#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/83/1558329.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1558329
loop_
_publ_author_name
'Amaro Hernández, Aldo Guillermo'
'Rodríguez Tzompantzi, Tomasa'
'Dávila García, Álvaro'
'Meza-León, Rosa Luisa'
'Bernès, Sylvain'
_publ_section_title
;
 Ethyl
 (3S)-3-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propanoate
 chloroform monosolvate
;
_journal_coeditor_code           BX4018
_journal_issue                   6
_journal_name_full               IUCrData
_journal_page_first              x200788
_journal_paper_doi               10.1107/S2414314620007889
_journal_volume                  5
_journal_year                    2020
_chemical_absolute_configuration syn
_chemical_formula_iupac          'C22 H33 N O12, C H Cl3'
_chemical_formula_moiety         'C22 H33 N O12, C H Cl3'
_chemical_formula_sum            'C23 H34 Cl3 N O12'
_chemical_formula_weight         622.86
_chemical_melting_point          472
_chemical_name_systematic
'Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propanoate chloroform monosolvate'
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                91.995(7)
_cell_angle_beta                 99.103(6)
_cell_angle_gamma                95.567(7)
_cell_formula_units_Z            1
_cell_length_a                   5.5734(4)
_cell_length_b                   9.2537(9)
_cell_length_c                   14.2547(12)
_cell_measurement_reflns_used    12914
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      22.11
_cell_measurement_theta_min      2.81
_cell_volume                     721.56(11)
_computing_cell_refinement
;
X-AREA (Stoe & Cie, 2018)
;
_computing_data_collection
;
X-AREA (Stoe & Cie, 2018)
;
_computing_data_reduction
;
X-AREA (Stoe & Cie, 2018)
;
_computing_molecular_graphics
;
XP in SHELXTL-Plus (Sheldrick, 2008) and Mercury (Macrae et al.,
2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018/1 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296.0(10)
_diffrn_detector                 'Reverse-biased silicon diode array'
_diffrn_detector_area_resol_mean 5.81
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Stoe Stadivari'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56083
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14451
_diffrn_reflns_theta_full        19.664
_diffrn_reflns_theta_max         19.997
_diffrn_reflns_theta_min         2.806
_diffrn_source                   'Sealed X-ray tube'
_diffrn_source_current           0.600
_diffrn_source_power             0.039
_diffrn_source_voltage           65
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4348
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(X-AREA; Stoe & Cie, 2018)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_description       prism
_exptl_crystal_F_000             326
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.242
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     383
_refine_ls_number_reflns         4682
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0476
_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)+(0.0893P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1344
_reflns_number_gt                3696
_reflns_number_total             4682
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bx4018sup1.cif
_cod_data_source_block           I
_cod_database_code               1558329
_cod_database_fobs_code          1558329
_shelx_estimated_absorpt_t_min   0.930
_shelx_estimated_absorpt_t_max   0.971
loop_
_space_group_symop_operation_xyz
'x, y, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.4192(6) 0.3430(4) 0.5695(3) 0.0344(8) Uani d 1 . .
O O2 0.5788(5) 0.2914(4) 0.5055(2) 0.0427(8) Uani d 1 . .
C C3 0.4543(9) 0.1909(6) 0.4400(3) 0.0439(11) Uani d 1 . .
O O3 0.5583(9) 0.1395(6) 0.3811(3) 0.0753(13) Uani d 1 . .
C C4 0.1949(8) 0.1629(5) 0.4547(3) 0.0385(10) Uani d 1 . .
H H4A 0.146436 0.059472 0.455717 0.046 Uiso calc 1 . .
H H4B 0.085767 0.203684 0.405008 0.046 Uiso calc 1 . .
C C5 0.1936(7) 0.2394(5) 0.5516(3) 0.0325(9) Uani d 1 . .
H H5A 0.049758 0.293233 0.548463 0.039 Uiso calc 1 . .
C C6 0.2096(7) 0.1456(5) 0.6367(3) 0.0325(9) Uani d 1 . .
H H6A 0.182642 0.205556 0.691308 0.039 Uiso calc 1 . .
O O7 0.0169(5) 0.0254(3) 0.6205(2) 0.0383(7) Uani d 1 . .
C C8 0.0764(8) -0.0827(5) 0.6869(4) 0.0401(10) Uani d 1 . .
H H8A 0.051856 -0.180065 0.655473 0.048 Uiso calc 1 . .
O O8 -0.0546(6) -0.0761(5) 0.7624(3) 0.0591(11) Uani d 1 . .
C C9 0.3446(8) -0.0429(5) 0.7322(3) 0.0395(10) Uani d 1 . .
H H9A 0.438964 -0.127142 0.737062 0.047 Uiso calc 1 . .
O O9 0.3312(6) 0.0235(4) 0.8219(2) 0.0507(9) Uani d 1 . .
C C10 0.4372(7) 0.0710(5) 0.6671(3) 0.0331(9) Uani d 1 . .
H H10A 0.570310 0.138973 0.701591 0.040 Uiso calc 1 . .
O O10 0.5094(5) -0.0006(4) 0.5884(2) 0.0392(7) Uani d 1 . .
H H10 0.663(3) 0.018(7) 0.595(4) 0.059 Uiso d 1 . .
C C11 0.0999(10) -0.0210(7) 0.8482(4) 0.0556(14) Uani d 1 . .
C C12 0.1196(18) -0.1414(13) 0.9156(7) 0.110(3) Uani d 1 . .
H H12A 0.153220 -0.227703 0.882906 0.164 Uiso calc 1 . .
H H12B -0.031500 -0.159948 0.939536 0.164 Uiso calc 1 . .
H H12C 0.249583 -0.113622 0.967635 0.164 Uiso calc 1 . .
C C13 -0.0003(15) 0.1123(11) 0.8849(6) 0.092(2) Uani d 1 . .
H H13A -0.003399 0.184682 0.838227 0.138 Uiso calc 1 . .
H H13B 0.101958 0.150507 0.942771 0.138 Uiso calc 1 . .
H H13C -0.163125 0.086339 0.897110 0.138 Uiso calc 1 . .
C C14 0.3958(8) 0.4978(5) 0.5519(3) 0.0341(9) Uani d 1 . .
H H14A 0.275126 0.530272 0.588829 0.041 Uiso calc 1 . .
C C15 0.3155(8) 0.5318(5) 0.4486(3) 0.0358(10) Uani d 1 . .
H H15A 0.417651 0.485722 0.408769 0.043 Uiso calc 1 . .
O O16 0.0651(6) 0.4747(4) 0.4186(2) 0.0431(8) Uani d 1 . .
C C17 -0.0249(9) 0.5423(6) 0.3350(3) 0.0431(11) Uani d 1 . .
H H17A -0.190930 0.567791 0.336470 0.052 Uiso calc 1 . .
O O17 -0.0169(7) 0.4560(4) 0.2531(3) 0.0559(10) Uani d 1 . .
C C18 0.1501(10) 0.6781(6) 0.3303(3) 0.0458(11) Uani d 1 . .
H H18A 0.065765 0.764689 0.315529 0.055 Uiso calc 1 . .
O O18 0.2886(7) 0.6389(4) 0.2598(3) 0.0537(9) Uani d 1 . .
C C19 0.3149(9) 0.6928(5) 0.4266(3) 0.0416(11) Uani d 1 . .
H H19A 0.478703 0.739458 0.423355 0.050 Uiso calc 1 . .
O O19 0.1960(8) 0.7677(4) 0.4926(3) 0.0553(9) Uani d 1 . .
H H19 0.285(12) 0.846(5) 0.510(5) 0.083 Uiso d 1 . .
C C20 0.1496(10) 0.5257(6) 0.1982(4) 0.0501(12) Uani d 1 . .
C C21 0.0011(17) 0.5882(9) 0.1133(5) 0.088(2) Uani d 1 . .
H H21A -0.096745 0.658066 0.135300 0.132 Uiso calc 1 . .
H H21B -0.103333 0.511294 0.076155 0.132 Uiso calc 1 . .
H H21C 0.109420 0.634776 0.074853 0.132 Uiso calc 1 . .
C C22 0.3192(14) 0.4193(9) 0.1729(5) 0.0780(19) Uani d 1 . .
H H22A 0.398296 0.380374 0.229878 0.117 Uiso calc 1 . .
H H22B 0.440117 0.467836 0.140609 0.117 Uiso calc 1 . .
H H22C 0.227581 0.341646 0.132050 0.117 Uiso calc 1 . .
C C23 0.6434(9) 0.5822(6) 0.5916(4) 0.0448(11) Uani d 1 . .
H H23A 0.758166 0.567412 0.548500 0.054 Uiso calc 1 . .
H H23B 0.625021 0.685251 0.596046 0.054 Uiso calc 1 . .
C C24 0.7432(9) 0.5331(6) 0.6887(4) 0.0493(12) Uani d 1 . .
O O24 0.9310(8) 0.4794(7) 0.7079(3) 0.0849(15) Uani d 1 . .
O O25 0.5936(8) 0.5557(6) 0.7498(3) 0.0674(12) Uani d 1 . .
C C26A 0.658(3) 0.478(3) 0.8403(10) 0.057(6) Uani d 0.58(5) A 1
H H26A 0.664087 0.375099 0.825648 0.069 Uiso calc 0.58(5) A 1
H H26B 0.816300 0.517989 0.874147 0.069 Uiso calc 0.58(5) A 1
C C27A 0.462(4) 0.498(5) 0.9003(15) 0.104(11) Uani d 0.58(5) A 1
H H27A 0.481627 0.435909 0.952970 0.156 Uiso calc 0.58(5) A 1
H H27B 0.304371 0.473354 0.862377 0.156 Uiso calc 0.58(5) A 1
H H27C 0.476913 0.597468 0.923689 0.156 Uiso calc 0.58(5) A 1
C C26B 0.640(7) 0.552(5) 0.850(2) 0.086(9) Uani d 0.42(5) A 2
H H26C 0.593631 0.639463 0.879415 0.104 Uiso calc 0.42(5) A 2
H H26D 0.811343 0.544653 0.872685 0.104 Uiso calc 0.42(5) A 2
C C27B 0.492(7) 0.426(3) 0.872(2) 0.079(9) Uani d 0.42(5) A 2
H H27D 0.554422 0.397414 0.934526 0.119 Uiso calc 0.42(5) A 2
H H27E 0.497246 0.348130 0.826281 0.119 Uiso calc 0.42(5) A 2
H H27F 0.326809 0.448081 0.869704 0.119 Uiso calc 0.42(5) A 2
C C28 0.7434(11) 0.0620(7) 0.1880(4) 0.0593(14) Uani d 1 . .
H H28A 0.720244 0.127719 0.240495 0.071 Uiso calc 1 . .
Cl Cl1 1.0534(3) 0.0408(2) 0.19859(17) 0.0881(6) Uani d 1 . .
Cl Cl2 0.6390(4) 0.1396(3) 0.08089(14) 0.0907(6) Uani d 1 . .
Cl Cl3 0.5806(3) -0.1062(2) 0.19867(17) 0.0876(6) Uani d 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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'
Cl Cl 0.0998 0.0984 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 N1 C14 . . 107.2(3) ?
O2 N1 C5 . . 105.5(3) ?
C14 N1 C5 . . 118.0(3) ?
C3 O2 N1 . . 111.0(3) ?
O3 C3 O2 . . 119.3(5) ?
O3 C3 C4 . . 130.1(5) ?
O2 C3 C4 . . 110.6(4) ?
C3 C4 C5 . . 103.6(4) ?
C3 C4 H4A . . 111.0 ?
C5 C4 H4A . . 111.0 ?
C3 C4 H4B . . 111.0 ?
C5 C4 H4B . . 111.0 ?
H4A C4 H4B . . 109.0 ?
N1 C5 C6 . . 105.2(3) ?
N1 C5 C4 . . 105.5(3) ?
C6 C5 C4 . . 116.9(4) ?
N1 C5 H5A . . 109.6 ?
C6 C5 H5A . . 109.6 ?
C4 C5 H5A . . 109.6 ?
O7 C6 C5 . . 110.2(3) ?
O7 C6 C10 . . 103.1(3) ?
C5 C6 C10 . . 120.0(3) ?
O7 C6 H6A . . 107.7 ?
C5 C6 H6A . . 107.7 ?
C10 C6 H6A . . 107.7 ?
C8 O7 C6 . . 108.8(3) ?
O8 C8 O7 . . 111.6(4) ?
O8 C8 C9 . . 104.9(4) ?
O7 C8 C9 . . 106.6(3) ?
O8 C8 H8A . . 111.2 ?
O7 C8 H8A . . 111.2 ?
C9 C8 H8A . . 111.2 ?
C8 O8 C11 . . 111.3(4) ?
O9 C9 C10 . . 110.0(4) ?
O9 C9 C8 . . 104.1(4) ?
C10 C9 C8 . . 103.3(4) ?
O9 C9 H9A . . 112.9 ?
C10 C9 H9A . . 112.9 ?
C8 C9 H9A . . 112.9 ?
C9 O9 C11 . . 109.4(4) ?
O10 C10 C6 . . 111.1(3) ?
O10 C10 C9 . . 109.2(4) ?
C6 C10 C9 . . 101.4(3) ?
O10 C10 H10A . . 111.6 ?
C6 C10 H10A . . 111.6 ?
C9 C10 H10A . . 111.6 ?
C10 O10 H10 . . 106(4) ?
O9 C11 O8 . . 105.9(4) ?
O9 C11 C12 . . 110.9(6) ?
O8 C11 C12 . . 108.2(6) ?
O9 C11 C13 . . 108.1(6) ?
O8 C11 C13 . . 108.6(5) ?
C12 C11 C13 . . 114.8(7) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C13 H13A . . 109.5 ?
C11 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C11 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N1 C14 C15 . . 115.7(3) ?
N1 C14 C23 . . 106.9(4) ?
C15 C14 C23 . . 110.5(4) ?
N1 C14 H14A . . 107.8 ?
C15 C14 H14A . . 107.8 ?
C23 C14 H14A . . 107.8 ?
O16 C15 C14 . . 109.5(3) ?
O16 C15 C19 . . 103.1(4) ?
C14 C15 C19 . . 116.8(4) ?
O16 C15 H15A . . 109.0 ?
C14 C15 H15A . . 109.0 ?
C19 C15 H15A . . 109.0 ?
C17 O16 C15 . . 108.1(3) ?
O17 C17 O16 . . 111.9(4) ?
O17 C17 C18 . . 105.8(4) ?
O16 C17 C18 . . 106.5(4) ?
O17 C17 H17A . . 110.8 ?
O16 C17 H17A . . 110.8 ?
C18 C17 H17A . . 110.8 ?
C17 O17 C20 . . 110.2(4) ?
O18 C18 C19 . . 108.8(4) ?
O18 C18 C17 . . 103.7(4) ?
C19 C18 C17 . . 104.7(4) ?
O18 C18 H18A . . 113.0 ?
C19 C18 H18A . . 113.0 ?
C17 C18 H18A . . 113.0 ?
C18 O18 C20 . . 108.8(4) ?
O19 C19 C18 . . 108.6(4) ?
O19 C19 C15 . . 110.4(4) ?
C18 C19 C15 . . 99.5(4) ?
O19 C19 H19A . . 112.5 ?
C18 C19 H19A . . 112.5 ?
C15 C19 H19A . . 112.5 ?
C19 O19 H19 . . 107(5) ?
O18 C20 O17 . . 105.4(4) ?
O18 C20 C22 . . 108.6(5) ?
O17 C20 C22 . . 109.2(5) ?
O18 C20 C21 . . 110.8(5) ?
O17 C20 C21 . . 108.0(5) ?
C22 C20 C21 . . 114.6(6) ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 H22A . . 109.5 ?
C20 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C20 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C24 C23 C14 . . 111.2(4) ?
C24 C23 H23A . . 109.4 ?
C14 C23 H23A . . 109.4 ?
C24 C23 H23B . . 109.4 ?
C14 C23 H23B . . 109.4 ?
H23A C23 H23B . . 108.0 ?
O24 C24 O25 . . 124.4(5) ?
O24 C24 C23 . . 124.8(5) ?
O25 C24 C23 . . 110.8(5) ?
C24 O25 C26B . . 128.4(18) ?
C24 O25 C26A . . 111.8(8) ?
C27A C26A O25 . . 107.4(18) ?
C27A C26A H26A . . 110.2 ?
O25 C26A H26A . . 110.2 ?
C27A C26A H26B . . 110.2 ?
O25 C26A H26B . . 110.2 ?
H26A C26A H26B . . 108.5 ?
C26A C27A H27A . . 109.5 ?
C26A C27A H27B . . 109.5 ?
H27A C27A H27B . . 109.5 ?
C26A C27A H27C . . 109.5 ?
H27A C27A H27C . . 109.5 ?
H27B C27A H27C . . 109.5 ?
O25 C26B C27B . . 105(2) ?
O25 C26B H26C . . 110.7 ?
C27B C26B H26C . . 110.7 ?
O25 C26B H26D . . 110.7 ?
C27B C26B H26D . . 110.7 ?
H26C C26B H26D . . 108.8 ?
C26B C27B H27D . . 109.5 ?
C26B C27B H27E . . 109.5 ?
H27D C27B H27E . . 109.5 ?
C26B C27B H27F . . 109.5 ?
H27D C27B H27F . . 109.5 ?
H27E C27B H27F . . 109.5 ?
Cl1 C28 Cl3 . . 109.3(4) ?
Cl1 C28 Cl2 . . 110.9(3) ?
Cl3 C28 Cl2 . . 111.9(4) ?
Cl1 C28 H28A . . 108.2 ?
Cl3 C28 H28A . . 108.2 ?
Cl2 C28 H28A . . 108.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 O2 . 1.470(5) ?
N1 C14 . 1.477(6) ?
N1 C5 . 1.488(5) ?
O2 C3 . 1.352(6) ?
C3 O3 . 1.203(6) ?
C3 C4 . 1.493(7) ?
C4 C5 . 1.531(7) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.512(6) ?
C5 H5A . 0.9800 ?
C6 O7 . 1.454(5) ?
C6 C10 . 1.513(6) ?
C6 H6A . 0.9800 ?
O7 C8 . 1.428(6) ?
C8 O8 . 1.395(6) ?
C8 C9 . 1.536(6) ?
C8 H8A . 0.9800 ?
O8 C11 . 1.427(7) ?
C9 O9 . 1.415(6) ?
C9 C10 . 1.535(6) ?
C9 H9A . 0.9800 ?
O9 C11 . 1.425(6) ?
C10 O10 . 1.415(6) ?
C10 H10A . 0.9800 ?
O10 H10 . 0.846(14) ?
C11 C12 . 1.497(10) ?
C11 C13 . 1.513(11) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 C15 . 1.523(6) ?
C14 C23 . 1.532(6) ?
C14 H14A . 0.9800 ?
C15 O16 . 1.436(5) ?
C15 C19 . 1.533(7) ?
C15 H15A . 0.9800 ?
O16 C17 . 1.410(6) ?
C17 O17 . 1.400(7) ?
C17 C18 . 1.524(8) ?
C17 H17A . 0.9800 ?
O17 C20 . 1.428(6) ?
C18 O18 . 1.418(6) ?
C18 C19 . 1.521(7) ?
C18 H18A . 0.9800 ?
O18 C20 . 1.426(7) ?
C19 O19 . 1.430(6) ?
C19 H19A . 0.9800 ?
O19 H19 . 0.848(14) ?
C20 C22 . 1.502(9) ?
C20 C21 . 1.519(9) ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
C23 C24 . 1.510(8) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 O24 . 1.199(7) ?
C24 O25 . 1.322(7) ?
O25 C26B . 1.41(3) ?
O25 C26A . 1.510(17) ?
C26A C27A . 1.51(3) ?
C26A H26A . 0.9700 ?
C26A H26B . 0.9700 ?
C27A H27A . 0.9600 ?
C27A H27B . 0.9600 ?
C27A H27C . 0.9600 ?
C26B C27B . 1.43(4) ?
C26B H26C . 0.9700 ?
C26B H26D . 0.9700 ?
C27B H27D . 0.9600 ?
C27B H27E . 0.9600 ?
C27B H27F . 0.9600 ?
C28 Cl1 . 1.741(6) ?
C28 Cl3 . 1.747(7) ?
C28 Cl2 . 1.750(6) ?
C28 H28A . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C4 H4B O16 . 0.97 2.52 3.083(6) 116.6 n
C5 H5A O2 1_455 0.98 2.60 3.469(5) 148.2 n
C8 H8A O19 1_545 0.98 2.62 3.246(6) 121.9 n
O10 H10 O7 1_655 0.846(14) 1.943(19) 2.778(4) 169(6) y
O19 H19 O10 1_565 0.848(14) 1.98(3) 2.798(5) 162(7) y
C28 H28A O3 . 0.98 2.33 3.172(7) 143.7 n
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C14 N1 O2 C3 . . . . -113.8(4) ?
C5 N1 O2 C3 . . . . 12.8(4) ?
N1 O2 C3 O3 . . . . 178.7(5) ?
N1 O2 C3 C4 . . . . -0.8(5) ?
O3 C3 C4 C5 . . . . 169.4(5) ?
O2 C3 C4 C5 . . . . -11.0(5) ?
O2 N1 C5 C6 . . . . 105.2(3) ?
C14 N1 C5 C6 . . . . -135.1(4) ?
O2 N1 C5 C4 . . . . -18.9(4) ?
C14 N1 C5 C4 . . . . 100.7(4) ?
C3 C4 C5 N1 . . . . 18.2(4) ?
C3 C4 C5 C6 . . . . -98.3(4) ?
N1 C5 C6 O7 . . . . -171.3(3) ?
C4 C5 C6 O7 . . . . -54.6(5) ?
N1 C5 C6 C10 . . . . -51.9(5) ?
C4 C5 C6 C10 . . . . 64.7(5) ?
C5 C6 O7 C8 . . . . 163.3(3) ?
C10 C6 O7 C8 . . . . 34.1(4) ?
C6 O7 C8 O8 . . . . 101.4(4) ?
C6 O7 C8 C9 . . . . -12.6(5) ?
O7 C8 O8 C11 . . . . -108.6(5) ?
C9 C8 O8 C11 . . . . 6.4(6) ?
O8 C8 C9 O9 . . . . -17.0(5) ?
O7 C8 C9 O9 . . . . 101.5(4) ?
O8 C8 C9 C10 . . . . -131.9(4) ?
O7 C8 C9 C10 . . . . -13.5(5) ?
C10 C9 O9 C11 . . . . 131.8(4) ?
C8 C9 O9 C11 . . . . 21.7(5) ?
O7 C6 C10 O10 . . . . 75.1(4) ?
C5 C6 C10 O10 . . . . -47.8(5) ?
O7 C6 C10 C9 . . . . -40.8(4) ?
C5 C6 C10 C9 . . . . -163.7(4) ?
O9 C9 C10 O10 . . . . 165.0(3) ?
C8 C9 C10 O10 . . . . -84.4(4) ?
O9 C9 C10 C6 . . . . -77.7(4) ?
C8 C9 C10 C6 . . . . 32.9(4) ?
C9 O9 C11 O8 . . . . -18.2(6) ?
C9 O9 C11 C12 . . . . 98.9(7) ?
C9 O9 C11 C13 . . . . -134.4(5) ?
C8 O8 C11 O9 . . . . 6.6(6) ?
C8 O8 C11 C12 . . . . -112.3(7) ?
C8 O8 C11 C13 . . . . 122.5(6) ?
O2 N1 C14 C15 . . . . 52.9(4) ?
C5 N1 C14 C15 . . . . -65.8(5) ?
O2 N1 C14 C23 . . . . -70.7(4) ?
C5 N1 C14 C23 . . . . 170.6(4) ?
N1 C14 C15 O16 . . . . 69.4(5) ?
C23 C14 C15 O16 . . . . -168.9(4) ?
N1 C14 C15 C19 . . . . -173.9(4) ?
C23 C14 C15 C19 . . . . -52.3(5) ?
C14 C15 O16 C17 . . . . 163.1(4) ?
C19 C15 O16 C17 . . . . 38.1(5) ?
C15 O16 C17 O17 . . . . 97.5(5) ?
C15 O16 C17 C18 . . . . -17.7(5) ?
O16 C17 O17 C20 . . . . -115.1(5) ?
C18 C17 O17 C20 . . . . 0.5(5) ?
O17 C17 C18 O18 . . . . -15.0(5) ?
O16 C17 C18 O18 . . . . 104.2(4) ?
O17 C17 C18 C19 . . . . -129.1(4) ?
O16 C17 C18 C19 . . . . -9.9(5) ?
C19 C18 O18 C20 . . . . 135.3(4) ?
C17 C18 O18 C20 . . . . 24.3(5) ?
O18 C18 C19 O19 . . . . 165.1(4) ?
C17 C18 C19 O19 . . . . -84.5(5) ?
O18 C18 C19 C15 . . . . -79.5(4) ?
C17 C18 C19 C15 . . . . 30.9(5) ?
O16 C15 C19 O19 . . . . 72.3(5) ?
C14 C15 C19 O19 . . . . -47.8(5) ?
O16 C15 C19 C18 . . . . -41.7(4) ?
C14 C15 C19 C18 . . . . -161.8(4) ?
C18 O18 C20 O17 . . . . -24.5(5) ?
C18 O18 C20 C22 . . . . -141.3(5) ?
C18 O18 C20 C21 . . . . 92.1(6) ?
C17 O17 C20 O18 . . . . 14.2(6) ?
C17 O17 C20 C22 . . . . 130.7(5) ?
C17 O17 C20 C21 . . . . -104.2(6) ?
N1 C14 C23 C24 . . . . -44.9(6) ?
C15 C14 C23 C24 . . . . -171.5(4) ?
C14 C23 C24 O24 . . . . 118.4(7) ?
C14 C23 C24 O25 . . . . -60.8(6) ?
O24 C24 O25 C26B . . . . 15(2) ?
C23 C24 O25 C26B . . . . -166(2) ?
O24 C24 O25 C26A . . . . -12.2(14) ?
C23 C24 O25 C26A . . . . 167.0(12) ?
C24 O25 C26A C27A . . . . -174(3) ?
C24 O25 C26B C27B . . . . -111(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168306452
