#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:10:55 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179526 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/23/4342333.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_4342333
loop_
_publ_author_name
'Chatterjee, Sayanti'
'Paine, Tapan Kanti'
_publ_section_title
;
 Oxygenative aromatic ring cleavage of 2-aminophenol with dioxygen
 catalyzed by a nonheme iron complex: catalytic functional model of
 2-aminophenol dioxygenases.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1720
_journal_page_last               1727
_journal_paper_doi               10.1021/ic502658p
_journal_volume                  54
_journal_year                    2015
_chemical_formula_sum            'C40 H42 Cl4 Fe2 N6'
_chemical_formula_weight         860.30
_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                 129.524(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.995(3)
_cell_length_b                   13.8687(17)
_cell_length_c                   16.1645(19)
_cell_measurement_reflns_used    1645
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      17.24
_cell_measurement_theta_min      2.85
_cell_volume                     4322.2(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'ORTEP 3V2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0857
_diffrn_reflns_av_sigmaI/netI    0.0491
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16518
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    0.953
_exptl_absorpt_correction_T_max  0.9539
_exptl_absorpt_correction_T_min  0.8323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;The unit cell contains four disordered dichloromethane and four methanol molecules which have been 
treated as a diffuse contribution to the overall scattering without 
specific atom positions by SQUEEZE/PLATON.
;
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.872
_refine_diff_density_rms         0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         2202
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0503
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1530
_reflns_number_gt                1719
_reflns_number_total             2202
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic502658p_si_002.cif
_cod_data_source_block           0611_sqr
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

 Adding full bibliography for 4342333.cif.
;
_cod_original_cell_volume        4322.3(9)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4342333
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
Fe1 Fe 0.72353(5) 0.35414(7) 0.41195(7) 0.0358(4) Uani 1 1 d .
Cl1 Cl 0.81943(9) 0.31640(12) 0.60460(13) 0.0454(5) Uani 1 1 d .
Cl2 Cl 0.65392(10) 0.43894(13) 0.43426(16) 0.0562(6) Uani 1 1 d .
C7 C 0.6848(3) 0.3796(4) 0.1940(5) 0.0334(16) Uani 1 1 d .
C5 C 0.7922(3) 0.4686(4) 0.3389(5) 0.0339(16) Uani 1 1 d .
C11 C 0.5789(4) 0.3691(5) 0.1539(6) 0.0428(18) Uani 1 1 d .
C6 C 0.7628(3) 0.3738(4) 0.2789(5) 0.0357(17) Uani 1 1 d .
H6 H 0.7834 0.3579 0.2454 0.043 Uiso 1 1 calc R
C8 C 0.6545(4) 0.4011(5) 0.0893(5) 0.0467(19) Uani 1 1 d .
H8 H 0.6817 0.4113 0.0694 0.056 Uiso 1 1 calc R
C4 C 0.8238(4) 0.5325(5) 0.3176(6) 0.053(2) Uani 1 1 d .
H4 H 0.8277 0.5195 0.2652 0.063 Uiso 1 1 calc R
C16 C 0.8573(4) 0.1553(5) 0.3154(6) 0.053(2) Uani 1 1 d .
H16 H 0.8275 0.1157 0.3161 0.064 Uiso 1 1 calc R
C10 C 0.5451(4) 0.3900(5) 0.0468(5) 0.0452(18) Uani 1 1 d .
H10 H 0.4969 0.3924 -0.0025 0.054 Uiso 1 1 calc R
C15 C 0.8799(3) 0.2413(5) 0.3727(5) 0.0409(17) Uani 1 1 d .
C1 C 0.8089(4) 0.5662(5) 0.4684(6) 0.0495(19) Uani 1 1 d .
C3 C 0.8495(4) 0.6166(6) 0.3759(8) 0.067(2) Uani 1 1 d .
H3 H 0.8721 0.6610 0.3644 0.081 Uiso 1 1 calc R
C14 C 0.8535(3) 0.2731(5) 0.4298(5) 0.0397(17) Uani 1 1 d .
H14A H 0.8608 0.2218 0.4768 0.048 Uiso 1 1 calc R
H14B H 0.8798 0.3288 0.4740 0.048 Uiso 1 1 calc R
C9 C 0.5835(4) 0.4072(5) 0.0147(6) 0.053(2) Uani 1 1 d .
H9 H 0.5618 0.4227 -0.0562 0.063 Uiso 1 1 calc R
C19 C 0.9252(4) 0.2992(5) 0.3713(6) 0.0507(19) Uani 1 1 d .
H19 H 0.9413 0.3572 0.4088 0.061 Uiso 1 1 calc R
C17 C 0.9217(5) 0.1850(7) 0.2564(7) 0.070(2) Uani 1 1 d .
H17 H 0.9352 0.1667 0.2167 0.084 Uiso 1 1 calc R
C18 C 0.9458(4) 0.2696(7) 0.3134(7) 0.067(2) Uani 1 1 d .
H18 H 0.9764 0.3077 0.3132 0.081 Uiso 1 1 calc R
C2 C 0.8417(4) 0.6346(5) 0.4513(7) 0.066(2) Uani 1 1 d .
H2 H 0.8581 0.6918 0.4904 0.079 Uiso 1 1 calc R
C12 C 0.5368(4) 0.3453(7) 0.1859(6) 0.070(2) Uani 1 1 d .
H12A H 0.5434 0.3939 0.2340 0.106 Uiso 1 1 calc R
H12B H 0.5508 0.2838 0.2212 0.106 Uiso 1 1 calc R
H12C H 0.4887 0.3428 0.1234 0.106 Uiso 1 1 calc R
C13 C 0.8015(5) 0.5837(6) 0.5523(7) 0.075(3) Uani 1 1 d .
H13A H 0.7533 0.5906 0.5185 0.112 Uiso 1 1 calc R
H13B H 0.8259 0.6415 0.5911 0.112 Uiso 1 1 calc R
H13C H 0.8206 0.5301 0.6010 0.112 Uiso 1 1 calc R
N2 N 0.6483(3) 0.3646(4) 0.2265(4) 0.0374(14) Uani 1 1 d .
N3 N 0.7792(2) 0.2981(4) 0.3548(4) 0.0344(13) Uani 1 1 d .
H3A H 0.7486 0.2709 0.3555 0.041 Uiso 1 1 calc R
N1 N 0.7832(3) 0.4848(4) 0.4104(4) 0.0403(14) Uani 1 1 d .
C20 C 0.8779(4) 0.1275(6) 0.2581(6) 0.059(2) Uani 1 1 d .
H20 H 0.8621 0.0696 0.2204 0.071 Uiso 1 1 calc 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'
N N 0.0061 0.0033 '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_3
N3 Fe1 Cl2 165.21(13) .
N3 Fe1 N2 72.16(18) .
Cl2 Fe1 N2 95.67(14) .
N3 Fe1 N1 72.51(19) .
Cl2 Fe1 N1 98.91(15) .
N2 Fe1 N1 86.32(18) .
N3 Fe1 Cl1 94.97(13) .
Cl2 Fe1 Cl1 97.63(7) .
N2 Fe1 Cl1 166.55(14) .
N1 Fe1 Cl1 93.60(14) .
N3 Fe1 Cl1 88.01(14) 7_656
Cl2 Fe1 Cl1 100.40(7) 7_656
N2 Fe1 Cl1 88.95(13) 7_656
N1 Fe1 Cl1 160.48(15) 7_656
Cl1 Fe1 Cl1 86.68(6) 7_656
Fe1 Cl1 Fe1 93.32(6) 7_656
N2 C7 C8 122.8(6) .
N2 C7 C6 116.5(5) .
C8 C7 C6 120.7(6) .
N1 C5 C4 123.5(6) .
N1 C5 C6 114.9(6) .
C4 C5 C6 121.5(6) .
N2 C11 C10 121.5(6) .
N2 C11 C12 119.8(6) .
C10 C11 C12 118.6(6) .
N3 C6 C7 108.0(5) .
N3 C6 C5 108.9(5) .
C7 C6 C5 110.8(5) .
N3 C6 H6 109.7 .
C7 C6 H6 109.7 .
C5 C6 H6 109.7 .
C9 C8 C7 119.1(6) .
C9 C8 H8 120.5 .
C7 C8 H8 120.5 .
C5 C4 C3 118.1(7) .
C5 C4 H4 121.0 .
C3 C4 H4 121.0 .
C20 C16 C15 121.5(7) .
C20 C16 H16 119.2 .
C15 C16 H16 119.2 .
C9 C10 C11 119.3(6) .
C9 C10 H10 120.4 .
C11 C10 H10 120.4 .
C16 C15 C19 118.1(7) .
C16 C15 C14 120.6(6) .
C19 C15 C14 121.2(6) .
N1 C1 C2 121.0(7) .
N1 C1 C13 119.3(6) .
C2 C1 C13 119.7(7) .
C4 C3 C2 119.6(7) .
C4 C3 H3 120.2 .
C2 C3 H3 120.2 .
N3 C14 C15 112.3(5) .
N3 C14 H14A 109.1 .
C15 C14 H14A 109.1 .
N3 C14 H14B 109.1 .
C15 C14 H14B 109.1 .
H14A C14 H14B 107.9 .
C10 C9 C8 118.8(6) .
C10 C9 H9 120.6 .
C8 C9 H9 120.6 .
C18 C19 C15 119.5(7) .
C18 C19 H19 120.2 .
C15 C19 H19 120.2 .
C20 C17 C18 120.0(8) .
C20 C17 H17 120.0 .
C18 C17 H17 120.0 .
C17 C18 C19 120.9(8) .
C17 C18 H18 119.6 .
C19 C18 H18 119.6 .
C3 C2 C1 119.1(7) .
C3 C2 H2 120.5 .
C1 C2 H2 120.5 .
C11 C12 H12A 109.5 .
C11 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
C11 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
C1 C13 H13A 109.5 .
C1 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
C1 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
C7 N2 C11 118.6(5) .
C7 N2 Fe1 109.0(4) .
C11 N2 Fe1 131.9(4) .
C6 N3 C14 113.1(5) .
C6 N3 Fe1 100.5(3) .
C14 N3 Fe1 121.9(4) .
C6 N3 H3A 123.5 .
C14 N3 H3A 123.5 .
Fe1 N3 H3A 49.9 .
C5 N1 C1 118.7(6) .
C5 N1 Fe1 109.7(4) .
C1 N1 Fe1 131.6(5) .
C17 C20 C16 119.9(7) .
C17 C20 H20 120.1 .
C16 C20 H20 120.1 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N3 2.242(5) .
Fe1 Cl2 2.3109(19) .
Fe1 N2 2.317(5) .
Fe1 N1 2.358(5) .
Fe1 Cl1 2.4932(18) .
Fe1 Cl1 2.5402(19) 7_656
Cl1 Fe1 2.5402(19) 7_656
C7 N2 1.327(8) .
C7 C8 1.375(8) .
C7 C6 1.512(9) .
C5 N1 1.329(8) .
C5 C4 1.369(9) .
C5 C6 1.517(9) .
C11 N2 1.342(8) .
C11 C10 1.389(9) .
C11 C12 1.478(9) .
C6 N3 1.462(7) .
C6 H6 0.9800 .
C8 C9 1.374(9) .
C8 H8 0.9300 .
C4 C3 1.374(11) .
C4 H4 0.9300 .
C16 C20 1.371(10) .
C16 C15 1.391(9) .
C16 H16 0.9300 .
C10 C9 1.371(9) .
C10 H10 0.9300 .
C15 C19 1.399(9) .
C15 C14 1.504(9) .
C1 N1 1.341(9) .
C1 C2 1.392(10) .
C1 C13 1.500(9) .
C3 C2 1.375(11) .
C3 H3 0.9300 .
C14 N3 1.474(7) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C9 H9 0.9300 .
C19 C18 1.387(10) .
C19 H19 0.9300 .
C17 C20 1.370(11) .
C17 C18 1.372(12) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C2 H2 0.9300 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
N3 H3A 0.8600 .
C20 H20 0.9300 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.046 0.250 127 58 ' '
2 0.500 -0.049 0.750 121 57 ' '
3 1.000 0.453 0.750 126 58 ' '
4 1.000 0.548 0.250 121 57 ' '
