# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_(H3L3pynaf)2Mo6O19x2H2O
_database_code_depnum_ccdc_archive 'CCDC 1986698'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_(H3L3pynaf)2Mo6O19x2H2O 
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         18 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2020-02-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
"bis[2-(3-pyridinium)-2'-(2-hydroxynaphthyl)-(carbonylbis(hydrazin-2-yl-1-ylidenemethylylidene)] hexamolybdate dihydrate"
_chemical_formula_moiety         'Mo6 O19, 2(C18 H16 N5 O2), 2(H2 O)'
_chemical_formula_sum            'C36 H36 Mo6 N10 O25'
_chemical_formula_weight         1584.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.7786(3)
_cell_length_b                   16.9721(4)
_cell_length_c                   14.4712(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.582(3)
_cell_angle_gamma                90
_cell_volume                     2324.33(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6991
_cell_measurement_temperature    298
_cell_measurement_theta_max      32.6840
_cell_measurement_theta_min      4.4510
_shelx_estimated_absorpt_T_max   0.787
_shelx_estimated_absorpt_T_min   0.625
_exptl_absorpt_coefficient_mu    1.673
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1548
_exptl_crystal_preparation       
'Slow hydrolysis of acetonitrile solution of L3pynaf and MoO2(acac)2'
_exptl_crystal_recrystallization_method 'Same as preparation'
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15030
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.769
_diffrn_reflns_theta_min         4.197
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   36.00   88.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   57.0000  -60.0000 52

#__ type_ start__ end____ width___ exp.time_
  2 omega   13.00   75.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   37.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
  3 omega   36.00   79.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  179.0000  120.0000 43

#__ type_ start__ end____ width___ exp.time_
  4 omega  -46.00   36.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -37.0000  120.0000 82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6156
_reflns_number_total             7627
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         7627
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.036
_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)+(0.0273P)²+1.0384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0729
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All H(H) groups, All C(H) groups, All C(H,H,H) groups
2. Restrained distances
 O1-H1 = O13-H13A = O13-H13B
 0.82 with sigma of 0.02
 N2-H2 = N3-H3
 0.88 with sigma of 0.02
 N5-H5
 0.86 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3A), C7(H7), C15(H15), C9(H9), C4(H4), C14(H14), C16(H16), C11(H11),
 C12(H12), C13(H13), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Mo3 Mo -0.12330(3) 0.94998(2) 0.35281(2) 0.01794(6) Uani 1 1 d . . . . .
Mo1 Mo 0.01239(2) 0.87537(2) 0.56520(2) 0.01711(5) Uani 1 1 d . . . . .
Mo2 Mo 0.21316(2) 0.97850(2) 0.45978(2) 0.01824(6) Uani 1 1 d . . . . .
O12 O 0.000000 1.000000 0.500000 0.0149(5) Uani 1 2 d S T P . .
O7 O -0.0832(2) 0.85902(10) 0.43188(13) 0.0194(4) Uani 1 1 d . . . . .
O10 O 0.0835(2) 0.94137(10) 0.35274(13) 0.0206(4) Uani 1 1 d . . . . .
O11 O 0.1711(2) 1.08434(10) 0.42402(13) 0.0206(4) Uani 1 1 d . . . . .
O6 O -0.2684(2) 0.97836(10) 0.40576(14) 0.0216(4) Uani 1 1 d . . . . .
O8 O 0.0933(2) 0.94008(10) 0.67365(13) 0.0204(4) Uani 1 1 d . . . . .
O9 O 0.1859(2) 0.88231(10) 0.52834(14) 0.0201(4) Uani 1 1 d . . . . .
O3 O 0.0132(2) 0.78472(10) 0.61246(14) 0.0238(4) Uani 1 1 d . . . . .
O1 O 0.2130(2) 0.48409(11) 0.48416(15) 0.0242(4) Uani 1 1 d D . . . .
O2 O 0.2483(2) 0.68719(11) 0.54263(14) 0.0238(4) Uani 1 1 d . . . . .
O5 O -0.2048(2) 0.91296(11) 0.24440(14) 0.0274(4) Uani 1 1 d . . . . .
O4 O 0.3704(2) 0.96425(11) 0.43505(17) 0.0303(5) Uani 1 1 d . . . . .
O13 O 0.9010(3) 1.10107(13) 0.84871(17) 0.0310(5) Uani 1 1 d D . . . .
N4 N 0.5609(2) 0.77697(12) 0.66596(15) 0.0173(4) Uani 1 1 d . . . . .
N1 N 0.4086(3) 0.56166(12) 0.59330(16) 0.0203(5) Uani 1 1 d . . . . .
N3 N 0.4277(2) 0.76948(12) 0.60876(16) 0.0183(4) Uani 1 1 d D . . . .
N2 N 0.4616(3) 0.63472(12) 0.62009(18) 0.0198(5) Uani 1 1 d D . . . .
N5 N 0.9236(3) 0.94184(14) 0.84069(17) 0.0238(5) Uani 1 1 d D . . . .
C8 C 0.3711(3) 0.69603(14) 0.58736(19) 0.0184(5) Uani 1 1 d . . . . .
C1 C 0.4256(3) 0.42399(14) 0.58020(18) 0.0169(5) Uani 1 1 d . . . . .
C2 C 0.2932(3) 0.41938(14) 0.51593(19) 0.0180(5) Uani 1 1 d . . . . .
C3 C 0.2341(3) 0.34669(15) 0.47923(19) 0.0208(5) Uani 1 1 d . . . . .
H3A H 0.147127 0.345280 0.434588 0.025 Uiso 1 1 calc R . . . .
C7 C 0.4861(3) 0.50003(14) 0.61513(19) 0.0185(5) Uani 1 1 d . . . . .
H7 H 0.578440 0.503828 0.652307 0.022 Uiso 1 1 calc R . . . .
C5 C 0.4380(3) 0.27893(14) 0.57619(18) 0.0171(5) Uani 1 1 d . . . . .
C15 C 0.6366(3) 0.34936(16) 0.67647(19) 0.0213(5) Uani 1 1 d . . . . .
H15 H 0.681081 0.396154 0.700586 0.026 Uiso 1 1 calc R . . . .
C6 C 0.5012(3) 0.35203(14) 0.61114(18) 0.0166(5) Uani 1 1 d . . . . .
C9 C 0.6063(3) 0.84672(15) 0.68909(19) 0.0197(5) Uani 1 1 d . . . . .
H9 H 0.550713 0.890363 0.665867 0.024 Uiso 1 1 calc R . . . .
C4 C 0.3046(3) 0.27854(15) 0.50926(19) 0.0197(5) Uani 1 1 d . . . . .
H4 H 0.264341 0.230731 0.485309 0.024 Uiso 1 1 calc R . . . .
C10 C 0.7470(3) 0.85649(14) 0.75265(18) 0.0185(5) Uani 1 1 d . . . . .
C14 C 0.8364(3) 0.79319(15) 0.7876(2) 0.0232(6) Uani 1 1 d . . . . .
H14 H 0.807018 0.741997 0.770116 0.028 Uiso 1 1 calc R . . . .
C16 C 0.7030(3) 0.27891(16) 0.7046(2) 0.0250(6) Uani 1 1 d . . . . .
H16 H 0.792249 0.278620 0.746580 0.030 Uiso 1 1 calc R . . . .
C11 C 0.7946(3) 0.93153(15) 0.78216(19) 0.0210(5) Uani 1 1 d . . . . .
H11 H 0.736974 0.974898 0.761319 0.025 Uiso 1 1 calc R . . . .
C12 C 1.0112(3) 0.88228(17) 0.8738(2) 0.0275(6) Uani 1 1 d . . . . .
H12 H 1.100199 0.891886 0.913724 0.033 Uiso 1 1 calc R . . . .
C13 C 0.9682(3) 0.80626(17) 0.8480(2) 0.0266(6) Uani 1 1 d . . . . .
H13 H 1.027565 0.764053 0.871196 0.032 Uiso 1 1 calc R . . . .
C17 C 0.6377(3) 0.20731(16) 0.6706(2) 0.0257(6) Uani 1 1 d . . . . .
H17 H 0.683021 0.159902 0.690890 0.031 Uiso 1 1 calc R . . . .
C18 C 0.5077(3) 0.20725(15) 0.6079(2) 0.0229(6) Uani 1 1 d . . . . .
H18 H 0.464572 0.159648 0.585827 0.028 Uiso 1 1 calc R . . . .
H13A H 0.916(4) 1.1234(17) 0.8032(18) 0.028 Uiso 1 1 d DR . . . .
H13B H 0.863(3) 1.1275(16) 0.883(2) 0.028 Uiso 1 1 d DR . . . .
H2 H 0.546(2) 0.6425(16) 0.6467(19) 0.013(7) Uiso 1 1 d D . . . .
H3 H 0.371(3) 0.8071(14) 0.590(2) 0.026(9) Uiso 1 1 d D . . . .
H1 H 0.257(3) 0.5233(14) 0.511(2) 0.031 Uiso 1 1 d DR . . . .
H5 H 0.942(4) 0.9896(12) 0.854(3) 0.044(11) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo3 O12 2.3278(2) . ?
Mo3 O7 1.9029(17) . ?
Mo3 O10 2.028(2) . ?
Mo3 O6 1.838(2) . ?
Mo3 O8 1.9419(17) 3_576 ?
Mo3 O5 1.6914(19) . ?
Mo1 O12 2.3069(2) . ?
Mo1 O7 1.9403(18) . ?
Mo1 O11 1.9630(19) 3_576 ?
Mo1 O8 1.9157(18) . ?
Mo1 O9 1.906(2) . ?
Mo1 O3 1.6828(18) . ?
Mo2 O12 2.3297(2) . ?
Mo2 O10 1.8481(19) . ?
Mo2 O11 1.8859(17) . ?
Mo2 O6 2.0209(19) 3_576 ?
Mo2 O9 1.9629(18) . ?
Mo2 O4 1.682(2) . ?
O1 C2 1.361(3) . ?
O2 C8 1.222(3) . ?
N4 N3 1.361(3) . ?
N4 C9 1.279(3) . ?
N1 N2 1.362(3) . ?
N1 C7 1.283(3) . ?
N3 C8 1.367(3) . ?
N2 C8 1.371(3) . ?
N5 C11 1.342(4) . ?
N5 C12 1.334(4) . ?
C1 C2 1.393(4) . ?
C1 C7 1.456(3) . ?
C1 C6 1.439(3) . ?
C2 C3 1.408(4) . ?
C3 C4 1.360(4) . ?
C5 C6 1.421(3) . ?
C5 C4 1.415(4) . ?
C5 C18 1.414(4) . ?
C15 C6 1.421(4) . ?
C15 C16 1.372(4) . ?
C9 C10 1.459(4) . ?
C10 C14 1.397(4) . ?
C10 C11 1.386(3) . ?
C14 C13 1.381(4) . ?
C16 C17 1.403(4) . ?
C12 C13 1.379(4) . ?
C17 C18 1.363(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Mo3 O12 76.39(5) . . ?
O7 Mo3 O10 83.53(8) . . ?
O7 Mo3 O8 151.61(8) . 3_576 ?
O10 Mo3 O12 74.92(5) . . ?
O6 Mo3 O12 78.42(6) . . ?
O6 Mo3 O7 91.47(8) . . ?
O6 Mo3 O10 153.31(8) . . ?
O6 Mo3 O8 90.07(8) . 3_576 ?
O8 Mo3 O12 76.16(5) 3_576 . ?
O8 Mo3 O10 82.47(8) 3_576 . ?
O5 Mo3 O12 177.02(8) . . ?
O5 Mo3 O7 103.53(9) . . ?
O5 Mo3 O10 102.10(9) . . ?
O5 Mo3 O6 104.56(10) . . ?
O5 Mo3 O8 103.49(9) . 3_576 ?
O7 Mo1 O12 76.23(5) . . ?
O7 Mo1 O11 84.70(8) . 3_576 ?
O11 Mo1 O12 76.01(5) 3_576 . ?
O8 Mo1 O12 77.16(5) . . ?
O8 Mo1 O7 153.22(7) . . ?
O8 Mo1 O11 86.12(8) . 3_576 ?
O9 Mo1 O12 77.74(5) . . ?
O9 Mo1 O7 88.31(8) . . ?
O9 Mo1 O11 153.73(7) . 3_576 ?
O9 Mo1 O8 88.90(8) . . ?
O3 Mo1 O12 177.30(7) . . ?
O3 Mo1 O7 103.01(8) . . ?
O3 Mo1 O11 101.38(9) . 3_576 ?
O3 Mo1 O8 103.44(9) . . ?
O3 Mo1 O9 104.87(9) . . ?
O10 Mo2 O12 78.15(6) . . ?
O10 Mo2 O11 92.21(8) . . ?
O10 Mo2 O6 153.02(8) . 3_576 ?
O10 Mo2 O9 89.33(8) . . ?
O11 Mo2 O12 76.85(6) . . ?
O11 Mo2 O6 84.61(8) . 3_576 ?
O11 Mo2 O9 152.01(8) . . ?
O6 Mo2 O12 75.03(6) 3_576 . ?
O9 Mo2 O12 76.13(5) . . ?
O9 Mo2 O6 81.49(8) . 3_576 ?
O4 Mo2 O12 177.74(8) . . ?
O4 Mo2 O10 104.11(10) . . ?
O4 Mo2 O11 103.08(9) . . ?
O4 Mo2 O6 102.71(10) . 3_576 ?
O4 Mo2 O9 103.62(9) . . ?
Mo3 O12 Mo3 179.999(12) . 3_576 ?
Mo3 O12 Mo2 90.237(9) 3_576 3_576 ?
Mo3 O12 Mo2 89.762(9) 3_576 . ?
Mo3 O12 Mo2 90.238(9) . . ?
Mo3 O12 Mo2 89.763(9) . 3_576 ?
Mo1 O12 Mo3 89.904(8) . 3_576 ?
Mo1 O12 Mo3 89.905(8) 3_576 . ?
Mo1 O12 Mo3 90.096(8) 3_576 3_576 ?
Mo1 O12 Mo3 90.095(8) . . ?
Mo1 O12 Mo1 180.0 . 3_576 ?
Mo1 O12 Mo2 90.023(8) 3_576 3_576 ?
Mo1 O12 Mo2 89.977(8) . 3_576 ?
Mo1 O12 Mo2 89.977(8) 3_576 . ?
Mo1 O12 Mo2 90.023(8) . . ?
Mo2 O12 Mo2 180.0 3_576 . ?
Mo3 O7 Mo1 117.17(9) . . ?
Mo2 O10 Mo3 116.67(9) . . ?
Mo2 O11 Mo1 116.77(9) . 3_576 ?
Mo3 O6 Mo2 116.69(10) . 3_576 ?
Mo1 O8 Mo3 116.17(9) . 3_576 ?
Mo1 O9 Mo2 115.87(9) . . ?
C9 N4 N3 117.5(2) . . ?
C7 N1 N2 120.9(2) . . ?
N4 N3 C8 119.6(2) . . ?
N1 N2 C8 115.2(2) . . ?
C12 N5 C11 123.0(2) . . ?
O2 C8 N3 121.3(2) . . ?
O2 C8 N2 123.6(2) . . ?
N3 C8 N2 115.1(2) . . ?
C2 C1 C7 120.6(2) . . ?
C2 C1 C6 118.6(2) . . ?
C6 C1 C7 120.8(2) . . ?
O1 C2 C1 122.7(2) . . ?
O1 C2 C3 115.6(2) . . ?
C1 C2 C3 121.7(2) . . ?
C4 C3 C2 119.8(3) . . ?
N1 C7 C1 118.3(3) . . ?
C4 C5 C6 119.4(2) . . ?
C18 C5 C6 120.3(2) . . ?
C18 C5 C4 120.3(2) . . ?
C16 C15 C6 121.1(2) . . ?
C5 C6 C1 119.1(2) . . ?
C5 C6 C15 117.3(2) . . ?
C15 C6 C1 123.6(2) . . ?
N4 C9 C10 118.7(2) . . ?
C3 C4 C5 121.3(2) . . ?
C14 C10 C9 123.1(2) . . ?
C11 C10 C9 119.3(2) . . ?
C11 C10 C14 117.6(3) . . ?
C13 C14 C10 120.3(3) . . ?
C15 C16 C17 120.8(3) . . ?
N5 C11 C10 120.3(3) . . ?
N5 C12 C13 119.2(3) . . ?
C12 C13 C14 119.6(3) . . ?
C18 C17 C16 120.0(3) . . ?
C17 C18 C5 120.5(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_H2L3pysal
_database_code_depnum_ccdc_archive 'CCDC 1986703'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_H2L3pysal           
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         16 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2020-02-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
3-[(E)-[(1-hydroxyphenyl-2-yl)methylidene]amino]-1-[(E)-[(pyridin-3-yl)methylidene]amino]urea
_chemical_formula_moiety         'C14 H13 N5 O2'
_chemical_formula_sum            'C14 H13 N5 O2'
_chemical_formula_weight         283.29
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   20.1878(10)
_cell_length_b                   6.1088(3)
_cell_length_c                   23.5694(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2906.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2996
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.3500
_cell_measurement_theta_min      4.3310
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89844
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            25862
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         4.266
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   64.00   90.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994  179.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega   13.00   86.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   57.0000  -30.0000 73

#__ type_ start__ end____ width___ exp.time_
  3 omega   -1.00   64.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   77.0000   30.0000 65

#__ type_ start__ end____ width___ exp.time_
  4 omega    6.00   41.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   77.0000 -150.0000 35

#__ type_ start__ end____ width___ exp.time_
  5 omega    5.00   84.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   77.0000  120.0000 79

#__ type_ start__ end____ width___ exp.time_
  6 omega   53.00   79.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994 -132.0000  -88.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega  -47.00   81.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994    0.0000  -30.0000 128

#__ type_ start__ end____ width___ exp.time_
  8 omega  -36.00   -8.00   1.0000   32.5000
omega____ theta____ kappa____ phi______ frames
    -       22.4994  -57.0000  -30.0000 28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.905
_reflns_Friedel_fraction_full    0.955
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                3751
_reflns_number_total             6167
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.109
_refine_diff_density_min         -0.106
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details 
;
 Flack x determined using 1131 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.4(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         6167
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0638
_refine_ls_restrained_S_all      1.046
_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)+(0.0288P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.1016
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All H(H) groups, All C(H) groups, All C(H,H,H,H,H) groups
2. Restrained distances
 H1A-O1A
 0.82 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C9A(H9A), C7(H7), C11A(H11A), C11(H11), C9(H9), C6(H6), C3(H3B), C7A(H7A),
 C4(H4), C12(H12), C12A(H12A), C14(H14), C5(H5), C6A(H6A), C13A(H13A),
 C3A(H3AA), C13(H13), C4A(H4A), C5A(H5A), C14A(H14A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
O2A O 0.66035(14) 0.3241(5) 0.56553(13) 0.0660(8) Uani 1 1 d . . . . .
O2 O 0.56504(14) 0.1447(5) 0.44620(14) 0.0674(9) Uani 1 1 d . . . . .
N1A N 0.77284(17) 0.2474(5) 0.62141(15) 0.0509(9) Uani 1 1 d . . . . .
N2A N 0.75111(18) 0.1069(6) 0.58015(16) 0.0565(10) Uani 1 1 d . . . . .
O1 O 0.47673(16) -0.1609(6) 0.33849(14) 0.0745(10) Uani 1 1 d . . . . .
N4 N 0.50953(15) 0.6293(6) 0.50964(14) 0.0524(9) Uani 1 1 d . . . . .
N2 N 0.47778(18) 0.3658(6) 0.42524(15) 0.0538(10) Uani 1 1 d . . . . .
N4A N 0.71496(16) -0.1494(6) 0.49750(16) 0.0543(9) Uani 1 1 d . . . . .
N1 N 0.46047(16) 0.2215(5) 0.38358(15) 0.0508(9) Uani 1 1 d . . . . .
N3A N 0.67422(18) 0.0206(6) 0.51178(17) 0.0629(11) Uani 1 1 d . . . . .
N3 N 0.54924(18) 0.4520(6) 0.49823(18) 0.0621(11) Uani 1 1 d . . . . .
O1A O 0.76583(18) 0.6155(6) 0.67496(16) 0.0822(10) Uani 1 1 d D . . . .
N5A N 0.8412(2) -0.6430(8) 0.4434(2) 0.0837(13) Uani 1 1 d . . . . .
C8 C 0.5325(2) 0.3104(7) 0.45603(19) 0.0537(11) Uani 1 1 d . . . . .
C8A C 0.6937(2) 0.1618(7) 0.55312(19) 0.0520(11) Uani 1 1 d . . . . .
N5 N 0.39001(19) 1.1574(7) 0.55151(18) 0.0717(11) Uani 1 1 d . . . . .
C1 C 0.3992(2) 0.1097(7) 0.30387(18) 0.0485(10) Uani 1 1 d . . . . .
C10A C 0.7373(2) -0.4546(7) 0.43783(19) 0.0546(12) Uani 1 1 d . . . . .
C9A C 0.6959(2) -0.2706(7) 0.4564(2) 0.0599(12) Uani 1 1 d . . . . .
H9A H 0.655898 -0.242041 0.438243 0.072 Uiso 1 1 calc R . . . .
C7 C 0.4148(2) 0.2662(7) 0.34784(17) 0.0511(11) Uani 1 1 d . . . . .
H7 H 0.391829 0.397888 0.350123 0.061 Uiso 1 1 calc R . . . .
C11A C 0.8012(2) -0.4799(8) 0.4582(2) 0.0684(14) Uani 1 1 d . . . . .
H11A H 0.817141 -0.376545 0.483762 0.082 Uiso 1 1 calc R . . . .
C2 C 0.4311(2) -0.0934(7) 0.30012(19) 0.0538(11) Uani 1 1 d . . . . .
C11 C 0.4276(2) 0.9856(7) 0.5400(2) 0.0612(13) Uani 1 1 d . . . . .
H11 H 0.413294 0.890310 0.511822 0.073 Uiso 1 1 calc R . . . .
C9 C 0.5259(2) 0.7463(7) 0.5515(2) 0.0589(12) Uani 1 1 d . . . . .
H9 H 0.563277 0.710171 0.572564 0.071 Uiso 1 1 calc R . . . .
C6 C 0.3515(2) 0.1585(8) 0.2632(2) 0.0638(12) Uani 1 1 d . . . . .
H6 H 0.329872 0.292736 0.264956 0.077 Uiso 1 1 calc R . . . .
C3 C 0.4146(2) -0.2394(7) 0.2574(2) 0.0638(13) Uani 1 1 d . . . . .
H3B H 0.435980 -0.374060 0.255342 0.077 Uiso 1 1 calc R . . . .
C10 C 0.4866(2) 0.9379(7) 0.5671(2) 0.0524(11) Uani 1 1 d . . . . .
C7A C 0.8206(2) 0.1882(7) 0.65332(18) 0.0557(11) Uani 1 1 d . . . . .
H7A H 0.840181 0.051818 0.648113 0.067 Uiso 1 1 calc R . . . .
C2A C 0.8162(2) 0.5376(9) 0.7073(2) 0.0628(13) Uani 1 1 d . . . . .
C4 C 0.3671(3) -0.1866(8) 0.2181(2) 0.0716(14) Uani 1 1 d . . . . .
H4 H 0.356174 -0.286344 0.189833 0.086 Uiso 1 1 calc R . . . .
C12 C 0.4111(3) 1.2928(8) 0.5919(2) 0.0720(14) Uani 1 1 d . . . . .
H12 H 0.386188 1.417388 0.599708 0.086 Uiso 1 1 calc R . . . .
C12A C 0.8170(3) -0.7885(9) 0.4076(2) 0.0803(16) Uani 1 1 d . . . . .
H12A H 0.843661 -0.907205 0.398265 0.096 Uiso 1 1 calc R . . . .
C14 C 0.5060(2) 1.0772(8) 0.6105(2) 0.0731(14) Uani 1 1 d . . . . .
H14 H 0.544304 1.049679 0.631137 0.088 Uiso 1 1 calc R . . . .
C5 C 0.3352(2) 0.0133(9) 0.2203(2) 0.0755(14) Uani 1 1 d . . . . .
H5 H 0.303413 0.049813 0.193358 0.091 Uiso 1 1 calc R . . . .
C1A C 0.8446(2) 0.3323(8) 0.69766(18) 0.0551(12) Uani 1 1 d . . . . .
C6A C 0.8971(2) 0.2666(9) 0.7315(2) 0.0831(17) Uani 1 1 d . . . . .
H6A H 0.916628 0.130631 0.725626 0.100 Uiso 1 1 calc R . . . .
C13A C 0.7557(3) -0.7779(9) 0.3833(2) 0.0860(17) Uani 1 1 d . . . . .
H13A H 0.741976 -0.882156 0.357081 0.103 Uiso 1 1 calc R . . . .
C3A C 0.8399(3) 0.6713(10) 0.7501(2) 0.0846(16) Uani 1 1 d . . . . .
H3AA H 0.820301 0.806671 0.756790 0.102 Uiso 1 1 calc R . . . .
C13 C 0.4673(3) 1.2574(9) 0.6223(2) 0.0785(16) Uani 1 1 d . . . . .
H13 H 0.479500 1.354075 0.650962 0.094 Uiso 1 1 calc R . . . .
C4A C 0.8920(3) 0.6042(14) 0.7824(3) 0.102(2) Uani 1 1 d . . . . .
H4A H 0.908505 0.696344 0.810488 0.123 Uiso 1 1 calc R . . . .
C5A C 0.9207(3) 0.4029(14) 0.7743(3) 0.104(2) Uani 1 1 d . . . . .
H5A H 0.955608 0.357872 0.797209 0.125 Uiso 1 1 calc R . . . .
C14A C 0.7142(3) -0.6043(9) 0.3992(2) 0.0812(16) Uani 1 1 d . . . . .
H14A H 0.672001 -0.590924 0.383837 0.097 Uiso 1 1 calc R . . . .
H2A H 0.775(2) -0.007(8) 0.570(2) 0.097 Uiso 1 1 d R . . . .
H2 H 0.456(2) 0.493(8) 0.432(2) 0.097 Uiso 1 1 d R . . . .
H3A H 0.637(2) 0.062(8) 0.491(2) 0.097 Uiso 1 1 d R . . . .
H3 H 0.585(3) 0.414(8) 0.519(2) 0.097 Uiso 1 1 d R . . . .
H1 H 0.487(2) -0.034(8) 0.363(2) 0.096(17) Uiso 1 1 d . . . . .
H1A H 0.757(3) 0.517(8) 0.650(2) 0.115 Uiso 1 1 d DR . . . .


_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
O2A C8A 1.234(4) . ?
O2 C8 1.229(5) . ?
N1A N2A 1.370(4) . ?
N1A C7A 1.276(5) . ?
N2A C8A 1.365(5) . ?
O1 C2 1.355(5) . ?
N4 N3 1.374(4) . ?
N4 C9 1.262(5) . ?
N2 N1 1.365(5) . ?
N2 C8 1.365(5) . ?
N4A N3A 1.367(4) . ?
N4A C9A 1.279(5) . ?
N1 C7 1.279(5) . ?
N3A C8A 1.359(5) . ?
N3 C8 1.361(5) . ?
O1A C2A 1.358(6) . ?
N5A C11A 1.328(5) . ?
N5A C12A 1.319(6) . ?
N5 C11 1.323(5) . ?
N5 C12 1.331(6) . ?
C1 C7 1.444(5) . ?
C1 C2 1.400(6) . ?
C1 C6 1.391(6) . ?
C10A C9A 1.467(6) . ?
C10A C11A 1.386(6) . ?
C10A C14A 1.372(6) . ?
C2 C3 1.385(6) . ?
C11 C10 1.382(6) . ?
C9 C10 1.461(6) . ?
C6 C5 1.386(6) . ?
C3 C4 1.372(6) . ?
C10 C14 1.387(6) . ?
C7A C1A 1.450(6) . ?
C2A C1A 1.397(6) . ?
C2A C3A 1.383(7) . ?
C4 C5 1.381(6) . ?
C12 C13 1.359(7) . ?
C12A C13A 1.364(7) . ?
C14 C13 1.379(7) . ?
C1A C6A 1.385(6) . ?
C6A C5A 1.392(8) . ?
C13A C14A 1.402(7) . ?
C3A C4A 1.363(8) . ?
C4A C5A 1.372(9) . ?

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
C7A N1A N2A 118.9(4) . . ?
C8A N2A N1A 116.7(4) . . ?
C9 N4 N3 116.5(3) . . ?
C8 N2 N1 115.4(4) . . ?
C9A N4A N3A 116.4(4) . . ?
C7 N1 N2 121.4(3) . . ?
C8A N3A N4A 119.0(4) . . ?
C8 N3 N4 120.0(4) . . ?
C12A N5A C11A 116.7(5) . . ?
O2 C8 N2 122.5(4) . . ?
O2 C8 N3 121.9(4) . . ?
N3 C8 N2 115.6(4) . . ?
O2A C8A N2A 123.4(4) . . ?
O2A C8A N3A 121.5(4) . . ?
N3A C8A N2A 115.1(4) . . ?
C11 N5 C12 117.1(4) . . ?
C2 C1 C7 122.1(4) . . ?
C6 C1 C7 120.2(4) . . ?
C6 C1 C2 117.7(4) . . ?
C11A C10A C9A 120.8(4) . . ?
C14A C10A C9A 121.0(4) . . ?
C14A C10A C11A 118.1(4) . . ?
N4A C9A C10A 119.9(4) . . ?
N1 C7 C1 119.2(4) . . ?
N5A C11A C10A 123.9(4) . . ?
O1 C2 C1 122.7(4) . . ?
O1 C2 C3 116.9(4) . . ?
C3 C2 C1 120.4(4) . . ?
N5 C11 C10 124.6(4) . . ?
N4 C9 C10 120.5(4) . . ?
C5 C6 C1 122.0(5) . . ?
C4 C3 C2 120.5(4) . . ?
C11 C10 C9 121.4(4) . . ?
C11 C10 C14 117.0(4) . . ?
C14 C10 C9 121.6(4) . . ?
N1A C7A C1A 120.4(4) . . ?
O1A C2A C1A 122.0(4) . . ?
O1A C2A C3A 117.5(5) . . ?
C3A C2A C1A 120.5(5) . . ?
C3 C4 C5 120.6(5) . . ?
N5 C12 C13 123.0(5) . . ?
N5A C12A C13A 124.9(5) . . ?
C13 C14 C10 118.7(5) . . ?
C4 C5 C6 118.8(5) . . ?
C2A C1A C7A 121.7(4) . . ?
C6A C1A C7A 119.6(5) . . ?
C6A C1A C2A 118.7(5) . . ?
C1A C6A C5A 120.4(6) . . ?
C12A C13A C14A 117.7(5) . . ?
C4A C3A C2A 119.8(6) . . ?
C12 C13 C14 119.5(5) . . ?
C3A C4A C5A 121.1(6) . . ?
C4A C5A C6A 119.6(6) . . ?
C10A C14A C13A 118.6(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_(H3L4pysal)2Mo6O19
_database_code_depnum_ccdc_archive 'CCDC 1986700'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_(H3L4pysal)2Mo6O19  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         16 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2019-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
"bis[2-(4-pyridinium)-2'-(2-hydroxyphenyl)-(carbonylbis(hydrazin-2-yl-1-ylidenemethylylidene)] hexamolybdate"
_chemical_formula_moiety         'Mo6 O19, 2(C14 H14 N5 O2)'
_chemical_formula_sum            'C28 H28 Mo6 N10 O23'
_chemical_formula_weight         1448.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         Mo
_chemical_oxdiff_usercomment     Mo(acac)2+4pysal-acn
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.1525(5)
_cell_length_b                   17.7564(7)
_cell_length_c                   13.2831(9)
_cell_angle_alpha                90
_cell_angle_beta                 106.419(7)
_cell_angle_gamma                90
_cell_volume                     2070.7(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4995
_cell_measurement_temperature    298
_cell_measurement_theta_max      32.3360
_cell_measurement_theta_min      4.5660
_shelx_estimated_absorpt_T_max   0.913
_shelx_estimated_absorpt_T_min   0.707
_exptl_absorpt_coefficient_mu    1.862
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    2.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1404
_exptl_crystal_preparation       
'Slow hydrolysis of acetonitrile solution of L4pysal and MoO2(acac)2.'
_exptl_crystal_recrystallization_method 'Same as preparation.'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15212
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.967
_diffrn_reflns_theta_min         4.085
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -4.00   22.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   19.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega   -1.00   91.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   19.0000   90.0000 92

#__ type_ start__ end____ width___ exp.time_
  3 omega   64.00   90.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   19.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega  -16.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -99.0000  -60.0000 62

#__ type_ start__ end____ width___ exp.time_
  5 omega  -84.00  -58.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.4994 -179.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   46.00   91.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  179.0000  -60.0000 45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0619733000
_diffrn_orient_matrix_UB_12      0.0118680000
_diffrn_orient_matrix_UB_13      0.0424608000
_diffrn_orient_matrix_UB_21      0.0064089000
_diffrn_orient_matrix_UB_22      0.0333760000
_diffrn_orient_matrix_UB_23      -0.0277289000
_diffrn_orient_matrix_UB_31      -0.0513765000
_diffrn_orient_matrix_UB_32      0.0184336000
_diffrn_orient_matrix_UB_33      0.0230516000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_special_details          N/A
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5095
_reflns_number_total             6769
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.923
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.137
_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     316
_refine_ls_number_reflns         6769
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.056
_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)+(0.0276P)²+0.6332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0737
_refine_ls_wR_factor_ref         0.0839
_refine_special_details          N/A
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H) groups
2. Restrained distances
 N5-H5
 0.84 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C11(H11), C14(H14), C13(H13), C6(H6), C12(H12), C3(H3A),
 C5(H5A), C4(H4)
;
_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 0.52132(3) 0.62177(2) 0.56392(2) 0.02338(7) Uani 1 1 d . . . . .
Mo1 Mo 0.29930(3) 0.47832(2) 0.57105(3) 0.02598(8) Uani 1 1 d . . . . .
Mo3 Mo 0.32808(3) 0.54070(2) 0.34528(2) 0.02634(8) Uani 1 1 d . . . . .
O12 O 0.500000 0.500000 0.500000 0.0195(6) Uani 1 2 d S T P . .
O8 O 0.6725(3) 0.61823(12) 0.49332(19) 0.0264(5) Uani 1 1 d . . . . .
O10 O 0.3732(3) 0.62995(12) 0.42614(19) 0.0259(5) Uani 1 1 d . . . . .
O7 O 0.5228(3) 0.55157(13) 0.31661(19) 0.0267(5) Uani 1 1 d . . . . .
O9 O 0.1996(2) 0.51075(14) 0.4309(2) 0.0290(5) Uani 1 1 d . . . . .
O11 O 0.6498(3) 0.56765(13) 0.67742(18) 0.0263(5) Uani 1 1 d . . . . .
O6 O 0.3499(3) 0.57990(12) 0.60809(19) 0.0252(5) Uani 1 1 d . . . . .
O4 O 0.5240(3) 0.71162(13) 0.60668(19) 0.0284(5) Uani 1 1 d . . . . .
O2 O 0.8386(3) 0.57148(13) 0.0378(2) 0.0297(5) Uani 1 1 d . . . . .
O1 O 0.6979(3) 0.36609(16) -0.0156(2) 0.0371(6) Uani 1 1 d . . . . .
O3 O 0.1577(3) 0.46150(14) 0.6252(2) 0.0346(6) Uani 1 1 d . . . . .
O5 O 0.2030(3) 0.56796(15) 0.2326(2) 0.0382(6) Uani 1 1 d . . . . .
N2 N 0.6608(3) 0.55480(16) 0.1261(2) 0.0239(6) Uani 1 1 d . . . . .
N4 N 0.6903(3) 0.69737(16) 0.1865(2) 0.0225(6) Uani 1 1 d . . . . .
N3 N 0.7805(3) 0.66868(16) 0.1291(2) 0.0263(6) Uani 1 1 d . . . . .
N1 N 0.6441(3) 0.48093(15) 0.0947(2) 0.0228(6) Uani 1 1 d . . . . .
N5 N 0.4459(3) 0.87417(17) 0.3793(2) 0.0275(6) Uani 1 1 d D . . . .
C9 C 0.6927(4) 0.76881(19) 0.1973(3) 0.0231(7) Uani 1 1 d . . . . .
H9 H 0.753121 0.798148 0.167008 0.028 Uiso 1 1 calc R . . . .
C10 C 0.6002(3) 0.80435(18) 0.2573(2) 0.0207(6) Uani 1 1 d . . . . .
C8 C 0.7648(4) 0.59616(18) 0.0949(3) 0.0219(6) Uani 1 1 d . . . . .
C1 C 0.5336(4) 0.36085(19) 0.0996(3) 0.0242(7) Uani 1 1 d . . . . .
C7 C 0.5509(4) 0.44009(19) 0.1269(3) 0.0236(7) Uani 1 1 d . . . . .
H7 H 0.494217 0.461299 0.167787 0.028 Uiso 1 1 calc R . . . .
C11 C 0.5288(4) 0.76192(19) 0.3185(3) 0.0280(7) Uani 1 1 d . . . . .
H11 H 0.533132 0.709598 0.318372 0.034 Uiso 1 1 calc R . . . .
C14 C 0.5849(4) 0.88199(18) 0.2564(3) 0.0258(7) Uani 1 1 d . . . . .
H14 H 0.626625 0.910931 0.213055 0.031 Uiso 1 1 calc R . . . .
C13 C 0.5081(4) 0.91665(19) 0.3195(3) 0.0276(7) Uani 1 1 d . . . . .
H13 H 0.499848 0.968839 0.320293 0.033 Uiso 1 1 calc R . . . .
C2 C 0.6090(4) 0.3271(2) 0.0326(3) 0.0292(8) Uani 1 1 d . . . . .
C6 C 0.4436(4) 0.3157(2) 0.1448(3) 0.0306(8) Uani 1 1 d . . . . .
H6 H 0.392222 0.337738 0.188426 0.037 Uiso 1 1 calc R . . . .
C12 C 0.4522(4) 0.7989(2) 0.3788(3) 0.0309(8) Uani 1 1 d . . . . .
H12 H 0.404134 0.771395 0.419737 0.037 Uiso 1 1 calc R . . . .
C3 C 0.5933(4) 0.2497(2) 0.0139(3) 0.0391(10) Uani 1 1 d . . . . .
H3A H 0.643063 0.226954 -0.030186 0.047 Uiso 1 1 calc R . . . .
C5 C 0.4295(4) 0.2391(2) 0.1259(3) 0.0410(10) Uani 1 1 d . . . . .
H5A H 0.370119 0.209727 0.157080 0.049 Uiso 1 1 calc R . . . .
C4 C 0.5050(4) 0.2066(2) 0.0601(3) 0.0434(11) Uani 1 1 d . . . . .
H4 H 0.495965 0.155164 0.046940 0.052 Uiso 1 1 calc R . . . .
H5 H 0.408(5) 0.893(2) 0.423(3) 0.052 Uiso 1 1 d DR . . . .
H3 H 0.848(5) 0.694(2) 0.117(3) 0.052 Uiso 1 1 d R . . . .
H2 H 0.608(5) 0.569(3) 0.165(3) 0.052 Uiso 1 1 d R . . . .
H1 H 0.699(5) 0.410(3) 0.001(4) 0.052 Uiso 1 1 d R . . . .


_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 O12 2.3110(3) . ?
Mo2 O8 1.879(2) . ?
Mo2 O10 1.951(2) . ?
Mo2 O11 1.891(2) . ?
Mo2 O6 1.970(2) . ?
Mo2 O4 1.691(2) . ?
Mo1 O12 2.3223(3) . ?
Mo1 O8 1.965(2) 3_666 ?
Mo1 O7 1.946(2) 3_666 ?
Mo1 O9 1.915(3) . ?
Mo1 O6 1.892(2) . ?
Mo1 O3 1.678(2) . ?
Mo3 O12 2.3225(4) . ?
Mo3 O10 1.893(2) . ?
Mo3 O7 1.934(2) . ?
Mo3 O9 1.928(2) . ?
Mo3 O11 1.967(2) 3_666 ?
Mo3 O5 1.679(3) . ?
O2 C8 1.229(4) . ?
O1 C2 1.358(4) . ?
N2 N1 1.372(4) . ?
N2 C8 1.357(4) . ?
N4 N3 1.370(4) . ?
N4 C9 1.276(4) . ?
N3 C8 1.360(4) . ?
N1 C7 1.282(4) . ?
N5 C13 1.334(4) . ?
N5 C12 1.337(4) . ?
C9 C10 1.460(4) . ?
C10 C11 1.399(4) . ?
C10 C14 1.385(4) . ?
C1 C7 1.450(4) . ?
C1 C2 1.406(5) . ?
C1 C6 1.400(5) . ?
C11 C12 1.371(5) . ?
C14 C13 1.382(5) . ?
C2 C3 1.398(5) . ?
C6 C5 1.383(5) . ?
C3 C4 1.376(6) . ?
C5 C4 1.384(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O8 Mo2 O12 77.46(7) . . ?
O8 Mo2 O10 87.06(10) . . ?
O8 Mo2 O11 90.07(10) . . ?
O8 Mo2 O6 153.76(9) . . ?
O10 Mo2 O12 76.16(6) . . ?
O10 Mo2 O6 84.64(10) . . ?
O11 Mo2 O12 77.67(7) . . ?
O11 Mo2 O10 153.67(10) . . ?
O11 Mo2 O6 86.50(10) . . ?
O6 Mo2 O12 76.39(6) . . ?
O4 Mo2 O12 176.07(8) . . ?
O4 Mo2 O8 104.85(10) . . ?
O4 Mo2 O10 100.67(11) . . ?
O4 Mo2 O11 105.36(11) . . ?
O4 Mo2 O6 101.14(10) . . ?
O8 Mo1 O12 75.61(6) 3_666 . ?
O7 Mo1 O12 76.71(6) 3_666 . ?
O7 Mo1 O8 84.91(10) 3_666 3_666 ?
O9 Mo1 O12 76.69(6) . . ?
O9 Mo1 O8 85.68(10) . 3_666 ?
O9 Mo1 O7 153.23(9) . 3_666 ?
O6 Mo1 O12 77.54(6) . . ?
O6 Mo1 O8 153.14(9) . 3_666 ?
O6 Mo1 O7 88.30(10) . 3_666 ?
O6 Mo1 O9 88.88(11) . . ?
O3 Mo1 O12 178.41(10) . . ?
O3 Mo1 O8 104.11(10) . 3_666 ?
O3 Mo1 O7 101.71(12) . 3_666 ?
O3 Mo1 O9 104.87(12) . . ?
O3 Mo1 O6 102.71(11) . . ?
O10 Mo3 O12 76.93(7) . . ?
O10 Mo3 O7 87.87(10) . . ?
O10 Mo3 O9 88.15(10) . . ?
O10 Mo3 O11 152.92(10) . 3_666 ?
O7 Mo3 O12 76.93(7) . . ?
O7 Mo3 O11 85.82(9) . 3_666 ?
O9 Mo3 O12 76.45(7) . . ?
O9 Mo3 O7 153.30(10) . . ?
O9 Mo3 O11 85.82(10) . 3_666 ?
O11 Mo3 O12 75.99(7) 3_666 . ?
O5 Mo3 O12 178.63(10) . . ?
O5 Mo3 O10 104.42(12) . . ?
O5 Mo3 O7 103.29(12) . . ?
O5 Mo3 O9 103.28(12) . . ?
O5 Mo3 O11 102.66(12) . 3_666 ?
Mo2 O12 Mo2 180.0 . 3_666 ?
Mo2 O12 Mo1 89.994(10) 3_666 . ?
Mo2 O12 Mo1 90.007(10) 3_666 3_666 ?
Mo2 O12 Mo1 89.993(10) . 3_666 ?
Mo2 O12 Mo1 90.007(10) . . ?
Mo2 O12 Mo3 90.017(11) . 3_666 ?
Mo2 O12 Mo3 90.016(11) 3_666 . ?
Mo2 O12 Mo3 89.983(11) 3_666 3_666 ?
Mo2 O12 Mo3 89.985(11) . . ?
Mo1 O12 Mo1 180.0 . 3_666 ?
Mo1 O12 Mo3 90.269(12) 3_666 . ?
Mo1 O12 Mo3 89.730(12) . . ?
Mo1 O12 Mo3 90.271(12) . 3_666 ?
Mo1 O12 Mo3 89.730(12) 3_666 3_666 ?
Mo3 O12 Mo3 180.0 3_666 . ?
Mo2 O8 Mo1 116.89(11) . 3_666 ?
Mo3 O10 Mo2 116.89(11) . . ?
Mo3 O7 Mo1 116.08(11) . 3_666 ?
Mo1 O9 Mo3 116.98(11) . . ?
Mo2 O11 Mo3 116.27(12) . 3_666 ?
Mo1 O6 Mo2 116.06(10) . . ?
C8 N2 N1 116.9(3) . . ?
C9 N4 N3 116.0(3) . . ?
C8 N3 N4 121.0(3) . . ?
C7 N1 N2 117.9(3) . . ?
C13 N5 C12 122.4(3) . . ?
N4 C9 C10 119.8(3) . . ?
C11 C10 C9 121.5(3) . . ?
C14 C10 C9 119.9(3) . . ?
C14 C10 C11 118.6(3) . . ?
O2 C8 N2 123.4(3) . . ?
O2 C8 N3 121.3(3) . . ?
N2 C8 N3 115.3(3) . . ?
C2 C1 C7 122.2(3) . . ?
C6 C1 C7 119.0(3) . . ?
C6 C1 C2 118.8(3) . . ?
N1 C7 C1 120.1(3) . . ?
C12 C11 C10 118.7(3) . . ?
C13 C14 C10 120.3(3) . . ?
N5 C13 C14 119.0(3) . . ?
O1 C2 C1 123.3(3) . . ?
O1 C2 C3 117.6(3) . . ?
C3 C2 C1 119.2(3) . . ?
C5 C6 C1 121.5(4) . . ?
N5 C12 C11 120.8(3) . . ?
C4 C3 C2 120.8(4) . . ?
C6 C5 C4 119.1(4) . . ?
C3 C4 C5 120.8(4) . . ?

_olex2_exptl_crystal_mounting_method 'Glass fiber/shellac'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_H2L3pysalxH2O
_database_code_depnum_ccdc_archive 'CCDC 1986704'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT026_H2L3pysalxH2O       
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        37% Check
RESPONSE: Crystal was weakly diffracting.
;
_vrf_PLAT910_H2L3pysalxH2O       
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         14 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2020-01-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'3-[(E)-[(1-hydroxyphenyl-2-yl)methylidene]amino]-1-[(E)-[(pyridin-3-yl)methylidene]amino]urea hydrate'
_chemical_formula_moiety         'C14 H13 N5 O2, H2 O'
_chemical_formula_sum            'C14 H15 N5 O3'
_chemical_formula_weight         301.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         C16N5O2H8
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.3767(6)
_cell_length_b                   7.7407(7)
_cell_length_c                   30.099(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.079(8)
_cell_angle_gamma                90
_cell_volume                     1483.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1568
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.5910
_cell_measurement_theta_min      4.3960
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0824
_diffrn_reflns_av_unetI/netI     0.1285
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            18491
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.839
_diffrn_reflns_theta_min         4.293
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.910
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   10.00   80.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994    0.0000  150.0000 70

#__ type_ start__ end____ width___ exp.time_
  2 omega  -42.00  -12.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994  -37.0000  -60.0000 30

#__ type_ start__ end____ width___ exp.time_
  3 omega   -4.00   22.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994  -37.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega   -2.00   88.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   19.0000    0.0000 90

#__ type_ start__ end____ width___ exp.time_
  5 omega    8.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   37.0000   60.0000 82

#__ type_ start__ end____ width___ exp.time_
  6 omega   45.00   84.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994  179.0000   30.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega   25.00   50.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   37.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega    4.00   30.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   19.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega   42.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994   19.0000 -150.0000 48

#__ type_ start__ end____ width___ exp.time_
 10 omega   49.00   84.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.4994  179.0000 -150.0000 35

#__ type_ start__ end____ width___ exp.time_
 11 omega  -57.00  -32.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.6557  179.0000    0.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0401041000
_diffrn_orient_matrix_UB_12      -0.0197174000
_diffrn_orient_matrix_UB_13      0.0218507000
_diffrn_orient_matrix_UB_21      -0.0792139000
_diffrn_orient_matrix_UB_22      0.0519662000
_diffrn_orient_matrix_UB_23      0.0089033000
_diffrn_orient_matrix_UB_31      -0.0672946000
_diffrn_orient_matrix_UB_32      -0.0728347000
_diffrn_orient_matrix_UB_33      0.0004646000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1845
_reflns_number_total             5029
_reflns_odcompleteness_completeness 99.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.145
_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   0.968
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         5029
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.2160
_refine_ls_R_factor_gt           0.0716
_refine_ls_restrained_S_all      0.969
_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)+(0.0249P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0967
_refine_ls_wR_factor_ref         0.1320
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 H3-N3
 0.86 with sigma of 0.02
 N2-H2
 0.86 with sigma of 0.02
 O1-H1
 0.82 with sigma of 0.02
 O3-H3C
 0.82 with sigma of 0.02
 O3-H3B
 0.82 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C11(H11), C14(H14), C6(H6), C13(H13), C12(H12), C3(H3A),
 C5(H5), C4(H4)
;
_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 0.9752(2) 0.11533(19) 0.44855(5) 0.0479(4) Uani 1 1 d . . . . .
N4 N 0.5774(2) 0.1861(2) 0.52272(6) 0.0408(4) Uani 1 1 d . . . . .
O3 O 1.2518(3) 0.4033(2) 0.44864(8) 0.0757(6) Uani 1 1 d D . . . .
O1 O 0.9856(3) 0.2875(3) 0.33363(6) 0.0709(6) Uani 1 1 d D . . . .
N3 N 0.7622(3) 0.1307(2) 0.50555(6) 0.0439(5) Uani 1 1 d D . . . .
N2 N 0.6624(3) 0.2568(2) 0.43810(6) 0.0450(5) Uani 1 1 d D . . . .
N1 N 0.7141(3) 0.2911(2) 0.39516(6) 0.0427(4) Uani 1 1 d . . . . .
N5 N 0.0324(3) 0.3322(2) 0.58613(8) 0.0597(6) Uani 1 1 d . . . . .
C8 C 0.8069(3) 0.1671(3) 0.46299(8) 0.0413(5) Uani 1 1 d . . . . .
C10 C 0.3687(3) 0.1912(3) 0.58637(7) 0.0412(5) Uani 1 1 d . . . . .
C1 C 0.6356(3) 0.4078(3) 0.32382(7) 0.0422(5) Uani 1 1 d . . . . .
C9 C 0.5546(3) 0.1429(3) 0.56325(8) 0.0434(6) Uani 1 1 d . . . . .
H9 H 0.659502 0.078953 0.578285 0.052 Uiso 1 1 calc R . . . .
C7 C 0.5804(3) 0.3659(3) 0.36857(7) 0.0439(5) Uani 1 1 d . . . . .
H7 H 0.447854 0.393509 0.377934 0.053 Uiso 1 1 calc R . . . .
C11 C 0.2075(3) 0.2899(3) 0.56613(8) 0.0497(6) Uani 1 1 d . . . . .
H11 H 0.222564 0.328318 0.537195 0.060 Uiso 1 1 calc R . . . .
C2 C 0.8340(3) 0.3705(3) 0.30837(8) 0.0502(6) Uani 1 1 d . . . . .
C14 C 0.3460(4) 0.1369(3) 0.62947(8) 0.0562(7) Uani 1 1 d . . . . .
H14 H 0.450887 0.071856 0.644168 0.067 Uiso 1 1 calc R . . . .
C6 C 0.4913(4) 0.4929(3) 0.29524(8) 0.0575(7) Uani 1 1 d . . . . .
H6 H 0.358167 0.517020 0.304835 0.069 Uiso 1 1 calc R . . . .
C13 C 0.1659(4) 0.1798(4) 0.65072(9) 0.0691(8) Uani 1 1 d . . . . .
H13 H 0.147207 0.144138 0.679742 0.083 Uiso 1 1 calc R . . . .
C12 C 0.0167(4) 0.2760(4) 0.62789(10) 0.0692(8) Uani 1 1 d . . . . .
H12 H -0.104038 0.304383 0.642303 0.083 Uiso 1 1 calc R . . . .
C3 C 0.8824(4) 0.4202(4) 0.26584(8) 0.0683(8) Uani 1 1 d . . . . .
H3A H 1.014070 0.395220 0.255623 0.082 Uiso 1 1 calc R . . . .
C5 C 0.5405(4) 0.5424(3) 0.25306(9) 0.0705(8) Uani 1 1 d . . . . .
H5 H 0.442210 0.599632 0.234464 0.085 Uiso 1 1 calc R . . . .
C4 C 0.7377(5) 0.5057(4) 0.23885(9) 0.0741(8) Uani 1 1 d . . . . .
H4 H 0.772704 0.539617 0.210545 0.089 Uiso 1 1 calc R . . . .
H3 H 0.849(3) 0.058(3) 0.5222(7) 0.089 Uiso 1 1 d DR . . . .
H2 H 0.541(3) 0.298(3) 0.4481(8) 0.089 Uiso 1 1 d DR . . . .
H1 H 0.933(4) 0.268(3) 0.3588(6) 0.089 Uiso 1 1 d DR . . . .
H3B H 1.172(4) 0.316(3) 0.4471(9) 0.089 Uiso 1 1 d DR . . . .
H3C H 1.182(4) 0.490(3) 0.4399(9) 0.089 Uiso 1 1 d DR . . . .


_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 1.246(2) . ?
N4 N3 1.380(2) . ?
N4 C9 1.281(2) . ?
O1 C2 1.359(3) . ?
N3 C8 1.357(3) . ?
N2 N1 1.377(2) . ?
N2 C8 1.349(3) . ?
N1 C7 1.277(2) . ?
N5 C11 1.338(2) . ?
N5 C12 1.339(3) . ?
C10 C9 1.455(3) . ?
C10 C11 1.394(3) . ?
C10 C14 1.379(3) . ?
C1 C7 1.447(3) . ?
C1 C2 1.402(3) . ?
C1 C6 1.391(3) . ?
C2 C3 1.387(3) . ?
C14 C13 1.385(3) . ?
C6 C5 1.378(3) . ?
C13 C12 1.364(4) . ?
C3 C4 1.367(3) . ?
C5 C4 1.380(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 N3 114.75(18) . . ?
C8 N3 N4 121.08(18) . . ?
C8 N2 N1 115.45(17) . . ?
C7 N1 N2 119.38(17) . . ?
C11 N5 C12 116.7(2) . . ?
O2 C8 N3 119.4(2) . . ?
O2 C8 N2 123.2(2) . . ?
N2 C8 N3 117.33(19) . . ?
C11 C10 C9 122.1(2) . . ?
C14 C10 C9 120.1(2) . . ?
C14 C10 C11 117.8(2) . . ?
C2 C1 C7 122.1(2) . . ?
C6 C1 C7 119.7(2) . . ?
C6 C1 C2 118.1(2) . . ?
N4 C9 C10 121.7(2) . . ?
N1 C7 C1 119.85(19) . . ?
N5 C11 C10 123.5(2) . . ?
O1 C2 C1 122.6(2) . . ?
O1 C2 C3 117.5(2) . . ?
C3 C2 C1 119.9(2) . . ?
C10 C14 C13 119.6(2) . . ?
C5 C6 C1 121.7(2) . . ?
C12 C13 C14 118.1(3) . . ?
N5 C12 C13 124.4(2) . . ?
C4 C3 C2 120.4(2) . . ?
C6 C5 C4 119.0(3) . . ?
C3 C4 C5 120.8(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_H2L3pynafx05CH3OH
_database_code_depnum_ccdc_archive 'CCDC 1986701'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT026_H2L3pynafx05CH3OH   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        31% Check
RESPONSE: Crystal was weakly diffracting.
;
_vrf_PLAT910_H2L3pynafx05CH3OH   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         34 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2020-02-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'3-[(E)-[(1-hydroxynapthalen-2-yl)methylidene]amino]-1-[(E)-[(pyridin-3-yl)methylidene]amino]urea hemimethanol solvate'
_chemical_formula_moiety         '2(C18 H15 N5 O2), C H4 O'
_chemical_formula_sum            'C37 H34 N10 O5'
_chemical_formula_weight         698.74
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.2562(9)
_cell_length_b                   12.8021(9)
_cell_length_c                   30.334(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.858(9)
_cell_angle_gamma                90
_cell_volume                     3575.8(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1224
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.2110
_cell_measurement_theta_min      4.4900
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0773
_diffrn_reflns_av_unetI/netI     0.1541
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            18182
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         4.269
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    6.00   57.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -99.0000  120.0000 51

#__ type_ start__ end____ width___ exp.time_
  2 omega  -28.00   45.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -77.0000   30.0000 73

#__ type_ start__ end____ width___ exp.time_
  3 omega  -43.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432    0.0000   30.0000 133
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2442
_reflns_number_total             7770
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.915
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     494
_refine_ls_number_reflns         7770
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.2451
_refine_ls_R_factor_gt           0.0789
_refine_ls_restrained_S_all      0.915
_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)+(0.0562P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.2161
_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, All O(H) groups
2. Restrained distances
 N3-H3
 0.86 with sigma of 0.02
 N2-H2
 0.86 with sigma of 0.02
 N3A-H3A
 0.86 with sigma of 0.02
 N2A-H2A
 0.86 with sigma of 0.02
 O1A-H1A
 0.82 with sigma of 0.02
 H1-O1
 0.82 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C9A(H9A), C9(H9), C18A(H18A), C11A(H11A), C3A(H3AA), C12A(H12A),
 C18(H18), C14(H14), C7A(H7A), C4A(H4A), C17A(H17A), C11(H11), C14A(H14A),
 C3(H3B), C13A(H13A), C13(H13), C17(H17), C15A(H15A), C16A(H16A), C12(H12),
 C4(H4), C15(H15), C16(H16)
3.b Tetrahedral OH refined with riding coordinates:
 O3(H3C)
3.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
O2A O 0.8242(3) 0.3195(2) 0.55161(10) 0.0769(9) Uani 1 1 d . . . . .
O1A O 1.1239(4) 0.2715(2) 0.64888(14) 0.0857(10) Uani 1 1 d D . . . .
O2 O 0.4718(3) 0.3274(2) 0.46167(10) 0.0810(10) Uani 1 1 d . . . . .
N2 N 0.3418(4) 0.4783(3) 0.44823(14) 0.0665(11) Uani 1 1 d D . . . .
O1 O 0.5641(4) 0.4189(3) 0.35283(15) 0.0936(11) Uani 1 1 d D . . . .
N4 N 0.2438(4) 0.4651(3) 0.52677(13) 0.0655(10) Uani 1 1 d . . . . .
N1 N 0.3941(3) 0.4832(3) 0.40747(13) 0.0633(10) Uani 1 1 d . . . . .
N3 N 0.3359(4) 0.3894(3) 0.51403(14) 0.0705(11) Uani 1 1 d D . . . .
N4A N 0.6965(4) 0.1088(3) 0.48448(13) 0.0702(10) Uani 1 1 d . . . . .
N3A N 0.7158(4) 0.2106(3) 0.49894(15) 0.0738(11) Uani 1 1 d D . . . .
N5A N 0.5999(4) -0.1931(3) 0.43520(15) 0.0800(12) Uani 1 1 d . . . . .
N1A N 0.9817(4) 0.1591(3) 0.58982(13) 0.0735(11) Uani 1 1 d . . . . .
O3 O -0.0993(5) 0.8916(3) 0.54159(16) 0.1326(17) Uani 1 1 d . . . . .
H3C H -0.077047 0.830376 0.538114 0.199 Uiso 1 1 calc R . . . .
N2A N 0.8873(5) 0.1472(3) 0.55301(17) 0.1009(15) Uani 1 1 d D . . . .
C7 C 0.3398(4) 0.5517(3) 0.37931(16) 0.0608(12) Uani 1 1 d . . . . .
H7 H 0.267230 0.596674 0.386821 0.073 Uiso 1 1 calc R . . . .
C8 C 0.3896(5) 0.3939(3) 0.47343(17) 0.0656(12) Uani 1 1 d . . . . .
C1 C 0.3919(4) 0.5585(3) 0.33599(15) 0.0589(11) Uani 1 1 d . . . . .
N5 N -0.0389(5) 0.6849(3) 0.57353(16) 0.0907(13) Uani 1 1 d . . . . .
C8A C 0.8094(5) 0.2323(4) 0.53599(17) 0.0713(13) Uani 1 1 d . . . . .
C2A C 1.1850(5) 0.1806(3) 0.66494(16) 0.0653(12) Uani 1 1 d . . . . .
C10A C 0.5742(4) -0.0065(3) 0.43193(16) 0.0621(12) Uani 1 1 d . . . . .
C1A C 1.1504(4) 0.0854(3) 0.64497(15) 0.0602(11) Uani 1 1 d . . . . .
C9A C 0.6067(5) 0.0967(3) 0.45046(16) 0.0717(13) Uani 1 1 d . . . . .
H9A H 0.560750 0.154859 0.437075 0.086 Uiso 1 1 calc R . . . .
C6A C 1.2217(4) -0.0078(3) 0.66307(15) 0.0610(11) Uani 1 1 d . . . . .
C9 C 0.2007(5) 0.4536(3) 0.56508(18) 0.0732(13) Uani 1 1 d . . . . .
H9 H 0.231792 0.395937 0.582126 0.088 Uiso 1 1 calc R . . . .
C18A C 1.1959(4) -0.1079(3) 0.64476(16) 0.0697(13) Uani 1 1 d . . . . .
H18A H 1.128913 -0.115800 0.619978 0.084 Uiso 1 1 calc R . . . .
C10 C 0.1038(5) 0.5289(3) 0.58262(16) 0.0668(12) Uani 1 1 d . . . . .
C6 C 0.3328(4) 0.6344(3) 0.30455(15) 0.0618(11) Uani 1 1 d . . . . .
C2 C 0.5025(5) 0.4934(4) 0.32534(19) 0.0751(14) Uani 1 1 d . . . . .
C11A C 0.6272(5) -0.0975(3) 0.45154(16) 0.0750(13) Uani 1 1 d . . . . .
H11A H 0.686280 -0.092074 0.478129 0.090 Uiso 1 1 calc R . . . .
C3A C 1.2860(5) 0.1878(4) 0.70285(16) 0.0781(14) Uani 1 1 d . . . . .
H3AA H 1.306387 0.252373 0.716133 0.094 Uiso 1 1 calc R . . . .
C12A C 0.5157(5) -0.1975(4) 0.3974(2) 0.0880(16) Uani 1 1 d . . . . .
H12A H 0.495190 -0.263141 0.385185 0.106 Uiso 1 1 calc R . . . .
C5A C 1.3249(5) 0.0016(4) 0.70094(17) 0.0695(13) Uani 1 1 d . . . . .
C18 C 0.2215(5) 0.7051(4) 0.31178(17) 0.0746(13) Uani 1 1 d . . . . .
H18 H 0.179533 0.701780 0.338328 0.090 Uiso 1 1 calc R . . . .
C14 C 0.0634(5) 0.5177(4) 0.62536(18) 0.0816(15) Uani 1 1 d . . . . .
H14 H 0.099277 0.462255 0.643051 0.098 Uiso 1 1 calc R . . . .
C7A C 1.0492(5) 0.0782(3) 0.60574(16) 0.0768(14) Uani 1 1 d . . . . .
H7A H 1.032716 0.013925 0.591842 0.092 Uiso 1 1 calc R . . . .
C5 C 0.3899(5) 0.6405(4) 0.26315(18) 0.0763(14) Uani 1 1 d . . . . .
C4A C 1.3525(5) 0.1018(4) 0.71972(18) 0.0867(15) Uani 1 1 d . . . . .
H4A H 1.419291 0.108010 0.744663 0.104 Uiso 1 1 calc R . . . .
C17A C 1.2677(5) -0.1941(4) 0.66276(18) 0.0856(15) Uani 1 1 d . . . . .
H17A H 1.248767 -0.259609 0.650259 0.103 Uiso 1 1 calc R . . . .
C11 C 0.0494(5) 0.6139(4) 0.55867(18) 0.0810(14) Uani 1 1 d . . . . .
H11 H 0.076066 0.622321 0.530141 0.097 Uiso 1 1 calc R . . . .
C14A C 0.4870(5) -0.0163(4) 0.39228(18) 0.0835(15) Uani 1 1 d . . . . .
H14A H 0.449278 0.042994 0.377562 0.100 Uiso 1 1 calc R . . . .
C3 C 0.5571(6) 0.5007(4) 0.2842(2) 0.0914(17) Uani 1 1 d . . . . .
H3B H 0.631882 0.456730 0.277505 0.110 Uiso 1 1 calc R . . . .
C13A C 0.4564(5) -0.1130(4) 0.37481(19) 0.0888(16) Uani 1 1 d . . . . .
H13A H 0.397146 -0.121058 0.348377 0.107 Uiso 1 1 calc R . . . .
C13 C -0.0290(5) 0.5882(4) 0.6412(2) 0.0908(16) Uani 1 1 d . . . . .
H13 H -0.058235 0.581161 0.669442 0.109 Uiso 1 1 calc R . . . .
C17 C 0.1731(5) 0.7780(4) 0.2813(2) 0.0921(16) Uani 1 1 d . . . . .
H17 H 0.099452 0.823444 0.287557 0.111 Uiso 1 1 calc R . . . .
C15A C 1.3974(5) -0.0887(5) 0.71841(19) 0.0954(17) Uani 1 1 d . . . . .
H15A H 1.465541 -0.083013 0.743046 0.114 Uiso 1 1 calc R . . . .
C16A C 1.3688(6) -0.1836(5) 0.6996(2) 0.1007(18) Uani 1 1 d . . . . .
H16A H 1.417286 -0.242266 0.711594 0.121 Uiso 1 1 calc R . . . .
C12 C -0.0775(5) 0.6697(5) 0.6144(2) 0.0942(17) Uani 1 1 d . . . . .
H12 H -0.141041 0.717239 0.625287 0.113 Uiso 1 1 calc R . . . .
C4 C 0.5009(6) 0.5722(5) 0.25387(19) 0.0969(18) Uani 1 1 d . . . . .
H4 H 0.537033 0.575667 0.226406 0.116 Uiso 1 1 calc R . . . .
C15 C 0.3373(7) 0.7186(5) 0.23275(18) 0.1040(19) Uani 1 1 d . . . . .
H15 H 0.377263 0.723901 0.205929 0.125 Uiso 1 1 calc R . . . .
C16 C 0.2307(7) 0.7863(6) 0.2412(2) 0.114(2) Uani 1 1 d . . . . .
H16 H 0.197387 0.836762 0.220583 0.136 Uiso 1 1 calc R . . . .
C19 C -0.2138(8) 0.8960(6) 0.5642(3) 0.195(4) Uani 1 1 d . . . . .
H19A H -0.268686 0.957932 0.556128 0.293 Uiso 1 1 calc GR . . . .
H19B H -0.182306 0.897689 0.595382 0.293 Uiso 1 1 calc GR . . . .
H19C H -0.273594 0.835594 0.557665 0.293 Uiso 1 1 calc GR . . . .
H2 H 0.280(3) 0.523(2) 0.4565(13) 0.066(14) Uiso 1 1 d D . . . .
H3 H 0.356(4) 0.334(2) 0.5304(13) 0.101(18) Uiso 1 1 d D . . . .
H2A H 0.871(5) 0.093(3) 0.5368(14) 0.106(19) Uiso 1 1 d D . . . .
H1A H 1.058(4) 0.256(5) 0.6292(14) 0.14(3) Uiso 1 1 d D . . . .
H3A H 0.636(4) 0.247(4) 0.499(2) 0.19(3) Uiso 1 1 d D . . . .
H1 H 0.527(5) 0.427(4) 0.3764(10) 0.09(2) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2A C8A 1.214(5) . ?
O1A C2A 1.362(5) . ?
O2 C8 1.220(5) . ?
N2 N1 1.374(5) . ?
N2 C8 1.370(5) . ?
O1 C2 1.353(6) . ?
N4 N3 1.372(5) . ?
N4 C9 1.275(5) . ?
N1 C7 1.290(5) . ?
N3 C8 1.376(6) . ?
N4A N3A 1.381(4) . ?
N4A C9A 1.267(5) . ?
N3A C8A 1.375(6) . ?
N5A C11A 1.334(5) . ?
N5A C12A 1.321(6) . ?
N1A N2A 1.354(5) . ?
N1A C7A 1.279(5) . ?
O3 C19 1.322(8) . ?
N2A C8A 1.378(5) . ?
C7 C1 1.448(6) . ?
C1 C6 1.430(5) . ?
C1 C2 1.384(6) . ?
N5 C11 1.331(5) . ?
N5 C12 1.340(6) . ?
C2A C1A 1.384(5) . ?
C2A C3A 1.409(6) . ?
C10A C9A 1.456(6) . ?
C10A C11A 1.375(5) . ?
C10A C14A 1.384(6) . ?
C1A C6A 1.445(5) . ?
C1A C7A 1.441(6) . ?
C6A C18A 1.407(5) . ?
C6A C5A 1.422(6) . ?
C9 C10 1.454(6) . ?
C18A C17A 1.372(6) . ?
C10 C14 1.393(6) . ?
C10 C11 1.375(6) . ?
C6 C18 1.406(5) . ?
C6 C5 1.413(6) . ?
C2 C3 1.397(6) . ?
C3A C4A 1.338(6) . ?
C12A C13A 1.365(6) . ?
C5A C4A 1.417(6) . ?
C5A C15A 1.412(6) . ?
C18 C17 1.357(6) . ?
C14 C13 1.364(6) . ?
C5 C4 1.399(7) . ?
C5 C15 1.413(7) . ?
C17A C16A 1.389(6) . ?
C14A C13A 1.365(6) . ?
C3 C4 1.363(7) . ?
C13 C12 1.368(7) . ?
C17 C16 1.381(7) . ?
C15A C16A 1.356(7) . ?
C15 C16 1.357(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N2 N1 114.5(4) . . ?
C9 N4 N3 115.9(4) . . ?
C7 N1 N2 118.6(4) . . ?
N4 N3 C8 121.0(4) . . ?
C9A N4A N3A 115.3(4) . . ?
C8A N3A N4A 120.0(4) . . ?
C12A N5A C11A 115.7(5) . . ?
C7A N1A N2A 118.0(4) . . ?
N1A N2A C8A 119.3(4) . . ?
N1 C7 C1 119.9(4) . . ?
O2 C8 N2 124.2(5) . . ?
O2 C8 N3 121.8(4) . . ?
N2 C8 N3 114.0(4) . . ?
C6 C1 C7 120.4(4) . . ?
C2 C1 C7 119.9(5) . . ?
C2 C1 C6 119.7(4) . . ?
C11 N5 C12 116.4(5) . . ?
O2A C8A N3A 122.7(4) . . ?
O2A C8A N2A 123.1(5) . . ?
N3A C8A N2A 114.1(4) . . ?
O1A C2A C1A 121.8(4) . . ?
O1A C2A C3A 116.9(5) . . ?
C1A C2A C3A 121.3(4) . . ?
C11A C10A C9A 123.5(4) . . ?
C11A C10A C14A 116.7(4) . . ?
C14A C10A C9A 119.8(4) . . ?
C2A C1A C6A 119.0(4) . . ?
C2A C1A C7A 121.3(4) . . ?
C7A C1A C6A 119.6(4) . . ?
N4A C9A C10A 121.2(4) . . ?
C18A C6A C1A 123.4(4) . . ?
C18A C6A C5A 118.0(4) . . ?
C5A C6A C1A 118.7(4) . . ?
N4 C9 C10 121.3(5) . . ?
C17A C18A C6A 121.3(5) . . ?
C14 C10 C9 120.4(5) . . ?
C11 C10 C9 122.5(5) . . ?
C11 C10 C14 117.1(5) . . ?
C18 C6 C1 124.7(4) . . ?
C18 C6 C5 116.7(5) . . ?
C5 C6 C1 118.6(4) . . ?
O1 C2 C1 123.8(5) . . ?
O1 C2 C3 115.4(5) . . ?
C1 C2 C3 120.8(5) . . ?
N5A C11A C10A 124.8(5) . . ?
C4A C3A C2A 120.0(5) . . ?
N5A C12A C13A 125.0(5) . . ?
C4A C5A C6A 118.7(4) . . ?
C15A C5A C6A 119.2(5) . . ?
C15A C5A C4A 122.1(5) . . ?
C17 C18 C6 122.2(5) . . ?
C13 C14 C10 119.7(5) . . ?
N1A C7A C1A 120.8(4) . . ?
C4 C5 C6 119.5(5) . . ?
C4 C5 C15 121.5(6) . . ?
C15 C5 C6 118.9(5) . . ?
C3A C4A C5A 122.3(5) . . ?
C18A C17A C16A 120.1(5) . . ?
N5 C11 C10 124.4(5) . . ?
C13A C14A C10A 119.9(5) . . ?
C4 C3 C2 120.0(5) . . ?
C12A C13A C14A 117.9(5) . . ?
C14 C13 C12 118.4(5) . . ?
C18 C17 C16 121.5(5) . . ?
C16A C15A C5A 120.7(5) . . ?
C15A C16A C17A 120.8(5) . . ?
N5 C12 C13 123.9(5) . . ?
C3 C4 C5 121.4(5) . . ?
C16 C15 C5 122.5(5) . . ?
C15 C16 C17 118.1(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_H2L3pynafx05H2O
_database_code_depnum_ccdc_archive 'CCDC 1986702'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_H2L3pynafx05H2O     
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         30 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2020-02-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'3-[(E)-[(1-hydroxynapthalen-2-yl)methylidene]amino]-1-[(E)-[(pyridin-3-yl)methylidene]amino]urea hemihydrate'
_chemical_formula_moiety         '2(C18 H15 N5 O2), H2 O'
_chemical_formula_sum            'C36 H32 N10 O5'
_chemical_formula_weight         684.71
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.4843(7)
_cell_length_b                   12.7276(8)
_cell_length_c                   31.583(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.519(7)
_cell_angle_gamma                90
_cell_volume                     3407.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2493
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.1710
_cell_measurement_theta_min      4.6700
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.955
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96309
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1432
_exptl_crystal_preparation       'From solution'
_exptl_crystal_recrystallization_method RT
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.1140
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            21931
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         4.114
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    2.00   59.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   77.0000  120.0000 57

#__ type_ start__ end____ width___ exp.time_
  2 omega   18.00   43.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -22.4994   57.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
  3 omega  -24.00   58.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -99.0000   60.0000 82

#__ type_ start__ end____ width___ exp.time_
  4 omega  -14.00   12.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -22.4994   19.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega   34.00   87.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   57.0000 -180.0000 53

#__ type_ start__ end____ width___ exp.time_
  6 omega  -36.00   42.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -19.0000 -180.0000 78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          N/A
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3776
_reflns_number_total             7417
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     484
_refine_ls_number_reflns         7417
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1462
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      0.983
_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)+(0.0254P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1219
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H,H,H,H,H,H,H,H) groups
2. Restrained distances
 H1-O1
 0.82 with sigma of 0.02
 H2-N2
 0.86 with sigma of 0.02
 H7-N7
 0.86 with sigma of 0.02
 N8-H8
 0.86 with sigma of 0.02
 H3A-N3
 0.86 with sigma of 0.02
 N2-H2
 0.86 with sigma of 0.02
 O1-H1
 0.82 with sigma of 0.02
 O5-H5A
 0.82 with sigma of 0.02
 O5-H5B
 0.82 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C19(H19), C13(H13), C31(H31), C15(H15), C18(H18), C29(H29), C17(H17),
  C11(H11), C4(H4), C33(H33), C26(H26), C16(H16), C36(H36), C5(H5), C22(H22),
 C28(H28), C27(H27), C35(H35), C34(H34), C23(H23), C10(H10), C8(H8A), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
O4 O 0.4695(2) 0.67358(13) 0.46009(6) 0.0372(5) Uani 1 1 d . . . . .
O2 O 0.8187(2) 0.67860(13) 0.54914(6) 0.0359(5) Uani 1 1 d . . . . .
O1 O 1.1263(2) 0.70768(14) 0.63975(6) 0.0388(5) Uani 1 1 d D . . . .
O3 O 0.5658(2) 0.60051(15) 0.35256(7) 0.0474(6) Uani 1 1 d . . . . .
N4 N 0.6984(2) 0.89352(15) 0.48631(7) 0.0281(5) Uani 1 1 d . . . . .
N3 N 0.7117(3) 0.79145(16) 0.50041(7) 0.0322(6) Uani 1 1 d D . . . .
N7 N 0.3361(3) 0.52113(16) 0.44701(7) 0.0304(5) Uani 1 1 d D . . . .
N6 N 0.3926(2) 0.51993(15) 0.40700(7) 0.0303(5) Uani 1 1 d . . . . .
N9 N 0.2342(2) 0.52240(15) 0.52468(7) 0.0308(5) Uani 1 1 d . . . . .
N8 N 0.3281(3) 0.60316(16) 0.51180(7) 0.0340(6) Uani 1 1 d D . . . .
N1 N 0.9794(2) 0.83264(15) 0.58850(7) 0.0300(5) Uani 1 1 d . . . . .
N2 N 0.8803(3) 0.85335(16) 0.55379(7) 0.0319(6) Uani 1 1 d D . . . .
N5 N 0.6097(3) 1.20035(16) 0.43935(7) 0.0363(6) Uani 1 1 d . . . . .
N10 N -0.0532(3) 0.28448(17) 0.57104(9) 0.0441(7) Uani 1 1 d . . . . .
C12 C 0.8042(3) 0.7687(2) 0.53558(9) 0.0287(6) Uani 1 1 d . . . . .
C1 C 1.0448(3) 0.91189(19) 0.60723(8) 0.0274(6) Uani 1 1 d . . . . .
H1A H 1.021956 0.981008 0.597395 0.033 Uiso 1 1 calc R . . . .
C19 C 0.3376(3) 0.45284(18) 0.37998(8) 0.0275(6) Uani 1 1 d . . . . .
H19 H 0.260336 0.403334 0.387855 0.033 Uiso 1 1 calc R . . . .
C14 C 0.5684(3) 1.01309(19) 0.43780(8) 0.0280(6) Uani 1 1 d . . . . .
C13 C 0.5970(3) 0.9092(2) 0.45564(8) 0.0317(7) Uani 1 1 d . . . . .
H13 H 0.538902 0.851215 0.444242 0.038 Uiso 1 1 calc R . . . .
C30 C 0.3833(3) 0.60288(19) 0.47210(9) 0.0297(6) Uani 1 1 d . . . . .
C31 C 0.1901(3) 0.52819(19) 0.56285(9) 0.0325(7) Uani 1 1 d . . . . .
H31 H 0.222866 0.586023 0.580099 0.039 Uiso 1 1 calc R . . . .
C2 C 1.1530(3) 0.89612(18) 0.64330(8) 0.0251(6) Uani 1 1 d . . . . .
C20 C 0.3938(3) 0.45292(19) 0.33730(8) 0.0284(6) Uani 1 1 d . . . . .
C7 C 1.2287(3) 0.98463(19) 0.66380(8) 0.0275(6) Uani 1 1 d . . . . .
C3 C 1.1879(3) 0.79560(19) 0.65833(9) 0.0293(6) Uani 1 1 d . . . . .
C25 C 0.3369(3) 0.37820(19) 0.30627(8) 0.0288(6) Uani 1 1 d . . . . .
C15 C 0.6347(3) 1.10358(19) 0.45533(8) 0.0335(7) Uani 1 1 d . . . . .
H15 H 0.701804 1.096804 0.480069 0.040 Uiso 1 1 calc R . . . .
C18 C 0.4716(3) 1.0239(2) 0.40180(9) 0.0350(7) Uani 1 1 d . . . . .
H18 H 0.423746 0.963609 0.389004 0.042 Uiso 1 1 calc R . . . .
C29 C 0.2262(3) 0.2981(2) 0.31468(9) 0.0364(7) Uani 1 1 d . . . . .
H29 H 0.183682 0.294196 0.341958 0.044 Uiso 1 1 calc R . . . .
C17 C 0.4438(3) 1.1221(2) 0.38427(9) 0.0382(7) Uani 1 1 d . . . . .
H17 H 0.376946 1.130852 0.359598 0.046 Uiso 1 1 calc R . . . .
C24 C 0.3946(3) 0.3816(2) 0.26467(9) 0.0344(7) Uani 1 1 d . . . . .
C32 C 0.0896(3) 0.44660(19) 0.58024(9) 0.0330(7) Uani 1 1 d . . . . .
C21 C 0.5057(3) 0.5265(2) 0.32582(9) 0.0352(7) Uani 1 1 d . . . . .
C6 C 1.3351(3) 0.9670(2) 0.69906(9) 0.0353(7) Uani 1 1 d . . . . .
C11 C 1.2034(3) 1.08965(19) 0.65030(9) 0.0348(7) Uani 1 1 d . . . . .
H11 H 1.133664 1.103259 0.626566 0.042 Uiso 1 1 calc R . . . .
C4 C 1.2913(3) 0.7794(2) 0.69366(9) 0.0394(7) Uani 1 1 d . . . . .
H4 H 1.311352 0.710238 0.703858 0.047 Uiso 1 1 calc R . . . .
C33 C 0.0348(3) 0.3617(2) 0.55619(10) 0.0387(7) Uani 1 1 d . . . . .
H33 H 0.061673 0.358520 0.527332 0.046 Uiso 1 1 calc R . . . .
C26 C 0.3418(4) 0.3068(2) 0.23438(9) 0.0420(8) Uani 1 1 d . . . . .
H26 H 0.380390 0.310262 0.206626 0.050 Uiso 1 1 calc R . . . .
C16 C 0.5169(3) 1.2067(2) 0.40398(9) 0.0387(7) Uani 1 1 d . . . . .
H16 H 0.500516 1.274135 0.391663 0.046 Uiso 1 1 calc R . . . .
C36 C 0.0497(3) 0.4509(2) 0.62243(9) 0.0383(7) Uani 1 1 d . . . . .
H36 H 0.086645 0.506778 0.640200 0.046 Uiso 1 1 calc R . . . .
C5 C 1.3625(3) 0.8631(2) 0.71322(9) 0.0424(8) Uani 1 1 d . . . . .
H5 H 1.432574 0.851404 0.737043 0.051 Uiso 1 1 calc R . . . .
C22 C 0.5616(3) 0.5287(2) 0.28444(10) 0.0435(8) Uani 1 1 d . . . . .
H22 H 0.637783 0.579582 0.277181 0.052 Uiso 1 1 calc R . . . .
C28 C 0.1795(3) 0.2265(2) 0.28447(9) 0.0415(8) Uani 1 1 d . . . . .
H28 H 0.106188 0.173388 0.291297 0.050 Uiso 1 1 calc R . . . .
C27 C 0.2375(3) 0.2298(2) 0.24357(9) 0.0446(8) Uani 1 1 d . . . . .
H27 H 0.204693 0.179423 0.222792 0.053 Uiso 1 1 calc R . . . .
C35 C -0.0448(3) 0.3726(2) 0.63816(10) 0.0458(8) Uani 1 1 d . . . . .
H35 H -0.075969 0.374562 0.666672 0.055 Uiso 1 1 calc R . . . .
C34 C -0.0924(4) 0.2920(2) 0.61174(11) 0.0481(9) Uani 1 1 d . . . . .
H34 H -0.156733 0.238444 0.622822 0.058 Uiso 1 1 calc R . . . .
C23 C 0.5076(3) 0.4594(2) 0.25520(10) 0.0434(8) Uani 1 1 d . . . . .
H23 H 0.546143 0.462444 0.227436 0.052 Uiso 1 1 calc R . . . .
C10 C 1.2770(3) 1.1714(2) 0.67069(11) 0.0478(8) Uani 1 1 d . . . . .
H10 H 1.257182 1.241169 0.661147 0.057 Uiso 1 1 calc R . . . .
C8 C 1.4108(3) 1.0545(2) 0.71910(10) 0.0507(9) Uani 1 1 d . . . . .
H8A H 1.483301 1.043105 0.742427 0.061 Uiso 1 1 calc R . . . .
C9 C 1.3814(4) 1.1541(3) 0.70549(11) 0.0571(10) Uani 1 1 d . . . . .
H9 H 1.431531 1.211854 0.719578 0.068 Uiso 1 1 calc R . . . .
O5 O -0.0646(3) 0.08045(16) 0.53530(7) 0.0500(6) Uani 1 1 d D . . . .
H8 H 0.337(3) 0.6614(16) 0.5277(8) 0.060 Uiso 1 1 d DR . . . .
H7 H 0.280(3) 0.4681(17) 0.4561(9) 0.060 Uiso 1 1 d DR . . . .
H2 H 0.866(3) 0.9192(13) 0.5442(9) 0.060 Uiso 1 1 d DR . . . .
H3 H 0.521(4) 0.591(2) 0.3760(9) 0.060 Uiso 1 1 d R . . . .
H3A H 0.644(3) 0.7443(18) 0.4903(9) 0.060 Uiso 1 1 d DR . . . .
H1 H 1.074(3) 0.725(2) 0.6173(6) 0.060 Uiso 1 1 d DR . . . .
H5A H -0.081(3) 0.1425(15) 0.5436(9) 0.060 Uiso 1 1 d DR . . . .
H5B H 0.029(2) 0.076(2) 0.5287(10) 0.060 Uiso 1 1 d DR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C30 1.230(3) . ?
O2 C12 1.228(3) . ?
O1 C3 1.358(3) . ?
O3 C21 1.350(3) . ?
N4 N3 1.376(3) . ?
N4 C13 1.282(3) . ?
N3 C12 1.363(3) . ?
N7 N6 1.371(3) . ?
N7 C30 1.358(3) . ?
N6 C19 1.281(3) . ?
N9 N8 1.373(3) . ?
N9 C31 1.280(3) . ?
N8 C30 1.358(3) . ?
N1 N2 1.377(3) . ?
N1 C1 1.283(3) . ?
N2 C12 1.370(3) . ?
N5 C15 1.344(3) . ?
N5 C16 1.340(3) . ?
N10 C33 1.332(3) . ?
N10 C34 1.345(4) . ?
C1 C2 1.446(3) . ?
C19 C20 1.449(3) . ?
C14 C13 1.453(3) . ?
C14 C15 1.386(3) . ?
C14 C18 1.380(4) . ?
C31 C32 1.465(3) . ?
C2 C7 1.437(3) . ?
C2 C3 1.392(3) . ?
C20 C25 1.434(3) . ?
C20 C21 1.393(3) . ?
C7 C6 1.421(4) . ?
C7 C11 1.416(3) . ?
C3 C4 1.404(4) . ?
C25 C29 1.419(3) . ?
C25 C24 1.423(3) . ?
C18 C17 1.383(3) . ?
C29 C28 1.365(4) . ?
C17 C16 1.378(4) . ?
C24 C26 1.409(4) . ?
C24 C23 1.419(4) . ?
C32 C33 1.389(4) . ?
C32 C36 1.390(3) . ?
C21 C22 1.410(4) . ?
C6 C5 1.412(4) . ?
C6 C8 1.420(4) . ?
C11 C10 1.361(4) . ?
C4 C5 1.360(4) . ?
C26 C27 1.361(4) . ?
C36 C35 1.386(3) . ?
C22 C23 1.343(4) . ?
C28 C27 1.403(4) . ?
C35 C34 1.371(4) . ?
C10 C9 1.398(4) . ?
C8 C9 1.359(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N4 N3 115.7(2) . . ?
C12 N3 N4 120.0(2) . . ?
C30 N7 N6 116.1(2) . . ?
C19 N6 N7 119.3(2) . . ?
C31 N9 N8 115.7(2) . . ?
C30 N8 N9 120.0(2) . . ?
C1 N1 N2 116.9(2) . . ?
C12 N2 N1 116.3(2) . . ?
C16 N5 C15 116.5(3) . . ?
C33 N10 C34 116.7(3) . . ?
O2 C12 N3 121.9(2) . . ?
O2 C12 N2 123.4(3) . . ?
N3 C12 N2 114.7(2) . . ?
N1 C1 C2 120.1(2) . . ?
N6 C19 C20 119.6(2) . . ?
C15 C14 C13 122.9(3) . . ?
C18 C14 C13 119.6(2) . . ?
C18 C14 C15 117.6(3) . . ?
N4 C13 C14 122.0(2) . . ?
O4 C30 N7 123.0(3) . . ?
O4 C30 N8 121.1(2) . . ?
N7 C30 N8 115.9(2) . . ?
N9 C31 C32 120.7(3) . . ?
C7 C2 C1 120.1(2) . . ?
C3 C2 C1 121.0(2) . . ?
C3 C2 C7 118.9(2) . . ?
C25 C20 C19 121.3(2) . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 C25 118.8(2) . . ?
C6 C7 C2 119.1(2) . . ?
C11 C7 C2 123.1(3) . . ?
C11 C7 C6 117.9(2) . . ?
O1 C3 C2 122.5(3) . . ?
O1 C3 C4 116.0(2) . . ?
C2 C3 C4 121.5(3) . . ?
C29 C25 C20 123.7(2) . . ?
C29 C25 C24 116.9(3) . . ?
C24 C25 C20 119.4(2) . . ?
N5 C15 C14 123.8(3) . . ?
C14 C18 C17 120.3(3) . . ?
C28 C29 C25 121.5(3) . . ?
C16 C17 C18 117.4(3) . . ?
C26 C24 C25 119.6(3) . . ?
C26 C24 C23 121.7(3) . . ?
C23 C24 C25 118.6(3) . . ?
C33 C32 C31 122.2(3) . . ?
C33 C32 C36 117.7(3) . . ?
C36 C32 C31 120.1(3) . . ?
O3 C21 C20 123.3(2) . . ?
O3 C21 C22 115.7(2) . . ?
C20 C21 C22 121.0(3) . . ?
C5 C6 C7 119.1(3) . . ?
C5 C6 C8 121.9(3) . . ?
C8 C6 C7 119.0(3) . . ?
C10 C11 C7 121.2(3) . . ?
C5 C4 C3 119.7(3) . . ?
N10 C33 C32 124.1(3) . . ?
C27 C26 C24 122.2(3) . . ?
N5 C16 C17 124.4(3) . . ?
C35 C36 C32 119.0(3) . . ?
C4 C5 C6 121.8(3) . . ?
C23 C22 C21 120.4(3) . . ?
C29 C28 C27 121.4(3) . . ?
C26 C27 C28 118.4(3) . . ?
C34 C35 C36 118.7(3) . . ?
N10 C34 C35 123.8(3) . . ?
C22 C23 C24 121.8(3) . . ?
C11 C10 C9 120.9(3) . . ?
C9 C8 C6 121.2(3) . . ?
C8 C9 C10 119.8(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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(H2L3pynaf)(CH3CN)]Mo6O19x2CH3CN
_database_code_depnum_ccdc_archive 'CCDC 1986706'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_[MoO2(H2L3pynaf)(CH3CN)]Mo6O19x2CH3CN 
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Due to instability of the crystal, even at 150 K there is some degradation as evidenced by raw images (smearing of the reflections, especially at higher angles). Even though the starting crystal was of good quality, combination of crystal instability and long data collection time needed with our experimental setup resulted in suboptimal dataset quality.
;
_vrf_PLAT020_[MoO2(H2L3pynaf)(CH3CN)]Mo6O19x2CH3CN 
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.214 Report
RESPONSE: Due to instability of the crystal, even at 150 K there is some degradation as evidenced by raw images (smearing of the reflections, especially at higher angles). Even though the starting crystal was of good quality, combination of crystal instability and long data collection time needed with our experimental setup resulted in suboptimal dataset quality.
;
_vrf_PLAT342_[MoO2(H2L3pynaf)(CH3CN)]Mo6O19x2CH3CN 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0201 Ang.
RESPONSE: Due to instability of the crystal, even at 150 K there is some degradation as evidenced by raw images (smearing of the reflections, especially at higher angles). Even though the starting crystal was of good quality, combination of crystal instability and long data collection time needed with our experimental setup resulted in suboptimal dataset quality.
;
_vrf_PLAT910_[MoO2(H2L3pynaf)(CH3CN)]Mo6O19x2CH3CN 
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         33 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2019-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
"(mu-N''-(2-oxynaphthylidene)-N'''-(3-pyridinium)carbonohydrazido)(N-acetonitrile)-dioxomolybdenum(vi) hexamolybdate acetonitrile solvate"
_chemical_formula_moiety         'C20 H18 Mo N6 O4, 2(Mo3 O9.5), 2(C2 H3 N)'
_chemical_formula_sum            'C24 H24 Mo7 N8 O23'
_chemical_formula_weight         1464.09
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 Mo7 O25'
_chemical_oxdiff_usercomment     '3pynaf+MoO2acac2 1:7 acn'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   45.012(7)
_cell_length_b                   11.4125(5)
_cell_length_c                   21.787(4)
_cell_angle_alpha                90
_cell_angle_beta                 134.52(3)
_cell_angle_gamma                90
_cell_volume                     7980(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5640
_cell_measurement_temperature    150
_cell_measurement_theta_max      20.6390
_cell_measurement_theta_min      4.1640
_shelx_estimated_absorpt_T_max   0.897
_shelx_estimated_absorpt_T_min   0.665
_exptl_absorpt_coefficient_mu    2.225
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             5616
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2144
_diffrn_reflns_av_unetI/netI     0.0948
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       52
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            77186
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.712
_diffrn_reflns_theta_max         24.712
_diffrn_reflns_theta_min         4.031
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00 102.00   1.00   15.00    --   28.34  37.00 -90.00  106
  2  ω    -25.00  73.00   1.00   15.00    --   28.34 -99.00 -90.00   98
  3  ω   -102.00  -8.00   1.00   15.00    --  -31.31 -57.00  60.00   94
  4  ω    -98.00  44.00   1.00   15.00    --  -31.31  19.00 -30.00  142
  5  ω   -104.00   2.00   1.00   15.00    --  -31.31 -77.00 -90.00  106
  6  ω   -111.00 -34.00   1.00   15.00    --  -31.31-179.00  60.00   77
  7  ω   -102.00  -8.00   1.00   15.00    --  -31.31 -57.00 -30.00   94
  8  ω     -5.00 101.00   1.00   15.00    --   28.34  77.00 -90.00  106
  9  ω     34.00 108.00   1.00   15.00    --   28.34 179.00 120.00   74
 10  ω     34.00 108.00   1.00   15.00    --   28.34 179.00  90.00   74
 11  ω   -111.00 -34.00   1.00   15.00    --  -31.31-179.00   0.00   77
 12  ω   -104.00   2.00   1.00   15.00    --  -31.31 -77.00  90.00  106
 13  ω   -102.00  -8.00   1.00   15.00    --  -31.31 -57.00 150.00   94
 14  ω   -104.00   2.00   1.00   15.00    --  -31.31 -77.00   0.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0141932000
_diffrn_orient_matrix_UB_12      -0.0093192000
_diffrn_orient_matrix_UB_13      0.0450641000
_diffrn_orient_matrix_UB_21      -0.0163033000
_diffrn_orient_matrix_UB_22      0.0090724000
_diffrn_orient_matrix_UB_23      -0.0021624000
_diffrn_orient_matrix_UB_31      -0.0046087000
_diffrn_orient_matrix_UB_32      -0.0607359000
_diffrn_orient_matrix_UB_33      -0.0072039000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4672
_reflns_number_total             6786
_reflns_odcompleteness_completeness 99.39
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.080
_refine_diff_density_min         -0.975
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     566
_refine_ls_number_reflns         6786
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1178
_refine_ls_R_factor_gt           0.0717
_refine_ls_restrained_S_all      1.103
_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)+(0.0350P)²+48.3992P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1216
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N2(H2), C7(H7), C4(H4), C14(H14), C11(H11), C9(H9), C18(H18), N5(H5),
 C3(H3A), C13(H13), C17(H17), C16(H16), C15(H15), C12(H12)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C24(H24A,H24B,H24C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_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 0.74028(3) 0.83341(8) 0.68320(6) 0.0217(2) Uani 1 1 d . . . . .
Mo6 Mo 0.72750(3) 0.68049(8) 0.87214(6) 0.0229(2) Uani 1 1 d . . . . .
Mo8 Mo 0.78373(3) 0.57347(8) 1.06679(6) 0.0296(3) Uani 1 1 d . . . . .
Mo7 Mo 0.69062(3) 0.67647(9) 0.95932(6) 0.0303(3) Uani 1 1 d . . . . .
Mo5 Mo 0.500000 0.46018(12) 0.250000 0.0322(4) Uani 1 2 d S T P . .
Mo2 Mo 0.57209(3) 0.66014(11) 0.35054(7) 0.0428(3) Uani 1 1 d . . . . .
Mo3 Mo 0.50264(3) 0.66237(11) 0.36100(7) 0.0479(3) Uani 1 1 d . . . . .
Mo4 Mo 0.500000 0.86220(14) 0.250000 0.0771(7) Uani 1 2 d S T P . .
O009 O 0.750000 0.750000 1.000000 0.024(2) Uani 1 2 d S T P . .
O16 O 0.6839(2) 0.6328(6) 0.8653(4) 0.0297(18) Uani 1 1 d . . . . .
O1 O 0.7908(2) 0.8371(6) 0.7099(4) 0.0228(16) Uani 1 1 d . . . . .
O2 O 0.6866(2) 0.7468(5) 0.6299(4) 0.0197(16) Uani 1 1 d . . . . .
O15 O 0.7828(2) 0.7352(6) 0.9365(4) 0.0283(18) Uani 1 1 d . . . . .
O11 O 0.7578(2) 0.5451(6) 0.9556(4) 0.0301(19) Uani 1 1 d . . . . .
O14 O 0.7069(2) 0.8301(6) 0.8425(4) 0.0297(18) Uani 1 1 d . . . . .
O13 O 0.8254(2) 0.6610(7) 1.0930(5) 0.0351(19) Uani 1 1 d . . . . .
O12 O 0.7275(2) 0.5557(6) 1.0249(5) 0.037(2) Uani 1 1 d . . . . .
O3 O 0.7604(2) 0.8388(6) 0.7842(4) 0.0276(17) Uani 1 1 d . . . . .
O5 O 0.7122(2) 0.6235(6) 0.7832(4) 0.0251(17) Uani 1 1 d . . . . .
O21 O 0.5579(2) 0.4984(7) 0.3305(5) 0.041(2) Uani 1 1 d . . . . .
O20 O 0.5616(2) 0.6619(6) 0.4223(4) 0.0360(19) Uani 1 1 d . . . . .
O22 O 0.5031(2) 0.4970(7) 0.3411(5) 0.035(2) Uani 1 1 d . . . . .
O4 O 0.7162(2) 0.9652(6) 0.6382(5) 0.034(2) Uani 1 1 d . . . . .
O24 O 0.500000 0.6633(8) 0.250000 0.032(3) Uani 1 2 d S T P . .
N1 N 0.7526(3) 0.6400(7) 0.6914(5) 0.020(2) Uani 1 1 d . . . . .
N3 N 0.6493(2) 0.5791(7) 0.5833(5) 0.020(2) Uani 1 1 d . . . . .
H3 H 0.628093 0.616001 0.569197 0.024 Uiso 1 1 calc R . . . .
N4 N 0.6473(3) 0.4616(7) 0.5683(5) 0.020(2) Uani 1 1 d . . . . .
O23 O 0.500000 0.3134(9) 0.250000 0.056(4) Uani 1 2 d S T P . .
N2 N 0.7168(2) 0.5750(7) 0.6462(5) 0.0196(19) Uani 1 1 d . . . . .
H2 H 0.715372 0.499741 0.635723 0.024 Uiso 1 1 calc R . . . .
O6 O 0.8072(3) 0.4464(6) 1.1197(5) 0.043(2) Uani 1 1 d . . . . .
O19 O 0.4437(2) 0.6601(9) 0.2575(5) 0.059(3) Uani 1 1 d . . . . .
O9 O 0.6240(3) 0.6593(9) 0.4227(5) 0.062(3) Uani 1 1 d . . . . .
O7 O 0.6460(2) 0.6301(7) 0.9274(5) 0.046(2) Uani 1 1 d . . . . .
O10 O 0.5041(3) 0.6617(10) 0.4398(5) 0.076(3) Uani 1 1 d . . . . .
O18 O 0.5019(3) 0.8254(8) 0.3393(5) 0.066(3) Uani 1 1 d . . . . .
O17 O 0.5586(3) 0.8257(8) 0.3318(5) 0.076(3) Uani 1 1 d . . . . .
C2 C 0.8255(3) 0.7697(10) 0.7640(6) 0.023(3) Uani 1 1 d . . . . .
C8 C 0.6843(3) 0.6367(9) 0.6198(7) 0.023(3) Uani 1 1 d . . . . .
N6 N 0.7138(3) 0.7791(8) 0.5460(6) 0.030(2) Uani 1 1 d . . . . .
C1 C 0.8251(3) 0.6515(8) 0.7757(7) 0.022(2) Uani 1 1 d . . . . .
C10 C 0.6061(3) 0.2914(9) 0.4988(6) 0.021(2) Uani 1 1 d . . . . .
C7 C 0.7875(3) 0.5882(9) 0.7299(6) 0.022(2) Uani 1 1 d . . . . .
H7 H 0.788004 0.505144 0.727546 0.027 Uiso 1 1 calc R . . . .
C4 C 0.8997(3) 0.7724(10) 0.8528(7) 0.032(3) Uani 1 1 d . . . . .
H4 H 0.924242 0.813332 0.876918 0.038 Uiso 1 1 calc R . . . .
C14 C 0.6382(3) 0.2213(9) 0.5283(6) 0.023(2) Uani 1 1 d . . . . .
H14 H 0.665878 0.250994 0.568186 0.027 Uiso 1 1 calc R . . . .
C11 C 0.5667(4) 0.2444(10) 0.4429(7) 0.037(3) Uani 1 1 d . . . . .
H11 H 0.543967 0.292111 0.422633 0.045 Uiso 1 1 calc R . . . .
C6 C 0.8648(3) 0.5898(9) 0.8319(7) 0.024(3) Uani 1 1 d . . . . .
C9 C 0.6118(3) 0.4157(9) 0.5227(7) 0.028(3) Uani 1 1 d . . . . .
H9 H 0.588985 0.460983 0.504044 0.033 Uiso 1 1 calc R . . . .
C18 C 0.9408(4) 0.5908(11) 0.9307(7) 0.042(3) Uani 1 1 d . . . . .
H18 H 0.965631 0.632015 0.957038 0.050 Uiso 1 1 calc R . . . .
N5 N 0.5596(3) 0.1357(9) 0.4171(7) 0.048(3) Uani 1 1 d . . . . .
H5 H 0.534005 0.108284 0.381086 0.058 Uiso 1 1 calc R . . . .
N7 N 0.5968(3) 0.6133(9) 0.6177(7) 0.048(3) Uani 1 1 d . . . . .
C5 C 0.9020(3) 0.6497(10) 0.8721(7) 0.028(3) Uani 1 1 d . . . . .
C3 C 0.8626(3) 0.8293(10) 0.8004(7) 0.029(3) Uani 1 1 d . . . . .
H3A H 0.861411 0.909819 0.787737 0.035 Uiso 1 1 calc R . . . .
C13 C 0.6306(4) 0.1063(9) 0.5001(7) 0.032(3) Uani 1 1 d . . . . .
H13 H 0.652812 0.057004 0.519208 0.039 Uiso 1 1 calc R . . . .
C17 C 0.9428(4) 0.4759(12) 0.9495(9) 0.048(4) Uani 1 1 d . . . . .
H17 H 0.968954 0.437159 0.988370 0.057 Uiso 1 1 calc R . . . .
C20 C 0.6871(4) 0.6836(10) 0.4094(7) 0.036(3) Uani 1 1 d . . . . .
H20A H 0.668797 0.739160 0.361718 0.054 Uiso 1 1 calc GR . . . .
H20B H 0.671499 0.612146 0.396502 0.054 Uiso 1 1 calc GR . . . .
H20C H 0.710730 0.664003 0.417034 0.054 Uiso 1 1 calc GR . . . .
O8 O 0.500000 1.0085(12) 0.250000 0.115(7) Uani 1 2 d S T P . .
C16 C 0.9061(4) 0.4138(10) 0.9115(8) 0.039(3) Uani 1 1 d . . . . .
H16 H 0.907572 0.333965 0.925774 0.047 Uiso 1 1 calc R . . . .
C21 C 0.5895(4) 0.6162(11) 0.6574(9) 0.041(3) Uani 1 1 d . . . . .
C19 C 0.7020(4) 0.7348(9) 0.4860(8) 0.030(3) Uani 1 1 d . . . . .
C15 C 0.8680(3) 0.4706(10) 0.8530(7) 0.034(3) Uani 1 1 d . . . . .
H15 H 0.843327 0.428072 0.826419 0.040 Uiso 1 1 calc R . . . .
C12 C 0.5907(4) 0.0652(11) 0.4443(8) 0.046(3) Uani 1 1 d . . . . .
H12 H 0.584957 -0.013588 0.424798 0.055 Uiso 1 1 calc R . . . .
C24 C 0.4079(5) 0.9987(14) 0.2358(10) 0.070(5) Uani 1 1 d . . . . .
H24A H 0.389735 1.027511 0.176663 0.105 Uiso 1 1 calc GR . . . .
H24B H 0.393148 1.003011 0.253757 0.105 Uiso 1 1 calc GR . . . .
H24C H 0.415675 0.917229 0.238691 0.105 Uiso 1 1 calc GR . . . .
N8 N 0.4747(5) 1.1212(18) 0.3355(13) 0.137(8) Uani 1 1 d . . . . .
C22 C 0.5798(5) 0.6165(16) 0.7071(10) 0.090(6) Uani 1 1 d . . . . .
H22A H 0.556011 0.668456 0.680102 0.135 Uiso 1 1 calc GR . . . .
H22B H 0.603953 0.644544 0.765371 0.135 Uiso 1 1 calc GR . . . .
H22C H 0.572771 0.536839 0.710090 0.135 Uiso 1 1 calc GR . . . .
C23 C 0.4452(6) 1.070(2) 0.2926(15) 0.103(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.911(6) . ?
Mo1 O2 2.058(6) . ?
Mo1 O3 1.695(7) . ?
Mo1 O4 1.705(7) . ?
Mo1 N1 2.253(8) . ?
Mo1 N6 2.395(10) . ?
Mo6 O009 2.3365(11) . ?
Mo6 O16 1.938(7) . ?
Mo6 O15 1.913(7) . ?
Mo6 O11 2.019(7) . ?
Mo6 O14 1.830(7) . ?
Mo6 O5 1.668(6) . ?
Mo8 O009 2.3202(10) . ?
Mo8 O11 1.836(7) . ?
Mo8 O14 2.032(7) 7_667 ?
Mo8 O13 1.826(8) . ?
Mo8 O12 2.011(8) . ?
Mo8 O6 1.685(7) . ?
Mo7 O009 2.3048(11) . ?
Mo7 O16 1.915(7) . ?
Mo7 O15 1.948(7) 7_667 ?
Mo7 O13 2.027(7) 7_667 ?
Mo7 O12 1.836(8) . ?
Mo7 O7 1.684(8) . ?
Mo5 O21 1.911(8) 2_655 ?
Mo5 O21 1.911(8) . ?
Mo5 O22 1.936(7) 2_655 ?
Mo5 O22 1.936(7) . ?
Mo5 O24 2.318(9) . ?
Mo5 O23 1.676(11) . ?
Mo2 O21 1.902(8) . ?
Mo2 O20 1.925(7) . ?
Mo2 O24 2.3157(16) . ?
Mo2 O19 1.923(8) 2_655 ?
Mo2 O9 1.668(8) . ?
Mo2 O17 1.938(10) . ?
Mo3 O20 1.963(7) . ?
Mo3 O22 1.940(8) . ?
Mo3 O24 2.3367(12) . ?
Mo3 O19 1.931(8) . ?
Mo3 O10 1.672(8) . ?
Mo3 O18 1.914(9) . ?
Mo4 O24 2.270(10) . ?
Mo4 O18 1.933(10) . ?
Mo4 O18 1.933(10) 2_655 ?
Mo4 O17 1.928(10) 2_655 ?
Mo4 O17 1.928(10) . ?
Mo4 O8 1.670(14) . ?
O1 C2 1.357(12) . ?
O2 C8 1.267(11) . ?
N1 N2 1.377(10) . ?
N1 C7 1.293(12) . ?
N3 N4 1.369(11) . ?
N3 C8 1.337(12) . ?
N4 C9 1.261(12) . ?
N2 C8 1.334(12) . ?
C2 C1 1.375(14) . ?
C2 C3 1.422(14) . ?
N6 C19 1.130(13) . ?
C1 C7 1.420(13) . ?
C1 C6 1.455(14) . ?
C10 C14 1.356(13) . ?
C10 C11 1.375(14) . ?
C10 C9 1.471(14) . ?
C4 C5 1.445(15) . ?
C4 C3 1.355(14) . ?
C14 C13 1.387(14) . ?
C11 N5 1.306(14) . ?
C6 C5 1.406(13) . ?
C6 C15 1.411(14) . ?
C18 C5 1.416(14) . ?
C18 C17 1.357(16) . ?
N5 C12 1.338(15) . ?
N7 C21 1.122(14) . ?
C13 C12 1.366(16) . ?
C17 C16 1.412(15) . ?
C20 C19 1.416(15) . ?
C16 C15 1.387(14) . ?
C21 C22 1.423(17) . ?
C24 C23 1.45(3) . ?
N8 C23 1.11(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O2 149.2(3) . . ?
O1 Mo1 N1 79.8(3) . . ?
O1 Mo1 N6 80.3(3) . . ?
O2 Mo1 N1 72.6(3) . . ?
O2 Mo1 N6 79.1(3) . . ?
O3 Mo1 O1 99.5(3) . . ?
O3 Mo1 O2 95.5(3) . . ?
O3 Mo1 O4 105.1(3) . . ?
O3 Mo1 N1 93.2(3) . . ?
O3 Mo1 N6 167.1(3) . . ?
O4 Mo1 O1 107.2(3) . . ?
O4 Mo1 O2 94.5(3) . . ?
O4 Mo1 N1 158.8(3) . . ?
O4 Mo1 N6 87.2(3) . . ?
N1 Mo1 N6 74.0(3) . . ?
O16 Mo6 O009 75.9(2) . . ?
O16 Mo6 O11 82.1(3) . . ?
O15 Mo6 O009 76.2(2) . . ?
O15 Mo6 O16 151.1(3) . . ?
O15 Mo6 O11 83.1(3) . . ?
O11 Mo6 O009 74.44(19) . . ?
O14 Mo6 O009 78.1(2) . . ?
O14 Mo6 O16 90.0(3) . . ?
O14 Mo6 O15 91.8(3) . . ?
O14 Mo6 O11 152.5(3) . . ?
O5 Mo6 O009 176.9(2) . . ?
O5 Mo6 O16 103.3(3) . . ?
O5 Mo6 O15 104.1(3) . . ?
O5 Mo6 O11 102.5(3) . . ?
O5 Mo6 O14 105.0(3) . . ?
O11 Mo8 O009 78.1(2) . . ?
O11 Mo8 O14 152.3(3) . 7_667 ?
O11 Mo8 O12 87.2(3) . . ?
O14 Mo8 O009 74.80(19) 7_667 . ?
O13 Mo8 O009 78.4(2) . . ?
O13 Mo8 O11 94.2(3) . . ?
O13 Mo8 O14 86.1(3) . 7_667 ?
O13 Mo8 O12 152.4(3) . . ?
O12 Mo8 O009 75.0(2) . . ?
O12 Mo8 O14 80.3(3) . 7_667 ?
O6 Mo8 O009 175.5(3) . . ?
O6 Mo8 O11 105.3(3) . . ?
O6 Mo8 O14 101.4(3) . 7_667 ?
O6 Mo8 O13 104.1(4) . . ?
O6 Mo8 O12 102.1(4) . . ?
O16 Mo7 O009 77.1(2) . . ?
O16 Mo7 O15 152.7(3) . 7_667 ?
O16 Mo7 O13 84.8(3) . 7_667 ?
O15 Mo7 O009 76.4(2) 7_667 . ?
O15 Mo7 O13 82.4(3) 7_667 7_667 ?
O13 Mo7 O009 75.0(2) 7_667 . ?
O12 Mo7 O009 78.6(2) . . ?
O12 Mo7 O16 90.9(3) . . ?
O12 Mo7 O15 90.0(3) . 7_667 ?
O12 Mo7 O13 153.6(3) . 7_667 ?
O7 Mo7 O009 176.8(3) . . ?
O7 Mo7 O16 103.2(3) . . ?
O7 Mo7 O15 102.9(3) . 7_667 ?
O7 Mo7 O13 101.8(4) . 7_667 ?
O7 Mo7 O12 104.5(4) . . ?
O21 Mo5 O21 153.6(5) 2_655 . ?
O21 Mo5 O22 86.5(3) . . ?
O21 Mo5 O22 86.5(3) 2_655 2_655 ?
O21 Mo5 O22 87.8(3) . 2_655 ?
O21 Mo5 O22 87.8(3) 2_655 . ?
O21 Mo5 O24 76.8(2) 2_655 . ?
O21 Mo5 O24 76.8(2) . . ?
O22 Mo5 O22 154.9(4) 2_655 . ?
O22 Mo5 O24 77.5(2) . . ?
O22 Mo5 O24 77.5(2) 2_655 . ?
O23 Mo5 O21 103.2(2) . 2_655 ?
O23 Mo5 O21 103.2(2) . . ?
O23 Mo5 O22 102.5(2) . . ?
O23 Mo5 O22 102.5(2) . 2_655 ?
O23 Mo5 O24 180.0 . . ?
O21 Mo2 O20 87.8(3) . . ?
O21 Mo2 O24 77.0(3) . . ?
O21 Mo2 O19 86.7(4) . 2_655 ?
O21 Mo2 O17 153.3(3) . . ?
O20 Mo2 O24 77.8(2) . . ?
O20 Mo2 O17 86.7(4) . . ?
O19 Mo2 O20 154.6(3) 2_655 . ?
O19 Mo2 O24 76.8(2) 2_655 . ?
O19 Mo2 O17 87.1(4) 2_655 . ?
O9 Mo2 O21 103.5(4) . . ?
O9 Mo2 O20 102.4(4) . . ?
O9 Mo2 O24 179.4(4) . . ?
O9 Mo2 O19 103.0(4) . 2_655 ?
O9 Mo2 O17 103.2(4) . . ?
O17 Mo2 O24 76.2(4) . . ?
O20 Mo3 O24 76.6(2) . . ?
O22 Mo3 O20 85.9(3) . . ?
O22 Mo3 O24 76.9(3) . . ?
O19 Mo3 O20 152.7(3) . . ?
O19 Mo3 O22 87.0(4) . . ?
O19 Mo3 O24 76.1(2) . . ?
O10 Mo3 O20 103.9(4) . . ?
O10 Mo3 O22 103.1(4) . . ?
O10 Mo3 O24 179.5(3) . . ?
O10 Mo3 O19 103.4(4) . . ?
O10 Mo3 O18 103.8(5) . . ?
O18 Mo3 O20 87.3(4) . . ?
O18 Mo3 O22 153.1(3) . . ?
O18 Mo3 O24 76.2(4) . . ?
O18 Mo3 O19 87.3(4) . . ?
O18 Mo4 O24 77.4(2) . . ?
O18 Mo4 O24 77.5(2) 2_655 . ?
O18 Mo4 O18 154.9(5) . 2_655 ?
O17 Mo4 O24 77.5(3) . . ?
O17 Mo4 O24 77.5(3) 2_655 . ?
O17 Mo4 O18 87.5(4) 2_655 2_655 ?
O17 Mo4 O18 87.1(4) . 2_655 ?
O17 Mo4 O18 87.5(4) . . ?
O17 Mo4 O18 87.1(4) 2_655 . ?
O17 Mo4 O17 155.1(5) 2_655 . ?
O8 Mo4 O24 180.0 . . ?
O8 Mo4 O18 102.5(2) . 2_655 ?
O8 Mo4 O18 102.6(2) . . ?
O8 Mo4 O17 102.5(3) . 2_655 ?
O8 Mo4 O17 102.5(3) . . ?
Mo6 O009 Mo6 180.00(6) . 7_667 ?
Mo8 O009 Mo6 89.94(4) 7_667 7_667 ?
Mo8 O009 Mo6 89.94(4) . . ?
Mo8 O009 Mo6 90.06(4) 7_667 . ?
Mo8 O009 Mo6 90.06(4) . 7_667 ?
Mo8 O009 Mo8 180.0 7_667 . ?
Mo7 O009 Mo6 90.09(5) 7_667 7_667 ?
Mo7 O009 Mo6 89.91(5) 7_667 . ?
Mo7 O009 Mo6 89.91(5) . 7_667 ?
Mo7 O009 Mo6 90.09(5) . . ?
Mo7 O009 Mo8 89.86(4) . . ?
Mo7 O009 Mo8 90.14(4) 7_667 . ?
Mo7 O009 Mo8 90.14(4) . 7_667 ?
Mo7 O009 Mo8 89.86(4) 7_667 7_667 ?
Mo7 O009 Mo7 180.0 7_667 . ?
Mo7 O16 Mo6 116.9(4) . . ?
C2 O1 Mo1 130.7(6) . . ?
C8 O2 Mo1 119.5(6) . . ?
Mo6 O15 Mo7 116.3(3) . 7_667 ?
Mo8 O11 Mo6 117.1(3) . . ?
Mo6 O14 Mo8 117.0(3) . 7_667 ?
Mo8 O13 Mo7 116.3(3) . 7_667 ?
Mo7 O12 Mo8 116.2(4) . . ?
Mo2 O21 Mo5 117.0(4) . . ?
Mo2 O20 Mo3 115.6(3) . . ?
Mo5 O22 Mo3 115.8(4) . . ?
Mo5 O24 Mo3 89.8(2) . 2_655 ?
Mo5 O24 Mo3 89.8(2) . . ?
Mo2 O24 Mo5 89.1(2) . . ?
Mo2 O24 Mo5 89.1(2) 2_655 . ?
Mo2 O24 Mo2 178.2(5) 2_655 . ?
Mo2 O24 Mo3 90.02(5) . . ?
Mo2 O24 Mo3 89.97(5) 2_655 . ?
Mo2 O24 Mo3 90.02(5) 2_655 2_655 ?
Mo2 O24 Mo3 89.97(5) . 2_655 ?
Mo3 O24 Mo3 179.5(5) 2_655 . ?
Mo4 O24 Mo5 180.0 . . ?
Mo4 O24 Mo2 90.9(2) . 2_655 ?
Mo4 O24 Mo2 90.9(2) . . ?
Mo4 O24 Mo3 90.2(2) . . ?
Mo4 O24 Mo3 90.2(2) . 2_655 ?
N2 N1 Mo1 111.8(6) . . ?
C7 N1 Mo1 128.3(7) . . ?
C7 N1 N2 120.0(8) . . ?
C8 N3 N4 118.5(8) . . ?
C9 N4 N3 115.5(9) . . ?
C8 N2 N1 113.8(8) . . ?
Mo2 O19 Mo3 117.1(4) 2_655 . ?
Mo3 O18 Mo4 116.1(4) . . ?
Mo4 O17 Mo2 115.4(4) . . ?
O1 C2 C1 124.1(9) . . ?
O1 C2 C3 113.6(9) . . ?
C1 C2 C3 121.9(10) . . ?
O2 C8 N3 120.5(10) . . ?
O2 C8 N2 121.2(9) . . ?
N2 C8 N3 118.3(9) . . ?
C19 N6 Mo1 168.4(9) . . ?
C2 C1 C7 122.2(10) . . ?
C2 C1 C6 117.6(9) . . ?
C7 C1 C6 120.0(9) . . ?
C14 C10 C11 118.4(10) . . ?
C14 C10 C9 122.5(10) . . ?
C11 C10 C9 119.1(10) . . ?
N1 C7 C1 122.0(9) . . ?
C3 C4 C5 120.3(10) . . ?
C10 C14 C13 119.9(10) . . ?
N5 C11 C10 121.6(12) . . ?
C5 C6 C1 120.8(9) . . ?
C5 C6 C15 117.4(10) . . ?
C15 C6 C1 121.7(9) . . ?
N4 C9 C10 119.3(10) . . ?
C17 C18 C5 120.6(11) . . ?
C11 N5 C12 121.1(11) . . ?
C6 C5 C4 118.6(10) . . ?
C6 C5 C18 120.5(11) . . ?
C18 C5 C4 120.9(10) . . ?
C4 C3 C2 120.7(11) . . ?
C12 C13 C14 118.7(11) . . ?
C18 C17 C16 120.3(12) . . ?
C15 C16 C17 119.2(11) . . ?
N7 C21 C22 178.4(16) . . ?
N6 C19 C20 177.8(12) . . ?
C16 C15 C6 121.9(11) . . ?
N5 C12 C13 120.2(11) . . ?
N8 C23 C24 176(3) . . ?

_olex2_date_sample_data_collection 2019-04-24
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.257
_oxdiff_exptl_absorpt_empirical_full_min 0.872
####################################################################### 
# 
# 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_H2L4pysal
_database_code_depnum_ccdc_archive 'CCDC 1986705'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
_audit_creation_date             2020-01-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
3-[(E)-[(1-hydroxyphenyl-2-yl)methylidene]amino]-1-[(E)-[(pyridin-4-yl)methylidene]amino]urea
_chemical_formula_moiety         'C14 H13 N5 O2'
_chemical_formula_sum            'C14 H13 N5 O2'
_chemical_formula_weight         283.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H15 Mo N5 O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.7355(5)
_cell_length_b                   9.1187(5)
_cell_length_c                   9.7039(5)
_cell_angle_alpha                93.758(5)
_cell_angle_beta                 93.790(5)
_cell_angle_gamma                92.877(5)
_cell_volume                     680.50(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2852
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.5280
_cell_measurement_theta_min      4.6210
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            25951
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.919
_diffrn_reflns_theta_min         4.220
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    7.00   88.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   57.0000 -120.0000 81

#__ type_ start__ end____ width___ exp.time_
  2 omega    7.00   88.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   57.0000   90.0000 81

#__ type_ start__ end____ width___ exp.time_
  3 omega  -25.00   59.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -99.0000  -30.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega  -43.00   37.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -57.0000 -180.0000 80

#__ type_ start__ end____ width___ exp.time_
  5 omega  -43.00   37.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -57.0000    0.0000 80

#__ type_ start__ end____ width___ exp.time_
  6 omega  -44.00   48.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -77.0000  120.0000 92

#__ type_ start__ end____ width___ exp.time_
  7 omega   -3.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   77.0000 -120.0000 92

#__ type_ start__ end____ width___ exp.time_
  8 omega    7.00   88.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   57.0000 -180.0000 81

#__ type_ start__ end____ width___ exp.time_
  9 omega  -25.00   59.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -99.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
 10 omega    7.00   84.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432 -140.0000  136.0000 77

#__ type_ start__ end____ width___ exp.time_
 11 omega  -25.00   59.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -99.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
 12 omega   -3.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   77.0000  -30.0000 92

#__ type_ start__ end____ width___ exp.time_
 13 omega  -46.00   40.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -37.0000 -180.0000 86

#__ type_ start__ end____ width___ exp.time_
 14 omega   -3.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   77.0000  120.0000 92

#__ type_ start__ end____ width___ exp.time_
 15 omega    1.00   78.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       22.3432 -130.0000  -50.0000 77

#__ type_ start__ end____ width___ exp.time_
 16 omega  -85.00  -35.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.4994  141.0000   92.7182 50

#__ type_ start__ end____ width___ exp.time_
 17 omega  -86.00   -8.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.4994  142.0000  -10.7523 78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0071401000
_diffrn_orient_matrix_UB_12      0.0127650000
_diffrn_orient_matrix_UB_13      -0.0707730000
_diffrn_orient_matrix_UB_21      0.0274400000
_diffrn_orient_matrix_UB_22      0.0744125000
_diffrn_orient_matrix_UB_23      0.0188612000
_diffrn_orient_matrix_UB_31      0.0875561000
_diffrn_orient_matrix_UB_32      -0.0198682000
_diffrn_orient_matrix_UB_33      0.0052350000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2221
_reflns_number_total             4700
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         4700
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1506
_refine_ls_R_factor_gt           0.0625
_refine_ls_restrained_S_all      1.012
_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)+(0.0626P)²+0.0121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1273
_refine_ls_wR_factor_ref         0.1634
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C9(H9), C7(H7), C12(H12), C14(H14), C13(H13), C6(H6), C3(H3A),
 C4(H4), C5(H5)
;
_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 0.12808(14) 0.35292(13) 0.56518(11) 0.0584(3) Uani 1 1 d . . . . .
O1 O 0.40255(15) 0.07397(15) 0.75162(14) 0.0668(4) Uani 1 1 d . . . . .
N4 N 0.21794(16) 0.46661(15) 0.23918(13) 0.0496(4) Uani 1 1 d . . . . .
N1 N 0.43549(17) 0.23676(14) 0.54169(13) 0.0473(3) Uani 1 1 d . . . . .
N2 N 0.36835(18) 0.32475(16) 0.44404(14) 0.0528(4) Uani 1 1 d . . . . .
N3 N 0.14227(18) 0.45819(18) 0.36256(14) 0.0577(4) Uani 1 1 d . . . . .
N5 N 0.35530(18) 0.60934(17) -0.23623(14) 0.0586(4) Uani 1 1 d . . . . .
C10 C 0.22109(18) 0.57305(17) 0.02231(15) 0.0434(4) Uani 1 1 d . . . . .
C11 C 0.2979(2) 0.45977(18) -0.04837(15) 0.0473(4) Uani 1 1 d . . . . .
H11 H 0.306042 0.368917 -0.010830 0.057 Uiso 1 1 calc R . . . .
C9 C 0.15638(19) 0.55990(18) 0.15935(16) 0.0479(4) Uani 1 1 d . . . . .
H9 H 0.070042 0.619720 0.188478 0.057 Uiso 1 1 calc R . . . .
C8 C 0.2092(2) 0.37507(18) 0.46280(16) 0.0487(4) Uani 1 1 d . . . . .
C1 C 0.6700(2) 0.11140(17) 0.63928(17) 0.0483(4) Uani 1 1 d . . . . .
C7 C 0.5942(2) 0.20404(17) 0.53826(16) 0.0502(4) Uani 1 1 d . . . . .
H7 H 0.661343 0.239939 0.470520 0.060 Uiso 1 1 calc R . . . .
C12 C 0.3623(2) 0.48251(19) -0.17505(16) 0.0530(4) Uani 1 1 d . . . . .
H12 H 0.413588 0.404823 -0.220555 0.064 Uiso 1 1 calc R . . . .
C2 C 0.5738(2) 0.05024(18) 0.74160(17) 0.0504(4) Uani 1 1 d . . . . .
C14 C 0.2077(2) 0.70385(18) -0.04235(17) 0.0539(4) Uani 1 1 d . . . . .
H14 H 0.152532 0.781915 -0.001044 0.065 Uiso 1 1 calc R . . . .
C13 C 0.2771(2) 0.7165(2) -0.16849(18) 0.0616(5) Uani 1 1 d . . . . .
H13 H 0.268861 0.805650 -0.209142 0.074 Uiso 1 1 calc R . . . .
C6 C 0.8447(2) 0.0822(2) 0.6382(2) 0.0674(5) Uani 1 1 d . . . . .
H6 H 0.911091 0.122797 0.572332 0.081 Uiso 1 1 calc R . . . .
C3 C 0.6520(2) -0.03830(19) 0.8354(2) 0.0653(5) Uani 1 1 d . . . . .
H3A H 0.587551 -0.079408 0.902216 0.078 Uiso 1 1 calc R . . . .
C4 C 0.8248(3) -0.0655(2) 0.8298(2) 0.0770(6) Uani 1 1 d . . . . .
H4 H 0.876335 -0.125368 0.892883 0.092 Uiso 1 1 calc R . . . .
C5 C 0.9220(3) -0.0053(2) 0.7323(3) 0.0834(7) Uani 1 1 d . . . . .
H5 H 1.039018 -0.023416 0.729710 0.100 Uiso 1 1 calc R . . . .
H2 H 0.429(3) 0.347(2) 0.379(2) 0.100 Uiso 1 1 d R . . . .
H3 H 0.049(3) 0.513(2) 0.383(2) 0.100 Uiso 1 1 d R . . . .
H1 H 0.373(3) 0.134(3) 0.686(2) 0.100 Uiso 1 1 d R . . . .


_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 1.2318(17) . ?
O1 C2 1.3617(19) . ?
N4 N3 1.3719(17) . ?
N4 C9 1.2762(19) . ?
N1 N2 1.3740(18) . ?
N1 C7 1.2802(19) . ?
N2 C8 1.355(2) . ?
N3 C8 1.3630(19) . ?
N5 C12 1.336(2) . ?
N5 C13 1.334(2) . ?
C10 C11 1.383(2) . ?
C10 C9 1.462(2) . ?
C10 C14 1.389(2) . ?
C11 C12 1.381(2) . ?
C1 C7 1.449(2) . ?
C1 C2 1.407(2) . ?
C1 C6 1.391(2) . ?
C2 C3 1.385(2) . ?
C14 C13 1.378(2) . ?
C6 C5 1.378(3) . ?
C3 C4 1.376(3) . ?
C4 C5 1.372(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N4 N3 115.51(13) . . ?
C7 N1 N2 118.67(13) . . ?
C8 N2 N1 116.99(13) . . ?
C8 N3 N4 120.91(14) . . ?
C13 N5 C12 115.83(14) . . ?
C11 C10 C9 122.90(14) . . ?
C11 C10 C14 117.04(14) . . ?
C14 C10 C9 120.05(15) . . ?
C12 C11 C10 119.54(14) . . ?
N4 C9 C10 120.24(14) . . ?
O2 C8 N2 123.60(14) . . ?
O2 C8 N3 120.21(14) . . ?
N2 C8 N3 116.16(13) . . ?
C2 C1 C7 122.43(14) . . ?
C6 C1 C7 119.79(15) . . ?
C6 C1 C2 117.77(15) . . ?
N1 C7 C1 120.41(14) . . ?
N5 C12 C11 123.98(16) . . ?
O1 C2 C1 121.96(14) . . ?
O1 C2 C3 117.78(15) . . ?
C3 C2 C1 120.25(15) . . ?
C13 C14 C10 119.15(16) . . ?
N5 C13 C14 124.40(15) . . ?
C5 C6 C1 121.71(18) . . ?
C4 C3 C2 120.06(18) . . ?
C5 C4 C3 120.77(17) . . ?
C4 C5 C6 119.43(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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(L3pysal)]2x2CH3CN
_database_code_depnum_ccdc_archive 'CCDC 1986708'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
_audit_creation_date             2020-01-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
"bis((mu-N''-(2-oxybenzylidene)-N'''-(3-pyridyl)carbonohydrazido))-tetraoxo-di-molybdenum(vi) acetonitrile solvate"
_chemical_formula_moiety         'C28 H22 Mo2 N10 O8, 2(C2 H3 N)'
_chemical_formula_sum            'C32 H28 Mo2 N12 O8'
_chemical_formula_weight         900.54
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Mo2 O8 C26 N10'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.3525(9)
_cell_length_b                   13.6312(8)
_cell_length_c                   12.5586(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.102(9)
_cell_angle_gamma                90
_cell_volume                     1745.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2696
_cell_measurement_temperature    298
_cell_measurement_theta_max      24.3880
_cell_measurement_theta_min      3.1220
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.925
_exptl_absorpt_coefficient_mu    0.789
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97511
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1097
_diffrn_reflns_av_unetI/netI     0.2347
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21021
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.810
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.944
_diffrn_reflns_theta_min         3.230
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -38.00  11.00   1.00   39.00    --   22.34 -37.00-180.00   49
  2  ω    -25.00  40.00   1.00   39.00    --   22.34 -37.00   0.00   65
  3  ω     55.00  88.00   1.00   39.00    --   22.34  57.00  30.00   33
  4  ω      8.00  67.00   1.00   39.00    --   22.34  57.00 -90.00   59
  5  ω    -47.00  92.00   1.00   39.00    --   22.34   0.00-150.00  139
  6  ω     63.00  90.00   1.00   39.00    --   22.34 179.00-120.00   27
  7  ω     60.00  87.00   1.00   39.00    --   22.34 179.00 -30.00   27
  8  ω     -4.00  45.00   1.00   39.00    --   22.34  19.00   0.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0502359000
_diffrn_orient_matrix_UB_12      0.0354296000
_diffrn_orient_matrix_UB_13      0.0271060000
_diffrn_orient_matrix_UB_21      -0.0257607000
_diffrn_orient_matrix_UB_22      0.0117069000
_diffrn_orient_matrix_UB_23      0.0406728000
_diffrn_orient_matrix_UB_31      0.0406492000
_diffrn_orient_matrix_UB_32      -0.0362864000
_diffrn_orient_matrix_UB_33      0.0395274000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_full    0.914
_reflns_Friedel_fraction_max     0.720
_reflns_number_gt                5239
_reflns_number_total             10637
_reflns_odcompleteness_completeness 99.31
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.065
_refine_diff_density_min         -1.202
_refine_diff_density_rms         0.152
_refine_ls_abs_structure_details 
;
 Flack x determined using 1405 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     489
_refine_ls_number_reflns         10637
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1846
_refine_ls_R_factor_gt           0.0793
_refine_ls_restrained_S_all      0.954
_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)+(0.0117P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.1123
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N3A(H3A), C12(H12), C7(H7), C9(H9), C13(H13), C6A(H6A), C13A(H13A),
 C12A(H12A), C7A(H7A), C11A(H11A), C9A(H9A), C14(H14), C3(H3B), C11(H11),
 C5A(H5A), C6(H6), C4A(H4A), C14A(H14A), C4(H4), C5(H5), C3A(H3AA)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C16A(H16D,H16E,H16F)
;
_atom_sites_solution_hydrogens   geom
_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 0.51155(9) 0.59552(6) 0.79619(7) 0.0243(2) Uani 1 1 d . . . . .
Mo02 Mo 0.15585(9) 0.66982(6) 0.09228(7) 0.0262(2) Uani 1 1 d . . . . .
O1A O 0.0780(6) 0.6107(6) -0.0629(5) 0.0286(19) Uani 1 1 d . . . . .
O2A O 0.3171(7) 0.7278(5) 0.2269(5) 0.0237(16) Uani 1 1 d . . . . .
O2 O 0.5328(7) 0.5356(5) 0.6590(5) 0.0226(16) Uani 1 1 d . . . . .
O1 O 0.5898(7) 0.6507(5) 0.9528(5) 0.031(2) Uani 1 1 d . . . . .
O3 O 0.3954(6) 0.6808(5) 0.7177(5) 0.0259(16) Uani 1 1 d . . . . .
N1A N 0.2729(8) 0.7475(6) 0.0146(7) 0.022(2) Uani 1 1 d . . . . .
N3 N 0.6516(8) 0.4467(6) 0.5859(7) 0.0211(19) Uani 1 1 d . . . . .
H3 H 0.715169 0.407109 0.597590 0.025 Uiso 1 1 calc R . . . .
N1 N 0.7040(8) 0.5127(6) 0.8682(7) 0.023(2) Uani 1 1 d . . . . .
N4 N 0.5647(8) 0.4711(6) 0.4728(7) 0.022(2) Uani 1 1 d . . . . .
O3A O 0.1151(6) 0.5914(6) 0.1754(5) 0.0341(17) Uani 1 1 d . . . . .
N2A N 0.3903(9) 0.7902(6) 0.0940(7) 0.025(2) Uani 1 1 d . . . . .
N4A N 0.5424(8) 0.7856(5) 0.4071(6) 0.020(2) Uani 1 1 d . . . . .
O4 O 0.4286(7) 0.5001(5) 0.8163(6) 0.0337(19) Uani 1 1 d . . . . .
O4A O 0.0548(7) 0.7677(5) 0.0659(6) 0.037(2) Uani 1 1 d . . . . .
N2 N 0.7347(9) 0.4681(6) 0.7843(7) 0.023(2) Uani 1 1 d . . . . .
C8 C 0.6380(11) 0.4850(7) 0.6804(9) 0.021(2) Uani 1 1 d . . . . .
N3A N 0.5126(9) 0.8096(6) 0.2921(7) 0.025(2) Uani 1 1 d . . . . .
H3A H 0.565287 0.846039 0.276997 0.030 Uiso 1 1 calc R . . . .
N5A N 0.6543(8) 0.7094(5) 0.7600(7) 0.022(2) Uani 1 1 d . . . . .
N5 N 0.3272(8) 0.5506(6) 0.1212(7) 0.025(2) Uani 1 1 d . . . . .
C1 C 0.7667(10) 0.5431(7) 1.0757(9) 0.023(2) Uani 1 1 d . . . . .
C12 C 0.3458(11) 0.5055(8) 0.0369(8) 0.028(3) Uani 1 1 d . . . . .
H12 H 0.295799 0.525051 -0.041243 0.033 Uiso 1 1 calc R . . . .
C7 C 0.7850(10) 0.4997(7) 0.9776(9) 0.026(3) Uani 1 1 d . . . . .
H7 H 0.858630 0.460993 0.995145 0.031 Uiso 1 1 calc R . . . .
C2 C 0.6709(11) 0.6137(8) 1.0615(9) 0.027(3) Uani 1 1 d . . . . .
C8A C 0.3990(11) 0.7758(7) 0.2009(9) 0.024(3) Uani 1 1 d . . . . .
C9 C 0.5825(10) 0.4280(7) 0.3901(8) 0.024(3) Uani 1 1 d . . . . .
H9 H 0.649665 0.382354 0.409253 0.028 Uiso 1 1 calc R . . . .
C1A C 0.1291(10) 0.7153(7) -0.1930(8) 0.024(3) Uani 1 1 d . . . . .
C13 C 0.4364(10) 0.4302(8) 0.0589(8) 0.027(3) Uani 1 1 d . . . . .
H13 H 0.445506 0.399060 -0.002975 0.033 Uiso 1 1 calc R . . . .
C6A C 0.0976(10) 0.7423(8) -0.3099(8) 0.030(3) Uani 1 1 d . . . . .
H6A H 0.148433 0.789194 -0.324194 0.036 Uiso 1 1 calc R . . . .
C10 C 0.4975(10) 0.4507(8) 0.2660(8) 0.022(2) Uani 1 1 d . . . . .
C13A C 0.8288(12) 0.8260(8) 0.8182(9) 0.031(3) Uani 1 1 d . . . . .
H13A H 0.900015 0.856452 0.878955 0.037 Uiso 1 1 calc R . . . .
C12A C 0.7554(10) 0.7564(8) 0.8431(8) 0.028(3) Uani 1 1 d . . . . .
H12A H 0.778211 0.741782 0.922136 0.034 Uiso 1 1 calc R . . . .
C15 C 0.8024(11) 0.1969(9) 0.5591(9) 0.036(3) Uani 1 1 d . . . . .
C10A C 0.6868(10) 0.8026(7) 0.6114(8) 0.023(2) Uani 1 1 d . . . . .
N6 N 0.8185(10) 0.2790(7) 0.5760(8) 0.045(3) Uani 1 1 d . . . . .
C7A C 0.2422(10) 0.7581(8) -0.0969(9) 0.029(3) Uani 1 1 d . . . . .
H7A H 0.297355 0.796460 -0.116720 0.035 Uiso 1 1 calc R . . . .
C11A C 0.6207(10) 0.7343(7) 0.6470(8) 0.025(3) Uani 1 1 d . . . . .
H11A H 0.547939 0.703582 0.588292 0.030 Uiso 1 1 calc R . . . .
C9A C 0.6464(11) 0.8247(7) 0.4858(8) 0.026(3) Uani 1 1 d . . . . .
H9A H 0.696138 0.866969 0.463728 0.031 Uiso 1 1 calc R . . . .
C14 C 0.5118(10) 0.4033(7) 0.1743(8) 0.027(3) Uani 1 1 d . . . . .
H14 H 0.572823 0.353087 0.191483 0.032 Uiso 1 1 calc R . . . .
C3 C 0.6630(10) 0.6520(8) 1.1598(8) 0.029(3) Uani 1 1 d . . . . .
H3B H 0.603606 0.702314 1.149682 0.035 Uiso 1 1 calc R . . . .
C11 C 0.4017(10) 0.5238(7) 0.2340(8) 0.023(2) Uani 1 1 d . . . . .
H11 H 0.388948 0.555377 0.293674 0.028 Uiso 1 1 calc R . . . .
C5A C -0.0064(11) 0.7010(7) -0.4039(8) 0.031(3) Uani 1 1 d . . . . .
H5A H -0.026881 0.720185 -0.481099 0.037 Uiso 1 1 calc R . . . .
C6 C 0.8486(11) 0.5109(8) 1.1918(9) 0.031(3) Uani 1 1 d . . . . .
H6 H 0.912545 0.463976 1.203443 0.038 Uiso 1 1 calc R . . . .
C2A C 0.0518(10) 0.6443(8) -0.1728(9) 0.027(3) Uani 1 1 d . . . . .
C4A C -0.0815(11) 0.6295(8) -0.3818(9) 0.034(3) Uani 1 1 d . . . . .
H4A H -0.151800 0.600840 -0.445199 0.040 Uiso 1 1 calc R . . . .
C14A C 0.7933(11) 0.8491(7) 0.7008(9) 0.030(3) Uani 1 1 d . . . . .
H14A H 0.840693 0.895798 0.681661 0.036 Uiso 1 1 calc R . . . .
C16 C 0.7853(10) 0.0921(9) 0.5401(8) 0.045(3) Uani 1 1 d . . . . .
H16A H 0.800699 0.074047 0.473398 0.067 Uiso 1 1 calc GR . . . .
H16B H 0.697393 0.074372 0.524775 0.067 Uiso 1 1 calc GR . . . .
H16C H 0.846375 0.058249 0.609519 0.067 Uiso 1 1 calc GR . . . .
C4 C 0.7404(11) 0.6180(8) 1.2723(9) 0.035(3) Uani 1 1 d . . . . .
H4 H 0.729114 0.641787 1.336614 0.041 Uiso 1 1 calc R . . . .
C5 C 0.8355(11) 0.5479(8) 1.2890(8) 0.033(3) Uani 1 1 d . . . . .
H5 H 0.890255 0.525879 1.364934 0.039 Uiso 1 1 calc R . . . .
C3A C -0.0531(10) 0.6009(9) -0.2677(8) 0.034(3) Uani 1 1 d . . . . .
H3AA H -0.103467 0.553141 -0.254222 0.040 Uiso 1 1 calc R . . . .
C16A C -0.0941(14) 0.8538(10) 0.2072(11) 0.068(5) Uani 1 1 d . . . . .
H16D H -0.175938 0.837977 0.140969 0.102 Uiso 1 1 calc GR . . . .
H16E H -0.037354 0.797652 0.227876 0.102 Uiso 1 1 calc GR . . . .
H16F H -0.053367 0.907357 0.186375 0.102 Uiso 1 1 calc GR . . . .
N6A N -0.1315(17) 0.9073(11) 0.3858(14) 0.115(6) Uani 1 1 d . . . . .
C15A C -0.1175(17) 0.8814(12) 0.3064(16) 0.074(5) Uani 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
Mo01 O2 2.015(6) . ?
Mo01 O1 1.919(6) . ?
Mo01 O3 1.708(6) . ?
Mo01 N1 2.264(8) . ?
Mo01 O4 1.688(7) . ?
Mo01 N5A 2.427(8) . ?
Mo02 O1A 1.927(6) . ?
Mo02 O2A 2.028(6) . ?
Mo02 N1A 2.231(8) . ?
Mo02 O3A 1.694(7) . ?
Mo02 O4A 1.695(7) . ?
Mo02 N5 2.437(8) . ?
O1A C2A 1.358(10) . ?
O2A C8A 1.292(12) . ?
O2 C8 1.300(11) . ?
O1 C2 1.364(11) . ?
N1A N2A 1.393(11) . ?
N1A C7A 1.294(11) . ?
N3 N4 1.367(9) . ?
N3 C8 1.367(11) . ?
N1 N2 1.387(11) . ?
N1 C7 1.286(11) . ?
N4 C9 1.284(11) . ?
N2A C8A 1.317(11) . ?
N4A N3A 1.370(9) . ?
N4A C9A 1.276(12) . ?
N2 C8 1.305(12) . ?
N3A C8A 1.374(12) . ?
N5A C12A 1.328(12) . ?
N5A C11A 1.341(11) . ?
N5 C12 1.318(12) . ?
N5 C11 1.342(11) . ?
C1 C7 1.461(13) . ?
C1 C2 1.404(14) . ?
C1 C6 1.410(13) . ?
C12 C13 1.392(14) . ?
C2 C3 1.379(13) . ?
C9 C10 1.460(12) . ?
C1A C6A 1.399(12) . ?
C1A C7A 1.443(13) . ?
C1A C2A 1.402(13) . ?
C13 C14 1.370(12) . ?
C6A C5A 1.370(13) . ?
C10 C14 1.390(12) . ?
C10 C11 1.397(14) . ?
C13A C12A 1.386(14) . ?
C13A C14A 1.384(13) . ?
C15 N6 1.139(13) . ?
C15 C16 1.447(15) . ?
C10A C11A 1.387(13) . ?
C10A C9A 1.467(12) . ?
C10A C14A 1.390(13) . ?
C3 C4 1.375(12) . ?
C5A C4A 1.400(13) . ?
C6 C5 1.388(14) . ?
C2A C3A 1.392(13) . ?
C4A C3A 1.380(13) . ?
C4 C5 1.386(14) . ?
C16A C15A 1.433(18) . ?
N6A C15A 1.132(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mo01 N1 71.5(3) . . ?
O2 Mo01 N5A 76.0(3) . . ?
O1 Mo01 O2 149.2(3) . . ?
O1 Mo01 N1 81.7(3) . . ?
O1 Mo01 N5A 84.0(3) . . ?
O3 Mo01 O2 97.7(3) . . ?
O3 Mo01 O1 102.5(3) . . ?
O3 Mo01 N1 159.1(3) . . ?
O3 Mo01 N5A 82.3(3) . . ?
N1 Mo01 N5A 77.7(3) . . ?
O4 Mo01 O2 95.8(3) . . ?
O4 Mo01 O1 100.7(3) . . ?
O4 Mo01 O3 105.7(3) . . ?
O4 Mo01 N1 93.4(3) . . ?
O4 Mo01 N5A 169.4(3) . . ?
O1A Mo02 O2A 148.3(3) . . ?
O1A Mo02 N1A 81.5(3) . . ?
O1A Mo02 N5 81.5(3) . . ?
O2A Mo02 N1A 71.8(3) . . ?
O2A Mo02 N5 76.5(3) . . ?
N1A Mo02 N5 78.0(3) . . ?
O3A Mo02 O1A 103.4(3) . . ?
O3A Mo02 O2A 97.1(3) . . ?
O3A Mo02 N1A 160.9(3) . . ?
O3A Mo02 O4A 105.8(4) . . ?
O3A Mo02 N5 84.5(3) . . ?
O4A Mo02 O1A 99.3(3) . . ?
O4A Mo02 O2A 98.1(3) . . ?
O4A Mo02 N1A 91.3(3) . . ?
O4A Mo02 N5 169.1(3) . . ?
C2A O1A Mo02 133.2(7) . . ?
C8A O2A Mo02 118.2(6) . . ?
C8 O2 Mo01 118.9(6) . . ?
C2 O1 Mo01 133.3(6) . . ?
N2A N1A Mo02 116.8(6) . . ?
C7A N1A Mo02 126.7(7) . . ?
C7A N1A N2A 116.5(9) . . ?
C8 N3 N4 120.2(8) . . ?
N2 N1 Mo01 115.8(6) . . ?
C7 N1 Mo01 127.3(7) . . ?
C7 N1 N2 116.8(8) . . ?
C9 N4 N3 115.5(9) . . ?
C8A N2A N1A 106.7(9) . . ?
C9A N4A N3A 115.5(9) . . ?
C8 N2 N1 107.5(8) . . ?
O2 C8 N3 117.9(9) . . ?
O2 C8 N2 126.4(9) . . ?
N2 C8 N3 115.7(9) . . ?
N4A N3A C8A 120.3(9) . . ?
C12A N5A Mo01 125.3(7) . . ?
C12A N5A C11A 117.1(9) . . ?
C11A N5A Mo01 117.2(7) . . ?
C12 N5 Mo02 126.2(7) . . ?
C12 N5 C11 118.1(9) . . ?
C11 N5 Mo02 115.4(7) . . ?
C2 C1 C7 124.0(9) . . ?
C2 C1 C6 117.8(10) . . ?
C6 C1 C7 118.2(9) . . ?
N5 C12 C13 123.3(9) . . ?
N1 C7 C1 123.1(10) . . ?
O1 C2 C1 121.6(10) . . ?
O1 C2 C3 118.4(10) . . ?
C3 C2 C1 119.9(10) . . ?
O2A C8A N2A 126.4(10) . . ?
O2A C8A N3A 118.4(9) . . ?
N2A C8A N3A 115.0(10) . . ?
N4 C9 C10 120.0(9) . . ?
C6A C1A C7A 119.6(10) . . ?
C6A C1A C2A 118.7(10) . . ?
C2A C1A C7A 121.7(9) . . ?
C14 C13 C12 118.0(9) . . ?
C5A C6A C1A 121.4(10) . . ?
C14 C10 C9 121.5(10) . . ?
C14 C10 C11 116.9(9) . . ?
C11 C10 C9 121.6(9) . . ?
C14A C13A C12A 118.3(10) . . ?
N5A C12A C13A 123.4(9) . . ?
N6 C15 C16 178.5(13) . . ?
C11A C10A C9A 121.8(9) . . ?
C11A C10A C14A 116.6(9) . . ?
C14A C10A C9A 121.6(10) . . ?
N1A C7A C1A 125.3(10) . . ?
N5A C11A C10A 124.6(9) . . ?
N4A C9A C10A 119.4(10) . . ?
C13 C14 C10 120.4(10) . . ?
C4 C3 C2 121.9(11) . . ?
N5 C11 C10 123.2(9) . . ?
C6A C5A C4A 119.0(9) . . ?
C5 C6 C1 121.3(10) . . ?
O1A C2A C1A 122.8(9) . . ?
O1A C2A C3A 116.7(10) . . ?
C3A C2A C1A 120.4(9) . . ?
C3A C4A C5A 121.2(11) . . ?
C13A C14A C10A 119.9(11) . . ?
C3 C4 C5 119.4(10) . . ?
C4 C5 C6 119.7(10) . . ?
C4A C3A C2A 119.3(11) . . ?
N6A C15A C16A 176(2) . . ?

_olex2_date_sample_data_collection 2017-03-09
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.072
_oxdiff_exptl_absorpt_empirical_full_min 0.957
####################################################################### 
# 
# 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(L3pysal)(CH3OH)]
_database_code_depnum_ccdc_archive 'CCDC 1986707'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
_audit_creation_date             2020-02-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
(mu-N''-(2-oxybenzylidene)-N'''-(3-pyridyl)carbonohydrazido)(O-methanol)-dioxomolybdenum(vi)
_chemical_formula_moiety         'C15 H15 Mo N5 O5'
_chemical_formula_sum            'C15 H15 Mo N5 O5'
_chemical_formula_weight         441.26
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.7443(3)
_cell_length_b                   19.3301(6)
_cell_length_c                   11.3770(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.632(3)
_cell_angle_gamma                90
_cell_volume                     1702.42(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4201
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.1190
_cell_measurement_theta_min      3.1220
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.855
_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.722
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1073
_diffrn_reflns_av_unetI/netI     0.0727
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            30874
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.994
_diffrn_reflns_theta_min         3.141
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     63.00  91.00   1.00   25.00    --   22.19   0.00  60.00   28
  2  ω     -2.00  33.00   1.00   25.00    --   22.19  83.00 100.00   35
  3  ω     -1.00  89.00   1.00   25.00    --   22.19  77.00-180.00   90
  4  ω      7.00  91.00   1.00   25.00    --   22.19  37.00 120.00   84
  5  ω    -46.00  27.00   1.00   25.00    --   22.19 -37.00 -60.00   73
  6  ω    -43.00  47.00   1.00   25.00    --   22.19 -77.00  60.00   90
  7  ω    -24.00  59.00   1.00   25.00    --   22.19 -99.00 -90.00   83
  8  ω     -3.00  65.00   1.00   25.00    --   22.19  77.00 -90.00   68
  9  ω     23.00  59.00   1.00   25.00    --   22.19 -99.00   0.00   36
 10  ω     -1.00  59.00   1.00   25.00    --   22.19 -99.00-180.00   60
 11  ω      0.00  85.00   1.00   25.00    --   22.19  77.00   0.00   85
 12  ω    -41.00  44.00   1.00   25.00    --   22.19   0.00  60.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2583
_reflns_number_total             4100
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.727
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         4100
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      0.994
_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)+(0.0346P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0983
_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. Restrained distances
 O5-H5
 0.82 with sigma of 0.02
 H3-N3
 0.86 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14), C3(H3A), C6(H6),
 C5(H5A), C4(H4)
3.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.52886(5) 0.53992(2) 0.80258(3) 0.03781(13) Uani 1 1 d . . . . .
O2 O 0.5875(3) 0.60956(12) 0.6768(2) 0.0415(7) Uani 1 1 d . . . . .
O5 O 0.2869(4) 0.52802(14) 0.6722(2) 0.0438(7) Uani 1 1 d D . . . .
O1 O 0.4625(4) 0.44851(13) 0.8470(2) 0.0485(7) Uani 1 1 d . . . . .
O4 O 0.3914(4) 0.59315(14) 0.8732(2) 0.0524(8) Uani 1 1 d . . . . .
N1 N 0.6312(4) 0.48211(14) 0.6467(3) 0.0311(7) Uani 1 1 d . . . . .
N2 N 0.6951(4) 0.52366(14) 0.5568(3) 0.0329(7) Uani 1 1 d . . . . .
O3 O 0.7211(4) 0.54712(15) 0.8745(2) 0.0589(8) Uani 1 1 d . . . . .
N3 N 0.7188(4) 0.64066(16) 0.5139(3) 0.0367(8) Uani 1 1 d D . . . .
N4 N 0.8067(4) 0.62643(15) 0.4141(3) 0.0348(7) Uani 1 1 d . . . . .
N5 N 1.0694(4) 0.72707(16) 0.0794(3) 0.0431(8) Uani 1 1 d . . . . .
C8 C 0.6672(5) 0.58883(19) 0.5835(3) 0.0329(8) Uani 1 1 d . . . . .
C7 C 0.6436(4) 0.41616(18) 0.6336(3) 0.0346(9) Uani 1 1 d . . . . .
H7 H 0.694401 0.400045 0.565784 0.042 Uiso 1 1 calc R . . . .
C10 C 0.9351(4) 0.67037(19) 0.2416(3) 0.0323(8) Uani 1 1 d . . . . .
C9 C 0.8469(5) 0.67859(19) 0.3520(3) 0.0348(9) Uani 1 1 d . . . . .
H9 H 0.819308 0.722783 0.377708 0.042 Uiso 1 1 calc R . . . .
C2 C 0.5004(5) 0.38257(19) 0.8183(3) 0.0349(9) Uani 1 1 d . . . . .
C1 C 0.5849(5) 0.36565(18) 0.7158(3) 0.0359(9) Uani 1 1 d . . . . .
C11 C 0.9891(5) 0.72840(19) 0.1824(3) 0.0385(9) Uani 1 1 d . . . . .
H11 H 0.968472 0.771331 0.216151 0.046 Uiso 1 1 calc R . . . .
C12 C 1.0968(5) 0.6645(2) 0.0329(3) 0.0463(10) Uani 1 1 d . . . . .
H12 H 1.153193 0.662057 -0.038036 0.056 Uiso 1 1 calc R . . . .
C13 C 1.0461(5) 0.6040(2) 0.0843(4) 0.0478(11) Uani 1 1 d . . . . .
H13 H 1.066502 0.561799 0.047955 0.057 Uiso 1 1 calc R . . . .
C14 C 0.9649(5) 0.6063(2) 0.1901(3) 0.0416(10) Uani 1 1 d . . . . .
H14 H 0.930455 0.565795 0.226684 0.050 Uiso 1 1 calc R . . . .
C3 C 0.4455(5) 0.3308(2) 0.8952(4) 0.0463(10) Uani 1 1 d . . . . .
H3A H 0.389836 0.342511 0.963745 0.056 Uiso 1 1 calc R . . . .
C6 C 0.6096(5) 0.2953(2) 0.6907(4) 0.0448(10) Uani 1 1 d . . . . .
H6 H 0.663290 0.282975 0.621612 0.054 Uiso 1 1 calc R . . . .
C5 C 0.5567(6) 0.2442(2) 0.7652(4) 0.0532(12) Uani 1 1 d . . . . .
H5A H 0.575040 0.197842 0.747399 0.064 Uiso 1 1 calc R . . . .
C4 C 0.4750(6) 0.2628(2) 0.8680(4) 0.0544(12) Uani 1 1 d . . . . .
H4 H 0.439757 0.228410 0.919290 0.065 Uiso 1 1 calc R . . . .
C15 C 0.1397(6) 0.5704(2) 0.6701(4) 0.0623(13) Uani 1 1 d . . . . .
H15A H 0.067450 0.558975 0.602923 0.093 Uiso 1 1 calc GR . . . .
H15B H 0.174252 0.618034 0.665303 0.093 Uiso 1 1 calc GR . . . .
H15C H 0.076798 0.563327 0.740552 0.093 Uiso 1 1 calc GR . . . .
H5 H 0.307(6) 0.516(2) 0.607(2) 0.075 Uiso 1 1 d DR . . . .
H3 H 0.685(5) 0.6810(12) 0.530(3) 0.056(13) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O2 2.025(2) . ?
Mo1 O5 2.368(3) . ?
Mo1 O1 1.912(3) . ?
Mo1 O4 1.699(3) . ?
Mo1 N1 2.259(3) . ?
Mo1 O3 1.684(3) . ?
O2 C8 1.307(4) . ?
O5 C15 1.404(5) . ?
O1 C2 1.350(4) . ?
N1 N2 1.402(4) . ?
N1 C7 1.287(4) . ?
N2 C8 1.315(4) . ?
N3 N4 1.368(4) . ?
N3 C8 1.344(4) . ?
N4 C9 1.275(4) . ?
N5 C11 1.343(4) . ?
N5 C12 1.339(5) . ?
C7 C1 1.435(5) . ?
C10 C9 1.455(5) . ?
C10 C11 1.379(5) . ?
C10 C14 1.391(5) . ?
C2 C1 1.392(5) . ?
C2 C3 1.402(5) . ?
C1 C6 1.404(5) . ?
C12 C13 1.370(5) . ?
C13 C14 1.375(5) . ?
C3 C4 1.372(5) . ?
C6 C5 1.373(5) . ?
C5 C4 1.393(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mo1 O5 79.12(10) . . ?
O2 Mo1 N1 71.55(10) . . ?
O1 Mo1 O2 150.24(11) . . ?
O1 Mo1 O5 82.07(11) . . ?
O1 Mo1 N1 81.55(10) . . ?
O4 Mo1 O2 95.02(11) . . ?
O4 Mo1 O5 81.94(11) . . ?
O4 Mo1 O1 104.96(12) . . ?
O4 Mo1 N1 155.43(12) . . ?
N1 Mo1 O5 75.47(10) . . ?
O3 Mo1 O2 94.35(12) . . ?
O3 Mo1 O5 170.19(12) . . ?
O3 Mo1 O1 100.85(13) . . ?
O3 Mo1 O4 106.10(14) . . ?
O3 Mo1 N1 95.59(12) . . ?
C8 O2 Mo1 119.4(2) . . ?
C15 O5 Mo1 125.6(3) . . ?
C2 O1 Mo1 138.3(2) . . ?
N2 N1 Mo1 115.36(19) . . ?
C7 N1 Mo1 127.6(3) . . ?
C7 N1 N2 117.0(3) . . ?
C8 N2 N1 108.5(3) . . ?
C8 N3 N4 120.1(3) . . ?
C9 N4 N3 115.9(3) . . ?
C12 N5 C11 116.4(3) . . ?
O2 C8 N2 124.4(3) . . ?
O2 C8 N3 113.9(3) . . ?
N2 C8 N3 121.7(3) . . ?
N1 C7 C1 124.9(3) . . ?
C11 C10 C9 119.3(3) . . ?
C11 C10 C14 117.5(3) . . ?
C14 C10 C9 123.2(3) . . ?
N4 C9 C10 121.4(3) . . ?
O1 C2 C1 122.3(3) . . ?
O1 C2 C3 116.8(4) . . ?
C1 C2 C3 120.8(4) . . ?
C2 C1 C7 123.4(3) . . ?
C2 C1 C6 117.9(3) . . ?
C6 C1 C7 118.6(4) . . ?
N5 C11 C10 124.4(4) . . ?
N5 C12 C13 123.5(4) . . ?
C12 C13 C14 119.3(4) . . ?
C13 C14 C10 118.9(4) . . ?
C4 C3 C2 119.2(4) . . ?
C5 C6 C1 121.8(4) . . ?
C6 C5 C4 118.9(4) . . ?
C3 C4 C5 121.3(4) . . ?

_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
;
####################################################################### 
# 
# 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_(H3L4pynaf)2Mo6O19
_database_code_depnum_ccdc_archive 'CCDC 1986699'
loop_
_audit_author_name
_audit_author_address
'Edi Topic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_(H3L4pynaf)2Mo6O19  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         18 Note
RESPONSE: Some low-angle reflections were affected by beam-stop.
;
# Added during the CSD deposition process: Thursday 27 February 2020 10:49 AM
# end Validation Reply Form

_audit_creation_date             2019-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
"bis[2-(4-pyridinium)-2'-(2-hydroxynaphthyl)-(carbonylbis(hydrazin-2-yl-1-ylidenemethylylidene)] hexamolybdate"
_chemical_formula_moiety         'Mo6 O19, 2(C18 H16 N5 O2)'
_chemical_formula_sum            'C36 H32 Mo6 N10 O23'
_chemical_formula_weight         1548.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         Mo
_chemical_oxdiff_usercomment     4pynaf+MoO2(acac)2-acn-presuseno
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.3887(3)
_cell_length_b                   17.2816(5)
_cell_length_c                   14.7114(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.236(4)
_cell_angle_gamma                90
_cell_volume                     2303.05(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8825
_cell_measurement_temperature    298
_cell_measurement_theta_max      29.9290
_cell_measurement_theta_min      4.4320
_shelx_estimated_absorpt_T_max   0.921
_shelx_estimated_absorpt_T_min   0.850
_exptl_absorpt_coefficient_mu    1.683
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    2.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1508
_exptl_crystal_preparation       
'Slow hydrolysis of acetonitrile solution of L4pynaf and MoO2(acac)2.'
_exptl_crystal_recrystallization_method 'Same as preparation'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0854
_diffrn_reflns_av_unetI/netI     0.0772
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            43795
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.970
_diffrn_reflns_theta_min         4.192
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -3.00   89.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   77.0000   30.0000 92

#__ type_ start__ end____ width___ exp.time_
  2 omega   -3.00   89.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   77.0000  150.0000 92

#__ type_ start__ end____ width___ exp.time_
  3 omega  -12.00   68.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432 -114.0000  -25.0000 80

#__ type_ start__ end____ width___ exp.time_
  4 omega  -43.00   37.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -57.0000    0.0000 80

#__ type_ start__ end____ width___ exp.time_
  5 omega  -25.00   59.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432  -99.0000   90.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega  -47.00   92.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432    0.0000   60.0000 139

#__ type_ start__ end____ width___ exp.time_
  7 omega    7.00   88.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       22.3432   57.0000  -90.0000 81

#__ type_ start__ end____ width___ exp.time_
  8 omega  -93.00  -41.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -22.4994  179.0000  120.0000 52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0189615000
_diffrn_orient_matrix_UB_12      -0.0381567000
_diffrn_orient_matrix_UB_13      -0.0166015000
_diffrn_orient_matrix_UB_21      0.0147704000
_diffrn_orient_matrix_UB_22      -0.0134137000
_diffrn_orient_matrix_UB_23      0.0471287000
_diffrn_orient_matrix_UB_31      -0.0744989000
_diffrn_orient_matrix_UB_32      0.0070501000
_diffrn_orient_matrix_UB_33      -0.0002244000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_special_details          N/A
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5336
_reflns_number_total             7902
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.842
_refine_diff_density_min         -0.949
_refine_diff_density_rms         0.178
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         7902
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0476
_refine_ls_restrained_S_all      1.043
_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)+(0.0355P)²+0.6409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.1005
_refine_special_details          N/A
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H) groups
2. Restrained distances
 O1-H1
 0.82 with sigma of 0.02
 N2-H2 = N3-H3 = N5-H5
 0.88 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9), C3(H3A), C4(H4), C11(H11), C18(H18), C12(H12), C13(H13),
 C17(H17), C15(H15), C16(H16), C14(H14)
;
_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
Mo3 Mo 0.86422(4) -0.05081(2) 0.35578(2) 0.02021(9) Uani 1 1 d . . . . .
Mo1 Mo 0.98569(4) 0.12132(2) 0.43331(2) 0.02023(9) Uani 1 1 d . . . . .
Mo2 Mo 1.21832(4) -0.02245(2) 0.45767(3) 0.02140(9) Uani 1 1 d . . . . .
O12 O 1.000000 0.000000 0.500000 0.0171(7) Uani 1 2 d S T P . .
O11 O 0.9098(3) -0.13823(15) 0.43075(19) 0.0214(6) Uani 1 1 d . . . . .
O10 O 0.7175(3) -0.01912(15) 0.40808(19) 0.0227(6) Uani 1 1 d . . . . .
O6 O 0.8095(3) 0.11695(15) 0.4770(2) 0.0232(6) Uani 1 1 d . . . . .
O8 O 1.0789(3) -0.05475(15) 0.35128(19) 0.0225(6) Uani 1 1 d . . . . .
O9 O 0.8955(3) 0.06046(15) 0.32932(19) 0.0227(6) Uani 1 1 d . . . . .
O7 O 1.1767(3) 0.08402(15) 0.42563(19) 0.0221(6) Uani 1 1 d . . . . .
O1 O 0.8039(3) 0.51906(17) 0.5250(2) 0.0297(7) Uani 1 1 d D . . . .
O5 O 0.7735(3) -0.08511(17) 0.2481(2) 0.0292(7) Uani 1 1 d . . . . .
O3 O 0.9822(3) 0.21158(16) 0.3895(2) 0.0282(7) Uani 1 1 d . . . . .
O2 O 0.7661(3) 0.31870(16) 0.4769(2) 0.0278(7) Uani 1 1 d . . . . .
O4 O 1.3796(3) -0.03683(17) 0.4311(2) 0.0310(7) Uani 1 1 d . . . . .
N4 N 0.4536(3) 0.22917(19) 0.3366(2) 0.0207(7) Uani 1 1 d . . . . .
N2 N 0.5535(4) 0.37031(19) 0.3840(3) 0.0244(7) Uani 1 1 d D . . . .
N3 N 0.5902(3) 0.23783(19) 0.3957(2) 0.0211(7) Uani 1 1 d D . . . .
N1 N 0.6056(4) 0.44259(19) 0.4137(2) 0.0235(7) Uani 1 1 d . . . . .
N5 N -0.0092(4) 0.1302(2) 0.1238(3) 0.0284(8) Uani 1 1 d D . . . .
C8 C 0.6435(4) 0.3104(2) 0.4220(3) 0.0210(8) Uani 1 1 d . . . . .
C7 C 0.5249(4) 0.5028(2) 0.3899(3) 0.0229(8) Uani 1 1 d . . . . .
H7 H 0.429935 0.498608 0.350371 0.027 Uiso 1 1 calc R . . . .
C9 C 0.4058(4) 0.1603(2) 0.3160(3) 0.0196(8) Uani 1 1 d . . . . .
H9 H 0.462007 0.117654 0.342453 0.024 Uiso 1 1 calc R . . . .
C1 C 0.5840(4) 0.5777(2) 0.4256(3) 0.0211(8) Uani 1 1 d . . . . .
C2 C 0.7205(4) 0.5821(2) 0.4936(3) 0.0223(8) Uani 1 1 d . . . . .
C3 C 0.7792(4) 0.6539(2) 0.5314(3) 0.0240(9) Uani 1 1 d . . . . .
H3A H 0.868944 0.655567 0.577136 0.029 Uiso 1 1 calc R . . . .
C10 C 0.2600(4) 0.1503(2) 0.2495(3) 0.0189(8) Uani 1 1 d . . . . .
C4 C 0.7051(4) 0.7205(2) 0.5013(3) 0.0238(8) Uani 1 1 d . . . . .
H4 H 0.745086 0.767350 0.526978 0.029 Uiso 1 1 calc R . . . .
C11 C 0.2043(4) 0.0765(2) 0.2233(3) 0.0224(8) Uani 1 1 d . . . . .
H11 H 0.259709 0.033337 0.248531 0.027 Uiso 1 1 calc R . . . .
C18 C 0.3655(4) 0.6500(2) 0.3268(3) 0.0251(9) Uani 1 1 d . . . . .
H18 H 0.320381 0.603988 0.301977 0.030 Uiso 1 1 calc R . . . .
C12 C 0.0689(4) 0.0669(2) 0.1607(3) 0.0254(9) Uani 1 1 d . . . . .
H12 H 0.031463 0.017595 0.143882 0.030 Uiso 1 1 calc R . . . .
C13 C 0.0403(4) 0.2022(2) 0.1470(3) 0.0290(10) Uani 1 1 d . . . . .
H13 H -0.016181 0.244472 0.119720 0.035 Uiso 1 1 calc R . . . .
C6 C 0.5049(4) 0.6483(2) 0.3944(3) 0.0201(8) Uani 1 1 d . . . . .
C5 C 0.5683(4) 0.7203(2) 0.4315(3) 0.0212(8) Uani 1 1 d . . . . .
C17 C 0.2966(5) 0.7197(3) 0.2980(3) 0.0294(10) Uani 1 1 d . . . . .
H17 H 0.205453 0.719831 0.253587 0.035 Uiso 1 1 calc R . . . .
C15 C 0.4949(4) 0.7903(2) 0.3986(3) 0.0271(9) Uani 1 1 d . . . . .
H15 H 0.538381 0.837219 0.421350 0.033 Uiso 1 1 calc R . . . .
C16 C 0.3605(5) 0.7897(3) 0.3337(3) 0.0312(10) Uani 1 1 d . . . . .
H16 H 0.311946 0.836047 0.313606 0.037 Uiso 1 1 calc R . . . .
C14 C 0.1736(4) 0.2136(2) 0.2107(3) 0.0264(9) Uani 1 1 d . . . . .
H14 H 0.206466 0.263536 0.228156 0.032 Uiso 1 1 calc R . . . .
H5 H -0.088(3) 0.126(3) 0.080(2) 0.032 Uiso 1 1 d DR . . . .
H3 H 0.639(4) 0.1994(19) 0.429(3) 0.032 Uiso 1 1 d DR . . . .
H2 H 0.466(3) 0.360(2) 0.352(3) 0.032 Uiso 1 1 d DR . . . .
H1 H 0.765(5) 0.4805(17) 0.502(3) 0.032 Uiso 1 1 d DR . . . .


_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
Mo3 O12 2.3402(3) . ?
Mo3 O11 1.853(3) . ?
Mo3 O10 1.829(3) . ?
Mo3 O8 2.035(3) . ?
Mo3 O9 1.999(3) . ?
Mo3 O5 1.697(3) . ?
Mo1 O12 2.3037(3) . ?
Mo1 O11 2.004(3) 3_756 ?
Mo1 O6 1.927(3) . ?
Mo1 O9 1.866(3) . ?
Mo1 O7 1.936(3) . ?
Mo1 O3 1.685(3) . ?
Mo2 O12 2.3261(3) . ?
Mo2 O10 2.038(3) 3_756 ?
Mo2 O6 1.947(3) 3_756 ?
Mo2 O8 1.844(3) . ?
Mo2 O7 1.914(3) . ?
Mo2 O4 1.679(3) . ?
O1 C2 1.351(5) . ?
O2 C8 1.229(4) . ?
N4 N3 1.355(4) . ?
N4 C9 1.280(5) . ?
N2 N1 1.370(4) . ?
N2 C8 1.360(5) . ?
N3 C8 1.368(5) . ?
N1 C7 1.281(5) . ?
N5 C12 1.350(5) . ?
N5 C13 1.340(5) . ?
C7 C1 1.451(5) . ?
C9 C10 1.468(5) . ?
C1 C2 1.406(5) . ?
C1 C6 1.440(5) . ?
C2 C3 1.411(5) . ?
C3 C4 1.358(5) . ?
C10 C11 1.394(5) . ?
C10 C14 1.391(5) . ?
C4 C5 1.418(5) . ?
C11 C12 1.370(5) . ?
C18 C6 1.421(5) . ?
C18 C17 1.379(6) . ?
C13 C14 1.366(5) . ?
C6 C5 1.425(5) . ?
C5 C15 1.412(5) . ?
C17 C16 1.392(6) . ?
C15 C16 1.367(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Mo3 O12 77.33(8) . . ?
O11 Mo3 O8 85.21(11) . . ?
O11 Mo3 O9 151.33(11) . . ?
O10 Mo3 O12 78.30(8) . . ?
O10 Mo3 O11 94.32(12) . . ?
O10 Mo3 O8 152.29(11) . . ?
O10 Mo3 O9 87.67(12) . . ?
O8 Mo3 O12 74.57(7) . . ?
O9 Mo3 O12 75.08(8) . . ?
O9 Mo3 O8 80.11(11) . . ?
O5 Mo3 O12 176.46(10) . . ?
O5 Mo3 O11 104.58(13) . . ?
O5 Mo3 O10 104.39(13) . . ?
O5 Mo3 O8 102.51(12) . . ?
O5 Mo3 O9 102.58(13) . . ?
O11 Mo1 O12 75.48(7) 3_756 . ?
O6 Mo1 O12 77.38(8) . . ?
O6 Mo1 O11 84.90(11) . 3_756 ?
O6 Mo1 O7 153.58(11) . . ?
O9 Mo1 O12 78.42(8) . . ?
O9 Mo1 O11 153.88(11) . 3_756 ?
O9 Mo1 O6 90.41(12) . . ?
O9 Mo1 O7 89.54(12) . . ?
O7 Mo1 O12 76.74(8) . . ?
O7 Mo1 O11 83.61(11) . 3_756 ?
O3 Mo1 O12 176.98(10) . . ?
O3 Mo1 O11 101.64(12) . 3_756 ?
O3 Mo1 O6 103.41(13) . . ?
O3 Mo1 O9 104.44(13) . . ?
O3 Mo1 O7 102.18(12) . . ?
O10 Mo2 O12 74.84(7) 3_756 . ?
O6 Mo2 O12 76.45(8) 3_756 . ?
O6 Mo2 O10 82.01(11) 3_756 3_756 ?
O8 Mo2 O12 78.38(8) . . ?
O8 Mo2 O10 153.19(11) . 3_756 ?
O8 Mo2 O6 90.43(11) . 3_756 ?
O8 Mo2 O7 91.63(12) . . ?
O7 Mo2 O12 76.60(8) . . ?
O7 Mo2 O10 83.63(11) . 3_756 ?
O7 Mo2 O6 151.95(11) . 3_756 ?
O4 Mo2 O12 177.69(11) . . ?
O4 Mo2 O10 102.88(13) . 3_756 ?
O4 Mo2 O6 103.72(13) . 3_756 ?
O4 Mo2 O8 103.91(13) . . ?
O4 Mo2 O7 102.91(13) . . ?
Mo3 O12 Mo3 180.0 3_756 . ?
Mo1 O12 Mo3 89.915(12) 3_756 3_756 ?
Mo1 O12 Mo3 90.086(12) 3_756 . ?
Mo1 O12 Mo3 90.086(12) . 3_756 ?
Mo1 O12 Mo3 89.914(12) . . ?
Mo1 O12 Mo1 180.0 . 3_756 ?
Mo1 O12 Mo2 89.697(12) 3_756 3_756 ?
Mo1 O12 Mo2 90.304(12) . 3_756 ?
Mo1 O12 Mo2 90.305(12) 3_756 . ?
Mo1 O12 Mo2 89.694(12) . . ?
Mo2 O12 Mo3 90.177(12) 3_756 3_756 ?
Mo2 O12 Mo3 90.177(13) . . ?
Mo2 O12 Mo3 89.823(13) . 3_756 ?
Mo2 O12 Mo3 89.823(13) 3_756 . ?
Mo2 O12 Mo2 180.0 . 3_756 ?
Mo3 O11 Mo1 116.81(13) . 3_756 ?
Mo3 O10 Mo2 116.73(12) . 3_756 ?
Mo1 O6 Mo2 115.84(13) . 3_756 ?
Mo2 O8 Mo3 116.79(13) . . ?
Mo1 O9 Mo3 116.16(13) . . ?
Mo2 O7 Mo1 115.98(13) . . ?
C9 N4 N3 117.9(3) . . ?
C8 N2 N1 115.6(3) . . ?
N4 N3 C8 119.8(3) . . ?
C7 N1 N2 121.1(3) . . ?
C13 N5 C12 122.3(3) . . ?
O2 C8 N2 123.7(4) . . ?
O2 C8 N3 120.2(4) . . ?
N2 C8 N3 116.1(3) . . ?
N1 C7 C1 118.9(4) . . ?
N4 C9 C10 118.3(3) . . ?
C2 C1 C7 119.8(4) . . ?
C2 C1 C6 118.6(3) . . ?
C6 C1 C7 121.6(4) . . ?
O1 C2 C1 122.5(4) . . ?
O1 C2 C3 116.3(3) . . ?
C1 C2 C3 121.2(4) . . ?
C4 C3 C2 120.2(4) . . ?
C11 C10 C9 120.5(3) . . ?
C14 C10 C9 121.5(3) . . ?
C14 C10 C11 118.0(3) . . ?
C3 C4 C5 121.6(4) . . ?
C12 C11 C10 120.8(4) . . ?
C17 C18 C6 120.3(4) . . ?
N5 C12 C11 118.8(4) . . ?
N5 C13 C14 120.2(4) . . ?
C18 C6 C1 123.0(4) . . ?
C18 C6 C5 117.7(4) . . ?
C5 C6 C1 119.3(3) . . ?
C4 C5 C6 119.1(4) . . ?
C15 C5 C4 120.9(4) . . ?
C15 C5 C6 119.9(4) . . ?
C18 C17 C16 121.5(4) . . ?
C16 C15 C5 120.7(4) . . ?
C15 C16 C17 119.8(4) . . ?
C13 C14 C10 119.9(4) . . ?

_olex2_exptl_crystal_mounting_method 'Glass fiber/shellac'
_olex2_submission_special_instructions 'No special instructions were received'
