#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:27:13 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180394 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/63/7206343.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_7206343
loop_
_publ_author_name
'Cruz-Cabeza, Aurora J'
'Day, Graeme M.'
'Jones, William'
_publ_section_title
;
 Structure prediction, disorder and dynamics in a DMSO solvate of
 carbamazepine.
;
_journal_issue                   28
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              12808
_journal_page_last               12816
_journal_paper_doi               10.1039/c1cp20927b
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C15 H12 N2 O, C2 H6 O S'
_chemical_formula_sum            'C17 H18 N2 O2 S'
_chemical_formula_weight         314.39
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.259(2)
_cell_angle_beta                 94.526(3)
_cell_angle_gamma                100.200(2)
_cell_formula_units_Z            2
_cell_length_a                   7.4105(3)
_cell_length_b                   8.9753(3)
_cell_length_c                   12.2407(4)
_cell_measurement_reflns_used    3722
_cell_measurement_temperature    280(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     795.54(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_diffrn_ambient_temperature      280(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_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    0.0558
_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       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6622
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.72
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  1.003
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.043(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3609
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0486
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0547P)²+0.1789P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1337
_reflns_number_gt                2581
_reflns_number_total             3609
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cp20927b.txt
_cod_data_source_block           CBZDMSO_280K
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7206343
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.02832(18) 0.87311(15) 0.10765(10) 0.0541(4) Uani 1 1 d . . .
N1 N 0.16653(19) 0.93655(15) 0.26276(11) 0.0400(3) Uani 1 1 d . . .
C1 C 0.4990(2) 1.00191(19) 0.31392(13) 0.0419(4) Uani 1 1 d . . .
C2 C 0.5330(3) 0.8685(2) 0.24792(15) 0.0482(4) Uani 1 1 d . . .
H2 H 0.6419 0.8802 0.2140 0.058 Uiso 1 1 calc R . .
N2 N 0.1605(2) 1.10227(17) 0.12600(12) 0.0518(4) Uani 1 1 d . . .
H2A H 0.1174 1.1264 0.0638 0.062 Uiso 1 1 calc R . .
H2B H 0.2462 1.1648 0.1658 0.062 Uiso 1 1 calc R . .
C3 C 0.0942(2) 0.96726(19) 0.16095(13) 0.0398(4) Uani 1 1 d . . .
C4 C 0.3229(2) 1.03288(18) 0.32421(13) 0.0393(4) Uani 1 1 d . . .
C5 C 0.6474(3) 1.1010(2) 0.37311(16) 0.0518(5) Uani 1 1 d . . .
H5 H 0.7665 1.0844 0.3661 0.062 Uiso 1 1 calc R . .
C6 C 0.6209(3) 1.2224(2) 0.44137(15) 0.0570(5) Uani 1 1 d . . .
H6 H 0.7216 1.2867 0.4801 0.068 Uiso 1 1 calc R . .
C7 C 0.2461(2) 0.68451(19) 0.27349(13) 0.0404(4) Uani 1 1 d . . .
C8 C 0.0339(3) 0.4868(2) 0.34407(16) 0.0562(5) Uani 1 1 d . . .
H8 H 0.0026 0.3865 0.3605 0.067 Uiso 1 1 calc R . .
C9 C 0.4462(3) 1.2489(2) 0.45243(16) 0.0582(5) Uani 1 1 d . . .
H9 H 0.4285 1.3306 0.4991 0.070 Uiso 1 1 calc R . .
C10 C 0.1246(2) 0.78366(18) 0.29340(13) 0.0387(4) Uani 1 1 d . . .
C11 C 0.2960(3) 1.1541(2) 0.39407(15) 0.0498(5) Uani 1 1 d . . .
H11 H 0.1776 1.1718 0.4018 0.060 Uiso 1 1 calc R . .
C12 C -0.0363(3) 0.7357(2) 0.34123(15) 0.0481(4) Uani 1 1 d . . .
H12 H -0.1139 0.8038 0.3567 0.058 Uiso 1 1 calc R . .
C13 C 0.4241(3) 0.7318(2) 0.23124(14) 0.0473(4) Uani 1 1 d . . .
H13 H 0.4666 0.6584 0.1877 0.057 Uiso 1 1 calc R . .
C14 C 0.1955(3) 0.5333(2) 0.29801(15) 0.0493(5) Uani 1 1 d . . .
H14 H 0.2719 0.4641 0.2830 0.059 Uiso 1 1 calc R . .
C15 C -0.0818(3) 0.5869(2) 0.36603(17) 0.0572(5) Uani 1 1 d . . .
H15 H -0.1905 0.5545 0.3975 0.069 Uiso 1 1 calc R . .
S1 S 0.67365(12) 0.33041(11) 0.15252(6) 0.0654(3) Uani 0.67 1 d PD A 1
O2 O 0.4981(10) 0.3582(15) 0.1663(7) 0.0642(16) Uani 0.67 1 d PD A 1
C16 C 0.7580(15) 0.4894(15) 0.0667(11) 0.116(4) Uani 0.67 1 d PD A 1
H16A H 0.7091 0.5776 0.0896 0.174 Uiso 0.67 1 calc PR A 1
H16B H 0.7179 0.4585 -0.0094 0.174 Uiso 0.67 1 calc PR A 1
H16C H 0.8901 0.5131 0.0762 0.174 Uiso 0.67 1 calc PR A 1
C17 C 0.6861(17) 0.1838(10) 0.0708(8) 0.126(5) Uani 0.67 1 d PD A 1
H17A H 0.6466 0.0930 0.1059 0.189 Uiso 0.67 1 calc PR A 1
H17B H 0.8110 0.1882 0.0537 0.189 Uiso 0.67 1 calc PR A 1
H17C H 0.6081 0.1830 0.0043 0.189 Uiso 0.67 1 calc PR A 1
S1' S 0.5758(2) 0.33677(19) 0.05824(13) 0.0579(4) Uani 0.33 1 d PD B 2
O2' O 0.459(2) 0.359(3) 0.1400(15) 0.072(4) Uani 0.33 1 d PD B 2
C16' C 0.803(2) 0.459(2) 0.0626(15) 0.081(5) Uani 0.33 1 d PD B 2
H16D H 0.8139 0.5401 0.1197 0.121 Uiso 0.33 1 calc PR B 2
H16E H 0.8171 0.5002 -0.0069 0.121 Uiso 0.33 1 calc PR B 2
H16F H 0.8969 0.3999 0.0774 0.121 Uiso 0.33 1 calc PR B 2
C17' C 0.664(4) 0.166(2) 0.0567(19) 0.138(9) Uani 0.33 1 d PD B 2
H17D H 0.5659 0.0823 0.0626 0.207 Uiso 0.33 1 calc PR B 2
H17E H 0.7559 0.1726 0.1175 0.207 Uiso 0.33 1 calc PR B 2
H17F H 0.7183 0.1505 -0.0110 0.207 Uiso 0.33 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'
S S 0.1246 0.1234 '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
C3 N1 C10 118.34(13) . . ?
C3 N1 C4 123.03(13) . . ?
C10 N1 C4 115.79(12) . . ?
C4 C1 C5 117.61(17) . . ?
C4 C1 C2 122.92(16) . . ?
C5 C1 C2 119.43(17) . . ?
C13 C2 C1 126.92(17) . . ?
C13 C2 H2 116.5 . . ?
C1 C2 H2 116.5 . . ?
C3 N2 H2A 120.0 . . ?
C3 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C3 N2 122.91(15) . . ?
O1 C3 N1 119.88(15) . . ?
N2 C3 N1 117.19(15) . . ?
C11 C4 C1 120.92(16) . . ?
C11 C4 N1 119.43(16) . . ?
C1 C4 N1 119.64(15) . . ?
C6 C5 C1 121.43(19) . . ?
C6 C5 H5 119.3 . . ?
C1 C5 H5 119.3 . . ?
C9 C6 C5 120.08(18) . . ?
C9 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C10 C7 C14 118.02(16) . . ?
C10 C7 C13 123.07(16) . . ?
C14 C7 C13 118.89(16) . . ?
C15 C8 C14 120.70(18) . . ?
C15 C8 H8 119.7 . . ?
C14 C8 H8 119.7 . . ?
C6 C9 C11 120.07(19) . . ?
C6 C9 H9 120.0 . . ?
C11 C9 H9 120.0 . . ?
C12 C10 C7 120.70(16) . . ?
C12 C10 N1 119.83(15) . . ?
C7 C10 N1 119.47(15) . . ?
C4 C11 C9 119.84(19) . . ?
C4 C11 H11 120.1 . . ?
C9 C11 H11 120.1 . . ?
C15 C12 C10 120.13(17) . . ?
C15 C12 H12 119.9 . . ?
C10 C12 H12 119.9 . . ?
C2 C13 C7 127.45(17) . . ?
C2 C13 H13 116.3 . . ?
C7 C13 H13 116.3 . . ?
C8 C14 C7 120.54(17) . . ?
C8 C14 H14 119.7 . . ?
C7 C14 H14 119.7 . . ?
C8 C15 C12 119.85(19) . . ?
C8 C15 H15 120.1 . . ?
C12 C15 H15 120.1 . . ?
O2 S1 C17 116.3(6) . . ?
O2 S1 C16 99.9(6) . . ?
C17 S1 C16 101.1(5) . . ?
O2' S1' C17' 116.1(14) . . ?
O2' S1' C16' 120.1(11) . . ?
C17' S1' C16' 94.2(13) . . ?
S1' C16' H16D 109.5 . . ?
S1' C16' H16E 109.5 . . ?
H16D C16' H16E 109.5 . . ?
S1' C16' H16F 109.5 . . ?
H16D C16' H16F 109.5 . . ?
H16E C16' H16F 109.5 . . ?
S1' C17' H17D 109.5 . . ?
S1' C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
S1' C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 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
O1 C3 1.232(2) . ?
N1 C3 1.383(2) . ?
N1 C10 1.437(2) . ?
N1 C4 1.438(2) . ?
C1 C4 1.395(2) . ?
C1 C5 1.399(2) . ?
C1 C2 1.465(3) . ?
C2 C13 1.335(3) . ?
C2 H2 0.9300 . ?
N2 C3 1.339(2) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C4 C11 1.385(2) . ?
C5 C6 1.375(3) . ?
C5 H5 0.9300 . ?
C6 C9 1.373(3) . ?
C6 H6 0.9300 . ?
C7 C10 1.396(2) . ?
C7 C14 1.404(2) . ?
C7 C13 1.459(3) . ?
C8 C15 1.374(3) . ?
C8 C14 1.375(3) . ?
C8 H8 0.9300 . ?
C9 C11 1.386(3) . ?
C9 H9 0.9300 . ?
C10 C12 1.384(3) . ?
C11 H11 0.9300 . ?
C12 C15 1.380(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
S1 O2 1.388(7) . ?
S1 C17 1.613(8) . ?
S1 C16 1.881(11) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
S1' O2' 1.399(17) . ?
S1' C17' 1.769(17) . ?
S1' C16' 1.833(15) . ?
C16' H16D 0.9600 . ?
C16' H16E 0.9600 . ?
C16' H16F 0.9600 . ?
C17' H17D 0.9600 . ?
C17' H17E 0.9600 . ?
C17' H17F 0.9600 . ?
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
C4 C1 C2 C13 -32.6(3) . . . . ?
C5 C1 C2 C13 144.99(19) . . . . ?
C10 N1 C3 O1 12.9(2) . . . . ?
C4 N1 C3 O1 172.97(16) . . . . ?
C10 N1 C3 N2 -168.45(15) . . . . ?
C4 N1 C3 N2 -8.4(2) . . . . ?
C5 C1 C4 C11 -2.5(2) . . . . ?
C2 C1 C4 C11 175.09(16) . . . . ?
C5 C1 C4 N1 178.37(15) . . . . ?
C2 C1 C4 N1 -4.0(2) . . . . ?
C3 N1 C4 C11 87.3(2) . . . . ?
C10 N1 C4 C11 -112.18(17) . . . . ?
C3 N1 C4 C1 -93.63(19) . . . . ?
C10 N1 C4 C1 66.9(2) . . . . ?
C4 C1 C5 C6 1.7(3) . . . . ?
C2 C1 C5 C6 -175.99(16) . . . . ?
C1 C5 C6 C9 -0.2(3) . . . . ?
C5 C6 C9 C11 -0.6(3) . . . . ?
C14 C7 C10 C12 3.3(2) . . . . ?
C13 C7 C10 C12 -175.11(16) . . . . ?
C14 C7 C10 N1 -176.06(14) . . . . ?
C13 C7 C10 N1 5.5(2) . . . . ?
C3 N1 C10 C12 -85.5(2) . . . . ?
C4 N1 C10 C12 113.03(18) . . . . ?
C3 N1 C10 C7 93.90(18) . . . . ?
C4 N1 C10 C7 -67.6(2) . . . . ?
C1 C4 C11 C9 1.9(3) . . . . ?
N1 C4 C11 C9 -179.05(16) . . . . ?
C6 C9 C11 C4 -0.3(3) . . . . ?
C7 C10 C12 C15 -2.5(3) . . . . ?
N1 C10 C12 C15 176.89(16) . . . . ?
C1 C2 C13 C7 0.8(3) . . . . ?
C10 C7 C13 C2 30.8(3) . . . . ?
C14 C7 C13 C2 -147.56(19) . . . . ?
C15 C8 C14 C7 0.6(3) . . . . ?
C10 C7 C14 C8 -2.4(3) . . . . ?
C13 C7 C14 C8 176.10(17) . . . . ?
C14 C8 C15 C12 0.3(3) . . . . ?
C10 C12 C15 C8 0.6(3) . . . . ?
