#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:42:24 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179760 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/56/7005600.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_7005600
loop_
_publ_author_name
'Hoffart, Dennis J.'
'Habermehl, Nicolle C.'
'Loeb, Stephen J.'
_publ_section_title
;
 4,4'-Bipyridine-N-monoxide. A hybrid ligand for building networks
 using a combination of metal-ligand and hydrogen-bonding interactions.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2870
_journal_page_last               2875
_journal_paper_doi               10.1039/b703456c
_journal_year                    2007
_chemical_formula_sum            'C42 H36 F6 N8 O12 S2 Zn'
_chemical_formula_weight         1088.28
_chemical_name_systematic
;
?
;
_space_group_IT_number           104
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4 -2n'
_symmetry_space_group_name_H-M   'P 4 n c'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   17.347(4)
_cell_length_b                   17.347(4)
_cell_length_c                   8.061(4)
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      1.5
_cell_volume                     2425.7(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL XPREP'
_computing_molecular_graphics    'Bruker SHELXTL XP'
_computing_publication_material  'Bruker SHELXTL XCIF'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'hemisphere 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  0.0895
_diffrn_reflns_av_sigmaI/netI    0.0463
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            20987
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.35
_diffrn_standards_decay_%        0
_diffrn_standards_number         100
_exptl_absorpt_coefficient_mu    0.683
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.549499
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            blocks
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       colourless
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.133
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.45(6)
_refine_ls_extinction_coef       0.006(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2141
_refine_ls_number_restraints     68
_refine_ls_restrained_S_all      1.183
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0997
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1224P)²+14.0521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2657
_refine_ls_wR_factor_ref         0.2704
_reflns_number_gt                1939
_reflns_number_total             2141
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b703456c.txt
_cod_data_source_block           '[Zn(H2O)2(BIPYMO)4][OTf]2'
_cod_original_cell_volume        2425.7(13)
_cod_original_sg_symbol_H-M      P4nc
_cod_database_code               7005600
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.0000 0.0000 -0.4616(3) 0.0274(5) Uani 1 4 d S . .
O1W O 0.0000 0.0000 -0.725(2) 0.034(4) Uani 1 4 d S . .
H1WA H -0.0453 -0.0056 -0.7593 0.051 Uiso 0.50 1 calc PR . .
O2W O 0.0000 0.0000 -0.199(2) 0.045(5) Uani 1 4 d S . .
H2WA H 0.0453 0.0056 -0.1641 0.068 Uiso 0.50 1 calc PR . .
N1 N -0.0675(3) 0.1042(3) -0.4559(13) 0.0285(14) Uani 1 1 d . . .
C1 C -0.0520(6) 0.1669(6) -0.5543(15) 0.043(2) Uani 1 1 d . . .
H1A H -0.0078 0.1655 -0.6237 0.052 Uiso 1 1 calc R . .
C2 C -0.0971(6) 0.2305(5) -0.5567(15) 0.045(2) Uani 1 1 d . . .
H2A H -0.0837 0.2731 -0.6251 0.054 Uiso 1 1 calc R . .
C3 C -0.1639(4) 0.2335(4) -0.4574(17) 0.0357(19) Uani 1 1 d . . .
C4 C -0.1782(6) 0.1735(6) -0.3583(13) 0.043(2) Uani 1 1 d . . .
H4A H -0.2205 0.1760 -0.2837 0.052 Uiso 1 1 calc R . .
C5 C -0.1318(5) 0.1062(5) -0.3613(12) 0.034(2) Uani 1 1 d . . .
H5A H -0.1459 0.0626 -0.2969 0.041 Uiso 1 1 calc R . .
C6 C -0.2156(5) 0.3026(5) -0.4630(19) 0.044(2) Uani 1 1 d . . .
C7 C -0.1925(6) 0.3757(5) -0.5108(15) 0.051(3) Uani 1 1 d . . .
H7A H -0.1400 0.3837 -0.5402 0.062 Uiso 1 1 calc R . .
C8 C -0.2414(6) 0.4360(6) -0.5172(18) 0.068(5) Uani 1 1 d . . .
H8A H -0.2233 0.4854 -0.5498 0.081 Uiso 1 1 calc R . .
N2 N -0.3179(5) 0.4254(5) -0.476(3) 0.096(5) Uani 1 1 d . . .
C9 C -0.3445(6) 0.3563(6) -0.426(2) 0.071(5) Uani 1 1 d . . .
H9A H -0.3962 0.3505 -0.3892 0.086 Uiso 1 1 calc R . .
C10 C -0.2948(6) 0.2940(6) -0.4290(15) 0.054(4) Uani 1 1 d . . .
H10A H -0.3146 0.2439 -0.4076 0.065 Uiso 1 1 calc R . .
O1 O -0.3666(5) 0.4837(4) -0.474(3) 0.171(9) Uani 1 1 d . . .
S1 S -0.0893(3) -0.3618(4) -0.6365(8) 0.0626(16) Uani 0.50 1 d PDU . .
O2 O -0.0738(14) -0.3561(15) -0.466(2) 0.128(8) Uani 0.50 1 d PDU . .
O3 O -0.0609(12) -0.3025(13) -0.735(3) 0.120(10) Uani 0.50 1 d PDU . .
O4 O -0.1659(7) -0.3832(9) -0.672(2) 0.075(5) Uani 0.50 1 d PDU . .
C11 C -0.0289(11) -0.4377(10) -0.730(2) 0.088(7) Uani 0.50 1 d PDU . .
F1 F 0.0441(11) -0.4195(12) -0.686(4) 0.129(7) Uani 0.50 1 d PDU . .
F2 F -0.0356(18) -0.4298(12) -0.896(2) 0.160(10) Uani 0.50 1 d PDU . .
F3 F -0.0442(11) -0.5099(13) -0.682(3) 0.134(9) Uani 0.50 1 d PDU . .
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'
S S 0.1246 0.1234 '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
O1W Zn1 O2W 180 . . ?
O1W Zn1 N1 91.2(3) . 4 ?
O2W Zn1 N1 88.8(3) . 4 ?
O1W Zn1 N1 91.2(3) . 2 ?
O2W Zn1 N1 88.8(3) . 2 ?
N1 Zn1 N1 89.975(13) 4 2 ?
O1W Zn1 N1 91.2(3) . . ?
O2W Zn1 N1 88.8(3) . . ?
N1 Zn1 N1 89.974(13) 4 . ?
N1 Zn1 N1 177.5(6) 2 . ?
O1W Zn1 N1 91.2(3) . 3 ?
O2W Zn1 N1 88.8(3) . 3 ?
N1 Zn1 N1 177.5(6) 4 3 ?
N1 Zn1 N1 89.972(13) 2 3 ?
N1 Zn1 N1 89.973(13) . 3 ?
C5 N1 C1 117.8(7) . . ?
C5 N1 Zn1 118.8(6) . . ?
C1 N1 Zn1 123.1(6) . . ?
C2 C1 N1 122.8(9) . . ?
C1 C2 C3 119.8(9) . . ?
C4 C3 C2 117.6(8) . . ?
C4 C3 C6 122.0(10) . . ?
C2 C3 C6 120.4(10) . . ?
C3 C4 C5 121.8(9) . . ?
N1 C5 C4 120.0(8) . . ?
C7 C6 C10 115.7(8) . . ?
C7 C6 C3 124.5(9) . . ?
C10 C6 C3 119.6(9) . . ?
C8 C7 C6 122.6(10) . . ?
C7 C8 N2 119.5(10) . . ?
O1 N2 C9 117.3(12) . . ?
O1 N2 C8 121.1(11) . . ?
C9 N2 C8 121.4(9) . . ?
N2 C9 C10 118.4(12) . . ?
C9 C10 C6 122.0(10) . . ?
O3 S1 O2 116.0(12) . . ?
O3 S1 O4 114.4(10) . . ?
O2 S1 O4 113.5(10) . . ?
O3 S1 C11 95.5(14) . . ?
O2 S1 C11 109.9(14) . . ?
O4 S1 C11 105.3(9) . . ?
F3 C11 F1 109.3(13) . . ?
F3 C11 F2 111.3(14) . . ?
F1 C11 F2 108.3(15) . . ?
F3 C11 F3 63.7(14) . 2_545 ?
F1 C11 F3 48.0(12) . 2_545 ?
F2 C11 F3 111.3(19) . 2_545 ?
F3 C11 S1 116.0(16) . . ?
F1 C11 S1 105.1(15) . . ?
F2 C11 S1 106.4(16) . . ?
F3 C11 S1 139.0(13) 2_545 . ?
F3 F1 C11 77.0(17) 2_545 . ?
F1 F3 C11 158(2) 2_545 . ?
F1 F3 F3 103(2) 2_545 2_545 ?
C11 F3 F3 66.5(15) . 2_545 ?
F1 F3 C11 55.0(15) 2_545 2_545 ?
C11 F3 C11 107.7(17) . 2_545 ?
F3 F3 C11 49.8(12) 2_545 2_545 ?
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 O1W 2.119(16) . ?
Zn1 O2W 2.119(19) . ?
Zn1 N1 2.154(6) 4 ?
Zn1 N1 2.154(6) 2 ?
Zn1 N1 2.154(6) . ?
Zn1 N1 2.154(6) 3 ?
N1 C5 1.351(11) . ?
N1 C1 1.372(12) . ?
C1 C2 1.353(14) . ?
C2 C3 1.410(14) . ?
C3 C4 1.335(15) . ?
C3 C6 1.497(10) . ?
C4 C5 1.418(14) . ?
C6 C7 1.386(14) . ?
C6 C10 1.407(15) . ?
C7 C8 1.348(13) . ?
C8 N2 1.380(16) . ?
N2 O1 1.318(10) . ?
N2 C9 1.347(18) . ?
C9 C10 1.383(13) . ?
S1 O3 1.387(16) . ?
S1 O2 1.404(18) . ?
S1 O4 1.410(14) . ?
S1 C11 1.843(16) . ?
C11 F3 1.338(19) . ?
C11 F1 1.35(2) . ?
C11 F2 1.35(2) . ?
C11 F3 1.61(3) 2_545 ?
F1 F3 1.23(3) 2_545 ?
F3 F1 1.23(3) 2_545 ?
F3 F3 1.57(4) 2_545 ?
F3 C11 1.61(3) 2_545 ?
