#------------------------------------------------------------------------------
#$Date: 2018-08-16 04:29:15 +0300 (Thu, 16 Aug 2018) $
#$Revision: 209773 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/24/7112451.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_7112451
loop_
_publ_author_name
'Prodius, Denis'
'Macaev, Fliur'
'Stingaci, Eugenia'
'Pogrebnoi, Vsevolod'
'Mereacre, Valeriu'
'Novitchi, Ghenadie'
'Kostakis, George E.'
'Anson, Christopher E.'
'Powell, Annie K.'
_publ_section_title
;
 Catalytic "triangles": binding of iron in task-specific ionic liquids
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   19
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              1915
_journal_page_last               1917
_journal_paper_doi               10.1039/c2cc36741f
_journal_volume                  49
_journal_year                    2013
_chemical_formula_moiety
'(C36 H54 Fe3 N12 O16), 3(Cl4 Fe), 4(Cl), 7(H2 O)'
_chemical_formula_sum            'C36 H68 Cl16 Fe6 N12 O23'
_chemical_formula_weight         1939.32
_space_group_IT_number           190
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P -6c -2c'
_symmetry_space_group_name_H-M   'P -6 2 c'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   13.3201(6)
_cell_length_b                   13.3201(6)
_cell_length_c                   24.7380(13)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.56
_cell_measurement_theta_min      1.95
_cell_volume                     3801.1(3)
_computing_cell_refinement       'IPDS 2.92 (Stoe & Cie GmbH, 1999)'
_computing_data_collection       'IPDS 2.92 (Stoe & Cie GmbH, 1999)'
_computing_data_reduction        'IPDS 2.92 (Stoe & Cie GmbH, 1999)'
_computing_molecular_graphics    'Diamond 2.1 (Crystal Impact, 1998)'
_computing_publication_material  'SHELXTL 6.14 (BrukerAXS Inc., 2003)'
_computing_structure_refinement  'SHELXTL 6.14 (BrukerAXS Inc., 2003)'
_computing_structure_solution    'SHELXTL 6.14 (BrukerAXS Inc., 2003)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 6.667
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       'area detector'
_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  0.0869
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            29754
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         26.09
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    1.748
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
XPREP in SHELXTL 6.14 (BrukerAXS Inc., 2003)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1960
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.289
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2588
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0457
_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)+(0.0783P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1226
_reflns_number_gt                2153
_reflns_number_total             2588
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7108891
_cod_data_source_file            c2cc36741f.txt
_cod_data_source_block           13acpyw
_cod_database_code               7112451
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x, y, -z+1/2'
'-y, x-y, -z+1/2'
'-x+y, -x, -z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, z+1/2'
'x-y, -y, z+1/2'
'-x, -x+y, 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 0.09987(7) 0.16432(7) 0.2500 0.0258(2) Uani 1 2 d S . .
O1 O 0.0000 0.0000 0.2500 0.0272(15) Uani 1 6 d S . .
O2 O 0.2048(3) 0.1634(3) 0.30759(16) 0.0352(8) Uani 1 1 d . . .
O3 O 0.1857(3) -0.0132(3) 0.30776(15) 0.0341(8) Uani 1 1 d . . .
C1 C 0.2282(4) 0.0883(4) 0.3237(2) 0.0297(10) Uani 1 1 d . . .
C2 C 0.3191(5) 0.1305(5) 0.3670(2) 0.0431(13) Uani 1 1 d . . .
H2A H 0.3881 0.1984 0.3537 0.052 Uiso 1 1 calc R . .
H2B H 0.2913 0.1545 0.3979 0.052 Uiso 1 1 calc R . .
N1 N 0.3507(4) 0.0465(4) 0.38492(19) 0.0427(11) Uani 1 1 d . . .
C3 C 0.4416(5) 0.0431(5) 0.3677(3) 0.0452(14) Uani 1 1 d . . .
H3A H 0.4944 0.0930 0.3422 0.054 Uiso 1 1 calc R . .
N2 N 0.4464(4) -0.0435(4) 0.3924(2) 0.0483(13) Uani 1 1 d . . .
C4 C 0.3534(7) -0.0980(7) 0.4256(3) 0.0658(19) Uani 1 1 d . . .
H4A H 0.3347 -0.1618 0.4474 0.079 Uiso 1 1 calc R . .
C5 C 0.2930(7) -0.0413(7) 0.4208(3) 0.0665(19) Uani 1 1 d . . .
H5A H 0.2247 -0.0591 0.4388 0.080 Uiso 1 1 calc R . .
C6 C 0.5391(7) -0.0717(7) 0.3858(4) 0.072(2) Uani 1 1 d . . .
H6A H 0.5944 -0.0201 0.3598 0.108 Uiso 1 1 calc R . .
H6B H 0.5064 -0.1502 0.3734 0.108 Uiso 1 1 calc R . .
H6C H 0.5770 -0.0633 0.4199 0.108 Uiso 1 1 calc R . .
O4 O 0.2112(4) 0.3397(4) 0.2500 0.0463(14) Uani 1 2 d SD . .
H41 H 0.288(5) 0.367(9) 0.256(10) 0.069 Uiso 0.50 1 d PD . .
H42 H 0.187(9) 0.392(7) 0.2500 0.069 Uiso 1 2 d SD . .
O5 O 0.1667(7) 0.5086(7) 0.2500 0.098(4) Uani 1 2 d SD . .
H51 H 0.097(8) 0.510(15) 0.2500 0.147 Uiso 1 2 d SD . .
H52 H 0.208(13) 0.554(18) 0.280(6) 0.147 Uiso 0.50 1 d PD A -1
O6 O 0.4299(8) 0.1645(7) 0.2500 0.074(2) Uani 1 2 d SD . .
H61 H 0.477(7) 0.230(5) 0.2787(10) 0.112 Uiso 1 1 d D . .
Fe2 Fe 0.6667 0.3333 0.44040(5) 0.0421(3) Uani 1 3 d S . .
Cl1 Cl 0.6667 0.3333 0.35269(10) 0.0528(6) Uani 1 3 d S . .
Cl2 Cl 0.50470(13) 0.31716(14) 0.47034(6) 0.0543(4) Uani 1 1 d . . .
Fe3 Fe 0.0000 0.0000 0.5000 0.0484(5) Uani 1 6 d S . .
Cl3 Cl 0.0000 0.0000 0.40595(19) 0.0585(13) Uani 0.50 3 d SP . .
Cl4 Cl 0.1624(7) 0.1594(6) 0.5134(3) 0.102(3) Uani 0.50 1 d P . .
Cl11 Cl 0.4696(2) 0.4145(2) 0.2500 0.0659(7) Uani 1 2 d S . .
Cl12 Cl 0.3333 0.6667 0.3425(6) 0.088(4) Uani 0.50 3 d SPU B 1
O12 O 0.3333 0.6667 0.324(2) 0.095(6) Uani 0.50 3 d SPU C 2
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'
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 Fe1 O2 94.68(10) . .
O1 Fe1 O2 94.68(10) . 4
O2 Fe1 O2 90.9(2) . 4
O1 Fe1 O3 96.36(10) . 5
O2 Fe1 O3 168.94(14) . 5
O2 Fe1 O3 88.75(14) 4 5
O1 Fe1 O3 96.36(10) . 2
O2 Fe1 O3 88.75(14) . 2
O2 Fe1 O3 168.94(14) 4 2
O3 Fe1 O3 89.5(2) 5 2
O1 Fe1 O4 178.25(16) . .
O2 Fe1 O4 84.10(15) . .
O2 Fe1 O4 84.10(15) 4 .
O3 Fe1 O4 84.87(15) 5 .
O3 Fe1 O4 84.87(15) 2 .
Fe1 O1 Fe1 120.0 2 3
Fe1 O1 Fe1 120.0 2 .
Fe1 O1 Fe1 120.0 3 .
C1 O2 Fe1 133.2(3) . .
C1 O3 Fe1 130.1(3) . 3
O3 C1 O2 127.5(5) . .
O3 C1 C2 118.6(4) . .
O2 C1 C2 113.9(4) . .
N1 C2 C1 114.9(4) . .
N1 C2 H2A 108.5 . .
C1 C2 H2A 108.5 . .
N1 C2 H2B 108.5 . .
C1 C2 H2B 108.5 . .
H2A C2 H2B 107.5 . .
C3 N1 C5 108.6(5) . .
C3 N1 C2 124.0(5) . .
C5 N1 C2 127.4(6) . .
N1 C3 N2 109.0(6) . .
N1 C3 H3A 125.5 . .
N2 C3 H3A 125.5 . .
C3 N2 C4 108.3(5) . .
C3 N2 C6 125.4(6) . .
C4 N2 C6 126.2(6) . .
N2 C4 C5 106.6(6) . .
N2 C4 H4A 126.7 . .
C5 C4 H4A 126.7 . .
C4 C5 N1 107.4(7) . .
C4 C5 H5A 126.3 . .
N1 C5 H5A 126.3 . .
N2 C6 H6A 109.5 . .
N2 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
N2 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
Fe1 O4 H41 119(7) . .
Fe1 O4 H42 123(7) . .
H41 O4 H42 117(10) . .
H51 O5 H52 105(6) . .
H61 O6 H61 85(5) 4 .
Cl1 Fe2 Cl2 109.79(5) . 3_665
Cl1 Fe2 Cl2 109.79(5) . 2_655
Cl2 Fe2 Cl2 109.15(5) 3_665 2_655
Cl1 Fe2 Cl2 109.79(5) . .
Cl2 Fe2 Cl2 109.15(5) 3_665 .
Cl2 Fe2 Cl2 109.15(5) 2_655 .
Cl4 Fe3 Cl4 117.71(11) . 2
Cl4 Fe3 Cl4 117.71(11) . 3
Cl4 Fe3 Cl4 117.71(11) 2 3
Cl4 Fe3 Cl3 98.8(2) . .
Cl4 Fe3 Cl3 98.8(2) 2 .
Cl4 Fe3 Cl3 98.8(2) 3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 1.9101(8) .
Fe1 O2 2.000(4) .
Fe1 O2 2.000(4) 4
Fe1 O3 2.029(3) 5
Fe1 O3 2.029(3) 2
Fe1 O4 2.048(5) .
O1 Fe1 1.9101(8) 2
O1 Fe1 1.9101(8) 3
O2 C1 1.253(6) .
O3 C1 1.241(6) .
O3 Fe1 2.029(3) 3
C1 C2 1.499(7) .
C2 N1 1.449(7) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
N1 C3 1.305(8) .
N1 C5 1.359(9) .
C3 N2 1.336(7) .
C3 H3A 0.9300 .
N2 C4 1.355(10) .
N2 C6 1.469(9) .
C4 C5 1.356(10) .
C4 H4A 0.9300 .
C5 H5A 0.9300 .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
O4 H41 0.90(4) .
O4 H42 0.90(4) .
O5 H51 0.94(4) .
O5 H52 0.95(4) .
O6 H61 1.06(4) 4
O6 H61 1.06(4) .
Fe2 Cl1 2.170(3) .
Fe2 Cl2 2.1874(16) 3_665
Fe2 Cl2 2.1874(15) 2_655
Fe2 Cl2 2.1874(16) .
Fe3 Cl4 2.169(4) .
Fe3 Cl4 2.169(4) 2
Fe3 Cl4 2.169(4) 3
Fe3 Cl3 2.327(5) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H41 Cl11 0.90(4) 2.18(6) 3.067(6) 166(20) .
O4 H42 O5 0.90(4) 1.71(4) 2.596(9) 170(11) .
O5 H51 Cl11 0.94(4) 2.18(4) 3.111(9) 175(15) 3_565
O5 H52 Cl12 0.95(4) 2.21(5) 3.150(12) 170(15) .
O6 H61 Cl1 1.06(4) 2.85(6) 3.790(7) 148(7) .
