#------------------------------------------------------------------------------
#$Date: 2022-09-14 19:38:48 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/45/2014529.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_2014529
loop_
_publ_author_name
'Linden, Anthony'
'Şafak, Cihat'
'Aydın, Fırat'
_publ_section_title
;
Methyl 4-(2-chloro-5-nitrophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-
hexahydroquinoline-3-carboxylate
;
_journal_coden_ASTM              ACSCEE
_journal_issue                   10
_journal_name_full
;
 Acta Crystallographica, Section C: Crystal Structure Communications
;
_journal_page_first              o711
_journal_page_last               o713
_journal_paper_doi               10.1107/s0108270104019468
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C20 H21 Cl N2 O5'
_chemical_formula_moiety         'C20 H21 Cl N2 O5'
_chemical_formula_sum            'C20 H21 Cl N2 O5'
_chemical_formula_weight         404.85
_chemical_melting_point          513
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.8737(2)
_cell_length_b                   14.3865(2)
_cell_length_c                   17.6287(3)
_cell_measurement_temperature    160.0(10)
_cell_volume                     3772.20(10)
_diffrn_ambient_temperature      160.0(10)
_exptl_crystal_density_diffrn    1.426
_cod_database_code               2014529
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cl 0.86064(3) 0.45386(3) 0.73696(2) 0.03563(12) Uani d . 1 . . Cl
O1 0.76180(11) 0.10876(10) 0.96762(8) 0.0483(4) Uani d . 1 . . O
O2 0.79307(12) 0.03035(9) 0.86719(8) 0.0495(4) Uani d . 1 . . O
O5 0.69801(8) 0.37333(7) 0.62302(7) 0.0298(3) Uani d . 1 . . O
O10 1.08445(8) 0.18436(10) 0.63816(8) 0.0396(3) Uani d . 1 . . O
O11 1.01268(8) 0.31017(9) 0.68278(7) 0.0325(3) Uani d . 1 . . O
N1 0.81950(9) 0.07300(9) 0.60219(8) 0.0272(3) Uani d . 1 . . N
H1 0.8093(13) 0.0161(15) 0.5944(12) 0.037(5) Uiso d . 1 . . H
N17 0.78331(10) 0.10370(10) 0.90091(8) 0.0312(3) Uani d . 1 . . N
C2 0.90663(10) 0.10184(11) 0.61750(9) 0.0262(3) Uani d . 1 . . C
C3 0.92247(10) 0.19081(11) 0.63887(8) 0.0241(3) Uani d . 1 . . C
C4 0.84547(9) 0.25778(10) 0.65526(8) 0.0218(3) Uani d . 1 . . C
H4 0.8618 0.3203 0.6347 0.026 Uiso calc R 1 . . H
C4a 0.76084(10) 0.22472(10) 0.61565(8) 0.0213(3) Uani d . 1 . . C
C5 0.69048(10) 0.29238(10) 0.60091(8) 0.0233(3) Uani d . 1 . . C
C6 0.60964(10) 0.26052(11) 0.55648(9) 0.0264(3) Uani d . 1 . . C
H61 0.6228 0.2663 0.5016 0.032 Uiso calc R 1 . . H
H62 0.5583 0.3019 0.5681 0.032 Uiso calc R 1 . . H
C7 0.58250(10) 0.15992(10) 0.57367(9) 0.0246(3) Uani d . 1 . . C
C8 0.66485(10) 0.09724(11) 0.56008(9) 0.0251(3) Uani d . 1 . . C
H81 0.6525 0.0349 0.5814 0.030 Uiso calc R 1 . . H
H82 0.6741 0.0900 0.5048 0.030 Uiso calc R 1 . . H
C8a 0.74962(10) 0.13467(10) 0.59499(8) 0.0226(3) Uani d . 1 . . C
C9 0.97600(12) 0.02700(13) 0.60833(11) 0.0368(4) Uani d . 1 . . C
H91 1.0132 0.0405 0.5638 0.055 Uiso calc R 1 . . H
H92 0.9460 -0.0331 0.6015 0.055 Uiso calc R 1 . . H
H93 1.0140 0.0247 0.6537 0.055 Uiso calc R 1 . . H
C10 1.01475(10) 0.22436(12) 0.65205(9) 0.0271(3) Uani d . 1 . . C
C12 1.09847(12) 0.35288(15) 0.69777(12) 0.0410(4) Uani d . 1 . . C
H121 1.1337 0.3127 0.7314 0.062 Uiso calc R 1 . . H
H122 1.0891 0.4133 0.7222 0.062 Uiso calc R 1 . . H
H123 1.1309 0.3617 0.6499 0.062 Uiso calc R 1 . . H
C13 0.83110(9) 0.26645(10) 0.74086(8) 0.0216(3) Uani d . 1 . . C
C14 0.83889(10) 0.34937(11) 0.78190(9) 0.0253(3) Uani d . 1 . . C
C15 0.82978(11) 0.35227(11) 0.86067(9) 0.0283(3) Uani d . 1 . . C
H15 0.8369 0.4095 0.8869 0.034 Uiso calc R 1 . . H
C16 0.81042(10) 0.27194(11) 0.90042(9) 0.0275(3) Uani d . 1 . . C
H16 0.8035 0.2728 0.9540 0.033 Uiso calc R 1 . . H
C17 0.80153(10) 0.19042(11) 0.85988(9) 0.0246(3) Uani d . 1 . . C
C18 0.81150(10) 0.18610(10) 0.78212(8) 0.0233(3) Uani d . 1 . . C
H18 0.8050 0.1283 0.7566 0.028 Uiso calc R 1 . . H
C19 0.55020(11) 0.15250(12) 0.65593(9) 0.0307(3) Uani d . 1 . . C
H191 0.6006 0.1649 0.6903 0.046 Uiso calc R 1 . . H
H192 0.5270 0.0898 0.6652 0.046 Uiso calc R 1 . . H
H193 0.5024 0.1981 0.6649 0.046 Uiso calc R 1 . . H
C20 0.50592(11) 0.13148(12) 0.52036(10) 0.0328(4) Uani d . 1 . . C
H201 0.4571 0.1770 0.5239 0.049 Uiso calc R 1 . . H
H202 0.4835 0.0700 0.5350 0.049 Uiso calc R 1 . . H
H203 0.5283 0.1293 0.4681 0.049 Uiso calc R 1 . . H
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl C14 . 1.7298(16) ?
O1 N17 . 1.2208(18) ?
O2 N17 . 1.2199(19) ?
O5 C5 . 1.2331(18) ?
O10 C10 . 1.211(2) yes
O11 C10 . 1.349(2) yes
O11 C12 . 1.441(2) ?
N1 C8a . 1.372(2) yes
N1 C2 . 1.387(2) yes
N1 H1 . 0.84(2) ?
N17 C17 . 1.467(2) ?
C2 C3 . 1.355(2) yes
C2 C9 . 1.500(2) ?
C3 C10 . 1.473(2) yes
C3 C4 . 1.524(2) yes
C4 C4a . 1.516(2) yes
C4 C13 . 1.529(2) ?
C4 H4 . 1.0000 ?
C4a C8a . 1.356(2) yes
C4a C5 . 1.453(2) ?
C5 C6 . 1.506(2) ?
C6 C7 . 1.533(2) ?
C6 H61 . 0.9900 ?
C6 H62 . 0.9900 ?
C7 C19 . 1.531(2) ?
C7 C20 . 1.532(2) ?
C7 C8 . 1.540(2) ?
C8 C8a . 1.503(2) ?
C8 H81 . 0.9900 ?
C8 H82 . 0.9900 ?
C9 H91 . 0.9800 ?
C9 H92 . 0.9800 ?
C9 H93 . 0.9800 ?
C12 H121 . 0.9800 ?
C12 H122 . 0.9800 ?
C12 H123 . 0.9800 ?
C13 C18 . 1.397(2) ?
C13 C14 . 1.400(2) ?
C14 C15 . 1.396(2) ?
C15 C16 . 1.382(2) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.380(2) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.380(2) ?
C18 H18 . 0.9500 ?
C19 H191 . 0.9800 ?
C19 H192 . 0.9800 ?
C19 H193 . 0.9800 ?
C20 H201 . 0.9800 ?
C20 H202 . 0.9800 ?
C20 H203 . 0.9800 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2144679
