Crystalline salts of metal phthalocyanine radical anions [M{Pc(•3-)}](•-) (M = Cu(II), Pb(II), V(IV)O, Sn(IV)Cl2) with cryptand(Na+) cations: structure, optical and magnetic properties
Konarev, Dmitri V.; Faraonov, Maxim A.; Kuz`min, Alexey V.; Khasanov, Salavat S.; Nakano, Yoshiaki; Norko, Semen I.; Otsuka, Akihiro; Yamochi, Hideki; Saito, Gunzi; Lyubovskaya, Rimma N.; Batov, Mikhail S.; New J. Chem. 41 (2017) 6866–6874; doi:10.1039/C7NJ00530J

data_7056290
_publ_section_title
;
 Crystalline salts of metal phthalocyanine radical anions
 [M{Pc(&#x2022;3-)}](&#x2022;-) (M = Cu(II), Pb(II), V(IV)O, Sn(IV)Cl2)
 with cryptand(Na+) cations: structure, optical and magnetic properties
;
_journal_issue                   14
_journal_name_full               'New J. Chem.'
_journal_page_first              6866
_journal_page_last               6874
_journal_paper_doi               10.1039/C7NJ00530J
_journal_volume                  41
_journal_year                    2017
_chemical_compound_source        no
_chemical_formula_moiety
'C32 H16 Cl2 N8 Sn, C6 H4 Cl2, C18 H36 N2 Na O6'
_chemical_formula_sum            'C56 H56 Cl4 N10 Na O6 Sn'
_chemical_formula_weight         1248.58
_chemical_melting_point          ?
_chemical_name_common            no
_chemical_name_systematic
'Salt of tin(IV) dichloride phthalocyanine with the crytand[2,2,2](Na+) cations, dichlorobenzene solvate'
_chemical_properties_physical    ', Air-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-05-05
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2017-05-08 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.022(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.2257(4)
_cell_length_b                   25.3147(11)
_cell_length_c                   10.6978(4)
_cell_measurement_reflns_used    8560
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.5540
_cell_measurement_theta_min      2.0720
_cell_volume                     2753.96(19)
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 10.4566
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.987
_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     37.00  69.00   1.00  120.00    --  -14.62 178.00 -90.00   32
  2  \w    -33.00  52.00   1.00  120.00    --   16.81 -37.00-150.00   85
  3  \w    -18.00  90.00   1.00  120.00    --   16.81  77.00  30.00  108
  4  \w    -64.00 -20.00   1.00  120.00    --   16.81 -37.00 120.00   44
;
_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  0.0291
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15748
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.415
_diffrn_reflns_theta_min         1.914
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77889
_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    1.506
_exptl_crystal_description       block
_exptl_crystal_F_000             1278
_exptl_crystal_preparation       ', Magnetic properties'
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.118
_refine_diff_density_max         2.546
_refine_diff_density_min         -0.788
_refine_diff_density_rms         0.156
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.59(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         8584
_refine_ls_number_restraints     301
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0732
_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^)+(0.1695P)^2^+1.0489P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2171
_refine_ls_wR_factor_ref         0.2327
_reflns_Friedel_coverage         0.955
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                6627
_reflns_number_total             8584
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 175.5672\% 
 around [0.81 -0.45 0.36] (reciprocal) or [0.90 -0.08 0.43] (direct)
;
_cod_data_source_file            c7nj00530j2.cif
_cod_data_source_block           Sncl2PcCrypt222Na
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        2753.95(18)
_cod_database_code               7056290
_shelx_shelxl_version_number     2016/6
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.41(8)
 0.59(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Rigid bond restraints
 C201, C202, C203, C204, C205, C206
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(N107) \\sim Ueq, Uanis(N101) \\sim Ueq, Uanis(N102) \\sim Ueq,
Uanis(N103) \\sim Ueq, Uanis(N104) \\sim Ueq, Uanis(C101) \\sim Ueq,
Uanis(C104) \\sim Ueq, Uanis(C105) \\sim Ueq, Uanis(C108) \\sim Ueq,
Uanis(C109) \\sim Ueq, Uanis(C112) \\sim Ueq, Uanis(C113) \\sim Ueq,
Uanis(C116) \\sim Ueq, Uanis(N108) \\sim Ueq, Uanis(C103) \\sim Ueq,
Uanis(N105) \\sim Ueq, Uanis(C102) \\sim Ueq, Uanis(C107) \\sim Ueq,
Uanis(N106) \\sim Ueq, Uanis(C106) \\sim Ueq, Uanis(C111) \\sim Ueq,
Uanis(C110) \\sim Ueq, Uanis(C115) \\sim Ueq, Uanis(C114) \\sim Ueq,
Uanis(C117) \\sim Ueq, Uanis(C120) \\sim Ueq, Uanis(C121) \\sim Ueq,
Uanis(C124) \\sim Ueq, Uanis(C125) \\sim Ueq, Uanis(C128) \\sim Ueq,
Uanis(C129) \\sim Ueq, Uanis(C132) \\sim Ueq, Uanis(C118) \\sim Ueq,
Uanis(C119) \\sim Ueq, Uanis(C122) \\sim Ueq, Uanis(C123) \\sim Ueq,
Uanis(C126) \\sim Ueq, Uanis(C127) \\sim Ueq, Uanis(C130) \\sim Ueq,
Uanis(C131) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C201) \\sim Ueq, Uanis(Cl3) \\sim Ueq, Uanis(C202) \\sim Ueq, Uanis(C206)
\\sim Ueq, Uanis(Cl4) \\sim Ueq, Uanis(C203) \\sim Ueq, Uanis(C205) \\sim Ueq,
Uanis(C204) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C124) \\sim Ueq, Uanis(N101) \\sim Ueq, Uanis(N102) \\sim Ueq,
Uanis(N103) \\sim Ueq, Uanis(N104) \\sim Ueq, Uanis(C101) \\sim Ueq,
Uanis(C104) \\sim Ueq, Uanis(C105) \\sim Ueq, Uanis(C108) \\sim Ueq,
Uanis(C109) \\sim Ueq, Uanis(C112) \\sim Ueq, Uanis(C113) \\sim Ueq,
Uanis(C116) \\sim Ueq, Uanis(N108) \\sim Ueq, Uanis(C103) \\sim Ueq,
Uanis(N105) \\sim Ueq, Uanis(C102) \\sim Ueq, Uanis(C107) \\sim Ueq,
Uanis(N106) \\sim Ueq, Uanis(C106) \\sim Ueq, Uanis(C111) \\sim Ueq,
Uanis(N107) \\sim Ueq, Uanis(C110) \\sim Ueq, Uanis(C115) \\sim Ueq,
Uanis(C114) \\sim Ueq, Uanis(C117) \\sim Ueq, Uanis(C120) \\sim Ueq,
Uanis(C121) \\sim Ueq, Uanis(C125) \\sim Ueq, Uanis(C128) \\sim Ueq,
Uanis(C129) \\sim Ueq, Uanis(C132) \\sim Ueq, Uanis(C118) \\sim Ueq,
Uanis(C119) \\sim Ueq, Uanis(C122) \\sim Ueq, Uanis(C123) \\sim Ueq,
Uanis(C126) \\sim Ueq, Uanis(C127) \\sim Ueq, Uanis(C130) \\sim Ueq,
Uanis(C131) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Uiso(O501)=Uiso(O502)=Uiso(O503)=Uiso(O504)=Uiso(O505)=Uiso(O506)=FVAR(1)
 Uiso(N501)=Uiso(N502)=Uiso(C501)=Uiso(C502)=Uiso(C503)=Uiso(C504)=Uiso(C505)=
 Uiso(C506)=Uiso(C507)=Uiso(C508)=Uiso(C509)=Uiso(C510)=Uiso(C511)=Uiso(C512)=
 Uiso(C513)=Uiso(C514)=Uiso(C515)=Uiso(C516)=Uiso(C517)=Uiso(C518)=FVAR(2)
6.a Free rotating group:
 Cl3(Cl4,C201,C202,C203,C204,C205,C206), Na5(O501,O502,O503,O504,O505,O506,
 N501,N502,C501,C502,C503,C504,C505,C506,C507,C508,C509,C510,C511,C512,C513,
 C514,C515,C516,C517,C518)
6.b Secondary CH2 refined with riding coordinates:
 C501(H50A,H50B), C502(H50C,H50D), C503(H50E,H50F), C504(H50G,H50H), C505(H50I,
 H50J), C506(H50K,H50L), C507(H50M,H50N), C508(H50O,H50P), C509(H50Q,H50R),
 C510(H51A,H51B), C511(H51C,H51D), C512(H51E,H51F), C513(H51G,H51H), C514(H51I,
 H51J), C515(H51K,H51L), C516(H51M,H51N), C517(H51O,H51P), C518(H51Q,H51R)
6.c Aromatic/amide H refined with riding coordinates:
 C117(H117), C118(H118), C119(H119), C120(H120), C121(H121), C122(H122),
 C123(H123), C124(H124), C125(H125), C126(H126), C127(H127), C128(H128),
 C129(H129), C130(H130), C131(H131), C132(H132), C203(H203), C204(H204),
 C205(H205), C206(H206)
6.d Fitted hexagon refined as free rotating group:
 C102(C103,C117,C118,C119,C120), C106(C107,C121,C122,C123,C124), C110(C111,
 C125,C126,C127,C128), C114(C115,C129,C130,C131,C132)
;
_shelx_res_checksum              51096
_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
;