Effect of reduction on the molecular structure and optical and magnetic properties of fluorinated copper(II) phthalocyanines.
Konarev, Dmitri V.; Faraonov, Maxim A.; Batov, Mikhail S.; Andronov, Mikhail G.; Kuzmin, Alexey V.; Khasanov, Salavat S.; Otsuka, Akihiro; Yamochi, Hideki; Kitagawa, Hiroshi; Lyubovskaya, Rimma N.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 16821–16829; doi:10.1039/d0dt02635b

data_7705703
_publ_section_title
;
 Effect of reduction on the molecular structure and optical and magnetic
 properties of fluorinated copper(II) phthalocyanines.
;
_journal_issue                   46
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16821
_journal_page_last               16829
_journal_paper_doi               10.1039/d0dt02635b
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C32 H8 Cu F8 N8, C18 H36 N2 Na O6'
_chemical_formula_sum            'C50 H44 Cu F8 N10 Na O6'
_chemical_formula_weight         1119.48
_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             2020-02-26
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-02-26 deposited with the CCDC.	2020-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                117.093(3)
_cell_angle_beta                 91.791(2)
_cell_angle_gamma                103.115(2)
_cell_formula_units_Z            2
_cell_length_a                   8.5816(2)
_cell_length_b                   18.3478(5)
_cell_length_c                   19.5899(5)
_cell_measurement_reflns_used    19017
_cell_measurement_temperature    118(2)
_cell_measurement_theta_max      29.1310
_cell_measurement_theta_min      2.1300
_cell_volume                     2641.99(14)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      118(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2283
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_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     16.00  82.00   1.00   64.00    --   11.89-145.00 161.00   66
  2  \w    -85.00   5.00   1.00   64.00    --  -12.20 -57.00  60.00   90
  3  \w    -88.00  14.00   1.00   64.00    --  -12.20 -37.00-120.00  102
  4  \w    -46.00  67.00   1.00   64.00    --  -12.20  77.00-180.00  113
  5  \w    -75.00   9.00   1.00   64.00    --  -12.20 -37.00 150.00   84
  6  \w    -11.00  16.00   1.00   64.00    --  -12.20 -99.00 -30.00   27
  7  \w    -38.00  64.00   1.00   64.00    --  -12.20  37.00 -30.00  102
  8  \w    -68.00 -28.00   1.00   64.00    --  -12.20 122.00 -80.14   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0257010000
_diffrn_orient_matrix_UB_12      0.0216241000
_diffrn_orient_matrix_UB_13      0.0407080000
_diffrn_orient_matrix_UB_21      -0.0768476000
_diffrn_orient_matrix_UB_22      -0.0192757000
_diffrn_orient_matrix_UB_23      0.0053408000
_diffrn_orient_matrix_UB_31      0.0285352000
_diffrn_orient_matrix_UB_32      -0.0345819000
_diffrn_orient_matrix_UB_33      -0.0030399000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            44844
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.128
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.507
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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    1.407
_exptl_crystal_description       block
_exptl_crystal_F_000             1148
_exptl_crystal_size_max          0.351
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     815
_refine_ls_number_reflns         11979
_refine_ls_number_restraints     468
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0436
_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^)+(0.0428P)^2^+3.6362P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1050
_refine_ls_wR_factor_ref         0.1109
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10031
_reflns_number_total             11979
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt02635b2.cif
_cod_data_source_block           exp_834_int1
_cod_depositor_comments
'Adding full bibliography for 7705702--7705703.cif.'
_cod_original_cell_volume        2641.98(13)
_cod_database_code               7705703
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.963
_shelx_estimated_absorpt_t_min   0.842
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C115-C116
 1.5 with sigma of 0.02
 C117-C118
 1.49 with sigma of 0.02
 C116-C117
 2.2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C101 \\sim C102 \\sim C103 \\sim C104 \\sim C105 \\sim C106 \\sim C107 \\sim
C108 \\sim C109 \\sim C110 \\sim C111 \\sim C112 \\sim C113 \\sim C114 \\sim
C115 \\sim C116 \\sim C117 \\sim C118 \\sim C201 \\sim C202 \\sim C203 \\sim
C204 \\sim C205 \\sim C206 \\sim C207 \\sim C208 \\sim C209 \\sim C210 \\sim
C211 \\sim C212 \\sim C213 \\sim C214 \\sim C215 \\sim C216 \\sim C217 \\sim
C218: within 2A with sigma of 0.012 and sigma for terminal atoms of 0.02 within
2A
Uanis(O101) = Uanis(O102) = Uanis(O103) = Uanis(O104) = Uanis(O105) =
Uanis(O106) = Uanis(O201) = Uanis(O202) = Uanis(O203) = Uanis(O204) =
Uanis(O205) = Uanis(O206)
Uanis(N101) = Uanis(N102) = Uanis(N201) = Uanis(N202)
Uanis(Na10) = Uanis(Na20)
Uanis(C216) = Uanis(C115)
Uanis(C105) = Uanis(C208) = Uanis(C106) = Uanis(C207)
4. Same fragment restrains
{Na10, O101, O102, O103, O104, O105, O106, N101, N102, C101, C102, C103, C104,
C105, C106, C107, C108, C109, C110, C111, C112, C113, C114, C115, C116, C117,
C118} sigma for 1-2: 0.01, 1-3: 0.02
as in
{Na20, O201, O202, O203, O204, O205, O206, N201, N202, C201, C202, C203, C204,
C205, C206, C207, C208, C209, C210, C211, C212, C213, C214, C215, C216, C217,
C218}
5. Others
 Sof(Na20)=Sof(O201)=Sof(O202)=Sof(O203)=Sof(O204)=Sof(O205)=Sof(O206)=
 Sof(N201)=Sof(N202)=Sof(C201)=Sof(H20A)=Sof(H20B)=Sof(C202)=Sof(H20C)=
 Sof(H20D)=Sof(C203)=Sof(H20E)=Sof(H20F)=Sof(C204)=Sof(H20G)=Sof(H20H)=
 Sof(C205)=Sof(H20I)=Sof(H20J)=Sof(C206)=Sof(H20K)=Sof(H20L)=Sof(C207)=
 Sof(H20M)=Sof(H20N)=Sof(C208)=Sof(H20O)=Sof(H20P)=Sof(C209)=Sof(H20Q)=
 Sof(H20R)=Sof(C210)=Sof(H21A)=Sof(H21B)=Sof(C211)=Sof(H21C)=Sof(H21D)=
 Sof(C212)=Sof(H21E)=Sof(H21F)=Sof(C213)=Sof(H21G)=Sof(H21H)=Sof(C214)=
 Sof(H21I)=Sof(H21J)=Sof(C215)=Sof(H21K)=Sof(H21L)=Sof(C216)=Sof(H21M)=
 Sof(H21N)=Sof(C217)=Sof(H21O)=Sof(H21P)=Sof(C218)=Sof(H21Q)=Sof(H21R)=1-FVAR(1)
 Sof(Na10)=Sof(O101)=Sof(O102)=Sof(O103)=Sof(O104)=Sof(O105)=Sof(O106)=
 Sof(N101)=Sof(N102)=Sof(C101)=Sof(H10A)=Sof(H10B)=Sof(C102)=Sof(H10C)=
 Sof(H10D)=Sof(C103)=Sof(H10E)=Sof(H10F)=Sof(C104)=Sof(H10G)=Sof(H10H)=
 Sof(C105)=Sof(H10I)=Sof(H10J)=Sof(C106)=Sof(H10K)=Sof(H10L)=Sof(C107)=
 Sof(H10M)=Sof(H10N)=Sof(C108)=Sof(H10O)=Sof(H10P)=Sof(C109)=Sof(H10Q)=
 Sof(H10R)=Sof(C110)=Sof(H11A)=Sof(H11B)=Sof(C111)=Sof(H11C)=Sof(H11D)=
 Sof(C112)=Sof(H11E)=Sof(H11F)=Sof(C113)=Sof(H11G)=Sof(H11H)=Sof(C114)=
 Sof(H11I)=Sof(H11J)=Sof(C115)=Sof(H11K)=Sof(H11L)=Sof(C116)=Sof(H11M)=
 Sof(H11N)=Sof(C117)=Sof(H11O)=Sof(H11P)=Sof(C118)=Sof(H11Q)=Sof(H11R)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C101(H10A,H10B), C102(H10C,H10D), C103(H10E,H10F), C104(H10G,H10H), C105(H10I,
 H10J), C106(H10K,H10L), C107(H10M,H10N), C108(H10O,H10P), C109(H10Q,H10R),
 C110(H11A,H11B), C111(H11C,H11D), C112(H11E,H11F), C113(H11G,H11H), C114(H11I,
 H11J), C115(H11K,H11L), C116(H11M,H11N), C117(H11O,H11P), C118(H11Q,H11R),
 C201(H20A,H20B), C202(H20C,H20D), C203(H20E,H20F), C204(H20G,H20H), C205(H20I,
 H20J), C206(H20K,H20L), C207(H20M,H20N), C208(H20O,H20P), C209(H20Q,H20R),
 C210(H21A,H21B), C211(H21C,H21D), C212(H21E,H21F), C213(H21G,H21H), C214(H21I,
 H21J), C215(H21K,H21L), C216(H21M,H21N), C217(H21O,H21P), C218(H21Q,H21R)
6.b Aromatic/amide H refined with riding coordinates:
 C303(H303), C306(H306), C311(H311), C314(H314), C319(H319), C322(H322),
 C326(H326), C329(H329)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              70945
_shelx_fab_checksum              24380
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.096
_oxdiff_exptl_absorpt_empirical_full_min 0.916