#------------------------------------------------------------------------------
#$Date: 2021-06-05 20:15:58 +0200 (Sat 05 de Jun de 2021) $
#$Revision: 265977 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/25/7242509.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_7242509
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 syn
_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            8
_cell_length_a                   5.7323(3)
_cell_length_b                   9.0190(5)
_cell_length_c                   17.3597(10)
_cell_measurement_reflns_used    5183
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.35
_cell_volume                     897.49(9)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0310
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            14087
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.294
_diffrn_reflns_theta_min         2.545
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description       slab
_exptl_crystal_F_000             384
_exptl_crystal_recrystallization_method 'From the Melt'
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 826 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.6(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         2237
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0283
_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)+(0.0446P)²+0.0360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0717
_reflns_Friedel_coverage         0.691
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2104
_reflns_number_total             2237
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00285f2.cif
_cod_data_source_block           18bek42h
_cod_depositor_comments
'Adding full bibliography for 7242509--7242511.cif.'
_cod_database_code               7242509
_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   0.938
_shelx_estimated_absorpt_t_max   0.993
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 0.51985(17) 0.67020(12) 0.40602(6) 0.0192(2) Uani 1 1 d . . . . .
O2 O 0.66400(19) 0.54183(14) 0.50523(6) 0.0219(3) Uani 1 1 d . . . . .
H2O H 0.791(4) 0.571(2) 0.4889(12) 0.029(5) Uiso 1 1 d . . . . .
O3 O 0.07304(17) 0.62334(12) 0.45338(6) 0.0177(2) Uani 1 1 d . . . . .
H3O H 0.088(4) 0.595(2) 0.4059(12) 0.026 Uiso 1 1 d . U . . .
C1 C 0.4922(2) 0.59653(15) 0.46383(8) 0.0156(3) Uani 1 1 d . . . . .
C2 C 0.2546(2) 0.55395(15) 0.49609(8) 0.0153(3) Uani 1 1 d . . . . .
H2 H 0.245976 0.591705 0.550174 0.018 Uiso 1 1 calc R U . . .
C3 C 0.2263(3) 0.38621(17) 0.49885(9) 0.0220(3) Uani 1 1 d . . . . .
H3A H 0.241816 0.345528 0.446758 0.033 Uiso 1 1 calc R U . . .
H3B H 0.071924 0.361530 0.519436 0.033 Uiso 1 1 calc R U . . .
H3C H 0.346992 0.343593 0.532147 0.033 Uiso 1 1 calc R U . . .
O4 O 0.0645(2) 0.53188(13) 0.30412(6) 0.0230(3) Uani 1 1 d . . . . .
O5 O 0.0528(2) 0.53450(14) 0.17561(6) 0.0254(3) Uani 1 1 d . . . . .
H5O H -0.034(4) 0.460(3) 0.1853(12) 0.037(6) Uiso 1 1 d . . . . .
O6 O 0.2421(2) 0.81550(12) 0.30414(6) 0.0217(2) Uani 1 1 d . . . . .
H6O H 0.314(4) 0.771(2) 0.3380(12) 0.027(5) Uiso 1 1 d . . . . .
C4 C 0.1133(2) 0.58918(17) 0.24282(8) 0.0182(3) Uani 1 1 d . . . . .
C5 C 0.2552(3) 0.73106(16) 0.23515(9) 0.0199(3) Uani 1 1 d . . . . .
H5 H 0.186329 0.791416 0.192516 0.024 Uiso 1 1 calc R U . . .
C6 C 0.5069(3) 0.6943(2) 0.21371(10) 0.0275(3) Uani 1 1 d . . . . .
H6A H 0.508953 0.635943 0.166103 0.041 Uiso 1 1 calc R U . . .
H6B H 0.579027 0.636986 0.255337 0.041 Uiso 1 1 calc R U . . .
H6C H 0.594445 0.786466 0.205927 0.041 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 0.0033 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 110.9(15) . . ?
C2 O3 H3O 107.2(14) . . ?
O1 C1 O2 124.00(13) . . ?
O1 C1 C2 123.99(12) . . ?
O2 C1 C2 112.00(11) . . ?
O3 C2 C1 110.60(11) . . ?
O3 C2 C3 112.07(11) . . ?
C1 C2 C3 110.95(11) . . ?
O3 C2 H2 107.7 . . ?
C1 C2 H2 107.7 . . ?
C3 C2 H2 107.7 . . ?
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 . . ?
C4 O5 H5O 106.0(14) . . ?
C5 O6 H6O 108.3(14) . . ?
O4 C4 O5 123.87(14) . . ?
O4 C4 C5 123.85(13) . . ?
O5 C4 C5 112.27(13) . . ?
O6 C5 C4 110.39(12) . . ?
O6 C5 C6 111.82(13) . . ?
C4 C5 C6 110.13(13) . . ?
O6 C5 H5 108.1 . . ?
C4 C5 H5 108.1 . . ?
C6 C5 H5 108.1 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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 1.2140(17) . ?
O2 C1 1.3152(17) . ?
O2 H2O 0.82(2) . ?
O3 C2 1.4226(16) . ?
O3 H3O 0.87(2) . ?
C1 C2 1.5220(19) . ?
C2 C3 1.522(2) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
O4 C4 1.2157(18) . ?
O5 C4 1.3133(18) . ?
O5 H5O 0.85(2) . ?
O6 C5 1.4213(18) . ?
O6 H6O 0.82(2) . ?
C4 C5 1.522(2) . ?
C5 C6 1.526(2) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
