#------------------------------------------------------------------------------
#$Date: 2019-11-23 12:08:00 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233223 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/86/4348648.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_4348648
loop_
_publ_author_name
'Paul, Ganesh Chandra'
'Banerjee, Sridhar'
'Mukherjee, Chandan'
_publ_section_title
;
 Dioxygen Reactivity of an Iron Complex of 2-Aminophenol-Appended Ligand:
 Crystallographic Evidence of the Aromatic Ring Cleavage Product of the
 2-Aminophenol Unit.
;
_journal_issue                   2
_journal_name_full               'Inorganic chemistry'
_journal_page_first              729
_journal_page_last               736
_journal_paper_doi               10.1021/acs.inorgchem.6b01474
_journal_volume                  56
_journal_year                    2017
_chemical_compound_source        Synthesis
_chemical_formula_moiety         'C66 H74 Fe2 N8 O7, 2(Cl O4), 2(C2 H3 N)'
_chemical_formula_sum            'C70 H80 Cl2 Fe2 N10 O15'
_chemical_formula_weight         1484.04
_chemical_name_systematic        Unk
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_H-M   'P 1 21/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                 93.079(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.2994(3)
_cell_length_b                   13.1099(3)
_cell_length_c                   18.3192(4)
_cell_measurement_reflns_used    17084
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      2.97
_cell_volume                     3669.04(14)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15297
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.97
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            BROWN
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             1552
_exptl_crystal_recrystallization_method acetonitrile
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         6526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0458
_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)+(0.0444P)²+2.9379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1178
_reflns_number_gt                5274
_reflns_number_total             6526
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b01474_si_002.cif
_cod_data_source_block           gcp_318_fe4
_cod_original_cell_volume        3669.04(13)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4348648
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Fe1 Fe 0.40626(2) 0.07538(3) 0.516003(19) 0.03239(12) Uani 1 1 d .
Cl2 Cl 0.16125(6) 0.75089(7) 0.69687(8) 0.0902(4) Uani 1 1 d .
O4 O 0.5000 0.0000 0.5000 0.0429(6) Uani 1 2 d S
O3 O 0.46125(11) 0.20877(14) 0.53835(11) 0.0453(5) Uani 1 1 d .
O1 O 0.18011(11) 0.32568(13) 0.58583(10) 0.0392(4) Uani 1 1 d .
O2 O 0.43973(13) 0.34367(17) 0.60968(12) 0.0602(6) Uani 1 1 d .
N1 N 0.29310(13) 0.18184(16) 0.52090(11) 0.0333(5) Uani 1 1 d .
N3 N 0.31206(15) -0.04962(17) 0.51730(13) 0.0409(5) Uani 1 1 d .
N4 N 0.41055(16) 0.0290(2) 0.62893(13) 0.0516(7) Uani 1 1 d .
N2 N 0.36001(14) 0.06844(17) 0.40378(12) 0.0392(5) Uani 1 1 d .
C16 C 0.20873(16) 0.1584(2) 0.48677(14) 0.0346(6) Uani 1 1 d .
C3 C 0.25469(16) 0.4586(2) 0.54151(14) 0.0367(6) Uani 1 1 d .
C2 C 0.25761(16) 0.3566(2) 0.55677(14) 0.0351(6) Uani 1 1 d .
C17 C 0.16436(18) 0.2268(2) 0.44000(15) 0.0446(7) Uani 1 1 d .
H17 H 0.1867 0.2920 0.4335 0.054 Uiso 1 1 calc R
C14 C 0.31599(16) 0.2713(2) 0.54440(13) 0.0344(6) Uani 1 1 d .
C5 C 0.12863(17) 0.4104(2) 0.59001(15) 0.0392(6) Uani 1 1 d .
C23 C 0.3509(2) -0.1228(2) 0.57197(19) 0.0582(9) Uani 1 1 d .
H23A H 0.3982 -0.1599 0.5509 0.070 Uiso 1 1 calc R
H23B H 0.3068 -0.1718 0.5850 0.070 Uiso 1 1 calc R
C15 C 0.41359(17) 0.2786(2) 0.56664(15) 0.0410(6) Uani 1 1 d .
C18 C 0.0873(2) 0.1978(3) 0.40328(17) 0.0547(8) Uani 1 1 d .
H18 H 0.0576 0.2438 0.3722 0.066 Uiso 1 1 calc R
C10 C 0.04244(18) 0.3954(2) 0.62415(17) 0.0488(7) Uani 1 1 d .
C6 C 0.31928(18) 0.5277(2) 0.50564(17) 0.0470(7) Uani 1 1 d .
C21 C 0.17753(17) 0.0593(2) 0.49414(15) 0.0399(6) Uani 1 1 d .
C4 C 0.17078(17) 0.4912(2) 0.56406(15) 0.0414(6) Uani 1 1 d .
H4 H 0.1492 0.5575 0.5612 0.050 Uiso 1 1 calc R
C33 C 0.3418(3) 0.1288(4) 0.2816(2) 0.0816(13) Uani 1 1 d .
H33 H 0.3525 0.1786 0.2471 0.098 Uiso 1 1 calc R
C9 C 0.2686(2) 0.6095(3) 0.4605(2) 0.0777(12) Uani 1 1 d .
H9A H 0.2316 0.5771 0.4234 0.117 Uiso 1 1 calc R
H9B H 0.3093 0.6538 0.4380 0.117 Uiso 1 1 calc R
H9C H 0.2333 0.6487 0.4920 0.117 Uiso 1 1 calc R
C34 C 0.3728(2) 0.1398(3) 0.35323(17) 0.0557(8) Uani 1 1 d .
H34 H 0.4036 0.1987 0.3668 0.067 Uiso 1 1 calc R
C32 C 0.2953(3) 0.0440(5) 0.2623(2) 0.0913(15) Uani 1 1 d .
H32 H 0.2737 0.0355 0.2143 0.110 Uiso 1 1 calc R
C24 C 0.3849(2) -0.0679(3) 0.63895(17) 0.0574(9) Uani 1 1 d .
C28 C 0.3061(2) -0.0943(2) 0.44255(18) 0.0554(8) Uani 1 1 d .
H28A H 0.2504 -0.1290 0.4348 0.067 Uiso 1 1 calc R
H28B H 0.3522 -0.1444 0.4384 0.067 Uiso 1 1 calc R
C7 C 0.3774(2) 0.4698(3) 0.45396(19) 0.0629(9) Uani 1 1 d .
H7A H 0.4139 0.4226 0.4816 0.094 Uiso 1 1 calc R
H7B H 0.4135 0.5174 0.4295 0.094 Uiso 1 1 calc R
H7C H 0.3413 0.4332 0.4184 0.094 Uiso 1 1 calc R
C30 C 0.31417(19) -0.0147(2) 0.38465(16) 0.0476(7) Uani 1 1 d .
C13 C -0.0127(2) 0.4923(3) 0.6133(2) 0.0684(10) Uani 1 1 d .
H13A H 0.0182 0.5491 0.6356 0.103 Uiso 1 1 calc R
H13B H -0.0675 0.4835 0.6357 0.103 Uiso 1 1 calc R
H13C H -0.0232 0.5051 0.5620 0.103 Uiso 1 1 calc R
C19 C 0.0543(2) 0.1024(3) 0.41216(19) 0.0618(9) Uani 1 1 d .
H19 H 0.0013 0.0842 0.3885 0.074 Uiso 1 1 calc R
C22 C 0.22454(18) -0.0177(2) 0.54276(17) 0.0476(7) Uani 1 1 d .
H22A H 0.2327 0.0109 0.5915 0.057 Uiso 1 1 calc R
H22B H 0.1879 -0.0777 0.5460 0.057 Uiso 1 1 calc R
C20 C 0.09924(19) 0.0329(3) 0.45611(19) 0.0559(8) Uani 1 1 d .
H20 H 0.0771 -0.0327 0.4606 0.067 Uiso 1 1 calc R
C8 C 0.3773(2) 0.5812(3) 0.5655(2) 0.0656(10) Uani 1 1 d .
H8A H 0.3411 0.6181 0.5975 0.098 Uiso 1 1 calc R
H8B H 0.4164 0.6277 0.5431 0.098 Uiso 1 1 calc R
H8C H 0.4108 0.5310 0.5930 0.098 Uiso 1 1 calc R
C12 C 0.0605(2) 0.3763(3) 0.70634(18) 0.0681(10) Uani 1 1 d .
H12A H 0.0983 0.3183 0.7133 0.102 Uiso 1 1 calc R
H12B H 0.0063 0.3634 0.7287 0.102 Uiso 1 1 calc R
H12C H 0.0881 0.4353 0.7284 0.102 Uiso 1 1 calc R
C11 C -0.0066(2) 0.3050(3) 0.5879(2) 0.0729(10) Uani 1 1 d .
H11A H -0.0174 0.3187 0.5367 0.109 Uiso 1 1 calc R
H11B H -0.0613 0.2954 0.6103 0.109 Uiso 1 1 calc R
H11C H 0.0282 0.2444 0.5940 0.109 Uiso 1 1 calc R
C31 C 0.2803(3) -0.0287(4) 0.3134(2) 0.0761(11) Uani 1 1 d .
H31 H 0.2479 -0.0867 0.3008 0.091 Uiso 1 1 calc R
C27 C 0.4483(2) 0.0806(3) 0.68589(17) 0.0707(11) Uani 1 1 d .
H27 H 0.4663 0.1476 0.6793 0.085 Uiso 1 1 calc R
C25 C 0.3946(2) -0.1148(4) 0.7065(2) 0.0849(13) Uani 1 1 d .
H25 H 0.3746 -0.1810 0.7129 0.102 Uiso 1 1 calc R
C26 C 0.4339(3) -0.0627(5) 0.7634(2) 0.108(2) Uani 1 1 d .
H26 H 0.4426 -0.0940 0.8088 0.130 Uiso 1 1 calc R
C29 C 0.4607(3) 0.0356(5) 0.7539(2) 0.1010(17) Uani 1 1 d .
H29 H 0.4870 0.0719 0.7928 0.121 Uiso 1 1 calc R
C35 C 0.8953(4) 0.5847(4) 0.7897(3) 0.1173(18) Uani 1 1 d .
H35A H 0.9413 0.6164 0.7642 0.176 Uiso 1 1 calc R
H35B H 0.9019 0.5119 0.7881 0.176 Uiso 1 1 calc R
H35C H 0.8983 0.6071 0.8397 0.176 Uiso 1 1 calc R
C36 C 0.8144(5) 0.6120(5) 0.7565(5) 0.144(3) Uani 1 1 d .
N5 N 0.7510(5) 0.6367(6) 0.7336(7) 0.284(6) Uani 1 1 d .
O6 O 0.2380(2) 0.7028(3) 0.6866(2) 0.1201(12) Uani 1 1 d .
O5 O 0.0957(2) 0.6899(3) 0.7216(2) 0.1300(14) Uani 1 1 d .
O8B O 0.1347(4) 0.7485(5) 0.6083(3) 0.104(2) Uani 0.50 1 d P
O7 O 0.1510(3) 0.8486(3) 0.6934(3) 0.180(2) Uani 1 1 d .
O8A O 0.1954(7) 0.7845(10) 0.7781(5) 0.188(4) Uani 0.50 1 d P
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'
Cl Cl 0.1484 0.1585 '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
O4 Fe1 O3 100.83(5) .
O4 Fe1 N2 92.63(6) .
O3 Fe1 N2 110.62(9) .
O4 Fe1 N4 91.04(6) .
O3 Fe1 N4 93.46(10) .
N2 Fe1 N4 154.45(10) .
O4 Fe1 N3 97.08(6) .
O3 Fe1 N3 159.54(8) .
N2 Fe1 N3 78.12(9) .
N4 Fe1 N3 76.33(10) .
O4 Fe1 N1 171.54(6) .
O3 Fe1 N1 76.13(7) .
N2 Fe1 N1 81.25(8) .
N4 Fe1 N1 97.00(8) .
N3 Fe1 N1 87.42(8) .
O7 Cl2 O6 124.0(3) .
O7 Cl2 O5 120.2(3) .
O6 Cl2 O5 115.3(2) .
O7 Cl2 O8A 78.9(5) .
O6 Cl2 O8A 90.8(4) .
O5 Cl2 O8A 93.5(4) .
O7 Cl2 O8B 87.0(4) .
O6 Cl2 O8B 91.4(3) .
O5 Cl2 O8B 99.6(3) .
O8A Cl2 O8B 164.3(5) .
Fe1 O4 Fe1 180.00(2) 3_656
C15 O3 Fe1 117.80(17) .
C5 O1 C2 107.0(2) .
C14 N1 C16 124.1(2) .
C14 N1 Fe1 112.62(16) .
C16 N1 Fe1 121.98(16) .
C23 N3 C28 111.6(2) .
C23 N3 C22 107.5(2) .
C28 N3 C22 112.6(2) .
C23 N3 Fe1 104.57(18) .
C28 N3 Fe1 107.06(17) .
C22 N3 Fe1 113.22(17) .
C24 N4 C27 119.0(3) .
C24 N4 Fe1 113.8(2) .
C27 N4 Fe1 126.3(3) .
C30 N2 C34 119.0(3) .
C30 N2 Fe1 115.44(19) .
C34 N2 Fe1 125.6(2) .
C17 C16 C21 120.2(2) .
C17 C16 N1 121.8(2) .
C21 C16 N1 117.5(2) .
C2 C3 C4 104.6(2) .
C2 C3 C6 131.2(2) .
C4 C3 C6 124.1(2) .
C3 C2 O1 110.2(2) .
C3 C2 C14 137.1(2) .
O1 C2 C14 112.3(2) .
C18 C17 C16 119.9(3) .
N1 C14 C2 126.3(2) .
N1 C14 C15 112.9(2) .
C2 C14 C15 120.5(2) .
C4 C5 O1 109.4(2) .
C4 C5 C10 134.5(3) .
O1 C5 C10 116.0(2) .
N3 C23 C24 110.6(3) .
O2 C15 O3 125.7(2) .
O2 C15 C14 120.0(2) .
O3 C15 C14 114.3(2) .
C19 C18 C17 120.5(3) .
C5 C10 C13 109.1(3) .
C5 C10 C11 109.9(2) .
C13 C10 C11 109.3(3) .
C5 C10 C12 108.3(2) .
C13 C10 C12 109.3(3) .
C11 C10 C12 110.9(3) .
C3 C6 C7 112.6(2) .
C3 C6 C9 109.2(2) .
C7 C6 C9 107.8(3) .
C3 C6 C8 109.1(3) .
C7 C6 C8 109.4(3) .
C9 C6 C8 108.7(3) .
C16 C21 C20 118.2(3) .
C16 C21 C22 121.8(2) .
C20 C21 C22 120.0(3) .
C5 C4 C3 108.8(2) .
C32 C33 C34 118.9(4) .
N2 C34 C33 121.9(4) .
C33 C32 C31 120.0(3) .
N4 C24 C25 121.6(4) .
N4 C24 C23 115.8(3) .
C25 C24 C23 122.5(4) .
N3 C28 C30 112.0(2) .
N2 C30 C31 121.2(3) .
N2 C30 C28 116.5(2) .
C31 C30 C28 122.2(3) .
C18 C19 C20 120.1(3) .
N3 C22 C21 114.2(2) .
C19 C20 C21 121.1(3) .
C32 C31 C30 119.0(4) .
N4 C27 C29 121.1(4) .
C26 C25 C24 119.0(5) .
C25 C26 C29 119.9(4) .
C26 C29 C27 119.3(5) .
N5 C36 C35 176.2(12) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O4 1.7789(3) .
Fe1 O3 1.9739(19) .
Fe1 N2 2.140(2) .
Fe1 N4 2.154(2) .
Fe1 N3 2.183(2) .
Fe1 N1 2.229(2) .
Cl2 O7 1.292(4) .
Cl2 O6 1.355(3) .
Cl2 O5 1.378(3) .
Cl2 O8A 1.613(7) .
Cl2 O8B 1.652(6) .
O4 Fe1 1.7789(3) 3_656
O3 C15 1.296(3) .
O1 C5 1.366(3) .
O1 C2 1.386(3) .
O2 C15 1.214(3) .
N1 C14 1.291(3) .
N1 C16 1.437(3) .
N3 C23 1.487(4) .
N3 C28 1.488(4) .
N3 C22 1.501(3) .
N4 C24 1.345(4) .
N4 C27 1.347(4) .
N2 C30 1.333(4) .
N2 C34 1.339(4) .
C16 C17 1.392(4) .
C16 C21 1.393(4) .
C3 C2 1.367(4) .
C3 C4 1.435(3) .
C3 C6 1.516(4) .
C2 C14 1.456(3) .
C17 C18 1.379(4) .
C14 C15 1.530(4) .
C5 C4 1.341(4) .
C5 C10 1.502(4) .
C23 C24 1.492(5) .
C18 C19 1.362(5) .
C10 C13 1.532(4) .
C10 C11 1.534(5) .
C10 C12 1.536(4) .
C6 C7 1.535(4) .
C6 C9 1.538(4) .
C6 C8 1.541(4) .
C21 C20 1.396(4) .
C21 C22 1.503(4) .
C33 C32 1.355(6) .
C33 C34 1.379(5) .
C32 C31 1.364(6) .
C24 C25 1.382(5) .
C28 C30 1.497(4) .
C30 C31 1.390(4) .
C19 C20 1.375(5) .
C27 C29 1.382(6) .
C25 C26 1.360(7) .
C26 C29 1.367(7) .
C35 C36 1.395(9) .
C36 N5 1.086(8) .
