#------------------------------------------------------------------------------
#$Date: 2016-02-14 05:40:26 +0100 (dom 14 de feb de 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/98/2229827.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229827
loop_
_publ_author_name
'Yousuf, S.'
'Kamdem, R. S. T.'
'Wafo, P.'
'Ngadjui, B. T.'
'Fun, Hoong-Kun'
_publ_section_title
;
 A cocrystal of 3α-hydroxytirucalla-8,24-dien-21-oic acid and
 3β-fluorotirucalla-7,24-dien-21-oic acid (0.897:0.103)
;
_journal_coeditor_code           RZ2572
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1015
_journal_page_last               o1016
_journal_paper_doi               10.1107/S1600536811011159
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '0.897C30 H48 O3 , 0.103C30 H47 O2 F'
_chemical_formula_moiety         'C30 H46.90 F0.10 O2.90'
_chemical_formula_sum            'C30 H46.9 F0.1 O2.9'
_chemical_formula_weight         455.88
_chemical_name_common            Triterpen
_chemical_name_systematic
;
3α-Hydroxytirucalla-8,24-dien-21-oic acid--
3β-fluorotirucalla-7,24-dien-21-oic acid (0.897:0.103)
;
_space_group_IT_number           152
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'P 31 2"'
_symmetry_space_group_name_H-M   'P 31 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   11.2868(9)
_cell_length_b                   11.2868(9)
_cell_length_c                   36.446(3)
_cell_measurement_reflns_used    10350
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.05
_cell_measurement_theta_min      2.08
_cell_volume                     4020.9(6)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
;
Bruker SMART APEXII DUO CCD area-detector diffractometer
;
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1045
_diffrn_reflns_av_sigmaI/netI    0.0454
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            27808
_diffrn_reflns_theta_full        30.05
_diffrn_reflns_theta_max         30.05
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.9911
_exptl_absorpt_correction_T_min  0.9797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            Colourles
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1506
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.334
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4454
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.176
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0644P)²+1.6942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1520
_refine_ls_wR_factor_ref         0.1528
_reflns_number_gt                4347
_reflns_number_total             4454
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2572.cif
_cod_data_source_block           I
_cod_original_cell_volume        4020.9(5)
_cod_original_sg_symbol_Hall     'p 31 2"'
_cod_original_formula_sum        'C30 H46.90 F0.10 O2.90'
_cod_database_code               2229827
_cod_database_fobs_code          2229827
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.1191(2) 0.0008(2) 0.12753(5) 0.0221(4) Uani d . 1 . .
H H1O1 0.1119 -0.0077 0.1511 0.033 Uiso d R 1 . .
O O2 -0.1057(2) -0.0844(2) 0.13357(5) 0.0230(4) Uani d . 1 . .
O O3 0.6534(3) 0.8965(3) 0.10496(7) 0.0330(8) Uani d P 0.898(8) A 1
H H3A 0.7204 0.9158 0.1187 0.049 Uiso calc PR 0.898(8) A 1
F F1 0.693(3) 1.048(3) 0.1287(7) 0.042(7) Uani d P 0.102(8) A 2
C C1 0.4098(3) 0.7220(4) 0.14860(7) 0.0268(7) Uani d . 1 . .
H H1A 0.3651 0.6772 0.1720 0.032 Uiso calc R 1 . .
H H1B 0.4651 0.6811 0.1403 0.032 Uiso calc R 1 . .
C C2 0.5056(4) 0.8752(4) 0.15562(8) 0.0335(8) Uani d . 1 A .
H H2A 0.4524 0.9153 0.1660 0.040 Uiso calc R 1 . .
H H2B 0.5761 0.8875 0.1738 0.040 Uiso calc R 1 . .
C C3 0.5750(3) 0.9496(4) 0.12011(8) 0.0278(7) Uani d . 1 . .
H H3B 0.6369 1.0487 0.1257 0.033 Uiso calc PR 0.898(8) A 1
H H3C 0.6079 0.8925 0.1103 0.033 Uiso d PR 0.102(8) A 2
C C4 0.4725(3) 0.9373(3) 0.09109(9) 0.0249(6) Uani d . 1 A .
C C5 0.3685(3) 0.7821(3) 0.08498(8) 0.0241(6) Uani d . 1 . .
H H5A 0.4249 0.7444 0.0746 0.029 Uiso calc R 1 A .
C C6 0.2630(5) 0.7560(4) 0.05513(13) 0.0500(13) Uani d . 1 A .
H H6A 0.2107 0.8014 0.0622 0.060 Uiso calc R 1 . .
H H6B 0.3116 0.7979 0.0319 0.060 Uiso calc R 1 . .
C C7 0.1654(3) 0.6078(3) 0.04875(8) 0.0257(6) Uani d . 1 . .
H H7A 0.1104 0.5813 0.0273 0.031 Uiso calc R 1 A .
C C8 0.1521(3) 0.5079(3) 0.07283(8) 0.0217(5) Uani d . 1 A .
C C9 0.2374(4) 0.5422(3) 0.10692(8) 0.0299(7) Uani d . 1 . .
H H9A 0.3193 0.5367 0.0989 0.036 Uiso calc R 1 A .
C C10 0.2987(3) 0.6922(3) 0.11976(8) 0.0206(5) Uani d . 1 A .
C C11 0.1746(4) 0.4342(3) 0.13671(7) 0.0252(6) Uani d . 1 A .
H H11A 0.1766 0.4589 0.1617 0.030 Uiso calc R 1 . .
C C12 0.1076(4) 0.2838(3) 0.12501(7) 0.0277(7) Uani d . 1 . .
H H12A 0.0164 0.2323 0.1367 0.033 Uiso calc R 1 A .
H H12B 0.1639 0.2453 0.1342 0.033 Uiso calc R 1 . .
C C13 0.0908(3) 0.2624(3) 0.08335(7) 0.0180(5) Uani d . 1 A .
C C14 0.0440(3) 0.3596(3) 0.06687(7) 0.0176(5) Uani d . 1 . .
C C15 0.0125(4) 0.3087(3) 0.02691(8) 0.0273(6) Uani d . 1 A .
H H15A 0.0967 0.3517 0.0119 0.033 Uiso calc R 1 . .
H H15B -0.0549 0.3301 0.0159 0.033 Uiso calc R 1 . .
C C16 -0.0472(3) 0.1517(3) 0.02956(7) 0.0237(6) Uani d . 1 . .
H H16A 0.0009 0.1221 0.0124 0.028 Uiso calc R 1 A .
H H16B -0.1458 0.1027 0.0234 0.028 Uiso calc R 1 . .
C C17 -0.0255(3) 0.1210(3) 0.06995(7) 0.0180(5) Uani d . 1 A .
H H17A -0.1100 0.1000 0.0840 0.022 Uiso calc R 1 . .
C C18 0.2267(3) 0.2887(4) 0.06574(10) 0.0294(7) Uani d . 1 . .
H H18A 0.2646 0.2420 0.0801 0.044 Uiso calc R 1 A .
H H18B 0.2920 0.3872 0.0654 0.044 Uiso calc R 1 . .
H H18C 0.2094 0.2536 0.0406 0.044 Uiso calc R 1 . .
C C19 0.1860(4) 0.7155(4) 0.13545(15) 0.0473(11) Uani d . 1 . .
H H19A 0.1395 0.6511 0.1556 0.071 Uiso calc R 1 A .
H H19B 0.1197 0.7011 0.1161 0.071 Uiso calc R 1 . .
H H19C 0.2267 0.8094 0.1447 0.071 Uiso calc R 1 . .
C C20 -0.0046(3) -0.0042(3) 0.07384(7) 0.0191(5) Uani d . 1 . .
H H20A 0.0854 0.0187 0.0627 0.023 Uiso calc R 1 A .
C C21 -0.0021(3) -0.0331(3) 0.11447(7) 0.0184(5) Uani d . 1 A .
C C22 -0.1189(3) -0.1329(3) 0.05494(7) 0.0215(5) Uani d . 1 A .
H H22A -0.2073 -0.1581 0.0668 0.026 Uiso calc R 1 . .
H H22B -0.1249 -0.1112 0.0289 0.026 Uiso calc R 1 . .
C C23 -0.0965(4) -0.2561(4) 0.05649(9) 0.0274(6) Uani d . 1 . .
H H23A -0.0041 -0.2285 0.0470 0.033 Uiso calc R 1 A .
H H23B -0.1006 -0.2846 0.0824 0.033 Uiso calc R 1 . .
C C24 -0.2013(4) -0.3758(4) 0.03450(8) 0.0269(6) Uani d . 1 A .
H H24A -0.1861 -0.3718 0.0088 0.032 Uiso calc R 1 . .
C C25 -0.3113(4) -0.4852(4) 0.04663(8) 0.0288(6) Uani d . 1 . .
C C26 -0.3528(5) -0.5105(6) 0.08649(10) 0.0518(12) Uani d . 1 A .
H H26A -0.2775 -0.4437 0.1018 0.078 Uiso calc R 1 . .
H H26B -0.3741 -0.6031 0.0933 0.078 Uiso calc R 1 . .
H H26C -0.4337 -0.5013 0.0903 0.078 Uiso calc R 1 . .
C C27 -0.4081(5) -0.5985(4) 0.02111(11) 0.0418(9) Uani d . 1 A .
H H27A -0.3788 -0.5722 -0.0043 0.063 Uiso calc R 1 . .
H H27B -0.5010 -0.6138 0.0242 0.063 Uiso calc R 1 . .
H H27C -0.4072 -0.6828 0.0269 0.063 Uiso calc R 1 . .
C C28 0.5494(4) 0.9980(4) 0.05503(9) 0.0338(8) Uani d . 1 . .
H H28A 0.6234 1.0919 0.0593 0.051 Uiso calc R 1 A .
H H28B 0.4860 0.9982 0.0367 0.051 Uiso calc R 1 . .
H H28C 0.5880 0.9425 0.0461 0.051 Uiso calc R 1 . .
C C29 0.4101(4) 1.0252(4) 0.10225(15) 0.0462(10) Uani d . 1 . .
H H29A 0.4819 1.1217 0.1028 0.069 Uiso calc R 1 A .
H H29B 0.3689 0.9975 0.1267 0.069 Uiso calc R 1 . .
H H29C 0.3397 1.0127 0.0844 0.069 Uiso calc R 1 . .
C C30 -0.0905(3) 0.3400(3) 0.08398(10) 0.0267(6) Uani d . 1 A .
H H30A -0.1171 0.4003 0.0716 0.040 Uiso calc R 1 . .
H H30B -0.0763 0.3627 0.1102 0.040 Uiso calc R 1 . .
H H30C -0.1631 0.2446 0.0810 0.040 Uiso calc R 1 . .
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C21 O1 H1O1 . . 107.6 ?
C3 O3 H3A . . 109.5 ?
C3 O3 H3C . . 26.1 ?
H3A O3 H3C . . 121.0 ?
C2 C1 C10 . . 113.4(3) ?
C2 C1 H1A . . 108.9 ?
C10 C1 H1A . . 108.9 ?
C2 C1 H1B . . 108.9 ?
C10 C1 H1B . . 108.9 ?
H1A C1 H1B . . 107.7 ?
C3 C2 C1 . . 110.9(2) ?
C3 C2 H2A . . 109.5 ?
C1 C2 H2A . . 109.5 ?
C3 C2 H2B . . 109.5 ?
C1 C2 H2B . . 109.5 ?
H2A C2 H2B . . 108.0 ?
F1 C3 O3 . . 82.0(11) ?
F1 C3 C4 . . 131.7(11) ?
O3 C3 C4 . . 107.4(2) ?
F1 C3 C2 . . 107.2(11) ?
O3 C3 C2 . . 110.9(3) ?
C4 C3 C2 . . 112.4(3) ?
F1 C3 H3B . . 30.0 ?
O3 C3 H3B . . 108.7 ?
C4 C3 H3B . . 108.7 ?
C2 C3 H3B . . 108.7 ?
F1 C3 H3C . . 95.1 ?
O3 C3 H3C . . 14.0 ?
C4 C3 H3C . . 102.1 ?
C2 C3 H3C . . 102.2 ?
H3B C3 H3C . . 122.6 ?
C3 C4 C29 . . 109.3(3) ?
C3 C4 C28 . . 108.7(3) ?
C29 C4 C28 . . 106.2(3) ?
C3 C4 C5 . . 108.2(3) ?
C29 C4 C5 . . 115.7(3) ?
C28 C4 C5 . . 108.6(3) ?
C6 C5 C4 . . 113.2(3) ?
C6 C5 C10 . . 111.1(3) ?
C4 C5 C10 . . 117.6(2) ?
C6 C5 H5A . . 104.5 ?
C4 C5 H5A . . 104.5 ?
C10 C5 H5A . . 104.5 ?
C7 C6 C5 . . 113.2(3) ?
C7 C6 H6A . . 108.9 ?
C5 C6 H6A . . 108.9 ?
C7 C6 H6B . . 108.9 ?
C5 C6 H6B . . 108.9 ?
H6A C6 H6B . . 107.7 ?
C8 C7 C6 . . 122.4(3) ?
C8 C7 H7A . . 118.8 ?
C6 C7 H7A . . 118.8 ?
C7 C8 C9 . . 121.6(3) ?
C7 C8 C14 . . 120.8(2) ?
C9 C8 C14 . . 117.5(2) ?
C8 C9 C11 . . 113.8(3) ?
C8 C9 C10 . . 114.3(3) ?
C11 C9 C10 . . 115.9(2) ?
C8 C9 H9A . . 103.6 ?
C11 C9 H9A . . 103.6 ?
C10 C9 H9A . . 103.6 ?
C19 C10 C1 . . 111.3(3) ?
C19 C10 C9 . . 110.2(3) ?
C1 C10 C9 . . 108.4(3) ?
C19 C10 C5 . . 112.4(3) ?
C1 C10 C5 . . 108.7(2) ?
C9 C10 C5 . . 105.6(2) ?
C9 C11 C12 . . 117.6(2) ?
C9 C11 H11A . . 121.2 ?
C12 C11 H11A . . 121.2 ?
C11 C12 C13 . . 113.8(2) ?
C11 C12 H12A . . 108.8 ?
C13 C12 H12A . . 108.8 ?
C11 C12 H12B . . 108.8 ?
C13 C12 H12B . . 108.8 ?
H12A C12 H12B . . 107.7 ?
C12 C13 C18 . . 110.3(3) ?
C12 C13 C17 . . 116.6(2) ?
C18 C13 C17 . . 108.3(2) ?
C12 C13 C14 . . 109.3(2) ?
C18 C13 C14 . . 111.0(2) ?
C17 C13 C14 . . 101.1(2) ?
C8 C14 C15 . . 117.1(2) ?
C8 C14 C30 . . 106.8(3) ?
C15 C14 C30 . . 107.4(3) ?
C8 C14 C13 . . 110.7(2) ?
C15 C14 C13 . . 101.5(2) ?
C30 C14 C13 . . 113.4(2) ?
C14 C15 C16 . . 104.7(2) ?
C14 C15 H15A . . 110.8 ?
C16 C15 H15A . . 110.8 ?
C14 C15 H15B . . 110.8 ?
C16 C15 H15B . . 110.8 ?
H15A C15 H15B . . 108.9 ?
C15 C16 C17 . . 106.6(2) ?
C15 C16 H16A . . 110.4 ?
C17 C16 H16A . . 110.4 ?
C15 C16 H16B . . 110.4 ?
C17 C16 H16B . . 110.4 ?
H16A C16 H16B . . 108.6 ?
C20 C17 C13 . . 118.1(2) ?
C20 C17 C16 . . 113.6(2) ?
C13 C17 C16 . . 102.4(2) ?
C20 C17 H17A . . 107.4 ?
C13 C17 H17A . . 107.4 ?
C16 C17 H17A . . 107.4 ?
C13 C18 H18A . . 109.5 ?
C13 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C13 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C10 C19 H19A . . 109.5 ?
C10 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C10 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 C22 . . 109.3(2) ?
C21 C20 C17 . . 108.2(2) ?
C22 C20 C17 . . 112.4(2) ?
C21 C20 H20A . . 109.0 ?
C22 C20 H20A . . 109.0 ?
C17 C20 H20A . . 109.0 ?
O2 C21 O1 . . 122.7(2) ?
O2 C21 C20 . . 122.5(3) ?
O1 C21 C20 . . 114.8(2) ?
C23 C22 C20 . . 113.5(3) ?
C23 C22 H22A . . 108.9 ?
C20 C22 H22A . . 108.9 ?
C23 C22 H22B . . 108.9 ?
C20 C22 H22B . . 108.9 ?
H22A C22 H22B . . 107.7 ?
C24 C23 C22 . . 112.5(3) ?
C24 C23 H23A . . 109.1 ?
C22 C23 H23A . . 109.1 ?
C24 C23 H23B . . 109.1 ?
C22 C23 H23B . . 109.1 ?
H23A C23 H23B . . 107.8 ?
C25 C24 C23 . . 127.8(3) ?
C25 C24 H24A . . 116.1 ?
C23 C24 H24A . . 116.1 ?
C24 C25 C26 . . 124.0(3) ?
C24 C25 C27 . . 122.0(3) ?
C26 C25 C27 . . 114.0(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 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C4 C28 H28A . . 109.5 ?
C4 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C4 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C4 C29 H29A . . 109.5 ?
C4 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C4 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C14 C30 H30A . . 109.5 ?
C14 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C14 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C21 . 1.312(4) ?
O1 H1O1 . 0.8651 ?
O2 C21 . 1.229(3) ?
O3 C3 . 1.406(5) ?
O3 H3A . 0.8400 ?
O3 H3C . 0.5288 ?
F1 C3 . 1.27(3) ?
C1 C2 . 1.534(5) ?
C1 C10 . 1.539(4) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 C3 . 1.529(4) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.521(4) ?
C3 H3B . 1.0000 ?
C3 H3C . 0.9601 ?
C4 C29 . 1.532(5) ?
C4 C28 . 1.535(5) ?
C4 C5 . 1.562(4) ?
C5 C6 . 1.528(4) ?
C5 C10 . 1.568(4) ?
C5 H5A . 1.0000 ?
C6 C7 . 1.491(5) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.376(4) ?
C7 H7A . 0.9500 ?
C8 C9 . 1.499(4) ?
C8 C14 . 1.516(4) ?
C9 C11 . 1.517(4) ?
C9 C10 . 1.547(4) ?
C9 H9A . 1.0000 ?
C10 C19 . 1.533(5) ?
C11 C12 . 1.534(4) ?
C11 H11A . 0.9500 ?
C12 C13 . 1.534(4) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C18 . 1.548(4) ?
C13 C17 . 1.554(4) ?
C13 C14 . 1.556(4) ?
C14 C15 . 1.540(4) ?
C14 C30 . 1.552(4) ?
C15 C16 . 1.552(5) ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
C16 C17 . 1.559(4) ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 C20 . 1.551(4) ?
C17 H17A . 1.0000 ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C19 H19A . 0.9800 ?
C19 H19B . 0.9800 ?
C19 H19C . 0.9800 ?
C20 C21 . 1.519(3) ?
C20 C22 . 1.541(4) ?
C20 H20A . 1.0000 ?
C22 C23 . 1.533(5) ?
C22 H22A . 0.9900 ?
C22 H22B . 0.9900 ?
C23 C24 . 1.506(5) ?
C23 H23A . 0.9900 ?
C23 H23B . 0.9900 ?
C24 C25 . 1.314(5) ?
C24 H24A . 0.9500 ?
C25 C26 . 1.509(5) ?
C25 C27 . 1.516(5) ?
C26 H26A . 0.9800 ?
C26 H26B . 0.9800 ?
C26 H26C . 0.9800 ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
C28 H28A . 0.9800 ?
C28 H28B . 0.9800 ?
C28 H28C . 0.9800 ?
C29 H29A . 0.9800 ?
C29 H29B . 0.9800 ?
C29 H29C . 0.9800 ?
C30 H30A . 0.9800 ?
C30 H30B . 0.9800 ?
C30 H30C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1O1 O2 6 0.87 1.81 2.654(3) 165 yes
O3 H3A O2 1_665 0.84 2.04 2.818(4) 154 yes
C12 H12B O1 . 0.99 2.56 3.262(4) 128 yes
C22 H22A O3 1_445 0.99 2.40 3.300(5) 151 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C10 C1 C2 C3 . . . . -57.4(4) ?
C1 C2 C3 F1 . . . . -148.0(12) ?
C1 C2 C3 O3 . . . . -60.1(4) ?
C1 C2 C3 C4 . . . . 60.2(4) ?
F1 C3 C4 C29 . . . . -70.9(16) ?
O3 C3 C4 C29 . . . . -165.7(3) ?
C2 C3 C4 C29 . . . . 72.0(4) ?
F1 C3 C4 C28 . . . . 44.6(16) ?
O3 C3 C4 C28 . . . . -50.3(4) ?
C2 C3 C4 C28 . . . . -172.6(3) ?
F1 C3 C4 C5 . . . . 162.4(15) ?
O3 C3 C4 C5 . . . . 67.5(3) ?
C2 C3 C4 C5 . . . . -54.8(4) ?
C3 C4 C5 C6 . . . . -177.7(3) ?
C29 C4 C5 C6 . . . . 59.3(5) ?
C28 C4 C5 C6 . . . . -59.9(4) ?
C3 C4 C5 C10 . . . . 50.5(4) ?
C29 C4 C5 C10 . . . . -72.5(4) ?
C28 C4 C5 C10 . . . . 168.3(3) ?
C4 C5 C6 C7 . . . . 178.8(4) ?
C10 C5 C6 C7 . . . . -46.3(5) ?
C5 C6 C7 C8 . . . . 14.2(6) ?
C6 C7 C8 C9 . . . . -1.1(6) ?
C6 C7 C8 C14 . . . . 175.2(4) ?
C7 C8 C9 C11 . . . . 157.2(3) ?
C14 C8 C9 C11 . . . . -19.2(4) ?
C7 C8 C9 C10 . . . . 21.0(5) ?
C14 C8 C9 C10 . . . . -155.4(3) ?
C2 C1 C10 C19 . . . . -74.9(3) ?
C2 C1 C10 C9 . . . . 163.8(3) ?
C2 C1 C10 C5 . . . . 49.5(3) ?
C8 C9 C10 C19 . . . . 71.6(4) ?
C11 C9 C10 C19 . . . . -63.7(4) ?
C8 C9 C10 C1 . . . . -166.4(3) ?
C11 C9 C10 C1 . . . . 58.4(4) ?
C8 C9 C10 C5 . . . . -50.0(4) ?
C11 C9 C10 C5 . . . . 174.7(3) ?
C6 C5 C10 C19 . . . . -56.8(4) ?
C4 C5 C10 C19 . . . . 75.9(4) ?
C6 C5 C10 C1 . . . . 179.5(3) ?
C4 C5 C10 C1 . . . . -47.7(4) ?
C6 C5 C10 C9 . . . . 63.4(4) ?
C4 C5 C10 C9 . . . . -163.9(3) ?
C8 C9 C11 C12 . . . . 42.2(5) ?
C10 C9 C11 C12 . . . . 177.7(3) ?
C9 C11 C12 C13 . . . . -10.5(5) ?
C11 C12 C13 C18 . . . . 81.3(4) ?
C11 C12 C13 C17 . . . . -154.6(3) ?
C11 C12 C13 C14 . . . . -40.9(4) ?
C7 C8 C14 C15 . . . . 35.8(4) ?
C9 C8 C14 C15 . . . . -147.8(3) ?
C7 C8 C14 C30 . . . . -84.6(4) ?
C9 C8 C14 C30 . . . . 91.8(3) ?
C7 C8 C14 C13 . . . . 151.4(3) ?
C9 C8 C14 C13 . . . . -32.2(4) ?
C12 C13 C14 C8 . . . . 63.1(3) ?
C18 C13 C14 C8 . . . . -58.8(3) ?
C17 C13 C14 C8 . . . . -173.5(2) ?
C12 C13 C14 C15 . . . . -171.9(3) ?
C18 C13 C14 C15 . . . . 66.2(3) ?
C17 C13 C14 C15 . . . . -48.5(3) ?
C12 C13 C14 C30 . . . . -57.0(3) ?
C18 C13 C14 C30 . . . . -178.9(3) ?
C17 C13 C14 C30 . . . . 66.4(3) ?
C8 C14 C15 C16 . . . . 156.0(3) ?
C30 C14 C15 C16 . . . . -83.9(3) ?
C13 C14 C15 C16 . . . . 35.4(3) ?
C14 C15 C16 C17 . . . . -9.2(3) ?
C12 C13 C17 C20 . . . . -73.7(3) ?
C18 C13 C17 C20 . . . . 51.4(3) ?
C14 C13 C17 C20 . . . . 168.0(2) ?
C12 C13 C17 C16 . . . . 160.6(3) ?
C18 C13 C17 C16 . . . . -74.3(3) ?
C14 C13 C17 C16 . . . . 42.4(3) ?
C15 C16 C17 C20 . . . . -149.2(3) ?
C15 C16 C17 C13 . . . . -20.7(3) ?
C13 C17 C20 C21 . . . . 66.8(3) ?
C16 C17 C20 C21 . . . . -173.3(2) ?
C13 C17 C20 C22 . . . . -172.4(2) ?
C16 C17 C20 C22 . . . . -52.5(3) ?
C22 C20 C21 O2 . . . . -49.3(4) ?
C17 C20 C21 O2 . . . . 73.4(4) ?
C22 C20 C21 O1 . . . . 130.6(3) ?
C17 C20 C21 O1 . . . . -106.7(3) ?
C21 C20 C22 C23 . . . . -63.1(3) ?
C17 C20 C22 C23 . . . . 176.8(2) ?
C20 C22 C23 C24 . . . . -174.0(2) ?
C22 C23 C24 C25 . . . . -99.7(4) ?
C23 C24 C25 C26 . . . . -0.2(7) ?
C23 C24 C25 C27 . . . . -179.9(4) ?
