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_7711088
_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(C34 H28 Cu N4 O4), C H Cl3, 2(F6 P), 2(C5 H12)'
_chemical_formula_sum            'C79 H81 Cl3 Cu2 F12 N8 O8 P2'
_chemical_formula_weight         1793.88
_chemical_name_systematic        TP75
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_audit_creation_date             2019-10-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_audit_update_record
;
2022-07-07 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                109.750(4)
_cell_angle_beta                 100.867(4)
_cell_angle_gamma                103.413(4)
_cell_formula_units_Z            2
_cell_length_a                   14.8494(11)
_cell_length_b                   16.0090(13)
_cell_length_c                   18.9006(13)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.76
_cell_measurement_theta_min      2.15
_cell_volume                     3934.8(5)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker X8-KappaApexII'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2108
_diffrn_reflns_av_unetI/netI     0.2126
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            89442
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         1.426
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.773
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.4971
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1465 before and 0.0875 after correction. The Ratio of minimum to maximum transmission is 0.6664. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_description       plate
_exptl_crystal_F_000             1844
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.225
_refine_diff_density_min         -1.090
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1122
_refine_ls_number_reflns         18851
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.2216
_refine_ls_R_factor_gt           0.0906
_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^)+(0.1316P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2122
_refine_ls_wR_factor_ref         0.2781
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7792
_reflns_number_total             18851
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02382b1.cif
_cod_data_source_block           7C5H12CHCl3
_cod_database_code               7711088
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.970
_shelx_estimated_absorpt_t_min   0.848
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F2S \\sim F3 \\sim F3S \\sim F4 \\sim F4S \\sim F5 \\sim F5S
\\sim F6 \\sim F6S: within 2A with sigma of 0.002 and sigma for terminal atoms
of 0.004
Uanis(F3S) \\sim Ueq, Uanis(F6S) \\sim Ueq, Uanis(F4S) \\sim Ueq, Uanis(F2S)
\\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F5T) \\sim Ueq, Uanis(F3') \\sim Ueq,
Uanis(F6T) \\sim Ueq, Uanis(F1') \\sim Ueq, Uanis(F3T) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(C38) \\sim Ueq, Uanis(C39) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
3. Others
 Sof(F2S)=Sof(F3S)=Sof(F4S)=Sof(F5S)=Sof(F6S)=1-FVAR(1)
 Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Sof(F3T)=Sof(F4T)=Sof(F5T)=Sof(F6T)=1-FVAR(2)
 Sof(F3')=Sof(F4')=Sof(F5')=Sof(F6')=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C40(H40)
4.b Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B), C36'(H36C,H36D), C37'(H37C,
 H37D), C38'(H38C,H38D)
4.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C8(H8), C9(H9), C14(H14), C15(H15), C16(H16), C17(H17),
 C21(H21), C24(H24), C25(H25), C26(H26), C31(H31), C32(H32), C33(H33), C34(H34),
  C4'(H4'), C7'(H7'), C8'(H8'), C9'(H9'), C14'(H14'), C15'(H15'), C16'(H16'),
 C17'(H17'), C21'(H21'), C24'(H24'), C25'(H25'), C26'(H26'), C31'(H31'),
 C32'(H32'), C33'(H33'), C34'(H34')
4.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C27(H27A,H27B,H27C), C29(H29A,H29B,
 H29C), C10'(H10D,H10E,H10F), C12'(H12D,H12E,H12F), C27'(H27D,H27E,H27F),
 C29'(H29D,H29E,H29F), C35(H35A,H35B,H35C), C39(H39A,H39B,H39C), C35'(H35D,H35E,
 H35F), C39'(H39D,H39E,H39F)
;
_shelx_res_checksum              59633
_shelx_hkl_checksum              60010
_olex2_submission_special_instructions 'No special instructions were received'