#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:20:38 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178603 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/14/4071420.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_4071420
loop_
_publ_author_name
'Pakkirisamy, Thilagar'
'Venkatasubbaiah, Krishnan'
'Kassel, W. Scott'
'Rheingold, Arnold L.'
'Jäkle, Frieder'
_publ_section_title
;
 Examination of the Pyridine Binding to the Bifunctional Lewis Acid
 B,B′-Diphenyldiboradiferrocene
;
_journal_issue                   13
_journal_name_full               Organometallics
_journal_page_first              3056
_journal_paper_doi               10.1021/om8001608
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C50 H52 B2 Fe2 N2'
_chemical_formula_weight         814.26
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 127.6860(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   28.2223(18)
_cell_length_b                   8.3188(5)
_cell_length_c                   21.8954(14)
_cell_measurement_reflns_used    8135
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.35
_cell_volume                     4068.1(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            14480
_diffrn_reflns_theta_full        28.22
_diffrn_reflns_theta_max         28.22
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4785
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.150
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0527
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0608P)²+4.5117P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1257
_refine_ls_wR_factor_ref         0.1303
_reflns_number_gt                4251
_reflns_number_total             4785
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om8001608-file001.cif
_cod_data_source_block           fjak11
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-Scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4071420
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.148071(14) 0.21390(4) 0.333660(18) 0.02116(12) Uani 1 1 d .
N1 N 0.14977(8) 0.3794(2) 0.48778(11) 0.0205(4) Uani 1 1 d .
B1 B 0.20399(11) 0.2462(3) 0.52203(15) 0.0188(5) Uani 1 1 d .
C1 C 0.19334(10) 0.1525(2) 0.45020(13) 0.0195(4) Uani 1 1 d .
C2 C 0.23438(10) 0.1554(3) 0.43194(12) 0.0184(4) Uani 1 1 d .
C3 C 0.21182(11) 0.0442(3) 0.36913(14) 0.0246(5) Uani 1 1 d .
H3A H 0.2309 0.0207 0.3443 0.030 Uiso 1 1 calc R
C4 C 0.15844(11) -0.0282(3) 0.34938(14) 0.0282(5) Uani 1 1 d .
H4A H 0.1343 -0.1117 0.3095 0.034 Uiso 1 1 calc R
C5 C 0.14654(11) 0.0411(3) 0.39830(14) 0.0261(5) Uani 1 1 d .
H5A H 0.1118 0.0152 0.3972 0.031 Uiso 1 1 calc R
C6 C 0.08310(11) 0.3874(3) 0.29374(15) 0.0300(5) Uani 1 1 d .
H6A H 0.0642 0.4192 0.3179 0.036 Uiso 1 1 calc R
C7 C 0.13573(12) 0.4551(3) 0.30935(15) 0.0314(6) Uani 1 1 d .
H7A H 0.1600 0.5427 0.3465 0.038 Uiso 1 1 calc R
C8 C 0.14776(12) 0.3760(3) 0.26288(15) 0.0319(6) Uani 1 1 d .
H8A H 0.1815 0.3989 0.2615 0.038 Uiso 1 1 calc R
C9 C 0.10250(12) 0.2570(3) 0.21860(15) 0.0331(6) Uani 1 1 d .
H9A H 0.0992 0.1828 0.1808 0.040 Uiso 1 1 calc R
C10 C 0.06307(12) 0.2644(3) 0.23803(15) 0.0317(6) Uani 1 1 d .
H10A H 0.0275 0.1955 0.2163 0.038 Uiso 1 1 calc R
C11 C 0.09559(11) 0.3359(3) 0.46565(14) 0.0234(5) Uani 1 1 d .
H11A H 0.0887 0.2270 0.4693 0.028 Uiso 1 1 calc R
C12 C 0.04970(11) 0.4439(3) 0.43779(14) 0.0265(5) Uani 1 1 d .
H12A H 0.0123 0.4078 0.4224 0.032 Uiso 1 1 calc R
C13 C 0.05829(10) 0.6061(3) 0.43231(14) 0.0246(5) Uani 1 1 d .
C14 C 0.11374(11) 0.6480(3) 0.45207(15) 0.0285(5) Uani 1 1 d .
H14A H 0.1213 0.7553 0.4471 0.034 Uiso 1 1 calc R
C15 C 0.15760(11) 0.5346(3) 0.47877(14) 0.0243(5) Uani 1 1 d .
H15A H 0.1945 0.5666 0.4912 0.029 Uiso 1 1 calc R
C16 C 0.01062(12) 0.7350(3) 0.40551(17) 0.0345(6) Uani 1 1 d .
C17 C -0.04524(13) 0.6664(4) 0.3928(2) 0.0490(8) Uani 1 1 d .
H17A H -0.0622 0.5819 0.3543 0.073 Uiso 1 1 calc R
H17B H -0.0746 0.7512 0.3752 0.073 Uiso 1 1 calc R
H17C H -0.0343 0.6226 0.4409 0.073 Uiso 1 1 calc R
C18 C 0.03816(17) 0.8694(5) 0.4664(2) 0.0653(12) Uani 1 1 d .
H18A H 0.0734 0.9118 0.4739 0.098 Uiso 1 1 calc R
H18B H 0.0494 0.8264 0.5148 0.098 Uiso 1 1 calc R
H18C H 0.0091 0.9548 0.4489 0.098 Uiso 1 1 calc R
C19 C -0.00755(15) 0.8051(4) 0.3295(2) 0.0502(8) Uani 1 1 d .
H19A H -0.0250 0.7212 0.2906 0.075 Uiso 1 1 calc R
H19B H 0.0275 0.8486 0.3368 0.075 Uiso 1 1 calc R
H19C H -0.0367 0.8900 0.3127 0.075 Uiso 1 1 calc R
C20 C 0.20039(10) 0.1282(3) 0.57838(13) 0.0223(5) Uani 1 1 d .
C21 C 0.21342(11) -0.0351(3) 0.58371(14) 0.0270(5) Uani 1 1 d .
H21A H 0.2208 -0.0782 0.5506 0.032 Uiso 1 1 calc R
C22 C 0.21593(13) -0.1371(3) 0.63605(16) 0.0365(6) Uani 1 1 d .
H22A H 0.2250 -0.2465 0.6379 0.044 Uiso 1 1 calc R
C23 C 0.20501(13) -0.0772(4) 0.68524(16) 0.0370(6) Uani 1 1 d .
H23A H 0.2072 -0.1449 0.7212 0.044 Uiso 1 1 calc R
C24 C 0.19083(13) 0.0842(4) 0.68094(16) 0.0348(6) Uani 1 1 d .
H24A H 0.1823 0.1257 0.7132 0.042 Uiso 1 1 calc R
C25 C 0.18926(12) 0.1844(3) 0.62890(15) 0.0287(5) Uani 1 1 d .
H25A H 0.1804 0.2939 0.6275 0.034 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'
B B 0.0013 0.0007 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C3 Fe1 C4 40.97(10) . .
C3 Fe1 C5 68.52(10) . .
C4 Fe1 C5 41.01(10) . .
C3 Fe1 C9 109.66(10) . .
C4 Fe1 C9 107.44(11) . .
C5 Fe1 C9 135.79(11) . .
C3 Fe1 C10 138.20(10) . .
C4 Fe1 C10 109.53(11) . .
C5 Fe1 C10 110.31(11) . .
C9 Fe1 C10 40.53(11) . .
C3 Fe1 C8 109.86(10) . .
C4 Fe1 C8 135.47(11) . .
C5 Fe1 C8 176.05(10) . .
C9 Fe1 C8 40.83(11) . .
C10 Fe1 C8 68.30(11) . .
C3 Fe1 C7 138.56(11) . .
C4 Fe1 C7 175.53(10) . .
C5 Fe1 C7 143.01(11) . .
C9 Fe1 C7 68.22(11) . .
C10 Fe1 C7 68.04(11) . .
C8 Fe1 C7 40.41(11) . .
C3 Fe1 C6 177.72(10) . .
C4 Fe1 C6 139.79(11) . .
C5 Fe1 C6 113.43(10) . .
C9 Fe1 C6 68.15(10) . .
C10 Fe1 C6 40.43(11) . .
C8 Fe1 C6 68.12(10) . .
C7 Fe1 C6 40.43(11) . .
C3 Fe1 C2 40.89(9) . .
C4 Fe1 C2 68.87(9) . .
C5 Fe1 C2 68.13(9) . .
C9 Fe1 C2 140.16(10) . .
C10 Fe1 C2 178.30(10) . .
C8 Fe1 C2 113.21(10) . .
C7 Fe1 C2 113.59(10) . .
C6 Fe1 C2 140.55(10) . .
C3 Fe1 C1 68.17(9) . .
C4 Fe1 C1 68.68(9) . .
C5 Fe1 C1 40.55(9) . .
C9 Fe1 C1 176.01(10) . .
C10 Fe1 C1 139.08(10) . .
C8 Fe1 C1 142.74(10) . .
C7 Fe1 C1 115.69(10) . .
C6 Fe1 C1 114.06(9) . .
C2 Fe1 C1 40.07(9) . .
C11 N1 C15 117.4(2) . .
C11 N1 B1 121.21(18) . .
C15 N1 B1 121.39(19) . .
C2 B1 C1 110.14(18) 7_556 .
C2 B1 C20 112.21(19) 7_556 .
C1 B1 C20 112.79(18) . .
C2 B1 N1 106.92(17) 7_556 .
C1 B1 N1 108.26(18) . .
C20 B1 N1 106.19(18) . .
C5 C1 C2 107.3(2) . .
C5 C1 B1 128.2(2) . .
C2 C1 B1 124.22(19) . .
C5 C1 Fe1 67.25(13) . .
C2 C1 Fe1 69.73(12) . .
B1 C1 Fe1 132.85(15) . .
C1 C2 C3 107.08(19) . .
C1 C2 B1 125.62(19) . 7_556
C3 C2 B1 127.1(2) . 7_556
C1 C2 Fe1 70.20(12) . .
C3 C2 Fe1 67.14(12) . .
B1 C2 Fe1 131.34(15) 7_556 .
C4 C3 C2 109.2(2) . .
C4 C3 Fe1 69.65(14) . .
C2 C3 Fe1 71.97(13) . .
C3 C4 C5 107.0(2) . .
C3 C4 Fe1 69.38(13) . .
C5 C4 Fe1 69.56(14) . .
C4 C5 C1 109.3(2) . .
C4 C5 Fe1 69.43(14) . .
C1 C5 Fe1 72.20(13) . .
C10 C6 C7 107.5(2) . .
C10 C6 Fe1 69.08(14) . .
C7 C6 Fe1 69.37(14) . .
C8 C7 C6 108.5(2) . .
C8 C7 Fe1 69.78(15) . .
C6 C7 Fe1 70.20(15) . .
C7 C8 C9 107.6(2) . .
C7 C8 Fe1 69.81(15) . .
C9 C8 Fe1 69.26(15) . .
C10 C9 C8 107.9(2) . .
C10 C9 Fe1 69.79(15) . .
C8 C9 Fe1 69.91(15) . .
C9 C10 C6 108.5(2) . .
C9 C10 Fe1 69.68(15) . .
C6 C10 Fe1 70.49(14) . .
N1 C11 C12 122.7(2) . .
C11 C12 C13 120.4(2) . .
C12 C13 C14 116.1(2) . .
C12 C13 C16 123.7(2) . .
C14 C13 C16 120.2(2) . .
C15 C14 C13 120.8(2) . .
N1 C15 C14 122.4(2) . .
C19 C16 C13 108.4(2) . .
C19 C16 C17 108.8(3) . .
C13 C16 C17 112.0(2) . .
C19 C16 C18 108.8(3) . .
C13 C16 C18 108.5(2) . .
C17 C16 C18 110.3(3) . .
C21 C20 C25 115.7(2) . .
C21 C20 B1 121.1(2) . .
C25 C20 B1 123.0(2) . .
C22 C21 C20 122.8(2) . .
C23 C22 C21 119.9(2) . .
C22 C23 C24 119.3(2) . .
C23 C24 C25 119.9(2) . .
C24 C25 C20 122.4(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C3 2.031(2) .
Fe1 C4 2.034(2) .
Fe1 C5 2.036(2) .
Fe1 C9 2.042(3) .
Fe1 C10 2.043(3) .
Fe1 C8 2.050(3) .
Fe1 C7 2.051(3) .
Fe1 C6 2.062(2) .
Fe1 C2 2.096(2) .
Fe1 C1 2.102(2) .
N1 C11 1.341(3) .
N1 C15 1.345(3) .
N1 B1 1.652(3) .
B1 C2 1.603(3) 7_556
B1 C1 1.610(3) .
B1 C20 1.628(3) .
C1 C5 1.435(3) .
C1 C2 1.438(3) .
C2 C3 1.443(3) .
C2 B1 1.602(3) 7_556
C3 C4 1.423(4) .
C4 C5 1.426(4) .
C6 C10 1.418(4) .
C6 C7 1.421(4) .
C7 C8 1.416(4) .
C8 C9 1.427(4) .
C9 C10 1.415(4) .
C11 C12 1.375(3) .
C12 C13 1.389(3) .
C13 C14 1.389(3) .
C13 C16 1.529(3) .
C14 C15 1.370(3) .
C16 C19 1.527(5) .
C16 C17 1.534(4) .
C16 C18 1.538(4) .
C20 C21 1.393(3) .
C20 C25 1.402(3) .
C21 C22 1.392(4) .
C22 C23 1.382(4) .
C23 C24 1.387(4) .
C24 C25 1.391(4) .
