data_2200104
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o242
_journal_page_last  o244
_publ_section_title
;
1,6,7,12,13,18-Hexaazatrinaphthylene tetrachloroform solvate
;
loop_
_publ_author_name
  'Alfonso, Montserrat'
  'Stoeckli-Evans, Helen'
_chemical_formula_moiety  'C24 H12 N6, 4C H2 Cl2'
_chemical_formula_sum  'C28 H16 Cl12 N6'
_chemical_formula_iupac  'C24 H12 N6, 4C H2 Cl2'
_chemical_formula_weight  861.87
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  15.1170(13)
_cell_length_b  11.6285(6)
_cell_length_c  19.9737(16)
_cell_angle_alpha  90.00
_cell_angle_beta  101.624(10)
_cell_angle_gamma  90.00
_cell_volume  3439.1(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  223(2)
_exptl_crystal_density_diffrn  1.665
_diffrn_ambient_temperature  223(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
  N1  .3994(2)  .3252(4)  .45947(17)  .0282(11) Uani d . 1 . . N
  N2  .4092(2)  .5338(4)  .38857(17)  .0276(10) Uani d . 1 . . N
  N3  .4669(2)  .5341(4)  .26793(17)  .0279(10) Uani d . 1 . . N
  N4  .5205(2)  .3247(4)  .21489(18)  .0280(11) Uani d . 1 . . N
  N5  .5068(3)  .1231(4)  .28136(18)  .0265(11) Uani d . 1 . . N
  N6  .4454(3)  .1240(4)  .40601(19)  .0300(11) Uani d . 1 . . N
  C1  .4275(3)  .3290(4)  .4004(2)  .0230(12) Uani d . 1 . . C
  C2  .4321(3)  .4345(5)  .3652(2)  .0238(13) Uani d . 1 . . C
  C3  .4644(3)  .4347(5)  .2994(2)  .0259(13) Uani d . 1 . . C
  C4  .4907(3)  .3289(5)  .2729(2)  .0247(13) Uani d . 1 . . C
  C5  .4842(3)  .2196(5)  .3091(2)  .0264(13) Uani d . 1 . . C
  C6  .4530(3)  .2202(5)  .3718(2)  .0233(12) Uani d . 1 . . C
  C7  .3770(3)  .4266(5)  .4850(2)  .0283(13) Uani d . 1 . . C
  C8  .3483(3)  .4279(5)  .5487(2)  .0369(15) Uani d . 1 . . C
  H8  .3452  .3591  .5728  .044 Uiso calc R 1 . . H
  C9  .3256(3)  .5290(6)  .5741(2)  .0432(16) Uani d . 1 . . C
  H9  .3070  .5300  .6162  .052 Uiso calc R 1 . . H
  C10  .3295(3)  .6330(5)  .5384(2)  .0399(15) Uani d . 1 . . C
  H10  .3134  .7023  .5571  .048 Uiso calc R 1 . . H
  C11  .3560(3)  .6338(5)  .4777(2)  .0367(15) Uani d . 1 . . C
  H11  .3575  .7035  .4542  .044 Uiso calc R 1 . . H
  C12  .3814(3)  .5309(5)  .4494(2)  .0280(12) Uani d . 1 . . C
  C13  .4973(3)  .5312(5)  .2072(2)  .0280(13) Uani d . 1 . . C
  C14  .5020(3)  .6343(5)  .1710(2)  .0369(15) Uani d . 1 . . C
  H14  .4843  .7041  .1880  .044 Uiso calc R 1 . . H
  C15  .5320(3)  .6326(5)  .1119(2)  .0381(15) Uani d . 1 . . C
  H15  .5339  .7013  .0873  .046 Uiso calc R 1 . . H
  C16  .5608(3)  .5277(5)  .0862(2)  .0374(15) Uani d . 1 . . C
  H16  .5828  .5282  .0454  .045 Uiso calc R 1 . . H
  C17  .5568(3)  .4275(5)  .1197(2)  .0355(15) Uani d . 1 . . C
  H17  .5752  .3588  .1018  .043 Uiso calc R 1 . . H
  C18  .5250(3)  .4258(5)  .1816(2)  .0267(13) Uani d . 1 . . C
  C19  .4998(3)  .0243(5)  .3153(2)  .0295(13) Uani d . 1 . . C
  C20  .5237(3)  -.0822(5)  .2899(2)  .0342(14) Uani d . 1 . . C
  H20  .5435  -.0844  .2482  .041 Uiso calc R 1 . . H
  C21  .5186(3)  -.1809(5)  .3247(2)  .0371(14) Uani d . 1 . . C
  H21  .5348  -.2509  .3070  .045 Uiso calc R 1 . . H
  C22  .4891(3)  -.1796(5)  .3870(2)  .0369(14) Uani d . 1 . . C
  H22  .4863  -.2488  .4108  .044 Uiso calc R 1 . . H
  C23  .4646(3)  -.0801(5)  .4133(3)  .0355(14) Uani d . 1 . . C
  H23  .4443  -.0810  .4547  .043 Uiso calc R 1 . . H
  C24  .4695(3)  .0250(5)  .3790(2)  .0262(13) Uani d . 1 . . C
  C31  .2832(4)  .6825(5)  .2673(3)  .0392(16) Uani d . 1 . . C
  H31  .338(3)  .667(4)  .287(2)  .049(18) Uiso d . 1 . . H
  Cl31  .23065(9)  .54928(13)  .24764(8)  .0568(4) Uani d . 1 . . Cl
  Cl32  .28716(10)  .76000(14)  .19267(7)  .0589(5) Uani d . 1 . . Cl
  Cl33  .22771(10)  .76198(15)  .32036(7)  .0634(5) Uani d . 1 . . Cl
  C41  .4534(4)  .0932(5)  .1037(3)  .0569(18) Uani d . 1 . . C
  H41  .454(3)  .124(4)  .154(3)  .083(19) Uiso d . 1 . . H
  Cl41  .40452(12)  .19691(17)  .04394(8)  .0847(6) Uani d . 1 . . Cl
  Cl42  .38381(13)  -.02646(18)  .09672(8)  .0969(6) Uani d . 1 . . Cl
  Cl43  .56067(12)  .0580(2)  .09175(9)  .1032(8) Uani d . 1 . . Cl
  C51  .2667(4)  .0902(5)  .4851(2)  .0421(15) Uani d . 1 . . C
  H51  .331(3)  .133(4)  .4715(19)  .043(14) Uiso d . 1 . . H
  Cl51  .21582(12)  -.01231(16)  .42567(7)  .0825(6) Uani d . 1 . . Cl
  Cl52  .29716(10)  .02419(17)  .56579(7)  .0765(6) Uani d . 1 . . Cl
  Cl53  .18975(10)  .20203(14)  .48962(7)  .0623(5) Uani d . 1 . . Cl
  C61  .7089(4)  .1680(4)  .2435(2)  .0341(14) Uani d . 1 . . C
  H61  .644(3)  .164(4)  .231(2)  .061(18) Uiso d . 1 . . H
  Cl61  .75584(10)  .23592(14)  .18163(7)  .0588(5) Uani d . 1 . . Cl
  Cl62  .74293(10)  .02317(13)  .25315(8)  .0554(4) Uani d . 1 . . Cl
  Cl63  .73841(11)  .23977(14)  .32198(7)  .0641(5) Uani d . 1 . . Cl
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
  N1  .027(3)  .035(3)  .023(2)  .001(2)  .0065(19)  -.001(2)
  N2  .032(3)  .032(3)  .021(2)  .001(2)  .0112(18)  .000(2)
  N3  .030(2)  .024(3)  .029(2)  -.003(2)  .0055(19)  .005(2)
  N4  .032(3)  .029(3)  .027(2)  -.001(2)  .014(2)  .004(2)
  N5  .029(3)  .023(3)  .028(2)  .000(2)  .007(2)  -.001(2)
  N6  .037(3)  .023(3)  .032(3)  .000(2)  .011(2)  -.003(2)
  C1  .026(3)  .023(4)  .021(3)  -.001(2)  .005(2)  -.001(2)
  C2  .017(3)  .021(4)  .031(3)  .003(3)  .001(2)  -.004(3)
  C3  .033(3)  .023(4)  .024(3)  .005(3)  .010(2)  -.001(2)
  C4  .019(3)  .024(4)  .032(3)  -.002(2)  .008(2)  .001(2)
  C5  .023(3)  .031(4)  .025(3)  -.001(3)  .006(2)  -.001(3)
  C6  .020(3)  .022(4)  .026(3)  -.004(2)  .000(2)  .002(2)
  C7  .028(3)  .030(4)  .029(3)  .000(3)  .010(2)  -.004(3)
  C8  .048(4)  .039(4)  .026(3)  .000(3)  .014(3)  .001(3)
  C9  .057(4)  .051(5)  .027(3)  .000(3)  .018(3)  -.006(3)
  C10  .048(4)  .036(4)  .040(3)  .002(3)  .019(3)  -.012(3)
  C11  .042(4)  .036(4)  .035(3)  -.004(3)  .016(3)  -.005(3)
  C12  .034(3)  .021(4)  .029(3)  -.004(3)  .007(2)  -.006(3)
  C13  .030(3)  .033(4)  .022(3)  -.005(3)  .007(2)  -.002(3)
  C14  .051(4)  .023(4)  .039(3)  -.003(3)  .016(3)  .007(3)
  C15  .042(4)  .043(5)  .030(3)  .004(3)  .010(3)  .010(3)
  C16  .035(3)  .055(5)  .025(3)  .006(3)  .012(2)  .009(3)
  C17  .037(3)  .049(5)  .024(3)  -.001(3)  .016(3)  -.001(3)
  C18  .027(3)  .028(4)  .026(3)  -.001(3)  .007(2)  .002(3)
  C19  .023(3)  .029(4)  .037(3)  -.001(3)  .007(2)  .005(3)
  C20  .039(4)  .027(4)  .036(3)  -.001(3)  .008(3)  -.006(3)
  C21  .043(4)  .021(4)  .046(3)  -.001(3)  .006(3)  .003(3)
  C22  .045(4)  .018(4)  .047(3)  -.001(3)  .008(3)  .007(3)
  C23  .041(4)  .028(4)  .040(3)  -.002(3)  .016(3)  .008(3)
  C24  .025(3)  .028(4)  .025(3)  .000(3)  .006(2)  .001(3)
  C31  .041(4)  .036(4)  .041(3)  -.004(3)  .008(3)  -.002(3)
  Cl31  .0549(11)  .0387(11)  .0712(9)  -.0071(8)  -.0007(8)  -.0025(9)
  Cl32  .0648(11)  .0558(13)  .0574(10)  .0074(9)  .0155(8)  .0210(9)
  Cl33  .0703(11)  .0659(14)  .0552(10)  .0200(10)  .0152(8)  -.0128(9)
  C41  .076(5)  .062(5)  .033(3)  -.018(4)  .013(3)  -.006(3)
  Cl41  .0939(14)  .0822(16)  .0742(11)  -.0152(12)  .0075(10)  .0135(10)
  Cl42  .1248(16)  .0756(16)  .0979(13)  -.0355(14)  .0406(12)  -.0031(11)
  Cl43  .0674(13)  .150(2)  .0898(14)  .0051(13)  .0093(10)  -.0476(13)
  C51  .045(4)  .042(4)  .043(3)  -.007(3)  .017(3)  -.005(3)
  Cl51  .1141(14)  .0657(15)  .0626(10)  .0028(12)  .0059(10)  -.0261(10)
  Cl52  .0567(10)  .1175(18)  .0513(9)  -.0028(11)  .0015(8)  .0233(10)
  Cl53  .0645(11)  .0586(13)  .0671(10)  .0014(9)  .0210(8)  -.0083(8)
  C61  .041(4)  .033(4)  .030(3)  .007(3)  .011(3)  -.002(3)
  Cl61  .0773(11)  .0550(13)  .0534(9)  -.0044(9)  .0356(8)  .0076(8)
  Cl62  .0696(10)  .0359(10)  .0615(8)  .0108(9)  .0152(7)  .0048(9)
  Cl63  .0858(12)  .0661(14)  .0402(9)  .0137(10)  .0119(8)  -.0156(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
  N1 C1 . 1.332(5) yes
  N1 C7 . 1.355(6) yes
  N2 C2 . 1.318(5) yes
  N2 C12 . 1.364(5) yes
  N3 C3 . 1.319(6) yes
  N3 C13 . 1.382(5) yes
  N4 C4 . 1.325(5) yes
  N4 C18 . 1.360(6) yes
  N5 C5 . 1.327(6) yes
  N5 C19 . 1.348(6) yes
  N6 C6 . 1.327(6) yes
  N6 C24 . 1.352(6) yes
  C1 C2 . 1.423(6) yes
  C1 C6 . 1.472(6) yes
  C2 C3 . 1.491(6) yes
  C3 C4 . 1.428(6) yes
  C4 C5 . 1.475(6) yes
  C5 C6 . 1.425(6) yes
  C7 C8 . 1.423(6) yes
  C7 C12 . 1.414(6) yes
  C8 C9 . 1.352(7) ?
  C8 H8 .  .9400 ?
  C9 C10 . 1.410(7) yes
  C9 H9 .  .9400 ?
  C10 C11 . 1.352(6) yes
  C10 H10 .  .9400 ?
  C11 C12 . 1.409(6) yes
  C11 H11 .  .9400 ?
  C13 C14 . 1.409(6) yes
  C13 C18 . 1.422(6) yes
  C14 C15 . 1.347(6) yes
  C14 H14 .  .9400 ?
  C15 C16 . 1.426(7) yes
  C15 H15 .  .9400 ?
  C16 C17 . 1.350(7) yes
  C16 H16 .  .9400 ?
  C17 C18 . 1.415(6) yes
  C17 H17 .  .9400 ?
  C19 C20 . 1.412(7) yes
  C19 C24 . 1.437(5) yes
  C20 C21 . 1.352(7) yes
  C20 H20 .  .9400 ?
  C21 C22 . 1.405(6) yes
  C21 H21 .  .9400 ?
  C22 C23 . 1.351(7) yes
  C22 H22 .  .9400 ?
  C23 C24 . 1.410(6) yes
  C23 H23 .  .9400 ?
  C31 Cl33 . 1.742(5) ?
  C31 Cl31 . 1.750(6) ?
  C31 Cl32 . 1.754(5) ?
  C31 H31 .  .87(4) ?
  C41 Cl43 . 1.735(6) ?
  C41 Cl41 . 1.753(6) ?
  C41 Cl42 . 1.733(6) ?
  C41 H41 . 1.06(5) ?
  C51 Cl51 . 1.747(5) ?
  C51 Cl52 . 1.761(5) ?
  C51 Cl53 . 1.759(5) ?
  C51 H51 . 1.17(4) ?
  C61 Cl61 . 1.734(5) ?
  C61 Cl62 . 1.760(5) ?
  C61 Cl63 . 1.753(5) ?
  C61 H61 .  .96(4) ?