# 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 2016

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

data_ccdc_1508023_2a_2879
_database_code_depnum_ccdc_archive 'CCDC 1508023'
_audit_update_record             
;
2016-12-01 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            
cis-dioxo(2-(N-(salicylidene)amino)-4-methylphenolato-N,O,O')-(methanol)-molybdenum(VI)
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H15 Mo N O5,(C H4 O)'
_chemical_formula_sum            'C16 H19 Mo N O6'
_chemical_formula_weight         417.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   6.9126(14)
_cell_length_b                   7.6578(15)
_cell_length_c                   31.895(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.22(3)
_cell_angle_gamma                90
_cell_volume                     1687.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4976
_cell_measurement_theta_min      4.1997
_cell_measurement_theta_max      29.2838

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.809
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44.
Empirical absorption correction using 
spherical harmonics,
implemented in SCALE3 ABSPACK scaling 
algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11403
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         4.209
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3635
_reflns_number_gt                2890
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlis CCD, Oxford Diffraction Ltd.Version 1.171.34.44'
_computing_cell_refinement       
'CrysAlis RED, Oxford Diffraction Ltd.Version 1.171.34.44'
_computing_data_reduction        
'CrysAlis RED, Oxford Diffraction Ltd.Version 1.171.34.44'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.7. (CCDC, 2015)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0303P)²+0.2932P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3635
_refine_ls_number_parameters     423
_refine_ls_number_restraints     450
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0699
_refine_ls_wR_factor_gt          0.0645
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C3A C 0.2197(13) 0.3364(13) 0.0049(2) 0.0300(18) Uani 0.57 1 d . U P A 1
H3A H 0.3255 0.3532 -0.0118 0.036 Uiso 0.57 1 calc R U P A 1
C8A C 0.1484(8) 0.5682(6) 0.17655(16) 0.0236(10) Uani 0.57 1 d . U P A 1
C9A C -0.0154(10) 0.5496(7) 0.19893(18) 0.0237(12) Uani 0.57 1 d . U P A 1
H9A H -0.1229 0.4933 0.1868 0.028 Uiso 0.57 1 calc R U P A 1
C4A C 0.0576(12) 0.2528(13) -0.0107(3) 0.0343(17) Uani 0.57 1 d . U P A 1
H4A H 0.0552 0.2161 -0.0385 0.041 Uiso 0.57 1 calc R U P A 1
C7A C 0.0465(7) 0.4303(5) 0.11311(13) 0.0262(8) Uani 0.57 1 d . U P A 1
H7A H -0.0698 0.4116 0.1261 0.031 Uiso 0.57 1 calc R U P A 1
C12A C 0.3076(9) 0.7202(10) 0.2340(2) 0.0306(14) Uani 0.57 1 d . U P A 1
H12A H 0.4155 0.7769 0.2458 0.037 Uiso 0.57 1 calc R U P A 1
C5A C -0.0987(12) 0.2209(11) 0.0120(2) 0.0383(17) Uani 0.57 1 d . U P A 1
H5A H -0.2050 0.1610 0.0004 0.046 Uiso 0.57 1 calc R U P A 1
C2A C 0.2240(9) 0.3970(10) 0.0468(2) 0.0251(15) Uani 0.57 1 d . U P A 1
C11A C 0.1444(10) 0.7023(10) 0.2563(2) 0.0326(17) Uani 0.57 1 d . U P A 1
H11A H 0.1421 0.7489 0.2832 0.039 Uiso 0.57 1 calc R U P A 1
C13A C 0.3121(9) 0.6537(8) 0.19364(19) 0.0263(14) Uani 0.57 1 d . U P A 1
C1A C 0.0603(10) 0.3673(8) 0.07126(18) 0.0246(14) Uani 0.57 1 d . U P A 1
C6A C -0.0967(9) 0.2793(8) 0.0528(2) 0.0327(14) Uani 0.57 1 d . U P A 1
H6A H -0.2046 0.2591 0.0686 0.039 Uiso 0.57 1 calc R U P A 1
C10A C -0.0224(9) 0.6141(8) 0.2395(2) 0.0338(14) Uani 0.57 1 d . U P A 1
N1A N 0.1788(9) 0.5097(7) 0.13416(16) 0.0256(12) Uani 0.57 1 d . U P A 1
C14A C -0.1958(8) 0.5865(7) 0.26508(16) 0.0495(13) Uani 0.57 1 d . U P A 1
H14A H -0.3083 0.5720 0.2468 0.074 Uiso 0.57 1 calc R U P A 1
H14B H -0.2132 0.6858 0.2829 0.074 Uiso 0.57 1 calc R U P A 1
H14C H -0.1775 0.4837 0.2820 0.074 Uiso 0.57 1 calc R U P A 1
O3A O 0.4666(5) 0.6713(5) 0.17022(13) 0.0328(9) Uani 0.57 1 d . U P A 1
O4A O 0.3787(7) 0.4835(8) 0.06162(16) 0.0323(12) Uani 0.57 1 d . U P A 1
Mo1A Mo 0.4842(4) 0.5583(4) 0.11564(6) 0.0261(3) Uani 0.57 1 d . U P A 1
C15A C 0.436(2) 0.9804(15) 0.1004(4) 0.069(4) Uani 0.57 1 d . U P A 1
H15A H 0.3476 1.0750 0.0950 0.104 Uiso 0.57 1 calc R U P A 1
H15B H 0.5065 1.0006 0.1265 0.104 Uiso 0.57 1 calc R U P A 1
H15C H 0.5252 0.9728 0.0781 0.104 Uiso 0.57 1 calc R U P A 1
O1A O 0.6911(8) 0.6655(8) 0.10174(13) 0.0352(11) Uani 0.57 1 d . U P A 1
O2A O 0.5623(18) 0.3591(13) 0.1324(2) 0.0308(16) Uani 0.57 1 d . U P A 1
O5A O 0.3277(19) 0.8164(15) 0.1030(3) 0.0328(17) Uani 0.57 1 d . U P A 1
H5AA H 0.2194 0.8364 0.1114 0.049 Uiso 0.57 1 calc R U P A 1
C7B C 0.0387(7) 0.4816(6) 0.14664(16) 0.0202(10) Uani 0.43 1 d . U P B 2
H7B H -0.0807 0.4317 0.1395 0.024 Uiso 0.43 1 calc R U P B 2
C1B C 0.0605(13) 0.5581(9) 0.1872(2) 0.0195(15) Uani 0.43 1 d . U P B 2
C14B C -0.2450(10) 0.1748(8) 0.00769(19) 0.0448(15) Uani 0.43 1 d . U P B 2
H14E H -0.2292 0.0505 0.0059 0.067 Uiso 0.43 1 calc R U P B 2
H14F H -0.2794 0.2208 -0.0196 0.067 Uiso 0.43 1 calc R U P B 2
H14D H -0.3455 0.2012 0.0266 0.067 Uiso 0.43 1 calc R U P B 2
C6B C -0.0987(10) 0.5562(9) 0.2130(2) 0.0277(14) Uani 0.43 1 d . U P B 2
H6B H -0.2134 0.5040 0.2034 0.033 Uiso 0.43 1 calc R U P B 2
C8B C 0.1315(11) 0.4010(11) 0.0784(3) 0.0220(16) Uani 0.43 1 d . U P B 2
C13B C 0.2909(14) 0.4217(14) 0.0527(3) 0.026(2) Uani 0.43 1 d . U P B 2
C9B C -0.0354(13) 0.3218(10) 0.0641(2) 0.0244(17) Uani 0.43 1 d . U P B 2
H9B H -0.1376 0.3111 0.0821 0.029 Uiso 0.43 1 calc R U P B 2
C2B C 0.2335(11) 0.6390(10) 0.2018(2) 0.0264(16) Uani 0.43 1 d . U P B 2
C3B C 0.2377(13) 0.7129(13) 0.2424(3) 0.032(2) Uani 0.43 1 d . U P B 2
H3B H 0.3492 0.7684 0.2528 0.039 Uiso 0.43 1 calc R U P B 2
C11B C 0.1123(17) 0.2778(18) -0.0021(3) 0.036(3) Uani 0.43 1 d . U P B 2
H11B H 0.1068 0.2357 -0.0295 0.043 Uiso 0.43 1 calc R U P B 2
C10B C -0.0565(16) 0.2570(14) 0.0238(3) 0.034(2) Uani 0.43 1 d . U P B 2
C4B C 0.0788(14) 0.7035(15) 0.2666(3) 0.038(2) Uani 0.43 1 d . U P B 2
H4B H 0.0858 0.7488 0.2936 0.045 Uiso 0.43 1 calc R U P B 2
C12B C 0.2766(17) 0.3569(19) 0.0128(4) 0.035(2) Uani 0.43 1 d . U P B 2
H12B H 0.3813 0.3673 -0.0045 0.041 Uiso 0.43 1 calc R U P B 2
C5B C -0.0890(14) 0.6293(11) 0.2519(3) 0.0367(18) Uani 0.43 1 d . U P B 2
H5B H -0.1970 0.6286 0.2683 0.044 Uiso 0.43 1 calc R U P B 2
Mo1B Mo 0.4848(6) 0.5630(6) 0.12675(8) 0.0347(6) Uani 0.43 1 d . U P B 2
N1B N 0.1695(11) 0.4749(9) 0.1188(2) 0.0210(13) Uani 0.43 1 d . U P B 2
O4B O 0.3869(8) 0.6511(8) 0.1790(2) 0.0384(17) Uani 0.43 1 d . U P B 2
O3B O 0.4505(8) 0.5017(11) 0.0679(2) 0.0323(15) Uani 0.43 1 d . U P B 2
O1B O 0.6889(11) 0.6858(11) 0.12156(18) 0.0435(17) Uani 0.43 1 d . U P B 2
O5B O 0.335(3) 0.809(2) 0.0908(3) 0.030(2) Uani 0.43 1 d . U P B 2
H5BA H 0.2229 0.8200 0.0979 0.044 Uiso 0.43 1 calc R U P B 2
O2B O 0.564(2) 0.3687(18) 0.1458(3) 0.031(2) Uani 0.43 1 d . U P B 2
C15B C 0.411(2) 0.967(2) 0.0837(5) 0.051(3) Uani 0.43 1 d . U P B 2
H15D H 0.3170 1.0380 0.0686 0.077 Uiso 0.43 1 calc R U P B 2
H15E H 0.4456 1.0220 0.1100 0.077 Uiso 0.43 1 calc R U P B 2
H15F H 0.5239 0.9549 0.0674 0.077 Uiso 0.43 1 calc R U P B 2
O1M O -0.0156(3) 0.9101(2) 0.11826(7) 0.0447(5) Uani 1 1 d . . . . .
C1M C -0.0288(7) 1.0054(4) 0.15570(11) 0.0841(13) Uani 1 1 d . . . . .
H1MB H 0.0827 1.0792 0.1595 0.126 Uiso 1 1 calc R U . . .
H1MA H -0.0346 0.9261 0.1789 0.126 Uiso 1 1 calc R U . . .
H1MC H -0.1437 1.0760 0.1543 0.126 Uiso 1 1 calc R U . . .
H1M H -0.091(6) 0.856(6) 0.1175(13) 0.101 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C3A C4A 1.367(8) . ?
C3A C2A 1.414(9) . ?
C3A H3A 0.9300 . ?
C8A C9A 1.370(7) . ?
C8A C13A 1.399(7) . ?
C8A N1A 1.447(7) . ?
C9A C10A 1.387(8) . ?
C9A H9A 0.9300 . ?
C4A C5A 1.346(11) . ?
C4A H4A 0.9300 . ?
C7A N1A 1.268(7) . ?
C7A C1A 1.426(7) . ?
C7A H7A 0.9300 . ?
C12A C11A 1.365(7) . ?
C12A C13A 1.385(9) . ?
C12A H12A 0.9300 . ?
C5A C6A 1.376(8) . ?
C5A H5A 0.9300 . ?
C2A O4A 1.330(6) . ?
C2A C1A 1.417(9) . ?
C11A C10A 1.423(9) . ?
C11A H11A 0.9300 . ?
C13A O3A 1.334(7) . ?
C1A C6A 1.389(7) . ?
C6A H6A 0.9300 . ?
C10A C14A 1.491(6) . ?
N1A Mo1A 2.245(7) . ?
C14A H14A 0.9600 . ?
C14A H14B 0.9600 . ?
C14A H14C 0.9600 . ?
O3A Mo1A 1.952(4) . ?
O4A Mo1A 1.932(6) . ?
Mo1A O2A 1.698(10) . ?
Mo1A O1A 1.722(6) . ?
Mo1A O5A 2.281(12) . ?
C15A O5A 1.466(14) . ?
C15A H15A 0.9600 . ?
C15A H15B 0.9600 . ?
C15A H15C 0.9600 . ?
O5A H5AA 0.8200 . ?
C7B N1B 1.293(9) . ?
C7B C1B 1.423(9) . ?
C7B H7B 0.9300 . ?
C1B C6B 1.399(9) . ?
C1B C2B 1.410(10) . ?
C14B C10B 1.518(10) . ?
C14B H14E 0.9600 . ?
C14B H14F 0.9600 . ?
C14B H14D 0.9600 . ?
C6B C5B 1.359(10) . ?
C6B H6B 0.9300 . ?
C8B C9B 1.365(9) . ?
C8B C13B 1.406(11) . ?
C8B N1B 1.423(11) . ?
C13B O3B 1.336(10) . ?
C13B C12B 1.368(14) . ?
C9B C10B 1.382(11) . ?
C9B H9B 0.9300 . ?
C2B O4B 1.312(8) . ?
C2B C3B 1.412(11) . ?
C3B C4B 1.368(10) . ?
C3B H3B 0.9300 . ?
C11B C12B 1.357(11) . ?
C11B C10B 1.464(15) . ?
C11B H11B 0.9300 . ?
C4B C5B 1.359(13) . ?
C4B H4B 0.9300 . ?
C12B H12B 0.9300 . ?
C5B H5B 0.9300 . ?
Mo1B O2B 1.691(13) . ?
Mo1B O1B 1.708(8) . ?
Mo1B O3B 1.939(8) . ?
Mo1B O4B 1.945(7) . ?
Mo1B N1B 2.286(9) . ?
Mo1B O5B 2.418(16) . ?
O5B C15B 1.343(19) . ?
O5B H5BA 0.8200 . ?
C15B H15D 0.9600 . ?
C15B H15E 0.9600 . ?
C15B H15F 0.9600 . ?
O1M C1M 1.406(4) . ?
O1M H1M 0.66(4) . ?
C1M H1MB 0.9600 . ?
C1M H1MA 0.9600 . ?
C1M H1MC 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4A C3A C2A 119.0(7) . . ?
C4A C3A H3A 120.5 . . ?
C2A C3A H3A 120.5 . . ?
C9A C8A C13A 121.2(5) . . ?
C9A C8A N1A 127.4(5) . . ?
C13A C8A N1A 111.4(5) . . ?
C8A C9A C10A 120.6(5) . . ?
C8A C9A H9A 119.7 . . ?
C10A C9A H9A 119.7 . . ?
C5A C4A C3A 123.5(7) . . ?
C5A C4A H4A 118.2 . . ?
C3A C4A H4A 118.2 . . ?
N1A C7A C1A 125.8(6) . . ?
N1A C7A H7A 117.1 . . ?
C1A C7A H7A 117.1 . . ?
C11A C12A C13A 119.8(6) . . ?
C11A C12A H12A 120.1 . . ?
C13A C12A H12A 120.1 . . ?
C4A C5A C6A 118.1(7) . . ?
C4A C5A H5A 121.0 . . ?
C6A C5A H5A 121.0 . . ?
O4A C2A C3A 119.1(6) . . ?
O4A C2A C1A 122.2(6) . . ?
C3A C2A C1A 118.7(6) . . ?
C12A C11A C10A 121.6(6) . . ?
C12A C11A H11A 119.2 . . ?
C10A C11A H11A 119.2 . . ?
O3A C13A C12A 122.0(6) . . ?
O3A C13A C8A 118.8(5) . . ?
C12A C13A C8A 119.2(6) . . ?
C6A C1A C2A 118.1(6) . . ?
C6A C1A C7A 118.8(6) . . ?
C2A C1A C7A 123.0(6) . . ?
C5A C6A C1A 122.6(7) . . ?
C5A C6A H6A 118.7 . . ?
C1A C6A H6A 118.7 . . ?
C9A C10A C11A 117.6(5) . . ?
C9A C10A C14A 121.2(6) . . ?
C11A C10A C14A 121.1(6) . . ?
C7A N1A C8A 121.0(5) . . ?
C7A N1A Mo1A 127.3(4) . . ?
C8A N1A Mo1A 111.5(4) . . ?
C10A C14A H14A 109.5 . . ?
C10A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C10A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C13A O3A Mo1A 122.2(4) . . ?
C2A O4A Mo1A 137.4(5) . . ?
O2A Mo1A O1A 104.6(5) . . ?
O2A Mo1A O4A 96.8(3) . . ?
O1A Mo1A O4A 101.6(2) . . ?
O2A Mo1A O3A 98.5(3) . . ?
O1A Mo1A O3A 95.7(2) . . ?
O4A Mo1A O3A 153.2(3) . . ?
O2A Mo1A N1A 93.4(5) . . ?
O1A Mo1A N1A 161.0(3) . . ?
O4A Mo1A N1A 81.9(2) . . ?
O3A Mo1A N1A 75.36(18) . . ?
O2A Mo1A O5A 167.7(5) . . ?
O1A Mo1A O5A 86.2(4) . . ?
O4A Mo1A O5A 86.5(3) . . ?
O3A Mo1A O5A 74.2(3) . . ?
N1A Mo1A O5A 75.3(4) . . ?
O5A C15A H15A 109.5 . . ?
O5A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
O5A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C15A O5A Mo1A 120.8(10) . . ?
C15A O5A H5AA 109.5 . . ?
Mo1A O5A H5AA 122.5 . . ?
N1B C7B C1B 126.1(7) . . ?
N1B C7B H7B 117.0 . . ?
C1B C7B H7B 117.0 . . ?
C6B C1B C2B 119.1(7) . . ?
C6B C1B C7B 118.2(7) . . ?
C2B C1B C7B 122.7(8) . . ?
C10B C14B H14E 109.5 . . ?
C10B C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C10B C14B H14D 109.5 . . ?
H14E C14B H14D 109.5 . . ?
H14F C14B H14D 109.5 . . ?
C5B C6B C1B 121.3(8) . . ?
C5B C6B H6B 119.3 . . ?
C1B C6B H6B 119.3 . . ?
C9B C8B C13B 121.9(8) . . ?
C9B C8B N1B 127.0(7) . . ?
C13B C8B N1B 111.1(7) . . ?
O3B C13B C12B 122.2(9) . . ?
O3B C13B C8B 119.7(8) . . ?
C12B C13B C8B 118.0(10) . . ?
C8B C9B C10B 121.7(8) . . ?
C8B C9B H9B 119.1 . . ?
C10B C9B H9B 119.1 . . ?
O4B C2B C1B 122.8(8) . . ?
O4B C2B C3B 119.5(7) . . ?
C1B C2B C3B 117.8(7) . . ?
C4B C3B C2B 120.5(8) . . ?
C4B C3B H3B 119.8 . . ?
C2B C3B H3B 119.8 . . ?
C12B C11B C10B 121.6(10) . . ?
C12B C11B H11B 119.2 . . ?
C10B C11B H11B 119.2 . . ?
C9B C10B C11B 115.4(8) . . ?
C9B C10B C14B 121.4(10) . . ?
C11B C10B C14B 123.2(9) . . ?
C5B C4B C3B 121.4(9) . . ?
C5B C4B H4B 119.3 . . ?
C3B C4B H4B 119.3 . . ?
C11B C12B C13B 121.2(11) . . ?
C11B C12B H12B 119.4 . . ?
C13B C12B H12B 119.4 . . ?
C4B C5B C6B 119.9(9) . . ?
C4B C5B H5B 120.0 . . ?
C6B C5B H5B 120.0 . . ?
O2B Mo1B O1B 105.2(6) . . ?
O2B Mo1B O3B 99.2(4) . . ?
O1B Mo1B O3B 96.3(3) . . ?
O2B Mo1B O4B 96.6(4) . . ?
O1B Mo1B O4B 102.0(3) . . ?
O3B Mo1B O4B 151.6(3) . . ?
O2B Mo1B N1B 94.3(6) . . ?
O1B Mo1B N1B 159.8(4) . . ?
O3B Mo1B N1B 75.0(3) . . ?
O4B Mo1B N1B 80.5(3) . . ?
O2B Mo1B O5B 169.5(6) . . ?
O1B Mo1B O5B 82.3(5) . . ?
O3B Mo1B O5B 72.3(4) . . ?
O4B Mo1B O5B 88.8(4) . . ?
N1B Mo1B O5B 77.8(5) . . ?
C7B N1B C8B 121.9(7) . . ?
C7B N1B Mo1B 126.9(5) . . ?
C8B N1B Mo1B 111.1(5) . . ?
C2B O4B Mo1B 140.0(6) . . ?
C13B O3B Mo1B 122.0(6) . . ?
C15B O5B Mo1B 128.3(13) . . ?
C15B O5B H5BA 109.5 . . ?
Mo1B O5B H5BA 109.9 . . ?
O5B C15B H15D 109.5 . . ?
O5B C15B H15E 109.5 . . ?
H15D C15B H15E 109.5 . . ?
O5B C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
C1M O1M H1M 106(4) . . ?
O1M C1M H1MB 109.5 . . ?
O1M C1M H1MA 109.5 . . ?
H1MB C1M H1MA 109.5 . . ?
O1M C1M H1MC 109.5 . . ?
H1MB C1M H1MC 109.5 . . ?
H1MA C1M H1MC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13A C8A C9A C10A -0.6(9) . . . . ?
N1A C8A C9A C10A -179.6(5) . . . . ?
C2A C3A C4A C5A -1.5(14) . . . . ?
C3A C4A C5A C6A 1.6(13) . . . . ?
C4A C3A C2A O4A -177.7(7) . . . . ?
C4A C3A C2A C1A 0.6(11) . . . . ?
C13A C12A C11A C10A 0.9(11) . . . . ?
C11A C12A C13A O3A 178.5(6) . . . . ?
C11A C12A C13A C8A -0.3(10) . . . . ?
C9A C8A C13A O3A -178.7(5) . . . . ?
N1A C8A C13A O3A 0.5(7) . . . . ?
C9A C8A C13A C12A 0.1(9) . . . . ?
N1A C8A C13A C12A 179.3(6) . . . . ?
O4A C2A C1A C6A 178.4(6) . . . . ?
C3A C2A C1A C6A 0.2(10) . . . . ?
O4A C2A C1A C7A 1.3(10) . . . . ?
C3A C2A C1A C7A -176.9(6) . . . . ?
N1A C7A C1A C6A 178.6(6) . . . . ?
N1A C7A C1A C2A -4.3(9) . . . . ?
C4A C5A C6A C1A -0.8(11) . . . . ?
C2A C1A C6A C5A -0.1(10) . . . . ?
C7A C1A C6A C5A 177.1(6) . . . . ?
C8A C9A C10A C11A 1.2(9) . . . . ?
C8A C9A C10A C14A -176.6(5) . . . . ?
C12A C11A C10A C9A -1.4(10) . . . . ?
C12A C11A C10A C14A 176.5(6) . . . . ?
C1A C7A N1A C8A 179.9(5) . . . . ?
C1A C7A N1A Mo1A -5.6(8) . . . . ?
C9A C8A N1A C7A -0.3(9) . . . . ?
C13A C8A N1A C7A -179.5(5) . . . . ?
C9A C8A N1A Mo1A -175.6(5) . . . . ?
C13A C8A N1A Mo1A 5.2(6) . . . . ?
C12A C13A O3A Mo1A 173.7(5) . . . . ?
C8A C13A O3A Mo1A -7.5(7) . . . . ?
C3A C2A O4A Mo1A -166.6(6) . . . . ?
C1A C2A O4A Mo1A 15.1(11) . . . . ?
N1B C7B C1B C6B 178.8(6) . . . . ?
N1B C7B C1B C2B 0.5(10) . . . . ?
C2B C1B C6B C5B -0.6(12) . . . . ?
C7B C1B C6B C5B -179.0(6) . . . . ?
C9B C8B C13B O3B 179.3(8) . . . . ?
N1B C8B C13B O3B 0.4(12) . . . . ?
C9B C8B C13B C12B -1.2(14) . . . . ?
N1B C8B C13B C12B 179.9(9) . . . . ?
C13B C8B C9B C10B 0.2(14) . . . . ?
N1B C8B C9B C10B 178.9(8) . . . . ?
C6B C1B C2B O4B -177.7(7) . . . . ?
C7B C1B C2B O4B 0.6(12) . . . . ?
C6B C1B C2B C3B 0.7(11) . . . . ?
C7B C1B C2B C3B 179.1(7) . . . . ?
O4B C2B C3B C4B 179.3(9) . . . . ?
C1B C2B C3B C4B 0.8(13) . . . . ?
C8B C9B C10B C11B 0.6(14) . . . . ?
C8B C9B C10B C14B -177.8(8) . . . . ?
C12B C11B C10B C9B -0.6(16) . . . . ?
C12B C11B C10B C14B 177.9(10) . . . . ?
C2B C3B C4B C5B -2.5(16) . . . . ?
C10B C11B C12B C13B -0.4(18) . . . . ?
O3B C13B C12B C11B -179.3(10) . . . . ?
C8B C13B C12B C11B 1.2(17) . . . . ?
C3B C4B C5B C6B 2.7(15) . . . . ?
C1B C6B C5B C4B -1.1(12) . . . . ?
C1B C7B N1B C8B -177.6(7) . . . . ?
C1B C7B N1B Mo1B 5.2(10) . . . . ?
C9B C8B N1B C7B -3.6(14) . . . . ?
C13B C8B N1B C7B 175.2(7) . . . . ?
C9B C8B N1B Mo1B 174.0(7) . . . . ?
C13B C8B N1B Mo1B -7.2(9) . . . . ?
C1B C2B O4B Mo1B -10.2(14) . . . . ?
C3B C2B O4B Mo1B 171.3(7) . . . . ?
C12B C13B O3B Mo1B -170.9(8) . . . . ?
C8B C13B O3B Mo1B 8.6(12) . . . . ?

_refine_diff_density_max         0.264
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.057

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

data_3_2552
_database_code_depnum_ccdc_archive 'CCDC 1508024'
_audit_update_record             
;
2016-10-04 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
cis-dioxo(2-(N-(salicylidene)amino)-5-methylphenolato-N,O,O')-(methanol)-molybdenum(VI)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H15 Mo N O5,C H4 O'
_chemical_formula_sum            'C16 H19 Mo N O6'
_chemical_formula_weight         417.26

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

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

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

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

_cell_length_a                   8.7538(5)
_cell_length_b                   10.0269(5)
_cell_length_c                   10.7193(6)
_cell_angle_alpha                97.063(4)
_cell_angle_beta                 111.466(5)
_cell_angle_gamma                95.831(4)
_cell_volume                     857.95(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4153
_cell_measurement_theta_min      4.1401
_cell_measurement_theta_max      32.5113
_exptl_crystal_description       'prismatic block'
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.795
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.89607
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8408
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.148
_diffrn_reflns_theta_max         29.987
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4985
_reflns_number_gt                3858
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;

_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.7. (CCDC, 2015)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4985
_refine_ls_number_parameters     226
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0593
_refine_ls_wR_factor_gt          0.0574
_refine_ls_goodness_of_fit_ref   0.924
_refine_ls_restrained_S_all      0.924
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.42752(2) 0.71808(2) 0.25594(2) 0.03458(6) Uani 1 1 d . . . . .
O1 O 0.45593(18) 0.81835(13) 0.14754(15) 0.0466(3) Uani 1 1 d . . . . .
O2 O 0.61981(17) 0.71049(14) 0.36893(15) 0.0502(4) Uani 1 1 d . . . . .
O3 O 0.35689(17) 0.85388(12) 0.36155(14) 0.0423(3) Uani 1 1 d . . . . .
O4 O 0.38621(17) 0.53777(12) 0.14581(13) 0.0408(3) Uani 1 1 d . . . . .
O5 O 0.14585(18) 0.69370(14) 0.11013(16) 0.0492(4) Uani 1 1 d D . . . .
H1O5 H 0.077(2) 0.648(2) 0.121(3) 0.059 Uiso 1 1 d D U . . .
O6 O 0.9139(2) 0.51906(18) 0.13303(19) 0.0650(4) Uani 1 1 d D . . . .
H1O6 H 0.844(3) 0.482(3) 0.063(2) 0.078 Uiso 1 1 d D U . . .
N1 N 0.30225(18) 0.59711(14) 0.36915(15) 0.0337(3) Uani 1 1 d . . . . .
C1 C 0.2871(2) 0.82190(18) 0.45010(19) 0.0361(4) Uani 1 1 d . . . . .
C2 C 0.2490(2) 0.9201(2) 0.5311(2) 0.0428(4) Uani 1 1 d . . . . .
H2 H 0.2710 1.0114 0.5252 0.051 Uiso 1 1 calc R U . . .
C3 C 0.1782(3) 0.8841(2) 0.6212(2) 0.0459(5) Uani 1 1 d . . . . .
C4 C 0.1458(3) 0.7469(2) 0.6271(2) 0.0514(5) Uani 1 1 d . . . . .
H4 H 0.0980 0.7215 0.6869 0.062 Uiso 1 1 calc R U . . .
C5 C 0.1828(3) 0.6479(2) 0.5470(2) 0.0472(5) Uani 1 1 d . . . . .
H5 H 0.1600 0.5567 0.5527 0.057 Uiso 1 1 calc R U . . .
C6 C 0.2541(2) 0.68408(18) 0.45757(19) 0.0346(4) Uani 1 1 d . . . . .
C7 C 0.2907(2) 0.46695(18) 0.36713(19) 0.0390(4) Uani 1 1 d . . . . .
H7 H 0.2484 0.4312 0.4261 0.047 Uiso 1 1 calc R U . . .
C8 C 0.3384(2) 0.37410(17) 0.28024(19) 0.0378(4) Uani 1 1 d . . . . .
C9 C 0.3890(2) 0.41118(17) 0.17739(19) 0.0361(4) Uani 1 1 d . . . . .
C10 C 0.4374(3) 0.31524(19) 0.1008(2) 0.0444(5) Uani 1 1 d . . . . .
H10 H 0.4727 0.3400 0.0338 0.053 Uiso 1 1 calc R U . . .
C11 C 0.4330(3) 0.1826(2) 0.1243(2) 0.0517(5) Uani 1 1 d . . . . .
H11 H 0.4652 0.1186 0.0723 0.062 Uiso 1 1 calc R U . . .
C12 C 0.3818(3) 0.1436(2) 0.2233(2) 0.0521(6) Uani 1 1 d . . . . .
H12 H 0.3793 0.0540 0.2380 0.063 Uiso 1 1 calc R U . . .
C13 C 0.3346(3) 0.23762(19) 0.2999(2) 0.0477(5) Uani 1 1 d . . . . .
H13 H 0.2994 0.2109 0.3663 0.057 Uiso 1 1 calc R U . . .
C14 C 0.1407(3) 0.9914(3) 0.7127(3) 0.0659(7) Uani 1 1 d . . . . .
H14A H 0.0469 0.9548 0.7311 0.099 Uiso 1 1 calc R U . . .
H14B H 0.1156 1.0687 0.6686 0.099 Uiso 1 1 calc R U . . .
H14C H 0.2356 1.0189 0.7967 0.099 Uiso 1 1 calc R U . . .
C15 C 0.0672(3) 0.8000(2) 0.0487(3) 0.0716(8) Uani 1 1 d . . . . .
H15A H 0.0620 0.8680 0.1178 0.107 Uiso 1 1 calc R U . . .
H15B H -0.0434 0.7632 -0.0151 0.107 Uiso 1 1 calc R U . . .
H15C H 0.1299 0.8405 0.0021 0.107 Uiso 1 1 calc R U . . .
C16 C 0.8257(3) 0.5822(3) 0.2038(3) 0.0654(7) Uani 1 1 d . . . . .
H16A H 0.9021 0.6286 0.2918 0.098 Uiso 1 1 calc R U . . .
H16B H 0.7476 0.5145 0.2144 0.098 Uiso 1 1 calc R U . . .
H16C H 0.7671 0.6466 0.1534 0.098 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O2 1.6920(14) . ?
Mo1 O1 1.6944(12) . ?
Mo1 O3 1.9550(12) . ?
Mo1 O4 1.9552(12) . ?
Mo1 N1 2.2830(14) . ?
Mo1 O5 2.3548(15) . ?
O3 C1 1.355(2) . ?
O4 C9 1.354(2) . ?
O5 C15 1.427(2) . ?
O5 H1O5 0.772(15) . ?
O6 C16 1.408(3) . ?
O6 H1O6 0.790(16) . ?
N1 C7 1.296(2) . ?
N1 C6 1.414(2) . ?
C1 C2 1.379(3) . ?
C1 C6 1.401(2) . ?
C2 C3 1.388(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(3) . ?
C3 C14 1.508(3) . ?
C4 C5 1.374(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9300 . ?
C7 C8 1.435(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.405(3) . ?
C8 C13 1.409(2) . ?
C9 C10 1.386(3) . ?
C10 C11 1.383(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.377(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.368(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mo1 O1 106.00(7) . . ?
O2 Mo1 O3 100.92(7) . . ?
O1 Mo1 O3 96.64(6) . . ?
O2 Mo1 O4 97.80(6) . . ?
O1 Mo1 O4 100.65(6) . . ?
O3 Mo1 O4 149.87(6) . . ?
O2 Mo1 N1 92.29(6) . . ?
O1 Mo1 N1 161.10(6) . . ?
O3 Mo1 N1 74.80(5) . . ?
O4 Mo1 N1 81.09(5) . . ?
O2 Mo1 O5 170.08(6) . . ?
O1 Mo1 O5 83.27(6) . . ?
O3 Mo1 O5 81.11(6) . . ?
O4 Mo1 O5 76.67(6) . . ?
N1 Mo1 O5 78.81(5) . . ?
C1 O3 Mo1 122.77(10) . . ?
C9 O4 Mo1 132.58(12) . . ?
C15 O5 Mo1 124.74(14) . . ?
C15 O5 H1O5 105.5(18) . . ?
Mo1 O5 H1O5 121.6(18) . . ?
C16 O6 H1O6 104(2) . . ?
C7 N1 C6 122.21(16) . . ?
C7 N1 Mo1 125.98(13) . . ?
C6 N1 Mo1 111.41(10) . . ?
O3 C1 C2 122.01(16) . . ?
O3 C1 C6 117.70(16) . . ?
C2 C1 C6 120.29(17) . . ?
C1 C2 C3 120.64(18) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 118.37(19) . . ?
C2 C3 C14 120.9(2) . . ?
C4 C3 C14 120.8(2) . . ?
C5 C4 C3 121.64(19) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 119.87(19) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 119.18(17) . . ?
C5 C6 N1 127.74(16) . . ?
C1 C6 N1 113.08(15) . . ?
N1 C7 C8 124.59(17) . . ?
N1 C7 H7 117.7 . . ?
C8 C7 H7 117.7 . . ?
C9 C8 C13 118.19(18) . . ?
C9 C8 C7 124.00(16) . . ?
C13 C8 C7 117.81(18) . . ?
O4 C9 C10 117.87(17) . . ?
O4 C9 C8 122.11(17) . . ?
C10 C9 C8 119.97(17) . . ?
C11 C10 C9 119.9(2) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 121.1(2) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 119.44(18) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C8 121.4(2) . . ?
C12 C13 H13 119.3 . . ?
C8 C13 H13 119.3 . . ?
C3 C14 H14A 109.5 . . ?
C3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mo1 O3 C1 C2 175.19(14) . . . . ?
Mo1 O3 C1 C6 -4.7(2) . . . . ?
O3 C1 C2 C3 -179.71(18) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C1 C2 C3 C14 178.3(2) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C14 C3 C4 C5 -178.4(2) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C4 C5 C6 N1 179.12(19) . . . . ?
O3 C1 C6 C5 -179.99(17) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
O3 C1 C6 N1 0.6(2) . . . . ?
C2 C1 C6 N1 -179.32(17) . . . . ?
C7 N1 C6 C5 -3.4(3) . . . . ?
Mo1 N1 C6 C5 -176.52(17) . . . . ?
C7 N1 C6 C1 175.96(17) . . . . ?
Mo1 N1 C6 C1 2.84(19) . . . . ?
C6 N1 C7 C8 -179.64(18) . . . . ?
Mo1 N1 C7 C8 -7.6(3) . . . . ?
N1 C7 C8 C9 -6.3(3) . . . . ?
N1 C7 C8 C13 173.49(18) . . . . ?
Mo1 O4 C9 C10 -147.76(15) . . . . ?
Mo1 O4 C9 C8 34.9(3) . . . . ?
C13 C8 C9 O4 175.73(17) . . . . ?
C7 C8 C9 O4 -4.5(3) . . . . ?
C13 C8 C9 C10 -1.6(3) . . . . ?
C7 C8 C9 C10 178.19(19) . . . . ?
O4 C9 C10 C11 -176.32(18) . . . . ?
C8 C9 C10 C11 1.1(3) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C8 -0.4(3) . . . . ?
C9 C8 C13 C12 1.3(3) . . . . ?
C7 C8 C13 C12 -178.5(2) . . . . ?

_refine_diff_density_max         0.345
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_6_2550
_database_code_depnum_ccdc_archive 'CCDC 1508025'
_audit_update_record             
;
2016-10-04 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
cis-dioxo(2-(N-(3-methoxysalicyliden)amino)-5-methylphenolato-N,O,O')-(methanol)-molybdenum(VI)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H17 Mo N O6, C H4 O'
_chemical_formula_sum            'C17 H21 Mo N O7'
_chemical_formula_weight         447.29

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

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

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

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

_cell_length_a                   19.6100(7)
_cell_length_b                   7.5974(4)
_cell_length_c                   12.7835(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.179(4)
_cell_angle_gamma                90
_cell_volume                     1861.70(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4790
_cell_measurement_theta_min      4.1759
_cell_measurement_theta_max      32.5334

_exptl_crystal_description       'hexagonal prism'
_exptl_crystal_colour            'dark red-brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    0.742
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.88110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10356
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.183
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5409
_reflns_number_gt                3797
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;

_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.7. (CCDC, 2015)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0394P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5409
_refine_ls_number_parameters     245
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0744
_refine_ls_wR_factor_gt          0.0709
_refine_ls_goodness_of_fit_ref   0.894
_refine_ls_restrained_S_all      0.894
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.23698(2) 0.90546(3) 0.11360(2) 0.03138(6) Uani 1 1 d . . . . .
O1 O 0.20959(8) 0.8409(2) -0.01513(11) 0.0471(4) Uani 1 1 d . . . . .
O2 O 0.26446(9) 1.1173(2) 0.10811(13) 0.0487(4) Uani 1 1 d . . . . .
O3 O 0.32784(7) 0.7874(2) 0.14121(11) 0.0389(4) Uani 1 1 d . . . . .
O4 O 0.14901(7) 0.9503(2) 0.15456(11) 0.0373(4) Uani 1 1 d . . . . .
O5 O 0.21050(9) 0.6249(2) 0.16196(14) 0.0455(4) Uani 1 1 d D . . . .
H1O5 H 0.2445(11) 0.563(3) 0.184(2) 0.055 Uiso 1 1 d D U . . .
O6 O 0.02726(7) 1.1057(2) 0.11239(11) 0.0384(4) Uani 1 1 d . . . . .
O7 O 0.30800(14) 0.3967(3) 0.2420(2) 0.0859(8) Uani 1 1 d D . . . .
H1O7 H 0.3009(19) 0.302(3) 0.209(3) 0.103 Uiso 1 1 d D U . . .
N1 N 0.27565(8) 0.9119(2) 0.29677(13) 0.0291(4) Uani 1 1 d . . . . .
C1 C 0.37116(11) 0.7887(3) 0.23900(16) 0.0343(5) Uani 1 1 d . . . . .
C2 C 0.43915(11) 0.7295(3) 0.25393(18) 0.0426(6) Uani 1 1 d . . . . .
H2 H 0.4557 0.6875 0.1956 0.051 Uiso 1 1 calc R U . . .
C3 C 0.48305(12) 0.7316(3) 0.35397(19) 0.0449(6) Uani 1 1 d . . . . .
C4 C 0.45620(13) 0.7929(4) 0.44071(19) 0.0508(6) Uani 1 1 d . . . . .
H4 H 0.4849 0.7946 0.5086 0.061 Uiso 1 1 calc R U . . .
C5 C 0.38868(12) 0.8502(3) 0.42773(17) 0.0439(6) Uani 1 1 d . . . . .
H5 H 0.3719 0.8887 0.4866 0.053 Uiso 1 1 calc R U . . .
C6 C 0.34507(11) 0.8506(3) 0.32621(16) 0.0315(4) Uani 1 1 d . . . . .
C7 C 0.24261(11) 0.9769(3) 0.36470(16) 0.0329(4) Uani 1 1 d . . . . .
H7 H 0.2647 0.9746 0.4366 0.039 Uiso 1 1 calc R U . . .
C8 C 0.17372(11) 1.0532(3) 0.33744(16) 0.0316(5) Uani 1 1 d . . . . .
C9 C 0.13102(11) 1.0422(3) 0.23530(16) 0.0297(4) Uani 1 1 d . . . . .
C10 C 0.06525(11) 1.1246(3) 0.21393(16) 0.0316(4) Uani 1 1 d . . . . .
C11 C 0.04378(12) 1.2180(3) 0.29516(18) 0.0403(5) Uani 1 1 d . . . . .
H11 H 0.0006 1.2740 0.2815 0.048 Uiso 1 1 calc R U . . .
C12 C 0.08675(13) 1.2277(3) 0.39639(18) 0.0460(6) Uani 1 1 d . . . . .
H12 H 0.0720 1.2902 0.4501 0.055 Uiso 1 1 calc R U . . .
C13 C 0.14978(12) 1.1473(3) 0.41785(17) 0.0415(5) Uani 1 1 d . . . . .
H13 H 0.1776 1.1541 0.4863 0.050 Uiso 1 1 calc R U . . .
C14 C 0.55795(13) 0.6719(5) 0.3709(2) 0.0696(9) Uani 1 1 d . . . . .
H14A H 0.5677 0.6336 0.3040 0.104 Uiso 1 1 calc R U . . .
H14B H 0.5656 0.5763 0.4211 0.104 Uiso 1 1 calc R U . . .
H14C H 0.5883 0.7680 0.3985 0.104 Uiso 1 1 calc R U . . .
C15 C -0.03710(12) 1.1976(4) 0.0835(2) 0.0537(7) Uani 1 1 d . . . . .
H15A H -0.0686 1.1563 0.1263 0.081 Uiso 1 1 calc R U . . .
H15B H -0.0571 1.1774 0.0092 0.081 Uiso 1 1 calc R U . . .
H15C H -0.0291 1.3214 0.0954 0.081 Uiso 1 1 calc R U . . .
C16 C 0.15155(16) 0.5610(4) 0.1956(3) 0.0732(9) Uani 1 1 d . . . . .
H16A H 0.1480 0.6171 0.2615 0.110 Uiso 1 1 calc R U . . .
H16B H 0.1558 0.4361 0.2064 0.110 Uiso 1 1 calc R U . . .
H16C H 0.1105 0.5861 0.1420 0.110 Uiso 1 1 calc R U . . .
C17 C 0.3382(2) 0.3708(4) 0.3506(3) 0.0905(12) Uani 1 1 d . . . . .
H17A H 0.3705 0.4643 0.3754 0.136 Uiso 1 1 calc R U . . .
H17B H 0.3624 0.2602 0.3594 0.136 Uiso 1 1 calc R U . . .
H17C H 0.3023 0.3702 0.3914 0.136 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.6924(14) . ?
Mo1 O2 1.7035(17) . ?
Mo1 O4 1.9358(14) . ?
Mo1 O3 1.9591(14) . ?
Mo1 N1 2.3046(16) . ?
Mo1 O5 2.3091(17) . ?
O3 C1 1.355(2) . ?
O4 C9 1.353(2) . ?
O5 C16 1.403(3) . ?
O5 H1O5 0.818(16) . ?
O6 C10 1.361(2) . ?
O6 C15 1.422(3) . ?
O7 C17 1.404(4) . ?
O7 H1O7 0.832(18) . ?
N1 C7 1.287(2) . ?
N1 C6 1.413(3) . ?
C1 C2 1.382(3) . ?
C1 C6 1.402(3) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.403(3) . ?
C3 C14 1.509(3) . ?
C4 C5 1.370(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(3) . ?
C5 H5 0.9300 . ?
C7 C8 1.443(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.397(3) . ?
C8 C13 1.411(3) . ?
C9 C10 1.408(3) . ?
C10 C11 1.394(3) . ?
C11 C12 1.389(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.354(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O2 105.79(8) . . ?
O1 Mo1 O4 101.30(7) . . ?
O2 Mo1 O4 98.76(8) . . ?
O1 Mo1 O3 97.62(7) . . ?
O2 Mo1 O3 99.00(8) . . ?
O4 Mo1 O3 149.36(6) . . ?
O1 Mo1 N1 164.37(8) . . ?
O2 Mo1 N1 89.00(7) . . ?
O4 Mo1 N1 80.93(6) . . ?
O3 Mo1 N1 74.63(6) . . ?
O1 Mo1 O5 87.11(8) . . ?
O2 Mo1 O5 166.98(7) . . ?
O4 Mo1 O5 80.02(6) . . ?
O3 Mo1 O5 77.09(7) . . ?
N1 Mo1 O5 78.00(6) . . ?
C1 O3 Mo1 122.15(13) . . ?
C9 O4 Mo1 133.46(13) . . ?
C16 O5 Mo1 130.39(17) . . ?
C16 O5 H1O5 111(2) . . ?
Mo1 O5 H1O5 114(2) . . ?
C10 O6 C15 118.25(17) . . ?
C17 O7 H1O7 112(3) . . ?
C7 N1 C6 122.75(17) . . ?
C7 N1 Mo1 126.11(14) . . ?
C6 N1 Mo1 110.83(12) . . ?
O3 C1 C2 121.59(19) . . ?
O3 C1 C6 118.24(19) . . ?
C2 C1 C6 120.2(2) . . ?
C1 C2 C3 121.2(2) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C2 C3 C4 118.1(2) . . ?
C2 C3 C14 121.8(2) . . ?
C4 C3 C14 120.1(2) . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 118.9(2) . . ?
C5 C6 N1 127.99(19) . . ?
C1 C6 N1 113.04(17) . . ?
N1 C7 C8 124.76(18) . . ?
N1 C7 H7 117.6 . . ?
C8 C7 H7 117.6 . . ?
C9 C8 C13 119.0(2) . . ?
C9 C8 C7 123.19(18) . . ?
C13 C8 C7 117.75(19) . . ?
O4 C9 C8 122.86(19) . . ?
O4 C9 C10 117.20(17) . . ?
C8 C9 C10 119.91(18) . . ?
O6 C10 C11 125.0(2) . . ?
O6 C10 C9 115.65(17) . . ?
C11 C10 C9 119.36(19) . . ?
C12 C11 C10 120.1(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C8 120.7(2) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
C3 C14 H14A 109.5 . . ?
C3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O5 C16 H16A 109.5 . . ?
O5 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O5 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O7 C17 H17A 109.5 . . ?
O7 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O7 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mo1 O3 C1 C2 -169.71(17) . . . . ?
Mo1 O3 C1 C6 10.9(3) . . . . ?
O3 C1 C2 C3 179.9(2) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
C1 C2 C3 C4 1.1(4) . . . . ?
C1 C2 C3 C14 -178.3(3) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C14 C3 C4 C5 179.2(3) . . . . ?
C3 C4 C5 C6 -0.8(4) . . . . ?
C4 C5 C6 C1 1.2(4) . . . . ?
C4 C5 C6 N1 -176.8(2) . . . . ?
O3 C1 C6 C5 179.0(2) . . . . ?
C2 C1 C6 C5 -0.4(3) . . . . ?
O3 C1 C6 N1 -2.8(3) . . . . ?
C2 C1 C6 N1 177.9(2) . . . . ?
C7 N1 C6 C5 -0.7(4) . . . . ?
Mo1 N1 C6 C5 173.4(2) . . . . ?
C7 N1 C6 C1 -178.7(2) . . . . ?
Mo1 N1 C6 C1 -4.7(2) . . . . ?
C6 N1 C7 C8 175.1(2) . . . . ?
Mo1 N1 C7 C8 2.0(3) . . . . ?
N1 C7 C8 C9 9.6(3) . . . . ?
N1 C7 C8 C13 -168.7(2) . . . . ?
Mo1 O4 C9 C8 -34.5(3) . . . . ?
Mo1 O4 C9 C10 147.37(16) . . . . ?
C13 C8 C9 O4 -178.0(2) . . . . ?
C7 C8 C9 O4 3.8(3) . . . . ?
C13 C8 C9 C10 0.1(3) . . . . ?
C7 C8 C9 C10 -178.06(19) . . . . ?
C15 O6 C10 C11 4.8(3) . . . . ?
C15 O6 C10 C9 -175.0(2) . . . . ?
O4 C9 C10 O6 -1.4(3) . . . . ?
C8 C9 C10 O6 -179.61(19) . . . . ?
O4 C9 C10 C11 178.80(19) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
O6 C10 C11 C12 179.5(2) . . . . ?
C9 C10 C11 C12 -0.7(3) . . . . ?
C10 C11 C12 C13 0.0(4) . . . . ?
C11 C12 C13 C8 0.7(4) . . . . ?
C9 C8 C13 C12 -0.8(4) . . . . ?
C7 C8 C13 C12 177.5(2) . . . . ?

_refine_diff_density_max         0.587
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_7_2545
_database_code_depnum_ccdc_archive 'CCDC 1508026'
_audit_update_record             
;
2016-10-04 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
cis-dioxo(2-(N-(2-oxonapht-1-yl)methylamino)phenolato-N,O,O')-(methanol)-molybdenum(VI)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H15 Mo N O5'
_chemical_formula_sum            'C18 H15 Mo N O5'
_chemical_formula_weight         421.25

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

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

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

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

_cell_length_a                   7.6444(5)
_cell_length_b                   9.9107(5)
_cell_length_c                   11.0535(6)
_cell_angle_alpha                72.130(5)
_cell_angle_beta                 82.196(5)
_cell_angle_gamma                88.111(5)
_cell_volume                     789.61(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6029
_cell_measurement_theta_min      4.1555
_cell_measurement_theta_max      32.5075

_exptl_crystal_description       'tetragonal prism'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    0.861
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.94367
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7922
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.163
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4590
_reflns_number_gt                4029
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;

_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.7. (CCDC, 2015)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0392P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4590
_refine_ls_number_parameters     230
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0229
_refine_ls_wR_factor_ref         0.0653
_refine_ls_wR_factor_gt          0.0643
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.06039(2) 0.84729(2) 0.24319(2) 0.02648(5) Uani 1 1 d . . . . .
O1 O 0.1376(2) 0.76933(15) 0.12977(13) 0.0425(3) Uani 1 1 d . . . . .
O2 O 0.2236(2) 0.83009(14) 0.33734(13) 0.0397(3) Uani 1 1 d . . . . .
O3 O 0.10333(17) 1.04436(12) 0.12982(11) 0.0289(3) Uani 1 1 d . . . . .
O4 O -0.10456(19) 0.70587(12) 0.35637(11) 0.0336(3) Uani 1 1 d . . . . .
O5 O -0.19516(18) 0.89719(14) 0.13149(12) 0.0344(3) Uani 1 1 d D . . . .
H1O5 H -0.163(3) 0.914(2) 0.0591(16) 0.041 Uiso 1 1 d D U . . .
N1 N -0.10269(19) 0.98327(13) 0.34749(12) 0.0237(3) Uani 1 1 d . . . . .
C1 C 0.0511(2) 1.15649(16) 0.17300(15) 0.0246(3) Uani 1 1 d . . . . .
C2 C 0.1050(3) 1.29393(18) 0.10347(16) 0.0307(4) Uani 1 1 d . . . . .
H2 H 0.1770 1.3120 0.0252 0.037 Uiso 1 1 calc R U . . .
C3 C 0.0504(3) 1.40354(18) 0.15187(17) 0.0322(4) Uani 1 1 d . . . . .
H3 H 0.0868 1.4959 0.1062 0.039 Uiso 1 1 calc R U . . .
C4 C -0.0586(3) 1.37717(18) 0.26842(17) 0.0330(4) Uani 1 1 d . . . . .
H4 H -0.0943 1.4519 0.3001 0.040 Uiso 1 1 calc R U . . .
C5 C -0.1139(3) 1.24078(17) 0.33726(16) 0.0288(3) Uani 1 1 d . . . . .
H5 H -0.1868 1.2235 0.4151 0.035 Uiso 1 1 calc R U . . .
C6 C -0.0602(2) 1.12909(16) 0.28964(15) 0.0242(3) Uani 1 1 d . . . . .
C7 C -0.2139(2) 0.94015(17) 0.45187(15) 0.0254(3) Uani 1 1 d . . . . .
H7 H -0.2648 1.0090 0.4864 0.031 Uiso 1 1 calc R U . . .
C8 C -0.2647(2) 0.79552(16) 0.51834(14) 0.0240(3) Uani 1 1 d . . . . .
C9 C -0.2059(2) 0.68485(17) 0.46963(15) 0.0265(3) Uani 1 1 d . . . . .
C10 C -0.2533(3) 0.54309(18) 0.53781(17) 0.0340(4) Uani 1 1 d . . . . .
H10 H -0.2130 0.4709 0.5039 0.041 Uiso 1 1 calc R U . . .
C11 C -0.3572(3) 0.51124(18) 0.65259(17) 0.0334(4) Uani 1 1 d . . . . .
H11 H -0.3873 0.4170 0.6962 0.040 Uiso 1 1 calc R U . . .
C12 C -0.4212(2) 0.61745(18) 0.70781(16) 0.0281(3) Uani 1 1 d . . . . .
C13 C -0.5261(3) 0.5819(2) 0.82929(17) 0.0342(4) Uani 1 1 d . . . . .
H13 H -0.5544 0.4874 0.8728 0.041 Uiso 1 1 calc R U . . .
C14 C -0.5860(3) 0.6835(2) 0.88349(17) 0.0369(4) Uani 1 1 d . . . . .
H14 H -0.6537 0.6585 0.9637 0.044 Uiso 1 1 calc R U . . .
C15 C -0.5452(3) 0.8254(2) 0.81783(17) 0.0356(4) Uani 1 1 d . . . . .
H15 H -0.5880 0.8950 0.8543 0.043 Uiso 1 1 calc R U . . .
C16 C -0.4423(2) 0.86444(19) 0.69949(18) 0.0309(4) Uani 1 1 d . . . . .
H16 H -0.4156 0.9597 0.6580 0.037 Uiso 1 1 calc R U . . .
C17 C -0.3773(2) 0.76177(17) 0.64085(14) 0.0245(3) Uani 1 1 d . . . . .
C18 C -0.3552(3) 0.8170(3) 0.1667(2) 0.0487(5) Uani 1 1 d . . . . .
H18A H -0.3300 0.7202 0.1714 0.073 Uiso 1 1 calc R U . . .
H18B H -0.4332 0.8555 0.1037 0.073 Uiso 1 1 calc R U . . .
H18C H -0.4103 0.8213 0.2488 0.073 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.6973(13) . ?
Mo1 O2 1.7023(15) . ?
Mo1 O4 1.9317(12) . ?
Mo1 O3 1.9802(12) . ?
Mo1 N1 2.2697(13) . ?
Mo1 O5 2.4087(14) . ?
O3 C1 1.3663(19) . ?
O4 C9 1.3408(19) . ?
O5 C18 1.423(2) . ?
O5 H1O5 0.773(16) . ?
N1 C7 1.300(2) . ?
N1 C6 1.418(2) . ?
C1 C2 1.387(2) . ?
C1 C6 1.401(2) . ?
C2 C3 1.381(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(2) . ?
C5 H5 0.9300 . ?
C7 C8 1.435(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.400(2) . ?
C8 C17 1.453(2) . ?
C9 C10 1.408(2) . ?
C10 C11 1.356(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.414(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.416(2) . ?
C12 C17 1.421(2) . ?
C13 C14 1.359(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.394(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.409(2) . ?
C16 H16 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O2 105.69(7) . . ?
O1 Mo1 O4 101.75(6) . . ?
O2 Mo1 O4 99.84(6) . . ?
O1 Mo1 O3 95.55(6) . . ?
O2 Mo1 O3 100.70(6) . . ?
O4 Mo1 O3 148.35(6) . . ?
O1 Mo1 N1 161.43(7) . . ?
O2 Mo1 N1 91.98(6) . . ?
O4 Mo1 N1 80.29(5) . . ?
O3 Mo1 N1 75.19(5) . . ?
O1 Mo1 O5 84.28(6) . . ?
O2 Mo1 O5 169.96(5) . . ?
O4 Mo1 O5 78.90(5) . . ?
O3 Mo1 O5 76.68(5) . . ?
N1 Mo1 O5 77.98(5) . . ?
C1 O3 Mo1 120.55(10) . . ?
C9 O4 Mo1 137.68(11) . . ?
C18 O5 Mo1 125.90(13) . . ?
C18 O5 H1O5 111.3(18) . . ?
Mo1 O5 H1O5 107.7(18) . . ?
C7 N1 C6 121.25(14) . . ?
C7 N1 Mo1 127.35(11) . . ?
C6 N1 Mo1 111.25(10) . . ?
O3 C1 C2 121.32(15) . . ?
O3 C1 C6 118.08(14) . . ?
C2 C1 C6 120.61(15) . . ?
C3 C2 C1 119.16(16) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 120.64(16) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 120.37(16) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 119.67(16) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C1 119.53(15) . . ?
C5 C6 N1 127.30(15) . . ?
C1 C6 N1 113.15(13) . . ?
N1 C7 C8 125.62(14) . . ?
N1 C7 H7 117.2 . . ?
C8 C7 H7 117.2 . . ?
C9 C8 C7 121.79(14) . . ?
C9 C8 C17 118.74(14) . . ?
C7 C8 C17 119.46(14) . . ?
O4 C9 C8 123.02(14) . . ?
O4 C9 C10 115.95(14) . . ?
C8 C9 C10 121.03(15) . . ?
C11 C10 C9 120.34(16) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 121.76(15) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C11 C12 C13 120.99(16) . . ?
C11 C12 C17 119.32(15) . . ?
C13 C12 C17 119.69(16) . . ?
C14 C13 C12 121.21(17) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 119.47(16) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 121.13(17) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 120.85(17) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C12 117.65(15) . . ?
C16 C17 C8 123.52(15) . . ?
C12 C17 C8 118.81(14) . . ?
O5 C18 H18A 109.5 . . ?
O5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mo1 O3 C1 C2 169.25(13) . . . . ?
Mo1 O3 C1 C6 -11.2(2) . . . . ?
O3 C1 C2 C3 -179.22(17) . . . . ?
C6 C1 C2 C3 1.3(3) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
C4 C5 C6 N1 179.44(17) . . . . ?
O3 C1 C6 C5 179.13(16) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
O3 C1 C6 N1 0.2(2) . . . . ?
C2 C1 C6 N1 179.73(15) . . . . ?
C7 N1 C6 C5 5.8(3) . . . . ?
Mo1 N1 C6 C5 -170.08(15) . . . . ?
C7 N1 C6 C1 -175.39(15) . . . . ?
Mo1 N1 C6 C1 8.75(17) . . . . ?
C6 N1 C7 C8 -179.48(15) . . . . ?
Mo1 N1 C7 C8 -4.3(3) . . . . ?
N1 C7 C8 C9 -4.7(3) . . . . ?
N1 C7 C8 C17 174.02(16) . . . . ?
Mo1 O4 C9 C8 24.4(3) . . . . ?
Mo1 O4 C9 C10 -156.45(15) . . . . ?
C7 C8 C9 O4 -2.6(3) . . . . ?
C17 C8 C9 O4 178.64(15) . . . . ?
C7 C8 C9 C10 178.30(17) . . . . ?
C17 C8 C9 C10 -0.5(3) . . . . ?
O4 C9 C10 C11 -179.21(18) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 C13 -178.42(19) . . . . ?
C10 C11 C12 C17 0.7(3) . . . . ?
C11 C12 C13 C14 179.17(18) . . . . ?
C17 C12 C13 C14 0.0(3) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C16 -1.1(3) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
C15 C16 C17 C12 -0.1(3) . . . . ?
C15 C16 C17 C8 -178.26(17) . . . . ?
C11 C12 C17 C16 -179.49(18) . . . . ?
C13 C12 C17 C16 -0.3(3) . . . . ?
C11 C12 C17 C8 -1.2(2) . . . . ?
C13 C12 C17 C8 177.95(16) . . . . ?
C9 C8 C17 C16 179.25(17) . . . . ?
C7 C8 C17 C16 0.5(3) . . . . ?
C9 C8 C17 C12 1.1(2) . . . . ?
C7 C8 C17 C12 -177.70(15) . . . . ?

_refine_diff_density_max         0.384
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.084

####################################################################### 
# 
# 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_9_2608
_database_code_depnum_ccdc_archive 'CCDC 1508027'
_audit_update_record             
;
2016-10-04 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
cis-dioxo(2-(N-(2-oxonapht-1-yl)methylamino)-5-methylphenolato-N,O,O')-(methanol)-molybdenum(VI)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H17 Mo N O5, C H4 O'
_chemical_formula_sum            'C20 H21 Mo N O6'
_chemical_formula_weight         467.32

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

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

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

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

_cell_length_a                   7.9476(13)
_cell_length_b                   14.9809(14)
_cell_length_c                   16.765(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.268(19)
_cell_angle_gamma                90
_cell_volume                     1984.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1829
_cell_measurement_theta_min      4.2398
_cell_measurement_theta_max      29.1157

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.697
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.61043
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7285
_diffrn_reflns_av_unetI/netI     0.0787
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.260
_diffrn_reflns_theta_max         26.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4084
_reflns_number_gt                2347
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;

_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.7. (CCDC, 2015)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0358P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4084
_refine_ls_number_parameters     262
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   0.850
_refine_ls_restrained_S_all      0.850
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.45641(4) -0.00905(2) 0.28638(2) 0.04689(12) Uani 1 1 d . . . . .
N1 N 0.3316(3) -0.02222(16) 0.40157(16) 0.0355(6) Uani 1 1 d . . . . .
O1 O 0.4861(4) -0.01162(17) 0.18832(16) 0.0770(9) Uani 1 1 d . . . . .
O2 O 0.6515(3) 0.00312(17) 0.33800(18) 0.0718(8) Uani 1 1 d . . . . .
O3 O 0.4266(3) -0.13680(14) 0.29923(14) 0.0522(7) Uani 1 1 d . . . . .
O4 O 0.3809(3) 0.11199(14) 0.29764(13) 0.0481(7) Uani 1 1 d . . . . .
O5 O 0.1718(4) -0.02031(19) 0.24042(16) 0.0606(7) Uani 1 1 d D . . . .
H1O5 H 0.104(4) 0.007(2) 0.263(2) 0.073 Uiso 1 1 d D U . . .
O6 O -0.0536(4) 0.0722(3) 0.3069(3) 0.1230(16) Uani 1 1 d D . . . .
H1O6 H -0.131(5) 0.043(4) 0.321(4) 0.148 Uiso 1 1 d D U . . .
C1 C 0.3694(4) -0.1722(2) 0.3657(2) 0.0392(9) Uani 1 1 d . . . . .
C2 C 0.3641(5) -0.2635(2) 0.3775(2) 0.0459(10) Uani 1 1 d . . . . .
H2 H 0.4032 -0.3017 0.3398 0.055 Uiso 1 1 calc R U . . .
C3 C 0.3022(5) -0.2984(2) 0.4437(2) 0.0463(10) Uani 1 1 d . . . . .
C4 C 0.2448(5) -0.2391(2) 0.4998(2) 0.0564(11) Uani 1 1 d . . . . .
H4 H 0.2026 -0.2618 0.5453 0.068 Uiso 1 1 calc R U . . .
C5 C 0.2496(5) -0.1485(2) 0.4890(2) 0.0520(10) Uani 1 1 d . . . . .
H5 H 0.2106 -0.1103 0.5267 0.062 Uiso 1 1 calc R U . . .
C6 C 0.3130(4) -0.1139(2) 0.4214(2) 0.0365(9) Uani 1 1 d . . . . .
C7 C 0.2887(4) 0.0413(2) 0.4466(2) 0.0388(8) Uani 1 1 d . . . . .
H7 H 0.2455 0.0250 0.4938 0.047 Uiso 1 1 calc R U . . .
C8 C 0.3010(4) 0.1351(2) 0.4308(2) 0.0356(8) Uani 1 1 d . . . . .
C9 C 0.3512(4) 0.1664(2) 0.3581(2) 0.0378(9) Uani 1 1 d . . . . .
C10 C 0.3670(5) 0.2582(2) 0.3445(2) 0.0472(10) Uani 1 1 d . . . . .
H10 H 0.4037 0.2777 0.2966 0.057 Uiso 1 1 calc R U . . .
C11 C 0.3302(5) 0.3188(2) 0.3995(2) 0.0543(11) Uani 1 1 d . . . . .
H11 H 0.3416 0.3793 0.3889 0.065 Uiso 1 1 calc R U . . .
C12 C 0.2746(5) 0.2917(2) 0.4729(2) 0.0453(9) Uani 1 1 d . . . . .
C13 C 0.2371(5) 0.3552(2) 0.5315(3) 0.0601(11) Uani 1 1 d . . . . .
H13 H 0.2477 0.4157 0.5209 0.072 Uiso 1 1 calc R U . . .
C14 C 0.1864(6) 0.3293(3) 0.6024(3) 0.0646(12) Uani 1 1 d . . . . .
H14 H 0.1632 0.3719 0.6401 0.078 Uiso 1 1 calc R U . . .
C15 C 0.1690(5) 0.2394(3) 0.6189(2) 0.0580(11) Uani 1 1 d . . . . .
H15 H 0.1328 0.2220 0.6674 0.070 Uiso 1 1 calc R U . . .
C16 C 0.2048(5) 0.1755(2) 0.5642(2) 0.0502(10) Uani 1 1 d . . . . .
H16 H 0.1928 0.1155 0.5765 0.060 Uiso 1 1 calc R U . . .
C17 C 0.2593(4) 0.1994(2) 0.4897(2) 0.0378(8) Uani 1 1 d . . . . .
C18 C 0.2933(6) -0.3983(2) 0.4566(3) 0.0664(12) Uani 1 1 d . . . . .
H18A H 0.1774 -0.4173 0.4488 0.100 Uiso 1 1 calc R U . . .
H18B H 0.3407 -0.4125 0.5102 0.100 Uiso 1 1 calc R U . . .
H18C H 0.3563 -0.4283 0.4189 0.100 Uiso 1 1 calc R U . . .
C19 C 0.0946(7) -0.0816(4) 0.1847(3) 0.1123(19) Uani 1 1 d . . . . .
H19A H 0.0255 -0.0500 0.1433 0.168 Uiso 1 1 calc R U . . .
H19B H 0.0252 -0.1218 0.2113 0.168 Uiso 1 1 calc R U . . .
H19C H 0.1801 -0.1147 0.1612 0.168 Uiso 1 1 calc R U . . .
C20 C -0.0849(6) 0.1605(3) 0.2960(3) 0.0887(16) Uani 1 1 d . . . . .
H20A H -0.1975 0.1736 0.3082 0.133 Uiso 1 1 calc R U . . .
H20B H -0.0747 0.1761 0.2412 0.133 Uiso 1 1 calc R U . . .
H20C H -0.0049 0.1943 0.3308 0.133 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.686(2) . ?
Mo1 O2 1.701(3) . ?
Mo1 O4 1.926(2) . ?
Mo1 O3 1.943(2) . ?
Mo1 N1 2.274(3) . ?
Mo1 O5 2.314(3) . ?
N1 C7 1.284(4) . ?
N1 C6 1.425(4) . ?
O3 C1 1.357(4) . ?
O4 C9 1.341(4) . ?
O5 C19 1.402(5) . ?
O5 H1O5 0.801(18) . ?
O6 C20 1.354(5) . ?
O6 H1O6 0.81(2) . ?
C1 C2 1.383(5) . ?
C1 C6 1.388(4) . ?
C2 C3 1.367(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.406(5) . ?
C3 C18 1.514(5) . ?
C4 C5 1.370(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(4) . ?
C5 H5 0.9300 . ?
C7 C8 1.434(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.405(4) . ?
C8 C17 1.443(4) . ?
C9 C10 1.403(4) . ?
C10 C11 1.348(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.412(5) . ?
C11 H11 0.9300 . ?
C12 C17 1.418(5) . ?
C12 C13 1.422(5) . ?
C13 C14 1.353(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.412(4) . ?
C16 H16 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O2 106.36(14) . . ?
O1 Mo1 O4 101.26(11) . . ?
O2 Mo1 O4 97.22(12) . . ?
O1 Mo1 O3 96.74(11) . . ?
O2 Mo1 O3 99.47(12) . . ?
O4 Mo1 O3 150.86(10) . . ?
O1 Mo1 N1 161.14(13) . . ?
O2 Mo1 N1 92.01(11) . . ?
O4 Mo1 N1 80.15(9) . . ?
O3 Mo1 N1 75.56(9) . . ?
O1 Mo1 O5 84.80(13) . . ?
O2 Mo1 O5 168.67(11) . . ?
O4 Mo1 O5 78.32(10) . . ?
O3 Mo1 O5 80.71(11) . . ?
N1 Mo1 O5 77.03(10) . . ?
C7 N1 C6 122.5(3) . . ?
C7 N1 Mo1 127.1(2) . . ?
C6 N1 Mo1 110.37(19) . . ?
C1 O3 Mo1 122.14(19) . . ?
C9 O4 Mo1 136.8(2) . . ?
C19 O5 Mo1 127.6(3) . . ?
C19 O5 H1O5 112(3) . . ?
Mo1 O5 H1O5 119(3) . . ?
C20 O6 H1O6 116(4) . . ?
O3 C1 C2 121.5(3) . . ?
O3 C1 C6 117.9(3) . . ?
C2 C1 C6 120.6(3) . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 118.2(3) . . ?
C2 C3 C18 121.4(3) . . ?
C4 C3 C18 120.4(3) . . ?
C5 C4 C3 121.5(3) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 119.6(3) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 119.1(3) . . ?
C1 C6 N1 113.6(3) . . ?
C5 C6 N1 127.3(3) . . ?
N1 C7 C8 126.2(3) . . ?
N1 C7 H7 116.9 . . ?
C8 C7 H7 116.9 . . ?
C9 C8 C7 121.2(3) . . ?
C9 C8 C17 118.6(3) . . ?
C7 C8 C17 120.2(3) . . ?
O4 C9 C10 116.6(3) . . ?
O4 C9 C8 122.9(3) . . ?
C10 C9 C8 120.5(3) . . ?
C11 C10 C9 121.3(3) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 120.9(3) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C17 119.7(3) . . ?
C11 C12 C13 121.2(3) . . ?
C17 C12 C13 119.1(3) . . ?
C14 C13 C12 121.4(4) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 119.9(4) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.7(4) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 121.3(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C12 117.6(3) . . ?
C16 C17 C8 123.4(3) . . ?
C12 C17 C8 119.0(3) . . ?
C3 C18 H18A 109.5 . . ?
C3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C19 H19A 109.5 . . ?
O5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O6 C20 H20A 109.5 . . ?
O6 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O6 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mo1 O3 C1 C2 -173.7(3) . . . . ?
Mo1 O3 C1 C6 7.4(4) . . . . ?
O3 C1 C2 C3 -178.3(3) . . . . ?
C6 C1 C2 C3 0.5(6) . . . . ?
C1 C2 C3 C4 -0.3(6) . . . . ?
C1 C2 C3 C18 179.1(4) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C18 C3 C4 C5 -179.2(4) . . . . ?
C3 C4 C5 C6 -0.2(7) . . . . ?
O3 C1 C6 C5 178.3(3) . . . . ?
C2 C1 C6 C5 -0.6(5) . . . . ?
O3 C1 C6 N1 -2.9(5) . . . . ?
C2 C1 C6 N1 178.3(3) . . . . ?
C4 C5 C6 C1 0.4(6) . . . . ?
C4 C5 C6 N1 -178.2(4) . . . . ?
C7 N1 C6 C1 -179.0(3) . . . . ?
Mo1 N1 C6 C1 -1.8(4) . . . . ?
C7 N1 C6 C5 -0.2(6) . . . . ?
Mo1 N1 C6 C5 176.9(3) . . . . ?
C6 N1 C7 C8 -179.2(3) . . . . ?
Mo1 N1 C7 C8 4.2(5) . . . . ?
N1 C7 C8 C9 5.4(6) . . . . ?
N1 C7 C8 C17 -175.5(3) . . . . ?
Mo1 O4 C9 C10 153.4(3) . . . . ?
Mo1 O4 C9 C8 -28.7(6) . . . . ?
C7 C8 C9 O4 3.9(6) . . . . ?
C17 C8 C9 O4 -175.2(3) . . . . ?
C7 C8 C9 C10 -178.3(3) . . . . ?
C17 C8 C9 C10 2.6(5) . . . . ?
O4 C9 C10 C11 176.0(3) . . . . ?
C8 C9 C10 C11 -2.0(6) . . . . ?
C9 C10 C11 C12 0.1(6) . . . . ?
C10 C11 C12 C17 0.9(6) . . . . ?
C10 C11 C12 C13 179.4(4) . . . . ?
C11 C12 C13 C14 -178.9(4) . . . . ?
C17 C12 C13 C14 -0.5(6) . . . . ?
C12 C13 C14 C15 -0.4(7) . . . . ?
C13 C14 C15 C16 0.8(7) . . . . ?
C14 C15 C16 C17 -0.3(6) . . . . ?
C15 C16 C17 C12 -0.5(6) . . . . ?
C15 C16 C17 C8 179.0(4) . . . . ?
C11 C12 C17 C16 179.4(3) . . . . ?
C13 C12 C17 C16 0.9(6) . . . . ?
C11 C12 C17 C8 -0.1(6) . . . . ?
C13 C12 C17 C8 -178.6(3) . . . . ?
C9 C8 C17 C16 178.9(4) . . . . ?
C7 C8 C17 C16 -0.2(5) . . . . ?
C9 C8 C17 C12 -1.6(5) . . . . ?
C7 C8 C17 C12 179.3(3) . . . . ?

_refine_diff_density_max         0.417
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.064

