# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_sg004
_database_code_depnum_ccdc_archive 'CCDC 1440046'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'9,10-Dimethyl-2,3,6,7,14,15-hexa-hydroxytriptycene tetrahydrofuran solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 O6, 3.4(C4 H8 O)'
_chemical_formula_sum            'C35.60 H45.20 O9.40'
_chemical_formula_weight         623.52

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'

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'P 3 c 1'

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

_cell_length_a                   23.519(4)
_cell_length_b                   23.519(4)
_cell_length_c                   10.8159(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     5181.2(14)
_cell_formula_units_Z            6
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2235
_cell_measurement_theta_min      3.26
_cell_measurement_theta_max      25.21

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2004
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            22120
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_sigmaI/netI    0.0756
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.25
_diffrn_reflns_theta_max         29.72
_reflns_number_total             4455
_reflns_number_gt                2832
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'local program'

_refine_special_details          SQUEEZE

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1512P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(3)
_refine_ls_number_reflns         4455
_refine_ls_number_parameters     391
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1440
_refine_ls_R_factor_gt           0.0987
_refine_ls_wR_factor_ref         0.2724
_refine_ls_wR_factor_gt          0.2474
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3588(2) 0.3999(2) 0.2325(4) 0.0162(10) Uani 1 1 d . . .
C2 C 0.3806(2) 0.4562(2) 0.3016(4) 0.0152(10) Uani 1 1 d . . .
H2 H 0.3790 0.4539 0.3893 0.018 Uiso 1 1 calc R . .
C3 C 0.4048(2) 0.5162(2) 0.2430(4) 0.0164(11) Uani 1 1 d . . .
C4 C 0.4091(2) 0.5210(2) 0.1124(4) 0.0165(10) Uani 1 1 d . . .
C5 C 0.3864(2) 0.4636(2) 0.0438(4) 0.0158(10) Uani 1 1 d . . .
H5 H 0.3881 0.4657 -0.0440 0.019 Uiso 1 1 calc R . .
C6 C 0.3615(2) 0.4038(2) 0.1022(4) 0.0169(10) Uani 1 1 d . . .
O7 O 0.42652(19) 0.57227(16) 0.3117(3) 0.0212(9) Uani 1 1 d . . .
H7 H 0.4490 0.6052 0.2669 0.025 Uiso 1 1 calc R . .
O8 O 0.43514(19) 0.58123(17) 0.0623(3) 0.0229(9) Uani 1 1 d . . .
H8 H 0.4419 0.5792 -0.0134 0.027 Uiso 1 1 calc RD . .
C9 C 0.3735(3) 0.3047(2) 0.2233(5) 0.0184(10) Uani 1 1 d . . .
C10 C 0.4077(3) 0.2797(3) 0.2859(5) 0.0218(11) Uani 1 1 d . . .
H10 H 0.4067 0.2779 0.3736 0.026 Uiso 1 1 calc R . .
C11 C 0.4437(3) 0.2573(3) 0.2197(6) 0.0267(13) Uani 1 1 d . . .
C12 C 0.4456(3) 0.2613(3) 0.0902(6) 0.0250(12) Uani 1 1 d . . .
C13 C 0.4125(3) 0.2871(2) 0.0296(5) 0.0198(11) Uani 1 1 d . . .
H13 H 0.4145 0.2904 -0.0580 0.024 Uiso 1 1 calc R . .
C14 C 0.3762(2) 0.3084(2) 0.0949(4) 0.0153(10) Uani 1 1 d . . .
O15 O 0.4773(2) 0.2305(2) 0.2712(6) 0.0447(13) Uani 1 1 d . . .
H15 H 0.4758 0.2324 0.3486 0.054 Uiso 1 1 calc R . .
O16 O 0.4812(2) 0.2404(2) 0.0213(6) 0.0424(13) Uani 1 1 d . . .
H16 H 0.4930 0.2193 0.0668 0.051 Uiso 1 1 calc R . .
C17 C 0.2642(2) 0.2904(2) 0.2183(4) 0.0179(11) Uani 1 1 d . . .
C18 C 0.2042(2) 0.2542(2) 0.2793(4) 0.0154(10) Uani 1 1 d . . .
H18 H 0.2025 0.2523 0.3671 0.019 Uiso 1 1 calc R . .
C19 C 0.1468(2) 0.2209(2) 0.2099(4) 0.0168(11) Uani 1 1 d . . .
C20 C 0.1498(2) 0.2234(2) 0.0819(4) 0.0175(11) Uani 1 1 d . . .
C21 C 0.2092(2) 0.2598(2) 0.0218(4) 0.0125(9) Uiso 1 1 d . . .
H21 H 0.2107 0.2615 -0.0660 0.015 Uiso 1 1 calc R . .
C22 C 0.2664(2) 0.2935(2) 0.0894(4) 0.0127(10) Uani 1 1 d . . .
O23 O 0.08581(19) 0.1850(2) 0.2625(4) 0.0298(10) Uani 1 1 d . . .
H23 H 0.0894 0.1870 0.3399 0.036 Uiso 1 1 calc R . .
O24 O 0.09376(18) 0.1894(2) 0.0135(4) 0.0286(10) Uani 1 1 d . . .
H24 H 0.0611 0.1818 0.0569 0.034 Uiso 1 1 calc R . .
C25 C 0.3308(2) 0.3290(2) 0.2833(5) 0.0134(10) Uani 1 1 d . . .
C26 C 0.3276(2) 0.3259(2) 0.4226(4) 0.0188(11) Uani 1 1 d . . .
H26A H 0.2978 0.3408 0.4518 0.028 Uiso 1 1 calc R . .
H26B H 0.3715 0.3543 0.4568 0.028 Uiso 1 1 calc R . .
H26C H 0.3114 0.2806 0.4496 0.028 Uiso 1 1 calc R . .
C27 C 0.3353(2) 0.3363(2) 0.0386(4) 0.0156(11) Uani 1 1 d . . .
C28 C 0.3383(2) 0.3412(2) -0.1027(4) 0.0188(11) Uani 1 1 d . . .
H28A H 0.3233 0.2977 -0.1382 0.028 Uiso 1 1 calc R . .
H28B H 0.3837 0.3712 -0.1286 0.028 Uiso 1 1 calc R . .
H28C H 0.3100 0.3580 -0.1316 0.028 Uiso 1 1 calc R . .
O29 O 0.5159(3) 0.6928(2) 0.2508(4) 0.071(2) Uani 1 1 d . . .
C30 C 0.5551(5) 0.7237(4) 0.1438(6) 0.066(3) Uani 1 1 d . . .
H30A H 0.5274 0.7194 0.0715 0.079 Uiso 1 1 calc R . .
H30B H 0.5834 0.7050 0.1231 0.079 Uiso 1 1 calc R . .
C31 C 0.5960(5) 0.7954(4) 0.1852(7) 0.061(2) Uani 1 1 d . . .
H31A H 0.6417 0.8143 0.1554 0.073 Uiso 1 1 calc R . .
H31B H 0.5774 0.8215 0.1502 0.073 Uiso 1 1 calc R . .
C32 C 0.5951(4) 0.7974(3) 0.3159(7) 0.0440(17) Uani 1 1 d . . .
H32A H 0.6004 0.8395 0.3462 0.053 Uiso 1 1 calc R . .
H32B H 0.6295 0.7902 0.3527 0.053 Uiso 1 1 calc R . .
C33 C 0.5282(4) 0.7417(3) 0.3423(6) 0.054(2) Uani 1 1 d . . .
H33A H 0.5264 0.7242 0.4263 0.065 Uiso 1 1 calc R . .
H33B H 0.4953 0.7561 0.3365 0.065 Uiso 1 1 calc R . .
O34 O 0.5099(5) 0.1509(4) 0.0740(6) 0.107(3) Uani 1 1 d . . .
C35 C 0.5009(7) 0.1105(5) 0.1745(8) 0.081(3) Uani 1 1 d . . .
H35A H 0.4532 0.0814 0.1885 0.097 Uiso 1 1 calc R . .
H35B H 0.5195 0.1380 0.2492 0.097 Uiso 1 1 calc R . .
C36 C 0.5310(8) 0.0707(6) 0.1579(11) 0.097(4) Uani 1 1 d . . .
H36A H 0.5037 0.0258 0.1916 0.116 Uiso 1 1 calc R . .
H36B H 0.5755 0.0912 0.1944 0.116 Uiso 1 1 calc R . .
C37 C 0.5329(5) 0.0713(5) 0.0072(8) 0.066(3) Uani 1 1 d . . .
H37A H 0.5677 0.0633 -0.0249 0.079 Uiso 1 1 calc R . .
H37B H 0.4901 0.0385 -0.0284 0.079 Uiso 1 1 calc R . .
C38 C 0.5478(6) 0.1392(5) -0.0174(9) 0.076(3) Uani 1 1 d . . .
H38A H 0.5953 0.1707 -0.0075 0.091 Uiso 1 1 calc R . .
H38B H 0.5343 0.1433 -0.1021 0.091 Uiso 1 1 calc R . .
O39 O -0.0260(3) 0.1573(5) 0.0696(5) 0.099(3) Uani 1 1 d . . .
C40 C -0.0556(5) 0.1674(7) 0.1668(9) 0.084(3) Uani 1 1 d . . .
H40A H -0.0371 0.2152 0.1793 0.100 Uiso 1 1 calc R . .
H40B H -0.0471 0.1492 0.2425 0.100 Uiso 1 1 calc R . .
C41 C -0.1276(5) 0.1357(8) 0.1461(10) 0.107(5) Uani 1 1 d . . .
H41A H -0.1451 0.1636 0.1767 0.129 Uiso 1 1 calc R . .
H41B H -0.1513 0.0922 0.1868 0.129 Uiso 1 1 calc R . .
C42 C -0.1325(5) 0.1293(6) 0.0070(10) 0.084(3) Uani 1 1 d . . .
H42A H -0.1753 0.0922 -0.0196 0.101 Uiso 1 1 calc R . .
H42B H -0.1253 0.1702 -0.0330 0.101 Uiso 1 1 calc R . .
C43 C -0.0771(5) 0.1164(6) -0.0195(9) 0.078(3) Uani 1 1 d . . .
H43A H -0.0914 0.0694 -0.0075 0.093 Uiso 1 1 calc R . .
H43B H -0.0611 0.1291 -0.1053 0.093 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.377(7) . ?
C1 C6 1.411(6) . ?
C1 C25 1.554(7) . ?
C2 C3 1.383(7) . ?
C2 H2 0.9500 . ?
C3 O7 1.371(6) . ?
C3 C4 1.416(6) . ?
C4 O8 1.344(6) . ?
C4 C5 1.393(6) . ?
C5 C6 1.378(7) . ?
C5 H5 0.9500 . ?
C6 C27 1.548(7) . ?
O7 H7 0.8400 . ?
O8 H8 0.8400 . ?
C9 C10 1.387(7) . ?
C9 C14 1.391(6) . ?
C9 C25 1.527(7) . ?
C10 C11 1.397(8) . ?
C10 H10 0.9500 . ?
C11 O15 1.354(7) . ?
C11 C12 1.403(7) . ?
C12 C13 1.371(7) . ?
C12 O16 1.381(7) . ?
C13 C14 1.378(7) . ?
C13 H13 0.9500 . ?
C14 C27 1.536(6) . ?
O15 H15 0.8400 . ?
O16 H16 0.8400 . ?
C17 C18 1.396(7) . ?
C17 C22 1.396(6) . ?
C17 C25 1.534(7) . ?
C18 C19 1.394(7) . ?
C18 H18 0.9500 . ?
C19 O23 1.372(6) . ?
C19 C20 1.385(6) . ?
C20 O24 1.368(6) . ?
C20 C21 1.383(6) . ?
C21 C22 1.380(6) . ?
C21 H21 0.9500 . ?
C22 C27 1.521(6) . ?
O23 H23 0.8400 . ?
O24 H24 0.8400 . ?
C25 C26 1.508(7) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.531(6) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
O29 C30 1.430(8) . ?
O29 C33 1.432(8) . ?
C30 C31 1.532(11) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.415(10) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.486(11) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
O34 C35 1.389(10) . ?
O34 C38 1.446(11) . ?
C35 C36 1.441(15) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.630(15) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.479(13) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
O39 C40 1.347(10) . ?
O39 C43 1.462(11) . ?
C40 C41 1.487(15) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.511(15) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.505(16) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.8(4) . . ?
C2 C1 C25 126.4(4) . . ?
C6 C1 C25 113.8(4) . . ?
C1 C2 C3 119.9(4) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
O7 C3 C2 119.9(4) . . ?
O7 C3 C4 119.1(4) . . ?
C2 C3 C4 121.0(4) . . ?
O8 C4 C5 124.0(4) . . ?
O8 C4 C3 117.6(4) . . ?
C5 C4 C3 118.4(4) . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.4(4) . . ?
C5 C6 C27 126.3(4) . . ?
C1 C6 C27 113.3(4) . . ?
C3 O7 H7 109.5 . . ?
C4 O8 H8 109.5 . . ?
C10 C9 C14 119.7(4) . . ?
C10 C9 C25 125.5(4) . . ?
C14 C9 C25 114.8(4) . . ?
C9 C10 C11 119.9(5) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
O15 C11 C10 124.7(5) . . ?
O15 C11 C12 115.8(5) . . ?
C10 C11 C12 119.5(5) . . ?
C13 C12 O16 118.7(5) . . ?
C13 C12 C11 120.0(5) . . ?
O16 C12 C11 121.3(5) . . ?
C12 C13 C14 120.5(4) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C9 120.4(4) . . ?
C13 C14 C27 125.8(4) . . ?
C9 C14 C27 113.8(4) . . ?
C11 O15 H15 109.5 . . ?
C12 O16 H16 109.5 . . ?
C18 C17 C22 120.2(4) . . ?
C18 C17 C25 124.5(4) . . ?
C22 C17 C25 115.3(4) . . ?
C17 C18 C19 119.2(4) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
O23 C19 C20 117.2(4) . . ?
O23 C19 C18 122.9(4) . . ?
C20 C19 C18 120.0(4) . . ?
O24 C20 C21 119.2(4) . . ?
O24 C20 C19 120.1(4) . . ?
C21 C20 C19 120.7(4) . . ?
C22 C21 C20 119.9(4) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C17 120.0(4) . . ?
C21 C22 C27 126.7(4) . . ?
C17 C22 C27 113.3(4) . . ?
C19 O23 H23 109.5 . . ?
C20 O24 H24 109.5 . . ?
C26 C25 C9 115.7(4) . . ?
C26 C25 C17 114.6(4) . . ?
C9 C25 C17 104.6(4) . . ?
C26 C25 C1 112.9(4) . . ?
C9 C25 C1 104.3(4) . . ?
C17 C25 C1 103.4(4) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C22 C27 C28 113.9(4) . . ?
C22 C27 C14 105.2(4) . . ?
C28 C27 C14 114.4(4) . . ?
C22 C27 C6 105.3(4) . . ?
C28 C27 C6 112.7(4) . . ?
C14 C27 C6 104.4(4) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 O29 C33 109.3(5) . . ?
O29 C30 C31 102.3(6) . . ?
O29 C30 H30A 111.3 . . ?
C31 C30 H30A 111.3 . . ?
O29 C30 H30B 111.3 . . ?
C31 C30 H30B 111.3 . . ?
H30A C30 H30B 109.2 . . ?
C32 C31 C30 108.5(6) . . ?
C32 C31 H31A 110.0 . . ?
C30 C31 H31A 110.0 . . ?
C32 C31 H31B 110.0 . . ?
C30 C31 H31B 110.0 . . ?
H31A C31 H31B 108.4 . . ?
C31 C32 C33 100.9(6) . . ?
C31 C32 H32A 111.6 . . ?
C33 C32 H32A 111.6 . . ?
C31 C32 H32B 111.6 . . ?
C33 C32 H32B 111.6 . . ?
H32A C32 H32B 109.4 . . ?
O29 C33 C32 106.0(6) . . ?
O29 C33 H33A 110.5 . . ?
C32 C33 H33A 110.5 . . ?
O29 C33 H33B 110.5 . . ?
C32 C33 H33B 110.5 . . ?
H33A C33 H33B 108.7 . . ?
C35 O34 C38 107.7(7) . . ?
O34 C35 C36 113.0(8) . . ?
O34 C35 H35A 109.0 . . ?
C36 C35 H35A 109.0 . . ?
O34 C35 H35B 109.0 . . ?
C36 C35 H35B 109.0 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 C37 98.0(8) . . ?
C35 C36 H36A 112.2 . . ?
C37 C36 H36A 112.2 . . ?
C35 C36 H36B 112.2 . . ?
C37 C36 H36B 112.2 . . ?
H36A C36 H36B 109.8 . . ?
C38 C37 C36 100.4(7) . . ?
C38 C37 H37A 111.7 . . ?
C36 C37 H37A 111.7 . . ?
C38 C37 H37B 111.7 . . ?
C36 C37 H37B 111.7 . . ?
H37A C37 H37B 109.5 . . ?
O34 C38 C37 104.2(8) . . ?
O34 C38 H38A 110.9 . . ?
C37 C38 H38A 110.9 . . ?
O34 C38 H38B 110.9 . . ?
C37 C38 H38B 110.9 . . ?
H38A C38 H38B 108.9 . . ?
C40 O39 C43 107.6(7) . . ?
O39 C40 C41 110.7(9) . . ?
O39 C40 H40A 109.5 . . ?
C41 C40 H40A 109.5 . . ?
O39 C40 H40B 109.5 . . ?
C41 C40 H40B 109.5 . . ?
H40A C40 H40B 108.1 . . ?
C40 C41 C42 102.2(8) . . ?
C40 C41 H41A 111.3 . . ?
C42 C41 H41A 111.3 . . ?
C40 C41 H41B 111.3 . . ?
C42 C41 H41B 111.3 . . ?
H41A C41 H41B 109.2 . . ?
C43 C42 C41 100.3(8) . . ?
C43 C42 H42A 111.7 . . ?
C41 C42 H42A 111.7 . . ?
C43 C42 H42B 111.7 . . ?
C41 C42 H42B 111.7 . . ?
H42A C42 H42B 109.5 . . ?
O39 C43 C42 104.6(8) . . ?
O39 C43 H43A 110.8 . . ?
C42 C43 H43A 110.8 . . ?
O39 C43 H43B 110.8 . . ?
C42 C43 H43B 110.8 . . ?
H43A C43 H43B 108.9 . . ?

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
O7 H7 O29 0.84 1.87 2.633(5) 149.7 .
O7 H7 O8 0.84 2.27 2.705(4) 112.9 .
O8 H8 O7 0.84 1.91 2.716(4) 159.5 6_664
O15 H15 O16 0.84 1.88 2.713(7) 174.5 5
O16 H16 O15 0.84 2.28 2.711(7) 112.3 .
O16 H16 O34 0.84 1.84 2.576(8) 145.3 .
O23 H23 O24 0.84 1.88 2.722(5) 178.5 4
O24 H24 O23 0.84 2.29 2.698(5) 110.2 .
O24 H24 O39 0.84 1.83 2.597(7) 150.2 .

_diffrn_measured_fraction_theta_max 0.905
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.091
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method thf-pentane
####################################################################### 
# 
# 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_sg004_Et2O
_database_code_depnum_ccdc_archive 'CCDC 1440047'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'9,10-Dimethyl-2,3,6,7,14,15-hexa-hydroxytriptycene diethyl ether solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 O6, 2(C4 H10 O)'
_chemical_formula_sum            'C30 H38 O8'
_chemical_formula_weight         526.60

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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'I 41 c d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x+1/2, z+1/4'
'-x, -y, z'
'y, -x+1/2, z+1/4'
'-x, y, z+1/2'
'x, -y, z+1/2'
'-y+1/2, -x, z+1/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-y+1/2, x+1, z+3/4'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1, z+3/4'
'-x+1/2, y+1/2, z+1'
'x+1/2, -y+1/2, z+1'
'-y+1, -x+1/2, z+3/4'
'y+1, x+1/2, z+3/4'

_cell_length_a                   13.3213(2)
_cell_length_b                   13.3213(2)
_cell_length_c                   31.0721(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5513.96(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3717
_cell_measurement_theta_min      4.65
_cell_measurement_theta_max      73.25

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2256
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.356
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            4812
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         5.49
_diffrn_reflns_theta_max         73.46
_reflns_number_total             1401
_reflns_number_gt                1377
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'local program'

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

 The asymmetric unit contains half a molecule of the trypticene derivative 
 spanning the crystallographic C₂ axis 1/2, 0, z, and a molecule of
 diethyl ether on a general crystallographic position. The solvent molecule
 was refined over two disorder sites with a refined occupancy ratio of 
 0.56:0.44. The fixed restraints C---C = 1.54(2), C---O = 1.43(2), 1,3-C...C
 = 2.34(2) and 1,3-C...O = 2.42(2) Å were applied to the disordered 
 solvent. All crystallographically ordered non-H atoms were refined 
 anisotropically, and C-bound  H atoms were placed in calculated positions 
 and refined using a riding model. The hydroxyl H atoms bound to O7, O8 and 
 O12 were located in the Fourier map and allowed to refine subject to the
 restraint O---H = 0.90(2) Å, and with isotropic displacement parameters 
 constrained to be 1.5x Ueq for the corresponding O atom.

 The solvent occupies voids linked by a 2D network of channels running 
 parallel to (110) and (-110).

 Although the compound adopts a handed space group, a meaningful Flack 
 parameter could not be refined for this light atom structure. So, Friedel 
 opposite reflections were merged for the final least squares cycles.  
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0928P)²+0.9450P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(2)
_refine_ls_number_reflns         1401
_refine_ls_number_parameters     177
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1161
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.047
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.45929(18) 0.09660(17) 0.27093(7) 0.0174(4) Uani 1 1 d . . .
C2 C 0.42951(18) 0.18436(17) 0.29133(7) 0.0186(5) Uani 1 1 d . . .
H2 H 0.4737 0.2402 0.2927 0.022 Uiso 1 1 calc R . .
C3 C 0.33463(18) 0.19002(18) 0.30982(7) 0.0188(5) Uani 1 1 d . . .
C4 C 0.26815(17) 0.10984(18) 0.30668(7) 0.0190(5) Uani 1 1 d . . .
C5 C 0.29914(18) 0.02059(16) 0.28730(7) 0.0199(5) Uani 1 1 d . . .
H5 H 0.2550 -0.0353 0.2860 0.024 Uiso 1 1 calc R . .
C6 C 0.39466(18) 0.01407(17) 0.27007(7) 0.0173(4) Uani 1 1 d . . .
O7 O 0.30652(14) 0.27653(13) 0.33106(6) 0.0222(4) Uani 1 1 d D . .
H7 H 0.271(3) 0.264(3) 0.3547(9) 0.033 Uiso 1 1 d D . .
O8 O 0.17400(14) 0.12306(13) 0.32362(6) 0.0250(4) Uani 1 1 d D . .
H8 H 0.142(3) 0.0636(19) 0.3224(14) 0.038 Uiso 1 1 d D . .
C9 C 0.53258(16) 0.04159(16) 0.20300(8) 0.0163(5) Uani 1 1 d . . .
C10 C 0.56550(16) 0.08202(16) 0.16450(8) 0.0164(4) Uani 1 1 d . . .
H10 H 0.6098 0.1379 0.1645 0.020 Uiso 1 1 calc R . .
C11 C 0.53336(15) 0.04046(16) 0.12570(8) 0.0157(4) Uani 1 1 d . . .
O12 O 0.56033(12) 0.07721(13) 0.08617(5) 0.0185(4) Uani 1 1 d D . .
H12 H 0.6156(19) 0.112(2) 0.0888(11) 0.028 Uiso 1 1 d D . .
C13 C 0.56019(17) 0.07886(17) 0.24825(8) 0.0173(5) Uani 1 1 d . . .
C14 C 0.62832(17) 0.17041(17) 0.24807(8) 0.0200(5) Uani 1 1 d . . .
H14A H 0.6916 0.1537 0.2336 0.030 Uiso 1 1 calc R . .
H14B H 0.6421 0.1911 0.2778 0.030 Uiso 1 1 calc R . .
H14C H 0.5952 0.2254 0.2327 0.030 Uiso 1 1 calc R . .
C15A C 0.3066(6) 0.1330(6) 0.4270(3) 0.0461(19) Uiso 0.56 1 d PD A 1
H15A H 0.3106 0.0728 0.4451 0.069 Uiso 0.56 1 calc PR A 1
H15B H 0.3567 0.1820 0.4366 0.069 Uiso 0.56 1 calc PR A 1
H15C H 0.3195 0.1148 0.3970 0.069 Uiso 0.56 1 calc PR A 1
C16A C 0.2029(5) 0.1784(5) 0.4308(2) 0.0344(17) Uiso 0.56 1 d PD A 1
H16A H 0.1517 0.1297 0.4209 0.041 Uiso 0.56 1 calc PR A 1
H16B H 0.1885 0.1957 0.4611 0.041 Uiso 0.56 1 calc PR A 1
O17A O 0.1994(4) 0.2665(4) 0.40484(17) 0.0315(14) Uiso 0.56 1 d PD A 1
C18A C 0.0956(5) 0.3036(6) 0.4036(3) 0.0497(18) Uiso 0.56 1 d PD A 1
H18A H 0.0715 0.3162 0.4333 0.060 Uiso 0.56 1 calc PR A 1
H18B H 0.0514 0.2524 0.3903 0.060 Uiso 0.56 1 calc PR A 1
C19A C 0.0909(5) 0.3996(5) 0.3778(2) 0.0448(14) Uiso 0.56 1 d PD A 1
H19A H 0.0214 0.4237 0.3767 0.067 Uiso 0.56 1 calc PR A 1
H19B H 0.1149 0.3869 0.3484 0.067 Uiso 0.56 1 calc PR A 1
H19C H 0.1334 0.4506 0.3914 0.067 Uiso 0.56 1 calc PR A 1
C15B C 0.2749(6) 0.1350(5) 0.4256(2) 0.0258(15) Uiso 0.44 1 d PD B 2
H15D H 0.2699 0.0759 0.4442 0.039 Uiso 0.44 1 calc PR B 2
H15E H 0.3307 0.1773 0.4352 0.039 Uiso 0.44 1 calc PR B 2
H15F H 0.2867 0.1134 0.3958 0.039 Uiso 0.44 1 calc PR B 2
C16B C 0.1779(5) 0.1942(5) 0.4278(2) 0.0205(14) Uiso 0.44 1 d PD B 2
H16C H 0.1211 0.1511 0.4188 0.025 Uiso 0.44 1 calc PR B 2
H16D H 0.1658 0.2163 0.4578 0.025 Uiso 0.44 1 calc PR B 2
O17B O 0.1840(4) 0.2795(4) 0.40024(19) 0.0234(14) Uiso 0.44 1 d PD B 2
C18B C 0.0931(6) 0.3294(7) 0.3932(3) 0.044(2) Uiso 0.44 1 d PD B 2
H18C H 0.0430 0.2811 0.3821 0.053 Uiso 0.44 1 calc PR B 2
H18D H 0.1030 0.3821 0.3712 0.053 Uiso 0.44 1 calc PR B 2
C19B C 0.0542(7) 0.3757(7) 0.4332(3) 0.0514(19) Uiso 0.44 1 d PD B 2
H19D H -0.0093 0.4100 0.4271 0.077 Uiso 0.44 1 calc PR B 2
H19E H 0.1032 0.4245 0.4441 0.077 Uiso 0.44 1 calc PR B 2
H19F H 0.0431 0.3235 0.4549 0.077 Uiso 0.44 1 calc PR B 2


_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
C1 C2 1.388(3) . ?
C1 C6 1.397(3) . ?
C1 C13 1.536(3) . ?
C2 C3 1.390(3) . ?
C2 H2 0.9500 . ?
C3 O7 1.380(3) . ?
C3 C4 1.391(3) . ?
C4 O8 1.372(3) . ?
C4 C5 1.395(3) . ?
C5 C6 1.383(3) . ?
C5 H5 0.9500 . ?
C6 C13 1.534(3) 3_655 ?
O7 H7 0.889(19) . ?
O8 H8 0.903(19) . ?
C9 C10 1.384(3) . ?
C9 C9 1.407(4) 3_655 ?
C9 C13 1.536(3) . ?
C10 C11 1.394(3) . ?
C10 H10 0.9500 . ?
C11 O12 1.370(3) . ?
C11 C11 1.397(4) 3_655 ?
O12 H12 0.874(19) . ?
C13 C14 1.520(3) . ?
C13 C6 1.534(3) 3_655 ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15A C16A 1.513(9) . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A H15C 0.9800 . ?
C16A O17A 1.424(8) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
O17A C18A 1.469(8) . ?
C18A C19A 1.512(9) . ?
C18A H18A 0.9900 . ?
C18A H18B 0.9900 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C15B C16B 1.515(9) . ?
C15B H15D 0.9800 . ?
C15B H15E 0.9800 . ?
C15B H15F 0.9800 . ?
C16B O17B 1.426(8) . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?
O17B C18B 1.397(10) . ?
C18B C19B 1.481(11) . ?
C18B H18C 0.9900 . ?
C18B H18D 0.9900 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 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
C2 C1 C6 119.7(2) . . ?
C2 C1 C13 126.1(2) . . ?
C6 C1 C13 114.2(2) . . ?
C1 C2 C3 119.6(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
O7 C3 C2 119.3(2) . . ?
O7 C3 C4 120.1(2) . . ?
C2 C3 C4 120.5(2) . . ?
O8 C4 C3 117.2(2) . . ?
O8 C4 C5 123.1(2) . . ?
C3 C4 C5 119.8(2) . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 C13 125.6(2) . 3_655 ?
C1 C6 C13 113.7(2) . 3_655 ?
C3 O7 H7 113(2) . . ?
C4 O8 H8 108(3) . . ?
C10 C9 C9 120.13(13) . 3_655 ?
C10 C9 C13 126.15(19) . . ?
C9 C9 C13 113.72(11) 3_655 . ?
C9 C10 C11 119.7(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
O12 C11 C10 123.56(19) . . ?
O12 C11 C11 116.26(12) . 3_655 ?
C10 C11 C11 120.13(13) . 3_655 ?
C11 O12 H12 109(2) . . ?
C14 C13 C6 114.51(19) . 3_655 ?
C14 C13 C9 113.52(19) . . ?
C6 C13 C9 103.74(17) 3_655 . ?
C14 C13 C1 113.62(19) . . ?
C6 C13 C1 105.33(19) 3_655 . ?
C9 C13 C1 105.08(17) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16A C15A H15A 109.5 . . ?
C16A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C16A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
O17A C16A C15A 108.4(5) . . ?
O17A C16A H16A 110.0 . . ?
C15A C16A H16A 110.0 . . ?
O17A C16A H16B 110.0 . . ?
C15A C16A H16B 110.0 . . ?
H16A C16A H16B 108.4 . . ?
C16A O17A C18A 108.8(5) . . ?
O17A C18A C19A 109.7(6) . . ?
O17A C18A H18A 109.7 . . ?
C19A C18A H18A 109.7 . . ?
O17A C18A H18B 109.7 . . ?
C19A C18A H18B 109.7 . . ?
H18A C18A H18B 108.2 . . ?
C18A C19A H19A 109.5 . . ?
C18A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C18A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C16B C15B H15D 109.5 . . ?
C16B C15B H15E 109.5 . . ?
H15D C15B H15E 109.5 . . ?
C16B C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
O17B C16B C15B 109.8(5) . . ?
O17B C16B H16C 109.7 . . ?
C15B C16B H16C 109.7 . . ?
O17B C16B H16D 109.7 . . ?
C15B C16B H16D 109.7 . . ?
H16C C16B H16D 108.2 . . ?
C18B O17B C16B 115.0(6) . . ?
O17B C18B C19B 111.8(7) . . ?
O17B C18B H18C 109.3 . . ?
C19B C18B H18C 109.3 . . ?
O17B C18B H18D 109.3 . . ?
C19B C18B H18D 109.3 . . ?
H18C C18B H18D 107.9 . . ?
C18B C19B H19D 109.5 . . ?
C18B C19B H19E 109.5 . . ?
H19D C19B H19E 109.5 . . ?
C18B C19B H19F 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?

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
O7 H7 O17A 0.889(19) 1.83(2) 2.704(5) 169(4) .
O7 H7 O17B 0.889(19) 1.84(2) 2.699(6) 162(4) .
O8 H8 O12 0.903(19) 1.91(2) 2.790(2) 164(4) 4
O12 H12 O7 0.874(19) 1.82(2) 2.673(2) 166(3) 15_554

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        72.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.062
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'ethanol-diethyl ether'
####################################################################### 
# 
# 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_sg005-2
_database_code_depnum_ccdc_archive 'CCDC 1440048'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'9,10-Dimethyl-2,3,6,7,14,15-hexa-hydroxytriptycene ethyl acetate solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 O6, (C4 H8 O2)'
_chemical_formula_sum            'C26 H26 O8'
_chemical_formula_weight         466.47

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8058(5)
_cell_length_b                   9.1775(6)
_cell_length_c                   14.0128(8)
_cell_angle_alpha                84.071(5)
_cell_angle_beta                 85.136(4)
_cell_angle_gamma                82.927(5)
_cell_volume                     1114.83(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4209
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      73.67

_exptl_crystal_description       'rectangular prism'
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             492
_exptl_absorpt_coefficient_mu    0.859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8449
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_sigmaI/netI    0.0628
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.18
_diffrn_reflns_theta_max         73.88
_reflns_number_total             4205
_reflns_number_gt                3509
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'local program'

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

 Hydroxyl group O16 is disordered over two equally occupied sites, reflecting
 a disordered hydrogen bond with its symmetry equivalent related by -x, -y, 2-z.
 This was modelled without restraints. All non-H atoms were refined 
 anisotropically, and C-bound H atoms were placed in calculated positions and 
 refined using a riding model. All the hydroxyl H atoms (including those bound 
 to disordered O16) were located in the Fourier map and allowed to refine, 
 with the restraint O---H = 0.90(2) Å and with isotropic displacement 
 parameters constrained to be 1.5x Ueq for the corresponding O atom.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1194P)²+0.4819P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4205
_refine_ls_number_parameters     341
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0622
_refine_ls_wR_factor_ref         0.1941
_refine_ls_wR_factor_gt          0.1760
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2661(2) 0.6522(2) 0.74010(13) 0.0160(4) Uani 1 1 d . A .
C2 C 0.1912(2) 0.7927(2) 0.72465(14) 0.0184(4) Uani 1 1 d . . .
H2 H 0.1845 0.8591 0.7729 0.022 Uiso 1 1 calc R . .
C3 C 0.1253(2) 0.8365(2) 0.63760(15) 0.0205(4) Uani 1 1 d . . .
C4 C 0.1319(2) 0.7380(2) 0.56766(14) 0.0203(4) Uani 1 1 d . . .
C5 C 0.2080(2) 0.5967(2) 0.58285(14) 0.0181(4) Uani 1 1 d . . .
H5 H 0.2135 0.5300 0.5348 0.022 Uiso 1 1 calc R . .
C6 C 0.2758(2) 0.5539(2) 0.66823(14) 0.0163(4) Uani 1 1 d . . .
H24 H 0.942(3) 0.328(3) 0.6228(17) 0.024 Uiso 1 1 d D . .
O7 O 0.0533(2) 0.97668(17) 0.61631(11) 0.0275(4) Uani 1 1 d D . .
H7 H -0.015(3) 1.008(4) 0.662(2) 0.041 Uiso 1 1 d D . .
O8 O 0.0621(2) 0.77642(18) 0.48348(11) 0.0285(4) Uani 1 1 d D . .
H8 H 0.021(4) 0.866(2) 0.483(2) 0.043 Uiso 1 1 d D . .
C9 C 0.2740(2) 0.4437(2) 0.86266(14) 0.0160(4) Uani 1 1 d . A .
C10 C 0.2021(2) 0.4075(2) 0.95231(14) 0.0182(4) Uani 1 1 d . . .
H10 H 0.1948 0.4736 1.0008 0.022 Uiso 1 1 calc R . .
C11 C 0.1402(2) 0.2735(2) 0.97138(15) 0.0230(5) Uani 1 1 d . A .
C12 C 0.1480(3) 0.1776(3) 0.89941(16) 0.0271(5) Uani 1 1 d . . .
C13 C 0.2190(3) 0.2145(2) 0.80943(15) 0.0225(4) Uani 1 1 d . A .
H13 H 0.2240 0.1494 0.7605 0.027 Uiso 1 1 calc R . .
C14 C 0.2829(2) 0.3469(2) 0.79073(14) 0.0171(4) Uani 1 1 d . . .
O15 O 0.0706(2) 0.22883(19) 1.05895(11) 0.0308(4) Uani 1 1 d D . .
H15 H 0.075(4) 0.301(3) 1.096(2) 0.046 Uiso 1 1 d D . .
O16A O 0.0645(10) 0.0606(12) 0.9217(8) 0.0297(17) Uani 0.50 1 d PD A 1
H16A H 0.004(7) 0.058(8) 0.874(4) 0.045 Uiso 0.50 1 d PD B 1
O16B O 0.1103(10) 0.0324(10) 0.9117(8) 0.0294(18) Uani 0.50 1 d PD A 2
H16B H 0.044(7) 0.020(9) 0.963(4) 0.044 Uiso 0.50 1 d PD C 2
C17 C 0.5112(2) 0.5349(2) 0.79250(13) 0.0158(4) Uani 1 1 d . A .
C18 C 0.6437(2) 0.5798(2) 0.82109(14) 0.0184(4) Uani 1 1 d . . .
H18 H 0.6382 0.6455 0.8698 0.022 Uiso 1 1 calc R . .
C19 C 0.7845(2) 0.5276(2) 0.77764(15) 0.0207(4) Uani 1 1 d . . .
C20 C 0.7945(2) 0.4317(2) 0.70592(15) 0.0206(4) Uani 1 1 d . . .
C21 C 0.6608(2) 0.3863(2) 0.67729(14) 0.0189(4) Uani 1 1 d . A .
H21 H 0.6664 0.3208 0.6285 0.023 Uiso 1 1 calc R . .
C22 C 0.5200(2) 0.4379(2) 0.72076(14) 0.0166(4) Uani 1 1 d . . .
O23 O 0.91637(17) 0.5734(2) 0.80564(12) 0.0295(4) Uani 1 1 d D . .
H23 H 0.988(3) 0.517(3) 0.774(2) 0.044 Uiso 1 1 d D . .
O24 O 0.93890(17) 0.3894(2) 0.66784(11) 0.0276(4) Uani 1 1 d D . .
C25 C 0.3466(2) 0.5865(2) 0.83074(14) 0.0158(4) Uani 1 1 d . . .
C26 C 0.3389(2) 0.6923(2) 0.90822(14) 0.0180(4) Uani 1 1 d . A .
H26A H 0.2313 0.7224 0.9285 0.027 Uiso 1 1 calc R . .
H26B H 0.3884 0.7795 0.8825 0.027 Uiso 1 1 calc R . .
H26C H 0.3919 0.6431 0.9636 0.027 Uiso 1 1 calc R . .
C27 C 0.3627(2) 0.4026(2) 0.69481(13) 0.0159(4) Uani 1 1 d . A .
C28 C 0.3726(2) 0.2974(2) 0.61710(14) 0.0194(4) Uani 1 1 d . . .
H28A H 0.2691 0.2778 0.6055 0.029 Uiso 1 1 calc R A .
H28B H 0.4334 0.2046 0.6380 0.029 Uiso 1 1 calc R . .
H28C H 0.4217 0.3418 0.5576 0.029 Uiso 1 1 calc R . .
C29 C -0.3427(4) 1.0985(4) 0.8877(2) 0.0524(8) Uani 1 1 d . . .
H29A H -0.2883 1.1786 0.9039 0.079 Uiso 1 1 calc R . .
H29B H -0.3376 1.0188 0.9400 0.079 Uiso 1 1 calc R . .
H29C H -0.4502 1.1358 0.8788 0.079 Uiso 1 1 calc R . .
C30 C -0.2695(3) 1.0413(3) 0.79706(19) 0.0352(6) Uani 1 1 d . . .
O31 O -0.1371(2) 1.0519(2) 0.76800(15) 0.0439(5) Uani 1 1 d . . .
O32 O -0.3654(2) 0.9816(2) 0.74885(14) 0.0410(5) Uani 1 1 d . . .
C33 C -0.3064(4) 0.9262(3) 0.65847(19) 0.0383(6) Uani 1 1 d . . .
H33A H -0.2207 0.8472 0.6691 0.046 Uiso 1 1 calc R . .
H33B H -0.2676 1.0065 0.6140 0.046 Uiso 1 1 calc R . .
C34 C -0.4341(4) 0.8669(3) 0.6162(2) 0.0427(7) Uani 1 1 d . . .
H34A H -0.5210 0.9441 0.6100 0.064 Uiso 1 1 calc R . .
H34B H -0.4663 0.7825 0.6583 0.064 Uiso 1 1 calc R . .
H34C H -0.3984 0.8354 0.5526 0.064 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.378(3) . ?
C1 C6 1.410(3) . ?
C1 C25 1.539(3) . ?
C2 C3 1.395(3) . ?
C2 H2 0.9500 . ?
C3 O7 1.378(3) . ?
C3 C4 1.394(3) . ?
C4 O8 1.370(3) . ?
C4 C5 1.389(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9500 . ?
C6 C27 1.528(3) . ?
O7 H7 0.889(18) . ?
O8 H8 0.859(18) . ?
C9 C10 1.386(3) . ?
C9 C14 1.402(3) . ?
C9 C25 1.537(3) . ?
C10 C11 1.397(3) . ?
C10 H10 0.9500 . ?
C11 O15 1.371(3) . ?
C11 C12 1.398(3) . ?
C12 O16A 1.370(10) . ?
C12 C13 1.388(3) . ?
C12 O16B 1.402(10) . ?
C13 C14 1.393(3) . ?
C13 H13 0.9500 . ?
C14 C27 1.532(3) . ?
O15 H15 0.891(18) . ?
O16A H16A 0.89(2) . ?
O16A H16B 0.68(5) . ?
O16B H16A 1.10(4) . ?
O16B H16B 0.89(2) . ?
C17 C18 1.387(3) . ?
C17 C22 1.401(3) . ?
C17 C25 1.537(3) . ?
C18 C19 1.387(3) . ?
C18 H18 0.9500 . ?
C19 O23 1.382(2) . ?
C19 C20 1.393(3) . ?
C20 O24 1.363(3) . ?
C20 C21 1.399(3) . ?
C21 C22 1.385(3) . ?
C21 H21 0.9500 . ?
C22 C27 1.541(3) . ?
O23 H23 0.889(18) . ?
O24 H24 0.883(17) . ?
C25 C26 1.522(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.519(2) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.490(4) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 O31 1.213(4) . ?
C30 O32 1.326(3) . ?
O32 C33 1.445(3) . ?
C33 C34 1.497(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
C2 C1 C6 120.05(18) . . ?
C2 C1 C25 126.42(17) . . ?
C6 C1 C25 113.52(17) . . ?
C1 C2 C3 119.52(18) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
O7 C3 C4 117.25(19) . . ?
O7 C3 C2 122.47(18) . . ?
C4 C3 C2 120.28(19) . . ?
O8 C4 C5 118.43(18) . . ?
O8 C4 C3 121.29(19) . . ?
C5 C4 C3 120.27(19) . . ?
C6 C5 C4 119.54(18) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C1 120.31(18) . . ?
C5 C6 C27 125.26(17) . . ?
C1 C6 C27 114.42(17) . . ?
C3 O7 H7 114(2) . . ?
C4 O8 H8 108(2) . . ?
C10 C9 C14 120.02(17) . . ?
C10 C9 C25 126.07(17) . . ?
C14 C9 C25 113.91(17) . . ?
C9 C10 C11 119.97(18) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
O15 C11 C10 123.18(19) . . ?
O15 C11 C12 116.84(19) . . ?
C10 C11 C12 119.98(19) . . ?
O16A C12 C13 124.8(4) . . ?
O16A C12 C11 114.7(4) . . ?
C13 C12 C11 120.01(19) . . ?
O16A C12 O16B 19.5(5) . . ?
C13 C12 O16B 113.3(4) . . ?
C11 C12 O16B 126.0(4) . . ?
C12 C13 C14 120.10(19) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 119.91(18) . . ?
C13 C14 C27 125.74(17) . . ?
C9 C14 C27 114.33(16) . . ?
C11 O15 H15 106(2) . . ?
C12 O16A H16A 108(5) . . ?
C12 O16A H16B 134(7) . . ?
H16A O16A H16B 114(8) . . ?
C12 O16B H16A 95(4) . . ?
C12 O16B H16B 110(5) . . ?
H16A O16B H16B 83(6) . . ?
C18 C17 C22 120.25(18) . . ?
C18 C17 C25 125.58(17) . . ?
C22 C17 C25 114.14(17) . . ?
C19 C18 C17 119.09(18) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
O23 C19 C18 119.01(18) . . ?
O23 C19 C20 119.86(18) . . ?
C18 C19 C20 121.13(18) . . ?
O24 C20 C19 115.73(18) . . ?
O24 C20 C21 124.57(19) . . ?
C19 C20 C21 119.70(19) . . ?
C22 C21 C20 119.34(18) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C17 120.50(18) . . ?
C21 C22 C27 125.49(17) . . ?
C17 C22 C27 113.98(17) . . ?
C19 O23 H23 101(2) . . ?
C20 O24 H24 113.7(19) . . ?
C26 C25 C9 114.56(16) . . ?
C26 C25 C17 113.53(16) . . ?
C9 C25 C17 104.91(15) . . ?
C26 C25 C1 114.00(16) . . ?
C9 C25 C1 104.59(15) . . ?
C17 C25 C1 104.17(15) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C6 114.11(16) . . ?
C28 C27 C14 114.24(16) . . ?
C6 C27 C14 104.76(15) . . ?
C28 C27 C22 113.86(16) . . ?
C6 C27 C22 103.94(15) . . ?
C14 C27 C22 104.81(15) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O31 C30 O32 122.8(2) . . ?
O31 C30 C29 124.0(3) . . ?
O32 C30 C29 113.1(2) . . ?
C30 O32 C33 117.4(2) . . ?
O32 C33 C34 108.2(2) . . ?
O32 C33 H33A 110.1 . . ?
C34 C33 H33A 110.1 . . ?
O32 C33 H33B 110.1 . . ?
C34 C33 H33B 110.1 . . ?
H33A C33 H33B 108.4 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

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
O7 H7 O31 0.889(18) 1.804(19) 2.687(3) 171(3) .
O8 H8 O7 0.859(18) 2.26(3) 2.738(2) 115(3) .
O8 H8 O7 0.859(18) 1.99(3) 2.672(2) 136(3) 2_576
O15 H15 O23 0.891(18) 1.90(2) 2.776(2) 169(3) 2_667
O16A H16A O31 0.89(2) 2.03(2) 2.918(11) 179(7) 1_545
O16B H16B O15 0.89(2) 2.49(8) 2.849(9) 104(6) .
O16B H16B O16A 0.89(2) 1.94(3) 2.802(6) 164(8) 2_557
O23 H23 O24 0.889(18) 2.09(3) 2.673(2) 123(3) .
O24 H24 O8 0.883(17) 1.859(18) 2.736(2) 172(3) 2_666

_diffrn_measured_fraction_theta_max 0.931
_diffrn_reflns_theta_full        72.00
_diffrn_measured_fraction_theta_full 0.947
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.082
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'ethyl acetate-pentane'
####################################################################### 
# 
# 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_sg005-4
_database_code_depnum_ccdc_archive 'CCDC 1440049'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'9,10-Dimethyl-2,3,6,7,14,15-hexa-hydroxytriptycene chloroform solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 O6, 2.15(C H Cl3)'
_chemical_formula_sum            'C24.15 H20.15 Cl6.44 O6'
_chemical_formula_weight         634.65

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'
Cl Cl 0.3639 0.7018 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

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

_cell_length_a                   23.2178(16)
_cell_length_b                   25.566(2)
_cell_length_c                   10.7276(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.349(6)
_cell_angle_gamma                90.00
_cell_volume                     5706.2(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2242
_cell_measurement_theta_min      4.56
_cell_measurement_theta_max      71.57

_exptl_crystal_description       'rectangular prism'
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2580
_exptl_absorpt_coefficient_mu    6.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8045
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0604
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         73.47
_reflns_number_total             4795
_reflns_number_gt                2956
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'local program'

_refine_special_details          SQUEEZE

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1714P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4795
_refine_ls_number_parameters     315
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1144
_refine_ls_R_factor_gt           0.0868
_refine_ls_wR_factor_ref         0.2839
_refine_ls_wR_factor_gt          0.2545
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.34044(18) 0.37809(18) 0.7678(4) 0.0326(9) Uani 1 1 d . . .
C2 C 0.36921(19) 0.41864(18) 0.7283(4) 0.0336(9) Uani 1 1 d . . .
H2 H 0.3661 0.4194 0.6370 0.040 Uiso 1 1 calc R . .
C3 C 0.4019(2) 0.45724(18) 0.8216(5) 0.0367(10) Uani 1 1 d . . .
C4 C 0.4055(2) 0.45711(18) 0.9557(4) 0.0353(10) Uani 1 1 d . . .
C5 C 0.37508(18) 0.41734(17) 0.9934(4) 0.0321(9) Uani 1 1 d . . .
H5 H 0.3766 0.4173 1.0833 0.038 Uiso 1 1 calc R . .
C6 C 0.34303(18) 0.37833(18) 0.9002(4) 0.0312(9) Uani 1 1 d . . .
O7 O 0.42998(14) 0.49683(13) 0.7821(3) 0.0380(7) Uani 1 1 d . . .
H7 H 0.4637 0.5066 0.8509 0.046 Uiso 1 1 calc R . .
O8 O 0.43994(14) 0.49562(12) 1.0421(3) 0.0377(7) Uani 1 1 d . . .
H8 H 0.4316 0.4969 1.1107 0.045 Uiso 1 1 calc R . .
C9 C 0.23816(18) 0.33381(17) 0.6772(4) 0.0301(9) Uani 1 1 d . . .
C10 C 0.18023(19) 0.33837(18) 0.5609(4) 0.0350(10) Uani 1 1 d . . .
H10 H 0.1788 0.3391 0.4710 0.042 Uiso 1 1 calc R . .
C11 C 0.1231(2) 0.3419(2) 0.5754(5) 0.0424(12) Uani 1 1 d . . .
C12 C 0.1266(2) 0.34035(19) 0.7087(4) 0.0374(11) Uani 1 1 d . . .
C13 C 0.1850(2) 0.33685(17) 0.8258(4) 0.0346(10) Uani 1 1 d . . .
H13 H 0.1868 0.3370 0.9159 0.042 Uiso 1 1 calc R . .
C14 C 0.24089(19) 0.33312(16) 0.8098(4) 0.0302(9) Uani 1 1 d . . .
O15 O 0.06327(14) 0.34719(17) 0.4657(3) 0.0496(9) Uani 1 1 d . . .
H15 H 0.0648 0.3387 0.3917 0.060 Uiso 1 1 calc R . .
O16 O 0.07059(14) 0.34340(15) 0.7238(3) 0.0405(8) Uani 1 1 d . . .
H16 H 0.0391 0.3358 0.6480 0.049 Uiso 1 1 calc R . .
C17 C 0.33825(17) 0.28408(17) 0.7639(4) 0.0290(8) Uani 1 1 d . . .
C18 C 0.36884(18) 0.24483(19) 0.7255(4) 0.0349(10) Uani 1 1 d . . .
H18 H 0.3670 0.2448 0.6352 0.042 Uiso 1 1 calc R . .
C19 C 0.40172(19) 0.2062(2) 0.8193(4) 0.0360(10) Uani 1 1 d . . .
C20 C 0.40519(18) 0.20499(19) 0.9530(4) 0.0346(10) Uani 1 1 d . . .
C21 C 0.37552(18) 0.24509(17) 0.9926(4) 0.0324(9) Uani 1 1 d . . .
H21 H 0.3786 0.2457 1.0840 0.039 Uiso 1 1 calc R . .
C22 C 0.34203(17) 0.28348(17) 0.8992(4) 0.0285(9) Uani 1 1 d . . .
O23 O 0.43127(15) 0.16650(14) 0.7799(3) 0.0432(8) Uani 1 1 d . . .
H23 H 0.4609 0.1532 0.8512 0.065 Uiso 1 1 calc RD . .
O24 O 0.44079(13) 0.16579(12) 1.0382(3) 0.0351(7) Uani 1 1 d . . .
H24 H 0.4417 0.1693 1.1169 0.042 Uiso 1 1 calc R . .
C25 C 0.30421(18) 0.33203(17) 0.6763(4) 0.0307(9) Uani 1 1 d . . .
C26 C 0.30053(19) 0.33185(18) 0.5303(4) 0.0326(9) Uani 1 1 d . . .
H26A H 0.2796 0.3640 0.4815 0.049 Uiso 1 1 calc R . .
H26B H 0.2756 0.3015 0.4785 0.049 Uiso 1 1 calc R . .
H26C H 0.3440 0.3299 0.5374 0.049 Uiso 1 1 calc R . .
C27 C 0.30925(18) 0.33142(16) 0.9287(4) 0.0280(8) Uani 1 1 d . . .
C28 C 0.3117(2) 0.33073(17) 1.0733(4) 0.0333(9) Uani 1 1 d . . .
H28A H 0.2892 0.3615 1.0844 0.050 Uiso 1 1 calc R . .
H28B H 0.3566 0.3314 1.1439 0.050 Uiso 1 1 calc R . .
H28C H 0.2909 0.2989 1.0842 0.050 Uiso 1 1 calc R . .
Cl31 Cl 0.05594(7) 0.22581(5) 0.55472(16) 0.0623(4) Uani 1 1 d . . .
Cl32 Cl 0.05090(7) 0.11322(5) 0.54749(17) 0.0631(4) Uani 1 1 d . . .
Cl0A Cl 0.00158(13) 0.16972(13) 0.7113(3) 0.0608(8) Uani 0.50 1 d P . 1
C29A C 0.0118(4) 0.1696(4) 0.5579(11) 0.044(2) Uani 0.50 1 d P A 1
H29A H -0.0315 0.1709 0.4760 0.053 Uiso 0.50 1 calc PR A 1
Cl0B Cl 0.00429(17) 0.17203(16) 0.2938(4) 0.0816(11) Uani 0.50 1 d P . 2
C29B C 0.0113(4) 0.1711(4) 0.4636(11) 0.048(2) Uani 0.50 1 d P A 2
H29B H -0.0324 0.1723 0.4600 0.058 Uiso 0.50 1 calc PR A 2


_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
C1 C6 1.395(5) . ?
C1 C2 1.397(6) . ?
C1 C25 1.525(6) . ?
C2 C3 1.370(6) . ?
C2 H2 0.9500 . ?
C3 O7 1.369(5) . ?
C3 C4 1.404(6) . ?
C4 O8 1.345(5) . ?
C4 C5 1.396(6) . ?
C5 C6 1.374(6) . ?
C5 H5 0.9500 . ?
C6 C27 1.536(6) . ?
O7 H7 0.8400 . ?
O8 H8 0.8400 . ?
C9 C10 1.375(6) . ?
C9 C14 1.396(5) . ?
C9 C25 1.538(5) . ?
C10 C11 1.405(5) . ?
C10 H10 0.9500 . ?
C11 O15 1.372(6) . ?
C11 C12 1.396(6) . ?
C12 O16 1.382(4) . ?
C12 C13 1.382(6) . ?
C13 C14 1.386(5) . ?
C13 H13 0.9500 . ?
C14 C27 1.533(6) . ?
O15 H15 0.8400 . ?
O16 H16 0.8400 . ?
C17 C18 1.393(6) . ?
C17 C22 1.416(5) . ?
C17 C25 1.533(6) . ?
C18 C19 1.374(6) . ?
C18 H18 0.9500 . ?
C19 O23 1.392(5) . ?
C19 C20 1.401(5) . ?
C20 O24 1.361(5) . ?
C20 C21 1.402(6) . ?
C21 C22 1.371(6) . ?
C21 H21 0.9500 . ?
C22 C27 1.547(6) . ?
O23 H23 0.8400 . ?
O24 H24 0.8400 . ?
C25 C26 1.530(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.527(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
Cl31 C29B 1.757(11) . ?
Cl31 C29A 1.773(10) . ?
Cl32 C29A 1.733(10) . ?
Cl32 C29B 1.763(11) . ?
Cl0A Cl0A 0.866(5) 2_556 ?
Cl0A C29A 1.764(10) . ?
C29A H29A 1.0000 . ?
Cl0B Cl0B 0.870(7) 2 ?
Cl0B C29B 1.755(11) . ?
C29B H29B 1.0000 . ?

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
C6 C1 C2 119.7(4) . . ?
C6 C1 C25 114.9(4) . . ?
C2 C1 C25 125.4(3) . . ?
C3 C2 C1 119.8(4) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
O7 C3 C2 119.5(4) . . ?
O7 C3 C4 119.9(4) . . ?
C2 C3 C4 120.6(4) . . ?
O8 C4 C5 123.8(4) . . ?
O8 C4 C3 116.8(4) . . ?
C5 C4 C3 119.4(4) . . ?
C6 C5 C4 119.9(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 120.6(4) . . ?
C5 C6 C27 125.6(3) . . ?
C1 C6 C27 113.8(4) . . ?
C3 O7 H7 109.5 . . ?
C4 O8 H8 109.5 . . ?
C10 C9 C14 120.6(3) . . ?
C10 C9 C25 125.0(3) . . ?
C14 C9 C25 114.3(3) . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
O15 C11 C12 117.2(3) . . ?
O15 C11 C10 123.9(4) . . ?
C12 C11 C10 118.9(4) . . ?
O16 C12 C13 119.4(3) . . ?
O16 C12 C11 119.2(4) . . ?
C13 C12 C11 121.3(4) . . ?
C12 C13 C14 119.1(3) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C13 C14 C9 120.3(4) . . ?
C13 C14 C27 125.4(3) . . ?
C9 C14 C27 114.2(3) . . ?
C11 O15 H15 109.5 . . ?
C12 O16 H16 109.5 . . ?
C18 C17 C22 119.2(4) . . ?
C18 C17 C25 125.9(3) . . ?
C22 C17 C25 114.7(3) . . ?
C19 C18 C17 119.5(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 O23 119.4(3) . . ?
C18 C19 C20 121.8(4) . . ?
O23 C19 C20 118.8(4) . . ?
O24 C20 C19 116.5(4) . . ?
O24 C20 C21 124.6(3) . . ?
C19 C20 C21 118.8(4) . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C17 120.9(4) . . ?
C21 C22 C27 126.1(3) . . ?
C17 C22 C27 112.9(4) . . ?
C19 O23 H23 109.5 . . ?
C20 O24 H24 109.5 . . ?
C1 C25 C26 115.2(3) . . ?
C1 C25 C17 103.6(3) . . ?
C26 C25 C17 113.8(3) . . ?
C1 C25 C9 103.9(3) . . ?
C26 C25 C9 113.8(3) . . ?
C17 C25 C9 105.3(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C14 113.8(3) . . ?
C28 C27 C6 114.7(3) . . ?
C14 C27 C6 104.1(3) . . ?
C28 C27 C22 113.5(3) . . ?
C14 C27 C22 105.9(3) . . ?
C6 C27 C22 103.7(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C29B Cl31 C29A 33.2(5) . . ?
C29A Cl32 C29B 33.5(5) . . ?
Cl0A Cl0A C29A 177.4(6) 2_556 . ?
Cl32 C29A Cl0A 110.6(6) . . ?
Cl32 C29A Cl31 110.4(5) . . ?
Cl0A C29A Cl31 109.6(6) . . ?
Cl32 C29A H29A 108.7 . . ?
Cl0A C29A H29A 108.7 . . ?
Cl31 C29A H29A 108.7 . . ?
Cl0B Cl0B C29B 172.9(6) 2 . ?
Cl0B C29B Cl31 109.1(6) . . ?
Cl0B C29B Cl32 109.2(5) . . ?
Cl31 C29B Cl32 109.8(5) . . ?
Cl0B C29B H29B 109.6 . . ?
Cl31 C29B H29B 109.6 . . ?
Cl32 C29B H29B 109.6 . . ?

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
O7 H7 O8 0.84 2.36 2.694(4) 104.0 .
O7 H7 O8 0.84 2.01 2.767(4) 149.2 5_667
O8 H8 O7 0.84 1.86 2.693(4) 168.8 6_566
O15 H15 O23 0.84 1.89 2.717(4) 169.0 7_556
O16 H16 O15 0.84 2.28 2.699(4) 111.1 .
O16 H16 O24 0.84 2.05 2.788(4) 145.9 8_455
O23 H23 O24 0.84 2.28 2.680(4) 109.9 .
O23 H23 O15 0.84 2.14 2.840(4) 141.0 8_556
O24 H24 O16 0.84 1.88 2.691(3) 161.5 7_557

_diffrn_measured_fraction_theta_max 0.832
_diffrn_reflns_theta_full        72.00
_diffrn_measured_fraction_theta_full 0.844
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.097
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method chloroform-pentane
####################################################################### 
# 
# 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_sg019
_database_code_depnum_ccdc_archive 'CCDC 1440050'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'9,10-Dimethyl-2,3,6,7-tetra-hydroxytriptycene hemihydratehemi-diethyl ether solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 O4, 0.5(C4 H10 O), 0.5(H2 O)'
_chemical_formula_sum            'C24 H24 O5'
_chemical_formula_weight         392.43

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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

_cell_length_a                   13.1161(4)
_cell_length_b                   11.8371(3)
_cell_length_c                   24.8580(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.306(3)
_cell_angle_gamma                90.00
_cell_volume                     3828.03(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4480
_cell_measurement_theta_min      4.60
_cell_measurement_theta_max      73.24

_exptl_crystal_description       lath
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1664
_exptl_absorpt_coefficient_mu    0.772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.517
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            15514
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_sigmaI/netI    0.0709
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         73.42
_reflns_number_total             7501
_reflns_number_gt                4925
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'local program'

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

 The asymmetric unit contains two molecules of the trypticene, one 
 disordered molecule of diethyl ether and a disordered water molecule. 
 The diethyl ether molecule was modelled over three sites with occupancies 
 of 0.67, 0.20 and 0.13. The fixed restraints C---C = 1.52(2), C---O = 
 1.43(2), 1,3-C...C = 2.34(2) and 1,3-C...O = 2.42(2) Å were applied to 
 this group. Two Fourier peaks that were 1.0 Å apart, but not bonded to 
 any other atom, were included in the model as a water molecule that is 
 disordered over two sites with refined occupancies of 0.58:0.42. 

 All fully occupied non-H atoms, plus the major water site, were refined 
 anisotropically, while C-bound H atoms were placed in calculated positions 
 and refined using a riding model. The hydroxyl H atoms were located in 
 the Fourier map, and allowed to refine subject to the fixed restraint 
 O---H = 0.90(2) Å and with isotropic displacement parameters
 constrained to be 1.5x Ueq for the corresponding O atom. The disordered
 water H atoms were not included in the model, but are accounted for in the
 density calculation.

 The disordered water sites accept hydrogen bonds from O42 and from O15ⁱ, 
 and are positioned to donate hydrogen bonds to O33ⁱⁱ and the disordered 
 diethyl ether O atoms (symmetry codes: (i) 1+x, 1/2-y, 1/2+z; 
 (ii) 1-x, 1/2+y, 3/2-z).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1086P)²+0.9040P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7501
_refine_ls_number_parameters     571
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.1069
_refine_ls_R_factor_gt           0.0683
_refine_ls_wR_factor_ref         0.2060
_refine_ls_wR_factor_gt          0.1783
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.036
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1282(2) 0.2792(3) 0.42292(12) 0.0270(6) Uani 1 1 d . . .
C2 C 0.0624(2) 0.3684(3) 0.40640(12) 0.0298(7) Uani 1 1 d . . .
H2 H 0.0145 0.3618 0.3745 0.036 Uiso 1 1 calc R . .
C3 C 0.0672(2) 0.4668(3) 0.43663(12) 0.0275(6) Uani 1 1 d . . .
C4 C 0.1371(2) 0.4764(3) 0.48350(12) 0.0261(6) Uani 1 1 d . . .
C5 C 0.2015(2) 0.3864(3) 0.50074(12) 0.0262(6) Uani 1 1 d . . .
H5 H 0.2484 0.3925 0.5330 0.031 Uiso 1 1 calc R . .
C6 C 0.1967(2) 0.2875(3) 0.47026(12) 0.0255(6) Uani 1 1 d . . .
O7 O 0.00375(18) 0.55565(19) 0.41982(9) 0.0325(5) Uani 1 1 d D . .
H7 H 0.018(3) 0.619(3) 0.4389(16) 0.049 Uiso 1 1 d D . .
O8 O 0.13821(18) 0.57870(18) 0.50946(9) 0.0304(5) Uani 1 1 d D . .
H8 H 0.169(3) 0.576(4) 0.5444(9) 0.046 Uiso 1 1 d D . .
C9 C 0.1252(2) 0.0735(3) 0.43188(12) 0.0264(6) Uani 1 1 d . . .
C10 C 0.0597(2) -0.0181(3) 0.42288(13) 0.0294(7) Uani 1 1 d . . .
H10 H 0.0148 -0.0242 0.3899 0.035 Uiso 1 1 calc R . .
C11 C 0.0600(2) -0.1013(3) 0.46241(13) 0.0299(7) Uani 1 1 d . . .
C12 C 0.1232(2) -0.0912(3) 0.51097(13) 0.0276(6) Uani 1 1 d . . .
C13 C 0.1903(2) 0.0004(3) 0.52070(12) 0.0257(6) Uani 1 1 d . . .
H13 H 0.2343 0.0066 0.5540 0.031 Uiso 1 1 calc R . .
C14 C 0.1915(2) 0.0823(3) 0.48055(12) 0.0249(6) Uani 1 1 d . . .
O15 O -0.00137(19) -0.1975(2) 0.45556(11) 0.0381(6) Uani 1 1 d D . .
H15 H -0.046(3) -0.181(4) 0.4265(14) 0.057 Uiso 1 1 d D . .
O16 O 0.12282(19) -0.1722(2) 0.55071(9) 0.0345(5) Uani 1 1 d D . .
H16 H 0.067(2) -0.216(3) 0.5423(18) 0.052 Uiso 1 1 d D . .
C17 C 0.2513(3) 0.1627(3) 0.38308(13) 0.0300(7) Uani 1 1 d . . .
C18 C 0.2896(3) 0.1519(3) 0.33341(14) 0.0340(7) Uani 1 1 d . . .
H18 H 0.2438 0.1474 0.3006 0.041 Uiso 1 1 calc R . .
C19 C 0.3950(3) 0.1477(3) 0.33240(15) 0.0387(9) Uani 1 1 d . . .
H19 H 0.4215 0.1399 0.2988 0.046 Uiso 1 1 calc R . .
C20 C 0.4612(3) 0.1546(3) 0.37948(16) 0.0377(8) Uani 1 1 d . . .
H20 H 0.5331 0.1519 0.3780 0.045 Uiso 1 1 calc R . .
C21 C 0.4247(3) 0.1658(3) 0.42995(15) 0.0326(7) Uani 1 1 d . . .
H21 H 0.4710 0.1704 0.4625 0.039 Uiso 1 1 calc R . .
C22 C 0.3191(3) 0.1699(2) 0.43101(13) 0.0278(6) Uani 1 1 d . . .
C23 C 0.1365(3) 0.1688(3) 0.39134(12) 0.0289(7) Uani 1 1 d . . .
C24 C 0.0625(3) 0.1602(3) 0.33959(13) 0.0383(8) Uani 1 1 d . . .
H24A H -0.0083 0.1650 0.3482 0.057 Uiso 1 1 calc R . .
H24B H 0.0725 0.0878 0.3219 0.057 Uiso 1 1 calc R . .
H24C H 0.0753 0.2222 0.3152 0.057 Uiso 1 1 calc R . .
C25 C 0.2657(2) 0.1832(3) 0.48244(12) 0.0256(6) Uani 1 1 d . . .
C26 C 0.3390(3) 0.1912(3) 0.53468(13) 0.0310(7) Uani 1 1 d . . .
H26A H 0.3804 0.1222 0.5395 0.047 Uiso 1 1 calc R . .
H26B H 0.2995 0.2001 0.5654 0.047 Uiso 1 1 calc R . .
H26C H 0.3843 0.2566 0.5329 0.047 Uiso 1 1 calc R . .
C27 C 0.4386(2) 0.3323(2) 0.66773(12) 0.0243(6) Uani 1 1 d . . .
C28 C 0.3360(2) 0.3126(3) 0.66839(12) 0.0280(6) Uani 1 1 d . . .
H28 H 0.3136 0.2418 0.6807 0.034 Uiso 1 1 calc R . .
C29 C 0.2640(2) 0.3961(3) 0.65108(13) 0.0314(7) Uani 1 1 d . . .
C30 C 0.2968(2) 0.4999(3) 0.63383(12) 0.0292(7) Uani 1 1 d . . .
C31 C 0.4007(2) 0.5209(3) 0.63329(12) 0.0273(6) Uani 1 1 d . . .
H31 H 0.4229 0.5920 0.6214 0.033 Uiso 1 1 calc R . .
C32 C 0.4725(2) 0.4372(3) 0.65028(12) 0.0262(6) Uani 1 1 d . . .
O33 O 0.16176(19) 0.3721(3) 0.65045(12) 0.0482(7) Uani 1 1 d D . .
H33 H 0.120(3) 0.422(4) 0.632(2) 0.072 Uiso 1 1 d D . .
O34 O 0.22073(19) 0.5769(2) 0.61587(10) 0.0363(5) Uani 1 1 d D . .
H34 H 0.234(4) 0.6495(19) 0.6231(19) 0.054 Uiso 1 1 d D . .
C35 C 0.6002(2) 0.3068(2) 0.72482(13) 0.0251(6) Uani 1 1 d . . .
C36 C 0.6326(2) 0.2669(3) 0.77634(12) 0.0266(6) Uani 1 1 d . . .
H36 H 0.6090 0.1958 0.7876 0.032 Uiso 1 1 calc R . .
C37 C 0.6997(2) 0.3309(3) 0.81159(13) 0.0293(7) Uani 1 1 d . . .
C38 C 0.7344(2) 0.4356(3) 0.79590(14) 0.0301(7) Uani 1 1 d . . .
C39 C 0.7018(2) 0.4759(3) 0.74367(14) 0.0293(7) Uani 1 1 d . . .
H39 H 0.7257 0.5469 0.7325 0.035 Uiso 1 1 calc R . .
C40 C 0.6347(2) 0.4122(2) 0.70824(13) 0.0266(6) Uani 1 1 d . . .
O41 O 0.72978(19) 0.2910(2) 0.86343(10) 0.0365(5) Uani 1 1 d D . .
H41 H 0.786(3) 0.328(4) 0.8805(17) 0.055 Uiso 1 1 d D . .
O42 O 0.7986(2) 0.4919(2) 0.83445(11) 0.0411(6) Uani 1 1 d D . .
H42 H 0.823(4) 0.554(3) 0.8206(19) 0.062 Uiso 1 1 d D . .
C43 C 0.5799(2) 0.2409(3) 0.63138(12) 0.0263(6) Uani 1 1 d . . .
C44 C 0.5968(2) 0.1441(3) 0.60287(13) 0.0305(7) Uani 1 1 d . . .
H44 H 0.5760 0.0727 0.6151 0.037 Uiso 1 1 calc R . .
C45 C 0.6447(3) 0.1518(3) 0.55593(15) 0.0402(8) Uani 1 1 d . . .
H45 H 0.6565 0.0854 0.5361 0.048 Uiso 1 1 calc R . .
C46 C 0.6750(3) 0.2554(3) 0.53838(16) 0.0454(9) Uani 1 1 d . . .
H46 H 0.7064 0.2602 0.5061 0.054 Uiso 1 1 calc R . .
C47 C 0.6600(3) 0.3535(3) 0.56755(15) 0.0396(8) Uani 1 1 d . . .
H47 H 0.6823 0.4245 0.5557 0.047 Uiso 1 1 calc R . .
C48 C 0.6122(2) 0.3461(3) 0.61416(13) 0.0284(6) Uani 1 1 d . . .
C49 C 0.5252(2) 0.2465(2) 0.68232(12) 0.0241(6) Uani 1 1 d . . .
C50 C 0.4885(2) 0.1337(3) 0.70064(13) 0.0280(6) Uani 1 1 d . . .
H50A H 0.5476 0.0840 0.7104 0.042 Uiso 1 1 calc R . .
H50B H 0.4420 0.0993 0.6712 0.042 Uiso 1 1 calc R . .
H50C H 0.4519 0.1446 0.7323 0.042 Uiso 1 1 calc R . .
C51 C 0.5888(2) 0.4451(2) 0.65048(13) 0.0283(6) Uani 1 1 d . . .
C52 C 0.6270(3) 0.5584(3) 0.63177(15) 0.0354(7) Uani 1 1 d . . .
H52A H 0.5947 0.5741 0.5948 0.053 Uiso 1 1 calc R . .
H52B H 0.7018 0.5556 0.6324 0.053 Uiso 1 1 calc R . .
H52C H 0.6091 0.6182 0.6561 0.053 Uiso 1 1 calc R . .
C53A C 0.9697(7) 0.4869(8) 0.7155(4) 0.071(2) Uiso 0.67 1 d PD A 1
H53A H 0.9743 0.4401 0.6834 0.106 Uiso 0.67 1 calc PR A 1
H53B H 0.9153 0.5433 0.7073 0.106 Uiso 0.67 1 calc PR A 1
H53C H 0.9538 0.4389 0.7455 0.106 Uiso 0.67 1 calc PR A 1
C54A C 1.0729(6) 0.5470(7) 0.7318(3) 0.0586(18) Uiso 0.67 1 d PD A 1
H54A H 1.1283 0.4904 0.7401 0.070 Uiso 0.67 1 calc PR A 1
H54B H 1.0899 0.5947 0.7015 0.070 Uiso 0.67 1 calc PR A 1
O55A O 1.0653(4) 0.6158(4) 0.77872(19) 0.0554(11) Uiso 0.67 1 d PD A 1
C56A C 1.1539(6) 0.6816(8) 0.7953(3) 0.0587(19) Uiso 0.67 1 d PD A 1
H56A H 1.1660 0.7344 0.7659 0.070 Uiso 0.67 1 calc PR A 1
H56B H 1.2146 0.6315 0.8024 0.070 Uiso 0.67 1 calc PR A 1
C57A C 1.1419(7) 0.7450(7) 0.8437(3) 0.071(2) Uiso 0.67 1 d PD A 1
H57A H 1.2034 0.7909 0.8541 0.107 Uiso 0.67 1 calc PR A 1
H57B H 1.1324 0.6926 0.8732 0.107 Uiso 0.67 1 calc PR A 1
H57C H 1.0817 0.7943 0.8367 0.107 Uiso 0.67 1 calc PR A 1
C53B C 1.063(3) 0.9281(19) 0.7967(14) 0.056(8) Uiso 0.13 1 d PD B 2
H53D H 1.0762 0.9865 0.8246 0.085 Uiso 0.13 1 calc PR B 2
H53E H 0.9883 0.9199 0.7868 0.085 Uiso 0.13 1 calc PR B 2
H53F H 1.0945 0.9499 0.7646 0.085 Uiso 0.13 1 calc PR B 2
C54B C 1.108(3) 0.815(2) 0.8188(11) 0.053(9) Uiso 0.13 1 d PD B 2
H54C H 1.1834 0.8221 0.8290 0.064 Uiso 0.13 1 calc PR B 2
H54D H 1.0766 0.7918 0.8511 0.064 Uiso 0.13 1 calc PR B 2
O55B O 1.0854(19) 0.7345(18) 0.7754(9) 0.062(6) Uiso 0.13 1 d PD B 2
C56B C 1.1599(18) 0.6430(19) 0.7849(9) 0.029(5) Uiso 0.13 1 d PD B 2
H56C H 1.1431 0.5954 0.8153 0.035 Uiso 0.13 1 calc PR B 2
H56D H 1.2295 0.6747 0.7948 0.035 Uiso 0.13 1 calc PR B 2
C57B C 1.158(3) 0.572(3) 0.7342(14) 0.076(11) Uiso 0.13 1 d PD B 2
H57D H 1.2084 0.5106 0.7408 0.114 Uiso 0.13 1 calc PR B 2
H57E H 1.1750 0.6190 0.7043 0.114 Uiso 0.13 1 calc PR B 2
H57F H 1.0892 0.5394 0.7248 0.114 Uiso 0.13 1 calc PR B 2
C53C C 1.112(3) 0.857(2) 0.8165(17) 0.101(12) Uiso 0.20 1 d PD C 3
H53G H 1.1743 0.9001 0.8303 0.152 Uiso 0.20 1 calc PR C 3
H53H H 1.0672 0.8519 0.8449 0.152 Uiso 0.20 1 calc PR C 3
H53I H 1.0762 0.8962 0.7848 0.152 Uiso 0.20 1 calc PR C 3
C54C C 1.1434(14) 0.7370(17) 0.7999(9) 0.051(5) Uiso 0.20 1 d PD C 3
H54E H 1.1903 0.7417 0.7717 0.061 Uiso 0.20 1 calc PR C 3
H54F H 1.1795 0.6968 0.8317 0.061 Uiso 0.20 1 calc PR C 3
O55C O 1.0537(11) 0.6786(13) 0.7797(6) 0.052(4) Uiso 0.20 1 d PD C 3
C56C C 1.0783(13) 0.5897(15) 0.7422(8) 0.041(4) Uiso 0.20 1 d PD C 3
H56E H 1.1324 0.5392 0.7602 0.049 Uiso 0.20 1 calc PR C 3
H56F H 1.1031 0.6233 0.7098 0.049 Uiso 0.20 1 calc PR C 3
C57C C 0.9777(15) 0.5232(17) 0.7260(9) 0.045(5) Uiso 0.20 1 d PD C 3
H57G H 0.9902 0.4626 0.7008 0.067 Uiso 0.20 1 calc PR C 3
H57H H 0.9249 0.5744 0.7084 0.067 Uiso 0.20 1 calc PR C 3
H57I H 0.9542 0.4906 0.7585 0.067 Uiso 0.20 1 calc PR C 3
O58A O 0.8808(4) 0.6760(4) 0.79181(18) 0.0441(11) Uani 0.58 1 d P D 1
O58B O 0.9003(5) 0.6744(6) 0.8365(3) 0.0487(15) Uiso 0.42 1 d P E 2


_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
C1 C6 1.390(4) . ?
C1 C2 1.393(4) . ?
C1 C23 1.535(4) . ?
C2 C3 1.383(5) . ?
C2 H2 0.9500 . ?
C3 O7 1.373(4) . ?
C3 C4 1.393(5) . ?
C4 O8 1.371(4) . ?
C4 C5 1.393(4) . ?
C5 C6 1.392(4) . ?
C5 H5 0.9500 . ?
C6 C25 1.538(4) . ?
O7 H7 0.897(19) . ?
O8 H8 0.911(19) . ?
C9 C10 1.385(5) . ?
C9 C14 1.401(4) . ?
C9 C23 1.532(4) . ?
C10 C11 1.391(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(5) . ?
C11 O15 1.392(4) . ?
C12 O16 1.377(4) . ?
C12 C13 1.398(5) . ?
C13 C14 1.393(4) . ?
C13 H13 0.9500 . ?
C14 C25 1.537(4) . ?
O15 H15 0.890(19) . ?
O16 H16 0.894(19) . ?
C17 C22 1.396(5) . ?
C17 C18 1.396(4) . ?
C17 C23 1.548(5) . ?
C18 C19 1.387(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.368(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.405(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(5) . ?
C21 H21 0.9500 . ?
C22 C25 1.542(4) . ?
C23 C24 1.513(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.517(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.368(4) . ?
C27 C32 1.405(4) . ?
C27 C49 1.532(4) . ?
C28 C29 1.397(4) . ?
C28 H28 0.9500 . ?
C29 O33 1.369(4) . ?
C29 C30 1.387(5) . ?
C30 O34 1.383(4) . ?
C30 C31 1.387(5) . ?
C31 C32 1.395(4) . ?
C31 H31 0.9500 . ?
C32 C51 1.528(4) . ?
O33 H33 0.89(2) . ?
O34 H34 0.890(19) . ?
C35 C36 1.381(4) . ?
C35 C40 1.406(4) . ?
C35 C49 1.526(4) . ?
C36 C37 1.386(5) . ?
C36 H36 0.9500 . ?
C37 O41 1.382(4) . ?
C37 C38 1.393(5) . ?
C38 O42 1.365(4) . ?
C38 C39 1.398(5) . ?
C39 C40 1.387(5) . ?
C39 H39 0.9500 . ?
C40 C51 1.535(5) . ?
O41 H41 0.91(2) . ?
O42 H42 0.89(2) . ?
C43 C44 1.380(4) . ?
C43 C48 1.399(4) . ?
C43 C49 1.534(4) . ?
C44 C45 1.397(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.377(5) . ?
C45 H45 0.9500 . ?
C46 C47 1.396(5) . ?
C46 H46 0.9500 . ?
C47 C48 1.389(4) . ?
C47 H47 0.9500 . ?
C48 C51 1.534(4) . ?
C49 C50 1.510(4) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 C52 1.525(4) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53A C54A 1.537(10) . ?
C53A H53A 0.9800 . ?
C53A H53B 0.9800 . ?
C53A H53C 0.9800 . ?
C54A O55A 1.436(8) . ?
C54A H54A 0.9900 . ?
C54A H54B 0.9900 . ?
O55A C56A 1.416(8) . ?
C56A C57A 1.443(10) . ?
C56A H56A 0.9900 . ?
C56A H56B 0.9900 . ?
C57A H57A 0.9800 . ?
C57A H57B 0.9800 . ?
C57A H57C 0.9800 . ?
C53B C54B 1.536(19) . ?
C53B H53D 0.9800 . ?
C53B H53E 0.9800 . ?
C53B H53F 0.9800 . ?
C54B O55B 1.444(18) . ?
C54B H54C 0.9900 . ?
C54B H54D 0.9900 . ?
O55B C56B 1.458(17) . ?
C56B C57B 1.513(18) . ?
C56B H56C 0.9900 . ?
C56B H56D 0.9900 . ?
C57B H57D 0.9800 . ?
C57B H57E 0.9800 . ?
C57B H57F 0.9800 . ?
C53C C54C 1.553(18) . ?
C53C H53G 0.9800 . ?
C53C H53H 0.9800 . ?
C53C H53I 0.9800 . ?
C54C O55C 1.402(16) . ?
C54C H54E 0.9900 . ?
C54C H54F 0.9900 . ?
O55C C56C 1.468(16) . ?
C56C C57C 1.546(16) . ?
C56C H56E 0.9900 . ?
C56C H56F 0.9900 . ?
C57C H57G 0.9800 . ?
C57C H57H 0.9800 . ?
C57C H57I 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
C6 C1 C2 120.3(3) . . ?
C6 C1 C23 114.4(3) . . ?
C2 C1 C23 125.2(3) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
O7 C3 C2 119.7(3) . . ?
O7 C3 C4 120.1(3) . . ?
C2 C3 C4 120.2(3) . . ?
O8 C4 C3 115.6(3) . . ?
O8 C4 C5 124.1(3) . . ?
C3 C4 C5 120.2(3) . . ?
C6 C5 C4 119.5(3) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C1 C6 C5 120.0(3) . . ?
C1 C6 C25 114.2(3) . . ?
C5 C6 C25 125.7(3) . . ?
C3 O7 H7 114(3) . . ?
C4 O8 H8 113(3) . . ?
C10 C9 C14 120.1(3) . . ?
C10 C9 C23 125.5(3) . . ?
C14 C9 C23 114.4(3) . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 O15 116.8(3) . . ?
C10 C11 O15 122.9(3) . . ?
O16 C12 C11 120.7(3) . . ?
O16 C12 C13 118.4(3) . . ?
C11 C12 C13 120.9(3) . . ?
C14 C13 C12 118.7(3) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C13 C14 C9 120.3(3) . . ?
C13 C14 C25 125.7(3) . . ?
C9 C14 C25 113.9(3) . . ?
C11 O15 H15 103(3) . . ?
C12 O16 H16 108(3) . . ?
C22 C17 C18 120.0(3) . . ?
C22 C17 C23 114.1(3) . . ?
C18 C17 C23 125.9(3) . . ?
C19 C18 C17 119.3(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C19 C20 C21 121.2(3) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C22 C21 C20 118.3(3) . . ?
C22 C21 H21 120.9 . . ?
C20 C21 H21 120.9 . . ?
C21 C22 C17 120.7(3) . . ?
C21 C22 C25 125.3(3) . . ?
C17 C22 C25 114.0(3) . . ?
C24 C23 C9 113.9(3) . . ?
C24 C23 C1 114.4(3) . . ?
C9 C23 C1 105.7(2) . . ?
C24 C23 C17 114.4(3) . . ?
C9 C23 C17 103.3(2) . . ?
C1 C23 C17 103.9(3) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C14 113.9(3) . . ?
C26 C25 C6 114.3(3) . . ?
C14 C25 C6 105.2(2) . . ?
C26 C25 C22 114.2(3) . . ?
C14 C25 C22 104.4(2) . . ?
C6 C25 C22 103.7(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C32 120.3(3) . . ?
C28 C27 C49 125.8(3) . . ?
C32 C27 C49 113.8(3) . . ?
C27 C28 C29 120.2(3) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
O33 C29 C30 121.5(3) . . ?
O33 C29 C28 118.6(3) . . ?
C30 C29 C28 119.9(3) . . ?
O34 C30 C31 123.2(3) . . ?
O34 C30 C29 116.4(3) . . ?
C31 C30 C29 120.4(3) . . ?
C30 C31 C32 119.8(3) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C31 C32 C27 119.5(3) . . ?
C31 C32 C51 126.4(3) . . ?
C27 C32 C51 114.1(3) . . ?
C29 O33 H33 113(4) . . ?
C30 O34 H34 117(3) . . ?
C36 C35 C40 120.2(3) . . ?
C36 C35 C49 125.3(3) . . ?
C40 C35 C49 114.5(3) . . ?
C35 C36 C37 119.7(3) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 H36 120.2 . . ?
O41 C37 C36 119.0(3) . . ?
O41 C37 C38 120.0(3) . . ?
C36 C37 C38 120.9(3) . . ?
O42 C38 C37 115.6(3) . . ?
O42 C38 C39 125.0(3) . . ?
C37 C38 C39 119.4(3) . . ?
C40 C39 C38 119.9(3) . . ?
C40 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
C39 C40 C35 119.9(3) . . ?
C39 C40 C51 126.7(3) . . ?
C35 C40 C51 113.4(3) . . ?
C37 O41 H41 113(3) . . ?
C38 O42 H42 111(3) . . ?
C44 C43 C48 120.5(3) . . ?
C44 C43 C49 125.6(3) . . ?
C48 C43 C49 113.9(3) . . ?
C43 C44 C45 119.6(3) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C46 C45 C44 120.1(3) . . ?
C46 C45 H45 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C46 C47 120.7(3) . . ?
C45 C46 H46 119.6 . . ?
C47 C46 H46 119.6 . . ?
C48 C47 C46 119.3(3) . . ?
C48 C47 H47 120.4 . . ?
C46 C47 H47 120.4 . . ?
C47 C48 C43 119.9(3) . . ?
C47 C48 C51 126.0(3) . . ?
C43 C48 C51 114.1(3) . . ?
C50 C49 C35 114.0(3) . . ?
C50 C49 C27 113.7(2) . . ?
C35 C49 C27 104.3(2) . . ?
C50 C49 C43 114.3(2) . . ?
C35 C49 C43 105.3(2) . . ?
C27 C49 C43 104.1(2) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C52 C51 C32 114.8(3) . . ?
C52 C51 C48 113.2(3) . . ?
C32 C51 C48 103.0(2) . . ?
C52 C51 C40 113.8(3) . . ?
C32 C51 C40 105.1(2) . . ?
C48 C51 C40 105.8(2) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C54A C53A H53A 109.5 . . ?
C54A C53A H53B 109.5 . . ?
H53A C53A H53B 109.5 . . ?
C54A C53A H53C 109.5 . . ?
H53A C53A H53C 109.5 . . ?
H53B C53A H53C 109.5 . . ?
O55A C54A C53A 109.1(6) . . ?
O55A C54A H54A 109.9 . . ?
C53A C54A H54A 109.9 . . ?
O55A C54A H54B 109.9 . . ?
C53A C54A H54B 109.9 . . ?
H54A C54A H54B 108.3 . . ?
C56A O55A C54A 114.2(5) . . ?
O55A C56A C57A 110.9(7) . . ?
O55A C56A H56A 109.5 . . ?
C57A C56A H56A 109.5 . . ?
O55A C56A H56B 109.5 . . ?
C57A C56A H56B 109.5 . . ?
H56A C56A H56B 108.1 . . ?
C56A C57A H57A 109.5 . . ?
C56A C57A H57B 109.5 . . ?
H57A C57A H57B 109.5 . . ?
C56A C57A H57C 109.5 . . ?
H57A C57A H57C 109.5 . . ?
H57B C57A H57C 109.5 . . ?
C54B C53B H53D 109.5 . . ?
C54B C53B H53E 109.5 . . ?
H53D C53B H53E 109.5 . . ?
C54B C53B H53F 109.5 . . ?
H53D C53B H53F 109.5 . . ?
H53E C53B H53F 109.5 . . ?
O55B C54B C53B 105.9(17) . . ?
O55B C54B H54C 110.6 . . ?
C53B C54B H54C 110.6 . . ?
O55B C54B H54D 110.6 . . ?
C53B C54B H54D 110.6 . . ?
H54C C54B H54D 108.7 . . ?
C54B O55B C56B 107.5(16) . . ?
O55B C56B C57B 109.9(17) . . ?
O55B C56B H56C 109.7 . . ?
C57B C56B H56C 109.7 . . ?
O55B C56B H56D 109.7 . . ?
C57B C56B H56D 109.7 . . ?
H56C C56B H56D 108.2 . . ?
C56B C57B H57D 109.5 . . ?
C56B C57B H57E 109.5 . . ?
H57D C57B H57E 109.5 . . ?
C56B C57B H57F 109.5 . . ?
H57D C57B H57F 109.5 . . ?
H57E C57B H57F 109.5 . . ?
C54C C53C H53G 109.5 . . ?
C54C C53C H53H 109.5 . . ?
H53G C53C H53H 109.5 . . ?
C54C C53C H53I 109.5 . . ?
H53G C53C H53I 109.5 . . ?
H53H C53C H53I 109.5 . . ?
O55C C54C C53C 108.1(16) . . ?
O55C C54C H54E 110.1 . . ?
C53C C54C H54E 110.1 . . ?
O55C C54C H54F 110.1 . . ?
C53C C54C H54F 110.1 . . ?
H54E C54C H54F 108.4 . . ?
C54C O55C C56C 109.7(13) . . ?
O55C C56C C57C 106.3(13) . . ?
O55C C56C H56E 110.5 . . ?
C57C C56C H56E 110.5 . . ?
O55C C56C H56F 110.5 . . ?
C57C C56C H56F 110.5 . . ?
H56E C56C H56F 108.7 . . ?
C56C C57C H57G 109.5 . . ?
C56C C57C H57H 109.5 . . ?
H57G C57C H57H 109.5 . . ?
C56C C57C H57I 109.5 . . ?
H57G C57C H57I 109.5 . . ?
H57H C57C H57I 109.5 . . ?

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
O7 H7 O8 0.897(19) 2.25(4) 2.674(3) 108(3) .
O7 H7 O15 0.897(19) 2.23(3) 3.057(3) 153(4) 1_565
O8 H8 O34 0.911(19) 1.82(2) 2.728(3) 175(4) .
O15 H15 O58B 0.890(19) 2.26(3) 3.087(8) 154(4) 4_465
O16 H16 O15 0.894(19) 2.24(4) 2.713(4) 113(3) .
O33 H33 O34 0.89(2) 2.32(5) 2.718(4) 107(4) .
O33 H33 O7 0.89(2) 1.96(3) 2.744(3) 146(5) 3_566
O34 H34 O41 0.890(19) 1.76(2) 2.650(4) 175(5) 2_656
O41 H41 O42 0.91(2) 2.27(5) 2.675(4) 107(3) .
O41 H41 O16 0.91(2) 1.96(3) 2.726(3) 140(4) 2_656
O42 H42 O58A 0.89(2) 1.82(2) 2.707(5) 176(5) .
O42 H42 O58B 0.89(2) 1.76(3) 2.536(7) 144(5) .

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        72.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.068
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'ethanol-diethyl ether'
####################################################################### 
# 
# 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_sg019_dioxane
_database_code_depnum_ccdc_archive 'CCDC 1440051'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'9,10-Dimethyl-2,3,6,7-tetra-hydroxytriptycene 1,4-dioxane solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 O4, C4 H8 O2'
_chemical_formula_sum            'C26 H26 O6'
_chemical_formula_weight         434.47

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   9.6831(2)
_cell_length_b                   11.9425(2)
_cell_length_c                   18.3518(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2122.21(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3591
_cell_measurement_theta_min      4.42
_cell_measurement_theta_max      73.50

_exptl_crystal_description       fragment
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
_exptl_absorpt_coefficient_mu    0.788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            5791
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.42
_diffrn_reflns_theta_max         73.56
_reflns_number_total             2372
_reflns_number_gt                2260
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'local program'

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

 No disorder is present in the model, and no restraints were applied to the 
 refinement. All non-H atoms were refined anisotropically, while C-bound 
 H atoms were placed in calculated positions and refined using a riding 
 model. The hydroxyl H atoms bound to O7, O8, O15 and O16 were located in 
 the Fourier map and allowed to refine, with isotropic displacement parameters
 constrained to be 1.5x Ueq for the corresponding O atom.

 Although the compound adopts a handed space group, the absolute structure 
 of this light atom crystal could not be determined. Friedel opposite 
 reflections were therefore merged for the final least squares cycles. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0625P)²+0.2839P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.4(2)
_refine_ls_number_reflns         2372
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0974
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5196(2) 0.58529(18) 0.60746(11) 0.0160(4) Uani 1 1 d . . .
C2 C 0.5916(2) 0.60563(19) 0.67165(11) 0.0178(4) Uani 1 1 d . . .
H2 H 0.6417 0.5470 0.6946 0.021 Uiso 1 1 calc R . .
C3 C 0.5899(2) 0.71291(19) 0.70220(11) 0.0186(4) Uani 1 1 d . . .
C4 C 0.5151(2) 0.79801(19) 0.66864(12) 0.0175(4) Uani 1 1 d . . .
C5 C 0.4426(2) 0.77744(18) 0.60465(11) 0.0167(4) Uani 1 1 d . . .
H5 H 0.3909 0.8356 0.5823 0.020 Uiso 1 1 calc R . .
C6 C 0.4461(2) 0.67169(18) 0.57358(11) 0.0146(4) Uani 1 1 d . . .
O7 O 0.6618(2) 0.74119(15) 0.76344(9) 0.0278(4) Uani 1 1 d . . .
H7 H 0.676(4) 0.685(3) 0.7887(19) 0.042 Uiso 1 1 d . . .
O8 O 0.51097(18) 0.90365(14) 0.69884(9) 0.0234(4) Uani 1 1 d . . .
H8 H 0.591(4) 0.921(3) 0.7145(18) 0.035 Uiso 1 1 d . . .
C9 C 0.5691(2) 0.50453(17) 0.48956(11) 0.0154(4) Uani 1 1 d . . .
C10 C 0.6815(2) 0.45620(17) 0.45465(12) 0.0172(4) Uani 1 1 d . . .
H10 H 0.7323 0.3983 0.4779 0.021 Uiso 1 1 calc R . .
C11 C 0.7196(2) 0.49280(18) 0.38545(12) 0.0185(4) Uani 1 1 d . . .
C12 C 0.6455(2) 0.57790(18) 0.35072(12) 0.0187(4) Uani 1 1 d . . .
C13 C 0.5332(2) 0.62663(18) 0.38616(12) 0.0182(4) Uani 1 1 d . . .
H13 H 0.4820 0.6842 0.3628 0.022 Uiso 1 1 calc R . .
C14 C 0.4963(2) 0.59119(18) 0.45528(12) 0.0162(4) Uani 1 1 d . . .
O15 O 0.83111(18) 0.44323(14) 0.35199(9) 0.0241(4) Uani 1 1 d . . .
H15 H 0.877(4) 0.496(3) 0.3370(19) 0.036 Uiso 1 1 d . . .
O16 O 0.68834(19) 0.60810(15) 0.28264(9) 0.0252(4) Uani 1 1 d . . .
H16 H 0.641(4) 0.664(3) 0.2661(19) 0.038 Uiso 1 1 d . . .
C17 C 0.3617(2) 0.44938(19) 0.55320(12) 0.0184(4) Uani 1 1 d . . .
C18 C 0.2940(2) 0.3510(2) 0.57134(12) 0.0219(5) Uani 1 1 d . . .
H18 H 0.3436 0.2905 0.5924 0.026 Uiso 1 1 calc R . .
C19 C 0.1513(3) 0.3413(2) 0.55836(15) 0.0279(5) Uani 1 1 d . . .
H19 H 0.1043 0.2743 0.5710 0.034 Uiso 1 1 calc R . .
C20 C 0.0793(3) 0.4292(2) 0.52728(15) 0.0292(5) Uani 1 1 d . . .
H20 H -0.0172 0.4223 0.5190 0.035 Uiso 1 1 calc R . .
C21 C 0.1473(2) 0.5279(2) 0.50796(13) 0.0238(5) Uani 1 1 d . . .
H21 H 0.0977 0.5881 0.4866 0.029 Uiso 1 1 calc R . .
C22 C 0.2884(2) 0.53683(19) 0.52037(11) 0.0183(4) Uani 1 1 d . . .
C23 C 0.5156(2) 0.47392(18) 0.56540(11) 0.0164(4) Uani 1 1 d . . .
C24 C 0.5943(2) 0.37991(19) 0.60261(12) 0.0212(5) Uani 1 1 d . . .
H24A H 0.5573 0.3685 0.6517 0.032 Uiso 1 1 calc R . .
H24B H 0.6923 0.3998 0.6058 0.032 Uiso 1 1 calc R . .
H24C H 0.5840 0.3108 0.5743 0.032 Uiso 1 1 calc R . .
C25 C 0.3775(2) 0.63927(18) 0.50143(11) 0.0160(4) Uani 1 1 d . . .
C26 C 0.2999(2) 0.73437(19) 0.46492(12) 0.0204(4) Uani 1 1 d . . .
H26A H 0.2263 0.7608 0.4973 0.031 Uiso 1 1 calc R . .
H26B H 0.2594 0.7077 0.4192 0.031 Uiso 1 1 calc R . .
H26C H 0.3638 0.7960 0.4547 0.031 Uiso 1 1 calc R . .
O27 O 0.5712(2) 0.80088(15) 0.23064(11) 0.0330(4) Uani 1 1 d . . .
C28 C 0.6333(3) 0.8316(2) 0.16228(14) 0.0304(6) Uani 1 1 d . . .
H28A H 0.5713 0.8835 0.1358 0.036 Uiso 1 1 calc R . .
H28B H 0.6460 0.7639 0.1319 0.036 Uiso 1 1 calc R . .
C29 C 0.7697(3) 0.8867(2) 0.17437(16) 0.0353(6) Uani 1 1 d . . .
H29A H 0.8332 0.8340 0.1991 0.042 Uiso 1 1 calc R . .
H29B H 0.8110 0.9075 0.1269 0.042 Uiso 1 1 calc R . .
O30 O 0.7522(2) 0.98509(17) 0.21826(12) 0.0380(5) Uani 1 1 d . . .
C31 C 0.6919(3) 0.9556(3) 0.28681(15) 0.0394(7) Uani 1 1 d . . .
H31A H 0.6791 1.0239 0.3167 0.047 Uiso 1 1 calc R . .
H31B H 0.7546 0.9045 0.3134 0.047 Uiso 1 1 calc R . .
C32 C 0.5547(3) 0.8993(2) 0.27531(15) 0.0352(6) Uani 1 1 d . . .
H32A H 0.5149 0.8779 0.3230 0.042 Uiso 1 1 calc R . .
H32B H 0.4902 0.9520 0.2513 0.042 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.390(3) . ?
C1 C6 1.399(3) . ?
C1 C23 1.538(3) . ?
C2 C3 1.399(3) . ?
C2 H2 0.9500 . ?
C3 O7 1.364(3) . ?
C3 C4 1.392(3) . ?
C4 O8 1.379(3) . ?
C4 C5 1.390(3) . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C6 C25 1.531(3) . ?
O7 H7 0.83(4) . ?
O8 H8 0.85(4) . ?
C9 C10 1.388(3) . ?
C9 C14 1.402(3) . ?
C9 C23 1.529(3) . ?
C10 C11 1.393(3) . ?
C10 H10 0.9500 . ?
C11 O15 1.376(3) . ?
C11 C12 1.398(3) . ?
C12 O16 1.365(3) . ?
C12 C13 1.394(3) . ?
C13 C14 1.384(3) . ?
C13 H13 0.9500 . ?
C14 C25 1.539(3) . ?
O15 H15 0.82(4) . ?
O16 H16 0.86(4) . ?
C17 C18 1.386(3) . ?
C17 C22 1.399(3) . ?
C17 C23 1.535(3) . ?
C18 C19 1.407(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(3) . ?
C21 H21 0.9500 . ?
C22 C25 1.537(3) . ?
C23 C24 1.519(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.518(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
O27 C28 1.439(3) . ?
O27 C32 1.442(3) . ?
C28 C29 1.492(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 O30 1.434(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
O30 C31 1.431(4) . ?
C31 C32 1.504(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.18(19) . . ?
C2 C1 C23 126.08(19) . . ?
C6 C1 C23 113.70(18) . . ?
C1 C2 C3 119.6(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
O7 C3 C4 116.7(2) . . ?
O7 C3 C2 123.4(2) . . ?
C4 C3 C2 119.86(19) . . ?
O8 C4 C5 119.1(2) . . ?
O8 C4 C3 120.36(19) . . ?
C5 C4 C3 120.5(2) . . ?
C6 C5 C4 119.76(19) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 120.11(19) . . ?
C5 C6 C25 125.14(18) . . ?
C1 C6 C25 114.73(18) . . ?
C3 O7 H7 110(3) . . ?
C4 O8 H8 110(2) . . ?
C10 C9 C14 119.6(2) . . ?
C10 C9 C23 125.88(19) . . ?
C14 C9 C23 114.48(18) . . ?
C9 C10 C11 119.9(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
O15 C11 C10 118.7(2) . . ?
O15 C11 C12 120.81(19) . . ?
C10 C11 C12 120.5(2) . . ?
O16 C12 C13 123.6(2) . . ?
O16 C12 C11 117.0(2) . . ?
C13 C12 C11 119.4(2) . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C9 120.5(2) . . ?
C13 C14 C25 125.7(2) . . ?
C9 C14 C25 113.86(18) . . ?
C11 O15 H15 104(2) . . ?
C12 O16 H16 111(2) . . ?
C18 C17 C22 119.7(2) . . ?
C18 C17 C23 125.9(2) . . ?
C22 C17 C23 114.4(2) . . ?
C17 C18 C19 119.6(2) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.5(2) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C22 C21 C20 119.2(2) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C17 120.8(2) . . ?
C21 C22 C25 125.2(2) . . ?
C17 C22 C25 113.97(19) . . ?
C24 C23 C9 114.57(18) . . ?
C24 C23 C17 114.28(19) . . ?
C9 C23 C17 104.00(17) . . ?
C24 C23 C1 113.63(17) . . ?
C9 C23 C1 103.97(17) . . ?
C17 C23 C1 105.23(17) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C6 114.04(18) . . ?
C26 C25 C22 114.65(18) . . ?
C6 C25 C22 104.45(16) . . ?
C26 C25 C14 113.97(17) . . ?
C6 C25 C14 104.25(16) . . ?
C22 C25 C14 104.30(17) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 O27 C32 109.50(19) . . ?
O27 C28 C29 110.7(2) . . ?
O27 C28 H28A 109.5 . . ?
C29 C28 H28A 109.5 . . ?
O27 C28 H28B 109.5 . . ?
C29 C28 H28B 109.5 . . ?
H28A C28 H28B 108.1 . . ?
O30 C29 C28 109.9(2) . . ?
O30 C29 H29A 109.7 . . ?
C28 C29 H29A 109.7 . . ?
O30 C29 H29B 109.7 . . ?
C28 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C31 O30 C29 109.9(2) . . ?
O30 C31 C32 110.3(2) . . ?
O30 C31 H31A 109.6 . . ?
C32 C31 H31A 109.6 . . ?
O30 C31 H31B 109.6 . . ?
C32 C31 H31B 109.6 . . ?
H31A C31 H31B 108.1 . . ?
O27 C32 C31 110.3(2) . . ?
O27 C32 H32A 109.6 . . ?
C31 C32 H32A 109.6 . . ?
O27 C32 H32B 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?

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
O7 H7 O15 0.83(4) 1.92(4) 2.738(2) 168(4) 2_665
O8 H8 O30 0.85(4) 1.89(4) 2.674(3) 153(3) 2_675
O15 H15 O8 0.82(4) 1.88(4) 2.692(2) 168(3) 3_566
O16 H16 O27 0.86(4) 1.89(4) 2.738(3) 168(3) .

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        72.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.049
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method dioxane-pentane
####################################################################### 
# 
# 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_sg016
_database_code_depnum_ccdc_archive 'CCDC 1440052'
_audit_update_record             
;
2016-05-16 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
9,10-Dimethyl-2,3,6,7-tetra-methoxytriptycene
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H26 O4'
_chemical_formula_sum            'C26 H26 O4'
_chemical_formula_weight         402.47

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   8.7138(4)
_cell_length_b                   14.7312(7)
_cell_length_c                   15.9961(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2053.34(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2421
_cell_measurement_theta_min      3.84
_cell_measurement_theta_max      28.71

_exptl_crystal_description       'rectangular prism'
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.960
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8409
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         29.81
_reflns_number_total             2854
_reflns_number_gt                2195
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'local program'

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

 No disorder is present in the model, and no restraints were applied. All 
 non-H atoms were refined anisotropically, while H atoms were placed in 
 calculated positions and refined using a riding model. A meaningful 
 Flack parameter could not be refined for this light atom structure, so 
 Friedel opposite reflections were merged for the final least squares 
 cycles. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0488P)²+0.5791P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -2.0(16)
_refine_ls_number_reflns         2854
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_ref         0.1247
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3962(3) 0.48027(19) 0.40594(18) 0.0173(6) Uani 1 1 d . . .
C2 C 0.4726(3) 0.4607(2) 0.33275(19) 0.0212(6) Uani 1 1 d . . .
H2 H 0.5745 0.4377 0.3342 0.025 Uiso 1 1 calc R . .
C3 C 0.3985(4) 0.4750(2) 0.2562(2) 0.0268(7) Uani 1 1 d . . .
H3 H 0.4500 0.4608 0.2055 0.032 Uiso 1 1 calc R . .
C4 C 0.2509(4) 0.5097(2) 0.25372(19) 0.0251(7) Uani 1 1 d . . .
H4 H 0.2022 0.5201 0.2015 0.030 Uiso 1 1 calc R . .
C5 C 0.1735(3) 0.5292(2) 0.32790(19) 0.0217(6) Uani 1 1 d . . .
H5 H 0.0725 0.5535 0.3264 0.026 Uiso 1 1 calc R . .
C6 C 0.2451(3) 0.51308(19) 0.40382(18) 0.0171(6) Uani 1 1 d . . .
C7 C 0.3465(3) 0.40607(19) 0.53855(17) 0.0161(6) Uani 1 1 d . . .
C8 C 0.3835(3) 0.32567(19) 0.57965(17) 0.0156(6) Uani 1 1 d . . .
H8 H 0.4872 0.3059 0.5821 0.019 Uiso 1 1 calc R . .
C9 C 0.2690(3) 0.27440(19) 0.61695(17) 0.0169(6) Uani 1 1 d . . .
C10 C 0.1155(3) 0.3034(2) 0.61176(18) 0.0179(6) Uani 1 1 d . . .
C11 C 0.0791(3) 0.3834(2) 0.57029(17) 0.0181(6) Uani 1 1 d . . .
H11 H -0.0248 0.4025 0.5666 0.022 Uiso 1 1 calc R . .
C12 C 0.1944(3) 0.43536(19) 0.53433(17) 0.0158(6) Uani 1 1 d . . .
O13 O 0.2925(2) 0.19485(13) 0.65874(13) 0.0211(5) Uani 1 1 d . . .
C14 C 0.4480(3) 0.1670(2) 0.6692(2) 0.0265(7) Uani 1 1 d . . .
H14A H 0.4955 0.1585 0.6142 0.040 Uiso 1 1 calc R . .
H14B H 0.4510 0.1097 0.7003 0.040 Uiso 1 1 calc R . .
H14C H 0.5042 0.2137 0.7003 0.040 Uiso 1 1 calc R . .
O15 O 0.0112(2) 0.24770(14) 0.65003(13) 0.0233(5) Uani 1 1 d . . .
C16 C -0.1474(3) 0.2650(2) 0.6358(2) 0.0252(7) Uani 1 1 d . . .
H16A H -0.1743 0.3247 0.6585 0.038 Uiso 1 1 calc R . .
H16B H -0.2090 0.2181 0.6636 0.038 Uiso 1 1 calc R . .
H16C H -0.1682 0.2639 0.5756 0.038 Uiso 1 1 calc R . .
C17 C 0.4360(3) 0.5618(2) 0.53704(17) 0.0164(6) Uani 1 1 d . . .
C18 C 0.5497(3) 0.6145(2) 0.57469(18) 0.0169(6) Uani 1 1 d . . .
H18 H 0.6533 0.5945 0.5747 0.020 Uiso 1 1 calc R . .
C19 C 0.5107(3) 0.6962(2) 0.61200(17) 0.0174(6) Uani 1 1 d . . .
C20 C 0.3562(3) 0.7240(2) 0.61390(18) 0.0187(6) Uani 1 1 d . . .
C21 C 0.2445(3) 0.6723(2) 0.57488(18) 0.0174(6) Uani 1 1 d . . .
H21 H 0.1408 0.6921 0.5745 0.021 Uiso 1 1 calc R . .
C22 C 0.2850(3) 0.59101(19) 0.53627(18) 0.0169(6) Uani 1 1 d . . .
O23 O 0.6113(2) 0.75434(14) 0.64970(13) 0.0232(5) Uani 1 1 d . . .
C24 C 0.7707(3) 0.7329(2) 0.6457(2) 0.0271(7) Uani 1 1 d . . .
H24A H 0.7890 0.6745 0.6732 0.041 Uiso 1 1 calc R . .
H24B H 0.8298 0.7804 0.6740 0.041 Uiso 1 1 calc R . .
H24C H 0.8027 0.7291 0.5871 0.041 Uiso 1 1 calc R . .
O25 O 0.3290(2) 0.80380(13) 0.65576(13) 0.0219(5) Uani 1 1 d . . .
C26 C 0.1754(3) 0.8359(2) 0.6554(2) 0.0296(7) Uani 1 1 d . . .
H26A H 0.1418 0.8455 0.5976 0.044 Uiso 1 1 calc R . .
H26B H 0.1698 0.8934 0.6861 0.044 Uiso 1 1 calc R . .
H26C H 0.1087 0.7911 0.6823 0.044 Uiso 1 1 calc R . .
C27 C 0.4606(3) 0.4696(2) 0.49503(18) 0.0171(6) Uani 1 1 d . . .
C28 C 0.6253(3) 0.4358(2) 0.49707(19) 0.0193(6) Uani 1 1 d . . .
H28A H 0.6915 0.4789 0.4674 0.029 Uiso 1 1 calc R . .
H28B H 0.6312 0.3763 0.4699 0.029 Uiso 1 1 calc R . .
H28C H 0.6594 0.4305 0.5552 0.029 Uiso 1 1 calc R . .
C29 C 0.1745(3) 0.5272(2) 0.49089(18) 0.0168(6) Uani 1 1 d . . .
C30 C 0.0095(3) 0.5603(2) 0.4882(2) 0.0212(7) Uani 1 1 d . . .
H30A H 0.0054 0.6194 0.4602 0.032 Uiso 1 1 calc R . .
H30B H -0.0297 0.5664 0.5454 0.032 Uiso 1 1 calc R . .
H30C H -0.0535 0.5166 0.4574 0.032 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.377(4) . ?
C1 C6 1.403(4) . ?
C1 C27 1.539(4) . ?
C2 C3 1.400(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(4) . ?
C5 H5 0.9500 . ?
C6 C29 1.537(4) . ?
C7 C8 1.392(4) . ?
C7 C12 1.396(4) . ?
C7 C27 1.532(4) . ?
C8 C9 1.387(4) . ?
C8 H8 0.9500 . ?
C9 O13 1.365(3) . ?
C9 C10 1.406(4) . ?
C10 O15 1.369(3) . ?
C10 C11 1.389(4) . ?
C11 C12 1.388(4) . ?
C11 H11 0.9500 . ?
C12 C29 1.531(4) . ?
O13 C14 1.425(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O15 C16 1.423(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C22 1.384(4) . ?
C17 C18 1.395(4) . ?
C17 C27 1.531(4) . ?
C18 C19 1.385(4) . ?
C18 H18 0.9500 . ?
C19 O23 1.366(3) . ?
C19 C20 1.407(4) . ?
C20 O25 1.374(3) . ?
C20 C21 1.385(4) . ?
C21 C22 1.392(4) . ?
C21 H21 0.9500 . ?
C22 C29 1.529(4) . ?
O23 C24 1.426(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O25 C26 1.420(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.519(4) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.518(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
C2 C1 C6 120.3(3) . . ?
C2 C1 C27 126.1(2) . . ?
C6 C1 C27 113.5(2) . . ?
C1 C2 C3 119.3(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 119.5(3) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 C29 126.2(3) . . ?
C1 C6 C29 113.6(2) . . ?
C8 C7 C12 120.4(3) . . ?
C8 C7 C27 125.7(2) . . ?
C12 C7 C27 113.9(2) . . ?
C9 C8 C7 120.0(2) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
O13 C9 C8 124.8(2) . . ?
O13 C9 C10 115.6(2) . . ?
C8 C9 C10 119.6(3) . . ?
O15 C10 C11 124.7(2) . . ?
O15 C10 C9 115.1(3) . . ?
C11 C10 C9 120.2(3) . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C7 119.8(3) . . ?
C11 C12 C29 126.4(2) . . ?
C7 C12 C29 113.8(2) . . ?
C9 O13 C14 116.6(2) . . ?
O13 C14 H14A 109.5 . . ?
O13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 O15 C16 117.8(2) . . ?
O15 C16 H16A 109.5 . . ?
O15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 120.4(3) . . ?
C22 C17 C27 113.9(2) . . ?
C18 C17 C27 125.7(2) . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
O23 C19 C18 125.3(2) . . ?
O23 C19 C20 114.9(3) . . ?
C18 C19 C20 119.8(3) . . ?
O25 C20 C21 124.7(3) . . ?
O25 C20 C19 115.1(3) . . ?
C21 C20 C19 120.2(3) . . ?
C20 C21 C22 119.7(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C17 C22 C21 120.3(3) . . ?
C17 C22 C29 114.3(3) . . ?
C21 C22 C29 125.4(2) . . ?
C19 O23 C24 117.8(2) . . ?
O23 C24 H24A 109.5 . . ?
O23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 O25 C26 116.5(2) . . ?
O25 C26 H26A 109.5 . . ?
O25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C17 114.4(2) . . ?
C28 C27 C7 113.8(2) . . ?
C17 C27 C7 104.6(2) . . ?
C28 C27 C1 113.4(2) . . ?
C17 C27 C1 105.4(2) . . ?
C7 C27 C1 104.3(2) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C22 114.3(3) . . ?
C30 C29 C12 113.8(2) . . ?
C22 C29 C12 104.9(2) . . ?
C30 C29 C6 113.4(3) . . ?
C22 C29 C6 105.1(2) . . ?
C12 C29 C6 104.2(2) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.861
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.051
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method CDCl3
