data_2011716 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 120 _journal_page_last 122 _publ_section_title ; 3,3-Diphenyl-6-(p-toluenesulfonyl)-6-aza-3-silabicyclo[3.1.0]hexane ; loop_ _publ_author_name 'Matthews, Jennifer L.' 'McArthur, Duncan R.' 'Muir, Kenneth W.' 'White, David N.J.' _chemical_formula_moiety 'C23 H23 N1 O2 S1 Si1' _chemical_formula_sum 'C23 H23 N O2 S Si' _chemical_formula_weight 405.57 _chemical_melting_point 370 _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 9.29550(10) _cell_length_b 8.60760(10) _cell_length_c 26.5354(3) _cell_angle_alpha 90 _cell_angle_beta 96.4400(10) _cell_angle_gamma 90 _cell_volume 2109.75(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _exptl_crystal_density_diffrn 1.277 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 S1 -.17835(3) .72377(3) .468274(9) .01617(6) Uani d . 1 . . S Si1 .12849(3) .73784(3) .339713(9) .01329(6) Uani d . 1 . . Si O1 -.08123(9) .74901(9) .51374(3) .02183(15) Uani d . 1 . . O O2 -.27101(9) .58909(9) .46584(3) .02511(16) Uani d . 1 . . O N1 -.07549(9) .72718(9) .42104(3) .01459(13) Uani d . 1 . . N C1 .17628(10) .65441(11) .40578(4) .01660(15) Uani d . 1 . . C C2 .03313(10) .59885(11) .42143(3) .01590(15) Uani d . 1 . . C C3 -.09409(10) .60350(11) .38147(3) .01649(15) Uani d . 1 . . C C4 -.06377(10) .66007(12) .32962(3) .01671(16) Uani d . 1 . . C C11 .24623(10) .65632(11) .29318(4) .01629(15) Uani d . 1 . . C C12 .39053(11) .61592(15) .30814(4) .0241(2) Uani d . 1 . . C C13 .47786(13) .55497(19) .27360(5) .0327(3) Uani d . 1 . . C C14 .42237(13) .53479(17) .22310(5) .0299(2) Uani d . 1 . . C C15 .27992(12) .57465(17) .20743(4) .0278(2) Uani d . 1 . . C C16 .19275(11) .63426(14) .24231(4) .02286(19) Uani d . 1 . . C C21 .13592(10) .95457(11) .33727(3) .01501(15) Uani d . 1 . . C C22 .06531(11) 1.04575(11) .37085(4) .01830(16) Uani d . 1 . . C C23 .06796(13) 1.20713(12) .36832(4) .02196(19) Uani d . 1 . . C C24 .14396(13) 1.28043(12) .33273(4) .02280(19) Uani d . 1 . . C C25 .21691(12) 1.19286(12) .29971(4) .02075(18) Uani d . 1 . . C C26 .21116(10) 1.03123(12) .30164(4) .01755(16) Uani d . 1 . . C C31 -.28420(10) .89115(11) .45552(3) .01601(15) Uani d . 1 . . C C32 -.21949(10) 1.03607(12) .46449(4) .01798(16) Uani d . 1 . . C C33 -.30174(11) 1.16967(12) .45460(4) .01966(17) Uani d . 1 . . C C34 -.44848(11) 1.15999(13) .43590(4) .02177(18) Uani d . 1 . . C C35 -.51108(12) 1.01351(15) .42755(4) .0254(2) Uani d . 1 . . C C36 -.43020(11) .87854(13) .43712(4) .02209(18) Uani d . 1 . . C C37 -.53640(14) 1.30571(16) .42543(5) .0327(3) Uani d . 1 . . C H37A -.5365 1.3349 .3897 .049 Uiso calc R 1 . . H H37B -.4939 1.3899 .4471 .049 Uiso calc R 1 . . H H37C -.636 1.2871 .4327 .049 Uiso calc R 1 . . H H1A .2408(17) .5665(19) .4061(6) .025(4) Uiso d . 1 . . H H1B .2211(19) .728(2) .4305(7) .032(4) Uiso d . 1 . . H H2 .0281(16) .5242(19) .4482(6) .023(4) Uiso d . 1 . . H H3 -.1733(16) .5309(18) .3848(6) .022(4) Uiso d . 1 . . H H4A -.139(2) .738(2) .3165(7) .034(5) Uiso d . 1 . . H H4B -.0687(17) .5723(19) .3058(6) .024(4) Uiso d . 1 . . H H12 .4321(19) .630(2) .3439(7) .034(4) Uiso d . 1 . . H H13 .575(2) .518(2) .2855(7) .047(5) Uiso d . 1 . . H H14 .4838(18) .488(2) .1992(6) .030(4) Uiso d . 1 . . H H15 .2460(19) .563(2) .1731(7) .035(4) Uiso d . 1 . . H H16 .096(2) .662(2) .2319(7) .038(5) Uiso d . 1 . . H H22 .0151(18) .996(2) .3943(6) .028(4) Uiso d . 1 . . H H23 .015(2) 1.266(2) .3905(7) .035(5) Uiso d . 1 . . H H24 .1464(19) 1.394(2) .3307(7) .038(5) Uiso d . 1 . . H H25 .2742(19) 1.2443(19) .2754(7) .031(4) Uiso d . 1 . . H H26 .2602(18) .9671(19) .2775(6) .028(4) Uiso d . 1 . . H H32 -.1190(18) 1.044(2) .4780(6) .030(4) Uiso d . 1 . . H H33 -.2565(18) 1.2705(19) .4593(6) .025(4) Uiso d . 1 . . H H35 -.610(2) 1.008(2) .4167(7) .042(5) Uiso d . 1 . . H H36 -.476(2) .774(2) .4309(7) .034(5) 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 .02066(11) .01363(10) .01537(10) .00007(7) .00708(7) .00102(7) Si1 .01555(11) .01197(11) .01277(11) .00153(8) .00341(8) .00025(7) O1 .0286(4) .0230(4) .0142(3) .0054(3) .0038(3) .0017(2) O2 .0306(4) .0162(3) .0315(4) -.0050(3) .0163(3) .0003(3) N1 .0176(3) .0128(3) .0140(3) .0003(2) .0047(2) .0000(2) C1 .0177(4) .0169(4) .0153(4) .0040(3) .0023(3) .0011(3) C2 .0212(4) .0121(3) .0150(3) .0027(3) .0048(3) .0019(3) C3 .0199(4) .0140(4) .0163(4) -.0022(3) .0054(3) -.0021(3) C4 .0182(4) .0186(4) .0135(3) -.0006(3) .0026(3) -.0016(3) C11 .0178(4) .0150(4) .0169(4) .0008(3) .0055(3) -.0005(3) C12 .0194(4) .0336(6) .0198(4) .0040(4) .0049(3) -.0019(4) C13 .0193(4) .0525(8) .0273(5) .0086(5) .0072(4) -.0055(5) C14 .0232(5) .0420(7) .0266(5) .0016(4) .0117(4) -.0097(5) C15 .0232(5) .0413(6) .0200(4) -.0005(4) .0070(3) -.0092(4) C16 .0195(4) .0319(5) .0178(4) .0031(4) .0048(3) -.0039(4) C21 .0180(4) .0130(3) .0142(3) -.0002(3) .0024(3) .0007(3) C22 .0269(4) .0131(4) .0156(4) .0011(3) .0057(3) .0002(3) C23 .0347(5) .0136(4) .0179(4) .0014(4) .0049(4) -.0019(3) C24 .0347(5) .0135(4) .0197(4) -.0044(4) .0006(4) .0006(3) C25 .0259(4) .0172(4) .0192(4) -.0054(3) .0026(3) .0029(3) C26 .0189(4) .0171(4) .0172(4) -.0015(3) .0044(3) .0014(3) C31 .0170(4) .0157(4) .0160(4) .0000(3) .0046(3) -.0018(3) C32 .0155(4) .0166(4) .0217(4) .0004(3) .0015(3) -.0009(3) C33 .0200(4) .0167(4) .0222(4) .0015(3) .0020(3) -.0003(3) C34 .0203(4) .0241(5) .0207(4) .0053(4) .0011(3) -.0003(3) C35 .0173(4) .0290(5) .0287(5) .0005(4) -.0025(3) -.0031(4) C36 .0189(4) .0229(5) .0244(4) -.0030(3) .0019(3) -.0051(4) C37 .0278(5) .0297(6) .0393(6) .0118(5) -.0018(5) .0036(5) 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 O1 . 1.4399(8) yes S1 O2 . 1.4413(8) yes S1 N1 . 1.6597(8) yes S1 C31 . 1.7561(10) ? Si1 C11 . 1.8756(9) yes Si1 C21 . 1.8682(10) yes Si1 C1 . 1.9004(10) yes Si1 C4 . 1.8991(10) yes N1 C2 . 1.4958(12) yes N1 C3 . 1.4918(12) yes C1 C2 . 1.5153(13) yes C1 H1A . .965(16) ? C1 H1B . .971(18) ? C2 C3 . 1.4979(14) yes C2 H2 . .962(16) ? C3 C4 . 1.5153(13) yes C3 H3 . .978(16) ? C4 H4A . 1.000(18) ? C4 H4B . .983(16) ? C11 C16 . 1.3982(14) ? C11 C12 . 1.3993(14) ? C12 C13 . 1.3934(15) ? C12 H12 . .991(18) ? C13 C14 . 1.3916(18) ? C13 H13 . .97(2) ? C14 C15 . 1.3859(17) ? C14 H14 . .986(17) ? C15 C16 . 1.3946(14) ? C15 H15 . .936(18) ? C16 H16 . .944(18) ? C21 C26 . 1.4024(13) ? C21 C22 . 1.4043(13) ? C22 C23 . 1.3910(14) ? C22 H22 . .924(17) ? C23 C24 . 1.3924(15) ? C23 H23 . .954(19) ? C24 C25 . 1.3889(16) ? C24 H24 . .98(2) ? C25 C26 . 1.3935(14) ? C25 H25 . .986(18) ? C26 H26 . .994(17) ? C31 C32 . 1.3938(13) ? C31 C36 . 1.3941(14) ? C32 C33 . 1.3895(14) ? C32 H32 . .965(17) ? C33 C34 . 1.4008(15) ? C33 H33 . .966(16) ? C34 C35 . 1.3959(17) ? C34 C37 . 1.5058(16) ? C35 C36 . 1.3916(16) ? C35 H35 . .937(19) ? C36 H36 . .998(18) ? C37 H37A . .98 ? C37 H37B . .98 ? C37 H37C . .98 ?