#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006122.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_2006122
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  651
_journal_page_last  654
_publ_section_title
;
3-Acetamido-4-(cyclooctylamino)nitrobenzene
;
loop_
_publ_author_name
 "Gonz\'alez-Platas, J."
 "Ruiz-P\'erez, C."
 'Torres, M.'
 'Yanes, C.'
_chemical_formula_sum  'C16 H23 N3 O3'
_chemical_formula_weight  305.37
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P c 21 b'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 '-x, y, z+1/2'
 'x, y+1/2, -z+1/2'
_cell_length_a  9.556(3)
_cell_length_b  18.257(3)
_cell_length_c  18.629(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  3250.1(13)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.248
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs   .0639
_refine_ls_wR_factor_obs   .1570
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 O1A  .2068(3)  .1707(3)  -.1388(2)  .0737(12) Uani d . 1 . O
 O2A  .0707(6)  -.1149(4)  -.2932(3)  .106(2) Uani d . 1 . O
 O3A  .0146(5)  -.0002(4)  -.2909(3)  .104(2) Uani d . 1 . O
 N1A  .5754(4)  .0136(2)  -.1218(3)  .0582(11) Uani d . 1 . N
 H1A  .5895(4)  .0589(2)  -.1113(3)  .070 Uiso calc R 1 . H
 N2A  .4140(4)  .1278(2)  -.1752(3)  .0549(11) Uani d . 1 . N
 H2A  .5001(4)  .1388(2)  -.1831(3)  .066 Uiso calc R 1 . H
 N3A  .0913(6)  -.0503(4)  -.2759(3)  .078(2) Uani d . 1 . N
 C1A  .4614(5)  -.0026(3)  -.1606(3)  .0492(11) Uani d . 1 . C
 C2A  .3745(5)  .0547(3)  -.1872(3)  .0495(12) Uani d . 1 . C
 C3A  .2542(5)  .0377(3)  -.2239(3)  .0561(13) Uani d . 1 . C
 H3A  .1967(5)  .0749(3)  -.2411(3)  .067 Uiso calc R 1 . H
 C4A  .2189(5)  -.0348(4)  -.2354(3)  .0622(14) Uani d . 1 . C
 C5A  .3027(6)  -.0912(4)  -.2111(3)  .0654(15) Uani d . 1 . C
 H5A  .2777(6)  -.1396(4)  -.2195(3)  .078 Uiso calc R 1 . H
 C6A  .4223(5)  -.0751(3)  -.1748(3)  .0586(13) Uani d . 1 . C
 H6A  .4794(5)  -.1131(3)  -.1590(3)  .070 Uiso calc R 1 . H
 C7A  .6778(5)  -.0399(3)  -.0957(3)  .0520(12) Uani d . 1 . C
 H7A  .6269(5)  -.0831(3)  -.0786(3)  .062 Uiso calc R 1 . H
 C8A  .7732(6)  -.0636(4)  -.1575(4)  .079(2) Uani d . 1 . C
 H8A1  .7279(6)  -.0511(4)  -.2025(4)  .095 Uiso calc PR  .50 1 H
 H8A2  .8594(6)  -.0357(4)  -.1548(4)  .095 Uiso calc PR  .50 1 H
 H8A3  .8160(6)  -.0201(4)  -.1778(4)  .095 Uiso calc PR  .50 2 H
 H8A4  .7155(6)  -.0854(4)  -.1946(4)  .095 Uiso calc PR  .50 2 H
 C9A1  .8092(17)  -.1434(8)  -.1588(9)  .079(4) Uani d P  .50 1 C
 H9A1  .8573(17)  -.1531(8)  -.2036(9)  .095 Uiso calc PR  .50 1 H
 H9A2  .7219(17)  -.1705(8)  -.1602(9)  .095 Uiso calc PR  .50 1 H
 C9A2  .891(2)  -.1185(14)  -.1383(14)  .122(8) Uani d P  .50 2 C
 H9A3  .925(2)  -.1352(14)  -.1846(14)  .146 Uiso calc PR  .50 2 H
 H9A4  .965(2)  -.0876(14)  -.1194(14)  .146 Uiso calc PR  .50 2 H
 C10A  .8969(14)  -.1756(7)  -.0992(7)  .143(4) Uani d . 1 . C
 H101  .9216(14)  -.2250(7)  -.1138(7)  .172 Uiso calc PR  .50 1 H
 H102  .9833(14)  -.1478(7)  -.0977(7)  .172 Uiso calc PR  .50 1 H
 H103  .9947(14)  -.1897(7)  -.0974(7)  .172 Uiso calc PR  .50 2 H
 H104  .8491(14)  -.2139(7)  -.1258(7)  .172 Uiso calc PR  .50 2 H
 C11A  .8451(12)  -.1804(5)  -.0255(6)  .118(3) Uani d . 1 . C
 H111  .7474(12)  -.1943(5)  -.0289(6)  .142 Uiso calc R 1 . H
 H112  .8934(12)  -.2215(5)  -.0036(6)  .142 Uiso calc R 1 . H
 C12A  .8511(18)  -.1249(5)  .0228(6)  .155(5) Uani d . 1 . C
 H121  .9270(18)  -.1366(5)  .0554(6)  .185 Uiso calc PR  .50 1 H
 H122  .7656(18)  -.1277(5)  .0507(6)  .185 Uiso calc PR  .50 1 H
 H123  .9506(18)  -.1182(5)  .0306(6)  .185 Uiso calc PR  .50 2 H
 H124  .8161(18)  -.1469(5)  .0666(6)  .185 Uiso calc PR  .50 2 H
 C131  .869(2)  -.0472(12)  .0029(17)  .100(9) Uani d P  .50 1 C
 H131  .950(2)  -.0444(12)  -.0286(17)  .120 Uiso calc PR  .50 1 H
 H132  .893(2)  -.0208(12)  .0464(17)  .120 Uiso calc PR  .50 1 H
 C132  .796(3)  -.052(2)  .0251(18)  .124(11) Uani d P  .50 2 C
 H133  .716(3) -.055(2) .0565(18)  .148 Uiso calc PR  .50 2 H
 H134  .866(3) -.024(2) .0510(18)  .148 Uiso calc PR  .50 2 H
 C14A  .7541(7)  -.0060(4)  -.0323(4)  .076(2) Uani d . 1 . C
 H141  .7923(7)  .0405(4)  -.0482(4)  .091 Uiso calc PR  .50 1 H
 H142  .6847(7)  .0049(4)  .0042(4)  .091 Uiso calc PR  .50 1 H
 H143  .8370(7)  .0182(4)  -.0507(4)  .091 Uiso calc PR  .50 2 H
 H144  .6942(7)  .0318(4)  -.0124(4)  .091 Uiso calc PR  .50 2 H
 C15A  .3309(5)  .1822(3)  -.1526(3)  .0547(13) Uani d . 1 . C
 C16A  .3969(7)  .2546(4)  -.1430(4)  .076(2) Uani d . 1 . C
 H16A  .4936(7)  .2519(4)  -.1568(4)  .114 Uiso calc R 1 . H
 H16B  .3903(7)  .2689(4)  -.0936(4)  .114 Uiso calc R 1 . H
 H16C  .3498(7)  .2900(4)  -.1725(4)  .114 Uiso calc R 1 . H
 O1B  .7071(3)  .1650(2)  -.1458(2)  .0624(10) Uani d . 1 . O
 O2B  .5668(5)  .2434(3)  .1597(3)  .0859(14) Uani d . 1 . O
 O3B  .5206(5)  .2784(3)  .0520(3)  .0871(14) Uani d . 1 . O
 N1B 1.0762(4)  .1074(2)  -.0017(2)  .0513(10) Uani d . 1 . N
 H1B 1.0929(4)  .1103(2)  -.0470(2)  .062 Uiso calc R 1 . H
 N2B  .9182(4)  .1903(2)  -.0968(2)  .0484(10) Uani d . 1 . N
 H2B 1.0042(4)  .2009(2)  -.1057(2)  .058 Uiso calc R 1 . H
 N3B  .5950(5)  .2467(3)  .0961(3)  .0660(13) Uani d . 1 . N
 C1B  .9618(4)  .1421(2)  .0228(3)  .0433(10) Uani d . 1 . C
 C2B  .8780(4)  .1840(3)  -.0246(2)  .0435(10) Uani d . 1 . C
 C3B  .7584(5)  .2178(3)  .0006(3)  .0490(11) Uani d . 1 . C
 H3B  .7032(5)  .2454(3)  -.0304(3)  .059 Uiso calc R 1 . H
 C4B  .7212(5)  .2108(3)  .0712(3)  .0519(12) Uani d . 1 . C
 C5B  .8008(6)  .1712(3)  .1181(3)  .0582(13) Uani d . 1 . C
 H5B  .7744(6)  .1677(3)  .1660(3)  .070 Uiso calc R 1 . H
 C6B  .9192(6)  .1369(3)  .0946(3)  .0565(13) Uani d . 1 . C
 H6B  .9723(6)  .1096(3)  .1268(3)  .068 Uiso calc R 1 . H
 C7B 1.1748(5)  .0650(3)  .0417(3)  .0509(12) Uani d . 1 . C
 H7B 1.1201(5)  .0365(3)  .0764(3)  .061 Uiso calc R 1 . H
 C8B 1.2675(7)  .1168(4)  .0840(4)  .074(2) Uani d . 1 . C
 H8B1 1.2087(7)  .1547(4)  .1044(4)  .089 Uiso calc R 1 . H
 H8B2 1.3312(7)  .1403(4)  .0507(4)  .089 Uiso calc R 1 . H
 C9B 1.3549(9)  .0827(6)  .1453(5)  .113(3) Uani d . 1 . C
 H9B1 1.3929(9)  .1223(6)  .1740(5)  .135 Uiso calc R 1 . H
 H9B2 1.2923(9)  .0548(6)  .1758(5)  .135 Uiso calc R 1 . H
 C10B 1.4697(8)  .0352(7)  .1239(6)  .129(4) Uani d . 1 . C
 H10A 1.5502(8)  .0470(7)  .1535(6)  .155 Uiso calc R 1 . H
 H10B 1.4943(8)  .0467(7)  .0747(6)  .155 Uiso calc R 1 . H
 C11B 1.4431(13)  -.0480(7)  .1292(6)  .135(4) Uani d . 1 . C
 H11A 1.5195(13)  -.0730(7)  .1051(6)  .162 Uiso calc R 1 . H
 H11B 1.4468(13)  -.0618(7)  .1794(6)  .162 Uiso calc R 1 . H
 C12B 1.3049(10)  -.0769(5)  .0978(5)  .117(3) Uani d . 1 . C
 H12A 1.3013(10)  -.1294(5)  .1060(5)  .140 Uiso calc R 1 . H
 H12B 1.2286(10)  -.0552(5)  .1246(5)  .140 Uiso calc R 1 . H
 C13B 1.2797(9)  -.0640(4)  .0221(4)  .095(2) Uani d . 1 . C
 H13A 1.2007(9)  -.0944(4)  .0086(4)  .114 Uiso calc R 1 . H
 H13B 1.3603(9)  -.0828(4)  -.0036(4)  .114 Uiso calc R 1 . H
 C14B 1.2516(6)  .0107(4)  -.0068(3)  .071(2) Uani d . 1 . C
 H14A 1.1975(6)  .0054(4)  -.0505(3)  .086 Uiso calc R 1 . H
 H14B 1.3406(6)  .0324(4)  -.0200(3)  .086 Uiso calc R 1 . H
 C15B  .8307(4)  .1810(3)  -.1535(3)  .0513(12) Uani d . 1 . C
 C16B  .8967(6)  .1894(5)  -.2254(3)  .081(2) Uani d . 1 . C
 H16D  .9937(6)  .2019(5)  -.2197(3)  .121 Uiso calc R 1 . H
 H16E  .8499(6)  .2276(5)  -.2515(3)  .121 Uiso calc R 1 . H
 H16F  .8892(6)  .1442(5)  -.2514(3)  .121 Uiso calc R 1 . 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
 O1A  .028(2)  .091(3)  .103(3)  .007(2)  .012(2)  .007(3)
 O2A  .078(3)  .129(5)  .112(4)  -.030(3)  -.027(3)  -.018(3)
 O3A  .062(3)  .146(5)  .106(4)  -.030(3)  -.038(3)  .042(4)
 N1A  .035(2)  .049(2)  .091(3)  .004(2)  -.010(2)  -.004(2)
 N2A  .028(2)  .057(3)  .080(3)  -.002(2)  .002(2)  .010(2)
 N3A  .057(3)  .109(5)  .070(3)  -.024(3)  -.013(2)  .014(3)
 C1A  .033(2)  .055(3)  .060(3)  .000(2)  .004(2)  -.003(2)
 C2A  .032(2)  .059(3)  .058(3)  -.005(2)  .010(2)  .008(2)
 C3A  .035(2)  .074(4)  .060(3)  -.006(2)  .002(2)  .017(3)
 C4A  .041(2)  .085(4)  .061(3)  -.016(3)  -.002(2)  .012(3)
 C5A  .061(3)  .066(3)  .069(3)  -.014(3)  .001(3)  -.003(3)
 C6A  .046(3)  .057(3)  .073(3)  .000(3)  .002(3)  .001(3)
 C7A  .037(2)  .048(3)  .071(3)  .004(2)  -.001(2)  .001(2)
 C8A  .056(3)  .095(5)  .087(4)  .014(3)  .015(3)  .011(4)
 C9A1  .049(7)  .066(8)  .123(12)  .008(6)  .026(8)  -.026(8)
 C9A2  .077(12)  .141(19)  .147(18)  .042(13)  .059(13)  .043(15)
 C10A  .168(11)  .114(8)  .148(10)  .076(7)  -.003(8)  .010(7)
 C11A  .126(7)  .081(6)  .148(9)  .020(5)  -.001(7)  .027(6)
 C12A  .269(16)  .076(6)  .118(8)  -.009(8)  -.048(9)  .017(6)
 C131  .105(16)  .059(9)  .14(2) .017(12)  -.077(16)  -.025(12)
 C132  .13(2) .13(2) .105(17)  .06(2) -.048(18)  -.008(14)
 C14A  .062(3)  .059(3)  .107(5)  .001(3)  -.020(3)  -.005(3)
 C15A  .032(2)  .063(3)  .069(3)  .006(2)  -.003(2)  .010(3)
 C16A  .065(4)  .063(4)  .099(5)  .011(3)  -.004(3)  .004(3)
 O1B  .030(2)  .086(3)  .071(2)  -.007(2)  -.0051(15)  .003(2)
 O2B  .079(3)  .089(3)  .090(3)  .014(3)  .036(3)  -.009(3)
 O3B  .052(2)  .104(3)  .105(4)  .032(2)  .008(2)  -.002(3)
 N1B  .031(2)  .072(3)  .051(2)  .010(2)  -.005(2)  .007(2)
 N2B  .023(2)  .064(3)  .058(2)  -.003(2)  -.002(2)  .010(2)
 N3B  .055(3)  .058(3)  .085(4)  .002(2)  .021(3)  -.006(3)
 C1B  .030(2)  .046(2)  .054(3)  -.001(2)  -.002(2)  -.002(2)
 C2B  .035(2)  .045(2)  .050(3)  .000(2)  -.006(2)  -.002(2)
 C3B  .031(2)  .050(3)  .066(3)  .005(2)  .002(2)  .008(2)
 C4B  .039(2)  .050(3)  .066(3)  .000(2)  .006(2)  -.004(2)
 C5B  .057(3)  .060(3)  .058(3)  .005(3)  .015(2)  -.003(3)
 C6B  .055(3)  .056(3)  .058(3)  .007(2)  -.005(2)  .004(2)
 C7B  .028(2)  .066(3)  .059(3)  .009(2)  -.004(2)  .010(3)
 C8B  .052(3)  .079(4)  .091(4)  -.001(3)  -.019(3)  .001(3)
 C9B  .076(5)  .143(8)  .119(6)  .010(5)  -.051(5)  -.030(6)
 C10B  .050(4)  .190(13)  .148(8)  .020(6)  -.024(4)  -.036(7)
 C11B  .138(9)  .143(10)  .125(7)  .064(8)  -.039(6)  -.003(6)
 C12B  .104(6)  .094(6)  .153(9)  .045(5)  .031(6)  .044(6)
 C13B  .094(5)  .096(6)  .094(5)  .042(4)  -.023(4)  -.008(4)
 C14B  .052(3)  .096(4)  .066(3)  .025(3)  .002(3)  -.001(3)
 C15B  .028(2)  .065(3)  .061(3)  .002(2)  -.006(2)  .006(3)
 C16B  .059(3)  .123(6)  .060(3)  -.007(4)  .000(3)  .014(4)
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
 O1A C15A . 1.232(6) yes
 O2A N3A . 1.239(8) yes
 O3A N3A . 1.205(8) yes
 N1A C1A . 1.340(6) yes
 N1A C7A . 1.466(6) yes
 N1A H1A .  .86 ?
 N2A C15A . 1.339(7) yes
 N2A C2A . 1.406(7) yes
 N2A H2A .  .86 ?
 N3A C4A . 1.461(7) yes
 C1A C6A . 1.400(8) yes
 C1A C2A . 1.424(7) yes
 C2A C3A . 1.374(7) yes
 C3A C4A . 1.383(8) yes
 C3A H3A .  .93 ?
 C4A C5A . 1.381(9) yes
 C5A C6A . 1.360(8) yes
 C5A H5A .  .93 ?
 C6A H6A .  .93 ?
 C7A C14A . 1.521(8) ?
 C7A C8A . 1.531(8) ?
 C7A H7A .  .98 ?
 C8A C9A1 . 1.50(2) ?
 C8A C9A2 . 1.55(2) ?
 C8A H8A1 .  .97 ?
 C8A H8A2 .  .97 ?
 C8A H8A3 .  .97 ?
 C8A H8A4 .  .97 ?
 C9A1 C10A . 1.51(2) ?
 C9A1 H9A1 .  .97 ?
 C9A1 H9A2 .  .97 ?
 C9A2 C10A . 1.27(2) ?
 C9A2 H9A3 .  .97 ?
 C9A2 H9A4 .  .97 ?
 C10A C11A . 1.463(15) ?
 C10A H101 .  .97 ?
 C10A H102 .  .97 ?
 C10A H103 .  .97 ?
 C10A H104 .  .97 ?
 C11A C12A . 1.356(13) ?
 C11A H111 .  .97 ?
 C11A H112 .  .97 ?
 C12A C132 . 1.43(3) ?
 C12A C131 . 1.48(3) ?
 C12A H121 .  .97 ?
 C12A H122 .  .97 ?
 C12A H123 .  .97 ?
 C12A H124 .  .97 ?
 C131 C14A . 1.48(2) ?
 C131 H131 .  .97 ?
 C131 H132 .  .97 ?
 C132 C14A . 1.42(3) ?
 C132 H133 .  .97 ?
 C132 H134 .  .97 ?
 C14A H141 .  .97 ?
 C14A H142 .  .97 ?
 C14A H143 .  .97 ?
 C14A H144 .  .97 ?
 C15A C16A . 1.475(9) yes
 C16A H16A .  .96 ?
 C16A H16B .  .96 ?
 C16A H16C .  .96 ?
 O1B C15B . 1.225(5) yes
 O2B N3B . 1.215(6) yes
 O3B N3B . 1.231(7) yes
 N1B C1B . 1.344(6) yes
 N1B C7B . 1.463(6) yes
 N1B H1B .  .86 ?
 N2B C15B . 1.358(6) yes
 N2B C2B . 1.403(6) yes
 N2B H2B .  .86 ?
 N3B C4B . 1.450(7) yes
 C1B C6B . 1.401(7) yes
 C1B C2B . 1.416(6) yes
 C2B C3B . 1.382(7) yes
 C3B C4B . 1.367(7) yes
 C3B H3B .  .93 ?
 C4B C5B . 1.365(8) yes
 C5B C6B . 1.365(7) yes
 C5B H5B .  .93 ?
 C6B H6B .  .93 ?
 C7B C8B . 1.516(8) ?
 C7B C14B . 1.528(8) ?
 C7B H7B .  .98 ?
 C8B C9B . 1.544(11) ?
 C8B H8B1 .  .97 ?
 C8B H8B2 .  .97 ?
 C9B C10B . 1.454(13) ?
 C9B H9B1 .  .97 ?
 C9B H9B2 .  .97 ?
 C10B C11B . 1.54(2) ?
 C10B H10A .  .97 ?
 C10B H10B .  .97 ?
 C11B C12B . 1.54(2) ?
 C11B H11A .  .97 ?
 C11B H11B .  .97 ?
 C12B C13B . 1.450(12) ?
 C12B H12A .  .97 ?
 C12B H12B .  .97 ?
 C13B C14B . 1.491(10) ?
 C13B H13A .  .97 ?
 C13B H13B .  .97 ?
 C14B H14A .  .97 ?
 C14B H14B .  .97 ?
 C15B C16B . 1.489(8) yes
 C16B H16D .  .96 ?
 C16B H16E .  .96 ?
 C16B H16F .  .96 ?