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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/2/00/04/2000481.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_2000481
loop_
_publ_author_name
'Rodier, N.'
'Robert, J.-M.'
'Leblois, D.'
'Le Baut, G.'
_publ_section_title
;
 Structure cristalline d'un <i>N</i>-azaarylphtalimide \`a activit\'e
 anti-inflammatoire, le
 2-(4,6-dim\'ethylpyridin-2-yl)-2,3-dihydro-1<i>H</i>-isoindole-1,3-dione
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2053
_journal_page_last               2054
_journal_paper_doi               10.1107/S0108270192002415
_journal_volume                  48
_journal_year                    1992
_chemical_formula_sum            'C15 H12 N2 O2'
_chemical_formula_weight         252.3
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                88.780(10)
_cell_angle_beta                 119.255(6)
_cell_angle_gamma                103.803(7)
_cell_formula_units_Z            2
_cell_length_a                   7.7464(4)
_cell_length_b                   12.2140(10)
_cell_length_c                   7.8813(9)
_cell_volume                     627.78(11)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.5418
_exptl_absorpt_coefficient_mu    0.70
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             264
_cod_data_source_file            pa0274.cif
_cod_data_source_block           pa0274a
_cod_original_cell_volume        627.8(2)
_cod_database_code               2000481
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
N(1) .2403(2) .70660(10) .0099(2)
C(2) .3608(2) .6642(2) .1689(2)
C(3) .3763(2) .5545(2) .1755(2)
C(4) .2565(2) .4810(2) .0037(3)
C(5) .1306(3) .5237(2) -.1619(3)
C(6) .1246(3) .6357(2) -.1564(2)
N(7) .4769(2) .74330(10) .3435(2)
C(8) .6266(2) .8431(2) .3690(2)
C(9) .6771(2) .90760(10) .5518(2)
C(1O) .8118(3) 1.0124(2) .6428(3)
C(11) .8210(3) 1.0544(2) .8097(3)
C(12) .7019(3) .9932(2) .8842(3)
C(13) .5706(3) .8870(2) .7946(2)
C(14) .5604(2) .8464(2) .6265(2)
C(15) .4304(3) .7396(2) .4945(2)
O(16) .3093(2) .66270(10) .5084(2)
C(17) .2639(3) .3593(2) .0004(3)
C(18) -.0119(3) .6847(2) -.3325(3)
O(19) .6956(2) .86570(10) .2615(2)
H(3) .467(4) .529(2) .296(3)
H(5) .046(4) .474(2) -.289(4)
H(1O) .896(4) 1.055(2) .588(4)
H(11) .913(4) 1.128(3) .880(4)
H(12) .712(4) 1.025(2) 1.005(4)
H(13) .488(4) .841(2) .848(4)
H(17') .201(4) .316(3) .067(4)
H(17") .405(4) .354(3) .106(4)
H(17`) .228(4) .325(3) -.119(4)
H(18') .026(5) .697(3) -.426(5)
H(18") -.057(5) .750(3) -.306(5)
H(18`) -.136(5) .633(3) -.404(5)
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(6) 117.0(2)
N(1) C(2) C(3) 125.20(10)
N(1) C(2) N(7) 114.4(2)
C(3) C(2) N(7) 120.40(10)
C(2) C(3) C(4) 117.90(10)
C(3) C(4) C(5) 117.5(2)
C(3) C(4) C(17) 120.9(2)
C(5) C(4) C(17) 121.6(2)
C(4) C(5) C(6) 121.0(2)
N(1) C(6) C(5) 121.4(2)
N(1) C(6) C(18) 116.1(2)
C(5) C(6) C(18) 122.5(2)
C(2) N(7) C(8) 124.3(2)
C(2) N(7) C(15) 123.30(10)
C(8) N(7) C(15) 111.60(10)
N(7) C(8) C(9) 105.5(2)
N(7) C(8) O(19) 124.7(2)
C(9) C(8) O(19) 129.8(2)
C(8) C(9) C(1O) 129.8(2)
C(8) C(9) C(14) 108.70(10)
C(1O) C(9) C(14) 121.5(2)
C(9) C(1O) C(11) 117.1(2)
C(1O) C(11) C(12) 121.5(2)
C(11) C(12) C(13) 121.0(2)
C(12) C(13) C(14) 117.0(2)
C(9) C(14) C(13) 121.8(2)
C(9) C(14) C(15) 108.3(2)
C(13) C(14) C(15) 129.8(2)
N(7) C(15) C(14) 105.9(2)
N(7) C(15) O(16) 124.8(2)
C(14) C(15) O(16) 129.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(3) H(3) 0.97(2)
C(5) H(5) 1.00(2)
C(1O) H(1O) 0.99(3)
C(11) H(11) 0.98(3)
C(12) H(12) 1.00(3)
C(13) H(13) 0.99(3)
C(17) H(17') 0.95(4)
C(17) H(17") 1.02(3)
C(17) H(17`) 0.92(3)
C(18) H(18') 0.92(4)
C(18) H(18") 1.01(4)
C(18) H(18`) 0.91(3)
N(1) C(2) 1.331(2)
N(1) C(6) 1.342(2)
C(2) C(3) 1.370(3)
C(2) N(7) 1.438(2)
C(3) C(4) 1.388(2)
C(4) C(5) 1.377(2)
C(4) C(17) 1.503(3)
C(5) C(6) 1.382(3)
C(6) C(18) 1.495(3)
N(7) C(8) 1.407(2)
N(7) C(15) 1.399(3)
C(8) C(9) 1.483(3)
C(8) O(19) 1.201(3)
C(9) C(1O) 1.382(2)
C(9) C(14) 1.379(3)
C(1O) C(11) 1.385(4)
C(11) C(12) 1.391(3)
C(12) C(13) 1.387(2)
C(13) C(14) 1.384(3)
C(14) C(15) 1.484(2)
C(15) O(16) 1.204(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 11064900