data_2011637 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first e602 _journal_page_last e603 _publ_section_title ; Tris[2-(benzoylamino)ethyl]amine ; loop_ _publ_author_name 'Goldcamp, Michael J.' 'Krause Bauer, Jeanette A.' 'Baldwin, Michael J.' _chemical_formula_sum 'C27 H30 N4 O3' _chemical_formula_weight 458.55 _chemical_melting_point '419--421' _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 10.004(2) _cell_length_b 17.151(4) _cell_length_c 14.472(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.06(2) _cell_angle_gamma 90.00 _cell_volume 2437.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.250 _diffrn_ambient_temperature 293(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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O1 .3735(2) .07346(12) .53485(12) .0603(6) Uani d . 1 . O O2 .2793(2) .13250(12) .19870(13) .0549(5) Uani d . 1 . O O3 .6724(2) -.03697(13) .12240(13) .0708(7) Uani d . 1 . O N1 .3405(2) .05056(13) .37971(15) .0488(6) Uani d . 1 . N H1 .3522(2) .06729(13) .32580(15) .059 Uiso calc R 1 . H N2 .3029(2) .06210(13) .07149(14) .0461(6) Uani d . 1 . N H2 .3468(2) .05592(13) .02642(14) .055 Uiso calc R 1 . H N3 .6208(2) -.07060(14) .26062(15) .0488(6) Uani d . 1 . N H3 .6315(2) -.06003(14) .31967(15) .059 Uiso calc R 1 . H N4 .3119(2) -.06074(12) .22652(14) .0399(5) Uani d . 1 . N C1 .2081(3) -.0488(2) .2841(2) .0470(7) Uani d . 1 . C H1A .1603(3) -.0976(2) .2877(2) .056 Uiso calc R 1 . H H1B .1423(3) -.0111(2) .2530(2) .056 Uiso calc R 1 . H C2 .2645(3) -.0206(2) .3832(2) .0493(7) Uani d . 1 . C H2A .1903(3) -.0114(2) .4162(2) .059 Uiso calc R 1 . H H2B .3235(3) -.0602(2) .4173(2) .059 Uiso calc R 1 . H C3 .3932(3) .0914(2) .4562(2) .0429(7) Uani d . 1 . C C4 .4786(3) .1597(2) .4417(2) .0439(7) Uani d . 1 . C C5 .4832(3) .2234(2) .5007(2) .0533(8) Uani d . 1 . C H5 .4329(3) .2231(2) .5484(2) .064 Uiso calc R 1 . H C6 .5611(3) .2870(2) .4896(3) .0700(10) Uani d . 1 . C H6 .5617(3) .3298(2) .5290(3) .084 Uiso calc R 1 . H C7 .6385(4) .2882(2) .4210(3) .0834(12) Uani d . 1 . C H7 .6910(4) .3316(2) .4134(3) .100 Uiso calc R 1 . H C8 .6369(4) .2238(3) .3633(3) .0918(14) Uani d . 1 . C H8 .6907(4) .2234(3) .3175(3) .110 Uiso calc R 1 . H C9 .5566(3) .1602(2) .3730(2) .0686(10) Uani d . 1 . C H9 .5551(3) .1176(2) .3331(2) .082 Uiso calc R 1 . H C10 .2474(3) -.0685(2) .1270(2) .0490(7) Uani d . 1 . C H10A .1715(3) -.1044(2) .1221(2) .059 Uiso calc R 1 . H H10B .3127(3) -.0911(2) .0931(2) .059 Uiso calc R 1 . H C11 .1961(3) .0075(2) .0802(2) .0496(7) Uani d . 1 . C H11A .1440(3) -.0036(2) .0179(2) .060 Uiso calc R 1 . H H11B .1351(3) .0317(2) .1163(2) .060 Uiso calc R 1 . H C12 .3362(3) .1220(2) .1308(2) .0440(7) Uani d . 1 . C C13 .4424(3) .1773(2) .1111(2) .0427(6) Uani d . 1 . C C14 .4415(4) .2520(2) .1455(3) .0753(11) Uani d . 1 . C H14 .3752(4) .2664(2) .1792(3) .090 Uiso calc R 1 . H C15 .5377(4) .3058(2) .1305(3) .0827(12) Uani d . 1 . C H15 .5356(4) .3560(2) .1543(3) .099 Uiso calc R 1 . H C16 .6351(3) .2861(2) .0815(2) .0601(8) Uani d . 1 . C H16 .6994(3) .3225(2) .0710(2) .072 Uiso calc R 1 . H C17 .6373(3) .2118(2) .0476(2) .0697(10) Uani d . 1 . C H17 .7044(3) .1977(2) .0144(2) .084 Uiso calc R 1 . H C18 .5416(3) .1573(2) .0621(2) .0613(9) Uani d . 1 . C H18 .5445(3) .1070(2) .0384(2) .074 Uiso calc R 1 . H C19 .3949(3) -.1292(2) .2579(2) .0499(7) Uani d . 1 . C H19A .3425(3) -.1755(2) .2364(2) .060 Uiso calc R 1 . H H19B .4142(3) -.1301(2) .3261(2) .060 Uiso calc R 1 . H C20 .5281(3) -.1325(2) .2235(2) .0554(8) Uani d . 1 . C H20A .5715(3) -.1822(2) .2413(2) .067 Uiso calc R 1 . H H20B .5095(3) -.1295(2) .1553(2) .067 Uiso calc R 1 . H C21 .6907(3) -.0290(2) .2082(2) .0455(7) Uani d . 1 . C C22 .7934(3) .0278(2) .2572(2) .0463(7) Uani d . 1 . C C23 .8325(4) .0326(2) .3535(2) .0682(10) Uani d . 1 . C H23 .7916(4) .0005(2) .3919(2) .082 Uiso calc R 1 . H C24 .9322(4) .0848(2) .3937(3) .0882(12) Uani d . 1 . C H24 .9585(4) .0870(2) .4589(3) .106 Uiso calc R 1 . H C25 .9926(4) .1331(2) .3387(3) .0796(11) Uani d . 1 . C H25 1.0580(4) .1690(2) .3663(3) .096 Uiso calc R 1 . H C26 .9567(4) .1284(2) .2441(3) .0758(10) Uani d . 1 . C H26 .9988(4) .1604(2) .2063(3) .091 Uiso calc R 1 . H C27 .8584(3) .0765(2) .2033(2) .0636(9) Uani d . 1 . C H27 .8348(3) .0740(2) .1380(2) .076 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 O1 .087(2) .0652(14) .0333(10) -.0064(12) .0224(10) -.0002(10) O2 .0655(13) .0624(13) .0431(11) -.0045(11) .0262(10) -.0023(9) O3 .102(2) .078(2) .0374(11) -.0126(14) .0250(12) -.0080(11) N1 .067(2) .0511(15) .0322(12) -.0116(13) .0191(11) -.0019(10) N2 .0534(15) .0511(14) .0357(12) -.0028(12) .0135(11) .0016(11) N3 .0507(14) .060(2) .0365(12) -.0045(13) .0107(11) -.0057(11) N4 .0468(13) .0382(12) .0364(11) -.0055(11) .0119(10) -.0033(10) C1 .048(2) .047(2) .049(2) -.0098(14) .0162(14) .0004(13) C2 .064(2) .048(2) .0405(15) -.0049(15) .0212(14) .0020(13) C3 .048(2) .048(2) .0341(14) .0077(13) .0108(12) -.0014(12) C4 .045(2) .052(2) .0347(14) .0014(14) .0067(12) -.0027(13) C5 .056(2) .053(2) .050(2) .000(2) .0088(15) -.0042(14) C6 .071(2) .061(2) .073(2) -.014(2) .002(2) -.011(2) C7 .082(3) .087(3) .075(3) -.040(2) -.001(2) .005(2) C8 .085(3) .126(4) .072(2) -.048(3) .033(2) -.015(2) C9 .071(2) .082(2) .059(2) -.022(2) .028(2) -.016(2) C10 .058(2) .046(2) .043(2) -.0121(15) .0091(13) -.0077(13) C11 .050(2) .061(2) .0362(15) -.008(2) .0034(13) .0005(14) C12 .049(2) .048(2) .0362(14) .0041(14) .0103(13) .0054(13) C13 .051(2) .044(2) .0347(14) .0050(14) .0119(12) .0038(12) C14 .086(3) .051(2) .105(3) -.002(2) .061(2) -.013(2) C15 .097(3) .046(2) .124(3) -.004(2) .067(3) -.013(2) C16 .063(2) .052(2) .071(2) -.008(2) .027(2) -.001(2) C17 .066(2) .072(2) .080(2) -.012(2) .038(2) -.022(2) C18 .061(2) .055(2) .074(2) -.007(2) .028(2) -.018(2) C19 .058(2) .039(2) .054(2) -.0043(14) .0138(15) .0012(14) C20 .060(2) .052(2) .056(2) .000(2) .013(2) -.0073(15) C21 .052(2) .050(2) .0368(15) .0096(14) .0145(13) -.0028(13) C22 .048(2) .049(2) .045(2) .0080(14) .0174(14) .0004(13) C23 .082(2) .073(2) .048(2) -.021(2) .009(2) .003(2) C24 .101(3) .094(3) .063(2) -.033(3) -.002(2) -.004(2) C25 .073(3) .070(3) .095(3) -.020(2) .015(2) -.005(2) C26 .080(3) .065(2) .091(3) -.011(2) .038(2) .001(2) C27 .072(2) .070(2) .056(2) .000(2) .030(2) .001(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 O1 C3 . 1.231(3) y O2 C12 . 1.239(3) y O3 C21 . 1.228(3) y N1 C3 . 1.331(3) y N1 C2 . 1.444(3) y N2 C12 . 1.339(3) y N2 C11 . 1.443(3) y N3 C21 . 1.333(3) y N3 C20 . 1.444(4) y N4 C19 . 1.458(3) y N4 C1 . 1.465(3) y N4 C10 . 1.467(3) y C1 C2 . 1.517(4) y C3 C4 . 1.489(4) y C4 C9 . 1.377(4) y C4 C5 . 1.382(4) n C5 C6 . 1.367(4) n C6 C7 . 1.371(5) n C7 C8 . 1.383(5) n C8 C9 . 1.378(5) n C10 C11 . 1.513(4) y C12 C13 . 1.492(4) y C13 C18 . 1.370(4) n C13 C14 . 1.374(4) n C14 C15 . 1.380(4) n C15 C16 . 1.353(4) n C16 C17 . 1.367(4) n C17 C18 . 1.383(4) n C19 C20 . 1.510(4) y C21 C22 . 1.492(4) y C22 C23 . 1.376(4) n C22 C27 . 1.388(4) n C23 C24 . 1.382(5) n C24 C25 . 1.368(5) n C25 C26 . 1.350(5) n C26 C27 . 1.373(5) n