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#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/88/4328823.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_4328823
loop_
_publ_author_name
'Nadia Marino'
'Donatella Armentano'
'Giovanni De Munno'
'Joan Cano'
'Francesc Lloret'
'Miguel Julve'
_publ_section_title
;
 Synthesis, Structure, and Magnetic Properties of Regular Alternating
 μ-bpm/di-μ-X Copper(II) Chains (bpm = 2,2'-bipyrimidine; X = OH, F)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4323
_journal_page_last               4334
_journal_paper_doi               10.1021/ic202740b
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C4 H8 Cu N2 O3, (F3 Si0.50)'
_chemical_formula_sum            'C4 H8 Cu F3 N2 O3 Si0.5'
_chemical_formula_weight         266.71
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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     patterson
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.258(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.3364(8)
_cell_length_b                   8.2735(8)
_cell_length_c                   14.9996(13)
_cell_measurement_reflns_used    6260
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.942
_cell_measurement_theta_min      5.476
_cell_volume                     1641.8(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'X8APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0092
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22568
_diffrn_reflns_theta_full        31.01
_diffrn_reflns_theta_max         31.01
_diffrn_reflns_theta_min         2.74
_exptl_absorpt_coefficient_mu    2.766
_exptl_absorpt_correction_T_max  0.448
_exptl_absorpt_correction_T_min  0.380
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.158
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2624
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0230
_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)+(0.0502P)²+0.7132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0784
_reflns_number_gt                2328
_reflns_number_total             2624
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic202740b_si_001_2.cif
_cod_data_source_block           2
_cod_original_formula_sum        'C4 H8 Cu F3 N2 O3 Si0.50'
_cod_database_code               4328823
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.5000 -0.41369(2) -0.2500 0.02055(8) Uani 1 2 d S
Cu2 Cu 0.5000 -0.07229(2) -0.2500 0.02040(8) Uani 1 2 d S
O1 O 0.48035(8) -0.24305(8) -0.16729(7) 0.0214(2) Uani 1 1 d D
H1 H 0.4152(11) -0.2397(15) -0.1473(17) 0.040 Uiso 1 1 d D
N1 N 0.46490(8) -0.59996(12) -0.17072(7) 0.01922(19) Uani 1 1 d .
N2 N 0.46598(7) -0.88611(13) -0.17018(7) 0.01976(18) Uani 1 1 d .
C1 C 0.42954(10) -0.59948(15) -0.09054(8) 0.0240(2) Uani 1 1 d .
H1A H 0.4172 -0.5016 -0.0634 0.029 Uiso 1 1 calc R
C2 C 0.41137(13) -0.74306(12) -0.04809(10) 0.0270(3) Uani 1 1 d .
H2A H 0.3868 -0.7431 0.0072 0.032 Uiso 1 1 calc R
C3 C 0.43079(10) -0.88684(16) -0.09017(8) 0.0248(2) Uani 1 1 d .
H3A H 0.4193 -0.9847 -0.0627 0.030 Uiso 1 1 calc R
C4 C 0.48122(9) -0.74293(10) -0.20601(8) 0.0169(2) Uani 1 1 d .
O1W O 0.31066(10) -0.41914(13) -0.31330(9) 0.0377(3) Uani 1 1 d D
H1W H 0.3068(17) -0.484(2) -0.3641(10) 0.050 Uiso 1 1 d D
H2W H 0.2674(10) -0.4640(18) -0.2756(9) 0.050 Uiso 1 1 d D
O2W O 0.31088(10) -0.07135(13) -0.30631(8) 0.0368(3) Uani 1 1 d D
H3W H 0.3048(14) -0.1850(12) -0.3154(12) 0.050 Uiso 1 1 d D
H4W H 0.3051(17) -0.017(2) -0.3615(9) 0.050 Uiso 1 1 d D
Si1 Si 0.2500 -0.2500 0.0000 0.02013(11) Uani 1 2 d S
F1 F 0.29830(10) -0.24701(9) -0.09822(8) 0.0421(3) Uani 1 1 d .
F2 F 0.16078(18) -0.1215(3) -0.04398(11) 0.0596(10) Uani 0.777(9) 1 d P
F3 F 0.1760(2) -0.4040(4) -0.03852(12) 0.0630(11) Uani 0.777(9) 1 d P
F2A F 0.1338(6) -0.240(2) -0.0370(9) 0.112(7) Uani 0.223(9) 1 d P
F3A F 0.2462(10) -0.4513(8) -0.0042(7) 0.085(7) Uani 0.223(9) 1 d P
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'
Si Si 0.0817 0.0704 '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'
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
O1 Cu1 O1 85.28(5) . 2_654
O1 Cu1 N1 173.83(4) . 2_654
O1 Cu1 N1 96.83(4) 2_654 2_654
O1 Cu1 N1 96.83(4) . .
O1 Cu1 N1 173.83(4) 2_654 .
N1 Cu1 N1 81.67(6) 2_654 .
O1 Cu1 O1W 92.49(4) . .
O1 Cu1 O1W 88.98(4) 2_654 .
N1 Cu1 O1W 93.34(4) 2_654 .
N1 Cu1 O1W 85.14(4) . .
O1 Cu1 O1W 88.98(4) . 2_654
O1 Cu1 O1W 92.49(4) 2_654 2_654
N1 Cu1 O1W 85.14(4) 2_654 2_654
N1 Cu1 O1W 93.34(4) . 2_654
O1W Cu1 O1W 178.00(5) . 2_654
O1 Cu1 Cu2 42.64(3) . .
O1 Cu1 Cu2 42.64(3) 2_654 .
N1 Cu1 Cu2 139.17(3) 2_654 .
N1 Cu1 Cu2 139.17(3) . .
O1W Cu1 Cu2 91.00(2) . .
O1W Cu1 Cu2 91.00(2) 2_654 .
O1 Cu2 O1 85.24(5) 2_654 .
O1 Cu2 N2 96.77(4) 2_654 2_664
O1 Cu2 N2 174.27(4) . 2_664
O1 Cu2 N2 174.27(4) 2_654 1_565
O1 Cu2 N2 96.77(4) . 1_565
N2 Cu2 N2 81.74(6) 2_664 1_565
O1 Cu2 O2W 90.36(4) 2_654 2_654
O1 Cu2 O2W 89.90(4) . 2_654
N2 Cu2 O2W 84.73(4) 2_664 2_654
N2 Cu2 O2W 95.00(4) 1_565 2_654
O1 Cu2 O2W 89.90(4) 2_654 .
O1 Cu2 O2W 90.36(4) . .
N2 Cu2 O2W 95.00(4) 2_664 .
N2 Cu2 O2W 84.73(4) 1_565 .
O2W Cu2 O2W 179.65(5) 2_654 .
O1 Cu2 Cu1 42.62(3) 2_654 .
O1 Cu2 Cu1 42.62(3) . .
N2 Cu2 Cu1 139.13(3) 2_664 .
N2 Cu2 Cu1 139.13(3) 1_565 .
O2W Cu2 Cu1 90.17(2) 2_654 .
O2W Cu2 Cu1 90.17(2) . .
Cu1 O1 Cu2 94.74(5) . .
Cu1 O1 H1 115.4(11) . .
Cu2 O1 H1 112.7(11) . .
C4 N1 C1 116.96(11) . .
C4 N1 Cu1 112.38(8) . .
C1 N1 Cu1 130.66(9) . .
C4 N2 C3 117.05(11) . .
C4 N2 Cu2 112.34(7) . 1_545
C3 N2 Cu2 130.61(9) . 1_545
N1 C1 C2 120.67(12) . .
N1 C1 H1A 119.7 . .
C2 C1 H1A 119.7 . .
C1 C2 C3 118.27(13) . .
C1 C2 H2A 120.9 . .
C3 C2 H2A 120.9 . .
N2 C3 C2 120.64(12) . .
N2 C3 H3A 119.7 . .
C2 C3 H3A 119.7 . .
N1 C4 N2 126.43(12) . .
N1 C4 C4 116.78(7) . 2_654
N2 C4 C4 116.79(7) . 2_654
Cu1 O1W H1W 105.2(14) . .
Cu1 O1W H2W 115.7(10) . .
H1W O1W H2W 107.1(16) . .
Cu2 O2W H3W 96.1(12) . .
Cu2 O2W H4W 105.1(14) . .
H3W O2W H4W 110.5(16) . .
F2A Si1 F2A 179.998(1) 7_545 .
F2A Si1 F3A 90.8(3) 7_545 7_545
F2A Si1 F3A 89.2(3) . 7_545
F2A Si1 F3A 89.2(3) 7_545 .
F2A Si1 F3A 90.8(3) . .
F3A Si1 F3A 180.0 7_545 .
F2A Si1 F2 142.2(5) 7_545 .
F2A Si1 F2 37.8(5) . .
F3A Si1 F2 52.8(5) 7_545 .
F3A Si1 F2 127.2(5) . .
F2A Si1 F2 37.8(5) 7_545 7_545
F2A Si1 F2 142.2(5) . 7_545
F3A Si1 F2 127.2(5) 7_545 7_545
F3A Si1 F2 52.8(5) . 7_545
F2 Si1 F2 180.0 . 7_545
F2A Si1 F3 53.6(5) 7_545 7_545
F2A Si1 F3 126.4(5) . 7_545
F3A Si1 F3 37.9(4) 7_545 7_545
F3A Si1 F3 142.1(4) . 7_545
F2 Si1 F3 90.66(14) . 7_545
F2 Si1 F3 89.34(14) 7_545 7_545
F2A Si1 F3 126.4(5) 7_545 .
F2A Si1 F3 53.6(5) . .
F3A Si1 F3 142.1(4) 7_545 .
F3A Si1 F3 37.9(4) . .
F2 Si1 F3 89.34(14) . .
F2 Si1 F3 90.66(14) 7_545 .
F3 Si1 F3 180.0 7_545 .
F2A Si1 F1 99.1(5) 7_545 7_545
F2A Si1 F1 80.9(5) . 7_545
F3A Si1 F1 89.68(17) 7_545 7_545
F3A Si1 F1 90.32(17) . 7_545
F2 Si1 F1 91.31(7) . 7_545
F2 Si1 F1 88.70(7) 7_545 7_545
F3 Si1 F1 89.03(7) 7_545 7_545
F3 Si1 F1 90.97(7) . 7_545
F2A Si1 F1 80.9(5) 7_545 .
F2A Si1 F1 99.1(5) . .
F3A Si1 F1 90.32(17) 7_545 .
F3A Si1 F1 89.68(17) . .
F2 Si1 F1 88.69(7) . .
F2 Si1 F1 91.30(7) 7_545 .
F3 Si1 F1 90.97(7) 7_545 .
F3 Si1 F1 89.03(7) . .
F1 Si1 F1 180.0 7_545 .
F2A F2 F3A 127.2(5) . 7_545
F2A F2 Si1 66.6(5) . .
F3A F2 Si1 63.6(3) 7_545 .
F3A F3 F2A 129.5(5) . .
F3A F3 Si1 71.0(4) . .
F2A F3 Si1 60.1(3) . .
F2 F2A F3 136.1(9) . .
F2 F2A Si1 75.6(5) . .
F3 F2A Si1 66.3(4) . .
F3 F3A F2 134.8(6) . 7_545
F3 F3A Si1 71.2(4) . .
F2 F3A Si1 63.6(3) 7_545 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9192(9) .
Cu1 O1 1.9192(9) 2_654
Cu1 N1 2.0369(10) 2_654
Cu1 N1 2.0369(10) .
Cu1 O1W 2.5834(13) .
Cu1 O1W 2.5834(13) 2_654
Cu1 Cu2 2.8246(4) .
Cu2 O1 1.9199(9) 2_654
Cu2 O1 1.9199(9) .
Cu2 N2 2.0370(10) 2_664
Cu2 N2 2.0370(10) 1_565
Cu2 O2W 2.5566(13) 2_654
Cu2 O2W 2.5566(13) .
O1 H1 0.955(10) .
N1 C4 1.3251(13) .
N1 C1 1.3462(15) .
N2 C4 1.3270(13) .
N2 C3 1.3427(14) .
N2 Cu2 2.0370(10) 1_545
C1 C2 1.3836(17) .
C1 H1A 0.9300 .
C2 C3 1.3863(17) .
C2 H2A 0.9300 .
C3 H3A 0.9300 .
C4 C4 1.470(3) 2_654
O1W H1W 0.928(9) .
O1W H2W 0.935(9) .
O2W H3W 0.952(9) .
O2W H4W 0.936(9) .
Si1 F2A 1.581(8) 7_545
Si1 F2A 1.581(8) .
Si1 F3A 1.667(6) 7_545
Si1 F3A 1.667(6) .
Si1 F2 1.6681(14) .
Si1 F2 1.6682(14) 7_545
Si1 F3 1.6691(16) 7_545
Si1 F3 1.6691(16) .
Si1 F1 1.6810(11) 7_545
Si1 F1 1.6811(11) .
F2 F2A 1.056(15) .
F2 F3A 1.483(13) 7_545
F3 F3A 1.083(13) .
F3 F2A 1.468(12) .
F3A F2 1.483(13) 7_545
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
_geom_hbond_site_symmetry_A
O1 H1 F1 0.955(10) 1.807(10) 2.7576(16) 173(2) .
O1W H1W F2 0.928(9) 1.880(11) 2.782(2) 163(2) 4_544
O1W H2W O2W 0.935(9) 1.926(10) 2.858(2) 174.2(15) 4_544
O2W H3W O1W 0.952(9) 1.939(10) 2.8794(17) 169.1(17) .
O2W H4W F3 0.936(9) 1.812(10) 2.733(2) 167(2) 4_554
