#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:54:51 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178729 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/40/4084055.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_4084055
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_sum            'C18 H18 B Cl2 N'
_chemical_formula_weight         330.04
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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                 92.84(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.737(4)
_cell_length_b                   17.122(10)
_cell_length_c                   12.854(7)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      16.9
_cell_measurement_theta_min      14.0
_cell_volume                     1700.7(16)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Siemens-Stoe AED2'
_diffrn_measurement_method       omega-scan
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1813
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3005
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.59
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.376
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.846
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3005
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.971
_refine_ls_R_factor_all          0.2070
_refine_ls_R_factor_gt           0.0714
_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)+(0.0557P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1402
_refine_ls_wR_factor_ref         0.1802
_reflns_number_gt                1345
_reflns_number_total             3005
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om020306%2B.cif
_cod_data_source_block           gl09
_cod_original_sg_symbol_H-M      'P 2(1)/a'
_cod_database_code               4084055
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, z'
'-x, -y, -z'
'-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_calc_flag
_atom_site_refinement_flags
Cl1 Cl 0.50275(19) 0.00411(11) 0.21328(12) 0.0449(5) Uani 1 d .
Cl2 Cl 0.2325(3) 0.07458(10) 0.06267(13) 0.0521(5) Uani 1 d .
N1 N 0.2520(6) -0.0856(3) 0.1101(4) 0.0333(12) Uani 1 d .
B1 B 0.2726(8) -0.0019(4) 0.1656(5) 0.0323(15) Uani 1 d .
C1 C 0.1538(7) -0.1438(4) 0.2695(5) 0.0338(15) Uani 1 d .
C2 C 0.1965(7) -0.1502(4) 0.1631(5) 0.0324(14) Uani 1 d .
C3 C 0.3001(8) -0.0932(4) 0.0115(5) 0.0381(16) Uani 1 d .
H3 H 0.3414 -0.0489 -0.0226 0.055(8) Uiso 1 calc R
C4 C 0.2917(9) -0.1631(4) -0.0418(5) 0.0469(18) Uani 1 d .
H4 H 0.3250 -0.1659 -0.1110 0.055(8) Uiso 1 calc R
C5 C 0.2352(9) -0.2272(4) 0.0064(5) 0.0483(19) Uani 1 d .
H5 H 0.2257 -0.2747 -0.0300 0.055(8) Uiso 1 calc R
C6 C 0.1900(8) -0.2235(4) 0.1114(5) 0.0410(17) Uani 1 d .
C7 C 0.1377(9) -0.2899(4) 0.1667(5) 0.0481(18) Uani 1 d .
H7 H 0.1325 -0.3389 0.1337 0.055(8) Uiso 1 calc R
C8 C 0.0951(9) -0.2833(4) 0.2671(6) 0.052(2) Uani 1 d .
H8 H 0.0602 -0.3278 0.3032 0.055(8) Uiso 1 calc R
C9 C 0.1021(8) -0.2114(4) 0.3177(5) 0.0442(18) Uani 1 d .
H9 H 0.0705 -0.2088 0.3873 0.055(8) Uiso 1 calc R
C10 C 0.1673(7) -0.0675(4) 0.3210(5) 0.0386(16) Uani 1 d .
C11 C 0.1395(7) 0.0046(4) 0.2562(4) 0.0351(14) Uani 1 d .
C12 C 0.1761(8) 0.0684(4) 0.3352(5) 0.0431(17) Uani 1 d .
C13 C 0.2174(9) 0.0369(4) 0.4279(5) 0.0483(19) Uani 1 d .
C14 C 0.2157(8) -0.0486(4) 0.4209(4) 0.0428(18) Uani 1 d .
C15 C -0.0497(7) 0.0086(4) 0.2111(5) 0.0504(18) Uani 1 d .
H15A H -0.0681 0.0577 0.1744 0.069(7) Uiso 1 calc R
H15B H -0.1283 0.0051 0.2674 0.069(7) Uiso 1 calc R
H15C H -0.0712 -0.0345 0.1631 0.069(7) Uiso 1 calc R
C16 C 0.1642(11) 0.1533(4) 0.3079(6) 0.062(2) Uani 1 d .
H16A H 0.0573 0.1629 0.2673 0.069(7) Uiso 1 calc R
H16B H 0.2618 0.1677 0.2674 0.069(7) Uiso 1 calc R
H16C H 0.1657 0.1841 0.3712 0.069(7) Uiso 1 calc R
C17 C 0.2621(9) 0.0797(5) 0.5286(5) 0.065(2) Uani 1 d .
H17A H 0.3703 0.0597 0.5592 0.069(7) Uiso 1 calc R
H17B H 0.1708 0.0717 0.5766 0.069(7) Uiso 1 calc R
H17C H 0.2737 0.1350 0.5145 0.069(7) Uiso 1 calc R
C18 C 0.2633(9) -0.1018(5) 0.5117(5) 0.062(2) Uani 1 d .
H18A H 0.1606 -0.1135 0.5492 0.069(7) Uiso 1 calc R
H18B H 0.3481 -0.0762 0.5581 0.069(7) Uiso 1 calc R
H18C H 0.3116 -0.1500 0.4860 0.069(7) Uiso 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'
Cl Cl 0.1484 0.1585 '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
C3 N1 C2 119.7(5)
C3 N1 B1 118.6(5)
C2 N1 B1 121.6(5)
C11 B1 N1 109.4(5)
C11 B1 Cl1 113.5(4)
N1 B1 Cl1 105.6(4)
C11 B1 Cl2 112.0(5)
N1 B1 Cl2 107.5(4)
Cl1 B1 Cl2 108.4(3)
C9 C1 C2 116.8(6)
C9 C1 C10 124.0(6)
C2 C1 C10 119.2(5)
N1 C2 C6 118.8(5)
N1 C2 C1 120.3(6)
C6 C2 C1 120.8(6)
N1 C3 C4 122.9(6)
C5 C4 C3 119.2(7)
C4 C5 C6 120.4(6)
C7 C6 C5 122.5(6)
C7 C6 C2 118.7(6)
C5 C6 C2 118.8(6)
C8 C7 C6 120.2(7)
C7 C8 C9 121.0(6)
C1 C9 C8 122.5(6)
C14 C10 C1 130.6(7)
C14 C10 C11 110.7(6)
C1 C10 C11 118.5(5)
C10 C11 C12 101.8(5)
C10 C11 C15 110.6(5)
C12 C11 C15 111.2(5)
C10 C11 B1 105.6(5)
C12 C11 B1 115.8(5)
C15 C11 B1 111.2(5)
C13 C12 C16 127.8(6)
C13 C12 C11 109.8(6)
C16 C12 C11 122.5(6)
C12 C13 C14 110.4(6)
C12 C13 C17 127.2(7)
C14 C13 C17 122.5(7)
C10 C14 C13 107.3(6)
C10 C14 C18 129.0(7)
C13 C14 C18 123.6(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 B1 1.857(7)
Cl2 B1 1.876(7)
N1 C3 1.345(7)
N1 C2 1.378(7)
N1 B1 1.605(8)
B1 C11 1.596(8)
C1 C9 1.382(8)
C1 C2 1.427(8)
C1 C10 1.465(9)
C2 C6 1.421(8)
C3 C4 1.379(8)
C4 C5 1.343(9)
C5 C6 1.412(8)
C6 C7 1.411(8)
C7 C8 1.352(9)
C8 C9 1.392(10)
C10 C14 1.359(8)
C10 C11 1.499(9)
C11 C12 1.509(9)
C11 C15 1.549(8)
C12 C13 1.332(9)
C12 C16 1.497(9)
C13 C14 1.466(10)
C13 C17 1.512(8)
C14 C18 1.512(9)
