#------------------------------------------------------------------------------
#$Date: 2024-02-04 14:17:34 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289572 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/78/7247858.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_7247858
loop_
_publ_author_name
'Chen, Shipeng'
'Wang, Jinping'
'Feng, Li'
'Song, Zebin'
'Wang, Xiaoji'
'Ke, Yubin'
'Hua, Lin'
'Fan, Yange'
'Li, Zheng'
'Hou, Yimin'
'Xue, Baoyu'
'Liu, Luke'
_publ_section_title
;
 Preparation, characterization and application of d-gluconic acetal-based
 self-healing supramolecular ionogels for desulphurization of fuels
;
_journal_issue                   2
_journal_name_full               'Green Chemistry'
_journal_page_first              979
_journal_page_last               991
_journal_paper_doi               10.1039/D3GC04359B
_journal_volume                  26
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H17 N O9, H2 O'
_chemical_formula_sum            'C14 H19 N O10'
_chemical_formula_weight         361.30
_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     dual
_audit_creation_date             2021-11-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-12-20 deposited with the CCDC.	2023-12-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.61033(12)
_cell_length_b                   11.7809(4)
_cell_length_c                   29.1594(12)
_cell_measurement_reflns_used    4032
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.5020
_cell_measurement_theta_min      2.9980
_cell_volume                     1583.76(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -113.00 -13.00   1.00    2.00    --  -41.11 -57.00   0.00  100
  2  ω     23.00  97.00   1.00    2.00    --   41.11-125.00  60.00   74
  3  ω      1.00  82.00   1.00    2.00    --   41.11 -99.00 -60.00   81
  4  ω     23.00  97.00   1.00    2.00    --   41.11-125.00 -60.00   74
  5  ω     94.00 178.00   1.00    5.00    --  107.58 125.00-120.00   84
  6  ω     31.00 136.00   1.00    5.00    --  107.58 -30.00  90.00  105
  7  ω     34.00 122.00   1.00    5.00    --  107.58-125.00 120.00   88
  8  ω     94.00 178.00   1.00    5.00    --  107.58 125.00-150.00   84
  9  ω     26.00 151.00   1.00    5.00    --  107.58 -15.00-180.00  125
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1126874000
_diffrn_orient_matrix_UB_12      -0.0966660000
_diffrn_orient_matrix_UB_13      0.0308104000
_diffrn_orient_matrix_UB_21      0.0944764000
_diffrn_orient_matrix_UB_22      -0.0876888000
_diffrn_orient_matrix_UB_23      -0.0362644000
_diffrn_orient_matrix_UB_31      0.2999493000
_diffrn_orient_matrix_UB_32      -0.0086718000
_diffrn_orient_matrix_UB_33      0.0229597000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            7571
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.649
_diffrn_reflns_theta_min         3.031
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.133
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_description       needle
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 1066 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3130
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0435
_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)+(0.0522P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1056
_reflns_Friedel_coverage         0.654
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.958
_reflns_number_gt                2904
_reflns_number_total             3130
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc04359b3.cif
_cod_data_source_block           z
_cod_depositor_comments          'Adding full bibliography for 7247858.cif.'
_cod_database_code               7247858
_shelx_shelxl_version_number     2018/3
_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   0.915
_shelx_estimated_absorpt_t_min   0.858
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O10(H10A,H10B)
2.b Ternary CH refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C11(H11)
2.c Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.d Aromatic/amide H refined with riding coordinates:
 C6(H6A), C7(H7A), C9(H9), C10(H10)
2.e Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
2.f Idealised tetrahedral OH refined as rotating group:
 O5(H5), O6(H6)
;
_olex2_date_sample_data_collection 2021-11-20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.707
_oxdiff_exptl_absorpt_empirical_full_min 0.208
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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 0.4070(4) 0.85256(18) 0.65361(8) 0.0257(5) Uani 1 1 d . . . . .
O2 O 0.0486(6) 0.90708(18) 0.60665(8) 0.0325(5) Uani 1 1 d . . . . .
O3 O 0.3140(4) 0.63836(16) 0.64091(7) 0.0165(4) Uani 1 1 d . . . . .
O4 O 0.2077(4) 0.49352(15) 0.58940(6) 0.0153(4) Uani 1 1 d . . . . .
O5 O 0.2884(4) 0.71716(16) 0.54429(7) 0.0177(4) Uani 1 1 d . . . . .
H5 H 0.391473 0.661856 0.539167 0.027 Uiso 1 1 calc R U . . .
O6 O -0.3016(4) 0.57180(16) 0.49930(7) 0.0188(4) Uani 1 1 d . . . . .
H6 H -0.247136 0.621347 0.481524 0.028 Uiso 1 1 calc R U . . .
O7 O -0.0780(4) 0.34373(18) 0.47110(8) 0.0241(5) Uani 1 1 d . . . . .
H7 H -0.244(11) 0.349(4) 0.4570(13) 0.041(12) Uiso 1 1 d . . . . .
O8 O 1.1162(5) 0.2725(2) 0.76963(9) 0.0374(6) Uani 1 1 d . . . . .
O9 O 1.0304(7) 0.1376(2) 0.72149(9) 0.0491(8) Uani 1 1 d . . . . .
N1 N 0.9978(5) 0.2350(2) 0.73529(9) 0.0241(5) Uani 1 1 d . . . . .
C1 C 0.0975(5) 0.7110(2) 0.62178(10) 0.0166(5) Uani 1 1 d . . . . .
H1 H -0.084175 0.699369 0.638572 0.020 Uiso 1 1 calc R U . . .
C2 C 0.0457(5) 0.6833(2) 0.57124(9) 0.0147(5) Uani 1 1 d . . . . .
H2 H -0.124680 0.725873 0.560820 0.018 Uiso 1 1 calc R U . . .
C3 C -0.0214(5) 0.5564(2) 0.56751(9) 0.0153(5) Uani 1 1 d . . . . .
H3 H -0.202794 0.541162 0.583910 0.018 Uiso 1 1 calc R U . . .
C4 C 0.2240(5) 0.5243(2) 0.63616(9) 0.0156(5) Uani 1 1 d . . . . .
H4 H 0.031878 0.515463 0.650106 0.019 Uiso 1 1 calc R U . . .
C5 C 0.4357(5) 0.4488(2) 0.66083(9) 0.0143(5) Uani 1 1 d . . . . .
C6 C 0.5154(6) 0.3438(2) 0.64298(10) 0.0216(6) Uani 1 1 d . . . . .
H6A H 0.442217 0.320622 0.614775 0.026 Uiso 1 1 calc R U . . .
C7 C 0.7028(7) 0.2735(2) 0.66691(11) 0.0229(6) Uani 1 1 d . . . . .
H7A H 0.758328 0.203618 0.654995 0.028 Uiso 1 1 calc R U . . .
C8 C 0.8050(6) 0.3100(2) 0.70893(10) 0.0181(5) Uani 1 1 d . . . . .
C9 C 0.7328(6) 0.4139(2) 0.72730(10) 0.0188(6) Uani 1 1 d . . . . .
H9 H 0.807277 0.436677 0.755483 0.023 Uiso 1 1 calc R U . . .
C10 C 0.5471(6) 0.4838(2) 0.70291(10) 0.0192(5) Uani 1 1 d . . . . .
H10 H 0.496550 0.554489 0.714681 0.023 Uiso 1 1 calc R U . . .
C11 C -0.0542(5) 0.5147(2) 0.51821(9) 0.0158(5) Uani 1 1 d . . . . .
H11 H 0.119739 0.534004 0.500536 0.019 Uiso 1 1 calc R U . . .
C12 C -0.1063(6) 0.3873(2) 0.51638(10) 0.0209(6) Uani 1 1 d . . . . .
H12A H 0.031847 0.349432 0.536282 0.025 Uiso 1 1 calc R U . . .
H12B H -0.299549 0.370921 0.527736 0.025 Uiso 1 1 calc R U . . .
C13 C 0.1856(6) 0.8341(2) 0.62641(10) 0.0200(6) Uani 1 1 d . . . . .
C14 C 0.4880(7) 0.9712(3) 0.65861(13) 0.0337(8) Uani 1 1 d . . . . .
H14A H 0.549301 1.000568 0.629469 0.051 Uiso 1 1 calc R U . . .
H14B H 0.644061 0.977542 0.680256 0.051 Uiso 1 1 calc R U . . .
H14C H 0.324164 1.013788 0.669404 0.051 Uiso 1 1 calc R U . . .
O10 O -0.5709(4) 0.37048(18) 0.42306(8) 0.0250(5) Uani 1 1 d G . . . .
H10A H -0.720703 0.364329 0.439887 0.038 Uiso 1 1 d G U . . .
H10B H -0.543173 0.439925 0.416535 0.038 Uiso 1 1 d G U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
N N 0.0311 0.0180 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O1 C14 114.8(2) . . ?
C4 O3 C1 109.0(2) . . ?
C4 O4 C3 109.57(19) . . ?
C2 O5 H5 109.5 . . ?
C11 O6 H6 109.5 . . ?
C12 O7 H7 109(3) . . ?
O8 N1 O9 123.5(3) . . ?
O8 N1 C8 118.8(3) . . ?
O9 N1 C8 117.7(3) . . ?
O3 C1 H1 108.6 . . ?
O3 C1 C2 111.0(2) . . ?
O3 C1 C13 110.6(2) . . ?
C2 C1 H1 108.6 . . ?
C13 C1 H1 108.6 . . ?
C13 C1 C2 109.4(2) . . ?
O5 C2 C1 110.5(2) . . ?
O5 C2 H2 108.4 . . ?
O5 C2 C3 113.1(2) . . ?
C1 C2 H2 108.4 . . ?
C1 C2 C3 107.9(2) . . ?
C3 C2 H2 108.4 . . ?
O4 C3 C2 108.8(2) . . ?
O4 C3 H3 108.4 . . ?
O4 C3 C11 109.0(2) . . ?
C2 C3 H3 108.4 . . ?
C11 C3 C2 113.6(2) . . ?
C11 C3 H3 108.4 . . ?
O3 C4 H4 109.0 . . ?
O3 C4 C5 108.9(2) . . ?
O4 C4 O3 110.7(2) . . ?
O4 C4 H4 109.0 . . ?
O4 C4 C5 110.1(2) . . ?
C5 C4 H4 109.0 . . ?
C6 C5 C4 121.2(2) . . ?
C6 C5 C10 119.7(2) . . ?
C10 C5 C4 119.1(2) . . ?
C5 C6 H6A 119.7 . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6A 119.7 . . ?
C6 C7 H7A 120.9 . . ?
C8 C7 C6 118.3(3) . . ?
C8 C7 H7A 120.9 . . ?
C7 C8 N1 118.9(3) . . ?
C9 C8 N1 118.5(3) . . ?
C9 C8 C7 122.6(3) . . ?
C8 C9 H9 120.7 . . ?
C8 C9 C10 118.6(3) . . ?
C10 C9 H9 120.7 . . ?
C5 C10 H10 119.8 . . ?
C9 C10 C5 120.3(3) . . ?
C9 C10 H10 119.8 . . ?
O6 C11 C3 106.9(2) . . ?
O6 C11 H11 109.9 . . ?
O6 C11 C12 108.9(2) . . ?
C3 C11 H11 109.9 . . ?
C12 C11 C3 111.5(2) . . ?
C12 C11 H11 109.9 . . ?
O7 C12 C11 112.0(2) . . ?
O7 C12 H12A 109.2 . . ?
O7 C12 H12B 109.2 . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
O1 C13 C1 114.9(2) . . ?
O2 C13 O1 125.2(3) . . ?
O2 C13 C1 119.9(3) . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
H10A O10 H10B 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 C13 1.311(4) . ?
O1 C14 1.454(4) . ?
O2 C13 1.212(4) . ?
O3 C1 1.428(3) . ?
O3 C4 1.413(3) . ?
O4 C3 1.439(3) . ?
O4 C4 1.413(3) . ?
O5 H5 0.8200 . ?
O5 C2 1.424(3) . ?
O6 H6 0.8200 . ?
O6 C11 1.434(3) . ?
O7 H7 0.87(5) . ?
O7 C12 1.423(4) . ?
O8 N1 1.223(4) . ?
O9 N1 1.226(4) . ?
N1 C8 1.470(3) . ?
C1 H1 0.9800 . ?
C1 C2 1.528(4) . ?
C1 C13 1.513(4) . ?
C2 H2 0.9800 . ?
C2 C3 1.531(4) . ?
C3 H3 0.9800 . ?
C3 C11 1.526(4) . ?
C4 H4 0.9800 . ?
C4 C5 1.503(4) . ?
C5 C6 1.392(4) . ?
C5 C10 1.393(4) . ?
C6 H6A 0.9300 . ?
C6 C7 1.385(4) . ?
C7 H7A 0.9300 . ?
C7 C8 1.381(4) . ?
C8 C9 1.377(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.385(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9800 . ?
C11 C12 1.521(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
O10 H10A 0.8503 . ?
O10 H10B 0.8496 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O5 H5 O6 0.82 2.12 2.868(3) 152.3 1_655 yes
O6 H6 O5 0.82 2.05 2.823(3) 156.4 4_466 yes
O7 H7 O10 0.87(5) 1.82(5) 2.688(3) 174(4) . yes
O10 H10A O7 0.85 1.90 2.744(3) 173.1 1_455 yes
O10 H10B O2 0.85 1.97 2.814(3) 171.8 4_466 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C1 C2 O5 -70.6(3) . . . . ?
O3 C1 C2 C3 53.6(3) . . . . ?
O3 C1 C13 O1 -12.0(3) . . . . ?
O3 C1 C13 O2 169.9(3) . . . . ?
O3 C4 C5 C6 -141.9(2) . . . . ?
O3 C4 C5 C10 39.9(3) . . . . ?
O4 C3 C11 O6 174.63(19) . . . . ?
O4 C3 C11 C12 55.8(3) . . . . ?
O4 C4 C5 C6 -20.2(3) . . . . ?
O4 C4 C5 C10 161.6(2) . . . . ?
O5 C2 C3 O4 68.8(3) . . . . ?
O5 C2 C3 C11 -52.8(3) . . . . ?
O6 C11 C12 O7 74.4(3) . . . . ?
O8 N1 C8 C7 171.2(3) . . . . ?
O8 N1 C8 C9 -9.0(4) . . . . ?
O9 N1 C8 C7 -9.0(4) . . . . ?
O9 N1 C8 C9 170.8(3) . . . . ?
N1 C8 C9 C10 -178.9(2) . . . . ?
C1 O3 C4 O4 64.8(2) . . . . ?
C1 O3 C4 C5 -173.9(2) . . . . ?
C1 C2 C3 O4 -53.7(3) . . . . ?
C1 C2 C3 C11 -175.4(2) . . . . ?
C2 C1 C13 O1 -134.6(2) . . . . ?
C2 C1 C13 O2 47.3(3) . . . . ?
C2 C3 C11 O6 -63.8(3) . . . . ?
C2 C3 C11 C12 177.3(2) . . . . ?
C3 O4 C4 O3 -66.7(2) . . . . ?
C3 O4 C4 C5 172.74(19) . . . . ?
C3 C11 C12 O7 -167.9(2) . . . . ?
C4 O3 C1 C2 -58.6(3) . . . . ?
C4 O3 C1 C13 179.8(2) . . . . ?
C4 O4 C3 C2 60.6(3) . . . . ?
C4 O4 C3 C11 -175.00(19) . . . . ?
C4 C5 C6 C7 -177.7(3) . . . . ?
C4 C5 C10 C9 177.2(2) . . . . ?
C5 C6 C7 C8 0.7(4) . . . . ?
C6 C5 C10 C9 -1.0(4) . . . . ?
C6 C7 C8 N1 178.4(3) . . . . ?
C6 C7 C8 C9 -1.4(5) . . . . ?
C7 C8 C9 C10 0.9(4) . . . . ?
C8 C9 C10 C5 0.3(4) . . . . ?
C10 C5 C6 C7 0.5(4) . . . . ?
C13 C1 C2 O5 51.8(3) . . . . ?
C13 C1 C2 C3 176.0(2) . . . . ?
C14 O1 C13 O2 -1.0(4) . . . . ?
C14 O1 C13 C1 -179.0(2) . . . . ?
