#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:19:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180072 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/18/7051823.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_7051823
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            'C28 H22 Fe N2 O4'
_chemical_formula_weight         506.33
_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                 121.29(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   27.395(18)
_cell_length_b                   8.934(7)
_cell_length_c                   21.507(15)
_cell_measurement_temperature    293(2)
_cell_volume                     4498(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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0587
_diffrn_reflns_av_sigmaI/netI    0.0449
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            22330
_diffrn_reflns_theta_full        25.79
_diffrn_reflns_theta_max         25.79
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         4283
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0550P)²+1.3068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1101
_reflns_number_gt                2924
_reflns_number_total             4283
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b714923a.txt
_cod_data_source_block           '[FePy2]+[terephthalic_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_sg_symbol_H-M      C2/c
_cod_database_code               7051823
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 0.156027(15) 0.55560(4) 0.19378(2) 0.04183(15) Uani 1 1 d . . .
N1 N -0.07529(11) 0.7667(3) 0.09022(16) 0.0641(8) Uani 1 1 d . . .
N2 N 0.03482(10) 1.0837(3) 0.16818(16) 0.0536(7) Uani 1 1 d . . .
C1 C 0.18680(11) 0.7333(3) 0.16531(19) 0.0476(7) Uani 1 1 d . . .
H1 H 0.1726 0.7684 0.1183 0.049(9) Uiso 1 1 d R . .
C2 C 0.22964(12) 0.6234(3) 0.2014(2) 0.0564(9) Uani 1 1 d . . .
H2 H 0.2485 0.5736 0.1819 0.082(12) Uiso 1 1 d R . .
C3 C 0.23895(12) 0.6020(3) 0.2712(2) 0.0591(9) Uani 1 1 d . . .
H3 H 0.2651 0.5356 0.3058 0.048(8) Uiso 1 1 d R . .
C4 C 0.20199(11) 0.6974(3) 0.28006(17) 0.0505(8) Uani 1 1 d . . .
H4 H 0.1996 0.7047 0.3215 0.045(8) Uiso 1 1 d R . .
C5 C 0.16934(11) 0.7809(3) 0.21430(15) 0.0412(7) Uani 1 1 d . . .
C6 C 0.12420(11) 0.8894(3) 0.19845(15) 0.0395(7) Uani 1 1 d . . .
C7 C 0.11016(13) 0.9250(3) 0.25008(18) 0.0558(8) Uani 1 1 d . . .
H7 H 0.1310 0.8841 0.2965 0.054(9) Uiso 1 1 d R . .
C8 C 0.06587(14) 1.0199(4) 0.23277(19) 0.0597(9) Uani 1 1 d . . .
H8 H 0.0569 1.0411 0.2680 0.088(12) Uiso 1 1 d R . .
C9 C 0.04965(13) 1.0557(3) 0.11971(19) 0.0569(8) Uani 1 1 d . . .
H9 H 0.0293 1.1029 0.0747 0.061(10) Uiso 1 1 d R . .
C10 C 0.09342(12) 0.9614(3) 0.13193(17) 0.0501(8) Uani 1 1 d . . .
H10 H 0.1023 0.9462 0.0961 0.058(9) Uiso 1 1 d R . .
C11 C 0.09208(12) 0.4623(3) 0.09992(18) 0.0485(8) Uani 1 1 d . . .
H11 H 0.0790 0.4992 0.0534 0.039(8) Uiso 1 1 d R . .
C12 C 0.13686(12) 0.3584(3) 0.13781(19) 0.0551(8) Uani 1 1 d . . .
H12 H 0.1579 0.3130 0.1203 0.066(10) Uiso 1 1 d R . .
C13 C 0.14450(12) 0.3352(3) 0.2069(2) 0.0565(9) Uani 1 1 d . . .
H13 H 0.1714 0.2718 0.2426 0.050(8) Uiso 1 1 d R . .
C14 C 0.10401(12) 0.4226(3) 0.21256(18) 0.0496(8) Uani 1 1 d . . .
H14 H 0.1002 0.4283 0.2530 0.042(8) Uiso 1 1 d R . .
C15 C 0.07060(11) 0.5010(3) 0.14567(16) 0.0421(7) Uani 1 1 d . . .
C16 C 0.02144(11) 0.5964(3) 0.12636(16) 0.0447(7) Uani 1 1 d . . .
C17 C -0.00562(14) 0.5867(4) 0.1651(2) 0.0667(10) Uani 1 1 d . . .
H17 H 0.0080 0.5213 0.2043 0.096(13) Uiso 1 1 d R . .
C18 C -0.05315(15) 0.6726(5) 0.1457(2) 0.0800(12) Uani 1 1 d . . .
H18 H -0.0705 0.6647 0.1729 0.110(15) Uiso 1 1 d R . .
C19 C -0.04989(13) 0.7752(4) 0.05217(19) 0.0613(9) Uani 1 1 d . . .
H19 H -0.0653 0.8395 0.0124 0.082(12) Uiso 1 1 d R . .
C20 C -0.00172(12) 0.6939(3) 0.06806(17) 0.0529(8) Uani 1 1 d . . .
H20 H 0.0147 0.7048 0.0398 0.054(9) Uiso 1 1 d R . .
O1 O 0.32094(11) 0.5297(4) 0.45644(14) 0.0944(9) Uani 1 1 d . . .
O2 O 0.32809(10) 0.6106(3) 0.55800(13) 0.0796(8) Uani 1 1 d . . .
H200 H 0.3610 0.6555 0.5642 0.108(14) Uiso 1 1 d R . .
O3 O 0.07098(10) 0.2776(3) 0.46997(14) 0.0813(8) Uani 1 1 d . . .
O4 O 0.05795(9) 0.2198(3) 0.36181(13) 0.0698(7) Uani 1 1 d . . .
H400 H 0.0208 0.1688 0.3536 0.153(18) Uiso 1 1 d R . .
C21 C 0.08703(13) 0.2767(4) 0.4269(2) 0.0569(8) Uani 1 1 d . . .
C22 C 0.14246(12) 0.3460(3) 0.44392(16) 0.0495(8) Uani 1 1 d . . .
C23 C 0.17037(13) 0.4423(4) 0.50212(18) 0.0606(9) Uani 1 1 d . . .
H23 H 0.1547 0.4633 0.5306 0.065(10) Uiso 1 1 d R . .
C24 C 0.22150(14) 0.5073(4) 0.51838(18) 0.0619(9) Uani 1 1 d . . .
H24 H 0.2397 0.5735 0.5573 0.057(9) Uiso 1 1 d R . .
C25 C 0.24583(13) 0.4760(4) 0.47784(17) 0.0529(8) Uani 1 1 d . . .
C26 C 0.30190(14) 0.5415(4) 0.49536(19) 0.0605(9) Uani 1 1 d . . .
C27 C 0.21791(13) 0.3799(4) 0.41924(18) 0.0591(9) Uani 1 1 d . . .
H27 H 0.2336 0.3591 0.3909 0.064(10) Uiso 1 1 d R . .
C28 C 0.16657(13) 0.3153(4) 0.40252(17) 0.0565(8) Uani 1 1 d . . .
H28 H 0.1482 0.2502 0.3632 0.065(10) 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
C2 Fe1 C13 119.76(12) . . ?
C2 Fe1 C1 40.70(11) . . ?
C13 Fe1 C1 156.07(12) . . ?
C2 Fe1 C3 40.22(13) . . ?
C13 Fe1 C3 105.65(13) . . ?
C1 Fe1 C3 68.17(14) . . ?
C2 Fe1 C11 120.53(14) . . ?
C13 Fe1 C11 68.10(13) . . ?
C1 Fe1 C11 107.34(14) . . ?
C3 Fe1 C11 155.33(13) . . ?
C2 Fe1 C12 104.20(13) . . ?
C13 Fe1 C12 40.27(13) . . ?
C1 Fe1 C12 121.04(14) . . ?
C3 Fe1 C12 119.47(12) . . ?
C11 Fe1 C12 40.44(11) . . ?
C2 Fe1 C4 68.01(14) . . ?
C13 Fe1 C4 122.55(14) . . ?
C1 Fe1 C4 68.58(14) . . ?
C3 Fe1 C4 40.28(12) . . ?
C11 Fe1 C4 162.83(11) . . ?
C12 Fe1 C4 156.21(12) . . ?
C2 Fe1 C14 156.98(12) . . ?
C13 Fe1 C14 40.42(11) . . ?
C1 Fe1 C14 161.85(11) . . ?
C3 Fe1 C14 123.30(15) . . ?
C11 Fe1 C14 68.33(14) . . ?
C12 Fe1 C14 67.90(14) . . ?
C4 Fe1 C14 110.04(14) . . ?
C2 Fe1 C5 68.40(12) . . ?
C13 Fe1 C5 160.26(14) . . ?
C1 Fe1 C5 40.93(11) . . ?
C3 Fe1 C5 68.14(12) . . ?
C11 Fe1 C5 125.36(12) . . ?
C12 Fe1 C5 159.27(13) . . ?
C4 Fe1 C5 40.77(11) . . ?
C14 Fe1 C5 126.17(12) . . ?
C2 Fe1 C15 158.50(13) . . ?
C13 Fe1 C15 67.94(11) . . ?
C1 Fe1 C15 124.88(12) . . ?
C3 Fe1 C15 161.15(14) . . ?
C11 Fe1 C15 40.65(11) . . ?
C12 Fe1 C15 67.89(12) . . ?
C4 Fe1 C15 127.03(12) . . ?
C14 Fe1 C15 40.50(12) . . ?
C5 Fe1 C15 111.58(11) . . ?
C19 N1 C18 116.9(3) . . ?
C8 N2 C9 116.9(3) . . ?
C2 C1 C5 107.6(3) . . ?
C2 C1 Fe1 69.42(18) . . ?
C5 C1 Fe1 70.16(16) . . ?
C2 C1 H1 126.1 . . ?
C5 C1 H1 126.3 . . ?
Fe1 C1 H1 125.9 . . ?
C3 C2 C1 108.7(3) . . ?
C3 C2 Fe1 70.43(18) . . ?
C1 C2 Fe1 69.88(16) . . ?
C3 C2 H2 125.7 . . ?
C1 C2 H2 125.7 . . ?
Fe1 C2 H2 125.7 . . ?
C4 C3 C2 108.6(3) . . ?
C4 C3 Fe1 70.15(17) . . ?
C2 C3 Fe1 69.35(18) . . ?
C4 C3 H3 126.0 . . ?
C2 C3 H3 125.4 . . ?
Fe1 C3 H3 126.3 . . ?
C3 C4 C5 107.8(3) . . ?
C3 C4 Fe1 69.57(18) . . ?
C5 C4 Fe1 69.65(17) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 126.3 . . ?
Fe1 C4 H4 126.5 . . ?
C4 C5 C1 107.3(3) . . ?
C4 C5 C6 126.5(3) . . ?
C1 C5 C6 126.2(3) . . ?
C4 C5 Fe1 69.58(16) . . ?
C1 C5 Fe1 68.91(16) . . ?
C6 C5 Fe1 124.38(18) . . ?
C10 C6 C7 116.5(3) . . ?
C10 C6 C5 122.4(3) . . ?
C7 C6 C5 121.1(3) . . ?
C8 C7 C6 120.1(3) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 119.9 . . ?
N2 C8 C7 123.4(3) . . ?
N2 C8 H8 118.1 . . ?
C7 C8 H8 118.6 . . ?
N2 C9 C10 124.0(3) . . ?
N2 C9 H9 118.0 . . ?
C10 C9 H9 118.0 . . ?
C9 C10 C6 119.0(3) . . ?
C9 C10 H10 120.5 . . ?
C6 C10 H10 120.5 . . ?
C12 C11 C15 107.9(3) . . ?
C12 C11 Fe1 69.85(18) . . ?
C15 C11 Fe1 70.64(17) . . ?
C12 C11 H11 126.0 . . ?
C15 C11 H11 126.1 . . ?
Fe1 C11 H11 124.8 . . ?
C13 C12 C11 108.4(3) . . ?
C13 C12 Fe1 69.64(18) . . ?
C11 C12 Fe1 69.72(17) . . ?
C13 C12 H12 125.6 . . ?
C11 C12 H12 126.1 . . ?
Fe1 C12 H12 126.3 . . ?
C12 C13 C14 108.5(3) . . ?
C12 C13 Fe1 70.09(17) . . ?
C14 C13 Fe1 70.31(17) . . ?
C12 C13 H13 125.6 . . ?
C14 C13 H13 125.8 . . ?
Fe1 C13 H13 126.2 . . ?
C13 C14 C15 107.8(3) . . ?
C13 C14 Fe1 69.27(18) . . ?
C15 C14 Fe1 70.35(16) . . ?
C13 C14 H14 125.8 . . ?
C15 C14 H14 126.3 . . ?
Fe1 C14 H14 125.4 . . ?
C14 C15 C11 107.3(3) . . ?
C14 C15 C16 126.0(3) . . ?
C11 C15 C16 126.5(3) . . ?
C14 C15 Fe1 69.15(16) . . ?
C11 C15 Fe1 68.71(16) . . ?
C16 C15 Fe1 130.0(2) . . ?
C17 C16 C20 116.8(3) . . ?
C17 C16 C15 119.9(3) . . ?
C20 C16 C15 123.2(3) . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 119.8 . . ?
N1 C18 C17 123.2(4) . . ?
N1 C18 H18 118.2 . . ?
C17 C18 H18 118.6 . . ?
N1 C19 C20 123.9(3) . . ?
N1 C19 H19 118.0 . . ?
C20 C19 H19 118.1 . . ?
C19 C20 C16 119.0(3) . . ?
C19 C20 H20 120.4 . . ?
C16 C20 H20 120.6 . . ?
C26 O2 H200 108.8 . . ?
C21 O4 H400 110.5 . . ?
O3 C21 O4 124.2(3) . . ?
O3 C21 C22 122.2(3) . . ?
O4 C21 C22 113.6(3) . . ?
C23 C22 C28 118.9(3) . . ?
C23 C22 C21 119.6(3) . . ?
C28 C22 C21 121.5(3) . . ?
C22 C23 C24 120.2(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 121.1(3) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C27 119.0(3) . . ?
C24 C25 C26 122.2(3) . . ?
C27 C25 C26 118.8(3) . . ?
O1 C26 O2 123.8(3) . . ?
O1 C26 C25 123.5(3) . . ?
O2 C26 C25 112.7(3) . . ?
C28 C27 C25 120.2(3) . . ?
C28 C27 H27 120.0 . . ?
C25 C27 H27 119.8 . . ?
C27 C28 C22 120.7(3) . . ?
C27 C28 H28 119.6 . . ?
C22 C28 H28 119.8 . . ?
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 C2 2.030(3) . ?
Fe1 C13 2.037(3) . ?
Fe1 C1 2.035(3) . ?
Fe1 C3 2.043(3) . ?
Fe1 C11 2.041(3) . ?
Fe1 C12 2.043(3) . ?
Fe1 C4 2.051(3) . ?
Fe1 C14 2.051(3) . ?
Fe1 C5 2.052(3) . ?
Fe1 C15 2.067(3) . ?
N1 C19 1.323(4) . ?
N1 C18 1.321(4) . ?
N2 C8 1.323(4) . ?
N2 C9 1.325(4) . ?
C1 C2 1.414(4) . ?
C1 C5 1.429(4) . ?
C1 H1 0.9299 . ?
C2 C3 1.400(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.410(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.429(4) . ?
C4 H4 0.9301 . ?
C5 C6 1.465(4) . ?
C6 C10 1.385(4) . ?
C6 C7 1.388(4) . ?
C7 C8 1.364(4) . ?
C7 H7 0.9299 . ?
C8 H8 0.9299 . ?
C9 C10 1.374(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.411(4) . ?
C11 C15 1.427(4) . ?
C11 H11 0.9299 . ?
C12 C13 1.404(5) . ?
C12 H12 0.9302 . ?
C13 C14 1.412(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.425(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.460(4) . ?
C16 C17 1.376(4) . ?
C16 C20 1.381(4) . ?
C17 C18 1.376(4) . ?
C17 H17 0.9299 . ?
C18 H18 0.9298 . ?
C19 C20 1.384(4) . ?
C19 H19 0.9300 . ?
C20 H20 0.9301 . ?
O1 C26 1.199(4) . ?
O2 C26 1.306(4) . ?
O2 H200 0.9313 . ?
O3 C21 1.214(4) . ?
O4 C21 1.302(4) . ?
O4 H400 1.0443 . ?
C21 C22 1.499(4) . ?
C22 C23 1.377(4) . ?
C22 C28 1.384(4) . ?
C23 C24 1.383(4) . ?
C23 H23 0.9301 . ?
C24 C25 1.373(4) . ?
C24 H24 0.9301 . ?
C25 C27 1.382(4) . ?
C25 C26 1.498(4) . ?
C27 C28 1.384(4) . ?
C27 H27 0.9302 . ?
C28 H28 0.9299 . ?
