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#$Date: 2022-02-17 14:51:40 +0200 (Thu, 17 Feb 2022) $
#$Revision: 273005 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/04/4020447.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_4020447
loop_
_publ_author_name
'Pham, Tien Q.'
'Pyne, Stephen G.'
'Skelton, Brian W.'
'White, Allan H.'
_publ_section_title
;
 Synthesis of Carbocyclic Hydantocidins via Regioselective and
 Diastereoselective Phosphine-Catalyzed [3 + 2]-Cycloadditions
 to 5-Methylenehydantoins
;
_journal_coden_ASTM              JOCEAH
_journal_issue                   16
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6369
_journal_page_last               6377
_journal_paper_doi               10.1021/jo050827h
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C6 H6 N2 O3'
_chemical_formula_sum            'C6 H6 N2 O3'
_chemical_formula_weight         154.13
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_cell_angle_alpha                107.757(2)
_cell_angle_beta                 103.321(2)
_cell_angle_gamma                115.075(2)
_cell_formula_units_Z            2
_cell_length_a                   7.2232(8)
_cell_length_b                   7.5093(9)
_cell_length_c                   7.8888(9)
_cell_measurement_temperature    150(2)
_cell_volume                     335.49(7)
_exptl_crystal_density_diffrn    1.526
_cod_database_code               4020447
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
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_calc_attached_atom
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 .29573(10) .20838(10) .46669(9) .01543(16) Uani ? ? 1.00000 ? ?
C1 .41782(13) .13551(13) .38403(11) .0186(2) Uani ? ? 1.00000 ? ?
O1 .61988(10) .23229(12) .48220(10) .0262(2) Uani ? ? 1.00000 ? ?
C11 .29929(17) -.05295(16) .18332(13) .0273(3) Uani ? ? 1.00000 ? ?
C2 .06517(11) .13063(12) .36963(10) .01680(18) Uani ? ? 1.00000 ? ?
O2 -.06673(10) -.02130(10) .20923(9) .02596(18) Uani ? ? 1.00000 ? ?
N3 .01951(11) .26036(12) .49639(10) .02038(19) Uani ? ? 1.00000 ? ?
C4 .20306(13) .41768(13) .67201(11) .0202(2) Uani ? ? 1.00000 ? ?
O4 .20672(13) .55078(12) .80866(10) .0334(2) Uani ? ? 1.00000 ? ?
C5 .39060(12) .38730(11) .65639(10) .01634(17) Uani ? ? 1.00000 ? ?
C51 .59664(13) .50964(14) .80026(12) .0232(2) Uani ? ? 1.00000 ? ?
H11a .174(2) -.186(2) .176(2) .038(4) Uiso ? ? 1.00000 ? ?
H11b .411(3) -.087(2) .153(2) .050(4) Uiso ? ? 1.00000 ? ?
H11c .233(2) -.016(2) .091(2) .039(4) Uiso ? ? 1.00000 ? ?
H3 -.114(3) .241(2) .473(2) .041(4) Uiso ? ? 1.00000 ? ?
H51a .721(2) .490(2) .7937(18) .028(3) Uiso ? ? 1.00000 ? ?
H51b .622(2) .624(2) .921(2) .036(3) Uiso ? ? 1.00000 ? ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . . 1.3995(13) ?
N1 C2 . . 1.4199(10) ?
N1 C5 . . 1.4265(9) ?
C1 O1 . . 1.2227(10) ?
C1 C11 . . 1.4914(10) ?
C11 H11a . . .995(15) ?
C11 H11b . . 1.00(2) ?
C11 H11c . . .953(19) ?
C2 O2 . . 1.2054(7) ?
C2 N3 . . 1.3740(13) ?
N3 C4 . . 1.3786(8) ?
N3 H3 . . .88(2) ?
C4 O4 . . 1.2120(13) ?
C4 C5 . . 1.4913(15) ?
C5 C51 . . 1.3319(9) ?
C51 H51a . . .976(17) ?
C51 H51b . . .982(15) ?
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2022-02-17T14:50:00+02:00
'Updated bibliographic information.'
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9963079
