#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/21/2222179.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_2222179
loop_
_publ_author_name
'Chen, Feng-Zheng'
'Xiang, Qing-Xiang'
'Zhang, Yuan-Qin'
'Xiong, Jun-Ru'
_publ_section_title
;(1β,2α,3α,7α,11α,13β)-1,3,7,11-Tetraacetoxy-2,13-bis(benzyloxy)-21-methyl-19,21-secohetisan-19-al
 hemihydrate
;
_journal_coeditor_code           XU2510
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1432
_journal_paper_doi               10.1107/S1600536809018315
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C43 H46 N O13, 0.5H2 O'
_chemical_formula_moiety         'C43 H46 N O13, 0.5(H2 O)'
_chemical_formula_sum            'C43 H47 N O13.5'
_chemical_formula_weight         793.82
_chemical_name_systematic
;
(1β,2α,3α,7α,11α,13β)-1,3,7,11-Tetraacetoxy-2,13-bis(benzyloxy)-
21-dimethyl-19,21-secohetisan-19-al hemihydrate
;
_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                   11.517(3)
_cell_length_b                   18.045(4)
_cell_length_c                   19.241(4)
_cell_measurement_reflns_used    36
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      9.56
_cell_measurement_theta_min      4.59
_cell_volume                     3998.7(16)
_computing_cell_refinement       'DIFRAC (Gabe & White, 1993)'
_computing_data_collection       'DIFRAC (Gabe & White, 1993)'
_computing_data_reduction        'NRCVAX (Gabe et al.,  1989)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_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  0.0074
_diffrn_reflns_av_sigmaI/netI    0.0633
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            4333
_diffrn_reflns_theta_full        25.48
_diffrn_reflns_theta_max         25.48
_diffrn_reflns_theta_min         1.55
_diffrn_standards_decay_%        1.963
_diffrn_standards_interval_count 250
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.42
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.241
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         4092
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.1332
_refine_ls_R_factor_gt           0.0522
_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)+(0.0817P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1267
_refine_ls_wR_factor_ref         0.1501
_reflns_number_gt                2220
_reflns_number_total             4092
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2510.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_formula_sum        'C43 H47 N O13.50'
_cod_database_code               2222179
_cod_database_fobs_code          2222179
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
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
N N1 0.8109(4) 0.4658(2) 0.2072(2) 0.0424(10) Uani d . 1 . .
O O1 0.4566(3) 0.41227(19) 0.30263(17) 0.0473(9) Uani d . 1 . .
O O2 0.3551(4) 0.3061(3) 0.3012(3) 0.0824(13) Uani d . 1 . .
O O3 0.6957(3) 0.29181(18) 0.25073(15) 0.0438(8) Uani d . 1 . .
O O4 0.6532(5) 0.1788(2) 0.2904(3) 0.109(2) Uani d . 1 . .
O O5 0.7455(3) 0.3093(2) 0.39340(16) 0.0563(10) Uani d . 1 . .
O O6 0.6180(7) 0.2970(4) 0.4783(3) 0.137(3) Uani d . 1 . .
O O7 0.9560(4) 0.4295(2) 0.3264(2) 0.0677(12) Uani d . 1 . .
O O8 0.7968(4) 0.63060(19) 0.16840(17) 0.0547(10) Uani d . 1 . .
O O9 0.8387(5) 0.6961(2) 0.2649(2) 0.0863(16) Uani d . 1 . .
O O10 0.3615(3) 0.4339(2) 0.16916(18) 0.0506(9) Uani d . 1 . .
O O11 0.2044(4) 0.4848(3) 0.1230(3) 0.0971(16) Uani d . 1 . .
O O12 0.5520(3) 0.38202(18) 0.07900(15) 0.0492(10) Uani d . 1 . .
O O13 0.7089(5) 0.3518(2) 0.0167(2) 0.0816(14) Uani d . 1 . .
O O1W 0.4527(15) 0.4368(6) 0.5068(7) 0.157(5) Uani d P 0.50 . .
H H1A 0.3997 0.4441 0.5398 0.236 Uiso d PR 0.50 . .
H H1B 0.5077 0.4021 0.5148 0.236 Uiso d PR 0.50 . .
C C1 0.5433(4) 0.3818(3) 0.2552(2) 0.0405(12) Uani d . 1 . .
H H1 0.5055 0.3574 0.2157 0.049 Uiso calc R 1 . .
C C2 0.6125(5) 0.3258(3) 0.2978(2) 0.0438(13) Uani d . 1 . .
H H2 0.5599 0.2876 0.3158 0.053 Uiso calc R 1 . .
C C3 0.6726(5) 0.3642(3) 0.3580(2) 0.0490(15) Uani d . 1 . .
H H3 0.6127 0.3804 0.3908 0.059 Uiso calc R 1 . .
C C4 0.7491(5) 0.4309(3) 0.3412(2) 0.0468(14) Uani d . 1 . .
C C5 0.6813(5) 0.4848(3) 0.2924(2) 0.0418(13) Uani d . 1 . .
H H5 0.6320 0.5182 0.3197 0.050 Uiso calc R 1 . .
C C6 0.7700(5) 0.5288(3) 0.2504(2) 0.0494(14) Uani d . 1 . .
H H6 0.8321 0.5487 0.2799 0.059 Uiso calc R 1 . .
C C7 0.7118(5) 0.5894(3) 0.2074(2) 0.0459(13) Uani d . 1 . .
H H7 0.6728 0.6236 0.2393 0.055 Uiso calc R 1 . .
C C8 0.6210(5) 0.5581(3) 0.1574(2) 0.0406(12) Uani d . 1 . .
C C9 0.5323(4) 0.5144(3) 0.2020(2) 0.0397(12) Uani d . 1 . .
H H9 0.5078 0.5457 0.2409 0.048 Uiso calc R 1 . .
C C10 0.6107(4) 0.4495(2) 0.2311(2) 0.0362(12) Uani d . 1 . .
C C11 0.4261(5) 0.5014(3) 0.1534(2) 0.0458(13) Uani d . 1 . .
H H11 0.3729 0.5432 0.1599 0.055 Uiso calc R 1 . .
C C12 0.4632(5) 0.5014(3) 0.0769(2) 0.0465(14) Uani d . 1 . .
H H12 0.4015 0.4816 0.0471 0.056 Uiso calc R 1 . .
C C13 0.5756(5) 0.4594(3) 0.0665(2) 0.0478(14) Uani d . 1 . .
H H13 0.6009 0.4655 0.0182 0.057 Uiso calc R 1 . .
C C14 0.6697(5) 0.4909(3) 0.1149(2) 0.0416(13) Uani d . 1 . .
H H14 0.7379 0.5061 0.0880 0.050 Uiso calc R 1 . .
C C15 0.5672(5) 0.6171(3) 0.1110(3) 0.0489(14) Uani d . 1 . .
H H15A 0.5222 0.6513 0.1391 0.059 Uiso calc R 1 . .
H H15B 0.6280 0.6449 0.0879 0.059 Uiso calc R 1 . .
C C16 0.4908(5) 0.5817(3) 0.0584(2) 0.0507(15) Uani d . 1 . .
C C17 0.4573(6) 0.6101(3) -0.0017(3) 0.0678(17) Uani d . 1 . .
H H17A 0.4830 0.6577 -0.0136 0.102 Uiso calc R 1 . .
H H17B 0.4097 0.5839 -0.0307 0.102 Uiso calc R 1 . .
C C18 0.7737(6) 0.4725(3) 0.4089(2) 0.0660(18) Uani d . 1 . .
H H18A 0.7038 0.4753 0.4360 0.099 Uiso calc R 1 . .
H H18B 0.8004 0.5216 0.3984 0.099 Uiso calc R 1 . .
H H18C 0.8323 0.4466 0.4348 0.099 Uiso calc R 1 . .
C C19 0.8629(5) 0.4042(3) 0.3101(3) 0.0517(15) Uani d . 1 . .
H H19 0.8607 0.3667 0.2771 0.062 Uiso calc R 1 . .
C C20 0.7053(4) 0.4388(3) 0.1735(2) 0.0394(12) Uani d . 1 . .
H H20 0.7120 0.3872 0.1581 0.047 Uiso calc R 1 . .
C C21 0.9154(5) 0.4730(4) 0.1657(3) 0.0621(16) Uani d . 1 . .
H H21A 0.9810 0.4798 0.1958 0.093 Uiso calc R 1 . .
H H21B 0.9081 0.5150 0.1354 0.093 Uiso calc R 1 . .
H H21C 0.9261 0.4290 0.1385 0.093 Uiso calc R 1 . .
C C22 0.3641(6) 0.3712(4) 0.3187(3) 0.0628(17) Uani d . 1 . .
C C23 0.2783(6) 0.4138(4) 0.3600(4) 0.089(2) Uani d . 1 . .
H H23A 0.2664 0.4614 0.3390 0.133 Uiso calc R 1 . .
H H23B 0.3069 0.4202 0.4065 0.133 Uiso calc R 1 . .
H H23C 0.2061 0.3872 0.3613 0.133 Uiso calc R 1 . .
C C24 0.7091(5) 0.2182(3) 0.2527(3) 0.0515(14) Uani d . 1 . .
C C25 0.8001(5) 0.1921(3) 0.2039(3) 0.0517(14) Uani d . 1 . .
C C26 0.8602(6) 0.2382(3) 0.1606(3) 0.0606(16) Uani d . 1 . .
H H26 0.8440 0.2887 0.1613 0.073 Uiso calc R 1 . .
C C27 0.9435(6) 0.2121(4) 0.1162(3) 0.0739(19) Uani d . 1 . .
H H27 0.9840 0.2442 0.0871 0.089 Uiso calc R 1 . .
C C28 0.9662(7) 0.1361(4) 0.1156(4) 0.081(2) Uani d . 1 . .
H H28 1.0205 0.1172 0.0845 0.097 Uiso calc R 1 . .
C C29 0.9110(7) 0.0901(4) 0.1591(4) 0.082(2) Uani d . 1 . .
H H29 0.9305 0.0401 0.1597 0.098 Uiso calc R 1 . .
C C30 0.8267(6) 0.1156(3) 0.2026(4) 0.076(2) Uani d . 1 . .
H H30 0.7867 0.0829 0.2313 0.091 Uiso calc R 1 . .
C C31 0.7080(7) 0.2792(4) 0.4532(4) 0.0745(19) Uani d . 1 . .
C C32 0.7891(7) 0.2250(4) 0.4806(3) 0.092(2) Uani d . 1 . .
H H32A 0.8670 0.2431 0.4752 0.138 Uiso calc R 1 . .
H H32B 0.7807 0.1792 0.4558 0.138 Uiso calc R 1 . .
H H32C 0.7733 0.2169 0.5290 0.138 Uiso calc R 1 . .
C C33 0.8555(6) 0.6848(3) 0.2056(4) 0.0667(18) Uani d . 1 . .
C C34 0.9414(7) 0.7233(4) 0.1601(4) 0.099(2) Uani d . 1 . .
H H34A 0.9086 0.7302 0.1147 0.148 Uiso calc R 1 . .
H H34B 1.0104 0.6937 0.1566 0.148 Uiso calc R 1 . .
H H34C 0.9604 0.7706 0.1798 0.148 Uiso calc R 1 . .
C C35 0.2509(5) 0.4329(3) 0.1512(3) 0.0550(15) Uani d . 1 . .
C C36 0.1945(6) 0.3630(4) 0.1650(4) 0.086(2) Uani d . 1 . .
H H36A 0.2522 0.3250 0.1705 0.130 Uiso calc R 1 . .
H H36B 0.1445 0.3506 0.1268 0.130 Uiso calc R 1 . .
H H36C 0.1494 0.3668 0.2067 0.130 Uiso calc R 1 . .
C C37 0.6245(6) 0.3329(3) 0.0482(3) 0.0553(15) Uani d . 1 . .
C C38 0.5864(6) 0.2548(3) 0.0582(3) 0.0549(16) Uani d . 1 . .
C C39 0.6559(7) 0.2000(3) 0.0315(3) 0.076(2) Uani d . 1 . .
H H39 0.7251 0.2121 0.0093 0.091 Uiso calc R 1 . .
C C40 0.6216(10) 0.1249(4) 0.0379(4) 0.100(3) Uani d . 1 . .
H H40 0.6682 0.0872 0.0204 0.120 Uiso calc R 1 . .
C C41 0.5203(10) 0.1088(5) 0.0698(5) 0.115(3) Uani d . 1 . .
H H41 0.4982 0.0594 0.0738 0.138 Uiso calc R 1 . .
C C42 0.4482(8) 0.1630(4) 0.0966(4) 0.100(2) Uani d . 1 . .
H H42 0.3782 0.1507 0.1178 0.120 Uiso calc R 1 . .
C C43 0.4837(6) 0.2370(3) 0.0908(3) 0.0716(19) Uani d . 1 . .
H H43 0.4374 0.2744 0.1092 0.086 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'
N N 0.0061 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C21 N1 C20 . . 118.4(4) ?
C21 N1 C6 . . 120.1(4) ?
C20 N1 C6 . . 103.9(4) ?
C22 O1 C1 . . 118.8(4) ?
C24 O3 C2 . . 118.4(4) ?
C31 O5 C3 . . 119.2(5) ?
C33 O8 C7 . . 115.2(4) ?
C35 O10 C11 . . 116.6(4) ?
C37 O12 C13 . . 116.4(4) ?
H1A O1W H1B . . 117.6 ?
O1 C1 C10 . . 103.7(4) ?
O1 C1 C2 . . 105.7(3) ?
C10 C1 C2 . . 115.4(4) ?
O1 C1 H1 . . 110.5 ?
C10 C1 H1 . . 110.5 ?
C2 C1 H1 . . 110.5 ?
O3 C2 C3 . . 111.5(4) ?
O3 C2 C1 . . 106.8(3) ?
C3 C2 C1 . . 110.3(4) ?
O3 C2 H2 . . 109.4 ?
C3 C2 H2 . . 109.4 ?
C1 C2 H2 . . 109.4 ?
O5 C3 C2 . . 107.9(4) ?
O5 C3 C4 . . 107.5(4) ?
C2 C3 C4 . . 117.5(4) ?
O5 C3 H3 . . 107.9 ?
C2 C3 H3 . . 107.9 ?
C4 C3 H3 . . 107.9 ?
C19 C4 C3 . . 109.3(5) ?
C19 C4 C18 . . 109.3(5) ?
C3 C4 C18 . . 108.2(4) ?
C19 C4 C5 . . 113.2(4) ?
C3 C4 C5 . . 109.3(4) ?
C18 C4 C5 . . 107.4(4) ?
C6 C5 C4 . . 107.9(4) ?
C6 C5 C10 . . 99.2(3) ?
C4 C5 C10 . . 117.3(4) ?
C6 C5 H5 . . 110.6 ?
C4 C5 H5 . . 110.6 ?
C10 C5 H5 . . 110.6 ?
N1 C6 C5 . . 96.3(4) ?
N1 C6 C7 . . 112.6(4) ?
C5 C6 C7 . . 111.5(4) ?
N1 C6 H6 . . 111.9 ?
C5 C6 H6 . . 111.9 ?
C7 C6 H6 . . 111.9 ?
O8 C7 C6 . . 110.7(4) ?
O8 C7 C8 . . 109.1(3) ?
C6 C7 C8 . . 112.1(4) ?
O8 C7 H7 . . 108.2 ?
C6 C7 H7 . . 108.2 ?
C8 C7 H7 . . 108.2 ?
C15 C8 C7 . . 112.9(4) ?
C15 C8 C9 . . 114.3(4) ?
C7 C8 C9 . . 106.9(3) ?
C15 C8 C14 . . 112.4(4) ?
C7 C8 C14 . . 111.7(4) ?
C9 C8 C14 . . 97.5(4) ?
C8 C9 C11 . . 105.2(4) ?
C8 C9 C10 . . 101.3(4) ?
C11 C9 C10 . . 123.4(4) ?
C8 C9 H9 . . 108.6 ?
C11 C9 H9 . . 108.6 ?
C10 C9 H9 . . 108.6 ?
C1 C10 C20 . . 118.1(4) ?
C1 C10 C5 . . 111.2(4) ?
C20 C10 C5 . . 102.8(4) ?
C1 C10 C9 . . 114.3(4) ?
C20 C10 C9 . . 103.7(4) ?
C5 C10 C9 . . 105.2(4) ?
O10 C11 C12 . . 110.0(4) ?
O10 C11 C9 . . 113.6(4) ?
C12 C11 C9 . . 111.0(4) ?
O10 C11 H11 . . 107.3 ?
C12 C11 H11 . . 107.3 ?
C9 C11 H11 . . 107.3 ?
C13 C12 C16 . . 105.4(4) ?
C13 C12 C11 . . 111.5(4) ?
C16 C12 C11 . . 106.4(4) ?
C13 C12 H12 . . 111.1 ?
C16 C12 H12 . . 111.1 ?
C11 C12 H12 . . 111.1 ?
O12 C13 C12 . . 107.5(4) ?
O12 C13 C14 . . 112.9(4) ?
C12 C13 C14 . . 109.7(4) ?
O12 C13 H13 . . 108.9 ?
C12 C13 H13 . . 108.9 ?
C14 C13 H13 . . 108.9 ?
C20 C14 C13 . . 114.2(4) ?
C20 C14 C8 . . 100.8(3) ?
C13 C14 C8 . . 110.5(4) ?
C20 C14 H14 . . 110.3 ?
C13 C14 H14 . . 110.3 ?
C8 C14 H14 . . 110.3 ?
C16 C15 C8 . . 109.9(4) ?
C16 C15 H15A . . 109.7 ?
C8 C15 H15A . . 109.7 ?
C16 C15 H15B . . 109.7 ?
C8 C15 H15B . . 109.7 ?
H15A C15 H15B . . 108.2 ?
C17 C16 C15 . . 127.0(6) ?
C17 C16 C12 . . 120.8(5) ?
C15 C16 C12 . . 111.9(4) ?
C16 C17 H17A . . 120.0 ?
C16 C17 H17B . . 120.0 ?
H17A C17 H17B . . 120.0 ?
C4 C18 H18A . . 109.5 ?
C4 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C4 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
O7 C19 C4 . . 123.0(5) ?
O7 C19 H19 . . 118.5 ?
C4 C19 H19 . . 118.5 ?
N1 C20 C14 . . 110.3(4) ?
N1 C20 C10 . . 102.9(4) ?
C14 C20 C10 . . 105.0(4) ?
N1 C20 H20 . . 112.7 ?
C14 C20 H20 . . 112.7 ?
C10 C20 H20 . . 112.7 ?
N1 C21 H21A . . 109.5 ?
N1 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
N1 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
O2 C22 O1 . . 122.4(6) ?
O2 C22 C23 . . 126.0(7) ?
O1 C22 C23 . . 111.7(6) ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
O4 C24 O3 . . 122.9(5) ?
O4 C24 C25 . . 124.9(5) ?
O3 C24 C25 . . 112.3(5) ?
C26 C25 C30 . . 118.4(6) ?
C26 C25 C24 . . 123.3(5) ?
C30 C25 C24 . . 118.3(5) ?
C25 C26 C27 . . 121.7(6) ?
C25 C26 H26 . . 119.1 ?
C27 C26 H26 . . 119.1 ?
C26 C27 C28 . . 118.3(6) ?
C26 C27 H27 . . 120.8 ?
C28 C27 H27 . . 120.8 ?
C29 C28 C27 . . 121.0(7) ?
C29 C28 H28 . . 119.5 ?
C27 C28 H28 . . 119.5 ?
C28 C29 C30 . . 120.8(6) ?
C28 C29 H29 . . 119.6 ?
C30 C29 H29 . . 119.6 ?
C29 C30 C25 . . 119.7(6) ?
C29 C30 H30 . . 120.1 ?
C25 C30 H30 . . 120.1 ?
O6 C31 O5 . . 121.3(7) ?
O6 C31 C32 . . 126.6(7) ?
O5 C31 C32 . . 112.2(7) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
O9 C33 O8 . . 122.9(6) ?
O9 C33 C34 . . 126.7(6) ?
O8 C33 C34 . . 110.4(6) ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
O11 C35 O10 . . 122.4(6) ?
O11 C35 C36 . . 124.1(6) ?
O10 C35 C36 . . 113.4(6) ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
O13 C37 O12 . . 122.4(6) ?
O13 C37 C38 . . 125.2(6) ?
O12 C37 C38 . . 112.5(6) ?
C39 C38 C43 . . 120.2(6) ?
C39 C38 C37 . . 117.5(6) ?
C43 C38 C37 . . 122.2(6) ?
C38 C39 C40 . . 119.6(7) ?
C38 C39 H39 . . 120.2 ?
C40 C39 H39 . . 120.2 ?
C41 C40 C39 . . 119.1(8) ?
C41 C40 H40 . . 120.4 ?
C39 C40 H40 . . 120.4 ?
C40 C41 C42 . . 122.4(8) ?
C40 C41 H41 . . 118.8 ?
C42 C41 H41 . . 118.8 ?
C41 C42 C43 . . 118.0(8) ?
C41 C42 H42 . . 121.0 ?
C43 C42 H42 . . 121.0 ?
C38 C43 C42 . . 120.6(7) ?
C38 C43 H43 . . 119.7 ?
C42 C43 H43 . . 119.7 ?
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
N1 C21 . 1.450(7) ?
N1 C20 . 1.461(6) ?
N1 C6 . 1.486(6) ?
O1 C22 . 1.334(7) ?
O1 C1 . 1.460(5) ?
O2 C22 . 1.227(8) ?
O3 C24 . 1.338(6) ?
O3 C2 . 1.454(6) ?
O4 C24 . 1.203(6) ?
O5 C31 . 1.344(7) ?
O5 C3 . 1.464(6) ?
O6 C31 . 1.188(8) ?
O7 C19 . 1.207(6) ?
O8 C33 . 1.388(7) ?
O8 C7 . 1.440(6) ?
O9 C33 . 1.174(8) ?
O10 C35 . 1.320(7) ?
O10 C11 . 1.459(6) ?
O11 C35 . 1.207(7) ?
O12 C37 . 1.355(7) ?
O12 C13 . 1.442(6) ?
O13 C37 . 1.196(7) ?
O1W H1A . 0.8898 ?
O1W H1B . 0.9036 ?
C1 C10 . 1.521(6) ?
C1 C2 . 1.526(6) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.518(7) ?
C2 H2 . 0.9800 ?
C3 C4 . 1.528(7) ?
C3 H3 . 0.9800 ?
C4 C19 . 1.518(8) ?
C4 C18 . 1.530(7) ?
C4 C5 . 1.560(7) ?
C5 C6 . 1.526(7) ?
C5 C10 . 1.568(6) ?
C5 H5 . 0.9800 ?
C6 C7 . 1.526(7) ?
C6 H6 . 0.9800 ?
C7 C8 . 1.529(7) ?
C7 H7 . 0.9800 ?
C8 C15 . 1.522(6) ?
C8 C9 . 1.549(7) ?
C8 C14 . 1.565(7) ?
C9 C11 . 1.558(7) ?
C9 C10 . 1.581(6) ?
C9 H9 . 0.9800 ?
C10 C20 . 1.567(6) ?
C11 C12 . 1.533(7) ?
C11 H11 . 0.9800 ?
C12 C13 . 1.513(8) ?
C12 C16 . 1.525(7) ?
C12 H12 . 0.9800 ?
C13 C14 . 1.539(7) ?
C13 H13 . 0.9800 ?
C14 C20 . 1.524(6) ?
C14 H14 . 0.9800 ?
C15 C16 . 1.487(7) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.322(7) ?
C17 H17A . 0.9300 ?
C17 H17B . 0.9300 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 H19 . 0.9300 ?
C20 H20 . 0.9800 ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 C23 . 1.482(9) ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C23 H23C . 0.9600 ?
C24 C25 . 1.484(7) ?
C25 C26 . 1.366(7) ?
C25 C30 . 1.413(7) ?
C26 C27 . 1.369(8) ?
C26 H26 . 0.9300 ?
C27 C28 . 1.396(9) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.341(9) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.362(9) ?
C29 H29 . 0.9300 ?
C30 H30 . 0.9300 ?
C31 C32 . 1.452(9) ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
C33 C34 . 1.492(10) ?
C34 H34A . 0.9600 ?
C34 H34B . 0.9600 ?
C34 H34C . 0.9600 ?
C35 C36 . 1.444(8) ?
C36 H36A . 0.9600 ?
C36 H36B . 0.9600 ?
C36 H36C . 0.9600 ?
C37 C38 . 1.487(8) ?
C38 C39 . 1.372(8) ?
C38 C43 . 1.377(8) ?
C39 C40 . 1.418(9) ?
C39 H39 . 0.9300 ?
C40 C41 . 1.349(12) ?
C40 H40 . 0.9300 ?
C41 C42 . 1.383(11) ?
C41 H41 . 0.9300 ?
C42 C43 . 1.400(9) ?
C42 H42 . 0.9300 ?
C43 H43 . 0.9300 ?
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
O1W H1A O11 4_565 0.89 2.38 3.205(15) 155
O1W H1B O6 . 0.90 2.39 3.208(15) 151
C15 H15A O4 3_655 0.97 2.48 3.359(8) 150
C23 H23B O1W . 0.96 2.58 3.491(17) 159
C29 H29 O7 3_745 0.93 2.40 3.290(8) 160
