# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1062693'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'cis-dioxido-aqua-(2-oxobenzaldehyde isonicotinylhydrazonato-O,N,O)molybdenum(VI)) chloride'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H12 Cl Mo N3 O5'
_chemical_formula_weight         421.65

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'
Cl Cl 0.1484 0.1585 '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/c

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

_cell_length_a                   13.3090(5)
_cell_length_b                   9.40511(19)
_cell_length_c                   13.7393(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.964(4)
_cell_angle_gamma                90.00
_cell_volume                     1559.11(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6437
_cell_measurement_theta_min      4.1729
_cell_measurement_theta_max      32.4438

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.796
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    1.041
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84316
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(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  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16551
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0357
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.18
_diffrn_reflns_theta_max         30.00
_reflns_number_total             4535
_reflns_number_gt                3558
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0292P)²+0.3215P] 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         4535
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0730
_refine_ls_wR_factor_gt          0.0673
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
Mo1 Mo 0.317227(18) 0.87835(2) 0.802184(16) 0.03237(7) Uani 1 1 d . . .
Cl1 Cl 0.96576(6) 0.05848(6) 0.68653(5) 0.04263(15) Uani 1 1 d . . .
O5 O 0.12868(17) 0.8043(2) 0.71752(15) 0.0397(4) Uani 1 1 d . . .
N2 N 0.24178(18) 0.8355(2) 0.98571(15) 0.0351(4) Uani 1 1 d . . .
O4 O 0.28067(18) 0.97299(18) 0.68711(14) 0.0473(5) Uani 1 1 d . . .
O1 O 0.24781(15) 1.01161(16) 0.87103(12) 0.0350(4) Uani 1 1 d . . .
O2 O 0.33712(16) 0.68856(18) 0.76226(13) 0.0413(4) Uani 1 1 d . . .
O3 O 0.45041(16) 0.9212(2) 0.87965(15) 0.0500(5) Uani 1 1 d . . .
N1 N 0.28882(16) 0.75754(19) 0.92911(14) 0.0304(4) Uani 1 1 d . . .
C1 C 0.3085(2) 0.6260(2) 0.95653(18) 0.0334(5) Uani 1 1 d . . .
H1 H 0.2936 0.5931 1.0129 0.040 Uiso 1 1 calc R . .
C2 C 0.2252(2) 0.9643(2) 0.94961(17) 0.0305(5) Uani 1 1 d . . .
C10 C 0.3802(2) 0.3896(2) 0.9472(2) 0.0417(6) Uani 1 1 d . . .
H10 H 0.3701 0.3647 1.0079 0.050 Uiso 1 1 calc R . .
C5 C 0.1048(3) 1.1193(3) 1.1273(2) 0.0471(7) Uani 1 1 d . . .
H5 H 0.0848 1.0915 1.1817 0.057 Uiso 1 1 calc R . .
C3 C 0.17676(19) 1.0662(2) 0.99983(17) 0.0305(5) Uani 1 1 d . . .
N3 N 0.0913(2) 1.2533(2) 1.09428(18) 0.0451(6) Uani 1 1 d . . .
C4 C 0.1482(2) 1.0217(3) 1.0816(2) 0.0407(6) Uani 1 1 d . . .
H4 H 0.1584 0.9277 1.1046 0.049 Uiso 1 1 calc R . .
C9 C 0.3523(2) 0.5277(2) 0.90452(18) 0.0332(5) Uani 1 1 d . . .
C11 C 0.4224(2) 0.2910(3) 0.9004(2) 0.0496(7) Uani 1 1 d . . .
H11 H 0.4405 0.2001 0.9292 0.059 Uiso 1 1 calc R . .
C7 C 0.1589(2) 1.2060(2) 0.96650(19) 0.0371(5) Uani 1 1 d . . .
H7 H 0.1758 1.2369 0.9108 0.045 Uiso 1 1 calc R . .
C8 C 0.3674(2) 0.5622(3) 0.81202(19) 0.0347(5) Uani 1 1 d . . .
C12 C 0.4373(3) 0.3281(3) 0.8108(3) 0.0525(7) Uani 1 1 d . . .
H12 H 0.4659 0.2613 0.7792 0.063 Uiso 1 1 calc R . .
C13 C 0.4112(2) 0.4614(3) 0.7666(2) 0.0459(6) Uani 1 1 d . . .
H13 H 0.4228 0.4844 0.7063 0.055 Uiso 1 1 calc R . .
C6 C 0.1164(2) 1.2989(3) 1.0160(2) 0.0440(6) Uani 1 1 d . . .
H6 H 0.1051 1.3937 0.9948 0.053 Uiso 1 1 calc R . .
H05A H 0.109(3) 0.741(3) 0.740(2) 0.043(9) Uiso 1 1 d . . .
H05B H 0.087(3) 0.874(4) 0.702(3) 0.074(12) Uiso 1 1 d . . .
H3 H 0.067(3) 1.306(3) 1.122(3) 0.065(10) Uiso 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
Mo1 O3 1.687(2) . ?
Mo1 O4 1.6968(16) . ?
Mo1 O2 1.9183(16) . ?
Mo1 O1 2.0141(14) . ?
Mo1 N1 2.2431(17) . ?
Mo1 O5 2.381(2) . ?
N2 C2 1.293(3) . ?
N2 N1 1.394(2) . ?
O1 C2 1.315(2) . ?
O2 C8 1.345(3) . ?
N1 C1 1.288(3) . ?
C1 C9 1.434(3) . ?
C2 C3 1.478(3) . ?
C10 C11 1.376(4) . ?
C10 C9 1.409(3) . ?
C5 N3 1.325(3) . ?
C5 C4 1.370(3) . ?
C3 C7 1.380(3) . ?
C3 C4 1.394(3) . ?
N3 C6 1.325(3) . ?
C9 C8 1.406(3) . ?
C11 C12 1.373(4) . ?
C7 C6 1.368(3) . ?
C8 C13 1.390(3) . ?
C12 C13 1.372(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
O3 Mo1 O4 105.91(10) . . ?
O3 Mo1 O2 99.66(9) . . ?
O4 Mo1 O2 103.98(8) . . ?
O3 Mo1 O1 97.07(8) . . ?
O4 Mo1 O1 95.93(7) . . ?
O2 Mo1 O1 149.24(7) . . ?
O3 Mo1 N1 96.18(8) . . ?
O4 Mo1 N1 156.06(9) . . ?
O2 Mo1 N1 80.78(6) . . ?
O1 Mo1 N1 71.87(6) . . ?
O3 Mo1 O5 171.21(8) . . ?
O4 Mo1 O5 82.51(9) . . ?
O2 Mo1 O5 80.34(8) . . ?
O1 Mo1 O5 79.27(7) . . ?
N1 Mo1 O5 75.11(7) . . ?
C2 N2 N1 108.85(17) . . ?
C2 O1 Mo1 118.98(13) . . ?
C8 O2 Mo1 136.44(14) . . ?
C1 N1 N2 115.19(18) . . ?
C1 N1 Mo1 129.34(15) . . ?
N2 N1 Mo1 115.46(13) . . ?
N1 C1 C9 123.3(2) . . ?
N2 C2 O1 124.82(19) . . ?
N2 C2 C3 117.80(18) . . ?
O1 C2 C3 117.38(19) . . ?
C11 C10 C9 121.0(2) . . ?
N3 C5 C4 120.2(2) . . ?
C7 C3 C4 119.1(2) . . ?
C7 C3 C2 120.72(19) . . ?
C4 C3 C2 120.2(2) . . ?
C6 N3 C5 122.8(2) . . ?
C5 C4 C3 118.7(2) . . ?
C8 C9 C10 118.4(2) . . ?
C8 C9 C1 123.0(2) . . ?
C10 C9 C1 118.6(2) . . ?
C12 C11 C10 119.3(2) . . ?
C6 C7 C3 119.5(2) . . ?
O2 C8 C13 117.8(2) . . ?
O2 C8 C9 122.5(2) . . ?
C13 C8 C9 119.6(2) . . ?
C13 C12 C11 121.5(2) . . ?
C12 C13 C8 120.1(3) . . ?
N3 C6 C7 119.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.072
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1062694'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'cis-dioxido-methanol-(2-oxobenzaldehyde isonicotinylhydrazonato-O,N,O)molybdenum(VI)) chloride'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H14 Cl Mo N3 O5'
_chemical_formula_weight         435.67

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'
Cl Cl 0.1484 0.1585 '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                   7.48269(13)
_cell_length_b                   25.6417(5)
_cell_length_c                   8.45241(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.5659(15)
_cell_angle_gamma                90.00
_cell_volume                     1616.61(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9421
_cell_measurement_theta_min      4.1018
_cell_measurement_theta_max      30.1406

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    1.007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94367
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_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_measurement_device_type  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13990
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         29.00
_reflns_number_total             4239
_reflns_number_gt                3972
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0249P)²+1.1060P] 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         4239
_refine_ls_number_parameters     222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0255
_refine_ls_wR_factor_ref         0.0635
_refine_ls_wR_factor_gt          0.0623
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_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
Mo1 Mo 0.71831(2) 0.309308(6) 0.594159(18) 0.01769(6) Uani 1 1 d . . .
Cl1 Cl 0.22932(6) 0.431167(19) 0.63209(5) 0.02282(10) Uani 1 1 d . . .
O3 O 0.9271(2) 0.30544(6) 0.53014(19) 0.0307(3) Uani 1 1 d . . .
O4 O 0.66552(19) 0.24716(5) 0.64438(17) 0.0259(3) Uani 1 1 d . . .
O1 O 0.79590(19) 0.33269(5) 0.81536(15) 0.0209(3) Uani 1 1 d . . .
O5 O 0.4352(2) 0.32699(6) 0.67959(19) 0.0256(3) Uani 1 1 d . . .
N1 N 0.6986(2) 0.39674(6) 0.60326(17) 0.0165(3) Uani 1 1 d . . .
O2 O 0.5886(2) 0.31995(6) 0.39120(16) 0.0273(3) Uani 1 1 d . . .
N2 N 0.7619(2) 0.41971(6) 0.74796(17) 0.0169(3) Uani 1 1 d . . .
N3 N 1.0509(2) 0.41680(7) 1.30180(18) 0.0208(3) Uani 1 1 d . . .
H3 H 1.1010 0.4234 1.3947 0.025 Uiso 1 1 calc R . .
C13 C 0.4711(3) 0.34694(8) 0.1397(2) 0.0232(4) Uani 1 1 d . . .
H13 H 0.4611 0.3122 0.1082 0.028 Uiso 1 1 calc R . .
C4 C 0.8969(2) 0.44650(7) 1.0657(2) 0.0201(4) Uani 1 1 d . . .
H4 H 0.8462 0.4736 1.0044 0.024 Uiso 1 1 calc R . .
C7 C 0.9682(3) 0.35598(7) 1.1018(2) 0.0208(4) Uani 1 1 d . . .
H7 H 0.9648 0.3217 1.0654 0.025 Uiso 1 1 calc R . .
C1 C 0.6388(2) 0.42860(7) 0.4932(2) 0.0178(3) Uani 1 1 d . . .
H1 H 0.6447 0.4642 0.5147 0.021 Uiso 1 1 calc R . .
C2 C 0.8105(2) 0.38277(7) 0.8462(2) 0.0163(3) Uani 1 1 d . . .
C5 C 0.9776(3) 0.45626(8) 1.2149(2) 0.0233(4) Uani 1 1 d . . .
H5 H 0.9814 0.4900 1.2552 0.028 Uiso 1 1 calc R . .
C8 C 0.5435(2) 0.35950(8) 0.2926(2) 0.0190(3) Uani 1 1 d . . .
C6 C 1.0489(3) 0.36771(8) 1.2497(2) 0.0223(4) Uani 1 1 d . . .
H6 H 1.1020 0.3414 1.3130 0.027 Uiso 1 1 calc R . .
C3 C 0.8917(2) 0.39576(7) 1.0073(2) 0.0158(3) Uani 1 1 d . . .
C10 C 0.5037(2) 0.45135(8) 0.2290(2) 0.0214(4) Uani 1 1 d . . .
H10 H 0.5144 0.4863 0.2580 0.026 Uiso 1 1 calc R . .
C11 C 0.4298(3) 0.43828(8) 0.0794(2) 0.0238(4) Uani 1 1 d . . .
H11 H 0.3903 0.4643 0.0083 0.029 Uiso 1 1 calc R . .
C9 C 0.5631(2) 0.41227(7) 0.3384(2) 0.0175(3) Uani 1 1 d . . .
C12 C 0.4144(3) 0.38629(9) 0.0353(2) 0.0242(4) Uani 1 1 d . . .
H12 H 0.3652 0.3777 -0.0659 0.029 Uiso 1 1 calc R . .
C14 C 0.3101(3) 0.28823(9) 0.7211(3) 0.0376(5) Uani 1 1 d . . .
H14A H 0.2648 0.2699 0.6274 0.056 Uiso 1 1 calc R . .
H14B H 0.2126 0.3047 0.7690 0.056 Uiso 1 1 calc R . .
H14C H 0.3688 0.2641 0.7949 0.056 Uiso 1 1 calc R . .
H05 H 0.388(3) 0.3506(11) 0.658(3) 0.025(7) Uiso 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
Mo1 O3 1.6963(15) . ?
Mo1 O4 1.7036(14) . ?
Mo1 O2 1.9221(14) . ?
Mo1 O1 2.0048(13) . ?
Mo1 N1 2.2485(16) . ?
Mo1 O5 2.3361(15) . ?
O1 C2 1.313(2) . ?
O5 C14 1.428(3) . ?
N1 C1 1.291(2) . ?
N1 N2 1.405(2) . ?
O2 C8 1.339(2) . ?
N2 C2 1.293(2) . ?
N3 C6 1.333(3) . ?
N3 C5 1.342(3) . ?
C13 C12 1.384(3) . ?
C13 C8 1.399(2) . ?
C4 C5 1.377(3) . ?
C4 C3 1.391(3) . ?
C7 C6 1.378(3) . ?
C7 C3 1.390(2) . ?
C1 C9 1.445(2) . ?
C2 C3 1.484(2) . ?
C8 C9 1.412(3) . ?
C10 C11 1.381(3) . ?
C10 C9 1.411(3) . ?
C11 C12 1.387(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
O3 Mo1 O4 105.21(7) . . ?
O3 Mo1 O2 97.82(7) . . ?
O4 Mo1 O2 104.16(6) . . ?
O3 Mo1 O1 96.28(7) . . ?
O4 Mo1 O1 95.91(6) . . ?
O2 Mo1 O1 151.41(6) . . ?
O3 Mo1 N1 97.70(7) . . ?
O4 Mo1 N1 155.09(6) . . ?
O2 Mo1 N1 81.90(6) . . ?
O1 Mo1 N1 71.63(5) . . ?
O3 Mo1 O5 172.16(7) . . ?
O4 Mo1 O5 82.56(6) . . ?
O2 Mo1 O5 80.93(6) . . ?
O1 Mo1 O5 81.73(6) . . ?
N1 Mo1 O5 74.47(5) . . ?
C2 O1 Mo1 119.41(11) . . ?
C14 O5 Mo1 124.70(14) . . ?
C1 N1 N2 115.82(15) . . ?
C1 N1 Mo1 128.76(12) . . ?
N2 N1 Mo1 115.42(10) . . ?
C8 O2 Mo1 138.37(12) . . ?
C2 N2 N1 108.07(14) . . ?
C6 N3 C5 122.54(16) . . ?
C12 C13 C8 119.83(19) . . ?
C5 C4 C3 119.51(17) . . ?
C6 C7 C3 119.43(18) . . ?
N1 C1 C9 123.86(17) . . ?
N2 C2 O1 125.04(16) . . ?
N2 C2 C3 119.92(16) . . ?
O1 C2 C3 115.04(15) . . ?
N3 C5 C4 119.64(18) . . ?
O2 C8 C13 117.43(17) . . ?
O2 C8 C9 122.68(16) . . ?
C13 C8 C9 119.88(17) . . ?
N3 C6 C7 119.90(17) . . ?
C7 C3 C4 118.97(16) . . ?
C7 C3 C2 118.81(16) . . ?
C4 C3 C2 122.21(16) . . ?
C11 C10 C9 120.67(19) . . ?
C10 C11 C12 119.88(18) . . ?
C10 C9 C8 118.73(16) . . ?
C10 C9 C1 117.86(17) . . ?
C8 C9 C1 123.40(16) . . ?
C13 C12 C11 120.99(17) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.108
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1062695'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'cis-dioxido-aqua-(2-oxo-1-naphthaldehyde isonicotinylhydrazonato-O,N,O)molybdenum(VI) chloride'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H14 Cl Mo N3 O5'
_chemical_formula_weight         471.70

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'
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           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                   8.08986(18)
_cell_length_b                   17.0004(3)
_cell_length_c                   13.1601(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.619(2)
_cell_angle_gamma                90.00
_cell_volume                     1743.09(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3755
_cell_measurement_theta_min      4.2813
_cell_measurement_theta_max      31.3152

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.797
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95241
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_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_measurement_device_type  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8080
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.29
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4001
_reflns_number_gt                3265
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0302P)²+0.1202P] 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         4001
_refine_ls_number_parameters     252
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0780
_refine_ls_wR_factor_gt          0.0737
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.77398(9) 0.51844(4) 0.49303(6) 0.02424(17) Uani 1 1 d . . .
O4 O 0.9026(2) 0.48027(11) 0.78402(16) 0.0225(4) Uani 1 1 d . . .
O3 O 0.8114(2) 0.45890(11) 0.96866(16) 0.0238(5) Uani 1 1 d . . .
O2 O 0.6325(2) 0.37243(10) 0.79396(15) 0.0214(4) Uani 1 1 d . . .
C4 C 0.3777(4) 0.73092(16) 0.8964(2) 0.0208(6) Uani 1 1 d . . .
H4 H 0.2923 0.6961 0.9026 0.025 Uiso 1 1 calc R . .
C9 C 0.3739(3) 0.36029(15) 0.8507(2) 0.0165(6) Uani 1 1 d . . .
O5 O 0.5832(3) 0.50067(14) 0.66201(18) 0.0258(5) Uani 1 1 d . . .
O1 O 0.6924(2) 0.59365(11) 0.84273(15) 0.0205(4) Uani 1 1 d . . .
N2 N 0.4149(3) 0.57326(12) 0.85541(18) 0.0186(5) Uani 1 1 d . . .
N3 N 0.4862(3) 0.85923(13) 0.90348(18) 0.0222(6) Uani 1 1 d . . .
H3 H 0.4749 0.9085 0.9148 0.027 Uiso 1 1 calc R . .
N1 N 0.4622(3) 0.49512(13) 0.84654(18) 0.0176(5) Uani 1 1 d . . .
C2 C 0.5435(3) 0.61825(16) 0.8546(2) 0.0167(6) Uani 1 1 d . . .
C14 C 0.1112(4) 0.33307(16) 0.9132(2) 0.0207(6) Uani 1 1 d . . .
H14 H 0.0985 0.3865 0.9245 0.025 Uiso 1 1 calc R . .
C13 C 0.5307(4) 0.24589(16) 0.8120(2) 0.0210(6) Uani 1 1 d . . .
H13 H 0.6247 0.2255 0.7927 0.025 Uiso 1 1 calc R . .
C1 C 0.3486(4) 0.44385(16) 0.8549(2) 0.0188(6) Uani 1 1 d . . .
H1 H 0.2451 0.4619 0.8642 0.023 Uiso 1 1 calc R . .
C8 C 0.5134(4) 0.32860(16) 0.8199(2) 0.0189(6) Uani 1 1 d . . .
C12 C 0.4120(4) 0.19600(16) 0.8320(2) 0.0199(6) Uani 1 1 d . . .
H12 H 0.4249 0.1421 0.8248 0.024 Uiso 1 1 calc R . .
C10 C 0.2494(3) 0.30734(16) 0.8753(2) 0.0177(6) Uani 1 1 d . . .
C5 C 0.3623(4) 0.80959(17) 0.9134(2) 0.0236(7) Uani 1 1 d . . .
H5 H 0.2664 0.8287 0.9316 0.028 Uiso 1 1 calc R . .
C6 C 0.6257(4) 0.83549(16) 0.8769(2) 0.0228(6) Uani 1 1 d . . .
H6 H 0.7080 0.8719 0.8702 0.027 Uiso 1 1 calc R . .
C3 C 0.5229(3) 0.70359(16) 0.8698(2) 0.0167(6) Uani 1 1 d . . .
C15 C -0.0046(4) 0.28071(17) 0.9336(2) 0.0241(7) Uani 1 1 d . . .
H15 H -0.0954 0.2993 0.9576 0.029 Uiso 1 1 calc R . .
C7 C 0.6476(4) 0.75692(15) 0.8593(2) 0.0192(6) Uani 1 1 d . . .
H7 H 0.7446 0.7397 0.8407 0.023 Uiso 1 1 calc R . .
C11 C 0.2691(4) 0.22456(16) 0.8638(2) 0.0185(6) Uani 1 1 d . . .
C17 C 0.1465(4) 0.17263(17) 0.8856(2) 0.0218(6) Uani 1 1 d . . .
H17 H 0.1583 0.1188 0.8770 0.026 Uiso 1 1 calc R . .
C16 C 0.0112(4) 0.19980(17) 0.9190(2) 0.0257(7) Uani 1 1 d . . .
H16 H -0.0695 0.1650 0.9319 0.031 Uiso 1 1 calc R . .
Mo1 Mo 0.72912(3) 0.476860(13) 0.83386(2) 0.01832(9) Uani 1 1 d . . .
H05A H 0.636(5) 0.512(2) 0.621(3) 0.045(12) Uiso 1 1 d . . .
H05B H 0.493(4) 0.4834(19) 0.630(3) 0.031(11) Uiso 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
O4 Mo1 1.7023(19) . ?
O3 Mo1 1.746(2) . ?
O2 C8 1.334(3) . ?
O2 Mo1 1.9539(18) . ?
C4 C5 1.367(4) . ?
C4 C3 1.393(4) . ?
C9 C8 1.405(4) . ?
C9 C1 1.438(4) . ?
C9 C10 1.450(4) . ?
O5 Mo1 2.288(2) . ?
O1 C2 1.324(3) . ?
O1 Mo1 2.0156(18) . ?
N2 C2 1.293(3) . ?
N2 N1 1.396(3) . ?
N3 C6 1.332(4) . ?
N3 C5 1.343(4) . ?
N1 C1 1.293(3) . ?
N1 Mo1 2.232(2) . ?
C2 C3 1.480(3) . ?
C14 C15 1.370(4) . ?
C14 C10 1.411(4) . ?
C13 C12 1.359(4) . ?
C13 C8 1.420(4) . ?
C12 C11 1.417(4) . ?
C10 C11 1.429(4) . ?
C6 C7 1.375(4) . ?
C3 C7 1.390(4) . ?
C15 C16 1.399(4) . ?
C11 C17 1.414(4) . ?
C17 C16 1.365(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
C8 O2 Mo1 134.69(17) . . ?
C5 C4 C3 119.2(3) . . ?
C8 C9 C1 121.5(2) . . ?
C8 C9 C10 119.1(2) . . ?
C1 C9 C10 119.3(3) . . ?
C2 O1 Mo1 118.11(16) . . ?
C2 N2 N1 108.9(2) . . ?
C6 N3 C5 122.9(2) . . ?
C1 N1 N2 114.7(2) . . ?
C1 N1 Mo1 129.57(19) . . ?
N2 N1 Mo1 115.53(16) . . ?
N2 C2 O1 125.0(2) . . ?
N2 C2 C3 117.3(2) . . ?
O1 C2 C3 117.7(2) . . ?
C15 C14 C10 121.1(3) . . ?
C12 C13 C8 121.0(3) . . ?
N1 C1 C9 123.4(3) . . ?
O2 C8 C9 123.5(2) . . ?
O2 C8 C13 116.2(2) . . ?
C9 C8 C13 120.3(3) . . ?
C13 C12 C11 121.3(3) . . ?
C14 C10 C11 117.7(2) . . ?
C14 C10 C9 123.4(3) . . ?
C11 C10 C9 118.9(3) . . ?
N3 C5 C4 119.7(3) . . ?
N3 C6 C7 119.7(3) . . ?
C7 C3 C4 119.4(2) . . ?
C7 C3 C2 121.0(2) . . ?
C4 C3 C2 119.6(2) . . ?
C14 C15 C16 121.3(3) . . ?
C6 C7 C3 119.2(3) . . ?
C17 C11 C12 121.2(3) . . ?
C17 C11 C10 119.3(3) . . ?
C12 C11 C10 119.5(3) . . ?
C16 C17 C11 121.4(3) . . ?
C17 C16 C15 119.2(3) . . ?
O4 Mo1 O3 105.61(9) . . ?
O4 Mo1 O2 103.83(8) . . ?
O3 Mo1 O2 97.45(9) . . ?
O4 Mo1 O1 97.96(8) . . ?
O3 Mo1 O1 97.77(8) . . ?
O2 Mo1 O1 148.88(8) . . ?
O4 Mo1 N1 159.81(9) . . ?
O3 Mo1 N1 93.45(9) . . ?
O2 Mo1 N1 79.72(8) . . ?
O1 Mo1 N1 72.42(8) . . ?
O4 Mo1 O5 82.67(9) . . ?
O3 Mo1 O5 171.72(9) . . ?
O2 Mo1 O5 80.36(9) . . ?
O1 Mo1 O5 80.69(8) . . ?
N1 Mo1 O5 78.31(9) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.090
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1062696'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'cis-dioxido-methanol-(2-oxo-1-naphthaldehyde isonicotinylhydrazonato-O,N,O)molybdenum(VI) chloride'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 Cl Mo N3 O5'
_chemical_formula_weight         485.73

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.5013(5)
_cell_length_b                   9.4538(9)
_cell_length_c                   13.3244(7)
_cell_angle_alpha                96.890(6)
_cell_angle_beta                 90.248(5)
_cell_angle_gamma                97.558(7)
_cell_volume                     929.74(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.71
_cell_measurement_theta_max      32.57

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.885
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84444
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  graphite
_diffrn_measurement_method       'Xcalibur CCD'
_diffrn_detector_area_resol_mean CCD
_diffrn_reflns_number            25507
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.706
_diffrn_reflns_theta_max         32.573
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.918
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6216
_reflns_number_gt                4762
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0487P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6216
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0860
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8450(3) 0.5343(2) 0.11162(16) 0.0307(4) Uani 1 1 d . . . . .
C2 C 0.6420(3) 0.3044(2) -0.07968(15) 0.0282(4) Uani 1 1 d . . . . .
C3 C 0.5637(3) 0.2898(2) -0.18312(15) 0.0280(4) Uani 1 1 d . . . . .
C4 C 0.5380(3) 0.4111(3) -0.22886(17) 0.0331(5) Uani 1 1 d . . . . .
C5 C 0.4798(3) 0.3945(3) -0.32704(18) 0.0393(5) Uani 1 1 d . . . . .
H5 H 0.4606 0.4745 -0.3580 0.047 Uiso 1 1 calc R U . . .
C6 C 0.4696(3) 0.1441(3) -0.33684(19) 0.0396(5) Uani 1 1 d . . . . .
C7 C 0.5241(3) 0.1551(3) -0.23782(17) 0.0340(5) Uani 1 1 d . . . . .
C8 C 0.9569(3) 0.4187(2) 0.25252(16) 0.0302(4) Uani 1 1 d . . . . .
C9 C 0.9306(3) 0.5413(2) 0.20910(16) 0.0291(4) Uani 1 1 d . . . . .
C10 C 0.9878(3) 0.6814(2) 0.26593(16) 0.0305(4) Uani 1 1 d . . . . .
C11 C 1.0702(3) 0.6876(3) 0.36297(17) 0.0346(5) Uani 1 1 d . . . . .
C12 C 1.1028(3) 0.5591(3) 0.39906(18) 0.0393(5) Uani 1 1 d . . . . .
H12 H 1.1635 0.5639 0.4606 0.047 Uiso 1 1 calc R U . . .
C13 C 1.0483(3) 0.4287(3) 0.34663(18) 0.0386(5) Uani 1 1 d . . . . .
C14 C 0.9625(3) 0.8130(3) 0.2309(2) 0.0383(5) Uani 1 1 d . . . . .
C15 C 1.0154(4) 0.9417(3) 0.2890(2) 0.0449(6) Uani 1 1 d . . . . .
H15 H 0.9979 1.0269 0.2643 0.054 Uiso 1 1 calc R U . . .
C16 C 1.0949(4) 0.9475(3) 0.3844(2) 0.0477(6) Uani 1 1 d . . . . .
C17 C 1.1220(4) 0.8223(3) 0.42066(19) 0.0438(6) Uani 1 1 d . . . . .
H17 H 1.1752 0.8260 0.4842 0.053 Uiso 1 1 calc R U . . .
C18 C 0.3597(3) 0.1955(3) 0.1269(2) 0.0437(6) Uani 1 1 d . . . . .
H18A H 0.2769 0.2293 0.1760 0.066 Uiso 1 1 calc R U . . .
H18B H 0.3368 0.0926 0.1137 0.066 Uiso 1 1 calc R U . . .
H18C H 0.3447 0.2365 0.0653 0.066 Uiso 1 1 calc R U . . .
N1 N 0.7852(2) 0.4150(2) 0.05621(13) 0.0289(4) Uani 1 1 d . . . . .
N2 N 0.7045(3) 0.4303(2) -0.03586(14) 0.0324(4) Uani 1 1 d . . . . .
N3 N 0.4500(3) 0.2628(2) -0.37923(16) 0.0385(5) Uani 1 1 d . . . . .
O1 O 0.6479(2) 0.18352(16) -0.03978(11) 0.0331(3) Uani 1 1 d . . . . .
O2 O 0.8988(2) 0.28441(17) 0.21026(12) 0.0359(4) Uani 1 1 d . . . . .
O3 O 1.0036(2) 0.1857(2) 0.01887(14) 0.0453(4) Uani 1 1 d . . . . .
O4 O 0.7454(2) 0.01711(18) 0.10536(13) 0.0419(4) Uani 1 1 d . . . . .
O5 O 0.5401(2) 0.2377(2) 0.16507(13) 0.0390(4) Uani 1 1 d . . . . .
Cl Cl 0.48768(12) 0.24465(8) 0.39443(5) 0.05728(19) Uani 1 1 d . . . . .
Mo Mo 0.80850(2) 0.18785(2) 0.08084(2) 0.02899(7) Uani 1 1 d . . . . .
H1 H 0.830(3) 0.610(3) 0.084(2) 0.040(7) Uiso 1 1 d . . . . .
H3 H 0.441(3) 0.259(3) -0.439(2) 0.038(7) Uiso 1 1 d . . . . .
H4 H 0.555(3) 0.494(3) -0.1946(19) 0.029(6) Uiso 1 1 d . . . . .
H6 H 0.448(3) 0.061(3) -0.382(2) 0.032(6) Uiso 1 1 d . . . . .
H7 H 0.544(4) 0.080(3) -0.205(2) 0.055(9) Uiso 1 1 d . . . . .
H13 H 1.065(4) 0.338(3) 0.366(2) 0.052(8) Uiso 1 1 d . . . . .
H14 H 0.910(3) 0.818(3) 0.174(2) 0.035(7) Uiso 1 1 d . . . . .
H16 H 1.132(4) 1.045(4) 0.430(3) 0.066(9) Uiso 1 1 d . . . . .
H05 H 0.546(4) 0.247(3) 0.220(2) 0.034(7) Uiso 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 N1 1.297(3) . ?
C1 C9 1.437(3) . ?
C2 N2 1.289(3) . ?
C2 O1 1.322(2) . ?
C2 C3 1.480(3) . ?
C3 C7 1.384(3) . ?
C3 C4 1.396(3) . ?
C4 C5 1.362(3) . ?
C5 N3 1.342(3) . ?
C6 N3 1.340(3) . ?
C6 C7 1.367(3) . ?
C8 O2 1.341(3) . ?
C8 C9 1.392(3) . ?
C8 C13 1.414(3) . ?
C9 C10 1.455(3) . ?
C10 C14 1.415(3) . ?
C10 C11 1.422(3) . ?
C11 C12 1.409(4) . ?
C11 C17 1.413(3) . ?
C12 C13 1.353(4) . ?
C14 C15 1.373(3) . ?
C15 C16 1.393(4) . ?
C16 C17 1.370(4) . ?
C18 O5 1.432(3) . ?
N1 N2 1.397(2) . ?
N1 Mo 2.2402(18) . ?
O1 Mo 1.9976(15) . ?
O2 Mo 1.9274(16) . ?
O3 Mo 1.6845(17) . ?
O4 Mo 1.6920(17) . ?
O5 Mo 2.3828(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C9 123.8(2) . . ?
N2 C2 O1 124.38(19) . . ?
N2 C2 C3 119.26(19) . . ?
O1 C2 C3 116.32(18) . . ?
C7 C3 C4 119.1(2) . . ?
C7 C3 C2 120.01(19) . . ?
C4 C3 C2 120.8(2) . . ?
C5 C4 C3 119.3(2) . . ?
N3 C5 C4 120.1(2) . . ?
N3 C6 C7 120.0(2) . . ?
C6 C7 C3 119.4(2) . . ?
O2 C8 C9 123.8(2) . . ?
O2 C8 C13 115.1(2) . . ?
C9 C8 C13 121.1(2) . . ?
C8 C9 C1 122.4(2) . . ?
C8 C9 C10 118.59(19) . . ?
C1 C9 C10 119.0(2) . . ?
C14 C10 C11 117.7(2) . . ?
C14 C10 C9 123.5(2) . . ?
C11 C10 C9 118.8(2) . . ?
C12 C11 C17 121.0(2) . . ?
C12 C11 C10 119.3(2) . . ?
C17 C11 C10 119.7(2) . . ?
C13 C12 C11 121.9(2) . . ?
C12 C13 C8 120.1(2) . . ?
C15 C14 C10 120.9(2) . . ?
C14 C15 C16 121.4(3) . . ?
C17 C16 C15 119.4(2) . . ?
C16 C17 C11 121.0(2) . . ?
C1 N1 N2 115.37(18) . . ?
C1 N1 Mo 129.68(15) . . ?
N2 N1 Mo 114.79(13) . . ?
C2 N2 N1 108.57(18) . . ?
C6 N3 C5 122.1(2) . . ?
C2 O1 Mo 118.40(13) . . ?
C8 O2 Mo 138.30(14) . . ?
C18 O5 Mo 126.46(15) . . ?
O3 Mo O4 105.93(9) . . ?
O3 Mo O2 99.56(8) . . ?
O4 Mo O2 102.92(8) . . ?
O3 Mo O1 97.38(8) . . ?
O4 Mo O1 97.80(7) . . ?
O2 Mo O1 148.37(7) . . ?
O3 Mo N1 93.48(8) . . ?
O4 Mo N1 159.18(8) . . ?
O2 Mo N1 80.67(6) . . ?
O1 Mo N1 71.78(6) . . ?
O3 Mo O5 169.25(8) . . ?
O4 Mo O5 84.81(8) . . ?
O2 Mo O5 77.51(7) . . ?
O1 Mo O5 80.88(6) . . ?
N1 Mo O5 75.88(7) . . ?

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.090

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1062697'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'cis-dioxido-aqua-(diethylamino-salicylaldehyde4-phenylthiosemicarbazonato)molybdenum(VI)chloride hydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H23 Cl Mo N4 O6'
_chemical_formula_weight         510.78

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'
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           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   15.9580(4)
_cell_length_b                   11.4043(2)
_cell_length_c                   12.2325(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.225(3)
_cell_angle_gamma                90.00
_cell_volume                     2102.04(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295
_cell_measurement_reflns_used    23679
_cell_measurement_theta_min      4.1663
_cell_measurement_theta_max      32.5802
_exptl_crystal_description       plate
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    0.792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83162
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(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  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            45544
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0143
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.17
_diffrn_reflns_theta_max         29.00
_reflns_number_total             5580
_reflns_number_gt                4947
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0413P)²+1.0950P] 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         5580
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0709
_refine_ls_wR_factor_gt          0.0675
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_restrained_S_all      0.948
_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
Mo1 Mo 0.722780(9) 0.954478(12) 0.551849(11) 0.03004(5) Uani 1 1 d . . .
O4 O 0.72211(10) 1.04204(11) 0.43774(11) 0.0416(3) Uani 1 1 d . . .
N2 N 0.81764(10) 0.93099(13) 0.81651(11) 0.0333(3) Uani 1 1 d . . .
O2 O 0.71436(8) 0.79724(10) 0.49047(9) 0.0353(3) Uani 1 1 d . . .
O3 O 0.61976(10) 0.96720(14) 0.56195(13) 0.0498(3) Uani 1 1 d . . .
O6 O 0.91650(11) 0.70155(13) 0.53306(16) 0.0489(3) Uani 1 1 d . . .
N1 N 0.77752(9) 0.86100(12) 0.71981(11) 0.0320(3) Uani 1 1 d . . .
O1 O 0.78459(9) 1.07380(10) 0.67532(10) 0.0355(3) Uani 1 1 d . . .
O5 O 0.87065(10) 0.92098(13) 0.56281(13) 0.0395(3) Uani 1 1 d . . .
N3 N 0.92236(11) 1.30080(13) 1.03216(13) 0.0405(3) Uani 1 1 d . . .
H3 H 0.9463 1.3538 1.0828 0.049 Uiso 1 1 calc R . .
C2 C 0.81582(11) 1.03905(14) 0.78367(13) 0.0309(3) Uani 1 1 d . . .
C13 C 0.66699(11) 0.60379(14) 0.45164(13) 0.0313(3) Uani 1 1 d . . .
H13 H 0.6475 0.6223 0.3732 0.038 Uiso 1 1 calc R . .
N4 N 0.62350(10) 0.40142(13) 0.40760(13) 0.0395(3) Uani 1 1 d . . .
C10 C 0.72382(13) 0.54984(15) 0.68466(15) 0.0389(4) Uani 1 1 d . . .
H10 H 0.7436 0.5312 0.7630 0.047 Uiso 1 1 calc R . .
C3 C 0.85142(11) 1.13129(14) 0.87186(13) 0.0316(3) Uani 1 1 d . . .
C1 C 0.77136(11) 0.75010(15) 0.73921(13) 0.0336(3) Uani 1 1 d . . .
H1 H 0.7934 0.7241 0.8154 0.040 Uiso 1 1 calc R . .
C11 C 0.68706(14) 0.46357(15) 0.60670(16) 0.0397(4) Uani 1 1 d . . .
H11 H 0.6811 0.3884 0.6327 0.048 Uiso 1 1 calc R . .
C9 C 0.73318(11) 0.66610(14) 0.65176(13) 0.0314(3) Uani 1 1 d . . .
C8 C 0.70412(10) 0.69037(14) 0.53144(13) 0.0289(3) Uani 1 1 d . . .
C12 C 0.65776(11) 0.48743(15) 0.48613(14) 0.0324(3) Uani 1 1 d . . .
C7 C 0.85408(12) 1.24731(15) 0.83883(14) 0.0365(3) Uani 1 1 d . . .
H7 H 0.8317 1.2680 0.7610 0.044 Uiso 1 1 calc R . .
C14 C 0.61166(16) 0.28147(17) 0.4440(2) 0.0551(5) Uani 1 1 d . . .
H14B H 0.6631 0.2606 0.5096 0.066 Uiso 1 1 calc R . .
H14A H 0.6092 0.2280 0.3813 0.066 Uiso 1 1 calc R . .
C5 C 0.91915(16) 1.19134(17) 1.06734(16) 0.0491(5) Uani 1 1 d . . .
H5 H 0.9418 1.1734 1.1458 0.059 Uiso 1 1 calc R . .
C6 C 0.88971(13) 1.33122(15) 0.92114(16) 0.0409(4) Uani 1 1 d . . .
H6 H 0.8911 1.4092 0.8995 0.049 Uiso 1 1 calc R . .
C4 C 0.88270(16) 1.10481(17) 0.98872(16) 0.0479(5) Uani 1 1 d . . .
H4 H 0.8789 1.0286 1.0137 0.057 Uiso 1 1 calc R . .
C15 C 0.5297(2) 0.2650(3) 0.4769(3) 0.0906(10) Uani 1 1 d . . .
H15B H 0.5316 0.3173 0.5392 0.136 Uiso 1 1 calc R . .
H15A H 0.5270 0.1855 0.5012 0.136 Uiso 1 1 calc R . .
H15C H 0.4782 0.2818 0.4113 0.136 Uiso 1 1 calc R . .
Cl1 Cl 0.02877(3) 0.45189(4) 0.23783(4) 0.04554(11) Uani 1 1 d . . .
C16 C 0.58934(15) 0.42598(19) 0.28416(17) 0.0486(5) Uani 1 1 d . . .
H16A H 0.5927 0.3548 0.2424 0.058 Uiso 1 1 calc R . .
H16B H 0.6275 0.4837 0.2661 0.058 Uiso 1 1 calc R . .
C17 C 0.4965(2) 0.4699(4) 0.2414(3) 0.0961(12) Uani 1 1 d . . .
H17A H 0.4567 0.4081 0.2452 0.144 Uiso 1 1 calc R . .
H17B H 0.4824 0.4957 0.1626 0.144 Uiso 1 1 calc R . .
H17C H 0.4903 0.5344 0.2886 0.144 Uiso 1 1 calc R . .
06A H 0.888(2) 0.662(3) 0.484(3) 0.067(9) Uiso 1 1 d . . .
H06B H 0.9273(19) 0.664(3) 0.592(3) 0.067(9) Uiso 1 1 d . . .
H05A H 0.8822(16) 0.850(3) 0.558(2) 0.056(7) Uiso 1 1 d . . .
H05B H 0.9046(18) 0.941(2) 0.609(2) 0.048(8) Uiso 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
Mo1 O3 1.6949(15) . ?
Mo1 O4 1.7135(13) . ?
Mo1 O2 1.9315(12) . ?
Mo1 O1 2.0309(12) . ?
Mo1 N1 2.2223(13) . ?
Mo1 O5 2.3503(15) . ?
N2 C2 1.293(2) . ?
N2 N1 1.3956(18) . ?
O2 C8 1.3481(19) . ?
N1 C1 1.296(2) . ?
O1 C2 1.3142(19) . ?
N3 C5 1.327(2) . ?
N3 C6 1.330(2) . ?
C2 C3 1.480(2) . ?
C13 C8 1.378(2) . ?
C13 C12 1.415(2) . ?
N4 C12 1.356(2) . ?
N4 C16 1.454(2) . ?
N4 C14 1.470(3) . ?
C10 C11 1.361(2) . ?
C10 C9 1.408(2) . ?
C3 C4 1.383(2) . ?
C3 C7 1.388(2) . ?
C1 C9 1.416(2) . ?
C11 C12 1.419(2) . ?
C9 C8 1.417(2) . ?
C7 C6 1.370(2) . ?
C14 C15 1.501(4) . ?
C5 C4 1.367(3) . ?
C16 C17 1.487(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
O3 Mo1 O4 105.28(7) . . ?
O3 Mo1 O2 99.37(6) . . ?
O4 Mo1 O2 104.09(5) . . ?
O3 Mo1 O1 97.68(6) . . ?
O4 Mo1 O1 94.97(5) . . ?
O2 Mo1 O1 149.96(5) . . ?
O3 Mo1 N1 93.96(6) . . ?
O4 Mo1 N1 158.10(6) . . ?
O2 Mo1 N1 82.52(5) . . ?
O1 Mo1 N1 71.77(5) . . ?
O3 Mo1 O5 171.68(6) . . ?
O4 Mo1 O5 82.99(6) . . ?
O2 Mo1 O5 79.12(5) . . ?
O1 Mo1 O5 80.44(5) . . ?
N1 Mo1 O5 77.74(5) . . ?
C2 N2 N1 108.94(13) . . ?
C8 O2 Mo1 134.13(10) . . ?
C1 N1 N2 116.36(13) . . ?
C1 N1 Mo1 127.36(10) . . ?
N2 N1 Mo1 116.12(10) . . ?
C2 O1 Mo1 118.55(10) . . ?
C5 N3 C6 122.17(15) . . ?
N2 C2 O1 124.25(14) . . ?
N2 C2 C3 119.14(14) . . ?
O1 C2 C3 116.61(14) . . ?
C8 C13 C12 121.58(14) . . ?
C12 N4 C16 121.50(16) . . ?
C12 N4 C14 121.39(16) . . ?
C16 N4 C14 116.88(15) . . ?
C11 C10 C9 122.84(16) . . ?
C4 C3 C7 118.27(15) . . ?
C4 C3 C2 121.29(15) . . ?
C7 C3 C2 120.44(14) . . ?
N1 C1 C9 124.16(15) . . ?
C10 C11 C12 120.53(16) . . ?
C10 C9 C1 118.76(14) . . ?
C10 C9 C8 116.85(14) . . ?
C1 C9 C8 124.39(15) . . ?
O2 C8 C13 117.46(14) . . ?
O2 C8 C9 121.63(14) . . ?
C13 C8 C9 120.88(15) . . ?
N4 C12 C13 121.64(15) . . ?
N4 C12 C11 121.05(16) . . ?
C13 C12 C11 117.31(14) . . ?
C6 C7 C3 119.81(16) . . ?
N4 C14 C15 114.0(2) . . ?
N3 C5 C4 120.26(17) . . ?
N3 C6 C7 119.76(17) . . ?
C5 C4 C3 119.64(17) . . ?
N4 C16 C17 114.8(2) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1062698'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'cis-dioxido-(diethylamino-salicylaldehyde isonicotinylhydrazonato-O,N,O)methanol molybdenum(VI) chloride'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H23 Cl Mo N4 O5'
_chemical_formula_weight         506.79

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.2614(4)
_cell_length_b                   9.9979(6)
_cell_length_c                   11.8619(5)
_cell_angle_alpha                82.827(4)
_cell_angle_beta                 72.104(4)
_cell_angle_gamma                89.482(4)
_cell_volume                     1036.52(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5081
_cell_measurement_theta_min      3.7687
_cell_measurement_theta_max      30.5182

_exptl_crystal_description       plate
_exptl_crystal_colour            purple-red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.799
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  graphite
_diffrn_measurement_method       'Xcalibur CCD'
_diffrn_detector_area_resol_mean CCD
_diffrn_reflns_number            9855
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.772
_diffrn_reflns_theta_max         29.991
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5519
_reflns_number_gt                4217
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0665P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5519
_refine_ls_number_parameters     321
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1101
_refine_ls_wR_factor_gt          0.1050
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_restrained_S_all      0.932
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5664(3) 0.1911(3) 0.4313(3) 0.0390(6) Uani 1 1 d . . . . .
C2 C 0.6103(3) -0.0359(3) 0.2364(3) 0.0385(6) Uani 1 1 d . . . . .
C3 C 0.5352(3) -0.1051(3) 0.1668(3) 0.0379(6) Uani 1 1 d . . . . .
C4 C 0.3904(3) -0.0714(3) 0.1620(3) 0.0449(7) Uani 1 1 d . . . . .
C5 C 0.3264(3) -0.1388(3) 0.0954(3) 0.0496(7) Uani 1 1 d . . . . .
C6 C 0.5368(4) -0.2735(3) 0.0423(3) 0.0509(8) Uani 1 1 d . . . . .
C7 C 0.6075(3) -0.2095(3) 0.1063(3) 0.0453(7) Uani 1 1 d . . . . .
C8 C 0.7865(3) 0.2243(3) 0.5052(2) 0.0370(6) Uani 1 1 d . . . . .
C9 C 0.6377(3) 0.2532(3) 0.5014(2) 0.0366(6) Uani 1 1 d . . . . .
C10 C 0.5601(3) 0.3503(3) 0.5728(3) 0.0427(6) Uani 1 1 d . . . . .
C11 C 0.6222(3) 0.4147(3) 0.6417(3) 0.0436(7) Uani 1 1 d . . . . .
C12 C 0.7704(3) 0.3837(3) 0.6466(3) 0.0436(6) Uani 1 1 d . . . . .
C13 C 0.8492(3) 0.2857(3) 0.5762(3) 0.0426(6) Uani 1 1 d . . . . .
C14 C 0.7563(4) 0.5524(3) 0.7828(3) 0.0524(8) Uani 1 1 d . . . . .
H14A H 0.7972 0.5600 0.8479 0.063 Uiso 1 1 calc R U . . .
H14B H 0.6491 0.5283 0.8175 0.063 Uiso 1 1 calc R U . . .
C15 C 0.7730(4) 0.6868(4) 0.7077(4) 0.0703(10) Uani 1 1 d . . . . .
H15A H 0.7207 0.7529 0.7562 0.106 Uiso 1 1 calc R U . . .
H15B H 0.7305 0.6809 0.6442 0.106 Uiso 1 1 calc R U . . .
H15C H 0.8787 0.7126 0.6747 0.106 Uiso 1 1 calc R U . . .
C18 C 1.0106(4) 0.2098(5) 0.0801(3) 0.0752(12) Uani 1 1 d . . . . .
H18A H 1.0046 0.2951 0.0349 0.113 Uiso 1 1 calc R U . . .
H18B H 1.0010 0.1383 0.0357 0.113 Uiso 1 1 calc R U . . .
H18C H 1.1066 0.2051 0.0954 0.113 Uiso 1 1 calc R U . . .
N1 N 0.6258(2) 0.0979(2) 0.3650(2) 0.0370(5) Uani 1 1 d . . . . .
N2 N 0.5359(2) 0.0515(2) 0.3026(2) 0.0403(5) Uani 1 1 d . . . . .
N3 N 0.4013(3) -0.2369(3) 0.0362(3) 0.0494(6) Uani 1 1 d . . . . .
N4 N 0.8323(3) 0.4444(4) 0.7171(3) 0.0695(9) Uani 1 1 d . . . . .
O1 O 0.7516(2) -0.0673(2) 0.2281(2) 0.0492(5) Uani 1 1 d . . . . .
O2 O 0.8713(2) 0.1381(2) 0.4361(2) 0.0469(5) Uani 1 1 d . . . . .
O3 O 0.7982(2) -0.1319(2) 0.4445(2) 0.0560(6) Uani 1 1 d . . . . .
O4 O 1.0312(2) -0.0220(2) 0.2573(2) 0.0485(5) Uani 1 1 d . . . . .
O5 O 0.8920(3) 0.1967(3) 0.1898(2) 0.0610(7) Uani 1 1 d . . . . .
Cl Cl 0.30965(10) -0.41301(9) -0.11759(8) 0.0604(2) Uani 1 1 d . . . . .
Mo Mo 0.84906(2) 0.00435(2) 0.34021(2) 0.03852(10) Uani 1 1 d . . . . .
C17A C 0.9600(8) 0.3795(7) 0.7548(6) 0.0403(18) Uani 0.483(10) 1 d . . P A 1
H17A H 0.9609 0.2840 0.7475 0.048 Uiso 0.483(10) 1 calc R U P A 1
H17B H 0.9477 0.3902 0.8374 0.048 Uiso 0.483(10) 1 calc R U P A 1
C18A C 1.1078(10) 0.4492(9) 0.6730(8) 0.069(2) Uani 0.517(10) 1 d . . P A 1
H18D H 1.1919 0.4100 0.6948 0.103 Uiso 0.517(10) 1 calc R U P A 1
H18E H 1.1056 0.5436 0.6810 0.103 Uiso 0.517(10) 1 calc R U P A 1
H18F H 1.1187 0.4378 0.5916 0.103 Uiso 0.517(10) 1 calc R U P A 1
C17B C 1.0098(11) 0.4627(8) 0.6841(7) 0.052(2) Uani 0.483(10) 1 d . . P A 2
H17C H 1.0603 0.4387 0.6050 0.063 Uiso 0.483(10) 1 calc R U P A 2
H17D H 1.0386 0.5549 0.6871 0.063 Uiso 0.483(10) 1 calc R U P A 2
C18B C 1.0470(13) 0.3693(8) 0.7764(8) 0.076(3) Uani 0.517(10) 1 d . . P A 2
H18G H 1.1545 0.3734 0.7635 0.114 Uiso 0.517(10) 1 calc R U P A 2
H18H H 1.0161 0.2791 0.7723 0.114 Uiso 0.517(10) 1 calc R U P A 2
H18I H 0.9946 0.3943 0.8538 0.114 Uiso 0.517(10) 1 calc R U P A 2
H1 H 0.470(4) 0.220(3) 0.435(3) 0.046(8) Uiso 1 1 d . . . . .
H3 H 0.363(4) -0.281(4) -0.003(3) 0.067(12) Uiso 1 1 d . . . . .
H4 H 0.346(4) -0.015(4) 0.203(3) 0.052(9) Uiso 1 1 d . . . . .
H5 H 0.227(4) -0.123(4) 0.091(3) 0.060(10) Uiso 1 1 d . . . . .
H05 H 0.839(4) 0.237(4) 0.178(3) 0.049(11) Uiso 1 1 d . . . . .
H6 H 0.569(4) -0.330(4) 0.003(3) 0.058(11) Uiso 1 1 d . . . . .
H7 H 0.695(4) -0.238(4) 0.107(3) 0.071(12) Uiso 1 1 d . . . . .
H10 H 0.458(4) 0.374(4) 0.579(3) 0.072(11) Uiso 1 1 d . . . . .
H11 H 0.572(4) 0.476(4) 0.680(3) 0.056(10) Uiso 1 1 d . . . . .
H13 H 0.945(4) 0.270(4) 0.576(3) 0.058(10) Uiso 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 N1 1.303(3) . ?
C1 C9 1.409(4) . ?
C2 N2 1.297(3) . ?
C2 O1 1.320(3) . ?
C2 C3 1.466(4) . ?
C3 C7 1.389(4) . ?
C3 C4 1.396(4) . ?
C4 C5 1.362(5) . ?
C5 N3 1.340(4) . ?
C6 N3 1.325(4) . ?
C6 C7 1.360(5) . ?
C8 O2 1.342(3) . ?
C8 C13 1.363(4) . ?
C8 C9 1.418(4) . ?
C9 C10 1.413(4) . ?
C10 C11 1.357(4) . ?
C11 C12 1.421(4) . ?
C12 N4 1.350(4) . ?
C12 C13 1.417(4) . ?
C14 N4 1.459(4) . ?
C14 C15 1.498(5) . ?
C18 O5 1.413(4) . ?
N1 N2 1.388(3) . ?
N1 Mo 2.213(2) . ?
N4 C17A 1.502(8) . ?
N4 C17B 1.575(10) . ?
O1 Mo 2.020(2) . ?
O2 Mo 1.911(2) . ?
O3 Mo 1.685(2) . ?
O4 Mo 1.7085(18) . ?
O5 Mo 2.400(3) . ?
C17A C18A 1.527(10) . ?
C17B C18B 1.471(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C9 124.8(2) . . ?
N2 C2 O1 123.5(3) . . ?
N2 C2 C3 119.2(2) . . ?
O1 C2 C3 117.3(2) . . ?
C7 C3 C4 118.7(3) . . ?
C7 C3 C2 119.5(3) . . ?
C4 C3 C2 121.7(3) . . ?
C5 C4 C3 119.1(3) . . ?
N3 C5 C4 120.3(3) . . ?
N3 C6 C7 120.9(3) . . ?
C6 C7 C3 119.2(3) . . ?
O2 C8 C13 118.0(2) . . ?
O2 C8 C9 120.6(3) . . ?
C13 C8 C9 121.3(2) . . ?
C1 C9 C10 119.8(2) . . ?
C1 C9 C8 123.7(2) . . ?
C10 C9 C8 116.6(3) . . ?
C11 C10 C9 122.9(3) . . ?
C10 C11 C12 120.3(3) . . ?
N4 C12 C13 121.5(3) . . ?
N4 C12 C11 121.0(3) . . ?
C13 C12 C11 117.5(3) . . ?
C8 C13 C12 121.5(3) . . ?
N4 C14 C15 113.8(3) . . ?
C1 N1 N2 115.2(2) . . ?
C1 N1 Mo 128.5(2) . . ?
N2 N1 Mo 116.32(16) . . ?
C2 N2 N1 109.1(2) . . ?
C6 N3 C5 121.7(3) . . ?
C12 N4 C14 121.7(3) . . ?
C12 N4 C17A 119.9(3) . . ?
C14 N4 C17A 116.6(3) . . ?
C12 N4 C17B 120.5(4) . . ?
C14 N4 C17B 110.5(4) . . ?
C2 O1 Mo 118.65(18) . . ?
C8 O2 Mo 139.58(18) . . ?
C18 O5 Mo 124.6(2) . . ?
O3 Mo O4 105.34(11) . . ?
O3 Mo O2 100.60(11) . . ?
O4 Mo O2 103.76(9) . . ?
O3 Mo O1 94.47(11) . . ?
O4 Mo O1 95.33(9) . . ?
O2 Mo O1 151.44(9) . . ?
O3 Mo N1 100.04(9) . . ?
O4 Mo N1 152.42(10) . . ?
O2 Mo N1 81.66(8) . . ?
O1 Mo N1 71.85(8) . . ?
O3 Mo O5 173.27(10) . . ?
O4 Mo O5 79.81(10) . . ?
O2 Mo O5 82.08(10) . . ?
O1 Mo O5 80.60(10) . . ?
N1 Mo O5 74.13(8) . . ?
N4 C17A C18A 107.4(6) . . ?
C18B C17B N4 103.4(7) . . ?

_refine_diff_density_max         1.100
_refine_diff_density_min         -0.985
_refine_diff_density_rms         0.101

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1062699'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'cis-dioxido-methanol-(2-oxo-1-naphthaldehyde isonicotinylhydrazonato-O,N,O)molybdenum(VI)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H15 Mo N3 O5'
_chemical_formula_weight         449.27

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'
Mo Mo -1.6832 0.6857 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'-y+3/4, x+1/4, z+1/4'
'y+1/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'y+3/4, -x+3/4, z+3/4'
'-x, -y, -z'
'x, y-1/2, -z'
'y-3/4, -x-1/4, -z-1/4'
'-y-1/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'-y+1/4, x+1/4, -z+1/4'

_cell_length_a                   25.2633(3)
_cell_length_b                   25.2633(3)
_cell_length_c                   11.2412(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7174.5(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6205
_cell_measurement_theta_min      4.1048
_cell_measurement_theta_max      28.4965
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             3616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.767
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  graphite
_diffrn_measurement_method       'Xcalibur CCD'
_diffrn_detector_area_resol_mean CCD
_diffrn_reflns_number            14280
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.284
_diffrn_reflns_theta_max         28.559
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.903
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4133
_reflns_number_gt                3522
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0211P)²+11.1836P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4133
_refine_ls_number_parameters     248
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0668
_refine_ls_wR_factor_gt          0.0632
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.54028(10) 0.05191(10) 0.1008(2) 0.0176(5) Uani 1 1 d . . . . .
H1 H 0.5470 0.0745 0.0372 0.021 Uiso 1 1 calc R U . . .
C2 C 0.60895(9) -0.05362(10) 0.0037(2) 0.0157(5) Uani 1 1 d . . . . .
C3 C 0.64134(9) -0.07351(10) -0.0960(2) 0.0172(5) Uani 1 1 d . . . . .
C4 C 0.66369(10) -0.12364(10) -0.0945(2) 0.0190(5) Uani 1 1 d . . . . .
H4 H 0.6589 -0.1461 -0.0299 0.023 Uiso 1 1 calc R U . . .
C5 C 0.69336(10) -0.13938(11) -0.1921(2) 0.0243(6) Uani 1 1 d . . . . .
H5 H 0.7081 -0.1731 -0.1912 0.029 Uiso 1 1 calc R U . . .
C6 C 0.67972(11) -0.06099(12) -0.2876(2) 0.0296(6) Uani 1 1 d . . . . .
H6 H 0.6849 -0.0394 -0.3537 0.036 Uiso 1 1 calc R U . . .
C7 C 0.64942(11) -0.04171(11) -0.1955(2) 0.0245(6) Uani 1 1 d . . . . .
H7 H 0.6346 -0.0080 -0.1996 0.029 Uiso 1 1 calc R U . . .
C8 C 0.50340(9) 0.04347(9) 0.3041(2) 0.0158(5) Uani 1 1 d . . . . .
C9 C 0.50829(9) 0.07138(10) 0.1968(2) 0.0167(5) Uani 1 1 d . . . . .
C10 C 0.48109(9) 0.12147(9) 0.1835(2) 0.0167(5) Uani 1 1 d . . . . .
C11 C 0.45057(9) 0.14111(10) 0.2803(2) 0.0185(5) Uani 1 1 d . . . . .
C12 C 0.44641(10) 0.11059(10) 0.3857(2) 0.0187(5) Uani 1 1 d . . . . .
H12 H 0.4255 0.1229 0.4478 0.022 Uiso 1 1 calc R U . . .
C13 C 0.47234(10) 0.06360(10) 0.3982(2) 0.0186(5) Uani 1 1 d . . . . .
H13 H 0.4696 0.0448 0.4690 0.022 Uiso 1 1 calc R U . . .
C14 C 0.48247(10) 0.15198(10) 0.0778(2) 0.0213(5) Uani 1 1 d . . . . .
H14 H 0.5014 0.1397 0.0125 0.026 Uiso 1 1 calc R U . . .
C15 C 0.45623(11) 0.19928(10) 0.0707(2) 0.0248(6) Uani 1 1 d . . . . .
H15 H 0.4570 0.2184 0.0000 0.030 Uiso 1 1 calc R U . . .
C16 C 0.42813(11) 0.21945(10) 0.1684(3) 0.0274(6) Uani 1 1 d . . . . .
H16 H 0.4116 0.2523 0.1633 0.033 Uiso 1 1 calc R U . . .
C17 C 0.42519(10) 0.19058(10) 0.2708(2) 0.0231(6) Uani 1 1 d . . . . .
H17 H 0.4062 0.2037 0.3351 0.028 Uiso 1 1 calc R U . . .
C18 C 0.68114(11) -0.05076(12) 0.2945(3) 0.0356(7) Uani 1 1 d . . . . .
H18A H 0.7107 -0.0282 0.3120 0.053 Uiso 1 1 calc R U . . .
H18B H 0.6886 -0.0711 0.2244 0.053 Uiso 1 1 calc R U . . .
H18C H 0.6750 -0.0742 0.3603 0.053 Uiso 1 1 calc R U . . .
O1 O 0.60097(7) -0.08560(6) 0.09563(14) 0.0178(4) Uani 1 1 d . . . . .
O2 O 0.52967(7) -0.00208(7) 0.32605(14) 0.0194(4) Uani 1 1 d . . . . .
O3 O 0.49513(7) -0.08332(7) 0.17835(16) 0.0263(4) Uani 1 1 d . . . . .
O4 O 0.57509(7) -0.10592(7) 0.33149(15) 0.0239(4) Uani 1 1 d . . . . .
O5 O 0.63494(7) -0.01904(7) 0.27475(15) 0.0215(4) Uani 1 1 d D . . . .
Mo Mo 0.55420(2) -0.06083(2) 0.22894(2) 0.01578(7) Uani 1 1 d . . . . .
N1 N 0.56026(8) 0.00496(8) 0.09767(17) 0.0166(4) Uani 1 1 d . . . . .
N2 N 0.59048(8) -0.00595(8) -0.00359(17) 0.0184(5) Uani 1 1 d . . . . .
N3 N 0.70206(9) -0.10888(9) -0.28762(19) 0.0266(5) Uani 1 1 d . . . . .
H20 H 0.6311(13) 0.0050(9) 0.332(2) 0.046(10) Uiso 1 1 d 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 N1 1.289(3) . ?
C1 C9 1.436(3) . ?
C2 N2 1.294(3) . ?
C2 O1 1.327(3) . ?
C2 C3 1.476(3) . ?
C3 C4 1.387(3) . ?
C3 C7 1.392(3) . ?
C4 C5 1.387(3) . ?
C5 N3 1.340(3) . ?
C6 N3 1.335(3) . ?
C6 C7 1.377(3) . ?
C8 O2 1.351(3) . ?
C8 C9 1.403(3) . ?
C8 C13 1.412(3) . ?
C9 C10 1.448(3) . ?
C10 C14 1.416(3) . ?
C10 C11 1.423(3) . ?
C11 C17 1.409(3) . ?
C11 C12 1.417(3) . ?
C12 C13 1.363(3) . ?
C14 C15 1.369(3) . ?
C15 C16 1.403(4) . ?
C16 C17 1.365(4) . ?
C18 O5 1.433(3) . ?
O1 Mo 2.0083(16) . ?
O2 Mo 1.9439(16) . ?
O3 Mo 1.6951(18) . ?
O4 Mo 1.7044(17) . ?
O5 Mo 2.3538(18) . ?
Mo N1 2.228(2) . ?
N1 N2 1.398(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
N1 C1 C9 123.8(2) . . ?
N2 C2 O1 124.1(2) . . ?
N2 C2 C3 118.0(2) . . ?
O1 C2 C3 117.9(2) . . ?
C4 C3 C7 118.5(2) . . ?
C4 C3 C2 121.8(2) . . ?
C7 C3 C2 119.7(2) . . ?
C3 C4 C5 118.2(2) . . ?
N3 C5 C4 123.9(2) . . ?
N3 C6 C7 123.7(3) . . ?
C6 C7 C3 118.8(2) . . ?
O2 C8 C9 122.8(2) . . ?
O2 C8 C13 116.3(2) . . ?
C9 C8 C13 120.8(2) . . ?
C8 C9 C1 121.6(2) . . ?
C8 C9 C10 119.1(2) . . ?
C1 C9 C10 119.3(2) . . ?
C14 C10 C11 117.7(2) . . ?
C14 C10 C9 123.4(2) . . ?
C11 C10 C9 118.8(2) . . ?
C17 C11 C12 120.8(2) . . ?
C17 C11 C10 119.8(2) . . ?
C12 C11 C10 119.3(2) . . ?
C13 C12 C11 121.6(2) . . ?
C12 C13 C8 120.2(2) . . ?
C15 C14 C10 120.8(2) . . ?
C14 C15 C16 121.1(2) . . ?
C17 C16 C15 119.6(2) . . ?
C16 C17 C11 120.9(2) . . ?
C2 O1 Mo 118.74(15) . . ?
C8 O2 Mo 134.79(15) . . ?
C18 O5 Mo 119.27(16) . . ?
O3 Mo O4 105.99(9) . . ?
O3 Mo O2 99.42(8) . . ?
O4 Mo O2 103.25(8) . . ?
O3 Mo O1 99.39(8) . . ?
O4 Mo O1 96.57(8) . . ?
O2 Mo O1 147.62(7) . . ?
O3 Mo N1 95.07(8) . . ?
O4 Mo N1 157.72(8) . . ?
O2 Mo N1 79.88(7) . . ?
O1 Mo N1 72.41(7) . . ?
O3 Mo O5 170.64(8) . . ?
O4 Mo O5 83.31(8) . . ?
O2 Mo O5 79.11(7) . . ?
O1 Mo O5 78.06(6) . . ?
N1 Mo O5 75.57(7) . . ?
C1 N1 N2 114.7(2) . . ?
C1 N1 Mo 129.89(16) . . ?
N2 N1 Mo 115.45(14) . . ?
C2 N2 N1 109.21(19) . . ?
C6 N3 C5 116.9(2) . . ?

_refine_diff_density_max         0.347
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.068

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1062700'
_audit_update_record             
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'cis-dioxido-(diethylamino-salicylaldehyde isonicotinylhydrazonato-O,O,N,N)molybdenum(VI)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 Mo N4 O4'
_chemical_formula_weight         438.29

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   6.59351(14)
_cell_length_b                   13.0715(3)
_cell_length_c                   20.2077(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.718(2)
_cell_angle_gamma                90
_cell_volume                     1729.68(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    12434
_cell_measurement_theta_min      3.7116
_cell_measurement_theta_max      29.8181

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_F_000             888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.790
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84047
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  graphite
_diffrn_measurement_method       'Xcalibur CCD'
_diffrn_detector_area_resol_mean CCD
_diffrn_reflns_number            21404
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.720
_diffrn_reflns_theta_max         29.889
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.874
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.874
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4372
_reflns_number_gt                3592
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0526P)²+1.2370P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4372
_refine_ls_number_parameters     267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0851
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_restrained_S_all      0.943
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2001(4) 0.09626(18) 0.45388(12) 0.0273(5) Uani 1 1 d . . . . .
C2 C -0.1355(4) -0.06304(18) 0.32729(12) 0.0277(5) Uani 1 1 d . . . . .
C3 C -0.2318(4) -0.14940(18) 0.28795(11) 0.0281(5) Uani 1 1 d . . . . .
C4 C -0.0826(5) 0.3117(2) 0.19733(14) 0.0422(7) Uani 1 1 d . . . . .
C5 C 0.0129(5) 0.2369(2) 0.23731(13) 0.0411(7) Uani 1 1 d . . . . .
C6 C -0.2433(4) 0.2341(2) 0.30361(13) 0.0347(6) Uani 1 1 d . . . . .
C7 C -0.3505(4) 0.3095(2) 0.26584(13) 0.0328(5) Uani 1 1 d . . . . .
C8 C 0.0708(4) 0.22927(18) 0.47778(12) 0.0288(5) Uani 1 1 d . . . . .
C9 C -0.1103(4) 0.17940(18) 0.49172(11) 0.0279(5) Uani 1 1 d . . . . .
C10 C -0.2019(4) 0.2141(2) 0.54686(13) 0.0334(5) Uani 1 1 d . . . . .
C11 C -0.1187(4) 0.2898(2) 0.58808(13) 0.0343(6) Uani 1 1 d . . . . .
C12 C 0.0682(4) 0.33666(18) 0.57624(12) 0.0306(5) Uani 1 1 d . . . . .
C13 C 0.1558(4) 0.3063(2) 0.51935(13) 0.0317(5) Uani 1 1 d . . . . .
N4 N 0.1561(4) 0.40979(16) 0.61876(11) 0.0351(5) Uani 1 1 d . . . . .
C14 C 0.3481(5) 0.4589(2) 0.60770(15) 0.0405(6) Uani 1 1 d . . . . .
H14A H 0.4349 0.4089 0.5895 0.049 Uiso 1 1 calc R U . . .
H14B H 0.4171 0.4813 0.6503 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3223(6) 0.5495(3) 0.56125(19) 0.0616(9) Uani 1 1 d . . . . .
H15A H 0.4538 0.5780 0.5562 0.092 Uiso 1 1 calc R U . . .
H15B H 0.2394 0.6003 0.5794 0.092 Uiso 1 1 calc R U . . .
H15C H 0.2572 0.5278 0.5186 0.092 Uiso 1 1 calc R U . . .
C16 C 0.0569(5) 0.4448(2) 0.67567(13) 0.0411(6) Uani 1 1 d . . . . .
H16A H 0.1599 0.4738 0.7086 0.049 Uiso 1 1 calc R U . . .
H16B H -0.0015 0.3860 0.6959 0.049 Uiso 1 1 calc R U . . .
C17 C -0.1087(5) 0.5231(3) 0.65874(19) 0.0562(8) Uani 1 1 d . . . . .
H17A H -0.1665 0.5420 0.6984 0.084 Uiso 1 1 calc R U . . .
H17B H -0.2134 0.4946 0.6270 0.084 Uiso 1 1 calc R U . . .
H17C H -0.0519 0.5825 0.6400 0.084 Uiso 1 1 calc R U . . .
N1 N -0.1186(3) 0.05385(15) 0.40527(10) 0.0268(4) Uani 1 1 d . . . . .
N2 N -0.2294(3) -0.02795(16) 0.37497(10) 0.0295(4) Uani 1 1 d . . . . .
N3 N -0.0625(3) 0.19836(15) 0.29098(10) 0.0296(4) Uani 1 1 d . . . . .
O1 O 0.0359(3) -0.02394(13) 0.31003(8) 0.0308(4) Uani 1 1 d . . . . .
O2 O 0.1587(3) 0.20833(14) 0.42263(9) 0.0348(4) Uani 1 1 d . . . . .
O3 O 0.3165(3) 0.01311(16) 0.42405(10) 0.0432(5) Uani 1 1 d . . . . .
O4 O 0.3389(3) 0.12399(15) 0.31239(9) 0.0370(4) Uani 1 1 d . . . . .
Mo Mo 0.17603(3) 0.08757(2) 0.36777(2) 0.02619(8) Uani 1 1 d . . . . .
H1 H -0.321(4) 0.0683(19) 0.4655(13) 0.027(7) Uiso 1 1 d . . . . .
H4 H -0.021(5) 0.340(2) 0.1642(16) 0.047(9) Uiso 1 1 d . . . . .
H5 H 0.132(5) 0.212(3) 0.2274(16) 0.052(9) Uiso 1 1 d . . . . .
H6 H -0.302(5) 0.209(3) 0.3353(18) 0.057(10) Uiso 1 1 d . . . . .
H7 H -0.470(5) 0.328(2) 0.2793(16) 0.045(9) Uiso 1 1 d . . . . .
H10 H -0.318(4) 0.184(2) 0.5571(14) 0.031(7) Uiso 1 1 d . . . . .
H11 H -0.181(4) 0.309(2) 0.6230(15) 0.041(9) Uiso 1 1 d . . . . .
H13 H 0.277(5) 0.332(2) 0.5083(16) 0.045(9) Uiso 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 N1 1.298(3) . ?
C1 C9 1.418(3) . ?
C2 N2 1.289(3) . ?
C2 O1 1.324(3) . ?
C2 C3 1.480(3) . ?
C3 C7 1.379(4) 2_445 ?
C3 C4 1.390(4) 2_445 ?
C4 C5 1.373(4) . ?
C4 C3 1.390(4) 2_455 ?
C5 N3 1.343(3) . ?
C6 N3 1.333(3) . ?
C6 C7 1.388(4) . ?
C7 C3 1.379(4) 2_455 ?
C8 O2 1.343(3) . ?
C8 C13 1.387(3) . ?
C8 C9 1.417(3) . ?
C9 C10 1.403(3) . ?
C10 C11 1.366(4) . ?
C11 C12 1.421(4) . ?
C12 N4 1.368(3) . ?
C12 C13 1.403(4) . ?
N4 C14 1.460(4) . ?
N4 C16 1.461(3) . ?
C14 C15 1.508(4) . ?
C16 C17 1.507(5) . ?
N1 N2 1.395(3) . ?
N1 Mo 2.211(2) . ?
N3 Mo 2.531(2) . ?
O1 Mo 2.0218(17) . ?
O2 Mo 1.9400(17) . ?
O3 Mo 1.6888(19) . ?
O4 Mo 1.7070(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C9 123.5(2) . . ?
N2 C2 O1 124.0(2) . . ?
N2 C2 C3 117.4(2) . . ?
O1 C2 C3 118.6(2) . . ?
C7 C3 C4 117.6(2) 2_445 2_445 ?
C7 C3 C2 122.5(2) 2_445 . ?
C4 C3 C2 119.8(2) 2_445 . ?
C5 C4 C3 119.3(3) . 2_455 ?
N3 C5 C4 123.7(3) . . ?
N3 C6 C7 123.6(2) . . ?
C3 C7 C6 119.2(2) 2_455 . ?
O2 C8 C13 117.9(2) . . ?
O2 C8 C9 121.8(2) . . ?
C13 C8 C9 120.3(2) . . ?
C10 C9 C8 117.4(2) . . ?
C10 C9 C1 119.0(2) . . ?
C8 C9 C1 123.6(2) . . ?
C11 C10 C9 122.6(3) . . ?
C10 C11 C12 120.3(2) . . ?
N4 C12 C13 121.8(2) . . ?
N4 C12 C11 120.5(2) . . ?
C13 C12 C11 117.7(2) . . ?
C8 C13 C12 121.7(2) . . ?
C12 N4 C14 121.5(2) . . ?
C12 N4 C16 121.1(2) . . ?
C14 N4 C16 117.3(2) . . ?
N4 C14 C15 113.8(3) . . ?
N4 C16 C17 114.4(3) . . ?
C1 N1 N2 114.7(2) . . ?
C1 N1 Mo 129.24(17) . . ?
N2 N1 Mo 115.99(14) . . ?
C2 N2 N1 109.2(2) . . ?
C6 N3 C5 116.6(2) . . ?
C6 N3 Mo 126.07(16) . . ?
C5 N3 Mo 116.58(18) . . ?
C2 O1 Mo 118.23(15) . . ?
C8 O2 Mo 134.44(15) . . ?
O3 Mo O4 105.35(10) . . ?
O3 Mo O2 98.54(9) . . ?
O4 Mo O2 103.38(9) . . ?
O3 Mo O1 98.67(9) . . ?
O4 Mo O1 95.91(8) . . ?
O2 Mo O1 149.64(7) . . ?
O3 Mo N1 95.10(9) . . ?
O4 Mo N1 157.81(8) . . ?
O2 Mo N1 81.56(7) . . ?
O1 Mo N1 72.15(7) . . ?
O3 Mo N3 174.26(8) . . ?
O4 Mo N3 80.33(8) . . ?
O2 Mo N3 79.10(7) . . ?
O1 Mo N3 81.34(7) . . ?
N1 Mo N3 79.42(7) . . ?

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.079

_shelxl_version_number           2013-4

