data_2008831
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_publ_section_title
;
Bis(indol-3-yl)(4-methylphenyl)methane
;
loop_
_publ_author_name
  'R. Krishna'
  'D. Velmurugan'
  'S. Shanmuga Sundara Raj'
  'Hoong-Kun Fun'
  'G. Babu'
  'P. T. Perumal'
_chemical_formula_sum  'C24 H20 N2'
_chemical_formula_weight  336.42
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
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  15.86430(10)
_cell_length_b  6.08870(10)
_cell_length_c  20.30140(10)
_cell_angle_alpha  90.00
_cell_angle_beta  104.2270(10)
_cell_angle_gamma  90.00
_cell_volume  1900.83(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.176
_diffrn_ambient_temperature  293(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' 0.05996(16) 0.8658(5) 0.23725(13) 0.0993(8) Uani d . 1 . . N
  H1' 0.0491 0.9508 0.2680 0.119 Uiso calc R 1 . . H
  C2' 0.14088(18) 0.7971(5) 0.23351(14) 0.0830(8) Uani d . 1 . . C
  H2' 0.1926 0.8358 0.2642 0.100 Uiso calc R 1 . . H
  C3' 0.13521(14) 0.6655(4) 0.17913(11) 0.0620(6) Uani d . 1 . . C
  C4' -0.00382(17) 0.5301(5) 0.09143(12) 0.0834(8) Uani d . 1 . . C
  H4' 0.0243 0.4436 0.0657 0.100 Uiso calc R 1 . . H
  C5' -0.0928(2) 0.5430(7) 0.07566(16) 0.1047(11) Uani d . 1 . . C
  H5' -0.1248 0.4637 0.0388 0.126 Uiso calc R 1 . . H
  C6' -0.13634(19) 0.6701(7) 0.11283(18) 0.1006(11) Uani d . 1 . . C
  H6' -0.1968 0.6737 0.1009 0.121 Uiso calc R 1 . . H
  C7' -0.0916(2) 0.7908(6) 0.16701(19) 0.0958(10) Uani d . 1 . . C
  H7' -0.1206 0.8790 0.1917 0.115 Uiso calc R 1 . . H
  C8' 0.04366(14) 0.6494(4) 0.14684(11) 0.0622(6) Uani d . 1 . . C
  C9' -0.00095(17) 0.7774(5) 0.18408(14) 0.0771(7) Uani d . 1 . . C
  N1 0.21607(17) 0.9602(4) 0.01498(11) 0.0887(7) Uani d . 1 . . N
  H1 0.2010 1.0791 -0.0077 0.106 Uiso calc R 1 . . H
  C2 0.18636(19) 0.8929(5) 0.07006(13) 0.0774(7) Uani d . 1 . . C
  H2 0.1461 0.9683 0.0879 0.093 Uiso calc R 1 . . H
  C3 0.22427(14) 0.7022(4) 0.09413(10) 0.0602(6) Uani d . 1 . . C
  C4 0.33389(15) 0.4616(5) 0.04884(13) 0.0721(7) Uani d . 1 . . C
  H4 0.3394 0.3490 0.0806 0.087 Uiso calc R 1 . . H
  C5 0.37915(18) 0.4533(6) -0.00080(15) 0.0909(9) Uani d . 1 . . C
  H5 0.4153 0.3343 -0.0026 0.109 Uiso calc R 1 . . H
  C6 0.3715(2) 0.6222(7) -0.04877(15) 0.0945(10) Uani d . 1 . . C
  H6 0.4029 0.6133 -0.0818 0.113 Uiso calc R 1 . . H
  C7 0.3189(2) 0.8000(6) -0.04813(13) 0.0881(9) Uani d . 1 . . C
  H7 0.3138 0.9115 -0.0802 0.106 Uiso calc R 1 . . H
  C8 0.28011(14) 0.6389(4) 0.05124(10) 0.0605(6) Uani d . 1 . . C
  C9 0.27341(16) 0.8078(5) 0.00213(12) 0.0709(7) Uani d . 1 . . C
  C10 0.20811(14) 0.5680(4) 0.15310(10) 0.0597(6) Uani d . 1 . . C
  H10 0.1888 0.4222 0.1351 0.072 Uiso calc R 1 . . H
  C11 0.28927(14) 0.5348(4) 0.21016(11) 0.0593(6) Uani d . 1 . . C
  C12 0.30060(18) 0.3423(5) 0.24714(13) 0.0801(8) Uani d . 1 . . C
  H12 0.2597 0.2307 0.2351 0.096 Uiso calc R 1 . . H
  C13 0.3712(2) 0.3117(5) 0.30152(14) 0.0895(9) Uani d . 1 . . C
  H13 0.3763 0.1806 0.3257 0.107 Uiso calc R 1 . . H
  C14 0.43455(17) 0.4707(5) 0.32093(12) 0.0762(8) Uani d . 1 . . C
  C15 0.42381(16) 0.6615(5) 0.28352(12) 0.0780(8) Uani d . 1 . . C
  H15 0.4656 0.7713 0.2949 0.094 Uiso calc R 1 . . H
  C16 0.35245(16) 0.6945(5) 0.22938(12) 0.0723(7) Uani d . 1 . . C
  H16 0.3469 0.8263 0.2056 0.087 Uiso calc R 1 . . H
  C17 0.5113(2) 0.4391(6) 0.38114(15) 0.1068(11) Uani d . 1 . . C
  H17A 0.5274 0.2868 0.3849 0.160 Uiso calc R 1 . . H
  H17B 0.4957 0.4852 0.4218 0.160 Uiso calc R 1 . . H
  H17C 0.5594 0.5252 0.3750 0.160 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
  N1' 0.0912(16) 0.114(2) 0.1031(19) -0.0070(15) 0.0434(15) -0.0451(16)
  C2' 0.0706(16) 0.105(2) 0.0774(18) -0.0149(15) 0.0265(14) -0.0266(16)
  C3' 0.0625(13) 0.0790(15) 0.0474(12) -0.0072(11) 0.0191(11) -0.0015(11)
  C4' 0.0707(16) 0.122(2) 0.0538(14) -0.0063(16) 0.0090(13) 0.0009(14)
  C5' 0.0710(18) 0.166(3) 0.0681(18) -0.016(2) -0.0008(15) 0.0131(19)
  C6' 0.0613(16) 0.147(3) 0.090(2) 0.0076(19) 0.0115(17) 0.054(2)
  C7' 0.0782(19) 0.114(2) 0.107(2) 0.0206(18) 0.0446(18) 0.034(2)
  C8' 0.0616(13) 0.0796(15) 0.0472(12) -0.0058(12) 0.0170(11) 0.0070(11)
  C9' 0.0706(16) 0.0925(18) 0.0755(17) 0.0024(14) 0.0320(14) 0.0049(15)
  N1 0.1041(17) 0.0919(16) 0.0754(14) 0.0042(14) 0.0326(14) 0.0248(12)
  C2 0.0854(17) 0.0851(17) 0.0667(15) 0.0109(15) 0.0286(13) 0.0151(14)
  C3 0.0563(12) 0.0801(15) 0.0436(12) -0.0051(12) 0.0111(10) 0.0008(11)
  C4 0.0579(13) 0.0953(19) 0.0650(15) -0.0020(13) 0.0186(12) -0.0050(13)
  C5 0.0742(17) 0.121(3) 0.086(2) -0.0061(17) 0.0350(16) -0.0179(18)
  C6 0.0861(19) 0.135(3) 0.0731(19) -0.031(2) 0.0409(16) -0.0250(19)
  C7 0.0892(19) 0.120(2) 0.0594(16) -0.0292(19) 0.0256(15) 0.0030(16)
  C8 0.0501(12) 0.0878(16) 0.0432(12) -0.0119(12) 0.0105(10) -0.0047(11)
  C9 0.0688(15) 0.0937(18) 0.0512(13) -0.0160(14) 0.0167(12) 0.0024(13)
  C10 0.0621(13) 0.0716(14) 0.0476(12) -0.0096(11) 0.0175(10) -0.0040(11)
  C11 0.0619(13) 0.0736(14) 0.0455(12) -0.0012(11) 0.0195(10) 0.0046(10)
  C12 0.0826(17) 0.0851(18) 0.0704(16) -0.0067(14) 0.0145(15) 0.0115(13)
  C13 0.097(2) 0.093(2) 0.0754(18) 0.0052(17) 0.0156(16) 0.0179(16)
  C14 0.0709(15) 0.106(2) 0.0539(14) 0.0203(15) 0.0194(12) 0.0052(14)
  C15 0.0639(14) 0.110(2) 0.0591(15) -0.0135(14) 0.0132(13) -0.0021(14)
  C16 0.0703(15) 0.0859(17) 0.0603(14) -0.0161(14) 0.0153(12) 0.0069(13)
  C17 0.0841(19) 0.152(3) 0.0756(19) 0.032(2) 0.0037(16) 0.007(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
  N1' C9' . 1.370(3) y
  N1' C2' . 1.370(3) y
  C2' C3' . 1.349(3) ?
  C3' C8' . 1.442(3) ?
  C3' C10 . 1.507(3) y
  C4' C5' . 1.371(4) ?
  C4' C8' . 1.394(3) ?
  C5' C6' . 1.378(5) ?
  C6' C7' . 1.368(5) ?
  C7' C9' . 1.396(4) ?
  C8' C9' . 1.394(3) ?
  N1 C9 . 1.369(4) y
  N1 C2 . 1.378(3) y
  C2 C3 . 1.343(3) ?
  C3 C8 . 1.439(3) ?
  C3 C10 . 1.522(3) y
  C4 C5 . 1.374(4) ?
  C4 C8 . 1.384(3) ?
  C5 C6 . 1.401(5) ?
  C6 C7 . 1.369(5) ?
  C7 C9 . 1.388(4) ?
  C8 C9 . 1.418(3) ?
  C10 C11 . 1.519(3) y
  C11 C12 . 1.379(3) ?
  C11 C16 . 1.382(3) ?
  C12 C13 . 1.379(4) ?
  C13 C14 . 1.381(4) ?
  C14 C15 . 1.375(4) ?
  C14 C17 . 1.510(4) ?
  C15 C16 . 1.385(3) ?