The effect of amino acid backbone length on molecular packing: crystalline tartrates of glycine, β-alanine, γ-aminobutyric acid (GABA) and <small>DL</small>-α-aminobutyric acid (AABA)
Losev, Evgeniy; Boldyreva, Elena; Acta Crystallographica Section C 74 (2018) –; doi:10.1107/S2053229617017909

data_2020947
_publ_section_title
;
 The effect of amino acid backbone length on molecular packing:
 crystalline tartrates of glycine, \b-alanine, \g-aminobutyric acid (GABA)
 and <small>DL</small>-\a-aminobutyric acid (AABA)
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229617017909
_journal_volume                  74
_journal_year                    2018
_chemical_formula_moiety         'C4 H5.5 O6, C4 H9.5 N O2'
_chemical_formula_sum            'C8 H15 N O8'
_chemical_formula_weight         253.21
_chemical_name_common
'DL-2-aminobutyric acid-DL-tartaric acid (1:1)'
_chemical_name_systematic
'DL-2-aminobutyric acid-DL-tartaric acid (1:1)'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-11-17
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                103.464(6)
_cell_angle_beta                 94.310(5)
_cell_angle_gamma                99.766(5)
_cell_formula_units_Z            2
_cell_length_a                   4.9336(2)
_cell_length_b                   10.0324(7)
_cell_length_c                   11.3232(7)
_cell_measurement_reflns_used    3350
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.0020
_cell_measurement_theta_min      1.8560
_cell_volume                     533.29(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3457
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -74.00  -32.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0467  178.0000  120.0000 42

  2 omega   62.00   96.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0467  178.0000 -120.0000 34

  3 omega   37.00  106.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0467  -19.0000 -150.0000 69

  4 omega  -68.00  -33.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0467  -19.0000 -150.0000 35

  5 omega   60.00  128.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0467  178.0000  150.0000 68

  6 omega  -77.00   25.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.5155  -57.0000   90.0000 102

  7 omega -118.00  -80.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.5155  -99.0000  -60.0000 38

  8 omega -131.00   12.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.5155  -77.0000    0.0000 143

  9 omega -119.00    9.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.5155  -37.0000 -150.0000 128

 10 omega  -68.00   46.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.5155   57.0000  -90.0000 114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0341709000
_diffrn_orient_matrix_UB_12      0.0264916000
_diffrn_orient_matrix_UB_13      -0.0509771000
_diffrn_orient_matrix_UB_21      -0.0047826000
_diffrn_orient_matrix_UB_22      0.0683672000
_diffrn_orient_matrix_UB_23      0.0339990000
_diffrn_orient_matrix_UB_31      0.1428288000
_diffrn_orient_matrix_UB_32      0.0106591000
_diffrn_orient_matrix_UB_33      0.0213184000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6684
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.356
_diffrn_reflns_theta_min         1.863
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, Agilent Technologies,'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_description       block
_exptl_crystal_F_000             268
_exptl_crystal_recrystallization_method 'antisolvent crystallization'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.048
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2175
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.1373P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0855
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1874
_reflns_number_total             2175
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            sk3677sup7.cif
_cod_data_source_block           DL-AABA_DL-tart_(V)
_cod_database_code               2020947
_shelx_shelxl_version_number     2017/1
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All N(H,H,H) groups
2. Rigid bond restraints
 N1A, C6, C7A, C8A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
N1A \\sim C6 \\sim C7A \\sim C8A: within 2A with sigma of 0.002 and sigma for
terminal atoms of 0.004
4. Others
 Sof(N1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(H8AC)=
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=1-FVAR(1)
 Sof(N1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=
 Sof(H8B)=Sof(H8C)=FVAR(1)
 Fixed Sof: H8(0.5) H6(0.5)
5.a Ternary CH refined with riding coordinates:
 C3(H3A), C2(H2), C6(H6A)
5.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C7A(H7AA,H7AB)
5.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C8(H8A,H8B,H8C), N1A(H1AA,H1AB,H1AC), C8A(H8AA,H8AB,H8AC)
5.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O8(H8), O3(H3), O6(H6), O1(H1)
;
_shelx_res_checksum              57810
_shelx_hkl_checksum              96246
_olex2_exptl_crystal_mounting_method 'MiTiGen microloop, cryo-oi'
_olex2_submission_special_instructions 'No special instructions were received'