#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:58:40 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223668 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/27/7232742.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7232742
loop_
_publ_author_name
'Giordano, Nico'
'Beavers, Christine M.'
'Kamenev, Konstantin V.'
'Marshall, William G.'
'Moggach, Stephen A.'
'Patterson, Simon D.'
'Teat, Simon J.'
'Warren, John E.'
'Wood, Peter A.'
'Parsons, Simon'
_publ_section_title
;
 High-pressure polymorphism in l-threonine between ambient pressure and 22
 GPa
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              4444
_journal_paper_doi               10.1039/C9CE00388F
_journal_volume                  21
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_sum            'C4 H9 N O3'
_chemical_formula_weight         119.12
_chemical_name_common            L-threonine
_chemical_name_systematic        '(2S,3R)-2-amino-3-hydroxybutanoic acid'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-03-15 deposited with the CCDC.    2019-05-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.799(2)
_cell_length_b                   12.972(5)
_cell_length_c                   6.432(3)
_cell_measurement_reflns_used    1242
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      16.37
_cell_measurement_theta_min      3.16
_cell_volume                     400.4(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_pressure         13.94
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.481
_diffrn_measured_fraction_theta_max 0.482
_diffrn_measurement_device_type  'Perkin-Elmer a-Si Detector'
_diffrn_measurement_method       'φ shutterless scan'
_diffrn_radiation_monochromator  silicon(111)
_diffrn_radiation_source         'Advanced Light Source Beamline 12.2.2'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.49594
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 0.481
_diffrn_reflns_Laue_measured_fraction_max 0.482
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_number            737
_diffrn_reflns_point_group_measured_fraction_full 0.454
_diffrn_reflns_point_group_measured_fraction_max 0.455
_diffrn_reflns_theta_full        16.352
_diffrn_reflns_theta_max         16.352
_diffrn_reflns_theta_min         3.159
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7440
_exptl_absorpt_correction_T_min  0.5285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Sheldrick, 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_description       blade
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details
;
 Flack x determined using 72 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     33
_refine_ls_number_reflns         281
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0546
_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/[σ²(Fo²)+(0.0989P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1368
_refine_ls_wR_factor_ref         0.1401
_reflns_Friedel_coverage         0.487
_reflns_Friedel_fraction_full    0.407
_reflns_Friedel_fraction_max     0.407
_reflns_number_gt                249
_reflns_number_total             281
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00388f5.cif
_cod_data_source_block           13_94GPa
_cod_depositor_comments
'Adding full bibliography for 7232730--7232750.cif.'
_cod_database_code               7232742
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.995
_shelx_estimated_absorpt_t_max   0.997
_shelx_res_file
;

    THRE08.res created by SHELXL-2014/7


TITL test_8 in P2(1)2(1)2(1)
CELL 0.49594   4.79850  12.97230   6.43220  90.0000  90.0000  90.0000
ZERR    4.00   0.00200   0.00490   0.00320   0.0000   0.0000   0.0000
LATT -1
SYMM 1/2-X, -Y, 1/2+Z
SYMM -X, 1/2+Y, 1/2-Z
SYMM 1/2+X, 1/2-Y, -Z
SFAC C H N O
DISP $C  0.00086  0.00074  6.27610!source kissel
DISP $H -0.00003  0.00000  0.65340!source kissel
DISP $N  0.00207  0.00152  9.39816!source kissel
DISP $O  0.00413  0.00279 14.09704!source kissel
UNIT 16 36 4 12
OMIT 4 6 3
OMIT 0 7 1
DFIX 1.241 C1 O1
DFIX 1.249 C1 O2
DFIX 1.536 C1 C2
DFIX 1.489 C2 N1
DFIX 1.53 C2 C3
DFIX 1.424 C3 O3
DFIX 1.513 C3 C4
DFIX 2.229 0.04 O1 O2
DFIX 2.368 0.04 O1 C2
DFIX 2.37 0.04 O2 C2
DFIX 2.477 0.04 C1 N1
DFIX 2.553 0.04 C1 C3
DFIX 2.453 0.04 N1 C3
DFIX 2.332 0.04 C2 O3
DFIX 2.543 0.04 C2 C4
DFIX 2.332 0.04 O3 C2
DFIX 2.421 0.04 O3 C4
RIGU
L.S. 10
PLAN 5
SIZE 0.04 0.05 0.06 !colourless blade
ACTA
TEMP 25
BOND $H
LIST 6
fmap 2
REM EXTI    0.000000
WGHT    0.098900
FVAR       0.59567
C1    1    0.336195    0.507697    0.632209    11.00000    0.02424
O1    4    0.524059    0.571031    0.644246    11.00000    0.02483
O2    4    0.081375    0.525920    0.658885    11.00000    0.02928
C2    1    0.420618    0.399673    0.571400    11.00000    0.02025
AFIX  13
H4    2    0.290495    0.373422    0.466582    11.00000   -1.20000
AFIX   0
N1    3    0.701502    0.404037    0.482132    11.00000    0.02342
AFIX  33
H2    2    0.754883    0.340922    0.445295    11.00000   -1.50000
H3    2    0.700544    0.444764    0.370784    11.00000   -1.50000
H1    2    0.819587    0.429074    0.576128    11.00000   -1.50000
AFIX   0
C3    1    0.419852    0.328078    0.757901    11.00000    0.02519
AFIX  13
H5    2    0.510814    0.361046    0.877012    11.00000   -1.20000
AFIX   0
O3    4    0.577038    0.242532    0.689078    11.00000    0.02385
AFIX  83
H6    2    0.555704    0.194333    0.770008    11.00000   -1.50000
AFIX   0
C4    1    0.135311    0.292005    0.815724    11.00000    0.02816
AFIX  33
H8    2    0.026403    0.349527    0.862797    11.00000   -1.50000
H9    2    0.047367    0.261437    0.696683    11.00000   -1.50000
H7    2    0.148892    0.241815    0.924934    11.00000   -1.50000
AFIX   0
HKLF 4

REM  test_8 in P2(1)2(1)2(1)
REM R1 =  0.0546 for     249 Fo > 4sig(Fo)  and  0.0602 for all     281 data
REM     33 parameters refined using     17 restraints

END

WGHT      0.0983      0.0000

REM Highest difference peak  0.251,  deepest hole -0.233,  1-sigma level  0.061
Q1    1   0.8828  0.4599  0.5126  11.00000  0.05    0.25
Q2    1   0.2036  0.5239  0.6518  11.00000  0.05    0.20
Q3    1   0.5764  0.5741  0.5775  11.00000  0.05    0.19
Q4    1   0.4126  0.5811  0.7043  11.00000  0.05    0.18
Q5    1   0.6039  0.5681  0.6245  11.00000  0.05    0.18
;
_shelx_res_checksum              45529
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.3362(11) 0.5077(6) 0.632(3) 0.024(2) Uiso 1 1 d D .
O1 O 0.5241(9) 0.5710(4) 0.644(2) 0.0248(16) Uiso 1 1 d D .
O2 O 0.0814(9) 0.5259(4) 0.659(2) 0.0293(16) Uiso 1 1 d D .
C2 C 0.4206(12) 0.3997(5) 0.571(2) 0.0203(18) Uiso 1 1 d D .
H4 H 0.2905 0.3734 0.4666 0.024 Uiso 1 1 calc R U
N1 N 0.7015(11) 0.4040(4) 0.4821(18) 0.0234(18) Uiso 1 1 d D .
H2 H 0.7549 0.3409 0.4453 0.035 Uiso 1 1 calc R U
H3 H 0.7005 0.4448 0.3708 0.035 Uiso 1 1 calc R U
H1 H 0.8196 0.4291 0.5761 0.035 Uiso 1 1 calc R U
C3 C 0.4199(13) 0.3281(6) 0.758(2) 0.025(2) Uiso 1 1 d D .
H5 H 0.5108 0.3610 0.8770 0.030 Uiso 1 1 calc R U
O3 O 0.5770(8) 0.2425(3) 0.6891(18) 0.0239(16) Uiso 1 1 d D .
H6 H 0.5557 0.1943 0.7700 0.036 Uiso 1 1 calc R U
C4 C 0.1353(12) 0.2920(6) 0.816(3) 0.028(2) Uiso 1 1 d D .
H8 H 0.0264 0.3495 0.8628 0.042 Uiso 1 1 calc R U
H9 H 0.0474 0.2614 0.6967 0.042 Uiso 1 1 calc R U
H7 H 0.1489 0.2418 0.9249 0.042 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0009 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0021 0.0015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0041 0.0028 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 C1 O2 125.6(8)
O1 C1 C2 116.3(6)
O2 C1 C2 118.1(6)
N1 C2 C1 108.2(5)
N1 C2 C3 109.6(7)
C1 C2 C3 111.3(11)
N1 C2 H4 109.3
C1 C2 H4 109.3
C3 C2 H4 109.3
C2 N1 H2 109.5
C2 N1 H3 109.5
H2 N1 H3 109.5
C2 N1 H1 109.5
H2 N1 H1 109.5
H3 N1 H1 109.5
O3 C3 C4 108.7(7)
O3 C3 C2 103.4(9)
C4 C3 C2 113.1(8)
O3 C3 H5 110.5
C4 C3 H5 110.5
C2 C3 H5 110.5
C3 O3 H6 109.5
C3 C4 H8 109.5
C3 C4 H9 109.5
H8 C4 H9 109.5
C3 C4 H7 109.5
H8 C4 H7 109.5
H9 C4 H7 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.222(8)
C1 O2 1.257(7)
C1 C2 1.510(10)
C2 N1 1.466(10)
C2 C3 1.517(15)
C2 H4 0.9800
N1 H2 0.8900
N1 H3 0.8900
N1 H1 0.8900
C3 O3 1.413(9)
C3 C4 1.490(10)
C3 H5 0.9800
O3 H6 0.8200
C4 H8 0.9600
C4 H9 0.9600
C4 H7 0.9600
