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#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/06/2000692.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2000692
loop_
_publ_author_name
'Agmon, I.'
'Ashkenazi, P.'
'Kaftory, M.'
_publ_section_title
;
 Structure of Diels-Alder reaction adducts of certain propellanes with
 4-phenyl-1,2,4-triazoline-3,5-dione
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1479
_journal_page_last               1484
_journal_paper_doi               10.1107/S0108270192001069
_journal_volume                  48
_journal_year                    1992
_chemical_formula_sum            'C20 H19 N3 O4'
_chemical_formula_weight         365.39
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.096(6)
_cell_length_b                   12.653(6)
_cell_length_c                   10.696(5)
_cell_volume                     1772.4(14)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71069
_exptl_absorpt_coefficient_mu    0.058
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             768
_cod_data_source_file            ge0276.cif
_cod_data_source_block           ge0276c
_cod_original_cell_volume        1772.36
_cod_database_code               2000692
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .0512(3) .2102(3) 1.0067(3) .0610(10)
O(2) -.0219(3) .0120(4) .6629(4) .0800(10)
O(3) .4698(2) .1505(3) .6467(3) .0540(10)
O(4) .3415(3) -.0134(3) .8350(3) .0640(10)
N(1) .1532(3) .1367(3) .8516(3) .0410(10)
N(2) -.0111(3) .0980(3) .8548(4) .0450(10)
N(3) .1296(3) .0740(3) .7441(3) .0440(10)
C(1) .2274(3) .2230(3) .8210(4) .0380(10)
C(2) .1817(3) .2841(4) .7142(5) .0470(10)
C(3) .1599(4) .2270(4) .6149(4) .0470(10)
C(4) .1840(3) .1098(4) .6301(4) .0430(10)
C(5) .2971(3) .0945(4) .6633(4) .0390(10)
C(6) .3241(3) .1650(3) .7778(4) .0360(10)
C(7) .0623(3) .1562(4) .9152(4) .0440(10)
C(8) .0258(4) .0573(4) .7420(5) .0550(10)
C(9) -.1151(3) .0874(4) .8922(4) .0440(10)
C(10) -.1394(4) .0218(4) .9907(5) .0500(10)
C(11) -.2426(4) .0124(5) 1.0236(6) .0620(10)
C(12) -.3168(4) .0653(5) .9585(5) .061(2)
C(13) -.2905(4) .1277(5) .8629(5) .067(2)
C(14) -.1894(4) .1417(5) .8284(5) .0630(10)
C(15) .3727(3) .1610(4) .5849(4) .0470(10)
C(16) .3971(3) .2287(4) .6923(4) .0420(10)
C(17) .3266(4) -.0169(4) .7016(5) .0540(10)
C(18) .3697(4) .0900(4) .8733(5) .0550(10)
C(19) .4333(4) .3401(4) .7054(5) .0610(10)
C(20) .3722(4) .1789(5) .4468(4) .0650(10)
H(1) .239(3) .265(3) .892(4) ?
H(2) .165(4) .354(4) .719(5) ?
H(3) .128(3) .246(4) .540(4) ?
H(4) .157(3) .069(3) .559(4) ?
H(10) -.080(4) -.014(4) 1.037(5) ?
H(11) -.261(5) -.029(4) 1.101(6) ?
H(12) -.391(4) .051(4) .983(5) ?
H(13) -.341(3) .168(3) .833(4) ?
H(14) -.182(3) .181(3) .765(5) ?
H(171) .395(3) -.041(3) .659(4) ?
H(172) .270(3) -.065(3) .695(4) ?
H(181) .445(3) .101(3) .871(4) ?
H(182) .342(3) .101(3) .963(4) ?
H(191) .367(3) .397(3) .724(4) ?
H(192) .475(6) .348(6) .777(8) ?
H(193) .474(4) .356(5) .618(6) ?
H(201) .309(4) .192(4) .416(6) ?
H(202) .427(5) .243(6) .425(6) ?
H(203) .396(7) .131(7) .408(8) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) C(7) 1.202(5)
O(2) C(8) 1.198(6)
O(3) C(15) 1.440(5)
O(3) C(16) 1.457(5)
O(4) C(17) 1.441(6)
O(4) C(18) 1.419(6)
N(1) N(3) 1.431(5)
N(1) C(1) 1.498(5)
N(1) C(7) 1.393(5)
N(2) C(7) 1.372(5)
N(2) C(8) 1.398(6)
N(2) C(9) 1.426(5)
N(3) C(4) 1.483(5)
N(3) C(8) 1.377(5)
C(1) C(2) 1.504(6)
C(1) C(6) 1.535(5)
C(2) C(3) 1.315(6)
C(3) C(4) 1.526(6)
C(4) C(5) 1.535(5)
C(5) C(6) 1.557(6)
C(5) C(15) 1.546(6)
C(5) C(17) 1.518(6)
C(6) C(16) 1.550(5)
C(6) C(18) 1.516(6)
C(9) C(10) 1.379(6)
C(9) C(14) 1.373(7)
C(10) C(11) 1.403(7)
C(11) C(12) 1.369(7)
C(12) C(13) 1.337(8)
C(13) C(14) 1.386(7)
C(15) C(16) 1.468(6)
C(15) C(20) 1.494(6)
C(16) C(19) 1.494(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 13621912