Unravelling the intramolecular n → σ* interaction in ultra-electron deficient naphthalenediimides and their radical ions.
Kumar, Sharvan; Mandal, Kalyanashis; M R, Ajayakumar; Hundal, Geeta; Mukhopadhyay, Pritam; Physical chemistry chemical physics : PCCP 26 (2024) 26076–26083; doi:10.1039/d4cp02834a

data_7249419
_publ_section_title
;
 Unravelling the intramolecular n &#x2192; &#x3c3;* interaction in
 ultra-electron deficient naphthalenediimides and their radical ions.
;
_journal_issue                   40
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              26076
_journal_page_last               26083
_journal_paper_doi               10.1039/d4cp02834a
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C68 H70 N2 O10 P2, 2(B F4)'
_chemical_formula_sum            'C68 H70 B2 F8 N2 O10 P2'
_chemical_formula_weight         1310.82
_chemical_name_common            Naphthalenediimide-bis-methoxyphenylphosphonium
_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_method           SHELXL-2013
_audit_update_record
;
2015-02-21 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                92.111(5)
_cell_angle_beta                 94.947(7)
_cell_angle_gamma                92.151(5)
_cell_formula_units_Z            1
_cell_length_a                   10.2080(8)
_cell_length_b                   12.3079(5)
_cell_length_c                   13.6327(11)
_cell_measurement_reflns_used    14110
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29
_cell_measurement_theta_min      2
_cell_volume                     1703.8(2)
_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    'SIR-92(Altomare et. al.,1993)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15341
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.302
_diffrn_reflns_theta_min         2.902
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction 
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       Block
_exptl_crystal_F_000             684
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_platon_squeeze_details
;
The sixteen electron recovered could be due to a methanol or 1.5 water
molecules. The volume of the void created matches well with the SAV of
99 A3 shown by PLATON.
;
_refine_diff_density_max         0.989
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         7902
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0873
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_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          0.2728
_refine_ls_wR_factor_ref         0.3127
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4725
_reflns_number_total             7902
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cp02834a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7249419.cif.'
_cod_database_code               7249419
_shelx_estimated_absorpt_t_min   0.971
_shelx_estimated_absorpt_t_max   0.984
_shelxl_version_number           2013-4