##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Ethyl 2-(1H-indol-3-yl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-
4-nitro-3-(p-tolyl)pyrrolidine-2-carboxylate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C39 H38 N4 O6'
_chemical_formula_sum     'C39 H38 N4 O6'
_chemical_formula_iupac     'C39 H38 N4 O6'
_chemical_formula_weight     658.73
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'C c'
_symmetry_space_group_name_Hall     'C -2yc'
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     11.2689(8)
_cell_length_b     35.612(2)
_cell_length_c     8.8848(6)
_cell_angle_alpha     90.00
_cell_angle_beta     99.7850(10)
_cell_angle_gamma     90.00
_cell_volume     3513.7(4)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     2058
_cell_measurement_theta_min     1.14
_cell_measurement_theta_max     25.00
_cell_measurement_temperature     293(2)
_exptl_crystal_description     Block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.27
_exptl_crystal_size_mid     0.24
_exptl_crystal_size_min     0.23
_exptl_crystal_density_diffrn     1.245
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1392
_exptl_absorpt_coefficient_mu     0.085
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device     'Bruker SMART APEX CCD'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     20233
_diffrn_reflns_av_R_equivalents     0.0230
_diffrn_reflns_av_sigmaI/netI     0.0171
_diffrn_reflns_theta_min     1.14
_diffrn_reflns_theta_max     28.01
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.979
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -46
_diffrn_reflns_limit_k_max     46
_diffrn_reflns_limit_l_min     -11
_diffrn_reflns_limit_l_max     11
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     4167
_reflns_number_gt     3771
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0572
_refine_ls_R_factor_gt     0.0526
_refine_ls_wR_factor_gt     0.1394
_refine_ls_wR_factor_ref     0.1470
_refine_ls_goodness_of_fit_ref     1.127
_refine_ls_restrained_S_all     1.127
_refine_ls_number_reflns     4167
_refine_ls_number_parameters     446
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0919P)²+0.4686P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.359
_refine_diff_density_min     -0.247
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Bruker, 2001)'
_computing_cell_refinement     'SAINT (Bruker, 2001)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97 and PARST (Nardelli, 1995)'
loop_
    _atom_site_type_symbol
    _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
    C C1 0.5607(2) 0.09808(7) 0.6239(3) 0.0421(5) Uani d . 1 . .
    C C2 0.4572(2) 0.06998(7) 0.6594(3) 0.0411(5) Uani d . 1 . .
    H H2 0.4963 0.0466 0.6989 0.049 Uiso calc R 1 . .
    C C3 0.4086(2) 0.08909(7) 0.7907(3) 0.0448(5) Uani d . 1 . .
    H H3 0.3204 0.0888 0.7724 0.054 Uiso calc R 1 . .
    C C4 0.4569(2) 0.13011(7) 0.7897(3) 0.0442(5) Uani d . 1 . .
    H H4 0.4051 0.1433 0.7064 0.053 Uiso calc R 1 . .
    C C5 0.5317(2) 0.11692(8) 0.4665(3) 0.0463(5) Uani d . 1 . .
    H H5A 0.5130 0.0977 0.3886 0.056 Uiso calc R 1 . .
    H H5B 0.4611 0.1327 0.4630 0.056 Uiso calc R 1 . .
    C C6 0.6350(2) 0.14048(8) 0.4320(3) 0.0469(5) Uani d . 1 . .
    C C7 0.6778(3) 0.17310(8) 0.5011(4) 0.0572(7) Uani d . 1 . .
    H H7 0.6454 0.1852 0.5774 0.069 Uiso calc R 1 . .
    C C8 0.7981(3) 0.16114(8) 0.3337(3) 0.0518(6) Uani d . 1 . .
    C C9 0.8889(3) 0.16055(11) 0.2442(4) 0.0668(9) Uani d . 1 . .
    H H9 0.9473 0.1792 0.2537 0.080 Uiso calc R 1 . .
    C C10 0.8897(3) 0.13176(13) 0.1425(5) 0.0745(10) Uani d . 1 . .
    H H10 0.9490 0.1311 0.0814 0.089 Uiso calc R 1 . .
    C C11 0.8035(4) 0.10338(11) 0.1284(4) 0.0679(9) Uani d . 1 . .
    H H11 0.8061 0.0842 0.0579 0.082 Uiso calc R 1 . .
    C C12 0.7145(3) 0.10328(9) 0.2173(3) 0.0544(7) Uani d . 1 . .
    H H12 0.6572 0.0842 0.2069 0.065 Uiso calc R 1 . .
    C C13 0.7111(2) 0.13203(7) 0.3231(3) 0.0442(5) Uani d . 1 . .
    C C14 0.6807(2) 0.07714(8) 0.6373(3) 0.0480(6) Uani d . 1 . .
    C C15 0.7958(4) 0.03507(15) 0.5185(5) 0.0878(13) Uani d . 1 . .
    H H15A 0.8545 0.0537 0.5005 0.105 Uiso calc R 1 . .
    H H15B 0.8253 0.0229 0.6153 0.105 Uiso calc R 1 . .
    C C16 0.7802(6) 0.00776(18) 0.3974(8) 0.115(2) Uani d . 1 . .
    H H16A 0.7280 -0.0119 0.4207 0.172 Uiso calc R 1 . .
    H H16B 0.8570 -0.0027 0.3873 0.172 Uiso calc R 1 . .
    H H16C 0.7452 0.0197 0.3033 0.172 Uiso calc R 1 . .
    C C17 0.3610(2) 0.06007(7) 0.5243(3) 0.0436(5) Uani d . 1 . .
    C C18 0.3767(3) 0.02870(8) 0.4378(4) 0.0575(7) Uani d . 1 . .
    H H18 0.4458 0.0142 0.4632 0.069 Uiso calc R 1 . .
    C C19 0.2910(4) 0.01870(11) 0.3141(5) 0.0704(9) Uani d . 1 . .
    H H19 0.3041 -0.0023 0.2571 0.084 Uiso calc R 1 . .
    C C20 0.1863(3) 0.03908(11) 0.2727(4) 0.0691(9) Uani d . 1 . .
    C C21 0.1706(3) 0.07023(12) 0.3596(5) 0.0714(9) Uani d . 1 . .
    H H21 0.1006 0.0844 0.3350 0.086 Uiso calc R 1 . .
    C C22 0.2566(3) 0.08085(10) 0.4824(4) 0.0610(8) Uani d . 1 . .
    H H22 0.2442 0.1022 0.5377 0.073 Uiso calc R 1 . .
    C C23 0.0926(5) 0.02713(19) 0.1372(7) 0.1093(18) Uani d . 1 . .
    H H23A 0.1304 0.0243 0.0488 0.164 Uiso calc R 1 . .
    H H23B 0.0309 0.0459 0.1175 0.164 Uiso calc R 1 . .
    H H23C 0.0576 0.0037 0.1597 0.164 Uiso calc R 1 . .
    C C24 0.4591(3) 0.15366(8) 0.9319(3) 0.0488(6) Uani d . 1 . .
    H H24 0.5110 0.1428 1.0210 0.059 Uiso calc R 1 . .
    C C25 0.3338(3) 0.16696(9) 0.9692(4) 0.0572(7) Uani d . 1 . .
    H H25 0.3288 0.1628 1.0770 0.069 Uiso calc R 1 . .
    C C26 0.2190(3) 0.15520(10) 0.8664(4) 0.0596(7) Uani d . 1 . .
    C C27 0.1818(4) 0.17296(12) 0.7266(5) 0.0732(9) Uani d . 1 . .
    H H27 0.2273 0.1926 0.6969 0.088 Uiso calc R 1 . .
    C C28 0.0773(4) 0.16154(15) 0.6312(6) 0.0878(13) Uani d . 1 . .
    H H28 0.0531 0.1737 0.5385 0.105 Uiso calc R 1 . .
    C C29 0.0102(4) 0.13284(16) 0.6715(6) 0.0881(13) Uani d . 1 . .
    H H29 -0.0592 0.1252 0.6064 0.106 Uiso calc R 1 . .
    C C30 0.0455(4) 0.11496(16) 0.8098(6) 0.0856(12) Uani d . 1 . .
    H H30 -0.0001 0.0953 0.8383 0.103 Uiso calc R 1 . .
    C C31 0.1492(3) 0.12648(13) 0.9063(5) 0.0711(9) Uani d . 1 . .
    H H31 0.1718 0.1145 0.9998 0.085 Uiso calc R 1 . .
    C C32 0.3792(4) 0.20635(9) 0.9437(4) 0.0647(8) Uani d . 1 . .
    C C33 0.5897(3) 0.21341(8) 0.8833(4) 0.0606(8) Uani d . 1 . .
    C C34 0.5759(5) 0.24732(13) 0.8060(7) 0.0955(15) Uani d . 1 . .
    H H34 0.4993 0.2568 0.7711 0.115 Uiso calc R 1 . .
    C C35 0.6751(5) 0.26671(13) 0.7813(8) 0.1046(18) Uani d . 1 . .
    H H35 0.6653 0.2894 0.7291 0.126 Uiso calc R 1 . .
    C C36 0.7915(4) 0.25308(12) 0.8329(5) 0.0817(11) Uani d . 1 . .
    C C37 0.8034(4) 0.21860(13) 0.9044(6) 0.0866(13) Uani d . 1 . .
    H H37 0.8795 0.2084 0.9357 0.104 Uiso calc R 1 . .
    C C38 0.7028(4) 0.19914(10) 0.9296(5) 0.0773(11) Uani d . 1 . .
    H H38 0.7119 0.1760 0.9789 0.093 Uiso calc R 1 . .
    C C39 1.0005(5) 0.2577(2) 0.8122(8) 0.1116(18) Uani d . 1 . .
    H H39A 1.0356 0.2533 0.9169 0.167 Uiso calc R 1 . .
    H H39B 1.0522 0.2738 0.7658 0.167 Uiso calc R 1 . .
    H H39C 0.9911 0.2342 0.7585 0.167 Uiso calc R 1 . .
    N N1 0.5742(2) 0.12637(6) 0.7444(3) 0.0465(5) Uani d . 1 . .
    H H1 0.6387 0.1384 0.7812 0.056 Uiso calc R 1 . .
    N N2 0.7755(3) 0.18543(7) 0.4419(3) 0.0608(6) Uani d . 1 . .
    H H2A 0.8161 0.2055 0.4694 0.073 Uiso calc R 1 . .
    N N3 0.4581(3) 0.07141(6) 0.9431(3) 0.0527(5) Uani d . 1 . .
    N N4 0.4852(2) 0.19376(7) 0.9102(3) 0.0578(6) Uani d . 1 . .
    O O1 0.7643(2) 0.08165(9) 0.7392(4) 0.0707(7) Uani d . 1 . .
    O O2 0.68003(19) 0.05323(6) 0.5243(3) 0.0599(5) Uani d . 1 . .
    O O3 0.5522(3) 0.05385(7) 0.9573(4) 0.0714(6) Uani d . 1 . .
    O O4 0.4039(3) 0.07666(10) 1.0473(4) 0.0901(9) Uani d . 1 . .
    O O5 0.3384(3) 0.23761(8) 0.9479(5) 0.0920(9) Uani d . 1 . .
    O O6 0.8856(4) 0.27505(10) 0.8052(5) 0.1065(11) Uani d . 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    C1 N1 . 1.459(3) y
    C1 C14 . 1.531(4) ?
    C1 C5 . 1.536(4) ?
    C1 C2 . 1.608(3) ?
    C2 C17 . 1.516(4) ?
    C2 C3 . 1.530(3) ?
    C2 H2 . 0.98 ?
    C3 N3 . 1.511(4) y
    C3 C4 . 1.559(4) ?
    C3 H3 . 0.98 ?
    C4 N1 . 1.452(3) y
    C4 C24 . 1.513(4) ?
    C4 H4 . 0.98 ?
    C5 C6 . 1.508(4) ?
    C5 H5A . 0.97 ?
    C5 H5B . 0.97 ?
    C6 C7 . 1.363(4) ?
    C6 C13 . 1.430(4) ?
    C7 N2 . 1.371(4) y
    C7 H7 . 0.93 ?
    C8 N2 . 1.349(4) y
    C8 C9 . 1.399(5) ?
    C8 C13 . 1.418(4) ?
    C9 C10 . 1.368(6) ?
    C9 H9 . 0.93 ?
    C10 C11 . 1.392(6) ?
    C10 H10 . 0.93 ?
    C11 C12 . 1.379(5) ?
    C11 H11 . 0.93 ?
    C12 C13 . 1.394(4) ?
    C12 H12 . 0.93 ?
    C14 O1 . 1.201(4) y
    C14 O2 . 1.316(4) ?
    C15 C16 . 1.439(8) ?
    C15 O2 . 1.465(4) ?
    C15 H15A . 0.97 ?
    C15 H15B . 0.97 ?
    C16 H16A . 0.96 ?
    C16 H16B . 0.96 ?
    C16 H16C . 0.96 ?
    C17 C18 . 1.385(4) ?
    C17 C22 . 1.386(4) ?
    C18 C19 . 1.381(5) ?
    C18 H18 . 0.93 ?
    C19 C20 . 1.381(6) ?
    C19 H19 . 0.93 ?
    C20 C21 . 1.380(6) ?
    C20 C23 . 1.521(6) ?
    C21 C22 . 1.383(5) ?
    C21 H21 . 0.93 ?
    C22 H22 . 0.93 ?
    C23 H23A . 0.96 ?
    C23 H23B . 0.96 ?
    C23 H23C . 0.96 ?
    C24 N4 . 1.477(4) y
    C24 C25 . 1.577(4) ?
    C24 H24 . 0.98 ?
    C25 C26 . 1.511(5) ?
    C25 C32 . 1.523(5) ?
    C25 H25 . 0.98 ?
    C26 C31 . 1.373(6) ?
    C26 C27 . 1.394(5) ?
    C27 C28 . 1.390(6) ?
    C27 H27 . 0.93 ?
    C28 C29 . 1.355(8) ?
    C28 H28 . 0.93 ?
    C29 C30 . 1.382(7) ?
    C29 H29 . 0.93 ?
    C30 C31 . 1.388(6) ?
    C30 H30 . 0.93 ?
    C31 H31 . 0.93 ?
    C32 O5 . 1.207(4) y
    C32 N4 . 1.355(5) ?
    C33 C38 . 1.368(6) ?
    C33 C34 . 1.385(5) ?
    C33 N4 . 1.425(5) ?
    C34 C35 . 1.363(8) ?
    C34 H34 . 0.93 ?
    C35 C36 . 1.400(7) ?
    C35 H35 . 0.93 ?
    C36 O6 . 1.374(5) ?
    C36 C37 . 1.379(6) ?
    C37 C38 . 1.379(6) ?
    C37 H37 . 0.93 ?
    C38 H38 . 0.93 ?
    C39 O6 . 1.426(8) ?
    C39 H39A . 0.96 ?
    C39 H39B . 0.96 ?
    C39 H39C . 0.96 ?
    N1 H1 . 0.86 ?
    N2 H2A . 0.86 ?
    N3 O4 . 1.207(4) ?
    N3 O3 . 1.220(4) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    N1 C1 C14 . . 107.4(2) ?
    N1 C1 C5 . . 110.2(2) ?
    C14 C1 C5 . . 109.4(2) ?
    N1 C1 C2 . . 105.9(2) ?
    C14 C1 C2 . . 110.0(2) ?
    C5 C1 C2 . . 113.7(2) ?
    C17 C2 C3 . . 114.0(2) ?
    C17 C2 C1 . . 115.8(2) ?
    C3 C2 C1 . . 103.78(19) ?
    C17 C2 H2 . . 107.6 ?
    C3 C2 H2 . . 107.6 ?
    C1 C2 H2 . . 107.6 ?
    N3 C3 C2 . . 111.9(2) ?
    N3 C3 C4 . . 108.6(2) ?
    C2 C3 C4 . . 104.0(2) ?
    N3 C3 H3 . . 110.7 ?
    C2 C3 H3 . . 110.7 ?
    C4 C3 H3 . . 110.7 ?
    N1 C4 C24 . . 113.3(2) ?
    N1 C4 C3 . . 104.5(2) ?
    C24 C4 C3 . . 118.1(2) ?
    N1 C4 H4 . . 106.8 ?
    C24 C4 H4 . . 106.8 ?
    C3 C4 H4 . . 106.8 ?
    C6 C5 C1 . . 112.1(2) ?
    C6 C5 H5A . . 109.2 ?
    C1 C5 H5A . . 109.2 ?
    C6 C5 H5B . . 109.2 ?
    C1 C5 H5B . . 109.2 ?
    H5A C5 H5B . . 107.9 ?
    C7 C6 C13 . . 106.1(3) ?
    C7 C6 C5 . . 127.5(3) ?
    C13 C6 C5 . . 126.4(2) ?
    C6 C7 N2 . . 110.3(3) ?
    C6 C7 H7 . . 124.9 ?
    N2 C7 H7 . . 124.9 ?
    N2 C8 C9 . . 131.2(3) ?
    N2 C8 C13 . . 107.7(3) ?
    C9 C8 C13 . . 121.0(3) ?
    C10 C9 C8 . . 118.3(3) ?
    C10 C9 H9 . . 120.8 ?
    C8 C9 H9 . . 120.8 ?
    C9 C10 C11 . . 121.4(3) ?
    C9 C10 H10 . . 119.3 ?
    C11 C10 H10 . . 119.3 ?
    C12 C11 C10 . . 121.0(3) ?
    C12 C11 H11 . . 119.5 ?
    C10 C11 H11 . . 119.5 ?
    C11 C12 C13 . . 119.3(3) ?
    C11 C12 H12 . . 120.3 ?
    C13 C12 H12 . . 120.3 ?
    C12 C13 C8 . . 119.0(3) ?
    C12 C13 C6 . . 134.3(3) ?
    C8 C13 C6 . . 106.7(2) ?
    O1 C14 O2 . . 124.3(3) ?
    O1 C14 C1 . . 124.2(3) ?
    O2 C14 C1 . . 111.5(2) ?
    C16 C15 O2 . . 109.1(4) ?
    C16 C15 H15A . . 109.9 ?
    O2 C15 H15A . . 109.9 ?
    C16 C15 H15B . . 109.9 ?
    O2 C15 H15B . . 109.9 ?
    H15A C15 H15B . . 108.3 ?
    C15 C16 H16A . . 109.5 ?
    C15 C16 H16B . . 109.5 ?
    H16A C16 H16B . . 109.5 ?
    C15 C16 H16C . . 109.5 ?
    H16A C16 H16C . . 109.5 ?
    H16B C16 H16C . . 109.5 ?
    C18 C17 C22 . . 117.6(3) ?
    C18 C17 C2 . . 119.1(2) ?
    C22 C17 C2 . . 123.3(2) ?
    C19 C18 C17 . . 120.8(3) ?
    C19 C18 H18 . . 119.6 ?
    C17 C18 H18 . . 119.6 ?
    C20 C19 C18 . . 121.8(3) ?
    C20 C19 H19 . . 119.1 ?
    C18 C19 H19 . . 119.1 ?
    C21 C20 C19 . . 117.3(3) ?
    C21 C20 C23 . . 122.0(4) ?
    C19 C20 C23 . . 120.7(4) ?
    C20 C21 C22 . . 121.4(3) ?
    C20 C21 H21 . . 119.3 ?
    C22 C21 H21 . . 119.3 ?
    C21 C22 C17 . . 121.0(3) ?
    C21 C22 H22 . . 119.5 ?
    C17 C22 H22 . . 119.5 ?
    C20 C23 H23A . . 109.5 ?
    C20 C23 H23B . . 109.5 ?
    H23A C23 H23B . . 109.5 ?
    C20 C23 H23C . . 109.5 ?
    H23A C23 H23C . . 109.5 ?
    H23B C23 H23C . . 109.5 ?
    N4 C24 C4 . . 113.7(2) ?
    N4 C24 C25 . . 86.7(2) y
    C4 C24 C25 . . 117.0(2) ?
    N4 C24 H24 . . 112.3 ?
    C4 C24 H24 . . 112.3 ?
    C25 C24 H24 . . 112.3 ?
    C26 C25 C32 . . 116.1(3) ?
    C26 C25 C24 . . 119.7(2) ?
    C32 C25 C24 . . 84.8(2) y
    C26 C25 H25 . . 111.2 ?
    C32 C25 H25 . . 111.2 ?
    C24 C25 H25 . . 111.2 ?
    C31 C26 C27 . . 118.0(4) ?
    C31 C26 C25 . . 121.3(3) ?
    C27 C26 C25 . . 120.6(3) ?
    C28 C27 C26 . . 120.4(4) ?
    C28 C27 H27 . . 119.8 ?
    C26 C27 H27 . . 119.8 ?
    C29 C28 C27 . . 120.9(4) ?
    C29 C28 H28 . . 119.6 ?
    C27 C28 H28 . . 119.6 ?
    C28 C29 C30 . . 119.5(4) ?
    C28 C29 H29 . . 120.2 ?
    C30 C29 H29 . . 120.2 ?
    C29 C30 C31 . . 119.9(4) ?
    C29 C30 H30 . . 120.1 ?
    C31 C30 H30 . . 120.1 ?
    C26 C31 C30 . . 121.3(4) ?
    C26 C31 H31 . . 119.3 ?
    C30 C31 H31 . . 119.3 ?
    O5 C32 N4 . . 131.8(4) ?
    O5 C32 C25 . . 134.8(4) ?
    N4 C32 C25 . . 93.4(2) ?
    C38 C33 C34 . . 119.6(4) ?
    C38 C33 N4 . . 121.4(3) ?
    C34 C33 N4 . . 119.0(4) ?
    C35 C34 C33 . . 119.7(4) ?
    C35 C34 H34 . . 120.1 ?
    C33 C34 H34 . . 120.1 ?
    C34 C35 C36 . . 121.3(4) ?
    C34 C35 H35 . . 119.4 ?
    C36 C35 H35 . . 119.4 ?
    O6 C36 C37 . . 124.9(5) ?
    O6 C36 C35 . . 116.9(4) ?
    C37 C36 C35 . . 118.2(4) ?
    C38 C37 C36 . . 120.3(4) ?
    C38 C37 H37 . . 119.9 ?
    C36 C37 H37 . . 119.9 ?
    C33 C38 C37 . . 120.9(4) ?
    C33 C38 H38 . . 119.6 ?
    C37 C38 H38 . . 119.6 ?
    O6 C39 H39A . . 109.5 ?
    O6 C39 H39B . . 109.5 ?
    H39A C39 H39B . . 109.5 ?
    O6 C39 H39C . . 109.5 ?
    H39A C39 H39C . . 109.5 ?
    H39B C39 H39C . . 109.5 ?
    C4 N1 C1 . . 106.3(2) ?
    C4 N1 H1 . . 126.9 ?
    C1 N1 H1 . . 126.9 ?
    C8 N2 C7 . . 109.2(3) ?
    C8 N2 H2A . . 125.4 ?
    C7 N2 H2A . . 125.4 ?
    O4 N3 O3 . . 123.0(3) y
    O4 N3 C3 . . 117.7(3) y
    O3 N3 C3 . . 119.2(3) y
    C32 N4 C33 . . 131.2(3) y
    C32 N4 C24 . . 95.1(3) y
    C33 N4 C24 . . 133.3(2) y
    C14 O2 C15 . . 115.0(3) ?
    C36 O6 C39 . . 117.9(4) ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N1 C1 C2 C17 . . . . 133.3(2) ?
    C14 C1 C2 C17 . . . . -111.0(2) ?
    C5 C1 C2 C17 . . . . 12.1(3) ?
    N1 C1 C2 C3 . . . . 7.6(3) ?
    C14 C1 C2 C3 . . . . 123.4(2) ?
    C5 C1 C2 C3 . . . . -113.6(2) ?
    C17 C2 C3 N3 . . . . 131.9(2) ?
    C1 C2 C3 N3 . . . . -101.3(2) ?
    C17 C2 C3 C4 . . . . -111.1(2) ?
    C1 C2 C3 C4 . . . . 15.7(3) ?
    N3 C3 C4 N1 . . . . 84.7(3) ?
    C2 C3 C4 N1 . . . . -34.6(3) ?
    N3 C3 C4 C24 . . . . -42.2(3) ?
    C2 C3 C4 C24 . . . . -161.5(2) ?
    N1 C1 C5 C6 . . . . 66.0(3) ?
    C14 C1 C5 C6 . . . . -51.8(3) ?
    C2 C1 C5 C6 . . . . -175.2(2) ?
    C1 C5 C6 C7 . . . . -68.4(4) ?
    C1 C5 C6 C13 . . . . 108.9(3) ?
    C13 C6 C7 N2 . . . . 0.0(3) ?
    C5 C6 C7 N2 . . . . 177.8(3) ?
    N2 C8 C9 C10 . . . . 179.6(3) ?
    C13 C8 C9 C10 . . . . 2.0(5) ?
    C8 C9 C10 C11 . . . . -0.7(6) ?
    C9 C10 C11 C12 . . . . -0.3(6) ?
    C10 C11 C12 C13 . . . . -0.1(5) ?
    C11 C12 C13 C8 . . . . 1.5(4) ?
    C11 C12 C13 C6 . . . . -179.3(3) ?
    N2 C8 C13 C12 . . . . 179.5(3) ?
    C9 C8 C13 C12 . . . . -2.4(4) ?
    N2 C8 C13 C6 . . . . 0.0(3) ?
    C9 C8 C13 C6 . . . . 178.1(3) ?
    C7 C6 C13 C12 . . . . -179.4(3) ?
    C5 C6 C13 C12 . . . . 2.8(5) ?
    C7 C6 C13 C8 . . . . 0.0(3) ?
    C5 C6 C13 C8 . . . . -177.8(3) ?
    N1 C1 C14 O1 . . . . 6.5(4) ?
    C5 C1 C14 O1 . . . . 126.1(3) ?
    C2 C1 C14 O1 . . . . -108.4(3) ?
    N1 C1 C14 O2 . . . . -174.4(2) ?
    C5 C1 C14 O2 . . . . -54.8(3) ?
    C2 C1 C14 O2 . . . . 70.7(3) ?
    C3 C2 C17 C18 . . . . -148.5(3) ?
    C1 C2 C17 C18 . . . . 91.2(3) ?
    C3 C2 C17 C22 . . . . 31.3(4) ?
    C1 C2 C17 C22 . . . . -89.0(3) ?
    C22 C17 C18 C19 . . . . 0.1(5) ?
    C2 C17 C18 C19 . . . . 179.9(3) ?
    C17 C18 C19 C20 . . . . -0.7(6) ?
    C18 C19 C20 C21 . . . . 0.4(6) ?
    C18 C19 C20 C23 . . . . -179.2(5) ?
    C19 C20 C21 C22 . . . . 0.5(6) ?
    C23 C20 C21 C22 . . . . -179.9(5) ?
    C20 C21 C22 C17 . . . . -1.2(6) ?
    C18 C17 C22 C21 . . . . 0.9(5) ?
    C2 C17 C22 C21 . . . . -178.9(3) ?
    N1 C4 C24 N4 . . . . 67.8(3) ?
    C3 C4 C24 N4 . . . . -169.6(2) ?
    N1 C4 C24 C25 . . . . 166.6(2) ?
    C3 C4 C24 C25 . . . . -70.8(3) ?
    N4 C24 C25 C26 . . . . 116.5(3) ?
    C4 C24 C25 C26 . . . . 1.5(4) ?
    N4 C24 C25 C32 . . . . -0.7(2) ?
    C4 C24 C25 C32 . . . . -115.7(3) ?
    C32 C25 C26 C31 . . . . -159.2(3) ?
    C24 C25 C26 C31 . . . . 101.3(4) ?
    C32 C25 C26 C27 . . . . 21.8(4) ?
    C24 C25 C26 C27 . . . . -77.6(4) ?
    C31 C26 C27 C28 . . . . -0.2(5) ?
    C25 C26 C27 C28 . . . . 178.8(4) ?
    C26 C27 C28 C29 . . . . -0.5(7) ?
    C27 C28 C29 C30 . . . . 0.7(8) ?
    C28 C29 C30 C31 . . . . 0.0(7) ?
    C27 C26 C31 C30 . . . . 0.9(5) ?
    C25 C26 C31 C30 . . . . -178.1(3) ?
    C29 C30 C31 C26 . . . . -0.8(6) ?
    C26 C25 C32 O5 . . . . 59.0(6) ?
    C24 C25 C32 O5 . . . . 179.6(5) ?
    C26 C25 C32 N4 . . . . -119.8(3) ?
    C24 C25 C32 N4 . . . . 0.8(3) ?
    C38 C33 C34 C35 . . . . -2.1(8) ?
    N4 C33 C34 C35 . . . . 179.1(5) ?
    C33 C34 C35 C36 . . . . -0.2(9) ?
    C34 C35 C36 O6 . . . . -178.7(5) ?
    C34 C35 C36 C37 . . . . 2.6(9) ?
    O6 C36 C37 C38 . . . . 178.6(5) ?
    C35 C36 C37 C38 . . . . -2.8(8) ?
    C34 C33 C38 C37 . . . . 1.9(7) ?
    N4 C33 C38 C37 . . . . -179.3(4) ?
    C36 C37 C38 C33 . . . . 0.6(7) ?
    C24 C4 N1 C1 . . . . 170.4(2) ?
    C3 C4 N1 C1 . . . . 40.6(3) ?
    C14 C1 N1 C4 . . . . -147.6(2) ?
    C5 C1 N1 C4 . . . . 93.4(2) ?
    C2 C1 N1 C4 . . . . -30.0(3) ?
    C9 C8 N2 C7 . . . . -177.8(3) ?
    C13 C8 N2 C7 . . . . 0.0(3) ?
    C6 C7 N2 C8 . . . . 0.0(4) ?
    C2 C3 N3 O4 . . . . -160.4(3) ?
    C4 C3 N3 O4 . . . . 85.4(3) ?
    C2 C3 N3 O3 . . . . 22.4(3) ?
    C4 C3 N3 O3 . . . . -91.9(3) ?
    O5 C32 N4 C33 . . . . 7.2(7) ?
    C25 C32 N4 C33 . . . . -173.9(3) ?
    O5 C32 N4 C24 . . . . -179.7(5) ?
    C25 C32 N4 C24 . . . . -0.8(3) ?
    C38 C33 N4 C32 . . . . 144.6(4) ?
    C34 C33 N4 C32 . . . . -36.6(6) ?
    C38 C33 N4 C24 . . . . -25.9(6) ?
    C34 C33 N4 C24 . . . . 152.9(4) ?
    C4 C24 N4 C32 . . . . 118.9(3) ?
    C25 C24 N4 C32 . . . . 0.8(3) ?
    C4 C24 N4 C33 . . . . -68.2(4) ?
    C25 C24 N4 C33 . . . . 173.6(3) ?
    O1 C14 O2 C15 . . . . -7.5(5) ?
    C1 C14 O2 C15 . . . . 173.4(3) ?
    C16 C15 O2 C14 . . . . 175.7(4) ?
    C37 C36 O6 C39 . . . . 17.7(7) ?
    C35 C36 O6 C39 . . . . -161.0(5) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    C2 H2 O3 . 0.98 2.29 2.742(4) 107
    N2 H2A O5 4_554 0.86 2.05 2.829(4) 149
    C12 H12 O3 1_554 0.93 2.57 3.216(4) 127
    C16 H16A O3 2_554 0.96 2.55 3.488(7) 167
data_global
_journal_date_recd_electronic     2007-03-15
_journal_date_accepted     2007-03-25
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue      5
_journal_page_first     o2221
_journal_page_last     o2223
_journal_paper_category     EO
_journal_coeditor_code     CI2318
_publ_contact_author_name     'Prof.D.Velmurugan'
_publ_contact_author_address
;   Department of Crystallography and Biophysics
    University of Madras
    Guindy Campus
    Chennai 600 025
    India
;
_publ_contact_author_email     d_velu@yahoo.com
_publ_contact_author_fax     '044 091 2235 2494'
_publ_contact_author_phone     '044 091 2235 1367'
_publ_section_title
;
Ethyl
2-(1H-indol-3-yl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-
4-nitro-3-(p-tolyl)pyrrolidine-2-carboxylate
;
loop_
    _publ_author_name
    _publ_author_address
    'G. T. Sruthi'
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'D. Gayathri'
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'D. Velmurugan'
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'K. Ravikumar'
;     Laboratory of X-ray Crystallography
      Indian Institute of Chemical Technology
      Hyderabad 500 007
      India
;
    'N. Arumugam'
;     Department of Organic Chemistry
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
