C54 -179.5(8) . . . . ?
C52 C53 C54 C55 0.0 . . . . ?
C53 C54 C55 C56 0.0 . . . . ?
C54 C55 C56 C51 0.0 . . . . ?
O5 C51 C56 C55 -179.9(5) . . . . ?
C52 C51 C56 C55 0.0 . . . . ?

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
O1 H1 O3 0.84 1.98 2.6752(17) 139 . yes
O4 H4 O2 0.84 1.92 2.6306(17) 141 . yes
C12 H12 O1 0.95 2.28 2.654(2) 102 . yes
C14 H14 O5 0.95 2.50 3.442(4) 172 3_556 yes
C24 H24 O4 0.95 2.37 3.312(2) 170 3_445 yes
C26 H26 O1 0.95 2.43 2.756(2) 100 . yes
C32 H32 O4 0.95 2.44 2.760(2) 100 . yes
C42 H42 O4 0.95 2.29 2.650(2) 101 . yes

_refine_diff_density_max         0.215
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.030


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: o-cresol'
####################################################################### 
# 
# 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_ha081
_database_code_depnum_ccdc_archive 'CCDC 2239291'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2023-02-01 deposited with the CCDC.	2023-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
(R,R)-(-)-2,3-dimethoxy-1,1,4,4-tetraphenylbutane-1,4-diol
;
_chemical_name_common            
;
2DMT/m-cresol
;
_chemical_melting_point          353.35
_chemical_formula_moiety         '2(C30 H30 O4), C7 H8 O'
_chemical_formula_sum            'C67 H68 O9'
_chemical_formula_weight         1017.21

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.3219(9)
_cell_length_b                   12.0646(6)
_cell_length_c                   14.1378(7)
_cell_angle_alpha                90
_cell_angle_beta                 110.136(2)
_cell_angle_gamma                90
_cell_volume                     2774.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9897
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.12

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.624
_exptl_crystal_size_mid          0.395
_exptl_crystal_size_min          0.274
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9218
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            22385
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.102
_diffrn_reflns_theta_max         28.362
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_point_group_measured_fraction_full 0.958
_reflns_number_total             6398
_reflns_number_gt                5667
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.774
_reflns_Friedel_fraction_max     0.846
_reflns_Friedel_fraction_full    0.914

_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       'Bruker Instrument Service v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;
Carbon-bound H atoms were placed in calculated positions and were included in
the refinement in the riding model approximation, with Uiso(H) set to
1.2 Ueq(C).

The H atoms of the methyl groups were allowed to rotate with a fixed angle
around the C---C bonds to best fit the experimental electron density (HFIX 137
in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(C).

The H atoms of the non-disordered hydroxyl groups were allowed to rotate with a
fixed angle around the C---O bonds to best fit the experimental electron density
(HFIX 147 in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(O). The hydrogen atoms of the disordered hydroxyl groups were
placed in calculated positions (HFIX 83 in the SHELXL program (Sheldrick,
2015)).

The m-cresol solvent/guest molecule is  disordered around a 2-fold rotational
axis. Residual electron density indicates that the solvent has additional
disorder orientations but attempts to include them were unsuccessful. The
disorder necessitated the use of various restraints and constraints: RIGU and
FLAT. The benzene ring was was forced into a regular hexagon with bond lengths
1.39 Å (AFIX 66 in the SHELXL program (Sheldrick, 2015)).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0544P)²+0.4095P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2313 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6398
_refine_ls_number_parameters     372
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0931
_refine_ls_wR_factor_gt          0.0886
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.65600(8) 0.66314(11) 0.42779(10) 0.0345(3) Uani 1 1 d . . . . .
H1 H 0.641032 0.681943 0.366922 0.052 Uiso 1 1 calc R U . . .
O2 O 0.80973(7) 0.61481(12) 0.42415(9) 0.0367(3) Uani 1 1 d . . . . .
O3 O 0.64810(7) 0.62825(11) 0.23811(9) 0.0338(3) Uani 1 1 d . . . . .
O4 O 0.80750(8) 0.67451(11) 0.24467(10) 0.0348(3) Uani 1 1 d . . . . .
H4 H 0.823486 0.681520 0.307592 0.052 Uiso 1 1 calc R U . . .
C1 C 0.68137(10) 0.55037(15) 0.43749(12) 0.0264(3) Uani 1 1 d . . . . .
C2 C 0.74613(10) 0.53455(14) 0.38451(12) 0.0259(3) Uani 1 1 d . . . . .
H2 H 0.771030 0.459241 0.402283 0.031 Uiso 1 1 calc R U . . .
C3 C 0.70931(10) 0.54295(14) 0.26773(12) 0.0256(3) Uani 1 1 d . . . . .
H3 H 0.681984 0.470788 0.241274 0.031 Uiso 1 1 calc R U . . .
C4 C 0.77489(10) 0.56574(15) 0.21747(12) 0.0271(3) Uani 1 1 d . . . . .
C5 C 0.88559(12) 0.5724(3) 0.49378(15) 0.0543(6) Uani 1 1 d . . . . .
H5A H 0.904917 0.510988 0.462412 0.081 Uiso 1 1 calc R U . . .
H5B H 0.876586 0.545929 0.554683 0.081 Uiso 1 1 calc R U . . .
H5C H 0.926967 0.631470 0.511700 0.081 Uiso 1 1 calc R U . . .
C6 C 0.57107(11) 0.5965(2) 0.16402(15) 0.0450(5) Uani 1 1 d . . . . .
H6A H 0.579042 0.581203 0.099923 0.068 Uiso 1 1 calc R U . . .
H6B H 0.531249 0.656774 0.154810 0.068 Uiso 1 1 calc R U . . .
H6C H 0.550352 0.529703 0.186779 0.068 Uiso 1 1 calc R U . . .
C11 C 0.72212(10) 0.52759(15) 0.55038(13) 0.0277(4) Uani 1 1 d . . . . .
C12 C 0.74179(12) 0.61519(18) 0.61830(14) 0.0387(4) Uani 1 1 d . . . . .
H12 H 0.729015 0.689009 0.594707 0.046 Uiso 1 1 calc R U . . .
C13 C 0.78005(15) 0.5952(2) 0.72055(16) 0.0505(6) Uani 1 1 d . . . . .
H13 H 0.793830 0.655668 0.766410 0.061 Uiso 1 1 calc R U . . .
C14 C 0.79820(14) 0.4888(2) 0.75611(15) 0.0434(5) Uani 1 1 d . . . . .
H14 H 0.823958 0.475690 0.826236 0.052 Uiso 1 1 calc R U . . .
C15 C 0.77878(11) 0.40114(18) 0.68933(15) 0.0380(4) Uani 1 1 d . . . . .
H15 H 0.791456 0.327499 0.713479 0.046 Uiso 1 1 calc R U . . .
C16 C 0.74094(11) 0.42028(16) 0.58741(14) 0.0336(4) Uani 1 1 d . . . . .
H16 H 0.727582 0.359424 0.542001 0.040 Uiso 1 1 calc R U . . .
C21 C 0.60673(10) 0.47424(16) 0.39286(12) 0.0301(4) Uani 1 1 d . . . . .
C22 C 0.61222(12) 0.36916(18) 0.35499(15) 0.0389(4) Uani 1 1 d . . . . .
H22 H 0.664289 0.341023 0.358227 0.047 Uiso 1 1 calc R U . . .
C23 C 0.54212(15) 0.3052(2) 0.31251(17) 0.0534(6) Uani 1 1 d . . . . .
H23 H 0.546285 0.234396 0.285172 0.064 Uiso 1 1 calc R U . . .
C24 C 0.46666(15) 0.3438(2) 0.30987(19) 0.0614(8) Uani 1 1 d . . . . .
H24 H 0.418623 0.300547 0.279662 0.074 Uiso 1 1 calc R U . . .
C25 C 0.46116(13) 0.4452(3) 0.35111(18) 0.0568(7) Uani 1 1 d . . . . .
H25 H 0.409405 0.470613 0.351674 0.068 Uiso 1 1 calc R U . . .
C26 C 0.53029(11) 0.51104(19) 0.39194(15) 0.0406(5) Uani 1 1 d . . . . .
H26 H 0.525498 0.581505 0.419392 0.049 Uiso 1 1 calc R U . . .
C31 C 0.84421(10) 0.48021(16) 0.24850(12) 0.0293(4) Uani 1 1 d . . . . .
C32 C 0.92203(11) 0.51260(19) 0.24991(15) 0.0405(5) Uani 1 1 d . . . . .
H32 H 0.930445 0.586061 0.231284 0.049 Uiso 1 1 calc R U . . .
C33 C 0.98708(13) 0.4383(2) 0.27829(19) 0.0544(6) Uani 1 1 d . . . . .
H33 H 1.039401 0.460869 0.277496 0.065 Uiso 1 1 calc R U . . .
C34 C 0.97670(15) 0.3326(2) 0.30746(19) 0.0587(7) Uani 1 1 d . . . . .
H34 H 1.022182 0.283323 0.329563 0.070 Uiso 1 1 calc R U . . .
C35 C 0.90038(15) 0.2982(2) 0.30467(16) 0.0485(5) Uani 1 1 d . . . . .
H35 H 0.892798 0.224561 0.323593 0.058 Uiso 1 1 calc R U . . .
C36 C 0.83399(12) 0.37128(17) 0.27406(14) 0.0351(4) Uani 1 1 d . . . . .
H36 H 0.781084 0.346308 0.270635 0.042 Uiso 1 1 calc R U . . .
C41 C 0.73279(11) 0.56816(18) 0.10276(13) 0.0320(4) Uani 1 1 d . . . . .
C42 C 0.71177(13) 0.6686(2) 0.05309(15) 0.0434(5) Uani 1 1 d . . . . .
H42 H 0.725155 0.735843 0.090145 0.052 Uiso 1 1 calc R U . . .
C43 C 0.67117(15) 0.6719(2) -0.05073(17) 0.0552(6) Uani 1 1 d . . . . .
H43 H 0.656808 0.741210 -0.084022 0.066 Uiso 1 1 calc R U . . .
C44 C 0.65183(14) 0.5753(2) -0.10509(15) 0.0546(6) Uani 1 1 d . . . . .
H44 H 0.624486 0.577652 -0.175967 0.066 Uiso 1 1 calc R U . . .
C45 C 0.67231(14) 0.4750(2) -0.05628(17) 0.0548(6) Uani 1 1 d . . . . .
H45 H 0.658613 0.408037 -0.093648 0.066 Uiso 1 1 calc R U . . .
C46 C 0.71287(13) 0.4713(2) 0.04722(15) 0.0445(5) Uani 1 1 d . . . . .
H46 H 0.727029 0.401698 0.080115 0.053 Uiso 1 1 calc R U . . .
O5 O 0.3701(4) 0.2253(5) 0.0096(7) 0.148(3) Uani 0.5 1 d . . P A -1
H5 H 0.378064 0.293276 0.004026 0.222 Uiso 0.5 1 calc R U P A -1
C51 C 0.4352(7) 0.1669(7) 0.0033(10) 0.065(2) Uani 0.5 1 d G . P A -1
C52 C 0.4441(4) 0.0523(6) 0.0077(8) 0.0522(18) Uani 0.5 1 d G . P A -1
H52 H 0.402118 0.006960 0.016248 0.063 Uiso 0.5 1 calc R U P A -1
C53 C 0.5144(5) 0.0040(3) -0.0005(11) 0.051(2) Uani 0.5 1 d G . P A -1
C54 C 0.5757(5) 0.0703(8) -0.0131(11) 0.062(2) Uani 0.5 1 d G . P A -1
H54 H 0.623777 0.037345 -0.018698 0.074 Uiso 0.5 1 calc R U P A -1
C55 C 0.5668(8) 0.1849(7) -0.0175(12) 0.093(4) Uani 0.5 1 d G . P A -1
H55 H 0.608772 0.230239 -0.026065 0.112 Uiso 0.5 1 calc R U P A -1
C56 C 0.4965(10) 0.2332(3) -0.0093(14) 0.094(3) Uani 0.5 1 d G . P A -1
H56 H 0.490440 0.311495 -0.012276 0.112 Uiso 0.5 1 calc R U P A -1
C57 C 0.5149(14) -0.1214(6) 0.0111(16) 0.115(6) Uani 0.5 1 d . . P A -1
H57A H 0.550748 -0.154396 -0.021790 0.173 Uiso 0.5 1 calc R U P A -1
H57B H 0.458874 -0.150021 -0.020171 0.173 Uiso 0.5 1 calc R U P A -1
H57C H 0.535330 -0.140574 0.082880 0.173 Uiso 0.5 1 calc R U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.422(2) . ?
O1 H1 0.8400 . ?
O2 C2 1.428(2) . ?
O2 C5 1.438(2) . ?
O3 C3 1.433(2) . ?
O3 C6 1.436(2) . ?
O4 C4 1.428(2) . ?
O4 H4 0.8400 . ?
C1 C11 1.531(2) . ?
C1 C21 1.533(2) . ?
C1 C2 1.560(2) . ?
C2 C3 1.555(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.558(2) . ?
C3 H3 1.0000 . ?
C4 C31 1.529(2) . ?
C4 C41 1.532(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C11 C12 1.389(3) . ?
C11 C16 1.392(3) . ?
C12 C13 1.388(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.380(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.392(3) . ?
C21 C26 1.392(3) . ?
C22 C23 1.389(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.373(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C36 1.390(3) . ?
C31 C32 1.397(3) . ?
C32 C33 1.387(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.371(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.373(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.394(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C46 1.384(3) . ?
C41 C42 1.385(3) . ?
C42 C43 1.393(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.372(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.378(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.389(3) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
O5 C51 1.358(9) . ?
O5 H5 0.8400 . ?
C51 C52 1.3900 . ?
C51 C56 1.3900 . ?
C52 C53 1.3900 . ?
C52 H52 0.9500 . ?
C53 C54 1.3900 . ?
C53 C57 1.522(9) . ?
C54 C55 1.3900 . ?
C54 H54 0.9500 . ?
C55 C56 1.3900 . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C2 O2 C5 115.29(17) . . ?
C3 O3 C6 115.44(15) . . ?
C4 O4 H4 109.5 . . ?
O1 C1 C11 106.77(13) . . ?
O1 C1 C21 110.16(14) . . ?
C11 C1 C21 110.00(13) . . ?
O1 C1 C2 108.67(13) . . ?
C11 C1 C2 109.19(13) . . ?
C21 C1 C2 111.90(13) . . ?
O2 C2 C3 110.57(13) . . ?
O2 C2 C1 108.28(13) . . ?
C3 C2 C1 113.69(13) . . ?
O2 C2 H2 108.0 . . ?
C3 C2 H2 108.0 . . ?
C1 C2 H2 108.0 . . ?
O3 C3 C2 110.42(13) . . ?
O3 C3 C4 108.81(13) . . ?
C2 C3 C4 113.50(13) . . ?
O3 C3 H3 108.0 . . ?
C2 C3 H3 108.0 . . ?
C4 C3 H3 108.0 . . ?
O4 C4 C31 110.13(13) . . ?
O4 C4 C41 105.52(14) . . ?
C31 C4 C41 110.93(14) . . ?
O4 C4 C3 108.81(13) . . ?
C31 C4 C3 111.97(14) . . ?
C41 C4 C3 109.27(13) . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3 C6 H6A 109.5 . . ?
O3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 118.52(17) . . ?
C12 C11 C1 119.95(16) . . ?
C16 C11 C1 121.53(15) . . ?
C13 C12 C11 120.22(19) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 120.64(19) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.62(18) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.12(19) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.87(18) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C22 C21 C26 118.51(18) . . ?
C22 C21 C1 122.97(16) . . ?
C26 C21 C1 118.50(18) . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 119.6(2) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.7(2) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 C21 120.2(2) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C36 C31 C32 117.98(18) . . ?
C36 C31 C4 123.72(16) . . ?
C32 C31 C4 118.29(17) . . ?
C33 C32 C31 120.5(2) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C32 120.7(2) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.8(2) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C35 C36 120.0(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C31 C36 C35 120.87(19) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C46 C41 C42 118.72(17) . . ?
C46 C41 C4 121.29(18) . . ?
C42 C41 C4 119.96(17) . . ?
C41 C42 C43 120.6(2) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 H42 119.7 . . ?
C44 C43 C42 120.2(2) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 119.61(19) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C44 C45 C46 120.4(2) . . ?
C44 C45 H45 119.8 . . ?
C46 C45 H45 119.8 . . ?
C41 C46 C45 120.5(2) . . ?
C41 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C51 O5 H5 109.5 . . ?
O5 C51 C52 126.5(9) . . ?
O5 C51 C56 113.5(9) . . ?
C52 C51 C56 120.0 . . ?
C53 C52 C51 120.0 . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C52 C53 C54 120.0 . . ?
C52 C53 C57 112.3(10) . . ?
C54 C53 C57 127.6(10) . . ?
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 . . ?
C53 C57 H57A 109.5 . . ?
C53 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C53 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 O2 C2 C3 -130.02(15) . . . . ?
C5 O2 C2 C1 104.82(17) . . . . ?
O1 C1 C2 O2 53.08(17) . . . . ?
C11 C1 C2 O2 -63.03(17) . . . . ?
C21 C1 C2 O2 174.95(14) . . . . ?
O1 C1 C2 C3 -70.22(17) . . . . ?
C11 C1 C2 C3 173.67(14) . . . . ?
C21 C1 C2 C3 51.65(19) . . . . ?
C6 O3 C3 C2 -130.15(15) . . . . ?
C6 O3 C3 C4 104.66(16) . . . . ?
O2 C2 C3 O3 -83.35(17) . . . . ?
C1 C2 C3 O3 38.69(18) . . . . ?
O2 C2 C3 C4 39.14(18) . . . . ?
C1 C2 C3 C4 161.18(15) . . . . ?
O3 C3 C4 O4 56.02(16) . . . . ?
C2 C3 C4 O4 -67.35(17) . . . . ?
O3 C3 C4 C31 177.98(13) . . . . ?
C2 C3 C4 C31 54.61(18) . . . . ?
O3 C3 C4 C41 -58.72(18) . . . . ?
C2 C3 C4 C41 177.91(14) . . . . ?
O1 C1 C11 C12 -12.1(2) . . . . ?
C21 C1 C11 C12 -131.61(17) . . . . ?
C2 C1 C11 C12 105.23(18) . . . . ?
O1 C1 C11 C16 168.47(15) . . . . ?
C21 C1 C11 C16 48.9(2) . . . . ?
C2 C1 C11 C16 -74.2(2) . . . . ?
C16 C11 C12 C13 0.6(3) . . . . ?
C1 C11 C12 C13 -178.86(19) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C14 C15 C16 C11 0.3(3) . . . . ?
C12 C11 C16 C15 -0.4(3) . . . . ?
C1 C11 C16 C15 179.06(16) . . . . ?
O1 C1 C21 C22 153.78(16) . . . . ?
C11 C1 C21 C22 -88.78(19) . . . . ?
C2 C1 C21 C22 32.8(2) . . . . ?
O1 C1 C21 C26 -27.5(2) . . . . ?
C11 C1 C21 C26 89.96(19) . . . . ?
C2 C1 C21 C26 -148.49(16) . . . . ?
C26 C21 C22 C23 3.3(3) . . . . ?
C1 C21 C22 C23 -177.94(17) . . . . ?
C21 C22 C23 C24 -1.8(3) . . . . ?
C22 C23 C24 C25 -1.2(3) . . . . ?
C23 C24 C25 C26 2.5(3) . . . . ?
C24 C25 C26 C21 -0.9(3) . . . . ?
C22 C21 C26 C25 -2.0(3) . . . . ?
C1 C21 C26 C25 179.19(17) . . . . ?
O4 C4 C31 C36 150.76(15) . . . . ?
C41 C4 C31 C36 -92.80(19) . . . . ?
C3 C4 C31 C36 29.6(2) . . . . ?
O4 C4 C31 C32 -30.2(2) . . . . ?
C41 C4 C31 C32 86.22(19) . . . . ?
C3 C4 C31 C32 -151.43(15) . . . . ?
C36 C31 C32 C33 -1.4(3) . . . . ?
C4 C31 C32 C33 179.49(17) . . . . ?
C31 C32 C33 C34 -1.4(3) . . . . ?
C32 C33 C34 C35 2.7(4) . . . . ?
C33 C34 C35 C36 -1.2(3) . . . . ?
C32 C31 C36 C35 2.9(3) . . . . ?
C4 C31 C36 C35 -178.05(17) . . . . ?
C34 C35 C36 C31 -1.6(3) . . . . ?
O4 C4 C41 C46 163.17(17) . . . . ?
C31 C4 C41 C46 43.9(2) . . . . ?
C3 C4 C41 C46 -80.0(2) . . . . ?
O4 C4 C41 C42 -18.7(2) . . . . ?
C31 C4 C41 C42 -137.99(18) . . . . ?
C3 C4 C41 C42 98.1(2) . . . . ?
C46 C41 C42 C43 0.2(3) . . . . ?
C4 C41 C42 C43 -177.97(18) . . . . ?
C41 C42 C43 C44 -0.3(3) . . . . ?
C42 C43 C44 C45 0.4(4) . . . . ?
C43 C44 C45 C46 -0.5(4) . . . . ?
C42 C41 C46 C45 -0.2(3) . . . . ?
C4 C41 C46 C45 177.89(19) . . . . ?
C44 C45 C46 C41 0.4(3) . . . . ?
O5 C51 C52 C53 179.6(9) . . . . ?
C56 C51 C52 C53 0.0 . . . . ?
C51 C52 C53 C54 0.0 . . . . ?
C51 C52 C53 C57 177.2(13) . . . . ?
C52 C53 C54 C55 0.0 . . . . ?
C57 C53 C54 C55 -176.7(15) . . . . ?
C53 C54 C55 C56 0.0 . . . . ?
C54 C55 C56 C51 0.0 . . . . ?
O5 C51 C56 C55 -179.7(8) . . . . ?
C52 C51 C56 C55 0.0 . . . . ?

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
O1 H1 O3 0.84 1.98 2.6710(18) 140 . yes
O4 H4 O2 0.84 1.92 2.6251(18) 141 . yes
C12 H12 O1 0.95 2.28 2.654(2) 102 . yes
C24 H24 O4 0.95 2.37 3.297(3) 166 3_445 yes
C26 H26 O1 0.95 2.43 2.758(2) 100 . yes
C42 H42 O4 0.95 2.28 2.645(2) 102 . yes

_refine_diff_density_max         0.201
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.032


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: m-cresol'
####################################################################### 
# 
# 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_ha039
_database_code_depnum_ccdc_archive 'CCDC 2239292'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2023-02-01 deposited with the CCDC.	2023-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
(R,R)-(-)-2,3-dimethoxy-1,1,4,4-tetraphenylbutane-1,4-diol
;
_chemical_name_common            
;
2DMT/p-cresol
;
_chemical_melting_point          360.65
_chemical_formula_moiety         '2(C30 H30 O4), C7 H8 O'
_chemical_formula_sum            'C67 H68 O9'
_chemical_formula_weight         1017.21

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.3436(12)
_cell_length_b                   12.0126(8)
_cell_length_c                   14.0767(10)
_cell_angle_alpha                90
_cell_angle_beta                 110.152(3)
_cell_angle_gamma                90
_cell_volume                     2753.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      28.30

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.661
_exptl_crystal_size_mid          0.613
_exptl_crystal_size_min          0.266
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9411
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            28811
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.107
_diffrn_reflns_theta_max         28.304
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6817
_reflns_number_gt                6125
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.905
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.997

_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       'Bruker Instrument Service v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;
Carbon-bound H atoms were placed in calculated positions and were included in
the refinement in the riding model approximation, with Uiso(H) set to
1.2 Ueq(C).

The H atoms of the methyl groups were allowed to rotate with a fixed angle
around the C---C bonds to best fit the experimental electron density (HFIX 137
in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(C).

The H atoms of the non-disordered hydroxyl groups were allowed to rotate with a
fixed angle around the C---O bonds to best fit the experimental electron density
(HFIX 147 in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(O). The hydrogen atoms of the disordered hydroxyl groups were
placed in calculated positions (HFIX 83 in the SHELXL program (Sheldrick,
2015)).

The p-cresol solvent/guest molecule is disordered around a 2-fold rotational
axis. Residual electron density indicates that the solvent has additional
disorder orientations but attempts to include them were unsuccessful. The
disorder necessitated the use of various restraints and constraints: RIGU, FLAT
and SADI. The benzene ring was was forced into a regular hexagon with bond
lengths 1.39 Å (AFIX 66 in the SHELXL program (Sheldrick, 2015)).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0479P)²+0.4692P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0025(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 2659 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(19)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6817
_refine_ls_number_parameters     373
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0874
_refine_ls_wR_factor_gt          0.0838
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.65579(8) 0.66347(10) 0.42656(10) 0.0326(3) Uani 1 1 d . . . . .
H1 H 0.642485 0.682850 0.365678 0.049 Uiso 1 1 calc R U . . .
O2 O 0.80952(7) 0.61640(11) 0.42279(9) 0.0354(3) Uani 1 1 d . . . . .
O3 O 0.64952(7) 0.62961(10) 0.23600(9) 0.0317(3) Uani 1 1 d . . . . .
O4 O 0.80818(8) 0.67408(10) 0.24163(10) 0.0335(3) Uani 1 1 d . . . . .
H4 H 0.822801 0.682477 0.304615 0.050 Uiso 1 1 calc R U . . .
C1 C 0.68187(9) 0.55013(13) 0.43675(12) 0.0248(3) Uani 1 1 d . . . . .
C2 C 0.74648(9) 0.53480(13) 0.38335(12) 0.0247(3) Uani 1 1 d . . . . .
H2 H 0.771879 0.459501 0.401480 0.030 Uiso 1 1 calc R U . . .
C3 C 0.70983(9) 0.54289(12) 0.26585(12) 0.0241(3) Uani 1 1 d . . . . .
H3 H 0.681963 0.470735 0.239314 0.029 Uiso 1 1 calc R U . . .
C4 C 0.77562(9) 0.56475(14) 0.21529(12) 0.0262(3) Uani 1 1 d . . . . .
C5 C 0.88554(11) 0.5746(2) 0.49286(15) 0.0524(6) Uani 1 1 d . . . . .
H5A H 0.876532 0.546939 0.553702 0.079 Uiso 1 1 calc R U . . .
H5B H 0.926331 0.634548 0.511457 0.079 Uiso 1 1 calc R U . . .
H5C H 0.905566 0.513742 0.461172 0.079 Uiso 1 1 calc R U . . .
C6 C 0.57188(11) 0.59842(19) 0.16248(15) 0.0419(5) Uani 1 1 d . . . . .
H6A H 0.579827 0.576341 0.099469 0.063 Uiso 1 1 calc R U . . .
H6B H 0.534069 0.661799 0.149365 0.063 Uiso 1 1 calc R U . . .
H6C H 0.548786 0.535834 0.188473 0.063 Uiso 1 1 calc R U . . .
C11 C 0.72276(10) 0.52787(14) 0.55028(13) 0.0262(3) Uani 1 1 d . . . . .
C12 C 0.74337(12) 0.61635(16) 0.61802(14) 0.0369(4) Uani 1 1 d . . . . .
H12 H 0.730832 0.690369 0.593864 0.044 Uiso 1 1 calc R U . . .
C13 C 0.78224(14) 0.59717(19) 0.72093(15) 0.0471(5) Uani 1 1 d . . . . .
H13 H 0.796484 0.658257 0.766548 0.057 Uiso 1 1 calc R U . . .
C14 C 0.80025(12) 0.49027(18) 0.75729(15) 0.0402(4) Uani 1 1 d . . . . .
H14 H 0.826508 0.477572 0.827717 0.048 Uiso 1 1 calc R U . . .
C15 C 0.77989(11) 0.40163(16) 0.69066(14) 0.0362(4) Uani 1 1 d . . . . .
H15 H 0.792417 0.327787 0.715316 0.043 Uiso 1 1 calc R U . . .
C16 C 0.74119(11) 0.42017(15) 0.58786(14) 0.0329(4) Uani 1 1 d . . . . .
H16 H 0.727127 0.358742 0.542617 0.039 Uiso 1 1 calc R U . . .
C21 C 0.60777(9) 0.47314(15) 0.39248(12) 0.0289(3) Uani 1 1 d . . . . .
C22 C 0.61356(12) 0.36799(16) 0.35328(15) 0.0376(4) Uani 1 1 d . . . . .
H22 H 0.665503 0.340693 0.355290 0.045 Uiso 1 1 calc R U . . .
C23 C 0.54366(14) 0.30292(19) 0.31128(17) 0.0519(6) Uani 1 1 d . . . . .
H23 H 0.547916 0.232347 0.283039 0.062 Uiso 1 1 calc R U . . .
C24 C 0.46839(14) 0.3402(2) 0.31043(19) 0.0604(7) Uani 1 1 d . . . . .
H24 H 0.420637 0.296144 0.280817 0.072 Uiso 1 1 calc R U . . .
C25 C 0.46273(12) 0.4418(2) 0.35269(18) 0.0562(7) Uani 1 1 d . . . . .
H25 H 0.411126 0.466312 0.354296 0.067 Uiso 1 1 calc R U . . .
C26 C 0.53141(11) 0.50874(18) 0.39300(14) 0.0389(4) Uani 1 1 d . . . . .
H26 H 0.526410 0.579142 0.421069 0.047 Uiso 1 1 calc R U . . .
C31 C 0.84508(10) 0.47872(15) 0.24825(12) 0.0280(3) Uani 1 1 d . . . . .
C32 C 0.92284(10) 0.51083(18) 0.25038(15) 0.0394(4) Uani 1 1 d . . . . .
H32 H 0.931386 0.584229 0.230911 0.047 Uiso 1 1 calc R U . . .
C33 C 0.98800(12) 0.4362(2) 0.28081(19) 0.0531(6) Uani 1 1 d . . . . .
H33 H 1.040481 0.458539 0.280620 0.064 Uiso 1 1 calc R U . . .
C34 C 0.97732(14) 0.3306(2) 0.31108(19) 0.0571(6) Uani 1 1 d . . . . .
H34 H 1.022756 0.281252 0.334483 0.068 Uiso 1 1 calc R U . . .
C35 C 0.90062(13) 0.29626(18) 0.30752(16) 0.0455(5) Uani 1 1 d . . . . .
H35 H 0.892834 0.222661 0.327201 0.055 Uiso 1 1 calc R U . . .
C36 C 0.83460(11) 0.36948(15) 0.27506(14) 0.0334(4) Uani 1 1 d . . . . .
H36 H 0.781556 0.344723 0.271091 0.040 Uiso 1 1 calc R U . . .
C41 C 0.73439(10) 0.56551(16) 0.10001(12) 0.0301(3) Uani 1 1 d . . . . .
C42 C 0.70899(13) 0.66533(18) 0.04969(15) 0.0424(4) Uani 1 1 d . . . . .
H42 H 0.719065 0.733043 0.086826 0.051 Uiso 1 1 calc R U . . .
C43 C 0.66894(14) 0.6676(2) -0.05447(17) 0.0531(6) Uani 1 1 d . . . . .
H43 H 0.651457 0.736628 -0.087873 0.064 Uiso 1 1 calc R U . . .
C44 C 0.65450(14) 0.5704(2) -0.10942(15) 0.0526(6) Uani 1 1 d . . . . .
H44 H 0.627230 0.572109 -0.180638 0.063 Uiso 1 1 calc R U . . .
C45 C 0.67986(14) 0.4702(2) -0.06046(16) 0.0519(5) Uani 1 1 d . . . . .
H45 H 0.669930 0.402867 -0.098092 0.062 Uiso 1 1 calc R U . . .
C46 C 0.71993(12) 0.46771(19) 0.04391(14) 0.0411(4) Uani 1 1 d . . . . .
H46 H 0.737536 0.398554 0.077017 0.049 Uiso 1 1 calc R U . . .
O5 O 0.4846(6) 0.3691(3) 0.0168(8) 0.114(2) Uani 0.5 1 d . . P A -1
H5 H 0.527447 0.396809 0.011472 0.171 Uiso 0.5 1 calc R U P A -1
C51 C 0.4876(4) 0.2537(3) 0.0098(6) 0.0629(18) Uani 0.5 1 d G . P A -1
C52 C 0.5566(4) 0.2106(4) -0.0059(6) 0.0582(17) Uani 0.5 1 d G . P A -1
H52 H 0.597777 0.259319 -0.011983 0.070 Uiso 0.5 1 calc R U P A -1
C53 C 0.5653(7) 0.0961(5) -0.0127(13) 0.0538(19) Uani 0.5 1 d DG . P A -1
H53 H 0.612495 0.066668 -0.023482 0.065 Uiso 0.5 1 calc R U P A -1
C54 C 0.5051(10) 0.0248(2) -0.0038(18) 0.0546(15) Uani 0.5 1 d G . P A -1
C55 C 0.4361(8) 0.0679(5) 0.0119(13) 0.058(2) Uani 0.5 1 d DG . P A -1
H55 H 0.394900 0.019198 0.018000 0.070 Uiso 0.5 1 calc R U P A -1
C56 C 0.4273(5) 0.1824(5) 0.0187(6) 0.064(2) Uani 0.5 1 d G . P A -1
H56 H 0.380181 0.211849 0.029499 0.077 Uiso 0.5 1 calc R U P A -1
C57 C 0.5133(16) -0.1007(5) -0.002(3) 0.089(5) Uani 0.5 1 d D . P A -1
H57A H 0.563025 -0.121271 -0.016107 0.134 Uiso 0.5 1 calc R U P A -1
H57B H 0.465168 -0.133055 -0.054115 0.134 Uiso 0.5 1 calc R U P A -1
H57C H 0.516862 -0.128885 0.064456 0.134 Uiso 0.5 1 calc R U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4262(19) . ?
O1 H1 0.8400 . ?
O2 C2 1.4305(19) . ?
O2 C5 1.438(2) . ?
O3 C3 1.4328(19) . ?
O3 C6 1.437(2) . ?
O4 C4 1.427(2) . ?
O4 H4 0.8400 . ?
C1 C21 1.531(2) . ?
C1 C11 1.532(2) . ?
C1 C2 1.560(2) . ?
C2 C3 1.557(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.561(2) . ?
C3 H3 1.0000 . ?
C4 C41 1.531(2) . ?
C4 C31 1.533(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C11 C12 1.390(2) . ?
C11 C16 1.393(2) . ?
C12 C13 1.390(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.378(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.394(2) . ?
C21 C22 1.396(3) . ?
C22 C23 1.391(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.375(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.393(2) . ?
C31 C36 1.395(3) . ?
C32 C33 1.390(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.370(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.377(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.390(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.385(3) . ?
C41 C46 1.389(3) . ?
C42 C43 1.390(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.375(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.381(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.392(3) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
O5 C51 1.392(5) . ?
O5 H5 0.8400 . ?
C51 C52 1.3900 . ?
C51 C56 1.3900 . ?
C52 C53 1.3900 . ?
C52 H52 0.9500 . ?
C53 C54 1.3900 . ?
C53 H53 0.9500 . ?
C54 C55 1.3900 . ?
C54 C57 1.513(7) . ?
C55 C56 1.3900 . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C2 O2 C5 115.11(16) . . ?
C3 O3 C6 115.46(14) . . ?
C4 O4 H4 109.5 . . ?
O1 C1 C21 110.07(13) . . ?
O1 C1 C11 106.76(13) . . ?
C21 C1 C11 109.94(13) . . ?
O1 C1 C2 108.64(12) . . ?
C21 C1 C2 111.97(13) . . ?
C11 C1 C2 109.31(12) . . ?
O2 C2 C3 110.31(12) . . ?
O2 C2 C1 108.18(12) . . ?
C3 C2 C1 113.97(12) . . ?
O2 C2 H2 108.1 . . ?
C3 C2 H2 108.1 . . ?
C1 C2 H2 108.1 . . ?
O3 C3 C2 110.27(12) . . ?
O3 C3 C4 108.56(12) . . ?
C2 C3 C4 113.56(12) . . ?
O3 C3 H3 108.1 . . ?
C2 C3 H3 108.1 . . ?
C4 C3 H3 108.1 . . ?
O4 C4 C41 105.57(13) . . ?
O4 C4 C31 110.03(13) . . ?
C41 C4 C31 110.86(13) . . ?
O4 C4 C3 108.80(12) . . ?
C41 C4 C3 109.65(12) . . ?
C31 C4 C3 111.73(13) . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3 C6 H6A 109.5 . . ?
O3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 118.60(16) . . ?
C12 C11 C1 119.95(15) . . ?
C16 C11 C1 121.44(14) . . ?
C11 C12 C13 120.38(17) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 120.53(18) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.59(18) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.19(17) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.70(17) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C26 C21 C22 118.52(17) . . ?
C26 C21 C1 118.58(16) . . ?
C22 C21 C1 122.89(15) . . ?
C23 C22 C21 120.37(19) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C23 119.60(19) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.8(2) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 C21 120.2(2) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C32 C31 C36 118.05(17) . . ?
C32 C31 C4 118.29(16) . . ?
C36 C31 C4 123.66(14) . . ?
C33 C32 C31 120.4(2) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C32 120.69(19) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C33 C34 C35 119.9(2) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C35 C36 119.9(2) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C35 C36 C31 120.99(18) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C42 C41 C46 118.56(16) . . ?
C42 C41 C4 119.81(16) . . ?
C46 C41 C4 121.62(17) . . ?
C41 C42 C43 120.8(2) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C44 C43 C42 120.3(2) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C43 C44 C45 119.61(19) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C44 C45 C46 120.2(2) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
C41 C46 C45 120.5(2) . . ?
C41 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C51 O5 H5 109.5 . . ?
C52 C51 C56 120.0 . . ?
C52 C51 O5 115.9(4) . . ?
C56 C51 O5 124.1(4) . . ?
C53 C52 C51 120.0 . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C52 C53 C54 120.0 . . ?
C52 C53 H53 120.0 . . ?
C54 C53 H53 120.0 . . ?
C53 C54 C55 120.0 . . ?
C53 C54 C57 123.1(8) . . ?
C55 C54 C57 116.8(8) . . ?
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 . . ?
C54 C57 H57A 109.5 . . ?
C54 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C54 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 O2 C2 C3 -129.96(14) . . . . ?
C5 O2 C2 C1 104.77(16) . . . . ?
O1 C1 C2 O2 53.04(16) . . . . ?
C21 C1 C2 O2 174.81(13) . . . . ?
C11 C1 C2 O2 -63.11(16) . . . . ?
O1 C1 C2 C3 -70.05(16) . . . . ?
C21 C1 C2 C3 51.73(17) . . . . ?
C11 C1 C2 C3 173.81(12) . . . . ?
C6 O3 C3 C2 -129.45(14) . . . . ?
C6 O3 C3 C4 105.55(15) . . . . ?
O2 C2 C3 O3 -82.06(15) . . . . ?
C1 C2 C3 O3 39.85(16) . . . . ?
O2 C2 C3 C4 40.03(16) . . . . ?
C1 C2 C3 C4 161.95(13) . . . . ?
O3 C3 C4 O4 55.22(16) . . . . ?
C2 C3 C4 O4 -67.82(15) . . . . ?
O3 C3 C4 C41 -59.78(16) . . . . ?
C2 C3 C4 C41 177.18(13) . . . . ?
O3 C3 C4 C31 176.89(13) . . . . ?
C2 C3 C4 C31 53.86(17) . . . . ?
O1 C1 C11 C12 -13.33(19) . . . . ?
C21 C1 C11 C12 -132.71(16) . . . . ?
C2 C1 C11 C12 104.01(16) . . . . ?
O1 C1 C11 C16 167.64(14) . . . . ?
C21 C1 C11 C16 48.3(2) . . . . ?
C2 C1 C11 C16 -75.02(18) . . . . ?
C16 C11 C12 C13 0.6(3) . . . . ?
C1 C11 C12 C13 -178.49(17) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C12 C13 C14 C15 0.4(3) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C14 C15 C16 C11 0.4(3) . . . . ?
C12 C11 C16 C15 -0.5(2) . . . . ?
C1 C11 C16 C15 178.55(15) . . . . ?
O1 C1 C21 C26 -28.4(2) . . . . ?
C11 C1 C21 C26 88.90(18) . . . . ?
C2 C1 C21 C26 -149.39(15) . . . . ?
O1 C1 C21 C22 152.77(16) . . . . ?
C11 C1 C21 C22 -89.91(18) . . . . ?
C2 C1 C21 C22 31.8(2) . . . . ?
C26 C21 C22 C23 3.1(3) . . . . ?
C1 C21 C22 C23 -178.10(17) . . . . ?
C21 C22 C23 C24 -1.8(3) . . . . ?
C22 C23 C24 C25 -0.9(3) . . . . ?
C23 C24 C25 C26 2.3(3) . . . . ?
C24 C25 C26 C21 -0.9(3) . . . . ?
C22 C21 C26 C25 -1.8(3) . . . . ?
C1 C21 C26 C25 179.38(17) . . . . ?
O4 C4 C31 C32 -30.1(2) . . . . ?
C41 C4 C31 C32 86.35(18) . . . . ?
C3 C4 C31 C32 -151.02(15) . . . . ?
O4 C4 C31 C36 150.79(15) . . . . ?
C41 C4 C31 C36 -92.81(18) . . . . ?
C3 C4 C31 C36 29.8(2) . . . . ?
C36 C31 C32 C33 -1.5(3) . . . . ?
C4 C31 C32 C33 179.29(17) . . . . ?
C31 C32 C33 C34 -1.3(3) . . . . ?
C32 C33 C34 C35 2.7(4) . . . . ?
C33 C34 C35 C36 -1.2(3) . . . . ?
C34 C35 C36 C31 -1.6(3) . . . . ?
C32 C31 C36 C35 3.0(3) . . . . ?
C4 C31 C36 C35 -177.88(16) . . . . ?
O4 C4 C41 C42 -23.0(2) . . . . ?
C31 C4 C41 C42 -142.10(16) . . . . ?
C3 C4 C41 C42 94.06(18) . . . . ?
O4 C4 C41 C46 158.43(15) . . . . ?
C31 C4 C41 C46 39.3(2) . . . . ?
C3 C4 C41 C46 -84.53(19) . . . . ?
C46 C41 C42 C43 0.8(3) . . . . ?
C4 C41 C42 C43 -177.79(17) . . . . ?
C41 C42 C43 C44 -0.5(3) . . . . ?
C42 C43 C44 C45 0.2(3) . . . . ?
C43 C44 C45 C46 -0.1(3) . . . . ?
C42 C41 C46 C45 -0.8(3) . . . . ?
C4 C41 C46 C45 177.83(17) . . . . ?
C44 C45 C46 C41 0.4(3) . . . . ?
C56 C51 C52 C53 0.0 . . . . ?
O5 C51 C52 C53 179.3(8) . . . . ?
C51 C52 C53 C54 0.0 . . . . ?
C52 C53 C54 C55 0.0 . . . . ?
C52 C53 C54 C57 -175(3) . . . . ?
C53 C54 C55 C56 0.0 . . . . ?
C57 C54 C55 C56 175(2) . . . . ?
C54 C55 C56 C51 0.0 . . . . ?
C52 C51 C56 C55 0.0 . . . . ?
O5 C51 C56 C55 -179.2(9) . . . . ?

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
O1 H1 O3 0.84 1.98 2.6780(17) 140 . yes
O4 H4 O2 0.84 1.93 2.6348(18) 141 . yes
C12 H12 O1 0.95 2.29 2.659(2) 102 . yes
C15 H15 O3 0.95 2.58 3.517(2) 168 4_646 yes
C24 H24 O4 0.95 2.35 3.285(2) 168 3_445 yes
C26 H26 O1 0.95 2.44 2.762(2) 100 . yes
C32 H32 O4 0.95 2.44 2.765(2) 100 . yes
C42 H42 O4 0.95 2.31 2.659(2) 101 . yes

_refine_diff_density_max         0.204
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.029


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: p-cresol'
