#------------------------------------------------------------------------------
#$Date: 2017-05-04 09:40:12 +0300 (Thu, 04 May 2017) $
#$Revision: 195962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/57/4345783.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_4345783
loop_
_publ_author_name
'Clares, M. Paz'
'Acosta-Rueda, Laura'
'Castillo, Carmen E.'
'Blasco, Salvador'
'Jiménez, Hermas R'
'García-España, Enrique'
'Basallote, Manuel G.'
_publ_section_title
;
 Iron(II) Complexes with Scorpiand-Like Macrocyclic Polyamines:
 Kinetico-Mechanistic Aspects of Complex Formation and Oxidative
 Dehydrogenation of Coordinated Amines.
;
_journal_issue                   8
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4400
_journal_page_last               4412
_journal_paper_doi               10.1021/acs.inorgchem.6b03070
_journal_volume                  56
_journal_year                    2017
_chemical_formula_moiety         'C19 H26 Fe N6, 2(Cl O4)'
_chemical_formula_sum            'C19 H26 Cl2 Fe N6 O8'
_chemical_formula_weight         593.21
_chemical_name_common            '[Fe(pytren-2pyH-1)](ClO4)2'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-06-26
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.5602(3)
_cell_length_b                   8.8480(2)
_cell_length_c                   18.2092(4)
_cell_measurement_reflns_used    3244
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     2506.98(9)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5550
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    0.871
_exptl_absorpt_correction_T_max  0.9065
_exptl_absorpt_correction_T_min  0.7394
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'scalepack (Otwinowski & Minor 1997)'
_exptl_crystal_colour            'dark violet'
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'shaped leaves'
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.932
_refine_diff_density_min         -0.764
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3053
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0824
_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)+(0.1886P)²+2.1874P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2639
_refine_ls_wR_factor_ref         0.2841
_reflns_number_gt                2382
_reflns_number_total             3053
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b03070_si_002.cif
_cod_data_source_block           fepytren2py
_cod_database_code               4345783
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
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 0.24434(4) 0.7500 0.37503(4) 0.0504(4) Uani 1 2 d S
N1 N 0.1252(3) 0.7500 0.4014(2) 0.0489(10) Uani 1 2 d S
N2 N 0.2217(3) 0.5220(5) 0.3674(2) 0.0664(10) Uani 1 1 d .
H2 H 0.2662 0.4719 0.3887 0.080 Uiso 1 1 calc R
N3 N 0.2269(4) 0.7500 0.2645(3) 0.0602(12) Uani 1 2 d S
N4 N 0.3609(4) 0.7500 0.3519(3) 0.0830(19) Uani 1 2 d S
N5 N 0.2892(3) 0.7500 0.4760(3) 0.0644(13) Uani 1 2 d S
C1 C 0.1419(3) 0.4857(5) 0.4081(3) 0.0728(12) Uani 1 1 d .
H1A H 0.1562 0.4569 0.4580 0.087 Uiso 1 1 calc R
H1B H 0.1134 0.4007 0.3848 0.087 Uiso 1 1 calc R
C2 C 0.2187(4) 0.4808(7) 0.2878(3) 0.0869(15) Uani 1 1 d .
H2A H 0.1847 0.3899 0.2810 0.104 Uiso 1 1 calc R
H2B H 0.2763 0.4619 0.2696 0.104 Uiso 1 1 calc R
C3 C 0.1785(4) 0.6112(5) 0.2463(3) 0.0722(13) Uani 1 1 d .
H3A H 0.1810 0.5923 0.1938 0.087 Uiso 1 1 calc R
H3B H 0.1187 0.6225 0.2603 0.087 Uiso 1 1 calc R
C4 C 0.0824(3) 0.6190(5) 0.4094(2) 0.0566(9) Uani 1 1 d .
C5 C -0.0046(3) 0.6152(7) 0.4213(2) 0.0701(13) Uani 1 1 d .
H5 H -0.0337 0.5238 0.4254 0.084 Uiso 1 1 calc R
C6 C -0.0473(4) 0.7500 0.4269(3) 0.078(2) Uani 1 2 d S
H6 H -0.1064 0.7500 0.4346 0.094 Uiso 1 2 calc SR
C7 C 0.3123(5) 0.7500 0.2263(4) 0.089(3) Uani 1 2 d S
H7A H 0.3153 0.6616 0.1949 0.107 Uiso 0.50 1 calc PR
H7B H 0.3153 0.8384 0.1949 0.107 Uiso 0.50 1 calc PR
C8 C 0.3883(6) 0.7500 0.2752(5) 0.104(3) Uani 1 2 d S
H8A H 0.4231 0.6612 0.2655 0.125 Uiso 0.50 1 calc PR
H8B H 0.4231 0.8388 0.2655 0.125 Uiso 0.50 1 calc PR
C9 C 0.4144(5) 0.7500 0.4047(6) 0.125(4) Uani 1 2 d S
H9 H 0.4736 0.7500 0.3976 0.150 Uiso 1 2 calc SR
C10 C 0.3742(5) 0.7500 0.4787(5) 0.094(3) Uani 1 2 d S
C11 C 0.4203(7) 0.7500 0.5440(6) 0.120(4) Uani 1 2 d S
H11 H 0.4800 0.7500 0.5440 0.144 Uiso 1 2 calc SR
C12 C 0.3738(7) 0.7500 0.6102(5) 0.122(4) Uani 1 2 d S
H12 H 0.4023 0.7500 0.6550 0.147 Uiso 1 2 calc SR
C13 C 0.2873(7) 0.7500 0.6077(4) 0.088(2) Uani 1 2 d S
H13 H 0.2555 0.7500 0.6510 0.105 Uiso 1 2 calc SR
C14 C 0.2458(4) 0.7500 0.5404(4) 0.0653(17) Uani 1 2 d S
H14 H 0.1860 0.7500 0.5394 0.078 Uiso 1 2 calc SR
Cl1 Cl 0.18389(12) 0.7500 0.02181(11) 0.0819(6) Uani 1 2 d S
O11 O 0.2392(5) 0.6329(12) 0.0486(4) 0.176(4) Uani 1 1 d .
O12 O 0.1143(5) 0.7500 0.0657(6) 0.191(6) Uani 1 2 d S
O13 O 0.1830(7) 0.7500 -0.0545(5) 0.174(5) Uani 1 2 d S
Cl2 Cl 0.45207(12) 0.2500 0.20990(16) 0.0972(7) Uani 1 2 d S
O21 O 0.4988(10) 0.1366(16) 0.2321(6) 0.319(9) Uani 1 1 d .
O22 O 0.3821(10) 0.2500 0.2482(13) 0.298(10) Uani 1 2 d S
O23 O 0.4445(8) 0.2500 0.1287(6) 0.163(4) Uani 1 2 d S
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'
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'
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
N4 Fe1 N1 178.5(2) . .
N4 Fe1 N5 82.3(3) . .
N1 Fe1 N5 96.3(2) . .
N4 Fe1 N3 84.6(3) . .
N1 Fe1 N3 96.9(2) . .
N5 Fe1 N3 166.9(2) . .
N4 Fe1 N2 98.75(12) . .
N1 Fe1 N2 81.41(12) . .
N5 Fe1 N2 97.15(11) . .
N3 Fe1 N2 84.82(11) . .
N4 Fe1 N2 98.75(12) . 8_575
N1 Fe1 N2 81.41(12) . 8_575
N5 Fe1 N2 97.15(11) . 8_575
N3 Fe1 N2 84.82(11) . 8_575
N2 Fe1 N2 158.7(3) . 8_575
C4 N1 C4 119.0(5) 8_575 .
C4 N1 Fe1 120.5(2) 8_575 .
C4 N1 Fe1 120.5(2) . .
C1 N2 C2 114.0(5) . .
C1 N2 Fe1 108.9(3) . .
C2 N2 Fe1 108.1(3) . .
C1 N2 H2 108.6 . .
C2 N2 H2 108.6 . .
Fe1 N2 H2 108.6 . .
C3 N3 C3 112.3(6) . 8_575
C3 N3 C7 110.3(3) . .
C3 N3 C7 110.3(3) 8_575 .
C3 N3 Fe1 106.9(3) . .
C3 N3 Fe1 106.9(3) 8_575 .
C7 N3 Fe1 110.0(5) . .
C9 N4 C8 122.1(7) . .
C9 N4 Fe1 117.8(6) . .
C8 N4 Fe1 120.1(5) . .
C10 N5 C14 117.8(6) . .
C10 N5 Fe1 112.9(5) . .
C14 N5 Fe1 129.2(4) . .
N2 C1 C4 110.8(4) . .
N2 C1 H1A 109.5 . .
C4 C1 H1A 109.5 . .
N2 C1 H1B 109.5 . .
C4 C1 H1B 109.5 . .
H1A C1 H1B 108.1 . .
N2 C2 C3 108.1(4) . .
N2 C2 H2A 110.1 . .
C3 C2 H2A 110.1 . .
N2 C2 H2B 110.1 . .
C3 C2 H2B 110.1 . .
H2A C2 H2B 108.4 . .
N3 C3 C2 108.1(5) . .
N3 C3 H3A 110.1 . .
C2 C3 H3A 110.1 . .
N3 C3 H3B 110.1 . .
C2 C3 H3B 110.1 . .
H3A C3 H3B 108.4 . .
N1 C4 C5 121.8(4) . .
N1 C4 C1 111.7(4) . .
C5 C4 C1 126.3(4) . .
C6 C5 C4 118.0(5) . .
C6 C5 H5 121.0 . .
C4 C5 H5 121.0 . .
C5 C6 C5 121.1(6) . 8_575
C5 C6 H6 119.4 . .
C5 C6 H6 119.4 8_575 .
C8 C7 N3 115.4(6) . .
C8 C7 H7A 108.4 . .
N3 C7 H7A 108.4 . .
C8 C7 H7B 108.4 . .
N3 C7 H7B 108.4 . .
H7A C7 H7B 107.5 . .
N4 C8 C7 109.9(6) . .
N4 C8 H8A 109.7 . .
C7 C8 H8A 109.7 . .
N4 C8 H8B 109.7 . .
C7 C8 H8B 109.7 . .
H8A C8 H8B 108.2 . .
N4 C9 C10 114.2(7) . .
N4 C9 H9 122.9 . .
C10 C9 H9 122.9 . .
N5 C10 C11 123.2(9) . .
N5 C10 C9 112.8(7) . .
C11 C10 C9 124.1(8) . .
C10 C11 C12 117.9(9) . .
C10 C11 H11 121.0 . .
C12 C11 H11 121.0 . .
C13 C12 C11 119.1(8) . .
C13 C12 H12 120.5 . .
C11 C12 H12 120.5 . .
C12 C13 C14 119.7(9) . .
C12 C13 H13 120.2 . .
C14 C13 H13 120.2 . .
N5 C14 C13 122.3(7) . .
N5 C14 H14 118.9 . .
C13 C14 H14 118.9 . .
O12 Cl1 O13 125.8(7) . .
O12 Cl1 O11 106.3(5) . .
O13 Cl1 O11 110.3(5) . .
O12 Cl1 O11 106.3(5) . 8_575
O13 Cl1 O11 110.3(5) . 8_575
O11 Cl1 O11 92.6(8) . 8_575
O22 Cl2 O21 107.6(10) . .
O22 Cl2 O21 107.6(10) . 8_565
O21 Cl2 O21 100.7(15) . 8_565
O22 Cl2 O23 118.1(12) . .
O21 Cl2 O23 110.7(5) . .
O21 Cl2 O23 110.7(5) 8_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N4 1.861(5) .
Fe1 N1 1.915(4) .
Fe1 N5 1.967(5) .
Fe1 N3 2.031(5) .
Fe1 N2 2.053(4) .
Fe1 N2 2.053(4) 8_575
N1 C4 1.345(5) 8_575
N1 C4 1.345(5) .
N2 C1 1.481(6) .
N2 C2 1.495(6) .
N2 H2 0.9100 .
N3 C3 1.479(6) .
N3 C3 1.479(6) 8_575
N3 C7 1.499(8) .
N4 C9 1.272(12) .
N4 C8 1.461(11) .
N5 C10 1.323(9) .
N5 C14 1.353(9) .
C1 C4 1.500(7) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 C3 1.514(8) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.371(6) .
C5 C6 1.370(6) .
C5 H5 0.9300 .
C6 C5 1.370(6) 8_575
C6 H6 0.9300 .
C7 C8 1.480(13) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.485(13) .
C9 H9 0.9300 .
C10 C11 1.389(12) .
C11 C12 1.405(15) .
C11 H11 0.9300 .
C12 C13 1.347(14) .
C12 H12 0.9300 .
C13 C14 1.385(10) .
C13 H13 0.9300 .
C14 H14 0.9300 .
Cl1 O12 1.345(8) .
Cl1 O13 1.390(9) .
Cl1 O11 1.432(8) .
Cl1 O11 1.432(8) 8_575
Cl2 O22 1.293(14) .
Cl2 O21 1.303(9) .
Cl2 O21 1.303(9) 8_565
Cl2 O23 1.483(10) .
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
N2 H2 O13 0.91 2.36 3.165(8) 148.1 2_565
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N5 Fe1 N1 C4 91.4(4) . 8_575
N3 Fe1 N1 C4 -88.6(4) . 8_575
N2 Fe1 N1 C4 -172.3(4) . 8_575
N2 Fe1 N1 C4 -4.9(4) 8_575 8_575
N5 Fe1 N1 C4 -91.4(4) . .
N3 Fe1 N1 C4 88.6(4) . .
N2 Fe1 N1 C4 4.9(4) . .
N2 Fe1 N1 C4 172.3(4) 8_575 .
N4 Fe1 N2 C1 160.3(4) . .
N1 Fe1 N2 C1 -18.2(3) . .
N5 Fe1 N2 C1 77.0(3) . .
N3 Fe1 N2 C1 -116.0(4) . .
N2 Fe1 N2 C1 -54.8(7) 8_575 .
N4 Fe1 N2 C2 -75.4(4) . .
N1 Fe1 N2 C2 106.0(4) . .
N5 Fe1 N2 C2 -158.7(4) . .
N3 Fe1 N2 C2 8.2(4) . .
N2 Fe1 N2 C2 69.4(7) 8_575 .
N4 Fe1 N3 C3 119.8(3) . .
N1 Fe1 N3 C3 -60.2(3) . .
N5 Fe1 N3 C3 119.8(3) . .
N2 Fe1 N3 C3 20.5(3) . .
N2 Fe1 N3 C3 -140.9(4) 8_575 .
N4 Fe1 N3 C3 -119.8(3) . 8_575
N1 Fe1 N3 C3 60.2(3) . 8_575
N5 Fe1 N3 C3 -119.8(3) . 8_575
N2 Fe1 N3 C3 140.9(4) . 8_575
N2 Fe1 N3 C3 -20.5(3) 8_575 8_575
N4 Fe1 N3 C7 0.0 . .
N1 Fe1 N3 C7 180.0 . .
N5 Fe1 N3 C7 0.000(1) . .
N2 Fe1 N3 C7 -99.32(12) . .
N2 Fe1 N3 C7 99.32(12) 8_575 .
N3 Fe1 N4 C9 180.000(1) . .
N2 Fe1 N4 C9 -96.10(11) . .
N2 Fe1 N4 C9 96.10(11) 8_575 .
N3 Fe1 N4 C8 0.0 . .
N2 Fe1 N4 C8 83.90(11) . .
N2 Fe1 N4 C8 -83.90(11) 8_575 .
N4 Fe1 N5 C10 0.000(1) . .
N1 Fe1 N5 C10 180.000(1) . .
N3 Fe1 N5 C10 0.000(2) . .
N2 Fe1 N5 C10 97.91(12) . .
N2 Fe1 N5 C10 -97.91(12) 8_575 .
N4 Fe1 N5 C14 180.000(1) . .
N1 Fe1 N5 C14 0.000(1) . .
N3 Fe1 N5 C14 180.000(2) . .
N2 Fe1 N5 C14 -82.09(12) . .
N2 Fe1 N5 C14 82.09(12) 8_575 .
C2 N2 C1 C4 -92.9(5) . .
Fe1 N2 C1 C4 27.8(5) . .
C1 N2 C2 C3 86.2(6) . .
Fe1 N2 C2 C3 -34.9(6) . .
C3 N3 C3 C2 -162.2(3) 8_575 .
C7 N3 C3 C2 74.2(6) . .
Fe1 N3 C3 C2 -45.3(5) . .
N2 C2 C3 N3 53.9(6) . .
C4 N1 C4 C5 3.6(8) 8_575 .
Fe1 N1 C4 C5 -173.6(3) . .
C4 N1 C4 C1 -172.9(3) 8_575 .
Fe1 N1 C4 C1 9.8(5) . .
N2 C1 C4 N1 -25.0(6) . .
N2 C1 C4 C5 158.7(4) . .
N1 C4 C5 C6 -1.6(7) . .
C1 C4 C5 C6 174.3(5) . .
C4 C5 C6 C5 -0.4(9) . 8_575
C3 N3 C7 C8 -117.6(4) . .
C3 N3 C7 C8 117.6(4) 8_575 .
Fe1 N3 C7 C8 0.0 . .
C9 N4 C8 C7 180.0 . .
Fe1 N4 C8 C7 0.0 . .
N3 C7 C8 N4 0.0 . .
C8 N4 C9 C10 180.000(1) . .
Fe1 N4 C9 C10 0.000(1) . .
C14 N5 C10 C11 0.000(2) . .
Fe1 N5 C10 C11 180.000(1) . .
C14 N5 C10 C9 180.000(1) . .
Fe1 N5 C10 C9 0.000(1) . .
N4 C9 C10 N5 0.000(1) . .
N4 C9 C10 C11 180.000(2) . .
N5 C10 C11 C12 0.000(2) . .
C9 C10 C11 C12 180.000(2) . .
C10 C11 C12 C13 0.000(2) . .
C11 C12 C13 C14 0.000(2) . .
C10 N5 C14 C13 0.000(2) . .
Fe1 N5 C14 C13 180.000(2) . .
C12 C13 C14 N5 0.000(2) . .
