#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:54:03 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180239 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/25/7112522.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_7112522
loop_
_publ_author_name
'Suh, Kyungwon'
'Yutkin, Maxim P.'
'Dybtsev, Danil N.'
'Fedin, Vladimir P.'
'Kim, Kimoon'
_publ_section_title
;
 Enantioselective sorption of alcohols in a homochiral metal-organic
 framework.
;
_journal_issue                   4
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              513
_journal_page_last               515
_journal_paper_doi               10.1039/c1cc16209h
_journal_volume                  48
_journal_year                    2012
_chemical_formula_moiety         'C14 H15 N O8 Zn2 C8 H10 O'
_chemical_formula_sum            'C22 H25 N O9 Zn2'
_chemical_formula_weight         578.17
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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            4
_cell_length_a                   10.334(2)
_cell_length_b                   11.672(2)
_cell_length_c                   20.341(4)
_cell_measurement_reflns_used    5039
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.34
_cell_measurement_theta_min      2.49
_cell_volume                     2453.5(8)
_computing_cell_refinement       HKL2000
_computing_data_collection       'ADSC Qunatum-210 ADX Program'
_computing_data_reduction        HKL2000
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'Omega scan'
_diffrn_radiation_monochromator  'Si(111) double crystal monochromator'
_diffrn_radiation_source         'bending mangnet 6B MX Beamline'
_diffrn_radiation_type
'Synchrotron at Pohang Accelerator Laboratory'
_diffrn_radiation_wavelength     0.80000
_diffrn_reflns_av_R_equivalents  0.0939
_diffrn_reflns_av_sigmaI/netI    0.0622
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16254
_diffrn_reflns_theta_full        30.34
_diffrn_reflns_theta_max         30.34
_diffrn_reflns_theta_min         2.49
_exptl_absorpt_coefficient_mu    2.005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'HKL2000 Scalepack'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.764
_refine_diff_density_min         -1.264
_refine_diff_density_rms         0.157
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.058(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5039
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0479
_refine_ls_shift/su_max          0.057
_refine_ls_shift/su_mean         0.014
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1324
_refine_ls_wR_factor_ref         0.1327
_reflns_number_gt                5014
_reflns_number_total             5039
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc16209h.txt
_cod_data_source_block           p212121a
_cod_original_cell_volume        2453.5(9)
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7112522
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'
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
Zn1 Zn 0.84731(3) 0.32513(3) -0.011465(19) 0.01001(13) Uani 1 1 d .
Zn2 Zn 0.53438(3) 0.41947(3) -0.007170(19) 0.00957(13) Uani 1 1 d .
O1B O 0.8234(2) 0.4171(2) 0.07101(11) 0.0172(5) Uani 1 1 d .
O2B O 0.6091(2) 0.4462(2) 0.08297(11) 0.0201(5) Uani 1 1 d .
O3B O 0.9052(2) 0.5399(2) 0.40334(12) 0.0189(5) Uani 1 1 d .
O4B O 0.6944(2) 0.5838(2) 0.40903(12) 0.0219(5) Uani 1 1 d .
C1B C 0.7237(3) 0.4436(3) 0.10387(15) 0.0131(6) Uani 1 1 d .
C2B C 0.7439(3) 0.4758(3) 0.17451(16) 0.0146(6) Uani 1 1 d .
C3B C 0.8663(3) 0.4648(3) 0.20312(17) 0.0195(7) Uani 1 1 d .
H3BA H 0.9359 0.4393 0.1781 0.023 Uiso 1 1 calc R
C4B C 0.6405(3) 0.5173(3) 0.21160(17) 0.0172(6) Uani 1 1 d .
H4BA H 0.5600 0.5281 0.1920 0.021 Uiso 1 1 calc R
C5B C 0.8839(3) 0.4921(3) 0.26940(16) 0.0197(7) Uani 1 1 d .
H5BA H 0.9652 0.4854 0.2886 0.024 Uiso 1 1 calc R
C6B C 0.6576(3) 0.5424(3) 0.27736(17) 0.0171(6) Uani 1 1 d .
H6BA H 0.5881 0.5680 0.3024 0.020 Uiso 1 1 calc R
C7B C 0.7790(3) 0.5293(3) 0.30636(16) 0.0141(6) Uani 1 1 d .
C8B C 0.7948(3) 0.5541(3) 0.37917(15) 0.0119(6) Uani 1 1 d .
O1L O 0.6496(2) 0.26876(19) -0.00984(12) 0.0136(4) Uani 1 1 d .
O2L O 0.5313(2) 0.1197(2) 0.02414(13) 0.0190(5) Uani 1 1 d .
O3L O 0.8707(2) 0.16134(17) 0.00579(12) 0.0120(4) Uani 1 1 d .
C1L C 0.6375(3) 0.1688(3) 0.01257(14) 0.0111(6) Uani 1 1 d .
C2L C 0.7600(3) 0.1049(3) 0.03165(17) 0.0159(6) Uani 1 1 d .
H2LA H 0.7559 0.0277 0.0128 0.019 Uiso 1 1 calc R
C3L C 0.7664(3) 0.0942(3) 0.10628(18) 0.0238(7) Uani 1 1 d .
H3LA H 0.8433 0.0533 0.1184 0.036 Uiso 1 1 calc R
H3LB H 0.6918 0.0533 0.1218 0.036 Uiso 1 1 calc R
H3LC H 0.7681 0.1692 0.1256 0.036 Uiso 1 1 calc R
O1D O 0.4555(2) 0.58719(19) -0.00177(12) 0.0201(5) Uani 1 1 d .
N1D N 0.4403(3) 0.7655(2) 0.04140(17) 0.0267(7) Uani 1 1 d .
C1D C 0.4846(3) 0.6611(3) 0.03948(17) 0.0195(6) Uani 1 1 d .
H1DA H 0.5433 0.6400 0.0720 0.023 Uiso 1 1 calc R
C2D C 0.4802(5) 0.8470(4) 0.0935(2) 0.0407(10) Uani 1 1 d .
H2DA H 0.5453 0.8122 0.1206 0.061 Uiso 1 1 calc R
H2DB H 0.4066 0.8666 0.1200 0.061 Uiso 1 1 calc R
H2DC H 0.5146 0.9151 0.0736 0.061 Uiso 1 1 calc R
C3D C 0.3409(4) 0.8036(4) -0.0053(3) 0.0421(11) Uani 1 1 d .
H3DA H 0.3239 0.7437 -0.0364 0.063 Uiso 1 1 calc R
H3DB H 0.3709 0.8706 -0.0281 0.063 Uiso 1 1 calc R
H3DC H 0.2628 0.8216 0.0182 0.063 Uiso 1 1 calc R
O1R O 0.8906(4) 0.1796(3) -0.17282(18) 0.0493(9) Uani 1 1 d .
H1RA H 0.9441 0.1436 -0.1513 0.074 Uiso 1 1 calc R
C1R C 0.7742(4) -0.0011(3) -0.1882(2) 0.0290(8) Uani 1 1 d .
C2R C 0.7909(4) -0.1075(4) -0.2176(2) 0.0318(8) Uani 1 1 d .
H2RA H 0.8424 -0.1142 -0.2549 0.038 Uiso 1 1 calc R
C3R C 0.7315(5) -0.2027(4) -0.1919(3) 0.0466(12) Uani 1 1 d .
H3RA H 0.7438 -0.2739 -0.2115 0.056 Uiso 1 1 calc R
C4R C 0.6529(5) -0.1929(5) -0.1366(3) 0.0491(13) Uani 1 1 d .
H4RA H 0.6099 -0.2568 -0.1203 0.059 Uiso 1 1 calc R
C5R C 0.6390(5) -0.0878(5) -0.1061(3) 0.0508(12) Uani 1 1 d .
H5RA H 0.5891 -0.0813 -0.0683 0.061 Uiso 1 1 calc R
C6R C 0.6997(5) 0.0078(4) -0.1320(2) 0.0390(10) Uani 1 1 d .
H6RA H 0.6902 0.0786 -0.1115 0.047 Uiso 1 1 calc R
C7R C 0.8321(5) 0.1051(4) -0.2203(2) 0.0346(9) Uani 1 1 d .
H7RA H 0.8982 0.0811 -0.2520 0.042 Uiso 1 1 calc R
C8R C 0.7321(5) 0.1748(4) -0.2555(3) 0.0401(10) Uani 1 1 d .
H8RA H 0.7727 0.2400 -0.2756 0.060 Uiso 1 1 calc R
H8RB H 0.6679 0.2003 -0.2248 0.060 Uiso 1 1 calc R
H8RC H 0.6917 0.1288 -0.2888 0.060 Uiso 1 1 calc R
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'
N N 0.0061 0.0033 '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'
Zn Zn 0.2839 1.4301 '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
O3L Zn1 O4B 134.12(11) . 2_664
O3L Zn1 O1B 112.80(10) . .
O4B Zn1 O1B 111.62(11) 2_664 .
O3L Zn1 O2L 102.55(9) . 4
O4B Zn1 O2L 85.96(10) 2_664 4
O1B Zn1 O2L 92.98(10) . 4
O3L Zn1 O1L 79.38(9) . .
O4B Zn1 O1L 88.29(9) 2_664 .
O1B Zn1 O1L 91.94(9) . .
O2L Zn1 O1L 173.51(10) 4 .
O3L Zn2 O3B 113.87(10) 4_455 2_664
O3L Zn2 O2B 113.39(10) 4_455 .
O3B Zn2 O2B 132.74(10) 2_664 .
O3L Zn2 O1L 94.95(9) 4_455 .
O3B Zn2 O1L 89.88(9) 2_664 .
O2B Zn2 O1L 86.36(10) . .
O3L Zn2 O1D 96.50(9) 4_455 .
O3B Zn2 O1D 87.02(9) 2_664 .
O2B Zn2 O1D 87.56(9) . .
O1L Zn2 O1D 168.43(9) . .
C1B O1B Zn1 132.2(2) . .
C1B O2B Zn2 131.7(2) . .
C8B O3B Zn2 128.0(2) . 2_665
C8B O4B Zn1 136.4(2) . 2_665
O1B C1B O2B 126.4(3) . .
O1B C1B C2B 117.0(3) . .
O2B C1B C2B 116.7(3) . .
C4B C2B C3B 120.0(3) . .
C4B C2B C1B 119.9(3) . .
C3B C2B C1B 120.1(3) . .
C5B C3B C2B 119.9(3) . .
C6B C4B C2B 119.9(3) . .
C3B C5B C7B 119.5(3) . .
C4B C6B C7B 120.2(3) . .
C5B C7B C6B 120.5(3) . .
C5B C7B C8B 120.3(3) . .
C6B C7B C8B 119.2(3) . .
O3B C8B O4B 126.9(3) . .
O3B C8B C7B 117.1(3) . .
O4B C8B C7B 116.0(3) . .
C1L O1L Zn2 134.62(19) . .
C1L O1L Zn1 112.60(19) . .
Zn2 O1L Zn1 106.25(10) . .
C1L O2L Zn1 130.5(2) . 4_455
C2L O3L Zn2 118.15(19) . 4
C2L O3L Zn1 114.80(19) . .
Zn2 O3L Zn1 125.87(11) 4 .
O1L C1L O2L 125.2(3) . .
O1L C1L C2L 117.7(3) . .
O2L C1L C2L 117.0(3) . .
O3L C2L C1L 110.4(2) . .
O3L C2L C3L 111.8(3) . .
C1L C2L C3L 109.3(3) . .
C1D O1D Zn2 125.7(2) . .
C1D N1D C3D 120.7(4) . .
C1D N1D C2D 121.6(4) . .
C3D N1D C2D 117.5(4) . .
O1D C1D N1D 125.9(3) . .
C6R C1R C2R 119.5(4) . .
C6R C1R C7R 120.8(4) . .
C2R C1R C7R 119.6(4) . .
C3R C2R C1R 120.3(4) . .
C4R C3R C2R 120.1(5) . .
C3R C4R C5R 119.8(5) . .
C4R C5R C6R 119.8(5) . .
C1R C6R C5R 120.4(5) . .
O1R C7R C1R 111.7(3) . .
O1R C7R C8R 106.5(4) . .
C1R C7R C8R 112.1(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O3L 1.959(2) .
Zn1 O4B 1.982(2) 2_664
Zn1 O1B 2.007(2) .
Zn1 O2L 2.024(2) 4
Zn1 O1L 2.147(2) .
Zn2 O3L 1.937(2) 4_455
Zn2 O3B 1.982(2) 2_664
Zn2 O2B 2.014(2) .
Zn2 O1L 2.125(2) .
Zn2 O1D 2.123(2) .
O1B C1B 1.266(4) .
O2B C1B 1.259(4) .
O3B C8B 1.254(4) .
O3B Zn2 1.982(2) 2_665
O4B C8B 1.251(4) .
O4B Zn1 1.982(2) 2_665
C1B C2B 1.500(4) .
C2B C4B 1.395(5) .
C2B C3B 1.398(4) .
C3B C5B 1.397(5) .
C4B C6B 1.381(5) .
C5B C7B 1.389(4) .
C6B C7B 1.394(4) .
C7B C8B 1.518(4) .
O1L C1L 1.259(4) .
O2L C1L 1.260(4) .
O2L Zn1 2.024(2) 4_455
O3L C2L 1.422(4) .
O3L Zn2 1.937(2) 4
C1L C2L 1.520(4) .
C2L C3L 1.525(5) .
O1D C1D 1.240(4) .
N1D C1D 1.303(4) .
N1D C3D 1.468(6) .
N1D C2D 1.482(5) .
O1R C7R 1.433(5) .
C1R C6R 1.382(7) .
C1R C2R 1.389(6) .
C1R C7R 1.524(6) .
C2R C3R 1.373(6) .
C3R C4R 1.392(8) .
C4R C5R 1.382(9) .
C5R C6R 1.385(7) .
C7R C8R 1.497(6) .
