#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:54:51 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178729 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/40/4084053.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4084053
loop_
_publ_author_name
'Enders, Markus'
'Ludwig, Gunter'
'Pritzkow, Hans'
_publ_section_title
;
 Novel Reactivity of Ferrocene Derivatives toward Lewis Acids: 
 Decomplexation with Boron Trichloride and Synthesis of a
 Triple-Decker-like Iron−Zinc Complex†
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              3856
_journal_paper_doi               10.1021/om020306+
_journal_volume                  21
_journal_year                    2002
_chemical_formula_moiety         'C23 H23 Fe N'
_chemical_formula_sum            'C23 H23 Fe N'
_chemical_formula_weight         369.27
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.360(6)
_cell_length_b                   16.735(8)
_cell_length_c                   17.747(9)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      15.1
_cell_measurement_theta_min      14.6
_cell_volume                     3671(3)
_computing_cell_refinement       'DIF4     Stoe'
_computing_data_collection       'DIF4     Stoe'
_computing_data_reduction        'REDU4    Stoe'
_computing_molecular_graphics    'ORTEP     (C.K.Johnson, 1965)'
_computing_publication_material  'SHELXL97  (G.Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens-Stoe AED2'
_diffrn_measurement_method       omega-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0948
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3234
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.30
_diffrn_standards_decay_%        8
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.826
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.813
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3234
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1297
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0474P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1256
_reflns_number_gt                1861
_reflns_number_total             3234
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om020306%2B.cif
_cod_data_source_block           mark10
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4084053
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 0.23148(5) 0.89115(4) 0.45572(3) 0.0315(2) Uani 1 1 d .
N1 N 0.3768(3) 0.7035(2) 0.2781(2) 0.0307(9) Uani 1 1 d .
C1 C 0.4205(3) 0.8211(3) 0.3515(2) 0.0275(10) Uani 1 1 d .
C2 C 0.4542(3) 0.7547(3) 0.3049(2) 0.0265(10) Uani 1 1 d .
C3 C 0.4115(4) 0.6438(3) 0.2355(3) 0.0350(12) Uani 1 1 d .
H3 H 0.3593 0.6080 0.2169 0.044(6) Uiso 1 1 calc R
C4 C 0.5189(4) 0.6296(3) 0.2160(3) 0.0399(13) Uani 1 1 d .
H4 H 0.5372 0.5859 0.1852 0.044(6) Uiso 1 1 calc R
C5 C 0.5964(4) 0.6795(3) 0.2420(3) 0.0379(12) Uani 1 1 d .
H5 H 0.6694 0.6705 0.2300 0.044(6) Uiso 1 1 calc R
C6 C 0.5668(3) 0.7453(3) 0.2874(3) 0.0287(10) Uani 1 1 d .
C7 C 0.6426(4) 0.8009(3) 0.3152(3) 0.0374(12) Uani 1 1 d .
H7 H 0.7164 0.7946 0.3040 0.044(6) Uiso 1 1 calc R
C8 C 0.6092(4) 0.8642(3) 0.3585(3) 0.0395(13) Uani 1 1 d .
H8 H 0.6600 0.9015 0.3762 0.044(6) Uiso 1 1 calc R
C9 C 0.4987(4) 0.8732(3) 0.3766(3) 0.0339(12) Uani 1 1 d .
H9 H 0.4776 0.9165 0.4070 0.044(6) Uiso 1 1 calc R
C10 C 0.3038(3) 0.8326(3) 0.3670(2) 0.0280(10) Uani 1 1 d .
C11 C 0.2329(4) 0.7797(3) 0.4072(2) 0.0291(10) Uani 1 1 d .
C12 C 0.1262(4) 0.8132(3) 0.4049(3) 0.0339(11) Uani 1 1 d .
C13 C 0.1310(3) 0.8868(3) 0.3632(2) 0.0321(11) Uani 1 1 d .
C14 C 0.2397(3) 0.8991(3) 0.3406(2) 0.0281(10) Uani 1 1 d .
C15 C 0.2641(4) 0.7016(3) 0.4430(3) 0.0415(12) Uani 1 1 d .
H15A H 0.3415 0.7009 0.4521 0.067(5) Uiso 1 1 calc R
H15B H 0.2450 0.6579 0.4096 0.067(5) Uiso 1 1 calc R
H15C H 0.2260 0.6955 0.4905 0.067(5) Uiso 1 1 calc R
C16 C 0.0263(4) 0.7774(3) 0.4394(3) 0.0507(15) Uani 1 1 d .
H16A H -0.0047 0.7388 0.4049 0.067(5) Uiso 1 1 calc R
H16B H -0.0259 0.8193 0.4494 0.067(5) Uiso 1 1 calc R
H16C H 0.0453 0.7510 0.4862 0.067(5) Uiso 1 1 calc R
C17 C 0.0376(4) 0.9392(3) 0.3437(3) 0.0539(16) Uani 1 1 d .
H17A H -0.0187 0.9329 0.3813 0.067(5) Uiso 1 1 calc R
H17B H 0.0096 0.9243 0.2947 0.067(5) Uiso 1 1 calc R
H17C H 0.0612 0.9945 0.3426 0.067(5) Uiso 1 1 calc R
C18 C 0.2802(4) 0.9675(3) 0.2930(3) 0.0396(12) Uani 1 1 d .
H18A H 0.3585 0.9654 0.2901 0.067(5) Uiso 1 1 calc R
H18B H 0.2583 1.0178 0.3156 0.067(5) Uiso 1 1 calc R
H18C H 0.2499 0.9634 0.2427 0.067(5) Uiso 1 1 calc R
C19 C 0.3438(4) 0.9167(3) 0.5374(3) 0.0469(14) Uani 1 1 d .
H19 H 0.4161 0.8993 0.5387 0.058(7) Uiso 1 1 calc R
C20 C 0.2545(5) 0.8765(3) 0.5688(3) 0.0520(15) Uani 1 1 d .
H20 H 0.2564 0.8274 0.5944 0.058(7) Uiso 1 1 calc R
C21 C 0.1622(5) 0.9229(4) 0.5551(3) 0.0591(17) Uani 1 1 d .
H21 H 0.0914 0.9102 0.5703 0.058(7) Uiso 1 1 calc R
C22 C 0.1932(5) 0.9921(3) 0.5144(3) 0.0529(15) Uani 1 1 d .
H22 H 0.1472 1.0332 0.4979 0.058(7) Uiso 1 1 calc R
C23 C 0.3056(5) 0.9877(3) 0.5034(3) 0.0498(15) Uani 1 1 d .
H23 H 0.3481 1.0255 0.4778 0.058(7) Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C21 Fe1 C22 40.8(2)
C21 Fe1 C23 67.8(2)
C22 Fe1 C23 40.2(2)
C21 Fe1 C20 40.2(2)
C22 Fe1 C20 68.3(2)
C23 Fe1 C20 68.0(2)
C21 Fe1 C14 150.4(2)
C22 Fe1 C14 117.8(2)
C23 Fe1 C14 109.9(2)
C20 Fe1 C14 168.7(2)
C21 Fe1 C12 106.3(2)
C22 Fe1 C12 127.2(2)
C23 Fe1 C12 166.0(2)
C20 Fe1 C12 116.4(2)
C14 Fe1 C12 68.56(17)
C21 Fe1 C19 67.5(2)
C22 Fe1 C19 67.9(2)
C23 Fe1 C19 40.4(2)
C20 Fe1 C19 40.2(2)
C14 Fe1 C19 131.1(2)
C12 Fe1 C19 150.7(2)
C21 Fe1 C11 127.2(2)
C22 Fe1 C11 165.4(2)
C23 Fe1 C11 152.7(2)
C20 Fe1 C11 107.56(19)
C14 Fe1 C11 68.97(16)
C12 Fe1 C11 40.90(17)
C19 Fe1 C11 118.6(2)
C21 Fe1 C10 166.3(2)
C22 Fe1 C10 152.3(2)
C23 Fe1 C10 119.9(2)
C20 Fe1 C10 129.4(2)
C14 Fe1 C10 41.18(16)
C12 Fe1 C10 68.70(17)
C19 Fe1 C10 110.2(2)
C11 Fe1 C10 40.87(16)
C21 Fe1 C13 116.6(2)
C22 Fe1 C13 107.3(2)
C23 Fe1 C13 129.0(2)
C20 Fe1 C13 149.7(2)
C14 Fe1 C13 40.32(16)
C12 Fe1 C13 40.94(18)
C19 Fe1 C13 168.0(2)
C11 Fe1 C13 68.86(18)
C10 Fe1 C13 68.62(18)
C3 N1 C2 116.4(4)
C9 C1 C2 118.0(4)
C9 C1 C10 122.8(4)
C2 C1 C10 119.1(4)
N1 C2 C6 122.2(4)
N1 C2 C1 118.6(4)
C6 C2 C1 119.2(4)
N1 C3 C4 125.4(4)
C5 C4 C3 119.0(5)
C4 C5 C6 119.5(4)
C7 C6 C5 122.8(4)
C7 C6 C2 119.7(4)
C5 C6 C2 117.4(4)
C8 C7 C6 120.4(4)
C7 C8 C9 120.1(4)
C1 C9 C8 122.6(4)
C11 C10 C14 107.6(4)
C11 C10 C1 127.3(4)
C14 C10 C1 125.1(4)
C11 C10 Fe1 69.5(2)
C14 C10 Fe1 69.1(2)
C1 C10 Fe1 128.8(3)
C12 C11 C10 107.7(4)
C12 C11 C15 126.1(4)
C10 C11 C15 126.2(4)
C12 C11 Fe1 69.4(3)
C10 C11 Fe1 69.7(2)
C15 C11 Fe1 127.9(3)
C11 C12 C13 108.2(4)
C11 C12 C16 126.0(4)
C13 C12 C16 125.8(4)
C11 C12 Fe1 69.7(2)
C13 C12 Fe1 69.9(3)
C16 C12 Fe1 126.5(3)
C14 C13 C12 108.0(4)
C14 C13 C17 125.7(4)
C12 C13 C17 126.2(4)
C14 C13 Fe1 69.4(2)
C12 C13 Fe1 69.2(3)
C17 C13 Fe1 129.1(4)
C13 C14 C10 108.5(4)
C13 C14 C18 125.7(4)
C10 C14 C18 125.7(4)
C13 C14 Fe1 70.2(2)
C10 C14 Fe1 69.7(2)
C18 C14 Fe1 128.6(3)
C20 C19 C23 107.9(5)
C20 C19 Fe1 69.5(3)
C23 C19 Fe1 69.4(3)
C21 C20 C19 107.8(5)
C21 C20 Fe1 69.5(3)
C19 C20 Fe1 70.3(3)
C20 C21 C22 108.7(5)
C20 C21 Fe1 70.3(3)
C22 C21 Fe1 70.0(3)
C23 C22 C21 107.2(5)
C23 C22 Fe1 69.9(3)
C21 C22 Fe1 69.3(3)
C22 C23 C19 108.4(5)
C22 C23 Fe1 69.8(3)
C19 C23 Fe1 70.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 C21 2.031(5)
Fe1 C22 2.040(5)
Fe1 C23 2.041(6)
Fe1 C20 2.041(5)
Fe1 C14 2.049(4)
Fe1 C12 2.051(5)
Fe1 C19 2.052(5)
Fe1 C11 2.055(4)
Fe1 C10 2.058(4)
Fe1 C13 2.060(4)
N1 C3 1.324(5)
N1 C2 1.371(5)
C1 C9 1.376(6)
C1 C2 1.445(6)
C1 C10 1.481(6)
C2 C6 1.434(6)
C3 C4 1.391(6)
C4 C5 1.353(7)
C5 C6 1.413(6)
C6 C7 1.410(6)
C7 C8 1.371(6)
C8 C9 1.412(6)
C10 C11 1.436(6)
C10 C14 1.444(6)
C11 C12 1.434(6)
C11 C15 1.504(6)
C12 C13 1.438(6)
C12 C16 1.503(6)
C13 C14 1.416(6)
C13 C17 1.490(6)
C14 C18 1.509(6)
C19 C20 1.408(7)
C19 C23 1.414(7)
C20 C21 1.401(7)
C21 C22 1.417(8)
C22 C23 1.404(8)
