The effect of thionation of the carbonyl group on the photophysics of compact spiro rhodamine-naphthalimide electron donor-acceptor dyads: intersystem crossing, charge separation, and electron spin dynamics.
Xiao, Xiao; Mu, Tong; Sukhanov, Andrey A.; Zhou, Yihang; Yu, Peiran; Yu, Fabiao; Elmali, Ayhan; Zhao, Jianzhang; Karatay, Ahmet; Voronkova, Violeta K.; Physical chemistry chemical physics : PCCP 25 (2023) 31667–31682; doi:10.1039/d3cp04891h

data_7247674
_publ_section_title
;
 The effect of thionation of the carbonyl group on the photophysics of
 compact spiro rhodamine-naphthalimide electron donor-acceptor dyads:
 intersystem crossing, charge separation, and electron spin dynamics.
;
_journal_issue                   46
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              31667
_journal_page_last               31682
_journal_paper_doi               10.1039/d3cp04891h
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C44 H44 N4 O2 S2'
_chemical_formula_sum            'C44 H44 N4 O2 S2'
_chemical_formula_weight         724.95
_chemical_name_systematic        Rho-NIS
_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     dual
_audit_creation_date             2023-09-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2023-09-11 deposited with the CCDC.	2023-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                71.1680(10)
_cell_angle_beta                 85.3990(10)
_cell_angle_gamma                83.566(2)
_cell_formula_units_Z            2
_cell_length_a                   10.1465(4)
_cell_length_b                   12.0918(6)
_cell_length_c                   16.0775(6)
_cell_measurement_reflns_used    9922
_cell_measurement_temperature    120
_cell_measurement_theta_max      28.78
_cell_measurement_theta_min      2.37
_cell_volume                     1853.15(14)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      120.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0934
_diffrn_reflns_av_unetI/netI     0.0791
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            64155
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.526
_diffrn_reflns_theta_min         2.373
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6860
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1283 before and 0.0670 after correction.
The Ratio of minimum to maximum transmission is 0.9197.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_description       plate
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.520
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         10304
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1320
_refine_ls_R_factor_gt           0.0712
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0615P)^2^+2.6740P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1543
_refine_ls_wR_factor_ref         0.1831
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6298
_reflns_number_total             10304
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cp04891h2.cif
_cod_data_source_block           1_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7247673--7247674.cif.'
_cod_database_code               7247674
_shelx_shelxl_version_number     2016/6
_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.a Secondary CH2 refined with riding coordinates:
 C00U(H00A,H00B), C00Y(H00C,H00D), C013(H01A,H01B), C017(H01F,H01G), C019(H01H,
 H01I), C01B(H01K,H01L), C01F(H01V,H01W)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00N(H00N), C00P(H00P), C00Q(H00Q), C00S(H00S), C00T(H00T),
 C00V(H00V), C00W(H00W), C00Z(H00Z), C010(H010), C011(H011), C014(H014),
 C016(H016), C018(H018), C01A(H01J)
2.c Idealised Me refined as rotating group:
 C015(H01C,H01D,H01E), C01C(H01M,H01N,H01O), C01D(H01P,H01Q,H01R), C01E(H01S,
 H01T,H01U), C01G(H01X,H01Y,H)
;
_olex2_submission_special_instructions 'No special instructions were received'