#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012841.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_2012841
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o436
_journal_page_last  o438
_publ_section_title
;
N,N-Diethyl-2,6,6-trimethyl-4-(3-nitrophenyl)-5-oxo-
1,4,5,6,7,8-hexahydroquinoline-3-carboxamide
;
_space_group_IT_number           161
_symmetry_space_group_name_Hall  'R 3 -2"c'
_symmetry_space_group_name_H-M   'R 3 c :H'
_[local]_cod_cif_authors_sg_H-M  'R 3 c'
loop_
_publ_author_name
  'Linden, Anthony'
  "\,Safak, Cihat"
  "Kismetl\?i, Emrah"
_chemical_formula_moiety  'C23 H29 N3 O4'
_chemical_formula_sum  'C23 H29 N3 O4'
_chemical_formula_iupac  'C23 H29 N3 O4'
_chemical_formula_weight  411.50
_chemical_melting_point  465
_symmetry_cell_setting  trigonal
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-y, x-y, z'
  '-x+y, -x, z'
  '-y, -x, z+1/2'
  'x, x-y, z+1/2'
  '-x+y, y, z+1/2'
  'x+2/3, y+1/3, z+1/3'
  '-y+2/3, x-y+1/3, z+1/3'
  '-x+y+2/3, -x+1/3, z+1/3'
  '-y+2/3, -x+1/3, z+5/6'
  'x+2/3, x-y+1/3, z+5/6'
  '-x+y+2/3, y+1/3, z+5/6'
  'x+1/3, y+2/3, z+2/3'
  '-y+1/3, x-y+2/3, z+2/3'
  '-x+y+1/3, -x+2/3, z+2/3'
  '-y+1/3, -x+2/3, z+7/6'
  'x+1/3, x-y+2/3, z+7/6'
  '-x+y+1/3, y+2/3, z+7/6'
_cell_length_a  28.2157(11)
_cell_length_b  28.2157(11)
_cell_length_c  14.2592(4)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  120
_cell_volume  9831.2(6)
_cell_formula_units_Z  18
_cell_measurement_temperature  160.0(10)
_exptl_crystal_density_diffrn  1.251
_diffrn_ambient_temperature  160.0(10)
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
  O1 0.39182(10) 0.12500(9) 0.36799(13) 0.0492(6) Uani d . 1 . . O
  O2 0.31176(10) 0.11720(9) 0.37212(14) 0.0573(7) Uani d . 1 . . O
  O5 0.52825(8) 0.29057(8) 0.15964(12) 0.0449(6) Uani d . 1 . . O
  O10 0.44533(9) 0.08392(9) 0.05824(13) 0.0459(6) Uani d . 1 . . O
  N1 0.49518(11) 0.22467(11) -0.14841(17) 0.0407(7) Uani d . 1 . . N
  H1 0.5071(11) 0.2353(12) -0.2031(19) 0.035(9) Uiso d . 1 . . H
  N10 0.37025(11) 0.06389(10) -0.02845(14) 0.0382(6) Uani d . 1 . . N
  N17 0.35587(13) 0.13147(10) 0.33329(16) 0.0430(7) Uani d . 1 . . N
  C2 0.46402(12) 0.16970(13) -0.12135(18) 0.0364(8) Uani d . 1 . . C
  C3 0.45100(12) 0.15644(13) -0.03114(18) 0.0328(8) Uani d . 1 . . C
  C4 0.47126(12) 0.19882(12) 0.04667(17) 0.0316(7) Uani d . 1 . . C
  H4 0.4953 0.1916 0.0887 0.038 Uiso calc R 1 . . H
  C4a 0.50540(12) 0.25631(12) 0.00793(19) 0.0339(7) Uani d . 1 . . C
  C5 0.53184(12) 0.30048(13) 0.0740(2) 0.0377(8) Uani d . 1 A . C
  C6 0.56246(13) 0.35941(13) 0.03981(18) 0.0481(9) Uani d D 1 . . C
  C7 0.58920(18) 0.3616(2) -0.0541(2) 0.0494(16) Uani d PD 0.698(6) A 1 C
  H71 0.6066 0.3993 -0.0790 0.059 Uiso calc PR 0.698(6) A 1 H
  H72 0.6183 0.3522 -0.0445 0.059 Uiso calc PR 0.698(6) A 1 H
  C7A 0.5500(6) 0.3665(4) -0.0611(4) 0.069(5) Uani d PD 0.302(6) A 2 C
  H73 0.5783 0.4030 -0.0838 0.083 Uiso calc PR 0.302(6) A 2 H
  H74 0.5142 0.3650 -0.0637 0.083 Uiso calc PR 0.302(6) A 2 H
  C8 0.54838(14) 0.32250(13) -0.1258(2) 0.0503(9) Uani d D 1 . . C
  H81 0.5236 0.3360 -0.1452 0.060 Uiso calc PR 0.698(6) A 1 H
  H82 0.5683 0.3213 -0.1821 0.060 Uiso calc PR 0.698(6) A 1 H
  H83 0.5326 0.3241 -0.1870 0.060 Uiso calc PR 0.302(6) A 2 H
  H84 0.5862 0.3303 -0.1371 0.060 Uiso calc PR 0.302(6) A 2 H
  C8a 0.51525(12) 0.26584(13) -0.0859(2) 0.0371(8) Uani d . 1 A . C
  C9 0.44877(14) 0.12999(13) -0.20158(19) 0.0463(9) Uani d . 1 . . C
  H91 0.4269 0.0925 -0.1780 0.069 Uiso calc R 1 . . H
  H92 0.4821 0.1344 -0.2312 0.069 Uiso calc R 1 . . H
  H93 0.4274 0.1372 -0.2478 0.069 Uiso calc R 1 . . H
  C10 0.42151(14) 0.09881(13) 0.00244(19) 0.0355(8) Uani d . 1 . . C
  C11 0.34440(14) 0.00573(13) -0.00454(18) 0.0440(9) Uani d . 1 . . C
  H111 0.3117 -0.0045 0.0346 0.053 Uiso calc R 1 . . H
  H112 0.3703 -0.0005 0.0331 0.053 Uiso calc R 1 . . H
  C12 0.32747(14) -0.03080(13) -0.09018(19) 0.0495(10) Uani d . 1 . . C
  H121 0.2992 -0.0274 -0.1246 0.074 Uiso calc R 1 . . H
  H122 0.3129 -0.0689 -0.0706 0.074 Uiso calc R 1 . . H
  H123 0.3593 -0.0197 -0.1308 0.074 Uiso calc R 1 . . H
  C13 0.33546(12) 0.08142(14) -0.07716(19) 0.0431(8) Uani d . 1 . . C
  H131 0.3235 0.0618 -0.1378 0.052 Uiso calc R 1 . . H
  H132 0.3576 0.1210 -0.0910 0.052 Uiso calc R 1 . . H
  C14 0.28549(14) 0.07115(16) -0.0222(2) 0.0601(10) Uani d . 1 . . C
  H141 0.2620 0.0317 -0.0116 0.090 Uiso calc R 1 . . H
  H142 0.2651 0.0850 -0.0575 0.090 Uiso calc R 1 . . H
  H143 0.2968 0.0900 0.0384 0.090 Uiso calc R 1 . . H
  C15 0.42290(12) 0.19233(11) 0.10524(18) 0.0298(7) Uani d . 1 . . C
  C16 0.41144(12) 0.16625(11) 0.19167(18) 0.0328(7) Uani d . 1 . . C
  H16 0.4347 0.1541 0.2166 0.039 Uiso calc R 1 . . H
  C17 0.36610(12) 0.15820(11) 0.24086(18) 0.0322(8) Uani d . 1 . . C
  C18 0.33033(13) 0.17409(13) 0.20814(19) 0.0385(8) Uani d . 1 . . C
  H18 0.2992 0.1678 0.2436 0.046 Uiso calc R 1 . . H
  C19 0.34139(14) 0.19966(12) 0.1215(2) 0.0410(8) Uani d . 1 . . C
  H19 0.3174 0.2109 0.0964 0.049 Uiso calc R 1 . . H
  C20 0.38712(13) 0.20885(12) 0.07136(17) 0.0356(8) Uani d . 1 . . C
  H20 0.3943 0.2268 0.0124 0.043 Uiso calc R 1 . . H
  C21 0.5185(2) 0.3758(2) 0.0286(4) 0.068(2) Uani d PD 0.698(6) A 1 C
  H211 0.5352 0.4130 0.0030 0.102 Uiso calc PR 0.698(6) A 1 H
  H212 0.5022 0.3747 0.0898 0.102 Uiso calc PR 0.698(6) A 1 H
  H213 0.4900 0.3503 -0.0143 0.102 Uiso calc PR 0.698(6) A 1 H
  C22 0.6036(3) 0.3968(2) 0.1112(3) 0.076(2) Uani d PD 0.698(6) A 1 C
  H221 0.6336 0.3889 0.1157 0.115 Uiso calc PR 0.698(6) A 1 H
  H222 0.5857 0.3910 0.1725 0.115 Uiso calc PR 0.698(6) A 1 H
  H223 0.6182 0.4350 0.0920 0.115 Uiso calc PR 0.698(6) A 1 H
  C21a 0.6223(3) 0.3730(5) 0.0428(11) 0.089(6) Uani d PD 0.302(6) A 2 C
  H214 0.6271 0.3479 0.0017 0.134 Uiso calc PR 0.302(6) A 2 H
  H215 0.6321 0.3693 0.1072 0.134 Uiso calc PR 0.302(6) A 2 H
  H216 0.6461 0.4107 0.0214 0.134 Uiso calc PR 0.302(6) A 2 H
  C22a 0.5608(7) 0.4006(4) 0.1067(8) 0.067(5) Uani d PD 0.302(6) A 2 C
  H224 0.5829 0.4376 0.0811 0.100 Uiso calc PR 0.302(6) A 2 H
  H225 0.5755 0.3984 0.1678 0.100 Uiso calc PR 0.302(6) A 2 H
  H226 0.5229 0.3923 0.1142 0.100 Uiso calc PR 0.302(6) A 2 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1 0.0673(18) 0.0547(17) 0.0361(12) 0.0383(15) 0.0039(11) 0.0058(10)
  O2 0.0564(17) 0.0600(17) 0.0471(14) 0.0228(14) 0.0202(12) 0.0087(12)
  O5 0.0458(15) 0.0444(15) 0.0358(12) 0.0160(12) 0.0035(10) -0.0041(10)
  O10 0.0560(17) 0.0438(15) 0.0444(12) 0.0298(13) -0.0090(11) 0.0000(10)
  N1 0.0455(19) 0.042(2) 0.0262(15) 0.0154(15) 0.0058(13) 0.0032(14)
  N10 0.0385(18) 0.0351(17) 0.0399(15) 0.0177(15) -0.0050(12) 0.0012(12)
  N17 0.056(2) 0.0382(18) 0.0341(16) 0.0232(17) 0.0081(15) -0.0002(13)
  C2 0.035(2) 0.038(2) 0.0366(17) 0.0188(18) 0.0001(14) -0.0018(15)
  C3 0.0330(19) 0.038(2) 0.0308(16) 0.0201(17) 0.0021(13) 0.0011(14)
  C4 0.0315(19) 0.036(2) 0.0285(14) 0.0176(16) 0.0019(13) 0.0008(13)
  C4a 0.0303(19) 0.039(2) 0.0330(17) 0.0174(16) 0.0004(13) -0.0004(14)
  C5 0.0300(19) 0.040(2) 0.0375(18) 0.0130(17) 0.0039(14) 0.0023(15)
  C6 0.044(2) 0.035(2) 0.049(2) 0.0076(19) 0.0045(16) -0.0015(16)
  C7 0.038(4) 0.045(3) 0.044(3) 0.005(3) 0.003(2) 0.007(2)
  C7A 0.075(11) 0.034(8) 0.064(9) 0.002(8) 0.002(8) 0.007(6)
  C8 0.056(2) 0.041(2) 0.0381(17) 0.013(2) 0.0102(16) 0.0082(16)
  C8a 0.036(2) 0.036(2) 0.0357(18) 0.0148(17) -0.0010(14) 0.0012(16)
  C9 0.055(2) 0.048(2) 0.0325(16) 0.0226(19) 0.0032(15) -0.0046(15)
  C10 0.043(2) 0.038(2) 0.0281(16) 0.0228(19) 0.0035(15) -0.0018(15)
  C11 0.051(2) 0.038(2) 0.0377(16) 0.0191(18) 0.0039(15) 0.0031(15)
  C12 0.052(2) 0.046(2) 0.0451(19) 0.020(2) 0.0012(16) -0.0043(16)
  C13 0.043(2) 0.044(2) 0.0410(18) 0.0210(19) -0.0021(16) 0.0025(15)
  C14 0.046(2) 0.052(3) 0.081(3) 0.024(2) 0.0098(19) 0.012(2)
  C15 0.0323(19) 0.0241(18) 0.0309(16) 0.0126(15) -0.0038(13) -0.0041(12)
  C16 0.039(2) 0.0318(19) 0.0317(17) 0.0206(17) 0.0019(14) -0.0001(13)
  C17 0.036(2) 0.0240(18) 0.0293(16) 0.0098(16) 0.0031(14) -0.0018(12)
  C18 0.037(2) 0.039(2) 0.0378(18) 0.0174(17) 0.0061(14) -0.0054(14)
  C19 0.044(2) 0.042(2) 0.0423(18) 0.0262(18) -0.0043(15) -0.0048(15)
  C20 0.037(2) 0.036(2) 0.0285(16) 0.0142(17) 0.0027(14) 0.0028(13)
  C21 0.091(5) 0.042(4) 0.073(4) 0.035(4) 0.028(4) 0.013(3)
  C22 0.062(5) 0.062(4) 0.058(4) -0.005(4) 0.007(3) -0.010(3)
  C21a 0.080(12) 0.036(9) 0.109(13) -0.003(8) -0.021(9) 0.006(8)
  C22a 0.054(11) 0.039(8) 0.074(9) 0.000(8) 0.021(8) -0.001(7)
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
  O1 N17 . 1.221(3) ?
  O2 N17 . 1.232(3) ?
  O5 C5 . 1.246(3) ?
  O10 C10 . 1.242(3) yes
  N1 C2 . 1.401(4) yes
  N1 C8a . 1.345(4) yes
  N1 H1 . 0.84(3) ?
  N10 C10 . 1.353(4) yes
  N10 C11 . 1.464(4) ?
  N10 C13 . 1.475(4) ?
  N17 C17 . 1.474(3) ?
  C2 C3 . 1.339(4) yes
  C2 C9 . 1.506(4) ?
  C3 C10 . 1.487(4) yes
  C3 C4 . 1.518(4) yes
  C4 C4a . 1.517(4) yes
  C4 C15 . 1.531(4) ?
  C4 H4 . 1.0000 ?
  C4a C8a . 1.365(4) yes
  C4a C5 . 1.438(4) ?
  C5 C6 . 1.520(4) ?
  C6 C7 . 1.523(4) ?
  C6 C7A . 1.518(5) ?
  C6 C21 . 1.535(4) ?
  C6 C22 . 1.508(4) ?
  C6 C21a . 1.534(12) ?
  C6 C22a . 1.522(5) ?
  C7 C8 . 1.522(4) ?
  C7 H71 . 0.9900 ?
  C7 H72 . 0.9900 ?
  C7A C8 . 1.529(5) ?
  C7A H73 . 0.9900 ?
  C7A H74 . 0.9900 ?
  C8 C8a . 1.503(4) ?
  C8 H81 . 0.9900 ?
  C8 H82 . 0.9900 ?
  C8 H83 . 0.9900 ?
  C8 H84 . 0.9900 ?
  C9 H91 . 0.9800 ?
  C9 H92 . 0.9800 ?
  C9 H93 . 0.9800 ?
  C11 C12 . 1.513(4) ?
  C11 H111 . 0.9900 ?
  C11 H112 . 0.9900 ?
  C12 H121 . 0.9800 ?
  C12 H122 . 0.9800 ?
  C12 H123 . 0.9800 ?
  C13 C14 . 1.509(4) ?
  C13 H131 . 0.9900 ?
  C13 H132 . 0.9900 ?
  C14 H141 . 0.9800 ?
  C14 H142 . 0.9800 ?
  C14 H143 . 0.9800 ?
  C15 C16 . 1.388(4) ?
  C15 C20 . 1.393(4) ?
  C16 C17 . 1.375(4) ?
  C16 H16 . 0.9500 ?
  C17 C18 . 1.375(4) ?
  C18 C19 . 1.385(4) ?
  C18 H18 . 0.9500 ?
  C19 C20 . 1.382(4) ?
  C19 H19 . 0.9500 ?
  C20 H20 . 0.9500 ?
  C21 H211 . 0.9800 ?
  C21 H212 . 0.9800 ?
  C21 H213 . 0.9800 ?
  C22 H221 . 0.9800 ?
  C22 H222 . 0.9800 ?
  C22 H223 . 0.9800 ?
  C21a H214 . 0.9800 ?
  C21a H215 . 0.9800 ?
  C21a H216 . 0.9800 ?
  C22a H224 . 0.9800 ?
  C22a H225 . 0.9800 ?
  C22a H226 . 0.9800 ?
_cod_database_code 2012841