#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202382.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_2202382
loop_
_publ_author_name
P.G.Aravindan
S.Selvanayagam
D.Velmurugan
K.Ravikumar
N.Nagarajan
P.T.Perumal
_publ_section_title
;
C-halogen...\p interactions in
4-Chloro-2-(9-ethylcarbazol-3-yl)quinoline-1(2H)-carbaldehyde.
;
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              o1564
_journal_page_last               o1566
_journal_volume                  59
_journal_year                    2003
_chemical_formula_moiety         'C24 H19 Cl N2 O'
_chemical_formula_sum            'C24 H19 Cl N2 O'
_chemical_formula_weight         386.86
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                85.3360(10)
_cell_angle_beta                 70.2350(10)
_cell_angle_gamma                84.351(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4147(8)
_cell_length_b                   9.6714(8)
_cell_length_c                   11.1245(9)
_cell_measurement_temperature    293(2)
_cell_volume                     947.37(14)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.356
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2202382
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Cl1 0.09873(7) 1.12653(5) 0.15707(5) 0.0698(2) Uani d . 1 . . Cl
O1 0.43464(15) 0.58798(15) -0.15635(13) 0.0670(4) Uani d . 1 . . O
N1 -0.11123(19) 0.34051(19) 0.40043(18) 0.0683(5) Uani d . 1 . . N
C1 -0.1116(2) 0.5125(2) 0.2187(2) 0.0587(5) Uani d . 1 . . C
H1 -0.2102 0.5016 0.2228 0.070 Uiso calc R 1 . . H
C1A -0.0486(2) 0.43800(18) 0.30247(18) 0.0520(4) Uani d . 1 . . C
C2 -0.0232(2) 0.60329(19) 0.12899(18) 0.0517(4) Uani d . 1 . . C
H2 -0.0629 0.6530 0.0709 0.062 Uiso calc R 1 . . H
C3 0.12533(18) 0.62301(16) 0.12273(15) 0.0416(4) Uani d . 1 . . C
C4 0.18811(18) 0.54624(15) 0.20539(15) 0.0401(3) Uani d . 1 . . C
H4 0.2867 0.5577 0.2011 0.048 Uiso calc R 1 . . H
C4A 0.10195(18) 0.45140(16) 0.29532(15) 0.0419(4) Uani d . 1 . . C
C5 0.2583(2) 0.31688(19) 0.42779(17) 0.0543(4) Uani d . 1 . . C
H5 0.3487 0.3579 0.3865 0.065 Uiso calc R 1 . . H
C5A 0.13211(19) 0.35540(17) 0.39217(15) 0.0453(4) Uani d . 1 . . C
C6 0.2482(3) 0.2166(2) 0.52573(19) 0.0676(6) Uani d . 1 . . C
H6 0.3324 0.1899 0.5504 0.081 Uiso calc R 1 . . H
C7 0.1124(3) 0.1549(2) 0.5879(2) 0.0734(6) Uani d . 1 . . C
H7 0.1075 0.0883 0.6542 0.088 Uiso calc R 1 . . H
C8 -0.0125(3) 0.1898(2) 0.5540(2) 0.0703(6) Uani d . 1 . . C
H8 -0.1021 0.1476 0.5957 0.084 Uiso calc R 1 . . H
C8A -0.0034(2) 0.2901(2) 0.45538(18) 0.0561(5) Uani d . 1 . . C
C9A -0.2762(7) 0.3251(7) 0.4616(7) 0.0659(19) Uani d P 0.484(8) A 1 C
H9A -0.3345 0.4083 0.4449 0.079 Uiso calc PR 0.484(8) A 1 H
H9B -0.3018 0.3084 0.5534 0.079 Uiso calc PR 0.484(8) A 1 H
C10A -0.3076(6) 0.2029(6) 0.4029(5) 0.0791(19) Uani d P 0.484(8) A 1 C
H10A -0.2853 0.2227 0.3127 0.119 Uiso calc PR 0.484(8) A 1 H
H10B -0.4123 0.1850 0.4416 0.119 Uiso calc PR 0.484(8) A 1 H
H10C -0.2453 0.1227 0.4168 0.119 Uiso calc PR 0.484(8) A 1 H
C9B -0.2572(8) 0.2771(7) 0.4206(7) 0.0691(17) Uani d P 0.516(8) A 2 C
H9C -0.2822 0.2850 0.3424 0.083 Uiso calc PR 0.516(8) A 2 H
H9D -0.2506 0.1796 0.4481 0.083 Uiso calc PR 0.516(8) A 2 H
C10B -0.3732(7) 0.3585(7) 0.5226(7) 0.103(2) Uani d P 0.516(8) A 2 C
H10D -0.3599 0.3331 0.6036 0.154 Uiso calc PR 0.516(8) A 2 H
H10E -0.4726 0.3386 0.5266 0.154 Uiso calc PR 0.516(8) A 2 H
H10F -0.3614 0.4561 0.5030 0.154 Uiso calc PR 0.516(8) A 2 H
C11 0.20888(18) 0.73320(16) 0.02609(15) 0.0430(4) Uani d . 1 . . C
H11 0.2010 0.7157 -0.0569 0.052 Uiso calc R 1 . . H
C12 0.1339(2) 0.87624(17) 0.06181(17) 0.0494(4) Uani d . 1 . . C
H12 0.0432 0.9035 0.0474 0.059 Uiso calc R 1 . . H
C13 0.1939(2) 0.96398(16) 0.11316(16) 0.0480(4) Uani d . 1 . . C
C14 0.3342(2) 0.93001(16) 0.13989(15) 0.0460(4) Uani d . 1 . . C
C15 0.3859(2) 1.0075(2) 0.21574(18) 0.0600(5) Uani d . 1 . . C
H15 0.3293 1.0876 0.2512 0.072 Uiso calc R 1 . . H
C16 0.5189(3) 0.9670(2) 0.2385(2) 0.0706(6) Uani d . 1 . . C
H16 0.5524 1.0206 0.2878 0.085 Uiso calc R 1 . . H
C17 0.6030(3) 0.8471(2) 0.1887(2) 0.0671(5) Uani d . 1 . . C
H17 0.6935 0.8209 0.2037 0.081 Uiso calc R 1 . . H
C18 0.5531(2) 0.7658(2) 0.11633(18) 0.0539(4) Uani d . 1 . . C
H18 0.6077 0.6830 0.0860 0.065 Uiso calc R 1 . . H
C19 0.42161(19) 0.80795(17) 0.08919(15) 0.0435(4) Uani d . 1 . . C
N20 0.37072(15) 0.73058(13) 0.00993(12) 0.0422(3) Uani d . 1 . . N
C21 0.4711(2) 0.65973(18) -0.08888(17) 0.0507(4) Uani d . 1 . . C
H21 0.5738 0.6670 -0.1055 0.061 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
Cl1 0.0821(4) 0.0428(3) 0.0766(4) 0.0104(2) -0.0184(3) -0.0106(2)
O1 0.0611(8) 0.0675(9) 0.0684(9) -0.0077(7) -0.0100(7) -0.0277(7)
N1 0.0474(9) 0.0711(11) 0.0782(11) -0.0233(8) -0.0099(8) 0.0174(9)
C1 0.0393(9) 0.0595(11) 0.0771(13) -0.0107(8) -0.0183(9) 0.0010(9)
C1A 0.0447(9) 0.0476(9) 0.0584(10) -0.0107(7) -0.0086(8) -0.0005(8)
C2 0.0457(10) 0.0513(10) 0.0606(11) -0.0019(7) -0.0213(8) -0.0024(8)
C3 0.0426(9) 0.0368(8) 0.0432(8) -0.0038(6) -0.0102(7) -0.0059(6)
C4 0.0386(8) 0.0377(8) 0.0427(8) -0.0055(6) -0.0104(6) -0.0061(6)
C4A 0.0425(9) 0.0367(8) 0.0432(8) -0.0070(6) -0.0078(7) -0.0069(6)
C5 0.0615(11) 0.0567(11) 0.0442(9) -0.0127(8) -0.0156(8) 0.0014(8)
C5A 0.0519(10) 0.0408(8) 0.0388(8) -0.0105(7) -0.0069(7) -0.0048(6)
C6 0.0797(15) 0.0723(14) 0.0509(11) -0.0089(11) -0.0237(10) 0.0090(10)
C7 0.0952(17) 0.0652(13) 0.0514(11) -0.0148(12) -0.0151(11) 0.0147(9)
C8 0.0750(14) 0.0645(13) 0.0594(12) -0.0230(11) -0.0052(10) 0.0111(10)
C8A 0.0576(11) 0.0510(10) 0.0519(10) -0.0127(8) -0.0062(8) 0.0004(8)
C9A 0.047(4) 0.056(4) 0.078(5) -0.012(3) 0.005(4) -0.007(3)
C10A 0.058(3) 0.078(4) 0.100(4) -0.024(3) -0.019(3) -0.010(3)
C9B 0.065(4) 0.066(4) 0.073(4) -0.032(4) -0.010(3) -0.005(3)
C10B 0.056(4) 0.123(5) 0.110(4) -0.025(3) 0.008(3) -0.024(4)
C11 0.0460(9) 0.0399(8) 0.0421(8) -0.0033(6) -0.0136(7) -0.0013(6)
C12 0.0507(10) 0.0419(9) 0.0521(10) 0.0002(7) -0.0151(8) 0.0042(7)
C13 0.0571(10) 0.0351(8) 0.0439(9) -0.0011(7) -0.0076(7) 0.0008(7)
C14 0.0551(10) 0.0392(8) 0.0388(8) -0.0101(7) -0.0085(7) 0.0023(6)
C15 0.0774(14) 0.0483(10) 0.0530(11) -0.0133(9) -0.0169(9) -0.0063(8)
C16 0.0865(16) 0.0694(14) 0.0677(13) -0.0213(12) -0.0356(12) -0.0097(10)
C17 0.0667(13) 0.0736(14) 0.0700(13) -0.0153(10) -0.0326(10) 0.0003(11)
C18 0.0531(10) 0.0510(10) 0.0558(10) -0.0075(8) -0.0155(8) 0.0007(8)
C19 0.0461(9) 0.0414(8) 0.0397(8) -0.0122(7) -0.0088(7) 0.0028(6)
N20 0.0441(7) 0.0374(7) 0.0411(7) -0.0066(5) -0.0084(6) -0.0010(5)
C21 0.0474(10) 0.0461(9) 0.0527(10) -0.0069(7) -0.0070(8) -0.0069(8)
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
Cl1 C13 . 1.751(2) y
O1 C21 . 1.212(2) y
N1 C8A . 1.384(3) y
N1 C1A . 1.390(2) y
N1 C9A . 1.487(7) y
N1 C9B . 1.500(7) y
C1 C2 . 1.378(3) ?
C1 C1A . 1.386(3) ?
C1 H1 . 0.9300 ?
C1A C4A . 1.410(2) ?
C2 C3 . 1.408(2) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.384(2) ?
C3 C11 . 1.522(2) ?
C4 C4A . 1.396(2) ?
C4 H4 . 0.9300 ?
C4A C5A . 1.448(2) ?
C5 C5A . 1.384(3) ?
C5 C6 . 1.383(3) ?
C5 H5 . 0.9300 ?
C5A C8A . 1.414(2) ?
C6 C7 . 1.398(3) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.357(3) ?
C7 H7 . 0.9300 ?
C8 C8A . 1.390(3) ?
C8 H8 . 0.9300 ?
C9A C10A . 1.494(8) ?
C9A H9A . 0.9700 ?
C9A H9B . 0.9700 ?
C10A H10A . 0.9600 ?
C10A H10B . 0.9600 ?
C10A H10C . 0.9600 ?
C9B C10B . 1.495(8) ?
C9B H9C . 0.9700 ?
C9B H9D . 0.9700 ?
C10B H10D . 0.9601 ?
C10B H10E . 0.9601 ?
C10B H10F . 0.9601 ?
C11 N20 . 1.471(2) y
C11 C12 . 1.509(2) ?
C11 H11 . 0.9800 ?
C12 C13 . 1.326(3) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.450(3) ?
C14 C15 . 1.401(3) ?
C14 C19 . 1.412(2) ?
C15 C16 . 1.374(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.380(3) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.385(3) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.387(3) ?
C18 H18 . 0.9300 ?
C19 N20 . 1.425(2) y
N20 C21 . 1.365(2) y
C21 H21 . 0.9300 ?