#------------------------------------------------------------------------------
#$Date: 2022-02-23 01:59:21 +0200 (Wed, 23 Feb 2022) $
#$Revision: 273120 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/95/7709590.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_7709590
loop_
_publ_author_name
'Rungthanaphatsophon, Pokpong'
'Rath, Nigam'
'Neely, Jamie'
_publ_section_title
;
 Iron(II) Complexes Supported by Pyrazolyl-Substituted Cyclopentadienyl
 Ligands: Synthesis and Characterization
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00199C
_journal_year                    2022
_chemical_formula_moiety         'C29 H29 Cl Fe N4, C4 H8 O'
_chemical_formula_sum            'C33 H37 Cl Fe N4 O'
_chemical_formula_weight         596.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-02-15 deposited with the CCDC.	2022-02-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.055(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3605(6)
_cell_length_b                   19.0634(12)
_cell_length_c                   16.6011(10)
_cell_measurement_reflns_used    9711
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.52
_cell_measurement_theta_min      4.64
_cell_volume                     2916.8(3)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'APEX3 v2018.7--RC8 (Bruker AXS, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.41
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            55335
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.606
_diffrn_reflns_theta_min         4.639
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    5.242
_exptl_absorpt_correction_T_max  0.8645
_exptl_absorpt_correction_T_min  0.7440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.162
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.105
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         5934
_refine_ls_number_restraints     63
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0515
_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)+(0.0895P)²+3.3554P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1468
_refine_ls_wR_factor_ref         0.1511
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5577
_reflns_number_total             5934
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00199c2.cif
_cod_data_source_block           j15019
_cod_original_cell_volume        2916.9(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7709590
_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   0.484
_shelx_estimated_absorpt_t_max   0.609
loop_
_space_group_symop_operation_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_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 0.41222(4) 0.35732(2) 0.65885(2) 0.02624(14) Uani 1 1 d . . . . .
Cl1 Cl 0.18155(6) 0.38125(4) 0.59515(4) 0.04052(19) Uani 1 1 d . . . . .
N1 N 0.5414(2) 0.44630(11) 0.63964(13) 0.0271(4) Uani 1 1 d . . . . .
N2 N 0.6834(2) 0.43658(10) 0.63246(12) 0.0227(4) Uani 1 1 d . . . . .
N3 N 0.5176(2) 0.31132(11) 0.56791(12) 0.0252(4) Uani 1 1 d . . . . .
N4 N 0.6620(2) 0.32424(10) 0.57040(12) 0.0220(4) Uani 1 1 d . . . . .
C1 C 0.6148(3) 0.31899(14) 0.75180(14) 0.0267(5) Uani 1 1 d D . . . .
C2 C 0.5413(3) 0.37004(16) 0.79194(16) 0.0343(6) Uani 1 1 d . . . . .
H2 H 0.578612 0.414569 0.810808 0.041 Uiso 1 1 calc R U . . .
C3 C 0.4033(3) 0.3432(2) 0.79894(19) 0.0454(8) Uani 1 1 d . . . . .
H3 H 0.331593 0.366776 0.822838 0.054 Uiso 1 1 calc R U . . .
C4 C 0.3903(3) 0.2760(2) 0.76466(18) 0.0441(8) Uani 1 1 d . . . . .
H4 H 0.308163 0.246210 0.761075 0.053 Uiso 1 1 calc R U . . .
C5 C 0.5197(3) 0.26014(16) 0.73638(16) 0.0343(6) Uani 1 1 d . . . . .
H5 H 0.540373 0.217432 0.711250 0.041 Uiso 1 1 calc R U . . .
C6 C 0.7620(2) 0.32910(11) 0.72456(13) 0.0218(4) Uani 1 1 d D U . . .
C7 C 0.8638(3) 0.37496(12) 0.78734(14) 0.0248(5) Uani 1 1 d D . . . .
C8 C 0.9798(3) 0.41182(13) 0.76545(17) 0.0318(6) Uani 1 1 d . . . . .
H8 H 0.992210 0.412198 0.709869 0.038 Uiso 1 1 calc R U . . .
C9 C 1.0780(3) 0.44822(15) 0.8236(2) 0.0399(7) Uani 1 1 d . . . . .
H9 H 1.154376 0.474175 0.806892 0.048 Uiso 1 1 calc R U . . .
C10 C 1.0655(4) 0.44690(18) 0.9044(2) 0.0514(8) Uani 1 1 d . . . . .
H10 H 1.132741 0.471552 0.943843 0.062 Uiso 1 1 calc R U . . .
C11 C 0.9536(5) 0.4092(2) 0.9278(2) 0.0587(10) Uani 1 1 d . . . . .
H11 H 0.944321 0.407785 0.983857 0.070 Uiso 1 1 calc R U . . .
C12 C 0.8536(4) 0.37312(18) 0.86979(18) 0.0419(7) Uani 1 1 d . . . . .
H12 H 0.777808 0.347056 0.887042 0.050 Uiso 1 1 calc R U . . .
C13 C 0.8408(3) 0.25417(14) 0.7217(2) 0.0223(5) Uani 0.516(4) 1 d DG U P A 1
C14 C 0.9688(3) 0.24124(16) 0.77600(19) 0.0269(11) Uani 0.516(4) 1 d G . P A 1
H14 H 1.007438 0.275922 0.814868 0.032 Uiso 0.516(4) 1 calc R U P A 1
C15 C 1.0403(3) 0.17758(19) 0.7735(2) 0.0319(12) Uani 0.516(4) 1 d G . P A 1
H15 H 1.127768 0.168750 0.810613 0.038 Uiso 0.516(4) 1 calc R U P A 1
C16 C 0.9838(4) 0.12684(15) 0.7166(3) 0.035(2) Uani 0.516(4) 1 d G . P A 1
H16 H 1.032657 0.083333 0.714885 0.042 Uiso 0.516(4) 1 calc R U P A 1
C17 C 0.8558(4) 0.13977(15) 0.6623(2) 0.0378(14) Uani 0.516(4) 1 d G . P A 1
H17 H 0.817216 0.105088 0.623412 0.045 Uiso 0.516(4) 1 calc R U P A 1
C18 C 0.7843(3) 0.20343(17) 0.6648(2) 0.0318(12) Uani 0.516(4) 1 d G . P A 1
H18 H 0.696883 0.212260 0.627665 0.038 Uiso 0.516(4) 1 calc R U P A 1
C13' C 0.8463(4) 0.26019(15) 0.7203(2) 0.0220(5) Uani 0.484(4) 1 d DG U P A 2
C14' C 0.9558(4) 0.25464(16) 0.6739(2) 0.0305(12) Uani 0.484(4) 1 d G . P A 2
H14' H 0.974932 0.292654 0.640320 0.037 Uiso 0.484(4) 1 calc R U P A 2
C15' C 1.0373(4) 0.1935(2) 0.6765(3) 0.0355(13) Uani 0.484(4) 1 d G . P A 2
H15' H 1.112094 0.189664 0.644751 0.043 Uiso 0.484(4) 1 calc R U P A 2
C16' C 1.0093(5) 0.13783(18) 0.7256(4) 0.046(3) Uani 0.484(4) 1 d G . P A 2
H16' H 1.064981 0.096019 0.727406 0.055 Uiso 0.484(4) 1 calc R U P A 2
C17' C 0.8998(5) 0.14338(19) 0.7721(3) 0.055(2) Uani 0.484(4) 1 d G . P A 2
H17' H 0.880705 0.105362 0.805630 0.066 Uiso 0.484(4) 1 calc R U P A 2
C18' C 0.8184(4) 0.2046(2) 0.7694(3) 0.0429(16) Uani 0.484(4) 1 d G . P A 2
H18' H 0.743541 0.208352 0.801199 0.051 Uiso 0.484(4) 1 calc R U P A 2
C19 C 0.7441(2) 0.36550(11) 0.63681(14) 0.0208(4) Uani 1 1 d D . . . .
H19 H 0.840204 0.369938 0.624626 0.025 Uiso 1 1 calc R U . . .
C20 C 0.7412(3) 0.49647(13) 0.60599(15) 0.0283(5) Uani 1 1 d . . . . .
C21 C 0.6335(3) 0.54619(15) 0.59908(19) 0.0369(6) Uani 1 1 d . . . . .
H21 H 0.640097 0.593690 0.582830 0.044 Uiso 1 1 calc R U . . .
C22 C 0.5123(3) 0.51321(15) 0.62061(18) 0.0357(6) Uani 1 1 d . . . . .
C23 C 0.8904(3) 0.50438(15) 0.58844(19) 0.0364(6) Uani 1 1 d . . . . .
H23A H 0.958408 0.511156 0.639839 0.055 Uiso 1 1 calc R U . . .
H23B H 0.894180 0.545140 0.552904 0.055 Uiso 1 1 calc R U . . .
H23C H 0.917129 0.462084 0.560994 0.055 Uiso 1 1 calc R U . . .
C24 C 0.3661(4) 0.54420(18) 0.6230(3) 0.0522(8) Uani 1 1 d . . . . .
H24A H 0.308507 0.544473 0.567716 0.078 Uiso 1 1 calc R U . . .
H24B H 0.377730 0.592368 0.643747 0.078 Uiso 1 1 calc R U . . .
H24C H 0.316464 0.516059 0.659101 0.078 Uiso 1 1 calc R U . . .
C25 C 0.7078(3) 0.29679(14) 0.50333(16) 0.0309(5) Uani 1 1 d . . . . .
C26 C 0.5894(3) 0.26463(16) 0.45796(17) 0.0384(6) Uani 1 1 d . . . . .
H26 H 0.586437 0.240428 0.407671 0.046 Uiso 1 1 calc R U . . .
C27 C 0.4740(3) 0.27435(15) 0.49996(16) 0.0327(6) Uani 1 1 d . . . . .
C28 C 0.8588(4) 0.30285(19) 0.4873(2) 0.0489(8) Uani 1 1 d . . . . .
H28A H 0.890987 0.351717 0.494562 0.073 Uiso 1 1 calc R U . . .
H28B H 0.861747 0.287957 0.431115 0.073 Uiso 1 1 calc R U . . .
H28C H 0.923086 0.272886 0.525661 0.073 Uiso 1 1 calc R U . . .
C29 C 0.3199(3) 0.2499(2) 0.4772(2) 0.0492(8) Uani 1 1 d . . . . .
H29A H 0.268569 0.258369 0.522930 0.074 Uiso 1 1 calc R U . . .
H29B H 0.318502 0.199634 0.464796 0.074 Uiso 1 1 calc R U . . .
H29C H 0.271850 0.275783 0.428968 0.074 Uiso 1 1 calc R U . . .
O1S O 0.6236(9) 0.5718(4) 0.8168(4) 0.1604(19) Uani 0.75 1 d G U P B 1
C1S C 0.4754(8) 0.5615(5) 0.8224(5) 0.1601(19) Uani 0.75 1 d G U P B 1
H1S1 H 0.440818 0.516204 0.797147 0.192 Uiso 0.75 1 calc R U P B 1
H1S2 H 0.415474 0.599556 0.793291 0.192 Uiso 0.75 1 calc R U P B 1
C2S C 0.4636(9) 0.5617(5) 0.9066(6) 0.1601(19) Uani 0.75 1 d G U P B 1
H2S1 H 0.397992 0.599876 0.917726 0.192 Uiso 0.75 1 calc R U P B 1
H2S2 H 0.423335 0.516524 0.921582 0.192 Uiso 0.75 1 calc R U P B 1
C3S C 0.6045(11) 0.5722(6) 0.9529(4) 0.1598(19) Uani 0.75 1 d G U P B 1
H3S1 H 0.631733 0.531931 0.990163 0.192 Uiso 0.75 1 calc R U P B 1
H3S2 H 0.606390 0.615283 0.986307 0.192 Uiso 0.75 1 calc R U P B 1
C4S C 0.7034(7) 0.5784(6) 0.8975(5) 0.1600(19) Uani 0.75 1 d G U P B 1
H4S1 H 0.778013 0.541133 0.908112 0.192 Uiso 0.75 1 calc R U P B 1
H4S2 H 0.752669 0.624485 0.904256 0.192 Uiso 0.75 1 calc R U P B 1
O2S O 0.562(3) 0.5078(12) 0.9864(15) 0.168(6) Uiso 0.25 1 d G U P C -2
C5S C 0.665(3) 0.5111(15) 0.9330(18) 0.168(6) Uiso 0.25 1 d G U P C -2
H5S1 H 0.764589 0.508536 0.964909 0.201 Uiso 0.25 1 calc R U P C -2
H5S2 H 0.650820 0.471158 0.894302 0.201 Uiso 0.25 1 calc R U P C -2
C6S C 0.645(4) 0.5755(18) 0.8896(18) 0.168(6) Uiso 0.25 1 d G U P C -2
H6S1 H 0.620702 0.566453 0.830054 0.201 Uiso 0.25 1 calc R U P C -2
H6S2 H 0.734471 0.603831 0.900662 0.201 Uiso 0.25 1 calc R U P C -2
C7S C 0.529(4) 0.6120(13) 0.916(2) 0.168(6) Uiso 0.25 1 d G U P C -2
H7S1 H 0.449723 0.620531 0.869282 0.201 Uiso 0.25 1 calc R U P C -2
H7S2 H 0.563492 0.657909 0.939890 0.201 Uiso 0.25 1 calc R U P C -2
C8S C 0.478(3) 0.5702(15) 0.9760(19) 0.168(6) Uiso 0.25 1 d G U P C -2
H8S1 H 0.487940 0.596037 1.028382 0.201 Uiso 0.25 1 calc R U P C -2
H8S2 H 0.374171 0.558659 0.957774 0.201 Uiso 0.25 1 calc R U P C -2
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'
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'
Cl Cl 0.3639 0.7018 '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'
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
N3 Fe1 N1 82.94(8) . . ?
N3 Fe1 Cl1 105.77(6) . . ?
N1 Fe1 Cl1 106.66(6) . . ?
N3 Fe1 C2 119.05(9) . . ?
N1 Fe1 C2 81.16(9) . . ?
Cl1 Fe1 C2 135.17(7) . . ?
N3 Fe1 C1 85.23(8) . . ?
N1 Fe1 C1 86.09(8) . . ?
Cl1 Fe1 C1 163.86(7) . . ?
C2 Fe1 C1 35.39(9) . . ?
N3 Fe1 C3 138.82(10) . . ?
N1 Fe1 C3 110.85(11) . . ?
Cl1 Fe1 C3 106.66(8) . . ?
C2 Fe1 C3 35.02(11) . . ?
C1 Fe1 C3 58.58(9) . . ?
N3 Fe1 C5 81.86(9) . . ?
N1 Fe1 C5 120.12(9) . . ?
Cl1 Fe1 C5 133.21(7) . . ?
C2 Fe1 C5 57.93(10) . . ?
C1 Fe1 C5 35.19(9) . . ?
C3 Fe1 C5 57.41(11) . . ?
N3 Fe1 C4 111.43(11) . . ?
N1 Fe1 C4 138.65(10) . . ?
Cl1 Fe1 C4 106.05(7) . . ?
C2 Fe1 C4 57.76(11) . . ?
C1 Fe1 C4 58.30(9) . . ?
C3 Fe1 C4 34.34(13) . . ?
C5 Fe1 C4 34.41(10) . . ?
C22 N1 N2 105.7(2) . . ?
C22 N1 Fe1 134.23(18) . . ?
N2 N1 Fe1 119.27(15) . . ?
N1 N2 C20 111.09(19) . . ?
N1 N2 C19 119.65(19) . . ?
C20 N2 C19 128.0(2) . . ?
C27 N3 N4 106.0(2) . . ?
C27 N3 Fe1 134.95(18) . . ?
N4 N3 Fe1 118.80(15) . . ?
C25 N4 N3 110.83(19) . . ?
C25 N4 C19 128.6(2) . . ?
N3 N4 C19 120.46(18) . . ?
C2 C1 C5 106.5(2) . . ?
C2 C1 C6 125.8(2) . . ?
C5 C1 C6 127.5(2) . . ?
C2 C1 Fe1 72.12(15) . . ?
C5 C1 Fe1 73.69(15) . . ?
C6 C1 Fe1 115.57(15) . . ?
C3 C2 C1 108.4(3) . . ?
C3 C2 Fe1 73.22(17) . . ?
C1 C2 Fe1 72.49(15) . . ?
C3 C2 H2 125.8 . . ?
C1 C2 H2 125.8 . . ?
Fe1 C2 H2 120.3 . . ?
C4 C3 C2 108.3(3) . . ?
C4 C3 Fe1 73.64(18) . . ?
C2 C3 Fe1 71.77(16) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 120.5 . . ?
C3 C4 C5 108.3(3) . . ?
C3 C4 Fe1 72.01(17) . . ?
C5 C4 Fe1 72.75(16) . . ?
C3 C4 H4 125.8 . . ?
C5 C4 H4 125.8 . . ?
Fe1 C4 H4 121.1 . . ?
C4 C5 C1 108.5(3) . . ?
C4 C5 Fe1 72.84(17) . . ?
C1 C5 Fe1 71.12(15) . . ?
C4 C5 H5 125.7 . . ?
C1 C5 H5 125.7 . . ?
Fe1 C5 H5 122.0 . . ?
C1 C6 C13' 113.5(2) . . ?
C1 C6 C7 110.49(19) . . ?
C13' C6 C7 104.6(2) . . ?
C1 C6 C19 111.50(17) . . ?
C13' C6 C19 107.6(2) . . ?
C7 C6 C19 108.80(18) . . ?
C1 C6 C13 109.7(2) . . ?
C7 C6 C13 106.76(18) . . ?
C19 C6 C13 109.5(2) . . ?
C12 C7 C8 117.4(2) . . ?
C12 C7 C6 120.5(2) . . ?
C8 C7 C6 121.6(2) . . ?
C7 C8 C9 121.3(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 119.0(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C10 C11 C12 120.7(3) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C7 C12 C11 120.8(3) . . ?
C7 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C18 120.0 . . ?
C14 C13 C6 119.0(2) . . ?
C18 C13 C6 121.0(2) . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C13 120.0 . . ?
C17 C18 H18 120.0 . . ?
C13 C18 H18 120.0 . . ?
C14' C13' C18' 120.0 . . ?
C14' C13' C6 121.6(2) . . ?
C18' C13' C6 118.3(2) . . ?
C15' C14' C13' 120.0 . . ?
C15' C14' H14' 120.0 . . ?
C13' C14' H14' 120.0 . . ?
C16' C15' C14' 120.0 . . ?
C16' C15' H15' 120.0 . . ?
C14' C15' H15' 120.0 . . ?
C15' C16' C17' 120.0 . . ?
C15' C16' H16' 120.0 . . ?
C17' C16' H16' 120.0 . . ?
C18' C17' C16' 120.0 . . ?
C18' C17' H17' 120.0 . . ?
C16' C17' H17' 120.0 . . ?
C17' C18' C13' 120.0 . . ?
C17' C18' H18' 120.0 . . ?
C13' C18' H18' 120.0 . . ?
N4 C19 N2 108.25(18) . . ?
N4 C19 C6 114.40(18) . . ?
N2 C19 C6 115.16(18) . . ?
N4 C19 H19 106.1 . . ?
N2 C19 H19 106.1 . . ?
C6 C19 H19 106.1 . . ?
N2 C20 C21 106.1(2) . . ?
N2 C20 C23 125.9(2) . . ?
C21 C20 C23 128.0(2) . . ?
C20 C21 C22 106.6(2) . . ?
C20 C21 H21 126.7 . . ?
C22 C21 H21 126.7 . . ?
N1 C22 C21 110.5(2) . . ?
N1 C22 C24 121.5(3) . . ?
C21 C22 C24 128.0(3) . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 C26 106.3(2) . . ?
N4 C25 C28 124.0(2) . . ?
C26 C25 C28 129.7(2) . . ?
C25 C26 C27 106.7(2) . . ?
C25 C26 H26 126.6 . . ?
C27 C26 H26 126.6 . . ?
N3 C27 C26 110.1(2) . . ?
N3 C27 C29 121.1(3) . . ?
C26 C27 C29 128.8(3) . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C1S O1S C4S 108.0 . . ?
O1S C1S C2S 108.0 . . ?
O1S C1S H1S1 110.1 . . ?
C2S C1S H1S1 110.1 . . ?
O1S C1S H1S2 110.1 . . ?
C2S C1S H1S2 110.1 . . ?
H1S1 C1S H1S2 108.4 . . ?
C3S C2S C1S 108.0 . . ?
C3S C2S H2S1 110.1 . . ?
C1S C2S H2S1 110.1 . . ?
C3S C2S H2S2 110.1 . . ?
C1S C2S H2S2 110.1 . . ?
H2S1 C2S H2S2 108.4 . . ?
C2S C3S C4S 108.0 . . ?
C2S C3S H3S1 110.1 . . ?
C4S C3S H3S1 110.1 . . ?
C2S C3S H3S2 110.1 . . ?
C4S C3S H3S2 110.1 . . ?
H3S1 C3S H3S2 108.4 . . ?
C3S C4S O1S 108.0 . . ?
C3S C4S H4S1 110.1 . . ?
O1S C4S H4S1 110.1 . . ?
C3S C4S H4S2 110.1 . . ?
O1S C4S H4S2 110.1 . . ?
H4S1 C4S H4S2 108.4 . . ?
C8S O2S C5S 108.0 . . ?
C6S C5S O2S 108.0 . . ?
C6S C5S H5S1 110.1 . . ?
O2S C5S H5S1 110.1 . . ?
C6S C5S H5S2 110.1 . . ?
O2S C5S H5S2 110.1 . . ?
H5S1 C5S H5S2 108.4 . . ?
C5S C6S C7S 108.0 . . ?
C5S C6S H6S1 110.1 . . ?
C7S C6S H6S1 110.1 . . ?
C5S C6S H6S2 110.1 . . ?
C7S C6S H6S2 110.1 . . ?
H6S1 C6S H6S2 108.4 . . ?
C6S C7S C8S 108.0 . . ?
C6S C7S H7S1 110.1 . . ?
C8S C7S H7S1 110.1 . . ?
C6S C7S H7S2 110.1 . . ?
C8S C7S H7S2 110.1 . . ?
H7S1 C7S H7S2 108.4 . . ?
O2S C8S C7S 108.0 . . ?
O2S C8S H8S1 110.1 . . ?
C7S C8S H8S1 110.1 . . ?
O2S C8S H8S2 110.1 . . ?
C7S C8S H8S2 110.1 . . ?
H8S1 C8S H8S2 108.4 . . ?
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 N3 2.131(2) . ?
Fe1 N1 2.139(2) . ?
Fe1 Cl1 2.2783(7) . ?
Fe1 C2 2.338(3) . ?
Fe1 C1 2.343(2) . ?
Fe1 C3 2.357(3) . ?
Fe1 C5 2.377(3) . ?
Fe1 C4 2.378(3) . ?
N1 C22 1.331(3) . ?
N1 N2 1.368(3) . ?
N2 C20 1.368(3) . ?
N2 C19 1.466(3) . ?
N3 C27 1.332(3) . ?
N3 N4 1.368(3) . ?
N4 C25 1.365(3) . ?
N4 C19 1.459(3) . ?
C1 C2 1.423(4) . ?
C1 C5 1.427(4) . ?
C1 C6 1.535(3) . ?
C2 C3 1.413(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.398(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.406(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C13' 1.540(3) . ?
C6 C7 1.553(3) . ?
C6 C19 1.596(3) . ?
C6 C13 1.612(3) . ?
C7 C12 1.389(4) . ?
C7 C8 1.393(4) . ?
C8 C9 1.397(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.366(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.401(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C14 H14 0.9500 . ?
C15 C16 1.3900 . ?
C15 H15 0.9500 . ?
C16 C17 1.3900 . ?
C16 H16 0.9500 . ?
C17 C18 1.3900 . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C13' C14' 1.3900 . ?
C13' C18' 1.3900 . ?
C14' C15' 1.3900 . ?
C14' H14' 0.9500 . ?
C15' C16' 1.3900 . ?
C15' H15' 0.9500 . ?
C16' C17' 1.3900 . ?
C16' H16' 0.9500 . ?
C17' C18' 1.3900 . ?
C17' H17' 0.9500 . ?
C18' H18' 0.9500 . ?
C19 H19 0.9600 . ?
C20 C21 1.374(4) . ?
C20 C23 1.483(4) . ?
C21 C22 1.397(4) . ?
C21 H21 0.9500 . ?
C22 C24 1.497(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.371(4) . ?
C25 C28 1.488(4) . ?
C26 C27 1.397(4) . ?
C26 H26 0.9500 . ?
C27 C29 1.500(4) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
O1S C1S 1.4200 . ?
O1S C4S 1.4200 . ?
C1S C2S 1.4200 . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C2S C3S 1.4200 . ?
C2S H2S1 0.9900 . ?
C2S H2S2 0.9900 . ?
C3S C4S 1.4200 . ?
C3S H3S1 0.9900 . ?
C3S H3S2 0.9900 . ?
C4S H4S1 0.9900 . ?
C4S H4S2 0.9900 . ?
O2S C8S 1.4200 . ?
O2S C5S 1.4200 . ?
C5S C6S 1.4200 . ?
C5S H5S1 0.9900 . ?
C5S H5S2 0.9900 . ?
C6S C7S 1.4200 . ?
C6S H6S1 0.9900 . ?
C6S H6S2 0.9900 . ?
C7S C8S 1.4200 . ?
C7S H7S1 0.9900 . ?
C7S H7S2 0.9900 . ?
C8S H8S1 0.9900 . ?
C8S H8S2 0.9900 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C23 H23B Cl1 0.98 2.81 3.712(3) 153.1 3_666 yes
C23 H23C Cl1 0.98 2.89 3.584(3) 128.9 1_655 yes
C24 H24C Cl1 0.98 2.98 3.545(4) 118.1 . yes
C28 H28A Cl1 0.98 2.99 3.561(3) 118.6 1_655 yes
C29 H29A Cl1 0.98 2.82 3.559(4) 133.2 . yes
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
C22 N1 N2 C20 -2.3(3) . . . . ?
Fe1 N1 N2 C20 169.05(16) . . . . ?
C22 N1 N2 C19 -170.5(2) . . . . ?
Fe1 N1 N2 C19 0.9(3) . . . . ?
C27 N3 N4 C25 1.4(3) . . . . ?
Fe1 N3 N4 C25 -173.80(17) . . . . ?
C27 N3 N4 C19 178.6(2) . . . . ?
Fe1 N3 N4 C19 3.4(3) . . . . ?
C5 C1 C2 C3 -1.3(3) . . . . ?
C6 C1 C2 C3 174.0(2) . . . . ?
Fe1 C1 C2 C3 64.93(19) . . . . ?
C5 C1 C2 Fe1 -66.22(17) . . . . ?
C6 C1 C2 Fe1 109.1(2) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
Fe1 C2 C3 C4 65.1(2) . . . . ?
C1 C2 C3 Fe1 -64.45(18) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
Fe1 C3 C4 C5 64.15(19) . . . . ?
C2 C3 C4 Fe1 -63.87(19) . . . . ?
C3 C4 C5 C1 -1.1(3) . . . . ?
Fe1 C4 C5 C1 62.58(18) . . . . ?
C3 C4 C5 Fe1 -63.7(2) . . . . ?
C2 C1 C5 C4 1.5(3) . . . . ?
C6 C1 C5 C4 -173.7(2) . . . . ?
Fe1 C1 C5 C4 -63.68(19) . . . . ?
C2 C1 C5 Fe1 65.15(17) . . . . ?
C6 C1 C5 Fe1 -110.0(2) . . . . ?
C2 C1 C6 C13' 153.3(3) . . . . ?
C5 C1 C6 C13' -32.4(4) . . . . ?
Fe1 C1 C6 C13' -121.0(2) . . . . ?
C2 C1 C6 C7 36.2(3) . . . . ?
C5 C1 C6 C7 -149.5(2) . . . . ?
Fe1 C1 C6 C7 121.91(17) . . . . ?
C2 C1 C6 C19 -84.9(3) . . . . ?
C5 C1 C6 C19 89.4(3) . . . . ?
Fe1 C1 C6 C19 0.8(2) . . . . ?
C2 C1 C6 C13 153.6(2) . . . . ?
C5 C1 C6 C13 -32.1(3) . . . . ?
Fe1 C1 C6 C13 -120.68(19) . . . . ?
C1 C6 C7 C12 31.2(3) . . . . ?
C13' C6 C7 C12 -91.4(3) . . . . ?
C19 C6 C7 C12 153.9(2) . . . . ?
C13 C6 C7 C12 -88.0(3) . . . . ?
C1 C6 C7 C8 -157.4(2) . . . . ?
C13' C6 C7 C8 80.1(3) . . . . ?
C19 C6 C7 C8 -34.7(3) . . . . ?
C13 C6 C7 C8 83.4(3) . . . . ?
C12 C7 C8 C9 -2.9(4) . . . . ?
C6 C7 C8 C9 -174.6(2) . . . . ?
C7 C8 C9 C10 2.0(4) . . . . ?
C8 C9 C10 C11 -0.3(5) . . . . ?
C9 C10 C11 C12 -0.4(6) . . . . ?
C8 C7 C12 C11 2.2(4) . . . . ?
C6 C7 C12 C11 174.0(3) . . . . ?
C10 C11 C12 C7 -0.6(6) . . . . ?
C1 C6 C13 C14 -114.3(2) . . . . ?
C7 C6 C13 C14 5.4(3) . . . . ?
C19 C6 C13 C14 123.0(2) . . . . ?
C1 C6 C13 C18 67.0(3) . . . . ?
C7 C6 C13 C18 -173.3(2) . . . . ?
C19 C6 C13 C18 -55.6(3) . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C6 C13 C14 C15 -178.6(3) . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C17 C18 C13 0.0 . . . . ?
C14 C13 C18 C17 0.0 . . . . ?
C6 C13 C18 C17 178.6(3) . . . . ?
C1 C6 C13' C14' 159.4(2) . . . . ?
C7 C6 C13' C14' -80.1(3) . . . . ?
C19 C6 C13' C14' 35.5(3) . . . . ?
C1 C6 C13' C18' -25.6(4) . . . . ?
C7 C6 C13' C18' 94.9(3) . . . . ?
C19 C6 C13' C18' -149.5(3) . . . . ?
C18' C13' C14' C15' 0.0 . . . . ?
C6 C13' C14' C15' 175.0(4) . . . . ?
C13' C14' C15' C16' 0.0 . . . . ?
C14' C15' C16' C17' 0.0 . . . . ?
C15' C16' C17' C18' 0.0 . . . . ?
C16' C17' C18' C13' 0.0 . . . . ?
C14' C13' C18' C17' 0.0 . . . . ?
C6 C13' C18' C17' -175.1(4) . . . . ?
C25 N4 C19 N2 113.2(3) . . . . ?
N3 N4 C19 N2 -63.4(3) . . . . ?
C25 N4 C19 C6 -116.9(3) . . . . ?
N3 N4 C19 C6 66.4(3) . . . . ?
N1 N2 C19 N4 60.4(3) . . . . ?
C20 N2 C19 N4 -105.5(3) . . . . ?
N1 N2 C19 C6 -69.0(3) . . . . ?
C20 N2 C19 C6 125.1(2) . . . . ?
C1 C6 C19 N4 -63.6(2) . . . . ?
C13' C6 C19 N4 61.6(3) . . . . ?
C7 C6 C19 N4 174.34(18) . . . . ?
C13 C6 C19 N4 58.0(3) . . . . ?
C1 C6 C19 N2 62.8(2) . . . . ?
C13' C6 C19 N2 -172.0(2) . . . . ?
C7 C6 C19 N2 -59.3(2) . . . . ?
C13 C6 C19 N2 -175.6(2) . . . . ?
N1 N2 C20 C21 2.1(3) . . . . ?
C19 N2 C20 C21 169.1(2) . . . . ?
N1 N2 C20 C23 -177.6(2) . . . . ?
C19 N2 C20 C23 -10.7(4) . . . . ?
N2 C20 C21 C22 -1.1(3) . . . . ?
C23 C20 C21 C22 178.7(3) . . . . ?
N2 N1 C22 C21 1.6(3) . . . . ?
Fe1 N1 C22 C21 -167.9(2) . . . . ?
N2 N1 C22 C24 -178.9(3) . . . . ?
Fe1 N1 C22 C24 11.6(4) . . . . ?
C20 C21 C22 N1 -0.3(3) . . . . ?
C20 C21 C22 C24 -179.8(3) . . . . ?
N3 N4 C25 C26 -1.0(3) . . . . ?
C19 N4 C25 C26 -177.9(2) . . . . ?
N3 N4 C25 C28 179.1(3) . . . . ?
C19 N4 C25 C28 2.1(4) . . . . ?
N4 C25 C26 C27 0.3(3) . . . . ?
C28 C25 C26 C27 -179.8(3) . . . . ?
N4 N3 C27 C26 -1.1(3) . . . . ?
Fe1 N3 C27 C26 172.8(2) . . . . ?
N4 N3 C27 C29 179.5(3) . . . . ?
Fe1 N3 C27 C29 -6.6(4) . . . . ?
C25 C26 C27 N3 0.5(4) . . . . ?
C25 C26 C27 C29 179.9(3) . . . . ?
C4S O1S C1S C2S 0.0 . . . . ?
O1S C1S C2S C3S 0.0 . . . . ?
C1S C2S C3S C4S 0.0 . . . . ?
C2S C3S C4S O1S 0.0 . . . . ?
C1S O1S C4S C3S 0.0 . . . . ?
C8S O2S C5S C6S 0.0 . . . . ?
O2S C5S C6S C7S 0.0 . . . . ?
C5S C6S C7S C8S 0.0 . . . . ?
C5S O2S C8S C7S 0.0 . . . . ?
C6S C7S C8S O2S 0.0 . . . . ?
