Template-directed self-assembly of porphyrin nanorings through an imine condensation reaction.
Xu, Ziwei; Ying, Xinwen; Li, Yi; Dong, Xiaoyan; Liu, Jiyong; Wang, Shuping; Little, Marc A.; Zhang, Dahao; Xie, Yongshu; Zhang, Zibin; Yu, Ling; Huang, Feihe; Li, Shijun; Chemical science 16 (2025) 5166–5173; doi:10.1039/d4sc08569h

data_1573924
_publ_section_title
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 Template-directed self-assembly of porphyrin nanorings through an imine
 condensation reaction.
;
_journal_issue                   12
_journal_name_full               'Chemical science'
_journal_page_first              5166
_journal_page_last               5173
_journal_paper_doi               10.1039/d4sc08569h
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C270 H210 N30 O18 Zn3'
_chemical_formula_sum            'C270 H210 N30 O18 Zn3'
_chemical_formula_weight         4358.78
_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_Hall           '-P 6c'
_space_group_name_H-M_alt        'P 63/m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-11-14
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-11-18 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   26.4305(13)
_cell_length_b                   26.4305(13)
_cell_length_c                   28.419(2)
_cell_measurement_reflns_used    9481
_cell_measurement_temperature    170.00
_cell_measurement_theta_max      37.850
_cell_measurement_theta_min      2.705
_cell_volume                     17192.9(17)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III M28'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'ZJU Bruker D8 VENTURE Metaljet PHOTON III'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1431
_diffrn_reflns_av_unetI/netI     0.1069
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            69027
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        42.170
_diffrn_reflns_theta_max         42.170
_diffrn_reflns_theta_min         2.909
_diffrn_source                   'liquid Metal X-ray source'
_diffrn_source_current           3.57
_diffrn_source_power             0.24954300000000001
_diffrn_source_type              'Bruker Excillum Metaljet D2+'
_diffrn_source_voltage           69.9
_exptl_absorpt_coefficient_mu    0.406
_exptl_absorpt_correction_T_max  0.7483
_exptl_absorpt_correction_T_min  0.4172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1083 before and 0.0832 after correction.
The Ratio of minimum to maximum transmission is 0.5575.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    0.842
_exptl_crystal_description       block
_exptl_crystal_F_000             4548
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.202
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         6096
_refine_ls_number_restraints     91
_refine_ls_restrained_S_all      1.213
_refine_ls_R_factor_all          0.2082
_refine_ls_R_factor_gt           0.1363
_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^)+(0.2000P)^2^+6.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3491
_refine_ls_wR_factor_ref         0.4048
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2699
_reflns_number_total             6096
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc08569h2.cif
_cod_data_source_block           241031_xzw3por_ben
_cod_depositor_comments          'Adding full bibliography for 1573924.cif.'
_cod_original_cell_volume        17193(2)
_cod_database_code               1573924
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_max   0.984
_shelx_estimated_absorpt_t_min   0.976
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C18-C24
 1.43 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C5 \\sim C11 \\sim C21 \\sim C23 \\sim C41 \\sim C43 \\sim C45: within 2A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 2A
N7 \\sim C9 \\sim C17 \\sim C19 \\sim C28 \\sim C35 \\sim C37 \\sim C39: within
2A with sigma of 0.02 and sigma for terminal atoms of 0.04 within 2A
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C15(H15A,H15B), C27(H27A,H27B), C31(H31A,H31B), C47(H47A,H47B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C13(H13), C16(H16), C35(H35), C9(H9), C37(H37), C19(H19),
 C39(H39), C22(H22), C25(H25), C29(H29), C30(H30), C32(H32), C33(H33), C34(H34),
  C36(H36), C38(H38), C40(H40), C21(H21), C43(H43), C11(H11), C45(H45),
 C23(H23), C42(H42), C44(H44), C48(H48)
4.c Fitted hexagon refined as free rotating group:
 C17(C35,C9,C37,C19,C39), C41(C21,C43,C11,C45,C23)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 2507 electrons were 
found in a volume of 8156\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
21[CHCl3] per Asymmetric Unit 
which account for 2436 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_olex2_submission_special_instructions 'No special instructions were received'