#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:51:43 +0100 (vie 25 de mar de 2016) $
#$Revision: 179867 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/63/7016312.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_7016312
loop_
_publ_author_name
'Mochida, Tomoyuki'
'Funasako, Yusuke'
'Azumi, Hiroko'
_publ_section_title
;
 Charge-transfer complexes from decamethylferrocene and 1,4-quinone
 derivatives: neutral-ionic phase diagrams for metallocene complexes.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9221
_journal_page_last               9228
_journal_paper_doi               10.1039/c1dt10200a
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C38 H32 Cl4 Fe O4'
_chemical_formula_weight         750.29
_chemical_name_common
'octamethylferrocene-dibromonaphthoquinone complex'
_chemical_name_systematic
;
octamethylferrocene-dibromonaphthoquinone complex
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 95.989(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.8088(10)
_cell_length_b                   8.1646(6)
_cell_length_c                   15.0981(11)
_cell_measurement_temperature    173
_cell_volume                     1692.9(2)
_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      173
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12231
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.802
_exptl_absorpt_correction_T_max  0.9241
_exptl_absorpt_correction_T_min  0.6899
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS;Sheldrick 1996'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         4197
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.002
_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+0.5054P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1172
_reflns_number_gt                3278
_reflns_number_total             4197
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10200a.txt
_cod_data_source_block           me8cl2nqp2c
_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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7016312
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.39984(19) 0.1202(5) 1.0662(2) 0.0795(11) Uani 1 1 d .
C2 C 0.37989(18) 0.1469(5) 0.9733(2) 0.0761(10) Uani 1 1 d .
C3 C 0.3636(2) -0.0049(6) 0.9307(3) 0.0882(12) Uani 1 1 d .
C4 C 0.6268(2) 0.1255(6) 1.0014(4) 0.1023(15) Uani 1 1 d .
C5 C 0.6043(2) 0.0512(6) 0.9178(3) 0.0942(14) Uani 1 1 d .
C6 C 0.4195(3) 0.2461(10) 1.1305(4) 0.122(2) Uani 0.80 1 d P
H6A H 0.4544 0.3332 1.1053 0.184 Uiso 0.80 1 calc PR
H6B H 0.4582 0.2026 1.1817 0.184 Uiso 0.80 1 calc PR
H6C H 0.3593 0.2874 1.1480 0.184 Uiso 0.80 1 calc PR
C7 C 0.3737(3) 0.3060(7) 0.9270(3) 0.1010(18) Uani 0.80 1 d P
H7A H 0.3912 0.2924 0.8676 0.152 Uiso 0.80 1 calc PR
H7B H 0.4175 0.3823 0.9586 0.152 Uiso 0.80 1 calc PR
H7C H 0.3083 0.3471 0.9247 0.152 Uiso 0.80 1 calc PR
C8 C 0.3402(3) -0.0309(9) 0.8337(3) 0.112(2) Uani 0.80 1 d P
H8A H 0.2712 -0.0212 0.8185 0.168 Uiso 0.80 1 calc PR
H8B H 0.3611 -0.1383 0.8181 0.168 Uiso 0.80 1 calc PR
H8C H 0.3732 0.0498 0.8017 0.168 Uiso 0.80 1 calc PR
C9 C 0.6393(4) 0.2947(9) 1.0134(7) 0.181(4) Uani 0.80 1 d P
H9A H 0.7062 0.3229 1.0093 0.272 Uiso 0.80 1 calc PR
H9B H 0.6216 0.3251 1.0711 0.272 Uiso 0.80 1 calc PR
H9C H 0.5985 0.3520 0.9682 0.272 Uiso 0.80 1 calc PR
C10 C 0.5927(3) 0.1444(8) 0.8319(4) 0.124(2) Uani 0.80 1 d P
H10A H 0.5728 0.2546 0.8429 0.187 Uiso 0.80 1 calc PR
H10B H 0.5442 0.0922 0.7912 0.187 Uiso 0.80 1 calc PR
H10C H 0.6536 0.1460 0.8066 0.187 Uiso 0.80 1 calc PR
C11 C 0.14608(13) -0.0823(2) 1.07905(11) 0.0264(4) Uani 1 1 d .
C12 C 0.16195(13) 0.0857(2) 1.11666(11) 0.0258(3) Uani 1 1 d .
C13 C 0.14944(13) 0.2202(2) 1.06619(11) 0.0271(4) Uani 1 1 d .
C14 C 0.11978(13) 0.2118(2) 0.96820(11) 0.0277(4) Uani 1 1 d .
C15 C 0.10534(12) 0.0461(2) 0.92887(11) 0.0247(3) Uani 1 1 d .
C16 C 0.07970(14) 0.0312(2) 0.83762(12) 0.0288(4) Uani 1 1 d .
H16 H 0.0711 0.1244 0.8023 0.035 Uiso 1 1 calc R
C17 C 0.06692(14) -0.1227(2) 0.79946(12) 0.0322(4) Uani 1 1 d .
H17 H 0.0502 -0.1325 0.7384 0.039 Uiso 1 1 calc R
C18 C 0.07894(14) -0.2619(2) 0.85165(13) 0.0327(4) Uani 1 1 d .
H18 H 0.0703 -0.3648 0.8256 0.039 Uiso 1 1 calc R
C19 C 0.10394(13) -0.2483(2) 0.94287(12) 0.0297(4) Uani 1 1 d .
H19 H 0.1113 -0.3419 0.9780 0.036 Uiso 1 1 calc R
C20 C 0.11786(12) -0.0945(2) 0.98149(11) 0.0245(3) Uani 1 1 d .
Cl1 Cl 0.19419(4) 0.09588(6) 1.22876(3) 0.03740(14) Uani 1 1 d .
Cl2 Cl 0.16462(4) 0.41342(6) 1.10881(3) 0.03906(14) Uani 1 1 d .
Fe1 Fe 0.5000 0.0000 1.0000 0.0732(2) Uani 1 2 d S
O1 O 0.15545(10) -0.20150(16) 1.12693(8) 0.0359(3) Uani 1 1 d .
O2 O 0.10702(12) 0.33548(17) 0.92432(9) 0.0418(4) Uani 1 1 d .
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'
O O 0.0106 0.0060 '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'
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
C2 C1 C6 124.7(4) . .
C2 C1 C5 108.2(4) . 3_657
C6 C1 C5 127.2(4) . 3_657
C2 C1 Fe1 70.20(19) . .
C6 C1 Fe1 126.3(3) . .
C5 C1 Fe1 69.6(2) 3_657 .
C3 C2 C1 108.9(3) . .
C3 C2 C7 124.2(4) . .
C1 C2 C7 126.9(5) . .
C3 C2 Fe1 70.21(19) . .
C1 C2 Fe1 69.29(17) . .
C7 C2 Fe1 127.9(2) . .
C2 C3 C4 106.5(4) . 3_657
C2 C3 C8 126.0(4) . .
C4 C3 C8 127.5(5) 3_657 .
C2 C3 Fe1 69.85(19) . .
C4 C3 Fe1 68.6(2) 3_657 .
C8 C3 Fe1 126.8(2) . .
C9 C4 C5 123.7(6) . .
C9 C4 C3 126.1(7) . 3_657
C5 C4 C3 110.2(4) . 3_657
C9 C4 Fe1 126.4(3) . .
C5 C4 Fe1 70.3(2) . .
C3 C4 Fe1 70.8(2) 3_657 .
C4 C5 C1 106.3(3) . 3_657
C4 C5 C10 123.5(5) . .
C1 C5 C10 130.1(5) 3_657 .
C4 C5 Fe1 69.3(2) . .
C1 C5 Fe1 69.60(18) 3_657 .
C10 C5 Fe1 127.7(2) . .
O1 C11 C20 122.53(16) . .
O1 C11 C12 120.60(15) . .
C20 C11 C12 116.86(14) . .
C13 C12 C11 122.19(15) . .
C13 C12 Cl1 121.98(14) . .
C11 C12 Cl1 115.81(12) . .
C12 C13 C14 122.14(16) . .
C12 C13 Cl2 122.69(14) . .
C14 C13 Cl2 115.16(13) . .
O2 C14 C15 122.42(16) . .
O2 C14 C13 120.83(16) . .
C15 C14 C13 116.73(14) . .
C16 C15 C20 119.65(16) . .
C16 C15 C14 119.09(15) . .
C20 C15 C14 121.25(15) . .
C17 C16 C15 119.94(17) . .
C18 C17 C16 120.37(17) . .
C17 C18 C19 120.13(17) . .
C20 C19 C18 119.85(17) . .
C19 C20 C15 120.05(16) . .
C19 C20 C11 119.14(15) . .
C15 C20 C11 120.81(15) . .
C4 Fe1 C4 180.0 3_657 .
C4 Fe1 C5 40.40(18) 3_657 3_657
C4 Fe1 C5 139.60(18) . 3_657
C4 Fe1 C5 139.60(18) 3_657 .
C4 Fe1 C5 40.40(18) . .
C5 Fe1 C5 179.999(1) 3_657 .
C4 Fe1 C1 67.61(19) 3_657 .
C4 Fe1 C1 112.39(19) . .
C5 Fe1 C1 40.81(17) 3_657 .
C5 Fe1 C1 139.19(17) . .
C4 Fe1 C1 112.39(19) 3_657 3_657
C4 Fe1 C1 67.61(18) . 3_657
C5 Fe1 C1 139.19(17) 3_657 3_657
C5 Fe1 C1 40.81(17) . 3_657
C1 Fe1 C1 180.00(10) . 3_657
C4 Fe1 C2 67.27(15) 3_657 .
C4 Fe1 C2 112.73(15) . .
C5 Fe1 C2 68.38(12) 3_657 .
C5 Fe1 C2 111.62(12) . .
C1 Fe1 C2 40.51(13) . .
C1 Fe1 C2 139.49(13) 3_657 .
C4 Fe1 C2 112.73(15) 3_657 3_657
C4 Fe1 C2 67.27(15) . 3_657
C5 Fe1 C2 111.62(12) 3_657 3_657
C5 Fe1 C2 68.38(12) . 3_657
C1 Fe1 C2 139.49(13) . 3_657
C1 Fe1 C2 40.51(13) 3_657 3_657
C2 Fe1 C2 180.00(19) . 3_657
C4 Fe1 C3 40.61(16) 3_657 .
C4 Fe1 C3 139.38(16) . .
C5 Fe1 C3 68.78(15) 3_657 .
C5 Fe1 C3 111.22(15) . .
C1 Fe1 C3 68.09(16) . .
C1 Fe1 C3 111.91(16) 3_657 .
C2 Fe1 C3 39.94(15) . .
C2 Fe1 C3 140.06(16) 3_657 .
C4 Fe1 C3 139.39(16) 3_657 3_657
C4 Fe1 C3 40.61(16) . 3_657
C5 Fe1 C3 111.22(15) 3_657 3_657
C5 Fe1 C3 68.78(15) . 3_657
C1 Fe1 C3 111.91(16) . 3_657
C1 Fe1 C3 68.09(16) 3_657 3_657
C2 Fe1 C3 140.06(16) . 3_657
C2 Fe1 C3 39.94(15) 3_657 3_657
C3 Fe1 C3 180.0(3) . 3_657
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.417(4) .
C1 C6 1.420(7) .
C1 C5 1.423(6) 3_657
C1 Fe1 2.040(3) .
C2 C3 1.403(6) .
C2 C7 1.474(5) .
C2 Fe1 2.052(3) .
C3 C4 1.418(6) 3_657
C3 C8 1.482(6) .
C3 Fe1 2.057(3) .
C4 C9 1.402(8) .
C4 C5 1.405(6) .
C4 C3 1.418(6) 3_657
C4 Fe1 2.027(3) .
C5 C1 1.423(6) 3_657
C5 C10 1.498(5) .
C5 Fe1 2.040(3) .
C11 O1 1.211(2) .
C11 C20 1.487(2) .
C11 C12 1.492(2) .
C12 C13 1.338(2) .
C12 Cl1 1.7066(17) .
C13 C14 1.495(2) .
C13 Cl2 1.7088(18) .
C14 O2 1.211(2) .
C14 C15 1.482(2) .
C15 C16 1.392(2) .
C15 C20 1.397(2) .
C16 C17 1.386(3) .
C17 C18 1.383(3) .
C18 C19 1.389(3) .
C19 C20 1.389(2) .
Fe1 C4 2.027(3) 3_657
Fe1 C5 2.040(3) 3_657
Fe1 C1 2.040(3) 3_657
Fe1 C2 2.052(3) 3_657
Fe1 C3 2.057(3) 3_657
