#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006105.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_2006105 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 612 _journal_page_last 615 _publ_section_title ; A Diastereomeric Pair of Cyclophane Derivatives: Planar Chiral and meso-Dimethylbis([2.2]paracyclophan-4-yl)silane, C~34~H~36~Si ; loop_ _publ_author_name 'Jones, Peter G.' 'Ernst, Ludger' 'Dix, Ina' 'Wittkowski, Lars' _chemical_formula_sum 'C34 H36 Si' _chemical_formula_weight 472.72 _chemical_melting_point '254 (dec.)' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.115(2) _cell_length_b 15.077(3) _cell_length_c 17.182(3) _cell_angle_alpha 65.191(12) _cell_angle_beta 87.299(10) _cell_angle_gamma 79.709(12) _cell_volume 2570.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.222 _diffrn_ambient_temperature 173(2) _refine_ls_R_factor_obs .0531 _refine_ls_wR_factor_obs .0876 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 Si1 .57985(9) .54284(8) .16938(6) .0282(3) Uani d U 1 . Si C1 .2907(4) .6946(3) .2798(2) .0482(12) Uani d U 1 . C H1A .3396(4) .6563(3) .3340(2) .058 Uiso calc R 1 . H H1B .2482(4) .7575(3) .2810(2) .058 Uiso calc R 1 . H C2 .3803(3) .7192(3) .2017(2) .0318(9) Uani d U 1 . C H2A .3757(3) .7920(3) .1724(2) .038 Uiso calc R 1 . H H2B .4652(3) .6894(3) .2243(2) .038 Uiso calc R 1 . H C3 .3518(3) .6817(3) .1370(2) .0241(8) Uani d U 1 . C C4 .4125(3) .5901(3) .1376(2) .0227(8) Uani d U 1 . C C5 .3468(3) .5410(3) .1052(2) .0300(9) Uani d U 1 . C H5 .3840(3) .4781(3) .1075(2) .036 Uiso calc R 1 . H C6 .2279(3) .5819(3) .0697(2) .0307(9) Uani d U 1 . C C7 .1880(3) .6809(3) .0503(2) .0332(10) Uani d U 1 . C H7 .1181(3) .7157(3) .0135(2) .040 Uiso calc R 1 . H C8 .2485(3) .7303(3) .0838(2) .0310(9) Uani d U 1 . C H8 .2190(3) .7984(3) .0702(2) .037 Uiso calc R 1 . H C9 .1380(4) .5187(3) .0678(3) .0465(11) Uani d U 1 . C H9A .1830(4) .4520(3) .0773(3) .056 Uiso calc R 1 . H H9B .0972(4) .5487(3) .0103(3) .056 Uiso calc R 1 . H C10 .0375(4) .5079(3) .1378(3) .0531(12) Uani d U 1 . C H10A -.0416(4) .5473(3) .1089(3) .064 Uiso calc R 1 . H H10B .0276(4) .4374(3) .1665(3) .064 Uiso calc R 1 . H C11 .0676(3) .5412(3) .2045(3) .0382(10) Uani d U 1 . C C12 .0201(4) .6340(3) .1997(3) .0440(11) Uani d U 1 . C H12 -.0571(4) .6666(3) .1715(3) .053 Uiso calc R 1 . H C13 .0814(4) .6813(3) .2347(2) .0403(11) Uani d U 1 . C H13 .0454(4) .7451(3) .2310(2) .048 Uiso calc R 1 . H C14 .1961(3) .6361(3) .2755(2) .0331(9) Uani d U 1 . C C15 .2301(3) .5356(3) .2958(2) .0364(10) Uani d U 1 . C H15 .2978(3) .4985(3) .3343(2) .044 Uiso calc R 1 . H C16 .1679(4) .4881(3) .2615(3) .0423(11) Uani d U 1 . C H16 .1932(4) .4192(3) .2766(3) .051 Uiso calc R 1 . H C17 .6595(3) .6519(3) .1115(2) .0439(11) Uani d U 1 . C H17A .6396(15) .6990(8) .1377(9) .053 Uiso calc R 1 . H H17B .6322(15) .6847(10) .0510(4) .053 Uiso calc R 1 . H H17C .7481(4) .6288(3) .1155(12) .053 Uiso calc R 1 . H C18 .6376(3) .4488(3) .1267(2) .0446(11) Uani d U 1 . C H18A .6005(14) .3896(7) .1573(9) .054 Uiso calc R 1 . H H18B .7267(4) .4308(12) .1348(12) .054 Uiso calc R 1 . H H18C .6158(17) .4766(6) .0654(4) .054 Uiso calc R 1 . H C1' .5940(3) .2504(3) .3548(3) .0390(10) Uani d U 1 . C H1'1 .5581(3) .1931(3) .3951(3) .047 Uiso calc R 1 . H H1'2 .6090(3) .2424(3) .3006(3) .047 Uiso calc R 1 . H C2' .4984(3) .3498(3) .3359(2) .0323(9) Uani d U 1 . C H2'1 .4683(3) .3783(3) .2755(2) .039 Uiso calc R 1 . H H2'2 .4274(3) .3334(3) .3730(2) .039 Uiso calc R 1 . H C3' .5515(3) .4267(3) .3511(2) .0236(8) Uani d U 1 . C C4' .6132(3) .4962(2) .2877(2) .0228(8) Uani d U 1 . C C5' .7032(3) .5312(2) .3163(2) .0263(9) Uani d U 1 . C H5' .7482(3) .5763(2) .2746(2) .032 Uiso calc R 1 . H C6' .7298(3) .5032(3) .4023(2) .0306(9) Uani d U 1 . C C7' .6448(3) .4571(3) .4598(2) .0330(10) Uani d U 1 . C H7' .6464(3) .4520(3) .5167(2) .040 Uiso calc R 1 . H C8' .5578(3) .4184(3) .4349(2) .0287(9) Uani d U 1 . C H8' .5014(3) .3857(3) .4754(2) .034 Uiso calc R 1 . H C9' .8539(3) .5040(3) .4341(3) .0424(11) Uani d U 1 . C H9'1 .8426(3) .5286(3) .4796(3) .051 Uiso calc R 1 . H H9'2 .8953(3) .5508(3) .3862(3) .051 Uiso calc R 1 . H C10' .9389(4) .3985(3) .4710(3) .0489(12) Uani d U 1 . C H10C 1.0211(4) .4049(3) .4468(3) .059 Uiso calc R 1 . H H10D .9480(4) .3737(3) .5341(3) .059 Uiso calc R 1 . H C11' .8884(3) .3240(3) .4503(3) .0328(9) Uani d U 1 . C C12' .8178(3) .2599(3) .5079(2) .0364(10) Uani d U 1 . C H12' .8281(3) .2412(3) .5677(2) .044 Uiso calc R 1 . H C13' .7324(3) .2230(3) .4791(2) .0330(10) Uani d U 1 . C H13' .6849(3) .1791(3) .5194(2) .040 Uiso calc R 1 . H C14' .7154(3) .2492(3) .3926(2) .0298(9) Uani d U 1 . C C15' .8054(3) .2947(3) .3383(2) .0298(9) Uani d U 1 . C H15' .8078(3) .3003(3) .2812(2) .036 Uiso calc R 1 . H C16' .8905(3) .3317(3) .3668(2) .0334(10) Uani d U 1 . C H16' .9509(3) .3625(3) .3291(2) .040 Uiso calc R 1 . H Si2 .44194(9) -.06877(8) .84271(6) .0253(3) Uani d U 1 . Si C1" .4489(3) .2230(3) .6466(2) .0396(10) Uani d U 1 . C H1"1 .4404(3) .2959(3) .6253(2) .048 Uiso calc R 1 . H H1"2 .5373(3) .1948(3) .6558(2) .048 Uiso calc R 1 . H C2" .3837(3) .1812(3) .7356(2) .0327(9) Uani d U 1 . C H2"1 .4465(3) .1406(3) .7816(2) .039 Uiso calc R 1 . H H2"2 .3424(3) .2376(3) .7479(2) .039 Uiso calc R 1 . H C3" .2900(3) .1182(3) .7366(2) .0261(8) Uani d U 1 . C C4" .3193(3) .0151(3) .7595(2) .0221(8) Uani d U 1 . C C5" .2466(3) -.0239(3) .7218(2) .0255(9) Uani d U 1 . C H5" .2652(3) -.0928(3) .7350(2) .031 Uiso calc R 1 . H C6" .1472(3) .0344(3) .6654(2) .0269(9) Uani d U 1 . C C7" .1057(3) .1279(3) .6626(2) .0311(9) Uani d U 1 . C H7" .0282(3) .1638(3) .6363(2) .037 Uiso calc R 1 . H C8" .1762(3) .1692(3) .6978(2) .0295(9) Uani d U 1 . C H8" .1466(3) .2334(3) .6956(2) .035 Uiso calc R 1 . H C9" .1023(3) .0058(3) .5988(2) .0368(10) Uani d U 1 . C H9"1 .0117(3) .0202(3) .5960(2) .044 Uiso calc R 1 . H H9"2 .1281(3) -.0666(3) .6173(2) .044 Uiso calc R 1 . H C10" .1510(4) .0614(3) .5065(2) .0449(11) Uani d U 1 . C H10E .1832(4) .0125(3) .4830(2) .054 Uiso calc R 1 . H H10F .0821(4) .1084(3) .4684(2) .054 Uiso calc R 1 . H C11" .2509(3) .1180(3) .5068(2) .0312(9) Uani d U 1 . C C12" .2240(3) .2176(3) .4909(2) .0344(10) Uani d U 1 . C H12" .1550(3) .2587(3) .4553(2) .041 Uiso calc R 1 . H C13" .2964(3) .2578(3) .5263(2) .0337(10) Uani d U 1 . C H13" .2766(3) .3263(3) .5145(2) .040 Uiso calc R 1 . H C14" .3980(3) .1995(3) .5789(2) .0309(9) Uani d U 1 . C C15" .4387(3) .1073(3) .5775(2) .0275(9) Uani d U 1 . C H15" .5176(3) .0717(3) .6007(2) .033 Uiso calc R 1 . H C16" .3659(3) .0666(3) .5428(2) .0291(9) Uani d U 1 . C H16" .3947(3) .0029(3) .5436(2) .035 Uiso calc R 1 . H C17" .4046(3) -.0461(3) .9410(2) .0375(10) Uani d U 1 . C H17D .4099(18) .0227(5) .9286(4) .045 Uiso calc R 1 . H H17E .4629(11) -.0913(10) .9877(4) .045 Uiso calc R 1 . H H17F .3215(7) -.0578(14) .9580(8) .045 Uiso calc R 1 . H C18" .4269(3) -.1998(3) .8722(2) .0333(9) Uani d U 1 . C H18D .3424(5) -.2083(4) .8879(12) .040 Uiso calc R 1 . H H18E .4824(13) -.2439(3) .9210(8) .040 Uiso calc R 1 . H H18F .4478(17) -.2163(5) .8232(5) .040 Uiso calc R 1 . H C1# .7096(3) -.2256(3) .7432(2) .0378(10) Uani d U 1 . C H1#1 .6562(3) -.2741(3) .7757(2) .045 Uiso calc R 1 . H H1#2 .7477(3) -.2444(3) .6977(2) .045 Uiso calc R 1 . H C2# .6280(3) -.1177(3) .6996(2) .0302(9) Uani d U 1 . C H2#1 .6414(3) -.0893(3) .6371(2) .036 Uiso calc R 1 . H H2#2 .5406(3) -.1237(3) .7080(2) .036 Uiso calc R 1 . H C3# .6561(3) -.0480(3) .7351(2) .0233(8) Uani d U 1 . C C4# .5995(3) -.0402(2) .8082(2) .0226(8) Uani d U 1 . C C5# .6665(3) -.0089(2) .8566(2) .0263(9) Uani d U 1 . C H5# .6315(3) -.0041(2) .9065(2) .032 Uiso calc R 1 . H C6# .7830(3) .0154(3) .8339(2) .0284(9) Uani d U 1 . C C7# .8175(3) .0309(3) .7514(2) .0310(9) Uani d U 1 . C H7# .8843(3) .0641(3) .7277(2) .037 Uiso calc R 1 . H C8# .7560(3) -.0012(3) .7034(2) .0311(9) Uani d U 1 . C H8# .7825(3) .0088(3) .6474(2) .037 Uiso calc R 1 . H C9# .8760(3) .0053(3) .9000(2) .0377(10) Uani d U 1 . C H9#1 .8337(3) -.0001(3) .9534(2) .045 Uiso calc R 1 . H H9#2 .9132(3) .0658(3) .8784(2) .045 Uiso calc R 1 . H C10# .9804(4) -.0881(3) .9210(3) .0478(12) Uani d U 1 . C H10G 1.0553(4) -.0661(3) .8914(3) .057 Uiso calc R 1 . H H10H .9993(4) -.1200(3) .9835(3) .057 Uiso calc R 1 . H C11# .9451(3) -.1633(3) .8938(2) .0346(10) Uani d U 1 . C C12# .9891(3) -.1712(3) .8196(3) .0392(10) Uani d U 1 . C H12# 1.0663(3) -.1537(3) .7994(3) .047 Uiso calc R 1 . H C13# .9215(3) -.2043(3) .7747(2) .0361(10) Uani d U 1 . C H13# .9525(3) -.2085(3) .7236(2) .043 Uiso calc R 1 . H C14# .8092(3) -.2313(2) .8032(2) .0278(9) Uani d U 1 . C C15# .7805(3) -.2437(3) .8862(2) .0308(9) Uani d U 1 . C H15# .7136(3) -.2757(3) .9124(2) .037 Uiso calc R 1 . H C16# .8468(3) -.2106(3) .9319(2) .0366(10) Uani d U 1 . C H16# .8255(3) -.2201(3) .9887(2) .044 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 Si1 .0218(6) .0404(7) .0203(6) -.0046(5) .0009(5) -.0110(5) C1 .059(3) .059(3) .040(3) -.027(2) .013(2) -.027(2) C2 .034(2) .027(2) .037(2) -.010(2) .001(2) -.013(2) C3 .021(2) .027(2) .022(2) -.012(2) .004(2) -.006(2) C4 .025(2) .023(2) .017(2) -.006(2) .0031(15) -.005(2) C5 .032(2) .036(2) .025(2) -.004(2) .001(2) -.016(2) C6 .033(2) .034(2) .026(2) -.006(2) -.005(2) -.014(2) C7 .027(2) .039(2) .026(2) -.004(2) -.008(2) -.006(2) C8 .029(2) .025(2) .030(2) -.004(2) .002(2) -.003(2) C9 .039(3) .052(3) .056(3) -.008(2) -.010(2) -.029(2) C10 .033(3) .056(3) .080(3) -.016(2) .004(2) -.035(3) C11 .024(2) .036(3) .057(3) -.015(2) .012(2) -.019(2) C12 .023(2) .053(3) .053(3) -.006(2) .008(2) -.021(2) C13 .039(2) .032(3) .046(3) -.001(2) .016(2) -.016(2) C14 .033(2) .037(3) .030(2) -.008(2) .013(2) -.016(2) C15 .032(2) .043(3) .027(2) -.006(2) .006(2) -.008(2) C16 .036(2) .030(2) .055(3) -.012(2) .015(2) -.011(2) C17 .033(2) .056(3) .027(2) -.014(2) .000(2) .000(2) C18 .031(2) .068(3) .034(2) .009(2) -.004(2) -.028(2) C1' .038(2) .036(2) .047(3) -.010(2) -.007(2) -.019(2) C2' .026(2) .037(2) .032(2) -.010(2) .000(2) -.010(2) C3' .013(2) .029(2) .025(2) .002(2) -.004(2) -.010(2) C4' .020(2) .024(2) .021(2) .000(2) .0001(15) -.009(2) C5' .025(2) .022(2) .029(2) -.006(2) .000(2) -.007(2) C6' .035(2) .025(2) .034(2) .003(2) -.009(2) -.016(2) C7' .039(2) .038(3) .019(2) .006(2) -.006(2) -.014(2) C8' .022(2) .034(2) .024(2) .001(2) .003(2) -.010(2) C9' .042(3) .040(3) .048(3) -.006(2) -.015(2) -.021(2) C10' .035(2) .048(3) .070(3) -.002(2) -.016(2) -.031(3) C11' .020(2) .034(2) .047(2) .002(2) -.013(2) -.020(2) C12' .038(2) .037(3) .030(2) .006(2) -.010(2) -.014(2) C13' .031(2) .023(2) .035(2) -.004(2) .001(2) -.003(2) C14' .032(2) .020(2) .040(2) .001(2) -.003(2) -.016(2) C15' .032(2) .030(2) .030(2) .001(2) .000(2) -.018(2) C16' .021(2) .035(2) .042(2) -.002(2) .003(2) -.015(2) Si2 .0235(6) .0344(7) .0207(6) -.0094(5) .0030(5) -.0128(5) C1" .040(2) .042(3) .043(2) -.023(2) .008(2) -.019(2) C2" .030(2) .029(2) .044(2) -.004(2) -.001(2) -.019(2) C3" .028(2) .034(2) .022(2) -.010(2) .007(2) -.016(2) C4" .020(2) .032(2) .017(2) -.008(2) .0065(14) -.013(2) C5" .024(2) .028(2) .028(2) -.010(2) .005(2) -.013(2) C6" .018(2) .037(2) .024(2) -.009(2) .003(2) -.010(2) C7" .015(2) .043(3) .032(2) -.005(2) .004(2) -.012(2) C8" .023(2) .035(2) .036(2) -.003(2) .008(2) -.022(2) C9" .027(2) .044(3) .040(2) -.008(2) -.007(2) -.017(2) C10" .047(3) .059(3) .038(2) -.018(2) -.003(2) -.025(2) C11" .031(2) .047(3) .018(2) -.012(2) .006(2) -.014(2) C12" .026(2) .041(3) .027(2) -.003(2) .002(2) -.006(2) C13" .040(2) .023(2) .036(2) -.011(2) .010(2) -.009(2) C14" .027(2) .036(2) .030(2) -.015(2) .006(2) -.012(2) C15" .021(2) .035(2) .022(2) -.007(2) .004(2) -.008(2) C16" .032(2) .033(2) .023(2) -.004(2) .006(2) -.013(2) C17" .034(2) .061(3) .027(2) -.020(2) .010(2) -.023(2) C18" .026(2) .040(2) .030(2) -.007(2) -.002(2) -.010(2) C1# .046(3) .038(2) .035(2) -.010(2) .003(2) -.020(2) C2# .035(2) .038(2) .021(2) -.011(2) .003(2) -.015(2) C3# .022(2) .027(2) .018(2) -.001(2) .000(2) -.008(2) C4# .022(2) .021(2) .024(2) -.005(2) .000(2) -.009(2) C5# .026(2) .030(2) .027(2) -.002(2) .002(2) -.016(2) C6# .028(2) .025(2) .033(2) -.005(2) -.002(2) -.013(2) C7# .025(2) .023(2) .035(2) -.005(2) .004(2) -.003(2) C8# .029(2) .033(2) .024(2) -.007(2) .004(2) -.005(2) C9# .030(2) .044(3) .049(3) -.011(2) -.003(2) -.027(2) C10# .033(2) .046(3) .060(3) .000(2) -.018(2) -.019(2) C11# .023(2) .036(2) .039(2) .003(2) -.011(2) -.011(2) C12# .023(2) .037(3) .048(3) -.002(2) .003(2) -.011(2) C13# .034(2) .032(2) .038(2) .002(2) .011(2) -.014(2) C14# .030(2) .019(2) .031(2) .002(2) .002(2) -.010(2) C15# .030(2) .027(2) .033(2) -.007(2) .006(2) -.010(2) C16# .040(2) .036(3) .023(2) -.001(2) -.005(2) -.003(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 Si1 C18 . 1.861(4) ? Si1 C17 . 1.882(4) ? Si1 C4' . 1.882(3) ? Si1 C4 . 1.888(3) ? C1 C14 . 1.510(5) ? C1 C2 . 1.587(5) ? C2 C3 . 1.511(5) ? C3 C8 . 1.388(4) ? C3 C4 . 1.420(5) ? C4 C5 . 1.402(5) ? C5 C6 . 1.403(5) ? C6 C7 . 1.377(5) ? C6 C9 . 1.508(5) ? C7 C8 . 1.384(5) ? C9 C10 . 1.579(5) ? C10 C11 . 1.504(5) ? C11 C12 . 1.373(5) ? C11 C16 . 1.404(5) ? C12 C13 . 1.381(5) ? C13 C14 . 1.398(5) ? C14 C15 . 1.387(5) ? C15 C16 . 1.381(5) ? C1' C14' . 1.518(5) ? C1' C2' . 1.593(5) ? C2' C3' . 1.508(5) ? C3' C8' . 1.396(4) ? C3' C4' . 1.409(4) ? C4' C5' . 1.405(4) ? C5' C6' . 1.387(5) ? C6' C7' . 1.386(5) ? C6' C9' . 1.511(5) ? C7' C8' . 1.381(5) ? C9' C10' . 1.580(5) ? C10' C11' . 1.511(5) ? C11' C12' . 1.386(5) ? C11' C16' . 1.391(5) ? C12' C13' . 1.386(5) ? C13' C14' . 1.381(5) ? C14' C15' . 1.401(5) ? C15' C16' . 1.380(5) ? Si2 C18" . 1.860(4) ? Si2 C17" . 1.873(3) ? Si2 C4" . 1.885(3) ? Si2 C4# . 1.888(3) ? C1" C14" . 1.509(5) ? C1" C2" . 1.585(5) ? C2" C3" . 1.525(5) ? C3" C8" . 1.392(5) ? C3" C4" . 1.413(5) ? C4" C5" . 1.399(4) ? C5" C6" . 1.405(4) ? C6" C7" . 1.384(5) ? C6" C9" . 1.513(5) ? C7" C8" . 1.379(5) ? C9" C10" . 1.574(5) ? C10" C11" . 1.517(5) ? C11" C12" . 1.387(5) ? C11" C16" . 1.391(5) ? C12" C13" . 1.384(5) ? C13" C14" . 1.392(5) ? C14" C15" . 1.393(5) ? C15" C16" . 1.384(5) ? C1# C14# . 1.515(5) ? C1# C2# . 1.595(5) ? C2# C3# . 1.499(5) ? C3# C8# . 1.389(4) ? C3# C4# . 1.418(4) ? C4# C5# . 1.407(4) ? C5# C6# . 1.402(4) ? C6# C7# . 1.383(5) ? C6# C9# . 1.512(5) ? C7# C8# . 1.374(5) ? C9# C10# . 1.578(5) ? C10# C11# . 1.509(5) ? C11# C12# . 1.387(5) ? C11# C16# . 1.398(5) ? C12# C13# . 1.387(5) ? C13# C14# . 1.385(5) ? C14# C15# . 1.388(5) ? C15# C16# . 1.387(5) ?