#------------------------------------------------------------------------------
#$Date: 2024-09-06 01:48:15 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294398 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/20/1572064.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_1572064
loop_
_publ_author_name
'Körner, Lukas'
'Bockfeld, Dirk'
'Bannenberg, Thomas'
'Tamm, Matthias'
_publ_section_title
;
 2,3-Diamino-4,5-diarylcyclopentadienone iron carbonyl complexes as
 catalysts for reductive amination reactions
;
_journal_issue                   16
_journal_name_full               'Catalysis Science & Technology'
_journal_page_first              4522
_journal_page_last               4532
_journal_paper_doi               10.1039/D4CY00372A
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C33 H31 F6 Fe N3 O3 [0.5 (C2 H3 N1)]'
_chemical_formula_sum            'C34 H32.5 F6 Fe N3.5 O3'
_chemical_formula_weight         707.98
_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     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-03-06 deposited with the CCDC.	2024-07-05 downloaded from the CCDC.
;
_cell_angle_alpha                106.515(3)
_cell_angle_beta                 110.781(4)
_cell_angle_gamma                94.220(3)
_cell_formula_units_Z            2
_cell_length_a                   10.7552(4)
_cell_length_b                   11.5325(3)
_cell_length_c                   14.6781(6)
_cell_measurement_reflns_used    31930
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.3480
_cell_measurement_theta_min      3.3540
_cell_volume                     1600.72(12)
_computing_cell_refinement       'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_computing_publication_material
'OLEX2 v1.3 (O. V. Dolomanov et al., J. Appl. Cryst., 2009, 42, 339-341)'
_computing_structure_refinement
'SHELXL-2018/3 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_structure_solution
'SHELXT 2018/2 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0042
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6848
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.574
_diffrn_reflns_theta_min         3.415
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.446
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.358
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.64a (Rigaku Oxford Diffraction, 2022)
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            orange
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_description       irregular
_exptl_crystal_F_000             730
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.052
_refine_diff_density_min         -0.814
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         6848
_refine_ls_number_restraints     127
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0606
_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)+(0.1010P)²+2.0608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1657
_refine_ls_wR_factor_ref         0.1675
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6677
_reflns_number_total             6848
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cy00372a3.cif
_cod_data_source_block           lk42db
_cod_depositor_comments
'Adding full bibliography for 1572060--1572070.cif.'
_cod_original_cell_volume        1600.72(11)
_cod_original_formula_sum        'C34 H32.50 F6 Fe N3.50 O3'
_cod_database_code               1572064
_shelx_shelxl_version_number     2018/3
_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_min   0.470
_shelx_estimated_absorpt_t_max   0.776
_oxdiff_exptl_absorpt_empirical_full_min 0.574
_oxdiff_exptl_absorpt_empirical_full_max 1.782
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_smtbx_masks_special_details
;
 0.5 molecules of acetonitrile per Asymmetric unit have been identified
 but could not be refined satisfactorily. Therefore, a solvent mask, the Olex2
 implementation of the program SQUEEZE (Spek, A. L. (2015). Acta Cryst.
 C71, 9-18.) has been used to mathematically remove the electron density of
 these molecules. 21 electrons were found in a volume of 129Å³ in 1 void
 per unit cell. This is consistent with the presence of 0.5[C2H3N] per
 Asymmetric Unit which account for 22 electrons per unit cell. The sum
 formula and derived parameters are based on 0.5 molecules of C2H3N per
 Asymmetric unit.
;
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 0.42780(4) 0.36758(3) 0.15287(3) 0.02468(14) Uani 1 1 d . . . . .
F1 F -0.0705(2) 0.0272(2) 0.34347(19) 0.0586(6) Uani 1 1 d . . . . .
F2 F -0.0779(3) -0.0851(2) 0.1984(3) 0.0770(9) Uani 1 1 d . . . . .
F3 F -0.20393(19) 0.0509(2) 0.20562(19) 0.0519(5) Uani 1 1 d . . . . .
O1 O 0.2017(2) 0.5305(2) 0.20934(18) 0.0356(5) Uani 1 1 d . . . . .
O2 O 0.6713(2) 0.3865(2) 0.10798(18) 0.0389(5) Uani 1 1 d . . . . .
O3 O 0.3635(3) 0.0969(2) 0.06602(19) 0.0474(6) Uani 1 1 d . . . . .
N1 N 0.6858(2) 0.5556(2) 0.34431(18) 0.0258(4) Uani 1 1 d . . . . .
N2 N 0.4671(2) 0.6656(2) 0.22400(18) 0.0273(5) Uani 1 1 d . . . . .
N3 N 0.2845(2) 0.3886(2) 0.03561(19) 0.0317(5) Uani 1 1 d . . . . .
C1 C 0.3121(3) 0.4980(2) 0.2392(2) 0.0273(5) Uani 1 1 d . . . . .
C2 C 0.3391(3) 0.3847(2) 0.2627(2) 0.0269(5) Uani 1 1 d . . . . .
C3 C 0.4843(3) 0.3909(2) 0.3052(2) 0.0248(5) Uani 1 1 d . . . . .
C4 C 0.5491(3) 0.5036(2) 0.30251(19) 0.0237(5) Uani 1 1 d . . . . .
C5 C 0.4444(3) 0.5587(2) 0.2473(2) 0.0250(5) Uani 1 1 d . . . . .
C6 C 0.2339(3) 0.2936(3) 0.2618(2) 0.0289(5) Uani 1 1 d . . . . .
C7 C 0.1102(3) 0.3242(3) 0.2600(3) 0.0353(6) Uani 1 1 d . . . . .
H7 H 0.095301 0.404661 0.261199 0.042 Uiso 1 1 calc R U . . .
C8 C 0.0086(3) 0.2400(3) 0.2566(3) 0.0398(7) Uani 1 1 d . . . . .
H8 H -0.075491 0.262392 0.254053 0.048 Uiso 1 1 calc R U . . .
C9 C 0.0298(3) 0.1223(3) 0.2570(2) 0.0351(6) Uani 1 1 d . . . . .
C10 C 0.1527(3) 0.0904(3) 0.2613(2) 0.0346(6) Uani 1 1 d . . . . .
H10 H 0.168125 0.010865 0.262991 0.042 Uiso 1 1 calc R U . . .
C11 C 0.2538(3) 0.1748(3) 0.2633(2) 0.0341(6) Uani 1 1 d . . . . .
H11 H 0.337661 0.151818 0.265738 0.041 Uiso 1 1 calc R U . . .
C12 C -0.0795(3) 0.0299(3) 0.2513(3) 0.0420(7) Uani 1 1 d . . . . .
C13 C 0.5499(3) 0.3132(2) 0.3672(2) 0.0242(5) Uani 1 1 d . . . . .
C14 C 0.6093(3) 0.2166(2) 0.3298(2) 0.0267(5) Uani 1 1 d . . . . .
H14 H 0.612629 0.201460 0.263697 0.032 Uiso 1 1 calc R U . . .
C15 C 0.6633(3) 0.1426(2) 0.3877(2) 0.0291(5) Uani 1 1 d . . . . .
H15 H 0.703918 0.077655 0.361657 0.035 Uiso 1 1 calc R U . . .
C16 C 0.6578(3) 0.1640(3) 0.4836(2) 0.0311(6) Uani 1 1 d . . . . .
C17 C 0.5988(3) 0.2585(3) 0.5223(2) 0.0331(6) Uani 1 1 d . . . . .
H17 H 0.594868 0.272454 0.588141 0.040 Uiso 1 1 calc R U . . .
C18 C 0.5454(3) 0.3329(3) 0.4641(2) 0.0304(6) Uani 1 1 d . . . . .
H18 H 0.505304 0.397984 0.490807 0.036 Uiso 1 1 calc R U . . .
C19 C 0.7169(3) 0.0848(3) 0.5465(3) 0.0392(7) Uani 1 1 d D . . . .
C20 C 0.7878(3) 0.4811(2) 0.3733(2) 0.0276(5) Uani 1 1 d . . . . .
H20A H 0.757731 0.397203 0.321458 0.033 Uiso 1 1 calc R U . . .
H20B H 0.798683 0.473776 0.441140 0.033 Uiso 1 1 calc R U . . .
C21 C 0.9226(3) 0.5407(3) 0.3792(2) 0.0313(6) Uani 1 1 d . . . . .
H21A H 0.991922 0.491896 0.402435 0.038 Uiso 1 1 calc R U . . .
H21B H 0.913289 0.539753 0.309403 0.038 Uiso 1 1 calc R U . . .
C22 C 0.9700(3) 0.6730(3) 0.4530(3) 0.0368(6) Uani 1 1 d . . . . .
H22A H 1.053846 0.710835 0.450404 0.044 Uiso 1 1 calc R U . . .
H22B H 0.990464 0.674079 0.524528 0.044 Uiso 1 1 calc R U . . .
C23 C 0.8589(3) 0.7465(3) 0.4220(3) 0.0376(7) Uani 1 1 d . . . . .
H23A H 0.886577 0.830750 0.473060 0.045 Uiso 1 1 calc R U . . .
H23B H 0.846469 0.753487 0.353728 0.045 Uiso 1 1 calc R U . . .
C24 C 0.7253(3) 0.6839(2) 0.4166(2) 0.0320(6) Uani 1 1 d . . . . .
H24A H 0.735206 0.683773 0.486215 0.038 Uiso 1 1 calc R U . . .
H24B H 0.653589 0.730406 0.392914 0.038 Uiso 1 1 calc R U . . .
C25 C 0.5605(3) 0.6668(2) 0.1713(2) 0.0291(5) Uani 1 1 d . . . . .
H25A H 0.513006 0.615852 0.097524 0.035 Uiso 1 1 calc R U . . .
H25B H 0.638134 0.629794 0.202410 0.035 Uiso 1 1 calc R U . . .
C26 C 0.6128(3) 0.7968(3) 0.1794(2) 0.0332(6) Uani 1 1 d . . . . .
H26A H 0.669720 0.793420 0.138783 0.040 Uiso 1 1 calc R U . . .
H26B H 0.670277 0.844783 0.252442 0.040 Uiso 1 1 calc R U . . .
C27 C 0.4970(3) 0.8617(3) 0.1397(3) 0.0350(6) Uani 1 1 d . . . . .
H27A H 0.533615 0.949069 0.153410 0.042 Uiso 1 1 calc R U . . .
H27B H 0.447530 0.821823 0.064131 0.042 Uiso 1 1 calc R U . . .
C28 C 0.4010(3) 0.8548(3) 0.1936(3) 0.0343(6) Uani 1 1 d . . . . .
H28A H 0.322633 0.891908 0.164273 0.041 Uiso 1 1 calc R U . . .
H28B H 0.448347 0.903070 0.267986 0.041 Uiso 1 1 calc R U . . .
C29 C 0.3503(3) 0.7217(3) 0.1813(2) 0.0315(6) Uani 1 1 d . . . . .
H29A H 0.289315 0.720144 0.218274 0.038 Uiso 1 1 calc R U . . .
H29B H 0.298330 0.673927 0.107282 0.038 Uiso 1 1 calc R U . . .
C30 C 0.5717(3) 0.3790(3) 0.1203(2) 0.0301(6) Uani 1 1 d . . . . .
C31 C 0.3887(3) 0.2023(3) 0.1002(2) 0.0337(6) Uani 1 1 d . . . . .
C32 C 0.1926(3) 0.3996(3) -0.0277(3) 0.0418(7) Uani 1 1 d . . . . .
C33 C 0.0741(4) 0.4122(6) -0.1096(4) 0.0738(14) Uani 1 1 d . . . . .
H33A H 0.079410 0.374512 -0.176608 0.111 Uiso 1 1 calc R U . . .
H33B H 0.071625 0.499784 -0.098135 0.111 Uiso 1 1 calc R U . . .
H33C H -0.008332 0.370684 -0.108987 0.111 Uiso 1 1 calc R U . . .
F4 F 0.8271(6) 0.1522(5) 0.6350(4) 0.0401(13) Uani 0.387(3) 1 d D U P A 1
F5 F 0.7541(8) -0.0092(6) 0.4999(5) 0.0503(14) Uani 0.387(3) 1 d D U P A 1
F6 F 0.6298(5) 0.0446(5) 0.5846(5) 0.0314(10) Uani 0.387(3) 1 d D U P A 1
F4A F 0.8251(6) 0.0429(6) 0.5265(5) 0.0331(13) Uani 0.304(3) 1 d D U P A 2
F5A F 0.6353(8) -0.0058(8) 0.5371(8) 0.066(2) Uani 0.304(3) 1 d D U P A 2
F6A F 0.7823(9) 0.1518(8) 0.6497(5) 0.052(2) Uani 0.304(3) 1 d D U P A 2
F4B F 0.6727(9) 0.0876(8) 0.6203(6) 0.0485(19) Uani 0.309(3) 1 d D U P A 3
F5B F 0.8438(7) 0.0968(9) 0.5806(8) 0.063(2) Uani 0.309(3) 1 d D U P A 3
F6B F 0.6702(8) -0.0400(5) 0.4823(5) 0.0406(14) Uani 0.309(3) 1 d D U P A 3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
-6 -2 2 0.0554
1 -7 3 0.0877
7 1 -1 0.0779
1 7 -3 0.0637
0 1 8 0.0343
-1 -1 -7 0.0255
1 -1 -8 0.0332
-7 -1 4 0.0674
-1 -5 -3 0.0528
2 -5 -4 0.0821
0 2 -9 0.0403
1 -2 9 0.0553
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
C30 Fe1 C31 93.35(13) . . ?
C30 Fe1 N3 102.66(12) . . ?
C31 Fe1 N3 94.12(12) . . ?
C30 Fe1 C3 111.11(12) . . ?
C31 Fe1 C3 100.02(12) . . ?
N3 Fe1 C3 142.29(10) . . ?
C30 Fe1 C2 151.49(12) . . ?
C31 Fe1 C2 96.86(12) . . ?
N3 Fe1 C2 103.06(10) . . ?
C3 Fe1 C2 40.85(10) . . ?
C30 Fe1 C4 88.08(11) . . ?
C31 Fe1 C4 135.74(11) . . ?
N3 Fe1 C4 128.67(10) . . ?
C3 Fe1 C4 40.16(10) . . ?
C2 Fe1 C4 66.18(10) . . ?
C30 Fe1 C5 102.27(11) . . ?
C31 Fe1 C5 162.38(12) . . ?
N3 Fe1 C5 90.39(10) . . ?
C3 Fe1 C5 66.89(10) . . ?
C2 Fe1 C5 65.52(10) . . ?
C4 Fe1 C5 38.55(9) . . ?
C30 Fe1 C1 139.53(11) . . ?
C31 Fe1 C1 127.05(12) . . ?
N3 Fe1 C1 79.18(10) . . ?
C3 Fe1 C1 64.37(10) . . ?
C2 Fe1 C1 37.34(9) . . ?
C4 Fe1 C1 62.45(9) . . ?
C5 Fe1 C1 37.50(9) . . ?
C4 N1 C20 120.3(2) . . ?
C4 N1 C24 116.0(2) . . ?
C20 N1 C24 113.0(2) . . ?
C5 N2 C25 115.9(2) . . ?
C5 N2 C29 118.7(2) . . ?
C25 N2 C29 111.4(2) . . ?
C32 N3 Fe1 173.0(3) . . ?
O1 C1 C2 127.9(2) . . ?
O1 C1 C5 127.2(2) . . ?
C2 C1 C5 104.6(2) . . ?
O1 C1 Fe1 133.7(2) . . ?
C2 C1 Fe1 61.09(14) . . ?
C5 C1 Fe1 64.21(14) . . ?
C3 C2 C1 109.0(2) . . ?
C3 C2 C6 126.6(2) . . ?
C1 C2 C6 123.3(2) . . ?
C3 C2 Fe1 66.22(14) . . ?
C1 C2 Fe1 81.57(16) . . ?
C6 C2 Fe1 127.7(2) . . ?
C4 C3 C2 107.8(2) . . ?
C4 C3 C13 126.8(2) . . ?
C2 C3 C13 123.2(2) . . ?
C4 C3 Fe1 75.10(15) . . ?
C2 C3 Fe1 72.93(15) . . ?
C13 C3 Fe1 131.17(19) . . ?
N1 C4 C5 123.3(2) . . ?
N1 C4 C3 128.8(2) . . ?
C5 C4 C3 107.9(2) . . ?
N1 C4 Fe1 129.28(18) . . ?
C5 C4 Fe1 72.00(15) . . ?
C3 C4 Fe1 64.73(14) . . ?
N2 C5 C4 125.0(2) . . ?
N2 C5 C1 125.8(2) . . ?
C4 C5 C1 108.1(2) . . ?
N2 C5 Fe1 127.27(19) . . ?
C4 C5 Fe1 69.45(14) . . ?
C1 C5 Fe1 78.29(15) . . ?
C7 C6 C11 117.6(3) . . ?
C7 C6 C2 120.2(2) . . ?
C11 C6 C2 122.2(2) . . ?
C8 C7 C6 121.5(3) . . ?
C7 C8 C9 120.0(3) . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 C12 119.7(3) . . ?
C8 C9 C12 120.6(3) . . ?
C9 C10 C11 120.1(3) . . ?
C10 C11 C6 121.1(3) . . ?
F1 C12 F2 105.6(3) . . ?
F1 C12 F3 105.7(3) . . ?
F2 C12 F3 106.8(3) . . ?
F1 C12 C9 113.4(3) . . ?
F2 C12 C9 112.2(3) . . ?
F3 C12 C9 112.6(3) . . ?
C18 C13 C14 118.3(2) . . ?
C18 C13 C3 118.9(2) . . ?
C14 C13 C3 122.7(2) . . ?
C15 C14 C13 121.0(3) . . ?
C16 C15 C14 119.6(2) . . ?
C15 C16 C17 120.7(2) . . ?
C15 C16 C19 119.7(2) . . ?
C17 C16 C19 119.6(3) . . ?
C16 C17 C18 119.5(3) . . ?
C17 C18 C13 120.9(3) . . ?
F5B C19 F4B 110.7(6) . . ?
F5 C19 F6 108.0(4) . . ?
F5A C19 F6A 108.4(6) . . ?
F5 C19 F4 107.5(5) . . ?
F6 C19 F4 102.5(4) . . ?
F5A C19 F4A 108.7(6) . . ?
F6A C19 F4A 99.7(5) . . ?
F5B C19 F6B 103.6(5) . . ?
F4B C19 F6B 102.1(5) . . ?
F5B C19 C16 116.0(4) . . ?
F5A C19 C16 115.7(5) . . ?
F5 C19 C16 115.3(4) . . ?
F4B C19 C16 114.4(4) . . ?
F6 C19 C16 111.6(3) . . ?
F6A C19 C16 112.0(4) . . ?
F4 C19 C16 111.1(3) . . ?
F4A C19 C16 111.1(3) . . ?
F6B C19 C16 108.4(3) . . ?
N1 C20 C21 109.9(2) . . ?
C22 C21 C20 112.2(2) . . ?
C21 C22 C23 109.4(2) . . ?
C24 C23 C22 110.8(2) . . ?
N1 C24 C23 110.2(2) . . ?
N2 C25 C26 111.6(2) . . ?
C25 C26 C27 111.6(2) . . ?
C28 C27 C26 109.4(2) . . ?
C27 C28 C29 111.6(2) . . ?
N2 C29 C28 109.5(2) . . ?
O2 C30 Fe1 173.9(3) . . ?
O3 C31 Fe1 179.6(3) . . ?
N3 C32 C33 179.4(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 C30 1.781(3) . ?
Fe1 C31 1.795(3) . ?
Fe1 N3 1.951(2) . ?
Fe1 C3 2.027(3) . ?
Fe1 C2 2.118(3) . ?
Fe1 C4 2.166(3) . ?
Fe1 C5 2.200(3) . ?
Fe1 C1 2.393(3) . ?
F1 C12 1.330(4) . ?
F2 C12 1.338(4) . ?
F3 C12 1.343(4) . ?
O1 C1 1.238(3) . ?
O2 C30 1.149(4) . ?
O3 C31 1.145(4) . ?
N1 C4 1.386(3) . ?
N1 C20 1.461(3) . ?
N1 C24 1.480(3) . ?
N2 C5 1.396(3) . ?
N2 C25 1.471(4) . ?
N2 C29 1.477(3) . ?
N3 C32 1.136(4) . ?
C1 C2 1.467(3) . ?
C1 C5 1.488(4) . ?
C2 C3 1.449(4) . ?
C2 C6 1.480(4) . ?
C3 C4 1.446(3) . ?
C3 C13 1.493(3) . ?
C4 C5 1.442(3) . ?
C6 C7 1.395(4) . ?
C6 C11 1.407(4) . ?
C7 C8 1.384(4) . ?
C8 C9 1.393(4) . ?
C9 C10 1.383(4) . ?
C9 C12 1.491(4) . ?
C10 C11 1.391(4) . ?
C13 C18 1.395(4) . ?
C13 C14 1.399(4) . ?
C14 C15 1.387(4) . ?
C15 C16 1.381(4) . ?
C16 C17 1.386(4) . ?
C16 C19 1.497(4) . ?
C17 C18 1.391(4) . ?
C19 F5B 1.257(7) . ?
C19 F5A 1.257(7) . ?
C19 F5 1.281(6) . ?
C19 F4B 1.322(7) . ?
C19 F6 1.364(5) . ?
C19 F6A 1.372(7) . ?
C19 F4 1.376(6) . ?
C19 F4A 1.384(6) . ?
C19 F6B 1.414(6) . ?
C20 C21 1.521(4) . ?
C21 C22 1.521(4) . ?
C22 C23 1.529(4) . ?
C23 C24 1.525(4) . ?
C25 C26 1.519(4) . ?
C26 C27 1.524(4) . ?
C27 C28 1.516(4) . ?
C28 C29 1.528(4) . ?
C32 C33 1.459(5) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -174.1(3) . . . . ?
C5 C1 C2 C3 12.2(3) . . . . ?
Fe1 C1 C2 C3 61.16(18) . . . . ?
O1 C1 C2 C6 -5.3(5) . . . . ?
C5 C1 C2 C6 -178.9(2) . . . . ?
Fe1 C1 C2 C6 -130.0(3) . . . . ?
O1 C1 C2 Fe1 124.7(3) . . . . ?
C5 C1 C2 Fe1 -48.93(19) . . . . ?
C1 C2 C3 C4 -3.6(3) . . . . ?
C6 C2 C3 C4 -172.0(3) . . . . ?
Fe1 C2 C3 C4 67.60(18) . . . . ?
C1 C2 C3 C13 160.3(2) . . . . ?
C6 C2 C3 C13 -8.1(4) . . . . ?
Fe1 C2 C3 C13 -128.5(3) . . . . ?
C1 C2 C3 Fe1 -71.2(2) . . . . ?
C6 C2 C3 Fe1 120.4(3) . . . . ?
C20 N1 C4 C5 -162.9(2) . . . . ?
C24 N1 C4 C5 55.3(3) . . . . ?
C20 N1 C4 C3 17.7(4) . . . . ?
C24 N1 C4 C3 -124.2(3) . . . . ?
C20 N1 C4 Fe1 -69.5(3) . . . . ?
C24 N1 C4 Fe1 148.7(2) . . . . ?
C2 C3 C4 N1 172.6(3) . . . . ?
C13 C3 C4 N1 9.4(4) . . . . ?
Fe1 C3 C4 N1 -121.3(3) . . . . ?
C2 C3 C4 C5 -6.9(3) . . . . ?
C13 C3 C4 C5 -170.1(2) . . . . ?
Fe1 C3 C4 C5 59.25(18) . . . . ?
C2 C3 C4 Fe1 -66.14(18) . . . . ?
C13 C3 C4 Fe1 130.7(3) . . . . ?
C25 N2 C5 C4 52.6(4) . . . . ?
C29 N2 C5 C4 -170.7(3) . . . . ?
C25 N2 C5 C1 -140.7(3) . . . . ?
C29 N2 C5 C1 -4.0(4) . . . . ?
C25 N2 C5 Fe1 -37.2(3) . . . . ?
C29 N2 C5 Fe1 99.6(3) . . . . ?
N1 C4 C5 N2 3.9(4) . . . . ?
C3 C4 C5 N2 -176.6(2) . . . . ?
Fe1 C4 C5 N2 -121.8(3) . . . . ?
N1 C4 C5 C1 -164.8(2) . . . . ?
C3 C4 C5 C1 14.7(3) . . . . ?
Fe1 C4 C5 C1 69.49(18) . . . . ?
N1 C4 C5 Fe1 125.7(2) . . . . ?
C3 C4 C5 Fe1 -54.80(17) . . . . ?
O1 C1 C5 N2 1.2(5) . . . . ?
C2 C1 C5 N2 174.9(3) . . . . ?
Fe1 C1 C5 N2 127.8(3) . . . . ?
O1 C1 C5 C4 169.8(3) . . . . ?
C2 C1 C5 C4 -16.5(3) . . . . ?
Fe1 C1 C5 C4 -63.59(17) . . . . ?
O1 C1 C5 Fe1 -126.6(3) . . . . ?
C2 C1 C5 Fe1 47.14(19) . . . . ?
C3 C2 C6 C7 153.0(3) . . . . ?
C1 C2 C6 C7 -13.8(4) . . . . ?
Fe1 C2 C6 C7 -120.5(3) . . . . ?
C3 C2 C6 C11 -26.6(4) . . . . ?
C1 C2 C6 C11 166.5(3) . . . . ?
Fe1 C2 C6 C11 59.9(4) . . . . ?
C11 C6 C7 C8 -2.0(5) . . . . ?
C2 C6 C7 C8 178.4(3) . . . . ?
C6 C7 C8 C9 1.3(5) . . . . ?
C7 C8 C9 C10 0.4(5) . . . . ?
C7 C8 C9 C12 -178.8(3) . . . . ?
C8 C9 C10 C11 -1.3(5) . . . . ?
C12 C9 C10 C11 178.0(3) . . . . ?
C9 C10 C11 C6 0.5(5) . . . . ?
C7 C6 C11 C10 1.1(5) . . . . ?
C2 C6 C11 C10 -179.3(3) . . . . ?
C10 C9 C12 F1 86.1(4) . . . . ?
C8 C9 C12 F1 -94.6(4) . . . . ?
C10 C9 C12 F2 -33.4(5) . . . . ?
C8 C9 C12 F2 145.8(4) . . . . ?
C10 C9 C12 F3 -153.9(3) . . . . ?
C8 C9 C12 F3 25.3(5) . . . . ?
C4 C3 C13 C18 93.8(3) . . . . ?
C2 C3 C13 C18 -67.0(4) . . . . ?
Fe1 C3 C13 C18 -163.1(2) . . . . ?
C4 C3 C13 C14 -89.9(3) . . . . ?
C2 C3 C13 C14 109.3(3) . . . . ?
Fe1 C3 C13 C14 13.3(4) . . . . ?
C18 C13 C14 C15 -0.5(4) . . . . ?
C3 C13 C14 C15 -176.8(2) . . . . ?
C13 C14 C15 C16 0.4(4) . . . . ?
C14 C15 C16 C17 0.0(4) . . . . ?
C14 C15 C16 C19 -179.6(3) . . . . ?
C15 C16 C17 C18 -0.4(5) . . . . ?
C19 C16 C17 C18 179.2(3) . . . . ?
C16 C17 C18 C13 0.3(5) . . . . ?
C14 C13 C18 C17 0.1(4) . . . . ?
C3 C13 C18 C17 176.6(3) . . . . ?
C15 C16 C19 F5B 68.2(7) . . . . ?
C17 C16 C19 F5B -111.4(6) . . . . ?
C15 C16 C19 F5A -94.3(7) . . . . ?
C17 C16 C19 F5A 86.2(7) . . . . ?
C15 C16 C19 F5 -8.7(6) . . . . ?
C17 C16 C19 F5 171.8(5) . . . . ?
C15 C16 C19 F4B -161.0(5) . . . . ?
C17 C16 C19 F4B 19.4(6) . . . . ?
C15 C16 C19 F6 -132.3(4) . . . . ?
C17 C16 C19 F6 48.1(5) . . . . ?
C15 C16 C19 F6A 140.8(5) . . . . ?
C17 C16 C19 F6A -38.8(6) . . . . ?
C15 C16 C19 F4 114.0(4) . . . . ?
C17 C16 C19 F4 -65.6(5) . . . . ?
C15 C16 C19 F4A 30.2(5) . . . . ?
C17 C16 C19 F4A -149.3(4) . . . . ?
C15 C16 C19 F6B -47.8(5) . . . . ?
C17 C16 C19 F6B 132.6(4) . . . . ?
C4 N1 C20 C21 159.4(2) . . . . ?
C24 N1 C20 C21 -57.6(3) . . . . ?
N1 C20 C21 C22 55.9(3) . . . . ?
C20 C21 C22 C23 -54.8(3) . . . . ?
C21 C22 C23 C24 54.7(4) . . . . ?
C4 N1 C24 C23 -156.9(2) . . . . ?
C20 N1 C24 C23 58.5(3) . . . . ?
C22 C23 C24 N1 -56.4(3) . . . . ?
C5 N2 C25 C26 -162.1(2) . . . . ?
C29 N2 C25 C26 58.1(3) . . . . ?
N2 C25 C26 C27 -54.8(3) . . . . ?
C25 C26 C27 C28 52.8(3) . . . . ?
C26 C27 C28 C29 -55.1(3) . . . . ?
C5 N2 C29 C28 162.3(2) . . . . ?
C25 N2 C29 C28 -59.1(3) . . . . ?
C27 C28 C29 N2 58.4(3) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-6.4191 -1.6544 1.7315 -0.0208 0.1100 0.9937
0.6140 -7.4678 3.2212 -0.1822 0.9802 0.0776
6.5454 1.0765 -1.4944 0.0065 -0.0328 -0.9994
0.8275 7.3476 -3.3917 0.1750 -0.9410 -0.2896
0.2200 0.7022 7.9643 -0.9301 -0.1731 -0.3239
-1.0723 -0.7762 -7.3824 0.8834 0.1645 0.4388
0.5249 -0.6289 -8.3708 0.9591 0.1784 0.2199
-6.8730 -0.6147 4.4792 -0.3518 -0.0648 0.9338
-1.3047 -5.0220 -3.2356 0.5281 0.6894 0.4958
1.7011 -5.3592 -4.3883 0.6062 0.7909 0.0834
0.3836 2.4497 -9.0802 0.9614 -0.2304 0.1502
0.5338 -2.2629 8.6174 -0.9326 0.2236 -0.2832
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.000 128.7 20.0 '1 MeCN'
