#------------------------------------------------------------------------------
#$Date: 2017-01-09 05:39:37 +0200 (Mon, 09 Jan 2017) $
#$Revision: 190205 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/09/7040935.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_7040935
loop_
_publ_author_name
'Roemer, Max'
'Skelton, Brian W.'
'Piggott, Matthew J.'
'Koutsantonis, George A.'
_publ_section_title
;
 1,1'-Diacetyloctamethylferrocene: an overlooked and overdue synthon
 leading to the facile synthesis of an octamethylferrocenophane.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              18817
_journal_page_last               18821
_journal_paper_doi               10.1039/c6dt03820d
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C22 H30 Fe O2'
_chemical_formula_sum            'C22 H30 Fe O2'
_chemical_formula_weight         382.31
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-11-10T08:39:46-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2016-08-12 deposited with the CCDC.
2016-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.2620(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8130(2)
_cell_length_b                   9.9015(2)
_cell_length_c                   13.7349(3)
_cell_measurement_reflns_used    5150
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.906
_cell_measurement_theta_min      2.518
_cell_volume                     1870.60(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Diamond (Brandenburg, K., (1999)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0009
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0510591
_diffrn_orient_matrix_UB_12      0.0068307
_diffrn_orient_matrix_UB_13      0.0006432
_diffrn_orient_matrix_UB_21      0.0052661
_diffrn_orient_matrix_UB_22      0.071128
_diffrn_orient_matrix_UB_23      0.0037272
_diffrn_orient_matrix_UB_31      -0.0050011
_diffrn_orient_matrix_UB_32      0.0052849
_diffrn_orient_matrix_UB_33      -0.0517067
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9835
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        30
_diffrn_reflns_theta_max         32.055
_diffrn_reflns_theta_min         2.535
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.818
_exptl_absorpt_correction_T_max  0.915
_exptl_absorpt_correction_T_min  0.798
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
        CrysAlisPro, Oxford Diffraction Ltd.

;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.426
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.128
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         3090
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0348P)²+1.2507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0717
_refine_ls_wR_factor_ref         0.074
_reflns_number_gt                2874
_reflns_number_total             3090
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt03820d2.cif
_cod_data_source_block           gk409
_cod_depositor_comments
'Adding full bibliography for 7040934--7040938.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7040935
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_calc_flag
Fe1 Fe 0.5 0.64867(2) 0.25 0.00928(7) Uani 1 d
C1 C 0.53184(7) 0.53175(10) 0.13449(7) 0.01141(17) Uani 1 d
C2 C 0.43693(7) 0.59524(11) 0.11487(7) 0.01234(18) Uani 1 d
C3 C 0.45165(7) 0.73780(11) 0.11805(8) 0.01360(18) Uani 1 d
C4 C 0.55289(7) 0.76405(10) 0.14108(8) 0.01314(18) Uani 1 d
C5 C 0.60346(7) 0.63868(10) 0.15162(7) 0.01183(18) Uani 1 d
C6 C 0.55473(8) 0.38565(11) 0.14011(8) 0.01562(19) Uani 1 d
O6 O 0.63774(7) 0.34588(9) 0.16273(8) 0.0260(2) Uani 1 d
C61 C 0.47506(9) 0.28283(12) 0.11672(9) 0.0223(2) Uani 1 d
H61A H 0.504 0.1931 0.1113 0.033 Uiso 1 calc
H61B H 0.4382 0.3065 0.0547 0.033 Uiso 1 calc
H61C H 0.4314 0.2822 0.169 0.033 Uiso 1 calc
C7 C 0.33865(8) 0.53176(13) 0.09163(8) 0.0191(2) Uani 1 d
H7A H 0.2879 0.5994 0.0984 0.029 Uiso 1 calc
H7B H 0.3307 0.4569 0.1369 0.029 Uiso 1 calc
H7C H 0.3333 0.4975 0.0244 0.029 Uiso 1 calc
C8 C 0.37487(9) 0.84301(12) 0.09493(10) 0.0220(2) Uani 1 d
H8A H 0.3617 0.8514 0.0239 0.033 Uiso 1 calc
H8B H 0.3976 0.9299 0.1225 0.033 Uiso 1 calc
H8C H 0.3152 0.8164 0.1233 0.033 Uiso 1 calc
C9 C 0.59942(9) 0.90108(12) 0.14798(10) 0.0228(2) Uani 1 d
H9A H 0.6135 0.9308 0.0827 0.034 Uiso 1 calc
H9B H 0.6601 0.8964 0.1908 0.034 Uiso 1 calc
H9C H 0.5551 0.9655 0.175 0.034 Uiso 1 calc
C10 C 0.71199(7) 0.62719(12) 0.17132(9) 0.0176(2) Uani 1 d
H10A H 0.742 0.6341 0.1096 0.026 Uiso 1 calc
H10B H 0.7285 0.5398 0.202 0.026 Uiso 1 calc
H10C H 0.7362 0.7002 0.2152 0.026 Uiso 1 calc
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 0 0.0678
-1 -1 0 0.06
1 -1 0 0.0658
0 0 1 0.1954
0 0 -1 0.2077
-1 1 0 0.0773
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
C1 Fe1 C1 111.01(6) 2_655 .
C1 Fe1 C2 41.72(4) 2_655 2_655
C1 Fe1 C2 116.97(4) . 2_655
C1 Fe1 C2 116.97(4) 2_655 .
C1 Fe1 C2 41.72(4) . .
C2 Fe1 C2 150.03(6) 2_655 .
C1 Fe1 C5 41.51(4) 2_655 2_655
C1 Fe1 C5 133.98(4) . 2_655
C2 Fe1 C5 69.84(4) 2_655 2_655
C2 Fe1 C5 108.65(4) . 2_655
C1 Fe1 C5 133.98(4) 2_655 .
C1 Fe1 C5 41.51(4) . .
C2 Fe1 C5 108.65(4) 2_655 .
C2 Fe1 C5 69.84(4) . .
C5 Fe1 C5 174.49(6) 2_655 .
C1 Fe1 C4 171.75(4) 2_655 .
C1 Fe1 C4 68.65(4) . .
C2 Fe1 C4 130.52(4) 2_655 .
C2 Fe1 C4 68.65(4) . .
C5 Fe1 C4 144.53(4) 2_655 .
C5 Fe1 C4 40.42(4) . .
C1 Fe1 C4 68.65(4) 2_655 2_655
C1 Fe1 C4 171.75(4) . 2_655
C2 Fe1 C4 68.65(4) 2_655 2_655
C2 Fe1 C4 130.52(4) . 2_655
C5 Fe1 C4 40.42(4) 2_655 2_655
C5 Fe1 C4 144.53(4) . 2_655
C4 Fe1 C4 112.94(6) . 2_655
C1 Fe1 C3 147.73(4) 2_655 .
C1 Fe1 C3 68.72(4) . .
C2 Fe1 C3 168.64(4) 2_655 .
C2 Fe1 C3 40.53(4) . .
C5 Fe1 C3 114.06(4) 2_655 .
C5 Fe1 C3 68.49(4) . .
C4 Fe1 C3 40.40(4) . .
C4 Fe1 C3 106.90(4) 2_655 .
C1 Fe1 C3 68.73(4) 2_655 2_655
C1 Fe1 C3 147.73(4) . 2_655
C2 Fe1 C3 40.53(4) 2_655 2_655
C2 Fe1 C3 168.64(4) . 2_655
C5 Fe1 C3 68.49(4) 2_655 2_655
C5 Fe1 C3 114.06(4) . 2_655
C4 Fe1 C3 106.90(4) . 2_655
C4 Fe1 C3 40.40(4) 2_655 2_655
C3 Fe1 C3 129.55(6) . 2_655
C5 C1 C2 107.66(8) . .
C5 C1 C6 124.35(9) . .
C2 C1 C6 127.97(9) . .
C5 C1 Fe1 69.73(5) . .
C2 C1 Fe1 69.21(5) . .
C6 C1 Fe1 124.94(7) . .
C3 C2 C1 107.35(8) . .
C3 C2 C7 122.93(9) . .
C1 C2 C7 129.70(10) . .
C3 C2 Fe1 70.65(6) . .
C1 C2 Fe1 69.06(5) . .
C7 C2 Fe1 126.99(7) . .
C2 C3 C4 108.70(9) . .
C2 C3 C8 125.81(10) . .
C4 C3 C8 125.39(10) . .
C2 C3 Fe1 68.81(6) . .
C4 C3 Fe1 69.71(6) . .
C8 C3 Fe1 130.28(8) . .
C5 C4 C3 108.94(9) . .
C5 C4 C9 125.31(9) . .
C3 C4 C9 125.68(10) . .
C5 C4 Fe1 69.37(6) . .
C3 C4 Fe1 69.89(6) . .
C9 C4 Fe1 129.15(8) . .
C4 C5 C1 107.34(8) . .
C4 C5 C10 123.75(9) . .
C1 C5 C10 128.82(9) . .
C4 C5 Fe1 70.21(6) . .
C1 C5 Fe1 68.77(5) . .
C10 C5 Fe1 128.83(8) . .
O6 C6 C1 121.15(10) . .
O6 C6 C61 118.92(10) . .
C1 C6 C61 119.93(10) . .
C6 C61 H61A 109.5 . .
C6 C61 H61B 109.5 . .
H61A C61 H61B 109.5 . .
C6 C61 H61C 109.5 . .
H61A C61 H61C 109.5 . .
H61B C61 H61C 109.5 . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C3 C8 H8A 109.5 . .
C3 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C3 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C4 C9 H9A 109.5 . .
C4 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C4 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C5 C10 H10A 109.5 . .
C5 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C5 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C1 2.0441(10) 2_655
Fe1 C1 2.0442(10) .
Fe1 C2 2.0462(10) 2_655
Fe1 C2 2.0462(10) .
Fe1 C5 2.0571(10) 2_655
Fe1 C5 2.0572(10) .
Fe1 C4 2.0683(10) .
Fe1 C4 2.0683(10) 2_655
Fe1 C3 2.0706(10) .
Fe1 C3 2.0706(10) 2_655
C1 C5 1.4533(13) .
C1 C2 1.4566(13) .
C1 C6 1.4812(14) .
C2 C3 1.4262(15) .
C2 C7 1.5035(14) .
C3 C4 1.4291(14) .
C3 C8 1.4996(14) .
C4 C5 1.4252(14) .
C4 C9 1.5006(15) .
C5 C10 1.5030(14) .
C6 O6 1.2253(14) .
C6 C61 1.5119(16) .
C61 H61A 0.98 .
C61 H61B 0.98 .
C61 H61C 0.98 .
C7 H7A 0.98 .
C7 H7B 0.98 .
C7 H7C 0.98 .
C8 H8A 0.98 .
C8 H8B 0.98 .
C8 H8C 0.98 .
C9 H9A 0.98 .
C9 H9B 0.98 .
C9 H9C 0.98 .
C10 H10A 0.98 .
C10 H10B 0.98 .
C10 H10C 0.98 .
