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_4123591
_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(C39 H21 Fe O6), C2 H6 O S, C1.86 H5.58 O S, 0.14(C)'
_chemical_formula_sum            'C82 H53.59 Fe2 O14 S2'
_chemical_formula_weight         1438.65
_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                68.159(4)
_cell_angle_beta                 76.357(3)
_cell_angle_gamma                85.680(3)
_cell_formula_units_Z            2
_cell_length_a                   12.1833(5)
_cell_length_b                   15.0840(7)
_cell_length_c                   19.3377(8)
_cell_measurement_reflns_used    6464
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      26.3800
_cell_measurement_theta_min      2.0770
_cell_volume                     3205.3(3)
_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
'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9795
_diffrn_measured_fraction_theta_max 0.9795
_diffrn_measurement_details
;
  1 omega  -53.00   68.00   1.0000  180.9100
omega____ theta____ kappa____ phi______ frames
    -       27.5074  -77.0000 -150.0000 121

  2 omega  -54.00   68.00   1.0000  180.9100
omega____ theta____ kappa____ phi______ frames
    -       27.5074  -77.0000   90.0000 122

  3 omega  -53.00   68.00   1.0000  180.9100
omega____ theta____ kappa____ phi______ frames
    -       27.5074  -77.0000  -30.0000 121
;
_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      -0.0264114000
_diffrn_orient_matrix_UB_12      0.0443398000
_diffrn_orient_matrix_UB_13      -0.0027007000
_diffrn_orient_matrix_UB_21      0.0083656000
_diffrn_orient_matrix_UB_22      0.0129953000
_diffrn_orient_matrix_UB_23      -0.0401137000
_diffrn_orient_matrix_UB_31      -0.0531249000
_diffrn_orient_matrix_UB_32      -0.0207846000
_diffrn_orient_matrix_UB_33      0.0052961000
_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  0.0419
_diffrn_reflns_av_unetI/netI     0.0649
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16864
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.85
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.591
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47115
_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            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1483
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         2.036
_refine_diff_density_min         -0.851
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.730
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     912
_refine_ls_number_reflns         12843
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.730
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0617
_refine_ls_shift/su_max          0.053
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1482P)^2^+16.5269P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1744
_refine_ls_wR_factor_ref         0.2026
_reflns_number_gt                9920
_reflns_number_total             12843
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5b00272_si_002.cif
_cod_data_source_block           plyfe3
_cod_depositor_comments          'Adding full bibliography for 4123591.cif.'
_cod_original_cell_volume        3205.3(2)
_cod_database_code               4123591
_chemical_oxdiff_formula         'C42 H20 O6 Fe1'
_reflns_odcompleteness_completeness 97.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H36 of C36, H44 of C44, H68 of C68, H28 of C28, H22 of C22, H18 of C18, H67
  of C67, H58 of C58, H46 of C46, H35 of C35, H10 of C10, H2 of C2, H48 of C48,
  H49 of C49, H45 of C45, H57 of C57, H3 of C3, H70 of C70, H9 of C9, H29 of
  C29, H31 of C31, H72 of C72, H7 of C7, H20 of C20, H74 of C74, H19 of C19, H6
  of C6, H75 of C75, H32 of C32, H5 of C5, H33 of C33, H71 of C71, H42 of C42,
  H16 of C16, H54 of C54, H15 of C15, H41 of C41, H55 of C55, H61 of C61, H23
  of C23, H59 of C59, H62 of C62
 At 1.5 times of:
  {H80A,H80B,H80C} of C80, {H79A,H79B,H79C} of C79, {H82D,H82E,H82F,H82A,H82B,
  H82C} of C82A, {H81A,H81B,H81C} of C81
2. Uiso/Uaniso restraints and constraints
Uanis(C81) = Uanis(C82B)
Uanis(S2B) = Uanis(S2A)
3. Others
 1-Sof(C81)=Sof(C81)=Sof(H81A)=Sof(H81B)=Sof(H81C)
 1-Sof(H82D)=1-Sof(H82D)=1-Sof(H82D)=1-Sof(H82D)=Sof(H82A)=Sof(H82B)=Sof(H82C)=
 Sof(S2A)
4.a Me refined with riding coordinates:
 C82A(H82D,H82E,H82F), C82A(H82A,H82B,H82C)
4.b Aromatic/amide H refined with riding coordinates:
 C42(H42), C16(H16), C54(H54), C15(H15), C41(H41), C55(H55), C61(H61),
 C23(H23), C59(H59), C62(H62), C44(H44), C36(H36), C68(H68), C28(H28), C22(H22),
  C18(H18), C67(H67), C58(H58), C46(H46), C35(H35), C10(H10), C2(H2), C48(H48),
 C49(H49), C45(H45), C57(H57), C3(H3), C70(H70), C9(H9), C29(H29), C31(H31),
 C72(H72), C7(H7), C20(H20), C74(H74), C19(H19), C6(H6), C75(H75), C32(H32),
 C5(H5), C33(H33), C71(H71)
4.c Idealised Me refined as rotating group:
 C80(H80A,H80B,H80C), C79(H79A,H79B,H79C), C81(H81A,H81B,H81C)
;
_olex2_submission_special_instructions 'No special instructions were received'