#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:58:40 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223668 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/27/7232731.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_7232731
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_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                   4.9556(9)
_cell_length_b                   13.322(4)
_cell_length_c                   6.874(2)
_cell_measurement_reflns_used    951
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.294
_cell_measurement_theta_min      2.864
_cell_volume                     453.8(2)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_pressure         5.20
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.601
_diffrn_measured_fraction_theta_max 0.603
_diffrn_measurement_device_type  'Bruker-Nonius APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.478
_diffrn_reflns_av_R_equivalents  0.0692
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_Laue_measured_fraction_full 0.601
_diffrn_reflns_Laue_measured_fraction_max 0.603
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2295
_diffrn_reflns_point_group_measured_fraction_full 0.629
_diffrn_reflns_point_group_measured_fraction_max 0.628
_diffrn_reflns_theta_full        16.666
_diffrn_reflns_theta_max         17.444
_diffrn_reflns_theta_min         2.864
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.7441
_exptl_absorpt_correction_T_min  0.5990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1997 before and 0.0668 after correction.
The Ratio of minimum to maximum transmission is 0.8050.
The λ/2 correction factor is 0.0000.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.743
_exptl_crystal_description       blade
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Flack x determined using 181 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -8.6(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     33
_refine_ls_number_reflns         594
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0593
_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)+(0.0866P)²+0.3031P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1545
_reflns_Friedel_coverage         0.688
_reflns_Friedel_fraction_full    0.674
_reflns_Friedel_fraction_max     0.669
_reflns_number_gt                503
_reflns_number_total             594
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00388f5.cif
_cod_data_source_block           5_20GPa
_cod_depositor_comments
'Adding full bibliography for 7232730--7232750.cif.'
_cod_database_code               7232731
_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   0.993
_shelx_estimated_absorpt_t_max   0.993
_shelx_res_file
;

    sample5_a.res created by SHELXL-2014/7


TITL sample5_a.res in P2(1)2(1)2(1)
REM Old TITL sample5 in P2(1)2(1)2(1)
REM SHELXT solution in P2(1)2(1)2(1)
REM R1 0.194, Rweak 0.056, Alpha 0.022, Orientation as input
REM Flack x = -2.706 ( 1.495 ) from Parsons' quotients
REM Formula found by SHELXT: C4 O4
CELL 0.478 4.9556 13.3224 6.8742 90 90 90
ZERR 4 0.0009 0.0035 0.002 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H N O
DISP C 0.0007 0.0007 6.0032
DISP H -0 0 0.6514
DISP N 0.0018 0.0014 8.8625
DISP O 0.0037 0.0026 13.1381
UNIT 16 36 4 12
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  20
SIZE 0.1 0.1 0.1
TEMP 23
BOND $H
LIST 6
fmap 2
acta
OMIT 1 3 5
OMIT 4 2 4
OMIT 4 2 6
OMIT 5 1 0
OMIT 0 7 4
OMIT 0 2 4
OMIT -3 1 5
OMIT -1 2 1
OMIT -2 2 1
OMIT 0 3 5
OMIT 3 1 5
OMIT 4 9 0
OMIT 0 1 2
OMIT 3 3 3
OMIT -3 2 6
OMIT 4 0 5
OMIT -1 6 8
OMIT -2 4 7
OMIT 0 4 6
OMIT 0 6 8
OMIT 4 10 3
OMIT 2 6 0
OMIT 3 6 0
OMIT 0 13 5
OMIT 3 0 2
OMIT -4 11 2
OMIT -2 1 1
OMIT -1 9 1
OMIT -1 15 3
OMIT 3 8 0
OMIT 1 12 2
OMIT 1 1 0
OMIT -2 8 2
OMIT 0 6 3
OMIT -3 11 1
OMIT 1 8 3
OMIT 5 8 1
OMIT -2 10 1
OMIT -1 12 5
OMIT 4 5 1
OMIT -1 12 2
OMIT -1 9 2
OMIT 1 4 2
OMIT 1 9 2
OMIT 1 8 1
OMIT 1 6 4
OMIT -1 4 2
OMIT 1 14 4
OMIT -4 2 6
OMIT 4 5 0
OMIT -2 5 1
OMIT -1 -2 -4
REM <olex2.extras>
REM <HklSrc "%.\\sample5_a.hkl">
REM </olex2.extras>

WGHT    0.086600    0.303100
FVAR       2.33531
C1    1    0.318495    0.503960    0.646387    11.00000    0.01251
O1    4    0.503054    0.566364    0.678614    11.00000    0.01953
O2    4    0.069916    0.521219    0.661850    11.00000    0.02243
C2    1    0.404883    0.401494    0.583372    11.00000    0.01230
AFIX  13
H4    2    0.274304    0.376236    0.488153    11.00000   -1.20000
AFIX   0
N1    3    0.672689    0.406926    0.489445    11.00000    0.01661
AFIX  33
H2    2    0.723182    0.345762    0.452213    11.00000   -1.50000
H3    2    0.663679    0.446979    0.386030    11.00000   -1.50000
H1    2    0.792508    0.431308    0.573519    11.00000   -1.50000
AFIX   0
C3    1    0.420784    0.327326    0.751337    11.00000    0.01343
AFIX  13
H5    2    0.529041    0.355844    0.857065    11.00000   -1.20000
AFIX   0
O3    4    0.554685    0.242172    0.671571    11.00000    0.01933
AFIX  83
H6    2    0.557126    0.196833    0.752227    11.00000   -1.50000
AFIX   0
C4    1    0.148469    0.297883    0.826425    11.00000    0.02116
AFIX  33
H8    2    0.059949    0.355752    0.879834    11.00000   -1.50000
H9    2    0.042160    0.271190    0.721767    11.00000   -1.50000
H7    2    0.168683    0.247827    0.925822    11.00000   -1.50000
AFIX   0
HKLF 4

REM  sample5_a.res in P2(1)2(1)2(1)
REM R1 =  0.0593 for     503 Fo > 4sig(Fo)  and  0.0748 for all     594 data
REM     33 parameters refined using     17 restraints

END

WGHT      0.0866      0.3031

REM Highest difference peak  0.378,  deepest hole -0.251,  1-sigma level  0.066
Q1    1   0.0748  0.5410  0.5912  11.00000  0.05    0.38
Q2    1   0.0677  0.5070  0.7335  11.00000  0.05    0.33
Q3    1   0.4718  0.5519  0.7524  11.00000  0.05    0.27
Q4    1   0.6805  0.4130  0.3479  11.00000  0.05    0.24
Q5    1   0.5466  0.5804  0.5931  11.00000  0.05    0.22
Q6    1   0.4703  0.5850  0.5540  11.00000  0.05    0.22
Q7    1   0.6768  0.3575  0.5860  11.00000  0.05    0.21
Q8    1   0.6803  0.5036  0.6779  11.00000  0.05    0.20
Q9    1   0.4904  0.2187  0.6189  11.00000  0.05    0.20
Q10   1   0.6721  0.3177  0.5407  11.00000  0.05    0.20
Q11   1   0.6600  0.2760  0.6919  11.00000  0.05    0.18
Q12   1   0.2060  0.2794  0.9680  11.00000  0.05    0.17
Q13   1  -0.1274  0.2351  0.6170  11.00000  0.05    0.17
Q14   1   0.3420  0.3750  0.6782  11.00000  0.05    0.17
Q15   1   0.2814  0.3253  0.4978  11.00000  0.05    0.17
Q16   1   0.0160  0.3741  0.6764  11.00000  0.05    0.17
Q17   1  -0.1459  0.4257  0.9294  11.00000  0.05    0.17
Q18   1   0.7544  0.5801  0.6558  11.00000  0.05    0.17
Q19   1   0.0552  0.4453  0.8416  11.00000  0.05    0.16
Q20   1   0.1488  0.5974  0.5203  11.00000  0.05    0.16
;
_shelx_res_checksum              71432
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 0.3185(9) 0.5040(4) 0.6464(8) 0.0125(11) Uiso 1 1 d D .
O1 O 0.5031(7) 0.5664(3) 0.6786(6) 0.0195(10) Uiso 1 1 d D .
O2 O 0.0699(7) 0.5212(3) 0.6619(7) 0.0224(10) Uiso 1 1 d D .
C2 C 0.4049(10) 0.4015(4) 0.5834(8) 0.0123(12) Uiso 1 1 d D .
H4 H 0.2743 0.3762 0.4882 0.015 Uiso 1 1 calc R U
N1 N 0.6727(9) 0.4069(4) 0.4894(6) 0.0166(12) Uiso 1 1 d D .
H2 H 0.7232 0.3458 0.4522 0.025 Uiso 1 1 calc R U
H3 H 0.6637 0.4470 0.3860 0.025 Uiso 1 1 calc R U
H1 H 0.7925 0.4313 0.5735 0.025 Uiso 1 1 calc R U
C3 C 0.4208(10) 0.3273(5) 0.7513(8) 0.0134(12) Uiso 1 1 d D .
H5 H 0.5290 0.3558 0.8571 0.016 Uiso 1 1 calc R U
O3 O 0.5547(7) 0.2422(3) 0.6716(7) 0.0193(10) Uiso 1 1 d D .
H6 H 0.5571 0.1968 0.7522 0.029 Uiso 1 1 calc R U
C4 C 0.1485(10) 0.2979(5) 0.8264(10) 0.0212(14) Uiso 1 1 d D .
H8 H 0.0599 0.3558 0.8798 0.032 Uiso 1 1 calc R U
H9 H 0.0422 0.2712 0.7218 0.032 Uiso 1 1 calc R U
H7 H 0.1687 0.2478 0.9258 0.032 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 0.0007 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 0.0018 0.0014 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0037 0.0026 '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 125.3(5)
O1 C1 C2 116.6(4)
O2 C1 C2 118.2(5)
N1 C2 C1 109.8(4)
N1 C2 C3 108.5(4)
C1 C2 C3 112.8(5)
N1 C2 H4 108.5
C1 C2 H4 108.5
C3 C2 H4 108.5
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 110.1(5)
O3 C3 C2 104.4(4)
C4 C3 C2 112.6(5)
O3 C3 H5 109.8
C4 C3 H5 109.8
C2 C3 H5 109.8
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 1.256(6)
C1 O2 1.258(6)
C1 C2 1.495(7)
C2 N1 1.478(7)
C2 C3 1.522(7)
C2 H4 0.9800
N1 H2 0.8900
N1 H3 0.8900
N1 H1 0.8900
C3 O3 1.424(7)
C3 C4 1.497(7)
C3 H5 0.9800
O3 H6 0.8200
C4 H8 0.9600
C4 H9 0.9600
C4 H7 0.9600
