#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202179.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_2202179
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o328
_journal_page_last  o329
_publ_section_title
;
Bis-N,N'-(3-hydroxyphenyl)-1,4,5,8-naphthalenetetracarboxylic
diimide di-dimethylsulfoxide solvate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Fallon, Gary D.'
  'Lee, Marcia A-P.'
  'Langford, Steven J.'
_chemical_formula_moiety  'C26 H14 N2 O6, 2C2 H6 O S'
_chemical_formula_sum  'C30 H26 N2 O8 S2'
_chemical_formula_weight  606.65
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  14.1659(2)
_cell_length_b  7.95010(10)
_cell_length_c  12.3307(2)
_cell_angle_alpha  90
_cell_angle_beta  100.8500(10)
_cell_angle_gamma  90
_cell_volume  1363.86(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  123(2)
_exptl_crystal_density_diffrn  1.477
_diffrn_ambient_temperature  123(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
  C1 0.67225(11) 0.41014(18) 0.56052(13) 0.0170(3) Uani d . 1 . . C
  H1 0.7386 0.3854 0.5662 0.020 Uiso calc R 1 . . H
  C2 0.62059(11) 0.47256(18) 0.46345(13) 0.0144(3) Uani d . 1 . . C
  C3 0.52265(10) 0.51410(17) 0.45456(12) 0.0129(3) Uani d . 1 . . C
  C4 0.46894(11) 0.58290(18) 0.35624(12) 0.0142(3) Uani d . 1 . . C
  C5 0.37254(11) 0.61746(19) 0.34825(13) 0.0168(3) Uani d . 1 . . C
  H5 0.3363 0.6599 0.2812 0.020 Uiso calc R 1 . . H
  C6 0.66720(11) 0.49043(19) 0.36587(12) 0.0156(3) Uani d . 1 . . C
  C7 0.51696(11) 0.62054(18) 0.26212(13) 0.0153(3) Uani d . 1 . . C
  C8 0.66108(11) 0.60128(19) 0.17955(13) 0.0156(3) Uani d . 1 . . C
  C9 0.74015(11) 0.70758(18) 0.19485(13) 0.0163(3) Uani d . 1 . . C
  H9 0.7598 0.7647 0.2630 0.020 Uiso calc R 1 . . H
  C10 0.79029(11) 0.72945(19) 0.10910(13) 0.0183(3) Uani d . 1 . . C
  C11 0.76008(12) 0.6482(2) 0.00910(13) 0.0208(4) Uani d . 1 . . C
  H11 0.7945 0.6627 -0.0493 0.025 Uiso calc R 1 . . H
  C12 0.67956(12) 0.5458(2) -0.00548(14) 0.0218(4) Uani d . 1 . . C
  H12 0.6585 0.4917 -0.0745 0.026 Uiso calc R 1 . . H
  C13 0.62911(11) 0.52130(19) 0.07994(13) 0.0190(3) Uani d . 1 . . C
  H13 0.5739 0.4511 0.0699 0.023 Uiso calc R 1 . . H
  C14 1.04150(16) 0.7148(3) 0.46244(18) 0.0400(5) Uani d . 1 . . C
  H14A 0.9955 0.7136 0.5127 0.060 Uiso calc R 1 . . H
  H14B 1.1069 0.7026 0.5050 0.060 Uiso calc R 1 . . H
  H14C 1.0274 0.6215 0.4099 0.060 Uiso calc R 1 . . H
  C15 1.10562(12) 0.8565(2) 0.29133(14) 0.0254(4) Uani d . 1 . . C
  H15A 1.0827 0.7516 0.2536 0.038 Uiso calc R 1 . . H
  H15B 1.1723 0.8422 0.3297 0.038 Uiso calc R 1 . . H
  H15C 1.1023 0.9473 0.2370 0.038 Uiso calc R 1 . . H
  N1 0.61350(9) 0.57187(15) 0.27276(10) 0.0152(3) Uani d . 1 . . N
  O1 0.74746(8) 0.43824(15) 0.36473(9) 0.0242(3) Uani d . 1 . . O
  O2 0.47564(8) 0.69060(14) 0.17886(9) 0.0212(3) Uani d . 1 . . O
  O3 0.86970(8) 0.82908(16) 0.12004(10) 0.0261(3) Uani d . 1 . . O
  H3 0.8873 0.8562 0.1866 0.039 Uiso calc R 1 . . H
  O4 0.93028(9) 0.91972(18) 0.32553(10) 0.0336(3) Uani d . 1 . . O
  S1 1.03178(3) 0.90837(5) 0.38922(3) 0.02034(13) Uani d . 1 . . S
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
  C1 0.0118(7) 0.0201(8) 0.0197(8) 0.0013(6) 0.0045(6) 0.0020(6)
  C2 0.0137(8) 0.0126(7) 0.0176(8) -0.0007(6) 0.0050(6) -0.0006(6)
  C3 0.0120(7) 0.0115(7) 0.0155(8) -0.0013(5) 0.0031(6) -0.0008(6)
  C4 0.0146(8) 0.0127(7) 0.0159(8) -0.0003(6) 0.0039(6) -0.0001(6)
  C5 0.0159(8) 0.0177(8) 0.0165(8) 0.0017(6) 0.0020(6) 0.0036(6)
  C6 0.0150(8) 0.0171(8) 0.0152(8) 0.0004(6) 0.0040(6) 0.0019(6)
  C7 0.0152(8) 0.0143(7) 0.0168(8) -0.0008(6) 0.0040(6) -0.0004(6)
  C8 0.0142(8) 0.0185(8) 0.0150(8) 0.0032(6) 0.0055(6) 0.0032(6)
  C9 0.0170(8) 0.0175(7) 0.0149(8) 0.0001(6) 0.0045(6) 0.0003(6)
  C10 0.0158(8) 0.0209(8) 0.0186(8) 0.0006(6) 0.0047(7) 0.0043(6)
  C11 0.0224(9) 0.0277(9) 0.0140(8) 0.0049(7) 0.0075(7) 0.0034(7)
  C12 0.0226(9) 0.0268(9) 0.0152(8) 0.0030(7) 0.0020(7) -0.0021(7)
  C13 0.0177(8) 0.0192(8) 0.0194(8) -0.0005(6) 0.0017(7) 0.0002(6)
  C14 0.0456(13) 0.0399(12) 0.0429(12) 0.0136(9) 0.0297(10) 0.0156(9)
  C15 0.0219(9) 0.0355(10) 0.0214(9) -0.0033(7) 0.0106(7) -0.0025(7)
  N1 0.0131(6) 0.0186(7) 0.0152(7) 0.0008(5) 0.0056(5) 0.0028(5)
  O1 0.0165(6) 0.0366(7) 0.0214(6) 0.0091(5) 0.0084(5) 0.0079(5)
  O2 0.0182(6) 0.0269(6) 0.0192(6) 0.0039(5) 0.0054(5) 0.0084(5)
  O3 0.0232(6) 0.0360(7) 0.0210(6) -0.0109(5) 0.0090(5) 0.0001(5)
  O4 0.0179(7) 0.0578(9) 0.0243(7) 0.0020(6) 0.0021(5) -0.0034(6)
  S1 0.0173(2) 0.0254(2) 0.0190(2) -0.00052(16) 0.00539(17) -0.00250(16)
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
  C1 C2 . 1.373(2) ?
  C1 C5 3_666 1.409(2) ?
  C1 H1 . 0.9500 ?
  C2 C3 . 1.410(2) ?
  C2 C6 . 1.484(2) ?
  C3 C3 3_666 1.410(3) ?
  C3 C4 . 1.414(2) ?
  C4 C5 . 1.378(2) ?
  C4 C7 . 1.482(2) ?
  C5 C1 3_666 1.409(2) ?
  C5 H5 . 0.9500 ?
  C6 O1 . 1.2128(18) ?
  C6 N1 . 1.4097(19) ?
  C7 O2 . 1.2168(18) ?
  C7 N1 . 1.403(2) ?
  C8 C13 . 1.382(2) ?
  C8 C9 . 1.387(2) ?
  C8 N1 . 1.4567(19) ?
  C9 C10 . 1.391(2) ?
  C9 H9 . 0.9500 ?
  C10 O3 . 1.3616(19) ?
  C10 C11 . 1.386(2) ?
  C11 C12 . 1.385(2) ?
  C11 H11 . 0.9500 ?
  C12 C13 . 1.393(2) ?
  C12 H12 . 0.9500 ?
  C13 H13 . 0.9500 ?
  C14 S1 . 1.7761(19) ?
  C14 H14A . 0.9800 ?
  C14 H14B . 0.9800 ?
  C14 H14C . 0.9800 ?
  C15 S1 . 1.7879(16) ?
  C15 H15A . 0.9800 ?
  C15 H15B . 0.9800 ?
  C15 H15C . 0.9800 ?
  O3 H3 . 0.8400 ?
  O4 S1 . 1.5058(13) ?
_cod_database_code 2202179