#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:52:06 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180402 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/71/7207106.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_7207106
loop_
_publ_author_name
'Tan, Xin'
'Zhan, Jixian'
'Zhang, Jianyong'
'Jiang, Long'
'Pan, Mei'
'Su, Cheng-Yong'
_publ_section_title
;
 Axially chiral metal--organic frameworks produced from spontaneous
 resolution with an achiral pyridyl dicarboxylate ligand
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              63
_journal_paper_doi               10.1039/c1ce05995e
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C13 H11 N O6 Zn'
_chemical_formula_weight         342.60
_chemical_name_systematic
;
?
;
_space_group_IT_number           169
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 61'
_symmetry_space_group_name_H-M   'P 61'
_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                120.00
_cell_formula_units_Z            6
_cell_length_a                   10.2723(4)
_cell_length_b                   10.2723(4)
_cell_length_c                   20.4692(9)
_cell_measurement_temperature    298(2)
_cell_volume                     1870.54(13)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0550
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            5821
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    1.999
_exptl_absorpt_correction_T_max  0.6906
_exptl_absorpt_correction_T_min  0.6906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.013(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2703
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0262
_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)+(0.0070P)²+0.3368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0539
_refine_ls_wR_factor_ref         0.0635
_reflns_number_gt                2499
_reflns_number_total             2703
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05995e.txt
_cod_data_source_block           P-Zn
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P6(1)
_cod_database_code               7207106
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
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
O1W O 0.2541(3) 1.5146(3) 0.10676(10) 0.0360(6) Uani 1 1 d .
H1WA H 0.1862 1.4613 0.1343 0.054 Uiso 1 1 d R
H1WB H 0.2925 1.6072 0.1163 0.054 Uiso 1 1 d R
O2W O 0.1813(2) 1.3666(3) -0.08996(11) 0.0311(5) Uani 1 1 d .
H2WA H 0.1807 1.2850 -0.0977 0.047 Uiso 1 1 d R
H2WB H 0.2386 1.4344 -0.1168 0.047 Uiso 1 1 d R
Zn1 Zn 0.20876(4) 1.44379(4) 0.005906(17) 0.02324(9) Uani 1 1 d .
C1 C 0.1878(3) 1.0598(3) 0.07148(13) 0.0204(6) Uani 1 1 d .
C2 C 0.0465(3) 0.9337(3) 0.08276(14) 0.0227(6) Uani 1 1 d .
H2 H -0.0416 0.9363 0.0709 0.027 Uiso 1 1 calc R
C3 C 0.0333(3) 0.8036(3) 0.11138(13) 0.0204(6) Uani 1 1 d .
C4 C 0.1646(3) 0.8047(3) 0.12945(14) 0.0225(6) Uani 1 1 d .
H4 H 0.1578 0.7176 0.1490 0.027 Uiso 1 1 calc R
C5 C 0.3061(3) 0.9311(3) 0.11952(13) 0.0231(6) Uani 1 1 d .
C6 C 0.3166(3) 1.0572(3) 0.08992(13) 0.0224(6) Uani 1 1 d .
H6 H 0.4127 1.1426 0.0822 0.027 Uiso 1 1 calc R
C7 C -0.1145(3) 0.6671(3) 0.12544(13) 0.0207(6) Uani 1 1 d .
C8 C -0.2485(4) 0.6697(4) 0.12952(15) 0.0300(7) Uani 1 1 d .
H8 H -0.2495 0.7606 0.1225 0.036 Uiso 1 1 calc R
C9 C -0.3811(4) 0.5374(4) 0.14405(17) 0.0359(8) Uani 1 1 d .
H9A H -0.4737 0.5369 0.1464 0.043 Uiso 1 1 calc R
C10 C -0.3767(3) 0.4066(4) 0.15509(14) 0.0287(7) Uani 1 1 d .
H10 H -0.4672 0.3176 0.1663 0.034 Uiso 1 1 calc R
C11 C -0.1218(3) 0.5299(3) 0.13480(14) 0.0261(6) Uani 1 1 d .
H11A H -0.0317 0.5262 0.1298 0.031 Uiso 1 1 calc R
C12 C 0.2031(4) 1.2015(3) 0.04308(14) 0.0253(7) Uani 1 1 d .
C13 C 0.4439(3) 0.9316(3) 0.14581(13) 0.0222(6) Uani 1 1 d .
N1 N -0.2485(3) 0.4011(3) 0.15057(11) 0.0244(5) Uani 1 1 d .
O1 O 0.0907(3) 1.2198(2) 0.04019(11) 0.0314(5) Uani 1 1 d .
O2 O 0.3310(2) 1.3051(2) 0.02529(10) 0.0304(5) Uani 1 1 d .
O3 O 0.5484(2) 1.0586(2) 0.16264(11) 0.0364(5) Uani 1 1 d .
O4 O 0.4417(2) 0.8097(2) 0.15247(10) 0.0314(5) Uani 1 1 d .
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
Zn1 O1W H1WA 116.6 . .
Zn1 O1W H1WB 119.8 . .
H1WA O1W H1WB 109.9 . .
Zn1 O2W H2WA 118.9 . .
Zn1 O2W H2WB 112.9 . .
H2WA O2W H2WB 110.4 . .
O3 Zn1 O2W 93.09(9) 5_464 .
O3 Zn1 N1 97.67(9) 5_464 5_564
O2W Zn1 N1 93.52(9) . 5_564
O3 Zn1 O1 106.68(9) 5_464 .
O2W Zn1 O1 90.21(9) . .
N1 Zn1 O1 155.13(9) 5_564 .
O3 Zn1 O1W 93.19(10) 5_464 .
O2W Zn1 O1W 173.71(9) . .
N1 Zn1 O1W 85.98(9) 5_564 .
O1 Zn1 O1W 87.66(9) . .
O3 Zn1 O2 165.00(9) 5_464 .
O2W Zn1 O2 86.57(8) . .
N1 Zn1 O2 97.32(9) 5_564 .
O1 Zn1 O2 58.34(8) . .
O1W Zn1 O2 87.27(8) . .
O3 Zn1 C12 135.79(10) 5_464 .
O2W Zn1 C12 88.69(9) . .
N1 Zn1 C12 126.32(10) 5_564 .
O1 Zn1 C12 29.12(9) . .
O1W Zn1 C12 86.57(9) . .
O2 Zn1 C12 29.23(9) . .
C6 C1 C2 119.7(3) . .
C6 C1 C12 119.0(3) . .
C2 C1 C12 121.3(3) . .
C1 C2 C3 120.8(3) . .
C1 C2 H2 119.6 . .
C3 C2 H2 119.6 . .
C4 C3 C2 118.1(3) . .
C4 C3 C7 118.8(3) . .
C2 C3 C7 123.0(3) . .
C3 C4 C5 121.4(3) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C6 C5 C4 119.4(3) . .
C6 C5 C13 121.1(3) . .
C4 C5 C13 119.2(3) . .
C5 C6 C1 120.5(3) . .
C5 C6 H6 119.8 . .
C1 C6 H6 119.8 . .
C11 C7 C8 117.3(3) . .
C11 C7 C3 119.6(3) . .
C8 C7 C3 123.0(3) . .
C9 C8 C7 119.2(3) . .
C9 C8 H8 120.4 . .
C7 C8 H8 120.4 . .
C10 C9 C8 119.4(3) . .
C10 C9 H9A 120.3 . .
C8 C9 H9A 120.3 . .
N1 C10 C9 122.4(3) . .
N1 C10 H10 118.8 . .
C9 C10 H10 118.8 . .
N1 C11 C7 124.3(3) . .
N1 C11 H11A 117.8 . .
C7 C11 H11A 117.8 . .
O1 C12 O2 120.4(3) . .
O1 C12 C1 120.2(3) . .
O2 C12 C1 119.3(3) . .
O1 C12 Zn1 54.67(15) . .
O2 C12 Zn1 65.72(16) . .
C1 C12 Zn1 173.0(2) . .
O4 C13 O3 126.2(3) . .
O4 C13 C5 119.2(3) . .
O3 C13 C5 114.5(3) . .
C10 N1 C11 117.2(3) . .
C10 N1 Zn1 123.4(2) . 6_655
C11 N1 Zn1 119.2(2) . 6_655
C12 O1 Zn1 96.21(19) . .
C12 O2 Zn1 85.05(18) . .
C13 O3 Zn1 151.7(2) . 6_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1W Zn1 2.161(2) .
O1W H1WA 0.8497 .
O1W H1WB 0.8501 .
O2W Zn1 2.082(2) .
O2W H2WA 0.8502 .
O2W H2WB 0.8499 .
Zn1 O3 1.985(2) 5_464
Zn1 N1 2.097(3) 5_564
Zn1 O1 2.114(2) .
Zn1 O2 2.356(2) .
Zn1 C12 2.576(3) .
C1 C6 1.389(4) .
C1 C2 1.399(4) .
C1 C12 1.501(4) .
C2 C3 1.402(4) .
C2 H2 0.9500 .
C3 C4 1.394(4) .
C3 C7 1.491(4) .
C4 C5 1.397(4) .
C4 H4 0.9500 .
C5 C6 1.384(4) .
C5 C13 1.512(4) .
C6 H6 0.9500 .
C7 C11 1.387(4) .
C7 C8 1.393(4) .
C8 C9 1.392(4) .
C8 H8 0.9500 .
C9 C10 1.385(5) .
C9 H9A 0.9500 .
C10 N1 1.349(4) .
C10 H10 0.9500 .
C11 N1 1.352(4) .
C11 H11A 0.9500 .
C12 O1 1.261(4) .
C12 O2 1.263(4) .
C13 O4 1.248(4) .
C13 O3 1.254(3) .
N1 Zn1 2.097(3) 6_655
O3 Zn1 1.985(2) 6_765
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
O1W H1WA O2 0.85 1.92 2.770(3) 176.1 6_665
O1W H1WB O4 0.85 2.01 2.817(3) 158.4 1_565
O2W H2WA O1 0.85 1.93 2.763(3) 167.0 5_454
O2W H2WB O4 0.85 1.85 2.691(3) 170.8 3_574
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
C6 C1 C2 C3 -1.2(4) . .
C12 C1 C2 C3 -177.8(3) . .
C1 C2 C3 C4 1.3(4) . .
C1 C2 C3 C7 179.0(3) . .
C2 C3 C4 C5 -0.1(4) . .
C7 C3 C4 C5 -177.9(3) . .
C3 C4 C5 C6 -1.3(4) . .
C3 C4 C5 C13 174.2(3) . .
C4 C5 C6 C1 1.4(4) . .
C13 C5 C6 C1 -174.0(3) . .
C2 C1 C6 C5 -0.2(4) . .
C12 C1 C6 C5 176.5(3) . .
C4 C3 C7 C11 -21.8(4) . .
C2 C3 C7 C11 160.5(3) . .
C4 C3 C7 C8 158.5(3) . .
C2 C3 C7 C8 -19.2(4) . .
C11 C7 C8 C9 1.5(4) . .
C3 C7 C8 C9 -178.8(3) . .
C7 C8 C9 C10 0.9(5) . .
C8 C9 C10 N1 -1.8(5) . .
C8 C7 C11 N1 -3.3(4) . .
C3 C7 C11 N1 177.0(3) . .
C6 C1 C12 O1 -163.3(3) . .
C2 C1 C12 O1 13.3(4) . .
C6 C1 C12 O2 13.0(4) . .
C2 C1 C12 O2 -170.3(3) . .
O3 Zn1 C12 O1 0.3(2) 5_464 .
O2W Zn1 C12 O1 -92.78(18) . .
N1 Zn1 C12 O1 173.82(16) 5_564 .
O1W Zn1 C12 O1 91.36(18) . .
O2 Zn1 C12 O1 -178.1(3) . .
O3 Zn1 C12 O2 178.40(15) 5_464 .
O2W Zn1 C12 O2 85.31(16) . .
N1 Zn1 C12 O2 -8.1(2) 5_564 .
O1 Zn1 C12 O2 178.1(3) . .
O1W Zn1 C12 O2 -90.55(16) . .
C6 C5 C13 O4 -157.0(3) . .
C4 C5 C13 O4 27.6(4) . .
C6 C5 C13 O3 27.1(4) . .
C4 C5 C13 O3 -148.3(3) . .
C9 C10 N1 C11 0.2(4) . .
C9 C10 N1 Zn1 176.1(2) . 6_655
C7 C11 N1 C10 2.4(4) . .
C7 C11 N1 Zn1 -173.6(2) . 6_655
O2 C12 O1 Zn1 -2.0(3) . .
C1 C12 O1 Zn1 174.3(2) . .
O3 Zn1 O1 C12 -179.78(17) 5_464 .
O2W Zn1 O1 C12 86.94(18) . .
N1 Zn1 O1 C12 -11.9(3) 5_564 .
O1W Zn1 O1 C12 -87.14(18) . .
O2 Zn1 O1 C12 1.10(16) . .
O1 C12 O2 Zn1 1.8(3) . .
C1 C12 O2 Zn1 -174.6(2) . .
O3 Zn1 O2 C12 -4.3(4) 5_464 .
O2W Zn1 O2 C12 -93.45(17) . .
N1 Zn1 O2 C12 173.43(17) 5_564 .
O1 Zn1 O2 C12 -1.09(16) . .
O1W Zn1 O2 C12 87.84(17) . .
O4 C13 O3 Zn1 38.3(6) . 6_765
C5 C13 O3 Zn1 -146.1(4) . 6_765
