#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/22/2202200.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_2202200 loop_ _publ_author_name 'K. Rajagopal' 'R. V. Krishnakumar' 'M. Subha Nandhini' 'A. Mostad' 'S. Natarajan' _publ_section_title ; \b-Alaninium trichloroacetate at 105K ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o206 _journal_page_last o208 _journal_paper_doi 10.1107/S1600536803001107 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac 'C3 H8 N O2 1+, C2 Cl3 O2 1-' _chemical_formula_moiety 'C3 H8 N O2 1+, C2 Cl3 O2 1-' _chemical_formula_sum 'C5 H8 Cl3 N O4' _chemical_formula_weight 252.47 _chemical_name_common '\b-alaninium trichloroacetate' _chemical_name_systematic ; \b-alaninium trichloroacetate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _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 95.75(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.8049(14) _cell_length_b 21.100(4) _cell_length_c 6.8968(14) _cell_measurement_reflns_used 1024 _cell_measurement_temperature 105(2) _cell_measurement_theta_max 28 _cell_measurement_theta_min 3 _cell_volume 985.3(3) _computing_cell_refinement SMART-NT _computing_data_collection 'SMART-NT (Bruker, 1999)' _computing_data_reduction 'SAINT-NT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1999)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _diffrn_ambient_temperature 105(2) _diffrn_detector_area_resol_mean 8 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'Bruker SMART' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0176 _diffrn_reflns_av_sigmaI/netI 0.0131 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 12338 _diffrn_reflns_theta_full 28.33 _diffrn_reflns_theta_max 28.33 _diffrn_reflns_theta_min 3.12 _diffrn_standards_decay_% <1 _diffrn_standards_interval_count 100 _diffrn_standards_number 1024 _exptl_absorpt_coefficient_mu 0.912 _exptl_absorpt_correction_T_max 0.761 _exptl_absorpt_correction_T_min 0.694 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 1998)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_meas 1.69 _exptl_crystal_density_method 'floatation in a mixture of xylene and bromoform' _exptl_crystal_description plate _exptl_crystal_F_000 512 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _refine_diff_density_max 1.745 _refine_diff_density_min -1.394 _refine_ls_extinction_coef 0.0067(14) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 119 _refine_ls_number_reflns 2442 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.046 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0455 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.031P)^2^+2.3578P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1027 _refine_ls_wR_factor_ref 0.1035 _reflns_number_gt 2350 _reflns_number_total 2442 _reflns_threshold_expression I>2\s(I) _cod_data_source_file wn6133.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2202200 _cod_database_fobs_code 2202200 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' 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 Cl1 0.15023(8) 0.16912(3) 0.29334(9) 0.02548(15) Uani d . 1 . . Cl Cl2 0.48640(12) 0.19390(3) 0.56369(12) 0.0474(2) Uani d . 1 . . Cl Cl3 0.50623(14) 0.21729(3) 0.15200(16) 0.0590(3) Uani d . 1 . . Cl O1 0.2626(2) 0.04083(8) 0.6603(3) 0.0228(3) Uani d . 1 . . O H1 0.3001 0.0044 0.6445 0.034 Uiso calc R 1 . . H O2 0.0002(3) -0.00889(8) 0.7582(3) 0.0297(4) Uani d . 1 . . O O3 0.6033(2) 0.07340(8) 0.4162(2) 0.0236(3) Uani d . 1 . . O O4 0.4179(2) 0.07398(8) 0.1273(2) 0.0218(3) Uani d . 1 . . O N1 -0.3247(3) 0.06472(9) 0.8289(3) 0.0183(4) Uani d . 1 . . N H1A -0.4147 0.0665 0.9140 0.027 Uiso calc R 1 . . H H1B -0.2829 0.0250 0.8197 0.027 Uiso calc R 1 . . H H1C -0.3783 0.0778 0.7128 0.027 Uiso calc R 1 . . H C1 -0.1540(3) 0.10643(10) 0.8966(3) 0.0190(4) Uani d . 1 . . C H1D -0.0978 0.0926 1.0244 0.023 Uiso calc R 1 . . H H1E -0.2005 0.1496 0.9086 0.023 Uiso calc R 1 . . H C2 0.0051(3) 0.10514(10) 0.7568(3) 0.0204(4) Uani d . 1 . . C H2A -0.0497 0.1216 0.6315 0.024 Uiso calc R 1 . . H H2B 0.1121 0.1330 0.8061 0.024 Uiso calc R 1 . . H C3 0.0876(3) 0.03971(10) 0.7278(3) 0.0180(4) Uani d . 1 . . C C4 0.4108(3) 0.16624(10) 0.3246(3) 0.0219(4) Uani d . 1 . . C C5 0.4842(3) 0.09696(10) 0.2860(3) 0.0177(4) Uani d . 1 . . C 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 0.0223(3) 0.0249(3) 0.0288(3) 0.0054(2) 0.0004(2) -0.0014(2) Cl2 0.0459(4) 0.0352(4) 0.0552(4) 0.0152(3) -0.0237(3) -0.0292(3) Cl3 0.0700(6) 0.0211(3) 0.0958(7) 0.0015(3) 0.0566(5) 0.0146(4) O1 0.0152(7) 0.0206(7) 0.0332(9) 0.0007(6) 0.0059(6) -0.0056(6) O2 0.0298(9) 0.0155(8) 0.0465(11) 0.0005(6) 0.0175(8) 0.0012(7) O3 0.0240(8) 0.0240(8) 0.0229(8) 0.0067(6) 0.0033(6) -0.0041(6) O4 0.0252(8) 0.0204(7) 0.0204(7) -0.0020(6) 0.0060(6) -0.0029(6) N1 0.0156(8) 0.0193(8) 0.0204(8) -0.0018(6) 0.0039(6) -0.0016(7) C1 0.0160(9) 0.0182(9) 0.0224(10) -0.0005(7) 0.0008(8) -0.0039(8) C2 0.0155(9) 0.0153(9) 0.0309(11) 0.0004(7) 0.0054(8) 0.0007(8) C3 0.0156(9) 0.0179(9) 0.0203(10) 0.0009(7) 0.0010(7) -0.0001(8) C4 0.0218(10) 0.0158(10) 0.0285(11) -0.0022(8) 0.0038(8) -0.0026(8) C5 0.0168(9) 0.0151(9) 0.0222(10) -0.0013(7) 0.0076(7) -0.0013(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 _geom_angle_publ_flag C3 O1 H1 109.5 ? C1 N1 H1A 109.5 ? C1 N1 H1B 109.5 ? H1A N1 H1B 109.5 ? C1 N1 H1C 109.5 ? H1A N1 H1C 109.5 ? H1B N1 H1C 109.5 ? N1 C1 C2 111.84(17) ? N1 C1 H1D 109.2 ? C2 C1 H1D 109.2 ? N1 C1 H1E 109.2 ? C2 C1 H1E 109.2 ? H1D C1 H1E 107.9 ? C3 C2 C1 113.44(18) ? C3 C2 H2A 108.9 ? C1 C2 H2A 108.9 ? C3 C2 H2B 108.9 ? C1 C2 H2B 108.9 ? H2A C2 H2B 107.7 ? O2 C3 O1 123.4(2) yes O2 C3 C2 123.63(19) yes O1 C3 C2 112.95(18) yes C5 C4 Cl1 110.05(15) ? C5 C4 Cl2 113.23(16) ? Cl1 C4 Cl2 107.24(13) ? C5 C4 Cl3 107.79(15) ? Cl1 C4 Cl3 109.11(13) ? Cl2 C4 Cl3 109.36(12) ? O4 C5 O3 129.1(2) yes O4 C5 C4 114.73(19) yes O3 C5 C4 116.15(19) yes 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 Cl1 C4 . 1.765(2) yes Cl2 C4 . 1.776(2) yes Cl3 C4 . 1.776(2) yes O1 C3 . 1.321(3) yes O1 H1 . 0.8200 ? O2 C3 . 1.214(3) yes O3 C5 . 1.251(3) yes O4 C5 . 1.240(3) yes N1 C1 . 1.494(3) ? N1 H1A . 0.8900 ? N1 H1B . 0.8900 ? N1 H1C . 0.8900 ? C1 C2 . 1.521(3) ? C1 H1D . 0.9700 ? C1 H1E . 0.9700 ? C2 C3 . 1.511(3) ? C2 H2A . 0.9700 ? C2 H2B . 0.9700 ? C4 C5 . 1.576(3) ? 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 3_656 0.82 1.83 2.649(2) 173 N1 H1A O4 1_456 0.89 1.96 2.840(2) 172 N1 H1B O2 . 0.89 2.14 2.785(3) 129 N1 H1B O4 3_556 0.89 2.32 3.016(2) 135 N1 H1C Cl2 1_455 0.89 2.78 3.458(2) 134 N1 H1C O3 1_455 0.89 2.04 2.846(3) 150 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 _geom_torsion_publ_flag N1 C1 C2 C3 -58.9(2) yes C1 C2 C3 O2 22.3(3) yes C1 C2 C3 O1 -159.62(18) yes Cl1 C4 C5 O4 53.3(2) ? Cl2 C4 C5 O4 173.27(16) ? Cl3 C4 C5 O4 -65.6(2) ? Cl1 C4 C5 O3 -128.13(18) ? Cl2 C4 C5 O3 -8.1(2) ? Cl3 C4 C5 O3 112.97(19) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21131937 2 PubChem 139065898