#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:47:48 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298199 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/97/7249750.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_7249750
loop_
_publ_author_name
'Yu, Xinyi'
'Li, Jianting'
'Wu, Chenyu'
'Yang, Dezhi'
'Li, Liang'
'Lu, Yang'
'Zhou, Zhengzheng'
_publ_section_title
;
 Exploring the solubility of novel lamotrigine drug--drug salts: the role
 of pH and structural variability
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              820
_journal_page_last               832
_journal_paper_doi               10.1039/D4CE01111B
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C9 H8 Cl2 N5, C14 H10 Cl2 N O2'
_chemical_formula_sum            'C23 H17 Cl4 N6 O2'
_chemical_formula_weight         551.22
_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_date             2024-08-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-08-28 deposited with the CCDC.	2025-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                105.074(4)
_cell_angle_beta                 91.002(3)
_cell_angle_gamma                99.969(4)
_cell_formula_units_Z            4
_cell_length_a                   12.8844(5)
_cell_length_b                   13.7991(8)
_cell_length_c                   14.5572(4)
_cell_measurement_reflns_used    6053
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.4020
_cell_measurement_theta_min      3.1130
_cell_volume                     2456.06(19)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00   0.00   1.00    1.00    --   40.73 -57.00 120.00   28
  2  ω      4.00  63.00   1.00    1.00    --   40.73 -57.00 120.00   59
  3  ω     49.00  92.00   1.00    1.00    --   40.73-125.00  30.00   43
  4  ω     72.00 107.00   1.00    1.00    --  107.58 -94.00 -60.00   35
  5  ω     82.00 120.00   1.00    1.00    --  107.58-125.00-120.00   38
  6  ω     46.00 136.00   1.00    1.00    --  107.58 -30.00   0.00   90
  7  ω     81.00 150.00   1.00    1.00    --  107.58  30.00 -60.00   69
  8  ω     93.00 128.00   1.00    1.00    --  107.58 -45.00 120.00   35
  9  ω     47.00 124.00   1.00    1.00    --  107.58 -30.00  90.00   77
 10  ω     40.00 119.00   1.00    1.00    --  107.58-125.00  90.00   79
 11  ω     39.00 134.00   1.00    1.00    --  107.58 -77.00  90.00   95
 12  ω     36.00 119.00   1.00    1.00    --  107.58 -61.00 -90.00   83
 13  ω     38.00  86.00   1.00    1.00    --  107.58 -77.00-120.00   48
 14  ω     28.00 153.00   1.00    1.00    --  107.58 -15.00 -90.00  125
 15  ω     24.00  79.00   1.00    1.00    --   40.73-125.00-150.00   55
 16  ω      9.00  48.00   1.00    1.00    --   40.73 -99.00 -90.00   39
 17  ω   -109.00 -18.00   1.00    1.00    --  -40.73 -38.00  30.00   91
 18  ω   -114.00 -21.00   1.00    1.00    --  -40.73 -38.00 -60.00   93
 19  ω    -32.00  -7.00   1.00    1.00    --  -40.73 125.00-180.00   25
;
_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      -0.0777553000
_diffrn_orient_matrix_UB_12      0.0738851000
_diffrn_orient_matrix_UB_13      0.0036433000
_diffrn_orient_matrix_UB_21      0.0921704000
_diffrn_orient_matrix_UB_22      0.0914712000
_diffrn_orient_matrix_UB_23      0.0310483000
_diffrn_orient_matrix_UB_31      0.0161477000
_diffrn_orient_matrix_UB_32      -0.0032531000
_diffrn_orient_matrix_UB_33      -0.1052942000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0641
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17321
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.903
_diffrn_reflns_theta_min         3.151
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.672
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47548
_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    1.491
_exptl_crystal_description       block
_exptl_crystal_F_000             1124
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.073
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         9628
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0935
_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)+(0.0890P)²+14.3299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2357
_refine_ls_wR_factor_ref         0.2462
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7877
_reflns_number_total             9628
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce01111b2.cif
_cod_data_source_block           02-1222
_cod_depositor_comments
'Adding full bibliography for 7249749--7249752.cif.'
_cod_database_code               7249750
_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   0.706
_shelx_estimated_absorpt_t_min   0.561
_reflns_odcompleteness_completeness 99.99
_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, All N(H) groups, All N(H,H) groups
2. Others
 Sof(Cl7)=Sof(Cl8)=Sof(H25)=Sof(H26)=1-FVAR(1)
 Sof(Cl5)=Sof(Cl6)=Sof(H27)=Sof(H29)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C45(H45A,H45B)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C4(H4), C5(H5), C6(H6A), N6(H6), C12(H12), C13(H13), C14(H14),
 C17(H17), C18(H18), C19(H19), C20(H20), N8(H8), C25(H25), C26(H26), C27(H27),
 C28(H28), C29(H29), N12(H12A), C35(H35), C36(H36), C37(H37), C40(H40),
 C41(H41), C42(H42), C43(H43)
3.c X=CH2 refined with riding coordinates:
 N4(H4A,H4B), N5(H5A,H5B), N10(H10A,H10B), N11(H11A,H11B)
;
_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 1.575
_oxdiff_exptl_absorpt_empirical_full_min 0.635
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 0.54690(11) 0.82676(11) 0.70993(12) 0.0407(4) Uani 1 1 d . . . . .
Cl2 Cl 0.56647(15) 0.93190(15) 0.92900(13) 0.0585(5) Uani 1 1 d . . . . .
N1 N 0.7956(4) 0.7173(4) 0.5987(3) 0.0312(10) Uani 1 1 d . . . . .
N2 N 0.8015(3) 0.6699(4) 0.5068(3) 0.0314(10) Uani 1 1 d . . . . .
H2 H 0.859714 0.685998 0.479101 0.038 Uiso 1 1 calc R . . . .
N3 N 0.6309(3) 0.5716(3) 0.4924(3) 0.0263(9) Uani 1 1 d . . . . .
N4 N 0.7387(3) 0.5555(4) 0.3657(3) 0.0304(10) Uani 1 1 d . . . . .
H4A H 0.799285 0.572978 0.342017 0.036 Uiso 1 1 calc R . . . .
H4B H 0.688579 0.508758 0.329866 0.036 Uiso 1 1 calc R . . . .
N5 N 0.5355(3) 0.5845(3) 0.6241(3) 0.0284(10) Uani 1 1 d . . . . .
H5A H 0.485495 0.536468 0.589624 0.034 Uiso 1 1 calc R . . . .
H5B H 0.527731 0.611975 0.684657 0.034 Uiso 1 1 calc R . . . .
C1 C 0.7103(4) 0.7388(4) 0.7430(4) 0.0287(11) Uani 1 1 d . . . . .
C2 C 0.6412(4) 0.8021(4) 0.7823(4) 0.0326(12) Uani 1 1 d . . . . .
C3 C 0.6510(5) 0.8508(5) 0.8808(4) 0.0388(14) Uani 1 1 d . . . . .
C4 C 0.7293(5) 0.8346(5) 0.9370(5) 0.0447(15) Uani 1 1 d . . . . .
H4 H 0.735934 0.867324 1.003387 0.054 Uiso 1 1 calc R . . . .
C5 C 0.7983(5) 0.7717(5) 0.8987(4) 0.0413(14) Uani 1 1 d . . . . .
H5 H 0.851851 0.762929 0.939931 0.050 Uiso 1 1 calc R . . . .
C6 C 0.7934(5) 0.7202(5) 0.8021(4) 0.0389(14) Uani 1 1 d . . . . .
H6A H 0.840901 0.675994 0.776653 0.047 Uiso 1 1 calc R . . . .
C7 C 0.7083(4) 0.6910(4) 0.6389(4) 0.0279(11) Uani 1 1 d . . . . .
C8 C 0.6228(4) 0.6156(4) 0.5846(4) 0.0253(10) Uani 1 1 d . . . . .
C9 C 0.7230(4) 0.5992(4) 0.4549(4) 0.0257(10) Uani 1 1 d . . . . .
Cl3 Cl 0.40620(11) 0.94400(12) 0.54415(12) 0.0449(4) Uani 1 1 d . . . . .
Cl4 Cl 0.03782(12) 0.80871(12) 0.68401(12) 0.0439(4) Uani 1 1 d . . . . .
O1 O -0.0713(3) 0.6445(3) 0.2989(3) 0.0327(9) Uani 1 1 d . . . . .
O2 O -0.0184(3) 0.7280(4) 0.4486(3) 0.0423(11) Uani 1 1 d . . . . .
N6 N 0.1842(3) 0.8215(3) 0.5286(3) 0.0285(9) Uani 1 1 d . . . . .
H6 H 0.125786 0.836009 0.507764 0.034 Uiso 1 1 calc R . . . .
C10 C 0.2261(4) 0.8740(4) 0.6201(4) 0.0261(10) Uani 1 1 d . . . . .
C11 C 0.3287(4) 0.9339(4) 0.6383(4) 0.0313(12) Uani 1 1 d . . . . .
C12 C 0.3686(5) 0.9894(5) 0.7287(5) 0.0419(15) Uani 1 1 d . . . . .
H12 H 0.438306 1.028106 0.737953 0.050 Uiso 1 1 calc R . . . .
C13 C 0.3088(6) 0.9890(5) 0.8049(5) 0.0465(16) Uani 1 1 d . . . . .
H13 H 0.336938 1.026803 0.867164 0.056 Uiso 1 1 calc R . . . .
C14 C 0.2053(6) 0.9325(5) 0.7912(4) 0.0428(15) Uani 1 1 d . . . . .
H14 H 0.162467 0.933249 0.843758 0.051 Uiso 1 1 calc R . . . .
C15 C 0.1665(4) 0.8756(4) 0.7001(4) 0.0312(12) Uani 1 1 d . . . . .
C16 C 0.2308(4) 0.7462(4) 0.4674(4) 0.0263(11) Uani 1 1 d . . . . .
C17 C 0.3143(4) 0.7090(4) 0.5006(4) 0.0315(12) Uani 1 1 d . . . . .
H17 H 0.339821 0.733471 0.565630 0.038 Uiso 1 1 calc R . . . .
C18 C 0.3597(5) 0.6360(5) 0.4381(4) 0.0383(13) Uani 1 1 d . . . . .
H18 H 0.417534 0.612046 0.460380 0.046 Uiso 1 1 calc R . . . .
C19 C 0.3218(5) 0.5979(5) 0.3440(4) 0.0407(14) Uani 1 1 d . . . . .
H19 H 0.352332 0.547000 0.302039 0.049 Uiso 1 1 calc R . . . .
C20 C 0.2388(4) 0.6344(5) 0.3113(4) 0.0341(12) Uani 1 1 d . . . . .
H20 H 0.212897 0.607885 0.246438 0.041 Uiso 1 1 calc R . . . .
C21 C 0.1925(4) 0.7088(4) 0.3709(4) 0.0279(11) Uani 1 1 d . . . . .
C22 C 0.1031(4) 0.7470(5) 0.3313(4) 0.0313(12) Uani 1 1 d . . . . .
H22A H 0.102790 0.728318 0.260842 0.038 Uiso 1 1 calc R . . . .
H22B H 0.115100 0.822402 0.354194 0.038 Uiso 1 1 calc R . . . .
C23 C -0.0039(4) 0.7032(5) 0.3603(4) 0.0311(12) Uani 1 1 d . . . . .
Cl5 Cl 0.89640(14) 0.82300(15) 0.16840(15) 0.0403(5) Uani 0.764(4) 1 d . . P A 1
Cl6 Cl 0.94778(17) 0.95439(16) 0.38038(17) 0.0524(7) Uani 0.764(4) 1 d . . P A 1
Cl7 Cl 0.6697(6) 0.8462(6) 0.4883(5) 0.0476(19) Uani 0.236(4) 1 d . . P A 2
Cl8 Cl 0.5688(5) 0.6897(5) 0.2996(5) 0.0384(16) Uani 0.236(4) 1 d . . P A 2
N7 N 0.6065(4) 0.7016(4) 0.0864(3) 0.0354(11) Uani 1 1 d . . . . .
N8 N 0.5705(4) 0.6419(4) -0.0004(3) 0.0329(10) Uani 1 1 d . . . . .
H8 H 0.517844 0.656802 -0.030169 0.039 Uiso 1 1 calc R . . . .
N9 N 0.6947(4) 0.5348(4) -0.0046(3) 0.0331(10) Uani 1 1 d . . . . .
N10 N 0.5677(4) 0.5039(4) -0.1278(4) 0.0408(12) Uani 1 1 d . . . . .
H10A H 0.592658 0.449698 -0.158018 0.049 Uiso 1 1 calc R . . . .
H10B H 0.513320 0.520671 -0.153361 0.049 Uiso 1 1 calc R . . . .
N11 N 0.8140(4) 0.5691(4) 0.1217(3) 0.0323(10) Uani 1 1 d . . . . .
H11A H 0.840021 0.514970 0.092830 0.039 Uiso 1 1 calc R . . . .
H11B H 0.841391 0.606844 0.178170 0.039 Uiso 1 1 calc R . . . .
C24 C 0.7174(6) 0.7456(5) 0.2265(4) 0.0452(16) Uani 1 1 d . . . . .
C25 C 0.8114(7) 0.8116(5) 0.2506(6) 0.060(2) Uani 1 1 d . . . . .
H25 H 0.862253 0.817129 0.204903 0.071 Uiso 0.236(4) 1 calc R . P A 2
C26 C 0.8313(7) 0.8739(6) 0.3501(7) 0.062(2) Uani 1 1 d . . . . .
H26 H 0.895318 0.921152 0.371737 0.074 Uiso 0.236(4) 1 calc R . P A 2
C27 C 0.7525(6) 0.8601(7) 0.4097(6) 0.0560(19) Uani 1 1 d . . . . .
H27 H 0.766349 0.899089 0.474234 0.067 Uiso 0.764(4) 1 calc R . P A 1
C28 C 0.6605(9) 0.7998(7) 0.3887(6) 0.073(3) Uani 1 1 d . . . . .
H28 H 0.610372 0.797920 0.435553 0.087 Uiso 1 1 calc R . . . .
C29 C 0.6380(9) 0.7388(7) 0.2966(5) 0.067(3) Uani 1 1 d . . . . .
H29 H 0.572240 0.693261 0.278958 0.080 Uiso 0.764(4) 1 calc R . P A 1
C30 C 0.6872(4) 0.6808(4) 0.1281(4) 0.0304(11) Uani 1 1 d . . . . .
C31 C 0.7339(4) 0.5935(4) 0.0804(4) 0.0271(11) Uani 1 1 d . . . . .
C32 C 0.6120(4) 0.5605(4) -0.0435(4) 0.0298(11) Uani 1 1 d . . . . .
Cl9 Cl 0.40455(11) 0.79072(12) 0.16504(11) 0.0426(4) Uani 1 1 d . . . . .
Cl10 Cl 0.07869(12) 0.92251(13) 0.02463(11) 0.0439(4) Uani 1 1 d . . . . .
O3 O 0.4111(3) 0.5892(3) -0.2155(3) 0.0317(8) Uani 1 1 d . . . . .
O4 O 0.4131(3) 0.6952(4) -0.0706(3) 0.0447(11) Uani 1 1 d . . . . .
N12 N 0.2516(4) 0.7939(4) 0.0114(3) 0.0309(10) Uani 1 1 d . . . . .
H12A H 0.314759 0.803282 -0.010479 0.037 Uiso 1 1 calc R . . . .
C33 C 0.2366(4) 0.8545(4) 0.1019(4) 0.0304(11) Uani 1 1 d . . . . .
C34 C 0.3035(4) 0.8612(5) 0.1813(4) 0.0331(12) Uani 1 1 d . . . . .
C35 C 0.2966(5) 0.9247(5) 0.2699(5) 0.0443(15) Uani 1 1 d . . . . .
H35 H 0.343777 0.926790 0.321561 0.053 Uiso 1 1 calc R . . . .
C36 C 0.2201(5) 0.9861(5) 0.2838(4) 0.0445(16) Uani 1 1 d . . . . .
H36 H 0.214622 1.030173 0.344956 0.053 Uiso 1 1 calc R . . . .
C37 C 0.1517(5) 0.9822(5) 0.2072(4) 0.0399(14) Uani 1 1 d . . . . .
H37 H 0.099151 1.023721 0.215834 0.048 Uiso 1 1 calc R . . . .
C38 C 0.1607(5) 0.9172(4) 0.1180(4) 0.0340(12) Uani 1 1 d . . . . .
C39 C 0.1715(4) 0.7185(4) -0.0472(4) 0.0280(11) Uani 1 1 d . . . . .
C40 C 0.0771(4) 0.6834(5) -0.0095(4) 0.0343(12) Uani 1 1 d . . . . .
H40 H 0.067456 0.708504 0.056459 0.041 Uiso 1 1 calc R . . . .
C41 C -0.0023(5) 0.6119(5) -0.0684(5) 0.0377(13) Uani 1 1 d . . . . .
H41 H -0.065986 0.587830 -0.042779 0.045 Uiso 1 1 calc R . . . .
C42 C 0.0119(5) 0.5759(4) -0.1645(5) 0.0379(14) Uani 1 1 d . . . . .
H42 H -0.042778 0.528609 -0.205491 0.045 Uiso 1 1 calc R . . . .
C43 C 0.1061(4) 0.6091(4) -0.2004(4) 0.0332(12) Uani 1 1 d . . . . .
H43 H 0.115490 0.583392 -0.266334 0.040 Uiso 1 1 calc R . . . .
C44 C 0.1877(4) 0.6794(4) -0.1427(4) 0.0283(11) Uani 1 1 d . . . . .
C45 C 0.2906(4) 0.7089(4) -0.1870(4) 0.0305(11) Uani 1 1 d . . . . .
H45A H 0.312523 0.784086 -0.167424 0.037 Uiso 1 1 calc R . . . .
H45B H 0.278720 0.687029 -0.257326 0.037 Uiso 1 1 calc R . . . .
C46 C 0.3787(4) 0.6604(4) -0.1573(4) 0.0288(11) Uani 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'
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
C7 N1 N2 117.3(4) . . ?
N1 N2 H2 118.4 . . ?
N1 N2 C9 123.2(4) . . ?
C9 N2 H2 118.4 . . ?
C8 N3 C9 117.0(4) . . ?
H4A N4 H4B 120.0 . . ?
C9 N4 H4A 120.0 . . ?
C9 N4 H4B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C8 N5 H5A 120.0 . . ?
C8 N5 H5B 120.0 . . ?
C2 C1 C6 121.1(5) . . ?
C2 C1 C7 122.4(5) . . ?
C6 C1 C7 116.5(5) . . ?
C1 C2 Cl1 120.1(4) . . ?
C1 C2 C3 120.0(5) . . ?
C3 C2 Cl1 119.9(5) . . ?
C2 C3 Cl2 119.8(5) . . ?
C4 C3 Cl2 120.7(5) . . ?
C4 C3 C2 119.5(6) . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(6) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 118.5 . . ?
C4 C5 C6 123.1(6) . . ?
C6 C5 H5 118.5 . . ?
C1 C6 H6A 122.3 . . ?
C5 C6 C1 115.4(6) . . ?
C5 C6 H6A 122.3 . . ?
N1 C7 C1 114.8(5) . . ?
N1 C7 C8 120.5(5) . . ?
C8 C7 C1 124.5(5) . . ?
N3 C8 C7 120.3(5) . . ?
N5 C8 N3 117.8(5) . . ?
N5 C8 C7 121.9(5) . . ?
N2 C9 N3 121.6(5) . . ?
N4 C9 N2 118.0(5) . . ?
N4 C9 N3 120.4(5) . . ?
C10 N6 H6 118.4 . . ?
C10 N6 C16 123.2(4) . . ?
C16 N6 H6 118.4 . . ?
N6 C10 C11 122.5(5) . . ?
N6 C10 C15 121.8(5) . . ?
C15 C10 C11 115.6(5) . . ?
C10 C11 Cl3 119.6(4) . . ?
C12 C11 Cl3 117.8(5) . . ?
C12 C11 C10 122.5(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(6) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.9(6) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.2(6) . . ?
C15 C14 H14 120.4 . . ?
C10 C15 Cl4 118.9(4) . . ?
C14 C15 Cl4 118.7(5) . . ?
C14 C15 C10 122.4(5) . . ?
N6 C16 C21 119.0(5) . . ?
C17 C16 N6 121.1(5) . . ?
C17 C16 C21 119.9(5) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.7(5) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(5) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.5(5) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 119.2 . . ?
C19 C20 C21 121.6(5) . . ?
C21 C20 H20 119.2 . . ?
C16 C21 C22 122.0(5) . . ?
C20 C21 C16 118.5(5) . . ?
C20 C21 C22 119.5(5) . . ?
C21 C22 H22A 109.1 . . ?
C21 C22 H22B 109.1 . . ?
C21 C22 C23 112.5(4) . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 H22A 109.1 . . ?
C23 C22 H22B 109.1 . . ?
O1 C23 O2 123.4(5) . . ?
O1 C23 C22 120.3(5) . . ?
O2 C23 C22 116.3(5) . . ?
C30 N7 N8 118.1(5) . . ?
N7 N8 H8 118.9 . . ?
N7 N8 C32 122.3(5) . . ?
C32 N8 H8 118.9 . . ?
C31 N9 C32 116.7(5) . . ?
H10A N10 H10B 120.0 . . ?
C32 N10 H10A 120.0 . . ?
C32 N10 H10B 120.0 . . ?
H11A N11 H11B 120.0 . . ?
C31 N11 H11A 120.0 . . ?
C31 N11 H11B 120.0 . . ?
C25 C24 C29 121.2(7) . . ?
C25 C24 C30 122.5(7) . . ?
C29 C24 C30 116.2(7) . . ?
C24 C25 Cl5 120.1(6) . . ?
C24 C25 H25 121.2 . . ?
C24 C25 C26 117.6(8) . . ?
C26 C25 Cl5 122.3(7) . . ?
C26 C25 H25 121.2 . . ?
C25 C26 Cl6 117.7(7) . . ?
C25 C26 H26 121.9 . . ?
C27 C26 Cl6 126.1(7) . . ?
C27 C26 C25 116.3(8) . . ?
C27 C26 H26 121.9 . . ?
C26 C27 Cl7 173.9(7) . . ?
C26 C27 H27 116.0 . . ?
C28 C27 Cl7 57.3(6) . . ?
C28 C27 C26 127.9(9) . . ?
C28 C27 H27 116.0 . . ?
C27 C28 H28 120.9 . . ?
C27 C28 C29 118.3(10) . . ?
C29 C28 H28 120.9 . . ?
Cl8 C29 C24 135.8(8) . . ?
Cl8 C29 C28 104.6(9) . . ?
C24 C29 H29 120.6 . . ?
C28 C29 C24 118.8(10) . . ?
C28 C29 H29 120.6 . . ?
N7 C30 C24 114.8(5) . . ?
N7 C30 C31 119.6(5) . . ?
C31 C30 C24 125.4(5) . . ?
N9 C31 C30 120.6(5) . . ?
N11 C31 N9 118.3(5) . . ?
N11 C31 C30 121.1(5) . . ?
N9 C32 N8 122.6(5) . . ?
N10 C32 N8 117.5(5) . . ?
N10 C32 N9 119.9(5) . . ?
C33 N12 H12A 117.9 . . ?
C33 N12 C39 124.2(5) . . ?
C39 N12 H12A 117.9 . . ?
N12 C33 C34 121.0(5) . . ?
C38 C33 N12 123.0(5) . . ?
C38 C33 C34 115.8(5) . . ?
C33 C34 Cl9 118.3(4) . . ?
C35 C34 Cl9 118.4(5) . . ?
C35 C34 C33 123.2(6) . . ?
C34 C35 H35 120.1 . . ?
C34 C35 C36 119.7(6) . . ?
C36 C35 H35 120.1 . . ?
C35 C36 H36 120.3 . . ?
C35 C36 C37 119.3(6) . . ?
C37 C36 H36 120.3 . . ?
C36 C37 H37 120.1 . . ?
C38 C37 C36 119.7(6) . . ?
C38 C37 H37 120.1 . . ?
C33 C38 Cl10 120.6(4) . . ?
C37 C38 Cl10 117.1(5) . . ?
C37 C38 C33 122.2(6) . . ?
C40 C39 N12 120.8(5) . . ?
C44 C39 N12 119.0(5) . . ?
C44 C39 C40 120.2(5) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 C39 120.2(5) . . ?
C41 C40 H40 119.9 . . ?
C40 C41 H41 120.2 . . ?
C42 C41 C40 119.7(6) . . ?
C42 C41 H41 120.2 . . ?
C41 C42 H42 120.2 . . ?
C43 C42 C41 119.7(5) . . ?
C43 C42 H42 120.2 . . ?
C42 C43 H43 119.1 . . ?
C42 C43 C44 121.8(6) . . ?
C44 C43 H43 119.1 . . ?
C39 C44 C43 118.3(5) . . ?
C39 C44 C45 123.1(5) . . ?
C43 C44 C45 118.5(5) . . ?
C44 C45 H45A 109.2 . . ?
C44 C45 H45B 109.2 . . ?
C44 C45 C46 112.1(5) . . ?
H45A C45 H45B 107.9 . . ?
C46 C45 H45A 109.2 . . ?
C46 C45 H45B 109.2 . . ?
O3 C46 O4 123.9(5) . . ?
O3 C46 C45 120.9(5) . . ?
O4 C46 C45 115.2(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 C2 1.728(6) . ?
Cl2 C3 1.724(7) . ?
N1 N2 1.338(6) . ?
N1 C7 1.315(7) . ?
N2 H2 0.8800 . ?
N2 C9 1.339(7) . ?
N3 C8 1.335(7) . ?
N3 C9 1.351(6) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
N4 C9 1.316(7) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N5 C8 1.328(7) . ?
C1 C2 1.382(8) . ?
C1 C6 1.461(8) . ?
C1 C7 1.484(8) . ?
C2 C3 1.410(8) . ?
C3 C4 1.372(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.373(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.396(8) . ?
C6 H6A 0.9500 . ?
C7 C8 1.438(7) . ?
Cl3 C11 1.731(6) . ?
Cl4 C15 1.732(6) . ?
O1 C23 1.250(7) . ?
O2 C23 1.266(7) . ?
N6 H6 0.8800 . ?
N6 C10 1.388(7) . ?
N6 C16 1.409(7) . ?
C10 C11 1.413(7) . ?
C10 C15 1.404(8) . ?
C11 C12 1.377(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.363(10) . ?
C13 H13 0.9500 . ?
C13 C14 1.405(10) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(8) . ?
C16 C17 1.399(8) . ?
C16 C21 1.413(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(8) . ?
C18 H18 0.9500 . ?
C18 C19 1.380(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(9) . ?
C20 H20 0.9500 . ?
C20 C21 1.389(8) . ?
C21 C22 1.510(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.520(7) . ?
Cl5 C25 1.656(10) . ?
Cl6 C26 1.681(9) . ?
Cl7 C27 1.603(11) . ?
Cl8 C29 1.031(12) . ?
N7 N8 1.340(6) . ?
N7 C30 1.306(7) . ?
N8 H8 0.8800 . ?
N8 C32 1.340(7) . ?
N9 C31 1.326(7) . ?
N9 C32 1.340(7) . ?
N10 H10A 0.8800 . ?
N10 H10B 0.8800 . ?
N10 C32 1.328(7) . ?
N11 H11A 0.8800 . ?
N11 H11B 0.8800 . ?
N11 C31 1.322(7) . ?
C24 C25 1.363(11) . ?
C24 C29 1.466(12) . ?
C24 C30 1.482(8) . ?
C25 H25 0.9500 . ?
C25 C26 1.472(11) . ?
C26 H26 0.9500 . ?
C26 C27 1.367(12) . ?
C27 H27 0.9500 . ?
C27 C28 1.305(13) . ?
C28 H28 0.9500 . ?
C28 C29 1.380(11) . ?
C29 H29 0.9500 . ?
C30 C31 1.458(7) . ?
Cl9 C34 1.740(6) . ?
Cl10 C38 1.731(6) . ?
O3 C46 1.256(7) . ?
O4 C46 1.270(7) . ?
N12 H12A 0.8800 . ?
N12 C33 1.401(7) . ?
N12 C39 1.418(7) . ?
C33 C34 1.403(8) . ?
C33 C38 1.399(8) . ?
C34 C35 1.373(9) . ?
C35 H35 0.9500 . ?
C35 C36 1.390(10) . ?
C36 H36 0.9500 . ?
C36 C37 1.394(10) . ?
C37 H37 0.9500 . ?
C37 C38 1.393(8) . ?
C39 C40 1.405(8) . ?
C39 C44 1.388(8) . ?
C40 H40 0.9500 . ?
C40 C41 1.391(8) . ?
C41 H41 0.9500 . ?
C41 C42 1.384(9) . ?
C42 H42 0.9500 . ?
C42 C43 1.383(9) . ?
C43 H43 0.9500 . ?
C43 C44 1.395(8) . ?
C44 C45 1.522(7) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.524(7) . ?
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 C2 C3 Cl2 1.8(7) . . . . ?
Cl1 C2 C3 C4 -176.9(5) . . . . ?
Cl2 C3 C4 C5 -178.6(5) . . . . ?
N1 N2 C9 N3 0.8(9) . . . . ?
N1 N2 C9 N4 -178.1(5) . . . . ?
N1 C7 C8 N3 -0.3(8) . . . . ?
N1 C7 C8 N5 177.2(5) . . . . ?
N2 N1 C7 C1 174.5(5) . . . . ?
N2 N1 C7 C8 -1.1(8) . . . . ?
C1 C2 C3 Cl2 178.5(4) . . . . ?
C1 C2 C3 C4 -0.2(9) . . . . ?
C1 C7 C8 N3 -175.4(5) . . . . ?
C1 C7 C8 N5 2.1(8) . . . . ?
C2 C1 C6 C5 -1.2(8) . . . . ?
C2 C1 C7 N1 118.6(6) . . . . ?
C2 C1 C7 C8 -66.0(8) . . . . ?
C2 C3 C4 C5 0.1(10) . . . . ?
C3 C4 C5 C6 -0.5(11) . . . . ?
C4 C5 C6 C1 1.1(9) . . . . ?
C6 C1 C2 Cl1 177.5(4) . . . . ?
C6 C1 C2 C3 0.8(8) . . . . ?
C6 C1 C7 N1 -58.2(7) . . . . ?
C6 C1 C7 C8 117.2(6) . . . . ?
C7 N1 N2 C9 0.9(8) . . . . ?
C7 C1 C2 Cl1 0.8(7) . . . . ?
C7 C1 C2 C3 -175.9(5) . . . . ?
C7 C1 C6 C5 175.7(5) . . . . ?
C8 N3 C9 N2 -2.1(8) . . . . ?
C8 N3 C9 N4 176.7(5) . . . . ?
C9 N3 C8 N5 -175.7(5) . . . . ?
C9 N3 C8 C7 1.8(7) . . . . ?
Cl3 C11 C12 C13 176.3(5) . . . . ?
N6 C10 C11 Cl3 0.4(7) . . . . ?
N6 C10 C11 C12 177.3(5) . . . . ?
N6 C10 C15 Cl4 0.9(7) . . . . ?
N6 C10 C15 C14 -176.2(5) . . . . ?
N6 C16 C17 C18 -178.9(5) . . . . ?
N6 C16 C21 C20 -179.9(5) . . . . ?
N6 C16 C21 C22 -0.1(7) . . . . ?
C10 N6 C16 C17 9.5(8) . . . . ?
C10 N6 C16 C21 -169.9(5) . . . . ?
C10 C11 C12 C13 -0.6(10) . . . . ?
C11 C10 C15 Cl4 177.4(4) . . . . ?
C11 C10 C15 C14 0.3(8) . . . . ?
C11 C12 C13 C14 -0.6(10) . . . . ?
C12 C13 C14 C15 1.6(10) . . . . ?
C13 C14 C15 Cl4 -178.6(5) . . . . ?
C13 C14 C15 C10 -1.5(9) . . . . ?
C15 C10 C11 Cl3 -176.0(4) . . . . ?
C15 C10 C11 C12 0.8(8) . . . . ?
C16 N6 C10 C11 59.4(7) . . . . ?
C16 N6 C10 C15 -124.3(6) . . . . ?
C16 C17 C18 C19 -1.6(9) . . . . ?
C16 C21 C22 C23 -76.0(7) . . . . ?
C17 C16 C21 C20 0.7(8) . . . . ?
C17 C16 C21 C22 -179.6(5) . . . . ?
C17 C18 C19 C20 1.3(10) . . . . ?
C18 C19 C20 C21 0.1(10) . . . . ?
C19 C20 C21 C16 -1.0(9) . . . . ?
C19 C20 C21 C22 179.2(5) . . . . ?
C20 C21 C22 C23 103.7(6) . . . . ?
C21 C16 C17 C18 0.6(8) . . . . ?
C21 C22 C23 O1 -114.2(6) . . . . ?
C21 C22 C23 O2 64.5(7) . . . . ?
Cl5 C25 C26 Cl6 -3.3(8) . . . . ?
Cl5 C25 C26 C27 177.1(5) . . . . ?
Cl6 C26 C27 C28 178.8(7) . . . . ?
Cl7 C27 C28 C29 -173.9(10) . . . . ?
N7 N8 C32 N9 -2.5(9) . . . . ?
N7 N8 C32 N10 177.2(5) . . . . ?
N7 C30 C31 N9 -0.4(8) . . . . ?
N7 C30 C31 N11 -178.4(5) . . . . ?
N8 N7 C30 C24 -175.9(5) . . . . ?
N8 N7 C30 C31 -1.1(8) . . . . ?
C24 C25 C26 Cl6 179.3(5) . . . . ?
C24 C25 C26 C27 -0.3(9) . . . . ?
C24 C30 C31 N9 173.8(6) . . . . ?
C24 C30 C31 N11 -4.1(9) . . . . ?
C25 C24 C29 Cl8 -168.4(10) . . . . ?
C25 C24 C29 C28 -0.9(10) . . . . ?
C25 C24 C30 N7 -114.8(7) . . . . ?
C25 C24 C30 C31 70.7(9) . . . . ?
C25 C26 C27 C28 -1.6(12) . . . . ?
C26 C27 C28 C29 2.2(13) . . . . ?
C27 C28 C29 Cl8 170.1(9) . . . . ?
C27 C28 C29 C24 -0.9(11) . . . . ?
C29 C24 C25 Cl5 -176.1(5) . . . . ?
C29 C24 C25 C26 1.4(9) . . . . ?
C29 C24 C30 N7 62.4(8) . . . . ?
C29 C24 C30 C31 -112.1(7) . . . . ?
C30 N7 N8 C32 2.5(8) . . . . ?
C30 C24 C25 Cl5 0.9(9) . . . . ?
C30 C24 C25 C26 178.4(6) . . . . ?
C30 C24 C29 Cl8 14.4(14) . . . . ?
C30 C24 C29 C28 -178.0(6) . . . . ?
C31 N9 C32 N8 0.9(8) . . . . ?
C31 N9 C32 N10 -178.8(5) . . . . ?
C32 N9 C31 N11 178.5(5) . . . . ?
C32 N9 C31 C30 0.5(8) . . . . ?
Cl9 C34 C35 C36 176.6(5) . . . . ?
N12 C33 C34 Cl9 -1.0(8) . . . . ?
N12 C33 C34 C35 175.4(6) . . . . ?
N12 C33 C38 Cl10 0.5(8) . . . . ?
N12 C33 C38 C37 -175.5(5) . . . . ?
N12 C39 C40 C41 177.9(5) . . . . ?
N12 C39 C44 C43 -176.8(5) . . . . ?
N12 C39 C44 C45 3.7(8) . . . . ?
C33 N12 C39 C40 -14.5(8) . . . . ?
C33 N12 C39 C44 165.8(5) . . . . ?
C33 C34 C35 C36 0.2(9) . . . . ?
C34 C33 C38 Cl10 175.9(4) . . . . ?
C34 C33 C38 C37 -0.1(8) . . . . ?
C34 C35 C36 C37 -0.2(9) . . . . ?
C35 C36 C37 C38 0.0(9) . . . . ?
C36 C37 C38 Cl10 -175.9(5) . . . . ?
C36 C37 C38 C33 0.1(9) . . . . ?
C38 C33 C34 Cl9 -176.4(4) . . . . ?
C38 C33 C34 C35 -0.1(9) . . . . ?
C39 N12 C33 C34 127.4(6) . . . . ?
C39 N12 C33 C38 -57.5(8) . . . . ?
C39 C40 C41 C42 -0.3(9) . . . . ?
C39 C44 C45 C46 73.7(7) . . . . ?
C40 C39 C44 C43 3.5(8) . . . . ?
C40 C39 C44 C45 -176.1(5) . . . . ?
C40 C41 C42 C43 1.9(9) . . . . ?
C41 C42 C43 C44 -0.8(9) . . . . ?
C42 C43 C44 C39 -1.9(8) . . . . ?
C42 C43 C44 C45 177.6(5) . . . . ?
C43 C44 C45 C46 -105.8(6) . . . . ?
C44 C39 C40 C41 -2.4(8) . . . . ?
C44 C45 C46 O3 108.2(6) . . . . ?
C44 C45 C46 O4 -69.8(7) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.500 95.6 25.3 ?
