Solid State Structure, and Optical and Magnetic Properties, of Free Base Tetra(4-pyridyl)porphyrin {H<sub>2</sub>T(4-Py)P}<sup>•-</sup> Radical Anions.
Konarev, Dmitri V.; Kuzmin, Aleksey V.; Khasanov, Salavat S.; Shestakov, Alexander F.; Yudanova, Evgeniya I.; Otsuka, Akihiro; Yamochi, Hideki; Kitagawa, Hiroshi; Lyubovskaya, Rimma N.; The Journal of organic chemistry 83 (2018) 1861–1866; doi:10.1021/acs.joc.7b02791

data_4033461
_publ_section_title
;
 Solid State Structure, and Optical and Magnetic Properties, of Free Base
 Tetra(4-pyridyl)porphyrin {H<sub>2</sub>T(4-Py)P}<sup>&#x2022;-</sup>
 Radical Anions.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1861
_journal_page_last               1866
_journal_paper_doi               10.1021/acs.joc.7b02791
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C18 H36 K N2 O6, C6 H4 Cl2, 2(C20 H13 N4)'
_chemical_formula_sum            'C64 H66 Cl2 K N10 O6'
_chemical_formula_weight         1181.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-04-05
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_cell_angle_alpha                104.170(3)
_cell_angle_beta                 98.467(3)
_cell_angle_gamma                113.339(4)
_cell_formula_units_Z            2
_cell_length_a                   13.2276(5)
_cell_length_b                   13.6630(5)
_cell_length_c                   19.1637(7)
_cell_measurement_reflns_used    22403
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.5140
_cell_measurement_theta_min      1.8030
_cell_volume                     2965.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Bruker APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.909
_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     10.89 199.89   1.00   90.00    --   28.00  73.42 -25.61  189
  2  \w     10.89 200.89   1.00   90.00    --   28.00  73.42  94.39  190
  3  \w     10.89 199.89   1.00   90.00    --   28.00  73.42-145.61  189
  4  \w     10.89 199.89   1.00   90.00    --   28.00  73.42 154.39  189
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0155193000
_diffrn_orient_matrix_UB_12      -0.0440518000
_diffrn_orient_matrix_UB_13      0.0156581000
_diffrn_orient_matrix_UB_21      -0.0030341000
_diffrn_orient_matrix_UB_22      -0.0380867000
_diffrn_orient_matrix_UB_23      -0.0338191000
_diffrn_orient_matrix_UB_31      0.0586365000
_diffrn_orient_matrix_UB_32      0.0143682000
_diffrn_orient_matrix_UB_33      0.0136735000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            38510
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.339
_diffrn_reflns_theta_min         1.722
_diffrn_source                   'sealed tube'
_diffrn_source_target            MoK\a
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99263
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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    1.323
_exptl_crystal_description       trapezoid
_exptl_crystal_F_000             1242
_exptl_crystal_size_max          0.464
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.122
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     748
_refine_ls_number_reflns         14795
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0619
_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^)+(0.0633P)^2^+2.7971P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1526
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10407
_reflns_number_total             14795
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b02791_si_002.cif
_cod_data_source_block           H2TPyPcryprtK
_cod_depositor_comments          'Adding full bibliography for 4033461.cif.'
_cod_database_code               4033461
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 90.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.27
_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
 Fixed Sof: H101(0.5) H102(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C01M(H01A,H01B), C301(H30A,H30B), C302(H30C,H30D), C303(H30E,H30F), C304(H30G,
 H30H), C305(H30I,H30J), C306(H30K,H30L), C307(H30M,H30N), C308(H30O,H30P),
 C309(H30Q,H30R), C311(H31A,H31B), C312(H31C,H31D), C313(H31E,H31F), C314(H31G,
 H31H), C315(H31I,H31J), C316(H31K,H31L), C317(H31M,H31N), C318(H31O,H31P)
3.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), N00D(H00D), C202(H202), C203(H203),
 C207(H207), C208(H208), C212(H212), C213(H213), C214(H214), C215(H215),
 C217(H217), C218(H218), C219(H219), C310(H310), N101(H101), N102(H102),
 C102(H10A), C103(H103), C107(H107), C108(H108), C112(H112), C113(H113),
 C114(H114), C115(H115), C117(H117), C118(H118), C119(H119), C120(H120)
;
_shelx_res_checksum              28650
_shelx_hkl_checksum              23455
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.078
_oxdiff_exptl_absorpt_empirical_full_min 0.959