#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:58:40 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223668 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/27/7232735.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_7232735
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                   5.0694(10)
_cell_length_b                   13.492(6)
_cell_length_c                   7.403(4)
_cell_measurement_reflns_used    580
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      16.57
_cell_measurement_theta_min      2.75
_cell_volume                     506.3(4)
_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         1.26
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.665
_diffrn_measured_fraction_theta_max 0.658
_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  0.1208
_diffrn_reflns_av_unetI/netI     0.1399
_diffrn_reflns_Laue_measured_fraction_full 0.665
_diffrn_reflns_Laue_measured_fraction_max 0.658
_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       -8
_diffrn_reflns_number            2231
_diffrn_reflns_point_group_measured_fraction_full 0.631
_diffrn_reflns_point_group_measured_fraction_max 0.614
_diffrn_reflns_theta_full        16.666
_diffrn_reflns_theta_max         17.429
_diffrn_reflns_theta_min         2.110
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.7441
_exptl_absorpt_correction_T_min  0.2480
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1711 before and 0.0852 after correction. The Ratio of minimum to maximum transmission is 0.3333. The λ/2 correction factor is 0.0000.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.563
_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         0.480
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.122
_refine_ls_abs_structure_details
;
 Flack x determined using 104 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   2.5(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     33
_refine_ls_number_reflns         645
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.1390
_refine_ls_R_factor_gt           0.0879
_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)+(0.1388P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2063
_refine_ls_wR_factor_ref         0.2341
_reflns_Friedel_coverage         0.518
_reflns_Friedel_fraction_full    0.576
_reflns_Friedel_fraction_max     0.543
_reflns_number_gt                398
_reflns_number_total             645
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00388f5.cif
_cod_data_source_block           1_26GPa
_cod_depositor_comments
'Adding full bibliography for 7232730--7232750.cif.'
_cod_original_cell_volume        506.4(3)
_cod_database_code               7232735
_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   0.994
_shelx_estimated_absorpt_t_max   0.994
_shelx_res_file
;

    sample_a.res created by SHELXL-2014/7


TITL sample_a.res in P2(1)2(1)2(1)
REM Old TITL sample in P2(1)2(1)2(1)
REM SHELXT solution in P2(1)2(1)2(1)
REM R1 0.229, Rweak 0.191, Alpha 0.042, Orientation as input
REM Flack x = -0.635 ( 3.913 ) from Parsons' quotients
REM Formula found by SHELXT: C4 N O3
CELL 0.478 5.0694 13.492 7.4032 90 90 90
ZERR 4 0.001 0.0059 0.0036 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 0.0008 0.0007 6.1299
DISP H -0 0 0.6524
DISP N 0.0019 0.0014 9.1118
DISP O 0.0039 0.0027 13.5844
UNIT 16 36 4 12
OMIT 2 9 7
OMIT 4 3 6
OMIT 4 9 5
OMIT 5 4 5
OMIT 2 14 4
OMIT 5 3 4
OMIT 4 2 4
OMIT 3 12 3
OMIT 0 13 2
OMIT 5 9 2
OMIT 6 4 2
SIZE 0.1 0.1 0.1
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  2
TEMP 23
BOND $H
LIST 6
fmap 2
acta
OMIT 0 8 8
OMIT 1 6 7
OMIT 0 2 3
OMIT 5 2 1
OMIT 3 4 3
OMIT 5 8 2
OMIT 2 2 1
OMIT 5 1 1
OMIT 2 3 0
OMIT 6 2 0
OMIT 5 2 0
OMIT 6 1 0
OMIT 5 5 4
OMIT 5 7 3
OMIT 6 1 1
OMIT 6 0 1
OMIT 5 3 0
OMIT 3 3 0
OMIT 6 0 0
OMIT -5 1 1
OMIT -2 2 1
OMIT -5 2 1
OMIT -3 2 5
OMIT 3 6 5
OMIT 3 8 0
OMIT 2 8 4
OMIT -1 6 7
OMIT -1 7 1
OMIT -6 1 1
OMIT 3 7 3
OMIT 4 2 3
REM <olex2.extras>
REM <HklSrc "%.\\sample_a.hkl">
REM </olex2.extras>

WGHT    0.138800
FVAR       2.03383
C1    1    0.308849    0.499110    0.668848    11.00000    0.01474
O1    4    0.483719    0.562207    0.700326    11.00000    0.02671
O2    4    0.065842    0.511326    0.688670    11.00000    0.02364
C2    1    0.400900    0.399158    0.597560    11.00000    0.01011
AFIX  13
H4    2    0.268493    0.374925    0.511815    11.00000   -1.20000
AFIX   0
N1    3    0.657055    0.409925    0.498860    11.00000    0.02071
AFIX  33
H3    2    0.639442    0.454805    0.411584    11.00000   -1.50000
H1    2    0.781781    0.429455    0.575613    11.00000   -1.50000
H2    2    0.702222    0.351915    0.450704    11.00000   -1.50000
AFIX   0
C3    1    0.429702    0.323098    0.745781    11.00000    0.01629
AFIX  13
H5    2    0.552397    0.348270    0.837214    11.00000   -1.20000
AFIX   0
O3    4    0.545542    0.239532    0.657683    11.00000    0.02352
AFIX  83
H6    2    0.554105    0.192997    0.728688    11.00000   -1.50000
AFIX   0
C4    1    0.174791    0.294356    0.835933    11.00000    0.02542
AFIX  33
H8    2    0.099836    0.351300    0.894338    11.00000   -1.50000
H9    2    0.053756    0.269731    0.746871    11.00000   -1.50000
H7    2    0.208206    0.243706    0.924088    11.00000   -1.50000
AFIX   0
HKLF 4

REM  sample_a.res in P2(1)2(1)2(1)
REM R1 =  0.0879 for     398 Fo > 4sig(Fo)  and  0.1390 for all     645 data
REM     33 parameters refined using     17 restraints

END

WGHT      0.1320      0.0000

REM Highest difference peak  0.480,  deepest hole -0.479,  1-sigma level  0.122
Q1    1   0.4912  0.5764  0.6014  11.00000  0.05    0.48
Q2    1   0.5250  0.2119  0.5584  11.00000  0.05    0.47
;
_shelx_res_checksum              65886
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 0.3088(14) 0.4991(7) 0.6688(14) 0.0147(18) Uiso 1 1 d D .
O1 O 0.4837(10) 0.5622(5) 0.7003(11) 0.0267(18) Uiso 1 1 d D .
O2 O 0.0658(11) 0.5113(5) 0.6887(10) 0.0236(17) Uiso 1 1 d D .
C2 C 0.4009(14) 0.3992(6) 0.5976(12) 0.0101(19) Uiso 1 1 d D .
H4 H 0.2685 0.3749 0.5118 0.012 Uiso 1 1 calc R U
N1 N 0.6571(13) 0.4099(6) 0.4989(11) 0.0207(19) Uiso 1 1 d D .
H3 H 0.6394 0.4548 0.4116 0.031 Uiso 1 1 calc R U
H1 H 0.7818 0.4295 0.5756 0.031 Uiso 1 1 calc R U
H2 H 0.7022 0.3519 0.4507 0.031 Uiso 1 1 calc R U
C3 C 0.4297(16) 0.3231(7) 0.7458(12) 0.016(2) Uiso 1 1 d D .
H5 H 0.5524 0.3483 0.8372 0.020 Uiso 1 1 calc R U
O3 O 0.5455(11) 0.2395(5) 0.6577(10) 0.0235(18) Uiso 1 1 d D .
H6 H 0.5541 0.1930 0.7287 0.035 Uiso 1 1 calc R U
C4 C 0.1748(17) 0.2944(7) 0.8359(15) 0.025(2) Uiso 1 1 d D .
H8 H 0.0998 0.3513 0.8943 0.038 Uiso 1 1 calc R U
H9 H 0.0538 0.2697 0.7469 0.038 Uiso 1 1 calc R U
H7 H 0.2082 0.2437 0.9241 0.038 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 0.0008 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 0.0019 0.0014 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0039 0.0027 '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 125.9(9)
O1 C1 C2 116.8(7)
O2 C1 C2 117.3(8)
N1 C2 C3 109.7(6)
N1 C2 C1 110.4(7)
C3 C2 C1 112.3(8)
N1 C2 H4 108.1
C3 C2 H4 108.1
C1 C2 H4 108.1
C2 N1 H3 109.5
C2 N1 H1 109.5
H3 N1 H1 109.5
C2 N1 H2 109.5
H3 N1 H2 109.5
H1 N1 H2 109.5
O3 C3 C4 110.6(7)
O3 C3 C2 104.1(7)
C4 C3 C2 114.5(7)
O3 C3 H5 109.1
C4 C3 H5 109.1
C2 C3 H5 109.1
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 1.251(10)
C1 O2 1.252(9)
C1 C2 1.521(11)
C2 N1 1.497(10)
C2 C3 1.509(11)
C2 H4 0.9800
N1 H3 0.8900
N1 H1 0.8900
N1 H2 0.8900
C3 O3 1.429(10)
C3 C4 1.505(11)
C3 H5 0.9800
O3 H6 0.8200
C4 H8 0.9600
C4 H9 0.9600
C4 H7 0.9600
