#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:40:58 +0300 (Thu, 05 May 2022) $
#$Revision: 275001 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/13/7061387.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_7061387
loop_
_publ_author_name
'Zhang, Lei'
'Liu, Ren-Ming'
'Wang, Wei-Na'
'Liu, Xiong-Li'
'Dai, Yi-Feng'
'Yu, Zhang-Biao'
'Peng, Li-Jun'
_publ_section_title
;
 3-Vinyl oxindole-chromone synthon as a skeletal reconstruction reactant
 for the synthesis of 2-hydroxy benzoyl pyridones
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              5474
_journal_page_last               5478
_journal_paper_doi               10.1039/D1NJ06112G
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C24 H23 Cl N2 O6'
_chemical_formula_sum            'C24 H23 Cl N2 O6'
_chemical_formula_weight         470.89
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-07-16
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2021-10-23 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                92.200(7)
_cell_angle_beta                 101.856(7)
_cell_angle_gamma                108.128(6)
_cell_formula_units_Z            2
_cell_length_a                   7.0463(4)
_cell_length_b                   10.8325(7)
_cell_length_c                   15.8212(15)
_cell_measurement_reflns_used    2952
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      28.6550
_cell_measurement_theta_min      2.2830
_cell_volume                     1116.38(15)
_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-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_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 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -77.00  18.00   1.00    3.00    --  -11.27 -77.00   0.00   95
  2  ω    -54.00  36.00   1.00    3.00    --   11.90 -57.00 120.00   90
  3  ω    -14.00  85.00   1.00    3.00    --   11.90  57.00 -90.00   99
;
_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      -0.0408154000
_diffrn_orient_matrix_UB_12      -0.0323143000
_diffrn_orient_matrix_UB_13      -0.0428104000
_diffrn_orient_matrix_UB_21      0.0522835000
_diffrn_orient_matrix_UB_22      0.0574110000
_diffrn_orient_matrix_UB_23      -0.0167674000
_diffrn_orient_matrix_UB_31      0.0862554000
_diffrn_orient_matrix_UB_32      -0.0215636000
_diffrn_orient_matrix_UB_33      0.0032153000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.1305
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3934
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         1.990
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47585
_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    1.401
_exptl_crystal_description       prism
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         3934
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1090
_refine_ls_R_factor_gt           0.0883
_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)+(0.0722P)²+5.3105P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2324
_refine_ls_wR_factor_ref         0.2447
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3000
_reflns_number_total             3934
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj06112g2.cif
_cod_data_source_block           a-28
_cod_depositor_comments
'Adding full bibliography for 7061387--7061388.cif.'
_cod_database_code               7061387
_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   0.981
_shelx_estimated_absorpt_t_min   0.970
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.690(7)
 0.310(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1A), N2(H2), C3(H3), C4(H4), C6(H6), C9(H9), C10(H10), C14(H14), C16(H16),
  C17(H17)
3.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 1.646
_oxdiff_exptl_absorpt_empirical_full_min 0.578
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Cl1 Cl 0.4683(2) -0.08211(14) 0.64938(9) 0.0260(4) Uani 1 1 d . . . . .
O1 O -0.1404(6) 0.1852(4) 0.5684(3) 0.0236(9) Uani 1 1 d . . . . .
H1 H -0.133186 0.221147 0.523937 0.035 Uiso 1 1 calc R U . . .
O2 O 0.0282(5) 0.2769(4) 0.4442(2) 0.0199(8) Uani 1 1 d . . . . .
O3 O 0.9095(5) 0.5206(4) 0.3886(2) 0.0182(8) Uani 1 1 d . . . . .
O4 O 0.2838(8) 0.7168(5) 0.1515(3) 0.0415(13) Uani 1 1 d . . . . .
O5 O 0.6555(7) 0.2843(5) 0.0784(2) 0.0332(11) Uani 1 1 d . . . . .
O6 O 0.9280(6) 0.2612(4) 0.1753(2) 0.0222(9) Uani 1 1 d . . . . .
N1 N 0.7355(6) 0.4155(4) 0.4848(3) 0.0144(9) Uani 1 1 d . . . . .
H1A H 0.849772 0.433751 0.522620 0.017 Uiso 1 1 calc R U . . .
N2 N 0.7727(7) 0.3967(4) 0.2136(3) 0.0187(10) Uani 1 1 d . . . . .
H2 H 0.850825 0.402007 0.263992 0.022 Uiso 1 1 calc R U . . .
C1 C 0.1762(8) 0.1598(5) 0.5458(3) 0.0168(11) Uani 1 1 d . . . . .
C2 C 0.0147(8) 0.1357(5) 0.5888(3) 0.0170(11) Uani 1 1 d . . . . .
C3 C 0.0108(8) 0.0574(6) 0.6575(4) 0.0220(12) Uani 1 1 d . . . . .
H3 H -0.087903 0.048245 0.689950 0.026 Uiso 1 1 calc R U . . .
C4 C 0.1547(8) -0.0062(5) 0.6768(3) 0.0204(12) Uani 1 1 d . . . . .
H4 H 0.151684 -0.059441 0.721558 0.024 Uiso 1 1 calc R U . . .
C5 C 0.3027(8) 0.0098(5) 0.6290(4) 0.0192(11) Uani 1 1 d . . . . .
C6 C 0.3177(8) 0.0932(5) 0.5657(3) 0.0162(11) Uani 1 1 d . . . . .
H6 H 0.422090 0.105334 0.536107 0.019 Uiso 1 1 calc R U . . .
C7 C 0.1829(8) 0.2511(5) 0.4781(3) 0.0155(11) Uani 1 1 d . . . . .
C8 C 0.3760(8) 0.3163(5) 0.4520(3) 0.0145(10) Uani 1 1 d . . . . .
C9 C 0.5628(8) 0.3465(5) 0.5079(3) 0.0146(11) Uani 1 1 d . . . . .
H9 H 0.571218 0.318967 0.563077 0.018 Uiso 1 1 calc R U . . .
C10 C 0.3704(8) 0.3648(5) 0.3696(3) 0.0132(10) Uani 1 1 d . . . . .
H10 H 0.243951 0.348988 0.331311 0.016 Uiso 1 1 calc R U . . .
C11 C 0.5446(8) 0.4338(5) 0.3447(3) 0.0148(11) Uani 1 1 d . . . . .
C12 C 0.7403(8) 0.4585(5) 0.4045(3) 0.0147(11) Uani 1 1 d . . . . .
C13 C 0.5366(8) 0.4944(5) 0.2617(3) 0.0162(11) Uani 1 1 d . . . . .
C14 C 0.4126(8) 0.5745(6) 0.2464(3) 0.0213(12) Uani 1 1 d . . . . .
H14 H 0.338548 0.585725 0.286729 0.026 Uiso 1 1 calc R U . . .
C15 C 0.4001(9) 0.6371(6) 0.1711(4) 0.0255(13) Uani 1 1 d . . . . .
C16 C 0.5117(10) 0.6209(6) 0.1114(4) 0.0282(14) Uani 1 1 d . . . . .
H16 H 0.505845 0.663720 0.061600 0.034 Uiso 1 1 calc R U . . .
C17 C 0.6310(9) 0.5413(6) 0.1259(4) 0.0239(12) Uani 1 1 d . . . . .
H17 H 0.703038 0.529482 0.084901 0.029 Uiso 1 1 calc R U . . .
C18 C 0.6464(8) 0.4776(5) 0.2013(3) 0.0186(11) Uani 1 1 d . . . . .
C19 C 0.7746(8) 0.3114(6) 0.1487(3) 0.0201(12) Uani 1 1 d . . . . .
C20 C 0.9866(9) 0.1872(6) 0.1087(3) 0.0234(13) Uani 1 1 d . . . . .
C21 C 1.0543(11) 0.2767(7) 0.0410(4) 0.0369(16) Uani 1 1 d . . . . .
H21A H 0.937915 0.294424 0.007174 0.055 Uiso 1 1 calc R U . . .
H21B H 1.112839 0.234955 0.003573 0.055 Uiso 1 1 calc R U . . .
H21C H 1.154929 0.357289 0.069616 0.055 Uiso 1 1 calc R U . . .
C22 C 0.8102(10) 0.0626(7) 0.0702(4) 0.0371(16) Uani 1 1 d . . . . .
H22A H 0.763019 0.015766 0.116233 0.056 Uiso 1 1 calc R U . . .
H22B H 0.856507 0.008795 0.035116 0.056 Uiso 1 1 calc R U . . .
H22C H 0.699819 0.084666 0.034866 0.056 Uiso 1 1 calc R U . . .
C23 C 1.1686(9) 0.1558(6) 0.1615(4) 0.0273(13) Uani 1 1 d . . . . .
H23A H 1.276729 0.235630 0.185961 0.041 Uiso 1 1 calc R U . . .
H23B H 1.216706 0.105925 0.124396 0.041 Uiso 1 1 calc R U . . .
H23C H 1.127408 0.105961 0.207345 0.041 Uiso 1 1 calc R U . . .
C24 C 0.1762(11) 0.7417(7) 0.2132(4) 0.0358(16) Uani 1 1 d . . . . .
H24A H 0.098650 0.796909 0.190862 0.054 Uiso 1 1 calc R U . . .
H24B H 0.272396 0.784452 0.266344 0.054 Uiso 1 1 calc R U . . .
H24C H 0.084866 0.660605 0.224109 0.054 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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 H1 109.5 . . ?
C15 O4 C24 118.0(5) . . ?
C19 O6 C20 118.5(4) . . ?
C9 N1 H1A 118.0 . . ?
C9 N1 C12 124.0(4) . . ?
C12 N1 H1A 118.0 . . ?
C18 N2 H2 118.7 . . ?
C19 N2 H2 118.7 . . ?
C19 N2 C18 122.6(4) . . ?
C2 C1 C7 118.1(4) . . ?
C6 C1 C2 119.0(5) . . ?
C6 C1 C7 122.9(5) . . ?
O1 C2 C1 123.5(5) . . ?
O1 C2 C3 116.7(5) . . ?
C1 C2 C3 119.8(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.7(5) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.6(5) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 Cl1 118.2(4) . . ?
C6 C5 Cl1 120.4(4) . . ?
C6 C5 C4 121.4(5) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.1(5) . . ?
C5 C6 H6 120.0 . . ?
O2 C7 C1 120.5(5) . . ?
O2 C7 C8 118.5(5) . . ?
C8 C7 C1 120.9(4) . . ?
C9 C8 C7 122.4(5) . . ?
C9 C8 C10 117.2(5) . . ?
C10 C8 C7 119.9(4) . . ?
N1 C9 C8 121.3(5) . . ?
N1 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C8 C10 H10 118.9 . . ?
C11 C10 C8 122.2(5) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 118.6(5) . . ?
C10 C11 C13 121.9(5) . . ?
C12 C11 C13 119.2(5) . . ?
O3 C12 N1 119.3(4) . . ?
O3 C12 C11 124.1(5) . . ?
N1 C12 C11 116.5(5) . . ?
C14 C13 C11 116.7(4) . . ?
C18 C13 C11 123.6(5) . . ?
C18 C13 C14 119.7(5) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.3(5) . . ?
C15 C14 H14 119.8 . . ?
O4 C15 C14 124.0(5) . . ?
O4 C15 C16 116.3(5) . . ?
C16 C15 C14 119.7(5) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.9(5) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.4(5) . . ?
C18 C17 H17 119.3 . . ?
C13 C18 N2 121.7(5) . . ?
C13 C18 C17 119.0(5) . . ?
C17 C18 N2 119.3(5) . . ?
O5 C19 O6 125.7(5) . . ?
O5 C19 N2 124.7(5) . . ?
O6 C19 N2 109.6(4) . . ?
O6 C20 C21 109.0(5) . . ?
O6 C20 C22 110.1(5) . . ?
O6 C20 C23 102.9(4) . . ?
C22 C20 C21 113.4(5) . . ?
C23 C20 C21 110.0(5) . . ?
C23 C20 C22 111.0(5) . . ?
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 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
Cl1 C5 1.746(5) . ?
O1 H1 0.8200 . ?
O1 C2 1.349(6) . ?
O2 C7 1.231(6) . ?
O3 C12 1.255(6) . ?
O4 C15 1.366(7) . ?
O4 C24 1.419(8) . ?
O5 C19 1.211(7) . ?
O6 C19 1.355(6) . ?
O6 C20 1.497(6) . ?
N1 H1A 0.8600 . ?
N1 C9 1.345(7) . ?
N1 C12 1.373(6) . ?
N2 H2 0.8600 . ?
N2 C18 1.422(7) . ?
N2 C19 1.360(7) . ?
C1 C2 1.405(7) . ?
C1 C6 1.397(7) . ?
C1 C7 1.484(8) . ?
C2 C3 1.403(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(8) . ?
C5 C6 1.372(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.475(7) . ?
C8 C9 1.361(7) . ?
C8 C10 1.422(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.369(7) . ?
C11 C12 1.444(7) . ?
C11 C13 1.489(7) . ?
C13 C14 1.406(7) . ?
C13 C18 1.386(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.395(8) . ?
C15 C16 1.385(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.402(8) . ?
C20 C21 1.523(8) . ?
C20 C22 1.523(9) . ?
C20 C23 1.520(8) . ?
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 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
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
O1 H1 O2 0.82 1.86 2.576(5) 144.7 . yes
N1 H1A O3 0.86 1.88 2.740(5) 175.5 2_766 yes
N2 H2 O3 0.86 2.20 2.866(5) 133.9 . 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
Cl1 C5 C6 C1 175.7(4) . . . . ?
O1 C2 C3 C4 174.1(5) . . . . ?
O2 C7 C8 C9 147.8(5) . . . . ?
O2 C7 C8 C10 -24.2(7) . . . . ?
O4 C15 C16 C17 -179.4(6) . . . . ?
C1 C2 C3 C4 -6.4(8) . . . . ?
C1 C7 C8 C9 -30.1(7) . . . . ?
C1 C7 C8 C10 157.9(5) . . . . ?
C2 C1 C6 C5 -2.7(8) . . . . ?
C2 C1 C7 O2 -19.2(7) . . . . ?
C2 C1 C7 C8 158.7(5) . . . . ?
C2 C3 C4 C5 1.0(8) . . . . ?
C3 C4 C5 Cl1 -174.9(4) . . . . ?
C3 C4 C5 C6 3.6(8) . . . . ?
C4 C5 C6 C1 -2.8(8) . . . . ?
C6 C1 C2 O1 -173.4(5) . . . . ?
C6 C1 C2 C3 7.2(8) . . . . ?
C6 C1 C7 O2 158.0(5) . . . . ?
C6 C1 C7 C8 -24.2(7) . . . . ?
C7 C1 C2 O1 3.9(8) . . . . ?
C7 C1 C2 C3 -175.5(5) . . . . ?
C7 C1 C6 C5 -179.8(5) . . . . ?
C7 C8 C9 N1 -174.5(4) . . . . ?
C7 C8 C10 C11 175.5(4) . . . . ?
C8 C10 C11 C12 -0.3(7) . . . . ?
C8 C10 C11 C13 -174.4(4) . . . . ?
C9 N1 C12 O3 -178.9(5) . . . . ?
C9 N1 C12 C11 4.0(7) . . . . ?
C9 C8 C10 C11 3.0(7) . . . . ?
C10 C8 C9 N1 -2.3(7) . . . . ?
C10 C11 C12 O3 -180.0(5) . . . . ?
C10 C11 C12 N1 -3.1(7) . . . . ?
C10 C11 C13 C14 51.8(7) . . . . ?
C10 C11 C13 C18 -129.5(6) . . . . ?
C11 C13 C14 C15 178.6(5) . . . . ?
C11 C13 C18 N2 1.8(8) . . . . ?
C11 C13 C18 C17 -178.7(5) . . . . ?
C12 N1 C9 C8 -1.3(7) . . . . ?
C12 C11 C13 C14 -122.3(5) . . . . ?
C12 C11 C13 C18 56.4(7) . . . . ?
C13 C11 C12 O3 -5.7(7) . . . . ?
C13 C11 C12 N1 171.2(4) . . . . ?
C13 C14 C15 O4 -179.8(6) . . . . ?
C13 C14 C15 C16 -0.4(9) . . . . ?
C14 C13 C18 N2 -179.5(5) . . . . ?
C14 C13 C18 C17 0.0(8) . . . . ?
C14 C15 C16 C17 1.2(9) . . . . ?
C15 C16 C17 C18 -1.4(9) . . . . ?
C16 C17 C18 N2 -179.7(5) . . . . ?
C16 C17 C18 C13 0.8(9) . . . . ?
C18 N2 C19 O5 -8.9(9) . . . . ?
C18 N2 C19 O6 171.7(5) . . . . ?
C18 C13 C14 C15 -0.1(8) . . . . ?
C19 O6 C20 C21 59.5(6) . . . . ?
C19 O6 C20 C22 -65.4(7) . . . . ?
C19 O6 C20 C23 176.3(5) . . . . ?
C19 N2 C18 C13 136.1(6) . . . . ?
C19 N2 C18 C17 -43.4(8) . . . . ?
C20 O6 C19 O5 13.2(9) . . . . ?
C20 O6 C19 N2 -167.4(5) . . . . ?
C24 O4 C15 C14 2.8(9) . . . . ?
C24 O4 C15 C16 -176.6(6) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.690(7)
2 0.310(7)
