# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1941173'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H11 Mo N3 O5'
_chemical_formula_weight         397.20

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   8.0702(3)
_cell_length_b                   10.9452(4)
_cell_length_c                   31.8143(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2810.16(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3226
_cell_measurement_theta_min      4.4720
_cell_measurement_theta_max      32.0460

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.878
_exptl_crystal_F_000             1584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.965
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90699
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10923
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         4.190
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3048
_reflns_number_gt                2522
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0309P)²+0.3212P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3048
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0714
_refine_ls_wR_factor_gt          0.0671
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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 0.83716(3) 0.22037(2) 0.13625(2) 0.02684(9) Uani 1 1 d . . . . .
O3 O 0.9032(2) 0.36568(16) 0.10655(6) 0.0326(4) Uani 1 1 d . . . . .
O5 O 1.1337(2) 0.65691(18) 0.01705(6) 0.0430(5) Uani 1 1 d . . . . .
O1 O 0.6336(2) 0.2442(2) 0.14783(7) 0.0428(5) Uani 1 1 d . . . . .
O2 O 0.8390(2) 0.11937(18) 0.09606(6) 0.0426(5) Uani 1 1 d . . . . .
O4 O 0.8808(2) 0.10159(15) 0.18381(5) 0.0289(4) Uani 1 1 d . . . . .
N3 N 1.1173(3) -0.14490(18) 0.30298(6) 0.0272(5) Uani 1 1 d . . . . .
C4 C 1.0026(3) 0.0321(2) 0.27031(8) 0.0331(6) Uani 1 1 d . . . . .
H4 H 0.943133 0.104491 0.273063 0.040 Uiso 1 1 calc R U . . .
N1 N 1.1119(3) 0.20624(18) 0.14523(6) 0.0253(5) Uani 1 1 d . . . . .
N2 N 1.1645(2) 0.1218(2) 0.17607(7) 0.0298(5) Uani 1 1 d . . . . .
C8 C 1.2010(3) 0.3602(2) 0.09650(8) 0.0277(5) Uani 1 1 d . . . . .
C7 C 1.1507(3) -0.1121(2) 0.22917(8) 0.0329(6) Uani 1 1 d . . . . .
H7 H 1.192939 -0.139432 0.203653 0.040 Uiso 1 1 calc R U . . .
C3 C 1.0611(3) -0.0038(2) 0.23135(8) 0.0262(5) Uani 1 1 d . . . . .
C11 C 1.1639(3) 0.5598(2) 0.04239(8) 0.0326(6) Uani 1 1 d . . . . .
C12 C 1.0255(3) 0.5087(2) 0.06158(8) 0.0321(6) Uani 1 1 d . . . . .
H12 H 0.921117 0.541672 0.056523 0.039 Uiso 1 1 calc R U . . .
C9 C 1.3383(3) 0.4159(3) 0.07730(9) 0.0363(6) Uani 1 1 d . . . . .
H9 H 1.443690 0.385920 0.083060 0.044 Uiso 1 1 calc R U . . .
C6 C 1.1757(3) -0.1780(2) 0.26528(8) 0.0313(6) Uani 1 1 d . . . . .
H6 H 1.236779 -0.249829 0.263471 0.038 Uiso 1 1 calc R U . . .
C1 C 1.2301(3) 0.2631(2) 0.12553(8) 0.0288(6) Uani 1 1 d . . . . .
H1 H 1.338890 0.239420 0.130602 0.035 Uiso 1 1 calc R U . . .
C5 C 1.0326(3) -0.0394(2) 0.30483(8) 0.0307(6) Uani 1 1 d . . . . .
H5 H 0.992526 -0.013672 0.330762 0.037 Uiso 1 1 calc R U . . .
C2 C 1.0352(3) 0.0760(2) 0.19402(8) 0.0271(5) Uani 1 1 d . . . . .
C13 C 1.0416(3) 0.4096(2) 0.08807(7) 0.0269(5) Uani 1 1 d . . . . .
C10 C 1.3221(3) 0.5132(3) 0.05028(9) 0.0379(7) Uani 1 1 d . . . . .
H10 H 1.414754 0.547397 0.037483 0.046 Uiso 1 1 calc R U . . .
C14 C 1.2693(4) 0.7095(3) -0.00606(10) 0.0524(8) Uani 1 1 d . . . . .
H14A H 1.229718 0.776953 -0.022524 0.079 Uiso 1 1 calc R U . . .
H14B H 1.352381 0.737732 0.013223 0.079 Uiso 1 1 calc R U . . .
H14C H 1.316312 0.648848 -0.024318 0.079 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 1.6905(19) . ?
Mo1 O1 1.703(2) . ?
Mo1 O3 1.9250(17) . ?
Mo1 O4 2.0257(17) . ?
Mo1 N1 2.241(2) . ?
Mo1 N3 2.459(2) 4_755 ?
O3 C13 1.351(3) . ?
O5 C11 1.356(3) . ?
O5 C14 1.439(3) . ?
O4 C2 1.319(3) . ?
N3 C6 1.339(3) . ?
N3 C5 1.343(3) . ?
C4 C5 1.370(3) . ?
C4 C3 1.384(3) . ?
C4 H4 0.9300 . ?
N1 C1 1.300(3) . ?
N1 N2 1.413(3) . ?
N2 C2 1.290(3) . ?
C8 C9 1.404(4) . ?
C8 C13 1.421(3) . ?
C8 C1 1.427(3) . ?
C7 C6 1.371(4) . ?
C7 C3 1.390(3) . ?
C7 H7 0.9300 . ?
C3 C2 1.489(3) . ?
C11 C12 1.391(4) . ?
C11 C10 1.397(4) . ?
C12 C13 1.380(3) . ?
C12 H12 0.9300 . ?
C9 C10 1.375(4) . ?
C9 H9 0.9300 . ?
C6 H6 0.9300 . ?
C1 H1 0.9300 . ?
C5 H5 0.9300 . ?
C10 H10 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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 105.80(10) . . ?
O2 Mo1 O3 99.59(9) . . ?
O1 Mo1 O3 104.25(9) . . ?
O2 Mo1 O4 98.27(9) . . ?
O1 Mo1 O4 95.99(9) . . ?
O3 Mo1 O4 148.08(7) . . ?
O2 Mo1 N1 92.44(8) . . ?
O1 Mo1 N1 159.56(9) . . ?
O3 Mo1 N1 81.13(7) . . ?
O4 Mo1 N1 71.86(7) . . ?
O2 Mo1 N3 170.25(8) . 4_755 ?
O1 Mo1 N3 83.24(9) . 4_755 ?
O3 Mo1 N3 81.32(7) . 4_755 ?
O4 Mo1 N3 76.80(7) . 4_755 ?
N1 Mo1 N3 78.07(7) . 4_755 ?
C13 O3 Mo1 137.42(16) . . ?
C11 O5 C14 118.7(2) . . ?
C2 O4 Mo1 119.00(15) . . ?
C6 N3 C5 116.8(2) . . ?
C6 N3 Mo1 119.31(16) . 4_745 ?
C5 N3 Mo1 123.87(16) . 4_745 ?
C5 C4 C3 119.7(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C1 N1 N2 115.3(2) . . ?
C1 N1 Mo1 129.14(18) . . ?
N2 N1 Mo1 115.51(15) . . ?
C2 N2 N1 108.6(2) . . ?
C9 C8 C13 117.8(2) . . ?
C9 C8 C1 118.4(2) . . ?
C13 C8 C1 123.7(2) . . ?
C6 C7 C3 118.9(2) . . ?
C6 C7 H7 120.6 . . ?
C3 C7 H7 120.6 . . ?
C4 C3 C7 117.7(2) . . ?
C4 C3 C2 120.0(2) . . ?
C7 C3 C2 122.2(2) . . ?
O5 C11 C12 115.5(2) . . ?
O5 C11 C10 123.9(2) . . ?
C12 C11 C10 120.6(2) . . ?
C13 C12 C11 120.5(2) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C10 C9 C8 122.2(2) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
N3 C6 C7 123.8(2) . . ?
N3 C6 H6 118.1 . . ?
C7 C6 H6 118.1 . . ?
N1 C1 C8 123.2(2) . . ?
N1 C1 H1 118.4 . . ?
C8 C1 H1 118.4 . . ?
N3 C5 C4 123.1(2) . . ?
N3 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
N2 C2 O4 124.9(2) . . ?
N2 C2 C3 117.9(2) . . ?
O4 C2 C3 117.0(2) . . ?
O3 C13 C12 117.9(2) . . ?
O3 C13 C8 122.1(2) . . ?
C12 C13 C8 120.0(2) . . ?
C9 C10 C11 118.8(3) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
O5 C14 H14A 109.5 . . ?
O5 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O5 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C2 177.6(2) . . . . ?
Mo1 N1 N2 C2 -3.6(2) . . . . ?
C5 C4 C3 C7 -0.7(4) . . . . ?
C5 C4 C3 C2 -177.4(2) . . . . ?
C6 C7 C3 C4 0.4(4) . . . . ?
C6 C7 C3 C2 177.1(2) . . . . ?
C14 O5 C11 C12 -175.9(2) . . . . ?
C14 O5 C11 C10 5.5(4) . . . . ?
O5 C11 C12 C13 -179.9(2) . . . . ?
C10 C11 C12 C13 -1.3(4) . . . . ?
C13 C8 C9 C10 -1.6(4) . . . . ?
C1 C8 C9 C10 -177.3(3) . . . . ?
C5 N3 C6 C7 -1.4(4) . . . . ?
Mo1 N3 C6 C7 177.0(2) 4_745 . . . ?
C3 C7 C6 N3 0.7(4) . . . . ?
N2 N1 C1 C8 -173.5(2) . . . . ?
Mo1 N1 C1 C8 8.0(4) . . . . ?
C9 C8 C1 N1 179.4(3) . . . . ?
C13 C8 C1 N1 4.0(4) . . . . ?
C6 N3 C5 C4 1.2(4) . . . . ?
Mo1 N3 C5 C4 -177.2(2) 4_745 . . . ?
C3 C4 C5 N3 -0.1(4) . . . . ?
N1 N2 C2 O4 2.2(3) . . . . ?
N1 N2 C2 C3 -172.41(19) . . . . ?
Mo1 O4 C2 N2 0.5(3) . . . . ?
Mo1 O4 C2 C3 175.17(15) . . . . ?
C4 C3 C2 N2 115.4(3) . . . . ?
C7 C3 C2 N2 -61.2(3) . . . . ?
C4 C3 C2 O4 -59.7(3) . . . . ?
C7 C3 C2 O4 123.8(3) . . . . ?
Mo1 O3 C13 C12 165.46(18) . . . . ?
Mo1 O3 C13 C8 -17.2(4) . . . . ?
C11 C12 C13 O3 178.5(2) . . . . ?
C11 C12 C13 C8 1.1(4) . . . . ?
C9 C8 C13 O3 -177.0(2) . . . . ?
C1 C8 C13 O3 -1.5(4) . . . . ?
C9 C8 C13 C12 0.3(4) . . . . ?
C1 C8 C13 C12 175.8(2) . . . . ?
C8 C9 C10 C11 1.4(4) . . . . ?
O5 C11 C10 C9 178.6(3) . . . . ?
C12 C11 C10 C9 0.1(4) . . . . ?

_refine_diff_density_max         0.479
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.071

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 12 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1941174'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H15 Mo N3 O6'
_chemical_formula_weight         429.24

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

_space_group_crystal_system      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                   6.6351(3)
_cell_length_b                   7.6159(3)
_cell_length_c                   16.3967(8)
_cell_angle_alpha                91.525(3)
_cell_angle_beta                 93.644(4)
_cell_angle_gamma                95.790(3)
_cell_volume                     822.21(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3292
_cell_measurement_theta_min      3.8301
_cell_measurement_theta_max      29.9469

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.24
_exptl_absorpt_coefficient_mu    0.836
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82491
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7686
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_av_R_equivalents  0.0280
_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       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.305
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3576
_reflns_number_gt                3318
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;      
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0409P)²+0.2210P] 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         3576
_refine_ls_number_parameters     230
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0749
_refine_ls_wR_factor_gt          0.0727
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5871(4) 0.4507(3) 0.33854(14) 0.0225(5) Uani 1 1 d . . . . .
H1 H 0.721525 0.495978 0.334722 0.027 Uiso 1 1 calc R U . . .
C2 C 0.3997(4) 0.5749(3) 0.15646(14) 0.0232(5) Uani 1 1 d . . . . .
C3 C 0.4528(4) 0.6648(3) 0.08067(14) 0.0260(5) Uani 1 1 d . . . . .
C4 C 0.3092(4) 0.6748(3) 0.01640(15) 0.0302(5) Uani 1 1 d . . . . .
H4 H 0.174430 0.631822 0.021307 0.036 Uiso 1 1 calc R U . . .
C5 C 0.3697(5) 0.7501(3) -0.05574(16) 0.0357(6) Uani 1 1 d . . . . .
H5 H 0.272158 0.756818 -0.098541 0.043 Uiso 1 1 calc R U . . .
C6 C 0.6964(5) 0.8053(4) -0.00312(17) 0.0369(6) Uani 1 1 d . . . . .
H6 H 0.829745 0.850716 -0.009481 0.044 Uiso 1 1 calc R U . . .
C7 C 0.6512(4) 0.7344(3) 0.07075(16) 0.0322(6) Uani 1 1 d . . . . .
H7 H 0.751232 0.733222 0.113058 0.039 Uiso 1 1 calc R U . . .
C8 C 0.5390(4) 0.3540(3) 0.40861(14) 0.0215(5) Uani 1 1 d . . . . .
C9 C 0.6951(4) 0.3345(3) 0.46928(14) 0.0238(5) Uani 1 1 d . . . . .
H9 H 0.826845 0.381376 0.461046 0.029 Uiso 1 1 calc R U . . .
C10 C 0.6579(4) 0.2484(3) 0.53999(15) 0.0263(5) Uani 1 1 d . . . . .
H10 H 0.763810 0.234907 0.578511 0.032 Uiso 1 1 calc R U . . .
C11 C 0.4597(4) 0.1811(3) 0.55372(14) 0.0242(5) Uani 1 1 d . . . . .
C12 C 0.3014(4) 0.1958(3) 0.49557(14) 0.0236(5) Uani 1 1 d . . . . .
H12 H 0.169818 0.150731 0.505204 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3412(4) 0.2788(3) 0.42235(14) 0.0218(5) Uani 1 1 d . . . . .
C14 C 0.2400(4) 0.0504(3) 0.65072(16) 0.0343(6) Uani 1 1 d . . . . .
H14A H 0.249264 -0.002549 0.703144 0.051 Uiso 1 1 calc R U . . .
H14B H 0.165722 0.151829 0.654245 0.051 Uiso 1 1 calc R U . . .
H14C H 0.171031 -0.033724 0.611150 0.051 Uiso 1 1 calc R U . . .
C15 C 0.2074(5) -0.0206(3) 0.22484(18) 0.0378(6) Uani 1 1 d D . . . .
H15A H 0.293741 -0.097093 0.199780 0.057 Uiso 1 1 calc R U . . .
H15B H 0.204421 -0.043641 0.282048 0.057 Uiso 1 1 calc R U . . .
H15C H 0.072434 -0.041756 0.199369 0.057 Uiso 1 1 calc R U . . .
N1 N 0.4583(3) 0.4802(2) 0.27995(11) 0.0217(4) Uani 1 1 d . . . . .
N2 N 0.5382(3) 0.5748(3) 0.21536(12) 0.0248(4) Uani 1 1 d . . . . .
N3 N 0.5599(4) 0.8126(3) -0.06632(13) 0.0356(5) Uani 1 1 d . . . . .
O1 O -0.0920(3) 0.2757(2) 0.22938(10) 0.0291(4) Uani 1 1 d . . . . .
O2 O 0.0544(3) 0.5883(2) 0.30343(11) 0.0279(4) Uani 1 1 d . . . . .
O3 O 0.1846(2) 0.2818(2) 0.36698(10) 0.0250(3) Uani 1 1 d . . . . .
O4 O 0.2131(3) 0.4947(2) 0.15852(10) 0.0253(3) Uani 1 1 d . . . . .
O5 O 0.4394(3) 0.1032(2) 0.62637(10) 0.0312(4) Uani 1 1 d . . . . .
O6 O 0.2835(3) 0.1581(2) 0.21495(11) 0.0304(4) Uani 1 1 d D . . . .
Mo1 Mo 0.12740(3) 0.39693(2) 0.26522(2) 0.02151(8) Uani 1 1 d . . . . .
H61 H 0.331(5) 0.158(2) 0.1689(10) 0.043(9) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.284(3) . ?
C1 C8 1.417(3) . ?
C2 N2 1.290(3) . ?
C2 O4 1.327(3) . ?
C2 C3 1.480(3) . ?
C3 C4 1.384(4) . ?
C3 C7 1.390(4) . ?
C4 C5 1.393(4) . ?
C5 N3 1.327(4) . ?
C6 N3 1.339(4) . ?
C6 C7 1.377(4) . ?
C8 C9 1.411(3) . ?
C8 C13 1.412(3) . ?
C9 C10 1.371(3) . ?
C10 C11 1.397(3) . ?
C11 O5 1.353(3) . ?
C11 C12 1.388(3) . ?
C12 C13 1.399(3) . ?
C13 O3 1.338(3) . ?
C14 O5 1.428(3) . ?
C15 O6 1.420(3) . ?
N1 N2 1.399(3) . ?
N1 Mo1 2.2193(19) . ?
O1 Mo1 1.7053(17) . ?
O2 Mo1 1.6981(16) . ?
O3 Mo1 1.9394(16) . ?
O4 Mo1 2.0121(16) . ?
O6 Mo1 2.3385(16) . ?

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
N1 C1 C8 124.7(2) . . ?
N2 C2 O4 124.0(2) . . ?
N2 C2 C3 118.4(2) . . ?
O4 C2 C3 117.6(2) . . ?
C4 C3 C7 118.2(2) . . ?
C4 C3 C2 121.2(2) . . ?
C7 C3 C2 120.6(2) . . ?
C3 C4 C5 119.0(3) . . ?
N3 C5 C4 123.1(3) . . ?
N3 C6 C7 123.9(3) . . ?
C6 C7 C3 118.5(3) . . ?
C9 C8 C13 117.7(2) . . ?
C9 C8 C1 118.7(2) . . ?
C13 C8 C1 123.6(2) . . ?
C10 C9 C8 121.9(2) . . ?
C9 C10 C11 119.5(2) . . ?
O5 C11 C12 124.7(2) . . ?
O5 C11 C10 114.5(2) . . ?
C12 C11 C10 120.8(2) . . ?
C11 C12 C13 119.5(2) . . ?
O3 C13 C12 116.9(2) . . ?
O3 C13 C8 122.5(2) . . ?
C12 C13 C8 120.6(2) . . ?
C1 N1 N2 115.6(2) . . ?
C1 N1 Mo1 129.13(16) . . ?
N2 N1 Mo1 115.24(14) . . ?
C2 N2 N1 109.16(19) . . ?
C5 N3 C6 117.3(2) . . ?
C13 O3 Mo1 137.48(15) . . ?
C2 O4 Mo1 118.10(15) . . ?
C11 O5 C14 118.8(2) . . ?
C15 O6 Mo1 123.00(15) . . ?
O2 Mo1 O1 105.26(8) . . ?
O2 Mo1 O3 99.23(8) . . ?
O1 Mo1 O3 100.82(7) . . ?
O2 Mo1 O4 95.96(7) . . ?
O1 Mo1 O4 98.32(7) . . ?
O3 Mo1 O4 151.40(7) . . ?
O2 Mo1 N1 95.79(7) . . ?
O1 Mo1 N1 157.87(8) . . ?
O3 Mo1 N1 82.12(7) . . ?
O4 Mo1 N1 72.32(7) . . ?
O2 Mo1 O6 170.29(7) . . ?
O1 Mo1 O6 84.25(8) . . ?
O3 Mo1 O6 80.54(7) . . ?
O4 Mo1 O6 80.46(6) . . ?
N1 Mo1 O6 74.54(7) . . ?

_refine_diff_density_max         0.790
_refine_diff_density_min         -0.728
_refine_diff_density_rms         0.083

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 16 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form
####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1941177'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 Cl Mo N3 O6'
_chemical_formula_weight         465.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.9395(4)
_cell_length_b                   12.0713(4)
_cell_length_c                   16.8359(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.768(4)
_cell_angle_gamma                90
_cell_volume                     1807.59(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4632
_cell_measurement_theta_min      3.8785
_cell_measurement_theta_max      31.3130

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.910
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.92153
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15313
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.891
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3928
_reflns_number_gt                2601
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;      
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0227P)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         3928
_refine_ls_number_parameters     239
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0530
_refine_ls_wR_factor_gt          0.0502
_refine_ls_goodness_of_fit_ref   0.837
_refine_ls_restrained_S_all      0.838
_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 1.00489(3) 0.07421(2) 0.69084(2) 0.03395(8) Uani 1 1 d . . . . .
Cl1 Cl 0.57767(9) 0.70421(6) 0.37630(4) 0.0544(2) Uani 1 1 d . . . . .
O2 O 0.9667(2) 0.09073(14) 0.78721(9) 0.0440(5) Uani 1 1 d . . . . .
O1 O 0.8610(2) -0.00017(16) 0.64587(10) 0.0539(5) Uani 1 1 d . . . . .
O4 O 0.92394(18) 0.22117(13) 0.64954(9) 0.0368(4) Uani 1 1 d . . . . .
O3 O 1.1606(2) -0.03617(13) 0.70069(9) 0.0453(5) Uani 1 1 d . . . . .
O5 O 1.4600(2) -0.34929(14) 0.64932(10) 0.0468(5) Uani 1 1 d . . . . .
O6 O 1.2068(2) 0.18902(14) 0.73095(11) 0.0424(5) Uani 1 1 d D . . . .
N2 N 1.0495(2) 0.20406(16) 0.53644(11) 0.0354(5) Uani 1 1 d . . . . .
N1 N 1.1043(2) 0.10946(16) 0.57737(11) 0.0332(5) Uani 1 1 d . . . . .
N3 N 0.7346(2) 0.53831(17) 0.48513(12) 0.0408(6) Uani 1 1 d . . . . .
H3 H 0.689067 0.596598 0.465867 0.049 Uiso 1 1 calc R U . . .
C8 C 1.2685(3) -0.04794(19) 0.57533(13) 0.0330(6) Uani 1 1 d . . . . .
C7 C 0.8890(3) 0.3859(2) 0.46700(13) 0.0319(6) Uani 1 1 d . . . . .
H7 H 0.945085 0.344159 0.434244 0.038 Uiso 1 1 calc R U . . .
C12 C 1.3060(3) -0.1907(2) 0.67759(14) 0.0376(7) Uani 1 1 d . . . . .
H12 H 1.287130 -0.218318 0.727183 0.045 Uiso 1 1 calc R U . . .
C3 C 0.8789(3) 0.35450(19) 0.54568(13) 0.0294(6) Uani 1 1 d . . . . .
C11 C 1.3963(3) -0.2495(2) 0.63051(15) 0.0378(6) Uani 1 1 d . . . . .
C4 C 0.7932(3) 0.4177(2) 0.59232(14) 0.0399(7) Uani 1 1 d . . . . .
H4 H 0.784149 0.397373 0.644900 0.048 Uiso 1 1 calc R U . . .
C13 C 1.2436(3) -0.0907(2) 0.65089(13) 0.0345(6) Uani 1 1 d . . . . .
C6 C 0.8153(3) 0.4792(2) 0.43853(14) 0.0364(6) Uani 1 1 d . . . . .
H6 H 0.821686 0.501349 0.386079 0.044 Uiso 1 1 calc R U . . .
C2 C 0.9553(3) 0.25360(19) 0.57791(13) 0.0305(6) Uani 1 1 d . . . . .
C9 C 1.3619(3) -0.1096(2) 0.52979(15) 0.0423(7) Uani 1 1 d . . . . .
H9 H 1.381868 -0.082435 0.480252 0.051 Uiso 1 1 calc R U . . .
C1 C 1.2021(3) 0.0516(2) 0.54344(13) 0.0354(6) Uani 1 1 d . . . . .
H1 H 1.230669 0.076916 0.495024 0.042 Uiso 1 1 calc R U . . .
C14 C 1.4325(3) -0.4003(2) 0.72348(16) 0.0491(8) Uani 1 1 d . . . . .
H14C H 1.484309 -0.469965 0.728767 0.074 Uiso 1 1 calc R U . . .
H14B H 1.468334 -0.352651 0.766954 0.074 Uiso 1 1 calc R U . . .
H14A H 1.326546 -0.412322 0.724329 0.074 Uiso 1 1 calc R U . . .
C10 C 1.4245(3) -0.2081(2) 0.55555(16) 0.0454(7) Uani 1 1 d . . . . .
H10 H 1.485289 -0.247303 0.523717 0.055 Uiso 1 1 calc R U . . .
C5 C 0.7216(3) 0.5106(2) 0.56079(15) 0.0478(8) Uani 1 1 d . . . . .
H5 H 0.664435 0.553965 0.591961 0.057 Uiso 1 1 calc R U . . .
C15 C 1.1946(4) 0.2791(2) 0.78473(17) 0.0649(9) Uani 1 1 d D . . . .
H15A H 1.289739 0.316234 0.793769 0.097 Uiso 1 1 calc R U . . .
H15C H 1.119816 0.330290 0.762110 0.097 Uiso 1 1 calc R U . . .
H15B H 1.165922 0.251535 0.834489 0.097 Uiso 1 1 calc R U . . .
H61 H 1.263(2) 0.2123(14) 0.6987(10) 0.055(10) 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 O1 1.6845(19) . ?
Mo1 O2 1.7030(14) . ?
Mo1 O3 1.9217(17) . ?
Mo1 O4 2.0133(16) . ?
Mo1 N1 2.2277(18) . ?
Mo1 O6 2.3213(18) . ?
O4 C2 1.325(2) . ?
O3 C13 1.346(3) . ?
O5 C11 1.356(3) . ?
O5 C14 1.435(3) . ?
O6 C15 1.426(3) . ?
N2 C2 1.293(3) . ?
N2 N1 1.397(3) . ?
N1 C1 1.295(3) . ?
N3 C6 1.326(3) . ?
N3 C5 1.333(3) . ?
C8 C9 1.403(3) . ?
C8 C13 1.411(3) . ?
C8 C1 1.422(3) . ?
C7 C6 1.367(3) . ?
C7 C3 1.390(3) . ?
C12 C11 1.383(3) . ?
C12 C13 1.386(3) . ?
C3 C4 1.380(3) . ?
C3 C2 1.473(3) . ?
C11 C10 1.404(3) . ?
C4 C5 1.371(3) . ?
C9 C10 1.366(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
O1 Mo1 O2 105.88(8) . . ?
O1 Mo1 O3 100.53(9) . . ?
O2 Mo1 O3 102.23(7) . . ?
O1 Mo1 O4 94.75(8) . . ?
O2 Mo1 O4 97.26(7) . . ?
O3 Mo1 O4 150.78(7) . . ?
O1 Mo1 N1 93.94(8) . . ?
O2 Mo1 N1 158.46(8) . . ?
O3 Mo1 N1 81.86(7) . . ?
O4 Mo1 N1 72.31(7) . . ?
O1 Mo1 O6 170.08(7) . . ?
O2 Mo1 O6 82.96(7) . . ?
O3 Mo1 O6 81.59(7) . . ?
O4 Mo1 O6 79.41(7) . . ?
N1 Mo1 O6 76.69(7) . . ?
C2 O4 Mo1 118.24(14) . . ?
C13 O3 Mo1 136.47(15) . . ?
C11 O5 C14 118.65(19) . . ?
C15 O6 Mo1 122.22(17) . . ?
C2 N2 N1 109.10(18) . . ?
C1 N1 N2 116.24(19) . . ?
C1 N1 Mo1 128.35(16) . . ?
N2 N1 Mo1 115.37(14) . . ?
C6 N3 C5 122.3(2) . . ?
C9 C8 C13 117.1(2) . . ?
C9 C8 C1 119.4(2) . . ?
C13 C8 C1 123.5(2) . . ?
C6 C7 C3 118.9(2) . . ?
C11 C12 C13 120.0(2) . . ?
C4 C3 C7 119.0(2) . . ?
C4 C3 C2 120.7(2) . . ?
C7 C3 C2 120.3(2) . . ?
O5 C11 C12 125.3(2) . . ?
O5 C11 C10 114.7(2) . . ?
C12 C11 C10 120.0(2) . . ?
C5 C4 C3 119.7(2) . . ?
O3 C13 C12 116.9(2) . . ?
O3 C13 C8 122.0(2) . . ?
C12 C13 C8 121.1(2) . . ?
N3 C6 C7 120.5(2) . . ?
N2 C2 O4 124.3(2) . . ?
N2 C2 C3 119.12(19) . . ?
O4 C2 C3 116.5(2) . . ?
C10 C9 C8 122.4(2) . . ?
N1 C1 C8 124.3(2) . . ?
C9 C10 C11 119.4(2) . . ?
N3 C5 C4 119.5(2) . . ?

_refine_diff_density_max         0.290
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.059

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 12 Note
RESPONSE:These reflections were cut off by the beamstop
;
# end Validation Reply Form

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1941176'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H15 Mo N3 O6'
_chemical_formula_weight         429.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   7.6639(4)
_cell_length_b                   9.7687(4)
_cell_length_c                   11.6636(4)
_cell_angle_alpha                76.424(3)
_cell_angle_beta                 76.154(4)
_cell_angle_gamma                89.268(6)
_cell_volume                     823.28(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7078
_cell_measurement_theta_min      4.5100
_cell_measurement_theta_max      31.9160

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   0.90887
_exptl_transmission_factor_max   1.00000
_exptl_crystal_size_max          0.78
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.24
_exptl_absorpt_coefficient_mu    0.835
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13777
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.203
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3580
_reflns_number_gt                3246
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;      
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0270P)²+0.3216P] 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         3580
_refine_ls_number_parameters     231
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0612
_refine_ls_wR_factor_gt          0.0593
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.068
_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 0.37978(2) 0.34811(2) 0.38664(2) 0.01949(7) Uani 1 1 d . . . . .
O4 O 0.2810(2) 0.17512(15) 0.35387(13) 0.0230(3) Uani 1 1 d . . . . .
O6 O 0.17422(19) 0.44597(15) 0.26917(14) 0.0221(3) Uani 1 1 d D . . . .
O3 O 0.4762(2) 0.53861(15) 0.32790(13) 0.0230(3) Uani 1 1 d . . . . .
O1 O 0.2078(2) 0.35725(16) 0.50766(13) 0.0259(3) Uani 1 1 d . . . . .
O5 O 0.8611(2) 0.95034(16) 0.16332(15) 0.0333(4) Uani 1 1 d . . . . .
O2 O 0.5472(2) 0.26790(17) 0.44570(14) 0.0309(4) Uani 1 1 d . . . . .
N1 N 0.5094(2) 0.34257(17) 0.19356(15) 0.0192(4) Uani 1 1 d . . . . .
N2 N 0.4684(2) 0.22105(18) 0.15934(16) 0.0220(4) Uani 1 1 d . . . . .
N3 N 0.2082(2) -0.26952(18) 0.22402(17) 0.0245(4) Uani 1 1 d . . . . .
C2 C 0.3516(3) 0.1414(2) 0.24995(18) 0.0201(4) Uani 1 1 d . . . . .
C8 C 0.6742(3) 0.5672(2) 0.12865(18) 0.0211(4) Uani 1 1 d . . . . .
C1 C 0.6180(3) 0.4360(2) 0.11043(19) 0.0221(4) Uani 1 1 d . . . . .
H1 H 0.661989 0.416806 0.034589 0.027 Uiso 1 1 calc R U . . .
C13 C 0.6055(3) 0.6134(2) 0.23569(18) 0.0198(4) Uani 1 1 d . . . . .
C6 C 0.2750(3) -0.1672(2) 0.1240(2) 0.0257(5) Uani 1 1 d . . . . .
H6 H 0.291479 -0.188116 0.048432 0.031 Uiso 1 1 calc R U . . .
C4 C 0.2246(3) -0.1042(2) 0.3447(2) 0.0241(4) Uani 1 1 d . . . . .
H4 H 0.203959 -0.085494 0.421300 0.029 Uiso 1 1 calc R U . . .
C3 C 0.2969(3) 0.0004(2) 0.23993(19) 0.0206(4) Uani 1 1 d . . . . .
C11 C 0.7958(3) 0.8241(2) 0.1576(2) 0.0254(5) Uani 1 1 d . . . . .
C9 C 0.8064(3) 0.6559(2) 0.0356(2) 0.0265(5) Uani 1 1 d . . . . .
H9 H 0.852771 0.628742 -0.036587 0.032 Uiso 1 1 calc R U . . .
C12 C 0.6645(3) 0.7410(2) 0.2500(2) 0.0224(4) Uani 1 1 d . . . . .
H12 H 0.616358 0.770284 0.320956 0.027 Uiso 1 1 calc R U . . .
C5 C 0.1845(3) -0.2366(2) 0.3313(2) 0.0265(5) Uani 1 1 d . . . . .
H5 H 0.138408 -0.306675 0.401240 0.032 Uiso 1 1 calc R U . . .
C7 C 0.3204(3) -0.0323(2) 0.12812(19) 0.0232(4) Uani 1 1 d . . . . .
H7 H 0.366205 0.035713 0.056675 0.028 Uiso 1 1 calc R U . . .
C15 C -0.0146(3) 0.4055(2) 0.3108(2) 0.0289(5) Uani 1 1 d D . . . .
H15A H -0.066894 0.418208 0.242183 0.043 Uiso 1 1 calc R U . . .
H15C H -0.073329 0.463018 0.363629 0.043 Uiso 1 1 calc R U . . .
H15B H -0.029519 0.308239 0.354284 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8677(3) 0.7813(2) 0.0498(2) 0.0293(5) Uani 1 1 d . . . . .
H10 H 0.956089 0.837207 -0.011711 0.035 Uiso 1 1 calc R U . . .
C14 C 0.7996(3) 0.9948(2) 0.2744(2) 0.0342(6) Uani 1 1 d . . . . .
H14B H 0.861283 1.082140 0.268219 0.051 Uiso 1 1 calc R U . . .
H14C H 0.823852 0.924274 0.340621 0.051 Uiso 1 1 calc R U . . .
H14A H 0.672525 1.007778 0.288678 0.051 Uiso 1 1 calc R U . . .
H61 H 0.1757(19) 0.5334(10) 0.253(3) 0.051 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O2 1.6966(16) . ?
Mo1 O1 1.7041(15) . ?
Mo1 O3 1.9164(14) . ?
Mo1 O4 2.0121(14) . ?
Mo1 N1 2.2465(17) . ?
Mo1 O6 2.3775(15) . ?
O4 C2 1.319(2) . ?
O6 C15 1.440(3) . ?
O3 C13 1.346(2) . ?
O5 C11 1.359(3) . ?
O5 C14 1.434(3) . ?
N1 C1 1.297(3) . ?
N1 N2 1.400(2) . ?
N2 C2 1.305(3) . ?
N3 C5 1.335(3) . ?
N3 C6 1.342(3) . ?
C2 C3 1.483(3) . ?
C8 C13 1.408(3) . ?
C8 C9 1.417(3) . ?
C8 C1 1.435(3) . ?
C13 C12 1.391(3) . ?
C6 C7 1.382(3) . ?
C4 C5 1.386(3) . ?
C4 C3 1.396(3) . ?
C3 C7 1.384(3) . ?
C11 C12 1.388(3) . ?
C11 C10 1.403(3) . ?
C9 C10 1.376(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
O2 Mo1 O1 106.13(8) . . ?
O2 Mo1 O3 101.01(7) . . ?
O1 Mo1 O3 103.05(7) . . ?
O2 Mo1 O4 96.31(7) . . ?
O1 Mo1 O4 96.16(6) . . ?
O3 Mo1 O4 149.27(6) . . ?
O2 Mo1 N1 95.53(7) . . ?
O1 Mo1 N1 156.49(7) . . ?
O3 Mo1 N1 81.14(6) . . ?
O4 Mo1 N1 72.03(6) . . ?
O2 Mo1 O6 168.77(7) . . ?
O1 Mo1 O6 84.36(6) . . ?
O3 Mo1 O6 80.02(6) . . ?
O4 Mo1 O6 78.24(6) . . ?
N1 Mo1 O6 73.49(6) . . ?
C2 O4 Mo1 118.92(12) . . ?
C15 O6 Mo1 120.82(13) . . ?
C13 O3 Mo1 138.05(13) . . ?
C11 O5 C14 117.89(18) . . ?
C1 N1 N2 116.00(17) . . ?
C1 N1 Mo1 128.71(14) . . ?
N2 N1 Mo1 115.29(12) . . ?
C2 N2 N1 108.67(17) . . ?
C5 N3 C6 117.33(18) . . ?
N2 C2 O4 124.45(18) . . ?
N2 C2 C3 119.14(18) . . ?
O4 C2 C3 116.36(17) . . ?
C13 C8 C9 117.43(19) . . ?
C13 C8 C1 123.32(18) . . ?
C9 C8 C1 119.24(19) . . ?
N1 C1 C8 123.86(19) . . ?
O3 C13 C12 116.51(19) . . ?
O3 C13 C8 121.93(18) . . ?
C12 C13 C8 121.53(19) . . ?
N3 C6 C7 123.0(2) . . ?
C5 C4 C3 118.1(2) . . ?
C7 C3 C4 118.45(19) . . ?
C7 C3 C2 121.45(18) . . ?
C4 C3 C2 120.08(19) . . ?
O5 C11 C12 123.5(2) . . ?
O5 C11 C10 115.84(19) . . ?
C12 C11 C10 120.61(19) . . ?
C10 C9 C8 121.5(2) . . ?
C11 C12 C13 119.4(2) . . ?
N3 C5 C4 123.9(2) . . ?
C6 C7 C3 119.2(2) . . ?
C9 C10 C11 119.6(2) . . ?

_refine_diff_density_max         0.559
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.067

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 15 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form
####################################################################### 
# 
# 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_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1941178'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 Br Mo N3 O6'
_chemical_formula_weight         510.16

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.9754(2)
_cell_length_b                   12.0144(9)
_cell_length_c                   16.8807(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.192(3)
_cell_angle_gamma                90
_cell_volume                     1809.69(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5520
_cell_measurement_theta_min      4.5560
_cell_measurement_theta_max      28.9640

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    2.970
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82457
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10292
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.172
_diffrn_reflns_theta_max         28.967
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4235
_reflns_number_gt                3747
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;      
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0211P)²+1.2752P] 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         4235
_refine_ls_number_parameters     239
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0562
_refine_ls_wR_factor_gt          0.0536
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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 0.99997(2) 0.06161(2) 0.19250(2) 0.01695(6) Uani 1 1 d . . . . .
Br1 Br 1.42398(3) 0.29177(2) 0.12454(2) 0.02602(7) Uani 1 1 d . . . . .
O6 O 1.20621(18) 0.17164(14) 0.23652(9) 0.0222(4) Uani 1 1 d D . . . .
O3 O 1.15155(19) -0.05234(14) 0.20185(9) 0.0235(4) Uani 1 1 d . . . . .
O1 O 0.85289(19) -0.00888(15) 0.14544(10) 0.0281(4) Uani 1 1 d . . . . .
O5 O 1.46222(18) -0.36101(14) 0.15321(10) 0.0252(4) Uani 1 1 d . . . . .
O2 O 0.96186(18) 0.07716(14) 0.28905(9) 0.0225(4) Uani 1 1 d . . . . .
N2 N 1.0481(2) 0.19363(16) 0.03993(11) 0.0193(4) Uani 1 1 d . . . . .
C12 C 1.3021(3) -0.2053(2) 0.18059(13) 0.0203(5) Uani 1 1 d . . . . .
H12 H 1.281000 -0.234839 0.229084 0.024 Uiso 1 1 calc R U . . .
N3 N 0.7401(2) 0.53369(18) -0.00848(11) 0.0224(4) Uani 1 1 d . . . . .
H3 H 0.694577 0.592570 -0.027260 0.027 Uiso 1 1 calc R U . . .
O4 O 0.92629(17) 0.21190(13) 0.15335(9) 0.0192(3) Uani 1 1 d . . . . .
C6 C 0.8198(2) 0.4742(2) -0.05607(13) 0.0199(5) Uani 1 1 d . . . . .
H6 H 0.825924 0.497276 -0.108212 0.024 Uiso 1 1 calc R U . . .
N1 N 1.1023(2) 0.09811(16) 0.08083(10) 0.0184(4) Uani 1 1 d . . . . .
C3 C 0.8820(2) 0.34666(19) 0.05038(12) 0.0167(4) Uani 1 1 d . . . . .
C10 C 1.4305(3) -0.2163(2) 0.06154(15) 0.0257(5) Uani 1 1 d . . . . .
H10 H 1.495898 -0.253257 0.031409 0.031 Uiso 1 1 calc R U . . .
C13 C 1.2392(2) -0.1051(2) 0.15356(13) 0.0188(5) Uani 1 1 d . . . . .
C7 C 0.8923(2) 0.3798(2) -0.02832(13) 0.0187(5) Uani 1 1 d . . . . .
H7 H 0.947557 0.338077 -0.061216 0.022 Uiso 1 1 calc R U . . .
C5 C 0.7284(3) 0.5049(2) 0.06737(14) 0.0253(5) Uani 1 1 d . . . . .
H5 H 0.672683 0.548530 0.098884 0.030 Uiso 1 1 calc R U . . .
C4 C 0.7991(2) 0.4110(2) 0.09812(13) 0.0207(5) Uani 1 1 d . . . . .
H4 H 0.791541 0.390302 0.150635 0.025 Uiso 1 1 calc R U . . .
C1 C 1.2021(3) 0.0417(2) 0.04769(13) 0.0198(5) Uani 1 1 d . . . . .
H1 H 1.232356 0.068327 0.000227 0.024 Uiso 1 1 calc R U . . .
C2 C 0.9567(2) 0.2443(2) 0.08195(12) 0.0174(5) Uani 1 1 d . . . . .
C8 C 1.2681(2) -0.0585(2) 0.07972(13) 0.0189(5) Uani 1 1 d . . . . .
C11 C 1.3970(2) -0.2612(2) 0.13421(14) 0.0210(5) Uani 1 1 d . . . . .
C9 C 1.3668(3) -0.1183(2) 0.03524(14) 0.0235(5) Uani 1 1 d . . . . .
H9 H 1.388734 -0.089704 -0.013376 0.028 Uiso 1 1 calc R U . . .
C15 C 1.1909(3) 0.2649(2) 0.28840(16) 0.0334(6) Uani 1 1 d D . . . .
H15C H 1.286516 0.300431 0.300392 0.050 Uiso 1 1 calc R U . . .
H15A H 1.120712 0.317097 0.262557 0.050 Uiso 1 1 calc R U . . .
H15B H 1.155409 0.239439 0.336888 0.050 Uiso 1 1 calc R U . . .
C14 C 1.4292(3) -0.4156(2) 0.22539(14) 0.0251(5) Uani 1 1 d . . . . .
H14C H 1.482713 -0.484808 0.231137 0.038 Uiso 1 1 calc R U . . .
H14B H 1.459512 -0.368633 0.270271 0.038 Uiso 1 1 calc R U . . .
H14A H 1.323527 -0.429609 0.222797 0.038 Uiso 1 1 calc R U . . .
H61 H 1.257(3) 0.1979(15) 0.2025(12) 0.051(10) 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 O1 1.6926(18) . ?
Mo1 O2 1.7115(14) . ?
Mo1 O3 1.9246(16) . ?
Mo1 O4 2.0099(16) . ?
Mo1 N1 2.2275(17) . ?
Mo1 O6 2.3301(17) . ?
O6 C15 1.438(3) . ?
O3 C13 1.350(2) . ?
O5 C11 1.357(3) . ?
O5 C14 1.442(3) . ?
N2 C2 1.293(3) . ?
N2 N1 1.399(3) . ?
C12 C13 1.386(3) . ?
C12 C11 1.391(3) . ?
N3 C6 1.339(3) . ?
N3 C5 1.341(3) . ?
O4 C2 1.323(2) . ?
C6 C7 1.365(3) . ?
N1 C1 1.298(3) . ?
C3 C4 1.389(3) . ?
C3 C7 1.399(3) . ?
C3 C2 1.472(3) . ?
C10 C9 1.363(3) . ?
C10 C11 1.402(3) . ?
C13 C8 1.416(3) . ?
C5 C4 1.369(3) . ?
C1 C8 1.422(3) . ?
C8 C9 1.417(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
O1 Mo1 O2 106.00(8) . . ?
O1 Mo1 O3 101.02(8) . . ?
O2 Mo1 O3 102.22(7) . . ?
O1 Mo1 O4 94.76(8) . . ?
O2 Mo1 O4 97.04(7) . . ?
O3 Mo1 O4 150.54(6) . . ?
O1 Mo1 N1 94.20(7) . . ?
O2 Mo1 N1 158.04(8) . . ?
O3 Mo1 N1 81.79(7) . . ?
O4 Mo1 N1 72.30(6) . . ?
O1 Mo1 O6 170.44(7) . . ?
O2 Mo1 O6 82.41(7) . . ?
O3 Mo1 O6 81.21(7) . . ?
O4 Mo1 O6 79.46(6) . . ?
N1 Mo1 O6 76.84(6) . . ?
C15 O6 Mo1 120.78(14) . . ?
C13 O3 Mo1 137.48(15) . . ?
C11 O5 C14 118.60(17) . . ?
C2 N2 N1 108.84(17) . . ?
C13 C12 C11 119.1(2) . . ?
C6 N3 C5 122.5(2) . . ?
C2 O4 Mo1 118.11(14) . . ?
N3 C6 C7 120.2(2) . . ?
C1 N1 N2 115.80(17) . . ?
C1 N1 Mo1 128.97(16) . . ?
N2 N1 Mo1 115.21(12) . . ?
C4 C3 C7 119.1(2) . . ?
C4 C3 C2 120.39(19) . . ?
C7 C3 C2 120.47(19) . . ?
C9 C10 C11 119.7(2) . . ?
O3 C13 C12 116.87(19) . . ?
O3 C13 C8 121.3(2) . . ?
C12 C13 C8 121.8(2) . . ?
C6 C7 C3 119.0(2) . . ?
N3 C5 C4 119.6(2) . . ?
C5 C4 C3 119.6(2) . . ?
N1 C1 C8 123.8(2) . . ?
N2 C2 O4 124.5(2) . . ?
N2 C2 C3 119.06(18) . . ?
O4 C2 C3 116.43(18) . . ?
C13 C8 C9 116.8(2) . . ?
C13 C8 C1 124.2(2) . . ?
C9 C8 C1 119.1(2) . . ?
O5 C11 C12 124.6(2) . . ?
O5 C11 C10 114.8(2) . . ?
C12 C11 C10 120.6(2) . . ?
C10 C9 C8 122.0(2) . . ?

_refine_diff_density_max         0.446
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.083

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 15 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form
####################################################################### 
# 
# 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_shelx_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1941175'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H15 Mo N3 O6'
_chemical_formula_weight         429.24

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

_space_group_crystal_system      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                   7.2390(3)
_cell_length_b                   10.6694(4)
_cell_length_c                   11.8410(4)
_cell_angle_alpha                106.795(3)
_cell_angle_beta                 95.133(3)
_cell_angle_gamma                104.217(3)
_cell_volume                     835.94(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6664
_cell_measurement_theta_min      4.4990
_cell_measurement_theta_max      31.5140

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.822
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94902
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14008
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.162
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3630
_reflns_number_gt                3290
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;      
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0256P)²+0.1819P] 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         3630
_refine_ls_number_parameters     230
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0559
_refine_ls_wR_factor_gt          0.0541
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.053
_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 0.10634(2) 0.40625(2) 0.23335(2) 0.03678(7) Uani 1 1 d . . . . .
O5 O 0.3067(2) 1.05810(13) 0.51030(12) 0.0434(3) Uani 1 1 d . . . . .
O6 O -0.1743(2) 0.36560(14) 0.32004(13) 0.0462(3) Uani 1 1 d D . . . .
O004 O 0.1849(2) 0.32246(15) 0.32122(13) 0.0537(4) Uani 1 1 d . . . . .
O3 O 0.1378(2) 0.58673(13) 0.34171(12) 0.0413(3) Uani 1 1 d . . . . .
N3 N -0.5489(3) -0.12174(17) -0.23132(15) 0.0455(4) Uani 1 1 d . . . . .
O1 O 0.2850(2) 0.44021(18) 0.15508(15) 0.0607(4) Uani 1 1 d . . . . .
N2 N -0.2315(2) 0.36216(15) 0.03082(14) 0.0375(4) Uani 1 1 d . . . . .
N1 N -0.1055(2) 0.46820(15) 0.12583(13) 0.0341(3) Uani 1 1 d . . . . .
O4 O -0.0638(2) 0.23669(13) 0.10620(12) 0.0429(3) Uani 1 1 d . . . . .
C4 C -0.2914(3) -0.00519(19) -0.06473(17) 0.0391(4) Uani 1 1 d . . . . .
H4 H -0.196897 -0.010380 -0.009040 0.047 Uiso 1 1 calc R U . . .
C1 C -0.1230(3) 0.58819(18) 0.13857(16) 0.0359(4) Uani 1 1 d . . . . .
H1 H -0.213553 0.597881 0.083252 0.043 Uiso 1 1 calc R U . . .
C10 C 0.0757(3) 0.95676(18) 0.32262(17) 0.0358(4) Uani 1 1 d . . . . .
H10 H 0.062946 1.040353 0.319428 0.043 Uiso 1 1 calc R U . . .
C13 C 0.1161(3) 0.70471(17) 0.33095(16) 0.0317(4) Uani 1 1 d . . . . .
C3 C -0.3137(3) 0.12038(18) -0.06456(16) 0.0343(4) Uani 1 1 d . . . . .
C6 C -0.5658(3) 0.0002(2) -0.23274(18) 0.0442(5) Uani 1 1 d . . . . .
H6 H -0.658724 0.002465 -0.291087 0.053 Uiso 1 1 calc R U . . .
C7 C -0.4527(3) 0.1220(2) -0.15238(17) 0.0404(4) Uani 1 1 d . . . . .
H7 H -0.469135 0.204377 -0.156743 0.049 Uiso 1 1 calc R U . . .
C11 C 0.1986(3) 0.94978(18) 0.41715(16) 0.0328(4) Uani 1 1 d . . . . .
C12 C 0.2164(3) 0.82392(18) 0.42086(16) 0.0347(4) Uani 1 1 d . . . . .
H12 H 0.296906 0.820171 0.484816 0.042 Uiso 1 1 calc R U . . .
C8 C -0.0099(3) 0.70864(18) 0.23402(16) 0.0329(4) Uani 1 1 d . . . . .
C9 C -0.0258(3) 0.83732(19) 0.23452(17) 0.0363(4) Uani 1 1 d . . . . .
H9 H -0.109009 0.841897 0.172245 0.044 Uiso 1 1 calc R U . . .
C15 C -0.2704(4) 0.4583(2) 0.3822(2) 0.0563(6) Uani 1 1 d D . . . .
H15A H -0.381204 0.409119 0.406282 0.084 Uiso 1 1 calc R U . . .
H15B H -0.183580 0.523954 0.451720 0.084 Uiso 1 1 calc R U . . .
H15C H -0.311417 0.504710 0.330497 0.084 Uiso 1 1 calc R U . . .
C2 C -0.1963(3) 0.24844(19) 0.02853(16) 0.0351(4) Uani 1 1 d . . . . .
C5 C -0.4116(3) -0.1219(2) -0.14871(18) 0.0437(5) Uani 1 1 d . . . . .
H5 H -0.396029 -0.205587 -0.147701 0.052 Uiso 1 1 calc R U . . .
C14 C 0.2986(3) 1.19186(19) 0.5143(2) 0.0459(5) Uani 1 1 d . . . . .
H14B H 0.382105 1.258032 0.584918 0.069 Uiso 1 1 calc R U . . .
H14A H 0.340057 1.210553 0.444590 0.069 Uiso 1 1 calc R U . . .
H14C H 0.168210 1.196791 0.516138 0.069 Uiso 1 1 calc R U . . .
H61 H -0.256(2) 0.2900(9) 0.2971(19) 0.061(8) 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 O1 1.6854(16) . ?
Mo1 O004 1.6990(14) . ?
Mo1 O3 1.9262(13) . ?
Mo1 O4 2.0140(13) . ?
Mo1 N1 2.2458(15) . ?
Mo1 O6 2.3596(14) . ?
O5 C11 1.352(2) . ?
O5 C14 1.430(2) . ?
O6 C15 1.419(2) . ?
O3 C13 1.346(2) . ?
N3 C5 1.331(3) . ?
N3 C6 1.341(3) . ?
N2 C2 1.293(2) . ?
N2 N1 1.397(2) . ?
N1 C1 1.284(2) . ?
O4 C2 1.323(2) . ?
C4 C5 1.376(3) . ?
C4 C3 1.388(3) . ?
C1 C8 1.442(3) . ?
C10 C9 1.374(3) . ?
C10 C11 1.397(3) . ?
C13 C12 1.380(3) . ?
C13 C8 1.418(2) . ?
C3 C7 1.388(3) . ?
C3 C2 1.482(3) . ?
C6 C7 1.374(3) . ?
C11 C12 1.393(2) . ?
C8 C9 1.404(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 O004 105.00(8) . . ?
O1 Mo1 O3 100.23(8) . . ?
O004 Mo1 O3 104.33(6) . . ?
O1 Mo1 O4 97.16(7) . . ?
O004 Mo1 O4 95.38(6) . . ?
O3 Mo1 O4 149.19(6) . . ?
O1 Mo1 N1 94.64(7) . . ?
O004 Mo1 N1 157.96(7) . . ?
O3 Mo1 N1 81.45(5) . . ?
O4 Mo1 N1 71.93(5) . . ?
O1 Mo1 O6 171.01(7) . . ?
O004 Mo1 O6 83.60(7) . . ?
O3 Mo1 O6 79.79(5) . . ?
O4 Mo1 O6 79.15(5) . . ?
N1 Mo1 O6 76.44(6) . . ?
C11 O5 C14 118.74(15) . . ?
C15 O6 Mo1 130.07(12) . . ?
C13 O3 Mo1 135.63(12) . . ?
C5 N3 C6 117.11(18) . . ?
C2 N2 N1 109.07(15) . . ?
C1 N1 N2 115.97(16) . . ?
C1 N1 Mo1 128.61(13) . . ?
N2 N1 Mo1 115.40(11) . . ?
C2 O4 Mo1 119.06(11) . . ?
C5 C4 C3 118.87(19) . . ?
N1 C1 C8 123.50(17) . . ?
C9 C10 C11 118.48(17) . . ?
O3 C13 C12 117.54(16) . . ?
O3 C13 C8 122.25(16) . . ?
C12 C13 C8 120.16(16) . . ?
C4 C3 C7 117.98(18) . . ?
C4 C3 C2 121.00(18) . . ?
C7 C3 C2 121.01(17) . . ?
N3 C6 C7 123.3(2) . . ?
C6 C7 C3 119.01(18) . . ?
O5 C11 C12 114.59(16) . . ?
O5 C11 C10 125.23(16) . . ?
C12 C11 C10 120.18(17) . . ?
C13 C12 C11 120.90(17) . . ?
C9 C8 C13 117.15(16) . . ?
C9 C8 C1 119.52(17) . . ?
C13 C8 C1 123.31(16) . . ?
C10 C9 C8 123.11(17) . . ?
N2 C2 O4 124.47(17) . . ?
N2 C2 C3 119.04(17) . . ?
O4 C2 C3 116.47(16) . . ?
N3 C5 C4 123.65(19) . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.048

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 15 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form
####################################################################### 
# 
# 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_shelx_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 1941179'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H20 Mo N4 O10'
_chemical_formula_weight         524.30

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   7.6699(2)
_cell_length_b                   13.2183(3)
_cell_length_c                   10.0377(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.579(2)
_cell_angle_gamma                90
_cell_volume                     1016.62(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5169
_cell_measurement_theta_min      4.3387
_cell_measurement_theta_max      32.4718

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_F_000             532
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.708
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91615
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4901
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.498
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.784
_diffrn_reflns_point_group_measured_fraction_full 0.806
_reflns_number_total             3476
_reflns_number_gt                3402
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.511
_reflns_Friedel_fraction_max     0.554
_reflns_Friedel_fraction_full    0.601

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

_computing_data_collection       
;      
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0327P)²+0.2380P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1131 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3476
_refine_ls_number_parameters     289
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0210
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0507
_refine_ls_wR_factor_gt          0.0501
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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 0.23783(3) 0.39246(2) 0.28055(2) 0.01595(7) Uani 1 1 d . . . . .
O4 O 0.3018(3) 0.44176(17) 0.0981(2) 0.0203(5) Uani 1 1 d . . . . .
O2 O 0.3857(3) 0.29574(17) 0.2876(2) 0.0222(5) Uani 1 1 d . . . . .
O1 O 0.0432(3) 0.34013(19) 0.2332(2) 0.0250(5) Uani 1 1 d . . . . .
O6 O 0.4869(3) 0.48821(18) 0.3316(3) 0.0262(5) Uani 1 1 d D . . . .
O3 O 0.1962(3) 0.42020(15) 0.4648(2) 0.0214(5) Uani 1 1 d . . . . .
O5 O -0.1388(3) 0.48445(18) 0.8439(2) 0.0267(5) Uani 1 1 d . . . . .
N1 N 0.1469(3) 0.5519(2) 0.2580(3) 0.0180(5) Uani 1 1 d . . . . .
N2 N 0.1766(3) 0.5977(2) 0.1358(3) 0.0197(5) Uani 1 1 d . . . . .
N3 N 0.3770(3) 0.6197(2) -0.3259(3) 0.0195(5) Uani 1 1 d . . . . .
H3 H 0.404028 0.637909 -0.404616 0.023 Uiso 1 1 calc R U . . .
C6 C 0.2725(4) 0.6795(3) -0.2576(4) 0.0219(7) Uani 1 1 d . . . . .
H6 H 0.228275 0.738708 -0.296021 0.026 Uiso 1 1 calc R U . . .
C7 C 0.2306(4) 0.6533(2) -0.1307(3) 0.0213(7) Uani 1 1 d . . . . .
H7 H 0.158197 0.694568 -0.082386 0.026 Uiso 1 1 calc R U . . .
C3 C 0.2980(5) 0.5644(3) -0.0752(4) 0.0182(7) Uani 1 1 d . . . . .
C4 C 0.4035(4) 0.5028(3) -0.1502(3) 0.0204(6) Uani 1 1 d . . . . .
H4 H 0.447539 0.442400 -0.115191 0.024 Uiso 1 1 calc R U . . .
C5 C 0.4415(4) 0.5325(2) -0.2764(3) 0.0208(7) Uani 1 1 d . . . . .
H5 H 0.511832 0.492173 -0.327629 0.025 Uiso 1 1 calc R U . . .
C2 C 0.2554(4) 0.5331(2) 0.0621(3) 0.0175(6) Uani 1 1 d . . . . .
C1 C 0.0599(4) 0.6052(2) 0.3409(3) 0.0180(6) Uani 1 1 d . . . . .
H1 H 0.023828 0.669712 0.315229 0.022 Uiso 1 1 calc R U . . .
C8 C 0.0167(4) 0.5696(2) 0.4699(3) 0.0175(6) Uani 1 1 d . . . . .
C9 C -0.0964(4) 0.6291(2) 0.5454(3) 0.0202(6) Uani 1 1 d . . . . .
H9 H -0.138101 0.690132 0.510500 0.024 Uiso 1 1 calc R U . . .
C10 C -0.1456(4) 0.5990(2) 0.6685(3) 0.0211(7) Uani 1 1 d . . . . .
H10 H -0.219768 0.639305 0.716619 0.025 Uiso 1 1 calc R U . . .
C11 C -0.0835(4) 0.5069(3) 0.7219(3) 0.0201(6) Uani 1 1 d . . . . .
C12 C 0.0286(4) 0.4465(2) 0.6509(3) 0.0185(6) Uani 1 1 d . . . . .
H12 H 0.069438 0.385547 0.686510 0.022 Uiso 1 1 calc R U . . .
C13 C 0.0787(4) 0.4783(2) 0.5264(3) 0.0180(6) Uani 1 1 d . . . . .
C14 C -0.0936(4) 0.3889(4) 0.9003(3) 0.0289(6) Uani 1 1 d . . . . .
H14B H -0.140013 0.336011 0.843453 0.043 Uiso 1 1 calc R U . . .
H14C H -0.141324 0.383156 0.986714 0.043 Uiso 1 1 calc R U . . .
H14A H 0.031174 0.382808 0.908659 0.043 Uiso 1 1 calc R U . . .
C15 C 0.6578(4) 0.4647(3) 0.2863(4) 0.0308(8) Uani 1 1 d D . . . .
H15A H 0.724409 0.430594 0.356062 0.046 Uiso 1 1 calc R U . . .
H15C H 0.716089 0.526111 0.263417 0.046 Uiso 1 1 calc R U . . .
H15B H 0.646743 0.421652 0.209384 0.046 Uiso 1 1 calc R U . . .
N4 N 0.4032(4) 0.7580(2) 0.3925(3) 0.0228(6) Uani 1 1 d . . . . .
O10 O 0.2843(4) 0.7897(2) 0.4589(3) 0.0411(7) Uani 1 1 d . . . . .
O9 O 0.4480(4) 0.8021(2) 0.2904(3) 0.0393(7) Uani 1 1 d . . . . .
O8 O 0.4835(3) 0.67716(17) 0.4296(2) 0.0244(5) Uani 1 1 d . . . . .
O7 O -0.2371(3) 0.7316(3) 0.1881(3) 0.0420(7) Uani 1 1 d D . . . .
C16 C -0.2788(7) 0.6952(4) 0.0583(5) 0.0464(13) Uani 1 1 d D . . . .
H16C H -0.326467 0.749217 0.004166 0.070 Uiso 1 1 calc R U . . .
H16B H -0.363029 0.641721 0.062693 0.070 Uiso 1 1 calc R U . . .
H16A H -0.175072 0.669835 0.019799 0.070 Uiso 1 1 calc R U . . .
H71 H -0.332(3) 0.756(4) 0.214(3) 0.056 Uiso 1 1 d D U . . .
H61 H 0.478(3) 0.5505(13) 0.350(5) 0.056 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.693(2) . ?
Mo1 O2 1.709(2) . ?
Mo1 O3 1.927(2) . ?
Mo1 O4 2.025(2) . ?
Mo1 N1 2.228(3) . ?
Mo1 O6 2.329(2) . ?
O4 C2 1.306(4) . ?
O6 C15 1.441(4) . ?
O6 H61 0.847(12) . ?
O3 C13 1.354(4) . ?
O5 C11 1.348(4) . ?
O5 C14 1.421(6) . ?
N1 C1 1.299(4) . ?
N1 N2 1.395(4) . ?
N2 C2 1.296(4) . ?
N3 C6 1.336(4) . ?
N3 C5 1.342(4) . ?
N3 H3 0.8600 . ?
C6 C7 1.372(5) . ?
C6 H6 0.9300 . ?
C7 C3 1.391(5) . ?
C7 H7 0.9300 . ?
C3 C4 1.393(5) . ?
C3 C2 1.489(5) . ?
C4 C5 1.369(5) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C1 C8 1.430(4) . ?
C1 H1 0.9300 . ?
C8 C13 1.407(4) . ?
C8 C9 1.416(4) . ?
C9 C10 1.367(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.405(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.392(4) . ?
C12 C13 1.389(4) . ?
C12 H12 0.9300 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 H14A 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15C 0.9600 . ?
C15 H15B 0.9600 . ?
N4 O10 1.227(4) . ?
N4 O9 1.240(4) . ?
N4 O8 1.281(4) . ?
O7 C16 1.412(6) . ?
O7 H71 0.843(13) . ?
C16 H16C 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16A 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 106.32(11) . . ?
O1 Mo1 O3 99.51(10) . . ?
O2 Mo1 O3 103.94(10) . . ?
O1 Mo1 O4 97.12(10) . . ?
O2 Mo1 O4 95.23(10) . . ?
O3 Mo1 O4 149.83(9) . . ?
O1 Mo1 N1 95.16(11) . . ?
O2 Mo1 N1 156.37(10) . . ?
O3 Mo1 N1 81.56(9) . . ?
O4 Mo1 N1 72.00(9) . . ?
O1 Mo1 O6 170.89(11) . . ?
O2 Mo1 O6 82.02(10) . . ?
O3 Mo1 O6 81.66(9) . . ?
O4 Mo1 O6 78.15(10) . . ?
N1 Mo1 O6 76.02(9) . . ?
C2 O4 Mo1 118.3(2) . . ?
C15 O6 Mo1 124.2(2) . . ?
C15 O6 H61 111.1(15) . . ?
Mo1 O6 H61 120(2) . . ?
C13 O3 Mo1 133.5(2) . . ?
C11 O5 C14 118.5(2) . . ?
C1 N1 N2 115.9(3) . . ?
C1 N1 Mo1 128.0(2) . . ?
N2 N1 Mo1 115.93(19) . . ?
C2 N2 N1 108.3(3) . . ?
C6 N3 C5 122.5(3) . . ?
C6 N3 H3 118.7 . . ?
C5 N3 H3 118.7 . . ?
N3 C6 C7 119.9(3) . . ?
N3 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C6 C7 C3 119.1(3) . . ?
C6 C7 H7 120.4 . . ?
C3 C7 H7 120.4 . . ?
C7 C3 C4 119.5(3) . . ?
C7 C3 C2 120.8(3) . . ?
C4 C3 C2 119.7(3) . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N3 C5 C4 119.9(3) . . ?
N3 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
N2 C2 O4 125.4(3) . . ?
N2 C2 C3 118.3(3) . . ?
O4 C2 C3 116.4(3) . . ?
N1 C1 C8 123.3(3) . . ?
N1 C1 H1 118.3 . . ?
C8 C1 H1 118.3 . . ?
C13 C8 C9 117.7(3) . . ?
C13 C8 C1 124.0(3) . . ?
C9 C8 C1 118.3(3) . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.6(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
O5 C11 C12 124.4(3) . . ?
O5 C11 C10 115.0(3) . . ?
C12 C11 C10 120.6(3) . . ?
C13 C12 C11 119.2(3) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
O3 C13 C12 117.1(3) . . ?
O3 C13 C8 121.5(3) . . ?
C12 C13 C8 121.3(3) . . ?
O5 C14 H14B 109.5 . . ?
O5 C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O5 C14 H14A 109.5 . . ?
H14B C14 H14A 109.5 . . ?
H14C C14 H14A 109.5 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
O6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15C C15 H15B 109.5 . . ?
O10 N4 O9 121.9(3) . . ?
O10 N4 O8 119.1(3) . . ?
O9 N4 O8 119.0(3) . . ?
C16 O7 H71 104.4(14) . . ?
O7 C16 H16C 109.5 . . ?
O7 C16 H16B 109.5 . . ?
H16C C16 H16B 109.5 . . ?
O7 C16 H16A 109.5 . . ?
H16C C16 H16A 109.5 . . ?
H16B C16 H16A 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C2 -176.3(3) . . . . ?
Mo1 N1 N2 C2 -0.6(3) . . . . ?
C5 N3 C6 C7 1.4(5) . . . . ?
N3 C6 C7 C3 -0.1(5) . . . . ?
C6 C7 C3 C4 -1.2(5) . . . . ?
C6 C7 C3 C2 -179.9(3) . . . . ?
C7 C3 C4 C5 1.3(5) . . . . ?
C2 C3 C4 C5 180.0(3) . . . . ?
C6 N3 C5 C4 -1.4(5) . . . . ?
C3 C4 C5 N3 -0.1(5) . . . . ?
N1 N2 C2 O4 -1.4(4) . . . . ?
N1 N2 C2 C3 178.8(3) . . . . ?
Mo1 O4 C2 N2 2.9(4) . . . . ?
Mo1 O4 C2 C3 -177.3(2) . . . . ?
C7 C3 C2 N2 -10.3(5) . . . . ?
C4 C3 C2 N2 171.0(3) . . . . ?
C7 C3 C2 O4 169.8(3) . . . . ?
C4 C3 C2 O4 -8.8(5) . . . . ?
N2 N1 C1 C8 179.5(3) . . . . ?
Mo1 N1 C1 C8 4.3(4) . . . . ?
N1 C1 C8 C13 7.0(5) . . . . ?
N1 C1 C8 C9 -172.5(3) . . . . ?
C13 C8 C9 C10 -0.7(5) . . . . ?
C1 C8 C9 C10 178.9(3) . . . . ?
C8 C9 C10 C11 -0.1(5) . . . . ?
C14 O5 C11 C12 -5.9(5) . . . . ?
C14 O5 C11 C10 174.9(3) . . . . ?
C9 C10 C11 O5 179.6(3) . . . . ?
C9 C10 C11 C12 0.4(5) . . . . ?
O5 C11 C12 C13 -179.1(3) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
Mo1 O3 C13 C12 149.7(2) . . . . ?
Mo1 O3 C13 C8 -33.5(4) . . . . ?
C11 C12 C13 O3 176.0(3) . . . . ?
C11 C12 C13 C8 -0.9(5) . . . . ?
C9 C8 C13 O3 -175.6(3) . . . . ?
C1 C8 C13 O3 4.9(5) . . . . ?
C9 C8 C13 C12 1.2(5) . . . . ?
C1 C8 C13 C12 -178.4(3) . . . . ?

_refine_diff_density_max         0.263
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.063

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 13 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form
####################################################################### 
# 
# 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_shelx_CCDC7
_database_code_depnum_ccdc_archive 'CCDC 1941180'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H19 Mo N3 O10 S'
_chemical_formula_weight         541.34

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   7.2340(3)
_cell_length_b                   13.8890(6)
_cell_length_c                   10.4510(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.841(4)
_cell_angle_gamma                90
_cell_volume                     1031.30(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7736
_cell_measurement_theta_min      4.2247
_cell_measurement_theta_max      32.4852


_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.743
_exptl_crystal_F_000             548
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.797
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88849
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7173
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.233
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.956
_reflns_number_total             4281
_reflns_number_gt                4216
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.847
_reflns_Friedel_fraction_max     0.910
_reflns_Friedel_fraction_full    0.923

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

_computing_data_collection       
;      
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0298P)²+0.1695P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1891 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.031(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4281
_refine_ls_number_parameters     290
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0207
_refine_ls_wR_factor_ref         0.0511
_refine_ls_wR_factor_gt          0.0508
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0402(4) 1.0150(2) 0.1734(3) 0.0205(6) Uani 1 1 d . . . . .
H1 H 0.009534 1.077963 0.191335 0.025 Uiso 1 1 calc R U . . .
C2 C 0.2429(4) 0.9466(2) 0.4767(3) 0.0197(6) Uani 1 1 d . . . . .
C3 C 0.2930(4) 0.9767(2) 0.6149(3) 0.0191(6) Uani 1 1 d . . . . .
C4 C 0.3951(5) 0.9142(2) 0.7056(3) 0.0243(7) Uani 1 1 d . . . . .
H4 H 0.433874 0.854743 0.679399 0.029 Uiso 1 1 calc R U . . .
C5 C 0.4380(6) 0.9412(3) 0.8340(4) 0.0262(8) Uani 1 1 d . . . . .
H5 H 0.506015 0.899791 0.895329 0.031 Uiso 1 1 calc R U . . .
N3 N 0.3825(4) 1.0269(2) 0.8714(3) 0.0232(6) Uani 1 1 d . . . . .
H3 H 0.410149 1.042677 0.952346 0.028 Uiso 1 1 calc R U . . .
C6 C 0.2845(5) 1.0892(2) 0.7858(3) 0.0250(7) Uani 1 1 d . . . . .
H6 H 0.248826 1.148518 0.814386 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2374(5) 1.0653(2) 0.6570(3) 0.0235(6) Uani 1 1 d . . . . .
H7 H 0.168755 1.108034 0.597858 0.028 Uiso 1 1 calc R U . . .
C8 C -0.0032(4) 0.9828(2) 0.0412(3) 0.0191(6) Uani 1 1 d . . . . .
C9 C -0.0972(4) 1.0464(2) -0.0556(3) 0.0236(6) Uani 1 1 d . . . . .
H9 H -0.128707 1.107865 -0.031677 0.028 Uiso 1 1 calc R U . . .
C10 C -0.1427(5) 1.0192(2) -0.1837(3) 0.0258(7) Uani 1 1 d . . . . .
H10 H -0.203371 1.062149 -0.246005 0.031 Uiso 1 1 calc R U . . .
C11 C -0.0972(4) 0.9264(2) -0.2203(3) 0.0225(6) Uani 1 1 d . . . . .
C12 C -0.0055(4) 0.8620(2) -0.1281(3) 0.0222(6) Uani 1 1 d . . . . .
H12 H 0.023927 0.800369 -0.152885 0.027 Uiso 1 1 calc R U . . .
C13 C 0.0419(4) 0.8903(2) 0.0015(3) 0.0214(6) Uani 1 1 d . . . . .
C14 C -0.1104(5) 0.8106(4) -0.3897(3) 0.0372(7) Uani 1 1 d . . . . .
H14A H 0.022567 0.798358 -0.369796 0.056 Uiso 1 1 calc R U . . .
H14B H -0.154485 0.804828 -0.481947 0.056 Uiso 1 1 calc R U . . .
H14C H -0.174549 0.764722 -0.345010 0.056 Uiso 1 1 calc R U . . .
C15 C 0.6497(6) 0.8614(3) 0.2330(6) 0.0517(12) Uani 1 1 d D . . . .
H15A H 0.730523 0.913743 0.219319 0.078 Uiso 1 1 calc R U . . .
H15B H 0.700644 0.829761 0.313568 0.078 Uiso 1 1 calc R U . . .
H15C H 0.640926 0.816355 0.162492 0.078 Uiso 1 1 calc R U . . .
O1 O 0.3746(3) 0.71631(16) 0.2809(2) 0.0248(5) Uani 1 1 d . . . . .
O2 O 0.0150(3) 0.75475(17) 0.3010(3) 0.0314(6) Uani 1 1 d . . . . .
O6 O 0.4677(4) 0.89761(17) 0.2384(3) 0.0337(6) Uani 1 1 d D . . . .
O4 O 0.2972(3) 0.85949(16) 0.4502(2) 0.0231(5) Uani 1 1 d . . . . .
O3 O 0.1361(4) 0.82602(16) 0.0849(2) 0.0321(6) Uani 1 1 d . . . . .
O5 O -0.1470(4) 0.90560(19) -0.3487(2) 0.0314(6) Uani 1 1 d . . . . .
O7 O 0.4934(5) 0.06441(18) 0.1260(2) 0.0417(7) Uani 1 1 d . . . . .
O8 O 0.4786(5) 0.1708(3) 0.3069(3) 0.0533(8) Uani 1 1 d . . . . .
O9 O 0.7260(4) 0.1887(2) 0.1819(3) 0.0426(7) Uani 1 1 d . . . . .
O10 O 0.4035(5) 0.2289(2) 0.0904(4) 0.0649(10) Uani 1 1 d . . . . .
S1 S 0.53114(15) 0.16487(6) 0.16705(11) 0.0251(2) Uani 1 1 d . . . . .
Mo1 Mo 0.21304(3) 0.80718(2) 0.26922(2) 0.01779(7) Uani 1 1 d . . . . .
N1 N 0.1199(4) 0.96124(18) 0.2697(3) 0.0185(5) Uani 1 1 d . . . . .
N2 N 0.1530(4) 1.00591(19) 0.3924(3) 0.0205(5) Uani 1 1 d . . . . .
C16 C 0.6055(10) 0.1224(4) 0.4108(4) 0.0669(17) Uani 1 1 d . . . . .
H16A H 0.600703 0.054253 0.395390 0.100 Uiso 1 1 calc R U . . .
H16B H 0.568462 0.135814 0.492541 0.100 Uiso 1 1 calc R U . . .
H16C H 0.731493 0.145154 0.413453 0.100 Uiso 1 1 calc R U . . .
H61 H 0.463(3) 0.9509(16) 0.201(4) 0.035(12) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.298(4) . ?
C1 C8 1.429(4) . ?
C2 N2 1.289(4) . ?
C2 O4 1.318(4) . ?
C2 C3 1.482(5) . ?
C3 C4 1.391(5) . ?
C3 C7 1.391(5) . ?
C4 C5 1.372(5) . ?
C5 N3 1.338(5) . ?
N3 C6 1.346(5) . ?
C6 C7 1.365(5) . ?
C8 C13 1.408(4) . ?
C8 C9 1.417(4) . ?
C9 C10 1.370(5) . ?
C10 C11 1.402(5) . ?
C11 O5 1.353(4) . ?
C11 C12 1.388(5) . ?
C12 C13 1.390(4) . ?
C13 O3 1.341(4) . ?
C14 O5 1.428(6) . ?
C15 O6 1.420(5) . ?
O1 Mo1 1.709(2) . ?
O2 Mo1 1.695(2) . ?
O6 Mo1 2.302(3) . ?
O4 Mo1 2.010(2) . ?
O3 Mo1 1.920(2) . ?
O7 S1 1.470(3) . ?
O8 C16 1.449(7) . ?
O8 S1 1.580(3) . ?
O9 S1 1.428(3) . ?
O10 S1 1.417(3) . ?
Mo1 N1 2.244(3) . ?
N1 N2 1.404(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
N1 C1 C8 123.7(3) . . ?
N2 C2 O4 125.1(3) . . ?
N2 C2 C3 119.0(3) . . ?
O4 C2 C3 115.9(3) . . ?
C4 C3 C7 119.0(3) . . ?
C4 C3 C2 119.3(3) . . ?
C7 C3 C2 121.7(3) . . ?
C5 C4 C3 119.3(3) . . ?
N3 C5 C4 120.2(3) . . ?
C5 N3 C6 121.8(3) . . ?
N3 C6 C7 120.2(3) . . ?
C6 C7 C3 119.5(3) . . ?
C13 C8 C9 117.7(3) . . ?
C13 C8 C1 123.4(3) . . ?
C9 C8 C1 118.9(3) . . ?
C10 C9 C8 121.4(3) . . ?
C9 C10 C11 119.6(3) . . ?
O5 C11 C12 123.7(3) . . ?
O5 C11 C10 115.7(3) . . ?
C12 C11 C10 120.6(3) . . ?
C11 C12 C13 119.5(3) . . ?
O3 C13 C12 116.6(3) . . ?
O3 C13 C8 122.2(3) . . ?
C12 C13 C8 121.2(3) . . ?
C15 O6 Mo1 125.8(2) . . ?
C2 O4 Mo1 118.72(19) . . ?
C13 O3 Mo1 139.4(2) . . ?
C11 O5 C14 117.7(3) . . ?
C16 O8 S1 116.1(3) . . ?
O10 S1 O9 116.2(2) . . ?
O10 S1 O7 111.4(2) . . ?
O9 S1 O7 112.2(2) . . ?
O10 S1 O8 104.2(2) . . ?
O9 S1 O8 106.97(19) . . ?
O7 S1 O8 104.79(18) . . ?
O2 Mo1 O1 105.12(11) . . ?
O2 Mo1 O3 99.15(13) . . ?
O1 Mo1 O3 103.75(11) . . ?
O2 Mo1 O4 95.09(12) . . ?
O1 Mo1 O4 96.75(10) . . ?
O3 Mo1 O4 150.92(9) . . ?
O2 Mo1 N1 98.27(11) . . ?
O1 Mo1 N1 154.94(10) . . ?
O3 Mo1 N1 80.90(9) . . ?
O4 Mo1 N1 72.01(9) . . ?
O2 Mo1 O6 171.98(11) . . ?
O1 Mo1 O6 81.85(10) . . ?
O3 Mo1 O6 82.75(11) . . ?
O4 Mo1 O6 79.96(10) . . ?
N1 Mo1 O6 74.25(9) . . ?
C1 N1 N2 115.4(2) . . ?
C1 N1 Mo1 129.5(2) . . ?
N2 N1 Mo1 115.08(18) . . ?
C2 N2 N1 108.6(2) . . ?

_refine_diff_density_max         0.781
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.052

# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 12 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form

####################################################################### 
# 
# 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_shelx_CCDC8
_database_code_depnum_ccdc_archive 'CCDC 1941181'
loop_
_audit_author_name
_audit_author_address
'Biserka Prugovecki'
;Proffessor
Croatia
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H13 Mo N3 O6'
_chemical_formula_weight         415.21

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 '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                   6.6377(4)
_cell_length_b                   10.1622(6)
_cell_length_c                   11.6931(6)
_cell_angle_alpha                97.524(5)
_cell_angle_beta                 94.078(4)
_cell_angle_gamma                93.698(5)
_cell_volume                     777.80(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3423
_cell_measurement_theta_min      4.194
_cell_measurement_theta_max      28.955

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.773
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.880
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90699
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12804
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.302
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3364
_reflns_number_gt                2794
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al , 2008)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'


_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)+(0.0576P)²+1.0896P] 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         3364
_refine_ls_number_parameters     223
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1319
_refine_ls_wR_factor_gt          0.1260
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.125
_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 0.87400(6) 0.34624(5) 0.28645(4) 0.03147(16) Uani 1 1 d . . . . .
O4 O 0.7944(5) 0.1747(4) 0.3432(3) 0.0378(8) Uani 1 1 d . . . . .
O2 O 0.9464(5) 0.2761(4) 0.1585(3) 0.0453(10) Uani 1 1 d . . . . .
O1 O 1.0919(5) 0.3879(4) 0.3729(3) 0.0432(9) Uani 1 1 d . . . . .
O3 O 0.8136(5) 0.5158(4) 0.2432(3) 0.0407(9) Uani 1 1 d . . . . .
O6 O 0.7134(6) 0.4298(4) 0.4476(4) 0.0450(10) Uani 1 1 d D . . . .
H1W H 0.6633 0.3653 0.4788 0.067 Uiso 1 1 d R U . . .
N1 N 0.5469(6) 0.2994(4) 0.2361(4) 0.0310(9) Uani 1 1 d . . . . .
N2 N 0.4700(6) 0.1735(4) 0.2588(4) 0.0376(10) Uani 1 1 d . . . . .
O15 O 0.5715(7) 0.8675(4) 0.0538(4) 0.0580(12) Uani 1 1 d . . . . .
N3 N 0.4743(10) -0.2551(5) 0.4284(5) 0.0574(15) Uani 1 1 d . . . . .
C8 C 0.4669(7) 0.5000(5) 0.1640(4) 0.0337(11) Uani 1 1 d . . . . .
C1 C 0.4195(7) 0.3693(5) 0.1916(4) 0.0338(11) Uani 1 1 d . . . . .
H1 H 0.2865 0.3333 0.1759 0.041 Uiso 1 1 calc R U . . .
C13 C 0.6615(7) 0.5672(5) 0.1861(4) 0.0324(11) Uani 1 1 d . . . . .
C2 C 0.6092(8) 0.1181(5) 0.3133(4) 0.0336(11) Uani 1 1 d . . . . .
C12 C 0.7013(8) 0.6896(5) 0.1489(5) 0.0371(12) Uani 1 1 d . . . . .
H12 H 0.8311 0.7317 0.1612 0.045 Uiso 1 1 calc R U . . .
C11 C 0.5480(9) 0.7487(6) 0.0936(5) 0.0421(13) Uani 1 1 d . . . . .
C7 C 0.3711(10) -0.0796(6) 0.3277(6) 0.0508(15) Uani 1 1 d . . . . .
H7 H 0.2690 -0.0435 0.2859 0.061 Uiso 1 1 calc R U . . .
C3 C 0.5651(9) -0.0145(5) 0.3487(5) 0.0393(13) Uani 1 1 d . . . . .
C9 C 0.3165(8) 0.5655(6) 0.1083(5) 0.0401(13) Uani 1 1 d . . . . .
H9 H 0.1863 0.5241 0.0946 0.048 Uiso 1 1 calc R U . . .
C10 C 0.3519(9) 0.6855(6) 0.0740(5) 0.0482(15) Uani 1 1 d . . . . .
H10 H 0.2480 0.7260 0.0378 0.058 Uiso 1 1 calc R U . . .
C4 C 0.7103(10) -0.0768(6) 0.4063(5) 0.0464(14) Uani 1 1 d . . . . .
H4 H 0.8428 -0.0391 0.4188 0.056 Uiso 1 1 calc R U . . .
C6 C 0.3348(12) -0.1970(7) 0.3695(6) 0.064(2) Uani 1 1 d . . . . .
H6 H 0.2049 -0.2390 0.3562 0.077 Uiso 1 1 calc R U . . .
C5 C 0.6589(12) -0.1951(7) 0.4453(6) 0.0580(17) Uani 1 1 d . . . . .
H5 H 0.7587 -0.2350 0.4855 0.070 Uiso 1 1 calc R U . . .
C14 C 0.7684(12) 0.9310(7) 0.0572(7) 0.067(2) Uani 1 1 d . . . . .
H14A H 0.8526 0.8737 0.0131 0.101 Uiso 1 1 calc R U . . .
H14B H 0.8250 0.9496 0.1360 0.101 Uiso 1 1 calc R U . . .
H14C H 0.7611 1.0128 0.0249 0.101 Uiso 1 1 calc R U . . .
H2W H 0.769(9) 0.493(5) 0.496(5) 0.06(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
Mo1 O2 1.687(4) . ?
Mo1 O1 1.701(3) . ?
Mo1 O3 1.917(4) . ?
Mo1 O4 1.998(4) . ?
Mo1 N1 2.213(4) . ?
Mo1 O6 2.322(4) . ?
O4 C2 1.326(6) . ?
O3 C13 1.342(6) . ?
N1 C1 1.266(6) . ?
N1 N2 1.411(6) . ?
N2 C2 1.286(7) . ?
O15 C11 1.353(7) . ?
O15 C14 1.415(8) . ?
N3 C5 1.323(9) . ?
N3 C6 1.329(10) . ?
C8 C9 1.404(7) . ?
C8 C13 1.412(7) . ?
C8 C1 1.429(7) . ?
C13 C12 1.386(7) . ?
C2 C3 1.478(7) . ?
C12 C11 1.380(8) . ?
C11 C10 1.404(8) . ?
C7 C6 1.362(9) . ?
C7 C3 1.400(8) . ?
C3 C4 1.372(8) . ?
C9 C10 1.344(8) . ?
C4 C5 1.371(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
O2 Mo1 O1 105.56(19) . . ?
O2 Mo1 O3 98.37(19) . . ?
O1 Mo1 O3 101.16(17) . . ?
O2 Mo1 O4 95.69(18) . . ?
O1 Mo1 O4 98.29(17) . . ?
O3 Mo1 O4 151.91(15) . . ?
O2 Mo1 N1 94.11(16) . . ?
O1 Mo1 N1 159.23(18) . . ?
O3 Mo1 N1 82.10(15) . . ?
O4 Mo1 N1 72.71(15) . . ?
O2 Mo1 O6 169.26(16) . . ?
O1 Mo1 O6 85.09(17) . . ?
O3 Mo1 O6 80.63(16) . . ?
O4 Mo1 O6 81.06(15) . . ?
N1 Mo1 O6 75.15(15) . . ?
C2 O4 Mo1 118.8(3) . . ?
C13 O3 Mo1 137.6(3) . . ?
C1 N1 N2 115.7(4) . . ?
C1 N1 Mo1 129.6(4) . . ?
N2 N1 Mo1 114.7(3) . . ?
C2 N2 N1 109.5(4) . . ?
C11 O15 C14 119.1(5) . . ?
C5 N3 C6 117.3(6) . . ?
C9 C8 C13 117.0(5) . . ?
C9 C8 C1 119.4(5) . . ?
C13 C8 C1 123.5(5) . . ?
N1 C1 C8 124.2(5) . . ?
O3 C13 C12 117.7(5) . . ?
O3 C13 C8 121.7(5) . . ?
C12 C13 C8 120.5(5) . . ?
N2 C2 O4 123.6(5) . . ?
N2 C2 C3 120.0(5) . . ?
O4 C2 C3 116.4(5) . . ?
C11 C12 C13 119.8(5) . . ?
O15 C11 C12 124.3(6) . . ?
O15 C11 C10 115.2(5) . . ?
C12 C11 C10 120.5(5) . . ?
C6 C7 C3 118.7(7) . . ?
C4 C3 C7 117.3(6) . . ?
C4 C3 C2 121.6(5) . . ?
C7 C3 C2 121.1(5) . . ?
C10 C9 C8 123.0(5) . . ?
C9 C10 C11 119.1(6) . . ?
C5 C4 C3 119.6(6) . . ?
N3 C6 C7 123.7(7) . . ?
N3 C5 C4 123.2(7) . . ?

_refine_diff_density_max         0.931
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.107

_shelxl_version_number           2014-3

_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 16 Note
RESPONSE: These reflections were cut off by the beamstop
;
# end Validation Reply Form
