#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014063.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_2014063
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o346
_journal_page_last  o349
_publ_section_title
;
(R)-2,3,4,5-Tetrahydro-2,2,4-trimethyl-1,5-benzothiazepine and
rac-5-benzoyl-2,3,4,5-tetrahydro-2,2,4-trimethyl-1,5-benzothiazepine:
chains built from N---H...S and C---H...\p(arene) hydrogen bonds
;
loop_
_publ_author_name
  'Muthukumar, Manivannan '
  'Thanikasalam, Kanagasabapathy'
  'Mohamed, E. Mothi'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C19 H21 N O S'
_chemical_formula_sum  'C19 H21 N O S'
_chemical_formula_iupac  'C19 H21 N O S'
_chemical_formula_weight  311.43
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z+1/2'
  '-x+1/2, y+1/2, z+1/2'
  'x+1/2, -y+1/2, z'
_cell_length_a  16.1757(2)
_cell_length_b  12.5444(3)
_cell_length_c  8.2147(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1666.88(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.241
_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
  S1 0.35861(3) 1.00783(4) 0.65275(8) 0.02546(17) Uani d . 1 . . S
  O5 0.46969(10) 0.75387(13) 1.0173(2) 0.0321(4) Uani d . 1 . . O
  N5 0.36028(10) 0.84474(14) 0.9163(2) 0.0194(4) Uani d . 1 . . N
  C2 0.36814(13) 1.09036(17) 0.8392(3) 0.0224(4) Uani d . 1 . . C
  C3 0.33323(12) 1.03476(16) 0.9894(3) 0.0216(4) Uani d . 1 . . C
  C4 0.37080(13) 0.92861(16) 1.0427(2) 0.0202(4) Uani d . 1 . . C
  C6 0.22101(13) 0.77625(18) 0.8617(3) 0.0251(4) Uani d . 1 . . C
  C7 0.14577(13) 0.7840(2) 0.7786(3) 0.0310(5) Uani d . 1 . . C
  C8 0.13534(13) 0.86172(19) 0.6599(4) 0.0326(5) Uani d . 1 . . C
  C9 0.19989(14) 0.93082(18) 0.6213(3) 0.0295(5) Uani d . 1 . . C
  C10 0.27479(13) 0.92396(16) 0.7038(3) 0.0232(4) Uani d . 1 . . C
  C11 0.28502(12) 0.84576(16) 0.8245(3) 0.0208(4) Uani d . 1 . . C
  C21 0.31840(18) 1.19232(19) 0.8090(3) 0.0367(5) Uani d . 1 . . C
  C22 0.45944(15) 1.1166(2) 0.8593(3) 0.0367(6) Uani d . 1 . . C
  C41 0.33211(15) 0.89267(19) 1.2033(3) 0.0285(5) Uani d . 1 . . C
  C51 0.40869(12) 0.68026(16) 0.7812(3) 0.0219(4) Uani d . 1 . . C
  C52 0.39837(12) 0.70733(18) 0.6177(3) 0.0252(4) Uani d . 1 . . C
  C53 0.39977(13) 0.6278(2) 0.4995(3) 0.0311(5) Uani d . 1 . . C
  C54 0.41053(14) 0.5217(2) 0.5445(3) 0.0330(6) Uani d . 1 . . C
  C55 0.42120(15) 0.49529(18) 0.7042(4) 0.0323(6) Uani d . 1 . . C
  C56 0.42168(13) 0.57368(17) 0.8238(3) 0.0270(5) Uani d . 1 . . C
  C57 0.41511(12) 0.76167(17) 0.9146(3) 0.0222(4) Uani d . 1 . . C
  H21A 0.3182 1.2359 0.9079 0.055 Uiso calc R 1 . . H
  H21B 0.2615 1.1736 0.7799 0.055 Uiso calc R 1 . . H
  H21C 0.3437 1.2326 0.7197 0.055 Uiso calc R 1 . . H
  H22A 0.4911 1.0504 0.8700 0.055 Uiso calc R 1 . . H
  H22B 0.4672 1.1602 0.9571 0.055 Uiso calc R 1 . . H
  H22C 0.4788 1.1561 0.7638 0.055 Uiso calc R 1 . . H
  H3A 0.2735 1.0229 0.9704 0.026 Uiso calc R 1 . . H
  H3B 0.3380 1.0849 1.0821 0.026 Uiso calc R 1 . . H
  H4 0.4313 0.9395 1.0609 0.024 Uiso calc R 1 . . H
  H41A 0.3551 0.8234 1.2346 0.043 Uiso calc R 1 . . H
  H41B 0.2721 0.8863 1.1900 0.043 Uiso calc R 1 . . H
  H41C 0.3443 0.9452 1.2882 0.043 Uiso calc R 1 . . H
  H52 0.3904 0.7797 0.5871 0.030 Uiso calc R 1 . . H
  H53 0.3934 0.6460 0.3879 0.037 Uiso calc R 1 . . H
  H54 0.4104 0.4676 0.4637 0.040 Uiso calc R 1 . . H
  H55 0.4284 0.4227 0.7339 0.039 Uiso calc R 1 . . H
  H56 0.4308 0.5548 0.9344 0.032 Uiso calc R 1 . . H
  H6 0.2283 0.7235 0.9435 0.030 Uiso calc R 1 . . H
  H7 0.1019 0.7363 0.8033 0.037 Uiso calc R 1 . . H
  H8 0.0839 0.8678 0.6047 0.039 Uiso calc R 1 . . H
  H9 0.1927 0.9828 0.5384 0.035 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 0.0344(3) 0.0239(3) 0.0181(3) -0.00135(18) 0.0035(2) -0.0022(2)
  C2 0.0268(10) 0.0204(9) 0.0198(10) -0.0012(7) -0.0027(7) -0.0023(8)
  C21 0.0580(15) 0.0251(11) 0.0271(11) 0.0094(10) -0.0062(11) -0.0014(9)
  C22 0.0277(12) 0.0530(16) 0.0294(12) -0.0157(10) -0.0022(9) 0.0086(11)
  C3 0.0221(9) 0.0242(10) 0.0185(9) -0.0011(8) 0.0001(8) -0.0036(8)
  C4 0.0215(9) 0.0218(10) 0.0173(9) -0.0021(7) -0.0010(7) -0.0040(8)
  C41 0.0334(12) 0.0332(12) 0.0189(9) -0.0050(9) 0.0022(8) 0.0007(9)
  N5 0.0204(9) 0.0202(9) 0.0175(8) -0.0005(6) -0.0019(6) -0.0019(7)
  C57 0.0216(9) 0.0253(10) 0.0198(9) 0.0004(7) 0.0014(8) -0.0002(8)
  O5 0.0296(8) 0.0369(9) 0.0297(9) 0.0088(6) -0.0107(7) -0.0051(7)
  C51 0.0150(9) 0.0235(10) 0.0274(11) 0.0011(7) 0.0002(7) -0.0018(8)
  C52 0.0228(10) 0.0276(10) 0.0251(11) 0.0041(8) -0.0012(8) -0.0024(8)
  C53 0.0260(10) 0.0410(13) 0.0263(11) 0.0049(9) -0.0034(9) -0.0077(10)
  C54 0.0233(10) 0.0325(12) 0.0432(15) -0.0025(9) 0.0016(9) -0.0182(11)
  C55 0.0246(11) 0.0205(10) 0.0518(17) -0.0021(7) 0.0048(10) -0.0030(10)
  C56 0.0209(10) 0.0276(11) 0.0323(11) 0.0011(8) 0.0042(8) 0.0041(9)
  C6 0.0230(10) 0.0265(10) 0.0259(10) -0.0012(8) 0.0040(8) -0.0067(8)
  C7 0.0216(11) 0.0340(12) 0.0374(13) -0.0022(8) 0.0020(8) -0.0150(10)
  C8 0.0216(10) 0.0403(12) 0.0359(12) 0.0078(8) -0.0084(9) -0.0180(12)
  C9 0.0323(11) 0.0309(11) 0.0253(11) 0.0094(8) -0.0090(8) -0.0076(9)
  C10 0.0256(10) 0.0228(10) 0.0211(9) 0.0034(7) -0.0026(8) -0.0065(8)
  C11 0.0187(9) 0.0221(9) 0.0215(9) 0.0019(7) -0.0007(7) -0.0050(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 . 1.767(2) no
  S1 C2 . 1.855(2) no
  C2 C22 . 1.522(3) no
  C2 C3 . 1.526(3) no
  C2 C21 . 1.531(3) no
  C21 H21A . 0.98 no
  C21 H21B . 0.98 no
  C21 H21C . 0.98 no
  C22 H22A . 0.98 no
  C22 H22B . 0.98 no
  C22 H22C . 0.98 no
  C3 C4 . 1.528(3) no
  C3 H3A . 0.99 no
  C3 H3B . 0.99 no
  C4 N5 . 1.488(3) no
  C4 C41 . 1.528(3) no
  C4 H4 . 1.00 no
  C41 H41A . 0.98 no
  C41 H41B . 0.98 no
  C41 H41C . 0.98 no
  N5 C57 . 1.369(3) no
  N5 C11 . 1.432(2) no
  C57 O5 . 1.225(3) no
  C57 C51 . 1.501(3) no
  C51 C52 . 1.396(3) no
  C51 C56 . 1.398(3) no
  C52 C53 . 1.392(3) no
  C52 H52 . 0.95 no
  C53 C54 . 1.392(4) no
  C53 H53 . 0.95 no
  C54 C55 . 1.364(4) no
  C54 H54 . 0.95 no
  C55 C56 . 1.390(4) no
  C55 H55 . 0.95 no
  C56 H56 . 0.95 no
  C6 C11 . 1.388(3) no
  C6 C7 . 1.399(3) no
  C6 H6 . 0.95 no
  C7 C8 . 1.390(4) no
  C7 H7 . 0.95 no
  C8 C9 . 1.393(4) no
  C8 H8 . 0.95 no
  C9 C10 . 1.391(3) no
  C9 H9 . 0.95 no
  C10 C11 . 1.404(3) no