data_2202406
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o2025
_journal_page_last  o2027
_publ_section_title
;
1-Methyl-4'-(3-nitrophenyl)-1H-indole-3-spiro-2'-pyrrolidine-3'-
spiro-2''-indan-2,1'',3''-trione
;
loop_
_publ_author_name
  'P.R.Seshadri'
  'S.Selvanayagam'
  'D.Velmurugan'
  ' K.Ravikumar'
  'A.R.Sureshbabu'
  ' R.Raghunathan'
_chemical_formula_moiety  'C26 H19 N3 O5'
_chemical_formula_sum  'C26 H19 N3 O5'
_chemical_formula_iupac  'C26 H19 N3 O5'
_chemical_formula_weight  453.44
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.7610(6)
_cell_length_b  11.6696(10)
_cell_length_c  11.9952(9)
_cell_angle_alpha  93.392(2)
_cell_angle_beta  91.0920(10)
_cell_angle_gamma  93.6600(10)
_cell_volume  1081.98(15)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.392
_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 0.0636(2) 0.02827(15) 0.14814(14) 0.0613(5) Uani d . 1 . . N
  H1 -0.0160 -0.0161 0.1142 0.074 Uiso calc R 1 . . H
  C2 0.1514(3) 0.11612(18) 0.10045(17) 0.0560(5) Uani d . 1 . . C
  O3 0.1462(2) 0.13715(14) 0.00201(12) 0.0722(5) Uani d . 1 . . O
  C4 0.2656(2) 0.18439(16) 0.19517(14) 0.0465(4) Uani d . 1 . . C
  C5 0.2429(2) 0.10601(15) 0.28967(15) 0.0454(4) Uani d . 1 . . C
  C6 0.3245(2) 0.10738(16) 0.39291(17) 0.0527(5) Uani d . 1 . . C
  H6 0.4108 0.1640 0.4137 0.063 Uiso calc R 1 . . H
  C7 0.2763(3) 0.02350(18) 0.46520(18) 0.0605(5) Uani d . 1 . . C
  H7 0.3303 0.0239 0.5351 0.073 Uiso calc R 1 . . H
  C8 0.1484(3) -0.06093(18) 0.4342(2) 0.0644(6) Uani d . 1 . . C
  H8 0.1161 -0.1157 0.4844 0.077 Uiso calc R 1 . . H
  C9 0.0678(3) -0.06564(17) 0.33022(19) 0.0620(5) Uani d . 1 . . C
  H9 -0.0170 -0.1232 0.3091 0.074 Uiso calc R 1 . . H
  C10 0.1176(2) 0.01804(16) 0.25889(16) 0.0506(4) Uani d . 1 . . C
  C11 0.2000(2) 0.30860(15) 0.21580(14) 0.0435(4) Uani d . 1 . . C
  C12 0.2879(2) 0.37348(17) 0.12103(15) 0.0498(4) Uani d . 1 . . C
  H12 0.2127 0.3581 0.0546 0.060 Uiso calc R 1 . . H
  C13 0.4519(3) 0.31045(19) 0.09801(19) 0.0652(6) Uani d . 1 . . C
  H13A 0.4559 0.2852 0.0197 0.078 Uiso calc R 1 . . H
  H13B 0.5538 0.3607 0.1173 0.078 Uiso calc R 1 . . H
  N14 0.44401(19) 0.21205(13) 0.16730(13) 0.0500(4) Uani d . 1 . . N
  C15 0.5400(3) 0.1160(2) 0.1256(2) 0.0767(7) Uani d . 1 . . C
  H15A 0.5282 0.0550 0.1758 0.115 Uiso calc R 1 . . H
  H15B 0.6598 0.1408 0.1206 0.115 Uiso calc R 1 . . H
  H15C 0.4954 0.0889 0.0530 0.115 Uiso calc R 1 . . H
  C16 0.3070(2) 0.50315(16) 0.14180(14) 0.0472(4) Uani d . 1 . . C
  C17 0.1677(3) 0.56849(19) 0.11844(16) 0.0567(5) Uani d . 1 . . C
  H17 0.0650 0.5311 0.0908 0.068 Uiso calc R 1 . . H
  C18 0.1773(3) 0.6870(2) 0.13506(18) 0.0649(5) Uani d . 1 . . C
  H18 0.0819 0.7278 0.1185 0.078 Uiso calc R 1 . . H
  C19 0.3270(3) 0.74446(19) 0.17598(18) 0.0646(6) Uani d . 1 . . C
  H19 0.3352 0.8241 0.1883 0.078 Uiso calc R 1 . . H
  C20 0.4643(3) 0.68013(18) 0.19809(16) 0.0586(5) Uani d . 1 . . C
  N21 0.6288(3) 0.7408(2) 0.23596(19) 0.0862(7) Uani d . 1 . . N
  O22 0.7586(3) 0.6863(2) 0.2372(2) 0.1137(8) Uani d . 1 . . O
  O23 0.6306(4) 0.8442(2) 0.2582(3) 0.1482(11) Uani d . 1 . . O
  C24 0.4578(3) 0.56196(18) 0.18234(16) 0.0561(5) Uani d . 1 . . C
  H24 0.5542 0.5221 0.1988 0.067 Uiso calc R 1 . . H
  C25 0.0016(2) 0.31102(16) 0.21594(15) 0.0483(4) Uani d . 1 . . C
  O26 -0.09065(18) 0.30536(16) 0.13356(12) 0.0714(5) Uani d . 1 . . O
  C27 -0.0520(2) 0.32635(15) 0.33292(15) 0.0459(4) Uani d . 1 . . C
  C28 -0.2186(3) 0.32476(18) 0.37410(18) 0.0579(5) Uani d . 1 . . C
  H28 -0.3153 0.3109 0.3270 0.069 Uiso calc R 1 . . H
  C29 -0.2339(3) 0.34456(19) 0.48762(19) 0.0647(6) Uani d . 1 . . C
  H29 -0.3433 0.3455 0.5178 0.078 Uiso calc R 1 . . H
  C30 -0.0903(3) 0.36305(18) 0.55766(17) 0.0620(5) Uani d . 1 . . C
  H30 -0.1056 0.3739 0.6342 0.074 Uiso calc R 1 . . H
  C31 0.0754(3) 0.36588(16) 0.51733(15) 0.0520(4) Uani d . 1 . . C
  H31 0.1714 0.3794 0.5649 0.062 Uiso calc R 1 . . H
  C32 0.0924(2) 0.34762(15) 0.40279(14) 0.0441(4) Uani d . 1 . . C
  C33 0.2507(2) 0.35300(14) 0.33584(14) 0.0412(4) Uani d . 1 . . C
  O34 0.39307(16) 0.38840(12) 0.36893(11) 0.0534(3) Uani d . 1 . . O
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 0.0585(10) 0.0641(10) 0.0556(10) -0.0203(8) -0.0027(7) -0.0167(8)
  C2 0.0564(11) 0.0596(12) 0.0483(10) -0.0072(9) -0.0011(8) -0.0149(8)
  O3 0.0861(11) 0.0806(11) 0.0447(8) -0.0177(8) -0.0061(7) -0.0126(7)
  C4 0.0441(9) 0.0506(10) 0.0421(9) -0.0051(7) 0.0009(7) -0.0107(7)
  C5 0.0421(9) 0.0410(9) 0.0512(10) -0.0021(7) 0.0019(7) -0.0080(7)
  C6 0.0475(10) 0.0491(10) 0.0601(11) -0.0002(8) -0.0059(8) -0.0027(8)
  C7 0.0646(12) 0.0580(12) 0.0598(12) 0.0097(9) -0.0034(9) 0.0050(9)
  C8 0.0715(14) 0.0496(11) 0.0726(14) 0.0042(10) 0.0138(11) 0.0033(10)
  C9 0.0609(12) 0.0488(11) 0.0732(14) -0.0101(9) 0.0122(10) -0.0095(10)
  C10 0.0459(10) 0.0485(10) 0.0550(11) -0.0038(8) 0.0042(8) -0.0126(8)
  C11 0.0408(9) 0.0498(9) 0.0383(8) -0.0032(7) 0.0002(6) -0.0036(7)
  C12 0.0508(10) 0.0585(11) 0.0387(9) -0.0041(8) 0.0023(7) -0.0006(8)
  C13 0.0666(13) 0.0662(13) 0.0630(13) 0.0032(10) 0.0252(10) 0.0001(10)
  N14 0.0458(8) 0.0477(8) 0.0546(9) -0.0022(6) 0.0095(7) -0.0103(7)
  C15 0.0667(14) 0.0587(13) 0.1022(18) 0.0031(10) 0.0252(13) -0.0224(12)
  C16 0.0487(10) 0.0573(11) 0.0351(8) -0.0028(8) 0.0027(7) 0.0044(7)
  C17 0.0505(11) 0.0714(13) 0.0474(10) -0.0001(9) -0.0016(8) 0.0006(9)
  C18 0.0652(13) 0.0691(14) 0.0622(13) 0.0144(10) 0.0093(10) 0.0069(10)
  C19 0.0789(15) 0.0565(12) 0.0578(12) -0.0006(11) 0.0166(10) -0.0014(9)
  C20 0.0651(12) 0.0630(13) 0.0452(10) -0.0139(10) -0.0008(9) 0.0018(9)
  N21 0.0834(16) 0.0845(16) 0.0854(15) -0.0264(13) -0.0166(12) 0.0011(12)
  O22 0.0803(14) 0.1120(17) 0.145(2) -0.0256(12) -0.0423(13) 0.0251(14)
  O23 0.139(2) 0.0982(18) 0.193(3) -0.0374(15) -0.0220(19) -0.0522(18)
  C24 0.0511(11) 0.0657(13) 0.0512(11) -0.0017(9) -0.0047(8) 0.0100(9)
  C25 0.0425(9) 0.0546(10) 0.0468(10) -0.0028(8) -0.0010(7) 0.0027(8)
  O26 0.0492(8) 0.1128(13) 0.0504(8) -0.0042(8) -0.0107(6) 0.0035(8)
  C27 0.0438(9) 0.0478(10) 0.0465(10) 0.0035(7) 0.0033(7) 0.0048(7)
  C28 0.0459(10) 0.0640(12) 0.0650(12) 0.0042(9) 0.0076(9) 0.0114(10)
  C29 0.0605(13) 0.0664(13) 0.0685(13) 0.0044(10) 0.0236(10) 0.0080(10)
  C30 0.0847(15) 0.0540(11) 0.0485(11) 0.0050(10) 0.0223(10) 0.0049(9)
  C31 0.0650(12) 0.0490(10) 0.0420(9) 0.0045(8) 0.0026(8) 0.0020(8)
  C32 0.0481(9) 0.0413(9) 0.0430(9) 0.0043(7) 0.0039(7) 0.0018(7)
  C33 0.0430(9) 0.0394(8) 0.0405(8) 0.0022(7) -0.0017(7) -0.0019(7)
  O34 0.0449(7) 0.0613(8) 0.0513(7) -0.0023(6) -0.0056(5) -0.0105(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 C2 . 1.355(3) yes
  N1 C10 . 1.399(3) yes
  N1 H1 . 0.8600 ?
  C2 O3 . 1.221(2) yes
  C2 C4 . 1.573(2) ?
  C4 N14 . 1.451(2) yes
  C4 C5 . 1.504(3) ?
  C4 C11 . 1.574(3) ?
  C5 C6 . 1.379(3) ?
  C5 C10 . 1.396(2) ?
  C6 C7 . 1.384(3) ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.382(3) ?
  C7 H7 . 0.9300 ?
  C8 C9 . 1.381(3) ?
  C8 H8 . 0.9300 ?
  C9 C10 . 1.378(3) ?
  C9 H9 . 0.9300 ?
  C11 C33 . 1.536(2) ?
  C11 C25 . 1.542(2) ?
  C11 C12 . 1.548(2) ?
  C12 C16 . 1.516(3) ?
  C12 C13 . 1.531(3) ?
  C12 H12 . 0.9800 ?
  C13 N14 . 1.456(3) yes
  C13 H13A . 0.9700 ?
  C13 H13B . 0.9700 ?
  N14 C15 . 1.454(3) yes
  C15 H15A . 0.9600 ?
  C15 H15B . 0.9600 ?
  C15 H15C . 0.9600 ?
  C16 C24 . 1.384(3) ?
  C16 C17 . 1.396(3) ?
  C17 C18 . 1.382(3) ?
  C17 H17 . 0.9300 ?
  C18 C19 . 1.372(3) ?
  C18 H18 . 0.9300 ?
  C19 C20 . 1.372(3) ?
  C19 H19 . 0.9300 ?
  C20 C24 . 1.378(3) ?
  C20 N21 . 1.471(3) yes
  N21 O23 . 1.220(3) yes
  N21 O22 . 1.226(3) yes
  C24 H24 . 0.9300 ?
  C25 O26 . 1.206(2) yes
  C25 C27 . 1.475(3) ?
  C27 C32 . 1.387(2) ?
  C27 C28 . 1.393(3) ?
  C28 C29 . 1.376(3) ?
  C28 H28 . 0.9300 ?
  C29 C30 . 1.381(3) ?
  C29 H29 . 0.9300 ?
  C30 C31 . 1.382(3) ?
  C30 H30 . 0.9300 ?
  C31 C32 . 1.388(2) ?
  C31 H31 . 0.9300 ?
  C32 C33 . 1.480(2) ?
  C33 O34 . 1.206(2) yes