#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/52/2205216.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_2205216
loop_
_publ_author_name
'Ravikumar, K.'
'Sridhar, B.'
'Marthanda Murthy, M.'
_publ_section_title
;
 A stereoisomer of bharangin triacetate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o687
_journal_page_last               o689
_journal_paper_doi               10.1107/S1600536805004617
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C26 H32 O8'
_chemical_formula_moiety         'C26 H32 O8'
_chemical_formula_sum            'C26 H32 O8'
_chemical_formula_weight         472.52
_chemical_name_common            'Bharangin triacetate'
_chemical_name_systematic
;
6,10-bis(acetyloxy)-8-isopropyl-4,4,11a-trimethyl-2-oxo-2,3,4,6,11,11a-
hexahydrobenzo[5,6]cyclohepta[1,2-b]pyran-9-yl acetate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1986(5)
_cell_length_b                   14.0252(9)
_cell_length_c                   23.4820(10)
_cell_measurement_reflns_used    5772
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      21.55
_cell_measurement_theta_min      2.49
_cell_volume                     2700.1(3)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'SHELXL97 and PARST (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       ω
_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  0.0317
_diffrn_reflns_av_sigmaI/netI    0.0192
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19633
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.69
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.301
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         2719
_refine_ls_number_restraints     44
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0596
_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)+(0.0888P)²+1.0606P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1551
_refine_ls_wR_factor_ref         0.1580
_reflns_number_gt                2554
_reflns_number_total             2719
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6602.cif
_cod_data_source_block           III
_cod_database_code               2205216
_cod_database_fobs_code          2205216
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'
loop_
_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
_atom_site_type_symbol
O1 0.9218(4) 1.04915(18) 0.75588(12) 0.0521(7) Uani d . 1 . . O
O2 1.1214(5) 1.0795(3) 0.69701(18) 0.0867(13) Uani d . 1 . . O
O3 0.5773(3) 0.73497(16) 0.85360(10) 0.0368(6) Uani d . 1 . . O
O4 0.5227(5) 0.6842(2) 0.76589(13) 0.0678(10) Uani d . 1 . . O
O5 0.4255(4) 1.1151(2) 0.98604(13) 0.0595(8) Uani d . 1 . . O
O6 0.6763(6) 1.1290(4) 1.0202(2) 0.1040(16) Uani d . 1 . . O
O7 0.5563(3) 1.16213(17) 0.88405(12) 0.0466(7) Uani d . 1 . . O
O8 0.2926(4) 1.1653(3) 0.85900(18) 0.0749(10) Uani d . 1 . . O
C1 0.6224(4) 0.8274(2) 0.83164(14) 0.0321(7) Uani d . 1 . . C
H1 0.5567 0.8391 0.7975 0.039 Uiso calc R 1 . . H
C2 0.7983(4) 0.8245(2) 0.81362(15) 0.0350(8) Uani d . 1 . . C
H2 0.8422 0.7636 0.8102 0.042 Uiso calc R 1 . . H
C3 0.9003(4) 0.8944(2) 0.80185(14) 0.0329(7) Uani d . 1 . . C
C4 0.8617(5) 1.0004(2) 0.80712(16) 0.0362(8) Uani d . 1 . . C
C5 0.6791(5) 1.0225(2) 0.80508(15) 0.0374(8) Uani d . 1 . . C
H5A 0.6640 1.0899 0.7976 0.045 Uiso calc R 1 . . H
H5B 0.6298 0.9873 0.7740 0.045 Uiso calc R 1 . . H
C6 0.5940(4) 0.9970(2) 0.85961(15) 0.0353(7) Uani d . 1 . . C
C7 0.5752(4) 0.9014(2) 0.87532(14) 0.0357(8) Uani d . 1 . . C
C8 0.5082(5) 0.8783(3) 0.92742(17) 0.0477(10) Uani d . 1 . . C
H8 0.4941 0.8144 0.9366 0.057 Uiso calc R 1 . . H
C9 0.4612(6) 0.9469(3) 0.96636(18) 0.0570(11) Uani d . 1 B . C
C10 0.4766(5) 1.0414(3) 0.94995(17) 0.0468(9) Uani d . 1 . . C
C11 0.5401(5) 1.0649(3) 0.89755(17) 0.0427(9) Uani d . 1 . . C
C12 1.0706(5) 0.8691(3) 0.7793(2) 0.0529(10) Uani d . 1 . . C
C13 1.1707(5) 0.9602(3) 0.7675(2) 0.0578(11) Uani d . 1 . . C
H13A 1.2090 0.9861 0.8034 0.069 Uiso calc R 1 . . H
H13B 1.2654 0.9437 0.7449 0.069 Uiso calc R 1 . . H
C14 1.0750(6) 1.0338(3) 0.73731(19) 0.0549(11) Uani d . 1 . . C
C15 1.1612(6) 0.8071(5) 0.8217(4) 0.120(3) Uani d . 1 . . C
H15A 1.1713 0.8405 0.8572 0.144 Uiso calc R 1 . . H
H15B 1.2678 0.7927 0.8071 0.144 Uiso calc R 1 . . H
H15C 1.1018 0.7489 0.8275 0.144 Uiso calc R 1 . . H
C16 1.0529(8) 0.8165(4) 0.7221(3) 0.096(2) Uani d . 1 . . C
H16A 1.1587 0.7975 0.7087 0.115 Uiso calc R 1 . . H
H16B 1.0032 0.8581 0.6947 0.115 Uiso calc R 1 . . H
H16C 0.9859 0.7610 0.7272 0.115 Uiso calc R 1 . . H
C17 0.9363(6) 1.0455(3) 0.8599(2) 0.0596(11) Uani d . 1 . . C
H17A 1.0527 1.0383 0.8588 0.071 Uiso calc R 1 . . H
H17B 0.8942 1.0146 0.8933 0.071 Uiso calc R 1 . . H
H17C 0.9091 1.1120 0.8610 0.071 Uiso calc R 1 . . H
C18 0.5282(5) 0.6696(3) 0.81581(17) 0.0436(9) Uani d . 1 . . C
C19 0.4798(7) 0.5794(3) 0.8440(2) 0.0677(14) Uani d . 1 . . C
H19A 0.4055 0.5452 0.8199 0.081 Uiso calc R 1 . . H
H19B 0.4277 0.5934 0.8796 0.081 Uiso calc R 1 . . H
H19C 0.5750 0.5411 0.8507 0.081 Uiso calc R 1 . . H
C20 0.3911(12) 0.9211(5) 1.0237(3) 0.118(2) Uani d DU 1 . . C
H20B 0.3988 0.9751 1.0501 0.142 Uiso d PR 0.56 A 1 H
H20A 0.3316 0.9755 1.0397 0.142 Uiso d PR 0.44 A 2 H
C21A 0.289(2) 0.8384(9) 1.0268(5) 0.118(2) Uani d PDU 0.56 B 1 C
H21A 0.2514 0.8299 1.0652 0.178 Uiso calc PR 0.56 B 1 H
H21B 0.3492 0.7833 1.0151 0.178 Uiso calc PR 0.56 B 1 H
H21C 0.1963 0.8467 1.0021 0.178 Uiso calc PR 0.56 B 1 H
C22A 0.5460(18) 0.8967(9) 1.0620(4) 0.118(2) Uani d PDU 0.56 B 1 C
H22A 0.6191 0.9501 1.0623 0.178 Uiso calc PR 0.56 B 1 H
H22B 0.6009 0.8420 1.0467 0.178 Uiso calc PR 0.56 B 1 H
H22C 0.5111 0.8832 1.1002 0.178 Uiso calc PR 0.56 B 1 H
C21B 0.201(2) 0.9007(12) 1.0098(6) 0.118(2) Uani d PDU 0.44 B 2 C
H21D 0.1543 0.9552 0.9911 0.178 Uiso calc PR 0.44 B 2 H
H21E 0.1431 0.8888 1.0447 0.178 Uiso calc PR 0.44 B 2 H
H21F 0.1920 0.8460 0.9854 0.178 Uiso calc PR 0.44 B 2 H
C22B 0.436(3) 0.8315(11) 1.0502(6) 0.118(2) Uani d PDU 0.44 B 2 C
H22D 0.3819 0.8256 1.0862 0.178 Uiso calc PR 0.44 B 2 H
H22E 0.5523 0.8300 1.0560 0.178 Uiso calc PR 0.44 B 2 H
H22F 0.4050 0.7797 1.0258 0.178 Uiso calc PR 0.44 B 2 H
C23 0.5427(8) 1.1553(4) 1.0197(2) 0.0705(14) Uani d . 1 . . C
C24 0.4707(10) 1.2372(5) 1.0523(3) 0.106(2) Uani d . 1 . . C
H24A 0.5379 1.2510 1.0847 0.128 Uiso calc R 1 . . H
H24B 0.3629 1.2207 1.0648 0.128 Uiso calc R 1 . . H
H24C 0.4654 1.2924 1.0281 0.128 Uiso calc R 1 . . H
C25 0.4162(6) 1.2058(3) 0.86569(18) 0.0502(10) Uani d . 1 . . C
C26 0.4456(8) 1.3102(3) 0.8563(3) 0.0751(15) Uani d . 1 . . C
H26A 0.3430 1.3431 0.8547 0.090 Uiso calc R 1 . . H
H26B 0.5031 1.3192 0.8211 0.090 Uiso calc R 1 . . H
H26C 0.5096 1.3352 0.8871 0.090 Uiso calc R 1 . . H
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C14 O1 C4 120.2(3) ?
C18 O3 C1 117.1(3) ?
C23 O5 C10 116.4(4) ?
C25 O7 C11 115.1(3) ?
O3 C1 C2 108.8(3) ?
O3 C1 C7 108.0(3) ?
C2 C1 C7 117.1(3) ?
O3 C1 H1 107.5 ?
C2 C1 H1 107.5 ?
C7 C1 H1 107.5 ?
C3 C2 C1 130.3(3) ?
C3 C2 H2 114.8 ?
C1 C2 H2 114.8 ?
C2 C3 C4 125.2(3) ?
C2 C3 C12 118.5(3) ?
C4 C3 C12 116.3(3) ?
O1 C4 C17 109.8(3) ?
O1 C4 C3 108.5(3) ?
C17 C4 C3 112.9(3) ?
O1 C4 C5 102.0(3) ?
C17 C4 C5 109.6(3) ?
C3 C4 C5 113.5(3) y
C6 C5 C4 112.3(3) ?
C6 C5 H5A 109.1 ?
C4 C5 H5A 109.1 ?
C6 C5 H5B 109.1 ?
C4 C5 H5B 109.1 ?
H5A C5 H5B 107.9 ?
C11 C6 C7 117.2(3) ?
C11 C6 C5 122.5(3) ?
C7 C6 C5 120.3(3) ?
C8 C7 C6 120.2(3) ?
C8 C7 C1 122.9(3) ?
C6 C7 C1 116.8(3) ?
C7 C8 C9 122.3(3) ?
C7 C8 H8 118.8 ?
C9 C8 H8 118.8 ?
C8 C9 C10 117.1(4) ?
C8 C9 C20 122.0(4) ?
C10 C9 C20 120.8(4) ?
C11 C10 C9 120.8(3) ?
C11 C10 O5 118.5(4) ?
C9 C10 O5 120.7(4) ?
C10 C11 C6 122.3(3) ?
C10 C11 O7 118.0(3) ?
C6 C11 O7 119.6(3) ?
C15 C12 C3 110.6(4) ?
C15 C12 C16 110.1(5) ?
C3 C12 C16 109.0(4) y
C15 C12 C13 109.4(4) ?
C3 C12 C13 110.7(3) ?
C16 C12 C13 106.9(4) ?
C14 C13 C12 112.5(4) ?
C14 C13 H13A 109.1 ?
C12 C13 H13A 109.1 ?
C14 C13 H13B 109.1 ?
C12 C13 H13B 109.1 ?
H13A C13 H13B 107.8 ?
O2 C14 O1 117.7(4) y
O2 C14 C13 125.5(4) y
O1 C14 C13 116.8(3) ?
C12 C15 H15A 109.5 ?
C12 C15 H15B 109.5 ?
H15A C15 H15B 109.5 ?
C12 C15 H15C 109.5 ?
H15A C15 H15C 109.5 ?
H15B C15 H15C 109.5 ?
C12 C16 H16A 109.5 ?
C12 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
C12 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
C4 C17 H17A 109.5 ?
C4 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
C4 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
O4 C18 O3 123.1(4) ?
O4 C18 C19 125.2(4) ?
O3 C18 C19 111.7(3) ?
C18 C19 H19A 109.5 ?
C18 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C18 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
C21A C20 C22B 55.1(10) ?
C21A C20 C9 117.5(7) ?
C22B C20 C9 119.5(8) ?
C21A C20 C22A 105.4(9) ?
C22B C20 C22A 50.8(10) ?
C9 C20 C22A 104.6(7) ?
C21A C20 C21B 45.8(8) ?
C22B C20 C21B 100.3(12) ?
C9 C20 C21B 103.2(7) ?
C22A C20 C21B 147.5(8) ?
C21A C20 H20B 129.1 ?
C22B C20 H20B 112.4 ?
C9 C20 H20B 110.8 ?
C22A C20 H20B 76.0 ?
C21B C20 H20B 109.0 ?
C21A C20 H20A 108.5 ?
C22B C20 H20A 129.6 ?
C9 C20 H20A 110.2 ?
C22A C20 H20A 110.4 ?
C21B C20 H20A 74.6 ?
H20B C20 H20A 35.8 ?
C20 C21A H21A 109.5 ?
C20 C21A H21B 109.5 ?
H21A C21A H21B 109.5 ?
C20 C21A H21C 109.5 ?
H21A C21A H21C 109.5 ?
H21B C21A H21C 109.5 ?
C20 C22A H22A 109.5 ?
C20 C22A H22B 109.5 ?
H22A C22A H22B 109.5 ?
C20 C22A H22C 109.5 ?
H22A C22A H22C 109.5 ?
H22B C22A H22C 109.5 ?
C20 C21B H21D 109.5 ?
C20 C21B H21E 109.5 ?
H21D C21B H21E 109.5 ?
C20 C21B H21F 109.5 ?
H21D C21B H21F 109.5 ?
H21E C21B H21F 109.5 ?
C20 C22B H22D 109.5 ?
C20 C22B H22E 109.5 ?
H22D C22B H22E 109.5 ?
C20 C22B H22F 109.5 ?
H22D C22B H22F 109.5 ?
H22E C22B H22F 109.5 ?
O6 C23 O5 122.7(5) ?
O6 C23 C24 127.7(6) ?
O5 C23 C24 109.5(5) ?
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 ?
O8 C25 O7 123.4(4) ?
O8 C25 C26 126.3(5) ?
O7 C25 C26 110.3(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 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C14 1.346(5) y
O1 C4 1.469(4) y
O2 C14 1.205(5) y
O3 C18 1.338(4) ?
O3 C1 1.444(4) ?
O4 C18 1.191(5) ?
O5 C23 1.366(7) ?
O5 C10 1.402(5) ?
O6 C23 1.156(7) ?
O7 C25 1.372(5) ?
O7 C11 1.407(4) ?
O8 C25 1.172(5) ?
C1 C2 1.504(5) ?
C1 C7 1.509(5) ?
C1 H1 0.9800 ?
C2 C3 1.318(5) y
C2 H2 0.9300 ?
C3 C4 1.524(5) ?
C3 C12 1.535(5) ?
C4 C17 1.520(5) ?
C4 C5 1.530(5) ?
C5 C6 1.501(5) ?
C5 H5A 0.9700 ?
C5 H5B 0.9700 ?
C6 C11 1.377(5) ?
C6 C7 1.399(5) y
C7 C8 1.380(5) ?
C8 C9 1.382(6) ?
C8 H8 0.9300 ?
C9 C10 1.386(6) ?
C9 C20 1.508(7) ?
C10 C11 1.376(6) ?
C12 C15 1.516(7) ?
C12 C16 1.539(7) ?
C12 C13 1.543(6) ?
C13 C14 1.479(6) ?
C13 H13A 0.9700 ?
C13 H13B 0.9700 ?
C15 H15A 0.9600 ?
C15 H15B 0.9600 ?
C15 H15C 0.9600 ?
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
C18 C19 1.482(6) ?
C19 H19A 0.9600 ?
C19 H19B 0.9600 ?
C19 H19C 0.9600 ?
C20 C21A 1.435(13) ?
C20 C22B 1.450(14) ?
C20 C22A 1.593(14) ?
C20 C21B 1.620(16) ?
C20 H20B 0.9800 ?
C20 H20A 0.9800 ?
C21A H21A 0.9600 ?
C21A H21B 0.9600 ?
C21A H21C 0.9600 ?
C22A H22A 0.9600 ?
C22A H22B 0.9600 ?
C22A H22C 0.9600 ?
C21B H21D 0.9600 ?
C21B H21E 0.9600 ?
C21B H21F 0.9600 ?
C22B H22D 0.9600 ?
C22B H22E 0.9600 ?
C22B H22F 0.9600 ?
C23 C24 1.501(7) ?
C24 H24A 0.9600 ?
C24 H24B 0.9600 ?
C24 H24C 0.9600 ?
C25 C26 1.501(6) ?
C26 H26A 0.9600 ?
C26 H26B 0.9600 ?
C26 H26C 0.9600 ?
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
C8 H8 O3 . 0.93 2.35 2.714(5) 103
C5 H5A O7 . 0.97 2.43 2.879(4) 108
C5 H5A O4 4_656 0.97 2.51 3.265(4) 134
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
C18 O3 C1 C2 -85.7(4)
C18 O3 C1 C7 146.3(3)
O3 C1 C2 C3 -165.1(4)
C7 C1 C2 C3 -42.4(5)
C1 C2 C3 C4 3.4(6)
C1 C2 C3 C12 -174.7(3)
C14 O1 C4 C17 74.6(4)
C14 O1 C4 C3 -49.2(4)
C14 O1 C4 C5 -169.2(3)
C2 C3 C4 O1 -135.0(4)
C12 C3 C4 O1 43.1(4)
C2 C3 C4 C17 103.0(4)
C12 C3 C4 C17 -78.8(4)
C2 C3 C4 C5 -22.4(5)
C12 C3 C4 C5 155.8(3)
O1 C4 C5 C6 -168.3(3)
C17 C4 C5 C6 -52.0(4)
C3 C4 C5 C6 75.2(4)
C4 C5 C6 C11 107.2(4)
C4 C5 C6 C7 -69.0(5)
C11 C6 C7 C8 -1.3(5)
C5 C6 C7 C8 175.1(4)
C11 C6 C7 C1 175.3(3)
C5 C6 C7 C1 -8.3(5)
O3 C1 C7 C8 2.8(5)
C2 C1 C7 C8 -120.4(4)
O3 C1 C7 C6 -173.8(3)
C2 C1 C7 C6 63.1(4)
C6 C7 C8 C9 -1.6(6)
C1 C7 C8 C9 -178.1(4)
C7 C8 C9 C10 3.1(7)
C7 C8 C9 C20 -178.7(6)
C8 C9 C10 C11 -1.6(7)
C20 C9 C10 C11 -179.8(6)
C8 C9 C10 O5 177.4(4)
C20 C9 C10 O5 -0.8(8)
C23 O5 C10 C11 -85.7(5)
C23 O5 C10 C9 95.3(5)
C9 C10 C11 C6 -1.4(7)
O5 C10 C11 C6 179.6(4)
C9 C10 C11 O7 -178.4(4)
O5 C10 C11 O7 2.6(6)
C7 C6 C11 C10 2.8(6)
C5 C6 C11 C10 -173.5(4)
C7 C6 C11 O7 179.8(3)
C5 C6 C11 O7 3.5(6)
C25 O7 C11 C10 -80.8(5)
C25 O7 C11 C6 102.1(4)
C2 C3 C12 C15 -59.2(6)
C4 C3 C12 C15 122.6(5)
C2 C3 C12 C16 62.1(5)
C4 C3 C12 C16 -116.2(4)
C2 C3 C12 C13 179.4(4)
C4 C3 C12 C13 1.1(5)
C15 C12 C13 C14 -166.9(5)
C3 C12 C13 C14 -44.7(5)
C16 C12 C13 C14 73.9(5)
C4 O1 C14 O2 -175.9(4)
C4 O1 C14 C13 5.5(5)
C12 C13 C14 O2 -134.5(5)
C12 C13 C14 O1 43.9(6)
C1 O3 C18 O4 1.0(6)
C1 O3 C18 C19 -177.9(4)
C8 C9 C20 C21A -35.7(13)
C10 C9 C20 C21A 142.5(10)
C8 C9 C20 C22B 27.8(16)
C10 C9 C20 C22B -154.1(13)
C8 C9 C20 C22A 80.7(8)
C10 C9 C20 C22A -101.1(8)
C8 C9 C20 C21B -82.4(9)
C10 C9 C20 C21B 95.7(9)
C10 O5 C23 O6 -2.2(8)
C10 O5 C23 C24 175.9(5)
C11 O7 C25 O8 -3.3(6)
C11 O7 C25 C26 176.3(3)
