#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/23/4342321.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_4342321
loop_
_publ_author_name
'Maity, Suvendu'
'Kundu, Suman'
'Weyhermüller, Thomas'
'Ghosh, Prasanta'
_publ_section_title
;
 Tris(2,2'-azobispyridine) Complexes of Copper(II): X-ray Structures,
 Reactivities, and the Radical Nonradical Bis(ligand) Analogues.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1300
_journal_page_last               1313
_journal_paper_doi               10.1021/ic502750u
_journal_volume                  54
_journal_year                    2015
_chemical_compound_source        'Dichloromethane, Hexane'
_chemical_formula_moiety         'C30 H24 Cu N10, 2(F6 P)'
_chemical_formula_sum            'C30 H24 Cu F12 N10 P2'
_chemical_formula_weight         878.07
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                WGT-PG-500-14
_audit_creation_date             2011-05-04
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9196(13)
_cell_length_b                   22.4852(14)
_cell_length_c                   16.444(2)
_cell_measurement_reflns_used    57797
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.0996
_cell_measurement_theta_min      2.6378
_cell_volume                     3667.7(7)
_computing_cell_refinement       'DENZO (Bruker AXS, 2006)'
_computing_data_collection       'DATCOL (Bruker AXS, 2006)'
_computing_data_reduction        'DENZO (Bruker AXS, 2006)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 18.02
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker AXS Enraf-Nonius KappaCCD'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            45549
_diffrn_reflns_theta_full        29.10
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_T_max  0.85971
_exptl_absorpt_correction_T_min  0.70910
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2008)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1764
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.123
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4924
_refine_ls_number_restraints     164
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0820
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0588P)²+13.1144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1881
_refine_ls_wR_factor_ref         0.2042
_reflns_number_gt                3661
_reflns_number_total             4924
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic502750u_si_002.cif
_cod_data_source_block           2[PF6]2
_cod_depositor_comments
'Adding full bibliography for 4342320--4342322.cif.'
_cod_original_sg_symbol_Hall     '-p 2n 2ab'
_cod_database_code               4342321
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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
Cu1 Cu 0.0000 0.03157(3) 0.2500 0.0317(2) Uani 1 2 d S . .
N1 N 0.1030(3) 0.09563(14) 0.1903(2) 0.0310(7) Uani 1 1 d . . .
C2 C 0.0421(5) 0.1347(2) 0.1415(3) 0.0420(10) Uani 1 1 d . . .
H2 H -0.0521 0.1311 0.1323 0.050 Uiso 1 1 calc R . .
C3 C 0.1127(6) 0.1806(2) 0.1035(3) 0.0527(13) Uani 1 1 d . . .
H3 H 0.0668 0.2084 0.0699 0.063 Uiso 1 1 calc R . .
C4 C 0.2489(6) 0.1852(2) 0.1152(3) 0.0527(13) Uani 1 1 d . . .
H4 H 0.2986 0.2159 0.0893 0.063 Uiso 1 1 calc R . .
C5 C 0.3137(5) 0.1446(2) 0.1651(3) 0.0445(11) Uani 1 1 d . . .
H5 H 0.4083 0.1467 0.1736 0.053 Uiso 1 1 calc R . .
C6 C 0.2374(4) 0.10126(17) 0.2020(2) 0.0316(8) Uani 1 1 d . . .
N7 N 0.3066(4) 0.06167(17) 0.2551(2) 0.0406(8) Uani 1 1 d . A .
N8 N 0.2314(3) 0.03296(14) 0.3014(2) 0.0329(7) Uani 1 1 d D . .
C9 C 0.2997(10) -0.0016(4) 0.3634(5) 0.034(2) Uani 0.521(5) 1 d PD A 1
C10 C 0.4291(10) 0.0124(5) 0.3870(7) 0.081(3) Uani 0.521(5) 1 d PD A 1
H10 H 0.4737 0.0471 0.3679 0.097 Uiso 0.521(5) 1 calc PR A 1
C11 C 0.4909(11) -0.0273(5) 0.4408(8) 0.095(4) Uani 0.521(5) 1 d PD A 1
H11 H 0.5799 -0.0197 0.4595 0.114 Uiso 0.521(5) 1 calc PR A 1
C12 C 0.4247(12) -0.0763(5) 0.4663(7) 0.074(3) Uani 0.521(5) 1 d PD A 1
H12 H 0.4669 -0.1037 0.5021 0.089 Uiso 0.521(5) 1 calc PR A 1
C13 C 0.2945(12) -0.0861(6) 0.4394(8) 0.074(2) Uani 0.521(5) 1 d PD A 1
H13 H 0.2482 -0.1205 0.4579 0.089 Uiso 0.521(5) 1 calc PR A 1
N14 N 0.2305(11) -0.0488(5) 0.3880(8) 0.061(3) Uani 0.521(5) 1 d PD A 1
C9' C 0.3039(10) -0.0146(4) 0.3427(6) 0.034(2) Uani 0.479(5) 1 d PD A 2
C10' C 0.4255(11) -0.0386(5) 0.3198(8) 0.081(3) Uani 0.479(5) 1 d PD A 2
H10' H 0.4747 -0.0232 0.2750 0.097 Uiso 0.479(5) 1 calc PR A 2
C11' C 0.4743(11) -0.0869(5) 0.3653(9) 0.095(4) Uani 0.479(5) 1 d PD A 2
H11' H 0.5580 -0.1049 0.3518 0.114 Uiso 0.479(5) 1 calc PR A 2
C12' C 0.4008(14) -0.1076(5) 0.4286(8) 0.074(3) Uani 0.479(5) 1 d PD A 2
H12' H 0.4318 -0.1403 0.4598 0.089 Uiso 0.479(5) 1 calc PR A 2
C13' C 0.2795(13) -0.0802(6) 0.4469(10) 0.074(2) Uani 0.479(5) 1 d PD A 2
H13' H 0.2291 -0.0949 0.4917 0.089 Uiso 0.479(5) 1 calc PR A 2
N14' N 0.2289(12) -0.0337(6) 0.4049(8) 0.061(3) Uani 0.479(5) 1 d PD A 2
N21 N -0.0607(4) -0.03573(15) 0.3210(2) 0.0393(8) Uani 1 1 d . . .
C22 C -0.1169(5) -0.0307(2) 0.3951(3) 0.0536(13) Uani 1 1 d . A .
H22 H -0.1334 0.0078 0.4168 0.064 Uiso 1 1 calc R . .
C23 C -0.1514(7) -0.0802(3) 0.4405(4) 0.076(2) Uani 1 1 d . . .
H23 H -0.1914 -0.0760 0.4927 0.091 Uiso 1 1 calc R A .
C24 C -0.1265(9) -0.1357(3) 0.4083(5) 0.092(3) Uani 1 1 d . A .
H24 H -0.1495 -0.1704 0.4382 0.111 Uiso 1 1 calc R . .
C25 C -0.0683(7) -0.1407(2) 0.3331(5) 0.080(2) Uani 1 1 d . . .
H25 H -0.0519 -0.1788 0.3105 0.096 Uiso 1 1 calc R A .
C26 C -0.0333(4) -0.08967(19) 0.2899(3) 0.0432(11) Uani 1 1 d . . .
P30 P 0.6917(9) 0.2215(3) 0.1073(5) 0.0413(12) Uani 0.413(4) 1 d PD B 1
F31 F 0.5819(15) 0.2130(4) 0.0373(9) 0.072(3) Uani 0.413(4) 1 d PD B 1
F32 F 0.6789(11) 0.2919(3) 0.0980(7) 0.065(3) Uani 0.413(4) 1 d PD B 1
F33 F 0.8098(14) 0.2220(7) 0.0411(9) 0.066(2) Uani 0.413(4) 1 d PD B 1
F34 F 0.7046(19) 0.1509(3) 0.1154(10) 0.0723(17) Uani 0.413(4) 1 d PD B 1
F35 F 0.5755(17) 0.2220(6) 0.1742(10) 0.063(2) Uani 0.413(4) 1 d PD B 1
F36 F 0.8017(17) 0.2294(6) 0.1777(9) 0.0557(17) Uani 0.413(4) 1 d PD B 1
P40 P 0.6882(12) 0.2269(4) 0.1221(6) 0.0413(12) Uani 0.395(7) 1 d PD C 2
F41 F 0.5676(15) 0.2342(5) 0.0595(8) 0.072(3) Uani 0.395(7) 1 d PD C 2
F42 F 0.6891(14) 0.2974(4) 0.1362(7) 0.065(3) Uani 0.395(7) 1 d PD C 2
F43 F 0.8004(16) 0.2378(9) 0.0532(10) 0.066(2) Uani 0.395(7) 1 d PD C 2
F44 F 0.689(2) 0.1572(4) 0.1057(12) 0.0723(17) Uani 0.395(7) 1 d PD C 2
F45 F 0.5833(18) 0.2199(7) 0.1941(8) 0.063(2) Uani 0.395(7) 1 d PD C 2
F46 F 0.8082(17) 0.2183(7) 0.1871(10) 0.0557(17) Uani 0.395(7) 1 d PD C 2
P50 P 0.6901(10) 0.2196(5) 0.0892(6) 0.0413(12) Uani 0.192(6) 1 d PD D 3
F51 F 0.639(2) 0.2027(7) 0.0003(8) 0.072(3) Uani 0.192(6) 1 d PD D 3
F52 F 0.670(2) 0.2887(6) 0.0700(12) 0.065(3) Uani 0.192(6) 1 d PD D 3
F53 F 0.8421(14) 0.2271(12) 0.0574(12) 0.066(2) Uani 0.192(6) 1 d PD D 3
F54 F 0.714(2) 0.1510(6) 0.1084(13) 0.0723(17) Uani 0.192(6) 1 d PD D 3
F55 F 0.5407(12) 0.2162(8) 0.1236(11) 0.063(2) Uani 0.192(6) 1 d PD D 3
F56 F 0.7412(17) 0.2359(8) 0.1794(7) 0.0557(17) Uani 0.192(6) 1 d PD D 3
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2.00 -1.00 0.00 0.1500
2.00 1.00 0.00 0.1100
0.00 0.00 -1.00 0.1200
1.00 3.00 0.00 0.1600
0.00 -1.00 0.00 0.2300
-1.00 3.00 0.00 0.2800
2.00 1.00 2.00 0.1300
-2.00 -1.00 5.00 0.1170
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
N21 Cu1 N21 81.9(2) . 3
N21 Cu1 N1 95.93(14) . 3
N21 Cu1 N1 166.75(14) 3 3
N21 Cu1 N1 166.75(14) . .
N21 Cu1 N1 95.94(14) 3 .
N1 Cu1 N1 89.06(18) 3 .
N21 Cu1 N8 85.92(13) . 3
N21 Cu1 N8 95.19(13) 3 3
N1 Cu1 N8 71.59(13) 3 3
N1 Cu1 N8 107.32(13) . 3
N21 Cu1 N8 95.19(13) . .
N21 Cu1 N8 85.92(13) 3 .
N1 Cu1 N8 107.31(13) 3 .
N1 Cu1 N8 71.59(13) . .
N8 Cu1 N8 178.54(15) 3 .
C2 N1 C6 118.0(4) . .
C2 N1 Cu1 122.2(3) . .
C6 N1 Cu1 119.7(3) . .
N1 C2 C3 121.9(5) . .
C4 C3 C2 119.2(5) . .
C3 C4 C5 119.4(4) . .
C6 C5 C4 118.2(5) . .
N1 C6 C5 123.1(4) . .
N1 C6 N7 120.3(3) . .
C5 C6 N7 116.7(4) . .
N8 N7 C6 114.2(3) . .
N7 N8 C9 115.3(5) . .
N7 N8 C9' 111.7(5) . .
C9 N8 C9' 17.8(6) . .
N7 N8 Cu1 110.9(3) . .
C9 N8 Cu1 132.4(5) . .
C9' N8 Cu1 127.9(5) . .
N14 C9 C10 125.4(7) . .
N14 C9 N8 113.7(8) . .
C10 C9 N8 120.7(8) . .
C9 C10 C11 116.2(9) . .
C12 C11 C10 120.3(9) . .
C11 C12 C13 119.0(9) . .
N14 C13 C12 122.8(9) . .
C9 N14 C13 116.4(8) . .
N14' C9' C10' 124.9(8) . .
N14' C9' N8 108.6(8) . .
C10' C9' N8 126.4(9) . .
C9' C10' C11' 117.4(9) . .
C12' C11' C10' 119.3(10) . .
C11' C12' C13' 118.9(10) . .
N14' C13' C12' 123.8(10) . .
C9' N14' C13' 115.7(9) . .
C26 N21 C22 120.3(4) . .
C26 N21 Cu1 113.5(3) . .
C22 N21 Cu1 126.1(3) . .
N21 C22 C23 121.6(6) . .
C24 C23 C22 118.5(6) . .
C25 C24 C23 119.7(5) . .
C24 C25 C26 120.0(6) . .
N21 C26 C25 119.9(5) . .
N21 C26 C26 115.5(3) . 3
C25 C26 C26 124.6(4) . 3
F35 P30 F31 90.3(3) . .
F35 P30 F34 90.4(3) . .
F31 P30 F34 89.9(3) . .
F35 P30 F32 90.0(3) . .
F31 P30 F32 89.7(3) . .
F34 P30 F32 179.4(4) . .
F35 P30 F33 178.8(4) . .
F31 P30 F33 90.6(3) . .
F34 P30 F33 90.3(3) . .
F32 P30 F33 89.2(3) . .
F35 P30 F36 89.6(3) . .
F31 P30 F36 179.5(4) . .
F34 P30 F36 89.7(3) . .
F32 P30 F36 90.7(3) . .
F33 P30 F36 89.6(3) . .
F45 P40 F41 90.0(6) . .
F45 P40 F44 91.9(5) . .
F41 P40 F44 89.8(5) . .
F45 P40 F42 89.7(5) . .
F41 P40 F42 89.8(5) . .
F44 P40 F42 178.4(6) . .
F45 P40 F43 175.6(6) . .
F41 P40 F43 92.8(5) . .
F44 P40 F43 91.5(5) . .
F42 P40 F43 87.0(5) . .
F45 P40 F46 88.7(5) . .
F41 P40 F46 178.5(6) . .
F44 P40 F46 89.4(5) . .
F42 P40 F46 91.1(6) . .
F43 P40 F46 88.5(5) . .
F55 P50 F51 91.3(8) . .
F55 P50 F54 91.4(7) . .
F51 P50 F54 89.9(7) . .
F55 P50 F52 90.2(7) . .
F51 P50 F52 90.7(7) . .
F54 P50 F52 178.3(9) . .
F55 P50 F53 176.2(9) . .
F51 P50 F53 91.3(8) . .
F54 P50 F53 91.4(7) . .
F52 P50 F53 87.0(7) . .
F55 P50 F56 88.6(7) . .
F51 P50 F56 179.4(8) . .
F54 P50 F56 89.5(7) . .
F52 P50 F56 89.9(7) . .
F53 P50 F56 88.8(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N21 2.004(4) .
Cu1 N21 2.004(4) 3
Cu1 N1 2.021(3) 3
Cu1 N1 2.021(3) .
Cu1 N8 2.446(3) 3
Cu1 N8 2.446(3) .
N1 C2 1.334(5) .
N1 C6 1.353(5) .
C2 C3 1.395(6) .
C3 C4 1.368(8) .
C4 C5 1.386(7) .
C5 C6 1.374(6) .
C6 N7 1.423(6) .
N7 N8 1.246(5) .
N8 C9 1.450(7) .
N8 C9' 1.457(7) .
C9 N14 1.327(9) .
C9 C10 1.378(11) .
C10 C11 1.398(12) .
C11 C12 1.350(13) .
C12 C13 1.382(13) .
C13 N14 1.349(9) .
C9' N14' 1.335(9) .
C9' C10' 1.375(11) .
C10' C11' 1.404(13) .
C11' C12' 1.352(14) .
C12' C13' 1.385(14) .
C13' N14' 1.350(9) .
N21 C26 1.344(6) .
N21 C22 1.345(7) .
C22 C23 1.383(7) .
C23 C24 1.378(10) .
C24 C25 1.369(11) .
C25 C26 1.393(7) .
C26 C26 1.469(11) 3
P30 F35 1.594(4) .
P30 F31 1.596(4) .
P30 F34 1.596(3) .
P30 F32 1.597(3) .
P30 F33 1.599(4) .
P30 F36 1.601(4) .
P40 F45 1.584(6) .
P40 F41 1.587(7) .
P40 F44 1.592(6) .
P40 F42 1.601(6) .
P40 F43 1.607(6) .
P40 F46 1.611(7) .
P50 F55 1.588(8) .
P50 F51 1.592(8) .
P50 F54 1.593(7) .
P50 F52 1.598(8) .
P50 F53 1.605(8) .
P50 F56 1.610(8) .
