#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:09:40 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179654 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/07/4510732.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_4510732
loop_
_publ_author_name
'El Hassan, Nouha'
'Ikni, Aziza'
'Gillet, Jean-Michel'
'Spasojevic-de Biré, Anne'
'Ghermani, Nour Eddine'
_publ_section_title
;
 Electron Properties of Carbamazepine Drug in Form III
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2887
_journal_paper_doi               10.1021/cg4002994
_journal_volume                  13
_journal_year                    2013
_chemical_formula_sum            'C15 H12 N2 O'
_chemical_formula_weight         236.27
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2013-03-11T12:23:43-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 92.9390(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4874(2)
_cell_length_b                   11.0406(3)
_cell_length_c                   13.7754(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1137.25(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.941
_diffrn_measured_fraction_theta_max 0.941
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            10530
_diffrn_reflns_theta_full        48.57
_diffrn_reflns_theta_max         48.57
_diffrn_reflns_theta_min         3.17
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.38
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.06
_refine_ls_extinction_coef       0.000
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         10530
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0306
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.014
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0617P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0975
_reflns_number_gt                8612
_reflns_number_total             10530
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg4002994_si_002.cif
_cod_data_source_block           cbztot
_cod_database_code               4510732
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
O1 O 0.50978(4) 0.37555(2) 0.09386(2) 0.01430(4) Uani 1 1 d
N1 N 0.29423(4) 0.23203(3) 0.06190(2) 0.01206(4) Uani 1 1 d
N2 N 0.31930(5) 0.39948(3) -0.03859(2) 0.01656(5) Uani 1 1 d
C1 C 0.33097(4) 0.16946(3) 0.15178(2) 0.01113(4) Uani 1 1 d
C6 C 0.20088(4) 0.16807(3) 0.22171(2) 0.01178(4) Uani 1 1 d
C5 C 0.24125(5) 0.10704(3) 0.30990(2) 0.01425(5) Uani 1 1 d
C10 C -0.16413(5) 0.16191(3) -0.03973(3) 0.01527(5) Uani 1 1 d
C2 C 0.49347(5) 0.10955(3) 0.16895(3) 0.01396(5) Uani 1 1 d
C15 C 0.38163(4) 0.33863(3) 0.04157(2) 0.01088(4) Uani 1 1 d
C8 C -0.07266(5) 0.24082(3) 0.12355(3) 0.01449(5) Uani 1 1 d
C9 C -0.02663(4) 0.19753(3) 0.02761(2) 0.01246(5) Uani 1 1 d
C7 C 0.02601(5) 0.22626(3) 0.20752(3) 0.01433(5) Uani 1 1 d
C14 C 0.15031(4) 0.18692(3) -0.00049(2) 0.01174(4) Uani 1 1 d
C4 C 0.40310(5) 0.04799(3) 0.32729(3) 0.01562(5) Uani 1 1 d
C11 C -0.12733(5) 0.11571(3) -0.13016(3) 0.01640(6) Uani 1 1 d
C13 C 0.18797(5) 0.13805(3) -0.09080(3) 0.01484(5) Uani 1 1 d
C12 C 0.04938(6) 0.10329(3) -0.15611(3) 0.01694(6) Uani 1 1 d
C3 C 0.52984(5) 0.04929(3) 0.25653(3) 0.01576(5) Uani 1 1 d
H13 H 0.3121(10) 0.1290(7) -0.1082(6) 0.0182(16) Uiso 1 1 d
H11 H -0.2253(10) 0.0931(7) -0.1790(6) 0.0188(16) Uiso 1 1 d
H15 H 0.3704(11) 0.4678(8) -0.0527(6) 0.0266(19) Uiso 1 1 d
H14 H 0.2288(11) 0.3710(7) -0.0736(6) 0.0235(18) Uiso 1 1 d
H5 H 0.1507(10) 0.1051(7) 0.3603(6) 0.0183(16) Uiso 1 1 d
H7 H -0.0245(11) 0.2516(7) 0.2723(6) 0.0267(19) Uiso 1 1 d
H8 H -0.1942(11) 0.2746(8) 0.1274(6) 0.027(2) Uiso 1 1 d
H2 H 0.5827(11) 0.1119(7) 0.1173(6) 0.0214(17) Uiso 1 1 d
H10 H -0.2964(11) 0.1773(8) -0.0233(6) 0.0233(18) Uiso 1 1 d
H12 H 0.0769(11) 0.0703(8) -0.2196(6) 0.031(2) Uiso 1 1 d
H3 H 0.6471(11) 0.0047(8) 0.2695(6) 0.028(2) Uiso 1 1 d
H4 H 0.4286(11) 0.0029(8) 0.3900(6) 0.0273(19) 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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 '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 0.006 '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
C15 N1 C1 120.92(3)
C15 N1 C14 121.58(3)
C1 N1 C14 117.14(2)
C2 C1 C6 120.55(3)
C2 C1 N1 120.18(3)
C6 C1 N1 119.27(3)
C1 C6 C5 118.10(3)
C1 C6 C7 123.44(3)
C5 C6 C7 118.46(3)
C4 C5 C6 121.42(3)
C11 C10 C9 121.53(3)
C3 C2 C1 120.25(3)
O1 C15 N2 122.34(3)
O1 C15 N1 121.53(3)
N2 C15 N1 116.13(3)
C7 C8 C9 126.25(3)
C14 C9 C10 117.65(3)
C14 C9 C8 123.07(3)
C10 C9 C8 119.27(3)
C8 C7 C6 127.86(3)
C13 C14 C9 120.92(3)
C13 C14 N1 119.22(3)
C9 C14 N1 119.79(3)
C5 C4 C3 119.63(3)
C10 C11 C12 120.08(3)
C12 C13 C14 120.26(3)
C13 C12 C11 119.51(3)
C2 C3 C4 120.04(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C15 1.2389(4)
N1 C15 1.3823(4)
N1 C1 1.4321(4)
N1 C14 1.4328(4)
N2 C15 1.3549(4)
C1 C2 1.3944(5)
C1 C6 1.4047(4)
C6 C5 1.4083(5)
C6 C7 1.4625(5)
C5 C4 1.3861(5)
C10 C11 1.3867(6)
C10 C9 1.4061(5)
C2 C3 1.3924(5)
C8 C7 1.3498(5)
C8 C9 1.4631(5)
C9 C14 1.4041(5)
C14 C13 1.3979(5)
C4 C3 1.3949(5)
C11 C12 1.3949(6)
C13 C12 1.3921(5)
