#------------------------------------------------------------------------------
#$Date: 2019-11-23 22:49:45 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235438 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/63/7236350.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_7236350
loop_
_publ_author_name
'Cong, Jiayan'
'Kinschel, Dominik'
'Daniel, Quentin'
'Safdari, Majid'
'Gabrielsson, Erik'
'Chen, Hong'
'Svensson, Per H.'
'Sun, Licheng'
'Kloo, Lars'
_publ_section_title
;
 Bis(1,1-bis(2-pyridyl)ethane)copper(i/ii) as an efficient redox couple
 for liquid dye-sensitized solar cells
;
_journal_issue                   38
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              14550
_journal_paper_doi               10.1039/C6TA06782D
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C24 H24 Cu N4, 2(F6 P)'
_chemical_formula_sum            'C24 H24 Cu F12 N4 P2'
_chemical_formula_weight         721.96
_chemical_name_systematic
; 
 Bis(1,1-bis(2-pyridyl)ethane)copper(II) 
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-03-04 deposited with the CCDC.
2016-08-30 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 96.847(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.6354(9)
_cell_length_b                   13.1366(13)
_cell_length_c                   12.4095(14)
_cell_measurement_reflns_used    9873
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.24
_cell_measurement_theta_min      2.27
_cell_volume                     1397.7(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1135
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            95009
_diffrn_reflns_theta_full        30.85
_diffrn_reflns_theta_max         30.85
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    1.001
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.890
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker APEX2 software package'
_exptl_crystal_colour            Pink
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             726
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.157
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         4400
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0473
_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)+(0.0627P)²+0.9975P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1419
_reflns_number_gt                3167
_reflns_number_total             4400
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ta06782d2.cif
_cod_data_source_block           Bis(1,1-bis(2-pyridyl)ethane)copper(II)
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               7236350
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Cu Cu 0.0000 1.0000 0.5000 0.03158(13) Uani 1 2 d S
P P 0.29544(9) 0.41130(6) 0.67110(6) 0.0499(2) Uani 1 1 d .
N1 N 0.0735(2) 0.85816(14) 0.47747(16) 0.0332(4) Uani 1 1 d .
N2 N 0.2036(2) 1.04865(15) 0.46018(17) 0.0354(4) Uani 1 1 d .
F2 F 0.3133(2) 0.45367(16) 0.79413(15) 0.0637(5) Uani 1 1 d .
F6 F 0.1264(2) 0.46080(17) 0.65128(18) 0.0695(5) Uani 1 1 d .
F3 F 0.2228(3) 0.30933(16) 0.71060(19) 0.0810(6) Uani 1 1 d .
F4 F 0.4656(3) 0.3646(2) 0.69357(18) 0.0840(7) Uani 1 1 d .
F5 F 0.3686(3) 0.51450(18) 0.6340(2) 0.0781(7) Uani 1 1 d .
F1 F 0.2755(3) 0.3702(2) 0.55001(17) 0.0874(7) Uani 1 1 d .
C5 C 0.1521(3) 0.83690(18) 0.3926(2) 0.0356(5) Uani 1 1 d .
C1 C 0.0592(3) 0.78615(19) 0.5514(2) 0.0424(6) Uani 1 1 d .
H1 H 0.0050 0.8014 0.6097 0.051 Uiso 1 1 calc R
C4 C 0.2154(3) 0.7412(2) 0.3813(2) 0.0456(6) Uani 1 1 d .
H4 H 0.2679 0.7267 0.3220 0.055 Uiso 1 1 calc R
C12 C 0.2823(3) 1.1221(2) 0.5183(2) 0.0447(6) Uani 1 1 d .
H12 H 0.2411 1.1484 0.5784 0.054 Uiso 1 1 calc R
C8 C 0.2628(3) 1.00848(18) 0.3739(2) 0.0399(5) Uani 1 1 d .
C11 C 0.4218(3) 1.1600(2) 0.4926(3) 0.0564(8) Uani 1 1 d .
H11 H 0.4737 1.2114 0.5339 0.068 Uiso 1 1 calc R
C6 C 0.1671(3) 0.9245(2) 0.3151(2) 0.0456(6) Uani 1 1 d .
H6 H 0.0619 0.9519 0.2958 0.055 Uiso 1 1 calc R
C9 C 0.4030(3) 1.0437(2) 0.3447(3) 0.0546(8) Uani 1 1 d .
H9 H 0.4436 1.0159 0.2851 0.066 Uiso 1 1 calc R
C2 C 0.1213(4) 0.6901(2) 0.5448(3) 0.0517(7) Uani 1 1 d .
H2 H 0.1101 0.6415 0.5978 0.062 Uiso 1 1 calc R
C3 C 0.2004(4) 0.6680(2) 0.4578(3) 0.0536(7) Uani 1 1 d .
H3 H 0.2433 0.6037 0.4511 0.064 Uiso 1 1 calc R
C10 C 0.4822(3) 1.1200(2) 0.4043(3) 0.0612(9) Uani 1 1 d .
H10 H 0.5762 1.1443 0.3848 0.073 Uiso 1 1 calc R
C7 C 0.2264(6) 0.8916(3) 0.2088(3) 0.0797(12) Uani 1 1 d .
H7A H 0.2277 0.9493 0.1614 0.120 Uiso 1 1 calc R
H7B H 0.1587 0.8402 0.1743 0.120 Uiso 1 1 calc R
H7C H 0.3301 0.8647 0.2241 0.120 Uiso 1 1 calc R
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'
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_
_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
N2 Cu N2 180.0 3_576 .
N2 Cu N1 92.29(8) 3_576 .
N2 Cu N1 87.71(8) . .
N2 Cu N1 87.71(8) 3_576 3_576
N2 Cu N1 92.29(8) . 3_576
N1 Cu N1 180.000(1) . 3_576
F3 P F4 90.65(14) . .
F3 P F5 178.79(14) . .
F4 P F5 89.37(14) . .
F3 P F1 90.17(14) . .
F4 P F1 91.61(13) . .
F5 P F1 91.04(14) . .
F3 P F6 90.21(13) . .
F4 P F6 178.22(14) . .
F5 P F6 89.74(12) . .
F1 P F6 89.94(13) . .
F3 P F2 89.75(12) . .
F4 P F2 89.15(12) . .
F5 P F2 89.04(13) . .
F1 P F2 179.24(13) . .
F6 P F2 89.30(12) . .
C1 N1 C5 119.1(2) . .
C1 N1 Cu 120.55(16) . .
C5 N1 Cu 120.00(16) . .
C12 N2 C8 119.5(2) . .
C12 N2 Cu 120.33(17) . .
C8 N2 Cu 120.15(18) . .
N1 C5 C4 120.5(2) . .
N1 C5 C6 115.3(2) . .
C4 C5 C6 124.2(2) . .
N1 C1 C2 122.7(3) . .
C3 C4 C5 119.8(3) . .
N2 C12 C11 122.5(3) . .
N2 C8 C9 120.3(3) . .
N2 C8 C6 115.6(2) . .
C9 C8 C6 124.2(3) . .
C10 C11 C12 118.3(3) . .
C8 C6 C5 109.3(2) . .
C8 C6 C7 113.6(3) . .
C5 C6 C7 113.2(2) . .
C10 C9 C8 119.7(3) . .
C3 C2 C1 118.2(3) . .
C4 C3 C2 119.5(2) . .
C11 C10 C9 119.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu N2 1.9874(19) 3_576
Cu N2 1.9875(19) .
Cu N1 1.9987(18) .
Cu N1 1.9987(18) 3_576
P F3 1.582(2) .
P F4 1.586(2) .
P F5 1.587(2) .
P F1 1.587(2) .
P F6 1.590(2) .
P F2 1.615(2) .
N1 C1 1.333(3) .
N1 C5 1.349(3) .
N2 C12 1.340(3) .
N2 C8 1.348(3) .
C5 C4 1.385(3) .
C5 C6 1.515(4) .
C1 C2 1.377(4) .
C4 C3 1.368(4) .
C12 C11 1.375(4) .
C8 C9 1.384(4) .
C8 C6 1.513(4) .
C11 C10 1.373(5) .
C6 C7 1.533(4) .
C9 C10 1.379(5) .
C2 C3 1.375(4) .
