Supplementary information (ESI) for CrystEngComm
This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Kana Sureshan'
_publ_contact_author_address     
;
Department of Chemical Biology
Max-Planck Institute for Molecular Physiology
Otto-Hahn Str. 11
Dortmund
Dortmund
44227
GERMANY
;

_publ_contact_author_email       KANA.SURESHAN@MPI-DORTMUND.MPG.DE

_publ_section_title              
;
Strength from weakness: CH...Pi dictated
conformational tuning of benzyl ethers and a consequent co-operative
edge-to-face CH...Pi network
;
loop_
_publ_author_name
'Kana Sureshan'
'Tadafumi Uchimaru'
'Yutaka Watanabe'
'Yonghui Yao'

data___Inositol
_database_code_depnum_ccdc_archive 'CCDC 656189'

#==============================================================================

# CHEMICAL DATA

_chemical_formula_sum            'C23 H28 O6 '
_chemical_formula_moiety         'C23 H28 O6 '
_chemical_formula_weight         400.47
_chemical_melting_point          ?
#==============================================================================

# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   12.3702(18)
_cell_length_b                   14.102(3)
_cell_length_c                   13.0089(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.853(9)
_cell_angle_gamma                90.00
_cell_volume                     2147.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    24
_cell_measurement_theta_min      25.6
_cell_measurement_theta_max      29.1

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.728
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku AFC7S'
_diffrn_measurement_method       \w-2\q
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        1.0
_diffrn_reflns_number            3361
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.59
_diffrn_reflns_theta_max         60.12
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        60.12
_diffrn_measured_fraction_theta_full 0.999
#==============================================================================

_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SHELXS97
_computing_structure_refinement  SHELXL97
_computing_publication_material  'CrystalStructure 3.8.1'
_computing_molecular_graphics    ?

#==============================================================================
_reflns_number_total             3192
_reflns_number_gt                2509
_reflns_threshold_expression     >2sigma(I)
_refine_special_details          
;
Restrains were made on one set of the disordered benzyl group. The distance,
angle and
flat restrains were applied to the benzyl groups of major and minor moieties.

Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. Due to the full chi circle
goniometer, the maximum 2 theta value is limitted to be 120 degree.

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0680P)^2^+0.5202P] where P=(Fo^2^+2Fc^2^)/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_number_reflns         3192
_refine_ls_number_parameters     326
_refine_ls_number_restraints     122
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1280
_refine_ls_wR_factor_gt          0.1183
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.060

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
O1 O 0.17226(11) 0.41638(10) 0.68134(12) 0.0505(4) Uani 1 1 d . A .
O2 O 0.34749(11) 0.34662(9) 0.72386(11) 0.0440(4) Uani 1 1 d . A .
O3 O 0.43847(11) 0.18392(11) 0.84388(11) 0.0504(4) Uani 1 1 d . . .
O4 O 0.30429(11) 0.14246(10) 0.62692(12) 0.0508(4) Uani 1 1 d . A .
H4O H 0.3537 0.1837 0.6403 0.076 Uiso 1 1 calc R . .
O5 O 0.08894(12) 0.13230(12) 0.75744(13) 0.0592(4) Uani 1 1 d . . .
H5O H 0.0593 0.1803 0.7719 0.089 Uiso 1 1 calc R . .
O6 O -0.00511(10) 0.27481(11) 0.58986(10) 0.0465(4) Uani 1 1 d . A .
C1 C 0.16437(16) 0.32417(14) 0.72377(15) 0.0400(5) Uani 1 1 d . A .
H1 H 0.1176 0.3267 0.7718 0.048 Uiso 1 1 calc R . .
C2 C 0.28805(15) 0.30313(14) 0.78964(15) 0.0400(5) Uani 1 1 d . . .
H2 H 0.3074 0.3364 0.8594 0.048 Uiso 1 1 calc R A .
C3 C 0.31804(15) 0.19906(15) 0.81012(15) 0.0414(5) Uani 1 1 d . A .
H3 H 0.2919 0.1792 0.8703 0.050 Uiso 1 1 calc R . .
C4 C 0.26278(16) 0.13335(14) 0.71596(17) 0.0440(5) Uani 1 1 d . . .
H4 H 0.2748 0.0678 0.7423 0.053 Uiso 1 1 calc R A .
C5 C 0.13465(17) 0.15230(14) 0.67254(17) 0.0451(5) Uani 1 1 d . A .
H5 H 0.0996 0.1097 0.6113 0.054 Uiso 1 1 calc R . .
C6 C 0.11423(15) 0.25401(14) 0.63362(15) 0.0385(4) Uani 1 1 d . . .
H6 H 0.1493 0.2640 0.5768 0.046 Uiso 1 1 calc R A .
C7 C 0.28730(17) 0.43299(14) 0.68454(18) 0.0483(5) Uani 1 1 d . . .
C8 C 0.2922(2) 0.45141(19) 0.5726(2) 0.0683(7) Uani 1 1 d . A .
H8A H 0.2601 0.3985 0.5265 0.102 Uiso 1 1 calc R . .
H8B H 0.3703 0.4599 0.5760 0.102 Uiso 1 1 calc R . .
H8C H 0.2494 0.5076 0.5437 0.102 Uiso 1 1 calc R . .
C9 C 0.3360(2) 0.51334(18) 0.7635(2) 0.0741(8) Uani 1 1 d . A .
H9A H 0.2909 0.5694 0.7396 0.111 Uiso 1 1 calc R . .
H9B H 0.4133 0.5255 0.7665 0.111 Uiso 1 1 calc R . .
H9C H 0.3347 0.4959 0.8345 0.111 Uiso 1 1 calc R . .
C10 C 0.4994(2) 0.2228(2) 0.9418(2) 0.0599(10) Uani 0.785(5) 1 d PDU A 1
H10A H 0.4561 0.2166 0.9917 0.072 Uiso 0.785(5) 1 calc PR A 1
H10B H 0.5107 0.2899 0.9322 0.072 Uiso 0.785(5) 1 calc PR A 1
C11 C 0.6125(5) 0.1759(6) 0.9893(4) 0.0576(15) Uani 0.785(5) 1 d PDU A 1
C12 C 0.7047(6) 0.2295(5) 1.0513(4) 0.0785(19) Uani 0.785(5) 1 d PDU A 1
H12 H 0.6957 0.2946 1.0570 0.094 Uiso 0.785(5) 1 calc PR A 1
C13 C 0.8084(5) 0.1894(9) 1.1042(5) 0.102(3) Uani 0.785(5) 1 d PDU A 1
H13 H 0.8685 0.2263 1.1468 0.122 Uiso 0.785(5) 1 calc PR A 1
C14 C 0.8223(7) 0.0945(9) 1.0937(7) 0.116(4) Uani 0.785(5) 1 d PDU A 1
H14 H 0.8923 0.0662 1.1296 0.139 Uiso 0.785(5) 1 calc PR A 1
C15 C 0.7336(8) 0.0406(6) 1.0304(6) 0.105(3) Uani 0.785(5) 1 d PDU A 1
H15 H 0.7443 -0.0240 1.0226 0.126 Uiso 0.785(5) 1 calc PR A 1
C16 C 0.6283(5) 0.0811(5) 0.9778(5) 0.0732(16) Uani 0.785(5) 1 d PDU A 1
H16 H 0.5686 0.0440 0.9349 0.088 Uiso 0.785(5) 1 calc PR A 1
C10A C 0.4849(9) 0.1212(9) 0.9251(9) 0.066(4) Uani 0.215(5) 1 d PDU A 2
H10C H 0.4714 0.0579 0.8946 0.079 Uiso 0.215(5) 1 calc PR A 2
H10D H 0.4438 0.1265 0.9770 0.079 Uiso 0.215(5) 1 calc PR A 2
C11A C 0.6100(13) 0.1304(18) 0.9862(10) 0.058(5) Uani 0.215(5) 1 d PDU A 2
C12A C 0.6562(19) 0.2176(13) 1.0191(18) 0.061(5) Uani 0.215(5) 1 d PDU A 2
H12A H 0.6112 0.2718 0.9999 0.073 Uiso 0.215(5) 1 calc PR A 2
C13A C 0.771(2) 0.2251(12) 1.0820(19) 0.072(5) Uani 0.215(5) 1 d PDU A 2
H13A H 0.8036 0.2831 1.1096 0.086 Uiso 0.215(5) 1 calc PR A 2
C14A C 0.8370(19) 0.1415(12) 1.102(2) 0.065(5) Uani 0.215(5) 1 d PDU A 2
H14A H 0.9145 0.1461 1.1406 0.078 Uiso 0.215(5) 1 calc PR A 2
C15A C 0.7917(19) 0.0512(12) 1.066(2) 0.069(5) Uani 0.215(5) 1 d PDU A 2
H15A H 0.8365 -0.0032 1.0821 0.083 Uiso 0.215(5) 1 calc PR A 2
C16A C 0.6741(17) 0.0477(15) 1.0053(17) 0.075(6) Uani 0.215(5) 1 d PDU A 2
H16A H 0.6400 -0.0098 0.9781 0.090 Uiso 0.215(5) 1 calc PR A 2
C17 C -0.05802(17) 0.24448(18) 0.47972(17) 0.0530(6) Uani 1 1 d . . .
H17A H -0.1390 0.2590 0.4577 0.064 Uiso 1 1 calc R A .
H17B H -0.0501 0.1763 0.4759 0.064 Uiso 1 1 calc R . .
C18 C -0.00708(17) 0.29091(15) 0.40198(15) 0.0455(5) Uani 1 1 d . A .
C19 C -0.0225(2) 0.38604(17) 0.37862(19) 0.0601(6) Uani 1 1 d . . .
H19 H -0.0662 0.4222 0.4103 0.072 Uiso 1 1 calc R A .
C20 C 0.0262(2) 0.42842(18) 0.3084(2) 0.0701(7) Uani 1 1 d . A .
H20 H 0.0149 0.4927 0.2927 0.084 Uiso 1 1 calc R . .
C21 C 0.0912(2) 0.37602(19) 0.2620(2) 0.0672(7) Uani 1 1 d . . .
H21 H 0.1234 0.4045 0.2142 0.081 Uiso 1 1 calc R A .
C22 C 0.1086(2) 0.2822(2) 0.2857(2) 0.0709(7) Uani 1 1 d . A .
H22 H 0.1537 0.2468 0.2550 0.085 Uiso 1 1 calc R . .
C23 C 0.0594(2) 0.23926(17) 0.35530(18) 0.0590(6) Uani 1 1 d . . .
H23 H 0.0714 0.1750 0.3707 0.071 Uiso 1 1 calc R A .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0378(8) 0.0429(8) 0.0733(10) 0.0072(7) 0.0216(7) 0.0090(6)
O2 0.0331(7) 0.0451(8) 0.0572(8) 0.0056(6) 0.0194(6) 0.0031(6)
O3 0.0322(7) 0.0724(10) 0.0459(8) 0.0111(7) 0.0113(6) 0.0116(7)
O4 0.0414(8) 0.0583(9) 0.0592(9) -0.0132(7) 0.0251(7) -0.0062(6)
O5 0.0443(8) 0.0664(10) 0.0759(10) 0.0253(8) 0.0321(8) 0.0068(7)
O6 0.0288(7) 0.0706(10) 0.0414(7) 0.0062(6) 0.0131(6) 0.0068(6)
C1 0.0362(10) 0.0455(11) 0.0434(10) 0.0044(9) 0.0199(8) 0.0074(8)
C2 0.0343(10) 0.0484(12) 0.0400(10) -0.0005(9) 0.0157(8) 0.0030(8)
C3 0.0314(10) 0.0533(12) 0.0426(10) 0.0099(9) 0.0164(8) 0.0063(8)
C4 0.0358(10) 0.0427(11) 0.0562(12) 0.0043(9) 0.0185(9) 0.0033(8)
C5 0.0351(10) 0.0489(12) 0.0537(12) 0.0029(9) 0.0176(9) -0.0025(9)
C6 0.0277(9) 0.0509(11) 0.0404(10) 0.0054(9) 0.0158(8) 0.0040(8)
C7 0.0410(11) 0.0412(11) 0.0658(13) 0.0033(10) 0.0217(10) 0.0043(9)
C8 0.0660(15) 0.0697(16) 0.0793(17) 0.0243(13) 0.0377(13) 0.0157(13)
C9 0.0667(16) 0.0523(15) 0.098(2) -0.0068(14) 0.0194(15) -0.0062(12)
C10 0.0459(17) 0.080(2) 0.0489(17) -0.0043(15) 0.0080(13) 0.0118(15)
C11 0.038(2) 0.098(4) 0.038(2) 0.017(2) 0.0141(17) 0.007(3)
C12 0.045(4) 0.146(4) 0.041(3) 0.013(3) 0.010(3) -0.006(4)
C13 0.046(4) 0.199(9) 0.053(3) 0.025(5) 0.005(3) -0.001(5)
C14 0.052(4) 0.208(10) 0.084(5) 0.059(8) 0.017(3) 0.045(6)
C15 0.087(6) 0.147(5) 0.093(6) 0.061(4) 0.045(5) 0.055(5)
C16 0.064(4) 0.102(4) 0.061(3) 0.027(3) 0.031(2) 0.027(3)
C10A 0.050(6) 0.075(8) 0.069(7) 0.016(6) 0.011(5) 0.004(6)
C11A 0.040(7) 0.081(12) 0.051(7) 0.017(10) 0.011(6) 0.015(10)
C12A 0.032(12) 0.084(11) 0.067(12) 0.027(9) 0.016(8) 0.024(9)
C13A 0.050(14) 0.096(9) 0.064(12) 0.027(8) 0.010(10) 0.023(10)
C14A 0.058(10) 0.073(10) 0.070(9) 0.012(9) 0.028(8) 0.024(9)
C15A 0.045(13) 0.084(9) 0.070(12) 0.020(8) 0.006(9) 0.015(9)
C16A 0.051(13) 0.100(13) 0.068(10) 0.020(9) 0.010(10) 0.005(11)
C17 0.0361(11) 0.0720(15) 0.0481(12) 0.0041(11) 0.0096(9) -0.0037(10)
C18 0.0399(11) 0.0553(13) 0.0378(10) 0.0015(9) 0.0078(8) 0.0034(9)
C19 0.0627(15) 0.0582(14) 0.0635(14) 0.0077(12) 0.0260(12) 0.0193(12)
C20 0.093(2) 0.0523(14) 0.0695(16) 0.0135(12) 0.0325(15) 0.0097(13)
C21 0.0867(18) 0.0678(17) 0.0563(14) 0.0061(12) 0.0359(13) -0.0042(14)
C22 0.0918(19) 0.0725(18) 0.0634(15) -0.0032(13) 0.0458(14) 0.0114(14)
C23 0.0812(17) 0.0483(13) 0.0538(13) 0.0017(10) 0.0304(12) 0.0078(11)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.428(2) . ?
O1 C7 1.429(2) . ?
O2 C7 1.433(2) . ?
O2 C2 1.434(2) . ?
O3 C10A 1.355(11) . ?
O3 C10 1.367(3) . ?
O3 C3 1.426(2) . ?
O4 C4 1.416(2) . ?
O4 H4O 0.8200 . ?
O5 C5 1.422(2) . ?
O5 H5O 0.8200 . ?
O6 C6 1.430(2) . ?
O6 C17 1.435(3) . ?
C1 C6 1.506(3) . ?
C1 C2 1.522(3) . ?
C1 H1 0.9800 . ?
C2 C3 1.516(3) . ?
C2 H2 0.9800 . ?
C3 C4 1.512(3) . ?
C3 H3 0.9800 . ?
C4 C5 1.525(3) . ?
C4 H4 0.9800 . ?
C5 C6 1.515(3) . ?
C5 H5 0.9800 . ?
C6 H6 0.9800 . ?
C7 C8 1.499(3) . ?
C7 C9 1.518(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.490(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.367(7) . ?
C11 C12 1.388(7) . ?
C12 C13 1.367(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.362(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.370(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C10A C11A 1.500(15) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C11A C12A 1.365(16) . ?
C11A C16A 1.387(16) . ?
C12A C13A 1.401(16) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.406(17) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.408(18) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.414(16) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?
C17 C18 1.504(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.375(3) . ?
C18 C23 1.378(3) . ?
C19 C20 1.383(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.367(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.382(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C7 109.25(14) . . ?
C7 O2 C2 105.61(14) . . ?
C10A O3 C10 64.4(6) . . ?
C10A O3 C3 118.3(5) . . ?
C10 O3 C3 115.66(17) . . ?
C4 O4 H4O 109.5 . . ?
C5 O5 H5O 109.5 . . ?
C6 O6 C17 114.55(14) . . ?
O1 C1 C6 111.07(15) . . ?
O1 C1 C2 102.32(15) . . ?
C6 C1 C2 113.35(15) . . ?
O1 C1 H1 110.0 . . ?
C6 C1 H1 110.0 . . ?
C2 C1 H1 110.0 . . ?
O2 C2 C3 112.05(15) . . ?
O2 C2 C1 101.34(15) . . ?
C3 C2 C1 115.60(16) . . ?
O2 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C1 C2 H2 109.2 . . ?
O3 C3 C4 108.15(15) . . ?
O3 C3 C2 111.77(16) . . ?
C4 C3 C2 115.47(16) . . ?
O3 C3 H3 107.0 . . ?
C4 C3 H3 107.0 . . ?
C2 C3 H3 107.0 . . ?
O4 C4 C3 114.74(16) . . ?
O4 C4 C5 106.82(16) . . ?
C3 C4 C5 109.66(16) . . ?
O4 C4 H4 108.5 . . ?
C3 C4 H4 108.5 . . ?
C5 C4 H4 108.5 . . ?
O5 C5 C6 112.47(16) . . ?
O5 C5 C4 107.71(16) . . ?
C6 C5 C4 109.32(16) . . ?
O5 C5 H5 109.1 . . ?
C6 C5 H5 109.1 . . ?
C4 C5 H5 109.1 . . ?
O6 C6 C1 106.71(15) . . ?
O6 C6 C5 111.49(15) . . ?
C1 C6 C5 112.30(16) . . ?
O6 C6 H6 108.8 . . ?
C1 C6 H6 108.8 . . ?
C5 C6 H6 108.8 . . ?
O1 C7 O2 105.59(15) . . ?
O1 C7 C8 110.64(19) . . ?
O2 C7 C8 108.33(17) . . ?
O1 C7 C9 108.41(18) . . ?
O2 C7 C9 110.25(18) . . ?
C8 C7 C9 113.3(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O3 C10 C11 111.7(3) . . ?
O3 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
O3 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C16 C11 C12 118.4(6) . . ?
C16 C11 C10 122.5(7) . . ?
C12 C11 C10 119.0(7) . . ?
C13 C12 C11 121.9(7) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C14 C13 C12 119.0(7) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C15 120.2(7) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 120.7(7) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 119.7(7) . . ?
C11 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
O3 C10A C11A 117.4(10) . . ?
O3 C10A H10C 107.9 . . ?
C11A C10A H10C 107.9 . . ?
O3 C10A H10D 107.9 . . ?
C11A C10A H10D 107.9 . . ?
H10C C10A H10D 107.2 . . ?
C12A C11A C16A 123.0(14) . . ?
C12A C11A C10A 120(2) . . ?
C16A C11A C10A 117.0(18) . . ?
C11A C12A C13A 119.6(15) . . ?
C11A C12A H12A 120.2 . . ?
C13A C12A H12A 120.2 . . ?
C12A C13A C14A 117.5(17) . . ?
C12A C13A H13A 121.2 . . ?
C14A C13A H13A 121.2 . . ?
C13A C14A C15A 123.6(19) . . ?
C13A C14A H14A 118.2 . . ?
C15A C14A H14A 118.2 . . ?
C14A C15A C16A 116.3(18) . . ?
C14A C15A H15A 121.8 . . ?
C16A C15A H15A 121.8 . . ?
C11A C16A C15A 119.8(16) . . ?
C11A C16A H16A 120.1 . . ?
C15A C16A H16A 120.1 . . ?
O6 C17 C18 112.75(17) . . ?
O6 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
O6 C17 H17B 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C19 C18 C23 118.6(2) . . ?
C19 C18 C17 121.0(2) . . ?
C23 C18 C17 120.4(2) . . ?
C18 C19 C20 120.5(2) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 119.8(2) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.3(2) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C18 C23 C22 120.5(2) . . ?
C18 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 O1 C1 C6 -100.95(18) . . . . ?
C7 O1 C1 C2 20.31(19) . . . . ?
C7 O2 C2 C3 163.05(16) . . . . ?
C7 O2 C2 C1 39.22(18) . . . . ?
O1 C1 C2 O2 -36.06(17) . . . . ?
C6 C1 C2 O2 83.62(18) . . . . ?
O1 C1 C2 C3 -157.44(15) . . . . ?
C6 C1 C2 C3 -37.8(2) . . . . ?
C10A O3 C3 C4 -93.5(7) . . . . ?
C10 O3 C3 C4 -166.9(2) . . . . ?
C10A O3 C3 C2 138.3(7) . . . . ?
C10 O3 C3 C2 64.9(2) . . . . ?
O2 C2 C3 O3 47.9(2) . . . . ?
C1 C2 C3 O3 163.30(15) . . . . ?
O2 C2 C3 C4 -76.3(2) . . . . ?
C1 C2 C3 C4 39.1(2) . . . . ?
O3 C3 C4 O4 -55.9(2) . . . . ?
C2 C3 C4 O4 70.1(2) . . . . ?
O3 C3 C4 C5 -176.13(15) . . . . ?
C2 C3 C4 C5 -50.1(2) . . . . ?
O4 C4 C5 O5 173.06(16) . . . . ?
C3 C4 C5 O5 -62.0(2) . . . . ?
O4 C4 C5 C6 -64.4(2) . . . . ?
C3 C4 C5 C6 60.5(2) . . . . ?
C17 O6 C6 C1 155.72(16) . . . . ?
C17 O6 C6 C5 -81.3(2) . . . . ?
O1 C1 C6 O6 -73.54(17) . . . . ?
C2 C1 C6 O6 171.92(15) . . . . ?
O1 C1 C6 C5 164.01(14) . . . . ?
C2 C1 C6 C5 49.5(2) . . . . ?
O5 C5 C6 O6 -61.6(2) . . . . ?
C4 C5 C6 O6 178.77(15) . . . . ?
O5 C5 C6 C1 58.1(2) . . . . ?
C4 C5 C6 C1 -61.5(2) . . . . ?
C1 O1 C7 O2 3.3(2) . . . . ?
C1 O1 C7 C8 120.33(19) . . . . ?
C1 O1 C7 C9 -114.81(19) . . . . ?
C2 O2 C7 O1 -27.5(2) . . . . ?
C2 O2 C7 C8 -146.07(18) . . . . ?
C2 O2 C7 C9 89.4(2) . . . . ?
C10A O3 C10 C11 48.3(6) . . . . ?
C3 O3 C10 C11 159.0(3) . . . . ?
O3 C10 C11 C16 -35.6(5) . . . . ?
O3 C10 C11 C12 147.1(4) . . . . ?
C16 C11 C12 C13 -2.7(8) . . . . ?
C10 C11 C12 C13 174.7(4) . . . . ?
C11 C12 C13 C14 1.6(9) . . . . ?
C12 C13 C14 C15 0.3(11) . . . . ?
C13 C14 C15 C16 -1.1(11) . . . . ?
C12 C11 C16 C15 1.9(8) . . . . ?
C10 C11 C16 C15 -175.4(4) . . . . ?
C14 C15 C16 C11 -0.1(9) . . . . ?
C10 O3 C10A C11A -52.0(10) . . . . ?
C3 O3 C10A C11A -158.7(9) . . . . ?
O3 C10A C11A C12A 44.9(14) . . . . ?
O3 C10A C11A C16A -134.4(14) . . . . ?
C16A C11A C12A C13A -5(2) . . . . ?
C10A C11A C12A C13A 175.9(15) . . . . ?
C11A C12A C13A C14A 4(3) . . . . ?
C12A C13A C14A C15A -3(4) . . . . ?
C13A C14A C15A C16A 2(4) . . . . ?
C12A C11A C16A C15A 3(3) . . . . ?
C10A C11A C16A C15A -177.4(19) . . . . ?
C14A C15A C16A C11A -2(4) . . . . ?
C6 O6 C17 C18 -61.0(2) . . . . ?
O6 C17 C18 C19 -69.0(3) . . . . ?
O6 C17 C18 C23 108.9(2) . . . . ?
C23 C18 C19 C20 1.0(3) . . . . ?
C17 C18 C19 C20 178.9(2) . . . . ?
C18 C19 C20 C21 -0.5(4) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C20 C21 C22 C23 1.0(4) . . . . ?
C19 C18 C23 C22 -0.6(4) . . . . ?
C17 C18 C23 C22 -178.5(2) . . . . ?
C21 C22 C23 C18 -0.4(4) . . . . ?