#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:30:03 +0100 (jue 24 de mar de 2016) $
#$Revision: 179532 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/01/4500165.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_4500165
loop_
_publ_author_name
'Yeung, Hamish H.-M.'
'Kosa, Monica'
'Parrinello, Michele'
'Forster, Paul M.'
'Cheetham, Anthony K.'
_publ_section_title
;
 Structural Diversity and Energetics in Anhydrous Lithium Tartrates:
 Experimental and Computational Studies of Novel Chiral Polymorphs and
 Their Racemic and Meso Analogues
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              221
_journal_paper_doi               10.1021/cg101170k
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         '(Li 1+)2 (C4 H4 O6 2-)'
_chemical_formula_sum            'C4 H4 Li2 O6'
_chemical_formula_weight         161.95
_chemical_name_common            'Dilithium meso-tartrate'
_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                 100.474(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.0522(9)
_cell_length_b                   5.3351(8)
_cell_length_c                   9.8636(14)
_cell_measurement_reflns_used    10520
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     313.18(8)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics
;   
'Ortep-3 for Windows (Farrugia, 1997), 
DIAMOND (Brandenburg, K., 1999) & 
Mercury (Macrae, C.F. et al., 2006)'
;
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution
"'Superflip' (Palatinus L., Chapuis G., 2007)"
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_sigmaI/netI    0.0470
_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       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3246
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         3.42
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             164
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         713
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0810
_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)+(0.0583P)²+1.1685P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.1906
_reflns_number_gt                543
_reflns_number_total             713
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg101170k_si_002.cif
_cod_data_source_block           4-Li2mesoTartrate
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4500165
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
Li1 Li 1.1163(10) 0.5018(12) 0.1961(6) 0.0309(14) Uani 1 1 d .
C1 C 0.7704(6) 0.7963(7) 0.0435(4) 0.0316(9) Uani 1 1 d D
O1A O 0.9100(4) 0.7701(5) 0.1526(2) 0.0321(7) Uani 1 1 d .
O1B O 0.7525(5) 0.6594(5) -0.0606(3) 0.0392(8) Uani 1 1 d .
C2 C 0.6233(8) 1.0354(9) 0.0291(4) 0.0269(11) Uani 0.785(8) 1 d PD
H2 H 0.6791 1.1606 -0.0290 0.032 Uiso 0.785(8) 1 calc PR
C20 C 0.546(2) 0.929(3) 0.0651(16) 0.0269(11) Uani 0.215(8) 1 d PD
H20 H 0.4377 0.8157 0.0955 0.032 Uiso 0.215(8) 1 calc PR
O2 O 0.6312(6) 1.1284(7) 0.1670(3) 0.0568(11) Uani 1 1 d D
H2O H 0.492(11) 1.255(12) 0.157(6) 0.085 Uiso 1 1 d .
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
Li1 0.034(3) 0.031(3) 0.026(3) 0.000(3) 0.004(2) 0.011(3)
C1 0.0326(19) 0.035(2) 0.0252(17) -0.0044(15) -0.0003(14) 0.0093(16)
O1A 0.0348(14) 0.0310(14) 0.0273(13) 0.0000(11) -0.0027(10) 0.0077(11)
O1B 0.0416(16) 0.0433(17) 0.0302(14) -0.0100(12) 0.0000(11) 0.0175(13)
C2 0.034(3) 0.021(2) 0.025(2) -0.0040(18) 0.0029(17) 0.0043(19)
C20 0.034(3) 0.021(2) 0.025(2) -0.0040(18) 0.0029(17) 0.0043(19)
O2 0.057(2) 0.066(2) 0.0374(16) -0.0261(15) -0.0169(14) 0.0338(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'
Li Li -0.0003 0.0001 '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
O1B Li1 O1A 121.9(3) 3_765 .
O1B Li1 O2 105.6(3) 3_765 2_745
O1A Li1 O2 107.1(3) . 2_745
O1B Li1 O1A 110.8(3) 3_765 2_745
O1A Li1 O1A 120.4(3) . 2_745
O2 Li1 O1A 81.7(2) 2_745 2_745
O1B C1 O1A 125.9(3) . .
O1B C1 C2 116.4(3) . .
O1A C1 C2 117.3(3) . .
O1B C1 C20 115.2(6) . .
O1A C1 C20 113.4(6) . .
C2 C1 C20 31.6(7) . .
C1 O1A Li1 126.4(3) . .
C1 O1A Li1 116.6(3) . 2_755
Li1 O1A Li1 116.30(17) . 2_755
C1 O1B Li1 150.1(3) . 3_765
O2 C2 C2 107.4(5) . 3_675
O2 C2 C1 106.1(3) . .
C2 C2 C1 109.5(5) 3_675 .
O2 C2 H2 111.2 . .
C2 C2 H2 111.2 3_675 .
C1 C2 H2 111.2 . .
O2 C20 C20 104.3(15) . 3_675
O2 C20 C1 102.3(9) . .
C20 C20 C1 107.8(15) 3_675 .
O2 C20 H20 113.8 . .
C20 C20 H20 113.8 3_675 .
C1 C20 H20 113.8 . .
C2 O2 C20 33.7(7) . .
C2 O2 Li1 114.7(3) . 2_755
C20 O2 Li1 110.4(6) . 2_755
C2 O2 H2O 104(3) . .
C20 O2 H2O 103(3) . .
Li1 O2 H2O 141(3) 2_755 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1B 1.882(6) 3_765
Li1 O1A 1.897(6) .
Li1 O2 1.966(7) 2_745
Li1 O1A 1.966(7) 2_745
C1 O1B 1.248(4) .
C1 O1A 1.249(4) .
C1 C2 1.547(5) .
C1 C20 1.579(14) .
O1A Li1 1.966(7) 2_755
O1B Li1 1.882(6) 3_765
C2 O2 1.441(5) .
C2 C2 1.545(10) 3_675
C2 H2 0.9800 .
C20 O2 1.488(13) .
C20 C20 1.51(3) 3_675
C20 H20 0.9800 .
O2 Li1 1.966(7) 2_755
O2 H2O 1.07(7) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2O O1B 1.07(7) 1.67(6) 2.625(4) 146(5) 3_675
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1B C1 O1A Li1 -5.4(7) . .
C2 C1 O1A Li1 -178.3(4) . .
C20 C1 O1A Li1 147.0(8) . .
O1B C1 O1A Li1 -175.8(4) . 2_755
C2 C1 O1A Li1 11.3(5) . 2_755
C20 C1 O1A Li1 -23.5(9) . 2_755
O1B Li1 O1A C1 33.6(6) 3_765 .
O2 Li1 O1A C1 155.2(3) 2_745 .
O1A Li1 O1A C1 -114.6(4) 2_745 .
O1B Li1 O1A Li1 -155.9(4) 3_765 2_755
O2 Li1 O1A Li1 -34.4(4) 2_745 2_755
O1A Li1 O1A Li1 55.9(5) 2_745 2_755
O1A C1 O1B Li1 -51.0(9) . 3_765
C2 C1 O1B Li1 121.9(6) . 3_765
C20 C1 O1B Li1 157.0(10) . 3_765
O1B C1 C2 O2 166.7(4) . .
O1A C1 C2 O2 -19.7(5) . .
C20 C1 C2 O2 71.0(10) . .
O1B C1 C2 C2 51.1(6) . 3_675
O1A C1 C2 C2 -135.3(5) . 3_675
C20 C1 C2 C2 -44.7(10) . 3_675
O1B C1 C20 O2 -164.1(7) . .
O1A C1 C20 O2 40.5(13) . .
C2 C1 C20 O2 -64.1(9) . .
O1B C1 C20 C20 -54.4(17) . 3_675
O1A C1 C20 C20 150.1(12) . 3_675
C2 C1 C20 C20 45.5(13) . 3_675
C2 C2 O2 C20 46.0(11) 3_675 .
C1 C2 O2 C20 -71.0(10) . .
C2 C2 O2 Li1 136.0(4) 3_675 2_755
C1 C2 O2 Li1 19.0(5) . 2_755
C20 C20 O2 C2 -46.6(13) 3_675 .
C1 C20 O2 C2 65.6(10) . .
C20 C20 O2 Li1 -150.9(12) 3_675 2_755
C1 C20 O2 Li1 -38.7(12) . 2_755
