#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:52:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179601 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/65/4506555.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_4506555
loop_
_publ_author_name
'Chadha, Renu'
'Saini, Anupam'
'Jain, Dharamvir S.'
'Venugopalan, P.'
_publ_section_title
;
 Preparation and Solid-State Characterization of Three Novel
 Multicomponent Solid Forms of Oxcarbazepine: Improvement in Solubility
 through Saccharin Cocrystal
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4211
_journal_paper_doi               10.1021/cg3007102
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C35 H31 Cl3 N4 O8'
_chemical_formula_weight         741.99
_chemical_melting_point          442
_chemical_name_common
;
 oxcarbazepine-succinic acid-chloroform cocrystal solvate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'Manual edit of SHELXL-97 cif'
_cell_angle_alpha                90.00
_cell_angle_beta                 109.970(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   37.410(4)
_cell_length_b                   5.3550(10)
_cell_length_c                   18.535(3)
_cell_measurement_reflns_used    39
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.488
_cell_measurement_theta_min      11.496
_cell_volume                     3489.9(10)
_computing_cell_refinement       'xSCANS (Siemens)'
_computing_data_collection       'XSCANS (Siemens)'
_computing_data_reduction        'XSCANS (Siemens)'
_computing_molecular_graphics    'XP (Siemens)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3106
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.23
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_T_max  0.83
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1536
_exptl_crystal_preparation       'chloroform: methanol, 2:0.3, v/v'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3055
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0647
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1052P)²+0.6771P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1653
_refine_ls_wR_factor_ref         0.1869
_reflns_number_gt                1934
_reflns_number_total             3055
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3007102_si_004.cif
_cod_data_source_block           abdvs1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Psi-Scan'
changed to 'psi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        3489.9(9)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4506555
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.21089(8) 0.2927(8) 0.1425(2) 0.1251(13) Uani 1 1 d . . .
O2 O 0.07218(5) 0.1710(4) 0.17634(10) 0.0547(6) Uani 1 1 d . . .
O3 O -0.00081(7) 0.5857(6) 0.10671(12) 0.0815(8) Uani 1 1 d . . .
O4 O 0.03741(5) 0.5095(4) 0.22461(10) 0.0560(6) Uani 1 1 d . . .
H4B H 0.0455 0.4022 0.2026 0.067 Uiso 1 1 calc R . .
N1 N 0.09997(6) 0.0145(5) 0.09481(11) 0.0451(6) Uani 1 1 d . . .
N2 N 0.04264(7) 0.2234(6) 0.04947(13) 0.0628(8) Uani 1 1 d . . .
H2A H 0.0242 0.3032 0.0567 0.075 Uiso 1 1 calc R . .
H2B H 0.0426 0.1985 0.0036 0.075 Uiso 1 1 calc R . .
C1 C 0.17832(9) 0.2184(8) 0.1242(2) 0.0689(10) Uani 1 1 d . . .
C2 C 0.16872(8) 0.0158(7) 0.16930(17) 0.0561(8) Uani 1 1 d . . .
C3 C 0.19863(10) -0.0930(9) 0.2286(2) 0.0800(12) Uani 1 1 d . . .
H3A H 0.2233 -0.0376 0.2372 0.096 Uiso 1 1 calc R . .
C4 C 0.19286(11) -0.2772(10) 0.2741(2) 0.0870(13) Uani 1 1 d . . .
H4A H 0.2133 -0.3434 0.3135 0.104 Uiso 1 1 calc R . .
C5 C 0.15682(11) -0.3650(8) 0.26164(19) 0.0759(11) Uani 1 1 d . . .
H5A H 0.1528 -0.4924 0.2921 0.091 Uiso 1 1 calc R . .
C6 C 0.12650(9) -0.2628(7) 0.20350(16) 0.0584(8) Uani 1 1 d . . .
H6A H 0.1020 -0.3212 0.1952 0.070 Uiso 1 1 calc R . .
C7 C 0.13229(7) -0.0752(6) 0.15786(14) 0.0458(7) Uani 1 1 d . . .
C8 C 0.14913(9) 0.3296(7) 0.05590(19) 0.0655(9) Uani 1 1 d . . .
H8A H 0.1617 0.4399 0.0306 0.079 Uiso 1 1 calc R . .
H8B H 0.1320 0.4304 0.0730 0.079 Uiso 1 1 calc R . .
C9 C 0.12589(8) 0.1408(6) -0.00198(16) 0.0547(8) Uani 1 1 d . . .
C10 C 0.12897(10) 0.1116(8) -0.07385(18) 0.0719(10) Uani 1 1 d . . .
H10A H 0.1451 0.2149 -0.0889 0.086 Uiso 1 1 calc R . .
C11 C 0.10836(11) -0.0685(9) -0.12289(19) 0.0797(12) Uani 1 1 d . . .
H11A H 0.1106 -0.0862 -0.1711 0.096 Uiso 1 1 calc R . .
C12 C 0.08435(11) -0.2235(8) -0.10179(18) 0.0703(10) Uani 1 1 d . . .
H12A H 0.0706 -0.3463 -0.1353 0.084 Uiso 1 1 calc R . .
C13 C 0.08062(9) -0.1957(6) -0.02942(16) 0.0565(8) Uani 1 1 d . . .
H13A H 0.0643 -0.2981 -0.0144 0.068 Uiso 1 1 calc R . .
C14 C 0.10153(7) -0.0140(6) 0.01858(14) 0.0431(7) Uani 1 1 d . . .
C15 C 0.07105(7) 0.1389(6) 0.10893(14) 0.0423(7) Uani 1 1 d . . .
C16 C 0.01059(8) 0.6359(6) 0.17432(16) 0.0486(8) Uani 1 1 d . . .
C17 C -0.00504(9) 0.8471(6) 0.20656(18) 0.0568(8) Uani 1 1 d . . .
H17A H -0.0325 0.8452 0.1832 0.085 Uiso 1 1 calc R . .
H17B H 0.0040 1.0021 0.1917 0.085 Uiso 1 1 calc R . .
Cl1A Cl 0.2863(3) 0.823(2) 0.0661(6) 0.215(5) Uani 0.32 1 d PDU A -1
Cl2A Cl 0.20611(15) 0.7964(16) -0.0365(5) 0.148(2) Uani 0.32 1 d PDU A -1
Cl3A Cl 0.2594(3) 0.415(2) -0.0162(8) 0.269(7) Uani 0.32 1 d PDU A -1
C18A C 0.2446(3) 0.648(2) 0.0320(8) 0.165(8) Uani 0.32 1 d PDU A -1
H18A H 0.2374 0.5791 0.0742 0.198 Uiso 0.32 1 calc PR A -1
Cl1B Cl 0.2296(7) 0.374(3) -0.0198(12) 0.291(9) Uani 0.18 1 d PDU B -2
Cl2B Cl 0.2271(4) 0.842(3) -0.0855(7) 0.186(6) Uani 0.18 1 d PDU B -2
Cl3B Cl 0.2308(3) 0.813(3) 0.0716(6) 0.163(4) Uani 0.18 1 d PDU B -2
C18B C 0.2457(11) 0.676(5) 0.0015(13) 0.216(8) Uani 0.18 1 d PDU B -2
H18B H 0.2735 0.6776 0.0184 0.260 Uiso 0.18 1 calc PR B -2
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'
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'
Cl Cl 0.1484 0.1585 '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
C16 O4 H4B 109.5 . .
C15 N1 C14 122.5(2) . .
C15 N1 C7 120.3(2) . .
C14 N1 C7 117.0(2) . .
C15 N2 H2A 120.0 . .
C15 N2 H2B 120.0 . .
H2A N2 H2B 120.0 . .
O1 C1 C8 118.8(4) . .
O1 C1 C2 119.6(3) . .
C8 C1 C2 121.6(3) . .
C7 C2 C3 116.9(3) . .
C7 C2 C1 125.5(3) . .
C3 C2 C1 117.6(3) . .
C4 C3 C2 122.3(4) . .
C4 C3 H3A 118.9 . .
C2 C3 H3A 118.9 . .
C3 C4 C5 119.9(3) . .
C3 C4 H4A 120.0 . .
C5 C4 H4A 120.0 . .
C4 C5 C6 119.5(4) . .
C4 C5 H5A 120.2 . .
C6 C5 H5A 120.2 . .
C7 C6 C5 120.5(3) . .
C7 C6 H6A 119.7 . .
C5 C6 H6A 119.7 . .
C6 C7 C2 120.8(3) . .
C6 C7 N1 118.3(3) . .
C2 C7 N1 120.7(3) . .
C1 C8 C9 114.4(3) . .
C1 C8 H8A 108.7 . .
C9 C8 H8A 108.7 . .
C1 C8 H8B 108.7 . .
C9 C8 H8B 108.7 . .
H8A C8 H8B 107.6 . .
C14 C9 C10 118.6(3) . .
C14 C9 C8 118.7(3) . .
C10 C9 C8 122.7(3) . .
C11 C10 C9 120.4(3) . .
C11 C10 H10A 119.8 . .
C9 C10 H10A 119.8 . .
C10 C11 C12 120.8(3) . .
C10 C11 H11A 119.6 . .
C12 C11 H11A 119.6 . .
C11 C12 C13 119.7(3) . .
C11 C12 H12A 120.1 . .
C13 C12 H12A 120.1 . .
C14 C13 C12 118.4(3) . .
C14 C13 H13A 120.8 . .
C12 C13 H13A 120.8 . .
C13 C14 C9 122.2(3) . .
C13 C14 N1 120.4(3) . .
C9 C14 N1 117.3(2) . .
O2 C15 N2 122.0(2) . .
O2 C15 N1 120.0(2) . .
N2 C15 N1 118.0(2) . .
O3 C16 O4 122.7(3) . .
O3 C16 C17 122.5(3) . .
O4 C16 C17 114.8(2) . .
C16 C17 C17 115.8(2) . 2
C16 C17 H17A 108.3 . .
C17 C17 H17A 108.3 2 .
C16 C17 H17B 108.3 . .
C17 C17 H17B 108.3 2 .
H17A C17 H17B 107.4 . .
Cl3A C18A Cl1A 99.8(7) . .
Cl3A C18A Cl2A 106.4(8) . .
Cl1A C18A Cl2A 115.4(8) . .
Cl3A C18A H18A 111.5 . .
Cl1A C18A H18A 111.5 . .
Cl2A C18A H18A 111.5 . .
Cl1B C18B Cl3B 113.0(18) . .
Cl1B C18B Cl2B 105.5(16) . .
Cl3B C18B Cl2B 110.1(16) . .
Cl1B C18B H18B 109.4 . .
Cl3B C18B H18B 109.4 . .
Cl2B C18B H18B 109.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.215(4) .
O2 C15 1.248(3) .
O3 C16 1.208(4) .
O4 C16 1.302(3) .
O4 H4B 0.8200 .
N1 C15 1.370(3) .
N1 C14 1.442(3) .
N1 C7 1.447(3) .
N2 C15 1.322(3) .
N2 H2A 0.8600 .
N2 H2B 0.8600 .
C1 C8 1.485(5) .
C1 C2 1.487(5) .
C2 C7 1.394(4) .
C2 C3 1.400(5) .
C3 C4 1.361(6) .
C3 H3A 0.9300 .
C4 C5 1.371(6) .
C4 H4A 0.9300 .
C5 C6 1.383(4) .
C5 H5A 0.9300 .
C6 C7 1.377(4) .
C6 H6A 0.9300 .
C8 C9 1.514(5) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C14 1.379(4) .
C9 C10 1.385(4) .
C10 C11 1.368(6) .
C10 H10A 0.9300 .
C11 C12 1.374(6) .
C11 H11A 0.9300 .
C12 C13 1.403(5) .
C12 H12A 0.9300 .
C13 C14 1.369(4) .
C13 H13A 0.9300 .
C16 C17 1.489(4) .
C17 C17 1.523(6) 2
C17 H17A 0.9700 .
C17 H17B 0.9700 .
Cl1A C18A 1.743(10) .
Cl2A C18A 1.753(10) .
Cl3A C18A 1.730(10) .
C18A H18A 0.9800 .
Cl1B C18B 1.72(2) .
Cl2B C18B 1.76(2) .
Cl3B C18B 1.74(2) .
C18B H18B 0.9800 .
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_4
O1 C1 C2 C7 175.5(4) .
C8 C1 C2 C7 -5.8(5) .
O1 C1 C2 C3 -4.3(5) .
C8 C1 C2 C3 174.5(3) .
C7 C2 C3 C4 -0.8(6) .
C1 C2 C3 C4 179.0(4) .
C2 C3 C4 C5 1.1(7) .
C3 C4 C5 C6 -0.9(6) .
C4 C5 C6 C7 0.4(5) .
C5 C6 C7 C2 -0.1(5) .
C5 C6 C7 N1 176.2(3) .
C3 C2 C7 C6 0.3(5) .
C1 C2 C7 C6 -179.5(3) .
C3 C2 C7 N1 -175.9(3) .
C1 C2 C7 N1 4.3(5) .
C15 N1 C7 C6 66.6(4) .
C14 N1 C7 C6 -118.7(3) .
C15 N1 C7 C2 -117.1(3) .
C14 N1 C7 C2 57.6(4) .
O1 C1 C8 C9 128.4(4) .
C2 C1 C8 C9 -50.3(4) .
C1 C8 C9 C14 67.0(4) .
C1 C8 C9 C10 -110.8(4) .
C14 C9 C10 C11 -0.4(5) .
C8 C9 C10 C11 177.5(3) .
C9 C10 C11 C12 -0.1(6) .
C10 C11 C12 C13 0.6(5) .
C11 C12 C13 C14 -0.5(5) .
C12 C13 C14 C9 0.0(4) .
C12 C13 C14 N1 -177.2(3) .
C10 C9 C14 C13 0.4(4) .
C8 C9 C14 C13 -177.5(3) .
C10 C9 C14 N1 177.7(3) .
C8 C9 C14 N1 -0.2(4) .
C15 N1 C14 C13 -80.8(4) .
C7 N1 C14 C13 104.6(3) .
C15 N1 C14 C9 101.8(3) .
C7 N1 C14 C9 -72.8(3) .
C14 N1 C15 O2 -175.8(3) .
C7 N1 C15 O2 -1.4(4) .
C14 N1 C15 N2 3.7(4) .
C7 N1 C15 N2 178.1(3) .
O3 C16 C17 C17 165.5(3) 2
O4 C16 C17 C17 -14.4(4) 2
