#------------------------------------------------------------------------------ #$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $ #$Revision: 201978 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/22/99/2229955.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_2229955 loop_ _publ_author_name 'Ren, Guo-Bin' 'Qi, Ming-Hui' 'Chen, Jin-Yao' 'Meng, Kun-Yan' 'Zhong, Jia-Liang' _publ_section_title ; 1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium formate ; _journal_coeditor_code CV5073 _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1264 _journal_paper_doi 10.1107/S1600536811015534 _journal_volume 67 _journal_year 2011 _chemical_formula_iupac 'C4 H12 N O3 +, C H O2 -' _chemical_formula_moiety 'C4 H12 N O3 +, C H O2 -' _chemical_formula_sum 'C5 H13 N O5' _chemical_formula_weight 167.16 _chemical_name_systematic ; 1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium formate ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _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 6.49800(10) _cell_length_b 11.87400(10) _cell_length_c 20.5897(2) _cell_measurement_reflns_used 3109 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 66.80 _cell_measurement_theta_min 7.46 _cell_volume 1588.64(3) _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 296(2) _diffrn_detector_area_resol_mean 0 _diffrn_measured_fraction_theta_full 0.957 _diffrn_measured_fraction_theta_max 0.957 _diffrn_measurement_device_type 'Bruker APEXII' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0159 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 4402 _diffrn_reflns_theta_full 67.34 _diffrn_reflns_theta_max 67.34 _diffrn_reflns_theta_min 7.46 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.083 _exptl_absorpt_correction_T_max 0.8994 _exptl_absorpt_correction_T_min 0.7887 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2005)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 720 _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.283 _refine_diff_density_min -0.197 _refine_ls_extinction_coef 0.0049(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 2008)' _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 117 _refine_ls_number_reflns 1368 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.093 _refine_ls_R_factor_all 0.0355 _refine_ls_R_factor_gt 0.0343 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0550P)^2^+0.4117P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0933 _refine_ls_wR_factor_ref 0.0949 _reflns_number_gt 1304 _reflns_number_total 1368 _reflns_threshold_expression I>2sigma(I) _cod_data_source_file cv5073.cif _cod_data_source_block I _cod_database_code 2229955 _cod_database_fobs_code 2229955 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_type_symbol _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_symmetry_multiplicity _atom_site_disorder_assembly _atom_site_disorder_group O O1 0.12876(16) 0.52355(9) 0.22191(4) 0.0392(3) Uani d . 1 1 . . H H1A 0.1666 0.5765 0.2445 0.059 Uiso calc R 1 1 . . O O2 0.20496(15) 0.43932(8) 0.02376(4) 0.0340(3) Uani d . 1 1 . . H H2A 0.2808 0.3926 0.0407 0.051 Uiso calc R 1 1 . . O O3 0.06605(15) 0.77248(7) 0.07395(5) 0.0349(3) Uani d . 1 1 . . H H3A -0.0395 0.7945 0.0917 0.052 Uiso calc R 1 1 . . N N1 -0.06449(16) 0.55746(9) 0.10599(5) 0.0254(3) Uani d . 1 1 . . C C1 0.16134(18) 0.58258(10) 0.10896(6) 0.0251(3) Uani d . 1 1 . . C C2 0.2530(2) 0.51726(11) 0.16588(6) 0.0322(3) Uani d . 1 1 . . H H2B 0.2694 0.4389 0.1535 0.039 Uiso calc R 1 1 . . H H2C 0.3883 0.5472 0.1758 0.039 Uiso calc R 1 1 . . C C3 0.2620(2) 0.54863(11) 0.04459(6) 0.0308(3) Uani d . 1 1 . . H H3B 0.2234 0.6026 0.0114 0.037 Uiso calc R 1 1 . . H H3C 0.4103 0.5516 0.0495 0.037 Uiso calc R 1 1 . . C C4 0.1855(2) 0.70956(11) 0.11900(7) 0.0318(3) Uani d . 1 1 . . H H4A 0.1435 0.7288 0.1628 0.038 Uiso calc R 1 1 . . H H4B 0.3293 0.7298 0.1142 0.038 Uiso calc R 1 1 . . O O4 0.23553(18) 0.69672(9) 0.30298(5) 0.0481(3) Uani d . 1 1 . . O O5 0.22296(18) 0.84393(9) 0.36823(5) 0.0454(3) Uani d . 1 1 . . C C5 0.1807(2) 0.79327(12) 0.31701(7) 0.0360(4) Uani d . 1 1 . . H H5A 0.098(3) 0.8304(16) 0.2871(8) 0.051(5) Uiso d . 1 1 . . H H1B -0.120(3) 0.5727(13) 0.0659(9) 0.040(4) Uiso d . 1 1 . . H H1C -0.142(2) 0.6018(15) 0.1363(8) 0.041(4) Uiso d . 1 1 . . H H1D -0.098(3) 0.4814(16) 0.1148(8) 0.044(4) Uiso d . 1 1 . . 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 0.0514(6) 0.0413(6) 0.0248(5) -0.0045(5) -0.0007(4) -0.0006(4) O2 0.0468(6) 0.0275(5) 0.0277(5) 0.0099(4) -0.0082(4) -0.0036(3) O3 0.0403(6) 0.0239(5) 0.0406(6) 0.0002(4) 0.0064(4) 0.0060(4) N1 0.0302(6) 0.0215(5) 0.0244(6) -0.0025(4) -0.0019(4) 0.0015(4) C1 0.0274(6) 0.0227(6) 0.0253(6) -0.0020(5) -0.0008(5) -0.0011(5) C2 0.0378(7) 0.0317(7) 0.0272(7) 0.0042(5) -0.0046(5) -0.0019(5) C3 0.0352(7) 0.0297(7) 0.0276(7) 0.0003(5) 0.0027(5) -0.0001(5) C4 0.0354(7) 0.0239(7) 0.0360(7) -0.0044(5) -0.0009(5) -0.0019(5) O4 0.0633(7) 0.0367(6) 0.0444(6) 0.0148(5) -0.0142(5) -0.0112(4) O5 0.0551(7) 0.0359(6) 0.0451(6) 0.0153(5) -0.0088(5) -0.0116(4) C5 0.0388(8) 0.0327(7) 0.0366(8) 0.0069(6) -0.0024(6) -0.0001(6) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 O1 H1A . . 109.5 ? C3 O2 H2A . . 109.5 ? C4 O3 H3A . . 109.5 ? C1 N1 H1B . . 112.4(11) ? C1 N1 H1C . . 112.2(10) ? H1B N1 H1C . . 105.7(14) ? C1 N1 H1D . . 113.9(10) ? H1B N1 H1D . . 105.7(14) ? H1C N1 H1D . . 106.2(14) ? N1 C1 C2 . . 108.19(10) ? N1 C1 C4 . . 107.59(10) ? C2 C1 C4 . . 110.91(10) ? N1 C1 C3 . . 109.28(10) ? C2 C1 C3 . . 111.35(10) ? C4 C1 C3 . . 109.43(10) ? O1 C2 C1 . . 112.20(10) ? O1 C2 H2B . . 109.2 ? C1 C2 H2B . . 109.2 ? O1 C2 H2C . . 109.2 ? C1 C2 H2C . . 109.2 ? H2B C2 H2C . . 107.9 ? O2 C3 C1 . . 113.05(10) ? O2 C3 H3B . . 109.0 ? C1 C3 H3B . . 109.0 ? O2 C3 H3C . . 109.0 ? C1 C3 H3C . . 109.0 ? H3B C3 H3C . . 107.8 ? O3 C4 C1 . . 111.94(10) ? 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 ? O4 C5 O5 . . 125.67(14) ? O4 C5 H5A . . 116.9(12) ? O5 C5 H5A . . 117.4(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 O1 C2 . 1.4100(16) ? O1 H1A . 0.8200 ? O2 C3 . 1.4163(16) ? O2 H2A . 0.8200 ? O3 C4 . 1.4217(16) ? O3 H3A . 0.8200 ? N1 C1 . 1.4987(15) ? N1 H1B . 0.918(18) ? N1 H1C . 0.960(18) ? N1 H1D . 0.946(18) ? C1 C2 . 1.5265(17) ? C1 C4 . 1.5299(16) ? C1 C3 . 1.5317(17) ? C2 H2B . 0.9700 ? C2 H2C . 0.9700 ? C3 H3B . 0.9700 ? C3 H3C . 0.9700 ? C4 H4A . 0.9700 ? C4 H4B . 0.9700 ? O4 C5 . 1.2348(18) ? O5 C5 . 1.2449(18) ? C5 H5A . 0.928(19) ? 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 H1A O4 . 0.82 1.92 2.7378(14) 175 O2 H2A O3 8_655 0.82 1.87 2.6845(12) 173 O3 H3A O5 6_556 0.82 1.85 2.6659(14) 180 N1 H1B O2 5_565 0.918(18) 1.933(19) 2.8233(14) 163.0(15) N1 H1C O4 6_556 0.960(18) 1.861(18) 2.8171(15) 173.4(15) N1 H1D O5 3_545 0.946(18) 1.857(19) 2.7876(14) 167.2(15) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N1 C1 C2 O1 . . . . -43.81(13) ? C4 C1 C2 O1 . . . . 73.96(13) ? C3 C1 C2 O1 . . . . -163.92(11) ? N1 C1 C3 O2 . . . . -48.09(14) ? C2 C1 C3 O2 . . . . 71.38(14) ? C4 C1 C3 O2 . . . . -165.66(10) ? N1 C1 C4 O3 . . . . -49.91(13) ? C2 C1 C4 O3 . . . . -168.05(10) ? C3 C1 C4 O3 . . . . 68.72(13) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 30656629