data_2008441 _journal_name_full 'Acta Crystallographica' _journal_year 1999 _journal_volume C55 _journal_page_first 808 _journal_page_last 811 _publ_section_title ; Imide and tribenzyl ester derivatives of Kemp's triacid ; loop_ _publ_author_name "Thu\'ery, Pierre" 'Nierlich, Martine' 'Wang, Zhen-He' 'Hirose, Takuji' _chemical_formula_sum 'C22 H29 N O4' _chemical_formula_weight 371.46 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.2852(4) _cell_length_b 11.4419(3) _cell_length_c 13.5434(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.438(2) _cell_angle_gamma 90.00 _cell_volume 2036(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _exptl_crystal_density_diffrn 1.212 _diffrn_ambient_temperature 123(2) _refine_ls_R_factor_obs .047 _refine_ls_wR_factor_obs .105 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 N1 .74591(10) .19237(12) .02414(10) .0251(3) Uani d . 1 . N O1 .76918(10) .31137(11) -.10464(9) .0317(3) Uani d . 1 . O O2 .71245(10) .07725(11) .15215(9) .0330(3) Uani d . 1 . O O3 .95628(10) .03681(10) .11449(9) .0347(3) Uani d . 1 . O O4 .99819(10) .14577(11) -.01007(9) .0339(3) Uani d . 1 . O C1 .79795(13) .25833(15) .20094(12) .0269(4) Uani d . 1 . C C2 .78592(13) .37967(15) .15453(13) .0273(4) Uani d . 1 . C H2A .81817 .43692 .20173 .033 Uiso calc R 1 . H H2B .71420 .39892 .13949 .033 Uiso calc R 1 . H C3 .83397(12) .38469(14) .05908(13) .0252(4) Uani d . 1 . C C4 .94890(12) .35628(14) .08335(13) .0257(4) Uani d . 1 . C H4A .97631 .35103 .02094 .031 Uiso calc R 1 . H H4B .98243 .42132 .12061 .031 Uiso calc R 1 . H C5 .97702(13) .24336(14) .14311(12) .0266(4) Uani d . 1 . C C6 .91269(13) .23002(15) .22756(12) .0279(4) Uani d . 1 . C H6A .94109 .28049 .28216 .033 Uiso calc R 1 . H H6B .91927 .15016 .25168 .033 Uiso calc R 1 . H C7 .74904(15) .2533(2) .29643(13) .0355(4) Uani d . 1 . C H7A .7802 .3105 .3430 .053 Uiso calc R 1 . H H7B .7587 .1768 .3255 .053 Uiso calc R 1 . H H7C .6776 .2693 .2807 .053 Uiso calc R 1 . H C8 .82191(14) .50660(15) .01189(14) .0303(4) Uani d . 1 . C H8A .8588 .5625 .0561 .045 Uiso calc R 1 . H H8B .7512 .5274 .0004 .045 Uiso calc R 1 . H H8C .8483 .5062 -.0504 .045 Uiso calc R 1 . H C9 .97479(12) .13683(15) .07541(12) .0264(4) Uani d . 1 . C C10 1.09075(13) .2496(2) .18967(14) .0331(4) Uani d . 1 . C H10A 1.1016 .3169 .2323 .050 Uiso calc R 1 . H H10B 1.13218 .2556 .13746 .050 Uiso calc R 1 . H H10C 1.1088 .1803 .2281 .050 Uiso calc R 1 . H C11 .78143(12) .29638(14) -.01507(12) .0246(4) Uani d . 1 . C C12 .74848(13) .16820(15) .12671(12) .0266(4) Uani d . 1 . C C13 .69471(13) .10892(14) -.04726(12) .0253(4) Uani d . 1 . C C14 .59043(13) .09616(14) -.05485(12) .0256(4) Uani d . 1 . C H14 .55383 .14060 -.01491 .031 Uiso calc R 1 . H C15 .54045(13) .01632(14) -.12270(12) .0261(4) Uani d . 1 . C H15 .47050 .00644 -.12653 .031 Uiso calc R 1 . H C16 .59349(13) -.04880(15) -.18476(12) .0258(4) Uani d . 1 . C C17 .69855(13) -.0324(2) -.17714(13) .0293(4) Uani d . 1 . C H17 .73511 -.0742 -.21890 .035 Uiso calc R 1 . H C18 .74925(13) .0450(2) -.10842(13) .0290(4) Uani d . 1 . C H18 .81939 .0541 -.10337 .035 Uiso calc R 1 . H C19 .53923(14) -.13426(15) -.25942(13) .0300(4) Uani d . 1 . C H19A .55524 -.11504 -.32512 .036 Uiso calc R 1 . H H19B .46644 -.12462 -.26129 .036 Uiso calc R 1 . H C20 .56632(15) -.2621(2) -.23738(13) .0337(4) Uani d . 1 . C H20A .52933 -.3100 -.28965 .040 Uiso calc R 1 . H H20B .63837 -.2727 -.23974 .040 Uiso calc R 1 . H C21 .5431(2) -.3056(2) -.13735(14) .0402(5) Uani d . 1 . C H21A .4748 -.2821 -.12884 .048 Uiso calc R 1 . H H21B .5902 -.2701 -.08425 .048 Uiso calc R 1 . H C22 .5520(2) -.4383(2) -.1298(2) .0570(6) Uani d . 1 . C H22A .4987 -.4736 -.1757 .086 Uiso calc R 1 . H H22B .5460 -.4625 -.0630 .086 Uiso calc R 1 . H H22C .6168 -.4624 -.1459 .086 Uiso calc R 1 . H H1 .9594 -.0263 .0695 .042 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 N1 .0269(7) .0256(7) .0227(7) -.0050(6) .0037(6) -.0016(6) O1 .0376(7) .0324(7) .0248(6) -.0052(5) .0037(5) .0028(5) O2 .0385(7) .0319(7) .0285(6) -.0102(6) .0045(5) .0022(5) O3 .0445(7) .0249(6) .0345(7) .0006(6) .0050(6) -.0007(5) O4 .0425(7) .0315(7) .0278(7) .0038(6) .0058(5) -.0029(5) C1 .0297(9) .0277(9) .0236(8) -.0034(7) .0050(7) -.0021(7) C2 .0264(8) .0272(9) .0289(9) -.0022(7) .0061(7) -.0041(7) C3 .0237(8) .0237(8) .0285(9) -.0012(7) .0049(7) -.0010(7) C4 .0246(8) .0235(8) .0293(9) -.0034(7) .0047(7) -.0023(7) C5 .0273(8) .0247(8) .0270(8) .0000(7) .0017(7) -.0038(7) C6 .0332(9) .0259(8) .0235(8) -.0005(7) .0006(7) -.0020(7) C7 .0400(10) .0393(10) .0282(9) -.0065(8) .0087(8) -.0049(8) C8 .0316(9) .0247(8) .0349(9) -.0018(7) .0057(7) .0014(7) C9 .0243(8) .0270(8) .0269(9) .0012(7) .0007(7) -.0001(7) C10 .0292(9) .0340(9) .0344(10) .0026(8) -.0005(7) -.0083(8) C11 .0225(8) .0260(8) .0259(9) -.0006(7) .0053(7) -.0001(7) C12 .0257(8) .0287(9) .0261(8) -.0022(7) .0057(7) -.0002(7) C13 .0276(8) .0242(8) .0236(8) -.0040(7) .0023(7) .0002(7) C14 .0288(9) .0261(8) .0229(8) -.0003(7) .0075(7) -.0003(7) C15 .0247(8) .0274(9) .0263(8) -.0028(7) .0041(7) .0028(7) C16 .0282(8) .0248(8) .0236(8) -.0010(7) .0007(7) .0014(7) C17 .0286(9) .0312(9) .0281(9) .0030(7) .0039(7) -.0053(7) C18 .0233(8) .0331(9) .0299(9) -.0011(7) .0020(7) -.0016(8) C19 .0323(9) .0304(9) .0268(9) -.0024(8) .0025(7) -.0025(7) C20 .0391(10) .0298(9) .0317(10) -.0027(8) .0036(8) -.0049(8) C21 .0483(12) .0384(11) .0334(10) -.0072(9) .0038(9) -.0017(8) C22 .078(2) .0390(12) .0509(14) -.0096(11) -.0015(12) .0074(10) 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 N1 C12 . 1.412(2) no N1 C11 . 1.412(2) no N1 C13 . 1.455(2) no O1 C11 . 1.212(2) no O2 C12 . 1.216(2) no O3 C9 . 1.299(2) no O4 C9 . 1.246(2) no C1 C12 . 1.521(2) no C1 C2 . 1.523(2) no C1 C7 . 1.531(2) no C1 C6 . 1.548(2) no C2 C3 . 1.524(2) no C3 C11 . 1.520(2) no C3 C8 . 1.533(2) no C3 C4 . 1.549(2) no C4 C5 . 1.541(2) no C5 C9 . 1.523(2) no C5 C6 . 1.533(2) no C5 C10 . 1.551(2) no C13 C14 . 1.382(2) no C13 C18 . 1.386(2) no C14 C15 . 1.393(2) no C15 C16 . 1.390(2) no C16 C17 . 1.397(2) no C16 C19 . 1.511(2) no C17 C18 . 1.386(2) no C19 C20 . 1.525(2) no C20 C21 . 1.516(3) no C21 C22 . 1.526(3) no