#------------------------------------------------------------------------------
#$Date: 2020-12-23 05:04:45 +0200 (Wed, 23 Dec 2020) $
#$Revision: 260107 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/61/7706190.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_7706190
loop_
_publ_author_name
'Verhoeven, Dide G. A.'
'Albrecht, Martin'
_publ_section_title
;
 Modular O- vs. N-coordination of pyridylidene amide ligands to
 iron determines activity in alcohol oxidation catalysis.
;
_journal_issue                   48
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17674
_journal_page_last               17682
_journal_paper_doi               10.1039/d0dt02818e
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C24 H22 Cl4 Fe2 N6 O2'
_chemical_formula_sum            'C24 H22 Cl4 Fe2 N6 O2'
_chemical_formula_weight         679.97
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-03-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-05-06 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;
_cell_angle_alpha                82.941(3)
_cell_angle_beta                 84.961(3)
_cell_angle_gamma                77.506(3)
_cell_formula_units_Z            1
_cell_length_a                   7.4259(3)
_cell_length_b                   8.5641(3)
_cell_length_c                   10.8957(4)
_cell_measurement_reflns_used    7837
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      27.7330
_cell_measurement_theta_min      1.8730
_cell_volume                     670.04(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0965
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -16.00 112.00   1.00    4.00    --   27.42  77.00-150.00  128
  2  ω    -10.00 103.00   1.00    4.00    --   27.42  57.00   0.00  113
  3  ω     35.00 122.00   1.00    4.00    --   27.42 178.00   0.00   87
  4  ω    -10.00 103.00   1.00    4.00    --   27.42  57.00-180.00  113
  5  ω    -16.00 112.00   1.00    4.00    --   27.42  77.00  90.00  128
  6  ω     35.00 122.00   1.00    4.00    --   27.42 178.00  90.00   87
  7  ω    -54.00  83.00   1.00    4.00    --   27.42 -38.00 120.00  137
  8  ω    -16.00 112.00   1.00    4.00    --   27.42  77.00-120.00  128
  9  ω    -49.00  65.00   1.00    4.00    --   27.42 -57.00-120.00  114
 10  ω     35.00 122.00   1.00    4.00    --   27.42 178.00-150.00   87
 11  ω   -119.00 -64.00   1.00    4.00    --  -23.50 178.00 -90.00   55
 12  ω    -16.00 112.00   1.00    4.00    --   27.42  77.00   0.00  128
 13  ω     35.00 122.00   1.00    4.00    --   27.42 178.00 150.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0143997000
_diffrn_orient_matrix_UB_12      -0.0436381000
_diffrn_orient_matrix_UB_13      0.0584175000
_diffrn_orient_matrix_UB_21      -0.0328792000
_diffrn_orient_matrix_UB_22      0.0733140000
_diffrn_orient_matrix_UB_23      0.0265090000
_diffrn_orient_matrix_UB_31      -0.0912218000
_diffrn_orient_matrix_UB_32      -0.0004723000
_diffrn_orient_matrix_UB_33      -0.0143105000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14261
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.119
_diffrn_reflns_theta_min         1.887
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.517
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.232
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_description       plate
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.358
_exptl_crystal_size_mid          0.221
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3046
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0269
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0247P)²+0.5110P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0666
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2691
_reflns_number_total             3046
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02818e2.cif
_cod_data_source_block           19ma043_dv67
_cod_database_code               7706190
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C12 H11 Cl2 Fe I N3 O'
_chemical_oxdiff_usercomment     DV67
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9), C10(H10), C11(H11)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.36967(4) 0.44938(3) 0.65100(2) 0.01962(9) Uani 1 1 d . . . . .
Cl1 Cl 0.09942(7) 0.63450(6) 0.67946(4) 0.02710(12) Uani 1 1 d . . . . .
Cl2 Cl 0.47126(6) 0.32149(6) 0.47146(4) 0.02251(11) Uani 1 1 d . . . . .
O1 O 0.2895(2) 0.1671(2) 0.98213(14) 0.0450(5) Uani 1 1 d . . . . .
N1 N 0.5592(2) 0.40586(19) 0.79136(14) 0.0209(3) Uani 1 1 d . . . . .
N2 N 0.2810(2) 0.25554(19) 0.77078(14) 0.0210(3) Uani 1 1 d . . . . .
N3 N -0.1428(2) 0.03968(19) 0.69157(15) 0.0234(3) Uani 1 1 d . . . . .
C1 C 0.7065(3) 0.4715(2) 0.79603(18) 0.0245(4) Uani 1 1 d . . . . .
H1 H 0.741463 0.535873 0.726857 0.029 Uiso 1 1 calc R . . . .
C2 C 0.8086(3) 0.4473(3) 0.89934(19) 0.0273(4) Uani 1 1 d . . . . .
H2 H 0.910664 0.494036 0.899237 0.033 Uiso 1 1 calc R . . . .
C3 C 0.7568(3) 0.3527(3) 1.00282(19) 0.0277(4) Uani 1 1 d . . . . .
H3 H 0.822334 0.335828 1.073838 0.033 Uiso 1 1 calc R . . . .
C4 C 0.6061(3) 0.2838(2) 0.99892(18) 0.0266(4) Uani 1 1 d . . . . .
H4 H 0.568789 0.219525 1.067356 0.032 Uiso 1 1 calc R . . . .
C5 C 0.5110(3) 0.3115(2) 0.89196(17) 0.0215(4) Uani 1 1 d . . . . .
C6 C 0.3467(3) 0.2358(2) 0.88561(18) 0.0248(4) Uani 1 1 d . . . . .
C7 C 0.1431(3) 0.1795(2) 0.74874(17) 0.0212(4) Uani 1 1 d . . . . .
C8 C 0.0777(3) 0.0588(2) 0.83031(19) 0.0274(4) Uani 1 1 d . . . . .
H8 H 0.130509 0.023956 0.905782 0.033 Uiso 1 1 calc R . . . .
C9 C -0.0615(3) -0.0067(2) 0.79951(18) 0.0280(4) Uani 1 1 d . . . . .
H9 H -0.101633 -0.085754 0.854695 0.034 Uiso 1 1 calc R . . . .
C10 C -0.0820(3) 0.1519(2) 0.60936(19) 0.0252(4) Uani 1 1 d . . . . .
H10 H -0.136460 0.182497 0.534068 0.030 Uiso 1 1 calc R . . . .
C11 C 0.0579(3) 0.2207(2) 0.63516(18) 0.0241(4) Uani 1 1 d . . . . .
H11 H 0.097974 0.296439 0.576572 0.029 Uiso 1 1 calc R . . . .
C12 C -0.2941(3) -0.0341(3) 0.6626(2) 0.0316(5) Uani 1 1 d . . . . .
H12A H -0.369632 0.038043 0.603938 0.047 Uiso 1 1 calc GR . . . .
H12B H -0.367987 -0.055153 0.737136 0.047 Uiso 1 1 calc GR . . . .
H12C H -0.242907 -0.133246 0.627964 0.047 Uiso 1 1 calc GR . . . .
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -1 0.0232
0 1 1 0.0232
0 1 -1 0.1008
0 -1 1 0.1008
5 2 1 0.1540
-5 0 -4 0.1380
-3 2 -5 0.1194
-5 -3 0 0.1986
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
Cl1 Fe1 Cl2 90.355(18) . 2_666 ?
Cl1 Fe1 Cl2 126.18(2) . . ?
Cl2 Fe1 Cl2 82.571(18) . 2_666 ?
N1 Fe1 Cl1 117.54(5) . . ?
N1 Fe1 Cl2 91.87(4) . 2_666 ?
N1 Fe1 Cl2 115.98(5) . . ?
N1 Fe1 N2 78.19(6) . . ?
N2 Fe1 Cl1 95.40(5) . . ?
N2 Fe1 Cl2 100.48(4) . . ?
N2 Fe1 Cl2 169.97(4) . 2_666 ?
Fe1 Cl2 Fe1 97.430(17) . 2_666 ?
C1 N1 Fe1 128.06(13) . . ?
C1 N1 C5 118.04(16) . . ?
C5 N1 Fe1 113.58(12) . . ?
C6 N2 Fe1 112.83(12) . . ?
C6 N2 C7 120.04(16) . . ?
C7 N2 Fe1 125.76(12) . . ?
C9 N3 C10 119.37(17) . . ?
C9 N3 C12 119.98(17) . . ?
C10 N3 C12 120.64(17) . . ?
N1 C1 H1 118.6 . . ?
N1 C1 C2 122.73(18) . . ?
C2 C1 H1 118.6 . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 118.98(19) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.84(18) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.26(18) . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.14(18) . . ?
N1 C5 C6 117.87(16) . . ?
C4 C5 C6 119.99(17) . . ?
O1 C6 N2 128.82(18) . . ?
O1 C6 C5 117.33(17) . . ?
N2 C6 C5 113.85(16) . . ?
N2 C7 C8 125.83(17) . . ?
N2 C7 C11 118.89(17) . . ?
C11 C7 C8 115.27(17) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.81(19) . . ?
C9 C8 H8 119.6 . . ?
N3 C9 C8 121.95(18) . . ?
N3 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
N3 C10 H10 119.4 . . ?
N3 C10 C11 121.10(18) . . ?
C11 C10 H10 119.4 . . ?
C7 C11 H11 119.3 . . ?
C10 C11 C7 121.45(18) . . ?
C10 C11 H11 119.3 . . ?
N3 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
N3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
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 Cl1 2.2961(6) . ?
Fe1 Cl2 2.6662(5) 2_666 ?
Fe1 Cl2 2.3464(5) . ?
Fe1 N1 2.1142(16) . ?
Fe1 N2 2.1639(15) . ?
O1 C6 1.229(2) . ?
N1 C1 1.341(2) . ?
N1 C5 1.350(2) . ?
N2 C6 1.361(2) . ?
N2 C7 1.378(2) . ?
N3 C9 1.346(3) . ?
N3 C10 1.354(2) . ?
N3 C12 1.476(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.382(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(3) . ?
C5 C6 1.511(3) . ?
C7 C8 1.418(3) . ?
C7 C11 1.411(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.362(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.365(3) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
