#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012033.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_2012033 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 742 _journal_page_last 746 _publ_section_title ; Solvated and solvent-free forms of N,N'-dithiodiphthalimide ; loop_ _publ_author_name 'Skakle, Janet M. S.' 'Wardell, James L.' 'Low, John N.' 'Glidewell, Christopher' _chemical_formula_moiety 'C16 H8 N2 O4 S2' _chemical_formula_sum 'C16 H8 N2 O4 S2' _chemical_formula_iupac 'C16 H8 N2 O4 S2' _chemical_formula_weight 356.38 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' 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 7.6037(3) _cell_length_b 33.9046(14) _cell_length_c 11.9404(6) _cell_angle_alpha 90 _cell_angle_beta 93.058(2) _cell_angle_gamma 90 _cell_volume 3073.9(2) _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 S11 -.26801(18) .10476(3) .36742(10) .0397(4) Uani d . 1 . . S N11 -.3266(5) .15252(9) .3769(3) .0315(10) Uani d . 1 . . N O11 -.4394(5) .16311(9) .1953(2) .0463(10) Uani d . 1 . . O C11 -.3928(6) .17565(13) .2861(4) .0343(13) Uani d . 1 . . C O12 -.2213(4) .16348(8) .5610(2) .0412(9) Uani d . 1 . . O C12 -.2780(6) .17629(13) .4726(4) .0322(13) Uani d . 1 . . C C13 -.3153(6) .21735(13) .4361(4) .0295(12) Uani d . 1 . . C C14 -.2831(6) .25195(14) .4945(4) .0366(13) Uani d . 1 . . C H14 -.2335 .2520 .5692 .044 Uiso calc R 1 . . H C15 -.3268(6) .28664(14) .4385(4) .0449(15) Uani d . 1 . . C H15 -.3061 .3111 .4756 .054 Uiso calc R 1 . . H C16 -.3995(7) .28659(14) .3305(4) .0454(15) Uani d . 1 . . C H16 -.4285 .3110 .2949 .054 Uiso calc R 1 . . H C17 -.4312(6) .25163(14) .2724(4) .0412(14) Uani d . 1 . . C H17 -.4822 .2515 .1980 .049 Uiso calc R 1 . . H C18 -.3858(6) .21714(13) .3271(4) .0286(12) Uani d . 1 . . C S21 -.48138(18) .07314(3) .40542(10) .0432(4) Uani d . 1 . . S N21 -.4728(5) .07114(10) .5464(3) .0321(10) Uani d . 1 . . N O21 -.6047(5) .13174(9) .5776(3) .0498(10) Uani d . 1 . . O C21 -.5386(7) .10175(15) .6143(4) .0389(14) Uani d . 1 . . C O22 -.3289(4) .01118(8) .5783(2) .0387(9) Uani d . 1 . . O C22 -.3994(6) .03997(13) .6142(4) .0331(13) Uani d . 1 . . C C23 -.4282(6) .05189(13) .7308(4) .0294(12) Uani d . 1 . . C C24 -.3840(6) .03171(12) .8285(4) .0358(13) Uani d . 1 . . C H24 -.3283 .0066 .8279 .043 Uiso calc R 1 . . H C25 -.4247(6) .04988(14) .9278(4) .0388(14) Uani d . 1 . . C H25 -.3950 .0370 .9969 .047 Uiso calc R 1 . . H C26 -.5074(6) .08621(14) .9295(4) .0412(14) Uani d . 1 . . C H26 -.5350 .0976 .9991 .049 Uiso calc R 1 . . H C27 -.5503(6) .10622(13) .8306(4) .0385(14) Uani d . 1 . . C H27 -.6057 .1313 .8309 .046 Uiso calc R 1 . . H C28 -.5095(6) .08822(13) .7315(4) .0317(13) Uani d . 1 . . C S31 .16960(18) .10948(4) 1.17982(10) .0426(4) Uani d . 1 . . S N31 .1563(5) .15862(9) 1.1644(3) .0322(11) Uani d . 1 . . N O31 .2624(4) .16513(8) .9862(2) .0445(10) Uani d . 1 . . O C31 .2096(6) .17991(13) 1.0691(4) .0360(14) Uani d . 1 . . C O32 .0326(4) .17349(8) 1.3335(2) .0434(10) Uani d . 1 . . O C32 .0899(6) .18402(13) 1.2462(4) .0331(13) Uani d . 1 . . C C33 .1090(6) .22442(14) 1.2005(4) .0313(12) Uani d . 1 . . C C34 .0649(6) .25976(14) 1.2479(4) .0402(14) Uani d . 1 . . C H34 .0129 .2610 1.3184 .048 Uiso calc R 1 . . H C35 .1004(7) .29345(14) 1.1875(4) .0509(15) Uani d . 1 . . C H35 .0748 .3186 1.2180 .061 Uiso calc R 1 . . H C36 .1729(7) .29128(15) 1.0827(4) .0520(15) Uani d . 1 . . C H36 .1938 .3149 1.0426 .062 Uiso calc R 1 . . H C37 .2151(6) .25509(14) 1.0361(4) .0396(14) Uani d . 1 . . C H37 .2651 .2534 .9650 .047 Uiso calc R 1 . . H C38 .1813(6) .22192(13) 1.0972(4) .0308(12) Uani d . 1 . . C S41 -.05242(19) .08796(4) 1.10208(10) .0480(4) Uani d . 1 . . S N41 .0036(5) .07794(11) .9706(3) .0346(11) Uani d . 1 . . N O41 .1626(5) .02058(9) 1.0088(3) .0478(10) Uani d . 1 . . O C41 .0948(7) .04332(14) .9422(4) .0361(14) Uani d . 1 . . C O42 -.1123(4) .13295(9) .8769(2) .0456(10) Uani d . 1 . . O C42 -.0414(6) .10112(14) .8742(4) .0332(13) Uani d . 1 . . C C43 .0145(6) .07772(12) .7784(4) .0270(12) Uani d . 1 . . C C44 -.0003(6) .08596(13) .6651(4) .0366(13) Uani d . 1 . . C H44 -.0525 .1098 .6380 .044 Uiso calc R 1 . . H C45 .0638(7) .05821(16) .5921(4) .0457(15) Uani d . 1 . . C H45 .0568 .0631 .5136 .055 Uiso calc R 1 . . H C46 .1381(7) .02335(15) .6335(4) .0458(15) Uani d . 1 . . C H46 .1780 .0043 .5823 .055 Uiso calc R 1 . . H C47 .1556(6) .01562(13) .7471(4) .0393(14) Uani d . 1 . . C H47 .2092 -.0080 .7749 .047 Uiso calc R 1 . . H C48 .0923(6) .04351(13) .8185(4) .0307(12) Uani d . 1 . . C 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 S11 .0477(10) .0337(8) .0386(8) .0004(7) .0092(7) .0045(6) N11 .038(3) .024(2) .032(2) .002(2) .003(2) .0038(19) O11 .059(3) .047(2) .031(2) -.0049(19) -.006(2) .0017(18) C11 .030(4) .034(4) .039(3) .000(3) .000(3) .008(3) O12 .043(3) .050(2) .0299(19) -.0011(18) -.0066(18) .0095(17) C12 .029(4) .037(3) .031(3) -.006(3) .003(3) -.002(3) C13 .031(3) .025(3) .033(3) .001(3) .005(3) .008(3) C14 .037(4) .040(3) .034(3) -.005(3) .004(3) -.002(3) C15 .044(4) .036(4) .055(4) .003(3) .015(3) -.004(3) C16 .047(4) .041(4) .048(3) .001(3) .006(3) .011(3) C17 .043(4) .048(4) .033(3) .003(3) .004(3) .007(3) C18 .023(3) .026(3) .037(3) .001(2) .004(3) .009(3) S21 .0521(11) .0359(8) .0409(8) -.0120(7) -.0031(7) .0063(6) N21 .037(3) .029(2) .031(2) .006(2) .006(2) .006(2) O21 .054(3) .034(2) .063(2) .010(2) .010(2) .0142(19) C21 .030(4) .033(3) .055(4) -.007(3) .011(3) .012(3) O22 .044(3) .026(2) .047(2) .0026(17) .0057(18) -.0007(17) C22 .032(4) .026(3) .042(3) -.009(3) .003(3) .006(3) C23 .027(3) .031(3) .030(3) -.002(3) .004(2) .000(3) C24 .039(4) .027(3) .042(3) -.001(3) .006(3) .000(3) C25 .032(4) .045(4) .040(3) -.005(3) .002(3) .006(3) C26 .040(4) .046(4) .039(3) -.006(3) .014(3) -.007(3) C27 .034(4) .029(3) .054(3) -.004(3) .015(3) -.001(3) C28 .030(4) .024(3) .043(3) -.003(3) .015(3) .005(3) S31 .0546(11) .0337(8) .0390(8) -.0031(7) -.0029(7) .0004(6) N31 .046(3) .020(2) .031(2) -.002(2) .008(2) -.0002(19) O31 .054(3) .050(2) .0296(19) .0034(19) .0084(18) -.0066(17) C31 .034(4) .043(4) .032(3) .002(3) .003(3) -.003(3) O32 .044(3) .052(2) .035(2) -.0077(18) .0115(18) -.0011(18) C32 .022(3) .042(4) .035(3) -.001(3) .003(3) -.010(3) C33 .028(3) .028(3) .037(3) .002(3) -.001(2) .002(3) C34 .042(4) .040(3) .039(3) .011(3) .001(3) -.006(3) C35 .057(4) .037(4) .056(4) .006(3) -.020(3) -.013(3) C36 .054(4) .037(4) .062(4) -.004(3) -.020(3) .015(3) C37 .036(4) .040(3) .041(3) -.010(3) -.009(3) .004(3) C38 .030(3) .030(3) .032(3) -.004(3) -.004(3) -.003(3) S41 .0566(11) .0515(9) .0368(8) -.0178(8) .0100(8) -.0044(7) N41 .041(3) .033(3) .030(2) -.002(2) .005(2) .003(2) O41 .049(3) .044(2) .050(2) -.0038(19) -.006(2) .0183(18) C41 .039(4) .035(4) .035(3) -.018(3) .004(3) -.001(3) O42 .051(3) .030(2) .056(2) .0097(19) .007(2) -.0014(18) C42 .027(3) .030(3) .043(3) -.006(3) .005(3) -.004(3) C43 .026(3) .025(3) .030(3) .003(2) .002(2) .003(2) C44 .029(4) .040(3) .040(3) -.006(3) .000(3) .011(3) C45 .033(4) .071(4) .033(3) -.005(3) .004(3) -.001(3) C46 .032(4) .057(4) .049(4) -.008(3) .007(3) -.017(3) C47 .034(4) .030(3) .055(4) .000(3) .005(3) -.001(3) C48 .025(3) .025(3) .042(3) -.003(3) -.001(3) -.005(3) 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 S11 S21 . 2.0164(17) y S11 N11 . 1.685(3) y N11 C11 . 1.410(5) y N11 C12 . 1.430(5) y O11 C11 . 1.200(5) ? C11 C18 . 1.490(5) ? O12 C12 . 1.200(5) ? C12 C13 . 1.482(5) ? C13 C14 . 1.380(5) ? C13 C18 . 1.381(6) ? C14 C15 . 1.384(5) ? C15 C16 . 1.376(6) ? C16 C17 . 1.388(5) ? C17 C18 . 1.374(5) ? S21 N21 . 1.683(3) y N21 C21 . 1.424(5) y N21 C22 . 1.427(5) y O21 C21 . 1.206(5) ? C21 C28 . 1.479(6) ? O22 C22 . 1.204(5) ? C22 C23 . 1.476(5) ? C23 C28 . 1.378(5) ? C23 C24 . 1.379(5) ? C24 C25 . 1.385(5) ? C25 C26 . 1.384(5) ? C26 C27 . 1.386(6) ? C27 C28 . 1.380(5) ? S31 S41 . 2.0190(19) y S31 N31 . 1.679(3) y N31 C32 . 1.415(5) y N31 C31 . 1.424(5) y O31 C31 . 1.198(4) ? C31 C38 . 1.482(5) ? O32 C32 . 1.206(4) ? C32 C33 . 1.484(5) ? C33 C34 . 1.374(5) ? C33 C38 . 1.379(5) ? C34 C35 . 1.385(5) ? C35 C36 . 1.396(5) ? C36 C37 . 1.392(5) ? C37 C38 . 1.373(5) ? S41 N41 . 1.683(3) y N41 C41 . 1.414(5) y N41 C42 . 1.421(5) y O41 C41 . 1.204(5) ? C41 C48 . 1.476(6) ? O42 C42 . 1.208(5) ? C42 C43 . 1.473(5) ? C43 C48 . 1.376(5) ? C43 C44 . 1.380(5) ? C44 C45 . 1.389(5) ? C45 C46 . 1.390(6) ? C46 C47 . 1.380(5) ? C47 C48 . 1.377(5) ? C14 H14 . .950 ? C15 H15 . .950 ? C16 H16 . .950 ? C17 H17 . .950 ? C24 H24 . .950 ? C25 H25 . .950 ? C26 H26 . .950 ? C27 H27 . .950 ? C34 H34 . .950 ? C35 H35 . .950 ? C36 H36 . .950 ? C37 H37 . .950 ? C44 H44 . .950 ? C45 H45 . .950 ? C46 H46 . .950 ? C47 H47 . .950 ?