#------------------------------------------------------------------------------
#$Date: 2024-07-12 03:00:45 +0300 (Fri, 12 Jul 2024) $
#$Revision: 293377 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/90/7249040.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_7249040
loop_
_publ_author_name
'Das, Rudradip'
'Chatterjee, Deep Rohan'
'Kapoor, Saumya'
'Vyas, Het'
'Shard, Amit'
_publ_section_title
;
 Novel Sulfonamides Unveiled as Potent Anti-Lung Cancer Agents via Tumor
 Pyruvate Kinase M2 Activation
;
_journal_name_full               'RSC Medicinal Chemistry'
_journal_paper_doi               10.1039/D4MD00367E
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C20 H15 Fe N3 O'
_chemical_formula_sum            'C20 H15 Fe N3 O'
_chemical_formula_weight         369.207
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_symmetry_Int_Tables_number      7
_audit_block_doi                 10.5517/ccdc.csd.cc2bpqrj
_audit_creation_date             2021-04-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2022-04-11 deposited with the CCDC.	2024-07-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.031(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.2502(9)
_cell_length_b                   5.9304(2)
_cell_length_c                   13.1767(5)
_cell_measurement_reflns_used    7185
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.98
_cell_volume                     1603.74(11)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297.43
_diffrn_measured_fraction_theta_full 0.9762
_diffrn_measured_fraction_theta_max 0.9798
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.9762
_diffrn_reflns_Laue_measured_fraction_max 0.9798
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12451
_diffrn_reflns_point_group_measured_fraction_full 0.8950
_diffrn_reflns_point_group_measured_fraction_max 0.8974
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.98
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.953
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6558
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1525 before and 0.0439 after correction.
The Ratio of minimum to maximum transmission is 0.8794.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             761.716
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.3637
_refine_diff_density_min         -0.2874
_refine_diff_density_rms         0.0604
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.39(2)
_refine_ls_d_res_high            0.7487
_refine_ls_d_res_low             6.8410
_refine_ls_goodness_of_fit_ref   1.0439
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    58
_refine_ls_number_parameters     455
_refine_ls_number_reflns         7182
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.0439
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.0036
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0418P)²+1.7264P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1149
_reflns_Friedel_coverage         0.815
_reflns_limit_h_max              28
_reflns_limit_h_min              -27
_reflns_limit_k_max              7
_reflns_limit_k_min              -7
_reflns_limit_l_max              17
_reflns_limit_l_min              -17
_reflns_number_gt                6509
_reflns_number_total             7182
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4md00367e2.cif
_cod_data_source_block           '_m_b'
_cod_original_sg_symbol_Hall     ' P -2yc'
_cod_database_code               7249040
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C14(H14), C13(H13), C16(H16), C18(H18), C17(H17),
 C19(H19), C20(H20), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37),
  C38(H38), C39(H39), C40(H40)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C22(H22), C25(H25), C26(H26),
 C28(H28), C29(H29)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x,-y,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_refinement_flags_posn
C1 C 0.7489(3) 0.6465(9) 0.4957(4) 0.0277(10) Uani 1.000000 .
C2 C 0.7158(3) 0.8095(10) 0.5399(4) 0.0332(11) Uani 1.000000 .
H2 H 0.7400(3) 0.9220(10) 0.5815(4) 0.0399(13) Uiso 1.000000 R
C3 C 0.6490(3) 0.8099(12) 0.5241(4) 0.0348(11) Uani 1.000000 .
H30 H 0.364(3) 0.938(10) 0.298(4) 0.075(17) Uiso 1.000000 .
C4 C 0.6371(3) 0.4894(13) 0.4218(5) 0.0420(13) Uani 1.000000 .
C5 C 0.6147(4) 0.3113(11) 0.3573(6) 0.0497(17) Uani 1.000000 .
H5 H 0.5715(4) 0.2688(11) 0.3296(6) 0.060(2) Uiso 1.000000 R
C6 C 0.6683(4) 0.2092(13) 0.3418(5) 0.0499(17) Uani 1.000000 .
H6 H 0.6657(4) 0.0781(13) 0.3022(5) 0.060(2) Uiso 1.000000 R
C7 C 0.6160(4) 1.2881(12) 0.6610(5) 0.0463(17) Uani 1.000000 .
H7 H 0.6294(4) 1.4202(12) 0.6983(5) 0.056(2) Uiso 1.000000 R
C8 C 0.5570(4) 1.2115(14) 0.6390(6) 0.061(2) Uani 1.000000 .
H8 H 0.5214(4) 1.2756(14) 0.6570(6) 0.073(3) Uiso 1.000000 R
C9 C 0.5578(3) 1.0052(16) 0.5806(5) 0.0564(18) Uani 1.000000 .
H9 H 0.5223(3) 0.9118(16) 0.5534(5) 0.068(2) Uiso 1.000000 R
C10 C 0.6173(3) 0.9732(11) 0.5728(4) 0.0419(14) Uani 1.000000 .
C11 C 0.8186(3) 0.6304(10) 0.5109(4) 0.0366(12) Uani 1.000000 .
C12 C 0.8611(3) 0.8302(10) 0.5494(4) 0.0297(10) Uani 1.000000 .
H12 H 0.8481(3) 0.9792(10) 0.5689(4) 0.0356(11) Uiso 1.000000 R
C15 C 0.8583(3) 0.4525(12) 0.4931(5) 0.0439(14) Uani 1.000000 .
H15 H 0.8435(3) 0.3023(12) 0.4659(5) 0.0527(17) Uiso 1.000000 R
C14 C 0.9254(3) 0.5288(14) 0.5277(5) 0.0473(16) Uani 1.000000 .
H14 H 0.9639(3) 0.4399(14) 0.5256(5) 0.0567(19) Uiso 1.000000 R
C13 C 0.9258(3) 0.7458(12) 0.5610(5) 0.0448(18) Uani 1.000000 .
H13 H 0.9654(3) 0.8371(12) 0.5847(5) 0.054(2) Uiso 1.000000 R
C16 C 0.8627(5) 0.6081(11) 0.2600(5) 0.076(3) Uani 1.000000 .
H16 H 0.8620(5) 0.4492(11) 0.2393(5) 0.092(3) Uiso 1.000000 R
C18 C 0.9014(3) 0.9548(13) 0.3132(4) 0.056(2) Uani 1.000000 .
H18 H 0.9319(3) 1.0787(13) 0.3387(4) 0.067(2) Uiso 1.000000 R
C17 C 0.9178(5) 0.7487(18) 0.2873(7) 0.085(4) Uani 1.000000 .
H17 H 0.9626(5) 0.6986(18) 0.2933(7) 0.102(4) Uiso 1.000000 R
C19 C 0.8312(3) 0.9668(11) 0.2968(5) 0.0481(15) Uani 1.000000 .
H19 H 0.8046(3) 1.0974(11) 0.3047(5) 0.0577(17) Uiso 1.000000 R
C20 C 0.8095(4) 0.7383(12) 0.2618(6) 0.054(2) Uani 1.000000 .
H20 H 0.7642(4) 0.6861(12) 0.2436(6) 0.065(2) Uiso 1.000000 R
C21 C 0.2537(3) 0.1434(10) 0.4994(4) 0.0318(10) Uani 1.000000 .
C22 C 0.2810(3) 0.3017(10) 0.4538(4) 0.0330(11) Uani 1.000000 .
H22 H 0.2554(3) 0.4099(10) 0.4112(4) 0.0396(13) Uiso 1.000000 R
C23 C 0.3511(3) 0.3042(11) 0.4713(4) 0.0337(11) Uani 1.000000 .
C24 C 0.3579(3) -0.0069(11) 0.5704(4) 0.0339(11) Uani 1.000000 .
C25 C 0.3842(4) -0.1974(13) 0.6309(4) 0.0477(17) Uani 1.000000 .
H25 H 0.4272(4) -0.2468(13) 0.6497(4) 0.057(2) Uiso 1.000000 R
C26 C 0.3293(4) -0.2951(12) 0.6560(6) 0.0509(17) Uani 1.000000 .
H26 H 0.3320(4) -0.4210(12) 0.6990(6) 0.061(2) Uiso 1.000000 R
C27 C 0.3829(3) 0.4806(11) 0.4218(4) 0.0355(12) Uani 1.000000 .
C28 C 0.4460(3) 0.5037(15) 0.4140(5) 0.0499(16) Uani 1.000000 .
H28 H 0.4811(3) 0.4094(15) 0.4423(5) 0.0599(19) Uiso 1.000000 R
C29 C 0.4459(3) 0.6954(16) 0.3557(6) 0.060(2) Uani 1.000000 .
H29 H 0.4816(3) 0.7547(16) 0.3362(6) 0.072(2) Uiso 1.000000 R
C30 C 0.3844(4) 0.7842(14) 0.3310(7) 0.064(2) Uani 1.000000 .
C31 C 0.1825(3) 0.1433(8) 0.4833(4) 0.0264(9) Uani 1.000000 .
C32 C 0.1404(3) -0.0464(9) 0.4962(4) 0.0367(13) Uani 1.000000 .
H32 H 0.1555(3) -0.1964(9) 0.5229(4) 0.0440(15) Uiso 1.000000 R
C33 C 0.0764(3) 0.0244(15) 0.4677(5) 0.0486(17) Uani 1.000000 .
H33 H 0.0383(3) -0.0668(15) 0.4700(5) 0.058(2) Uiso 1.000000 R
C34 C 0.0753(4) 0.2597(11) 0.4344(5) 0.0484(18) Uani 1.000000 .
H34 H 0.0374(4) 0.3568(11) 0.4072(5) 0.058(2) Uiso 1.000000 R
C35 C 0.1380(3) 0.3030(13) 0.4391(4) 0.0449(16) Uani 1.000000 .
H35 H 0.1519(3) 0.4541(13) 0.4239(4) 0.054(2) Uiso 1.000000 R
C36 C 0.1876(4) 0.2499(17) 0.7356(5) 0.071(3) Uani 1.000000 .
H36 H 0.2323(4) 0.1939(17) 0.7613(5) 0.085(4) Uiso 1.000000 R
C37 C 0.1296(3) 0.1353(12) 0.7382(4) 0.0542(17) Uani 1.000000 .
H37 H 0.1275(3) -0.0193(12) 0.7634(4) 0.065(2) Uiso 1.000000 R
C38 C 0.0766(3) 0.2658(12) 0.6926(5) 0.0469(15) Uani 1.000000 .
H38 H 0.0304(3) 0.2332(12) 0.6852(5) 0.0563(18) Uiso 1.000000 R
C39 C 0.1061(4) 0.4760(12) 0.6734(6) 0.066(2) Uani 1.000000 .
H39 H 0.0823(4) 0.6138(12) 0.6457(6) 0.079(3) Uiso 1.000000 R
C40 C 0.1695(4) 0.4521(14) 0.6978(4) 0.062(2) Uani 1.000000 .
H40 H 0.1999(4) 0.5703(14) 0.6887(4) 0.075(3) Uiso 1.000000 R
N41 N 0.7066(2) 0.4858(9) 0.4344(4) 0.0393(11) Uani 1.000000 .
N42 N 0.7247(3) 0.3058(10) 0.3861(4) 0.0425(12) Uani 1.000000 .
N43 N 0.6096(3) 0.6565(11) 0.4677(4) 0.0415(12) Uani 1.000000 .
N44 N 0.3893(3) 0.1512(10) 0.5306(4) 0.0389(11) Uani 1.000000 .
N45 N 0.2925(2) -0.0126(7) 0.5570(3) 0.0300(9) Uani 1.000000 .
N46 N 0.2726(3) -0.1874(9) 0.6112(4) 0.0493(14) Uani 1.000000 .
O47 O 0.6570(2) 1.1487(8) 0.6219(4) 0.0438(10) Uani 1.000000 .
O48 O 0.3456(2) 0.6517(8) 0.3714(3) 0.0416(10) Uani 1.000000 .
Fe49 Fe 0.87100(4) 0.72639(14) 0.40594(7) 0.03228(18) Uani 1.000000 .
Fe50 Fe 0.12860(4) 0.22296(12) 0.58542(6) 0.02740(15) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Fe 0.35822 0.84933 11.76950 7.35730 3.52220 2.30450 4.76110 0.30720 15.35350
76.88050 1.03690004349
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.2c00348 2022
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
C11 C1 C2 126.3(5) . . ?
N41 C1 C2 112.8(5) . . ?
N41 C1 C11 120.8(5) . . ?
H2 C2 C1 118.5(3) . . ?
C3 C2 C1 123.0(6) . . ?
C3 C2 H2 118.5(4) . . ?
C10 C3 C2 121.4(5) . . ?
N43 C3 C2 123.9(6) . . ?
N43 C3 C10 114.6(5) . . ?
N41 C4 C5 104.0(6) . . ?
N43 C4 C5 135.8(6) . . ?
N43 C4 N41 120.1(6) . . ?
H5 C5 C4 127.2(4) . . ?
C6 C5 C4 105.6(6) . . ?
C6 C5 H5 127.2(4) . . ?
H6 C6 C5 121.8(4) . . ?
N42 C6 C5 116.3(7) . . ?
N42 C6 H6 121.8(4) . . ?
C8 C7 H7 124.1(4) . . ?
O47 C7 H7 124.1(4) . . ?
O47 C7 C8 111.8(6) . . ?
H8 C8 C7 127.1(4) . . ?
C9 C8 C7 105.8(6) . . ?
C9 C8 H8 127.1(5) . . ?
H9 C9 C8 126.0(5) . . ?
C10 C9 C8 108.0(7) . . ?
C10 C9 H9 126.0(4) . . ?
C9 C10 C3 135.5(6) . . ?
O47 C10 C3 114.7(5) . . ?
O47 C10 C9 109.7(6) . . ?
C12 C11 C1 120.1(5) . . ?
C15 C11 C1 131.5(6) . . ?
C15 C11 C12 108.3(5) . . ?
Fe49 C11 C1 126.9(4) . . ?
Fe49 C11 C12 68.0(3) . . ?
Fe49 C11 C15 69.2(3) . . ?
H12 C12 C11 128.0(3) . . ?
C13 C12 C11 103.8(5) . . ?
C13 C12 H12 128.0(4) . . ?
Fe49 C12 C11 69.3(3) . . ?
Fe49 C12 H12 127.98(16) . . ?
Fe49 C12 C13 70.6(3) . . ?
H15 C15 C11 126.4(4) . . ?
C14 C15 C11 107.2(6) . . ?
C14 C15 H15 126.4(4) . . ?
Fe49 C15 C11 70.8(3) . . ?
Fe49 C15 H15 126.4(2) . . ?
Fe49 C15 C14 70.5(4) . . ?
H14 C14 C15 125.6(4) . . ?
C13 C14 C15 108.7(6) . . ?
C13 C14 H14 125.6(4) . . ?
Fe49 C14 C15 68.2(3) . . ?
Fe49 C14 H14 125.63(18) . . ?
Fe49 C14 C13 70.8(4) . . ?
C14 C13 C12 111.7(6) . . ?
H13 C13 C12 124.1(4) . . ?
H13 C13 C14 124.1(4) . . ?
Fe49 C13 C12 68.7(3) . . ?
Fe49 C13 C14 71.0(4) . . ?
Fe49 C13 H13 124.06(18) . . ?
C17 C16 H16 126.3(5) . . ?
C20 C16 H16 126.3(5) . . ?
C20 C16 C17 107.3(6) . . ?
Fe49 C16 H16 126.31(17) . . ?
Fe49 C16 C17 71.8(4) . . ?
Fe49 C16 C20 69.9(4) . . ?
C17 C18 H18 125.3(5) . . ?
C19 C18 H18 125.3(4) . . ?
C19 C18 C17 109.4(7) . . ?
Fe49 C18 H18 125.29(16) . . ?
Fe49 C18 C17 72.0(4) . . ?
Fe49 C18 C19 69.5(3) . . ?
C18 C17 C16 110.5(7) . . ?
H17 C17 C16 124.6(5) . . ?
H17 C17 C18 124.6(5) . . ?
Fe49 C17 C16 67.8(4) . . ?
Fe49 C17 C18 69.9(4) . . ?
Fe49 C17 H17 124.6(3) . . ?
H19 C19 C18 128.4(4) . . ?
C20 C19 C18 103.2(6) . . ?
C20 C19 H19 128.4(4) . . ?
Fe49 C19 C18 68.9(3) . . ?
Fe49 C19 H19 128.36(19) . . ?
Fe49 C19 C20 67.4(3) . . ?
C19 C20 C16 109.4(7) . . ?
H20 C20 C16 125.3(5) . . ?
H20 C20 C19 125.3(4) . . ?
Fe49 C20 C16 70.1(4) . . ?
Fe49 C20 C19 70.2(4) . . ?
Fe49 C20 H20 125.3(2) . . ?
C31 C21 C22 119.2(5) . . ?
N45 C21 C22 118.0(5) . . ?
N45 C21 C31 122.8(5) . . ?
H22 C22 C21 120.4(3) . . ?
C23 C22 C21 119.2(5) . . ?
C23 C22 H22 120.4(3) . . ?
C27 C23 C22 120.3(5) . . ?
N44 C23 C22 122.2(5) . . ?
N44 C23 C27 117.5(5) . . ?
N44 C24 C25 128.3(6) . . ?
N45 C24 C25 107.1(6) . . ?
N45 C24 N44 124.6(5) . . ?
H25 C25 C24 128.3(4) . . ?
C26 C25 C24 103.4(6) . . ?
C26 C25 H25 128.3(4) . . ?
H26 C26 C25 123.3(4) . . ?
N46 C26 C25 113.5(6) . . ?
N46 C26 H26 123.3(4) . . ?
C28 C27 C23 131.7(6) . . ?
O48 C27 C23 117.9(5) . . ?
O48 C27 C28 110.4(6) . . ?
H28 C28 C27 127.3(4) . . ?
C29 C28 C27 105.4(7) . . ?
C29 C28 H28 127.3(4) . . ?
H29 C29 C28 125.9(4) . . ?
C30 C29 C28 108.3(6) . . ?
C30 C29 H29 125.9(5) . . ?
C29 C30 H30 134(3) . . ?
O48 C30 H30 116(3) . . ?
O48 C30 C29 109.1(7) . . ?
C32 C31 C21 128.0(5) . . ?
C35 C31 C21 129.5(5) . . ?
C35 C31 C32 101.8(6) . . ?
Fe50 C31 C21 129.6(4) . . ?
Fe50 C31 C32 68.8(3) . . ?
Fe50 C31 C35 70.9(3) . . ?
H32 C32 C31 125.6(4) . . ?
C33 C32 C31 108.8(6) . . ?
C33 C32 H32 125.6(4) . . ?
Fe50 C32 C31 68.7(3) . . ?
Fe50 C32 H32 125.59(16) . . ?
Fe50 C32 C33 70.1(4) . . ?
H33 C33 C32 126.0(4) . . ?
C34 C33 C32 108.0(6) . . ?
C34 C33 H33 126.0(4) . . ?
Fe50 C33 C32 70.3(3) . . ?
Fe50 C33 H33 125.98(19) . . ?
Fe50 C33 C34 68.8(4) . . ?
H34 C34 C33 128.1(4) . . ?
C35 C34 C33 103.3(6) . . ?
C35 C34 H34 128.1(4) . . ?
Fe50 C34 C33 69.0(3) . . ?
Fe50 C34 H34 128.1(2) . . ?
Fe50 C34 C35 71.4(4) . . ?
C34 C35 C31 117.3(6) . . ?
H35 C35 C31 120.8(4) . . ?
H35 C35 C34 120.8(4) . . ?
Fe50 C35 C31 70.2(3) . . ?
Fe50 C35 C34 70.2(3) . . ?
Fe50 C35 H35 120.8(2) . . ?
C37 C36 H36 127.0(5) . . ?
C40 C36 H36 127.0(6) . . ?
C40 C36 C37 106.0(7) . . ?
Fe50 C36 H36 127.0(2) . . ?
Fe50 C36 C37 70.6(4) . . ?
Fe50 C36 C40 70.2(4) . . ?
H37 C37 C36 124.9(5) . . ?
C38 C37 C36 109.9(6) . . ?
C38 C37 H37 124.9(4) . . ?
Fe50 C37 C36 69.3(3) . . ?
Fe50 C37 H37 124.9(2) . . ?
Fe50 C37 C38 68.4(3) . . ?
H38 C38 C37 128.4(4) . . ?
C39 C38 C37 102.7(6) . . ?
C39 C38 H38 128.4(5) . . ?
Fe50 C38 C37 72.5(4) . . ?
Fe50 C38 H38 128.35(19) . . ?
Fe50 C38 C39 69.3(4) . . ?
H39 C39 C38 125.4(5) . . ?
C40 C39 C38 109.2(7) . . ?
C40 C39 H39 125.4(5) . . ?
Fe50 C39 C38 68.9(4) . . ?
Fe50 C39 H39 125.4(2) . . ?
Fe50 C39 C40 71.3(4) . . ?
C39 C40 C36 111.8(7) . . ?
H40 C40 C36 124.1(6) . . ?
H40 C40 C39 124.1(5) . . ?
Fe50 C40 C36 72.2(4) . . ?
Fe50 C40 C39 71.0(4) . . ?
Fe50 C40 H40 124.08(19) . . ?
C4 N41 C1 122.5(5) . . ?
N42 N41 C1 125.9(5) . . ?
N42 N41 C4 111.5(5) . . ?
N41 N42 C6 102.4(6) . . ?
C4 N43 C3 117.7(5) . . ?
C24 N44 C23 114.9(5) . . ?
C24 N45 C21 121.1(5) . . ?
N46 N45 C21 125.8(5) . . ?
N46 N45 C24 113.1(5) . . ?
N45 N46 C26 102.8(6) . . ?
C10 O47 C7 104.7(6) . . ?
C30 O48 C27 106.9(6) . . ?
C12 Fe49 C11 42.6(2) . . ?
C15 Fe49 C11 40.0(2) . . ?
C15 Fe49 C12 70.2(3) . . ?
C14 Fe49 C11 67.5(2) . . ?
C14 Fe49 C12 68.1(2) . . ?
C14 Fe49 C15 41.2(3) . . ?
C13 Fe49 C11 67.6(2) . . ?
C13 Fe49 C12 40.7(2) . . ?
C13 Fe49 C15 67.3(3) . . ?
C13 Fe49 C14 38.2(3) . . ?
C16 Fe49 C11 127.9(3) . . ?
C16 Fe49 C12 169.0(4) . . ?
C16 Fe49 C15 105.5(3) . . ?
C16 Fe49 C14 115.8(3) . . ?
C16 Fe49 C13 148.0(3) . . ?
C18 Fe49 C11 153.3(3) . . ?
C18 Fe49 C12 118.5(3) . . ?
C18 Fe49 C15 166.4(3) . . ?
C18 Fe49 C14 129.7(3) . . ?
C18 Fe49 C13 111.6(2) . . ?
C18 Fe49 C16 67.8(3) . . ?
C17 Fe49 C11 166.8(4) . . ?
C17 Fe49 C12 149.8(4) . . ?
C17 Fe49 C15 129.5(3) . . ?
C17 Fe49 C14 109.9(3) . . ?
C17 Fe49 C13 119.0(3) . . ?
C17 Fe49 C16 40.4(4) . . ?
C17 Fe49 C18 38.1(3) . . ?
C19 Fe49 C11 117.7(2) . . ?
C19 Fe49 C12 108.5(3) . . ?
C19 Fe49 C15 148.9(3) . . ?
C19 Fe49 C14 168.9(3) . . ?
C19 Fe49 C13 132.6(3) . . ?
C19 Fe49 C16 69.7(3) . . ?
C19 Fe49 C18 41.7(2) . . ?
C19 Fe49 C17 67.4(3) . . ?
C20 Fe49 C11 108.1(3) . . ?
C20 Fe49 C12 131.6(3) . . ?
C20 Fe49 C15 114.2(3) . . ?
C20 Fe49 C14 147.7(3) . . ?
C20 Fe49 C13 172.0(3) . . ?
C20 Fe49 C16 40.0(4) . . ?
C20 Fe49 C18 68.9(3) . . ?
C20 Fe49 C17 66.7(4) . . ?
C20 Fe49 C19 42.4(3) . . ?
C32 Fe50 C31 42.4(2) . . ?
C33 Fe50 C31 69.5(2) . . ?
C33 Fe50 C32 39.6(3) . . ?
C34 Fe50 C31 69.1(3) . . ?
C34 Fe50 C32 68.8(3) . . ?
C34 Fe50 C33 42.2(3) . . ?
C35 Fe50 C31 38.9(2) . . ?
C35 Fe50 C32 65.2(3) . . ?
C35 Fe50 C33 65.3(3) . . ?
C35 Fe50 C34 38.4(3) . . ?
C36 Fe50 C31 110.3(3) . . ?
C36 Fe50 C32 118.7(3) . . ?
C36 Fe50 C33 148.8(4) . . ?
C36 Fe50 C34 168.8(3) . . ?
C36 Fe50 C35 134.8(3) . . ?
C37 Fe50 C31 135.9(3) . . ?
C37 Fe50 C32 113.1(3) . . ?
C37 Fe50 C33 117.5(3) . . ?
C37 Fe50 C34 147.3(3) . . ?
C37 Fe50 C35 173.9(3) . . ?
C37 Fe50 C36 40.1(3) . . ?
C38 Fe50 C31 173.5(3) . . ?
C38 Fe50 C32 132.3(3) . . ?
C38 Fe50 C33 108.5(3) . . ?
C38 Fe50 C34 113.8(3) . . ?
C38 Fe50 C35 146.5(3) . . ?
C38 Fe50 C36 68.0(3) . . ?
C38 Fe50 C37 39.1(3) . . ?
C39 Fe50 C31 143.7(3) . . ?
C39 Fe50 C32 173.1(3) . . ?
C39 Fe50 C33 134.6(3) . . ?
C39 Fe50 C34 109.1(3) . . ?
C39 Fe50 C35 117.6(3) . . ?
C39 Fe50 C36 64.4(3) . . ?
C39 Fe50 C37 64.8(3) . . ?
C39 Fe50 C38 41.8(3) . . ?
C40 Fe50 C31 115.4(3) . . ?
C40 Fe50 C32 148.4(3) . . ?
C40 Fe50 C33 171.7(4) . . ?
C40 Fe50 C34 131.8(3) . . ?
C40 Fe50 C35 113.8(3) . . ?
C40 Fe50 C36 37.6(3) . . ?
C40 Fe50 C37 64.3(3) . . ?
C40 Fe50 C38 67.4(3) . . ?
C40 Fe50 C39 37.7(3) . . ?
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
C1 C2 1.407(7) . ?
C1 C11 1.444(8) . ?
C1 N41 1.412(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(8) . ?
C3 C10 1.424(9) . ?
C3 N43 1.325(8) . ?
H30 C30 1.06(6) . ?
C4 C5 1.363(10) . ?
C4 N41 1.443(8) . ?
C4 N43 1.368(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.353(12) . ?
C6 H6 0.9300 . ?
C6 N42 1.320(10) . ?
C7 H7 0.9300 . ?
C7 C8 1.294(13) . ?
C7 O47 1.393(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.448(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.308(9) . ?
C10 O47 1.390(7) . ?
C11 C12 1.497(8) . ?
C11 C15 1.408(9) . ?
C11 Fe49 2.068(5) . ?
C12 H12 0.9800 . ?
C12 C13 1.433(7) . ?
C12 Fe49 2.050(5) . ?
C15 H15 0.9800 . ?
C15 C14 1.452(9) . ?
C15 Fe49 2.047(7) . ?
C14 H14 0.9800 . ?
C14 C13 1.359(11) . ?
C14 Fe49 2.078(6) . ?
C13 H13 0.9800 . ?
C13 Fe49 2.076(6) . ?
C16 H16 0.9800 . ?
C16 C17 1.407(14) . ?
C16 C20 1.374(13) . ?
C16 Fe49 2.012(7) . ?
C18 H18 0.9800 . ?
C18 C17 1.340(12) . ?
C18 C19 1.452(8) . ?
C18 Fe49 2.038(5) . ?
C17 H17 0.9800 . ?
C17 Fe49 2.064(7) . ?
C19 H19 0.9800 . ?
C19 C20 1.467(9) . ?
C19 Fe49 2.046(6) . ?
C20 H20 0.9800 . ?
C20 Fe49 2.008(7) . ?
C21 C22 1.326(8) . ?
C21 C31 1.472(8) . ?
C21 N45 1.337(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.448(8) . ?
C23 C27 1.486(8) . ?
C23 N44 1.328(8) . ?
C24 C25 1.412(9) . ?
C24 N44 1.333(8) . ?
C24 N45 1.355(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.415(11) . ?
C26 H26 0.9300 . ?
C26 N46 1.356(11) . ?
C27 C28 1.376(7) . ?
C27 O48 1.352(8) . ?
C28 H28 0.9300 . ?
C28 C29 1.372(11) . ?
C29 H29 0.9300 . ?
C29 C30 1.368(13) . ?
C30 O48 1.345(9) . ?
C31 C32 1.474(7) . ?
C31 C35 1.358(8) . ?
C31 Fe50 2.036(4) . ?
C32 H32 0.9800 . ?
C32 C33 1.379(9) . ?
C32 Fe50 2.037(5) . ?
C33 H33 0.9800 . ?
C33 C34 1.461(10) . ?
C33 Fe50 2.033(7) . ?
C34 H34 0.9800 . ?
C34 C35 1.342(10) . ?
C34 Fe50 2.030(7) . ?
C35 H35 0.9800 . ?
C35 Fe50 2.045(4) . ?
C36 H36 0.9800 . ?
C36 C37 1.417(12) . ?
C36 C40 1.317(11) . ?
C36 Fe50 2.056(7) . ?
C37 H37 0.9800 . ?
C37 C38 1.370(10) . ?
C37 Fe50 2.074(5) . ?
C38 H38 0.9800 . ?
C38 C39 1.446(10) . ?
C38 Fe50 2.022(6) . ?
C39 H39 0.9800 . ?
C39 C40 1.311(10) . ?
C39 Fe50 2.028(7) . ?
C40 H40 0.9800 . ?
C40 Fe50 2.032(6) . ?
N41 N42 1.349(7) . ?
N45 N46 1.385(7) . ?
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
C1 C2 C3 C10 177.9(6) . . . . ?
C1 C2 C3 N43 1.1(7) . . . . ?
C1 C11 C12 C13 176.3(5) . . . . ?
C1 C11 C12 Fe49 -120.9(5) . . . . ?
C1 C11 C15 C14 -177.1(6) . . . . ?
C1 C11 C15 Fe49 121.4(7) . . . . ?
C1 N41 C4 C5 179.3(6) . . . . ?
C1 N41 C4 N43 1.9(6) . . . . ?
C1 N41 N42 C6 178.9(7) . . . . ?
C2 C3 C10 C9 -172.9(7) . . . . ?
C2 C3 C10 O47 9.9(6) . . . . ?
C2 C3 N43 C4 -0.6(7) . . . . ?
C3 C10 C9 C8 -178.0(9) . . . . ?
C3 C10 O47 C7 178.5(6) . . . . ?
C3 N43 C4 C5 -177.3(6) . . . . ?
C3 N43 C4 N41 -0.8(6) . . . . ?
C4 C5 C6 N42 -2.6(7) . . . . ?
C4 N41 N42 C6 2.6(6) . . . . ?
C5 C6 N42 N41 -0.0(7) . . . . ?
C7 C8 C9 C10 0.5(7) . . . . ?
C7 O47 C10 C9 0.6(6) . . . . ?
C8 C9 C10 O47 -0.7(7) . . . . ?
C11 C12 C13 C14 3.9(5) . . . . ?
C11 C12 C13 Fe49 61.9(4) . . . . ?
C11 C15 C14 C13 -2.3(6) . . . . ?
C11 C15 C14 Fe49 -61.7(5) . . . . ?
C12 C13 C14 C15 -1.2(6) . . . . ?
C12 C13 C14 Fe49 56.6(5) . . . . ?
C15 C14 C13 Fe49 -57.8(4) . . . . ?
C16 C17 C18 C19 -4.1(7) . . . . ?
C16 C17 C18 Fe49 55.5(5) . . . . ?
C16 C20 C19 C18 0.7(6) . . . . ?
C16 C20 C19 Fe49 -59.4(5) . . . . ?
C18 C19 C20 Fe49 60.1(5) . . . . ?
C21 C22 C23 C27 -179.6(5) . . . . ?
C21 C22 C23 N44 0.8(6) . . . . ?
C21 C31 C32 C33 -176.8(5) . . . . ?
C21 C31 C32 Fe50 124.4(6) . . . . ?
C21 C31 C35 C34 -179.9(6) . . . . ?
C21 C31 C35 Fe50 -126.1(7) . . . . ?
C21 N45 C24 C25 -177.7(6) . . . . ?
C21 N45 C24 N44 1.3(6) . . . . ?
C21 N45 N46 C26 -180.0(7) . . . . ?
C22 C23 C27 C28 -170.1(6) . . . . ?
C22 C23 C27 O48 7.8(6) . . . . ?
C22 C23 N44 C24 1.6(7) . . . . ?
C23 C27 C28 C29 177.4(8) . . . . ?
C23 C27 O48 C30 -178.2(6) . . . . ?
C23 N44 C24 C25 176.1(5) . . . . ?
C23 N44 C24 N45 -2.7(6) . . . . ?
C24 C25 C26 N46 3.4(6) . . . . ?
C24 N45 N46 C26 -2.2(5) . . . . ?
C25 C26 N46 N45 -0.9(7) . . . . ?
C27 C28 C29 C30 0.8(7) . . . . ?
C27 O48 C30 C29 0.3(6) . . . . ?
C28 C29 C30 O48 -0.7(7) . . . . ?
C31 C32 C33 C34 0.7(5) . . . . ?
C31 C32 C33 Fe50 -57.9(4) . . . . ?
C31 C35 C34 C33 -8.4(6) . . . . ?
C31 C35 C34 Fe50 53.7(5) . . . . ?
C32 C33 C34 C35 4.1(5) . . . . ?
C32 C33 C34 Fe50 -59.6(5) . . . . ?
C33 C34 C35 Fe50 -62.1(5) . . . . ?
C36 C37 C38 C39 -6.4(6) . . . . ?
C36 C37 C38 Fe50 56.8(5) . . . . ?
C36 C40 C39 C38 -2.3(6) . . . . ?
C36 C40 C39 Fe50 -60.9(6) . . . . ?
C37 C38 C39 C40 5.4(6) . . . . ?
C37 C38 C39 Fe50 65.5(5) . . . . ?
C38 C39 C40 Fe50 58.6(5) . . . . ?
