Rhodamine-functionalised rhodium(iii) complexes: dual role as bioimaging agents and controllable reactive oxygen species photosensitisers for photocytotoxicity applications.
Jiang, Katherine Gui-Min; Wei, Fangfang; Leung, Peter Kam-Keung; Wu, Siye; Lo, Kenneth Kam-Wing; Wong, Keith Man-Chung; Chemical science 16 (2025) 22127–22135; doi:10.1039/d5sc05257b

data_1576048
_publ_section_title
;
 Rhodamine-functionalised rhodium(iii) complexes: dual role as bioimaging
 agents and controllable reactive oxygen species photosensitisers for
 photocytotoxicity applications.
;
_journal_issue                   46
_journal_name_full               'Chemical science'
_journal_page_first              22127
_journal_page_last               22135
_journal_paper_doi               10.1039/d5sc05257b
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety
'2(C72 H61 N8 O Rh), 2(C0.5 H0.5 Cl), 6(F4 P0.67), 1.5(C Cl2), 5(C H2 Cl2), 2(C H2 Cl1.5)'
_chemical_formula_sum            'C153.5 H137 Cl18 F24 N16 O2 P4 Rh2'
_chemical_formula_weight         3661.58
_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_block_doi                 10.5517/ccdc.csd.cc2jx9md
_audit_creation_date             2025-02-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-02-14 deposited with the CCDC.	2025-10-08 downloaded from the CCDC.
;
_cell_angle_alpha                89.246(2)
_cell_angle_beta                 75.434(2)
_cell_angle_gamma                87.945(2)
_cell_formula_units_Z            1
_cell_length_a                   15.2279(7)
_cell_length_b                   16.2183(7)
_cell_length_c                   16.6539(7)
_cell_measurement_reflns_used    9046
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      2.46
_cell_volume                     3978.2(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.05
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'three-circle diffractometer'
_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  0.0747
_diffrn_reflns_av_unetI/netI     0.0659
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            53584
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.463
_diffrn_reflns_theta_min         2.421
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.636
_exptl_absorpt_correction_T_max  0.0195
_exptl_absorpt_correction_T_min  0.0040
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1661 before and 0.0991 after correction. The Ratio of minimum to maximum transmission is 0.2051. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_description       block
_exptl_crystal_F_000             1858
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_refine_diff_density_max         3.888
_refine_diff_density_min         -3.510
_refine_diff_density_rms         0.202
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.542
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1197
_refine_ls_number_reflns         16321
_refine_ls_number_restraints     114
_refine_ls_restrained_S_all      1.546
_refine_ls_R_factor_all          0.1203
_refine_ls_R_factor_gt           0.1077
_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          0.3300
_refine_ls_wR_factor_ref         0.3541
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13665
_reflns_number_total             16321
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc05257b2.cif
_cod_data_source_block           rh-dpqx-monorho
_cod_depositor_comments
'Adding full bibliography for 1576047--1576050.cif.'
_cod_original_formula_sum        'C153.50 H137 Cl18 F24 N16 O2 P4 Rh2'
_cod_database_code               1576048
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.900
_shelx_estimated_absorpt_t_min   0.878
_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. Uiso/Uaniso restraints and constraints
Uanis(C78) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C79) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl13) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl4) \\sim Ueq, Uanis(C77A) \\sim Ueq, Uanis(Cl10) \\sim Ueq, Uanis(C77)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F16A) \\sim Ueq, Uanis(F15) \\sim Ueq, Uanis(F18A) \\sim Ueq, Uanis(F17A)
\\sim Ueq, Uanis(F18) \\sim Ueq, Uanis(F15A) \\sim Ueq, Uanis(F14A) \\sim Ueq,
Uanis(F14) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F14A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(P3) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(F14A) \\sim Ueq, Uanis(F14) \\sim Ueq, Uanis(F16) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(C74) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl15) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F16A) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(Cl6) = Uanis(Cl15)
3. Others
 Fixed Sof: Cl1(0.5) P3(0.33333) Cl3(0.75) Cl13(0.5) P1(0.66667) P2(0.66667)
 Cl4(0.75) F13(0.66667) Cl10(0.55) F7(0.66667) F15A(0.33333) F3(0.66667)
 F10(0.66667) Cl2(0.25) F14(0.33333) F8(0.66667) F15(0.33333) F5(0.66667)
 F12(0.66667) F9(0.66667) F1(0.66667) F6(0.66667) F17(0.33333) F16(0.33333)
 C73(0.5) H73A(0.25) H73B(0.25) C77(0.55) H77A(0.55) H77B(0.55) Cl2A(0.25)
 Cl14(0.5) F11(0.66667) P3A(0.33333) F14A(0.33333) C79(0.5) H79A(0.5) H79B(0.5)
 C74(0.75) C77A(0.45) H77C(0.45) H77D(0.45) Cl5(0.45) F16A(0.33333)
 F17A(0.33333) F18A(0.33333) F18(0.33333) Cl11(0.5) Cl12(0.5) F4(0.66667)
 C78(0.5) H78A(0.5) H78B(0.5) F2(0.66667) Cl6(0.5) Cl8(0.5) C76(0.5) H76A(0.5)
 H76B(0.5) Cl15(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C69(H69A,H69B), C67(H67A,H67B), C71(H71A,H71B), C65(H65A,H65B), C73(H73A,
 H73B), C77(H77A,H77B), C79(H79A,H79B), C77A(H77C,H77D), C78(H78A,H78B),
 C75(H75A,H75B), C76(H76A,H76B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C32(H32), C60(H60), C48(H48), C41(H41), C24(H24), C9(H9), C31(H31),
 C22(H22), C5(H5), C29(H29), C2(H2), C30(H30), C54(H54), C51(H51), C36(H36),
 C16(H16), C4(H4), C57(H57), C50(H50), C63(H63), C20(H20), C10(H10), C37(H37),
 C40(H40), C23(H23), C44(H44), C25(H25), C55(H55), C62(H62), C38(H38), C39(H39),
  C12(H12), C11(H11), C17(H17), C42(H42), C19(H19), C18(H18)
4.c Idealised Me refined as rotating group:
 C72(H72A,H72B,H72C), C66(H66A,H66B,H66C), C70(H70A,H70B,H70C), C46(H46A,H46B,
 H46C), C68(H68A,H68B,H68C)
;
_shelx_res_checksum              35460
_olex2_submission_special_instructions 'No special instructions were received'