Syntheses, Spectroelectrochemical Studies, and Molecular and Electronic Structures of Ferrocenyl Ene-diynes
Vincent, Kevin B.; Zeng, Qiang; Parthey, Matthias; Yufit, Dmitry S.; Howard, Judith A.K.; Hartl, František; Kaupp, Martin; Low, Paul J.; Organometallics 32 (2013) 6022–; doi:10.1021/om400535y

data_4081575
_publ_section_title
;
 Syntheses, Spectroelectrochemical Studies, and Molecular and Electronic
 Structures of Ferrocenyl Ene-diynes
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              6022
_journal_paper_doi               10.1021/om400535y
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C20 H14 Br Fe N O2'
_chemical_formula_sum            'C20 H14 Br Fe N O2'
_chemical_formula_weight         436.08
_chemical_name_systematic
;
 ? 
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-03-13
_audit_creation_method
;
  Olex2 1.2-beta
  (compiled 2012.01.17 svn.r2163, GUI svn.r4036)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 100.582(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.4582(13)
_cell_length_b                   11.3257(3)
_cell_length_c                   12.0048(5)
_cell_measurement_reflns_used    3504
_cell_measurement_temperature    120
_cell_measurement_theta_max      32.9761
_cell_measurement_theta_min      2.7134
_cell_volume                     3402.5(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_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
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -54.00   15.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3892   77.0000 -150.0000 138

  2 omega  -50.00  -11.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3892  -57.0000  -30.0000 78

  3 omega  -64.00   46.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3892   19.0000    0.0000 220

  4 omega   31.00   82.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0142 -126.0000  128.0000 102

  5 omega  -99.00   12.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3892  -19.0000 -180.0000 222

  6 omega  -95.00   -8.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3892  -57.0000  -60.0000 174

  7 omega  -96.00    2.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3892  -77.0000   90.0000 196

  8 omega  -95.00   -8.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3892  -57.0000 -180.0000 174

  9 omega   19.00   46.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0142 -126.0000  -24.0000 54

 10 omega   56.00  101.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0142  179.0000  150.0000 90
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0274731000
_diffrn_orient_matrix_UB_12      0.0141415000
_diffrn_orient_matrix_UB_13      0.0161656000
_diffrn_orient_matrix_UB_21      -0.0065501000
_diffrn_orient_matrix_UB_22      0.0609244000
_diffrn_orient_matrix_UB_23      0.0003275000
_diffrn_orient_matrix_UB_31      -0.0022354000
_diffrn_orient_matrix_UB_32      -0.0042645000
_diffrn_orient_matrix_UB_33      0.0578563000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27104
_diffrn_reflns_theta_full        29.50
_diffrn_reflns_theta_max         29.50
_diffrn_reflns_theta_min         0.7957
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    3.248
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.431
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
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)
;
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.5037
_exptl_crystal_size_mid          0.2739
_exptl_crystal_size_min          0.0297
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4748
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0454
_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^)+(0.0500P)^2^+0.1500P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1076
_reflns_number_gt                3581
_reflns_number_total             4748
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400535y_si_002.cif
_cod_data_source_block           12srv077
_cod_database_code               4081575
_chemical_oxdiff_formula         'C22 H14 Br1 Fe1 N1 O2'
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.93