#------------------------------------------------------------------------------
#$Date: 2011-01-02 20:00:31 +0000 (Sun, 02 Jan 2011) $
#$Revision: 5310 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012587.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_2012587
loop_
_publ_author_name
'Subbiah Pandi, A.'
'Rajakannan, V.'
'Velmurugan, D.'
'Parvez, Masood'
'Kim, Moon-Jib'
'Senthilvelan, A.'
'Narasinga Rao, S.'
_publ_section_title
;
Three tetrahydroisoquinolinedione derivatives
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o164
_journal_page_last               o167
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C16 H12 Cl N O2'
_chemical_formula_sum            'C16 H12 Cl N O2'
_chemical_formula_weight         285.72
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 98.92(2)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   7.7922(14)
_cell_length_b                   21.538(4)
_cell_length_c                   24.351(5)
_cell_measurement_temperature    293
_cell_volume                     4037.4(13)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.410
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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               2012587
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'
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 .97253(16) .75637(5) .33096(6) .1079(4) Uani d . 1 . . Cl
N1A .8330(4) .59516(13) .42749(11) .0625(7) Uani d . 1 . . N
O1A .8642(4) .55336(13) .34525(10) .0839(8) Uani d . 1 . . O
O2A .8095(5) .63704(13) .51103(12) .0998(10) Uani d . 1 . . O
C1A .8301(5) .54512(17) .39165(13) .0629(8) Uani d . 1 . . C
C2A .7782(5) .48367(16) .41021(13) .0692(9) Uani d . 1 . . C
H2A1 .8652 .4529 .4019 .083 Uiso calc R 1 . . H
H2A2 .6660 .4724 .3875 .083 Uiso calc R 1 . . H
C3A .7317(5) .41894(17) .49172(15) .0719(10) Uani d . 1 . . C
H3A .7259 .3832 .4686 .086 Uiso calc R 1 . . H
C4A .7129(5) .4130(2) .54606(17) .0801(11) Uani d . 1 . . C
H4A .6976 .3729 .5609 .096 Uiso calc R 1 . . H
C5A .7159(5) .4639(2) .57951(16) .0830(12) Uani d . 1 . . C
H5A .6998 .4592 .6172 .100 Uiso calc R 1 . . H
C6A .7422(5) .52244(19) .55884(14) .0751(10) Uani d . 1 . . C
H6A .7440 .5580 .5821 .090 Uiso calc R 1 . . H
C7A .8029(5) .59081(17) .48238(14) .0674(9) Uani d . 1 . . C
C8A .7660(4) .52861(16) .50335(13) .0591(8) Uani d . 1 . . C
C9A .7593(4) .47705(15) .46972(13) .0566(8) Uani d . 1 . . C
C10A .7293(4) .68657(14) .37006(13) .0581(8) Uani d . 1 . . C
C11A .7593(5) .73405(15) .33435(16) .0702(9) Uani d . 1 . . C
C12A .6248(7) .7641(2) .3020(2) .0944(13) Uani d . 1 . . C
H12A .6486 .7963 .2776 .113 Uiso calc R 1 . . H
C13A .4570(6) .7477(2) .30459(19) .0897(13) Uani d . 1 . . C
H13A .3639 .7693 .2828 .108 Uiso calc R 1 . . H
C14A .4235(5) .7006(2) .33840(17) .0807(11) Uani d . 1 . . C
H14A .3073 .6884 .3400 .097 Uiso calc R 1 . . H
C15A .5596(5) .67084(18) .37016(16) .0744(10) Uani d . 1 . . C
H15A .5346 .6377 .3934 .089 Uiso calc R 1 . . H
C16A .8788(5) .65554(17) .40652(16) .0726(10) Uani d . 1 . . C
H16E .9757 .6500 .3850 .087 Uiso calc R 1 . . H
H16F .9201 .6830 .4384 .087 Uiso calc R 1 . . H
Cl1B .25039(13) .27435(5) .02324(5) .0827(3) Uani d . 1 . . Cl
N1B .1484(3) .44858(13) .10985(11) .0602(7) Uani d . 1 . . N
O1B .2034(4) .47403(14) .02456(11) .0890(8) Uani d . 1 . . O
O2B .0940(4) .42243(12) .19529(11) .0809(7) Uani d . 1 . . O
C1B .1646(4) .49158(18) .06820(14) .0639(9) Uani d . 1 . . C
C2B .1299(5) .55794(17) .07851(13) .0671(9) Uani d . 1 . . C
H2B1 .2295 .5825 .0698 .081 Uiso calc R 1 . . H
H2B2 .0265 .5707 .0520 .081 Uiso calc R 1 . . H
C3B .0834(5) .63678(17) .14993(15) .0728(10) Uani d . 1 . . C
H3B .0943 .6687 .1237 .087 Uiso calc R 1 . . H
C4B .0513(6) .65202(19) .20233(17) .0839(12) Uani d . 1 . . C
H4B .0379 .6944 .2118 .101 Uiso calc R 1 . . H
C5B .0384(5) .60659(19) .24109(16) .0790(11) Uani d . 1 . . C
H5B .0168 .6176 .2772 .095 Uiso calc R 1 . . H
C6B .0566(5) .54569(17) .22764(14) .0663(9) Uani d . 1 . . C
H6B .0477 .5142 .2544 .080 Uiso calc R 1 . . H
C7B .1087(4) .46346(16) .16191(13) .0598(8) Uani d . 1 . . C
C8B .0882(4) .52974(15) .17476(12) .0540(7) Uani d . 1 . . C
C9B .0999(4) .57507(16) .13517(13) .0576(8) Uani d . 1 . . C
C10B .0256(4) .35185(15) .06401(13) .0559(7) Uani d . 1 . . C
C11B .0441(4) .30199(15) .02938(13) .0580(8) Uani d . 1 . . C
C12B -.0975(5) .27190(17) .00031(16) .0738(10) Uani d . 1 . . C
H12B -.0813 .2380 -.0234 .089 Uiso calc R 1 . . H
C13B -.2625(5) .29106(19) .00565(17) .0778(11) Uani d . 1 . . C
H13B -.3605 .2702 -.0141 .093 Uiso calc R 1 . . H
C14B -.2853(5) .34018(19) .03954(18) .0786(11) Uani d . 1 . . C
H14B -.3990 .3538 .0431 .094 Uiso calc R 1 . . H
C15B -.1422(5) .36954(18) .06827(16) .0719(9) Uani d . 1 . . C
H15B -.1594 .4033 .0920 .086 Uiso calc R 1 . . H
C16B .1798(4) .38311(16) .09724(16) .0701(9) Uani d . 1 . . C
H16A .2127 .3603 .1326 .084 Uiso calc R 1 . . H
H16B .2789 .3808 .0763 .084 Uiso calc R 1 . . H
Cl1C 1.07537(16) -.18148(5) .15379(6) .1052(4) Uani d . 1 . . Cl
N1C .9770(3) -.03383(12) .27012(10) .0572(6) Uani d . 1 . . N
O1C 1.0418(4) .00997(13) .19228(10) .0839(8) Uani d . 1 . . O
O2C .9143(4) -.07817(12) .34833(10) .0825(8) Uani d . 1 . . O
C1C .9998(4) .01755(17) .23739(13) .0624(8) Uani d . 1 . . C
C2C .9661(5) .08015(16) .25877(14) .0680(9) Uani d . 1 . . C
H1C1 .8635 .0977 .2347 .082 Uiso calc R 1 . . H
H1C2 1.0665 .1070 .2547 .082 Uiso calc R 1 . . H
C3C .9223(5) .14154(18) .34284(16) .0773(11) Uani d . 1 . . C
H3C .9349 .1786 .3226 .093 Uiso calc R 1 . . H
C4C .8918(6) .1452(2) .39634(18) .0890(12) Uani d . 1 . . C
H4C .8830 .1848 .4129 .107 Uiso calc R 1 . . H
C5C .8737(5) .0925(2) .42657(15) .0810(11) Uani d . 1 . . C
H5C .8526 .0956 .4639 .097 Uiso calc R 1 . . H
C6C .8861(5) .03540(18) .40264(14) .0669(9) Uani d . 1 . . C
H6C .8724 -.0013 .4232 .080 Uiso calc R 1 . . H
C7C .9346(4) -.03072(15) .32361(13) .0578(8) Uani d . 1 . . C
C8C .9190(4) .03115(15) .34812(12) .0540(7) Uani d . 1 . . C
C9C .9351(4) .08437(15) .31746(13) .0584(8) Uani d . 1 . . C
C10C .8500(4) -.11897(14) .20870(13) .0575(8) Uani d . 1 . . C
C11C .8677(5) -.16024(15) .16607(15) .0659(9) Uani d . 1 . . C
C12C .7265(6) -.18443(18) .13214(17) .0829(12) Uani d . 1 . . C
H12C .7427 -.2124 .1032 .099 Uiso calc R 1 . . H
C13C .5625(6) -.16814(19) .14008(18) .0858(12) Uani d . 1 . . C
H13C .4643 -.1847 .1167 .103 Uiso calc R 1 . . H
C14C .5406(5) -.12768(18) .18197(16) .0746(10) Uani d . 1 . . C
H14C .4271 -.1161 .1877 .090 Uiso calc R 1 . . H
C15C .6828(4) -.10409(16) .21552(14) .0641(8) Uani d . 1 . . C
H15C .6655 -.0764 .2446 .077 Uiso calc R 1 . . H
C16C 1.0054(4) -.09482(16) .24707(15) .0655(9) Uani d . 1 . . C
H16C 1.0361 -.1246 .2780 .079 Uiso calc R 1 . . H
H16D 1.1052 -.0923 .2265 .079 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
Cl1A .0979(8) .0789(7) .1469(11) -.0175(6) .0185(7) .0375(7)
N1A .0757(18) .0572(16) .0525(15) .0018(13) .0036(13) .0112(12)
O1A .108(2) .0937(19) .0539(14) .0040(16) .0262(14) .0138(13)
O2A .161(3) .0641(17) .0722(17) .0108(18) .0105(18) -.0127(14)
C1A .073(2) .068(2) .0473(18) .0074(17) .0094(15) .0063(15)
C2A .099(3) .061(2) .0491(18) .0054(19) .0160(17) .0027(15)
C3A .086(3) .064(2) .069(2) .0114(18) .0221(19) .0131(17)
C4A .087(3) .078(3) .081(3) .019(2) .032(2) .026(2)
C5A .092(3) .101(3) .063(2) .024(2) .032(2) .029(2)
C6A .092(3) .085(3) .0511(18) .027(2) .0208(18) .0035(18)
C7A .083(2) .066(2) .0500(18) .0165(18) .0027(16) .0028(16)
C8A .067(2) .065(2) .0445(16) .0163(16) .0081(14) .0082(14)
C9A .0616(19) .0594(19) .0493(16) .0105(15) .0104(14) .0052(14)
C10A .072(2) .0479(17) .0524(17) -.0006(15) .0042(15) -.0012(14)
C11A .088(3) .0495(18) .072(2) -.0023(17) .0096(19) .0037(16)
C12A .108(4) .071(3) .101(3) .012(2) .004(3) .031(2)
C13A .094(3) .079(3) .089(3) .025(2) -.005(2) .012(2)
C14A .073(2) .084(3) .084(3) .011(2) .009(2) .000(2)
C15A .076(2) .076(2) .072(2) .0010(19) .0128(18) .0151(19)
C16A .078(2) .067(2) .070(2) -.0086(18) .0028(18) .0144(18)
Cl1B .0840(7) .0703(6) .0966(7) .0080(5) .0232(5) -.0137(5)
N1B .0621(16) .0587(16) .0578(16) -.0032(13) .0031(12) -.0114(13)
O1B .104(2) .103(2) .0648(16) -.0080(16) .0279(14) -.0244(15)
O2B .110(2) .0646(15) .0678(15) -.0086(14) .0141(14) .0081(13)
C1B .061(2) .078(2) .0524(19) -.0087(17) .0079(15) -.0103(17)
C2B .084(2) .070(2) .0475(17) -.0038(18) .0123(16) .0009(16)
C3B .099(3) .058(2) .062(2) .0001(19) .0149(19) .0055(17)
C4B .114(3) .066(2) .075(3) -.001(2) .025(2) -.016(2)
C5B .102(3) .079(3) .059(2) -.007(2) .023(2) -.0142(19)
C6B .079(2) .070(2) .0513(18) -.0149(18) .0138(16) -.0025(16)
C7B .067(2) .062(2) .0493(17) -.0091(16) .0051(15) -.0046(15)
C8B .0580(18) .0578(18) .0457(16) -.0066(14) .0068(13) -.0028(14)
C9B .0631(19) .0610(19) .0488(17) -.0034(15) .0088(14) -.0030(14)
C10B .0605(19) .0552(18) .0511(17) -.0029(15) .0059(14) -.0017(14)
C11B .070(2) .0508(17) .0526(17) -.0003(15) .0084(15) .0024(14)
C12B .096(3) .057(2) .066(2) -.0093(19) .006(2) -.0084(17)
C13B .073(3) .071(2) .083(3) -.019(2) -.006(2) .001(2)
C14B .062(2) .082(3) .090(3) -.0044(19) .008(2) .002(2)
C15B .067(2) .073(2) .075(2) -.0013(18) .0100(18) -.0103(19)
C16B .061(2) .065(2) .080(2) .0029(16) -.0016(17) -.0159(18)
Cl1C .1139(9) .0807(7) .1317(10) -.0057(6) .0528(8) -.0374(7)
N1C .0655(16) .0561(15) .0507(14) -.0059(13) .0108(12) -.0022(12)
O1C .109(2) .0955(19) .0525(14) -.0224(16) .0301(13) -.0078(13)
O2C .120(2) .0611(15) .0701(16) -.0101(14) .0269(15) .0117(12)
C1C .067(2) .071(2) .0495(18) -.0143(17) .0121(15) .0002(15)
C2C .091(3) .061(2) .0517(18) -.0075(18) .0119(17) .0081(15)
C3C .107(3) .058(2) .065(2) .005(2) .007(2) -.0013(17)
C4C .120(4) .072(3) .074(3) .009(2) .016(2) -.018(2)
C5C .094(3) .096(3) .055(2) .000(2) .0166(19) -.014(2)
C6C .078(2) .074(2) .0499(18) -.0070(18) .0130(16) .0017(16)
C7C .065(2) .0581(19) .0501(17) -.0094(15) .0092(14) .0034(14)
C8C .0548(17) .0606(19) .0455(16) -.0062(14) .0044(13) .0019(14)
C9C .068(2) .0554(18) .0488(17) -.0044(15) .0012(14) .0001(14)
C10C .070(2) .0484(17) .0541(18) -.0059(15) .0105(15) .0053(13)
C11C .082(2) .0483(17) .071(2) -.0070(16) .0228(18) -.0027(16)
C12C .114(4) .061(2) .075(2) -.026(2) .019(2) -.0125(19)
C13C .097(3) .077(3) .077(3) -.033(2) -.005(2) .002(2)
C14C .071(2) .075(2) .075(2) -.0121(19) .0040(19) .008(2)
C15C .070(2) .064(2) .0582(19) -.0052(17) .0086(16) .0017(16)
C16C .067(2) .0602(19) .070(2) .0023(16) .0106(17) -.0067(16)
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 C11A . 1.743(4) yes
N1A C1A . 1.385(4) yes
N1A C7A . 1.396(4) yes
N1A C16A . 1.462(4) yes
O1A C1A . 1.213(4) yes
O2A C7A . 1.212(4) yes
C1A C2A . 1.475(5) ?
C2A C9A . 1.486(4) ?
C2A H2A1 . .9900 ?
C2A H2A2 . .9900 ?
C3A C4A . 1.360(5) ?
C3A C9A . 1.391(5) ?
C3A H3A . .9500 ?
C4A C5A . 1.364(6) ?
C4A H4A . .9500 ?
C5A C6A . 1.385(6) ?
C5A H5A . .9500 ?
C6A C8A . 1.399(4) ?
C6A H6A . .9500 ?
C7A C8A . 1.478(5) ?
C8A C9A . 1.376(5) ?
C10A C15A . 1.365(5) ?
C10A C11A . 1.386(5) ?
C10A C16A . 1.507(5) ?
C11A C12A . 1.372(5) ?
C12A C13A . 1.366(6) ?
C12A H12A . .9500 ?
C13A C14A . 1.357(6) ?
C13A H13A . .9500 ?
C14A C15A . 1.371(5) ?
C14A H14A . .9500 ?
C15A H15A . .9500 ?
C16A H16E . .9900 ?
C16A H16F . .9900 ?
Cl1B C11B . 1.742(3) yes
N1B C7B . 1.388(4) yes
N1B C1B . 1.394(4) yes
N1B C16B . 1.472(4) yes
O1B C1B . 1.210(4) yes
O2B C7B . 1.218(4) yes
C1B C2B . 1.483(5) ?
C2B C9B . 1.481(4) ?
C2B H2B1 . .9900 ?
C2B H2B2 . .9900 ?
C3B C4B . 1.378(5) ?
C3B C9B . 1.388(5) ?
C3B H3B . .9500 ?
C4B C5B . 1.374(6) ?
C4B H4B . .9500 ?
C5B C6B . 1.365(5) ?
C5B H5B . .9500 ?
C6B C8B . 1.391(4) ?
C6B H6B . .9500 ?
C7B C8B . 1.476(5) ?
C8B C9B . 1.385(4) ?
C10B C15B . 1.381(5) ?
C10B C11B . 1.387(4) ?
C10B C16B . 1.500(4) ?
C11B C12B . 1.377(5) ?
C12B C13B . 1.375(5) ?
C12B H12B . .9500 ?
C13B C14B . 1.370(6) ?
C13B H13B . .9500 ?
C14B C15B . 1.375(5) ?
C14B H14B . .9500 ?
C15B H15B . .9500 ?
C16B H16A . .9900 ?
C16B H16B . .9900 ?
Cl1C C11C . 1.751(4) yes
N1C C1C . 1.391(4) yes
N1C C7C . 1.394(4) yes
N1C C16C . 1.459(4) yes
O1C C1C . 1.205(4) yes
O2C C7C . 1.209(4) yes
C1C C2C . 1.483(5) ?
C2C C9C . 1.489(4) ?
C2C H1C1 . .9900 ?
C2C H1C2 . .9900 ?
C3C C4C . 1.362(5) ?
C3C C9C . 1.388(5) ?
C3C H3C . .9500 ?
C4C C5C . 1.372(6) ?
C4C H4C . .9500 ?
C5C C6C . 1.371(5) ?
C5C H5C . .9500 ?
C6C C8C . 1.393(4) ?
C6C H6C . .9500 ?
C7C C8C . 1.473(5) ?
C8C C9C . 1.384(4) ?
C10C C15C . 1.377(5) ?
C10C C11C . 1.389(5) ?
C10C C16C . 1.503(5) ?
C11C C12C . 1.372(5) ?
C12C C13C . 1.368(6) ?
C12C H12C . .9500 ?
C13C C14C . 1.372(6) ?
C13C H13C . .9500 ?
C14C C15C . 1.368(5) ?
C14C H14C . .9500 ?
C15C H15C . .9500 ?
C16C H16C . .9900 ?
C16C H16D . .9900 ?