# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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data_Compound1
_database_code_depnum_ccdc_archive 'CCDC 1850712'
_audit_update_record             
;
2018-10-01 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C F3 O3 S), C38 H26 Mn N10 S4'
_chemical_formula_sum            'C40 H26 F6 Mn N10 O6 S6'
_chemical_formula_weight         1104.01
_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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'
S S 0.1246 0.1234 '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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
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'
'-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                   15.7882(7)
_cell_length_b                   19.1313(9)
_cell_length_c                   14.6344(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4420.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9991
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      26.29
_cell_measurement_theta_min      2.85
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.825
_exptl_absorpt_coefficient_mu    0.669
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7045
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0584 before and 0.0555 after correction.
The Ratio of minimum to maximum transmission is 0.9451.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2236
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0756
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            65724
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.422
_diffrn_reflns_theta_min         2.852
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3532
_reflns_number_total             4530
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.737
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     332
_refine_ls_number_reflns         4530
_refine_ls_number_restraints     429
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.394
_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)+(0.0406P)²+9.5317P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.1060
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 F1-F2 \\sim F1-F3 \\sim F2-F3 \\sim F3A-F1A \\sim F3A-F2A \\sim F1A-F2A
 with sigma of 0.04
 C20-S3 \\sim C20-F1 \\sim C20-F2 \\sim C20-F3 \\sim C20-F3A \\sim C20-F1A
\\sim C20-F2A
 with sigma of 0.02
 O1-O2 \\sim O1-O3 \\sim O2-O3 \\sim O3A-O1A \\sim O3A-O2A \\sim O1A-O2A
 with sigma of 0.04
 S3-O1 \\sim S3-O2 \\sim S3-O3 \\sim S3-O3A \\sim S3-O1A \\sim S3-O2A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F1) = Uanis(F1A)
Uanis(F2) = Uanis(F2A)
Uanis(F3) = Uanis(F3A)
Uanis(O1) = Uanis(O1A)
Uanis(O2) = Uanis(O2A)
Uanis(O3) = Uanis(O3A)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F3A)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
 Sof(O1A)=Sof(O2A)=Sof(O3A)=1-FVAR(2)
 Sof(O1)=Sof(O2)=Sof(O3)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 N5(H5), N2(H2), C11(H11), C10(H10), C9(H9), C2(H2A), C15(H15), C16(H16),
 C4(H4), C18(H18), C3(H3), C17(H17), C5(H5A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.72284(18) 0.64244(19) 0.6617(2) 0.0541(9) Uani 0.881(4) 1 d D U . A 1
O2 O 0.60999(18) 0.57182(12) 0.72128(19) 0.0380(7) Uani 0.881(4) 1 d D U . A 1
O3 O 0.5769(2) 0.66776(16) 0.6213(2) 0.0550(10) Uani 0.881(4) 1 d D U . A 1
O1A O 0.7099(10) 0.6021(12) 0.6865(18) 0.0541(9) Uani 0.119(4) 1 d D U . A 2
O2A O 0.5585(10) 0.5913(8) 0.6798(14) 0.0380(7) Uani 0.119(4) 1 d D U . A 2
O3A O 0.6209(17) 0.6842(11) 0.6015(14) 0.0550(10) Uani 0.119(4) 1 d D U . A 2
Mn1 Mn 0.2500 0.7500 0.37424(4) 0.01598(14) Uani 1 2 d S TU P . .
S1 S 0.32791(4) 0.87243(4) 0.53268(5) 0.02601(18) Uani 1 1 d . U . . .
S3 S 0.63476(5) 0.63881(4) 0.68414(5) 0.02745(18) Uani 1 1 d D U . . .
S2 S 0.12703(4) 0.64083(4) 0.23666(6) 0.02669(18) Uani 1 1 d . U . . .
N3 N 0.35911(13) 0.67893(11) 0.38573(15) 0.0157(4) Uani 1 1 d . U . . .
N4 N 0.22663(13) 0.65777(11) 0.27933(16) 0.0185(5) Uani 1 1 d . U . . .
N5 N 0.26865(14) 0.54085(11) 0.25329(15) 0.0199(5) Uani 1 1 d . U . . .
H5 H 0.2947 0.5058 0.2803 0.024 Uiso 1 1 calc R . . . .
N1 N 0.34977(14) 0.79992(12) 0.46802(15) 0.0189(5) Uani 1 1 d . U . . .
N2 N 0.47865(15) 0.78052(12) 0.54631(16) 0.0235(5) Uani 1 1 d . U . . .
H2 H 0.5095 0.7468 0.5700 0.028 Uiso 1 1 calc R . . . .
C7 C 0.41749(16) 0.76383(13) 0.48518(18) 0.0171(5) Uani 1 1 d . U . . .
C12 C 0.36228(16) 0.62330(14) 0.32988(17) 0.0165(5) Uani 1 1 d . U . . .
C13 C 0.28019(16) 0.60695(13) 0.28535(18) 0.0161(5) Uani 1 1 d . U . . .
C8 C 0.42973(16) 0.70021(13) 0.42807(18) 0.0168(5) Uani 1 1 d . U . . .
C14 C 0.21542(16) 0.52743(14) 0.17709(18) 0.0179(5) Uani 1 1 d . U . . .
C1 C 0.43074(17) 0.89983(14) 0.56652(18) 0.0197(6) Uani 1 1 d . U . . .
C6 C 0.49480(17) 0.85023(14) 0.57345(19) 0.0212(6) Uani 1 1 d . U . . .
C11 C 0.43739(17) 0.58807(14) 0.31283(19) 0.0208(6) Uani 1 1 d . U . . .
H11 H 0.4385 0.5487 0.2733 0.025 Uiso 1 1 calc R . . . .
C10 C 0.51053(17) 0.61141(15) 0.35438(19) 0.0210(6) Uani 1 1 d . U . . .
H10 H 0.5630 0.5890 0.3421 0.025 Uiso 1 1 calc R . . . .
C9 C 0.50751(16) 0.66772(14) 0.41410(18) 0.0186(5) Uani 1 1 d . U . . .
H9 H 0.5571 0.6836 0.4445 0.022 Uiso 1 1 calc R . . . .
C2 C 0.44703(19) 0.96914(15) 0.58845(19) 0.0242(6) Uani 1 1 d . U . . .
H2A H 0.4042 1.0035 0.5809 0.029 Uiso 1 1 calc R . . . .
C19 C 0.14814(17) 0.57230(14) 0.15883(19) 0.0200(6) Uani 1 1 d . U . . .
C15 C 0.23334(17) 0.47210(15) 0.11909(19) 0.0225(6) Uani 1 1 d . U . . .
H15 H 0.2789 0.4413 0.1324 0.027 Uiso 1 1 calc R . . . .
C16 C 0.18416(19) 0.46194(16) 0.0411(2) 0.0281(6) Uani 1 1 d . U . . .
H16 H 0.1964 0.4244 0.0008 0.034 Uiso 1 1 calc R . . . .
C4 C 0.58979(19) 0.93863(16) 0.6286(2) 0.0292(7) Uani 1 1 d . U . . .
H4 H 0.6439 0.9519 0.6510 0.035 Uiso 1 1 calc R . . . .
C18 C 0.09948(19) 0.56221(16) 0.0810(2) 0.0291(7) Uani 1 1 d . U . . .
H18 H 0.0540 0.5931 0.0676 0.035 Uiso 1 1 calc R . . . .
C3 C 0.52641(19) 0.98791(16) 0.6215(2) 0.0280(6) Uani 1 1 d . U . . .
H3 H 0.5370 1.0349 0.6392 0.034 Uiso 1 1 calc R . . . .
C17 C 0.1174(2) 0.50669(17) 0.0225(2) 0.0316(7) Uani 1 1 d . U . . .
H17 H 0.0837 0.4995 -0.0304 0.038 Uiso 1 1 calc R . . . .
C5 C 0.57491(19) 0.86962(16) 0.6032(2) 0.0273(6) Uani 1 1 d . U . . .
H5A H 0.6192 0.8361 0.6061 0.033 Uiso 1 1 calc R . . . .
C20 C 0.6248(2) 0.69618(17) 0.7808(2) 0.0385(8) Uani 1 1 d D U . . .
F1 F 0.6405(2) 0.76222(14) 0.7627(3) 0.0479(8) Uani 0.799(3) 1 d D U . B 1
F2 F 0.6830(2) 0.68033(14) 0.84880(18) 0.0532(8) Uani 0.799(3) 1 d D U . B 1
F3 F 0.55163(19) 0.69020(18) 0.8242(2) 0.0656(10) Uani 0.799(3) 1 d D U . B 1
F3A F 0.6131(8) 0.6640(6) 0.8556(7) 0.0656(10) Uani 0.201(3) 1 d D U . B 2
F1A F 0.5389(6) 0.7272(5) 0.7629(8) 0.0479(8) Uani 0.201(3) 1 d D U . B 2
F2A F 0.6697(9) 0.7531(7) 0.7726(11) 0.0532(8) Uani 0.201(3) 1 d D U . B 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
O1 S3 1.430(3) . ?
O2 S3 1.446(3) . ?
O3 S3 1.410(3) . ?
O1A S3 1.378(13) . ?
O2A S3 1.510(12) . ?
O3A S3 1.504(13) . ?
Mn1 N3 2.201(2) 2_565 ?
Mn1 N3 2.201(2) . ?
Mn1 N4 2.276(2) 2_565 ?
Mn1 N4 2.276(2) . ?
Mn1 N1 2.297(2) 2_565 ?
Mn1 N1 2.297(2) . ?
S1 N1 1.714(2) . ?
S1 C1 1.776(3) . ?
S3 C20 1.797(3) . ?
S2 N4 1.723(2) . ?
S2 C19 1.768(3) . ?
N3 C12 1.343(3) . ?
N3 C8 1.339(3) . ?
N4 C13 1.292(3) . ?
N5 C13 1.361(3) . ?
N5 C14 1.420(3) . ?
N1 C7 1.297(3) . ?
N2 C7 1.355(3) . ?
N2 C6 1.415(4) . ?
C7 C8 1.489(4) . ?
C12 C13 1.484(4) . ?
C12 C11 1.387(4) . ?
C8 C9 1.391(4) . ?
C14 C19 1.392(4) . ?
C14 C15 1.386(4) . ?
C1 C6 1.391(4) . ?
C1 C2 1.388(4) . ?
C6 C5 1.388(4) . ?
C11 C10 1.379(4) . ?
C10 C9 1.388(4) . ?
C2 C3 1.390(4) . ?
C19 C18 1.387(4) . ?
C15 C16 1.394(4) . ?
C16 C17 1.385(4) . ?
C4 C3 1.379(4) . ?
C4 C5 1.392(4) . ?
C18 C17 1.393(5) . ?
C20 F1 1.314(4) . ?
C20 F2 1.388(4) . ?
C20 F3 1.323(4) . ?
C20 F3A 1.269(10) . ?
C20 F1A 1.503(9) . ?
C20 F2A 1.304(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Mn1 N3 171.23(12) 2_565 . ?
N3 Mn1 N4 72.22(8) . . ?
N3 Mn1 N4 113.50(8) . 2_565 ?
N3 Mn1 N4 113.50(8) 2_565 . ?
N3 Mn1 N4 72.22(8) 2_565 2_565 ?
N3 Mn1 N1 103.55(8) . 2_565 ?
N3 Mn1 N1 71.00(8) . . ?
N3 Mn1 N1 103.55(8) 2_565 . ?
N3 Mn1 N1 71.00(8) 2_565 2_565 ?
N4 Mn1 N4 104.77(12) . 2_565 ?
N4 Mn1 N1 142.96(8) 2_565 2_565 ?
N4 Mn1 N1 86.05(8) . 2_565 ?
N4 Mn1 N1 86.05(8) 2_565 . ?
N4 Mn1 N1 142.96(8) . . ?
N1 Mn1 N1 106.62(12) 2_565 . ?
N1 S1 C1 102.05(12) . . ?
O1 S3 O2 113.09(19) . . ?
O1 S3 C20 103.66(17) . . ?
O2 S3 C20 102.81(16) . . ?
O3 S3 O1 117.4(2) . . ?
O3 S3 O2 114.72(19) . . ?
O3 S3 C20 102.55(18) . . ?
O1A S3 O2A 112.4(11) . . ?
O1A S3 O3A 116.0(14) . . ?
O1A S3 C20 111.5(10) . . ?
O2A S3 C20 109.3(8) . . ?
O3A S3 O2A 101.4(11) . . ?
O3A S3 C20 105.5(10) . . ?
N4 S2 C19 101.59(12) . . ?
C12 N3 Mn1 118.18(16) . . ?
C8 N3 Mn1 119.95(17) . . ?
C8 N3 C12 119.5(2) . . ?
S2 N4 Mn1 121.00(11) . . ?
C13 N4 Mn1 115.84(17) . . ?
C13 N4 S2 118.74(19) . . ?
C13 N5 C14 121.2(2) . . ?
S1 N1 Mn1 121.88(11) . . ?
C7 N1 Mn1 117.36(17) . . ?
C7 N1 S1 119.32(19) . . ?
C7 N2 C6 122.4(2) . . ?
N1 C7 N2 126.2(2) . . ?
N1 C7 C8 115.7(2) . . ?
N2 C7 C8 118.1(2) . . ?
N3 C12 C13 113.7(2) . . ?
N3 C12 C11 121.8(2) . . ?
C11 C12 C13 124.4(2) . . ?
N4 C13 N5 126.0(2) . . ?
N4 C13 C12 116.3(2) . . ?
N5 C13 C12 117.7(2) . . ?
N3 C8 C7 113.6(2) . . ?
N3 C8 C9 122.1(2) . . ?
C9 C8 C7 124.2(2) . . ?
C19 C14 N5 119.4(2) . . ?
C15 C14 N5 119.9(2) . . ?
C15 C14 C19 120.6(2) . . ?
C6 C1 S1 118.9(2) . . ?
C2 C1 S1 121.0(2) . . ?
C2 C1 C6 120.0(3) . . ?
C1 C6 N2 119.5(2) . . ?
C5 C6 N2 120.3(3) . . ?
C5 C6 C1 120.2(3) . . ?
C10 C11 C12 118.6(2) . . ?
C11 C10 C9 120.0(2) . . ?
C10 C9 C8 118.0(2) . . ?
C1 C2 C3 119.6(3) . . ?
C14 C19 S2 118.5(2) . . ?
C18 C19 S2 121.8(2) . . ?
C18 C19 C14 119.6(3) . . ?
C14 C15 C16 119.6(3) . . ?
C17 C16 C15 119.9(3) . . ?
C3 C4 C5 120.4(3) . . ?
C19 C18 C17 119.9(3) . . ?
C4 C3 C2 120.3(3) . . ?
C16 C17 C18 120.3(3) . . ?
C6 C5 C4 119.4(3) . . ?
F1 C20 S3 114.3(3) . . ?
F1 C20 F2 103.3(3) . . ?
F1 C20 F3 110.2(3) . . ?
F2 C20 S3 111.9(2) . . ?
F3 C20 S3 113.6(2) . . ?
F3 C20 F2 102.4(3) . . ?
F3A C20 S3 113.3(6) . . ?
F3A C20 F1A 102.1(8) . . ?
F3A C20 F2A 124.2(9) . . ?
F1A C20 S3 100.5(4) . . ?
F2A C20 S3 113.0(8) . . ?
F2A C20 F1A 98.3(8) . . ?

_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_Compound2
_database_code_depnum_ccdc_archive 'CCDC 1850713'
_audit_update_record             
;
2018-06-20 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
_audit_creation_date             2018-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         
'C38 H26 Fe N10 S4, 2(C F3 O3 S), O1, 1.6(C2 H3 N)'
_chemical_formula_sum            'C43.20 H30.80 F6 Fe N11.60 O7 S6'
_chemical_formula_weight         1186.60
_chemical_absolute_configuration ?
_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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   10.9579(4)
_cell_length_b                   11.0245(4)
_cell_length_c                   22.8045(8)
_cell_angle_alpha                90
_cell_angle_beta                 103.5220(12)
_cell_angle_gamma                90
_cell_volume                     2678.54(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9609
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.92
_cell_measurement_theta_min      2.96
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.870
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       lathe
_exptl_crystal_F_000             1206
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            53922
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        24.947
_diffrn_reflns_theta_max         24.947
_diffrn_reflns_theta_min         2.955
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                8754
_reflns_number_total             9207
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXT (Sheldrick, 2015)'

_refine_special_details          
;
 Structure solved using direct methods to reveal all non-H atoms
 in cation and two triflate counterions. Remaining solvent molecules
 were located in subsequent difference maps.All non-H atoms in the main 
 fragment were refined anisotropically with H atoms added at calculated
 positions. 
 Two acetonitrile molecules were located, one of which was part occupancy.
 The sof of the partial occupancy was refined against the full-occupancy
 MeCN using a common U(iso) for chemically equivalent atoms.
 Attempts to refine the MeCN anisotropically led to distorted elipsoids
 indicating potential disorder in MeCN positions. given the poor data:
 parameter ratio, the solvent was refined isotropically.
 Residual diffuse electron density appeared associated with a disordered
 solvent molecule which was modelled as an O atom (water) over 5 sites until
 the residual electron density was less than 1e/A^3  
 In the latter stages of refinement a 2-component inversion twin was included.
 to accommodate a slight twinning based on the Flack parameter (< 0.05).
;

_refine_diff_density_max         1.020
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details 
;
 Refined as 2-component inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     667
_refine_ls_number_reflns         9207
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.086
_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)+(0.0691P)²+3.4328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1200


_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.97(2)
 0.03(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uiso(N1S) = Uiso(N2S)
Uiso(C2S) = Uiso(C4S)
Uiso(C3S) = Uiso(C5S)
Uiso(O1W) = Uiso(O2W) = Uiso(O3W) = Uiso(O4W) = Uiso(O5W)
4. Others
 1*[Sof(O1W)]+1*[Sof(O2W)]+1*[Sof(O3W)]+1*[Sof(O4W)]+1*[Sof(O5W)]=1 with esd
 of 0
 Fixed Sof: N2S(0.6) C4S(0.6) C5S(0.6) H5SA(0.6) H5SB(0.6) H5SC(0.6)
5.a Aromatic/amide H refined with riding coordinates:
 N2(H2A), N5(H5A), N7(H7A), N10(H10A), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9),
 C10(H10), C11(H11), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22),
  C23(H23), C24(H24), C28(H28), C29(H29), C30(H30), C34(H34), C35(H35),
 C36(H36), C37(H37)
5.b Idealised Me refined as rotating group:
 C5S(H5SA,H5SB,H5SC), C3S(H3SA,H3SB,H3SC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Fe Fe 0.20628(7) 0.10571(7) 0.47457(4) 0.01569(19) Uani 1 1 d . . . . .
S1 S 0.46679(16) 0.15161(16) 0.43574(7) 0.0287(4) Uani 1 1 d . . . . .
S2 S -0.09020(14) 0.05070(15) 0.43006(7) 0.0240(3) Uani 1 1 d . . . . .
S3 S 0.27513(16) -0.16752(14) 0.52191(7) 0.0265(4) Uani 1 1 d . . . . .
S4 S 0.17514(16) 0.38331(14) 0.51067(7) 0.0268(4) Uani 1 1 d . . . . .
N1 N 0.3864(5) 0.1449(5) 0.4916(2) 0.0192(11) Uani 1 1 d . . . . .
N2 N 0.5661(5) 0.1874(5) 0.5698(2) 0.0246(12) Uani 1 1 d . . . . .
H2A H 0.6011 0.1727 0.6080 0.029 Uiso 1 1 calc R . . . .
N3 N 0.2424(5) 0.1159(4) 0.5595(2) 0.0161(10) Uani 1 1 d . . . . .
N4 N 0.0390(5) 0.0709(4) 0.4883(2) 0.0178(10) Uani 1 1 d . . . . .
N5 N -0.0772(5) 0.0598(5) 0.5635(2) 0.0213(11) Uani 1 1 d . . . . .
H5A H -0.0822 0.0903 0.5985 0.026 Uiso 1 1 calc R . . . .
N6 N 0.2374(5) -0.0680(4) 0.4627(2) 0.0173(10) Uani 1 1 d . . . . .
N7 N 0.2261(5) -0.2225(5) 0.3894(2) 0.0239(12) Uani 1 1 d . . . . .
H7A H 0.1839 -0.2460 0.3534 0.029 Uiso 1 1 calc R . . . .
N8 N 0.1679(5) 0.0989(4) 0.3906(2) 0.0166(11) Uani 1 1 d . . . . .
N9 N 0.1600(5) 0.2766(4) 0.4554(2) 0.0173(10) Uani 1 1 d . . . . .
N10 N 0.0932(5) 0.4158(5) 0.3751(2) 0.0215(11) Uani 1 1 d . . . . .
H10A H 0.0961 0.4316 0.3376 0.026 Uiso 1 1 calc R . . . .
C1 C 0.6028(6) 0.2346(6) 0.4715(3) 0.0243(14) Uani 1 1 d . . . . .
C2 C 0.6727(7) 0.2910(7) 0.4362(4) 0.0327(16) Uani 1 1 d . . . . .
H2 H 0.6454 0.2888 0.3935 0.039 Uiso 1 1 calc R . . . .
C3 C 0.7827(7) 0.3508(7) 0.4632(4) 0.0384(18) Uani 1 1 d . . . . .
H3 H 0.8315 0.3885 0.4390 0.046 Uiso 1 1 calc R . . . .
C4 C 0.8213(7) 0.3559(7) 0.5249(4) 0.0390(18) Uani 1 1 d . . . . .
H4 H 0.8970 0.3966 0.5432 0.047 Uiso 1 1 calc R . . . .
C5 C 0.7507(6) 0.3021(6) 0.5606(3) 0.0298(15) Uani 1 1 d . . . . .
H5 H 0.7770 0.3066 0.6033 0.036 Uiso 1 1 calc R . . . .
C6 C 0.6399(6) 0.2407(6) 0.5334(3) 0.0240(14) Uani 1 1 d . . . . .
C7 C 0.4433(6) 0.1580(5) 0.5482(3) 0.0191(12) Uani 1 1 d . . . . .
C8 C 0.3603(6) 0.1423(5) 0.5904(3) 0.0193(12) Uani 1 1 d . . . . .
C9 C 0.3871(6) 0.1548(6) 0.6523(3) 0.0234(13) Uani 1 1 d . . . . .
H9 H 0.4702 0.1710 0.6745 0.028 Uiso 1 1 calc R . . . .
C10 C 0.2910(6) 0.1431(7) 0.6808(3) 0.0260(14) Uani 1 1 d . . . . .
H10 H 0.3082 0.1527 0.7234 0.031 Uiso 1 1 calc R . . . .
C11 C 0.1705(6) 0.1178(6) 0.6498(3) 0.0233(13) Uani 1 1 d . . . . .
H11 H 0.1046 0.1101 0.6702 0.028 Uiso 1 1 calc R . . . .
C12 C 0.1483(6) 0.1040(5) 0.5878(3) 0.0178(12) Uani 1 1 d . . . . .
C13 C 0.0285(6) 0.0773(5) 0.5442(3) 0.0176(12) Uani 1 1 d . . . . .
C14 C -0.1818(5) -0.0067(5) 0.5290(3) 0.0201(12) Uani 1 1 d . . . . .
C15 C -0.2659(6) -0.0595(6) 0.5578(3) 0.0275(14) Uani 1 1 d . . . . .
H15 H -0.2560 -0.0503 0.6000 0.033 Uiso 1 1 calc R . . . .
C16 C -0.3648(7) -0.1261(7) 0.5242(4) 0.0340(16) Uani 1 1 d . . . . .
H16 H -0.4239 -0.1616 0.5436 0.041 Uiso 1 1 calc R . . . .
C17 C -0.3791(7) -0.1419(7) 0.4630(4) 0.0356(17) Uani 1 1 d . . . . .
H17 H -0.4472 -0.1882 0.4406 0.043 Uiso 1 1 calc R . . . .
C18 C -0.2931(6) -0.0895(6) 0.4342(3) 0.0299(15) Uani 1 1 d . . . . .
H18 H -0.3018 -0.1001 0.3921 0.036 Uiso 1 1 calc R . . . .
C19 C -0.1950(6) -0.0220(6) 0.4676(3) 0.0211(13) Uani 1 1 d . . . . .
C20 C 0.3395(6) -0.2889(6) 0.4880(3) 0.0243(14) Uani 1 1 d . . . . .
C21 C 0.4215(7) -0.3701(6) 0.5248(4) 0.0336(16) Uani 1 1 d . . . . .
H21 H 0.4466 -0.3579 0.5672 0.040 Uiso 1 1 calc R . . . .
C22 C 0.4658(8) -0.4698(7) 0.4976(4) 0.046(2) Uani 1 1 d . . . . .
H22 H 0.5209 -0.5265 0.5217 0.055 Uiso 1 1 calc R . . . .
C23 C 0.4301(8) -0.4854(7) 0.4371(4) 0.0428(19) Uani 1 1 d . . . . .
H23 H 0.4613 -0.5531 0.4194 0.051 Uiso 1 1 calc R . . . .
C24 C 0.3492(7) -0.4049(6) 0.4004(4) 0.0324(16) Uani 1 1 d . . . . .
H24 H 0.3246 -0.4176 0.3581 0.039 Uiso 1 1 calc R . . . .
C25 C 0.3049(6) -0.3058(6) 0.4264(3) 0.0239(13) Uani 1 1 d . . . . .
C26 C 0.2127(6) -0.1053(5) 0.4072(3) 0.0193(13) Uani 1 1 d . . . . .
C27 C 0.1714(5) -0.0093(5) 0.3624(3) 0.0178(12) Uani 1 1 d . . . . .
C28 C 0.1380(6) -0.0187(6) 0.3001(3) 0.0231(13) Uani 1 1 d . . . . .
H28 H 0.1405 -0.0948 0.2808 0.028 Uiso 1 1 calc R . . . .
C29 C 0.1007(7) 0.0859(6) 0.2665(3) 0.0287(15) Uani 1 1 d . . . . .
H29 H 0.0771 0.0814 0.2237 0.034 Uiso 1 1 calc R . . . .
C30 C 0.0977(6) 0.1972(6) 0.2951(3) 0.0255(14) Uani 1 1 d . . . . .
H30 H 0.0737 0.2690 0.2724 0.031 Uiso 1 1 calc R . . . .
C31 C 0.1307(6) 0.2005(6) 0.3576(3) 0.0196(12) Uani 1 1 d . . . . .
C32 C 0.1288(6) 0.3044(5) 0.3986(3) 0.0190(12) Uani 1 1 d . . . . .
C33 C 0.0512(6) 0.5079(5) 0.4101(3) 0.0198(13) Uani 1 1 d . . . . .
C34 C -0.0195(6) 0.6036(6) 0.3805(3) 0.0225(13) Uani 1 1 d . . . . .
H34 H -0.0400 0.6073 0.3377 0.027 Uiso 1 1 calc R . . . .
C35 C -0.0601(7) 0.6940(6) 0.4139(3) 0.0301(15) Uani 1 1 d . . . . .
H35 H -0.1068 0.7608 0.3940 0.036 Uiso 1 1 calc R . . . .
C36 C -0.0326(7) 0.6870(6) 0.4764(3) 0.0333(16) Uani 1 1 d . . . . .
H36 H -0.0612 0.7484 0.4992 0.040 Uiso 1 1 calc R . . . .
C37 C 0.0369(6) 0.5897(6) 0.5055(3) 0.0249(14) Uani 1 1 d . . . . .
H37 H 0.0546 0.5838 0.5482 0.030 Uiso 1 1 calc R . . . .
C44 C 0.0800(5) 0.5022(6) 0.4725(3) 0.0196(12) Uani 1 1 d . . . . .
S5 S 0.09722(16) 0.58456(14) 0.22284(7) 0.0263(4) Uani 1 1 d . . . . .
F51 F 0.3034(7) 0.5807(6) 0.1821(4) 0.081(2) Uani 1 1 d . . . . .
F52 F 0.3071(6) 0.4625(6) 0.2569(3) 0.0752(19) Uani 1 1 d . . . . .
F53 F 0.1998(5) 0.4147(5) 0.1690(2) 0.0584(14) Uani 1 1 d . . . . .
O51 O 0.0404(5) 0.4892(5) 0.2508(2) 0.0367(12) Uani 1 1 d . . . . .
O52 O 0.0263(6) 0.6217(5) 0.1651(2) 0.0408(13) Uani 1 1 d . . . . .
O53 O 0.1533(5) 0.6805(4) 0.2638(2) 0.0332(11) Uani 1 1 d . . . . .
C51 C 0.2335(9) 0.5075(7) 0.2063(4) 0.045(2) Uani 1 1 d . . . . .
S6 S 0.80588(16) 0.13091(18) 0.72493(8) 0.0311(4) Uani 1 1 d . . . . .
F61 F 0.8177(6) -0.0876(6) 0.7712(4) 0.086(2) Uani 1 1 d . . . . .
F62 F 0.6568(5) 0.0131(6) 0.7801(2) 0.0680(16) Uani 1 1 d . . . . .
F63 F 0.6630(6) -0.0599(6) 0.6939(3) 0.0736(19) Uani 1 1 d . . . . .
O61 O 0.6989(5) 0.2031(6) 0.6940(2) 0.0437(13) Uani 1 1 d . . . . .
O62 O 0.8705(5) 0.1784(6) 0.7820(2) 0.0491(15) Uani 1 1 d . . . . .
O63 O 0.8843(5) 0.0884(5) 0.6863(2) 0.0338(11) Uani 1 1 d . . . . .
C61 C 0.7326(8) -0.0058(9) 0.7435(4) 0.047(2) Uani 1 1 d . . . . .
O1W O 0.4790(16) 0.2221(19) 0.8140(6) 0.0097(19) Uiso 0.274(5) 1 d . . P . .
O2W O 0.5220(19) 0.270(2) 0.8139(6) 0.0097(19) Uiso 0.250(5) 1 d . . P . .
O3W O 0.447(2) 0.170(3) 0.8189(10) 0.0097(19) Uiso 0.164(5) 1 d . . P . .
O4W O 0.565(2) 0.322(3) 0.8065(9) 0.0097(19) Uiso 0.170(5) 1 d . . P . .
O5W O 0.616(3) 0.378(2) 0.8081(11) 0.0097(19) Uiso 0.143(4) 1 d . . P . .
N2S N 0.5205(17) -0.3296(17) 0.6887(8) 0.083(2) Uiso 0.6 1 d . . P . .
C4S C 0.4621(19) -0.2501(19) 0.7065(9) 0.070(2) Uiso 0.6 1 d . . P . .
C5S C 0.377(2) -0.174(2) 0.7114(12) 0.099(4) Uiso 0.6 1 d . . P . .
H5SA H 0.3923 -0.0971 0.6927 0.149 Uiso 0.6 1 calc GR . P . .
H5SB H 0.3799 -0.1609 0.7541 0.149 Uiso 0.6 1 calc GR . P . .
H5SC H 0.2949 -0.2060 0.6910 0.149 Uiso 0.6 1 calc GR . P . .
N1S N 0.0050(10) 0.2061(10) 0.1310(5) 0.083(2) Uiso 1 1 d . . . . .
C2S C -0.0696(12) 0.2703(11) 0.1297(5) 0.070(2) Uiso 1 1 d . . . . .
C3S C -0.1651(15) 0.3579(14) 0.1240(7) 0.099(4) Uiso 1 1 d . . . . .
H3SA H -0.1289 0.4348 0.1415 0.149 Uiso 1 1 calc GR . . . .
H3SB H -0.2278 0.3301 0.1454 0.149 Uiso 1 1 calc GR . . . .
H3SC H -0.2052 0.3698 0.0813 0.149 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
Fe N1 1.969(5) . ?
Fe N3 1.887(5) . ?
Fe N4 1.968(5) . ?
Fe N6 1.975(5) . ?
Fe N8 1.864(5) . ?
Fe N9 1.973(5) . ?
S1 N1 1.712(5) . ?
S1 C1 1.776(7) . ?
S2 N4 1.714(5) . ?
S2 C19 1.775(6) . ?
S3 N6 1.714(5) . ?
S3 C20 1.772(7) . ?
S4 N9 1.704(5) . ?
S4 C44 1.771(6) . ?
N1 C7 1.304(8) . ?
N2 H2A 0.8800 . ?
N2 C6 1.414(8) . ?
N2 C7 1.359(8) . ?
N3 C8 1.351(8) . ?
N3 C12 1.345(8) . ?
N4 C13 1.307(8) . ?
N5 H5A 0.8800 . ?
N5 C13 1.346(8) . ?
N5 C14 1.431(8) . ?
N6 C26 1.296(8) . ?
N7 H7A 0.8800 . ?
N7 C25 1.401(8) . ?
N7 C26 1.373(8) . ?
N8 C27 1.359(8) . ?
N8 C31 1.357(8) . ?
N9 C32 1.297(8) . ?
N10 H10A 0.8800 . ?
N10 C32 1.360(8) . ?
N10 C33 1.433(8) . ?
C1 C2 1.381(9) . ?
C1 C6 1.378(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.373(12) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(10) . ?
C5 H5 0.9500 . ?
C5 C6 1.402(9) . ?
C7 C8 1.480(9) . ?
C8 C9 1.380(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.367(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.373(10) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(9) . ?
C12 C13 1.479(9) . ?
C14 C15 1.380(9) . ?
C14 C19 1.384(9) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.394(10) . ?
C18 H18 0.9500 . ?
C18 C19 1.380(9) . ?
C20 C21 1.400(10) . ?
C20 C25 1.380(10) . ?
C21 H21 0.9500 . ?
C21 C22 1.403(11) . ?
C22 H22 0.9500 . ?
C22 C23 1.354(12) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.384(9) . ?
C26 C27 1.468(9) . ?
C27 C28 1.387(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.392(9) . ?
C29 H29 0.9500 . ?
C29 C30 1.394(9) . ?
C30 H30 0.9500 . ?
C30 C31 1.386(9) . ?
C31 C32 1.481(9) . ?
C33 C34 1.387(9) . ?
C33 C44 1.386(9) . ?
C34 H34 0.9500 . ?
C34 C35 1.390(9) . ?
C35 H35 0.9500 . ?
C35 C36 1.387(10) . ?
C36 H36 0.9500 . ?
C36 C37 1.391(10) . ?
C37 H37 0.9500 . ?
C37 C44 1.373(9) . ?
S5 O51 1.445(5) . ?
S5 O52 1.424(5) . ?
S5 O53 1.450(5) . ?
S5 C51 1.832(9) . ?
F51 C51 1.319(10) . ?
F52 C51 1.339(10) . ?
F53 C51 1.327(9) . ?
S6 O61 1.455(6) . ?
S6 O62 1.428(5) . ?
S6 O63 1.445(5) . ?
S6 C61 1.804(10) . ?
F61 C61 1.345(11) . ?
F62 C61 1.325(9) . ?
F63 C61 1.345(11) . ?
O1W O2W 0.707(18) . ?
O1W O3W 0.70(2) . ?
O1W O4W 1.48(3) . ?
O2W O3W 1.39(3) . ?
O2W O4W 0.78(2) . ?
O2W O5W 1.60(3) . ?
O4W O5W 0.83(3) . ?
N2S C4S 1.21(2) . ?
C4S C5S 1.27(3) . ?
C5S H5SA 0.9800 . ?
C5S H5SB 0.9800 . ?
C5S H5SC 0.9800 . ?
N1S C2S 1.076(14) . ?
C2S C3S 1.408(19) . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe N6 92.4(2) . . ?
N1 Fe N9 91.6(2) . . ?
N3 Fe N1 79.9(2) . . ?
N3 Fe N4 80.1(2) . . ?
N3 Fe N6 101.4(2) . . ?
N3 Fe N9 98.7(2) . . ?
N4 Fe N1 160.0(2) . . ?
N4 Fe N6 91.7(2) . . ?
N4 Fe N9 91.2(2) . . ?
N8 Fe N1 100.8(2) . . ?
N8 Fe N3 178.6(2) . . ?
N8 Fe N4 99.3(2) . . ?
N8 Fe N6 79.9(2) . . ?
N8 Fe N9 80.0(2) . . ?
N9 Fe N6 159.9(2) . . ?
N1 S1 C1 101.7(3) . . ?
N4 S2 C19 101.3(3) . . ?
N6 S3 C20 100.8(3) . . ?
N9 S4 C44 101.7(3) . . ?
S1 N1 Fe 121.9(3) . . ?
C7 N1 Fe 116.4(4) . . ?
C7 N1 S1 121.5(4) . . ?
C6 N2 H2A 118.6 . . ?
C7 N2 H2A 118.6 . . ?
C7 N2 C6 122.7(5) . . ?
C8 N3 Fe 119.6(4) . . ?
C12 N3 Fe 119.1(4) . . ?
C12 N3 C8 121.2(5) . . ?
S2 N4 Fe 122.2(3) . . ?
C13 N4 Fe 116.2(4) . . ?
C13 N4 S2 121.2(4) . . ?
C13 N5 H5A 118.9 . . ?
C13 N5 C14 122.2(5) . . ?
C14 N5 H5A 118.9 . . ?
S3 N6 Fe 122.0(3) . . ?
C26 N6 Fe 116.0(4) . . ?
C26 N6 S3 121.5(4) . . ?
C25 N7 H7A 118.9 . . ?
C26 N7 H7A 118.9 . . ?
C26 N7 C25 122.1(5) . . ?
C27 N8 Fe 119.7(4) . . ?
C31 N8 Fe 120.1(4) . . ?
C31 N8 C27 120.0(5) . . ?
S4 N9 Fe 121.3(3) . . ?
C32 N9 Fe 116.2(4) . . ?
C32 N9 S4 122.2(4) . . ?
C32 N10 H10A 119.3 . . ?
C32 N10 C33 121.4(5) . . ?
C33 N10 H10A 119.3 . . ?
C2 C1 S1 119.0(5) . . ?
C6 C1 S1 120.7(5) . . ?
C6 C1 C2 120.3(6) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.9(7) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.1(7) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(7) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.6(7) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 N2 120.6(6) . . ?
C1 C6 C5 119.6(6) . . ?
C5 C6 N2 119.7(6) . . ?
N1 C7 N2 126.0(6) . . ?
N1 C7 C8 114.0(5) . . ?
N2 C7 C8 120.0(5) . . ?
N3 C8 C7 110.2(5) . . ?
N3 C8 C9 120.2(6) . . ?
C9 C8 C7 129.5(6) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 C8 118.3(6) . . ?
C10 C9 H9 120.9 . . ?
C9 C10 H10 119.0 . . ?
C9 C10 C11 122.0(6) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 H11 121.1 . . ?
C10 C11 C12 117.8(6) . . ?
C12 C11 H11 121.1 . . ?
N3 C12 C11 120.5(6) . . ?
N3 C12 C13 110.8(5) . . ?
C11 C12 C13 128.7(6) . . ?
N4 C13 N5 126.1(6) . . ?
N4 C13 C12 113.6(5) . . ?
N5 C13 C12 120.3(5) . . ?
C15 C14 N5 119.5(6) . . ?
C15 C14 C19 120.4(6) . . ?
C19 C14 N5 120.0(5) . . ?
C14 C15 H15 120.5 . . ?
C14 C15 C16 119.0(7) . . ?
C16 C15 H15 120.5 . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.1(7) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.7(7) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.2(7) . . ?
C19 C18 H18 120.4 . . ?
C14 C19 S2 120.4(5) . . ?
C18 C19 S2 119.1(5) . . ?
C18 C19 C14 120.5(6) . . ?
C21 C20 S3 119.1(6) . . ?
C25 C20 S3 120.2(5) . . ?
C25 C20 C21 120.6(6) . . ?
C20 C21 H21 120.8 . . ?
C20 C21 C22 118.5(7) . . ?
C22 C21 H21 120.8 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.1(7) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.2 . . ?
C22 C23 C24 121.6(7) . . ?
C24 C23 H23 119.2 . . ?
C23 C24 H24 120.5 . . ?
C25 C24 C23 119.0(7) . . ?
C25 C24 H24 120.5 . . ?
C20 C25 N7 120.6(6) . . ?
C20 C25 C24 120.2(6) . . ?
C24 C25 N7 119.2(6) . . ?
N6 C26 N7 125.2(6) . . ?
N6 C26 C27 114.2(5) . . ?
N7 C26 C27 120.6(5) . . ?
N8 C27 C26 110.0(5) . . ?
N8 C27 C28 121.4(6) . . ?
C28 C27 C26 128.6(6) . . ?
C27 C28 H28 120.8 . . ?
C27 C28 C29 118.4(6) . . ?
C29 C28 H28 120.8 . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.5(6) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 120.8 . . ?
C31 C30 C29 118.4(6) . . ?
C31 C30 H30 120.8 . . ?
N8 C31 C30 121.3(6) . . ?
N8 C31 C32 109.6(5) . . ?
C30 C31 C32 129.1(6) . . ?
N9 C32 N10 126.2(5) . . ?
N9 C32 C31 114.1(5) . . ?
N10 C32 C31 119.6(5) . . ?
C34 C33 N10 118.9(5) . . ?
C44 C33 N10 121.0(5) . . ?
C44 C33 C34 120.1(6) . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.5(6) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(6) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 120.1 . . ?
C35 C36 C37 119.7(6) . . ?
C37 C36 H36 120.1 . . ?
C36 C37 H37 120.0 . . ?
C44 C37 C36 120.0(6) . . ?
C44 C37 H37 120.0 . . ?
C33 C44 S4 120.3(5) . . ?
C37 C44 S4 119.3(5) . . ?
C37 C44 C33 120.4(6) . . ?
O51 S5 O53 114.1(3) . . ?
O51 S5 C51 102.1(4) . . ?
O52 S5 O51 114.8(3) . . ?
O52 S5 O53 116.4(3) . . ?
O52 S5 C51 103.8(4) . . ?
O53 S5 C51 103.2(3) . . ?
F51 C51 S5 112.6(6) . . ?
F51 C51 F52 107.2(8) . . ?
F51 C51 F53 107.7(7) . . ?
F52 C51 S5 110.5(6) . . ?
F53 C51 S5 111.8(6) . . ?
F53 C51 F52 106.7(7) . . ?
O61 S6 C61 102.6(4) . . ?
O62 S6 O61 114.3(4) . . ?
O62 S6 O63 115.9(3) . . ?
O62 S6 C61 104.2(4) . . ?
O63 S6 O61 114.1(3) . . ?
O63 S6 C61 103.5(4) . . ?
F61 C61 S6 111.9(6) . . ?
F61 C61 F63 107.0(9) . . ?
F62 C61 S6 113.3(7) . . ?
F62 C61 F61 106.1(7) . . ?
F62 C61 F63 106.5(7) . . ?
F63 C61 S6 111.7(6) . . ?
O2W O1W O4W 6.4(16) . . ?
O3W O1W O2W 168(3) . . ?
O3W O1W O4W 171(3) . . ?
O1W O2W O3W 6.1(17) . . ?
O1W O2W O4W 168(3) . . ?
O1W O2W O5W 175(2) . . ?
O3W O2W O5W 176.1(17) . . ?
O4W O2W O3W 171(2) . . ?
O4W O2W O5W 7.6(19) . . ?
O1W O3W O2W 6.2(17) . . ?
O2W O4W O1W 5.8(15) . . ?
O2W O4W O5W 165(4) . . ?
O5W O4W O1W 171(3) . . ?
O4W O5W O2W 7.1(18) . . ?
N2S C4S C5S 163(2) . . ?
C4S C5S H5SA 109.5 . . ?
C4S C5S H5SB 109.5 . . ?
C4S C5S H5SC 109.5 . . ?
H5SA C5S H5SB 109.5 . . ?
H5SA C5S H5SC 109.5 . . ?
H5SB C5S H5SC 109.5 . . ?
N1S C2S C3S 175.7(15) . . ?
C2S C3S H3SA 109.5 . . ?
C2S C3S H3SB 109.5 . . ?
C2S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.97(2)
2 0.03(2)

####################################################################### 
# 
# 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_muabis
_database_code_depnum_ccdc_archive 'CCDC 1856474'
_audit_update_record             
;
2018-07-17 deposited with the CCDC.
2018-10-04 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         'C19 H12 N4 S2'
_chemical_formula_sum            'C19 H12 N4 S2'
_chemical_formula_weight         360.45

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   22.486(7)
_cell_length_b                   6.0358(18)
_cell_length_c                   11.857(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1609.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1408
_cell_measurement_theta_min      3.44
_cell_measurement_theta_max      24.81

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.340
_shelx_estimated_absorpt_T_min   0.905
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9048
_exptl_absorpt_correction_T_max  0.9668
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   
;
sadabs 2012/1 Bruker AXS Madison WI USA
;
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus, sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6296
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.436
_diffrn_reflns_theta_max         27.762
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.844
_diffrn_reflns_point_group_measured_fraction_full 0.861
_reflns_number_total             3201
_reflns_number_gt                2627
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.617
_reflns_Friedel_fraction_max     0.676
_reflns_Friedel_fraction_full    0.709

_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       'Bruker APEX-II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0498P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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 784 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3201
_refine_ls_number_parameters     226
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1096
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.032
_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
S1 S 0.81651(5) -0.51892(17) -0.02043(10) 0.0290(3) Uani 1 1 d . . . . .
N1 N 0.83841(16) -0.5581(6) -0.2352(3) 0.0299(9) Uani 1 1 d . . . . .
N2 N 0.89249(14) -0.1406(5) -0.0456(3) 0.0241(8) Uani 1 1 d . . . . .
S3 S 0.94536(5) 0.49343(17) 0.20001(11) 0.0324(3) Uani 1 1 d . . . . .
C11 C 0.78380(17) -0.7358(7) -0.0917(4) 0.0256(9) Uani 1 1 d . . . . .
C12 C 0.74647(19) -0.9037(7) -0.0487(4) 0.0333(11) Uani 1 1 d . . . . .
H12 H 0.7355 -0.9080 0.0287 0.040 Uiso 1 1 calc R U . . .
C13 C 0.7265(2) -1.0619(8) -0.1243(5) 0.0372(12) Uani 1 1 d . . . . .
H13 H 0.7018 -1.1786 -0.0979 0.045 Uiso 1 1 calc R U . . .
C14 C 0.7416(2) -1.0541(8) -0.2376(5) 0.0398(12) Uani 1 1 d . . . . .
H14 H 0.7266 -1.1642 -0.2873 0.048 Uiso 1 1 calc R U . . .
C15 C 0.7782(2) -0.8894(8) -0.2798(5) 0.0391(12) Uani 1 1 d . . . . .
H15 H 0.7881 -0.8854 -0.3576 0.047 Uiso 1 1 calc R U . . .
C16 C 0.80007(18) -0.7304(7) -0.2064(4) 0.0272(10) Uani 1 1 d . . . . .
C20 C 0.85038(19) -0.4406(7) -0.1469(4) 0.0269(10) Uani 1 1 d . . . . .
C21 C 0.89035(19) -0.2470(7) -0.1454(4) 0.0261(9) Uani 1 1 d . . . . .
C22 C 0.92192(19) -0.1818(7) -0.2391(4) 0.0318(10) Uani 1 1 d . . . . .
H22 H 0.9196 -0.2624 -0.3077 0.038 Uiso 1 1 calc R U . . .
C23 C 0.9575(2) 0.0066(7) -0.2299(4) 0.0306(11) Uani 1 1 d . . . . .
H23 H 0.9805 0.0549 -0.2924 0.037 Uiso 1 1 calc R U . . .
C24 C 0.95893(19) 0.1220(7) -0.1300(4) 0.0282(10) Uani 1 1 d . . . . .
H24 H 0.9815 0.2543 -0.1233 0.034 Uiso 1 1 calc R U . . .
C25 C 0.92669(17) 0.0412(6) -0.0389(4) 0.0237(9) Uani 1 1 d . . . . .
C26 C 0.92493(19) 0.1601(7) 0.0706(4) 0.0248(9) Uani 1 1 d . . . . .
N31 N 0.95673(16) 0.3369(6) 0.0832(3) 0.0284(8) Uani 1 1 d . . . . .
C31 C 0.92213(19) 0.2986(7) 0.3022(4) 0.0281(10) Uani 1 1 d . . . . .
N32 N 0.88683(16) 0.0689(6) 0.1488(3) 0.0268(8) Uani 1 1 d . . . . .
H32 H 0.8572 -0.0143 0.1253 0.032 Uiso 1 1 calc R U . . .
C32 C 0.9305(2) 0.3351(8) 0.4166(4) 0.0327(10) Uani 1 1 d . . . . .
H32A H 0.9511 0.4632 0.4417 0.039 Uiso 1 1 calc R U . . .
C33 C 0.9085(2) 0.1836(8) 0.4943(4) 0.0394(11) Uani 1 1 d . . . . .
H33 H 0.9121 0.2122 0.5728 0.047 Uiso 1 1 calc R U . . .
C34 C 0.8812(2) -0.0093(7) 0.4575(5) 0.0371(12) Uani 1 1 d . . . . .
H34 H 0.8671 -0.1141 0.5110 0.044 Uiso 1 1 calc R U . . .
C35 C 0.87438(19) -0.0498(7) 0.3437(4) 0.0301(11) Uani 1 1 d . . . . .
H35 H 0.8562 -0.1834 0.3190 0.036 Uiso 1 1 calc R U . . .
C36 C 0.89411(18) 0.1052(7) 0.2649(4) 0.0243(9) Uani 1 1 d . . . . .


_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
S1 C11 1.723(4) . ?
S1 C20 1.747(5) . ?
N1 C20 1.293(6) . ?
N1 C16 1.393(5) . ?
N2 C25 1.342(5) . ?
N2 C21 1.347(5) . ?
S3 N31 1.696(4) . ?
S3 C31 1.767(5) . ?
C11 C12 1.411(6) . ?
C11 C16 1.409(6) . ?
C12 C13 1.385(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(6) . ?
C15 H15 0.9500 . ?
C20 C21 1.474(6) . ?
C21 C22 1.376(6) . ?
C22 C23 1.394(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.375(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.389(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.484(6) . ?
C26 N31 1.293(5) . ?
C26 N32 1.377(5) . ?
C31 C32 1.387(7) . ?
C31 C36 1.399(6) . ?
N32 C36 1.404(6) . ?
N32 H32 0.8800 . ?
C32 C33 1.389(7) . ?
C32 H32A 0.9500 . ?
C33 C34 1.387(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.381(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.394(6) . ?
C35 H35 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
C11 S1 C20 88.3(2) . . ?
C20 N1 C16 109.9(4) . . ?
C25 N2 C21 117.5(4) . . ?
N31 S3 C31 103.5(2) . . ?
C12 C11 C16 121.3(4) . . ?
C12 C11 S1 128.5(4) . . ?
C16 C11 S1 110.2(3) . . ?
C13 C12 C11 117.0(5) . . ?
C13 C12 H12 121.5 . . ?
C11 C12 H12 121.5 . . ?
C14 C13 C12 121.6(5) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C15 121.4(5) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 118.8(5) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 N1 125.6(4) . . ?
C15 C16 C11 119.9(4) . . ?
N1 C16 C11 114.5(4) . . ?
N1 C20 C21 124.9(4) . . ?
N1 C20 S1 117.1(3) . . ?
C21 C20 S1 118.0(3) . . ?
N2 C21 C22 123.7(4) . . ?
N2 C21 C20 114.2(4) . . ?
C22 C21 C20 122.1(4) . . ?
C21 C22 C23 117.8(4) . . ?
C21 C22 H22 121.1 . . ?
C23 C22 H22 121.1 . . ?
C24 C23 C22 119.6(4) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 118.7(4) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
N2 C25 C24 122.7(4) . . ?
N2 C25 C26 115.6(4) . . ?
C24 C25 C26 121.6(4) . . ?
N31 C26 N32 126.6(4) . . ?
N31 C26 C25 119.0(4) . . ?
N32 C26 C25 114.3(3) . . ?
C26 N31 S3 118.1(3) . . ?
C32 C31 C36 120.2(4) . . ?
C32 C31 S3 121.6(4) . . ?
C36 C31 S3 118.2(3) . . ?
C26 N32 C36 121.7(4) . . ?
C26 N32 H32 119.2 . . ?
C36 N32 H32 119.2 . . ?
C31 C32 C33 119.7(4) . . ?
C31 C32 H32A 120.1 . . ?
C33 C32 H32A 120.1 . . ?
C34 C33 C32 120.1(5) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C35 C34 C33 120.3(5) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 120.1(5) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 119.4(4) . . ?
C35 C36 N32 121.0(4) . . ?
C31 C36 N32 119.5(4) . . ?

_refine_diff_density_max         0.302
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_Compound5
_database_code_depnum_ccdc_archive 'CCDC 1850716'
_audit_update_record             
;
2018-06-20 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
_audit_creation_date             2018-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C38 H26 N10 Ni S4, 2(Cl), 4(C H4 O)'
_chemical_formula_sum            'C42 H42 Cl2 N10 Ni O4 S4'
_chemical_formula_weight         1008.70
_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 0.0033 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'
S S 0.1246 0.1234 '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'
Ni Ni 0.3393 1.1124 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1570(8)
_cell_length_b                   11.2770(9)
_cell_length_c                   18.8943(13)
_cell_angle_alpha                75.071(3)
_cell_angle_beta                 82.746(3)
_cell_angle_gamma                89.138(3)
_cell_volume                     2278.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9827
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.17
_cell_measurement_theta_min      3.38
_shelx_estimated_absorpt_T_max   0.885
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    0.780
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            83596
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.189
_diffrn_reflns_theta_min         2.930
_diffrn_ambient_temperature      172.98
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8582
_reflns_number_total             10113
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXT (Sheldrick, 2015)'

_refine_special_details          
;Structure solved using intrsic phasing within APEX2 to reveal
all non-H atoms. H atoms were added at calculated positions except
N-H and H-bonded O-H groups of MeOH solvate which were located
in the difference map and refined with a common U(iso) and DFIX
restraints. One of the four MeOH solvent molecules was not H-bonded
and poorly defined within the structure. This was refined isotropically 
over three sites using common U(iso) for C and O atoms to afford sof's
of 0.27 0.37 and 0.37 respectively and led to residual electron density
less than 1e- in the vicinity of this solvent molecule.
;
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     602
_refine_ls_number_reflns         10113
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0506
_refine_ls_restrained_S_all      4.003
_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)+(0.0211P)²+6.1503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1100
_refine_ls_wR_factor_ref         0.1200

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O1S-H1S = O2S-H2S
 0.96 with sigma of 0.01
 N2-H2 = N5-H5A = N7-H7A = N10-H10A
 0.98 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uiso(O6S) = Uiso(O5S) = Uiso(O4S)
Uiso(C6S) = Uiso(C5S) = Uiso(C4S)
4. Same fragment restrains
{O4S, C4S} sigma for 1-2: 0.02, 1-3: 0.04
as
{O5S, C5S}
{O4S, C4S} sigma for 1-2: 0.02, 1-3: 0.04
as
{O6S, C6S}
5. Others
 1*[Sof(O4S)+Sof(H4S)+Sof(C4S)+Sof(H4SA)+Sof(H4SB)+Sof(H4SC)]+1*[Sof(O5S)+
 Sof(H5S)+Sof(C5S)+Sof(H5SA)+Sof(H5SB)+Sof(H5SC)]+1*[Sof(O6S)+Sof(H6S)+Sof(C6S)+
 Sof(H6SA)+Sof(H6SB)+Sof(H6SC)]=1 with esd of 0
 Uiso(H2A)=Uiso(H5A)=Uiso(H7A)=Uiso(H10A)=Uiso(H2S)=Uiso(H1S)=FVAR(1)
 Sof(O4S)=Sof(H4S)=Sof(C4S)=Sof(H4SA)=Sof(H4SB)=Sof(H4SC)=FVAR(2)
 Sof(O5S)=Sof(H5S)=Sof(C5S)=Sof(H5SA)=Sof(H5SB)=Sof(H5SC)=FVAR(3)
 Sof(O6S)=Sof(H6S)=Sof(C6S)=Sof(H6SA)=Sof(H6SB)=Sof(H6SC)=FVAR(4)
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C28(H28),
  C29(H29), C30(H30), C34(H34), C35(H35), C36(H36), C37(H37)
6.b Idealised Me refined as rotating group:
 C5S(H5SA,H5SB,H5SC), C3S(H3SA,H3SB,H3SC), C2S(H2SA,H2SB,H2SC), C6S(H6SA,H6SB,
 H6SC), C1S(H1SA,H1SB,H1SC), C4S(H4SA,H4SB,H4SC)
6.c Idealised tetrahedral OH refined as rotating group:
 O5S(H5S), O3S(H3S), O6S(H6S), O4S(H4S)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Ni1 Ni 0.84424(3) 0.20074(3) 0.25336(2) 0.01936(9) Uani 1 1 d . . . . .
S1 S 0.91142(8) -0.05471(7) 0.20603(4) 0.02963(17) Uani 1 1 d . . . . .
S2 S 0.77469(8) 0.48981(7) 0.21289(4) 0.02851(17) Uani 1 1 d . . . . .
S3 S 0.55827(7) 0.11353(9) 0.30454(5) 0.0356(2) Uani 1 1 d . . . . .
S4 S 1.11820(8) 0.24742(9) 0.28724(4) 0.0387(2) Uani 1 1 d . . . . .
N1 N 0.8896(2) 0.0163(2) 0.27556(13) 0.0212(5) Uani 1 1 d . . . . .
N2 N 0.9171(3) -0.1601(3) 0.37028(15) 0.0308(6) Uani 1 1 d D . . . .
H2A H 0.903(4) -0.188(4) 0.410(2) 0.050(5) Uiso 1 1 d . . . . .
N3 N 0.8370(2) 0.1536(2) 0.36258(13) 0.0203(5) Uani 1 1 d . . . . .
N4 N 0.7963(2) 0.3636(2) 0.28104(13) 0.0223(5) Uani 1 1 d . . . . .
N5 N 0.7607(3) 0.4560(2) 0.38012(14) 0.0305(6) Uani 1 1 d D . . . .
H5A H 0.752(4) 0.443(4) 0.4334(6) 0.050(5) Uiso 1 1 d D . . . .
N6 N 0.6691(2) 0.1665(2) 0.23373(14) 0.0235(5) Uani 1 1 d . . . . .
N7 N 0.5443(2) 0.1798(3) 0.13961(15) 0.0304(6) Uani 1 1 d D . . . .
H7A H 0.540(4) 0.199(4) 0.0868(7) 0.050(5) Uiso 1 1 d D . . . .
N8 N 0.8559(2) 0.2524(2) 0.14388(13) 0.0196(5) Uani 1 1 d . . . . .
N9 N 1.0239(2) 0.2589(2) 0.22239(13) 0.0216(5) Uani 1 1 d . . . . .
N10 N 1.1698(2) 0.3379(3) 0.12004(15) 0.0337(6) Uani 1 1 d D . . . .
H10A H 1.192(4) 0.350(4) 0.0671(7) 0.050(5) Uiso 1 1 d D . . . .
C1 C 0.9732(3) -0.1958(3) 0.24962(16) 0.0231(6) Uani 1 1 d . . . . .
C2 C 1.0259(3) -0.2683(3) 0.20816(19) 0.0380(8) Uani 1 1 d . . . . .
H2 H 1.0319 -0.2405 0.1559 0.046 Uiso 1 1 calc DR . . . .
C3 C 1.0717(4) -0.3825(4) 0.2399(2) 0.0502(11) Uani 1 1 d . . . . .
H3 H 1.1081 -0.4322 0.2099 0.060 Uiso 1 1 calc R . . . .
C4 C 1.0632(4) -0.4219(3) 0.3157(2) 0.0435(9) Uani 1 1 d . . . . .
H4 H 1.0924 -0.5003 0.3383 0.052 Uiso 1 1 calc R . . . .
C5 C 1.0121(3) -0.3477(3) 0.35912(19) 0.0324(7) Uani 1 1 d . . . . .
H5 H 1.0086 -0.3741 0.4113 0.039 Uiso 1 1 calc R . . . .
C6 C 0.9663(3) -0.2352(3) 0.32632(17) 0.0253(6) Uani 1 1 d . . . . .
C7 C 0.8892(2) -0.0406(3) 0.34438(15) 0.0209(5) Uani 1 1 d . . . . .
C8 C 0.8624(2) 0.0384(3) 0.39689(16) 0.0220(6) Uani 1 1 d . . . . .
C9 C 0.8652(3) 0.0035(3) 0.47275(16) 0.0264(6) Uani 1 1 d . . . . .
H9 H 0.8802 -0.0789 0.4976 0.032 Uiso 1 1 calc R . . . .
C10 C 0.8455(3) 0.0934(3) 0.51105(17) 0.0297(7) Uani 1 1 d . . . . .
H10 H 0.8481 0.0724 0.5629 0.036 Uiso 1 1 calc R . . . .
C11 C 0.8222(3) 0.2129(3) 0.47504(16) 0.0271(6) Uani 1 1 d . . . . .
H11 H 0.8103 0.2747 0.5011 0.032 Uiso 1 1 calc R . . . .
C12 C 0.8166(3) 0.2400(3) 0.39950(16) 0.0228(6) Uani 1 1 d . . . . .
C13 C 0.7902(3) 0.3610(3) 0.35012(16) 0.0225(6) Uani 1 1 d . . . . .
C14 C 0.7160(3) 0.5682(3) 0.33976(17) 0.0258(6) Uani 1 1 d . . . . .
C15 C 0.6730(3) 0.6536(3) 0.37725(19) 0.0333(7) Uani 1 1 d . . . . .
H15 H 0.6747 0.6372 0.4290 0.040 Uiso 1 1 calc R . . . .
C16 C 0.6272(4) 0.7634(3) 0.3391(2) 0.0426(9) Uani 1 1 d . . . . .
H16 H 0.5983 0.8225 0.3646 0.051 Uiso 1 1 calc R . . . .
C17 C 0.6235(4) 0.7866(3) 0.2641(2) 0.0447(9) Uani 1 1 d . . . . .
H17 H 0.5912 0.8614 0.2382 0.054 Uiso 1 1 calc R . . . .
C18 C 0.6670(3) 0.7010(3) 0.22636(19) 0.0347(7) Uani 1 1 d . . . . .
H18 H 0.6637 0.7167 0.1748 0.042 Uiso 1 1 calc R . . . .
C19 C 0.7148(3) 0.5935(3) 0.26375(17) 0.0246(6) Uani 1 1 d . . . . .
C20 C 0.4467(3) 0.0637(3) 0.25974(19) 0.0288(7) Uani 1 1 d . . . . .
C21 C 0.3566(3) -0.0167(4) 0.3014(2) 0.0448(9) Uani 1 1 d . . . . .
H21 H 0.3574 -0.0473 0.3531 0.054 Uiso 1 1 calc R . . . .
C22 C 0.2652(4) -0.0525(5) 0.2678(3) 0.0639(14) Uani 1 1 d . . . . .
H22 H 0.2035 -0.1081 0.2963 0.077 Uiso 1 1 calc R . . . .
C23 C 0.2643(4) -0.0072(5) 0.1930(3) 0.0637(14) Uani 1 1 d . . . . .
H23 H 0.1998 -0.0293 0.1703 0.076 Uiso 1 1 calc R . . . .
C24 C 0.3560(3) 0.0704(4) 0.1503(2) 0.0413(9) Uani 1 1 d . . . . .
H24 H 0.3555 0.0995 0.0985 0.050 Uiso 1 1 calc R . . . .
C25 C 0.4486(3) 0.1053(3) 0.18361(18) 0.0283(6) Uani 1 1 d . . . . .
C26 C 0.6498(3) 0.1955(3) 0.16528(16) 0.0222(6) Uani 1 1 d . . . . .
C27 C 0.7567(3) 0.2507(3) 0.11106(16) 0.0226(6) Uani 1 1 d . . . . .
C28 C 0.7588(3) 0.2974(3) 0.03550(17) 0.0285(6) Uani 1 1 d . . . . .
H28 H 0.6877 0.2980 0.0126 0.034 Uiso 1 1 calc R . . . .
C29 C 0.8675(3) 0.3432(3) -0.00548(17) 0.0307(7) Uani 1 1 d . . . . .
H29 H 0.8716 0.3744 -0.0575 0.037 Uiso 1 1 calc R . . . .
C30 C 0.9705(3) 0.3440(3) 0.02843(16) 0.0270(6) Uani 1 1 d . . . . .
H30 H 1.0454 0.3751 0.0005 0.032 Uiso 1 1 calc R . . . .
C31 C 0.9608(3) 0.2979(3) 0.10465(15) 0.0214(6) Uani 1 1 d . . . . .
C32 C 1.0579(3) 0.2966(3) 0.15238(15) 0.0215(6) Uani 1 1 d . . . . .
C33 C 1.2593(3) 0.3691(3) 0.15982(17) 0.0258(6) Uani 1 1 d . . . . .
C34 C 1.3607(3) 0.4359(3) 0.12095(19) 0.0326(7) Uani 1 1 d . . . . .
H34 H 1.3702 0.4598 0.0685 0.039 Uiso 1 1 calc R . . . .
C35 C 1.4484(3) 0.4678(4) 0.1592(2) 0.0447(9) Uani 1 1 d . . . . .
H35 H 1.5188 0.5124 0.1329 0.054 Uiso 1 1 calc R . . . .
C36 C 1.4332(3) 0.4349(4) 0.2353(2) 0.0471(10) Uani 1 1 d . . . . .
H36 H 1.4933 0.4570 0.2612 0.057 Uiso 1 1 calc R . . . .
C37 C 1.3305(3) 0.3693(3) 0.2744(2) 0.0354(7) Uani 1 1 d . . . . .
H37 H 1.3194 0.3483 0.3269 0.043 Uiso 1 1 calc R . . . .
C38 C 1.2450(3) 0.3351(3) 0.23653(17) 0.0242(6) Uani 1 1 d . . . . .
Cl1 Cl 0.84939(10) -0.31104(8) 0.53813(5) 0.0454(2) Uani 1 1 d . . . . .
Cl2 Cl 1.27701(8) 0.35282(9) -0.04329(4) 0.0403(2) Uani 1 1 d . . . . .
O5S O 0.6034(13) 0.8256(13) 0.5224(9) 0.101(3) Uiso 0.371(3) 1 d D . P A 2
H5S H 0.6699 0.7911 0.5169 0.152 Uiso 0.371(3) 1 calc GR . P A 2
C5S C 0.5093(13) 0.7360(15) 0.5444(9) 0.073(3) Uiso 0.371(3) 1 d D . P A 2
H5SA H 0.4361 0.7704 0.5238 0.109 Uiso 0.371(3) 1 calc GR . P A 2
H5SB H 0.4930 0.7114 0.5984 0.109 Uiso 0.371(3) 1 calc GR . P A 2
H5SC H 0.5335 0.6643 0.5262 0.109 Uiso 0.371(3) 1 calc GR . P A 2
O3S O 0.1092(4) 0.1367(4) -0.0578(3) 0.0938(13) Uani 1 1 d . . . . .
H3S H 0.1425 0.1989 -0.0516 0.141 Uiso 1 1 calc GR . . . .
C3S C 0.1670(7) 0.0304(6) -0.0219(4) 0.106(2) Uani 1 1 d . . . . .
H3SA H 0.2466 0.0251 -0.0495 0.159 Uiso 1 1 calc GR . . . .
H3SB H 0.1180 -0.0422 -0.0196 0.159 Uiso 1 1 calc GR . . . .
H3SC H 0.1769 0.0344 0.0282 0.159 Uiso 1 1 calc GR . . . .
O2S O 0.5132(3) 0.2273(3) -0.01326(16) 0.0536(8) Uani 1 1 d D . . . .
H2S H 0.437(2) 0.265(4) -0.020(2) 0.050(5) Uiso 1 1 d D . . . .
C2S C 0.5538(5) 0.1746(6) -0.0709(3) 0.0766(17) Uani 1 1 d . . . . .
H2SA H 0.5596 0.2377 -0.1179 0.115 Uiso 1 1 calc GR . . . .
H2SB H 0.4968 0.1098 -0.0716 0.115 Uiso 1 1 calc GR . . . .
H2SC H 0.6335 0.1394 -0.0636 0.115 Uiso 1 1 calc GR . . . .
O6S O 0.5626(13) 0.8817(16) 0.5114(9) 0.101(3) Uiso 0.361(3) 1 d D . P B 3
H6S H 0.6197 0.9076 0.4776 0.152 Uiso 0.361(3) 1 calc GR . P B 3
C6S C 0.4522(13) 0.9292(14) 0.4873(9) 0.073(3) Uiso 0.361(3) 1 d D . P B 3
H6SA H 0.4602 1.0185 0.4677 0.109 Uiso 0.361(3) 1 calc GR . P B 3
H6SB H 0.3876 0.9099 0.5290 0.109 Uiso 0.361(3) 1 calc GR . P B 3
H6SC H 0.4323 0.8922 0.4485 0.109 Uiso 0.361(3) 1 calc GR . P B 3
O1S O 0.7446(3) 0.4457(2) 0.53389(14) 0.0468(7) Uani 1 1 d D . . . .
H1S H 0.783(3) 0.518(2) 0.538(2) 0.050(5) Uiso 1 1 d D . . . .
C1S C 0.6526(5) 0.4072(6) 0.5919(3) 0.087(2) Uani 1 1 d . . . . .
H1SA H 0.6842 0.4011 0.6388 0.131 Uiso 1 1 calc GR . . . .
H1SB H 0.6215 0.3267 0.5913 0.131 Uiso 1 1 calc GR . . . .
H1SC H 0.5873 0.4666 0.5865 0.131 Uiso 1 1 calc GR . . . .
O4S O 0.6106(17) 0.8699(18) 0.5556(12) 0.101(3) Uiso 0.268(3) 1 d D . P C 1
H4S H 0.6505 0.8161 0.5819 0.152 Uiso 0.268(3) 1 calc GR . P C 1
C4S C 0.5145(19) 0.810(2) 0.5289(13) 0.073(3) Uiso 0.268(3) 1 d D . P C 1
H4SA H 0.4713 0.7484 0.5704 0.109 Uiso 0.268(3) 1 calc GR . P C 1
H4SB H 0.5509 0.7697 0.4914 0.109 Uiso 0.268(3) 1 calc GR . P C 1
H4SC H 0.4576 0.8717 0.5074 0.109 Uiso 0.268(3) 1 calc GR . P C 1


_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
Ni1 N1 2.081(2) . ?
Ni1 N3 1.985(2) . ?
Ni1 N4 2.080(2) . ?
Ni1 N6 2.094(2) . ?
Ni1 N8 1.987(2) . ?
Ni1 N9 2.083(2) . ?
S1 N1 1.697(2) . ?
S1 C1 1.767(3) . ?
S2 N4 1.693(3) . ?
S2 C19 1.769(3) . ?
S3 N6 1.693(3) . ?
S3 C20 1.765(3) . ?
S4 N9 1.692(2) . ?
S4 C38 1.763(3) . ?
N1 C7 1.293(4) . ?
N2 H2A 0.74(4) . ?
N2 C6 1.393(4) . ?
N2 C7 1.355(4) . ?
N3 C8 1.338(4) . ?
N3 C12 1.339(4) . ?
N4 C13 1.291(4) . ?
N5 H5A 0.972(10) . ?
N5 C13 1.353(4) . ?
N5 C14 1.418(4) . ?
N6 C26 1.295(4) . ?
N7 H7A 0.972(10) . ?
N7 C25 1.408(4) . ?
N7 C26 1.358(4) . ?
N8 C27 1.338(4) . ?
N8 C31 1.336(4) . ?
N9 C32 1.289(4) . ?
N10 H10A 0.974(10) . ?
N10 C32 1.351(4) . ?
N10 C33 1.422(4) . ?
C1 C2 1.351(4) . ?
C1 C6 1.394(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.382(4) . ?
C7 C8 1.497(4) . ?
C8 C9 1.390(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.390(4) . ?
C12 C13 1.490(4) . ?
C14 C15 1.382(4) . ?
C14 C19 1.392(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.388(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.374(4) . ?
C20 C21 1.383(5) . ?
C20 C25 1.391(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.376(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(4) . ?
C26 C27 1.499(4) . ?
C27 C28 1.386(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.383(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.385(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.390(4) . ?
C31 C32 1.492(4) . ?
C33 C34 1.385(4) . ?
C33 C38 1.389(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.390(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.378(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.391(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.377(4) . ?
O5S H5S 0.8400 . ?
O5S C5S 1.414(16) . ?
C5S H5SA 0.9800 . ?
C5S H5SB 0.9800 . ?
C5S H5SC 0.9800 . ?
O3S H3S 0.8400 . ?
O3S C3S 1.407(7) . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?
O2S H2S 0.956(10) . ?
O2S C2S 1.394(5) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
O6S H6S 0.8400 . ?
O6S C6S 1.417(15) . ?
C6S H6SA 0.9800 . ?
C6S H6SB 0.9800 . ?
C6S H6SC 0.9800 . ?
O1S H1S 0.953(10) . ?
O1S C1S 1.388(6) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
O4S H4S 0.8400 . ?
O4S C4S 1.483(18) . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 N6 93.32(9) . . ?
N1 Ni1 N9 92.66(9) . . ?
N3 Ni1 N1 77.53(9) . . ?
N3 Ni1 N4 77.29(10) . . ?
N3 Ni1 N6 104.57(10) . . ?
N3 Ni1 N8 177.98(10) . . ?
N3 Ni1 N9 100.85(9) . . ?
N4 Ni1 N1 154.82(9) . . ?
N4 Ni1 N6 93.16(10) . . ?
N4 Ni1 N9 91.85(10) . . ?
N8 Ni1 N1 103.51(9) . . ?
N8 Ni1 N4 101.66(9) . . ?
N8 Ni1 N6 77.16(10) . . ?
N8 Ni1 N9 77.41(9) . . ?
N9 Ni1 N6 154.57(10) . . ?
N1 S1 C1 102.04(13) . . ?
N4 S2 C19 101.81(14) . . ?
N6 S3 C20 102.01(14) . . ?
N9 S4 C38 102.27(13) . . ?
S1 N1 Ni1 120.08(13) . . ?
C7 N1 Ni1 116.3(2) . . ?
C7 N1 S1 123.4(2) . . ?
C6 N2 H2A 118(4) . . ?
C7 N2 H2A 117(4) . . ?
C7 N2 C6 124.6(3) . . ?
C8 N3 Ni1 119.10(19) . . ?
C8 N3 C12 121.5(2) . . ?
C12 N3 Ni1 119.21(19) . . ?
S2 N4 Ni1 118.96(13) . . ?
C13 N4 Ni1 116.2(2) . . ?
C13 N4 S2 124.8(2) . . ?
C13 N5 H5A 120(2) . . ?
C13 N5 C14 122.9(3) . . ?
C14 N5 H5A 116(2) . . ?
S3 N6 Ni1 121.00(13) . . ?
C26 N6 Ni1 116.1(2) . . ?
C26 N6 S3 122.8(2) . . ?
C25 N7 H7A 115(3) . . ?
C26 N7 H7A 121(3) . . ?
C26 N7 C25 122.5(3) . . ?
C27 N8 Ni1 119.6(2) . . ?
C31 N8 Ni1 119.15(19) . . ?
C31 N8 C27 121.0(2) . . ?
S4 N9 Ni1 120.18(13) . . ?
C32 N9 Ni1 116.05(19) . . ?
C32 N9 S4 123.7(2) . . ?
C32 N10 H10A 121(3) . . ?
C32 N10 C33 122.8(3) . . ?
C33 N10 H10A 116(3) . . ?
C2 C1 S1 119.6(2) . . ?
C2 C1 C6 119.3(3) . . ?
C6 C1 S1 121.1(2) . . ?
C1 C2 H2 119.1 . . ?
C1 C2 C3 121.8(3) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.8(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.9(3) . . ?
C6 C5 H5 120.1 . . ?
N2 C6 C1 120.5(3) . . ?
C5 C6 N2 119.5(3) . . ?
C5 C6 C1 120.0(3) . . ?
N1 C7 N2 125.4(3) . . ?
N1 C7 C8 114.6(2) . . ?
N2 C7 C8 119.8(3) . . ?
N3 C8 C7 112.4(2) . . ?
N3 C8 C9 120.9(3) . . ?
C9 C8 C7 126.7(3) . . ?
C8 C9 H9 121.2 . . ?
C8 C9 C10 117.7(3) . . ?
C10 C9 H9 121.2 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.1(3) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 121.0 . . ?
C10 C11 C12 118.0(3) . . ?
C12 C11 H11 121.0 . . ?
N3 C12 C11 120.8(3) . . ?
N3 C12 C13 112.0(2) . . ?
C11 C12 C13 127.1(3) . . ?
N4 C13 N5 126.0(3) . . ?
N4 C13 C12 115.0(3) . . ?
N5 C13 C12 119.0(3) . . ?
C15 C14 N5 118.8(3) . . ?
C15 C14 C19 119.8(3) . . ?
C19 C14 N5 121.4(3) . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.9(3) . . ?
C19 C18 H18 120.1 . . ?
C14 C19 S2 121.4(2) . . ?
C18 C19 S2 118.4(2) . . ?
C18 C19 C14 120.2(3) . . ?
C21 C20 S3 119.1(3) . . ?
C21 C20 C25 120.3(3) . . ?
C25 C20 S3 120.6(2) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(4) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.6(4) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.9(4) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.6(4) . . ?
C25 C24 H24 120.2 . . ?
C20 C25 N7 121.1(3) . . ?
C24 C25 N7 119.4(3) . . ?
C24 C25 C20 119.4(3) . . ?
N6 C26 N7 126.3(3) . . ?
N6 C26 C27 114.8(3) . . ?
N7 C26 C27 118.9(3) . . ?
N8 C27 C26 112.0(2) . . ?
N8 C27 C28 121.2(3) . . ?
C28 C27 C26 126.7(3) . . ?
C27 C28 H28 121.0 . . ?
C29 C28 C27 118.0(3) . . ?
C29 C28 H28 121.0 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.8(3) . . ?
C30 C29 H29 119.6 . . ?
C29 C30 H30 121.0 . . ?
C29 C30 C31 117.9(3) . . ?
C31 C30 H30 121.0 . . ?
N8 C31 C30 121.0(3) . . ?
N8 C31 C32 112.2(2) . . ?
C30 C31 C32 126.7(3) . . ?
N9 C32 N10 126.1(3) . . ?
N9 C32 C31 115.1(3) . . ?
N10 C32 C31 118.8(3) . . ?
C34 C33 N10 119.0(3) . . ?
C34 C33 C38 120.1(3) . . ?
C38 C33 N10 120.9(3) . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.5(3) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 120.1(3) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.4(3) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 120.2 . . ?
C38 C37 C36 119.5(3) . . ?
C38 C37 H37 120.2 . . ?
C33 C38 S4 121.0(2) . . ?
C37 C38 S4 118.7(2) . . ?
C37 C38 C33 120.3(3) . . ?
C5S O5S H5S 109.5 . . ?
O5S C5S H5SA 109.5 . . ?
O5S C5S H5SB 109.5 . . ?
O5S C5S H5SC 109.5 . . ?
H5SA C5S H5SB 109.5 . . ?
H5SA C5S H5SC 109.5 . . ?
H5SB C5S H5SC 109.5 . . ?
C3S O3S H3S 109.5 . . ?
O3S C3S H3SA 109.5 . . ?
O3S C3S H3SB 109.5 . . ?
O3S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C2S O2S H2S 111(3) . . ?
O2S C2S H2SA 109.5 . . ?
O2S C2S H2SB 109.5 . . ?
O2S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C6S O6S H6S 109.5 . . ?
O6S C6S H6SA 109.5 . . ?
O6S C6S H6SB 109.5 . . ?
O6S C6S H6SC 109.5 . . ?
H6SA C6S H6SB 109.5 . . ?
H6SA C6S H6SC 109.5 . . ?
H6SB C6S H6SC 109.5 . . ?
C1S O1S H1S 110(3) . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C4S O4S H4S 109.5 . . ?
O4S C4S H4SA 109.5 . . ?
O4S C4S H4SB 109.5 . . ?
O4S C4S H4SC 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?

_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_LH2
_database_code_depnum_ccdc_archive 'CCDC 1850719'
_audit_update_record             
;
2018-10-01 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
_audit_creation_date             2018-04-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H13 N5 S2'
_chemical_formula_sum            'C19 H13 N5 S2'
_chemical_formula_weight         375.46
_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 0.0033 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'
S S 0.1246 0.1234 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.185(4)
_cell_length_b                   12.015(5)
_cell_length_c                   13.609(8)
_cell_angle_alpha                102.372(19)
_cell_angle_beta                 94.93(2)
_cell_angle_gamma                107.958(17)
_cell_volume                     1676.4(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9529
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.445
_cell_measurement_theta_min      3.083
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.801
_exptl_absorpt_coefficient_mu    0.331
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0636 before and 0.0537 after correction. The Ratio of minimum to maximum transmission is 0.9337. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            62120
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.480
_diffrn_reflns_theta_min         3.088
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5555
_reflns_number_total             6843
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.610
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         6843
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.132
_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)+(0.0254P)²+3.5298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1204
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), N5(H5), C2(H2A), C3(H3), C4(H4), C5(H5A), C9(H9), C10(H10), C11(H11),
 C15(H15), C16(H16), C17(H17), C18(H18), N7(H7), N10(H10A), C21(H21), C22(H22),
 C23(H23), C24(H24), C28(H28), C29(H29), C30(H30), C34(H34), C35(H35), C36(H36),
  C37(H37)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S1 S 0.62372(7) 0.45181(6) 0.67339(5) 0.03089(17) Uani 1 1 d . . . . .
S2 S 0.15970(7) 0.97166(6) 0.47714(5) 0.02919(16) Uani 1 1 d . . . . .
N1 N 0.5132(2) 0.51983(19) 0.70054(16) 0.0247(5) Uani 1 1 d . . . . .
N2 N 0.5561(2) 0.6261(2) 0.57289(17) 0.0248(5) Uani 1 1 d . . . . .
H2 H 0.5204 0.6554 0.5312 0.030 Uiso 1 1 calc R . . . .
N3 N 0.36795(19) 0.70910(17) 0.60612(15) 0.0175(4) Uani 1 1 d . . . . .
N4 N 0.1967(2) 0.90507(19) 0.56793(16) 0.0236(5) Uani 1 1 d . . . . .
N5 N 0.3156(2) 0.8119(2) 0.46422(16) 0.0261(5) Uani 1 1 d . . . . .
H5 H 0.3303 0.7448 0.4471 0.031 Uiso 1 1 calc R . . . .
C1 C 0.7207(2) 0.5402(2) 0.60307(19) 0.0238(5) Uani 1 1 d . . . . .
C2 C 0.8406(3) 0.5347(3) 0.5928(2) 0.0348(7) Uani 1 1 d . . . . .
H2A H 0.8710 0.4839 0.6228 0.042 Uiso 1 1 calc R . . . .
C3 C 0.9156(3) 0.6050(3) 0.5377(3) 0.0412(8) Uani 1 1 d . . . . .
H3 H 0.9965 0.6015 0.5309 0.049 Uiso 1 1 calc R . . . .
C4 C 0.8710(3) 0.6799(3) 0.4930(3) 0.0400(7) Uani 1 1 d . . . . .
H4 H 0.9213 0.7262 0.4555 0.048 Uiso 1 1 calc R . . . .
C5 C 0.7504(3) 0.6864(2) 0.5038(2) 0.0288(6) Uani 1 1 d . . . . .
H5A H 0.7204 0.7376 0.4741 0.035 Uiso 1 1 calc R . . . .
C6 C 0.6754(2) 0.6166(2) 0.55896(19) 0.0214(5) Uani 1 1 d . . . . .
C7 C 0.4934(2) 0.5916(2) 0.64832(18) 0.0188(5) Uani 1 1 d . . . . .
C8 C 0.3955(2) 0.6492(2) 0.67240(18) 0.0183(5) Uani 1 1 d . . . . .
C9 C 0.3428(2) 0.6472(2) 0.76048(19) 0.0228(5) Uani 1 1 d . . . . .
H9 H 0.3616 0.6032 0.8045 0.027 Uiso 1 1 calc R . . . .
C10 C 0.2610(3) 0.7123(2) 0.7813(2) 0.0268(6) Uani 1 1 d . . . . .
H10 H 0.2262 0.7143 0.8411 0.032 Uiso 1 1 calc R . . . .
C11 C 0.2311(2) 0.7746(2) 0.7137(2) 0.0235(5) Uani 1 1 d . . . . .
H11 H 0.1758 0.8181 0.7264 0.028 Uiso 1 1 calc R . . . .
C12 C 0.2867(2) 0.7696(2) 0.62628(18) 0.0183(5) Uani 1 1 d . . . . .
C13 C 0.2627(2) 0.8350(2) 0.54948(18) 0.0194(5) Uani 1 1 d . . . . .
C14 C 0.3469(2) 0.8936(2) 0.40346(19) 0.0222(5) Uani 1 1 d . . . . .
C15 C 0.4416(3) 0.8938(2) 0.3443(2) 0.0260(6) Uani 1 1 d . . . . .
H15 H 0.4888 0.8428 0.3480 0.031 Uiso 1 1 calc R . . . .
C16 C 0.4662(3) 0.9697(2) 0.2796(2) 0.0283(6) Uani 1 1 d . . . . .
H16 H 0.5281 0.9679 0.2384 0.034 Uiso 1 1 calc R . . . .
C17 C 0.3988(3) 1.0483(2) 0.2762(2) 0.0281(6) Uani 1 1 d . . . . .
H17 H 0.4147 1.0985 0.2320 0.034 Uiso 1 1 calc R . . . .
C18 C 0.3077(3) 1.0526(2) 0.3383(2) 0.0262(6) Uani 1 1 d . . . . .
H18 H 0.2647 1.1075 0.3375 0.031 Uiso 1 1 calc R . . . .
C19 C 0.2805(2) 0.9749(2) 0.40180(19) 0.0213(5) Uani 1 1 d . . . . .
S3 S 0.33504(8) 0.68486(6) 0.07453(6) 0.0374(2) Uani 1 1 d . . . . .
S4 S -0.09816(7) -0.19800(6) -0.19364(6) 0.03309(18) Uani 1 1 d . . . . .
N6 N 0.3171(2) 0.5586(2) -0.01849(17) 0.0280(5) Uani 1 1 d . . . . .
N7 N 0.1688(2) 0.43514(19) 0.06023(18) 0.0300(5) Uani 1 1 d . . . . .
H7 H 0.1454 0.3642 0.0711 0.036 Uiso 1 1 calc R . . . .
N8 N 0.14254(19) 0.24395(18) -0.08737(15) 0.0188(4) Uani 1 1 d . . . . .
N9 N 0.0157(2) -0.07145(19) -0.20165(17) 0.0248(5) Uani 1 1 d . . . . .
N10 N -0.0550(2) 0.0588(2) -0.08285(18) 0.0299(5) Uani 1 1 d . . . . .
H10A H -0.0331 0.1317 -0.0457 0.036 Uiso 1 1 calc R . . . .
C20 C 0.1958(2) 0.6460(2) 0.12951(19) 0.0233(5) Uani 1 1 d . . . . .
C21 C 0.1566(3) 0.7338(2) 0.1869(2) 0.0259(6) Uani 1 1 d . . . . .
H21 H 0.1994 0.8151 0.1920 0.031 Uiso 1 1 calc R . . . .
C22 C 0.0534(3) 0.7007(2) 0.2371(2) 0.0288(6) Uani 1 1 d . . . . .
H22 H 0.0295 0.7598 0.2784 0.035 Uiso 1 1 calc R . . . .
C23 C -0.0138(3) 0.5796(3) 0.2258(2) 0.0303(6) Uani 1 1 d . . . . .
H23 H -0.0835 0.5574 0.2588 0.036 Uiso 1 1 calc R . . . .
C24 C 0.0228(3) 0.4917(2) 0.1654(2) 0.0286(6) Uani 1 1 d . . . . .
H24 H -0.0239 0.4104 0.1564 0.034 Uiso 1 1 calc R . . . .
C25 C 0.1284(2) 0.5239(2) 0.11816(19) 0.0223(5) Uani 1 1 d . . . . .
C26 C 0.2433(2) 0.4556(2) -0.01254(19) 0.0219(5) Uani 1 1 d . . . . .
C27 C 0.2352(2) 0.3444(2) -0.08949(18) 0.0202(5) Uani 1 1 d . . . . .
C28 C 0.3197(3) 0.3459(2) -0.1585(2) 0.0296(6) Uani 1 1 d . . . . .
H28 H 0.3851 0.4166 -0.1573 0.036 Uiso 1 1 calc R . . . .
C29 C 0.3034(3) 0.2389(3) -0.2292(2) 0.0357(7) Uani 1 1 d . . . . .
H29 H 0.3568 0.2375 -0.2779 0.043 Uiso 1 1 calc R . . . .
C30 C 0.2073(3) 0.1331(3) -0.2280(2) 0.0292(6) Uani 1 1 d . . . . .
H30 H 0.1959 0.0602 -0.2746 0.035 Uiso 1 1 calc R . . . .
C31 C 0.1299(2) 0.1408(2) -0.15490(18) 0.0196(5) Uani 1 1 d . . . . .
C32 C 0.0235(2) 0.0332(2) -0.14821(18) 0.0192(5) Uani 1 1 d . . . . .
C33 C -0.1687(2) -0.0239(2) -0.07111(19) 0.0228(5) Uani 1 1 d . . . . .
C34 C -0.2489(3) 0.0158(3) -0.0116(2) 0.0291(6) Uani 1 1 d . . . . .
H34 H -0.2283 0.0976 0.0197 0.035 Uiso 1 1 calc R . . . .
C35 C -0.3607(3) -0.0678(3) 0.0010(2) 0.0359(7) Uani 1 1 d . . . . .
H35 H -0.4139 -0.0417 0.0423 0.043 Uiso 1 1 calc R . . . .
C36 C -0.3931(3) -0.1881(3) -0.0470(2) 0.0363(7) Uani 1 1 d . . . . .
H36 H -0.4680 -0.2433 -0.0381 0.044 Uiso 1 1 calc R . . . .
C37 C -0.3145(3) -0.2276(3) -0.1084(2) 0.0312(6) Uani 1 1 d . . . . .
H37 H -0.3376 -0.3089 -0.1423 0.037 Uiso 1 1 calc R . . . .
C38 C -0.2014(2) -0.1459(2) -0.11938(19) 0.0234(5) Uani 1 1 d . . . . .


_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
S1 N1 1.705(2) . ?
S1 C1 1.768(3) . ?
S2 N4 1.696(2) . ?
S2 C19 1.761(3) . ?
N1 C7 1.285(3) . ?
N2 H2 0.8600 . ?
N2 C6 1.399(3) . ?
N2 C7 1.358(3) . ?
N3 C8 1.339(3) . ?
N3 C12 1.340(3) . ?
N4 C13 1.281(3) . ?
N5 H5 0.8600 . ?
N5 C13 1.362(3) . ?
N5 C14 1.398(3) . ?
C1 C2 1.380(4) . ?
C1 C6 1.389(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.387(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(4) . ?
C5 H5A 0.9300 . ?
C5 C6 1.383(4) . ?
C7 C8 1.489(3) . ?
C8 C9 1.382(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.386(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.384(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(3) . ?
C12 C13 1.488(3) . ?
C14 C15 1.384(4) . ?
C14 C19 1.400(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.383(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.388(4) . ?
S3 N6 1.700(2) . ?
S3 C20 1.762(3) . ?
S4 N9 1.687(2) . ?
S4 C38 1.767(3) . ?
N6 C26 1.283(3) . ?
N7 H7 0.8600 . ?
N7 C25 1.400(3) . ?
N7 C26 1.362(3) . ?
N8 C27 1.334(3) . ?
N8 C31 1.335(3) . ?
N9 C32 1.284(3) . ?
N10 H10A 0.8600 . ?
N10 C32 1.357(3) . ?
N10 C33 1.397(3) . ?
C20 C21 1.380(4) . ?
C20 C25 1.396(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.388(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.382(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.382(4) . ?
C26 C27 1.483(3) . ?
C27 C28 1.388(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.381(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.393(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.381(4) . ?
C31 C32 1.488(3) . ?
C33 C34 1.382(4) . ?
C33 C38 1.390(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.392(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.371(5) . ?
C36 H36 0.9300 . ?
C36 C37 1.382(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.384(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 S1 C1 104.38(12) . . ?
N4 S2 C19 103.63(12) . . ?
C7 N1 S1 119.80(19) . . ?
C6 N2 H2 118.0 . . ?
C7 N2 H2 118.0 . . ?
C7 N2 C6 123.9(2) . . ?
C8 N3 C12 118.7(2) . . ?
C13 N4 S2 119.45(19) . . ?
C13 N5 H5 118.8 . . ?
C13 N5 C14 122.3(2) . . ?
C14 N5 H5 118.8 . . ?
C2 C1 S1 120.6(2) . . ?
C2 C1 C6 120.2(3) . . ?
C6 C1 S1 119.2(2) . . ?
C1 C2 H2A 120.1 . . ?
C1 C2 C3 119.8(3) . . ?
C3 C2 H2A 120.1 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 C4 119.8(3) . . ?
C6 C5 H5A 120.1 . . ?
C1 C6 N2 120.2(2) . . ?
C5 C6 N2 119.9(2) . . ?
C5 C6 C1 119.8(2) . . ?
N1 C7 N2 126.9(2) . . ?
N1 C7 C8 119.0(2) . . ?
N2 C7 C8 114.0(2) . . ?
N3 C8 C7 115.4(2) . . ?
N3 C8 C9 122.4(2) . . ?
C9 C8 C7 122.1(2) . . ?
C8 C9 H9 120.9 . . ?
C8 C9 C10 118.2(2) . . ?
C10 C9 H9 120.9 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 121.2 . . ?
C10 C11 C12 117.5(2) . . ?
C12 C11 H11 121.2 . . ?
N3 C12 C11 122.9(2) . . ?
N3 C12 C13 115.2(2) . . ?
C11 C12 C13 121.9(2) . . ?
N4 C13 N5 126.6(2) . . ?
N4 C13 C12 119.2(2) . . ?
N5 C13 C12 114.2(2) . . ?
N5 C14 C19 119.4(2) . . ?
C15 C14 N5 120.7(2) . . ?
C15 C14 C19 119.9(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(3) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.3(2) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0(2) . . ?
C19 C18 H18 120.0 . . ?
C14 C19 S2 118.84(19) . . ?
C18 C19 S2 121.6(2) . . ?
C18 C19 C14 119.5(2) . . ?
N6 S3 C20 104.01(12) . . ?
N9 S4 C38 104.98(12) . . ?
C26 N6 S3 119.69(19) . . ?
C25 N7 H7 118.4 . . ?
C26 N7 H7 118.4 . . ?
C26 N7 C25 123.2(2) . . ?
C27 N8 C31 118.7(2) . . ?
C32 N9 S4 121.22(19) . . ?
C32 N10 H10A 117.4 . . ?
C32 N10 C33 125.2(2) . . ?
C33 N10 H10A 117.4 . . ?
C21 C20 S3 121.2(2) . . ?
C21 C20 C25 120.1(2) . . ?
C25 C20 S3 118.6(2) . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.0(2) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(3) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 N7 119.9(2) . . ?
C24 C25 N7 120.6(2) . . ?
C24 C25 C20 119.5(2) . . ?
N6 C26 N7 126.3(2) . . ?
N6 C26 C27 119.6(2) . . ?
N7 C26 C27 114.0(2) . . ?
N8 C27 C26 115.7(2) . . ?
N8 C27 C28 122.7(2) . . ?
C28 C27 C26 121.5(2) . . ?
C27 C28 H28 121.1 . . ?
C29 C28 C27 117.7(2) . . ?
C29 C28 H28 121.1 . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.3(2) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 121.3 . . ?
C31 C30 C29 117.4(2) . . ?
C31 C30 H30 121.3 . . ?
N8 C31 C30 123.1(2) . . ?
N8 C31 C32 115.4(2) . . ?
C30 C31 C32 121.5(2) . . ?
N9 C32 N10 127.1(2) . . ?
N9 C32 C31 118.7(2) . . ?
N10 C32 C31 114.3(2) . . ?
C34 C33 N10 120.0(2) . . ?
C34 C33 C38 119.9(2) . . ?
C38 C33 N10 120.1(2) . . ?
C33 C34 H34 120.3 . . ?
C33 C34 C35 119.4(3) . . ?
C35 C34 H34 120.3 . . ?
C34 C35 H35 119.7 . . ?
C36 C35 C34 120.6(3) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 120.1(3) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 120.1 . . ?
C36 C37 C38 119.9(3) . . ?
C38 C37 H37 120.1 . . ?
C33 C38 S4 120.3(2) . . ?
C37 C38 S4 119.6(2) . . ?
C37 C38 C33 120.1(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
S1 N1 C7 N2 -3.0(4) . . . . ?
S1 N1 C7 C8 179.35(17) . . . . ?
S1 C1 C2 C3 -179.8(2) . . . . ?
S1 C1 C6 N2 2.0(3) . . . . ?
S1 C1 C6 C5 179.9(2) . . . . ?
S2 N4 C13 N5 4.4(4) . . . . ?
S2 N4 C13 C12 -175.47(17) . . . . ?
N1 S1 C1 C2 161.2(2) . . . . ?
N1 S1 C1 C6 -18.1(2) . . . . ?
N1 C7 C8 N3 -171.1(2) . . . . ?
N1 C7 C8 C9 12.8(4) . . . . ?
N2 C7 C8 N3 10.9(3) . . . . ?
N2 C7 C8 C9 -165.2(2) . . . . ?
N3 C8 C9 C10 -1.6(4) . . . . ?
N3 C12 C13 N4 -172.9(2) . . . . ?
N3 C12 C13 N5 7.2(3) . . . . ?
N4 S2 C19 C14 21.8(2) . . . . ?
N4 S2 C19 C18 -160.6(2) . . . . ?
N5 C14 C15 C16 175.9(2) . . . . ?
N5 C14 C19 S2 0.3(3) . . . . ?
N5 C14 C19 C18 -177.3(2) . . . . ?
C1 S1 N1 C7 18.9(2) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
C2 C1 C6 N2 -177.3(2) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C3 C4 C5 0.7(5) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 N2 177.8(3) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C6 N2 C7 N1 -19.0(4) . . . . ?
C6 N2 C7 C8 158.7(2) . . . . ?
C6 C1 C2 C3 -0.5(4) . . . . ?
C7 N2 C6 C1 18.5(4) . . . . ?
C7 N2 C6 C5 -159.3(2) . . . . ?
C7 C8 C9 C10 174.2(2) . . . . ?
C8 N3 C12 C11 1.0(3) . . . . ?
C8 N3 C12 C13 179.2(2) . . . . ?
C8 C9 C10 C11 1.8(4) . . . . ?
C9 C10 C11 C12 -0.6(4) . . . . ?
C10 C11 C12 N3 -0.9(4) . . . . ?
C10 C11 C12 C13 -178.9(2) . . . . ?
C11 C12 C13 N4 5.3(4) . . . . ?
C11 C12 C13 N5 -174.6(2) . . . . ?
C12 N3 C8 C7 -175.8(2) . . . . ?
C12 N3 C8 C9 0.3(3) . . . . ?
C13 N5 C14 C15 154.4(3) . . . . ?
C13 N5 C14 C19 -26.4(4) . . . . ?
C14 N5 C13 N4 25.2(4) . . . . ?
C14 N5 C13 C12 -154.9(2) . . . . ?
C14 C15 C16 C17 1.9(4) . . . . ?
C15 C14 C19 S2 179.5(2) . . . . ?
C15 C14 C19 C18 1.9(4) . . . . ?
C15 C16 C17 C18 0.8(4) . . . . ?
C16 C17 C18 C19 -2.3(4) . . . . ?
C17 C18 C19 S2 -176.6(2) . . . . ?
C17 C18 C19 C14 0.9(4) . . . . ?
C19 S2 N4 C13 -24.5(2) . . . . ?
C19 C14 C15 C16 -3.3(4) . . . . ?
S3 N6 C26 N7 3.8(4) . . . . ?
S3 N6 C26 C27 -175.38(19) . . . . ?
S3 C20 C21 C22 -174.0(2) . . . . ?
S3 C20 C25 N7 -2.8(3) . . . . ?
S3 C20 C25 C24 176.5(2) . . . . ?
S4 N9 C32 N10 -1.9(4) . . . . ?
S4 N9 C32 C31 177.06(17) . . . . ?
N6 S3 C20 C21 -161.0(2) . . . . ?
N6 S3 C20 C25 22.1(2) . . . . ?
N6 C26 C27 N8 -170.1(2) . . . . ?
N6 C26 C27 C28 10.2(4) . . . . ?
N7 C26 C27 N8 10.6(3) . . . . ?
N7 C26 C27 C28 -169.1(3) . . . . ?
N8 C27 C28 C29 1.9(4) . . . . ?
N8 C31 C32 N9 -171.2(2) . . . . ?
N8 C31 C32 N10 7.9(3) . . . . ?
N9 S4 C38 C33 -8.6(2) . . . . ?
N9 S4 C38 C37 172.3(2) . . . . ?
N10 C33 C34 C35 -178.8(3) . . . . ?
N10 C33 C38 S4 1.4(3) . . . . ?
N10 C33 C38 C37 -179.5(2) . . . . ?
C20 S3 N6 C26 -23.1(3) . . . . ?
C20 C21 C22 C23 -3.0(4) . . . . ?
C21 C20 C25 N7 -179.7(2) . . . . ?
C21 C20 C25 C24 -0.4(4) . . . . ?
C21 C22 C23 C24 0.7(4) . . . . ?
C22 C23 C24 C25 1.7(4) . . . . ?
C23 C24 C25 N7 177.4(3) . . . . ?
C23 C24 C25 C20 -1.9(4) . . . . ?
C25 N7 C26 N6 22.6(4) . . . . ?
C25 N7 C26 C27 -158.1(2) . . . . ?
C25 C20 C21 C22 2.8(4) . . . . ?
C26 N7 C25 C20 -22.0(4) . . . . ?
C26 N7 C25 C24 158.7(3) . . . . ?
C26 C27 C28 C29 -178.4(3) . . . . ?
C27 N8 C31 C30 -0.8(4) . . . . ?
C27 N8 C31 C32 -179.4(2) . . . . ?
C27 C28 C29 C30 -2.0(5) . . . . ?
C28 C29 C30 C31 0.8(4) . . . . ?
C29 C30 C31 N8 0.6(4) . . . . ?
C29 C30 C31 C32 179.2(3) . . . . ?
C30 C31 C32 N9 10.2(4) . . . . ?
C30 C31 C32 N10 -170.7(2) . . . . ?
C31 N8 C27 C26 179.8(2) . . . . ?
C31 N8 C27 C28 -0.5(4) . . . . ?
C32 N10 C33 C34 -171.9(3) . . . . ?
C32 N10 C33 C38 8.0(4) . . . . ?
C33 N10 C32 N9 -8.2(4) . . . . ?
C33 N10 C32 C31 172.8(2) . . . . ?
C33 C34 C35 C36 -1.5(4) . . . . ?
C34 C33 C38 S4 -178.8(2) . . . . ?
C34 C33 C38 C37 0.4(4) . . . . ?
C34 C35 C36 C37 0.0(4) . . . . ?
C35 C36 C37 C38 1.7(4) . . . . ?
C36 C37 C38 S4 177.3(2) . . . . ?
C36 C37 C38 C33 -1.9(4) . . . . ?
C38 S4 N9 C32 8.9(2) . . . . ?
C38 C33 C34 C35 1.3(4) . . . . ?

_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_compound4
_database_code_depnum_ccdc_archive 'CCDC 1850715'
_audit_update_record             
;
2018-06-20 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
_audit_creation_date             2018-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C38 H26 Co N10 S4, 2(Cl)'
_chemical_formula_sum            'C38 H26 Cl2 Co N10 S4'
_chemical_formula_weight         880.76
_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 0.0033 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'
S S 0.1246 0.1234 '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'
Co Co 0.3494 0.9721 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.532(4)
_cell_length_b                   11.793(3)
_cell_length_c                   18.170(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.443(8)
_cell_angle_gamma                90
_cell_volume                     3755.5(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9505
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      3.08
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.867
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6353
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1796
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
SADABS, Bruker AXS, Madison, WI, USA.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            78969
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.896
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5611
_reflns_number_total             6593
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.694
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     508
_refine_ls_number_reflns         6593
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.126
_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)+(0.0227P)²+11.4197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.1059
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C28(H28),
  C29(H29), C30(H30), C34(H34), C35(H35), C36(H36), C37(H37)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Co1 Co 0.78244(2) 0.73057(4) 0.13006(2) 0.02192(12) Uani 1 1 d . . . . .
S1 S 0.69321(5) 0.77178(8) -0.03634(5) 0.0341(2) Uani 1 1 d . . . . .
S2 S 0.77384(6) 0.68490(10) 0.31471(5) 0.0438(3) Uani 1 1 d . . . . .
S3 S 0.96629(5) 0.65345(7) 0.11290(5) 0.0329(2) Uani 1 1 d . . . . .
S4 S 0.63740(6) 0.86441(8) 0.21637(6) 0.0387(2) Uani 1 1 d . . . . .
N1 N 0.76569(14) 0.8093(2) 0.02376(14) 0.0226(6) Uani 1 1 d . . . . .
N2 N 0.80191(16) 0.9627(2) -0.05095(15) 0.0264(6) Uani 1 1 d . . . . .
H2A H 0.819(2) 1.031(3) -0.053(2) 0.032 Uiso 1 1 d R . . . .
N3 N 0.85254(14) 0.8706(2) 0.13230(14) 0.0214(5) Uani 1 1 d . . . . .
N4 N 0.81731(16) 0.7491(2) 0.24245(15) 0.0279(6) Uani 1 1 d . . . . .
N5 N 0.92016(18) 0.8167(3) 0.31737(16) 0.0310(7) Uani 1 1 d . . . . .
H5A H 0.959(2) 0.857(4) 0.317(2) 0.037 Uiso 1 1 d R . . . .
N6 N 0.87260(15) 0.6154(2) 0.10559(15) 0.0252(6) Uani 1 1 d . . . . .
N7 N 0.89753(16) 0.4365(2) 0.05286(17) 0.0297(7) Uani 1 1 d . . . . .
H7A H 0.879(2) 0.383(4) 0.034(2) 0.036 Uiso 1 1 d R . . . .
N8 N 0.72775(14) 0.5835(2) 0.10048(14) 0.0213(5) Uani 1 1 d . . . . .
N9 N 0.66593(15) 0.7584(2) 0.15833(15) 0.0266(6) Uani 1 1 d . . . . .
N10 N 0.54366(16) 0.6737(3) 0.15878(17) 0.0301(6) Uani 1 1 d . . . . .
H10A H 0.515(2) 0.611(3) 0.147(2) 0.036 Uiso 1 1 d R . . . .
C1 C 0.72824(17) 0.8227(3) -0.12064(17) 0.0242(7) Uani 1 1 d . . . . .
C2 C 0.70740(19) 0.7708(3) -0.18710(19) 0.0289(7) Uani 1 1 d . . . . .
H2 H 0.6771 0.7040 -0.1875 0.035 Uiso 1 1 calc R . . . .
C3 C 0.7314(2) 0.8176(3) -0.2529(2) 0.0344(8) Uani 1 1 d . . . . .
H3 H 0.7163 0.7841 -0.2985 0.041 Uiso 1 1 calc R . . . .
C4 C 0.7771(2) 0.9129(3) -0.25180(19) 0.0330(8) Uani 1 1 d . . . . .
H4 H 0.7925 0.9454 -0.2969 0.040 Uiso 1 1 calc R . . . .
C5 C 0.80089(19) 0.9618(3) -0.18535(18) 0.0286(7) Uani 1 1 d . . . . .
H5 H 0.8341 1.0255 -0.1851 0.034 Uiso 1 1 calc R . . . .
C6 C 0.77570(17) 0.9171(3) -0.11914(17) 0.0237(7) Uani 1 1 d . . . . .
C7 C 0.80598(17) 0.8993(3) 0.01087(16) 0.0219(6) Uani 1 1 d . . . . .
C8 C 0.86212(18) 0.9314(3) 0.07105(17) 0.0252(7) Uani 1 1 d . . . . .
C9 C 0.9194(2) 1.0108(3) 0.0662(2) 0.0380(9) Uani 1 1 d . . . . .
H9 H 0.9251 1.0550 0.0230 0.046 Uiso 1 1 calc R . . . .
C10 C 0.9688(2) 1.0242(4) 0.1268(2) 0.0486(11) Uani 1 1 d . . . . .
H10 H 1.0094 1.0774 0.1246 0.058 Uiso 1 1 calc R . . . .
C11 C 0.9596(2) 0.9611(3) 0.1902(2) 0.0369(9) Uani 1 1 d . . . . .
H11 H 0.9933 0.9698 0.2316 0.044 Uiso 1 1 calc R . . . .
C12 C 0.89917(18) 0.8847(3) 0.19116(17) 0.0249(7) Uani 1 1 d . . . . .
C13 C 0.87791(19) 0.8112(3) 0.25403(18) 0.0262(7) Uani 1 1 d . . . . .
C14 C 0.9154(2) 0.7334(3) 0.37321(18) 0.0295(7) Uani 1 1 d . . . . .
C15 C 0.9748(2) 0.7217(3) 0.42458(19) 0.0335(8) Uani 1 1 d . . . . .
H15 H 1.0193 0.7672 0.4212 0.040 Uiso 1 1 calc R . . . .
C16 C 0.9687(3) 0.6425(4) 0.4812(2) 0.0452(10) Uani 1 1 d . . . . .
H16 H 1.0080 0.6365 0.5179 0.054 Uiso 1 1 calc R . . . .
C17 C 0.9055(3) 0.5729(4) 0.4839(2) 0.0494(11) Uani 1 1 d . . . . .
H17 H 0.9014 0.5190 0.5224 0.059 Uiso 1 1 calc R . . . .
C18 C 0.8482(2) 0.5814(4) 0.4306(2) 0.0447(10) Uani 1 1 d . . . . .
H18 H 0.8060 0.5308 0.4312 0.054 Uiso 1 1 calc R . . . .
C19 C 0.8519(2) 0.6632(3) 0.37653(18) 0.0319(8) Uani 1 1 d . . . . .
C20 C 0.5392(2) 0.8716(3) 0.1936(2) 0.0345(8) Uani 1 1 d . . . . .
C21 C 0.4987(2) 0.9724(3) 0.1996(2) 0.0440(10) Uani 1 1 d . . . . .
H21 H 0.5246 1.0411 0.2115 0.053 Uiso 1 1 calc R . . . .
C22 C 0.4199(3) 0.9716(4) 0.1879(2) 0.0513(11) Uani 1 1 d . . . . .
H22 H 0.3919 1.0401 0.1922 0.062 Uiso 1 1 calc R . . . .
C23 C 0.3824(2) 0.8727(4) 0.1703(2) 0.0484(11) Uani 1 1 d . . . . .
H23 H 0.3284 0.8726 0.1646 0.058 Uiso 1 1 calc R . . . .
C24 C 0.4230(2) 0.7731(3) 0.1610(2) 0.0377(9) Uani 1 1 d . . . . .
H24 H 0.3973 0.7052 0.1470 0.045 Uiso 1 1 calc R . . . .
C25 C 0.5013(2) 0.7736(3) 0.17219(19) 0.0312(8) Uani 1 1 d . . . . .
C26 C 0.61814(18) 0.6774(3) 0.14072(17) 0.0239(7) Uani 1 1 d . . . . .
C27 C 0.65109(17) 0.5827(3) 0.09798(17) 0.0221(6) Uani 1 1 d . . . . .
C28 C 0.61143(18) 0.5022(3) 0.05665(18) 0.0271(7) Uani 1 1 d . . . . .
H28 H 0.5572 0.5023 0.0546 0.033 Uiso 1 1 calc R . . . .
C29 C 0.65220(19) 0.4214(3) 0.01829(18) 0.0304(8) Uani 1 1 d . . . . .
H29 H 0.6259 0.3671 -0.0115 0.037 Uiso 1 1 calc R . . . .
C30 C 0.73102(18) 0.4200(3) 0.02340(18) 0.0268(7) Uani 1 1 d . . . . .
H30 H 0.7596 0.3631 -0.0006 0.032 Uiso 1 1 calc R . . . .
C31 C 0.76733(17) 0.5048(3) 0.06496(17) 0.0216(6) Uani 1 1 d . . . . .
C32 C 0.85126(17) 0.5205(3) 0.07487(17) 0.0227(7) Uani 1 1 d . . . . .
C33 C 0.97441(18) 0.4280(3) 0.07724(19) 0.0282(7) Uani 1 1 d . . . . .
C34 C 1.0118(2) 0.3242(3) 0.0719(2) 0.0376(9) Uani 1 1 d . . . . .
H34 H 0.9856 0.2600 0.0522 0.045 Uiso 1 1 calc R . . . .
C35 C 1.0874(2) 0.3153(4) 0.0955(2) 0.0456(10) Uani 1 1 d . . . . .
H35 H 1.1133 0.2449 0.0914 0.055 Uiso 1 1 calc R . . . .
C36 C 1.1256(2) 0.4084(4) 0.1252(2) 0.0432(10) Uani 1 1 d . . . . .
H36 H 1.1774 0.4017 0.1411 0.052 Uiso 1 1 calc R . . . .
C37 C 1.08808(19) 0.5109(3) 0.1315(2) 0.0357(8) Uani 1 1 d . . . . .
H37 H 1.1137 0.5743 0.1527 0.043 Uiso 1 1 calc R . . . .
C38 C 1.01281(18) 0.5208(3) 0.10680(19) 0.0280(7) Uani 1 1 d . . . . .
Cl1 Cl 0.43218(4) 0.46331(7) 0.14317(5) 0.0317(2) Uani 1 1 d . . . . .
Cl2 Cl 0.14269(5) 0.78279(7) 0.05830(5) 0.0371(2) Uani 1 1 d . . . . .


_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
Co1 N1 2.157(3) . ?
Co1 N3 2.058(3) . ?
Co1 N4 2.128(3) . ?
Co1 N6 2.139(3) . ?
Co1 N8 2.047(3) . ?
Co1 N9 2.144(3) . ?
S1 N1 1.713(3) . ?
S1 C1 1.769(3) . ?
S2 N4 1.711(3) . ?
S2 C19 1.767(4) . ?
S3 N6 1.705(3) . ?
S3 C38 1.769(3) . ?
S4 N9 1.718(3) . ?
S4 C20 1.763(4) . ?
N1 C7 1.299(4) . ?
N2 H2A 0.86(4) . ?
N2 C6 1.417(4) . ?
N2 C7 1.350(4) . ?
N3 C8 1.338(4) . ?
N3 C12 1.340(4) . ?
N4 C13 1.303(4) . ?
N5 H5A 0.82(4) . ?
N5 C13 1.354(4) . ?
N5 C14 1.417(4) . ?
N6 C32 1.302(4) . ?
N7 H7A 0.78(4) . ?
N7 C32 1.347(4) . ?
N7 C33 1.412(4) . ?
N8 C27 1.344(4) . ?
N8 C31 1.335(4) . ?
N9 C26 1.306(4) . ?
N10 H10A 0.91(4) . ?
N10 C25 1.417(4) . ?
N10 C26 1.355(4) . ?
C1 C2 1.394(5) . ?
C1 C6 1.390(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.396(5) . ?
C7 C8 1.501(4) . ?
C8 C9 1.378(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.392(5) . ?
C12 C13 1.489(4) . ?
C14 C15 1.388(5) . ?
C14 C19 1.391(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.395(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.379(5) . ?
C20 C21 1.389(5) . ?
C20 C25 1.384(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.392(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.373(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.387(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(5) . ?
C26 C27 1.485(4) . ?
C27 C28 1.387(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.389(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.383(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.397(4) . ?
C31 C32 1.490(4) . ?
C33 C34 1.393(5) . ?
C33 C38 1.386(5) . ?
C34 H34 0.9500 . ?
C34 C35 1.388(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.387(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.382(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.388(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Co1 N1 74.93(10) . . ?
N3 Co1 N4 75.04(10) . . ?
N3 Co1 N6 93.98(10) . . ?
N3 Co1 N9 116.38(11) . . ?
N4 Co1 N1 147.64(10) . . ?
N4 Co1 N6 93.93(11) . . ?
N4 Co1 N9 90.39(11) . . ?
N6 Co1 N1 99.90(10) . . ?
N6 Co1 N9 149.37(11) . . ?
N8 Co1 N1 94.44(10) . . ?
N8 Co1 N3 163.83(10) . . ?
N8 Co1 N4 117.38(10) . . ?
N8 Co1 N6 75.59(10) . . ?
N8 Co1 N9 75.52(10) . . ?
N9 Co1 N1 92.26(10) . . ?
N1 S1 C1 101.31(14) . . ?
N4 S2 C19 101.50(15) . . ?
N6 S3 C38 101.96(15) . . ?
N9 S4 C20 100.89(16) . . ?
S1 N1 Co1 122.81(14) . . ?
C7 N1 Co1 116.8(2) . . ?
C7 N1 S1 119.6(2) . . ?
C6 N2 H2A 115(2) . . ?
C7 N2 H2A 123(3) . . ?
C7 N2 C6 121.8(3) . . ?
C8 N3 Co1 120.1(2) . . ?
C8 N3 C12 120.7(3) . . ?
C12 N3 Co1 117.9(2) . . ?
S2 N4 Co1 124.64(15) . . ?
C13 N4 Co1 115.2(2) . . ?
C13 N4 S2 120.1(2) . . ?
C13 N5 H5A 117(3) . . ?
C13 N5 C14 122.3(3) . . ?
C14 N5 H5A 118(3) . . ?
S3 N6 Co1 122.16(14) . . ?
C32 N6 Co1 115.4(2) . . ?
C32 N6 S3 121.7(2) . . ?
C32 N7 H7A 118(3) . . ?
C32 N7 C33 122.4(3) . . ?
C33 N7 H7A 118(3) . . ?
C27 N8 Co1 118.4(2) . . ?
C31 N8 Co1 118.0(2) . . ?
C31 N8 C27 120.7(3) . . ?
S4 N9 Co1 123.53(15) . . ?
C26 N9 Co1 116.0(2) . . ?
C26 N9 S4 119.2(2) . . ?
C25 N10 H10A 116(2) . . ?
C26 N10 H10A 119(2) . . ?
C26 N10 C25 121.8(3) . . ?
C2 C1 S1 120.8(3) . . ?
C6 C1 S1 118.4(2) . . ?
C6 C1 C2 120.8(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.7(3) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 N2 120.2(3) . . ?
C1 C6 C5 119.2(3) . . ?
C5 C6 N2 120.5(3) . . ?
N1 C7 N2 125.8(3) . . ?
N1 C7 C8 115.1(3) . . ?
N2 C7 C8 119.1(3) . . ?
N3 C8 C7 112.1(3) . . ?
N3 C8 C9 121.6(3) . . ?
C9 C8 C7 126.2(3) . . ?
C8 C9 H9 121.1 . . ?
C8 C9 C10 117.8(3) . . ?
C10 C9 H9 121.1 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 121.2 . . ?
C10 C11 C12 117.6(3) . . ?
C12 C11 H11 121.2 . . ?
N3 C12 C11 121.3(3) . . ?
N3 C12 C13 112.4(3) . . ?
C11 C12 C13 126.3(3) . . ?
N4 C13 N5 126.2(3) . . ?
N4 C13 C12 115.0(3) . . ?
N5 C13 C12 118.8(3) . . ?
C15 C14 N5 119.6(3) . . ?
C15 C14 C19 120.0(3) . . ?
C19 C14 N5 120.4(3) . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.5(4) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(4) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.1(4) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(4) . . ?
C19 C18 H18 119.9 . . ?
C14 C19 S2 119.6(3) . . ?
C18 C19 S2 120.3(3) . . ?
C18 C19 C14 119.9(3) . . ?
C21 C20 S4 121.3(3) . . ?
C25 C20 S4 119.0(3) . . ?
C25 C20 C21 119.7(4) . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.2(4) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(4) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(4) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.4 . . ?
C25 C24 C23 119.3(4) . . ?
C25 C24 H24 120.4 . . ?
C20 C25 N10 119.6(3) . . ?
C24 C25 N10 119.6(3) . . ?
C24 C25 C20 120.8(3) . . ?
N9 C26 N10 125.5(3) . . ?
N9 C26 C27 115.0(3) . . ?
N10 C26 C27 119.5(3) . . ?
N8 C27 C26 112.3(3) . . ?
N8 C27 C28 120.7(3) . . ?
C28 C27 C26 127.0(3) . . ?
C27 C28 H28 120.5 . . ?
C27 C28 C29 118.9(3) . . ?
C29 C28 H28 120.5 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.1(3) . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 121.0 . . ?
C29 C30 C31 117.9(3) . . ?
C31 C30 H30 121.0 . . ?
N8 C31 C30 121.6(3) . . ?
N8 C31 C32 112.3(3) . . ?
C30 C31 C32 126.1(3) . . ?
N6 C32 N7 126.2(3) . . ?
N6 C32 C31 115.5(3) . . ?
N7 C32 C31 118.2(3) . . ?
C34 C33 N7 119.1(3) . . ?
C38 C33 N7 121.1(3) . . ?
C38 C33 C34 119.8(3) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 C33 119.5(4) . . ?
C35 C34 H34 120.3 . . ?
C34 C35 H35 119.7 . . ?
C36 C35 C34 120.5(4) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 120.0 . . ?
C37 C36 C35 119.9(3) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 120.1 . . ?
C36 C37 C38 119.8(3) . . ?
C38 C37 H37 120.1 . . ?
C33 C38 S3 120.1(2) . . ?
C33 C38 C37 120.5(3) . . ?
C37 C38 S3 119.4(3) . . ?

_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_Compound3
_database_code_depnum_ccdc_archive 'CCDC 1850714'
_audit_update_record             
;
2018-06-20 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_mo_kp220_1_0m_a_sq  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 16 Note
RESPONSE: Agreed - strategy utilised yielded 99.3% of data to 52.9
          degrees in 2theta.A small number of low angle reflections were
          not measured using the standard data collection strategy.
          
;
_vrf_PLAT934_mo_kp220_1_0m_a_sq  
;
PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers .... 2 Check
RESPONSE: Agreed. For the most disagreeable reflections Fo > Fc. No
          obvious twin law was detected in PLATON or Cell_now but there
          might be slight unresolved twinning in this structure.
;
_vrf_CHEMW01_mo_kp220_1_0m_a_sq  
;
PROBLEM: The difference between the given and expected weight for
RESPONSE: Two H atoms associated with water O (disordered over 4 sites)
          were not included in the refinement.
;
_vrf_PLAT084_mo_kp220_1_0m_a_sq  
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.26 Report
RESPONSE: The complex ion was well resolved but there were two disordered 
          BF4- anions, several MeCN solvent molecules (also disordered) and 
          a solvent water molecule (disoredered over 4 sites). This still
          left significant residual electron density which was treated using 
          SQUEEZE. We recognize the slightly high R1 and wR2 values but the
          connectivity is clear.
;
_vrf_PLAT213_mo_kp220_1_0m_a_sq  
;
PROBLEM: Atom N3              has ADP max/min Ratio .....        3.3 oblate
RESPONSE: Agreed - but no indication to split this position and the disorder
          in solvent and anions was a more serious issue.
;
_vrf_PLAT241_mo_kp220_1_0m_a_sq  
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of         S2 Check 
RESPONSE: Agreed; both S2 and N5 show some libration out of the ring plane
;
_vrf_PLAT243_mo_kp220_1_0m_a_sq  
;
PROBLEM: High   'Solvent' Ueq as Compared to Neighbors of        N1S Check 
RESPONSE: Both MeCN solvent molecules showed large Uij/disorder. The molecule
          containing N1S was modelled over two sites with common N1S as the
          Uij for N1s did not merit splitting. 
;

# end Validation Reply Form 
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C38 H26 Fe N10 S4, 2 (B F4), 1.5 (C2 H3 N), H2O'
_chemical_formula_sum            'C41 H32.5 Fe N11.5 S4 B2 F8 O'
_chemical_formula_weight         1057.98

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'
B B 0.0013 0.0007 '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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4736(7)
_cell_length_b                   11.5949(7)
_cell_length_c                   20.9064(15)
_cell_angle_alpha                95.960(3)
_cell_angle_beta                 95.697(3)
_cell_angle_gamma                94.746(3)
_cell_volume                     2501.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    9820
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      26.43

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             1074
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.465
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.543
_shelx_estimated_absorpt_T_min   0.786
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6419
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   
;
SADABS 2016/2, bruker AXs, Madison, WI, USA
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58676
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0435
_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       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.929
_diffrn_reflns_theta_max         26.446
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             10232
_reflns_number_gt                8176
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
Structure solved by intrinsic phasing to reveal cationic complex and one 
BF4- anion. Second BF4- anion located in subsequent difference maps along 
with several part occupancy MeCN solvent molecules and a water. Both BF4- 
anions showed some disorder. One BF4 via a rotation about two F atoms which 
are H-bonded to N-H groups, the second via translational disorder reflected 
in Uij for all five atoms elongated in the same direction. The former 
was modelled over two sites using common Uiso to identify sof's and then fixed
sof and Uij refined anisotropically. The second BF4 was modelled isotropically
over three sites with common Uiso and in a 0.25:0.25:0.50 ratio.
Two MeCN molecules were identified and refined with 1,2- and 1,3-DFIX commands
to maintain a linear geometry. One MeCN was disordered over two sites via a pivoting
motion about the terminal N atom.Two part occupancy O atoms were located in the
vicinity of a ligand N-H group - subsequent anisotropic refinement led to further
splitting and in latter cycles of least squares the O was refined isotropically
over 4 positions  with common Uiso. Residual remaining electron density was treated 
with SQUEEZE. Although the final R remained relatively high, the connectivity of the
cationic complex and the two BF4- anions were clearly defined.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0868P)²+22.7889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10232
_refine_ls_number_parameters     660
_refine_ls_number_restraints     74
_refine_ls_R_factor_all          0.1145
_refine_ls_R_factor_gt           0.0924
_refine_ls_wR_factor_ref         0.2643
_refine_ls_wR_factor_gt          0.2449
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.082
_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 0.62115(7) 0.57706(7) 0.25251(4) 0.0204(2) Uani 1 1 d . . . . .
S1 S 0.56521(17) 0.32048(14) 0.29178(8) 0.0384(4) Uani 1 1 d . . . . .
S2 S 0.6744(2) 0.84665(15) 0.30431(9) 0.0487(5) Uani 1 1 d . . . . .
S3 S 0.33404(14) 0.61521(16) 0.19178(7) 0.0353(4) Uani 1 1 d . . . . .
S4 S 0.91198(13) 0.53411(15) 0.22515(7) 0.0306(3) Uani 1 1 d . . . . .
N1 N 0.5768(4) 0.4087(4) 0.2317(2) 0.0257(10) Uani 1 1 d . . . . .
N2 N 0.5691(6) 0.2528(5) 0.1487(3) 0.0424(13) Uani 1 1 d . . . . .
H2A H 0.5987 0.2314 0.1118 0.051 Uiso 1 1 calc R U . . .
N3 N 0.6279(4) 0.5617(4) 0.16248(19) 0.0166(8) Uani 1 1 d . . . . .
N4 N 0.6692(4) 0.7405(4) 0.2407(2) 0.0260(10) Uani 1 1 d . . . . .
N5 N 0.7111(6) 0.8691(5) 0.1628(3) 0.0430(14) Uani 1 1 d . . . . .
H5A H 0.7044 0.8762 0.1211 0.052 Uiso 1 1 calc R U . . .
N6 N 0.4414(4) 0.6115(4) 0.2588(2) 0.0245(9) Uani 1 1 d . . . . .
N7 N 0.2909(4) 0.6585(4) 0.3318(2) 0.0279(10) Uani 1 1 d . . . . .
H7A H 0.2644 0.6422 0.3687 0.033 Uiso 1 1 calc R U . . .
N8 N 0.6187(4) 0.5906(4) 0.3428(2) 0.0182(8) Uani 1 1 d . . . . .
N9 N 0.8010(4) 0.5481(4) 0.2791(2) 0.0217(9) Uani 1 1 d . . . . .
N10 N 0.9468(4) 0.5225(5) 0.3689(2) 0.0319(11) Uani 1 1 d . . . . .
H10A H 0.9689 0.5459 0.4102 0.038 Uiso 1 1 calc R U . . .
C1 C 0.5820(5) 0.3671(5) 0.1715(3) 0.0261(11) Uani 1 1 d . . . . .
C2 C 0.5102(6) 0.1665(5) 0.1818(4) 0.0402(15) Uani 1 1 d . . . . .
C3 C 0.4640(8) 0.0599(7) 0.1482(5) 0.057(2) Uani 1 1 d . . . . .
H3 H 0.4716 0.0463 0.1032 0.068 Uiso 1 1 calc R U . . .
C4 C 0.4075(9) -0.0262(7) 0.1790(6) 0.070(3) Uani 1 1 d . . . . .
H4 H 0.3790 -0.1004 0.1561 0.084 Uiso 1 1 calc R U . . .
C5 C 0.3926(9) -0.0032(7) 0.2440(6) 0.068(3) Uani 1 1 d . . . . .
H5 H 0.3507 -0.0618 0.2652 0.082 Uiso 1 1 calc R U . . .
C6 C 0.4369(7) 0.1024(6) 0.2786(5) 0.051(2) Uani 1 1 d . . . . .
H6 H 0.4259 0.1171 0.3232 0.061 Uiso 1 1 calc R U . . .
C7 C 0.4985(6) 0.1873(5) 0.2467(4) 0.0388(15) Uani 1 1 d . . . . .
C8 C 0.6108(5) 0.4576(5) 0.1289(3) 0.0280(12) Uani 1 1 d . . . . .
C9 C 0.6215(6) 0.4444(6) 0.0629(3) 0.0361(14) Uani 1 1 d . . . . .
H9 H 0.6060 0.3697 0.0387 0.043 Uiso 1 1 calc R U . . .
C10 C 0.6549(7) 0.5411(7) 0.0332(3) 0.0420(16) Uani 1 1 d . . . . .
H10 H 0.6638 0.5330 -0.0118 0.050 Uiso 1 1 calc R U . . .
C11 C 0.6758(6) 0.6507(6) 0.0686(3) 0.0354(13) Uani 1 1 d . . . . .
H11 H 0.6986 0.7181 0.0484 0.042 Uiso 1 1 calc R U . . .
C12 C 0.6622(5) 0.6587(5) 0.1340(3) 0.0250(11) Uani 1 1 d . . . . .
C13 C 0.6805(5) 0.7634(5) 0.1822(3) 0.0285(12) Uani 1 1 d . . . . .
C14 C 0.7538(6) 0.9687(5) 0.2073(4) 0.0409(16) Uani 1 1 d . . . . .
C15 C 0.8069(7) 1.0679(6) 0.1837(5) 0.053(2) Uani 1 1 d . . . . .
H15 H 0.8135 1.0687 0.1388 0.064 Uiso 1 1 calc R U . . .
C16 C 0.8497(8) 1.1647(7) 0.2267(6) 0.066(3) Uani 1 1 d . . . . .
H16 H 0.8853 1.2327 0.2107 0.079 Uiso 1 1 calc R U . . .
C17 C 0.8425(7) 1.1659(7) 0.2918(5) 0.060(2) Uani 1 1 d . . . . .
H17 H 0.8738 1.2332 0.3207 0.072 Uiso 1 1 calc R U . . .
C18 C 0.7889(7) 1.0675(6) 0.3146(5) 0.053(2) Uani 1 1 d . . . . .
H18 H 0.7824 1.0672 0.3596 0.064 Uiso 1 1 calc R U . . .
C19 C 0.7447(6) 0.9696(6) 0.2726(4) 0.0398(15) Uani 1 1 d . . . . .
C20 C 0.4083(5) 0.6282(5) 0.3170(3) 0.0229(11) Uani 1 1 d . . . . .
C21 C 0.2104(5) 0.7155(5) 0.2892(3) 0.0286(12) Uani 1 1 d . . . . .
C22 C 0.1213(6) 0.7856(6) 0.3143(4) 0.0416(16) Uani 1 1 d . . . . .
H22 H 0.1126 0.7934 0.3593 0.050 Uiso 1 1 calc R U . . .
C23 C 0.0458(7) 0.8437(7) 0.2725(4) 0.0517(19) Uani 1 1 d . . . . .
H23 H -0.0155 0.8915 0.2890 0.062 Uiso 1 1 calc R U . . .
C24 C 0.0582(7) 0.8330(7) 0.2075(4) 0.0490(18) Uani 1 1 d . . . . .
H24 H 0.0054 0.8734 0.1796 0.059 Uiso 1 1 calc R U . . .
C25 C 0.1462(6) 0.7646(6) 0.1825(3) 0.0409(15) Uani 1 1 d . . . . .
H25 H 0.1544 0.7574 0.1374 0.049 Uiso 1 1 calc R U . . .
C26 C 0.2236(5) 0.7058(5) 0.2241(3) 0.0307(13) Uani 1 1 d . . . . .
C27 C 0.5099(5) 0.6134(5) 0.3681(3) 0.0265(11) Uani 1 1 d . . . . .
C28 C 0.5055(6) 0.6244(6) 0.4345(3) 0.0363(14) Uani 1 1 d . . . . .
H28 H 0.4295 0.6439 0.4528 0.044 Uiso 1 1 calc R U . . .
C29 C 0.6152(7) 0.6061(8) 0.4734(3) 0.050(2) Uani 1 1 d . . . . .
H29 H 0.6140 0.6121 0.5190 0.060 Uiso 1 1 calc R U . . .
C30 C 0.7270(6) 0.5791(7) 0.4468(3) 0.0411(16) Uani 1 1 d . . . . .
H30 H 0.8021 0.5663 0.4735 0.049 Uiso 1 1 calc R U . . .
C31 C 0.7254(5) 0.5716(5) 0.3804(3) 0.0275(12) Uani 1 1 d . . . . .
C32 C 0.8303(5) 0.5463(5) 0.3411(3) 0.0237(11) Uani 1 1 d . . . . .
C33 C 1.0338(5) 0.4615(5) 0.3338(3) 0.0281(12) Uani 1 1 d . . . . .
C34 C 1.1241(6) 0.4032(6) 0.3666(3) 0.0395(15) Uani 1 1 d . . . . .
H34 H 1.1255 0.4012 0.4120 0.047 Uiso 1 1 calc R U . . .
C35 C 1.2137(7) 0.3469(7) 0.3325(4) 0.0495(18) Uani 1 1 d . . . . .
H35 H 1.2794 0.3100 0.3549 0.059 Uiso 1 1 calc R U . . .
C36 C 1.2066(7) 0.3452(7) 0.2659(4) 0.0501(19) Uani 1 1 d . . . . .
H36 H 1.2673 0.3068 0.2427 0.060 Uiso 1 1 calc R U . . .
C37 C 1.1103(6) 0.3997(6) 0.2328(3) 0.0371(14) Uani 1 1 d . . . . .
H37 H 1.1035 0.3964 0.1869 0.045 Uiso 1 1 calc R U . . .
C38 C 1.0259(5) 0.4580(5) 0.2673(3) 0.0257(11) Uani 1 1 d . . . . .
N1S N 0.2852(11) 0.3053(9) 0.0907(5) 0.104(3) Uani 1 1 d D . . . .
C1SA C 0.221(4) 0.228(3) 0.105(2) 0.067(3) Uiso 0.5 1 d D U P A 1
C2SA C 0.146(2) 0.1313(16) 0.1280(11) 0.075(4) Uiso 0.5 1 d D U P A 1
H2S1 H 0.1795 0.1227 0.1726 0.113 Uiso 0.5 1 calc R U P A 1
H2S2 H 0.1526 0.0591 0.1002 0.113 Uiso 0.5 1 calc R U P A 1
H2S3 H 0.0555 0.1476 0.1267 0.113 Uiso 0.5 1 calc R U P A 1
C1SB C 0.212(4) 0.229(3) 0.098(2) 0.067(3) Uiso 0.5 1 d D U P A 2
C2SB C 0.1182(19) 0.1310(16) 0.1017(11) 0.075(4) Uiso 0.5 1 d D U P A 2
H2S4 H 0.0549 0.1215 0.0633 0.113 Uiso 0.5 1 calc R U P A 2
H2S5 H 0.0742 0.1457 0.1406 0.113 Uiso 0.5 1 calc R U P A 2
H2S6 H 0.1620 0.0598 0.1038 0.113 Uiso 0.5 1 calc R U P A 2
N2S N 1.306(2) 0.139(2) 0.4347(10) 0.104(3) Uani 0.5 1 d D . P . .
C3S C 1.206(2) 0.104(2) 0.4477(16) 0.129(12) Uani 0.5 1 d D U P . .
C4S C 1.076(2) 0.046(2) 0.4349(17) 0.162(17) Uani 0.5 1 d D U P . .
H4S1 H 1.0434 0.0298 0.4759 0.243 Uiso 0.5 1 calc R U P . .
H4S2 H 1.0771 -0.0278 0.4074 0.243 Uiso 0.5 1 calc R U P . .
H4S3 H 1.0187 0.0957 0.4128 0.243 Uiso 0.5 1 calc R U P . .
B1A B 0.1573(18) 0.7024(15) 0.5097(10) 0.058(4) Uani 0.45 1 d D . P B 1
F1A F 0.202(3) 0.656(3) 0.4544(14) 0.081(3) Uani 0.45 1 d D . P B 1
F2A F 0.0399(18) 0.6406(13) 0.5119(9) 0.067(3) Uani 0.45 1 d D . P B 1
F3A F 0.236(3) 0.685(3) 0.5634(12) 0.153(9) Uani 0.45 1 d D . P B 1
F4A F 0.148(2) 0.8185(14) 0.5079(13) 0.154(6) Uani 0.45 1 d D . P B 1
B1B B 0.1222(15) 0.6893(12) 0.5008(8) 0.058(4) Uani 0.55 1 d D . P C 2
F1B F 0.216(2) 0.666(2) 0.4618(12) 0.081(3) Uani 0.55 1 d D . P C 2
F2B F 0.0493(14) 0.5851(9) 0.5031(7) 0.067(3) Uani 0.55 1 d D . P C 2
F3B F 0.174(2) 0.729(2) 0.5621(9) 0.153(9) Uani 0.55 1 d D . P C 2
F4B F 0.0446(19) 0.7641(13) 0.4732(9) 0.154(6) Uani 0.55 1 d D . P C 2
B2A B 0.319(2) 0.8394(19) 0.0047(10) 0.081(6) Uiso 0.25 1 d D . P D 1
F5A F 0.309(3) 0.768(2) 0.0522(11) 0.093(3) Uiso 0.25 1 d D . P D 1
F6A F 0.234(3) 0.799(3) -0.0492(11) 0.100(3) Uiso 0.25 1 d D . P D 1
F7A F 0.444(2) 0.844(3) -0.0109(14) 0.105(4) Uiso 0.25 1 d D . P D 1
F8A F 0.290(3) 0.947(2) 0.0286(14) 0.121(5) Uiso 0.25 1 d D . P D 1
B2B B 0.190(2) 0.7954(18) -0.0170(10) 0.081(6) Uiso 0.25 1 d D . P E 2
F5B F 0.206(3) 0.714(2) 0.0253(11) 0.093(3) Uiso 0.25 1 d D . P E 2
F6B F 0.123(3) 0.739(2) -0.0727(10) 0.100(3) Uiso 0.25 1 d D . P E 2
F7B F 0.307(2) 0.843(2) -0.0318(14) 0.105(4) Uiso 0.25 1 d D . P E 2
F8B F 0.122(3) 0.882(2) 0.0070(14) 0.121(5) Uiso 0.25 1 d D . P E 2
B2C B 0.2630(14) 0.8153(12) -0.0021(7) 0.081(6) Uiso 0.5 1 d D . P F 3
F5C F 0.2631(14) 0.7353(12) 0.0411(7) 0.093(3) Uiso 0.5 1 d D . P F 3
F6C F 0.1851(14) 0.7675(14) -0.0576(6) 0.100(3) Uiso 0.5 1 d D . P F 3
F7C F 0.3873(13) 0.8422(14) -0.0172(7) 0.105(4) Uiso 0.5 1 d D . P F 3
F8C F 0.2119(17) 0.9111(13) 0.0243(8) 0.121(5) Uiso 0.5 1 d D . P F 3
O1W O 0.871(2) 0.900(2) 0.0565(12) 0.064(3) Uiso 0.29 1 d . . P G 1
O2W O 0.673(3) 0.920(2) 0.0356(13) 0.064(3) Uiso 0.25 1 d . . P H 2
O3W O 0.816(2) 0.903(2) 0.0429(12) 0.064(3) Uiso 0.28 1 d . . P I 3
O4W O 0.607(4) 0.895(3) 0.0241(18) 0.064(3) Uiso 0.18 1 d . . P J 4


_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 N8 1.881(4) . ?
Fe1 N3 1.881(4) . ?
Fe1 N1 1.962(5) . ?
Fe1 N4 1.967(5) . ?
Fe1 N6 1.970(4) . ?
Fe1 N9 1.976(4) . ?
S1 N1 1.707(5) . ?
S1 C7 1.775(7) . ?
S2 N4 1.709(5) . ?
S2 C19 1.770(7) . ?
S3 N6 1.714(5) . ?
S3 C26 1.763(6) . ?
S4 N9 1.704(4) . ?
S4 C38 1.762(6) . ?
N1 C1 1.308(8) . ?
N2 C1 1.353(8) . ?
N2 C2 1.410(9) . ?
N2 H2A 0.8800 . ?
N3 C8 1.321(7) . ?
N3 C12 1.365(7) . ?
N4 C13 1.293(7) . ?
N5 C13 1.355(8) . ?
N5 C14 1.418(9) . ?
N5 H5A 0.8800 . ?
N6 C20 1.298(7) . ?
N7 C20 1.362(7) . ?
N7 C21 1.416(7) . ?
N7 H7A 0.8800 . ?
N8 C27 1.338(7) . ?
N8 C31 1.348(7) . ?
N9 C32 1.306(7) . ?
N10 C32 1.360(7) . ?
N10 C33 1.413(7) . ?
N10 H10A 0.8800 . ?
C1 C8 1.476(8) . ?
C2 C7 1.372(11) . ?
C2 C3 1.381(10) . ?
C3 C4 1.369(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(15) . ?
C4 H4 0.9500 . ?
C5 C6 1.376(12) . ?
C5 H5 0.9500 . ?
C6 C7 1.396(9) . ?
C6 H6 0.9500 . ?
C8 C9 1.390(8) . ?
C9 C10 1.373(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.392(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.481(8) . ?
C14 C19 1.376(11) . ?
C14 C15 1.393(10) . ?
C15 C16 1.377(13) . ?
C15 H15 0.9500 . ?
C16 C17 1.369(14) . ?
C16 H16 0.9500 . ?
C17 C18 1.380(12) . ?
C17 H17 0.9500 . ?
C18 C19 1.379(10) . ?
C18 H18 0.9500 . ?
C20 C27 1.465(7) . ?
C21 C26 1.376(9) . ?
C21 C22 1.394(8) . ?
C22 C23 1.385(10) . ?
C22 H22 0.9500 . ?
C23 C24 1.370(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.372(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.397(8) . ?
C25 H25 0.9500 . ?
C27 C28 1.387(8) . ?
C28 C29 1.383(9) . ?
C28 H28 0.9500 . ?
C29 C30 1.390(9) . ?
C29 H29 0.9500 . ?
C30 C31 1.379(8) . ?
C30 H30 0.9500 . ?
C31 C32 1.467(7) . ?
C33 C34 1.378(8) . ?
C33 C38 1.381(8) . ?
C34 C35 1.397(10) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(11) . ?
C35 H35 0.9500 . ?
C36 C37 1.397(9) . ?
C36 H36 0.9500 . ?
C37 C38 1.373(8) . ?
C37 H37 0.9500 . ?
N1S C1SB 1.154(9) . ?
N1S C1SA 1.162(9) . ?
C1SA C2SA 1.462(9) . ?
C2SA H2S1 0.9800 . ?
C2SA H2S2 0.9800 . ?
C2SA H2S3 0.9800 . ?
C1SB C2SB 1.454(9) . ?
C2SB H2S4 0.9800 . ?
C2SB H2S5 0.9800 . ?
C2SB H2S6 0.9800 . ?
N2S C3S 1.165(10) . ?
C3S C4S 1.459(10) . ?
C4S H4S1 0.9800 . ?
C4S H4S2 0.9800 . ?
C4S H4S3 0.9800 . ?
B1A F4A 1.362(10) . ?
B1A F3A 1.364(10) . ?
B1A F1A 1.368(10) . ?
B1A F2A 1.378(10) . ?
B1B F3B 1.359(10) . ?
B1B F1B 1.362(9) . ?
B1B F4B 1.369(10) . ?
B1B F2B 1.382(10) . ?
B2A F5A 1.367(10) . ?
B2A F8A 1.368(10) . ?
B2A F6A 1.378(10) . ?
B2A F7A 1.380(10) . ?
B2B F8B 1.363(10) . ?
B2B F5B 1.366(10) . ?
B2B F6B 1.375(10) . ?
B2B F7B 1.378(10) . ?
B2C F5C 1.360(10) . ?
B2C F8C 1.362(10) . ?
B2C F6C 1.387(10) . ?
B2C F7C 1.388(10) . ?

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
N8 Fe1 N3 178.45(17) . . ?
N8 Fe1 N1 99.95(19) . . ?
N3 Fe1 N1 79.63(19) . . ?
N8 Fe1 N4 100.04(19) . . ?
N3 Fe1 N4 80.36(19) . . ?
N1 Fe1 N4 160.0(2) . . ?
N8 Fe1 N6 79.80(18) . . ?
N3 Fe1 N6 101.71(17) . . ?
N1 Fe1 N6 94.15(19) . . ?
N4 Fe1 N6 90.21(19) . . ?
N8 Fe1 N9 80.29(17) . . ?
N3 Fe1 N9 98.20(17) . . ?
N1 Fe1 N9 89.48(19) . . ?
N4 Fe1 N9 93.04(19) . . ?
N6 Fe1 N9 160.09(19) . . ?
N1 S1 C7 101.1(3) . . ?
N4 S2 C19 101.9(3) . . ?
N6 S3 C26 100.8(3) . . ?
N9 S4 C38 101.2(2) . . ?
C1 N1 S1 122.1(4) . . ?
C1 N1 Fe1 115.9(4) . . ?
S1 N1 Fe1 120.7(3) . . ?
C1 N2 C2 122.6(6) . . ?
C1 N2 H2A 118.7 . . ?
C2 N2 H2A 118.7 . . ?
C8 N3 C12 121.0(5) . . ?
C8 N3 Fe1 120.2(4) . . ?
C12 N3 Fe1 118.5(4) . . ?
C13 N4 S2 122.8(4) . . ?
C13 N4 Fe1 116.8(4) . . ?
S2 N4 Fe1 119.9(3) . . ?
C13 N5 C14 122.2(6) . . ?
C13 N5 H5A 118.9 . . ?
C14 N5 H5A 118.9 . . ?
C20 N6 S3 121.9(4) . . ?
C20 N6 Fe1 115.7(4) . . ?
S3 N6 Fe1 122.3(3) . . ?
C20 N7 C21 121.7(5) . . ?
C20 N7 H7A 119.2 . . ?
C21 N7 H7A 119.2 . . ?
C27 N8 C31 121.4(5) . . ?
C27 N8 Fe1 119.5(4) . . ?
C31 N8 Fe1 119.0(4) . . ?
C32 N9 S4 122.4(4) . . ?
C32 N9 Fe1 115.3(3) . . ?
S4 N9 Fe1 122.2(2) . . ?
C32 N10 C33 122.4(5) . . ?
C32 N10 H10A 118.8 . . ?
C33 N10 H10A 118.8 . . ?
N1 C1 N2 125.2(5) . . ?
N1 C1 C8 113.6(5) . . ?
N2 C1 C8 121.1(5) . . ?
C7 C2 C3 120.0(7) . . ?
C7 C2 N2 120.8(6) . . ?
C3 C2 N2 119.2(7) . . ?
C4 C3 C2 120.7(9) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 118.8(8) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C6 C5 C4 121.6(8) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 118.4(9) . . ?
C5 C6 H6 120.8 . . ?
C7 C6 H6 120.8 . . ?
C2 C7 C6 120.3(7) . . ?
C2 C7 S1 120.7(5) . . ?
C6 C7 S1 119.0(6) . . ?
N3 C8 C9 120.9(5) . . ?
N3 C8 C1 110.4(5) . . ?
C9 C8 C1 128.7(6) . . ?
C10 C9 C8 118.9(6) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C9 C10 C11 120.5(6) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 118.0(6) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
N3 C12 C11 120.6(5) . . ?
N3 C12 C13 110.6(5) . . ?
C11 C12 C13 128.8(5) . . ?
N4 C13 N5 126.9(6) . . ?
N4 C13 C12 113.6(5) . . ?
N5 C13 C12 119.4(5) . . ?
C19 C14 C15 119.7(7) . . ?
C19 C14 N5 121.9(6) . . ?
C15 C14 N5 118.4(7) . . ?
C16 C15 C14 118.8(9) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C17 C16 C15 122.0(8) . . ?
C17 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
C16 C17 C18 118.8(8) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C19 C18 C17 120.5(9) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C14 C19 C18 120.3(7) . . ?
C14 C19 S2 121.1(5) . . ?
C18 C19 S2 118.6(6) . . ?
N6 C20 N7 124.8(5) . . ?
N6 C20 C27 114.3(5) . . ?
N7 C20 C27 120.8(5) . . ?
C26 C21 C22 120.2(6) . . ?
C26 C21 N7 120.5(5) . . ?
C22 C21 N7 119.2(6) . . ?
C23 C22 C21 118.7(7) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C24 C23 C22 120.9(7) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 120.7(6) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C26 119.2(7) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C21 C26 C25 120.3(6) . . ?
C21 C26 S3 120.4(4) . . ?
C25 C26 S3 119.3(5) . . ?
N8 C27 C28 120.7(5) . . ?
N8 C27 C20 110.5(5) . . ?
C28 C27 C20 128.7(5) . . ?
C29 C28 C27 118.0(5) . . ?
C29 C28 H28 121.0 . . ?
C27 C28 H28 121.0 . . ?
C28 C29 C30 121.1(6) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 117.9(6) . . ?
C31 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
N8 C31 C30 120.8(5) . . ?
N8 C31 C32 110.8(5) . . ?
C30 C31 C32 128.3(5) . . ?
N9 C32 N10 124.5(5) . . ?
N9 C32 C31 114.4(5) . . ?
N10 C32 C31 121.1(5) . . ?
C34 C33 C38 120.5(5) . . ?
C34 C33 N10 119.2(5) . . ?
C38 C33 N10 120.3(5) . . ?
C33 C34 C35 119.3(6) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C36 C35 C34 119.8(6) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 120.3(6) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C38 C37 C36 119.1(6) . . ?
C38 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C37 C38 C33 120.9(5) . . ?
C37 C38 S4 118.4(5) . . ?
C33 C38 S4 120.7(4) . . ?
N1S C1SA C2SA 176(4) . . ?
C1SA C2SA H2S1 109.5 . . ?
C1SA C2SA H2S2 109.5 . . ?
H2S1 C2SA H2S2 109.5 . . ?
C1SA C2SA H2S3 109.5 . . ?
H2S1 C2SA H2S3 109.5 . . ?
H2S2 C2SA H2S3 109.5 . . ?
N1S C1SB C2SB 176(4) . . ?
C1SB C2SB H2S4 109.5 . . ?
C1SB C2SB H2S5 109.5 . . ?
H2S4 C2SB H2S5 109.5 . . ?
C1SB C2SB H2S6 109.5 . . ?
H2S4 C2SB H2S6 109.5 . . ?
H2S5 C2SB H2S6 109.5 . . ?
N2S C3S C4S 156(3) . . ?
C3S C4S H4S1 109.5 . . ?
C3S C4S H4S2 109.5 . . ?
H4S1 C4S H4S2 109.5 . . ?
C3S C4S H4S3 109.5 . . ?
H4S1 C4S H4S3 109.5 . . ?
H4S2 C4S H4S3 109.5 . . ?
F4A B1A F3A 109.6(13) . . ?
F4A B1A F1A 110.0(13) . . ?
F3A B1A F1A 111.3(13) . . ?
F4A B1A F2A 112.9(13) . . ?
F3A B1A F2A 107.7(13) . . ?
F1A B1A F2A 105.2(12) . . ?
F3B B1B F1B 111.2(12) . . ?
F3B B1B F4B 113.4(12) . . ?
F1B B1B F4B 108.9(12) . . ?
F3B B1B F2B 108.0(11) . . ?
F1B B1B F2B 106.7(11) . . ?
F4B B1B F2B 108.4(11) . . ?
F5A B2A F8A 107.9(13) . . ?
F5A B2A F6A 111.0(14) . . ?
F8A B2A F6A 109.2(14) . . ?
F5A B2A F7A 108.0(13) . . ?
F8A B2A F7A 110.5(14) . . ?
F6A B2A F7A 110.2(14) . . ?
F8B B2B F5B 111.1(14) . . ?
F8B B2B F6B 108.9(14) . . ?
F5B B2B F6B 106.9(13) . . ?
F8B B2B F7B 109.6(14) . . ?
F5B B2B F7B 111.6(14) . . ?
F6B B2B F7B 108.7(14) . . ?
F5C B2C F8C 108.1(11) . . ?
F5C B2C F6C 108.0(11) . . ?
F8C B2C F6C 109.1(11) . . ?
F5C B2C F7C 110.2(11) . . ?
F8C B2C F7C 111.7(12) . . ?
F6C B2C F7C 109.6(11) . . ?

_refine_diff_density_max         1.458
_refine_diff_density_min         -0.974
_refine_diff_density_rms         0.138



####################################################################### 
# 
# 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_Compound6
_database_code_depnum_ccdc_archive 'CCDC 1850717'
_audit_update_record             
;
2018-06-20 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
_audit_creation_date             2018-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C19 H13 N5 S2 Zn0.5), 2(C F3 O3 S), C H4 O'
_chemical_formula_sum            'C41 H30 F6 N10 O7 S6 Zn'
_chemical_formula_weight         1146.48
_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 0.0033 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'
Zn Zn 0.2839 1.4301 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.6103(9)
_cell_length_b                   11.4305(4)
_cell_length_c                   29.8443(8)
_cell_angle_alpha                90
_cell_angle_beta                 103.9985(10)
_cell_angle_gamma                90
_cell_volume                     9139.1(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9783
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.89
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.820
_exptl_absorpt_coefficient_mu    0.899
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             4656
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
Bruker APEX-II, Bruker AXS, wisconsin, USA
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            110527
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.403
_diffrn_reflns_theta_min         2.846
_diffrn_ambient_temperature      173.19
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD with Photon detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7843
_reflns_number_total             9368
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXT (Sheldrick, 2015)'

_refine_special_details          
;
Structure solved by direct methods. All non-H atoms refined
anisotropically. H atoms added at calc positions.
disorder in one triflate anion modelled over 2 sites in a 50:50
ratio with appropriate geometric constraints for CF3 and SO3 units.
;
_refine_diff_density_max         1.573
_refine_diff_density_min         -1.267
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     687
_refine_ls_number_reflns         9368
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      1.160
_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)+(0.0161P)²+65.7495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1182

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 S11-O11 = S11-O12 = S11-O13
 1.46241 with sigma of 0.01
 O11-O12 = O11-O13 = O12-O13
 2.388116 with sigma of 0.02
 C0AA-F11 = C0AA-F12 = C0AA-F13
 1.31517 with sigma of 0.01
 F11-F12 = F11-F13 = F12-F13
 2.147673 with sigma of 0.02
 S21-O21A = S21-O21B = S21-O21C
 1.46241 with sigma of 0.01
 O21A-O21B = O21A-O21C = O21B-O21C
 2.388116 with sigma of 0.02
 S22-O22A = S22-O22B = S22-O22C
 1.46241 with sigma of 0.01
 O22A-O22B = O22A-O22C = O22B-O22C
 2.388116 with sigma of 0.02
 C21S-F21A = C21S-F21B = C21S-F21C
 1.31517 with sigma of 0.01
 C22S-F22A = C22S-F22B = C22S-F22C
 1.31517 with sigma of 0.01
 F21A-F21B = F21A-F21C = F21B-F21C
 2.147673 with sigma of 0.02
 F22A-F22B = F22A-F22C = F22B-F22C
 2.147673 with sigma of 0.02
3. Rigid bond restraints
 F22A, F22B, F22C, C22S, C22S, C22S, F21A, F21B, F21C, C21S, C21S, C21S
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S22, S22, S22, O22A, O22B, O22C, S21, S21, S21, O21A, O21B, O21C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
S22 \\sim S21: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C22S \\sim C21S: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
Uanis(O21A) = Uanis(O21B) = Uanis(O21C) = Uanis(O22A) = Uanis(O22B) =
Uanis(O22C)
5. Others
 1(DFIX)=1(DFIX)=1(DFIX)=FVAR(1)
 1(DFIX)=1(DFIX)=1(DFIX)=1.633*FVAR(2)
 1(DFIX)=1(DFIX)=1(DFIX)=FVAR(2)
 1(DFIX)=1(DFIX)=1(DFIX)=1.633*FVAR(3)
 Fixed Sof: S22(0.5) F22A(0.5) F22B(0.5) F22C(0.5) O22A(0.5) O22B(0.5)
 O22C(0.5) C22S(0.5) S21(0.5) F21A(0.5) F21B(0.5) F21C(0.5) O21A(0.5) O21B(0.5)
 O21C(0.5) C21S(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 N2(H2A), N5(H5A), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11),
 C15(H15), C16(H16), C17(H17), C18(H18), N7(H7A), N10(H10A), C21(H21), C22(H22),
  C23(H23), C24(H24), C28(H28), C29(H29), C30(H30), C34(H34), C35(H35),
 C36(H36), C37(H37)
6.b Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC)
6.c Idealised tetrahedral OH refined as rotating group:
 O1S(H1S)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Zn1 Zn 0.0000 0.77929(5) 0.2500 0.02268(14) Uani 1 2 d S T P . .
S1 S 0.06097(4) 0.96457(9) 0.19483(3) 0.0317(2) Uani 1 1 d . . . . .
S2 S 0.02872(3) 0.61252(9) 0.16116(3) 0.0295(2) Uani 1 1 d . . . . .
N1 N 0.00637(11) 0.8945(3) 0.19412(10) 0.0244(6) Uani 1 1 d . . . . .
N2 N -0.02511(12) 0.9063(3) 0.11329(11) 0.0314(7) Uani 1 1 d . . . . .
H2A H -0.0529 0.9084 0.0914 0.038 Uiso 1 1 calc R . . . .
N3 N -0.06904(11) 0.7736(3) 0.20465(10) 0.0233(6) Uani 1 1 d . . . . .
N4 N 0.04825(11) 0.6658(3) 0.21610(10) 0.0242(6) Uani 1 1 d . . . . .
N5 N 0.13316(13) 0.6594(5) 0.21441(12) 0.0646(15) Uani 1 1 d . . . . .
H5A H 0.1631 0.6468 0.2322 0.078 Uiso 1 1 calc R . . . .
C1 C 0.06332(15) 0.9571(4) 0.13622(14) 0.0318(9) Uani 1 1 d . . . . .
C2 C 0.10822(16) 0.9803(4) 0.12459(17) 0.0415(11) Uani 1 1 d . . . . .
H2 H 0.1379 0.9921 0.1481 0.050 Uiso 1 1 calc R . . . .
C3 C 0.10931(18) 0.9859(5) 0.07827(18) 0.0516(13) Uani 1 1 d . . . . .
H3 H 0.1395 1.0053 0.0700 0.062 Uiso 1 1 calc R . . . .
C4 C 0.06694(19) 0.9637(5) 0.04446(17) 0.0508(12) Uani 1 1 d . . . . .
H4 H 0.0679 0.9679 0.0129 0.061 Uiso 1 1 calc R . . . .
C5 C 0.02252(17) 0.9350(4) 0.05611(15) 0.0419(11) Uani 1 1 d . . . . .
H5 H -0.0064 0.9164 0.0326 0.050 Uiso 1 1 calc R . . . .
C6 C 0.02058(15) 0.9337(4) 0.10196(14) 0.0316(9) Uani 1 1 d . . . . .
C7 C -0.02747(13) 0.8768(3) 0.15665(12) 0.0238(7) Uani 1 1 d . . . . .
C8 C -0.07412(13) 0.8191(3) 0.16277(12) 0.0235(7) Uani 1 1 d . . . . .
C9 C -0.11961(14) 0.8150(4) 0.12980(13) 0.0297(8) Uani 1 1 d . . . . .
H9 H -0.1230 0.8472 0.0998 0.036 Uiso 1 1 calc R . . . .
C10 C -0.15954(15) 0.7625(4) 0.14234(14) 0.0342(9) Uani 1 1 d . . . . .
H10 H -0.1909 0.7578 0.1206 0.041 Uiso 1 1 calc R . . . .
C11 C -0.15417(14) 0.7166(4) 0.18635(14) 0.0392(10) Uani 1 1 d . . . . .
H11 H -0.1815 0.6811 0.1952 0.047 Uiso 1 1 calc R . . . .
C12 C -0.10789(14) 0.7240(4) 0.21685(13) 0.0311(9) Uani 1 1 d . . . . .
C13 C 0.09490(14) 0.6801(4) 0.23467(13) 0.0305(9) Uani 1 1 d . . . . .
C14 C 0.12696(14) 0.6571(4) 0.16621(14) 0.0339(9) Uani 1 1 d . . . . .
C15 C 0.16823(15) 0.6731(4) 0.14774(15) 0.0401(10) Uani 1 1 d . . . . .
H15 H 0.2005 0.6846 0.1675 0.048 Uiso 1 1 calc R . . . .
C16 C 0.16172(16) 0.6721(4) 0.10056(15) 0.0415(10) Uani 1 1 d . . . . .
H16 H 0.1898 0.6805 0.0877 0.050 Uiso 1 1 calc R . . . .
C17 C 0.11490(18) 0.6591(5) 0.07181(16) 0.0526(13) Uani 1 1 d . . . . .
H17 H 0.1108 0.6594 0.0393 0.063 Uiso 1 1 calc R . . . .
C18 C 0.07383(16) 0.6457(4) 0.09008(15) 0.0410(10) Uani 1 1 d . . . . .
H18 H 0.0414 0.6392 0.0702 0.049 Uiso 1 1 calc R . . . .
C19 C 0.08019(14) 0.6418(3) 0.13734(13) 0.0261(8) Uani 1 1 d . . . . .
Zn2 Zn 0.0000 0.29458(5) 0.2500 0.02232(14) Uani 1 2 d S T P . .
S3 S -0.09336(4) 0.11711(9) 0.18799(3) 0.0311(2) Uani 1 1 d . . . . .
S4 S -0.07639(3) 0.46869(9) 0.16075(3) 0.0278(2) Uani 1 1 d . . . . .
N6 N -0.03723(11) 0.1836(3) 0.19112(10) 0.0224(6) Uani 1 1 d . . . . .
N7 N -0.04545(11) 0.1827(3) 0.11030(11) 0.0317(8) Uani 1 1 d . . . . .
H7A H -0.0282 0.1847 0.0891 0.038 Uiso 1 1 calc R . . . .
N8 N 0.04562(10) 0.3030(3) 0.20500(10) 0.0225(6) Uani 1 1 d . . . . .
N9 N -0.06686(10) 0.4115(3) 0.21513(10) 0.0218(6) Uani 1 1 d . . . . .
N10 N -0.15247(13) 0.4170(5) 0.21429(13) 0.0716(17) Uani 1 1 d . . . . .
H10A H -0.1729 0.4254 0.2325 0.086 Uiso 1 1 calc R . . . .
C20 C -0.12399(15) 0.1309(3) 0.12870(14) 0.0309(9) Uani 1 1 d . . . . .
C21 C -0.17481(16) 0.1095(4) 0.11459(18) 0.0472(12) Uani 1 1 d . . . . .
H21 H -0.1935 0.0931 0.1367 0.057 Uiso 1 1 calc R . . . .
C22 C -0.19830(18) 0.1122(6) 0.0678(2) 0.0633(16) Uani 1 1 d . . . . .
H22 H -0.2330 0.0960 0.0579 0.076 Uiso 1 1 calc R . . . .
C23 C -0.17169(19) 0.1381(6) 0.03584(18) 0.0613(15) Uani 1 1 d . . . . .
H23 H -0.1879 0.1397 0.0039 0.074 Uiso 1 1 calc R . . . .
C24 C -0.12113(16) 0.1619(4) 0.05003(15) 0.0435(11) Uani 1 1 d . . . . .
H24 H -0.1029 0.1815 0.0279 0.052 Uiso 1 1 calc R . . . .
C25 C -0.09718(14) 0.1572(4) 0.09626(14) 0.0299(9) Uani 1 1 d . . . . .
C26 C -0.02140(13) 0.2042(3) 0.15457(12) 0.0237(7) Uani 1 1 d . . . . .
C27 C 0.02933(13) 0.2580(3) 0.16285(12) 0.0204(7) Uani 1 1 d . . . . .
C28 C 0.05821(14) 0.2614(3) 0.13082(13) 0.0287(8) Uani 1 1 d . . . . .
H28 H 0.0465 0.2282 0.1010 0.034 Uiso 1 1 calc R . . . .
C29 C 0.10452(15) 0.3145(4) 0.14358(14) 0.0366(10) Uani 1 1 d . . . . .
H29 H 0.1249 0.3192 0.1221 0.044 Uiso 1 1 calc R . . . .
C30 C 0.12137(14) 0.3607(4) 0.18723(15) 0.0405(11) Uani 1 1 d . . . . .
H30 H 0.1531 0.3975 0.1962 0.049 Uiso 1 1 calc R . . . .
C31 C 0.09077(13) 0.3521(4) 0.21785(14) 0.0294(8) Uani 1 1 d . . . . .
C32 C -0.10334(13) 0.3967(4) 0.23407(14) 0.0323(9) Uani 1 1 d . . . . .
C33 C -0.17231(14) 0.4252(4) 0.16638(14) 0.0337(9) Uani 1 1 d . . . . .
C34 C -0.22322(15) 0.4125(4) 0.14837(16) 0.0408(11) Uani 1 1 d . . . . .
H34 H -0.2446 0.3970 0.1683 0.049 Uiso 1 1 calc R . . . .
C35 C -0.24267(16) 0.4224(5) 0.10154(17) 0.0473(12) Uani 1 1 d . . . . .
H35 H -0.2776 0.4152 0.0891 0.057 Uiso 1 1 calc R . . . .
C36 C -0.21151(18) 0.4426(6) 0.07273(17) 0.0589(15) Uani 1 1 d . . . . .
H36 H -0.2250 0.4495 0.0404 0.071 Uiso 1 1 calc R . . . .
C37 C -0.16041(16) 0.4530(5) 0.09065(15) 0.0450(11) Uani 1 1 d . . . . .
H37 H -0.1390 0.4655 0.0705 0.054 Uiso 1 1 calc R . . . .
C38 C -0.14082(13) 0.4452(3) 0.13733(13) 0.0259(8) Uani 1 1 d . . . . .
S22 S -0.28133(10) 0.6011(3) 0.24274(11) 0.0272(6) Uani 0.5 1 d D U . A 2
F22A F -0.33349(19) 0.4556(4) 0.2797(2) 0.0501(14) Uani 0.5 1 d D U . A 2
F22B F -0.2551(2) 0.4361(6) 0.3046(2) 0.0668(17) Uani 0.5 1 d D U . A 2
F22C F -0.2912(3) 0.3777(7) 0.2363(3) 0.062(3) Uani 0.5 1 d D U . A 2
O22A O -0.2858(5) 0.6862(11) 0.2777(4) 0.0398(7) Uani 0.5 1 d D U . A 2
O22B O -0.23130(19) 0.5899(6) 0.2359(2) 0.0398(7) Uani 0.5 1 d D U . A 2
O22C O -0.3204(2) 0.6079(6) 0.20098(19) 0.0398(7) Uani 0.5 1 d D U . A 2
C22S C -0.2906(3) 0.4596(11) 0.2674(3) 0.036(3) Uani 0.5 1 d D U . A 2
S21 S -0.27678(10) 0.4817(3) 0.26332(10) 0.0248(6) Uani 0.5 1 d D U . B 1
F21A F -0.34812(16) 0.6285(4) 0.22752(17) 0.0392(11) Uani 0.5 1 d D U . B 1
F21B F -0.2842(2) 0.6431(5) 0.20012(19) 0.0530(14) Uani 0.5 1 d D U . B 1
F21C F -0.2816(4) 0.7066(7) 0.2683(3) 0.063(3) Uani 0.5 1 d D U . B 1
O21A O -0.2917(2) 0.4790(6) 0.30613(19) 0.0398(7) Uani 0.5 1 d D U . B 1
O21B O -0.3018(4) 0.3972(11) 0.2292(4) 0.0398(7) Uani 0.5 1 d D U . B 1
O21C O -0.22364(19) 0.4906(5) 0.2679(2) 0.0398(7) Uani 0.5 1 d D U . B 1
C21S C -0.2988(3) 0.6234(10) 0.2383(3) 0.031(3) Uani 0.5 1 d D U . B 1
S11 S 0.40323(5) 0.21981(15) 0.01312(4) 0.0594(4) Uani 1 1 d D . . . .
F11 F 0.32063(15) 0.2582(5) -0.04757(13) 0.1120(17) Uani 1 1 d D . . . .
F12 F 0.32948(16) 0.0798(4) -0.02439(16) 0.1144(17) Uani 1 1 d D . . . .
F13 F 0.31195(13) 0.2114(4) 0.01950(13) 0.0949(13) Uani 1 1 d D . . . .
O11 O 0.41669(16) 0.1355(4) 0.04976(14) 0.0803(13) Uani 1 1 d D . . . .
O12 O 0.42563(15) 0.1991(5) -0.02531(13) 0.0841(15) Uani 1 1 d D . . . .
O13 O 0.40437(15) 0.3401(3) 0.02835(11) 0.0676(12) Uani 1 1 d D . . . .
C0AA C 0.3379(2) 0.1913(6) -0.01138(19) 0.075(2) Uani 1 1 d D . . . .
O1S O 0.52156(15) 0.2071(4) -0.03347(13) 0.0682(11) Uani 1 1 d . . . . .
H1S H 0.4950 0.2095 -0.0245 0.102 Uiso 1 1 calc GR . . . .
C1S C 0.5311(2) 0.0991(5) -0.04260(18) 0.0589(14) Uani 1 1 d . . . . .
H1SA H 0.5564 0.0980 -0.0606 0.088 Uiso 1 1 calc GR . . . .
H1SB H 0.5005 0.0618 -0.0604 0.088 Uiso 1 1 calc GR . . . .
H1SC H 0.5435 0.0563 -0.0136 0.088 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
Zn1 N1 2.165(3) . ?
Zn1 N1 2.165(3) 2 ?
Zn1 N3 2.055(3) . ?
Zn1 N3 2.055(3) 2 ?
Zn1 N4 2.266(3) 2 ?
Zn1 N4 2.266(3) . ?
S1 N1 1.703(3) . ?
S1 C1 1.768(4) . ?
S2 N4 1.709(3) . ?
S2 C19 1.768(4) . ?
N1 C7 1.288(5) . ?
N2 H2A 0.8800 . ?
N2 C6 1.418(5) . ?
N2 C7 1.354(5) . ?
N3 C8 1.329(5) . ?
N3 C12 1.339(5) . ?
N4 C13 1.284(5) . ?
N5 H5A 0.8800 . ?
N5 C13 1.359(5) . ?
N5 C14 1.407(5) . ?
C1 C2 1.391(6) . ?
C1 C6 1.388(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.371(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.382(6) . ?
C7 C8 1.497(5) . ?
C8 C9 1.396(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(5) . ?
C12 C13 1.491(5) 2 ?
C13 C12 1.491(5) 2 ?
C14 C15 1.393(6) . ?
C14 C19 1.379(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.376(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.376(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.379(6) . ?
Zn2 N6 2.209(3) . ?
Zn2 N6 2.209(3) 2 ?
Zn2 N8 2.054(3) . ?
Zn2 N8 2.054(3) 2 ?
Zn2 N9 2.312(3) . ?
Zn2 N9 2.312(3) 2 ?
S3 N6 1.708(3) . ?
S3 C20 1.774(4) . ?
S4 N9 1.710(3) . ?
S4 C38 1.768(4) . ?
N6 C26 1.291(5) . ?
N7 H7A 0.8800 . ?
N7 C25 1.418(5) . ?
N7 C26 1.350(5) . ?
N8 C27 1.332(4) . ?
N8 C31 1.336(5) . ?
N9 C32 1.280(5) . ?
N10 H10A 0.8800 . ?
N10 C32 1.362(5) . ?
N10 C33 1.405(5) . ?
C20 C21 1.386(6) . ?
C20 C25 1.386(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.368(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.379(6) . ?
C26 C27 1.495(5) . ?
C27 C28 1.386(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.383(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.378(6) . ?
C30 H30 0.9500 . ?
C30 C31 1.390(5) . ?
C31 C32 1.483(5) 2 ?
C32 C31 1.483(5) 2 ?
C33 C34 1.386(5) . ?
C33 C38 1.387(5) . ?
C34 H34 0.9500 . ?
C34 C35 1.375(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.375(7) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(6) . ?
C37 H37 0.9500 . ?
C37 C38 1.370(6) . ?
S22 O22A 1.453(8) . ?
S22 O22B 1.449(5) . ?
S22 O22C 1.440(5) . ?
S22 C22S 1.821(13) . ?
F22A C22S 1.322(8) . ?
F22B C22S 1.319(9) . ?
F22C C22S 1.315(9) . ?
S21 O21A 1.434(5) . ?
S21 O21B 1.451(8) . ?
S21 O21C 1.444(5) . ?
S21 C21S 1.825(12) . ?
F21A C21S 1.323(8) . ?
F21B C21S 1.317(9) . ?
F21C C21S 1.312(9) . ?
S11 O11 1.437(4) . ?
S11 O12 1.448(4) . ?
S11 O13 1.446(4) . ?
S11 C0AA 1.805(6) . ?
F11 C0AA 1.315(6) . ?
F12 C0AA 1.337(6) . ?
F13 C0AA 1.317(6) . ?
O1S H1S 0.8400 . ?
O1S C1S 1.305(7) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N1 105.11(16) 2 . ?
N1 Zn1 N4 80.69(11) . . ?
N1 Zn1 N4 80.69(11) 2 2 ?
N1 Zn1 N4 149.13(11) 2 . ?
N1 Zn1 N4 149.13(11) . 2 ?
N3 Zn1 N1 106.94(11) 2 . ?
N3 Zn1 N1 75.35(11) . . ?
N3 Zn1 N1 106.94(11) . 2 ?
N3 Zn1 N1 75.35(11) 2 2 ?
N3 Zn1 N3 176.37(17) 2 . ?
N3 Zn1 N4 73.98(11) 2 . ?
N3 Zn1 N4 73.98(11) . 2 ?
N3 Zn1 N4 103.87(11) 2 2 ?
N3 Zn1 N4 103.87(11) . . ?
N4 Zn1 N4 110.11(15) 2 . ?
N1 S1 C1 102.08(17) . . ?
N4 S2 C19 102.74(16) . . ?
S1 N1 Zn1 120.88(16) . . ?
C7 N1 Zn1 113.4(2) . . ?
C7 N1 S1 122.6(3) . . ?
C6 N2 H2A 118.9 . . ?
C7 N2 H2A 118.9 . . ?
C7 N2 C6 122.3(3) . . ?
C8 N3 Zn1 118.5(2) . . ?
C8 N3 C12 120.8(3) . . ?
C12 N3 Zn1 120.7(2) . . ?
S2 N4 Zn1 123.31(16) . . ?
C13 N4 Zn1 111.8(2) . . ?
C13 N4 S2 120.7(3) . . ?
C13 N5 H5A 118.6 . . ?
C13 N5 C14 122.9(3) . . ?
C14 N5 H5A 118.6 . . ?
C2 C1 S1 119.1(3) . . ?
C6 C1 S1 120.7(3) . . ?
C6 C1 C2 120.2(4) . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.4(4) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(4) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.8(4) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 N2 120.9(4) . . ?
C5 C6 N2 119.2(4) . . ?
C5 C6 C1 119.8(4) . . ?
N1 C7 N2 126.8(3) . . ?
N1 C7 C8 115.3(3) . . ?
N2 C7 C8 117.9(3) . . ?
N3 C8 C7 112.9(3) . . ?
N3 C8 C9 121.5(3) . . ?
C9 C8 C7 125.6(3) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 C8 117.6(4) . . ?
C10 C9 H9 121.2 . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.7(4) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 121.0 . . ?
C12 C11 C10 118.1(4) . . ?
C12 C11 H11 121.0 . . ?
N3 C12 C11 121.4(4) . . ?
N3 C12 C13 112.7(3) . 2 ?
C11 C12 C13 125.9(3) . 2 ?
N4 C13 N5 126.3(4) . . ?
N4 C13 C12 116.3(3) . 2 ?
N5 C13 C12 117.4(3) . 2 ?
C15 C14 N5 119.6(4) . . ?
C19 C14 N5 120.3(3) . . ?
C19 C14 C15 120.1(4) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.2(4) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(4) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.6(4) . . ?
C19 C18 H18 120.2 . . ?
C14 C19 S2 119.7(3) . . ?
C14 C19 C18 120.2(4) . . ?
C18 C19 S2 120.1(3) . . ?
N6 Zn2 N6 109.91(16) . 2 ?
N6 Zn2 N9 78.85(11) 2 2 ?
N6 Zn2 N9 148.99(10) . 2 ?
N6 Zn2 N9 149.00(10) 2 . ?
N6 Zn2 N9 78.85(11) . . ?
N8 Zn2 N6 107.82(11) 2 . ?
N8 Zn2 N6 75.39(11) . . ?
N8 Zn2 N6 107.82(11) . 2 ?
N8 Zn2 N6 75.39(11) 2 2 ?
N8 Zn2 N8 174.64(17) . 2 ?
N8 Zn2 N9 103.17(11) 2 2 ?
N8 Zn2 N9 103.16(11) . . ?
N8 Zn2 N9 73.63(11) . 2 ?
N8 Zn2 N9 73.63(11) 2 . ?
N9 Zn2 N9 109.38(15) 2 . ?
N6 S3 C20 102.84(17) . . ?
N9 S4 C38 103.08(16) . . ?
S3 N6 Zn2 122.72(15) . . ?
C26 N6 Zn2 112.3(2) . . ?
C26 N6 S3 121.5(3) . . ?
C25 N7 H7A 118.4 . . ?
C26 N7 H7A 118.4 . . ?
C26 N7 C25 123.3(3) . . ?
C27 N8 Zn2 118.6(2) . . ?
C27 N8 C31 120.8(3) . . ?
C31 N8 Zn2 120.6(2) . . ?
S4 N9 Zn2 124.82(15) . . ?
C32 N9 Zn2 110.6(2) . . ?
C32 N9 S4 120.9(3) . . ?
C32 N10 H10A 118.2 . . ?
C32 N10 C33 123.7(3) . . ?
C33 N10 H10A 118.2 . . ?
C21 C20 S3 119.4(3) . . ?
C21 C20 C25 119.9(4) . . ?
C25 C20 S3 120.6(3) . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.5(4) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(4) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.1(5) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(4) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 N7 120.5(3) . . ?
C24 C25 N7 119.5(4) . . ?
C24 C25 C20 119.9(4) . . ?
N6 C26 N7 127.4(3) . . ?
N6 C26 C27 115.5(3) . . ?
N7 C26 C27 117.1(3) . . ?
N8 C27 C26 113.8(3) . . ?
N8 C27 C28 121.4(3) . . ?
C28 C27 C26 124.7(3) . . ?
C27 C28 H28 121.0 . . ?
C29 C28 C27 118.0(4) . . ?
C29 C28 H28 121.0 . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.4(4) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 120.8 . . ?
C29 C30 C31 118.3(4) . . ?
C31 C30 H30 120.8 . . ?
N8 C31 C30 121.0(4) . . ?
N8 C31 C32 114.0(3) . 2 ?
C30 C31 C32 125.1(3) . 2 ?
N9 C32 N10 126.4(4) . . ?
N9 C32 C31 116.6(3) . 2 ?
N10 C32 C31 117.0(3) . 2 ?
C34 C33 N10 119.8(4) . . ?
C34 C33 C38 120.3(4) . . ?
C38 C33 N10 119.9(3) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 C33 119.7(4) . . ?
C35 C34 H34 120.1 . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 120.0(4) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.3(4) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 120.0 . . ?
C38 C37 C36 120.1(4) . . ?
C38 C37 H37 120.0 . . ?
C33 C38 S4 120.1(3) . . ?
C37 C38 S4 120.3(3) . . ?
C37 C38 C33 119.5(4) . . ?
O22A S22 C22S 105.1(6) . . ?
O22B S22 O22A 114.1(6) . . ?
O22B S22 C22S 102.2(4) . . ?
O22C S22 O22A 114.1(6) . . ?
O22C S22 O22B 115.1(4) . . ?
O22C S22 C22S 104.4(4) . . ?
F22A C22S S22 111.4(8) . . ?
F22B C22S S22 111.8(7) . . ?
F22B C22S F22A 106.9(8) . . ?
F22C C22S S22 109.0(8) . . ?
F22C C22S F22A 108.3(9) . . ?
F22C C22S F22B 109.2(10) . . ?
O21A S21 O21B 114.8(6) . . ?
O21A S21 O21C 115.0(4) . . ?
O21A S21 C21S 104.1(4) . . ?
O21B S21 C21S 104.4(6) . . ?
O21C S21 O21B 114.4(5) . . ?
O21C S21 C21S 101.9(4) . . ?
F21A C21S S21 111.1(7) . . ?
F21B C21S S21 111.4(7) . . ?
F21B C21S F21A 107.0(7) . . ?
F21C C21S S21 109.6(7) . . ?
F21C C21S F21A 108.4(9) . . ?
F21C C21S F21B 109.3(9) . . ?
O11 S11 O12 114.3(3) . . ?
O11 S11 O13 114.6(3) . . ?
O11 S11 C0AA 103.7(3) . . ?
O12 S11 C0AA 103.1(2) . . ?
O13 S11 O12 115.0(3) . . ?
O13 S11 C0AA 104.0(3) . . ?
F11 C0AA S11 110.8(4) . . ?
F11 C0AA F12 108.3(5) . . ?
F11 C0AA F13 108.9(5) . . ?
F12 C0AA S11 112.1(5) . . ?
F13 C0AA S11 110.1(4) . . ?
F13 C0AA F12 106.5(5) . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?

_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_Compound7
_database_code_depnum_ccdc_archive 'CCDC 1850718'
_audit_update_record             
;
2018-06-20 deposited with the CCDC.
2018-10-04 downloaded from the CCDC.
;
_audit_creation_date             2018-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H13 Cu N7 O6 S2, C3 H7 N O'
_chemical_formula_sum            'C22 H20 Cu N8 O7 S2'
_chemical_formula_weight         636.12
_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 0.0033 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.3785(4)
_cell_length_b                   18.3497(9)
_cell_length_c                   14.9570(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.4220(16)
_cell_angle_gamma                90
_cell_volume                     2571.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9567
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.94
_shelx_estimated_absorpt_T_max   0.686
_shelx_estimated_absorpt_T_min   0.566
_exptl_absorpt_coefficient_mu    1.072
_exptl_absorpt_correction_T_max  0.681
_exptl_absorpt_correction_T_min  0.620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1300
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.38
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            82285
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.944
_diffrn_ambient_temperature      172.82
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4770
_reflns_number_total             5254
_reflns_special_details          
;
Structure solved with intrinsic phasing within SHELXT to reveal
all non-H atoms in main residue and (hydrogen bonded) DMF solvate 
molecule. All non-H atoms refined anisotropically. H atoms added
at calculated positions except N-H protons which were located in
difference map and refined freely with common U(iso). 

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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.179
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.179
_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)+(0.0227P)²+4.3023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0872
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Uiso(H2)=Uiso(H5)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5A), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18), C1S(H1S)
3.b Idealised Me refined as rotating group:
 C2S(H2SA,H2SB,H2SC), C3S(H3SA,H3SB,H3SC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Cu1 Cu 0.19488(3) 0.40136(2) 0.33020(2) 0.01867(9) Uani 1 1 d . . . . .
S1 S 0.32529(6) 0.56543(3) 0.37278(5) 0.02612(14) Uani 1 1 d . . . . .
S2 S 0.22728(6) 0.23453(3) 0.24277(4) 0.02581(14) Uani 1 1 d . . . . .
O1 O 0.5155(2) 0.42978(13) 0.18205(15) 0.0472(6) Uani 1 1 d . . . . .
O2 O 0.2847(2) 0.43751(14) 0.17048(13) 0.0443(5) Uani 1 1 d . . . . .
O3 O 0.38984(17) 0.39876(9) 0.29388(11) 0.0245(4) Uani 1 1 d . . . . .
O4 O 0.45621(19) 0.35364(11) 0.47850(13) 0.0339(4) Uani 1 1 d . . . . .
O5 O 0.3535(2) 0.36304(10) 0.60444(11) 0.0306(4) Uani 1 1 d . . . . .
O6 O 0.22811(17) 0.37223(10) 0.47984(12) 0.0269(4) Uani 1 1 d . . . . .
N1 N 0.1791(2) 0.50993(10) 0.36068(13) 0.0201(4) Uani 1 1 d . . . . .
N2 N 0.0190(2) 0.59564(11) 0.41923(14) 0.0212(4) Uani 1 1 d . . . . .
H2 H -0.062(4) 0.6024(17) 0.435(2) 0.035(6) Uiso 1 1 d . . . . .
N3 N -0.00583(19) 0.40860(10) 0.35226(12) 0.0177(4) Uani 1 1 d . . . . .
N4 N 0.1276(2) 0.29927(11) 0.29425(13) 0.0218(4) Uani 1 1 d . . . . .
N5 N -0.0681(2) 0.21983(11) 0.30705(14) 0.0233(4) Uani 1 1 d . . . . .
H5 H -0.153(4) 0.2159(17) 0.320(2) 0.035(6) Uiso 1 1 d . . . . .
N6 N 0.3968(2) 0.42289(12) 0.21225(14) 0.0281(5) Uani 1 1 d . . . . .
N7 N 0.3489(2) 0.36254(10) 0.52142(13) 0.0207(4) Uani 1 1 d . . . . .
C1 C 0.2451(2) 0.65225(12) 0.38390(15) 0.0210(5) Uani 1 1 d . . . . .
C2 C 0.3241(3) 0.71503(14) 0.36929(17) 0.0276(5) Uani 1 1 d . . . . .
H2A H 0.4176 0.7114 0.3477 0.033 Uiso 1 1 calc R . . . .
C3 C 0.2661(3) 0.78314(14) 0.3863(2) 0.0333(6) Uani 1 1 d . . . . .
H3 H 0.3208 0.8259 0.3773 0.040 Uiso 1 1 calc R . . . .
C4 C 0.1295(3) 0.78872(14) 0.4161(2) 0.0342(6) Uani 1 1 d . . . . .
H4 H 0.0910 0.8353 0.4290 0.041 Uiso 1 1 calc R . . . .
C5 C 0.0475(3) 0.72644(13) 0.42756(17) 0.0270(5) Uani 1 1 d . . . . .
H5A H -0.0474 0.7305 0.4467 0.032 Uiso 1 1 calc R . . . .
C6 C 0.1049(2) 0.65842(12) 0.41087(15) 0.0207(5) Uani 1 1 d . . . . .
C7 C 0.0541(2) 0.52985(12) 0.38602(15) 0.0183(4) Uani 1 1 d . . . . .
C8 C -0.0582(2) 0.47284(12) 0.37740(14) 0.0180(4) Uani 1 1 d . . . . .
C9 C -0.2026(2) 0.48044(13) 0.39080(16) 0.0224(5) Uani 1 1 d . . . . .
H9 H -0.2408 0.5259 0.4084 0.027 Uiso 1 1 calc R . . . .
C10 C -0.2904(2) 0.42012(13) 0.37799(17) 0.0246(5) Uani 1 1 d . . . . .
H10 H -0.3898 0.4242 0.3866 0.029 Uiso 1 1 calc R . . . .
C11 C -0.2332(2) 0.35366(13) 0.35265(17) 0.0244(5) Uani 1 1 d . . . . .
H11 H -0.2923 0.3120 0.3438 0.029 Uiso 1 1 calc R . . . .
C12 C -0.0880(2) 0.34992(12) 0.34074(15) 0.0189(4) Uani 1 1 d . . . . .
C13 C -0.0049(2) 0.28550(12) 0.31157(15) 0.0200(4) Uani 1 1 d . . . . .
C14 C 0.0123(3) 0.15421(13) 0.31163(16) 0.0234(5) Uani 1 1 d . . . . .
C15 C -0.0497(3) 0.09130(14) 0.34316(18) 0.0294(5) Uani 1 1 d . . . . .
H15 H -0.1466 0.0915 0.3594 0.035 Uiso 1 1 calc R . . . .
C16 C 0.0310(3) 0.02769(15) 0.35087(19) 0.0342(6) Uani 1 1 d . . . . .
H16 H -0.0112 -0.0157 0.3721 0.041 Uiso 1 1 calc R . . . .
C17 C 0.1726(3) 0.02744(15) 0.32770(18) 0.0317(6) Uani 1 1 d . . . . .
H17 H 0.2271 -0.0161 0.3332 0.038 Uiso 1 1 calc R . . . .
C18 C 0.2349(3) 0.09085(14) 0.29630(17) 0.0285(5) Uani 1 1 d . . . . .
H18 H 0.3324 0.0909 0.2814 0.034 Uiso 1 1 calc R . . . .
C19 C 0.1542(3) 0.15391(13) 0.28685(16) 0.0233(5) Uani 1 1 d . . . . .
O1S O -0.3482(2) 0.18636(11) 0.35230(14) 0.0365(4) Uani 1 1 d . . . . .
N1S N -0.5270(3) 0.15717(12) 0.44284(15) 0.0306(5) Uani 1 1 d . . . . .
C1S C -0.4580(3) 0.20228(14) 0.39100(18) 0.0289(5) Uani 1 1 d . . . . .
H1S H -0.4952 0.2501 0.3829 0.035 Uiso 1 1 calc R . . . .
C2S C -0.4742(4) 0.08387(15) 0.4582(2) 0.0453(8) Uani 1 1 d . . . . .
H2SA H -0.4348 0.0650 0.4032 0.068 Uiso 1 1 calc GR . . . .
H2SB H -0.5527 0.0525 0.4759 0.068 Uiso 1 1 calc GR . . . .
H2SC H -0.3994 0.0845 0.5060 0.068 Uiso 1 1 calc GR . . . .
C3S C -0.6523(3) 0.18049(17) 0.4899(2) 0.0410(7) Uani 1 1 d . . . . .
H3SA H -0.6260 0.1879 0.5533 0.061 Uiso 1 1 calc GR . . . .
H3SB H -0.7264 0.1430 0.4840 0.061 Uiso 1 1 calc GR . . . .
H3SC H -0.6885 0.2263 0.4639 0.061 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
Cu1 O3 1.9298(16) . ?
Cu1 O6 2.3095(17) . ?
Cu1 N1 2.0506(19) . ?
Cu1 N3 1.9293(19) . ?
Cu1 N4 2.041(2) . ?
S1 N1 1.7116(19) . ?
S1 C1 1.773(2) . ?
S2 N4 1.714(2) . ?
S2 C19 1.769(3) . ?
O1 N6 1.226(3) . ?
O2 N6 1.229(3) . ?
O3 N6 1.303(3) . ?
O4 N7 1.227(3) . ?
O5 N7 1.241(3) . ?
O6 N7 1.282(3) . ?
N1 C7 1.299(3) . ?
N2 H2 0.81(3) . ?
N2 C6 1.414(3) . ?
N2 C7 1.351(3) . ?
N3 C8 1.337(3) . ?
N3 C12 1.331(3) . ?
N4 C13 1.305(3) . ?
N5 H5 0.83(3) . ?
N5 C13 1.343(3) . ?
N5 C14 1.421(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.396(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.391(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(4) . ?
C5 H5A 0.9500 . ?
C5 C6 1.386(3) . ?
C7 C8 1.486(3) . ?
C8 C9 1.385(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(3) . ?
C12 C13 1.491(3) . ?
C14 C15 1.385(4) . ?
C14 C19 1.397(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.393(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(3) . ?
O1S C1S 1.237(3) . ?
N1S C1S 1.322(3) . ?
N1S C2S 1.448(3) . ?
N1S C3S 1.459(4) . ?
C1S H1S 0.9500 . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?

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
O3 Cu1 O6 100.16(7) . . ?
O3 Cu1 N1 99.49(7) . . ?
O3 Cu1 N4 100.90(8) . . ?
N1 Cu1 O6 91.00(7) . . ?
N3 Cu1 O3 173.05(7) . . ?
N3 Cu1 O6 86.72(7) . . ?
N3 Cu1 N1 79.33(8) . . ?
N3 Cu1 N4 79.36(8) . . ?
N4 Cu1 O6 94.04(7) . . ?
N4 Cu1 N1 157.77(8) . . ?
N1 S1 C1 101.75(10) . . ?
N4 S2 C19 100.67(11) . . ?
N6 O3 Cu1 109.93(14) . . ?
N7 O6 Cu1 125.63(14) . . ?
S1 N1 Cu1 122.45(10) . . ?
C7 N1 Cu1 114.38(15) . . ?
C7 N1 S1 122.03(17) . . ?
C6 N2 H2 116(2) . . ?
C7 N2 H2 119(2) . . ?
C7 N2 C6 123.1(2) . . ?
C8 N3 Cu1 118.78(15) . . ?
C12 N3 Cu1 119.07(15) . . ?
C12 N3 C8 122.14(19) . . ?
S2 N4 Cu1 125.87(11) . . ?
C13 N4 Cu1 114.31(15) . . ?
C13 N4 S2 119.80(16) . . ?
C13 N5 H5 119(2) . . ?
C13 N5 C14 121.7(2) . . ?
C14 N5 H5 115(2) . . ?
O1 N6 O2 124.1(2) . . ?
O1 N6 O3 117.6(2) . . ?
O2 N6 O3 118.3(2) . . ?
O4 N7 O5 122.0(2) . . ?
O4 N7 O6 119.49(19) . . ?
O5 N7 O6 118.48(19) . . ?
C2 C1 S1 119.90(19) . . ?
C2 C1 C6 119.5(2) . . ?
C6 C1 S1 120.56(17) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 H5A 120.1 . . ?
C1 C6 N2 120.4(2) . . ?
C5 C6 N2 119.4(2) . . ?
C5 C6 C1 120.2(2) . . ?
N1 C7 N2 126.5(2) . . ?
N1 C7 C8 114.9(2) . . ?
N2 C7 C8 118.6(2) . . ?
N3 C8 C7 112.18(19) . . ?
N3 C8 C9 120.2(2) . . ?
C9 C8 C7 127.6(2) . . ?
C8 C9 H9 120.7 . . ?
C8 C9 C10 118.5(2) . . ?
C10 C9 H9 120.7 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.9 . . ?
C12 C11 C10 118.1(2) . . ?
C12 C11 H11 120.9 . . ?
N3 C12 C11 120.7(2) . . ?
N3 C12 C13 111.87(19) . . ?
C11 C12 C13 127.3(2) . . ?
N4 C13 N5 125.8(2) . . ?
N4 C13 C12 114.7(2) . . ?
N5 C13 C12 119.4(2) . . ?
C15 C14 N5 119.5(2) . . ?
C15 C14 C19 120.4(2) . . ?
C19 C14 N5 120.0(2) . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.5(2) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.1(2) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.8(2) . . ?
C19 C18 H18 120.1 . . ?
C14 C19 S2 118.94(18) . . ?
C18 C19 S2 121.2(2) . . ?
C18 C19 C14 119.9(2) . . ?
C1S N1S C2S 120.1(2) . . ?
C1S N1S C3S 121.6(2) . . ?
C2S N1S C3S 118.2(2) . . ?
O1S C1S N1S 124.3(3) . . ?
O1S C1S H1S 117.8 . . ?
N1S C1S H1S 117.8 . . ?
N1S C2S H2SA 109.5 . . ?
N1S C2S H2SB 109.5 . . ?
N1S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
N1S C3S H3SA 109.5 . . ?
N1S C3S H3SB 109.5 . . ?
N1S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
