#------------------------------------------------------------------------------
#$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012212.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_2012212
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1081
_journal_page_last  1083
_publ_section_title
;
N-[5-(4-Chlorophenyl)furan-2-ylmethyl]-4-methyl-N-prop-2-
ynylbenzenesulfonamide and N-[5-(2-chlorophenyl)furan-2-ylmethyl]-4-methyl-
N-prop-2-ynylbenzenesulfonamide, two isomorphous crystal structures determined
by intermolecular C-H...O, C-H...\p and C-H...Cl interactions.
;
loop_
_publ_author_name
  'Bats, Jan W.'
  'Frost, Tanja M.'
  'Hashmi, A. Stephen K.'
_chemical_formula_moiety  'C21 H18 Cl N O3 S'
_chemical_formula_sum  'C21 H18 Cl N O3 S'
_chemical_formula_weight  399.87
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.5309(16)
_cell_length_b  9.5789(14)
_cell_length_c  13.893(2)
_cell_angle_alpha  80.234(9)
_cell_angle_beta  82.252(14)
_cell_angle_gamma  73.959(10)
_cell_volume  945.1(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  140(2)
_exptl_crystal_density_diffrn  1.405
_diffrn_ambient_temperature  140(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
  Cl 1.26308(6)  .81634(5)  .09648(3)  .03122(12) Uani d . 1 . . Cl
  S  .41927(5)  .56063(5)  .71345(3)  .02126(11) Uani d . 1 . . S
  O1  .53892(15)  .82692(12)  .44086(8)  .0195(2) Uani d . 1 . . O
  O2  .53879(17)  .63523(15)  .74386(9)  .0314(3) Uani d . 1 . . O
  O3  .48167(17)  .40663(14)  .70762(9)  .0293(3) Uani d . 1 . . O
  N  .37457(18)  .64124(15)  .60098(9)  .0186(3) Uani d . 1 . . N
  C1  .8842(2)  .80993(19)  .32764(12)  .0236(3) Uani d . 1 . . C
  H1  .8832  .7781  .3963  .028 Uiso calc R 1 . . H
  C2 1.0529(2)  .78976(19)  .26962(12)  .0247(4) Uani d . 1 . . C
  H2 1.1662  .7436  .2980  .030 Uiso calc R 1 . . H
  C3 1.0526(2)  .83802(18)  .16996(12)  .0216(3) Uani d . 1 . . C
  C4  .8884(2)  .90250(19)  .12682(12)  .0240(3) Uani d . 1 . . C
  H4  .8905  .9338  .0581  .029 Uiso calc R 1 . . H
  C5  .7212(2)  .92085(18)  .18510(12)  .0222(3) Uani d . 1 . . C
  H5  .6082  .9643  .1558  .027 Uiso calc R 1 . . H
  C6  .7168(2)  .87615(17)  .28648(11)  .0186(3) Uani d . 1 . . C
  C7  .5393(2)  .89978(17)  .34629(11)  .0190(3) Uani d . 1 . . C
  C8  .3657(2)  .98183(19)  .32933(13)  .0259(4) Uani d . 1 . . C
  H8  .3287 1.0434  .2704  .031 Uiso calc R 1 . . H
  C9  .2493(2)  .95794(19)  .41718(13)  .0271(4) Uani d . 1 . . C
  H9  .1195 1.0000  .4278  .032 Uiso calc R 1 . . H
  C10  .3591(2)  .86414(18)  .48223(12)  .0205(3) Uani d . 1 . . C
  C11  .3233(2)  .80345(18)  .58662(12)  .0213(3) Uani d . 1 . . C
  H11A  .3956  .8380  .6277  .026 Uiso calc R 1 . . H
  H11B  .1900  .8401  .6082  .026 Uiso calc R 1 . . H
  C12  .2690(2)  .57503(18)  .54707(12)  .0208(3) Uani d . 1 . . C
  H12A  .2940  .6046  .4758  .025 Uiso calc R 1 . . H
  H12B  .3140  .4669  .5604  .025 Uiso calc R 1 . . H
  C13  .0666(2)  .61795(18)  .57363(12)  .0224(3) Uani d . 1 . . C
  C14  -.0937(3)  .6524(2)  .59811(14)  .0309(4) Uani d . 1 . . C
  H14  -.2229  .6801  .6178  .037 Uiso calc R 1 . . H
  C15  .2091(2)  .59566(18)  .78959(11)  .0196(3) Uani d . 1 . . C
  C16  .1103(2)  .49034(19)  .81408(13)  .0251(4) Uani d . 1 . . C
  H16  .1590  .3961  .7939  .030 Uiso calc R 1 . . H
  C17  -.0608(3)  .5242(2)  .86845(13)  .0290(4) Uani d . 1 . . C
  H17  -.1278  .4515  .8861  .035 Uiso calc R 1 . . H
  C18  -.1363(2)  .6615(2)  .89759(12)  .0250(4) Uani d . 1 . . C
  C19  -.0337(3)  .7649(2)  .87259(13)  .0284(4) Uani d . 1 . . C
  H19  -.0828  .8593  .8924  .034 Uiso calc R 1 . . H
  C20  .1387(3)  .7334(2)  .81937(13)  .0274(4) Uani d . 1 . . C
  H20  .2077  .8049  .8035  .033 Uiso calc R 1 . . H
  C21  -.3248(3)  .6975(2)  .95450(14)  .0357(5) Uani d . 1 . . C
  H21A  -.4212  .7098  .9106  .054 Uiso calc R 1 . . H
  H21B  -.3429  .7887  .9820  .054 Uiso calc R 1 . . H
  H21C  -.3327  .6175 1.0078  .054 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
  Cl  .0225(2)  .0338(2)  .0322(2)  -.00639(18)  .00871(17)  -.00078(18)
  S  .01355(19)  .0270(2)  .02171(19)  -.00347(15)  -.00091(14)  -.00279(15)
  O1  .0150(5)  .0210(6)  .0209(5)  -.0040(4)  .0013(4)  -.0020(4)
  O2  .0199(6)  .0484(8)  .0302(7)  -.0145(6)  -.0036(5)  -.0072(6)
  O3  .0222(6)  .0263(7)  .0319(7)  .0032(5)  -.0012(5)  -.0003(5)
  N  .0151(6)  .0209(7)  .0201(6)  -.0053(5)  .0012(5)  -.0046(5)
  C1  .0197(8)  .0291(9)  .0203(7)  -.0052(7)  -.0008(6)  -.0020(6)
  C2  .0176(8)  .0275(9)  .0268(8)  -.0037(7)  -.0012(7)  -.0016(7)
  C3  .0188(8)  .0208(8)  .0245(8)  -.0069(6)  .0047(6)  -.0037(6)
  C4  .0264(9)  .0249(9)  .0201(8)  -.0087(7)  .0003(7)  .0002(6)
  C5  .0194(8)  .0217(8)  .0245(8)  -.0053(6)  -.0024(6)  -.0007(6)
  C6  .0180(8)  .0160(7)  .0222(7)  -.0062(6)  .0008(6)  -.0031(6)
  C7  .0188(8)  .0184(8)  .0208(7)  -.0070(6)  .0000(6)  -.0030(6)
  C8  .0199(8)  .0249(9)  .0285(9)  -.0024(7)  -.0013(7)  .0021(7)
  C9  .0165(8)  .0261(9)  .0335(9)  -.0017(7)  .0016(7)  .0000(7)
  C10  .0149(7)  .0188(8)  .0272(8)  -.0044(6)  .0030(6)  -.0052(6)
  C11  .0178(8)  .0206(8)  .0250(8)  -.0048(6)  .0046(6)  -.0073(6)
  C12  .0194(8)  .0214(8)  .0225(8)  -.0056(6)  .0002(6)  -.0064(6)
  C13  .0223(8)  .0231(8)  .0232(8)  -.0073(7)  -.0042(6)  -.0030(6)
  C14  .0202(9)  .0390(11)  .0348(10)  -.0095(8)  -.0017(7)  -.0064(8)
  C15  .0160(8)  .0242(8)  .0181(7)  -.0045(6)  -.0012(6)  -.0031(6)
  C16  .0259(9)  .0197(8)  .0283(8)  -.0062(7)  .0041(7)  -.0042(6)
  C17  .0286(9)  .0290(10)  .0316(9)  -.0146(8)  .0067(7)  -.0057(7)
  C18  .0217(8)  .0339(10)  .0186(7)  -.0061(7)  .0007(6)  -.0054(7)
  C19  .0308(10)  .0261(9)  .0282(9)  -.0069(7)  .0059(7)  -.0108(7)
  C20  .0310(10)  .0278(9)  .0275(8)  -.0145(8)  .0054(7)  -.0099(7)
  C21  .0247(10)  .0516(13)  .0308(10)  -.0102(9)  .0073(8)  -.0132(9)
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
  Cl C3 . 1.7466(17) ?
  S O3 . 1.4321(13) ?
  S O2 . 1.4352(13) ?
  S N . 1.6553(14) ?
  S C15 . 1.7640(16) ?
  O1 C10 . 1.3726(19) ?
  O1 C7 . 1.3792(18) ?
  N C11 . 1.479(2) ?
  N C12 . 1.482(2) ?
  C1 C2 . 1.393(2) ?
  C1 C6 . 1.396(2) ?
  C1 H1 .  .9500 ?
  C2 C3 . 1.383(2) ?
  C2 H2 .  .9500 ?
  C3 C4 . 1.386(2) ?
  C4 C5 . 1.387(2) ?
  C4 H4 .  .9500 ?
  C5 C6 . 1.400(2) ?
  C5 H5 .  .9500 ?
  C6 C7 . 1.458(2) ?
  C7 C8 . 1.354(2) ?
  C8 C9 . 1.428(2) ?
  C8 H8 .  .9500 ?
  C9 C10 . 1.350(2) ?
  C9 H9 .  .9500 ?
  C10 C11 . 1.486(2) ?
  C11 H11A .  .9900 ?
  C11 H11B .  .9900 ?
  C12 C13 . 1.477(2) ?
  C12 H12A .  .9900 ?
  C12 H12B .  .9900 ?
  C13 C14 . 1.179(2) ?
  C14 H14 .  .9500 ?
  C15 C16 . 1.385(2) ?
  C15 C20 . 1.390(2) ?
  C16 C17 . 1.388(2) ?
  C16 H16 .  .9500 ?
  C17 C18 . 1.386(3) ?
  C17 H17 .  .9500 ?
  C18 C19 . 1.390(3) ?
  C18 C21 . 1.510(2) ?
  C19 C20 . 1.387(2) ?
  C19 H19 .  .9500 ?
  C20 H20 .  .9500 ?
  C21 H21A .  .9800 ?
  C21 H21B .  .9800 ?
  C21 H21C .  .9800 ?