#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012139.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_2012139 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 949 _journal_page_last 951 _publ_section_title ; N,N'-Bis[tris(hydroxymethyl)methyl]ethanediamide: six O-H...O hydrogen bonds generate only a two-dimensional structure ; loop_ _publ_author_name 'Ross, Jennifer N.' 'Low, John N.' 'Fernandes, Christiane' 'Wardell, James L.' 'Glidewell, Christopher' _chemical_formula_moiety 'C10 H20 N2 O8' _chemical_formula_sum 'C10 H20 N2 O8' _chemical_formula_weight 296.28 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 21.4097(3) _cell_length_b 6.1559(6) _cell_length_c 10.0605(13) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1325.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.484 _diffrn_ambient_temperature 150(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_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 C11 .35599(14) .3989(5) .2429(4) .0200(7) Uani d P .94 A -1 C O11 .37908(11) .2156(3) .2587(4) .0296(7) Uani d P .94 A -1 O N11 .29955(12) .4639(4) .2785(3) .0207(6) Uani d P .94 A -1 N C12 .24894(13) .3321(4) .3355(4) .0180(6) Uani d P .94 A -1 C C13 .22009(14) .1975(5) .2239(4) .0215(8) Uani d P .94 A -1 C O13 .16741(10) .0787(3) .2706(3) .0265(6) Uani d P .94 A -1 O C14 .20187(15) .4947(5) .3908(4) .0228(7) Uani d P .94 A -1 C O14 .18617(9) .6547(3) .2946(3) .0255(6) Uani d P .94 A -1 O C15 .27109(15) .1848(5) .4504(4) .0247(8) Uani d P .94 A -1 C O15 .29531(11) -.0194(4) .4106(3) .0287(6) Uani d P .94 A -1 O C21 .39443(13) .5817(4) .1789(4) .0202(7) Uani d P .94 A -1 C O21 .37160(10) .7631(3) .1637(4) .0262(6) Uani d P .94 A -1 O N21 .45178(12) .5185(4) .1451(3) .0202(6) Uani d P .94 A -1 N C22 .50150(13) .6557(4) .0900(4) .0195(7) Uani d P .94 A -1 C C23 .53100(15) .7838(5) .2040(4) .0211(8) Uani d P .94 A -1 C O23 .58211(9) .9099(3) .1575(3) .0257(5) Uani d P .94 A -1 O C24 .54960(15) .4980(5) .0314(4) .0224(7) Uani d P .94 A -1 C O24 .56664(9) .3349(3) .1241(3) .0252(6) Uani d P .94 A -1 O C25 .47878(15) .8090(5) -.0215(4) .0236(7) Uani d P .94 A -1 C O25 .45581(11) 1.0118(3) .0231(3) .0268(6) Uani d P .94 A -1 O C11B .3544(10) 1.0900(4) .247(2) .040 Uiso d PRD .06 A -2 C O11B .3772(12) 1.2689(9) .2611(15) .040 Uiso d PRD .06 A -2 O N11B .2994(9) 1.0298(4) .279(2) .040 Uiso d PRD .06 A -2 N C12B .2505(12) 1.165(4) .338(4) .040 Uiso d PD .06 A -2 C C13B .221(2) 1.300(8) .227(4) .040 Uiso d PD .06 A -2 C O13B .1675(16) 1.413(6) .272(7) .040 Uiso d PD .06 A -2 O C14B .204(3) .997(7) .392(5) .040 Uiso d PD .06 A -2 C O14B .1869(18) .844(6) .294(6) .040 Uiso d PD .06 A -2 O C15B .273(3) 1.312(6) .451(5) .040 Uiso d PD .06 A -2 C O15B .294(2) 1.516(5) .405(5) .040 Uiso d PD .06 A -2 O C21B .3933(19) .910(6) .182(6) .040 Uiso d PD .06 A -2 C O21B .3710 .7295 .1602 .040 Uiso d PD .06 A -2 O N21B .4517(19) .963(7) .153(6) .040 Uiso d PD .06 A -2 N C22B .5022(15) .841(4) .090(5) .040 Uiso d PD .06 A -2 C C23B .530(2) .709(8) .203(5) .040 Uiso d PD .06 A -2 C O23B .5832(17) .589(6) .161(7) .040 Uiso d PD .06 A -2 O C24B .549(3) 1.002(7) .032(5) .040 Uiso d PD .06 A -2 C O24B .5676(17) 1.165(6) .123(6) .040 Uiso d PD .06 A -2 O C25B .478(3) .698(7) -.021(5) .040 Uiso d PD .06 A -2 C O25B .453(2) .498(5) .022(6) .040 Uiso d PD .06 A -2 O H11 .2913 .6026 .2667 .025 Uiso calc PR .94 A -1 H H13A .2071 .2949 .1506 .026 Uiso calc PR .94 A -1 H H13B .2517 .0953 .1885 .026 Uiso calc PR .94 A -1 H H13 .1789 -.0454 .2953 .040 Uiso calc PR .94 A -1 H H14A .1636 .4168 .4186 .027 Uiso calc PR .94 A -1 H H14B .2198 .5665 .4702 .027 Uiso calc PR .94 A -1 H H14 .1546 .6139 .2517 .038 Uiso calc PR .94 A -1 H H15A .3037 .2628 .5011 .030 Uiso calc PR .94 A -1 H H15B .2355 .1596 .5112 .030 Uiso calc PR .94 A -1 H H15 .3272 -.0003 .3632 .043 Uiso calc PR .94 A -1 H H21 .4608 .3804 .1570 .024 Uiso calc PR .94 A -1 H H23A .4993 .8807 .2442 .025 Uiso calc PR .94 A -1 H H23B .5457 .6820 .2735 .025 Uiso calc PR .94 A -1 H H23 .5700 1.0373 .1421 .039 Uiso calc PR .94 A -1 H H24A .5319 .4286 -.0490 .027 Uiso calc PR .94 A -1 H H24B .5873 .5799 .0045 .027 Uiso calc PR .94 A -1 H H24 .5980 .3761 .1673 .038 Uiso calc PR .94 A -1 H H25A .5139 .8354 -.0835 .028 Uiso calc PR .94 A -1 H H25B .4453 .7347 -.0720 .028 Uiso calc PR .94 A -1 H H25 .4246 .9918 .0722 .040 Uiso calc PR .94 A -1 H H11B .2898 .8932 .2631 .048 Uiso calc PR .06 A -2 H H13C .2523 1.4052 .1931 .060 Uiso calc PR .06 A -2 H H13D .2093 1.2026 .1528 .060 Uiso calc PR .06 A -2 H H13E .1521 1.4847 .2094 .060 Uiso calc PR .06 A -2 H H14C .2234 .9203 .4683 .060 Uiso calc PR .06 A -2 H H14D .1664 1.0729 .4249 .060 Uiso calc PR .06 A -2 H H14E .1860 .7197 .3279 .060 Uiso calc PR .06 A -2 H H15C .2387 1.3353 .5152 .060 Uiso calc PR .06 A -2 H H15D .3077 1.2387 .4992 .060 Uiso calc PR .06 A -2 H H15E .2653 1.5791 .3644 .060 Uiso calc PR .06 A -2 H H21B .4619 1.0961 .1752 .048 Uiso calc PR .06 A -2 H H23C .5427 .8086 .2757 .060 Uiso calc PR .06 A -2 H H23D .4985 .6082 .2381 .060 Uiso calc PR .06 A -2 H H23E .5972 .5166 .2253 .060 Uiso calc PR .06 A -2 H H24C .5864 .9208 .0025 .048 Uiso calc PR .06 A -2 H H24D .5302 1.0715 -.0470 .048 Uiso calc PR .06 A -2 H H24E .5637 1.2878 .0867 .060 Uiso calc PR .06 A -2 H H25C .4451 .7782 -.0704 .060 Uiso calc PR .06 A -2 H H25D .5124 .6688 -.0843 .060 Uiso calc PR .06 A -2 H H25E .4357 .5146 .0965 .060 Uiso calc PR .06 A -2 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 C11 .0166(14) .0219(15) .0216(16) -.0028(11) -.0007(13) -.0012(14) O11 .0239(13) .0199(10) .0449(19) .0008(9) .0048(15) .0029(13) N11 .0150(12) .0206(12) .0265(16) -.0015(9) .0011(11) .0038(13) C12 .0141(14) .0206(15) .0193(17) -.0016(11) -.0001(12) .0009(14) C13 .0216(17) .0214(14) .0213(19) -.0010(14) -.0009(15) .0023(15) O13 .0191(10) .0193(10) .0412(15) -.0028(8) -.0055(11) .0029(12) C14 .0190(15) .0237(16) .0256(19) -.0022(12) .0030(14) .0029(14) O14 .0190(11) .0195(10) .0380(16) -.0002(8) -.0058(11) .0016(11) C15 .0229(17) .0286(18) .023(2) -.0012(14) -.0033(15) .0051(17) O15 .0241(12) .0253(12) .0367(16) .0020(9) .0025(12) .0091(12) C21 .0172(14) .0218(15) .0216(17) -.0019(11) -.0032(13) -.0015(13) O21 .0203(12) .0226(10) .0356(17) .0014(8) .0106(14) .0050(11) N21 .0169(11) .0204(11) .0233(15) -.0013(9) .0032(12) .0019(12) C22 .0142(14) .0207(15) .024(2) -.0010(12) .0026(13) .0030(15) C23 .0180(16) .0197(15) .026(2) -.0012(14) -.0006(15) -.0008(15) O23 .0200(10) .0183(9) .0389(15) -.0044(8) -.0052(11) .0052(12) C24 .0200(15) .0239(15) .0232(19) .0010(12) .0007(14) -.0004(14) O24 .0186(11) .0188(10) .0381(15) -.0003(8) -.0053(10) .0012(11) C25 .0208(16) .0262(16) .0239(19) .0000(14) .0009(15) .0025(17) O25 .0212(12) .0235(11) .0356(16) .0002(8) .0015(11) .0066(11) 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 C11 O11 . 1.242(4) y C11 N11 . 1.323(4) y N11 C12 . 1.470(4) y C11 C21 . 1.535(4) y N11 H11 . .8800 no C12 C13 . 1.526(5) no C12 C14 . 1.526(4) no C12 C15 . 1.544(4) no C13 O13 . 1.424(4) no C13 H13A . .9900 no C13 H13B . .9900 no O13 H13 . .8400 no C14 O14 . 1.421(4) no C14 H14A . .9900 no C14 H14B . .9900 no O14 H14 . .8400 no C15 O15 . 1.417(4) no C15 H15A . .9900 no C15 H15B . .9900 no O15 H15 . .8400 no C21 O21 . 1.229(3) y C21 N21 . 1.332(4) y N21 C22 . 1.467(4) y N21 H21 . .8800 no C22 C23 . 1.529(5) no C22 C24 . 1.533(4) no C22 C25 . 1.544(5) no C23 O23 . 1.421(4) no C23 H23A . .9900 no C23 H23B . .9900 no O23 H23 . .8400 no C24 O24 . 1.418(4) no C24 H24A . .9900 no C24 H24B . .9900 no O24 H24 . .8400 no C25 O25 . 1.415(4) no C25 H25A . .9900 no C25 H25B . .9900 no O25 H25 . .8400 no C11B O11B . 1.213(4) no C11B N11B . 1.275(5) no C11B C21B . 1.53(2) no N11B C12B . 1.468(19) no N11B H11B . .8800 no C12B C13B . 1.528(19) no C12B C14B . 1.530(19) no C12B C15B . 1.530(19) no C13B O13B . 1.42(2) no C13B H13C . .9900 no C13B H13D . .9900 no O13B H13E . .8400 no C14B O14B . 1.41(2) no C14B H14C . .9900 no C14B H14D . .9900 no O14B H14E . .8400 no C15B O15B . 1.41(2) no C15B H15C . .9900 no C15B H15D . .9900 no O15B H15E . .8400 no C21B O21B . 1.23(4) no C21B N21B . 1.33(2) no N21B C22B . 1.46(2) no N21B H21B . .8800 no C22B C25B . 1.52(2) no C22B C24B . 1.52(2) no C22B C23B . 1.524(19) no C23B O23B . 1.42(2) no C23B H23C . .9900 no C23B H23D . .9900 no O23B H23E . .8400 no C24B O24B . 1.42(2) no C24B H24C . .9900 no C24B H24D . .9900 no O24B H24E . .8400 no C25B O25B . 1.41(2) no C25B H25C . .9900 no C25B H25D . .9900 no O25B H25E . .8400 no