#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/18/1511836.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_1511836
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           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 93.010(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   5.8185(10)
_cell_length_b                   28.941(15)
_cell_length_c                   8.1730(19)
_cell_measurement_pressure       860000
_cell_measurement_reflns_used    5253
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.43
_cell_measurement_theta_min      2.59
_cell_volume                     1374.4(8)
_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 0.169
_diffrn_measured_fraction_theta_max 0.169
_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  0.1476
_diffrn_reflns_av_sigmaI/netI    0.0858
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5253
_diffrn_reflns_theta_full        28.43
_diffrn_reflns_theta_max         28.43
_diffrn_reflns_theta_min         2.59
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_correction_T_min  0.473
_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    1.471
_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          0.38
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.307
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         585
_refine_ls_number_restraints     289
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.2431
_refine_ls_R_factor_gt           0.2278
_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)+(0.1186P)²+46.9931P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4361
_refine_ls_wR_factor_ref         0.4474
_reflns_number_gt                534
_reflns_number_total             585
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp401626a_si_002.cif
_cod_data_source_block           mandelic_acid_0.86GPa(CCDC923831)
_cod_original_sg_symbol_Hall     '-p 2ybc'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1511836
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
C1A C 0.267(2) 0.0444(11) 0.306(2) 0.019(4) Uani 1 1 d DU
C2A C 0.488(2) 0.0674(9) 0.2555(19) 0.020(3) Uani 1 1 d DU
H2A H 0.5047 0.0586 0.1410 0.023 Uiso 1 1 calc R
C3A C 0.5175(16) 0.1195(10) 0.2619(14) 0.024(4) Uani 1 1 d DU
C4A C 0.432(3) 0.1445(12) 0.388(2) 0.034(5) Uani 1 1 d DU
H4A H 0.3541 0.1303 0.4710 0.040 Uiso 1 1 calc R
C5A C 0.466(3) 0.1914(13) 0.386(2) 0.033(5) Uani 1 1 d DU
H5A H 0.4093 0.2092 0.4693 0.039 Uiso 1 1 calc R
C6A C 0.580(2) 0.2131(13) 0.2645(16) 0.029(5) Uani 1 1 d DU
H6A H 0.5991 0.2450 0.2678 0.035 Uiso 1 1 calc R
C7A C 0.665(3) 0.1881(10) 0.138(2) 0.032(5) Uani 1 1 d DU
H7A H 0.7429 0.2024 0.0556 0.039 Uiso 1 1 calc R
C8A C 0.632(2) 0.1412(10) 0.140(2) 0.036(5) Uani 1 1 d DU
H8A H 0.6887 0.1234 0.0556 0.043 Uiso 1 1 calc R
O1A O 0.0806(16) 0.0651(12) 0.2449(12) 0.009(3) Uani 1 1 d DU
H1A H -0.0548 0.0528 0.2973 0.013 Uiso 1 1 calc RD
O2A O 0.260(2) 0.0204(10) 0.4261(13) 0.015(3) Uani 1 1 d DU
O3A O 0.6914(18) 0.0511(11) 0.3442(18) 0.040(5) Uani 1 1 d DU
H3A H 0.6545 0.0231 0.4060 0.060 Uiso 1 1 calc R
C1B C 0.778(3) 0.0512(15) 0.831(3) 0.033(4) Uani 1 1 d DU
C2B C 1.001(3) 0.0635(11) 0.750(2) 0.039(4) Uani 1 1 d DU
H2B H 0.9933 0.0525 0.6367 0.047 Uiso 1 1 calc R
C3B C 1.029(3) 0.1153(11) 0.7533(19) 0.034(4) Uani 1 1 d DU
C4B C 1.123(3) 0.1375(14) 0.890(3) 0.044(6) Uani 1 1 d DU
H4B H 1.1776 0.1208 0.9816 0.053 Uiso 1 1 calc R
C5B C 1.132(3) 0.1852(14) 0.888(2) 0.039(5) Uani 1 1 d DU
H5B H 1.1957 0.2003 0.9802 0.047 Uiso 1 1 calc R
C6B C 1.053(3) 0.2115(13) 0.756(2) 0.049(6) Uani 1 1 d DU
H6B H 1.0631 0.2436 0.7595 0.058 Uiso 1 1 calc R
C7B C 0.960(3) 0.1892(12) 0.620(2) 0.038(5) Uani 1 1 d DU
H7B H 0.9053 0.2059 0.5291 0.045 Uiso 1 1 calc R
C8B C 0.949(3) 0.1416(11) 0.621(3) 0.040(5) Uani 1 1 d DU
H8B H 0.8862 0.1266 0.5284 0.048 Uiso 1 1 calc R
O1B O 0.586(2) 0.0627(16) 0.7478(18) 0.047(4) Uani 1 1 d DU
H1B H 0.4532 0.0516 0.8063 0.070 Uiso 1 1 calc RD
O2B O 0.763(3) 0.0252(13) 0.9437(18) 0.039(4) Uani 1 1 d DU
O3B O 1.188(2) 0.0423(12) 0.8381(18) 0.039(5) Uani 1 1 d DU
H3B H 1.1301 0.0211 0.9204 0.059 Uiso 1 1 calc RD
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
C1A 0.019(4) 0.019(5) 0.019(4) 0.000(3) 0.001(3) 0.001(3)
C2A 0.019(4) 0.020(4) 0.020(4) 0.0000(19) 0.0005(18) -0.0002(19)
C3A 0.023(4) 0.024(4) 0.025(4) 0.000(3) 0.001(3) -0.001(3)
C4A 0.038(9) 0.030(7) 0.034(7) -0.003(7) 0.008(6) 0.003(9)
C5A 0.033(5) 0.032(5) 0.033(5) -0.001(3) 0.001(3) 0.000(3)
C6A 0.027(8) 0.030(9) 0.029(7) 0.004(7) -0.007(6) 0.005(8)
C7A 0.032(5) 0.032(5) 0.033(5) 0.001(3) 0.002(3) -0.001(3)
C8A 0.044(9) 0.031(7) 0.034(7) 0.004(7) 0.008(6) -0.006(9)
O1A 0.007(3) 0.009(4) 0.009(3) 0.000(3) 0.003(2) -0.001(3)
O2A 0.016(4) 0.016(6) 0.015(4) -0.001(4) 0.001(3) 0.001(4)
O3A 0.027(5) 0.038(10) 0.055(7) 0.003(9) -0.002(5) 0.011(8)
C1B 0.033(4) 0.033(5) 0.033(4) -0.0004(19) 0.0015(18) 0.0000(19)
C2B 0.041(6) 0.037(7) 0.040(8) 0.003(7) 0.008(6) 0.002(8)
C3B 0.033(6) 0.036(5) 0.035(5) 0.001(4) 0.002(4) 0.000(4)
C4B 0.044(10) 0.043(8) 0.045(7) -0.001(7) -0.003(7) -0.001(9)
C5B 0.033(9) 0.041(8) 0.042(7) -0.002(7) 0.002(6) -0.001(9)
C6B 0.052(10) 0.044(9) 0.049(8) -0.001(7) -0.001(7) 0.001(9)
C7B 0.034(9) 0.039(8) 0.041(7) 0.005(8) 0.005(6) 0.000(9)
C8B 0.038(9) 0.039(8) 0.043(7) 0.002(7) -0.003(7) 0.002(9)
O1B 0.047(5) 0.047(5) 0.047(5) 0.001(3) 0.001(3) 0.001(3)
O2B 0.039(5) 0.038(6) 0.038(5) 0.001(4) 0.002(3) -0.001(4)
O3B 0.030(5) 0.039(10) 0.049(7) 0.000(8) 0.003(5) 0.003(8)
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
O2A C1A O1A 120.4(15)
O2A C1A C2A 122.9(15)
O1A C1A C2A 112.8(14)
C1A C2A O3A 113.8(14)
C1A C2A C3A 121.5(18)
O3A C2A C3A 102.7(18)
C4A C3A C8A 120.7(17)
C4A C3A C2A 120.3(12)
C8A C3A C2A 119.0(12)
C5A C4A C3A 117(3)
C6A C5A C4A 123(3)
C5A C6A C7A 121(3)
C8A C7A C6A 117(3)
C3A C8A C7A 122(3)
O2B C1B O1B 117(2)
O2B C1B C2B 125(2)
O1B C1B C2B 116.0(17)
O3B C2B C3B 110(2)
O3B C2B C1B 109.5(15)
C3B C2B C1B 108(3)
C4B C3B C8B 118.9(9)
C4B C3B C2B 120.8(10)
C8B C3B C2B 120.2(9)
C3B C4B C5B 118(2)
C4B C5B C6B 123(2)
C7B C6B C5B 118.2(14)
C6B C7B C8B 119(2)
C3B C8B C7B 123(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1A O2A 1.204(11)
C1A O1A 1.318(11)
C1A C2A 1.521(11)
C2A O3A 1.437(10)
C2A C3A 1.517(11)
C3A C4A 1.375(10)
C3A C8A 1.382(11)
C4A C5A 1.372(12)
C5A C6A 1.371(11)
C6A C7A 1.374(11)
C7A C8A 1.372(11)
C1B O2B 1.201(11)
C1B O1B 1.317(11)
C1B C2B 1.526(11)
C2B O3B 1.412(11)
C2B C3B 1.511(10)
C3B C4B 1.378(10)
C3B C8B 1.383(10)
C4B C5B 1.382(12)
C5B C6B 1.379(11)
C6B C7B 1.374(11)
C7B C8B 1.377(12)
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
O2A C1A C2A O3A 11(4)
O1A C1A C2A O3A 169(2)
O2A C1A C2A C3A -112(2)
O1A C1A C2A C3A 46(2)
C1A C2A C3A C4A 38.0(13)
O3A C2A C3A C4A -90.5(11)
C1A C2A C3A C8A -142.1(13)
O3A C2A C3A C8A 89.4(11)
C8A C3A C4A C5A 0.0(3)
C2A C3A C4A C5A 179.9(2)
C3A C4A C5A C6A 0.0(3)
C4A C5A C6A C7A 0.1(6)
C5A C6A C7A C8A -0.1(8)
C4A C3A C8A C7A 0.0(6)
C2A C3A C8A C7A -179.9(5)
C6A C7A C8A C3A 0.0(8)
O2B C1B C2B O3B -5(4)
O1B C1B C2B O3B -170(4)
O2B C1B C2B C3B -125(3)
O1B C1B C2B C3B 70(4)
O3B C2B C3B C4B -36(2)
C1B C2B C3B C4B 83.4(16)
O3B C2B C3B C8B 146.9(12)
C1B C2B C3B C8B -93.4(16)
C8B C3B C4B C5B 0.0(3)
C2B C3B C4B C5B -177(2)
C3B C4B C5B C6B 0.0(3)
C4B C5B C6B C7B 0.0(6)
C5B C6B C7B C8B 0.0(8)
C4B C3B C8B C7B -0.1(6)
C2B C3B C8B C7B 177(2)
C6B C7B C8B C3B 0.0(8)
