#------------------------------------------------------------------------------
#$Date: 2020-11-30 06:59:47 +0200 (Mon, 30 Nov 2020) $
#$Revision: 259347 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/16/7241628.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_7241628
loop_
_publ_author_name
'Sahu, Amit Kumar'
'Said, Madhukar S.'
'Hingamire, Tejashri'
'Gaur, Megha'
'Khan, Abujunaid'
'Shanmugam, Dhanasekaran'
'Barvkar, Vitthal T.'
'Dharne, Mahesh S.'
'Bharde, Atul A.'
'Dastager, Syed G.'
_publ_section_title
;
 Approach to nigericin derivatives and their therapeutic potential
;
_journal_issue                   70
_journal_name_full               'RSC Advances'
_journal_page_first              43085
_journal_page_last               43091
_journal_paper_doi               10.1039/D0RA05137C
_journal_volume                  10
_journal_year                    2020
_chemical_compound_source        'Streptomyces sp. DASNCL29'
_chemical_formula_moiety         C40H68O11
_chemical_formula_sum            'C40 H66 O11'
_chemical_formula_weight         722.92
_chemical_name_systematic        Nigericin
_chemical_properties_physical    Air-sensitive,Moisture-sensitive,Hygroscopic
_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
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-08-09 deposited with the CCDC.	2020-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.033(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.4690(8)
_cell_length_b                   8.4950(5)
_cell_length_c                   16.6496(10)
_cell_measurement_temperature    100(2)
_cell_volume                     1993.8(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0851
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            109997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.128
_diffrn_reflns_theta_min         2.117
_exptl_absorpt_coefficient_mu    0.086
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_F_000             788
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM:METHANOL'
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 4236 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         11702
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0450
_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)+(0.0465P)²+0.5841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1077
_reflns_Friedel_coverage         0.880
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                10305
_reflns_number_total             11702
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ra05137c2.cif
_cod_data_source_block           DKS29
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7241628
_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.
;
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
O1 O 0.82463(11) 0.6939(2) 0.60460(10) 0.0248(3) Uani 1 1 d . . . . .
H1 H 0.8332 0.6816 0.6558 0.037 Uiso 1 1 calc R U . . .
O2 O 0.85902(10) 0.41970(18) 0.48393(9) 0.0173(3) Uani 1 1 d . . . . .
O3 O 0.62145(11) 0.30138(19) 0.58887(9) 0.0190(3) Uani 1 1 d . . . . .
O4 O 0.64978(10) 0.44761(17) 0.71047(9) 0.0166(3) Uani 1 1 d . . . . .
O5 O 0.51979(11) 0.52476(18) 0.81710(10) 0.0183(3) Uani 1 1 d . . . . .
O6 O 0.31914(11) 0.6284(2) 0.90443(10) 0.0262(4) Uani 1 1 d . . . . .
O7 O 0.98129(11) 0.6520(2) 0.63057(11) 0.0276(4) Uani 1 1 d . . . . .
O8 O 0.06507(10) 0.58429(19) 0.85798(10) 0.0193(3) Uani 1 1 d . . . . .
O9 O -0.01803(11) 0.7904(2) 0.78105(10) 0.0225(3) Uani 1 1 d . . . . .
H9 H -0.0153 0.7478 0.7361 0.034 Uiso 1 1 calc R U . . .
O10 O -0.17900(11) 0.6122(2) 0.75861(11) 0.0240(3) Uani 1 1 d . . . . .
H10 H -0.2217 0.5432 0.7500 0.036 Uiso 1 1 calc R U . . .
O11 O 0.82232(12) 0.2248(2) 0.75403(11) 0.0266(4) Uani 1 1 d . . . . .
C1 C 0.90636(15) 0.6750(3) 0.58220(14) 0.0197(4) Uani 1 1 d . . . . .
C2 C 0.89603(15) 0.6882(3) 0.49032(14) 0.0193(4) Uani 1 1 d . . . . .
H2 H 0.9588 0.6639 0.4776 0.023 Uiso 1 1 calc R U . . .
C3 C 0.82414(15) 0.5666(2) 0.44660(13) 0.0169(4) Uani 1 1 d . . . . .
H3 H 0.7615 0.5892 0.4601 0.020 Uiso 1 1 calc R U . . .
C4 C 0.79915(15) 0.2861(3) 0.45571(14) 0.0188(4) Uani 1 1 d . . . . .
H4 H 0.8346 0.1901 0.4803 0.023 Uiso 1 1 calc R U . . .
C5 C 0.70629(16) 0.2896(3) 0.48489(14) 0.0198(4) Uani 1 1 d . . . . .
H5A H 0.6719 0.3874 0.4643 0.024 Uiso 1 1 calc R U . . .
H5B H 0.6666 0.1999 0.4595 0.024 Uiso 1 1 calc R U . . .
C6 C 0.71667(15) 0.2818(3) 0.57764(13) 0.0184(4) Uani 1 1 d . . . . .
H6 H 0.7579 0.3697 0.6051 0.022 Uiso 1 1 calc R U . . .
C7 C 0.61083(15) 0.3054(3) 0.67159(13) 0.0179(4) Uani 1 1 d . . . . .
C8 C 0.57882(14) 0.5746(3) 0.69442(13) 0.0168(4) Uani 1 1 d . . . . .
C9 C 0.57114(15) 0.6353(3) 0.77883(13) 0.0171(4) Uani 1 1 d . . . . .
H9A H 0.6366 0.6463 0.8141 0.020 Uiso 1 1 calc R U . . .
C10 C 0.47280(15) 0.6063(3) 0.87349(13) 0.0177(4) Uani 1 1 d . . . . .
C11 C 0.36596(15) 0.5813(3) 0.84093(13) 0.0179(4) Uani 1 1 d . . . . .
H11 H 0.3453 0.6568 0.7942 0.021 Uiso 1 1 calc R U . . .
C12 C 0.22821(15) 0.5528(3) 0.89169(14) 0.0208(4) Uani 1 1 d . . . . .
H12 H 0.2271 0.4827 0.9397 0.025 Uiso 1 1 calc R U . . .
C13 C 0.14998(14) 0.6755(3) 0.88415(13) 0.0194(4) Uani 1 1 d . . . . .
H13 H 0.1551 0.7516 0.8395 0.023 Uiso 1 1 calc R U . . .
C14 C 0.14780(16) 0.7672(3) 0.96282(14) 0.0225(4) Uani 1 1 d . . . . .
H14 H 0.1519 0.6898 1.0087 0.027 Uiso 1 1 calc R U . . .
C15 C 0.05321(17) 0.8555(3) 0.95195(16) 0.0249(5) Uani 1 1 d . . . . .
H15A H 0.0483 0.8999 1.0058 0.030 Uiso 1 1 calc R U . . .
H15B H 0.0528 0.9444 0.9135 0.030 Uiso 1 1 calc R U . . .
C16 C -0.03326(17) 0.7521(3) 0.91916(15) 0.0247(5) Uani 1 1 d . . . . .
H16 H -0.0334 0.6670 0.9606 0.030 Uiso 1 1 calc R U . . .
C17 C -0.12588(19) 0.8441(4) 0.91013(19) 0.0361(6) Uani 1 1 d . . . . .
H17A H -0.1299 0.8876 0.9638 0.054 Uiso 1 1 calc R U . . .
H17B H -0.1798 0.7736 0.8902 0.054 Uiso 1 1 calc R U . . .
H17C H -0.1274 0.9302 0.8707 0.054 Uiso 1 1 calc R U . . .
C18 C 0.81034(16) 0.5620(3) 0.35255(14) 0.0206(4) Uani 1 1 d . . . . .
H18 H 0.7774 0.6613 0.3298 0.025 Uiso 1 1 calc R U . . .
C19 C 0.74446(17) 0.4233(3) 0.31932(14) 0.0227(4) Uani 1 1 d . . . . .
H19A H 0.6803 0.4441 0.3286 0.027 Uiso 1 1 calc R U . . .
H19B H 0.7391 0.4127 0.2592 0.027 Uiso 1 1 calc R U . . .
C20 C 0.78303(17) 0.2706(3) 0.36240(14) 0.0214(4) Uani 1 1 d . . . . .
H20A H 0.7375 0.1842 0.3431 0.026 Uiso 1 1 calc R U . . .
H20B H 0.8437 0.2435 0.3477 0.026 Uiso 1 1 calc R U . . .
C21 C 0.50397(15) 0.3204(3) 0.66542(14) 0.0195(4) Uani 1 1 d . . . . .
H21 H 0.4912 0.2995 0.7210 0.023 Uiso 1 1 calc R U . . .
C22 C 0.44192(18) 0.2113(4) 0.60338(17) 0.0315(6) Uani 1 1 d . . . . .
H22A H 0.3754 0.2246 0.6061 0.047 Uiso 1 1 calc R U . . .
H22B H 0.4612 0.1019 0.6163 0.047 Uiso 1 1 calc R U . . .
H22C H 0.4491 0.2371 0.5478 0.047 Uiso 1 1 calc R U . . .
C23 C 0.48812(15) 0.4954(3) 0.64613(14) 0.0204(4) Uani 1 1 d . . . . .
H23A H 0.4319 0.5346 0.6646 0.025 Uiso 1 1 calc R U . . .
H23B H 0.4791 0.5153 0.5863 0.025 Uiso 1 1 calc R U . . .
C24 C 0.51879(16) 0.7901(3) 0.78057(14) 0.0211(4) Uani 1 1 d . . . . .
H24A H 0.4605 0.7952 0.7361 0.025 Uiso 1 1 calc R U . . .
H24B H 0.5597 0.8815 0.7760 0.025 Uiso 1 1 calc R U . . .
C25 C 0.49579(16) 0.7815(3) 0.86529(14) 0.0216(4) Uani 1 1 d . . . . .
H25A H 0.4406 0.8486 0.8680 0.026 Uiso 1 1 calc R U . . .
H25B H 0.5508 0.8142 0.9091 0.026 Uiso 1 1 calc R U . . .
C26 C 0.51147(17) 0.5449(3) 0.96039(14) 0.0243(5) Uani 1 1 d . . . . .
H26A H 0.5009 0.4311 0.9617 0.036 Uiso 1 1 calc R U . . .
H26B H 0.4789 0.5973 0.9986 0.036 Uiso 1 1 calc R U . . .
H26C H 0.5796 0.5667 0.9769 0.036 Uiso 1 1 calc R U . . .
C27 C 0.32351(15) 0.4203(3) 0.81050(14) 0.0205(4) Uani 1 1 d . . . . .
H27 H 0.3279 0.4039 0.7520 0.025 Uiso 1 1 calc R U . . .
C28 C 0.36420(18) 0.2777(3) 0.86202(17) 0.0278(5) Uani 1 1 d . . . . .
H28A H 0.3592 0.2936 0.9192 0.042 Uiso 1 1 calc R U . . .
H28B H 0.4310 0.2644 0.8603 0.042 Uiso 1 1 calc R U . . .
H28C H 0.3285 0.1833 0.8397 0.042 Uiso 1 1 calc R U . . .
C29 C 0.21952(16) 0.4515(3) 0.81380(15) 0.0224(4) Uani 1 1 d . . . . .
H29A H 0.1856 0.5089 0.7641 0.027 Uiso 1 1 calc R U . . .
H29B H 0.1857 0.3518 0.8185 0.027 Uiso 1 1 calc R U . . .
C30 C -0.02080(15) 0.6735(3) 0.84005(14) 0.0197(4) Uani 1 1 d . . . . .
C31 C -0.09274(15) 0.5450(3) 0.80438(15) 0.0227(4) Uani 1 1 d . . . . .
H31A H -0.0655 0.4754 0.7680 0.027 Uiso 1 1 calc R U . . .
H31B H -0.1061 0.4801 0.8498 0.027 Uiso 1 1 calc R U . . .
C32 C 0.23053(18) 0.8824(3) 0.98723(17) 0.0298(5) Uani 1 1 d . . . . .
H32A H 0.2904 0.8238 0.9996 0.045 Uiso 1 1 calc R U . . .
H32B H 0.2239 0.9418 1.0361 0.045 Uiso 1 1 calc R U . . .
H32C H 0.2303 0.9554 0.9416 0.045 Uiso 1 1 calc R U . . .
C33 C 0.61389(15) 0.7033(3) 0.64560(15) 0.0210(4) Uani 1 1 d . . . . .
H33A H 0.6694 0.7546 0.6803 0.031 Uiso 1 1 calc R U . . .
H33B H 0.5635 0.7812 0.6278 0.031 Uiso 1 1 calc R U . . .
H33C H 0.6314 0.6573 0.5971 0.031 Uiso 1 1 calc R U . . .
C34 C 0.65697(16) 0.1618(3) 0.72121(14) 0.0204(4) Uani 1 1 d . . . . .
H34 H 0.6150 0.0703 0.7001 0.025 Uiso 1 1 calc R U . . .
C35 C 0.65862(18) 0.1729(3) 0.81308(15) 0.0256(5) Uani 1 1 d . . . . .
H35A H 0.6878 0.0778 0.8411 0.038 Uiso 1 1 calc R U . . .
H35B H 0.5936 0.1827 0.8205 0.038 Uiso 1 1 calc R U . . .
H35C H 0.6955 0.2653 0.8366 0.038 Uiso 1 1 calc R U . . .
C36 C 0.75422(17) 0.1199(3) 0.70691(15) 0.0235(5) Uani 1 1 d . . . . .
H36 H 0.7702 0.0104 0.7274 0.028 Uiso 1 1 calc R U . . .
C37 C 0.7544(2) 0.1250(3) 0.61543(16) 0.0271(5) Uani 1 1 d . . . . .
H37A H 0.8198 0.1091 0.6083 0.033 Uiso 1 1 calc R U . . .
H37B H 0.7145 0.0385 0.5865 0.033 Uiso 1 1 calc R U . . .
C38 C 0.9162(2) 0.1755(4) 0.7585(3) 0.0545(10) Uani 1 1 d . . . . .
H38A H 0.9185 0.0603 0.7569 0.082 Uiso 1 1 calc R U . . .
H38B H 0.9571 0.2133 0.8100 0.082 Uiso 1 1 calc R U . . .
H38C H 0.9385 0.2186 0.7116 0.082 Uiso 1 1 calc R U . . .
C39 C 0.90388(18) 0.5531(3) 0.32490(16) 0.0282(5) Uani 1 1 d . . . . .
H39A H 0.9391 0.6516 0.3390 0.042 Uiso 1 1 calc R U . . .
H39B H 0.8909 0.5370 0.2651 0.042 Uiso 1 1 calc R U . . .
H39C H 0.9417 0.4651 0.3528 0.042 Uiso 1 1 calc R U . . .
C40 C 0.86848(19) 0.8570(3) 0.46182(17) 0.0268(5) Uani 1 1 d . . . . .
H40A H 0.8056 0.8813 0.4712 0.040 Uiso 1 1 calc R U . . .
H40B H 0.8672 0.8667 0.4029 0.040 Uiso 1 1 calc R U . . .
H40C H 0.9151 0.9307 0.4931 0.040 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C3 O2 C4 114.67(16) . . ?
C7 O3 C6 116.38(16) . . ?
C7 O4 C8 110.51(15) . . ?
C9 O5 C10 109.88(16) . . ?
C11 O6 C12 109.61(16) . . ?
C30 O8 C13 114.96(17) . . ?
C30 O9 H9 109.5 . . ?
C31 O10 H10 109.5 . . ?
C38 O11 C36 112.4(2) . . ?
O7 C1 O1 123.6(2) . . ?
O7 C1 C2 123.7(2) . . ?
O1 C1 C2 112.67(18) . . ?
C1 C2 C3 109.51(17) . . ?
C1 C2 C40 110.05(19) . . ?
C3 C2 C40 112.50(18) . . ?
C1 C2 H2 108.2 . . ?
C3 C2 H2 108.2 . . ?
C40 C2 H2 108.2 . . ?
O2 C3 C2 104.27(16) . . ?
O2 C3 C18 111.85(17) . . ?
C2 C3 C18 114.93(18) . . ?
O2 C3 H3 108.5 . . ?
C2 C3 H3 108.5 . . ?
C18 C3 H3 108.5 . . ?
O2 C4 C20 110.05(17) . . ?
O2 C4 C5 112.82(17) . . ?
C20 C4 C5 112.47(18) . . ?
O2 C4 H4 107.0 . . ?
C20 C4 H4 107.0 . . ?
C5 C4 H4 107.0 . . ?
C6 C5 C4 115.46(18) . . ?
C6 C5 H5A 108.4 . . ?
C4 C5 H5A 108.4 . . ?
C6 C5 H5B 108.4 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
O3 C6 C5 104.40(17) . . ?
O3 C6 C37 108.18(18) . . ?
C5 C6 C37 113.75(19) . . ?
O3 C6 H6 110.1 . . ?
C5 C6 H6 110.1 . . ?
C37 C6 H6 110.1 . . ?
O3 C7 O4 110.05(17) . . ?
O3 C7 C21 105.39(17) . . ?
O4 C7 C21 104.47(17) . . ?
O3 C7 C34 111.88(18) . . ?
O4 C7 C34 110.41(17) . . ?
C21 C7 C34 114.27(18) . . ?
O4 C8 C33 108.77(16) . . ?
O4 C8 C9 105.87(16) . . ?
C33 C8 C9 110.66(18) . . ?
O4 C8 C23 104.71(17) . . ?
C33 C8 C23 112.70(18) . . ?
C9 C8 C23 113.61(17) . . ?
O5 C9 C24 104.34(16) . . ?
O5 C9 C8 109.95(17) . . ?
C24 C9 C8 116.75(18) . . ?
O5 C9 H9A 108.5 . . ?
C24 C9 H9A 108.5 . . ?
C8 C9 H9A 108.5 . . ?
O5 C10 C26 109.01(18) . . ?
O5 C10 C11 106.68(16) . . ?
C26 C10 C11 114.47(18) . . ?
O5 C10 C25 105.19(17) . . ?
C26 C10 C25 112.07(19) . . ?
C11 C10 C25 108.88(18) . . ?
O6 C11 C10 107.86(16) . . ?
O6 C11 C27 105.70(17) . . ?
C10 C11 C27 122.37(18) . . ?
O6 C11 H11 106.7 . . ?
C10 C11 H11 106.7 . . ?
C27 C11 H11 106.7 . . ?
O6 C12 C13 110.19(19) . . ?
O6 C12 C29 105.83(17) . . ?
C13 C12 C29 113.30(18) . . ?
O6 C12 H12 109.1 . . ?
C13 C12 H12 109.1 . . ?
C29 C12 H12 109.1 . . ?
O8 C13 C12 103.00(18) . . ?
O8 C13 C14 110.70(17) . . ?
C12 C13 C14 115.86(18) . . ?
O8 C13 H13 109.0 . . ?
C12 C13 H13 109.0 . . ?
C14 C13 H13 109.0 . . ?
C32 C14 C13 112.8(2) . . ?
C32 C14 C15 110.0(2) . . ?
C13 C14 C15 109.73(18) . . ?
C32 C14 H14 108.0 . . ?
C13 C14 H14 108.0 . . ?
C15 C14 H14 108.0 . . ?
C16 C15 C14 113.5(2) . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C30 C16 C15 108.33(19) . . ?
C30 C16 C17 114.3(2) . . ?
C15 C16 C17 111.8(2) . . ?
C30 C16 H16 107.4 . . ?
C15 C16 H16 107.4 . . ?
C17 C16 H16 107.4 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C39 C18 C3 112.89(19) . . ?
C39 C18 C19 111.93(19) . . ?
C3 C18 C19 108.33(18) . . ?
C39 C18 H18 107.8 . . ?
C3 C18 H18 107.8 . . ?
C19 C18 H18 107.8 . . ?
C20 C19 C18 110.54(18) . . ?
C20 C19 H19A 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 108.1 . . ?
C4 C20 C19 111.21(18) . . ?
C4 C20 H20A 109.4 . . ?
C19 C20 H20A 109.4 . . ?
C4 C20 H20B 109.4 . . ?
C19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C22 C21 C23 114.4(2) . . ?
C22 C21 C7 115.29(19) . . ?
C23 C21 C7 101.32(17) . . ?
C22 C21 H21 108.5 . . ?
C23 C21 H21 108.5 . . ?
C7 C21 H21 108.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 C8 104.28(18) . . ?
C21 C23 H23A 110.9 . . ?
C8 C23 H23A 110.9 . . ?
C21 C23 H23B 110.9 . . ?
C8 C23 H23B 110.9 . . ?
H23A C23 H23B 108.9 . . ?
C9 C24 C25 100.95(18) . . ?
C9 C24 H24A 111.6 . . ?
C25 C24 H24A 111.6 . . ?
C9 C24 H24B 111.6 . . ?
C25 C24 H24B 111.6 . . ?
H24A C24 H24B 109.4 . . ?
C24 C25 C10 103.04(18) . . ?
C24 C25 H25A 111.2 . . ?
C10 C25 H25A 111.2 . . ?
C24 C25 H25B 111.2 . . ?
C10 C25 H25B 111.2 . . ?
H25A C25 H25B 109.1 . . ?
C10 C26 H26A 109.5 . . ?
C10 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C10 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C11 116.54(19) . . ?
C28 C27 C29 111.9(2) . . ?
C11 C27 C29 98.96(18) . . ?
C28 C27 H27 109.6 . . ?
C11 C27 H27 109.6 . . ?
C29 C27 H27 109.6 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C12 C29 C27 103.39(18) . . ?
C12 C29 H29A 111.1 . . ?
C27 C29 H29A 111.1 . . ?
C12 C29 H29B 111.1 . . ?
C27 C29 H29B 111.1 . . ?
H29A C29 H29B 109.0 . . ?
O9 C30 O8 111.15(17) . . ?
O9 C30 C16 108.79(19) . . ?
O8 C30 C16 108.60(17) . . ?
O9 C30 C31 110.90(18) . . ?
O8 C30 C31 100.73(18) . . ?
C16 C30 C31 116.42(19) . . ?
O10 C31 C30 110.98(19) . . ?
O10 C31 H31A 109.4 . . ?
C30 C31 H31A 109.4 . . ?
O10 C31 H31B 109.4 . . ?
C30 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C14 C32 H32A 109.5 . . ?
C14 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C14 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C8 C33 H33A 109.5 . . ?
C8 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C8 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C36 C34 C35 111.41(19) . . ?
C36 C34 C7 113.97(18) . . ?
C35 C34 C7 113.31(19) . . ?
C36 C34 H34 105.8 . . ?
C35 C34 H34 105.8 . . ?
C7 C34 H34 105.8 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O11 C36 C34 108.43(18) . . ?
O11 C36 C37 112.1(2) . . ?
C34 C36 C37 111.1(2) . . ?
O11 C36 H36 108.4 . . ?
C34 C36 H36 108.4 . . ?
C37 C36 H36 108.4 . . ?
C6 C37 C36 110.91(19) . . ?
C6 C37 H37A 109.5 . . ?
C36 C37 H37A 109.5 . . ?
C6 C37 H37B 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 108.0 . . ?
O11 C38 H38A 109.5 . . ?
O11 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O11 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C18 C39 H39A 109.5 . . ?
C18 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C18 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C2 C40 H40A 109.5 . . ?
C2 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C2 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.327(3) . ?
O1 H1 0.8400 . ?
O2 C3 1.434(3) . ?
O2 C4 1.441(3) . ?
O3 C7 1.420(3) . ?
O3 C6 1.441(3) . ?
O4 C7 1.425(3) . ?
O4 C8 1.471(3) . ?
O5 C9 1.433(3) . ?
O5 C10 1.453(3) . ?
O6 C11 1.435(3) . ?
O6 C12 1.436(3) . ?
O7 C1 1.212(3) . ?
O8 C30 1.428(3) . ?
O8 C13 1.435(3) . ?
O9 C30 1.404(3) . ?
O9 H9 0.8400 . ?
O10 C31 1.427(3) . ?
O10 H10 0.8400 . ?
O11 C38 1.408(3) . ?
O11 C36 1.426(3) . ?
C1 C2 1.507(3) . ?
C2 C3 1.529(3) . ?
C2 C40 1.534(3) . ?
C2 H2 1.0000 . ?
C3 C18 1.534(3) . ?
C3 H3 1.0000 . ?
C4 C20 1.524(3) . ?
C4 C5 1.528(3) . ?
C4 H4 1.0000 . ?
C5 C6 1.519(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C37 1.521(3) . ?
C6 H6 1.0000 . ?
C7 C21 1.532(3) . ?
C7 C34 1.539(3) . ?
C8 C33 1.517(3) . ?
C8 C9 1.525(3) . ?
C8 C23 1.531(3) . ?
C9 C24 1.521(3) . ?
C9 H9A 1.0000 . ?
C10 C26 1.521(3) . ?
C10 C11 1.533(3) . ?
C10 C25 1.537(3) . ?
C11 C27 1.538(3) . ?
C11 H11 1.0000 . ?
C12 C13 1.523(3) . ?
C12 C29 1.538(3) . ?
C12 H12 1.0000 . ?
C13 C14 1.530(3) . ?
C13 H13 1.0000 . ?
C14 C32 1.528(3) . ?
C14 C15 1.535(3) . ?
C14 H14 1.0000 . ?
C15 C16 1.525(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C30 1.523(3) . ?
C16 C17 1.529(3) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C39 1.527(3) . ?
C18 C19 1.538(3) . ?
C18 H18 1.0000 . ?
C19 C20 1.526(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.521(3) . ?
C21 C23 1.528(3) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.522(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.524(3) . ?
C27 C29 1.541(3) . ?
C27 H27 1.0000 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.532(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C36 1.521(3) . ?
C34 C35 1.527(3) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.524(3) . ?
C36 H36 1.0000 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
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
C38 H38A O9 0.98 2.47 3.404(4) 159.5 1_645
C33 H33A O10 0.98 2.59 3.252(3) 125.4 1_655
C21 H21 O5 1.00 2.47 3.030(3) 115.1 .
C20 H20B O7 0.99 2.60 3.532(3) 157.9 2_746
O10 H10 O4 0.84 2.00 2.800(2) 158.9 1_455
O9 H9 O7 0.84 1.93 2.765(2) 175.9 1_455
O1 H1 O10 0.84 1.86 2.668(2) 162.3 1_655
O1 H1 O10 0.84 1.86 2.668(2) 162.3 1_655
C20 H20B O7 0.99 2.60 3.532(3) 157.9 2_746
C21 H21 O5 1.00 2.47 3.030(3) 115.1 .
C33 H33A O10 0.98 2.59 3.252(3) 125.4 1_655
C38 H38A O9 0.98 2.47 3.404(4) 159.5 1_645
O1 H1 O10 0.84 1.86 2.668(2) 162.3 1_655
O9 H9 O7 0.84 1.93 2.765(2) 175.9 1_455
O10 H10 O4 0.84 2.00 2.800(2) 158.9 1_455
C20 H20B O7 0.99 2.60 3.532(3) 157.9 2_746
C21 H21 O5 1.00 2.47 3.030(3) 115.1 .
C33 H33A O10 0.98 2.59 3.252(3) 125.4 1_655
C38 H38A O9 0.98 2.47 3.404(4) 159.5 1_645
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O7 C1 C2 C3 123.5(2) . . . . ?
O1 C1 C2 C3 -57.5(2) . . . . ?
O7 C1 C2 C40 -112.3(3) . . . . ?
O1 C1 C2 C40 66.6(2) . . . . ?
C4 O2 C3 C2 176.56(16) . . . . ?
C4 O2 C3 C18 -58.7(2) . . . . ?
C1 C2 C3 O2 -54.4(2) . . . . ?
C40 C2 C3 O2 -177.12(18) . . . . ?
C1 C2 C3 C18 -177.21(18) . . . . ?
C40 C2 C3 C18 60.1(2) . . . . ?
C3 O2 C4 C20 56.8(2) . . . . ?
C3 O2 C4 C5 -69.8(2) . . . . ?
O2 C4 C5 C6 -63.0(3) . . . . ?
C20 C4 C5 C6 171.81(19) . . . . ?
C7 O3 C6 C5 -177.43(17) . . . . ?
C7 O3 C6 C37 61.1(2) . . . . ?
C4 C5 C6 O3 174.92(18) . . . . ?
C4 C5 C6 C37 -67.4(3) . . . . ?
C6 O3 C7 O4 70.1(2) . . . . ?
C6 O3 C7 C21 -177.83(17) . . . . ?
C6 O3 C7 C34 -53.1(2) . . . . ?
C8 O4 C7 O3 86.4(2) . . . . ?
C8 O4 C7 C21 -26.3(2) . . . . ?
C8 O4 C7 C34 -149.58(17) . . . . ?
C7 O4 C8 C33 -116.87(19) . . . . ?
C7 O4 C8 C9 124.18(17) . . . . ?
C7 O4 C8 C23 3.8(2) . . . . ?
C10 O5 C9 C24 -26.4(2) . . . . ?
C10 O5 C9 C8 -152.33(16) . . . . ?
O4 C8 C9 O5 -74.36(19) . . . . ?
C33 C8 C9 O5 167.95(17) . . . . ?
C23 C8 C9 O5 40.0(2) . . . . ?
O4 C8 C9 C24 167.08(17) . . . . ?
C33 C8 C9 C24 49.4(2) . . . . ?
C23 C8 C9 C24 -78.6(2) . . . . ?
C9 O5 C10 C26 -118.23(19) . . . . ?
C9 O5 C10 C11 117.68(18) . . . . ?
C9 O5 C10 C25 2.1(2) . . . . ?
C12 O6 C11 C10 -157.47(18) . . . . ?
C12 O6 C11 C27 -25.0(2) . . . . ?
O5 C10 C11 O6 166.92(17) . . . . ?
C26 C10 C11 O6 46.3(3) . . . . ?
C25 C10 C11 O6 -80.0(2) . . . . ?
O5 C10 C11 C27 44.2(3) . . . . ?
C26 C10 C11 C27 -76.5(3) . . . . ?
C25 C10 C11 C27 157.22(19) . . . . ?
C11 O6 C12 C13 -122.85(19) . . . . ?
C11 O6 C12 C29 0.0(2) . . . . ?
C30 O8 C13 C12 -175.63(17) . . . . ?
C30 O8 C13 C14 59.9(2) . . . . ?
O6 C12 C13 O8 170.51(17) . . . . ?
C29 C12 C13 O8 52.2(2) . . . . ?
O6 C12 C13 C14 -68.5(2) . . . . ?
C29 C12 C13 C14 173.2(2) . . . . ?
O8 C13 C14 C32 -172.64(19) . . . . ?
C12 C13 C14 C32 70.6(3) . . . . ?
O8 C13 C14 C15 -49.6(2) . . . . ?
C12 C13 C14 C15 -166.3(2) . . . . ?
C32 C14 C15 C16 174.2(2) . . . . ?
C13 C14 C15 C16 49.5(3) . . . . ?
C14 C15 C16 C30 -53.8(3) . . . . ?
C14 C15 C16 C17 179.4(2) . . . . ?
O2 C3 C18 C39 -69.0(2) . . . . ?
C2 C3 C18 C39 49.6(3) . . . . ?
O2 C3 C18 C19 55.5(2) . . . . ?
C2 C3 C18 C19 174.15(18) . . . . ?
C39 C18 C19 C20 70.8(2) . . . . ?
C3 C18 C19 C20 -54.4(2) . . . . ?
O2 C4 C20 C19 -54.3(2) . . . . ?
C5 C4 C20 C19 72.4(2) . . . . ?
C18 C19 C20 C4 55.1(2) . . . . ?
O3 C7 C21 C22 45.6(3) . . . . ?
O4 C7 C21 C22 161.6(2) . . . . ?
C34 C7 C21 C22 -77.7(3) . . . . ?
O3 C7 C21 C23 -78.5(2) . . . . ?
O4 C7 C21 C23 37.5(2) . . . . ?
C34 C7 C21 C23 158.26(18) . . . . ?
C22 C21 C23 C8 -159.52(19) . . . . ?
C7 C21 C23 C8 -34.8(2) . . . . ?
O4 C8 C23 C21 20.2(2) . . . . ?
C33 C8 C23 C21 138.24(19) . . . . ?
C9 C8 C23 C21 -94.9(2) . . . . ?
O5 C9 C24 C25 39.5(2) . . . . ?
C8 C9 C24 C25 161.03(18) . . . . ?
C9 C24 C25 C10 -37.5(2) . . . . ?
O5 C10 C25 C24 22.8(2) . . . . ?
C26 C10 C25 C24 141.11(19) . . . . ?
C11 C10 C25 C24 -91.2(2) . . . . ?
O6 C11 C27 C28 -81.5(2) . . . . ?
C10 C11 C27 C28 42.3(3) . . . . ?
O6 C11 C27 C29 38.6(2) . . . . ?
C10 C11 C27 C29 162.34(19) . . . . ?
O6 C12 C29 C27 24.7(2) . . . . ?
C13 C12 C29 C27 145.55(19) . . . . ?
C28 C27 C29 C12 85.9(2) . . . . ?
C11 C27 C29 C12 -37.5(2) . . . . ?
C13 O8 C30 O9 55.5(2) . . . . ?
C13 O8 C30 C16 -64.2(2) . . . . ?
C13 O8 C30 C31 173.01(17) . . . . ?
C15 C16 C30 O9 -62.9(2) . . . . ?
C17 C16 C30 O9 62.4(3) . . . . ?
C15 C16 C30 O8 58.2(2) . . . . ?
C17 C16 C30 O8 -176.5(2) . . . . ?
C15 C16 C30 C31 170.90(19) . . . . ?
C17 C16 C30 C31 -63.8(3) . . . . ?
O9 C30 C31 O10 -44.2(3) . . . . ?
O8 C30 C31 O10 -161.96(18) . . . . ?
C16 C30 C31 O10 80.9(2) . . . . ?
O3 C7 C34 C36 43.5(2) . . . . ?
O4 C7 C34 C36 -79.4(2) . . . . ?
C21 C7 C34 C36 163.16(19) . . . . ?
O3 C7 C34 C35 172.30(18) . . . . ?
O4 C7 C34 C35 49.4(2) . . . . ?
C21 C7 C34 C35 -68.0(2) . . . . ?
C38 O11 C36 C34 167.6(2) . . . . ?
C38 O11 C36 C37 -69.4(3) . . . . ?
C35 C34 C36 O11 -50.8(2) . . . . ?
C7 C34 C36 O11 78.9(2) . . . . ?
C35 C34 C36 C37 -174.38(19) . . . . ?
C7 C34 C36 C37 -44.6(3) . . . . ?
O3 C6 C37 C36 -59.2(2) . . . . ?
C5 C6 C37 C36 -174.68(19) . . . . ?
O11 C36 C37 C6 -68.7(3) . . . . ?
C34 C36 C37 C6 52.8(3) . . . . ?
