data_2007797
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  1685
_journal_page_last  1687
_publ_section_title
;
Ethyl 5-Ethoxy-3-methyl-1H-indole-2-carboxylate
;
loop_
_publ_author_name
  'Chandrakantha, T. N.'
  'Puttaraja'
  'Kokila, M. K.'
  'Shivaprakash, N. C.'
_chemical_name_common  Indole
_chemical_formula_moiety  'C14 H17 N O3'
_chemical_formula_sum  'C14 H17 N O3'
_chemical_formula_structural  'C14 H17 N O3'
_chemical_formula_weight  247.29
_Chemical_melting_point  (164+273)
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.855(2)
_cell_length_b  8.6690(10)
_cell_length_c  11.115(2)
_cell_angle_alpha  70.380(10)
_cell_angle_beta  69.390(10)
_cell_angle_gamma  73.970(10)
_cell_volume  656.5(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.251
_exptl_crystal_density_meas  1.270
_diffrn_ambient_temperature  300
_refine_ls_R_factor_obs  0.045
_refine_ls_wR_factor_obs  0.131
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  N1 0.1795(2) 0.99346(14) 0.60289(12) 0.0519(3) Uani d . 1 . N
  C2 0.2269(2) 1.1494(2) 0.54073(13) 0.0477(3) Uani d . 1 . C
  C3 0.3549(2) 1.1686(2) 0.59129(13) 0.0470(3) Uani d . 1 . C
  C4 0.5051(2) 0.9624(2) 0.77184(14) 0.0513(4) Uani d . 1 . C
  C5 0.5054(2) 0.8041(2) 0.85739(14) 0.0540(4) Uani d . 1 . C
  C6 0.3923(2) 0.7000(2) 0.86074(15) 0.0581(4) Uani d . 1 . C
  C7 0.2791(2) 0.7503(2) 0.78008(15) 0.0561(4) Uani d . 1 . C
  C8 0.2765(2) 0.9117(2) 0.69346(14) 0.0486(3) Uani d . 1 . C
  C9 0.3875(2) 1.0164(2) 0.68932(13) 0.0466(3) Uani d . 1 . C
  C10 0.1405(2) 1.2604(2) 0.43805(13) 0.0490(3) Uani d . 1 . C
  O11 0.0310(2) 1.22331(13) 0.40269(12) 0.0650(3) Uani d . 1 . O
  O12 0.1928(2) 1.40789(12) 0.38794(10) 0.0558(3) Uani d . 1 . O
  C13 0.1176(3) 1.5260(2) 0.2832(2) 0.0594(4) Uani d . 1 . C
  C14 0.2025(3) 1.6772(2) 0.2396(2) 0.0713(5) Uani d . 1 . C
  O16 0.6119(2) 0.73432(14) 0.94393(11) 0.0663(3) Uani d . 1 . O
  C17 0.7356(3) 0.8286(2) 0.9416(2) 0.0625(4) Uani d . 1 . C
  C18 0.8305(4) 0.7281(3) 1.0471(2) 0.0796(6) Uani d . 1 . C
  C15 0.4470(3) 1.3138(2) 0.5542(2) 0.0585(4) Uani d . 1 . C
  H1 0.0828 0.9437 0.5819 0.062 Uiso d . 1 . H
  H4 0.5958 1.0406 0.7685 0.062 Uiso d . 1 . H
  H6 0.3950 0.5767 0.9298 0.066 Uiso d . 1 . H
  H7 0.1926 0.6694 0.7828 0.065 Uiso d . 1 . H
  H13A 0.153(3)  1.470(3)  0.214(2)  0.077(5) Uiso d . 1 . H
  H13B -0.018(3)  1.548(3)  0.324(2)  0.079(6) Uiso d . 1 . H
  H14A 0.168(4)  1.727(3)  0.318(3)  0.113(8) Uiso d . 1 . H
  H14B 0.348(4)  1.649(4)  0.202(3)  0.123(9) Uiso d . 1 . H
  H14C 0.148(4)  1.754(4)  0.165(3)  0.119(8) Uiso d . 1 . H
  H15A 0.481(4)  1.374(4)  0.461(3)  0.131(10) Uiso d . 1 . H
  H15B 0.379(5)  1.397(4)  0.597(4)  0.160(13) Uiso d . 1 . H
  H15C 0.565(4)  1.280(4)  0.573(3)  0.119(9) Uiso d . 1 . H
  H17A 0.828(3)  0.855(2)  0.846(2)  0.073(5) Uiso d . 1 . H
  H17B 0.668(3)  0.935(3)  0.9568(19) 0.078(6) Uiso d . 1 . H
  H18A 0.755(4)  0.706(3)  1.128(3)  0.103(8) Uiso d . 1 . H
  H18B 0.905(3)  0.620(3)  1.027(2)  0.093(6) Uiso d . 1 . H
  H18C 0.921(3)  0.798(3)  1.037(2)  0.091(7) Uiso d . 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 0.0633(8) 0.0443(6) 0.0581(6) -0.0182(5) -0.0302(6) -0.0058(5)
  C2 0.0594(8) 0.0414(6) 0.0493(6) -0.0157(5) -0.0226(6) -0.0077(5)
  C3 0.0588(8) 0.0416(6) 0.0479(6) -0.0148(5) -0.0232(6) -0.0079(5)
  C4 0.0624(9) 0.0469(7) 0.0531(7) -0.0143(6) -0.0270(6) -0.0091(5)
  C5 0.0632(9) 0.0499(7) 0.0501(7) -0.0077(6) -0.0255(6) -0.0071(6)
  C6 0.0707(10) 0.0439(7) 0.0587(8) -0.0158(6) -0.0257(7) -0.0003(6)
  C7 0.0666(10) 0.0451(7) 0.0594(8) -0.0189(6) -0.0249(7) -0.0031(6)
  C8 0.0570(8) 0.0416(7) 0.0514(7) -0.0137(5) -0.0210(6) -0.0081(5)
  C9 0.0560(8) 0.0417(6) 0.0484(7) -0.0115(5) -0.0218(6) -0.0102(5)
  C10 0.0585(8) 0.0448(7) 0.0529(7) -0.0145(6) -0.0251(6) -0.0104(5)
  O11 0.0805(8) 0.0579(6) 0.0747(7) -0.0263(5) -0.0464(6) -0.0036(5)
  O12 0.0739(7) 0.0459(5) 0.0582(6) -0.0185(4) -0.0377(5) -0.0011(4)
  C13 0.0744(11) 0.0510(8) 0.0596(8) -0.0110(7) -0.0374(8) -0.0041(6)
  C14 0.0903(14) 0.0564(9) 0.0708(10) -0.0202(8) -0.0375(10) -0.0006(8)
  O16 0.0781(8) 0.0598(6) 0.0655(6) -0.0143(5) -0.0414(6) 0.0013(5)
  C17 0.0658(10) 0.0665(9) 0.0633(9) -0.0050(7) -0.0333(8) -0.0172(7)
  C18 0.0817(14) 0.0869(14) 0.0760(12) -0.0017(11) -0.0439(11) -0.0170(10)
  C15 0.0784(11) 0.0470(7) 0.0640(9) -0.0268(7) -0.0366(8) -0.0026(6)
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 C8 . 1.363(2) yes
  N1 C2 . 1.383(2) yes
  C2 C3 . 1.381(2) yes
  C2 C10 . 1.462(2) yes
  C3 C9 . 1.427(2) yes
  C3 C15 . 1.491(2) yes
  C4 C5 . 1.382(2) yes
  C4 C9 . 1.408(2) yes
  C5 O16 . 1.374(2) yes
  C5 C6 . 1.415(2) yes
  C6 C7 . 1.367(2) yes
  C7 C8 . 1.407(2) yes
  C8 C9 . 1.403(2) yes
  C10 O11 . 1.214(2) yes
  C10 O12 . 1.328(2) yes
  O12 C13 . 1.450(2) yes
  C13 C14 . 1.492(2) yes
  O16 C17 . 1.421(2) yes
  C17 C18 . 1.504(2) yes