# 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 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_L
_database_code_depnum_ccdc_archive 'CCDC 1030098'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 N2 O S2'
_chemical_formula_weight         316.43

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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                   5.0508(3)
_cell_length_b                   33.692(2)
_cell_length_c                   8.9618(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.081(6)
_cell_angle_gamma                90.00
_cell_volume                     1501.50(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7844
_cell_measurement_theta_min      3.34
_cell_measurement_theta_max      30.00

_exptl_crystal_description       needle
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.354
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_standards_number         n/a
_diffrn_measurement_device       'Oxford Diffaction X-Calibur System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_C3_%           n/a
_diffrn_reflns_number            7844
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0970
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         30.00
_reflns_number_total             4222
_reflns_number_gt                2587
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    PLATON(Spek,2004)


_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     
;
_refine_ls_weighting_details 
  w=1/[σ²(Fo²)+(0.0694P)²+0.0000P] 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         4222
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1606
_refine_ls_wR_factor_gt          0.1315
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_restrained_S_all      0.935
_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
O1 O 0.2553(4) 0.14205(6) 0.3312(2) 0.0344(5) Uani 1 1 d . . .
H1 H 0.3750 0.1267 0.3681 0.052 Uiso 1 1 calc R . .
C1 C 0.0839(5) 0.12334(9) 0.2208(3) 0.0281(6) Uani 1 1 d . . .
C2 C -0.1388(5) 0.14510(10) 0.1529(3) 0.0365(7) Uani 1 1 d . . .
H2 H -0.1636 0.1708 0.1857 0.044 Uiso 1 1 calc R . .
C3 C -0.3232(6) 0.12889(11) 0.0374(4) 0.0416(8) Uani 1 1 d . . .
H3 H -0.4728 0.1436 -0.0059 0.050 Uiso 1 1 calc R . .
C4 C -0.2879(5) 0.09109(10) -0.0146(3) 0.0379(8) Uani 1 1 d . . .
H4 H -0.4095 0.0805 -0.0947 0.045 Uiso 1 1 calc R . .
C5 C -0.0700(5) 0.06917(10) 0.0539(3) 0.0343(7) Uani 1 1 d . . .
H5 H -0.0484 0.0435 0.0196 0.041 Uiso 1 1 calc R . .
C6 C 0.1214(5) 0.08418(8) 0.1740(3) 0.0265(6) Uani 1 1 d . . .
C7 C 0.3456(5) 0.05923(8) 0.2472(3) 0.0277(6) Uani 1 1 d . . .
N1 N 0.5092(4) 0.07492(7) 0.3587(2) 0.0251(5) Uani 1 1 d . . .
N2 N 0.7191(4) 0.05329(7) 0.4369(3) 0.0269(5) Uani 1 1 d . . .
H22 H 0.7398 0.0287 0.4161 0.032 Uiso 1 1 calc R . .
C9 C 0.8923(5) 0.07167(8) 0.5475(3) 0.0259(6) Uani 1 1 d . . .
S1 S 1.15291(14) 0.04767(2) 0.64601(9) 0.0362(2) Uani 1 1 d . . .
S2 S 0.81268(13) 0.12101(2) 0.57248(8) 0.0303(2) Uani 1 1 d . . .
C10 C 1.0949(5) 0.13958(9) 0.7082(3) 0.0325(7) Uani 1 1 d . B .
H10A H 1.0965 0.1278 0.8070 0.039 Uiso 1 1 calc R . .
H10B H 1.2634 0.1334 0.6754 0.039 Uiso 1 1 calc R . .
C11 C 1.0569(5) 0.18383(9) 0.7149(3) 0.0277(6) Uani 1 1 d . . .
C14 C 0.9749(6) 0.26529(9) 0.7284(4) 0.0385(7) Uani 1 1 d . . .
H14 H 0.9479 0.2926 0.7310 0.046 Uiso 1 1 calc R A 1
C12A C 1.2346(10) 0.20615(17) 0.6691(7) 0.0301(14) Uani 0.498(4) 1 d P B 1
H12A H 1.3826 0.1952 0.6354 0.036 Uiso 0.498(4) 1 calc PR B 1
C13A C 1.1979(12) 0.24730(17) 0.6717(7) 0.0353(15) Uani 0.498(4) 1 d P B 1
H13A H 1.3211 0.2637 0.6358 0.042 Uiso 0.498(4) 1 calc PR B 1
C15A C 0.8066(11) 0.23807(17) 0.7782(7) 0.0304(14) Uani 0.498(4) 1 d P B 1
H15A H 0.6592 0.2478 0.8159 0.036 Uiso 0.498(4) 1 calc PR B 1
C16A C 0.8397(10) 0.19764(17) 0.7763(6) 0.0281(13) Uani 0.498(4) 1 d P B 1
H16A H 0.7233 0.1804 0.8140 0.034 Uiso 0.498(4) 1 calc PR B 1
C12B C 1.0112(11) 0.21024(17) 0.5801(6) 0.0321(14) Uani 0.502(4) 1 d P B 2
H12B H 1.0179 0.1994 0.4854 0.039 Uiso 0.502(4) 1 calc PR B 2
C13B C 0.9589(12) 0.25056(18) 0.5902(8) 0.0411(16) Uani 0.502(4) 1 d P B 2
H13B H 0.9150 0.2664 0.5043 0.049 Uiso 0.502(4) 1 calc PR B 2
C15B C 1.0161(12) 0.24483(19) 0.8581(8) 0.0396(16) Uani 0.502(4) 1 d P B 2
H15B H 1.0136 0.2571 0.9508 0.048 Uiso 0.502(4) 1 calc PR B 2
C16B C 1.0623(10) 0.20479(18) 0.8483(6) 0.0302(13) Uani 0.502(4) 1 d P B 2
H16B H 1.1004 0.1906 0.9386 0.036 Uiso 0.502(4) 1 calc PR B 2
C8 C 0.3762(7) 0.01780(9) 0.1924(4) 0.0613(12) Uani 1 1 d . . .
H8A H 0.5629 0.0105 0.2118 0.092 Uiso 1 1 calc R . .
H8B H 0.3089 0.0164 0.0855 0.092 Uiso 1 1 calc R . .
H8C H 0.2766 -0.0001 0.2448 0.092 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.351(3) . ?
O1 H1 0.8200 . ?
C1 C2 1.391(4) . ?
C1 C6 1.407(4) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.378(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.409(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.469(4) . ?
C7 N1 1.293(3) . ?
C7 C8 1.497(4) . ?
N1 N2 1.373(3) . ?
N2 C9 1.352(3) . ?
N2 H22 0.8600 . ?
C9 S1 1.661(3) . ?
C9 S2 1.734(3) . ?
S2 C10 1.815(3) . ?
C10 C11 1.505(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12A 1.292(6) . ?
C11 C16B 1.385(6) . ?
C11 C16A 1.391(6) . ?
C11 C12B 1.486(6) . ?
C14 C13B 1.324(7) . ?
C14 C15B 1.336(7) . ?
C14 C15A 1.377(6) . ?
C14 C13A 1.447(6) . ?
C14 H14 0.9300 . ?
C12A C13A 1.399(8) . ?
C12A H12A 0.9300 . ?
C13A H13A 0.9300 . ?
C15A C16A 1.373(8) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?
C12B C13B 1.390(8) . ?
C12B H12B 0.9300 . ?
C13B H13B 0.9300 . ?
C15B C16B 1.375(8) . ?
C15B H15B 0.9300 . ?
C16B H16B 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
O1 C1 C2 116.1(3) . . ?
O1 C1 C6 123.6(2) . . ?
C2 C1 C6 120.3(3) . . ?
C3 C2 C1 120.5(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 122.4(3) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C1 C6 C5 117.0(2) . . ?
C1 C6 C7 122.5(2) . . ?
C5 C6 C7 120.5(3) . . ?
N1 C7 C6 116.7(3) . . ?
N1 C7 C8 123.1(3) . . ?
C6 C7 C8 120.2(2) . . ?
C7 N1 N2 120.6(2) . . ?
C9 N2 N1 118.3(2) . . ?
C9 N2 H22 120.9 . . ?
N1 N2 H22 120.9 . . ?
N2 C9 S1 121.2(2) . . ?
N2 C9 S2 113.52(19) . . ?
S1 C9 S2 125.31(16) . . ?
C9 S2 C10 104.15(13) . . ?
C11 C10 S2 106.11(18) . . ?
C11 C10 H10A 110.5 . . ?
S2 C10 H10A 110.5 . . ?
C11 C10 H10B 110.5 . . ?
S2 C10 H10B 110.5 . . ?
H10A C10 H10B 108.7 . . ?
C12A C11 C16B 93.9(4) . . ?
C12A C11 C16A 124.8(4) . . ?
C16B C11 C16A 52.1(3) . . ?
C12A C11 C12B 53.9(3) . . ?
C16B C11 C12B 111.9(4) . . ?
C16A C11 C12B 95.7(4) . . ?
C12A C11 C10 117.6(3) . . ?
C16B C11 C10 123.8(3) . . ?
C16A C11 C10 117.5(3) . . ?
C12B C11 C10 124.3(3) . . ?
C13B C14 C15B 126.5(5) . . ?
C13B C14 C15A 96.5(4) . . ?
C15B C14 C15A 52.1(3) . . ?
C13B C14 C13A 55.8(4) . . ?
C15B C14 C13A 94.4(4) . . ?
C15A C14 C13A 113.4(4) . . ?
C13B C14 H14 114.1 . . ?
C15B C14 H14 119.3 . . ?
C15A C14 H14 123.3 . . ?
C13A C14 H14 123.3 . . ?
C11 C12A C13A 118.1(5) . . ?
C11 C12A H12A 121.0 . . ?
C13A C12A H12A 121.0 . . ?
C12A C13A C14 122.3(5) . . ?
C12A C13A H13A 118.9 . . ?
C14 C13A H13A 118.9 . . ?
C16A C15A C14 125.0(5) . . ?
C16A C15A H15A 117.5 . . ?
C14 C15A H15A 117.5 . . ?
C15A C16A C11 116.3(5) . . ?
C15A C16A H16A 121.9 . . ?
C11 C16A H16A 121.9 . . ?
C13B C12B C11 122.5(5) . . ?
C13B C12B H12B 118.8 . . ?
C11 C12B H12B 118.8 . . ?
C14 C13B C12B 116.5(6) . . ?
C14 C13B H13B 121.8 . . ?
C12B C13B H13B 121.8 . . ?
C14 C15B C16B 116.9(5) . . ?
C14 C15B H15B 121.5 . . ?
C16B C15B H15B 121.5 . . ?
C15B C16B C11 125.3(5) . . ?
C15B C16B H16B 117.3 . . ?
C11 C16B H16B 117.3 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.070
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1030099'
_audit_update_record             
;
2014-12-01 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H22 Mo N2 O4 S2'
_chemical_formula_weight         514.46

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n  '

loop_
_symmetry_equiv_pos_as_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                   14.489(2)
_cell_length_b                   7.1442(10)
_cell_length_c                   21.090(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.518(6)
_cell_angle_gamma                90.00
_cell_volume                     2182.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9238
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      28.66

_exptl_crystal_description       Cubic
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_absorpt_coefficient_mu    0.821
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8799
_exptl_absorpt_correction_T_max  0.9079
_exptl_absorpt_process_details   'SADABS(Sheldrick, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28297
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0276
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         30.00
_reflns_number_total             6264
_reflns_number_gt                4933
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0882P)²+0.7778P] 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         6264
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.1140
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   0.831
_refine_ls_restrained_S_all      0.831
_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
C1 C 0.91837(15) 0.2399(3) 0.94148(12) 0.0471(5) Uani 1 1 d . . .
C2 C 1.00390(17) 0.2472(4) 0.97330(15) 0.0600(6) Uani 1 1 d . . .
H2 H 1.0093 0.3020 1.0132 0.072 Uiso 1 1 calc R . .
C3 C 1.08023(18) 0.1728(4) 0.94516(18) 0.0728(9) Uani 1 1 d . . .
H3 H 1.1376 0.1800 0.9658 0.087 Uiso 1 1 calc R . .
C4 C 1.07237(18) 0.0876(5) 0.88659(19) 0.0750(9) Uani 1 1 d . . .
H4 H 1.1244 0.0382 0.8678 0.090 Uiso 1 1 calc R . .
C5 C 0.98727(18) 0.0757(4) 0.85583(15) 0.0619(6) Uani 1 1 d . . .
H5 H 0.9826 0.0166 0.8166 0.074 Uiso 1 1 calc R . .
C6 C 0.90742(15) 0.1511(3) 0.88248(11) 0.0459(5) Uani 1 1 d . . .
C7 C 0.81706(15) 0.1240(3) 0.85027(10) 0.0421(4) Uani 1 1 d . . .
C8 C 0.8064(2) -0.0234(4) 0.80014(13) 0.0594(7) Uani 1 1 d . . .
H8A H 0.7473 -0.0830 0.8037 0.089 Uiso 1 1 calc R . .
H8B H 0.8544 -0.1149 0.8056 0.089 Uiso 1 1 calc R . .
H8C H 0.8105 0.0333 0.7590 0.089 Uiso 1 1 calc R . .
C9 C 0.59975(14) 0.2989(3) 0.83745(9) 0.0437(4) Uani 1 1 d . . .
C10 C 0.51150(18) 0.0395(4) 0.75648(14) 0.0576(6) Uani 1 1 d . . .
H10A H 0.5617 0.0547 0.7274 0.069 Uiso 1 1 calc R . .
H10B H 0.5265 -0.0626 0.7853 0.069 Uiso 1 1 calc R . .
C11 C 0.42244(18) 0.0011(4) 0.72083(12) 0.0508(5) Uani 1 1 d . . .
C12 C 0.4040(2) 0.0828(4) 0.66257(12) 0.0601(6) Uani 1 1 d . . .
H12 H 0.4484 0.1577 0.6441 0.072 Uiso 1 1 calc R . .
C13 C 0.3199(2) 0.0541(5) 0.63132(14) 0.0706(8) Uani 1 1 d . . .
H13 H 0.3082 0.1096 0.5920 0.085 Uiso 1 1 calc R . .
C14 C 0.2542(2) -0.0554(5) 0.65805(16) 0.0742(9) Uani 1 1 d . . .
H14 H 0.1973 -0.0722 0.6373 0.089 Uiso 1 1 calc R . .
C15 C 0.2718(2) -0.1399(5) 0.71495(15) 0.0755(9) Uani 1 1 d . . .
H15 H 0.2274 -0.2169 0.7324 0.091 Uiso 1 1 calc R . .
C16 C 0.3552(2) -0.1118(5) 0.74687(13) 0.0690(8) Uani 1 1 d . . .
H16 H 0.3663 -0.1687 0.7860 0.083 Uiso 1 1 calc R . .
C17 C 0.6847(2) 0.0581(4) 0.99870(15) 0.0642(7) Uani 1 1 d . . .
H17A H 0.7506 0.0338 0.9992 0.077 Uiso 1 1 calc R . .
H17B H 0.6556 -0.0143 0.9648 0.077 Uiso 1 1 calc R . .
C18 C 0.6451(3) 0.0089(5) 1.06066(19) 0.0839(11) Uani 1 1 d . . .
H18A H 0.6924 0.0113 1.0940 0.101 Uiso 1 1 calc R . .
H18B H 0.6178 -0.1150 1.0590 0.101 Uiso 1 1 calc R . .
C19 C 0.5733(3) 0.1533(5) 1.07229(16) 0.0838(10) Uani 1 1 d . . .
H19A H 0.5122 0.0978 1.0699 0.101 Uiso 1 1 calc R . .
H19B H 0.5827 0.2084 1.1140 0.101 Uiso 1 1 calc R . .
C20 C 0.58285(19) 0.2978(4) 1.02222(14) 0.0654(7) Uani 1 1 d . . .
H20A H 0.5303 0.2940 0.9928 0.079 Uiso 1 1 calc R . .
H20B H 0.5864 0.4217 1.0410 0.079 Uiso 1 1 calc R . .
Mo1 Mo 0.753886(14) 0.47636(3) 0.931777(9) 0.04502(8) Uani 1 1 d . . .
N1 N 0.74631(12) 0.2274(3) 0.86514(8) 0.0397(4) Uani 1 1 d . . .
N2 N 0.66373(12) 0.1742(3) 0.83439(8) 0.0430(4) Uani 1 1 d . . .
O1 O 0.84638(11) 0.3177(2) 0.97151(7) 0.0507(4) Uani 1 1 d . . .
O4 O 0.66652(12) 0.2553(2) 0.98999(8) 0.0518(4) Uani 1 1 d . . .
O2 O 0.82358(15) 0.6017(3) 0.88508(11) 0.0754(6) Uani 1 1 d . . .
O3 O 0.71894(14) 0.6260(3) 0.98910(9) 0.0652(5) Uani 1 1 d . . .
S1 S 0.60522(5) 0.51528(9) 0.87504(3) 0.05425(16) Uani 1 1 d . . .
S2 S 0.49268(4) 0.25539(10) 0.80043(3) 0.05417(16) 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
C1 O1 1.354(3) . ?
C1 C2 1.395(3) . ?
C1 C6 1.402(3) . ?
C2 C3 1.376(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.407(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.472(3) . ?
C7 N1 1.308(3) . ?
C7 C8 1.497(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N2 1.289(3) . ?
C9 S1 1.738(2) . ?
C9 S2 1.746(2) . ?
C10 C11 1.501(3) . ?
C10 S2 1.824(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.380(4) . ?
C11 C16 1.389(4) . ?
C12 C13 1.385(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.366(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.361(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 O4 1.444(3) . ?
C17 C18 1.483(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.489(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.486(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 O4 1.438(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
Mo1 O2 1.686(2) . ?
Mo1 O3 1.7011(18) . ?
Mo1 O1 1.9296(15) . ?
Mo1 N1 2.2678(18) . ?
Mo1 O4 2.3846(17) . ?
Mo1 S1 2.4519(7) . ?
N1 N2 1.398(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 116.4(2) . . ?
O1 C1 C6 122.04(19) . . ?
C2 C1 C6 121.5(2) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 116.9(2) . . ?
C1 C6 C7 123.2(2) . . ?
C5 C6 C7 119.8(2) . . ?
N1 C7 C6 120.56(19) . . ?
N1 C7 C8 119.9(2) . . ?
C6 C7 C8 119.5(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 S1 127.85(17) . . ?
N2 C9 S2 119.09(18) . . ?
S1 C9 S2 113.06(12) . . ?
C11 C10 S2 105.73(18) . . ?
C11 C10 H10A 110.6 . . ?
S2 C10 H10A 110.6 . . ?
C11 C10 H10B 110.6 . . ?
S2 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
C12 C11 C16 118.4(2) . . ?
C12 C11 C10 120.8(2) . . ?
C16 C11 C10 120.7(2) . . ?
C11 C12 C13 120.5(3) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 120.3(3) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
O4 C17 C18 105.6(2) . . ?
O4 C17 H17A 110.6 . . ?
C18 C17 H17A 110.6 . . ?
O4 C17 H17B 110.6 . . ?
C18 C17 H17B 110.6 . . ?
H17A C17 H17B 108.7 . . ?
C17 C18 C19 105.6(3) . . ?
C17 C18 H18A 110.6 . . ?
C19 C18 H18A 110.6 . . ?
C17 C18 H18B 110.6 . . ?
C19 C18 H18B 110.6 . . ?
H18A C18 H18B 108.7 . . ?
C20 C19 C18 106.6(2) . . ?
C20 C19 H19A 110.4 . . ?
C18 C19 H19A 110.4 . . ?
C20 C19 H19B 110.4 . . ?
C18 C19 H19B 110.4 . . ?
H19A C19 H19B 108.6 . . ?
O4 C20 C19 106.5(2) . . ?
O4 C20 H20A 110.4 . . ?
C19 C20 H20A 110.4 . . ?
O4 C20 H20B 110.4 . . ?
C19 C20 H20B 110.4 . . ?
H20A C20 H20B 108.6 . . ?
O2 Mo1 O3 105.99(12) . . ?
O2 Mo1 O1 98.38(9) . . ?
O3 Mo1 O1 106.08(8) . . ?
O2 Mo1 N1 94.26(10) . . ?
O3 Mo1 N1 157.38(9) . . ?
O1 Mo1 N1 80.21(6) . . ?
O2 Mo1 O4 170.59(9) . . ?
O3 Mo1 O4 83.02(9) . . ?
O1 Mo1 O4 76.08(7) . . ?
N1 Mo1 O4 77.40(6) . . ?
O2 Mo1 S1 100.76(8) . . ?
O3 Mo1 S1 90.08(7) . . ?
O1 Mo1 S1 150.41(6) . . ?
N1 Mo1 S1 76.06(4) . . ?
O4 Mo1 S1 81.65(5) . . ?
C7 N1 N2 113.69(17) . . ?
C7 N1 Mo1 124.46(14) . . ?
N2 N1 Mo1 121.82(12) . . ?
C9 N2 N1 113.37(18) . . ?
C1 O1 Mo1 124.95(14) . . ?
C20 O4 C17 107.4(2) . . ?
C20 O4 Mo1 124.69(15) . . ?
C17 O4 Mo1 127.88(15) . . ?
C9 S1 Mo1 98.66(7) . . ?
C9 S2 C10 103.59(12) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.070
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1030100'
_audit_update_record             
;
2014-12-01 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H21 Cl3 Mo N4 O3 S2'
_chemical_formula_weight         643.83

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'
Cl Cl 0.1484 0.1585 '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                   9.7755(8)
_cell_length_b                   10.9369(9)
_cell_length_c                   12.4981(10)
_cell_angle_alpha                99.619(3)
_cell_angle_beta                 96.272(3)
_cell_angle_gamma                90.833(4)
_cell_volume                     1308.81(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8452
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      32.98

_exptl_crystal_description       Rombohedral
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    0.998
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8567
_exptl_absorpt_correction_T_max  0.8897
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13627
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0508
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.66
_diffrn_reflns_theta_max         26.80
_reflns_number_total             5484
_reflns_number_gt                4945
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.1400P)²+0.1693P] 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         5484
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1718
_refine_ls_wR_factor_gt          0.1629
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
C1 C 0.0992(3) 0.2557(3) 0.5681(3) 0.0408(7) Uani 1 1 d . . .
C2 C 0.0144(4) 0.2110(4) 0.6370(3) 0.0497(8) Uani 1 1 d . . .
H2 H 0.0009 0.1260 0.6333 0.060 Uiso 1 1 calc R . .
C3 C -0.0493(4) 0.2928(5) 0.7104(3) 0.0573(10) Uani 1 1 d . . .
H3 H -0.1063 0.2625 0.7556 0.069 Uiso 1 1 calc R . .
C4 C -0.0292(4) 0.4186(4) 0.7176(3) 0.0559(10) Uani 1 1 d . . .
H4 H -0.0726 0.4732 0.7673 0.067 Uiso 1 1 calc R . .
C5 C 0.0557(4) 0.4639(4) 0.6508(3) 0.0474(8) Uani 1 1 d . . .
H5 H 0.0688 0.5493 0.6565 0.057 Uiso 1 1 calc R . .
C6 C 0.1229(3) 0.3837(3) 0.5739(3) 0.0398(7) Uani 1 1 d . . .
C7 C 0.2146(4) 0.4371(3) 0.5061(3) 0.0391(7) Uani 1 1 d . . .
C8 C 0.2726(5) 0.5658(4) 0.5438(3) 0.0565(10) Uani 1 1 d . . .
H8A H 0.3638 0.5715 0.5228 0.085 Uiso 1 1 calc R . .
H8B H 0.2764 0.5857 0.6219 0.085 Uiso 1 1 calc R . .
H8C H 0.2151 0.6230 0.5111 0.085 Uiso 1 1 calc R . .
C9 C 0.3322(3) 0.3837(3) 0.2571(3) 0.0381(7) Uani 1 1 d . . .
C10 C 0.4636(5) 0.6079(4) 0.2595(4) 0.0603(11) Uani 1 1 d . . .
H10A H 0.3821 0.6449 0.2871 0.072 Uiso 1 1 calc R . .
H10B H 0.5271 0.5941 0.3213 0.072 Uiso 1 1 calc R . .
C11 C 0.5304(4) 0.6944(4) 0.1964(3) 0.0490(8) Uani 1 1 d . . .
C12 C 0.4596(6) 0.7932(5) 0.1684(4) 0.0662(11) Uani 1 1 d . . .
H12 H 0.3706 0.8054 0.1869 0.079 Uiso 1 1 calc R . .
C13 C 0.5196(9) 0.8761(5) 0.1124(5) 0.091(2) Uani 1 1 d . . .
H13 H 0.4715 0.9435 0.0936 0.109 Uiso 1 1 calc R . .
C14 C 0.6492(9) 0.8567(6) 0.0858(4) 0.090(2) Uani 1 1 d . . .
H14 H 0.6896 0.9110 0.0478 0.108 Uiso 1 1 calc R . .
C15 C 0.7205(6) 0.7599(8) 0.1137(5) 0.092(2) Uani 1 1 d . . .
H15 H 0.8098 0.7491 0.0956 0.111 Uiso 1 1 calc R . .
C16 C 0.6622(5) 0.6767(6) 0.1688(4) 0.0693(12) Uani 1 1 d . . .
H16 H 0.7113 0.6095 0.1872 0.083 Uiso 1 1 calc R . .
C17 C 0.4610(4) 0.1679(3) 0.5155(3) 0.0457(8) Uani 1 1 d . . .
H17 H 0.4149 0.1928 0.5764 0.055 Uiso 1 1 calc R . .
C18 C 0.5960(4) 0.1390(4) 0.5186(3) 0.0516(9) Uani 1 1 d . . .
H18 H 0.6582 0.1407 0.5807 0.062 Uiso 1 1 calc R . .
C19 C 0.5035(4) 0.1180(4) 0.3503(3) 0.0457(8) Uani 1 1 d . . .
H19 H 0.4936 0.1015 0.2743 0.055 Uiso 1 1 calc R . .
C20 C 0.7512(5) 0.0677(5) 0.3755(5) 0.0711(13) Uani 1 1 d . . .
H20A H 0.7403 -0.0161 0.3370 0.107 Uiso 1 1 calc R . .
H20B H 0.8203 0.0718 0.4369 0.107 Uiso 1 1 calc R . .
H20C H 0.7787 0.1211 0.3275 0.107 Uiso 1 1 calc R . .
C21 C 0.1291(6) 0.7417(5) 0.9216(4) 0.0736(13) Uani 1 1 d . . .
H21 H 0.0545 0.7352 0.8616 0.088 Uiso 1 1 calc R . .
Cl1 Cl 0.1129(2) 0.87622(18) 1.0115(2) 0.1277(8) Uani 1 1 d . . .
Cl2 Cl 0.2873(2) 0.7407(3) 0.86750(16) 0.1269(8) Uani 1 1 d . . .
Cl3 Cl 0.1156(4) 0.6172(2) 0.98718(19) 0.1551(12) Uani 1 1 d . . .
Mo1 Mo 0.16927(3) 0.17094(2) 0.34611(2) 0.03884(15) Uani 1 1 d . . .
N1 N 0.2424(3) 0.3726(2) 0.4139(2) 0.0352(5) Uani 1 1 d . . .
N2 N 0.3251(3) 0.4374(3) 0.3568(2) 0.0394(6) Uani 1 1 d . . .
N3 N 0.4030(3) 0.1547(3) 0.4092(2) 0.0417(6) Uani 1 1 d . . .
N4 N 0.6222(3) 0.1074(3) 0.4134(3) 0.0479(7) Uani 1 1 d . . .
O1 O 0.1605(3) 0.1708(2) 0.4995(2) 0.0444(5) Uani 1 1 d . . .
O2 O 0.0064(3) 0.2191(3) 0.3168(3) 0.0580(7) Uani 1 1 d . . .
O3 O 0.1710(3) 0.0185(3) 0.2867(3) 0.0600(7) Uani 1 1 d . . .
S1 S 0.26367(11) 0.23917(9) 0.19236(7) 0.0477(2) Uani 1 1 d . . .
S2 S 0.41636(11) 0.46057(9) 0.17033(8) 0.0522(3) 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
C1 O1 1.349(4) . ?
C1 C2 1.397(5) . ?
C1 C6 1.404(5) . ?
C2 C3 1.376(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.374(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.477(5) . ?
C7 N1 1.303(4) . ?
C7 C8 1.491(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N2 1.295(4) . ?
C9 S1 1.739(3) . ?
C9 S2 1.744(3) . ?
C10 C11 1.513(5) . ?
C10 S2 1.821(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.366(7) . ?
C11 C16 1.378(6) . ?
C12 C13 1.393(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.355(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.349(10) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(8) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.360(6) . ?
C17 N3 1.370(5) . ?
C17 H17 0.9300 . ?
C18 N4 1.355(5) . ?
C18 H18 0.9300 . ?
C19 N3 1.318(5) . ?
C19 N4 1.348(5) . ?
C19 H19 0.9300 . ?
C20 N4 1.442(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 Cl3 1.713(6) . ?
C21 Cl1 1.716(6) . ?
C21 Cl2 1.753(6) . ?
C21 H21 0.9800 . ?
Mo1 O2 1.705(3) . ?
Mo1 O3 1.709(3) . ?
Mo1 O1 1.928(2) . ?
Mo1 N1 2.300(3) . ?
Mo1 N3 2.354(3) . ?
Mo1 S1 2.4387(10) . ?
N1 N2 1.395(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
O1 C1 C2 117.1(3) . . ?
O1 C1 C6 122.0(3) . . ?
C2 C1 C6 120.8(3) . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.6(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 121.5(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 117.0(3) . . ?
C1 C6 C7 123.6(3) . . ?
C5 C6 C7 119.3(3) . . ?
N1 C7 C6 120.1(3) . . ?
N1 C7 C8 120.9(3) . . ?
C6 C7 C8 119.0(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 S1 128.2(3) . . ?
N2 C9 S2 119.4(3) . . ?
S1 C9 S2 112.40(19) . . ?
C11 C10 S2 109.5(3) . . ?
C11 C10 H10A 109.8 . . ?
S2 C10 H10A 109.8 . . ?
C11 C10 H10B 109.8 . . ?
S2 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C16 119.6(4) . . ?
C12 C11 C10 119.2(4) . . ?
C16 C11 C10 121.1(4) . . ?
C11 C12 C13 120.5(6) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 118.9(6) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C15 C14 C13 121.1(5) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 120.7(6) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 119.2(6) . . ?
C11 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C18 C17 N3 109.7(3) . . ?
C18 C17 H17 125.2 . . ?
N3 C17 H17 125.2 . . ?
N4 C18 C17 106.6(3) . . ?
N4 C18 H18 126.7 . . ?
C17 C18 H18 126.7 . . ?
N3 C19 N4 111.8(3) . . ?
N3 C19 H19 124.1 . . ?
N4 C19 H19 124.1 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Cl3 C21 Cl1 109.4(3) . . ?
Cl3 C21 Cl2 109.7(3) . . ?
Cl1 C21 Cl2 111.2(4) . . ?
Cl3 C21 H21 108.8 . . ?
Cl1 C21 H21 108.8 . . ?
Cl2 C21 H21 108.8 . . ?
O2 Mo1 O3 106.69(15) . . ?
O2 Mo1 O1 97.04(13) . . ?
O3 Mo1 O1 105.86(13) . . ?
O2 Mo1 N1 90.07(12) . . ?
O3 Mo1 N1 160.76(13) . . ?
O1 Mo1 N1 80.73(10) . . ?
O2 Mo1 N3 165.97(13) . . ?
O3 Mo1 N3 87.34(13) . . ?
O1 Mo1 N3 78.55(11) . . ?
N1 Mo1 N3 76.12(10) . . ?
O2 Mo1 S1 96.16(10) . . ?
O3 Mo1 S1 91.98(11) . . ?
O1 Mo1 S1 153.63(8) . . ?
N1 Mo1 S1 76.53(7) . . ?
N3 Mo1 S1 83.16(7) . . ?
C7 N1 N2 113.4(3) . . ?
C7 N1 Mo1 125.7(2) . . ?
N2 N1 Mo1 120.87(19) . . ?
C9 N2 N1 113.8(3) . . ?
C19 N3 C17 105.1(3) . . ?
C19 N3 Mo1 127.3(3) . . ?
C17 N3 Mo1 127.3(2) . . ?
C19 N4 C18 106.8(3) . . ?
C19 N4 C20 126.2(4) . . ?
C18 N4 C20 127.0(4) . . ?
C1 O1 Mo1 126.1(2) . . ?
C9 S1 Mo1 99.23(11) . . ?
C9 S2 C10 100.73(18) . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        26.80
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.736
_refine_diff_density_min         -1.254
_refine_diff_density_rms         0.155
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1030101'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H22 Mo N4 O3 S2'
_chemical_formula_weight         550.50

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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                   14.272(4)
_cell_length_b                   11.291(3)
_cell_length_c                   14.874(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.868(3)
_cell_angle_gamma                90.00
_cell_volume                     2336.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1803
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      21.75

_exptl_crystal_description       rectangular
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_absorpt_coefficient_mu    0.771
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8736
_exptl_absorpt_correction_T_max  0.9131
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16234
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_av_sigmaI/netI    0.0876
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         26.59
_reflns_number_total             4888
_reflns_number_gt                2654
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0450P)²+0.0000P] 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         4491
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1051
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1170
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_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
C1 C 0.2946(3) 0.2230(4) 0.0764(3) 0.0483(13) Uani 1 1 d . . .
C2 C 0.3677(4) 0.1625(5) 0.0484(4) 0.0582(15) Uani 1 1 d . . .
H2 H 0.3753 0.0816 0.0593 0.070 Uiso 1 1 calc R . .
C3 C 0.4288(4) 0.2219(6) 0.0047(4) 0.0702(17) Uani 1 1 d . . .
H3 H 0.4772 0.1807 -0.0146 0.084 Uiso 1 1 calc R . .
C4 C 0.4190(4) 0.3423(6) -0.0108(4) 0.0728(18) Uani 1 1 d . . .
H4 H 0.4608 0.3827 -0.0398 0.087 Uiso 1 1 calc R . .
C5 C 0.3476(4) 0.4004(5) 0.0170(4) 0.0600(15) Uani 1 1 d . . .
H5 H 0.3420 0.4816 0.0068 0.072 Uiso 1 1 calc R . .
C6 C 0.2814(3) 0.3451(4) 0.0605(3) 0.0459(13) Uani 1 1 d . . .
C7 C 0.2022(3) 0.4132(4) 0.0833(3) 0.0442(12) Uani 1 1 d . . .
C8 C 0.1745(4) 0.5296(4) 0.0333(4) 0.0594(15) Uani 1 1 d . . .
H8A H 0.1058 0.5373 0.0183 0.089 Uiso 1 1 calc R . .
H8B H 0.1981 0.5310 -0.0223 0.089 Uiso 1 1 calc R . .
H8C H 0.2022 0.5940 0.0724 0.089 Uiso 1 1 calc R . .
C9 C 0.0448(3) 0.4231(4) 0.2228(3) 0.0476(13) Uani 1 1 d . . .
C10 C -0.0256(4) 0.6487(4) 0.1825(4) 0.0603(15) Uani 1 1 d . . .
H10A H 0.0418 0.6694 0.1917 0.072 Uiso 1 1 calc R . .
H10B H -0.0499 0.6310 0.1176 0.072 Uiso 1 1 calc R . .
C11 C -0.0805(4) 0.7495(4) 0.2107(3) 0.0480(13) Uani 1 1 d . . .
C12 C -0.0321(4) 0.8425(5) 0.2613(4) 0.0582(15) Uani 1 1 d . . .
H12 H 0.0347 0.8421 0.2779 0.070 Uiso 1 1 calc R . .
C13 C -0.0824(6) 0.9351(6) 0.2869(4) 0.081(2) Uani 1 1 d . . .
H13 H -0.0495 0.9970 0.3214 0.097 Uiso 1 1 calc R . .
C14 C -0.1792(6) 0.9372(6) 0.2626(5) 0.089(2) Uani 1 1 d . . .
H14 H -0.2125 1.0004 0.2808 0.107 Uiso 1 1 calc R . .
C15 C -0.2289(5) 0.8478(7) 0.2116(4) 0.0796(19) Uani 1 1 d . . .
H15 H -0.2957 0.8497 0.1950 0.096 Uiso 1 1 calc R . .
C16 C -0.1795(4) 0.7552(5) 0.1852(4) 0.0620(15) Uani 1 1 d . . .
H16 H -0.2132 0.6949 0.1494 0.074 Uiso 1 1 calc R . .
C17 C -0.0459(4) 0.1406(5) 0.1049(4) 0.0563(15) Uani 1 1 d . . .
H17 H -0.0656 0.1346 0.1602 0.068 Uiso 1 1 calc R . .
C18 C 0.0396(4) 0.1636(4) 0.0065(4) 0.0510(14) Uani 1 1 d . . .
H18 H 0.0920 0.1771 -0.0197 0.061 Uiso 1 1 calc R . .
C19 C -0.0504(4) 0.1392(4) -0.0412(4) 0.0532(14) Uani 1 1 d . . .
H19 H -0.0712 0.1334 -0.1049 0.064 Uiso 1 1 calc R . .
C20 C -0.2055(4) 0.0929(6) 0.0037(5) 0.080(2) Uani 1 1 d . . .
H20A H -0.2301 0.0903 -0.0625 0.096 Uiso 1 1 calc R . .
H20B H -0.2111 0.0139 0.0275 0.096 Uiso 1 1 calc R . .
C21 C -0.2638(5) 0.1706(8) 0.0424(7) 0.116(3) Uani 1 1 d . . .
H21 H -0.2461 0.2482 0.0331 0.139 Uiso 1 1 calc R . .
C22 C -0.3207(6) 0.1721(10) 0.0783(7) 0.164(5) Uani 1 1 d . . .
H22A H -0.3472 0.1015 0.0932 0.197 Uiso 1 1 calc R . .
H22B H -0.3439 0.2441 0.0947 0.197 Uiso 1 1 calc R . .
Mo1 Mo 0.17893(3) 0.19590(4) 0.21872(3) 0.04626(17) Uani 1 1 d . . .
N1 N 0.1566(3) 0.3746(3) 0.1433(3) 0.0431(10) Uani 1 1 d . . .
N2 N 0.0852(3) 0.4531(3) 0.1580(3) 0.0466(10) Uani 1 1 d . . .
N3 N 0.0425(3) 0.1655(3) 0.0990(3) 0.0436(10) Uani 1 1 d . . .
N4 N -0.1040(3) 0.1249(4) 0.0222(3) 0.0548(12) Uani 1 1 d . . .
O1 O 0.2357(2) 0.1585(3) 0.1158(2) 0.0512(9) Uani 1 1 d . . .
O2 O 0.2789(2) 0.2471(3) 0.2904(2) 0.0637(10) Uani 1 1 d . . .
O3 O 0.1535(2) 0.0653(3) 0.2643(2) 0.0625(10) Uani 1 1 d . . .
S1 S 0.06245(10) 0.29635(12) 0.29036(9) 0.0563(4) Uani 1 1 d . . .
S2 S -0.03933(10) 0.51982(12) 0.25213(11) 0.0575(4) 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
C1 O1 1.342(5) . ?
C1 C2 1.385(6) . ?
C1 C6 1.404(7) . ?
C2 C3 1.373(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.351(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.405(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.468(6) . ?
C7 N1 1.291(5) . ?
C7 C8 1.518(7) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N2 1.275(6) . ?
C9 S1 1.735(5) . ?
C9 S2 1.749(5) . ?
C10 C11 1.495(7) . ?
C10 S2 1.822(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.380(7) . ?
C11 C12 1.384(7) . ?
C12 C13 1.370(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.348(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.364(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.366(8) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 N3 1.314(6) . ?
C17 N4 1.333(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.350(6) . ?
C18 N3 1.367(6) . ?
C18 H18 0.9300 . ?
C19 N4 1.350(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.417(9) . ?
C20 N4 1.458(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.068(9) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9300 . ?
C22 H22B 0.9300 . ?
Mo1 O2 1.682(3) . ?
Mo1 O3 1.696(3) . ?
Mo1 O1 1.931(3) . ?
Mo1 N1 2.297(4) . ?
Mo1 N3 2.353(4) . ?
Mo1 S1 2.4444(15) . ?
N1 N2 1.404(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
O1 C1 C2 116.8(5) . . ?
O1 C1 C6 122.1(4) . . ?
C2 C1 C6 121.0(5) . . ?
C3 C2 C1 120.1(6) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.6(6) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.8(6) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 123.7(6) . . ?
C4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
C1 C6 C5 115.8(5) . . ?
C1 C6 C7 123.9(4) . . ?
C5 C6 C7 120.3(5) . . ?
N1 C7 C6 121.0(4) . . ?
N1 C7 C8 120.9(4) . . ?
C6 C7 C8 118.0(4) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 S1 128.7(4) . . ?
N2 C9 S2 118.3(4) . . ?
S1 C9 S2 113.0(3) . . ?
C11 C10 S2 108.6(4) . . ?
C11 C10 H10A 110.0 . . ?
S2 C10 H10A 110.0 . . ?
C11 C10 H10B 110.0 . . ?
S2 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
C16 C11 C12 118.1(5) . . ?
C16 C11 C10 121.8(5) . . ?
C12 C11 C10 120.0(5) . . ?
C13 C12 C11 120.0(6) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C12 120.6(7) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.7(6) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 119.3(6) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C11 121.2(6) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
N3 C17 N4 112.1(5) . . ?
N3 C17 H17 124.0 . . ?
N4 C17 H17 124.0 . . ?
C19 C18 N3 110.2(5) . . ?
C19 C18 H18 124.9 . . ?
N3 C18 H18 124.9 . . ?
C18 C19 N4 106.1(5) . . ?
C18 C19 H19 126.9 . . ?
N4 C19 H19 126.9 . . ?
C21 C20 N4 114.8(5) . . ?
C21 C20 H20A 108.6 . . ?
N4 C20 H20A 108.6 . . ?
C21 C20 H20B 108.6 . . ?
N4 C20 H20B 108.6 . . ?
H20A C20 H20B 107.5 . . ?
C22 C21 C20 142.6(11) . . ?
C22 C21 H21 108.7 . . ?
C20 C21 H21 108.7 . . ?
C21 C22 H22A 120.0 . . ?
C21 C22 H22B 120.0 . . ?
H22A C22 H22B 120.0 . . ?
O2 Mo1 O3 105.81(17) . . ?
O2 Mo1 O1 97.55(16) . . ?
O3 Mo1 O1 106.96(16) . . ?
O2 Mo1 N1 90.77(15) . . ?
O3 Mo1 N1 160.17(15) . . ?
O1 Mo1 N1 80.91(14) . . ?
O2 Mo1 N3 166.44(15) . . ?
O3 Mo1 N3 87.75(15) . . ?
O1 Mo1 N3 77.93(14) . . ?
N1 Mo1 N3 75.94(13) . . ?
O2 Mo1 S1 97.31(13) . . ?
O3 Mo1 S1 90.13(13) . . ?
O1 Mo1 S1 153.26(10) . . ?
N1 Mo1 S1 76.79(10) . . ?
N3 Mo1 S1 82.47(10) . . ?
C7 N1 N2 112.9(4) . . ?
C7 N1 Mo1 126.7(3) . . ?
N2 N1 Mo1 120.3(3) . . ?
C9 N2 N1 114.6(4) . . ?
C17 N3 C18 104.4(4) . . ?
C17 N3 Mo1 128.7(4) . . ?
C18 N3 Mo1 126.8(3) . . ?
C17 N4 C19 107.2(4) . . ?
C17 N4 C20 126.4(5) . . ?
C19 N4 C20 126.3(5) . . ?
C1 O1 Mo1 130.0(3) . . ?
C9 S1 Mo1 98.95(17) . . ?
C9 S2 C10 100.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.920
_diffrn_reflns_theta_full        26.59
_diffrn_measured_fraction_theta_full 0.920
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.082
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1030102'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23.33 H24.96 Mo N3 O4 S2'
_chemical_formula_weight         569.85

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'

_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                   7.505(3)
_cell_length_b                   13.022(5)
_cell_length_c                   14.463(5)
_cell_angle_alpha                106.162(4)
_cell_angle_beta                 101.970(4)
_cell_angle_gamma                105.956(4)
_cell_volume                     1242.1(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2140
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      21.22

_exptl_crystal_description       rectangular
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             582.3
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8678
_exptl_absorpt_correction_T_max  0.8922
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8676
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0573
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.54
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4360
_reflns_number_gt                3198
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.1433P)²+0.1139P] 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         4299
_refine_ls_number_parameters     305
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1742
_refine_ls_wR_factor_gt          0.1426
_refine_ls_goodness_of_fit_ref   0.849
_refine_ls_restrained_S_all      0.855
_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
C1 C 0.3335(7) 0.1175(4) 0.0316(4) 0.0451(12) Uani 1 1 d . . .
C2 C 0.2344(8) 0.0012(4) -0.0103(4) 0.0508(13) Uani 1 1 d . . .
H2 H 0.1694 -0.0358 0.0260 0.061 Uiso 1 1 calc R . .
C3 C 0.2303(8) -0.0608(5) -0.1053(5) 0.0571(14) Uani 1 1 d . . .
H3 H 0.1606 -0.1390 -0.1331 0.069 Uiso 1 1 calc R . .
C4 C 0.3283(8) -0.0081(5) -0.1593(5) 0.0605(15) Uani 1 1 d . . .
H4 H 0.3260 -0.0502 -0.2233 0.073 Uiso 1 1 calc R . .
C5 C 0.4302(8) 0.1079(5) -0.1176(4) 0.0534(14) Uani 1 1 d . . .
H5 H 0.4955 0.1431 -0.1548 0.064 Uiso 1 1 calc R . .
C6 C 0.4391(7) 0.1748(4) -0.0209(4) 0.0431(12) Uani 1 1 d . . .
C7 C 0.5573(7) 0.2966(4) 0.0220(4) 0.0412(11) Uani 1 1 d . . .
C8 C 0.7173(9) 0.3417(5) -0.0190(5) 0.0599(15) Uani 1 1 d . . .
H8A H 0.6707 0.3723 -0.0684 0.090 Uiso 1 1 calc R . .
H8B H 0.7586 0.2809 -0.0502 0.090 Uiso 1 1 calc R . .
H8C H 0.8253 0.4009 0.0352 0.090 Uiso 1 1 calc R . .
C9 C 0.6086(8) 0.5522(5) 0.1913(4) 0.0492(13) Uani 1 1 d . . .
C10 C 0.9447(9) 0.6949(5) 0.1796(5) 0.0656(17) Uani 1 1 d . . .
H10A H 0.9895 0.6331 0.1850 0.079 Uiso 1 1 calc R . .
H10B H 0.8978 0.6839 0.1085 0.079 Uiso 1 1 calc R . .
C11 C 1.1088(8) 0.8083(5) 0.2352(4) 0.0508(13) Uani 1 1 d . . .
C12 C 1.0977(10) 0.9037(5) 0.2161(5) 0.0685(18) Uani 1 1 d . . .
H12 H 0.9899 0.8979 0.1668 0.082 Uiso 1 1 calc R . .
C13 C 1.2434(14) 1.0082(6) 0.2687(7) 0.089(2) Uani 1 1 d . . .
H13 H 1.2327 1.0724 0.2552 0.107 Uiso 1 1 calc R . .
C14 C 1.4013(13) 1.0183(8) 0.3395(6) 0.097(3) Uani 1 1 d . . .
H14 H 1.4981 1.0896 0.3758 0.117 Uiso 1 1 calc R . .
C15 C 1.4196(11) 0.9226(9) 0.3582(6) 0.096(3) Uani 1 1 d . . .
H15 H 1.5303 0.9285 0.4056 0.116 Uiso 1 1 calc R . .
C16 C 1.2707(10) 0.8177(6) 0.3052(5) 0.0714(18) Uani 1 1 d . . .
H16 H 1.2815 0.7530 0.3177 0.086 Uiso 1 1 calc R . .
C17 C 0.5333(10) 0.3737(6) 0.4009(4) 0.0683(17) Uani 1 1 d . . .
H17 H 0.4248 0.3919 0.4094 0.082 Uiso 1 1 calc R . .
C18 C 0.6705(12) 0.3828(6) 0.4848(5) 0.075(2) Uani 1 1 d . . .
H18 H 0.6516 0.4046 0.5479 0.091 Uiso 1 1 calc R . .
C19 C 0.8359(10) 0.3598(5) 0.4764(5) 0.0637(16) Uani 1 1 d . . .
C20 C 0.9848(12) 0.3714(8) 0.5669(6) 0.103(3) Uani 1 1 d . . .
H20A H 0.9458 0.3040 0.5837 0.155 Uiso 1 1 calc R . .
H20B H 0.9984 0.4369 0.6226 0.155 Uiso 1 1 calc R . .
H20C H 1.1072 0.3809 0.5534 0.155 Uiso 1 1 calc R . .
C21 C 0.8502(9) 0.3241(6) 0.3809(5) 0.0659(17) Uani 1 1 d . . .
H21 H 0.9572 0.3052 0.3708 0.079 Uiso 1 1 calc R . .
C22 C 0.7066(9) 0.3160(5) 0.2996(4) 0.0571(15) Uani 1 1 d . . .
H22 H 0.7210 0.2924 0.2356 0.068 Uiso 1 1 calc R . .
Mo1 Mo 0.28125(6) 0.31431(4) 0.16327(3) 0.0464(2) Uani 1 1 d . . .
N1 N 0.5306(6) 0.3669(3) 0.0977(3) 0.0421(10) Uani 1 1 d . . .
N2 N 0.6585(6) 0.4787(4) 0.1322(3) 0.0459(10) Uani 1 1 d . . .
N3 N 0.5476(6) 0.3404(4) 0.3082(3) 0.0474(10) Uani 1 1 d . . .
O1 O 0.3325(5) 0.1735(3) 0.1250(3) 0.0499(9) Uani 1 1 d . . .
O2 O 0.1167(6) 0.2867(4) 0.0526(3) 0.0664(11) Uani 1 1 d . . .
O3 O 0.1521(6) 0.3094(4) 0.2468(3) 0.0652(11) Uani 1 1 d . . .
S1 S 0.4045(2) 0.52321(12) 0.23370(13) 0.0590(4) Uani 1 1 d . . .
S2 S 0.7494(2) 0.69573(12) 0.23693(12) 0.0579(4) Uani 1 1 d . . .
O3S O 1.070(3) 0.1008(18) 0.4754(18) 0.102(3) Uiso 0.33 1 d PD A 1
H3S H 1.1870 0.1373 0.5008 0.154 Uiso 0.33 1 calc PR A 1
C2S C 1.008(5) 0.041(2) 0.533(2) 0.102(3) Uiso 0.33 1 d PD A 1
H2S1 H 0.8740 0.0363 0.5264 0.123 Uiso 0.33 1 calc PR A 1
H2S2 H 1.0823 0.0892 0.6030 0.123 Uiso 0.33 1 calc PR A 1
C1S C 1.009(6) -0.076(2) 0.523(3) 0.102(3) Uiso 0.33 1 d PD A 1
H1S1 H 0.9847 -0.1189 0.4533 0.154 Uiso 0.33 1 calc PR A 1
H1S2 H 0.9097 -0.1131 0.5474 0.154 Uiso 0.33 1 calc PR A 1
H1S3 H 1.1339 -0.0700 0.5622 0.154 Uiso 0.33 1 calc PR A 1
C4S C 1.225(3) 0.1904(19) 0.488(2) 0.102(3) Uiso 0.33 1 d PD B 2
H4S1 H 1.2961 0.1508 0.5180 0.154 Uiso 0.33 1 calc PR B 2
H4S2 H 1.2429 0.2616 0.5381 0.154 Uiso 0.33 1 calc PR B 2
H4S3 H 1.2720 0.2051 0.4342 0.154 Uiso 0.33 1 calc PR B 2
C5S C 1.013(4) 0.1186(19) 0.446(3) 0.102(3) Uiso 0.33 1 d PD B 2
H5S1 H 0.9423 0.1512 0.4876 0.123 Uiso 0.33 1 calc PR B 2
H5S2 H 0.9613 0.1159 0.3779 0.123 Uiso 0.33 1 calc PR B 2
O6S O 0.993(3) 0.0089(16) 0.4456(15) 0.102(3) Uiso 0.33 1 d PD B 2
H6S H 0.8771 -0.0313 0.4233 0.154 Uiso 0.33 1 calc PR B 2
O1W O 0.940(3) 0.0715(19) 0.4360(17) 0.062(5) Uiso 0.33 1 d P C 3


_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
C1 O1 1.348(6) . ?
C1 C2 1.377(7) . ?
C1 C6 1.415(7) . ?
C2 C3 1.375(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.462(7) . ?
C7 N1 1.308(6) . ?
C7 C8 1.497(7) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N2 1.289(7) . ?
C9 S2 1.727(6) . ?
C9 S1 1.751(6) . ?
C10 C11 1.508(8) . ?
C10 S2 1.829(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.363(8) . ?
C11 C12 1.366(8) . ?
C12 C13 1.373(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.343(12) . ?
C13 H13 0.9300 . ?
C14 C15 1.383(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.388(10) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 N3 1.325(7) . ?
C17 C18 1.373(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.375(10) . ?
C18 H18 0.9300 . ?
C19 C21 1.366(9) . ?
C19 C20 1.475(9) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.377(8) . ?
C21 H21 0.9300 . ?
C22 N3 1.338(7) . ?
C22 H22 0.9300 . ?
Mo1 O2 1.683(4) . ?
Mo1 O3 1.703(4) . ?
Mo1 O1 1.931(4) . ?
Mo1 N1 2.294(4) . ?
Mo1 S1 2.4447(17) . ?
Mo1 N3 2.449(4) . ?
N1 N2 1.385(6) . ?
O3S C2S 1.362(19) . ?
O3S H3S 0.8200 . ?
C2S C1S 1.486(18) . ?
C2S H2S1 0.9700 . ?
C2S H2S2 0.9700 . ?
C1S H1S1 0.9600 . ?
C1S H1S2 0.9600 . ?
C1S H1S3 0.9600 . ?
C4S C5S 1.494(19) . ?
C4S H4S1 0.9600 . ?
C4S H4S2 0.9600 . ?
C4S H4S3 0.9600 . ?
C5S O6S 1.391(18) . ?
C5S H5S1 0.9700 . ?
C5S H5S2 0.9700 . ?
O6S H6S 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 118.0(5) . . ?
O1 C1 C6 121.5(5) . . ?
C2 C1 C6 120.5(5) . . ?
C3 C2 C1 120.8(5) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 120.5(5) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.3(6) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 122.4(5) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C5 C6 C1 116.5(5) . . ?
C5 C6 C7 120.3(5) . . ?
C1 C6 C7 123.2(5) . . ?
N1 C7 C6 121.5(4) . . ?
N1 C7 C8 119.0(5) . . ?
C6 C7 C8 119.5(5) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 S2 120.1(4) . . ?
N2 C9 S1 126.6(4) . . ?
S2 C9 S1 113.3(3) . . ?
C11 C10 S2 107.8(4) . . ?
C11 C10 H10A 110.2 . . ?
S2 C10 H10A 110.2 . . ?
C11 C10 H10B 110.2 . . ?
S2 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
C16 C11 C12 118.7(6) . . ?
C16 C11 C10 120.8(6) . . ?
C12 C11 C10 120.5(6) . . ?
C11 C12 C13 121.0(7) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C12 120.5(8) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.9(7) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C16 119.1(8) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C11 C16 C15 120.8(7) . . ?
C11 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
N3 C17 C18 123.3(6) . . ?
N3 C17 H17 118.4 . . ?
C18 C17 H17 118.4 . . ?
C17 C18 C19 120.5(6) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C21 C19 C18 116.4(6) . . ?
C21 C19 C20 123.1(7) . . ?
C18 C19 C20 120.4(7) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 C22 120.2(6) . . ?
C19 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
N3 C22 C21 123.3(5) . . ?
N3 C22 H22 118.4 . . ?
C21 C22 H22 118.4 . . ?
O2 Mo1 O3 105.2(2) . . ?
O2 Mo1 O1 97.12(19) . . ?
O3 Mo1 O1 107.84(18) . . ?
O2 Mo1 N1 90.52(18) . . ?
O3 Mo1 N1 161.09(18) . . ?
O1 Mo1 N1 79.97(15) . . ?
O2 Mo1 S1 101.97(16) . . ?
O3 Mo1 S1 90.31(15) . . ?
O1 Mo1 S1 149.18(12) . . ?
N1 Mo1 S1 75.92(11) . . ?
O2 Mo1 N3 171.12(17) . . ?
O3 Mo1 N3 82.52(18) . . ?
O1 Mo1 N3 76.03(15) . . ?
N1 Mo1 N3 82.79(15) . . ?
S1 Mo1 N3 82.12(11) . . ?
C7 N1 N2 114.7(4) . . ?
C7 N1 Mo1 123.4(3) . . ?
N2 N1 Mo1 121.8(3) . . ?
C9 N2 N1 114.7(4) . . ?
C17 N3 C22 116.3(5) . . ?
C17 N3 Mo1 120.0(4) . . ?
C22 N3 Mo1 123.6(4) . . ?
C1 O1 Mo1 124.5(3) . . ?
C9 S1 Mo1 99.82(19) . . ?
C9 S2 C10 101.8(3) . . ?
C2S O3S H3S 109.5 . . ?
O3S C2S C1S 125(2) . . ?
O3S C2S H2S1 106.0 . . ?
C1S C2S H2S1 106.0 . . ?
O3S C2S H2S2 106.0 . . ?
C1S C2S H2S2 106.0 . . ?
H2S1 C2S H2S2 106.3 . . ?
C2S C1S H1S1 109.5 . . ?
C2S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
C2S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
C5S C4S H4S1 109.5 . . ?
C5S C4S H4S2 109.5 . . ?
H4S1 C4S H4S2 109.5 . . ?
C5S C4S H4S3 109.5 . . ?
H4S1 C4S H4S3 109.5 . . ?
H4S2 C4S H4S3 109.5 . . ?
O6S C5S C4S 108.5(17) . . ?
O6S C5S H5S1 110.0 . . ?
C4S C5S H5S1 110.0 . . ?
O6S C5S H5S2 110.0 . . ?
C4S C5S H5S2 110.0 . . ?
H5S1 C5S H5S2 108.4 . . ?
C5S O6S H6S 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.083
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1030103'
_audit_update_record             
;
2014-12-01 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H19 Mo N3 O3 S2'
_chemical_formula_weight         521.45

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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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                   11.2231(5)
_cell_length_b                   14.2627(7)
_cell_length_c                   14.4636(7)
_cell_angle_alpha                103.729(4)
_cell_angle_beta                 97.022(4)
_cell_angle_gamma                106.223(4)
_cell_volume                     2114.93(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    15091
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      30.00

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056
_exptl_absorpt_coefficient_mu    0.846
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'

_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_T_max  1.000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_standards_number         n/a
_diffrn_measurement_device       'Oxford Diffaction X-Calibur System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_decay_%        n/a
_diffrn_reflns_number            15091
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_sigmaI/netI    0.0479
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         30.00
_reflns_number_total             11812
_reflns_number_gt                9767
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    PLATON(Spek,2004)

_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)+(0.0346P)²+0.2450P] 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         11812
_refine_ls_number_parameters     543
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0785
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.002
_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
C1A C -0.0701(2) 0.53105(16) 0.29533(16) 0.0202(4) Uani 1 1 d . . .
C2A C -0.1708(2) 0.51843(17) 0.34349(17) 0.0242(5) Uani 1 1 d . . .
H2A H -0.1796 0.4759 0.3837 0.029 Uiso 1 1 calc R . .
C3A C -0.2583(2) 0.56899(19) 0.33186(19) 0.0288(5) Uani 1 1 d . . .
H3A H -0.3245 0.5613 0.3652 0.035 Uiso 1 1 calc R . .
C4A C -0.2470(2) 0.63099(18) 0.27044(18) 0.0259(5) Uani 1 1 d . . .
H4A H -0.3046 0.6659 0.2637 0.031 Uiso 1 1 calc R . .
C5A C -0.1503(2) 0.64085(17) 0.21943(17) 0.0222(5) Uani 1 1 d . . .
H5A H -0.1448 0.6812 0.1772 0.027 Uiso 1 1 calc R . .
C6A C -0.0594(2) 0.59072(16) 0.23010(16) 0.0188(4) Uani 1 1 d . . .
C7A C 0.0373(2) 0.59806(16) 0.16964(15) 0.0175(4) Uani 1 1 d . . .
C9A C 0.3354(2) 0.58857(16) 0.16577(16) 0.0201(4) Uani 1 1 d . . .
C10A C 0.3713(2) 0.58466(18) -0.02370(17) 0.0271(5) Uani 1 1 d . . .
H10A H 0.4055 0.5467 -0.0725 0.033 Uiso 1 1 calc R . .
H10B H 0.2822 0.5470 -0.0326 0.033 Uiso 1 1 calc R . .
C11A C 0.3821(2) 0.68661(17) -0.04152(16) 0.0207(5) Uani 1 1 d . . .
C12A C 0.4993(2) 0.76091(19) -0.02387(17) 0.0256(5) Uani 1 1 d . . .
H12A H 0.5721 0.7488 0.0012 0.031 Uiso 1 1 calc R . .
C13A C 0.5084(2) 0.85272(19) -0.04333(17) 0.0286(5) Uani 1 1 d . . .
H13A H 0.5872 0.9020 -0.0316 0.034 Uiso 1 1 calc R . .
C14A C 0.3997(3) 0.87162(19) -0.08042(17) 0.0289(5) Uani 1 1 d . . .
H14A H 0.4058 0.9338 -0.0926 0.035 Uiso 1 1 calc R . .
C15A C 0.2833(3) 0.7979(2) -0.09900(17) 0.0289(6) Uani 1 1 d . . .
H15A H 0.2106 0.8098 -0.1245 0.035 Uiso 1 1 calc R . .
C16A C 0.2745(2) 0.70554(19) -0.07956(17) 0.0254(5) Uani 1 1 d . . .
H16A H 0.1958 0.6560 -0.0922 0.031 Uiso 1 1 calc R . .
C32A C 0.2732(2) 0.34718(18) 0.23759(18) 0.0259(5) Uani 1 1 d . . .
H32A H 0.3466 0.3853 0.2839 0.031 Uiso 1 1 calc R . .
C33A C 0.2658(3) 0.25173(19) 0.18252(18) 0.0285(5) Uani 1 1 d . . .
H33A H 0.3325 0.2261 0.1921 0.034 Uiso 1 1 calc R . .
C34A C 0.1578(3) 0.19479(19) 0.11292(17) 0.0276(5) Uani 1 1 d . . .
H34A H 0.1503 0.1301 0.0750 0.033 Uiso 1 1 calc R . .
C35A C 0.0608(2) 0.23590(18) 0.10073(17) 0.0264(5) Uani 1 1 d . . .
H35A H -0.0126 0.1997 0.0539 0.032 Uiso 1 1 calc R . .
C36A C 0.0754(2) 0.33189(17) 0.15971(17) 0.0233(5) Uani 1 1 d . . .
H36A H 0.0096 0.3589 0.1518 0.028 Uiso 1 1 calc R . .
C8A C 0.0149(2) 0.63020(18) 0.07909(16) 0.0228(5) Uani 1 1 d . . .
H8A H 0.0191 0.7005 0.0966 0.034 Uiso 1 1 calc R . .
H8B H -0.0673 0.5890 0.0407 0.034 Uiso 1 1 calc R . .
H8C H 0.0785 0.6216 0.0422 0.034 Uiso 1 1 calc R . .
N1A N 0.14031(18) 0.57667(13) 0.19481(13) 0.0180(4) Uani 1 1 d . . .
N2A N 0.22056(18) 0.57813(14) 0.12775(13) 0.0199(4) Uani 1 1 d . . .
N3A N 0.17938(18) 0.38775(14) 0.22748(13) 0.0195(4) Uani 1 1 d . . .
O2A O 0.19520(17) 0.66371(12) 0.40558(12) 0.0287(4) Uani 1 1 d . . .
O3A O 0.25919(16) 0.49800(12) 0.42416(12) 0.0262(4) Uani 1 1 d . . .
O1A O 0.01406(15) 0.48102(12) 0.31171(12) 0.0221(3) Uani 1 1 d . . .
MO1 Mo 0.196678(19) 0.547993(14) 0.341371(14) 0.01927(5) Uani 1 1 d . . .
S1A S 0.39709(6) 0.60227(5) 0.28717(4) 0.02556(13) Uani 1 1 d . . .
S2A S 0.45113(6) 0.59046(5) 0.09531(5) 0.02866(14) Uani 1 1 d . . .
C1B C 1.1332(2) 0.93569(16) 0.19641(15) 0.0174(4) Uani 1 1 d . . .
C2B C 1.2243(2) 0.93203(17) 0.13935(16) 0.0208(5) Uani 1 1 d . . .
H2B H 1.2260 0.9620 0.0888 0.025 Uiso 1 1 calc R . .
C3B C 1.3120(2) 0.88391(17) 0.15794(17) 0.0230(5) Uani 1 1 d . . .
H3B H 1.3730 0.8820 0.1200 0.028 Uiso 1 1 calc R . .
C4B C 1.3095(2) 0.83853(17) 0.23284(17) 0.0223(5) Uani 1 1 d . . .
H4B H 1.3685 0.8061 0.2449 0.027 Uiso 1 1 calc R . .
C5B C 1.2191(2) 0.84164(16) 0.28959(16) 0.0189(4) Uani 1 1 d . . .
H5B H 1.2187 0.8116 0.3401 0.023 Uiso 1 1 calc R . .
C6B C 1.1274(2) 0.88940(15) 0.27255(15) 0.0161(4) Uani 1 1 d . . .
C7B C 1.0336(2) 0.89057(15) 0.33490(15) 0.0160(4) Uani 1 1 d . . .
C9B C 0.7342(2) 0.90137(16) 0.33840(15) 0.0179(4) Uani 1 1 d . . .
C10B C 0.6994(2) 0.8482(2) 0.50518(18) 0.0274(5) Uani 1 1 d . . .
H10C H 0.7319 0.7943 0.4761 0.033 Uiso 1 1 calc R . .
H10D H 0.7702 0.9054 0.5461 0.033 Uiso 1 1 calc R . .
C11B C 0.6061(2) 0.81080(18) 0.56539(16) 0.0216(5) Uani 1 1 d . . .
C12B C 0.5778(2) 0.88000(19) 0.63775(17) 0.0257(5) Uani 1 1 d . . .
H12B H 0.6153 0.9495 0.6478 0.031 Uiso 1 1 calc R . .
C13B C 0.4948(2) 0.8465(2) 0.69479(18) 0.0296(6) Uani 1 1 d . . .
H13B H 0.4768 0.8935 0.7431 0.035 Uiso 1 1 calc R . .
C14B C 0.4382(2) 0.7434(2) 0.68040(19) 0.0321(6) Uani 1 1 d . . .
H14B H 0.3835 0.7209 0.7197 0.038 Uiso 1 1 calc R . .
C15B C 0.4633(2) 0.6739(2) 0.60720(19) 0.0309(6) Uani 1 1 d . . .
H15B H 0.4243 0.6044 0.5964 0.037 Uiso 1 1 calc R . .
C16B C 0.5469(2) 0.70777(19) 0.54980(17) 0.0275(5) Uani 1 1 d . . .
H16B H 0.5632 0.6608 0.5005 0.033 Uiso 1 1 calc R . .
C32B C 1.0510(2) 1.16361(17) 0.32548(16) 0.0216(5) Uani 1 1 d . . .
H32B H 1.1130 1.1353 0.3078 0.026 Uiso 1 1 calc R . .
C33B C 1.0890(2) 1.25938(18) 0.39010(17) 0.0257(5) Uani 1 1 d . . .
H33B H 1.1747 1.2950 0.4143 0.031 Uiso 1 1 calc R . .
C34B C 0.9977(3) 1.30205(18) 0.41862(17) 0.0272(5) Uani 1 1 d . . .
H34B H 1.0208 1.3667 0.4622 0.033 Uiso 1 1 calc R . .
C35B C 0.8729(3) 1.24679(19) 0.38108(18) 0.0290(5) Uani 1 1 d . . .
H35B H 0.8095 1.2728 0.3999 0.035 Uiso 1 1 calc R . .
C36B C 0.8420(2) 1.15177(18) 0.31470(17) 0.0236(5) Uani 1 1 d . . .
H36B H 0.7569 1.1159 0.2883 0.028 Uiso 1 1 calc R . .
C8B C 1.0598(2) 0.86838(18) 0.43049(16) 0.0232(5) Uani 1 1 d . . .
H8D H 1.0180 0.9017 0.4755 0.035 Uiso 1 1 calc R . .
H8E H 1.1494 0.8931 0.4559 0.035 Uiso 1 1 calc R . .
H8F H 1.0286 0.7962 0.4211 0.035 Uiso 1 1 calc R . .
N1B N 0.92794(17) 0.90759(13) 0.30635(12) 0.0161(4) Uani 1 1 d . . .
N2B N 0.84673(18) 0.90267(14) 0.37254(13) 0.0183(4) Uani 1 1 d . . .
N3B N 0.92915(18) 1.10880(14) 0.28659(13) 0.0188(4) Uani 1 1 d . . .
O2B O 0.84658(17) 0.81888(12) 0.09845(12) 0.0269(4) Uani 1 1 d . . .
O3B O 0.81604(16) 0.99812(12) 0.08334(11) 0.0229(3) Uani 1 1 d . . .
O1B O 1.05353(15) 0.98805(12) 0.17737(11) 0.0206(3) Uani 1 1 d . . .
MO2 Mo 0.871322(18) 0.941091(14) 0.162935(13) 0.01694(5) Uani 1 1 d . . .
S1B S 0.67460(5) 0.90906(5) 0.22429(4) 0.02256(12) Uani 1 1 d . . .
S2B S 0.62018(6) 0.88699(5) 0.41062(4) 0.02412(12) 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
C1A O1A 1.364(3) . ?
C1A C2A 1.391(3) . ?
C1A C6A 1.407(3) . ?
C2A C3A 1.387(3) . ?
C2A H2A 0.9300 . ?
C3A C4A 1.387(4) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.379(3) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.413(3) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.471(3) . ?
C7A N1A 1.307(3) . ?
C7A C8A 1.502(3) . ?
C9A N2A 1.290(3) . ?
C9A S2A 1.745(2) . ?
C9A S1A 1.751(2) . ?
C10A C11A 1.511(3) . ?
C10A S2A 1.813(3) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C11A C16A 1.387(3) . ?
C11A C12A 1.388(3) . ?
C12A C13A 1.383(3) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.393(4) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.378(4) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.390(3) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?
C32A N3A 1.345(3) . ?
C32A C33A 1.379(3) . ?
C32A H32A 0.9300 . ?
C33A C34A 1.380(4) . ?
C33A H33A 0.9300 . ?
C34A C35A 1.385(3) . ?
C34A H34A 0.9300 . ?
C35A C36A 1.384(3) . ?
C35A H35A 0.9300 . ?
C36A N3A 1.337(3) . ?
C36A H36A 0.9300 . ?
C8A H8A 0.9600 . ?
C8A H8B 0.9600 . ?
C8A H8C 0.9600 . ?
N1A N2A 1.402(2) . ?
N1A MO1 2.2999(18) . ?
N3A MO1 2.4211(18) . ?
O2A MO1 1.6965(16) . ?
O3A MO1 1.7070(16) . ?
O1A MO1 1.9478(16) . ?
MO1 S1A 2.4534(7) . ?
C1B O1B 1.358(2) . ?
C1B C2B 1.394(3) . ?
C1B C6B 1.411(3) . ?
C2B C3B 1.383(3) . ?
C2B H2B 0.9300 . ?
C3B C4B 1.387(3) . ?
C3B H3B 0.9300 . ?
C4B C5B 1.385(3) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.411(3) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.469(3) . ?
C7B N1B 1.313(3) . ?
C7B C8B 1.503(3) . ?
C9B N2B 1.292(3) . ?
C9B S1B 1.744(2) . ?
C9B S2B 1.748(2) . ?
C10B C11B 1.507(3) . ?
C10B S2B 1.818(2) . ?
C10B H10C 0.9700 . ?
C10B H10D 0.9700 . ?
C11B C16B 1.383(3) . ?
C11B C12B 1.391(3) . ?
C12B C13B 1.379(3) . ?
C12B H12B 0.9300 . ?
C13B C14B 1.382(4) . ?
C13B H13B 0.9300 . ?
C14B C15B 1.384(4) . ?
C14B H14B 0.9300 . ?
C15B C16B 1.389(3) . ?
C15B H15B 0.9300 . ?
C16B H16B 0.9300 . ?
C32B N3B 1.343(3) . ?
C32B C33B 1.376(3) . ?
C32B H32B 0.9300 . ?
C33B C34B 1.387(3) . ?
C33B H33B 0.9300 . ?
C34B C35B 1.368(4) . ?
C34B H34B 0.9300 . ?
C35B C36B 1.385(3) . ?
C35B H35B 0.9300 . ?
C36B N3B 1.346(3) . ?
C36B H36B 0.9300 . ?
C8B H8D 0.9600 . ?
C8B H8E 0.9600 . ?
C8B H8F 0.9600 . ?
N1B N2B 1.401(2) . ?
N1B MO2 2.2919(18) . ?
N3B MO2 2.4818(18) . ?
O2B MO2 1.6970(16) . ?
O3B MO2 1.7098(15) . ?
O1B MO2 1.9334(16) . ?
MO2 S1B 2.4451(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
O1A C1A C2A 117.4(2) . . ?
O1A C1A C6A 122.1(2) . . ?
C2A C1A C6A 120.5(2) . . ?
C3A C2A C1A 120.4(2) . . ?
C3A C2A H2A 119.8 . . ?
C1A C2A H2A 119.8 . . ?
C2A C3A C4A 120.0(2) . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C5A C4A C3A 120.1(2) . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C5A C6A 121.2(2) . . ?
C4A C5A H5A 119.4 . . ?
C6A C5A H5A 119.4 . . ?
C1A C6A C5A 117.7(2) . . ?
C1A C6A C7A 122.79(19) . . ?
C5A C6A C7A 119.4(2) . . ?
N1A C7A C6A 120.1(2) . . ?
N1A C7A C8A 121.12(19) . . ?
C6A C7A C8A 118.75(19) . . ?
N2A C9A S2A 121.00(17) . . ?
N2A C9A S1A 127.56(18) . . ?
S2A C9A S1A 111.44(13) . . ?
C11A C10A S2A 115.24(17) . . ?
C11A C10A H10A 108.5 . . ?
S2A C10A H10A 108.5 . . ?
C11A C10A H10B 108.5 . . ?
S2A C10A H10B 108.5 . . ?
H10A C10A H10B 107.5 . . ?
C16A C11A C12A 119.1(2) . . ?
C16A C11A C10A 119.9(2) . . ?
C12A C11A C10A 121.0(2) . . ?
C13A C12A C11A 120.4(2) . . ?
C13A C12A H12A 119.8 . . ?
C11A C12A H12A 119.8 . . ?
C12A C13A C14A 120.2(2) . . ?
C12A C13A H13A 119.9 . . ?
C14A C13A H13A 119.9 . . ?
C15A C14A C13A 119.7(2) . . ?
C15A C14A H14A 120.1 . . ?
C13A C14A H14A 120.1 . . ?
C14A C15A C16A 119.9(2) . . ?
C14A C15A H15A 120.0 . . ?
C16A C15A H15A 120.0 . . ?
C11A C16A C15A 120.7(2) . . ?
C11A C16A H16A 119.7 . . ?
C15A C16A H16A 119.7 . . ?
N3A C32A C33A 123.1(2) . . ?
N3A C32A H32A 118.5 . . ?
C33A C32A H32A 118.5 . . ?
C32A C33A C34A 119.0(2) . . ?
C32A C33A H33A 120.5 . . ?
C34A C33A H33A 120.5 . . ?
C33A C34A C35A 118.7(2) . . ?
C33A C34A H34A 120.6 . . ?
C35A C34A H34A 120.6 . . ?
C36A C35A C34A 118.7(2) . . ?
C36A C35A H35A 120.7 . . ?
C34A C35A H35A 120.7 . . ?
N3A C36A C35A 123.2(2) . . ?
N3A C36A H36A 118.4 . . ?
C35A C36A H36A 118.4 . . ?
C7A C8A H8A 109.5 . . ?
C7A C8A H8B 109.5 . . ?
H8A C8A H8B 109.5 . . ?
C7A C8A H8C 109.5 . . ?
H8A C8A H8C 109.5 . . ?
H8B C8A H8C 109.5 . . ?
C7A N1A N2A 115.08(18) . . ?
C7A N1A MO1 123.85(14) . . ?
N2A N1A MO1 120.96(13) . . ?
C9A N2A N1A 113.08(18) . . ?
C36A N3A C32A 117.4(2) . . ?
C36A N3A MO1 123.18(15) . . ?
C32A N3A MO1 119.17(15) . . ?
C1A O1A MO1 122.37(14) . . ?
O2A MO1 O3A 105.88(8) . . ?
O2A MO1 O1A 96.78(8) . . ?
O3A MO1 O1A 106.71(7) . . ?
O2A MO1 N1A 92.67(7) . . ?
O3A MO1 N1A 159.64(7) . . ?
O1A MO1 N1A 78.71(7) . . ?
O2A MO1 N3A 170.58(7) . . ?
O3A MO1 N3A 83.46(7) . . ?
O1A MO1 N3A 79.02(6) . . ?
N1A MO1 N3A 78.29(6) . . ?
O2A MO1 S1A 98.87(6) . . ?
O3A MO1 S1A 93.16(6) . . ?
O1A MO1 S1A 150.21(5) . . ?
N1A MO1 S1A 75.39(5) . . ?
N3A MO1 S1A 81.52(5) . . ?
C9A S1A MO1 98.60(8) . . ?
C9A S2A C10A 104.22(11) . . ?
O1B C1B C2B 117.18(19) . . ?
O1B C1B C6B 121.80(18) . . ?
C2B C1B C6B 121.00(19) . . ?
C3B C2B C1B 120.0(2) . . ?
C3B C2B H2B 120.0 . . ?
C1B C2B H2B 120.0 . . ?
C2B C3B C4B 120.3(2) . . ?
C2B C3B H3B 119.8 . . ?
C4B C3B H3B 119.8 . . ?
C5B C4B C3B 119.9(2) . . ?
C5B C4B H4B 120.0 . . ?
C3B C4B H4B 120.0 . . ?
C4B C5B C6B 121.5(2) . . ?
C4B C5B H5B 119.3 . . ?
C6B C5B H5B 119.3 . . ?
C1B C6B C5B 117.25(19) . . ?
C1B C6B C7B 123.44(19) . . ?
C5B C6B C7B 119.30(19) . . ?
N1B C7B C6B 120.70(19) . . ?
N1B C7B C8B 121.02(19) . . ?
C6B C7B C8B 118.25(19) . . ?
N2B C9B S1B 128.55(17) . . ?
N2B C9B S2B 118.86(16) . . ?
S1B C9B S2B 112.56(12) . . ?
C11B C10B S2B 109.02(17) . . ?
C11B C10B H10C 109.9 . . ?
S2B C10B H10C 109.9 . . ?
C11B C10B H10D 109.9 . . ?
S2B C10B H10D 109.9 . . ?
H10C C10B H10D 108.3 . . ?
C16B C11B C12B 118.9(2) . . ?
C16B C11B C10B 120.9(2) . . ?
C12B C11B C10B 120.2(2) . . ?
C13B C12B C11B 120.7(2) . . ?
C13B C12B H12B 119.7 . . ?
C11B C12B H12B 119.7 . . ?
C12B C13B C14B 120.2(2) . . ?
C12B C13B H13B 119.9 . . ?
C14B C13B H13B 119.9 . . ?
C13B C14B C15B 119.7(2) . . ?
C13B C14B H14B 120.2 . . ?
C15B C14B H14B 120.2 . . ?
C14B C15B C16B 120.0(2) . . ?
C14B C15B H15B 120.0 . . ?
C16B C15B H15B 120.0 . . ?
C11B C16B C15B 120.5(2) . . ?
C11B C16B H16B 119.7 . . ?
C15B C16B H16B 119.7 . . ?
N3B C32B C33B 123.6(2) . . ?
N3B C32B H32B 118.2 . . ?
C33B C32B H32B 118.2 . . ?
C32B C33B C34B 119.0(2) . . ?
C32B C33B H33B 120.5 . . ?
C34B C33B H33B 120.5 . . ?
C35B C34B C33B 118.4(2) . . ?
C35B C34B H34B 120.8 . . ?
C33B C34B H34B 120.8 . . ?
C34B C35B C36B 119.3(2) . . ?
C34B C35B H35B 120.4 . . ?
C36B C35B H35B 120.4 . . ?
N3B C36B C35B 123.2(2) . . ?
N3B C36B H36B 118.4 . . ?
C35B C36B H36B 118.4 . . ?
C7B C8B H8D 109.5 . . ?
C7B C8B H8E 109.5 . . ?
H8D C8B H8E 109.5 . . ?
C7B C8B H8F 109.5 . . ?
H8D C8B H8F 109.5 . . ?
H8E C8B H8F 109.5 . . ?
C7B N1B N2B 113.64(17) . . ?
C7B N1B MO2 125.82(14) . . ?
N2B N1B MO2 120.53(13) . . ?
C9B N2B N1B 114.10(17) . . ?
C32B N3B C36B 116.5(2) . . ?
C32B N3B MO2 120.94(14) . . ?
C36B N3B MO2 122.44(16) . . ?
C1B O1B MO2 126.10(14) . . ?
O2B MO2 O3B 106.35(8) . . ?
O2B MO2 O1B 97.13(8) . . ?
O3B MO2 O1B 105.20(7) . . ?
O2B MO2 N1B 91.63(7) . . ?
O3B MO2 N1B 159.99(7) . . ?
O1B MO2 N1B 80.58(6) . . ?
O2B MO2 S1B 96.71(6) . . ?
O3B MO2 S1B 91.92(6) . . ?
O1B MO2 S1B 153.90(5) . . ?
N1B MO2 S1B 77.01(5) . . ?
O2B MO2 N3B 167.51(7) . . ?
O3B MO2 N3B 86.13(7) . . ?
O1B MO2 N3B 78.60(6) . . ?
N1B MO2 N3B 76.13(6) . . ?
S1B MO2 N3B 83.17(5) . . ?
C9B S1B MO2 98.49(8) . . ?
C9B S2B C10B 100.18(11) . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.715
_refine_diff_density_rms         0.084
