# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_MoOtdtiPr2Dt0_SD_0m
_database_code_depnum_ccdc_archive 'CCDC 2021145'
loop_
_audit_author_name
_audit_author_address
'Stephen C. Ratvasky'
;Duquesne University
United States of America
;
_audit_update_record             
;
2020-08-03 deposited with the CCDC.	2021-07-06 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         ?
_chemical_formula_sum            'C17 H24 Mo N2 O S4'
_chemical_formula_weight         496.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   12.69810(10)
_cell_length_b                   15.8799(2)
_cell_length_c                   21.2754(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4290.07(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9743
_cell_measurement_theta_min      2.265
_cell_measurement_theta_max      26.245

_exptl_crystal_description       Block
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             2032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.081
_exptl_absorpt_coefficient_mu    1.009
_shelx_estimated_absorpt_T_min   0.823
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart ApexII'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70727
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.914
_diffrn_reflns_theta_max         30.757
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6665
_reflns_number_gt                3893
_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.
 
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The methyl group on the toluene-2,3-dithiolene moiety of 1 was refined as disordered over two moieties with different rotational orientations. The disorder extends to the other carbon and sulfur atoms of the toluene-2,3-dithiolene moiety, and they were included in the disorder modeling.  
The two moieties were restrained to have similar geometries (SAME command of Shell) and Uij components of ADPs for disordered atoms closer to each other than 2.0 Angstrom were restrained to be similar.  Subject to these conditions the occupancy ratio refined from 0.517(5) to 0.483(5)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+1.9543P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6665
_refine_ls_number_parameters     314
_refine_ls_number_restraints     292
_refine_ls_R_factor_all          0.0887
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0827
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_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
C8 C 0.5704(2) 0.22298(18) 0.79748(12) 0.0529(7) Uani 1 1 d . . . . .
C9 C 0.6259(2) 0.24902(18) 0.73975(12) 0.0529(6) Uani 1 1 d . . . . .
C10 C 0.6423(3) 0.38203(19) 0.79042(14) 0.0695(9) Uani 1 1 d . . . . .
H10A H 0.5699 0.4007 0.7863 0.083 Uiso 1 1 calc R U . . .
H10B H 0.6877 0.4312 0.7891 0.083 Uiso 1 1 calc R U . . .
C11 C 0.6567(3) 0.3367(2) 0.85135(14) 0.0686(9) Uani 1 1 d . . . . .
H11A H 0.7301 0.3214 0.8568 0.082 Uiso 1 1 calc R U . . .
H11B H 0.6363 0.3730 0.8860 0.082 Uiso 1 1 calc R U . . .
C12 C 0.5486(2) 0.2311(2) 0.91226(13) 0.0645(8) Uani 1 1 d . . . . .
H12 H 0.5246 0.1730 0.9064 0.077 Uiso 1 1 calc R U . . .
C13 C 0.4545(3) 0.2832(3) 0.93060(15) 0.0872(11) Uani 1 1 d . . . . .
H13A H 0.4011 0.2781 0.8989 0.131 Uiso 1 1 calc R U . . .
H13B H 0.4751 0.3412 0.9345 0.131 Uiso 1 1 calc R U . . .
H13C H 0.4274 0.2636 0.9701 0.131 Uiso 1 1 calc R U . . .
C14 C 0.6348(3) 0.2303(2) 0.96205(16) 0.0888(11) Uani 1 1 d . . . . .
H14A H 0.6956 0.2017 0.9459 0.133 Uiso 1 1 calc R U . . .
H14B H 0.6098 0.2015 0.9988 0.133 Uiso 1 1 calc R U . . .
H14C H 0.6533 0.2871 0.9728 0.133 Uiso 1 1 calc R U . . .
C15 C 0.7232(3) 0.3603(3) 0.68345(15) 0.0836(11) Uani 1 1 d . . . . .
H15 H 0.7436 0.3128 0.6566 0.100 Uiso 1 1 calc R U . . .
C16 C 0.6477(4) 0.4139(4) 0.6466(2) 0.150(2) Uani 1 1 d . . . . .
H16A H 0.6816 0.4336 0.6091 0.225 Uiso 1 1 calc R U . . .
H16B H 0.6263 0.4611 0.6717 0.225 Uiso 1 1 calc R U . . .
H16C H 0.5869 0.3811 0.6356 0.225 Uiso 1 1 calc R U . . .
C17 C 0.8225(3) 0.4066(3) 0.70142(19) 0.0980(13) Uani 1 1 d . . . . .
H17A H 0.8613 0.4207 0.6641 0.147 Uiso 1 1 calc R U . . .
H17B H 0.8649 0.3713 0.7279 0.147 Uiso 1 1 calc R U . . .
H17C H 0.8045 0.4572 0.7236 0.147 Uiso 1 1 calc R U . . .
N1 N 0.59134(18) 0.26110(14) 0.85102(10) 0.0559(6) Uani 1 1 d . . . . .
N2 N 0.6687(2) 0.32518(15) 0.73916(11) 0.0599(6) Uani 1 1 d . . . . .
O1 O 0.41115(18) 0.28416(13) 0.66740(10) 0.0717(6) Uani 1 1 d . . . . .
S3 S 0.47164(7) 0.14919(5) 0.79017(3) 0.0651(2) Uani 1 1 d . . . . .
S4 S 0.63754(7) 0.17977(5) 0.67816(3) 0.0651(2) Uani 1 1 d . . . . .
Mo1 Mo 0.45098(2) 0.18496(2) 0.68141(2) 0.05369(9) Uani 1 1 d . . . . .
S1 S 0.2906(12) 0.1042(11) 0.6872(6) 0.0547(12) Uani 0.483(5) 1 d D U P A 1
S2 S 0.4787(9) 0.1025(8) 0.5890(6) 0.0611(13) Uani 0.483(5) 1 d D U P A 1
C1 C 0.2652(11) 0.0521(12) 0.6249(6) 0.0545(18) Uani 0.483(5) 1 d D U P A 1
C2 C 0.3390(9) 0.0536(12) 0.5773(6) 0.0552(19) Uani 0.483(5) 1 d D U P A 1
C3 C 0.3170(8) 0.0084(10) 0.5204(7) 0.062(2) Uani 0.483(5) 1 d D U P A 1
H3 H 0.3658 0.0097 0.4878 0.074 Uiso 0.483(5) 1 calc R U P A 1
C4 C 0.2248(8) -0.0369(8) 0.5131(5) 0.062(2) Uani 0.483(5) 1 d D U P A 1
C5 C 0.1546(10) -0.0356(9) 0.5614(4) 0.066(2) Uani 0.483(5) 1 d D U P A 1
H5 H 0.0910 -0.0640 0.5568 0.080 Uiso 0.483(5) 1 calc R U P A 1
C6 C 0.1743(12) 0.0066(11) 0.6174(5) 0.061(2) Uani 0.483(5) 1 d D U P A 1
H6 H 0.1256 0.0039 0.6500 0.073 Uiso 0.483(5) 1 calc R U P A 1
C7 C 0.2081(6) -0.0873(5) 0.4533(3) 0.083(2) Uani 0.483(5) 1 d D U P A 1
H7A H 0.1456 -0.0679 0.4325 0.125 Uiso 0.483(5) 1 calc R U P A 1
H7B H 0.2005 -0.1458 0.4636 0.125 Uiso 0.483(5) 1 calc R U P A 1
H7C H 0.2676 -0.0800 0.4260 0.125 Uiso 0.483(5) 1 calc R U P A 1
S1A S 0.4618(9) 0.1150(7) 0.5847(6) 0.0633(14) Uani 0.517(5) 1 d D U P A 2
S2A S 0.3007(12) 0.1026(11) 0.6969(5) 0.0593(15) Uani 0.517(5) 1 d D U P A 2
C1A C 0.3626(9) 0.0561(11) 0.5702(6) 0.0560(18) Uani 0.517(5) 1 d D U P A 2
C2A C 0.2823(10) 0.0540(11) 0.6141(5) 0.0547(18) Uani 0.517(5) 1 d D U P A 2
C3A C 0.1873(11) 0.0102(10) 0.6003(4) 0.061(2) Uani 0.517(5) 1 d D U P A 2
H3A H 0.1321 0.0101 0.6290 0.074 Uiso 0.517(5) 1 calc R U P A 2
C4A C 0.1778(8) -0.0323(8) 0.5436(4) 0.064(2) Uani 0.517(5) 1 d D U P A 2
C5A C 0.2584(8) -0.0291(8) 0.5021(5) 0.062(2) Uani 0.517(5) 1 d D U P A 2
H5A H 0.2520 -0.0575 0.4641 0.074 Uiso 0.517(5) 1 calc R U P A 2
C6A C 0.3495(8) 0.0147(9) 0.5143(6) 0.0605(19) Uani 0.517(5) 1 d D U P A 2
H6A H 0.4028 0.0163 0.4843 0.073 Uiso 0.517(5) 1 calc R U P A 2
C7A C 0.0783(6) -0.0813(5) 0.5341(4) 0.102(3) Uani 0.517(5) 1 d D U P A 2
H7AA H 0.0791 -0.1070 0.4933 0.153 Uiso 0.517(5) 1 calc R U P A 2
H7AB H 0.0190 -0.0441 0.5373 0.153 Uiso 0.517(5) 1 calc R U P A 2
H7AC H 0.0731 -0.1242 0.5658 0.153 Uiso 0.517(5) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C8 N1 1.317(3) . ?
C8 C9 1.475(4) . ?
C8 S3 1.724(3) . ?
C9 N2 1.326(3) . ?
C9 S4 1.717(3) . ?
C10 N2 1.455(3) . ?
C10 C11 1.493(4) . ?
C11 N1 1.460(3) . ?
C12 N1 1.489(3) . ?
C12 C13 1.504(4) . ?
C12 C14 1.523(4) . ?
C15 N2 1.481(4) . ?
C15 C16 1.502(6) . ?
C15 C17 1.509(5) . ?
O1 Mo1 1.681(2) . ?
S3 Mo1 2.3971(8) . ?
S4 Mo1 2.3714(9) . ?
Mo1 S2A 2.337(16) . ?
Mo1 S1A 2.342(12) . ?
Mo1 S2 2.388(13) . ?
Mo1 S1 2.410(16) . ?
S1 C1 1.594(18) . ?
S2 C2 1.953(17) . ?
C1 C6 1.370(16) . ?
C1 C2 1.380(9) . ?
C2 C3 1.435(16) . ?
C3 C4 1.384(12) . ?
C4 C5 1.361(10) . ?
C4 C7 1.517(12) . ?
C5 C6 1.389(12) . ?
S1A C1A 1.599(17) . ?
S2A C2A 1.937(16) . ?
C1A C6A 1.368(14) . ?
C1A C2A 1.384(9) . ?
C2A C3A 1.423(15) . ?
C3A C4A 1.389(12) . ?
C4A C5A 1.352(9) . ?
C4A C7A 1.496(11) . ?
C5A C6A 1.375(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
N1 C8 C9 119.7(3) . . ?
N1 C8 S3 122.5(2) . . ?
C9 C8 S3 117.6(2) . . ?
N2 C9 C8 117.4(2) . . ?
N2 C9 S4 122.8(2) . . ?
C8 C9 S4 119.8(2) . . ?
N2 C10 C11 108.9(3) . . ?
N1 C11 C10 108.8(2) . . ?
N1 C12 C13 109.9(3) . . ?
N1 C12 C14 110.5(3) . . ?
C13 C12 C14 113.3(3) . . ?
N2 C15 C16 109.4(3) . . ?
N2 C15 C17 111.8(3) . . ?
C16 C15 C17 112.9(4) . . ?
C8 N1 C11 119.8(2) . . ?
C8 N1 C12 122.4(2) . . ?
C11 N1 C12 117.8(2) . . ?
C9 N2 C10 117.7(2) . . ?
C9 N2 C15 122.8(3) . . ?
C10 N2 C15 118.3(3) . . ?
C8 S3 Mo1 90.33(9) . . ?
C9 S4 Mo1 82.49(10) . . ?
O1 Mo1 S2A 107.7(4) . . ?
O1 Mo1 S1A 107.9(3) . . ?
S2A Mo1 S1A 84.6(3) . . ?
O1 Mo1 S4 109.14(8) . . ?
S2A Mo1 S4 143.2(4) . . ?
S1A Mo1 S4 84.2(3) . . ?
O1 Mo1 S2 114.3(3) . . ?
S4 Mo1 S2 79.0(3) . . ?
O1 Mo1 S3 115.22(8) . . ?
S2A Mo1 S3 79.7(3) . . ?
S1A Mo1 S3 136.8(3) . . ?
S4 Mo1 S3 84.87(3) . . ?
S2 Mo1 S3 130.4(3) . . ?
O1 Mo1 S1 104.7(4) . . ?
S4 Mo1 S1 145.8(4) . . ?
S2 Mo1 S1 82.8(3) . . ?
S3 Mo1 S1 85.3(3) . . ?
C1 S1 Mo1 113.9(9) . . ?
C2 S2 Mo1 100.9(7) . . ?
C6 C1 C2 119.6(12) . . ?
C6 C1 S1 122.8(10) . . ?
C2 C1 S1 117.6(13) . . ?
C1 C2 C3 118.6(12) . . ?
C1 C2 S2 122.0(12) . . ?
C3 C2 S2 118.9(8) . . ?
C4 C3 C2 121.3(9) . . ?
C5 C4 C3 117.5(10) . . ?
C5 C4 C7 123.4(9) . . ?
C3 C4 C7 119.1(8) . . ?
C4 C5 C6 122.5(11) . . ?
C1 C6 C5 120.4(9) . . ?
C1A S1A Mo1 113.7(8) . . ?
C2A S2A Mo1 101.1(7) . . ?
C6A C1A C2A 119.1(11) . . ?
C6A C1A S1A 123.0(9) . . ?
C2A C1A S1A 117.6(12) . . ?
C1A C2A C3A 119.8(11) . . ?
C1A C2A S2A 121.1(11) . . ?
C3A C2A S2A 119.0(8) . . ?
C4A C3A C2A 119.4(8) . . ?
C5A C4A C3A 118.8(9) . . ?
C5A C4A C7A 124.8(9) . . ?
C3A C4A C7A 116.3(8) . . ?
C4A C5A C6A 122.2(9) . . ?
C1A C6A C5A 120.6(8) . . ?

_refine_diff_density_max         0.531
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.058

