Hydrogen-bonding and resonance stabilisation effects in cationic bis(iminium) phenoxide diacids.
Jones, Rebecca L.; Morris, Louis J.; Collins Rice, Clement G.; Turner, Zoë R; O'Hare, Dermot; Physical chemistry chemical physics : PCCP 25 (2023) 15463–15468; doi:10.1039/d3cp01881d

data_7246849
_publ_section_title
;
 Hydrogen-bonding and resonance stabilisation effects in cationic
 bis(iminium) phenoxide diacids.
;
_journal_issue                   22
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              15463
_journal_page_last               15468
_journal_paper_doi               10.1039/d3cp01881d
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C73.50 H54 B2 Cl3 F30 N3 O1'
_chemical_formula_sum            'C73.5 H54 B2 Cl3 F30 N3 O'
_chemical_formula_weight         1693.18
_chemical_melting_point          ?
_chemical_properties_physical
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2022-10-06
_audit_creation_method           'CRYSTALS_ver_14.61_build_7795 '
_audit_update_record
;
2023-01-11 deposited with the CCDC.	2023-05-18 downloaded from the CCDC.
;
_cell_angle_alpha                112.6804(13)
_cell_angle_beta                 96.2268(12)
_cell_angle_gamma                105.7108(13)
_cell_formula_units_Z            2
_cell_length_a                   14.6277(2)
_cell_length_b                   16.6892(2)
_cell_length_c                   17.0756(2)
_cell_measurement_reflns_used    55732
_cell_measurement_temperature    150
_cell_measurement_theta_max      76.43
_cell_measurement_theta_min      4.73
_cell_volume                     3594.61(10)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_unetI/netI     0.039
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            96321
_diffrn_reflns_theta_full        74.909
_diffrn_reflns_theta_max         76.438
_diffrn_reflns_theta_min         3.612
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.293
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_crystal_colour            clear_pale_yellow
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1710
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.80
_refine_diff_density_min         -1.33
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9878
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1027
_refine_ls_number_reflns         14947
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0602
_refine_ls_shift/su_max          0.0013802
_refine_ls_shift/su_mean         0.0000426
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.08P)^2^ + 6.33P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1673
_refine_ls_wR_factor_gt          0.1608
_refine_ls_wR_factor_ref         0.1673
_reflns_limit_h_max              18
_reflns_limit_h_min              -18
_reflns_limit_k_max              19
_reflns_limit_k_min              -20
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                13216
_reflns_number_total             14947
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.89
_oxford_diffrn_Wilson_scale      0.06
_oxford_refine_ls_r_factor_ref   0.0653
_oxford_refine_ls_scale          3.86(4)
_oxford_reflns_number_all        14947
_oxford_structure_analysis_title 'xcalibur in Q:\ZRT\Xray - group data complet'
_cod_data_source_file            d3cp01881d2.cif
_cod_data_source_block           021ccr22
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7246848--7246849.cif.
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C73.50 H54 B2 Cl3 F30 N3 O1'
_cod_database_code               7246849
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_oxford_refine_ls_r_factor_all   0.0653
_oxford_refine_ls_wr_factor_all  0.1673