#------------------------------------------------------------------------------
#$Date: 2020-08-29 08:09:17 +0300 (Sat, 29 Aug 2020) $
#$Revision: 255745 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/35/2243568.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_2243568
loop_
_publ_author_name
'Ouiyangkul, Passaporn'
'Saithong, Saowanit'
'Tantishaiyakul, Vimon'
_publ_section_title
;
 Syntheses and crystal structures of hydrated and anhydrous 1:2 cocrystals
 of oxyresveratrol and zwitterionic proline
;
_journal_coeditor_code           HB7935
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1528
_journal_page_last               1534
_journal_paper_doi               10.1107/S2056989020011536
_journal_volume                  76
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_iupac          'C14 H12 O4, 2C5 H9 N O2'
_chemical_formula_moiety         'C14 H12 O4, 2(C5 H9 N O2)'
_chemical_formula_sum            'C24 H30 N2 O8'
_chemical_formula_weight         474.50
_chemical_name_systematic
;
4-[(E)-2-(3,5-Dihydroxyphenyl)ethenyl]benzene-1,3-diol
bis[(S)-pyrrolidin-1-ium-2-carboxylate]
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8293(2)
_cell_length_b                   10.4915(2)
_cell_length_c                   22.9863(6)
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      33.70
_cell_measurement_theta_min      2.97
_cell_volume                     2370.44(9)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX2 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2020)
;
_computing_publication_material
;
WinGX  (Farrugia, 2012) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      297(2)
_diffrn_detector
'PHOTON II Charge-Integrating Pixel Array area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'graphiteDouble Bounce Multilayer Mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            22887
_diffrn_reflns_theta_full        24.990
_diffrn_reflns_theta_max         24.990
_diffrn_reflns_theta_min         2.975
_diffrn_source                   'Sealed x-ray tube'
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_correction_T_min  0.6557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       Block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.462
_exptl_crystal_size_mid          0.328
_exptl_crystal_size_min          0.188
_refine_diff_density_max         0.618
_refine_diff_density_min         -0.223
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4084
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0469
_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)+(0.0845P)²+0.7969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1332
_refine_ls_wR_factor_ref         0.1338
_reflns_number_gt                4038
_reflns_number_total             4084
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb7935sup1.cif
_cod_data_source_block           II
_cod_original_formula_sum        'C24 H30 N2 O8 '
_cod_database_code               2243568
_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   0.955
_shelx_estimated_absorpt_t_max   0.981
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.1260(3) 0.6128(3) 0.61986(10) 0.0514(7) Uani d 1 . .
H H1' 0.071(6) 0.669(5) 0.6427(14) 0.077 Uiso calc 1 . .
N N1 -0.0705(3) 0.4844(2) 0.79572(11) 0.0353(6) Uani d 1 . .
H H1A -0.014333 0.419063 0.801444 0.042 Uiso calc 1 . .
H H1B -0.056256 0.541800 0.823585 0.042 Uiso calc 1 . .
C C1 0.1126(3) 0.6427(3) 0.56307(13) 0.0352(7) Uani d 1 . .
O O2 0.2565(2) 0.5318(3) 0.42496(9) 0.0427(6) Uani d 1 . .
N N2 0.7837(3) 0.3235(3) 0.46631(12) 0.0389(6) Uani d 1 . .
H H2A 0.772557 0.318253 0.427954 0.047 Uiso calc 1 . .
H H2B 0.837980 0.260292 0.477681 0.047 Uiso calc 1 . .
C C2 0.0265(4) 0.7382(4) 0.54340(14) 0.0453(8) Uani d 1 . .
H H2 -0.024706 0.785813 0.569582 0.054 Uiso calc 1 . .
O O3 -0.2495(3) 0.9798(3) 0.19378(11) 0.0495(6) Uani d 1 . .
H H3' -0.249(3) 0.987(5) 0.156(3) 0.074 Uiso calc 1 . .
C C3 0.0180(4) 0.7616(4) 0.48443(14) 0.0455(8) Uani d 1 . .
H H3 -0.041818 0.824262 0.471595 0.055 Uiso calc 1 . .
O O4 0.1637(3) 0.7502(3) 0.15416(11) 0.0599(8) Uani d 1 . .
C C4 0.0949(3) 0.6957(3) 0.44306(13) 0.0356(7) Uani d 1 . .
O O5 0.5729(3) 0.4173(3) 0.41022(10) 0.0533(7) Uani d 1 . .
C C5 0.1812(3) 0.6002(3) 0.46420(13) 0.0309(6) Uani d 1 . .
O O6 0.4198(2) 0.3686(3) 0.47823(11) 0.0466(6) Uani d 1 . .
C C6 0.1903(3) 0.5733(3) 0.52325(13) 0.0329(6) Uani d 1 . .
H H6 0.247994 0.509154 0.536261 0.039 Uiso calc 1 . .
O O7 -0.0892(3) 0.7406(2) 0.78591(10) 0.0460(6) Uani d 1 . .
C C7 0.0875(4) 0.7241(3) 0.38077(13) 0.0386(7) Uani d 1 . .
H H7 0.156958 0.691646 0.357645 0.046 Uiso calc 1 . .
O O8 -0.0296(3) 0.7428(2) 0.69242(10) 0.0506(7) Uani d 1 . .
C C8 -0.0076(3) 0.7910(4) 0.35402(14) 0.0398(7) Uani d 1 . .
H H8 -0.075927 0.825377 0.377158 0.048 Uiso calc 1 . .
C C9 -0.0159(3) 0.8164(3) 0.29118(14) 0.0360(7) Uani d 1 . .
C C10 -0.1234(3) 0.8909(3) 0.27047(14) 0.0371(7) Uani d 1 . .
H H10 -0.185411 0.926232 0.296429 0.044 Uiso calc 1 . .
C C11 -0.1378(3) 0.9121(3) 0.21109(14) 0.0366(7) Uani d 1 . .
C C12 -0.0429(4) 0.8644(3) 0.17235(13) 0.0411(8) Uani d 1 . .
H H12 -0.051837 0.880042 0.132705 0.049 Uiso calc 1 . .
C C13 0.0660(4) 0.7930(3) 0.19307(14) 0.0419(7) Uani d 1 . .
C C14 0.0793(4) 0.7665(3) 0.25177(14) 0.0399(7) Uani d 1 . .
H H14 0.150671 0.716115 0.265004 0.048 Uiso calc 1 . .
C C15 0.5388(3) 0.3722(3) 0.45688(13) 0.0329(6) Uani d 1 . .
C C16 0.6496(3) 0.3150(3) 0.49651(14) 0.0378(7) Uani d 1 . .
H H16 0.628213 0.226093 0.505799 0.045 Uiso calc 1 . .
C C17 0.6714(5) 0.3919(6) 0.55258(16) 0.0633(12) Uani d 1 . .
H H17A 0.588047 0.434238 0.564351 0.076 Uiso calc 1 . .
H H17B 0.701960 0.337248 0.583990 0.076 Uiso calc 1 . .
C C18 0.7786(8) 0.4871(8) 0.5367(3) 0.108(3) Uani d 1 . .
H H18A 0.737801 0.570706 0.532318 0.130 Uiso calc 1 . .
H H18B 0.845990 0.491800 0.567471 0.130 Uiso calc 1 . .
C C19 0.8440(5) 0.4497(5) 0.4825(2) 0.0664(12) Uani d 1 . .
H H19A 0.941535 0.442251 0.487748 0.080 Uiso calc 1 . .
H H19B 0.826332 0.512272 0.452326 0.080 Uiso calc 1 . .
C C20 -0.0456(3) 0.5426(3) 0.73720(12) 0.0326(6) Uani d 1 . .
H H20 0.044694 0.517884 0.723075 0.039 Uiso calc 1 . .
C C21 -0.1553(5) 0.4849(4) 0.69788(18) 0.0583(10) Uani d 1 . .
H H21A -0.208778 0.551754 0.679827 0.070 Uiso calc 1 . .
H H21B -0.113911 0.433781 0.667490 0.070 Uiso calc 1 . .
C C22 -0.2429(6) 0.4041(6) 0.7356(2) 0.0830(17) Uani d 1 . .
H H22A -0.338064 0.418173 0.726516 0.100 Uiso calc 1 . .
H H22B -0.222303 0.314678 0.729493 0.100 Uiso calc 1 . .
C C23 -0.2149(4) 0.4400(4) 0.7970(2) 0.0583(10) Uani d 1 . .
H H23A -0.225509 0.367342 0.822688 0.070 Uiso calc 1 . .
H H23B -0.275284 0.507642 0.809722 0.070 Uiso calc 1 . .
C C24 -0.0559(3) 0.6875(3) 0.74016(13) 0.0350(7) Uani d 1 . .
H H2' 0.311(4) 0.484(4) 0.4408(18) 0.052 Uiso d 1 . .
H H4' 0.234(3) 0.736(5) 0.1775(16) 0.052 Uiso 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 0.0033 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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 H1' . . 109.5 ?
C23 N1 C20 . . 107.4(3) ?
C23 N1 H1A . . 110.2 ?
C20 N1 H1A . . 110.2 ?
C23 N1 H1B . . 110.2 ?
C20 N1 H1B . . 110.2 ?
H1A N1 H1B . . 108.5 ?
O1 C1 C2 . . 122.9(3) ?
O1 C1 C6 . . 117.4(3) ?
C2 C1 C6 . . 119.8(3) ?
C5 O2 H2' . . 112(3) ?
C16 N2 C19 . . 106.6(3) ?
C16 N2 H2A . . 110.4 ?
C19 N2 H2A . . 110.4 ?
C16 N2 H2B . . 110.4 ?
C19 N2 H2B . . 110.4 ?
H2A N2 H2B . . 108.6 ?
C3 C2 C1 . . 119.0(3) ?
C3 C2 H2 . . 120.5 ?
C1 C2 H2 . . 120.5 ?
C11 O3 H3' . . 109.5 ?
C2 C3 C4 . . 123.2(3) ?
C2 C3 H3 . . 118.4 ?
C4 C3 H3 . . 118.4 ?
C13 O4 H4' . . 102(3) ?
C3 C4 C5 . . 116.5(3) ?
C3 C4 C7 . . 122.5(3) ?
C5 C4 C7 . . 121.0(3) ?
O2 C5 C6 . . 120.2(3) ?
O2 C5 C4 . . 118.3(3) ?
C6 C5 C4 . . 121.5(3) ?
C5 C6 C1 . . 120.0(3) ?
C5 C6 H6 . . 120.0 ?
C1 C6 H6 . . 120.0 ?
C8 C7 C4 . . 126.8(3) ?
C8 C7 H7 . . 116.6 ?
C4 C7 H7 . . 116.6 ?
C7 C8 C9 . . 126.4(3) ?
C7 C8 H8 . . 116.8 ?
C9 C8 H8 . . 116.8 ?
C10 C9 C14 . . 119.5(3) ?
C10 C9 C8 . . 118.5(3) ?
C14 C9 C8 . . 122.0(3) ?
C11 C10 C9 . . 120.0(3) ?
C11 C10 H10 . . 120.0 ?
C9 C10 H10 . . 120.0 ?
O3 C11 C12 . . 122.8(3) ?
O3 C11 C10 . . 116.8(3) ?
C12 C11 C10 . . 120.4(3) ?
C11 C12 C13 . . 119.6(3) ?
C11 C12 H12 . . 120.2 ?
C13 C12 H12 . . 120.2 ?
C14 C13 O4 . . 119.9(3) ?
C14 C13 C12 . . 121.0(3) ?
O4 C13 C12 . . 119.1(3) ?
C13 C14 C9 . . 119.5(3) ?
C13 C14 H14 . . 120.3 ?
C9 C14 H14 . . 120.3 ?
O5 C15 O6 . . 127.2(3) ?
O5 C15 C16 . . 118.5(3) ?
O6 C15 C16 . . 114.3(3) ?
N2 C16 C17 . . 103.7(3) ?
N2 C16 C15 . . 109.0(3) ?
C17 C16 C15 . . 113.0(3) ?
N2 C16 H16 . . 110.3 ?
C17 C16 H16 . . 110.3 ?
C15 C16 H16 . . 110.3 ?
C18 C17 C16 . . 104.1(3) ?
C18 C17 H17A . . 110.9 ?
C16 C17 H17A . . 110.9 ?
C18 C17 H17B . . 110.9 ?
C16 C17 H17B . . 110.9 ?
H17A C17 H17B . . 109.0 ?
C19 C18 C17 . . 109.8(4) ?
C19 C18 H18A . . 109.7 ?
C17 C18 H18A . . 109.7 ?
C19 C18 H18B . . 109.7 ?
C17 C18 H18B . . 109.7 ?
H18A C18 H18B . . 108.2 ?
C18 C19 N2 . . 106.0(4) ?
C18 C19 H19A . . 110.5 ?
N2 C19 H19A . . 110.5 ?
C18 C19 H19B . . 110.5 ?
N2 C19 H19B . . 110.5 ?
H19A C19 H19B . . 108.7 ?
N1 C20 C24 . . 110.8(2) ?
N1 C20 C21 . . 104.7(3) ?
C24 C20 C21 . . 111.9(3) ?
N1 C20 H20 . . 109.7 ?
C24 C20 H20 . . 109.7 ?
C21 C20 H20 . . 109.7 ?
C22 C21 C20 . . 106.8(3) ?
C22 C21 H21A . . 110.4 ?
C20 C21 H21A . . 110.4 ?
C22 C21 H21B . . 110.4 ?
C20 C21 H21B . . 110.4 ?
H21A C21 H21B . . 108.6 ?
C23 C22 C21 . . 107.6(3) ?
C23 C22 H22A . . 110.2 ?
C21 C22 H22A . . 110.2 ?
C23 C22 H22B . . 110.2 ?
C21 C22 H22B . . 110.2 ?
H22A C22 H22B . . 108.5 ?
C22 C23 N1 . . 103.7(3) ?
C22 C23 H23A . . 111.0 ?
N1 C23 H23A . . 111.0 ?
C22 C23 H23B . . 111.0 ?
N1 C23 H23B . . 111.0 ?
H23A C23 H23B . . 109.0 ?
O7 C24 O8 . . 125.8(3) ?
O7 C24 C20 . . 120.3(3) ?
O8 C24 C20 . . 113.8(3) ?
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
O1 C1 . 1.349(4) ?
O1 H1' . 0.96(6) ?
N1 C23 . 1.495(5) n
N1 C20 . 1.497(4) n
N1 H1A . 0.8900 ?
N1 H1B . 0.8900 ?
C1 C2 . 1.387(5) ?
C1 C6 . 1.397(5) ?
O2 C5 . 1.369(4) ?
O2 H2' . 0.82(2) ?
N2 C16 . 1.492(4) n
N2 C19 . 1.498(5) n
N2 H2A . 0.8900 ?
N2 H2B . 0.8900 ?
C2 C3 . 1.380(5) ?
C2 H2 . 0.9300 ?
O3 C11 . 1.367(4) ?
O3 H3' . 0.87(6) ?
C3 C4 . 1.398(5) ?
C3 H3 . 0.9300 ?
O4 C13 . 1.387(4) ?
O4 H4' . 0.89(2) ?
C4 C5 . 1.400(4) ?
C4 C7 . 1.464(4) ?
O5 C15 . 1.219(4) n
C5 C6 . 1.389(4) ?
O6 C15 . 1.269(4) n
C6 H6 . 0.9300 ?
O7 C24 . 1.234(4) n
C7 C8 . 1.320(5) ?
C7 H7 . 0.9300 ?
O8 C24 . 1.268(4) n
C8 C9 . 1.471(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.398(5) ?
C9 C14 . 1.403(5) ?
C10 C11 . 1.390(4) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.383(5) ?
C12 C13 . 1.391(5) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.384(4) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.541(4) ?
C16 C17 . 1.535(5) ?
C16 H16 . 0.9800 ?
C17 C18 . 1.497(8) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 C19 . 1.456(8) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C20 C24 . 1.526(4) ?
C20 C21 . 1.531(5) ?
C20 H20 . 0.9800 ?
C21 C22 . 1.488(7) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 C23 . 1.485(7) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
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
O1 H1' O8 . 0.96 1.70 2.642(4) 169 yes
O2 H2' O6 . 0.82(2) 1.83(3) 2.647(3) 175(5) yes
O3 H3' O2 3 0.87 1.92 2.784(3) 171 yes
O4 H4' O7 2_566 0.89(2) 1.95(3) 2.794(4) 159(4) yes
N1 H1B O5 4_565 0.89 2.04 2.827(3) 146 yes
N1 H1A O8 3_546 0.89 1.90 2.733(4) 154 yes
N2 H2A O4 3_645 0.89 2.11 2.920(4) 150 yes
N2 H2B O6 2_556 0.89 1.87 2.734(4) 163 yes
C6 H6 O6 . 0.93 2.61 3.282(4) 130 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . -179.3(4) ?
C6 C1 C2 C3 . . . . 0.9(5) ?
C1 C2 C3 C4 . . . . -1.7(6) ?
C2 C3 C4 C5 . . . . 1.4(6) ?
C2 C3 C4 C7 . . . . -178.2(4) ?
C3 C4 C5 O2 . . . . 178.9(3) ?
C7 C4 C5 O2 . . . . -1.5(5) ?
C3 C4 C5 C6 . . . . -0.4(5) ?
C7 C4 C5 C6 . . . . 179.3(3) ?
O2 C5 C6 C1 . . . . -179.6(3) ?
C4 C5 C6 C1 . . . . -0.3(5) ?
O1 C1 C6 C5 . . . . -179.7(3) ?
C2 C1 C6 C5 . . . . 0.1(5) ?
C3 C4 C7 C8 . . . . -15.6(6) ?
C5 C4 C7 C8 . . . . 164.8(3) ?
C4 C7 C8 C9 . . . . -178.4(3) ?
C7 C8 C9 C10 . . . . -179.2(4) ?
C7 C8 C9 C14 . . . . 1.8(6) ?
C14 C9 C10 C11 . . . . 1.8(5) ?
C8 C9 C10 C11 . . . . -177.2(3) ?
C9 C10 C11 O3 . . . . 176.4(3) ?
C9 C10 C11 C12 . . . . -2.8(5) ?
O3 C11 C12 C13 . . . . -178.0(3) ?
C10 C11 C12 C13 . . . . 1.1(5) ?
C11 C12 C13 C14 . . . . 1.4(5) ?
C11 C12 C13 O4 . . . . -177.3(3) ?
O4 C13 C14 C9 . . . . 176.4(3) ?
C12 C13 C14 C9 . . . . -2.3(5) ?
C10 C9 C14 C13 . . . . 0.7(5) ?
C8 C9 C14 C13 . . . . 179.7(3) ?
C19 N2 C16 C17 . . . . -31.3(4) ?
C19 N2 C16 C15 . . . . 89.3(3) ?
O5 C15 C16 N2 . . . . -2.2(4) ?
O6 C15 C16 N2 . . . . 179.3(3) ?
O5 C15 C16 C17 . . . . 112.5(4) ?
O6 C15 C16 C17 . . . . -66.0(4) ?
N2 C16 C17 C18 . . . . 27.9(5) ?
C15 C16 C17 C18 . . . . -89.9(5) ?
C16 C17 C18 C19 . . . . -14.9(8) ?
C17 C18 C19 N2 . . . . -4.2(8) ?
C16 N2 C19 C18 . . . . 22.5(6) ?
C23 N1 C20 C24 . . . . 99.1(3) ?
C23 N1 C20 C21 . . . . -21.8(4) ?
N1 C20 C21 C22 . . . . 3.7(5) ?
C24 C20 C21 C22 . . . . -116.5(4) ?
C20 C21 C22 C23 . . . . 15.9(6) ?
C21 C22 C23 N1 . . . . -29.0(5) ?
C20 N1 C23 C22 . . . . 31.5(4) ?
N1 C20 C24 O7 . . . . -4.1(4) ?
C21 C20 C24 O7 . . . . 112.4(4) ?
N1 C20 C24 O8 . . . . 176.9(3) ?
C21 C20 C24 O8 . . . . -66.5(4) ?

_cod_database_fobs_code 2243568
