# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_sd69
_database_code_depnum_ccdc_archive 'CCDC 1962653'
loop_
_audit_author_name
_audit_author_address
'N. Bhuvanesh'
;Department of Chemistry, Texas A and M University, College Station, Texas
United States of America
;
_audit_update_record             
;
2019-10-31 deposited with the CCDC.	2020-03-30 downloaded from the CCDC.
;
_audit_creation_date             2018-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H48 N8 Pd2 Se4, 4(C F3 O3 S)'
_chemical_formula_sum            'C36 H48 F12 N8 O12 Pd2 S4 Se4'
_chemical_formula_weight         1669.70
_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'
F F 0.0171 0.0103 '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'
Pd Pd -0.9988 1.0072 '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'
Se Se -0.0929 2.2259 '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                   12.0288(6)
_cell_length_b                   18.0203(10)
_cell_length_c                   15.7595(8)
_cell_angle_alpha                90
_cell_angle_beta                 111.499(2)
_cell_angle_gamma                90
_cell_volume                     3178.4(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9955
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.507
_cell_measurement_theta_min      2.654
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.600
_exptl_absorpt_coefficient_mu    3.077
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0911 before and 0.0676 after correction. The Ratio of minimum to maximum transmission is 0.7909. 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    1.745
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.066
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            44044
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.160
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4545
_reflns_number_total             5593
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_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 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.918
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5593
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0428
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+20.8380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0808
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_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
Pd1 Pd 0.79066(3) 0.86241(2) 0.80580(3) 0.01303(10) Uani 1 1 d . . . . .
Se1 Se 0.86235(4) 1.04627(3) 0.45927(3) 0.01802(13) Uani 1 1 d . . . . .
Se2 Se 0.21110(4) 0.83630(3) 0.53610(4) 0.01991(13) Uani 1 1 d . . . . .
N1 N 0.9664(3) 0.8752(2) 0.8910(3) 0.0167(9) Uani 1 1 d . . . . .
N2 N 0.7681(4) 0.8064(2) 0.9128(3) 0.0189(10) Uani 1 1 d . . . . .
N3 N 0.8148(3) 0.9191(2) 0.7022(3) 0.0158(9) Uani 1 1 d . . . . .
N4 N 0.6153(3) 0.8535(2) 0.7247(3) 0.0161(9) Uani 1 1 d . . . . .
C1 C 0.9703(6) 0.8541(5) 0.9841(4) 0.050(2) Uani 1 1 d . . . . .
H1A H 1.052765 0.839103 1.022097 0.060 Uiso 1 1 calc R . . . .
H1B H 0.949411 0.897967 1.013021 0.060 Uiso 1 1 calc R . . . .
C2 C 0.8909(5) 0.7953(5) 0.9815(4) 0.049(2) Uani 1 1 d . . . . .
H2A H 0.886142 0.789940 1.042596 0.059 Uiso 1 1 calc R . . . .
H2B H 0.923772 0.748470 0.967494 0.059 Uiso 1 1 calc R . . . .
C3 C 1.0055(5) 0.9541(3) 0.8976(4) 0.0290(14) Uani 1 1 d . . . . .
H3A H 1.012284 0.969286 0.839978 0.044 Uiso 1 1 calc GR . . . .
H3B H 1.083358 0.959361 0.947240 0.044 Uiso 1 1 calc GR . . . .
H3C H 0.946723 0.985531 0.909950 0.044 Uiso 1 1 calc GR . . . .
C4 C 1.0482(5) 0.8304(3) 0.8630(4) 0.0364(16) Uani 1 1 d . . . . .
H4A H 1.025437 0.778007 0.860590 0.055 Uiso 1 1 calc GR . . . .
H4B H 1.129936 0.836735 0.906996 0.055 Uiso 1 1 calc GR . . . .
H4C H 1.044266 0.846405 0.802483 0.055 Uiso 1 1 calc GR . . . .
C5 C 0.7166(6) 0.7319(3) 0.8874(4) 0.0338(15) Uani 1 1 d . . . . .
H5A H 0.634849 0.736261 0.842866 0.051 Uiso 1 1 calc GR . . . .
H5B H 0.715521 0.706138 0.941873 0.051 Uiso 1 1 calc GR . . . .
H5C H 0.765218 0.703667 0.860601 0.051 Uiso 1 1 calc GR . . . .
C6 C 0.6919(6) 0.8491(3) 0.9500(4) 0.0398(17) Uani 1 1 d . . . . .
H6A H 0.723341 0.899673 0.964293 0.060 Uiso 1 1 calc GR . . . .
H6B H 0.691502 0.825093 1.005668 0.060 Uiso 1 1 calc GR . . . .
H6C H 0.610281 0.851060 0.904826 0.060 Uiso 1 1 calc GR . . . .
C7 C 0.8419(4) 0.8838(3) 0.6374(3) 0.0179(11) Uani 1 1 d . . . . .
H7 H 0.852367 0.831460 0.641405 0.021 Uiso 1 1 calc R . . . .
C8 C 0.8553(4) 0.9210(3) 0.5649(3) 0.0154(11) Uani 1 1 d . . . . .
H8 H 0.874863 0.894944 0.519824 0.019 Uiso 1 1 calc R . . . .
C9 C 0.8392(4) 0.9973(3) 0.5597(3) 0.0158(11) Uani 1 1 d . . . . .
C10 C 0.8093(4) 1.0341(3) 0.6250(3) 0.0168(11) Uani 1 1 d . . . . .
H10 H 0.796644 1.086242 0.621552 0.020 Uiso 1 1 calc R . . . .
C11 C 0.7983(4) 0.9933(3) 0.6955(4) 0.0192(11) Uani 1 1 d . . . . .
H11 H 0.778409 1.018282 0.741028 0.023 Uiso 1 1 calc R . . . .
C12 C 0.5720(4) 0.7952(3) 0.6687(3) 0.0189(11) Uani 1 1 d . . . . .
H12 H 0.624189 0.755772 0.668187 0.023 Uiso 1 1 calc R . . . .
C13 C 0.4533(5) 0.7916(3) 0.6123(4) 0.0208(12) Uani 1 1 d . . . . .
H13 H 0.424633 0.750579 0.572361 0.025 Uiso 1 1 calc R . . . .
C14 C 0.3763(4) 0.8480(3) 0.6140(3) 0.0188(11) Uani 1 1 d . . . . .
C15 C 0.4211(5) 0.9083(3) 0.6707(4) 0.0234(12) Uani 1 1 d . . . . .
H15 H 0.370530 0.948268 0.672644 0.028 Uiso 1 1 calc R . . . .
C16 C 0.5408(5) 0.9090(3) 0.7243(4) 0.0219(12) Uani 1 1 d . . . . .
H16 H 0.572064 0.950652 0.762662 0.026 Uiso 1 1 calc R . . . .
S1 S 0.67150(11) 1.09446(7) 0.87371(9) 0.0192(3) Uani 1 1 d . . . . .
F1 F 0.4893(3) 1.12253(18) 0.9223(3) 0.0442(10) Uani 1 1 d . . . . .
F2 F 0.5079(4) 1.0085(2) 0.8910(4) 0.0694(15) Uani 1 1 d . . . . .
F3 F 0.6276(4) 1.0567(3) 1.0159(3) 0.0804(16) Uani 1 1 d . . . . .
O1 O 0.7446(3) 1.0289(2) 0.8861(3) 0.0287(9) Uani 1 1 d . . . . .
O2 O 0.7310(3) 1.1589(2) 0.9234(3) 0.0303(10) Uani 1 1 d . . . . .
O3 O 0.5952(4) 1.1077(3) 0.7810(3) 0.0443(12) Uani 1 1 d . . . . .
C17 C 0.5676(5) 1.0689(3) 0.9282(5) 0.0349(15) Uani 1 1 d . . . . .
S2 S 0.91090(12) 0.85284(8) 1.24471(9) 0.0253(3) Uani 1 1 d . . . . .
F4 F 0.8757(3) 0.99408(18) 1.2625(2) 0.0391(9) Uani 1 1 d . . . . .
F5 F 0.7286(3) 0.9239(2) 1.2586(3) 0.0435(9) Uani 1 1 d . . . . .
F6 F 0.7593(3) 0.94635(19) 1.1355(2) 0.0384(9) Uani 1 1 d . . . . .
O4 O 0.8302(3) 0.7930(2) 1.2017(3) 0.0310(10) Uani 1 1 d . . . . .
O5 O 0.9931(3) 0.8728(2) 1.2011(3) 0.0339(10) Uani 1 1 d . . . . .
O6 O 0.9613(4) 0.8483(2) 1.3429(3) 0.0441(12) Uani 1 1 d . . . . .
C18 C 0.8130(5) 0.9333(3) 1.2240(4) 0.0281(14) 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
Pd1 N1 2.060(4) . ?
Pd1 N2 2.067(4) . ?
Pd1 N3 2.035(4) . ?
Pd1 N4 2.033(4) . ?
Se1 Se2 2.3045(7) 3_676 ?
Se1 C9 1.919(5) . ?
Se2 C14 1.926(5) . ?
N1 C1 1.499(7) . ?
N1 C3 1.490(7) . ?
N1 C4 1.461(7) . ?
N2 C2 1.491(7) . ?
N2 C5 1.472(7) . ?
N2 C6 1.472(7) . ?
N3 C7 1.341(6) . ?
N3 C11 1.350(6) . ?
N4 C12 1.347(6) . ?
N4 C16 1.342(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.418(9) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C8 1.385(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(7) . ?
C9 C10 1.379(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.378(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.380(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.381(7) . ?
C14 C15 1.386(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.376(7) . ?
C16 H16 0.9500 . ?
S1 O1 1.442(4) . ?
S1 O2 1.436(4) . ?
S1 O3 1.433(4) . ?
S1 C17 1.816(6) . ?
F1 C17 1.329(6) . ?
F2 C17 1.317(8) . ?
F3 C17 1.322(8) . ?
S2 O4 1.443(4) . ?
S2 O5 1.441(4) . ?
S2 O6 1.442(4) . ?
S2 C18 1.820(6) . ?
F4 C18 1.343(6) . ?
F5 C18 1.328(6) . ?
F6 C18 1.325(6) . ?

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 Pd1 N2 86.16(16) . . ?
N3 Pd1 N1 93.03(16) . . ?
N3 Pd1 N2 178.86(17) . . ?
N4 Pd1 N1 177.51(17) . . ?
N4 Pd1 N2 93.34(16) . . ?
N4 Pd1 N3 87.43(16) . . ?
C9 Se1 Se2 102.89(15) . 3_676 ?
C14 Se2 Se1 101.40(16) . 3_676 ?
C1 N1 Pd1 105.4(3) . . ?
C3 N1 Pd1 112.0(3) . . ?
C3 N1 C1 106.1(5) . . ?
C4 N1 Pd1 112.7(3) . . ?
C4 N1 C1 111.9(5) . . ?
C4 N1 C3 108.5(4) . . ?
C2 N2 Pd1 105.5(3) . . ?
C5 N2 Pd1 113.0(3) . . ?
C5 N2 C2 106.3(5) . . ?
C5 N2 C6 108.9(5) . . ?
C6 N2 Pd1 110.9(3) . . ?
C6 N2 C2 112.2(5) . . ?
C7 N3 Pd1 121.3(3) . . ?
C7 N3 C11 118.6(4) . . ?
C11 N3 Pd1 120.0(3) . . ?
C12 N4 Pd1 122.4(3) . . ?
C16 N4 Pd1 118.7(3) . . ?
C16 N4 C12 118.8(4) . . ?
N1 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 N1 112.5(5) . . ?
C2 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
N2 C2 H2A 108.9 . . ?
N2 C2 H2B 108.9 . . ?
C1 C2 N2 113.4(6) . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 H7 118.9 . . ?
N3 C7 C8 122.2(5) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 H8 120.9 . . ?
C7 C8 C9 118.3(5) . . ?
C9 C8 H8 120.9 . . ?
C8 C9 Se1 116.5(4) . . ?
C10 C9 Se1 123.4(4) . . ?
C10 C9 C8 120.1(5) . . ?
C9 C10 H10 120.9 . . ?
C11 C10 C9 118.2(5) . . ?
C11 C10 H10 120.9 . . ?
N3 C11 C10 122.5(5) . . ?
N3 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
N4 C12 H12 119.4 . . ?
N4 C12 C13 121.2(5) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.8(5) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 Se2 116.7(4) . . ?
C13 C14 C15 118.9(5) . . ?
C15 C14 Se2 124.3(4) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 C14 118.4(5) . . ?
C16 C15 H15 120.8 . . ?
N4 C16 C15 122.8(5) . . ?
N4 C16 H16 118.6 . . ?
C15 C16 H16 118.6 . . ?
O1 S1 C17 102.7(2) . . ?
O2 S1 O1 115.6(2) . . ?
O2 S1 C17 103.8(3) . . ?
O3 S1 O1 113.9(3) . . ?
O3 S1 O2 115.2(3) . . ?
O3 S1 C17 103.3(3) . . ?
F1 C17 S1 112.1(4) . . ?
F2 C17 S1 110.9(4) . . ?
F2 C17 F1 108.2(5) . . ?
F2 C17 F3 109.1(6) . . ?
F3 C17 S1 109.3(4) . . ?
F3 C17 F1 107.2(5) . . ?
O4 S2 C18 103.3(3) . . ?
O5 S2 O4 115.1(3) . . ?
O5 S2 O6 115.7(3) . . ?
O5 S2 C18 103.1(3) . . ?
O6 S2 O4 114.0(2) . . ?
O6 S2 C18 103.2(3) . . ?
F4 C18 S2 110.4(4) . . ?
F5 C18 S2 111.5(4) . . ?
F5 C18 F4 107.7(4) . . ?
F6 C18 S2 111.4(4) . . ?
F6 C18 F4 107.9(5) . . ?
F6 C18 F5 107.7(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 N1 C1 C2 35.7(7) . . . . ?
Pd1 N2 C2 C1 33.6(7) . . . . ?
Pd1 N3 C7 C8 178.1(4) . . . . ?
Pd1 N3 C11 C10 -177.7(4) . . . . ?
Pd1 N4 C12 C13 -177.9(4) . . . . ?
Pd1 N4 C16 C15 179.1(4) . . . . ?
Se1 C9 C10 C11 -178.2(4) . . . . ?
Se2 C14 C15 C16 178.7(4) . . . . ?
N1 C1 C2 N2 -48.3(9) . . . . ?
N3 C7 C8 C9 -0.3(7) . . . . ?
N4 C12 C13 C14 -1.3(8) . . . . ?
C3 N1 C1 C2 154.6(6) . . . . ?
C4 N1 C1 C2 -87.1(7) . . . . ?
C5 N2 C2 C1 153.8(6) . . . . ?
C6 N2 C2 C1 -87.2(7) . . . . ?
C7 N3 C11 C10 -0.5(7) . . . . ?
C7 C8 C9 Se1 178.6(4) . . . . ?
C7 C8 C9 C10 -0.8(7) . . . . ?
C8 C9 C10 C11 1.2(7) . . . . ?
C9 C10 C11 N3 -0.5(8) . . . . ?
C11 N3 C7 C8 0.9(7) . . . . ?
C12 N4 C16 C15 1.6(8) . . . . ?
C12 C13 C14 Se2 -177.7(4) . . . . ?
C12 C13 C14 C15 2.0(8) . . . . ?
C13 C14 C15 C16 -1.0(8) . . . . ?
C14 C15 C16 N4 -0.9(8) . . . . ?
C16 N4 C12 C13 -0.5(7) . . . . ?
O1 S1 C17 F1 -178.6(4) . . . . ?
O1 S1 C17 F2 -57.6(5) . . . . ?
O1 S1 C17 F3 62.8(5) . . . . ?
O2 S1 C17 F1 60.7(5) . . . . ?
O2 S1 C17 F2 -178.3(4) . . . . ?
O2 S1 C17 F3 -57.9(5) . . . . ?
O3 S1 C17 F1 -59.9(5) . . . . ?
O3 S1 C17 F2 61.1(5) . . . . ?
O3 S1 C17 F3 -178.5(5) . . . . ?
O4 S2 C18 F4 178.4(4) . . . . ?
O4 S2 C18 F5 58.7(4) . . . . ?
O4 S2 C18 F6 -61.7(4) . . . . ?
O5 S2 C18 F4 -61.4(4) . . . . ?
O5 S2 C18 F5 178.8(4) . . . . ?
O5 S2 C18 F6 58.5(4) . . . . ?
O6 S2 C18 F4 59.4(4) . . . . ?
O6 S2 C18 F5 -60.3(4) . . . . ?
O6 S2 C18 F6 179.3(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.500 0.500 0.000 316.0 73.4 ?
2 -0.500 0.000 0.500 316.0 73.4 ?

_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_sdb
_database_code_depnum_ccdc_archive 'CCDC 1962654'
loop_
_audit_author_name
_audit_author_address
'N. Bhuvanesh'
;Department of Chemistry, Texas A and M University, College Station, Texas
United States of America
;
_audit_update_record             
;
2019-10-31 deposited with the CCDC.	2020-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H8 N2 Se'
_chemical_formula_weight         235.14

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.7164(6)
_cell_length_b                   8.4317(8)
_cell_length_c                   10.3840(10)
_cell_angle_alpha                105.276(4)
_cell_angle_beta                 105.188(4)
_cell_angle_gamma                98.713(4)
_cell_volume                     452.69(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    996
_cell_measurement_theta_min      3.80
_cell_measurement_theta_max      37.72

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             232
_exptl_absorpt_coefficient_mu    4.095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2912
_exptl_absorpt_correction_T_max  0.4661
_exptl_absorpt_process_details   'SADABS; (Sheldrick, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'APEX II'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22544
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         38.09
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_reflns_number_total             4772
_reflns_number_gt                4344
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX-II (BRUKER-NONIUS, 2003)'
_computing_cell_refinement       
; 
  APEX-II(BRUKER-NONIUS, 2003) 
;
_computing_data_reduction        APEX-II
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    Olex2
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0355P)²+0.0843P] 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_number_reflns         4772
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0243
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0596
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se -0.007951(16) 0.301112(13) 0.565501(9) 0.01960(3) Uani 1 1 d . . .
C1 C 0.27625(16) 0.31599(11) 0.71884(9) 0.01557(13) Uani 1 1 d . . .
C2 C 0.51042(18) 0.41522(12) 0.74151(10) 0.01889(14) Uani 1 1 d . . .
H2 H 0.5359 0.4761 0.6793 0.023 Uiso 1 1 calc R . .
C3 C 0.70608(18) 0.42310(13) 0.85735(11) 0.02113(16) Uani 1 1 d . . .
H3 H 0.8661 0.4895 0.8717 0.025 Uiso 1 1 calc R . .
C4 C 0.4548(2) 0.24924(13) 0.92802(10) 0.02132(16) Uani 1 1 d . . .
H4 H 0.4341 0.1920 0.9932 0.026 Uiso 1 1 calc R . .
C5 C 0.24682(18) 0.23182(12) 0.81428(10) 0.01838(14) Uani 1 1 d . . .
H5 H 0.0891 0.1642 0.8024 0.022 Uiso 1 1 calc R . .
C6 C 0.11163(16) 0.22244(11) 0.41079(9) 0.01510(12) Uani 1 1 d . . .
C7 C -0.01520(18) 0.23570(12) 0.28085(10) 0.01821(14) Uani 1 1 d . . .
H7 H -0.1521 0.2879 0.2711 0.022 Uiso 1 1 calc R . .
C8 C 0.0635(2) 0.17071(13) 0.16585(10) 0.02048(15) Uani 1 1 d . . .
H8 H -0.0250 0.1788 0.0775 0.025 Uiso 1 1 calc R . .
C9 C 0.37593(18) 0.08641(13) 0.29853(10) 0.01990(15) Uani 1 1 d . . .
H9 H 0.5136 0.0350 0.3055 0.024 Uiso 1 1 calc R . .
C10 C 0.31130(17) 0.14511(12) 0.41940(9) 0.01761(14) Uani 1 1 d . . .
H10 H 0.4010 0.1328 0.5058 0.021 Uiso 1 1 calc R . .
N1 N 0.68158(17) 0.34210(12) 0.95021(9) 0.02190(15) Uani 1 1 d . . .
N2 N 0.25675(18) 0.09748(12) 0.17266(9) 0.02162(14) 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
Se1 C6 1.9077(9) . ?
Se1 C1 1.9152(9) . ?
C1 C5 1.3913(13) . ?
C1 C2 1.3925(13) . ?
C2 C3 1.3903(14) . ?
C2 H2 0.9500 . ?
C3 N1 1.3433(14) . ?
C3 H3 0.9500 . ?
C4 N1 1.3369(14) . ?
C4 C5 1.3965(14) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C10 1.3924(12) . ?
C6 C7 1.3965(12) . ?
C7 C8 1.3928(14) . ?
C7 H7 0.9500 . ?
C8 N2 1.3400(14) . ?
C8 H8 0.9500 . ?
C9 N2 1.3410(13) . ?
C9 C10 1.3885(13) . ?
C9 H9 0.9500 . ?
C10 H10 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
C6 Se1 C1 100.25(4) . . ?
C5 C1 C2 118.76(8) . . ?
C5 C1 Se1 119.37(7) . . ?
C2 C1 Se1 121.81(7) . . ?
C3 C2 C1 118.39(9) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
N1 C3 C2 123.70(9) . . ?
N1 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
N1 C4 C5 123.60(9) . . ?
N1 C4 H4 118.2 . . ?
C5 C4 H4 118.2 . . ?
C1 C5 C4 118.38(9) . . ?
C1 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C10 C6 C7 118.44(8) . . ?
C10 C6 Se1 123.22(7) . . ?
C7 C6 Se1 118.26(7) . . ?
C8 C7 C6 118.52(9) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
N2 C8 C7 123.79(9) . . ?
N2 C8 H8 118.1 . . ?
C7 C8 H8 118.1 . . ?
N2 C9 C10 124.30(9) . . ?
N2 C9 H9 117.8 . . ?
C10 C9 H9 117.8 . . ?
C9 C10 C6 118.31(8) . . ?
C9 C10 H10 120.8 . . ?
C6 C10 H10 120.8 . . ?
C4 N1 C3 117.16(9) . . ?
C8 N2 C9 116.63(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 Se1 C1 C5 -125.55(7) . . . . ?
C6 Se1 C1 C2 57.44(8) . . . . ?
C5 C1 C2 C3 1.25(14) . . . . ?
Se1 C1 C2 C3 178.27(7) . . . . ?
C1 C2 C3 N1 -0.96(16) . . . . ?
C2 C1 C5 C4 -0.70(14) . . . . ?
Se1 C1 C5 C4 -177.80(7) . . . . ?
N1 C4 C5 C1 -0.22(15) . . . . ?
C1 Se1 C6 C10 19.42(8) . . . . ?
C1 Se1 C6 C7 -163.81(7) . . . . ?
C10 C6 C7 C8 0.13(13) . . . . ?
Se1 C6 C7 C8 -176.80(7) . . . . ?
C6 C7 C8 N2 -0.83(15) . . . . ?
N2 C9 C10 C6 -0.74(15) . . . . ?
C7 C6 C10 C9 0.60(14) . . . . ?
Se1 C6 C10 C9 177.36(7) . . . . ?
C5 C4 N1 C3 0.55(16) . . . . ?
C2 C3 N1 C4 0.06(16) . . . . ?
C7 C8 N2 C9 0.72(15) . . . . ?
C10 C9 N2 C8 0.09(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        38.09
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         1.353
_refine_diff_density_min         -1.208
_refine_diff_density_rms         0.082
