#------------------------------------------------------------------------------
#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/09/4020969.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_4020969
loop_
_publ_author_name
'Rosa L. Meza-León'
'David Crich'
'Sylvain Bernès'
'Leticia Quintero'
_publ_section_title
;
 Endo-Selective Quenching of Hexahydropyrrolo[2,3-b]indole-Based
 N-Acyliminium Ions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3976
_journal_page_last               3978
_journal_paper_doi               10.1021/jo049757p
_journal_volume                  69
_journal_year                    2004
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H24 N2 O4 S Se'
_chemical_formula_sum            'C25 H24 N2 O4 S Se'
_chemical_formula_weight         527.48
_space_group_IT_number           18
_space_group_name_Hall           'P 2bc 2'
_space_group_name_H-M_alt        'P 2 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      18
_symmetry_space_group_name_Hall  'P 2bc 2'
_symmetry_space_group_name_H-M   'P 2 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2339(7)
_cell_length_b                   9.2254(10)
_cell_length_c                   35.142(3)
_cell_measurement_temperature    296(1)
_cell_volume                     2345.2(4)
_diffrn_ambient_temperature      296(1)
_exptl_crystal_density_diffrn    1.494
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4020969
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, -z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.31193(8) 0.35663(6) 0.287369(15) 0.04755(19) Uani 1 1 d . . .
S1 S 0.2086(2) 0.00158(15) 0.41669(4) 0.0489(4) Uani 1 1 d . . .
N1 N 0.0886(6) 0.1187(5) 0.31474(11) 0.0410(10) Uani 1 1 d . . .
C2 C 0.0689(7) 0.2528(5) 0.29482(15) 0.0403(12) Uani 1 1 d . . .
H2A H 0.0110 0.2353 0.2700 0.048 Uiso 1 1 calc R . .
C3 C -0.0633(8) 0.3394(7) 0.32008(15) 0.0498(14) Uani 1 1 d . . .
H3A H -0.1911 0.3190 0.3137 0.060 Uiso 1 1 calc R . .
H3B H -0.0415 0.4428 0.3176 0.060 Uiso 1 1 calc R . .
C3A C -0.0167(8) 0.2860(6) 0.36063(15) 0.0440(13) Uani 1 1 d . . .
H3AA H -0.1243 0.2924 0.3775 0.053 Uiso 1 1 calc R . .
C3B C 0.1502(7) 0.3565(6) 0.37814(13) 0.0441(12) Uani 1 1 d . . .
C4 C 0.1822(11) 0.5032(6) 0.38599(16) 0.0581(15) Uani 1 1 d . . .
H4A H 0.0910 0.5724 0.3817 0.070 Uiso 1 1 calc R . .
C5 C 0.3534(11) 0.5422(7) 0.40024(19) 0.070(2) Uani 1 1 d . . .
H5A H 0.3774 0.6389 0.4058 0.084 Uiso 1 1 calc R . .
C6 C 0.4901(11) 0.4389(9) 0.4063(2) 0.072(2) Uani 1 1 d . . .
H6A H 0.6059 0.4676 0.4150 0.086 Uiso 1 1 calc R . .
C7 C 0.4553(9) 0.2941(7) 0.39963(17) 0.0556(16) Uani 1 1 d . . .
H7A H 0.5455 0.2243 0.4041 0.067 Uiso 1 1 calc R . .
C7A C 0.2830(8) 0.2555(5) 0.38610(14) 0.0387(12) Uani 1 1 d . . .
N8 N 0.2181(6) 0.1113(4) 0.37921(11) 0.0399(10) Uani 1 1 d . . .
C8A C 0.0479(7) 0.1266(6) 0.35556(13) 0.0393(12) Uani 1 1 d . . .
H8AA H -0.0482 0.0574 0.3631 0.047 Uiso 1 1 calc R . .
C9 C 0.1291(7) -0.0078(6) 0.29587(14) 0.0387(12) Uani 1 1 d . . .
O10 O 0.1474(6) -0.0166(4) 0.26205(10) 0.0527(10) Uani 1 1 d . . .
O11 O 0.1454(5) -0.1175(4) 0.32053(10) 0.0475(10) Uani 1 1 d . . .
C12 C 0.2008(10) -0.2545(6) 0.30438(16) 0.0518(13) Uani 1 1 d . . .
H12A H 0.2086 -0.3260 0.3242 0.078 Uiso 1 1 calc R . .
H12B H 0.3194 -0.2441 0.2924 0.078 Uiso 1 1 calc R . .
H12C H 0.1113 -0.2845 0.2858 0.078 Uiso 1 1 calc R . .
C13 C 0.3230(7) 0.3639(6) 0.23280(13) 0.0419(11) Uani 1 1 d . . .
C14 C 0.2933(9) 0.2432(6) 0.20993(16) 0.0530(13) Uani 1 1 d . . .
H14A H 0.2594 0.1550 0.2207 0.064 Uiso 1 1 calc R . .
C14' C 0.3772(7) 0.4945(6) 0.21642(17) 0.0505(14) Uani 1 1 d . . .
H14B H 0.3970 0.5758 0.2315 0.061 Uiso 1 1 calc R . .
C15 C 0.3146(11) 0.2554(7) 0.17108(17) 0.0645(17) Uani 1 1 d . . .
H15A H 0.2922 0.1749 0.1558 0.077 Uiso 1 1 calc R . .
C15' C 0.4013(9) 0.5022(8) 0.17746(19) 0.0624(17) Uani 1 1 d . . .
H15B H 0.4405 0.5887 0.1665 0.075 Uiso 1 1 calc R . .
C16 C 0.3676(9) 0.3824(9) 0.15436(18) 0.069(2) Uani 1 1 d . . .
H16A H 0.3810 0.3887 0.1281 0.082 Uiso 1 1 calc R . .
O17 O 0.3933(6) -0.0120(5) 0.43010(12) 0.0684(13) Uani 1 1 d . . .
O18 O 0.1058(7) -0.1236(4) 0.40563(11) 0.0643(12) Uani 1 1 d . . .
C19 C 0.0805(9) 0.0979(6) 0.45080(14) 0.0500(15) Uani 1 1 d . . .
C20 C 0.1694(11) 0.1862(7) 0.47655(16) 0.0651(18) Uani 1 1 d . . .
H20A H 0.2976 0.1938 0.4761 0.078 Uiso 1 1 calc R . .
C20' C -0.1094(9) 0.0878(8) 0.45093(17) 0.0632(18) Uani 1 1 d . . .
H20B H -0.1705 0.0292 0.4334 0.076 Uiso 1 1 calc R . .
C21 C 0.0679(14) 0.2633(8) 0.5030(2) 0.084(2) Uani 1 1 d . . .
H21A H 0.1288 0.3219 0.5205 0.101 Uiso 1 1 calc R . .
C21' C -0.2085(12) 0.1677(9) 0.47808(19) 0.083(2) Uani 1 1 d . . .
H21B H -0.3368 0.1609 0.4785 0.100 Uiso 1 1 calc R . .
C22 C -0.1234(14) 0.2545(9) 0.5038(2) 0.088(3) Uani 1 1 d . . .
C23 C -0.2321(17) 0.3356(11) 0.5342(2) 0.149(5) Uani 1 1 d . . .
H23A H -0.3597 0.3410 0.5269 0.223 Uiso 1 1 calc R . .
H23B H -0.1832 0.4318 0.5369 0.223 Uiso 1 1 calc R . .
H23C H -0.2217 0.2852 0.5580 0.223 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C13 1.920(4) . ?
Se1 C2 2.019(5) . ?
S1 O17 1.423(5) . ?
S1 O18 1.427(5) . ?
S1 N8 1.662(4) . ?
S1 C19 1.757(6) . ?
N1 C9 1.374(7) . ?
N1 C2 1.429(7) . ?
N1 C8A 1.466(6) . ?
C2 C3 1.530(7) . ?
C2 H2A 0.9800 . ?
C3 C3A 1.545(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3A C3B 1.503(8) . ?
C3A C8A 1.553(8) . ?
C3A H3AA 0.9800 . ?
C3B C7A 1.367(7) . ?
C3B C4 1.400(8) . ?
C4 C5 1.384(10) . ?
C4 H4A 0.9300 . ?
C5 C6 1.389(10) . ?
C5 H5A 0.9300 . ?
C6 C7 1.380(9) . ?
C6 H6A 0.9300 . ?
C7 C7A 1.380(8) . ?
C7 H7A 0.9300 . ?
C7A N8 1.432(7) . ?
N8 C8A 1.492(7) . ?
C8A H8AA 0.9800 . ?
C9 O10 1.199(6) . ?
C9 O11 1.337(6) . ?
O11 C12 1.442(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.391(8) . ?
C13 C14' 1.392(8) . ?
C14 C15 1.378(8) . ?
C14 H14A 0.9300 . ?
C14' C15' 1.382(9) . ?
C14' H14B 0.9300 . ?
C15 C16 1.366(9) . ?
C15 H15A 0.9300 . ?
C15' C16 1.394(10) . ?
C15' H15B 0.9300 . ?
C16 H16A 0.9300 . ?
C19 C20' 1.376(9) . ?
C19 C20 1.377(9) . ?
C20 C21 1.382(9) . ?
C20 H20A 0.9300 . ?
C20' C21' 1.403(9) . ?
C20' H20B 0.9300 . ?
C21 C22 1.386(12) . ?
C21 H21A 0.9300 . ?
C21' C22 1.355(12) . ?
C21' H21B 0.9300 . ?
C22 C23 1.524(10) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9378376
