Nonlinear Optical Chromophores with Two Ferrocenyl, Octamethylferrocenyl, or 4-(Diphenylamino)phenyl Groups Attached to Rhenium(I) or Zinc(II) Centers
Coe, Benjamin J.; Foxon, Simon P.; Pilkington, Rachel A.; Sánchez, Sergio; Whittaker, Daniel; Clays, Koen; Depotter, Griet; Brunschwig, Bruce S.; Organometallics 34 (2015) 1701–; doi:10.1021/acs.organomet.5b00193

data_4087498
_publ_section_title
;
 Nonlinear Optical Chromophores with Two Ferrocenyl, Octamethylferrocenyl,
 or 4-(Diphenylamino)phenyl Groups Attached to Rhenium(I) or Zinc(II)
 Centers
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              1701
_journal_paper_doi               10.1021/acs.organomet.5b00193
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C25 H30 Fe N'
_chemical_formula_sum            'C25 H30 Fe N'
_chemical_formula_weight         400.35
_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     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-05-22
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90.518(9)
_cell_angle_beta                 95.357(9)
_cell_angle_gamma                92.272(8)
_cell_formula_units_Z            2
_cell_length_a                   8.7387(9)
_cell_length_b                   8.8209(8)
_cell_length_c                   12.8954(15)
_cell_measurement_reflns_used    3361
_cell_measurement_temperature    100
_cell_measurement_theta_max      66.4824
_cell_measurement_theta_min      3.4398
_cell_volume                     988.82(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
  1 omega  -94.18   69.82   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -75.0000   73.8681  244.2088 82

  2 omega   81.21  267.21   2.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   73.8681   24.2088 93

  3 phi    -25.79  332.10   1.9994   11.0000
omega____ theta____ kappa____ phi______ frames
 265.1388  110.0000   73.8681     -     179

  4 phi     26.30  320.21   1.9994   11.0000
omega____ theta____ kappa____ phi______ frames
 224.2091  111.0000   73.8681     -     147

  5 phi   -111.77   93.97   1.9975    1.3750
omega____ theta____ kappa____ phi______ frames
 137.7891   95.5000   73.8681     -     103

  6 omega  -48.98   25.02   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.0000   73.8681   29.2094 37

  7 phi    -25.79  132.16   1.9994   11.0000
omega____ theta____ kappa____ phi______ frames
 229.2091  111.0000   73.8681     -     79

  8 omega   81.61  197.59   1.9997   11.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   73.8681   49.2088 58

  9 omega   58.21  144.21   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5000   73.8681   16.7081 43

 10 omega  -13.29   58.71   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -45.0000   73.8681  139.2088 36

 11 omega   81.33  171.33   2.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   73.8681  -15.7900 45

 12 phi    229.29  329.29   2.0000   11.0000
omega____ theta____ kappa____ phi______ frames
 158.5691  105.0000   73.8681     -     50

 13 omega  -89.54   -9.54   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.0000   73.8681  144.2075 40

 14 omega   73.90  151.90   2.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      100.5000   73.8681  106.7081 39

 15 omega   64.66  146.66   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.0000   73.8681  139.2088 41

 16 omega   98.08  172.07   1.9997   11.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   73.8681  229.2088 37

 17 omega  -99.42  -25.42   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -80.0000   73.8681   94.2087 37
;
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \p scans'
_diffrn_orient_matrix_UB_11      -0.0520862000
_diffrn_orient_matrix_UB_12      0.0020551000
_diffrn_orient_matrix_UB_13      -0.1174368000
_diffrn_orient_matrix_UB_21      -0.0082085000
_diffrn_orient_matrix_UB_22      -0.1747892000
_diffrn_orient_matrix_UB_23      -0.0028623000
_diffrn_orient_matrix_UB_31      -0.1691847000
_diffrn_orient_matrix_UB_32      0.0004016000
_diffrn_orient_matrix_UB_33      0.0245031000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1104
_diffrn_reflns_av_unetI/netI     0.1164
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8113
_diffrn_reflns_theta_full        66.59
_diffrn_reflns_theta_max         66.59
_diffrn_reflns_theta_min         3.44
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.157
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             426
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3360
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0976
_refine_ls_R_factor_gt           0.0718
_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^)+(0.0947P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1645
_refine_ls_wR_factor_ref         0.1858
_reflns_number_gt                2529
_reflns_number_total             3360
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5b00193_si_003.cif
_cod_data_source_block           Me8Fcv2bpy
_cod_database_code               4087498
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 96.05
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C6(H6), C7(H7), C17(H17)
2.b Idealised Me refined as rotating group:
 C13(H13a,H13b,H13c), C14(H14a,H14b,H14c), C15(H15a,H15b,H15c), C16(H16a,H16b,
 H16c), C22(H22a,H22b,H22c), C23(H23a,H23b,H23c), C24(H24a,H24b,H24c), C25(H25a,
 H25b,H25c)
;