#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200106.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_2200106 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o264 _journal_page_last o265 _publ_section_title ; 4,6-Dichloro-2-methylthio-5-phenylpyrimidine ; loop_ _publ_author_name 'Lynch, Daniel E.' 'McClenaghan, Ian' _chemical_formula_moiety 'C11 H8 Cl2 N2 S' _chemical_formula_sum 'C11 H8 Cl2 N2 S' _chemical_formula_iupac 'C11 H8 Cl2 N2 S' _chemical_formula_weight 271.15 _chemical_melting_point '386-388 K' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.467(2) _cell_length_b 16.217(3) _cell_length_c 19.318(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2339.1(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.540 _diffrn_ambient_temperature 150(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 N1A 1.0876(2) .73835(12) .83987(9) .0236(4) Uani d . 1 . . N C2A 1.2629(3) .75264(14) .83347(11) .0235(5) Uani d . 1 . . C S21A 1.40306(8) .75031(4) .90600(3) .03031(15) Uani d . 1 . . S C22A 1.2543(4) .71986(18) .97427(13) .0383(6) Uani d . 1 . . C H21A 1.1497 .7564 .9747 .048 Uiso calc R 1 . . H H22A 1.3167 .7237 1.0188 .048 Uiso calc R 1 . . H H23A 1.2152 .6629 .9666 .048 Uiso calc R 1 . . H N3A 1.3499(3) .76982(12) .77472(10) .0252(4) Uani d . 1 . . N C4A 1.2509(3) .77174(13) .71816(11) .0242(5) Uani d . 1 . . C Cl4A 1.36552(8) .79749(4) .64325(3) .03203(14) Uani d . 1 . . Cl C5A 1.0677(3) .75529(14) .71556(12) .0232(5) Uani d . 1 . . C C6A .9970(3) .73938(13) .78087(12) .0224(5) Uani d . 1 . . C Cl6A .76906(7) .72124(4) .78894(3) .02915(14) Uani d . 1 . . Cl C51A .9582(3) .75736(14) .65118(12) .0239(5) Uani d . 1 . . C C52A .9080(3) .83244(15) .62246(13) .0304(5) Uani d . 1 . . C H52A .9473 .8825 .6429 .038 Uiso calc R 1 . . H C53A .8007(4) .83422(16) .56394(13) .0331(6) Uani d . 1 . . C H53A .7664 .8858 .5448 .041 Uiso calc R 1 . . H C54A .7431(3) .76239(16) .53317(12) .0330(6) Uani d . 1 . . C H54A .6689 .7642 .4932 .041 Uiso calc R 1 . . H C55A .7945(4) .68764(16) .56108(13) .0372(6) Uani d . 1 . . C H55A .7560 .6378 .5400 .047 Uiso calc R 1 . . H C56A .9018(4) .68470(15) .61967(12) .0316(6) Uani d . 1 . . C H56A .9368 .6330 .6383 .040 Uiso calc R 1 . . H N3B .8384(2) .51428(12) .85606(10) .0249(4) Uani d . 1 . . N C2B .7390(3) .52873(13) .91267(11) .0245(5) Uani d . 1 . . C S21B .86920(9) .53870(4) .98740(3) .03428(16) Uani d . 1 . . S C22B .7031(4) .55036(18) 1.05312(12) .0389(6) Uani d . 1 . . C H21B .6338 .6006 1.0444 .049 Uiso calc R 1 . . H H22B .7615 .5544 1.0984 .049 Uiso calc R 1 . . H H23B .6229 .5025 1.0526 .049 Uiso calc R 1 . . H N1B .5613(3) .53514(12) .91511(10) .0242(4) Uani d . 1 . . N C6B .4796(3) .52853(13) .85443(12) .0224(5) Uani d . 1 . . C CL6B .24915(7) .53895(4) .85646(3) .02876(14) Uani d . 1 . . Cl C5B .5636(3) .51451(14) .79125(12) .0217(5) Uani d . 1 . . C C4B .7487(3) .50696(14) .79796(11) .0238(5) Uani d . 1 . . C CL4B .87945(8) .48429(4) .72652(3) .03379(15) Uani d . 1 . . Cl C51B .4662(3) .50886(14) .72414(12) .0227(5) Uani d . 1 . . C C56B .3751(3) .43736(14) .70554(12) .0278(5) Uani d . 1 . . C H56B .3750 .3912 .7358 .035 Uiso calc R 1 . . H C55B .2847(3) .43327(15) .64327(13) .0316(5) Uani d . 1 . . C H55B .2242 .3839 .6309 .039 Uiso calc R 1 . . H C54B .2810(3) .49964(16) .59888(12) .0297(5) Uani d . 1 . . C H54B .2171 .4965 .5564 .037 Uiso calc R 1 . . H C53B .3720(4) .57154(16) .61696(12) .0337(6) Uani d . 1 . . C H53B .3712 .6175 .5864 .042 Uiso calc R 1 . . H C52B .4632(3) .57640(15) .67886(13) .0303(5) Uani d . 1 . . C H52B .5243 .6257 .6909 .038 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 N1A .0200(9) .0285(9) .0223(10) .0008(8) .0012(7) -.0004(8) C2A .0203(11) .0272(10) .0229(11) .0011(10) .0009(9) -.0019(9) S21A .0221(3) .0475(3) .0213(3) -.0024(3) -.0017(2) .0012(3) C22A .0343(14) .0569(16) .0238(13) -.0036(14) .0010(12) .0062(11) N3A .0205(9) .0336(10) .0215(9) -.0016(8) .0022(8) -.0017(8) C4A .0244(11) .0280(11) .0203(11) -.0020(10) .0040(10) -.0013(9) Cl4A .0300(3) .0433(3) .0227(3) -.0063(3) .0059(3) .0012(2) C5A .0224(11) .0205(10) .0265(12) .0000(9) .0010(9) -.0010(9) C6A .0180(10) .0220(10) .0273(12) .0004(9) .0014(9) -.0010(9) Cl6A .0177(3) .0376(3) .0322(3) -.0022(2) .0016(2) -.0007(2) C51A .0221(11) .0278(11) .0218(11) -.0026(10) .0001(9) .0003(9) C52A .0323(13) .0273(12) .0317(13) .0010(11) -.0039(11) .0010(10) C53A .0353(13) .0370(13) .0270(13) .0035(11) -.0034(11) .0044(11) C54A .0279(12) .0517(15) .0194(12) -.0021(13) -.0008(10) .0014(10) C55A .0453(15) .0364(13) .0301(14) -.0124(12) -.0074(12) -.0036(11) C56A .0387(15) .0269(11) .0294(13) -.0036(12) -.0045(12) .0010(10) N3B .0203(9) .0343(10) .0202(10) .0012(8) -.0007(8) .0020(8) C2B .0236(11) .0274(11) .0224(11) -.0009(10) -.0022(10) .0033(9) S21B .0269(3) .0566(4) .0194(3) -.0038(3) -.0041(3) .0020(3) C22B .0422(15) .0526(16) .0219(12) -.0062(14) .0026(11) .0006(12) N1B .0229(10) .0273(9) .0223(10) -.0003(8) -.0006(8) .0020(8) C6B .0186(10) .0229(10) .0258(12) .0013(9) .0002(10) .0008(9) CL6B .0183(3) .0369(3) .0311(3) .0013(3) .0007(2) -.0022(2) C5B .0217(11) .0227(10) .0207(11) .0005(9) -.0038(9) .0023(9) C4B .0214(11) .0264(10) .0235(11) .0007(10) .0015(10) .0017(9) CL4B .0267(3) .0529(4) .0217(3) .0057(3) .0019(3) -.0001(3) C51B .0192(10) .0273(11) .0215(12) .0022(9) -.0009(9) .0002(9) C56B .0298(12) .0275(11) .0260(11) -.0009(11) -.0033(11) .0004(9) C55B .0286(13) .0341(12) .0320(13) -.0030(11) -.0023(11) -.0065(11) C54B .0262(12) .0444(14) .0186(11) .0030(12) -.0036(10) -.0013(10) C53B .0363(14) .0377(13) .0270(12) -.0013(13) -.0047(12) .0072(10) C52B .0342(14) .0302(12) .0266(12) -.0018(11) -.0049(11) .0027(10) 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 N1A C6A . 1.326(3) ? N1A C2A . 1.335(3) ? C2A N3A . 1.337(3) ? C2A S21A . 1.749(2) ? S21A C22A . 1.794(3) ? C22A H21A . .98 ? C22A H22A . .98 ? C22A H23A . .98 ? N3A C4A . 1.319(3) ? C4A C5A . 1.395(3) ? C4A Cl4A . 1.732(2) ? C5A C6A . 1.392(3) ? C5A C51A . 1.489(3) ? C6A Cl6A . 1.734(2) ? C51A C52A . 1.389(3) ? C51A C56A . 1.392(3) ? C52A C53A . 1.386(3) ? C52A H52A . .95 ? C53A C54A . 1.377(4) ? C53A H53A . .95 ? C54A C55A . 1.381(4) ? C54A H54A . .95 ? C55A C56A . 1.388(4) ? C55A H55A . .95 ? C56A H56A . .95 ? N3B C4B . 1.312(3) ? N3B C2B . 1.342(3) ? C2B N1B . 1.332(3) ? C2B S21B . 1.748(2) ? S21B C22B . 1.785(3) ? C22B H21B . .98 ? C22B H22B . .98 ? C22B H23B . .98 ? N1B C6B . 1.326(3) ? C6B C5B . 1.391(3) ? C6B CL6B . 1.729(2) ? C5B C4B . 1.394(3) ? C5B C51B . 1.489(3) ? C4B CL4B . 1.730(2) ? C51B C56B . 1.392(3) ? C51B C52B . 1.402(3) ? C56B C55B . 1.381(3) ? C56B H56B . .95 ? C55B C54B . 1.377(3) ? C55B H55B . .95 ? C54B C53B . 1.394(4) ? C54B H54B . .95 ? C53B C52B . 1.378(3) ? C53B H53B . .95 ? C52B H52B . .95 ?