Crystalline salts of anionic free-base tetrapyrazinoporphyrazines with alkyl-substituents or an extended π-electron system
Faraonov, Maxim A.; Osipov, Nikita G.; Romanenko, Nikita R.; Kuzmin, Alexey V.; Kornev, Alexey B.; Stuzhin, Pavel A.; Khasanov, Salavat S.; Konarev, Dmitri V.; New Journal of Chemistry 46 (2022) 22195–22202; doi:10.1039/D2NJ04578H

data_7062017
_publ_section_title
;
 Crystalline salts of anionic free-base tetrapyrazinoporphyrazines with
 alkyl-substituents or an extended \p-electron system
;
_journal_issue                   46
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              22195
_journal_page_last               22202
_journal_paper_doi               10.1039/D2NJ04578H
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C18 H36 K N2 O6, C72 H34 N16, 5(C6 H4 Cl2)'
_chemical_formula_sum            'C120 H90 Cl10 K N18 O6'
_chemical_formula_weight         2273.69
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-09-14
_audit_creation_method
;FinalCif V110 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2022-09-14 deposited with the CCDC.	2022-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                98.685(3)
_cell_angle_beta                 110.185(4)
_cell_angle_gamma                103.628(3)
_cell_formula_units_Z            2
_cell_length_a                   14.2695(6)
_cell_length_b                   20.3080(8)
_cell_length_c                   20.3344(8)
_cell_measurement_reflns_used    8209
_cell_measurement_temperature    102(3)
_cell_measurement_theta_max      28.2360
_cell_measurement_theta_min      1.7190
_cell_volume                     5197.8(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      101.15
_diffrn_detector_area_resol_mean 5.2283
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.866
_diffrn_measured_fraction_theta_max 0.698
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -17.00  86.00   1.00  180.00    --   11.89  57.00 150.00  103
  2  \w    -12.00  83.00   1.00  180.00    --   11.89  57.00 -90.00   95
  3  \w    -44.00   3.00   1.00  180.00    --  -12.05 -57.00-120.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0948
_diffrn_reflns_Laue_measured_fraction_full 0.866
_diffrn_reflns_Laue_measured_fraction_max 0.698
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35747
_diffrn_reflns_point_group_measured_fraction_full 0.866
_diffrn_reflns_point_group_measured_fraction_max 0.698
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.641
_diffrn_reflns_theta_min         1.542
_exptl_absorpt_coefficient_mu    0.378
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_description       block
_exptl_crystal_F_000             2346
_exptl_crystal_size_max          0.239
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.136
_refine_diff_density_max         3.018
_refine_diff_density_min         -1.156
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1397
_refine_ls_number_reflns         20463
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1290
_refine_ls_R_factor_gt           0.0823
_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^)+(0.0457P)^2^+18.3071P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1693
_refine_ls_wR_factor_ref         0.1919
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13484
_reflns_number_total             20463
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj04578h2.cif
_cod_data_source_block           exp_2385_int1
_cod_depositor_comments
'Adding full bibliography for 7062016--7062018.cif.'
_cod_database_code               7062017
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Others
 Sof(H103)=Sof(H101)=1-FVAR(1)
 Sof(H104)=Sof(H102)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C201(H20A,H20B), C211(H21A,H21B), C207(H20C,H20D), C206(H20E,H20F), C218(H21C,
 H21D), C204(H20G,H20H), C212(H21E,H21F), C205(H20I,H20J), C214(H21G,H21H),
 C216(H21I,H21J), C202(H20K,H20L), C215(H21K,H21L), C210(H21M,H21N), C203(H20M,
 H20N), C213(H21O,H21P), C208(H20O,H20P), C217(H21Q,H21R), C209(H20Q,H20R)
3.b Aromatic/amide H refined with riding coordinates:
 C123(H123), C111(H111), C167(H167), N104(H104), C132(H132), C113(H113),
 N103(H103), N101(H101), C160(H160), C144(H144), N102(H102), C165(H165),
 C112(H112), C159(H159), C114(H114), C168(H168), C162(H162), C141(H141),
 C131(H131), C130(H130), C149(H149), C124(H124), C108(H108), C125(H125),
 C129(H129), C147(H147), C126(H126), C150(H150), C148(H148), C105(H105),
 C161(H161), C107(H107), C143(H143), C166(H166), C142(H142), C106(H106),
 C5D(H5D), C3D(H3D), C6D(H6D), C4D(H4D), C6C(H6C), C5C(H5C), C4C(H4C), C3C(H3C),
  C5E(H5E), C4E(H4E), C6E(H6E), C3E(H3E), C6A(H6A), C3A(H3A), C4A(H4A),
 C5A(H5A), C3B(H3B), C4B(H4B), C6B(H6B), C5B(H5B)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_shelx_estimated_absorpt_t_min   0.915
_shelx_estimated_absorpt_t_max   0.950
_shelx_res_checksum              22091