#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:59:47 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180243 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/29/7112943.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_7112943
loop_
_publ_author_name
'Zhang, Zhi-Hui'
'Chen, Sheng-Chun'
'Mi, Jin-Ling'
'He, Ming-Yang'
'Chen, Qun'
'Du, Miao'
_publ_section_title
;
 Unique Zn(II) coordination entanglement networks with a flexible
 fluorinated bis-pyridinecarboxamide tecton and benzenedicarboxylates.
;
_journal_issue                   44
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8427
_journal_page_last               8429
_journal_paper_doi               10.1039/c0cc03173a
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C19 H15 F2 N2 O6 Zn'
_chemical_formula_sum            'C19 H15 F2 N2 O6 Zn'
_chemical_formula_weight         470.70
_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                 106.4530(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2753(9)
_cell_length_b                   16.4858(18)
_cell_length_c                   14.4799(16)
_cell_measurement_reflns_used    6689
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.47
_cell_volume                     1894.5(4)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2003)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL and DIAMOND (Brandenburg, 2005)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL(Scheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14768
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    1.357
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3719
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.944
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0506
_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)+(0.06P)²+1.99P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1129
_reflns_number_gt                2948
_reflns_number_total             3719
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0cc03173a.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7112943
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
C1 C 0.1743(4) 0.2961(2) 0.3767(3) 0.0298(8) Uani 1 1 d .
H1 H 0.2570 0.2986 0.3446 0.036 Uiso 1 1 calc R
C2 C 0.0367(4) 0.2472(2) 0.3394(3) 0.0294(8) Uani 1 1 d .
H2 H 0.0280 0.2178 0.2834 0.035 Uiso 1 1 calc R
C3 C -0.0887(4) 0.2417(2) 0.3849(2) 0.0226(7) Uani 1 1 d .
C4 C -0.0727(5) 0.2894(2) 0.4659(3) 0.0322(8) Uani 1 1 d .
H4 H -0.1566 0.2895 0.4971 0.039 Uiso 1 1 calc R
C5 C 0.0694(4) 0.3368(2) 0.4997(3) 0.0318(8) Uani 1 1 d .
H5 H 0.0791 0.3679 0.5545 0.038 Uiso 1 1 calc R
C6 C -0.2281(4) 0.1815(2) 0.3443(2) 0.0243(7) Uani 1 1 d .
C7 C -0.4922(5) 0.1227(2) 0.3522(3) 0.0341(8) Uani 1 1 d .
H7A H -0.4821 0.0953 0.2948 0.041 Uiso 1 1 calc R
H7B H -0.5971 0.1528 0.3350 0.041 Uiso 1 1 calc R
C8 C -0.4983(4) 0.0589(2) 0.4285(3) 0.0251(7) Uani 1 1 d .
C9 C -0.6172(4) 0.0602(2) 0.4785(3) 0.0297(8) Uani 1 1 d .
C10 C -0.6173(5) 0.0028(2) 0.5480(3) 0.0358(9) Uani 1 1 d .
C11 C 0.5334(4) 0.2503(2) 0.6138(2) 0.0254(7) Uani 1 1 d .
C12 C 0.6169(4) 0.1778(2) 0.6690(2) 0.0236(7) Uani 1 1 d .
C13 C 0.5614(4) 0.1451(2) 0.7430(2) 0.0228(7) Uani 1 1 d .
H13 H 0.4688 0.1679 0.7577 0.027 Uiso 1 1 calc R
C14 C 0.6425(4) 0.07882(19) 0.7953(2) 0.0216(7) Uani 1 1 d .
C15 C 0.7838(4) 0.0462(2) 0.7741(3) 0.0278(8) Uani 1 1 d .
H15 H 0.8393 0.0022 0.8094 0.033 Uiso 1 1 calc R
C16 C 0.8424(5) 0.0786(2) 0.7013(3) 0.0325(8) Uani 1 1 d .
C17 C 0.7580(4) 0.1433(2) 0.6488(3) 0.0290(8) Uani 1 1 d .
H17 H 0.7954 0.1644 0.5989 0.035 Uiso 1 1 calc R
C18 C 0.5818(4) 0.0424(2) 0.8740(2) 0.0221(7) Uani 1 1 d .
C19 C 0.9971(5) 0.0445(2) 0.6794(3) 0.0350(9) Uani 1 1 d .
H19A H 0.9899 0.0540 0.6130 0.052 Uiso 1 1 calc R
H19B H 1.0037 -0.0128 0.6918 0.052 Uiso 1 1 calc R
H19C H 1.0959 0.0705 0.7196 0.052 Uiso 1 1 calc R
F1 F -0.7326(3) 0.11923(13) 0.46360(15) 0.0332(5) Uani 1 1 d .
F2 F -0.7339(3) 0.00792(13) 0.59608(15) 0.0355(5) Uani 1 1 d .
N1 N 0.1953(4) 0.34026(17) 0.4570(2) 0.0258(6) Uani 1 1 d .
N2 N -0.3575(4) 0.17715(18) 0.3841(2) 0.0273(6) Uani 1 1 d .
H2A H -0.3572 0.2092 0.4310 0.033 Uiso 1 1 calc R
O1 O -0.2172(3) 0.13674(16) 0.27874(19) 0.0353(6) Uani 1 1 d .
O2 O 0.5626(3) 0.26836(15) 0.53432(18) 0.0325(6) Uani 1 1 d .
O3 O 0.4419(3) 0.29458(16) 0.64791(18) 0.0343(6) Uani 1 1 d .
O4 O 0.4638(3) 0.07873(15) 0.89793(16) 0.0265(5) Uani 1 1 d .
O5 O 0.6480(3) -0.02342(15) 0.90962(19) 0.0316(6) Uani 1 1 d .
O6 O 0.6987(3) 0.42224(17) 0.59801(18) 0.0360(6) Uani 1 1 d .
H6A H 0.7114 0.4710 0.5822 0.043 Uiso 1 1 d R
H6B H 0.7175 0.4192 0.6587 0.043 Uiso 1 1 d R
Zn1 Zn 0.44113(5) 0.38385(3) 0.52803(3) 0.02682(14) 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'
F F 0.0171 0.0103 '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
N1 C1 C2 123.2(3) . .
N1 C1 H1 118.4 . .
C2 C1 H1 118.4 . .
C1 C2 C3 120.2(3) . .
C1 C2 H2 119.9 . .
C3 C2 H2 119.9 . .
C2 C3 C4 117.5(3) . .
C2 C3 C6 116.9(3) . .
C4 C3 C6 125.6(3) . .
C5 C4 C3 119.2(3) . .
C5 C4 H4 120.4 . .
C3 C4 H4 120.4 . .
N1 C5 C4 123.4(3) . .
N1 C5 H5 118.3 . .
C4 C5 H5 118.3 . .
O1 C6 N2 122.6(3) . .
O1 C6 C3 118.8(3) . .
N2 C6 C3 118.6(3) . .
N2 C7 C8 112.7(3) . .
N2 C7 H7A 109.0 . .
C8 C7 H7A 109.0 . .
N2 C7 H7B 109.0 . .
C8 C7 H7B 109.0 . .
H7A C7 H7B 107.8 . .
C10 C8 C9 115.7(3) 3_456 .
C10 C8 C7 121.5(3) 3_456 .
C9 C8 C7 122.8(3) . .
F1 C9 C8 120.7(3) . .
F1 C9 C10 117.9(3) . .
C8 C9 C10 121.3(3) . .
F2 C10 C8 118.1(3) . 3_456
F2 C10 C9 118.9(3) . .
C8 C10 C9 123.0(3) 3_456 .
O3 C11 O2 120.7(3) . .
O3 C11 C12 119.7(3) . .
O2 C11 C12 119.5(3) . .
C13 C12 C17 118.7(3) . .
C13 C12 C11 121.3(3) . .
C17 C12 C11 120.0(3) . .
C12 C13 C14 120.8(3) . .
C12 C13 H13 119.6 . .
C14 C13 H13 119.6 . .
C13 C14 C15 119.2(3) . .
C13 C14 C18 121.1(3) . .
C15 C14 C18 119.7(3) . .
C16 C15 C14 121.0(3) . .
C16 C15 H15 119.5 . .
C14 C15 H15 119.5 . .
C17 C16 C15 119.0(3) . .
C17 C16 C19 119.9(3) . .
C15 C16 C19 121.1(3) . .
C16 C17 C12 121.4(3) . .
C16 C17 H17 119.3 . .
C12 C17 H17 119.3 . .
O5 C18 O4 124.8(3) . .
O5 C18 C14 117.2(3) . .
O4 C18 C14 117.9(3) . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C1 N1 C5 116.4(3) . .
C1 N1 Zn1 118.3(2) . .
C5 N1 Zn1 123.2(2) . .
C6 N2 C7 123.0(3) . .
C6 N2 H2A 118.5 . .
C7 N2 H2A 118.5 . .
C11 O2 Zn1 92.3(2) . .
C11 O3 Zn1 87.0(2) . .
C18 O4 Zn1 132.1(2) . 4_566
C18 O5 Zn1 131.7(2) . 2_646
Zn1 O6 H6A 109.2 . .
Zn1 O6 H6B 109.4 . .
H6A O6 H6B 109.5 . .
O5 Zn1 O4 108.94(10) 2_656 4_565
O5 Zn1 N1 92.96(11) 2_656 .
O4 Zn1 N1 88.91(10) 4_565 .
O5 Zn1 O2 151.70(10) 2_656 .
O4 Zn1 O2 98.23(10) 4_565 .
N1 Zn1 O2 95.35(11) . .
O5 Zn1 O6 90.30(10) 2_656 .
O4 Zn1 O6 90.46(10) 4_565 .
N1 Zn1 O6 176.71(11) . .
O2 Zn1 O6 81.54(10) . .
O5 Zn1 O3 94.08(10) 2_656 .
O4 Zn1 O3 156.78(10) 4_565 .
N1 Zn1 O3 86.91(10) . .
O2 Zn1 O3 59.52(9) . .
O6 Zn1 O3 92.42(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.342(4) .
C1 C2 1.374(5) .
C1 H1 0.9300 .
C2 C3 1.381(5) .
C2 H2 0.9300 .
C3 C4 1.387(5) .
C3 C6 1.510(5) .
C4 C5 1.380(5) .
C4 H4 0.9300 .
C5 N1 1.355(4) .
C5 H5 0.9300 .
C6 O1 1.226(4) .
C6 N2 1.353(4) .
C7 N2 1.403(4) .
C7 C8 1.536(5) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C10 1.371(5) 3_456
C8 C9 1.377(5) .
C9 F1 1.337(4) .
C9 C10 1.383(5) .
C10 F2 1.343(4) .
C10 C8 1.371(5) 3_456
C11 O3 1.250(4) .
C11 O2 1.276(4) .
C11 C12 1.493(5) .
C12 C13 1.389(4) .
C12 C17 1.403(5) .
C13 C14 1.390(5) .
C13 H13 0.9300 .
C14 C15 1.398(4) .
C14 C18 1.494(4) .
C15 C16 1.386(5) .
C15 H15 0.9300 .
C16 C17 1.380(5) .
C16 C19 1.511(5) .
C17 H17 0.9300 .
C18 O5 1.259(4) .
C18 O4 1.275(4) .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
N1 Zn1 2.128(3) .
N2 H2A 0.8600 .
O2 Zn1 2.143(3) .
O3 Zn1 2.274(3) .
O4 Zn1 2.041(2) 4_566
O5 Zn1 2.018(2) 2_646
O6 Zn1 2.179(3) .
O6 H6A 0.8501 .
O6 H6B 0.8500 .
Zn1 O5 2.018(2) 2_656
Zn1 O4 2.041(2) 4_565
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
N1 C1 C2 C3 -0.1(6) . .
C1 C2 C3 C4 2.6(5) . .
C1 C2 C3 C6 -175.0(3) . .
C2 C3 C4 C5 -2.9(6) . .
C6 C3 C4 C5 174.4(4) . .
C3 C4 C5 N1 0.8(6) . .
C2 C3 C6 O1 5.4(5) . .
C4 C3 C6 O1 -171.9(3) . .
C2 C3 C6 N2 -176.9(3) . .
C4 C3 C6 N2 5.8(5) . .
N2 C7 C8 C10 -72.1(5) . 3_456
N2 C7 C8 C9 107.0(4) . .
C10 C8 C9 F1 177.8(3) 3_456 .
C7 C8 C9 F1 -1.3(6) . .
C10 C8 C9 C10 0.4(6) 3_456 .
C7 C8 C9 C10 -178.7(3) . .
F1 C9 C10 F2 1.1(6) . .
C8 C9 C10 F2 178.5(3) . .
F1 C9 C10 C8 -177.9(4) . 3_456
C8 C9 C10 C8 -0.4(7) . 3_456
O3 C11 C12 C13 18.0(5) . .
O2 C11 C12 C13 -165.2(3) . .
O3 C11 C12 C17 -159.7(3) . .
O2 C11 C12 C17 17.1(5) . .
C17 C12 C13 C14 -0.8(5) . .
C11 C12 C13 C14 -178.5(3) . .
C12 C13 C14 C15 1.4(5) . .
C12 C13 C14 C18 -179.0(3) . .
C13 C14 C15 C16 -0.7(5) . .
C18 C14 C15 C16 179.7(3) . .
C14 C15 C16 C17 -0.7(6) . .
C14 C15 C16 C19 178.8(4) . .
C15 C16 C17 C12 1.4(6) . .
C19 C16 C17 C12 -178.2(4) . .
C13 C12 C17 C16 -0.6(5) . .
C11 C12 C17 C16 177.1(3) . .
C13 C14 C18 O5 171.1(3) . .
C15 C14 C18 O5 -9.3(5) . .
C13 C14 C18 O4 -6.7(5) . .
C15 C14 C18 O4 172.9(3) . .
C2 C1 N1 C5 -2.1(6) . .
C2 C1 N1 Zn1 162.0(3) . .
C4 C5 N1 C1 1.7(6) . .
C4 C5 N1 Zn1 -161.5(3) . .
O1 C6 N2 C7 -1.7(6) . .
C3 C6 N2 C7 -179.3(3) . .
C8 C7 N2 C6 114.7(4) . .
O3 C11 O2 Zn1 7.5(3) . .
C12 C11 O2 Zn1 -169.2(3) . .
O2 C11 O3 Zn1 -7.1(3) . .
C12 C11 O3 Zn1 169.6(3) . .
O5 C18 O4 Zn1 54.0(5) . 4_566
C14 C18 O4 Zn1 -128.4(3) . 4_566
O4 C18 O5 Zn1 25.9(5) . 2_646
C14 C18 O5 Zn1 -151.8(2) . 2_646
C1 N1 Zn1 O5 155.6(3) . 2_656
C5 N1 Zn1 O5 -41.5(3) . 2_656
C1 N1 Zn1 O4 46.7(3) . 4_565
C5 N1 Zn1 O4 -150.4(3) . 4_565
C1 N1 Zn1 O2 -51.5(3) . .
C5 N1 Zn1 O2 111.4(3) . .
C1 N1 Zn1 O3 -110.5(3) . .
C5 N1 Zn1 O3 52.4(3) . .
C11 O2 Zn1 O5 19.1(3) . 2_656
C11 O2 Zn1 O4 -177.0(2) . 4_565
C11 O2 Zn1 N1 -87.3(2) . .
C11 O2 Zn1 O6 93.8(2) . .
C11 O2 Zn1 O3 -4.13(19) . .
C11 O3 Zn1 O5 -165.0(2) . 2_656
C11 O3 Zn1 O4 22.3(4) . 4_565
C11 O3 Zn1 N1 102.3(2) . .
C11 O3 Zn1 O2 4.21(19) . .
C11 O3 Zn1 O6 -74.5(2) . .
