#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006326.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_2006326 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 931 _journal_page_last 933 _publ_section_title ; An Eight-Membered N,N,S,S-Heterocyclic Compound: 4,7-Bis(4-chlorophenyl)-3,8-dihydro-1,2,5,6-dithiadiazocine ; _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 'Beate M. Rymarczyk' 'Hans Preut' 'Richard P. Kreher' _chemical_formula_sum 'C16 H12 Cl2 N2 S2' _chemical_formula_weight 367.30 _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 9.826(2) _cell_length_b 17.899(4) _cell_length_c 10.307(2) _cell_angle_alpha 90.00 _cell_angle_beta 115.56(3) _cell_angle_gamma 90.00 _cell_volume 1635.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 291.0(10) _exptl_crystal_density_diffrn 1.492 _diffrn_ambient_temperature 291.0(10) _refine_ls_R_factor_obs .0629 _refine_ls_wR_factor_obs .1637 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol S1 .61383(14) .29306(7) .17246(12) .0581(4) Uani d . 1 . S S2 .82362(14) .25332(7) .22183(12) .0557(4) Uani d . 1 . S Cl2 1.56782(13) .40019(8) .46188(13) .0683(4) Uani d . 1 . Cl Cl1 -.06221(14) .41930(8) -.4441(2) .0761(5) Uani d . 1 . Cl N1 .6841(4) .4046(2) -.0738(4) .0540(9) Uani d . 1 . N N2 .8370(4) .4092(2) .0159(4) .0529(9) Uani d . 1 . N C1 .5873(5) .4015(2) -.0209(4) .0466(10) Uani d . 1 . C C2 .6299(6) .3924(3) .1375(5) .0553(12) Uani d . 1 . C H2A .726(4) .4070(19) .190(4) .026(9) Uiso d . 1 . H H2B .560(5) .418(2) .163(4) .042(11) Uiso d . 1 . H C3 .9141(5) .3502(2) .0715(4) .0471(10) Uani d . 1 . C C4 .8471(6) .2740(3) .0588(5) .0480(10) Uani d . 1 . C H4A .753(5) .277(2) -.022(5) .043(11) Uiso d . 1 . H H4B .917(4) .241(2) .057(4) .026(9) Uiso d . 1 . H C11 .1257(5) .4118(2) -.3209(5) .0553(12) Uani d . 1 . C C12 .1623(6) .4111(3) -.1771(6) .0628(13) Uani d . 1 . C H12 .082(10) .397(4) -.145(9) .15(3) Uiso d . 1 . H C13 .3120(6) .4055(3) -.0795(5) .0609(13) Uani d . 1 . C H13 .348(5) .407(2) .023(5) .049(12) Uiso d . 1 . H C14 .4269(5) .4037(2) -.1238(4) .0471(10) Uani d . 1 . C C15 .3850(5) .4036(3) -.2698(5) .0563(12) Uani d . 1 . C H15 .451(6) .397(3) -.308(6) .081(18) Uiso d . 1 . H C16 .2373(6) .4076(3) -.3682(6) .0631(13) Uani d . 1 . C H16 .201(6) .417(3) -.474(6) .086(17) Uiso d . 1 . H C21 1.3810(5) .3850(3) .3452(4) .0516(11) Uani d . 1 . C C22 1.3227(6) .3147(3) .3244(6) .0696(15) Uani d . 1 . C H22 1.373(6) .272(3) .358(6) .072(16) Uiso d . 1 . H C23 1.1734(6) .3027(3) .2343(6) .0664(14) Uani d . 1 . C H23 1.115(6) .265(3) .229(5) .067(16) Uiso d . 1 . H C24 1.0762(5) .3618(2) .1625(4) .0470(10) Uani d . 1 . C C25 1.1404(5) .4317(3) .1836(5) .0510(11) Uani d . 1 . C H25 1.093(5) .475(3) .143(5) .055(13) Uiso d . 1 . H C26 1.2910(5) .4442(3) .2732(5) .0525(11) Uani d . 1 . C H26 1.322(6) .494(4) .277(6) .089(18) Uiso d . 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 S1 .0645(8) .0676(8) .0462(6) .0018(6) .0276(6) .0062(6) S2 .0660(8) .0579(7) .0440(6) .0042(6) .0247(5) .0084(5) Cl2 .0440(7) .0997(10) .0554(7) -.0008(6) .0160(5) -.0121(6) Cl1 .0446(7) .0684(9) .0972(10) -.0036(6) .0136(7) .0184(7) N1 .043(2) .062(2) .050(2) .004(2) .012(2) .016(2) N2 .045(2) .054(2) .052(2) .002(2) .013(2) .014(2) C1 .050(2) .044(2) .042(2) .001(2) .016(2) .000(2) C2 .058(3) .059(3) .041(2) .005(3) .014(2) -.007(2) C3 .049(2) .049(3) .043(2) .000(2) .020(2) .005(2) C4 .049(3) .057(3) .038(2) -.005(2) .018(2) -.007(2) C11 .043(3) .045(2) .069(3) .006(2) .016(2) .010(2) C12 .054(3) .065(3) .074(3) .006(2) .033(3) .002(3) C13 .063(3) .074(3) .051(3) .007(3) .030(2) -.003(2) C14 .047(2) .046(2) .049(2) .006(2) .021(2) .003(2) C15 .046(3) .077(3) .046(2) .001(2) .020(2) .005(2) C16 .056(3) .080(4) .052(3) .005(3) .022(2) .016(2) C21 .046(2) .070(3) .039(2) .005(2) .018(2) -.002(2) C22 .056(3) .054(3) .080(4) .015(3) .012(3) .011(3) C23 .055(3) .046(3) .082(4) -.002(2) .014(3) .005(3) C24 .052(2) .046(2) .046(2) .000(2) .024(2) .005(2) C25 .058(3) .045(3) .049(2) .002(2) .022(2) .004(2) C26 .053(3) .051(3) .050(2) -.008(2) .019(2) -.006(2) 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 S1 C2 . 1.835(5) y S1 S2 . 2.027(2) y S2 C4 . 1.829(4) y Cl2 C21 . 1.728(4) ? Cl1 C11 . 1.737(5) ? N1 C1 . 1.286(6) y N1 N2 . 1.386(5) y N2 C3 . 1.281(5) y C1 C14 . 1.472(6) ? C1 C2 . 1.510(6) y C2 H2A . .90(4) ? C2 H2B . .95(4) ? C3 C24 . 1.473(6) ? C3 C4 . 1.496(6) y C4 H4A . .94(4) ? C4 H4B . .91(4) ? C11 C12 . 1.366(7) ? C11 C16 . 1.381(7) ? C12 C13 . 1.382(7) ? C12 H12 . 1.01(9) ? C13 C14 . 1.388(6) ? C13 H13 . .96(5) ? C14 C15 . 1.379(6) ? C15 C16 . 1.368(7) ? C15 H15 . .90(6) ? C16 H16 . 1.01(5) ? C21 C22 . 1.360(7) ? C21 C26 . 1.374(7) ? C22 C23 . 1.374(8) ? C22 H22 . .89(5) ? C23 C24 . 1.403(6) ? C23 H23 . .87(5) ? C24 C25 . 1.375(6) ? C25 C26 . 1.383(6) ? C25 H25 . .91(5) ? C26 H26 . .93(6) ? _cod_database_code 2006326