# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 1558504'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H19 Cl2 Mo N5 O2, C H Cl3'
_chemical_formula_sum            'C24 H20 Cl5 Mo N5 O2'
_chemical_formula_weight         683.64

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   13.494(3)
_cell_length_b                   13.523(3)
_cell_length_c                   14.425(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2632.3(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    944
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_F_000             1368
_exptl_transmission_factor_min   0.739
_exptl_transmission_factor_max   0.843
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    1.040
_shelx_estimated_absorpt_T_min   0.739
_shelx_estimated_absorpt_T_max   0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31883
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.064
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6999
_reflns_number_gt                6271
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.793
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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 APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0655P)²+0.9448P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2584 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6999
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.1068
_refine_ls_wR_factor_gt          0.0965
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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 0.36369(3) 0.43330(3) 0.33979(3) 0.01810(11) Uani 1 1 d . . . . .
Cl1 Cl 0.18717(8) 0.44471(9) 0.32743(8) 0.0239(2) Uani 1 1 d . . . . .
O1 O 0.3744(3) 0.5559(2) 0.4225(2) 0.0219(7) Uani 1 1 d . . . . .
N1 N 0.3604(3) 0.3875(3) 0.1989(3) 0.0195(7) Uani 1 1 d . . . . .
C1 C 0.3479(4) 0.2914(4) 0.1775(3) 0.0220(10) Uani 1 1 d . . . . .
Cl1S Cl 0.59658(12) 0.31693(12) 0.60364(13) 0.0418(4) Uani 1 1 d . . . . .
C1S C 0.5658(4) 0.4407(4) 0.5814(4) 0.0283(11) Uani 1 1 d . . . . .
H1S H 0.5157 0.4428 0.5303 0.034 Uiso 1 1 calc R U . . .
Cl2 Cl 0.53855(8) 0.41287(8) 0.34252(9) 0.0232(2) Uani 1 1 d . . . . .
O2 O 0.3517(3) 0.3824(2) 0.4714(2) 0.0204(7) Uani 1 1 d . . . . .
N2 N 0.3856(3) 0.5604(3) 0.2535(3) 0.0211(8) Uani 1 1 d . . . . .
C2 C 0.3392(4) 0.2601(4) 0.0861(4) 0.0262(11) Uani 1 1 d . . . . .
H2A H 0.3319 0.1918 0.0720 0.031 Uiso 1 1 calc R U . . .
Cl2S Cl 0.67162(11) 0.50802(11) 0.54656(10) 0.0342(3) Uani 1 1 d . . . . .
N3 N 0.4039(3) 0.6510(3) 0.2943(3) 0.0231(9) Uani 1 1 d . . . . .
C3 C 0.3412(4) 0.3298(4) 0.0165(3) 0.0261(11) Uani 1 1 d . . . . .
H3A H 0.3335 0.3100 -0.0463 0.031 Uiso 1 1 calc R U . . .
Cl3S Cl 0.51429(10) 0.49624(11) 0.68083(9) 0.0335(3) Uani 1 1 d . . . . .
N4 N 0.3496(3) 0.2761(3) 0.3353(3) 0.0198(7) Uani 1 1 d . . . . .
C4 C 0.3544(4) 0.4288(4) 0.0382(3) 0.0267(10) Uani 1 1 d . . . . .
H4A H 0.3558 0.4774 -0.0093 0.032 Uiso 1 1 calc R U . . .
N5 N 0.3437(3) 0.2238(3) 0.4175(3) 0.0221(9) Uani 1 1 d . . . . .
C5 C 0.3654(4) 0.4555(4) 0.1298(3) 0.0226(9) Uani 1 1 d . . . . .
C6 C 0.3845(3) 0.5561(4) 0.1630(3) 0.0237(9) Uani 1 1 d . . . . .
C7 C 0.4062(4) 0.6393(4) 0.1001(4) 0.0280(11) Uani 1 1 d . . . . .
H7A H 0.3926 0.7019 0.1320 0.042 Uiso 1 1 calc R U . . .
H7B H 0.3642 0.6343 0.0448 0.042 Uiso 1 1 calc R U . . .
H7C H 0.4760 0.6371 0.0816 0.042 Uiso 1 1 calc R U . . .
C8 C 0.3943(4) 0.6409(4) 0.3836(3) 0.0215(10) Uani 1 1 d . . . . .
C9 C 0.4041(4) 0.7273(4) 0.4449(3) 0.0220(9) Uani 1 1 d . . . . .
C10 C 0.4008(4) 0.8228(4) 0.4093(4) 0.0248(10) Uani 1 1 d . . . . .
H10A H 0.3953 0.8328 0.3443 0.030 Uiso 1 1 calc R U . . .
C11 C 0.4056(4) 0.9031(4) 0.4681(4) 0.0290(11) Uani 1 1 d . . . . .
H11A H 0.4005 0.9681 0.4436 0.035 Uiso 1 1 calc R U . . .
C12 C 0.4180(4) 0.8896(4) 0.5628(4) 0.0319(12) Uani 1 1 d . . . . .
H12A H 0.4232 0.9452 0.6027 0.038 Uiso 1 1 calc R U . . .
C13 C 0.4226(4) 0.7944(5) 0.5992(4) 0.0329(12) Uani 1 1 d . . . . .
H13A H 0.4309 0.7849 0.6640 0.039 Uiso 1 1 calc R U . . .
C14 C 0.4150(4) 0.7132(4) 0.5405(4) 0.0258(10) Uani 1 1 d . . . . .
H14A H 0.4173 0.6482 0.5653 0.031 Uiso 1 1 calc R U . . .
C15 C 0.3431(4) 0.2268(4) 0.2577(3) 0.0238(10) Uani 1 1 d . . . . .
C16 C 0.3263(5) 0.1200(4) 0.2506(4) 0.0323(12) Uani 1 1 d . . . . .
H16A H 0.3243 0.0912 0.3129 0.048 Uiso 1 1 calc R U . . .
H16B H 0.3804 0.0897 0.2152 0.048 Uiso 1 1 calc R U . . .
H16C H 0.2632 0.1077 0.2191 0.048 Uiso 1 1 calc R U . . .
C17 C 0.3438(3) 0.2876(4) 0.4853(3) 0.0180(9) Uani 1 1 d . . . . .
C18 C 0.3329(4) 0.2539(4) 0.5817(3) 0.0195(9) Uani 1 1 d . . . . .
C19 C 0.3204(4) 0.1552(4) 0.6032(3) 0.0250(10) Uani 1 1 d . . . . .
H19A H 0.3183 0.1072 0.5552 0.030 Uiso 1 1 calc R U . . .
C20 C 0.3111(4) 0.1264(4) 0.6947(4) 0.0293(11) Uani 1 1 d . . . . .
H20A H 0.3013 0.0587 0.7096 0.035 Uiso 1 1 calc R U . . .
C21 C 0.3158(4) 0.1961(4) 0.7646(4) 0.0288(11) Uani 1 1 d . . . . .
H21A H 0.3113 0.1757 0.8275 0.035 Uiso 1 1 calc R U . . .
C22 C 0.3270(4) 0.2943(4) 0.7438(3) 0.0268(11) Uani 1 1 d . . . . .
H22A H 0.3294 0.3418 0.7923 0.032 Uiso 1 1 calc R U . . .
C23 C 0.3349(4) 0.3245(3) 0.6523(3) 0.0224(9) Uani 1 1 d . . . . .
H23A H 0.3415 0.3927 0.6378 0.027 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O2 2.027(3) . ?
Mo1 O1 2.048(3) . ?
Mo1 N1 2.125(4) . ?
Mo1 N4 2.135(4) . ?
Mo1 N2 2.142(4) . ?
Mo1 Cl2 2.3759(13) . ?
Mo1 Cl1 2.3936(13) . ?
O1 C8 1.306(6) . ?
N1 C1 1.347(6) . ?
N1 C5 1.357(6) . ?
C1 C2 1.389(7) . ?
C1 C15 1.451(7) . ?
Cl1S C1S 1.754(6) . ?
C1S Cl3S 1.762(5) . ?
C1S Cl2S 1.767(6) . ?
C1S H1S 1.0000 . ?
O2 C17 1.301(6) . ?
N2 C6 1.308(6) . ?
N2 N3 1.381(6) . ?
C2 C3 1.378(7) . ?
C2 H2A 0.9500 . ?
N3 C8 1.302(6) . ?
C3 C4 1.386(8) . ?
C3 H3A 0.9500 . ?
N4 C15 1.307(6) . ?
N4 N5 1.383(6) . ?
C4 C5 1.378(6) . ?
C4 H4A 0.9500 . ?
N5 C17 1.304(6) . ?
C5 C6 1.465(7) . ?
C6 C7 1.475(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.472(7) . ?
C9 C10 1.391(7) . ?
C9 C14 1.399(7) . ?
C10 C11 1.379(7) . ?
C10 H10A 0.9500 . ?
C11 C12 1.388(8) . ?
C11 H11A 0.9500 . ?
C12 C13 1.392(8) . ?
C12 H12A 0.9500 . ?
C13 C14 1.390(8) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.465(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.471(7) . ?
C18 C19 1.380(7) . ?
C18 C23 1.396(7) . ?
C19 C20 1.383(7) . ?
C19 H19A 0.9500 . ?
C20 C21 1.381(8) . ?
C20 H20A 0.9500 . ?
C21 C22 1.370(8) . ?
C21 H21A 0.9500 . ?
C22 C23 1.386(7) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mo1 O1 74.61(13) . . ?
O2 Mo1 N1 142.73(13) . . ?
O1 Mo1 N1 142.61(14) . . ?
O2 Mo1 N4 71.52(14) . . ?
O1 Mo1 N4 146.10(14) . . ?
N1 Mo1 N4 71.30(15) . . ?
O2 Mo1 N2 145.87(15) . . ?
O1 Mo1 N2 71.28(14) . . ?
N1 Mo1 N2 71.40(16) . . ?
N4 Mo1 N2 142.51(15) . . ?
O2 Mo1 Cl2 91.40(11) . . ?
O1 Mo1 Cl2 90.81(11) . . ?
N1 Mo1 Cl2 90.17(12) . . ?
N4 Mo1 Cl2 88.48(11) . . ?
N2 Mo1 Cl2 88.03(11) . . ?
O2 Mo1 Cl1 90.69(11) . . ?
O1 Mo1 Cl1 93.54(11) . . ?
N1 Mo1 Cl1 85.79(12) . . ?
N4 Mo1 Cl1 88.45(11) . . ?
N2 Mo1 Cl1 92.43(11) . . ?
Cl2 Mo1 Cl1 175.55(4) . . ?
C8 O1 Mo1 118.4(3) . . ?
C1 N1 C5 119.4(4) . . ?
C1 N1 Mo1 120.2(3) . . ?
C5 N1 Mo1 120.3(3) . . ?
N1 C1 C2 121.5(5) . . ?
N1 C1 C15 113.8(4) . . ?
C2 C1 C15 124.7(5) . . ?
Cl1S C1S Cl3S 110.5(3) . . ?
Cl1S C1S Cl2S 110.6(3) . . ?
Cl3S C1S Cl2S 109.3(3) . . ?
Cl1S C1S H1S 108.8 . . ?
Cl3S C1S H1S 108.8 . . ?
Cl2S C1S H1S 108.8 . . ?
C17 O2 Mo1 119.0(3) . . ?
C6 N2 N3 117.8(4) . . ?
C6 N2 Mo1 122.9(4) . . ?
N3 N2 Mo1 119.3(3) . . ?
C3 C2 C1 118.8(5) . . ?
C3 C2 H2A 120.6 . . ?
C1 C2 H2A 120.6 . . ?
C8 N3 N2 108.0(4) . . ?
C2 C3 C4 119.9(5) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C15 N4 N5 118.0(4) . . ?
C15 N4 Mo1 122.7(3) . . ?
N5 N4 Mo1 119.2(3) . . ?
C5 C4 C3 118.9(5) . . ?
C5 C4 H4A 120.6 . . ?
C3 C4 H4A 120.6 . . ?
C17 N5 N4 107.7(4) . . ?
N1 C5 C4 121.4(5) . . ?
N1 C5 C6 113.5(4) . . ?
C4 C5 C6 125.1(5) . . ?
N2 C6 C5 111.7(4) . . ?
N2 C6 C7 125.3(5) . . ?
C5 C6 C7 122.9(4) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 O1 122.6(5) . . ?
N3 C8 C9 120.2(5) . . ?
O1 C8 C9 117.2(4) . . ?
C10 C9 C14 119.5(5) . . ?
C10 C9 C8 120.8(5) . . ?
C14 C9 C8 119.6(5) . . ?
C11 C10 C9 120.2(5) . . ?
C11 C10 H10A 119.9 . . ?
C9 C10 H10A 119.9 . . ?
C10 C11 C12 120.5(5) . . ?
C10 C11 H11A 119.8 . . ?
C12 C11 H11A 119.8 . . ?
C11 C12 C13 119.9(5) . . ?
C11 C12 H12A 120.0 . . ?
C13 C12 H12A 120.0 . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 H13A 120.1 . . ?
C12 C13 H13A 120.1 . . ?
C13 C14 C9 120.1(5) . . ?
C13 C14 H14A 120.0 . . ?
C9 C14 H14A 120.0 . . ?
N4 C15 C1 111.9(4) . . ?
N4 C15 C16 124.9(5) . . ?
C1 C15 C16 123.0(5) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C17 N5 122.5(4) . . ?
O2 C17 C18 117.3(4) . . ?
N5 C17 C18 120.2(4) . . ?
C19 C18 C23 120.0(5) . . ?
C19 C18 C17 121.6(4) . . ?
C23 C18 C17 118.5(4) . . ?
C18 C19 C20 119.8(5) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
C21 C20 C19 120.1(5) . . ?
C21 C20 H20A 120.0 . . ?
C19 C20 H20A 120.0 . . ?
C22 C21 C20 120.4(5) . . ?
C22 C21 H21A 119.8 . . ?
C20 C21 H21A 119.8 . . ?
C21 C22 C23 120.2(5) . . ?
C21 C22 H22A 119.9 . . ?
C23 C22 H22A 119.9 . . ?
C22 C23 C18 119.5(5) . . ?
C22 C23 H23A 120.3 . . ?
C18 C23 H23A 120.3 . . ?

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
C5 N1 C1 C2 -0.6(8) . . . . ?
Mo1 N1 C1 C2 175.9(4) . . . . ?
C5 N1 C1 C15 -179.6(5) . . . . ?
Mo1 N1 C1 C15 -3.1(6) . . . . ?
N1 C1 C2 C3 -1.4(8) . . . . ?
C15 C1 C2 C3 177.4(5) . . . . ?
C6 N2 N3 C8 175.2(5) . . . . ?
Mo1 N2 N3 C8 -6.2(5) . . . . ?
C1 C2 C3 C4 1.7(8) . . . . ?
C2 C3 C4 C5 0.1(8) . . . . ?
C15 N4 N5 C17 -175.0(5) . . . . ?
Mo1 N4 N5 C17 2.9(5) . . . . ?
C1 N1 C5 C4 2.5(8) . . . . ?
Mo1 N1 C5 C4 -174.0(4) . . . . ?
C1 N1 C5 C6 -176.8(4) . . . . ?
Mo1 N1 C5 C6 6.8(6) . . . . ?
C3 C4 C5 N1 -2.2(8) . . . . ?
C3 C4 C5 C6 177.0(5) . . . . ?
N3 N2 C6 C5 179.4(4) . . . . ?
Mo1 N2 C6 C5 0.8(6) . . . . ?
N3 N2 C6 C7 3.2(7) . . . . ?
Mo1 N2 C6 C7 -175.4(4) . . . . ?
N1 C5 C6 N2 -4.7(6) . . . . ?
C4 C5 C6 N2 176.1(5) . . . . ?
N1 C5 C6 C7 171.6(5) . . . . ?
C4 C5 C6 C7 -7.6(8) . . . . ?
N2 N3 C8 O1 2.4(7) . . . . ?
N2 N3 C8 C9 -176.6(4) . . . . ?
Mo1 O1 C8 N3 2.5(7) . . . . ?
Mo1 O1 C8 C9 -178.5(3) . . . . ?
N3 C8 C9 C10 14.9(8) . . . . ?
O1 C8 C9 C10 -164.2(5) . . . . ?
N3 C8 C9 C14 -166.2(5) . . . . ?
O1 C8 C9 C14 14.7(7) . . . . ?
C14 C9 C10 C11 -1.8(8) . . . . ?
C8 C9 C10 C11 177.1(5) . . . . ?
C9 C10 C11 C12 2.7(8) . . . . ?
C10 C11 C12 C13 -1.9(9) . . . . ?
C11 C12 C13 C14 0.1(9) . . . . ?
C12 C13 C14 C9 0.8(8) . . . . ?
C10 C9 C14 C13 0.0(8) . . . . ?
C8 C9 C14 C13 -178.9(5) . . . . ?
N5 N4 C15 C1 178.6(4) . . . . ?
Mo1 N4 C15 C1 0.7(6) . . . . ?
N5 N4 C15 C16 2.3(8) . . . . ?
Mo1 N4 C15 C16 -175.5(4) . . . . ?
N1 C1 C15 N4 1.5(7) . . . . ?
C2 C1 C15 N4 -177.4(5) . . . . ?
N1 C1 C15 C16 177.8(5) . . . . ?
C2 C1 C15 C16 -1.1(8) . . . . ?
Mo1 O2 C17 N5 0.3(6) . . . . ?
Mo1 O2 C17 C18 -178.6(3) . . . . ?
N4 N5 C17 O2 -2.1(6) . . . . ?
N4 N5 C17 C18 176.8(4) . . . . ?
O2 C17 C18 C19 177.7(5) . . . . ?
N5 C17 C18 C19 -1.3(7) . . . . ?
O2 C17 C18 C23 -2.0(7) . . . . ?
N5 C17 C18 C23 179.0(4) . . . . ?
C23 C18 C19 C20 -0.7(8) . . . . ?
C17 C18 C19 C20 179.6(5) . . . . ?
C18 C19 C20 C21 -1.1(9) . . . . ?
C19 C20 C21 C22 1.8(9) . . . . ?
C20 C21 C22 C23 -0.8(9) . . . . ?
C21 C22 C23 C18 -1.1(8) . . . . ?
C19 C18 C23 C22 1.8(8) . . . . ?
C17 C18 C23 C22 -178.6(5) . . . . ?

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
C1S H1S Cl2 1.00 2.76 3.485(5) 130.1 .
C1S H1S O2 1.00 2.51 3.388(6) 146.8 .
C4 H4A Cl1 0.95 2.64 3.533(5) 156.0 2_564
C16 H16B Cl2 0.98 2.76 3.602(6) 144.5 3_645

_refine_diff_density_max         1.461
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.111

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_a_a
_database_code_depnum_ccdc_archive 'CCDC 1558502'
_audit_update_record             
;
2017-06-26 deposited with the CCDC.
2017-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H19 Cl2 Mo N5 O2'
_chemical_formula_sum            'C23 H19 Cl2 Mo N5 O2'
_chemical_formula_weight         564.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.5326(8)
_cell_length_b                   14.1129(14)
_cell_length_c                   19.7994(19)
_cell_angle_alpha                90
_cell_angle_beta                 99.368(2)
_cell_angle_gamma                90
_cell_volume                     2352.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    938
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25.3

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   0.736
_exptl_transmission_factor_max   0.923
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.815
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28034
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.780
_diffrn_reflns_theta_max         28.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6260
_reflns_number_gt                4999
_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 APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0389P)²+2.3882P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6260
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.0963
_refine_ls_wR_factor_gt          0.0890
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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 0.37045(3) 0.48475(2) 0.29912(2) 0.02254(8) Uani 1 1 d . . . . .
Cl1 Cl 0.46204(9) 0.34415(5) 0.25072(4) 0.03126(16) Uani 1 1 d . . . . .
Cl2 Cl 0.29311(8) 0.62620(5) 0.35147(4) 0.03194(17) Uani 1 1 d . . . . .
N1 N 0.5938(3) 0.55100(17) 0.29162(13) 0.0286(5) Uani 1 1 d . . . . .
N2 N 0.5363(3) 0.45464(17) 0.38996(13) 0.0300(5) Uani 1 1 d . . . . .
N3 N 0.4892(3) 0.39837(18) 0.44008(12) 0.0315(6) Uani 1 1 d . . . . .
N4 N 0.3519(3) 0.55584(16) 0.20223(12) 0.0254(5) Uani 1 1 d . . . . .
N5 N 0.2126(3) 0.55051(17) 0.15674(12) 0.0271(5) Uani 1 1 d . . . . .
O1 O 0.1466(2) 0.46468(14) 0.24590(9) 0.0263(4) Uani 1 1 d . . . . .
O2 O 0.2589(2) 0.40325(15) 0.36207(10) 0.0297(4) Uani 1 1 d . . . . .
C1 C 0.6112(3) 0.6016(2) 0.23606(17) 0.0316(7) Uani 1 1 d . . . . .
C2 C 0.7555(4) 0.6457(2) 0.2300(2) 0.0395(8) Uani 1 1 d . . . . .
H2A H 0.7658 0.6831 0.1911 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8833(4) 0.6331(2) 0.2826(2) 0.0459(9) Uani 1 1 d . . . . .
H3A H 0.9831 0.6612 0.2796 0.055 Uiso 1 1 calc R U . . .
C4 C 0.8656(4) 0.5805(2) 0.3385(2) 0.0414(8) Uani 1 1 d . . . . .
H4A H 0.9533 0.5712 0.3741 0.050 Uiso 1 1 calc R U . . .
C5 C 0.7186(3) 0.5403(2) 0.34335(17) 0.0344(7) Uani 1 1 d . . . . .
C6 C 0.6822(4) 0.4858(2) 0.40012(17) 0.0346(7) Uani 1 1 d . . . . .
C7 C 0.7988(4) 0.4658(3) 0.46257(19) 0.0483(9) Uani 1 1 d . . . . .
H7A H 0.7442 0.4370 0.4973 0.072 Uiso 1 1 calc R U . . .
H7B H 0.8492 0.5252 0.4804 0.072 Uiso 1 1 calc R U . . .
H7C H 0.8801 0.4222 0.4513 0.072 Uiso 1 1 calc R U . . .
C8 C 0.3411(3) 0.3747(2) 0.41965(14) 0.0280(6) Uani 1 1 d . . . . .
C9 C 0.2606(4) 0.3144(2) 0.46507(14) 0.0297(6) Uani 1 1 d . . . . .
C10 C 0.3431(5) 0.2850(2) 0.52849(15) 0.0406(8) Uani 1 1 d . . . . .
H10A H 0.4525 0.2996 0.5416 0.049 Uiso 1 1 calc R U . . .
C11 C 0.2623(6) 0.2341(3) 0.57196(17) 0.0546(11) Uani 1 1 d . . . . .
H11A H 0.3166 0.2136 0.6152 0.066 Uiso 1 1 calc R U . . .
C12 C 0.1028(6) 0.2132(2) 0.55253(19) 0.0542(11) Uani 1 1 d . . . . .
H12A H 0.0474 0.1796 0.5829 0.065 Uiso 1 1 calc R U . . .
C13 C 0.0241(5) 0.2408(2) 0.48936(18) 0.0469(9) Uani 1 1 d . . . . .
H13A H -0.0849 0.2254 0.4761 0.056 Uiso 1 1 calc R U . . .
C14 C 0.1029(4) 0.2907(2) 0.44529(16) 0.0362(7) Uani 1 1 d . . . . .
H14A H 0.0488 0.3088 0.4014 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4695(3) 0.6043(2) 0.18441(16) 0.0306(6) Uani 1 1 d . . . . .
C16 C 0.4630(4) 0.6544(2) 0.11880(17) 0.0412(8) Uani 1 1 d . . . . .
H16A H 0.3711 0.6321 0.0865 0.062 Uiso 1 1 calc R U . . .
H16B H 0.5605 0.6418 0.1001 0.062 Uiso 1 1 calc R U . . .
H16C H 0.4532 0.7227 0.1261 0.062 Uiso 1 1 calc R U . . .
C17 C 0.1119(3) 0.49874(18) 0.18465(13) 0.0227(6) Uani 1 1 d . . . . .
C18 C -0.0458(3) 0.47819(18) 0.14398(13) 0.0215(5) Uani 1 1 d . . . . .
C19 C -0.0880(4) 0.5158(2) 0.07911(15) 0.0312(6) Uani 1 1 d . . . . .
H19A H -0.0180 0.5581 0.0615 0.037 Uiso 1 1 calc R U . . .
C20 C -0.2321(4) 0.4919(2) 0.03965(17) 0.0408(8) Uani 1 1 d . . . . .
H20A H -0.2608 0.5182 -0.0048 0.049 Uiso 1 1 calc R U . . .
C21 C -0.3340(4) 0.4300(2) 0.06487(15) 0.0363(7) Uani 1 1 d . . . . .
H21A H -0.4327 0.4138 0.0377 0.044 Uiso 1 1 calc R U . . .
C22 C -0.2924(4) 0.3918(2) 0.12956(15) 0.0343(7) Uani 1 1 d . . . . .
H22A H -0.3622 0.3490 0.1468 0.041 Uiso 1 1 calc R U . . .
C23 C -0.1492(3) 0.4159(2) 0.16920(14) 0.0294(6) Uani 1 1 d . . . . .
H23A H -0.1212 0.3899 0.2138 0.035 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O2 2.042(2) . ?
Mo1 O1 2.0455(18) . ?
Mo1 N2 2.142(2) . ?
Mo1 N1 2.150(2) . ?
Mo1 N4 2.148(2) . ?
Mo1 Cl1 2.3896(7) . ?
Mo1 Cl2 2.3911(7) . ?
N1 C1 1.340(4) . ?
N1 C5 1.361(4) . ?
N2 C6 1.305(4) . ?
N2 N3 1.381(4) . ?
N3 C8 1.306(4) . ?
N4 C15 1.310(4) . ?
N4 N5 1.371(3) . ?
N5 C17 1.316(3) . ?
O1 C17 1.293(3) . ?
O2 C8 1.301(3) . ?
C1 C2 1.402(4) . ?
C1 C15 1.451(4) . ?
C2 C3 1.392(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.360(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.394(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.437(5) . ?
C6 C7 1.482(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.486(4) . ?
C9 C14 1.380(5) . ?
C9 C10 1.399(4) . ?
C10 C11 1.387(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.385(6) . ?
C11 H11A 0.9500 . ?
C12 C13 1.376(5) . ?
C12 H12A 0.9500 . ?
C13 C14 1.379(5) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.472(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.480(4) . ?
C18 C19 1.382(4) . ?
C18 C23 1.395(4) . ?
C19 C20 1.387(4) . ?
C19 H19A 0.9500 . ?
C20 C21 1.382(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.382(4) . ?
C21 H21A 0.9500 . ?
C22 C23 1.383(4) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mo1 O1 75.37(7) . . ?
O2 Mo1 N2 71.68(9) . . ?
O1 Mo1 N2 147.02(9) . . ?
O2 Mo1 N1 142.56(9) . . ?
O1 Mo1 N1 142.07(9) . . ?
N2 Mo1 N1 70.88(10) . . ?
O2 Mo1 N4 146.55(8) . . ?
O1 Mo1 N4 71.19(8) . . ?
N2 Mo1 N4 141.74(10) . . ?
N1 Mo1 N4 70.88(9) . . ?
O2 Mo1 Cl1 89.57(6) . . ?
O1 Mo1 Cl1 90.99(6) . . ?
N2 Mo1 Cl1 87.57(7) . . ?
N1 Mo1 Cl1 88.96(6) . . ?
N4 Mo1 Cl1 90.64(7) . . ?
O2 Mo1 Cl2 90.96(6) . . ?
O1 Mo1 Cl2 92.20(6) . . ?
N2 Mo1 Cl2 89.59(6) . . ?
N1 Mo1 Cl2 88.69(6) . . ?
N4 Mo1 Cl2 90.67(7) . . ?
Cl1 Mo1 Cl2 176.79(3) . . ?
C1 N1 C5 120.0(3) . . ?
C1 N1 Mo1 120.42(19) . . ?
C5 N1 Mo1 119.6(2) . . ?
C6 N2 N3 117.7(3) . . ?
C6 N2 Mo1 123.1(2) . . ?
N3 N2 Mo1 119.20(18) . . ?
C8 N3 N2 107.7(2) . . ?
C15 N4 N5 118.2(2) . . ?
C15 N4 Mo1 122.4(2) . . ?
N5 N4 Mo1 119.42(17) . . ?
C17 N5 N4 108.1(2) . . ?
C17 O1 Mo1 118.92(17) . . ?
C8 O2 Mo1 118.07(19) . . ?
N1 C1 C2 121.5(3) . . ?
N1 C1 C15 113.7(3) . . ?
C2 C1 C15 124.8(3) . . ?
C3 C2 C1 118.1(3) . . ?
C3 C2 H2A 120.9 . . ?
C1 C2 H2A 120.9 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
N1 C5 C4 120.4(3) . . ?
N1 C5 C6 113.9(3) . . ?
C4 C5 C6 125.7(3) . . ?
N2 C6 C5 112.5(3) . . ?
N2 C6 C7 124.0(3) . . ?
C5 C6 C7 123.6(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 O2 123.3(3) . . ?
N3 C8 C9 118.6(3) . . ?
O2 C8 C9 118.1(3) . . ?
C14 C9 C10 120.5(3) . . ?
C14 C9 C8 119.5(3) . . ?
C10 C9 C8 119.9(3) . . ?
C11 C10 C9 118.8(4) . . ?
C11 C10 H10A 120.6 . . ?
C9 C10 H10A 120.6 . . ?
C10 C11 C12 120.2(3) . . ?
C10 C11 H11A 119.9 . . ?
C12 C11 H11A 119.9 . . ?
C13 C12 C11 120.3(4) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C12 C13 C14 120.3(4) . . ?
C12 C13 H13A 119.9 . . ?
C14 C13 H13A 119.9 . . ?
C13 C14 C9 119.8(3) . . ?
C13 C14 H14A 120.1 . . ?
C9 C14 H14A 120.1 . . ?
N4 C15 C1 112.5(3) . . ?
N4 C15 C16 124.6(3) . . ?
C1 C15 C16 122.8(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 N5 122.3(2) . . ?
O1 C17 C18 119.1(2) . . ?
N5 C17 C18 118.6(2) . . ?
C19 C18 C23 119.4(2) . . ?
C19 C18 C17 120.4(2) . . ?
C23 C18 C17 120.1(2) . . ?
C18 C19 C20 120.2(3) . . ?
C18 C19 H19A 119.9 . . ?
C20 C19 H19A 119.9 . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20A 119.9 . . ?
C19 C20 H20A 119.9 . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 H21A 120.0 . . ?
C20 C21 H21A 120.0 . . ?
C21 C22 C23 120.0(3) . . ?
C21 C22 H22A 120.0 . . ?
C23 C22 H22A 120.0 . . ?
C22 C23 C18 120.3(3) . . ?
C22 C23 H23A 119.9 . . ?
C18 C23 H23A 119.9 . . ?

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
C6 N2 N3 C8 -179.6(2) . . . . ?
Mo1 N2 N3 C8 -0.7(3) . . . . ?
C15 N4 N5 C17 179.8(3) . . . . ?
Mo1 N4 N5 C17 0.1(3) . . . . ?
C5 N1 C1 C2 -1.0(4) . . . . ?
Mo1 N1 C1 C2 179.8(2) . . . . ?
C5 N1 C1 C15 178.2(2) . . . . ?
Mo1 N1 C1 C15 -0.9(3) . . . . ?
N1 C1 C2 C3 2.0(4) . . . . ?
C15 C1 C2 C3 -177.1(3) . . . . ?
C1 C2 C3 C4 -1.1(5) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C1 N1 C5 C4 -1.0(4) . . . . ?
Mo1 N1 C5 C4 178.2(2) . . . . ?
C1 N1 C5 C6 179.0(2) . . . . ?
Mo1 N1 C5 C6 -1.8(3) . . . . ?
C3 C4 C5 N1 1.9(5) . . . . ?
C3 C4 C5 C6 -178.1(3) . . . . ?
N3 N2 C6 C5 177.7(2) . . . . ?
Mo1 N2 C6 C5 -1.1(3) . . . . ?
N3 N2 C6 C7 -1.2(4) . . . . ?
Mo1 N2 C6 C7 179.9(2) . . . . ?
N1 C5 C6 N2 1.8(4) . . . . ?
C4 C5 C6 N2 -178.2(3) . . . . ?
N1 C5 C6 C7 -179.2(3) . . . . ?
C4 C5 C6 C7 0.8(5) . . . . ?
N2 N3 C8 O2 -1.1(4) . . . . ?
N2 N3 C8 C9 -179.4(2) . . . . ?
Mo1 O2 C8 N3 2.5(4) . . . . ?
Mo1 O2 C8 C9 -179.21(18) . . . . ?
N3 C8 C9 C14 178.3(3) . . . . ?
O2 C8 C9 C14 -0.1(4) . . . . ?
N3 C8 C9 C10 0.7(4) . . . . ?
O2 C8 C9 C10 -177.7(3) . . . . ?
C14 C9 C10 C11 -1.9(4) . . . . ?
C8 C9 C10 C11 175.7(3) . . . . ?
C9 C10 C11 C12 -0.1(5) . . . . ?
C10 C11 C12 C13 1.5(5) . . . . ?
C11 C12 C13 C14 -0.9(5) . . . . ?
C12 C13 C14 C9 -1.1(5) . . . . ?
C10 C9 C14 C13 2.5(5) . . . . ?
C8 C9 C14 C13 -175.1(3) . . . . ?
N5 N4 C15 C1 -178.0(2) . . . . ?
Mo1 N4 C15 C1 1.7(3) . . . . ?
N5 N4 C15 C16 0.4(4) . . . . ?
Mo1 N4 C15 C16 -179.9(2) . . . . ?
N1 C1 C15 N4 -0.4(4) . . . . ?
C2 C1 C15 N4 178.8(3) . . . . ?
N1 C1 C15 C16 -178.9(3) . . . . ?
C2 C1 C15 C16 0.3(5) . . . . ?
Mo1 O1 C17 N5 -4.0(3) . . . . ?
Mo1 O1 C17 C18 175.37(17) . . . . ?
N4 N5 C17 O1 2.4(4) . . . . ?
N4 N5 C17 C18 -176.9(2) . . . . ?
O1 C17 C18 C19 178.2(3) . . . . ?
N5 C17 C18 C19 -2.5(4) . . . . ?
O1 C17 C18 C23 -5.8(4) . . . . ?
N5 C17 C18 C23 173.5(3) . . . . ?
C23 C18 C19 C20 0.2(5) . . . . ?
C17 C18 C19 C20 176.2(3) . . . . ?
C18 C19 C20 C21 -0.3(5) . . . . ?
C19 C20 C21 C22 0.0(5) . . . . ?
C20 C21 C22 C23 0.4(5) . . . . ?
C21 C22 C23 C18 -0.4(5) . . . . ?
C19 C18 C23 C22 0.2(4) . . . . ?
C17 C18 C23 C22 -175.9(3) . . . . ?

_refine_diff_density_max         1.283
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.085

_shelxl_version_number           2014/6

