data_2013952
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o421
_journal_page_last  o426
_publ_section_title
;
Molecular conformation and supramolecular aggregation in four
2,3,4,5-tetrahydro-3,4-diphenylbenzothiazepines
;
loop_
_publ_author_name
  'Muthukumar, Manivannan '
  'Thanikasalam, Kanagasabapathy'
  'Mohamed, E. Mothi'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C23 H20 Cl N O S'
_chemical_formula_sum  'C23 H20 Cl N O S'
_chemical_formula_iupac  'C23 H20 Cl N O S'
_chemical_formula_weight  393.92
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
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'
_cell_length_a  12.6348(4)
_cell_length_b  11.9337(5)
_cell_length_c  12.7904(5)
_cell_angle_alpha  90.00
_cell_angle_beta  92.549(2)
_cell_angle_gamma  90.00
_cell_volume  1926.63(13)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.358
_diffrn_ambient_temperature  120(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cl5 0.91507(4) 0.23886(5) 0.38523(4) 0.03279(15) Uani d . 1 . . Cl
  S1 0.62010(4) 0.10640(4) 0.09520(4) 0.02562(14) Uani d . 1 . . S
  O5 0.68726(10) 0.23583(11) 0.41271(10) 0.0254(3) Uani d . 1 . . O
  N5 0.62888(12) 0.29611(13) 0.25199(12) 0.0210(3) Uani d . 1 . . N
  C2 0.48382(14) 0.11544(15) 0.14149(15) 0.0211(4) Uani d . 1 . . C
  C3 0.45311(15) 0.23221(15) 0.18065(15) 0.0223(4) Uani d . 1 . . C
  C4 0.51655(14) 0.27594(15) 0.27657(15) 0.0213(4) Uani d . 1 . . C
  C6 0.68342(15) 0.43814(16) 0.12682(15) 0.0239(4) Uani d . 1 . . C
  C7 0.71108(15) 0.46821(17) 0.02638(15) 0.0266(4) Uani d . 1 . . C
  C8 0.70979(16) 0.38876(16) -0.05196(15) 0.0262(4) Uani d . 1 . . C
  C9 0.67862(15) 0.27932(16) -0.03213(15) 0.0245(4) Uani d . 1 . . C
  C10 0.65120(15) 0.24793(15) 0.06785(15) 0.0219(4) Uani d . 1 . . C
  C11 0.65492(15) 0.32806(15) 0.14771(14) 0.0207(4) Uani d . 1 . . C
  C21 0.46712(14) 0.02588(15) 0.22280(15) 0.0216(4) Uani d . 1 . . C
  C22 0.53824(15) 0.00511(15) 0.30613(15) 0.0235(4) Uani d . 1 . . C
  C23 0.51420(16) -0.07096(16) 0.38456(16) 0.0264(4) Uani d . 1 . . C
  C24 0.41872(17) -0.12711(17) 0.37951(17) 0.0315(5) Uani d . 1 . . C
  C25 0.34730(17) -0.10777(17) 0.29671(18) 0.0324(5) Uani d . 1 . . C
  C26 0.37133(15) -0.03237(16) 0.21828(16) 0.0264(4) Uani d . 1 . . C
  C41 0.46579(14) 0.37879(15) 0.32295(15) 0.0218(4) Uani d . 1 . . C
  C42 0.42153(15) 0.36996(17) 0.42056(15) 0.0251(4) Uani d . 1 . . C
  C43 0.37349(15) 0.46205(18) 0.46527(16) 0.0288(5) Uani d . 1 . . C
  C44 0.36970(15) 0.56379(18) 0.41354(16) 0.0291(5) Uani d . 1 . . C
  C45 0.41336(16) 0.57349(17) 0.31652(17) 0.0299(5) Uani d . 1 . . C
  C46 0.45954(16) 0.48096(16) 0.27098(16) 0.0274(5) Uani d . 1 . . C
  C51 0.70636(15) 0.26827(15) 0.32498(15) 0.0218(4) Uani d . 1 . . C
  C52 0.81861(15) 0.27880(19) 0.28850(16) 0.0294(5) Uani d . 1 . . C
  H2 0.4348 0.0978 0.0802 0.025 Uiso calc R 1 . . H
  H22 0.6043 0.0432 0.3100 0.028 Uiso calc R 1 . . H
  H23 0.5636 -0.0840 0.4414 0.032 Uiso calc R 1 . . H
  H24 0.4022 -0.1789 0.4328 0.038 Uiso calc R 1 . . H
  H25 0.2814 -0.1461 0.2933 0.039 Uiso calc R 1 . . H
  H26 0.3220 -0.0205 0.1611 0.032 Uiso calc R 1 . . H
  H3A 0.4607 0.2863 0.1228 0.027 Uiso calc R 1 . . H
  H3B 0.3773 0.2306 0.1972 0.027 Uiso calc R 1 . . H
  H4 0.5163 0.2157 0.3309 0.026 Uiso calc R 1 . . H
  H42 0.4242 0.3005 0.4568 0.030 Uiso calc R 1 . . H
  H43 0.3432 0.4550 0.5316 0.035 Uiso calc R 1 . . H
  H44 0.3373 0.6268 0.4444 0.035 Uiso calc R 1 . . H
  H45 0.4117 0.6435 0.2811 0.036 Uiso calc R 1 . . H
  H46 0.4872 0.4876 0.2034 0.033 Uiso calc R 1 . . H
  H52A 0.8314 0.3575 0.2680 0.035 Uiso calc R 1 . . H
  H52B 0.8261 0.2313 0.2258 0.035 Uiso calc R 1 . . H
  H6 0.6840 0.4927 0.1809 0.029 Uiso calc R 1 . . H
  H7 0.7308 0.5433 0.0119 0.032 Uiso calc R 1 . . H
  H8 0.7303 0.4089 -0.1200 0.031 Uiso calc R 1 . . H
  H9 0.6761 0.2257 -0.0871 0.029 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  S1 0.0297(3) 0.0194(2) 0.0285(3) 0.0014(2) 0.0100(2) 0.0002(2)
  C2 0.0211(9) 0.0201(9) 0.0222(10) -0.0001(8) 0.0011(7) -0.0001(8)
  C21 0.0223(10) 0.0157(9) 0.0272(11) 0.0008(8) 0.0047(8) -0.0049(8)
  C22 0.0246(10) 0.0196(9) 0.0266(11) -0.0006(8) 0.0038(8) -0.0025(8)
  C23 0.0363(11) 0.0198(9) 0.0233(11) 0.0030(9) 0.0046(9) 0.0005(8)
  C24 0.0424(13) 0.0212(10) 0.0323(12) -0.0009(9) 0.0176(10) -0.0006(9)
  C25 0.0312(11) 0.0226(10) 0.0445(14) -0.0079(9) 0.0145(10) -0.0070(9)
  C26 0.0236(10) 0.0229(10) 0.0329(12) -0.0009(9) 0.0017(8) -0.0064(9)
  C3 0.0219(9) 0.0211(10) 0.0240(10) 0.0027(8) 0.0014(8) -0.0008(8)
  C4 0.0234(9) 0.0201(9) 0.0206(10) 0.0005(8) 0.0030(8) 0.0008(8)
  C41 0.0211(9) 0.0226(10) 0.0216(10) 0.0002(8) -0.0003(8) -0.0028(8)
  C42 0.0210(9) 0.0286(11) 0.0256(11) -0.0023(8) 0.0014(8) -0.0006(9)
  C43 0.0229(10) 0.0368(12) 0.0270(11) -0.0006(9) 0.0044(8) -0.0085(9)
  C44 0.0233(10) 0.0285(11) 0.0353(12) 0.0031(9) -0.0022(9) -0.0126(9)
  C45 0.0346(11) 0.0203(10) 0.0344(12) 0.0026(9) -0.0015(9) -0.0039(9)
  C46 0.0311(11) 0.0247(10) 0.0267(11) 0.0029(9) 0.0045(9) -0.0016(8)
  N5 0.0227(8) 0.0228(8) 0.0176(8) -0.0002(7) 0.0033(6) 0.0027(6)
  C51 0.0277(10) 0.0183(9) 0.0196(10) 0.0000(8) 0.0015(8) -0.0021(8)
  O5 0.0304(8) 0.0288(7) 0.0170(7) -0.0003(6) 0.0027(6) 0.0022(6)
  C52 0.0241(10) 0.0399(12) 0.0240(11) 0.0002(9) -0.0011(8) 0.0062(9)
  Cl5 0.0266(3) 0.0420(3) 0.0293(3) 0.0002(2) -0.0039(2) 0.0037(2)
  C6 0.0270(10) 0.0224(10) 0.0222(10) -0.0021(8) 0.0001(8) -0.0008(8)
  C7 0.0299(10) 0.0246(10) 0.0254(11) -0.0031(9) 0.0010(8) 0.0057(9)
  C8 0.0284(10) 0.0307(11) 0.0197(10) -0.0014(9) 0.0025(8) 0.0079(9)
  C9 0.0284(11) 0.0265(10) 0.0186(10) 0.0008(9) 0.0030(8) -0.0019(8)
  C10 0.0224(9) 0.0224(10) 0.0212(10) 0.0018(8) 0.0022(8) 0.0015(8)
  C11 0.0215(9) 0.0235(10) 0.0172(10) 0.0019(8) 0.0014(7) 0.0031(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1 C10 . 1.7725(19) no
  S1 C2 . 1.8487(18) no
  C2 C21 . 1.513(3) no
  C2 C3 . 1.536(2) no
  C2 H2 . 1.00 no
  C21 C22 . 1.386(3) no
  C21 C26 . 1.395(3) no
  C22 C23 . 1.396(3) no
  C22 H22 . 0.95 no
  C23 C24 . 1.379(3) no
  C23 H23 . 0.95 no
  C24 C25 . 1.380(3) no
  C24 H24 . 0.95 no
  C25 C26 . 1.391(3) no
  C25 H25 . 0.95 no
  C26 H26 . 0.95 no
  C3 C4 . 1.527(3) no
  C3 H3A . 0.99 no
  C3 H3B . 0.99 no
  C4 N5 . 1.487(2) no
  C4 C41 . 1.518(3) no
  C4 H4 . 1.00 no
  C41 C46 . 1.389(3) no
  C41 C42 . 1.394(3) no
  C42 C43 . 1.391(3) no
  C42 H42 . 0.95 no
  C43 C44 . 1.383(3) no
  C43 H43 . 0.95 no
  C44 C45 . 1.385(3) no
  C44 H44 . 0.95 no
  C45 C46 . 1.389(3) no
  C45 H45 . 0.95 no
  C46 H46 . 0.95 no
  N5 C51 . 1.363(2) no
  N5 C11 . 1.439(2) no
  C51 O5 . 1.221(2) no
  C51 C52 . 1.518(3) no
  C52 Cl5 . 1.763(2) no
  C52 H52A . 0.99 no
  C52 H52B . 0.99 no
  C6 C11 . 1.391(3) no
  C6 C7 . 1.393(3) no
  C6 H6 . 0.95 no
  C7 C8 . 1.379(3) no
  C7 H7 . 0.95 no
  C8 C9 . 1.391(3) no
  C8 H8 . 0.95 no
  C9 C10 . 1.391(3) no
  C9 H9 . 0.95 no
  C10 C11 . 1.399(3) no