# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2025

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2301353'
loop_
_audit_author_name
_audit_author_address
'Luis Alves'
;Associacao do Instituto Superior Tecnico para a Investigacao e Desenvolvimento
Portugal
;
_audit_update_record             
;
2023-10-15 deposited with the CCDC.	2025-03-04 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         'C13 H24 Mo N4 O3, C H2 Cl2'
_chemical_formula_sum            'C14 H26 Cl2 Mo N4 O3'
_chemical_formula_weight         465.23

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   8.933(1)
_cell_length_b                   17.321(2)
_cell_length_c                   13.139(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.667(5)
_cell_angle_gamma                90
_cell_volume                     1966.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9698
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      29.56

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.958
_shelx_estimated_absorpt_T_min   0.795
_shelx_estimated_absorpt_T_max   0.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.795
_exptl_absorpt_correction_T_max  0.826
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61475
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.987
_diffrn_reflns_theta_max         29.567
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5511
_reflns_number_gt                4572
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0205P)²+3.9637P] 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         5506
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0821
_refine_ls_wR_factor_gt          0.0781
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_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 0.41687(2) 0.68547(2) 0.49811(2) 0.01762(6) Uani 1 1 d . . . . .
Cl1 Cl 0.29664(11) 0.55511(5) 0.95034(8) 0.0510(2) Uani 1 1 d . . . . .
Cl2 Cl 0.21673(14) 0.47189(8) 0.75227(13) 0.1025(6) Uani 1 1 d . . . . .
O3 O 0.6918(3) 0.79670(13) 0.58658(18) 0.0426(6) Uani 1 1 d . . . . .
O2 O 0.6853(3) 0.56665(13) 0.5547(2) 0.0427(6) Uani 1 1 d . . . . .
O1 O 0.4401(3) 0.67891(17) 0.73795(16) 0.0446(6) Uani 1 1 d . . . . .
N2 N 0.3946(2) 0.67668(13) 0.31761(16) 0.0200(4) Uani 1 1 d . . . . .
N3 N 0.3262(3) 0.83954(15) 0.28441(19) 0.0266(5) Uani 1 1 d . . . . .
N1 N 0.2167(3) 0.59867(13) 0.43571(18) 0.0236(5) Uani 1 1 d . . . . .
N4 N 0.2087(3) 0.77221(13) 0.44171(18) 0.0215(4) Uani 1 1 d . . . . .
C12 C 0.5801(3) 0.61004(16) 0.5317(2) 0.0251(5) Uani 1 1 d . . . . .
C13 C 0.5859(3) 0.75691(15) 0.5490(2) 0.0243(5) Uani 1 1 d . . . . .
C1 C 0.1849(3) 0.58786(16) 0.3198(2) 0.0265(6) Uani 1 1 d . . . . .
H1A H 0.1067 0.6258 0.2835 0.032 Uiso 1 1 calc R U . . .
H1B H 0.1433 0.5354 0.3006 0.032 Uiso 1 1 calc R U . . .
C3 C 0.5309(3) 0.69386(17) 0.2755(2) 0.0279(6) Uani 1 1 d . . . . .
H3A H 0.5054 0.6807 0.1997 0.033 Uiso 1 1 calc R U . . .
H3B H 0.6186 0.6608 0.3119 0.033 Uiso 1 1 calc R U . . .
C11 C 0.4226(3) 0.68168(18) 0.6458(2) 0.0272(6) Uani 1 1 d . . . . .
C6 C 0.3605(3) 0.87842(16) 0.3871(2) 0.0287(6) Uani 1 1 d . . . . .
H6A H 0.3569 0.9350 0.3763 0.034 Uiso 1 1 calc R U . . .
H6B H 0.4665 0.8646 0.4274 0.034 Uiso 1 1 calc R U . . .
C2 C 0.3324(3) 0.59863(15) 0.2857(2) 0.0248(5) Uani 1 1 d . . . . .
H2A H 0.4090 0.5590 0.3190 0.030 Uiso 1 1 calc R U . . .
H2B H 0.3115 0.5929 0.2084 0.030 Uiso 1 1 calc R U . . .
C9 C -0.0104(3) 0.68201(18) 0.4447(2) 0.0309(6) Uani 1 1 d . . . . .
H9A H -0.1066 0.6801 0.4690 0.037 Uiso 1 1 calc R U . . .
H9B H -0.0412 0.6859 0.3670 0.037 Uiso 1 1 calc R U . . .
C10 C 0.0749(3) 0.60626(18) 0.4740(2) 0.0301(6) Uani 1 1 d . . . . .
H10A H 0.1035 0.6011 0.5516 0.036 Uiso 1 1 calc R U . . .
H10B H 0.0039 0.5633 0.4449 0.036 Uiso 1 1 calc R U . . .
C5 C 0.4581(4) 0.83684(18) 0.2365(2) 0.0321(6) Uani 1 1 d . . . . .
H5A H 0.5062 0.8886 0.2412 0.039 Uiso 1 1 calc R U . . .
H5B H 0.4200 0.8236 0.1610 0.039 Uiso 1 1 calc R U . . .
C8 C 0.0770(3) 0.75531(18) 0.4881(2) 0.0278(6) Uani 1 1 d . . . . .
H8A H 0.0043 0.7995 0.4743 0.033 Uiso 1 1 calc R U . . .
H8B H 0.1166 0.7502 0.5653 0.033 Uiso 1 1 calc R U . . .
C7 C 0.2459(3) 0.85591(16) 0.4504(2) 0.0283(6) Uani 1 1 d . . . . .
H7A H 0.2902 0.8692 0.5253 0.034 Uiso 1 1 calc R U . . .
H7B H 0.1495 0.8860 0.4250 0.034 Uiso 1 1 calc R U . . .
C4 C 0.5804(3) 0.77810(18) 0.2894(2) 0.0307(6) Uani 1 1 d . . . . .
H4A H 0.6724 0.7851 0.2613 0.037 Uiso 1 1 calc R U . . .
H4B H 0.6122 0.7897 0.3656 0.037 Uiso 1 1 calc R U . . .
C14 C 0.3638(4) 0.5150(3) 0.8474(3) 0.0547(10) Uani 1 1 d . . . . .
H14A H 0.4123 0.5561 0.8142 0.066 Uiso 1 1 calc R U . . .
H14B H 0.4442 0.4760 0.8766 0.066 Uiso 1 1 calc R U . . .
H1N H 0.259(4) 0.5561(18) 0.460(2) 0.023(8) Uiso 1 1 d . . . . .
H4N H 0.179(3) 0.7638(17) 0.378(2) 0.017(7) Uiso 1 1 d . . . . .
H3N H 0.256(4) 0.861(2) 0.246(3) 0.031(9) Uiso 1 1 d . . . . .
H2N H 0.319(4) 0.7128(19) 0.288(3) 0.031(9) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 C12 1.924(3) . ?
Mo1 C11 1.929(3) . ?
Mo1 C13 1.936(3) . ?
Mo1 N1 2.321(2) . ?
Mo1 N2 2.334(2) . ?
Mo1 N4 2.359(2) . ?
Cl1 C14 1.756(4) . ?
Cl2 C14 1.736(4) . ?
O3 C13 1.173(3) . ?
O2 C12 1.181(3) . ?
O1 C11 1.182(3) . ?
N2 C2 1.481(3) . ?
N2 C3 1.489(3) . ?
N3 C6 1.469(4) . ?
N3 C5 1.471(4) . ?
N1 C10 1.483(4) . ?
N1 C1 1.488(3) . ?
N4 C8 1.485(3) . ?
N4 C7 1.485(4) . ?
C1 C2 1.507(4) . ?
C3 C4 1.522(4) . ?
C6 C7 1.524(4) . ?
C9 C10 1.517(4) . ?
C9 C8 1.524(4) . ?
C5 C4 1.525(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 Mo1 C11 85.44(12) . . ?
C12 Mo1 C13 82.83(11) . . ?
C11 Mo1 C13 81.63(12) . . ?
C12 Mo1 N1 96.46(10) . . ?
C11 Mo1 N1 98.93(11) . . ?
C13 Mo1 N1 179.07(11) . . ?
C12 Mo1 N2 93.07(10) . . ?
C11 Mo1 N2 173.44(11) . . ?
C13 Mo1 N2 104.55(10) . . ?
N1 Mo1 N2 74.87(8) . . ?
C12 Mo1 N4 174.70(10) . . ?
C11 Mo1 N4 98.96(10) . . ?
C13 Mo1 N4 100.68(10) . . ?
N1 Mo1 N4 79.99(8) . . ?
N2 Mo1 N4 82.22(8) . . ?
C2 N2 C3 111.1(2) . . ?
C2 N2 Mo1 106.04(15) . . ?
C3 N2 Mo1 119.79(16) . . ?
C6 N3 C5 113.8(2) . . ?
C10 N1 C1 113.6(2) . . ?
C10 N1 Mo1 118.09(18) . . ?
C1 N1 Mo1 111.91(16) . . ?
C8 N4 C7 110.2(2) . . ?
C8 N4 Mo1 112.88(17) . . ?
C7 N4 Mo1 117.00(16) . . ?
O2 C12 Mo1 176.6(2) . . ?
O3 C13 Mo1 174.9(2) . . ?
N1 C1 C2 109.5(2) . . ?
N2 C3 C4 112.8(2) . . ?
O1 C11 Mo1 174.1(2) . . ?
N3 C6 C7 111.8(2) . . ?
N2 C2 C1 108.8(2) . . ?
C10 C9 C8 116.7(2) . . ?
N1 C10 C9 114.1(2) . . ?
N3 C5 C4 112.6(2) . . ?
N4 C8 C9 113.3(2) . . ?
N4 C7 C6 112.1(2) . . ?
C3 C4 C5 115.6(2) . . ?
Cl2 C14 Cl1 112.4(2) . . ?

_refine_diff_density_max         0.936
_refine_diff_density_min         -1.338
_refine_diff_density_rms         0.091



