# Supplementary Information (SI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_pyH4_Mo8O26
_database_code_depnum_ccdc_archive 'CCDC 2367284'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-10-28 downloaded from the CCDC.
;
_audit_creation_date             2024-07-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'pyridinium octamolybdate'
_chemical_formula_moiety         'Mo8 O26, 4(C5 H6 N)'
_chemical_formula_sum            'C20 H24 Mo8 N4 O26'
_chemical_formula_weight         1503.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Mo'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.0483 2.7339 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4160(5)
_cell_length_b                   9.9091(6)
_cell_length_c                   10.6597(7)
_cell_angle_alpha                83.473(5)
_cell_angle_beta                 76.788(5)
_cell_angle_gamma                69.701(5)
_cell_volume                     907.49(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9531
_cell_measurement_temperature    171(2)
_cell_measurement_theta_max      77.7080
_cell_measurement_theta_min      4.2580
_shelx_estimated_absorpt_T_max   0.658
_shelx_estimated_absorpt_T_min   0.112
_exptl_absorpt_coefficient_mu    22.833
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.752
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             716
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14478
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.127
_diffrn_reflns_theta_min         4.263
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      171(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00 -15.00   0.50    0.05    --  -46.68 125.00 120.00  134
  2  ω    -50.00 -19.00   0.50    0.05    --  -86.25  45.00  90.00   62
  3  ω    -15.00  23.00   0.50    0.05    --  -46.68  19.00  60.00   76
  4  ω    -41.00 -15.00   0.50    0.05    --  -86.25  45.00  30.00   52
  5  ω    -24.00  29.00   0.50    0.05    --  -46.68  22.00 -81.00  106
  6  ω    -10.00  17.00   0.50    0.05    --   46.68 -22.00 112.00   54
  7  ω    146.00 171.00   0.50    0.05    --  107.75  45.00 120.00   50
  8  ω     95.00 170.00   0.50    0.05    --  107.75 125.00  90.00  150
  9  ω    101.00 126.00   0.50    0.05    --  107.75  61.00   0.00   50
 10  ω     99.00 128.00   0.50    0.05    --  107.75  30.00 -60.00   58
 11  ω    125.00 153.00   0.50    0.05    --  107.75  30.00   0.00   56
 12  ω    147.00 173.00   0.50    0.05    --  107.75  30.00  60.00   52
 13  ω    105.00 131.00   0.50    0.05    --  107.75  30.00  60.00   52
 14  ω    140.00 166.00   0.50    0.05    --  107.75  30.00 -60.00   52
 15  ω    143.00 174.00   0.50    0.05    --  107.75  22.00 -81.00   62
 16  ω     96.00 164.00   0.50    0.05    --  107.75  45.00-150.00  136
 17  ω     97.00 135.00   0.50    0.05    --  107.75  22.00 -81.00   76
 18  ω     91.00 151.00   0.50    0.05    --  107.75  77.00-180.00  120
 19  ω     98.00 137.00   0.50    0.05    --  107.75 125.00-150.00   78
 20  ω     59.00 119.00   0.50    0.05    --   46.68  22.00 -81.00  120
 21  ω    132.00 175.00   0.50    0.05    --  107.75  15.00   0.00   86
 22  ω     94.00 145.00   0.50    0.05    --  107.75  15.00 150.00  102
 23  ω    148.00 178.00   0.50    0.05    --  107.75  15.00 150.00   60
 24  ω     97.00 171.00   0.50    0.05    --  107.75  15.00  90.00  148
 25  ω     83.00 108.00   0.50    0.05    --  107.75 -82.00 166.90   50
 26  ω     60.00 112.00   0.50    0.05    --  107.75-125.00  90.00  104
 27  ω     45.00  91.00   0.50    0.05    --   46.68-125.00 -60.00   92
 28  ω     67.00 112.00   0.50    0.05    --  107.75-125.00-180.00   90
 29  ω     77.00 112.00   0.50    0.05    --  107.75-125.00-120.00   70
 30  ω     36.00  64.00   0.50    0.05    --  107.75-125.00-120.00   56
 31  ω     40.00  93.00   0.50    0.05    --  107.75-125.00 -90.00  106
 32  ω     86.00 111.00   0.50    0.05    --  107.75-125.00 -60.00   50
 33  ω     84.00 111.00   0.50    0.05    --  107.75-125.00  60.00   54
 34  ω     85.00 110.00   0.50    0.05    --  107.75-125.00 120.00   50
 35  ω     44.00  69.00   0.50    0.05    --  107.75-125.00 120.00   50
 36  ω     43.00  80.00   0.50    0.05    --  107.75-125.00  60.00   74
 37  ω     65.00 112.00   0.50    0.05    --  107.75-125.00  30.00   94
 38  ω     48.00  74.00   0.50    0.05    --  107.75 -95.00  30.00   52
 39  ω     39.00  69.00   0.50    0.05    --  107.75 -99.00 -99.67   60
 40  ω     73.00 105.00   0.50    0.05    --  107.75 -99.00 -99.67   64
 41  ω     80.00 105.00   0.50    0.05    --  107.75 -95.00 -30.00   50
 42  ω     79.00 104.00   0.50    0.05    --  107.75 -95.00  90.00   50
 43  ω     37.00  69.00   0.50    0.05    --  107.75 -95.00 -30.00   64
 44  ω     81.00 107.00   0.50    0.05    --  107.75-110.00-116.24   52
 45  ω     36.00  86.00   0.50    0.05    --  107.75 -95.00-180.00  100
 46  ω     57.00 105.00   0.50    0.05    --  107.75 -95.00 -90.00   96
 47  ω     55.00 101.00   0.50    0.05    --  107.75 -95.00 -60.00   92
 48  ω     52.00  78.00   0.50    0.05    --  107.75 -95.00  90.00   52
 49  ω     74.00 105.00   0.50    0.05    --  107.75 -95.00 150.00   62
 50  ω     48.00  73.00   0.50    0.05    --  107.75 -95.00 120.00   50
 51  ω     53.00  79.00   0.50    0.05    --  107.75 -77.00  90.00   52
 52  ω     43.00  71.00   0.50    0.05    --  107.75 -61.00  90.00   56
 53  ω     39.00  64.00   0.50    0.05    --  107.75 -61.00  30.00   50
 54  ω     63.00  90.00   0.50    0.05    --  107.75 -77.00  30.00   54
 55  ω     39.00  69.00   0.50    0.05    --  107.75 -61.00 -30.00   60
 56  ω     43.00  69.00   0.50    0.05    --  107.75 -61.00 -90.00   52
 57  ω     38.00  65.00   0.50    0.05    --  107.75 -61.00-120.00   54
 58  ω     41.00  66.00   0.50    0.05    --  107.75 -77.00-150.00   50
 59  ω     45.00  70.00   0.50    0.05    --  107.75 -61.00-180.00   50
 60  ω     62.00 102.00   0.50    0.05    --  107.75 -77.00-120.00   80
 61  ω     40.00  69.00   0.50    0.05    --  107.75 -61.00  60.00   58
 62  ω     35.00  69.00   0.50    0.05    --  107.75 -61.00 120.00   68
 63  ω   -118.00 -93.00   0.50    0.05    --  -46.68 -77.00 150.00   50
 64  ω   -133.00-107.00   0.50    0.05    --  -86.25 -22.00 112.00   52
 65  ω    -80.00 -34.00   0.50    0.05    --  -46.68 -22.00 112.00   92
 66  ω   -115.00 -89.00   0.50    0.05    --  -46.68 -77.00  30.00   52
 67  ω   -116.00 -89.00   0.50    0.05    --  -46.68 -77.00-180.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1766459000
_diffrn_orient_matrix_UB_12      -0.0368984000
_diffrn_orient_matrix_UB_13      -0.0410068000
_diffrn_orient_matrix_UB_21      0.0180713000
_diffrn_orient_matrix_UB_22      -0.1591980000
_diffrn_orient_matrix_UB_23      -0.0101533000
_diffrn_orient_matrix_UB_31      -0.0144345000
_diffrn_orient_matrix_UB_32      0.0284891000
_diffrn_orient_matrix_UB_33      -0.1424239000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3626
_reflns_number_total             3828
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.864
_refine_diff_density_min         -1.273
_refine_diff_density_rms         0.193
_refine_ls_extinction_coef       0.00088(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         3828
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0314
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0571P)²+0.3249P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0874
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C3(H3), C2A(H2A), C2(H2), C6(H6), C5A(H5A), C4A(H4A),
 C3A(H3A), C6A(H6A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Mo2 Mo 0.30876(3) 0.04153(3) 0.47698(2) 0.01238(10) Uani 1 1 d . . . . .
Mo3 Mo 0.58052(3) -0.02140(3) 0.22610(2) 0.01476(10) Uani 1 1 d . . . . .
Mo8 Mo 0.40315(3) 0.30137(3) 0.55071(2) 0.01495(10) Uani 1 1 d . . . . .
Mo6 Mo 0.68352(3) 0.24016(3) 0.29617(2) 0.01747(10) Uani 1 1 d . . . . .
O9 O 0.2892(3) 0.1616(2) 0.6172(2) 0.0159(4) Uani 1 1 d . . . . .
O4 O 0.4350(3) -0.1022(2) 0.3518(2) 0.0153(4) Uani 1 1 d . . . . .
O7 O 0.5914(3) 0.3250(3) 0.4617(2) 0.0195(5) Uani 1 1 d . . . . .
O5 O 0.7331(3) 0.0695(3) 0.2031(2) 0.0210(5) Uani 1 1 d . . . . .
O17 O 0.1849(3) 0.1605(3) 0.3892(2) 0.0188(5) Uani 1 1 d . . . . .
O16 O 0.2026(3) -0.0638(3) 0.5673(2) 0.0185(5) Uani 1 1 d . . . . .
O11 O 0.3664(3) 0.3894(3) 0.6888(2) 0.0227(5) Uani 1 1 d . . . . .
O13 O 0.8490(3) 0.2819(3) 0.2495(2) 0.0260(5) Uani 1 1 d . . . . .
O14 O 0.4444(3) 0.0999(3) 0.1507(2) 0.0238(5) Uani 1 1 d . . . . .
O15 O 0.6733(3) -0.1585(3) 0.1231(2) 0.0249(5) Uani 1 1 d . . . . .
O12 O 0.5572(3) 0.3549(3) 0.2076(3) 0.0256(5) Uani 1 1 d . . . . .
O1 O 0.5039(3) 0.1114(2) 0.4107(2) 0.0149(4) Uani 1 1 d . . . . .
O10 O 0.2751(3) 0.4123(3) 0.4605(3) 0.0256(6) Uani 1 1 d . . . . .
N1 N 0.1608(4) 0.3805(4) 0.1967(3) 0.0299(7) Uani 1 1 d . . . . .
N1A N 0.2648(5) 0.6799(5) 0.3053(4) 0.0444(10) Uani 1 1 d . . . . .
C4 C 0.0695(4) 0.6297(4) 0.0577(3) 0.0254(7) Uani 1 1 d . . . . .
H4 H 0.039278 0.718198 0.009838 0.030 Uiso 1 1 calc R U . . .
C5 C -0.0056(4) 0.6177(4) 0.1846(4) 0.0295(8) Uani 1 1 d . . . . .
H5 H -0.089048 0.696823 0.223663 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1879(4) 0.5132(4) 0.0015(3) 0.0249(7) Uani 1 1 d . . . . .
H3 H 0.237472 0.519468 -0.086176 0.030 Uiso 1 1 calc R U . . .
C2A C 0.3566(5) 0.6679(4) 0.1891(4) 0.0329(9) Uani 1 1 d . . . . .
H2A H 0.439302 0.580592 0.167757 0.039 Uiso 1 1 calc R U . . .
C2 C 0.2332(4) 0.3879(4) 0.0738(3) 0.0270(7) Uani 1 1 d . . . . .
H2 H 0.315543 0.306839 0.036729 0.032 Uiso 1 1 calc R U . . .
C6 C 0.0425(5) 0.4897(5) 0.2527(3) 0.0324(9) Uani 1 1 d . . . . .
H6 H -0.008276 0.479071 0.339252 0.039 Uiso 1 1 calc R U . . .
C5A C 0.1201(5) 0.9163(5) 0.2510(4) 0.0382(10) Uani 1 1 d . . . . .
H5A H 0.037145 1.003370 0.272496 0.046 Uiso 1 1 calc R U . . .
C4A C 0.2135(5) 0.9036(5) 0.1329(4) 0.0360(9) Uani 1 1 d . . . . .
H4A H 0.195661 0.982154 0.071745 0.043 Uiso 1 1 calc R U . . .
C3A C 0.3330(5) 0.7795(5) 0.1005(4) 0.0331(9) Uani 1 1 d . . . . .
H3A H 0.398717 0.770956 0.017590 0.040 Uiso 1 1 calc R U . . .
C6A C 0.1447(5) 0.8056(6) 0.3382(4) 0.0414(11) Uani 1 1 d . . . . .
H6A H 0.079759 0.814111 0.421513 0.050 Uiso 1 1 calc R U . . .
H1A H 0.265(7) 0.610(7) 0.362(5) 0.050 Uiso 1 1 d . U . . .
H1 H 0.195(7) 0.305(7) 0.239(5) 0.050 Uiso 1 1 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
Mo2 Mo3 3.1988(4) . ?
Mo2 O9 1.952(2) . ?
Mo2 O4 1.938(2) . ?
Mo2 O17 1.709(2) . ?
Mo2 O16 1.753(2) . ?
Mo2 O1 2.353(2) 2_656 ?
Mo2 O1 2.129(2) . ?
Mo3 O9 2.335(2) 2_656 ?
Mo3 O4 1.998(2) . ?
Mo3 O5 1.903(2) . ?
Mo3 O14 1.707(3) . ?
Mo3 O15 1.701(2) . ?
Mo3 O1 2.325(2) . ?
Mo8 O9 2.008(2) . ?
Mo8 O4 2.339(2) 2_656 ?
Mo8 O7 1.889(2) . ?
Mo8 O11 1.702(2) . ?
Mo8 O1 2.329(2) . ?
Mo8 O10 1.719(3) . ?
Mo6 O7 1.925(2) . ?
Mo6 O5 1.920(2) . ?
Mo6 O16 2.271(2) 2_656 ?
Mo6 O13 1.701(3) . ?
Mo6 O12 1.711(3) . ?
Mo6 O1 2.486(2) . ?
N1 C2 1.339(5) . ?
N1 C6 1.332(6) . ?
N1 H1 0.83(6) . ?
N1A C2A 1.329(6) . ?
N1A C6A 1.376(7) . ?
N1A H1A 0.87(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(5) . ?
C4 C3 1.376(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.372(6) . ?
C3 H3 0.9500 . ?
C3 C2 1.372(5) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.361(6) . ?
C2 H2 0.9500 . ?
C6 H6 0.9500 . ?
C5A H5A 0.9500 . ?
C5A C4A 1.352(7) . ?
C5A C6A 1.346(7) . ?
C4A H4A 0.9500 . ?
C4A C3A 1.363(6) . ?
C3A H3A 0.9500 . ?
C6A H6A 0.9500 . ?

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
O9 Mo2 Mo3 125.16(7) . . ?
O9 Mo2 O1 78.58(9) . . ?
O9 Mo2 O1 78.16(8) . 2_656 ?
O4 Mo2 Mo3 36.26(7) . . ?
O4 Mo2 O9 150.35(10) . . ?
O4 Mo2 O1 79.16(9) . . ?
O4 Mo2 O1 77.54(8) . 2_656 ?
O17 Mo2 Mo3 90.48(8) . . ?
O17 Mo2 O9 100.76(11) . . ?
O17 Mo2 O4 101.85(10) . . ?
O17 Mo2 O16 104.60(12) . . ?
O17 Mo2 O1 174.67(10) . 2_656 ?
O17 Mo2 O1 98.98(11) . . ?
O16 Mo2 Mo3 132.25(8) . . ?
O16 Mo2 O9 96.60(10) . . ?
O16 Mo2 O4 95.99(10) . . ?
O16 Mo2 O1 156.41(10) . . ?
O16 Mo2 O1 80.73(9) . 2_656 ?
O1 Mo2 Mo3 46.59(6) . . ?
O1 Mo2 Mo3 85.97(5) 2_656 . ?
O1 Mo2 O1 75.69(9) . 2_656 ?
O9 Mo3 Mo2 78.97(5) 2_656 . ?
O4 Mo3 Mo2 35.01(6) . . ?
O4 Mo3 O9 71.54(9) . 2_656 ?
O4 Mo3 O1 73.35(9) . . ?
O5 Mo3 Mo2 119.33(7) . . ?
O5 Mo3 O9 83.77(9) . 2_656 ?
O5 Mo3 O4 146.47(9) . . ?
O5 Mo3 O1 77.64(9) . . ?
O14 Mo3 Mo2 84.41(8) . . ?
O14 Mo3 O9 163.10(10) . 2_656 ?
O14 Mo3 O4 96.42(11) . . ?
O14 Mo3 O5 101.93(12) . . ?
O14 Mo3 O1 93.71(11) . . ?
O15 Mo3 Mo2 136.39(9) . . ?
O15 Mo3 O9 89.02(10) . 2_656 ?
O15 Mo3 O4 101.42(12) . . ?
O15 Mo3 O5 100.45(12) . . ?
O15 Mo3 O14 105.33(12) . . ?
O15 Mo3 O1 160.79(11) . . ?
O1 Mo3 Mo2 41.70(5) . . ?
O1 Mo3 O9 71.78(8) . 2_656 ?
O9 Mo8 O4 71.29(9) . 2_656 ?
O9 Mo8 O1 72.83(9) . . ?
O7 Mo8 O9 146.16(10) . . ?
O7 Mo8 O4 83.56(10) . 2_656 ?
O7 Mo8 O1 77.81(9) . . ?
O11 Mo8 O9 98.94(11) . . ?
O11 Mo8 O4 87.38(10) . 2_656 ?
O11 Mo8 O7 102.22(12) . . ?
O11 Mo8 O1 158.19(11) . . ?
O11 Mo8 O10 105.39(13) . . ?
O1 Mo8 O4 70.89(8) . 2_656 ?
O10 Mo8 O9 97.64(12) . . ?
O10 Mo8 O4 164.53(11) . 2_656 ?
O10 Mo8 O7 101.77(12) . . ?
O10 Mo8 O1 95.83(11) . . ?
O7 Mo6 O16 77.58(9) . 2_656 ?
O7 Mo6 O1 73.29(9) . . ?
O5 Mo6 O7 143.81(9) . . ?
O5 Mo6 O16 77.69(9) . 2_656 ?
O5 Mo6 O1 73.36(9) . . ?
O16 Mo6 O1 68.96(8) 2_656 . ?
O13 Mo6 O7 103.96(11) . . ?
O13 Mo6 O5 102.07(12) . . ?
O13 Mo6 O16 90.05(10) . 2_656 ?
O13 Mo6 O12 105.52(13) . . ?
O13 Mo6 O1 158.98(10) . . ?
O12 Mo6 O7 99.13(12) . . ?
O12 Mo6 O5 97.64(12) . . ?
O12 Mo6 O16 164.40(11) . 2_656 ?
O12 Mo6 O1 95.46(11) . . ?
Mo2 O9 Mo3 109.91(10) . 2_656 ?
Mo2 O9 Mo8 109.08(10) . . ?
Mo8 O9 Mo3 103.98(10) . 2_656 ?
Mo2 O4 Mo3 108.73(11) . . ?
Mo2 O4 Mo8 110.90(9) . 2_656 ?
Mo3 O4 Mo8 104.19(10) . 2_656 ?
Mo8 O7 Mo6 118.03(12) . . ?
Mo3 O5 Mo6 117.96(12) . . ?
Mo2 O16 Mo6 118.70(12) . 2_656 ?
Mo2 O1 Mo2 104.31(9) . 2_656 ?
Mo2 O1 Mo3 91.71(8) . . ?
Mo2 O1 Mo8 92.59(8) . . ?
Mo2 O1 Mo6 164.06(12) . . ?
Mo2 O1 Mo6 91.62(8) 2_656 . ?
Mo3 O1 Mo2 97.46(8) . 2_656 ?
Mo3 O1 Mo8 162.56(11) . . ?
Mo3 O1 Mo6 85.77(7) . . ?
Mo8 O1 Mo2 97.84(8) . 2_656 ?
Mo8 O1 Mo6 85.47(7) . . ?
C2 N1 H1 117(4) . . ?
C6 N1 C2 122.7(3) . . ?
C6 N1 H1 120(4) . . ?
C2A N1A C6A 120.6(4) . . ?
C2A N1A H1A 125(4) . . ?
C6A N1A H1A 113(4) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 119.9(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 118.9(3) . . ?
C6 C5 H5 120.5 . . ?
C4 C3 H3 120.5 . . ?
C2 C3 C4 119.1(3) . . ?
C2 C3 H3 120.5 . . ?
N1A C2A H2A 119.7 . . ?
N1A C2A C3A 120.5(4) . . ?
C3A C2A H2A 119.7 . . ?
N1 C2 C3 119.7(3) . . ?
N1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
N1 C6 C5 119.7(3) . . ?
N1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C4A C5A H5A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C6A C5A C4A 120.0(4) . . ?
C5A C4A H4A 119.6 . . ?
C5A C4A C3A 120.7(4) . . ?
C3A C4A H4A 119.6 . . ?
C2A C3A C4A 118.9(4) . . ?
C2A C3A H3A 120.6 . . ?
C4A C3A H3A 120.6 . . ?
N1A C6A H6A 120.4 . . ?
C5A C6A N1A 119.3(4) . . ?
C5A C6A H6A 120.4 . . ?

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
Mo3 Mo2 O16 Mo6 76.16(13) . . . 2_656 ?
O9 Mo2 O16 Mo6 -76.50(13) . . . 2_656 ?
O9 Mo8 O7 Mo6 51.9(2) . . . . ?
O4 Mo2 O16 Mo6 76.61(13) . . . 2_656 ?
O4 Mo8 O7 Mo6 93.51(13) 2_656 . . . ?
O17 Mo2 O16 Mo6 -179.46(12) . . . 2_656 ?
O11 Mo8 O7 Mo6 179.41(13) . . . . ?
O1 Mo2 O16 Mo6 0.31(11) 2_656 . . 2_656 ?
O1 Mo2 O16 Mo6 0.0(3) . . . 2_656 ?
O1 Mo8 O7 Mo6 21.73(13) . . . . ?
O10 Mo8 O7 Mo6 -71.78(15) . . . . ?
N1A C2A C3A C4A -0.2(6) . . . . ?
C4 C5 C6 N1 0.8(6) . . . . ?
C4 C3 C2 N1 0.8(6) . . . . ?
C5 C4 C3 C2 -2.2(6) . . . . ?
C3 C4 C5 C6 1.5(6) . . . . ?
C2A N1A C6A C5A 0.4(6) . . . . ?
C2 N1 C6 C5 -2.3(6) . . . . ?
C6 N1 C2 C3 1.5(6) . . . . ?
C5A C4A C3A C2A 0.2(6) . . . . ?
C4A C5A C6A N1A -0.4(6) . . . . ?
C6A N1A C2A C3A -0.2(6) . . . . ?
C6A C5A C4A C3A 0.0(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.368
_oxdiff_exptl_absorpt_empirical_full_min 0.610
####################################################################### 
# 
# 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_H2L2
_database_code_depnum_ccdc_archive 'CCDC 2367286'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-10-28 downloaded from the CCDC.
;
_audit_creation_date             2024-07-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N'-(2-hydroxy-3-methoxybenzylidene)acetylhydrazone
_chemical_formula_moiety         'C10 H12 N2 O3'
_chemical_formula_sum            'C10 H12 N2 O3'
_chemical_formula_weight         208.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     ' '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.47100(10)
_cell_length_b                   4.59940(10)
_cell_length_c                   29.3867(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.264(2)
_cell_angle_gamma                90
_cell_volume                     1009.00(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6563
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      77.3860
_cell_measurement_theta_min      3.0120
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.919
_exptl_absorpt_coefficient_mu    0.858
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             440
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            15152
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.514
_diffrn_reflns_theta_min         3.010
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -30.00  27.00   0.50    5.00    --  -47.47  31.00 -13.00  114
  2  ω   -107.00 -42.00   0.50    5.00    --  -47.47 -31.00-172.00  130
  3  ω    -19.00   6.00   0.50    5.00    --   47.47 -31.00-172.00   50
  4  ω     35.00  76.00   0.50    5.00    --   47.47  31.00 -13.00   82
  5  ω   -156.00-130.00   0.50   15.00    --  -86.25 -31.00-172.00   52
  6  ω    136.00 168.00   0.50   15.00    --  107.75  31.00 -13.00   64
  7  ω   -116.00 -90.00   0.50    5.00    --  -47.47 -77.00-120.00   52
  8  ω    -12.00  26.00   0.50    5.00    --   47.47 -19.00  30.00   76
  9  ω     36.00 110.00   0.50    5.00    --   47.47  38.00  60.00  148
 10  ω     88.00 120.00   0.50    5.00    --   47.47  77.00-150.00   64
 11  ω     34.00  81.00   0.50    5.00    --   47.47-125.00 -90.00   94
 12  ω    -63.00 -13.00   0.50   15.00    --  -86.25  61.00 150.00  100
 13  ω    136.00 178.00   0.50   15.00    --  107.75  45.00-120.00   84
 14  ω     35.00  88.00   0.50   15.00    --  107.75 -95.00 -90.00  106
 15  ω     55.00  81.00   0.50   15.00    --  107.75 -95.00-180.00   52
 16  ω     45.00  71.00   0.50   15.00    --  107.75 -61.00 120.00   52
 17  ω    114.00 178.00   0.50   15.00    --  107.75  30.00-150.00  128
 18  ω     35.00  70.00   0.50   15.00    --  107.75 -95.00-150.00   70
 19  ω     36.00  76.00   0.50   15.00    --  107.75-125.00 150.00   80
 20  ω     80.00 110.00   0.50   15.00    --  107.75-125.00 150.00   60
 21  ω     36.00  61.00   0.50   15.00    --  107.75 -95.00  60.00   50
 22  ω     40.00  70.00   0.50   15.00    --  107.75 -61.00 -60.00   60
 23  ω     75.00 104.00   0.50   15.00    --  107.75 -95.00 150.00   58
 24  ω     35.00  67.00   0.50   15.00    --  107.75 -95.00 150.00   64
 25  ω     92.00 117.00   0.50   15.00    --  107.75  61.00  90.00   50
 26  ω     36.00  64.00   0.50   15.00    --  107.75 -61.00 150.00   56
 27  ω    102.00 178.00   0.50   15.00    --  107.75  45.00   0.00  152
 28  ω    136.00 177.00   0.50   15.00    --  107.75  30.00  60.00   82
 29  ω    151.00 177.00   0.50   15.00    --  107.75 125.00-180.00   52
 30  ω     36.00  62.00   0.50   15.00    --  107.75-125.00 120.00   52
 31  ω     81.00 107.00   0.50   15.00    --  107.75-125.00 120.00   52
 32  ω     95.00 137.00   0.50   15.00    --  107.75  77.00 -60.00   84
 33  ω    113.00 176.00   0.50   15.00    --  107.75  77.00 150.00  126
 34  ω     45.00  70.00   0.50   15.00    --  107.75 -61.00  90.00   50
 35  ω     88.00 132.00   0.50   15.00    --  107.75  77.00-150.00   88
 36  ω    141.00 177.00   0.50   15.00    --  107.75  77.00-150.00   72
 37  ω     63.00 104.00   0.50   15.00    --  107.75-125.00  30.00   82
 38  ω     89.00 115.00   0.50   15.00    --  107.75  77.00-180.00   52
 39  ω    109.00 172.00   0.50   15.00    --  107.75  61.00 -90.00  126
 40  ω     88.00 139.00   0.50   15.00    --  107.75  77.00  60.00  102
 41  ω    140.00 166.00   0.50   15.00    --  107.75  77.00-180.00   52
 42  ω    125.00 155.00   0.50   15.00    --  107.75 125.00 -30.00   60
 43  ω     89.00 126.00   0.50   15.00    --  107.75  77.00  90.00   74
 44  ω    142.00 168.00   0.50   15.00    --  107.75  77.00  90.00   52
 45  ω     47.00  72.00   0.50   15.00    --  107.75 -77.00-150.00   50
 46  ω     37.00  62.00   0.50   15.00    --  107.75 -61.00   0.00   50
 47  ω     38.00  70.00   0.50   15.00    --  107.75 -61.00 -90.00   64
 48  ω     79.00 108.00   0.50   15.00    --  107.75-125.00  60.00   58
 49  ω     99.00 125.00   0.50   15.00    --  107.75  45.00  90.00   52
 50  ω    139.00 168.00   0.50   15.00    --  107.75  45.00  90.00   58
 51  ω     41.00 117.00   0.50   15.00    --  107.75   0.00   0.00  152
 52  ω     43.00  69.00   0.50   15.00    --  107.75 -77.00 -90.00   52
 53  ω     76.00 101.00   0.50   15.00    --  107.75 -77.00 -90.00   50
 54  ω     38.00  64.00   0.50   15.00    --  107.75 -77.00  60.00   52
 55  ω     80.00 105.00   0.50   15.00    --  107.75 -77.00  60.00   50
 56  ω     40.00  69.00   0.50   15.00    --  107.75 -95.00  90.00   58
 57  ω     73.00  98.00   0.50   15.00    --  107.75 -95.00  90.00   50
 58  ω     78.00 112.00   0.50   15.00    --  107.75-125.00-180.00   68
 59  ω     65.00  90.00   0.50   15.00    --  107.75-125.00-150.00   50
 60  ω    139.00 176.00   0.50   15.00    --  107.75 125.00 120.00   74
 61  ω     92.00 119.00   0.50   15.00    --  107.75  60.00 100.23   54
 62  ω    120.00 145.00   0.50   15.00    --  107.75  61.00  30.00   50
 63  ω     95.00 127.00   0.50   15.00    --  107.75  61.00 120.00   64
 64  ω     79.00 104.00   0.50   15.00    --  107.75 -95.00  30.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2062464000
_diffrn_orient_matrix_UB_12      0.0079711000
_diffrn_orient_matrix_UB_13      -0.0009095000
_diffrn_orient_matrix_UB_21      0.0027418000
_diffrn_orient_matrix_UB_22      0.3088084000
_diffrn_orient_matrix_UB_23      -0.0202730000
_diffrn_orient_matrix_UB_31      -0.0061362000
_diffrn_orient_matrix_UB_32      -0.1295163000
_diffrn_orient_matrix_UB_33      -0.0483822000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1865
_reflns_number_total             2134
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0442
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0542P)²+0.2879P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1164
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C7(H7), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O2 O 0.73817(12) -0.0216(2) 0.49961(4) 0.0440(3) Uani 1 1 d . . . . .
O1 O 0.66426(16) 0.8481(3) 0.36505(5) 0.0592(3) Uani 1 1 d . . . . .
N2 N 0.56008(15) 0.2820(2) 0.45924(4) 0.0376(3) Uani 1 1 d . . . . .
N1 N 0.54188(15) 0.4970(2) 0.42704(4) 0.0387(3) Uani 1 1 d . . . . .
O3 O 0.5976(2) 1.2223(3) 0.30054(5) 0.0792(5) Uani 1 1 d . . . . .
C1 C 0.38296(18) 0.5898(3) 0.41738(5) 0.0379(3) Uani 1 1 d . . . . .
H1A H 0.284698 0.512058 0.432953 0.045 Uiso 1 1 calc R U . . .
C8 C 0.72403(17) 0.1764(3) 0.47118(5) 0.0376(3) Uani 1 1 d . . . . .
C2 C 0.3516(2) 0.8124(3) 0.38289(5) 0.0413(3) Uani 1 1 d . . . . .
C9 C 0.88229(18) 0.3077(3) 0.44918(6) 0.0483(4) Uani 1 1 d . . . . .
H9A H 0.992060 0.211753 0.460729 0.072 Uiso 1 1 calc R U . . .
H9B H 0.888545 0.515673 0.456298 0.072 Uiso 1 1 calc R U . . .
H9C H 0.869867 0.281517 0.416110 0.072 Uiso 1 1 calc R U . . .
C7 C 0.1752(2) 0.9083(3) 0.37342(5) 0.0470(4) Uani 1 1 d . . . . .
H7 H 0.079849 0.831159 0.390147 0.056 Uiso 1 1 calc R U . . .
C3 C 0.4905(2) 0.9264(3) 0.35794(5) 0.0483(4) Uani 1 1 d . . . . .
C4 C 0.4519(3) 1.1313(3) 0.32341(6) 0.0585(5) Uani 1 1 d . . . . .
C6 C 0.1399(3) 1.1125(4) 0.34018(5) 0.0576(5) Uani 1 1 d . . . . .
H6 H 0.020709 1.178480 0.334388 0.069 Uiso 1 1 calc R U . . .
C5 C 0.2783(3) 1.2231(4) 0.31494(6) 0.0630(5) Uani 1 1 d . . . . .
H5 H 0.252859 1.362598 0.291748 0.076 Uiso 1 1 calc R U . . .
C10 C 0.5613(4) 1.4070(5) 0.26180(9) 0.1049(10) Uani 1 1 d . . . . .
H10A H 0.476741 1.309698 0.240472 0.157 Uiso 1 1 calc R U . . .
H10B H 0.673127 1.446656 0.246604 0.157 Uiso 1 1 calc R U . . .
H10C H 0.509224 1.590407 0.271900 0.157 Uiso 1 1 calc R U . . .
H2 H 0.462(3) 0.206(4) 0.4722(6) 0.054(5) Uiso 1 1 d . . . . .
H1 H 0.665(3) 0.705(6) 0.3868(8) 0.085(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C8 1.2376(16) . ?
O1 C3 1.355(2) . ?
O1 H1 0.92(3) . ?
N2 N1 1.3717(15) . ?
N2 C8 1.3510(16) . ?
N2 H2 0.906(19) . ?
N1 C1 1.2828(17) . ?
O3 C4 1.367(2) . ?
O3 C10 1.438(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.4536(19) . ?
C8 C9 1.4970(19) . ?
C2 C7 1.407(2) . ?
C2 C3 1.397(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C6 1.373(2) . ?
C3 C4 1.406(2) . ?
C4 C5 1.377(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.392(3) . ?
C5 H5 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

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
C3 O1 H1 106.0(14) . . ?
N1 N2 H2 120.5(12) . . ?
C8 N2 N1 120.16(11) . . ?
C8 N2 H2 119.3(12) . . ?
C1 N1 N2 117.26(11) . . ?
C4 O3 C10 116.19(19) . . ?
N1 C1 H1A 119.6 . . ?
N1 C1 C2 120.74(12) . . ?
C2 C1 H1A 119.6 . . ?
O2 C8 N2 119.49(12) . . ?
O2 C8 C9 122.72(12) . . ?
N2 C8 C9 117.79(12) . . ?
C7 C2 C1 118.87(13) . . ?
C3 C2 C1 121.85(13) . . ?
C3 C2 C7 119.25(14) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.46(16) . . ?
C6 C7 H7 119.8 . . ?
O1 C3 C2 123.14(14) . . ?
O1 C3 C4 117.23(15) . . ?
C2 C3 C4 119.63(16) . . ?
O3 C4 C3 114.51(17) . . ?
O3 C4 C5 125.42(16) . . ?
C5 C4 C3 120.06(16) . . ?
C7 C6 H6 119.9 . . ?
C7 C6 C5 120.21(16) . . ?
C5 C6 H6 119.9 . . ?
C4 C5 C6 120.37(15) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
O3 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
O3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
O1 C3 C4 O3 1.2(2) . . . . ?
O1 C3 C4 C5 -179.07(15) . . . . ?
N2 N1 C1 C2 -178.57(12) . . . . ?
N1 N2 C8 O2 -178.55(12) . . . . ?
N1 N2 C8 C9 1.7(2) . . . . ?
N1 C1 C2 C7 -179.89(13) . . . . ?
N1 C1 C2 C3 2.3(2) . . . . ?
O3 C4 C5 C6 179.26(17) . . . . ?
C1 C2 C7 C6 -178.20(14) . . . . ?
C1 C2 C3 O1 -2.7(2) . . . . ?
C1 C2 C3 C4 176.94(14) . . . . ?
C8 N2 N1 C1 -179.52(13) . . . . ?
C2 C7 C6 C5 1.1(2) . . . . ?
C2 C3 C4 O3 -178.47(14) . . . . ?
C2 C3 C4 C5 1.3(3) . . . . ?
C7 C2 C3 O1 179.47(14) . . . . ?
C7 C2 C3 C4 -0.9(2) . . . . ?
C7 C6 C5 C4 -0.7(3) . . . . ?
C3 C2 C7 C6 -0.3(2) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C10 O3 C4 C3 173.40(17) . . . . ?
C10 O3 C4 C5 -6.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.325
_oxdiff_exptl_absorpt_empirical_full_min 0.600
####################################################################### 
# 
# 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_H2L1
_database_code_depnum_ccdc_archive 'CCDC 2367289'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-10-28 downloaded from the CCDC.
;
_audit_creation_date             2024-07-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N'-(2-hydroxy-3-methoxybenzylidene)forymlhydrazone
_chemical_formula_moiety         'C9 H10 N2 O3'
_chemical_formula_sum            'C9 H10 N2 O3'
_chemical_formula_weight         194.19
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     ' '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   6.64651(4)
_cell_length_b                   13.62858(11)
_cell_length_c                   20.10991(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1821.61(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    24887
_cell_measurement_temperature    169.98(10)
_cell_measurement_theta_max      77.5580
_cell_measurement_theta_min      3.2600
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.914
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0127
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            34243
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.772
_diffrn_reflns_theta_min         4.397
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 -49.00   0.50    0.70    --  -47.29 132.00  56.00   50
  2  ω   -118.00 -72.00   0.50    0.70    --  -47.29-132.00 -13.00   92
  3  ω   -103.00 -65.00   0.50    0.70    --  -47.29-139.00 171.00   76
  4  ω    -82.00 -57.00   0.50    0.70    --  -47.29 139.00-128.00   50
  5  ω     44.00 102.00   0.50    0.70    --   47.29-139.00 171.00  116
  6  ω     40.00  96.00   0.50    0.70    --   47.29-132.00 -13.00  112
  7  ω   -138.00-113.00   0.50    3.00    --  -86.25-132.00 -13.00   50
  8  ω   -135.00-110.00   0.50    3.00    --  -86.25-139.00 171.00   50
  9  ω    -78.00 -53.00   0.50    3.00    --  -86.25 132.00  56.00   50
 10  ω     73.00 116.00   0.50    3.00    --  107.75-132.00 -13.00   86
 11  ω     88.00 131.00   0.50    3.00    --  107.75 139.00-128.00   86
 12  ω     75.00 122.00   0.50    3.00    --  107.75-139.00 171.00   94
 13  ω    110.00 135.00   0.50    3.00    --  107.75 132.00  56.00   50
 14  ω   -115.00 -88.00   0.50    0.70    --  -47.29 -77.00-150.00   54
 15  ω   -119.00 -88.00   0.50    0.70    --  -47.29 -77.00-180.00   62
 16  ω   -119.00 -90.00   0.50    0.70    --  -47.29 -77.00  90.00   58
 17  ω    -26.00  28.00   0.50    0.70    --  -47.29  19.00 -30.00  108
 18  ω   -119.00 -94.00   0.50    0.70    --  -47.29 -77.00-120.00   50
 19  ω   -118.00 -89.00   0.50    0.70    --  -47.29 -77.00 -90.00   58
 20  ω     88.00 113.00   0.50    0.70    --   47.29  77.00-120.00   50
 21  ω     88.00 120.00   0.50    0.70    --   47.29  77.00 -60.00   64
 22  ω     92.00 120.00   0.50    0.70    --   47.29  77.00 150.00   56
 23  ω    -51.00 -26.00   0.50    3.00    --  -86.25  45.00 -90.00   50
 24  ω    -50.00 -16.00   0.50    3.00    --  -86.25  45.00-120.00   68
 25  ω     43.00  69.00   0.50    3.00    --  107.75 -77.00 120.00   52
 26  ω    144.00 178.00   0.50    3.00    --  107.75 125.00 -30.00   68
 27  ω     60.00 112.00   0.50    3.00    --  107.75-125.00 -90.00  104
 28  ω     35.00  70.00   0.50    3.00    --  107.75 -95.00 150.00   70
 29  ω     65.00 104.00   0.50    3.00    --  107.75 -95.00  60.00   78
 30  ω     97.00 122.00   0.50    3.00    --  107.75  30.00-150.00   50
 31  ω     95.00 178.00   0.50    3.00    --  107.75  30.00  60.00  166
 32  ω    119.00 178.00   0.50    3.00    --  107.75 125.00 -60.00  118
 33  ω     91.00 168.00   0.50    3.00    --  107.75  77.00 120.00  154
 34  ω     45.00 106.00   0.50    3.00    --  107.75-101.00-155.80  122
 35  ω     57.00  87.00   0.50    3.00    --  107.75 -95.00 -60.00   60
 36  ω     35.00  68.00   0.50    3.00    --  107.75 -61.00 -90.00   66
 37  ω    136.00 162.00   0.50    3.00    --  107.75  30.00-150.00   52
 38  ω     58.00 101.00   0.50    3.00    --  107.75 -77.00  90.00   86
 39  ω     97.00 133.00   0.50    3.00    --  107.75 125.00 -30.00   72
 40  ω     80.00 105.00   0.50    3.00    --  107.75 -95.00-120.00   50
 41  ω     37.00  72.00   0.50    3.00    --  107.75 -77.00   0.00   70
 42  ω     38.00  67.00   0.50    3.00    --  107.75-125.00  30.00   58
 43  ω    104.00 170.00   0.50    3.00    --  107.75  61.00  90.00  132
 44  ω     59.00 112.00   0.50    3.00    --  107.75-125.00 -60.00  106
 45  ω     36.00  73.00   0.50    3.00    --  107.75 -77.00  30.00   74
 46  ω     42.00  73.00   0.50    3.00    --  107.75 -77.00 150.00   62
 47  ω     85.00 112.00   0.50    3.00    --  107.75-125.00   0.00   54
 48  ω     95.00 134.00   0.50    3.00    --  107.75  15.00 120.00   78
 49  ω     36.00  61.00   0.50    3.00    --  107.75-125.00   0.00   50
 50  ω    119.00 173.00   0.50    3.00    --  107.75  30.00 150.00  108
 51  ω     72.00 103.00   0.50    3.00    --  107.75 -95.00   0.00   62
 52  ω     42.00  67.00   0.50    3.00    --  107.75 -61.00-180.00   50
 53  ω     77.00 112.00   0.50    3.00    --  107.75-125.00  90.00   70
 54  ω     78.00 134.00   0.50    3.00    --  107.75   0.00-180.00  112
 55  ω     74.00 100.00   0.50    3.00    --  107.75 -77.00-180.00   52
 56  ω     65.00 112.00   0.50    3.00    --  107.75-125.00  60.00   94
 57  ω    101.00 127.00   0.50    3.00    --  107.75  61.00   0.00   52
 58  ω    139.00 177.00   0.50    3.00    --  107.75  61.00   0.00   76
 59  ω     55.00  81.00   0.50    3.00    --  107.75 -81.00 -52.05   52
 60  ω     44.00  69.00   0.50    3.00    --  107.75 -61.00-150.00   50
 61  ω     96.00 157.00   0.50    3.00    --  107.75  61.00 -30.00  122
 62  ω     35.00  70.00   0.50    3.00    --  107.75 -61.00  60.00   70
 63  ω     60.00  99.00   0.50    3.00    --  107.75-125.00-150.00   78
 64  ω     46.00  85.00   0.50    3.00    --  107.75-125.00 150.00   78
 65  ω    117.00 143.00   0.50    3.00    --  107.75  30.00-180.00   52
 66  ω    146.00 176.00   0.50    3.00    --  107.75  30.00-180.00   60
 67  ω     67.00  93.00   0.50    3.00    --  107.75 -77.00-120.00   52
 68  ω    119.00 144.00   0.50    3.00    --  107.75  30.00  30.00   50
 69  ω     42.00  86.00   0.50    3.00    --  107.75 -95.00 -30.00   88
 70  ω     73.00  99.00   0.50    3.00    --  107.75 -95.00  30.00   52
 71  ω     87.00 112.00   0.50    3.00    --  107.75-125.00 -30.00   50
 72  ω     97.00 122.00   0.50    3.00    --  107.75  30.00 -30.00   50
 73  ω     85.00 110.00   0.50    3.00    --  107.75-125.00  30.00   50
 74  ω     62.00  89.00   0.50    3.00    --  107.75-125.00 120.00   54
 75  ω    147.00 178.00   0.50    3.00    --  107.75 125.00 -90.00   62
 76  ω    102.00 131.00   0.50    3.00    --  107.75  45.00 -30.00   58
 77  ω    113.00 138.00   0.50    3.00    --  107.75 125.00 150.00   50
 78  ω    142.00 167.00   0.50    3.00    --  107.75 125.00   0.00   50
 79  ω    101.00 152.00   0.50    3.00    --  107.75  15.00   0.00  102
 80  ω     42.00  70.00   0.50    3.00    --  107.75 -61.00  30.00   56
 81  ω    115.00 140.00   0.50    3.00    --  107.75  61.00-150.00   50
 82  ω     35.00  74.00   0.50    3.00    --  107.75 -77.00 -30.00   78
 83  ω    130.00 173.00   0.50    3.00    --  107.75  61.00 150.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0104046000
_diffrn_orient_matrix_UB_12      -0.1053517000
_diffrn_orient_matrix_UB_13      0.0275668000
_diffrn_orient_matrix_UB_21      -0.0088431000
_diffrn_orient_matrix_UB_22      -0.0408688000
_diffrn_orient_matrix_UB_23      -0.0713545000
_diffrn_orient_matrix_UB_31      0.2313992000
_diffrn_orient_matrix_UB_32      0.0031879000
_diffrn_orient_matrix_UB_33      -0.0039612000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1867
_reflns_number_total             1931
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1931
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0314
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0416P)²+0.5245P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0827
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C5(H5), C7(H7), C6(H6), C00D(H00D)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.64636(11) 0.27621(5) 0.39039(4) 0.02865(18) Uani 1 1 d . . . . .
O3 O 0.98604(11) 0.24691(5) 0.33210(4) 0.03107(19) Uani 1 1 d . . . . .
O2 O -0.08083(11) 0.37109(6) 0.51891(4) 0.0342(2) Uani 1 1 d . . . . .
N1 N 0.37374(13) 0.40201(6) 0.43527(4) 0.0270(2) Uani 1 1 d . . . . .
N2 N 0.19979(13) 0.42755(7) 0.46818(4) 0.0294(2) Uani 1 1 d . . . . .
C3 C 0.74040(14) 0.35734(6) 0.36707(4) 0.0223(2) Uani 1 1 d . . . . .
C4 C 0.92371(14) 0.34243(7) 0.33363(4) 0.0236(2) Uani 1 1 d . . . . .
C2 C 0.66518(14) 0.45276(7) 0.37472(5) 0.0241(2) Uani 1 1 d . . . . .
C1 C 0.47870(15) 0.47202(7) 0.41048(5) 0.0269(2) Uani 1 1 d . . . . .
H1A H 0.433895 0.537792 0.415548 0.032 Uiso 1 1 calc R U . . .
C5 C 1.02434(15) 0.42095(8) 0.30536(5) 0.0279(2) Uani 1 1 d . . . . .
H5 H 1.145370 0.410451 0.281260 0.033 Uiso 1 1 calc R U . . .
C7 C 0.07951(16) 0.35598(8) 0.49057(5) 0.0301(2) Uani 1 1 d . . . . .
H7 H 0.120665 0.289902 0.484137 0.036 Uiso 1 1 calc R U . . .
C6 C 0.94727(16) 0.51554(8) 0.31241(6) 0.0322(2) Uani 1 1 d . . . . .
H6 H 1.016375 0.569360 0.292924 0.039 Uiso 1 1 calc R U . . .
C00D C 0.77219(16) 0.53184(7) 0.34728(5) 0.0298(2) Uani 1 1 d . . . . .
H00D H 0.723547 0.596880 0.352802 0.036 Uiso 1 1 calc R U . . .
C8 C 1.16831(17) 0.22625(9) 0.29807(6) 0.0395(3) Uani 1 1 d . . . . .
H8A H 1.153251 0.242901 0.250925 0.059 Uiso 1 1 calc R U . . .
H8B H 1.199983 0.156311 0.302410 0.059 Uiso 1 1 calc R U . . .
H8C H 1.277506 0.265266 0.317383 0.059 Uiso 1 1 calc R U . . .
H1 H 0.539(3) 0.2958(12) 0.4097(8) 0.054(4) Uiso 1 1 d . . . . .
H2 H 0.168(2) 0.4911(11) 0.4711(7) 0.040(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.3540(11) . ?
O1 H1 0.857(17) . ?
O3 C4 1.3665(11) . ?
O3 C8 1.4196(12) . ?
O2 C7 1.2260(13) . ?
N1 N2 1.3768(11) . ?
N1 C1 1.2828(14) . ?
N2 C7 1.3391(14) . ?
N2 H2 0.893(15) . ?
C3 C4 1.4064(13) . ?
C3 C2 1.4017(13) . ?
C4 C5 1.3841(14) . ?
C2 C1 1.4568(14) . ?
C2 C00D 1.4044(14) . ?
C1 H1A 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.3944(14) . ?
C7 H7 0.9500 . ?
C6 H6 0.9500 . ?
C6 C00D 1.3766(15) . ?
C00D H00D 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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
C3 O1 H1 106.8(11) . . ?
C4 O3 C8 117.29(8) . . ?
C1 N1 N2 117.09(8) . . ?
N1 N2 H2 118.3(9) . . ?
C7 N2 N1 118.61(9) . . ?
C7 N2 H2 123.0(9) . . ?
O1 C3 C4 116.59(8) . . ?
O1 C3 C2 123.71(9) . . ?
C2 C3 C4 119.70(9) . . ?
O3 C4 C3 114.27(8) . . ?
O3 C4 C5 125.51(9) . . ?
C5 C4 C3 120.22(9) . . ?
C3 C2 C1 121.66(9) . . ?
C3 C2 C00D 119.22(9) . . ?
C00D C2 C1 119.11(9) . . ?
N1 C1 C2 121.36(9) . . ?
N1 C1 H1A 119.3 . . ?
C2 C1 H1A 119.3 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.70(9) . . ?
C6 C5 H5 120.1 . . ?
O2 C7 N2 123.57(10) . . ?
O2 C7 H7 118.2 . . ?
N2 C7 H7 118.2 . . ?
C5 C6 H6 119.6 . . ?
C00D C6 C5 120.76(9) . . ?
C00D C6 H6 119.6 . . ?
C2 C00D H00D 119.9 . . ?
C6 C00D C2 120.29(9) . . ?
C6 C00D H00D 119.9 . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 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
O1 C3 C4 O3 -2.85(12) . . . . ?
O1 C3 C4 C5 176.75(8) . . . . ?
O1 C3 C2 C1 1.51(14) . . . . ?
O1 C3 C2 C00D -178.52(9) . . . . ?
O3 C4 C5 C6 -177.93(9) . . . . ?
N1 N2 C7 O2 -178.09(9) . . . . ?
N2 N1 C1 C2 -179.99(8) . . . . ?
C3 C4 C5 C6 2.52(14) . . . . ?
C3 C2 C1 N1 -1.42(14) . . . . ?
C3 C2 C00D C6 0.99(15) . . . . ?
C4 C3 C2 C1 -178.37(8) . . . . ?
C4 C3 C2 C00D 1.59(14) . . . . ?
C4 C5 C6 C00D 0.09(16) . . . . ?
C2 C3 C4 O3 177.04(8) . . . . ?
C2 C3 C4 C5 -3.36(14) . . . . ?
C1 N1 N2 C7 175.37(9) . . . . ?
C1 C2 C00D C6 -179.04(9) . . . . ?
C5 C6 C00D C2 -1.86(16) . . . . ?
C00D C2 C1 N1 178.61(9) . . . . ?
C8 O3 C4 C3 178.89(9) . . . . ?
C8 O3 C4 C5 -0.69(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.386
_oxdiff_exptl_absorpt_empirical_full_min 0.776
####################################################################### 
# 
# 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_exp_4459_auto
_database_code_depnum_ccdc_archive 'CCDC 2367288'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-10-28 downloaded from the CCDC.
;
_audit_creation_date             2024-07-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N'-(2-oxo-3-methoxybenzylidene)acetylhydrazonato(aqua)dioxomolybdenum(vi)
_chemical_formula_moiety         'C10 H12 Mo N2 O6'
_chemical_formula_sum            'C10 H12 Mo N2 O6'
_chemical_formula_weight         352.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Mo C H N O'
_chemical_oxdiff_usercomment     ' '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.0483 2.7339 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   8.88447(5)
_cell_length_b                   8.26244(4)
_cell_length_c                   17.10001(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.6050(6)
_cell_angle_gamma                90
_cell_volume                     1229.605(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21530
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      77.4630
_cell_measurement_theta_min      2.6680
_shelx_estimated_absorpt_T_max   0.774
_shelx_estimated_absorpt_T_min   0.345
_exptl_absorpt_coefficient_mu    9.003
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.902
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             704
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_av_unetI/netI     0.0091
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23467
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.680
_diffrn_reflns_theta_min         5.235
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -121.00 -50.00   0.50    0.28    --  -47.29 -31.00-114.00  142
  2  ω    -36.00  16.00   0.50    0.28    --  -47.29  31.00  45.00  104
  3  ω    -14.00  35.00   0.50    0.28    --   47.29 -31.00-114.00   98
  4  ω     38.00 106.00   0.50    0.28    --   47.29  31.00  45.00  136
  5  ω   -141.00-116.00   0.50    0.90    --  -86.25 -31.00-114.00   50
  6  ω    100.00 178.00   0.50    0.90    --  107.75  31.00  45.00  156
  7  ω    -71.00 -45.00   0.50    0.28    --  -47.29 -57.00 120.00   52
  8  ω     33.00  70.00   0.50    0.28    --   47.29  57.00-150.00   74
  9  ω     33.00  71.00   0.50    0.28    --   47.29  57.00 150.00   76
 10  ω    -27.00  26.00   0.50    0.28    --   47.29 -19.00 120.00  106
 11  ω     55.00  97.00   0.50    0.28    --   47.29  38.00  90.00   84
 12  ω    -96.00 -70.00   0.50    0.90    --  -86.25 -60.00  97.23   52
 13  ω    -96.00 -71.00   0.50    0.90    --  -86.25 -58.00 156.90   50
 14  ω    -50.00 -16.00   0.50    0.90    --  -86.25  45.00 -90.00   68
 15  ω    -96.00 -70.00   0.50    0.90    --  -86.25 -59.00 132.10   52
 16  ω    -98.00 -72.00   0.50    0.90    --  -86.25 -61.00-180.00   52
 17  ω    -96.00 -70.00   0.50    0.90    --  -86.25 -60.00 123.74   52
 18  ω   -100.00 -68.00   0.50    0.90    --  -86.25 -65.00  96.65   64
 19  ω    -94.00 -69.00   0.50    0.90    --  -86.25 -62.00 107.55   50
 20  ω    -97.00 -71.00   0.50    0.90    --  -86.25 -61.00 145.60   52
 21  ω    -97.00 -71.00   0.50    0.90    --  -86.25 -60.00 122.19   52
 22  ω    -95.00 -69.00   0.50    0.90    --  -86.25 -64.00 156.50   52
 23  ω    -95.00 -70.00   0.50    0.90    --  -86.25 -60.00 165.52   50
 24  ω    -46.00 -16.00   0.50    0.90    --  -86.25  45.00-150.00   60
 25  ω    -96.00 -71.00   0.50    0.90    --  -86.25 -61.00 140.49   50
 26  ω    -95.00 -70.00   0.50    0.90    --  -86.25 -61.00 120.00   50
 27  ω    -98.00 -73.00   0.50    0.90    --  -86.25 -45.00-180.00   50
 28  ω    108.00 148.00   0.50    0.90    --  107.75  77.00  60.00   80
 29  ω    133.00 178.00   0.50    0.90    --  107.75 125.00 -30.00   90
 30  ω     35.00  66.00   0.50    0.90    --  107.75 -77.00 120.00   62
 31  ω     35.00  76.00   0.50    0.90    --  107.75 -77.00 -30.00   82
 32  ω     43.00  69.00   0.50    0.90    --  107.75 -95.00-180.00   52
 33  ω    102.00 128.00   0.50    0.90    --  107.75 125.00 120.00   52
 34  ω     76.00 102.00   0.50    0.90    --  107.75 -77.00 120.00   52
 35  ω    100.00 127.00   0.50    0.90    --  107.75  45.00-150.00   54
 36  ω    153.00 178.00   0.50    0.90    --  107.75  45.00-150.00   50
 37  ω    131.00 158.00   0.50    0.90    --  107.75  77.00 150.00   54
 38  ω    136.00 168.00   0.50    0.90    --  107.75  77.00  90.00   64
 39  ω     88.00 114.00   0.50    0.90    --  107.75  77.00  90.00   52
 40  ω     89.00 123.00   0.50    0.90    --  107.75  77.00 150.00   68
 41  ω     39.00  70.00   0.50    0.90    --  107.75 -61.00  90.00   62
 42  ω     36.00  66.00   0.50    0.90    --  107.75 -61.00 -90.00   60
 43  ω     90.00 139.00   0.50    0.90    --  107.75  77.00-180.00   98
 44  ω     78.00 103.00   0.50    0.90    --  107.75 -95.00  90.00   50
 45  ω     79.00 104.00   0.50    0.90    --  107.75 -77.00  60.00   50
 46  ω     91.00 138.00   0.50    0.90    --  107.75  61.00 120.00   94
 47  ω     74.00  99.00   0.50    0.90    --  107.75 -77.00  90.00   50
 48  ω     36.00  70.00   0.50    0.90    --  107.75 -77.00  60.00   68
 49  ω     96.00 156.00   0.50    0.90    --  107.75  45.00-120.00  120
 50  ω     96.00 122.00   0.50    0.90    --  107.75  61.00  90.00   52
 51  ω    129.00 176.00   0.50    0.90    --  107.75  77.00 120.00   94
 52  ω    145.00 171.00   0.50    0.90    --  107.75  77.00-180.00   52
 53  ω     95.00 149.00   0.50    0.90    --  107.75  45.00 -60.00  108
 54  ω     36.00  64.00   0.50    0.90    --  107.75 -61.00   0.00   56
 55  ω     75.00 100.00   0.50    0.90    --  107.75-125.00-150.00   50
 56  ω     74.00 101.00   0.50    0.90    --  107.75 -77.00   0.00   54
 57  ω    131.00 169.00   0.50    0.90    --  107.75 125.00 -60.00   76
 58  ω    120.00 145.00   0.50    0.90    --  107.75  30.00  90.00   50
 59  ω    136.00 162.00   0.50    0.90    --  107.75  61.00 150.00   52
 60  ω     88.00 115.00   0.50    0.90    --  107.75  77.00 120.00   54
 61  ω     91.00 134.00   0.50    0.90    --  107.75  61.00 150.00   86
 62  ω    151.00 176.00   0.50    0.90    --  107.75 125.00  90.00   50
 63  ω     98.00 132.00   0.50    0.90    --  107.75  45.00 120.00   68
 64  ω    148.00 173.00   0.50    0.90    --  107.75  45.00 120.00   50
 65  ω     70.00  96.00   0.50    0.90    --  107.75 -77.00 -90.00   52
 66  ω     44.00  69.00   0.50    0.90    --  107.75-125.00-150.00   50
 67  ω     91.00 134.00   0.50    0.90    --  107.75  61.00-150.00   86
 68  ω    120.00 145.00   0.50    0.90    --  107.75  45.00-180.00   50
 69  ω     51.00  77.00   0.50    0.90    --  107.75-125.00-120.00   52
 70  ω     70.00  99.00   0.50    0.90    --  107.75 -77.00-120.00   58
 71  ω     37.00  62.00   0.50    0.90    --  107.75 -77.00 -90.00   50
 72  ω     36.00  68.00   0.50    0.90    --  107.75 -95.00 -30.00   64
 73  ω     40.00  66.00   0.50    0.90    --  107.75 -77.00 150.00   52
 74  ω    101.00 148.00   0.50    0.90    --  107.75 125.00-150.00   94
 75  ω     38.00  64.00   0.50    0.90    --  107.75 -77.00-120.00   52
 76  ω     97.00 125.00   0.50    0.90    --  107.75  45.00 150.00   56
 77  ω    104.00 129.00   0.50    0.90    --  107.75  30.00-150.00   50
 78  ω    103.00 128.00   0.50    0.90    --  107.75  30.00 120.00   50
 79  ω    146.00 175.00   0.50    0.90    --  107.75  15.00   0.00   58
 80  ω    105.00 130.00   0.50    0.90    --  107.75  15.00  30.00   50
 81  ω     67.00  93.00   0.50    0.90    --  107.75 -77.00-150.00   52
 82  ω     94.00 146.00   0.50    0.90    --  107.75  61.00-180.00  104
 83  ω     35.00  60.00   0.50    0.90    --  107.75 -61.00  30.00   50
 84  ω     35.00  70.00   0.50    0.90    --  107.75 -77.00   0.00   70
 85  ω    116.00 169.00   0.50    0.90    --  107.75  15.00 150.00  106
 86  ω     39.00  67.00   0.50    0.90    --  107.75 -61.00 120.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1592656000
_diffrn_orient_matrix_UB_12      -0.0622394000
_diffrn_orient_matrix_UB_13      0.0086557000
_diffrn_orient_matrix_UB_21      0.0375108000
_diffrn_orient_matrix_UB_22      0.0425822000
_diffrn_orient_matrix_UB_23      0.0895249000
_diffrn_orient_matrix_UB_31      -0.0675573000
_diffrn_orient_matrix_UB_32      0.1705095000
_diffrn_orient_matrix_UB_33      -0.0192642000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2620
_reflns_number_total             2626
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2626
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0183
_refine_ls_R_factor_gt           0.0182
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+0.9284P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0491
_refine_ls_wR_factor_ref         0.0491
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C1(H1), C5(H5), C6(H6)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.32668(2) 0.57525(2) 0.64772(2) 0.01648(6) Uani 1 1 d . . . . .
O2 O 0.20322(14) 0.39977(15) 0.58170(7) 0.0198(2) Uani 1 1 d . . . . .
O1 O 0.45007(13) 0.64411(14) 0.74924(7) 0.0196(2) Uani 1 1 d . . . . .
O6 O 0.60478(14) 0.85248(15) 0.84610(7) 0.0218(2) Uani 1 1 d . . . . .
O5 O 0.18033(14) 0.47581(17) 0.73409(8) 0.0221(2) Uani 1 1 d . . . . .
O4 O 0.19175(15) 0.72283(16) 0.62362(8) 0.0292(3) Uani 1 1 d . . . . .
O3 O 0.45531(16) 0.60758(17) 0.58821(8) 0.0292(3) Uani 1 1 d . . . . .
N1 N 0.42917(15) 0.33446(17) 0.68992(8) 0.0169(3) Uani 1 1 d . . . . .
N2 N 0.35265(16) 0.19929(18) 0.65143(8) 0.0189(3) Uani 1 1 d . . . . .
C2 C 0.63557(19) 0.43023(19) 0.79272(10) 0.0184(3) Uani 1 1 d . . . . .
C7 C 0.77447(19) 0.3857(2) 0.84359(10) 0.0217(3) Uani 1 1 d . . . . .
H7 H 0.811396 0.278010 0.842348 0.026 Uiso 1 1 calc R U . . .
C4 C 0.66736(17) 0.7011(2) 0.84827(9) 0.0180(3) Uani 1 1 d . . . . .
C9 C 0.1392(2) 0.1256(2) 0.54613(10) 0.0231(3) Uani 1 1 d . . . . .
H9A H 0.031562 0.144941 0.548841 0.035 Uiso 1 1 calc R U . . .
H9B H 0.169190 0.016617 0.566015 0.035 Uiso 1 1 calc R U . . .
H9C H 0.151571 0.134978 0.490639 0.035 Uiso 1 1 calc R U . . .
C1 C 0.54852(18) 0.3052(2) 0.74427(10) 0.0185(3) Uani 1 1 d . . . . .
H1 H 0.581256 0.196110 0.753097 0.022 Uiso 1 1 calc R U . . .
C3 C 0.58287(19) 0.5904(2) 0.79405(10) 0.0171(3) Uani 1 1 d . . . . .
C5 C 0.80314(19) 0.6546(2) 0.89879(10) 0.0216(3) Uani 1 1 d . . . . .
H5 H 0.858886 0.729725 0.935638 0.026 Uiso 1 1 calc R U . . .
C8 C 0.23860(18) 0.2475(2) 0.59618(9) 0.0178(3) Uani 1 1 d . . . . .
C6 C 0.85724(19) 0.4964(2) 0.89506(10) 0.0234(4) Uani 1 1 d . . . . .
H6 H 0.951765 0.465208 0.928285 0.028 Uiso 1 1 calc R U . . .
C10 C 0.6596(2) 0.9570(2) 0.91312(12) 0.0290(4) Uani 1 1 d . . . . .
H10A H 0.598009 1.056254 0.907654 0.043 Uiso 1 1 calc R U . . .
H10B H 0.767479 0.984371 0.914732 0.043 Uiso 1 1 calc R U . . .
H10C H 0.650557 0.901416 0.962602 0.043 Uiso 1 1 calc R U . . .
H5A H 0.173(3) 0.529(4) 0.7709(17) 0.035 Uiso 1 1 d . U . . .
H5B H 0.110(3) 0.416(3) 0.7201(16) 0.035 Uiso 1 1 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 O2 2.0204(12) . ?
Mo1 O1 1.9425(11) . ?
Mo1 O5 2.3063(13) . ?
Mo1 O4 1.7015(13) . ?
Mo1 O3 1.6973(14) . ?
Mo1 N1 2.2458(14) . ?
O2 C8 1.308(2) . ?
O1 C3 1.346(2) . ?
O6 C4 1.366(2) . ?
O6 C10 1.439(2) . ?
O5 H5A 0.78(3) . ?
O5 H5B 0.80(3) . ?
N1 N2 1.4010(19) . ?
N1 C1 1.285(2) . ?
N2 C8 1.301(2) . ?
C2 C7 1.408(2) . ?
C2 C1 1.447(2) . ?
C2 C3 1.405(2) . ?
C7 H7 0.9500 . ?
C7 C6 1.375(3) . ?
C4 C3 1.407(2) . ?
C4 C5 1.389(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C8 1.491(2) . ?
C1 H1 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.398(3) . ?
C6 H6 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

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
O2 Mo1 O5 77.85(5) . . ?
O2 Mo1 N1 71.53(5) . . ?
O1 Mo1 O2 148.76(5) . . ?
O1 Mo1 O5 79.72(5) . . ?
O1 Mo1 N1 81.54(5) . . ?
O4 Mo1 O2 95.86(6) . . ?
O4 Mo1 O1 104.48(6) . . ?
O4 Mo1 O5 87.13(6) . . ?
O4 Mo1 N1 158.92(6) . . ?
O3 Mo1 O2 97.65(6) . . ?
O3 Mo1 O1 99.37(6) . . ?
O3 Mo1 O5 166.98(6) . . ?
O3 Mo1 O4 105.57(7) . . ?
O3 Mo1 N1 93.08(6) . . ?
N1 Mo1 O5 73.92(5) . . ?
C8 O2 Mo1 120.10(10) . . ?
C3 O1 Mo1 133.19(10) . . ?
C4 O6 C10 117.19(13) . . ?
Mo1 O5 H5A 118(2) . . ?
Mo1 O5 H5B 123(2) . . ?
H5A O5 H5B 114(3) . . ?
N2 N1 Mo1 115.35(10) . . ?
C1 N1 Mo1 128.42(12) . . ?
C1 N1 N2 116.23(14) . . ?
C8 N2 N1 109.30(14) . . ?
C7 C2 C1 117.92(15) . . ?
C3 C2 C7 119.31(16) . . ?
C3 C2 C1 122.68(15) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 C2 120.72(17) . . ?
C6 C7 H7 119.6 . . ?
O6 C4 C3 114.65(13) . . ?
O6 C4 C5 124.61(15) . . ?
C5 C4 C3 120.74(16) . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
N1 C1 C2 123.26(15) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
O1 C3 C2 123.92(15) . . ?
O1 C3 C4 116.80(14) . . ?
C2 C3 C4 119.18(15) . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.59(16) . . ?
C6 C5 H5 120.2 . . ?
O2 C8 C9 116.69(15) . . ?
N2 C8 O2 123.66(15) . . ?
N2 C8 C9 119.64(15) . . ?
C7 C6 C5 120.42(15) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O6 C10 H10A 109.5 . . ?
O6 C10 H10B 109.5 . . ?
O6 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
Mo1 O2 C8 N2 -0.8(2) . . . . ?
Mo1 O2 C8 C9 178.45(11) . . . . ?
Mo1 O1 C3 C2 -26.4(2) . . . . ?
Mo1 O1 C3 C4 157.45(11) . . . . ?
Mo1 N1 N2 C8 2.23(15) . . . . ?
Mo1 N1 C1 C2 3.8(2) . . . . ?
O6 C4 C3 O1 -2.2(2) . . . . ?
O6 C4 C3 C2 -178.59(14) . . . . ?
O6 C4 C5 C6 -179.24(15) . . . . ?
N1 N2 C8 O2 -1.1(2) . . . . ?
N1 N2 C8 C9 179.69(13) . . . . ?
N2 N1 C1 C2 -176.46(14) . . . . ?
C2 C7 C6 C5 1.2(3) . . . . ?
C7 C2 C1 N1 -172.50(16) . . . . ?
C7 C2 C3 O1 -178.38(15) . . . . ?
C7 C2 C3 C4 -2.3(2) . . . . ?
C4 C5 C6 C7 -2.1(3) . . . . ?
C1 N1 N2 C8 -177.53(14) . . . . ?
C1 C2 C7 C6 -175.58(16) . . . . ?
C1 C2 C3 O1 -2.0(3) . . . . ?
C1 C2 C3 C4 174.09(15) . . . . ?
C3 C2 C7 C6 1.0(3) . . . . ?
C3 C2 C1 N1 11.1(3) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C5 C4 C3 O1 177.84(14) . . . . ?
C5 C4 C3 C2 1.5(2) . . . . ?
C10 O6 C4 C3 163.28(15) . . . . ?
C10 O6 C4 C5 -16.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.128
_oxdiff_exptl_absorpt_empirical_full_min 0.714
####################################################################### 
# 
# 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_exp_4473_auto
_database_code_depnum_ccdc_archive 'CCDC 2367287'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-10-28 downloaded from the CCDC.
;
_audit_creation_date             2024-07-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N'-(2-oxo-3-methoxybenzylidene)formylhydrazonato(aqua)dioxomolybdenum(vi)
_chemical_formula_moiety         'C9 H10 Mo N2 O6'
_chemical_formula_sum            'C9 H10 Mo N2 O6'
_chemical_formula_weight         338.13
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Mo C N O'
_chemical_oxdiff_usercomment     ' '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.0483 2.7339 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.42370(10)
_cell_length_b                   13.18820(10)
_cell_length_c                   10.21520(10)
_cell_angle_alpha                90
_cell_angle_beta                 112.7870(10)
_cell_angle_gamma                90
_cell_volume                     1170.47(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    28862
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      77.4960
_cell_measurement_theta_min      5.0910
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.704
_exptl_absorpt_coefficient_mu    9.427
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0097
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            40412
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.785
_diffrn_reflns_theta_min         5.091
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00  -6.00   0.50    1.00    --  -47.29 108.00  -3.00  138
  2  ω     29.00  54.00   0.50    1.00    --   47.29-108.00 -99.00   50
  3  ω   -145.00-120.00   0.50    4.00    --  -86.25-108.00 -99.00   50
  4  ω    -72.00 -47.00   0.50    4.00    --  -86.25 108.00  -3.00   50
  5  ω     74.00 106.00   0.50    4.00    --  107.75-108.00 -99.00   64
  6  ω    104.00 175.00   0.50    4.00    --  107.75 108.00  -3.00  142
  7  ω    -23.00   2.00   0.50    1.00    --   14.00 105.00 -95.13   50
  8  ω    -12.00  13.00   0.50    1.00    --   22.00 100.00 149.36   50
  9  ω     -5.00  25.00   0.50    1.00    --   22.00  88.00  74.74   60
 10  ω      6.00  31.00   0.50    1.00    --   30.00  81.00  22.88   50
 11  ω     17.00  42.00   0.50    1.00    --   34.00  73.00-164.60   50
 12  ω     11.00  36.00   0.50    1.00    --   34.00  77.00 148.02   50
 13  ω     12.00  38.00   0.50    1.00    --   34.00  76.00  34.84   52
 14  ω     18.00  43.00   0.50    1.00    --   38.00  71.00 122.52   50
 15  ω     17.00  42.00   0.50    1.00    --   38.00  72.00 -21.66   50
 16  ω     17.00  43.00   0.50    1.00    --   38.00  73.00 -90.49   52
 17  ω   -107.00 -82.00   0.50    1.00    --  -47.29 -19.00  60.00   50
 18  ω    -64.00 -35.00   0.50    1.00    --  -47.29 -19.00  60.00   58
 19  ω     35.00  95.00   0.50    1.00    --   47.29-125.00-180.00  120
 20  ω     39.00  65.00   0.50    1.00    --   47.29  65.00-140.39   52
 21  ω     93.00 120.00   0.50    1.00    --   47.29  65.00-140.39   54
 22  ω     34.00  59.00   0.50    1.00    --   47.29  57.00 150.00   50
 23  ω      1.00  81.00   0.50    1.00    --   47.29 -99.00-120.00  160
 24  ω     39.00  73.00   0.50    1.00    --   54.00  62.00 172.68   68
 25  ω     36.00  62.00   0.50    1.00    --   54.00  66.00  47.04   52
 26  ω     86.00 112.00   0.50    1.00    --   58.00  63.00 -16.07   52
 27  ω     44.00  70.00   0.50    1.00    --   58.00  63.00 -16.07   52
 28  ω     44.00  90.00   0.50    1.00    --   62.00  66.00 -86.34   92
 29  ω    100.00 135.00   0.50    1.00    --   62.00  67.00 -48.56   70
 30  ω     84.00 110.00   0.50    1.00    --   62.00  67.00  58.40   52
 31  ω     43.00  77.00   0.50    1.00    --   62.00  67.00   4.66   68
 32  ω     47.00  73.00   0.50    1.00    --   62.00  67.00-174.77   52
 33  ω     43.00  79.00   0.50    1.00    --   62.00  67.00 -48.56   72
 34  ω     44.00  70.00   0.50    1.00    --   62.00  67.00  58.40   52
 35  ω    -77.00 -49.00   0.50    1.00    --  -66.00 -64.00  94.44   56
 36  ω    -75.00 -49.00   0.50    1.00    --  -66.00 -61.00  46.29   52
 37  ω   -125.00-100.00   0.50    1.00    --  -66.00 -64.00  94.44   50
 38  ω    -80.00 -54.00   0.50    4.00    --  -70.00 -65.00 -74.33   52
 39  ω    -79.00 -53.00   0.50    4.00    --  -70.00 -65.00  -8.24   52
 40  ω    -76.00 -51.00   0.50    4.00    --  -70.00 -67.00 122.88   50
 41  ω    -83.00 -51.00   0.50    4.00    --  -70.00 -67.00-159.53   64
 42  ω    -86.00 -52.00   0.50    4.00    --  -70.00 -65.00-128.15   68
 43  ω    -85.00 -59.00   0.50    4.00    --  -74.00 -64.00-106.33   52
 44  ω    -83.00 -57.00   0.50    4.00    --  -74.00 -65.00-144.39   52
 45  ω    -91.00 -65.00   0.50    4.00    --  -82.00 -64.00 106.82   52
 46  ω    -91.00 -65.00   0.50    4.00    --  -82.00 -62.00  56.70   52
 47  ω    -91.00 -65.00   0.50    4.00    --  -82.00 -65.00-168.16   52
 48  ω   -127.00 -65.00   0.50    4.00    --  -82.00 -66.00 -55.18  124
 49  ω    -99.00 -67.00   0.50    4.00    --  -82.00 -58.00  84.27   64
 50  ω    -90.00 -65.00   0.50    4.00    --  -82.00 -63.00-160.69   50
 51  ω   -108.00 -68.00   0.50    4.00    --  -86.00 -64.00  45.67   80
 52  ω    -98.00 -71.00   0.50    4.00    --  -86.25 -56.00 -26.65   54
 53  ω   -107.00 -72.00   0.50    4.00    --  -86.25 -59.00   2.13   70
 54  ω    -95.00 -69.00   0.50    4.00    --  -86.25 -64.00 161.29   52
 55  ω    -93.00 -68.00   0.50    4.00    --  -86.25 -66.00-174.31   50
 56  ω   -118.00 -69.00   0.50    4.00    --  -86.25 -63.00 -36.79   98
 57  ω    -95.00 -70.00   0.50    4.00    --  -86.25 -59.00  10.04   50
 58  ω    -94.00 -68.00   0.50    4.00    --  -86.25 -65.00 126.47   52
 59  ω    -96.00 -69.00   0.50    4.00    --  -86.25 -63.00  75.22   54
 60  ω   -101.00 -70.00   0.50    4.00    --  -86.25 -61.00 -94.28   62
 61  ω   -158.00-116.00   0.50    4.00    --  -86.25 -61.00 -94.28   84
 62  ω   -113.00 -73.00   0.50    4.00    --  -86.25 -57.00 -76.25   80
 63  ω    -98.00 -73.00   0.50    4.00    --  -86.25 -45.00-150.00   50
 64  ω   -111.00 -69.00   0.50    4.00    --  -86.25 -62.00  23.42   84
 65  ω     84.00 114.00   0.50    4.00    --  102.00  66.00-111.67   60
 66  ω    128.00 154.00   0.50    4.00    --  102.00  66.00-111.67   52
 67  ω     86.00 112.00   0.50    4.00    --  107.75-125.00 -30.00   52
 68  ω    123.00 155.00   0.50    4.00    --  107.75  77.00  90.00   64
 69  ω    153.00 178.00   0.50    4.00    --  107.75  61.00   0.00   50
 70  ω     88.00 119.00   0.50    4.00    --  107.75  77.00  90.00   62
 71  ω     80.00 112.00   0.50    4.00    --  107.75-125.00 120.00   64
 72  ω     91.00 124.00   0.50    4.00    --  107.75  61.00   0.00   66
 73  ω     46.00  72.00   0.50    4.00    --  107.75-125.00-120.00   52
 74  ω     35.00  72.00   0.50    4.00    --  107.75-125.00 120.00   74
 75  ω     71.00 112.00   0.50    4.00    --  107.75-125.00  60.00   82
 76  ω     37.00  89.00   0.50    4.00    --  107.75-119.00-110.83  104
 77  ω    101.00 171.00   0.50    4.00    --  107.75  45.00-120.00  140
 78  ω     39.00  64.00   0.50    4.00    --  107.75 -61.00   0.00   50
 79  ω     40.00  65.00   0.50    4.00    --  107.75-125.00  60.00   50
 80  ω    126.00 152.00   0.50    4.00    --  107.75  77.00  30.00   52
 81  ω    147.00 175.00   0.50    4.00    --  107.75  61.00  60.00   56
 82  ω     92.00 118.00   0.50    4.00    --  107.75  61.00  60.00   52
 83  ω    144.00 170.00   0.50    4.00    --  107.75  61.00 -60.00   52
 84  ω     93.00 119.00   0.50    4.00    --  107.75  61.00 -60.00   52
 85  ω    127.00 159.00   0.50    4.00    --  107.75  45.00 -60.00   64
 86  ω     88.00 123.00   0.50    4.00    --  107.75  77.00  30.00   70
 87  ω     92.00 147.00   0.50    4.00    --  107.75  61.00 -90.00  110
 88  ω    146.00 172.00   0.50    4.00    --  107.75  61.00  30.00   52
 89  ω     95.00 121.00   0.50    4.00    --  107.75  45.00 -60.00   52
 90  ω     42.00  78.00   0.50    4.00    --  107.75 -77.00-180.00   72
 91  ω     92.00 117.00   0.50    4.00    --  107.75  61.00  30.00   50
 92  ω    140.00 166.00   0.50    4.00    --  107.75  77.00-150.00   52
 93  ω     87.00 112.00   0.50    4.00    --  107.75-125.00  90.00   50
 94  ω    143.00 177.00   0.50    4.00    --  107.75  77.00  60.00   68
 95  ω     88.00 119.00   0.50    4.00    --  107.75  77.00-150.00   62
 96  ω     81.00 107.00   0.50    4.00    --  107.75-125.00   0.00   52
 97  ω     35.00  66.00   0.50    4.00    --  107.75-125.00   0.00   62
 98  ω     92.00 162.00   0.50    4.00    --  107.75  61.00-150.00  140
 99  ω    144.00 170.00   0.50    4.00    --  107.75  77.00 -90.00   52
100  ω     95.00 173.00   0.50    4.00    --  107.75  61.00 150.00  156
101  ω     91.00 120.00   0.50    4.00    --  107.75  77.00 -90.00   58
102  ω     36.00  62.00   0.50    4.00    --  107.75 -61.00  90.00   52
103  ω     39.00  79.00   0.50    4.00    --  107.75-125.00  90.00   80
104  ω    108.00 171.00   0.50    4.00    --  107.75  45.00  90.00  126
105  ω     38.00  63.00   0.50    4.00    --  107.75-125.00-150.00   50
106  ω     73.00 112.00   0.50    4.00    --  107.75-125.00-150.00   78
107  ω     79.00 104.00   0.50    4.00    --  107.75 -95.00 -30.00   50
108  ω     94.00 177.00   0.50    4.00    --  107.75  77.00 -60.00  166
109  ω    129.00 176.00   0.50    4.00    --  107.75 125.00-180.00   94
110  ω     97.00 165.00   0.50    4.00    --  107.75  45.00   0.00  136
111  ω     98.00 141.00   0.50    4.00    --  107.75  15.00 120.00   86
112  ω     66.00  92.00   0.50    4.00    --  107.75 -77.00 120.00   52
113  ω     38.00  73.00   0.50    4.00    --  107.75 -95.00 -30.00   70
114  ω     38.00  71.00   0.50    4.00    --  107.75 -61.00 -30.00   66
115  ω     39.00  90.00   0.50    4.00    --  107.75 -77.00 -90.00  102
116  ω     42.00  67.00   0.50    4.00    --  107.75 -61.00-120.00   50
117  ω     39.00  64.00   0.50    4.00    --  107.75 -77.00 120.00   50
118  ω     36.00  84.00   0.50    4.00    --  107.75 -77.00 -30.00   96
119  ω    102.00 128.00   0.50    4.00    --  107.75  30.00 -60.00   52
120  ω    135.00 160.00   0.50    4.00    --  107.75  30.00 -60.00   50
121  ω     88.00 149.00   0.50    4.00    --  107.75  77.00 120.00  122
122  ω     38.00  82.00   0.50    4.00    --  107.75-125.00 -60.00   88
123  ω     91.00 117.00   0.50    4.00    --  107.75  77.00  60.00   52
124  ω     91.00 118.00   0.50    4.00    --  107.75  61.00 -30.00   54
125  ω    122.00 168.00   0.50    4.00    --  107.75  45.00-180.00   92
126  ω     89.00 133.00   0.50    4.00    --  107.75  77.00   0.00   88
127  ω    151.00 176.00   0.50    4.00    --  107.75  61.00 120.00   50
128  ω     54.00  80.00   0.50    4.00    --  107.75 -77.00  30.00   52
129  ω     35.00  84.00   0.50    4.00    --  107.75 -77.00 150.00   98
130  ω     53.00  98.00   0.50    4.00    --  107.75 -95.00 150.00   90
131  ω     36.00  80.00   0.50    4.00    --  107.75 -95.00 -90.00   88
132  ω     96.00 122.00   0.50    4.00    --  107.75  45.00 -30.00   52
133  ω     92.00 140.00   0.50    4.00    --  107.75  61.00 120.00   96
134  ω     44.00  70.00   0.50    4.00    --  107.75 -61.00  60.00   52
135  ω     92.00 131.00   0.50    4.00    --  107.75  61.00-180.00   78
136  ω    153.00 178.00   0.50    4.00    --  107.75  30.00 -90.00   50
137  ω     78.00 112.00   0.50    4.00    --  107.75 -84.00  76.35   68
138  ω    122.00 157.00   0.50    4.00    --  107.75  77.00-180.00   70
139  ω     88.00 114.00   0.50    4.00    --  107.75  77.00-180.00   52
140  ω    147.00 174.00   0.50    4.00    --  107.75  77.00-120.00   54
141  ω     88.00 141.00   0.50    4.00    --  107.75  77.00 150.00  106
142  ω     90.00 132.00   0.50    4.00    --  107.75  77.00-120.00   84
143  ω    128.00 171.00   0.50    4.00    --  107.75  77.00 -30.00   86
144  ω    133.00 158.00   0.50    4.00    --  107.75  45.00 -30.00   50
145  ω     92.00 118.00   0.50    4.00    --  107.75  77.00 -30.00   52
146  ω     84.00 112.00   0.50    4.00    --  107.75-125.00-120.00   56
147  ω    118.00 144.00   0.50    4.00    --  107.75  30.00 -90.00   52
148  ω     43.00  68.00   0.50    4.00    --  107.75 -61.00 120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0309144000
_diffrn_orient_matrix_UB_12      0.0707278000
_diffrn_orient_matrix_UB_13      0.1281573000
_diffrn_orient_matrix_UB_21      -0.0281749000
_diffrn_orient_matrix_UB_22      -0.0888968000
_diffrn_orient_matrix_UB_23      0.0848054000
_diffrn_orient_matrix_UB_31      0.1723017000
_diffrn_orient_matrix_UB_32      -0.0272163000
_diffrn_orient_matrix_UB_33      0.0560606000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2417
_reflns_number_total             2486
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         2486
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0158
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0238P)²+0.6892P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0431
_refine_ls_wR_factor_ref         0.0434
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C1(H1), C7(H7), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.84091(2) 0.41999(2) 0.73115(2) 0.01820(5) Uani 1 1 d . . . . .
O5 O 1.06195(13) 0.35697(9) 0.91616(12) 0.0195(2) Uani 1 1 d . . . . .
O1 O 0.74080(13) 0.32020(9) 0.80088(13) 0.0250(2) Uani 1 1 d . . . . .
O2 O 1.00906(14) 0.45943(8) 0.66530(12) 0.0246(2) Uani 1 1 d . . . . .
O4 O 0.86357(13) 0.51839(8) 0.84806(12) 0.0246(2) Uani 1 1 d . . . . .
O6 O 0.51644(14) 0.26502(10) 0.87552(14) 0.0297(3) Uani 1 1 d . . . . .
O3 O 0.69407(16) 0.45501(11) 0.58045(13) 0.0358(3) Uani 1 1 d . . . . .
N1 N 0.90555(15) 0.28188(10) 0.64045(13) 0.0193(3) Uani 1 1 d . . . . .
N2 N 1.01854(17) 0.29782(10) 0.58407(15) 0.0235(3) Uani 1 1 d . . . . .
C2 C 0.73682(18) 0.16086(12) 0.68383(16) 0.0203(3) Uani 1 1 d . . . . .
C8 C 1.0613(2) 0.39141(13) 0.60232(17) 0.0241(3) Uani 1 1 d . . . . .
H8 H 1.136511 0.412481 0.567362 0.029 Uiso 1 1 calc R U . . .
C3 C 0.68158(18) 0.22664(12) 0.76093(16) 0.0199(3) Uani 1 1 d . . . . .
C4 C 0.56302(18) 0.19522(13) 0.80283(16) 0.0224(3) Uani 1 1 d . . . . .
C1 C 0.85359(18) 0.19076(12) 0.63306(16) 0.0208(3) Uani 1 1 d . . . . .
H1 H 0.894790 0.140179 0.591585 0.025 Uiso 1 1 calc R U . . .
C7 C 0.6748(2) 0.06239(12) 0.65171(18) 0.0250(3) Uani 1 1 d . . . . .
H7 H 0.712731 0.016970 0.600660 0.030 Uiso 1 1 calc R U . . .
C6 C 0.5599(2) 0.03194(13) 0.69402(19) 0.0286(4) Uani 1 1 d . . . . .
H6 H 0.518488 -0.034507 0.672125 0.034 Uiso 1 1 calc R U . . .
C5 C 0.5036(2) 0.09816(13) 0.76902(18) 0.0260(3) Uani 1 1 d . . . . .
H5 H 0.423518 0.076480 0.797260 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3943(2) 0.23653(16) 0.9182(2) 0.0351(4) Uani 1 1 d . . . . .
H9A H 0.302156 0.220545 0.833991 0.053 Uiso 1 1 calc R U . . .
H9B H 0.371913 0.292715 0.970008 0.053 Uiso 1 1 calc R U . . .
H9C H 0.425279 0.176791 0.979895 0.053 Uiso 1 1 calc R U . . .
H5A H 1.054(3) 0.308(2) 0.953(3) 0.042 Uiso 1 1 d . U . . .
H5B H 1.091(3) 0.399(2) 0.975(3) 0.042 Uiso 1 1 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 O5 2.3563(11) . ?
Mo1 O1 1.9105(12) . ?
Mo1 O2 2.0148(12) . ?
Mo1 O4 1.7200(11) . ?
Mo1 O3 1.6876(13) . ?
Mo1 N1 2.2325(13) . ?
O5 H5A 0.77(3) . ?
O5 H5B 0.79(3) . ?
O1 C3 1.3507(19) . ?
O2 C8 1.306(2) . ?
O6 C4 1.358(2) . ?
O6 C9 1.430(2) . ?
N1 N2 1.4088(18) . ?
N1 C1 1.289(2) . ?
N2 C8 1.290(2) . ?
C2 C3 1.401(2) . ?
C2 C1 1.441(2) . ?
C2 C7 1.410(2) . ?
C8 H8 0.9500 . ?
C3 C4 1.405(2) . ?
C4 C5 1.386(2) . ?
C1 H1 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.373(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.395(3) . ?
C5 H5 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O5 82.46(5) . . ?
O1 Mo1 O2 150.24(5) . . ?
O1 Mo1 N1 81.16(5) . . ?
O2 Mo1 O5 78.09(4) . . ?
O2 Mo1 N1 72.29(5) . . ?
O4 Mo1 O5 82.86(5) . . ?
O4 Mo1 O1 101.96(5) . . ?
O4 Mo1 O2 97.75(5) . . ?
O4 Mo1 N1 157.41(5) . . ?
O3 Mo1 O5 170.42(5) . . ?
O3 Mo1 O1 100.36(7) . . ?
O3 Mo1 O2 95.62(6) . . ?
O3 Mo1 O4 105.32(6) . . ?
O3 Mo1 N1 95.96(5) . . ?
N1 Mo1 O5 75.32(4) . . ?
Mo1 O5 H5A 117.6(19) . . ?
Mo1 O5 H5B 107.1(19) . . ?
H5A O5 H5B 107(2) . . ?
C3 O1 Mo1 136.27(10) . . ?
C8 O2 Mo1 118.85(10) . . ?
C4 O6 C9 117.22(14) . . ?
N2 N1 Mo1 114.76(9) . . ?
C1 N1 Mo1 128.80(11) . . ?
C1 N1 N2 116.44(13) . . ?
C8 N2 N1 109.11(13) . . ?
C3 C2 C1 122.33(14) . . ?
C3 C2 C7 119.39(15) . . ?
C7 C2 C1 118.27(14) . . ?
O2 C8 H8 117.6 . . ?
N2 C8 O2 124.88(15) . . ?
N2 C8 H8 117.6 . . ?
O1 C3 C2 122.39(14) . . ?
O1 C3 C4 117.50(14) . . ?
C2 C3 C4 120.09(15) . . ?
O6 C4 C3 115.48(14) . . ?
O6 C4 C5 125.25(15) . . ?
C5 C4 C3 119.26(15) . . ?
N1 C1 C2 124.03(14) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.18(16) . . ?
C6 C7 H7 119.9 . . ?
C7 C6 H6 119.9 . . ?
C7 C6 C5 120.28(16) . . ?
C5 C6 H6 119.9 . . ?
C4 C5 C6 120.78(16) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
O6 C9 H9A 109.5 . . ?
O6 C9 H9B 109.5 . . ?
O6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
Mo1 O1 C3 C2 28.1(2) . . . . ?
Mo1 O1 C3 C4 -153.55(12) . . . . ?
Mo1 O2 C8 N2 -3.4(2) . . . . ?
Mo1 N1 N2 C8 1.56(16) . . . . ?
Mo1 N1 C1 C2 0.7(2) . . . . ?
O1 C3 C4 O6 2.4(2) . . . . ?
O1 C3 C4 C5 -177.34(15) . . . . ?
O6 C4 C5 C6 -179.83(16) . . . . ?
N1 N2 C8 O2 1.0(2) . . . . ?
N2 N1 C1 C2 -179.29(14) . . . . ?
C2 C3 C4 O6 -179.21(14) . . . . ?
C2 C3 C4 C5 1.1(2) . . . . ?
C2 C7 C6 C5 0.0(3) . . . . ?
C3 C2 C1 N1 -7.5(2) . . . . ?
C3 C2 C7 C6 0.9(2) . . . . ?
C3 C4 C5 C6 -0.1(2) . . . . ?
C1 N1 N2 C8 -178.47(15) . . . . ?
C1 C2 C3 O1 -4.4(2) . . . . ?
C1 C2 C3 C4 177.30(15) . . . . ?
C1 C2 C7 C6 -177.88(15) . . . . ?
C7 C2 C3 O1 176.87(15) . . . . ?
C7 C2 C3 C4 -1.4(2) . . . . ?
C7 C2 C1 N1 171.29(15) . . . . ?
C7 C6 C5 C4 -0.4(3) . . . . ?
C9 O6 C4 C3 179.07(15) . . . . ?
C9 O6 C4 C5 -1.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.472
_oxdiff_exptl_absorpt_empirical_full_min 0.720
####################################################################### 
# 
# 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_MoO2_L2_MeOH
_database_code_depnum_ccdc_archive 'CCDC 2367285'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-10-28 downloaded from the CCDC.
;
_audit_creation_date             2024-07-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N'-(2-oxo-3-methoxybenzylidene)acetylhydrazonato(methanol)dioxomolybdenum(vi)
_chemical_formula_moiety         'C11 H14 Mo N2 O6'
_chemical_formula_sum            'C11 H14 Mo N2 O6'
_chemical_formula_weight         366.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Mo C N O'
_chemical_oxdiff_usercomment     ' '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.0483 2.7339 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.57710(10)
_cell_length_b                   12.47090(10)
_cell_length_c                   15.34390(10)
_cell_angle_alpha                72.3550(10)
_cell_angle_beta                 88.6880(10)
_cell_angle_gamma                78.2490(10)
_cell_volume                     1351.55(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20795
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      77.4440
_cell_measurement_theta_min      3.8180
_shelx_estimated_absorpt_T_max   0.853
_shelx_estimated_absorpt_T_min   0.494
_exptl_absorpt_coefficient_mu    8.218
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41413
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24730
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.705
_diffrn_reflns_theta_min         3.025
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00  21.00   0.50    0.40    --   47.29 -26.00 107.00   96
  2  ω     42.00  67.00   0.50    0.40    --   47.29  26.00 -89.00   50
  3  ω     72.00 122.00   0.50    0.40    --   47.29  26.00 -89.00  100
  4  ω   -153.00-117.00   0.50    1.20    --  -86.25 -26.00 107.00   72
  5  ω    133.00 173.00   0.50    1.20    --  107.75  26.00 -89.00   80
  6  ω     97.00 122.00   0.50    1.20    --  107.75  26.00 -89.00   50
  7  ω   -113.00 -87.00   0.50    0.40    --  -47.29 -26.00 107.00   52
  8  ω    -25.00   1.00   0.50    0.40    --  -47.29  26.00 -89.00   52
  9  ω   -118.00 -80.00   0.50    0.40    --  -47.29-125.00-120.00   76
 10  ω    -19.00  25.00   0.50    0.40    --  -47.29  19.00 120.00   88
 11  ω   -118.00 -89.00   0.50    0.40    --  -47.29 -77.00-120.00   58
 12  ω    -70.00  24.00   0.50    0.40    --  -47.29  77.00-180.00  188
 13  ω     45.00  94.00   0.50    0.40    --   47.29-125.00 150.00   98
 14  ω    -27.00  18.00   0.50    0.40    --   47.29 -19.00 -30.00   90
 15  ω    -51.00 -14.00   0.50    1.20    --  -86.25  45.00   0.00   74
 16  ω     40.00 111.00   0.50    1.20    --  107.75-125.00-150.00  142
 17  ω     35.00  77.00   0.50    1.20    --  107.75 -77.00-150.00   84
 18  ω    101.00 156.00   0.50    1.20    --  107.75  45.00-150.00  110
 19  ω    101.00 178.00   0.50    1.20    --  107.75  45.00-180.00  154
 20  ω     36.00  74.00   0.50    1.20    --  107.75-125.00 -90.00   76
 21  ω     35.00  68.00   0.50    1.20    --  107.75 -95.00 -90.00   66
 22  ω     51.00 112.00   0.50    1.20    --  107.75-125.00  30.00  122
 23  ω     75.00 103.00   0.50    1.20    --  107.75 -95.00  30.00   56
 24  ω    115.00 177.00   0.50    1.20    --  107.75  45.00 -60.00  124
 25  ω     60.00  86.00   0.50    1.20    --  107.75 -95.00  60.00   52
 26  ω     36.00  70.00   0.50    1.20    --  107.75 -95.00  30.00   68
 27  ω     77.00 111.00   0.50    1.20    --  107.75-125.00-120.00   68
 28  ω     37.00  62.00   0.50    1.20    --  107.75 -61.00  90.00   50
 29  ω     42.00  68.00   0.50    1.20    --  107.75-125.00  60.00   52
 30  ω     84.00 112.00   0.50    1.20    --  107.75-125.00  60.00   56
 31  ω     36.00  66.00   0.50    1.20    --  107.75 -61.00-120.00   60
 32  ω     35.00  61.00   0.50    1.20    --  107.75 -61.00  60.00   52
 33  ω    100.00 126.00   0.50    1.20    --  107.75 125.00-120.00   52
 34  ω    123.00 149.00   0.50    1.20    --  107.75  45.00 -30.00   52
 35  ω     77.00 106.00   0.50    1.20    --  107.75-125.00 -30.00   58
 36  ω     38.00  63.00   0.50    1.20    --  107.75 -77.00-180.00   50
 37  ω     35.00  64.00   0.50    1.20    --  107.75 -61.00 120.00   58
 38  ω    100.00 170.00   0.50    1.20    --  107.75  15.00  90.00  140
 39  ω     55.00  81.00   0.50    1.20    --  107.75   0.00   0.00   52
 40  ω     80.00 105.00   0.50    1.20    --  107.75 -77.00 -30.00   50
 41  ω     69.00 112.00   0.50    1.20    --  107.75-125.00   0.00   86
 42  ω     83.00 108.00   0.50    1.20    --  107.75-110.00 162.22   50
 43  ω    108.00 176.00   0.50    1.20    --  107.75   0.00   0.00  136
 44  ω     35.00  64.00   0.50    1.20    --  107.75 -61.00 150.00   58
 45  ω     36.00  63.00   0.50    1.20    --  107.75 -77.00-120.00   54
 46  ω     66.00  91.00   0.50    1.20    --  107.75 -77.00-120.00   50
 47  ω     37.00  63.00   0.50    1.20    --  107.75 -77.00 -90.00   52
 48  ω     78.00 112.00   0.50    1.20    --  107.75-125.00-180.00   68
 49  ω     39.00  65.00   0.50    1.20    --  107.75 -77.00 -30.00   52
 50  ω     80.00 112.00   0.50    1.20    --  107.75-125.00 150.00   64
 51  ω     91.00 127.00   0.50    1.20    --  107.75  61.00   0.00   72
 52  ω    137.00 162.00   0.50    1.20    --  107.75  61.00   0.00   50
 53  ω     89.00 139.00   0.50    1.20    --  107.75  77.00  90.00  100
 54  ω    149.00 178.00   0.50    1.20    --  107.75  77.00  90.00   58
 55  ω     35.00  60.00   0.50    1.20    --  107.75-125.00   0.00   50
 56  ω     44.00  70.00   0.50    1.20    --  107.75 -77.00 -60.00   52
 57  ω     40.00  65.00   0.50    1.20    --  107.75-125.00 150.00   50
 58  ω     79.00 111.00   0.50    1.20    --  107.75-125.00 -60.00   64
 59  ω     66.00 112.00   0.50    1.20    --  107.75-125.00 120.00   92
 60  ω    120.00 164.00   0.50    1.20    --  107.75 125.00 -60.00   88
 61  ω    115.00 161.00   0.50    1.20    --  107.75 125.00-180.00   92
 62  ω    130.00 155.00   0.50    1.20    --  107.75 125.00-120.00   50
 63  ω    109.00 134.00   0.50    1.20    --  107.75 125.00-150.00   50
 64  ω    104.00 129.00   0.50    1.20    --  107.75  45.00  30.00   50
 65  ω     44.00  69.00   0.50    1.20    --  107.75 -77.00  90.00   50
 66  ω     35.00  72.00   0.50    1.20    --  107.75 -95.00 -60.00   74
 67  ω     80.00 105.00   0.50    1.20    --  107.75 -95.00 -30.00   50
 68  ω     67.00  92.00   0.50    1.20    --  107.75 -95.00 120.00   50
 69  ω     81.00 107.00   0.50    1.20    --  107.75-125.00 -90.00   52
 70  ω     35.00  71.00   0.50    1.20    --  107.75-110.00 162.22   72
 71  ω    105.00 130.00   0.50    1.20    --  107.75 125.00 150.00   50
 72  ω    126.00 151.00   0.50    1.20    --  107.75  30.00 -30.00   50
 73  ω    105.00 131.00   0.50    1.20    --  107.75  30.00   0.00   52
 74  ω     92.00 152.00   0.50    1.20    --  107.75  77.00  30.00  120
 75  ω    142.00 176.00   0.50    1.20    --  107.75 125.00 -30.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1406801000
_diffrn_orient_matrix_UB_12      0.0520456000
_diffrn_orient_matrix_UB_13      0.0353470000
_diffrn_orient_matrix_UB_21      -0.1495817000
_diffrn_orient_matrix_UB_22      0.1014743000
_diffrn_orient_matrix_UB_23      0.0057958000
_diffrn_orient_matrix_UB_31      -0.0321972000
_diffrn_orient_matrix_UB_32      -0.0674291000
_diffrn_orient_matrix_UB_33      0.0991807000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5625
_reflns_number_total             5716
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         5716
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0200
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+1.1723P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0528
_refine_ls_wR_factor_ref         0.0530
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5A), C1A(H1A), C1(H1), C7(H7), C7A(H7A), C6(H6), C6A(H6A), C5A(H5AB)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C9(H9A,H9B,H9C), C9A(H9AA,H9AB,H9AC), C11(H11A,H11B,
 H11C), C10A(H10D,H10E,H10F), C11A(H11D,H11E,H11F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Mo01 Mo 0.05213(2) 0.62613(2) 0.17258(2) 0.01537(5) Uani 1 1 d . . . . .
Mo02 Mo 0.68119(2) 0.18212(2) 0.33167(2) 0.01653(5) Uani 1 1 d . . . . .
O1 O -0.12777(18) 0.76310(11) 0.11652(9) 0.0204(3) Uani 1 1 d . . . . .
O2 O 0.19842(18) 0.47362(11) 0.16740(9) 0.0207(3) Uani 1 1 d . . . . .
O2A O 0.84101(19) 0.04027(11) 0.31279(9) 0.0226(3) Uani 1 1 d . . . . .
O6 O -0.30430(19) 0.96582(11) 0.11595(9) 0.0221(3) Uani 1 1 d . . . . .
O5A O 0.9601(2) 0.20022(12) 0.37880(10) 0.0269(3) Uani 1 1 d . . . . .
O1A O 0.59573(19) 0.27632(11) 0.40843(9) 0.0237(3) Uani 1 1 d . . . . .
O5 O -0.17460(18) 0.53797(12) 0.14267(10) 0.0226(3) Uani 1 1 d . . . . .
O4 O -0.02105(19) 0.58324(11) 0.28100(9) 0.0229(3) Uani 1 1 d . . . . .
O6A O 0.3760(2) 0.44942(12) 0.43714(10) 0.0299(3) Uani 1 1 d . . . . .
O4A O 0.72819(19) 0.27539(12) 0.23149(9) 0.0235(3) Uani 1 1 d . . . . .
O3 O 0.22991(19) 0.68725(12) 0.17955(10) 0.0274(3) Uani 1 1 d . . . . .
O3A O 0.48280(19) 0.14861(12) 0.31111(10) 0.0252(3) Uani 1 1 d . . . . .
N1 N 0.0896(2) 0.63399(12) 0.02480(10) 0.0165(3) Uani 1 1 d . . . . .
N1A N 0.7394(2) 0.04601(12) 0.46751(10) 0.0173(3) Uani 1 1 d . . . . .
N2 N 0.1930(2) 0.53432(13) 0.01031(11) 0.0192(3) Uani 1 1 d . . . . .
N2A N 0.8481(2) -0.05873(13) 0.46580(11) 0.0203(3) Uani 1 1 d . . . . .
C3 C -0.1406(2) 0.84754(15) 0.03665(12) 0.0162(3) Uani 1 1 d . . . . .
C8 C 0.2448(2) 0.45775(15) 0.08886(13) 0.0188(3) Uani 1 1 d . . . . .
C5 C -0.2587(3) 1.04710(15) -0.04647(13) 0.0219(4) Uani 1 1 d . . . . .
H5A H -0.322886 1.121392 -0.047590 0.026 Uiso 1 1 calc R U . . .
C1A C 0.6779(3) 0.05047(16) 0.54575(12) 0.0202(3) Uani 1 1 d . . . . .
H1A H 0.709240 -0.016548 0.596997 0.024 Uiso 1 1 calc R U . . .
C8A C 0.8902(2) -0.05298(16) 0.38216(13) 0.0208(4) Uani 1 1 d . . . . .
C2 C -0.0666(2) 0.82990(15) -0.04419(12) 0.0179(3) Uani 1 1 d . . . . .
C2A C 0.5645(2) 0.15105(16) 0.56007(12) 0.0204(4) Uani 1 1 d . . . . .
C3A C 0.5232(2) 0.25727(16) 0.49108(12) 0.0199(3) Uani 1 1 d . . . . .
C1 C 0.0383(2) 0.72033(15) -0.04719(12) 0.0184(3) Uani 1 1 d . . . . .
H1 H 0.071061 0.711670 -0.105192 0.022 Uiso 1 1 calc R U . . .
C7 C -0.0929(3) 0.92216(16) -0.12617(13) 0.0220(4) Uani 1 1 d . . . . .
H7 H -0.045988 0.910392 -0.181249 0.026 Uiso 1 1 calc R U . . .
C4 C -0.2374(2) 0.95749(15) 0.03442(12) 0.0183(3) Uani 1 1 d . . . . .
C7A C 0.4966(3) 0.14157(19) 0.64775(13) 0.0260(4) Uani 1 1 d . . . . .
H7A H 0.525990 0.070346 0.695130 0.031 Uiso 1 1 calc R U . . .
C4A C 0.4073(3) 0.35122(17) 0.50891(14) 0.0242(4) Uani 1 1 d . . . . .
C6 C -0.1861(3) 1.02893(16) -0.12668(13) 0.0247(4) Uani 1 1 d . . . . .
H6 H -0.201473 1.091014 -0.181978 0.030 Uiso 1 1 calc R U . . .
C10 C -0.4002(3) 1.07639(16) 0.11651(14) 0.0238(4) Uani 1 1 d . . . . .
H10A H -0.503849 1.101742 0.072831 0.036 Uiso 1 1 calc R U . . .
H10B H -0.320125 1.131352 0.099040 0.036 Uiso 1 1 calc R U . . .
H10C H -0.442627 1.072161 0.178044 0.036 Uiso 1 1 calc R U . . .
C9 C 0.3643(3) 0.34565(17) 0.09217(14) 0.0263(4) Uani 1 1 d . . . . .
H9A H 0.487230 0.344945 0.111201 0.039 Uiso 1 1 calc R U . . .
H9B H 0.364949 0.335285 0.031350 0.039 Uiso 1 1 calc R U . . .
H9C H 0.319308 0.282996 0.136145 0.039 Uiso 1 1 calc R U . . .
C9A C 1.0016(3) -0.15472(17) 0.36137(15) 0.0284(4) Uani 1 1 d . . . . .
H9AA H 0.943206 -0.168890 0.310758 0.043 Uiso 1 1 calc R U . . .
H9AB H 1.013083 -0.222335 0.415677 0.043 Uiso 1 1 calc R U . . .
H9AC H 1.121595 -0.139853 0.343993 0.043 Uiso 1 1 calc R U . . .
C6A C 0.3878(3) 0.2350(2) 0.66507(15) 0.0305(4) Uani 1 1 d . . . . .
H6A H 0.344920 0.228477 0.724754 0.037 Uiso 1 1 calc R U . . .
C11 C -0.3518(3) 0.5576(2) 0.17759(16) 0.0319(5) Uani 1 1 d . . . . .
H11A H -0.433639 0.528043 0.146544 0.048 Uiso 1 1 calc R U . . .
H11B H -0.396047 0.640274 0.166547 0.048 Uiso 1 1 calc R U . . .
H11C H -0.346565 0.517820 0.243513 0.048 Uiso 1 1 calc R U . . .
C5A C 0.3401(3) 0.33936(19) 0.59551(15) 0.0287(4) Uani 1 1 d . . . . .
H5AB H 0.261326 0.402572 0.607470 0.034 Uiso 1 1 calc R U . . .
C10A C 0.2479(3) 0.54514(19) 0.44773(17) 0.0337(5) Uani 1 1 d . . . . .
H10D H 0.241156 0.610797 0.392228 0.051 Uiso 1 1 calc R U . . .
H10E H 0.285455 0.565562 0.500281 0.051 Uiso 1 1 calc R U . . .
H10F H 0.129169 0.524885 0.457954 0.051 Uiso 1 1 calc R U . . .
C11A C 1.0345(4) 0.2995(2) 0.3466(2) 0.0503(7) Uani 1 1 d . . . . .
H11D H 0.982795 0.344587 0.285348 0.075 Uiso 1 1 calc R U . . .
H11E H 1.165602 0.276643 0.343894 0.075 Uiso 1 1 calc R U . . .
H11F H 1.006576 0.346048 0.388321 0.075 Uiso 1 1 calc R U . . .
H5 H -0.179(5) 0.515(3) 0.100(2) 0.060 Uiso 1 1 d . U . . .
H5AA H 1.010(5) 0.160(3) 0.424(3) 0.060 Uiso 1 1 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
Mo01 O1 1.9314(12) . ?
Mo01 O2 2.0203(12) . ?
Mo01 O5 2.3413(13) . ?
Mo01 O4 1.7030(13) . ?
Mo01 O3 1.6974(14) . ?
Mo01 N1 2.2537(15) . ?
Mo02 O2A 2.0252(13) . ?
Mo02 O5A 2.3245(14) . ?
Mo02 O1A 1.9186(13) . ?
Mo02 O4A 1.7036(13) . ?
Mo02 O3A 1.7004(14) . ?
Mo02 N1A 2.2389(14) . ?
O1 C3 1.342(2) . ?
O2 C8 1.308(2) . ?
O2A C8A 1.310(2) . ?
O6 C4 1.364(2) . ?
O6 C10 1.424(2) . ?
O5A C11A 1.412(3) . ?
O5A H5AA 0.78(4) . ?
O1A C3A 1.344(2) . ?
O5 C11 1.436(2) . ?
O5 H5 0.79(4) . ?
O6A C4A 1.358(3) . ?
O6A C10A 1.425(2) . ?
N1 N2 1.404(2) . ?
N1 C1 1.288(2) . ?
N1A N2A 1.402(2) . ?
N1A C1A 1.291(2) . ?
N2 C8 1.300(2) . ?
N2A C8A 1.300(3) . ?
C3 C2 1.409(2) . ?
C3 C4 1.408(2) . ?
C8 C9 1.490(2) . ?
C5 H5A 0.9500 . ?
C5 C4 1.382(3) . ?
C5 C6 1.398(3) . ?
C1A H1A 0.9500 . ?
C1A C2A 1.442(3) . ?
C8A C9A 1.490(3) . ?
C2 C1 1.447(2) . ?
C2 C7 1.409(3) . ?
C2A C3A 1.403(3) . ?
C2A C7A 1.409(3) . ?
C3A C4A 1.408(3) . ?
C1 H1 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.372(3) . ?
C7A H7A 0.9500 . ?
C7A C6A 1.377(3) . ?
C4A C5A 1.388(3) . ?
C6 H6 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C6A H6A 0.9500 . ?
C6A C5A 1.395(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C5A H5AB 0.9500 . ?
C10A H10D 0.9800 . ?
C10A H10E 0.9800 . ?
C10A H10F 0.9800 . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
C11A H11F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo01 O2 148.94(5) . . ?
O1 Mo01 O5 81.56(5) . . ?
O1 Mo01 N1 81.17(5) . . ?
O2 Mo01 O5 78.75(5) . . ?
O2 Mo01 N1 71.20(5) . . ?
O4 Mo01 O1 101.82(6) . . ?
O4 Mo01 O2 99.00(6) . . ?
O4 Mo01 O5 82.09(6) . . ?
O4 Mo01 N1 158.36(6) . . ?
O3 Mo01 O1 99.53(6) . . ?
O3 Mo01 O2 96.61(6) . . ?
O3 Mo01 O5 171.40(6) . . ?
O3 Mo01 O4 105.91(7) . . ?
O3 Mo01 N1 94.56(6) . . ?
N1 Mo01 O5 77.13(5) . . ?
O2A Mo02 O5A 79.69(6) . . ?
O2A Mo02 N1A 71.46(5) . . ?
O1A Mo02 O2A 150.39(6) . . ?
O1A Mo02 O5A 82.15(6) . . ?
O1A Mo02 N1A 81.67(6) . . ?
O4A Mo02 O2A 95.75(6) . . ?
O4A Mo02 O5A 82.72(6) . . ?
O4A Mo02 O1A 104.94(6) . . ?
O4A Mo02 N1A 157.06(6) . . ?
O3A Mo02 O2A 95.74(6) . . ?
O3A Mo02 O5A 170.79(6) . . ?
O3A Mo02 O1A 98.65(7) . . ?
O3A Mo02 O4A 105.81(7) . . ?
O3A Mo02 N1A 94.61(6) . . ?
N1A Mo02 O5A 76.39(5) . . ?
C3 O1 Mo01 133.68(11) . . ?
C8 O2 Mo01 120.70(11) . . ?
C8A O2A Mo02 120.29(12) . . ?
C4 O6 C10 116.50(14) . . ?
Mo02 O5A H5AA 123(3) . . ?
C11A O5A Mo02 125.26(13) . . ?
C11A O5A H5AA 109(3) . . ?
C3A O1A Mo02 134.39(12) . . ?
Mo01 O5 H5 125(3) . . ?
C11 O5 Mo01 122.11(12) . . ?
C11 O5 H5 109(3) . . ?
C4A O6A C10A 117.67(17) . . ?
N2 N1 Mo01 115.33(11) . . ?
C1 N1 Mo01 128.19(12) . . ?
C1 N1 N2 116.31(15) . . ?
N2A N1A Mo02 115.48(11) . . ?
C1A N1A Mo02 127.92(13) . . ?
C1A N1A N2A 116.49(15) . . ?
C8 N2 N1 109.35(14) . . ?
C8A N2A N1A 109.66(15) . . ?
O1 C3 C2 123.05(16) . . ?
O1 C3 C4 117.51(16) . . ?
C4 C3 C2 119.41(16) . . ?
O2 C8 C9 116.84(16) . . ?
N2 C8 O2 123.32(16) . . ?
N2 C8 C9 119.84(17) . . ?
C4 C5 H5A 119.8 . . ?
C4 C5 C6 120.31(17) . . ?
C6 C5 H5A 119.8 . . ?
N1A C1A H1A 118.0 . . ?
N1A C1A C2A 123.95(17) . . ?
C2A C1A H1A 118.0 . . ?
O2A C8A C9A 116.65(17) . . ?
N2A C8A O2A 123.04(17) . . ?
N2A C8A C9A 120.31(17) . . ?
C3 C2 C1 122.83(16) . . ?
C3 C2 C7 119.45(16) . . ?
C7 C2 C1 117.72(16) . . ?
C3A C2A C1A 122.63(17) . . ?
C3A C2A C7A 119.38(18) . . ?
C7A C2A C1A 117.98(17) . . ?
O1A C3A C2A 123.06(17) . . ?
O1A C3A C4A 117.18(17) . . ?
C2A C3A C4A 119.69(17) . . ?
N1 C1 C2 123.32(16) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.22(17) . . ?
C6 C7 H7 119.9 . . ?
O6 C4 C3 115.03(15) . . ?
O6 C4 C5 124.92(16) . . ?
C5 C4 C3 120.05(17) . . ?
C2A C7A H7A 119.8 . . ?
C6A C7A C2A 120.31(19) . . ?
C6A C7A H7A 119.8 . . ?
O6A C4A C3A 114.64(17) . . ?
O6A C4A C5A 125.51(18) . . ?
C5A C4A C3A 119.81(19) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.54(17) . . ?
C7 C6 H6 119.7 . . ?
O6 C10 H10A 109.5 . . ?
O6 C10 H10B 109.5 . . ?
O6 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8A C9A H9AA 109.5 . . ?
C8A C9A H9AB 109.5 . . ?
C8A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C7A C6A H6A 119.8 . . ?
C7A C6A C5A 120.40(19) . . ?
C5A C6A H6A 119.8 . . ?
O5 C11 H11A 109.5 . . ?
O5 C11 H11B 109.5 . . ?
O5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4A C5A C6A 120.31(19) . . ?
C4A C5A H5AB 119.8 . . ?
C6A C5A H5AB 119.8 . . ?
O6A C10A H10D 109.5 . . ?
O6A C10A H10E 109.5 . . ?
O6A C10A H10F 109.5 . . ?
H10D C10A H10E 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
O5A C11A H11D 109.5 . . ?
O5A C11A H11E 109.5 . . ?
O5A C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 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
Mo01 O1 C3 C2 32.0(3) . . . . ?
Mo01 O1 C3 C4 -149.85(14) . . . . ?
Mo01 O2 C8 N2 -4.0(2) . . . . ?
Mo01 O2 C8 C9 175.49(13) . . . . ?
Mo01 N1 N2 C8 0.06(18) . . . . ?
Mo01 N1 C1 C2 -4.0(3) . . . . ?
Mo02 O2A C8A N2A -3.3(2) . . . . ?
Mo02 O2A C8A C9A 177.57(13) . . . . ?
Mo02 O1A C3A C2A 30.2(3) . . . . ?
Mo02 O1A C3A C4A -152.79(14) . . . . ?
Mo02 N1A N2A C8A -0.73(18) . . . . ?
Mo02 N1A C1A C2A -3.9(3) . . . . ?
O1 C3 C2 C1 -3.4(3) . . . . ?
O1 C3 C2 C7 177.24(17) . . . . ?
O1 C3 C4 O6 1.5(2) . . . . ?
O1 C3 C4 C5 -178.49(16) . . . . ?
O1A C3A C4A O6A 3.3(3) . . . . ?
O1A C3A C4A C5A -174.68(17) . . . . ?
O6A C4A C5A C6A -177.33(19) . . . . ?
N1 N2 C8 O2 2.4(2) . . . . ?
N1 N2 C8 C9 -177.15(16) . . . . ?
N1A N2A C8A O2A 2.5(2) . . . . ?
N1A N2A C8A C9A -178.40(16) . . . . ?
N1A C1A C2A C3A -5.7(3) . . . . ?
N1A C1A C2A C7A 175.65(18) . . . . ?
N2 N1 C1 C2 -179.03(16) . . . . ?
N2A N1A C1A C2A 179.95(16) . . . . ?
C3 C2 C1 N1 -7.9(3) . . . . ?
C3 C2 C7 C6 1.6(3) . . . . ?
C1A N1A N2A C8A 175.89(16) . . . . ?
C1A C2A C3A O1A -4.9(3) . . . . ?
C1A C2A C3A C4A 178.18(17) . . . . ?
C1A C2A C7A C6A 179.94(18) . . . . ?
C2 C3 C4 O6 179.78(16) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C2 C7 C6 C5 -1.1(3) . . . . ?
C2A C3A C4A O6A -179.64(17) . . . . ?
C2A C3A C4A C5A 2.4(3) . . . . ?
C2A C7A C6A C5A 1.5(3) . . . . ?
C3A C2A C7A C6A 1.3(3) . . . . ?
C3A C4A C5A C6A 0.4(3) . . . . ?
C1 N1 N2 C8 175.73(16) . . . . ?
C1 C2 C7 C6 -177.81(18) . . . . ?
C7 C2 C1 N1 171.43(17) . . . . ?
C4 C3 C2 C1 178.45(16) . . . . ?
C4 C3 C2 C7 -0.9(3) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C7A C2A C3A O1A 173.67(17) . . . . ?
C7A C2A C3A C4A -3.2(3) . . . . ?
C7A C6A C5A C4A -2.4(3) . . . . ?
C6 C5 C4 O6 -179.29(18) . . . . ?
C6 C5 C4 C3 0.7(3) . . . . ?
C10 O6 C4 C3 178.90(16) . . . . ?
C10 O6 C4 C5 -1.1(3) . . . . ?
C10A O6A C4A C3A 174.76(17) . . . . ?
C10A O6A C4A C5A -7.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.777
_oxdiff_exptl_absorpt_empirical_full_min 0.737
