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#$Date: 2016-03-05 12:06:04 +0200 (Sat, 05 Mar 2016) $
#$Revision: 177837 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/78/7037881.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_7037881
loop_
_publ_author_name
'Qu, Jian'
'Song, Yinglin'
'Ji, Wei'
'Jing, Su'
'Zhu, Dunru'
'Huang, Wei'
'Zheng, Mengxi'
'Li, Yanle'
'Ma, Jing'
_publ_section_title
;
 Macrocyclic Se4N2[7,7]ferrocenophane and Se2N[10]ferrocenophane
 containing benzyl unit: synthesis, complexation, crystal structures,
 electrochemical and optical properties.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3417
_journal_page_last               3428
_journal_paper_doi               10.1039/c5dt04763c
_journal_volume                  45
_journal_year                    2016
_chemical_formula_sum            'C42 H46 Fe2 N2 Se4'
_chemical_formula_weight         1006.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_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_method           SHELXL-2014/7
_audit_update_record
;
2015-11-30 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.9480(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.243(3)
_cell_length_b                   5.8935(6)
_cell_length_c                   27.460(3)
_cell_measurement_reflns_used    5415
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.55
_cell_measurement_theta_min      2.75
_cell_volume                     3910.9(7)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_laue_measured_fraction_full 0.997
_diffrn_reflns_laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            12946
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.003
_diffrn_reflns_theta_max         25.003
_diffrn_reflns_theta_min         1.611
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.497
_exptl_absorpt_correction_T_max  0.7741
_exptl_absorpt_correction_T_min  0.5331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3411
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0233
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0250P)²+3.4591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0530
_refine_ls_wR_factor_ref         0.0547
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2995
_reflns_number_total             3411
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt04763c2.cif
_cod_data_source_block           sjl1
_cod_depositor_comments
'Adding full bibliography for 7037881--7037887.cif.'
_cod_original_cell_volume        3911.0(7)
_cod_database_code               7037881
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.533
_shelx_estimated_absorpt_t_max   0.774
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.20467(10) 0.9003(4) 0.27901(9) 0.0308(6) Uani 1 1 d . .
C2 C 0.24528(10) 1.0700(5) 0.30105(10) 0.0346(6) Uani 1 1 d . .
H2A H 0.2435 1.2261 0.2882 0.041 Uiso 1 1 calc R U
C3 C 0.28856(10) 0.9764(5) 0.34512(11) 0.0428(7) Uani 1 1 d . .
H3A H 0.3221 1.0562 0.3680 0.051 Uiso 1 1 calc R U
C4 C 0.27534(11) 0.7486(5) 0.35072(10) 0.0424(7) Uani 1 1 d . .
H4A H 0.2982 0.6421 0.3779 0.051 Uiso 1 1 calc R U
C5 C 0.22306(10) 0.7007(4) 0.30996(10) 0.0354(6) Uani 1 1 d . .
H5A H 0.2035 0.5551 0.3039 0.042 Uiso 1 1 calc R U
C6 C 0.14233(10) 0.9579(5) 0.36537(10) 0.0353(6) Uani 1 1 d . .
C7 C 0.16229(10) 1.1837(5) 0.36804(10) 0.0373(6) Uani 1 1 d . .
H7A H 0.1433 1.3091 0.3445 0.045 Uiso 1 1 calc R U
C8 C 0.21470(12) 1.1947(5) 0.41073(12) 0.0479(7) Uani 1 1 d . .
H8A H 0.2384 1.3293 0.4217 0.057 Uiso 1 1 calc R U
C9 C 0.22721(12) 0.9790(6) 0.43403(11) 0.0498(8) Uani 1 1 d . .
H9A H 0.2610 0.9376 0.4642 0.060 Uiso 1 1 calc R U
C10 C 0.18296(11) 0.8314(5) 0.40639(11) 0.0418(7) Uani 1 1 d . .
H10A H 0.1805 0.6706 0.4143 0.050 Uiso 1 1 calc R U
C13 C 0.02542(11) 0.8774(5) 0.34830(12) 0.0438(7) Uani 1 1 d . .
H13A H -0.0053 0.7730 0.3331 0.053 Uiso 1 1 calc R U
H13B H 0.0443 0.8399 0.3855 0.053 Uiso 1 1 calc R U
C14 C 0.00328(10) 1.1146(5) 0.34356(11) 0.0399(6) Uani 1 1 d . .
H14A H 0.0332 1.2179 0.3625 0.048 Uiso 1 1 calc R U
H14B H -0.0121 1.1593 0.3066 0.048 Uiso 1 1 calc R U
C16 C -0.05831(10) 1.1219(5) 0.44670(9) 0.0351(6) Uani 1 1 d . .
C17 C -0.08470(11) 0.9145(5) 0.43925(10) 0.0425(7) Uani 1 1 d . .
H17A H -0.0775 0.8054 0.4183 0.051 Uiso 1 1 calc R U
C18 C -0.12175(12) 0.8664(5) 0.46243(11) 0.0479(7) Uani 1 1 d . .
H18A H -0.1390 0.7255 0.4572 0.057 Uiso 1 1 calc R U
C19 C -0.13311(12) 1.0261(6) 0.49315(11) 0.0505(8) Uani 1 1 d . .
H19A H -0.1580 0.9935 0.5088 0.061 Uiso 1 1 calc R U
C20 C -0.10767(13) 1.2341(6) 0.50080(12) 0.0547(8) Uani 1 1 d . .
H20A H -0.1153 1.3429 0.5215 0.066 Uiso 1 1 calc R U
C21 C -0.07038(11) 1.2815(5) 0.47742(10) 0.0452(7) Uani 1 1 d . .
H21A H -0.0533 1.4229 0.4826 0.054 Uiso 1 1 calc R U
C15 C -0.01690(10) 1.1704(5) 0.42223(10) 0.0414(7) Uani 1 1 d . .
H15A H -0.0049 1.3271 0.4291 0.050 Uiso 1 1 calc R U
H15B H 0.0153 1.0744 0.4387 0.050 Uiso 1 1 calc R U
C12 C -0.08211(10) 1.2995(5) 0.33746(10) 0.0374(6) Uani 1 1 d . .
H12A H -0.0641 1.4406 0.3352 0.045 Uiso 1 1 calc R U
H12B H -0.1045 1.3282 0.3578 0.045 Uiso 1 1 calc R U
C11 C -0.11930(11) 1.2249(5) 0.28240(10) 0.0390(6) Uani 1 1 d . .
H11A H -0.1000 1.2392 0.2588 0.047 Uiso 1 1 calc R U
H11B H -0.1521 1.3198 0.2691 0.047 Uiso 1 1 calc R U
Se1 Se 0.14036(2) 0.90887(5) 0.21458(2) 0.03448(8) Uani 1 1 d . .
Se2 Se 0.07682(2) 0.83569(6) 0.31295(2) 0.04746(10) Uani 1 1 d . .
Fe1 Fe 0.21594(2) 0.95820(6) 0.35638(2) 0.02926(10) Uani 1 1 d . .
N1 N -0.03984(8) 1.1308(4) 0.36518(8) 0.0317(5) 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'
N N 0.0061 0.0033 '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'
Se Se -0.0929 2.2259 '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 C5 107.8(2) . .
C2 C1 Se1 128.58(19) . .
C5 C1 Se1 123.15(19) . .
C2 C1 Fe1 70.10(14) . .
C5 C1 Fe1 68.96(14) . .
Se1 C1 Fe1 132.19(12) . .
C3 C2 C1 108.1(2) . .
C3 C2 Fe1 69.49(14) . .
C1 C2 Fe1 69.72(14) . .
C3 C2 H2A 125.9 . .
C1 C2 H2A 125.9 . .
Fe1 C2 H2A 125.9 . .
C2 C3 C4 108.4(2) . .
C2 C3 Fe1 70.40(14) . .
C4 C3 Fe1 69.55(14) . .
C2 C3 H3A 125.8 . .
C4 C3 H3A 125.8 . .
Fe1 C3 H3A 125.8 . .
C3 C4 C5 107.8(2) . .
C3 C4 Fe1 70.11(15) . .
C5 C4 Fe1 69.43(14) . .
C3 C4 H4A 126.1 . .
C5 C4 H4A 126.1 . .
Fe1 C4 H4A 126.1 . .
C4 C5 C1 107.8(2) . .
C4 C5 Fe1 69.81(15) . .
C1 C5 Fe1 70.42(14) . .
C4 C5 H5A 126.1 . .
C1 C5 H5A 126.1 . .
Fe1 C5 H5A 126.1 . .
C7 C6 C10 107.6(2) . .
C7 C6 Se2 126.9(2) . .
C10 C6 Se2 125.3(2) . .
C7 C6 Fe1 70.01(14) . .
C10 C6 Fe1 69.13(14) . .
Se2 C6 Fe1 121.85(12) . .
C8 C7 C6 107.7(3) . .
C8 C7 Fe1 69.84(15) . .
C6 C7 Fe1 69.33(14) . .
C8 C7 H7A 126.1 . .
C6 C7 H7A 126.1 . .
Fe1 C7 H7A 126.1 . .
C9 C8 C7 108.3(3) . .
C9 C8 Fe1 69.44(16) . .
C7 C8 Fe1 69.69(15) . .
C9 C8 H8A 125.8 . .
C7 C8 H8A 125.8 . .
Fe1 C8 H8A 125.8 . .
C8 C9 C10 108.4(3) . .
C8 C9 Fe1 70.43(16) . .
C10 C9 Fe1 69.35(15) . .
C8 C9 H9A 125.8 . .
C10 C9 H9A 125.8 . .
Fe1 C9 H9A 125.8 . .
C9 C10 C6 107.9(3) . .
C9 C10 Fe1 70.04(16) . .
C6 C10 Fe1 69.95(14) . .
C9 C10 H10A 126.0 . .
C6 C10 H10A 126.0 . .
Fe1 C10 H10A 126.0 . .
C14 C13 Se2 113.08(18) . .
C14 C13 H13A 109.0 . .
Se2 C13 H13A 109.0 . .
C14 C13 H13B 109.0 . .
Se2 C13 H13B 109.0 . .
H13A C13 H13B 107.8 . .
N1 C14 C13 111.0(2) . .
N1 C14 H14A 109.4 . .
C13 C14 H14A 109.4 . .
N1 C14 H14B 109.4 . .
C13 C14 H14B 109.4 . .
H14A C14 H14B 108.0 . .
C21 C16 C17 118.2(2) . .
C21 C16 C15 121.3(3) . .
C17 C16 C15 120.5(2) . .
C16 C17 C18 121.0(3) . .
C16 C17 H17A 119.5 . .
C18 C17 H17A 119.5 . .
C19 C18 C17 120.2(3) . .
C19 C18 H18A 119.9 . .
C17 C18 H18A 119.9 . .
C18 C19 C20 119.8(3) . .
C18 C19 H19A 120.1 . .
C20 C19 H19A 120.1 . .
C19 C20 C21 119.8(3) . .
C19 C20 H20A 120.1 . .
C21 C20 H20A 120.1 . .
C16 C21 C20 121.0(3) . .
C16 C21 H21A 119.5 . .
C20 C21 H21A 119.5 . .
N1 C15 C16 112.3(2) . .
N1 C15 H15A 109.1 . .
C16 C15 H15A 109.1 . .
N1 C15 H15B 109.1 . .
C16 C15 H15B 109.1 . .
H15A C15 H15B 107.9 . .
N1 C12 C11 112.7(2) . .
N1 C12 H12A 109.0 . .
C11 C12 H12A 109.0 . .
N1 C12 H12B 109.0 . .
C11 C12 H12B 109.0 . .
H12A C12 H12B 107.8 . .
C12 C11 Se1 108.53(17) . 2
C12 C11 H11A 110.0 . .
Se1 C11 H11A 110.0 2 .
C12 C11 H11B 110.0 . .
Se1 C11 H11B 110.0 2 .
H11A C11 H11B 108.4 . .
C1 Se1 C11 98.52(10) . 2
C6 Se2 C13 99.85(11) . .
C10 Fe1 C5 108.45(11) . .
C10 Fe1 C9 40.61(12) . .
C5 Fe1 C9 133.47(12) . .
C10 Fe1 C6 40.92(10) . .
C5 Fe1 C6 113.40(11) . .
C9 Fe1 C6 68.39(11) . .
C10 Fe1 C4 111.61(11) . .
C5 Fe1 C4 40.76(10) . .
C9 Fe1 C4 108.19(11) . .
C6 Fe1 C4 142.70(12) . .
C10 Fe1 C3 142.04(11) . .
C5 Fe1 C3 68.10(11) . .
C9 Fe1 C3 112.98(11) . .
C6 Fe1 C3 176.64(12) . .
C4 Fe1 C3 40.33(12) . .
C10 Fe1 C7 68.46(11) . .
C5 Fe1 C7 144.78(11) . .
C9 Fe1 C7 68.04(11) . .
C6 Fe1 C7 40.66(10) . .
C4 Fe1 C7 174.45(11) . .
C3 Fe1 C7 136.51(12) . .
C10 Fe1 C8 68.04(12) . .
C5 Fe1 C8 173.12(12) . .
C9 Fe1 C8 40.13(12) . .
C6 Fe1 C8 68.18(11) . .
C4 Fe1 C8 134.07(12) . .
C3 Fe1 C8 110.71(12) . .
C7 Fe1 C8 40.47(11) . .
C10 Fe1 C1 135.28(11) . .
C5 Fe1 C1 40.63(10) . .
C9 Fe1 C1 173.89(12) . .
C6 Fe1 C1 111.30(10) . .
C4 Fe1 C1 68.13(10) . .
C3 Fe1 C1 67.69(10) . .
C7 Fe1 C1 115.99(10) . .
C8 Fe1 C1 145.87(12) . .
C10 Fe1 C2 175.45(11) . .
C5 Fe1 C2 67.98(10) . .
C9 Fe1 C2 143.92(12) . .
C6 Fe1 C2 137.13(10) . .
C4 Fe1 C2 67.76(11) . .
C3 Fe1 C2 40.11(10) . .
C7 Fe1 C2 112.63(11) . .
C8 Fe1 C2 115.82(12) . .
C1 Fe1 C2 40.17(10) . .
C15 N1 C12 111.2(2) . .
C15 N1 C14 112.50(19) . .
C12 N1 C14 112.4(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.414(3) .
C1 C5 1.421(3) .
C1 Se1 1.911(2) .
C1 Fe1 2.056(2) .
C2 C3 1.409(4) .
C2 Fe1 2.061(2) .
C2 H2A 0.9800 .
C3 C4 1.410(4) .
C3 Fe1 2.049(2) .
C3 H3A 0.9800 .
C4 C5 1.420(4) .
C4 Fe1 2.042(2) .
C4 H4A 0.9800 .
C5 Fe1 2.037(2) .
C5 H5A 0.9800 .
C6 C7 1.421(4) .
C6 C10 1.423(4) .
C6 Se2 1.902(3) .
C6 Fe1 2.041(2) .
C7 C8 1.419(4) .
C7 Fe1 2.050(2) .
C7 H7A 0.9800 .
C8 C9 1.403(4) .
C8 Fe1 2.052(3) .
C8 H8A 0.9800 .
C9 C10 1.412(4) .
C9 Fe1 2.039(3) .
C9 H9A 0.9800 .
C10 Fe1 2.030(3) .
C10 H10A 0.9800 .
C13 C14 1.500(4) .
C13 Se2 1.960(2) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 N1 1.472(3) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C16 C21 1.380(4) .
C16 C17 1.380(4) .
C16 C15 1.511(3) .
C17 C18 1.383(4) .
C17 H17A 0.9300 .
C18 C19 1.372(4) .
C18 H18A 0.9300 .
C19 C20 1.372(5) .
C19 H19A 0.9300 .
C20 C21 1.392(4) .
C20 H20A 0.9300 .
C21 H21A 0.9300 .
C15 N1 1.461(3) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C12 N1 1.463(3) .
C12 C11 1.510(3) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C11 Se1 1.954(3) 2
C11 H11A 0.9700 .
C11 H11B 0.9700 .
Se1 C11 1.954(3) 2
