#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011316.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_2011316 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1104 _journal_page_last 1106 _publ_section_title ; Benzo-cis-cyclohexano-14-crown-4 and its lithium thiocyanate complex ; _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 'Bryan, Jeffrey C.' 'Sachleben, Richard A.' _chemical_name_common ; benzo,cis-cyclohexano-14-crown-4 lithium thiocyanate ; _chemical_formula_moiety 'C19 H26 Li N O4 S' _chemical_formula_sum 'C19 H26 Li N O4 S' _chemical_formula_structural '(C18 H26 Li O4 1+), (C N S 1-)' _chemical_formula_iupac '[Li(NCS)(C18 H26 O4 )]' _chemical_formula_weight 371.4 _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 9.3885(8) _cell_length_b 23.960(3) _cell_length_c 17.744(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.507(8) _cell_angle_gamma 90.00 _cell_volume 3896.7(7) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _exptl_crystal_density_diffrn 1.27 _diffrn_ambient_temperature 100(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_thermal_displace_type _atom_site_occupancy _atom_site_type_symbol S1 1.07002(8) .36265(3) .92991(5) .0411(3) Uani 1.000 S O1 .53461(19) .36230(7) .65305(10) .0265(6) Uani 1.000 O O2 .47751(19) .30365(8) .76125(10) .0286(6) Uani 1.000 O O3 .5040(2) .39743(8) .85237(11) .0306(6) Uani 1.000 O O4 .58531(19) .46124(7) .75061(10) .0280(6) Uani 1.000 O N1 .8078(3) .36083(10) .81923(14) .0348(8) Uani 1.000 N C1 .4442(3) .31738(10) .62870(15) .0243(8) Uani 1.000 C C2 .4119(3) .28536(11) .68888(15) .0260(8) Uani 1.000 C C3 .3219(3) .23918(12) .67277(16) .0317(9) Uani 1.000 C C4 .2627(3) .22553(12) .59615(17) .0334(9) Uani 1.000 C C5 .2929(3) .25714(11) .53716(16) .0303(9) Uani 1.000 C C6 .3850(3) .30355(11) .55319(15) .0258(8) Uani 1.000 C C7 .4278(3) .27872(13) .82540(16) .0397(10) Uani 1.000 C C8 .5138(3) .30413(12) .89906(16) .0352(10) Uani 1.000 C C9 .4732(3) .36326(12) .91289(16) .0372(10) Uani 1.000 C C10 .4898(3) .45609(11) .86247(16) .0291(9) Uani 1.000 C C11 .4651(3) .48119(11) .78214(16) .0280(8) Uani 1.000 C C12 .4532(3) .54445(11) .78656(18) .0343(9) Uani 1.000 C C13 .5859(3) .57019(13) .83960(18) .0413(11) Uani 1.000 C C14 .6104(3) .54395(14) .91964(17) .0437(11) Uani 1.000 C C15 .6227(3) .48136(13) .91582(16) .0358(10) Uani 1.000 C C16 .5888(3) .48377(12) .67631(16) .0341(9) Uani 1.000 C C17 .6692(3) .44384(12) .63420(16) .0336(9) Uani 1.000 C C18 .5765(3) .39576(11) .59412(16) .0301(9) Uani 1.000 C C19 .9159(3) .36134(11) .86555(16) .0261(8) Uani 1.000 C Li1 .6031(5) .37609(18) .7694(2) .0278(12) Uani 1.000 Li S2 .48941(8) .63296(4) .61450(5) .0427(3) Uani 1.000 S O5 1.0247(2) .53093(8) .76265(13) .0374(7) Uani 1.000 O O6 1.0623(2) .57289(8) .63639(11) .0333(7) Uani 1.000 O O7 1.1018(2) .67803(8) .69877(10) .0314(6) Uani 1.000 O O8 1.1011(2) .63899(8) .83498(11) .0330(6) Uani 1.000 O N2 .7815(3) .62691(10) .69357(15) .0369(8) Uani 1.000 N C20 .6603(3) .62949(11) .66027(16) .0274(9) Uani 1.000 C C21 1.0685(3) .49395(12) .71441(19) .0358(10) Uani 1.000 C C22 1.0939(3) .51632(12) .64589(18) .0350(9) Uani 1.000 C C23 1.1475(3) .48382(13) .59438(19) .0449(11) Uani 1.000 C C24 1.1727(3) .42697(13) .6098(2) .0485(11) Uani 1.000 C C25 1.1439(3) .40421(14) .6763(2) .0509(13) Uani 1.000 C C26 1.0918(3) .43698(13) .7291(2) .0450(10) Uani 1.000 C C27 1.0918(3) .60051(13) .56989(17) .0373(10) Uani 1.000 C C28 1.0269(3) .65805(12) .56481(17) .0357(9) Uani 1.000 C C29 1.1054(3) .69916(12) .62356(16) .0335(9) Uani 1.000 C C30 1.1671(3) .71280(11) .76200(15) .0285(9) Uani 1.000 C C31 1.2251(3) .67363(11) .82889(16) .0286(9) Uani 1.000 C C32 1.2894(3) .70584(12) .90163(17) .0356(10) Uani 1.000 C C33 1.1850(4) .74834(13) .92191(18) .0433(11) Uani 1.000 C C34 1.1284(4) .78681(13) .85400(18) .0443(11) Uani 1.000 C C35 1.0580(3) .75407(12) .78232(17) .0355(10) Uani 1.000 C C36 1.1257(3) .60205(13) .89998(18) .0390(10) Uani 1.000 C C37 1.0029(3) .56049(13) .88848(19) .0428(11) Uani 1.000 C C38 1.0158(4) .51127(13) .83900(19) .0436(11) Uani 1.000 C Li2 .9943(5) .61331(19) .7258(3) .0325(16) Uani 1.000 Li H3 .300800 .217100 .713500 .0380 Uiso 1.000 H H4 .200700 .193900 .584600 .0400 Uiso 1.000 H H5 .251200 .247500 .485100 .0360 Uiso 1.000 H H6 .406500 .325300 .512300 .0310 Uiso 1.000 H H7A .443000 .237800 .825800 .0480 Uiso 1.000 H H7B .322300 .286000 .820400 .0480 Uiso 1.000 H H8A .499900 .280900 .943100 .0420 Uiso 1.000 H H8B .618700 .303000 .897900 .0420 Uiso 1.000 H H9A .368200 .365500 .913500 .0450 Uiso 1.000 H H9B .530000 .376400 .963400 .0450 Uiso 1.000 H H10 .401800 .463300 .884300 .0350 Uiso 1.000 H H11 .372000 .466100 .750400 .0340 Uiso 1.000 H H12A .442300 .560400 .734100 .0410 Uiso 1.000 H H12B .364700 .554200 .805600 .0410 Uiso 1.000 H H13A .571200 .610900 .843600 .0500 Uiso 1.000 H H13B .673200 .564200 .817700 .0500 Uiso 1.000 H H14A .700900 .559300 .952400 .0530 Uiso 1.000 H H14B .528100 .553800 .943800 .0530 Uiso 1.000 H H15A .632800 .465500 .968300 .0430 Uiso 1.000 H H15B .711300 .471500 .897000 .0430 Uiso 1.000 H H16A .638700 .520400 .682400 .0410 Uiso 1.000 H H16B .488000 .489300 .646100 .0410 Uiso 1.000 H H17A .753500 .428200 .671600 .0400 Uiso 1.000 H H17B .708000 .465000 .595100 .0400 Uiso 1.000 H H18A .488800 .410300 .558100 .0360 Uiso 1.000 H H18B .633200 .373100 .564300 .0360 Uiso 1.000 H H23 1.167100 .499800 .548700 .0540 Uiso 1.000 H H24 1.209600 .404100 .574600 .0580 Uiso 1.000 H H25 1.160000 .365500 .686200 .0610 Uiso 1.000 H H26 1.072200 .420800 .774600 .0540 Uiso 1.000 H H27A 1.048900 .579100 .522800 .0450 Uiso 1.000 H H27B 1.198500 .603000 .574000 .0450 Uiso 1.000 H H28A .924600 .655000 .570600 .0430 Uiso 1.000 H H28B 1.024800 .673100 .512600 .0430 Uiso 1.000 H H29A 1.207700 .703600 .618300 .0400 Uiso 1.000 H H29B 1.056900 .736000 .615600 .0400 Uiso 1.000 H H30 1.250300 .733800 .748500 .0340 Uiso 1.000 H H31 1.302600 .649500 .815200 .0340 Uiso 1.000 H H32A 1.317600 .679300 .945000 .0430 Uiso 1.000 H H32B 1.378900 .725200 .894700 .0430 Uiso 1.000 H H33A 1.235400 .770700 .966800 .0520 Uiso 1.000 H H33B 1.102000 .728900 .936500 .0520 Uiso 1.000 H H34A 1.210200 .809200 .843100 .0530 Uiso 1.000 H H34B 1.056000 .812900 .867500 .0530 Uiso 1.000 H H35A 1.024800 .780000 .738700 .0430 Uiso 1.000 H H35B .971800 .733700 .791700 .0430 Uiso 1.000 H H36A 1.129200 .623500 .948000 .0470 Uiso 1.000 H H36B 1.219900 .582400 .904400 .0470 Uiso 1.000 H H37A .994000 .546700 .939800 .0520 Uiso 1.000 H H37B .911200 .580300 .865600 .0520 Uiso 1.000 H H38A 1.104200 .489500 .862000 .0530 Uiso 1.000 H H38B .929700 .486700 .835300 .0530 Uiso 1.000 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 Li1 .031(2) .023(2) .026(2) -.0011(19) -.0012(19) -.0012(18) Li2 .023(2) .030(3) .043(3) -.0028(19) .004(2) .007(2) S1 .0297(4) .0454(5) .0409(4) .0019(3) -.0083(3) .0069(4) C19 .0263(15) .0217(14) .0308(15) .0024(11) .0072(13) .0023(12) N1 .0294(13) .0362(14) .0365(14) .0011(11) .0019(12) .0021(11) S2 .0284(4) .0482(5) .0448(5) -.0078(4) -.0066(3) .0174(4) C20 .0294(16) .0223(14) .0319(15) -.0029(12) .0095(13) .0038(12) N2 .0257(14) .0322(14) .0525(16) -.0004(11) .0077(12) .0051(12) O1 .0307(10) .0230(10) .0234(9) -.0075(8) .0004(8) .0000(8) O2 .0306(10) .0285(10) .0243(10) -.0063(8) .0009(8) -.0010(8) O3 .0356(11) .0274(11) .0290(10) .0036(8) .0074(8) .0002(8) O4 .0286(10) .0285(10) .0260(10) -.0002(8) .0039(8) .0015(8) O5 .0284(11) .0249(11) .0589(14) -.0003(8) .0092(10) .0079(10) O6 .0314(11) .0268(11) .0389(12) .0049(9) .0017(9) -.0015(9) O7 .0344(11) .0257(10) .0323(11) -.0100(8) .0034(9) -.0010(8) O8 .0283(10) .0322(11) .0372(11) -.0023(9) .0042(9) .0099(9) C1 .0222(13) .0181(13) .0304(15) .0006(11) .0008(11) -.0043(11) C2 .0233(14) .0241(14) .0285(15) .0017(11) .0013(11) -.0051(12) C3 .0309(16) .0280(15) .0361(17) -.0027(12) .0070(13) .0016(13) C4 .0286(15) .0262(15) .0425(18) -.0045(12) .0014(13) -.0067(13) C5 .0276(15) .0285(15) .0308(16) .0027(12) -.0025(12) -.0099(13) C6 .0280(14) .0212(14) .0266(14) .0019(11) .0024(11) -.0024(11) C7 .0428(18) .0431(19) .0329(17) -.0105(15) .0075(14) .0065(14) C8 .0405(17) .0353(17) .0289(16) -.0019(14) .0055(13) .0062(13) C9 .0445(18) .0404(18) .0292(16) .0035(14) .0134(14) .0071(14) C10 .0258(15) .0305(15) .0320(16) -.0001(12) .0084(12) -.0034(12) C11 .0206(13) .0277(15) .0350(16) -.0023(11) .0047(12) -.0061(12) C12 .0308(16) .0262(15) .0456(18) -.0043(12) .0078(13) .0001(13) C13 .0414(18) .0341(17) .053(2) -.0134(14) .0205(16) -.0148(15) C14 .0383(18) .058(2) .0383(18) -.0164(16) .0157(15) -.0211(16) C15 .0270(15) .054(2) .0261(15) -.0100(14) .0048(12) -.0055(14) C16 .0442(17) .0245(15) .0331(16) -.0075(13) .0070(13) .0009(13) C17 .0374(17) .0366(17) .0273(15) -.0096(13) .0084(13) .0039(13) C18 .0333(16) .0286(15) .0270(15) -.0037(12) .0032(12) .0021(12) C21 .0182(14) .0283(16) .056(2) -.0053(12) -.0029(13) .0015(15) C22 .0166(13) .0302(16) .0508(19) .0016(12) -.0091(13) -.0141(15) C23 .0338(17) .0408(19) .050(2) .0024(14) -.0131(15) -.0136(16) C24 .0306(17) .0361(19) .066(2) .0053(14) -.0180(16) -.0194(17) C25 .0298(17) .0292(17) .084(3) -.0004(14) -.0092(17) -.0116(19) C26 .0228(15) .0294(17) .077(2) -.0030(13) -.0019(16) .0057(16) C27 .0302(16) .0429(18) .0351(17) -.0018(14) -.0014(13) -.0073(14) C28 .0359(16) .0385(17) .0294(16) -.0032(14) .0000(13) .0047(13) C29 .0355(16) .0307(16) .0329(16) -.0037(13) .0041(13) .0070(13) C30 .0272(15) .0250(15) .0336(16) -.0049(12) .0070(12) -.0026(12) C31 .0196(14) .0244(14) .0424(17) -.0017(11) .0079(12) -.0007(12) C32 .0322(16) .0338(17) .0366(17) .0004(13) -.0019(13) .0016(13) C33 .0488(19) .0423(19) .0364(18) .0016(15) .0042(15) -.0052(14) C34 .051(2) .0352(17) .0459(19) .0084(15) .0089(16) -.0047(15) C35 .0313(16) .0322(16) .0410(18) .0048(13) .0037(13) .0046(13) C36 .0353(17) .0415(18) .0415(18) .0015(14) .0114(14) .0116(15) C37 .0397(18) .0435(19) .048(2) -.0001(15) .0155(15) .0151(16) C38 .0383(18) .0340(18) .061(2) -.0017(14) .0164(16) .0196(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 C19 . . 1.638(3) no S2 C20 . . 1.636(3) no O1 C18 . . 1.438(3) no O1 Li1 . . 2.052(4) yes O1 C1 . . 1.381(3) no O2 C7 . . 1.449(3) no O2 Li1 . . 2.086(5) yes O2 C2 . . 1.370(3) no O3 C9 . . 1.429(3) no O3 Li1 . . 1.972(5) yes O3 C10 . . 1.427(3) no O4 C11 . . 1.445(3) no O4 Li1 . . 2.068(5) yes O4 C16 . . 1.432(3) no O5 Li2 . . 2.079(5) no O5 C38 . . 1.454(4) yes O5 C21 . . 1.356(4) no O6 C22 . . 1.390(3) no O6 C27 . . 1.431(4) no O6 Li2 . . 2.074(5) no O7 C29 . . 1.435(3) yes O7 Li2 . . 1.965(5) no O7 C30 . . 1.425(3) no O8 C36 . . 1.432(4) no O8 C31 . . 1.453(3) no O8 Li2 . . 2.073(5) yes N1 C19 . . 1.159(4) no N1 Li1 . . 1.968(5) yes N2 C20 . . 1.165(4) no N2 Li2 . . 1.982(6) yes C1 C2 . . 1.400(4) no C1 C6 . . 1.375(4) no C2 C3 . . 1.384(4) no C3 C4 . . 1.392(4) no C4 C5 . . 1.370(4) no C5 C6 . . 1.399(4) no C7 C8 . . 1.508(4) no C8 C9 . . 1.501(4) no C10 C11 . . 1.518(4) no C10 C15 . . 1.519(4) no C11 C12 . . 1.523(4) no C12 C13 . . 1.520(4) no C13 C14 . . 1.524(4) no C14 C15 . . 1.507(5) no C16 C17 . . 1.513(4) no C17 C18 . . 1.524(4) no C3 H3 . . .9505 no C4 H4 . . .9505 no C5 H5 . . .9504 no C6 H6 . . .9498 no C7 H7A . . .9906 no C7 H7B . . .9906 no C8 H8B . . .9899 no C8 H8A . . .9908 no C9 H9B . . .9898 no C9 H9A . . .9896 no C10 H10 . . 1.0005 no C11 H11 . . .9993 no C12 H12A . . .9908 no C12 H12B . . .9903 no C13 H13A . . .9898 no C13 H13B . . .9906 no C14 H14A . . .9905 no C14 H14B . . .9899 no C15 H15A . . .9911 no C15 H15B . . .9897 no C16 H16A . . .9897 no C16 H16B . . .9903 no C17 H17A . . .9898 no C17 H17B . . .9902 no C18 H18A . . .9899 no C18 H18B . . .9900 no C21 C22 . . 1.396(4) no C21 C26 . . 1.398(4) no C22 C23 . . 1.376(4) no C23 C24 . . 1.399(4) no C24 C25 . . 1.379(5) no C25 C26 . . 1.390(5) no C27 C28 . . 1.502(4) no C28 C29 . . 1.506(4) no C30 C31 . . 1.519(4) no C30 C35 . . 1.522(4) no C31 C32 . . 1.513(4) no C32 C33 . . 1.510(5) no C33 C34 . . 1.519(4) no C34 C35 . . 1.518(4) no C36 C37 . . 1.504(4) no C37 C38 . . 1.491(5) no C23 H23 . . .9498 no C24 H24 . . .9508 no C25 H25 . . .9500 no C26 H26 . . .9488 no C27 H27A . . .9888 no C27 H27B . . .9903 no C28 H28A . . .9905 no C28 H28B . . .9903 no C29 H29A . . .9906 no C29 H29B . . .9892 no C30 H30 . . 1.0009 no C31 H31 . . .9996 no C32 H32A . . .9892 no C32 H32B . . .9905 no C33 H33A . . .9910 no C33 H33B . . .9892 no C34 H34A . . .9896 no C34 H34B . . .9903 no C35 H35A . . .9888 no C35 H35B . . .9895 no C36 H36A . . .9895 no C36 H36B . . .9899 no C37 H37A . . .9891 no C37 H37B . . .9899 no C38 H38A . . .9903 no C38 H38B . . .9906 no