#------------------------------------------------------------------------------ #$Date: 2012-06-14 14:36:28 +0300 (Thu, 14 Jun 2012) $ #$Revision: 60362 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/23/48/2234856.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_2234856 loop_ _publ_author_name 'Ng, Seik Weng' _publ_section_title ; (R)-(3-Carboxy-2-hydroxypropyl)trimethylazanium chloride ; _journal_coeditor_code XU5512 _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1416 _journal_volume 68 _journal_year 2012 _chemical_formula_iupac 'C7 H16 N O3 + , Cl-' _chemical_formula_moiety 'C7 H16 N O3, Cl' _chemical_formula_sum 'C7 H16 Cl N O3' _chemical_formula_weight 197.66 _chemical_name_systematic ; (R)-(3-Carboxy-2-hydroxypropyl)trimethylazanium chloride ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _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 4 _cell_length_a 6.3043(3) _cell_length_b 11.5256(7) _cell_length_c 13.4905(8) _cell_measurement_reflns_used 3837 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 27.4879 _cell_measurement_theta_min 2.3195 _cell_volume 980.23(10) _computing_cell_refinement 'CrysAlis PRO (Agilent, 2012)' _computing_data_collection 'CrysAlis PRO (Agilent, 2012)' _computing_data_reduction 'CrysAlis PRO (Agilent, 2012)' _computing_molecular_graphics 'X-SEED (Barbour, 2001)' _computing_publication_material 'publCIF (Westrip, 2010)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 10.4041 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Agilent Technologies SuperNova Dual diffractometer with Atlas detector' _diffrn_measurement_method '\w scan' _diffrn_radiation_monochromator Mirror _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 6682 _diffrn_reflns_theta_full 27.53 _diffrn_reflns_theta_max 27.53 _diffrn_reflns_theta_min 2.32 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.361 _exptl_absorpt_correction_T_max 0.9312 _exptl_absorpt_correction_T_min 0.8689 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrysAlis PRO (Agilent, 2012)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 424 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.277 _refine_diff_density_min -0.189 _refine_ls_abs_structure_details 'Flack (1983), 926 Friedel pairs' _refine_ls_abs_structure_Flack 0.01(5) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 117 _refine_ls_number_reflns 2251 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.091 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0273 _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^)+(0.0381P)^2^+0.1290P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.0719 _reflns_number_gt 2191 _reflns_number_total 2251 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file xu5512.cif _[local]_cod_data_source_block I _cod_database_code 2234856 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' 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 Cl Cl1 0.16829(6) -0.02923(3) 1.11989(3) 0.01599(10) Uani d . 1 1 O O1 0.11377(16) 0.20168(9) 1.01683(8) 0.0153(2) Uani d D 1 1 H H1 0.123(3) 0.1372(11) 1.0468(14) 0.032(6) Uiso d D 1 1 O O2 0.09374(17) 0.09692(9) 0.87751(9) 0.0164(2) Uani d . 1 1 O O3 0.03544(17) 0.23605(10) 0.69856(8) 0.0146(2) Uani d D 1 1 H H3 0.066(4) 0.1658(10) 0.6948(18) 0.047(7) Uiso d D 1 1 N N1 0.38932(18) 0.40990(10) 0.62406(10) 0.0107(2) Uani d . 1 1 C C1 0.1083(2) 0.19013(12) 0.91830(11) 0.0113(3) Uani d . 1 1 C C2 0.1258(2) 0.30406(12) 0.86490(11) 0.0120(3) Uani d . 1 1 H H2A 0.2287 0.3542 0.9001 0.014 Uiso calc R 1 1 H H2B -0.0138 0.3435 0.8659 0.014 Uiso calc R 1 1 C C3 0.1976(2) 0.28843(12) 0.75711(10) 0.0103(3) Uani d . 1 1 H H3A 0.3279 0.2390 0.7552 0.012 Uiso calc R 1 1 C C4 0.2485(2) 0.40787(13) 0.71538(11) 0.0109(3) Uani d . 1 1 H H4A 0.1132 0.4470 0.6989 0.013 Uiso calc R 1 1 H H4B 0.3182 0.4540 0.7680 0.013 Uiso calc R 1 1 C C5 0.6024(2) 0.35642(13) 0.64467(12) 0.0151(3) Uani d . 1 1 H H5A 0.6887 0.3582 0.5843 0.023 Uiso calc R 1 1 H H5B 0.5834 0.2758 0.6661 0.023 Uiso calc R 1 1 H H5C 0.6741 0.4003 0.6971 0.023 Uiso calc R 1 1 C C6 0.2902(3) 0.35091(15) 0.53684(11) 0.0198(4) Uani d . 1 1 H H6A 0.3867 0.3552 0.4800 0.030 Uiso calc R 1 1 H H6B 0.1563 0.3895 0.5203 0.030 Uiso calc R 1 1 H H6C 0.2628 0.2694 0.5531 0.030 Uiso calc R 1 1 C C7 0.4241(3) 0.53502(13) 0.59814(12) 0.0187(3) Uani d . 1 1 H H7A 0.5126 0.5402 0.5386 0.028 Uiso calc R 1 1 H H7B 0.4954 0.5742 0.6533 0.028 Uiso calc R 1 1 H H7C 0.2871 0.5723 0.5856 0.028 Uiso calc R 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 Cl1 0.02265(18) 0.01262(16) 0.01271(18) 0.00108(14) 0.00145(14) 0.00228(14) O1 0.0237(6) 0.0118(5) 0.0104(5) 0.0005(5) 0.0008(4) 0.0021(4) O2 0.0218(5) 0.0124(5) 0.0150(5) -0.0037(4) -0.0005(5) -0.0013(4) O3 0.0161(5) 0.0142(5) 0.0135(6) -0.0021(5) -0.0049(4) -0.0009(4) N1 0.0103(6) 0.0117(5) 0.0102(6) 0.0002(5) 0.0010(5) 0.0014(5) C1 0.0073(6) 0.0149(7) 0.0118(7) 0.0007(6) 0.0006(5) 0.0008(6) C2 0.0126(7) 0.0121(6) 0.0112(7) 0.0013(6) 0.0002(5) 0.0003(5) C3 0.0095(6) 0.0109(6) 0.0106(7) 0.0008(5) -0.0011(5) 0.0004(6) C4 0.0114(6) 0.0115(6) 0.0099(7) 0.0010(6) 0.0024(5) 0.0004(6) C5 0.0118(7) 0.0180(7) 0.0155(8) 0.0044(6) 0.0011(6) 0.0008(6) C6 0.0210(8) 0.0305(9) 0.0081(8) -0.0080(7) -0.0022(6) -0.0002(6) C7 0.0167(7) 0.0134(7) 0.0260(9) -0.0003(7) 0.0062(6) 0.0078(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 C1 O1 H1 112.9(14) C3 O3 H3 106.3(18) C6 N1 C7 108.35(12) C6 N1 C5 109.41(12) C7 N1 C5 107.84(12) C6 N1 C4 112.76(11) C7 N1 C4 106.82(11) C5 N1 C4 111.47(11) O2 C1 O1 122.86(14) O2 C1 C2 124.29(14) O1 C1 C2 112.83(12) C1 C2 C3 111.95(11) C1 C2 H2A 109.2 C3 C2 H2A 109.2 C1 C2 H2B 109.2 C3 C2 H2B 109.2 H2A C2 H2B 107.9 O3 C3 C4 109.21(11) O3 C3 C2 111.29(11) C4 C3 C2 107.87(11) O3 C3 H3A 109.5 C4 C3 H3A 109.5 C2 C3 H3A 109.5 N1 C4 C3 115.93(12) N1 C4 H4A 108.3 C3 C4 H4A 108.3 N1 C4 H4B 108.3 C3 C4 H4B 108.3 H4A C4 H4B 107.4 N1 C5 H5A 109.5 N1 C5 H5B 109.5 H5A C5 H5B 109.5 N1 C5 H5C 109.5 H5A C5 H5C 109.5 H5B C5 H5C 109.5 N1 C6 H6A 109.5 N1 C6 H6B 109.5 H6A C6 H6B 109.5 N1 C6 H6C 109.5 H6A C6 H6C 109.5 H6B C6 H6C 109.5 N1 C7 H7A 109.5 N1 C7 H7B 109.5 H7A C7 H7B 109.5 N1 C7 H7C 109.5 H7A C7 H7C 109.5 H7B C7 H7C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C1 1.3363(18) O1 H1 0.848(9) O2 C1 1.2105(18) O3 C3 1.4262(18) O3 H3 0.833(9) N1 C6 1.4956(19) N1 C7 1.5000(19) N1 C5 1.5042(18) N1 C4 1.5188(18) C1 C2 1.5018(19) C2 C3 1.534(2) C2 H2A 0.9900 C2 H2B 0.9900 C3 C4 1.521(2) C3 H3A 1.0000 C4 H4A 0.9900 C4 H4B 0.9900 C5 H5A 0.9800 C5 H5B 0.9800 C5 H5C 0.9800 C6 H6A 0.9800 C6 H6B 0.9800 C6 H6C 0.9800 C7 H7A 0.9800 C7 H7B 0.9800 C7 H7C 0.9800 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 Cl1 . 0.850(10) 2.180(10) 3.0220(10) 176(2) O3 H3 Cl1 2_554 0.830(10) 2.51(2) 3.2090(10) 142(2) 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 O2 C1 C2 C3 -19.23(19) O1 C1 C2 C3 159.77(12) C1 C2 C3 O3 70.19(14) C1 C2 C3 C4 -170.02(12) C6 N1 C4 C3 62.93(16) C7 N1 C4 C3 -178.16(13) C5 N1 C4 C3 -60.59(16) O3 C3 C4 N1 -78.63(15) C2 C3 C4 N1 160.28(11)