# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1887039'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_publcif_datablock.id            {a7a88871-fc01-475e-b56b-b0cd65d2279c}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
"methanol(2-oxobenzaldehyde 2-aminobenzoylhydrazonato-O,N,O')dioxomolybdenum(VI)"
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H15 Mo N3 O5'
_chemical_formula_sum            'C15 H15 Mo N3 O5'
_chemical_formula_weight         413.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.5800(8)
_cell_length_b                   9.6323(4)
_cell_length_c                   14.7642(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.415(7)
_cell_angle_gamma                90
_cell_volume                     1571.34(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2354
_cell_measurement_theta_min      4.3900
_cell_measurement_theta_max      26.6120

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.866
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.88715
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.948
_oxdiff_exptl_absorpt_empirical_full_max 1.115
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      296(2)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            17526
_diffrn_reflns_av_unetI/netI     0.0927
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.121
_diffrn_reflns_theta_max         29.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4272
_reflns_number_gt                2654
_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       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0464P)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         4272
_refine_ls_number_parameters     227
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1073
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1216
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
C15 C 0.3585(5) 0.6507(6) 0.0265(4) 0.0544(14) Uani 1 1 d . . . . .
H15A H 0.337662 0.635852 0.083989 0.082 Uiso 1 1 calc R U . . .
H15B H 0.335305 0.570974 -0.013928 0.082 Uiso 1 1 calc R U . . .
H15C H 0.316819 0.731157 -0.005550 0.082 Uiso 1 1 calc R U . . .
Mo1 Mo 0.61455(4) 0.70674(3) 0.20021(3) 0.03103(13) Uani 1 1 d . . . . .
N3 N 0.4992(4) 1.2784(4) 0.1318(3) 0.0362(9) Uani 1 1 d D . . . .
H3A H 0.563(3) 1.231(4) 0.150(3) 0.043 Uiso 1 1 d D U . . .
H3B H 0.511(4) 1.357(3) 0.159(3) 0.043 Uiso 1 1 d D U . . .
O4 O 0.5404(3) 0.5661(3) 0.2262(2) 0.0411(8) Uani 1 1 d . . . . .
O1 O 0.4851(3) 0.8469(3) 0.1938(2) 0.0338(7) Uani 1 1 d . . . . .
N1 N 0.5748(3) 1.0081(3) 0.1200(3) 0.0337(9) Uani 1 1 d . . . . .
O2 O 0.7255(3) 0.6270(3) 0.1413(3) 0.0426(9) Uani 1 1 d . . . . .
C4 C 0.3016(4) 1.2942(5) 0.1524(4) 0.0422(12) Uani 1 1 d . . . . .
H4 H 0.305380 1.389940 0.145756 0.051 Uiso 1 1 calc R U . . .
N2 N 0.6554(3) 0.8972(3) 0.1272(3) 0.0316(8) Uani 1 1 d . . . . .
C1 C 0.4904(4) 0.9724(4) 0.1559(3) 0.0309(10) Uani 1 1 d . . . . .
C2 C 0.3915(4) 1.0683(4) 0.1569(3) 0.0290(10) Uani 1 1 d . . . . .
C9 C 0.8369(4) 0.8148(4) 0.0976(3) 0.0340(10) Uani 1 1 d . . . . .
C3 C 0.3996(4) 1.2122(4) 0.1475(3) 0.0311(9) Uani 1 1 d . . . . .
O3 O 0.7123(3) 0.7558(3) 0.3059(3) 0.0495(9) Uani 1 1 d . . . . .
C10 C 0.8233(4) 0.6742(4) 0.1190(3) 0.0341(11) Uani 1 1 d . . . . .
O5 O 0.4877(3) 0.6717(4) 0.0491(3) 0.0447(9) Uani 1 1 d D . . . .
H5O H 0.497(5) 0.693(5) -0.002(2) 0.054 Uiso 1 1 d D U . . .
C13 C 1.0267(5) 0.7609(6) 0.0711(4) 0.0529(14) Uani 1 1 d . . . . .
H13 H 1.095509 0.789665 0.056156 0.063 Uiso 1 1 calc R U . . .
C8 C 0.7461(4) 0.9183(4) 0.0981(4) 0.0371(11) Uani 1 1 d . . . . .
H8 H 0.755263 1.006422 0.075344 0.045 Uiso 1 1 calc R U . . .
C14 C 0.9392(5) 0.8548(5) 0.0730(4) 0.0487(13) Uani 1 1 d . . . . .
H14 H 0.947977 0.946987 0.057604 0.058 Uiso 1 1 calc R U . . .
C7 C 0.2876(4) 1.0129(5) 0.1713(3) 0.0398(12) Uani 1 1 d . . . . .
H7 H 0.282464 0.917241 0.177848 0.048 Uiso 1 1 calc R U . . .
C12 C 1.0129(5) 0.6235(5) 0.0914(4) 0.0472(13) Uani 1 1 d . . . . .
H12 H 1.072063 0.559409 0.089270 0.057 Uiso 1 1 calc R U . . .
C11 C 0.9112(4) 0.5798(5) 0.1150(4) 0.0416(12) Uani 1 1 d . . . . .
H11 H 0.902393 0.486668 0.128098 0.050 Uiso 1 1 calc R U . . .
C6 C 0.1921(5) 1.0944(5) 0.1763(4) 0.0472(13) Uani 1 1 d . . . . .
H6 H 0.123522 1.054620 0.185855 0.057 Uiso 1 1 calc R U . . .
C5 C 0.2002(5) 1.2365(5) 0.1669(4) 0.0446(13) Uani 1 1 d . . . . .
H5 H 0.136731 1.293194 0.170468 0.054 Uiso 1 1 calc R U . . .


_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
C15 O5 1.446(6) . ?
Mo1 O3 1.698(4) . ?
Mo1 O4 1.708(3) . ?
Mo1 O2 1.915(3) . ?
Mo1 O1 1.998(3) . ?
Mo1 N2 2.248(3) . ?
Mo1 O5 2.300(4) . ?
N3 C3 1.397(5) . ?
O1 C1 1.340(5) . ?
N1 C1 1.291(5) . ?
N1 N2 1.401(5) . ?
O2 C10 1.349(5) . ?
C4 C5 1.372(6) . ?
C4 C3 1.402(6) . ?
N2 C8 1.266(5) . ?
C1 C2 1.474(6) . ?
C2 C7 1.390(6) . ?
C2 C3 1.399(5) . ?
C9 C14 1.394(6) . ?
C9 C10 1.410(6) . ?
C9 C8 1.450(6) . ?
C10 C11 1.379(6) . ?
C13 C14 1.365(7) . ?
C13 C12 1.377(7) . ?
C7 C6 1.376(6) . ?
C12 C11 1.389(6) . ?
C6 C5 1.381(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Mo1 O4 104.83(16) . . ?
O3 Mo1 O2 100.10(16) . . ?
O4 Mo1 O2 103.60(13) . . ?
O3 Mo1 O1 98.06(15) . . ?
O4 Mo1 O1 97.23(13) . . ?
O2 Mo1 O1 147.69(13) . . ?
O3 Mo1 N2 92.03(15) . . ?
O4 Mo1 N2 161.23(15) . . ?
O2 Mo1 N2 81.01(12) . . ?
O1 Mo1 N2 71.83(12) . . ?
O3 Mo1 O5 171.58(14) . . ?
O4 Mo1 O5 83.31(14) . . ?
O2 Mo1 O5 79.69(14) . . ?
O1 Mo1 O5 78.51(13) . . ?
N2 Mo1 O5 79.61(13) . . ?
C1 O1 Mo1 120.1(3) . . ?
C1 N1 N2 109.6(3) . . ?
C10 O2 Mo1 134.6(3) . . ?
C5 C4 C3 121.6(4) . . ?
C8 N2 N1 117.0(3) . . ?
C8 N2 Mo1 127.5(3) . . ?
N1 N2 Mo1 115.3(2) . . ?
N1 C1 O1 123.1(4) . . ?
N1 C1 C2 121.5(4) . . ?
O1 C1 C2 115.4(4) . . ?
C7 C2 C3 118.8(4) . . ?
C7 C2 C1 118.1(4) . . ?
C3 C2 C1 123.0(4) . . ?
C14 C9 C10 119.0(4) . . ?
C14 C9 C8 119.0(4) . . ?
C10 C9 C8 122.0(4) . . ?
N3 C3 C2 123.5(4) . . ?
N3 C3 C4 118.2(4) . . ?
C2 C3 C4 118.3(4) . . ?
O2 C10 C11 118.2(4) . . ?
O2 C10 C9 122.4(4) . . ?
C11 C10 C9 119.3(4) . . ?
C15 O5 Mo1 124.1(3) . . ?
C14 C13 C12 119.8(5) . . ?
N2 C8 C9 124.6(4) . . ?
C13 C14 C9 121.2(5) . . ?
C6 C7 C2 122.4(4) . . ?
C13 C12 C11 120.6(5) . . ?
C10 C11 C12 120.2(4) . . ?
C7 C6 C5 118.7(4) . . ?
C4 C5 C6 120.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C8 -177.4(4) . . . . ?
C1 N1 N2 Mo1 -1.9(5) . . . . ?
N2 N1 C1 O1 0.2(6) . . . . ?
N2 N1 C1 C2 -179.1(4) . . . . ?
Mo1 O1 C1 N1 1.9(6) . . . . ?
Mo1 O1 C1 C2 -178.7(3) . . . . ?
N1 C1 C2 C7 162.3(5) . . . . ?
O1 C1 C2 C7 -17.2(6) . . . . ?
N1 C1 C2 C3 -20.2(7) . . . . ?
O1 C1 C2 C3 160.4(4) . . . . ?
C7 C2 C3 N3 -179.3(4) . . . . ?
C1 C2 C3 N3 3.1(7) . . . . ?
C7 C2 C3 C4 -0.4(6) . . . . ?
C1 C2 C3 C4 -178.0(4) . . . . ?
C5 C4 C3 N3 179.5(5) . . . . ?
C5 C4 C3 C2 0.5(7) . . . . ?
Mo1 O2 C10 C11 152.4(4) . . . . ?
Mo1 O2 C10 C9 -29.2(7) . . . . ?
C14 C9 C10 O2 -178.4(5) . . . . ?
C8 C9 C10 O2 -0.1(7) . . . . ?
C14 C9 C10 C11 0.0(7) . . . . ?
C8 C9 C10 C11 178.3(5) . . . . ?
N1 N2 C8 C9 -178.3(4) . . . . ?
Mo1 N2 C8 C9 6.9(7) . . . . ?
C14 C9 C8 N2 -173.4(5) . . . . ?
C10 C9 C8 N2 8.3(8) . . . . ?
C12 C13 C14 C9 1.7(9) . . . . ?
C10 C9 C14 C13 -1.3(8) . . . . ?
C8 C9 C14 C13 -179.7(5) . . . . ?
C3 C2 C7 C6 0.2(7) . . . . ?
C1 C2 C7 C6 177.9(5) . . . . ?
C14 C13 C12 C11 -0.8(8) . . . . ?
O2 C10 C11 C12 179.4(5) . . . . ?
C9 C10 C11 C12 0.9(7) . . . . ?
C13 C12 C11 C10 -0.5(8) . . . . ?
C2 C7 C6 C5 -0.2(8) . . . . ?
C3 C4 C5 C6 -0.5(8) . . . . ?
C7 C6 C5 C4 0.3(8) . . . . ?

_refine_diff_density_max         1.305
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.115

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

data_1-beta
_database_code_depnum_ccdc_archive 'CCDC 1887041'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_publcif_datablock.id            {acca08b5-c416-4c09-9d60-23906cdb1d8f}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
"cyclo-bis(2-oxobenzaldehyde 2-aminobenzoylhydrazonato-O,N,O',N')tetraoxo-dimolybdenum(VI)"
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H11 Mo N3 O4'
_chemical_formula_sum            'C14 H11 Mo N3 O4'
_chemical_formula_weight         381.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.1665(5)
_cell_length_b                   9.6856(4)
_cell_length_c                   18.1363(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.776(6)
_cell_angle_gamma                90
_cell_volume                     1429.55(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1647
_cell_measurement_theta_min      4.3380
_cell_measurement_theta_max      25.4810

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.939
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.86005
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      296(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            8202
_diffrn_reflns_av_unetI/netI     0.1160
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.208
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3113
_reflns_number_gt                1934
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0111P)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         3113
_refine_ls_number_parameters     205
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.0856
_refine_ls_wR_factor_gt          0.0725
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_restrained_S_all      0.968
_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
Mo1 Mo 0.27195(6) 0.72328(5) 0.04704(3) 0.03958(16) Uani 1 1 d . . . . .
N3 N 0.5029(5) 1.2787(5) 0.0434(2) 0.0393(10) Uani 1 1 d D . . . .
H3A H 0.428(4) 1.232(4) 0.019(2) 0.047 Uiso 1 1 d D U . . .
H3B H 0.481(5) 1.364(2) 0.048(3) 0.047 Uiso 1 1 d D U . . .
O1 O 0.4289(4) 0.8586(3) 0.09881(17) 0.0404(9) Uani 1 1 d . . . . .
N1 N 0.3194(4) 1.0388(4) 0.0277(2) 0.0316(10) Uani 1 1 d . . . . .
O4 O 0.3750(4) 0.5767(3) 0.0748(2) 0.0516(10) Uani 1 1 d . . . . .
C3 C 0.5360(5) 1.2255(5) 0.1163(3) 0.0325(11) Uani 1 1 d . . . . .
C10 C 0.0399(6) 0.7239(6) -0.0949(3) 0.0386(13) Uani 1 1 d . . . . .
C1 C 0.4136(5) 0.9917(5) 0.0832(3) 0.0306(12) Uani 1 1 d . . . . .
N2 N 0.2339(5) 0.9288(4) -0.0076(2) 0.0306(10) Uani 1 1 d . . . . .
O2 O 0.1446(4) 0.6655(3) -0.04157(19) 0.0462(9) Uani 1 1 d . . . . .
C8 C 0.1411(5) 0.9623(5) -0.0659(3) 0.0357(13) Uani 1 1 d . . . . .
H8 H 0.138209 1.054597 -0.080156 0.043 Uiso 1 1 calc R U . . .
C2 C 0.5062(5) 1.0882(5) 0.1341(3) 0.0312(12) Uani 1 1 d . . . . .
C5 C 0.6531(6) 1.2661(6) 0.2408(3) 0.0502(15) Uani 1 1 d . . . . .
H5 H 0.699427 1.325938 0.276866 0.060 Uiso 1 1 calc R U . . .
C7 C 0.5583(5) 1.0419(5) 0.2056(3) 0.0390(13) Uani 1 1 d . . . . .
H7 H 0.543663 0.949670 0.217625 0.047 Uiso 1 1 calc R U . . .
C14 C -0.0580(6) 0.9153(6) -0.1714(3) 0.0457(15) Uani 1 1 d . . . . .
H14 H -0.054758 1.008460 -0.183522 0.055 Uiso 1 1 calc R U . . .
C4 C 0.6081(5) 1.3153(5) 0.1708(3) 0.0409(14) Uani 1 1 d . . . . .
H4 H 0.625258 1.407615 0.159592 0.049 Uiso 1 1 calc R U . . .
O3 O 0.1195(4) 0.7430(3) 0.10416(19) 0.0555(11) Uani 1 1 d . . . . .
C9 C 0.0412(6) 0.8653(5) -0.1104(3) 0.0370(13) Uani 1 1 d . . . . .
C11 C -0.0686(6) 0.6371(6) -0.1365(3) 0.0507(16) Uani 1 1 d . . . . .
H11 H -0.074691 0.543840 -0.124900 0.061 Uiso 1 1 calc R U . . .
C12 C -0.1665(6) 0.6914(7) -0.1947(3) 0.0602(18) Uani 1 1 d . . . . .
H12 H -0.239080 0.633700 -0.222287 0.072 Uiso 1 1 calc R U . . .
C6 C 0.6303(6) 1.1296(6) 0.2582(3) 0.0471(15) Uani 1 1 d . . . . .
H6 H 0.663602 1.096924 0.305267 0.057 Uiso 1 1 calc R U . . .
C13 C -0.1596(6) 0.8281(7) -0.2131(3) 0.0564(17) Uani 1 1 d . . . . .
H13 H -0.223987 0.861753 -0.253897 0.068 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O3 1.695(3) . ?
Mo1 O4 1.705(3) . ?
Mo1 O2 1.923(3) . ?
Mo1 O1 2.010(3) . ?
Mo1 N2 2.234(4) . ?
N3 C3 1.424(6) . ?
N3 H3A 0.854(19) . ?
N3 H3B 0.855(19) . ?
O1 C1 1.324(5) . ?
N1 C1 1.298(5) . ?
N1 N2 1.399(5) . ?
C3 C2 1.394(6) . ?
C3 C4 1.409(6) . ?
C10 O2 1.360(5) . ?
C10 C11 1.396(6) . ?
C10 C9 1.398(7) . ?
C1 C2 1.477(6) . ?
N2 C8 1.290(5) . ?
C8 C9 1.446(6) . ?
C8 H8 0.9300 . ?
C2 C7 1.405(6) . ?
C5 C6 1.375(7) . ?
C5 C4 1.377(7) . ?
C5 H5 0.9300 . ?
C7 C6 1.372(6) . ?
C7 H7 0.9300 . ?
C14 C13 1.367(6) . ?
C14 C9 1.401(6) . ?
C14 H14 0.9300 . ?
C4 H4 0.9300 . ?
C11 C12 1.374(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.368(7) . ?
C12 H12 0.9300 . ?
C6 H6 0.9300 . ?
C13 H13 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Mo1 O4 106.44(16) . . ?
O3 Mo1 O2 99.77(15) . . ?
O4 Mo1 O2 102.91(16) . . ?
O3 Mo1 O1 96.52(15) . . ?
O4 Mo1 O1 97.18(15) . . ?
O2 Mo1 O1 149.24(13) . . ?
O3 Mo1 N2 95.10(14) . . ?
O4 Mo1 N2 156.92(15) . . ?
O2 Mo1 N2 80.96(15) . . ?
O1 Mo1 N2 71.71(14) . . ?
C3 N3 H3A 112(3) . . ?
C3 N3 H3B 106(3) . . ?
H3A N3 H3B 115(5) . . ?
C1 O1 Mo1 119.3(3) . . ?
C1 N1 N2 109.2(4) . . ?
C2 C3 C4 119.8(5) . . ?
C2 C3 N3 122.5(5) . . ?
C4 C3 N3 117.7(5) . . ?
O2 C10 C11 117.8(5) . . ?
O2 C10 C9 122.4(5) . . ?
C11 C10 C9 119.7(5) . . ?
N1 C1 O1 123.2(5) . . ?
N1 C1 C2 120.1(5) . . ?
O1 C1 C2 116.7(4) . . ?
C8 N2 N1 114.8(4) . . ?
C8 N2 Mo1 129.7(3) . . ?
N1 N2 Mo1 115.5(3) . . ?
C10 O2 Mo1 137.5(3) . . ?
N2 C8 C9 124.0(5) . . ?
N2 C8 H8 118.0 . . ?
C9 C8 H8 118.0 . . ?
C3 C2 C7 118.2(5) . . ?
C3 C2 C1 123.3(5) . . ?
C7 C2 C1 118.4(5) . . ?
C6 C5 C4 120.9(5) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C6 C7 C2 121.6(5) . . ?
C6 C7 H7 119.2 . . ?
C2 C7 H7 119.2 . . ?
C13 C14 C9 120.5(6) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C5 C4 C3 119.8(5) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C10 C9 C14 118.9(5) . . ?
C10 C9 C8 122.5(5) . . ?
C14 C9 C8 118.6(5) . . ?
C12 C11 C10 119.2(6) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C13 C12 C11 121.6(5) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C7 C6 C5 119.6(5) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C14 C13 C12 119.9(6) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 N1 C1 O1 3.6(6) . . . . ?
N2 N1 C1 C2 -174.4(4) . . . . ?
Mo1 O1 C1 N1 -11.4(6) . . . . ?
Mo1 O1 C1 C2 166.6(3) . . . . ?
C1 N1 N2 C8 -177.1(4) . . . . ?
C1 N1 N2 Mo1 4.7(4) . . . . ?
C11 C10 O2 Mo1 -158.8(3) . . . . ?
C9 C10 O2 Mo1 23.1(7) . . . . ?
N1 N2 C8 C9 -179.6(4) . . . . ?
Mo1 N2 C8 C9 -1.7(7) . . . . ?
C4 C3 C2 C7 -3.6(6) . . . . ?
N3 C3 C2 C7 173.6(4) . . . . ?
C4 C3 C2 C1 172.4(4) . . . . ?
N3 C3 C2 C1 -10.4(7) . . . . ?
N1 C1 C2 C3 -18.2(7) . . . . ?
O1 C1 C2 C3 163.7(4) . . . . ?
N1 C1 C2 C7 157.8(4) . . . . ?
O1 C1 C2 C7 -20.3(6) . . . . ?
C3 C2 C7 C6 2.8(7) . . . . ?
C1 C2 C7 C6 -173.4(4) . . . . ?
C6 C5 C4 C3 0.8(7) . . . . ?
C2 C3 C4 C5 1.9(7) . . . . ?
N3 C3 C4 C5 -175.4(4) . . . . ?
O2 C10 C9 C14 173.2(4) . . . . ?
C11 C10 C9 C14 -4.9(7) . . . . ?
O2 C10 C9 C8 -6.9(7) . . . . ?
C11 C10 C9 C8 175.0(4) . . . . ?
C13 C14 C9 C10 2.7(7) . . . . ?
C13 C14 C9 C8 -177.2(4) . . . . ?
N2 C8 C9 C10 -1.7(7) . . . . ?
N2 C8 C9 C14 178.3(4) . . . . ?
O2 C10 C11 C12 -174.7(4) . . . . ?
C9 C10 C11 C12 3.5(7) . . . . ?
C10 C11 C12 C13 0.2(8) . . . . ?
C2 C7 C6 C5 -0.2(7) . . . . ?
C4 C5 C6 C7 -1.6(8) . . . . ?
C9 C14 C13 C12 0.9(8) . . . . ?
C11 C12 C13 C14 -2.5(8) . . . . ?

_refine_diff_density_max         0.841
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.096

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

data_3-beta
_database_code_depnum_ccdc_archive 'CCDC 1887044'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_publcif_datablock.id            {e7ad67ec-91d8-40d6-8d35-89f80351c993}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'cyclo-bis(2-oxo-4-methoxybenzaldehyde 2-aminobenzoylhydrazonato-O,N,O\#8217;,N\#8217;)tetraoxo-dimolybdenum(VI)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H13 Mo N3 O5'
_chemical_formula_sum            'C15 H13 Mo N3 O5'
_chemical_formula_weight         411.22

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'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/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                   12.1433(13)
_cell_length_b                   9.9365(5)
_cell_length_c                   12.6523(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.553(9)
_cell_angle_gamma                90
_cell_volume                     1509.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1786
_cell_measurement_theta_min      4.4090
_cell_measurement_theta_max      23.7630

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.901
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.45949
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            14582
_diffrn_reflns_av_unetI/netI     0.1057
_diffrn_reflns_av_R_equivalents  0.1161
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.341
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2789
_reflns_number_gt                1740
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0896P)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         2789
_refine_ls_number_parameters     224
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1187
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.1854
_refine_ls_wR_factor_gt          0.1586
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.991
_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
Mo1 Mo 0.56967(6) 0.21738(6) 0.15325(6) 0.0415(3) Uani 1 1 d . . . . .
C10 C 0.8166(7) 0.2162(7) 0.1243(6) 0.0372(19) Uani 1 1 d . . . . .
O3 O 0.5899(6) 0.2250(5) 0.2876(5) 0.0550(16) Uani 1 1 d . . . . .
O4 O 0.4904(5) 0.0765(5) 0.1203(4) 0.0501(16) Uani 1 1 d . . . . .
O2 O 0.7151(5) 0.1615(5) 0.1294(4) 0.0451(14) Uani 1 1 d . . . . .
C11 C 0.9051(7) 0.1353(7) 0.1139(6) 0.041(2) Uani 1 1 d . . . . .
H11 H 0.897104 0.042400 0.117285 0.050 Uiso 1 1 calc R U . . .
O1 O 0.4430(4) 0.3495(5) 0.1309(4) 0.0414(14) Uani 1 1 d . . . . .
N2 N 0.6394(6) 0.4217(5) 0.1285(5) 0.0377(16) Uani 1 1 d . . . . .
N1 N 0.5637(5) 0.5268(5) 0.1255(5) 0.0373(16) Uani 1 1 d . . . . .
C1 C 0.4661(7) 0.4805(7) 0.1286(6) 0.0345(18) Uani 1 1 d . . . . .
O5 O 1.0879(5) 0.0996(5) 0.0841(5) 0.0548(16) Uani 1 1 d . . . . .
C9 C 0.8290(7) 0.3599(7) 0.1205(6) 0.0395(19) Uani 1 1 d . . . . .
C8 C 0.7399(7) 0.4515(7) 0.1240(7) 0.044(2) Uani 1 1 d . . . . .
H8 H 0.757097 0.542673 0.122878 0.053 Uiso 1 1 calc R U . . .
C12 C 1.0066(7) 0.1889(8) 0.0984(7) 0.046(2) Uani 1 1 d . . . . .
C13 C 1.0217(8) 0.3283(8) 0.0982(7) 0.052(2) Uani 1 1 d . . . . .
H13 H 1.089937 0.365439 0.089182 0.062 Uiso 1 1 calc R U . . .
C14 C 0.9332(8) 0.4086(8) 0.1115(7) 0.052(2) Uani 1 1 d . . . . .
H14 H 0.944143 0.501278 0.114637 0.062 Uiso 1 1 calc R U . . .
C15 C 1.1869(8) 0.1538(9) 0.0507(8) 0.060(3) Uani 1 1 d . . . . .
H15A H 1.166940 0.208565 -0.011658 0.091 Uiso 1 1 calc R U . . .
H15B H 1.233960 0.081373 0.034354 0.091 Uiso 1 1 calc R U . . .
H15C H 1.226094 0.207550 0.107238 0.091 Uiso 1 1 calc R U . . .
C3 C 0.3753(7) 0.7127(7) 0.1031(6) 0.0386(19) Uani 1 1 d . . . . .
C4 C 0.2868(7) 0.7920(7) 0.1172(6) 0.043(2) Uani 1 1 d . . . . .
H4 H 0.290122 0.883213 0.101499 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2763(7) 0.5273(7) 0.1682(6) 0.042(2) Uani 1 1 d . . . . .
H7 H 0.272188 0.436481 0.184928 0.050 Uiso 1 1 calc R U . . .
C2 C 0.3718(6) 0.5746(7) 0.1310(6) 0.0337(18) Uani 1 1 d . . . . .
C6 C 0.1889(7) 0.6089(8) 0.1810(6) 0.046(2) Uani 1 1 d . . . . .
H6 H 0.127289 0.574635 0.207688 0.055 Uiso 1 1 calc R U . . .
C5 C 0.1934(7) 0.7443(8) 0.1534(7) 0.045(2) Uani 1 1 d . . . . .
H5 H 0.133927 0.801313 0.159419 0.055 Uiso 1 1 calc R U . . .
N3 N 0.4619(6) 0.7655(6) 0.0517(6) 0.0419(17) Uani 1 1 d D . . . .
H3A H 0.527(2) 0.729(5) 0.067(6) 0.050 Uiso 1 1 d D U . . .
H3B H 0.474(6) 0.847(2) 0.072(5) 0.050 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O3 1.682(6) . ?
Mo1 O4 1.715(5) . ?
Mo1 O2 1.917(5) . ?
Mo1 O1 2.010(5) . ?
Mo1 N2 2.239(6) . ?
C10 O2 1.358(9) . ?
C10 C11 1.364(10) . ?
C10 C9 1.437(9) . ?
C11 C12 1.382(11) . ?
C11 H11 0.9300 . ?
O1 C1 1.333(8) . ?
N2 C8 1.265(10) . ?
N2 N1 1.388(8) . ?
N1 C1 1.278(9) . ?
C1 C2 1.482(10) . ?
O5 C12 1.359(9) . ?
O5 C15 1.437(10) . ?
C9 C14 1.375(11) . ?
C9 C8 1.420(10) . ?
C8 H8 0.9300 . ?
C12 C13 1.397(10) . ?
C13 C14 1.369(11) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C3 C4 1.366(10) . ?
C3 N3 1.417(10) . ?
C3 C2 1.419(9) . ?
C4 C5 1.369(11) . ?
C4 H4 0.9300 . ?
C7 C6 1.365(11) . ?
C7 C2 1.395(10) . ?
C7 H7 0.9300 . ?
C6 C5 1.393(11) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
N3 H3A 0.8600(11) . ?
N3 H3B 0.8600(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
O3 Mo1 O4 106.0(3) . . ?
O3 Mo1 O2 99.9(3) . . ?
O4 Mo1 O2 102.8(2) . . ?
O3 Mo1 O1 96.1(3) . . ?
O4 Mo1 O1 96.3(3) . . ?
O2 Mo1 O1 150.5(2) . . ?
O3 Mo1 N2 95.7(2) . . ?
O4 Mo1 N2 156.4(3) . . ?
O2 Mo1 N2 82.2(2) . . ?
O1 Mo1 N2 71.7(2) . . ?
O2 C10 C11 120.2(6) . . ?
O2 C10 C9 119.9(7) . . ?
C11 C10 C9 119.6(7) . . ?
C10 O2 Mo1 139.1(4) . . ?
C10 C11 C12 121.2(7) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C1 O1 Mo1 118.8(5) . . ?
C8 N2 N1 117.5(6) . . ?
C8 N2 Mo1 127.3(5) . . ?
N1 N2 Mo1 115.0(4) . . ?
C1 N1 N2 110.0(6) . . ?
N1 C1 O1 123.4(7) . . ?
N1 C1 C2 119.8(6) . . ?
O1 C1 C2 116.8(6) . . ?
C12 O5 C15 116.8(6) . . ?
C14 C9 C8 119.4(7) . . ?
C14 C9 C10 117.0(7) . . ?
C8 C9 C10 123.5(7) . . ?
N2 C8 C9 126.6(7) . . ?
N2 C8 H8 116.7 . . ?
C9 C8 H8 116.7 . . ?
O5 C12 C11 116.6(7) . . ?
O5 C12 C13 123.3(8) . . ?
C11 C12 C13 120.1(8) . . ?
C14 C13 C12 118.2(8) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C9 123.6(8) . . ?
C13 C14 H14 118.2 . . ?
C9 C14 H14 118.2 . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C4 C3 N3 119.9(6) . . ?
C4 C3 C2 118.1(7) . . ?
N3 C3 C2 121.6(7) . . ?
C3 C4 C5 123.4(7) . . ?
C3 C4 H4 118.3 . . ?
C5 C4 H4 118.3 . . ?
C6 C7 C2 122.7(7) . . ?
C6 C7 H7 118.7 . . ?
C2 C7 H7 118.7 . . ?
C7 C2 C3 117.8(7) . . ?
C7 C2 C1 118.5(6) . . ?
C3 C2 C1 123.6(7) . . ?
C7 C6 C5 118.9(7) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C4 C5 C6 118.9(7) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C3 N3 H3A 117(5) . . ?
C3 N3 H3B 109(5) . . ?
H3A N3 H3B 102(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 C10 O2 Mo1 174.2(6) . . . . ?
C9 C10 O2 Mo1 -11.1(12) . . . . ?
O2 C10 C11 C12 173.9(7) . . . . ?
C9 C10 C11 C12 -0.8(12) . . . . ?
C8 N2 N1 C1 178.7(7) . . . . ?
Mo1 N2 N1 C1 -5.6(7) . . . . ?
N2 N1 C1 O1 -2.0(10) . . . . ?
N2 N1 C1 C2 177.4(6) . . . . ?
Mo1 O1 C1 N1 9.8(9) . . . . ?
Mo1 O1 C1 C2 -169.6(5) . . . . ?
O2 C10 C9 C14 -177.8(7) . . . . ?
C11 C10 C9 C14 -3.1(12) . . . . ?
O2 C10 C9 C8 1.3(12) . . . . ?
C11 C10 C9 C8 176.0(8) . . . . ?
N1 N2 C8 C9 -176.6(7) . . . . ?
Mo1 N2 C8 C9 8.3(13) . . . . ?
C14 C9 C8 N2 177.5(8) . . . . ?
C10 C9 C8 N2 -1.6(14) . . . . ?
C15 O5 C12 C11 170.1(8) . . . . ?
C15 O5 C12 C13 -10.0(12) . . . . ?
C10 C11 C12 O5 -177.0(7) . . . . ?
C10 C11 C12 C13 3.0(13) . . . . ?
O5 C12 C13 C14 178.9(8) . . . . ?
C11 C12 C13 C14 -1.2(13) . . . . ?
C12 C13 C14 C9 -2.9(14) . . . . ?
C8 C9 C14 C13 -174.1(8) . . . . ?
C10 C9 C14 C13 5.0(13) . . . . ?
N3 C3 C4 C5 171.3(8) . . . . ?
C2 C3 C4 C5 -2.3(12) . . . . ?
C6 C7 C2 C3 -1.7(12) . . . . ?
C6 C7 C2 C1 174.8(7) . . . . ?
C4 C3 C2 C7 1.9(11) . . . . ?
N3 C3 C2 C7 -171.6(7) . . . . ?
C4 C3 C2 C1 -174.4(7) . . . . ?
N3 C3 C2 C1 12.1(12) . . . . ?
N1 C1 C2 C7 -159.7(7) . . . . ?
O1 C1 C2 C7 19.7(10) . . . . ?
N1 C1 C2 C3 16.6(11) . . . . ?
O1 C1 C2 C3 -163.9(7) . . . . ?
C2 C7 C6 C5 1.7(13) . . . . ?
C3 C4 C5 C6 2.3(13) . . . . ?
C7 C6 C5 C4 -1.9(13) . . . . ?

_refine_diff_density_max         1.468
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.152

####################################################################### 
# 
# 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_3x2CH3CN
_database_code_depnum_ccdc_archive 'CCDC 1887045'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_publcif_datablock.id            {76d4e3e7-56f9-49fe-9611-314ba66db276}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'cyclo-bis(2-oxo-4-methoxybenzaldehyde 2-aminobenzoylhydrazonato-O,N,O\#8217;,N\#8217;)tetraoxo-dimolybdenum(VI)/acetonitrile (1/2)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H13 Mo N3 O5, C2 H3 N'
_chemical_formula_sum            'C17 H16 Mo N4 O5'
_chemical_formula_weight         452.28

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'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   8.1916(4)
_cell_length_b                   9.2854(5)
_cell_length_c                   12.5130(5)
_cell_angle_alpha                79.025(4)
_cell_angle_beta                 89.996(3)
_cell_angle_gamma                74.990(4)
_cell_volume                     901.26(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3752
_cell_measurement_theta_min      4.6650
_cell_measurement_theta_max      30.5570

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.765
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.87927
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            17424
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.215
_diffrn_reflns_theta_max         28.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_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 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4778
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0373P)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         4778
_refine_ls_number_parameters     252
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0820
_refine_ls_wR_factor_gt          0.0752
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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
C15 C 1.2134(5) 0.6731(4) 0.4718(3) 0.0701(10) Uani 1 1 d . . . . .
H15A H 1.122329 0.657486 0.516886 0.105 Uiso 1 1 calc R U . . .
H15B H 1.287992 0.712842 0.509967 0.105 Uiso 1 1 calc R U . . .
H15C H 1.274991 0.578096 0.454524 0.105 Uiso 1 1 calc R U . . .
C16 C 0.3055(4) 0.1866(4) 0.4343(3) 0.0609(8) Uani 1 1 d . . . . .
N4 N 0.3797(4) 0.2733(4) 0.4306(3) 0.0880(10) Uani 1 1 d . . . . .
C17 C 0.2104(5) 0.0745(5) 0.4422(4) 0.0961(13) Uani 1 1 d . . . . .
H17A H 0.221357 0.017535 0.515571 0.144 Uiso 1 1 calc R U . . .
H17B H 0.253202 0.006847 0.393441 0.144 Uiso 1 1 calc R U . . .
H17C H 0.093235 0.124563 0.422790 0.144 Uiso 1 1 calc R U . . .
Mo1 Mo 0.82012(3) 0.28543(2) 0.18914(2) 0.03880(9) Uani 1 1 d . . . . .
O2 O 0.8858(2) 0.4252(2) 0.26506(14) 0.0438(4) Uani 1 1 d . . . . .
O4 O 0.7655(2) 0.1639(2) 0.29382(14) 0.0502(5) Uani 1 1 d . . . . .
N1 N 0.6950(2) 0.4688(2) -0.04230(15) 0.0352(4) Uani 1 1 d . . . . .
N2 N 0.7749(2) 0.4844(2) 0.05176(15) 0.0343(4) Uani 1 1 d . . . . .
O1 O 0.6815(2) 0.2475(2) 0.07208(13) 0.0434(4) Uani 1 1 d . . . . .
N3 N 0.4751(3) 0.5472(3) -0.22509(17) 0.0420(5) Uani 1 1 d D . . . .
H3A H 0.538(3) 0.576(3) -0.184(2) 0.050 Uiso 1 1 d D U . . .
H3B H 0.484(3) 0.582(3) -0.2926(14) 0.050 Uiso 1 1 d D U . . .
C8 C 0.8159(3) 0.6113(3) 0.0465(2) 0.0354(5) Uani 1 1 d . . . . .
H8 H 0.789858 0.682656 -0.018305 0.042 Uiso 1 1 calc R U . . .
O3 O 1.0134(2) 0.1957(2) 0.15368(16) 0.0520(5) Uani 1 1 d . . . . .
C1 C 0.6541(3) 0.3409(3) -0.02436(19) 0.0354(5) Uani 1 1 d . . . . .
O5 O 1.1463(3) 0.7789(2) 0.37328(16) 0.0558(5) Uani 1 1 d . . . . .
C2 C 0.5767(3) 0.2891(3) -0.11223(19) 0.0361(5) Uani 1 1 d . . . . .
C14 C 0.9428(3) 0.7876(3) 0.1178(2) 0.0402(6) Uani 1 1 d . . . . .
H14 H 0.917320 0.852962 0.050259 0.048 Uiso 1 1 calc R U . . .
C9 C 0.8983(3) 0.6483(3) 0.1338(2) 0.0359(5) Uani 1 1 d . . . . .
C10 C 0.9362(3) 0.5540(3) 0.2375(2) 0.0366(5) Uani 1 1 d . . . . .
C3 C 0.5035(3) 0.3870(3) -0.2098(2) 0.0376(5) Uani 1 1 d . . . . .
C12 C 1.0642(3) 0.7304(3) 0.2988(2) 0.0420(6) Uani 1 1 d . . . . .
C13 C 1.0221(3) 0.8296(3) 0.1980(2) 0.0429(6) Uani 1 1 d . . . . .
H13 H 1.047713 0.923134 0.185756 0.051 Uiso 1 1 calc R U . . .
C7 C 0.5813(3) 0.1355(3) -0.0973(2) 0.0443(6) Uani 1 1 d . . . . .
H7 H 0.626732 0.070906 -0.031973 0.053 Uiso 1 1 calc R U . . .
C11 C 1.0214(3) 0.5940(3) 0.3184(2) 0.0420(6) Uani 1 1 d . . . . .
H11 H 1.049606 0.528683 0.385766 0.050 Uiso 1 1 calc R U . . .
C4 C 0.4451(3) 0.3254(3) -0.2906(2) 0.0471(6) Uani 1 1 d . . . . .
H4 H 0.400290 0.388452 -0.356709 0.057 Uiso 1 1 calc R U . . .
C6 C 0.5196(4) 0.0771(3) -0.1777(2) 0.0517(7) Uani 1 1 d . . . . .
H6 H 0.523338 -0.025621 -0.166656 0.062 Uiso 1 1 calc R U . . .
C5 C 0.4525(4) 0.1732(4) -0.2745(2) 0.0531(7) Uani 1 1 d . . . . .
H5 H 0.411853 0.134689 -0.329309 0.064 Uiso 1 1 calc R U . . .


_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
C15 O5 1.430(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 N4 1.122(4) . ?
C16 C17 1.443(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
Mo1 O3 1.6897(19) . ?
Mo1 O4 1.6992(17) . ?
Mo1 O2 1.9254(17) . ?
Mo1 O1 1.9903(17) . ?
Mo1 N2 2.2232(19) . ?
O2 C10 1.349(3) . ?
N1 C1 1.295(3) . ?
N1 N2 1.396(3) . ?
N2 C8 1.296(3) . ?
O1 C1 1.326(3) . ?
N3 C3 1.420(3) . ?
N3 H3A 0.848(16) . ?
N3 H3B 0.857(16) . ?
C8 C9 1.424(3) . ?
C8 H8 0.9300 . ?
C1 C2 1.483(3) . ?
O5 C12 1.356(3) . ?
C2 C7 1.394(3) . ?
C2 C3 1.404(3) . ?
C14 C13 1.365(4) . ?
C14 C9 1.412(3) . ?
C14 H14 0.9300 . ?
C9 C10 1.405(3) . ?
C10 C11 1.388(3) . ?
C3 C4 1.393(3) . ?
C12 C11 1.378(3) . ?
C12 C13 1.397(4) . ?
C13 H13 0.9300 . ?
C7 C6 1.382(4) . ?
C7 H7 0.9300 . ?
C11 H11 0.9300 . ?
C4 C5 1.375(4) . ?
C4 H4 0.9300 . ?
C6 C5 1.378(4) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?

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 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N4 C16 C17 178.5(4) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 Mo1 O4 106.76(9) . . ?
O3 Mo1 O2 98.76(9) . . ?
O4 Mo1 O2 101.44(8) . . ?
O3 Mo1 O1 98.41(8) . . ?
O4 Mo1 O1 97.04(8) . . ?
O2 Mo1 O1 149.88(7) . . ?
O3 Mo1 N2 96.25(8) . . ?
O4 Mo1 N2 155.83(8) . . ?
O2 Mo1 N2 81.84(7) . . ?
O1 Mo1 N2 71.83(7) . . ?
C10 O2 Mo1 136.49(16) . . ?
C1 N1 N2 109.40(19) . . ?
C8 N2 N1 115.8(2) . . ?
C8 N2 Mo1 128.74(16) . . ?
N1 N2 Mo1 115.43(14) . . ?
C1 O1 Mo1 120.07(15) . . ?
C3 N3 H3A 114(2) . . ?
C3 N3 H3B 108.7(19) . . ?
H3A N3 H3B 112(3) . . ?
N2 C8 C9 124.2(2) . . ?
N2 C8 H8 117.9 . . ?
C9 C8 H8 117.9 . . ?
N1 C1 O1 122.4(2) . . ?
N1 C1 C2 121.4(2) . . ?
O1 C1 C2 116.2(2) . . ?
C12 O5 C15 117.7(2) . . ?
C7 C2 C3 119.1(2) . . ?
C7 C2 C1 117.9(2) . . ?
C3 C2 C1 123.0(2) . . ?
C13 C14 C9 122.2(2) . . ?
C13 C14 H14 118.9 . . ?
C9 C14 H14 118.9 . . ?
C10 C9 C14 117.1(2) . . ?
C10 C9 C8 123.5(2) . . ?
C14 C9 C8 119.4(2) . . ?
O2 C10 C11 116.8(2) . . ?
O2 C10 C9 122.3(2) . . ?
C11 C10 C9 120.9(2) . . ?
C4 C3 C2 118.6(2) . . ?
C4 C3 N3 119.1(2) . . ?
C2 C3 N3 122.1(2) . . ?
O5 C12 C11 123.9(2) . . ?
O5 C12 C13 115.5(2) . . ?
C11 C12 C13 120.5(2) . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C6 C7 C2 121.4(3) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C5 C6 C7 119.1(3) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C4 C5 C6 120.6(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C8 -177.0(2) . . . . ?
C1 N1 N2 Mo1 4.4(2) . . . . ?
N1 N2 C8 C9 -179.9(2) . . . . ?
Mo1 N2 C8 C9 -1.6(3) . . . . ?
N2 N1 C1 O1 2.6(3) . . . . ?
N2 N1 C1 C2 -176.12(19) . . . . ?
Mo1 O1 C1 N1 -9.4(3) . . . . ?
Mo1 O1 C1 C2 169.33(15) . . . . ?
N1 C1 C2 C7 161.7(2) . . . . ?
O1 C1 C2 C7 -17.1(3) . . . . ?
N1 C1 C2 C3 -16.8(4) . . . . ?
O1 C1 C2 C3 164.4(2) . . . . ?
C13 C14 C9 C10 1.1(4) . . . . ?
C13 C14 C9 C8 -179.9(2) . . . . ?
N2 C8 C9 C10 -3.5(4) . . . . ?
N2 C8 C9 C14 177.6(2) . . . . ?
Mo1 O2 C10 C11 -160.44(18) . . . . ?
Mo1 O2 C10 C9 22.5(4) . . . . ?
C14 C9 C10 O2 173.8(2) . . . . ?
C8 C9 C10 O2 -5.1(4) . . . . ?
C14 C9 C10 C11 -3.1(4) . . . . ?
C8 C9 C10 C11 178.0(2) . . . . ?
C7 C2 C3 C4 -3.1(3) . . . . ?
C1 C2 C3 C4 175.4(2) . . . . ?
C7 C2 C3 N3 171.9(2) . . . . ?
C1 C2 C3 N3 -9.6(4) . . . . ?
C15 O5 C12 C11 9.4(4) . . . . ?
C15 O5 C12 C13 -171.3(3) . . . . ?
C9 C14 C13 C12 1.5(4) . . . . ?
O5 C12 C13 C14 178.5(2) . . . . ?
C11 C12 C13 C14 -2.1(4) . . . . ?
C3 C2 C7 C6 1.9(4) . . . . ?
C1 C2 C7 C6 -176.7(2) . . . . ?
O5 C12 C11 C10 179.5(2) . . . . ?
C13 C12 C11 C10 0.2(4) . . . . ?
O2 C10 C11 C12 -174.6(2) . . . . ?
C9 C10 C11 C12 2.5(4) . . . . ?
C2 C3 C4 C5 2.5(4) . . . . ?
N3 C3 C4 C5 -172.7(2) . . . . ?
C2 C7 C6 C5 0.1(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C7 C6 C5 C4 -0.7(4) . . . . ?

_refine_diff_density_max         0.356
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.070


loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



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

data_1-alpha
_database_code_depnum_ccdc_archive 'CCDC 1887040'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_publcif_datablock.id            {4134af63-902c-4a45-addf-03b7fc4ca457}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
"cyclo-bis(2-oxobenzaldehyde 2-aminobenzoylhydrazonato-O,N,O',N')tetraoxo-dimolybdenum(VI)"
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 Mo2 N6 O8'
_chemical_formula_sum            'C28 H22 Mo2 N6 O8'
_chemical_formula_weight         762.39

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'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/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                   12.5190(10)
_cell_length_b                   18.4290(6)
_cell_length_c                   12.9998(8)
_cell_angle_alpha                90
_cell_angle_beta                 114.273(8)
_cell_angle_gamma                90
_cell_volume                     2734.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5289
_cell_measurement_theta_min      4.6110
_cell_measurement_theta_max      27.9630

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.852
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.982
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.95710
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      296(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            30735
_diffrn_reflns_av_unetI/netI     0.0756
_diffrn_reflns_av_R_equivalents  0.0685
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.089
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_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 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7242
_reflns_number_gt                5005
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;


_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0272P)²+0.2289P] 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         7242
_refine_ls_number_parameters     409
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.0898
_refine_ls_wR_factor_gt          0.0796
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.030
_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
N23 N 0.9847(3) 0.12534(17) 0.4926(3) 0.0312(8) Uani 1 1 d D . . . .
H23A H 0.995(3) 0.1051(17) 0.556(2) 0.037 Uiso 1 1 d D U . . .
H13A H 0.644(3) 0.1822(17) 0.593(2) 0.037 Uiso 1 1 d D U . . .
Mo1 Mo 0.80975(3) 0.06530(2) 0.32995(3) 0.02955(10) Uani 1 1 d . . . . .
Mo2 Mo 0.82841(3) 0.20991(2) 0.82747(3) 0.03137(10) Uani 1 1 d . . . . .
N13 N 0.6450(3) 0.16403(15) 0.6545(3) 0.0305(8) Uani 1 1 d D . . . .
H13B H 0.594(3) 0.1887(17) 0.668(3) 0.037 Uiso 1 1 d D U . . .
H23B H 1.042(2) 0.1096(18) 0.480(3) 0.037 Uiso 1 1 d D U . . .
N22 N 0.9006(3) 0.11859(14) 0.7629(2) 0.0253(7) Uani 1 1 d . . . . .
O22 O 0.7872(2) 0.13041(12) 0.8993(2) 0.0356(7) Uani 1 1 d . . . . .
N21 N 0.9434(3) 0.13906(14) 0.6839(2) 0.0269(7) Uani 1 1 d . . . . .
N12 N 0.7286(3) 0.15960(14) 0.3787(2) 0.0254(7) Uani 1 1 d . . . . .
O12 O 0.8513(2) 0.13901(11) 0.2492(2) 0.0347(7) Uani 1 1 d . . . . .
C21 C 0.9187(3) 0.20647(18) 0.6560(3) 0.0261(8) Uani 1 1 d . . . . .
O13 O 0.6863(3) 0.03266(14) 0.2265(2) 0.0475(8) Uani 1 1 d . . . . .
O21 O 0.8599(2) 0.24764(11) 0.6990(2) 0.0340(7) Uani 1 1 d . . . . .
N11 N 0.6839(3) 0.14518(14) 0.4588(2) 0.0268(7) Uani 1 1 d . . . . .
C11 C 0.7087(3) 0.07847(18) 0.4938(3) 0.0253(8) Uani 1 1 d . . . . .
O24 O 0.7274(3) 0.27359(12) 0.8204(2) 0.0440(8) Uani 1 1 d . . . . .
O14 O 0.9158(3) 0.00229(12) 0.3506(2) 0.0422(8) Uani 1 1 d . . . . .
O11 O 0.7717(2) 0.03489(12) 0.4591(2) 0.0312(6) Uani 1 1 d . . . . .
C17 C 0.6582(3) -0.02921(18) 0.5779(3) 0.0313(9) Uani 1 1 d . . . . .
H17 H 0.688784 -0.057535 0.537255 0.038 Uiso 1 1 calc R U . . .
C23 C 0.9983(3) 0.20218(19) 0.5062(3) 0.0268(8) Uani 1 1 d . . . . .
C110 C 0.8239(3) 0.20906(17) 0.2181(3) 0.0258(8) Uani 1 1 d . . . . .
C14 C 0.5717(3) 0.05396(19) 0.7031(3) 0.0312(9) Uani 1 1 d . . . . .
H14 H 0.542513 0.081543 0.745728 0.037 Uiso 1 1 calc R U . . .
C18 C 0.7166(3) 0.22552(17) 0.3412(3) 0.0262(8) Uani 1 1 d . . . . .
H18 H 0.676506 0.258058 0.367183 0.031 Uiso 1 1 calc R U . . .
C28 C 0.9097(3) 0.05074(18) 0.7886(3) 0.0302(9) Uani 1 1 d . . . . .
H28 H 0.945122 0.020395 0.754655 0.036 Uiso 1 1 calc R U . . .
C13 C 0.6240(3) 0.08837(17) 0.6404(3) 0.0253(8) Uani 1 1 d . . . . .
C22 C 0.9586(3) 0.24111(18) 0.5760(3) 0.0266(8) Uani 1 1 d . . . . .
C19 C 0.7611(3) 0.25218(17) 0.2618(3) 0.0263(8) Uani 1 1 d . . . . .
C111 C 0.8649(3) 0.23723(18) 0.1424(3) 0.0308(9) Uani 1 1 d . . . . .
H111 H 0.904836 0.207523 0.112190 0.037 Uiso 1 1 calc R U . . .
C16 C 0.6066(4) -0.0625(2) 0.6411(3) 0.0386(10) Uani 1 1 d . . . . .
H16 H 0.601627 -0.112780 0.642102 0.046 Uiso 1 1 calc R U . . .
C12 C 0.6651(3) 0.04677(17) 0.5739(3) 0.0262(8) Uani 1 1 d . . . . .
O23 O 0.9570(3) 0.23647(14) 0.9316(2) 0.0470(8) Uani 1 1 d . . . . .
C113 C 0.7876(4) 0.35407(18) 0.1572(3) 0.0345(9) Uani 1 1 d . . . . .
H113 H 0.777433 0.402990 0.138044 0.041 Uiso 1 1 calc R U . . .
C210 C 0.8123(3) 0.05850(19) 0.9209(3) 0.0312(9) Uani 1 1 d . . . . .
C29 C 0.8684(3) 0.01901(19) 0.8667(3) 0.0309(9) Uani 1 1 d . . . . .
C114 C 0.7442(3) 0.32623(17) 0.2301(3) 0.0301(9) Uani 1 1 d . . . . .
H114 H 0.703430 0.356213 0.258981 0.036 Uiso 1 1 calc R U . . .
C15 C 0.5625(3) -0.02102(19) 0.7027(3) 0.0336(9) Uani 1 1 d . . . . .
H15 H 0.526483 -0.043365 0.744269 0.040 Uiso 1 1 calc R U . . .
C24 C 1.0466(4) 0.2393(2) 0.4432(3) 0.0357(9) Uani 1 1 d . . . . .
H24 H 1.074596 0.213693 0.397688 0.043 Uiso 1 1 calc R U . . .
C27 C 0.9629(4) 0.31749(19) 0.5750(3) 0.0349(9) Uani 1 1 d . . . . .
H27 H 0.933324 0.344012 0.618294 0.042 Uiso 1 1 calc R U . . .
C112 C 0.8466(4) 0.30947(18) 0.1118(3) 0.0339(9) Uani 1 1 d . . . . .
H112 H 0.873875 0.328279 0.060693 0.041 Uiso 1 1 calc R U . . .
C212 C 0.7923(4) -0.0483(2) 1.0152(4) 0.0513(12) Uani 1 1 d . . . . .
H212 H 0.767590 -0.070521 1.065844 0.062 Uiso 1 1 calc R U . . .
C25 C 1.0537(4) 0.3142(2) 0.4472(3) 0.0414(11) Uani 1 1 d . . . . .
H25 H 1.088323 0.338440 0.406007 0.050 Uiso 1 1 calc R U . . .
C214 C 0.8822(4) -0.0570(2) 0.8862(3) 0.0436(11) Uani 1 1 d . . . . .
H214 H 0.917326 -0.084821 0.849038 0.052 Uiso 1 1 calc R U . . .
C211 C 0.7767(4) 0.0254(2) 0.9970(3) 0.0416(10) Uani 1 1 d . . . . .
H211 H 0.742430 0.052592 1.035588 0.050 Uiso 1 1 calc R U . . .
C26 C 1.0100(4) 0.3531(2) 0.5114(3) 0.0438(11) Uani 1 1 d . . . . .
H26 H 1.012521 0.403531 0.511550 0.053 Uiso 1 1 calc R U . . .
C213 C 0.8437(4) -0.0893(2) 0.9601(4) 0.0525(13) Uani 1 1 d . . . . .
H213 H 0.852571 -0.139097 0.972619 0.063 Uiso 1 1 calc R U . . .


_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
N23 C23 1.428(4) . ?
N23 H23A 0.860(18) . ?
N23 H23B 0.851(18) . ?
Mo1 O13 1.688(3) . ?
Mo1 O14 1.701(3) . ?
Mo1 O12 1.915(2) . ?
Mo1 O11 2.005(2) . ?
Mo1 N12 2.233(3) . ?
Mo2 O23 1.694(3) . ?
Mo2 O24 1.700(3) . ?
Mo2 O22 1.919(2) . ?
Mo2 O21 1.993(2) . ?
Mo2 N22 2.231(3) . ?
N13 C13 1.417(4) . ?
N13 H13A 0.858(18) . ?
N13 H13B 0.862(18) . ?
N22 C28 1.287(4) . ?
N22 N21 1.392(4) . ?
O22 C210 1.364(4) . ?
N21 C21 1.296(4) . ?
N12 C18 1.295(4) . ?
N12 N11 1.395(4) . ?
O12 C110 1.354(4) . ?
C21 O21 1.330(4) . ?
C21 C22 1.471(4) . ?
N11 C11 1.303(4) . ?
C11 O11 1.328(4) . ?
C11 C12 1.480(4) . ?
C17 C16 1.380(5) . ?
C17 C12 1.405(4) . ?
C17 H17 0.9300 . ?
C23 C24 1.384(5) . ?
C23 C22 1.398(5) . ?
C110 C111 1.385(5) . ?
C110 C19 1.392(5) . ?
C14 C15 1.386(5) . ?
C14 C13 1.391(5) . ?
C14 H14 0.9300 . ?
C18 C19 1.446(4) . ?
C18 H18 0.9300 . ?
C28 C29 1.439(5) . ?
C28 H28 0.9300 . ?
C13 C12 1.401(5) . ?
C22 C27 1.409(4) . ?
C19 C114 1.416(4) . ?
C111 C112 1.381(4) . ?
C111 H111 0.9300 . ?
C16 C15 1.375(5) . ?
C16 H16 0.9300 . ?
C113 C114 1.371(5) . ?
C113 C112 1.388(5) . ?
C113 H113 0.9300 . ?
C210 C211 1.382(5) . ?
C210 C29 1.389(5) . ?
C29 C214 1.421(5) . ?
C114 H114 0.9300 . ?
C15 H15 0.9300 . ?
C24 C25 1.382(5) . ?
C24 H24 0.9300 . ?
C27 C26 1.365(5) . ?
C27 H27 0.9300 . ?
C112 H112 0.9300 . ?
C212 C213 1.371(6) . ?
C212 C211 1.377(5) . ?
C212 H212 0.9300 . ?
C25 C26 1.373(5) . ?
C25 H25 0.9300 . ?
C214 C213 1.375(5) . ?
C214 H214 0.9300 . ?
C211 H211 0.9300 . ?
C26 H26 0.9300 . ?
C213 H213 0.9300 . ?

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
C23 N23 H23A 110(2) . . ?
C23 N23 H23B 107(2) . . ?
H23A N23 H23B 103(3) . . ?
O13 Mo1 O14 106.38(13) . . ?
O13 Mo1 O12 100.49(12) . . ?
O14 Mo1 O12 101.57(11) . . ?
O13 Mo1 O11 96.47(12) . . ?
O14 Mo1 O11 96.67(11) . . ?
O12 Mo1 O11 150.36(9) . . ?
O13 Mo1 N12 97.43(13) . . ?
O14 Mo1 N12 154.68(12) . . ?
O12 Mo1 N12 82.03(10) . . ?
O11 Mo1 N12 71.76(9) . . ?
O23 Mo2 O24 106.55(13) . . ?
O23 Mo2 O22 100.87(12) . . ?
O24 Mo2 O22 102.16(11) . . ?
O23 Mo2 O21 96.82(12) . . ?
O24 Mo2 O21 96.48(11) . . ?
O22 Mo2 O21 149.32(10) . . ?
O23 Mo2 N22 96.90(12) . . ?
O24 Mo2 N22 155.21(13) . . ?
O22 Mo2 N22 80.71(10) . . ?
O21 Mo2 N22 72.40(9) . . ?
C13 N13 H13A 109(2) . . ?
C13 N13 H13B 116(2) . . ?
H13A N13 H13B 105(3) . . ?
C28 N22 N21 115.7(3) . . ?
C28 N22 Mo2 130.0(2) . . ?
N21 N22 Mo2 114.30(18) . . ?
C210 O22 Mo2 139.2(2) . . ?
C21 N21 N22 110.3(3) . . ?
C18 N12 N11 116.1(3) . . ?
C18 N12 Mo1 128.2(2) . . ?
N11 N12 Mo1 115.63(18) . . ?
C110 O12 Mo1 138.4(2) . . ?
N21 C21 O21 122.6(3) . . ?
N21 C21 C22 120.2(3) . . ?
O21 C21 C22 117.2(3) . . ?
C21 O21 Mo2 119.2(2) . . ?
C11 N11 N12 109.2(3) . . ?
N11 C11 O11 122.8(3) . . ?
N11 C11 C12 121.0(3) . . ?
O11 C11 C12 116.3(3) . . ?
C11 O11 Mo1 119.6(2) . . ?
C16 C17 C12 121.0(3) . . ?
C16 C17 H17 119.5 . . ?
C12 C17 H17 119.5 . . ?
C24 C23 C22 119.3(3) . . ?
C24 C23 N23 118.4(3) . . ?
C22 C23 N23 122.2(3) . . ?
O12 C110 C111 116.6(3) . . ?
O12 C110 C19 122.6(3) . . ?
C111 C110 C19 120.8(3) . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
N12 C18 C19 124.7(3) . . ?
N12 C18 H18 117.7 . . ?
C19 C18 H18 117.7 . . ?
N22 C28 C29 123.9(3) . . ?
N22 C28 H28 118.0 . . ?
C29 C28 H28 118.0 . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 N13 118.7(3) . . ?
C12 C13 N13 121.5(3) . . ?
C23 C22 C27 118.8(3) . . ?
C23 C22 C21 123.4(3) . . ?
C27 C22 C21 117.8(3) . . ?
C110 C19 C114 118.2(3) . . ?
C110 C19 C18 123.0(3) . . ?
C114 C19 C18 118.7(3) . . ?
C112 C111 C110 120.0(3) . . ?
C112 C111 H111 120.0 . . ?
C110 C111 H111 120.0 . . ?
C15 C16 C17 119.9(3) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C13 C12 C17 118.6(3) . . ?
C13 C12 C11 123.6(3) . . ?
C17 C12 C11 117.7(3) . . ?
C114 C113 C112 120.2(3) . . ?
C114 C113 H113 119.9 . . ?
C112 C113 H113 119.9 . . ?
O22 C210 C211 117.5(3) . . ?
O22 C210 C29 121.8(3) . . ?
C211 C210 C29 120.7(3) . . ?
C210 C29 C214 118.4(3) . . ?
C210 C29 C28 123.3(3) . . ?
C214 C29 C28 118.3(3) . . ?
C113 C114 C19 120.5(3) . . ?
C113 C114 H114 119.7 . . ?
C19 C114 H114 119.7 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C25 C24 C23 120.5(4) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C26 C27 C22 120.9(3) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?
C111 C112 C113 120.2(3) . . ?
C111 C112 H112 119.9 . . ?
C113 C112 H112 119.9 . . ?
C213 C212 C211 121.2(4) . . ?
C213 C212 H212 119.4 . . ?
C211 C212 H212 119.4 . . ?
C26 C25 C24 120.6(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C213 C214 C29 120.0(4) . . ?
C213 C214 H214 120.0 . . ?
C29 C214 H214 120.0 . . ?
C212 C211 C210 119.6(4) . . ?
C212 C211 H211 120.2 . . ?
C210 C211 H211 120.2 . . ?
C27 C26 C25 119.8(4) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C212 C213 C214 120.0(4) . . ?
C212 C213 H213 120.0 . . ?
C214 C213 H213 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C28 N22 N21 C21 173.3(3) . . . . ?
Mo2 N22 N21 C21 -7.5(4) . . . . ?
N22 N21 C21 O21 -0.3(5) . . . . ?
N22 N21 C21 C22 178.0(3) . . . . ?
N21 C21 O21 Mo2 9.3(5) . . . . ?
C22 C21 O21 Mo2 -169.1(2) . . . . ?
C18 N12 N11 C11 -176.0(3) . . . . ?
Mo1 N12 N11 C11 4.7(4) . . . . ?
N12 N11 C11 O11 2.8(5) . . . . ?
N12 N11 C11 C12 -176.0(3) . . . . ?
N11 C11 O11 Mo1 -10.2(5) . . . . ?
C12 C11 O11 Mo1 168.7(2) . . . . ?
Mo1 O12 C110 C111 -169.9(3) . . . . ?
Mo1 O12 C110 C19 12.1(6) . . . . ?
N11 N12 C18 C19 177.3(3) . . . . ?
Mo1 N12 C18 C19 -3.6(5) . . . . ?
N21 N22 C28 C29 -178.7(3) . . . . ?
Mo2 N22 C28 C29 2.3(6) . . . . ?
C15 C14 C13 C12 1.7(6) . . . . ?
C15 C14 C13 N13 -172.0(3) . . . . ?
C24 C23 C22 C27 3.5(5) . . . . ?
N23 C23 C22 C27 -172.8(3) . . . . ?
C24 C23 C22 C21 -172.6(4) . . . . ?
N23 C23 C22 C21 11.1(6) . . . . ?
N21 C21 C22 C23 15.8(6) . . . . ?
O21 C21 C22 C23 -165.8(3) . . . . ?
N21 C21 C22 C27 -160.4(4) . . . . ?
O21 C21 C22 C27 18.0(5) . . . . ?
O12 C110 C19 C114 175.5(3) . . . . ?
C111 C110 C19 C114 -2.4(5) . . . . ?
O12 C110 C19 C18 -2.0(6) . . . . ?
C111 C110 C19 C18 -179.8(4) . . . . ?
N12 C18 C19 C110 -1.0(6) . . . . ?
N12 C18 C19 C114 -178.4(3) . . . . ?
O12 C110 C111 C112 -176.1(3) . . . . ?
C19 C110 C111 C112 1.8(6) . . . . ?
C12 C17 C16 C15 -0.9(6) . . . . ?
C14 C13 C12 C17 -3.6(5) . . . . ?
N13 C13 C12 C17 169.8(3) . . . . ?
C14 C13 C12 C11 172.3(3) . . . . ?
N13 C13 C12 C11 -14.3(6) . . . . ?
C16 C17 C12 C13 3.3(6) . . . . ?
C16 C17 C12 C11 -172.8(4) . . . . ?
N11 C11 C12 C13 -17.9(6) . . . . ?
O11 C11 C12 C13 163.2(3) . . . . ?
N11 C11 C12 C17 158.0(3) . . . . ?
O11 C11 C12 C17 -20.9(5) . . . . ?
Mo2 O22 C210 C211 167.6(3) . . . . ?
Mo2 O22 C210 C29 -14.3(6) . . . . ?
O22 C210 C29 C214 -174.5(4) . . . . ?
C211 C210 C29 C214 3.6(6) . . . . ?
O22 C210 C29 C28 3.3(6) . . . . ?
C211 C210 C29 C28 -178.6(4) . . . . ?
N22 C28 C29 C210 1.2(6) . . . . ?
N22 C28 C29 C214 179.0(4) . . . . ?
C112 C113 C114 C19 1.3(6) . . . . ?
C110 C19 C114 C113 0.8(5) . . . . ?
C18 C19 C114 C113 178.4(3) . . . . ?
C17 C16 C15 C14 -1.2(6) . . . . ?
C13 C14 C15 C16 0.8(6) . . . . ?
C22 C23 C24 C25 -1.2(6) . . . . ?
N23 C23 C24 C25 175.2(4) . . . . ?
C23 C22 C27 C26 -3.0(6) . . . . ?
C21 C22 C27 C26 173.3(4) . . . . ?
C110 C111 C112 C113 0.3(6) . . . . ?
C114 C113 C112 C111 -1.9(6) . . . . ?
C23 C24 C25 C26 -1.8(6) . . . . ?
C210 C29 C214 C213 -2.0(6) . . . . ?
C28 C29 C214 C213 -179.9(4) . . . . ?
C213 C212 C211 C210 0.7(7) . . . . ?
O22 C210 C211 C212 175.2(4) . . . . ?
C29 C210 C211 C212 -3.0(6) . . . . ?
C22 C27 C26 C25 0.1(6) . . . . ?
C24 C25 C26 C27 2.3(7) . . . . ?
C211 C212 C213 C214 0.9(7) . . . . ?
C29 C214 C213 C212 -0.2(7) . . . . ?

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.101

####################################################################### 
# 
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 1887042'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_publcif_datablock.id            {7ba08a50-06df-4ffd-88c9-fe3640b452fa}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
"methanol(2-oxo-4-methoxybenzaldehyde 2-aminobenzoylhydrazonato-O,N,O')dioxo molybdenum(VI)"
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H17 Mo N3 O6'
_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      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                   12.9814(7)
_cell_length_b                   9.8022(4)
_cell_length_c                   14.1346(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.969(5)
_cell_angle_gamma                90
_cell_volume                     1720.27(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2236
_cell_measurement_theta_min      4.3390
_cell_measurement_theta_max      24.9310

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.802
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.94442
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      296(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            15710
_diffrn_reflns_av_unetI/netI     0.0942
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.291
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3933
_reflns_number_gt                2670
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0106P)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         3933
_refine_ls_number_parameters     246
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.0769
_refine_ls_wR_factor_gt          0.0668
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
C16 C -0.1250(4) 0.3525(5) -0.0049(3) 0.0590(14) Uani 1 1 d . . . . .
H16A H -0.147758 0.399437 0.045209 0.089 Uiso 1 1 calc R U . . .
H16B H -0.170027 0.274150 -0.026861 0.089 Uiso 1 1 calc R U . . .
H16C H -0.130728 0.412645 -0.059741 0.089 Uiso 1 1 calc R U . . .
Mo1 Mo 0.07328(3) 0.28765(3) 0.20101(3) 0.03198(12) Uani 1 1 d . . . . .
N1 N 0.0415(3) -0.0139(3) 0.1303(2) 0.0329(9) Uani 1 1 d . . . . .
N3 N -0.0315(3) -0.2720(3) 0.1417(3) 0.0368(9) Uani 1 1 d D . . . .
H3A H 0.027(2) -0.227(4) 0.164(3) 0.044 Uiso 1 1 d D U . . .
H3B H -0.028(3) -0.353(2) 0.165(3) 0.044 Uiso 1 1 d D U . . .
O1 O -0.0486(2) 0.1571(2) 0.18702(18) 0.0361(7) Uani 1 1 d . . . . .
O4 O 0.0032(2) 0.4326(2) 0.20877(19) 0.0427(8) Uani 1 1 d . . . . .
O6 O -0.0168(3) 0.3101(3) 0.03468(19) 0.0443(8) Uani 1 1 d D . . . .
H6O H 0.008(3) 0.295(4) -0.011(2) 0.053 Uiso 1 1 d D U . . .
N2 N 0.1155(3) 0.0918(3) 0.1401(2) 0.0294(8) Uani 1 1 d . . . . .
C3 C -0.1234(4) -0.2052(4) 0.1502(2) 0.0295(9) Uani 1 1 d . . . . .
C1 C -0.0405(4) 0.0290(4) 0.1574(3) 0.0295(10) Uani 1 1 d . . . . .
O5 O 0.5242(3) 0.4308(3) 0.1020(2) 0.0437(8) Uani 1 1 d . . . . .
C11 C 0.3584(4) 0.3859(4) 0.1289(3) 0.0329(10) Uani 1 1 d . . . . .
H11 H 0.352431 0.478732 0.139761 0.039 Uiso 1 1 calc R U . . .
C10 C 0.2770(3) 0.2987(4) 0.1347(3) 0.0325(10) Uani 1 1 d . . . . .
C13 C 0.4599(4) 0.1967(4) 0.0918(3) 0.0382(11) Uani 1 1 d . . . . .
H13 H 0.521209 0.163024 0.078547 0.046 Uiso 1 1 calc R U . . .
C8 C 0.2019(4) 0.0626(4) 0.1178(3) 0.0369(11) Uani 1 1 d . . . . .
H8 H 0.210734 -0.027085 0.100105 0.044 Uiso 1 1 calc R U . . .
O3 O 0.1429(3) 0.2505(3) 0.31928(19) 0.0513(9) Uani 1 1 d . . . . .
O2 O 0.1900(2) 0.3527(2) 0.1535(2) 0.0386(7) Uani 1 1 d . . . . .
C4 C -0.2122(4) -0.2841(4) 0.1524(3) 0.0387(11) Uani 1 1 d . . . . .
H4 H -0.207415 -0.378598 0.149993 0.046 Uiso 1 1 calc R U . . .
C2 C -0.1316(4) -0.0619(4) 0.1555(3) 0.0299(10) Uani 1 1 d . . . . .
C7 C -0.2278(4) -0.0062(4) 0.1622(3) 0.0365(11) Uani 1 1 d . . . . .
H7 H -0.233282 0.088112 0.166193 0.044 Uiso 1 1 calc R U . . .
C9 C 0.2860(4) 0.1577(4) 0.1180(3) 0.0310(10) Uani 1 1 d . . . . .
C12 C 0.4489(4) 0.3368(4) 0.1070(3) 0.0356(11) Uani 1 1 d . . . . .
C14 C 0.3787(4) 0.1104(4) 0.0969(3) 0.0382(11) Uani 1 1 d . . . . .
H14 H 0.385294 0.017607 0.086126 0.046 Uiso 1 1 calc R U . . .
C6 C -0.3153(4) -0.0852(4) 0.1632(3) 0.0434(12) Uani 1 1 d . . . . .
H6 H -0.378891 -0.045223 0.167258 0.052 Uiso 1 1 calc R U . . .
C5 C -0.3064(4) -0.2258(4) 0.1581(3) 0.0443(12) Uani 1 1 d . . . . .
H5 H -0.364491 -0.281030 0.158552 0.053 Uiso 1 1 calc R U . . .
C15 C 0.6171(4) 0.3847(4) 0.0761(3) 0.0558(14) Uani 1 1 d . . . . .
H15A H 0.659321 0.326312 0.127401 0.084 Uiso 1 1 calc R U . . .
H15B H 0.659533 0.461839 0.068571 0.084 Uiso 1 1 calc R U . . .
H15C H 0.594652 0.334947 0.014997 0.084 Uiso 1 1 calc R U . . .


_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
C16 O6 1.414(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
Mo1 O3 1.692(3) . ?
Mo1 O4 1.708(2) . ?
Mo1 O2 1.936(3) . ?
Mo1 O1 1.999(3) . ?
Mo1 N2 2.236(3) . ?
Mo1 O6 2.310(3) . ?
N1 C1 1.300(5) . ?
N1 N2 1.392(4) . ?
N3 C3 1.398(5) . ?
N3 H3A 0.853(18) . ?
N3 H3B 0.853(18) . ?
O1 C1 1.338(4) . ?
O6 H6O 0.817(18) . ?
N2 C8 1.284(5) . ?
C3 C4 1.396(5) . ?
C3 C2 1.412(5) . ?
C1 C2 1.475(5) . ?
O5 C12 1.360(5) . ?
O5 C15 1.431(5) . ?
C11 C10 1.381(5) . ?
C11 C12 1.386(5) . ?
C11 H11 0.9300 . ?
C10 O2 1.342(4) . ?
C10 C9 1.412(5) . ?
C13 C14 1.370(5) . ?
C13 C12 1.404(5) . ?
C13 H13 0.9300 . ?
C8 C9 1.435(5) . ?
C8 H8 0.9300 . ?
C4 C5 1.372(5) . ?
C4 H4 0.9300 . ?
C2 C7 1.391(5) . ?
C7 C6 1.379(5) . ?
C7 H7 0.9300 . ?
C9 C14 1.400(5) . ?
C14 H14 0.9300 . ?
C6 C5 1.387(5) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
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 . . ?
O3 Mo1 O4 104.85(13) . . ?
O3 Mo1 O2 99.61(13) . . ?
O4 Mo1 O2 103.54(12) . . ?
O3 Mo1 O1 98.01(12) . . ?
O4 Mo1 O1 96.74(12) . . ?
O2 Mo1 O1 148.60(10) . . ?
O3 Mo1 N2 94.34(12) . . ?
O4 Mo1 N2 159.02(13) . . ?
O2 Mo1 N2 81.08(11) . . ?
O1 Mo1 N2 71.83(11) . . ?
O3 Mo1 O6 172.63(12) . . ?
O4 Mo1 O6 82.26(11) . . ?
O2 Mo1 O6 80.26(11) . . ?
O1 Mo1 O6 79.01(11) . . ?
N2 Mo1 O6 78.35(11) . . ?
C1 N1 N2 109.3(3) . . ?
C3 N3 H3A 114(3) . . ?
C3 N3 H3B 111(3) . . ?
H3A N3 H3B 113(4) . . ?
C1 O1 Mo1 119.9(2) . . ?
C16 O6 Mo1 125.4(2) . . ?
C16 O6 H6O 108(3) . . ?
Mo1 O6 H6O 126(3) . . ?
C8 N2 N1 115.9(3) . . ?
C8 N2 Mo1 128.0(3) . . ?
N1 N2 Mo1 116.0(2) . . ?
C4 C3 N3 118.3(4) . . ?
C4 C3 C2 118.3(4) . . ?
N3 C3 C2 123.4(4) . . ?
N1 C1 O1 122.8(4) . . ?
N1 C1 C2 121.4(4) . . ?
O1 C1 C2 115.9(4) . . ?
C12 O5 C15 118.1(3) . . ?
C10 C11 C12 120.8(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
O2 C10 C11 118.1(4) . . ?
O2 C10 C9 122.3(4) . . ?
C11 C10 C9 119.6(4) . . ?
C14 C13 C12 118.8(4) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
N2 C8 C9 125.0(4) . . ?
N2 C8 H8 117.5 . . ?
C9 C8 H8 117.5 . . ?
C10 O2 Mo1 136.7(2) . . ?
C5 C4 C3 121.7(4) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C7 C2 C3 118.5(4) . . ?
C7 C2 C1 119.5(4) . . ?
C3 C2 C1 121.9(4) . . ?
C6 C7 C2 122.6(4) . . ?
C6 C7 H7 118.7 . . ?
C2 C7 H7 118.7 . . ?
C14 C9 C10 118.6(4) . . ?
C14 C9 C8 119.0(4) . . ?
C10 C9 C8 122.4(4) . . ?
O5 C12 C11 116.5(4) . . ?
O5 C12 C13 123.2(4) . . ?
C11 C12 C13 120.3(4) . . ?
C13 C14 C9 121.9(4) . . ?
C13 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?
C7 C6 C5 118.4(4) . . ?
C7 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C4 C5 C6 120.4(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C8 178.6(3) . . . . ?
C1 N1 N2 Mo1 2.0(4) . . . . ?
N2 N1 C1 O1 1.4(5) . . . . ?
N2 N1 C1 C2 -179.5(3) . . . . ?
Mo1 O1 C1 N1 -4.7(5) . . . . ?
Mo1 O1 C1 C2 176.2(2) . . . . ?
C12 C11 C10 O2 -178.2(3) . . . . ?
C12 C11 C10 C9 -0.2(6) . . . . ?
N1 N2 C8 C9 176.8(3) . . . . ?
Mo1 N2 C8 C9 -7.1(6) . . . . ?
C11 C10 O2 Mo1 -161.2(3) . . . . ?
C9 C10 O2 Mo1 20.8(6) . . . . ?
N3 C3 C4 C5 -178.3(3) . . . . ?
C2 C3 C4 C5 1.0(5) . . . . ?
C4 C3 C2 C7 -0.3(5) . . . . ?
N3 C3 C2 C7 179.0(3) . . . . ?
C4 C3 C2 C1 177.7(3) . . . . ?
N3 C3 C2 C1 -3.0(5) . . . . ?
N1 C1 C2 C7 -165.0(4) . . . . ?
O1 C1 C2 C7 14.1(5) . . . . ?
N1 C1 C2 C3 17.0(6) . . . . ?
O1 C1 C2 C3 -163.9(3) . . . . ?
C3 C2 C7 C6 -0.4(6) . . . . ?
C1 C2 C7 C6 -178.5(4) . . . . ?
O2 C10 C9 C14 178.8(3) . . . . ?
C11 C10 C9 C14 0.8(5) . . . . ?
O2 C10 C9 C8 1.3(6) . . . . ?
C11 C10 C9 C8 -176.7(4) . . . . ?
N2 C8 C9 C14 176.7(4) . . . . ?
N2 C8 C9 C10 -5.9(6) . . . . ?
C15 O5 C12 C11 -177.8(4) . . . . ?
C15 O5 C12 C13 2.5(6) . . . . ?
C10 C11 C12 O5 179.4(3) . . . . ?
C10 C11 C12 C13 -0.9(6) . . . . ?
C14 C13 C12 O5 -178.9(4) . . . . ?
C14 C13 C12 C11 1.4(6) . . . . ?
C12 C13 C14 C9 -0.8(6) . . . . ?
C10 C9 C14 C13 -0.3(6) . . . . ?
C8 C9 C14 C13 177.2(4) . . . . ?
C2 C7 C6 C5 0.5(6) . . . . ?
C3 C4 C5 C6 -0.9(6) . . . . ?
C7 C6 C5 C4 0.1(6) . . . . ?

_refine_diff_density_max         0.586
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.097

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

data_3-alpha
_database_code_depnum_ccdc_archive 'CCDC 1887043'
loop_
_audit_author_name
_audit_author_address
'Mirta Rubcic'
;University of Zagreb
Croatia
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_publcif_datablock.id            {f941c914-733a-4d72-a04b-e269e6552b92}

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
"cyclo-bis(2-oxo-4-methoxybenzaldehyde 2-aminobenzoylhydrazonato-O,N,O',N')tetraoxo-dimolybdenum(VI)"
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H13 Mo N3 O5'
_chemical_formula_sum            'C15 H13 Mo N3 O5'
_chemical_formula_weight         411.22

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'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/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                   8.0972(3)
_cell_length_b                   9.5153(2)
_cell_length_c                   20.0124(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.318(3)
_cell_angle_gamma                90
_cell_volume                     1541.88(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4659
_cell_measurement_theta_min      4.4670
_cell_measurement_theta_max      32.1020

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.883
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.78718
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      296(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            16067
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.284
_diffrn_reflns_theta_max         29.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_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 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4274
_reflns_number_gt                3361
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0640P)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         4274
_refine_ls_number_parameters     224
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.1196
_refine_ls_wR_factor_gt          0.0979
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.150
_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
O5 O 1.1964(3) -0.3740(2) 0.24183(13) 0.0500(6) Uani 1 1 d . . . . .
C15 C 1.2593(4) -0.2905(4) 0.29470(19) 0.0523(9) Uani 1 1 d . . . . .
H15A H 1.326664 -0.216723 0.276742 0.078 Uiso 1 1 calc R U . . .
H15B H 1.324555 -0.347885 0.324134 0.078 Uiso 1 1 calc R U . . .
H15C H 1.169154 -0.250116 0.319083 0.078 Uiso 1 1 calc R U . . .
Mo1 Mo 0.78386(3) 0.15814(2) 0.10807(2) 0.03433(11) Uani 1 1 d . . . . .
C1 C 0.6241(4) 0.1495(3) -0.02154(14) 0.0322(6) Uani 1 1 d . . . . .
O2 O 0.8916(3) 0.0113(2) 0.15695(10) 0.0412(5) Uani 1 1 d . . . . .
N1 N 0.6935(3) 0.0271(2) -0.02846(11) 0.0330(5) Uani 1 1 d . . . . .
N2 N 0.7794(3) -0.0078(2) 0.03004(11) 0.0312(5) Uani 1 1 d . . . . .
O4 O 0.6923(3) 0.2498(2) 0.17061(11) 0.0442(5) Uani 1 1 d . . . . .
C3 C 0.4745(4) 0.1465(3) -0.13296(15) 0.0340(6) Uani 1 1 d . . . . .
O1 O 0.6322(3) 0.2202(2) 0.03549(10) 0.0406(5) Uani 1 1 d . . . . .
C11 C 1.0525(4) -0.1717(3) 0.19787(16) 0.0364(6) Uani 1 1 d . . . . .
H11 H 1.076021 -0.118399 0.235702 0.044 Uiso 1 1 calc R U . . .
N3 N 0.4764(3) -0.0023(3) -0.13672(13) 0.0390(6) Uani 1 1 d D . . . .
H3A H 0.551(3) -0.037(3) -0.1122(15) 0.047 Uiso 1 1 d D U . . .
H3B H 0.492(4) -0.025(3) -0.1773(10) 0.047 Uiso 1 1 d D U . . .
C10 C 0.9590(4) -0.1157(3) 0.14605(15) 0.0335(6) Uani 1 1 d . . . . .
C8 C 0.8398(4) -0.1331(3) 0.03205(15) 0.0338(6) Uani 1 1 d . . . . .
H8 H 0.822369 -0.190593 -0.004899 0.041 Uiso 1 1 calc R U . . .
C2 C 0.5346(4) 0.2180(3) -0.07692(14) 0.0341(6) Uani 1 1 d . . . . .
C9 C 0.9314(4) -0.1899(3) 0.08671(15) 0.0345(6) Uani 1 1 d . . . . .
C13 C 1.0792(4) -0.3874(4) 0.13491(18) 0.0476(8) Uani 1 1 d . . . . .
H13 H 1.117021 -0.479417 0.131821 0.057 Uiso 1 1 calc R U . . .
C14 C 0.9925(5) -0.3284(3) 0.08312(18) 0.0429(7) Uani 1 1 d . . . . .
H14 H 0.973425 -0.380913 0.044661 0.052 Uiso 1 1 calc R U . . .
C4 C 0.4007(4) 0.2223(4) -0.18426(16) 0.0433(7) Uani 1 1 d . . . . .
H4 H 0.361224 0.175405 -0.221845 0.052 Uiso 1 1 calc R U . . .
O3 O 0.9497(3) 0.2533(2) 0.08448(13) 0.0522(6) Uani 1 1 d . . . . .
C7 C 0.5157(5) 0.3639(3) -0.07322(18) 0.0444(8) Uani 1 1 d . . . . .
H7 H 0.553614 0.411817 -0.035659 0.053 Uiso 1 1 calc R U . . .
C12 C 1.1105(4) -0.3084(3) 0.19239(17) 0.0395(7) Uani 1 1 d . . . . .
C5 C 0.3853(5) 0.3662(4) -0.18028(18) 0.0498(9) Uani 1 1 d . . . . .
H5 H 0.336778 0.415702 -0.215333 0.060 Uiso 1 1 calc R U . . .
C6 C 0.4415(5) 0.4375(4) -0.1244(2) 0.0549(9) Uani 1 1 d . . . . .
H6 H 0.429366 0.534472 -0.121506 0.066 Uiso 1 1 calc R U . . .


_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
O5 C12 1.358(4) . ?
O5 C15 1.416(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
Mo1 O3 1.690(2) . ?
Mo1 O4 1.699(2) . ?
Mo1 O2 1.9134(19) . ?
Mo1 O1 1.987(2) . ?
Mo1 N2 2.221(2) . ?
C1 N1 1.301(3) . ?
C1 O1 1.326(3) . ?
C1 C2 1.473(4) . ?
O2 C10 1.344(3) . ?
N1 N2 1.398(3) . ?
N2 C8 1.289(3) . ?
C3 C4 1.387(4) . ?
C3 C2 1.397(4) . ?
C3 N3 1.418(4) . ?
C11 C10 1.387(4) . ?
C11 C12 1.388(4) . ?
C11 H11 0.9300 . ?
N3 H3A 0.845(18) . ?
N3 H3B 0.850(18) . ?
C10 C9 1.398(4) . ?
C8 C9 1.425(4) . ?
C8 H8 0.9300 . ?
C2 C7 1.399(4) . ?
C9 C14 1.409(4) . ?
C13 C14 1.369(5) . ?
C13 C12 1.396(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C4 C5 1.377(5) . ?
C4 H4 0.9300 . ?
C7 C6 1.376(5) . ?
C7 H7 0.9300 . ?
C5 C6 1.382(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?

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
C12 O5 C15 117.8(3) . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 Mo1 O4 106.35(12) . . ?
O3 Mo1 O2 99.98(11) . . ?
O4 Mo1 O2 101.41(9) . . ?
O3 Mo1 O1 97.21(11) . . ?
O4 Mo1 O1 96.63(10) . . ?
O2 Mo1 O1 150.37(9) . . ?
O3 Mo1 N2 101.21(11) . . ?
O4 Mo1 N2 151.33(10) . . ?
O2 Mo1 N2 81.13(8) . . ?
O1 Mo1 N2 71.93(8) . . ?
N1 C1 O1 121.8(3) . . ?
N1 C1 C2 121.8(3) . . ?
O1 C1 C2 116.4(2) . . ?
C10 O2 Mo1 139.27(19) . . ?
C1 N1 N2 109.7(2) . . ?
C8 N2 N1 115.6(2) . . ?
C8 N2 Mo1 129.1(2) . . ?
N1 N2 Mo1 115.20(16) . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 N3 119.0(3) . . ?
C2 C3 N3 121.7(3) . . ?
C1 O1 Mo1 120.36(17) . . ?
C10 C11 C12 119.0(3) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C3 N3 H3A 112(2) . . ?
C3 N3 H3B 108(2) . . ?
H3A N3 H3B 110(3) . . ?
O2 C10 C11 116.4(3) . . ?
O2 C10 C9 121.9(3) . . ?
C11 C10 C9 121.7(3) . . ?
N2 C8 C9 124.8(3) . . ?
N2 C8 H8 117.6 . . ?
C9 C8 H8 117.6 . . ?
C3 C2 C7 119.2(3) . . ?
C3 C2 C1 123.8(3) . . ?
C7 C2 C1 117.0(3) . . ?
C10 C9 C14 117.4(3) . . ?
C10 C9 C8 122.7(3) . . ?
C14 C9 C8 119.8(3) . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C9 121.6(3) . . ?
C13 C14 H14 119.2 . . ?
C9 C14 H14 119.2 . . ?
C5 C4 C3 120.9(3) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C6 C7 C2 120.9(3) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
O5 C12 C11 123.1(3) . . ?
O5 C12 C13 116.3(3) . . ?
C11 C12 C13 120.7(3) . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 N1 N2 -3.3(4) . . . . ?
C2 C1 N1 N2 175.7(2) . . . . ?
C1 N1 N2 C8 173.2(3) . . . . ?
C1 N1 N2 Mo1 -4.5(3) . . . . ?
N1 C1 O1 Mo1 10.9(4) . . . . ?
C2 C1 O1 Mo1 -168.19(19) . . . . ?
Mo1 O2 C10 C11 167.9(2) . . . . ?
Mo1 O2 C10 C9 -14.4(5) . . . . ?
C12 C11 C10 O2 173.2(3) . . . . ?
C12 C11 C10 C9 -4.5(5) . . . . ?
N1 N2 C8 C9 180.0(3) . . . . ?
Mo1 N2 C8 C9 -2.7(4) . . . . ?
C4 C3 C2 C7 1.5(5) . . . . ?
N3 C3 C2 C7 -174.0(3) . . . . ?
C4 C3 C2 C1 -176.1(3) . . . . ?
N3 C3 C2 C1 8.4(5) . . . . ?
N1 C1 C2 C3 19.4(5) . . . . ?
O1 C1 C2 C3 -161.5(3) . . . . ?
N1 C1 C2 C7 -158.1(3) . . . . ?
O1 C1 C2 C7 20.9(4) . . . . ?
O2 C10 C9 C14 -173.2(3) . . . . ?
C11 C10 C9 C14 4.4(5) . . . . ?
O2 C10 C9 C8 4.3(5) . . . . ?
C11 C10 C9 C8 -178.1(3) . . . . ?
N2 C8 C9 C10 2.9(5) . . . . ?
N2 C8 C9 C14 -179.6(3) . . . . ?
C12 C13 C14 C9 -1.0(6) . . . . ?
C10 C9 C14 C13 -1.6(5) . . . . ?
C8 C9 C14 C13 -179.2(3) . . . . ?
C2 C3 C4 C5 -0.5(5) . . . . ?
N3 C3 C4 C5 175.1(3) . . . . ?
C3 C2 C7 C6 -1.2(5) . . . . ?
C1 C2 C7 C6 176.5(3) . . . . ?
C15 O5 C12 C11 -13.8(5) . . . . ?
C15 O5 C12 C13 167.5(3) . . . . ?
C10 C11 C12 O5 -176.9(3) . . . . ?
C10 C11 C12 C13 1.7(5) . . . . ?
C14 C13 C12 O5 179.6(3) . . . . ?
C14 C13 C12 C11 0.9(5) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C2 C7 C6 C5 -0.1(6) . . . . ?
C4 C5 C6 C7 1.1(6) . . . . ?

_refine_diff_density_max         0.995
_refine_diff_density_min         -0.913
_refine_diff_density_rms         0.244

