#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:58:40 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223668 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/27/7232743.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_7232743
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
_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                   4.768(4)
_cell_length_b                   12.883(10)
_cell_length_c                   6.353(7)
_cell_measurement_reflns_used    920
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      18.02
_cell_measurement_theta_min      3.18
_cell_volume                     390.2(6)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_pressure         17.05
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.436
_diffrn_measured_fraction_theta_max 0.428
_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  0.0699
_diffrn_reflns_av_unetI/netI     0.1106
_diffrn_reflns_Laue_measured_fraction_full 0.436
_diffrn_reflns_Laue_measured_fraction_max 0.428
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            1101
_diffrn_reflns_point_group_measured_fraction_full 0.430
_diffrn_reflns_point_group_measured_fraction_max 0.419
_diffrn_reflns_theta_full        17.311
_diffrn_reflns_theta_max         18.110
_diffrn_reflns_theta_min         3.179
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7442
_exptl_absorpt_correction_T_min  0.4083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Sheldrick, 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.028
_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         0.314
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
;
 Flack x determined using 54 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   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     33
_refine_ls_number_reflns         331
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.1161
_refine_ls_R_factor_gt           0.0862
_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)+(0.1253P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2167
_refine_ls_wR_factor_ref         0.2282
_reflns_Friedel_coverage         0.576
_reflns_Friedel_fraction_full    0.419
_reflns_Friedel_fraction_max     0.405
_reflns_number_gt                208
_reflns_number_total             331
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00388f5.cif
_cod_data_source_block           17_05GPa
_cod_depositor_comments
'Adding full bibliography for 7232730--7232750.cif.'
_cod_database_code               7232743
_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
;

    THRE11.res created by SHELXL-2014/7


TITL THRE11 in P2(1)2(1)2(1)
CELL 0.49594   4.76770  12.88340   6.35270  90.0000  90.0000  90.0000
ZERR    4.00   0.00400   0.00980   0.00670   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 10 3
OMIT 2 11 2
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
TEMP 25
BOND $H
ACTA
LIST 6
fmap 2
REM EXTI    0.000000
WGHT    0.125300
FVAR       0.66303
C1    1    0.343598    0.508601    0.624313    11.00000    0.02873
O1    4    0.534988    0.571857    0.632516    11.00000    0.02410
O2    4    0.090686    0.525949    0.663312    11.00000    0.02749
C2    1    0.428067    0.398841    0.573273    11.00000    0.02188
AFIX  13
H4    2    0.298510    0.370833    0.467835    11.00000   -1.20000
AFIX   0
N1    3    0.713102    0.402743    0.482165    11.00000    0.02546
AFIX  33
H2    2    0.769055    0.338745    0.450243    11.00000   -1.50000
H3    2    0.711044    0.441428    0.366105    11.00000   -1.50000
H1    2    0.830852    0.430405    0.575282    11.00000   -1.50000
AFIX   0
C3    1    0.426580    0.328069    0.765488    11.00000    0.02926
AFIX  13
H5    2    0.511184    0.361198    0.888988    11.00000   -1.20000
AFIX   0
O3    4    0.586384    0.241083    0.693173    11.00000    0.02561
AFIX  83
H6    2    0.565347    0.192267    0.774482    11.00000   -1.50000
AFIX   0
C4    1    0.138141    0.289066    0.808803    11.00000    0.03340
AFIX  33
H8    2    0.023106    0.345211    0.857979    11.00000   -1.50000
H9    2    0.059314    0.261002    0.681928    11.00000   -1.50000
H7    2    0.146131    0.235852    0.914415    11.00000   -1.50000
AFIX   0
HKLF 4

REM  THRE11 in P2(1)2(1)2(1)
REM R1 =  0.0862 for     208 Fo > 4sig(Fo)  and  0.1161 for all     331 data
REM     33 parameters refined using     17 restraints

END

WGHT      0.1242      0.0000

REM Highest difference peak  0.314,  deepest hole -0.337,  1-sigma level  0.085
Q1    1   0.6362  0.5992  0.5002  11.00000  0.05    0.31
Q2    1   0.7372  0.6401  0.6278  11.00000  0.05    0.30
Q3    1  -0.0416  0.3496  0.7588  11.00000  0.05    0.29
Q4    1   0.8700  0.3368  0.5906  11.00000  0.05    0.24
Q5    1   0.1970  0.5212  0.6402  11.00000  0.05    0.23
;
_shelx_res_checksum              57950
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 0.3436(18) 0.5086(10) 0.624(5) 0.029(3) Uiso 1 1 d D .
O1 O 0.5350(13) 0.5719(7) 0.633(3) 0.024(2) Uiso 1 1 d D .
O2 O 0.0907(14) 0.5259(7) 0.663(3) 0.027(2) Uiso 1 1 d D .
C2 C 0.428(2) 0.3988(9) 0.573(4) 0.022(3) Uiso 1 1 d D .
H4 H 0.2985 0.3708 0.4678 0.026 Uiso 1 1 calc R U
N1 N 0.7131(16) 0.4027(7) 0.482(3) 0.025(3) Uiso 1 1 d D .
H2 H 0.7691 0.3387 0.4502 0.038 Uiso 1 1 calc R U
H3 H 0.7110 0.4414 0.3661 0.038 Uiso 1 1 calc R U
H1 H 0.8309 0.4304 0.5753 0.038 Uiso 1 1 calc R U
C3 C 0.427(2) 0.3281(11) 0.765(3) 0.029(4) Uiso 1 1 d D .
H5 H 0.5112 0.3612 0.8890 0.035 Uiso 1 1 calc R U
O3 O 0.5864(14) 0.2411(7) 0.693(3) 0.026(3) Uiso 1 1 d D .
H6 H 0.5653 0.1923 0.7745 0.038 Uiso 1 1 calc R U
C4 C 0.138(2) 0.2891(12) 0.809(4) 0.033(4) Uiso 1 1 d D .
H8 H 0.0231 0.3452 0.8580 0.050 Uiso 1 1 calc R U
H9 H 0.0593 0.2610 0.6819 0.050 Uiso 1 1 calc R U
H7 H 0.1461 0.2359 0.9144 0.050 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 126.2(13)
O1 C1 C2 115.8(9)
O2 C1 C2 117.9(9)
N1 C2 C1 107.4(9)
N1 C2 C3 109.8(11)
C1 C2 C3 112.8(17)
N1 C2 H4 108.9
C1 C2 H4 108.9
C3 C2 H4 108.9
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 106.7(11)
O3 C3 C2 102.1(14)
C4 C3 C2 110.7(13)
O3 C3 H5 112.3
C4 C3 H5 112.3
C2 C3 H5 112.3
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 1.225(12)
C1 O2 1.251(12)
C1 C2 1.506(15)
C2 N1 1.478(14)
C2 C3 1.524(19)
C2 H4 0.9800
N1 H2 0.8900
N1 H3 0.8900
N1 H1 0.8900
C3 O3 1.431(15)
C3 C4 1.490(14)
C3 H5 0.9800
O3 H6 0.8200
C4 H8 0.9600
C4 H9 0.9600
C4 H7 0.9600
