data_2200880
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2002
_journal_volume  58
_journal_page_first  o132
_journal_page_last  o133
_publ_section_title
;
4-Phenyl-1-(2,4,5-tricyanophenyl)-1,2,3,4-tetrahydronaphthalene
;
loop_
_publ_author_name
  'Yan Zhang'
  'Anwar Usman'
  'Ibrahim Abdul Razak'
  'Hoong-Kun Fun'
  'Suchada Chantrapromma'
  'Jian-Hua Xu'
_chemical_formula_moiety  'C25 H17 N3'
_chemical_formula_sum  'C25 H17 N3'
_chemical_formula_iupac  'C25 H17 N3'
_chemical_formula_weight  359.42
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
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'
_cell_length_a  22.2686(3)
_cell_length_b  9.2463(2)
_cell_length_c  9.1349(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1880.90(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  183(2)
_exptl_crystal_density_diffrn  1.269
_diffrn_ambient_temperature  183(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  .29241(11)  .8265(3)  .0048(3)  .0380(6) Uani d . 1 . . N
  N2  .14944(10)  .6697(3)  .6453(3)  .0346(6) Uani d . 1 . . N
  N3  .29981(10)  .5316(3)  .8201(3)  .0322(5) Uani d . 1 . . N
  C1  .43512(11)  .8476(3)  .2404(3)  .0299(6) Uani d . 1 . . C
  H1A  .4590  .8661  .1536  .036 Uiso calc R 1 . . H
  H1B  .4017  .9149  .2406  .036 Uiso calc R 1 . . H
  C2  .47338(10)  .8719(3)  .3763(3)  .0296(6) Uani d . 1 . . C
  H2A  .4503  .8483  .4631  .035 Uiso calc R 1 . . H
  H2B  .4850  .9728  .3822  .035 Uiso calc R 1 . . H
  C3  .52995(10)  .7762(3)  .3695(3)  .0213(5) Uani d . 1 . . C
  H3A  .5488  .7792  .4664  .026 Uiso calc R 1 . . H
  C4  .51325(10)  .6202(3)  .3393(3)  .0209(5) Uani d . 1 . . C
  C5  .55527(11)  .5114(3)  .3703(3)  .0269(6) Uani d . 1 . . C
  H5A  .5919  .5366  .4121  .032 Uiso calc R 1 . . H
  C6  .54354(12)  .3670(3)  .3400(3)  .0298(6) Uani d . 1 . . C
  H6A  .5722  .2967  .3603  .036 Uiso calc R 1 . . H
  C7  .48863(13)  .3284(3)  .2791(3)  .0310(6) Uani d . 1 . . C
  H7A  .4802  .2320  .2585  .037 Uiso calc R 1 . . H
  C8  .44668(12)  .4343(3)  .2493(3)  .0266(6) Uani d . 1 . . C
  H8A  .4097  .4080  .2100  .032 Uiso calc R 1 . . H
  C9  .45847(10)  .5797(2)  .2768(3)  .0205(5) Uani d . 1 . . C
  C10  .41089(10)  .6914(3)  .2354(3)  .0221(5) Uani d . 1 . . C
  H10A  .3995  .6719  .1336  .026 Uiso calc R 1 . . H
  C11  .35406(10)  .6777(2)  .3266(3)  .0200(5) Uani d . 1 . . C
  C12  .35427(10)  .6280(3)  .4695(3)  .0220(5) Uani d . 1 . . C
  H12A  .3902  .5974  .5112  .026 Uiso calc R 1 . . H
  C13  .30168(10)  .6228(3)  .5522(3)  .0208(5) Uani d . 1 . . C
  C14  .24681(10)  .6692(3)  .4903(3)  .0212(5) Uani d . 1 . . C
  C15  .24535(10)  .7164(2)  .3472(3)  .0221(5) Uani d . 1 . . C
  H15A  .2092  .7441  .3045  .026 Uiso calc R 1 . . H
  C16  .29879(10)  .7222(2)  .2671(3)  .0204(5) Uani d . 1 . . C
  C17  .57526(10)  .8359(3)  .2606(3)  .0199(5) Uani d . 1 . . C
  C18  .58741(11)  .7709(3)  .1250(3)  .0268(6) Uani d . 1 . . C
  H18A  .5671  .6869  .0989  .032 Uiso calc R 1 . . H
  C19  .62917(12)  .8297(3)  .0290(3)  .0321(6) Uani d . 1 . . C
  H19A  .6366  .7847  -.0602  .039 Uiso calc R 1 . . H
  C20  .65974(11)  .9545(3)  .0653(3)  .0320(6) Uani d . 1 . . C
  H20A  .6878  .9935  .0011  .038 Uiso calc R 1 . . H
  C21  .64828(11) 1.0213(3)  .1984(3)  .0291(6) Uani d . 1 . . C
  H21A  .6686 1.1056  .2233  .035 Uiso calc R 1 . . H
  C22  .60665(10)  .9627(3)  .2943(3)  .0241(6) Uani d . 1 . . C
  H22A  .5994 1.0087  .3831  .029 Uiso calc R 1 . . H
  C23  .29566(10)  .7784(3)  .1195(3)  .0237(5) Uani d . 1 . . C
  C24  .19231(11)  .6683(3)  .5762(3)  .0238(6) Uani d . 1 . . C
  C25  .30164(10)  .5715(3)  .7013(3)  .0236(5) Uani d . 1 . . C
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  .0473(15)  .0371(14)  .0296(15)  -.0017(11)  .0006(11)  .0043(12)
  N2  .0281(12)  .0380(14)  .0378(15)  .0060(10)  .0098(11)  .0004(11)
  N3  .0347(13)  .0361(13)  .0259(14)  .0004(10)  .0016(10)  .0019(11)
  C1  .0204(12)  .0216(13)  .0477(18)  .0024(9)  .0076(11)  .0113(12)
  C2  .0256(12)  .0170(12)  .0461(18)  -.0006(10)  .0126(12)  -.0029(11)
  C3  .0222(11)  .0179(11)  .0236(14)  -.0009(9)  .0039(10)  -.0008(10)
  C4  .0236(11)  .0206(12)  .0186(13)  .0005(9)  .0060(10)  .0018(10)
  C5  .0267(12)  .0266(13)  .0272(16)  .0037(10)  .0026(11)  .0032(11)
  C6  .0394(14)  .0216(12)  .0283(16)  .0093(10)  .0049(12)  .0042(11)
  C7  .0440(15)  .0175(12)  .0314(16)  -.0027(11)  .0069(12)  -.0016(11)
  C8  .0296(13)  .0231(12)  .0270(15)  -.0054(10)  .0043(11)  .0003(11)
  C9  .0232(11)  .0179(11)  .0204(13)  .0011(9)  .0037(9)  .0021(10)
  C10  .0206(11)  .0224(12)  .0232(14)  .0003(9)  .0031(10)  .0038(10)
  C11  .0196(11)  .0171(11)  .0233(13)  -.0011(8)  .0023(10)  -.0021(10)
  C12  .0193(12)  .0218(12)  .0248(14)  -.0009(9)  -.0005(10)  -.0004(10)
  C13  .0217(11)  .0182(12)  .0225(14)  -.0016(9)  .0019(10)  -.0007(10)
  C14  .0200(11)  .0168(11)  .0268(14)  -.0011(9)  .0027(10)  -.0005(10)
  C15  .0187(11)  .0164(11)  .0312(16)  -.0001(8)  -.0007(10)  -.0011(10)
  C16  .0218(12)  .0177(11)  .0216(13)  -.0027(8)  -.0002(10)  .0012(10)
  C17  .0167(10)  .0208(12)  .0222(13)  .0009(8)  -.0010(10)  .0020(10)
  C18  .0252(13)  .0303(14)  .0250(14)  -.0060(10)  .0031(11)  .0001(11)
  C19  .0317(14)  .0418(16)  .0229(15)  -.0019(12)  .0054(11)  -.0008(12)
  C20  .0265(13)  .0377(16)  .0320(16)  -.0045(11)  .0040(12)  .0136(12)
  C21  .0295(13)  .0244(13)  .0334(16)  -.0067(11)  -.0030(12)  .0077(11)
  C22  .0243(12)  .0205(11)  .0275(15)  -.0018(9)  .0002(10)  .0009(10)
  C23  .0231(12)  .0216(13)  .0264(15)  -.0026(9)  .0016(11)  -.0015(11)
  C24  .0237(12)  .0214(12)  .0263(15)  .0028(10)  .0000(10)  .0001(10)
  C25  .0211(12)  .0235(13)  .0262(16)  -.0002(10)  .0011(10)  -.0038(11)
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 C23 . 1.141(4) ?
  N2 C24 . 1.145(3) ?
  N3 C25 . 1.147(3) ?
  C1 C2 . 1.522(4) yes
  C1 C10 . 1.543(3) yes
  C1 H1A .  .97 ?
  C1 H1B .  .97 ?
  C2 C3 . 1.541(3) yes
  C2 H2A .  .97 ?
  C2 H2B .  .97 ?
  C3 C4 . 1.515(3) ?
  C3 C17 . 1.521(3) yes
  C3 H3A .  .98 ?
  C4 C9 . 1.398(3) ?
  C4 C5 . 1.402(3) ?
  C5 C6 . 1.388(4) ?
  C5 H5A .  .93 ?
  C6 C7 . 1.390(4) ?
  C6 H6A .  .93 ?
  C7 C8 . 1.381(4) ?
  C7 H7A .  .93 ?
  C8 C9 . 1.392(3) ?
  C8 H8A .  .93 ?
  C9 C10 . 1.527(3) ?
  C10 C11 . 1.520(3) yes
  C10 H10A .  .98 ?
  C11 C12 . 1.384(4) ?
  C11 C16 . 1.407(3) ?
  C12 C13 . 1.394(3) ?
  C12 H12A .  .93 ?
  C13 C14 . 1.413(3) ?
  C13 C25 . 1.442(4) ?
  C14 C15 . 1.379(4) ?
  C14 C24 . 1.445(3) ?
  C15 C16 . 1.398(3) ?
  C15 H15A .  .93 ?
  C16 C23 . 1.446(4) ?
  C17 C22 . 1.399(3) ?
  C17 C18 . 1.403(4) ?
  C18 C19 . 1.389(4) ?
  C18 H18A .  .93 ?
  C19 C20 . 1.380(4) ?
  C19 H19A .  .93 ?
  C20 C21 . 1.387(4) ?
  C20 H20A .  .93 ?
  C21 C22 . 1.386(4) ?
  C21 H21A .  .93 ?
  C22 H22A .  .93 ?