#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2202135.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2202135
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o711
_journal_page_last  o712
_publ_section_title
;
1''-Benzyl-5''-benzylidene-1'-methyl-4'-phenyl-1H-indole-3-spiro-2'-
pyrrolidine-3'-spiro-3''-piperidine-2(3H),3''-dione
;
loop_
_publ_author_name
  'Li, Xiao-Fang'
  'Feng, Ya-Qing'
  'Hu, Xiao-Fen'
  'Xu, Mian'
_chemical_formula_moiety  'C36 H33 N3 O2'
_chemical_formula_sum  'C36 H33 N3 O2'
_chemical_formula_iupac  'C36 H33 N3 O2'
_chemical_formula_weight  539.65
_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  8.535(3)
_cell_length_b  11.441(4)
_cell_length_c  15.682(6)
_cell_angle_alpha  102.027(7)
_cell_angle_beta  92.423(7)
_cell_angle_gamma  100.637(7)
_cell_volume  1466.8(10)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.222
_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 0.3290(3) 0.5441(2) 0.19416(15) 0.0464(7) Uani d . 1 . . N
  N2 -0.0016(3) 0.7926(3) 0.22094(17) 0.0584(8) Uani d . 1 . . N
  N3 -0.0354(3) 0.4988(2) 0.10941(15) 0.0521(7) Uani d . 1 . . N
  H3A -0.0542 0.4452 0.0609 0.062 Uiso calc R 1 . . H
  O1 0.1237(3) 0.6503(2) 0.06047(13) 0.0611(7) Uani d . 1 . . O
  O2 0.2191(3) 0.7492(2) 0.41867(13) 0.0623(7) Uani d . 1 . . O
  C1 0.3621(4) 0.6767(3) 0.20849(19) 0.0472(8) Uani d . 1 . . C
  H1A 0.3601 0.7006 0.1527 0.057 Uiso calc R 1 . . H
  H1B 0.4677 0.7095 0.2386 0.057 Uiso calc R 1 . . H
  C2 0.3736(4) 0.5101(3) 0.27590(19) 0.0518(8) Uani d . 1 . . C
  H2A 0.4866 0.5417 0.2929 0.062 Uiso calc R 1 . . H
  H2B 0.3546 0.4220 0.2671 0.062 Uiso calc R 1 . . H
  C3 0.2772(4) 0.5607(3) 0.34652(18) 0.0455(8) Uani d . 1 . . C
  C4 0.2428(3) 0.6845(3) 0.35056(19) 0.0469(8) Uani d . 1 . . C
  C5 0.2364(4) 0.7276(3) 0.26335(18) 0.0447(8) Uani d . 1 . . C
  C6 0.2577(4) 0.8684(3) 0.2798(2) 0.0524(9) Uani d . 1 . . C
  H6 0.2227 0.8954 0.3381 0.063 Uiso calc R 1 . . H
  C7 0.1325(4) 0.8871(3) 0.2147(2) 0.0655(10) Uani d . 1 . . C
  H7A 0.1068 0.9675 0.2314 0.079 Uiso calc R 1 . . H
  H7B 0.1676 0.8759 0.1560 0.079 Uiso calc R 1 . . H
  C8 0.0597(4) 0.6802(3) 0.21619(18) 0.0481(8) Uani d . 1 . . C
  C9 0.0591(4) 0.6091(3) 0.11943(19) 0.0485(8) Uani d . 1 . . C
  C10 -0.1000(4) 0.4817(3) 0.18775(18) 0.0468(8) Uani d . 1 . . C
  C11 -0.0524(4) 0.5884(3) 0.25167(18) 0.0469(8) Uani d . 1 . . C
  C12 -0.1153(4) 0.5948(4) 0.33169(19) 0.0569(9) Uani d . 1 . . C
  H12 -0.0910 0.6668 0.3743 0.068 Uiso calc R 1 . . H
  C13 -0.2137(4) 0.4943(4) 0.3479(2) 0.0634(10) Uani d . 1 . . C
  H13 -0.2550 0.4986 0.4022 0.076 Uiso calc R 1 . . H
  C14 -0.2526(4) 0.3871(4) 0.2856(2) 0.0634(10) Uani d . 1 . . C
  H14 -0.3155 0.3189 0.2990 0.076 Uiso calc R 1 . . H
  C15 -0.1985(4) 0.3802(3) 0.2029(2) 0.0583(9) Uani d . 1 . . C
  H15 -0.2278 0.3094 0.1593 0.070 Uiso calc R 1 . . H
  C16 0.4123(4) 0.4874(3) 0.1216(2) 0.0606(10) Uani d . 1 . . C
  H16A 0.5262 0.5062 0.1389 0.073 Uiso calc R 1 . . H
  H16B 0.3956 0.5233 0.0719 0.073 Uiso calc R 1 . . H
  C17 0.3591(5) 0.3507(3) 0.0931(2) 0.0588(9) Uani d . 1 . . C
  C18 0.4556(5) 0.2844(4) 0.0435(2) 0.0753(12) Uani d . 1 . . C
  H18 0.5537 0.3239 0.0300 0.090 Uiso calc R 1 . . H
  C19 0.4078(7) 0.1594(4) 0.0135(3) 0.0939(15) Uani d . 1 . . C
  H19 0.4738 0.1157 -0.0202 0.113 Uiso calc R 1 . . H
  C20 0.2637(9) 0.0996(5) 0.0332(3) 0.1075(18) Uani d . 1 . . C
  H20 0.2318 0.0158 0.0129 0.129 Uiso calc R 1 . . H
  C21 0.1685(7) 0.1637(4) 0.0823(3) 0.0947(15) Uani d . 1 . . C
  H21 0.0715 0.1233 0.0963 0.114 Uiso calc R 1 . . H
  C22 0.2140(5) 0.2892(4) 0.1120(3) 0.0740(11) Uani d . 1 . . C
  H22 0.1464 0.3322 0.1449 0.089 Uiso calc R 1 . . H
  C23 0.2149(4) 0.5008(3) 0.40564(19) 0.0517(9) Uani d . 1 . . C
  H23 0.1514 0.5403 0.4441 0.062 Uiso calc R 1 . . H
  C24 0.2343(4) 0.3802(3) 0.41726(19) 0.0505(9) Uani d . 1 . . C
  C25 0.3816(5) 0.3487(4) 0.4197(2) 0.0659(10) Uani d . 1 . . C
  H25 0.4706 0.4034 0.4101 0.079 Uiso calc R 1 . . H
  C26 0.4014(5) 0.2397(4) 0.4358(3) 0.0808(12) Uani d . 1 . . C
  H26 0.5031 0.2214 0.4375 0.097 Uiso calc R 1 . . H
  C27 0.2733(6) 0.1573(4) 0.4496(3) 0.0809(12) Uani d . 1 . . C
  H27 0.2867 0.0822 0.4594 0.097 Uiso calc R 1 . . H
  C28 0.1244(6) 0.1863(4) 0.4490(3) 0.0809(13) Uani d . 1 . . C
  H28 0.0365 0.1309 0.4590 0.097 Uiso calc R 1 . . H
  C29 0.1045(5) 0.2974(4) 0.4335(2) 0.0699(11) Uani d . 1 . . C
  H29 0.0034 0.3168 0.4340 0.084 Uiso calc R 1 . . H
  C30 0.4274(4) 0.9372(3) 0.2810(2) 0.0567(9) Uani d . 1 . . C
  C31 0.5353(5) 0.9460(4) 0.3505(3) 0.0837(13) Uani d . 1 . . C
  H31 0.5032 0.9086 0.3959 0.100 Uiso calc R 1 . . H
  C32 0.6903(5) 1.0092(4) 0.3544(3) 0.0987(15) Uani d . 1 . . C
  H32 0.7618 1.0129 0.4017 0.118 Uiso calc R 1 . . H
  C33 0.7394(5) 1.0662(4) 0.2892(3) 0.0891(14) Uani d . 1 . . C
  H33 0.8434 1.1099 0.2920 0.107 Uiso calc R 1 . . H
  C34 0.6337(6) 1.0579(4) 0.2206(3) 0.0923(15) Uani d . 1 . . C
  H34 0.6661 1.0955 0.1753 0.111 Uiso calc R 1 . . H
  C35 0.4790(5) 0.9948(3) 0.2166(2) 0.0744(12) Uani d . 1 . . C
  H35 0.4082 0.9914 0.1690 0.089 Uiso calc R 1 . . H
  C36 -0.1439(5) 0.7821(4) 0.1619(3) 0.0804(12) Uani d . 1 . . C
  H36A -0.1814 0.8575 0.1735 0.121 Uiso calc R 1 . . H
  H36B -0.2264 0.7176 0.1711 0.121 Uiso calc R 1 . . H
  H36C -0.1172 0.7642 0.1023 0.121 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 0.0580(16) 0.0462(16) 0.0383(14) 0.0167(14) 0.0087(12) 0.0098(12)
  N2 0.0595(18) 0.0513(18) 0.0610(17) 0.0175(16) -0.0123(14) 0.0024(14)
  N3 0.0659(18) 0.0519(18) 0.0319(14) 0.0055(15) 0.0017(12) 0.0010(12)
  O1 0.0765(16) 0.0631(15) 0.0368(12) -0.0011(13) -0.0012(11) 0.0101(11)
  O2 0.0771(16) 0.0704(16) 0.0369(12) 0.0244(14) 0.0015(11) -0.0019(11)
  C1 0.0524(19) 0.049(2) 0.0395(16) 0.0098(17) 0.0026(14) 0.0089(14)
  C2 0.056(2) 0.059(2) 0.0472(18) 0.0217(18) 0.0098(15) 0.0163(16)
  C3 0.0463(18) 0.054(2) 0.0364(16) 0.0154(16) -0.0010(14) 0.0078(15)
  C4 0.0426(18) 0.058(2) 0.0374(17) 0.0119(17) -0.0011(14) 0.0029(16)
  C5 0.0510(19) 0.0461(19) 0.0358(16) 0.0117(16) -0.0013(14) 0.0052(14)
  C6 0.065(2) 0.045(2) 0.0421(17) 0.0117(18) -0.0049(15) 0.0001(15)
  C7 0.083(3) 0.048(2) 0.065(2) 0.021(2) -0.0129(19) 0.0061(17)
  C8 0.057(2) 0.0458(19) 0.0371(16) 0.0109(17) -0.0064(14) 0.0004(14)
  C9 0.054(2) 0.052(2) 0.0361(17) 0.0082(18) -0.0031(15) 0.0055(15)
  C10 0.0498(19) 0.053(2) 0.0377(16) 0.0130(17) -0.0002(14) 0.0097(15)
  C11 0.0449(18) 0.058(2) 0.0366(16) 0.0154(16) -0.0011(14) 0.0032(15)
  C12 0.0481(19) 0.080(3) 0.0396(18) 0.019(2) 0.0003(15) 0.0008(17)
  C13 0.047(2) 0.099(3) 0.047(2) 0.016(2) 0.0077(16) 0.020(2)
  C14 0.056(2) 0.077(3) 0.061(2) 0.011(2) 0.0089(18) 0.024(2)
  C15 0.061(2) 0.053(2) 0.059(2) 0.0101(19) 0.0026(17) 0.0087(17)
  C16 0.074(2) 0.059(2) 0.053(2) 0.020(2) 0.0185(18) 0.0120(17)
  C17 0.084(3) 0.058(2) 0.0394(18) 0.027(2) 0.0015(17) 0.0109(16)
  C18 0.112(3) 0.077(3) 0.046(2) 0.049(3) 0.004(2) 0.008(2)
  C19 0.151(5) 0.077(3) 0.061(3) 0.065(3) -0.003(3) -0.003(2)
  C20 0.167(6) 0.063(3) 0.091(4) 0.039(4) -0.029(4) 0.007(3)
  C21 0.119(4) 0.060(3) 0.101(4) 0.010(3) -0.020(3) 0.020(3)
  C22 0.089(3) 0.058(3) 0.076(3) 0.019(2) 0.002(2) 0.015(2)
  C23 0.054(2) 0.064(2) 0.0394(17) 0.0189(18) 0.0056(15) 0.0097(16)
  C24 0.055(2) 0.059(2) 0.0394(17) 0.0129(19) 0.0093(15) 0.0118(15)
  C25 0.065(2) 0.072(3) 0.072(2) 0.019(2) 0.0164(19) 0.033(2)
  C26 0.083(3) 0.087(3) 0.090(3) 0.036(3) 0.019(2) 0.040(3)
  C27 0.111(4) 0.064(3) 0.071(3) 0.020(3) 0.004(2) 0.019(2)
  C28 0.089(3) 0.066(3) 0.079(3) -0.013(3) 0.002(2) 0.020(2)
  C29 0.061(2) 0.079(3) 0.065(2) 0.003(2) -0.0015(18) 0.018(2)
  C30 0.073(2) 0.0384(19) 0.053(2) 0.0081(18) -0.0017(18) 0.0008(16)
  C31 0.072(3) 0.092(3) 0.077(3) -0.013(3) -0.021(2) 0.027(2)
  C32 0.078(3) 0.103(4) 0.106(4) -0.006(3) -0.022(3) 0.029(3)
  C33 0.078(3) 0.066(3) 0.107(4) -0.012(2) -0.001(3) 0.007(3)
  C34 0.114(4) 0.069(3) 0.082(3) -0.011(3) 0.009(3) 0.017(2)
  C35 0.092(3) 0.056(2) 0.064(2) -0.004(2) -0.008(2) 0.009(2)
  C36 0.072(3) 0.079(3) 0.090(3) 0.029(2) -0.021(2) 0.010(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 C1 . 1.458(4) ?
  N1 C16 . 1.468(4) y
  N1 C2 . 1.470(4) ?
  N2 C7 . 1.445(4) ?
  N2 C8 . 1.465(4) ?
  N2 C36 . 1.467(4) y
  N3 C9 . 1.341(4) ?
  N3 C10 . 1.403(4) y
  N3 H3A . 0.8600 ?
  O1 C9 . 1.229(3) y
  O2 C4 . 1.214(3) ?
  C1 C5 . 1.527(4) ?
  C1 H1A . 0.9700 ?
  C1 H1B . 0.9700 ?
  C2 C3 . 1.491(4) ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C3 C23 . 1.336(4) ?
  C3 C4 . 1.488(4) ?
  C4 C5 . 1.550(4) ?
  C5 C6 . 1.553(4) ?
  C5 C8 . 1.597(4) ?
  C6 C30 . 1.513(5) ?
  C6 C7 . 1.521(5) ?
  C6 H6 . 0.9800 ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C8 C11 . 1.499(4) ?
  C8 C9 . 1.564(4) ?
  C10 C15 . 1.372(4) ?
  C10 C11 . 1.390(4) ?
  C11 C12 . 1.379(4) ?
  C12 C13 . 1.369(5) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.375(5) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.388(5) ?
  C14 H14 . 0.9300 ?
  C15 H15 . 0.9300 ?
  C16 C17 . 1.510(5) ?
  C16 H16A . 0.9700 ?
  C16 H16B . 0.9700 ?
  C17 C18 . 1.377(5) ?
  C17 C22 . 1.383(5) ?
  C18 C19 . 1.387(6) ?
  C18 H18 . 0.9300 ?
  C19 C20 . 1.373(7) ?
  C19 H19 . 0.9300 ?
  C20 C21 . 1.352(7) ?
  C20 H20 . 0.9300 ?
  C21 C22 . 1.389(6) ?
  C21 H21 . 0.9300 ?
  C22 H22 . 0.9300 ?
  C23 C24 . 1.467(5) ?
  C23 H23 . 0.9300 ?
  C24 C25 . 1.372(5) ?
  C24 C29 . 1.389(4) ?
  C25 C26 . 1.361(5) ?
  C25 H25 . 0.9300 ?
  C26 C27 . 1.362(5) ?
  C26 H26 . 0.9300 ?
  C27 C28 . 1.371(6) ?
  C27 H27 . 0.9300 ?
  C28 C29 . 1.381(6) ?
  C28 H28 . 0.9300 ?
  C29 H29 . 0.9300 ?
  C30 C35 . 1.361(5) ?
  C30 C31 . 1.372(5) ?
  C31 C32 . 1.377(5) ?
  C31 H31 . 0.9300 ?
  C32 C33 . 1.364(6) ?
  C32 H32 . 0.9300 ?
  C33 C34 . 1.351(6) ?
  C33 H33 . 0.9300 ?
  C34 C35 . 1.375(5) ?
  C34 H34 . 0.9300 ?
  C35 H35 . 0.9300 ?
  C36 H36A . 0.9600 ?
  C36 H36B . 0.9600 ?
  C36 H36C . 0.9600 ?