#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/00/7150086.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7150086
loop_
_publ_author_name
'Zammit, Steven C.'
'White, Jonathan M.'
'Rizzacasa, Mark A.'
_publ_section_title
;
 Enantiospecific synthesis of (-)-trachyspic acid.
;
_journal_issue                   11
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2073
_journal_page_last               2074
_journal_paper_doi               10.1039/b504258e
_journal_volume                  3
_journal_year                    2005
_chemical_formula_sum            'C20 H32 O8'
_chemical_formula_weight         400.46
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 117.463(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2674(10)
_cell_length_b                   19.6076(16)
_cell_length_c                   12.0348(10)
_cell_measurement_reflns_used    1688
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      17.40
_cell_measurement_theta_min      2.29
_cell_volume                     2359.2(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_sigmaI/netI    0.0927
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12556
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.111
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.787
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         6113
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.787
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0206P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0856
_reflns_number_gt                3200
_reflns_number_total             6113
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b504258e.txt
_cod_data_source_block           jmwsz2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P2(1) '
_cod_database_code               7150086
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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 -0.2276(5) 0.6765(2) 0.2775(4) 0.0664(12) Uani 1 1 d . . .
C2 C -0.2322(4) 0.6128(2) 0.3462(4) 0.0684(12) Uani 1 1 d . . .
H2A H -0.2226 0.6239 0.4285 0.082 Uiso 1 1 calc R . .
H2B H -0.3156 0.5884 0.2994 0.082 Uiso 1 1 calc R . .
C3 C -0.1150(4) 0.57116(19) 0.3563(3) 0.0553(10) Uani 1 1 d . . .
H3 H -0.0722 0.5478 0.4373 0.066 Uiso 1 1 calc R . .
C4 C -0.0198(4) 0.62766(18) 0.3504(4) 0.0536(10) Uani 1 1 d . . .
C5 C -0.1594(5) 0.5193(2) 0.2497(4) 0.0651(12) Uani 1 1 d . . .
C6 C -0.0727(6) 0.4202(2) 0.1831(5) 0.0888(16) Uani 1 1 d . . .
C7 C -0.1234(7) 0.4456(3) 0.0505(5) 0.147(3) Uani 1 1 d . . .
H7A H -0.2123 0.4633 0.0208 0.220 Uiso 1 1 calc R . .
H7B H -0.1245 0.4087 -0.0023 0.220 Uiso 1 1 calc R . .
H7C H -0.0655 0.4811 0.0487 0.220 Uiso 1 1 calc R . .
C8 C -0.1638(5) 0.3670(2) 0.1925(5) 0.120(2) Uani 1 1 d . . .
H8A H -0.1243 0.3488 0.2760 0.179 Uiso 1 1 calc R . .
H8B H -0.1767 0.3309 0.1341 0.179 Uiso 1 1 calc R . .
H8C H -0.2486 0.3873 0.1735 0.179 Uiso 1 1 calc R . .
C9 C 0.0701(6) 0.3956(3) 0.2351(6) 0.148(3) Uani 1 1 d . . .
H9A H 0.1261 0.4324 0.2350 0.222 Uiso 1 1 calc R . .
H9B H 0.0746 0.3590 0.1841 0.222 Uiso 1 1 calc R . .
H9C H 0.1004 0.3796 0.3193 0.222 Uiso 1 1 calc R . .
C10 C 0.0688(4) 0.60752(19) 0.2928(3) 0.0606(11) Uani 1 1 d . . .
H10A H 0.0129 0.5950 0.2060 0.073 Uiso 1 1 calc R . .
H10B H 0.1202 0.5676 0.3361 0.073 Uiso 1 1 calc R . .
C11 C 0.1642(4) 0.6633(2) 0.2980(4) 0.0593(11) Uani 1 1 d . . .
C12 C 0.3297(4) 0.6847(2) 0.2217(4) 0.0721(13) Uani 1 1 d . . .
C13 C 0.2754(5) 0.7553(3) 0.1676(5) 0.1084(18) Uani 1 1 d . . .
H13A H 0.1926 0.7503 0.0923 0.163 Uiso 1 1 calc R . .
H13B H 0.3391 0.7786 0.1491 0.163 Uiso 1 1 calc R . .
H13C H 0.2604 0.7812 0.2277 0.163 Uiso 1 1 calc R . .
C14 C 0.4481(4) 0.6896(2) 0.3483(4) 0.0852(14) Uani 1 1 d . . .
H14A H 0.4252 0.7165 0.4022 0.128 Uiso 1 1 calc R . .
H14B H 0.5211 0.7106 0.3410 0.128 Uiso 1 1 calc R . .
H14C H 0.4739 0.6447 0.3830 0.128 Uiso 1 1 calc R . .
C15 C 0.3612(5) 0.6421(3) 0.1330(4) 0.119(2) Uani 1 1 d . . .
H15A H 0.3819 0.5963 0.1641 0.178 Uiso 1 1 calc R . .
H15B H 0.4365 0.6615 0.1274 0.178 Uiso 1 1 calc R . .
H15C H 0.2851 0.6418 0.0516 0.178 Uiso 1 1 calc R . .
C16 C 0.0599(4) 0.6559(2) 0.4845(4) 0.0569(11) Uani 1 1 d . . .
C17 C 0.2680(4) 0.6328(2) 0.6780(4) 0.0677(12) Uani 1 1 d . . .
C18 C 0.3732(5) 0.5780(2) 0.7017(4) 0.1098(17) Uani 1 1 d . . .
H18A H 0.3307 0.5342 0.6793 0.165 Uiso 1 1 calc R . .
H18B H 0.4374 0.5780 0.7887 0.165 Uiso 1 1 calc R . .
H18C H 0.4178 0.5874 0.6519 0.165 Uiso 1 1 calc R . .
C19 C 0.3258(5) 0.7038(2) 0.6863(5) 0.0993(16) Uani 1 1 d . . .
H19A H 0.3559 0.7086 0.6239 0.149 Uiso 1 1 calc R . .
H19B H 0.3998 0.7104 0.7679 0.149 Uiso 1 1 calc R . .
H19C H 0.2581 0.7373 0.6722 0.149 Uiso 1 1 calc R . .
C20 C 0.2007(5) 0.6228(3) 0.7599(4) 0.117(2) Uani 1 1 d . . .
H20A H 0.1406 0.6601 0.7477 0.175 Uiso 1 1 calc R . .
H20B H 0.2672 0.6212 0.8461 0.175 Uiso 1 1 calc R . .
H20C H 0.1514 0.5808 0.7380 0.175 Uiso 1 1 calc R . .
C21 C 1.0914(4) 0.4178(2) 0.5889(4) 0.0675(12) Uani 1 1 d . . .
C22 C 1.0502(4) 0.34893(19) 0.6139(4) 0.0685(12) Uani 1 1 d . . .
H22A H 1.1263 0.3183 0.6505 0.082 Uiso 1 1 calc R . .
H22B H 0.9823 0.3288 0.5372 0.082 Uiso 1 1 calc R . .
C23 C 0.9948(4) 0.36321(18) 0.7052(4) 0.0603(11) Uani 1 1 d . . .
H23 H 0.9219 0.3317 0.6914 0.072 Uiso 1 1 calc R . .
C24 C 0.9403(4) 0.43736(18) 0.6662(4) 0.0550(10) Uani 1 1 d . . .
C25 C 1.1023(5) 0.3609(2) 0.8410(4) 0.0658(12) Uani 1 1 d . . .
C26 C 1.3415(5) 0.3899(3) 0.9729(5) 0.0933(15) Uani 1 1 d . . .
C27 C 1.4416(6) 0.4097(4) 0.9277(6) 0.194(4) Uani 1 1 d . . .
H27A H 1.4280 0.3819 0.8570 0.290 Uiso 1 1 calc R . .
H27B H 1.5306 0.4028 0.9938 0.290 Uiso 1 1 calc R . .
H27C H 1.4297 0.4568 0.9035 0.290 Uiso 1 1 calc R . .
C28 C 1.3221(7) 0.4434(3) 1.0517(5) 0.177(3) Uani 1 1 d . . .
H28A H 1.2820 0.4831 1.0015 0.266 Uiso 1 1 calc R . .
H28B H 1.4072 0.4555 1.1198 0.266 Uiso 1 1 calc R . .
H28C H 1.2647 0.4261 1.0843 0.266 Uiso 1 1 calc R . .
C29 C 1.3796(5) 0.3223(3) 1.0374(4) 0.125(2) Uani 1 1 d . . .
H29A H 1.3195 0.3110 1.0709 0.187 Uiso 1 1 calc R . .
H29B H 1.4694 0.3246 1.1043 0.187 Uiso 1 1 calc R . .
H29C H 1.3745 0.2880 0.9785 0.187 Uiso 1 1 calc R . .
C30 C 0.9459(4) 0.48053(18) 0.7738(3) 0.0639(11) Uani 1 1 d . . .
H30A H 1.0387 0.4875 0.8345 0.077 Uiso 1 1 calc R . .
H30B H 0.9026 0.4560 0.8151 0.077 Uiso 1 1 calc R . .
C31 C 0.8785(5) 0.5498(2) 0.7309(5) 0.0677(13) Uani 1 1 d . . .
C32 C 0.8361(6) 0.6529(3) 0.8224(5) 0.0913(15) Uani 1 1 d . . .
C33 C 0.8963(9) 0.7020(3) 0.7723(10) 0.253(6) Uani 1 1 d . . .
H33A H 0.9919 0.7006 0.8210 0.379 Uiso 1 1 calc R . .
H33B H 0.8648 0.7470 0.7762 0.379 Uiso 1 1 calc R . .
H33C H 0.8719 0.6908 0.6868 0.379 Uiso 1 1 calc R . .
C34 C 0.6897(6) 0.6489(3) 0.7439(7) 0.176(3) Uani 1 1 d . . .
H34A H 0.6699 0.6404 0.6586 0.264 Uiso 1 1 calc R . .
H34B H 0.6497 0.6913 0.7488 0.264 Uiso 1 1 calc R . .
H34C H 0.6544 0.6126 0.7733 0.264 Uiso 1 1 calc R . .
C35 C 0.8675(9) 0.6663(4) 0.9537(7) 0.284(6) Uani 1 1 d . . .
H35A H 0.8095 0.6396 0.9751 0.426 Uiso 1 1 calc R . .
H35B H 0.8545 0.7138 0.9638 0.426 Uiso 1 1 calc R . .
H35C H 0.9589 0.6541 1.0077 0.426 Uiso 1 1 calc R . .
C36 C 0.8003(4) 0.43234(19) 0.5558(4) 0.0606(11) Uani 1 1 d . . .
C37 C 0.5658(5) 0.4188(2) 0.5106(5) 0.0788(13) Uani 1 1 d . . .
C38 C 0.5061(5) 0.4106(3) 0.6001(5) 0.1188(18) Uani 1 1 d . . .
H38A H 0.5375 0.3688 0.6461 0.178 Uiso 1 1 calc R . .
H38B H 0.4104 0.4095 0.5535 0.178 Uiso 1 1 calc R . .
H38C H 0.5329 0.4483 0.6574 0.178 Uiso 1 1 calc R . .
C39 C 0.5192(5) 0.4845(2) 0.4367(5) 0.1131(18) Uani 1 1 d . . .
H39A H 0.5470 0.5225 0.4932 0.170 Uiso 1 1 calc R . .
H39B H 0.4235 0.4842 0.3895 0.170 Uiso 1 1 calc R . .
H39C H 0.5577 0.4883 0.3805 0.170 Uiso 1 1 calc R . .
C40 C 0.5364(5) 0.3571(2) 0.4272(4) 0.1047(16) Uani 1 1 d . . .
H40A H 0.5634 0.3659 0.3637 0.157 Uiso 1 1 calc R . .
H40B H 0.4422 0.3476 0.3884 0.157 Uiso 1 1 calc R . .
H40C H 0.5848 0.3186 0.4764 0.157 Uiso 1 1 calc R . .
O1 O -0.1089(3) 0.68046(12) 0.2754(2) 0.0610(7) Uani 1 1 d . . .
O2 O -0.3122(3) 0.71901(16) 0.2292(3) 0.0988(11) Uani 1 1 d . . .
O3 O -0.2681(4) 0.51816(18) 0.1635(3) 0.1089(12) Uani 1 1 d . . .
O4 O -0.0597(3) 0.47668(14) 0.2700(3) 0.0723(8) Uani 1 1 d . . .
O5 O 0.1849(3) 0.71518(14) 0.3554(3) 0.0706(8) Uani 1 1 d . . .
O6 O 0.2224(3) 0.64409(13) 0.2279(2) 0.0707(8) Uani 1 1 d . . .
O7 O 0.0202(3) 0.70201(15) 0.5244(3) 0.0758(9) Uani 1 1 d . . .
O8 O 0.1703(3) 0.61905(12) 0.5459(2) 0.0597(7) Uani 1 1 d . . .
O9 O 1.0275(3) 0.46687(13) 0.6225(2) 0.0624(7) Uani 1 1 d . . .
O10 O 1.0823(3) 0.34207(16) 0.9261(3) 0.0984(11) Uani 1 1 d . . .
O11 O 1.2177(3) 0.38390(14) 0.8519(3) 0.0769(8) Uani 1 1 d . . .
O12 O 0.8242(4) 0.56890(15) 0.6266(3) 0.1062(13) Uani 1 1 d . . .
O012 O 1.1662(3) 0.43330(16) 0.5484(3) 0.0924(10) Uani 1 1 d . . .
O13 O 0.8923(3) 0.58388(15) 0.8296(3) 0.0945(10) Uani 1 1 d . . .
O14 O 0.7100(3) 0.42319(13) 0.5967(2) 0.0649(7) Uani 1 1 d . . .
O15 O 0.7781(3) 0.43382(15) 0.4476(3) 0.0784(9) Uani 1 1 d . . .
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'
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
O2 C1 O1 121.7(4) . . ?
O2 C1 C2 128.3(4) . . ?
O1 C1 C2 110.0(4) . . ?
C3 C2 C1 104.0(3) . . ?
C3 C2 H2A 111.0 . . ?
C1 C2 H2A 111.0 . . ?
C3 C2 H2B 111.0 . . ?
C1 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
C2 C3 C5 110.9(4) . . ?
C2 C3 C4 101.9(3) . . ?
C5 C3 C4 113.5(3) . . ?
C2 C3 H3 110.1 . . ?
C5 C3 H3 110.1 . . ?
C4 C3 H3 110.1 . . ?
O1 C4 C10 108.6(3) . . ?
O1 C4 C16 107.5(3) . . ?
C10 C4 C16 112.7(3) . . ?
O1 C4 C3 104.1(3) . . ?
C10 C4 C3 116.6(3) . . ?
C16 C4 C3 106.7(3) . . ?
O3 C5 O4 126.4(5) . . ?
O3 C5 C3 123.6(5) . . ?
O4 C5 C3 110.0(4) . . ?
O4 C6 C8 108.3(3) . . ?
O4 C6 C7 111.4(4) . . ?
C8 C6 C7 111.7(5) . . ?
O4 C6 C9 101.9(4) . . ?
C8 C6 C9 112.4(5) . . ?
C7 C6 C9 110.7(4) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C10 C11 113.6(3) . . ?
C4 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
C4 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
O5 C11 O6 125.7(4) . . ?
O5 C11 C10 125.9(4) . . ?
O6 C11 C10 108.4(4) . . ?
O6 C12 C14 110.4(3) . . ?
O6 C12 C15 101.6(3) . . ?
C14 C12 C15 111.3(4) . . ?
O6 C12 C13 109.4(4) . . ?
C14 C12 C13 111.6(4) . . ?
C15 C12 C13 112.0(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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 . . ?
O7 C16 O8 127.7(4) . . ?
O7 C16 C4 122.9(4) . . ?
O8 C16 C4 109.3(3) . . ?
O8 C17 C20 109.2(3) . . ?
O8 C17 C19 108.7(3) . . ?
C20 C17 C19 113.9(4) . . ?
O8 C17 C18 101.6(3) . . ?
C20 C17 C18 111.6(4) . . ?
C19 C17 C18 111.1(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O012 C21 O9 120.7(4) . . ?
O012 C21 C22 130.7(4) . . ?
O9 C21 C22 108.6(3) . . ?
C21 C22 C23 104.3(3) . . ?
C21 C22 H22A 110.9 . . ?
C23 C22 H22A 110.9 . . ?
C21 C22 H22B 110.9 . . ?
C23 C22 H22B 110.9 . . ?
H22A C22 H22B 108.9 . . ?
C22 C23 C25 112.5(4) . . ?
C22 C23 C24 100.9(3) . . ?
C25 C23 C24 110.9(3) . . ?
C22 C23 H23 110.7 . . ?
C25 C23 H23 110.7 . . ?
C24 C23 H23 110.7 . . ?
O9 C24 C30 108.7(3) . . ?
O9 C24 C36 108.3(3) . . ?
C30 C24 C36 113.4(3) . . ?
O9 C24 C23 104.2(3) . . ?
C30 C24 C23 113.9(3) . . ?
C36 C24 C23 107.8(3) . . ?
O10 C25 O11 125.5(4) . . ?
O10 C25 C23 123.6(4) . . ?
O11 C25 C23 110.8(4) . . ?
O11 C26 C29 110.8(4) . . ?
O11 C26 C28 109.3(4) . . ?
C29 C26 C28 112.6(5) . . ?
O11 C26 C27 100.7(4) . . ?
C29 C26 C27 109.3(5) . . ?
C28 C26 C27 113.5(6) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C24 C30 C31 112.8(3) . . ?
C24 C30 H30A 109.0 . . ?
C31 C30 H30A 109.0 . . ?
C24 C30 H30B 109.0 . . ?
C31 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
O12 C31 O13 126.3(4) . . ?
O12 C31 C30 125.3(4) . . ?
O13 C31 C30 108.4(4) . . ?
C33 C32 C35 113.4(6) . . ?
C33 C32 C34 111.4(6) . . ?
C35 C32 C34 109.9(5) . . ?
C33 C32 O13 111.1(4) . . ?
C35 C32 O13 102.4(4) . . ?
C34 C32 O13 108.1(5) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O15 C36 O14 126.0(4) . . ?
O15 C36 C24 123.7(4) . . ?
O14 C36 C24 110.3(4) . . ?
O14 C37 C40 110.4(4) . . ?
O14 C37 C39 109.5(4) . . ?
C40 C37 C39 112.4(4) . . ?
O14 C37 C38 102.3(4) . . ?
C40 C37 C38 110.8(4) . . ?
C39 C37 C38 111.1(4) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C1 O1 C4 111.0(3) . . ?
C5 O4 C6 122.6(4) . . ?
C11 O6 C12 122.0(3) . . ?
C16 O8 C17 122.6(3) . . ?
C21 O9 C24 111.6(3) . . ?
C25 O11 C26 124.0(4) . . ?
C31 O13 C32 123.1(4) . . ?
C36 O14 C37 122.1(3) . . ?
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 O2 1.196(4) . ?
C1 O1 1.351(4) . ?
C1 C2 1.512(5) . ?
C2 C3 1.509(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C5 1.529(5) . ?
C3 C4 1.566(5) . ?
C3 H3 0.9800 . ?
C4 O1 1.435(4) . ?
C4 C10 1.507(4) . ?
C4 C16 1.542(5) . ?
C5 O3 1.186(5) . ?
C5 O4 1.328(5) . ?
C6 O4 1.484(5) . ?
C6 C8 1.504(5) . ?
C6 C7 1.511(6) . ?
C6 C9 1.513(6) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
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 1.515(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O5 1.191(4) . ?
C11 O6 1.340(4) . ?
C12 O6 1.478(4) . ?
C12 C14 1.495(5) . ?
C12 C15 1.519(5) . ?
C12 C13 1.532(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 O7 1.203(4) . ?
C16 O8 1.329(4) . ?
C17 O8 1.482(4) . ?
C17 C20 1.508(5) . ?
C17 C19 1.521(5) . ?
C17 C18 1.527(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O012 1.192(4) . ?
C21 O9 1.369(4) . ?
C21 C22 1.504(5) . ?
C22 C23 1.519(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C25 1.522(5) . ?
C23 C24 1.564(5) . ?
C23 H23 0.9800 . ?
C24 O9 1.432(4) . ?
C24 C30 1.523(4) . ?
C24 C36 1.526(5) . ?
C25 O10 1.204(4) . ?
C25 O11 1.324(5) . ?
C26 O11 1.486(5) . ?
C26 C29 1.494(6) . ?
C26 C28 1.497(7) . ?
C26 C27 1.512(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.525(5) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 O12 1.175(5) . ?
C31 O13 1.309(4) . ?
C32 C33 1.460(7) . ?
C32 C35 1.475(7) . ?
C32 C34 1.477(7) . ?
C32 O13 1.479(5) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 O15 1.208(4) . ?
C36 O14 1.331(4) . ?
C37 O14 1.472(5) . ?
C37 C40 1.507(6) . ?
C37 C39 1.515(5) . ?
C37 C38 1.519(5) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
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
O2 C1 C2 C3 166.0(5) . . . . ?
O1 C1 C2 C3 -13.6(4) . . . . ?
C1 C2 C3 C5 -95.4(4) . . . . ?
C1 C2 C3 C4 25.7(4) . . . . ?
C2 C3 C4 O1 -29.8(4) . . . . ?
C5 C3 C4 O1 89.5(4) . . . . ?
C2 C3 C4 C10 -149.4(3) . . . . ?
C5 C3 C4 C10 -30.1(5) . . . . ?
C2 C3 C4 C16 83.7(4) . . . . ?
C5 C3 C4 C16 -157.0(3) . . . . ?
C2 C3 C5 O3 8.4(5) . . . . ?
C4 C3 C5 O3 -105.6(5) . . . . ?
C2 C3 C5 O4 -170.9(3) . . . . ?
C4 C3 C5 O4 75.1(4) . . . . ?
O1 C4 C10 C11 66.6(4) . . . . ?
C16 C4 C10 C11 -52.4(4) . . . . ?
C3 C4 C10 C11 -176.3(3) . . . . ?
C4 C10 C11 O5 10.0(6) . . . . ?
C4 C10 C11 O6 -170.5(3) . . . . ?
O1 C4 C16 O7 23.3(5) . . . . ?
C10 C4 C16 O7 142.9(4) . . . . ?
C3 C4 C16 O7 -87.9(4) . . . . ?
O1 C4 C16 O8 -160.1(3) . . . . ?
C10 C4 C16 O8 -40.4(4) . . . . ?
C3 C4 C16 O8 88.8(3) . . . . ?
O012 C21 C22 C23 160.6(5) . . . . ?
O9 C21 C22 C23 -18.9(4) . . . . ?
C21 C22 C23 C25 -88.7(4) . . . . ?
C21 C22 C23 C24 29.6(4) . . . . ?
C22 C23 C24 O9 -30.9(4) . . . . ?
C25 C23 C24 O9 88.6(4) . . . . ?
C22 C23 C24 C30 -149.1(3) . . . . ?
C25 C23 C24 C30 -29.7(5) . . . . ?
C22 C23 C24 C36 84.1(4) . . . . ?
C25 C23 C24 C36 -156.4(3) . . . . ?
C22 C23 C25 O10 -147.3(4) . . . . ?
C24 C23 C25 O10 100.4(4) . . . . ?
C22 C23 C25 O11 34.3(4) . . . . ?
C24 C23 C25 O11 -78.0(4) . . . . ?
O9 C24 C30 C31 70.6(4) . . . . ?
C36 C24 C30 C31 -49.9(4) . . . . ?
C23 C24 C30 C31 -173.7(3) . . . . ?
C24 C30 C31 O12 1.8(7) . . . . ?
C24 C30 C31 O13 -177.9(3) . . . . ?
O9 C24 C36 O15 19.8(5) . . . . ?
C30 C24 C36 O15 140.5(4) . . . . ?
C23 C24 C36 O15 -92.4(4) . . . . ?
O9 C24 C36 O14 -163.0(3) . . . . ?
C30 C24 C36 O14 -42.2(4) . . . . ?
C23 C24 C36 O14 84.8(4) . . . . ?
O2 C1 O1 C4 173.9(4) . . . . ?
C2 C1 O1 C4 -6.4(4) . . . . ?
C10 C4 O1 C1 147.9(3) . . . . ?
C16 C4 O1 C1 -89.8(4) . . . . ?
C3 C4 O1 C1 23.0(4) . . . . ?
O3 C5 O4 C6 0.3(6) . . . . ?
C3 C5 O4 C6 179.6(3) . . . . ?
C8 C6 O4 C5 -70.5(5) . . . . ?
C7 C6 O4 C5 52.8(5) . . . . ?
C9 C6 O4 C5 170.9(4) . . . . ?
O5 C11 O6 C12 4.7(6) . . . . ?
C10 C11 O6 C12 -174.7(3) . . . . ?
C14 C12 O6 C11 61.5(5) . . . . ?
C15 C12 O6 C11 179.7(4) . . . . ?
C13 C12 O6 C11 -61.8(5) . . . . ?
O7 C16 O8 C17 -3.0(6) . . . . ?
C4 C16 O8 C17 -179.4(3) . . . . ?
C20 C17 O8 C16 62.6(5) . . . . ?
C19 C17 O8 C16 -62.2(5) . . . . ?
C18 C17 O8 C16 -179.5(3) . . . . ?
O012 C21 O9 C24 178.7(4) . . . . ?
C22 C21 O9 C24 -1.8(4) . . . . ?
C30 C24 O9 C21 142.8(3) . . . . ?
C36 C24 O9 C21 -93.6(4) . . . . ?
C23 C24 O9 C21 21.0(4) . . . . ?
O10 C25 O11 C26 0.0(6) . . . . ?
C23 C25 O11 C26 178.4(4) . . . . ?
C29 C26 O11 C25 57.7(6) . . . . ?
C28 C26 O11 C25 -66.9(6) . . . . ?
C27 C26 O11 C25 173.3(5) . . . . ?
O12 C31 O13 C32 1.7(7) . . . . ?
C30 C31 O13 C32 -178.6(4) . . . . ?
C33 C32 O13 C31 -63.3(7) . . . . ?
C35 C32 O13 C31 175.3(6) . . . . ?
C34 C32 O13 C31 59.3(6) . . . . ?
O15 C36 O14 C37 -4.8(6) . . . . ?
C24 C36 O14 C37 178.0(3) . . . . ?
C40 C37 O14 C36 63.7(5) . . . . ?
C39 C37 O14 C36 -60.6(5) . . . . ?
C38 C37 O14 C36 -178.5(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9410027
