#------------------------------------------------------------------------------
#$Date: 2024-05-11 04:45:11 +0300 (Sat, 11 May 2024) $
#$Revision: 291812 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/24/2312491.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_2312491
loop_
_publ_author_name
'Pavlović, Gordana'
'Lekšić, Edislav'
'Meštrović, Ernest'
_publ_section_title
;
 Supramolecular synthons in hydrates and solvates of lamotrigine: a tool
 for cocrystal design.
;
_journal_coeditor_code           AW5084
_journal_issue                   3
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_paper_doi               10.1107/S2052520624002567
_journal_volume                  80
_journal_year                    2024
_chemical_formula_sum            'C13 H17 Cl2 N5 O'
_chemical_formula_weight         330.21
_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
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                98.562(8)
_cell_angle_beta                 101.242(7)
_cell_angle_gamma                115.425(10)
_cell_formula_units_Z            4
_cell_length_a                   10.8596(9)
_cell_length_b                   11.4487(13)
_cell_length_c                   15.5823(14)
_cell_measurement_reflns_used    1904
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      72.5115
_cell_measurement_theta_min      2.9941
_cell_volume                     1655.9(3)
_computing_cell_refinement
'CrysAlis RED, Oxford Diffraction Ltd.Version 1.171.36.21'
_computing_data_collection
'CrysAlis CCD, Oxford Diffraction Ltd.Version 1.171.36.21'
_computing_data_reduction
'CrysAlis RED, Oxford Diffraction Ltd.Version 1.171.36.21'
_computing_molecular_graphics    'MERCURY 4.2.0 (CCDC, 2019)'
_computing_publication_material  'SHELXL-2019/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16409
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.987
_diffrn_reflns_theta_min         2.997
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.582
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52700
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       stick
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0027(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         6028
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0721
_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)+(0.1272P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2110
_refine_ls_wR_factor_ref         0.2492
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3774
_reflns_number_total             6028
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            aw5084.cif
_cod_data_source_block           LAM_n-butanol_solvate
_cod_database_code               2312491
_shelx_shelxl_version_number     2019/3
_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.
;
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
Cl1A Cl 0.8736(2) 0.52001(17) 0.87200(10) 0.1382(6) Uani 1 1 d . . . . .
Cl1B Cl -0.24521(9) 0.18746(10) 0.23534(7) 0.0852(3) Uani 1 1 d . . . . .
Cl2A Cl 1.1096(3) 0.7627(3) 1.03321(11) 0.1905(10) Uani 1 1 d . . . . .
Cl2B Cl -0.47628(15) -0.08172(16) 0.09918(9) 0.1353(6) Uani 1 1 d . . . . .
O1A O 0.5304(4) 0.7420(5) 0.7670(2) 0.1349(14) Uani 1 1 d D . . . .
H1A H 0.560936 0.693362 0.746083 0.202 Uiso 1 1 calc DR U . . .
O1B O 0.4772(3) 0.1073(4) 0.3504(3) 0.1227(12) Uani 1 1 d D . . . .
H1B H 0.448066 0.139931 0.313087 0.184 Uiso 1 1 calc DR U . . .
N1A N 0.6296(3) 0.5752(3) 0.6904(2) 0.0764(8) Uani 1 1 d . . . . .
N1B N 0.0501(3) 0.1760(3) 0.4282(2) 0.0735(7) Uani 1 1 d . . . . .
N2A N 0.5233(3) 0.4763(3) 0.6220(2) 0.0799(8) Uani 1 1 d . . . . .
N2B N 0.1601(3) 0.2808(3) 0.49119(19) 0.0750(7) Uani 1 1 d . . . . .
N3A N 0.4500(3) 0.2955(3) 0.5052(2) 0.0859(9) Uani 1 1 d D . . . .
H3A1 H 0.364729 0.284284 0.498008 0.103 Uiso 1 1 calc DR U . . .
H3A2 H 0.465712 0.241268 0.470176 0.103 Uiso 1 1 calc DR U . . .
N3B N 0.2426(3) 0.4718(3) 0.6027(2) 0.0831(9) Uani 1 1 d D . . . .
H3B1 H 0.230309 0.530422 0.636182 0.100 Uiso 1 1 calc DR U . . .
H3B2 H 0.326340 0.478999 0.610204 0.100 Uiso 1 1 calc DR U . . .
N4A N 0.6894(3) 0.4101(3) 0.58071(19) 0.0704(7) Uani 1 1 d . . . . .
N4B N 0.0025(3) 0.3615(3) 0.52932(18) 0.0701(7) Uani 1 1 d . . . . .
N5A N 0.9268(3) 0.5315(3) 0.6589(2) 0.0808(8) Uani 1 1 d D . . . .
H5A1 H 0.945522 0.480916 0.622858 0.097 Uiso 1 1 calc DR U . . .
H5A2 H 0.994550 0.596403 0.702423 0.097 Uiso 1 1 calc DR U . . .
N5B N -0.2351(3) 0.2455(3) 0.4537(2) 0.0895(10) Uani 1 1 d D . . . .
H5B1 H -0.248834 0.302078 0.488025 0.107 Uiso 1 1 calc DR U . . .
H5B2 H -0.305813 0.179828 0.412120 0.107 Uiso 1 1 calc DR U . . .
C1A C 0.8702(4) 0.7053(4) 0.7848(2) 0.0722(8) Uani 1 1 d . . . . .
C1B C -0.1933(3) 0.0394(4) 0.3446(2) 0.0713(8) Uani 1 1 d . . . . .
C2A C 0.9304(4) 0.6817(4) 0.8643(3) 0.0864(10) Uani 1 1 d . . . . .
C2B C -0.2738(3) 0.0393(3) 0.2624(2) 0.0725(8) Uani 1 1 d . . . . .
C3A C 1.0326(5) 0.7889(6) 0.9362(3) 0.1055(14) Uani 1 1 d . . . . .
C3B C -0.3769(4) -0.0807(4) 0.2010(3) 0.0921(12) Uani 1 1 d . . . . .
C4B C -0.4008(5) -0.2019(5) 0.2209(4) 0.1132(16) Uani 1 1 d . . . . .
H4B H -0.469918 -0.282225 0.179704 0.136 Uiso 1 1 calc R U . . .
C4A C 1.0737(5) 0.9187(6) 0.9302(4) 0.1152(17) Uani 1 1 d . . . . .
H4A H 1.141385 0.990272 0.978713 0.138 Uiso 1 1 calc R U . . .
C5A C 1.0156(5) 0.9423(5) 0.8537(4) 0.1112(15) Uani 1 1 d . . . . .
H5A H 1.044227 1.030084 0.850199 0.133 Uiso 1 1 calc R U . . .
C5B C -0.3225(6) -0.2033(5) 0.3016(4) 0.1156(16) Uani 1 1 d . . . . .
H5B H -0.338991 -0.284325 0.314983 0.139 Uiso 1 1 calc R U . . .
C6A C 0.9141(4) 0.8370(4) 0.7807(3) 0.0873(10) Uani 1 1 d . . . . .
H6A H 0.875222 0.854743 0.728761 0.105 Uiso 1 1 calc R U . . .
C6B C -0.2198(5) -0.0841(4) 0.3622(3) 0.0921(11) Uani 1 1 d . . . . .
H6B H -0.166763 -0.085830 0.416152 0.111 Uiso 1 1 calc R U . . .
C7A C 0.7609(3) 0.5937(4) 0.7072(2) 0.0690(8) Uani 1 1 d . . . . .
C7B C -0.0793(3) 0.1628(3) 0.4117(2) 0.0653(7) Uani 1 1 d . . . . .
C8A C 0.5569(3) 0.3962(4) 0.5702(2) 0.0717(8) Uani 1 1 d . . . . .
C8B C 0.1318(3) 0.3699(4) 0.5393(2) 0.0678(8) Uani 1 1 d . . . . .
C9A C 0.7923(3) 0.5091(3) 0.6471(2) 0.0693(8) Uani 1 1 d . . . . .
C9B C -0.1050(3) 0.2594(4) 0.4648(2) 0.0681(8) Uani 1 1 d . . . . .
C10A C 0.5708(8) 0.7697(9) 0.8628(4) 0.150(3) Uani 1 1 d . . . . .
H10A H 0.539386 0.831898 0.886600 0.180 Uiso 1 1 calc R U . . .
H10B H 0.673952 0.814065 0.884932 0.180 Uiso 1 1 calc R U . . .
C10B C 0.3845(9) -0.0332(10) 0.3277(9) 0.250(6) Uani 1 1 d . . . . .
H10C H 0.386150 -0.069107 0.267715 0.300 Uiso 1 1 calc R U . . .
H10D H 0.429997 -0.068268 0.368870 0.300 Uiso 1 1 calc R U . . .
C11A C 0.5132(15) 0.6501(14) 0.8997(6) 0.217(5) Uani 1 1 d . . . . .
H11A H 0.559615 0.674033 0.964199 0.260 Uiso 1 1 calc R U . A 1
H11B H 0.529255 0.579716 0.869500 0.260 Uiso 1 1 calc R U . A 1
C11B C 0.1474(14) -0.1900(16) 0.3043(10) 0.301(9) Uani 1 1 d . . . . .
H11C H 0.155027 -0.231848 0.353413 0.361 Uiso 1 1 calc R U . . .
H11D H 0.151927 -0.245304 0.252640 0.361 Uiso 1 1 calc R U . . .
C12A C 0.353(2) 0.6026(18) 0.8821(11) 0.237(7) Uani 0.83 1 d . . P B 1
H12A H 0.336935 0.675261 0.908526 0.285 Uiso 0.83 1 calc R U P B 1
H12B H 0.305663 0.572892 0.817416 0.285 Uiso 0.83 1 calc R U P B 1
C12C C 0.401(5) 0.530(3) 0.873(3) 0.111(10) Uani 0.17 1 d . . P B 2
H12C H 0.435674 0.464992 0.870692 0.134 Uiso 0.17 1 calc R U P B 2
H12D H 0.350233 0.518897 0.811230 0.134 Uiso 0.17 1 calc R U P B 2
C12B C 0.2607(19) -0.0843(13) 0.3264(13) 0.402(13) Uani 1 1 d . . . . .
H12E H 0.229616 -0.028871 0.296743 0.482 Uiso 1 1 calc R U . . .
H12F H 0.270097 -0.052869 0.389834 0.482 Uiso 1 1 calc R U . . .
C13A C 0.2977(16) 0.494(2) 0.9230(10) 0.311(9) Uani 1 1 d . . . . .
H13A H 0.340865 0.525672 0.987445 0.466 Uiso 1 1 calc R U . B 1
H13B H 0.319067 0.424767 0.898897 0.466 Uiso 1 1 calc R U . B 1
H13C H 0.196382 0.458098 0.910020 0.466 Uiso 1 1 calc R U . B 1
C13B C 0.0182(12) -0.2094(16) 0.2836(10) 0.291(9) Uani 1 1 d . . . . .
H13D H 0.004210 -0.161659 0.333676 0.437 Uiso 1 1 calc R U . . .
H13E H -0.046064 -0.303469 0.270444 0.437 Uiso 1 1 calc R U . . .
H13F H 0.000214 -0.177663 0.231338 0.437 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 0.0181 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'
Cl Cl 0.3639 0.7018 '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
C10A O1A H1A 109.5 . . ?
C10B O1B H1B 109.5 . . ?
C7A N1A N2A 122.1(3) . . ?
C7B N1B N2B 121.4(3) . . ?
N1A N2A C8A 116.9(3) . . ?
N1B N2B C8B 117.2(2) . . ?
C8A N3A H3A1 120.0 . . ?
C8A N3A H3A2 120.0 . . ?
H3A1 N3A H3A2 120.0 . . ?
C8B N3B H3B1 120.0 . . ?
C8B N3B H3B2 120.0 . . ?
H3B1 N3B H3B2 120.0 . . ?
C9A N4A C8A 117.0(3) . . ?
C9B N4B C8B 116.8(3) . . ?
C9A N5A H5A1 120.0 . . ?
C9A N5A H5A2 120.0 . . ?
H5A1 N5A H5A2 120.0 . . ?
C9B N5B H5B1 120.0 . . ?
C9B N5B H5B2 120.0 . . ?
H5B1 N5B H5B2 120.0 . . ?
C6A C1A C2A 118.5(4) . . ?
C6A C1A C7A 120.1(3) . . ?
C2A C1A C7A 121.4(3) . . ?
C6B C1B C2B 118.1(3) . . ?
C6B C1B C7B 118.5(3) . . ?
C2B C1B C7B 123.3(3) . . ?
C3A C2A C1A 120.0(4) . . ?
C3A C2A Cl1A 120.8(4) . . ?
C1A C2A Cl1A 119.2(3) . . ?
C3B C2B C1B 120.4(4) . . ?
C3B C2B Cl1B 118.9(3) . . ?
C1B C2B Cl1B 120.7(3) . . ?
C4A C3A C2A 120.1(5) . . ?
C4A C3A Cl2A 119.0(4) . . ?
C2A C3A Cl2A 120.9(5) . . ?
C2B C3B C4B 120.0(4) . . ?
C2B C3B Cl2B 120.7(4) . . ?
C4B C3B Cl2B 119.4(3) . . ?
C5B C4B C3B 120.3(4) . . ?
C5B C4B H4B 119.9 . . ?
C3B C4B H4B 119.9 . . ?
C5A C4A C3A 120.2(5) . . ?
C5A C4A H4A 119.9 . . ?
C3A C4A H4A 119.9 . . ?
C4A C5A C6A 120.8(5) . . ?
C4A C5A H5A 119.6 . . ?
C6A C5A H5A 119.6 . . ?
C6B C5B C4B 119.6(5) . . ?
C6B C5B H5B 120.2 . . ?
C4B C5B H5B 120.2 . . ?
C5A C6A C1A 120.4(4) . . ?
C5A C6A H6A 119.8 . . ?
C1A C6A H6A 119.8 . . ?
C5B C6B C1B 121.6(4) . . ?
C5B C6B H6B 119.2 . . ?
C1B C6B H6B 119.2 . . ?
N1A C7A C9A 118.7(3) . . ?
N1A C7A C1A 117.8(3) . . ?
C9A C7A C1A 123.4(3) . . ?
N1B C7B C9B 119.6(3) . . ?
N1B C7B C1B 116.5(3) . . ?
C9B C7B C1B 123.6(3) . . ?
N3A C8A N2A 116.3(3) . . ?
N3A C8A N4A 118.7(3) . . ?
N2A C8A N4A 125.1(3) . . ?
N3B C8B N4B 118.5(3) . . ?
N3B C8B N2B 116.1(3) . . ?
N4B C8B N2B 125.3(3) . . ?
N4A C9A N5A 119.9(3) . . ?
N4A C9A C7A 120.1(3) . . ?
N5A C9A C7A 120.1(3) . . ?
N5B C9B N4B 119.0(3) . . ?
N5B C9B C7B 121.4(3) . . ?
N4B C9B C7B 119.5(3) . . ?
O1A C10A C11A 115.3(7) . . ?
O1A C10A H10A 108.5 . . ?
C11A C10A H10A 108.5 . . ?
O1A C10A H10B 108.5 . . ?
C11A C10A H10B 108.5 . . ?
H10A C10A H10B 107.5 . . ?
C12B C10B O1B 125.1(12) . . ?
C12B C10B H10C 106.1 . . ?
O1B C10B H10C 106.1 . . ?
C12B C10B H10D 106.1 . . ?
O1B C10B H10D 106.1 . . ?
H10C C10B H10D 106.3 . . ?
C12C C11A C10A 137(2) . . ?
C10A C11A C12A 106.7(11) . . ?
C10A C11A H11A 110.4 . . ?
C12A C11A H11A 110.4 . . ?
C10A C11A H11B 110.4 . . ?
C12A C11A H11B 110.4 . . ?
H11A C11A H11B 108.6 . . ?
C12B C11B C13B 130(2) . . ?
C12B C11B H11C 104.8 . . ?
C13B C11B H11C 104.8 . . ?
C12B C11B H11D 104.8 . . ?
C13B C11B H11D 104.8 . . ?
H11C C11B H11D 105.8 . . ?
C13A C12A C11A 107.4(13) . . ?
C13A C12A H12A 110.2 . . ?
C11A C12A H12A 110.2 . . ?
C13A C12A H12B 110.2 . . ?
C11A C12A H12B 110.2 . . ?
H12A C12A H12B 108.5 . . ?
C11A C12C C13A 121(2) . . ?
C11A C12C H12C 107.2 . . ?
C13A C12C H12C 107.2 . . ?
C11A C12C H12D 107.2 . . ?
C13A C12C H12D 107.2 . . ?
H12C C12C H12D 106.8 . . ?
C10B C12B C11B 146(2) . . ?
C10B C12B H12C 100.5 . . ?
C11B C12B H12C 100.5 . . ?
C10B C12B H12D 100.5 . . ?
C11B C12B H12D 100.5 . . ?
H12C C12B H12D 104.3 . . ?
C12A C13A H13A 109.5 . . ?
C12A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C12A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 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
Cl1A C2A 1.714(5) . ?
Cl1B C2B 1.722(4) . ?
Cl2A C3A 1.712(5) . ?
Cl2B C3B 1.732(5) . ?
O1A C10A 1.416(7) . ?
O1A H1A 0.8200 . ?
O1B C10B 1.423(9) . ?
O1B H1B 0.8200 . ?
N1A C7A 1.313(4) . ?
N1A N2A 1.338(4) . ?
N1B C7B 1.314(4) . ?
N1B N2B 1.338(4) . ?
N2A C8A 1.344(4) . ?
N2B C8B 1.352(4) . ?
N3A C8A 1.321(5) . ?
N3A H3A1 0.8600 . ?
N3A H3A2 0.8600 . ?
N3B C8B 1.331(4) . ?
N3B H3B1 0.8600 . ?
N3B H3B2 0.8600 . ?
N4A C9A 1.310(4) . ?
N4A C8A 1.351(4) . ?
N4B C9B 1.328(4) . ?
N4B C8B 1.341(4) . ?
N5A C9A 1.339(4) . ?
N5A H5A1 0.8600 . ?
N5A H5A2 0.8600 . ?
N5B C9B 1.324(4) . ?
N5B H5B1 0.8600 . ?
N5B H5B2 0.8600 . ?
C1A C6A 1.388(5) . ?
C1A C2A 1.404(5) . ?
C1A C7A 1.477(5) . ?
C1B C6B 1.399(5) . ?
C1B C2B 1.402(5) . ?
C1B C7B 1.474(5) . ?
C2A C3A 1.389(6) . ?
C2B C3B 1.388(5) . ?
C3A C4A 1.381(8) . ?
C3B C4B 1.392(7) . ?
C4B C5B 1.380(7) . ?
C4B H4B 0.9300 . ?
C4A C5A 1.356(8) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.387(6) . ?
C5A H5A 0.9300 . ?
C5B C6B 1.377(7) . ?
C5B H5B 0.9300 . ?
C6A H6A 0.9300 . ?
C6B H6B 0.9300 . ?
C7A C9A 1.438(4) . ?
C7B C9B 1.439(4) . ?
C10A C11A 1.495(13) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C10B C12B 1.209(16) . ?
C10B H10C 0.9700 . ?
C10B H10D 0.9700 . ?
C11A C12C 1.32(3) . ?
C11A C12A 1.536(19) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11B C12B 1.237(15) . ?
C11B C13B 1.287(13) . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C12A C13A 1.436(18) . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C12C C13A 1.44(4) . ?
C12C H12C 0.9700 . ?
C12C H12D 0.9700 . ?
C12B H12E 0.9700 . ?
C12B H12F 0.9700 . ?
C13A H13A 0.9600 . ?
C13A H13B 0.9600 . ?
C13A H13C 0.9600 . ?
C13B H13D 0.9600 . ?
C13B H13E 0.9600 . ?
C13B H13F 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
O1A H1A N1A 0.82 1.98 2.797(4) 177.5 . yes
O1B H1B O1A 0.82 1.94 2.708(6) 154.5 2_666 yes
N3A H3A2 O1B 0.86 2.29 3.135(4) 166.5 . yes
N3A H3A1 N2B 0.86 2.19 3.042(4) 172.8 . yes
N3B H3B2 N2A 0.86 2.13 2.983(4) 174.3 . yes
N5A H5A1 N4B 0.86 2.20 3.064(4) 176.8 1_655 yes
N5B H5B2 O1B 0.86 2.09 2.809(4) 140.8 1_455 yes
N5B H5B1 N4A 0.86 2.15 2.999(4) 168.9 1_455 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
C7A N1A N2A C8A -0.4(5) . . . . ?
C7B N1B N2B C8B 2.3(5) . . . . ?
C6A C1A C2A C3A -0.7(5) . . . . ?
C7A C1A C2A C3A -179.8(3) . . . . ?
C6A C1A C2A Cl1A 178.0(3) . . . . ?
C7A C1A C2A Cl1A -1.1(5) . . . . ?
C6B C1B C2B C3B 0.3(5) . . . . ?
C7B C1B C2B C3B 178.1(3) . . . . ?
C6B C1B C2B Cl1B -179.0(3) . . . . ?
C7B C1B C2B Cl1B -1.2(4) . . . . ?
C1A C2A C3A C4A 0.9(7) . . . . ?
Cl1A C2A C3A C4A -177.8(4) . . . . ?
C1A C2A C3A Cl2A -179.0(3) . . . . ?
Cl1A C2A C3A Cl2A 2.3(6) . . . . ?
C1B C2B C3B C4B 0.0(6) . . . . ?
Cl1B C2B C3B C4B 179.3(3) . . . . ?
C1B C2B C3B Cl2B -179.8(3) . . . . ?
Cl1B C2B C3B Cl2B -0.5(4) . . . . ?
C2B C3B C4B C5B 0.1(7) . . . . ?
Cl2B C3B C4B C5B 179.8(4) . . . . ?
C2A C3A C4A C5A -0.7(8) . . . . ?
Cl2A C3A C4A C5A 179.2(4) . . . . ?
C3A C4A C5A C6A 0.2(8) . . . . ?
C3B C4B C5B C6B -0.4(8) . . . . ?
C4A C5A C6A C1A 0.0(7) . . . . ?
C2A C1A C6A C5A 0.3(5) . . . . ?
C7A C1A C6A C5A 179.4(3) . . . . ?
C4B C5B C6B C1B 0.6(8) . . . . ?
C2B C1B C6B C5B -0.6(6) . . . . ?
C7B C1B C6B C5B -178.5(4) . . . . ?
N2A N1A C7A C9A 3.3(5) . . . . ?
N2A N1A C7A C1A -179.5(3) . . . . ?
C6A C1A C7A N1A -70.2(4) . . . . ?
C2A C1A C7A N1A 108.9(4) . . . . ?
C6A C1A C7A C9A 106.8(4) . . . . ?
C2A C1A C7A C9A -74.1(5) . . . . ?
N2B N1B C7B C9B -2.7(5) . . . . ?
N2B N1B C7B C1B -176.6(3) . . . . ?
C6B C1B C7B N1B 60.9(4) . . . . ?
C2B C1B C7B N1B -117.0(4) . . . . ?
C6B C1B C7B C9B -112.7(4) . . . . ?
C2B C1B C7B C9B 69.5(5) . . . . ?
N1A N2A C8A N3A 177.3(3) . . . . ?
N1A N2A C8A N4A -1.7(6) . . . . ?
C9A N4A C8A N3A -178.4(3) . . . . ?
C9A N4A C8A N2A 0.6(6) . . . . ?
C9B N4B C8B N3B 179.3(3) . . . . ?
C9B N4B C8B N2B -2.3(5) . . . . ?
N1B N2B C8B N3B 178.7(3) . . . . ?
N1B N2B C8B N4B 0.3(5) . . . . ?
C8A N4A C9A N5A -177.4(3) . . . . ?
C8A N4A C9A C7A 2.5(5) . . . . ?
N1A C7A C9A N4A -4.5(5) . . . . ?
C1A C7A C9A N4A 178.6(3) . . . . ?
N1A C7A C9A N5A 175.4(3) . . . . ?
C1A C7A C9A N5A -1.5(5) . . . . ?
C8B N4B C9B N5B 178.6(3) . . . . ?
C8B N4B C9B C7B 1.8(5) . . . . ?
N1B C7B C9B N5B -176.1(3) . . . . ?
C1B C7B C9B N5B -2.7(5) . . . . ?
N1B C7B C9B N4B 0.6(5) . . . . ?
C1B C7B C9B N4B 174.0(3) . . . . ?
O1A C10A C11A C12C -27(3) . . . . ?
O1A C10A C11A C12A -71.2(11) . . . . ?
C10A C11A C12A C13A -175.9(13) . . . . ?
C10A C11A C12C C13A -117(3) . . . . ?
O1B C10B C12B C11B 170(3) . . . . ?
C13B C11B C12B C10B -153(3) . . . . ?
