Sterically demanding pyridine-quinoline anchoring ligands as building blocks for copper(I)-based dye-sensitized solar cells (DSSCs) complexes
Peppas, Anastassios; Sokalis, Demetrios; Perganti, Dorothea; Schnakenburg, Gregor; Falaras, Polycarpos; Philippopoulos, athanassios; Dalton Transactions  (2022) –; doi:10.1039/D2DT02382B

data_7711084
_publ_section_title
;
 Sterically demanding pyridine-quinoline anchoring ligands as building
 blocks for copper(I)-based dye-sensitized solar cells (DSSCs) complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02382B
_journal_year                    2022
_chemical_formula_moiety
'2(C32 H24 Cu N4 O4), 2(F6 P), 2(C3 H6 O), H2 O'
_chemical_formula_sum            'C70 H62 Cu2 F12 N8 O11 P2'
_chemical_formula_weight         1608.29
_chemical_name_systematic        TP42A
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2022-07-06
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-07-07 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.615(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.2628(7)
_cell_length_b                   15.8514(8)
_cell_length_c                   16.7898(9)
_cell_measurement_reflns_used    9609
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.06
_cell_measurement_theta_min      3.37
_cell_volume                     3490.0(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8-Venture'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0738
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            56596
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.750
_diffrn_reflns_theta_min         2.662
_exptl_absorpt_coefficient_mu    2.048
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.3913
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1514 before and 0.1067 after correction.
The Ratio of minimum to maximum transmission is 0.5192.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       plate
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.960
_refine_diff_density_min         -1.112
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.55(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1074
_refine_ls_number_reflns         12559
_refine_ls_number_restraints     497
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0624
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1114P)^2^+4.5588P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1714
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                11742
_reflns_number_total             12559
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02382b1.cif
_cod_data_source_block           2Me2CO05H2O
_cod_database_code               7711084
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.887
_shelx_estimated_absorpt_t_min   0.579
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.45(4)
 0.55(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H1' of O1'
 At 1.5 times of:
  All C(H,H,H) groups, H2 of O2, H4 of O4, H4' of O4', All O(H,H) groups
3. Restrained distances
 F2'A-F5'A
 2.1 with sigma of 0.01
 F5-F4
 2.1 with sigma of 0.01
 F4'A-F5'A
 2.1 with sigma of 0.01
 H1'-O1'
 0.84 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
P1' \\sim F1' \\sim F2' \\sim F3' \\sim F4' \\sim F5' \\sim F6' \\sim F6'A
\\sim F1'A \\sim F4'A \\sim F5'A \\sim F3'A \\sim F2'A: within 2A with sigma of
0.005 and sigma for terminal atoms of 0.01 within 2A
P1 \\sim F1 \\sim F2 \\sim F3 \\sim F4 \\sim F5 \\sim F6 \\sim F5A \\sim F4A
\\sim F1A \\sim F2A \\sim F6A \\sim F3A: within 2A with sigma of 0.005 and
sigma for terminal atoms of 0.01 within 2A
Uanis(C6) \\sim Ueq, Uanis(C37) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4) \\sim
Ueq, Uanis(F5) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F5A) \\sim Ueq, Uanis(F4A)
\\sim Ueq, Uanis(F1A) \\sim Ueq, Uanis(F2A) \\sim Ueq, Uanis(F6A) \\sim Ueq,
Uanis(F3A) \\sim Ueq, Uanis(F1') \\sim Ueq, Uanis(F2') \\sim Ueq, Uanis(F3')
\\sim Ueq, Uanis(F4') \\sim Ueq, Uanis(F5') \\sim Ueq, Uanis(F6') \\sim Ueq,
Uanis(F6'A) \\sim Ueq, Uanis(F1'A) \\sim Ueq, Uanis(F4'A) \\sim Ueq,
Uanis(F5'A) \\sim Ueq, Uanis(F3'A) \\sim Ueq, Uanis(F2'A) \\sim Ueq: with sigma
of 0.002 and sigma for terminal atoms of 0.004
5. Others
 Sof(F5A)=Sof(F4A)=Sof(F1A)=Sof(F2A)=Sof(F6A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Sof(F6'A)=Sof(F1'A)=Sof(F4'A)=Sof(F5'A)=Sof(F3'A)=Sof(F2'A)=1-FVAR(2)
 Sof(F1')=Sof(F2')=Sof(F3')=Sof(F4')=Sof(F5')=Sof(F6')=FVAR(2)
6.a Free rotating group:
 O7(H7A,H7B)
6.b Aromatic/amide H refined with riding coordinates:
 C4(H4A), C0AA(H0AA), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13), C14(H14),
 C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28), C29(H29), C30(H30),
  C4'(H4'A), C6'(H6'), C7'(H7'), C8'(H8'), C9'(H9'), C12'(H12'), C13'(H13'),
 C14'(H14'), C20'(H20'), C22'(H22'), C23'(H23'), C24'(H24'), C25'(H25'),
 C28'(H28'), C29'(H29'), C30'(H30')
6.c Tetrahedral OH refined as rotating group:
 O4(H4)
6.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C32(H32A,H32B,H32C), C16'(H16D,H16E,H16F), C32'(H32D,
 H32E,H32F), C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C6(H6A,H6B,H6C),
 C38(H38A,H38B,H38C)
6.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O4'(H4')
;
_shelx_res_checksum              67129
_shelx_hkl_checksum              51708
_olex2_submission_special_instructions 'No special instructions were received'