#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011926.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_2011926 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 593 _journal_page_last 596 _publ_section_title ; Novel heterocyclic inhibitors of matrix metalloproteinases: three 6H-1,3,4-thiadiazines ; loop_ _publ_author_name 'Schr\"oder, J\"org' 'Wenzel, Herbert' 'Stammler, Hans-Georg' 'Stammler, Anja' 'Neumann, Beate' 'Tschesche, Harald' _chemical_formula_moiety 'C18 H17 Cl N4 O3 S2' _chemical_formula_sum 'C18 H17 Cl N4 O3 S2' _chemical_formula_weight 436.93 _symmetry_cell_setting 'orthorhombic' _symmetry_space_group_name_H-M 'P 21 21 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 15.600(4) _cell_length_b 20.764(6) _cell_length_c 5.826(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1887.1(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.538 _diffrn_ambient_temperature 173(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 Cl1 .11511(5) .02529(5) .58490(19) .0520(2) Uani d . 1 . . Cl S1 .59765(4) .10699(4) .01091(11) .03229(18) Uani d . 1 . . S S2 .88067(4) .24019(3) .42578(12) .02781(16) Uani d . 1 . . S O1 .76848(13) .11095(12) -.1246(3) .0368(5) Uani d . 1 . . O O2 .93380(13) .27590(10) .2705(4) .0366(5) Uani d . 1 . . O O3 .89429(14) .24560(11) .6671(3) .0366(5) Uani d . 1 . . O N1 .53506(15) .08429(12) .5034(4) .0314(5) Uani d . 1 . . N N2 .61864(16) .10364(13) .4584(4) .0330(5) Uani d . 1 . . N H2N .652(3) .1030(19) .567(7) .055(12) Uiso d . 1 . . H N3 .74395(14) .10914(12) .2667(4) .0271(5) Uani d . 1 . . N N4 .89356(15) .16405(12) .3655(4) .0286(5) Uani d . 1 . . N H4N .865(2) .1395(15) .468(6) .028(8) Uiso d . 1 . . H C1 .3227(2) .08555(18) .2499(7) .0446(9) Uani d . 1 . . C H1 .3350 .1033 .1033 .054 Uiso calc R 1 . . H C2 .2383(2) .0691(2) .3037(7) .0500(10) Uani d . 1 . . C H2 .1938 .0753 .1947 .060 Uiso calc R 1 . . H C3 .22054(18) .04408(14) .5135(6) .0335(7) Uani d . 1 . . C C4 .2847(2) .03333(17) .6697(6) .0416(8) Uani d . 1 . . C H4 .2719 .0150 .8151 .050 Uiso calc R 1 . . H C5 .3687(2) .04931(17) .6139(5) .0380(7) Uani d . 1 . . C H5 .4132 .0413 .7216 .046 Uiso calc R 1 . . H C6 .38849(17) .07664(12) .4045(5) .0251(5) Uani d . 1 . . C C7 .47799(17) .09696(12) .3512(4) .0239(5) Uani d . 1 . . C C8 .49870(19) .13464(15) .1401(5) .0335(7) Uani d . 1 . . C H8A .5041 .1808 .1800 .040 Uiso calc R 1 . . H H8B .4514 .1302 .0281 .040 Uiso calc R 1 . . H C9 .65946(17) .10633(13) .2565(5) .0239(5) Uani d . 1 . . C C10 .79127(17) .11970(13) .0754(5) .0262(5) Uani d . 1 . . C C11 .88237(17) .14299(14) .1261(5) .0286(6) Uani d . 1 . . C H11 .8946 .1806 .0240 .034 Uiso calc R 1 . . H C12 .9475(2) .08998(16) .0706(7) .0444(8) Uani d . 1 . . C H12A 1.0056 .1057 .1025 .067 Uiso calc R 1 . . H H12B .9430 .0783 -.0919 .067 Uiso calc R 1 . . H H12C .9358 .0521 .1656 .067 Uiso calc R 1 . . H C13 .77307(18) .26187(14) .3706(5) .0289(6) Uani d . 1 . . C C14 .7503(2) .28643(17) .1605(6) .0421(8) Uani d . 1 . . C H14 .7922 .2918 .0437 .051 Uiso calc R 1 . . H C15 .6655(2) .30333(18) .1204(7) .0503(9) Uani d . 1 . . C H15 .6494 .3205 -.0244 .060 Uiso calc R 1 . . H C16 .6049(2) .29535(16) .2886(6) .0429(8) Uani d . 1 . . C H16 .5473 .3079 .2611 .052 Uiso calc R 1 . . H C17 .6274(2) .26935(17) .4961(7) .0445(8) Uani d . 1 . . C H17 .5850 .2630 .6108 .053 Uiso calc R 1 . . H C18 .7120(2) .25213(17) .5398(5) .0399(7) Uani d . 1 . . C H18 .7277 .2340 .6835 .048 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 .0271(4) .0570(5) .0718(6) -.0076(4) .0075(4) .0054(5) S1 .0246(3) .0544(4) .0179(3) .0047(3) -.0008(3) -.0002(3) S2 .0240(3) .0313(3) .0281(3) -.0085(3) -.0027(3) .0017(3) O1 .0293(10) .0547(14) .0264(10) .0002(10) .0004(8) -.0089(10) O2 .0315(11) .0356(12) .0428(12) -.0092(9) .0016(10) .0060(10) O3 .0315(11) .0459(13) .0324(10) -.0093(10) -.0062(9) -.0051(10) N1 .0264(11) .0440(14) .0238(11) -.0122(10) .0007(10) .0049(10) N2 .0275(11) .0516(15) .0197(11) -.0161(11) -.0027(9) .0049(11) N3 .0257(11) .0286(12) .0270(11) -.0052(9) -.0044(9) .0039(10) N4 .0263(12) .0305(12) .0290(12) -.0044(10) -.0047(10) .0047(10) C1 .0259(15) .070(2) .0378(17) .0028(15) -.0004(14) .0202(17) C2 .0267(16) .070(3) .053(2) -.0002(16) -.0082(15) .0186(19) C3 .0267(13) .0262(13) .0475(18) -.0024(10) .0081(13) -.0013(13) C4 .0358(16) .049(2) .0401(18) -.0136(15) .0049(14) .0092(16) C5 .0337(16) .0485(18) .0319(16) -.0090(14) -.0051(13) .0057(14) C6 .0266(13) .0223(11) .0264(12) .0001(10) .0014(12) -.0001(10) C7 .0291(13) .0211(12) .0213(11) .0002(10) .0018(10) .0011(10) C8 .0268(13) .0389(16) .0348(16) .0081(12) .0064(12) .0129(13) C9 .0273(12) .0227(12) .0217(12) -.0024(10) -.0048(10) .0017(11) C10 .0242(12) .0265(13) .0279(12) .0037(10) -.0006(11) -.0008(12) C11 .0232(12) .0337(14) .0289(14) .0008(11) -.0007(11) .0004(11) C12 .0281(15) .0490(19) .056(2) .0106(13) -.0002(15) -.0101(18) C13 .0277(13) .0245(13) .0344(15) -.0036(11) -.0032(11) -.0028(12) C14 .0400(17) .047(2) .0390(17) .0073(15) .0030(14) .0105(16) C15 .0460(19) .058(2) .047(2) .0183(17) -.0065(17) .0144(18) C16 .0352(17) .0372(17) .056(2) .0038(14) -.0058(16) -.0005(15) C17 .0278(15) .053(2) .053(2) -.0055(14) .0048(15) .0001(17) C18 .0323(15) .0519(19) .0354(17) -.0062(13) -.0009(12) .0065(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 Cl1 C3 . 1.741(3) ? S1 C9 . 1.726(3) y S1 C8 . 1.811(3) ? S2 O3 . 1.426(2) ? S2 O2 . 1.433(2) ? S2 N4 . 1.632(3) ? S2 C13 . 1.767(3) ? O1 C10 . 1.231(4) ? N1 C7 . 1.284(4) y N1 N2 . 1.389(3) y N2 C9 . 1.338(3) y N2 H2N . .82(4) ? N3 C9 . 1.321(3) y N3 C10 . 1.355(4) ? N4 C11 . 1.472(4) ? N4 H4N . .90(3) ? C1 C6 . 1.378(4) ? C1 C2 . 1.396(5) ? C1 H1 . .9500 ? C2 C3 . 1.356(5) ? C2 H2 . .9500 ? C3 C4 . 1.371(5) ? C4 C5 . 1.390(4) ? C4 H4 . .9500 ? C5 C6 . 1.381(4) ? C5 H5 . .9500 ? C6 C7 . 1.491(4) ? C7 C8 . 1.493(4) ? C8 H8A . .9900 ? C8 H8B . .9900 ? C10 C11 . 1.530(4) ? C11 C12 . 1.533(4) ? C11 H11 . 1.0000 ? C12 H12A . .9800 ? C12 H12B . .9800 ? C12 H12C . .9800 ? C13 C14 . 1.373(4) ? C13 C18 . 1.385(4) ? C14 C15 . 1.388(5) ? C14 H14 . .9500 ? C15 C16 . 1.372(5) ? C15 H15 . .9500 ? C16 C17 . 1.370(5) ? C16 H16 . .9500 ? C17 C18 . 1.391(4) ? C17 H17 . .9500 ? C18 H18 . .9500 ? _cod_database_code 2011926