#------------------------------------------------------------------------------
#$Date: 2022-08-05 01:33:55 +0300 (Fri, 05 Aug 2022) $
#$Revision: 277074 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/52/7245260.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_7245260
loop_
_publ_author_name
'Ahsan, Mollah Rohan'
'Mukherjee, Arijit'
_publ_section_title
;
 Ternary and quaternary cocrystals of 2,7-dihydroxynaphthalene: systematic
 design with a large synthon module
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00735E
_journal_year                    2022
_chemical_formula_moiety         'C13 H9 N, 0.5(C10 H8 O2), 0.5(C8 H12 N2)'
_chemical_formula_sum            'C22 H19 N2 O'
_chemical_formula_weight         327.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc2bpydd
_audit_creation_date             2022-06-28
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-06-29 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.2050(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.3133(2)
_cell_length_b                   12.14070(10)
_cell_length_c                   21.2595(3)
_cell_measurement_reflns_used    12665
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.4430
_cell_measurement_theta_min      4.3610
_cell_volume                     3299.71(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  44.00   0.50    0.62    --    0.00  37.00 -90.00  126
  2  ω      6.00  49.00   0.50    0.62    --    0.00  82.00  30.00   86
  3  ω     49.00  86.00   0.50    0.62    --    0.00  37.00 -90.00   74
  4  ω    -88.00 -28.00   0.50    0.62    --    0.00 -57.00  30.00  120
  5  ω    -29.00  86.00   0.50    0.62    --    0.00  77.00 -30.00  230
  6  ω    -70.00 -44.00   0.50    0.62    --    0.00 -37.00 -60.00   52
  7  ω     56.00 139.00   0.50    2.48    --  107.20 -82.00 -90.00  166
  8  ω     94.00 192.00   0.50    2.48    --  107.20  15.00   0.00  196
  9  ω     41.00 140.00   0.50    2.48    --  107.20 -82.00-180.00  198
 10  ω     91.00 124.00   0.50    2.48    --  107.20  30.00-120.00   66
 11  ω    138.00 187.00   0.50    2.48    --  107.20  30.00-120.00   98
 12  ω     43.00 140.00   0.50    2.48    --  107.20 -82.00 -30.00  194
 13  ω     48.00 125.00   0.50    2.48    --  107.20 -61.00-120.00  154
 14  ω     62.00  89.00   0.50    2.48    --  107.20 -61.00-180.00   54
 15  ω     18.00  96.00   0.50    2.48    --  107.20 -61.00  90.00  156
 16  ω     84.00 110.00   0.50    2.48    --  107.20 -82.00  60.00   52
 17  ω     18.00  77.00   0.50    2.48    --  107.20 -82.00  60.00  118
 18  ω    116.00 195.00   0.50    2.48    --  107.20  30.00 -60.00  158
 19  ω     20.00  56.00   0.50    2.48    --  107.20 -61.00  30.00   72
 20  ω     91.00 188.00   0.50    2.48    --  107.20  30.00 -90.00  194
 21  ω     22.00 116.00   0.50    2.48    --  107.20 -45.00 150.00  188
 22  ω     84.00 109.00   0.50    2.48    --  107.20 -30.00 -60.00   50
 23  ω     51.00 109.00   0.50    2.48    --  107.20 -82.00  90.00  116
 24  ω     51.00  77.00   0.50    2.48    --  107.20 -30.00 -60.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0946652000
_diffrn_orient_matrix_UB_12      0.0656272000
_diffrn_orient_matrix_UB_13      -0.0079277000
_diffrn_orient_matrix_UB_21      0.0420126000
_diffrn_orient_matrix_UB_22      0.0102437000
_diffrn_orient_matrix_UB_23      0.0750308000
_diffrn_orient_matrix_UB_31      0.0615989000
_diffrn_orient_matrix_UB_32      -0.1081113000
_diffrn_orient_matrix_UB_33      0.0023231000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17649
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.919
_diffrn_reflns_theta_min         4.331
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84576
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       needle
_exptl_crystal_F_000             1384
_exptl_crystal_preparation       SDG
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.00052(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         3559
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0481P)²+1.9233P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.0985
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3401
_reflns_number_total             3559
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00735e2.cif
_cod_data_source_block           exp_953_am-r-5c
_cod_original_cell_volume        3299.71(7)
_cod_database_code               7245260
_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   0.939
_shelx_estimated_absorpt_t_min   0.883
_olex2_refinement_description
;
;
_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 1.579
_oxdiff_exptl_absorpt_empirical_full_min 0.665
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.52464(6) 0.21646(6) 0.58293(3) 0.02605(18) Uani 1 1 d . . . . .
N2 N 0.500000 0.49498(10) 0.750000 0.0219(2) Uani 1 2 d S T P . .
N4 N 0.47398(7) 0.43791(7) 0.57455(4) 0.02228(19) Uani 1 1 d . . . . .
N3 N 0.500000 0.72266(10) 0.750000 0.0264(3) Uani 1 2 d S T P . .
C8 C 0.500000 0.05050(11) 0.750000 0.0202(3) Uani 1 2 d S T P . .
C9 C 0.500000 0.16803(11) 0.750000 0.0196(3) Uani 1 2 d S T P . .
C5 C 0.51837(7) 0.16738(8) 0.63955(5) 0.0212(2) Uani 1 1 d . . . . .
C10 C 0.50855(7) 0.22487(8) 0.69319(5) 0.0215(2) Uani 1 1 d . . . . .
C6 C 0.52290(8) 0.05055(8) 0.64080(5) 0.0230(2) Uani 1 1 d . . . . .
C21 C 0.42498(8) 0.66342(8) 0.57432(5) 0.0235(2) Uani 1 1 d . . . . .
C7 C 0.51370(7) -0.00588(8) 0.69450(5) 0.0226(2) Uani 1 1 d . . . . .
C13 C 0.41006(7) 0.55098(8) 0.73065(4) 0.0215(2) Uani 1 1 d . . . . .
C22 C 0.34607(8) 0.58631(8) 0.55516(5) 0.0216(2) Uani 1 1 d . . . . .
C27 C 0.37369(8) 0.47231(8) 0.55573(4) 0.0208(2) Uani 1 1 d . . . . .
C15 C 0.55007(8) 0.51405(9) 0.59247(5) 0.0228(2) Uani 1 1 d . . . . .
C12 C 0.41021(8) 0.66644(8) 0.73006(5) 0.0239(2) Uani 1 1 d . . . . .
C23 C 0.23783(8) 0.61615(9) 0.53570(5) 0.0254(2) Uani 1 1 d . . . . .
C20 C 0.52832(8) 0.62949(9) 0.59287(5) 0.0252(2) Uani 1 1 d . . . . .
C24 C 0.16290(8) 0.53785(10) 0.51614(5) 0.0278(2) Uani 1 1 d . . . . .
C26 C 0.29246(9) 0.39251(9) 0.53603(5) 0.0258(2) Uani 1 1 d . . . . .
C16 C 0.65654(8) 0.47853(10) 0.61182(5) 0.0305(2) Uani 1 1 d . . . . .
C25 C 0.19002(9) 0.42482(10) 0.51597(5) 0.0286(2) Uani 1 1 d . . . . .
C14 C 0.31085(9) 0.48539(10) 0.70961(6) 0.0307(2) Uani 1 1 d . . . . .
C19 C 0.61396(10) 0.70489(11) 0.61288(6) 0.0348(3) Uani 1 1 d . . . . .
C11 C 0.31108(10) 0.73206(11) 0.70717(6) 0.0364(3) Uani 1 1 d . . . . .
C17 C 0.73538(9) 0.55309(12) 0.62996(6) 0.0379(3) Uani 1 1 d . . . . .
C18 C 0.71419(10) 0.66751(12) 0.63065(6) 0.0393(3) Uani 1 1 d . . . . .
H7 H 0.5133(10) -0.0874(12) 0.6945(6) 0.030(3) Uiso 1 1 d . . . . .
H10 H 0.5068(10) 0.3060(11) 0.6929(6) 0.027(3) Uiso 1 1 d . . . . .
H23 H 0.2179(10) 0.6958(12) 0.5365(6) 0.030(3) Uiso 1 1 d . . . . .
H26 H 0.3129(10) 0.3127(12) 0.5370(6) 0.030(3) Uiso 1 1 d . . . . .
H14A H 0.2732(12) 0.4973(14) 0.6626(8) 0.049(4) Uiso 1 1 d . . . . .
H24 H 0.0875(11) 0.5611(12) 0.5030(7) 0.033(3) Uiso 1 1 d . . . . .
H6 H 0.5316(10) 0.0115(12) 0.6020(7) 0.032(3) Uiso 1 1 d . . . . .
H16 H 0.6699(12) 0.3999(13) 0.6113(7) 0.039(4) Uiso 1 1 d . . . . .
H25 H 0.1356(11) 0.3690(12) 0.5016(7) 0.036(4) Uiso 1 1 d . . . . .
H19 H 0.5962(12) 0.7858(14) 0.6123(7) 0.046(4) Uiso 1 1 d . . . . .
H21 H 0.4098(13) 0.7393(14) 0.5749(8) 0.050(4) Uiso 1 1 d . . . . .
H18 H 0.7742(12) 0.7199(13) 0.6443(7) 0.045(4) Uiso 1 1 d . . . . .
H14B H 0.2607(14) 0.5118(15) 0.7343(8) 0.057(5) Uiso 1 1 d . . . . .
H11A H 0.2703(14) 0.7104(15) 0.6619(9) 0.058(5) Uiso 1 1 d . . . . .
H11B H 0.2602(15) 0.7108(16) 0.7342(9) 0.069(5) Uiso 1 1 d . . . . .
H11C H 0.3275(16) 0.8113(19) 0.7125(10) 0.079(6) Uiso 1 1 d . . . . .
H14C H 0.3285(15) 0.4063(16) 0.7176(9) 0.065(5) Uiso 1 1 d . . . . .
H1 H 0.5086(13) 0.2942(15) 0.5830(8) 0.051(4) Uiso 1 1 d . . . . .
H17 H 0.8092(13) 0.5252(14) 0.6432(8) 0.050(4) Uiso 1 1 d . . . . .
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
C5 O1 H1 110.8(10) . . ?
C13 N2 C13 118.92(12) . 2_656 ?
C15 N4 C27 118.43(9) . . ?
C12 N3 C12 118.69(12) 2_656 . ?
C7 C8 C9 118.84(6) . . ?
C7 C8 C9 118.84(6) 2_656 . ?
C7 C8 C7 122.32(13) 2_656 . ?
C10 C9 C8 119.01(6) 2_656 . ?
C10 C9 C8 119.01(6) . . ?
C10 C9 C10 121.97(12) 2_656 . ?
O1 C5 C10 123.57(9) . . ?
O1 C5 C6 116.07(9) . . ?
C10 C5 C6 120.36(9) . . ?
C9 C10 H10 118.8(7) . . ?
C5 C10 C9 120.45(9) . . ?
C5 C10 H10 120.7(7) . . ?
C5 C6 H6 118.6(8) . . ?
C7 C6 C5 120.23(9) . . ?
C7 C6 H6 121.2(8) . . ?
C22 C21 C20 119.75(9) . . ?
C22 C21 H21 121.1(10) . . ?
C20 C21 H21 119.1(10) . . ?
C8 C7 H7 118.7(7) . . ?
C6 C7 C8 121.02(10) . . ?
C6 C7 H7 120.2(7) . . ?
N2 C13 C12 120.49(9) . . ?
N2 C13 C14 117.39(9) . . ?
C12 C13 C14 122.11(9) . . ?
C21 C22 C27 118.72(9) . . ?
C21 C22 C23 122.38(9) . . ?
C23 C22 C27 118.89(9) . . ?
N4 C27 C22 122.19(9) . . ?
N4 C27 C26 118.95(9) . . ?
C26 C27 C22 118.87(9) . . ?
N4 C15 C20 122.46(9) . . ?
N4 C15 C16 118.84(10) . . ?
C16 C15 C20 118.70(10) . . ?
N3 C12 C13 120.69(9) . . ?
N3 C12 C11 117.30(10) . . ?
C13 C12 C11 122.01(10) . . ?
C22 C23 H23 119.3(8) . . ?
C24 C23 C22 120.42(10) . . ?
C24 C23 H23 120.3(8) . . ?
C21 C20 C15 118.45(10) . . ?
C21 C20 C19 122.72(10) . . ?
C19 C20 C15 118.83(10) . . ?
C23 C24 C25 120.83(10) . . ?
C23 C24 H24 118.7(8) . . ?
C25 C24 H24 120.4(8) . . ?
C27 C26 H26 118.1(8) . . ?
C25 C26 C27 120.37(10) . . ?
C25 C26 H26 121.6(8) . . ?
C15 C16 H16 117.6(9) . . ?
C17 C16 C15 120.46(11) . . ?
C17 C16 H16 121.9(9) . . ?
C24 C25 H25 120.3(9) . . ?
C26 C25 C24 120.58(10) . . ?
C26 C25 H25 119.1(9) . . ?
C13 C14 H14A 112.2(9) . . ?
C13 C14 H14B 109.3(10) . . ?
C13 C14 H14C 108.4(11) . . ?
H14A C14 H14B 104.8(13) . . ?
H14A C14 H14C 110.0(14) . . ?
H14B C14 H14C 112.2(15) . . ?
C20 C19 H19 117.0(9) . . ?
C18 C19 C20 120.53(12) . . ?
C18 C19 H19 122.4(9) . . ?
C12 C11 H11A 111.4(10) . . ?
C12 C11 H11B 109.8(11) . . ?
C12 C11 H11C 109.5(12) . . ?
H11A C11 H11B 101.8(15) . . ?
H11A C11 H11C 114.2(16) . . ?
H11B C11 H11C 109.8(16) . . ?
C16 C17 C18 121.04(11) . . ?
C16 C17 H17 118.3(10) . . ?
C18 C17 H17 120.7(10) . . ?
C19 C18 C17 120.44(11) . . ?
C19 C18 H18 120.8(9) . . ?
C17 C18 H18 118.8(9) . . ?
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 C5 1.3665(12) . ?
O1 H1 0.968(18) . ?
N2 C13 1.3380(11) . ?
N2 C13 1.3380(11) 2_656 ?
N4 C27 1.3487(12) . ?
N4 C15 1.3456(13) . ?
N3 C12 1.3385(12) . ?
N3 C12 1.3385(12) 2_656 ?
C8 C9 1.4268(19) . ?
C8 C7 1.4191(12) . ?
C8 C7 1.4191(12) 2_656 ?
C9 C10 1.4229(11) . ?
C9 C10 1.4228(11) 2_656 ?
C5 C10 1.3741(14) . ?
C5 C6 1.4196(14) . ?
C10 H10 0.985(14) . ?
C6 C7 1.3660(14) . ?
C6 H6 0.987(14) . ?
C21 C22 1.3811(14) . ?
C21 C20 1.3839(15) . ?
C21 H21 0.944(17) . ?
C7 H7 0.990(14) . ?
C13 C12 1.4018(14) . ?
C13 C14 1.4997(14) . ?
C22 C27 1.4313(14) . ?
C22 C23 1.4305(14) . ?
C27 C26 1.4251(14) . ?
C15 C20 1.4317(15) . ?
C15 C16 1.4279(14) . ?
C12 C11 1.5016(14) . ?
C23 C24 1.3566(16) . ?
C23 H23 1.004(14) . ?
C20 C19 1.4311(15) . ?
C24 C25 1.4192(16) . ?
C24 H24 1.005(14) . ?
C26 C25 1.3678(15) . ?
C26 H26 1.005(14) . ?
C16 C17 1.3579(18) . ?
C16 H16 0.971(15) . ?
C25 H25 0.976(15) . ?
C14 H14A 0.996(16) . ?
C14 H14B 1.010(17) . ?
C14 H14C 0.992(19) . ?
C19 C18 1.3594(18) . ?
C19 H19 1.010(16) . ?
C11 H11A 1.000(18) . ?
C11 H11B 1.04(2) . ?
C11 H11C 0.99(2) . ?
C17 C18 1.418(2) . ?
C17 H17 1.003(16) . ?
C18 H18 0.999(16) . ?
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 N4 0.968(18) 1.801(18) 2.7654(11) 174.3(15) . 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
O1 C5 C10 C9 178.53(7) . . . . ?
O1 C5 C6 C7 -177.80(9) . . . . ?
N2 C13 C12 N3 -1.31(13) . . . . ?
N2 C13 C12 C11 178.53(9) . . . . ?
N4 C27 C26 C25 -179.27(9) . . . . ?
N4 C15 C20 C21 0.25(15) . . . . ?
N4 C15 C20 C19 179.75(9) . . . . ?
N4 C15 C16 C17 179.74(9) . . . . ?
C8 C9 C10 C5 -1.05(10) . . . . ?
C9 C8 C7 C6 -2.41(10) . . . . ?
C5 C6 C7 C8 -0.30(14) . . . . ?
C10 C9 C10 C5 178.95(10) 2_656 . . . ?
C10 C5 C6 C7 2.39(14) . . . . ?
C6 C5 C10 C9 -1.68(13) . . . . ?
C21 C22 C27 N4 0.24(14) . . . . ?
C21 C22 C27 C26 179.95(9) . . . . ?
C21 C22 C23 C24 178.86(10) . . . . ?
C21 C20 C19 C18 -179.99(10) . . . . ?
C7 C8 C9 C10 -176.94(6) . . . 2_656 ?
C7 C8 C9 C10 3.06(6) 2_656 . . 2_656 ?
C7 C8 C9 C10 3.06(6) . . . . ?
C7 C8 C9 C10 -176.93(6) 2_656 . . . ?
C7 C8 C7 C6 177.59(10) 2_656 . . . ?
C13 N2 C13 C12 0.63(6) 2_656 . . . ?
C13 N2 C13 C14 -179.72(9) 2_656 . . . ?
C22 C21 C20 C15 -0.92(15) . . . . ?
C22 C21 C20 C19 179.61(9) . . . . ?
C22 C27 C26 C25 1.01(14) . . . . ?
C22 C23 C24 C25 1.44(16) . . . . ?
C27 N4 C15 C20 0.65(14) . . . . ?
C27 N4 C15 C16 -179.35(9) . . . . ?
C27 C22 C23 C24 -2.08(15) . . . . ?
C27 C26 C25 C24 -1.70(16) . . . . ?
C15 N4 C27 C22 -0.90(13) . . . . ?
C15 N4 C27 C26 179.39(8) . . . . ?
C15 C20 C19 C18 0.54(16) . . . . ?
C15 C16 C17 C18 0.50(17) . . . . ?
C12 N3 C12 C13 0.63(6) 2_656 . . . ?
C12 N3 C12 C11 -179.21(10) 2_656 . . . ?
C23 C22 C27 N4 -178.86(9) . . . . ?
C23 C22 C27 C26 0.85(14) . . . . ?
C23 C24 C25 C26 0.47(16) . . . . ?
C20 C21 C22 C27 0.69(14) . . . . ?
C20 C21 C22 C23 179.76(9) . . . . ?
C20 C15 C16 C17 -0.27(15) . . . . ?
C20 C19 C18 C17 -0.33(18) . . . . ?
C16 C15 C20 C21 -179.74(9) . . . . ?
C16 C15 C20 C19 -0.24(14) . . . . ?
C16 C17 C18 C19 -0.20(18) . . . . ?
C14 C13 C12 N3 179.06(8) . . . . ?
C14 C13 C12 C11 -1.10(15) . . . . ?
