#------------------------------------------------------------------------------
#$Date: 2022-06-10 12:00:35 +0300 (Fri, 10 Jun 2022) $
#$Revision: 275962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/53/8105383.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_8105383
loop_
_publ_author_name
'Hlangothi, Buyiswa G.'
'Mahanjana, Lungelwa'
'Hosten, Eric C.'
'van Heerden, Fanie R.'
'van de Venter, Maryna'
_publ_section_title
;
 Structural elucidation of
 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methylanthracene-9,10-dione
 isolated from Bulbine latifolia (L.) Wild, C24H18O8
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1077
_journal_page_last               1081
_journal_paper_doi               10.1515/ncrs-2020-0177
_journal_volume                  235
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H18 O8'
_chemical_formula_sum            'C24 H18 O8'
_chemical_formula_weight         434.38
_chemical_melting_point          512.15
_chemical_name_common            Knipholone
_chemical_name_systematic
;
1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methylanthraquinone
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 96.777(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.9654(3)
_cell_length_b                   23.6910(8)
_cell_length_c                   21.2314(8)
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.58
_cell_volume                     3978.5(3)
_computing_cell_refinement       'APEX2 v2011.4-1 [1]'
_computing_data_collection       'Bruker Instrument Service v2011.4.0.0 [1]'
_computing_data_reduction        'SAINT V7.68A [1]'
_computing_molecular_graphics    'Ortep-3 for Windows [5]'
_computing_publication_material  'PLATON [6] and MERCURY [7]'
_computing_structure_refinement  'SHELXL 2018/3 [3] and ShelXle [4]'
_computing_structure_solution    'SHELXT 2018/2 [2]'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0246
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            36555
_diffrn_reflns_point_group_measured_fraction_full 0.920
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.386
_diffrn_reflns_theta_min         1.932
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8735
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS V2008/1 [1]'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.525
_exptl_crystal_size_mid          0.467
_exptl_crystal_size_min          0.066
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 5306 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1181
_refine_ls_number_reflns         17766
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0499
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0661P)²+1.0201P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1238
_refine_ls_wR_factor_ref         0.1320
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_full    0.841
_reflns_Friedel_fraction_max     0.791
_reflns_number_gt                14484
_reflns_number_total             17766
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2020-0177_suppl.cif
_cod_data_source_block           ea110
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               8105383
_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   0.944
_shelx_estimated_absorpt_t_max   0.993
loop_
_space_group_symop_operation_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_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
O11 O -0.0316(7) 0.25062(15) -0.22112(14) 0.0876(15) Uani 1 1 d . . . . .
H11 H -0.068779 0.283150 -0.230257 0.131 Uiso 1 1 calc R U . . .
O12 O -0.1123(7) 0.35244(15) -0.19848(14) 0.0926(16) Uani 1 1 d . . . . .
O13 O -0.1921(9) 0.45747(18) -0.17954(18) 0.119(2) Uani 1 1 d . . . . .
H13 H -0.173381 0.429302 -0.201701 0.178 Uiso 1 1 calc R U . . .
O14 O 0.0573(4) 0.32213(12) 0.05060(12) 0.0499(7) Uani 1 1 d . . . . .
O15 O -0.2436(3) 0.23125(11) 0.03805(12) 0.0375(6) Uani 1 1 d . . . . .
H15 H -0.325841 0.229569 0.059356 0.056 Uiso 1 1 calc R U . . .
O16 O -0.3989(3) 0.21237(13) 0.13061(14) 0.0473(7) Uani 1 1 d . . . . .
O17 O 0.0312(4) 0.14728(16) 0.22593(13) 0.0570(8) Uani 1 1 d . . . . .
O18 O 0.3275(3) 0.18595(15) 0.04826(13) 0.0515(7) Uani 1 1 d . . . . .
H18 H 0.410938 0.181214 0.075845 0.077 Uiso 1 1 calc R U . . .
O21 O 0.3543(8) 0.57196(17) -0.11549(16) 0.1054(18) Uani 1 1 d . . . . .
H21 H 0.353816 0.545354 -0.141652 0.158 Uiso 1 1 calc R U . . .
O22 O 0.3550(9) 0.46968(17) -0.15170(17) 0.113(2) Uani 1 1 d . . . . .
O23 O 0.3555(10) 0.36741(19) -0.19338(17) 0.121(2) Uani 1 1 d . . . . .
H23 H 0.336089 0.402222 -0.196229 0.182 Uiso 1 1 calc R U . . .
O24 O 0.4703(5) 0.39538(14) 0.08811(13) 0.0599(8) Uani 1 1 d . . . . .
O25 O 0.7305(4) 0.51301(16) 0.13786(14) 0.0574(8) Uani 1 1 d . . . . .
H25 H 0.824167 0.507673 0.159640 0.086 Uiso 1 1 calc R U . . .
O26 O 0.9313(3) 0.49251(18) 0.23348(16) 0.0682(10) Uani 1 1 d . . . . .
O27 O 0.5304(3) 0.45055(13) 0.32943(12) 0.0427(6) Uani 1 1 d . . . . .
O28 O 0.1525(3) 0.48688(17) 0.14285(13) 0.0598(9) Uani 1 1 d . . . . .
H28 H 0.082568 0.486026 0.169503 0.090 Uiso 1 1 calc R U . . .
O31 O -0.0630(5) 0.21561(12) 0.63132(12) 0.0520(7) Uani 1 1 d . . . . .
H31 H -0.036940 0.240780 0.658585 0.078 Uiso 1 1 calc R U . . .
O32 O -0.0281(5) 0.31812(12) 0.66707(12) 0.0569(8) Uani 1 1 d . . . . .
O33 O 0.0097(7) 0.42052(15) 0.70750(15) 0.0834(13) Uani 1 1 d . . . . .
H33 H -0.009416 0.385773 0.709981 0.125 Uiso 1 1 calc R U . . .
O34 O 0.1162(4) 0.38255(12) 0.43671(13) 0.0527(8) Uani 1 1 d . . . . .
O35 O 0.2738(3) 0.26875(15) 0.38392(12) 0.0500(7) Uani 1 1 d . . . . .
H35 H 0.354935 0.272078 0.362272 0.075 Uiso 1 1 calc R U . . .
O36 O 0.4182(3) 0.28441(19) 0.28772(14) 0.0679(11) Uani 1 1 d . . . . .
O37 O -0.0337(3) 0.33412(12) 0.19092(11) 0.0395(6) Uani 1 1 d . . . . .
O38 O -0.3033(3) 0.29964(16) 0.37554(12) 0.0532(8) Uani 1 1 d . . . . .
H38 H -0.389047 0.302211 0.348573 0.080 Uiso 1 1 calc R U . . .
O41 O 0.4737(5) 0.53365(13) 0.72964(13) 0.0562(8) Uani 1 1 d . . . . .
H41 H 0.492979 0.500440 0.742348 0.084 Uiso 1 1 calc R U . . .
O42 O 0.5036(5) 0.42735(13) 0.71254(13) 0.0627(9) Uani 1 1 d . . . . .
O43 O 0.4570(7) 0.31857(14) 0.68929(17) 0.0827(13) Uani 1 1 d . . . . .
H43 H 0.452093 0.348230 0.710679 0.124 Uiso 1 1 calc R U . . .
O44 O 0.7189(3) 0.45947(12) 0.48904(12) 0.0428(6) Uani 1 1 d . . . . .
O45 O 0.2774(3) 0.56433(10) 0.46052(11) 0.0314(5) Uani 1 1 d . . . . .
H45 H 0.193566 0.566959 0.432702 0.047 Uiso 1 1 calc R U . . .
O46 O 0.1175(3) 0.58438(11) 0.35651(12) 0.0381(6) Uani 1 1 d . . . . .
O47 O 0.5589(3) 0.63485(14) 0.29130(13) 0.0513(7) Uani 1 1 d . . . . .
O48 O 0.8734(3) 0.56851(13) 0.47944(14) 0.0485(7) Uani 1 1 d . . . . .
H48 H 0.870903 0.537520 0.498533 0.073 Uiso 1 1 calc R U . . .
C101 C 0.0326(4) 0.22279(15) -0.02676(15) 0.0325(7) Uani 1 1 d . . . . .
C102 C 0.0456(5) 0.17867(15) -0.07115(17) 0.0364(8) Uani 1 1 d . . . . .
C103 C 0.0757(6) 0.11851(16) -0.05031(19) 0.0459(9) Uani 1 1 d . . . . .
H10A H 0.052038 0.093374 -0.086946 0.069 Uiso 1 1 calc R U . . .
H10B H 0.001023 0.108970 -0.018371 0.069 Uiso 1 1 calc R U . . .
H10C H 0.193796 0.113953 -0.032037 0.069 Uiso 1 1 calc R U . . .
C104 C 0.0291(6) 0.19077(16) -0.13510(18) 0.0455(9) Uani 1 1 d . . . . .
H104 H 0.046052 0.161481 -0.164252 0.055 Uiso 1 1 calc R U . . .
C105 C -0.0114(7) 0.24417(19) -0.15803(18) 0.0551(11) Uani 1 1 d . . . . .
C106 C -0.0298(6) 0.28883(17) -0.11547(17) 0.0449(9) Uani 1 1 d . . . . .
C107 C -0.0814(7) 0.34465(19) -0.14012(19) 0.0569(12) Uani 1 1 d . . . . .
C108 C -0.0990(7) 0.39091(18) -0.09614(19) 0.0521(10) Uani 1 1 d . . . . .
C109 C -0.1528(8) 0.4450(2) -0.1183(2) 0.0691(15) Uani 1 1 d . . . . .
C110 C -0.1681(9) 0.4882(2) -0.0747(3) 0.0752(16) Uani 1 1 d . . . . .
H110 H -0.208358 0.524232 -0.089044 0.090 Uiso 1 1 calc R U . . .
C111 C -0.1252(10) 0.4785(2) -0.0112(2) 0.0824(19) Uani 1 1 d . . . . .
H111 H -0.134927 0.508408 0.018020 0.099 Uiso 1 1 calc R U . . .
C112 C -0.0678(7) 0.42625(18) 0.0116(2) 0.0612(13) Uani 1 1 d . . . . .
H112 H -0.036420 0.420669 0.055750 0.073 Uiso 1 1 calc R U . . .
C113 C -0.0568(6) 0.38213(16) -0.03082(17) 0.0427(9) Uani 1 1 d . . . . .
C114 C 0.0043(5) 0.32637(15) -0.00514(16) 0.0361(7) Uani 1 1 d . . . . .
C115 C -0.0003(5) 0.27733(15) -0.04947(15) 0.0360(7) Uani 1 1 d . . . . .
C116 C 0.0394(4) 0.20743(15) 0.04123(15) 0.0315(7) Uani 1 1 d . . . . .
C117 C 0.1841(4) 0.18686(16) 0.07652(16) 0.0351(7) Uani 1 1 d . . . . .
C118 C 0.1849(5) 0.16658(18) 0.13832(17) 0.0415(9) Uani 1 1 d . . . . .
H118 H 0.286195 0.152117 0.160595 0.050 Uiso 1 1 calc R U . . .
C119 C 0.0388(5) 0.16757(17) 0.16685(16) 0.0372(8) Uani 1 1 d . . . . .
C120 C 0.1801(8) 0.1236(4) 0.2591(3) 0.101(3) Uani 1 1 d . . . . .
H12A H 0.217183 0.091537 0.235073 0.152 Uiso 1 1 calc R U . . .
H12B H 0.156242 0.110703 0.300995 0.152 Uiso 1 1 calc R U . . .
H12C H 0.269419 0.152243 0.264111 0.152 Uiso 1 1 calc R U . . .
C121 C -0.1125(4) 0.18991(14) 0.13514(15) 0.0302(7) Uani 1 1 d . . . . .
C122 C -0.2715(4) 0.19222(15) 0.16205(17) 0.0355(7) Uani 1 1 d . . . . .
C123 C -0.2935(5) 0.1725(2) 0.22775(19) 0.0506(10) Uani 1 1 d . . . . .
H12D H -0.407467 0.182156 0.237329 0.076 Uiso 1 1 calc R U . . .
H12E H -0.209663 0.191064 0.258422 0.076 Uiso 1 1 calc R U . . .
H12F H -0.277855 0.131544 0.230402 0.076 Uiso 1 1 calc R U . . .
C124 C -0.1062(4) 0.20941(14) 0.07184(15) 0.0293(6) Uani 1 1 d . . . . .
C201 C 0.4150(4) 0.51458(16) 0.07078(17) 0.0365(8) Uani 1 1 d . . . . .
C202 C 0.3967(5) 0.57272(17) 0.05537(18) 0.0432(9) Uani 1 1 d . . . . .
C203 C 0.4008(7) 0.6168(2) 0.1066(2) 0.0606(12) Uani 1 1 d . . . . .
H20A H 0.379045 0.654037 0.087270 0.091 Uiso 1 1 calc R U . . .
H20B H 0.512286 0.616754 0.131727 0.091 Uiso 1 1 calc R U . . .
H20C H 0.313863 0.608306 0.134262 0.091 Uiso 1 1 calc R U . . .
C204 C 0.3748(6) 0.58944(19) -0.0070(2) 0.0548(11) Uani 1 1 d . . . . .
H204 H 0.361929 0.628464 -0.016629 0.066 Uiso 1 1 calc R U . . .
C205 C 0.3709(8) 0.5509(2) -0.0560(2) 0.0648(14) Uani 1 1 d . . . . .
C206 C 0.3866(6) 0.49291(18) -0.04296(19) 0.0512(10) Uani 1 1 d . . . . .
C207 C 0.3784(8) 0.4528(2) -0.0954(2) 0.0681(15) Uani 1 1 d . . . . .
C208 C 0.3967(7) 0.39271(19) -0.0828(2) 0.0535(11) Uani 1 1 d . . . . .
C209 C 0.3906(8) 0.3531(2) -0.1321(2) 0.0670(14) Uani 1 1 d . . . . .
C210 C 0.4138(7) 0.2961(2) -0.1180(2) 0.0639(13) Uani 1 1 d . . . . .
H210 H 0.411841 0.269346 -0.151456 0.077 Uiso 1 1 calc R U . . .
C211 C 0.4393(6) 0.27833(19) -0.0567(2) 0.0559(11) Uani 1 1 d . . . . .
H211 H 0.453969 0.239215 -0.047846 0.067 Uiso 1 1 calc R U . . .
C212 C 0.4444(6) 0.31668(18) -0.0064(2) 0.0488(10) Uani 1 1 d . . . . .
H212 H 0.460102 0.303837 0.036289 0.059 Uiso 1 1 calc R U . . .
C213 C 0.4261(5) 0.37344(17) -0.01984(18) 0.0420(9) Uani 1 1 d . . . . .
C214 C 0.4367(5) 0.41352(17) 0.03494(17) 0.0402(8) Uani 1 1 d . . . . .
C215 C 0.4104(5) 0.47506(16) 0.02136(16) 0.0376(8) Uani 1 1 d . . . . .
C216 C 0.4437(4) 0.49852(15) 0.13950(16) 0.0328(7) Uani 1 1 d . . . . .
C217 C 0.6043(4) 0.49794(16) 0.17197(18) 0.0370(8) Uani 1 1 d . . . . .
C218 C 0.6402(4) 0.48180(15) 0.23664(16) 0.0332(7) Uani 1 1 d . . . . .
C219 C 0.8140(4) 0.48031(17) 0.26578(19) 0.0411(8) Uani 1 1 d . . . . .
C220 C 0.8665(4) 0.46511(19) 0.33341(19) 0.0441(9) Uani 1 1 d . . . . .
H22A H 0.820607 0.427953 0.342283 0.066 Uiso 1 1 calc R U . . .
H22B H 0.823271 0.493392 0.361071 0.066 Uiso 1 1 calc R U . . .
H22C H 0.990216 0.463990 0.341317 0.066 Uiso 1 1 calc R U . . .
C221 C 0.4993(4) 0.46688(15) 0.26840(16) 0.0320(7) Uani 1 1 d . . . . .
C222 C 0.3907(4) 0.43634(18) 0.36285(17) 0.0408(8) Uani 1 1 d . . . . .
H22D H 0.314924 0.468904 0.363073 0.061 Uiso 1 1 calc R U . . .
H22E H 0.432411 0.425944 0.406587 0.061 Uiso 1 1 calc R U . . .
H22F H 0.329057 0.404433 0.341822 0.061 Uiso 1 1 calc R U . . .
C223 C 0.3379(4) 0.46970(17) 0.23724(16) 0.0359(8) Uani 1 1 d . . . . .
H223 H 0.243913 0.461274 0.259307 0.043 Uiso 1 1 calc R U . . .
C224 C 0.3119(4) 0.48486(17) 0.17352(17) 0.0376(8) Uani 1 1 d . . . . .
C301 C -0.0063(4) 0.26989(14) 0.44886(15) 0.0291(6) Uani 1 1 d . . . . .
C302 C -0.0377(5) 0.21291(16) 0.46279(16) 0.0370(8) Uani 1 1 d . . . . .
C303 C -0.0572(7) 0.16948(18) 0.41074(19) 0.0537(11) Uani 1 1 d . . . . .
H30A H -0.154521 0.179222 0.380005 0.081 Uiso 1 1 calc R U . . .
H30B H -0.075217 0.132257 0.428928 0.081 Uiso 1 1 calc R U . . .
H30C H 0.045319 0.168681 0.389396 0.081 Uiso 1 1 calc R U . . .
C304 C -0.0500(5) 0.19638(16) 0.52447(18) 0.0417(8) Uani 1 1 d . . . . .
H304 H -0.067579 0.157664 0.533350 0.050 Uiso 1 1 calc R U . . .
C305 C -0.0372(5) 0.23504(15) 0.57344(17) 0.0375(8) Uani 1 1 d . . . . .
C306 C -0.0008(4) 0.29194(14) 0.56167(14) 0.0306(7) Uani 1 1 d . . . . .
C307 C 0.0040(5) 0.33308(15) 0.61296(16) 0.0371(8) Uani 1 1 d . . . . .
C308 C 0.0452(5) 0.39190(15) 0.60106(16) 0.0361(7) Uani 1 1 d . . . . .
C309 C 0.0476(6) 0.43288(17) 0.64897(19) 0.0491(10) Uani 1 1 d . . . . .
C310 C 0.0928(6) 0.48818(17) 0.6371(2) 0.0511(10) Uani 1 1 d . . . . .
H310 H 0.095210 0.515848 0.669542 0.061 Uiso 1 1 calc R U . . .
C311 C 0.1341(5) 0.50268(15) 0.57822(18) 0.0397(8) Uani 1 1 d . . . . .
H311 H 0.166085 0.540447 0.570435 0.048 Uiso 1 1 calc R U . . .
C312 C 0.1299(4) 0.46300(15) 0.52982(17) 0.0356(7) Uani 1 1 d . . . . .
H312 H 0.158963 0.473586 0.489334 0.043 Uiso 1 1 calc R U . . .
C313 C 0.0830(4) 0.40800(14) 0.54097(15) 0.0294(6) Uani 1 1 d . . . . .
C314 C 0.0749(4) 0.36764(15) 0.48761(15) 0.0319(7) Uani 1 1 d . . . . .
C315 C 0.0197(4) 0.30816(14) 0.49858(15) 0.0274(6) Uani 1 1 d . . . . .
C316 C -0.0109(4) 0.28635(14) 0.38081(14) 0.0292(6) Uani 1 1 d . . . . .
C317 C 0.1310(4) 0.28593(15) 0.34965(15) 0.0311(7) Uani 1 1 d . . . . .
C318 C 0.1294(4) 0.30152(15) 0.28427(15) 0.0297(7) Uani 1 1 d . . . . .
C319 C 0.2839(4) 0.29940(18) 0.25526(17) 0.0403(8) Uani 1 1 d . . . . .
C320 C 0.2970(5) 0.3141(2) 0.18779(18) 0.0491(10) Uani 1 1 d . . . . .
H32A H 0.216763 0.291151 0.160089 0.074 Uiso 1 1 calc R U . . .
H32B H 0.412193 0.306502 0.178079 0.074 Uiso 1 1 calc R U . . .
H32C H 0.270797 0.354141 0.180810 0.074 Uiso 1 1 calc R U . . .
C321 C -0.0304(4) 0.31782(14) 0.25198(14) 0.0287(6) Uani 1 1 d . . . . .
C322 C -0.1936(5) 0.34819(17) 0.15657(16) 0.0389(8) Uani 1 1 d . . . . .
H32D H -0.178835 0.356156 0.112273 0.058 Uiso 1 1 calc R U . . .
H32E H -0.239819 0.381611 0.175592 0.058 Uiso 1 1 calc R U . . .
H32F H -0.271805 0.316439 0.158334 0.058 Uiso 1 1 calc R U . . .
C323 C -0.1731(4) 0.31657(15) 0.28211(15) 0.0308(7) Uani 1 1 d . . . . .
H323 H -0.279322 0.326310 0.259616 0.037 Uiso 1 1 calc R U . . .
C324 C -0.1626(4) 0.30101(15) 0.34585(15) 0.0323(7) Uani 1 1 d . . . . .
C401 C 0.5644(4) 0.55531(14) 0.54196(15) 0.0287(6) Uani 1 1 d . . . . .
C402 C 0.5219(4) 0.60098(15) 0.57991(17) 0.0350(7) Uani 1 1 d . . . . .
C403 C 0.5049(5) 0.65997(15) 0.55344(19) 0.0421(8) Uani 1 1 d . . . . .
H40A H 0.481270 0.686188 0.586988 0.063 Uiso 1 1 calc R U . . .
H40B H 0.411938 0.661171 0.518841 0.063 Uiso 1 1 calc R U . . .
H40C H 0.610467 0.670925 0.537257 0.063 Uiso 1 1 calc R U . . .
C404 C 0.4947(5) 0.59203(15) 0.64212(16) 0.0372(8) Uani 1 1 d . . . . .
H404 H 0.467630 0.623128 0.667311 0.045 Uiso 1 1 calc R U . . .
C405 C 0.5062(5) 0.53820(16) 0.66860(16) 0.0379(8) Uani 1 1 d . . . . .
C406 C 0.5458(4) 0.49213(14) 0.63208(16) 0.0329(7) Uani 1 1 d . . . . .
C407 C 0.5328(5) 0.43450(16) 0.65651(17) 0.0408(8) Uani 1 1 d . . . . .
C408 C 0.5414(5) 0.38659(15) 0.61359(17) 0.0372(8) Uani 1 1 d . . . . .
C409 C 0.5024(6) 0.33146(17) 0.6321(2) 0.0529(11) Uani 1 1 d . . . . .
C410 C 0.5066(7) 0.28751(18) 0.5886(2) 0.0596(12) Uani 1 1 d . . . . .
H410 H 0.475315 0.250484 0.599860 0.072 Uiso 1 1 calc R U . . .
C411 C 0.5552(6) 0.29725(18) 0.5299(2) 0.0545(11) Uani 1 1 d . . . . .
H411 H 0.559845 0.266661 0.501248 0.065 Uiso 1 1 calc R U . . .
C412 C 0.5979(5) 0.35090(16) 0.51160(19) 0.0416(8) Uani 1 1 d . . . . .
H412 H 0.633254 0.357038 0.470964 0.050 Uiso 1 1 calc R U . . .
C413 C 0.5884(4) 0.39563(14) 0.55313(16) 0.0319(7) Uani 1 1 d . . . . .
C414 C 0.6346(4) 0.45287(14) 0.53310(16) 0.0326(7) Uani 1 1 d . . . . .
C415 C 0.5800(4) 0.50157(13) 0.56895(15) 0.0284(6) Uani 1 1 d . . . . .
C416 C 0.5713(4) 0.56792(14) 0.47305(15) 0.0283(6) Uani 1 1 d . . . . .
C417 C 0.4182(4) 0.57638(13) 0.43482(15) 0.0265(6) Uani 1 1 d . . . . .
C418 C 0.4109(4) 0.59695(14) 0.37165(15) 0.0287(6) Uani 1 1 d . . . . .
C419 C 0.2446(4) 0.59968(14) 0.33347(16) 0.0316(7) Uani 1 1 d . . . . .
C420 C 0.2224(5) 0.6189(3) 0.2667(2) 0.0588(13) Uani 1 1 d . . . . .
H42A H 0.246614 0.659371 0.265028 0.088 Uiso 1 1 calc R U . . .
H42B H 0.105703 0.611846 0.248139 0.088 Uiso 1 1 calc R U . . .
H42C H 0.300158 0.598122 0.242645 0.088 Uiso 1 1 calc R U . . .
C421 C 0.5668(4) 0.61137(16) 0.34984(16) 0.0353(7) Uani 1 1 d . . . . .
C422 C 0.7119(6) 0.6523(3) 0.2687(2) 0.0761(18) Uani 1 1 d . . . . .
H42D H 0.767794 0.680730 0.297371 0.114 Uiso 1 1 calc R U . . .
H42E H 0.686611 0.668440 0.226111 0.114 Uiso 1 1 calc R U . . .
H42F H 0.786788 0.619617 0.266888 0.114 Uiso 1 1 calc R U . . .
C423 C 0.7197(4) 0.60250(17) 0.38665(17) 0.0380(8) Uani 1 1 d . . . . .
H423 H 0.823301 0.612202 0.371317 0.046 Uiso 1 1 calc R U . . .
C424 C 0.7182(4) 0.57901(15) 0.44671(17) 0.0359(8) 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
C105 O11 H11 109.5 . .
C109 O13 H13 109.5 . .
C124 O15 H15 109.5 . .
C119 O17 C120 118.3(3) . .
C117 O18 H18 109.5 . .
C205 O21 H21 109.5 . .
C209 O23 H23 109.5 . .
C217 O25 H25 109.5 . .
C221 O27 C222 118.7(3) . .
C224 O28 H28 109.5 . .
C305 O31 H31 109.5 . .
C309 O33 H33 109.5 . .
C317 O35 H35 109.5 . .
C321 O37 C322 118.1(3) . .
C324 O38 H38 109.5 . .
C405 O41 H41 109.5 . .
C409 O43 H43 109.5 . .
C417 O45 H45 109.5 . .
C421 O47 C422 118.7(3) . .
C424 O48 H48 109.5 . .
C115 C101 C102 118.6(3) . .
C115 C101 C116 123.2(3) . .
C102 C101 C116 117.9(3) . .
C104 C102 C101 119.7(3) . .
C104 C102 C103 118.7(3) . .
C101 C102 C103 121.6(3) . .
C102 C103 H10A 109.5 . .
C102 C103 H10B 109.5 . .
H10A C103 H10B 109.5 . .
C102 C103 H10C 109.5 . .
H10A C103 H10C 109.5 . .
H10B C103 H10C 109.5 . .
C102 C104 C105 121.9(3) . .
C102 C104 H104 119.0 . .
C105 C104 H104 119.0 . .
O11 C105 C104 116.9(4) . .
O11 C105 C106 123.1(4) . .
C104 C105 C106 120.0(4) . .
C105 C106 C115 118.1(3) . .
C105 C106 C107 119.7(3) . .
C115 C106 C107 122.2(3) . .
O12 C107 C108 120.1(4) . .
O12 C107 C106 120.2(4) . .
C108 C107 C106 119.7(3) . .
C113 C108 C109 119.4(4) . .
C113 C108 C107 119.4(4) . .
C109 C108 C107 121.1(4) . .
O13 C109 C110 117.1(4) . .
O13 C109 C108 123.5(4) . .
C110 C109 C108 119.3(4) . .
C111 C110 C109 120.0(5) . .
C111 C110 H110 120.0 . .
C109 C110 H110 120.0 . .
C110 C111 C112 121.7(4) . .
C110 C111 H111 119.2 . .
C112 C111 H111 119.2 . .
C111 C112 C113 119.3(4) . .
C111 C112 H112 120.4 . .
C113 C112 H112 120.4 . .
C112 C113 C108 120.2(4) . .
C112 C113 C114 118.2(3) . .
C108 C113 C114 121.6(3) . .
O14 C114 C113 119.5(3) . .
O14 C114 C115 122.0(3) . .
C113 C114 C115 118.5(3) . .
C101 C115 C106 121.5(3) . .
C101 C115 C114 120.9(3) . .
C106 C115 C114 117.5(3) . .
C117 C116 C124 116.3(3) . .
C117 C116 C101 123.0(3) . .
C124 C116 C101 120.5(3) . .
O18 C117 C116 117.2(3) . .
O18 C117 C118 120.1(3) . .
C116 C117 C118 122.6(3) . .
C119 C118 C117 119.9(3) . .
C119 C118 H118 120.1 . .
C117 C118 H118 120.1 . .
O17 C119 C118 122.4(3) . .
O17 C119 C121 116.5(3) . .
C118 C119 C121 121.1(3) . .
O17 C120 H12A 109.5 . .
O17 C120 H12B 109.5 . .
H12A C120 H12B 109.5 . .
O17 C120 H12C 109.5 . .
H12A C120 H12C 109.5 . .
H12B C120 H12C 109.5 . .
C119 C121 C124 116.5(3) . .
C119 C121 C122 124.2(3) . .
C124 C121 C122 119.2(3) . .
O16 C122 C121 119.9(3) . .
O16 C122 C123 116.2(3) . .
C121 C122 C123 123.9(3) . .
C122 C123 H12D 109.5 . .
C122 C123 H12E 109.5 . .
H12D C123 H12E 109.5 . .
C122 C123 H12F 109.5 . .
H12D C123 H12F 109.5 . .
H12E C123 H12F 109.5 . .
O15 C124 C116 115.8(3) . .
O15 C124 C121 120.8(3) . .
C116 C124 C121 123.5(3) . .
C215 C201 C202 118.8(3) . .
C215 C201 C216 123.1(3) . .
C202 C201 C216 118.1(3) . .
C204 C202 C201 120.0(4) . .
C204 C202 C203 119.1(4) . .
C201 C202 C203 120.9(3) . .
C202 C203 H20A 109.5 . .
C202 C203 H20B 109.5 . .
H20A C203 H20B 109.5 . .
C202 C203 H20C 109.5 . .
H20A C203 H20C 109.5 . .
H20B C203 H20C 109.5 . .
C202 C204 C205 121.6(4) . .
C202 C204 H204 119.2 . .
C205 C204 H204 119.2 . .
O21 C205 C204 116.8(4) . .
O21 C205 C206 122.9(4) . .
C204 C205 C206 120.2(4) . .
C205 C206 C215 118.7(4) . .
C205 C206 C207 119.4(4) . .
C215 C206 C207 121.9(4) . .
O22 C207 C208 119.3(4) . .
O22 C207 C206 120.5(4) . .
C208 C207 C206 120.2(4) . .
C209 C208 C213 118.6(4) . .
C209 C208 C207 121.6(4) . .
C213 C208 C207 119.7(4) . .
O23 C209 C210 117.4(5) . .
O23 C209 C208 122.7(5) . .
C210 C209 C208 119.9(4) . .
C211 C210 C209 120.4(5) . .
C211 C210 H210 119.8 . .
C209 C210 H210 119.8 . .
C210 C211 C212 121.2(4) . .
C210 C211 H211 119.4 . .
C212 C211 H211 119.4 . .
C213 C212 C211 118.8(4) . .
C213 C212 H212 120.6 . .
C211 C212 H212 120.6 . .
C212 C213 C208 121.0(4) . .
C212 C213 C214 117.6(3) . .
C208 C213 C214 121.4(4) . .
O24 C214 C215 122.5(4) . .
O24 C214 C213 119.1(4) . .
C215 C214 C213 118.3(3) . .
C201 C215 C206 120.6(3) . .
C201 C215 C214 121.0(3) . .
C206 C215 C214 118.4(3) . .
C217 C216 C224 117.0(3) . .
C217 C216 C201 121.0(3) . .
C224 C216 C201 122.0(3) . .
O25 C217 C216 115.7(3) . .
O25 C217 C218 120.7(3) . .
C216 C217 C218 123.7(3) . .
C221 C218 C217 116.4(3) . .
C221 C218 C219 124.1(3) . .
C217 C218 C219 119.5(3) . .
O26 C219 C218 119.7(4) . .
O26 C219 C220 116.1(3) . .
C218 C219 C220 124.2(3) . .
C219 C220 H22A 109.5 . .
C219 C220 H22B 109.5 . .
H22A C220 H22B 109.5 . .
C219 C220 H22C 109.5 . .
H22A C220 H22C 109.5 . .
H22B C220 H22C 109.5 . .
O27 C221 C223 122.1(3) . .
O27 C221 C218 117.6(3) . .
C223 C221 C218 120.4(3) . .
O27 C222 H22D 109.5 . .
O27 C222 H22E 109.5 . .
H22D C222 H22E 109.5 . .
O27 C222 H22F 109.5 . .
H22D C222 H22F 109.5 . .
H22E C222 H22F 109.5 . .
C221 C223 C224 120.2(3) . .
C221 C223 H223 119.9 . .
C224 C223 H223 119.9 . .
O28 C224 C216 117.8(3) . .
O28 C224 C223 119.9(3) . .
C216 C224 C223 122.3(3) . .
C315 C301 C302 118.7(3) . .
C315 C301 C316 123.3(3) . .
C302 C301 C316 117.9(3) . .
C304 C302 C301 120.3(3) . .
C304 C302 C303 119.3(3) . .
C301 C302 C303 120.4(3) . .
C302 C303 H30A 109.5 . .
C302 C303 H30B 109.5 . .
H30A C303 H30B 109.5 . .
C302 C303 H30C 109.5 . .
H30A C303 H30C 109.5 . .
H30B C303 H30C 109.5 . .
C305 C304 C302 121.2(3) . .
C305 C304 H304 119.4 . .
C302 C304 H304 119.4 . .
O31 C305 C304 117.0(3) . .
O31 C305 C306 123.0(3) . .
C304 C305 C306 120.0(3) . .
C305 C306 C315 118.4(3) . .
C305 C306 C307 119.7(3) . .
C315 C306 C307 121.8(3) . .
O32 C307 C306 120.2(3) . .
O32 C307 C308 120.1(3) . .
C306 C307 C308 119.7(3) . .
C313 C308 C309 119.1(3) . .
C313 C308 C307 119.7(3) . .
C309 C308 C307 121.2(3) . .
O33 C309 C310 117.7(4) . .
O33 C309 C308 122.2(4) . .
C310 C309 C308 120.1(4) . .
C311 C310 C309 119.8(4) . .
C311 C310 H310 120.1 . .
C309 C310 H310 120.1 . .
C310 C311 C312 121.1(3) . .
C310 C311 H311 119.5 . .
C312 C311 H311 119.5 . .
C313 C312 C311 119.6(3) . .
C313 C312 H312 120.2 . .
C311 C312 H312 120.2 . .
C312 C313 C308 120.3(3) . .
C312 C313 C314 117.8(3) . .
C308 C313 C314 121.9(3) . .
O34 C314 C313 120.0(3) . .
O34 C314 C315 121.6(3) . .
C313 C314 C315 118.4(3) . .
C301 C315 C306 121.1(3) . .
C301 C315 C314 121.0(3) . .
C306 C315 C314 117.9(3) . .
C317 C316 C324 117.3(3) . .
C317 C316 C301 122.4(3) . .
C324 C316 C301 120.2(3) . .
O35 C317 C316 115.7(3) . .
O35 C317 C318 120.9(3) . .
C316 C317 C318 123.3(3) . .
C321 C318 C317 116.1(3) . .
C321 C318 C319 124.3(3) . .
C317 C318 C319 119.6(3) . .
O36 C319 C318 119.4(3) . .
O36 C319 C320 116.3(3) . .
C318 C319 C320 124.3(3) . .
C319 C320 H32A 109.5 . .
C319 C320 H32B 109.5 . .
H32A C320 H32B 109.5 . .
C319 C320 H32C 109.5 . .
H32A C320 H32C 109.5 . .
H32B C320 H32C 109.5 . .
O37 C321 C323 122.1(3) . .
O37 C321 C318 117.0(3) . .
C323 C321 C318 120.8(3) . .
O37 C322 H32D 109.5 . .
O37 C322 H32E 109.5 . .
H32D C322 H32E 109.5 . .
O37 C322 H32F 109.5 . .
H32D C322 H32F 109.5 . .
H32E C322 H32F 109.5 . .
C321 C323 C324 120.1(3) . .
C321 C323 H323 120.0 . .
C324 C323 H323 120.0 . .
O38 C324 C316 117.6(3) . .
O38 C324 C323 120.1(3) . .
C316 C324 C323 122.3(3) . .
C415 C401 C402 118.7(3) . .
C415 C401 C416 124.8(3) . .
C402 C401 C416 116.2(3) . .
C404 C402 C401 120.2(3) . .
C404 C402 C403 118.8(3) . .
C401 C402 C403 121.0(3) . .
C402 C403 H40A 109.5 . .
C402 C403 H40B 109.5 . .
H40A C403 H40B 109.5 . .
C402 C403 H40C 109.5 . .
H40A C403 H40C 109.5 . .
H40B C403 H40C 109.5 . .
C402 C404 C405 121.1(3) . .
C402 C404 H404 119.4 . .
C405 C404 H404 119.4 . .
O41 C405 C404 116.6(3) . .
O41 C405 C406 123.4(3) . .
C404 C405 C406 120.0(3) . .
C405 C406 C415 118.9(3) . .
C405 C406 C407 120.0(3) . .
C415 C406 C407 120.7(3) . .
O42 C407 C408 121.0(3) . .
O42 C407 C406 119.4(3) . .
C408 C407 C406 119.4(3) . .
C413 C408 C409 119.4(3) . .
C413 C408 C407 119.4(3) . .
C409 C408 C407 121.2(3) . .
O43 C409 C410 117.3(4) . .
O43 C409 C408 123.7(4) . .
C410 C409 C408 119.0(4) . .
C411 C410 C409 120.6(4) . .
C411 C410 H410 119.7 . .
C409 C410 H410 119.7 . .
C410 C411 C412 121.1(4) . .
C410 C411 H411 119.4 . .
C412 C411 H411 119.4 . .
C411 C412 C413 119.3(4) . .
C411 C412 H412 120.3 . .
C413 C412 H412 120.3 . .
C412 C413 C408 120.6(3) . .
C412 C413 C414 118.9(3) . .
C408 C413 C414 120.5(3) . .
O44 C414 C415 121.1(3) . .
O44 C414 C413 120.9(3) . .
C415 C414 C413 118.0(3) . .
C401 C415 C406 121.0(3) . .
C401 C415 C414 121.3(3) . .
C406 C415 C414 117.8(3) . .
C424 C416 C417 117.4(3) . .
C424 C416 C401 124.3(3) . .
C417 C416 C401 117.7(3) . .
O45 C417 C416 116.7(3) . .
O45 C417 C418 121.1(3) . .
C416 C417 C418 122.2(3) . .
C421 C418 C417 116.8(3) . .
C421 C418 C419 125.2(3) . .
C417 C418 C419 118.0(3) . .
O46 C419 C418 119.9(3) . .
O46 C419 C420 117.4(3) . .
C418 C419 C420 122.7(3) . .
C419 C420 H42A 109.5 . .
C419 C420 H42B 109.5 . .
H42A C420 H42B 109.5 . .
C419 C420 H42C 109.5 . .
H42A C420 H42C 109.5 . .
H42B C420 H42C 109.5 . .
O47 C421 C423 121.5(3) . .
O47 C421 C418 116.8(3) . .
C423 C421 C418 121.7(3) . .
O47 C422 H42D 109.5 . .
O47 C422 H42E 109.5 . .
H42D C422 H42E 109.5 . .
O47 C422 H42F 109.5 . .
H42D C422 H42F 109.5 . .
H42E C422 H42F 109.5 . .
C421 C423 C424 118.4(3) . .
C421 C423 H423 120.8 . .
C424 C423 H423 120.8 . .
O48 C424 C416 121.2(3) . .
O48 C424 C423 115.7(3) . .
C416 C424 C423 123.1(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O11 C105 1.339(5) .
O11 H11 0.8400 .
O12 C107 1.248(5) .
O13 C109 1.333(6) .
O13 H13 0.8400 .
O14 C114 1.213(4) .
O15 C124 1.340(4) .
O15 H15 0.8400 .
O16 C122 1.242(5) .
O17 C119 1.351(4) .
O17 C120 1.421(6) .
O18 C117 1.351(4) .
O18 H18 0.8400 .
O21 C205 1.350(5) .
O21 H21 0.8400 .
O22 C207 1.253(5) .
O23 C209 1.342(6) .
O23 H23 0.8400 .
O24 C214 1.208(4) .
O25 C217 1.354(4) .
O25 H25 0.8400 .
O26 C219 1.256(5) .
O27 C221 1.347(4) .
O27 C222 1.428(4) .
O28 C224 1.358(4) .
O28 H28 0.8400 .
O31 C305 1.350(4) .
O31 H31 0.8400 .
O32 C307 1.257(4) .
O33 C309 1.345(5) .
O33 H33 0.8400 .
O34 C314 1.219(4) .
O35 C317 1.339(4) .
O35 H35 0.8400 .
O36 C319 1.254(4) .
O37 C321 1.350(4) .
O37 C322 1.431(4) .
O38 C324 1.350(4) .
O38 H38 0.8400 .
O41 C405 1.355(4) .
O41 H41 0.8400 .
O42 C407 1.250(5) .
O43 C409 1.343(5) .
O43 H43 0.8400 .
O44 C414 1.224(4) .
O45 C417 1.335(4) .
O45 H45 0.8400 .
O46 C419 1.230(4) .
O47 C421 1.356(4) .
O47 C422 1.423(5) .
O48 C424 1.367(4) .
O48 H48 0.8400 .
C101 C115 1.393(5) .
C101 C102 1.419(5) .
C101 C116 1.483(4) .
C102 C104 1.379(5) .
C102 C103 1.503(5) .
C103 H10A 0.9800 .
C103 H10B 0.9800 .
C103 H10C 0.9800 .
C104 C105 1.380(6) .
C104 H104 0.9500 .
C105 C106 1.410(6) .
C106 C115 1.420(5) .
C106 C107 1.463(6) .
C107 C108 1.457(6) .
C108 C113 1.403(5) .
C108 C109 1.414(6) .
C109 C110 1.394(7) .
C110 C111 1.372(7) .
C110 H110 0.9500 .
C111 C112 1.387(7) .
C111 H111 0.9500 .
C112 C113 1.389(6) .
C112 H112 0.9500 .
C113 C114 1.489(5) .
C114 C115 1.493(5) .
C116 C117 1.387(5) .
C116 C124 1.396(5) .
C117 C118 1.397(5) .
C118 C119 1.374(5) .
C118 H118 0.9500 .
C119 C121 1.413(5) .
C120 H12A 0.9800 .
C120 H12B 0.9800 .
C120 H12C 0.9800 .
C121 C124 1.428(5) .
C121 C122 1.450(5) .
C122 C123 1.500(5) .
C123 H12D 0.9800 .
C123 H12E 0.9800 .
C123 H12F 0.9800 .
C201 C215 1.404(5) .
C201 C202 1.419(5) .
C201 C216 1.499(5) .
C202 C204 1.372(5) .
C202 C203 1.506(6) .
C203 H20A 0.9800 .
C203 H20B 0.9800 .
C203 H20C 0.9800 .
C204 C205 1.383(7) .
C204 H204 0.9500 .
C205 C206 1.404(6) .
C206 C215 1.421(5) .
C206 C207 1.460(7) .
C207 C208 1.452(7) .
C208 C209 1.402(7) .
C208 C213 1.405(5) .
C209 C210 1.391(7) .
C210 C211 1.361(6) .
C210 H210 0.9500 .
C211 C212 1.399(6) .
C211 H211 0.9500 .
C212 C213 1.379(6) .
C212 H212 0.9500 .
C213 C214 1.496(6) .
C214 C215 1.496(5) .
C216 C217 1.379(5) .
C216 C224 1.381(5) .
C217 C218 1.421(5) .
C218 C221 1.420(4) .
C218 C219 1.449(5) .
C219 C220 1.491(6) .
C220 H22A 0.9800 .
C220 H22B 0.9800 .
C220 H22C 0.9800 .
C221 C223 1.377(5) .
C222 H22D 0.9800 .
C222 H22E 0.9800 .
C222 H22F 0.9800 .
C223 C224 1.391(5) .
C223 H223 0.9500 .
C301 C315 1.388(5) .
C301 C302 1.411(5) .
C301 C316 1.493(4) .
C302 C304 1.381(5) .
C302 C303 1.504(5) .
C303 H30A 0.9800 .
C303 H30B 0.9800 .
C303 H30C 0.9800 .
C304 C305 1.380(5) .
C304 H304 0.9500 .
C305 C306 1.407(5) .
C306 C315 1.421(4) .
C306 C307 1.458(5) .
C307 C308 1.460(5) .
C308 C313 1.398(5) .
C308 C309 1.405(5) .
C309 C310 1.390(6) .
C310 C311 1.373(6) .
C310 H310 0.9500 .
C311 C312 1.390(5) .
C311 H311 0.9500 .
C312 C313 1.383(5) .
C312 H312 0.9500 .
C313 C314 1.478(5) .
C314 C315 1.502(5) .
C316 C317 1.375(5) .
C316 C324 1.386(4) .
C317 C318 1.435(4) .
C318 C321 1.426(4) .
C318 C319 1.441(5) .
C319 C320 1.490(5) .
C320 H32A 0.9800 .
C320 H32B 0.9800 .
C320 H32C 0.9800 .
C321 C323 1.369(4) .
C322 H32D 0.9800 .
C322 H32E 0.9800 .
C322 H32F 0.9800 .
C323 C324 1.396(4) .
C323 H323 0.9500 .
C401 C415 1.396(4) .
C401 C402 1.414(5) .
C401 C416 1.501(4) .
C402 C404 1.380(5) .
C402 C403 1.506(5) .
C403 H40A 0.9800 .
C403 H40B 0.9800 .
C403 H40C 0.9800 .
C404 C405 1.392(5) .
C404 H404 0.9500 .
C405 C406 1.396(5) .
C406 C415 1.417(5) .
C406 C407 1.468(5) .
C407 C408 1.462(5) .
C408 C413 1.396(5) .
C408 C409 1.409(5) .
C409 C410 1.395(6) .
C410 C411 1.368(7) .
C410 H410 0.9500 .
C411 C412 1.383(6) .
C411 H411 0.9500 .
C412 C413 1.386(5) .
C412 H412 0.9500 .
C413 C414 1.481(5) .
C414 C415 1.476(5) .
C416 C424 1.381(5) .
C416 C417 1.397(4) .
C417 C418 1.422(4) .
C418 C421 1.417(5) .
C418 C419 1.471(4) .
C419 C420 1.480(5) .
C420 H42A 0.9800 .
C420 H42B 0.9800 .
C420 H42C 0.9800 .
C421 C423 1.384(5) .
C422 H42D 0.9800 .
C422 H42E 0.9800 .
C422 H42F 0.9800 .
C423 C424 1.393(5) .
C423 H423 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O11 H11 O12 0.84 1.82 2.556(5) 145 . yes
O11 H11 O32 0.84 2.39 2.865(4) 117 1_554 yes
O13 H13 O12 0.84 1.88 2.611(5) 144 . yes
O13 H13 O33 0.84 2.56 3.164(6) 130 1_554 yes
O15 H15 O16 0.84 1.73 2.483(4) 148 . yes
O18 H18 O16 0.84 1.94 2.702(4) 150 1_655 yes
O21 H21 O22 0.84 1.81 2.543(6) 146 . yes
O23 H23 O22 0.84 1.85 2.580(6) 144 . yes
O23 H23 O42 0.84 2.55 2.821(6) 100 1_554 yes
O25 H25 O26 0.84 1.73 2.480(4) 147 . yes
O28 H28 O26 0.84 1.93 2.762(4) 174 1_455 yes
O31 H31 O11 0.84 2.56 3.222(4) 137 1_556 yes
O31 H31 O32 0.84 1.84 2.550(4) 141 . yes
O33 H33 O12 0.84 2.33 2.827(5) 118 1_556 yes
O33 H33 O32 0.84 1.84 2.579(4) 146 . yes
O35 H35 O36 0.84 1.74 2.487(4) 147 . yes
O38 H38 O36 0.84 1.93 2.748(4) 163 1_455 yes
O41 H41 O42 0.84 1.85 2.560(4) 141 . yes
O43 H43 O23 0.84 2.31 2.945(6) 133 1_556 yes
O43 H43 O42 0.84 1.92 2.642(5) 144 . yes
O45 H45 O46 0.84 1.71 2.462(3) 148 . yes
O48 H48 O44 0.84 2.21 2.879(4) 137 . yes
C103 H10C O18 0.98 2.55 3.156(5) 120 . yes
C322 H32D O14 0.98 2.55 3.240(5) 128 . yes
C223 H223 O26 0.95 2.59 3.275(4) 129 1_455 yes
C312 H312 O45 0.95 2.45 3.117(4) 127 . yes
C412 H412 O38 0.95 2.54 3.313(5) 139 1_655 yes
C423 H423 O46 0.95 2.49 3.333(4) 148 1_655 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C115 C101 C102 C104 1.3(5) . . . .
C116 C101 C102 C104 175.9(4) . . . .
C115 C101 C102 C103 -178.2(4) . . . .
C116 C101 C102 C103 -3.6(5) . . . .
C101 C102 C104 C105 -4.5(7) . . . .
C103 C102 C104 C105 175.0(4) . . . .
C102 C104 C105 O11 -177.1(5) . . . .
C102 C104 C105 C106 2.8(8) . . . .
O11 C105 C106 C115 -178.1(5) . . . .
C104 C105 C106 C115 2.0(7) . . . .
O11 C105 C106 C107 3.1(8) . . . .
C104 C105 C106 C107 -176.8(5) . . . .
C105 C106 C107 O12 1.5(8) . . . .
C115 C106 C107 O12 -177.2(5) . . . .
C105 C106 C107 C108 -179.5(5) . . . .
C115 C106 C107 C108 1.8(7) . . . .
O12 C107 C108 C113 -177.3(5) . . . .
C106 C107 C108 C113 3.7(8) . . . .
O12 C107 C108 C109 0.6(8) . . . .
C106 C107 C108 C109 -178.4(5) . . . .
C113 C108 C109 O13 178.6(6) . . . .
C107 C108 C109 O13 0.7(10) . . . .
C113 C108 C109 C110 -2.1(9) . . . .
C107 C108 C109 C110 180.0(6) . . . .
O13 C109 C110 C111 -178.2(7) . . . .
C108 C109 C110 C111 2.5(10) . . . .
C109 C110 C111 C112 -0.8(11) . . . .
C110 C111 C112 C113 -1.4(10) . . . .
C111 C112 C113 C108 1.7(8) . . . .
C111 C112 C113 C114 -179.7(5) . . . .
C109 C108 C113 C112 0.0(8) . . . .
C107 C108 C113 C112 178.0(5) . . . .
C109 C108 C113 C114 -178.5(5) . . . .
C107 C108 C113 C114 -0.6(7) . . . .
C112 C113 C114 O14 -6.7(6) . . . .
C108 C113 C114 O14 171.8(4) . . . .
C112 C113 C114 C115 173.8(4) . . . .
C108 C113 C114 C115 -7.6(6) . . . .
C102 C101 C115 C106 3.5(6) . . . .
C116 C101 C115 C106 -170.8(4) . . . .
C102 C101 C115 C114 -172.9(3) . . . .
C116 C101 C115 C114 12.8(5) . . . .
C105 C106 C115 C101 -5.1(6) . . . .
C107 C106 C115 C101 173.6(4) . . . .
C105 C106 C115 C114 171.4(4) . . . .
C107 C106 C115 C114 -9.9(6) . . . .
O14 C114 C115 C101 9.7(6) . . . .
C113 C114 C115 C101 -170.9(4) . . . .
O14 C114 C115 C106 -166.9(4) . . . .
C113 C114 C115 C106 12.6(5) . . . .
C115 C101 C116 C117 -117.6(4) . . . .
C102 C101 C116 C117 68.1(5) . . . .
C115 C101 C116 C124 67.1(5) . . . .
C102 C101 C116 C124 -107.3(4) . . . .
C124 C116 C117 O18 -178.4(3) . . . .
C101 C116 C117 O18 6.1(6) . . . .
C124 C116 C117 C118 2.9(6) . . . .
C101 C116 C117 C118 -172.6(4) . . . .
O18 C117 C118 C119 -180.0(4) . . . .
C116 C117 C118 C119 -1.3(6) . . . .
C120 O17 C119 C118 -0.7(7) . . . .
C120 O17 C119 C121 179.0(5) . . . .
C117 C118 C119 O17 178.4(4) . . . .
C117 C118 C119 C121 -1.3(6) . . . .
O17 C119 C121 C124 -177.7(3) . . . .
C118 C119 C121 C124 2.0(5) . . . .
O17 C119 C121 C122 0.1(6) . . . .
C118 C119 C121 C122 179.8(4) . . . .
C119 C121 C122 O16 -179.6(4) . . . .
C124 C121 C122 O16 -1.9(5) . . . .
C119 C121 C122 C123 1.8(6) . . . .
C124 C121 C122 C123 179.5(4) . . . .
C117 C116 C124 O15 177.7(3) . . . .
C101 C116 C124 O15 -6.7(5) . . . .
C117 C116 C124 C121 -2.1(5) . . . .
C101 C116 C124 C121 173.5(3) . . . .
C119 C121 C124 O15 180.0(3) . . . .
C122 C121 C124 O15 2.1(5) . . . .
C119 C121 C124 C116 -0.2(5) . . . .
C122 C121 C124 C116 -178.1(3) . . . .
C215 C201 C202 C204 0.0(6) . . . .
C216 C201 C202 C204 178.2(4) . . . .
C215 C201 C202 C203 -180.0(4) . . . .
C216 C201 C202 C203 -1.8(6) . . . .
C201 C202 C204 C205 -0.4(7) . . . .
C203 C202 C204 C205 179.6(5) . . . .
C202 C204 C205 O21 -177.9(5) . . . .
C202 C204 C205 C206 1.1(8) . . . .
O21 C205 C206 C215 177.5(5) . . . .
C204 C205 C206 C215 -1.5(8) . . . .
O21 C205 C206 C207 -2.4(9) . . . .
C204 C205 C206 C207 178.6(5) . . . .
C205 C206 C207 O22 -1.1(9) . . . .
C215 C206 C207 O22 179.0(6) . . . .
C205 C206 C207 C208 179.2(5) . . . .
C215 C206 C207 C208 -0.8(8) . . . .
O22 C207 C208 C209 0.7(9) . . . .
C206 C207 C208 C209 -179.6(5) . . . .
O22 C207 C208 C213 178.8(6) . . . .
C206 C207 C208 C213 -1.4(8) . . . .
C213 C208 C209 O23 176.8(6) . . . .
C207 C208 C209 O23 -5.0(9) . . . .
C213 C208 C209 C210 -0.2(8) . . . .
C207 C208 C209 C210 178.0(6) . . . .
O23 C209 C210 C211 -175.9(6) . . . .
C208 C209 C210 C211 1.2(9) . . . .
C209 C210 C211 C212 -0.6(8) . . . .
C210 C211 C212 C213 -1.2(7) . . . .
C211 C212 C213 C208 2.3(7) . . . .
C211 C212 C213 C214 -178.4(4) . . . .
C209 C208 C213 C212 -1.6(7) . . . .
C207 C208 C213 C212 -179.8(5) . . . .
C209 C208 C213 C214 179.1(5) . . . .
C207 C208 C213 C214 0.8(7) . . . .
C212 C213 C214 O24 4.2(6) . . . .
C208 C213 C214 O24 -176.4(4) . . . .
C212 C213 C214 C215 -177.6(4) . . . .
C208 C213 C214 C215 1.7(6) . . . .
C202 C201 C215 C206 -0.4(5) . . . .
C216 C201 C215 C206 -178.5(4) . . . .
C202 C201 C215 C214 177.3(3) . . . .
C216 C201 C215 C214 -0.8(5) . . . .
C205 C206 C215 C201 1.1(7) . . . .
C207 C206 C215 C201 -179.0(4) . . . .
C205 C206 C215 C214 -176.6(4) . . . .
C207 C206 C215 C214 3.3(7) . . . .
O24 C214 C215 C201 -3.4(6) . . . .
C213 C214 C215 C201 178.5(3) . . . .
O24 C214 C215 C206 174.4(4) . . . .
C213 C214 C215 C206 -3.7(5) . . . .
C215 C201 C216 C217 92.2(5) . . . .
C202 C201 C216 C217 -86.0(4) . . . .
C215 C201 C216 C224 -89.2(5) . . . .
C202 C201 C216 C224 92.6(5) . . . .
C224 C216 C217 O25 -178.3(4) . . . .
C201 C216 C217 O25 0.4(5) . . . .
C224 C216 C217 C218 2.9(6) . . . .
C201 C216 C217 C218 -178.4(4) . . . .
O25 C217 C218 C221 179.8(3) . . . .
C216 C217 C218 C221 -1.4(5) . . . .
O25 C217 C218 C219 -1.4(6) . . . .
C216 C217 C218 C219 177.4(4) . . . .
C221 C218 C219 O26 177.7(4) . . . .
C217 C218 C219 O26 -1.0(6) . . . .
C221 C218 C219 C220 -2.5(6) . . . .
C217 C218 C219 C220 178.8(4) . . . .
C222 O27 C221 C223 -0.7(5) . . . .
C222 O27 C221 C218 178.8(3) . . . .
C217 C218 C221 O27 178.9(3) . . . .
C219 C218 C221 O27 0.2(5) . . . .
C217 C218 C221 C223 -1.5(5) . . . .
C219 C218 C221 C223 179.7(4) . . . .
O27 C221 C223 C224 -177.7(4) . . . .
C218 C221 C223 C224 2.8(6) . . . .
C217 C216 C224 O28 178.0(4) . . . .
C201 C216 C224 O28 -0.6(6) . . . .
C217 C216 C224 C223 -1.6(6) . . . .
C201 C216 C224 C223 179.7(4) . . . .
C221 C223 C224 O28 179.2(4) . . . .
C221 C223 C224 C216 -1.2(6) . . . .
C315 C301 C302 C304 3.0(5) . . . .
C316 C301 C302 C304 -174.2(3) . . . .
C315 C301 C302 C303 -176.7(4) . . . .
C316 C301 C302 C303 6.1(5) . . . .
C301 C302 C304 C305 2.0(6) . . . .
C303 C302 C304 C305 -178.3(4) . . . .
C302 C304 C305 O31 175.3(4) . . . .
C302 C304 C305 C306 -3.9(6) . . . .
O31 C305 C306 C315 -178.4(3) . . . .
C304 C305 C306 C315 0.8(5) . . . .
O31 C305 C306 C307 -2.3(5) . . . .
C304 C305 C306 C307 176.9(4) . . . .
C305 C306 C307 O32 -1.7(5) . . . .
C315 C306 C307 O32 174.3(3) . . . .
C305 C306 C307 C308 178.8(3) . . . .
C315 C306 C307 C308 -5.3(5) . . . .
O32 C307 C308 C313 179.1(4) . . . .
C306 C307 C308 C313 -1.3(5) . . . .
O32 C307 C308 C309 -0.9(6) . . . .
C306 C307 C308 C309 178.7(4) . . . .
C313 C308 C309 O33 178.8(4) . . . .
C307 C308 C309 O33 -1.1(7) . . . .
C313 C308 C309 C310 -2.2(6) . . . .
C307 C308 C309 C310 177.8(4) . . . .
O33 C309 C310 C311 179.4(4) . . . .
C308 C309 C310 C311 0.4(7) . . . .
C309 C310 C311 C312 0.6(6) . . . .
C310 C311 C312 C313 0.1(5) . . . .
C311 C312 C313 C308 -2.0(5) . . . .
C311 C312 C313 C314 178.0(3) . . . .
C309 C308 C313 C312 3.0(5) . . . .
C307 C308 C313 C312 -177.0(3) . . . .
C309 C308 C313 C314 -177.0(4) . . . .
C307 C308 C313 C314 3.0(5) . . . .
C312 C313 C314 O34 3.3(5) . . . .
C308 C313 C314 O34 -176.6(3) . . . .
C312 C313 C314 C315 -178.4(3) . . . .
C308 C313 C314 C315 1.6(5) . . . .
C302 C301 C315 C306 -6.1(5) . . . .
C316 C301 C315 C306 171.0(3) . . . .
C302 C301 C315 C314 172.3(3) . . . .
C316 C301 C315 C314 -10.6(5) . . . .
C305 C306 C315 C301 4.2(5) . . . .
C307 C306 C315 C301 -171.8(3) . . . .
C305 C306 C315 C314 -174.3(3) . . . .
C307 C306 C315 C314 9.8(5) . . . .
O34 C314 C315 C301 -8.1(5) . . . .
C313 C314 C315 C301 173.6(3) . . . .
O34 C314 C315 C306 170.4(3) . . . .
C313 C314 C315 C306 -7.9(4) . . . .
C315 C301 C316 C317 91.5(4) . . . .
C302 C301 C316 C317 -91.4(4) . . . .
C315 C301 C316 C324 -90.8(4) . . . .
C302 C301 C316 C324 86.4(4) . . . .
C324 C316 C317 O35 -176.7(3) . . . .
C301 C316 C317 O35 1.2(5) . . . .
C324 C316 C317 C318 2.1(5) . . . .
C301 C316 C317 C318 179.9(3) . . . .
O35 C317 C318 C321 178.5(3) . . . .
C316 C317 C318 C321 -0.2(5) . . . .
O35 C317 C318 C319 -0.8(5) . . . .
C316 C317 C318 C319 -179.5(3) . . . .
C321 C318 C319 O36 -179.9(4) . . . .
C317 C318 C319 O36 -0.6(6) . . . .
C321 C318 C319 C320 0.1(6) . . . .
C317 C318 C319 C320 179.4(4) . . . .
C322 O37 C321 C323 -2.6(5) . . . .
C322 O37 C321 C318 177.2(3) . . . .
C317 C318 C321 O37 178.2(3) . . . .
C319 C318 C321 O37 -2.5(5) . . . .
C317 C318 C321 C323 -2.0(5) . . . .
C319 C318 C321 C323 177.3(4) . . . .
O37 C321 C323 C324 -178.1(3) . . . .
C318 C321 C323 C324 2.1(5) . . . .
C317 C316 C324 O38 177.8(3) . . . .
C301 C316 C324 O38 -0.1(5) . . . .
C317 C316 C324 C323 -2.0(5) . . . .
C301 C316 C324 C323 -179.9(3) . . . .
C321 C323 C324 O38 -179.8(3) . . . .
C321 C323 C324 C316 -0.1(5) . . . .
C415 C401 C402 C404 -0.8(5) . . . .
C416 C401 C402 C404 173.0(3) . . . .
C415 C401 C402 C403 179.4(3) . . . .
C416 C401 C402 C403 -6.8(5) . . . .
C401 C402 C404 C405 -0.8(5) . . . .
C403 C402 C404 C405 179.0(3) . . . .
C402 C404 C405 O41 -178.6(3) . . . .
C402 C404 C405 C406 0.0(6) . . . .
O41 C405 C406 C415 -179.1(3) . . . .
C404 C405 C406 C415 2.4(5) . . . .
O41 C405 C406 C407 7.8(6) . . . .
C404 C405 C406 C407 -170.7(4) . . . .
C405 C406 C407 O42 -7.5(6) . . . .
C415 C406 C407 O42 179.6(4) . . . .
C405 C406 C407 C408 167.8(3) . . . .
C415 C406 C407 C408 -5.1(5) . . . .
O42 C407 C408 C413 -174.6(4) . . . .
C406 C407 C408 C413 10.2(5) . . . .
O42 C407 C408 C409 5.7(6) . . . .
C406 C407 C408 C409 -169.6(4) . . . .
C413 C408 C409 O43 179.6(4) . . . .
C407 C408 C409 O43 -0.6(7) . . . .
C413 C408 C409 C410 -2.1(7) . . . .
C407 C408 C409 C410 177.7(4) . . . .
O43 C409 C410 C411 -178.6(5) . . . .
C408 C409 C410 C411 3.0(8) . . . .
C409 C410 C411 C412 -1.4(8) . . . .
C410 C411 C412 C413 -1.0(7) . . . .
C411 C412 C413 C408 1.9(6) . . . .
C411 C412 C413 C414 179.9(4) . . . .
C409 C408 C413 C412 -0.4(5) . . . .
C407 C408 C413 C412 179.9(3) . . . .
C409 C408 C413 C414 -178.3(4) . . . .
C407 C408 C413 C414 1.9(5) . . . .
C412 C413 C414 O44 -18.4(5) . . . .
C408 C413 C414 O44 159.6(3) . . . .
C412 C413 C414 C415 163.3(3) . . . .
C408 C413 C414 C415 -18.8(4) . . . .
C402 C401 C415 C406 3.2(5) . . . .
C416 C401 C415 C406 -170.0(3) . . . .
C402 C401 C415 C414 -176.0(3) . . . .
C416 C401 C415 C414 10.7(5) . . . .
C405 C406 C415 C401 -4.0(5) . . . .
C407 C406 C415 C401 169.0(3) . . . .
C405 C406 C415 C414 175.3(3) . . . .
C407 C406 C415 C414 -11.7(5) . . . .
O44 C414 C415 C401 24.3(5) . . . .
C413 C414 C415 C401 -157.4(3) . . . .
O44 C414 C415 C406 -155.0(3) . . . .
C413 C414 C415 C406 23.4(4) . . . .
C415 C401 C416 C424 -88.3(4) . . . .
C402 C401 C416 C424 98.3(4) . . . .
C415 C401 C416 C417 100.6(4) . . . .
C402 C401 C416 C417 -72.8(4) . . . .
C424 C416 C417 O45 178.6(3) . . . .
C401 C416 C417 O45 -9.7(4) . . . .
C424 C416 C417 C418 -1.6(5) . . . .
C401 C416 C417 C418 170.1(3) . . . .
O45 C417 C418 C421 176.7(3) . . . .
C416 C417 C418 C421 -3.1(5) . . . .
O45 C417 C418 C419 -5.5(5) . . . .
C416 C417 C418 C419 174.7(3) . . . .
C421 C418 C419 O46 177.6(3) . . . .
C417 C418 C419 O46 0.0(5) . . . .
C421 C418 C419 C420 -0.6(6) . . . .
C417 C418 C419 C420 -178.3(4) . . . .
C422 O47 C421 C423 -2.1(6) . . . .
C422 O47 C421 C418 177.3(4) . . . .
C417 C418 C421 O47 -175.3(3) . . . .
C419 C418 C421 O47 7.0(5) . . . .
C417 C418 C421 C423 4.1(5) . . . .
C419 C418 C421 C423 -173.6(4) . . . .
O47 C421 C423 C424 179.0(4) . . . .
C418 C421 C423 C424 -0.3(6) . . . .
C417 C416 C424 O48 -175.9(3) . . . .
C401 C416 C424 O48 13.0(6) . . . .
C417 C416 C424 C423 5.7(5) . . . .
C401 C416 C424 C423 -165.4(4) . . . .
C421 C423 C424 O48 176.7(4) . . . .
C421 C423 C424 C416 -4.8(6) . . . .
