#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:27:13 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180394 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/63/7206347.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_7206347
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 O2, C2 H6 O S'
_chemical_formula_sum            'C17 H18 N2 O3 S'
_chemical_formula_weight         330.39
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.0670(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6987(2)
_cell_length_b                   12.4986(3)
_cell_length_c                   11.9748(3)
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      34.97
_cell_measurement_theta_min      1.00
_cell_volume                     1600.98(6)
_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      180(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16256
_diffrn_reflns_theta_full        35.00
_diffrn_reflns_theta_max         35.00
_diffrn_reflns_theta_min         4.13
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.917
_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    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         6997
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0423P)²+0.5078P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1123
_reflns_number_gt                5444
_reflns_number_total             6997
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cp20927b.txt
_cod_data_source_block           ECBZDMSO_180K
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7206347
loop_
_symmetry_equiv_pos_as_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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.99620(7) 0.12572(6) 0.74455(7) 0.02060(14) Uani 1 1 d . . .
N2 N 1.10540(7) 0.06689(7) 0.90243(7) 0.02447(16) Uani 1 1 d . . .
H2A H 1.1096 0.0335 0.9671 0.029 Uiso 1 1 calc R . .
H2B H 1.1730 0.0960 0.8746 0.029 Uiso 1 1 calc R . .
O1 O 0.89748(6) 0.03420(6) 0.88082(6) 0.02748(15) Uani 1 1 d . . .
O2 O 0.95465(7) 0.31901(7) 0.86214(6) 0.03088(17) Uani 1 1 d . . .
C1 C 0.99606(8) 0.07345(7) 0.84626(7) 0.01921(15) Uani 1 1 d . . .
C2 C 0.87930(8) 0.15031(7) 0.69005(7) 0.01991(15) Uani 1 1 d . . .
C3 C 0.81750(9) 0.07119(8) 0.62905(9) 0.02691(19) Uani 1 1 d . . .
H3 H 0.8509 0.0008 0.6270 0.032 Uiso 1 1 calc R . .
C4 C 0.70701(10) 0.09439(10) 0.57097(10) 0.0325(2) Uani 1 1 d . . .
H4 H 0.6643 0.0396 0.5306 0.039 Uiso 1 1 calc R . .
C5 C 0.65919(10) 0.19755(10) 0.57208(9) 0.0316(2) Uani 1 1 d . . .
H5 H 0.5852 0.2141 0.5305 0.038 Uiso 1 1 calc R . .
C6 C 0.71957(9) 0.27630(9) 0.63395(9) 0.02705(19) Uani 1 1 d . . .
H6 H 0.6858 0.3466 0.6352 0.032 Uiso 1 1 calc R . .
C7 C 0.82956(8) 0.25392(8) 0.69466(8) 0.02110(16) Uani 1 1 d . . .
C8 C 0.88778(9) 0.34268(8) 0.75904(8) 0.02466(18) Uani 1 1 d . . .
H8 H 0.8365 0.4096 0.7611 0.030 Uiso 1 1 calc R . .
C9 C 1.02452(9) 0.36049(8) 0.76926(9) 0.02591(18) Uani 1 1 d . . .
H9 H 1.0500 0.4372 0.7768 0.031 Uiso 1 1 calc R . .
C10 C 1.11776(8) 0.29085(8) 0.71512(8) 0.02211(16) Uani 1 1 d . . .
C11 C 1.22220(9) 0.33997(9) 0.66955(10) 0.0287(2) Uani 1 1 d . . .
H11 H 1.2326 0.4151 0.6770 0.034 Uiso 1 1 calc R . .
C12 C 1.31124(10) 0.28090(10) 0.61345(10) 0.0331(2) Uani 1 1 d . . .
H12 H 1.3814 0.3158 0.5824 0.040 Uiso 1 1 calc R . .
C13 C 1.29772(10) 0.17102(10) 0.60278(10) 0.0322(2) Uani 1 1 d . . .
H13 H 1.3590 0.1302 0.5653 0.039 Uiso 1 1 calc R . .
C14 C 1.19357(9) 0.12086(8) 0.64744(9) 0.02676(19) Uani 1 1 d . . .
H14 H 1.1837 0.0457 0.6396 0.032 Uiso 1 1 calc R . .
C15 C 1.10407(8) 0.17990(7) 0.70330(7) 0.02011(15) Uani 1 1 d . . .
S1 S 0.97317(3) 0.35144(3) 0.44417(2) 0.03074(8) Uani 0.9347(12) 1 d PD A 1
O3 O 0.87227(8) 0.40578(9) 0.37804(10) 0.0487(5) Uani 0.9347(12) 1 d PD A 1
C16 C 1.11653(12) 0.39447(16) 0.38626(16) 0.0392(4) Uani 0.9347(12) 1 d PD A 1
H16A H 1.1318 0.4694 0.4065 0.059 Uiso 0.9347(12) 1 calc PR A 1
H16B H 1.1118 0.3878 0.3047 0.059 Uiso 0.9347(12) 1 calc PR A 1
H16C H 1.1850 0.3500 0.4156 0.059 Uiso 0.9347(12) 1 calc PR A 1
C17 C 0.97758(17) 0.21666(12) 0.39618(15) 0.0515(6) Uani 0.9347(12) 1 d PD A 1
H17A H 0.8991 0.1807 0.4144 0.077 Uiso 0.9347(12) 1 calc PR A 1
H17B H 1.0477 0.1792 0.4326 0.077 Uiso 0.9347(12) 1 calc PR A 1
H17C H 0.9883 0.2159 0.3151 0.077 Uiso 0.9347(12) 1 calc PR A 1
S1' S 0.9761(5) 0.3506(5) 0.3329(5) 0.0450(15) Uani 0.0653(12) 1 d PD A 2
O3' O 0.87227(8) 0.40578(9) 0.37804(10) 0.086(13) Uiso 0.0653(12) 1 d PD A 2
C16' C 1.111(3) 0.395(3) 0.408(4) 0.086(13) Uiso 0.0653(12) 1 d PD A 2
H16D H 1.1072 0.4729 0.4173 0.129 Uiso 0.0653(12) 1 calc PR A 2
H16E H 1.1859 0.3757 0.3673 0.129 Uiso 0.0653(12) 1 calc PR A 2
H16F H 1.1135 0.3609 0.4821 0.129 Uiso 0.0653(12) 1 calc PR A 2
C17' C 0.97758(17) 0.21666(12) 0.39618(15) 0.086(13) Uiso 0.0653(12) 1 d PD A 2
H17D H 1.0268 0.1681 0.3502 0.129 Uiso 0.0653(12) 1 calc PR A 2
H17E H 0.8917 0.1899 0.4007 0.129 Uiso 0.0653(12) 1 calc PR A 2
H17F H 1.0150 0.2206 0.4714 0.129 Uiso 0.0653(12) 1 calc PR A 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
C1 N1 C2 119.17(7) . . ?
C1 N1 C15 122.75(7) . . ?
C2 N1 C15 116.29(7) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C8 O2 C9 61.64(6) . . ?
O1 C1 N2 123.18(8) . . ?
O1 C1 N1 119.71(8) . . ?
N2 C1 N1 117.11(8) . . ?
C3 C2 C7 120.06(8) . . ?
C3 C2 N1 119.30(8) . . ?
C7 C2 N1 120.60(8) . . ?
C2 C3 C4 120.41(10) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.94(10) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C6 C5 C4 119.82(9) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 121.01(10) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C6 C7 C2 118.70(9) . . ?
C6 C7 C8 117.51(9) . . ?
C2 C7 C8 123.78(8) . . ?
O2 C8 C7 119.18(8) . . ?
O2 C8 C9 59.24(6) . . ?
C7 C8 C9 124.05(8) . . ?
O2 C8 H8 114.4 . . ?
C7 C8 H8 114.4 . . ?
C9 C8 H8 114.4 . . ?
O2 C9 C10 119.15(9) . . ?
O2 C9 C8 59.12(6) . . ?
C10 C9 C8 123.16(9) . . ?
O2 C9 H9 114.7 . . ?
C10 C9 H9 114.7 . . ?
C8 C9 H9 114.7 . . ?
C11 C10 C15 118.62(9) . . ?
C11 C10 C9 117.59(9) . . ?
C15 C10 C9 123.73(8) . . ?
C12 C11 C10 121.13(10) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 120.00(9) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 119.53(10) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C15 C14 C13 120.57(10) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C10 120.15(8) . . ?
C14 C15 N1 118.75(8) . . ?
C10 C15 N1 121.06(8) . . ?
O3 S1 C16 106.05(8) . . ?
O3 S1 C17 106.43(8) . . ?
C16 S1 C17 97.59(9) . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
S1 C17 H17A 109.5 . . ?
S1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
S1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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 . . ?
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
N1 C1 1.3821(11) . ?
N1 C2 1.4333(11) . ?
N1 C15 1.4338(11) . ?
N2 C1 1.3410(11) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
O1 C1 1.2412(11) . ?
O2 C8 1.4459(12) . ?
O2 C9 1.4476(13) . ?
C2 C3 1.3895(14) . ?
C2 C7 1.4016(13) . ?
C3 C4 1.3908(15) . ?
C3 H3 0.9500 . ?
C4 C5 1.3873(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.3846(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.3998(13) . ?
C6 H6 0.9500 . ?
C7 C8 1.4817(14) . ?
C8 C9 1.4825(14) . ?
C8 H8 1.0000 . ?
C9 C10 1.4822(14) . ?
C9 H9 1.0000 . ?
C10 C11 1.3950(13) . ?
C10 C15 1.4013(13) . ?
C11 C12 1.3885(16) . ?
C11 H11 0.9500 . ?
C12 C13 1.3866(17) . ?
C12 H12 0.9500 . ?
C13 C14 1.3938(14) . ?
C13 H13 0.9500 . ?
C14 C15 1.3903(13) . ?
C14 H14 0.9500 . ?
S1 O3 1.4906(10) . ?
S1 C16 1.7782(15) . ?
S1 C17 1.7808(16) . ?
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' C16' 1.775(18) . ?
C16' H16D 0.9800 . ?
C16' H16E 0.9800 . ?
C16' H16F 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
C2 N1 C1 O1 10.96(13) . . . . ?
C15 N1 C1 O1 175.14(9) . . . . ?
C2 N1 C1 N2 -169.84(8) . . . . ?
C15 N1 C1 N2 -5.66(13) . . . . ?
C1 N1 C2 C3 -80.94(11) . . . . ?
C15 N1 C2 C3 113.88(10) . . . . ?
C1 N1 C2 C7 101.31(10) . . . . ?
C15 N1 C2 C7 -63.88(11) . . . . ?
C7 C2 C3 C4 0.87(15) . . . . ?
N1 C2 C3 C4 -176.89(9) . . . . ?
C2 C3 C4 C5 1.21(16) . . . . ?
C3 C4 C5 C6 -2.05(17) . . . . ?
C4 C5 C6 C7 0.82(16) . . . . ?
C5 C6 C7 C2 1.24(15) . . . . ?
C5 C6 C7 C8 -179.70(9) . . . . ?
C3 C2 C7 C6 -2.07(13) . . . . ?
N1 C2 C7 C6 175.67(8) . . . . ?
C3 C2 C7 C8 178.92(9) . . . . ?
N1 C2 C7 C8 -3.34(13) . . . . ?
C9 O2 C8 C7 114.45(10) . . . . ?
C6 C7 C8 O2 148.02(9) . . . . ?
C2 C7 C8 O2 -32.96(13) . . . . ?
C6 C7 C8 C9 -141.22(10) . . . . ?
C2 C7 C8 C9 37.79(15) . . . . ?
C8 O2 C9 C10 -113.34(10) . . . . ?
C7 C8 C9 O2 -106.42(11) . . . . ?
O2 C8 C9 C10 106.70(11) . . . . ?
C7 C8 C9 C10 0.28(16) . . . . ?
O2 C9 C10 C11 -148.70(9) . . . . ?
C8 C9 C10 C11 141.03(10) . . . . ?
O2 C9 C10 C15 34.05(14) . . . . ?
C8 C9 C10 C15 -36.22(15) . . . . ?
C15 C10 C11 C12 0.03(15) . . . . ?
C9 C10 C11 C12 -177.37(10) . . . . ?
C10 C11 C12 C13 -0.54(18) . . . . ?
C11 C12 C13 C14 0.81(18) . . . . ?
C12 C13 C14 C15 -0.59(17) . . . . ?
C13 C14 C15 C10 0.08(15) . . . . ?
C13 C14 C15 N1 177.85(9) . . . . ?
C11 C10 C15 C14 0.20(14) . . . . ?
C9 C10 C15 C14 177.42(9) . . . . ?
C11 C10 C15 N1 -177.52(9) . . . . ?
C9 C10 C15 N1 -0.30(14) . . . . ?
C1 N1 C15 C14 84.15(12) . . . . ?
C2 N1 C15 C14 -111.24(10) . . . . ?
C1 N1 C15 C10 -98.09(11) . . . . ?
C2 N1 C15 C10 66.51(12) . . . . ?
