#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200201.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_2200201 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o125 _journal_page_last o126 _publ_section_title ; 2-Chloro-3-[4-(ethoxycarbonyl)-1-piperidyl]-1,4-naphthoquinone ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Lynch, Daniel E.' 'McClenaghan, Ian' 'Coles, Simon J.' _chemical_formula_moiety 'C18 H18 Cl N O4' _chemical_formula_sum 'C18 H18 Cl N O4' _chemical_formula_weight 347.78 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.780(3) _cell_length_b 16.931(3) _cell_length_c 7.8532(16) _cell_angle_alpha 90.00 _cell_angle_beta 101.85(3) _cell_angle_gamma 90.00 _cell_volume 1663.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.389 _diffrn_ambient_temperature 298(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 C1 .8680(3) .0461(3) .2380(6) .0584(13) Uani d . 1 . . C O1 .8973(2) .0793(2) .1157(4) .0865(11) Uani d . 1 . . O C2 .8018(3) .0873(3) .3404(6) .0537(12) Uani d . 1 . . C Cl2 .77616(10) .18514(8) .27846(17) .0864(5) Uani d . 1 . . Cl C3 .7683(3) .0558(3) .4778(6) .0533(12) Uani d . 1 . . C C4 .8034(3) -.0272(3) .5313(6) .0565(12) Uani d . 1 . . C O4 .7686(3) -.0615(2) .6433(4) .0873(11) Uani d . 1 . . O C5 .9145(3) -.1432(3) .4887(6) .0690(14) Uani d . 1 . . C H5 .8970 -.1658 .5872 .083 Uiso calc R 1 . . H C6 .9781(3) -.1847(3) .3958(7) .0746(15) Uani d . 1 . . C H6 1.0022 -.2353 .4299 .089 Uiso calc R 1 . . H C7 1.0047(4) -.1496(4) .2524(7) .0795(16) Uani d . 1 . . C H7 1.0476 -.1768 .1898 .095 Uiso calc R 1 . . H C8 .9694(3) -.0755(3) .2000(6) .0683(14) Uani d . 1 . . C H8 .9883 -.0527 .1028 .082 Uiso calc R 1 . . H C9 .9047(3) -.0341(3) .2935(6) .0522(12) Uani d . 1 . . C C10 .8766(3) -.0682(3) .4364(6) .0514(12) Uani d . 1 . . C N31 .6976(3) .0888(2) .5680(5) .0612(10) Uani d . 1 . . N C32 .7219(3) .0921(3) .7569(6) .0666(13) Uani d . 1 . . C H321 .7486 .1443 .7942 .080 Uiso calc R 1 . . H H322 .7776 .0541 .8015 .080 Uiso calc R 1 . . H C33 .6247(3) .0745(3) .8309(6) .0715(15) Uani d . 1 . . C H331 .6426 .0801 .9564 .086 Uiso calc R 1 . . H H332 .6025 .0203 .8042 .086 Uiso calc R 1 . . H C34 .5335(3) .1298(3) .7565(6) .0620(13) Uani d . 1 A . C H341 .5556 .1840 .7895 .074 Uiso calc R 1 . . H C35 .5119(3) .1232(3) .5603(6) .0748(15) Uani d . 1 . . C H351 .4557 .1600 .5108 .090 Uiso calc R 1 . . H H352 .4865 .0703 .5267 .090 Uiso calc R 1 . . H C36 .6100(3) .1402(3) .4858(6) .0744(14) Uani d . 1 . . C H361 .5939 .1311 .3612 .089 Uiso calc R 1 . . H H362 .6308 .1950 .5062 .089 Uiso calc R 1 . . H C37 .4365(4) .1107(4) .8269(7) .0769(16) Uani d . 1 . . C O37 .3804(3) .0549(3) .7853(5) .1216(16) Uani d . 1 A . O O38 .4212(3) .1606(2) .9450(6) .1123(14) Uani d . 1 A . O C39A .3515(8) .1423(7) 1.0760(16) .087(4) Uani d PDU .50 A 1 C H39A .3222 .0893 1.0613 .104 Uiso calc PR .50 A 1 H H39B .3900 .1493 1.1950 .104 Uiso calc PR .50 A 1 H C40A .2664(8) .2043(8) 1.0238(17) .097(4) Uani d PDU .50 A 1 C H40A .2962 .2556 1.0556 .145 Uiso calc PR .50 A 1 H H40B .2086 .1946 1.0822 .145 Uiso calc PR .50 A 1 H H40C .2401 .2023 .9002 .145 Uiso calc PR .50 A 1 H C39B .3094(8) .1473(7) .9773(15) .072(3) Uani d PDU .50 A 2 C H39C .2553 .1562 .8729 .086 Uiso calc PR .50 A 2 H H39D .3014 .0944 1.0205 .086 Uiso calc PR .50 A 2 H C40B .3047(9) .2091(7) 1.1144(14) .076(4) Uani d PDU .50 A 2 C H40D .3655 .2034 1.2083 .114 Uiso calc PR .50 A 2 H H40E .2403 .2023 1.1578 .114 Uiso calc PR .50 A 2 H H40F .3052 .2607 1.0642 .114 Uiso calc PR .50 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 C1 .061(3) .070(4) .047(3) -.002(3) .016(2) .000(3) O1 .097(2) .099(3) .072(2) .010(2) .0381(19) .021(2) C2 .065(3) .044(3) .052(3) -.005(2) .012(2) .002(2) Cl2 .1009(9) .0642(10) .0989(11) .0039(8) .0319(7) .0184(9) C3 .055(3) .056(3) .049(3) -.003(2) .010(2) -.004(3) C4 .059(3) .055(4) .058(3) -.005(2) .019(2) .002(3) O4 .110(2) .074(3) .095(3) .0127(19) .060(2) .023(2) C5 .066(3) .069(4) .073(4) -.004(3) .017(3) -.004(3) C6 .067(3) .058(4) .097(4) .013(3) .012(3) .005(4) C7 .068(3) .088(5) .085(4) -.001(3) .022(3) -.015(4) C8 .058(3) .085(5) .065(4) -.006(3) .018(2) -.003(3) C9 .051(2) .055(4) .053(3) .002(2) .015(2) -.003(3) C10 .046(2) .050(3) .059(3) .000(2) .011(2) -.002(3) N31 .065(2) .073(3) .048(3) .017(2) .0171(19) -.001(2) C32 .068(3) .076(4) .059(4) .004(3) .019(2) -.006(3) C33 .064(3) .093(4) .060(3) .000(3) .019(2) -.009(3) C34 .062(3) .055(3) .075(4) -.004(2) .028(2) -.008(3) C35 .063(3) .084(4) .079(4) .013(3) .018(3) -.001(3) C36 .081(3) .076(4) .068(3) .024(3) .020(3) .008(3) C37 .068(3) .076(5) .090(4) -.003(3) .027(3) -.009(4) O37 .107(3) .133(4) .136(4) -.056(3) .053(2) -.044(3) O38 .113(3) .095(3) .157(4) -.018(2) .093(3) -.034(3) C39A .084(5) .093(6) .086(6) .004(4) .023(4) .007(4) C40A .091(6) .097(6) .102(6) .002(4) .020(4) -.002(5) C39B .069(5) .077(5) .075(5) -.006(4) .025(4) -.004(4) C40B .077(5) .083(5) .075(5) .008(4) .031(4) .001(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 C1 O1 . 1.235(5) ? C1 C2 . 1.459(6) ? C1 C9 . 1.471(6) ? C2 C3 . 1.350(5) ? C2 Cl2 . 1.739(4) ? C3 N31 . 1.376(5) ? C3 C4 . 1.509(6) ? C4 O4 . 1.212(5) ? C4 C10 . 1.483(5) ? C5 C6 . 1.389(6) ? C5 C10 . 1.391(6) ? C5 H5 . .93 ? C6 C7 . 1.377(6) ? C6 H6 . .93 ? C7 C8 . 1.367(6) ? C7 H7 . .93 ? C8 C9 . 1.402(6) ? C8 H8 . .93 ? C9 C10 . 1.374(5) ? N31 C32 . 1.453(5) ? N31 C36 . 1.458(5) ? C32 C33 . 1.505(5) ? C32 H321 . .97 ? C32 H322 . .97 ? C33 C34 . 1.515(5) ? C33 H331 . .97 ? C33 H332 . .97 ? C34 C37 . 1.493(6) ? C34 C35 . 1.513(5) ? C34 H341 . .98 ? C35 C36 . 1.517(5) ? C35 H351 . .97 ? C35 H352 . .97 ? C36 H361 . .97 ? C36 H362 . .97 ? C37 O37 . 1.190(6) ? C37 O38 . 1.299(6) ? O38 C39A . 1.525(9) ? O38 C39B . 1.518(9) ? C39A C40A . 1.506(11) ? C39A H39A . .97 ? C39A H39B . .97 ? C40A H40A . .96 ? C40A H40B . .96 ? C40A H40C . .96 ? C39B C40B . 1.512(11) ? C39B H39C . .97 ? C39B H39D . .97 ? C40B H40D . .96 ? C40B H40E . .96 ? C40B H40F . .96 ? _cod_database_code 2200201