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#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
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#  as required by the journal to which it was submitted.
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data_shelx



_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
bis(cis-(NCsp³'-((3-oxy)-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)benzhydrazonato-dioxo-molybdenum(VI)) (\mUeq6-oxo)-dodecakis(\mUeq2-oxo)-hexa(oxomolybdenum) acetonitrile solvate (1/2)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H17 Mo4 N4 O14.50'
_chemical_formula_weight         893.10

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      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'

_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'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'y, x, -z'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'

_cell_length_a                   16.04016(12)
_cell_length_b                   16.04016(12)
_cell_length_c                   17.79763(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3965.61(7)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    17583
_cell_measurement_theta_min      4.2644
_cell_measurement_theta_max      30.0608

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.244
_exptl_crystal_F_000             2586
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.930
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Goniometer KM4/Xcalibur,detector Sapphire3'
_diffrn_measurement_method       'ω and π scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22953
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.273
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6372
_reflns_number_gt                6167
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.816
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.996

_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, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 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)+(0.0223P)²+1.5879P] 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_abs_structure_details 
;
 Flack x determined using 2721 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.038(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6372
_refine_ls_number_parameters     380
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0187
_refine_ls_wR_factor_ref         0.0456
_refine_ls_wR_factor_gt          0.0450
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.083
_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
C2 C 0.2711(3) 0.6225(3) 0.1916(2) 0.0165(7) Uani 1 1 d . . . . .
H2 H 0.2211 0.5844 0.1572 0.020 Uiso 1 1 calc R U . . .
C3 C 0.3428(2) 0.5947(3) 0.2086(2) 0.0143(7) Uani 1 1 d . . . . .
C4 C 0.3434(3) 0.5206(3) 0.1663(2) 0.0156(7) Uani 1 1 d . . . . .
C5 C 0.4035(3) 0.4871(3) 0.1880(2) 0.0172(7) Uani 1 1 d . . . . .
H5 H 0.4052 0.4375 0.1601 0.021 Uiso 1 1 calc R U . . .
N3 N 0.4600(2) 0.5246(2) 0.24901(18) 0.0179(6) Uani 1 1 d . . . . .
H3 H 0.4960 0.5001 0.2624 0.021 Uiso 1 1 calc R U . . .
C6 C 0.4651(3) 0.5964(3) 0.2906(2) 0.0178(7) Uani 1 1 d . . . . .
C7 C 0.4058(3) 0.6340(3) 0.2700(2) 0.0153(7) Uani 1 1 d . . . . .
C8 C 0.5277(3) 0.6293(3) 0.3586(2) 0.0279(9) Uani 1 1 d . . . . .
H8A H 0.5611 0.5924 0.3635 0.042 Uiso 1 1 calc R U . . .
H8B H 0.4881 0.6192 0.4033 0.042 Uiso 1 1 calc R U . . .
H8C H 0.5752 0.6979 0.3537 0.042 Uiso 1 1 calc R U . . .
C9 C 0.2834(3) 0.4806(3) 0.0965(2) 0.0163(7) Uani 1 1 d . . . . .
H9A H 0.2965 0.4323 0.0732 0.020 Uiso 1 1 calc R U . . .
H9B H 0.2142 0.4484 0.1097 0.020 Uiso 1 1 calc R U . . .
C1 C 0.2195(5) 0.7983(5) 0.2323(4) 0.013(2) Uiso 0.461(7) 1 d G U P A 1
C10 C 0.1573(4) 0.8398(4) 0.2164(3) 0.0182(18) Uiso 0.461(7) 1 d G . P A 1
C11 C 0.1748(4) 0.9268(4) 0.2469(3) 0.030(2) Uani 0.461(7) 1 d G . P A 1
H11 H 0.2284 0.9624 0.2791 0.036 Uiso 0.461(7) 1 calc R U P A 1
C12 C 0.1135(5) 0.9609(4) 0.2300(4) 0.039(3) Uani 0.461(7) 1 d G U P A 1
H12 H 0.1270 1.0208 0.2510 0.047 Uiso 0.461(7) 1 calc R U P A 1
C13 C 0.0363(4) 0.9150(5) 0.1859(4) 0.035(2) Uani 0.461(7) 1 d G U P A 1
H4 H -0.0043 0.9408 0.1752 0.042 Uiso 0.461(7) 1 calc R U P A 1
C14 C 0.0192(4) 0.8309(5) 0.1577(4) 0.042(3) Uani 0.461(7) 1 d G . P A 1
H14 H -0.0356 0.7964 0.1264 0.051 Uiso 0.461(7) 1 calc R U P A 1
C15 C 0.0764(5) 0.7912(4) 0.1712(4) 0.0259(12) Uiso 0.461(7) 1 d G U P A 1
H15 H 0.0606 0.7309 0.1497 0.031 Uiso 0.461(7) 1 calc R U P A 1
C1B C 0.1976(7) 0.7781(7) 0.2373(5) 0.020(2) Uiso 0.539(7) 1 d . U P A 2
C15B C 0.0584(6) 0.7667(7) 0.1714(5) 0.0259(12) Uiso 0.539(7) 1 d . U P A 2
H15B H 0.0642 0.7268 0.1347 0.031 Uiso 0.539(7) 1 calc R U P A 2
C11B C 0.1142(7) 0.8599(7) 0.2853(5) 0.035(2) Uani 0.539(7) 1 d . . P A 2
H11B H 0.1599 0.8864 0.3249 0.042 Uiso 0.539(7) 1 calc R U P A 2
C14B C -0.0158(7) 0.7869(7) 0.1668(6) 0.030(2) Uani 0.539(7) 1 d . . P A 2
H14B H -0.0585 0.7648 0.1251 0.036 Uiso 0.539(7) 1 calc R U P A 2
C13B C -0.0275(7) 0.8397(7) 0.2235(6) 0.041(2) Uani 0.539(7) 1 d . U P A 2
H4B H -0.0803 0.8508 0.2213 0.049 Uiso 0.539(7) 1 calc R U P A 2
C12B C 0.0356(7) 0.8763(8) 0.2829(6) 0.044(3) Uani 0.539(7) 1 d . U P A 2
H12B H 0.0264 0.9119 0.3215 0.053 Uiso 0.539(7) 1 calc R U P A 2
C10B C 0.1244(6) 0.8050(6) 0.2298(4) 0.0216(16) Uiso 0.539(7) 1 d . . P A 2
N1 N 0.1966(3) 0.7104(3) 0.20183(19) 0.0249(8) Uani 1 1 d . . . . .
N2 N 0.2728(2) 0.6967(2) 0.22130(17) 0.0182(6) Uani 1 1 d . . . . .
O1 O 0.2813(2) 0.8412(2) 0.28036(16) 0.0278(7) Uani 1 1 d . . . . .
O2 O 0.4094(2) 0.7025(2) 0.31384(15) 0.0211(6) Uani 1 1 d . . . . .
O3 O 0.30616(17) 0.55766(19) 0.04405(14) 0.0165(5) Uani 1 1 d . . . . .
H31 H 0.3705 0.6072 0.0409 0.025 Uiso 1 1 d . U . . .
O4 O 0.4581(2) 0.8696(2) 0.23179(18) 0.0353(8) Uani 1 1 d . . . . .
O5 O 0.4209(2) 0.87243(18) 0.38124(15) 0.0204(6) Uani 1 1 d . . . . .
O8 O 0.0000 0.5660(2) 0.3333 0.0308(10) Uani 1 2 d S T P . .
O9 O 0.28524(19) 0.4595(2) 0.36356(16) 0.0275(6) Uani 1 1 d . . . . .
O10 O -0.11738(18) 0.2593(2) 0.21545(15) 0.0231(6) Uani 1 1 d . . . . .
O11 O 0.0000 0.0672(3) 0.3333 0.0331(10) Uani 1 2 d S T P . .
O12 O 0.0167(2) 0.4422(2) 0.22920(15) 0.0223(6) Uani 1 1 d . . . . .
O13 O 0.1353(2) 0.50284(19) 0.34620(16) 0.0222(6) Uani 1 1 d . . . . .
O14 O 0.15059(18) 0.3926(2) 0.24201(14) 0.0207(5) Uani 1 1 d . . . . .
O15 O 0.0364(2) 0.3358(2) 0.11039(15) 0.0279(6) Uani 1 1 d . . . . .
O16 O 0.0149(2) 0.20798(19) 0.22922(15) 0.0226(6) Uani 1 1 d . . . . .
O17 O 0.13413(19) 0.2674(2) 0.34571(17) 0.0235(6) Uani 1 1 d . . . . .
O18 O 0.0000 0.3179(2) 0.3333 0.0136(7) Uani 1 2 d S T P . .
Mo1 Mo 0.0000 0.46099(3) 0.3333 0.02053(10) Uani 1 2 d S T P . .
Mo Mo 0.38065(2) 0.80508(2) 0.30019(2) 0.01682(7) Uani 1 1 d . . . . .
Mo2 Mo 0.02219(2) 0.32778(3) 0.20426(2) 0.01950(7) Uani 1 1 d . . . . .
Mo3 Mo 0.16560(2) 0.39877(2) 0.35162(2) 0.01822(7) Uani 1 1 d . . . . .
Mo4 Mo 0.0000 0.17212(3) 0.3333 0.01938(10) Uani 1 2 d S T P . .
N4 N 0.0595(9) 0.6916(8) 0.9986(6) 0.086(2) Uiso 0.614(8) 1 d D U P B 3
C20 C 0.0842(12) 0.7682(9) 0.9839(9) 0.086(2) Uiso 0.614(8) 1 d D U P B 3
C21 C 0.1141(11) 0.8661(9) 0.9619(8) 0.086(2) Uiso 0.614(8) 1 d D U P B 3
H10A H 0.0856 0.8929 0.9961 0.129 Uiso 0.614(8) 1 calc R U P B 3
H10B H 0.0924 0.8665 0.9104 0.129 Uiso 0.614(8) 1 calc R U P B 3
H10C H 0.1844 0.9052 0.9641 0.129 Uiso 0.614(8) 1 calc R U P B 3
C31 C 0.0289(16) 0.7274(16) 0.8596(10) 0.086(2) Uiso 0.386(8) 1 d D U P B 4
C30 C 0.0808(17) 0.7602(17) 0.9297(11) 0.086(2) Uiso 0.386(8) 1 d D U P B 4
N5 N 0.1298(14) 0.7867(14) 0.9813(11) 0.086(2) Uiso 0.386(8) 1 d D U P B 4
H31A H -0.017(8) 0.749(10) 0.855(5) 0.129 Uiso 0.386(8) 1 d D U P B 4
H31B H 0.074(5) 0.760(9) 0.819(3) 0.129 Uiso 0.386(8) 1 d D U P B 4
H31C H 0.002(10) 0.660(3) 0.850(6) 0.129 Uiso 0.386(8) 1 d D U P B 4


_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
C2 N2 1.290(5) . ?
C2 C3 1.457(5) . ?
C3 C7 1.406(5) . ?
C3 C4 1.412(5) . ?
C4 C5 1.373(5) . ?
C4 C9 1.504(5) . ?
C5 N3 1.347(5) . ?
N3 C6 1.337(5) . ?
C6 C7 1.406(5) . ?
C6 C8 1.491(5) . ?
C7 O2 1.325(4) . ?
C9 O3 1.442(4) . ?
C1 O1 1.227(7) . ?
C1 N1 1.378(7) . ?
C1 C10 1.4777 . ?
C10 C15 1.3887 . ?
C10 C11 1.3894 . ?
C11 C12 1.3761 . ?
C12 C13 1.3338 . ?
C13 C14 1.3338 . ?
C14 C15 1.3726 . ?
C1B N1 1.250(9) . ?
C1B O1 1.433(10) . ?
C1B C10B 1.445(11) . ?
C15B C14B 1.383(12) . ?
C15B C10B 1.388(11) . ?
C11B C10B 1.388(11) . ?
C11B C12B 1.412(12) . ?
C14B C13B 1.390(14) . ?
C13B C12B 1.374(13) . ?
N1 N2 1.390(4) . ?
N2 Mo 2.231(3) . ?
O1 Mo 1.980(3) . ?
O2 Mo 1.934(3) . ?
O3 Mo 2.380(3) 2_664 ?
O4 Mo 1.677(3) . ?
O5 Mo 1.722(3) . ?
O8 Mo1 1.684(4) . ?
O9 Mo3 1.675(3) . ?
O10 Mo3 1.895(3) 6 ?
O10 Mo2 1.949(3) . ?
O11 Mo4 1.683(4) . ?
O12 Mo1 1.918(3) . ?
O12 Mo2 1.932(3) . ?
O13 Mo1 1.938(3) . ?
O13 Mo3 1.961(3) . ?
O14 Mo2 1.906(3) . ?
O14 Mo3 1.962(3) . ?
O15 Mo2 1.682(3) . ?
O16 Mo2 1.918(3) . ?
O16 Mo4 1.919(3) . ?
O17 Mo3 1.908(3) . ?
O17 Mo4 1.930(3) . ?
O18 Mo1 2.295(4) . ?
O18 Mo2 2.3179(3) . ?
O18 Mo2 2.3179(3) 6 ?
O18 Mo3 2.324(2) 6 ?
O18 Mo3 2.324(2) . ?
O18 Mo4 2.339(4) . ?
Mo1 O12 1.918(3) 6 ?
Mo1 O13 1.938(3) 6 ?
Mo O3 2.380(3) 3_565 ?
Mo3 O10 1.895(3) 6 ?
Mo4 O16 1.919(3) 6 ?
Mo4 O17 1.930(3) 6 ?
N4 C20 1.118(10) . ?
C20 C21 1.449(11) . ?
C31 C31 1.23(3) 6_556 ?
C31 C30 1.446(12) . ?
C30 N5 1.143(12) . ?

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 C2 C3 122.8(3) . . ?
C7 C3 C4 119.0(3) . . ?
C7 C3 C2 121.6(3) . . ?
C4 C3 C2 119.1(3) . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 C9 119.4(3) . . ?
C3 C4 C9 121.7(3) . . ?
N3 C5 C4 120.0(3) . . ?
C6 N3 C5 124.6(3) . . ?
N3 C6 C7 117.5(3) . . ?
N3 C6 C8 119.6(3) . . ?
C7 C6 C8 122.8(3) . . ?
O2 C7 C6 116.2(3) . . ?
O2 C7 C3 123.6(3) . . ?
C6 C7 C3 120.0(3) . . ?
O3 C9 C4 109.6(3) . . ?
O1 C1 N1 125.1(4) . . ?
O1 C1 C10 114.8(3) . . ?
N1 C1 C10 119.4(3) . . ?
C15 C10 C11 116.9 . . ?
C15 C10 C1 120.7 . . ?
C11 C10 C1 122.3 . . ?
C12 C11 C10 119.2 . . ?
C13 C12 C11 124.0 . . ?
C12 C13 C14 116.4 . . ?
C13 C14 C15 123.8 . . ?
C14 C15 C10 119.7 . . ?
N1 C1B O1 118.9(7) . . ?
N1 C1B C10B 123.5(8) . . ?
O1 C1B C10B 117.0(6) . . ?
C14B C15B C10B 119.7(8) . . ?
C10B C11B C12B 119.8(8) . . ?
C15B C14B C13B 119.6(8) . . ?
C12B C13B C14B 121.6(9) . . ?
C13B C12B C11B 118.6(9) . . ?
C11B C10B C15B 120.6(8) . . ?
C11B C10B C1B 119.6(7) . . ?
C15B C10B C1B 119.4(7) . . ?
C1B N1 N2 112.4(5) . . ?
C1 N1 N2 104.9(3) . . ?
C2 N2 N1 115.4(3) . . ?
C2 N2 Mo 128.8(3) . . ?
N1 N2 Mo 115.7(2) . . ?
C1 O1 Mo 120.2(3) . . ?
C1B O1 Mo 119.7(3) . . ?
C7 O2 Mo 134.5(2) . . ?
C9 O3 Mo 126.4(2) . 2_664 ?
Mo3 O10 Mo2 116.55(13) 6 . ?
Mo1 O12 Mo2 116.60(13) . . ?
Mo1 O13 Mo3 114.98(13) . . ?
Mo2 O14 Mo3 116.74(12) . . ?
Mo2 O16 Mo4 117.38(13) . . ?
Mo3 O17 Mo4 117.10(13) . . ?
Mo1 O18 Mo2 90.49(9) . . ?
Mo1 O18 Mo2 90.49(9) . 6 ?
Mo2 O18 Mo2 179.02(18) . 6 ?
Mo1 O18 Mo3 90.78(9) . 6 ?
Mo2 O18 Mo3 89.585(12) . 6 ?
Mo2 O18 Mo3 90.401(12) 6 6 ?
Mo1 O18 Mo3 90.78(9) . . ?
Mo2 O18 Mo3 90.40(6) . . ?
Mo2 O18 Mo3 89.586(12) 6 . ?
Mo3 O18 Mo3 178.45(18) 6 . ?
Mo1 O18 Mo4 180.0 . . ?
Mo2 O18 Mo4 89.51(9) . . ?
Mo2 O18 Mo4 89.51(9) 6 . ?
Mo3 O18 Mo4 89.22(9) 6 . ?
Mo3 O18 Mo4 89.22(9) . . ?
O8 Mo1 O12 103.13(8) . . ?
O8 Mo1 O12 103.13(8) . 6 ?
O12 Mo1 O12 153.73(16) . 6 ?
O8 Mo1 O13 102.33(8) . . ?
O12 Mo1 O13 87.03(12) . . ?
O12 Mo1 O13 87.41(12) 6 . ?
O8 Mo1 O13 102.33(8) . 6 ?
O12 Mo1 O13 87.41(12) . 6 ?
O12 Mo1 O13 87.03(12) 6 6 ?
O13 Mo1 O13 155.34(16) . 6 ?
O8 Mo1 O18 180.0 . . ?
O12 Mo1 O18 76.87(8) . . ?
O12 Mo1 O18 76.87(8) 6 . ?
O13 Mo1 O18 77.67(8) . . ?
O13 Mo1 O18 77.67(8) 6 . ?
O4 Mo O5 106.93(15) . . ?
O4 Mo O2 101.41(15) . . ?
O5 Mo O2 104.73(12) . . ?
O4 Mo O1 98.41(15) . . ?
O5 Mo O1 94.01(12) . . ?
O2 Mo O1 147.21(13) . . ?
O4 Mo N2 94.05(14) . . ?
O5 Mo N2 156.51(13) . . ?
O2 Mo N2 80.67(11) . . ?
O1 Mo N2 72.07(11) . . ?
O4 Mo O3 168.62(13) . 3_565 ?
O5 Mo O3 84.24(11) . 3_565 ?
O2 Mo O3 77.19(11) . 3_565 ?
O1 Mo O3 78.25(11) . 3_565 ?
N2 Mo O3 74.58(10) . 3_565 ?
O15 Mo2 O14 103.89(12) . . ?
O15 Mo2 O16 104.14(14) . . ?
O14 Mo2 O16 88.43(13) . . ?
O15 Mo2 O12 102.99(14) . . ?
O14 Mo2 O12 87.18(12) . . ?
O16 Mo2 O12 152.79(11) . . ?
O15 Mo2 O10 102.61(13) . . ?
O14 Mo2 O10 153.47(11) . . ?
O16 Mo2 O10 86.23(13) . . ?
O12 Mo2 O10 85.82(13) . . ?
O15 Mo2 O18 178.68(13) . . ?
O14 Mo2 O18 77.00(8) . . ?
O16 Mo2 O18 76.81(12) . . ?
O12 Mo2 O18 76.04(12) . . ?
O10 Mo2 O18 76.48(8) . . ?
O9 Mo3 O10 103.40(13) . 6 ?
O9 Mo3 O17 104.04(15) . . ?
O10 Mo3 O17 89.25(13) 6 . ?
O9 Mo3 O13 102.17(15) . . ?
O10 Mo3 O13 87.34(13) 6 . ?
O17 Mo3 O13 153.64(11) . . ?
O9 Mo3 O14 103.38(12) . . ?
O10 Mo3 O14 153.15(11) 6 . ?
O17 Mo3 O14 86.07(12) . . ?
O13 Mo3 O14 85.28(12) . . ?
O9 Mo3 O18 178.52(14) . . ?
O10 Mo3 O18 77.34(8) 6 . ?
O17 Mo3 O18 77.21(12) . . ?
O13 Mo3 O18 76.54(12) . . ?
O14 Mo3 O18 75.84(7) . . ?
O11 Mo4 O16 103.73(8) . . ?
O11 Mo4 O16 103.73(8) . 6 ?
O16 Mo4 O16 152.55(16) . 6 ?
O11 Mo4 O17 103.57(8) . . ?
O16 Mo4 O17 87.15(12) . . ?
O16 Mo4 O17 86.47(12) 6 . ?
O11 Mo4 O17 103.57(8) . 6 ?
O16 Mo4 O17 86.47(12) . 6 ?
O16 Mo4 O17 87.15(12) 6 6 ?
O17 Mo4 O17 152.85(16) . 6 ?
O11 Mo4 O18 180.0 . . ?
O16 Mo4 O18 76.27(8) . . ?
O16 Mo4 O18 76.27(8) 6 . ?
O17 Mo4 O18 76.43(8) . . ?
O17 Mo4 O18 76.43(8) 6 . ?
N4 C20 C21 178(2) . . ?
C31 C31 C30 168(3) 6_556 . ?
N5 C30 C31 173(3) . . ?

_refine_diff_density_max         0.547
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985497'
#######################################################################
#
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#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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data_shelx


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 pyridoxal-isonicotinoyl-hydrazone (\mUeq6-oxo)
-dodecakis(\mUeq2-oxo)-hexa(oxomolybdenum) 
acetone solvate (1/3)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H34 Mo6 N4 O25'
_chemical_formula_weight         1342.18

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           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

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

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

_cell_length_a                   10.5047(2)
_cell_length_b                   18.6297(3)
_cell_length_c                   10.7312(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.882(2)
_cell_angle_gamma                90
_cell_volume                     1974.91(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    14830
_cell_measurement_theta_min      4.1175
_cell_measurement_theta_max      32.6140

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.257
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.942
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77840
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Goniometer KM4/Xcalibur,detector Sapphire3'
_diffrn_measurement_method       'ω and π scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16634
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.184
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_point_group_measured_fraction_full 0.907
_reflns_number_total             7685
_reflns_number_gt                7199
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_max     0.782
_reflns_Friedel_fraction_full    0.820

_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, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 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)+(0.0354P)²+0.6819P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3035 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.003(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7685
_refine_ls_number_parameters     564
_refine_ls_number_restraints     68
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0586
_refine_ls_wR_factor_gt          0.0580
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.071
_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 0.5868(7) 0.1086(4) 0.7496(7) 0.0398(15) Uani 1 1 d . . . . .
C2 C 0.5587(6) 0.2751(4) 0.5948(7) 0.0338(15) Uani 1 1 d . . . . .
H2 H 0.5986 0.3029 0.6699 0.041 Uiso 1 1 calc R U . . .
C3 C 0.5031(6) 0.3087(4) 0.4646(6) 0.0315(13) Uani 1 1 d . . . . .
C4 C 0.5042(6) 0.3836(4) 0.4539(6) 0.0344(14) Uani 1 1 d . . . . .
C41 C 0.7727(12) 0.5095(5) 0.2815(8) 0.074(3) Uani 1 1 d . . . . .
H41A H 0.6921 0.4884 0.2887 0.112 Uiso 1 1 calc R U . . .
H41B H 0.8299 0.4724 0.2676 0.112 Uiso 1 1 calc R U . . .
H41C H 0.7487 0.5422 0.2080 0.112 Uiso 1 1 calc R U . . .
C5 C 0.4491(7) 0.4139(4) 0.3308(7) 0.0380(15) Uani 1 1 d . . . . .
H5 H 0.4477 0.4635 0.3213 0.046 Uiso 1 1 calc R U . . .
C40 C 0.8462(12) 0.5489(5) 0.4055(8) 0.063(3) Uani 1 1 d . . . . .
C6 C 0.3925(6) 0.3013(4) 0.2273(6) 0.0380(16) Uani 1 1 d . . . . .
C7 C 0.4463(7) 0.2676(4) 0.3501(7) 0.0337(15) Uani 1 1 d . . . . .
C8 C 0.3331(9) 0.2603(5) 0.1013(8) 0.052(2) Uani 1 1 d . . . . .
H8A H 0.3021 0.2932 0.0283 0.078 Uiso 1 1 calc R U . . .
H8B H 0.2582 0.2320 0.1056 0.078 Uiso 1 1 calc R U . . .
H8C H 0.4007 0.2292 0.0889 0.078 Uiso 1 1 calc R U . . .
C9 C 0.5601(8) 0.4321(4) 0.5726(7) 0.0434(16) Uani 1 1 d . . . . .
H9A H 0.5047 0.4275 0.6283 0.052 Uiso 1 1 calc R U . . .
H9B H 0.6510 0.4166 0.6238 0.052 Uiso 1 1 calc R U . . .
C10 C 0.6456(7) 0.0849(4) 0.8913(7) 0.0411(15) Uani 1 1 d . . . . .
C11 C 0.6896(9) 0.0142(4) 0.9160(8) 0.055(2) Uani 1 1 d . . . . .
H11 H 0.6840 -0.0164 0.8459 0.065 Uiso 1 1 calc R U . . .
C12 C 0.7413(9) -0.0100(5) 1.0436(9) 0.061(2) Uani 1 1 d . . . . .
H4 H 0.7716 -0.0571 1.0608 0.073 Uiso 1 1 calc R U . . .
N4 N 0.7478(7) 0.0333(4) 1.1416(7) 0.0527(16) Uani 1 1 d . . . . .
H4A H 0.7817 0.0174 1.2213 0.063 Uiso 1 1 calc R U . . .
C14 C 0.7045(10) 0.1010(4) 1.1239(8) 0.057(2) Uani 1 1 d . . . . .
H14 H 0.7089 0.1294 1.1965 0.069 Uiso 1 1 calc R U . . .
C15 C 0.6544(10) 0.1283(4) 1.0001(8) 0.054(2) Uani 1 1 d . . . . .
H15 H 0.6257 0.1758 0.9874 0.065 Uiso 1 1 calc R U . . .
C42 C 0.9738(12) 0.5860(5) 0.4165(10) 0.072(3) Uani 1 1 d . . . . .
H42A H 1.0095 0.6088 0.5016 0.108 Uiso 1 1 calc R U . . .
H42B H 0.9567 0.6216 0.3480 0.108 Uiso 1 1 calc R U . . .
H42C H 1.0382 0.5517 0.4070 0.108 Uiso 1 1 calc R U . . .
C30 C 0.2564(12) 0.0336(5) 0.9569(10) 0.070(3) Uani 1 1 d . U . . .
C32 C 0.3098(17) 0.0621(7) 1.0931(13) 0.118(6) Uani 1 1 d . . . . .
H32A H 0.4030 0.0755 1.1134 0.177 Uiso 1 1 calc R U . . .
H32B H 0.3030 0.0260 1.1543 0.177 Uiso 1 1 calc R U . . .
H32C H 0.2583 0.1035 1.1002 0.177 Uiso 1 1 calc R U . . .
C31 C 0.1103(14) 0.0079(11) 0.9045(14) 0.146(7) Uani 1 1 d . . . . .
H31A H 0.0892 -0.0091 0.8153 0.220 Uiso 1 1 calc R U . . .
H31B H 0.0510 0.0469 0.9058 0.220 Uiso 1 1 calc R U . . .
H31C H 0.0983 -0.0304 0.9593 0.220 Uiso 1 1 calc R U . . .
N1 N 0.6042(6) 0.1797(3) 0.7297(6) 0.0350(13) Uani 1 1 d . . . . .
H1 H 0.6473 0.2070 0.7949 0.042 Uiso 1 1 calc R U . . .
N2 N 0.5517(5) 0.2064(3) 0.6043(6) 0.0324(12) Uani 1 1 d . . . . .
N3 N 0.3972(5) 0.3718(4) 0.2241(6) 0.0371(14) Uani 1 1 d . . . . .
H3 H 0.3646 0.3924 0.1481 0.045 Uiso 1 1 calc R U . . .
O1 O 0.5307(6) 0.0660(3) 0.6638(5) 0.0531(13) Uani 1 1 d . . . . .
O2 O 0.4412(5) 0.1955(3) 0.3495(5) 0.0390(11) Uani 1 1 d . . . . .
H2A H 0.4710 0.1806 0.4259 0.059 Uiso 1 1 calc R U . . .
O3 O 0.5638(8) 0.5044(3) 0.5381(7) 0.0728(19) Uani 1 1 d . . . . .
H3A H 0.6370 0.5132 0.5298 0.109 Uiso 1 1 calc R U . . .
O30 O 0.3308(7) 0.0252(3) 0.8886(6) 0.0668(17) Uani 1 1 d . U . . .
O15 O 0.8979(5) 0.4085(3) 0.7218(5) 0.0395(12) Uani 1 1 d . . . . .
O12 O 1.1837(5) 0.4323(3) 0.3664(5) 0.0384(11) Uani 1 1 d . . . . .
O13 O 0.6672(5) 0.3038(3) 0.1983(5) 0.0454(13) Uani 1 1 d . . . . .
O11 O 1.3627(5) 0.2364(3) 0.7966(5) 0.0412(12) Uani 1 1 d . . . . .
O10 O 0.8410(6) 0.1091(3) 0.6277(6) 0.0497(14) Uani 1 1 d . . . . .
O14 O 1.1304(5) 0.1338(3) 0.2688(5) 0.0413(12) Uani 1 1 d . . . . .
O21 O 1.2568(4) 0.3320(3) 0.5780(4) 0.0299(10) Uani 1 1 d . . . . .
O18 O 1.1218(5) 0.3198(3) 0.7428(4) 0.0320(10) Uani 1 1 d . . . . .
O22 O 1.1514(5) 0.2824(2) 0.3307(4) 0.0291(10) Uani 1 1 d . . . . .
O24 O 0.7724(5) 0.2091(3) 0.4166(4) 0.0380(11) Uani 1 1 d . . . . .
O17 O 0.9936(5) 0.1302(2) 0.4554(5) 0.0384(11) Uani 1 1 d . . . . .
O16 O 0.8774(5) 0.2599(3) 0.6615(4) 0.0362(11) Uani 1 1 d . . . . .
O28 O 1.0966(5) 0.1800(3) 0.6997(5) 0.0381(12) Uani 1 1 d . . . . .
O23 O 1.0345(5) 0.4106(2) 0.5374(5) 0.0319(10) Uani 1 1 d . . . . .
O25 O 0.7952(5) 0.3494(3) 0.4631(5) 0.0366(12) Uani 1 1 d . . . . .
O19 O 1.2345(5) 0.1917(2) 0.5320(5) 0.0318(10) Uani 1 1 d . . . . .
O27 O 0.9321(5) 0.3604(3) 0.2956(5) 0.0331(11) Uani 1 1 d . . . . .
O40 O 0.7986(7) 0.5519(3) 0.4936(5) 0.0640(17) Uani 1 1 d . . . . .
O26 O 0.9078(5) 0.2212(3) 0.2515(4) 0.0354(11) Uani 1 1 d . . . . .
O20 O 1.0145(5) 0.2703(3) 0.4974(5) 0.0246(7) Uani 1 1 d . . . . .
Mo4 Mo 0.94964(5) 0.35015(3) 0.62964(5) 0.02910(12) Uani 1 1 d . . . . .
Mo6 Mo 1.11638(5) 0.36344(3) 0.42326(5) 0.02773(12) Uani 1 1 d . . . . .
Mo2 Mo 1.21609(5) 0.24866(3) 0.66997(5) 0.02935(12) Uani 1 1 d . . . . .
Mo1 Mo 0.91279(5) 0.17710(3) 0.57158(5) 0.03333(13) Uani 1 1 d . . . . .
Mo3 Mo 1.08025(5) 0.19129(3) 0.36429(5) 0.03006(12) Uani 1 1 d . . . . .
Mo5 Mo 0.81297(5) 0.29152(3) 0.32540(5) 0.03077(13) Uani 1 1 d . . . . .
O50 O 0.7565(14) 0.2781(11) 0.904(3) 0.046(5) Uani 0.548(14) 1 d D U P A 1
C50 C 0.8791(12) 0.2739(6) 0.9528(11) 0.035(3) Uani 0.548(14) 1 d D U P A 1
C51 C 0.9503(13) 0.2048(7) 0.9526(13) 0.046(4) Uani 0.548(14) 1 d D U P A 1
H51A H 0.8849 0.1676 0.9165 0.069 Uiso 0.548(14) 1 calc R U P A 1
H51B H 1.0049 0.1926 1.0416 0.069 Uiso 0.548(14) 1 calc R U P A 1
H51C H 1.0071 0.2097 0.8994 0.069 Uiso 0.548(14) 1 calc R U P A 1
C52 C 0.964(2) 0.3373(9) 1.009(2) 0.062(7) Uani 0.548(14) 1 d D U P A 1
H52A H 0.9072 0.3782 1.0042 0.093 Uiso 0.548(14) 1 calc R U P A 1
H52B H 1.0231 0.3467 0.9593 0.093 Uiso 0.548(14) 1 calc R U P A 1
H52C H 1.0174 0.3281 1.0998 0.093 Uiso 0.548(14) 1 calc R U P A 1
O50B O 0.7281(18) 0.2917(14) 0.911(4) 0.048(6) Uani 0.452(14) 1 d D U P A 2
C50B C 0.8291(12) 0.3282(6) 0.9592(12) 0.036(4) Uani 0.452(14) 1 d D U P A 2
C52B C 0.8120(16) 0.4043(7) 0.9929(16) 0.043(4) Uani 0.452(14) 1 d D U P A 2
H52D H 0.7449 0.4269 0.9191 0.065 Uiso 0.452(14) 1 calc R U P A 2
H52E H 0.8966 0.4292 1.0124 0.065 Uiso 0.452(14) 1 calc R U P A 2
H52F H 0.7835 0.4058 1.0689 0.065 Uiso 0.452(14) 1 calc R U P A 2
C51B C 0.9679(17) 0.2997(15) 0.994(2) 0.062(8) Uani 0.452(14) 1 d D U P A 2
H51D H 0.9655 0.2482 0.9968 0.093 Uiso 0.452(14) 1 calc R U P A 2
H51E H 1.0224 0.3177 1.0794 0.093 Uiso 0.452(14) 1 calc R U P A 2
H51F H 1.0062 0.3146 0.9288 0.093 Uiso 0.452(14) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.206(8) . ?
C1 N1 1.364(9) . ?
C1 C10 1.500(10) . ?
C2 N2 1.287(10) . ?
C2 C3 1.460(9) . ?
C3 C7 1.398(9) . ?
C3 C4 1.401(9) . ?
C4 C5 1.370(9) . ?
C4 C9 1.508(10) . ?
C41 C40 1.486(12) . ?
C5 N3 1.341(9) . ?
C40 O40 1.212(11) . ?
C40 C42 1.478(15) . ?
C6 N3 1.316(9) . ?
C6 C7 1.394(10) . ?
C6 C8 1.493(10) . ?
C7 O2 1.343(9) . ?
C9 O3 1.400(9) . ?
C10 C11 1.390(10) . ?
C10 C15 1.398(10) . ?
C11 C12 1.367(11) . ?
C12 N4 1.309(11) . ?
N4 C14 1.331(11) . ?
C14 C15 1.350(11) . ?
C30 O30 1.251(11) . ?
C30 C32 1.475(16) . ?
C30 C31 1.521(18) . ?
N1 N2 1.363(8) . ?
O15 Mo4 1.680(5) . ?
O12 Mo6 1.677(5) . ?
O13 Mo5 1.684(5) . ?
O11 Mo2 1.688(5) . ?
O10 Mo1 1.687(5) . ?
O14 Mo3 1.686(4) . ?
O21 Mo6 1.900(4) . ?
O21 Mo2 1.963(5) . ?
O18 Mo4 1.889(5) . ?
O18 Mo2 1.968(4) . ?
O22 Mo6 1.911(4) . ?
O22 Mo3 1.937(5) . ?
O24 Mo1 1.905(5) . ?
O24 Mo5 1.945(5) . ?
O17 Mo3 1.920(5) . ?
O17 Mo1 1.938(5) . ?
O16 Mo4 1.922(5) . ?
O16 Mo1 1.922(5) . ?
O28 Mo2 1.893(5) . ?
O28 Mo1 1.953(5) . ?
O23 Mo4 1.908(5) . ?
O23 Mo6 1.931(4) . ?
O25 Mo5 1.889(5) . ?
O25 Mo4 1.963(5) . ?
O19 Mo2 1.884(5) . ?
O19 Mo3 1.970(5) . ?
O27 Mo5 1.894(5) . ?
O27 Mo6 1.956(5) . ?
O26 Mo3 1.888(5) . ?
O26 Mo5 1.968(5) . ?
O20 Mo4 2.312(5) . ?
O20 Mo3 2.315(5) . ?
O20 Mo6 2.317(5) . ?
O20 Mo1 2.317(5) . ?
O20 Mo5 2.321(5) . ?
O20 Mo2 2.326(5) . ?
O50 C50 1.216(12) . ?
C50 C52 1.481(11) . ?
C50 C51 1.489(11) . ?
O50B C50B 1.216(12) . ?
C50B C51B 1.476(12) . ?
C50B C52B 1.488(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
O1 C1 N1 125.1(7) . . ?
O1 C1 C10 120.4(7) . . ?
N1 C1 C10 114.5(6) . . ?
N2 C2 C3 119.2(6) . . ?
C7 C3 C4 119.2(6) . . ?
C7 C3 C2 121.2(6) . . ?
C4 C3 C2 119.6(6) . . ?
C5 C4 C3 118.4(6) . . ?
C5 C4 C9 118.9(6) . . ?
C3 C4 C9 122.6(6) . . ?
N3 C5 C4 119.9(7) . . ?
O40 C40 C42 121.4(8) . . ?
O40 C40 C41 119.7(10) . . ?
C42 C40 C41 118.9(9) . . ?
N3 C6 C7 117.9(6) . . ?
N3 C6 C8 119.7(6) . . ?
C7 C6 C8 122.4(7) . . ?
O2 C7 C6 116.3(6) . . ?
O2 C7 C3 123.8(6) . . ?
C6 C7 C3 119.9(7) . . ?
O3 C9 C4 113.0(6) . . ?
C11 C10 C15 117.8(7) . . ?
C11 C10 C1 117.9(6) . . ?
C15 C10 C1 124.3(6) . . ?
C12 C11 C10 119.8(8) . . ?
N4 C12 C11 119.7(8) . . ?
C12 N4 C14 123.2(7) . . ?
N4 C14 C15 119.8(7) . . ?
C14 C15 C10 119.7(7) . . ?
O30 C30 C32 121.5(11) . . ?
O30 C30 C31 119.8(11) . . ?
C32 C30 C31 118.4(10) . . ?
N2 N1 C1 118.6(6) . . ?
C2 N2 N1 115.3(6) . . ?
C6 N3 C5 124.7(6) . . ?
Mo6 O21 Mo2 116.5(2) . . ?
Mo4 O18 Mo2 116.6(2) . . ?
Mo6 O22 Mo3 116.2(2) . . ?
Mo1 O24 Mo5 116.7(2) . . ?
Mo3 O17 Mo1 116.6(2) . . ?
Mo4 O16 Mo1 117.2(2) . . ?
Mo2 O28 Mo1 117.0(2) . . ?
Mo4 O23 Mo6 116.6(2) . . ?
Mo5 O25 Mo4 116.4(2) . . ?
Mo2 O19 Mo3 116.6(2) . . ?
Mo5 O27 Mo6 117.1(2) . . ?
Mo3 O26 Mo5 116.4(2) . . ?
Mo4 O20 Mo3 179.5(3) . . ?
Mo4 O20 Mo6 89.79(18) . . ?
Mo3 O20 Mo6 89.69(18) . . ?
Mo4 O20 Mo1 90.28(18) . . ?
Mo3 O20 Mo1 90.24(18) . . ?
Mo6 O20 Mo1 179.9(3) . . ?
Mo4 O20 Mo5 89.96(18) . . ?
Mo3 O20 Mo5 90.01(16) . . ?
Mo6 O20 Mo5 90.14(18) . . ?
Mo1 O20 Mo5 89.90(18) . . ?
Mo4 O20 Mo2 90.09(16) . . ?
Mo3 O20 Mo2 89.94(18) . . ?
Mo6 O20 Mo2 90.09(18) . . ?
Mo1 O20 Mo2 89.87(18) . . ?
Mo5 O20 Mo2 179.8(3) . . ?
O15 Mo4 O18 104.3(2) . . ?
O15 Mo4 O23 103.0(2) . . ?
O18 Mo4 O23 89.8(2) . . ?
O15 Mo4 O16 103.6(2) . . ?
O18 Mo4 O16 88.5(2) . . ?
O23 Mo4 O16 152.93(18) . . ?
O15 Mo4 O25 102.0(2) . . ?
O18 Mo4 O25 153.73(19) . . ?
O23 Mo4 O25 85.4(2) . . ?
O16 Mo4 O25 84.4(2) . . ?
O15 Mo4 O20 178.2(2) . . ?
O18 Mo4 O20 77.55(19) . . ?
O23 Mo4 O20 76.93(19) . . ?
O16 Mo4 O20 76.3(2) . . ?
O25 Mo4 O20 76.21(19) . . ?
O12 Mo6 O21 104.8(2) . . ?
O12 Mo6 O22 103.6(2) . . ?
O21 Mo6 O22 88.9(2) . . ?
O12 Mo6 O23 102.5(2) . . ?
O21 Mo6 O23 88.1(2) . . ?
O22 Mo6 O23 153.54(19) . . ?
O12 Mo6 O27 101.9(2) . . ?
O21 Mo6 O27 153.22(19) . . ?
O22 Mo6 O27 86.1(2) . . ?
O23 Mo6 O27 84.8(2) . . ?
O12 Mo6 O20 177.6(2) . . ?
O21 Mo6 O20 77.36(19) . . ?
O22 Mo6 O20 77.29(19) . . ?
O23 Mo6 O20 76.41(19) . . ?
O27 Mo6 O20 75.9(2) . . ?
O11 Mo2 O19 104.3(2) . . ?
O11 Mo2 O28 104.4(2) . . ?
O19 Mo2 O28 90.2(2) . . ?
O11 Mo2 O21 102.5(2) . . ?
O19 Mo2 O21 87.3(2) . . ?
O28 Mo2 O21 152.75(19) . . ?
O11 Mo2 O18 102.5(2) . . ?
O19 Mo2 O18 152.98(19) . . ?
O28 Mo2 O18 86.3(2) . . ?
O21 Mo2 O18 83.80(19) . . ?
O11 Mo2 O20 177.7(2) . . ?
O19 Mo2 O20 77.3(2) . . ?
O28 Mo2 O20 77.0(2) . . ?
O21 Mo2 O20 75.98(19) . . ?
O18 Mo2 O20 75.77(18) . . ?
O10 Mo1 O24 103.9(3) . . ?
O10 Mo1 O16 103.8(3) . . ?
O24 Mo1 O16 87.9(2) . . ?
O10 Mo1 O17 103.8(2) . . ?
O24 Mo1 O17 87.6(2) . . ?
O16 Mo1 O17 152.41(19) . . ?
O10 Mo1 O28 103.0(3) . . ?
O24 Mo1 O28 153.2(2) . . ?
O16 Mo1 O28 86.4(2) . . ?
O17 Mo1 O28 85.5(2) . . ?
O10 Mo1 O20 179.1(3) . . ?
O24 Mo1 O20 77.06(19) . . ?
O16 Mo1 O20 76.17(19) . . ?
O17 Mo1 O20 76.29(19) . . ?
O28 Mo1 O20 76.1(2) . . ?
O14 Mo3 O26 103.2(2) . . ?
O14 Mo3 O17 103.5(2) . . ?
O26 Mo3 O17 89.1(2) . . ?
O14 Mo3 O22 102.9(2) . . ?
O26 Mo3 O22 88.2(2) . . ?
O17 Mo3 O22 153.36(18) . . ?
O14 Mo3 O19 103.2(2) . . ?
O26 Mo3 O19 153.62(19) . . ?
O17 Mo3 O19 85.5(2) . . ?
O22 Mo3 O19 85.22(19) . . ?
O14 Mo3 O20 179.2(2) . . ?
O26 Mo3 O20 77.58(19) . . ?
O17 Mo3 O20 76.7(2) . . ?
O22 Mo3 O20 76.85(19) . . ?
O19 Mo3 O20 76.04(19) . . ?
O13 Mo5 O25 104.6(2) . . ?
O13 Mo5 O27 104.0(2) . . ?
O25 Mo5 O27 89.5(2) . . ?
O13 Mo5 O24 102.7(2) . . ?
O25 Mo5 O24 87.8(2) . . ?
O27 Mo5 O24 152.9(2) . . ?
O13 Mo5 O26 102.1(2) . . ?
O25 Mo5 O26 153.3(2) . . ?
O27 Mo5 O26 85.9(2) . . ?
O24 Mo5 O26 84.5(2) . . ?
O13 Mo5 O20 177.8(2) . . ?
O25 Mo5 O20 77.3(2) . . ?
O27 Mo5 O20 76.9(2) . . ?
O24 Mo5 O20 76.2(2) . . ?
O26 Mo5 O20 75.96(19) . . ?
O50 C50 C52 121.8(14) . . ?
O50 C50 C51 121.0(12) . . ?
C52 C50 C51 117.2(12) . . ?
O50B C50B C51B 123.4(16) . . ?
O50B C50B C52B 118.4(14) . . ?
C51B C50B C52B 118.1(13) . . ?

_refine_diff_density_max         1.276
_refine_diff_density_min         -0.826
_refine_diff_density_rms         0.082

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985498'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelx


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)
methylene)benzohydrazide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H15 N3 O3'
_chemical_formula_weight         285.30

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.537(4)
_cell_length_b                   13.573(5)
_cell_length_c                   12.290(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.66(4)
_cell_angle_gamma                90
_cell_volume                     1423.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2591
_cell_measurement_theta_min      4.2063
_cell_measurement_theta_max      28.6685

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82568
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
'CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.'
;


_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Goniometer KM4/Xcalibur,detector Sapphire3'
_diffrn_measurement_method       'ω and π scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11040
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.333
_diffrn_reflns_theta_max         25.988
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2786
_reflns_number_gt                1531
_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, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 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)+(0.0761P)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         2786
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1231
_refine_ls_wR_factor_gt          0.1112
_refine_ls_goodness_of_fit_ref   0.845
_refine_ls_restrained_S_all      0.845
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.4137(2) 0.78171(13) -0.23497(13) 0.0477(5) Uani 1 1 d . . . . .
C2 C 0.6154(2) 0.67373(13) -0.01612(13) 0.0472(5) Uani 1 1 d . . . . .
H2A H 0.5923 0.6078 -0.0289 0.057 Uiso 1 1 calc R U . . .
C3 C 0.7104(2) 0.70253(12) 0.07817(13) 0.0454(5) Uani 1 1 d . . . . .
C4 C 0.7636(2) 0.63171(14) 0.15425(14) 0.0515(5) Uani 1 1 d . . . . .
C5 C 0.8468(3) 0.66433(16) 0.24386(16) 0.0613(5) Uani 1 1 d . . . . .
H5 H 0.8817 0.6173 0.2936 0.074 Uiso 1 1 calc R U . . .
C6 C 0.8332(2) 0.82634(14) 0.19317(15) 0.0562(5) Uani 1 1 d . . . . .
C7 C 0.7481(2) 0.80059(13) 0.09908(14) 0.0505(5) Uani 1 1 d . . . . .
C8 C 0.8702(3) 0.93211(15) 0.2162(2) 0.0829(7) Uani 1 1 d . . . . .
H8A H 0.9283 0.9369 0.2833 0.124 Uiso 1 1 calc R U . . .
H8B H 0.7745 0.9688 0.2219 0.124 Uiso 1 1 calc R U . . .
H8C H 0.9315 0.9585 0.1580 0.124 Uiso 1 1 calc R U . . .
C9 C 0.7300(3) 0.52366(14) 0.14114(17) 0.0624(6) Uani 1 1 d . . . . .
H9A H 0.7662 0.5026 0.0703 0.075 Uiso 1 1 calc R U . . .
H9B H 0.7893 0.4875 0.1958 0.075 Uiso 1 1 calc R U . . .
C10 C 0.3228(2) 0.74653(13) -0.33148(13) 0.0476(5) Uani 1 1 d . . . . .
C11 C 0.2246(2) 0.81310(15) -0.38422(15) 0.0597(6) Uani 1 1 d . . . . .
H11 H 0.2154 0.8770 -0.3577 0.072 Uiso 1 1 calc R U . . .
C12 C 0.1408(3) 0.78512(18) -0.47546(16) 0.0703(6) Uani 1 1 d . . . . .
H12 H 0.0750 0.8301 -0.5101 0.084 Uiso 1 1 calc R U . . .
C13 C 0.1538(3) 0.69143(18) -0.51542(17) 0.0729(7) Uani 1 1 d . . . . .
H13 H 0.0965 0.6728 -0.5768 0.087 Uiso 1 1 calc R U . . .
C14 C 0.2509(3) 0.62526(17) -0.46521(16) 0.0723(6) Uani 1 1 d . . . . .
H14 H 0.2600 0.5618 -0.4929 0.087 Uiso 1 1 calc R U . . .
C15 C 0.3358(3) 0.65207(14) -0.37346(14) 0.0580(5) Uani 1 1 d . . . . .
H15 H 0.4019 0.6066 -0.3398 0.070 Uiso 1 1 calc R U . . .
N1 N 0.47509(19) 0.71156(10) -0.16895(11) 0.0500(4) Uani 1 1 d . . . . .
H1 H 0.4585 0.6501 -0.1818 0.060 Uiso 1 1 calc R U . . .
N2 N 0.56452(19) 0.74038(11) -0.08089(11) 0.0487(4) Uani 1 1 d . . . . .
N3 N 0.8813(2) 0.75887(13) 0.26470(13) 0.0625(5) Uani 1 1 d . . . . .
O1 O 0.43294(17) 0.86982(9) -0.21509(10) 0.0615(4) Uani 1 1 d . . . . .
O2 O 0.70464(18) 0.87540(9) 0.03187(11) 0.0662(4) Uani 1 1 d . . . . .
H2 H 0.6549 0.8531 -0.0200 0.099 Uiso 1 1 calc R U . . .
O3 O 0.56907(19) 0.49897(9) 0.15056(12) 0.0587(4) Uani 1 1 d . . . . .
H3 H 0.523(3) 0.5380(18) 0.1928(19) 0.086(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
C1 O1 1.231(2) . ?
C1 N1 1.353(2) . ?
C1 C10 1.489(3) . ?
C2 N2 1.278(2) . ?
C2 C3 1.460(3) . ?
C3 C7 1.393(2) . ?
C3 C4 1.412(2) . ?
C4 C5 1.377(3) . ?
C4 C9 1.503(3) . ?
C5 N3 1.341(3) . ?
C6 N3 1.331(3) . ?
C6 C7 1.403(3) . ?
C6 C8 1.496(3) . ?
C7 O2 1.358(2) . ?
C9 O3 1.420(3) . ?
C10 C15 1.387(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.377(3) . ?
C12 C13 1.368(3) . ?
C13 C14 1.365(3) . ?
C14 C15 1.382(3) . ?
N1 N2 1.374(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 N1 120.99(17) . . ?
O1 C1 C10 122.46(16) . . ?
N1 C1 C10 116.54(15) . . ?
N2 C2 C3 119.12(16) . . ?
C7 C3 C4 117.15(16) . . ?
C7 C3 C2 121.84(16) . . ?
C4 C3 C2 120.97(16) . . ?
C5 C4 C3 118.01(17) . . ?
C5 C4 C9 119.72(17) . . ?
C3 C4 C9 122.26(17) . . ?
N3 C5 C4 124.81(19) . . ?
N3 C6 C7 121.72(17) . . ?
N3 C6 C8 118.21(18) . . ?
C7 C6 C8 120.05(19) . . ?
O2 C7 C3 122.77(16) . . ?
O2 C7 C6 116.77(16) . . ?
C3 C7 C6 120.45(17) . . ?
O3 C9 C4 113.91(16) . . ?
C15 C10 C11 118.59(18) . . ?
C15 C10 C1 123.35(17) . . ?
C11 C10 C1 118.02(17) . . ?
C12 C11 C10 120.4(2) . . ?
C13 C12 C11 120.3(2) . . ?
C14 C13 C12 120.1(2) . . ?
C13 C14 C15 120.4(2) . . ?
C14 C15 C10 120.23(19) . . ?
C1 N1 N2 118.68(14) . . ?
C2 N2 N1 118.10(15) . . ?
C6 N3 C5 117.84(17) . . ?

_refine_diff_density_max         0.163
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985499'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelx
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
methanol(pyridoxal-isonicotinoyl
-hydrazone-
N,O,O)-dioxa-molybdenum(VI)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 Mo N4 O6'
_chemical_formula_weight         444.26

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

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

_cell_length_a                   7.700(6)
_cell_length_b                   8.392(5)
_cell_length_c                   13.071(7)
_cell_angle_alpha                99.59(5)
_cell_angle_beta                 99.50(6)
_cell_angle_gamma                93.09(6)
_cell_volume                     818.5(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            orange-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.844
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84255
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15649
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.756
_diffrn_reflns_theta_max         26.983
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3523
_reflns_number_gt                3097
_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, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0276P)²+0.3703P] 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         3523
_refine_ls_number_parameters     265
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0637
_refine_ls_wR_factor_gt          0.0624
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.101
_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
Mo Mo 0.81276(3) 0.28851(3) 0.38836(2) 0.01464(7) Uani 1 1 d . . . . .
O6 O 0.5604(2) 0.3675(2) 0.29188(14) 0.0181(4) Uani 1 1 d D . . . .
O4 O 1.0105(2) 0.2212(2) 0.43312(15) 0.0242(4) Uani 1 1 d . . . . .
O5 O 0.7363(2) 0.3756(2) 0.49739(14) 0.0209(4) Uani 1 1 d . . . . .
N3 N 0.5936(3) -0.3400(2) 0.22991(17) 0.0175(5) Uani 1 1 d . . . . .
O2 O 0.6718(2) 0.0801(2) 0.34892(13) 0.0176(4) Uani 1 1 d . . . . .
O1 O 0.9085(2) 0.4907(2) 0.34604(14) 0.0175(4) Uani 1 1 d . . . . .
C1 C 0.9535(3) 0.4818(3) 0.2529(2) 0.0173(5) Uani 1 1 d . . . . .
C4 C 0.6770(4) -0.1942(3) 0.0988(2) 0.0240(6) Uani 1 1 d . . . . .
C3 C 0.7068(3) -0.0483(3) 0.1749(2) 0.0189(5) Uani 1 1 d . . . . .
N4 N 1.2086(3) 0.9090(3) 0.18364(18) 0.0216(5) Uani 1 1 d . . . . .
N1 N 0.9193(3) 0.3542(2) 0.17787(17) 0.0205(5) Uani 1 1 d . . . . .
N2 N 0.8384(3) 0.2278(2) 0.21668(17) 0.0171(4) Uani 1 1 d . . . . .
C8 C 0.5820(3) -0.2111(3) 0.4101(2) 0.0205(6) Uani 1 1 d . . . . .
H8A H 0.5526 -0.3217 0.4155 0.031 Uiso 1 1 calc R U . . .
H8B H 0.4864 -0.1473 0.4252 0.031 Uiso 1 1 calc R U . . .
H8C H 0.6872 -0.1693 0.4599 0.031 Uiso 1 1 calc R U . . .
C11 C 1.0672(3) 0.7753(3) 0.3018(2) 0.0184(5) Uani 1 1 d . . . . .
H11 H 1.0283 0.7824 0.3660 0.022 Uiso 1 1 calc R U . . .
C12 C 1.1484(3) 0.9110(3) 0.2742(2) 0.0211(6) Uani 1 1 d . . . . .
H12 H 1.1614 1.0085 0.3215 0.025 Uiso 1 1 calc R U . . .
C10 C 1.0459(3) 0.6294(3) 0.2308(2) 0.0184(5) Uani 1 1 d . . . . .
C6 C 0.6126(3) -0.2033(3) 0.3011(2) 0.0159(5) Uani 1 1 d . . . . .
C7 C 0.6656(3) -0.0519(3) 0.2744(2) 0.0155(5) Uani 1 1 d . . . . .
C5 C 0.6211(4) -0.3340(3) 0.1310(2) 0.0225(6) Uani 1 1 d . . . . .
H5 H 0.6012 -0.4297 0.0817 0.027 Uiso 1 1 calc R U . . .
C15 C 1.1113(4) 0.6241(3) 0.1373(2) 0.0244(6) Uani 1 1 d . . . . .
H15 H 1.1023 0.5278 0.0891 0.029 Uiso 1 1 calc R U . . .
C16 C 0.3881(3) 0.3346(3) 0.3152(2) 0.0220(6) Uani 1 1 d . . . . .
H16A H 0.3783 0.2280 0.3324 0.033 Uiso 1 1 calc R U . . .
H16B H 0.3004 0.3405 0.2548 0.033 Uiso 1 1 calc R U . . .
H16C H 0.3700 0.4133 0.3740 0.033 Uiso 1 1 calc R U . . .
C14 C 1.1904(4) 0.7659(3) 0.1176(2) 0.0241(6) Uani 1 1 d . . . . .
H14 H 1.2334 0.7615 0.0548 0.029 Uiso 1 1 calc R U . . .
C2 C 0.7875(4) 0.0971(3) 0.1484(2) 0.0242(6) Uani 1 1 d . . . . .
H2 H 0.8030 0.0956 0.0792 0.029 Uiso 1 1 calc R U . . .
C9A C 0.7329(11) -0.2019(13) -0.0095(9) 0.020(2) Uani 0.506(6) 1 d . . P A 1
H9A1 H 0.8566 -0.1645 -0.0017 0.023 Uiso 0.506(6) 1 calc R U P A 1
H9A2 H 0.7138 -0.3116 -0.0493 0.023 Uiso 0.506(6) 1 calc R U P A 1
O3A O 0.6217(4) -0.0959(4) -0.0604(3) 0.0180(11) Uani 0.506(6) 1 d . U P A 1
H3A H 0.6645 -0.0704 -0.1094 0.027 Uiso 0.506(6) 1 calc R U P A 1
C9B C 0.6609(12) -0.1957(13) -0.0194(8) 0.020(2) Uani 0.494(6) 1 d . . P A 2
H9B1 H 0.6300 -0.3054 -0.0581 0.024 Uiso 0.494(6) 1 calc R U P A 2
H9B2 H 0.5691 -0.1283 -0.0424 0.024 Uiso 0.494(6) 1 calc R U P A 2
O3B O 0.8213(6) -0.1370(5) -0.0380(3) 0.0259(13) Uani 0.494(6) 1 d D U P A 2
H3B H 0.802(11) -0.084(8) -0.088(4) 0.06(3) Uiso 0.494(6) 1 d D . P A 2
H6 H 0.579(4) 0.458(2) 0.275(2) 0.031(9) 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
Mo O5 1.699(2) . ?
Mo O4 1.699(2) . ?
Mo O2 1.953(2) . ?
Mo O1 2.010(2) . ?
Mo N2 2.261(2) . ?
Mo O6 2.327(2) . ?
O6 C16 1.432(3) . ?
N3 C6 1.336(3) . ?
N3 C5 1.353(3) . ?
O2 C7 1.340(3) . ?
O1 C1 1.312(3) . ?
C1 N1 1.308(3) . ?
C1 C10 1.489(4) . ?
C4 C5 1.382(4) . ?
C4 C3 1.424(4) . ?
C4 C9B 1.527(11) . ?
C4 C9A 1.539(12) . ?
C3 C7 1.394(4) . ?
C3 C2 1.458(4) . ?
N4 C12 1.338(4) . ?
N4 C14 1.343(4) . ?
N1 N2 1.408(3) . ?
N2 C2 1.290(4) . ?
C8 C6 1.494(4) . ?
C11 C10 1.392(4) . ?
C11 C12 1.397(4) . ?
C10 C15 1.392(4) . ?
C6 C7 1.429(3) . ?
C15 C14 1.389(4) . ?
C9A O3A 1.435(9) . ?
C9B O3B 1.379(10) . ?

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
O5 Mo O4 105.90(10) . . ?
O5 Mo O2 102.25(9) . . ?
O4 Mo O2 98.66(10) . . ?
O5 Mo O1 98.75(9) . . ?
O4 Mo O1 97.16(10) . . ?
O2 Mo O1 149.03(8) . . ?
O5 Mo N2 158.77(8) . . ?
O4 Mo N2 94.38(10) . . ?
O2 Mo N2 80.37(9) . . ?
O1 Mo N2 72.01(9) . . ?
O5 Mo O6 86.24(9) . . ?
O4 Mo O6 167.67(8) . . ?
O2 Mo O6 80.46(9) . . ?
O1 Mo O6 78.47(9) . . ?
N2 Mo O6 73.32(9) . . ?
C16 O6 Mo 121.87(15) . . ?
C6 N3 C5 119.5(2) . . ?
C7 O2 Mo 135.42(16) . . ?
C1 O1 Mo 119.31(16) . . ?
N1 C1 O1 124.6(2) . . ?
N1 C1 C10 118.2(2) . . ?
O1 C1 C10 117.2(2) . . ?
C5 C4 C3 117.6(3) . . ?
C5 C4 C9B 118.0(5) . . ?
C3 C4 C9B 122.7(5) . . ?
C5 C4 C9A 120.6(5) . . ?
C3 C4 C9A 121.1(4) . . ?
C7 C3 C4 118.5(2) . . ?
C7 C3 C2 122.1(2) . . ?
C4 C3 C2 119.3(2) . . ?
C12 N4 C14 116.7(2) . . ?
C1 N1 N2 108.7(2) . . ?
C2 N2 N1 115.1(2) . . ?
C2 N2 Mo 130.18(18) . . ?
N1 N2 Mo 114.66(16) . . ?
C10 C11 C12 118.3(3) . . ?
N4 C12 C11 123.9(3) . . ?
C15 C10 C11 118.6(2) . . ?
C15 C10 C1 120.2(2) . . ?
C11 C10 C1 121.2(2) . . ?
N3 C6 C7 120.6(2) . . ?
N3 C6 C8 119.1(2) . . ?
C7 C6 C8 120.2(2) . . ?
O2 C7 C3 123.9(2) . . ?
O2 C7 C6 116.5(2) . . ?
C3 C7 C6 119.6(2) . . ?
N3 C5 C4 123.9(3) . . ?
C14 C15 C10 118.5(3) . . ?
N4 C14 C15 124.0(3) . . ?
N2 C2 C3 123.0(3) . . ?
O3A C9A C4 104.2(6) . . ?
O3B C9B C4 108.2(6) . . ?

_refine_diff_density_max         0.440
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.078

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985500'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelx
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
cis-(N-((3-oxy)-5-(hydroxymethyl)-2-methylpyridin
-4-yl)methylene)benzhydrazonato-
methanol-dioxo-molybdenum(VI)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H17 Mo N3 O6'
_chemical_formula_weight         443.26

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

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

_cell_length_a                   7.7727(5)
_cell_length_b                   8.4948(4)
_cell_length_c                   13.2876(8)
_cell_angle_alpha                102.209(5)
_cell_angle_beta                 100.582(5)
_cell_angle_gamma                95.244(5)
_cell_volume                     835.14(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    4548
_cell_measurement_theta_min      3.7254
_cell_measurement_theta_max      28.7274

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.826
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93838
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8231
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.897
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3557
_reflns_number_gt                3107
_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, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0425P)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         3557
_refine_ls_number_parameters     248
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.0758
_refine_ls_wR_factor_gt          0.0735
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.0531(3) 0.0337(3) 0.25149(19) 0.0267(5) Uani 1 1 d . . . . .
C2 C 0.2258(3) 0.4262(3) 0.35488(19) 0.0277(5) Uani 1 1 d . . . . .
H2 H 0.2169 0.4333 0.4245 0.033 Uiso 1 1 calc R U . . .
C3 C 0.3004(3) 0.5702(3) 0.32691(18) 0.0255(5) Uani 1 1 d . . . . .
C4 C 0.3260(3) 0.7231(3) 0.39871(19) 0.0279(5) Uani 1 1 d . . . . .
C5 C 0.3779(3) 0.8579(3) 0.3645(2) 0.0318(5) Uani 1 1 d . . . . .
H5 H 0.3951 0.9586 0.4117 0.038 Uiso 1 1 calc R U . . .
C6 C 0.3888(3) 0.7112(3) 0.19893(19) 0.0286(5) Uani 1 1 d . . . . .
C7 C 0.3409(3) 0.5639(3) 0.22819(18) 0.0259(5) Uani 1 1 d . . . . .
C8 C 0.4178(4) 0.7088(3) 0.0910(2) 0.0405(6) Uani 1 1 d . . . . .
H8A H 0.3113 0.6608 0.0404 0.061 Uiso 1 1 calc R U . . .
H8B H 0.5113 0.6460 0.0778 0.061 Uiso 1 1 calc R U . . .
H8C H 0.4495 0.8180 0.0853 0.061 Uiso 1 1 calc R U . . .
C9 C 0.2990(3) 0.7416(3) 0.5100(2) 0.0343(5) Uani 1 1 d . . . . .
H9A H 0.3085 0.8560 0.5437 0.041 Uiso 1 1 calc R U . . .
H9B H 0.1819 0.6902 0.5092 0.041 Uiso 1 1 calc R U . . .
C10 C -0.0382(3) -0.1129(3) 0.27102(19) 0.0276(5) Uani 1 1 d . . . . .
C11 C -0.0648(3) -0.2595(3) 0.1960(2) 0.0323(5) Uani 1 1 d . . . . .
H11 H -0.0276 -0.2645 0.1329 0.039 Uiso 1 1 calc R U . . .
C12 C -0.1476(4) -0.3984(3) 0.2163(2) 0.0402(6) Uani 1 1 d . . . . .
H12 H -0.1648 -0.4969 0.1669 0.048 Uiso 1 1 calc R U . . .
C13 C -0.2045(4) -0.3906(3) 0.3099(2) 0.0424(6) Uani 1 1 d . . . . .
H13 H -0.2589 -0.4838 0.3235 0.051 Uiso 1 1 calc R U . . .
C14 C -0.1803(3) -0.2439(3) 0.3832(2) 0.0408(6) Uani 1 1 d . . . . .
H14 H -0.2204 -0.2382 0.4455 0.049 Uiso 1 1 calc R U . . .
C15 C -0.0972(3) -0.1064(3) 0.3642(2) 0.0340(5) Uani 1 1 d . . . . .
H15 H -0.0804 -0.0084 0.4141 0.041 Uiso 1 1 calc R U . . .
C16 C 0.6156(4) 0.1599(3) 0.1784(2) 0.0411(6) Uani 1 1 d . . . . .
H16A H 0.5986 0.0905 0.1093 0.062 Uiso 1 1 calc R U . . .
H16B H 0.7088 0.1282 0.2249 0.062 Uiso 1 1 calc R U . . .
H16C H 0.6466 0.2705 0.1754 0.062 Uiso 1 1 calc R U . . .
N1 N 0.0926(3) 0.1680(2) 0.32613(16) 0.0296(4) Uani 1 1 d . . . . .
N2 N 0.1717(3) 0.2897(2) 0.28798(15) 0.0262(4) Uani 1 1 d . . . . .
N3 N 0.4052(3) 0.8536(2) 0.26729(17) 0.0302(4) Uani 1 1 d . . . . .
O1 O 0.0957(2) 0.02144(18) 0.15948(13) 0.0304(4) Uani 1 1 d . . . . .
O2 O 0.3398(2) 0.42624(18) 0.15846(14) 0.0332(4) Uani 1 1 d . . . . .
O3 O 0.4261(4) 0.6698(3) 0.56623(18) 0.0662(7) Uani 1 1 d . . . . .
H3 H 0.4569 0.7242 0.6269 0.099 Uiso 1 1 calc R U . . .
O4 O -0.0032(3) 0.2764(2) 0.06824(16) 0.0452(5) Uani 1 1 d . . . . .
O5 O 0.2661(3) 0.1231(2) 0.01204(14) 0.0383(4) Uani 1 1 d . . . . .
O6 O 0.4552(2) 0.14564(18) 0.21685(14) 0.0305(4) Uani 1 1 d D . . . .
Mo Mo 0.19015(3) 0.21755(2) 0.11699(2) 0.02670(9) Uani 1 1 d . . . . .
H6 H 0.429(3) 0.0530(17) 0.226(2) 0.031(7) 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 O1 1.310(3) . ?
C1 N1 1.313(3) . ?
C1 C10 1.471(3) . ?
C2 N2 1.284(3) . ?
C2 C3 1.453(3) . ?
C3 C7 1.395(3) . ?
C3 C4 1.412(3) . ?
C4 C5 1.373(3) . ?
C4 C9 1.509(3) . ?
C5 N3 1.340(3) . ?
C6 N3 1.330(3) . ?
C6 C7 1.425(3) . ?
C6 C8 1.488(4) . ?
C7 O2 1.328(3) . ?
C9 O3 1.393(3) . ?
C10 C15 1.390(3) . ?
C10 C11 1.393(3) . ?
C11 C12 1.393(3) . ?
C12 C13 1.385(4) . ?
C13 C14 1.384(4) . ?
C14 C15 1.375(3) . ?
C16 O6 1.436(3) . ?
N1 N2 1.387(3) . ?
N2 Mo 2.2594(19) . ?
O1 Mo 1.9897(15) . ?
O2 Mo 1.9424(16) . ?
O4 Mo 1.6865(19) . ?
O5 Mo 1.6891(17) . ?
O6 Mo 2.4388(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
O1 C1 N1 122.9(2) . . ?
O1 C1 C10 117.27(19) . . ?
N1 C1 C10 119.8(2) . . ?
N2 C2 C3 123.1(2) . . ?
C7 C3 C4 118.2(2) . . ?
C7 C3 C2 121.77(19) . . ?
C4 C3 C2 120.0(2) . . ?
C5 C4 C3 117.8(2) . . ?
C5 C4 C9 119.8(2) . . ?
C3 C4 C9 122.4(2) . . ?
N3 C5 C4 124.1(2) . . ?
N3 C6 C7 120.4(2) . . ?
N3 C6 C8 118.9(2) . . ?
C7 C6 C8 120.7(2) . . ?
O2 C7 C3 123.61(19) . . ?
O2 C7 C6 116.8(2) . . ?
C3 C7 C6 119.5(2) . . ?
O3 C9 C4 109.5(2) . . ?
C15 C10 C11 119.7(2) . . ?
C15 C10 C1 120.5(2) . . ?
C11 C10 C1 119.9(2) . . ?
C10 C11 C12 119.4(2) . . ?
C13 C12 C11 120.3(2) . . ?
C12 C13 C14 119.9(2) . . ?
C15 C14 C13 120.2(2) . . ?
C14 C15 C10 120.5(2) . . ?
C1 N1 N2 109.06(18) . . ?
C2 N2 N1 115.64(19) . . ?
C2 N2 Mo 129.29(15) . . ?
N1 N2 Mo 115.06(13) . . ?
C6 N3 C5 119.63(19) . . ?
C1 O1 Mo 120.77(13) . . ?
C7 O2 Mo 133.82(15) . . ?
C16 O6 Mo 118.17(16) . . ?
O4 Mo O5 106.29(10) . . ?
O4 Mo O2 99.70(9) . . ?
O5 Mo O2 101.62(8) . . ?
O4 Mo O1 98.76(9) . . ?
O5 Mo O1 98.41(7) . . ?
O2 Mo O1 147.60(7) . . ?
O4 Mo N2 96.12(8) . . ?
O5 Mo N2 156.70(8) . . ?
O2 Mo N2 80.34(7) . . ?
O1 Mo N2 71.40(6) . . ?
O4 Mo O6 170.10(8) . . ?
O5 Mo O6 83.46(8) . . ?
O2 Mo O6 79.58(7) . . ?
O1 Mo O6 77.71(6) . . ?
N2 Mo O6 74.00(6) . . ?

_refine_diff_density_max         1.229
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.071

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985501'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelx

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
cis-(N-((3-oxy)-5-(hydroxymethyl)-2
-methylpyridin-4-yl)methylene)-4-
hydroxylbenzhydrazonato-methanol-
dioxo-molybdenum(VI) methanol solvate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H21 Mo N3 O8'
_chemical_formula_weight         491.31

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


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

_cell_length_a                   7.8373(5)
_cell_length_b                   9.3588(4)
_cell_length_c                   13.025(3)
_cell_angle_alpha                92.297(8)
_cell_angle_beta                 103.058(5)
_cell_angle_gamma                95.262(5)
_cell_volume                     924.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow-orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.763
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11816
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.272
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3971
_reflns_number_gt                3673
_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, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON98 (Spek, 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0301P)²+0.1520P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3971
_refine_ls_number_parameters     346
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0515
_refine_ls_wR_factor_gt          0.0509
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.7351(2) 0.01451(17) 0.13608(13) 0.0124(3) Uani 1 1 d . . . . .
C2 C 0.7408(2) 0.00817(17) -0.12298(13) 0.0129(3) Uani 1 1 d . . . . .
C3 C 0.7760(2) 0.10163(17) -0.20384(13) 0.0128(3) Uani 1 1 d . . . . .
C4 C 0.8015(2) 0.04074(18) -0.29994(13) 0.0146(3) Uani 1 1 d . . . . .
C5 C 0.8206(2) 0.13198(18) -0.37748(14) 0.0162(3) Uani 1 1 d . . . . .
C6 C 0.7843(2) 0.33440(17) -0.28056(13) 0.0135(3) Uani 1 1 d . . . . .
C7 C 0.7761(2) 0.25144(17) -0.19296(13) 0.0128(3) Uani 1 1 d . . . . .
C8 C 0.7609(2) 0.49105(18) -0.27492(14) 0.0163(3) Uani 1 1 d . . . . .
C9 C 0.8017(2) -0.11906(18) -0.32048(14) 0.0166(3) Uani 1 1 d . . . . .
C10 C 0.7156(2) -0.07796(17) 0.22191(13) 0.0132(3) Uani 1 1 d . . . . .
C11 C 0.6687(2) -0.02313(18) 0.31191(13) 0.0149(3) Uani 1 1 d . . . . .
C12 C 0.6413(2) -0.11214(19) 0.39003(13) 0.0163(3) Uani 1 1 d . . . . .
C13 C 0.6644(2) -0.25741(18) 0.38077(13) 0.0157(3) Uani 1 1 d . . . . .
C14 C 0.7125(2) -0.31349(18) 0.29165(14) 0.0170(3) Uani 1 1 d . . . . .
C15 C 0.7371(2) -0.22462(18) 0.21312(13) 0.0147(3) Uani 1 1 d . . . . .
C16 C 0.4565(3) 0.3668(2) 0.09647(16) 0.0197(4) Uani 1 1 d . . . . .
C17 C 0.8728(3) 0.3689(2) 0.39768(18) 0.0290(4) Uani 1 1 d . . . . .
N1 N 0.70243(18) -0.04513(14) 0.04009(11) 0.0126(3) Uani 1 1 d . . . . .
N2 N 0.73716(17) 0.05643(14) -0.02968(10) 0.0113(3) Uani 1 1 d . . . . .
N3 N 0.80724(19) 0.27461(15) -0.36999(11) 0.0151(3) Uani 1 1 d . . . . .
O1 O 0.78169(15) 0.15217(12) 0.15825(9) 0.0148(2) Uani 1 1 d . . . . .
O2 O 0.75815(15) 0.32152(11) -0.10499(9) 0.0139(2) Uani 1 1 d . . . . .
O3 O 0.62628(18) -0.18598(13) -0.33633(11) 0.0239(3) Uani 1 1 d D . . . .
O4 O 1.03581(16) 0.25115(13) 0.05262(10) 0.0192(3) Uani 1 1 d . . . . .
O5 O 0.83215(15) 0.44276(12) 0.11094(9) 0.0166(2) Uani 1 1 d . . . . .
O6 O 0.52838(16) 0.28403(13) 0.02398(9) 0.0147(2) Uani 1 1 d . . . . .
O7 O 0.63822(18) -0.33988(15) 0.46051(10) 0.0204(3) Uani 1 1 d . . . . .
O8 O 0.72498(18) 0.39539(14) 0.44003(10) 0.0217(3) Uani 1 1 d D . . . .
Mo Mo 0.82270(2) 0.28236(2) 0.04255(2) 0.01130(5) Uani 1 1 d . . . . .
H2 H 0.717(2) -0.089(2) -0.1375(15) 0.015(5) Uiso 1 1 d . . . . .
H3 H 0.610(3) -0.2455(19) -0.3870(13) 0.032(6) Uiso 1 1 d D . . . .
H5 H 0.840(3) 0.095(2) -0.4422(16) 0.015(5) Uiso 1 1 d . . . . .
H6 H 0.466(3) 0.215(2) 0.0059(18) 0.026(6) Uiso 1 1 d . . . . .
H7 H 0.660(3) -0.413(3) 0.454(2) 0.041(8) Uiso 1 1 d . . . . .
H8 H 0.747(3) 0.370(2) 0.5011(10) 0.030(6) Uiso 1 1 d D . . . .
H8A H 0.839(3) 0.537(2) -0.2139(17) 0.020(5) Uiso 1 1 d . . . . .
H8B H 0.653(3) 0.507(2) -0.2687(16) 0.020(5) Uiso 1 1 d . . . . .
H8C H 0.781(3) 0.531(2) -0.3371(19) 0.035(6) Uiso 1 1 d . . . . .
H9A H 0.880(3) -0.161(2) -0.2662(16) 0.015(5) Uiso 1 1 d . . . . .
H9B H 0.844(3) -0.132(2) -0.3820(17) 0.018(5) Uiso 1 1 d . . . . .
H11 H 0.648(3) 0.064(2) 0.3169(16) 0.017(5) Uiso 1 1 d . . . . .
H12 H 0.600(3) -0.084(2) 0.4447(18) 0.026(6) Uiso 1 1 d . . . . .
H14 H 0.729(2) -0.409(2) 0.2847(15) 0.014(5) Uiso 1 1 d . . . . .
H15 H 0.769(3) -0.260(2) 0.1554(16) 0.016(5) Uiso 1 1 d . . . . .
H16A H 0.483(3) 0.330(2) 0.1676(19) 0.030(6) Uiso 1 1 d . . . . .
H16B H 0.506(3) 0.460(3) 0.0978(18) 0.030(6) Uiso 1 1 d . . . . .
H16C H 0.337(3) 0.359(2) 0.0720(17) 0.029(6) Uiso 1 1 d . . . . .
H17A H 0.950(4) 0.460(3) 0.401(2) 0.052(8) Uiso 1 1 d . . . . .
H17B H 0.941(5) 0.294(4) 0.431(3) 0.083(11) Uiso 1 1 d . . . . .
H17C H 0.839(4) 0.337(3) 0.333(2) 0.054(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
C1 O1 1.3088(19) . ?
C1 N1 1.309(2) . ?
C1 C10 1.467(2) . ?
C2 N2 1.287(2) . ?
C2 C3 1.453(2) . ?
C3 C7 1.404(2) . ?
C3 C4 1.417(2) . ?
C4 C5 1.373(2) . ?
C4 C9 1.509(2) . ?
C5 N3 1.350(2) . ?
C6 N3 1.328(2) . ?
C6 C7 1.416(2) . ?
C6 C8 1.495(2) . ?
C7 O2 1.3387(19) . ?
C9 O3 1.424(2) . ?
C10 C11 1.398(2) . ?
C10 C15 1.401(2) . ?
C11 C12 1.382(2) . ?
C12 C13 1.392(2) . ?
C13 O7 1.360(2) . ?
C13 C14 1.396(2) . ?
C14 C15 1.379(2) . ?
C16 O6 1.439(2) . ?
C17 O8 1.428(2) . ?
N1 N2 1.3918(18) . ?
N2 Mo 2.2585(13) . ?
O1 Mo 2.0378(12) . ?
O2 Mo 1.9325(12) . ?
O4 Mo 1.6987(12) . ?
O5 Mo 1.7015(11) . ?
O6 Mo 2.2659(12) . ?

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 N1 123.03(15) . . ?
O1 C1 C10 119.00(14) . . ?
N1 C1 C10 117.97(14) . . ?
N2 C2 C3 122.62(15) . . ?
C7 C3 C4 118.02(15) . . ?
C7 C3 C2 122.22(14) . . ?
C4 C3 C2 119.66(14) . . ?
C5 C4 C3 117.79(15) . . ?
C5 C4 C9 119.75(15) . . ?
C3 C4 C9 122.42(15) . . ?
N3 C5 C4 124.10(15) . . ?
N3 C6 C7 121.09(14) . . ?
N3 C6 C8 118.71(15) . . ?
C7 C6 C8 120.16(15) . . ?
O2 C7 C3 123.46(14) . . ?
O2 C7 C6 116.98(14) . . ?
C3 C7 C6 119.44(15) . . ?
O3 C9 C4 108.98(13) . . ?
C11 C10 C15 118.74(15) . . ?
C11 C10 C1 120.86(14) . . ?
C15 C10 C1 120.36(15) . . ?
C12 C11 C10 120.69(15) . . ?
C11 C12 C13 120.01(16) . . ?
O7 C13 C12 117.68(15) . . ?
O7 C13 C14 122.41(15) . . ?
C12 C13 C14 119.92(15) . . ?
C15 C14 C13 119.85(16) . . ?
C14 C15 C10 120.78(16) . . ?
C1 N1 N2 110.02(13) . . ?
C2 N2 N1 116.61(13) . . ?
C2 N2 Mo 127.25(11) . . ?
N1 N2 Mo 115.38(9) . . ?
C6 N3 C5 119.17(14) . . ?
C1 O1 Mo 120.16(10) . . ?
C7 O2 Mo 132.62(10) . . ?
C16 O6 Mo 121.74(11) . . ?
O4 Mo O5 105.28(6) . . ?
O4 Mo O2 99.79(5) . . ?
O5 Mo O2 105.80(5) . . ?
O4 Mo O1 95.64(5) . . ?
O5 Mo O1 97.72(5) . . ?
O2 Mo O1 147.16(5) . . ?
O4 Mo N2 89.17(5) . . ?
O5 Mo N2 162.87(5) . . ?
O2 Mo N2 80.12(5) . . ?
O1 Mo N2 71.26(5) . . ?
O4 Mo O6 170.50(5) . . ?
O5 Mo O6 83.50(5) . . ?
O2 Mo O6 80.91(5) . . ?
O1 Mo O6 79.32(5) . . ?
N2 Mo O6 81.60(5) . . ?

_refine_diff_density_max         0.481
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.061

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985502'
