#------------------------------------------------------------------------------
#$Date: 2020-05-05 15:47:48 +0300 (Tue, 05 May 2020) $
#$Revision: 251579 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/62/7126201.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_7126201
loop_
_publ_author_name
'Wright, Mark A.'
'Wooldridge, Tyler'
'O'Connell, Maria A'
'Wright, Joseph A.'
_publ_section_title
;
 Ferracyclic carbonyl complexes as anti-inflammatory agents.
;
_journal_issue                   31
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4300
_journal_page_last               4303
_journal_paper_doi               10.1039/d0cc01449d
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C14 H10 Br Fe N3 O3, C2 H3 N'
_chemical_formula_sum            'C16 H13 Br Fe N4 O3'
_chemical_formula_weight         445.06
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2017-07-31
_audit_creation_method
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_audit_update_record
;
2017-07-31 deposited with the CCDC.	2020-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                96.322(6)
_cell_angle_beta                 91.386(5)
_cell_angle_gamma                92.148(5)
_cell_formula_units_Z            2
_cell_length_a                   8.0450(6)
_cell_length_b                   8.9535(6)
_cell_length_c                   12.1950(9)
_cell_measurement_reflns_used    15135
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.3
_cell_volume                     872.11(11)
_computing_cell_refinement
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 20112)'
_computing_data_collection
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 20112)'
_computing_data_reduction
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 20112)'
_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_temperature      100(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
scan:
	Number of images: 108
	           Slice: -31.0000 - 77.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -120.0000
	             XTD: 40.0089
	          2theta: -13.1268
scan:
	Number of images: 93
	           Slice: -70.0000 - 23.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 120.0000
	             XTD: 40.0089
	          2theta: -13.1268
scan:
	Number of images: 84
	           Slice: -61.0000 - 23.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -60.0000
	             XTD: 40.0089
	          2theta: -13.1268
scan:
	Number of images: 64
	           Slice: -78.0000 - -14.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: 120.0000
	             XTD: 40.0089
	          2theta: -13.1268
scan:
	Number of images: 25
	           Slice: -63.0000 - -38.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -54.0000
	             Phi: 60.0000
	             XTD: 40.0089
	          2theta: -13.1268
scan:
	Number of images: 108
	           Slice: -31.0000 - 77.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -150.0000
	             XTD: 40.0089
	          2theta: -13.1268
scan:
	Number of images: 92
	           Slice: -69.0000 - 23.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 90.0000
	             XTD: 40.0089
	          2theta: -13.1268
scan:
	Number of images: 74
	           Slice: -63.0000 - 11.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -90.0000
	             XTD: 40.0089
	          2theta: -13.1268
;
_diffrn_measurement_device
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support MiTeGen
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.046429
_diffrn_orient_matrix_UB_12      -0.080188
_diffrn_orient_matrix_UB_13      -0.083062
_diffrn_orient_matrix_UB_21      -0.102980
_diffrn_orient_matrix_UB_22      0.044527
_diffrn_orient_matrix_UB_23      0.007770
_diffrn_orient_matrix_UB_31      0.008969
_diffrn_orient_matrix_UB_32      0.054596
_diffrn_orient_matrix_UB_33      -0.061246
_diffrn_radiation_monochromator  Mirrors
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15491
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_min         2.291
_diffrn_source                   'Rotating anode'
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_exptl_absorpt_coefficient_mu    3.178
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)'
_exptl_crystal_colour            'Light Brown'
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_description       Blade
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.825
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0620P)²+1.2789P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1148
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3597
_reflns_number_total             3981
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc01449d2.cif
_cod_data_source_block           2014ncs0687
_cod_depositor_comments
'Adding full bibliography for 7126201--7126202.cif.'
_cod_database_code               7126201
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_max   0.969
_shelx_estimated_absorpt_t_min   0.763
_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. Restrained distances
 N2-H2
 0.86 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C4(H4), C5(H5), C6(H6), C7(H7)
3.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C16(H16A,H16B,H16C)
;
_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
Br1 Br 0.10174(4) 0.25668(3) 0.85915(3) 0.02776(12) Uani 1 1 d . . . . .
Fe1 Fe 0.32844(5) 0.14602(4) 0.74993(3) 0.02050(12) Uani 1 1 d . . . . .
O1 O 0.0833(3) -0.0532(2) 0.62790(18) 0.0263(5) Uani 1 1 d . . . . .
O2 O 0.2620(3) -0.1123(3) 0.8722(2) 0.0366(6) Uani 1 1 d . . . . .
O3 O 0.5670(4) -0.0137(3) 0.6247(2) 0.0352(6) Uani 1 1 d . . . . .
N1 N 0.3274(3) 0.3220(3) 0.6624(2) 0.0215(5) Uani 1 1 d . . . . .
N2 N 0.1516(3) 0.1608(3) 0.5548(2) 0.0222(5) Uani 1 1 d D . . . .
H2 H 0.077(4) 0.132(5) 0.507(3) 0.040(11) Uiso 1 1 d D . . . .
N3 N 0.4987(3) 0.2507(3) 0.8603(2) 0.0246(5) Uani 1 1 d . . . . .
C1 C 0.4030(4) 0.4618(3) 0.6915(3) 0.0237(6) Uani 1 1 d . . . . .
H1 H 0.468346 0.477326 0.756044 0.028 Uiso 1 1 calc R . . . .
C2 C 0.3858(4) 0.5775(3) 0.6298(3) 0.0255(6) Uani 1 1 d . . . . .
H2A H 0.435544 0.671346 0.653478 0.031 Uiso 1 1 calc R . . . .
C3 C 0.2916(4) 0.5552(3) 0.5286(3) 0.0233(6) Uani 1 1 d . . . . .
C4 C 0.2733(4) 0.6705(3) 0.4595(3) 0.0259(6) Uani 1 1 d . . . . .
H4 H 0.322116 0.765475 0.480374 0.031 Uiso 1 1 calc R . . . .
C5 C 0.1838(4) 0.6429(4) 0.3614(3) 0.0276(6) Uani 1 1 d . . . . .
H5 H 0.173138 0.719111 0.316003 0.033 Uiso 1 1 calc R . . . .
C6 C 0.1082(4) 0.4999(4) 0.3295(3) 0.0276(6) Uani 1 1 d . . . . .
H6 H 0.048564 0.482204 0.262745 0.033 Uiso 1 1 calc R . . . .
C7 C 0.1214(4) 0.3860(3) 0.3958(3) 0.0243(6) Uani 1 1 d . . . . .
H7 H 0.069443 0.292439 0.374474 0.029 Uiso 1 1 calc R . . . .
C8 C 0.2140(3) 0.4115(3) 0.4963(2) 0.0221(6) Uani 1 1 d . . . . .
C9 C 0.2329(3) 0.2996(3) 0.5705(2) 0.0206(5) Uani 1 1 d . . . . .
C10 C 0.1661(4) 0.0656(3) 0.6361(2) 0.0222(6) Uani 1 1 d . . . . .
C11 C 0.2916(4) -0.0131(4) 0.8251(3) 0.0264(6) Uani 1 1 d . . . . .
C12 C 0.4921(4) 0.0403(4) 0.6641(3) 0.0268(7) Uani 1 1 d . . . . .
C13 C 0.5942(4) 0.3140(3) 0.9204(3) 0.0244(6) Uani 1 1 d . . . . .
C14 C 0.7144(4) 0.4004(4) 0.9951(3) 0.0278(6) Uani 1 1 d . . . . .
H14A H 0.823670 0.364336 0.981365 0.042 Uiso 1 1 calc GR . . . .
H14B H 0.686601 0.389437 1.070000 0.042 Uiso 1 1 calc GR . . . .
H14C H 0.712432 0.504617 0.983359 0.042 Uiso 1 1 calc GR . . . .
N4 N 0.6076(4) 0.7147(4) 0.8611(3) 0.0395(7) Uani 1 1 d . . . . .
C15 C 0.7076(4) 0.8068(4) 0.8609(3) 0.0291(7) Uani 1 1 d . . . . .
C16 C 0.8359(5) 0.9267(5) 0.8601(3) 0.0411(9) Uani 1 1 d . . . . .
H16A H 0.920402 0.915409 0.915259 0.062 Uiso 1 1 calc GR . . . .
H16B H 0.786915 1.022516 0.875851 0.062 Uiso 1 1 calc GR . . . .
H16C H 0.884780 0.920750 0.788826 0.062 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'
Br Br -0.2901 2.4595 '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
_geom_angle_publ_flag
N1 Fe1 Br1 88.82(7) . . ?
N1 Fe1 N3 91.98(11) . . ?
N3 Fe1 Br1 90.38(7) . . ?
C10 Fe1 Br1 89.30(8) . . ?
C10 Fe1 N1 81.74(12) . . ?
C10 Fe1 N3 173.72(12) . . ?
C11 Fe1 Br1 84.52(10) . . ?
C11 Fe1 N1 170.23(12) . . ?
C11 Fe1 N3 95.19(13) . . ?
C11 Fe1 C10 91.02(14) . . ?
C11 Fe1 C12 90.77(13) . . ?
C12 Fe1 Br1 174.03(9) . . ?
C12 Fe1 N1 95.39(11) . . ?
C12 Fe1 N3 93.71(11) . . ?
C12 Fe1 C10 87.10(12) . . ?
C1 N1 Fe1 126.9(2) . . ?
C9 N1 Fe1 114.0(2) . . ?
C9 N1 C1 118.9(3) . . ?
C9 N2 H2 127(3) . . ?
C9 N2 C10 118.7(3) . . ?
C10 N2 H2 113(3) . . ?
C13 N3 Fe1 177.6(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 N1 122.5(3) . . ?
C2 C1 H1 118.7 . . ?
C1 C2 H2A 120.1 . . ?
C1 C2 C3 119.9(3) . . ?
C3 C2 H2A 120.1 . . ?
C4 C3 C2 122.3(3) . . ?
C4 C3 C8 119.1(3) . . ?
C8 C3 C2 118.6(3) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(3) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.8(3) . . ?
C8 C7 H7 120.1 . . ?
C3 C8 C9 116.9(3) . . ?
C7 C8 C3 119.6(3) . . ?
C7 C8 C9 123.4(3) . . ?
N1 C9 N2 113.9(3) . . ?
N1 C9 C8 123.1(3) . . ?
N2 C9 C8 123.0(3) . . ?
O1 C10 Fe1 129.3(2) . . ?
O1 C10 N2 119.5(3) . . ?
N2 C10 Fe1 111.2(2) . . ?
O2 C11 Fe1 177.4(3) . . ?
O3 C12 Fe1 177.2(3) . . ?
N3 C13 C14 177.6(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N4 C15 C16 179.5(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
Br1 Fe1 2.4585(5) . ?
Fe1 N1 1.998(3) . ?
Fe1 N3 2.025(3) . ?
Fe1 C10 1.942(3) . ?
Fe1 C11 1.796(3) . ?
Fe1 C12 1.915(5) . ?
O1 C10 1.227(4) . ?
O2 C11 1.130(4) . ?
O3 C12 0.901(4) . ?
N1 C1 1.377(4) . ?
N1 C9 1.331(4) . ?
N2 H2 0.841(19) . ?
N2 C9 1.374(4) . ?
N2 C10 1.382(4) . ?
N3 C13 1.139(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.356(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.424(4) . ?
C3 C4 1.413(4) . ?
C3 C8 1.420(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.408(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.375(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.410(4) . ?
C8 C9 1.432(4) . ?
C13 C14 1.453(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
N4 C15 1.130(4) . ?
C15 C16 1.462(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
