#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:27:13 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180394 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/63/7206345.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_7206345
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                94.491(2)
_cell_angle_beta                 94.715(2)
_cell_angle_gamma                100.070(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3605(2)
_cell_length_b                   8.9292(3)
_cell_length_c                   12.2136(3)
_cell_measurement_reflns_used    4651
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     784.16(4)
_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      200(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0439
_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       -15
_diffrn_reflns_number            7801
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.69
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.878
_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    1.332
_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         0.576
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.197
_refine_ls_extinction_coef       0.24(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3573
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.164
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0879P)²+0.1940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1403
_refine_ls_wR_factor_ref         0.1641
_reflns_number_gt                2896
_reflns_number_total             3573
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7206344
_cod_data_source_file            c1cp20927b.txt
_cod_data_source_block           CBZDMSO_150K
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7206345
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 -0.03032(19) 0.87253(15) 0.10712(11) 0.0399(4) Uani 1 1 d . . .
N1 N 0.1649(2) 0.93744(16) 0.26404(12) 0.0299(3) Uani 1 1 d . . .
C1 C 0.5007(2) 1.00228(19) 0.31402(14) 0.0306(4) Uani 1 1 d . . .
C2 C 0.5337(3) 0.8683(2) 0.24707(15) 0.0347(4) Uani 1 1 d . . .
H2 H 0.6446 0.8801 0.2114 0.042 Uiso 1 1 calc R . .
N2 N 0.1603(2) 1.10367(18) 0.12662(13) 0.0381(4) Uani 1 1 d . . .
H2A H 0.1162 1.1286 0.0627 0.046 Uiso 1 1 calc R . .
H2B H 0.2483 1.1679 0.1679 0.046 Uiso 1 1 calc R . .
C3 C 0.0931(2) 0.9676(2) 0.16111(14) 0.0294(4) Uani 1 1 d . . .
C4 C 0.3229(2) 1.03338(19) 0.32536(14) 0.0294(4) Uani 1 1 d . . .
C5 C 0.6513(3) 1.1023(2) 0.37303(16) 0.0378(4) Uani 1 1 d . . .
H5 H 0.7735 1.0854 0.3648 0.045 Uiso 1 1 calc R . .
C6 C 0.6262(3) 1.2243(2) 0.44255(16) 0.0402(5) Uani 1 1 d . . .
H6 H 0.7303 1.2898 0.4822 0.048 Uiso 1 1 calc R . .
C7 C 0.2450(2) 0.68364(19) 0.27358(13) 0.0298(4) Uani 1 1 d . . .
C8 C 0.0317(3) 0.4844(2) 0.34424(17) 0.0415(5) Uani 1 1 d . . .
H8 H -0.0003 0.3815 0.3609 0.050 Uiso 1 1 calc R . .
C9 C 0.4492(3) 1.2515(2) 0.45470(16) 0.0420(5) Uani 1 1 d . . .
H9 H 0.4318 1.3355 0.5029 0.050 Uiso 1 1 calc R . .
C10 C 0.1224(2) 0.78351(19) 0.29409(14) 0.0296(4) Uani 1 1 d . . .
C11 C 0.2970(3) 1.1561(2) 0.39635(16) 0.0363(4) Uani 1 1 d . . .
H11 H 0.1754 1.1745 0.4048 0.044 Uiso 1 1 calc R . .
C12 C -0.0393(3) 0.7360(2) 0.34212(16) 0.0359(4) Uani 1 1 d . . .
H12 H -0.1187 0.8064 0.3582 0.043 Uiso 1 1 calc R . .
C13 C 0.4234(3) 0.7303(2) 0.23079(14) 0.0339(4) Uani 1 1 d . . .
H13 H 0.4665 0.6543 0.1863 0.041 Uiso 1 1 calc R . .
C14 C 0.1945(3) 0.5312(2) 0.29778(15) 0.0357(4) Uani 1 1 d . . .
H14 H 0.2731 0.4600 0.2821 0.043 Uiso 1 1 calc R . .
C15 C -0.0854(3) 0.5861(2) 0.36678(18) 0.0425(5) Uani 1 1 d . . .
H15 H -0.1970 0.5532 0.3990 0.051 Uiso 1 1 calc R . .
S1 S 0.67616(12) 0.32453(11) 0.15363(7) 0.0461(3) Uani 0.62 1 d PD A 1
O2 O 0.4932(19) 0.3608(16) 0.1647(12) 0.052(2) Uani 0.62 1 d PD A 1
C16 C 0.7539(10) 0.4918(9) 0.0596(8) 0.081(2) Uani 0.62 1 d PD A 1
H16A H 0.6459 0.5353 0.0349 0.121 Uiso 0.62 1 calc PR A 1
H16B H 0.8072 0.4510 -0.0047 0.121 Uiso 0.62 1 calc PR A 1
H16C H 0.8468 0.5716 0.1023 0.121 Uiso 0.62 1 calc PR A 1
C17 C 0.697(2) 0.1860(13) 0.0702(9) 0.105(5) Uani 0.62 1 d PD A 1
H17A H 0.6538 0.0898 0.1014 0.158 Uiso 0.62 1 calc PR A 1
H17B H 0.8279 0.1929 0.0571 0.158 Uiso 0.62 1 calc PR A 1
H17C H 0.6232 0.1894 0.0003 0.158 Uiso 0.62 1 calc PR A 1
S1' S 0.5732(2) 0.33628(17) 0.05744(11) 0.0450(4) Uani 0.38 1 d PD B 2
O2' O 0.475(3) 0.356(3) 0.152(2) 0.065(5) Uani 0.38 1 d PD B 2
C16' C 0.8089(12) 0.4509(14) 0.0704(9) 0.054(2) Uani 0.38 1 d PD B 2
H16D H 0.8282 0.5197 0.1386 0.081 Uiso 0.38 1 calc PR B 2
H16E H 0.8240 0.5111 0.0070 0.081 Uiso 0.38 1 calc PR B 2
H16F H 0.8999 0.3828 0.0727 0.081 Uiso 0.38 1 calc PR B 2
C17' C 0.646(4) 0.160(2) 0.0591(14) 0.084(5) Uani 0.38 1 d PD B 2
H17D H 0.5401 0.0803 0.0694 0.126 Uiso 0.38 1 calc PR B 2
H17E H 0.7429 0.1652 0.1198 0.126 Uiso 0.38 1 calc PR B 2
H17F H 0.6944 0.1352 -0.0111 0.126 Uiso 0.38 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 C4 122.87(14) . . ?
C3 N1 C10 118.03(14) . . ?
C4 N1 C10 115.87(13) . . ?
C4 C1 C5 117.69(17) . . ?
C4 C1 C2 122.77(16) . . ?
C5 C1 C2 119.50(17) . . ?
C13 C2 C1 126.72(17) . . ?
C13 C2 H2 116.6 . . ?
C1 C2 H2 116.6 . . ?
C3 N2 H2A 120.0 . . ?
C3 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C3 N2 123.16(15) . . ?
O1 C3 N1 119.82(15) . . ?
N2 C3 N1 117.00(15) . . ?
C11 C4 C1 120.82(16) . . ?
C11 C4 N1 119.33(16) . . ?
C1 C4 N1 119.85(15) . . ?
C6 C5 C1 121.57(19) . . ?
C6 C5 H5 119.2 . . ?
C1 C5 H5 119.2 . . ?
C5 C6 C9 120.01(18) . . ?
C5 C6 H6 120.0 . . ?
C9 C6 H6 120.0 . . ?
C10 C7 C14 118.06(17) . . ?
C10 C7 C13 123.32(16) . . ?
C14 C7 C13 118.60(16) . . ?
C14 C8 C15 120.60(17) . . ?
C14 C8 H8 119.7 . . ?
C15 C8 H8 119.7 . . ?
C6 C9 C11 119.97(18) . . ?
C6 C9 H9 120.0 . . ?
C11 C9 H9 120.0 . . ?
C12 C10 C7 120.98(16) . . ?
C12 C10 N1 119.72(16) . . ?
C7 C10 N1 119.30(16) . . ?
C9 C11 C4 119.89(18) . . ?
C9 C11 H11 120.1 . . ?
C4 C11 H11 120.1 . . ?
C10 C12 C15 120.10(17) . . ?
C10 C12 H12 120.0 . . ?
C15 C12 H12 120.0 . . ?
C2 C13 C7 127.48(16) . . ?
C2 C13 H13 116.3 . . ?
C7 C13 H13 116.3 . . ?
C8 C14 C7 120.45(17) . . ?
C8 C14 H14 119.8 . . ?
C7 C14 H14 119.8 . . ?
C8 C15 C12 119.74(19) . . ?
C8 C15 H15 120.1 . . ?
C12 C15 H15 120.1 . . ?
O2 S1 C17 119.3(9) . . ?
O2 S1 C16 94.8(5) . . ?
C17 S1 C16 98.0(5) . . ?
O2' S1' C17' 107.5(12) . . ?
O2' S1' C16' 113.8(12) . . ?
C17' S1' C16' 95.2(9) . . ?
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 1.235(2) . ?
N1 C3 1.388(2) . ?
N1 C4 1.434(2) . ?
N1 C10 1.439(2) . ?
C1 C4 1.400(2) . ?
C1 C5 1.402(3) . ?
C1 C2 1.463(3) . ?
C2 C13 1.342(3) . ?
C2 H2 0.9500 . ?
N2 C3 1.342(2) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
C4 C11 1.393(3) . ?
C5 C6 1.376(3) . ?
C5 H5 0.9500 . ?
C6 C9 1.384(3) . ?
C6 H6 0.9500 . ?
C7 C10 1.398(2) . ?
C7 C14 1.408(2) . ?
C7 C13 1.458(3) . ?
C8 C14 1.381(3) . ?
C8 C15 1.385(3) . ?
C8 H8 0.9500 . ?
C9 C11 1.389(3) . ?
C9 H9 0.9500 . ?
C10 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 C15 1.385(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
S1 O2 1.453(12) . ?
S1 C17 1.577(10) . ?
S1 C16 1.989(8) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
S1' O2' 1.429(18) . ?
S1' C17' 1.750(15) . ?
S1' C16' 1.841(10) . ?
C16' H16D 0.9800 . ?
C16' H16E 0.9800 . ?
C16' H16F 0.9800 . ?
C17' H17D 0.9800 . ?
C17' H17E 0.9800 . ?
C17' H17F 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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C1 C2 C13 -32.8(3) . . . . ?
C5 C1 C2 C13 144.84(19) . . . . ?
C4 N1 C3 O1 172.19(16) . . . . ?
C10 N1 C3 O1 13.3(2) . . . . ?
C4 N1 C3 N2 -9.5(2) . . . . ?
C10 N1 C3 N2 -168.41(16) . . . . ?
C5 C1 C4 C11 -2.5(2) . . . . ?
C2 C1 C4 C11 175.24(16) . . . . ?
C5 C1 C4 N1 178.00(15) . . . . ?
C2 C1 C4 N1 -4.3(2) . . . . ?
C3 N1 C4 C11 88.4(2) . . . . ?
C10 N1 C4 C11 -112.28(18) . . . . ?
C3 N1 C4 C1 -92.0(2) . . . . ?
C10 N1 C4 C1 67.2(2) . . . . ?
C4 C1 C5 C6 2.0(3) . . . . ?
C2 C1 C5 C6 -175.81(16) . . . . ?
C1 C5 C6 C9 -0.6(3) . . . . ?
C5 C6 C9 C11 -0.3(3) . . . . ?
C14 C7 C10 C12 3.3(3) . . . . ?
C13 C7 C10 C12 -175.35(17) . . . . ?
C14 C7 C10 N1 -176.29(15) . . . . ?
C13 C7 C10 N1 5.1(2) . . . . ?
C3 N1 C10 C12 -86.5(2) . . . . ?
C4 N1 C10 C12 113.21(19) . . . . ?
C3 N1 C10 C7 93.13(19) . . . . ?
C4 N1 C10 C7 -67.2(2) . . . . ?
C6 C9 C11 C4 -0.2(3) . . . . ?
C1 C4 C11 C9 1.7(3) . . . . ?
N1 C4 C11 C9 -178.83(16) . . . . ?
C7 C10 C12 C15 -2.5(3) . . . . ?
N1 C10 C12 C15 177.10(16) . . . . ?
C1 C2 C13 C7 1.5(3) . . . . ?
C10 C7 C13 C2 30.6(3) . . . . ?
C14 C7 C13 C2 -148.01(19) . . . . ?
C15 C8 C14 C7 0.6(3) . . . . ?
C10 C7 C14 C8 -2.4(3) . . . . ?
C13 C7 C14 C8 176.35(17) . . . . ?
C14 C8 C15 C12 0.3(3) . . . . ?
C10 C12 C15 C8 0.7(3) . . . . ?
