data_2012776
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o347
_journal_page_last  o350
_publ_section_title
;
N,N'-Dithiodiphthalimide--1,4-dioxan (1/0.6): a C2/c solvate with
disordered solvent molecules localised in channels
;
loop_
_publ_author_name
  'Bowes, Katharine F.'
  'Ferguson, George'
  'Glidewell, Christopher'
  'Lough, Alan J.'
  'Low, John N.'
  'Zakaria, Choudhury M.'
_chemical_formula_moiety  '3C16 H8 N2 O4 S2 , 1.8C4 H8 O2'
_chemical_formula_sum  'C55.2 H38.4 N6 O15.6 S6'
_chemical_formula_weight  1227.68
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  20.7900(11)
_cell_length_b  16.0520(10)
_cell_length_c  16.7780(9)
_cell_angle_alpha  90
_cell_angle_beta  105.604(4)
_cell_angle_gamma  90
_cell_volume  5392.8(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.512
_diffrn_ambient_temperature  150(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 0.04972(7) 0.17861(8) 0.25419(7) 0.0398(3) Uani d . 1 . . S
  O1 0.04693(19) 0.1966(2) 0.07067(19) 0.0416(9) Uani d . 1 . . O
  O2 0.07682(19) -0.0098(2) 0.26757(18) 0.0424(9) Uani d . 1 . . O
  N1 0.0603(2) 0.1082(2) 0.1845(2) 0.0342(9) Uani d . 1 . . N
  C1 0.0752(3) 0.0495(3) 0.0654(3) 0.0351(11) Uani d . 1 . . C
  C2 0.0819(3) 0.0340(3) -0.0134(3) 0.0362(11) Uani d . 1 . . C
  C3 0.0955(3) -0.0476(3) -0.0310(3) 0.0393(12) Uani d . 1 . . C
  C4 0.1029(3) -0.1108(3) 0.0269(3) 0.0403(12) Uani d . 1 . . C
  C5 0.0972(3) -0.0948(3) 0.1065(3) 0.0378(12) Uani d . 1 . . C
  C6 0.0838(3) -0.0133(3) 0.1243(3) 0.0341(11) Uani d . 1 . . C
  C7 0.0591(2) 0.1281(3) 0.1010(3) 0.0313(10) Uani d . 1 . . C
  C8 0.0740(3) 0.0220(3) 0.2018(3) 0.0346(11) Uani d . 1 . . C
  S11 0.21862(7) 0.31965(7) 0.41390(7) 0.0364(3) Uani d . 1 . . S
  O11 0.24785(19) 0.50864(19) 0.41635(18) 0.0409(9) Uani d . 1 . . O
  O12 0.2173(2) 0.2897(2) 0.23296(18) 0.0439(9) Uani d . 1 . . O
  N11 0.2310(2) 0.3850(2) 0.3408(2) 0.0322(9) Uani d . 1 . . N
  C11 0.2522(2) 0.5022(3) 0.2725(2) 0.0310(10) Uani d . 1 . . C
  C12 0.2653(3) 0.5822(3) 0.2503(3) 0.0354(11) Uani d . 1 . . C
  C13 0.2698(3) 0.5932(3) 0.1689(3) 0.0371(11) Uani d . 1 . . C
  C14 0.2629(3) 0.5263(3) 0.1147(3) 0.0363(11) Uani d . 1 . . C
  C15 0.2496(3) 0.4471(3) 0.1382(3) 0.0370(12) Uani d . 1 . . C
  C16 0.2445(2) 0.4358(3) 0.2180(2) 0.0310(10) Uani d . 1 . . C
  C17 0.2444(2) 0.4715(3) 0.3529(3) 0.0315(10) Uani d . 1 . . C
  C18 0.2296(3) 0.3586(3) 0.2590(3) 0.0349(11) Uani d . 1 . . C
  S21 0.11888(7) 0.32369(8) 0.40292(7) 0.0398(3) Uani d . 1 . . S
  O21 0.09246(19) 0.5144(2) 0.39105(19) 0.0444(9) Uani d . 1 . . O
  O22 0.1237(2) 0.30560(19) 0.5846(2) 0.0454(9) Uani d . 1 . . O
  N21 0.1092(2) 0.3945(2) 0.4726(2) 0.0358(10) Uani d . 1 . . N
  C21 0.0861(2) 0.5158(3) 0.5349(3) 0.0320(10) Uani d . 1 . . C
  C22 0.0721(3) 0.5959(3) 0.5531(3) 0.0362(11) Uani d . 1 . . C
  C23 0.0645(3) 0.6103(3) 0.6323(3) 0.0398(12) Uani d . 1 . . C
  C24 0.0724(3) 0.5465(3) 0.6896(3) 0.0423(12) Uani d . 1 . . C
  C25 0.0869(3) 0.4657(3) 0.6711(3) 0.0378(12) Uani d . 1 . . C
  C26 0.0939(3) 0.4518(3) 0.5921(3) 0.0334(11) Uani d . 1 . . C
  C27 0.0952(3) 0.4813(3) 0.4561(3) 0.0352(11) Uani d . 1 . . C
  C28 0.1107(3) 0.3730(3) 0.5557(3) 0.0359(11) Uani d . 1 . . C
  O31 0.0625(6) 0.7728(7) 0.2346(6) 0.049(3) Uani d PD 0.431(7) A -1 O
  C32 0.0002(7) 0.7709(12) 0.1713(10) 0.062(6) Uani d PD 0.431(7) A -1 C
  C33 -0.0439(7) 0.7050(7) 0.1914(7) 0.049(3) Uani d PD 0.431(7) A -1 C
  O34 -0.0589(5) 0.7244(7) 0.2670(6) 0.049(3) Uani d PD 0.431(7) A -1 O
  C35 0.0029(7) 0.7296(10) 0.3301(9) 0.046(4) Uani d PD 0.431(7) A -1 C
  C36 0.0476(7) 0.7940(7) 0.3099(7) 0.049(3) Uani d PD 0.431(7) A -1 C
  O41 0.1864(3) 0.7126(4) 0.4901(4) 0.039(2) Uani d PD 0.509(10) . 3 O
  C42 0.2168(17) 0.7070(13) 0.4236(16) 0.037(3) Uani d PD 0.509(10) . 3 C
  C43 0.2904(18) 0.7140(11) 0.4623(9) 0.037(2) Uani d PD 0.509(10) . 3 C
  O51 0.1905(4) 0.7903(5) 0.4548(4) 0.040(3) Uani d PD 0.429(10) . 4 O
  C52 0.219(2) 0.7186(14) 0.428(2) 0.037(3) Uani d PD 0.429(10) . 4 C
  C53 0.294(2) 0.7078(15) 0.4569(8) 0.037(2) Uani d PD 0.429(10) . 4 C
  H2 0.0773 0.0771 -0.0534 0.043 Uiso calc R 1 . . H
  H3 0.0999 -0.0605 -0.0845 0.047 Uiso calc R 1 . . H
  H4 0.1120 -0.1658 0.0122 0.048 Uiso calc R 1 . . H
  H5 0.1022 -0.1378 0.1466 0.045 Uiso calc R 1 . . H
  H12 0.2710 0.6273 0.2882 0.042 Uiso calc R 1 . . H
  H13 0.2778 0.6473 0.1506 0.045 Uiso calc R 1 . . H
  H14 0.2673 0.5352 0.0605 0.044 Uiso calc R 1 . . H
  H15 0.2442 0.4016 0.1006 0.044 Uiso calc R 1 . . H
  H22 0.0677 0.6396 0.5138 0.043 Uiso calc R 1 . . H
  H23 0.0538 0.6647 0.6470 0.048 Uiso calc R 1 . . H
  H24 0.0678 0.5585 0.7432 0.051 Uiso calc R 1 . . H
  H25 0.0918 0.4220 0.7104 0.045 Uiso calc R 1 . . H
  H32A 0.0085 0.7589 0.1171 0.074 Uiso calc PR 0.431(7) A -1 H
  H32B -0.0220 0.8258 0.1678 0.074 Uiso calc PR 0.431(7) A -1 H
  H33A -0.0858 0.7014 0.1463 0.059 Uiso calc PR 0.431(7) A -1 H
  H33B -0.0211 0.6504 0.1961 0.059 Uiso calc PR 0.431(7) A -1 H
  H35A 0.0255 0.6748 0.3362 0.055 Uiso calc PR 0.431(7) A -1 H
  H35B -0.0062 0.7435 0.3835 0.055 Uiso calc PR 0.431(7) A -1 H
  H36A 0.0255 0.8491 0.3044 0.059 Uiso calc PR 0.431(7) A -1 H
  H36B 0.0895 0.7975 0.3551 0.059 Uiso calc PR 0.431(7) A -1 H
  H42A 0.2011 0.7527 0.3834 0.044 Uiso calc PR 0.509(10) . 3 H
  H42B 0.2059 0.6531 0.3944 0.044 Uiso calc PR 0.509(10) . 3 H
  H43A 0.3047 0.6651 0.4987 0.044 Uiso calc PR 0.509(10) . 3 H
  H43B 0.3133 0.7106 0.4177 0.044 Uiso calc PR 0.509(10) . 3 H
  H52A 0.2064 0.7187 0.3669 0.044 Uiso calc PR 0.429(10) . 4 H
  H52B 0.1987 0.6689 0.4459 0.044 Uiso calc PR 0.429(10) . 4 H
  H53A 0.3072 0.6541 0.4374 0.044 Uiso calc PR 0.429(10) . 4 H
  H53B 0.3166 0.7536 0.4360 0.044 Uiso calc PR 0.429(10) . 4 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 0.0559(9) 0.0325(6) 0.0364(6) -0.0069(6) 0.0214(6) -0.0070(5)
  O1 0.051(2) 0.0343(19) 0.0421(17) 0.0001(16) 0.0176(17) 0.0016(14)
  O2 0.054(3) 0.0416(19) 0.0330(17) -0.0046(18) 0.0137(17) 0.0016(14)
  N1 0.042(3) 0.034(2) 0.0288(18) -0.0017(19) 0.0138(18) -0.0057(15)
  C1 0.038(3) 0.037(2) 0.032(2) -0.002(2) 0.013(2) -0.0026(19)
  C2 0.034(3) 0.045(3) 0.028(2) -0.005(2) 0.005(2) -0.0023(19)
  C3 0.036(3) 0.045(3) 0.037(2) 0.001(2) 0.010(2) -0.006(2)
  C4 0.040(3) 0.039(3) 0.042(2) 0.006(2) 0.011(2) -0.008(2)
  C5 0.041(3) 0.036(3) 0.038(2) 0.002(2) 0.014(2) -0.005(2)
  C6 0.032(3) 0.039(2) 0.031(2) -0.001(2) 0.008(2) -0.0033(19)
  C7 0.034(3) 0.030(2) 0.031(2) -0.007(2) 0.010(2) -0.0026(18)
  C8 0.035(3) 0.037(3) 0.032(2) -0.004(2) 0.009(2) -0.0036(19)
  S11 0.0532(9) 0.0280(6) 0.0331(6) 0.0053(6) 0.0200(6) 0.0049(5)
  O11 0.062(3) 0.0334(17) 0.0305(16) -0.0003(17) 0.0175(17) -0.0027(13)
  O12 0.069(3) 0.0312(17) 0.0359(17) -0.0003(18) 0.0206(18) -0.0034(14)
  N11 0.050(3) 0.0236(18) 0.0280(17) -0.0001(18) 0.0190(18) 0.0012(14)
  C11 0.036(3) 0.032(2) 0.026(2) 0.002(2) 0.010(2) 0.0036(17)
  C12 0.039(3) 0.036(2) 0.031(2) 0.004(2) 0.009(2) 0.0016(19)
  C13 0.039(3) 0.038(3) 0.036(2) -0.001(2) 0.013(2) 0.007(2)
  C14 0.042(3) 0.041(3) 0.029(2) -0.001(2) 0.015(2) 0.0029(19)
  C15 0.050(3) 0.036(3) 0.029(2) 0.002(2) 0.016(2) 0.0015(18)
  C16 0.038(3) 0.027(2) 0.029(2) 0.003(2) 0.011(2) 0.0030(17)
  C17 0.037(3) 0.027(2) 0.032(2) 0.000(2) 0.013(2) 0.0002(17)
  C18 0.043(3) 0.036(3) 0.029(2) -0.001(2) 0.015(2) -0.0001(19)
  S21 0.0548(9) 0.0329(6) 0.0362(6) -0.0089(6) 0.0201(6) -0.0079(5)
  O21 0.060(3) 0.0401(19) 0.0342(17) 0.0022(18) 0.0154(17) 0.0036(14)
  O22 0.071(3) 0.0279(18) 0.0434(18) 0.0004(17) 0.0256(18) 0.0008(14)
  N21 0.047(3) 0.035(2) 0.0299(18) -0.0012(19) 0.0174(19) -0.0028(15)
  C21 0.033(3) 0.031(2) 0.033(2) 0.000(2) 0.010(2) -0.0011(18)
  C22 0.034(3) 0.034(2) 0.039(2) 0.001(2) 0.007(2) -0.0001(19)
  C23 0.038(3) 0.035(3) 0.048(3) 0.000(2) 0.014(2) -0.013(2)
  C24 0.043(3) 0.044(3) 0.044(3) -0.004(2) 0.019(2) -0.013(2)
  C25 0.041(3) 0.043(3) 0.035(2) 0.001(2) 0.019(2) 0.003(2)
  C26 0.036(3) 0.035(2) 0.030(2) -0.005(2) 0.011(2) -0.0028(18)
  C27 0.037(3) 0.033(2) 0.037(2) -0.001(2) 0.013(2) 0.001(2)
  C28 0.040(3) 0.036(3) 0.035(2) -0.004(2) 0.015(2) -0.005(2)
  O31 0.045(6) 0.061(7) 0.046(5) -0.014(6) 0.021(5) -0.009(5)
  C32 0.079(14) 0.062(12) 0.048(9) 0.003(11) 0.025(9) 0.029(10)
  C33 0.052(9) 0.042(7) 0.048(7) -0.009(6) 0.007(7) -0.009(5)
  O34 0.041(6) 0.056(7) 0.054(6) 0.000(6) 0.019(5) 0.009(5)
  C35 0.059(11) 0.043(10) 0.040(7) -0.006(8) 0.024(7) -0.001(8)
  C36 0.055(9) 0.046(7) 0.052(7) -0.007(6) 0.023(7) -0.016(6)
  O41 0.044(5) 0.035(4) 0.042(4) -0.004(3) 0.019(3) -0.004(3)
  C42 0.048(4) 0.027(5) 0.037(4) -0.006(5) 0.015(3) -0.008(4)
  C43 0.045(4) 0.033(3) 0.039(3) 0.007(3) 0.022(3) -0.004(2)
  O51 0.050(6) 0.038(4) 0.034(4) 0.012(4) 0.013(4) 0.001(3)
  C52 0.048(4) 0.027(5) 0.037(4) -0.006(5) 0.015(3) -0.008(4)
  C53 0.045(4) 0.033(3) 0.039(3) 0.007(3) 0.022(3) -0.004(2)
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 N1 . 1.683(4) y
  S11 N11 . 1.685(3) y
  S21 N21 . 1.681(4) y
  S1 S1 2 2.034(3) y
  S11 S21 . 2.033(2) y
  O11 C17 . 1.205(5) no
  O12 C18 . 1.192(5) no
  N11 C17 . 1.419(5) no
  N11 C18 . 1.429(5) no
  C11 C16 . 1.384(6) no
  C11 C12 . 1.384(6) no
  C11 C17 . 1.486(5) no
  C12 C13 . 1.405(6) no
  C12 H12 . 0.95 no
  C13 C14 . 1.391(6) no
  C13 H13 . 0.95 no
  C14 C15 . 1.380(6) no
  C14 H14 . 0.95 no
  C15 C16 . 1.385(6) no
  C15 H15 . 0.95 no
  C16 C18 . 1.490(6) no
  O21 C27 . 1.201(5) no
  O22 C28 . 1.187(5) no
  N21 C28 . 1.429(5) no
  N21 C27 . 1.435(6) no
  C21 C22 . 1.371(6) no
  C21 C26 . 1.386(6) no
  C21 C27 . 1.491(6) no
  C22 C23 . 1.399(6) no
  C22 H22 . 0.95 no
  C23 C24 . 1.384(7) no
  C23 H23 . 0.95 no
  C24 C25 . 1.385(7) no
  C24 H24 . 0.95 no
  C25 C26 . 1.389(6) no
  C25 H25 . 0.95 no
  C26 C28 . 1.487(6) no
  O1 C7 . 1.209(5) no
  O2 C8 . 1.203(5) no
  N1 C8 . 1.427(6) no
  N1 C7 . 1.430(5) no
  C1 C6 . 1.389(6) no
  C1 C2 . 1.389(6) no
  C1 C7 . 1.472(6) no
  C2 C3 . 1.389(7) no
  C2 H2 . 0.95 no
  C3 C4 . 1.383(7) no
  C3 H3 . 0.95 no
  C4 C5 . 1.396(6) no
  C4 H4 . 0.95 no
  C5 C6 . 1.387(7) no
  C5 H5 . 0.95 no
  C6 C8 . 1.482(6) no
  O31 C36 . 1.421(8) no
  O31 C32 . 1.436(9) no
  C32 C33 . 1.495(9) no
  C32 H32A . 0.99 no
  C32 H32B . 0.99 no
  C33 O34 . 1.420(9) no
  C33 H33A . 0.99 no
  C33 H33B . 0.99 no
  O34 C35 . 1.430(9) no
  C35 C36 . 1.491(9) no
  C35 H35A . 0.99 no
  C35 H35B . 0.99 no
  C36 H36A . 0.99 no
  C36 H36B . 0.99 no
  O41 C42 . 1.425(10) no
  O41 C43 7_566 1.431(10) no
  C42 C43 . 1.498(9) no
  C42 H42A . 0.99 no
  C42 H42B . 0.99 no
  C43 O41 7_566 1.431(10) no
  C43 H43A . 0.99 no
  C43 H43B . 0.99 no
  O51 C52 . 1.425(10) no
  O51 C53 7_566 1.430(10) no
  C52 C53 . 1.498(9) no
  C52 H52A . 0.99 no
  C52 H52B . 0.99 no
  C53 O51 7_566 1.430(10) no
  C53 H53A . 0.99 no
  C53 H53B . 0.99 no