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#$Date: 2025-08-19 11:01:59 +0100 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/10/2101004.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_2101004
loop_
_publ_author_name
'Duke, N. E. C.'
'Codding, P. W.'
_publ_section_title
;
 Structural and molecular modeling studies of quinazolinone
 anticonvulsants
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              719
_journal_page_last               726
_journal_paper_doi               10.1107/S0108768193000576
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C21 H14 Cl N3 O2'
_chemical_formula_weight         375.82
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   13.9347(7)
_cell_length_b                   9.6794(6)
_cell_length_c                   25.9620(10)
_cell_volume                     3501.7(3)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.5418
_exptl_absorpt_coefficient_mu    2.132
_exptl_crystal_density_diffrn    1.43
_cod_data_source_file            hh0630.cif
_cod_data_source_block           hh0630d
_cod_original_sg_symbol_H-M      Pbca
_cod_original_formula_sum        'C21 H14 N3 O2 Cl1'
_cod_database_code               2101004
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 x+1/2,-y+1/2,-z
4 -x,y+1/2,-z+1/2
5 -x,-y,-z
6 x+1/2,y,-z+1/2
7 -x+1/2,y+1/2,z
8 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_attached_hydrogens
N(1) N .7666(2) -.0614(3) .61020(10) 1
C(2) C .6716(2) -.0619(3) .61940(10) 0
N(3) N .6162(2) .0341(2) .59300(10) 0
C(4) C .6530(2) .1273(3) .55660(10) 0
O(5) O .60010(10) .2063(2) .53410(10) 0
C(6) C .7568(2) .1210(3) .54830(10) 0
C(7) C .8009(2) .2116(3) .51380(10) 1
C(8) C .8988(2) .2094(4) .50800(10) 1
C(9) C .9539(2) .1173(3) .53700(10) 1
C(10) C .9114(2) .0269(3) .57070(10) 1
C(11) C .8118(2) .0281(3) .57670(10) 0
C(12) C .6327(2) -.1585(3) .65330(10) 1
C(13) C .6898(2) -.2602(3) .67600(10) 0
O(14) O .7801(2) -.2689(2) .67000(10) 0
C(15) C .6447(2) -.3714(3) .70830(10) 0
C(16) C .5466(2) -.3978(4) .71040(10) 1
C(17) C .5138(3) -.5075(4) .7395(2) 1
N(18) N .5698(3) -.5935(3) .76630(10) 0
C(19) C .6631(3) -.5658(4) .76410(10) 1
C(20) C .7034(2) -.4603(3) .73620(10) 1
C(21) C .5147(2) .0497(3) .60430(10) 0
C(22) C .4483(2) -.0299(3) .57820(10) 1
C(23) C .3509(2) -.0067(4) .58640(10) 1
C(24) C .3229(2) .0951(4) .61960(10) 0
C(25) C .3895(2) .1754(4) .64570(10) 1
C(26) C .4861(2) .1507(3) .63810(10) 1
Cl(27) Cl .20110(10) .12540(10) .62930(10) 0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(2) N(1) C(11) 124.3(2)
N(1) C(2) N(3) 117.2(2)
C(2) N(3) C(4) 124.0(2)
C(2) N(3) C(21) 120.8(2)
C(4) N(3) C(21) 115.1(2)
C(2) C(12) C(13) 121.1(2)
C(12) C(13) O(14) 124.0
C(12) C(13) C(15) 120.1(2)
O(14) C(13) C(15) 11508(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(11) N(1) 1.379(4)
N(1) C(2) 1.346(4)
C(2) C(12) 1.394(4)
C(12) C(13) 1.397(4)
C(13) O(14) 1.271(3)
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2017-08-01T18:13:50+03:00
; 
 Corrected the y coordinate of the 'N(18)' atom site after consulting the
 original publication. The coordinate value was changed from '-.5395(3)' to
 '-.5935(3)'.
;
2 'Vaitkus, Antanas' 2017-08-01T18:36:17+03:00
;
 Marked attached hydrogen atoms.
;
3 'Vaitkus, Antanas' 2017-08-01T18:55:40+03:00
;
 Updated space group information and added the symmetry operation list.
;
4 'Vaitkus, Antanas' 2024-12-11T16:12:30+02:00
;
 Added the '_atom_site_type_symbol' data item.
;
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 135503454