#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:19:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180072 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/18/7051824.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_7051824
loop_
_publ_author_name
'Braga, Dario'
'Giaffreda, Stefano Luca'
'Grepioni, Fabrizia'
'Palladino, Giuseppe'
'Polito, Marco'
_publ_section_title
;
 Mechanochemical assembly of hybrid organic--organometallic materials.
 Solid--solid reactions of 1,1′-di-pyridyl-ferrocene with
 organic acids
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              820
_journal_paper_doi               10.1039/b714923a
_journal_volume                  32
_journal_year                    2008
_chemical_formula_sum            'C38 H28 Fe N2 O12'
_chemical_formula_weight         760.47
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 121.425(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.7750(13)
_cell_length_b                   17.8029(15)
_cell_length_c                   14.1479(17)
_cell_measurement_temperature    293(2)
_cell_volume                     3175.6(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0424
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17689
_diffrn_reflns_theta_full        27.65
_diffrn_reflns_theta_max         27.65
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.551
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3648
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0448
_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)+(0.0584P)²+2.3254P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                2535
_reflns_number_total             3648
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b714923a.txt
_cod_data_source_block           '[FePy2]+[trimesic_acid]'
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        3175.6(5)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7051824
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.5000 0.32456(2) 0.2500 0.03771(16) Uani 1 2 d S . .
N1 N 0.38843(16) 0.02823(11) 0.09592(18) 0.0477(5) Uani 1 1 d . . .
H100 H 0.3966 -0.0259 0.0839 0.070(9) Uiso 1 1 d R . .
C1 C 0.35147(19) 0.29685(13) 0.2141(2) 0.0434(6) Uani 1 1 d . . .
H1 H 0.3357 0.2730 0.2622 0.050(7) Uiso 1 1 d R . .
C2 C 0.3579(2) 0.37540(14) 0.2030(2) 0.0519(7) Uani 1 1 d . . .
H2 H 0.3461 0.4121 0.2421 0.065(9) Uiso 1 1 d R . .
C3 C 0.3847(2) 0.38825(13) 0.1231(2) 0.0540(7) Uani 1 1 d . . .
H3 H 0.3939 0.4351 0.1003 0.061(8) Uiso 1 1 d R . .
C4 C 0.39553(19) 0.31854(12) 0.0831(2) 0.0445(6) Uani 1 1 d . . .
H4 H 0.4136 0.3114 0.0299 0.039(7) Uiso 1 1 d R . .
C5 C 0.37382(18) 0.26102(12) 0.13808(19) 0.0364(5) Uani 1 1 d . . .
C6 C 0.37753(17) 0.17995(12) 0.1229(2) 0.0345(5) Uani 1 1 d . . .
C7 C 0.3951(2) 0.15147(14) 0.0426(2) 0.0494(7) Uani 1 1 d . . .
H7 H 0.4037 0.1841 -0.0036 0.065(9) Uiso 1 1 d R . .
C8 C 0.3997(2) 0.07545(15) 0.0309(2) 0.0543(7) Uani 1 1 d . . .
H8 H 0.4109 0.0568 -0.0236 0.068(9) Uiso 1 1 d R . .
C9 C 0.36927(19) 0.05263(13) 0.1726(2) 0.0469(6) Uani 1 1 d . . .
H9 H 0.3599 0.0183 0.2164 0.060(8) Uiso 1 1 d R . .
C10 C 0.36320(18) 0.12807(13) 0.1874(2) 0.0404(6) Uani 1 1 d . . .
H10 H 0.3494 0.1447 0.2410 0.039(6) Uiso 1 1 d R . .
O1 O 0.20306(17) 0.04609(10) 0.31528(19) 0.0927(9) Uani 1 1 d . . .
O2 O 0.27342(14) 0.15722(9) 0.36850(16) 0.0591(6) Uani 1 1 d . . .
H200 H 0.3239 0.1338 0.4296 0.107(13) Uiso 1 1 d R . .
O3 O 0.08679(12) 0.38883(9) 0.20802(14) 0.0480(5) Uani 1 1 d . . .
O4 O -0.07220(12) 0.38710(8) 0.05777(13) 0.0415(4) Uani 1 1 d . . .
O5 O -0.23657(14) 0.15089(10) -0.11051(16) 0.0617(6) Uani 1 1 d . . .
H500 H -0.2900 0.1275 -0.1656 0.085(11) Uiso 1 1 d R . .
O6 O -0.15930(16) 0.04039(10) -0.05340(17) 0.0796(7) Uani 1 1 d . . .
C11 C 0.00907(17) 0.35427(12) 0.13383(18) 0.0330(5) Uani 1 1 d . . .
C12 C 0.01208(17) 0.26912(12) 0.13154(17) 0.0313(5) Uani 1 1 d . . .
C13 C -0.07250(17) 0.22802(12) 0.05020(18) 0.0339(5) Uani 1 1 d . . .
H13 H -0.1331 0.2530 -0.0034 0.038(6) Uiso 1 1 d R . .
C14 C -0.06823(17) 0.14996(12) 0.04739(18) 0.0348(5) Uani 1 1 d . . .
C15 C -0.15846(19) 0.10698(13) -0.0431(2) 0.0420(6) Uani 1 1 d . . .
C16 C 0.02031(18) 0.11211(12) 0.12817(19) 0.0377(5) Uani 1 1 d . . .
H16 H 0.0235 0.0600 0.1264 0.052(7) Uiso 1 1 d R . .
C17 C 0.10423(17) 0.15226(12) 0.21161(18) 0.0329(5) Uani 1 1 d . . .
C18 C 0.19695(18) 0.11160(12) 0.3028(2) 0.0388(5) Uani 1 1 d . . .
C19 C 0.10017(17) 0.23038(12) 0.21213(18) 0.0320(5) Uani 1 1 d . . .
H19 H 0.1576 0.2570 0.2675 0.029(6) Uiso 1 1 d R . .
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'
Fe Fe 0.3463 0.8444 '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'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
C1 Fe1 C1 151.99(13) . 2_655 ?
C1 Fe1 C4 110.00(10) . 2_655 ?
C1 Fe1 C4 68.44(10) 2_655 2_655 ?
C1 Fe1 C4 68.44(10) . . ?
C1 Fe1 C4 110.00(10) 2_655 . ?
C4 Fe1 C4 173.98(13) 2_655 . ?
C1 Fe1 C5 40.98(9) . . ?
C1 Fe1 C5 119.16(10) 2_655 . ?
C4 Fe1 C5 134.47(9) 2_655 . ?
C4 Fe1 C5 40.66(9) . . ?
C1 Fe1 C5 119.16(10) . 2_655 ?
C1 Fe1 C5 40.98(9) 2_655 2_655 ?
C4 Fe1 C5 40.66(9) 2_655 2_655 ?
C4 Fe1 C5 134.47(9) . 2_655 ?
C5 Fe1 C5 112.85(12) . 2_655 ?
C1 Fe1 C3 67.74(11) . . ?
C1 Fe1 C3 130.23(11) 2_655 . ?
C4 Fe1 C3 145.28(10) 2_655 . ?
C4 Fe1 C3 40.19(10) . . ?
C5 Fe1 C3 67.85(9) . . ?
C5 Fe1 C3 170.90(11) 2_655 . ?
C1 Fe1 C3 130.23(11) . 2_655 ?
C1 Fe1 C3 67.74(11) 2_655 2_655 ?
C4 Fe1 C3 40.19(10) 2_655 2_655 ?
C4 Fe1 C3 145.28(10) . 2_655 ?
C5 Fe1 C3 170.90(11) . 2_655 ?
C5 Fe1 C3 67.85(9) 2_655 2_655 ?
C3 Fe1 C3 113.01(14) . 2_655 ?
C1 Fe1 C2 40.49(10) . . ?
C1 Fe1 C2 166.88(10) 2_655 . ?
C4 Fe1 C2 115.25(11) 2_655 . ?
C4 Fe1 C2 67.65(11) . . ?
C5 Fe1 C2 68.13(9) . . ?
C5 Fe1 C2 149.31(11) 2_655 . ?
C3 Fe1 C2 39.78(11) . . ?
C3 Fe1 C2 106.38(10) 2_655 . ?
C1 Fe1 C2 166.88(10) . 2_655 ?
C1 Fe1 C2 40.49(10) 2_655 2_655 ?
C4 Fe1 C2 67.65(11) 2_655 2_655 ?
C4 Fe1 C2 115.25(11) . 2_655 ?
C5 Fe1 C2 149.31(11) . 2_655 ?
C5 Fe1 C2 68.13(10) 2_655 2_655 ?
C3 Fe1 C2 106.38(10) . 2_655 ?
C3 Fe1 C2 39.78(11) 2_655 2_655 ?
C2 Fe1 C2 127.69(14) . 2_655 ?
C8 N1 C9 121.3(2) . . ?
C8 N1 H100 115.3 . . ?
C9 N1 H100 123.4 . . ?
C2 C1 C5 107.6(2) . . ?
C2 C1 Fe1 70.31(14) . . ?
C5 C1 Fe1 69.78(13) . . ?
C2 C1 H1 126.2 . . ?
C5 C1 H1 126.3 . . ?
Fe1 C1 H1 125.2 . . ?
C3 C2 C1 108.4(2) . . ?
C3 C2 Fe1 70.17(15) . . ?
C1 C2 Fe1 69.20(14) . . ?
C3 C2 H2 125.8 . . ?
C1 C2 H2 125.8 . . ?
Fe1 C2 H2 126.4 . . ?
C2 C3 C4 108.7(2) . . ?
C2 C3 Fe1 70.04(15) . . ?
C4 C3 Fe1 69.40(14) . . ?
C2 C3 H3 125.6 . . ?
C4 C3 H3 125.7 . . ?
Fe1 C3 H3 126.4 . . ?
C3 C4 C5 108.1(2) . . ?
C3 C4 Fe1 70.41(15) . . ?
C5 C4 Fe1 69.83(14) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
Fe1 C4 H4 125.5 . . ?
C4 C5 C1 107.3(2) . . ?
C4 C5 C6 126.5(2) . . ?
C1 C5 C6 126.2(2) . . ?
C4 C5 Fe1 69.52(14) . . ?
C1 C5 Fe1 69.24(13) . . ?
C6 C5 Fe1 124.74(16) . . ?
C7 C6 C10 116.9(2) . . ?
C7 C6 C5 121.2(2) . . ?
C10 C6 C5 121.9(2) . . ?
C8 C7 C6 120.1(2) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 120.0 . . ?
N1 C8 C7 120.9(3) . . ?
N1 C8 H8 119.5 . . ?
C7 C8 H8 119.6 . . ?
N1 C9 C10 120.3(2) . . ?
N1 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C6 120.5(2) . . ?
C9 C10 H10 119.8 . . ?
C6 C10 H10 119.8 . . ?
C18 O2 H200 111.9 . . ?
C15 O5 H500 114.2 . . ?
O3 C11 O4 122.7(2) . . ?
O3 C11 C12 119.24(19) . . ?
O4 C11 C12 118.01(18) . . ?
C13 C12 C19 118.26(19) . . ?
C13 C12 C11 121.42(19) . . ?
C19 C12 C11 120.32(18) . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C16 C14 C13 120.0(2) . . ?
C16 C14 C15 119.8(2) . . ?
C13 C14 C15 120.2(2) . . ?
O6 C15 O5 123.8(2) . . ?
O6 C15 C14 124.2(2) . . ?
O5 C15 C14 112.0(2) . . ?
C14 C16 C17 119.6(2) . . ?
C14 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C19 C17 C16 119.90(19) . . ?
C19 C17 C18 120.21(19) . . ?
C16 C17 C18 119.85(19) . . ?
O1 C18 O2 122.7(2) . . ?
O1 C18 C17 125.1(2) . . ?
O2 C18 C17 112.18(19) . . ?
C12 C19 C17 121.14(19) . . ?
C12 C19 H19 119.5 . . ?
C17 C19 H19 119.4 . . ?
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 C1 2.038(2) . ?
Fe1 C1 2.038(2) 2_655 ?
Fe1 C4 2.042(3) 2_655 ?
Fe1 C4 2.042(3) . ?
Fe1 C5 2.046(2) . ?
Fe1 C5 2.046(2) 2_655 ?
Fe1 C3 2.055(3) . ?
Fe1 C3 2.055(3) 2_655 ?
Fe1 C2 2.053(2) . ?
Fe1 C2 2.053(2) 2_655 ?
N1 C8 1.319(3) . ?
N1 C9 1.329(3) . ?
N1 H100 0.9963 . ?
C1 C2 1.416(3) . ?
C1 C5 1.430(3) . ?
C1 H1 0.9299 . ?
C2 C3 1.398(4) . ?
C2 H2 0.9298 . ?
C3 C4 1.407(3) . ?
C3 H3 0.9299 . ?
C4 C5 1.420(3) . ?
C4 H4 0.9299 . ?
C5 C6 1.464(3) . ?
C6 C7 1.387(3) . ?
C6 C10 1.390(3) . ?
C7 C8 1.369(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9301 . ?
C9 C10 1.369(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
O1 C18 1.176(3) . ?
O2 C18 1.306(3) . ?
O2 H200 0.8973 . ?
O3 C11 1.242(2) . ?
O4 C11 1.263(2) . ?
O5 C15 1.306(3) . ?
O5 H500 0.8724 . ?
O6 C15 1.194(3) . ?
C11 C12 1.517(3) . ?
C12 C13 1.386(3) . ?
C12 C19 1.386(3) . ?
C13 C14 1.393(3) . ?
C13 H13 0.9300 . ?
C14 C16 1.383(3) . ?
C14 C15 1.491(3) . ?
C16 C17 1.384(3) . ?
C16 H16 0.9301 . ?
C17 C19 1.392(3) . ?
C17 C18 1.491(3) . ?
C19 H19 0.9300 . ?
