#------------------------------------------------------------------------------
#$Date: 2020-08-08 02:57:49 +0300 (Sat, 08 Aug 2020) $
#$Revision: 255191 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/88/1558817.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_1558817
loop_
_publ_author_name
'Marchbank, Douglas H.'
'Ptycia-Lamky, Vernon C.'
'Decken, Andreas'
'Haltli, Bradley A.'
'Kerr, Russell G.'
_publ_section_title
;
 Guanahanolide A, a Meroterpenoid with a Sesterterpene Skeleton from
 Coral-Derived Streptomyces sp.
;
_journal_name_full               'Organic Letters'
_journal_paper_doi               10.1021/acs.orglett.0c02208
_journal_year                    2020
_chemical_absolute_configuration
;
absolute configuration was determined using Mosher's Ester method at O(4)
;
_chemical_formula_moiety         '[C37 H54 O5][C3 H6 O]'
_chemical_formula_sum            'C38.5 H57 O5.5'
_chemical_formula_weight         607.84
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                90
_cell_angle_beta                 93.585(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.479(2)
_cell_length_b                   10.076(2)
_cell_length_c                   34.499(7)
_cell_measurement_reflns_used    6112
_cell_measurement_temperature    233(2)
_cell_measurement_theta_max      55.805
_cell_measurement_theta_min      2.551
_cell_volume                     3635.5(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      233(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker AXS SMART1000/P4'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            12632
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         1.999
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              K-760
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_correction_T_min  0.7638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1328
_exptl_crystal_recrystallization_method Acetone
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.125
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         7014
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0449
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0608P)²+0.5533P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1219
_reflns_Friedel_coverage         0.894
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                5064
_reflns_number_total             7014
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            rk191045.cif
_cod_data_source_block           rk191045
_cod_original_sg_symbol_H-M      'I 2'
_cod_original_formula_sum        'C38.50 H57 O5.50'
_cod_database_code               1558817
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.961
_shelx_estimated_absorpt_t_max   0.982
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5166(2) 0.0516(3) 0.91640(7) 0.0451(6) Uani 1 1 d . . . . .
C2 C 0.4847(3) -0.0677(3) 0.89895(8) 0.0531(7) Uani 1 1 d . . . . .
H2 H 0.434175 -0.069619 0.875472 0.064 Uiso 1 1 calc R U . . .
C3 C 0.5276(3) -0.1849(3) 0.91619(9) 0.0541(7) Uani 1 1 d . . . . .
C4 C 0.5997(3) -0.1835(3) 0.95137(8) 0.0548(7) Uani 1 1 d . . . . .
H4A H 0.626305 -0.263754 0.963197 0.066 Uiso 1 1 calc R U . . .
C5 C 0.6320(2) -0.0645(3) 0.96888(8) 0.0478(6) Uani 1 1 d . . . . .
C6 C 0.5931(2) 0.0572(3) 0.95155(7) 0.0447(6) Uani 1 1 d . . . . .
C7 C 0.6307(3) 0.1863(3) 0.96816(8) 0.0504(7) Uani 1 1 d . . . . .
C8 C 0.6052(3) 0.3106(3) 0.94397(10) 0.0654(9) Uani 1 1 d . . . . .
H8A H 0.683126 0.364552 0.945202 0.078 Uiso 1 1 calc R U . . .
H8B H 0.538623 0.362357 0.955807 0.078 Uiso 1 1 calc R U . . .
C9 C 0.5635(3) 0.2873(3) 0.90141(10) 0.0656(9) Uani 1 1 d . . . . .
H9A H 0.638062 0.263182 0.887127 0.079 Uiso 1 1 calc R U . . .
H9B H 0.527359 0.369362 0.890116 0.079 Uiso 1 1 calc R U . . .
C10 C 0.4640(3) 0.1768(3) 0.89722(8) 0.0489(7) Uani 1 1 d . . . . .
H10 H 0.447721 0.158184 0.869170 0.059 Uiso 1 1 calc R U . . .
C11 C 0.3370(2) 0.2198(3) 0.91324(7) 0.0448(6) Uani 1 1 d . . . . .
H11 H 0.355786 0.271879 0.937251 0.054 Uiso 1 1 calc R U . . .
C12 C 0.2615(2) 0.3051(3) 0.88445(8) 0.0489(7) Uani 1 1 d . . . . .
H12 H 0.246547 0.269448 0.859398 0.059 Uiso 1 1 calc R U . . .
C13 C 0.2140(3) 0.4232(3) 0.89006(9) 0.0569(8) Uani 1 1 d . . . . .
C14 C 0.1380(3) 0.4932(3) 0.85776(12) 0.0729(10) Uani 1 1 d . . . . .
H14A H 0.158430 0.454631 0.832818 0.087 Uiso 1 1 calc R U . . .
H14B H 0.162480 0.587113 0.857636 0.087 Uiso 1 1 calc R U . . .
C15 C -0.0070(3) 0.4822(4) 0.86223(13) 0.0811(12) Uani 1 1 d . . . . .
H15A H -0.022685 0.492732 0.889767 0.097 Uiso 1 1 calc R U . . .
H15B H -0.034633 0.392649 0.854459 0.097 Uiso 1 1 calc R U . . .
C16 C -0.0910(3) 0.5841(3) 0.83847(12) 0.0686(10) Uani 1 1 d . . . . .
C17 C -0.0543(3) 0.5805(3) 0.79581(11) 0.0753(11) Uani 1 1 d . . . . .
H17 H 0.038750 0.598281 0.796361 0.090 Uiso 1 1 calc R U . . .
C18 C -0.1195(4) 0.6927(3) 0.77172(10) 0.0751(10) Uani 1 1 d . . . . .
H18A H -0.094234 0.687026 0.744899 0.090 Uiso 1 1 calc R U . . .
H18B H -0.212479 0.681439 0.771344 0.090 Uiso 1 1 calc R U . . .
C19 C -0.0839(3) 0.8287(3) 0.78813(8) 0.0558(7) Uani 1 1 d . . . . .
H19 H -0.135344 0.894782 0.772719 0.067 Uiso 1 1 calc R U . . .
C20 C -0.1230(2) 0.8389(3) 0.83011(8) 0.0500(7) Uani 1 1 d . . . . .
H20 H -0.217112 0.828632 0.828988 0.060 Uiso 1 1 calc R U . . .
C21 C -0.0679(3) 0.7241(3) 0.85564(9) 0.0554(7) Uani 1 1 d . . . . .
H21 H 0.025922 0.737028 0.857954 0.066 Uiso 1 1 calc R U . . .
C22 C -0.1148(4) 0.7419(5) 0.89692(12) 0.0935(15) Uani 1 1 d . . . . .
H22A H -0.208392 0.738128 0.895613 0.112 Uiso 1 1 calc R U . . .
H22B H -0.082408 0.668442 0.913372 0.112 Uiso 1 1 calc R U . . .
C23 C -0.0714(4) 0.8712(6) 0.91510(11) 0.0995(15) Uani 1 1 d . . . . .
H23A H -0.102965 0.878289 0.941172 0.119 Uiso 1 1 calc R U . . .
H23B H 0.022216 0.873951 0.917576 0.119 Uiso 1 1 calc R U . . .
C24 C -0.1208(4) 0.9852(4) 0.89068(11) 0.0804(11) Uani 1 1 d . . . . .
H24A H -0.082982 1.067134 0.901522 0.096 Uiso 1 1 calc R U . . .
H24B H -0.213447 0.991085 0.892753 0.096 Uiso 1 1 calc R U . . .
C25 C -0.0942(3) 0.9783(3) 0.84750(9) 0.0543(7) Uani 1 1 d . . . . .
C26 C 0.0437(3) 1.0240(3) 0.84067(11) 0.0682(9) Uani 1 1 d . . . . .
H26 H 0.051005 1.119165 0.847569 0.082 Uiso 1 1 calc R U . . .
C27 C 0.0792(3) 1.0082(3) 0.79931(12) 0.0732(10) Uani 1 1 d . . . . .
H27A H 0.169409 1.031735 0.797495 0.088 Uiso 1 1 calc R U . . .
H27B H 0.027717 1.068941 0.782590 0.088 Uiso 1 1 calc R U . . .
C28 C 0.0575(3) 0.8657(3) 0.78503(9) 0.0594(8) Uani 1 1 d . . . . .
H28 H 0.108364 0.807076 0.803100 0.071 Uiso 1 1 calc R U . . .
C29 C 0.1067(4) 0.8464(4) 0.74534(11) 0.0890(12) Uani 1 1 d . . . . .
C30 C 0.2100(6) 0.7721(6) 0.74063(14) 0.138(2) Uani 1 1 d . . . . .
H30A H 0.242359 0.764064 0.715924 0.166 Uiso 1 1 calc R U . . .
H30B H 0.250516 0.727860 0.762006 0.166 Uiso 1 1 calc R U . . .
C31 C 0.0411(6) 0.9172(7) 0.71203(13) 0.143(2) Uani 1 1 d . . . . .
H31A H 0.086653 0.901552 0.688826 0.214 Uiso 1 1 calc R U . . .
H31B H 0.039674 1.011576 0.717476 0.214 Uiso 1 1 calc R U . . .
H31C H -0.045828 0.884628 0.708006 0.214 Uiso 1 1 calc R U . . .
C32 C -0.1853(3) 1.0811(3) 0.82690(11) 0.0729(9) Uani 1 1 d . . . . .
H32A H -0.173252 1.166946 0.839346 0.109 Uiso 1 1 calc R U . . .
H32B H -0.273150 1.052673 0.828668 0.109 Uiso 1 1 calc R U . . .
H32C H -0.166430 1.088118 0.799804 0.109 Uiso 1 1 calc R U . . .
C33 C -0.0757(5) 0.4473(4) 0.77468(18) 0.123(2) Uani 1 1 d . . . . .
H33A H -0.166487 0.428017 0.771996 0.185 Uiso 1 1 calc R U . . .
H33B H -0.031918 0.377352 0.789550 0.185 Uiso 1 1 calc R U . . .
H33C H -0.042128 0.452483 0.749144 0.185 Uiso 1 1 calc R U . . .
C34 C -0.2318(3) 0.5405(4) 0.84185(18) 0.1149(19) Uani 1 1 d . . . . .
H34A H -0.248701 0.530613 0.869027 0.172 Uiso 1 1 calc R U . . .
H34B H -0.246308 0.456406 0.828601 0.172 Uiso 1 1 calc R U . . .
H34C H -0.288587 0.607168 0.830033 0.172 Uiso 1 1 calc R U . . .
C35 C 0.2286(4) 0.4983(4) 0.92780(13) 0.0916(13) Uani 1 1 d . . . . .
H35A H 0.296820 0.562949 0.926504 0.137 Uiso 1 1 calc R U . . .
H35B H 0.249302 0.436760 0.948889 0.137 Uiso 1 1 calc R U . . .
H35C H 0.149239 0.543562 0.932328 0.137 Uiso 1 1 calc R U . . .
C36 C 0.4386(4) -0.3133(4) 0.86352(11) 0.0871(12) Uani 1 1 d . . . . .
H36A H 0.487729 -0.265242 0.845160 0.131 Uiso 1 1 calc R U . . .
H36B H 0.354558 -0.273475 0.864369 0.131 Uiso 1 1 calc R U . . .
H36C H 0.429825 -0.405193 0.855429 0.131 Uiso 1 1 calc R U . . .
C37 C 0.7444(4) -0.1816(4) 1.02098(11) 0.0794(10) Uani 1 1 d . . . . .
H37A H 0.802007 -0.227199 1.004523 0.119 Uiso 1 1 calc R U . . .
H37B H 0.670226 -0.236876 1.024473 0.119 Uiso 1 1 calc R U . . .
H37C H 0.788126 -0.163709 1.046051 0.119 Uiso 1 1 calc R U . . .
O1 O 0.5026(2) -0.3073(2) 0.90092(7) 0.0727(6) Uani 1 1 d . . . . .
O2 O 0.70431(19) -0.0589(2) 1.00310(6) 0.0634(6) Uani 1 1 d . . . . .
O3 O 0.6827(2) 0.2009(2) 1.00035(6) 0.0740(7) Uani 1 1 d . . . . .
O4 O 0.25864(17) 0.10842(19) 0.92230(5) 0.0498(5) Uani 1 1 d . . . . .
H4 H 0.272982 0.087808 0.945453 0.075 Uiso 1 1 calc R U . . .
O5 O 0.1390(2) 0.9517(3) 0.86447(8) 0.0837(8) Uani 1 1 d . . . . .
H5 H 0.169479 1.000804 0.882008 0.126 Uiso 1 1 calc R U . . .
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
C2 C1 C6 121.3(3) . . ?
C2 C1 C10 117.7(2) . . ?
C6 C1 C10 120.9(3) . . ?
C1 C2 C3 119.6(3) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
O1 C3 C2 123.9(3) . . ?
O1 C3 C4 115.4(3) . . ?
C2 C3 C4 120.7(3) . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4A 120.1 . . ?
C3 C4 H4A 120.1 . . ?
O2 C5 C4 121.6(3) . . ?
O2 C5 C6 117.4(3) . . ?
C4 C5 C6 121.0(2) . . ?
C1 C6 C5 117.5(3) . . ?
C1 C6 C7 119.7(2) . . ?
C5 C6 C7 122.8(2) . . ?
O3 C7 C6 124.0(3) . . ?
O3 C7 C8 117.1(3) . . ?
C6 C7 C8 118.9(2) . . ?
C7 C8 C9 115.6(3) . . ?
C7 C8 H8A 108.4 . . ?
C9 C8 H8A 108.4 . . ?
C7 C8 H8B 108.4 . . ?
C9 C8 H8B 108.4 . . ?
H8A C8 H8B 107.4 . . ?
C8 C9 C10 110.9(2) . . ?
C8 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.0 . . ?
C1 C10 C9 109.8(2) . . ?
C1 C10 C11 112.2(2) . . ?
C9 C10 C11 111.3(2) . . ?
C1 C10 H10 107.8 . . ?
C9 C10 H10 107.8 . . ?
C11 C10 H10 107.8 . . ?
O4 C11 C12 107.9(2) . . ?
O4 C11 C10 112.2(2) . . ?
C12 C11 C10 110.9(2) . . ?
O4 C11 H11 108.6 . . ?
C12 C11 H11 108.6 . . ?
C10 C11 H11 108.6 . . ?
C13 C12 C11 127.8(3) . . ?
C13 C12 H12 116.1 . . ?
C11 C12 H12 116.1 . . ?
C12 C13 C14 120.4(3) . . ?
C12 C13 C35 124.4(3) . . ?
C14 C13 C35 115.2(3) . . ?
C13 C14 C15 111.8(3) . . ?
C13 C14 H14A 109.3 . . ?
C15 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 C16 115.4(3) . . ?
C14 C15 H15A 108.4 . . ?
C16 C15 H15A 108.4 . . ?
C14 C15 H15B 108.4 . . ?
C16 C15 H15B 108.4 . . ?
H15A C15 H15B 107.5 . . ?
C21 C16 C17 110.2(3) . . ?
C21 C16 C34 110.9(3) . . ?
C17 C16 C34 111.1(3) . . ?
C21 C16 C15 109.4(3) . . ?
C17 C16 C15 108.7(3) . . ?
C34 C16 C15 106.5(3) . . ?
C33 C17 C18 109.8(3) . . ?
C33 C17 C16 115.8(4) . . ?
C18 C17 C16 111.6(3) . . ?
C33 C17 H17 106.3 . . ?
C18 C17 H17 106.3 . . ?
C16 C17 H17 106.3 . . ?
C19 C18 C17 111.8(2) . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 C20 109.8(3) . . ?
C18 C19 C28 114.1(3) . . ?
C20 C19 C28 111.4(2) . . ?
C18 C19 H19 107.1 . . ?
C20 C19 H19 107.1 . . ?
C28 C19 H19 107.1 . . ?
C19 C20 C21 112.1(2) . . ?
C19 C20 C25 111.7(2) . . ?
C21 C20 C25 113.7(2) . . ?
C19 C20 H20 106.3 . . ?
C21 C20 H20 106.3 . . ?
C25 C20 H20 106.3 . . ?
C16 C21 C20 115.0(2) . . ?
C16 C21 C22 114.1(3) . . ?
C20 C21 C22 108.1(3) . . ?
C16 C21 H21 106.4 . . ?
C20 C21 H21 106.4 . . ?
C22 C21 H21 106.4 . . ?
C23 C22 C21 112.3(3) . . ?
C23 C22 H22A 109.1 . . ?
C21 C22 H22A 109.1 . . ?
C23 C22 H22B 109.1 . . ?
C21 C22 H22B 109.1 . . ?
H22A C22 H22B 107.9 . . ?
C24 C23 C22 110.2(3) . . ?
C24 C23 H23A 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C23 C24 C25 115.8(3) . . ?
C23 C24 H24A 108.3 . . ?
C25 C24 H24A 108.3 . . ?
C23 C24 H24B 108.3 . . ?
C25 C24 H24B 108.3 . . ?
H24A C24 H24B 107.4 . . ?
C24 C25 C26 111.3(3) . . ?
C24 C25 C20 111.9(3) . . ?
C26 C25 C20 111.8(2) . . ?
C24 C25 C32 105.7(3) . . ?
C26 C25 C32 106.6(3) . . ?
C20 C25 C32 109.2(2) . . ?
O5 C26 C27 106.3(3) . . ?
O5 C26 C25 112.4(3) . . ?
C27 C26 C25 113.7(3) . . ?
O5 C26 H26 108.1 . . ?
C27 C26 H26 108.1 . . ?
C25 C26 H26 108.1 . . ?
C26 C27 C28 111.3(3) . . ?
C26 C27 H27A 109.4 . . ?
C28 C27 H27A 109.4 . . ?
C26 C27 H27B 109.4 . . ?
C28 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
C29 C28 C27 111.2(3) . . ?
C29 C28 C19 114.7(3) . . ?
C27 C28 C19 109.2(3) . . ?
C29 C28 H28 107.1 . . ?
C27 C28 H28 107.1 . . ?
C19 C28 H28 107.1 . . ?
C30 C29 C31 121.0(4) . . ?
C30 C29 C28 120.7(4) . . ?
C31 C29 C28 118.3(3) . . ?
C29 C30 H30A 120.0 . . ?
C29 C30 H30B 120.0 . . ?
H30A C30 H30B 120.0 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C25 C32 H32A 109.5 . . ?
C25 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C25 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C17 C33 H33A 109.5 . . ?
C17 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C17 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C16 C34 H34A 109.5 . . ?
C16 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C16 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C13 C35 H35A 109.5 . . ?
C13 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C13 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O1 C36 H36A 109.5 . . ?
O1 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O1 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O2 C37 H37A 109.5 . . ?
O2 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O2 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C3 O1 C36 117.4(3) . . ?
C5 O2 C37 118.0(3) . . ?
C11 O4 H4 109.5 . . ?
C26 O5 H5 109.5 . . ?
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 1.376(4) . ?
C1 C6 1.412(3) . ?
C1 C10 1.512(4) . ?
C2 C3 1.385(4) . ?
C2 H2 0.9400 . ?
C3 O1 1.360(4) . ?
C3 C4 1.389(4) . ?
C4 C5 1.375(4) . ?
C4 H4A 0.9400 . ?
C5 O2 1.364(3) . ?
C5 C6 1.414(4) . ?
C6 C7 1.465(4) . ?
C7 O3 1.215(3) . ?
C7 C8 1.519(4) . ?
C8 C9 1.524(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C9 C10 1.526(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.535(4) . ?
C10 H10 0.9900 . ?
C11 O4 1.436(3) . ?
C11 C12 1.501(3) . ?
C11 H11 0.9900 . ?
C12 C13 1.309(4) . ?
C12 H12 0.9400 . ?
C13 C14 1.504(4) . ?
C13 C35 1.506(5) . ?
C14 C15 1.541(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.553(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 C21 1.544(5) . ?
C16 C17 1.545(6) . ?
C16 C34 1.551(5) . ?
C17 C33 1.537(5) . ?
C17 C18 1.538(4) . ?
C17 H17 0.9900 . ?
C18 C19 1.520(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C19 C20 1.533(4) . ?
C19 C28 1.539(4) . ?
C19 H19 0.9900 . ?
C20 C21 1.544(4) . ?
C20 C25 1.550(4) . ?
C20 H20 0.9900 . ?
C21 C22 1.546(5) . ?
C21 H21 0.9900 . ?
C22 C23 1.504(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 C24 1.497(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 C25 1.534(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C25 C26 1.548(4) . ?
C25 C32 1.551(4) . ?
C26 O5 1.449(4) . ?
C26 C27 1.506(5) . ?
C26 H26 0.9900 . ?
C27 C28 1.529(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C28 C29 1.505(5) . ?
C28 H28 0.9900 . ?
C29 C30 1.335(6) . ?
C29 C31 1.484(5) . ?
C30 H30A 0.9400 . ?
C30 H30B 0.9400 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C36 O1 1.418(4) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 H36C 0.9700 . ?
C37 O2 1.432(4) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
O4 H4 0.8300 . ?
O5 H5 0.8300 . ?
