#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/83/7238375.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_7238375
loop_
_publ_author_name
'Chadha, Renu'
'Saini, Anupam'
'Arora, Poonam'
'Jain, Dharamvir Singh'
'Dasgupta, Archi'
'Guru Row, T. N.'
_publ_section_title
;
 Multicomponent solids of lamotrigine with some selected coformers and
 their characterization by thermoanalytical, spectroscopic and X-ray
 diffraction methods
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              6271
_journal_paper_doi               10.1039/c1ce05458a
_journal_volume                  13
_journal_year                    2011
_chemical_compound_source        'see text'
_chemical_formula_moiety         'C9 H7 Cl2 N5, C2 H5 N O'
_chemical_formula_sum            'C11 H12 Cl2 N6 O'
_chemical_formula_weight         315.17
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                106.390(3)
_cell_angle_beta                 107.730(3)
_cell_angle_gamma                101.093(3)
_cell_formula_units_Z            2
_cell_length_a                   7.7752(3)
_cell_length_b                   9.6284(4)
_cell_length_c                   10.4511(3)
_cell_measurement_reflns_used    14019
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.5
_cell_volume                     680.98(5)
_computing_cell_refinement       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlisPro RED (Oxford Diffraction, 2009)'
_computing_molecular_graphics
'Ortep-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Oxford Xcalibur,Eos(Nova) CCD detector'
_diffrn_measurement_method       'fω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_sigmaI/netI    0.0107
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14019
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.55
_exptl_absorpt_coefficient_mu    0.482
_exptl_absorpt_correction_T_max  0.9098
_exptl_absorpt_correction_T_min  0.8690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction,2009)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.332
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.894
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2400
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.894
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0805P)²+0.9261P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1590
_refine_ls_wR_factor_ref         0.1628
_reflns_number_gt                2163
_reflns_number_total             2400
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05458a.txt
_cod_data_source_block           acetamido
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               7238375
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.6271(4) 0.3708(3) 0.1223(3) 0.0345(6) Uani 1 1 d .
C2 C 0.6221(4) 0.4966(4) 0.2272(3) 0.0395(7) Uani 1 1 d .
C3 C 0.7134(4) 0.6405(4) 0.2428(3) 0.0426(8) Uani 1 1 d .
H3 H 0.7144 0.7239 0.3148 0.051 Uiso 1 1 calc R
C4 C 0.8036(4) 0.6622(4) 0.1525(4) 0.0440(8) Uani 1 1 d .
H4 H 0.8619 0.7609 0.1632 0.053 Uiso 1 1 calc R
C5 C 0.8106(4) 0.5403(3) 0.0448(4) 0.0374(7) Uani 1 1 d .
H5 H 0.8700 0.5564 -0.0169 0.045 Uiso 1 1 calc R
C6 C 0.7232(4) 0.3907(3) 0.0337(3) 0.0305(6) Uani 1 1 d .
C7 C 0.7288(4) 0.2587(3) -0.0800(3) 0.0287(6) Uani 1 1 d .
C8 C 0.8314(4) 0.1550(3) -0.0498(3) 0.0263(6) Uani 1 1 d .
C9 C 0.7142(4) 0.0236(3) -0.2911(3) 0.0270(6) Uani 1 1 d .
C10 C 0.0955(5) 0.7374(4) 0.5719(3) 0.0431(7) Uani 1 1 d .
C11 C 0.1655(6) 0.9079(4) 0.6257(5) 0.0591(10) Uani 1 1 d .
H11A H 0.0594 0.9466 0.6050 0.089 Uiso 1 1 calc R
H11B H 0.2459 0.9390 0.5785 0.089 Uiso 1 1 calc R
H11C H 0.2360 0.9471 0.7280 0.089 Uiso 1 1 calc R
Cl1 Cl 0.50274(14) 0.18947(10) 0.09659(10) 0.0533(3) Uani 1 1 d .
Cl2 Cl 0.49505(16) 0.47231(12) 0.33299(11) 0.0623(3) Uani 1 1 d .
H6A H 0.228(7) 0.711(5) 0.444(5) 0.065(13) Uiso 1 1 d .
H6B H 0.130(7) 0.580(6) 0.449(5) 0.061(15) Uiso 1 1 d .
N1 N 0.9438(4) 0.1773(3) 0.0841(2) 0.0376(6) Uani 1 1 d .
H1A H 1.0075 0.1157 0.0989 0.045 Uiso 1 1 calc R
H1B H 0.9526 0.2534 0.1555 0.045 Uiso 1 1 calc R
N2 N 0.8212(3) 0.0361(2) -0.1578(2) 0.0270(5) Uani 1 1 d .
N3 N 0.6846(4) -0.1020(3) -0.4028(2) 0.0392(6) Uani 1 1 d .
H3A H 0.6186 -0.1119 -0.4892 0.047 Uiso 1 1 calc R
H3B H 0.7318 -0.1724 -0.3877 0.047 Uiso 1 1 calc R
N4 N 0.6354(4) 0.1274(3) -0.3247(2) 0.0358(6) Uani 1 1 d .
N5 N 0.6445(4) 0.2461(3) -0.2138(3) 0.0353(6) Uani 1 1 d .
N6 N 0.1535(5) 0.6614(5) 0.4760(4) 0.0529(8) Uani 1 1 d .
O1 O -0.0139(4) 0.6738(3) 0.6172(3) 0.0645(8) 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
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 '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'
C C 0.0033 0.0016 '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
C6 C1 C2 120.5(3)
C6 C1 Cl1 119.4(2)
C2 C1 Cl1 119.9(2)
C3 C2 C1 119.8(3)
C3 C2 Cl2 119.5(2)
C1 C2 Cl2 120.6(3)
C2 C3 C4 120.3(3)
C2 C3 H3 119.9
C4 C3 H3 119.9
C3 C4 C5 122.1(3)
C3 C4 H4 119.0
C5 C4 H4 119.0
C4 C5 C6 117.4(3)
C4 C5 H5 121.3
C6 C5 H5 121.3
C1 C6 C5 119.8(3)
C1 C6 C7 121.6(3)
C5 C6 C7 118.5(3)
N5 C7 C8 119.7(2)
N5 C7 C6 116.3(2)
C8 C7 C6 123.9(2)
N2 C8 N1 118.4(2)
N2 C8 C7 119.8(2)
N1 C8 C7 121.8(2)
N4 C9 N2 125.8(2)
N4 C9 N3 116.0(2)
N2 C9 N3 118.2(2)
O1 C10 N6 122.6(4)
O1 C10 C11 119.8(3)
N6 C10 C11 117.6(3)
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C8 N1 H1A 120.0
C8 N1 H1B 120.0
H1A N1 H1B 120.0
C8 N2 C9 115.9(2)
C9 N3 H3A 120.0
C9 N3 H3B 120.0
H3A N3 H3B 120.0
C9 N4 N5 117.0(2)
C7 N5 N4 120.9(2)
C10 N6 H6A 120(3)
C10 N6 H6B 123(4)
H6A N6 H6B 117(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.386(4)
C1 C2 1.402(4)
C1 Cl1 1.727(3)
C2 C3 1.369(5)
C2 Cl2 1.724(3)
C3 C4 1.372(5)
C3 H3 0.9300
C4 C5 1.401(4)
C4 H4 0.9300
C5 C6 1.425(4)
C5 H5 0.9300
C6 C7 1.494(4)
C7 N5 1.310(4)
C7 C8 1.437(4)
C8 N2 1.331(3)
C8 N1 1.334(3)
C9 N4 1.342(4)
C9 N2 1.345(3)
C9 N3 1.345(4)
C10 O1 1.238(4)
C10 N6 1.316(5)
C10 C11 1.502(5)
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
N1 H1A 0.8600
N1 H1B 0.8600
N3 H3A 0.8600
N3 H3B 0.8600
N4 N5 1.350(3)
N6 H6A 0.88(5)
N6 H6B 0.72(5)
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
C6 C1 C2 C3 -0.3(4)
Cl1 C1 C2 C3 -176.9(2)
C6 C1 C2 Cl2 177.5(2)
Cl1 C1 C2 Cl2 0.9(4)
C1 C2 C3 C4 2.6(5)
Cl2 C2 C3 C4 -175.3(2)
C2 C3 C4 C5 -1.7(5)
C3 C4 C5 C6 -1.3(5)
C2 C1 C6 C5 -2.7(4)
Cl1 C1 C6 C5 173.9(2)
C2 C1 C6 C7 -179.3(2)
Cl1 C1 C6 C7 -2.6(4)
C4 C5 C6 C1 3.5(4)
C4 C5 C6 C7 -179.9(3)
C1 C6 C7 N5 114.8(3)
C5 C6 C7 N5 -61.8(3)
C1 C6 C7 C8 -70.0(4)
C5 C6 C7 C8 113.5(3)
N5 C7 C8 N2 -8.0(4)
C6 C7 C8 N2 176.8(2)
N5 C7 C8 N1 169.2(3)
C6 C7 C8 N1 -5.9(4)
N1 C8 N2 C9 -176.4(2)
C7 C8 N2 C9 0.9(4)
N4 C9 N2 C8 7.6(4)
N3 C9 N2 C8 -173.8(2)
N2 C9 N4 N5 -8.6(4)
N3 C9 N4 N5 172.7(3)
C8 C7 N5 N4 7.1(4)
C6 C7 N5 N4 -177.4(2)
C9 N4 N5 C7 0.7(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168340353
