# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_mo_CHEM0092_a0ma
_database_code_depnum_ccdc_archive 'CCDC 1513960'
_audit_update_record             
;
2016-11-01 deposited with the CCDC.	2019-11-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H36 F6 Fe N4 O6 S2, C H2 Cl2'
_chemical_formula_sum            'C35 H38 Cl2 F6 Fe N4 O6 S2'
_chemical_formula_weight         915.56

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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.2529(5)
_cell_length_b                   12.5689(5)
_cell_length_c                   14.1780(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.3690(10)
_cell_angle_gamma                90
_cell_volume                     1965.94(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9700
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      30.53

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_F_000             940
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.254
_exptl_crystal_size_min          0.095
_exptl_absorpt_coefficient_mu    0.704
_shelx_estimated_absorpt_T_min   0.782
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9399
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus I\mS'
_diffrn_measurement_device_type  
'Bruker D8 Venture with Photon100 CMOS detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 1024
_diffrn_reflns_number            35242
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.573
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_full        25.026
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6933
_reflns_number_gt                6790
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.905
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 v2014.11-0 (Bruker, 2014)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2014)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury (Macrae et. al, 2008)'
_computing_publication_material  'XL (Sheldrick, 2008)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0292P)²+0.5283P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.017(11)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6933
_refine_ls_number_parameters     536
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0218
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0532
_refine_ls_wR_factor_gt          0.0528
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.35991(3) 0.12094(3) 0.17596(2) 0.00911(9) Uani 1 1 d . . . . .
S1 S 0.26911(6) 0.03869(5) 0.37226(4) 0.01340(14) Uani 1 1 d . . . . .
S2 S 0.22878(6) 0.37922(5) 0.15513(5) 0.01275(14) Uani 1 1 d . . . . .
F1 F 0.03920(17) 0.08065(18) 0.35511(15) 0.0451(6) Uani 1 1 d . . . . .
F2 F 0.12870(19) 0.04206(16) 0.49804(13) 0.0412(5) Uani 1 1 d . . . . .
F3 F 0.1554(2) 0.19535(15) 0.43843(14) 0.0416(5) Uani 1 1 d . . . . .
F4 F 0.10526(17) 0.49228(14) 0.25612(14) 0.0325(4) Uani 1 1 d . . . . .
F5 F 0.05477(15) 0.32706(15) 0.24449(13) 0.0279(4) Uani 1 1 d . . . . .
F6 F 0.21963(16) 0.37505(16) 0.33905(12) 0.0294(4) Uani 1 1 d . . . . .
O1 O 0.26552(16) 0.10640(16) 0.28759(13) 0.0179(4) Uani 1 1 d . . . . .
O2 O 0.23645(19) -0.06960(15) 0.35006(14) 0.0209(4) Uani 1 1 d . . . . .
O3 O 0.37195(18) 0.05745(17) 0.44713(15) 0.0266(5) Uani 1 1 d . . . . .
O4 O 0.25776(17) 0.26729(14) 0.15668(14) 0.0180(4) Uani 1 1 d . . . . .
O5 O 0.33206(19) 0.44760(17) 0.18008(15) 0.0227(4) Uani 1 1 d . . . . .
O6 O 0.13914(19) 0.41051(17) 0.07326(15) 0.0250(5) Uani 1 1 d . . . . .
N1 N 0.42251(19) -0.04617(17) 0.20447(15) 0.0126(5) Uani 1 1 d . . . . .
N2 N 0.22357(19) 0.03176(17) 0.07033(15) 0.0118(4) Uani 1 1 d . . . . .
N3 N 0.44283(18) 0.13800(16) 0.04535(15) 0.0112(4) Uani 1 1 d . . . . .
N4 N 0.52848(18) 0.20471(16) 0.22598(15) 0.0108(4) Uani 1 1 d . . . . .
C1 C 0.5135(2) -0.0852(2) 0.2686(2) 0.0168(6) Uani 1 1 d . . . . .
C2 C 0.5259(3) -0.1935(2) 0.2971(2) 0.0202(6) Uani 1 1 d . . . . .
C3 C 0.4376(3) -0.2632(2) 0.2594(2) 0.0210(6) Uani 1 1 d . . . . .
H3 H 0.4430 -0.3357 0.2787 0.025 Uiso 1 1 calc R U . . .
C4 C 0.3378(3) -0.2267(2) 0.1911(2) 0.0182(6) Uani 1 1 d . . . . .
C5 C 0.2416(3) -0.2952(2) 0.1532(2) 0.0277(7) Uani 1 1 d . . . . .
H5 H 0.2462 -0.3685 0.1698 0.033 Uiso 1 1 calc R U . . .
C6 C 0.1416(3) -0.2565(2) 0.0925(2) 0.0294(7) Uani 1 1 d . . . . .
H6 H 0.0760 -0.3028 0.0680 0.035 Uiso 1 1 calc R U . . .
C7 C 0.1350(3) -0.1486(2) 0.0661(2) 0.0212(6) Uani 1 1 d . . . . .
H7 H 0.0638 -0.1223 0.0253 0.025 Uiso 1 1 calc R U . . .
C8 C 0.2296(2) -0.0805(2) 0.09816(19) 0.0147(6) Uani 1 1 d . . . . .
C9 C 0.3329(2) -0.1174(2) 0.16378(18) 0.0135(5) Uani 1 1 d . . . . .
C10 C 0.1020(2) 0.0757(2) 0.0745(2) 0.0167(6) Uani 1 1 d . . . . .
H10A H 0.1028 0.1531 0.0664 0.025 Uiso 1 1 calc R U . . .
H10B H 0.0818 0.0585 0.1369 0.025 Uiso 1 1 calc R U . . .
H10C H 0.0412 0.0443 0.0229 0.025 Uiso 1 1 calc R U . . .
C11 C 0.2496(2) 0.0517(2) -0.02903(18) 0.0127(5) Uani 1 1 d . . . . .
H11 H 0.2153 0.1234 -0.0493 0.015 Uiso 1 1 calc R U . . .
C12 C 0.1877(2) -0.0271(2) -0.10568(19) 0.0176(6) Uani 1 1 d . . . . .
H12A H 0.2184 -0.0997 -0.0879 0.021 Uiso 1 1 calc R U . . .
H12B H 0.0993 -0.0269 -0.1072 0.021 Uiso 1 1 calc R U . . .
C13 C 0.2099(3) -0.0003(2) -0.20541(19) 0.0197(6) Uani 1 1 d . . . . .
H13A H 0.1703 -0.0540 -0.2523 0.024 Uiso 1 1 calc R U . . .
H13B H 0.1744 0.0701 -0.2257 0.024 Uiso 1 1 calc R U . . .
C14 C 0.3450(3) 0.0015(2) -0.20381(19) 0.0197(6) Uani 1 1 d . . . . .
H14A H 0.3598 0.0202 -0.2683 0.024 Uiso 1 1 calc R U . . .
H14B H 0.3801 -0.0698 -0.1865 0.024 Uiso 1 1 calc R U . . .
C15 C 0.4049(2) 0.0835(2) -0.13008(19) 0.0166(6) Uani 1 1 d . . . . .
H15A H 0.3710 0.1547 -0.1493 0.020 Uiso 1 1 calc R U . . .
H15B H 0.4929 0.0857 -0.1299 0.020 Uiso 1 1 calc R U . . .
C16 C 0.3860(2) 0.0583(2) -0.02812(18) 0.0123(5) Uani 1 1 d . . . . .
H16 H 0.4227 -0.0129 -0.0090 0.015 Uiso 1 1 calc R U . . .
C17 C 0.4253(2) 0.2500(2) 0.01023(19) 0.0137(5) Uani 1 1 d . . . . .
H17A H 0.4767 0.2635 -0.0368 0.021 Uiso 1 1 calc R U . . .
H17B H 0.4476 0.2990 0.0646 0.021 Uiso 1 1 calc R U . . .
H17C H 0.3402 0.2611 -0.0202 0.021 Uiso 1 1 calc R U . . .
C18 C 0.6140(2) 0.1717(2) 0.17479(19) 0.0116(5) Uani 1 1 d . . . . .
C19 C 0.5716(2) 0.1233(2) 0.08393(17) 0.0118(5) Uani 1 1 d . . . . .
C20 C 0.6521(2) 0.0715(2) 0.03935(19) 0.0162(6) Uani 1 1 d . . . . .
H20 H 0.6237 0.0341 -0.0190 0.019 Uiso 1 1 calc R U . . .
C21 C 0.7770(3) 0.0733(2) 0.0796(2) 0.0186(6) Uani 1 1 d . . . . .
H21 H 0.8317 0.0347 0.0493 0.022 Uiso 1 1 calc R U . . .
C22 C 0.8204(2) 0.1296(2) 0.16136(18) 0.0166(5) Uani 1 1 d . . . . .
H22 H 0.9054 0.1351 0.1845 0.020 Uiso 1 1 calc R U . . .
C23 C 0.7396(2) 0.1795(2) 0.21161(18) 0.0130(5) Uani 1 1 d . . . . .
C24 C 0.7780(2) 0.2310(2) 0.30176(19) 0.0148(5) Uani 1 1 d . . . . .
H24 H 0.8619 0.2390 0.3285 0.018 Uiso 1 1 calc R U . . .
C25 C 0.6931(2) 0.2683(2) 0.34890(19) 0.0149(6) Uani 1 1 d . . . . .
C26 C 0.5685(2) 0.2519(2) 0.30944(18) 0.0126(5) Uani 1 1 d . . . . .
C27 C 0.6189(3) -0.0228(3) 0.3230(2) 0.0252(7) Uani 1 1 d . . . . .
H27A H 0.5917 0.0455 0.3464 0.030 Uiso 1 1 calc R U . . .
H27B H 0.6789 -0.0080 0.2821 0.030 Uiso 1 1 calc R U . . .
C28 C 0.6727(3) -0.0968(3) 0.4077(2) 0.0310(8) Uani 1 1 d . . . . .
H28A H 0.7617 -0.0879 0.4256 0.037 Uiso 1 1 calc R U . . .
H28B H 0.6369 -0.0809 0.4646 0.037 Uiso 1 1 calc R U . . .
C29 C 0.6402(3) -0.2094(3) 0.3713(2) 0.0281(7) Uani 1 1 d . . . . .
H29A H 0.7053 -0.2405 0.3421 0.034 Uiso 1 1 calc R U . . .
H29B H 0.6256 -0.2562 0.4240 0.034 Uiso 1 1 calc R U . . .
C30 C 0.1412(3) 0.0925(2) 0.4182(2) 0.0261(7) Uani 1 1 d . . . . .
C31 C 0.4920(2) 0.2924(2) 0.37698(19) 0.0162(6) Uani 1 1 d . . . . .
H31A H 0.4242 0.2432 0.3802 0.019 Uiso 1 1 calc R U . . .
H31B H 0.4590 0.3639 0.3576 0.019 Uiso 1 1 calc R U . . .
C32 C 0.5827(3) 0.2965(3) 0.4734(2) 0.0223(6) Uani 1 1 d . . . . .
H32A H 0.5864 0.2273 0.5071 0.027 Uiso 1 1 calc R U . . .
H32B H 0.5601 0.3526 0.5156 0.027 Uiso 1 1 calc R U . . .
C33 C 0.7051(3) 0.3225(2) 0.4446(2) 0.0210(6) Uani 1 1 d . . . . .
H33A H 0.7161 0.4002 0.4388 0.025 Uiso 1 1 calc R U . . .
H33B H 0.7740 0.2932 0.4918 0.025 Uiso 1 1 calc R U . . .
C34 C 0.1484(3) 0.3932(2) 0.2549(2) 0.0187(6) Uani 1 1 d . . . . .
Cl1 Cl 0.0250(3) 0.2565(7) 0.6103(3) 0.0567(14) Uani 0.635(17) 1 d . . P A 1
Cl2 Cl 0.1169(12) 0.3257(8) 0.8060(8) 0.0492(18) Uani 0.635(17) 1 d . . P A 1
C35 C -0.0110(5) 0.2733(8) 0.7224(4) 0.0298(19) Uani 0.635(17) 1 d . . P A 1
H35A H -0.0351 0.2041 0.7462 0.036 Uiso 0.635(17) 1 calc R U P A 1
H35B H -0.0804 0.3227 0.7174 0.036 Uiso 0.635(17) 1 calc R U P A 1
Cl1B Cl 0.0122(10) 0.2214(7) 0.6380(10) 0.066(3) Uani 0.365(17) 1 d . . P A 2
Cl2B Cl 0.138(2) 0.3194(13) 0.8142(14) 0.048(3) Uani 0.365(17) 1 d . . P A 2
C35B C 0.0241(15) 0.3338(16) 0.7170(8) 0.047(5) Uani 0.365(17) 1 d . . P A 2
H35C H 0.0384 0.3987 0.6813 0.057 Uiso 0.365(17) 1 calc R U P A 2
H35D H -0.0534 0.3430 0.7391 0.057 Uiso 0.365(17) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 2.0807(17) . ?
Fe1 O4 2.1577(18) . ?
Fe1 N4 2.163(2) . ?
Fe1 N2 2.224(2) . ?
Fe1 N1 2.227(2) . ?
Fe1 N3 2.242(2) . ?
S1 O3 1.427(2) . ?
S1 O2 1.429(2) . ?
S1 O1 1.4654(19) . ?
S1 C30 1.823(3) . ?
S2 O5 1.433(2) . ?
S2 O6 1.435(2) . ?
S2 O4 1.4433(19) . ?
S2 C34 1.832(3) . ?
F1 C30 1.317(4) . ?
F2 C30 1.329(3) . ?
F3 C30 1.327(4) . ?
F4 C34 1.338(3) . ?
F5 C34 1.327(3) . ?
F6 C34 1.319(3) . ?
N1 C1 1.323(4) . ?
N1 C9 1.386(4) . ?
N2 C8 1.464(3) . ?
N2 C10 1.487(3) . ?
N2 C11 1.515(3) . ?
N3 C19 1.456(3) . ?
N3 C17 1.494(3) . ?
N3 C16 1.495(3) . ?
N4 C26 1.321(3) . ?
N4 C18 1.379(3) . ?
C1 C2 1.418(4) . ?
C1 C27 1.502(4) . ?
C2 C3 1.353(4) . ?
C2 C29 1.506(4) . ?
C3 C4 1.407(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(4) . ?
C4 C9 1.426(4) . ?
C5 C6 1.364(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.405(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.372(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.416(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.533(4) . ?
C11 C16 1.535(4) . ?
C11 H11 1.0000 . ?
C12 C13 1.522(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.516(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.527(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.535(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C23 1.410(4) . ?
C18 C19 1.419(4) . ?
C19 C20 1.368(4) . ?
C20 C21 1.408(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.364(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.409(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.421(4) . ?
C24 C25 1.354(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.418(4) . ?
C25 C33 1.500(4) . ?
C26 C31 1.497(4) . ?
C27 C28 1.545(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.526(5) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C31 C32 1.537(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.547(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
Cl1 C35 1.729(7) . ?
Cl2 C35 1.799(13) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
Cl1B C35B 1.792(17) . ?
Cl2B C35B 1.70(2) . ?
C35B H35C 0.9900 . ?
C35B H35D 0.9900 . ?

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
O1 Fe1 O4 80.34(7) . . ?
O1 Fe1 N4 109.85(8) . . ?
O4 Fe1 N4 92.14(8) . . ?
O1 Fe1 N2 94.60(8) . . ?
O4 Fe1 N2 93.71(8) . . ?
N4 Fe1 N2 155.49(8) . . ?
O1 Fe1 N1 88.27(8) . . ?
O4 Fe1 N1 165.61(7) . . ?
N4 Fe1 N1 100.02(8) . . ?
N2 Fe1 N1 78.37(8) . . ?
O1 Fe1 N3 174.05(8) . . ?
O4 Fe1 N3 96.43(7) . . ?
N4 Fe1 N3 75.13(8) . . ?
N2 Fe1 N3 80.57(7) . . ?
N1 Fe1 N3 94.12(8) . . ?
O3 S1 O2 117.18(12) . . ?
O3 S1 O1 113.62(12) . . ?
O2 S1 O1 114.11(12) . . ?
O3 S1 C30 104.74(14) . . ?
O2 S1 C30 104.20(13) . . ?
O1 S1 C30 100.44(12) . . ?
O5 S2 O6 116.24(13) . . ?
O5 S2 O4 114.28(12) . . ?
O6 S2 O4 113.60(13) . . ?
O5 S2 C34 104.60(13) . . ?
O6 S2 C34 102.88(13) . . ?
O4 S2 C34 103.07(12) . . ?
S1 O1 Fe1 137.59(12) . . ?
S2 O4 Fe1 161.08(13) . . ?
C1 N1 C9 116.6(2) . . ?
C1 N1 Fe1 130.48(18) . . ?
C9 N1 Fe1 110.81(16) . . ?
C8 N2 C10 110.0(2) . . ?
C8 N2 C11 113.8(2) . . ?
C10 N2 C11 108.9(2) . . ?
C8 N2 Fe1 108.37(15) . . ?
C10 N2 Fe1 107.71(15) . . ?
C11 N2 Fe1 107.96(15) . . ?
C19 N3 C17 107.5(2) . . ?
C19 N3 C16 115.7(2) . . ?
C17 N3 C16 112.92(19) . . ?
C19 N3 Fe1 102.88(14) . . ?
C17 N3 Fe1 108.45(15) . . ?
C16 N3 Fe1 108.72(14) . . ?
C26 N4 C18 117.2(2) . . ?
C26 N4 Fe1 129.37(17) . . ?
C18 N4 Fe1 109.80(16) . . ?
N1 C1 C2 124.8(3) . . ?
N1 C1 C27 125.8(2) . . ?
C2 C1 C27 109.4(2) . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 C29 130.5(3) . . ?
C1 C2 C29 110.4(3) . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 120.9(3) . . ?
C5 C4 C9 120.0(3) . . ?
C3 C4 C9 119.0(3) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 120.3(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 121.1(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 119.8(2) . . ?
C7 C8 N2 121.4(2) . . ?
C9 C8 N2 118.8(2) . . ?
N1 C9 C8 119.9(2) . . ?
N1 C9 C4 121.5(2) . . ?
C8 C9 C4 118.5(2) . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 114.0(2) . . ?
N2 C11 C16 112.2(2) . . ?
C12 C11 C16 110.8(2) . . ?
N2 C11 H11 106.4 . . ?
C12 C11 H11 106.4 . . ?
C16 C11 H11 106.4 . . ?
C13 C12 C11 112.3(2) . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 109.7(2) . . ?
C14 C13 H13A 109.7 . . ?
C12 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C13 C14 C15 109.0(2) . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 C16 112.4(2) . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
N3 C16 C11 109.3(2) . . ?
N3 C16 C15 113.5(2) . . ?
C11 C16 C15 109.1(2) . . ?
N3 C16 H16 108.3 . . ?
C11 C16 H16 108.3 . . ?
C15 C16 H16 108.3 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N4 C18 C23 122.4(2) . . ?
N4 C18 C19 117.5(2) . . ?
C23 C18 C19 119.9(2) . . ?
C20 C19 C18 119.3(2) . . ?
C20 C19 N3 126.0(2) . . ?
C18 C19 N3 114.7(2) . . ?
C19 C20 C21 120.3(2) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 121.0(2) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 120.1(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C22 C23 C18 118.8(2) . . ?
C22 C23 C24 123.0(2) . . ?
C18 C23 C24 118.0(2) . . ?
C25 C24 C23 118.8(2) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
C24 C25 C26 119.6(2) . . ?
C24 C25 C33 131.1(3) . . ?
C26 C25 C33 109.2(2) . . ?
N4 C26 C25 123.7(2) . . ?
N4 C26 C31 126.0(2) . . ?
C25 C26 C31 110.3(2) . . ?
C1 C27 C28 103.4(2) . . ?
C1 C27 H27A 111.1 . . ?
C28 C27 H27A 111.1 . . ?
C1 C27 H27B 111.1 . . ?
C28 C27 H27B 111.1 . . ?
H27A C27 H27B 109.0 . . ?
C29 C28 C27 105.3(3) . . ?
C29 C28 H28A 110.7 . . ?
C27 C28 H28A 110.7 . . ?
C29 C28 H28B 110.7 . . ?
C27 C28 H28B 110.7 . . ?
H28A C28 H28B 108.8 . . ?
C2 C29 C28 103.2(2) . . ?
C2 C29 H29A 111.1 . . ?
C28 C29 H29A 111.1 . . ?
C2 C29 H29B 111.1 . . ?
C28 C29 H29B 111.1 . . ?
H29A C29 H29B 109.1 . . ?
F1 C30 F3 108.0(2) . . ?
F1 C30 F2 107.5(3) . . ?
F3 C30 F2 108.0(3) . . ?
F1 C30 S1 111.0(2) . . ?
F3 C30 S1 111.6(2) . . ?
F2 C30 S1 110.5(2) . . ?
C26 C31 C32 102.5(2) . . ?
C26 C31 H31A 111.3 . . ?
C32 C31 H31A 111.3 . . ?
C26 C31 H31B 111.3 . . ?
C32 C31 H31B 111.3 . . ?
H31A C31 H31B 109.2 . . ?
C31 C32 C33 104.0(2) . . ?
C31 C32 H32A 111.0 . . ?
C33 C32 H32A 111.0 . . ?
C31 C32 H32B 111.0 . . ?
C33 C32 H32B 111.0 . . ?
H32A C32 H32B 109.0 . . ?
C25 C33 C32 102.5(2) . . ?
C25 C33 H33A 111.3 . . ?
C32 C33 H33A 111.3 . . ?
C25 C33 H33B 111.3 . . ?
C32 C33 H33B 111.3 . . ?
H33A C33 H33B 109.2 . . ?
F6 C34 F5 108.7(2) . . ?
F6 C34 F4 107.8(2) . . ?
F5 C34 F4 107.6(2) . . ?
F6 C34 S2 112.15(19) . . ?
F5 C34 S2 110.9(2) . . ?
F4 C34 S2 109.55(19) . . ?
Cl1 C35 Cl2 110.4(6) . . ?
Cl1 C35 H35A 109.6 . . ?
Cl2 C35 H35A 109.6 . . ?
Cl1 C35 H35B 109.6 . . ?
Cl2 C35 H35B 109.6 . . ?
H35A C35 H35B 108.1 . . ?
Cl2B C35B Cl1B 112.0(10) . . ?
Cl2B C35B H35C 109.2 . . ?
Cl1B C35B H35C 109.2 . . ?
Cl2B C35B H35D 109.2 . . ?
Cl1B C35B H35D 109.2 . . ?
H35C C35B H35D 107.9 . . ?

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
O3 S1 O1 Fe1 70.6(2) . . . . ?
O2 S1 O1 Fe1 -67.3(2) . . . . ?
C30 S1 O1 Fe1 -178.12(18) . . . . ?
O5 S2 O4 Fe1 4.0(4) . . . . ?
O6 S2 O4 Fe1 140.6(4) . . . . ?
C34 S2 O4 Fe1 -108.8(4) . . . . ?
C9 N1 C1 C2 0.9(4) . . . . ?
Fe1 N1 C1 C2 162.6(2) . . . . ?
C9 N1 C1 C27 -178.8(3) . . . . ?
Fe1 N1 C1 C27 -17.1(4) . . . . ?
N1 C1 C2 C3 -2.3(4) . . . . ?
C27 C1 C2 C3 177.4(3) . . . . ?
N1 C1 C2 C29 180.0(2) . . . . ?
C27 C1 C2 C29 -0.3(3) . . . . ?
C1 C2 C3 C4 1.7(4) . . . . ?
C29 C2 C3 C4 178.9(3) . . . . ?
C2 C3 C4 C5 -177.2(3) . . . . ?
C2 C3 C4 C9 0.1(4) . . . . ?
C3 C4 C5 C6 175.2(3) . . . . ?
C9 C4 C5 C6 -2.1(4) . . . . ?
C4 C5 C6 C7 1.2(5) . . . . ?
C5 C6 C7 C8 1.9(5) . . . . ?
C6 C7 C8 C9 -4.0(4) . . . . ?
C6 C7 C8 N2 179.6(3) . . . . ?
C10 N2 C8 C7 42.4(3) . . . . ?
C11 N2 C8 C7 -80.1(3) . . . . ?
Fe1 N2 C8 C7 159.9(2) . . . . ?
C10 N2 C8 C9 -134.1(2) . . . . ?
C11 N2 C8 C9 103.5(3) . . . . ?
Fe1 N2 C8 C9 -16.6(3) . . . . ?
C1 N1 C9 C8 176.8(2) . . . . ?
Fe1 N1 C9 C8 11.6(3) . . . . ?
C1 N1 C9 C4 1.0(4) . . . . ?
Fe1 N1 C9 C4 -164.2(2) . . . . ?
C7 C8 C9 N1 -172.9(2) . . . . ?
N2 C8 C9 N1 3.7(3) . . . . ?
C7 C8 C9 C4 3.0(4) . . . . ?
N2 C8 C9 C4 179.6(2) . . . . ?
C5 C4 C9 N1 175.8(2) . . . . ?
C3 C4 C9 N1 -1.5(4) . . . . ?
C5 C4 C9 C8 0.0(4) . . . . ?
C3 C4 C9 C8 -177.3(2) . . . . ?
C8 N2 C11 C12 43.5(3) . . . . ?
C10 N2 C11 C12 -79.5(3) . . . . ?
Fe1 N2 C11 C12 163.82(17) . . . . ?
C8 N2 C11 C16 -83.5(3) . . . . ?
C10 N2 C11 C16 153.5(2) . . . . ?
Fe1 N2 C11 C16 36.8(2) . . . . ?
N2 C11 C12 C13 176.5(2) . . . . ?
C16 C11 C12 C13 -55.8(3) . . . . ?
C11 C12 C13 C14 57.9(3) . . . . ?
C12 C13 C14 C15 -58.5(3) . . . . ?
C13 C14 C15 C16 60.0(3) . . . . ?
C19 N3 C16 C11 155.3(2) . . . . ?
C17 N3 C16 C11 -80.2(2) . . . . ?
Fe1 N3 C16 C11 40.2(2) . . . . ?
C19 N3 C16 C15 -82.7(3) . . . . ?
C17 N3 C16 C15 41.8(3) . . . . ?
Fe1 N3 C16 C15 162.20(17) . . . . ?
N2 C11 C16 N3 -52.9(3) . . . . ?
C12 C11 C16 N3 178.4(2) . . . . ?
N2 C11 C16 C15 -177.5(2) . . . . ?
C12 C11 C16 C15 53.8(3) . . . . ?
C14 C15 C16 N3 -179.4(2) . . . . ?
C14 C15 C16 C11 -57.3(3) . . . . ?
C26 N4 C18 C23 4.8(4) . . . . ?
Fe1 N4 C18 C23 -155.7(2) . . . . ?
C26 N4 C18 C19 -178.4(2) . . . . ?
Fe1 N4 C18 C19 21.0(3) . . . . ?
N4 C18 C19 C20 -167.6(2) . . . . ?
C23 C18 C19 C20 9.3(4) . . . . ?
N4 C18 C19 N3 14.5(3) . . . . ?
C23 C18 C19 N3 -168.7(2) . . . . ?
C17 N3 C19 C20 -103.1(3) . . . . ?
C16 N3 C19 C20 24.2(4) . . . . ?
Fe1 N3 C19 C20 142.6(2) . . . . ?
C17 N3 C19 C18 74.7(3) . . . . ?
C16 N3 C19 C18 -158.0(2) . . . . ?
Fe1 N3 C19 C18 -39.6(2) . . . . ?
C18 C19 C20 C21 -5.0(4) . . . . ?
N3 C19 C20 C21 172.7(3) . . . . ?
C19 C20 C21 C22 -2.4(4) . . . . ?
C20 C21 C22 C23 5.5(4) . . . . ?
C21 C22 C23 C18 -1.1(4) . . . . ?
C21 C22 C23 C24 174.0(3) . . . . ?
N4 C18 C23 C22 170.5(2) . . . . ?
C19 C18 C23 C22 -6.2(4) . . . . ?
N4 C18 C23 C24 -4.9(4) . . . . ?
C19 C18 C23 C24 178.4(2) . . . . ?
C22 C23 C24 C25 -174.0(3) . . . . ?
C18 C23 C24 C25 1.1(4) . . . . ?
C23 C24 C25 C26 2.4(4) . . . . ?
C23 C24 C25 C33 178.1(3) . . . . ?
C18 N4 C26 C25 -1.1(4) . . . . ?
Fe1 N4 C26 C25 155.0(2) . . . . ?
C18 N4 C26 C31 -179.0(2) . . . . ?
Fe1 N4 C26 C31 -23.0(4) . . . . ?
C24 C25 C26 N4 -2.5(4) . . . . ?
C33 C25 C26 N4 -179.1(2) . . . . ?
C24 C25 C26 C31 175.7(2) . . . . ?
C33 C25 C26 C31 -0.9(3) . . . . ?
N1 C1 C27 C28 162.7(3) . . . . ?
C2 C1 C27 C28 -17.0(3) . . . . ?
C1 C27 C28 C29 27.5(3) . . . . ?
C3 C2 C29 C28 -159.7(3) . . . . ?
C1 C2 C29 C28 17.7(3) . . . . ?
C27 C28 C29 C2 -27.5(3) . . . . ?
O3 S1 C30 F1 179.7(2) . . . . ?
O2 S1 C30 F1 -56.7(2) . . . . ?
O1 S1 C30 F1 61.7(2) . . . . ?
O3 S1 C30 F3 59.2(2) . . . . ?
O2 S1 C30 F3 -177.2(2) . . . . ?
O1 S1 C30 F3 -58.8(2) . . . . ?
O3 S1 C30 F2 -61.1(3) . . . . ?
O2 S1 C30 F2 62.5(3) . . . . ?
O1 S1 C30 F2 -179.1(2) . . . . ?
N4 C26 C31 C32 158.4(3) . . . . ?
C25 C26 C31 C32 -19.8(3) . . . . ?
C26 C31 C32 C33 32.0(3) . . . . ?
C24 C25 C33 C32 -155.0(3) . . . . ?
C26 C25 C33 C32 21.1(3) . . . . ?
C31 C32 C33 C25 -32.6(3) . . . . ?
O5 S2 C34 F6 -53.5(2) . . . . ?
O6 S2 C34 F6 -175.4(2) . . . . ?
O4 S2 C34 F6 66.3(2) . . . . ?
O5 S2 C34 F5 -175.14(19) . . . . ?
O6 S2 C34 F5 63.0(2) . . . . ?
O4 S2 C34 F5 -55.4(2) . . . . ?
O5 S2 C34 F4 66.2(2) . . . . ?
O6 S2 C34 F4 -55.6(2) . . . . ?
O4 S2 C34 F4 -173.99(19) . . . . ?

_refine_diff_density_max         0.574
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.042


# start Validation Reply Form
_vrf_PLAT090_mo_CHEM0092_a0ma    
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........ 6.81 Note
RESPONSE: ...
;
_vrf_PLAT094_mo_CHEM0092_a0ma    
;
PROBLEM: Ratio of Maximum / Minimum Residual Density .... 2.16 Report
RESPONSE: ...
;
_vrf_PLAT213_mo_CHEM0092_a0ma    
;
PROBLEM: Atom F2 has ADP max/min Ratio ..... 3.1 prolat
RESPONSE: The trifloro methyl groups are often showing fluxional 
behaviour even at low temperatures. 
;
_vrf_PLAT242_mo_CHEM0092_a0ma    
;
PROBLEM: Low 'MainMol' Ueq as Compared to Neighbors of C30 Check
RESPONSE: The trifloro methyl groups are often showing fluxional 
behaviour even at low temperatures. The atom C30 was the pivot 
carbon atom, the fluxional behaviour of the fluorine atoms resulted
in Low 'mainMo' Ueq of C30 as compared to Neighbours, F1/F2/F3.
;
_vrf_PLAT302_mo_CHEM0092_a0ma    
;
PROBLEM: Anion/Solvent Disorder ............ Percentage = 100 Note
RESPONSE: The dichloromethane solvent molecule is disordered in ratio
of 0.635(17): 0.365(17).
;
_vrf_PLAT304_mo_CHEM0092_a0ma    
;
PROBLEM: Non-Integer Number of Atoms ( 3.17) in Resd. # 2 Check
Non-Integer Number of Atoms ( 1.83) in Resd. # 3 Check
RESPONSE: The dichloromethane solvent molecule is disordered.
;
_vrf_PLAT601_mo_CHEM0092_a0ma    
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of . 57 Ang3
RESPONSE: There is a Q1 peak with residual electron density of 0.57 in
the void. However, attempts to put a water molecule (oxygen atom) there
was unsuccessful, resulted either with unreasonable big thermal 
parameter for unit oxygen occupancy or <10% occupancy with 
reasonable thermal parameter. As a result, the void was left as it is.
;
_vrf_PLAT791_mo_CHEM0092_a0ma    
;
PROBLEM: The Model has Chirality at N2 (Chiral SPGR) S Verify
The Model has Chirality at N3 (Chiral SPGR) R Verify
The Model has Chirality at C11 (Chiral SPGR) R Verify
The Model has Chirality at C16 (Chiral SPGR) R Verify
RESPONSE: 
;
_vrf_PLAT909_mo_CHEM0092_a0ma    
;
PROBLEM: Percentage of Observed Data at Theta(Max) Still 96 %
RESPONSE: 
;
_vrf_PLAT910_mo_CHEM0092_a0ma    
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ... 5 Report
RESPONSE: 
;
_vrf_PLAT_mo_CHEM0092_a0ma       
;
PROBLEM: 
RESPONSE: 
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_CHEM0086_a0ma
_database_code_depnum_ccdc_archive 'CCDC 1513961'
_audit_update_record             
;
2016-11-01 deposited with the CCDC.	2019-11-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H40 F6 Fe N4 O6 S2, 2(C H2 Cl2)'
_chemical_formula_sum            'C38 H44 Cl4 F6 Fe N4 O6 S2'
_chemical_formula_weight         1028.54

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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   11.2650(5)
_cell_length_b                   16.5488(7)
_cell_length_c                   23.0009(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4287.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      29.49

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_F_000             2112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.512
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.178
_exptl_absorpt_coefficient_mu    0.775
_shelx_estimated_absorpt_T_min   0.692
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9289
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus I\mS'
_diffrn_measurement_device_type  
'Bruker D8 Venture with Photon100 CMOS detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 1024
_diffrn_reflns_number            18112
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.616
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             7538
_reflns_number_gt                6985
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.784
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.990

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 v2014.11-0 (Bruker, 2014)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2014)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury (Macrae et. al, 2008)'
_computing_publication_material  'XL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0939P)²+9.9388P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2853 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7538
_refine_ls_number_parameters     566
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0561
_refine_ls_wR_factor_ref         0.1567
_refine_ls_wR_factor_gt          0.1523
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.10414(8) 0.35972(5) 0.16058(4) 0.0114(2) Uani 1 1 d . . . . .
S1 S -0.01212(14) 0.18617(9) 0.10005(7) 0.0150(3) Uani 1 1 d . . . . .
S2 S 0.00271(16) 0.27016(10) 0.28263(7) 0.0201(4) Uani 1 1 d . . . . .
F1 F 0.0325(4) 0.0814(3) 0.18279(19) 0.0302(10) Uani 1 1 d . . . . .
F2 F 0.1442(4) 0.0697(3) 0.1077(2) 0.0279(10) Uani 1 1 d . . . . .
F3 F -0.0370(4) 0.0305(2) 0.1045(2) 0.0341(11) Uani 1 1 d . . . . .
F4 F 0.1019(6) 0.3639(3) 0.3606(2) 0.0502(14) Uani 1 1 d . . . . .
F5 F -0.0833(6) 0.3891(3) 0.3438(2) 0.0535(15) Uani 1 1 d . . . . .
F6 F -0.0341(6) 0.2835(4) 0.3937(2) 0.0599(18) Uani 1 1 d . . . . .
O1 O 0.0754(4) 0.2385(3) 0.1286(2) 0.0199(11) Uani 1 1 d . . . . .
O2 O 0.0026(5) 0.1803(3) 0.0386(2) 0.0238(11) Uani 1 1 d . . . . .
O3 O -0.1317(4) 0.1965(3) 0.1204(3) 0.0273(12) Uani 1 1 d . . . . .
O4 O 0.0288(4) 0.3329(3) 0.2400(2) 0.0204(10) Uani 1 1 d . . . . .
O5 O -0.1134(5) 0.2368(3) 0.2775(2) 0.0313(12) Uani 1 1 d . . . . .
O6 O 0.0976(5) 0.2154(3) 0.2924(2) 0.0292(12) Uani 1 1 d . . . . .
N1 N -0.0562(5) 0.3868(3) 0.1060(2) 0.0130(11) Uani 1 1 d . . . . .
N2 N 0.1811(5) 0.3880(3) 0.0741(2) 0.0137(11) Uani 1 1 d . . . . .
N3 N 0.1606(5) 0.4863(3) 0.1771(2) 0.0132(11) Uani 1 1 d . . . . .
N4 N 0.2728(4) 0.3486(3) 0.2158(2) 0.0134(11) Uani 1 1 d . . . . .
C1 C -0.1691(6) 0.3909(4) 0.1223(3) 0.0145(13) Uani 1 1 d . . . . .
C2 C -0.2650(6) 0.3852(4) 0.0814(3) 0.0209(15) Uani 1 1 d . . . . .
C3 C -0.2383(6) 0.3747(4) 0.0252(3) 0.0202(15) Uani 1 1 d . . . . .
H3 H -0.3008 0.3701 -0.0024 0.024 Uiso 1 1 calc R U . . .
C4 C -0.1196(6) 0.3701(4) 0.0058(3) 0.0178(14) Uani 1 1 d . . . . .
C5 C -0.0890(7) 0.3553(5) -0.0525(3) 0.0223(15) Uani 1 1 d . . . . .
H5 H -0.1495 0.3526 -0.0813 0.027 Uiso 1 1 calc R U . . .
C6 C 0.0257(7) 0.3449(5) -0.0680(3) 0.0259(17) Uani 1 1 d . . . . .
H6 H 0.0450 0.3325 -0.1072 0.031 Uiso 1 1 calc R U . . .
C7 C 0.1184(7) 0.3523(4) -0.0257(3) 0.0225(15) Uani 1 1 d . . . . .
H7 H 0.1989 0.3444 -0.0368 0.027 Uiso 1 1 calc R U . . .
C8 C 0.0907(6) 0.3709(4) 0.0305(3) 0.0150(13) Uani 1 1 d . . . . .
C9 C -0.0296(6) 0.3769(4) 0.0483(3) 0.0129(13) Uani 1 1 d . . . . .
C10 C 0.2865(6) 0.3350(4) 0.0679(3) 0.0215(15) Uani 1 1 d . . . . .
H10A H 0.3261 0.3465 0.0309 0.032 Uiso 1 1 calc R U . . .
H10B H 0.2614 0.2783 0.0686 0.032 Uiso 1 1 calc R U . . .
H10C H 0.3416 0.3451 0.1000 0.032 Uiso 1 1 calc R U . . .
C11 C 0.2090(6) 0.4775(4) 0.0714(3) 0.0162(14) Uani 1 1 d . . . . .
H11 H 0.1335 0.5063 0.0618 0.019 Uiso 1 1 calc R U . . .
C12 C 0.2983(7) 0.4982(5) 0.0243(3) 0.0236(16) Uani 1 1 d . . . . .
H12A H 0.3728 0.4680 0.0313 0.028 Uiso 1 1 calc R U . . .
H12B H 0.2665 0.4812 -0.0140 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3251(8) 0.5877(5) 0.0228(4) 0.034(2) Uani 1 1 d . . . . .
H13A H 0.3861 0.5985 -0.0072 0.041 Uiso 1 1 calc R U . . .
H13B H 0.2523 0.6176 0.0119 0.041 Uiso 1 1 calc R U . . .
C14 C 0.3689(8) 0.6177(5) 0.0807(3) 0.034(2) Uani 1 1 d . . . . .
H14A H 0.3839 0.6766 0.0786 0.040 Uiso 1 1 calc R U . . .
H14B H 0.4445 0.5905 0.0907 0.040 Uiso 1 1 calc R U . . .
C15 C 0.2757(7) 0.6001(4) 0.1281(3) 0.0261(16) Uani 1 1 d . . . . .
H15A H 0.2015 0.6297 0.1193 0.031 Uiso 1 1 calc R U . . .
H15B H 0.3055 0.6188 0.1663 0.031 Uiso 1 1 calc R U . . .
C16 C 0.2500(6) 0.5080(4) 0.1307(3) 0.0159(14) Uani 1 1 d . . . . .
H16 H 0.3261 0.4799 0.1403 0.019 Uiso 1 1 calc R U . . .
C17 C 0.0541(6) 0.5397(4) 0.1762(3) 0.0190(15) Uani 1 1 d . . . . .
H17A H 0.0160 0.5365 0.1380 0.028 Uiso 1 1 calc R U . . .
H17B H 0.0783 0.5956 0.1838 0.028 Uiso 1 1 calc R U . . .
H17C H -0.0020 0.5222 0.2062 0.028 Uiso 1 1 calc R U . . .
C18 C 0.2811(6) 0.4174(4) 0.2497(3) 0.0160(13) Uani 1 1 d . . . . .
C19 C 0.2201(6) 0.4878(4) 0.2329(3) 0.0158(14) Uani 1 1 d . . . . .
C20 C 0.2207(6) 0.5546(4) 0.2700(3) 0.0194(15) Uani 1 1 d . . . . .
H20 H 0.1767 0.6014 0.2597 0.023 Uiso 1 1 calc R U . . .
C21 C 0.2842(6) 0.5537(5) 0.3216(3) 0.0240(16) Uani 1 1 d . . . . .
H21 H 0.2835 0.5997 0.3463 0.029 Uiso 1 1 calc R U . . .
C22 C 0.3480(7) 0.4865(5) 0.3371(3) 0.0284(17) Uani 1 1 d . . . . .
H22 H 0.3928 0.4867 0.3720 0.034 Uiso 1 1 calc R U . . .
C23 C 0.3477(7) 0.4185(5) 0.3022(3) 0.0256(16) Uani 1 1 d . . . . .
C24 C 0.4107(8) 0.3462(5) 0.3160(3) 0.036(2) Uani 1 1 d . . . . .
H24 H 0.4582 0.3446 0.3500 0.043 Uiso 1 1 calc R U . . .
C25 C 0.4046(8) 0.2803(5) 0.2820(4) 0.0315(18) Uani 1 1 d . . . . .
C26 C 0.3297(6) 0.2833(4) 0.2317(3) 0.0197(15) Uani 1 1 d . . . . .
C27 C -0.1962(6) 0.3941(5) 0.1860(3) 0.0238(16) Uani 1 1 d . . . . .
H27A H -0.1417 0.4334 0.2045 0.029 Uiso 1 1 calc R U . . .
H27B H -0.1797 0.3404 0.2031 0.029 Uiso 1 1 calc R U . . .
C28 C -0.3226(7) 0.4176(6) 0.2007(4) 0.035(2) Uani 1 1 d . . . . .
H28A H -0.3379 0.4058 0.2422 0.043 Uiso 1 1 calc R U . . .
H28B H -0.3326 0.4764 0.1948 0.043 Uiso 1 1 calc R U . . .
C29 C -0.4109(7) 0.3734(7) 0.1643(4) 0.050(3) Uani 1 1 d . . . . .
H29A H -0.4920 0.3902 0.1757 0.060 Uiso 1 1 calc R U . . .
H29B H -0.4035 0.3147 0.1716 0.060 Uiso 1 1 calc R U . . .
C30 C -0.3935(6) 0.3896(5) 0.1011(4) 0.0318(18) Uani 1 1 d . . . . .
H30A H -0.4249 0.4440 0.0920 0.038 Uiso 1 1 calc R U . . .
H30B H -0.4404 0.3499 0.0785 0.038 Uiso 1 1 calc R U . . .
C31 C 0.3180(7) 0.2093(4) 0.1942(3) 0.0259(17) Uani 1 1 d . . . . .
H31A H 0.2334 0.2030 0.1834 0.031 Uiso 1 1 calc R U . . .
H31B H 0.3630 0.2186 0.1578 0.031 Uiso 1 1 calc R U . . .
C32 C 0.3593(9) 0.1322(5) 0.2201(4) 0.047(2) Uani 1 1 d . . . . .
H32A H 0.3723 0.0926 0.1886 0.056 Uiso 1 1 calc R U . . .
H32B H 0.2960 0.1108 0.2457 0.056 Uiso 1 1 calc R U . . .
C33 C 0.4705(10) 0.1398(6) 0.2545(5) 0.059(3) Uani 1 1 d . . . . .
H33A H 0.4854 0.0876 0.2743 0.070 Uiso 1 1 calc R U . . .
H33B H 0.5371 0.1492 0.2273 0.070 Uiso 1 1 calc R U . . .
C34 C 0.4713(10) 0.2039(6) 0.2983(4) 0.048(3) Uani 1 1 d . . . . .
H34A H 0.5549 0.2184 0.3066 0.058 Uiso 1 1 calc R U . . .
H34B H 0.4367 0.1822 0.3347 0.058 Uiso 1 1 calc R U . . .
C35 C 0.0338(6) 0.0865(4) 0.1256(3) 0.0191(15) Uani 1 1 d . . . . .
C36 C -0.0033(9) 0.3305(5) 0.3492(3) 0.038(2) Uani 1 1 d . . . . .
C37 C 0.2319(16) 0.1933(10) 0.4184(9) 0.099(5) Uani 0.883(6) 1 d D . P A 1
H37A H 0.2296 0.2217 0.3805 0.119 Uiso 0.883(6) 1 calc R U P A 1
H37B H 0.1567 0.2049 0.4391 0.119 Uiso 0.883(6) 1 calc R U P A 1
Cl1 Cl 0.3452(5) 0.2282(3) 0.4574(2) 0.1060(12) Uani 0.883(6) 1 d D . P A 1
Cl2 Cl 0.2433(5) 0.0873(3) 0.4060(2) 0.0955(15) Uani 0.883(6) 1 d D . P A 1
C37B C 0.302(6) 0.151(7) 0.461(3) 0.099(5) Uani 0.117(6) 1 d D . P A 2
H37C H 0.2770 0.2063 0.4712 0.119 Uiso 0.117(6) 1 calc R U P A 2
H37D H 0.3353 0.1276 0.4970 0.119 Uiso 0.117(6) 1 calc R U P A 2
Cl1B Cl 0.422(3) 0.165(3) 0.4188(18) 0.1060(12) Uani 0.117(6) 1 d D . P A 2
Cl2B Cl 0.166(3) 0.098(3) 0.4516(19) 0.1060(12) Uani 0.117(6) 1 d D . P A 2
C38 C 0.158(2) 0.0707(12) 0.5621(10) 0.078(7) Uani 0.653(5) 1 d D U P B 1
H38A H 0.1467 0.0265 0.5906 0.093 Uiso 0.653(5) 1 calc R U P B 1
H38B H 0.2215 0.0552 0.5347 0.093 Uiso 0.653(5) 1 calc R U P B 1
Cl4 Cl 0.1919(6) 0.1570(5) 0.5961(3) 0.1060(12) Uani 0.653(5) 1 d D . P B 1
Cl3 Cl 0.0199(5) 0.0896(5) 0.5229(2) 0.092(2) Uani 0.653(5) 1 d . . P B 1
C38B C 0.122(6) 0.087(4) 0.5502(13) 0.099(5) Uani 0.347(5) 1 d D U P A 2
H38C H 0.1944 0.1202 0.5464 0.119 Uiso 0.347(5) 1 calc R U P B 2
H38D H 0.1489 0.0327 0.5381 0.119 Uiso 0.347(5) 1 calc R U P B 2
Cl3B Cl 0.0755(12) 0.1106(9) 0.4827(6) 0.1060(12) Uani 0.347(5) 1 d D U P A 2
Cl4B Cl 0.1498(12) 0.0665(9) 0.6249(6) 0.1060(12) Uani 0.347(5) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O4 2.063(5) . ?
Fe1 O1 2.162(5) . ?
Fe1 N2 2.220(6) . ?
Fe1 N3 2.222(5) . ?
Fe1 N1 2.245(5) . ?
Fe1 N4 2.292(5) . ?
S1 O2 1.427(5) . ?
S1 O3 1.436(5) . ?
S1 O1 1.467(5) . ?
S1 C35 1.826(7) . ?
S2 O6 1.420(6) . ?
S2 O5 1.424(6) . ?
S2 O4 1.458(5) . ?
S2 C36 1.829(8) . ?
F1 C35 1.319(8) . ?
F2 C35 1.339(8) . ?
F3 C35 1.315(8) . ?
F4 C36 1.334(12) . ?
F5 C36 1.330(10) . ?
F6 C36 1.332(10) . ?
N1 C1 1.328(9) . ?
N1 C9 1.371(8) . ?
N2 C8 1.458(8) . ?
N2 C10 1.482(8) . ?
N2 C11 1.515(8) . ?
N3 C19 1.447(8) . ?
N3 C17 1.490(8) . ?
N3 C16 1.512(8) . ?
N4 C26 1.310(9) . ?
N4 C18 1.383(9) . ?
C1 C2 1.435(9) . ?
C1 C27 1.498(10) . ?
C2 C3 1.340(10) . ?
C2 C30 1.518(10) . ?
C3 C4 1.412(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.407(9) . ?
C4 C9 1.412(9) . ?
C5 C6 1.351(11) . ?
C5 H5 0.9500 . ?
C6 C7 1.433(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.364(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.420(9) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.519(10) . ?
C11 C16 1.524(9) . ?
C11 H11 1.0000 . ?
C12 C13 1.512(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.506(11) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.541(11) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.552(10) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.407(10) . ?
C18 C23 1.423(10) . ?
C19 C20 1.396(9) . ?
C20 C21 1.386(10) . ?
C20 H20 0.9500 . ?
C21 C22 1.371(11) . ?
C21 H21 0.9500 . ?
C22 C23 1.381(11) . ?
C22 H22 0.9500 . ?
C23 C24 1.427(11) . ?
C24 C25 1.343(11) . ?
C24 H24 0.9500 . ?
C25 C26 1.432(10) . ?
C25 C34 1.519(11) . ?
C26 C31 1.503(10) . ?
C27 C28 1.514(10) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.491(12) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.493(13) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.483(11) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.486(13) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.463(13) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C37 Cl1 1.665(18) . ?
C37 Cl2 1.782(17) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37B Cl1B 1.67(3) . ?
C37B Cl2B 1.77(3) . ?
C37B H37C 0.9900 . ?
C37B H37D 0.9900 . ?
Cl2B Cl3B 1.26(4) . ?
C38 Cl4 1.673(19) . ?
C38 Cl3 1.822(18) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38B Cl3B 1.68(2) . ?
C38B Cl4B 1.78(2) . ?
C38B H38C 0.9900 . ?
C38B H38D 0.9900 . ?

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
O4 Fe1 O1 92.33(19) . . ?
O4 Fe1 N2 178.7(2) . . ?
O1 Fe1 N2 87.07(19) . . ?
O4 Fe1 N3 99.7(2) . . ?
O1 Fe1 N3 167.5(2) . . ?
N2 Fe1 N3 81.0(2) . . ?
O4 Fe1 N1 101.96(19) . . ?
O1 Fe1 N1 82.78(19) . . ?
N2 Fe1 N1 76.8(2) . . ?
N3 Fe1 N1 97.94(19) . . ?
O4 Fe1 N4 80.39(19) . . ?
O1 Fe1 N4 103.78(19) . . ?
N2 Fe1 N4 100.91(19) . . ?
N3 Fe1 N4 75.1(2) . . ?
N1 Fe1 N4 173.0(2) . . ?
O2 S1 O3 116.1(3) . . ?
O2 S1 O1 113.9(3) . . ?
O3 S1 O1 114.5(3) . . ?
O2 S1 C35 103.0(3) . . ?
O3 S1 C35 105.6(3) . . ?
O1 S1 C35 101.5(3) . . ?
O6 S2 O5 117.2(3) . . ?
O6 S2 O4 114.1(3) . . ?
O5 S2 O4 113.9(3) . . ?
O6 S2 C36 104.2(4) . . ?
O5 S2 C36 104.3(4) . . ?
O4 S2 C36 100.4(3) . . ?
S1 O1 Fe1 143.2(3) . . ?
S2 O4 Fe1 146.2(3) . . ?
C1 N1 C9 119.3(5) . . ?
C1 N1 Fe1 128.6(4) . . ?
C9 N1 Fe1 110.0(4) . . ?
C8 N2 C10 112.2(5) . . ?
C8 N2 C11 107.9(5) . . ?
C10 N2 C11 114.1(5) . . ?
C8 N2 Fe1 107.6(4) . . ?
C10 N2 Fe1 106.0(4) . . ?
C11 N2 Fe1 108.9(4) . . ?
C19 N3 C17 112.1(5) . . ?
C19 N3 C16 108.3(5) . . ?
C17 N3 C16 112.7(5) . . ?
C19 N3 Fe1 107.5(4) . . ?
C17 N3 Fe1 109.1(4) . . ?
C16 N3 Fe1 107.0(4) . . ?
C26 N4 C18 119.3(5) . . ?
C26 N4 Fe1 128.8(5) . . ?
C18 N4 Fe1 107.6(4) . . ?
N1 C1 C2 122.2(6) . . ?
N1 C1 C27 118.2(6) . . ?
C2 C1 C27 119.4(6) . . ?
C3 C2 C1 118.2(6) . . ?
C3 C2 C30 120.5(6) . . ?
C1 C2 C30 121.3(6) . . ?
C2 C3 C4 121.6(6) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 122.8(6) . . ?
C5 C4 C9 119.9(6) . . ?
C3 C4 C9 117.2(6) . . ?
C6 C5 C4 120.5(6) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 120.4(6) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 119.7(7) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 120.5(6) . . ?
C7 C8 N2 122.4(6) . . ?
C9 C8 N2 117.0(5) . . ?
N1 C9 C4 121.5(6) . . ?
N1 C9 C8 119.8(6) . . ?
C4 C9 C8 118.7(6) . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 112.8(6) . . ?
N2 C11 C16 110.5(5) . . ?
C12 C11 C16 111.3(5) . . ?
N2 C11 H11 107.3 . . ?
C12 C11 H11 107.3 . . ?
C16 C11 H11 107.3 . . ?
C13 C12 C11 111.7(7) . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 111.6(7) . . ?
C14 C13 H13A 109.3 . . ?
C12 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C13 C14 C15 109.9(7) . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C14 C15 C16 109.9(6) . . ?
C14 C15 H15A 109.7 . . ?
C16 C15 H15A 109.7 . . ?
C14 C15 H15B 109.7 . . ?
C16 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
N3 C16 C11 110.6(5) . . ?
N3 C16 C15 112.6(6) . . ?
C11 C16 C15 110.3(6) . . ?
N3 C16 H16 107.7 . . ?
C11 C16 H16 107.7 . . ?
C15 C16 H16 107.7 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N4 C18 C19 119.6(6) . . ?
N4 C18 C23 121.7(6) . . ?
C19 C18 C23 118.7(6) . . ?
C20 C19 C18 119.0(6) . . ?
C20 C19 N3 123.9(6) . . ?
C18 C19 N3 117.1(5) . . ?
C21 C20 C19 121.2(7) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C22 C21 C20 120.1(6) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.6(7) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C18 120.3(7) . . ?
C22 C23 C24 123.7(7) . . ?
C18 C23 C24 116.0(7) . . ?
C25 C24 C23 121.8(7) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C24 C25 C26 118.2(7) . . ?
C24 C25 C34 120.5(7) . . ?
C26 C25 C34 121.3(7) . . ?
N4 C26 C25 122.8(6) . . ?
N4 C26 C31 118.0(6) . . ?
C25 C26 C31 119.2(6) . . ?
C1 C27 C28 114.8(6) . . ?
C1 C27 H27A 108.6 . . ?
C28 C27 H27A 108.6 . . ?
C1 C27 H27B 108.6 . . ?
C28 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C29 C28 C27 112.1(7) . . ?
C29 C28 H28A 109.2 . . ?
C27 C28 H28A 109.2 . . ?
C29 C28 H28B 109.2 . . ?
C27 C28 H28B 109.2 . . ?
H28A C28 H28B 107.9 . . ?
C28 C29 C30 111.8(8) . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
C29 C30 C2 114.0(7) . . ?
C29 C30 H30A 108.8 . . ?
C2 C30 H30A 108.8 . . ?
C29 C30 H30B 108.8 . . ?
C2 C30 H30B 108.8 . . ?
H30A C30 H30B 107.6 . . ?
C32 C31 C26 116.2(7) . . ?
C32 C31 H31A 108.2 . . ?
C26 C31 H31A 108.2 . . ?
C32 C31 H31B 108.2 . . ?
C26 C31 H31B 108.2 . . ?
H31A C31 H31B 107.4 . . ?
C31 C32 C33 114.0(8) . . ?
C31 C32 H32A 108.7 . . ?
C33 C32 H32A 108.7 . . ?
C31 C32 H32B 108.7 . . ?
C33 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
C34 C33 C32 115.6(8) . . ?
C34 C33 H33A 108.4 . . ?
C32 C33 H33A 108.4 . . ?
C34 C33 H33B 108.4 . . ?
C32 C33 H33B 108.4 . . ?
H33A C33 H33B 107.4 . . ?
C33 C34 C25 115.5(7) . . ?
C33 C34 H34A 108.4 . . ?
C25 C34 H34A 108.4 . . ?
C33 C34 H34B 108.4 . . ?
C25 C34 H34B 108.4 . . ?
H34A C34 H34B 107.5 . . ?
F3 C35 F1 108.4(6) . . ?
F3 C35 F2 107.7(6) . . ?
F1 C35 F2 107.6(6) . . ?
F3 C35 S1 110.3(5) . . ?
F1 C35 S1 112.1(5) . . ?
F2 C35 S1 110.6(5) . . ?
F5 C36 F6 108.7(7) . . ?
F5 C36 F4 108.6(7) . . ?
F6 C36 F4 108.7(8) . . ?
F5 C36 S2 110.3(6) . . ?
F6 C36 S2 109.5(6) . . ?
F4 C36 S2 111.0(6) . . ?
Cl1 C37 Cl2 111.9(9) . . ?
Cl1 C37 H37A 109.2 . . ?
Cl2 C37 H37A 109.2 . . ?
Cl1 C37 H37B 109.2 . . ?
Cl2 C37 H37B 109.2 . . ?
H37A C37 H37B 107.9 . . ?
Cl1B C37B Cl2B 134(4) . . ?
Cl1B C37B H37C 103.7 . . ?
Cl2B C37B H37C 103.7 . . ?
Cl1B C37B H37D 103.7 . . ?
Cl2B C37B H37D 103.7 . . ?
H37C C37B H37D 105.3 . . ?
Cl3B Cl2B C37B 124(3) . . ?
Cl4 C38 Cl3 106.3(10) . . ?
Cl4 C38 H38A 110.5 . . ?
Cl3 C38 H38A 110.5 . . ?
Cl4 C38 H38B 110.5 . . ?
Cl3 C38 H38B 110.5 . . ?
H38A C38 H38B 108.7 . . ?
Cl3B C38B Cl4B 172(4) . . ?
Cl3B C38B H38C 92.6 . . ?
Cl4B C38B H38C 92.6 . . ?
Cl3B C38B H38D 92.6 . . ?
Cl4B C38B H38D 92.6 . . ?
H38C C38B H38D 103.0 . . ?
Cl2B Cl3B C38B 104(3) . . ?

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
O2 S1 O1 Fe1 96.1(5) . . . . ?
O3 S1 O1 Fe1 -40.8(6) . . . . ?
C35 S1 O1 Fe1 -153.9(5) . . . . ?
O6 S2 O4 Fe1 42.7(7) . . . . ?
O5 S2 O4 Fe1 -95.7(6) . . . . ?
C36 S2 O4 Fe1 153.5(6) . . . . ?
C9 N1 C1 C2 0.1(10) . . . . ?
Fe1 N1 C1 C2 -161.3(5) . . . . ?
C9 N1 C1 C27 174.6(6) . . . . ?
Fe1 N1 C1 C27 13.1(10) . . . . ?
N1 C1 C2 C3 0.6(11) . . . . ?
C27 C1 C2 C3 -173.8(7) . . . . ?
N1 C1 C2 C30 179.7(7) . . . . ?
C27 C1 C2 C30 5.3(11) . . . . ?
C1 C2 C3 C4 -0.8(11) . . . . ?
C30 C2 C3 C4 -179.8(7) . . . . ?
C2 C3 C4 C5 177.0(7) . . . . ?
C2 C3 C4 C9 0.2(10) . . . . ?
C3 C4 C5 C6 -174.5(7) . . . . ?
C9 C4 C5 C6 2.2(10) . . . . ?
C4 C5 C6 C7 -2.9(11) . . . . ?
C5 C6 C7 C8 -0.6(11) . . . . ?
C6 C7 C8 C9 4.7(10) . . . . ?
C6 C7 C8 N2 -173.2(6) . . . . ?
C10 N2 C8 C7 -38.6(8) . . . . ?
C11 N2 C8 C7 87.8(7) . . . . ?
Fe1 N2 C8 C7 -154.8(5) . . . . ?
C10 N2 C8 C9 143.4(6) . . . . ?
C11 N2 C8 C9 -90.1(6) . . . . ?
Fe1 N2 C8 C9 27.2(6) . . . . ?
C1 N1 C9 C4 -0.8(9) . . . . ?
Fe1 N1 C9 C4 163.9(5) . . . . ?
C1 N1 C9 C8 -178.8(6) . . . . ?
Fe1 N1 C9 C8 -14.2(7) . . . . ?
C5 C4 C9 N1 -176.3(6) . . . . ?
C3 C4 C9 N1 0.6(9) . . . . ?
C5 C4 C9 C8 1.8(9) . . . . ?
C3 C4 C9 C8 178.7(6) . . . . ?
C7 C8 C9 N1 172.8(6) . . . . ?
N2 C8 C9 N1 -9.2(8) . . . . ?
C7 C8 C9 C4 -5.3(9) . . . . ?
N2 C8 C9 C4 172.7(5) . . . . ?
C8 N2 C11 C12 -83.2(7) . . . . ?
C10 N2 C11 C12 42.2(8) . . . . ?
Fe1 N2 C11 C12 160.3(5) . . . . ?
C8 N2 C11 C16 151.5(5) . . . . ?
C10 N2 C11 C16 -83.1(7) . . . . ?
Fe1 N2 C11 C16 35.0(6) . . . . ?
N2 C11 C12 C13 -179.7(6) . . . . ?
C16 C11 C12 C13 -54.8(8) . . . . ?
C11 C12 C13 C14 56.5(9) . . . . ?
C12 C13 C14 C15 -58.1(10) . . . . ?
C13 C14 C15 C16 58.2(9) . . . . ?
C19 N3 C16 C11 158.6(5) . . . . ?
C17 N3 C16 C11 -76.9(7) . . . . ?
Fe1 N3 C16 C11 43.0(6) . . . . ?
C19 N3 C16 C15 -77.5(7) . . . . ?
C17 N3 C16 C15 47.0(7) . . . . ?
Fe1 N3 C16 C15 166.9(5) . . . . ?
N2 C11 C16 N3 -53.5(7) . . . . ?
C12 C11 C16 N3 -179.6(5) . . . . ?
N2 C11 C16 C15 -178.7(5) . . . . ?
C12 C11 C16 C15 55.2(8) . . . . ?
C14 C15 C16 N3 179.0(6) . . . . ?
C14 C15 C16 C11 -57.0(8) . . . . ?
C26 N4 C18 C19 -179.9(6) . . . . ?
Fe1 N4 C18 C19 -21.2(7) . . . . ?
C26 N4 C18 C23 -1.5(10) . . . . ?
Fe1 N4 C18 C23 157.2(6) . . . . ?
N4 C18 C19 C20 174.4(6) . . . . ?
C23 C18 C19 C20 -4.1(10) . . . . ?
N4 C18 C19 N3 -5.9(9) . . . . ?
C23 C18 C19 N3 175.6(6) . . . . ?
C17 N3 C19 C20 -29.9(9) . . . . ?
C16 N3 C19 C20 94.9(7) . . . . ?
Fe1 N3 C19 C20 -149.8(6) . . . . ?
C17 N3 C19 C18 150.4(6) . . . . ?
C16 N3 C19 C18 -84.7(7) . . . . ?
Fe1 N3 C19 C18 30.5(7) . . . . ?
C18 C19 C20 C21 2.8(10) . . . . ?
N3 C19 C20 C21 -176.8(6) . . . . ?
C19 C20 C21 C22 -0.1(11) . . . . ?
C20 C21 C22 C23 -1.4(12) . . . . ?
C21 C22 C23 C18 0.1(12) . . . . ?
C21 C22 C23 C24 -179.1(8) . . . . ?
N4 C18 C23 C22 -175.8(7) . . . . ?
C19 C18 C23 C22 2.7(11) . . . . ?
N4 C18 C23 C24 3.5(11) . . . . ?
C19 C18 C23 C24 -178.0(7) . . . . ?
C22 C23 C24 C25 177.5(9) . . . . ?
C18 C23 C24 C25 -1.8(13) . . . . ?
C23 C24 C25 C26 -1.8(14) . . . . ?
C23 C24 C25 C34 -179.2(9) . . . . ?
C18 N4 C26 C25 -2.4(10) . . . . ?
Fe1 N4 C26 C25 -156.0(6) . . . . ?
C18 N4 C26 C31 179.5(6) . . . . ?
Fe1 N4 C26 C31 25.9(9) . . . . ?
C24 C25 C26 N4 4.1(12) . . . . ?
C34 C25 C26 N4 -178.6(8) . . . . ?
C24 C25 C26 C31 -177.9(8) . . . . ?
C34 C25 C26 C31 -0.5(12) . . . . ?
N1 C1 C27 C28 166.8(7) . . . . ?
C2 C1 C27 C28 -18.6(11) . . . . ?
C1 C27 C28 C29 45.6(11) . . . . ?
C27 C28 C29 C30 -59.6(11) . . . . ?
C28 C29 C30 C2 45.3(11) . . . . ?
C3 C2 C30 C29 160.4(8) . . . . ?
C1 C2 C30 C29 -18.6(11) . . . . ?
N4 C26 C31 C32 -166.2(8) . . . . ?
C25 C26 C31 C32 15.7(11) . . . . ?
C26 C31 C32 C33 -40.1(12) . . . . ?
C31 C32 C33 C34 50.8(15) . . . . ?
C32 C33 C34 C25 -35.1(16) . . . . ?
C24 C25 C34 C33 -172.5(10) . . . . ?
C26 C25 C34 C33 10.2(15) . . . . ?
O2 S1 C35 F3 -62.6(5) . . . . ?
O3 S1 C35 F3 59.5(6) . . . . ?
O1 S1 C35 F3 179.3(5) . . . . ?
O2 S1 C35 F1 176.5(5) . . . . ?
O3 S1 C35 F1 -61.3(6) . . . . ?
O1 S1 C35 F1 58.4(6) . . . . ?
O2 S1 C35 F2 56.4(5) . . . . ?
O3 S1 C35 F2 178.6(5) . . . . ?
O1 S1 C35 F2 -61.7(5) . . . . ?
O6 S2 C36 F5 175.0(6) . . . . ?
O5 S2 C36 F5 -61.5(7) . . . . ?
O4 S2 C36 F5 56.6(7) . . . . ?
O6 S2 C36 F6 -65.4(8) . . . . ?
O5 S2 C36 F6 58.0(8) . . . . ?
O4 S2 C36 F6 176.2(7) . . . . ?
O6 S2 C36 F4 54.6(6) . . . . ?
O5 S2 C36 F4 178.1(5) . . . . ?
O4 S2 C36 F4 -63.7(6) . . . . ?
Cl1B C37B Cl2B Cl3B -162(8) . . . . ?
C37B Cl2B Cl3B C38B -61(6) . . . . ?

_refine_diff_density_max         1.306
_refine_diff_density_min         -1.456
_refine_diff_density_rms         0.110


# start Validation Reply Form
_vrf_PLAT002_mo_CHEM0086_a0ma    
;
PROBLEM: Number of Distance or Angle Restraints on AtSite 11 Note
RESPONSE: The atoms C37, C37B, C38, C38B, CL1, CL1B, CL2, CL2B, CL3, 
CL4 & CL4B were restrained with bond distance/angle restraints.
;
_vrf_PLAT003_mo_CHEM0086_a0ma    
;
PROBLEM: Number of Uiso or Uij Restrained non-H Atoms ... 4 Report
RESPONSE: Atoms C38, C38B, CL3B & CL4B were restrained with Uij restrained.
;
_vrf_PLAT083_mo_CHEM0086_a0ma    
;
PROBLEM: SHELXL Second Parameter in WGHT Unusually Large 9.94 Why ?
RESPONSE: 
;
_vrf_PLAT090_mo_CHEM0086_a0ma    
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........ 6.81 Note
RESPONSE: ...
;
_vrf_PLAT171_mo_CHEM0086_a0ma    
;
PROBLEM: The CIF-Embedded .res File Contains EADP Records 2 Report
RESPONSE: The atoms Cl1, Cl3B, Cl4, Cl4B, Cl1B & Cl2B were refined with 
EADP constraints.
;
_vrf_PLAT175_mo_CHEM0086_a0ma    
;
PROBLEM: The CIF-Embedded .res File Contains SAME Records 3 Report
RESPONSE: Due to the disorder, the bond distances of the C---Cl bonds 
were refined with SAME commands. 
;
_vrf_PLAT177_mo_CHEM0086_a0ma    
;
PROBLEM: The CIF-Embedded .res File Contains DELU Records 1 Report
RESPONSE: The "DELU 0.01 Cl3B Cl4 Cl4B C38B Cl1B" was used.
;
_vrf_PLAT178_mo_CHEM0086_a0ma    
;
PROBLEM: The CIF-Embedded .res File Contains SIMU Records 1 Report
RESPONSE: The "SIMU 0.04 0.08 0.8" was used.
;
_vrf_PLAT213_mo_CHEM0086_a0ma    
;
PROBLEM: Atom C33 has ADP max/min Ratio ..... 3.5 prolat
RESPONSE: The two (CH~2~)~4~ part on both sides of the ligand may be 
flexiable to have slight disoder. 
;
_vrf_PLAT220_mo_CHEM0086_a0ma    
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) Range 4.5 Ratio
RESPONSE:  The two (CH~2~)~4~ part on both sides of the ligand may be 
flexiable to have slight disoder.
;
_vrf_PLAT241_mo_CHEM0086_a0ma    
;
PROBLEM: High 'MainMol' Ueq as Compared to Neighbors of C29 Check
RESPONSE:  The two (CH~2~)~4~ part on both sides of the ligand may be 
flexiable to have slight disoder.
;
_vrf_PLAT242_mo_CHEM0086_a0ma    
;
PROBLEM: 
Low 'MainMol' Ueq as Compared to Neighbors of C29 Check
Low 'MainMol' Ueq as Compared to Neighbors of C36 Check
RESPONSE: The two (CH~2~)~4~ part on both sides of the ligand may be 
flexiable to have slight disoder. 
;
_vrf_PLAT302_mo_CHEM0086_a0ma    
;
PROBLEM: Anion/Solvent Disorder ............ Percentage = 100 Note
RESPONSE: The dichloromethane solvent molecules are disordered in ratio
of 0.883(6):0.117(6) and 0.653(5):0.347(5) respectively.
;
_vrf_PLAT304_mo_CHEM0086_a0ma    
;
PROBLEM: 
Non-Integer Number of Atoms ( 4.41) in Resd. # 2 Check
Non-Integer Number of Atoms ( 3.26) in Resd. # 3 Check
Non-Integer Number of Atoms ( 0.58) in Resd. # 4 Check
Non-Integer Number of Atoms ( 1.74) in Resd. # 5 Check
RESPONSE: The two dichloromethane solvent molecules are disordered.
;
_vrf_PLAT341_mo_CHEM0086_a0ma    
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01094 Ang.
RESPONSE: 
;
_vrf_PLAT411_mo_CHEM0086_a0ma    
;
PROBLEM: Short Inter H...H Contact H5 .. H31B .. 2.12 Ang.
RESPONSE: 
;
_vrf_PLAT432_mo_CHEM0086_a0ma    
;
PROBLEM: 
Short Inter X...Y Contact Cl1B .. C14 .. 2.48 Ang.
Short Inter X...Y Contact Cl1B .. C34 .. 2.90 Ang.
RESPONSE: 
;
_vrf_PLAT791_mo_CHEM0086_a0ma    
;
PROBLEM: The Model has Chirality at N2 (Chiral SPGR) R Verify
The Model has Chirality at N3 (Chiral SPGR) R Verify
The Model has Chirality at C11 (Chiral SPGR) R Verify
The Model has Chirality at C16 (Chiral SPGR) R Verify
RESPONSE: 
;
_vrf_PLAT860_mo_CHEM0086_a0ma    
;
PROBLEM: Number of Least-Squares Restraints ............. 21 Note
RESPONSE: A total of 21 restraints were used in the refinement relating to the 
disorder. Twelve restraints were used in restraining the bond distances of 
all the C---Cl bonds to be similar within s.u. of 0.02. three restraints were
relating to restraining the DELU command and 6 restraints relating to the 
SIMU command used.
;
_vrf_PLAT909_mo_CHEM0086_a0ma    
;
PROBLEM: Percentage of Observed Data at Theta(Max) Still 82 %
RESPONSE: 
;
_vrf_PLAT910_mo_CHEM0086_a0ma    
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ... 8 Report
RESPONSE: 
;
_vrf_PLAT911_mo_CHEM0086_a0ma    
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L= 0.595 3 Report
RESPONSE: 
;
_vrf_PLAT_mo_CHEM0086_a0ma       
;
PROBLEM: 
RESPONSE: 
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxy290m
_database_code_depnum_ccdc_archive 'CCDC 1513963'
_audit_update_record             
;
2016-11-01 deposited with the CCDC.	2019-11-25 downloaded from the CCDC.
;
_audit_creation_date             2015-10-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H26 N3 O'
_chemical_formula_sum            'C24 H26 N3 O'
_chemical_formula_weight         372.48
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   21.5973(8)
_cell_length_b                   5.0981(2)
_cell_length_c                   17.5377(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.7710(10)
_cell_angle_gamma                90
_cell_volume                     1930.07(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3976
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.78
_cell_measurement_theta_min      8.94
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0714 before and 0.0452 after correction.
The Ratio of minimum to maximum transmission is 0.8429.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12271
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.965
_diffrn_reflns_theta_min         2.521
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_full    0.935
_reflns_Friedel_fraction_max     0.927
_reflns_number_gt                3351
_reflns_number_total             3358
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1422 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.05(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3358
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.048
_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)+(0.0383P)²+1.2022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0799
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C3(H3), C4(H4), C5(H5), C16(H16), C17(H17), C20(H20),
 C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O1 O 0.26164(6) 0.9587(3) 0.15396(8) 0.0201(3) Uani 1 1 d . . . . .
N1 N 0.19274(7) 0.3961(3) 0.23350(9) 0.0148(3) Uani 1 1 d . . . . .
H1 H 0.2199 0.2940 0.2117 0.018 Uiso 1 1 calc R . . . .
N2 N 0.35578(7) 0.4821(4) 0.06477(9) 0.0192(4) Uani 1 1 d . . . . .
H2 H 0.3312 0.3809 0.0367 0.023 Uiso 1 1 calc R . . . .
N3 N 0.39025(8) 0.7879(4) 0.14667(9) 0.0184(4) Uani 1 1 d . . . . .
C1 C 0.17889(8) 0.3943(4) 0.31016(10) 0.0152(4) Uani 1 1 d . . . . .
C2 C 0.20386(9) 0.2376(4) 0.36881(11) 0.0177(4) Uani 1 1 d . . . . .
C3 C 0.18241(10) 0.2873(5) 0.44109(11) 0.0213(4) Uani 1 1 d . . . . .
H3 H 0.1977 0.1847 0.4828 0.026 Uiso 1 1 calc R . . . .
C4 C 0.13864(10) 0.4852(5) 0.45453(11) 0.0223(4) Uani 1 1 d . . . . .
H4 H 0.1256 0.5143 0.5051 0.027 Uiso 1 1 calc R . . . .
C5 C 0.11433(9) 0.6378(4) 0.39601(11) 0.0197(4) Uani 1 1 d . . . . .
H5 H 0.0849 0.7712 0.4056 0.024 Uiso 1 1 calc R . . . .
C6 C 0.13438(9) 0.5904(4) 0.32166(11) 0.0159(4) Uani 1 1 d . . . . .
C7 C 0.25056(9) 0.0278(4) 0.35308(11) 0.0208(4) Uani 1 1 d . . . . .
H7A H 0.2323 -0.1007 0.3175 0.031 Uiso 1 1 calc GR . . . .
H7B H 0.2629 -0.0599 0.4009 0.031 Uiso 1 1 calc GR . . . .
H7C H 0.2871 0.1072 0.3306 0.031 Uiso 1 1 calc GR . . . .
C8 C 0.12037(9) 0.7088(4) 0.24851(11) 0.0160(4) Uani 1 1 d . . . . .
C9 C 0.15664(8) 0.5856(4) 0.19681(10) 0.0146(4) Uani 1 1 d . . . . .
C10 C 0.07559(9) 0.9274(4) 0.23305(11) 0.0200(4) Uani 1 1 d . . . . .
H10A H 0.0336 0.8681 0.2437 0.030 Uiso 1 1 calc GR . . . .
H10B H 0.0775 0.9803 0.1795 0.030 Uiso 1 1 calc GR . . . .
H10C H 0.0864 1.0771 0.2659 0.030 Uiso 1 1 calc GR . . . .
C11 C 0.16032(8) 0.6319(4) 0.11212(10) 0.0156(4) Uani 1 1 d . . . . .
H11 H 0.1495 0.8197 0.1021 0.019 Uiso 1 1 calc R . . . .
C12 C 0.11347(9) 0.4619(5) 0.06738(11) 0.0211(4) Uani 1 1 d . . . . .
H12A H 0.1223 0.2763 0.0774 0.032 Uiso 1 1 calc GR . . . .
H12B H 0.1166 0.4970 0.0127 0.032 Uiso 1 1 calc GR . . . .
H12C H 0.0715 0.5035 0.0834 0.032 Uiso 1 1 calc GR . . . .
C13 C 0.22541(9) 0.5845(4) 0.08272(10) 0.0166(4) Uani 1 1 d . . . . .
H13A H 0.2367 0.3984 0.0914 0.020 Uiso 1 1 calc R . . . .
H13B H 0.2249 0.6163 0.0270 0.020 Uiso 1 1 calc R . . . .
C14 C 0.27445(9) 0.7567(4) 0.12041(10) 0.0161(4) Uani 1 1 d . . . . .
C15 C 0.33917(9) 0.6724(4) 0.11223(10) 0.0164(4) Uani 1 1 d . . . . .
C16 C 0.41875(9) 0.4776(5) 0.06888(12) 0.0228(4) Uani 1 1 d . . . . .
H16 H 0.4439 0.3623 0.0406 0.027 Uiso 1 1 calc R . . . .
C17 C 0.44080(9) 0.6626(5) 0.11943(12) 0.0220(4) Uani 1 1 d . . . . .
H17 H 0.4830 0.6968 0.1329 0.026 Uiso 1 1 calc R . . . .
C18 C 0.39387(9) 0.9698(5) 0.21244(11) 0.0211(4) Uani 1 1 d . . . . .
H18A H 0.3537 1.0608 0.2173 0.025 Uiso 1 1 calc R . . . .
H18B H 0.4261 1.1038 0.2040 0.025 Uiso 1 1 calc R . . . .
C19 C 0.40942(9) 0.8196(4) 0.28507(11) 0.0167(4) Uani 1 1 d . . . . .
C20 C 0.36860(9) 0.6318(4) 0.31219(12) 0.0210(4) Uani 1 1 d . . . . .
H20 H 0.3306 0.5985 0.2852 0.025 Uiso 1 1 calc R . . . .
C21 C 0.38319(10) 0.4937(5) 0.37832(12) 0.0233(5) Uani 1 1 d . . . . .
H21 H 0.3550 0.3674 0.3968 0.028 Uiso 1 1 calc R . . . .
C22 C 0.43890(10) 0.5393(4) 0.41779(11) 0.0225(5) Uani 1 1 d . . . . .
H22 H 0.4490 0.4426 0.4628 0.027 Uiso 1 1 calc R . . . .
C23 C 0.47958(10) 0.7248(5) 0.39161(12) 0.0224(5) Uani 1 1 d . . . . .
H23 H 0.5176 0.7569 0.4187 0.027 Uiso 1 1 calc R . . . .
C24 C 0.46484(9) 0.8654(4) 0.32524(11) 0.0205(4) Uani 1 1 d . . . . .
H24 H 0.4929 0.9933 0.3074 0.025 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C14 1.222(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.386(2) . ?
N1 C9 1.387(3) . ?
N2 H2 0.8800 . ?
N2 C15 1.335(3) . ?
N2 C16 1.360(3) . ?
N3 C15 1.374(3) . ?
N3 C17 1.364(3) . ?
N3 C18 1.480(3) . ?
C1 C2 1.398(3) . ?
C1 C6 1.406(3) . ?
C2 C3 1.386(3) . ?
C2 C7 1.501(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.408(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.407(3) . ?
C6 C8 1.442(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.369(3) . ?
C8 C10 1.495(3) . ?
C9 C11 1.508(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11 1.0000 . ?
C11 C12 1.530(3) . ?
C11 C13 1.531(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.512(3) . ?
C14 C15 1.474(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.370(3) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.515(3) . ?
C19 C20 1.395(3) . ?
C19 C24 1.390(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.389(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.395(3) . ?
C24 H24 0.9500 . ?

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
C1 N1 H1 125.7 . . ?
C1 N1 C9 108.62(15) . . ?
C9 N1 H1 125.7 . . ?
C15 N2 H2 127.3 . . ?
C15 N2 C16 105.48(18) . . ?
C16 N2 H2 127.3 . . ?
C15 N3 C18 129.31(16) . . ?
C17 N3 C15 106.59(17) . . ?
C17 N3 C18 122.88(17) . . ?
N1 C1 C2 128.87(18) . . ?
N1 C1 C6 107.67(16) . . ?
C2 C1 C6 123.44(17) . . ?
C1 C2 C7 121.20(17) . . ?
C3 C2 C1 115.86(19) . . ?
C3 C2 C7 122.93(18) . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 121.96(19) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.48(18) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.9 . . ?
C4 C5 C6 118.14(19) . . ?
C6 C5 H5 120.9 . . ?
C1 C6 C5 119.11(18) . . ?
C1 C6 C8 107.21(16) . . ?
C5 C6 C8 133.66(19) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 C10 126.19(17) . . ?
C9 C8 C6 106.77(17) . . ?
C9 C8 C10 127.04(18) . . ?
N1 C9 C11 121.32(16) . . ?
C8 C9 N1 109.71(16) . . ?
C8 C9 C11 128.96(17) . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11 107.7 . . ?
C9 C11 C12 111.22(15) . . ?
C9 C11 C13 112.56(15) . . ?
C12 C11 H11 107.7 . . ?
C12 C11 C13 109.71(16) . . ?
C13 C11 H11 107.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 108.9 . . ?
C11 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 C11 113.52(16) . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
O1 C14 C13 122.27(17) . . ?
O1 C14 C15 121.48(18) . . ?
C15 C14 C13 116.22(17) . . ?
N2 C15 N3 110.99(17) . . ?
N2 C15 C14 123.15(18) . . ?
N3 C15 C14 125.68(18) . . ?
N2 C16 H16 124.8 . . ?
N2 C16 C17 110.47(19) . . ?
C17 C16 H16 124.8 . . ?
N3 C17 C16 106.46(18) . . ?
N3 C17 H17 126.8 . . ?
C16 C17 H17 126.8 . . ?
N3 C18 H18A 109.6 . . ?
N3 C18 H18B 109.6 . . ?
N3 C18 C19 110.12(17) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
C20 C19 C18 120.49(17) . . ?
C24 C19 C18 120.44(18) . . ?
C24 C19 C20 119.07(18) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.30(18) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.2(2) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.97(19) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.90(19) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 120.51(19) . . ?
C19 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxy199_0m
_database_code_depnum_ccdc_archive 'CCDC 1513962'
_audit_update_record             
;
2016-11-01 deposited with the CCDC.	2019-11-25 downloaded from the CCDC.
;
_audit_creation_date             2015-04-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H21 N3 O'
_chemical_formula_sum            'C18 H21 N3 O'
_chemical_formula_weight         295.38
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.630(5)
_cell_length_b                   15.205(7)
_cell_length_c                   12.200(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.42(4)
_cell_angle_gamma                90
_cell_volume                     1543.4(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9807
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.59
_cell_measurement_theta_min      2.91
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.636
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0833 before and 0.0649 after correction.
The Ratio of minimum to maximum transmission is 0.8564.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_preparation       'vapor diffusion'
_exptl_crystal_recrystallization_method DCM/Hexane/Ether
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            24001
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.741
_diffrn_reflns_theta_min         3.758
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.902
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.968
_reflns_number_gt                5468
_reflns_number_total             5484
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 2584 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.21(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         5484
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.050
_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)+(0.0541P)²+0.3422P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.0903
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C11(H11), C12(H12), C13(H13), C14(H14), C19(H19), C20(H20),
 C29(H29), C30(H30), C31(H31), C32(H32)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C),
 C21(H21A,H21B,H21C), C26(H26A,H26B,H26C), C34(H34A,H34B,H34C), C36(H36A,H36B,
 H36C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O1 O 0.5520(2) 0.44848(11) 0.40755(15) 0.0312(4) Uani 1 1 d . . . . .
N1 N 0.4776(3) 0.55875(15) 0.14263(17) 0.0271(4) Uani 1 1 d . . . . .
N2 N 0.3811(2) 0.42734(14) 0.16818(17) 0.0237(4) Uani 1 1 d . . . . .
N3 N 0.3758(2) 0.72319(12) 0.52519(15) 0.0174(4) Uani 1 1 d . . . . .
C1 C 0.3736(3) 0.5302(2) 0.0454(2) 0.0344(6) Uani 1 1 d . . . . .
H1 H 0.3463 0.5625 -0.0237 0.041 Uiso 1 1 calc R . . . .
C2 C 0.3138(3) 0.45049(19) 0.0587(2) 0.0323(6) Uani 1 1 d . . . . .
H2 H 0.2394 0.4172 0.0027 0.039 Uiso 1 1 calc R . . . .
C3 C 0.3587(3) 0.34198(17) 0.2202(3) 0.0345(6) Uani 1 1 d . . . . .
H3A H 0.4611 0.3101 0.2410 0.052 Uiso 1 1 calc GR . . . .
H3B H 0.2785 0.3070 0.1656 0.052 Uiso 1 1 calc GR . . . .
H3C H 0.3217 0.3523 0.2884 0.052 Uiso 1 1 calc GR . . . .
C4 C 0.4803(3) 0.49422(16) 0.2174(2) 0.0235(5) Uani 1 1 d . . . . .
C5 C 0.5738(3) 0.49970(16) 0.3364(2) 0.0233(5) Uani 1 1 d . . . . .
C6 C 0.6977(3) 0.57146(18) 0.3633(2) 0.0260(5) Uani 1 1 d . . . . .
H6A H 0.6587 0.6217 0.3117 0.031 Uiso 1 1 calc R . . . .
H6B H 0.7976 0.5496 0.3476 0.031 Uiso 1 1 calc R . . . .
C7 C 0.7375(3) 0.60450(16) 0.48621(19) 0.0229(5) Uani 1 1 d . . . . .
H7 H 0.7740 0.5525 0.5366 0.028 Uiso 1 1 calc R . . . .
C8 C 0.8774(3) 0.66866(18) 0.5080(2) 0.0299(6) Uani 1 1 d . . . . .
H8A H 0.8505 0.7174 0.4537 0.045 Uiso 1 1 calc GR . . . .
H8B H 0.9733 0.6383 0.4986 0.045 Uiso 1 1 calc GR . . . .
H8C H 0.8987 0.6916 0.5856 0.045 Uiso 1 1 calc GR . . . .
C9 C 0.5908(3) 0.64162(15) 0.51602(18) 0.0183(4) Uani 1 1 d . . . . .
C10 C 0.5224(3) 0.60426(14) 0.60015(18) 0.0179(4) Uani 1 1 d . . . . .
C11 C 0.5581(3) 0.53002(15) 0.67045(19) 0.0212(5) Uani 1 1 d . . . . .
H11 H 0.6484 0.4943 0.6706 0.025 Uiso 1 1 calc R . . . .
C12 C 0.4598(3) 0.50970(16) 0.73962(19) 0.0235(5) Uani 1 1 d . . . . .
H12 H 0.4821 0.4590 0.7867 0.028 Uiso 1 1 calc R . . . .
C13 C 0.3274(3) 0.56272(17) 0.74143(18) 0.0235(5) Uani 1 1 d . . . . .
H13 H 0.2618 0.5472 0.7898 0.028 Uiso 1 1 calc R . . . .
C14 C 0.2904(3) 0.63684(15) 0.67462(18) 0.0203(4) Uani 1 1 d . . . . .
H14 H 0.2014 0.6730 0.6767 0.024 Uiso 1 1 calc R . . . .
C15 C 0.3887(3) 0.65688(14) 0.60370(17) 0.0173(4) Uani 1 1 d . . . . .
C16 C 0.2410(3) 0.78355(15) 0.4909(2) 0.0216(5) Uani 1 1 d . . . . .
H16A H 0.1621 0.7599 0.4243 0.032 Uiso 1 1 calc GR . . . .
H16B H 0.2794 0.8407 0.4719 0.032 Uiso 1 1 calc GR . . . .
H16C H 0.1907 0.7908 0.5535 0.032 Uiso 1 1 calc GR . . . .
C17 C 0.4980(2) 0.71356(15) 0.47165(18) 0.0182(4) Uani 1 1 d . . . . .
C18 C 0.5058(3) 0.77624(17) 0.3791(2) 0.0256(5) Uani 1 1 d . . . . .
H18A H 0.4066 0.7721 0.3174 0.038 Uiso 1 1 calc GR . . . .
H18B H 0.5979 0.7614 0.3498 0.038 Uiso 1 1 calc GR . . . .
H18C H 0.5181 0.8363 0.4092 0.038 Uiso 1 1 calc GR . . . .
O2 O 0.0623(2) 0.82412(11) 0.71208(13) 0.0273(4) Uani 1 1 d . . . . .
N4 N -0.0158(2) 1.02786(12) 0.83034(16) 0.0191(4) Uani 1 1 d . . . . .
N5 N -0.1216(2) 0.98391(12) 0.65204(15) 0.0191(4) Uani 1 1 d . . . . .
N6 N -0.1412(2) 0.69476(11) 1.00886(15) 0.0168(4) Uani 1 1 d . . . . .
C19 C -0.1230(3) 1.08866(15) 0.7750(2) 0.0224(5) Uani 1 1 d . . . . .
H19 H -0.1487 1.1415 0.8079 0.027 Uiso 1 1 calc R . . . .
C20 C -0.1891(3) 1.06305(15) 0.66462(19) 0.0213(5) Uani 1 1 d . . . . .
H20 H -0.2667 1.0943 0.6081 0.026 Uiso 1 1 calc R . . . .
C21 C -0.1555(3) 0.93416(18) 0.5463(2) 0.0316(6) Uani 1 1 d . . . . .
H21A H -0.2363 0.9654 0.4875 0.047 Uiso 1 1 calc GR . . . .
H21B H -0.1965 0.8758 0.5583 0.047 Uiso 1 1 calc GR . . . .
H21C H -0.0567 0.9278 0.5220 0.047 Uiso 1 1 calc GR . . . .
C22 C -0.0167(3) 0.96478(15) 0.75512(18) 0.0166(4) Uani 1 1 d . . . . .
C23 C 0.0806(2) 0.88443(14) 0.78038(17) 0.0170(4) Uani 1 1 d . . . . .
C24 C 0.2050(2) 0.88150(14) 0.89357(18) 0.0183(4) Uani 1 1 d . . . . .
H24A H 0.1735 0.9231 0.9463 0.022 Uiso 1 1 calc R . . . .
H24B H 0.3095 0.9012 0.8833 0.022 Uiso 1 1 calc R . . . .
C25 C 0.2253(2) 0.78936(14) 0.94716(17) 0.0161(4) Uani 1 1 d . . . . .
H25 H 0.2327 0.7463 0.8868 0.019 Uiso 1 1 calc R . . . .
C26 C 0.3825(3) 0.78469(15) 1.04137(19) 0.0210(5) Uani 1 1 d . . . . .
H26A H 0.3797 0.8276 1.1008 0.031 Uiso 1 1 calc GR . . . .
H26B H 0.4729 0.7980 1.0096 0.031 Uiso 1 1 calc GR . . . .
H26C H 0.3958 0.7254 1.0742 0.031 Uiso 1 1 calc GR . . . .
C27 C 0.0813(2) 0.76470(13) 0.98882(18) 0.0147(4) Uani 1 1 d . . . . .
C28 C 0.0304(2) 0.80538(13) 1.08036(17) 0.0153(4) Uani 1 1 d . . . . .
C29 C 0.0851(3) 0.87646(14) 1.15396(18) 0.0185(4) Uani 1 1 d . . . . .
H29 H 0.1769 0.9091 1.1490 0.022 Uiso 1 1 calc R . . . .
C30 C 0.0039(3) 0.89834(15) 1.23374(18) 0.0211(4) Uani 1 1 d . . . . .
H30 H 0.0401 0.9468 1.2831 0.025 Uiso 1 1 calc R . . . .
C31 C -0.1310(3) 0.85039(15) 1.24313(19) 0.0215(5) Uani 1 1 d . . . . .
H31 H -0.1836 0.8665 1.2993 0.026 Uiso 1 1 calc R . . . .
C32 C -0.1885(3) 0.78021(15) 1.17211(18) 0.0200(5) Uani 1 1 d . . . . .
H32 H -0.2794 0.7475 1.1787 0.024 Uiso 1 1 calc R . . . .
C33 C -0.1081(3) 0.75900(14) 1.09021(18) 0.0164(4) Uani 1 1 d . . . . .
C34 C -0.2750(3) 0.63350(15) 0.98824(19) 0.0207(5) Uani 1 1 d . . . . .
H34A H -0.3217 0.6341 1.0532 0.031 Uiso 1 1 calc GR . . . .
H34B H -0.2368 0.5741 0.9782 0.031 Uiso 1 1 calc GR . . . .
H34C H -0.3569 0.6510 0.9194 0.031 Uiso 1 1 calc GR . . . .
C35 C -0.0264(2) 0.69810(14) 0.94785(17) 0.0164(4) Uani 1 1 d . . . . .
C36 C -0.0338(3) 0.63420(16) 0.85460(19) 0.0234(5) Uani 1 1 d . . . . .
H36A H -0.0103 0.5750 0.8866 0.035 Uiso 1 1 calc GR . . . .
H36B H 0.0457 0.6503 0.8138 0.035 Uiso 1 1 calc GR . . . .
H36C H -0.1415 0.6351 0.8019 0.035 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C5 1.218(3) . ?
N1 C1 1.355(3) . ?
N1 C4 1.336(3) . ?
N2 C2 1.354(4) . ?
N2 C3 1.480(3) . ?
N2 C4 1.362(3) . ?
N3 C15 1.375(3) . ?
N3 C16 1.453(3) . ?
N3 C17 1.388(3) . ?
C1 C2 1.344(4) . ?
C4 C5 1.464(3) . ?
C5 C6 1.501(4) . ?
C6 C7 1.531(3) . ?
C7 C8 1.520(3) . ?
C7 C9 1.516(3) . ?
C9 C10 1.431(3) . ?
C9 C17 1.379(3) . ?
C10 C11 1.402(3) . ?
C10 C15 1.415(3) . ?
C11 C12 1.382(3) . ?
C12 C13 1.403(4) . ?
C13 C14 1.378(3) . ?
C14 C15 1.397(3) . ?
C17 C18 1.493(3) . ?
O2 C23 1.221(3) . ?
N4 C19 1.355(3) . ?
N4 C22 1.326(3) . ?
N5 C20 1.364(3) . ?
N5 C21 1.456(3) . ?
N5 C22 1.371(3) . ?
N6 C33 1.367(3) . ?
N6 C34 1.453(3) . ?
N6 C35 1.389(3) . ?
C19 C20 1.372(4) . ?
C22 C23 1.468(3) . ?
C23 C24 1.507(3) . ?
C24 C25 1.536(3) . ?
C25 C26 1.529(3) . ?
C25 C27 1.510(3) . ?
C27 C28 1.443(3) . ?
C27 C35 1.375(3) . ?
C28 C29 1.404(3) . ?
C28 C33 1.420(3) . ?
C29 C30 1.383(3) . ?
C30 C31 1.404(3) . ?
C31 C32 1.381(3) . ?
C32 C33 1.397(3) . ?
C35 C36 1.485(3) . ?

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
C4 N1 C1 104.5(2) . . ?
C2 N2 C3 125.5(2) . . ?
C2 N2 C4 107.2(2) . . ?
C4 N2 C3 127.2(2) . . ?
C15 N3 C16 125.01(18) . . ?
C15 N3 C17 108.66(18) . . ?
C17 N3 C16 125.56(18) . . ?
C2 C1 N1 111.7(2) . . ?
C1 C2 N2 106.0(2) . . ?
N1 C4 N2 110.7(2) . . ?
N1 C4 C5 122.7(2) . . ?
N2 C4 C5 126.6(2) . . ?
O1 C5 C4 121.4(2) . . ?
O1 C5 C6 123.0(2) . . ?
C4 C5 C6 115.5(2) . . ?
C5 C6 C7 114.5(2) . . ?
C8 C7 C6 110.0(2) . . ?
C9 C7 C6 111.88(19) . . ?
C9 C7 C8 113.2(2) . . ?
C10 C9 C7 123.7(2) . . ?
C17 C9 C7 129.5(2) . . ?
C17 C9 C10 106.79(19) . . ?
C11 C10 C9 133.9(2) . . ?
C11 C10 C15 119.0(2) . . ?
C15 C10 C9 107.05(19) . . ?
C12 C11 C10 118.9(2) . . ?
C11 C12 C13 121.1(2) . . ?
C14 C13 C12 121.5(2) . . ?
C13 C14 C15 117.5(2) . . ?
N3 C15 C10 107.99(19) . . ?
N3 C15 C14 129.9(2) . . ?
C14 C15 C10 122.0(2) . . ?
N3 C17 C18 118.8(2) . . ?
C9 C17 N3 109.51(19) . . ?
C9 C17 C18 131.7(2) . . ?
C22 N4 C19 105.72(19) . . ?
C20 N5 C21 124.53(19) . . ?
C20 N5 C22 106.37(18) . . ?
C22 N5 C21 129.1(2) . . ?
C33 N6 C34 125.93(18) . . ?
C33 N6 C35 108.75(17) . . ?
C35 N6 C34 125.32(18) . . ?
N4 C19 C20 110.3(2) . . ?
N5 C20 C19 106.39(19) . . ?
N4 C22 N5 111.24(19) . . ?
N4 C22 C23 124.0(2) . . ?
N5 C22 C23 124.8(2) . . ?
O2 C23 C22 121.2(2) . . ?
O2 C23 C24 122.3(2) . . ?
C22 C23 C24 116.42(19) . . ?
C23 C24 C25 112.93(18) . . ?
C26 C25 C24 109.89(17) . . ?
C27 C25 C24 111.02(17) . . ?
C27 C25 C26 112.40(18) . . ?
C28 C27 C25 126.94(19) . . ?
C35 C27 C25 126.70(19) . . ?
C35 C27 C28 106.35(18) . . ?
C29 C28 C27 134.8(2) . . ?
C29 C28 C33 118.41(19) . . ?
C33 C28 C27 106.77(18) . . ?
C30 C29 C28 119.2(2) . . ?
C29 C30 C31 121.3(2) . . ?
C32 C31 C30 121.2(2) . . ?
C31 C32 C33 117.6(2) . . ?
N6 C33 C28 108.15(18) . . ?
N6 C33 C32 129.5(2) . . ?
C32 C33 C28 122.3(2) . . ?
N6 C35 C36 119.69(19) . . ?
C27 C35 N6 109.97(18) . . ?
C27 C35 C36 130.3(2) . . ?

_olex2_exptl_crystal_mounting_method 'Nylon loop'
_olex2_submission_special_instructions 'No special instructions were received'
