#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/08/2200806.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2200806 loop_ _publ_author_name 'Nicholson, Kirsten N.' 'Twamley, Brendan' 'Wood, Scott' _publ_section_title ; [Bis(2-hydroxyethyl)amino]tris(hydroxymethyl)methane (Bis--Tris), an important complexing agent ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1133 _journal_page_last o1135 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C8 H19 N O5' _chemical_formula_moiety 'C8 H19 N O5' _chemical_formula_sum 'C8 H19 N O5' _chemical_formula_weight 209.24 _chemical_name_common Bis-Tris _chemical_name_systematic ; ? ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 12.1298(17) _cell_length_b 9.5303(13) _cell_length_c 17.144(2) _cell_measurement_reflns_used 1001 _cell_measurement_temperature 203(2) _cell_measurement_theta_max 27.9 _cell_measurement_theta_min 2.4 _cell_volume 1981.9(5) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 1997--1998)' _computing_data_reduction 'SAINT-Plus (Bruker, 1999)' _computing_molecular_graphics 'XP in SHELXTL' _computing_publication_material 'XCIF in SHELXTL' _computing_structure_refinement 'XL in SHELXTL' _computing_structure_solution 'XS in SHELXTL (Sheldrick, 1998)' _diffrn_ambient_temperature 203(2) _diffrn_detector_area_resol_mean 8.3 _diffrn_measured_fraction_theta_full .997 _diffrn_measured_fraction_theta_max .997 _diffrn_measurement_device_type 'Siemens SMART 1K' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .033 _diffrn_reflns_av_sigmaI/netI .0198 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 14160 _diffrn_reflns_theta_full 25.0 _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 2.9 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .12 _exptl_absorpt_correction_T_max .987 _exptl_absorpt_correction_T_min .964 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1999)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.403 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 912 _exptl_crystal_size_max .32 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .11 _refine_diff_density_max .24 _refine_diff_density_min -.18 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 147 _refine_ls_number_reflns 1745 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.03 _refine_ls_R_factor_all .043 _refine_ls_R_factor_gt .034 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0399P)^2^+0.7334P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .084 _reflns_number_gt 1476 _reflns_number_total 1745 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ya6068.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'Empirical' changed to 'empirical' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2200806 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' 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 N1 .46638(9) .21083(11) .65075(7) .0200(3) Uani d . 1 . . N O1 .58293(9) .25164(11) .45071(6) .0273(3) Uani d . 1 . . O O2 .66745(9) .04041(11) .59010(7) .0323(3) Uani d . 1 . . O O3 .46313(10) .48513(12) .59555(7) .0355(3) Uani d . 1 . . O O4 .26258(9) -.07991(11) .62309(7) .0305(3) Uani d . 1 . . O O5 .34000(10) .38224(12) .76953(7) .0356(3) Uani d . 1 . . O C1 .55049(11) .25295(14) .59206(8) .0208(3) Uani d . 1 . . C C2 .50554(12) .21767(14) .51044(8) .0226(3) Uani d . 1 . . C H2A .4882 .1173 .5079 .027 Uiso calc R 1 . . H H2B .4371 .2700 .5016 .027 Uiso calc R 1 . . H C3 .66468(12) .18757(15) .60385(9) .0262(3) Uani d . 1 . . C H3A .7170 .2335 .5686 .031 Uiso calc R 1 . . H H3B .6889 .2058 .6574 .031 Uiso calc R 1 . . H C4 .56531(12) .41289(14) .59709(9) .0249(3) Uani d . 1 . . C H4A .6043 .4362 .6454 .030 Uiso calc R 1 . . H H4B .6108 .4446 .5532 .030 Uiso calc R 1 . . H C5 .42278(12) .06642(14) .64419(8) .0213(3) Uani d . 1 . . C H5A .4280 .0206 .6952 .026 Uiso calc R 1 . . H H5B .4689 .0135 .6077 .026 Uiso calc R 1 . . H C6 .30439(12) .06033(15) .61667(9) .0261(3) Uani d . 1 . . C H6A .2592 .1238 .6483 .031 Uiso calc R 1 . . H H6B .3002 .0913 .5622 .031 Uiso calc R 1 . . H C7 .49955(12) .23876(16) .73229(8) .0263(4) Uani d . 1 . . C H7A .5452 .3236 .7339 .032 Uiso calc R 1 . . H H7B .5442 .1603 .7514 .032 Uiso calc R 1 . . H C8 .40143(13) .25798(15) .78508(9) .0288(4) Uani d . 1 . . C H8A .3526 .1767 .7795 .035 Uiso calc R 1 . . H H8B .4270 .2605 .8393 .035 Uiso calc R 1 . . H H5 .3126(16) .378(2) .7262(12) .043(6) Uiso d . 1 . . H H4 .3020(18) -.132(2) .5985(12) .052(6) Uiso d . 1 . . H H1 .5710(16) .334(2) .4361(11) .045(5) Uiso d . 1 . . H H2 .6681(16) .000(2) .6319(13) .052(6) Uiso d . 1 . . H H3 .4167(17) .433(2) .6077(11) .039(6) 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 N1 .0210(6) .0191(6) .0200(6) -.0019(5) .0000(5) -.0010(5) O1 .0353(6) .0212(5) .0254(6) .0043(5) .0094(5) .0029(4) O2 .0321(6) .0276(6) .0371(7) .0089(5) .0037(5) .0041(5) O3 .0314(7) .0196(6) .0556(8) .0025(5) .0140(6) .0083(5) O4 .0257(6) .0201(5) .0457(7) -.0051(4) .0103(5) -.0054(5) O5 .0493(8) .0316(6) .0259(7) .0111(5) .0004(6) -.0042(5) C1 .0205(7) .0194(7) .0223(8) -.0014(6) .0007(6) .0001(5) C2 .0248(8) .0199(7) .0232(8) -.0012(6) .0018(6) .0007(6) C3 .0211(8) .0278(8) .0297(8) .0005(6) .0008(6) .0015(6) C4 .0253(8) .0218(7) .0275(8) -.0020(6) .0018(6) -.0016(6) C5 .0233(8) .0177(7) .0230(7) .0004(6) .0015(6) .0018(5) C6 .0227(8) .0190(7) .0368(9) -.0031(6) .0013(7) .0012(6) C7 .0292(8) .0288(8) .0210(8) -.0021(6) -.0029(6) -.0010(6) C8 .0370(9) .0274(8) .0220(8) .0028(7) .0010(7) -.0007(6) 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 C5 . 1.4787(17) ? N1 C7 . 1.4788(18) ? N1 C1 . 1.4881(18) ? O1 C2 . 1.4264(18) ? O1 H1 . .84(2) ? O2 C3 . 1.4225(18) ? O2 H2 . .81(2) ? O3 C4 . 1.4179(19) ? O3 H3 . .78(2) ? O4 C6 . 1.4338(17) ? O4 H4 . .81(2) ? O5 C8 . 1.4243(18) ? O5 H5 . .82(2) ? C1 C3 . 1.5322(19) ? C1 C4 . 1.5373(19) ? C1 C2 . 1.539(2) ? C2 H2A . .9800 ? C2 H2B . .9800 ? C3 H3A . .9800 ? C3 H3B . .9800 ? C4 H4A . .9800 ? C4 H4B . .9800 ? C5 C6 . 1.513(2) ? C5 H5A . .9800 ? C5 H5B . .9800 ? C6 H6A . .9800 ? C6 H6B . .9800 ? C7 C8 . 1.506(2) ? C7 H7A . .9800 ? C7 H7B . .9800 ? C8 H8A . .9800 ? C8 H8B . .9800 ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C5 N1 C7 109.67(11) C5 N1 C1 116.41(11) C7 N1 C1 113.84(11) C2 O1 H1 108.3(13) C3 O2 H2 108.8(15) C4 O3 H3 108.4(14) C6 O4 H4 108.7(15) C8 O5 H5 110.2(14) N1 C1 C3 114.89(11) N1 C1 C4 108.04(11) C3 C1 C4 106.86(11) N1 C1 C2 108.24(11) C3 C1 C2 110.57(11) C4 C1 C2 108.00(11) O1 C2 C1 111.72(12) O1 C2 H2A 109.3 C1 C2 H2A 109.3 O1 C2 H2B 109.3 C1 C2 H2B 109.3 H2A C2 H2B 107.9 O2 C3 C1 113.60(12) O2 C3 H3A 108.8 C1 C3 H3A 108.8 O2 C3 H3B 108.8 C1 C3 H3B 108.8 H3A C3 H3B 107.7 O3 C4 C1 112.22(12) O3 C4 H4A 109.2 C1 C4 H4A 109.2 O3 C4 H4B 109.2 C1 C4 H4B 109.2 H4A C4 H4B 107.9 N1 C5 C6 113.51(11) N1 C5 H5A 108.9 C6 C5 H5A 108.9 N1 C5 H5B 108.9 C6 C5 H5B 108.9 H5A C5 H5B 107.7 O4 C6 C5 110.34(12) O4 C6 H6A 109.6 C5 C6 H6A 109.6 O4 C6 H6B 109.6 C5 C6 H6B 109.6 H6A C6 H6B 108.1 N1 C7 C8 112.02(12) N1 C7 H7A 109.2 C8 C7 H7A 109.2 N1 C7 H7B 109.2 C8 C7 H7B 109.2 H7A C7 H7B 107.9 O5 C8 C7 113.71(13) O5 C8 H8A 108.8 C7 C8 H8A 108.8 O5 C8 H8B 108.8 C7 C8 H8B 108.8 H8A C8 H8B 107.7 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O1 H1 O3 5_666 .84(2) 1.86(2) 2.6897(16) 177(2) O2 H2 O5 3_646 .81(2) 2.03(2) 2.8410(17) 174(2) O3 H3 N1 . .78(2) 2.321(19) 2.7804(16) 118.6(17) O3 H3 O4 8_665 .78(2) 2.19(2) 2.8466(17) 141.6(18) O4 H4 O1 5_656 .81(2) 1.99(2) 2.7913(16) 171(2) O5 H5 O4 8_665 .82(2) 2.03(2) 2.8251(17) 165.6(19) C4 H4B O1 . .98 2.57 2.9505(18) 103.3 C5 H5B O2 . .98 2.44 3.1192(18) 126.1 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C5 N1 C1 C3 -73.38(15) C7 N1 C1 C3 55.70(15) C5 N1 C1 C4 167.44(11) C7 N1 C1 C4 -63.47(14) C5 N1 C1 C2 50.73(14) C7 N1 C1 C2 179.81(11) N1 C1 C2 O1 -178.45(10) C3 C1 C2 O1 -51.79(15) C4 C1 C2 O1 64.81(15) N1 C1 C3 O2 68.38(16) C4 C1 C3 O2 -171.79(12) C2 C1 C3 O2 -54.49(15) N1 C1 C4 O3 -49.41(15) C3 C1 C4 O3 -173.55(12) C2 C1 C4 O3 67.47(15) C7 N1 C5 C6 119.55(13) C1 N1 C5 C6 -109.40(14) N1 C5 C6 O4 -171.18(11) C5 N1 C7 C8 -73.36(15) C1 N1 C7 C8 154.22(12) N1 C7 C8 O5 -67.83(16)