data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Simon Parsons' _publ_contact_author_email S.PARSONS@ED.AC.UK loop_ _publ_author_name S.Parsons A.Dawson D.J.Francis N.P.Funnell A.R.Lennie ; W.G.Marshall ; S.Moggach J.E.Warren data_alanine_0_GPa _database_code_depnum_ccdc_archive 'CCDC 762630' #TrackingRef 'all.cif' _chemical_name_systematic ; L-alanine-d8 ; _chemical_name_common L-alanine-d8 _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 6.0186(6) _cell_length_b 12.3298(11) _cell_length_c 5.7828(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 429.13(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure -0.007(16) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_density_diffrn 1.488 _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 4.521 _pd_proc_ls_prof_wR_factor 3.575 _pd_proc_ls_prof_R_expected 3.118 _refine_ls_goodness_of_fit_all 1.146 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 340_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 7 This is reasonable for powder data 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7336(13) 0.0829(5) 0.6280(15) 1.000 0.0236(11) . . O2 O Uiso 0.4553(13) 0.1813(5) 0.7666(16) 1.000 0.0236(11) . . N1 N Uiso 0.6544(9) 0.1383(5) 0.1828(10) 1.000 0.0236(11) . . C1 C Uiso 0.5624(4) 0.1396(3) 0.6033(4) 1.000 0.0236(11) . . C2 C Uiso 0.4782(6) 0.1594(4) 0.3571(7) 1.000 0.0236(11) . . C3 C Uiso 0.2745(13) 0.0888(7) 0.3042(11) 1.000 0.0236(11) . . H1 D Uiso 0.7100(14) 0.0583(7) 0.1973(15) 1.000 0.0284(13) . . H2 D Uiso 0.5914(15) 0.1506(8) 0.0165(14) 1.000 0.0284(13) . . H3 D Uiso 0.7881(14) 0.1908(7) 0.2098(15) 1.000 0.0284(13) . . H4 D Uiso 0.4326(12) 0.2453(7) 0.3422(16) 1.000 0.0284(13) . . H5 D Uiso 0.1433(17) 0.1030(9) 0.4323(16) 1.000 0.0284(13) . . H6 D Uiso 0.2083(18) 0.1078(10) 0.1322(16) 1.000 0.0284(13) . . H7 D Uiso 0.3192(18) 0.0026(8) 0.3084(16) 1.000 0.0284(13) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.253(8) . . yes O2 C1 1.254(9) . . yes N1 C2 1.486(7) . . yes N1 H2 1.045(10) . . yes N1 H3 1.045(10) . . yes N1 H1 1.045(11) . . yes C1 C2 1.531(5) . . no C2 C3 1.534(9) . . no C2 H4 1.098(10) . . yes C3 H5 1.097(12) . . yes C3 H6 1.097(12) . . yes C3 H7 1.097(13) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 109.9(7) . . . yes C2 N1 H3 109.9(7) . . . yes H1 N1 H2 109.1(9) . . . yes H1 N1 H3 109.0(8) . . . yes H2 N1 H3 109.1(9) . . . yes C2 N1 H1 109.8(7) . . . yes O1 C1 C2 117.9(5) . . . yes O1 C1 O2 124.5(6) . . . yes O2 C1 C2 117.7(5) . . . yes C1 C2 C3 111.1(4) . . . no N1 C2 C1 111.5(3) . . . yes N1 C2 C3 109.6(4) . . . yes N1 C2 H4 107.1(6) . . . yes C1 C2 H4 108.0(6) . . . yes C3 C2 H4 109.4(6) . . . yes C2 C3 H5 110.5(8) . . . yes C2 C3 H6 110.5(9) . . . yes C2 C3 H7 110.5(8) . . . yes H5 C3 H6 108.5(10) . . . yes H5 C3 H7 108.4(10) . . . yes H6 C3 H7 108.4(10) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -18.9(6) . . . . no O1 C1 C2 C3 103.7(6) . . . . no O2 C1 C2 N1 161.1(5) . . . . no O2 C1 C2 C3 -76.3(6) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.045(11) 1.819(11) 2.827(9) 161.1(8) 2_654 yes N1 H2 O1 1.045(10) 2.545(12) 3.315(10) 130.0(8) 1_554 yes N1 H2 O2 1.045(10) 1.704(12) 2.740(11) 170.9(9) 1_554 yes N1 H3 O2 1.045(10) 1.876(11) 2.883(9) 161.0(8) 3_556 yes C2 H4 O1 1.098(10) 2.440(11) 3.503(8) 162.8(6) 3_456 yes data_alanine_0_4_GPa _database_code_depnum_ccdc_archive 'CCDC 762631' #TrackingRef 'all.cif' _chemical_name_systematic ; L-alanine-d8 ; _chemical_name_common L-alanine-d8 _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.9004(10) _cell_length_b 12.298(2) _cell_length_c 5.7626(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 418.16(11) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 0.40(3) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.527 _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 8.563 _pd_proc_ls_prof_wR_factor 6.757 _pd_proc_ls_prof_R_expected 6.373 _refine_ls_goodness_of_fit_all 1.060 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 340_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 12 This is reasonable for powder data 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.730(2) 0.0807(10) 0.625(3) 1.000 0.0251(19) . . O2 O Uiso 0.446(2) 0.1787(10) 0.764(3) 1.000 0.0251(19) . . N1 N Uiso 0.6498(18) 0.1373(10) 0.1796(18) 1.000 0.0251(19) . . C1 C Uiso 0.5561(8) 0.1373(7) 0.6009(8) 1.000 0.0251(19) . . C2 C Uiso 0.4694(11) 0.1579(8) 0.3551(12) 1.000 0.0251(19) . . C3 C Uiso 0.263(2) 0.0896(13) 0.303(2) 1.000 0.0251(19) . . H1 D Uiso 0.705(3) 0.0581(14) 0.196(3) 1.000 0.030(2) . . H2 D Uiso 0.584(3) 0.1496(16) 0.016(3) 1.000 0.030(2) . . H3 D Uiso 0.783(3) 0.1903(14) 0.208(3) 1.000 0.030(2) . . H4 D Uiso 0.424(2) 0.2443(12) 0.338(3) 1.000 0.030(2) . . H5 D Uiso 0.131(3) 0.1024(17) 0.435(3) 1.000 0.030(2) . . H6 D Uiso 0.192(3) 0.1109(18) 0.132(3) 1.000 0.030(2) . . H7 D Uiso 0.307(3) 0.0025(16) 0.301(3) 1.000 0.030(2) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.248(14) . . yes O2 C1 1.251(16) . . yes N1 C2 1.490(13) . . yes N1 H2 1.03(2) . . yes N1 H3 1.03(2) . . yes N1 H1 1.03(2) . . yes C1 C2 1.527(8) . . no C2 C3 1.510(15) . . no C2 H4 1.100(18) . . yes C3 H5 1.10(2) . . yes C3 H6 1.10(2) . . yes C3 H7 1.10(3) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 109.1(13) . . . yes C2 N1 H3 109.2(13) . . . yes H1 N1 H2 110.0(18) . . . yes H1 N1 H3 109.9(17) . . . yes H2 N1 H3 109.8(17) . . . yes C2 N1 H1 108.9(13) . . . yes O1 C1 C2 118.1(9) . . . yes O1 C1 O2 124.8(11) . . . yes O2 C1 C2 117.1(8) . . . yes C1 C2 C3 111.3(7) . . . no N1 C2 C1 111.2(6) . . . yes N1 C2 C3 110.3(8) . . . yes N1 C2 H4 106.1(11) . . . yes C1 C2 H4 109.0(11) . . . yes C3 C2 H4 108.9(10) . . . yes C2 C3 H5 110.7(14) . . . yes C2 C3 H6 110.6(15) . . . yes C2 C3 H7 110.7(13) . . . yes H5 C3 H6 108.4(17) . . . yes H5 C3 H7 108.2(18) . . . yes H6 C3 H7 108.1(18) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -19.0(13) . . . . no O1 C1 C2 C3 104.4(11) . . . . no O2 C1 C2 N1 161.2(10) . . . . no O2 C1 C2 C3 -75.5(12) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.03(2) 1.80(2) 2.791(17) 160.7(17) 2_654 yes N1 H2 O1 1.03(2) 2.56(2) 3.31(2) 129.1(15) 1_554 yes N1 H2 O2 1.03(2) 1.70(2) 2.728(19) 172.3(17) 1_554 yes N1 H3 O2 1.03(2) 1.88(2) 2.878(17) 160.2(17) 3_556 yes C2 H4 O1 1.100(18) 2.447(19) 3.513(15) 162.9(11) 3_456 yes data_alanine_0_77_GPa _database_code_depnum_ccdc_archive 'CCDC 762632' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.8204(9) _cell_length_b 12.2496(18) _cell_length_c 5.7419(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 409.39(10) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 0.77(3) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.559 _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 8.510 _pd_proc_ls_prof_wR_factor 6.500 _pd_proc_ls_prof_R_expected 5.890 _refine_ls_goodness_of_fit_all 1.104 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 340_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 12 This is reasonable for powder data 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.736(2) 0.0812(10) 0.628(3) 1.000 0.0260(18) . . O2 O Uiso 0.441(2) 0.1788(10) 0.760(3) 1.000 0.0260(18) . . N1 N Uiso 0.6527(17) 0.1355(10) 0.1728(18) 1.000 0.0260(18) . . C1 C Uiso 0.5544(8) 0.1371(7) 0.5922(8) 1.000 0.0260(18) . . C2 C Uiso 0.4683(10) 0.1559(8) 0.3521(12) 1.000 0.0260(18) . . C3 C Uiso 0.258(2) 0.0891(12) 0.299(2) 1.000 0.0260(18) . . H1 D Uiso 0.707(3) 0.0555(13) 0.193(3) 1.000 0.031(2) . . H2 D Uiso 0.580(3) 0.1481(15) 0.010(3) 1.000 0.031(2) . . H3 D Uiso 0.785(3) 0.1903(13) 0.205(3) 1.000 0.031(2) . . H4 D Uiso 0.427(2) 0.2441(12) 0.341(3) 1.000 0.031(2) . . H5 D Uiso 0.124(3) 0.1045(16) 0.433(3) 1.000 0.031(2) . . H6 D Uiso 0.189(3) 0.1114(17) 0.126(3) 1.000 0.031(2) . . H7 D Uiso 0.302(3) 0.0010(15) 0.300(3) 1.000 0.031(2) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.276(13) . . yes O2 C1 1.275(16) . . yes N1 C2 1.508(12) . . yes N1 H2 1.04(2) . . yes N1 H3 1.04(2) . . yes N1 H1 1.04(2) . . yes C1 C2 1.485(8) . . no C2 C3 1.504(15) . . no C2 H4 1.109(17) . . yes C3 H5 1.11(2) . . yes C3 H6 1.11(2) . . yes C3 H7 1.11(2) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 107.5(13) . . . yes C2 N1 H3 107.4(13) . . . yes H1 N1 H2 111.5(17) . . . yes H1 N1 H3 111.4(16) . . . yes H2 N1 H3 111.5(17) . . . yes C2 N1 H1 107.3(13) . . . yes O1 C1 C2 120.8(9) . . . yes O1 C1 O2 121.5(11) . . . yes O2 C1 C2 117.7(8) . . . yes C1 C2 C3 112.3(7) . . . no N1 C2 C1 111.6(6) . . . yes N1 C2 C3 110.5(8) . . . yes N1 C2 H4 106.1(11) . . . yes C1 C2 H4 106.1(11) . . . yes C3 C2 H4 110.0(9) . . . yes C2 C3 H5 109.8(14) . . . yes C2 C3 H6 110.1(14) . . . yes C2 C3 H7 109.9(13) . . . yes H5 C3 H6 109.0(16) . . . yes H5 C3 H7 108.9(17) . . . yes H6 C3 H7 109.2(18) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -18.6(13) . . . . no O1 C1 C2 C3 106.1(10) . . . . no O2 C1 C2 N1 161.3(10) . . . . no O2 C1 C2 C3 -74.0(12) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.04(2) 1.75(2) 2.745(17) 160.1(17) 2_654 yes N1 H2 O1 1.04(2) 2.51(2) 3.24(2) 126.2(14) 1_554 yes N1 H2 O2 1.04(2) 1.69(2) 2.724(19) 173.4(17) 1_554 yes N1 H3 O2 1.04(2) 1.85(2) 2.853(17) 160.4(16) 3_556 yes C2 H4 O1 1.109(17) 2.418(19) 3.495(15) 163.3(11) 3_456 yes C3 H5 O1 1.11(2) 2.54(2) 3.579(18) 155.6(15) 1_455 yes data_alanine_1_03_GPa _database_code_depnum_ccdc_archive 'CCDC 762633' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.7830(5) _cell_length_b 12.2194(9) _cell_length_c 5.7287(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 404.81(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 1.025(14) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 3.887 _pd_proc_ls_prof_wR_factor 3.146 _pd_proc_ls_prof_R_expected 2.659 _refine_ls_goodness_of_fit_all 1.183 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 59 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 340_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 6 This is reasonable for powder data 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7330(11) 0.0824(5) 0.6192(13) 1.000 0.0199(8) . . O2 O Uiso 0.4355(11) 0.1790(5) 0.7562(13) 1.000 0.0199(8) . . N1 N Uiso 0.6477(8) 0.1372(5) 0.1680(8) 1.000 0.0199(8) . . C1 C Uiso 0.5518(4) 0.1379(3) 0.5930(4) 1.000 0.0199(8) . . C2 C Uiso 0.4627(5) 0.1581(4) 0.3452(6) 1.000 0.0199(8) . . C3 C Uiso 0.2487(12) 0.0885(6) 0.2929(9) 1.000 0.0199(8) . . H1 D Uiso 0.7025(12) 0.0563(6) 0.1862(13) 1.000 0.0239(9) . . H2 D Uiso 0.5774(13) 0.1503(7) 0.0027(12) 1.000 0.0239(9) . . H3 D Uiso 0.7835(12) 0.1913(6) 0.1999(13) 1.000 0.0239(9) . . H4 D Uiso 0.4179(11) 0.2445(6) 0.3301(13) 1.000 0.0239(9) . . H5 D Uiso 0.1166(15) 0.1038(8) 0.4249(13) 1.000 0.0239(9) . . H6 D Uiso 0.1806(16) 0.1097(8) 0.1213(14) 1.000 0.0239(9) . . H7 D Uiso 0.2955(16) 0.0020(7) 0.2952(14) 1.000 0.0239(9) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.257(7) . . yes O2 C1 1.256(7) . . yes N1 C2 1.497(6) . . yes N1 H2 1.043(8) . . yes N1 H3 1.043(9) . . yes N1 H1 1.043(9) . . yes C1 C2 1.530(4) . . no C2 C3 1.531(8) . . no C2 H4 1.091(9) . . yes C3 H5 1.091(10) . . yes C3 H6 1.090(10) . . yes C3 H7 1.091(11) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.1(6) . . . yes C2 N1 H3 108.1(6) . . . yes H1 N1 H2 110.8(8) . . . yes H1 N1 H3 110.8(7) . . . yes H2 N1 H3 110.8(8) . . . yes C2 N1 H1 108.1(6) . . . yes O1 C1 C2 118.6(4) . . . yes O1 C1 O2 125.0(5) . . . yes O2 C1 C2 116.5(4) . . . yes C1 C2 C3 111.4(3) . . . no N1 C2 C1 111.2(3) . . . yes N1 C2 C3 110.5(4) . . . yes N1 C2 H4 106.3(5) . . . yes C1 C2 H4 108.0(5) . . . yes C3 C2 H4 109.3(5) . . . yes C2 C3 H5 109.6(7) . . . yes C2 C3 H6 109.7(7) . . . yes C2 C3 H7 109.6(7) . . . yes H5 C3 H6 109.4(9) . . . yes H5 C3 H7 109.4(9) . . . yes H6 C3 H7 109.3(8) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -17.8(6) . . . . no O1 C1 C2 C3 105.8(5) . . . . no O2 C1 C2 N1 162.1(5) . . . . no O2 C1 C2 C3 -74.2(6) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.043(9) 1.777(10) 2.785(9) 161.0(7) 2_654 yes N1 H2 O1 1.043(8) 2.515(10) 3.252(9) 127.1(6) 1_554 yes N1 H2 O2 1.043(8) 1.671(10) 2.708(9) 172.4(8) 1_554 yes N1 H3 O2 1.043(9) 1.830(10) 2.829(8) 159.3(7) 3_556 yes C2 H4 O1 1.091(9) 2.388(9) 3.444(8) 162.6(6) 3_456 yes C3 H5 O1 1.091(10) 2.496(11) 3.521(9) 156.0(8) 1_455 yes C3 H7 O2 1.091(11) 2.594(11) 3.444(10) 134.2(8) 2_554 yes data_alanine_1_38_GPa _database_code_depnum_ccdc_archive 'CCDC 762634' #TrackingRef 'all.cif' _chemical_name_systematic ; L-alanine-d8 ; _chemical_name_common L-alanine-d8 _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.7345(4) _cell_length_b 12.1746(7) _cell_length_c 5.7095(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 398.61(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 1.380(12) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_density_diffrn 1.602 _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 2.783 _pd_proc_ls_prof_wR_factor 2.376 _pd_proc_ls_prof_R_expected 1.899 _refine_ls_goodness_of_fit_all 1.251 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7315(8) 0.0844(3) 0.6127(10) 1.000 0.0188(5) . . O2 O Uiso 0.4320(8) 0.1799(3) 0.7505(10) 1.000 0.0188(5) . . N1 N Uiso 0.6462(6) 0.1378(4) 0.1631(6) 1.000 0.0188(5) . . C1 C Uiso 0.5486(3) 0.1390(2) 0.5873(3) 1.000 0.0188(5) . . C2 C Uiso 0.4595(4) 0.1576(3) 0.3373(4) 1.000 0.0188(5) . . C3 C Uiso 0.2455(9) 0.0890(4) 0.2832(7) 1.000 0.0188(5) . . H1 D Uiso 0.7046(9) 0.0563(5) 0.1787(10) 1.000 0.0226(6) . . H2 D Uiso 0.5792(10) 0.1511(5) -0.0058(9) 1.000 0.0226(6) . . H3 D Uiso 0.7848(9) 0.1923(5) 0.1952(10) 1.000 0.0226(6) . . H4 D Uiso 0.4158(8) 0.2451(4) 0.3234(10) 1.000 0.0226(6) . . H5 D Uiso 0.1093(11) 0.1047(6) 0.4140(10) 1.000 0.0226(6) . . H6 D Uiso 0.1781(12) 0.1100(6) 0.1090(10) 1.000 0.0226(6) . . H7 D Uiso 0.2905(12) 0.0014(5) 0.2865(10) 1.000 0.0226(6) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.250(5) . . yes O2 C1 1.250(5) . . yes N1 C2 1.481(4) . . yes N1 H2 1.051(6) . . yes N1 H3 1.052(7) . . yes N1 H1 1.051(8) . . yes C1 C2 1.533(3) . . no C2 C3 1.516(6) . . no C2 H4 1.097(6) . . yes C3 H5 1.097(8) . . yes C3 H6 1.097(7) . . yes C3 H7 1.097(8) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 109.1(4) . . . yes C2 N1 H3 109.1(5) . . . yes H1 N1 H2 109.9(6) . . . yes H1 N1 H3 109.9(5) . . . yes H2 N1 H3 109.8(6) . . . yes C2 N1 H1 109.1(4) . . . yes O1 C1 C2 117.8(3) . . . yes O1 C1 O2 125.0(4) . . . yes O2 C1 C2 117.2(3) . . . yes C1 C2 C3 112.2(3) . . . no N1 C2 C1 111.1(2) . . . yes N1 C2 C3 111.0(3) . . . yes N1 C2 H4 105.9(4) . . . yes C1 C2 H4 106.7(4) . . . yes C3 C2 H4 109.6(4) . . . yes C2 C3 H5 110.0(5) . . . yes C2 C3 H6 110.0(5) . . . yes C2 C3 H7 110.0(5) . . . yes H5 C3 H6 109.0(6) . . . yes H5 C3 H7 109.0(6) . . . yes H6 C3 H7 109.0(6) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -18.4(4) . . . . no O1 C1 C2 C3 106.6(4) . . . . no O2 C1 C2 N1 161.6(3) . . . . no O2 C1 C2 C3 -73.5(4) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.051(8) 1.792(7) 2.809(6) 161.8(5) 2_654 yes N1 H2 O1 1.051(6) 2.483(8) 3.246(7) 128.8(5) 1_554 yes N1 H2 O2 1.051(6) 1.665(8) 2.706(6) 170.1(6) 1_554 yes N1 H3 O2 1.052(7) 1.797(7) 2.803(6) 158.7(5) 3_556 yes C2 H4 O1 1.097(6) 2.358(6) 3.414(5) 161.1(4) 3_456 yes C3 H5 O1 1.097(8) 2.458(8) 3.497(7) 157.5(6) 1_455 yes C3 H7 O2 1.097(8) 2.558(7) 3.433(6) 136.1(6) 2_554 yes data_alanine_2_30_GPa _database_code_depnum_ccdc_archive 'CCDC 762635' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.6369(4) _cell_length_b 12.0464(7) _cell_length_c 5.6628(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 384.53(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 2.302(14) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 3.120 _pd_proc_ls_prof_wR_factor 2.557 _pd_proc_ls_prof_R_expected 1.931 _refine_ls_goodness_of_fit_all 1.324 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7340(9) 0.0868(4) 0.6027(10) 1.000 0.0170(5) . . O2 O Uiso 0.4247(9) 0.1820(4) 0.7383(11) 1.000 0.0170(5) . . N1 N Uiso 0.6476(7) 0.1363(4) 0.1487(7) 1.000 0.0170(5) . . C1 C Uiso 0.5460(3) 0.1410(3) 0.5743(3) 1.000 0.0170(5) . . C2 C Uiso 0.4589(4) 0.1583(3) 0.3240(4) 1.000 0.0170(5) . . C3 C Uiso 0.2380(9) 0.0867(5) 0.2709(8) 1.000 0.0170(5) . . H1 D Uiso 0.6996(10) 0.0534(5) 0.1633(10) 1.000 0.0204(6) . . H2 D Uiso 0.5804(11) 0.1518(6) -0.0197(10) 1.000 0.0204(6) . . H3 D Uiso 0.7907(10) 0.1886(5) 0.1836(10) 1.000 0.0204(6) . . H4 D Uiso 0.4144(8) 0.2464(4) 0.3074(11) 1.000 0.0204(6) . . H5 D Uiso 0.1023(12) 0.1028(6) 0.4050(11) 1.000 0.0204(6) . . H6 D Uiso 0.1691(13) 0.1084(7) 0.0960(11) 1.000 0.0204(6) . . H7 D Uiso 0.2878(13) -0.0011(6) 0.2744(11) 1.000 0.0204(6) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.255(6) . . yes O2 C1 1.255(6) . . yes N1 C2 1.479(5) . . yes N1 H2 1.043(7) . . yes N1 H3 1.042(7) . . yes N1 H1 1.044(8) . . yes C1 C2 1.514(3) . . no C2 C3 1.544(6) . . no C2 H4 1.095(6) . . yes C3 H5 1.095(8) . . yes C3 H6 1.096(8) . . yes C3 H7 1.095(9) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.7(5) . . . yes C2 N1 H3 108.7(5) . . . yes H1 N1 H2 110.2(6) . . . yes H1 N1 H3 110.2(6) . . . yes H2 N1 H3 110.3(6) . . . yes C2 N1 H1 108.7(5) . . . yes O1 C1 C2 117.7(3) . . . yes O1 C1 O2 124.8(4) . . . yes O2 C1 C2 117.5(3) . . . yes C1 C2 C3 111.5(3) . . . no N1 C2 C1 111.7(2) . . . yes N1 C2 C3 110.4(3) . . . yes N1 C2 H4 106.3(4) . . . yes C1 C2 H4 106.7(4) . . . yes C3 C2 H4 109.9(4) . . . yes C2 C3 H5 109.2(5) . . . yes C2 C3 H6 109.2(6) . . . yes C2 C3 H7 109.2(5) . . . yes H5 C3 H6 109.7(7) . . . yes H5 C3 H7 109.7(7) . . . yes H6 C3 H7 109.8(7) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -16.9(5) . . . . no O1 C1 C2 C3 107.3(4) . . . . no O2 C1 C2 N1 163.1(4) . . . . no O2 C1 C2 C3 -72.7(5) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.044(8) 1.764(8) 2.781(7) 163.8(6) 2_654 yes N1 H2 O1 1.043(7) 2.436(8) 3.186(7) 128.0(5) 1_554 yes N1 H2 O2 1.043(7) 1.668(8) 2.699(7) 169.0(6) 1_554 yes N1 H3 O2 1.042(7) 1.788(8) 2.764(7) 154.3(6) 3_556 yes C2 H4 O1 1.095(6) 2.309(7) 3.348(6) 157.8(5) 3_456 yes C3 H5 O1 1.095(8) 2.367(8) 3.406(7) 157.9(6) 1_455 yes C3 H7 O2 1.095(9) 2.495(9) 3.369(8) 136.0(6) 2_554 yes data_alanine_3_21_GPa _database_code_depnum_ccdc_archive 'CCDC 762636' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.5556(3) _cell_length_b 11.9110(7) _cell_length_c 5.6233(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 372.11(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 3.206(14) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.716 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 3.054 _pd_proc_ls_prof_wR_factor 2.486 _pd_proc_ls_prof_R_expected 1.987 _refine_ls_goodness_of_fit_all 1.251 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7353(8) 0.0890(3) 0.5888(9) 1.000 0.0150(5) . . O2 O Uiso 0.4178(9) 0.1823(3) 0.7218(10) 1.000 0.0150(5) . . N1 N Uiso 0.6477(6) 0.1368(4) 0.1334(6) 1.000 0.0150(5) . . C1 C Uiso 0.5432(3) 0.1419(2) 0.5581(3) 1.000 0.0150(5) . . C2 C Uiso 0.4546(4) 0.1586(3) 0.3061(4) 1.000 0.0150(5) . . C3 C Uiso 0.2359(9) 0.0879(4) 0.2520(7) 1.000 0.0150(5) . . H1 D Uiso 0.7010(9) 0.0527(5) 0.1479(10) 1.000 0.0180(6) . . H2 D Uiso 0.5825(10) 0.1527(5) -0.0381(9) 1.000 0.0180(6) . . H3 D Uiso 0.7932(9) 0.1898(5) 0.1707(10) 1.000 0.0180(6) . . H4 D Uiso 0.4093(8) 0.2482(4) 0.2909(10) 1.000 0.0180(6) . . H5 D Uiso 0.0940(11) 0.1024(6) 0.3848(10) 1.000 0.0180(6) . . H6 D Uiso 0.1631(12) 0.1086(6) 0.0756(10) 1.000 0.0180(6) . . H7 D Uiso 0.2821(12) -0.0019(5) 0.2540(10) 1.000 0.0180(6) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.251(5) . . yes O2 C1 1.251(5) . . yes N1 C2 1.470(4) . . yes N1 H2 1.047(6) . . yes N1 H3 1.047(7) . . yes N1 H1 1.048(8) . . yes C1 C2 1.513(3) . . no C2 C3 1.509(6) . . no C2 H4 1.100(6) . . yes C3 H5 1.100(7) . . yes C3 H6 1.099(7) . . yes C3 H7 1.100(8) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.9(4) . . . yes C2 N1 H3 108.9(4) . . . yes H1 N1 H2 110.0(6) . . . yes H1 N1 H3 110.0(5) . . . yes H2 N1 H3 110.0(6) . . . yes C2 N1 H1 108.9(4) . . . yes O1 C1 C2 118.2(3) . . . yes O1 C1 O2 124.6(4) . . . yes O2 C1 C2 117.2(3) . . . yes C1 C2 C3 112.2(2) . . . no N1 C2 C1 111.0(2) . . . yes N1 C2 C3 110.8(3) . . . yes N1 C2 H4 106.7(4) . . . yes C1 C2 H4 106.0(4) . . . yes C3 C2 H4 110.0(3) . . . yes C2 C3 H5 110.7(5) . . . yes C2 C3 H6 110.7(5) . . . yes C2 C3 H7 110.7(5) . . . yes H5 C3 H6 108.3(6) . . . yes H5 C3 H7 108.2(6) . . . yes H6 C3 H7 108.3(6) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -16.4(4) . . . . no O1 C1 C2 C3 108.2(3) . . . . no O2 C1 C2 N1 163.7(3) . . . . no O2 C1 C2 C3 -71.7(4) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.048(8) 1.756(7) 2.778(6) 164.0(5) 2_654 yes N1 H2 O1 1.047(6) 2.387(7) 3.153(6) 129.0(5) 1_554 yes N1 H2 O2 1.047(6) 1.669(8) 2.699(6) 166.6(5) 1_554 yes N1 H3 O2 1.047(7) 1.779(7) 2.749(6) 152.2(5) 3_556 yes C2 H4 O1 1.100(6) 2.270(6) 3.297(5) 154.6(4) 3_456 yes C3 H5 O1 1.100(7) 2.305(8) 3.365(7) 161.3(6) 1_455 yes C3 H6 O2 1.099(7) 2.594(8) 3.343(7) 124.6(5) 1_554 yes C3 H7 O2 1.100(8) 2.426(7) 3.334(6) 138.9(6) 2_554 yes data_alanine_4_31_GPa _database_code_depnum_ccdc_archive 'CCDC 762637' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.4850(5) _cell_length_b 11.7729(10) _cell_length_c 5.5875(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 360.81(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 4.31(2) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 4.963 _pd_proc_ls_prof_wR_factor 3.885 _pd_proc_ls_prof_R_expected 3.518 _refine_ls_goodness_of_fit_all 1.104 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7394(10) 0.0876(4) 0.5835(11) 1.000 0.0155(8) . . O2 O Uiso 0.4125(10) 0.1834(4) 0.7163(12) 1.000 0.0155(8) . . N1 N Uiso 0.6485(7) 0.1363(4) 0.1236(7) 1.000 0.0155(8) . . C1 C Uiso 0.5424(3) 0.1416(3) 0.5510(3) 1.000 0.0155(8) . . C2 C Uiso 0.4532(4) 0.1582(3) 0.2974(5) 1.000 0.0155(8) . . C3 C Uiso 0.2328(10) 0.0870(5) 0.2416(8) 1.000 0.0155(8) . . H1 D Uiso 0.7005(11) 0.0511(6) 0.1365(11) 1.000 0.0186(9) . . H2 D Uiso 0.5827(11) 0.1537(6) -0.0482(11) 1.000 0.0186(9) . . H3 D Uiso 0.7962(11) 0.1892(6) 0.1631(11) 1.000 0.0186(9) . . H4 D Uiso 0.4064(9) 0.2492(5) 0.2799(12) 1.000 0.0186(9) . . H5 D Uiso 0.0885(13) 0.1012(7) 0.3766(11) 1.000 0.0186(9) . . H6 D Uiso 0.1590(13) 0.1091(7) 0.0633(12) 1.000 0.0186(9) . . H7 D Uiso 0.2808(14) -0.0043(6) 0.2419(11) 1.000 0.0186(9) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.267(6) . . yes O2 C1 1.266(6) . . yes N1 C2 1.469(5) . . yes N1 H2 1.046(7) . . yes N1 H3 1.045(8) . . yes N1 H1 1.045(8) . . yes C1 C2 1.512(3) . . no C2 C3 1.504(6) . . no C2 H4 1.106(7) . . yes C3 H5 1.106(8) . . yes C3 H6 1.106(8) . . yes C3 H7 1.107(9) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.7(5) . . . yes C2 N1 H3 108.7(5) . . . yes H1 N1 H2 110.2(6) . . . yes H1 N1 H3 110.2(6) . . . yes H2 N1 H3 110.2(6) . . . yes C2 N1 H1 108.8(5) . . . yes O1 C1 C2 118.4(3) . . . yes O1 C1 O2 124.8(4) . . . yes O2 C1 C2 116.8(3) . . . yes C1 C2 C3 112.5(3) . . . no N1 C2 C1 111.2(2) . . . yes N1 C2 C3 110.6(3) . . . yes N1 C2 H4 106.3(4) . . . yes C1 C2 H4 106.5(4) . . . yes C3 C2 H4 109.6(4) . . . yes C2 C3 H5 110.5(6) . . . yes C2 C3 H6 110.5(6) . . . yes C2 C3 H7 110.5(6) . . . yes H5 C3 H6 108.5(7) . . . yes H5 C3 H7 108.4(7) . . . yes H6 C3 H7 108.5(7) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -16.4(5) . . . . no O1 C1 C2 C3 108.2(4) . . . . no O2 C1 C2 N1 163.6(4) . . . . no O2 C1 C2 C3 -71.8(5) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.045(8) 1.692(8) 2.716(7) 165.3(6) 2_654 yes N1 H2 O1 1.046(7) 2.362(9) 3.112(7) 127.6(5) 1_554 yes N1 H2 O2 1.046(7) 1.651(9) 2.676(7) 165.5(6) 1_554 yes N1 H3 O2 1.045(8) 1.764(9) 2.721(7) 150.2(6) 3_556 yes C2 H4 O1 1.106(7) 2.261(8) 3.282(6) 152.5(5) 3_456 yes C3 H5 O1 1.106(8) 2.243(9) 3.313(8) 162.1(7) 1_455 yes C3 H6 O2 1.106(8) 2.541(9) 3.298(8) 124.6(6) 1_554 yes C3 H7 O2 1.107(9) 2.364(9) 3.285(8) 139.4(6) 2_554 yes data_alanine_5_43_GPa _database_code_depnum_ccdc_archive 'CCDC 762638' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.4221(3) _cell_length_b 11.6457(6) _cell_length_c 5.5564(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 350.85(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 5.426(19) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.819 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 3.155 _pd_proc_ls_prof_wR_factor 2.627 _pd_proc_ls_prof_R_expected 2.086 _refine_ls_goodness_of_fit_all 1.259 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7417(8) 0.0894(3) 0.5753(9) 1.000 0.0127(5) . . O2 O Uiso 0.4089(9) 0.1846(3) 0.7062(10) 1.000 0.0127(5) . . N1 N Uiso 0.6511(6) 0.1362(3) 0.1134(6) 1.000 0.0127(5) . . C1 C Uiso 0.5422(3) 0.1428(2) 0.5422(3) 1.000 0.0127(5) . . C2 C Uiso 0.4535(4) 0.1586(3) 0.2858(4) 1.000 0.0127(5) . . C3 C Uiso 0.2317(9) 0.0864(4) 0.2298(7) 1.000 0.0127(5) . . H1 D Uiso 0.7015(9) 0.0499(5) 0.1268(9) 1.000 0.0152(6) . . H2 D Uiso 0.5856(10) 0.1544(5) -0.0592(9) 1.000 0.0152(6) . . H3 D Uiso 0.8005(9) 0.1892(5) 0.1555(9) 1.000 0.0152(6) . . H4 D Uiso 0.4076(8) 0.2507(4) 0.2713(11) 1.000 0.0152(6) . . H5 D Uiso 0.0865(11) 0.1004(5) 0.3662(10) 1.000 0.0152(6) . . H6 D Uiso 0.1569(11) 0.1092(6) 0.0512(10) 1.000 0.0152(6) . . H7 D Uiso 0.2817(12) -0.0055(5) 0.2292(10) 1.000 0.0152(6) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.261(5) . . yes O2 C1 1.261(5) . . yes N1 C2 1.461(4) . . yes N1 H2 1.044(6) . . yes N1 H3 1.045(6) . . yes N1 H1 1.044(7) . . yes C1 C2 1.515(3) . . no C2 C3 1.500(5) . . no C2 H4 1.104(6) . . yes C3 H5 1.105(7) . . yes C3 H6 1.104(7) . . yes C3 H7 1.104(8) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.5(4) . . . yes C2 N1 H3 108.4(4) . . . yes H1 N1 H2 110.5(5) . . . yes H1 N1 H3 110.5(5) . . . yes H2 N1 H3 110.4(5) . . . yes C2 N1 H1 108.5(4) . . . yes O1 C1 C2 118.0(3) . . . yes O1 C1 O2 125.2(4) . . . yes O2 C1 C2 116.8(3) . . . yes C1 C2 C3 112.4(2) . . . no N1 C2 C1 111.2(2) . . . yes N1 C2 C3 110.6(3) . . . yes N1 C2 H4 106.9(4) . . . yes C1 C2 H4 105.0(4) . . . yes C3 C2 H4 110.4(3) . . . yes C2 C3 H5 110.3(4) . . . yes C2 C3 H6 110.3(5) . . . yes C2 C3 H7 110.3(5) . . . yes H5 C3 H6 108.6(6) . . . yes H5 C3 H7 108.7(6) . . . yes H6 C3 H7 108.7(6) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -15.9(4) . . . . no O1 C1 C2 C3 108.8(3) . . . . no O2 C1 C2 N1 164.1(3) . . . . no O2 C1 C2 C3 -71.3(4) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.044(7) 1.676(7) 2.699(5) 165.4(5) 2_654 yes N1 H2 O1 1.044(6) 2.327(7) 3.079(6) 127.7(5) 1_554 yes N1 H2 O2 1.044(6) 1.656(7) 2.676(6) 164.4(5) 1_554 yes N1 H3 O2 1.045(6) 1.760(7) 2.704(5) 148.2(5) 3_556 yes C2 H4 O1 1.104(6) 2.237(6) 3.245(5) 150.7(5) 3_456 yes C3 H5 O1 1.105(7) 2.205(7) 3.278(6) 163.2(5) 1_455 yes C3 H6 O2 1.104(7) 2.513(8) 3.270(7) 124.7(5) 1_554 yes C3 H7 O2 1.104(8) 2.331(7) 3.249(6) 139.3(5) 2_554 yes data_alanine_6_65_GPa _database_code_depnum_ccdc_archive 'CCDC 762639' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.3626(4) _cell_length_b 11.5291(9) _cell_length_c 5.5263(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 341.67(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 6.65(3) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.868 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 5.192 _pd_proc_ls_prof_wR_factor 4.101 _pd_proc_ls_prof_R_expected 3.728 _refine_ls_goodness_of_fit_all 1.100 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 413_ALERT_2_C Short Inter XH3 .. XHn H6 .. H7 .. 2.15 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C2 .. 3.01 Ang. 432_ALERT_2_C Short Inter X...Y Contact C1 .. C3 .. 3.18 Ang. The molecule is being subjected to high pressure. Short contacts are to be expected 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7446(10) 0.0898(4) 0.5719(11) 1.000 0.0124(7) . . O2 O Uiso 0.4051(10) 0.1861(4) 0.7009(12) 1.000 0.0124(7) . . N1 N Uiso 0.6526(7) 0.1371(4) 0.1051(7) 1.000 0.0124(7) . . C1 C Uiso 0.5413(3) 0.1437(3) 0.5348(3) 1.000 0.0124(7) . . C2 C Uiso 0.4529(4) 0.1592(3) 0.2794(5) 1.000 0.0124(7) . . C3 C Uiso 0.2280(10) 0.0852(5) 0.2215(8) 1.000 0.0124(7) . . H1 D Uiso 0.7027(10) 0.0494(5) 0.1182(10) 1.000 0.0149(9) . . H2 D Uiso 0.5845(11) 0.1563(6) -0.0682(10) 1.000 0.0149(9) . . H3 D Uiso 0.8036(10) 0.1909(5) 0.1492(10) 1.000 0.0149(9) . . H4 D Uiso 0.4051(9) 0.2518(5) 0.2644(13) 1.000 0.0149(9) . . H5 D Uiso 0.0820(12) 0.0995(6) 0.3585(11) 1.000 0.0149(9) . . H6 D Uiso 0.1548(13) 0.1086(7) 0.0417(11) 1.000 0.0149(9) . . H7 D Uiso 0.2815(13) -0.0071(6) 0.2215(11) 1.000 0.0149(9) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.272(6) . . yes O2 C1 1.271(6) . . yes N1 C2 1.463(5) . . yes N1 H2 1.049(7) . . yes N1 H3 1.049(7) . . yes N1 H1 1.049(7) . . yes C1 C2 1.500(3) . . no C2 C3 1.512(6) . . no C2 H4 1.101(7) . . yes C3 H5 1.102(8) . . yes C3 H6 1.102(8) . . yes C3 H7 1.102(9) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.0(4) . . . yes C2 N1 H3 108.0(5) . . . yes H1 N1 H2 110.8(6) . . . yes H1 N1 H3 110.9(5) . . . yes H2 N1 H3 110.9(6) . . . yes C2 N1 H1 108.1(5) . . . yes O1 C1 C2 118.8(3) . . . yes O1 C1 O2 124.4(4) . . . yes O2 C1 C2 116.9(3) . . . yes C1 C2 C3 112.6(3) . . . no N1 C2 C1 111.6(2) . . . yes N1 C2 C3 110.3(3) . . . yes N1 C2 H4 106.8(4) . . . yes C1 C2 H4 105.1(4) . . . yes C3 C2 H4 110.2(4) . . . yes C2 C3 H5 109.7(5) . . . yes C2 C3 H6 109.7(6) . . . yes C2 C3 H7 109.7(5) . . . yes H5 C3 H6 109.3(7) . . . yes H5 C3 H7 109.2(7) . . . yes H6 C3 H7 109.2(7) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -16.1(5) . . . . no O1 C1 C2 C3 108.6(4) . . . . no O2 C1 C2 N1 164.0(4) . . . . no O2 C1 C2 C3 -71.4(5) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.049(7) 1.650(7) 2.680(7) 166.2(6) 2_654 yes N1 H2 O1 1.049(7) 2.298(8) 3.037(7) 126.2(5) 1_554 yes N1 H2 O2 1.049(7) 1.635(8) 2.659(7) 164.2(6) 1_554 yes N1 H3 O2 1.049(7) 1.730(8) 2.672(7) 147.0(5) 3_556 yes C2 H4 O1 1.101(7) 2.212(8) 3.209(6) 149.3(6) 3_456 yes C3 H5 O1 1.102(8) 2.163(8) 3.236(8) 164.1(6) 1_455 yes C3 H6 O2 1.102(8) 2.479(9) 3.245(8) 125.5(6) 1_554 yes C3 H7 O2 1.102(9) 2.296(8) 3.210(7) 139.0(6) 2_554 yes data_alanine_8_03_GPa _database_code_depnum_ccdc_archive 'CCDC 762640' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.3105(3) _cell_length_b 11.4299(6) _cell_length_c 5.5015(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 333.94(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 8.03(2) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.912 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 3.316 _pd_proc_ls_prof_wR_factor 2.737 _pd_proc_ls_prof_R_expected 2.222 _refine_ls_goodness_of_fit_all 1.232 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 413_ALERT_2_C Short Inter XH3 .. XHn H6 .. H7 .. 2.12 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H5 .. 2.12 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H6 .. 2.14 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C2 .. 2.95 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C1 .. 2.99 Ang. 432_ALERT_2_C Short Inter X...Y Contact C1 .. C3 .. 3.14 Ang. The molecule is being subjected to high pressure. Short contacts are to be expected 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7450(9) 0.0908(3) 0.5675(9) 1.000 0.0103(5) . . O2 O Uiso 0.3984(9) 0.1859(3) 0.6948(10) 1.000 0.0103(5) . . N1 N Uiso 0.6538(7) 0.1363(3) 0.1000(6) 1.000 0.0103(5) . . C1 C Uiso 0.5391(3) 0.1443(2) 0.5292(3) 1.000 0.0103(5) . . C2 C Uiso 0.4530(4) 0.1605(3) 0.2731(4) 1.000 0.0103(5) . . C3 C Uiso 0.2253(9) 0.0847(4) 0.2149(7) 1.000 0.0103(5) . . H1 D Uiso 0.7030(9) 0.0488(5) 0.1149(9) 1.000 0.0124(6) . . H2 D Uiso 0.5875(10) 0.1545(5) -0.0734(9) 1.000 0.0124(6) . . H3 D Uiso 0.8061(9) 0.1895(5) 0.1417(9) 1.000 0.0124(6) . . H4 D Uiso 0.4046(8) 0.2538(4) 0.2576(12) 1.000 0.0124(6) . . H5 D Uiso 0.0781(11) 0.0993(6) 0.3524(10) 1.000 0.0124(6) . . H6 D Uiso 0.1520(12) 0.1081(6) 0.0342(10) 1.000 0.0124(6) . . H7 D Uiso 0.2809(12) -0.0080(5) 0.2158(10) 1.000 0.0124(6) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.270(5) . . yes O2 C1 1.271(5) . . yes N1 C2 1.456(4) . . yes N1 H2 1.038(6) . . yes N1 H3 1.038(6) . . yes N1 H1 1.037(7) . . yes C1 C2 1.493(3) . . no C2 C3 1.522(5) . . no C2 H4 1.100(6) . . yes C3 H5 1.101(7) . . yes C3 H6 1.101(7) . . yes C3 H7 1.100(7) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.3(4) . . . yes C2 N1 H3 108.4(4) . . . yes H1 N1 H2 110.6(5) . . . yes H1 N1 H3 110.6(5) . . . yes H2 N1 H3 110.5(5) . . . yes C2 N1 H1 108.4(4) . . . yes O1 C1 C2 118.7(3) . . . yes O1 C1 O2 124.6(3) . . . yes O2 C1 C2 116.8(3) . . . yes C1 C2 C3 111.8(2) . . . no N1 C2 C1 111.7(2) . . . yes N1 C2 C3 109.6(3) . . . yes N1 C2 H4 107.7(4) . . . yes C1 C2 H4 105.4(4) . . . yes C3 C2 H4 110.5(3) . . . yes C2 C3 H5 109.5(5) . . . yes C2 C3 H6 109.4(5) . . . yes C2 C3 H7 109.5(5) . . . yes H5 C3 H6 109.4(6) . . . yes H5 C3 H7 109.5(6) . . . yes H6 C3 H7 109.5(6) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -14.2(4) . . . . no O1 C1 C2 C3 109.1(3) . . . . no O2 C1 C2 N1 165.8(3) . . . . no O2 C1 C2 C3 -71.0(4) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.037(7) 1.640(7) 2.657(5) 165.5(5) 2_654 yes N1 H2 O1 1.038(6) 2.266(7) 3.015(6) 127.7(5) 1_554 yes N1 H2 O2 1.038(6) 1.662(7) 2.670(6) 162.4(5) 1_554 yes N1 H3 O2 1.038(6) 1.754(7) 2.663(5) 143.8(5) 3_556 yes C2 H4 O1 1.100(6) 2.191(6) 3.173(5) 147.4(5) 3_456 yes C3 H5 O1 1.101(7) 2.131(8) 3.205(7) 164.7(6) 1_455 yes C3 H6 O2 1.101(7) 2.447(8) 3.220(7) 126.0(5) 1_554 yes C3 H7 O2 1.100(7) 2.248(7) 3.164(6) 139.2(5) 2_554 yes data_alanine_8_82_GPa _database_code_depnum_ccdc_archive 'CCDC 762641' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.2815(5) _cell_length_b 11.3765(10) _cell_length_c 5.4879(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 329.74(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 8.82(3) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.936 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 5.443 _pd_proc_ls_prof_wR_factor 4.248 _pd_proc_ls_prof_R_expected 3.914 _refine_ls_goodness_of_fit_all 1.085 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 56 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 413_ALERT_2_C Short Inter XH3 .. XHn H6 .. H7 .. 2.13 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H5 .. 2.11 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H6 .. 2.12 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C2 .. 2.92 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C1 .. 2.96 Ang. 432_ALERT_2_C Short Inter X...Y Contact C1 .. C3 .. 3.14 Ang. The molecule is being subjected to high pressure. Short contacts are to be expected 340_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 6 This is reasonable for powder data 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7476(13) 0.0893(5) 0.5679(14) 1.000 0.0083(7) . . O2 O Uiso 0.3985(13) 0.1870(5) 0.6932(15) 1.000 0.0083(7) . . N1 N Uiso 0.6552(10) 0.1365(5) 0.0990(9) 1.000 0.0083(7) . . C1 C Uiso 0.5414(5) 0.1440(3) 0.5293(4) 1.000 0.0083(7) . . C2 C Uiso 0.4547(6) 0.1606(4) 0.2707(6) 1.000 0.0083(7) . . C3 C Uiso 0.2284(13) 0.0855(6) 0.2118(10) 1.000 0.0083(7) . . H1 D Uiso 0.7056(14) 0.0486(7) 0.1134(14) 1.000 0.0099(9) . . H2 D Uiso 0.5898(15) 0.1545(8) -0.0755(13) 1.000 0.0099(9) . . H3 D Uiso 0.8088(14) 0.1898(7) 0.1401(14) 1.000 0.0099(9) . . H4 D Uiso 0.4050(12) 0.2544(6) 0.2524(18) 1.000 0.0099(9) . . H5 D Uiso 0.0796(16) 0.0987(8) 0.3502(14) 1.000 0.0099(9) . . H6 D Uiso 0.1526(17) 0.1095(9) 0.0311(15) 1.000 0.0099(9) . . H7 D Uiso 0.2835(18) -0.0081(8) 0.2098(14) 1.000 0.0099(9) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.272(7) . . yes O2 C1 1.272(8) . . yes N1 C2 1.444(6) . . yes N1 H2 1.038(9) . . yes N1 H3 1.038(9) . . yes N1 H1 1.038(10) . . yes C1 C2 1.503(4) . . no C2 C3 1.504(8) . . no C2 H4 1.104(8) . . yes C3 H5 1.103(10) . . yes C3 H6 1.104(10) . . yes C3 H7 1.104(11) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.7(6) . . . yes C2 N1 H3 108.7(6) . . . yes H1 N1 H2 110.2(8) . . . yes H1 N1 H3 110.2(8) . . . yes H2 N1 H3 110.2(8) . . . yes C2 N1 H1 108.8(6) . . . yes O1 C1 C2 118.7(4) . . . yes O1 C1 O2 125.3(5) . . . yes O2 C1 C2 116.0(4) . . . yes C1 C2 C3 111.9(3) . . . no N1 C2 C1 111.7(3) . . . yes N1 C2 C3 109.6(4) . . . yes N1 C2 H4 107.4(6) . . . yes C1 C2 H4 106.3(6) . . . yes C3 C2 H4 109.9(5) . . . yes C2 C3 H5 109.9(6) . . . yes C2 C3 H6 109.9(7) . . . yes C2 C3 H7 109.9(7) . . . yes H5 C3 H6 109.1(9) . . . yes H5 C3 H7 109.0(8) . . . yes H6 C3 H7 109.0(8) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -14.7(6) . . . . no O1 C1 C2 C3 108.6(5) . . . . no O2 C1 C2 N1 165.3(5) . . . . no O2 C1 C2 C3 -71.5(6) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.038(10) 1.608(10) 2.625(8) 165.4(8) 2_654 yes N1 H2 O1 1.038(9) 2.253(11) 3.004(9) 127.8(7) 1_554 yes N1 H2 O2 1.038(9) 1.664(11) 2.670(9) 161.7(8) 1_554 yes N1 H3 O2 1.038(9) 1.740(10) 2.643(9) 143.0(7) 3_556 yes C2 H4 O1 1.104(8) 2.197(10) 3.174(7) 146.3(8) 3_456 yes C3 H5 O1 1.103(10) 2.125(11) 3.205(10) 165.5(8) 1_455 yes C3 H6 O2 1.104(10) 2.430(12) 3.200(10) 125.6(7) 1_554 yes C3 H7 O2 1.104(11) 2.253(11) 3.173(9) 139.4(8) 2_554 yes data_alanine_9_39_GPa _database_code_depnum_ccdc_archive 'CCDC 762642' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.2626(3) _cell_length_b 11.3404(6) _cell_length_c 5.4786(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 326.96(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 9.39(2) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.952 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 2.804 _pd_proc_ls_prof_wR_factor 2.419 _pd_proc_ls_prof_R_expected 1.894 _refine_ls_goodness_of_fit_all 1.277 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 57 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 432_ALERT_2_B Short Inter X...Y Contact O2 .. C2 .. 2.91 Ang. 413_ALERT_2_C Short Inter XH3 .. XHn H6 .. H7 .. 2.11 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H5 .. 2.11 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H6 .. 2.12 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C1 .. 2.94 Ang. 432_ALERT_2_C Short Inter X...Y Contact C1 .. C3 .. 3.12 Ang. The molecule is being subjected to high pressure. Short contacts are to be expected 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7475(8) 0.0912(3) 0.5665(8) 1.000 0.0096(4) . . O2 O Uiso 0.3964(8) 0.1861(3) 0.6920(9) 1.000 0.0096(4) . . N1 N Uiso 0.6563(6) 0.1364(3) 0.0958(5) 1.000 0.0096(4) . . C1 C Uiso 0.5403(3) 0.14439(19) 0.5289(3) 1.000 0.0096(4) . . C2 C Uiso 0.4540(3) 0.1604(2) 0.2675(4) 1.000 0.0096(4) . . C3 C Uiso 0.2281(8) 0.0843(4) 0.2097(6) 1.000 0.0096(4) . . H1 D Uiso 0.7061(8) 0.0482(4) 0.1114(8) 1.000 0.0115(5) . . H2 D Uiso 0.5899(9) 0.1546(4) -0.0786(8) 1.000 0.0115(5) . . H3 D Uiso 0.8094(8) 0.1903(4) 0.1387(8) 1.000 0.0115(5) . . H4 D Uiso 0.4044(7) 0.2543(4) 0.2513(11) 1.000 0.0115(5) . . H5 D Uiso 0.0789(10) 0.0972(5) 0.3477(8) 1.000 0.0115(5) . . H6 D Uiso 0.1513(10) 0.1074(5) 0.0292(9) 1.000 0.0115(5) . . H7 D Uiso 0.2840(10) -0.0092(5) 0.2087(8) 1.000 0.0115(5) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.263(4) . . yes O2 C1 1.263(5) . . yes N1 C2 1.447(4) . . yes N1 H2 1.038(5) . . yes N1 H3 1.038(5) . . yes N1 H1 1.038(6) . . yes C1 C2 1.513(3) . . no C2 C3 1.503(5) . . no C2 H4 1.100(5) . . yes C3 H5 1.100(6) . . yes C3 H6 1.100(6) . . yes C3 H7 1.100(7) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.3(4) . . . yes C2 N1 H3 108.3(3) . . . yes H1 N1 H2 110.6(4) . . . yes H1 N1 H3 110.7(4) . . . yes H2 N1 H3 110.6(5) . . . yes C2 N1 H1 108.3(3) . . . yes O1 C1 C2 118.1(2) . . . yes O1 C1 O2 125.5(3) . . . yes O2 C1 C2 116.4(2) . . . yes C1 C2 C3 111.6(2) . . . no N1 C2 C1 111.84(17) . . . yes N1 C2 C3 109.7(2) . . . yes N1 C2 H4 107.7(3) . . . yes C1 C2 H4 105.3(4) . . . yes C3 C2 H4 110.6(3) . . . yes C2 C3 H5 110.1(4) . . . yes C2 C3 H6 110.1(4) . . . yes C2 C3 H7 110.1(4) . . . yes H5 C3 H6 108.9(5) . . . yes H5 C3 H7 108.8(5) . . . yes H6 C3 H7 108.9(5) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -14.1(3) . . . . no O1 C1 C2 C3 109.2(3) . . . . no O2 C1 C2 N1 165.9(3) . . . . no O2 C1 C2 C3 -70.8(3) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.038(6) 1.618(6) 2.635(5) 165.3(5) 2_654 yes N1 H2 O1 1.038(5) 2.233(6) 2.984(5) 127.8(4) 1_554 yes N1 H2 O2 1.038(5) 1.657(6) 2.661(6) 161.5(5) 1_554 yes N1 H3 O2 1.038(5) 1.742(6) 2.646(5) 143.0(4) 3_556 yes C2 H4 O1 1.100(5) 2.179(6) 3.153(4) 146.2(5) 3_456 yes C2 H4 N1 1.100(5) 2.619(6) 3.424(4) 129.4(4) 3_455 yes C3 H5 O1 1.100(6) 2.117(7) 3.198(6) 166.7(5) 1_455 yes C3 H6 O2 1.100(6) 2.424(7) 3.188(6) 125.3(4) 1_554 yes C3 H7 O2 1.100(7) 2.221(7) 3.137(6) 139.1(5) 2_554 yes data_alanine_9_87_GPa _database_code_depnum_ccdc_archive 'CCDC 762643' #TrackingRef 'all.cif' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 D7 N O2' _chemical_formula_structural ? _chemical_formula_sum 'C3 D7 N O2' _chemical_formula_iupac ? _chemical_formula_weight 96.11 _chemical_compound_source 'see text' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 5.2459(4) _cell_length_b 11.3088(8) _cell_length_c 5.4696(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 324.48(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_pressure 9.87(3) #GPa _cell_special_details ; Cell parameters included in refinement ; _exptl_crystal_description ' ?' _exptl_crystal_colour ' ?' _exptl_crystal_density_diffrn 1.967 _exptl_crystal_density_method 'Not Measured' _pd_spec_mounting 'TiZr Capsule' _pd_spec_mount_mode transmission _pd_char_particle_morphology Block _pd_char_colour Colourless _chemical_absolute_configuration rm _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; Calculated using custom ISIS software. ; _pd_instr_location 'ISIS, Rutherford Appleton Laboratory' _diffrn_ambient_temperature 298 _diffrn_source 'Pulsed neutron source' _diffrn_source_target ? _diffrn_radiation_type Neutron _diffrn_measurement_device_type 'HiPr/PEARL, ISIS' _diffrn_radiation_monochromator ? _diffrn_detector 'ZnS scintillator' _diffrn_detector_type custom _pd_meas_scan_method Time-of-flight _pd_meas_special_details ; Time of flight method using a pulsed neutron source ; # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec 12600 _pd_instr_dist_spec/detc 600 _pd_meas_2theta_fixed 90 _pd_proc_ls_profile_function ; Voigt function convoluted with a back-to-back double exponential. ; _pd_proc_ls_background_function 'Chebychev polynomial' _pd_proc_ls_pref_orient_corr ; Modelling of preferred orientation was found to be unnecessary. ; _pd_proc_ls_prof_R_factor 4.293 _pd_proc_ls_prof_wR_factor 3.444 _pd_proc_ls_prof_R_expected 3.025 _refine_ls_goodness_of_fit_all 1.139 _refine_ls_matrix_type sparse _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 59 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_diff_density_max ? _refine_diff_density_min ? _refine_ls_shift/su_max <0.001 _pd_proc_info_excluded_regions ; excluded short TOF region above ; _pd_proc_info_data_reduction ; Custom ISIS software ; _refine_special_details ; The data in this cif come from a Rietveld refinement against neutron powder data. Details of refinement are given in the paper. Checkcif alerts: 091_ALERT_1_A No Wavelength found in CIF - 0.71079 Ang Assumed ? TOF method used for data collection. 095_ALERT_1_A No Residual Density Maximum Given .............. ? 096_ALERT_1_A No Residual Density Minimum Given .............. ? Topas does not output these data. 201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 210_ALERT_3_B No Anisotropic ADP's Found in CIF .............. ? Constrained istropic model used for displacement parameters 432_ALERT_2_B Short Inter X...Y Contact O2 .. C2 .. 2.88 Ang. 413_ALERT_2_C Short Inter XH3 .. XHn H6 .. H7 .. 2.12 Ang. 415_ALERT_2_C Short Inter D-H..H-X H2 .. H4 .. 2.14 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H5 .. 2.11 Ang. 415_ALERT_2_C Short Inter D-H..H-X H3 .. H6 .. 2.10 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C1 .. 2.92 Ang. 432_ALERT_2_C Short Inter X...Y Contact C1 .. C3 .. 3.11 Ang. The molecule is being subjected to high pressures. Short contacts are to be expected 158_ALERT_4_C The Input Unitcell is NOT Standard/Reduced ..... ? No action: we used previous literature setting. 194_ALERT_1_C Missing _cell_measurement_reflns_used datum .... ? 195_ALERT_1_C Missing _cell_measurement_theta_max datum .... ? 196_ALERT_1_C Missing _cell_measurement_theta_min datum .... ? The cell dimensions were refined along with other parameters (Rietveld) 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 7 No action. 791_ALERT_4_G The Model has Chirality at C2 (Verify) .... S Correct. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uiso 0.7474(11) 0.0900(4) 0.5657(12) 1.000 0.0097(6) . . O2 O Uiso 0.3968(11) 0.1866(4) 0.6902(13) 1.000 0.0097(6) . . N1 N Uiso 0.6565(8) 0.1380(4) 0.0954(8) 1.000 0.0097(6) . . C1 C Uiso 0.5401(4) 0.1448(3) 0.5234(3) 1.000 0.0097(6) . . C2 C Uiso 0.4557(5) 0.1624(3) 0.2675(5) 1.000 0.0097(6) . . C3 C Uiso 0.2273(11) 0.0839(5) 0.2072(9) 1.000 0.0097(6) . . H1 D Uiso 0.7080(12) 0.0495(6) 0.1102(11) 1.000 0.0117(8) . . H2 D Uiso 0.5905(13) 0.1557(6) -0.0801(11) 1.000 0.0117(8) . . H3 D Uiso 0.8118(12) 0.1918(6) 0.1356(11) 1.000 0.0117(8) . . H4 D Uiso 0.4035(10) 0.2554(5) 0.2510(15) 1.000 0.0117(8) . . H5 D Uiso 0.0790(14) 0.0956(7) 0.3450(12) 1.000 0.0117(8) . . H6 D Uiso 0.1508(14) 0.1076(7) 0.0283(12) 1.000 0.0117(8) . . H7 D Uiso 0.2858(15) -0.0087(7) 0.2045(12) 1.000 0.0117(8) . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.273(6) . . yes O2 C1 1.273(7) . . yes N1 C2 1.439(5) . . yes N1 H2 1.040(8) . . yes N1 H3 1.040(8) . . yes N1 H1 1.040(8) . . yes C1 C2 1.482(3) . . no C2 C3 1.527(6) . . no C2 H4 1.091(7) . . yes C3 H5 1.091(9) . . yes C3 H6 1.091(8) . . yes C3 H7 1.091(10) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H2 108.9(5) . . . yes C2 N1 H3 108.8(5) . . . yes H1 N1 H2 110.1(6) . . . yes H1 N1 H3 110.1(6) . . . yes H2 N1 H3 110.1(6) . . . yes C2 N1 H1 108.9(5) . . . yes O1 C1 C2 119.5(3) . . . yes O1 C1 O2 123.7(4) . . . yes O2 C1 C2 116.8(4) . . . yes C1 C2 C3 111.1(3) . . . no N1 C2 C1 111.9(3) . . . yes N1 C2 C3 108.8(3) . . . yes N1 C2 H4 108.3(5) . . . yes C1 C2 H4 106.4(5) . . . yes C3 C2 H4 110.2(4) . . . yes C2 C3 H5 109.9(6) . . . yes C2 C3 H6 109.8(6) . . . yes C2 C3 H7 109.9(6) . . . yes H5 C3 H6 109.1(7) . . . yes H5 C3 H7 109.0(7) . . . yes H6 C3 H7 109.1(7) . . . yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -13.9(5) . . . . no O1 C1 C2 C3 107.9(4) . . . . no O2 C1 C2 N1 166.0(4) . . . . no O2 C1 C2 C3 -72.2(5) . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O1 1.040(8) 1.613(8) 2.632(6) 165.3(6) 2_654 yes N1 H2 O1 1.040(8) 2.232(9) 2.986(8) 127.9(6) 1_554 yes N1 H2 O2 1.040(8) 1.653(9) 2.659(8) 161.2(7) 1_554 yes N1 H3 O2 1.040(8) 1.731(9) 2.627(7) 141.5(6) 3_556 yes C2 H4 O1 1.091(7) 2.175(8) 3.141(6) 146.3(6) 3_456 yes C2 H4 N1 1.091(7) 2.593(8) 3.391(5) 129.4(5) 3_455 yes C3 H5 O1 1.091(9) 2.118(9) 3.192(8) 167.3(7) 1_455 yes C3 H6 O2 1.091(8) 2.426(10) 3.184(8) 125.4(6) 1_554 yes C3 H7 O2 1.091(10) 2.230(9) 3.129(7) 138.2(7) 2_554 yes