#------------------------------------------------------------------------------
#$Date: 2010-01-30 14:59:17 +0100 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006160.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_2006160
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1997
_journal_volume 53
_journal_page_first  641
_journal_page_last  644
_publ_section_title
;
N-Butylthiophen-3-carboxamide and
2-Benzylseleno-N-butylthiophen-3-carboxamide at 130 K
;
loop_
_publ_author_name
 'Gable, Robert W.'
 'Laws, Melissa J.'
 'Schiesser, Carl H.'
_chemical_formula_sum  'C9 H13 N O S'
_chemical_formula_weight  183.27
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
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  9.7232(11)
_cell_length_b  9.2506(13)
_cell_length_c  10.6178(13)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  955.0(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  130.0(10)
_exptl_crystal_density_diffrn  1.275
_diffrn_ambient_temperature  130.0(10)
_refine_ls_R_factor_obs   .0360
_refine_ls_wR_factor_obs   .1042
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 S1  .03284(8)  .56183(8)  .00132(10)  .0286(2) Uani d . 1 . S
 C2  .0650(3)  .4383(3)  .1158(3)  .0235(7) Uani d . 1 . C
 C3  -.0489(3)  .3538(3)  .1410(3)  .0183(6) Uani d . 1 . C
 C4  -.1629(3)  .3939(3)  .0649(3)  .0240(6) Uani d . 1 . C
 C5  -.1335(3)  .5091(3)  -.0194(3)  .0187(6) Uani d . 1 . C
 H5  -.1963(3)  .5501(3)  -.0778(3)  .050(14) Uiso calc R 1 . H
 C6  -.0580(3)  .2380(3)  .2369(3)  .0182(6) Uani d . 1 . C
 O  -.1714(2)  .1826(2)  .2628(2)  .0233(5) Uani d . 1 . O
 N  .0590(3)  .1964(3)  .2931(3)  .0189(5) Uani d . 1 . N
 C7  .0664(3)  .0860(3)  .3914(3)  .0222(6) Uani d . 1 . C
 C8  .1364(3)  -.0511(3)  .3460(4)  .0253(7) Uani d . 1 . C
 C9  .0619(3)  -.1304(4)  .2403(4)  .0302(8) Uani d . 1 . C
 H9A  .0453(6)  -.065(2)  .173(2)  .052(16) Uiso calc R 1 . H
 H9B  .1198(18)  -.205(2)  .2092(11)  .017(9) Uiso calc R 1 . H
 C10  -.0744(4)  -.1968(4)  .2812(5)  .0361(9) Uani d . 1 . C
 H10A  -.137(2)  -.120(2)  .308(3)  .053(15) Uiso calc R 1 . H
 H10B  -.0584(7)  -.264(3)  .352(3)  .055(15) Uiso calc R 1 . H
 H10C  -.1152(19)  -.250(3)  .210(2)  .035(12) Uiso calc R 1 . H
 H(N)  .134(4)  .239(4)  .272(4)  .026(10) Uiso d . 1 . H
 H2  .147(4)  .443(4)  .155(4)  .018(9) Uiso d . 1 . H
 H4  -.253(4)  .345(4)  .061(4)  .033(10) Uiso d . 1 . H
 H7A  .116(4)  .138(5)  .466(5)  .035(11) Uiso d . 1 . H
 H7B  -.022(5)  .065(4)  .413(5)  .037(13) Uiso d . 1 . H
 H8A  .145(3)  -.113(4)  .420(4)  .014(8) Uiso d . 1 . H
 H8B  .214(5)  -.026(5)  .315(5)  .041(12) Uiso d . 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  .0260(4)  .0269(4)  .0328(4)  -.0014(3)  .0003(4)  .0074(4)
 C2  .0204(14)  .0207(14)  .029(2)  -.0028(11)  -.0016(14)  .0044(12)
 C3  .0162(12)  .0176(13)  .0213(14)  .0019(10)  -.0026(11)  -.0019(13)
 C4  .0174(13)  .0283(14)  .026(2)  .0028(11)  -.0031(13)  .0040(14)
 C5  .0127(11)  .0194(12)  .024(2)  .0027(10)  -.0035(11)  -.0003(12)
 C6  .0147(12)  .0172(14)  .0227(14)  .0016(10)  .0014(11)  -.0033(12)
 O  .0130(9)  .0239(10)  .0330(12)  -.0031(8)  -.0024(9)  .0044(10)
 N  .0131(10)  .0199(11)  .0237(13)  -.0003(9)  -.0019(10)  .0033(11)
 C7  .0202(14)  .0215(14)  .025(2)  .0010(11)  -.0024(13)  .0049(14)
 C8  .0190(14)  .0232(14)  .034(2)  .0014(12)  -.0056(14)  .0013(14)
 C9  .025(2)  .024(2)  .042(2)  -.0023(13)  .003(2)  -.0101(15)
 C10  .028(2)  .030(2)  .050(2)  -.0105(15)  .003(2)  -.005(2)
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 C2 . 1.697(3) y
 S1 C5 . 1.703(3) y
 C2 C3 . 1.382(4) y
 C2 H2 .  .90(4) ?
 C3 C4 . 1.421(4) y
 C3 C6 . 1.480(4) y
 C4 C5 . 1.421(4) y
 C4 H4 .  .98(4) ?
 C5 H5 .  .95 ?
 C6 O . 1.247(4) y
 C6 N . 1.341(4) y
 N C7 . 1.462(4) y
 N H(N) .  .86(4) ?
 C7 C8 . 1.518(4) y
 C7 H7A . 1.04(5) ?
 C7 H7B .  .91(5) ?
 C8 C9 . 1.524(5) ?
 C8 H8A .  .98(4) ?
 C8 H8B .  .86(5) ?
 C9 C10 . 1.523(4) ?
 C9 H9A .  .95(3) ?
 C9 H9B .  .95(3) ?
 C10 H10A .  .98(3) ?
 C10 H10B .  .98(3) ?
 C10 H10C .  .98(3) ?
_cod_database_code 2006160