#------------------------------------------------------------------------------
#$Date: 2021-06-05 20:15:58 +0200 (Sat 05 de Jun de 2021) $
#$Revision: 265977 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/25/7242510.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_7242510
loop_
_publ_author_name
'Yang, Jingxiang'
'Hu, Chunhua T.'
'Reiter, Ethan'
'Kahr, Bart'
_publ_section_title
;
 Ambient l-lactic acid crystal polymorphism
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              2644
_journal_page_last               2647
_journal_paper_doi               10.1039/D1CE00285F
_journal_volume                  23
_journal_year                    2021
_chemical_absolute_configuration rm
_chemical_formula_sum            'C3 H6 O3'
_chemical_formula_weight         90.08
_chemical_properties_physical    Hygroscopic
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-02-10 deposited with the CCDC.	2021-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.4954(4)
_cell_length_b                   8.4298(5)
_cell_length_c                   9.3517(6)
_cell_measurement_reflns_used    5150
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      2.42
_cell_volume                     433.22(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0108
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6736
_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         28.251
_diffrn_reflns_theta_min         3.254
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_description       block
_exptl_crystal_F_000             192
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.360
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 417 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         1081
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0253
_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)+(0.0527P)²+0.0306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0708
_reflns_Friedel_coverage         0.645
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1072
_reflns_number_total             1081
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00285f2.cif
_cod_data_source_block           20bek1h
_cod_depositor_comments
'Adding full bibliography for 7242509--7242511.cif.'
_cod_database_code               7242510
_shelx_shelxl_version_number     2018/3
_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   0.935
_shelx_estimated_absorpt_t_max   0.956
_shelx_res_file
;
TITL 20bek1h in P2(1)2(1)2(1)
    20bek1h.res
    created by SHELXL-2018/3 at 14:08:49 on 07-Feb-2020
CELL 0.71073   5.49540   8.42980   9.35170  90.0000  90.0000  90.0000
ZERR    4.00   0.00040   0.00050   0.00060   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 O
UNIT 12 24 12
TEMP -173.150
SIZE 0.36 0.41 0.54
L.S. 10
ACTA
BOND $H
HTAB
LIST 4
FMAP 2
PLAN -20

DFIX 0.84 0.01 O2 H2O O3 H3O

WGHT    0.052700    0.030600
FVAR       0.63968
O1    3    0.129921    0.404257    0.680514    11.00000    0.01642    0.02860 =
         0.02402   -0.01109    0.00275   -0.00521
O2    3    0.383628    0.572289    0.790042    11.00000    0.01713    0.02178 =
         0.01856   -0.00866    0.00222   -0.00300
H2O   2    0.262798    0.592949    0.840420    11.00000    0.04612
O3    3    0.446778    0.337816    0.477456    11.00000    0.01678    0.01533 =
         0.01458   -0.00409   -0.00233    0.00406
H3O   2    0.551223    0.269375    0.452904    11.00000    0.03721
C1    1    0.326356    0.468213    0.689627    11.00000    0.01490    0.01330 =
         0.01344   -0.00079   -0.00069    0.00161
C2    1    0.538226    0.436376    0.589101    11.00000    0.01323    0.01419 =
         0.01391   -0.00157   -0.00077    0.00110
AFIX  13
H2    2    0.666127    0.376323    0.642535    11.00000   -1.20000
AFIX   0
C3    1    0.650938    0.588313    0.530794    11.00000    0.02256    0.01762 =
         0.02244   -0.00044    0.00492   -0.00341
AFIX 137
H3A   2    0.784976    0.561560    0.466016    11.00000   -1.50000
H3B   2    0.713137    0.652334    0.610263    11.00000   -1.50000
H3C   2    0.527197    0.648770    0.478598    11.00000   -1.50000
AFIX   0
HKLF 4




REM  20bek1h in P2(1)2(1)2(1)
REM wR2 = 0.0708, GooF = S = 1.059, Restrained GooF = 1.058 for all data
REM R1 = 0.0253 for 1072 Fo > 4sig(Fo) and 0.0254 for all 1081 data
REM 64 parameters refined using 2 restraints

END

WGHT      0.0459      0.0439

REM Instructions for potential hydrogen bonds
EQIV $1 -x+1/2, -y+1, z+1/2
HTAB O2 O3_$1
EQIV $2 x+1/2, -y+1/2, -z+1
HTAB O3 O1_$2
HTAB O3 O3_$2
EQIV $3 x+1, y, z
HTAB C2 O1_$3
EQIV $4 -x+1, y-1/2, -z+3/2
HTAB C2 O2_$4
HTAB C2 O3_$2

REM Highest difference peak  0.287,  deepest hole -0.193,  1-sigma level  0.039
Q1    1   0.4297  0.4525  0.6392  11.00000  0.05    0.29
Q2    1   0.5849  0.5106  0.5565  11.00000  0.05    0.16
Q3    1   0.6066  0.3975  0.6312  11.00000  0.05    0.11
Q4    1   0.2360  0.3914  0.7125  11.00000  0.05    0.11
Q5    1   0.7532  0.7821  0.4548  11.00000  0.05    0.10
Q6    1   0.6117  0.6337  0.9311  11.00000  0.05    0.10
Q7    1   0.5679  0.6970  0.5373  11.00000  0.05    0.09
Q8    1   0.6341  0.7988  0.5215  11.00000  0.05    0.09
Q9    1   0.3925  0.5011  0.7778  11.00000  0.05    0.09
Q10   1   0.7940  0.6750  0.7435  11.00000  0.05    0.08
Q11   1   0.5620  0.6557  0.4189  11.00000  0.05    0.08
Q12   1   0.6582  0.3034  0.7017  11.00000  0.05    0.08
Q13   1   0.0349  0.4002  0.7598  11.00000  0.05    0.08
Q14   1   0.3133  0.3225  0.5157  11.00000  0.05    0.08
Q15   1   0.0814  0.3444  0.6156  11.00000  0.05    0.08
Q16   1   1.0755  0.6694  0.4366  11.00000  0.05    0.07
Q17   1  -0.1398  0.3480  0.7739  11.00000  0.05    0.07
Q18   1   0.4637  0.6222  0.3842  11.00000  0.05    0.07
Q19   1   0.1328  0.2863  0.7058  11.00000  0.05    0.07
Q20   1   0.4937  0.3875  0.5364  11.00000  0.05    0.07
;
_shelx_res_checksum              93827
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.12992(16) 0.40426(11) 0.68051(10) 0.0230(2) Uani 1 1 d . . . . .
O2 O 0.38363(15) 0.57229(10) 0.79004(9) 0.0192(2) Uani 1 1 d D . . . .
H2O H 0.263(3) 0.593(2) 0.840(2) 0.046(6) Uiso 1 1 d D . . . .
O3 O 0.44678(15) 0.33782(9) 0.47746(8) 0.0156(2) Uani 1 1 d D . . . .
H3O H 0.551(3) 0.2694(19) 0.453(2) 0.037(5) Uiso 1 1 d D . . . .
C1 C 0.3264(2) 0.46821(12) 0.68963(10) 0.0139(2) Uani 1 1 d . . . . .
C2 C 0.53823(19) 0.43638(13) 0.58910(11) 0.0138(2) Uani 1 1 d . . . . .
H2 H 0.666127 0.376323 0.642535 0.017 Uiso 1 1 calc R U . . .
C3 C 0.6509(2) 0.58831(13) 0.53079(13) 0.0209(2) Uani 1 1 d . . . . .
H3A H 0.784976 0.561560 0.466016 0.031 Uiso 1 1 calc R U . . .
H3B H 0.713137 0.652334 0.610263 0.031 Uiso 1 1 calc R U . . .
H3C H 0.527197 0.648770 0.478598 0.031 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0164(4) 0.0286(5) 0.0240(4) -0.0111(3) 0.0028(3) -0.0052(3)
O2 0.0171(4) 0.0218(4) 0.0186(4) -0.0087(3) 0.0022(3) -0.0030(3)
O3 0.0168(4) 0.0153(4) 0.0146(4) -0.0041(3) -0.0023(3) 0.0041(3)
C1 0.0149(5) 0.0133(5) 0.0134(4) -0.0008(3) -0.0007(4) 0.0016(4)
C2 0.0132(4) 0.0142(4) 0.0139(5) -0.0016(3) -0.0008(4) 0.0011(4)
C3 0.0226(5) 0.0176(5) 0.0224(5) -0.0004(4) 0.0049(4) -0.0034(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O2 H2O 110.5(15) . . ?
C2 O3 H3O 110.9(14) . . ?
O1 C1 O2 123.91(10) . . ?
O1 C1 C2 124.14(9) . . ?
O2 C1 C2 111.95(10) . . ?
O3 C2 C1 106.60(9) . . ?
O3 C2 C3 111.78(9) . . ?
C1 C2 C3 112.60(9) . . ?
O3 C2 H2 108.6 . . ?
C1 C2 H2 108.6 . . ?
C3 C2 H2 108.6 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2096(15) . ?
O2 C1 1.3231(13) . ?
O2 H2O 0.833(12) . ?
O3 C2 1.4258(12) . ?
O3 H3O 0.846(12) . ?
C1 C2 1.5203(14) . ?
C2 C3 1.5236(15) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
