Switching closed-shell to open-shell phenalenyl: toward designing electroactive materials.
Pariyar, Anand; Vijaykumar, Gonela; Bhunia, Mrinal; Dey, Suman Kr; Singh, Santosh K.; Kurungot, Sreekumar; Mandal, Swadhin K.; Journal of the American Chemical Society 137 (2015) 5955–5960; doi:10.1021/jacs.5b00272

data_4123792
_publ_section_title
;
 Switching closed-shell to open-shell phenalenyl: toward designing
 electroactive materials.
;
_journal_issue                   18
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5955
_journal_page_last               5960
_journal_paper_doi               10.1021/jacs.5b00272
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         '2(C25 H15 Cl2 Fe N2 O2), 2(C3 H6 O)'
_chemical_formula_sum            'C56 H42 Cl4 Fe2 N4 O6'
_chemical_formula_weight         1120.44
_chemical_name_systematic
;
 ? 
;
_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     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-10-17
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled Nov  7 2012 10:32:32, GUI svn.r4372)
;
_cell_angle_alpha                89.019(3)
_cell_angle_beta                 80.442(3)
_cell_angle_gamma                75.736(3)
_cell_formula_units_Z            1
_cell_length_a                   10.0394(3)
_cell_length_b                   10.2786(4)
_cell_length_c                   12.2513(5)
_cell_measurement_reflns_used    4189
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.3050
_cell_measurement_theta_min      3.2770
_cell_volume                     1207.87(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9160
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_measurement_details
;
  1 omega  -28.00   90.00   1.0000   10.9650
omega____ theta____ kappa____ phi______ frames
    -       20.0382   19.0000   60.0000 118

  2 omega   25.00   63.00   1.0000   10.9650
omega____ theta____ kappa____ phi______ frames
    -       20.0382  -99.0000    0.0000 38

  3 omega   -4.00   23.00   1.0000   10.9650
omega____ theta____ kappa____ phi______ frames
    -      -18.1632  -99.0000  -90.0000 27

  4 omega    3.00   88.00   1.0000   10.9650
omega____ theta____ kappa____ phi______ frames
    -       20.0382   57.0000  120.0000 85

  5 omega  -30.00   46.00   1.0000   10.9650
omega____ theta____ kappa____ phi______ frames
    -       20.0382  -77.0000 -120.0000 76

  6 omega    3.00   51.00   1.0000   10.9650
omega____ theta____ kappa____ phi______ frames
    -       20.0382   57.0000 -150.0000 48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0221504000
_diffrn_orient_matrix_UB_12      0.0146985000
_diffrn_orient_matrix_UB_13      -0.0518649000
_diffrn_orient_matrix_UB_21      0.0400201000
_diffrn_orient_matrix_UB_22      0.0484067000
_diffrn_orient_matrix_UB_23      -0.0090534000
_diffrn_orient_matrix_UB_31      0.0580902000
_diffrn_orient_matrix_UB_32      -0.0501364000
_diffrn_orient_matrix_UB_33      -0.0260229000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8651
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.89
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.881
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description
;
;
_exptl_crystal_F_000             574
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.020
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4936
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0580P)^2^+1.0806P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1200
_reflns_number_gt                4321
_reflns_number_total             4936
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5b00272_si_003.cif
_cod_data_source_block           feply_1
_cod_original_cell_volume        1207.87(7)
_cod_database_code               4123792
_chemical_oxdiff_formula         C39H21O6Fe
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H6 of C6, H5 of C5, H15 of C15, H10 of C10, H9 of C9, H14 of C14, H23 of
  C23, H18 of C18, H16 of C16, H21 of C21, H3 of C3, H2 of C2, H19 of C19, H22
  of C22, H7 of C7
 At 1.5 times of:
  {H26A,H26B,H26C} of C26, {H28A,H28B,H28C} of C28
2.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C7(H7), C6(H6), C21(H21), C16(H16), C18(H18), C23(H23), C14(H14),
 C9(H9), C10(H10), C15(H15), C5(H5), C19(H19), C2(H2), C3(H3)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C26(H26A,H26B,H26C)
;
_olex2_submission_special_instructions 'No special instructions were received'