#------------------------------------------------------------------------------
#$Date: 2009-04-21 15:31:11 +0100 (Tue, 21 Apr 2009) $
#$Revision: 665 $
#$URL: svn://www.crystallography.net/cod/cif/2/2000201.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2000201
loop_
_publ_author_name
'McKenna, R.'
'Neidle, S.'
'Wilson, W. D.'
_publ_section_title
;
 Structures of 1-(3,3-dimethylamino)propyl
 naphtho[2,1-<i>b</i>]thiophene-4-carboxylate and
 <i>N</i>-(3,3-dimethylamino)propyl-8-methoxynaphtho[2,1-<i>b</i>]thiophene-4-carboxamide,
 intercalators into double-helical DNA
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2511
_journal_page_last               2513
_journal_volume                  47
_journal_year                    1991
_chemical_formula_sum            'C18 H19 N1 O2 S1'
_chemical_formula_weight         313.42
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 102.17(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.503(3)
_cell_length_b                   15.932(2)
_cell_length_c                   9.133(2)
_cell_volume                     1636.61
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54178
_exptl_absorpt_coefficient_mu    1.762
_exptl_crystal_density_diffrn    1.27
_exptl_crystal_F_000             664
_[local]_cod_data_source_file    li0075.cif
_[local]_cod_data_source_block   li0075a
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S1 .45422(5) .21350(4) .76746(8)
C2 .4070(3) .3115(2) .8061(3)
C3 .4683(2) .3741(2) .7594(3)
C4 .5589(2) .3435(2) .6864(3)
C5 .6399(2) .3914(2) .6205(3)
C6 .6394(3) .4801(2) .6163(4)
C7 .7174(3) .5222(2) .5507(4)
C8 .7992(3) .4797(2) .4873(4)
C9 .8032(3) .3936(2) .4883(4)
C10 .7228(2) .3469(2) .5540(3)
C11 .7227(2) .2581(2) .5555(3)
C12 .6449(2) .2125(2) .6177(3)
C13 .5617(2) .2563(2) .6833(3)
C14 .6420(2) .1191(2) .6142(3)
O15 .5695(2) .07760(10) .6585(2)
O16 .7296(2) .08700(10) .5564(2)
C17 .7323(2) -.0042(2) .5433(3)
C18 .8399(2) -.0230(2) .4803(3)
C19 .8638(2) -.1160(2) .4513(3)
N20 .8680(2) -.16810(10) .5838(3)
C21 .8579(3) -.2568(2) .5421(4)
C22 .9811(3) -.1532(3) .6849(4)
H2A .337(2) .314(2) .857(3)
H3A .455(2) .430(2) .774(3)
H6A .583(2) .508(2) .654(3)
H7A .710(3) .585(2) .553(4)
H8A .852(2) .504(2) .446(3)
H9A .855(2) .363(2) .438(3)
H11A .775(2) .229(2) .512(3)
H17A .656(2) -.020(2) .478(3)
H17B .739(2) -.023(2) .644(3)
H18A .911(2) -.0040(10) .550(2)
H18B .833(3) .010(2) .381(4)
H19A .927(2) -.124(2) .402(3)
H19B .783(2) -.133(2) .385(3)
H21A .777(3) -.266(2) .481(5)
H21B .923(3) -.270(2) .488(5)
H21C .869(4) -.285(2) .631(5)
H22A 1.048(3) -.162(2) .629(4)
H22B .990(3) -.185(2) .776(4)
H22C .981(3) -.089(2) .717(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C2 1.714(3)
S1 C13 1.728(3)
C2 C3 1.342(4)
C3 C4 1.437(4)
C4 C5 1.431(4)
C4 C13 1.389(3)
C5 C6 1.413(4)
C5 C10 1.424(4)
C6 C7 1.356(5)
C7 C8 1.382(5)
C8 C9 1.372(4)
C9 C10 1.415(4)
C10 C11 1.415(4)
C11 C12 1.365(4)
C12 C13 1.416(4)
C12 C14 1.489(3)
C14 O15 1.199(3)
C14 O16 1.334(3)
O16 C17 1.457(3)
C17 C18 1.500(4)
C18 C19 1.520(4)
C19 N20 1.448(4)
N20 C21 1.461(4)
N20 C22 1.448(4)