#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:01:21 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223682 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/24/7232434.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_7232434
loop_
_publ_author_name
'Cheplakova, Anastasia M.'
'Kovalenko, Konstantin A.'
'Samsonenko, Denis G.'
'Vinogradov, Andrey S.'
'Karpov, Victor M.'
'Platonov, Vyacheslav E.'
'Fedin, Vladimir P.'
_publ_section_title
;
 Structural diversity of zinc(ii) coordination polymers with
 octafluorobiphenyl-4,4′-dicarboxylate based on mononuclear, paddle
 wheel and cuboidal units
;
_journal_issue                   15
_journal_name_full               CrystEngComm
_journal_page_first              2524
_journal_paper_doi               10.1039/C9CE00073A
_journal_volume                  21
_journal_year                    2019
_chemical_formula_sum            'C24 H12 F8 N2 O4 Zn'
_chemical_formula_weight         609.73
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2018-11-20 deposited with the CCDC.    2019-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.091(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.7538(4)
_cell_length_b                   10.5400(2)
_cell_length_c                   23.0099(5)
_cell_measurement_reflns_used    6617
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      28.71
_cell_measurement_theta_min      3.73
_cell_volume                     4790.77(17)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.836
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.836
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            12581
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.836
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         28.883
_diffrn_reflns_theta_min         3.442
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_description       block
_exptl_crystal_F_000             2432
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5279
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0264
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0272P)²+6.5585P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0652
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4696
_reflns_number_total             5279
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00073a2.cif
_cod_data_source_block           sn726
_cod_depositor_comments
'Adding full bibliography for 7232433--7232438.cif.'
_cod_original_cell_volume        4790.79(18)
_cod_database_code               7232434
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.701
_shelx_estimated_absorpt_t_max   0.877
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Zn1 Zn 0.25473(2) 0.60577(2) 0.50395(2) 0.01190(6) Uani 1 1 d . .
O11 O 0.32381(6) 0.63277(12) 0.43999(5) 0.0231(3) Uani 1 1 d . .
O12 O 0.31997(6) 0.84566(12) 0.43935(5) 0.0217(3) Uani 1 1 d . .
C11 C 0.33988(8) 0.74027(16) 0.42208(7) 0.0161(3) Uani 1 1 d . .
C12 C 0.38895(8) 0.73996(16) 0.37158(7) 0.0156(3) Uani 1 1 d . .
C13 C 0.45145(8) 0.68090(16) 0.37520(7) 0.0165(3) Uani 1 1 d . .
C14 C 0.49427(8) 0.67529(16) 0.32810(7) 0.0169(3) Uani 1 1 d . .
C15 C 0.47652(8) 0.72712(16) 0.27495(7) 0.0155(3) Uani 1 1 d . .
C16 C 0.41352(8) 0.78569(16) 0.27127(7) 0.0159(3) Uani 1 1 d . .
C17 C 0.37136(8) 0.79335(16) 0.31871(7) 0.0162(3) Uani 1 1 d . .
F11 F 0.47171(5) 0.62896(10) 0.42558(4) 0.0231(2) Uani 1 1 d . .
F12 F 0.55461(5) 0.61768(10) 0.33432(4) 0.0237(2) Uani 1 1 d . .
F13 F 0.39453(5) 0.84095(10) 0.22126(4) 0.0222(2) Uani 1 1 d . .
F14 F 0.31164(5) 0.85316(11) 0.31286(4) 0.0241(2) Uani 1 1 d . .
O21 O 0.18589(6) 0.59578(12) 0.43834(5) 0.0237(3) Uani 1 1 d . .
O22 O 0.17830(6) 0.80737(13) 0.44096(5) 0.0251(3) Uani 1 1 d . .
C21 C 0.16431(8) 0.70106(18) 0.42065(7) 0.0184(3) Uani 1 1 d . .
C22 C 0.11655(8) 0.70050(17) 0.36925(7) 0.0177(3) Uani 1 1 d . .
C23 C 0.07098(9) 0.60212(16) 0.35982(7) 0.0186(3) Uani 1 1 d . .
C24 C 0.02588(9) 0.60503(16) 0.31394(7) 0.0193(3) Uani 1 1 d . .
C25 C 0.02423(8) 0.70423(17) 0.27470(7) 0.0187(3) Uani 1 1 d . .
C26 C 0.06993(9) 0.80188(17) 0.28379(7) 0.0199(4) Uani 1 1 d . .
C27 C 0.11488(8) 0.80067(17) 0.32982(7) 0.0189(3) Uani 1 1 d . .
F21 F 0.06821(5) 0.50192(10) 0.39578(4) 0.0253(2) Uani 1 1 d . .
F22 F -0.01818(5) 0.50875(10) 0.30830(4) 0.0250(2) Uani 1 1 d . .
F23 F 0.07190(6) 0.90029(10) 0.24640(4) 0.0257(2) Uani 1 1 d . .
F24 F 0.15844(5) 0.89754(10) 0.33384(5) 0.0259(2) Uani 1 1 d . .
N1 N 0.27673(8) 0.42723(14) 0.52947(6) 0.0210(3) Uani 1 1 d . .
C12A C 0.31855(15) 0.2290(2) 0.58500(10) 0.0466(6) Uani 1 1 d . .
H12A H 0.363949 0.205386 0.571728 0.070 Uiso 1 1 calc R U
H12B H 0.287232 0.158579 0.577937 0.070 Uiso 1 1 calc R U
H12C H 0.319908 0.248030 0.626678 0.070 Uiso 1 1 calc R U
C11A C 0.29573(10) 0.34013(18) 0.55343(8) 0.0247(4) Uani 1 1 d . .
N2 N 0.24756(15) 0.6658(2) 0.21890(11) 0.0691(8) Uani 1 1 d . .
C21A C 0.25478(12) 0.5916(2) 0.25417(11) 0.0391(5) Uani 1 1 d . .
C22A C 0.26501(12) 0.4977(2) 0.29916(10) 0.0391(5) Uani 1 1 d . .
H22A H 0.252474 0.413795 0.284333 0.059 Uiso 1 1 calc R U
H22B H 0.236757 0.518568 0.332806 0.059 Uiso 1 1 calc R U
H22C H 0.312740 0.497263 0.310845 0.059 Uiso 1 1 calc R U
C1 C 0.53336(15) 0.6902(2) 0.55286(10) 0.0495(6) Uani 1 1 d . .
H1 H 0.503494 0.626884 0.538418 0.059 Uiso 1 1 calc R U
C2 C 0.53700(13) 0.8070(2) 0.52585(10) 0.0432(6) Uani 1 1 d . .
H2 H 0.509523 0.824504 0.492896 0.052 Uiso 1 1 calc R U
C3 C 0.58083(12) 0.8984(2) 0.54701(10) 0.0380(5) Uani 1 1 d . .
H3 H 0.583540 0.978732 0.528418 0.046 Uiso 1 1 calc R U
C4 C 0.62056(11) 0.8735(2) 0.59491(9) 0.0324(5) Uani 1 1 d . .
H4 H 0.650557 0.936472 0.609389 0.039 Uiso 1 1 calc R U
C5 C 0.61665(13) 0.7571(2) 0.62170(10) 0.0406(5) Uani 1 1 d . .
H5 H 0.644002 0.739565 0.654737 0.049 Uiso 1 1 calc R U
C6 C 0.57305(16) 0.6657(2) 0.60065(11) 0.0537(7) Uani 1 1 d . .
H6 H 0.570445 0.585406 0.619287 0.064 Uiso 1 1 calc R U
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
_geom_angle_publ_flag
O11 Zn1 Zn1 81.85(4) . 7_566 ?
O11 Zn1 O12 156.69(5) . 7_566 yes
O11 Zn1 O21 85.33(5) . . yes
O11 Zn1 O22 87.23(5) . 7_566 yes
O12 Zn1 Zn1 75.13(4) 7_566 7_566 ?
O12 Zn1 O22 87.65(5) 7_566 7_566 yes
O21 Zn1 Zn1 88.08(4) . 7_566 ?
O21 Zn1 O12 90.24(5) . 7_566 yes
O21 Zn1 O22 156.06(5) . 7_566 yes
O22 Zn1 Zn1 68.33(4) 7_566 7_566 ?
N1 Zn1 Zn1 163.61(4) . 7_566 ?
N1 Zn1 O11 101.37(6) . . yes
N1 Zn1 O12 101.76(6) . 7_566 yes
N1 Zn1 O21 108.13(6) . . yes
N1 Zn1 O22 95.63(6) . 7_566 yes
C11 O11 Zn1 122.63(11) . . ?
C11 O12 Zn1 131.22(11) . 7_566 ?
O11 C11 C12 114.54(15) . . ?
O12 C11 O11 128.69(15) . . ?
O12 C11 C12 116.75(15) . . ?
C13 C12 C11 121.77(14) . . ?
C17 C12 C11 120.89(15) . . ?
C17 C12 C13 117.26(15) . . ?
C14 C13 C12 121.37(15) . . ?
F11 C13 C12 119.97(14) . . ?
F11 C13 C14 118.65(15) . . ?
C13 C14 C15 121.56(15) . . ?
F12 C14 C13 118.74(14) . . ?
F12 C14 C15 119.70(14) . . ?
C14 C15 C15 121.90(17) . 2_655 ?
C14 C15 C16 117.02(15) . . ?
C16 C15 C15 121.00(16) . 2_655 ?
C17 C16 C15 121.31(15) . . ?
F13 C16 C15 119.56(14) . . ?
F13 C16 C17 119.06(15) . . ?
C16 C17 C12 121.46(15) . . ?
F14 C17 C12 119.85(14) . . ?
F14 C17 C16 118.68(14) . . ?
C21 O21 Zn1 114.90(11) . . ?
C21 O22 Zn1 141.06(12) . 7_566 ?
O21 C21 C22 117.45(15) . . ?
O22 C21 O21 126.76(15) . . ?
O22 C21 C22 115.79(16) . . ?
C23 C22 C21 121.89(15) . . ?
C23 C22 C27 116.70(14) . . ?
C27 C22 C21 121.39(16) . . ?
C24 C23 C22 121.32(16) . . ?
F21 C23 C22 121.17(14) . . ?
F21 C23 C24 117.49(15) . . ?
C23 C24 C25 122.07(16) . . ?
F22 C24 C23 118.33(15) . . ?
F22 C24 C25 119.60(14) . . ?
C24 C25 C25 120.98(12) . 2 ?
C24 C25 C26 116.68(14) . . ?
C26 C25 C25 122.34(13) . 2 ?
C27 C26 C25 121.82(16) . . ?
F23 C26 C25 119.67(14) . . ?
F23 C26 C27 118.51(16) . . ?
C26 C27 C22 121.41(16) . . ?
F24 C27 C22 121.26(14) . . ?
F24 C27 C26 117.29(15) . . ?
C11A N1 Zn1 165.18(15) . . ?
H12A C12A H12B 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
N1 C11A C12A 178.6(2) . . ?
N2 C21A C22A 179.1(3) . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22B 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C2 C1 H1 120.1 . . ?
C6 C1 H1 120.1 . . ?
C6 C1 C2 119.8(2) . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.7(2) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.1(2) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 120.3(2) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Zn1 3.0515(4) 7_566 ?
Zn1 O11 2.0286(12) . yes
Zn1 O12 2.0367(12) 7_566 yes
Zn1 O21 2.0330(12) . yes
Zn1 O22 2.0468(12) 7_566 yes
Zn1 N1 2.0185(15) . yes
O11 C11 1.247(2) . ?
O12 C11 1.244(2) . ?
C11 C12 1.514(2) . ?
C12 C13 1.385(2) . ?
C12 C17 1.384(2) . ?
C13 C14 1.377(2) . ?
C13 F11 1.3425(18) . ?
C14 C15 1.384(2) . ?
C14 F12 1.3452(18) . ?
C15 C15 1.477(3) 2_655 ?
C15 C16 1.392(2) . ?
C16 C17 1.376(2) . ?
C16 F13 1.3426(18) . ?
C17 F14 1.3442(19) . ?
O21 C21 1.256(2) . ?
O22 C21 1.245(2) . ?
C21 C22 1.512(2) . ?
C22 C23 1.390(2) . ?
C22 C27 1.392(3) . ?
C23 C24 1.381(2) . ?
C23 F21 1.3429(19) . ?
C24 C25 1.382(2) . ?
C24 F22 1.3430(19) . ?
C25 C25 1.485(3) 2 ?
C25 C26 1.385(2) . ?
C26 C27 1.381(2) . ?
C26 F23 1.348(2) . ?
C27 F24 1.3383(19) . ?
N1 C11A 1.134(2) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C12A C11A 1.449(3) . ?
N2 C21A 1.136(3) . ?
C21A C22A 1.446(3) . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
C1 H1 0.9500 . ?
C1 C2 1.381(3) . ?
C1 C6 1.374(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.375(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(3) . ?
C6 H6 0.9500 . ?
