Synthesis and properties of N-methylimidazole solvates of vanadium(ii), chromium(ii) and iron(ii) phthalocyanines. Strong NIR absorption in V<sup>II</sup>(MeIm)<sub>2</sub>(Pc<sup>2-</sup>).
Konarev, Dmitri V.; Kuzmin, Alexey V.; Nakano, Yoshiaki; Khasanov, Salavat S.; Otsuka, Akihiro; Yamochi, Hideki; Kitagawa, Hiroshi; Lyubovskaya, Rimma N.; Dalton transactions (Cambridge, England : 2003) 47 (2018) 4661–4671; doi:10.1039/c8dt00459e

data_7045685
_publ_section_title
;
 Synthesis and properties of N-methylimidazole solvates of vanadium(ii),
 chromium(ii) and iron(ii) phthalocyanines. Strong NIR absorption in
 V<sup>II</sup>(MeIm)<sub>2</sub>(Pc<sup>2-</sup>).
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4661
_journal_page_last               4671
_journal_paper_doi               10.1039/c8dt00459e
_journal_volume                  47
_journal_year                    2018
_chemical_compound_source        no
_chemical_formula_moiety         'C40 H28 Fe N12, 2(C6 H4 Cl2)'
_chemical_formula_sum            'C52 H36 Cl4 Fe N12'
_chemical_formula_weight         1026.58
_chemical_melting_point          ?
_chemical_name_common            no
_chemical_name_systematic
'N-methylimidazole complex of iron(II) phthalocyanine o-dichlorobenzene  solvate'
_chemical_properties_physical    Air-sensitive,Oxygen-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2017-02-26
_audit_creation_method
;
Olex2 1.2
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_audit_update_record
;
2018-02-19 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.584(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.6494(13)
_cell_length_b                   10.6126(4)
_cell_length_c                   18.1082(8)
_cell_measurement_reflns_used    10888
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.9220
_cell_measurement_theta_min      2.1060
_cell_volume                     4490.0(4)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4566
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.871
_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    -26.00  59.00   1.00   60.00    --    8.74  19.00-180.00   85
  2  \w    -72.00  23.00   1.00   60.00    --    8.74 -19.00 -30.00   95
  3  \w     18.00  51.00   1.00   60.00    --    8.74 -99.00-180.00   33
  4  \w     24.00  51.00   1.00   60.00    --    8.74 -99.00  30.00   27
  5  \w    -18.00  17.00   1.00   60.00    --    8.74  37.00 -30.00   35
  6  \w     28.00  55.00   1.00   60.00    --    8.74  37.00 -30.00   27
  7  \w     -5.00  31.00   1.00   60.00    --   -8.97 -99.00-150.00   36
;
_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      0.0274265000
_diffrn_orient_matrix_UB_12      -0.0038634000
_diffrn_orient_matrix_UB_13      -0.0046433000
_diffrn_orient_matrix_UB_21      -0.0090242000
_diffrn_orient_matrix_UB_22      -0.0533237000
_diffrn_orient_matrix_UB_23      -0.0245112000
_diffrn_orient_matrix_UB_31      -0.0093242000
_diffrn_orient_matrix_UB_32      0.0401533000
_diffrn_orient_matrix_UB_33      -0.0329758000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18896
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.186
_diffrn_reflns_theta_min         2.108
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.629
_exptl_absorpt_correction_T_max  0.937
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.519
_exptl_crystal_description       block
_exptl_crystal_F_000             2104
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: o-dichlorobenzene/n-hexane/N-methylimidazole'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.294
_exptl_crystal_size_min          0.112
_refine_diff_density_max         0.852
_refine_diff_density_min         -0.842
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         4804
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0548
_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^)+(0.0939P)^2^+14.3483P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1618
_refine_ls_wR_factor_ref         0.1681
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4257
_reflns_number_total             4804
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt00459e2.cif
_cod_data_source_block           FeMeIm2PcC6H4Cl2
_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 

 Adding full bibliography for 7045682--7045685.cif.
;
_cod_database_code               7045685
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C26H18Cl2Fe0.5N6
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C1T) = Uanis(C1S)
Uanis(C2T) = Uanis(C2S)
Uanis(C3T) = Uanis(C3S)
Uanis(C4S) = Uanis(C4T)
Uanis(C5S) = Uanis(C5T)
Uanis(C6S) = Uanis(C6T)
Uanis(Cl1) = Uanis(Cl1A)
Uanis(Cl2) = Uanis(Cl2A)
Uanis(N202) = Uanis(C303)
Uanis(C303) = Uanis(C203)
Uanis(N302) = Uanis(N202)
Uanis(C301) = Uanis(C202)
Uanis(C302) = Uanis(C201)
Uanis(N301) = Uanis(N201)
Uanis(C204) = Uanis(C304)
3. Same fragment restrains
{N201, N202, C203, C201, C202, C204} sigma for 1-2: 0.001, 1-3: 0.001
as
{N301, N302, C303, C301, C302, C304}
{Cl1, Cl2, C1S, C2S, C3S, C4S, C5S, C6S} sigma for 1-2: 0.001, 1-3: 0.001
as
{Cl1A, Cl2A, C1T, C2T, C3T, C4T, C5T, C6T}
4. Others
 Sof(Cl1A)=Sof(Cl2A)=Sof(C1T)=Sof(C2T)=Sof(C3T)=Sof(H3T)=Sof(C4T)=Sof(H4T)=
 Sof(C5T)=Sof(H5T)=Sof(C6T)=Sof(H6T)=1-FVAR(1)
 Sof(Cl1)=Sof(Cl2)=Sof(C1S)=Sof(C2S)=Sof(C3S)=Sof(H3S)=Sof(C4S)=Sof(H4S)=
 Sof(C5S)=Sof(H5S)=Sof(C6S)=Sof(H6S)=FVAR(1)
 Sof(N301)=Sof(N302)=Sof(C303)=Sof(C301)=Sof(C302)=Sof(C304)=Sof(H301)=
 Sof(H302)=Sof(H303)=Sof(H30A)=Sof(H30B)=Sof(H30C)=1-FVAR(2)
 Sof(N201)=Sof(N202)=Sof(C203)=Sof(H203)=Sof(C201)=Sof(H201)=Sof(C202)=
 Sof(H202)=Sof(C204)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C203(H203), C201(H201), C202(H202), C3T(H3T), C4T(H4T), C5T(H5T), C6T(H6T),
 C3S(H3S), C4S(H4S), C5S(H5S), C6S(H6S)
5.b Fitted hexagon refined as free rotating group:
 C1S(C2S,C3S,C4S,C5S,C6S)
5.c Idealised Me refined as rotating group:
 C204(H20A,H20B,H20C)
;
_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 1.100
_oxdiff_exptl_absorpt_empirical_full_min 0.942