#------------------------------------------------------------------------------
#$Date: 2016-12-06 02:19:15 +0200 (Tue, 06 Dec 2016) $
#$Revision: 188931 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/80/2108005.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_2108005
loop_
_publ_author_name
'Perdih, Franc'
_publ_section_title
;
 CuII and ZnII β-diketonate coordination polymers based on
 pyrimidin-2-amine, pyrazine and 1,2-bis(4-pyridyl)ethane
;
_journal_coeditor_code           EB5048
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              828
_journal_page_last               835
_journal_paper_doi               10.1107/S2052520616014566
_journal_volume                  72
_journal_year                    2016
_chemical_formula_moiety         'C24 H16 Cu F6 N2 O4'
_chemical_formula_sum            'C24 H16 Cu F6 N2 O4'
_chemical_formula_weight         573.93
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 121.097(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.6980(4)
_cell_length_b                   7.5724(2)
_cell_length_c                   11.9436(3)
_cell_measurement_reflns_used    1565
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1293.17(6)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Reference Manual (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Mercury (Macrae, 2006)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0.055
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2852
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         5.054
_exptl_absorpt_coefficient_mu    0.919
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_description       prism
_exptl_crystal_F_000             578
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.395
_refine_ls_extinction_coef       0.078(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick, 2015)'
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         1571
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0439
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0919P)²+0.3544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1270
_refine_ls_wR_factor_ref         0.1285
_reflns_number_gt                1511
_reflns_number_total             1571
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            eb5048sup1.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 2108003--2108008.cif.'
_cod_database_code               2108005
_cod_database_fobs_code          2108005
_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   0.803
_shelx_estimated_absorpt_t_max   0.890
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.0000 0.0000 0.0000 0.0563(3) Uani d 1 . .
F F1 -0.0937(3) 0.0000 0.3519(4) 0.242(4) Uani d 1 . .
F F2 -0.1780(2) -0.1337(7) 0.1778(4) 0.231(2) Uani d 1 . .
O O1 -0.07818(15) 0.0000 0.0774(2) 0.0657(5) Uani d 1 . .
O O2 0.11542(15) 0.0000 0.1710(2) 0.0648(5) Uani d 1 . .
N N1 0.0000 0.3173(3) 0.0000 0.0654(6) Uani d 1 . .
C C1 -0.1221(4) 0.0000 0.2317(5) 0.141(3) Uani d 1 . .
C C2 -0.0446(2) 0.0000 0.1987(3) 0.0713(8) Uani d 1 . .
C C3 0.0452(3) 0.0000 0.2981(4) 0.0843(11) Uani d 1 . .
H H3 0.0566 0.0000 0.3830 0.101 Uiso calc 1 . .
C C4 0.1235(2) 0.0000 0.2816(3) 0.0613(6) Uani d 1 A .
C C5 0.2196(3) 0.0000 0.3953(3) 0.0741(8) Uani d 1 . .
C C6 0.2919(4) 0.0536(10) 0.3757(6) 0.100(3) Uani d 0.5 A -1
H H6 0.2786 0.0820 0.2920 0.120 Uiso calc 0.5 A -1
C C7 0.3819(4) 0.0642(13) 0.4789(8) 0.131(4) Uani d 0.5 A -1
H H7 0.4295 0.0994 0.4652 0.157 Uiso calc 0.5 A -1
C C8 0.4019(5) 0.023(8) 0.6034(7) 0.139(9) Uani d 0.5 A -1
H H8 0.4632 0.0298 0.6732 0.167 Uiso calc 0.5 A -1
C C9 0.3339(5) -0.028(4) 0.6249(6) 0.111(7) Uani d 0.5 A -1
H H9 0.3487 -0.0608 0.7086 0.133 Uiso calc 0.5 A -1
C C10 0.2410(4) -0.0328(15) 0.5220(4) 0.088(3) Uani d 0.5 A -1
H H10 0.1935 -0.0577 0.5385 0.106 Uiso calc 0.5 A -1
C C11 0.06978(16) 0.4086(3) 0.0067(3) 0.0703(5) Uani d 1 . .
H H11 0.1201 0.3486 0.0115 0.084 Uiso calc 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
O1 Cu1 O1 . 5 180.0
O1 Cu1 O2 . . 92.56(9)
O1 Cu1 O2 5 . 87.43(9)
O1 Cu1 O2 . 5 87.43(9)
O1 Cu1 O2 5 5 92.57(9)
O2 Cu1 O2 . 5 180.0
O1 Cu1 N1 . 5 90.0
O1 Cu1 N1 5 5 90.0
O2 Cu1 N1 . 5 90.0
O2 Cu1 N1 5 5 90.0
O1 Cu1 N1 . . 90.0
O1 Cu1 N1 5 . 90.0
O2 Cu1 N1 . . 90.0
O2 Cu1 N1 5 . 90.0
N1 Cu1 N1 5 . 180.0
C2 O1 Cu1 . . 122.6(2)
C4 O2 Cu1 . . 127.6(2)
C11 N1 C11 2 . 116.9(3)
C11 N1 Cu1 2 . 121.53(14)
C11 N1 Cu1 . . 121.53(14)
F1 C1 F2 . . 108.4(3)
F1 C1 F2 . 6 108.4(3)
F2 C1 F2 . 6 102.2(6)
F1 C1 C2 . . 115.0(4)
F2 C1 C2 . . 111.0(3)
F2 C1 C2 6 . 111.0(3)
O1 C2 C3 . . 130.3(3)
O1 C2 C1 . . 111.3(3)
C3 C2 C1 . . 118.4(3)
C2 C3 C4 . . 124.3(3)
C2 C3 H3 . . 117.9
C4 C3 H3 . . 117.9
O2 C4 C3 . . 122.7(3)
O2 C4 C5 . . 116.3(3)
C3 C4 C5 . . 121.0(3)
C10 C5 C6 . . 118.3(5)
C10 C5 C4 . . 123.4(4)
C6 C5 C4 . . 117.9(4)
C7 C6 C5 . . 120.4(6)
C7 C6 H6 . . 119.8
C5 C6 H6 . . 119.8
C6 C7 C8 . . 119.9(9)
C6 C7 H7 . . 120.0
C8 C7 H7 . . 120.0
C9 C8 C7 . . 120.8(6)
C9 C8 H8 . . 119.6
C7 C8 H8 . . 119.6
C8 C9 C10 . . 120.3(10)
C8 C9 H9 . . 119.9
C10 C9 H9 . . 119.9
C5 C10 C9 . . 119.9(7)
C5 C10 H10 . . 120.0
C9 C10 H10 . . 120.0
N1 C11 C11 . 6_565 121.53(14)
N1 C11 H11 . . 119.2
C11 C11 H11 6_565 . 119.2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O1 . 1.951(2)
Cu1 O1 5 1.951(2)
Cu1 O2 . 1.954(2)
Cu1 O2 5 1.954(2)
Cu1 N1 5 2.403(3)
Cu1 N1 . 2.403(3)
F1 C1 . 1.258(6)
F2 C1 . 1.301(5)
O1 C2 . 1.254(4)
O2 C4 . 1.257(3)
N1 C11 2 1.321(3)
N1 C11 . 1.321(3)
C1 F2 6 1.301(5)
C1 C2 . 1.534(5)
C2 C3 . 1.349(5)
C3 C4 . 1.418(5)
C3 H3 . 0.9300
C4 C5 . 1.473(5)
C5 C10 . 1.387(6)
C5 C6 . 1.403(7)
C6 C7 . 1.367(8)
C6 H6 . 0.9300
C7 C8 . 1.382(17)
C7 H7 . 0.9300
C8 C9 . 1.34(2)
C8 H8 . 0.9300
C9 C10 . 1.395(8)
C9 H9 . 0.9300
C10 H10 . 0.9300
C11 C11 6_565 1.384(5)
C11 H11 . 0.9300
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
C3 H3 F1 0.93 2.34 2.708(8) 103
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
Cu1 O1 C2 C3 . . 0.0000(10)
Cu1 O1 C2 C1 . . 180.000000
F1 C1 C2 O1 . . 180.0000(10)
F2 C1 C2 O1 . . 56.5(4)
F2 C1 C2 O1 6 . -56.5(4)
F1 C1 C2 C3 . . 0.0000(10)
F2 C1 C2 C3 . . -123.5(4)
F2 C1 C2 C3 6 . 123.5(4)
O1 C2 C3 C4 . . 0.0000(10)
C1 C2 C3 C4 . . 180.000000
Cu1 O2 C4 C3 . . 0.0000(10)
Cu1 O2 C4 C5 . . 180.0000(10)
C2 C3 C4 O2 . . 0.0000(10)
C2 C3 C4 C5 . . 180.0000(10)
O2 C4 C5 C10 . . -167.6(6)
C3 C4 C5 C10 . . 12.4(6)
O2 C4 C5 C6 . . 19.1(3)
C3 C4 C5 C6 . . -160.9(3)
C10 C5 C6 C7 . . 3.2(9)
C4 C5 C6 C7 . . 176.9(6)
C5 C6 C7 C8 . . 0(3)
C6 C7 C8 C9 . . 0(5)
C7 C8 C9 C10 . . -3(6)
C6 C5 C10 C9 . . -6.0(19)
C4 C5 C10 C9 . . -179.2(16)
C8 C9 C10 C5 . . 6(4)
C11 N1 C11 C11 2 6_565 -0.001000
Cu1 N1 C11 C11 . 6_565 180.000000
