# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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 1454679'
_audit_update_record             
;
2016-02-19 deposited with the CCDC.
2016-04-05 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'ethanol-cis-dioxo-(2-oxobenzaldehyde isonicotinylhydrazonato)tungsten(VI)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H17 N3 O6 W'
_chemical_formula_weight         531.17

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'
W W -0.8490 6.8722 '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                   7.2563(4)
_cell_length_b                   10.4696(5)
_cell_length_c                   12.6154(5)
_cell_angle_alpha                113.702(4)
_cell_angle_beta                 96.023(4)
_cell_angle_gamma                97.909(4)
_cell_volume                     855.53(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    7900
_cell_measurement_theta_min      4.8630
_cell_measurement_theta_max      32.2770

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.062
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    6.791
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.23142
_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                   ?
_diffrn_measurement_device_type  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17514
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.254
_diffrn_reflns_theta_max         32.630
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.910
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5682
_reflns_number_gt                5228
_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    'MERCURY (C.F. Macrae et al , 2008)'
_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)+(0.0232P)²+0.7104P] 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         5682
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0269
_refine_ls_wR_factor_ref         0.0585
_refine_ls_wR_factor_gt          0.0557
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_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_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 1.0408(4) 0.7608(3) 0.7880(3) 0.0311(6) Uani 1 1 d . . . . .
C2 C 1.0961(4) 0.9170(3) 0.8515(3) 0.0304(6) Uani 1 1 d . . . . .
C3 C 1.2291(5) 0.9793(3) 0.9542(3) 0.0372(7) Uani 1 1 d . . . . .
H3 H 1.2921 0.9239 0.9815 0.045 Uiso 1 1 calc R U . . .
C4 C 1.2663(5) 1.1265(3) 1.0153(4) 0.0446(8) Uani 1 1 d . . . . .
H4 H 1.3552 1.1679 1.0844 0.053 Uiso 1 1 calc R U . . .
C5 C 1.0587(6) 1.1506(3) 0.8803(4) 0.0451(8) Uani 1 1 d . . . . .
H5 H 1.0008 1.2091 0.8540 0.054 Uiso 1 1 calc R U . . .
C6 C 1.0120(5) 1.0059(3) 0.8129(3) 0.0398(7) Uani 1 1 d . . . . .
H6 H 0.9258 0.9683 0.7428 0.048 Uiso 1 1 calc R U . . .
C7 C 0.7646(4) 0.4872(3) 0.5551(3) 0.0317(6) Uani 1 1 d . . . . .
H7 H 0.7040 0.5375 0.5208 0.038 Uiso 1 1 calc R U . . .
C8 C 0.7190(4) 0.3340(3) 0.4977(3) 0.0311(6) Uani 1 1 d . . . . .
C9 C 0.7803(4) 0.2475(3) 0.5502(3) 0.0280(5) Uani 1 1 d . . . . .
C10 C 0.7324(4) 0.0984(3) 0.4886(3) 0.0310(6) Uani 1 1 d . . . . .
C11 C 0.6240(5) 0.0385(3) 0.3768(3) 0.0397(7) Uani 1 1 d . . . . .
H11 H 0.5933 -0.0600 0.3352 0.048 Uiso 1 1 calc R U . . .
C12 C 0.5610(5) 0.1240(4) 0.3264(3) 0.0435(8) Uani 1 1 d . . . . .
H12 H 0.4867 0.0820 0.2518 0.052 Uiso 1 1 calc R U . . .
C13 C 0.6062(5) 0.2688(4) 0.3846(3) 0.0384(7) Uani 1 1 d . . . . .
H13 H 0.5627 0.3247 0.3496 0.046 Uiso 1 1 calc R U . . .
C14 C 0.6226(5) 0.4475(4) 0.8291(4) 0.0522(10) Uani 1 1 d . . . . .
H14A H 0.5722 0.4132 0.7461 0.063 Uiso 1 1 calc R U . . .
H14B H 0.5464 0.5125 0.8730 0.063 Uiso 1 1 calc R U . . .
C15 C 0.6073(7) 0.3260(5) 0.8608(4) 0.0726(14) Uani 1 1 d . . . . .
H15A H 0.4773 0.2791 0.8433 0.109 Uiso 1 1 calc R U . . .
H15B H 0.6542 0.3595 0.9434 0.109 Uiso 1 1 calc R U . . .
H15C H 0.6805 0.2603 0.8165 0.109 Uiso 1 1 calc R U . . .
C16 C 0.7709(5) -0.1268(3) 0.4801(4) 0.0438(8) Uani 1 1 d . . . . .
H16A H 0.8225 -0.1682 0.5291 0.066 Uiso 1 1 calc R U . . .
H16B H 0.8339 -0.1472 0.4136 0.066 Uiso 1 1 calc R U . . .
H16C H 0.6383 -0.1663 0.4533 0.066 Uiso 1 1 calc R U . . .
N1 N 0.8836(3) 0.5575(2) 0.6502(2) 0.0301(5) Uani 1 1 d . . . . .
N2 N 0.9128(4) 0.7061(2) 0.6944(3) 0.0342(6) Uani 1 1 d . . . . .
N3 N 1.1819(4) 1.2114(3) 0.9806(3) 0.0444(7) Uani 1 1 d . . . . .
O1 O 1.1238(3) 0.6862(2) 0.8347(2) 0.0327(5) Uani 1 1 d . . . . .
O2 O 0.8798(3) 0.3014(2) 0.66034(19) 0.0303(4) Uani 1 1 d . . . . .
O3 O 1.2260(3) 0.4507(2) 0.6647(2) 0.0375(5) Uani 1 1 d . . . . .
O4 O 1.1603(3) 0.4415(2) 0.8690(2) 0.0400(5) Uani 1 1 d . . . . .
O5 O 0.8133(3) 0.5230(2) 0.8526(2) 0.0393(5) Uani 1 1 d . . . . .
O6 O 0.7978(3) 0.0239(2) 0.5461(2) 0.0374(5) Uani 1 1 d . . . . .
W W 1.06154(2) 0.47350(2) 0.75451(2) 0.02709(4) Uani 1 1 d . . . . .
H50 H 0.8160 0.6065 0.8979 0.073(15) 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 N2 1.291(4) . ?
C1 O1 1.320(3) . ?
C1 C2 1.475(4) . ?
C2 C3 1.386(5) . ?
C2 C6 1.391(4) . ?
C3 C4 1.389(4) . ?
C3 H3 0.9300 . ?
C4 N3 1.327(5) . ?
C4 H4 0.9300 . ?
C5 N3 1.329(5) . ?
C5 C6 1.377(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N1 1.275(4) . ?
C7 C8 1.441(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.409(4) . ?
C8 C13 1.411(4) . ?
C9 O2 1.348(3) . ?
C9 C10 1.407(4) . ?
C10 O6 1.359(4) . ?
C10 C11 1.386(4) . ?
C11 C12 1.387(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.365(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O5 1.432(4) . ?
C14 C15 1.473(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 O6 1.430(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
N1 N2 1.401(3) . ?
N1 W 2.249(2) . ?
O1 W 2.0006(19) . ?
O2 W 1.9220(19) . ?
O3 W 1.705(2) . ?
O4 W 1.718(2) . ?
O5 W 2.292(2) . ?
O5 H50 0.827(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 O1 124.4(3) . . ?
N2 C1 C2 119.1(3) . . ?
O1 C1 C2 116.5(3) . . ?
C3 C2 C6 118.1(3) . . ?
C3 C2 C1 120.6(3) . . ?
C6 C2 C1 121.3(3) . . ?
C2 C3 C4 118.4(3) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
N3 C4 C3 123.6(3) . . ?
N3 C4 H4 118.2 . . ?
C3 C4 H4 118.2 . . ?
N3 C5 C6 123.7(3) . . ?
N3 C5 H5 118.2 . . ?
C6 C5 H5 118.2 . . ?
C5 C6 C2 118.8(3) . . ?
C5 C6 H6 120.6 . . ?
C2 C6 H6 120.6 . . ?
N1 C7 C8 123.6(3) . . ?
N1 C7 H7 118.2 . . ?
C8 C7 H7 118.2 . . ?
C9 C8 C13 119.1(3) . . ?
C9 C8 C7 122.9(3) . . ?
C13 C8 C7 118.0(3) . . ?
O2 C9 C10 117.4(3) . . ?
O2 C9 C8 122.7(2) . . ?
C10 C9 C8 119.9(3) . . ?
O6 C10 C11 125.0(3) . . ?
O6 C10 C9 115.8(3) . . ?
C11 C10 C9 119.3(3) . . ?
C10 C11 C12 120.6(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C8 120.1(3) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
O5 C14 C15 112.7(3) . . ?
O5 C14 H14A 109.0 . . ?
C15 C14 H14A 109.0 . . ?
O5 C14 H14B 109.0 . . ?
C15 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C7 N1 N2 116.6(2) . . ?
C7 N1 W 128.2(2) . . ?
N2 N1 W 115.22(18) . . ?
C1 N2 N1 108.8(2) . . ?
C4 N3 C5 117.3(3) . . ?
C1 O1 W 119.69(18) . . ?
C9 O2 W 133.37(18) . . ?
C14 O5 W 132.0(2) . . ?
C14 O5 H50 107.1(3) . . ?
W O5 H50 118.11(19) . . ?
C10 O6 C16 116.7(3) . . ?
O3 W O4 104.46(12) . . ?
O3 W O2 98.57(10) . . ?
O4 W O2 103.41(10) . . ?
O3 W O1 97.59(10) . . ?
O4 W O1 97.69(10) . . ?
O2 W O1 149.18(9) . . ?
O3 W N1 92.42(10) . . ?
O4 W N1 161.34(11) . . ?
O2 W N1 81.44(9) . . ?
O1 W N1 71.81(9) . . ?
O3 W O5 168.72(10) . . ?
O4 W O5 86.59(11) . . ?
O2 W O5 80.73(9) . . ?
O1 W O5 78.35(9) . . ?
N1 W O5 76.32(10) . . ?

_refine_diff_density_max         1.670
_refine_diff_density_min         -1.353
_refine_diff_density_rms         0.140

_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 1454680'
_audit_update_record             
;
2016-02-19 deposited with the CCDC.
2016-04-05 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'methanol-cis-dioxo-(2-oxobenzaldehyde isonicotinylhydrazonato)tungsten(VI)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H15 N3 O6 W'
_chemical_formula_weight         517.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 '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                   6.7820(3)
_cell_length_b                   30.3344(16)
_cell_length_c                   7.9111(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.335(5)
_cell_angle_gamma                90
_cell_volume                     1624.78(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6264
_cell_measurement_theta_min      3.7330
_cell_measurement_theta_max      29.0692

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.110
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    7.148
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.45197
_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  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17117
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.725
_diffrn_reflns_theta_max         29.243
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.868
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3835
_reflns_number_gt                3053
_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    'MERCURY (C.F. Macrae et al , 2008)'
_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)+(0.0307P)²+0.1425P] 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         3835
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0579
_refine_ls_wR_factor_gt          0.0552
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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 0.1220(6) 0.03406(12) 0.1975(5) 0.0267(8) Uani 1 1 d . . . . .
C2 C 0.0951(6) -0.00853(12) 0.2856(5) 0.0274(8) Uani 1 1 d . . . . .
C3 C 0.2467(6) -0.03047(13) 0.3753(5) 0.0359(10) Uani 1 1 d . . . . .
H3 H 0.3759 -0.0202 0.3740 0.043 Uiso 1 1 calc R U . . .
C4 C 0.2044(7) -0.06751(13) 0.4663(6) 0.0404(10) Uani 1 1 d . . . . .
H4 H 0.3075 -0.0819 0.5261 0.049 Uiso 1 1 calc R U . . .
C5 C -0.1214(7) -0.06362(13) 0.3800(5) 0.0375(10) Uani 1 1 d . . . . .
H5 H -0.2479 -0.0755 0.3789 0.045 Uiso 1 1 calc R U . . .
C6 C -0.0930(6) -0.02622(12) 0.2861(5) 0.0325(9) Uani 1 1 d . . . . .
H6 H -0.1980 -0.0131 0.2242 0.039 Uiso 1 1 calc R U . . .
C7 C -0.1084(5) 0.11274(12) -0.0333(5) 0.0261(8) Uani 1 1 d . . . . .
H7 H -0.2327 0.0998 -0.0448 0.031 Uiso 1 1 calc R U . . .
C8 C -0.0822(5) 0.15491(12) -0.1099(5) 0.0265(8) Uani 1 1 d . . . . .
C9 C 0.0947(5) 0.17854(12) -0.0940(5) 0.0248(8) Uani 1 1 d . . . . .
C10 C 0.1128(6) 0.21851(12) -0.1825(5) 0.0270(8) Uani 1 1 d . . . . .
C11 C -0.0466(6) 0.23472(13) -0.2809(5) 0.0351(9) Uani 1 1 d . . . . .
H11 H -0.0347 0.2611 -0.3394 0.042 Uiso 1 1 calc R U . . .
C12 C -0.2248(6) 0.21169(14) -0.2926(6) 0.0429(11) Uani 1 1 d . . . . .
H12 H -0.3321 0.2231 -0.3569 0.051 Uiso 1 1 calc R U . . .
C13 C -0.2424(6) 0.17241(13) -0.2101(5) 0.0352(9) Uani 1 1 d . . . . .
H13 H -0.3613 0.1571 -0.2201 0.042 Uiso 1 1 calc R U . . .
C14 C 0.2805(8) 0.16494(15) 0.4561(6) 0.0540(13) Uani 1 1 d . . . . .
H14A H 0.1891 0.1723 0.5399 0.081 Uiso 1 1 calc R U . . .
H14B H 0.3241 0.1914 0.4032 0.081 Uiso 1 1 calc R U . . .
H14C H 0.3921 0.1499 0.5092 0.081 Uiso 1 1 calc R U . . .
C15 C 0.3171(7) 0.27796(14) -0.2567(7) 0.0502(13) Uani 1 1 d . . . . .
H15A H 0.4498 0.2885 -0.2360 0.075 Uiso 1 1 calc R U . . .
H15B H 0.2260 0.2996 -0.2191 0.075 Uiso 1 1 calc R U . . .
H15C H 0.2919 0.2728 -0.3758 0.075 Uiso 1 1 calc R U . . .
N1 N 0.0299(4) 0.09180(10) 0.0504(4) 0.0260(7) Uani 1 1 d . . . . .
N2 N -0.0247(5) 0.05096(10) 0.1140(4) 0.0281(7) Uani 1 1 d . . . . .
N3 N 0.0226(6) -0.08383(10) 0.4729(4) 0.0360(8) Uani 1 1 d . . . . .
O1 O 0.2979(4) 0.05319(8) 0.2197(4) 0.0314(6) Uani 1 1 d . . . . .
O2 O 0.2509(4) 0.16525(8) 0.0060(4) 0.0318(6) Uani 1 1 d . . . . .
O3 O 0.4259(4) 0.08703(10) -0.0800(4) 0.0379(7) Uani 1 1 d . . . . .
O4 O 0.5556(4) 0.12612(10) 0.2147(4) 0.0363(7) Uani 1 1 d . . . . .
O5 O 0.1854(4) 0.13699(9) 0.3312(4) 0.0352(7) Uani 1 1 d . . . . .
O6 O 0.2930(4) 0.23780(9) -0.1665(4) 0.0365(7) Uani 1 1 d . . . . .
W W 0.34454(2) 0.10996(2) 0.09987(2) 0.02536(6) Uani 1 1 d . . . . .
H50 H 0.1673 0.1126 0.3759 0.16(5) 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 N2 1.270(5) . ?
C1 O1 1.329(4) . ?
C1 C2 1.484(5) . ?
C2 C6 1.384(5) . ?
C2 C3 1.385(6) . ?
C3 C4 1.373(6) . ?
C4 N3 1.332(5) . ?
C5 N3 1.336(5) . ?
C5 C6 1.376(5) . ?
C7 N1 1.284(5) . ?
C7 C8 1.431(5) . ?
C8 C9 1.397(5) . ?
C8 C13 1.411(5) . ?
C9 O2 1.346(4) . ?
C9 C10 1.409(5) . ?
C10 O6 1.354(4) . ?
C10 C11 1.385(6) . ?
C11 C12 1.394(6) . ?
C12 C13 1.368(6) . ?
C14 O5 1.428(5) . ?
C15 O6 1.426(5) . ?
N1 N2 1.395(4) . ?
N1 W 2.217(3) . ?
O1 W 2.000(3) . ?
O2 W 1.927(3) . ?
O3 W 1.704(3) . ?
O4 W 1.722(3) . ?
O5 W 2.327(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
N2 C1 O1 124.3(3) . . ?
N2 C1 C2 118.8(3) . . ?
O1 C1 C2 116.9(3) . . ?
C6 C2 C3 118.0(4) . . ?
C6 C2 C1 118.5(4) . . ?
C3 C2 C1 123.5(4) . . ?
C4 C3 C2 119.3(4) . . ?
N3 C4 C3 123.1(4) . . ?
N3 C5 C6 123.7(4) . . ?
C5 C6 C2 118.6(4) . . ?
N1 C7 C8 123.7(3) . . ?
C9 C8 C13 119.1(3) . . ?
C9 C8 C7 123.2(3) . . ?
C13 C8 C7 117.6(3) . . ?
O2 C9 C8 122.8(3) . . ?
O2 C9 C10 117.5(3) . . ?
C8 C9 C10 119.7(3) . . ?
O6 C10 C11 124.7(3) . . ?
O6 C10 C9 115.4(3) . . ?
C11 C10 C9 119.8(4) . . ?
C10 C11 C12 120.3(4) . . ?
C13 C12 C11 120.3(4) . . ?
C12 C13 C8 120.7(4) . . ?
C7 N1 N2 115.1(3) . . ?
C7 N1 W 129.4(3) . . ?
N2 N1 W 115.5(2) . . ?
C1 N2 N1 109.2(3) . . ?
C4 N3 C5 117.2(4) . . ?
C1 O1 W 118.6(2) . . ?
C9 O2 W 135.9(2) . . ?
C14 O5 W 122.8(3) . . ?
C10 O6 C15 116.9(3) . . ?
O3 W O4 104.89(14) . . ?
O3 W O2 98.56(13) . . ?
O4 W O2 101.60(12) . . ?
O3 W O1 96.43(12) . . ?
O4 W O1 98.32(12) . . ?
O2 W O1 150.99(10) . . ?
O3 W N1 96.11(13) . . ?
O4 W N1 157.88(13) . . ?
O2 W N1 81.71(11) . . ?
O1 W N1 72.08(11) . . ?
O3 W O5 171.06(11) . . ?
O4 W O5 83.93(12) . . ?
O2 W O5 80.73(11) . . ?
O1 W O5 80.64(10) . . ?
N1 W O5 74.96(11) . . ?

_refine_diff_density_max         1.334
_refine_diff_density_min         -1.803
_refine_diff_density_rms         0.132

_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 1454681'
_audit_update_record             
;
2016-02-19 deposited with the CCDC.
2016-04-05 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'ethanol-cis-dioxo-(syalicilyaldehide isonicotinylhydrazone)tungsten(VI)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H15 N3 O5 W'
_chemical_formula_weight         501.15

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'
W W -0.8490 6.8722 '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                   8.1744(2)
_cell_length_b                   12.5034(2)
_cell_length_c                   15.3736(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.032(2)
_cell_angle_gamma                90
_cell_volume                     1559.48(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    7856
_cell_measurement_theta_min      3.7914
_cell_measurement_theta_max      29.3299

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.134
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    7.439
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73981
_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  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17068
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.802
_diffrn_reflns_theta_max         29.420
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3735
_reflns_number_gt                2805
_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    'MERCURY (C.F. Macrae et al , 2008)'
_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)+(0.0198P)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         3735
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0235
_refine_ls_wR_factor_ref         0.0438
_refine_ls_wR_factor_gt          0.0419
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_restrained_S_all      0.937
_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 0.2105(4) 0.0693(3) 0.0678(2) 0.0340(8) Uani 1 1 d . . . . .
C2 C 0.2843(4) -0.0267(2) 0.0318(2) 0.0302(7) Uani 1 1 d . . . . .
C3 C 0.3880(4) -0.0945(3) 0.0835(2) 0.0402(9) Uani 1 1 d . . . . .
H3 H 0.4054 -0.0853 0.1439 0.048 Uiso 1 1 calc R U . . .
C4 C 0.4652(4) -0.1756(3) 0.0444(3) 0.0447(9) Uani 1 1 d . . . . .
H4 H 0.5348 -0.2206 0.0801 0.054 Uiso 1 1 calc R U . . .
C5 C 0.3432(4) -0.1307(3) -0.0900(2) 0.0415(9) Uani 1 1 d . . . . .
H5 H 0.3254 -0.1432 -0.1501 0.050 Uiso 1 1 calc R U . . .
C6 C 0.2603(4) -0.0473(3) -0.0567(2) 0.0406(9) Uani 1 1 d . . . . .
H6 H 0.1886 -0.0051 -0.0939 0.049 Uiso 1 1 calc R U . . .
C7 C -0.0328(4) 0.2831(3) 0.0204(2) 0.0332(7) Uani 1 1 d . . . . .
H7 H -0.0687 0.2682 -0.0382 0.040 Uiso 1 1 calc R U . . .
C8 C -0.0924(4) 0.3798(3) 0.0586(2) 0.0322(8) Uani 1 1 d . . . . .
C9 C -0.0342(4) 0.4155(3) 0.1430(2) 0.0345(8) Uani 1 1 d . . . . .
C10 C -0.0868(4) 0.5129(3) 0.1722(2) 0.0446(9) Uani 1 1 d . . . . .
H10 H -0.0440 0.5385 0.2271 0.054 Uiso 1 1 calc R U . . .
C11 C -0.2013(4) 0.5716(3) 0.1203(2) 0.0497(10) Uani 1 1 d . . . . .
H11 H -0.2377 0.6363 0.1408 0.060 Uiso 1 1 calc R U . . .
C12 C -0.2636(4) 0.5358(3) 0.0379(3) 0.0480(10) Uani 1 1 d . . . . .
H12 H -0.3436 0.5754 0.0036 0.058 Uiso 1 1 calc R U . . .
C13 C -0.2076(4) 0.4424(3) 0.0070(2) 0.0396(8) Uani 1 1 d . . . . .
H13 H -0.2467 0.4199 -0.0494 0.048 Uiso 1 1 calc R U . . .
C14 C 0.4594(5) 0.3851(3) 0.1908(3) 0.0614(12) Uani 1 1 d . . . . .
H14A H 0.3842 0.4298 0.2188 0.074 Uiso 1 1 calc R U . . .
H14B H 0.5007 0.4271 0.1451 0.074 Uiso 1 1 calc R U . . .
C15 C 0.5978(6) 0.3549(4) 0.2557(3) 0.0853(15) Uani 1 1 d . . . . .
H15A H 0.6516 0.4183 0.2802 0.128 Uiso 1 1 calc R U . . .
H15B H 0.6748 0.3127 0.2281 0.128 Uiso 1 1 calc R U . . .
H15C H 0.5577 0.3140 0.3016 0.128 Uiso 1 1 calc R U . . .
N1 N 0.0667(3) 0.2173(2) 0.06338(17) 0.0324(6) Uani 1 1 d . . . . .
N2 N 0.1167(3) 0.1305(2) 0.01566(17) 0.0334(6) Uani 1 1 d . . . . .
N3 N 0.4465(3) -0.1940(2) -0.0415(2) 0.0409(7) Uani 1 1 d . . . . .
O1 O 0.2500(3) 0.08792(18) 0.15291(14) 0.0375(6) Uani 1 1 d . . . . .
O2 O 0.0773(3) 0.3596(2) 0.19835(14) 0.0445(6) Uani 1 1 d . . . . .
O3 O -0.0248(3) 0.1540(2) 0.23105(16) 0.0567(7) Uani 1 1 d . . . . .
O4 O 0.2772(3) 0.2147(2) 0.30648(15) 0.0506(6) Uani 1 1 d . . . . .
O5 O 0.3697(3) 0.2943(2) 0.15110(17) 0.0434(7) Uani 1 1 d . . . . .
W W 0.15241(2) 0.21355(2) 0.20798(2) 0.03565(5) Uani 1 1 d . . . . .
H50 H 0.421(4) 0.271(3) 0.121(2) 0.037(12) 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 N2 1.290(4) . ?
C1 O1 1.330(4) . ?
C1 C2 1.481(4) . ?
C2 C6 1.375(4) . ?
C2 C3 1.380(4) . ?
C3 C4 1.372(5) . ?
C4 N3 1.330(4) . ?
C5 N3 1.320(4) . ?
C5 C6 1.376(4) . ?
C7 N1 1.283(4) . ?
C7 C8 1.454(4) . ?
C8 C13 1.395(4) . ?
C8 C9 1.399(4) . ?
C9 O2 1.362(4) . ?
C9 C10 1.384(4) . ?
C10 C11 1.366(5) . ?
C11 C12 1.382(5) . ?
C12 C13 1.362(5) . ?
C14 O5 1.446(4) . ?
C14 C15 1.464(5) . ?
N1 N2 1.399(3) . ?
N1 W 2.248(3) . ?
O1 W 1.997(2) . ?
O2 W 1.926(2) . ?
O3 W 1.704(2) . ?
O4 W 1.719(2) . ?
O5 W 2.306(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
N2 C1 O1 124.2(3) . . ?
N2 C1 C2 119.1(3) . . ?
O1 C1 C2 116.7(3) . . ?
C6 C2 C3 117.3(3) . . ?
C6 C2 C1 120.4(3) . . ?
C3 C2 C1 122.2(3) . . ?
C4 C3 C2 119.0(3) . . ?
N3 C4 C3 124.0(3) . . ?
N3 C5 C6 123.7(3) . . ?
C2 C6 C5 119.5(3) . . ?
N1 C7 C8 123.2(3) . . ?
C13 C8 C9 118.5(3) . . ?
C13 C8 C7 118.2(3) . . ?
C9 C8 C7 123.3(3) . . ?
O2 C9 C10 117.4(3) . . ?
O2 C9 C8 122.7(3) . . ?
C10 C9 C8 119.9(3) . . ?
C11 C10 C9 120.1(3) . . ?
C10 C11 C12 120.7(4) . . ?
C13 C12 C11 119.7(3) . . ?
C12 C13 C8 121.1(3) . . ?
O5 C14 C15 113.3(4) . . ?
C7 N1 N2 115.8(3) . . ?
C7 N1 W 128.6(2) . . ?
N2 N1 W 115.27(19) . . ?
C1 N2 N1 108.9(3) . . ?
C5 N3 C4 116.4(3) . . ?
C1 O1 W 119.6(2) . . ?
C9 O2 W 135.9(2) . . ?
C14 O5 W 123.9(2) . . ?
O3 W O4 104.37(12) . . ?
O3 W O2 99.14(12) . . ?
O4 W O2 102.06(11) . . ?
O3 W O1 97.96(11) . . ?
O4 W O1 98.95(10) . . ?
O2 W O1 148.58(9) . . ?
O3 W N1 92.58(11) . . ?
O4 W N1 161.87(11) . . ?
O2 W N1 81.17(9) . . ?
O1 W N1 71.89(9) . . ?
O3 W O5 169.69(11) . . ?
O4 W O5 85.92(11) . . ?
O2 W O5 79.01(10) . . ?
O1 W O5 79.47(9) . . ?
N1 W O5 77.13(9) . . ?

_refine_diff_density_max         0.856
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.095

_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 1454682'
_audit_update_record             
;
2016-02-19 deposited with the CCDC.
2016-04-05 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'bis(acetylacetonato)dioxotungsten(VI) toluene solvate (2/1)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13.50 H18 O6 W'
_chemical_formula_weight         460.13

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'
W W -0.8490 6.8722 '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                   7.3569(4)
_cell_length_b                   16.2269(7)
_cell_length_c                   13.5020(11)
_cell_angle_alpha                90
_cell_angle_beta                 95.619(6)
_cell_angle_gamma                90
_cell_volume                     1604.12(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    4849
_cell_measurement_theta_min      3.7343
_cell_measurement_theta_max      28.4317

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_F_000             884
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    7.222
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64114
_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  'Xcalibur CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14965
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.749
_diffrn_reflns_theta_max         28.388
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             3639
_reflns_number_gt                2646
_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    'MERCURY (C.F. Macrae et al , 2008)'
_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)+(0.0476P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3639
_refine_ls_number_parameters     172
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0802
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.029
_refine_ls_shift/su_mean         0.002

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 0.0529(8) 0.0503(4) 0.3864(5) 0.0530(15) Uani 1 1 d . . . . .
C2 C -0.0591(9) -0.0132(4) 0.3569(6) 0.0676(19) Uani 1 1 d . . . . .
H013 H -0.0075 -0.0655 0.3562 0.081 Uiso 1 1 calc R U . . .
C3 C -0.2444(8) -0.0065(4) 0.3277(5) 0.0517(15) Uani 1 1 d . . . . .
C4 C -0.3533(11) -0.0808(5) 0.2937(7) 0.086(3) Uani 1 1 d . . . . .
H4A H -0.2750 -0.1282 0.2965 0.129 Uiso 1 1 calc R U . . .
H4B H -0.4059 -0.0726 0.2265 0.129 Uiso 1 1 calc R U . . .
H4C H -0.4489 -0.0893 0.3361 0.129 Uiso 1 1 calc R U . . .
C5 C 0.2543(8) 0.0416(5) 0.4092(6) 0.079(2) Uani 1 1 d . . . . .
H5A H 0.2879 -0.0153 0.4032 0.119 Uiso 1 1 calc R U . . .
H5B H 0.2892 0.0601 0.4759 0.119 Uiso 1 1 calc R U . . .
H5C H 0.3155 0.0741 0.3633 0.119 Uiso 1 1 calc R U . . .
C6 C -0.3026(8) 0.2067(4) 0.1502(5) 0.0478(14) Uani 1 1 d . . . . .
C8 C -0.5672(7) 0.2361(3) 0.2404(5) 0.0452(13) Uani 1 1 d . . . . .
C9 C -0.7600(9) 0.2642(6) 0.2410(6) 0.079(2) Uani 1 1 d . . . . .
H9A H -0.8074 0.2795 0.1748 0.119 Uiso 1 1 calc R U . . .
H9B H -0.7644 0.3109 0.2843 0.119 Uiso 1 1 calc R U . . .
H9C H -0.8323 0.2203 0.2642 0.119 Uiso 1 1 calc R U . . .
C10 C -0.2261(11) 0.2058(6) 0.0509(6) 0.078(2) Uani 1 1 d . . . . .
H10A H -0.3183 0.2235 0.0001 0.117 Uiso 1 1 calc R U . . .
H10B H -0.1880 0.1508 0.0364 0.117 Uiso 1 1 calc R U . . .
H10C H -0.1233 0.2423 0.0527 0.117 Uiso 1 1 calc R U . . .
O1 O -0.0013(5) 0.1260(2) 0.3919(3) 0.0515(10) Uani 1 1 d . . . . .
O2 O -0.3297(5) 0.0614(2) 0.3267(3) 0.0540(10) Uani 1 1 d . . . . .
O3 O -0.2006(6) 0.1846(3) 0.2247(3) 0.0542(11) Uani 1 1 d . . . . .
O4 O -0.4911(5) 0.2142(3) 0.3270(3) 0.0516(10) Uani 1 1 d . . . . .
O5 O -0.1455(6) 0.2780(3) 0.3963(3) 0.0602(11) Uani 1 1 d . . . . .
O6 O -0.3067(6) 0.1578(3) 0.4965(3) 0.0610(12) Uani 1 1 d . . . . .
W W -0.24287(3) 0.18199(2) 0.38147(2) 0.04190(10) Uani 1 1 d . . . . .
C7 C -0.4843(8) 0.2337(4) 0.1556(5) 0.0588(17) Uani 1 1 d . . . . .
H7 H -0.5507 0.2508 0.0971 0.071 Uiso 1 1 calc R U . . .
C12 C 0.0517(8) 0.0416(3) -0.0615(4) 0.064 Uiso 1 1 d D U . A -1
H12 H 0.1406 0.0771 -0.0811 0.077 Uiso 0.5 1 calc R U P A -1
C14 C -0.2139(14) -0.0252(7) -0.1051(7) 0.063 Uiso 0.5 1 d D U P A -1
H14 H -0.3094 -0.0416 -0.1512 0.076 Uiso 0.5 1 calc R U P A -1
C15 C -0.1974(13) -0.0567(7) -0.0077(7) 0.067 Uiso 0.5 1 d D U P A -1
C11 C 0.0864(10) 0.0107(4) 0.0330(6) 0.064 Uiso 0.5 1 d D U P A -1
C13 C -0.0893(12) 0.0288(6) -0.1299(7) 0.066 Uiso 0.5 1 d D U P A -1
H13 H -0.0999 0.0559 -0.1909 0.079 Uiso 0.5 1 calc R U P A -1
C16 C 0.2685(13) 0.0437(8) 0.0768(10) 0.067 Uiso 0.5 1 d D U P A -1
H16A H 0.2948 0.0232 0.1434 0.101 Uiso 0.5 1 calc R U P A -1
H16B H 0.2644 0.1029 0.0781 0.101 Uiso 0.5 1 calc R U P A -1
H16C H 0.3622 0.0261 0.0368 0.101 Uiso 0.5 1 calc R U P A -1
H12A H -0.0308 -0.0638 0.1294 0.200 Uiso 0.5 1 d . U P . .
H15 H -0.2898 -0.0906 0.0276 0.200 Uiso 0.5 1 d . U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.295(7) . ?
C1 C2 1.355(9) . ?
C1 C5 1.490(8) . ?
C2 C3 1.386(9) . ?
C3 O2 1.267(7) . ?
C3 C4 1.495(9) . ?
C6 O3 1.248(7) . ?
C6 C7 1.415(8) . ?
C6 C10 1.504(10) . ?
C8 O4 1.296(7) . ?
C8 C7 1.349(8) . ?
C8 C9 1.490(8) . ?
O1 W 1.989(4) . ?
O2 W 2.166(4) . ?
O3 W 2.169(4) . ?
O4 W 1.971(4) . ?
O5 W 1.718(4) . ?
O6 W 1.712(5) . ?
C12 C13 1.336(8) . ?
C12 C11 1.371(8) . ?
C14 C13 1.334(8) . ?
C14 C15 1.405(8) . ?
C11 C16 1.508(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 123.8(5) . . ?
O1 C1 C5 112.6(6) . . ?
C2 C1 C5 123.5(6) . . ?
C1 C2 C3 125.1(6) . . ?
O2 C3 C2 123.0(6) . . ?
O2 C3 C4 116.6(6) . . ?
C2 C3 C4 120.4(6) . . ?
O3 C6 C7 122.9(6) . . ?
O3 C6 C10 117.9(6) . . ?
C7 C6 C10 119.2(6) . . ?
O4 C8 C7 124.5(5) . . ?
O4 C8 C9 114.0(5) . . ?
C7 C8 C9 121.5(6) . . ?
C1 O1 W 135.0(4) . . ?
C3 O2 W 130.7(4) . . ?
C6 O3 W 131.3(4) . . ?
C8 O4 W 135.4(4) . . ?
O6 W O5 104.5(2) . . ?
O6 W O4 94.18(19) . . ?
O5 W O4 99.4(2) . . ?
O6 W O1 98.85(19) . . ?
O5 W O1 92.65(18) . . ?
O4 W O1 159.44(18) . . ?
O6 W O2 90.3(2) . . ?
O5 W O2 164.69(19) . . ?
O4 W O2 83.14(17) . . ?
O1 W O2 80.97(15) . . ?
O6 W O3 165.4(2) . . ?
O5 W O3 89.9(2) . . ?
O4 W O3 81.20(16) . . ?
O1 W O3 82.25(16) . . ?
O2 W O3 75.53(17) . . ?
C8 C7 C6 124.1(6) . . ?
C13 C12 C11 130.4(7) . . ?
C13 C14 C15 118.3(8) . . ?
C12 C11 C16 108.2(8) . . ?
C14 C13 C12 115.8(7) . . ?

_refine_diff_density_max         0.765
_refine_diff_density_min         -2.466
_refine_diff_density_rms         0.134

_shelxl_version_number           2013-4

