#------------------------------------------------------------------------------
#$Date: 2019-10-23 03:35:44 +0300 (Wed, 23 Oct 2019) $
#$Revision: 219458 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/47/7234740.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_7234740
loop_
_publ_author_name
'Chen, Jinyao'
'Zhu, Wenming'
'Ji, Weijie'
'Zhu, Bin'
'Guo, Chunyang'
'Qi, Ming-Hui'
'Ren, Guo-Bin'
_publ_section_title
;
 Crystal Structure and Physical Stability of Ginsenoside Compound-K
 Solvates
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C9CE00965E
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C3 H8 O, C36 H62 O8, 2(H2 O)'
_chemical_formula_sum            'C39 H74 O11'
_chemical_formula_weight         718.98
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-08-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-19 deposited with the CCDC.    2019-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.908(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.5408(18)
_cell_length_b                   12.3313(17)
_cell_length_c                   14.1447(19)
_cell_measurement_reflns_used    1387
_cell_measurement_temperature    170.21
_cell_measurement_theta_max      66.129
_cell_measurement_theta_min      29.192
_cell_volume                     2002.3(5)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      170.21
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            32854
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.251
_diffrn_reflns_theta_max         67.251
_diffrn_reflns_theta_min         3.141
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1350 before and 0.0824 after correction. The Ratio of minimum to maximum transmission is 0.8334. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_description       plate
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
 Flack x determined using 2409 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         7103
_refine_ls_number_restraints     84
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0430
_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)+(0.0296P)²+0.2590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0952
_reflns_Friedel_coverage         0.895
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                6178
_reflns_number_total             7103
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00965e2.cif
_cod_data_source_block           sc263_183_32_13_0m_a
_cod_database_code               7234740
_shelx_shelxl_version_number     2014/7
_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_max   0.960
_shelx_estimated_absorpt_t_min   0.880
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H37A,H37B,H37C} of C37, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, {H39D,H39E,H39F} of C39A, {H37D,H37E,H37F} of C37A, {H39A,
  H39B,H39C} of C39, {H18A,H18B,H18C} of C18, {H21A,H21B,H21C} of C21, {H19A,
  H19B,H19C} of C19, {H27A,H27B,H27C} of C27, {H26A,H26B,H26C} of C26, {H28A,
  H28B,H28C} of C28, {H30A,H30B,H30C} of C30, {H29A,H29B,H29C} of C29
2. Restrained distances
 O9-C38 \\sim O9-C38A
 with sigma of 0.02
 O9-C37 \\sim O9-C39
 with sigma of 0.02
 C38-C37 \\sim C38-C39
 with sigma of 0.02
3. Rigid bond restraints
 C37, C38, C39, C37A, C38A, C39A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C37 \\sim C38 \\sim C39 \\sim C37A \\sim C38A \\sim C39A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
5. Same fragment restrains
{O9, C37A, C38A, C39A} sigma for 1-2: 0.02, 1-3: 0.04
as
{O9, C37, C38, C39}
6. Others
 Sof(C37A)=Sof(H37D)=Sof(H37E)=Sof(H37F)=Sof(C38A)=Sof(H38A)=Sof(C39A)=
 Sof(H39D)=Sof(H39E)=Sof(H39F)=1-FVAR(1)
 Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(H37C)=Sof(C38)=Sof(H38)=Sof(C39)=Sof(H39A)=
 Sof(H39B)=Sof(H39C)=FVAR(1)
7.a Ternary CH refined with riding coordinates:
 C38(H38), C38A(H38A), C3(H3), C5(H5A), C9(H9), C12(H12), C13(H13), C17(H17),
 C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
7.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C6(H6A,H6B), C7(H7A,H7B), C11(H11A,H11B), C15(H15A,
 H15B), C16(H16A,H16B), C22(H22A,H22B), C23(H23A,H23B), C36(H36A,H36B)
7.c Aromatic/amide H refined with riding coordinates:
 C24(H24)
7.d Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C37A(H37D,H37E,H37F), C39A(H39D,
 H39E,H39F), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C),
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C30(H30A,H30B,H30C)
7.e Idealised tetrahedral OH refined as rotating group with stretchable bonds:
 O2(H2), O5(H5), O8(H8)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
O9 O 0.9064(3) 0.5771(2) 0.6606(2) 0.0510(7) Uani 1 1 d D . . . .
C37 C 1.0259(9) 0.6255(13) 0.7962(9) 0.085(4) Uani 0.582(16) 1 d D U P A 1
H37A H 1.0328 0.5493 0.8156 0.102 Uiso 0.582(16) 1 calc GR . P A 1
H37B H 1.0350 0.6719 0.8528 0.102 Uiso 0.582(16) 1 calc GR . P A 1
H37C H 1.0868 0.6428 0.7552 0.102 Uiso 0.582(16) 1 calc GR . P A 1
C38 C 0.9084(9) 0.6446(7) 0.7429(6) 0.054(2) Uani 0.582(16) 1 d D U P A 1
H38 H 0.8450 0.6236 0.7825 0.065 Uiso 0.582(16) 1 calc R . P A 1
C39 C 0.8898(18) 0.7601(9) 0.7049(11) 0.063(3) Uani 0.582(16) 1 d D U P A 1
H39A H 0.9464 0.7757 0.6596 0.095 Uiso 0.582(16) 1 calc GR . P A 1
H39B H 0.9004 0.8116 0.7579 0.095 Uiso 0.582(16) 1 calc GR . P A 1
H39C H 0.8107 0.7670 0.6730 0.095 Uiso 0.582(16) 1 calc GR . P A 1
H9A H 0.836(5) 0.559(5) 0.659(4) 0.078(19) Uiso 1 1 d . . . . .
C37A C 0.973(2) 0.5931(15) 0.8292(10) 0.095(5) Uani 0.418(16) 1 d D U P A 2
H37D H 1.0038 0.5196 0.8222 0.143 Uiso 0.418(16) 1 calc GR . P A 2
H37E H 0.8951 0.5890 0.8499 0.143 Uiso 0.418(16) 1 calc GR . P A 2
H37F H 1.0249 0.6327 0.8768 0.143 Uiso 0.418(16) 1 calc GR . P A 2
C38A C 0.9682(15) 0.6517(10) 0.7349(8) 0.058(3) Uani 0.418(16) 1 d D U P A 2
H38A H 1.0495 0.6644 0.7188 0.069 Uiso 0.418(16) 1 calc R . P A 2
C39A C 0.908(3) 0.7583(16) 0.7383(18) 0.079(5) Uani 0.418(16) 1 d D U P A 2
H39D H 0.9243 0.8025 0.6837 0.118 Uiso 0.418(16) 1 calc GR . P A 2
H39E H 0.9350 0.7960 0.7973 0.118 Uiso 0.418(16) 1 calc GR . P A 2
H39F H 0.8233 0.7463 0.7360 0.118 Uiso 0.418(16) 1 calc GR . P A 2
O1 O 0.2689(3) 1.0957(2) 0.6275(2) 0.0470(7) Uani 1 1 d . . . . .
H1 H 0.216(5) 1.103(5) 0.596(4) 0.063(17) Uiso 1 1 d . . . . .
O2 O 0.6904(2) 0.4942(2) 0.6541(2) 0.0459(7) Uani 1 1 d . . . . .
H2 H 0.701(2) 0.431(5) 0.656(4) 0.069 Uiso 1 1 calc GR . . . .
O3 O 0.70566(19) 0.28432(17) 0.69988(15) 0.0300(5) Uani 1 1 d . . . . .
O4 O 0.6665(2) 0.1255(2) 0.5579(2) 0.0432(6) Uani 1 1 d . . . . .
H4 H 0.612(5) 0.159(4) 0.561(4) 0.059(15) Uiso 1 1 d . . . . .
O5 O 0.8343(2) 0.1294(2) 0.42475(17) 0.0459(6) Uani 1 1 d . . . . .
H5 H 0.846(5) 0.068(5) 0.4110(12) 0.069 Uiso 1 1 calc GR . . . .
O6 O 1.0704(2) 0.1544(3) 0.5185(2) 0.0470(7) Uani 1 1 d . . . . .
H6 H 1.066(3) 0.139(3) 0.470(3) 0.032(11) Uiso 1 1 d . . . . .
O7 O 0.89451(18) 0.29815(18) 0.67432(15) 0.0312(5) Uani 1 1 d . . . . .
O8 O 1.0705(2) 0.4251(2) 0.6083(2) 0.0473(6) Uani 1 1 d . . . . .
H8 H 1.017(5) 0.457(3) 0.627(3) 0.071 Uiso 1 1 calc GR . . . .
O10 O 0.4516(3) 0.2252(3) 0.5724(2) 0.0495(7) Uani 1 1 d . . . . .
H10A H 0.393(5) 0.186(5) 0.583(4) 0.068(16) Uiso 1 1 d . . . . .
H10B H 0.423(4) 0.286(5) 0.552(3) 0.055(13) Uiso 1 1 d . . . . .
O11 O 0.6904(4) -0.0948(3) 0.5024(3) 0.0697(10) Uani 1 1 d . . . . .
H11C H 0.677(7) -0.033(8) 0.516(6) 0.12(3) Uiso 1 1 d . . . . .
H11D H 0.768(16) -0.101(16) 0.501(13) 0.32(9) Uiso 1 1 d . . . . .
C1 C 0.4508(3) 0.8434(3) 0.6270(2) 0.0375(8) Uani 1 1 d . . . . .
H1A H 0.5295 0.8340 0.6062 0.045 Uiso 1 1 calc R . . . .
H1B H 0.3970 0.7949 0.5878 0.045 Uiso 1 1 calc R . . . .
C2 C 0.4120(3) 0.9608(3) 0.6096(3) 0.0401(8) Uani 1 1 d . . . . .
H2A H 0.4703 1.0098 0.6434 0.048 Uiso 1 1 calc R . . . .
H2B H 0.4090 0.9768 0.5408 0.048 Uiso 1 1 calc R . . . .
C3 C 0.2945(3) 0.9832(3) 0.6426(3) 0.0373(8) Uani 1 1 d . . . . .
H3 H 0.2350 0.9400 0.6022 0.045 Uiso 1 1 calc R . . . .
C4 C 0.2857(3) 0.9534(3) 0.7474(3) 0.0347(7) Uani 1 1 d . . . . .
C5 C 0.3322(3) 0.8355(3) 0.7637(2) 0.0316(7) Uani 1 1 d . . . . .
H5A H 0.2766 0.7892 0.7226 0.038 Uiso 1 1 calc R . . . .
C6 C 0.3251(3) 0.7935(3) 0.8645(2) 0.0403(8) Uani 1 1 d . . . . .
H6A H 0.3864 0.8285 0.9083 0.048 Uiso 1 1 calc R . . . .
H6B H 0.2486 0.8130 0.8855 0.048 Uiso 1 1 calc R . . . .
C7 C 0.3406(3) 0.6709(3) 0.8694(3) 0.0406(8) Uani 1 1 d . . . . .
H7A H 0.2743 0.6364 0.8306 0.049 Uiso 1 1 calc R . . . .
H7B H 0.3381 0.6472 0.9360 0.049 Uiso 1 1 calc R . . . .
C8 C 0.4540(3) 0.6311(3) 0.8345(2) 0.0310(7) Uani 1 1 d . . . . .
C9 C 0.4673(3) 0.6836(2) 0.7361(2) 0.0272(6) Uani 1 1 d . . . . .
H9 H 0.4000 0.6550 0.6931 0.033 Uiso 1 1 calc R . . . .
C10 C 0.4536(3) 0.8097(3) 0.7312(2) 0.0290(7) Uani 1 1 d . . . . .
C11 C 0.5752(3) 0.6411(3) 0.6941(2) 0.0333(7) Uani 1 1 d . . . . .
H11A H 0.5771 0.6721 0.6297 0.040 Uiso 1 1 calc R . . . .
H11B H 0.6454 0.6669 0.7339 0.040 Uiso 1 1 calc R . . . .
C12 C 0.5803(3) 0.5180(3) 0.6872(2) 0.0314(7) Uani 1 1 d . . . . .
H12 H 0.5166 0.4921 0.6393 0.038 Uiso 1 1 calc R . . . .
C13 C 0.5664(3) 0.4661(3) 0.7825(2) 0.0270(6) Uani 1 1 d . . . . .
H13 H 0.6321 0.4931 0.8280 0.032 Uiso 1 1 calc R . . . .
C14 C 0.4522(3) 0.5050(3) 0.8206(2) 0.0291(7) Uani 1 1 d . . . . .
C15 C 0.4540(3) 0.4363(3) 0.9105(3) 0.0408(8) Uani 1 1 d . . . . .
H15A H 0.3748 0.4301 0.9310 0.049 Uiso 1 1 calc R . . . .
H15B H 0.5063 0.4688 0.9628 0.049 Uiso 1 1 calc R . . . .
C16 C 0.4994(3) 0.3248(3) 0.8831(2) 0.0353(7) Uani 1 1 d . . . . .
H16A H 0.4338 0.2735 0.8696 0.042 Uiso 1 1 calc R . . . .
H16B H 0.5534 0.2951 0.9357 0.042 Uiso 1 1 calc R . . . .
C17 C 0.5635(3) 0.3417(3) 0.7934(2) 0.0291(6) Uani 1 1 d . . . . .
H17 H 0.5122 0.3123 0.7381 0.035 Uiso 1 1 calc R . . . .
C18 C 0.3457(3) 0.4672(3) 0.7543(3) 0.0402(8) Uani 1 1 d . . . . .
H18A H 0.3425 0.5070 0.6941 0.060 Uiso 1 1 calc GR . . . .
H18B H 0.2745 0.4812 0.7845 0.060 Uiso 1 1 calc GR . . . .
H18C H 0.3522 0.3894 0.7420 0.060 Uiso 1 1 calc GR . . . .
C19 C 0.5540(3) 0.6628(3) 0.9096(2) 0.0405(8) Uani 1 1 d . . . . .
H19A H 0.6288 0.6493 0.8845 0.061 Uiso 1 1 calc GR . . . .
H19B H 0.5494 0.6194 0.9671 0.061 Uiso 1 1 calc GR . . . .
H19C H 0.5478 0.7399 0.9250 0.061 Uiso 1 1 calc GR . . . .
C20 C 0.6790(3) 0.2793(3) 0.7988(2) 0.0305(7) Uani 1 1 d . . . . .
C21 C 0.6581(3) 0.1609(3) 0.8216(3) 0.0389(8) Uani 1 1 d . . . . .
H21A H 0.5989 0.1308 0.7742 0.058 Uiso 1 1 calc GR . . . .
H21B H 0.6311 0.1553 0.8849 0.058 Uiso 1 1 calc GR . . . .
H21C H 0.7309 0.1202 0.8205 0.058 Uiso 1 1 calc GR . . . .
C22 C 0.7737(3) 0.3338(3) 0.8654(2) 0.0347(7) Uani 1 1 d . . . . .
H22A H 0.8042 0.3956 0.8307 0.042 Uiso 1 1 calc R . . . .
H22B H 0.7362 0.3646 0.9193 0.042 Uiso 1 1 calc R . . . .
C23 C 0.8773(3) 0.2665(3) 0.9065(3) 0.0436(9) Uani 1 1 d . . . . .
H23A H 0.8502 0.2069 0.9456 0.052 Uiso 1 1 calc R . . . .
H23B H 0.9165 0.2340 0.8543 0.052 Uiso 1 1 calc R . . . .
C24 C 0.9616(3) 0.3367(4) 0.9665(3) 0.0490(9) Uani 1 1 d . . . . .
H24 H 0.9274 0.3940 0.9989 0.059 Uiso 1 1 calc R . . . .
C25 C 1.0754(3) 0.3309(4) 0.9809(3) 0.0561(11) Uani 1 1 d . . . . .
C26 C 1.1454(4) 0.4128(6) 1.0403(4) 0.0825(17) Uani 1 1 d . . . . .
H26A H 1.1931 0.4548 1.0000 0.124 Uiso 1 1 calc GR . . . .
H26B H 1.1962 0.3755 1.0897 0.124 Uiso 1 1 calc GR . . . .
H26C H 1.0929 0.4616 1.0700 0.124 Uiso 1 1 calc GR . . . .
C27 C 1.1446(5) 0.2450(6) 0.9378(5) 0.092(2) Uani 1 1 d . . . . .
H27A H 1.0930 0.2015 0.8934 0.138 Uiso 1 1 calc GR . . . .
H27B H 1.1815 0.1980 0.9882 0.138 Uiso 1 1 calc GR . . . .
H27C H 1.2049 0.2790 0.9038 0.138 Uiso 1 1 calc GR . . . .
C28 C 0.1561(3) 0.9557(3) 0.7618(4) 0.0535(10) Uani 1 1 d . . . . .
H28A H 0.1233 1.0266 0.7425 0.080 Uiso 1 1 calc GR . . . .
H28B H 0.1466 0.9432 0.8290 0.080 Uiso 1 1 calc GR . . . .
H28C H 0.1152 0.8988 0.7232 0.080 Uiso 1 1 calc GR . . . .
C29 C 0.3470(4) 1.0373(3) 0.8135(3) 0.0450(9) Uani 1 1 d . . . . .
H29A H 0.4287 1.0431 0.8010 0.067 Uiso 1 1 calc GR . . . .
H29B H 0.3431 1.0152 0.8797 0.067 Uiso 1 1 calc GR . . . .
H29C H 0.3088 1.1078 0.8026 0.067 Uiso 1 1 calc GR . . . .
C30 C 0.5560(3) 0.8704(3) 0.7859(3) 0.0378(8) Uani 1 1 d . . . . .
H30A H 0.6274 0.8276 0.7848 0.057 Uiso 1 1 calc GR . . . .
H30B H 0.5398 0.8813 0.8519 0.057 Uiso 1 1 calc GR . . . .
H30C H 0.5661 0.9409 0.7559 0.057 Uiso 1 1 calc GR . . . .
C31 C 0.7974(3) 0.2267(3) 0.6676(2) 0.0285(6) Uani 1 1 d . . . . .
H31 H 0.8151 0.1601 0.7069 0.034 Uiso 1 1 calc R . . . .
C32 C 0.7616(3) 0.1974(3) 0.5650(2) 0.0318(7) Uani 1 1 d . . . . .
H32 H 0.7392 0.2649 0.5284 0.038 Uiso 1 1 calc R . . . .
C33 C 0.8627(3) 0.1440(3) 0.5236(2) 0.0335(7) Uani 1 1 d . . . . .
H33 H 0.8780 0.0717 0.5543 0.040 Uiso 1 1 calc R . . . .
C34 C 0.9718(3) 0.2132(3) 0.5400(2) 0.0331(7) Uani 1 1 d . . . . .
H34 H 0.9626 0.2790 0.4987 0.040 Uiso 1 1 calc R . . . .
C35 C 0.9950(3) 0.2477(3) 0.6429(2) 0.0310(7) Uani 1 1 d . . . . .
H35 H 1.0144 0.1819 0.6827 0.037 Uiso 1 1 calc R . . . .
C36 C 1.0929(3) 0.3288(3) 0.6614(3) 0.0391(8) Uani 1 1 d . . . . .
H36A H 1.1031 0.3468 0.7300 0.047 Uiso 1 1 calc R . . . .
H36B H 1.1663 0.2959 0.6446 0.047 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
C38 O9 H9A 96(4)
C38A O9 H9A 124(4)
H37A C37 H37B 109.5
H37A C37 H37C 109.5
H37B C37 H37C 109.5
C38 C37 H37A 109.5
C38 C37 H37B 109.5
C38 C37 H37C 109.5
O9 C38 C37 104.8(7)
O9 C38 H38 110.7
O9 C38 C39 105.4(8)
C37 C38 H38 110.7
C37 C38 C39 114.2(12)
C39 C38 H38 110.7
C38 C39 H39A 109.5
C38 C39 H39B 109.5
C38 C39 H39C 109.5
H39A C39 H39B 109.5
H39A C39 H39C 109.5
H39B C39 H39C 109.5
H37D C37A H37E 109.5
H37D C37A H37F 109.5
H37E C37A H37F 109.5
C38A C37A H37D 109.5
C38A C37A H37E 109.5
C38A C37A H37F 109.5
O9 C38A H38A 108.8
C37A C38A O9 107.1(10)
C37A C38A H38A 108.8
C39A C38A O9 111.5(13)
C39A C38A C37A 111.6(18)
C39A C38A H38A 108.8
C38A C39A H39D 109.5
C38A C39A H39E 109.5
C38A C39A H39F 109.5
H39D C39A H39E 109.5
H39D C39A H39F 109.5
H39E C39A H39F 109.5
C3 O1 H1 111(5)
C12 O2 H2 109.5
C31 O3 C20 122.3(2)
C32 O4 H4 107(4)
C33 O5 H5 109.5
C34 O6 H6 111(3)
C31 O7 C35 111.7(2)
C36 O8 H8 109.5
H10A O10 H10B 105(5)
H11C O11 H11D 108(10)
H1A C1 H1B 107.8
C2 C1 H1A 109.0
C2 C1 H1B 109.0
C2 C1 C10 112.9(3)
C10 C1 H1A 109.0
C10 C1 H1B 109.0
C1 C2 H2A 109.1
C1 C2 H2B 109.1
H2A C2 H2B 107.8
C3 C2 C1 112.5(3)
C3 C2 H2A 109.1
C3 C2 H2B 109.1
O1 C3 C2 108.1(3)
O1 C3 H3 108.2
O1 C3 C4 109.9(3)
C2 C3 H3 108.2
C2 C3 C4 113.9(3)
C4 C3 H3 108.2
C3 C4 C5 107.9(3)
C28 C4 C3 106.6(3)
C28 C4 C5 108.9(3)
C29 C4 C3 110.9(3)
C29 C4 C5 114.4(3)
C29 C4 C28 107.8(3)
C4 C5 H5A 104.9
C6 C5 C4 113.8(3)
C6 C5 H5A 104.9
C6 C5 C10 110.1(3)
C10 C5 C4 117.1(3)
C10 C5 H5A 104.9
C5 C6 H6A 109.4
C5 C6 H6B 109.4
H6A C6 H6B 108.0
C7 C6 C5 111.2(3)
C7 C6 H6A 109.4
C7 C6 H6B 109.4
C6 C7 H7A 108.8
C6 C7 H7B 108.8
C6 C7 C8 113.9(3)
H7A C7 H7B 107.7
C8 C7 H7A 108.8
C8 C7 H7B 108.8
C7 C8 C9 108.8(3)
C7 C8 C14 111.0(3)
C7 C8 C19 107.7(3)
C9 C8 C14 107.5(2)
C19 C8 C9 112.1(3)
C19 C8 C14 109.8(3)
C8 C9 H9 104.8
C8 C9 C10 115.7(2)
C10 C9 H9 104.8
C11 C9 C8 111.4(3)
C11 C9 H9 104.8
C11 C9 C10 114.1(3)
C1 C10 C5 107.4(3)
C1 C10 C9 107.7(3)
C1 C10 C30 106.9(3)
C5 C10 C9 106.3(3)
C30 C10 C5 115.0(3)
C30 C10 C9 113.1(3)
C9 C11 H11A 108.8
C9 C11 H11B 108.8
H11A C11 H11B 107.7
C12 C11 C9 114.0(3)
C12 C11 H11A 108.8
C12 C11 H11B 108.8
O2 C12 C11 105.5(3)
O2 C12 H12 109.3
O2 C12 C13 112.6(3)
C11 C12 H12 109.3
C13 C12 C11 110.8(3)
C13 C12 H12 109.3
C12 C13 H13 106.8
C12 C13 C14 110.5(3)
C12 C13 C17 120.9(3)
C14 C13 H13 106.8
C17 C13 H13 106.8
C17 C13 C14 104.2(2)
C13 C14 C8 110.5(3)
C15 C14 C8 116.6(3)
C15 C14 C13 100.3(3)
C15 C14 C18 106.3(3)
C18 C14 C8 112.1(3)
C18 C14 C13 110.4(3)
C14 C15 H15A 110.7
C14 C15 H15B 110.7
C14 C15 C16 105.3(3)
H15A C15 H15B 108.8
C16 C15 H15A 110.7
C16 C15 H15B 110.7
C15 C16 H16A 110.3
C15 C16 H16B 110.3
C15 C16 C17 106.9(3)
H16A C16 H16B 108.6
C17 C16 H16A 110.3
C17 C16 H16B 110.3
C13 C17 C16 103.4(3)
C13 C17 H17 107.4
C16 C17 H17 107.4
C20 C17 C13 118.5(3)
C20 C17 C16 112.2(3)
C20 C17 H17 107.4
C14 C18 H18A 109.5
C14 C18 H18B 109.5
C14 C18 H18C 109.5
H18A C18 H18B 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C8 C19 H19A 109.5
C8 C19 H19B 109.5
C8 C19 H19C 109.5
H19A C19 H19B 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
O3 C20 C17 101.4(2)
O3 C20 C21 107.3(3)
O3 C20 C22 111.3(3)
C21 C20 C17 109.7(3)
C21 C20 C22 114.3(3)
C22 C20 C17 111.9(3)
C20 C21 H21A 109.5
C20 C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21B 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C20 C22 H22A 107.6
C20 C22 H22B 107.6
H22A C22 H22B 107.1
C23 C22 C20 118.8(3)
C23 C22 H22A 107.6
C23 C22 H22B 107.6
C22 C23 H23A 109.7
C22 C23 H23B 109.7
H23A C23 H23B 108.2
C24 C23 C22 109.9(3)
C24 C23 H23A 109.7
C24 C23 H23B 109.7
C23 C24 H24 115.2
C25 C24 C23 129.7(4)
C25 C24 H24 115.2
C24 C25 C26 121.7(5)
C24 C25 C27 123.0(5)
C27 C25 C26 115.2(4)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26B 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C25 C27 H27A 109.5
C25 C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27B 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C4 C28 H28A 109.5
C4 C28 H28B 109.5
C4 C28 H28C 109.5
H28A C28 H28B 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C4 C29 H29A 109.5
C4 C29 H29B 109.5
C4 C29 H29C 109.5
H29A C29 H29B 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C10 C30 H30A 109.5
C10 C30 H30B 109.5
C10 C30 H30C 109.5
H30A C30 H30B 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
O3 C31 O7 106.4(2)
O3 C31 H31 110.9
O3 C31 C32 107.2(3)
O7 C31 H31 110.9
O7 C31 C32 110.3(2)
C32 C31 H31 110.9
O4 C32 C31 110.7(3)
O4 C32 H32 109.3
O4 C32 C33 109.0(3)
C31 C32 H32 109.3
C33 C32 C31 109.3(3)
C33 C32 H32 109.3
O5 C33 C32 109.2(3)
O5 C33 H33 109.2
O5 C33 C34 109.1(3)
C32 C33 H33 109.2
C32 C33 C34 111.0(3)
C34 C33 H33 109.2
O6 C34 C33 110.7(3)
O6 C34 H34 109.3
O6 C34 C35 106.6(3)
C33 C34 H34 109.3
C35 C34 C33 111.5(3)
C35 C34 H34 109.3
O7 C35 C34 110.6(2)
O7 C35 H35 108.7
O7 C35 C36 105.9(3)
C34 C35 H35 108.7
C36 C35 C34 114.1(3)
C36 C35 H35 108.7
O8 C36 C35 111.8(3)
O8 C36 H36A 109.3
O8 C36 H36B 109.3
C35 C36 H36A 109.3
C35 C36 H36B 109.3
H36A C36 H36B 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O9 C38 1.429(8)
O9 H9A 0.84(6)
O9 C38A 1.518(13)
C37 H37A 0.9800
C37 H37B 0.9800
C37 H37C 0.9800
C37 C38 1.501(12)
C38 H38 1.0000
C38 C39 1.529(14)
C39 H39A 0.9800
C39 H39B 0.9800
C39 H39C 0.9800
C37A H37D 0.9800
C37A H37E 0.9800
C37A H37F 0.9800
C37A C38A 1.513(16)
C38A H38A 1.0000
C38A C39A 1.493(17)
C39A H39D 0.9800
C39A H39E 0.9800
C39A H39F 0.9800
O1 H1 0.72(6)
O1 C3 1.430(4)
O2 H2 0.79(6)
O2 C12 1.428(4)
O3 C20 1.465(4)
O3 C31 1.390(4)
O4 H4 0.75(5)
O4 C32 1.407(4)
O5 H5 0.80(6)
O5 C33 1.414(4)
O6 H6 0.71(4)
O6 C34 1.409(4)
O7 C31 1.422(4)
O7 C35 1.427(4)
O8 H8 0.80(6)
O8 C36 1.415(5)
O10 H10A 0.86(6)
O10 H10B 0.85(6)
O11 H11C 0.81(9)
O11 H11D 0.90(18)
C1 H1A 0.9900
C1 H1B 0.9900
C1 C2 1.527(5)
C1 C10 1.529(5)
C2 H2A 0.9900
C2 H2B 0.9900
C2 C3 1.504(5)
C3 H3 1.0000
C3 C4 1.542(5)
C4 C5 1.559(5)
C4 C28 1.531(5)
C4 C29 1.520(5)
C5 H5A 1.0000
C5 C6 1.528(5)
C5 C10 1.551(4)
C6 H6A 0.9900
C6 H6B 0.9900
C6 C7 1.522(5)
C7 H7A 0.9900
C7 H7B 0.9900
C7 C8 1.526(5)
C8 C9 1.558(4)
C8 C14 1.567(5)
C8 C19 1.536(5)
C9 H9 1.0000
C9 C10 1.564(4)
C9 C11 1.526(4)
C10 C30 1.539(5)
C11 H11A 0.9900
C11 H11B 0.9900
C11 C12 1.523(5)
C12 H12 1.0000
C12 C13 1.516(4)
C13 H13 1.0000
C13 C14 1.550(4)
C13 C17 1.543(5)
C14 C15 1.526(5)
C14 C18 1.540(5)
C15 H15A 0.9900
C15 H15B 0.9900
C15 C16 1.535(5)
C16 H16A 0.9900
C16 H16B 0.9900
C16 C17 1.548(4)
C17 H17 1.0000
C17 C20 1.534(4)
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 C21 1.519(5)
C20 C22 1.524(5)
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C22 H22A 0.9900
C22 H22B 0.9900
C22 C23 1.522(5)
C23 H23A 0.9900
C23 H23B 0.9900
C23 C24 1.497(6)
C24 H24 0.9500
C24 C25 1.310(6)
C25 C26 1.496(8)
C25 C27 1.494(8)
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C31 H31 1.0000
C31 C32 1.511(5)
C32 H32 1.0000
C32 C33 1.510(5)
C33 H33 1.0000
C33 C34 1.518(5)
C34 H34 1.0000
C34 C35 1.514(5)
C35 H35 1.0000
C35 C36 1.511(5)
C36 H36A 0.9900
C36 H36B 0.9900
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
O9 H9A O2 0.84(6) 1.85(6) 2.687(4) 170(6) .
C38A H38A O5 1.00 2.58 3.381(15) 136.7 2_756
O1 H1 O6 0.72(6) 2.01(6) 2.724(4) 168(6) 1_465
O2 H2 O3 0.79 1.92 2.669(3) 160.5 .
O4 H4 O10 0.75(5) 2.05(6) 2.794(4) 171(5) .
O5 H5 O8 0.80 2.04 2.807(4) 161.5 2_746
O6 H6 O9 0.71(4) 2.05(5) 2.745(4) 165(4) 2_746
O8 H8 O9 0.80 2.05 2.817(4) 162.5 .
O10 H10A O1 0.86(6) 1.97(6) 2.819(4) 172(5) 1_545
O10 H10B O11 0.85(6) 2.07(6) 2.894(5) 163(5) 2_656
O11 H11C O4 0.81(9) 2.05(9) 2.850(5) 172(9) .
O11 H11D O8 0.90(18) 2.56(18) 3.318(5) 142(15) 2_746
C17 H17 O10 1.00 2.61 3.560(4) 159.3 .
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
O1 C3 C4 C5 -171.6(3)
O1 C3 C4 C28 71.5(4)
O1 C3 C4 C29 -45.5(4)
O2 C12 C13 C14 173.4(3)
O2 C12 C13 C17 -64.6(4)
O3 C20 C22 C23 -88.5(4)
O3 C31 C32 O4 -65.3(3)
O3 C31 C32 C33 174.5(3)
O4 C32 C33 O5 66.3(4)
O4 C32 C33 C34 -173.4(3)
O5 C33 C34 O6 -71.2(3)
O5 C33 C34 C35 170.2(3)
O6 C34 C35 O7 -173.9(3)
O6 C34 C35 C36 66.8(4)
O7 C31 C32 O4 179.2(3)
O7 C31 C32 C33 59.1(3)
O7 C35 C36 O8 -62.5(4)
C1 C2 C3 O1 177.2(3)
C1 C2 C3 C4 54.7(4)
C2 C1 C10 C5 53.6(4)
C2 C1 C10 C9 167.8(3)
C2 C1 C10 C30 -70.4(4)
C2 C3 C4 C5 -50.0(4)
C2 C3 C4 C28 -166.9(3)
C2 C3 C4 C29 76.0(4)
C3 C4 C5 C6 -178.2(3)
C3 C4 C5 C10 51.5(4)
C4 C5 C6 C7 164.9(3)
C4 C5 C10 C1 -53.5(4)
C4 C5 C10 C9 -168.7(3)
C4 C5 C10 C30 65.3(4)
C5 C6 C7 C8 56.6(4)
C6 C5 C10 C1 174.4(3)
C6 C5 C10 C9 59.3(3)
C6 C5 C10 C30 -66.7(4)
C6 C7 C8 C9 -49.6(4)
C6 C7 C8 C14 -167.7(3)
C6 C7 C8 C19 72.1(4)
C7 C8 C9 C10 51.5(4)
C7 C8 C9 C11 -176.1(3)
C7 C8 C14 C13 178.4(3)
C7 C8 C14 C15 -68.1(4)
C7 C8 C14 C18 54.8(4)
C8 C9 C10 C1 -171.5(3)
C8 C9 C10 C5 -56.6(3)
C8 C9 C10 C30 70.5(3)
C8 C9 C11 C12 54.3(4)
C8 C14 C15 C16 -158.4(3)
C9 C8 C14 C13 59.5(3)
C9 C8 C14 C15 173.1(3)
C9 C8 C14 C18 -64.1(3)
C9 C11 C12 O2 -175.4(3)
C9 C11 C12 C13 -53.3(4)
C10 C1 C2 C3 -56.6(4)
C10 C5 C6 C7 -61.4(4)
C10 C9 C11 C12 -172.5(3)
C11 C9 C10 C1 57.4(4)
C11 C9 C10 C5 172.3(3)
C11 C9 C10 C30 -60.6(4)
C11 C12 C13 C14 55.5(4)
C11 C12 C13 C17 177.5(3)
C12 C13 C14 C8 -60.6(3)
C12 C13 C14 C15 175.9(3)
C12 C13 C14 C18 64.0(3)
C12 C13 C17 C16 -157.4(3)
C12 C13 C17 C20 77.7(4)
C13 C14 C15 C16 -39.2(3)
C13 C17 C20 O3 -73.8(3)
C13 C17 C20 C21 173.0(3)
C13 C17 C20 C22 45.0(4)
C14 C8 C9 C10 171.8(3)
C14 C8 C9 C11 -55.8(3)
C14 C13 C17 C16 -32.4(3)
C14 C13 C17 C20 -157.3(3)
C14 C15 C16 C17 20.0(4)
C15 C16 C17 C13 7.8(4)
C15 C16 C17 C20 136.6(3)
C16 C17 C20 O3 165.8(3)
C16 C17 C20 C21 52.6(4)
C16 C17 C20 C22 -75.5(3)
C17 C13 C14 C8 168.0(2)
C17 C13 C14 C15 44.5(3)
C17 C13 C14 C18 -67.4(3)
C17 C20 C22 C23 158.7(3)
C18 C14 C15 C16 75.8(3)
C19 C8 C9 C10 -67.5(3)
C19 C8 C9 C11 64.9(3)
C19 C8 C14 C13 -62.7(3)
C19 C8 C14 C15 50.9(4)
C19 C8 C14 C18 173.8(3)
C20 O3 C31 O7 -93.8(3)
C20 O3 C31 C32 148.1(3)
C20 C22 C23 C24 177.7(3)
C21 C20 C22 C23 33.2(4)
C22 C23 C24 C25 -147.2(5)
C23 C24 C25 C26 176.9(5)
C23 C24 C25 C27 -1.4(8)
C28 C4 C5 C6 -62.8(4)
C28 C4 C5 C10 166.9(3)
C29 C4 C5 C6 57.8(4)
C29 C4 C5 C10 -72.5(4)
C31 O3 C20 C17 -172.2(3)
C31 O3 C20 C21 -57.2(4)
C31 O3 C20 C22 68.6(4)
C31 O7 C35 C34 60.4(3)
C31 O7 C35 C36 -175.5(3)
C31 C32 C33 O5 -172.5(3)
C31 C32 C33 C34 -52.3(3)
C32 C33 C34 O6 168.4(3)
C32 C33 C34 C35 49.9(4)
C33 C34 C35 O7 -52.9(4)
C33 C34 C35 C36 -172.2(3)
C34 C35 C36 O8 59.4(4)
C35 O7 C31 O3 180.0(2)
C35 O7 C31 C32 -64.1(3)
