#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:51:43 +0100 (vie 25 de mar de 2016) $
#$Revision: 179867 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/63/7016310.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_7016310
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_moiety         'C20 H30 Fe, 2(C10 H4 Cl2 O2)'
_chemical_formula_sum            'C40 H38 Cl4 Fe O4'
_chemical_formula_weight         780.35
_chemical_name_common
'decamethylferrocene-dichloroonaphthoquinone complex'
_chemical_name_systematic
;
decamethylferrocene-dichloroonaphthoquinone 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                 94.092(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.8780(10)
_cell_length_b                   8.3613(6)
_cell_length_c                   15.0171(10)
_cell_measurement_reflns_used    4204
_cell_measurement_temperature    173
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.72
_cell_volume                     1738.1(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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0347
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12597
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  0.9618
_exptl_absorpt_correction_T_min  0.8589
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            prange
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4307
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0486
_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)+(0.0491P)²+1.1474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1121
_reflns_number_gt                3622
_reflns_number_total             4307
_reflns_threshold_expression     >2σ
_cod_data_source_file            c1dt10200a.txt
_cod_data_source_block           DecaCl2NQ
_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      'P 21/c'
_cod_database_code               7016310
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
Fe1 Fe 0.5000 0.0000 1.0000 0.01772(12) Uani 1 2 d S
Cl2 Cl 0.15611(5) 0.41105(7) 1.10108(4) 0.03170(16) Uani 1 1 d .
Cl1 Cl 0.18727(5) 0.10503(7) 1.22351(4) 0.03060(15) Uani 1 1 d .
O1 O 0.15523(13) -0.1893(2) 1.12415(11) 0.0312(4) Uani 1 1 d .
C11 C 0.14516(17) -0.0748(3) 1.07540(15) 0.0223(5) Uani 1 1 d .
C13 C 0.14454(17) 0.2212(3) 1.05953(15) 0.0231(5) Uani 1 1 d .
O2 O 0.10340(15) 0.3289(2) 0.91723(12) 0.0364(5) Uani 1 1 d .
C15 C 0.10487(16) 0.0459(3) 0.92411(15) 0.0205(4) Uani 1 1 d .
C16 C 0.07959(17) 0.0292(3) 0.83331(16) 0.0247(5) Uani 1 1 d .
C2 C 0.61864(16) -0.1415(3) 1.03148(15) 0.0212(4) Uani 1 1 d .
C14 C 0.11657(17) 0.2089(3) 0.96236(15) 0.0237(5) Uani 1 1 d .
C20 C 0.11824(16) -0.0895(3) 0.97817(15) 0.0211(4) Uani 1 1 d .
C12 C 0.15808(17) 0.0913(3) 1.11140(14) 0.0216(4) Uani 1 1 d .
C1 C 0.59988(17) -0.1302(3) 0.93718(15) 0.0234(5) Uani 1 1 d .
C19 C 0.10572(18) -0.2411(3) 0.94049(17) 0.0262(5) Uani 1 1 d .
C3 C 0.63443(16) 0.0161(3) 1.06618(17) 0.0250(5) Uani 1 1 d .
C18 C 0.08175(18) -0.2568(3) 0.84980(17) 0.0284(5) Uani 1 1 d .
C6 C 0.5820(2) -0.2691(4) 0.87460(19) 0.0413(7) Uani 1 1 d .
H6A H 0.5462 -0.3501 0.9032 0.062 Uiso 1 1 calc R
H6B H 0.6427 -0.3124 0.8592 0.062 Uiso 1 1 calc R
H6C H 0.5458 -0.2334 0.8214 0.062 Uiso 1 1 calc R
C17 C 0.06827(18) -0.1224(3) 0.79628(17) 0.0283(5) Uani 1 1 d .
C4 C 0.37363(17) -0.1241(3) 1.00729(19) 0.0302(6) Uani 1 1 d .
C7 C 0.6254(2) -0.2932(3) 1.08515(19) 0.0350(6) Uani 1 1 d .
H7A H 0.6879 -0.3405 1.0808 0.052 Uiso 1 1 calc R
H7B H 0.5763 -0.3665 1.0624 0.052 Uiso 1 1 calc R
H7C H 0.6161 -0.2695 1.1465 0.052 Uiso 1 1 calc R
C5 C 0.39476(17) -0.0342(3) 1.08693(17) 0.0289(5) Uani 1 1 d .
C8 C 0.6587(2) 0.0583(4) 1.1624(2) 0.0452(8) Uani 1 1 d .
H8A H 0.6392 0.1664 1.1729 0.068 Uiso 1 1 calc R
H8B H 0.7271 0.0483 1.1759 0.068 Uiso 1 1 calc R
H8C H 0.6253 -0.0129 1.1998 0.068 Uiso 1 1 calc R
C9 C 0.3584(2) -0.3022(3) 1.0019(3) 0.0583(10) Uani 1 1 d .
H9A H 0.2938 -0.3272 1.0162 0.088 Uiso 1 1 calc R
H9B H 0.4037 -0.3546 1.0435 0.088 Uiso 1 1 calc R
H9C H 0.3681 -0.3384 0.9425 0.088 Uiso 1 1 calc R
C10 C 0.4066(2) -0.1026(5) 1.1796(2) 0.0563(10) Uani 1 1 d .
H10A H 0.4413 -0.2018 1.1785 0.084 Uiso 1 1 calc R
H10B H 0.3441 -0.1210 1.2013 0.084 Uiso 1 1 calc R
H10C H 0.4420 -0.0285 1.2184 0.084 Uiso 1 1 calc R
H19 H 0.1120(19) -0.330(3) 0.9753(18) 0.030(7) Uiso 1 1 d .
H17 H 0.0539(19) -0.134(3) 0.7361(19) 0.027(7) Uiso 1 1 d .
H16 H 0.072(2) 0.128(3) 0.7947(19) 0.033(8) Uiso 1 1 d .
H18 H 0.075(2) -0.361(4) 0.8264(19) 0.032(7) Uiso 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
O1 C11 C20 122.7(2) . .
O1 C11 C12 120.7(2) . .
C20 C11 C12 116.54(19) . .
C12 C13 C14 122.0(2) . .
C12 C13 Cl2 122.28(18) . .
C14 C13 Cl2 115.70(17) . .
C16 C15 C20 120.1(2) . .
C16 C15 C14 119.0(2) . .
C20 C15 C14 120.9(2) . .
C17 C16 C15 119.8(2) . .
C17 C16 H16 120.8(16) . .
C15 C16 H16 119.4(17) . .
C1 C2 C3 108.3(2) . .
C1 C2 C7 126.1(2) . .
C3 C2 C7 125.5(2) . .
O2 C14 C15 122.3(2) . .
O2 C14 C13 120.5(2) . .
C15 C14 C13 117.2(2) . .
C19 C20 C15 119.5(2) . .
C19 C20 C11 119.3(2) . .
C15 C20 C11 121.14(19) . .
C13 C12 C11 122.2(2) . .
C13 C12 Cl1 122.14(18) . .
C11 C12 Cl1 115.61(16) . .
C2 C1 C5 107.9(2) . 3_657
C2 C1 C6 125.5(2) . .
C5 C1 C6 126.6(2) 3_657 .
C18 C19 C20 120.0(2) . .
C18 C19 H19 119.7(18) . .
C20 C19 H19 120.3(18) . .
C4 C3 C2 107.5(2) 3_657 .
C4 C3 C8 126.6(2) 3_657 .
C2 C3 C8 125.9(2) . .
C19 C18 C17 120.4(2) . .
C19 C18 H18 117.7(18) . .
C17 C18 H18 121.9(18) . .
C1 C6 H6A 109.5 . .
C1 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C1 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C18 C17 C16 120.1(2) . .
C18 C17 H17 119.6(17) . .
C16 C17 H17 120.3(17) . .
C3 C4 C5 108.4(2) 3_657 .
C3 C4 C9 125.6(3) 3_657 .
C5 C4 C9 125.9(3) . .
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 . .
C1 C5 C4 107.9(2) 3_657 .
C1 C5 C10 126.7(3) 3_657 .
C4 C5 C10 125.4(3) . .
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
Cl2 C13 1.709(2) .
Cl1 C12 1.707(2) .
O1 C11 1.207(3) .
C11 C20 1.486(3) .
C11 C12 1.497(3) .
C13 C12 1.342(3) .
C13 C14 1.486(3) .
O2 C14 1.217(3) .
C15 C16 1.390(3) .
C15 C20 1.398(3) .
C15 C14 1.484(3) .
C16 C17 1.389(3) .
C16 H16 1.01(3) .
C2 C1 1.425(3) .
C2 C3 1.428(3) .
C2 C7 1.503(3) .
C20 C19 1.393(3) .
C1 C5 1.425(3) 3_657
C1 C6 1.503(3) .
C19 C18 1.385(4) .
C19 H19 0.91(3) .
C3 C4 1.424(4) 3_657
C3 C8 1.502(4) .
C18 C17 1.387(4) .
C18 H18 0.94(3) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C17 H17 0.92(3) .
C4 C3 1.424(4) 3_657
C4 C5 1.425(4) .
C4 C9 1.505(4) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C5 C1 1.425(3) 3_657
C5 C10 1.503(4) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
