Benzene-fused porphyrin(2.1.2.1) array: synthesis, structure, and electrocatalytic hydrogen evolution.
Dong, Yuting; Qian, Long; Chen, Feng; Wang, Yue; Zhang, Tao; Qiu, Fengxian; Teranishi, Toshiharu; Xue, Songlin; Chemical communications (Cambridge, England) 60 (2024) 3986–3989; doi:10.1039/d4cc00267a

data_7132831
_publ_section_title
;
 Benzene-fused porphyrin(2.1.2.1) array: synthesis, structure, and
 electrocatalytic hydrogen evolution.
;
_journal_issue                   29
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3986
_journal_page_last               3989
_journal_paper_doi               10.1039/d4cc00267a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C78 H26 Cu2 F20 N8, 2[CH2Cl2], 3[C6H14]'
_chemical_formula_sum            'C98 H72 Cl4 Cu2 F20 N8'
_chemical_formula_weight         2010.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-03-11
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-03-11 deposited with the CCDC.	2024-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.69(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.46(2)
_cell_length_b                   22.68(3)
_cell_length_c                   14.222(19)
_cell_measurement_reflns_used    1860
_cell_measurement_temperature    202.20
_cell_measurement_theta_max      20.55
_cell_measurement_theta_min      2.51
_cell_volume                     5604(12)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'APEX5 V2023.9-2 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      202.20
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE TXS PHOTON 100'
_diffrn_measurement_method       '\w and \f shutterless scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15073
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        20.816
_diffrn_reflns_theta_max         20.816
_diffrn_reflns_theta_min         1.979
_diffrn_source                   TXS
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_type              'Rotaing Anode'
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.551
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1333 before and 0.0759 after correction.
The Ratio of minimum to maximum transmission is 0.5154.
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    1.191
_exptl_crystal_description       block
_exptl_crystal_F_000             2044
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     639
_refine_ls_number_reflns         5836
_refine_ls_number_restraints     1618
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.1419
_refine_ls_R_factor_gt           0.1163
_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^)+(0.1400P)^2^+30.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3117
_refine_ls_wR_factor_ref         0.3325
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4016
_reflns_number_total             5836
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00267a2.cif
_cod_data_source_block           230621lu_lgpz191741_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

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

 Adding full bibliography for 7132831.cif.
;
_cod_original_cell_volume        5605(12)
_cod_database_code               7132831
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.947
_shelx_estimated_absorpt_t_min   0.932
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C1-C25 \\sim C1A-C25 \\sim C13-C7A \\sim C7-C13
 with sigma of 0.02
 F1A-C2A \\sim F1-C2 \\sim F2-C3 \\sim F2A-C3A \\sim F3-C4 \\sim F3A-C4A \\sim
F4-C5 \\sim F4A-C5A \\sim F5-C6
 \\sim F5A-C6A \\sim F6A-C8A \\sim F6-C8 \\sim F7-C9 \\sim F7A-C9A \\sim F8-C10
\\sim F8A-C10A \\sim F9-C11 ~
 F9A-C11A \\sim F10-C12 \\sim F10A-C12A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim F4 \\sim F5 \\sim C1 \\sim C2 \\sim C3 \\sim C4
\\sim C5 \\sim C6 \\sim F1A \\sim F2A \\sim F3A \\sim F4A \\sim F5A \\sim C1A
\\sim C2A \\sim C3A \\sim C4A \\sim C5A \\sim C6A: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
F6 \\sim F7 \\sim F8 \\sim F9 \\sim F10 \\sim C7 \\sim C8 \\sim C9 \\sim C10
\\sim C11 \\sim C12 \\sim F6A \\sim F7A \\sim F8A \\sim F9A \\sim F10A \\sim
C7A \\sim C8A \\sim C9A \\sim C10A \\sim C11A \\sim C12A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F6A)=Sof(F7A)=Sof(F8A)=Sof(F9A)=Sof(F10A)=Sof(C12A)=Sof(C7A)=Sof(C8A)=
 Sof(C9A)=Sof(C10A)=Sof(C11A)=1-FVAR(1)
 Sof(F6)=Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(C12)=Sof(C7)=Sof(C8)=Sof(C9)=
 Sof(C10)=Sof(C11)=FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(C1A)=Sof(C2A)=Sof(C3A)=
 Sof(C4A)=Sof(C5A)=Sof(C6A)=1-FVAR(2)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(C1)=Sof(C2)=Sof(C3)=Sof(C4)=
 Sof(C5)=Sof(C6)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C20(H20), C22(H22), C23(H23), C27(H27), C28(H28),
 C31(H31), C32(H32), C33(H33), C34(H34), C37(H37), C38(H38)
6.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,C6), C12(C7,C8,C9,C10,C11), C1A(C2A,C3A,C4A,C5A,C6A), C12A(C7A,
 C8A,C9A,C10A,C11A)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 449 electrons were 
found in a volume of 2688\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
2[CH2Cl2], 3[C6H14] per formula unit 
which account for 468 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              39252
_shelx_hkl_checksum              73478
_shelx_fab_checksum              67477
_olex2_submission_special_instructions 'No special instructions were received'
_site                            XU