#------------------------------------------------------------------------------
#$Date: 2011-09-17 22:27:16 +0200 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006161.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_2006161
loop_
_publ_author_name
'Gable, Robert W.'
'Laws, Melissa J.'
'Schiesser, Carl H.'
_publ_section_title
;
N-Butylthiophen-3-carboxamide and
2-Benzylseleno-N-butylthiophen-3-carboxamide at 130 K
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              641
_journal_page_last               644
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C16 H19 N O S Se'
_chemical_formula_weight         352.36
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 114.497(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.4701(9)
_cell_length_b                   21.624(2)
_cell_length_c                   9.3400(9)
_cell_measurement_temperature    130.0(10)
_cell_volume                     1556.7(3)
_diffrn_ambient_temperature      130.0(10)
_exptl_crystal_density_diffrn    1.503
_refine_ls_R_factor_obs          .0293
_refine_ls_wR_factor_obs         .0771
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (12 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2006161
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_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
Se .02590(15) .02301(15) .02242(15) -.00032(7) .00768(10) .00506(7)
S1 .0324(3) .0222(2) .0240(3) -.0074(2) .0123(2) -.0017(2)
C2 .0244(9) .0199(9) .0205(9) .0002(7) .0106(8) -.0027(7)
C3 .0234(9) .0202(9) .0180(9) -.0004(7) .0104(7) -.0020(7)
C4 .0275(10) .0271(10) .0189(9) -.0016(8) .0106(8) -.0007(8)
C5 .0293(10) .0312(11) .0206(10) -.0062(8) .0095(9) -.0029(8)
C6 .0236(9) .0206(9) .0186(9) .0007(7) .0110(7) -.0010(7)
O .0249(7) .0264(7) .0213(7) -.0041(6) .0044(5) .0020(6)
N .0243(8) .0238(9) .0221(9) -.0031(7) .0069(7) .0046(7)
C7 .0352(11) .0257(11) .0251(10) -.0093(9) .0098(9) .0023(8)
C8 .0345(11) .0322(12) .0274(11) -.0086(9) .0087(9) .0104(9)
C9 .0299(11) .0479(14) .0232(11) -.0094(10) .0090(9) .0040(10)
C10 .0356(13) .0438(14) .0410(14) -.0046(11) .0150(11) .0052(12)
C11 .0353(11) .0224(10) .0268(11) -.0023(8) .0125(9) .0044(8)
C12 .0299(10) .0198(9) .0256(10) -.0015(8) .0132(8) .0040(8)
C13 .0364(12) .0250(11) .0352(12) .0074(9) .0170(10) .0041(9)
C14 .0460(13) .0314(12) .0339(12) -.0024(10) .0250(10) -.0048(9)
C15 .0394(12) .0345(12) .0223(10) -.0086(9) .0134(9) .0021(9)
C16 .0326(11) .0268(11) .0307(11) -.0003(9) .0103(9) .0065(9)
C17 .0323(10) .0191(9) .0295(11) .0008(8) .0151(9) .0022(8)
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
Se .17455(3) .109090(10) .22751(2) .02455(11) Uani d . 1 . Se
S1 -.18355(7) .06670(2) -.04083(6) .02600(13) Uani d . 1 . S
C2 -.0125(3) .11793(9) .0278(2) .0211(4) Uani d . 1 . C
C3 -.0372(2) .16515(9) -.0786(2) .0199(4) Uani d . 1 . C
C4 -.1977(3) .15929(10) -.2154(2) .0242(4) Uani d . 1 . C
C5 -.2893(3) .10874(10) -.2111(3) .0274(4) Uani d . 1 . C
C6 .0918(2) .21488(9) -.0482(2) .0202(4) Uani d . 1 . C
O .2343(2) .21150(7) .0668(2) .0259(3) Uani d . 1 . O
N .0485(2) .26223(8) -.1498(2) .0243(4) Uani d . 1 . N
C7 .1694(3) .31119(11) -.1432(3) .0295(5) Uani d . 1 . C
C8 .1602(3) .32574(11) -.3062(3) .0327(5) Uani d . 1 . C
C9 .1916(3) .27096(13) -.3922(3) .0343(5) Uani d . 1 . C
C10 .3659(3) .23930(14) -.3060(3) .0404(6) Uani d . 1 . C
C11 .0751(3) .04309(10) .3117(3) .0283(4) Uani d . 1 . C
C12 .1727(3) .04224(9) .4874(2) .0245(4) Uani d . 1 . C
C13 .1347(3) .08500(11) .5799(3) .0315(5) Uani d . 1 . C
C14 .2214(3) .08366(11) .7428(3) .0343(5) Uani d . 1 . C
C15 .3481(3) .03963(11) .8151(3) .0319(5) Uani d . 1 . C
C16 .3886(3) -.00294(11) .7250(3) .0310(5) Uani d . 1 . C
C17 .3018(3) -.00147(9) .5619(3) .0262(4) Uani d . 1 . C
H(N) -.048(3) .2617(11) -.225(3) .016(5) Uiso d . 1 . H
H4 -.231(3) .1889(13) -.298(3) .028(6) Uiso d . 1 . H
H5 -.396(4) .0931(14) -.286(4) .037(7) Uiso d . 1 . H
H7A .279(3) .2971(11) -.075(3) .021(6) Uiso d . 1 . H
H7B .146(4) .3466(14) -.098(4) .038(7) Uiso d . 1 . H
H8A .037(4) .3441(13) -.376(4) .038(7) Uiso d . 1 . H
H8B .243(4) .3555(14) -.291(4) .037(7) Uiso d . 1 . H
H9A .102(4) .2412(14) -.413(4) .037(7) Uiso d . 1 . H
H9B .181(3) .2852(13) -.490(4) .033(7) Uiso d . 1 . H
H10A .460(4) .2691(14) -.277(4) .040(8) Uiso d . 1 . H
H10B .372(4) .2200(14) -.214(4) .038(7) Uiso d . 1 . H
H10C .384(4) .2077(16) -.368(4) .047(9) Uiso d . 1 . H
H11A -.041(4) .0554(14) .283(4) .039(8) Uiso d . 1 . H
H11B .084(3) .0053(13) .268(3) .030(7) Uiso d . 1 . H
H13 .055(4) .1130(13) .532(4) .031(7) Uiso d . 1 . H
H14 .189(4) .1116(14) .801(4) .044(9) Uiso d . 1 . H
H15 .408(4) .0418(13) .922(4) .032(7) Uiso d . 1 . H
H16 .478(4) -.0311(13) .776(3) .030(7) Uiso d . 1 . H
H17 .329(4) -.0318(13) .503(3) .032(7) Uiso d . 1 . H
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
Se C2 . 1.890(2) y
Se C11 . 1.978(2) y
S1 C2 . 1.723(2) y
S1 C5 . 1.726(2) y
C2 C3 . 1.379(3) y
C3 C4 . 1.434(3) y
C3 C6 . 1.474(3) y
C4 C5 . 1.350(3) y
C4 H4 . .95(3) ?
C5 H5 . .95(3) ?
C6 O . 1.241(2) y
C6 N . 1.339(3) y
N C7 . 1.457(3) y
N H(N) . .83(3) ?
C7 C8 . 1.525(3) y
C7 H7A . .93(3) ?
C7 H7B . .94(3) ?
C8 C9 . 1.515(4) ?
C8 H8A . 1.05(3) ?
C8 H8B . .92(3) ?
C9 C10 . 1.520(4) ?
C9 H9A . .95(3) ?
C9 H9B . .93(3) ?
C10 H10A . .97(3) ?
C10 H10B . .94(3) ?
C10 H10C . .95(3) ?
C11 C12 . 1.500(3) ?
C11 H11A . .95(3) ?
C11 H11B . .93(3) ?
C12 C13 . 1.391(3) ?
C12 C17 . 1.394(3) ?
C13 C14 . 1.389(3) ?
C13 H13 . .88(3) ?
C14 C15 . 1.384(4) ?
C14 H14 . .92(3) ?
C15 C16 . 1.383(3) ?
C15 H15 . .91(3) ?
C16 C17 . 1.390(3) ?
C16 H16 . .93(3) ?
C17 H17 . .95(3) ?