#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/18/1511831.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_1511831
loop_
_publ_author_name
'Cai, Weizhao'
'Marciniak, Jędrzej'
'Andrzejewski, Michał'
'Katrusiak, Andrzej'
_publ_section_title
;
 Pressure Effect ond,l-Mandelic Acid Racemate Crystallization
;
_journal_issue                   14
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              7279
_journal_paper_doi               10.1021/jp401626a
_journal_volume                  117
_journal_year                    2013
_chemical_formula_moiety         'C8 H8 O3'
_chemical_formula_sum            'C8 H8 O3'
_chemical_formula_weight         152.14
_chemical_name_common            mandelic_acid
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.660(4)
_cell_length_b                   16.126(6)
_cell_length_c                   9.753(4)
_cell_measurement_pressure       190000
_cell_measurement_reflns_used    4942
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.05
_cell_measurement_theta_min      3.23
_cell_volume                     1519.3(11)
_computing_cell_refinement       'CrysAlis (Oxford Diffraction, 2004)'
_computing_data_collection       'CrysAlis (Oxford Diffraction, 2004)'
_computing_data_reduction        'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.334
_diffrn_measured_fraction_theta_max 0.334
_diffrn_measurement_device_type  'Kuma KM4CCD κ geometry'
_diffrn_measurement_method
;HP omega scans - for more details see:
A. Budzianowski, A. Katrusiak in High-Pressure Crystallography
(Eds.: A. Katrusiak, P. F. McMillan),
Dordrecht: Kluwer Acad. Publ., 2004 pp.157-168
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1290
_diffrn_reflns_av_sigmaI/netI    0.0750
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4942
_diffrn_reflns_theta_full        27.05
_diffrn_reflns_theta_max         27.05
_diffrn_reflns_theta_min         3.23
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_correction_T_min  0.469
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
Katrusiak, A. (2003). REDSHABS - Program for correcting
reflections intensities for DAC absorption, gasket shadowing
and sample crystal absorption. Adam Mickiewicz University, Poznań.
Katrusiak, A. (2004). Z. Kristallogr. 219, 461-467
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate-shaped
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.380
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         559
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.360
_refine_ls_R_factor_all          0.1749
_refine_ls_R_factor_gt           0.1226
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1291P)²+0.7963P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2780
_refine_ls_wR_factor_ref         0.3054
_reflns_number_gt                434
_reflns_number_total             559
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp401626a_si_002.cif
_cod_data_source_block           mandelic_acid_0.19GPa(CCDC923826)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        1519.2(11)
_cod_original_sg_symbol_H-M      ' P b c a'
_cod_database_code               1511831
loop_
_symmetry_equiv_pos_as_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'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.2594(17) 0.5298(5) 1.0065(13) 0.062(3) Uani 1 1 d U
C2 C 0.2852(13) 0.5637(4) 0.8672(10) 0.061(3) Uani 1 1 d U
H2 H 0.2016 0.5537 0.8128 0.073 Uiso 1 1 calc R
C3 C 0.3072(10) 0.6579(5) 0.8726(8) 0.060(3) Uani 1 1 d DU
C4 C 0.4070(16) 0.6918(7) 0.9501(11) 0.097(5) Uani 1 1 d DU
H4 H 0.4634 0.6581 1.0036 0.117 Uiso 1 1 calc R
C5 C 0.426(2) 0.7771(8) 0.9505(14) 0.119(8) Uani 1 1 d D
H5 H 0.4954 0.8009 1.0041 0.143 Uiso 1 1 calc R
C6 C 0.344(2) 0.8250(8) 0.8723(18) 0.117(7) Uani 1 1 d D
H6 H 0.3561 0.8822 0.8720 0.140 Uiso 1 1 calc R
C7 C 0.244(2) 0.7912(9) 0.7950(15) 0.133(9) Uani 1 1 d D
H7 H 0.1883 0.8255 0.7418 0.159 Uiso 1 1 calc R
C8 C 0.2218(17) 0.7050(6) 0.7922(11) 0.103(6) Uani 1 1 d D
H8 H 0.1527 0.6812 0.7386 0.124 Uiso 1 1 calc R
O1 O 0.1391(11) 0.5433(3) 1.0597(6) 0.071(2) Uani 1 1 d U
H1 H 0.1390 0.5250 1.1559 0.106 Uiso 1 1 calc RD
O2 O 0.3510(10) 0.4950(4) 1.0775(7) 0.084(3) Uani 1 1 d U
O3 O 0.3958(8) 0.5208(3) 0.8023(5) 0.071(3) Uani 1 1 d U
H3 H 0.4684 0.5087 0.8700 0.106 Uiso 1 1 calc R
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
C1 0.064(10) 0.064(4) 0.060(6) -0.005(4) 0.008(6) 0.005(6)
C2 0.060(4) 0.063(3) 0.059(3) -0.0014(19) -0.001(2) 0.001(2)
C3 0.057(10) 0.076(5) 0.048(6) 0.009(4) -0.002(4) 0.006(5)
C4 0.099(11) 0.094(6) 0.099(8) -0.003(5) -0.010(6) -0.003(6)
C5 0.10(3) 0.092(9) 0.170(18) -0.010(8) -0.003(11) -0.011(10)
C6 0.11(3) 0.079(7) 0.156(18) 0.017(8) 0.029(11) 0.008(10)
C7 0.13(4) 0.101(9) 0.17(2) 0.045(9) -0.027(14) 0.007(12)
C8 0.13(3) 0.082(6) 0.098(14) 0.026(6) -0.016(8) 0.004(8)
O1 0.070(3) 0.072(2) 0.070(3) 0.0009(17) 0.0008(19) 0.0013(19)
O2 0.083(10) 0.098(4) 0.071(5) 0.020(3) -0.005(4) 0.012(5)
O3 0.065(8) 0.088(3) 0.059(5) -0.007(3) -0.012(3) 0.014(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
O2 C1 O1 119.2(13)
O2 C1 C2 123.5(14)
O1 C1 C2 117.1(11)
O3 C2 C1 110.7(7)
O3 C2 C3 113.1(8)
C1 C2 C3 110.9(7)
O3 C2 H2 107.3
C1 C2 H2 107.3
C3 C2 H2 107.3
C4 C3 C8 122.0(10)
C4 C3 C2 121.5(9)
C8 C3 C2 116.5(10)
C3 C4 C5 120.1(13)
C3 C4 H4 119.9
C5 C4 H4 119.9
C6 C5 C4 119.1(16)
C6 C5 H5 120.4
C4 C5 H5 120.4
C7 C6 C5 120.8(13)
C7 C6 H6 119.6
C5 C6 H6 119.6
C6 C7 C8 121.5(13)
C6 C7 H7 119.2
C8 C7 H7 119.2
C3 C8 C7 116.5(12)
C3 C8 H8 121.8
C7 C8 H8 121.8
C1 O1 H1 109.5
C2 O3 H3 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O2 1.255(16)
C1 O1 1.292(16)
C1 C2 1.485(15)
C2 O3 1.422(12)
C2 C3 1.534(12)
C2 H2 0.9800
C3 C4 1.342(16)
C3 C8 1.367(14)
C4 C5 1.389(16)
C4 H4 0.9300
C5 C6 1.35(2)
C5 H5 0.9300
C6 C7 1.34(2)
C6 H6 0.9300
C7 C8 1.408(18)
C7 H7 0.9300
C8 H8 0.9300
O1 H1 0.9830
O3 H3 0.9830
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O2 C1 C2 O3 26.9(14)
O1 C1 C2 O3 -158.8(9)
O2 C1 C2 C3 -99.5(11)
O1 C1 C2 C3 74.8(13)
O3 C2 C3 C4 -67.8(11)
C1 C2 C3 C4 57.2(12)
O3 C2 C3 C8 110.8(9)
C1 C2 C3 C8 -124.1(10)
C8 C3 C4 C5 0.0(3)
C2 C3 C4 C5 178.6(7)
C3 C4 C5 C6 0.0(3)
C4 C5 C6 C7 0.0(7)
C5 C6 C7 C8 0.0(10)
C4 C3 C8 C7 0.0(7)
C2 C3 C8 C7 -178.7(7)
C6 C7 C8 C3 0.0(9)
