#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202104.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_2202104
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o145
_journal_page_last  o147
_publ_section_title
;
Unsymmetrical tetrathiafulvalene with a fused 1,2,5-thiadiazole ring
and an ethylenedioxy group
;
loop_
_publ_author_name
  'Tomura, Masaaki'
  'Yamashita, Yoshiro'
_chemical_name_common
;
4,5-ethylenedioxy[1,2,5]thiadiazolotetrathiafulvalene
;
_chemical_formula_moiety  'C8 H4 N2 O2 S5'
_chemical_formula_sum  'C8 H4 N2 O2 S5'
_chemical_formula_weight  320.43
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
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  21.7363(10)
_cell_length_b  12.9552(6)
_cell_length_c  3.9938(5)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1124.65(16)
_cell_formula_units_Z  4
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.892
_diffrn_ambient_temperature  296(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
  S1 0.30528(12) 0.8612(2) 0.1225(12) 0.0400(10) Uani d . 1 . . S
  S2 0.37929(13) 1.0282(2) -0.2161(11) 0.0361(8) Uani d . 1 . . S
  S3 0.42294(13) 0.7100(2) 0.0777(11) 0.0372(8) Uani d . 1 . . S
  S4 0.49339(12) 0.8760(2) -0.2692(10) 0.0339(9) Uani d . 1 . . S
  S5 0.21400(13) 1.1375(2) 0.1239(13) 0.0450(10) Uani d . 1 . . S
  O1 0.5248(4) 0.5955(6) 0.089(4) 0.052(3) Uani d . 1 . . O
  O2 0.5931(3) 0.7572(6) -0.240(3) 0.047(3) Uani d . 1 . . O
  N1 0.2193(4) 1.0138(7) 0.221(3) 0.034(3) Uani d . 1 . . N
  N2 0.2819(4) 1.1522(6) -0.061(3) 0.034(3) Uani d . 1 . . N
  C1 0.3768(5) 0.9011(8) -0.062(4) 0.030(3) Uani d . 1 . . C
  C2 0.2736(5) 0.9833(8) 0.112(4) 0.032(3) Uani d . 1 . . C
  C3 0.3085(5) 1.0641(8) -0.049(4) 0.032(3) Uani d . 1 . . C
  C4 0.4241(5) 0.8373(8) -0.079(4) 0.032(3) Uani d . 1 . . C
  C5 0.5012(5) 0.6895(8) 0.000(3) 0.027(3) Uani d . 1 . . C
  C6 0.5327(5) 0.7637(8) -0.150(4) 0.033(3) Uani d . 1 . . C
  C7 0.5815(6) 0.5801(12) -0.105(6) 0.069(6) Uani d . 1 . . C
  H7A 0.6031 0.5199 -0.0211 0.083 Uiso calc R 1 . . H
  H7B 0.5712 0.5679 -0.3376 0.083 Uiso calc R 1 . . H
  C8 0.6197(5) 0.6668(9) -0.080(4) 0.039(4) Uani d . 1 . . C
  H8A 0.6590 0.6514 -0.1845 0.047 Uiso calc R 1 . . H
  H8B 0.6273 0.6818 0.1540 0.047 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
  S1 0.0326(15) 0.0237(13) 0.064(3) -0.0023(11) 0.010(2) 0.0012(19)
  S2 0.0299(14) 0.0264(14) 0.052(2) 0.0008(12) 0.0046(18) 0.0042(19)
  S3 0.0343(15) 0.0261(13) 0.051(2) -0.0009(12) 0.007(2) 0.0079(19)
  S4 0.0296(14) 0.0257(14) 0.047(2) 0.0016(11) 0.0014(17) 0.0053(16)
  S5 0.0346(15) 0.0323(14) 0.068(3) 0.0073(13) 0.002(2) -0.004(2)
  O1 0.047(5) 0.034(4) 0.074(8) 0.008(4) -0.021(7) 0.013(6)
  O2 0.028(4) 0.041(5) 0.071(8) 0.013(4) -0.001(6) 0.022(6)
  N1 0.026(4) 0.029(5) 0.046(8) 0.000(4) 0.002(6) -0.003(6)
  N2 0.021(5) 0.019(4) 0.063(9) 0.007(4) -0.001(6) 0.002(5)
  C1 0.033(6) 0.019(5) 0.037(8) -0.005(5) 0.015(7) -0.001(6)
  C2 0.035(6) 0.030(6) 0.031(8) -0.005(5) -0.006(8) -0.011(7)
  C3 0.024(6) 0.021(6) 0.051(10) 0.002(4) 0.003(7) 0.010(6)
  C4 0.025(6) 0.027(6) 0.043(9) -0.007(5) 0.006(7) 0.003(7)
  C5 0.023(5) 0.024(5) 0.035(9) 0.009(4) -0.001(6) 0.002(6)
  C6 0.031(6) 0.024(6) 0.045(10) 0.006(5) 0.007(7) 0.004(7)
  C7 0.055(9) 0.082(12) 0.071(14) 0.053(9) -0.008(10) -0.007(12)
  C8 0.030(6) 0.044(7) 0.045(10) 0.019(6) 0.002(8) -0.003(8)
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 . 1.726(11) yes
  S1 C1 . 1.796(12) yes
  S2 C3 . 1.740(12) yes
  S2 C1 . 1.758(12) yes
  S3 C5 . 1.751(11) yes
  S3 C4 . 1.765(12) yes
  S4 C6 . 1.754(11) yes
  S4 C4 . 1.759(12) yes
  S5 N1 . 1.653(9) yes
  S5 N2 . 1.662(10) yes
  O1 C5 . 1.369(12) yes
  O1 C7 . 1.468(19) yes
  O2 C6 . 1.363(12) yes
  O2 C8 . 1.453(14) yes
  N1 C2 . 1.317(14) yes
  N2 C3 . 1.281(12) yes
  C1 C4 . 1.322(14) yes
  C2 C3 . 1.444(16) yes
  C5 C6 . 1.323(16) yes
  C7 C8 . 1.400(18) yes
  C7 H7A . 0.9700 no
  C7 H7B . 0.9700 no
  C8 H8A . 0.9700 no
  C8 H8B . 0.9700 no