# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_nj_ryj_0m
_database_code_depnum_ccdc_archive 'CCDC 1030396'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-01-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C H N O S'
_chemical_formula_weight         75.09

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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   7.7819(12)
_cell_length_b                   10.0431(17)
_cell_length_c                   10.0631(15)
_cell_angle_alpha                99.637(5)
_cell_angle_beta                 96.381(5)
_cell_angle_gamma                99.610(5)
_cell_volume                     756.6(2)
_cell_formula_units_Z            10
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             380
_exptl_absorpt_coefficient_mu    0.788
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8193
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         27.46
_reflns_number_total             3371
_reflns_number_gt                2532
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0530P)²+0.1801P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3371
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1041
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.13373(6) 0.33772(5) -0.21088(5) 0.04069(17) Uani 1 1 d . . .
N3 N 0.04961(18) 0.27379(14) 0.02385(14) 0.0304(3) Uani 1 1 d . . .
N2 N 0.15524(17) 0.39925(14) 0.08673(14) 0.0304(3) Uani 1 1 d . . .
N1 N -0.07503(19) 0.11605(15) -0.16955(14) 0.0350(4) Uani 1 1 d . . .
C1 C 0.1688(2) 0.40395(18) 0.21611(17) 0.0306(4) Uani 1 1 d . . .
C2 C -0.0261(2) 0.19300(18) 0.12047(17) 0.0319(4) Uani 1 1 d . . .
H2 H 0.0005 0.1001 0.1045 0.038 Uiso 1 1 calc R . .
O1 O -0.1681(2) -0.00393(14) -0.38694(14) 0.0564(4) Uani 1 1 d . . .
C3 C 0.0266(2) 0.23329(17) -0.11038(17) 0.0292(4) Uani 1 1 d . . .
C4 C -0.2224(2) 0.18716(17) 0.11281(16) 0.0305(4) Uani 1 1 d . . .
C5 C 0.2709(2) 0.52312(19) 0.31347(17) 0.0349(4) Uani 1 1 d . . .
N4 N -0.5818(2) 0.18322(19) 0.11591(17) 0.0474(4) Uani 1 1 d . . .
C6 C -0.0827(2) 0.09649(19) -0.30857(18) 0.0379(4) Uani 1 1 d . . .
C7 C 0.0263(3) 0.21315(19) -0.35913(18) 0.0421(5) Uani 1 1 d . . .
H7A H -0.0489 0.2544 -0.4171 0.050 Uiso 1 1 calc R . .
H7B H 0.1130 0.1790 -0.4111 0.050 Uiso 1 1 calc R . .
C8 C -0.3008(2) 0.28941(19) 0.07072(18) 0.0365(4) Uani 1 1 d . . .
H8 H -0.2348 0.3617 0.0408 0.044 Uiso 1 1 calc R . .
C9 C -0.3281(2) 0.08344(19) 0.15718(19) 0.0393(4) Uani 1 1 d . . .
H9 H -0.2806 0.0129 0.1874 0.047 Uiso 1 1 calc R . .
C10 C -0.5045(3) 0.0860(2) 0.1560(2) 0.0462(5) Uani 1 1 d . . .
H10 H -0.5739 0.0149 0.1853 0.055 Uiso 1 1 calc R . .
C11 C 0.0748(2) 0.27686(19) 0.25616(18) 0.0366(4) Uani 1 1 d . . .
H11A H -0.0051 0.2993 0.3203 0.044 Uiso 1 1 calc R . .
H11B H 0.1576 0.2274 0.2962 0.044 Uiso 1 1 calc R . .
C12 C -0.4779(3) 0.2824(2) 0.0738(2) 0.0448(5) Uani 1 1 d . . .
H12 H -0.5289 0.3517 0.0445 0.054 Uiso 1 1 calc R . .
C13 C 0.2699(3) 0.5304(2) 0.45231(19) 0.0474(5) Uani 1 1 d . . .
H13 H 0.2046 0.4588 0.4836 0.057 Uiso 1 1 calc R . .
C14 C 0.4644(3) 0.7443(2) 0.3635(2) 0.0562(6) Uani 1 1 d . . .
H14 H 0.5297 0.8166 0.3330 0.067 Uiso 1 1 calc R . .
C15 C 0.3704(3) 0.6321(2) 0.2710(2) 0.0475(5) Uani 1 1 d . . .
H15 H 0.3736 0.6292 0.1785 0.057 Uiso 1 1 calc R . .
C16 C 0.4622(3) 0.7499(2) 0.5003(2) 0.0570(6) Uani 1 1 d . . .
H16 H 0.5262 0.8256 0.5627 0.068 Uiso 1 1 calc R . .
C17 C 0.3654(3) 0.6436(2) 0.5446(2) 0.0582(6) Uani 1 1 d . . .
H17 H 0.3638 0.6473 0.6375 0.070 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C3 1.7517(17) . ?
S1 C7 1.7995(18) . ?
N3 C3 1.327(2) . ?
N3 N2 1.3912(19) . ?
N3 C2 1.477(2) . ?
N2 C1 1.287(2) . ?
N1 C3 1.310(2) . ?
N1 C6 1.373(2) . ?
C1 C5 1.463(2) . ?
C1 C11 1.501(2) . ?
C2 C4 1.511(2) . ?
C2 C11 1.532(2) . ?
O1 C6 1.214(2) . ?
C4 C8 1.380(2) . ?
C4 C9 1.383(2) . ?
C5 C13 1.388(3) . ?
C5 C15 1.388(3) . ?
N4 C10 1.323(3) . ?
N4 C12 1.332(2) . ?
C6 C7 1.522(3) . ?
C8 C12 1.372(3) . ?
C9 C10 1.376(3) . ?
C13 C17 1.385(3) . ?
C14 C16 1.371(3) . ?
C14 C15 1.376(3) . ?
C16 C17 1.368(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S1 C7 88.45(8) . . ?
C3 N3 N2 121.23(14) . . ?
C3 N3 C2 125.15(14) . . ?
N2 N3 C2 113.60(13) . . ?
C1 N2 N3 107.40(14) . . ?
C3 N1 C6 111.24(15) . . ?
N2 C1 C5 121.85(16) . . ?
N2 C1 C11 114.20(15) . . ?
C5 C1 C11 123.94(15) . . ?
N3 C2 C4 111.51(13) . . ?
N3 C2 C11 100.79(13) . . ?
C4 C2 C11 112.04(14) . . ?
N1 C3 N3 121.13(16) . . ?
N1 C3 S1 119.16(13) . . ?
N3 C3 S1 119.70(13) . . ?
C8 C4 C9 117.49(16) . . ?
C8 C4 C2 121.58(15) . . ?
C9 C4 C2 120.77(16) . . ?
C13 C5 C15 117.93(17) . . ?
C13 C5 C1 120.41(17) . . ?
C15 C5 C1 121.66(16) . . ?
C10 N4 C12 115.89(16) . . ?
O1 C6 N1 124.26(17) . . ?
O1 C6 C7 121.52(17) . . ?
N1 C6 C7 114.22(15) . . ?
C6 C7 S1 106.89(12) . . ?
C12 C8 C4 118.76(17) . . ?
C10 C9 C4 119.09(18) . . ?
N4 C10 C9 124.17(18) . . ?
C1 C11 C2 103.02(14) . . ?
N4 C12 C8 124.59(19) . . ?
C17 C13 C5 120.53(19) . . ?
C16 C14 C15 120.2(2) . . ?
C14 C15 C5 121.13(19) . . ?
C17 C16 C14 119.7(2) . . ?
C16 C17 C13 120.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.049
