#------------------------------------------------------------------------------
#$Date: 2021-06-05 20:15:58 +0200 (Sat 05 de Jun de 2021) $
#$Revision: 265977 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/25/7242511.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_7242511
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
;
2019-10-30 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                   5.759(3)
_cell_length_b                   5.772(3)
_cell_length_c                   12.492(7)
_cell_measurement_reflns_used    1724
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.17
_cell_measurement_theta_min      3.26
_cell_volume                     415.2(4)
_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_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1247
_diffrn_reflns_point_group_measured_fraction_full 0.621
_diffrn_reflns_point_group_measured_fraction_max 0.620
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.403
_diffrn_reflns_theta_min         3.261
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.862013
_exptl_absorpt_correction_T_min  0.660675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       needle
_exptl_crystal_F_000             192
_exptl_crystal_recrystallization_method 'From the Melt'
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.4(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         1247
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0493
_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)+(0.0738P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1226
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                1041
_reflns_number_total             1247
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00285f2.cif
_cod_data_source_block           18bek65h_100K_twin5
_cod_depositor_comments
'Adding full bibliography for 7242509--7242511.cif.'
_cod_original_cell_volume        415.3(4)
_cod_database_code               7242511
_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   0.933
_shelx_estimated_absorpt_t_max   0.995
_shelx_res_file
;
TITL 18bek65h_100K_twin5 in P2(1)2(1)2(1)
    18bek65h_100K_twin5.res
    created by SHELXL-2018/3 at 02:47:35 on 02-Aug-2018
CELL 0.71073   5.75860   5.77230  12.49240  90.0000  90.0000  90.0000
ZERR    4.00   0.00320   0.00320   0.00690   0.0000   0.0000   0.0000
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 O
UNIT 12 24 12
TEMP -173.150
SIZE 0.04 0.08 0.54
L.S. 6
ACTA
BOND $H
HTAB
LIST 4
FMAP 2
PLAN -20
MERG 0

DFIX 0.84 0.01 O2 H2O O3 H3O

WGHT    0.073800
BASF   0.35085
FVAR       1.68897
O1    3    0.524077    0.730985    0.427728    11.00000    0.02067    0.02298 =
         0.02929   -0.00410    0.00235   -0.00002
O2    3    0.379731    0.458840    0.318258    11.00000    0.01201    0.02435 =
         0.03230   -0.00415   -0.00058   -0.00105
H2O   2    0.250765    0.514006    0.338194    11.00000    0.04154
O3    3    0.964812    0.631218    0.360314    11.00000    0.01655    0.02287 =
         0.02672   -0.00229    0.00056   -0.00244
H3O   2    0.952126    0.676368    0.424231    11.00000    0.02737
C1    1    0.549678    0.570805    0.366346    11.00000    0.01929    0.01793 =
         0.02153    0.00410    0.00065    0.00043
C2    1    0.784843    0.467850    0.338682    11.00000    0.01525    0.01967 =
         0.02308   -0.00155    0.00134   -0.00168
AFIX  13
H2    2    0.786791    0.432167    0.260355    11.00000   -1.20000
AFIX   0
C3    1    0.820737    0.241883    0.399970    11.00000    0.02164    0.02034 =
         0.03213    0.00134   -0.00057    0.00172
AFIX 137
H3A   2    0.694751    0.133951    0.382823    11.00000   -1.50000
H3B   2    0.820732    0.273558    0.477041    11.00000   -1.50000
H3C   2    0.969772    0.173074    0.379394    11.00000   -1.50000
AFIX   0
HKLF 5 1 0 -1 0 1 0 0 0 0 1




REM  18bek65h_100K_twin5 in P2(1)2(1)2(1)
REM wR2 = 0.1226, GooF = S = 1.063, Restrained GooF = 1.062 for all data
REM R1 = 0.0493 for 1041 Fo > 4sig(Fo) and 0.0614 for all 1247 data
REM 65 parameters refined using 2 restraints

END

WGHT      0.0741      0.0000

REM Instructions for potential hydrogen bonds
EQIV $1 x-1, y, z
HTAB O2 O3_$1
EQIV $2 x+1/2, -y+3/2, -z+1
HTAB O3 O1_$2
EQIV $3 x, y-1, z
HTAB C3 O1_$3

REM Highest difference peak  0.239,  deepest hole -0.182,  1-sigma level  0.050
Q1    1   0.9622  0.6594  0.3002  11.00000  0.05    0.24
Q2    1   0.5397  0.7273  0.3670  11.00000  0.05    0.23
Q3    1   0.8022  0.3568  0.3607  11.00000  0.05    0.21
Q4    1   0.5233  0.7246  0.4798  11.00000  0.05    0.21
Q5    1   0.3876  0.4621  0.2593  11.00000  0.05    0.20
Q6    1   0.5417  0.8558  0.4309  11.00000  0.05    0.18
Q7    1   0.6702  0.5245  0.3507  11.00000  0.05    0.17
Q8    1   1.1067  0.7614  0.3566  11.00000  0.05    0.16
Q9    1   0.3737  0.3460  0.3754  11.00000  0.05    0.15
Q10   1   0.9667  0.7974  0.3441  11.00000  0.05    0.15
Q11   1   0.4054  0.8344  0.4248  11.00000  0.05    0.15
Q12   1   0.8106  0.2524  0.4521  11.00000  0.05    0.15
Q13   1   0.5388  0.5860  0.4261  11.00000  0.05    0.14
Q14   1   0.5262  0.8668  0.3599  11.00000  0.05    0.14
Q15   1   0.8441  0.5232  0.3400  11.00000  0.05    0.14
Q16   1   1.0800  0.2254  0.4806  11.00000  0.05    0.13
Q17   1   0.3916  0.6254  0.4382  11.00000  0.05    0.13
Q18   1   0.5156  0.5470  0.3150  11.00000  0.05    0.12
Q19   1   0.9706  0.5178  0.3049  11.00000  0.05    0.12
Q20   1   0.1085  0.5485  0.3572  11.00000  0.05    0.12
;
_shelx_res_checksum              46946
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 0.5241(4) 0.7310(4) 0.42773(17) 0.0243(6) Uani 1 1 d . . . . .
O2 O 0.3797(4) 0.4588(5) 0.31826(19) 0.0229(6) Uani 1 1 d D . . . .
H2O H 0.251(5) 0.514(8) 0.338(4) 0.042(13) Uiso 1 1 d D . . . .
O3 O 0.9648(4) 0.6312(4) 0.36031(19) 0.0220(6) Uani 1 1 d D . . . .
H3O H 0.952(8) 0.676(7) 0.4242(15) 0.027(11) Uiso 1 1 d D . . . .
C1 C 0.5497(6) 0.5708(6) 0.3663(3) 0.0196(8) Uani 1 1 d . . . . .
C2 C 0.7848(6) 0.4679(6) 0.3387(3) 0.0193(8) Uani 1 1 d . . . . .
H2 H 0.786791 0.432167 0.260355 0.023 Uiso 1 1 calc R U . . .
C3 C 0.8207(7) 0.2419(7) 0.4000(3) 0.0247(8) Uani 1 1 d . . . . .
H3A H 0.694751 0.133951 0.382823 0.037 Uiso 1 1 calc R U . . .
H3B H 0.820732 0.273558 0.477041 0.037 Uiso 1 1 calc R U . . .
H3C H 0.969772 0.173074 0.379394 0.037 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 0.0207(14) 0.0230(12) 0.0293(13) -0.0041(10) 0.0023(11) 0.0000(12)
O2 0.0120(12) 0.0244(14) 0.0323(13) -0.0042(11) -0.0006(10) -0.0010(11)
O3 0.0165(13) 0.0229(12) 0.0267(14) -0.0023(10) 0.0006(11) -0.0024(11)
C1 0.0193(18) 0.0179(16) 0.0215(16) 0.0041(13) 0.0006(14) 0.0004(14)
C2 0.0152(16) 0.0197(18) 0.0231(17) -0.0016(13) 0.0013(13) -0.0017(16)
C3 0.0216(19) 0.0203(16) 0.0321(17) 0.0013(16) -0.0006(14) 0.0017(17)
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 109(3) . . ?
C2 O3 H3O 109(3) . . ?
O1 C1 O2 125.0(3) . . ?
O1 C1 C2 123.5(3) . . ?
O2 C1 C2 111.5(3) . . ?
O3 C2 C1 110.2(3) . . ?
O3 C2 C3 111.8(3) . . ?
C1 C2 C3 109.9(3) . . ?
O3 C2 H2 108.3 . . ?
C1 C2 H2 108.3 . . ?
C3 C2 H2 108.3 . . ?
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 1.210(4) . ?
O2 C1 1.318(4) . ?
O2 H2O 0.846(16) . ?
O3 C2 1.427(4) . ?
O3 H3O 0.843(15) . ?
C1 C2 1.519(5) . ?
C2 C3 1.527(5) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
