Ligand-regulated three-photon AIE properties of manganese(II) complexes for photodynamic therapy.
Liu, Lingling; Zhu, Tong; Cai, Changting; Wang, Lianke; Li, Shengli; Lian, Xiao; Feng, Yan; Tian, Yupeng; Zhang, Qiong; Dalton transactions (Cambridge, England : 2003)  (2022) –; doi:10.1039/d2dt02410a

data_7711616
_publ_section_title
;
 Ligand-regulated three-photon AIE properties of manganese(II) complexes
 for photodynamic therapy.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d2dt02410a
_journal_year                    2022
_chemical_formula_moiety         'C33 H30 Cl2 Mn N4 O, 0.25[CH2Cl2]'
_chemical_formula_sum            'C33 H30 Cl2 Mn N4 O'
_chemical_formula_weight         624.45
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-06-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-19 deposited with the CCDC.	2022-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   25.774(5)
_cell_length_b                   17.081(3)
_cell_length_c                   28.009(5)
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      21.890
_cell_measurement_theta_min      2.385
_cell_volume                     12331(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0935
_diffrn_reflns_av_unetI/netI     0.0575
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            83952
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.454
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5721
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1275 before and 0.0521 after correction.
The Ratio of minimum to maximum transmission is 0.7673.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_description       block
_exptl_crystal_F_000             5168
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     927
_refine_ls_number_reflns         10858
_refine_ls_number_restraints     1299
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1557
_refine_ls_R_factor_gt           0.0775
_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^)+(0.0681P)^2^+43.2346P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1764
_refine_ls_wR_factor_ref         0.2455
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5706
_reflns_number_total             10858
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02410a2.cif
_cod_data_source_block           sm210619
_cod_database_code               7711616
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.939
_shelx_estimated_absorpt_t_min   0.928
_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 O(H) groups
2. Shared sites
{C61, C61A}
3. Restrained distances
 C31-C32 = C32-C33
 1.54 with sigma of 0.02
 C30-C31 = C31-C32
 1.54 with sigma of 0.02
 C28A-C29A = C29A-C30A
 1.54 with sigma of 0.02
 C29-C30 = C30-C31
 1.54 with sigma of 0.02
 C31A-C32A = C32A-C33A
 1.54 with sigma of 0.02
 O1-C33
 1.43 with sigma of 0.001
 C29A-C30A = C30A-C31A
 1.54 with sigma of 0.02
 C28-C29 = C29-C30
 1.54 with sigma of 0.02
 C30A-C31A = C31A-C32A
 1.54 with sigma of 0.02
 O1A-C33A
 1.43 with sigma of 0.02
 C62A-C63A = C63A-C64A
 1.54 with sigma of 0.02
 C63-C64 = C64-C65
 1.54 with sigma of 0.02
 C63A-C64A = C64A-C65A
 1.54 with sigma of 0.02
 O2-C66
 1.43 with sigma of 0.02
 C62-C63 = C63-C64
 1.54 with sigma of 0.02
 O2A-C66A
 1.43 with sigma of 0.02
 C64-C65 = C65-C66
 1.54 with sigma of 0.02
 C61-C62 = C62-C63
 1.54 with sigma of 0.02
 C64A-C65A = C65A-C66A
 1.54 with sigma of 0.02
 C61A-C62A = C62A-C63A
 1.54 with sigma of 0.02
 C33-C32
 1.54 with sigma of 0.001
 C31-C33
 2.515 with sigma of 0.04
 C29-C31
 2.515 with sigma of 0.04
 O1-C32
 2.426 with sigma of 0.04
 C30-C32
 2.515 with sigma of 0.04
 C28A-C30A
 2.515 with sigma of 0.04
 C31A-C33A
 2.515 with sigma of 0.04
 C29A-C31A
 2.515 with sigma of 0.04
 C28-C30
 2.515 with sigma of 0.04
 C30A-C32A
 2.515 with sigma of 0.04
 O1A-C32A
 2.426 with sigma of 0.04
 C64-C66
 2.515 with sigma of 0.04
 C62A-C64A
 2.515 with sigma of 0.04
 C64A-C66A
 2.515 with sigma of 0.04
 C63A-C65A
 2.515 with sigma of 0.04
 O2A-C65A
 2.426 with sigma of 0.04
 C61A-C63A
 2.515 with sigma of 0.04
 C62-C64
 2.515 with sigma of 0.04
 C63-C65
 2.515 with sigma of 0.04
 O2-C65
 2.426 with sigma of 0.04
 C61-C63
 2.515 with sigma of 0.04
 C23-C20 \\sim C23A-C20A
 with sigma of 0.02
 N4A-C19A \\sim N4-C19
 with sigma of 0.02
 N4-C28 \\sim N4A-C28A
 with sigma of 0.02
 N4A-C22A \\sim N4-C22
 with sigma of 0.02
 N8-C61 \\sim N8-C61A
 with sigma of 0.02
 C20A-C22A \\sim C23A-C19A
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
O1 \\sim N4 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim
C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33 \\sim O1A \\sim N4A \\sim
C22A \\sim C27A \\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim C32A \\sim
C33A \\sim C24A \\sim C25A \\sim C26A \\sim C23A \\sim C16 \\sim C17 \\sim C18
\\sim C19 \\sim C20 \\sim C21 \\sim C17A \\sim C18A \\sim C19A \\sim C20A \\sim
C21A \\sim C16A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O2 \\sim C61 \\sim C62 \\sim C63 \\sim C64 \\sim C65 \\sim C66 \\sim O2A \\sim
C61A \\sim C62A \\sim C63A \\sim C64A \\sim C65A \\sim C66A: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C61) = Uanis(C61A)
5. Rigid body (RIGU) restrains
 O1, C30, C26, N4, C24, C16, C28, C17, C32, C18, C25, C19, C27, C20, C29, C21,
 C31, C22, C33, C23, C8
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O1A, C20A, C33A, N4A, C31A, C17A, C25A, C18A, C21A, C19A, C32A, C22A, C24A,
 C27A, C26A, C28A, C23A, C29A, C16A, C30A, C8
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N8, C61A, C62A, C63A, C64A, C65A, C66A, O2A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N8, C61, C62, C63, C64, C65, C66, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
6. Others
 Sof(O1A)=Sof(H1AA)=Sof(N4A)=Sof(C28A)=Sof(H28C)=Sof(H28D)=Sof(C29A)=Sof(H29C)=
 Sof(H29D)=Sof(C30A)=Sof(H30C)=Sof(H30D)=Sof(C31A)=Sof(H31C)=Sof(H31D)=
 Sof(C32A)=Sof(H32C)=Sof(H32D)=Sof(C33A)=Sof(H33C)=Sof(H33D)=Sof(C26A)=
 Sof(H26A)=Sof(C27A)=Sof(H27A)=Sof(C22A)=Sof(C23A)=Sof(C24A)=Sof(H24A)=
 Sof(C25A)=Sof(H25A)=Sof(C16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(H18A)=
 Sof(C19A)=Sof(C20A)=Sof(C21A)=Sof(H21A)=Sof(O2A)=Sof(H2AA)=Sof(C61A)=Sof(H61C)=
 Sof(H61D)=Sof(C62A)=Sof(H62C)=Sof(H62D)=Sof(C63A)=Sof(H63C)=Sof(H63D)=
 Sof(C64A)=Sof(H64C)=Sof(H64D)=Sof(C65A)=Sof(H65C)=Sof(H65D)=Sof(C66A)=
 Sof(H66C)=Sof(H66D)=1-FVAR(1)
 Sof(O1)=Sof(H1)=Sof(N4)=Sof(C16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=
 Sof(C20)=Sof(C21)=Sof(H21)=Sof(C26)=Sof(H26)=Sof(C25)=Sof(H25)=Sof(C24)=
 Sof(H24)=Sof(C23)=Sof(C22)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28A)=Sof(H28B)=
 Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(C31)=Sof(H31A)=
 Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(O2)=
 Sof(H2A)=Sof(C61)=Sof(H61A)=Sof(H61B)=Sof(C62)=Sof(H62A)=Sof(H62B)=Sof(C63)=
 Sof(H63A)=Sof(H63B)=Sof(C64)=Sof(H64A)=Sof(H64B)=Sof(C65)=Sof(H65A)=Sof(H65B)=
 Sof(C66)=Sof(H66A)=Sof(H66B)=FVAR(1)
7.a Riding coordinates:
 O1(H1), O2(H2A), O1A(H1AA)
7.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,
 H32B), C33(H33A,H33B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B),
 C64(H64A,H64B), C65(H65A,H65B), C66(H66A,H66B), C28A(H28C,H28D), C29A(H29C,
 H29D), C30A(H30C,H30D), C31A(H31C,H31D), C32A(H32C,H32D), C33A(H33C,H33D),
 C61A(H61C,H61D), C62A(H62C,H62D), C63A(H63C,H63D), C64A(H64C,H64D), C65A(H65C,
 H65D), C66A(H66C,H66D)
7.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C7(H7), C9(H9), C12(H12), C13(H13), C14(H14),
  C15(H15), C17(H17), C18(H18), C21(H21), C26(H26), C25(H25), C24(H24),
 C27(H27), C34(H34), C35(H35), C36(H36), C37(H37), C40(H40), C42(H42), C45(H45),
  C46(H46), C47(H47), C48(H48), C50(H50), C51(H51), C54(H54), C57(H57),
 C58(H58), C59(H59), C60(H60), C26A(H26A), C27A(H27A), C24A(H24A), C25A(H25A),
 C17A(H17A), C18A(H18A), C21A(H21A)
7.d Fitted hexagon refined as free rotating group:
 C16(C17,C18,C19,C20,C21), C26(C25,C24,C23,C22,C27), C26A(C27A,C22A,C23A,C24A,
 C25A), C16A(C17A,C18A,C19A,C20A,C21A)
7.e Idealised tetrahedral OH refined as rotating group:
 O2A(H2AA)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 168 electrons were 
found in a volume of 704\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
0.25[CH2Cl2] per Unit Cell 
which account for 168 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              86620
_shelx_fab_checksum              14565
_olex2_submission_special_instructions 'No special instructions were received'