#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/96/2019692.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_2019692
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                89.785(2)
_cell_angle_beta                 89.660(2)
_cell_angle_gamma                86.666(2)
_cell_formula_units_Z            2
_cell_length_a                   4.8046(9)
_cell_length_b                   13.072(2)
_cell_length_c                   15.357(3)
_cell_measurement_reflns_used    2974
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.65
_cell_measurement_theta_min      2.65
_cell_volume                     962.9(3)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0369
_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            9285
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.33
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.262
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_correction_T_min  0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2004)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.951
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             554
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.343
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0343
_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)+(0.0590P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.1001
_reflns_number_gt                2753
_reflns_number_total             3385
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dt3026sup1.cif
_cod_data_source_block           I
_cod_depositor_comments
'Adding full bibliography for 2019692--2019693.cif.'
_cod_database_code               2019692
_cod_database_fobs_code          2019692
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 0.26122(7) 0.74938(3) 0.48090(2) 0.02369(14) Uani d . 1 1
N N1 0.1068(5) 0.89955(18) 0.49009(17) 0.0267(6) Uani d . 1 1
N N2 0.4137(5) 0.60168(18) 0.48714(17) 0.0255(6) Uani d . 1 1
O O1 0.4520(4) 0.78130(16) 0.37229(14) 0.0320(5) Uani d . 1 1
O O2 0.8640(4) 0.71430(17) 0.41473(14) 0.0329(5) Uani d . 1 1
O O3 0.1077(5) 0.72142(15) 0.59561(14) 0.0311(5) Uani d . 1 1
O O4 0.4588(6) 0.7989(3) 0.65249(19) 0.0661(9) Uani d . 1 1
F F1 -0.0892(6) 0.8952(2) 0.75694(17) 0.0758(8) Uani d . 1 1
F F2 -0.3298(8) 0.8494(3) 0.9105(2) 0.1320(15) Uani d . 1 1
F F3 -0.2351(10) 0.6620(4) 0.9812(2) 0.1562(18) Uani d . 1 1
F F4 0.1025(13) 0.5183(3) 0.8986(3) 0.181(2) Uani d . 1 1
F F5 0.3344(9) 0.5638(2) 0.7437(2) 0.1187(14) Uani d . 1 1
F F6 0.5716(6) 0.94161(18) 0.26382(16) 0.0767(9) Uani d . 1 1
F F7 0.7947(7) 0.9858(2) 0.11008(18) 0.0954(10) Uani d . 1 1
F F8 1.1780(7) 0.8540(3) 0.03530(17) 0.0980(10) Uani d . 1 1
F F9 1.3248(7) 0.6741(3) 0.11389(18) 0.1082(12) Uani d . 1 1
F F10 1.0936(6) 0.62475(19) 0.26519(15) 0.0746(8) Uani d . 1 1
C C1 0.6123(6) 0.5749(2) 0.5441(2) 0.0295(7) Uani d . 1 1
H H1 0.6945 0.6253 0.5759 0.035 Uiso calc R 1 1
C C2 0.3009(6) 0.5272(2) 0.4432(2) 0.0277(7) Uani d . 1 1
H H2 0.1610 0.5438 0.4032 0.033 Uiso calc R 1 1
C C3 0.2094(6) 0.9763(2) 0.4454(2) 0.0292(7) Uani d . 1 1
H H3 0.3554 0.9623 0.4064 0.035 Uiso calc R 1 1
C C4 -0.1049(6) 0.9237(2) 0.5448(2) 0.0307(7) Uani d . 1 1
H H4 -0.1832 0.8720 0.5768 0.037 Uiso calc R 1 1
C C5 -0.0415(8) 0.8019(3) 0.7916(3) 0.0528(10) Uani d . 1 1
C C6 -0.1641(10) 0.7788(5) 0.8696(3) 0.0783(16) Uani d . 1 1
C C7 -0.1147(14) 0.6836(6) 0.9048(3) 0.096(2) Uani d . 1 1
C C8 0.0531(16) 0.6115(5) 0.8637(4) 0.103(2) Uani d . 1 1
C C9 0.1708(12) 0.6354(4) 0.7847(3) 0.0714(14) Uani d . 1 1
C C10 0.1260(8) 0.7306(3) 0.7470(2) 0.0427(9) Uani d . 1 1
C C11 0.7539(8) 0.8721(3) 0.2282(2) 0.0436(9) Uani d . 1 1
C C12 0.8687(9) 0.8974(3) 0.1489(3) 0.0557(11) Uani d . 1 1
C C13 1.0615(9) 0.8305(4) 0.1112(3) 0.0608(12) Uani d . 1 1
C C14 1.1369(9) 0.7396(4) 0.1511(3) 0.0619(12) Uani d . 1 1
C C15 1.0175(8) 0.7159(3) 0.2297(2) 0.0451(9) Uani d . 1 1
C C16 0.8233(6) 0.7810(3) 0.2715(2) 0.0310(7) Uani d . 1 1
C C17 0.2476(7) 0.7541(3) 0.6589(2) 0.0349(8) Uani d . 1 1
C C18 0.7091(6) 0.7564(2) 0.3602(2) 0.0261(7) Uani d . 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
O3 Cu1 O1 . . 173.78(10) y
O3 Cu1 N2 . . 84.24(9) y
O1 Cu1 N2 . . 95.41(9) y
O3 Cu1 N1 . . 89.80(9) y
O1 Cu1 N1 . . 90.19(9) y
N2 Cu1 N1 . . 173.36(10) y
O3 Cu1 O2 . 1_455 92.26(9) ?
O1 Cu1 O2 . 1_455 93.96(9) ?
N2 Cu1 O2 . 1_455 95.23(9) ?
N1 Cu1 O2 . 1_455 87.90(9) ?
C3 N1 C4 . . 116.7(2) ?
C3 N1 Cu1 . . 123.6(2) ?
C4 N1 Cu1 . . 119.6(2) ?
C1 N2 C2 . . 117.5(3) ?
C1 N2 Cu1 . . 119.7(2) ?
C2 N2 Cu1 . . 122.3(2) ?
C18 O1 Cu1 . . 121.7(2) ?
C18 O2 Cu1 . 1_655 136.3(2) ?
C17 O3 Cu1 . . 114.6(2) ?
N2 C1 C2 . 2_666 121.1(3) ?
N2 C1 H1 . . 119.5 ?
C2 C1 H1 2_666 . 119.5 ?
N2 C2 C1 . 2_666 121.4(3) ?
N2 C2 H2 . . 119.3 ?
C1 C2 H2 2_666 . 119.3 ?
N1 C3 C4 . 2_576 121.8(3) ?
N1 C3 H3 . . 119.1 ?
C4 C3 H3 2_576 . 119.1 ?
N1 C4 C3 . 2_576 121.5(3) ?
N1 C4 H4 . . 119.3 ?
C3 C4 H4 2_576 . 119.3 ?
F1 C5 C6 . . 119.5(4) ?
F1 C5 C10 . . 118.9(4) ?
C6 C5 C10 . . 121.6(4) ?
F2 C6 C7 . . 120.7(5) ?
F2 C6 C5 . . 120.1(5) ?
C7 C6 C5 . . 119.3(5) ?
F3 C7 C8 . . 120.2(6) ?
F3 C7 C6 . . 118.7(6) ?
C8 C7 C6 . . 121.1(5) ?
F4 C8 C7 . . 121.0(5) ?
F4 C8 C9 . . 120.1(6) ?
C7 C8 C9 . . 118.9(5) ?
F5 C9 C10 . . 119.3(4) ?
F5 C9 C8 . . 118.9(5) ?
C10 C9 C8 . . 121.8(5) ?
C9 C10 C5 . . 117.3(4) ?
C9 C10 C17 . . 121.1(3) ?
C5 C10 C17 . . 121.6(3) ?
F6 C11 C12 . . 116.7(3) ?
F6 C11 C16 . . 120.2(3) ?
C12 C11 C16 . . 123.1(3) ?
F7 C12 C13 . . 120.4(4) ?
F7 C12 C11 . . 120.7(4) ?
C13 C12 C11 . . 118.9(4) ?
F8 C13 C12 . . 119.9(4) ?
F8 C13 C14 . . 119.8(4) ?
C12 C13 C14 . . 120.3(4) ?
F9 C14 C13 . . 120.2(4) ?
F9 C14 C15 . . 120.3(4) ?
C13 C14 C15 . . 119.6(4) ?
F10 C15 C14 . . 117.3(3) ?
F10 C15 C16 . . 119.9(3) ?
C14 C15 C16 . . 122.8(4) ?
C15 C16 C11 . . 115.3(3) ?
C15 C16 C18 . . 121.7(3) ?
C11 C16 C18 . . 122.8(3) ?
O4 C17 O3 . . 125.6(3) ?
O4 C17 C10 . . 120.9(3) ?
O3 C17 C10 . . 113.5(3) ?
O2 C18 O1 . . 124.9(3) ?
O2 C18 C16 . . 119.5(3) ?
O1 C18 C16 . . 115.6(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 O3 . 1.947(2) y
Cu1 O1 . 1.954(2) y
Cu1 N2 . 2.027(2) y
Cu1 N1 . 2.063(2) y
Cu1 O2 1_455 2.239(2) y
N1 C3 . 1.331(4) ?
N1 C4 . 1.339(4) ?
N2 C1 . 1.329(4) ?
N2 C2 . 1.329(4) ?
O1 C18 . 1.272(4) ?
O2 C18 . 1.230(4) ?
O2 Cu1 1_655 2.239(2) ?
O3 C17 . 1.274(4) ?
O4 C17 . 1.204(4) ?
F1 C5 . 1.337(5) ?
F2 C6 . 1.338(6) ?
F3 C7 . 1.341(6) ?
F4 C8 . 1.339(6) ?
F5 C9 . 1.343(5) ?
F6 C11 . 1.341(4) ?
F7 C12 . 1.329(5) ?
F8 C13 . 1.332(4) ?
F9 C14 . 1.335(4) ?
F10 C15 . 1.341(4) ?
C1 C2 2_666 1.388(4) ?
C1 H1 . 0.9300 ?
C2 C1 2_666 1.388(4) ?
C2 H2 . 0.9300 ?
C3 C4 2_576 1.381(4) ?
C3 H3 . 0.9300 ?
C4 C3 2_576 1.381(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.373(6) ?
C5 C10 . 1.377(5) ?
C6 C7 . 1.363(8) ?
C7 C8 . 1.358(8) ?
C8 C9 . 1.379(7) ?
C9 C10 . 1.376(6) ?
C10 C17 . 1.508(5) ?
C11 C12 . 1.381(5) ?
C11 C16 . 1.385(5) ?
C12 C13 . 1.364(6) ?
C13 C14 . 1.366(6) ?
C14 C15 . 1.375(5) ?
C15 C16 . 1.383(5) ?
C16 C18 . 1.507(4) ?
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
O3 Cu1 N1 C3 . . 156.8(3)
O1 Cu1 N1 C3 . . -17.0(3)
O2 Cu1 N1 C3 1_455 . -110.9(3)
O3 Cu1 N1 C4 . . -21.9(2)
O1 Cu1 N1 C4 . . 164.3(2)
O2 Cu1 N1 C4 1_455 . 70.4(2)
O3 Cu1 N2 C1 . . -68.1(2)
O1 Cu1 N2 C1 . . 105.6(2)
O2 Cu1 N2 C1 1_455 . -159.9(2)
O3 Cu1 N2 C2 . . 104.0(2)
O1 Cu1 N2 C2 . . -82.3(2)
O2 Cu1 N2 C2 1_455 . 12.2(2)
N2 Cu1 O1 C18 . . -46.8(2)
N1 Cu1 O1 C18 . . 129.6(2)
O2 Cu1 O1 C18 1_455 . -142.5(2)
N2 Cu1 O3 C17 . . 100.1(2)
N1 Cu1 O3 C17 . . -77.0(2)
O2 Cu1 O3 C17 1_455 . -164.9(2)
C2 N2 C1 C2 . 2_666 0.3(5)
Cu1 N2 C1 C2 . 2_666 172.7(2)
C1 N2 C2 C1 . 2_666 -0.3(5)
Cu1 N2 C2 C1 . 2_666 -172.5(2)
C4 N1 C3 C4 . 2_576 0.6(5)
Cu1 N1 C3 C4 . 2_576 -178.2(2)
C3 N1 C4 C3 . 2_576 -0.6(5)
Cu1 N1 C4 C3 . 2_576 178.2(3)
F1 C5 C6 F2 . . 0.0(7)
C10 C5 C6 F2 . . -178.8(4)
F1 C5 C6 C7 . . -180.0(5)
C10 C5 C6 C7 . . 1.3(8)
F2 C6 C7 F3 . . -0.1(9)
C5 C6 C7 F3 . . 179.8(5)
F2 C6 C7 C8 . . 180.0(6)
C5 C6 C7 C8 . . -0.1(10)
F3 C7 C8 F4 . . -0.3(11)
C6 C7 C8 F4 . . 179.6(7)
F3 C7 C8 C9 . . 179.1(6)
C6 C7 C8 C9 . . -1.0(11)
F4 C8 C9 F5 . . 0.1(10)
C7 C8 C9 F5 . . -179.4(6)
F4 C8 C9 C10 . . -179.7(6)
C7 C8 C9 C10 . . 0.9(10)
F5 C9 C10 C5 . . -179.5(5)
C8 C9 C10 C5 . . 0.2(8)
F5 C9 C10 C17 . . 2.6(7)
C8 C9 C10 C17 . . -177.7(5)
F1 C5 C10 C9 . . 179.9(4)
C6 C5 C10 C9 . . -1.3(6)
F1 C5 C10 C17 . . -2.2(6)
C6 C5 C10 C17 . . 176.5(4)
F6 C11 C12 F7 . . -1.4(6)
C16 C11 C12 F7 . . 179.9(4)
F6 C11 C12 C13 . . 178.1(4)
C16 C11 C12 C13 . . -0.6(7)
F7 C12 C13 F8 . . 0.5(7)
C11 C12 C13 F8 . . -179.0(4)
F7 C12 C13 C14 . . -179.9(5)
C11 C12 C13 C14 . . 0.7(7)
F8 C13 C14 F9 . . -0.6(7)
C12 C13 C14 F9 . . 179.8(4)
F8 C13 C14 C15 . . 179.6(4)
C12 C13 C14 C15 . . -0.1(8)
F9 C14 C15 F10 . . -1.4(7)
C13 C14 C15 F10 . . 178.5(4)
F9 C14 C15 C16 . . 179.6(4)
C13 C14 C15 C16 . . -0.6(7)
F10 C15 C16 C11 . . -178.4(4)
C14 C15 C16 C11 . . 0.7(6)
F10 C15 C16 C18 . . 4.9(6)
C14 C15 C16 C18 . . -176.0(4)
F6 C11 C16 C15 . . -178.7(4)
C12 C11 C16 C15 . . -0.1(6)
F6 C11 C16 C18 . . -2.0(6)
C12 C11 C16 C18 . . 176.6(4)
Cu1 O3 C17 O4 . . -0.2(5)
Cu1 O3 C17 C10 . . -179.4(2)
C9 C10 C17 O4 . . -98.9(5)
C5 C10 C17 O4 . . 83.3(5)
C9 C10 C17 O3 . . 80.4(5)
C5 C10 C17 O3 . . -97.4(4)
Cu1 O2 C18 O1 1_655 . -121.5(3)
Cu1 O2 C18 C16 1_655 . 58.9(4)
Cu1 O1 C18 O2 . . -2.8(4)
Cu1 O1 C18 C16 . . 176.8(2)
C15 C16 C18 O2 . . 37.4(5)
C11 C16 C18 O2 . . -139.0(3)
C15 C16 C18 O1 . . -142.2(3)
C11 C16 C18 O1 . . 41.3(5)
