Impact of phenothiazine-to-phenoxazine replacement in hexaphyrin frameworks on structural, spectroscopic, and redox properties.
Tripathi, Neha; Ravikanth, Mangalampalli; Organic & biomolecular chemistry 24 (2026) 697–707; doi:10.1039/d5ob01774b

data_7161032
_publ_section_title
;
 Impact of phenothiazine-to-phenoxazine replacement in hexaphyrin
 frameworks on structural, spectroscopic, and redox properties.
;
_journal_issue                   3
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              697
_journal_page_last               707
_journal_paper_doi               10.1039/d5ob01774b
_journal_volume                  24
_journal_year                    2026
_chemical_formula_moiety         'C90 H60 F10 N6 O2, 2[CH2Cl2]'
_chemical_formula_sum            'C92 H64 Cl4 F10 N6 O2'
_chemical_formula_weight         1617.29
_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   mixed
_audit_creation_date             2025-11-09
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;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-11-09 deposited with the CCDC.	2025-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                69.226(13)
_cell_angle_beta                 86.778(14)
_cell_angle_gamma                82.048(12)
_cell_formula_units_Z            1
_cell_length_a                   12.130(11)
_cell_length_b                   13.625(12)
_cell_length_c                   16.090(15)
_cell_measurement_reflns_used    3000
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.5
_cell_volume                     2462(4)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  Rigaku
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1425
_diffrn_reflns_av_unetI/netI     0.1962
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_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       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23261
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.161
_exptl_absorpt_coefficient_mu    0.183
_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    1.091
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
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_refine_ls_R_factor_gt           0.1075
_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^)+(0.1525P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2523
_refine_ls_wR_factor_ref         0.3451
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2871
_reflns_number_total             8436
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01774b2.cif
_cod_data_source_block           mr_knt_27_0m_a
_cod_database_code               7161032
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.982
_shelx_estimated_absorpt_t_min   0.914
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C011(H01A,H01B)
1.b Aromatic/amide H refined with riding coordinates:
 N007(H007), C00F(H00F), C00H(H00H), C00L(H00L), C00M(H00M), C00R(H00R),
 C00S(H00S), C00Y(H00Y), C00Z(H00Z), C010(H010), C013(H013), C016(H016),
 C017(H017), C019(H019), C01A(H01C), C01C(H01D), C01H(H01K)
1.c Idealised Me refined as rotating group:
 C01D(H01E,H01F,H01G), C01F(H01H,H01I,H01J), C01I(H01L,H01M,H01N)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              46608
_shelx_fab_checksum              97206
_olex2_submission_special_instructions 'No special instructions were received'