#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/96/2019693.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2019693
loop_
_publ_author_name
'Han, Li-Juan'
'Kong, Ya-Jie'
_publ_section_title
;
 Poly[(μ-pentafluorobenzoato-κ²O:O')(pentafluorobenzoato-κO)(μ-pyrazine-κ²N:N')copper(II)]:
 a coordination polymer linked into a three-dimensional network by
 intermolecular C---H···F---C interactions
;
_journal_coeditor_code           DT3026
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1017
_journal_page_last               1020
_journal_paper_doi               10.1107/S2053229614021536
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          '[Cu (C7 F5 O2)2 (C4 H4 N2)]'
_chemical_formula_moiety         'C18 H4 Cu F10 N2 O4'
_chemical_formula_sum            'C18 H4 Cu F10 N2 O4'
_chemical_formula_weight         565.77
_chemical_name_systematic
Poly[[(μ-pentafluorobenzoato-κ²O:O')(pentafluorobenzoato-κO)(μ-pyrazine-κ²N:N')copper(II)]:
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                89.784(3)
_cell_angle_beta                 89.654(3)
_cell_angle_gamma                86.678(3)
_cell_formula_units_Z            2
_cell_length_a                   4.8100(12)
_cell_length_b                   13.095(3)
_cell_length_c                   15.366(4)
_cell_measurement_reflns_used    5716
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.29
_cell_measurement_theta_min      2.65
_cell_volume                     966.2(4)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 2001)
;
_computing_data_collection
;
APEX2 (Bruker, 2004)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2001)
;
_computing_molecular_graphics
;
XP (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       ω
_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  0.0225
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9152
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.56
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.257
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_correction_T_min  0.818
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2004)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.945
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             554
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.925
_refine_diff_density_min         -0.518
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3380
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0369
_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)+(0.0703P)²+0.4449P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1015
_reflns_number_gt                3041
_reflns_number_total             3380
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dt3026sup1.cif
_cod_data_source_block           II
_cod_depositor_comments
'Adding full bibliography for 2019692--2019693.cif.'
_cod_database_code               2019693
_cod_database_fobs_code          2019693
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cu Cu1 0.76146(6) 0.24937(2) 0.480927(19) 0.02640(13) Uani d . 1 1
N N1 0.9135(4) 0.10153(15) 0.48708(14) 0.0280(4) Uani d . 1 1
N N3 0.6064(4) 0.39922(16) 0.48980(14) 0.0294(5) Uani d . 1 1
O O1 0.9517(4) 0.28140(14) 0.37218(12) 0.0343(4) Uani d . 1 1
O O2 0.6067(4) 0.22117(13) 0.59549(12) 0.0328(4) Uani d . 1 1
O O3 1.3648(4) 0.21413(15) 0.41465(12) 0.0362(4) Uani d . 1 1
O O4 0.9592(5) 0.2988(2) 0.65229(16) 0.0690(7) Uani d . 1 1
F F12 1.5949(5) 0.12473(17) 0.26502(14) 0.0769(7) Uani d . 1 1
F F13 1.8272(6) 0.1743(2) 0.11415(17) 0.1100(11) Uani d . 1 1
F F15 1.6783(6) 0.3533(2) 0.03520(15) 0.1006(9) Uani d . 1 1
F F16 1.0714(5) 0.44149(16) 0.26396(15) 0.0789(7) Uani d . 1 1
F F22 0.8340(8) 0.0635(2) 0.7433(2) 0.1198(12) Uani d . 1 1
F F23 0.6016(13) 0.0180(3) 0.8982(2) 0.181(2) Uani d . 1 1
F F24 0.2660(10) 0.1624(4) 0.9812(2) 0.1598(17) Uani d . 1 1
F F25 0.1706(7) 0.3494(3) 0.9108(2) 0.1348(14) Uani d . 1 1
F F26 0.4102(5) 0.39505(19) 0.75688(16) 0.0785(7) Uani d . 1 1
F F33 1.2945(7) 0.4860(2) 0.11012(16) 0.0964(9) Uani d . 1 1
C C1 1.2096(5) 0.25614(18) 0.36011(16) 0.0281(5) Uani d . 1 1
C C2 0.7466(6) 0.2538(2) 0.65890(18) 0.0367(6) Uani d . 1 1
C C11 1.3232(5) 0.2810(2) 0.27162(17) 0.0347(6) Uani d . 1 1
C C12 1.5185(7) 0.2159(3) 0.2296(2) 0.0481(8) Uani d . 1 1
C C13 1.6365(8) 0.2393(3) 0.1515(2) 0.0662(11) Uani d . 1 1
C C14 1.5622(8) 0.3299(3) 0.1109(2) 0.0656(10) Uani d . 1 1
C C15 1.3685(8) 0.3973(3) 0.1493(2) 0.0600(9) Uani d . 1 1
C C16 1.2537(7) 0.3718(2) 0.2281(2) 0.0480(7) Uani d . 1 1
C C21 0.6259(6) 0.2307(3) 0.74670(19) 0.0455(7) Uani d . 1 1
C C22 0.6701(11) 0.1356(3) 0.7846(3) 0.0763(12) Uani d . 1 1
C C23 0.5503(15) 0.1117(4) 0.8634(3) 0.1042(19) Uani d . 1 1
C C24 0.3843(13) 0.1847(5) 0.9050(3) 0.0980(17) Uani d . 1 1
C C25 0.3356(9) 0.2789(5) 0.8694(3) 0.0838(14) Uani d . 1 1
C C26 0.4581(7) 0.3023(3) 0.7914(2) 0.0562(9) Uani d . 1 1
C C31 1.1143(5) 0.07479(19) 0.54401(18) 0.0319(6) Uani d . 1 1
H H31 1.1980 0.1253 0.5753 0.038 Uiso calc R 1 1
C C32 0.8006(5) 0.02693(18) 0.44288(17) 0.0309(5) Uani d . 1 1
H H32 0.6620 0.0436 0.4025 0.037 Uiso calc R 1 1
C C33 0.7103(5) 0.47648(19) 0.44555(18) 0.0330(6) Uani d . 1 1
H H33 0.8570 0.4626 0.4069 0.040 Uiso calc R 1 1
C C34 0.3939(5) 0.42339(19) 0.54442(18) 0.0337(6) Uani d . 1 1
H H34 0.3150 0.3718 0.5762 0.040 Uiso calc R 1 1
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'
Cu Cu 0.3201 1.2651 '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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 O1 . . 174.06(7) y
O2 Cu1 N1 . . 84.22(8) y
O1 Cu1 N1 . . 95.49(8) y
O2 Cu1 N3 . . 89.91(8) y
O1 Cu1 N3 . . 90.08(8) y
N1 Cu1 N3 . . 173.54(8) y
O2 Cu1 O3 . 1_455 92.09(7) ?
O1 Cu1 O3 . 1_455 93.85(8) ?
N1 Cu1 O3 . 1_455 95.07(8) ?
N3 Cu1 O3 . 1_455 87.80(8) ?
C32 N1 C31 . . 117.7(2) ?
C32 N1 Cu1 . . 122.34(17) ?
C31 N1 Cu1 . . 119.58(17) ?
C33 N3 C34 . . 116.6(2) ?
C33 N3 Cu1 . . 123.75(17) ?
C34 N3 Cu1 . . 119.63(17) ?
C1 O1 Cu1 . . 121.54(16) ?
C2 O2 Cu1 . . 114.41(17) ?
C1 O3 Cu1 . 1_655 136.31(17) ?
O3 C1 O1 . . 125.0(2) ?
O3 C1 C11 . . 119.5(2) ?
O1 C1 C11 . . 115.4(2) ?
O4 C2 O2 . . 125.4(3) ?
O4 C2 C21 . . 120.9(3) ?
O2 C2 C21 . . 113.7(2) ?
C16 C11 C12 . . 115.1(3) ?
C16 C11 C1 . . 123.1(2) ?
C12 C11 C1 . . 121.7(2) ?
F12 C12 C13 . . 117.2(3) ?
F12 C12 C11 . . 119.9(3) ?
C13 C12 C11 . . 122.9(3) ?
F13 C13 C12 . . 120.5(4) ?
F13 C13 C14 . . 119.5(3) ?
C12 C13 C14 . . 120.0(3) ?
F15 C14 C13 . . 120.2(4) ?
F15 C14 C15 . . 120.1(4) ?
C13 C14 C15 . . 119.7(3) ?
F33 C15 C16 . . 120.9(3) ?
F33 C15 C14 . . 120.1(3) ?
C16 C15 C14 . . 119.0(3) ?
F16 C16 C15 . . 116.6(3) ?
F16 C16 C11 . . 120.0(3) ?
C15 C16 C11 . . 123.3(3) ?
C22 C21 C26 . . 117.3(3) ?
C22 C21 C2 . . 121.1(3) ?
C26 C21 C2 . . 121.6(3) ?
F22 C22 C21 . . 119.2(3) ?
F22 C22 C23 . . 119.0(4) ?
C21 C22 C23 . . 121.8(4) ?
F23 C23 C24 . . 121.4(5) ?
F23 C23 C22 . . 119.6(5) ?
C24 C23 C22 . . 118.9(5) ?
F24 C24 C25 . . 119.7(5) ?
F24 C24 C23 . . 119.5(5) ?
C25 C24 C23 . . 120.8(4) ?
F25 C25 C24 . . 120.1(4) ?
F25 C25 C26 . . 120.1(5) ?
C24 C25 C26 . . 119.9(4) ?
F26 C26 C25 . . 119.6(4) ?
F26 C26 C21 . . 119.0(3) ?
C25 C26 C21 . . 121.3(4) ?
N1 C31 C32 . 2_756 121.0(2) ?
N1 C31 H31 . . 119.5 ?
C32 C31 H31 2_756 . 119.5 ?
N1 C32 C31 . 2_756 121.3(2) ?
N1 C32 H32 . . 119.3 ?
C31 C32 H32 2_756 . 119.3 ?
N3 C33 C34 . 2_666 122.0(2) ?
N3 C33 H33 . . 119.0 ?
C34 C33 H33 2_666 . 119.0 ?
N3 C34 C33 . 2_666 121.5(2) ?
N3 C34 H34 . . 119.3 ?
C33 C34 H34 2_666 . 119.3 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.9495(18) y
Cu1 O1 . 1.9561(18) y
Cu1 N1 . 2.032(2) y
Cu1 N3 . 2.063(2) y
Cu1 O3 1_455 2.2406(18) y
N1 C32 . 1.335(3) ?
N1 C31 . 1.338(3) ?
N3 C33 . 1.336(3) ?
N3 C34 . 1.343(3) ?
O1 C1 . 1.278(3) ?
O2 C2 . 1.276(3) ?
O3 C1 . 1.232(3) ?
O3 Cu1 1_655 2.2405(18) ?
O4 C2 . 1.213(4) ?
F12 C12 . 1.343(4) ?
F13 C13 . 1.342(4) ?
F15 C14 . 1.330(4) ?
F16 C16 . 1.346(4) ?
F22 C22 . 1.351(5) ?
F23 C23 . 1.347(6) ?
F24 C24 . 1.338(5) ?
F25 C25 . 1.342(5) ?
F26 C26 . 1.332(4) ?
F33 C15 . 1.337(4) ?
C1 C11 . 1.504(4) ?
C2 C21 . 1.502(4) ?
C11 C16 . 1.387(4) ?
C11 C12 . 1.389(4) ?
C12 C13 . 1.366(5) ?
C13 C14 . 1.368(6) ?
C14 C15 . 1.377(5) ?
C15 C16 . 1.376(5) ?
C21 C22 . 1.379(5) ?
C21 C26 . 1.383(5) ?
C22 C23 . 1.381(6) ?
C23 C24 . 1.368(8) ?
C24 C25 . 1.355(7) ?
C25 C26 . 1.374(6) ?
C31 C32 2_756 1.385(3) ?
C31 H31 . 0.9300 ?
C32 C31 2_756 1.385(3) ?
C32 H32 . 0.9300 ?
C33 C34 2_666 1.385(4) ?
C33 H33 . 0.9300 ?
C34 C33 2_666 1.385(4) ?
C34 H34 . 0.9300 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O2 Cu1 N1 C32 . . 103.9(2)
O1 Cu1 N1 C32 . . -82.1(2)
O3 Cu1 N1 C32 1_455 . 12.3(2)
O2 Cu1 N1 C31 . . -68.7(2)
O1 Cu1 N1 C31 . . 105.3(2)
O3 Cu1 N1 C31 1_455 . -160.33(19)
O2 Cu1 N3 C33 . . 156.3(2)
O1 Cu1 N3 C33 . . -17.7(2)
O3 Cu1 N3 C33 1_455 . -111.6(2)
O2 Cu1 N3 C34 . . -21.7(2)
O1 Cu1 N3 C34 . . 164.2(2)
O3 Cu1 N3 C34 1_455 . 70.4(2)
N1 Cu1 O1 C1 . . -46.8(2)
N3 Cu1 O1 C1 . . 129.9(2)
O3 Cu1 O1 C1 1_455 . -142.26(19)
N1 Cu1 O2 C2 . . 100.05(19)
N3 Cu1 O2 C2 . . -77.26(18)
O3 Cu1 O2 C2 1_455 . -165.06(18)
Cu1 O3 C1 O1 1_655 . -121.2(2)
Cu1 O3 C1 C11 1_655 . 58.9(3)
Cu1 O1 C1 O3 . . -3.0(3)
Cu1 O1 C1 C11 . . 176.94(16)
Cu1 O2 C2 O4 . . -0.1(4)
Cu1 O2 C2 C21 . . -179.54(19)
O3 C1 C11 C16 . . -139.1(3)
O1 C1 C11 C16 . . 40.9(4)
O3 C1 C11 C12 . . 37.4(4)
O1 C1 C11 C12 . . -142.5(3)
C16 C11 C12 F12 . . -178.2(3)
C1 C11 C12 F12 . . 5.0(5)
C16 C11 C12 C13 . . 0.5(5)
C1 C11 C12 C13 . . -176.2(3)
F12 C12 C13 F13 . . -2.1(6)
C11 C12 C13 F13 . . 179.1(4)
F12 C12 C13 C14 . . 178.4(4)
C11 C12 C13 C14 . . -0.4(6)
F13 C13 C14 F15 . . -0.1(7)
C12 C13 C14 F15 . . 179.5(4)
F13 C13 C14 C15 . . -179.4(4)
C12 C13 C14 C15 . . 0.1(6)
F15 C14 C15 F33 . . 0.6(6)
C13 C14 C15 F33 . . -180.0(4)
F15 C14 C15 C16 . . -179.3(4)
C13 C14 C15 C16 . . 0.1(6)
F33 C15 C16 F16 . . -1.7(6)
C14 C15 C16 F16 . . 178.2(4)
F33 C15 C16 C11 . . -179.9(3)
C14 C15 C16 C11 . . 0.0(6)
C12 C11 C16 F16 . . -178.4(3)
C1 C11 C16 F16 . . -1.7(5)
C12 C11 C16 C15 . . -0.3(5)
C1 C11 C16 C15 . . 176.4(3)
O4 C2 C21 C22 . . -99.1(4)
O2 C2 C21 C22 . . 80.4(4)
O4 C2 C21 C26 . . 83.3(4)
O2 C2 C21 C26 . . -97.3(3)
C26 C21 C22 F22 . . -179.6(4)
C2 C21 C22 F22 . . 2.6(6)
C26 C21 C22 C23 . . 0.7(7)
C2 C21 C22 C23 . . -177.0(5)
F22 C22 C23 F23 . . 0.9(9)
C21 C22 C23 F23 . . -179.4(5)
F22 C22 C23 C24 . . -179.9(5)
C21 C22 C23 C24 . . -0.3(9)
F23 C23 C24 F24 . . -1.1(10)
C22 C23 C24 F24 . . 179.7(6)
F23 C23 C24 C25 . . 179.7(6)
C22 C23 C24 C25 . . 0.5(9)
F24 C24 C25 F25 . . 0.3(8)
C23 C24 C25 F25 . . 179.5(5)
F24 C24 C25 C26 . . 179.6(5)
C23 C24 C25 C26 . . -1.2(8)
F25 C25 C26 F26 . . -0.6(6)
C24 C25 C26 F26 . . -179.8(4)
F25 C25 C26 C21 . . -179.0(4)
C24 C25 C26 C21 . . 1.7(7)
C22 C21 C26 F26 . . -179.9(3)
C2 C21 C26 F26 . . -2.2(5)
C22 C21 C26 C25 . . -1.5(5)
C2 C21 C26 C25 . . 176.3(3)
C32 N1 C31 C32 . 2_756 -0.7(4)
Cu1 N1 C31 C32 . 2_756 172.31(19)
C31 N1 C32 C31 . 2_756 0.7(4)
Cu1 N1 C32 C31 . 2_756 -172.11(19)
C34 N3 C33 C34 . 2_666 0.3(4)
Cu1 N3 C33 C34 . 2_666 -177.8(2)
C33 N3 C34 C33 . 2_666 -0.3(4)
Cu1 N3 C34 C33 . 2_666 177.8(2)
