#------------------------------------------------------------------------------ #$Date: 2016-02-19 22:18:51 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176760 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/30/2013052.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_2013052 loop_ _publ_author_name 'Rodrigues, V. H.' 'Paix\~ao, J. A.' 'Costa, M. M. R. R.' 'Matos Beja, A.' _publ_section_title ; Glycinium trifluoroacetate ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o658 _journal_page_last o660 _journal_paper_doi 10.1107/S010827010201778X _journal_volume 58 _journal_year 2002 _chemical_formula_moiety 'C2 H6 N O2 + , C2 F3 O2 -' _chemical_formula_sum 'C4 H6 F3 N O4' _chemical_formula_weight 189.10 _chemical_name_common 'glycine trifluoroacetate' _chemical_name_systematic ; Glycinium trifluoroacetate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90 _cell_angle_beta 106.67(7) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.9598(6) _cell_length_b 12.239(2) _cell_length_c 12.015(8) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.39 _cell_measurement_theta_min 9.59 _cell_volume 698.7(5) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'PLATON (Spek, 2001)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method 'profile data from \w/2\q' _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 0.021 _diffrn_reflns_av_sigmaI/netI 0.014 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 1772 _diffrn_reflns_theta_full 27.48 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 3.33 _diffrn_standards_decay_% 7 _diffrn_standards_interval_time 180 _diffrn_standards_number 25 _exptl_absorpt_coefficient_mu 0.203 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.798 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 384 _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.32 _refine_diff_density_min -0.19 _refine_ls_extinction_coef 0.197(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 154 _refine_ls_number_reflns 1599 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.018 _refine_ls_R_factor_all 0.044 _refine_ls_R_factor_gt 0.030 _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^)+(0.0538P)^2^+0.1642P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.083 _refine_ls_wR_factor_ref 0.092 _reflns_number_gt 1285 _reflns_number_total 1599 _reflns_threshold_expression I>2\s(I) _cod_data_source_file sk1592.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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 'Monoclinic' changed to 'monoclinic' 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 The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2013052 _cod_database_fobs_code 2013052 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 O1 0.5549(2) 0.64019(9) 0.14246(10) 0.0417(3) Uani d . 1 . . O H1 0.660(5) 0.6601(17) 0.100(2) 0.065(6) Uiso d . 1 . . H O2 0.6954(2) 0.47019(8) 0.11800(9) 0.0389(3) Uani d . 1 . . O N 0.3357(3) 0.37703(10) 0.22041(10) 0.0335(3) Uani d . 1 . . N H5 0.278(4) 0.3452(15) 0.1473(19) 0.053(5) Uiso d . 1 . . H H4 0.215(4) 0.3557(14) 0.2604(16) 0.047(5) Uiso d . 1 . . H H6 0.508(5) 0.3435(17) 0.2557(19) 0.061(6) Uiso d . 1 . . H C1 0.5528(2) 0.53342(11) 0.15255(11) 0.0289(3) Uani d . 1 . . C C2 0.3451(3) 0.49723(12) 0.21543(13) 0.0365(3) Uani d . 1 . . C H2 0.3997 0.5267 0.2937 0.044 Uiso calc R 1 . . H H3 0.1596 0.5251 0.1754 0.044 Uiso calc R 1 . . H F1 0.6043(15) 0.1099(4) -0.0188(5) 0.0464(13) Uani d P 0.75(5) . . F F2 0.812(2) 0.2257(6) 0.1144(9) 0.0560(13) Uani d P 0.75(5) . . F F3 1.0226(17) 0.0808(6) 0.0920(9) 0.0613(14) Uani d P 0.75(5) . . F O4 1.1501(2) 0.29041(9) -0.00972(8) 0.0401(3) Uani d . 1 . . O O3 0.9317(2) 0.17262(8) -0.14903(8) 0.0365(3) Uani d . 1 . . O C3 0.9888(2) 0.21341(10) -0.05132(10) 0.0277(3) Uani d . 1 . . C C4 0.8537(3) 0.15886(11) 0.03542(11) 0.0329(3) Uani d . 1 . . C F1A 0.658(9) 0.101(3) -0.006(3) 0.084(6) Uani d P 0.25(5) . . F F2A 0.775(5) 0.2334(15) 0.102(2) 0.050(3) Uani d P 0.25(5) . . F F3A 1.031(4) 0.094(3) 0.111(3) 0.065(5) Uani d P 0.25(5) . . F 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 0.0466(6) 0.0362(5) 0.0504(6) -0.0024(4) 0.0269(5) 0.0014(4) O2 0.0349(5) 0.0420(6) 0.0454(6) 0.0033(4) 0.0206(4) 0.0024(4) N 0.0325(6) 0.0410(7) 0.0286(5) -0.0096(5) 0.0114(5) 0.0002(5) C1 0.0224(5) 0.0360(6) 0.0270(6) -0.0017(5) 0.0052(4) 0.0007(5) C2 0.0293(6) 0.0406(7) 0.0440(7) -0.0015(5) 0.0174(6) 0.0004(6) F1 0.0397(16) 0.059(2) 0.0427(14) -0.0251(15) 0.0159(12) -0.0086(9) F2 0.077(3) 0.0540(18) 0.0504(18) -0.023(2) 0.040(2) -0.0189(14) F3 0.083(3) 0.053(2) 0.052(3) 0.0187(13) 0.025(2) 0.0222(16) O4 0.0438(6) 0.0449(6) 0.0341(5) -0.0179(4) 0.0153(4) -0.0057(4) O3 0.0380(5) 0.0457(6) 0.0274(5) -0.0041(4) 0.0118(4) -0.0059(4) C3 0.0267(6) 0.0302(6) 0.0270(6) 0.0004(5) 0.0089(5) 0.0012(5) C4 0.0377(7) 0.0329(7) 0.0300(6) -0.0057(5) 0.0129(5) -0.0026(5) F1A 0.071(11) 0.114(12) 0.064(6) -0.064(8) 0.013(7) -0.010(6) F2A 0.049(4) 0.067(6) 0.046(5) 0.011(5) 0.033(4) -0.016(3) F3A 0.052(6) 0.102(13) 0.037(6) 0.011(6) 0.005(4) 0.038(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' 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' F F 0.0171 0.0103 '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' 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 C1 O1 H1 111.0(14) ? C2 N H5 112.7(11) ? C2 N H4 110.0(11) ? H5 N H4 107.9(16) ? C2 N H6 114.9(13) ? H5 N H6 103.9(17) ? H4 N H6 107.0(17) ? O2 C1 O1 126.11(12) yes O2 C1 C2 122.61(12) yes O1 C1 C2 111.28(11) yes N C2 C1 110.34(11) ? N C2 H2 109.6 ? C1 C2 H2 109.6 ? N C2 H3 109.6 ? C1 C2 H3 109.6 ? H2 C2 H3 108.1 ? O3 C3 O4 129.44(12) yes O3 C3 C4 116.28(12) yes O4 C3 C4 114.21(11) yes F2 C4 F3 106.6(6) ? F1A C4 F3A 103.3(18) ? F1A C4 F2A 108.2(15) ? F2 C4 F1 108.1(4) ? F3 C4 F1 106.4(4) ? F2 C4 C3 114.0(3) yes F3 C4 C3 109.0(4) yes F3A C4 C3 112.8(12) no F2A C4 C3 111.3(8) no F1 C4 C3 112.2(3) 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 O1 C1 . 1.3127(17) yes O1 H1 . 0.86(2) yes O2 C1 . 1.1997(17) yes N C2 . 1.4736(18) yes N H5 . 0.93(2) ? N H4 . 0.91(2) ? N H6 . 0.93(2) ? C1 C2 . 1.5084(18) yes C2 H2 . 0.9700 ? C2 H3 . 0.9700 ? F1 C4 . 1.361(7) yes F2 C4 . 1.313(6) yes F3 C4 . 1.323(7) yes O4 C3 . 1.2446(17) yes O3 C3 . 1.2317(17) yes C3 C4 . 1.5430(19) yes C4 F1A . 1.19(3) no C4 F3A . 1.33(2) no C4 F2A . 1.341(15) no 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 O4 3_765 0.86(2) 1.74(3) 2.597(2) 175(2) N H5 O4 1_455 0.93(2) 1.93(2) 2.856(2) 175.5(17) N H4 O3 4_466 0.91(2) 2.04(2) 2.941(2) 173.0(16) N H6 O3 4_566 0.93(2) 2.09(2) 2.984(2) 159.2(18) 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 N -3.27(18) O1 C1 C2 N 177.08(12) O3 C3 C4 F1A -17(2) O4 C3 C4 F1A 165(2) O3 C3 C4 F2 -151.6(6) O4 C3 C4 F2 31.2(6) O3 C3 C4 F3 89.4(5) O4 C3 C4 F3 -87.8(5) O3 C3 C4 F3A 101.3(19) O4 C3 C4 F3A -75.9(19) O3 C3 C4 F2A -141.7(12) O4 C3 C4 F2A 41.1(12) O3 C3 C4 F1 -28.2(3) O4 C3 C4 F1 154.5(3)