# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_2322
_database_code_depnum_ccdc_archive 'CCDC 1861373'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H15 Mo N3 O5'
_chemical_formula_sum            'C15 H15 Mo N3 O5'
_chemical_formula_weight         413.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   7.2520(3)
_cell_length_b                   10.1453(3)
_cell_length_c                   11.3074(5)
_cell_angle_alpha                79.677(3)
_cell_angle_beta                 75.793(3)
_cell_angle_gamma                71.147(3)
_cell_volume                     758.68(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6505
_cell_measurement_theta_min      4.4890
_cell_measurement_theta_max      32.2540

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.897
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88889
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35
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                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            15345
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.188
_diffrn_reflns_theta_max         29.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4410
_reflns_number_gt                3915
_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 
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.8. (CCDC, 2016)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0225P)²+0.2200P] 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         4410
_refine_ls_number_parameters     227
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_ref         0.0579
_refine_ls_wR_factor_gt          0.0558
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.058
_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 0.69715(2) 0.63388(2) 0.20659(2) 0.01389(5) Uani 1 1 d . . . . .
N1 N 0.7309(2) 0.46552(15) 0.36333(13) 0.0131(3) Uani 1 1 d . . . . .
N2 N 0.7353(2) 0.50687(15) 0.47353(14) 0.0147(3) Uani 1 1 d . . . . .
N3 N 0.6782(3) 0.91544(16) 0.86072(15) 0.0188(3) Uani 1 1 d D . . . .
H1N3 H 0.671(3) 0.867(2) 0.9308(16) 0.023 Uiso 1 1 d D U . . .
H2N3 H 0.604(3) 0.9994(17) 0.860(2) 0.023 Uiso 1 1 d D U . . .
O1 O 0.71371(19) 0.71636(12) 0.35152(12) 0.0165(3) Uani 1 1 d . . . . .
O2 O 0.6321(2) 0.49601(13) 0.14156(12) 0.0199(3) Uani 1 1 d . . . . .
O3 O 0.5816(2) 0.78850(13) 0.12859(12) 0.0191(3) Uani 1 1 d . . . . .
O4 O 0.9411(2) 0.59687(14) 0.14157(13) 0.0238(3) Uani 1 1 d . . . . .
O5 O 0.37280(19) 0.66605(13) 0.32603(12) 0.0181(3) Uani 1 1 d D . . . .
H1O5 H 0.346(3) 0.607(2) 0.3799(18) 0.022 Uiso 1 1 d D U . . .
C1 C 0.7291(3) 0.63971(18) 0.45762(16) 0.0139(3) Uani 1 1 d . . . . .
C2 C 0.7324(3) 0.70839(17) 0.56005(16) 0.0137(3) Uani 1 1 d . . . . .
C3 C 0.6852(3) 0.85501(18) 0.54892(17) 0.0166(3) Uani 1 1 d . . . . .
H3 H 0.6647 0.9076 0.4724 0.020 Uiso 1 1 calc R U . . .
C4 C 0.6683(3) 0.92392(18) 0.64790(17) 0.0186(4) Uani 1 1 d . . . . .
H4 H 0.6356 1.0232 0.6388 0.022 Uiso 1 1 calc R U . . .
C5 C 0.6989(3) 0.84832(18) 0.76173(17) 0.0151(3) Uani 1 1 d . . . . .
C6 C 0.7566(3) 0.70067(18) 0.77078(17) 0.0158(3) Uani 1 1 d . . . . .
H6 H 0.7855 0.6474 0.8456 0.019 Uiso 1 1 calc R U . . .
C7 C 0.7715(3) 0.63339(17) 0.67217(17) 0.0152(3) Uani 1 1 d . . . . .
H7 H 0.8090 0.5339 0.6803 0.018 Uiso 1 1 calc R U . . .
C8 C 0.7593(3) 0.33355(18) 0.36088(16) 0.0156(3) Uani 1 1 d . . . . .
H8 H 0.7819 0.2725 0.4335 0.019 Uiso 1 1 calc R U . . .
C9 C 0.7590(3) 0.27292(18) 0.25504(17) 0.0155(3) Uani 1 1 d . . . . .
C10 C 0.7005(3) 0.35448(18) 0.14845(17) 0.0159(3) Uani 1 1 d . . . . .
C11 C 0.7043(3) 0.2896(2) 0.04904(18) 0.0200(4) Uani 1 1 d . . . . .
H11 H 0.6659 0.3445 -0.0231 0.024 Uiso 1 1 calc R U . . .
C12 C 0.7643(3) 0.1449(2) 0.05558(18) 0.0206(4) Uani 1 1 d . . . . .
H12 H 0.7682 0.1012 -0.0130 0.025 Uiso 1 1 calc R U . . .
C13 C 0.8188(3) 0.06248(19) 0.16066(19) 0.0211(4) Uani 1 1 d . . . . .
H13 H 0.8580 -0.0368 0.1644 0.025 Uiso 1 1 calc R U . . .
C14 C 0.8156(3) 0.12593(18) 0.25971(18) 0.0192(4) Uani 1 1 d . . . . .
H14 H 0.8520 0.0697 0.3319 0.023 Uiso 1 1 calc R U . . .
C15 C 0.1902(3) 0.7538(2) 0.29265(19) 0.0208(4) Uani 1 1 d . . . . .
H15A H 0.2062 0.8452 0.2547 0.031 Uiso 1 1 calc R U . . .
H15B H 0.0841 0.7664 0.3662 0.031 Uiso 1 1 calc R U . . .
H15C H 0.1553 0.7097 0.2342 0.031 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 O4 1.6857(14) . ?
Mo1 O3 1.7198(12) . ?
Mo1 O2 1.9196(12) . ?
Mo1 O1 2.0133(12) . ?
Mo1 N1 2.2308(14) . ?
Mo1 O5 2.3592(13) . ?
N1 C8 1.291(2) . ?
N1 N2 1.3948(19) . ?
N2 C1 1.315(2) . ?
N3 C5 1.365(2) . ?
N3 H1N3 0.852(16) . ?
N3 H2N3 0.847(15) . ?
O1 C1 1.316(2) . ?
O2 C10 1.354(2) . ?
O5 C15 1.432(2) . ?
O5 H1O5 0.810(15) . ?
C1 C2 1.463(2) . ?
C2 C7 1.399(2) . ?
C2 C3 1.404(2) . ?
C3 C4 1.383(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.411(2) . ?
C6 C7 1.374(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.441(2) . ?
C8 H8 0.9500 . ?
C9 C14 1.408(2) . ?
C9 C10 1.409(2) . ?
C10 C11 1.391(2) . ?
C11 C12 1.384(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.380(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mo1 O3 106.08(7) . . ?
O4 Mo1 O2 99.09(6) . . ?
O3 Mo1 O2 103.01(6) . . ?
O4 Mo1 O1 96.32(6) . . ?
O3 Mo1 O1 97.19(5) . . ?
O2 Mo1 O1 149.98(6) . . ?
O4 Mo1 N1 96.17(6) . . ?
O3 Mo1 N1 156.20(6) . . ?
O2 Mo1 N1 81.25(5) . . ?
O1 Mo1 N1 71.58(5) . . ?
O4 Mo1 O5 170.94(6) . . ?
O3 Mo1 O5 81.92(6) . . ?
O2 Mo1 O5 82.89(5) . . ?
O1 Mo1 O5 78.18(5) . . ?
N1 Mo1 O5 75.33(5) . . ?
C8 N1 N2 116.86(14) . . ?
C8 N1 Mo1 127.15(12) . . ?
N2 N1 Mo1 115.83(10) . . ?
C1 N2 N1 109.76(14) . . ?
C5 N3 H1N3 117.0(15) . . ?
C5 N3 H2N3 116.7(15) . . ?
H1N3 N3 H2N3 115(2) . . ?
C1 O1 Mo1 120.91(10) . . ?
C10 O2 Mo1 133.32(11) . . ?
C15 O5 Mo1 127.39(11) . . ?
C15 O5 H1O5 107.5(16) . . ?
Mo1 O5 H1O5 121.3(16) . . ?
N2 C1 O1 121.81(15) . . ?
N2 C1 C2 120.39(16) . . ?
O1 C1 C2 117.76(15) . . ?
C7 C2 C3 118.20(16) . . ?
C7 C2 C1 122.21(15) . . ?
C3 C2 C1 119.52(16) . . ?
C4 C3 C2 120.90(17) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.56(16) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
N3 C5 C4 121.04(16) . . ?
N3 C5 C6 120.59(17) . . ?
C4 C5 C6 118.35(16) . . ?
C7 C6 C5 120.51(17) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 121.34(16) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
N1 C8 C9 124.19(16) . . ?
N1 C8 H8 117.9 . . ?
C9 C8 H8 117.9 . . ?
C14 C9 C10 118.77(16) . . ?
C14 C9 C8 118.45(16) . . ?
C10 C9 C8 122.77(16) . . ?
O2 C10 C11 118.43(17) . . ?
O2 C10 C9 121.49(16) . . ?
C11 C10 C9 120.02(16) . . ?
C12 C11 C10 119.81(18) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 121.11(17) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 119.48(17) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C9 120.78(18) . . ?
C13 C14 H14 119.6 . . ?
C9 C14 H14 119.6 . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 N2 C1 172.18(16) . . . . ?
Mo1 N1 N2 C1 -3.53(17) . . . . ?
N1 N2 C1 O1 2.3(2) . . . . ?
N1 N2 C1 C2 -179.90(15) . . . . ?
Mo1 O1 C1 N2 0.3(2) . . . . ?
Mo1 O1 C1 C2 -177.59(11) . . . . ?
N2 C1 C2 C7 9.7(3) . . . . ?
O1 C1 C2 C7 -172.40(16) . . . . ?
N2 C1 C2 C3 -167.06(17) . . . . ?
O1 C1 C2 C3 10.9(2) . . . . ?
C7 C2 C3 C4 -3.1(3) . . . . ?
C1 C2 C3 C4 173.74(17) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 N3 -178.55(18) . . . . ?
C3 C4 C5 C6 3.0(3) . . . . ?
N3 C5 C6 C7 178.01(17) . . . . ?
C4 C5 C6 C7 -3.6(3) . . . . ?
C5 C6 C7 C2 0.8(3) . . . . ?
C3 C2 C7 C6 2.6(3) . . . . ?
C1 C2 C7 C6 -174.17(17) . . . . ?
N2 N1 C8 C9 179.80(16) . . . . ?
Mo1 N1 C8 C9 -5.0(3) . . . . ?
N1 C8 C9 C14 172.43(17) . . . . ?
N1 C8 C9 C10 -9.0(3) . . . . ?
Mo1 O2 C10 C11 -147.63(15) . . . . ?
Mo1 O2 C10 C9 35.0(3) . . . . ?
C14 C9 C10 O2 175.59(16) . . . . ?
C8 C9 C10 O2 -3.0(3) . . . . ?
C14 C9 C10 C11 -1.7(3) . . . . ?
C8 C9 C10 C11 179.71(17) . . . . ?
O2 C10 C11 C12 -176.87(17) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C12 C13 C14 C9 -0.4(3) . . . . ?
C10 C9 C14 C13 1.7(3) . . . . ?
C8 C9 C14 C13 -179.69(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H1O5 N2 0.810(15) 1.924(16) 2.724(2) 170(2) 2_666
N3 H1N3 O3 0.852(16) 2.246(17) 3.077(2) 165(2) 1_556
N3 H2N3 O3 0.847(15) 2.145(16) 2.991(2) 176(2) 2_676
C6 H6 O4 0.95 2.63 3.259(2) 123.8 2_766

_refine_diff_density_max         0.492
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_2645
_database_code_depnum_ccdc_archive 'CCDC 1861379'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H15 Mo N3 O6, C3 H7 N O'
_chemical_formula_sum            'C18 H22 Mo N4 O7'
_chemical_formula_weight         502.33

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   10.2890(3)
_cell_length_b                   19.3726(3)
_cell_length_c                   10.871(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.296(3)
_cell_angle_gamma                90
_cell_volume                     2045.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9925
_cell_measurement_theta_min      4.4360
_cell_measurement_theta_max      32.5860

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.29
_exptl_absorpt_coefficient_mu    0.690
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91439
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
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                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            28419
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.109
_diffrn_reflns_theta_max         32.886
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.910
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6955
_reflns_number_gt                5581
_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 
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 

;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 

;
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.8. (CCDC, 2016)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+1.3811P] 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         6955
_refine_ls_number_parameters     286
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0796
_refine_ls_wR_factor_gt          0.0717
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.22841(2) 0.41553(2) 0.25915(2) 0.02062(5) Uani 1 1 d . . . . .
O1 O 0.34352(15) 0.48381(6) 0.20331(12) 0.0236(3) Uani 1 1 d . . . . .
O2 O 0.17741(15) 0.36976(7) 0.39472(13) 0.0264(3) Uani 1 1 d . . . . .
O4 O 0.07493(16) 0.45164(7) 0.17644(15) 0.0328(3) Uani 1 1 d . . . . .
O3 O 0.24667(16) 0.34761(7) 0.16445(13) 0.0267(3) Uani 1 1 d . . . . .
O5 O 0.44720(15) 0.38029(7) 0.38808(13) 0.0231(3) Uani 1 1 d D . . . .
O6 O -0.04290(17) 0.31569(8) 0.69593(16) 0.0379(4) Uani 1 1 d . . . . .
O7 O 0.64359(16) 0.35729(8) 0.27982(14) 0.0338(3) Uani 1 1 d . . . . .
N1 N 0.29466(17) 0.49788(7) 0.41047(15) 0.0207(3) Uani 1 1 d . . . . .
N2 N 0.37948(17) 0.54933(7) 0.38797(15) 0.0216(3) Uani 1 1 d . . . . .
N3 N 0.7146(2) 0.71312(9) 0.07279(18) 0.0322(4) Uani 1 1 d D . . . .
N4 N 0.71449(18) 0.30573(8) 0.12497(16) 0.0262(3) Uani 1 1 d . . . . .
C16 C 0.6268(2) 0.31623(10) 0.18925(18) 0.0255(4) Uani 1 1 d . . . . .
H16 H 0.5442 0.2899 0.1633 0.031 Uiso 1 1 calc R U . . .
C17 C 0.6793(2) 0.26091(12) 0.0112(2) 0.0339(5) Uani 1 1 d . . . . .
H17A H 0.5941 0.2359 0.0032 0.051 Uiso 1 1 calc R U . . .
H17B H 0.7540 0.2278 0.0209 0.051 Uiso 1 1 calc R U . . .
H17C H 0.6661 0.2888 -0.0672 0.051 Uiso 1 1 calc R U . . .
C18 C 0.8388(3) 0.34715(12) 0.1524(3) 0.0407(5) Uani 1 1 d . . . . .
H18A H 0.8193 0.3880 0.0961 0.061 Uiso 1 1 calc R U . . .
H18B H 0.9112 0.3197 0.1357 0.061 Uiso 1 1 calc R U . . .
H18C H 0.8696 0.3616 0.2439 0.061 Uiso 1 1 calc R U . . .
C1 C 0.3977(2) 0.53807(8) 0.27639(17) 0.0213(3) Uani 1 1 d . . . . .
C2 C 0.4807(2) 0.58447(8) 0.22678(17) 0.0210(3) Uani 1 1 d . . . . .
C3 C 0.5029(2) 0.56808(10) 0.11014(19) 0.0272(4) Uani 1 1 d . . . . .
H3 H 0.4619 0.5276 0.0641 0.033 Uiso 1 1 calc R U . . .
C4 C 0.5828(2) 0.60923(10) 0.06038(19) 0.0270(4) Uani 1 1 d . . . . .
H4 H 0.5989 0.5961 -0.0176 0.032 Uiso 1 1 calc R U . . .
C5 C 0.6408(2) 0.67058(9) 0.12450(18) 0.0234(4) Uani 1 1 d . . . . .
C6 C 0.6181(2) 0.68729(9) 0.24155(18) 0.0238(4) Uani 1 1 d . . . . .
H6 H 0.6571 0.7283 0.2868 0.029 Uiso 1 1 calc R U . . .
C7 C 0.5403(2) 0.64508(9) 0.29155(17) 0.0233(4) Uani 1 1 d . . . . .
H7 H 0.5268 0.6572 0.3711 0.028 Uiso 1 1 calc R U . . .
C8 C 0.2589(2) 0.50534(9) 0.51315(18) 0.0235(4) Uani 1 1 d . . . . .
H8 H 0.2886 0.5457 0.5644 0.028 Uiso 1 1 calc R U . . .
C9 C 0.1771(2) 0.45643(9) 0.55411(18) 0.0230(4) Uani 1 1 d . . . . .
C10 C 0.1374(2) 0.39126(10) 0.49464(18) 0.0230(3) Uani 1 1 d . . . . .
C11 C 0.0621(2) 0.34626(10) 0.5440(2) 0.0272(4) Uani 1 1 d . . . . .
H11 H 0.0343 0.3028 0.5033 0.033 Uiso 1 1 calc R U . . .
C12 C 0.0271(2) 0.36459(10) 0.6530(2) 0.0278(4) Uani 1 1 d . . . . .
C13 C 0.0654(2) 0.42828(11) 0.7135(2) 0.0308(4) Uani 1 1 d . . . . .
H13 H 0.0410 0.4407 0.7876 0.037 Uiso 1 1 calc R U . . .
C14 C 0.1395(2) 0.47287(10) 0.6634(2) 0.0285(4) Uani 1 1 d . . . . .
H14 H 0.1661 0.5164 0.7043 0.034 Uiso 1 1 calc R U . . .
C15 C -0.0816(3) 0.33208(13) 0.8076(2) 0.0411(5) Uani 1 1 d . . . . .
H15A H 0.0012 0.3416 0.8822 0.062 Uiso 1 1 calc R U . . .
H15B H -0.1313 0.2930 0.8281 0.062 Uiso 1 1 calc R U . . .
H15C H -0.1413 0.3729 0.7889 0.062 Uiso 1 1 calc R U . . .
H15O H 0.504(3) 0.3684(14) 0.351(3) 0.049 Uiso 1 1 d D U . . .
H25O H 0.487(3) 0.4022(13) 0.454(2) 0.049 Uiso 1 1 d D U . . .
H13N H 0.734(3) 0.7007(14) 0.006(2) 0.049 Uiso 1 1 d D U . . .
H23N H 0.746(3) 0.7507(11) 0.113(2) 0.049 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 O4 1.6891(15) . ?
Mo1 O3 1.7188(13) . ?
Mo1 O2 1.9351(13) . ?
Mo1 O1 1.9989(13) . ?
Mo1 N1 2.2303(15) . ?
Mo1 O5 2.3266(14) . ?
O1 C1 1.324(2) . ?
O2 C10 1.348(2) . ?
O5 H15O 0.845(17) . ?
O5 H25O 0.816(17) . ?
O6 C12 1.362(2) . ?
O6 C15 1.433(3) . ?
O7 C16 1.233(2) . ?
N1 C8 1.294(2) . ?
N1 N2 1.399(2) . ?
N2 C1 1.306(2) . ?
N3 C5 1.362(2) . ?
N3 H13N 0.845(16) . ?
N3 H23N 0.854(17) . ?
N4 C16 1.327(2) . ?
N4 C18 1.455(3) . ?
N4 C17 1.456(2) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C1 C2 1.460(2) . ?
C2 C3 1.397(2) . ?
C2 C7 1.402(2) . ?
C3 C4 1.378(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.407(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.405(2) . ?
C6 C7 1.376(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.432(3) . ?
C8 H8 0.9500 . ?
C9 C14 1.402(2) . ?
C9 C10 1.416(3) . ?
C10 C11 1.386(3) . ?
C11 C12 1.394(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.392(3) . ?
C13 C14 1.378(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mo1 O3 105.43(7) . . ?
O4 Mo1 O2 98.86(7) . . ?
O3 Mo1 O2 102.48(6) . . ?
O4 Mo1 O1 96.19(7) . . ?
O3 Mo1 O1 97.57(6) . . ?
O2 Mo1 O1 150.63(6) . . ?
O4 Mo1 N1 95.77(6) . . ?
O3 Mo1 N1 157.23(7) . . ?
O2 Mo1 N1 81.94(6) . . ?
O1 Mo1 N1 71.54(5) . . ?
O4 Mo1 O5 172.10(6) . . ?
O3 Mo1 O5 81.99(6) . . ?
O2 Mo1 O5 81.87(6) . . ?
O1 Mo1 O5 79.91(5) . . ?
N1 Mo1 O5 76.50(5) . . ?
C1 O1 Mo1 121.16(11) . . ?
C10 O2 Mo1 134.73(12) . . ?
Mo1 O5 H15O 118.5(19) . . ?
Mo1 O5 H25O 119(2) . . ?
H15O O5 H25O 109(3) . . ?
C12 O6 C15 117.56(17) . . ?
C8 N1 N2 116.31(15) . . ?
C8 N1 Mo1 127.69(13) . . ?
N2 N1 Mo1 115.92(10) . . ?
C1 N2 N1 109.46(14) . . ?
C5 N3 H13N 120.1(19) . . ?
C5 N3 H23N 117.9(19) . . ?
H13N N3 H23N 122(3) . . ?
C16 N4 C18 120.81(17) . . ?
C16 N4 C17 121.16(18) . . ?
C18 N4 C17 117.28(17) . . ?
O7 C16 N4 125.39(19) . . ?
O7 C16 H16 117.3 . . ?
N4 C16 H16 117.3 . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N4 C18 H18A 109.5 . . ?
N4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C1 O1 121.89(16) . . ?
N2 C1 C2 121.43(16) . . ?
O1 C1 C2 116.67(15) . . ?
C3 C2 C7 118.08(16) . . ?
C3 C2 C1 119.08(16) . . ?
C7 C2 C1 122.84(16) . . ?
C4 C3 C2 121.50(17) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 120.29(17) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N3 C5 C6 121.10(17) . . ?
N3 C5 C4 120.63(17) . . ?
C6 C5 C4 118.25(17) . . ?
C7 C6 C5 120.89(16) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C2 120.96(16) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
N1 C8 C9 123.93(16) . . ?
N1 C8 H8 118.0 . . ?
C9 C8 H8 118.0 . . ?
C14 C9 C10 118.06(17) . . ?
C14 C9 C8 117.91(17) . . ?
C10 C9 C8 123.97(16) . . ?
O2 C10 C11 118.40(17) . . ?
O2 C10 C9 121.61(16) . . ?
C11 C10 C9 119.88(17) . . ?
C10 C11 C12 120.20(18) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
O6 C12 C13 123.61(18) . . ?
O6 C12 C11 115.37(18) . . ?
C13 C12 C11 121.01(18) . . ?
C14 C13 C12 118.40(18) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C13 C14 C9 122.44(18) . . ?
C13 C14 H14 118.8 . . ?
C9 C14 H14 118.8 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

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
C8 N1 N2 C1 -174.86(17) . . . . ?
Mo1 N1 N2 C1 2.09(19) . . . . ?
C18 N4 C16 O7 -4.3(3) . . . . ?
C17 N4 C16 O7 -174.0(2) . . . . ?
N1 N2 C1 O1 -1.7(2) . . . . ?
N1 N2 C1 C2 179.08(16) . . . . ?
Mo1 O1 C1 N2 0.4(2) . . . . ?
Mo1 O1 C1 C2 179.67(12) . . . . ?
N2 C1 C2 C3 176.68(19) . . . . ?
O1 C1 C2 C3 -2.6(3) . . . . ?
N2 C1 C2 C7 -3.0(3) . . . . ?
O1 C1 C2 C7 177.73(17) . . . . ?
C7 C2 C3 C4 1.1(3) . . . . ?
C1 C2 C3 C4 -178.5(2) . . . . ?
C2 C3 C4 C5 -2.2(3) . . . . ?
C3 C4 C5 N3 -177.0(2) . . . . ?
C3 C4 C5 C6 1.8(3) . . . . ?
N3 C5 C6 C7 178.2(2) . . . . ?
C4 C5 C6 C7 -0.6(3) . . . . ?
C5 C6 C7 C2 -0.4(3) . . . . ?
C3 C2 C7 C6 0.1(3) . . . . ?
C1 C2 C7 C6 179.81(19) . . . . ?
N2 N1 C8 C9 -177.42(17) . . . . ?
Mo1 N1 C8 C9 6.0(3) . . . . ?
N1 C8 C9 C14 -176.52(19) . . . . ?
N1 C8 C9 C10 6.5(3) . . . . ?
Mo1 O2 C10 C11 156.89(15) . . . . ?
Mo1 O2 C10 C9 -26.8(3) . . . . ?
C14 C9 C10 O2 -175.52(18) . . . . ?
C8 C9 C10 O2 1.5(3) . . . . ?
C14 C9 C10 C11 0.7(3) . . . . ?
C8 C9 C10 C11 177.74(19) . . . . ?
O2 C10 C11 C12 175.45(19) . . . . ?
C9 C10 C11 C12 -0.9(3) . . . . ?
C15 O6 C12 C13 1.6(3) . . . . ?
C15 O6 C12 C11 -179.8(2) . . . . ?
C10 C11 C12 O6 -177.92(19) . . . . ?
C10 C11 C12 C13 0.7(3) . . . . ?
O6 C12 C13 C14 178.2(2) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C12 C13 C14 C9 0.1(3) . . . . ?
C10 C9 C14 C13 -0.3(3) . . . . ?
C8 C9 C14 C13 -177.5(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C17 H17B O6 0.98 2.46 3.258(3) 137.9 4_665

_refine_diff_density_max         0.857
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_3111
_database_code_depnum_ccdc_archive 'CCDC 1861378'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H19 Mo N3 O6'
_chemical_formula_sum            'C17 H19 Mo N3 O6'
_chemical_formula_weight         457.29

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

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

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

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

_cell_length_a                   8.2671(3)
_cell_length_b                   21.0838(7)
_cell_length_c                   10.9123(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.686(4)
_cell_angle_gamma                90
_cell_volume                     1855.61(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3240
_cell_measurement_theta_min      4.5440
_cell_measurement_theta_max      32.1700

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.746
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91932
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            10742
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.210
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5395
_reflns_number_gt                4588
_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 
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.8. (CCDC, 2016)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0419P)²+0.9061P] 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         5395
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0818
_refine_ls_wR_factor_gt          0.0768
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_restrained_S_all      0.967
_refine_ls_shift/su_max          0.003
_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 0.21665(2) 0.59954(2) 0.79335(2) 0.03030(6) Uani 1 1 d . . . . .
N1 N 0.26323(18) 0.52225(7) 0.93791(14) 0.0286(3) Uani 1 1 d . . . . .
N2 N 0.34122(19) 0.46820(7) 0.90495(15) 0.0299(3) Uani 1 1 d . . . . .
N3 N 0.6651(3) 0.28812(10) 0.5449(2) 0.0523(5) Uani 1 1 d . . . . .
O1 O 0.31357(18) 0.52536(7) 0.72276(12) 0.0364(3) Uani 1 1 d . . . . .
O2 O 0.18216(19) 0.64774(7) 0.93486(15) 0.0401(3) Uani 1 1 d . . . . .
O3 O 0.27022(18) 0.65845(8) 0.70273(13) 0.0404(3) Uani 1 1 d . . . . .
O4 O 0.0173(2) 0.58192(8) 0.72982(18) 0.0511(4) Uani 1 1 d . . . . .
O5 O 0.49916(18) 0.60681(7) 0.89656(14) 0.0361(3) Uani 1 1 d . . . . .
O6 O 0.0093(2) 0.73578(7) 1.01471(17) 0.0491(4) Uani 1 1 d . . . . .
C1 C 0.3588(2) 0.47357(9) 0.78897(17) 0.0296(3) Uani 1 1 d . . . . .
C2 C 0.4320(2) 0.42339(9) 0.72703(18) 0.0306(4) Uani 1 1 d . . . . .
C3 C 0.4631(3) 0.43472(10) 0.6082(2) 0.0426(5) Uani 1 1 d . . . . .
H3 H 0.4311 0.4732 0.5688 0.051 Uiso 1 1 calc R U . . .
C4 C 0.5394(3) 0.39073(11) 0.5484(2) 0.0456(5) Uani 1 1 d . . . . .
H4 H 0.5587 0.3997 0.4695 0.055 Uiso 1 1 calc R U . . .
C5 C 0.5887(3) 0.33215(10) 0.6049(2) 0.0367(4) Uani 1 1 d . . . . .
C6 C 0.5546(3) 0.31996(10) 0.72253(19) 0.0362(4) Uani 1 1 d . . . . .
H6 H 0.5845 0.2811 0.7612 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4774(3) 0.36443(9) 0.78197(18) 0.0341(4) Uani 1 1 d . . . . .
H7 H 0.4551 0.3551 0.8599 0.041 Uiso 1 1 calc R U . . .
C8 C 0.2245(2) 0.52225(9) 1.04582(18) 0.0326(4) Uani 1 1 d . . . . .
H8 H 0.2502 0.4864 1.0959 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1441(2) 0.57411(10) 1.09421(19) 0.0337(4) Uani 1 1 d . . . . .
C10 C 0.1194(2) 0.63326(10) 1.03513(19) 0.0326(4) Uani 1 1 d . . . . .
C11 C 0.0327(2) 0.68146(10) 1.0831(2) 0.0373(4) Uani 1 1 d . . . . .
C12 C -0.0197(3) 0.67032(12) 1.1935(2) 0.0451(5) Uani 1 1 d . . . . .
H12 H -0.0751 0.7021 1.2270 0.054 Uiso 1 1 calc R U . . .
C13 C 0.0095(3) 0.61273(13) 1.2544(2) 0.0495(6) Uani 1 1 d . . . . .
H13 H -0.0260 0.6063 1.3286 0.059 Uiso 1 1 calc R U . . .
C14 C 0.0903(3) 0.56465(11) 1.2068(2) 0.0419(5) Uani 1 1 d . . . . .
H14 H 0.1093 0.5261 1.2488 0.050 Uiso 1 1 calc R U . . .
C15 C -0.0918(3) 0.78366(12) 1.0509(3) 0.0588(7) Uani 1 1 d . . . . .
H15A H -0.2023 0.7677 1.0432 0.088 Uiso 1 1 calc R U . . .
H15B H -0.0942 0.8200 0.9975 0.088 Uiso 1 1 calc R U . . .
H15C H -0.0470 0.7956 1.1366 0.088 Uiso 1 1 calc R U . . .
C16 C 0.6121(3) 0.65871(11) 0.8990(2) 0.0440(5) Uani 1 1 d . . . . .
H16A H 0.7024 0.6545 0.9722 0.053 Uiso 1 1 calc R U . . .
H16B H 0.5548 0.6981 0.9071 0.053 Uiso 1 1 calc R U . . .
C17 C 0.6813(4) 0.66176(19) 0.7854(3) 0.0727(9) Uani 1 1 d . . . . .
H17A H 0.7288 0.6215 0.7723 0.109 Uiso 1 1 calc R U . . .
H17B H 0.7656 0.6939 0.7961 0.109 Uiso 1 1 calc R U . . .
H17C H 0.5946 0.6719 0.7140 0.109 Uiso 1 1 calc R U . . .
H15O H 0.531(5) 0.5868(17) 0.949(4) 0.087 Uiso 1 1 d . U . . .
H13N H 0.714(4) 0.2602(18) 0.592(3) 0.087 Uiso 1 1 d . U . . .
H23N H 0.705(4) 0.3039(17) 0.486(3) 0.087 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O4 1.6830(16) . ?
Mo1 O3 1.7057(15) . ?
Mo1 O2 1.9214(14) . ?
Mo1 O1 1.9882(13) . ?
Mo1 N1 2.2418(15) . ?
Mo1 O5 2.3646(15) . ?
N1 C8 1.286(2) . ?
N1 N2 1.395(2) . ?
N2 C1 1.310(2) . ?
N3 C5 1.368(3) . ?
N3 H13N 0.83(4) . ?
N3 H23N 0.85(4) . ?
O1 C1 1.317(2) . ?
O2 C10 1.345(2) . ?
O5 C16 1.435(2) . ?
O5 H15O 0.72(4) . ?
O6 C11 1.357(3) . ?
O6 C15 1.421(3) . ?
C1 C2 1.457(3) . ?
C2 C7 1.395(3) . ?
C2 C3 1.397(3) . ?
C3 C4 1.365(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(3) . ?
C6 C7 1.374(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.439(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.398(3) . ?
C9 C14 1.410(3) . ?
C10 C11 1.409(3) . ?
C11 C12 1.388(3) . ?
C12 C13 1.379(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.477(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mo1 O3 106.10(8) . . ?
O4 Mo1 O2 98.23(8) . . ?
O3 Mo1 O2 100.60(7) . . ?
O4 Mo1 O1 96.21(8) . . ?
O3 Mo1 O1 99.80(7) . . ?
O2 Mo1 O1 150.58(6) . . ?
O4 Mo1 N1 97.52(7) . . ?
O3 Mo1 N1 155.64(6) . . ?
O2 Mo1 N1 81.48(6) . . ?
O1 Mo1 N1 71.29(5) . . ?
O4 Mo1 O5 170.36(7) . . ?
O3 Mo1 O5 82.75(6) . . ?
O2 Mo1 O5 83.59(6) . . ?
O1 Mo1 O5 78.21(6) . . ?
N1 Mo1 O5 73.32(5) . . ?
C8 N1 N2 117.27(16) . . ?
C8 N1 Mo1 127.24(13) . . ?
N2 N1 Mo1 115.48(11) . . ?
C1 N2 N1 109.52(15) . . ?
C5 N3 H13N 114(2) . . ?
C5 N3 H23N 113(2) . . ?
H13N N3 H23N 122(3) . . ?
C1 O1 Mo1 121.97(11) . . ?
C10 O2 Mo1 133.28(13) . . ?
C16 O5 Mo1 128.98(13) . . ?
C16 O5 H15O 108(3) . . ?
Mo1 O5 H15O 120(3) . . ?
C11 O6 C15 117.93(19) . . ?
N2 C1 O1 121.54(16) . . ?
N2 C1 C2 122.07(17) . . ?
O1 C1 C2 116.38(16) . . ?
C7 C2 C3 117.66(18) . . ?
C7 C2 C1 123.21(17) . . ?
C3 C2 C1 119.11(17) . . ?
C4 C3 C2 121.74(19) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 120.6(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
N3 C5 C6 121.5(2) . . ?
N3 C5 C4 120.6(2) . . ?
C6 C5 C4 117.92(18) . . ?
C7 C6 C5 121.09(19) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C2 120.94(18) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
N1 C8 C9 124.33(18) . . ?
N1 C8 H8 117.8 . . ?
C9 C8 H8 117.8 . . ?
C10 C9 C14 119.08(19) . . ?
C10 C9 C8 122.75(17) . . ?
C14 C9 C8 118.17(19) . . ?
O2 C10 C9 122.30(17) . . ?
O2 C10 C11 117.18(19) . . ?
C9 C10 C11 120.46(18) . . ?
O6 C11 C12 125.88(19) . . ?
O6 C11 C10 115.32(18) . . ?
C12 C11 C10 118.8(2) . . ?
C13 C12 C11 120.8(2) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 121.0(2) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C9 119.8(2) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O5 C16 C17 112.8(2) . . ?
O5 C16 H16A 109.0 . . ?
C17 C16 H16A 109.0 . . ?
O5 C16 H16B 109.0 . . ?
C17 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

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
C8 N1 N2 C1 174.50(17) . . . . ?
Mo1 N1 N2 C1 -4.76(18) . . . . ?
N1 N2 C1 O1 3.1(2) . . . . ?
N1 N2 C1 C2 -178.10(16) . . . . ?
Mo1 O1 C1 N2 0.4(3) . . . . ?
Mo1 O1 C1 C2 -178.47(12) . . . . ?
N2 C1 C2 C7 4.9(3) . . . . ?
O1 C1 C2 C7 -176.24(18) . . . . ?
N2 C1 C2 C3 -173.3(2) . . . . ?
O1 C1 C2 C3 5.6(3) . . . . ?
C7 C2 C3 C4 -1.8(3) . . . . ?
C1 C2 C3 C4 176.5(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C3 C4 C5 N3 180.0(2) . . . . ?
C3 C4 C5 C6 1.2(4) . . . . ?
N3 C5 C6 C7 -179.8(2) . . . . ?
C4 C5 C6 C7 -1.1(3) . . . . ?
C5 C6 C7 C2 -0.5(3) . . . . ?
C3 C2 C7 C6 1.9(3) . . . . ?
C1 C2 C7 C6 -176.31(19) . . . . ?
N2 N1 C8 C9 179.87(17) . . . . ?
Mo1 N1 C8 C9 -1.0(3) . . . . ?
N1 C8 C9 C10 -8.7(3) . . . . ?
N1 C8 C9 C14 172.18(19) . . . . ?
Mo1 O2 C10 C9 35.7(3) . . . . ?
Mo1 O2 C10 C11 -147.17(16) . . . . ?
C14 C9 C10 O2 173.10(19) . . . . ?
C8 C9 C10 O2 -6.0(3) . . . . ?
C14 C9 C10 C11 -4.0(3) . . . . ?
C8 C9 C10 C11 176.89(18) . . . . ?
C15 O6 C11 C12 -6.7(3) . . . . ?
C15 O6 C11 C10 173.7(2) . . . . ?
O2 C10 C11 O6 5.9(3) . . . . ?
C9 C10 C11 O6 -176.93(18) . . . . ?
O2 C10 C11 C12 -173.77(19) . . . . ?
C9 C10 C11 C12 3.4(3) . . . . ?
O6 C11 C12 C13 179.2(2) . . . . ?
C10 C11 C12 C13 -1.2(3) . . . . ?
C11 C12 C13 C14 -0.4(4) . . . . ?
C12 C13 C14 C9 -0.1(4) . . . . ?
C10 C9 C14 C13 2.3(3) . . . . ?
C8 C9 C14 C13 -178.5(2) . . . . ?
Mo1 O5 C16 C17 -80.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H15O N2 0.72(4) 2.06(4) 2.771(2) 171(4) 3_667
C17 H17A O4 0.96 2.66 3.414(4) 135.6 1_655

_refine_diff_density_max         0.503
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_2868
_database_code_depnum_ccdc_archive 'CCDC 1861374'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H18 Mo N4 O5'
_chemical_formula_sum            'C17 H18 Mo N4 O5'
_chemical_formula_weight         454.29

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   16.5323(6)
_cell_length_b                   8.9306(4)
_cell_length_c                   13.4161(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.373(3)
_cell_angle_gamma                90
_cell_volume                     1972.09(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2258
_cell_measurement_theta_min      4.4570
_cell_measurement_theta_max      30.2120

_exptl_crystal_description       'irregular prism'
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.699
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97854
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            11132
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.360
_diffrn_reflns_theta_max         29.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5726
_reflns_number_gt                3917
_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 
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.8. (CCDC, 2016)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)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         5726
_refine_ls_number_parameters     252
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.0974
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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 0.21888(2) 0.96320(3) 0.06610(2) 0.03732(9) Uani 1 1 d . . . . .
O1 O 0.33813(11) 0.9386(2) 0.09476(14) 0.0441(5) Uani 1 1 d . . . . .
O3 O 0.21866(13) 1.0047(2) -0.05800(15) 0.0526(5) Uani 1 1 d . . . . .
O2 O 0.11088(12) 0.8918(3) 0.07431(15) 0.0502(5) Uani 1 1 d . . . . .
O5 O 0.23250(16) 0.7176(3) 0.01548(17) 0.0607(6) Uani 1 1 d . . . . .
O4 O 0.21213(13) 1.1295(2) 0.12387(17) 0.0573(6) Uani 1 1 d . . . . .
C5 C 0.62846(17) 0.8794(3) 0.2301(2) 0.0452(7) Uani 1 1 d . . . . .
N1 N 0.24267(14) 0.8334(3) 0.20792(17) 0.0401(5) Uani 1 1 d . . . . .
C4 C 0.58784(19) 0.9475(3) 0.1466(2) 0.0532(8) Uani 1 1 d . . . . .
H4 H 0.6175 0.9961 0.1007 0.064 Uiso 1 1 calc R U . . .
N3 N 0.71115(18) 0.8865(4) 0.2472(2) 0.0670(9) Uani 1 1 d D . . . .
C3 C 0.50496(18) 0.9441(4) 0.1309(2) 0.0505(8) Uani 1 1 d . . . . .
H3 H 0.4794 0.9910 0.0746 0.061 Uiso 1 1 calc R U . . .
N2 N 0.32428(14) 0.8134(3) 0.24223(18) 0.0464(6) Uani 1 1 d . . . . .
C8 C 0.19000(18) 0.7757(3) 0.2613(2) 0.0466(7) Uani 1 1 d . . . . .
H8 H 0.2092 0.7219 0.3180 0.056 Uiso 1 1 calc R U . . .
C1 C 0.36977(17) 0.8735(3) 0.1797(2) 0.0386(6) Uani 1 1 d . . . . .
C10 C 0.06686(17) 0.8463(3) 0.1490(2) 0.0443(7) Uani 1 1 d . . . . .
C6 C 0.5818(2) 0.8050(4) 0.2953(3) 0.0615(10) Uani 1 1 d . . . . .
H6 H 0.6074 0.7560 0.3507 0.074 Uiso 1 1 calc R U . . .
C14 C 0.0540(2) 0.7420(4) 0.3115(3) 0.0671(10) Uani 1 1 d . . . . .
H14 H 0.0775 0.7025 0.3715 0.081 Uiso 1 1 calc R U . . .
C12 C -0.0637(2) 0.8098(4) 0.2064(3) 0.0786(12) Uani 1 1 d . . . . .
H12 H -0.1199 0.8177 0.1956 0.094 Uiso 1 1 calc R U . . .
C9 C 0.10377(18) 0.7884(3) 0.2395(2) 0.0452(7) Uani 1 1 d . . . . .
C11 C -0.01663(19) 0.8550(4) 0.1330(3) 0.0605(9) Uani 1 1 d . . . . .
H11 H -0.0410 0.8914 0.0725 0.073 Uiso 1 1 calc R U . . .
N4 N 0.2897(4) 0.5054(4) -0.0349(3) 0.1096(17) Uani 1 1 d . . . . .
C13 C -0.0291(2) 0.7530(5) 0.2959(3) 0.0838(13) Uani 1 1 d . . . . .
H13 H -0.0616 0.7226 0.3451 0.101 Uiso 1 1 calc R U . . .
C15 C 0.2920(3) 0.6436(4) -0.0029(3) 0.0745(12) Uani 1 1 d . . . . .
H15 H 0.3426 0.6896 0.0067 0.089 Uiso 1 1 calc R U . . .
C7 C 0.49870(19) 0.8025(4) 0.2791(3) 0.0601(9) Uani 1 1 d . . . . .
H7 H 0.4689 0.7528 0.3244 0.072 Uiso 1 1 calc R U . . .
C16 C 0.3643(5) 0.4305(7) -0.0617(5) 0.179(4) Uani 1 1 d . . . . .
H16A H 0.4100 0.4957 -0.0466 0.268 Uiso 1 1 calc R U . . .
H16B H 0.3590 0.4076 -0.1319 0.268 Uiso 1 1 calc R U . . .
H16C H 0.3725 0.3396 -0.0239 0.268 Uiso 1 1 calc R U . . .
C17 C 0.2139(5) 0.4303(6) -0.0535(5) 0.164(3) Uani 1 1 d . . . . .
H17A H 0.1753 0.4735 -0.0128 0.246 Uiso 1 1 calc R U . . .
H17B H 0.2208 0.3261 -0.0374 0.246 Uiso 1 1 calc R U . . .
H17C H 0.1945 0.4407 -0.1229 0.246 Uiso 1 1 calc R U . . .
C2 C 0.45799(17) 0.8725(3) 0.1967(2) 0.0390(6) Uani 1 1 d . . . . .
H13N H 0.7349(17) 0.839(3) 0.2950(18) 0.047 Uiso 1 1 d D U . . .
H23N H 0.7351(18) 0.935(3) 0.2054(19) 0.047 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 O4 1.684(2) . ?
Mo1 O3 1.705(2) . ?
Mo1 O2 1.9089(19) . ?
Mo1 O1 1.9851(19) . ?
Mo1 N1 2.231(2) . ?
Mo1 O5 2.313(2) . ?
O1 C1 1.341(3) . ?
O2 C10 1.355(3) . ?
O5 C15 1.230(4) . ?
C5 N3 1.366(4) . ?
C5 C6 1.388(4) . ?
C5 C4 1.391(4) . ?
N1 C8 1.286(3) . ?
N1 N2 1.396(3) . ?
C4 C3 1.367(4) . ?
C4 H4 0.9300 . ?
N3 H13N 0.836(17) . ?
N3 H23N 0.836(17) . ?
C3 C2 1.385(4) . ?
C3 H3 0.9300 . ?
N2 C1 1.295(3) . ?
C8 C9 1.433(4) . ?
C8 H8 0.9300 . ?
C1 C2 1.455(4) . ?
C10 C11 1.379(4) . ?
C10 C9 1.405(4) . ?
C6 C7 1.371(4) . ?
C6 H6 0.9300 . ?
C14 C13 1.374(5) . ?
C14 C9 1.389(4) . ?
C14 H14 0.9300 . ?
C12 C11 1.372(5) . ?
C12 C13 1.377(5) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
N4 C15 1.307(5) . ?
N4 C17 1.422(8) . ?
N4 C16 1.477(8) . ?
C13 H13 0.9300 . ?
C15 H15 0.9300 . ?
C7 C2 1.388(4) . ?
C7 H7 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mo1 O3 105.29(11) . . ?
O4 Mo1 O2 99.53(10) . . ?
O3 Mo1 O2 102.27(9) . . ?
O4 Mo1 O1 96.65(9) . . ?
O3 Mo1 O1 97.14(9) . . ?
O2 Mo1 O1 150.37(9) . . ?
O4 Mo1 N1 94.57(10) . . ?
O3 Mo1 N1 158.35(10) . . ?
O2 Mo1 N1 82.43(8) . . ?
O1 Mo1 N1 71.63(8) . . ?
O4 Mo1 O5 169.71(10) . . ?
O3 Mo1 O5 84.87(9) . . ?
O2 Mo1 O5 79.47(10) . . ?
O1 Mo1 O5 80.20(9) . . ?
N1 Mo1 O5 75.14(8) . . ?
C1 O1 Mo1 120.91(17) . . ?
C10 O2 Mo1 135.48(18) . . ?
C15 O5 Mo1 132.1(3) . . ?
N3 C5 C6 121.5(3) . . ?
N3 C5 C4 121.0(3) . . ?
C6 C5 C4 117.5(3) . . ?
C8 N1 N2 116.7(2) . . ?
C8 N1 Mo1 127.5(2) . . ?
N2 N1 Mo1 115.82(17) . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C5 N3 H13N 120(2) . . ?
C5 N3 H23N 116(2) . . ?
H13N N3 H23N 124(3) . . ?
C4 C3 C2 121.7(3) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C1 N2 N1 109.6(2) . . ?
N1 C8 C9 124.6(3) . . ?
N1 C8 H8 117.7 . . ?
C9 C8 H8 117.7 . . ?
N2 C1 O1 121.8(2) . . ?
N2 C1 C2 122.0(2) . . ?
O1 C1 C2 116.2(2) . . ?
O2 C10 C11 117.8(3) . . ?
O2 C10 C9 122.0(3) . . ?
C11 C10 C9 120.2(3) . . ?
C7 C6 C5 121.1(3) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C13 C14 C9 121.4(3) . . ?
C13 C14 H14 119.3 . . ?
C9 C14 H14 119.3 . . ?
C11 C12 C13 121.2(3) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C9 C10 118.2(3) . . ?
C14 C9 C8 118.5(3) . . ?
C10 C9 C8 123.3(3) . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C15 N4 C17 120.1(5) . . ?
C15 N4 C16 120.5(6) . . ?
C17 N4 C16 119.1(5) . . ?
C14 C13 C12 119.1(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
O5 C15 N4 125.1(5) . . ?
O5 C15 H15 117.5 . . ?
N4 C15 H15 117.5 . . ?
C6 C7 C2 121.5(3) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
N4 C16 H16A 109.5 . . ?
N4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C3 C2 C7 117.2(3) . . ?
C3 C2 C1 120.7(2) . . ?
C7 C2 C1 122.1(3) . . ?

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
N3 C5 C4 C3 -178.2(3) . . . . ?
C6 C5 C4 C3 1.6(5) . . . . ?
C5 C4 C3 C2 -0.4(5) . . . . ?
C8 N1 N2 C1 178.2(3) . . . . ?
Mo1 N1 N2 C1 -2.0(3) . . . . ?
N2 N1 C8 C9 178.1(3) . . . . ?
Mo1 N1 C8 C9 -1.7(5) . . . . ?
N1 N2 C1 O1 -2.0(4) . . . . ?
N1 N2 C1 C2 178.9(2) . . . . ?
Mo1 O1 C1 N2 5.7(4) . . . . ?
Mo1 O1 C1 C2 -175.11(18) . . . . ?
Mo1 O2 C10 C11 156.2(2) . . . . ?
Mo1 O2 C10 C9 -25.4(5) . . . . ?
N3 C5 C6 C7 178.0(4) . . . . ?
C4 C5 C6 C7 -1.8(5) . . . . ?
C13 C14 C9 C10 -0.6(6) . . . . ?
C13 C14 C9 C8 179.1(4) . . . . ?
O2 C10 C9 C14 -178.9(3) . . . . ?
C11 C10 C9 C14 -0.4(5) . . . . ?
O2 C10 C9 C8 1.4(5) . . . . ?
C11 C10 C9 C8 179.9(3) . . . . ?
N1 C8 C9 C14 -169.7(3) . . . . ?
N1 C8 C9 C10 10.0(5) . . . . ?
C13 C12 C11 C10 -1.2(6) . . . . ?
O2 C10 C11 C12 179.8(3) . . . . ?
C9 C10 C11 C12 1.3(5) . . . . ?
C9 C14 C13 C12 0.8(7) . . . . ?
C11 C12 C13 C14 0.1(7) . . . . ?
Mo1 O5 C15 N4 -177.2(3) . . . . ?
C17 N4 C15 O5 1.6(7) . . . . ?
C16 N4 C15 O5 175.5(4) . . . . ?
C5 C6 C7 C2 0.8(6) . . . . ?
C4 C3 C2 C7 -0.7(5) . . . . ?
C4 C3 C2 C1 178.5(3) . . . . ?
C6 C7 C2 C3 0.5(5) . . . . ?
C6 C7 C2 C1 -178.7(3) . . . . ?
N2 C1 C2 C3 -176.8(3) . . . . ?
O1 C1 C2 C3 4.0(4) . . . . ?
N2 C1 C2 C7 2.3(5) . . . . ?
O1 C1 C2 C7 -176.8(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8 O3 0.93 2.62 3.487(4) 156.3 4_576
C15 H15 O1 0.93 2.52 3.009(4) 112.9 .
N3 H13N O4 0.836(17) 2.30(2) 3.075(4) 155(3) 2_645

_refine_diff_density_max         0.670
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.074

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

data_1_phase_1
_database_code_depnum_ccdc_archive 'CCDC 1861380'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_pd_block_id                     2013-11-17T18:09|1_phase1|d||

#==============================================================================
# 7. CHEMICAL, STRUCTURAL AND CRYSTAL DATA

_pd_char_particle_morphology     ?

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_melting_point          ?
_chemical_compound_source        ? # for minerals and
# natural products
_symmetry_space_group_name_Hall  ?

_exptl_crystal_F_000             ?
_exptl_crystal_density_diffrn    ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?

_cell_measurement_temperature    ?

_cell_special_details            
; ?
;

_geom_special_details            ?

# The following item identifies the program(s) used (if appropriate).
_computing_structure_solution    ?

#==============================================================================

# 8. Phase information from GSAS

_pd_phase_name                   
'from D:/2017_Cindric_Vrdoljak_projekt/vrdoljak/16031702_structure/'
_cell_length_a                   18.7159(7)
_cell_length_b                   11.8617(4)
_cell_length_c                   6.79719(17)
_cell_angle_alpha                90.0
_cell_angle_beta                 96.216(4)
_cell_angle_gamma                90.0
_cell_volume                     1500.13(6)
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +x,+y,+z
2 -x,+y+1/2,-z+1/2
-1 -x,-y,-z
-2 +x,-y+1/2,+z+1/2

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS


loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
Mo Mo1 0.73366(20) -0.04034(26) 0.3193(5) 1.0 Uiso 0.01 4
O O1 0.6285(7) -0.0122(12) 0.3023(27) 1.0 Uiso 0.025 4
O O2 0.8215(6) -0.0103(12) 0.2109(24) 1.0 Uiso 0.025 4
O O4 0.7549(10) 0.0013(15) 0.5543(22) 1.0 Uiso 0.025 4
O O3 0.7320(12) -0.1847(9) 0.333(4) 1.0 Uiso 0.025 4
O O6 1.0486(9) 0.1156(11) 0.2383(22) 1.0 Uiso 0.025 4
N N3 0.2882(8) 0.0859(17) 0.0644(24) 1.0 Uiso 0.028 4
N N1 0.7100(7) 0.1307(12) 0.194(4) 1.0 Uiso 0.028 4
N N2 0.6379(8) 0.1648(13) 0.184(4) 1.0 Uiso 0.028 4
C C1 0.5976(7) 0.0860(12) 0.2505(26) 1.0 Uiso 0.03 4
C C2 0.5198(8) 0.0898(13) 0.2033(22) 1.0 Uiso 0.03 4
C C3 0.4746(10) 0.0026(13) 0.2537(23) 1.0 Uiso 0.03 4
H H3 0.49861 -0.07017 0.3345 1.0 Uiso 0.05 4
C C4 0.4010(9) 0.0028(13) 0.2067(25) 1.0 Uiso 0.03 4
H H4 0.37008 -0.06851 0.25234 1.0 Uiso 0.05 4
C C5 0.3636(8) 0.0903(14) 0.1059(22) 1.0 Uiso 0.03 4
C C6 0.4100(9) 0.1780(14) 0.0578(25) 1.0 Uiso 0.03 4
H H6 0.38556 0.25101 -0.02206 1.0 Uiso 0.05 4
C C7 0.4836(9) 0.1820(12) 0.1086(26) 1.0 Uiso 0.03 4
H H7 0.51411 0.25584 0.07286 1.0 Uiso 0.05 4
C C8 0.7521(7) 0.2141(12) 0.1680(29) 1.0 Uiso 0.03 4
H H8 0.73088 0.29728 0.13632 1.0 Uiso 0.05 4
C C9 0.8278(7) 0.1936(12) 0.1806(22) 1.0 Uiso 0.03 4
C C10 0.8584(7) 0.0864(11) 0.2089(25) 1.0 Uiso 0.03 4
C C11 0.9307(8) 0.0642(13) 0.2245(24) 1.0 Uiso 0.03 4
H H11 0.9517 -0.02329 0.23987 1.0 Uiso 0.05 4
C C12 0.9788(8) 0.1518(14) 0.2123(22) 1.0 Uiso 0.03 4
C C13 0.9521(8) 0.2603(14) 0.1911(27) 1.0 Uiso 0.03 4
H H13 0.98849 0.33143 0.18835 1.0 Uiso 0.05 4
C C14 0.8786(9) 0.2801(14) 0.1708(27) 1.0 Uiso 0.03 4
H H14 0.85859 0.36498 0.15259 1.0 Uiso 0.05 4
C C32 1.1068(11) 0.1898(20) 0.215(5) 1.0 Uiso 0.03 4
H H321 1.10311 0.27018 0.29595 1.0 Uiso 0.05 4
H H322 1.15662 0.15687 0.22307 1.0 Uiso 0.05 4
H H323 1.0959 0.22691 0.04409 1.0 Uiso 0.05 4
H H31 0.26512 0.08601 0.19877 1.0 Uiso 0.05 4
H H32 0.27083 0.16219 -0.00335 1.0 Uiso 0.05 4

loop_
_atom_type_symbol
_atom_type_number_in_cell
Mo 4.0
O 20.0
N 12.0
C 60.0
H 52.0

# If you change Z, be sure to change all 3 of the following
_chemical_formula_sum            'C15 H13 Mo N3 O5'
_chemical_formula_weight         411.22
_cell_formula_units_Z            4

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.987(12) . 1_555 N
Mo1 O2 1.908(7) . 1_555 N
Mo1 O4 1.678(13) . 1_555 N
Mo1 O3 1.715(10) . 1_555 N
Mo1 N3 2.652(16) . -1_655 N
Mo1 N1 2.227(12) . 1_555 N
O1 Mo1 1.987(12) . 1_555 N
O1 C1 1.331(7) . 1_555 N
O2 Mo1 1.908(7) . 1_555 N
O2 C10 1.339(7) . 1_555 N
O4 Mo1 1.678(13) . 1_555 N
O4 H31 2.041(18) . -1_656 N
O3 Mo1 1.715(10) . 1_555 N
O6 C12 1.367(7) . 1_555 N
O6 C32 1.422(7) . 1_555 N
N3 Mo1 2.652(16) . -1_655 N
N3 C5 1.411(7) . 1_555 N
N3 H31 1.051(16) . 1_555 N
N3 H32 1.051(20) . 1_555 N
N1 Mo1 2.227(12) . 1_555 N
N1 N2 1.404(7) . 1_555 N
N1 C8 1.289(7) . 1_555 N
N1 H8 2.060(13) . 1_555 N
N2 N1 1.404(7) . 1_555 N
N2 C1 1.312(7) . 1_555 N
C1 O1 1.331(7) . 1_555 N
C1 N2 1.312(7) . 1_555 N
C1 C2 1.458(7) . 1_555 N
C2 C1 1.458(7) . 1_555 N
C2 C3 1.402(7) . 1_555 N
C2 C7 1.405(7) . 1_555 N
C3 C2 1.402(7) . 1_555 N
C3 H3 1.093(15) . 1_555 N
C3 C4 1.381(7) . 1_555 N
H3 C3 1.093(15) . 1_555 N
C4 C3 1.381(7) . 1_555 N
C4 H4 1.089(16) . 1_555 N
C4 C5 1.389(7) . 1_555 N
H4 C4 1.089(16) . 1_555 N
C5 N3 1.411(7) . 1_555 N
C5 C4 1.389(7) . 1_555 N
C5 C6 1.416(7) . 1_555 N
C5 H31 2.013(14) . 1_555 N
C5 H32 2.004(15) . 1_555 N
C6 C5 1.416(7) . 1_555 N
C6 H6 1.095(16) . 1_555 N
C6 C7 1.384(7) . 1_555 N
H6 C6 1.095(16) . 1_555 N
C7 C2 1.405(7) . 1_555 N
C7 C6 1.384(7) . 1_555 N
C7 H7 1.088(15) . 1_555 N
H7 C7 1.088(15) . 1_555 N
C8 N1 1.289(7) . 1_555 N
C8 H8 1.076(14) . 1_555 N
C8 C9 1.431(7) . 1_555 N
H8 N1 2.060(13) . 1_555 N
H8 C8 1.076(14) . 1_555 N
C9 C8 1.431(7) . 1_555 N
C9 C10 1.399(7) . 1_555 N
C9 C14 1.406(13) . 1_555 N
C10 O2 1.339(7) . 1_555 N
C10 C9 1.399(7) . 1_555 N
C10 C11 1.371(12) . 1_555 N
C11 C10 1.371(12) . 1_555 N
C11 H11 1.111(16) . 1_555 N
C11 C12 1.383(7) . 1_555 N
H11 C11 1.111(16) . 1_555 N
C12 O6 1.367(7) . 1_555 N
C12 C11 1.383(7) . 1_555 N
C12 C13 1.383(7) . 1_555 N
C13 C12 1.383(7) . 1_555 N
C13 H13 1.086(15) . 1_555 N
C13 C14 1.387(7) . 1_555 N
H13 C13 1.086(15) . 1_555 N
C14 C9 1.406(13) . 1_555 N
C14 C13 1.387(7) . 1_555 N
C14 H14 1.077(17) . 1_555 N
H14 C14 1.077(17) . 1_555 N
C32 O6 1.422(7) . 1_555 N
C32 H321 1.105(28) . 1_555 N
C32 H322 1.008(25) . 1_555 N
C32 H323 1.241(30) . 1_555 N
H321 C32 1.105(28) . 1_555 N
H321 H322 1.77829(4) . 1_555 N
H321 H323 1.77833(4) . 1_555 N
H321 H323 1.70687(4) . -2_555 N
H322 C32 1.008(25) . 1_555 N
H322 H321 1.77829(4) . 1_555 N
H322 H323 1.77829(6) . 1_555 N
H323 C32 1.241(30) . 1_555 N
H323 H321 1.77833(4) . 1_555 N
H323 H321 1.70687(4) . -2_554 N
H323 H322 1.77829(6) . 1_555 N
H31 O4 2.041(18) . -1_656 N
H31 N3 1.051(16) . 1_555 N
H31 C5 2.013(14) . 1_555 N
H31 H32 1.657490(30) . 1_555 N
H32 N3 1.051(20) . 1_555 N
H32 C5 2.004(15) . 1_555 N
H32 H31 1.657490(30) . 1_555 N

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O2 146.7(7) 1_555 . 1_555 N
O1 Mo1 O4 97.9(8) 1_555 . 1_555 N
O1 Mo1 O3 98.5(8) 1_555 . 1_555 N
O1 Mo1 N1 70.7(5) 1_555 . 1_555 N
O2 Mo1 O4 100.8(8) 1_555 . 1_555 N
O2 Mo1 O3 103.2(9) 1_555 . 1_555 N
O2 Mo1 N1 79.9(6) 1_555 . 1_555 N
O4 Mo1 O3 104.3(11) 1_555 . 1_555 N
O4 Mo1 N1 96.5(10) 1_555 . 1_555 N
O3 Mo1 N1 157.8(11) 1_555 . 1_555 N
Mo1 O1 C1 124.2(9) 1_555 . 1_555 N
Mo1 O2 C10 129.1(10) 1_555 . 1_555 N
C12 O6 C32 121.6(14) 1_555 . 1_555 N
C5 N3 H31 108.8(14) 1_555 . 1_555 N
C5 N3 H32 108.1(14) 1_555 . 1_555 N
H31 N3 H32 104.1(15) 1_555 . 1_555 N
Mo1 N1 N2 115.5(9) 1_555 . 1_555 N
Mo1 N1 C8 130.7(10) 1_555 . 1_555 N
N2 N1 C8 111.8(11) 1_555 . 1_555 N
N1 N2 C1 111.3(11) 1_555 . 1_555 N
O1 C1 N2 117.7(11) 1_555 . 1_555 N
O1 C1 C2 118.8(11) 1_555 . 1_555 N
N2 C1 C2 120.0(11) 1_555 . 1_555 N
C1 C2 C3 122.5(11) 1_555 . 1_555 N
C1 C2 C7 123.1(12) 1_555 . 1_555 N
C3 C2 C7 114.4(9) 1_555 . 1_555 N
C2 C3 H3 118.7(15) 1_555 . 1_555 N
C2 C3 C4 123.7(11) 1_555 . 1_555 N
H3 C3 C4 117.6(16) 1_555 . 1_555 N
C3 C4 H4 118.7(16) 1_555 . 1_555 N
C3 C4 C5 123.5(12) 1_555 . 1_555 N
H4 C4 C5 117.8(15) 1_555 . 1_555 N
N3 C5 C4 120.7(13) 1_555 . 1_555 N
N3 C5 C6 127.3(13) 1_555 . 1_555 N
C4 C5 C6 112.0(10) 1_555 . 1_555 N
C5 C6 H6 117.6(14) 1_555 . 1_555 N
C5 C6 C7 125.8(12) 1_555 . 1_555 N
H6 C6 C7 116.6(15) 1_555 . 1_555 N
C2 C7 C6 120.4(12) 1_555 . 1_555 N
C2 C7 H7 119.3(15) 1_555 . 1_555 N
C6 C7 H7 120.3(15) 1_555 . 1_555 N
N1 C8 H8 120.9(12) 1_555 . 1_555 N
N1 C8 C9 118.5(11) 1_555 . 1_555 N
H8 C8 C9 120.6(12) 1_555 . 1_555 N
C8 C9 C10 123.5(11) 1_555 . 1_555 N
C8 C9 C14 122.9(11) 1_555 . 1_555 N
C10 C9 C14 113.6(10) 1_555 . 1_555 N
O2 C10 C9 125.1(11) 1_555 . 1_555 N
O2 C10 C11 109.9(11) 1_555 . 1_555 N
C9 C10 C11 124.8(10) 1_555 . 1_555 N
C10 C11 H11 121.5(13) 1_555 . 1_555 N
C10 C11 C12 119.7(12) 1_555 . 1_555 N
H11 C11 C12 118.8(14) 1_555 . 1_555 N
O6 C12 C11 112.1(13) 1_555 . 1_555 N
O6 C12 C13 129.4(12) 1_555 . 1_555 N
C11 C12 C13 118.3(12) 1_555 . 1_555 N
C12 C13 H13 120.3(14) 1_555 . 1_555 N
C12 C13 C14 120.8(12) 1_555 . 1_555 N
H13 C13 C14 119.0(15) 1_555 . 1_555 N
C9 C14 C13 122.7(12) 1_555 . 1_555 N
C9 C14 H14 117.4(14) 1_555 . 1_555 N
C13 C14 H14 119.9(15) 1_555 . 1_555 N
O6 C32 H321 113.0(22) 1_555 . 1_555 N
O6 C32 H322 118.1(22) 1_555 . 1_555 N
O6 C32 H323 105.8(20) 1_555 . 1_555 N
H321 C32 H322 114.5(21) 1_555 . 1_555 N
H321 C32 H323 98.4(19) 1_555 . 1_555 N
H322 C32 H323 104.0(23) 1_555 . 1_555 N
#--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--#
####################################################################### 
# 
# 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_2957
_database_code_depnum_ccdc_archive 'CCDC 1861375'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H13 Mo N3 O5'
_chemical_formula_sum            'C15 H13 Mo N3 O5'
_chemical_formula_weight         411.22

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.8083(6)
_cell_length_b                   10.3415(3)
_cell_length_c                   16.1160(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.928(3)
_cell_angle_gamma                90
_cell_volume                     3055.20(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3101
_cell_measurement_theta_min      4.3140
_cell_measurement_theta_max      28.3250

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_F_000             1648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.891
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95433
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            15965
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.149
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4461
_reflns_number_gt                3194
_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 
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (
;
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.8. (CCDC, 2016)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0371P)²+1.2836P] 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         4461
_refine_ls_number_parameters     226
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1021
_refine_ls_wR_factor_gt          0.0920
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.071
_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 0.36093(2) 0.42071(3) 0.76533(2) 0.02889(10) Uani 1 1 d . . . . .
O2 O 0.42971(13) 0.5597(2) 0.79616(16) 0.0348(6) Uani 1 1 d . . . . .
O1 O 0.28513(13) 0.3377(2) 0.67733(15) 0.0318(6) Uani 1 1 d . . . . .
O5 O 0.52756(14) 0.6813(2) 0.91139(17) 0.0420(7) Uani 1 1 d . . . . .
O4 O 0.31097(15) 0.4374(2) 0.83918(17) 0.0443(7) Uani 1 1 d . . . . .
O3 O 0.41703(14) 0.2912(2) 0.79649(16) 0.0398(6) Uani 1 1 d . . . . .
N1 N 0.30329(15) 0.5730(3) 0.67592(18) 0.0305(6) Uani 1 1 d . . . . .
N2 N 0.24662(16) 0.5304(3) 0.6105(2) 0.0362(7) Uani 1 1 d . . . . .
N3 N 0.07223(18) 0.0959(3) 0.3568(2) 0.0352(7) Uani 1 1 d D . . . .
C10 C 0.42495(19) 0.6909(3) 0.7980(2) 0.0283(7) Uani 1 1 d . . . . .
C1 C 0.24130(19) 0.4045(3) 0.6165(2) 0.0305(8) Uani 1 1 d . . . . .
C3 C 0.18554(19) 0.1972(3) 0.5636(2) 0.0328(8) Uani 1 1 d . . . . .
H3 H 0.2114 0.1586 0.6134 0.039 Uiso 1 1 calc R U . . .
C8 C 0.31428(19) 0.6964(3) 0.6800(2) 0.0325(8) Uani 1 1 d . . . . .
H8 H 0.2835 0.7481 0.6403 0.039 Uiso 1 1 calc R U . . .
C4 C 0.1441(2) 0.1217(3) 0.5010(2) 0.0348(8) Uani 1 1 d . . . . .
H4 H 0.1421 0.0328 0.5091 0.042 Uiso 1 1 calc R U . . .
C9 C 0.37078(19) 0.7594(3) 0.7418(2) 0.0306(8) Uani 1 1 d . . . . .
C2 C 0.18959(19) 0.3305(3) 0.5540(2) 0.0304(8) Uani 1 1 d . . . . .
C5 C 0.10535(19) 0.1755(3) 0.4263(2) 0.0322(8) Uani 1 1 d . . . . .
C12 C 0.4745(2) 0.8908(3) 0.8622(3) 0.0398(9) Uani 1 1 d . . . . .
H12 H 0.5089 0.9352 0.9026 0.048 Uiso 1 1 calc R U . . .
C7 C 0.1478(2) 0.3861(3) 0.4796(2) 0.0383(9) Uani 1 1 d . . . . .
H7 H 0.1481 0.4754 0.4726 0.046 Uiso 1 1 calc R U . . .
C11 C 0.4769(2) 0.7557(3) 0.8591(2) 0.0328(8) Uani 1 1 d . . . . .
C6 C 0.1063(2) 0.3102(3) 0.4169(3) 0.0393(9) Uani 1 1 d . . . . .
H6 H 0.0787 0.3485 0.3680 0.047 Uiso 1 1 calc R U . . .
C14 C 0.3710(2) 0.8956(3) 0.7461(3) 0.0383(9) Uani 1 1 d . . . . .
H14 H 0.3361 0.9425 0.7079 0.046 Uiso 1 1 calc R U . . .
C13 C 0.4217(2) 0.9592(3) 0.8058(3) 0.0432(10) Uani 1 1 d . . . . .
H13 H 0.4207 1.0490 0.8085 0.052 Uiso 1 1 calc R U . . .
C15 C 0.5734(3) 0.7418(4) 0.9837(3) 0.0672(15) Uani 1 1 d . . . . .
H15A H 0.6098 0.7928 0.9655 0.101 Uiso 1 1 calc R U . . .
H15B H 0.5967 0.6768 1.0229 0.101 Uiso 1 1 calc R U . . .
H15C H 0.5444 0.7967 1.0111 0.101 Uiso 1 1 calc R U . . .
H13N H 0.0652(19) 0.022(2) 0.373(2) 0.031(10) Uiso 1 1 d D . . . .
H23N H 0.0340(14) 0.134(3) 0.335(2) 0.042(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
Mo1 O4 1.682(3) . ?
Mo1 O3 1.709(2) . ?
Mo1 O2 1.923(2) . ?
Mo1 O1 1.969(2) . ?
Mo1 N1 2.244(3) . ?
O2 C10 1.361(3) . ?
O1 C1 1.326(4) . ?
O5 C11 1.361(4) . ?
O5 C15 1.429(5) . ?
N1 C8 1.292(4) . ?
N1 N2 1.393(4) . ?
N2 C1 1.311(4) . ?
N3 C5 1.417(4) . ?
N3 H13N 0.827(18) . ?
N3 H23N 0.827(18) . ?
C10 C11 1.394(5) . ?
C10 C9 1.396(5) . ?
C1 C2 1.452(5) . ?
C3 C4 1.372(5) . ?
C3 C2 1.391(5) . ?
C3 H3 0.9300 . ?
C8 C9 1.439(5) . ?
C8 H8 0.9300 . ?
C4 C5 1.378(5) . ?
C4 H4 0.9300 . ?
C9 C14 1.410(5) . ?
C2 C7 1.401(5) . ?
C5 C6 1.401(5) . ?
C12 C13 1.383(5) . ?
C12 C11 1.399(5) . ?
C12 H12 0.9300 . ?
C7 C6 1.377(5) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
C14 C13 1.362(5) . ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mo1 O3 106.17(13) . . ?
O4 Mo1 O2 100.99(12) . . ?
O3 Mo1 O2 100.03(11) . . ?
O4 Mo1 O1 97.19(12) . . ?
O3 Mo1 O1 99.78(11) . . ?
O2 Mo1 O1 148.09(10) . . ?
O4 Mo1 N1 96.67(12) . . ?
O3 Mo1 N1 156.42(12) . . ?
O2 Mo1 N1 80.89(10) . . ?
O1 Mo1 N1 71.07(9) . . ?
C10 O2 Mo1 135.0(2) . . ?
C1 O1 Mo1 122.40(19) . . ?
C11 O5 C15 117.9(3) . . ?
C8 N1 N2 116.0(3) . . ?
C8 N1 Mo1 127.7(2) . . ?
N2 N1 Mo1 116.25(19) . . ?
C1 N2 N1 108.4(3) . . ?
C5 N3 H13N 111(3) . . ?
C5 N3 H23N 104(3) . . ?
H13N N3 H23N 113(4) . . ?
O2 C10 C11 117.1(3) . . ?
O2 C10 C9 122.3(3) . . ?
C11 C10 C9 120.6(3) . . ?
N2 C1 O1 121.8(3) . . ?
N2 C1 C2 121.5(3) . . ?
O1 C1 C2 116.6(3) . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
N1 C8 C9 124.6(3) . . ?
N1 C8 H8 117.7 . . ?
C9 C8 H8 117.7 . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C10 C9 C14 118.8(3) . . ?
C10 C9 C8 122.5(3) . . ?
C14 C9 C8 118.7(3) . . ?
C3 C2 C7 117.9(3) . . ?
C3 C2 C1 119.3(3) . . ?
C7 C2 C1 122.5(3) . . ?
C4 C5 C6 118.7(3) . . ?
C4 C5 N3 120.5(3) . . ?
C6 C5 N3 120.4(3) . . ?
C13 C12 C11 120.7(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C6 C7 C2 120.7(3) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
O5 C11 C10 116.6(3) . . ?
O5 C11 C12 124.5(3) . . ?
C10 C11 C12 118.9(3) . . ?
C7 C6 C5 120.4(4) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C13 C14 C9 120.8(4) . . ?
C13 C14 H14 119.6 . . ?
C9 C14 H14 119.6 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 N2 C1 -178.3(3) . . . . ?
Mo1 N1 N2 C1 -1.2(4) . . . . ?
Mo1 O2 C10 C11 149.8(3) . . . . ?
Mo1 O2 C10 C9 -30.0(5) . . . . ?
N1 N2 C1 O1 0.2(5) . . . . ?
N1 N2 C1 C2 -176.4(3) . . . . ?
Mo1 O1 C1 N2 1.1(5) . . . . ?
Mo1 O1 C1 C2 177.9(2) . . . . ?
N2 N1 C8 C9 -178.8(3) . . . . ?
Mo1 N1 C8 C9 4.5(5) . . . . ?
C2 C3 C4 C5 0.3(6) . . . . ?
O2 C10 C9 C14 -178.1(3) . . . . ?
C11 C10 C9 C14 2.1(5) . . . . ?
O2 C10 C9 C8 2.5(6) . . . . ?
C11 C10 C9 C8 -177.4(3) . . . . ?
N1 C8 C9 C10 7.5(6) . . . . ?
N1 C8 C9 C14 -172.0(4) . . . . ?
C4 C3 C2 C7 2.4(6) . . . . ?
C4 C3 C2 C1 -172.0(3) . . . . ?
N2 C1 C2 C3 -179.4(4) . . . . ?
O1 C1 C2 C3 3.8(5) . . . . ?
N2 C1 C2 C7 6.5(6) . . . . ?
O1 C1 C2 C7 -170.3(3) . . . . ?
C3 C4 C5 C6 -2.9(6) . . . . ?
C3 C4 C5 N3 169.9(4) . . . . ?
C3 C2 C7 C6 -2.4(6) . . . . ?
C1 C2 C7 C6 171.8(4) . . . . ?
C15 O5 C11 C10 -169.3(4) . . . . ?
C15 O5 C11 C12 11.7(6) . . . . ?
O2 C10 C11 O5 0.0(5) . . . . ?
C9 C10 C11 O5 179.8(3) . . . . ?
O2 C10 C11 C12 179.0(3) . . . . ?
C9 C10 C11 C12 -1.1(5) . . . . ?
C13 C12 C11 O5 179.1(4) . . . . ?
C13 C12 C11 C10 0.1(6) . . . . ?
C2 C7 C6 C5 -0.2(6) . . . . ?
C4 C5 C6 C7 2.9(6) . . . . ?
N3 C5 C6 C7 -170.0(4) . . . . ?
C10 C9 C14 C13 -2.0(6) . . . . ?
C8 C9 C14 C13 177.4(4) . . . . ?
C9 C14 C13 C12 1.0(6) . . . . ?
C11 C12 C13 C14 -0.1(6) . . . . ?

_refine_diff_density_max         0.499
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.106

####################################################################### 
# 
# 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_2955
_database_code_depnum_ccdc_archive 'CCDC 1861377'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H19 Mo N3 O6'
_chemical_formula_sum            'C17 H19 Mo N3 O6'
_chemical_formula_weight         457.29

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

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

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

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

_cell_length_a                   11.1432(4)
_cell_length_b                   11.2429(5)
_cell_length_c                   15.1531(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.582(4)
_cell_angle_gamma                90
_cell_volume                     1852.82(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3253
_cell_measurement_theta_min      4.5030
_cell_measurement_theta_max      26.4100

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.747
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83353
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            19407
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_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         4.140
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5392
_reflns_number_gt                3643
_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 
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 

;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
;
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.8. (CCDC, 2016)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0559P)²+0.0679P] 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         5392
_refine_ls_number_parameters     255
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1200
_refine_ls_wR_factor_gt          0.1046
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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 0.58394(2) 0.41770(2) 0.32153(2) 0.03662(11) Uani 1 1 d . . . . .
N1 N 0.6407(2) 0.2511(2) 0.26164(17) 0.0361(6) Uani 1 1 d . . . . .
N2 N 0.7655(2) 0.2252(2) 0.28434(18) 0.0374(6) Uani 1 1 d . . . . .
N3 N 1.3326(3) 0.2727(3) 0.4885(2) 0.0539(8) Uani 1 1 d D . . . .
O1 O 0.76586(19) 0.39612(19) 0.36717(15) 0.0398(5) Uani 1 1 d . . . . .
O2 O 0.44225(19) 0.3976(2) 0.22509(17) 0.0438(6) Uani 1 1 d . . . . .
O3 O 0.5821(2) 0.5633(2) 0.35311(18) 0.0489(6) Uani 1 1 d . . . . .
O4 O 0.5362(2) 0.3383(3) 0.40194(18) 0.0608(7) Uani 1 1 d . . . . .
O5 O 0.6612(2) 0.49160(19) 0.20233(16) 0.0427(5) Uani 1 1 d D . . . .
O6 O 0.2068(2) 0.4227(2) 0.16095(19) 0.0571(7) Uani 1 1 d . . . . .
C1 C 0.8229(3) 0.3052(3) 0.3401(2) 0.0350(7) Uani 1 1 d . . . . .
C2 C 0.9556(3) 0.2961(3) 0.3773(2) 0.0352(7) Uani 1 1 d . . . . .
C3 C 1.0330(3) 0.2358(3) 0.3315(2) 0.0409(7) Uani 1 1 d . . . . .
H3 H 1.0003 0.2000 0.2761 0.049 Uiso 1 1 calc R U . . .
C4 C 1.1565(3) 0.2289(3) 0.3673(2) 0.0448(8) Uani 1 1 d . . . . .
H4 H 1.2069 0.1886 0.3358 0.054 Uiso 1 1 calc R U . . .
C5 C 1.2081(3) 0.2814(3) 0.4503(2) 0.0390(7) Uani 1 1 d . . . . .
C6 C 1.1301(3) 0.3411(3) 0.4962(2) 0.0411(7) Uani 1 1 d . . . . .
H6 H 1.1623 0.3761 0.5519 0.049 Uiso 1 1 calc R U . . .
C7 C 1.0069(3) 0.3485(3) 0.4598(2) 0.0397(7) Uani 1 1 d . . . . .
H7 H 0.9565 0.3895 0.4909 0.048 Uiso 1 1 calc R U . . .
C8 C 0.5673(3) 0.1713(3) 0.2189(2) 0.0392(7) Uani 1 1 d . . . . .
H8 H 0.6004 0.0992 0.2059 0.047 Uiso 1 1 calc R U . . .
C9 C 0.4354(3) 0.1886(3) 0.1902(2) 0.0387(7) Uani 1 1 d . . . . .
C10 C 0.3795(3) 0.2988(3) 0.1923(2) 0.0377(7) Uani 1 1 d . . . . .
C11 C 0.2523(3) 0.3103(3) 0.1574(2) 0.0446(8) Uani 1 1 d . . . . .
C12 C 0.1844(3) 0.2116(4) 0.1225(3) 0.0558(10) Uani 1 1 d . . . . .
H12 H 0.1004 0.2194 0.0989 0.067 Uiso 1 1 calc R U . . .
C13 C 0.2397(4) 0.1013(4) 0.1224(3) 0.0578(10) Uani 1 1 d . . . . .
H13 H 0.1924 0.0351 0.1005 0.069 Uiso 1 1 calc R U . . .
C14 C 0.3634(4) 0.0897(3) 0.1542(3) 0.0493(9) Uani 1 1 d . . . . .
H14 H 0.4005 0.0160 0.1521 0.059 Uiso 1 1 calc R U . . .
C15 C 0.0810(4) 0.4406(4) 0.1233(3) 0.0747(13) Uani 1 1 d . . . . .
H15A H 0.0645 0.4231 0.0598 0.112 Uiso 1 1 calc R U . . .
H15B H 0.0598 0.5219 0.1320 0.112 Uiso 1 1 calc R U . . .
H15C H 0.0329 0.3890 0.1525 0.112 Uiso 1 1 calc R U . . .
C16 C 0.6318(5) 0.4619(5) 0.1092(3) 0.0814(15) Uani 1 1 d . . . . .
H16A H 0.5489 0.4893 0.0839 0.098 Uiso 1 1 calc R U . . .
H16B H 0.6315 0.3759 0.1040 0.098 Uiso 1 1 calc R U . . .
C17 C 0.7122(6) 0.5092(5) 0.0547(4) 0.0999(19) Uani 1 1 d . . . . .
H17A H 0.7028 0.5940 0.0503 0.150 Uiso 1 1 calc R U . . .
H17B H 0.6912 0.4749 -0.0047 0.150 Uiso 1 1 calc R U . . .
H17C H 0.7959 0.4901 0.0823 0.150 Uiso 1 1 calc R U . . .
H23N H 1.360(5) 0.321(4) 0.531(3) 0.120 Uiso 1 1 d D U . . .
H13N H 1.382(4) 0.271(5) 0.452(3) 0.120 Uiso 1 1 d D U . . .
H1O5 H 0.684(5) 0.557(3) 0.217(4) 0.120 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 O4 1.688(2) . ?
Mo1 O3 1.707(2) . ?
Mo1 O2 1.917(2) . ?
Mo1 O1 2.009(2) . ?
Mo1 N1 2.232(3) . ?
Mo1 O5 2.318(2) . ?
N1 C8 1.289(4) . ?
N1 N2 1.389(3) . ?
N2 C1 1.302(4) . ?
N3 C5 1.385(4) . ?
N3 H23N 0.849(19) . ?
N3 H13N 0.860(19) . ?
O1 C1 1.316(4) . ?
O2 C10 1.349(4) . ?
O5 C16 1.418(5) . ?
O5 H1O5 0.791(19) . ?
O6 C11 1.367(4) . ?
O6 C15 1.408(4) . ?
C1 C2 1.466(4) . ?
C2 C7 1.388(4) . ?
C2 C3 1.396(4) . ?
C3 C4 1.367(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(4) . ?
C6 C7 1.365(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.452(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(5) . ?
C9 C14 1.409(4) . ?
C10 C11 1.407(4) . ?
C11 C12 1.382(5) . ?
C12 C13 1.385(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.364(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.445(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mo1 O3 106.27(13) . . ?
O4 Mo1 O2 98.70(12) . . ?
O3 Mo1 O2 105.57(10) . . ?
O4 Mo1 O1 98.09(11) . . ?
O3 Mo1 O1 95.30(10) . . ?
O2 Mo1 O1 148.22(10) . . ?
O4 Mo1 N1 90.66(11) . . ?
O3 Mo1 N1 160.14(11) . . ?
O2 Mo1 N1 81.41(9) . . ?
O1 Mo1 N1 71.60(9) . . ?
O4 Mo1 O5 168.96(11) . . ?
O3 Mo1 O5 84.49(11) . . ?
O2 Mo1 O5 80.35(9) . . ?
O1 Mo1 O5 78.06(9) . . ?
N1 Mo1 O5 78.32(9) . . ?
C8 N1 N2 118.0(3) . . ?
C8 N1 Mo1 125.7(2) . . ?
N2 N1 Mo1 115.63(19) . . ?
C1 N2 N1 109.8(2) . . ?
C5 N3 H23N 116(4) . . ?
C5 N3 H13N 117(4) . . ?
H23N N3 H13N 109(5) . . ?
C1 O1 Mo1 120.44(19) . . ?
C10 O2 Mo1 130.8(2) . . ?
C16 O5 Mo1 130.3(2) . . ?
C16 O5 H1O5 119(5) . . ?
Mo1 O5 H1O5 105(5) . . ?
C11 O6 C15 117.4(3) . . ?
N2 C1 O1 122.4(3) . . ?
N2 C1 C2 120.8(3) . . ?
O1 C1 C2 116.7(3) . . ?
C7 C2 C3 118.5(3) . . ?
C7 C2 C1 120.0(3) . . ?
C3 C2 C1 121.5(3) . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
N3 C5 C4 121.7(3) . . ?
N3 C5 C6 120.0(3) . . ?
C4 C5 C6 118.2(3) . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 121.2(3) . . ?
C6 C7 H7 119.4 . . ?
C2 C7 H7 119.4 . . ?
N1 C8 C9 123.2(3) . . ?
N1 C8 H8 118.4 . . ?
C9 C8 H8 118.4 . . ?
C10 C9 C14 119.4(3) . . ?
C10 C9 C8 122.8(3) . . ?
C14 C9 C8 117.7(3) . . ?
O2 C10 C9 122.9(3) . . ?
O2 C10 C11 117.5(3) . . ?
C9 C10 C11 119.6(3) . . ?
O6 C11 C12 125.5(3) . . ?
O6 C11 C10 115.0(3) . . ?
C12 C11 C10 119.5(3) . . ?
C11 C12 C13 120.9(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C9 120.5(3) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O5 C16 C17 116.4(4) . . ?
O5 C16 H16A 108.2 . . ?
C17 C16 H16A 108.2 . . ?
O5 C16 H16B 108.2 . . ?
C17 C16 H16B 108.2 . . ?
H16A C16 H16B 107.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

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
C8 N1 N2 C1 -168.9(3) . . . . ?
Mo1 N1 N2 C1 2.2(3) . . . . ?
N1 N2 C1 O1 -1.0(4) . . . . ?
N1 N2 C1 C2 177.7(3) . . . . ?
Mo1 O1 C1 N2 -0.9(4) . . . . ?
Mo1 O1 C1 C2 -179.6(2) . . . . ?
N2 C1 C2 C7 -154.2(3) . . . . ?
O1 C1 C2 C7 24.6(4) . . . . ?
N2 C1 C2 C3 26.1(5) . . . . ?
O1 C1 C2 C3 -155.1(3) . . . . ?
C7 C2 C3 C4 -0.1(5) . . . . ?
C1 C2 C3 C4 179.7(3) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C3 C4 C5 N3 178.4(3) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
N3 C5 C6 C7 -179.0(3) . . . . ?
C4 C5 C6 C7 -0.7(5) . . . . ?
C5 C6 C7 C2 0.8(5) . . . . ?
C3 C2 C7 C6 -0.4(5) . . . . ?
C1 C2 C7 C6 179.8(3) . . . . ?
N2 N1 C8 C9 -178.9(3) . . . . ?
Mo1 N1 C8 C9 11.0(4) . . . . ?
N1 C8 C9 C10 11.3(5) . . . . ?
N1 C8 C9 C14 -172.3(3) . . . . ?
Mo1 O2 C10 C9 -33.3(5) . . . . ?
Mo1 O2 C10 C11 147.9(2) . . . . ?
C14 C9 C10 O2 -179.6(3) . . . . ?
C8 C9 C10 O2 -3.3(5) . . . . ?
C14 C9 C10 C11 -0.8(5) . . . . ?
C8 C9 C10 C11 175.5(3) . . . . ?
C15 O6 C11 C12 -2.3(6) . . . . ?
C15 O6 C11 C10 177.3(3) . . . . ?
O2 C10 C11 O6 0.1(4) . . . . ?
C9 C10 C11 O6 -178.8(3) . . . . ?
O2 C10 C11 C12 179.6(3) . . . . ?
C9 C10 C11 C12 0.8(5) . . . . ?
O6 C11 C12 C13 -179.8(4) . . . . ?
C10 C11 C12 C13 0.7(6) . . . . ?
C11 C12 C13 C14 -2.1(6) . . . . ?
C12 C13 C14 C9 2.1(6) . . . . ?
C10 C9 C14 C13 -0.6(5) . . . . ?
C8 C9 C14 C13 -177.1(3) . . . . ?
Mo1 O5 C16 C17 -169.3(4) . . . . ?

_refine_diff_density_max         0.888
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.090

####################################################################### 
# 
# 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_STRUCT3_PRVIPUT_phase_1
_database_code_depnum_ccdc_archive 'CCDC 1861381'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_pd_block_id                     
2013-11-17T18:32|STRUCT3_PRVIPUT_phase1|duda||

#==============================================================================
# 7. CHEMICAL, STRUCTURAL AND CRYSTAL DATA

_pd_char_particle_morphology     ?

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_melting_point          ?
_chemical_compound_source        ? # for minerals and
# natural products
_symmetry_space_group_name_Hall  ?

_exptl_crystal_F_000             ?
_exptl_crystal_density_diffrn    ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?

_cell_measurement_temperature    ?

_cell_special_details            
; ?
;

_geom_special_details            ?

# The following item identifies the program(s) used (if appropriate).
_computing_structure_solution    ?

#==============================================================================

# 8. Phase information from GSAS

_pd_phase_name                   
'from D:/2017_Cindric_Vrdoljak_projekt/vrdoljak/20031705/C2c/Rietve'
_cell_length_a                   18.7152(5)
_cell_length_b                   10.34234(23)
_cell_length_c                   16.08785(33)
_cell_angle_alpha                90.0
_cell_angle_beta                 102.5581(19)
_cell_angle_gamma                90.0
_cell_volume                     3039.44(8)
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +x,+y,+z
2 -x,+y,-z+1/2
-1 -x,-y,-z
-2 +x,-y,+z+1/2
101 +x+1/2,+y+1/2,+z
102 -x+1/2,+y+1/2,-z+1/2
-101 -x+1/2,-y+1/2,-z
-102 +x+1/2,-y+1/2,+z+1/2

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS


loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
Mo Mo1 0.36147(15) 0.42116(28) 0.76384(18) 1.0 Uiso 0.01 8
O O1 0.2858(7) 0.3349(10) 0.6757(8) 1.0 Uiso 0.025 8
O O2 0.4251(6) 0.5628(9) 0.8049(8) 1.0 Uiso 0.025 8
O O4 0.3101(7) 0.4226(20) 0.8369(7) 1.0 Uiso 0.025 8
O O3 0.4175(7) 0.2900(11) 0.7922(11) 1.0 Uiso 0.025 8
O O6 0.5243(8) 0.6815(12) 0.9069(9) 1.0 Uiso 0.025 8
N N3 0.0600(7) 0.0948(16) 0.3591(8) 1.0 Uiso 0.028 8
N N1 0.3100(8) 0.5728(12) 0.6719(9) 1.0 Uiso 0.028 8
N N2 0.2490(9) 0.5231(11) 0.6150(11) 1.0 Uiso 0.028 8
C C1 0.2365(7) 0.3997(11) 0.6197(8) 1.0 Uiso 0.03 8
C C2 0.1905(7) 0.3253(11) 0.5527(8) 1.0 Uiso 0.03 8
C C3 0.1864(8) 0.1910(12) 0.5613(8) 1.0 Uiso 0.03 8
H H3 0.218566 0.14448 0.617951 1.0 Uiso 0.05 8
C C4 0.1423(7) 0.1159(11) 0.4993(9) 1.0 Uiso 0.03 8
H H4 0.139934 0.0119325 0.509075 1.0 Uiso 0.05 8
C C5 0.1009(7) 0.1697(11) 0.4248(7) 1.0 Uiso 0.03 8
C C6 0.1032(8) 0.3046(12) 0.4189(9) 1.0 Uiso 0.03 8
H H6 0.0706438 0.351261 0.362544 1.0 Uiso 0.05 8
C C7 0.1448(8) 0.3808(11) 0.4812(9) 1.0 Uiso 0.03 8
H H7 0.142117 0.485608 0.474771 1.0 Uiso 0.05 8
C C8 0.3119(9) 0.6970(12) 0.6812(13) 1.0 Uiso 0.03 8
H H8 0.267552 0.754927 0.644301 1.0 Uiso 0.05 8
C C9 0.3704(7) 0.7605(11) 0.7384(9) 1.0 Uiso 0.03 8
C C10 0.4271(7) 0.6899(9) 0.7898(8) 1.0 Uiso 0.03 8
C C11 0.4769(7) 0.7576(10) 0.8516(8) 1.0 Uiso 0.03 8
H H12 0.51092 0.941129 0.907567 1.0 Uiso 0.0127 8
C C12 0.4710(8) 0.8906(11) 0.8591(9) 1.0 Uiso 0.03 8
C C13 0.4157(8) 0.9618(10) 0.8067(11) 1.0 Uiso 0.03 8
H H13 0.413503 1.06667 0.811698 1.0 Uiso 0.05 8
C C14 0.3642(8) 0.8955(11) 0.7487(10) 1.0 Uiso 0.03 8
H H14 0.318026 0.947354 0.710151 1.0 Uiso 0.05 8
C C32 0.5662(12) 0.7255(22) 0.9872(10) 1.0 Uiso 0.03 8
H H321 0.529331 0.758537 1.02664 1.0 Uiso 0.05 8
H H322 0.599703 0.64643 1.01915 1.0 Uiso 0.05 8
H H323 0.601432 0.804996 0.976878 1.0 Uiso 0.05 8
H H31 0.0221832 0.0429563 0.381563 1.0 Uiso 0.05 8
H H32 0.0342979 0.153465 0.31129 1.0 Uiso 0.05 8

loop_
_atom_type_symbol
_atom_type_number_in_cell
Mo 8.0
O 40.0
N 24.0
C 120.0
H 104.0

# If you change Z, be sure to change all 3 of the following
_chemical_formula_sum            'C15 H13 Mo N3 O5'
_chemical_formula_weight         411.22
_cell_formula_units_Z            8

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.98466(4) . 1_555 N
Mo1 O2 1.912670(30) . 1_555 N
Mo1 O4 1.672550(30) . 1_555 N
Mo1 O3 1.714580(30) . 1_555 N
Mo1 N1 2.22614(4) . 1_555 N
O1 Mo1 1.98466(4) . 1_555 N
O1 C1 1.323110(30) . 1_555 N
O2 Mo1 1.912670(30) . 1_555 N
O2 C10 1.338770(30) . 1_555 N
O4 Mo1 1.672550(30) . 1_555 N
O3 Mo1 1.714580(30) . 1_555 N
O6 C11 1.361870(30) . 1_555 N
O6 C32 1.431910(30) . 1_555 N
O6 H321 2.06777(4) . 1_555 N
O6 H322 2.06783(5) . 1_555 N
O6 H323 2.06782(4) . 1_555 N
N3 C5 1.396910(30) . 1_555 N
N3 H31 1.015000(20) . 1_555 N
N3 H32 1.015000(20) . 1_555 N
N1 Mo1 2.22614(4) . 1_555 N
N1 N2 1.396790(30) . 1_555 N
N1 C8 1.292800(30) . 1_555 N
N1 H8 2.05497(4) . 1_555 N
N2 N1 1.396790(30) . 1_555 N
N2 C1 1.302670(30) . 1_555 N
C1 O1 1.323110(30) . 1_555 N
C1 N2 1.302670(30) . 1_555 N
C1 C2 1.446220(30) . 1_555 N
C2 C1 1.446220(30) . 1_555 N
C2 C3 1.399610(30) . 1_555 N
C2 C7 1.398680(30) . 1_555 N
C3 C2 1.399610(30) . 1_555 N
C3 H3 1.089000(20) . 1_555 N
C3 C4 1.386140(30) . 1_555 N
H3 C3 1.089000(20) . 1_555 N
C4 C3 1.386140(30) . 1_555 N
C4 H4 1.088990(20) . 1_555 N
C4 C5 1.393780(30) . 1_555 N
H4 C4 1.088990(20) . 1_555 N
H4 H322 1.824490(30) . -102_344 N
C5 N3 1.396910(30) . 1_555 N
C5 C4 1.393780(30) . 1_555 N
C5 C6 1.399700(30) . 1_555 N
C5 H31 1.98162(4) . 1_555 N
C5 H32 1.98162(5) . 1_555 N
C6 C5 1.399700(30) . 1_555 N
C6 H6 1.089000(20) . 1_555 N
C6 C7 1.375660(30) . 1_555 N
H6 C6 1.089000(20) . 1_555 N
C7 C2 1.398680(30) . 1_555 N
C7 C6 1.375660(30) . 1_555 N
C7 H7 1.089000(20) . 1_555 N
H7 C7 1.089000(20) . 1_555 N
C8 N1 1.292800(30) . 1_555 N
C8 H8 1.089000(20) . 1_555 N
C8 C9 1.427820(30) . 1_555 N
H8 N1 2.05497(4) . 1_555 N
H8 C8 1.089000(20) . 1_555 N
C9 C8 1.427820(30) . 1_555 N
C9 C10 1.400500(30) . 1_555 N
C9 C14 1.413750(30) . 1_555 N
C10 O2 1.338770(30) . 1_555 N
C10 C9 1.400500(30) . 1_555 N
C10 C11 1.394430(30) . 1_555 N
C11 O6 1.361870(30) . 1_555 N
C11 C10 1.394430(30) . 1_555 N
C11 C12 1.387310(30) . 1_555 N
H12 C12 1.089000(20) . 1_555 N
C12 C11 1.387310(30) . 1_555 N
C12 H12 1.089000(20) . 1_555 N
C12 C13 1.394500(30) . 1_555 N
C13 C12 1.394500(30) . 1_555 N
C13 H13 1.089010(20) . 1_555 N
C13 C14 1.370670(30) . 1_555 N
H13 C13 1.089010(20) . 1_555 N
C14 C9 1.413750(30) . 1_555 N
C14 C13 1.370670(30) . 1_555 N
C14 H14 1.089010(20) . 1_555 N
H14 C14 1.089010(20) . 1_555 N
C32 O6 1.431910(30) . 1_555 N
C32 H321 1.088960(20) . 1_555 N
C32 H322 1.089010(20) . 1_555 N
C32 H323 1.089010(20) . 1_555 N
H321 O6 2.06777(4) . 1_555 N
H321 C32 1.088960(20) . 1_555 N
H321 H322 1.778320(30) . 1_555 N
H321 H323 1.77831(4) . 1_555 N
H322 O6 2.06783(5) . 1_555 N
H322 H4 1.824490(30) . -102_445 N
H322 C32 1.089010(20) . 1_555 N
H322 H321 1.778320(30) . 1_555 N
H322 H323 1.778350(30) . 1_555 N
H323 O6 2.06782(4) . 1_555 N
H323 C32 1.089010(20) . 1_555 N
H323 H321 1.77831(4) . 1_555 N
H323 H322 1.778350(30) . 1_555 N
H31 N3 1.015000(20) . 1_555 N
H31 C5 1.98162(4) . 1_555 N
H31 H32 1.657490(20) . 1_555 N
H32 N3 1.015000(20) . 1_555 N
H32 C5 1.98162(5) . 1_555 N
H32 H31 1.657490(20) . 1_555 N

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O2 152.2511(4) 1_555 . 1_555 N
O1 Mo1 O4 94.3699(17) 1_555 . 1_555 N
O1 Mo1 O3 97.7353(17) 1_555 . 1_555 N
O1 Mo1 N1 72.7528(17) 1_555 . 1_555 N
O2 Mo1 O4 99.2261(12) 1_555 . 1_555 N
O2 Mo1 O3 102.4275(19) 1_555 . 1_555 N
O2 Mo1 N1 80.6116(19) 1_555 . 1_555 N
O4 Mo1 O3 103.4019(11) 1_555 . 1_555 N
O4 Mo1 N1 103.2295(13) 1_555 . 1_555 N
O3 Mo1 N1 152.3034(7) 1_555 . 1_555 N
Mo1 O1 C1 122.8489(17) 1_555 . 1_555 N
Mo1 O2 C10 136.8205(11) 1_555 . 1_555 N
C11 O6 C32 123.8391(15) 1_555 . 1_555 N
C5 N3 H31 109.4714(14) 1_555 . 1_555 N
C5 N3 H32 109.4711(18) 1_555 . 1_555 N
H31 N3 H32 109.4712(16) 1_555 . 1_555 N
Mo1 N1 N2 110.4944(16) 1_555 . 1_555 N
Mo1 N1 C8 128.7594(11) 1_555 . 1_555 N
N2 N1 C8 116.0707(6) 1_555 . 1_555 N
N1 N2 C1 117.0004(6) 1_555 . 1_555 N
O1 C1 N2 115.3613(11) 1_555 . 1_555 N
O1 C1 C2 116.8699(17) 1_555 . 1_555 N
N2 C1 C2 124.2855(8) 1_555 . 1_555 N
C1 C2 C3 119.3988(10) 1_555 . 1_555 N
C1 C2 C7 123.5778(16) 1_555 . 1_555 N
C3 C2 C7 116.8529(7) 1_555 . 1_555 N
C2 C3 H3 119.2727(7) 1_555 . 1_555 N
C2 C3 C4 121.4541(10) 1_555 . 1_555 N
H3 C3 C4 119.2732(17) 1_555 . 1_555 N
C3 C4 H4 119.0719(11) 1_555 . 1_555 N
C3 C4 C5 121.8563(16) 1_555 . 1_555 N
H4 C4 C5 119.0718(6) 1_555 . 1_555 N
N3 C5 C4 122.6828(16) 1_555 . 1_555 N
N3 C5 C6 121.4201(10) 1_555 . 1_555 N
C4 C5 C6 115.8934(6) 1_555 . 1_555 N
C5 C6 H6 118.5733(7) 1_555 . 1_555 N
C5 C6 C7 122.8538(10) 1_555 . 1_555 N
H6 C6 C7 118.5728(17) 1_555 . 1_555 N
C2 C7 C6 120.8029(16) 1_555 . 1_555 N
C2 C7 H7 119.5983(5) 1_555 . 1_555 N
C6 C7 H7 119.5988(11) 1_555 . 1_555 N
N1 C8 H8 119.0126(11) 1_555 . 1_555 N
N1 C8 C9 121.9746(7) 1_555 . 1_555 N
H8 C8 C9 119.0128(17) 1_555 . 1_555 N
C8 C9 C10 121.1385(17) 1_555 . 1_555 N
C8 C9 C14 117.3109(9) 1_555 . 1_555 N
C10 C9 C14 121.1079(9) 1_555 . 1_555 N
O2 C10 C9 124.8595(8) 1_555 . 1_555 N
O2 C10 C11 113.8517(11) 1_555 . 1_555 N
C9 C10 C11 117.5394(17) 1_555 . 1_555 N
O6 C11 C10 114.5221(18) 1_555 . 1_555 N
O6 C11 C12 124.6843(9) 1_555 . 1_555 N
C10 C11 C12 120.4225(9) 1_555 . 1_555 N
C11 C12 H12 118.8742(9) 1_555 . 1_555 N
C11 C12 C13 122.2518(9) 1_555 . 1_555 N
H12 C12 C13 118.8740(17) 1_555 . 1_555 N
C12 C13 H13 121.0814(9) 1_555 . 1_555 N
C12 C13 C14 117.8375(17) 1_555 . 1_555 N
H13 C13 C14 121.0811(8) 1_555 . 1_555 N
C9 C14 C13 120.6881(9) 1_555 . 1_555 N
C9 C14 H14 119.6560(9) 1_555 . 1_555 N
C13 C14 H14 119.6559(17) 1_555 . 1_555 N
O6 C32 H321 109.4695(17) 1_555 . 1_555 N
O6 C32 H322 109.4721(15) 1_555 . 1_555 N
O6 C32 H323 109.4710(12) 1_555 . 1_555 N
H321 C32 H322 109.4718(12) 1_555 . 1_555 N
H321 C32 H323 109.4714(14) 1_555 . 1_555 N
H322 C32 H323 109.4715(18) 1_555 . 1_555 N
#--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--#
####################################################################### 
# 
# 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_1843
_database_code_depnum_ccdc_archive 'CCDC 1861376'
_audit_update_record             
;
2018-08-10 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H17 Mo N3 O6'
_chemical_formula_sum            'C16 H17 Mo N3 O6'
_chemical_formula_weight         443.26

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

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

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

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

_cell_length_a                   7.7385(3)
_cell_length_b                   21.1670(6)
_cell_length_c                   10.5127(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.484(4)
_cell_angle_gamma                90
_cell_volume                     1703.15(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2356
_cell_measurement_theta_min      4.5500
_cell_measurement_theta_max      31.0670

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.810
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91439
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            9733
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.321
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4940
_reflns_number_gt                3650
_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 
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 

;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 

;
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.8. (CCDC, 2016)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0509P)²+0.0478P] 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         4940
_refine_ls_number_parameters     246
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1039
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.033
_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 0.19153(4) 0.40153(2) 0.30883(3) 0.02940(10) Uani 1 1 d . . . . .
N1 N 0.2481(3) 0.47726(11) 0.4574(3) 0.0265(6) Uani 1 1 d . . . . .
N2 N 0.3255(4) 0.53227(11) 0.4170(3) 0.0280(6) Uani 1 1 d . . . . .
N3 N 0.6412(5) 0.71853(15) 0.0230(3) 0.0437(8) Uani 1 1 d D . . . .
O1 O 0.2916(3) 0.47551(10) 0.2285(2) 0.0334(5) Uani 1 1 d . . . . .
O2 O 0.1570(3) 0.35324(10) 0.4572(2) 0.0382(6) Uani 1 1 d . . . . .
O3 O 0.2469(3) 0.34325(11) 0.2105(3) 0.0395(6) Uani 1 1 d . . . . .
O4 O -0.0199(3) 0.41883(12) 0.2561(3) 0.0471(7) Uani 1 1 d . . . . .
O5 O 0.4928(3) 0.39154(11) 0.3945(3) 0.0364(6) Uani 1 1 d D . . . .
O6 O -0.0214(3) 0.26533(11) 0.5557(3) 0.0464(7) Uani 1 1 d . . . . .
C1 C 0.3401(4) 0.52733(14) 0.2948(3) 0.0274(7) Uani 1 1 d . . . . .
C2 C 0.4116(4) 0.57841(14) 0.2250(3) 0.0275(7) Uani 1 1 d . . . . .
C3 C 0.4383(5) 0.56908(15) 0.0977(3) 0.0333(7) Uani 1 1 d . . . . .
H3 H 0.4042 0.5310 0.0574 0.040 Uiso 1 1 calc R U . . .
C4 C 0.5138(5) 0.61464(16) 0.0305(3) 0.0358(8) Uani 1 1 d . . . . .
H4 H 0.5291 0.6073 -0.0544 0.043 Uiso 1 1 calc R U . . .
C5 C 0.5679(4) 0.67225(15) 0.0901(3) 0.0310(7) Uani 1 1 d . . . . .
C6 C 0.5373(4) 0.68273(14) 0.2160(3) 0.0313(7) Uani 1 1 d . . . . .
H6 H 0.5679 0.7212 0.2556 0.038 Uiso 1 1 calc R U . . .
C7 C 0.4624(4) 0.63661(14) 0.2817(3) 0.0295(7) Uani 1 1 d . . . . .
H7 H 0.4450 0.6442 0.3660 0.035 Uiso 1 1 calc R U . . .
C8 C 0.2191(4) 0.47629(14) 0.5757(3) 0.0284(7) Uani 1 1 d . . . . .
H8 H 0.2512 0.5116 0.6263 0.034 Uiso 1 1 calc R U . . .
C9 C 0.1404(4) 0.42415(15) 0.6342(3) 0.0305(7) Uani 1 1 d . . . . .
C10 C 0.1036(4) 0.36620(15) 0.5702(3) 0.0307(7) Uani 1 1 d . . . . .
C11 C 0.0159(5) 0.31863(15) 0.6284(4) 0.0335(8) Uani 1 1 d . . . . .
C12 C -0.0226(5) 0.32741(18) 0.7516(4) 0.0421(9) Uani 1 1 d . . . . .
H12 H -0.0779 0.2955 0.7912 0.051 Uiso 1 1 calc R U . . .
C13 C 0.0213(5) 0.38390(18) 0.8162(4) 0.0427(9) Uani 1 1 d . . . . .
H13 H -0.0033 0.3891 0.8995 0.051 Uiso 1 1 calc R U . . .
C14 C 0.0999(5) 0.43162(17) 0.7592(4) 0.0365(8) Uani 1 1 d . . . . .
H14 H 0.1268 0.4693 0.8032 0.044 Uiso 1 1 calc R U . . .
C15 C -0.1390(5) 0.22093(18) 0.5977(5) 0.0526(11) Uani 1 1 d . . . . .
H15A H -0.0915 0.2055 0.6814 0.079 Uiso 1 1 calc R U . . .
H15B H -0.1556 0.1863 0.5382 0.079 Uiso 1 1 calc R U . . .
H15C H -0.2492 0.2411 0.6017 0.079 Uiso 1 1 calc R U . . .
C16 C 0.6187(5) 0.35051(19) 0.3560(4) 0.0472(10) Uani 1 1 d . . . . .
H16A H 0.5922 0.3078 0.3771 0.071 Uiso 1 1 calc R U . . .
H16B H 0.7323 0.3617 0.3998 0.071 Uiso 1 1 calc R U . . .
H16C H 0.6174 0.3540 0.2648 0.071 Uiso 1 1 calc R U . . .
H13N H 0.700(5) 0.7008(18) -0.030(4) 0.057 Uiso 1 1 d D U . . .
H15O H 0.530(6) 0.4162(17) 0.450(3) 0.057 Uiso 1 1 d D U . . .
H23N H 0.693(5) 0.7491(14) 0.065(4) 0.057 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 O4 1.689(3) . ?
Mo1 O3 1.704(2) . ?
Mo1 O2 1.916(2) . ?
Mo1 O1 1.990(2) . ?
Mo1 N1 2.235(3) . ?
Mo1 O5 2.381(3) . ?
N1 C8 1.297(4) . ?
N1 N2 1.403(3) . ?
N2 C1 1.311(4) . ?
N3 C5 1.377(4) . ?
N3 H13N 0.859(19) . ?
N3 H23N 0.851(18) . ?
O1 C1 1.324(4) . ?
O2 C10 1.343(4) . ?
O5 C16 1.409(4) . ?
O5 H15O 0.800(19) . ?
O6 C11 1.369(4) . ?
O6 C15 1.423(4) . ?
C1 C2 1.460(4) . ?
C2 C3 1.398(5) . ?
C2 C7 1.399(4) . ?
C3 C4 1.376(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(5) . ?
C6 C7 1.373(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.441(4) . ?
C8 H8 0.9300 . ?
C9 C14 1.403(5) . ?
C9 C10 1.408(5) . ?
C10 C11 1.404(4) . ?
C11 C12 1.383(5) . ?
C12 C13 1.393(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.363(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mo1 O3 106.04(13) . . ?
O4 Mo1 O2 97.93(13) . . ?
O3 Mo1 O2 100.67(11) . . ?
O4 Mo1 O1 96.27(12) . . ?
O3 Mo1 O1 99.42(11) . . ?
O2 Mo1 O1 151.07(10) . . ?
O4 Mo1 N1 98.86(12) . . ?
O3 Mo1 N1 154.40(11) . . ?
O2 Mo1 N1 81.39(10) . . ?
O1 Mo1 N1 71.57(9) . . ?
O4 Mo1 O5 172.12(10) . . ?
O3 Mo1 O5 81.11(11) . . ?
O2 Mo1 O5 83.74(10) . . ?
O1 Mo1 O5 79.04(9) . . ?
N1 Mo1 O5 73.72(9) . . ?
C8 N1 N2 116.4(3) . . ?
C8 N1 Mo1 128.0(2) . . ?
N2 N1 Mo1 115.59(19) . . ?
C1 N2 N1 109.4(2) . . ?
C5 N3 H13N 109(3) . . ?
C5 N3 H23N 118(3) . . ?
H13N N3 H23N 114(4) . . ?
C1 O1 Mo1 121.8(2) . . ?
C10 O2 Mo1 135.2(2) . . ?
C16 O5 Mo1 128.8(2) . . ?
C16 O5 H15O 115(3) . . ?
Mo1 O5 H15O 116(3) . . ?
C11 O6 C15 117.6(3) . . ?
N2 C1 O1 121.6(3) . . ?
N2 C1 C2 121.8(3) . . ?
O1 C1 C2 116.6(3) . . ?
C3 C2 C7 117.4(3) . . ?
C3 C2 C1 119.8(3) . . ?
C7 C2 C1 122.8(3) . . ?
C4 C3 C2 121.8(3) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 120.8(3) . . ?
N3 C5 C4 120.5(3) . . ?
C6 C5 C4 118.6(3) . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C2 121.7(3) . . ?
C6 C7 H7 119.2 . . ?
C2 C7 H7 119.2 . . ?
N1 C8 C9 124.4(3) . . ?
N1 C8 H8 117.8 . . ?
C9 C8 H8 117.8 . . ?
C14 C9 C10 119.2(3) . . ?
C14 C9 C8 118.7(3) . . ?
C10 C9 C8 122.1(3) . . ?
O2 C10 C11 118.1(3) . . ?
O2 C10 C9 122.3(3) . . ?
C11 C10 C9 119.6(3) . . ?
O6 C11 C12 125.2(3) . . ?
O6 C11 C10 115.1(3) . . ?
C12 C11 C10 119.7(3) . . ?
C11 C12 C13 120.1(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 121.0(4) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C9 120.3(4) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O5 C16 H16A 109.5 . . ?
O5 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O5 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

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
C8 N1 N2 C1 -177.5(3) . . . . ?
Mo1 N1 N2 C1 2.9(3) . . . . ?
N1 N2 C1 O1 -2.3(4) . . . . ?
N1 N2 C1 C2 178.2(3) . . . . ?
Mo1 O1 C1 N2 0.4(4) . . . . ?
Mo1 O1 C1 C2 -180.0(2) . . . . ?
N2 C1 C2 C3 174.7(3) . . . . ?
O1 C1 C2 C3 -4.9(5) . . . . ?
N2 C1 C2 C7 -2.7(5) . . . . ?
O1 C1 C2 C7 177.7(3) . . . . ?
C7 C2 C3 C4 0.9(5) . . . . ?
C1 C2 C3 C4 -176.6(3) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 N3 -179.0(3) . . . . ?
C3 C4 C5 C6 -2.4(5) . . . . ?
N3 C5 C6 C7 179.3(3) . . . . ?
C4 C5 C6 C7 2.6(5) . . . . ?
C5 C6 C7 C2 -1.1(5) . . . . ?
C3 C2 C7 C6 -0.7(5) . . . . ?
C1 C2 C7 C6 176.7(3) . . . . ?
N2 N1 C8 C9 179.8(3) . . . . ?
Mo1 N1 C8 C9 -0.6(5) . . . . ?
N1 C8 C9 C14 -173.6(3) . . . . ?
N1 C8 C9 C10 6.6(5) . . . . ?
Mo1 O2 C10 C11 149.8(3) . . . . ?
Mo1 O2 C10 C9 -33.4(5) . . . . ?
C14 C9 C10 O2 -172.1(3) . . . . ?
C8 C9 C10 O2 7.7(5) . . . . ?
C14 C9 C10 C11 4.6(5) . . . . ?
C8 C9 C10 C11 -175.6(3) . . . . ?
C15 O6 C11 C12 13.6(5) . . . . ?
C15 O6 C11 C10 -167.9(3) . . . . ?
O2 C10 C11 O6 -6.3(5) . . . . ?
C9 C10 C11 O6 176.9(3) . . . . ?
O2 C10 C11 C12 172.3(3) . . . . ?
C9 C10 C11 C12 -4.5(5) . . . . ?
O6 C11 C12 C13 -179.8(3) . . . . ?
C10 C11 C12 C13 1.7(6) . . . . ?
C11 C12 C13 C14 1.0(6) . . . . ?
C12 C13 C14 C9 -0.9(6) . . . . ?
C10 C9 C14 C13 -1.9(5) . . . . ?
C8 C9 C14 C13 178.3(3) . . . . ?

_refine_diff_density_max         0.585
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.093

