Five Shades of Green: Substituent Influence on the (Spectro-) Electrochemical Properties of Diferrocenylphenyl Methylium Dyes
Casper, Larissa Alina; Ebel, Viktoria; Linseis, Michael; Winter, Rainer; Dalton Transactions  (2021) –; doi:10.1039/D1DT03009D

data_7708524
_publ_section_title
;
 Five Shades of Green: Substituent Influence on the (Spectro-)
 Electrochemical Properties of Diferrocenylphenyl Methylium Dyes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03009D
_journal_year                    2021
_chemical_formula_moiety         '2(C33 H22 F13 Fe2), 2(C32 H12 B F24)'
_chemical_formula_sum            'C130 H68 B2 F74 Fe4'
_chemical_formula_weight         3280.86
_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
_audit_creation_date             2021-06-09
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2021-07-09 deposited with the CCDC.	2021-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                78.080(6)
_cell_angle_beta                 85.474(6)
_cell_angle_gamma                66.115(5)
_cell_formula_units_Z            1
_cell_length_a                   13.5975(8)
_cell_length_b                   14.2300(10)
_cell_length_c                   19.8660(15)
_cell_measurement_reflns_used    27096
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.24
_cell_measurement_theta_min      2.70
_cell_volume                     3438.9(4)
_computing_cell_refinement
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection
;
X-Area WinXpose 2.0.22.0 (STOE, 2016)
;
_computing_data_reduction
;
X-Area Integrate 1.74.2.0 (STOE, 2018)
X-Area LANA 1.75.3.0 (STOE, 2018)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details
;
 418 frames, detector distance = 80 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0944
_diffrn_reflns_av_unetI/netI     0.1139
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            32324
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.743
_diffrn_reflns_theta_min         2.378
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  0.9526
_exptl_absorpt_correction_T_min  0.0096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(\m~2~-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1628
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.583
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       0.0030(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1113
_refine_ls_number_reflns         15784
_refine_ls_number_restraints     331
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.2232
_refine_ls_R_factor_gt           0.1202
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3318
_refine_ls_wR_factor_ref         0.3944
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6048
_reflns_number_total             15784
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03009d2.cif
_cod_data_source_block           lc62
_cod_database_code               7708524
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.946
_shelx_estimated_absorpt_t_min   0.896
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C65-C63 \\sim C65A-C63A
 with sigma of 0.04
 F37-C62 \\sim F37A-C62A
 with sigma of 0.04
 C60-C62 \\sim C60-C62A
 with sigma of 0.04
 C61-C63 \\sim C61A-C63A
 with sigma of 0.04
 C58-C63 \\sim C58-C63A
 with sigma of 0.02
 F35-C62 \\sim F35A-C62A
 with sigma of 0.04
 C60-C61 \\sim C60-C61A
 with sigma of 0.02
 C62-F36 \\sim C62A-F36A
 with sigma of 0.04
 F35-C65 \\sim F35A-C65A
 with sigma of 0.02
 C58-C62 \\sim C58-C62A
 with sigma of 0.04
 F37-C65 \\sim F37A-C65A
 with sigma of 0.02
 F35-F37 \\sim F35A-F37A
 with sigma of 0.04
 F35-F36 \\sim F35A-F36A
 with sigma of 0.04
 F37-F36 \\sim F37A-F36A
 with sigma of 0.04
 C62-C65 \\sim C62A-C65A
 with sigma of 0.02
 C65-C61 \\sim C65A-C61A
 with sigma of 0.04
 C62-C61 \\sim C62A-C61A
 with sigma of 0.02
 C62-C63 \\sim C62A-C63A
 with sigma of 0.02
 C65-F36 \\sim C65A-F36A
 with sigma of 0.02
 F13-C33 \\sim F12-C33 \\sim F11-C33
 with sigma of 0.001
 F31-C57 \\sim F31A-C57
 with sigma of 0.02
 F31-F30 \\sim F31A-F30A
 with sigma of 0.02
 F29-C57 \\sim F29A-C57
 with sigma of 0.02
 C57-F30 \\sim C57-F30A
 with sigma of 0.04
 C33-F12 \\sim C33-F13 \\sim C33-F11
 with sigma of 0.001
 C60-C64 \\sim C60-C64A
 with sigma of 0.02
 C64-F33 \\sim C64A-F33A
 with sigma of 0.02
 C60-F32 \\sim C60-F32A
 with sigma of 0.04
 F32-F33 \\sim F32A-F33A
 with sigma of 0.04
 F34-F33 \\sim F34A-F33A
 with sigma of 0.04
 C60-F34 \\sim C60-F34A
 with sigma of 0.04
 C60-F33 \\sim C60-F33A
 with sigma of 0.04
 F32-F34 \\sim F32A-F34A
 with sigma of 0.04
 F32-C64 \\sim F32A-C64A
 with sigma of 0.001
 C64-F34 \\sim C64A-F34A
 with sigma of 0.001
 C38-F18 \\sim C38-F18A
 with sigma of 0.04
 C38-C41 \\sim C38-C41A
 with sigma of 0.02
 F17-C41 \\sim F17A-C41A
 with sigma of 0.02
 F18-C41 \\sim F18A-C41A
 with sigma of 0.02
 F18-F19 \\sim F18A-F19A
 with sigma of 0.04
 F19-C41 \\sim F19A-C41A
 with sigma of 0.02
 C38-F17 \\sim C38-F17A
 with sigma of 0.04
 F17-F18 \\sim F17A-F18A
 with sigma of 0.04
 F17-F19 \\sim F17A-F19A
 with sigma of 0.04
 C38-F19 \\sim C38-F19A
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 F36, F35A, F36A, C65A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F35, F37, C65, F37A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C58, C59, C60, C61A, C62A, C63A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C58, C59, C60, C61, C62, C63
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F11, F12, F13, C33
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F1, F2, F3, F4, F5, F6, F7, F8, C28, C29, C30, C31, F9, F10, C32
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F32A, F33A, F34A, C64A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F32, F33, F34, C64
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C57, F29A, F30A, F31A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C57, F29, F30, F31
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Sof(F35A)=Sof(F36A)=Sof(F37A)=Sof(C61A)=Sof(H61A)=Sof(C62A)=Sof(C63A)=
 Sof(H63A)=Sof(C65A)=1-FVAR(1)
 Sof(F35)=Sof(F36)=Sof(F37)=Sof(C61)=Sof(H61)=Sof(C62)=Sof(C63)=Sof(H63)=
 Sof(C65)=FVAR(1)
 Sof(F29A)=Sof(F30A)=Sof(F31A)=1-FVAR(2)
 Sof(F29)=Sof(F30)=Sof(F31)=FVAR(2)
 Sof(F32A)=Sof(F33A)=Sof(F34A)=Sof(C64A)=1-FVAR(3)
 Sof(F32)=Sof(F33)=Sof(F34)=Sof(C64)=FVAR(3)
 Sof(F17A)=Sof(F18A)=Sof(F19A)=Sof(C41A)=1-FVAR(4)
 Sof(F17)=Sof(F18)=Sof(F19)=Sof(C41)=FVAR(4)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11),
 C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20),
  C21(H21), C23(H23), C24(H24), C26(H26), C27(H27), C35(H35), C37(H37),
 C39(H39), C43(H43), C45(H45), C47(H47), C51(H51), C53(H53), C55(H55), C59(H59),
  C61(H61), C63(H63), C61A(H61A), C63A(H63A)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              7757
_shelx_hkl_checksum              42988
_shelx_fab_checksum              25735
_olex2_submission_special_instructions 'No special instructions were received'