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#$Date: 2016-03-21 02:20:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178382 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/04/4020412.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_4020412
loop_
_publ_author_name
'Jimmi Gerner Seitzberg'
'Carsten Dissing'
'Inger Søtofte'
'Per-Ola Norrby'
'Mogens Johannsen'
_publ_section_title
;
 Design and Synthesis of a New Type of Ferrocene-Based
 Planar Chiral DMAP Analogues. A New Catalyst System
 for Asymmetric Nucleophilic Catalysis
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8332
_journal_page_last               8337
_journal_paper_doi               10.1021/jo050714y
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C27 H24 Fe N2'
_chemical_formula_weight         432.33
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                114.432(2)
_cell_angle_beta                 111.244(2)
_cell_angle_gamma                92.708(2)
_cell_formula_units_Z            1
_cell_length_a                   7.2972(6)
_cell_length_b                   8.6769(7)
_cell_length_c                   9.8312(12)
_cell_measurement_temperature    120(2)
_cell_volume                     513.78(9)
_diffrn_ambient_temperature      120(2)
_exptl_crystal_density_diffrn    1.397
_cod_original_sg_symbol_H-M      'P -1'
_cod_database_code               4020412
loop_
_symmetry_equiv_pos_as_xyz
'x, y, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.83527(3) 0.11580(3) 0.57805(3) 0.01652(11) Uani 1 1 d . . .
C1 C 0.8075(5) -0.1443(5) 0.4422(4) 0.0179(7) Uani 1 1 d . . .
C2 C 0.9477(5) -0.0821(5) 0.6124(4) 0.0178(6) Uani 1 1 d . . .
C3 C 1.1073(5) 0.0515(5) 0.6510(4) 0.0208(7) Uani 1 1 d . . .
H3 H 1.2253 0.1193 0.7602 0.025 Uiso 1 1 calc R . .
C4 C 1.0677(6) 0.0744(5) 0.5080(5) 0.0232(7) Uani 1 1 d . . .
H4 H 1.1531 0.1607 0.4996 0.028 Uiso 1 1 calc R . .
C5 C 0.8857(6) -0.0456(5) 0.3807(4) 0.0216(7) Uani 1 1 d . . .
H5 H 0.8201 -0.0574 0.2671 0.026 Uiso 1 1 calc R . .
C6 C 0.6342(4) -0.2985(4) 0.3365(3) 0.0170(5) Uani 1 1 d . . .
C7 C 0.6760(4) -0.4662(4) 0.2723(3) 0.0177(5) Uani 1 1 d . . .
C8 C 0.8766(5) -0.4913(5) 0.3094(4) 0.0209(7) Uani 1 1 d . . .
H8 H 0.9880 -0.3935 0.3813 0.025 Uiso 1 1 calc R . .
C9 C 0.9115(5) -0.6541(4) 0.2431(4) 0.0252(6) Uani 1 1 d . . .
H9 H 1.0463 -0.6681 0.2693 0.030 Uiso 1 1 calc R . .
C10 C 0.7480(5) -0.8013(4) 0.1361(4) 0.0265(6) Uani 1 1 d . . .
H10 H 0.7739 -0.9134 0.0901 0.032 Uiso 1 1 calc R . .
C11 C 0.5534(5) -0.7839(4) 0.0981(3) 0.0246(6) Uani 1 1 d . . .
H11 H 0.4447 -0.8839 0.0269 0.030 Uiso 1 1 calc R . .
C12 C 0.5129(5) -0.6162(4) 0.1648(3) 0.0198(6) Uani 1 1 d . . .
C13 C 0.3109(4) -0.5950(4) 0.1233(3) 0.0250(6) Uani 1 1 d . . .
H13 H 0.2011 -0.6942 0.0522 0.030 Uiso 1 1 calc R . .
C14 C 0.2738(4) -0.4331(5) 0.1849(4) 0.0246(6) Uani 1 1 d . . .
H14 H 0.1384 -0.4203 0.1563 0.030 Uiso 1 1 calc R . .
C15 C 0.4364(4) -0.2838(4) 0.2914(3) 0.0206(6) Uani 1 1 d . . .
H15 H 0.4084 -0.1718 0.3323 0.025 Uiso 1 1 calc R . .
C16 C 0.9275(4) -0.1344(4) 0.7332(3) 0.0184(5) Uani 1 1 d . . .
N1 N 1.0988(4) -0.0919(4) 0.8688(3) 0.0239(5) Uani 1 1 d . . .
C17 C 1.0784(5) -0.1352(5) 0.9798(4) 0.0259(7) Uani 1 1 d . . .
H17 H 1.1964 -0.1057 1.0772 0.031 Uiso 1 1 calc R . .
C18 C 0.9015(5) -0.2186(4) 0.9647(3) 0.0231(6) Uani 1 1 d . . .
H18 H 0.9000 -0.2445 1.0493 0.028 Uiso 1 1 calc R . .
C19 C 0.7223(5) -0.2652(5) 0.8217(4) 0.0202(6) Uani 1 1 d . . .
N2 N 0.5428(4) -0.3496(4) 0.7953(3) 0.0283(6) Uani 1 1 d . . .
C20 C 0.7414(4) -0.2172(4) 0.7059(3) 0.0191(5) Uani 1 1 d . . .
H20 H 0.6257 -0.2420 0.6085 0.023 Uiso 1 1 calc R . .
C21 C 0.3615(5) -0.3857(5) 0.6505(4) 0.0334(8) Uani 1 1 d . . .
H211 H 0.3208 -0.2768 0.6606 0.040 Uiso 1 1 calc R . .
H212 H 0.2526 -0.4658 0.6406 0.040 Uiso 1 1 calc R . .
H213 H 0.3886 -0.4387 0.5524 0.040 Uiso 1 1 calc R . .
C22 C 0.5202(6) -0.3968(6) 0.9149(4) 0.0362(8) Uani 1 1 d . . .
H221 H 0.6264 -0.4554 0.9486 0.043 Uiso 1 1 calc R . .
H222 H 0.3875 -0.4752 0.8654 0.043 Uiso 1 1 calc R . .
H223 H 0.5314 -0.2915 1.0114 0.043 Uiso 1 1 calc R . .
C23 C 0.5901(6) 0.1598(6) 0.6301(5) 0.0283(8) Uani 1 1 d . . .
H23 H 0.4850 0.0707 0.6178 0.034 Uiso 1 1 calc R . .
C24 C 0.7717(6) 0.2597(6) 0.7723(5) 0.0280(8) Uani 1 1 d . . .
H24 H 0.8178 0.2538 0.8786 0.034 Uiso 1 1 calc R . .
C25 C 0.8765(7) 0.3699(6) 0.7370(5) 0.0310(9) Uani 1 1 d . . .
H25 H 1.0096 0.4551 0.8142 0.037 Uiso 1 1 calc R . .
C26 C 0.7603(7) 0.3382(5) 0.5745(5) 0.0308(9) Uani 1 1 d . . .
H26 H 0.7975 0.3966 0.5161 0.037 Uiso 1 1 calc R . .
C27 C 0.5849(6) 0.2097(6) 0.5076(5) 0.0295(8) Uani 1 1 d . . .
H27 H 0.4755 0.1608 0.3936 0.035 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C25 2.034(4) . ?
Fe1 C24 2.036(4) . ?
Fe1 C2 2.037(4) . ?
Fe1 C26 2.041(4) . ?
Fe1 C3 2.042(4) . ?
Fe1 C27 2.042(4) . ?
Fe1 C23 2.043(4) . ?
Fe1 C5 2.045(4) . ?
Fe1 C4 2.045(4) . ?
Fe1 C1 2.046(4) . ?
C1 C5 1.434(4) . ?
C1 C2 1.448(4) . ?
C1 C6 1.486(4) . ?
C2 C3 1.426(5) . ?
C2 C16 1.485(4) . ?
C3 C4 1.429(5) . ?
C3 H3 1.0000 . ?
C4 C5 1.415(5) . ?
C4 H4 1.0000 . ?
C5 H5 1.0000 . ?
C6 C15 1.377(4) . ?
C6 C7 1.425(4) . ?
C7 C12 1.425(4) . ?
C7 C8 1.425(4) . ?
C8 C9 1.370(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.413(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.364(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.424(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.423(4) . ?
C13 C14 1.365(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.420(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 N1 1.348(3) . ?
C16 C20 1.385(4) . ?
N1 C17 1.344(4) . ?
C17 C18 1.377(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.413(4) . ?
C18 H18 0.9500 . ?
C19 N2 1.351(4) . ?
C19 C20 1.411(4) . ?
N2 C21 1.450(4) . ?
N2 C22 1.453(3) . ?
C20 H20 0.9500 . ?
C21 H211 0.9800 . ?
C21 H212 0.9800 . ?
C21 H213 0.9800 . ?
C22 H221 0.9800 . ?
C22 H222 0.9800 . ?
C22 H223 0.9800 . ?
C23 C24 1.417(6) . ?
C23 C27 1.428(6) . ?
C23 H23 1.0000 . ?
C24 C25 1.420(6) . ?
C24 H24 1.0000 . ?
C25 C26 1.407(6) . ?
C25 H25 1.0000 . ?
C26 C27 1.401(6) . ?
C26 H26 1.0000 . ?
C27 H27 1.0000 . ?
