#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008166.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_2008166
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  256
_journal_page_last  258
_publ_section_title
;
N-(p-Chlorobenzoyl)-N-methylaniline
;
loop_
_publ_author_name
  'M. Paz Mart\'inez-Alc\'azar'
  'Isabel Fonseca'
  'Felix H. Cano'
  'J. Gonzalo Rodr\'iguez'
_chemical_formula_sum  'C15 H14 Cl N O'
_chemical_formula_weight  259.72
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  10.2360(10)
_cell_length_b  22.433(3)
_cell_length_c  12.188(2)
_cell_angle_alpha  90.00
_cell_angle_beta  104.890(10)
_cell_angle_gamma  90.00
_cell_volume  2704.7(6)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.276
_diffrn_ambient_temperature  293(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
  Cl1A 0.20818(11) 0.04205(4) 0.22791(8) 0.1005(4) Uani d . 1 . . Cl
  C2A 0.1557(3) -0.02085(12) 0.1455(2) 0.0625(7) Uani d . 1 . . C
  C3A 0.0243(3) -0.03999(13) 0.1282(3) 0.0634(8) Uani d . 1 . . C
  H3A -0.038(3) -0.0197(13) 0.162(3) 0.075(9) Uiso d . 1 . . H
  C4A -0.0161(3) -0.09064(12) 0.0631(2) 0.0576(7) Uani d . 1 . . C
  H4A -0.107(3) -0.1042(12) 0.048(2) 0.063(8) Uiso d . 1 . . H
  C5A 0.0731(3) -0.12111(11) 0.0156(2) 0.0506(6) Uani d . 1 . . C
  C6A 0.2049(3) -0.09994(13) 0.0343(3) 0.0615(7) Uani d . 1 . . C
  H6A 0.264(3) -0.1232(14) 0.002(3) 0.091(11) Uiso d . 1 . . H
  C7A 0.2464(3) -0.05008(14) 0.0989(3) 0.0650(8) Uani d . 1 . . C
  H7A 0.334(3) -0.0332(13) 0.112(3) 0.080(9) Uiso d . 1 . . H
  C8A 0.0348(3) -0.17595(12) -0.0526(3) 0.0592(7) Uani d . 1 . . C
  O9A 0.1139(2) -0.19980(10) -0.0978(2) 0.1008(9) Uani d . 1 . . O
  C10A -0.1046(3) -0.20278(12) -0.0648(3) 0.0599(7) Uani d . 1 . . C
  H11A -0.164(3) -0.1705(13) -0.098(2) 0.069(8) Uiso d . 1 . . H
  H12A -0.118(3) -0.2085(13) 0.013(3) 0.077(10) Uiso d . 1 . . H
  N11A -0.1291(2) -0.25678(10) -0.1317(2) 0.0629(6) Uani d . 1 . . N
  C12A -0.0646(2) -0.30890(11) -0.0889(2) 0.0507(6) Uani d . 1 . . C
  C13A -0.0626(3) -0.35878(12) -0.1584(3) 0.0585(7) Uani d . 1 . . C
  H13A -0.115(3) -0.3563(14) -0.240(3) 0.091(11) Uiso d . 1 . . H
  C14A -0.0039(3) -0.41139(13) -0.1140(3) 0.0658(8) Uani d . 1 . . C
  H14A -0.010(3) -0.4481(14) -0.162(3) 0.078(9) Uiso d . 1 . . H
  C15A 0.0580(3) -0.41748(13) 0.0000(3) 0.0680(8) Uani d . 1 . . C
  H15A 0.098(3) -0.4560(14) 0.029(2) 0.072(9) Uiso d . 1 . . H
  C16A 0.0567(3) -0.36873(14) 0.0679(3) 0.0688(9) Uani d . 1 . . C
  H16A 0.094(4) -0.3690(15) 0.132(3) 0.084(12) Uiso d . 1 . . H
  C17A -0.0008(3) -0.31588(13) 0.0273(3) 0.0616(7) Uani d . 1 . . C
  H17A 0.007(3) -0.2813(14) 0.075(3) 0.078(9) Uiso d . 1 . . H
  C18A -0.1771(5) -0.2497(2) -0.2541(3) 0.0884(12) Uani d . 1 . . C
  H18A -0.190(4) -0.2152(18) -0.270(3) 0.099(14) Uiso d . 1 . . H
  H19A -0.237(4) -0.2876(16) -0.286(3) 0.098(11) Uiso d . 1 . . H
  H20A -0.104(6) -0.261(3) -0.305(5) 0.19(2) Uiso d . 1 . . H
  Cl1B -0.22225(10) 0.02421(5) 0.32240(10) 0.1134(4) Uani d . 1 . . Cl
  C2B -0.1260(3) 0.06720(13) 0.4325(3) 0.0691(8) Uani d . 1 . . C
  C3B -0.1829(3) 0.08758(14) 0.5158(3) 0.0688(8) Uani d . 1 . . C
  H3B -0.274(3) 0.0771(12) 0.511(3) 0.076(9) Uiso d . 1 . . H
  C4B -0.1070(3) 0.12274(13) 0.6016(3) 0.0600(7) Uani d . 1 . . C
  H4B -0.143(3) 0.1408(13) 0.659(3) 0.084(10) Uiso d . 1 . . H
  C5B 0.0248(2) 0.13764(11) 0.6051(2) 0.0489(6) Uani d . 1 . . C
  C6B 0.0813(3) 0.11608(15) 0.5203(3) 0.0689(8) Uani d . 1 . . C
  H6B 0.177(4) 0.1247(14) 0.525(3) 0.096(11) Uiso d . 1 . . H
  C7B 0.0044(3) 0.08060(17) 0.4340(3) 0.0809(10) Uani d . 1 . . C
  H7B 0.042(4) 0.0634(17) 0.379(3) 0.117(13) Uiso d . 1 . . H
  C8B 0.1023(3) 0.17666(11) 0.6990(2) 0.0496(6) Uani d . 1 . . C
  O9B 0.0477(2) 0.19571(9) 0.77015(17) 0.0689(6) Uani d . 1 . . O
  C10B 0.2465(3) 0.19340(15) 0.7034(3) 0.0580(7) Uani d . 1 . . C
  H11B 0.292(3) 0.1611(13) 0.684(2) 0.064(8) Uiso d . 1 . . H
  H12B 0.234(3) 0.2250(15) 0.652(3) 0.084(10) Uiso d . 1 . . H
  N11B 0.3217(2) 0.21521(10) 0.8126(2) 0.0596(6) Uani d . 1 . . N
  C12B 0.3689(2) 0.17558(12) 0.9001(2) 0.0539(7) Uani d . 1 . . C
  C13B 0.4315(3) 0.19576(18) 1.0102(3) 0.0729(9) Uani d . 1 . . C
  H13B 0.436(3) 0.2373(14) 1.027(3) 0.071(9) Uiso d . 1 . . H
  C14B 0.4802(4) 0.1554(3) 1.0973(3) 0.0950(13) Uani d . 1 . . C
  H14B 0.521(4) 0.1729(18) 1.167(4) 0.119(14) Uiso d . 1 . . H
  C15B 0.4698(4) 0.0952(2) 1.0790(4) 0.0982(13) Uani d . 1 . . C
  H15B 0.508(4) 0.0683(17) 1.137(4) 0.111(13) Uiso d . 1 . . H
  C16B 0.4071(3) 0.07466(18) 0.9716(4) 0.0822(10) Uani d . 1 . . C
  H16B 0.396(3) 0.0271(14) 0.955(2) 0.080(9) Uiso d . 1 . . H
  C17B 0.3577(3) 0.11381(13) 0.8841(3) 0.0629(8) Uani d . 1 . . C
  H17B 0.310(3) 0.0963(14) 0.811(3) 0.084(10) Uiso d . 1 . . H
  C18B 0.3127(5) 0.27811(15) 0.8361(4) 0.0771(10) Uani d . 1 . . C
  H18B 0.400(4) 0.2945(15) 0.860(3) 0.095(12) Uiso d . 1 . . H
  H19B 0.275(5) 0.297(2) 0.770(5) 0.15(2) Uiso d . 1 . . H
  H20B 0.243(4) 0.2845(17) 0.883(4) 0.122(15) Uiso d . 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
  Cl1A 0.1272(8) 0.0922(7) 0.0850(6) -0.0384(6) 0.0322(6) -0.0334(5)
  C2A 0.077(2) 0.0570(16) 0.0532(16) -0.0130(14) 0.0160(14) 0.0000(13)
  C3A 0.0705(19) 0.0587(17) 0.0683(19) -0.0024(15) 0.0309(16) -0.0065(14)
  C4A 0.0570(17) 0.0503(15) 0.0708(18) -0.0030(13) 0.0259(14) -0.0009(13)
  C5A 0.0520(15) 0.0448(14) 0.0598(16) -0.0010(11) 0.0229(12) 0.0031(11)
  C6A 0.0540(17) 0.0594(17) 0.077(2) 0.0013(13) 0.0264(15) 0.0012(15)
  C7A 0.0572(18) 0.0675(18) 0.0720(19) -0.0132(15) 0.0198(15) 0.0028(15)
  C8A 0.0584(17) 0.0500(15) 0.0750(19) -0.0007(13) 0.0277(14) -0.0046(13)
  O9A 0.0899(16) 0.0865(16) 0.149(2) -0.0130(13) 0.0719(17) -0.0438(15)
  C10A 0.0580(17) 0.0435(15) 0.079(2) 0.0030(13) 0.0185(15) -0.0039(14)
  N11A 0.0660(15) 0.0483(13) 0.0673(16) 0.0013(11) 0.0044(12) -0.0047(11)
  C12A 0.0441(14) 0.0451(14) 0.0627(16) -0.0064(11) 0.0135(12) -0.0046(12)
  C13A 0.0578(17) 0.0534(16) 0.0654(19) -0.0105(13) 0.0179(14) -0.0095(14)
  C14A 0.0654(19) 0.0468(16) 0.090(2) -0.0063(13) 0.0287(17) -0.0160(16)
  C15A 0.0584(18) 0.0470(16) 0.096(2) -0.0003(13) 0.0151(17) 0.0007(16)
  C16A 0.066(2) 0.0611(19) 0.071(2) -0.0009(14) 0.0026(17) 0.0001(16)
  C17A 0.0618(17) 0.0527(16) 0.0651(19) -0.0008(13) 0.0065(14) -0.0089(14)
  C18A 0.102(3) 0.066(2) 0.078(3) 0.003(2) -0.011(2) 0.007(2)
  Cl1B 0.0997(7) 0.1112(8) 0.1116(8) -0.0113(6) -0.0049(6) -0.0461(6)
  C2B 0.065(2) 0.0589(17) 0.075(2) 0.0045(14) 0.0031(16) -0.0117(15)
  C3B 0.0470(17) 0.074(2) 0.083(2) -0.0046(15) 0.0127(15) -0.0046(17)
  C4B 0.0479(16) 0.0665(18) 0.0683(19) -0.0007(13) 0.0198(14) -0.0040(15)
  C5B 0.0477(15) 0.0478(14) 0.0523(15) 0.0063(11) 0.0147(12) 0.0028(11)
  C6B 0.0499(17) 0.087(2) 0.073(2) -0.0002(15) 0.0212(15) -0.0188(16)
  C7B 0.067(2) 0.097(3) 0.081(2) -0.0001(18) 0.0220(18) -0.033(2)
  C8B 0.0486(14) 0.0491(14) 0.0517(14) 0.0042(11) 0.0139(12) 0.0048(12)
  O9B 0.0670(12) 0.0832(14) 0.0623(12) -0.0001(10) 0.0274(10) -0.0124(10)
  C10B 0.0574(17) 0.0594(18) 0.0575(17) -0.0064(14) 0.0151(14) 0.0017(15)
  N11B 0.0604(14) 0.0539(13) 0.0607(14) -0.0086(10) 0.0084(11) -0.0033(11)
  C12B 0.0397(14) 0.0651(17) 0.0578(16) -0.0048(12) 0.0141(12) -0.0020(13)
  C13B 0.0624(19) 0.089(3) 0.063(2) -0.0163(17) 0.0090(15) -0.0041(18)
  C14B 0.070(2) 0.146(4) 0.062(2) -0.018(2) 0.0044(18) 0.015(3)
  C15B 0.067(2) 0.122(4) 0.102(3) 0.010(2) 0.014(2) 0.048(3)
  C16B 0.066(2) 0.081(2) 0.102(3) 0.0132(17) 0.026(2) 0.025(2)
  C17B 0.0532(17) 0.0641(18) 0.074(2) 0.0028(14) 0.0211(15) 0.0023(16)
  C18B 0.083(3) 0.0572(19) 0.090(3) -0.0093(18) 0.020(2) -0.0039(18)
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
  Cl1A C2A . 1.735(3) yes
  C2A C7A . 1.373(4) yes
  C2A C3A . 1.375(4) yes
  C3A C4A . 1.386(4) yes
  C3A H3A . 0.96(3) no
  C4A C5A . 1.382(4) yes
  C4A H4A . 0.95(3) no
  C5A C6A . 1.393(4) yes
  C5A C8A . 1.480(4) yes
  C6A C7A . 1.371(4) yes
  C6A H6A . 0.95(3) no
  C7A H7A . 0.95(3) no
  C8A O9A . 1.214(3) yes
  C8A C10A . 1.521(4) yes
  C10A N11A . 1.446(3) yes
  C10A H11A . 0.97(3) no
  C10A H12A . 1.00(3) no
  N11A C12A . 1.377(3) yes
  N11A C18A . 1.455(4) yes
  C12A C13A . 1.407(4) yes
  C12A C17A . 1.407(4) yes
  C13A C14A . 1.371(4) yes
  C13A H13A . 1.00(4) no
  C14A C15A . 1.378(4) yes
  C14A H14A . 1.00(3) no
  C15A C16A . 1.373(5) yes
  C15A H15A . 0.98(3) no
  C16A C17A . 1.359(4) yes
  C16A H16A . 0.77(3) no
  C17A H17A . 0.96(3) no
  C18A H18A . 0.80(4) no
  C18A H19A . 1.06(4) no
  C18A H20A . 1.11(6) no
  Cl1B C2B . 1.738(3) yes
  C2B C7B . 1.364(4) yes
  C2B C3B . 1.372(4) yes
  C3B C4B . 1.379(4) yes
  C3B H3B . 0.95(3) no
  C4B C5B . 1.380(4) yes
  C4B H4B . 0.96(3) no
  C5B C6B . 1.394(4) yes
  C5B C8B . 1.497(4) yes
  C6B C7B . 1.390(4) yes
  C6B H6B . 0.99(4) no
  C7B H7B . 0.94(4) no
  C8B O9B . 1.223(3) yes
  C8B C10B . 1.510(4) yes
  C10B N11B . 1.441(4) yes
  C10B H11B . 0.93(3) no
  C10B H12B . 0.93(3) no
  N11B C12B . 1.377(3) yes
  N11B C18B . 1.448(4) yes
  C12B C17B . 1.400(4) yes
  C12B C13B . 1.405(4) yes
  C13B C14B . 1.386(5) yes
  C13B H13B . 0.95(3) no
  C14B C15B . 1.370(6) yes
  C14B H14B . 0.94(4) no
  C15B C16B . 1.380(6) yes
  C15B H15B . 0.93(4) no
  C16B C17B . 1.374(4) yes
  C16B H16B . 1.09(3) no
  C17B H17B . 0.98(3) no
  C18B H18B . 0.94(4) no
  C18B H19B . 0.90(5) no
  C18B H20B . 1.03(4) no