# 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 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_2
_database_code_depnum_ccdc_archive 'CCDC 1491915'
_audit_update_record             
;
2017-04-04 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H46 Mo2 N6 O10'
_chemical_formula_weight         986.73

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

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

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

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

_cell_length_a                   9.5927(12)
_cell_length_b                   9.8024(11)
_cell_length_c                   12.2341(16)
_cell_angle_alpha                69.693(11)
_cell_angle_beta                 88.749(10)
_cell_angle_gamma                76.188(10)
_cell_volume                     1045.3(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6188
_cell_measurement_theta_min      3.49
_cell_measurement_theta_max      27.50

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_coefficient_mu    0.665
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_T_max  1.000
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_reflns_number            6188
_diffrn_reflns_av_unetI/netI     0.1139
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.488
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             4659
_reflns_number_gt                3816
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_publication_material  'SHELXL, PLATON, WINGX (Ferrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1078P)²+0.0792P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4659
_refine_ls_number_parameters     274
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0895
_refine_ls_wR_factor_ref         0.2130
_refine_ls_wR_factor_gt          0.1996
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.33039(6) 0.21827(6) 0.58561(6) 0.0167(2) Uani 1 1 d . . . . .
O1 O 0.4677(5) 0.2910(5) 0.6590(4) 0.0209(11) Uani 1 1 d . . . . .
O2 O 0.2088(5) 0.2427(5) 0.4527(5) 0.0227(11) Uani 1 1 d . . . . .
O3 O 0.2043(5) 0.2099(6) 0.6852(5) 0.0268(12) Uani 1 1 d . . . . .
O4 O 0.4345(5) 0.0398(5) 0.6176(4) 0.0238(11) Uani 1 1 d . . . . .
N1 N 0.4957(6) 0.7403(6) 0.5769(6) 0.0206(13) Uani 1 1 d D . . . .
H1A H 0.486(8) 0.830(3) 0.576(7) 0.025 Uiso 1 1 d D U . . .
H1B H 0.419(5) 0.736(9) 0.544(6) 0.025 Uiso 1 1 d D U . . .
N2 N 0.3511(6) 0.5368(6) 0.5588(5) 0.0186(12) Uani 1 1 d . . . . .
N3 N 0.2751(6) 0.4674(6) 0.5080(5) 0.0166(12) Uani 1 1 d . . . . .
C1 C 0.5440(7) 0.6295(8) 0.6867(7) 0.0208(15) Uani 1 1 d . . . . .
C2 C 0.6181(8) 0.6628(8) 0.7675(7) 0.0261(16) Uani 1 1 d . . . . .
H2 H 0.630250 0.759370 0.749455 0.031 Uiso 1 1 calc R U . . .
C3 C 0.6731(10) 0.5546(10) 0.8735(8) 0.038(2) Uani 1 1 d . . . . .
H3 H 0.715926 0.579806 0.928801 0.046 Uiso 1 1 calc R U . . .
C4 C 0.6646(10) 0.4095(9) 0.8974(8) 0.036(2) Uani 1 1 d . . . . .
H4 H 0.708076 0.335490 0.966847 0.043 Uiso 1 1 calc R U . . .
C5 C 0.5932(8) 0.3720(9) 0.8207(7) 0.0292(17) Uani 1 1 d . . . . .
H5 H 0.586179 0.273508 0.839630 0.035 Uiso 1 1 calc R U . . .
C6 C 0.5299(7) 0.4815(8) 0.7130(6) 0.0212(15) Uani 1 1 d . . . . .
C7 C 0.4463(7) 0.4376(7) 0.6383(6) 0.0178(14) Uani 1 1 d . . . . .
C8 C 0.1774(7) 0.5577(8) 0.4234(6) 0.0208(15) Uani 1 1 d . . . . .
C9 C 0.1562(8) 0.7242(8) 0.3863(7) 0.0251(16) Uani 1 1 d . . . . .
H9B H 0.133731 0.754992 0.452360 0.038 Uiso 1 1 calc R U . . .
H9A H 0.078437 0.773427 0.327164 0.038 Uiso 1 1 calc R U . . .
H9C H 0.242729 0.750954 0.355504 0.038 Uiso 1 1 calc R U . . .
C10 C 0.0887(7) 0.4985(8) 0.3692(7) 0.0213(15) Uani 1 1 d . . . . .
H10 H 0.013931 0.567842 0.317489 0.026 Uiso 1 1 calc R U . . .
C11 C 0.1012(7) 0.3541(8) 0.3844(6) 0.0211(15) Uani 1 1 d . . . . .
C12 C 0.0012(7) 0.3012(8) 0.3275(7) 0.0218(15) Uani 1 1 d . . . . .
C13 C -0.1076(8) 0.4006(9) 0.2459(7) 0.0286(17) Uani 1 1 d . . . . .
H13 H -0.113571 0.503024 0.220763 0.034 Uiso 1 1 calc R U . . .
C14 C -0.2073(8) 0.3490(9) 0.2017(7) 0.0288(17) Uani 1 1 d . . . . .
H14 H -0.279031 0.417451 0.146592 0.035 Uiso 1 1 calc R U . . .
C15 C -0.2027(8) 0.1988(10) 0.2375(7) 0.0310(18) Uani 1 1 d . . . . .
H15 H -0.272033 0.165358 0.209030 0.037 Uiso 1 1 calc R U . . .
C16 C -0.0918(9) 0.0977(9) 0.3174(8) 0.036(2) Uani 1 1 d . . . . .
H16 H -0.085184 -0.004708 0.340700 0.043 Uiso 1 1 calc R U . . .
C17 C 0.0083(8) 0.1479(9) 0.3622(7) 0.0270(16) Uani 1 1 d . . . . .
H17 H 0.081174 0.079002 0.416019 0.032 Uiso 1 1 calc R U . . .
O41 O 0.8006(14) 0.7199(11) 0.0395(9) 0.103(4) Uani 1 1 d D . . . .
C42A C 0.899(3) 0.786(4) -0.036(3) 0.238(18) Uani 0.49(2) 1 d D . P A 1
H42A H 0.854070 0.854403 -0.111541 0.285 Uiso 0.49(2) 1 calc R U P A 1
H42B H 0.981288 0.712491 -0.045588 0.285 Uiso 0.49(2) 1 calc R U P A 1
C43A C 0.936(5) 0.865(5) 0.037(4) 0.166(11) Uiso 0.49(2) 1 d D U P A 1
H43A H 1.007576 0.921214 0.006697 0.199 Uiso 0.49(2) 1 calc R U P A 1
H43B H 0.959398 0.802965 0.119018 0.199 Uiso 0.49(2) 1 calc R U P A 1
C44A C 0.782(4) 0.959(5) 0.010(5) 0.166(11) Uiso 0.49(2) 1 d D U P A 1
H44A H 0.759292 1.020134 0.059059 0.199 Uiso 0.49(2) 1 calc R U P A 1
H44B H 0.766353 1.023974 -0.070959 0.199 Uiso 0.49(2) 1 calc R U P A 1
C45A C 0.6921(17) 0.846(2) 0.0372(16) 0.131(8) Uani 0.49(2) 1 d D . P A 1
H45A H 0.650050 0.831524 0.111986 0.157 Uiso 0.49(2) 1 calc R U P A 1
H45B H 0.617058 0.872360 -0.023684 0.157 Uiso 0.49(2) 1 calc R U P A 1
C42B C 0.899(3) 0.786(4) -0.036(3) 0.238(18) Uani 0.51(2) 1 d D . P A 2
H42C H 0.911036 0.749972 -0.100664 0.285 Uiso 0.51(2) 1 calc R U P A 2
H42D H 0.992235 0.757610 0.006326 0.285 Uiso 0.51(2) 1 calc R U P A 2
C43B C 0.846(5) 0.957(4) -0.083(5) 0.166(11) Uiso 0.51(2) 1 d D U P A 2
H43C H 0.866225 1.003545 -0.028572 0.199 Uiso 0.51(2) 1 calc R U P A 2
H43D H 0.877421 1.004378 -0.159210 0.199 Uiso 0.51(2) 1 calc R U P A 2
C44B C 0.694(5) 0.945(5) -0.085(3) 0.166(11) Uiso 0.51(2) 1 d D U P A 2
H44C H 0.626029 1.042107 -0.102168 0.199 Uiso 0.51(2) 1 calc R U P A 2
H44D H 0.675659 0.899847 -0.140379 0.199 Uiso 0.51(2) 1 calc R U P A 2
C45B C 0.6921(17) 0.846(2) 0.0372(16) 0.131(8) Uani 0.51(2) 1 d D . P A 2
H45C H 0.715748 0.889431 0.092226 0.157 Uiso 0.51(2) 1 calc R U P A 2
H45D H 0.599766 0.821392 0.053227 0.157 Uiso 0.51(2) 1 calc R U P A 2


_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 O3 1.693(5) . ?
Mo1 O4 1.708(5) . ?
Mo1 O2 1.934(5) . ?
Mo1 O1 1.998(5) . ?
Mo1 N3 2.222(5) . ?
Mo1 N1 2.553(6) 2_666 ?
O1 C7 1.334(8) . ?
O2 C11 1.350(8) . ?
N1 C1 1.405(10) . ?
N1 H1A 0.860(10) . ?
N1 H1B 0.860(10) . ?
N2 C7 1.297(9) . ?
N2 N3 1.390(7) . ?
N3 C8 1.320(9) . ?
C1 C2 1.398(10) . ?
C1 C6 1.413(9) . ?
C2 C3 1.375(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.461(10) . ?
C8 C10 1.425(10) . ?
C8 C9 1.497(9) . ?
C9 H9B 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.338(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.480(10) . ?
C12 C13 1.385(11) . ?
C12 C17 1.398(10) . ?
C13 C14 1.380(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.372(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(11) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
O41 C45B 1.403(11) . ?
O41 C45A 1.403(11) . ?
O41 C42A 1.418(12) . ?
O41 C42B 1.418(12) . ?
C42A C43A 1.466(19) . ?
C42A H42A 0.9700 . ?
C42A H42B 0.9700 . ?
C43A C44A 1.51(2) . ?
C43A H43A 0.9700 . ?
C43A H43B 0.9700 . ?
C44A C45A 1.509(19) . ?
C44A H44A 0.9700 . ?
C44A H44B 0.9700 . ?
C45A H45A 0.9700 . ?
C45A H45B 0.9700 . ?
C42B C43B 1.526(19) . ?
C42B H42C 0.9700 . ?
C42B H42D 0.9700 . ?
C43B C44B 1.49(2) . ?
C43B H43C 0.9700 . ?
C43B H43D 0.9700 . ?
C44B C45B 1.479(19) . ?
C44B H44C 0.9700 . ?
C44B H44D 0.9700 . ?
C45B H45C 0.9700 . ?
C45B H45D 0.9700 . ?

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
O3 Mo1 O4 106.8(2) . . ?
O3 Mo1 O2 98.4(2) . . ?
O4 Mo1 O2 102.2(2) . . ?
O3 Mo1 O1 98.5(2) . . ?
O4 Mo1 O1 96.4(2) . . ?
O2 Mo1 O1 150.0(2) . . ?
O3 Mo1 N3 95.2(2) . . ?
O4 Mo1 N3 156.7(2) . . ?
O2 Mo1 N3 81.7(2) . . ?
O1 Mo1 N3 72.2(2) . . ?
O3 Mo1 N1 173.7(2) . 2_666 ?
O4 Mo1 N1 79.3(2) . 2_666 ?
O2 Mo1 N1 78.7(2) . 2_666 ?
O1 Mo1 N1 81.8(2) . 2_666 ?
N3 Mo1 N1 78.97(18) . 2_666 ?
C7 O1 Mo1 119.6(4) . . ?
C11 O2 Mo1 134.6(4) . . ?
C1 N1 Mo1 119.4(4) . 2_666 ?
C1 N1 H1A 113(5) . . ?
Mo1 N1 H1A 91(5) 2_666 . ?
C1 N1 H1B 117(6) . . ?
Mo1 N1 H1B 104(5) 2_666 . ?
H1A N1 H1B 109(7) . . ?
C7 N2 N3 110.6(5) . . ?
C8 N3 N2 116.0(6) . . ?
C8 N3 Mo1 129.0(5) . . ?
N2 N3 Mo1 115.0(4) . . ?
C2 C1 N1 119.4(6) . . ?
C2 C1 C6 119.4(7) . . ?
N1 C1 C6 121.0(7) . . ?
C3 C2 C1 120.8(7) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 119.9(8) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 121.0(8) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.6(7) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 118.1(7) . . ?
C1 C6 C7 123.6(7) . . ?
C5 C6 C7 118.3(6) . . ?
N2 C7 O1 121.7(6) . . ?
N2 C7 C6 121.2(6) . . ?
O1 C7 C6 117.0(6) . . ?
N3 C8 C10 120.6(6) . . ?
N3 C8 C9 120.0(6) . . ?
C10 C8 C9 119.4(6) . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9A 109.5 . . ?
H9B C9 H9A 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
C11 C10 C8 127.1(7) . . ?
C11 C10 H10 116.4 . . ?
C8 C10 H10 116.4 . . ?
C10 C11 O2 122.5(7) . . ?
C10 C11 C12 123.8(7) . . ?
O2 C11 C12 113.7(6) . . ?
C13 C12 C17 118.2(7) . . ?
C13 C12 C11 121.7(7) . . ?
C17 C12 C11 119.9(7) . . ?
C14 C13 C12 120.6(7) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 121.4(7) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 118.4(7) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
C17 C16 C15 120.7(8) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C12 120.6(7) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
C45A O41 C42A 102.2(16) . . ?
C45B O41 C42B 102.2(16) . . ?
O41 C42A C43A 96(2) . . ?
O41 C42A H42A 112.6 . . ?
C43A C42A H42A 112.6 . . ?
O41 C42A H42B 112.6 . . ?
C43A C42A H42B 112.6 . . ?
H42A C42A H42B 110.1 . . ?
C42A C43A C44A 87(3) . . ?
C42A C43A H43A 114.2 . . ?
C44A C43A H43A 114.2 . . ?
C42A C43A H43B 114.2 . . ?
C44A C43A H43B 114.2 . . ?
H43A C43A H43B 111.4 . . ?
C45A C44A C43A 105(3) . . ?
C45A C44A H44A 110.8 . . ?
C43A C44A H44A 110.8 . . ?
C45A C44A H44B 110.8 . . ?
C43A C44A H44B 110.8 . . ?
H44A C44A H44B 108.9 . . ?
O41 C45A C44A 99(2) . . ?
O41 C45A H45A 112.1 . . ?
C44A C45A H45A 112.1 . . ?
O41 C45A H45B 112.1 . . ?
C44A C45A H45B 112.1 . . ?
H45A C45A H45B 109.7 . . ?
O41 C42B C43B 111(2) . . ?
O41 C42B H42C 109.5 . . ?
C43B C42B H42C 109.5 . . ?
O41 C42B H42D 109.5 . . ?
C43B C42B H42D 109.5 . . ?
H42C C42B H42D 108.1 . . ?
C44B C43B C42B 91(3) . . ?
C44B C43B H43C 113.5 . . ?
C42B C43B H43C 113.5 . . ?
C44B C43B H43D 113.5 . . ?
C42B C43B H43D 113.5 . . ?
H43C C43B H43D 110.8 . . ?
C45B C44B C43B 99(3) . . ?
C45B C44B H44C 112.0 . . ?
C43B C44B H44C 112.0 . . ?
C45B C44B H44D 112.0 . . ?
C43B C44B H44D 112.0 . . ?
H44C C44B H44D 109.7 . . ?
O41 C45B C44B 100(2) . . ?
O41 C45B H45C 111.7 . . ?
C44B C45B H45C 111.7 . . ?
O41 C45B H45D 111.7 . . ?
C44B C45B H45D 111.7 . . ?
H45C C45B H45D 109.5 . . ?

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
N1 H1A O4 0.860(10) 2.23(2) 3.065(7) 165(7) 1_565
N1 H1B N2 0.860(10) 2.15(6) 2.755(8) 127(7) .

_refine_diff_density_max         2.314
_refine_diff_density_min         -1.846
_refine_diff_density_rms         0.194

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1491916'
_audit_update_record             
;
2017-04-04 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H22 Mo N4 O4'
_chemical_formula_weight         514.38

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                   10.252(6)
_cell_length_b                   15.389(8)
_cell_length_c                   14.046(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.560(9)
_cell_angle_gamma                90
_cell_volume                     2178(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1005
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      20.20

_exptl_crystal_description       cuboid
_exptl_crystal_colour            'dark red'

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.640
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.891
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_process_details   SADABS
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            10167
_diffrn_reflns_av_unetI/netI     0.1216
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.982
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             3869
_reflns_number_gt                2210
_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, 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0395P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3869
_refine_ls_number_parameters     297
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2095(5) -0.0460(4) 0.2409(4) 0.0314(15) Uani 1 1 d . . . . .
C2 C 0.1310(6) -0.1074(4) 0.2784(5) 0.0367(15) Uani 1 1 d . . . . .
C3 C 0.1557(6) -0.1961(4) 0.2663(5) 0.0449(18) Uani 1 1 d . . . . .
H3 H 0.106240 -0.237385 0.292525 0.054 Uiso 1 1 calc R U . . .
C4 C 0.2508(7) -0.2225(4) 0.2168(5) 0.0536(19) Uani 1 1 d . . . . .
H4 H 0.266103 -0.281607 0.210256 0.064 Uiso 1 1 calc R U . . .
C5 C 0.3244(6) -0.1633(4) 0.1763(5) 0.0510(19) Uani 1 1 d . . . . .
H5 H 0.388901 -0.181994 0.142238 0.061 Uiso 1 1 calc R U . . .
C6 C 0.3020(6) -0.0764(4) 0.1867(5) 0.0424(17) Uani 1 1 d . . . . .
H6 H 0.349578 -0.036436 0.156998 0.051 Uiso 1 1 calc R U . . .
C7 C 0.2012(6) 0.0483(4) 0.2574(5) 0.0359(15) Uani 1 1 d . . . . .
C8 C 0.0967(5) 0.2110(4) 0.3869(4) 0.0344(15) Uani 1 1 d . . . . .
C9 C 0.0032(6) 0.1656(4) 0.4404(5) 0.0484(18) Uani 1 1 d . . . . .
H9A H -0.065581 0.137862 0.394968 0.073 Uiso 1 1 calc R U . . .
H9B H -0.035680 0.207113 0.477961 0.073 Uiso 1 1 calc R U . . .
H9C H 0.050740 0.122637 0.482728 0.073 Uiso 1 1 calc R U . . .
C10 C 0.1209(6) 0.3020(4) 0.4020(5) 0.0396(16) Uani 1 1 d . . . . .
H10 H 0.064162 0.330713 0.436099 0.048 Uiso 1 1 calc R U . . .
C11 C 0.2152(6) 0.3517(4) 0.3734(5) 0.0401(16) Uani 1 1 d . . . . .
C12 C 0.2309(6) 0.4456(4) 0.3933(4) 0.0386(16) Uani 1 1 d . . . . .
C13 C 0.3521(6) 0.4853(4) 0.3958(5) 0.0504(18) Uani 1 1 d . . . . .
H13 H 0.424395 0.451981 0.386429 0.060 Uiso 1 1 calc R U . . .
C14 C 0.3680(8) 0.5733(5) 0.4119(5) 0.067(2) Uani 1 1 d . . . . .
H14 H 0.451234 0.598597 0.415731 0.080 Uiso 1 1 calc R U . . .
C15 C 0.2606(9) 0.6237(5) 0.4223(5) 0.068(2) Uani 1 1 d . . . . .
H15 H 0.270468 0.683397 0.431439 0.082 Uiso 1 1 calc R U . . .
C16 C 0.1393(8) 0.5857(4) 0.4191(5) 0.064(2) Uani 1 1 d . . . . .
H16 H 0.066861 0.619795 0.426440 0.076 Uiso 1 1 calc R U . . .
C17 C 0.1229(7) 0.4966(4) 0.4049(5) 0.0549(19) Uani 1 1 d . . . . .
H17 H 0.040167 0.471308 0.403223 0.066 Uiso 1 1 calc R U . . .
C18 C 0.5310(6) 0.0970(4) 0.3420(5) 0.0395(16) Uani 1 1 d . . . . .
H18 H 0.523361 0.082046 0.277066 0.047 Uiso 1 1 calc R U . . .
C19 C 0.6248(6) 0.0542(4) 0.4075(5) 0.0411(16) Uani 1 1 d . . . . .
C20 C 0.7095(7) -0.0169(4) 0.3761(6) 0.069(2) Uani 1 1 d . . . . .
H20A H 0.653426 -0.059643 0.339230 0.104 Uiso 1 1 calc R U . . .
H20B H 0.761261 -0.043890 0.432219 0.104 Uiso 1 1 calc R U . . .
H20C H 0.767699 0.007573 0.336870 0.104 Uiso 1 1 calc R U . . .
C21 C 0.6363(6) 0.0784(4) 0.5030(5) 0.0510(19) Uani 1 1 d . . . . .
H21 H 0.698801 0.051566 0.550189 0.061 Uiso 1 1 calc R U . . .
C22 C 0.5548(6) 0.1425(4) 0.5289(5) 0.0531(19) Uani 1 1 d . . . . .
H22 H 0.562264 0.159603 0.593165 0.064 Uiso 1 1 calc R U . . .
C23 C 0.4637(6) 0.1800(4) 0.4583(5) 0.0456(17) Uani 1 1 d . . . . .
H23 H 0.408394 0.222550 0.476059 0.055 Uiso 1 1 calc R U . . .
H1N H 0.023(6) -0.0290(12) 0.338(5) 0.055 Uiso 1 1 d D U . . .
H2N H -0.012(5) -0.123(3) 0.349(4) 0.055 Uiso 1 1 d D U . . .
Mo1 Mo 0.28953(5) 0.22410(3) 0.23275(4) 0.0364(2) Uani 1 1 d . . . . .
N1 N 0.0372(6) -0.0837(3) 0.3306(5) 0.0554(16) Uani 1 1 d D . . . .
N2 N 0.1383(5) 0.0787(3) 0.3220(4) 0.0366(13) Uani 1 1 d . . . . .
N3 N 0.1588(4) 0.1688(3) 0.3280(4) 0.0371(13) Uani 1 1 d . . . . .
N4 N 0.4494(4) 0.1586(3) 0.3643(4) 0.0361(13) Uani 1 1 d . . . . .
O1 O 0.2681(4) 0.0980(2) 0.2054(3) 0.0391(11) Uani 1 1 d . . . . .
O2 O 0.3066(4) 0.3178(2) 0.3265(3) 0.0451(11) Uani 1 1 d . . . . .
O4 O 0.4251(4) 0.2348(2) 0.1804(3) 0.0446(11) Uani 1 1 d . . . . .
O3 O 0.1597(4) 0.2653(3) 0.1536(3) 0.0504(12) Uani 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
C1 C6 1.401(7) . ?
C1 C2 1.405(8) . ?
C1 C7 1.474(7) . ?
C2 N1 1.360(8) . ?
C2 C3 1.405(8) . ?
C3 C4 1.359(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.370(8) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N2 1.293(7) . ?
C7 O1 1.332(7) . ?
C8 N3 1.306(7) . ?
C8 C10 1.431(8) . ?
C8 C9 1.496(7) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.351(8) . ?
C10 H10 0.9300 . ?
C11 O2 1.346(7) . ?
C11 C12 1.475(8) . ?
C12 C13 1.379(8) . ?
C12 C17 1.391(8) . ?
C13 C14 1.378(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.377(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.391(8) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 N4 1.339(7) . ?
C18 C19 1.372(8) . ?
C18 H18 0.9300 . ?
C19 C21 1.376(8) . ?
C19 C20 1.512(8) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.384(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.360(8) . ?
C22 H22 0.9300 . ?
C23 N4 1.342(7) . ?
C23 H23 0.9300 . ?
Mo1 O3 1.694(4) . ?
Mo1 O4 1.695(4) . ?
Mo1 O2 1.939(4) . ?
Mo1 O1 1.982(4) . ?
Mo1 N3 2.229(5) . ?
Mo1 N4 2.451(5) . ?
N1 H1N 0.864(10) . ?
N1 H2N 0.860(10) . ?
N2 N3 1.402(6) . ?

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
C6 C1 C2 118.1(5) . . ?
C6 C1 C7 118.6(5) . . ?
C2 C1 C7 123.3(6) . . ?
N1 C2 C1 122.2(6) . . ?
N1 C2 C3 119.1(6) . . ?
C1 C2 C3 118.6(6) . . ?
C4 C3 C2 121.0(6) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.9(6) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 119.3(6) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 121.8(6) . . ?
C5 C6 H6 119.1 . . ?
C1 C6 H6 119.1 . . ?
N2 C7 O1 123.4(5) . . ?
N2 C7 C1 121.1(6) . . ?
O1 C7 C1 115.4(6) . . ?
N3 C8 C10 119.3(5) . . ?
N3 C8 C9 121.1(5) . . ?
C10 C8 C9 119.5(5) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C8 128.6(6) . . ?
C11 C10 H10 115.7 . . ?
C8 C10 H10 115.7 . . ?
O2 C11 C10 121.8(5) . . ?
O2 C11 C12 114.3(5) . . ?
C10 C11 C12 123.9(6) . . ?
C13 C12 C17 118.7(6) . . ?
C13 C12 C11 120.3(6) . . ?
C17 C12 C11 120.9(6) . . ?
C12 C13 C14 121.2(6) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C15 C14 C13 119.9(7) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C16 C15 C14 119.7(7) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.8(7) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C12 C17 C16 119.7(6) . . ?
C12 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
N4 C18 C19 125.1(6) . . ?
N4 C18 H18 117.5 . . ?
C19 C18 H18 117.5 . . ?
C18 C19 C21 116.6(6) . . ?
C18 C19 C20 121.5(6) . . ?
C21 C19 C20 122.0(6) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 C22 120.1(6) . . ?
C19 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C23 C22 C21 118.5(7) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
N4 C23 C22 123.4(6) . . ?
N4 C23 H23 118.3 . . ?
C22 C23 H23 118.3 . . ?
O3 Mo1 O4 106.7(2) . . ?
O3 Mo1 O2 97.46(19) . . ?
O4 Mo1 O2 104.06(18) . . ?
O3 Mo1 O1 101.16(18) . . ?
O4 Mo1 O1 94.68(17) . . ?
O2 Mo1 O1 148.49(17) . . ?
O3 Mo1 N3 92.90(19) . . ?
O4 Mo1 N3 158.18(18) . . ?
O2 Mo1 N3 82.28(18) . . ?
O1 Mo1 N3 71.65(17) . . ?
O3 Mo1 N4 170.28(18) . . ?
O4 Mo1 N4 83.04(18) . . ?
O2 Mo1 N4 80.12(17) . . ?
O1 Mo1 N4 77.24(15) . . ?
N3 Mo1 N4 77.47(16) . . ?
C2 N1 H1N 118(4) . . ?
C2 N1 H2N 119(4) . . ?
H1N N1 H2N 122(6) . . ?
C7 N2 N3 108.2(5) . . ?
C8 N3 N2 116.4(5) . . ?
C8 N3 Mo1 127.3(4) . . ?
N2 N3 Mo1 116.2(4) . . ?
C18 N4 C23 116.3(5) . . ?
C18 N4 Mo1 118.3(4) . . ?
C23 N4 Mo1 125.4(4) . . ?
C7 O1 Mo1 120.4(4) . . ?
C11 O2 Mo1 129.5(4) . . ?

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
N1 H1N N2 0.864(10) 2.07(5) 2.717(7) 131(5) .
N1 H2N O3 0.860(10) 2.29(2) 3.112(7) 161(6) 2_545

_refine_diff_density_max         0.526
_refine_diff_density_min         -0.788
_refine_diff_density_rms         0.110

####################################################################### 
# 
# 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 1491914'
_audit_update_record             
;
2017-04-04 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H15 Mo N3 O4'
_chemical_formula_weight         421.26

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'
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                   11.092(4)
_cell_length_b                   8.109(3)
_cell_length_c                   18.807(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.213(16)
_cell_angle_gamma                90
_cell_volume                     1632.2(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2644
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.38

_exptl_crystal_description       cuboid
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.832
_shelx_estimated_absorpt_T_min   0.851
_shelx_estimated_absorpt_T_max   0.878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_T_max  0.875

_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            9973
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.903
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             2811
_reflns_number_gt                2024
_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, 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1334P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2811
_refine_ls_number_parameters     233
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.2021
_refine_ls_wR_factor_gt          0.1767
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3526(7) 0.8086(8) 0.4956(4) 0.0430(17) Uani 1 1 d . . . . .
C2 C 0.2557(8) 0.8161(8) 0.5313(4) 0.0462(19) Uani 1 1 d . . . . .
H2 H 0.270082 0.777094 0.579336 0.055 Uiso 1 1 calc R U . . .
C3 C 0.1417(7) 0.8793(8) 0.4970(4) 0.0489(18) Uani 1 1 d . . . . .
H3 H 0.079414 0.882134 0.521847 0.059 Uiso 1 1 calc R U . . .
C4 C 0.1168(8) 0.9399(8) 0.4253(4) 0.050(2) Uani 1 1 d . . . . .
H4 H 0.039160 0.984656 0.402227 0.060 Uiso 1 1 calc R U . . .
C5 C 0.2095(7) 0.9319(8) 0.3895(4) 0.0419(17) Uani 1 1 d . . . . .
H5 H 0.193012 0.970826 0.341404 0.050 Uiso 1 1 calc R U . . .
C6 C 0.3260(6) 0.8688(8) 0.4219(3) 0.0361(14) Uani 1 1 d . . . . .
C7 C 0.4196(6) 0.8657(7) 0.3797(3) 0.0361(14) Uani 1 1 d . . . . .
C8 C 0.7158(7) 0.7837(7) 0.3754(3) 0.0403(16) Uani 1 1 d . . . . .
C9 C 0.7695(7) 0.7117(7) 0.4495(4) 0.0420(18) Uani 1 1 d . . . . .
H9A H 0.762907 0.789982 0.486588 0.063 Uiso 1 1 calc R U . . .
H9B H 0.855871 0.685216 0.455051 0.063 Uiso 1 1 calc R U . . .
H9C H 0.724574 0.613277 0.454812 0.063 Uiso 1 1 calc R U . . .
C10 C 0.7939(7) 0.7959(7) 0.3257(4) 0.0441(18) Uani 1 1 d . . . . .
H10 H 0.877599 0.768949 0.345275 0.053 Uiso 1 1 calc R U . . .
C11 C 0.7616(6) 0.8415(7) 0.2543(4) 0.0387(15) Uani 1 1 d . . . . .
C12 C 0.8531(6) 0.8554(8) 0.2093(3) 0.0387(15) Uani 1 1 d . . . . .
C13 C 0.9684(8) 0.7767(9) 0.2303(5) 0.0516(19) Uani 1 1 d . . . . .
H13 H 0.986263 0.707872 0.271306 0.062 Uiso 1 1 calc R U . . .
C14 C 1.0573(8) 0.7988(9) 0.1913(5) 0.060(2) Uani 1 1 d . . . . .
H14 H 1.134607 0.746918 0.206182 0.071 Uiso 1 1 calc R U . . .
C15 C 1.0285(8) 0.9003(9) 0.1295(4) 0.055(2) Uani 1 1 d . . . . .
H15 H 1.086977 0.916485 0.102705 0.066 Uiso 1 1 calc R U . . .
C16 C 0.9140(9) 0.9769(9) 0.1079(4) 0.054(2) Uani 1 1 d . . . . .
H16 H 0.895501 1.044892 0.066597 0.065 Uiso 1 1 calc R U . . .
C17 C 0.8272(7) 0.9530(7) 0.1470(4) 0.0447(18) Uani 1 1 d . . . . .
H17 H 0.749494 1.003524 0.131270 0.054 Uiso 1 1 calc R U . . .
H1A H 0.500(7) 0.711(8) 0.5745(17) 0.054 Uiso 1 1 d D U . . .
H1B H 0.513(5) 0.738(8) 0.502(3) 0.054 Uiso 1 1 d D U . . .
Mo1 Mo 0.49962(4) 0.95234(6) 0.24965(2) 0.0284(3) Uani 1 1 d . . . . .
N1 N 0.4639(8) 0.7446(11) 0.5308(4) 0.076(2) Uani 1 1 d D . . . .
N2 N 0.5326(6) 0.8131(6) 0.4064(3) 0.0415(15) Uani 1 1 d . . . . .
N3 N 0.6003(5) 0.8347(6) 0.3538(3) 0.0370(12) Uani 1 1 d . . . . .
O1 O 0.3819(5) 0.9193(5) 0.3098(2) 0.0413(11) Uani 1 1 d . . . . .
O2 O 0.6459(4) 0.8801(6) 0.2190(2) 0.0399(11) Uani 1 1 d . . . . .
O3 O 0.5420(4) 1.1530(5) 0.2709(2) 0.0354(10) Uani 1 1 d . . . . .
O4 O 0.3908(4) 0.9525(4) 0.1671(2) 0.0389(11) Uani 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
C1 N1 1.342(10) . ?
C1 C2 1.410(10) . ?
C1 C6 1.426(8) . ?
C2 C3 1.360(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.464(8) . ?
C7 N2 1.294(8) . ?
C7 O1 1.344(7) . ?
C8 N3 1.305(8) . ?
C8 C10 1.436(10) . ?
C8 C9 1.483(9) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.348(9) . ?
C10 H10 0.9300 . ?
C11 O2 1.318(8) . ?
C11 C12 1.487(9) . ?
C12 C17 1.381(9) . ?
C12 C13 1.391(10) . ?
C13 C14 1.386(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.391(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.375(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(11) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
Mo1 O4 1.699(4) . ?
Mo1 O3 1.712(4) . ?
Mo1 O2 1.949(4) . ?
Mo1 O1 1.957(4) . ?
Mo1 N3 2.201(5) . ?
Mo1 O3 2.482(4) 2_645 ?
N1 H1A 0.859(10) . ?
N1 H1B 0.863(10) . ?
N2 N3 1.402(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.0(6) . . ?
N1 C1 C6 122.7(6) . . ?
C2 C1 C6 117.3(6) . . ?
C3 C2 C1 121.3(6) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 121.0(7) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.3(8) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 122.7(6) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
C5 C6 C1 119.3(6) . . ?
C5 C6 C7 119.0(5) . . ?
C1 C6 C7 121.7(6) . . ?
N2 C7 O1 120.5(5) . . ?
N2 C7 C6 123.2(5) . . ?
O1 C7 C6 116.2(6) . . ?
N3 C8 C10 119.0(6) . . ?
N3 C8 C9 122.5(6) . . ?
C10 C8 C9 118.5(7) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C8 128.3(7) . . ?
C11 C10 H10 115.9 . . ?
C8 C10 H10 115.9 . . ?
O2 C11 C10 122.4(6) . . ?
O2 C11 C12 114.6(6) . . ?
C10 C11 C12 123.0(6) . . ?
C17 C12 C13 118.4(6) . . ?
C17 C12 C11 120.4(6) . . ?
C13 C12 C11 121.2(6) . . ?
C14 C13 C12 121.3(7) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 118.6(8) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C16 C15 C14 120.4(7) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 120.1(7) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C12 121.2(7) . . ?
C16 C17 H17 119.4 . . ?
C12 C17 H17 119.4 . . ?
O4 Mo1 O3 107.39(19) . . ?
O4 Mo1 O2 100.2(2) . . ?
O3 Mo1 O2 99.0(2) . . ?
O4 Mo1 O1 96.1(2) . . ?
O3 Mo1 O1 100.31(19) . . ?
O2 Mo1 O1 149.7(2) . . ?
O4 Mo1 N3 152.46(19) . . ?
O3 Mo1 N3 99.2(2) . . ?
O2 Mo1 N3 82.25(19) . . ?
O1 Mo1 N3 71.7(2) . . ?
O4 Mo1 O3 78.44(16) . 2_645 ?
O3 Mo1 O3 173.97(8) . 2_645 ?
O2 Mo1 O3 78.18(16) . 2_645 ?
O1 Mo1 O3 80.28(16) . 2_645 ?
N3 Mo1 O3 75.22(17) . 2_645 ?
C1 N1 H1A 137(6) . . ?
C1 N1 H1B 111(5) . . ?
H1A N1 H1B 111(8) . . ?
C7 N2 N3 109.2(5) . . ?
C8 N3 N2 113.8(5) . . ?
C8 N3 Mo1 130.0(4) . . ?
N2 N3 Mo1 116.2(4) . . ?
C7 O1 Mo1 121.8(4) . . ?
C11 O2 Mo1 134.3(4) . . ?
Mo1 O3 Mo1 149.8(2) . 2_655 ?

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
N1 H1B N2 0.863(10) 1.96(4) 2.701(8) 143(6) .

_refine_diff_density_max         1.047
_refine_diff_density_min         -1.766
_refine_diff_density_rms         0.195

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1491918'
_audit_update_record             
;
2017-04-04 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H21 Mo N3 O5 S'
_chemical_formula_weight         499.39

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'
S S 0.1246 0.1234 '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                   13.8977(7)
_cell_length_b                   7.1879(3)
_cell_length_c                   20.6638(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.207(4)
_cell_angle_gamma                90
_cell_volume                     2043.08(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9200
_cell_measurement_theta_min      3.29
_cell_measurement_theta_max      30.00

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_coefficient_mu    0.780
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'

_exptl_absorpt_correction_T_min  0.926
_exptl_absorpt_correction_T_max  1.000
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_reflns_number            9200
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.286
_diffrn_reflns_theta_max         29.991
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             5697
_reflns_number_gt                4678
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_publication_material  'SHELXL, PLATON, WINGX (Ferrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0341P)²+0.3917P] 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         5697
_refine_ls_number_parameters     271
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0857
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.24918(2) 0.23767(3) 0.03841(2) 0.01474(7) Uani 1 1 d . . . . .
S1 S 0.14141(5) 0.66528(9) 0.03949(3) 0.01755(14) Uani 1 1 d . . . . .
N1 N 0.2491(2) 0.6088(4) -0.20348(12) 0.0332(7) Uani 1 1 d D . . . .
N2 N 0.28212(17) 0.4809(3) -0.08010(10) 0.0195(5) Uani 1 1 d . . . . .
N3 N 0.31470(16) 0.4673(3) -0.01297(10) 0.0183(5) Uani 1 1 d . . . . .
O1 O 0.20079(14) 0.2148(2) -0.05723(9) 0.0194(4) Uani 1 1 d . . . . .
O2 O 0.29347(14) 0.3917(3) 0.11436(9) 0.0199(4) Uani 1 1 d . . . . .
O4 O 0.16063(14) 0.0988(2) 0.06255(9) 0.0205(4) Uani 1 1 d . . . . .
O3 O 0.34919(15) 0.1018(3) 0.04219(10) 0.0263(5) Uani 1 1 d . . . . .
O5 O 0.12723(13) 0.4560(2) 0.02762(9) 0.0202(4) Uani 1 1 d . . . . .
C1 C 0.1818(2) 0.3194(4) -0.16767(12) 0.0186(5) Uani 1 1 d . . . . .
C2 C 0.1975(2) 0.4491(4) -0.21690(13) 0.0214(6) Uani 1 1 d . . . . .
C3 C 0.1559(2) 0.4100(4) -0.28204(13) 0.0274(7) Uani 1 1 d . . . . .
H3 H 0.166314 0.491992 -0.315159 0.033 Uiso 1 1 calc R U . . .
C4 C 0.1007(2) 0.2548(5) -0.29738(14) 0.0307(7) Uani 1 1 d . . . . .
H4 H 0.074489 0.232228 -0.340638 0.037 Uiso 1 1 calc R U . . .
C5 C 0.0832(2) 0.1295(5) -0.24875(14) 0.0299(7) Uani 1 1 d . . . . .
H5 H 0.044308 0.025494 -0.259274 0.036 Uiso 1 1 calc R U . . .
C6 C 0.1241(2) 0.1615(4) -0.18517(13) 0.0246(6) Uani 1 1 d . . . . .
H6 H 0.113299 0.076861 -0.152941 0.029 Uiso 1 1 calc R U . . .
C7 C 0.22440(19) 0.3420(4) -0.09881(12) 0.0178(5) Uani 1 1 d . . . . .
C8 C 0.37880(19) 0.5907(4) 0.01217(12) 0.0175(5) Uani 1 1 d . . . . .
C9 C 0.4171(2) 0.7345(4) -0.02992(14) 0.0250(6) Uani 1 1 d . . . . .
H9A H 0.434293 0.676442 -0.068509 0.037 Uiso 1 1 calc R U . . .
H9B H 0.473546 0.792479 -0.006057 0.037 Uiso 1 1 calc R U . . .
H9C H 0.368013 0.826967 -0.042201 0.037 Uiso 1 1 calc R U . . .
C10 C 0.4132(2) 0.5903(4) 0.08102(13) 0.0200(6) Uani 1 1 d . . . . .
H10 H 0.468043 0.661739 0.095019 0.024 Uiso 1 1 calc R U . . .
C11 C 0.37366(19) 0.4961(3) 0.12786(13) 0.0170(5) Uani 1 1 d . . . . .
C12 C 0.4112(2) 0.5079(3) 0.19851(12) 0.0176(5) Uani 1 1 d . . . . .
C13 C 0.3496(2) 0.4781(4) 0.24496(13) 0.0217(6) Uani 1 1 d . . . . .
H13 H 0.284322 0.451647 0.231502 0.026 Uiso 1 1 calc R U . . .
C14 C 0.3847(2) 0.4875(4) 0.31115(14) 0.0267(6) Uani 1 1 d . . . . .
H14 H 0.342645 0.470719 0.341887 0.032 Uiso 1 1 calc R U . . .
C15 C 0.4826(2) 0.5220(4) 0.33148(14) 0.0269(7) Uani 1 1 d . . . . .
H15 H 0.506294 0.527354 0.375860 0.032 Uiso 1 1 calc R U . . .
C16 C 0.5451(2) 0.5484(4) 0.28569(14) 0.0263(6) Uani 1 1 d . . . . .
H16 H 0.610786 0.570045 0.299404 0.032 Uiso 1 1 calc R U . . .
C17 C 0.5098(2) 0.5428(4) 0.21949(14) 0.0221(6) Uani 1 1 d . . . . .
H17 H 0.551830 0.562201 0.188911 0.026 Uiso 1 1 calc R U . . .
C18 C 0.0501(2) 0.7223(4) 0.08845(14) 0.0246(6) Uani 1 1 d . . . . .
H18A H -0.011830 0.678405 0.067461 0.037 Uiso 1 1 calc R U . . .
H18B H 0.047610 0.854841 0.093744 0.037 Uiso 1 1 calc R U . . .
H18C H 0.065228 0.664466 0.130545 0.037 Uiso 1 1 calc R U . . .
C19 C 0.0882(2) 0.7683(4) -0.03578(14) 0.0250(6) Uani 1 1 d . . . . .
H19A H 0.022035 0.727326 -0.046239 0.037 Uiso 1 1 calc R U . . .
H19B H 0.124206 0.731716 -0.070008 0.037 Uiso 1 1 calc R U . . .
H19C H 0.089632 0.901333 -0.031557 0.037 Uiso 1 1 calc R U . . .
H1A H 0.257(2) 0.675(4) -0.2371(10) 0.030 Uiso 1 1 d D U . . .
H1B H 0.277(2) 0.632(4) -0.1649(8) 0.030 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 O3 1.691(2) . ?
Mo1 O4 1.7134(19) . ?
Mo1 O2 1.9473(17) . ?
Mo1 O1 2.0015(17) . ?
Mo1 N3 2.227(2) . ?
Mo1 O5 2.2974(18) . ?
S1 O5 1.5321(18) . ?
S1 C18 1.780(3) . ?
S1 C19 1.785(3) . ?
N1 C2 1.361(4) . ?
N1 H1A 0.862(10) . ?
N1 H1B 0.854(10) . ?
N2 C7 1.304(3) . ?
N2 N3 1.400(3) . ?
N3 C8 1.311(3) . ?
O1 C7 1.328(3) . ?
O2 C11 1.339(3) . ?
C1 C6 1.407(4) . ?
C1 C2 1.419(4) . ?
C1 C7 1.470(3) . ?
C2 C3 1.415(4) . ?
C3 C4 1.366(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.396(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 C10 1.435(4) . ?
C8 C9 1.497(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.360(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.481(3) . ?
C12 C13 1.391(4) . ?
C12 C17 1.400(4) . ?
C13 C14 1.387(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.385(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.386(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

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
O3 Mo1 O4 105.65(10) . . ?
O3 Mo1 O2 97.35(9) . . ?
O4 Mo1 O2 104.73(8) . . ?
O3 Mo1 O1 98.98(9) . . ?
O4 Mo1 O1 94.90(8) . . ?
O2 Mo1 O1 149.95(8) . . ?
O3 Mo1 N3 93.49(9) . . ?
O4 Mo1 N3 158.51(9) . . ?
O2 Mo1 N3 81.90(8) . . ?
O1 Mo1 N3 72.10(7) . . ?
O3 Mo1 O5 171.48(8) . . ?
O4 Mo1 O5 82.87(8) . . ?
O2 Mo1 O5 80.43(7) . . ?
O1 Mo1 O5 79.69(7) . . ?
N3 Mo1 O5 78.08(8) . . ?
O5 S1 C18 103.37(12) . . ?
O5 S1 C19 103.88(12) . . ?
C18 S1 C19 99.16(14) . . ?
C2 N1 H1A 115(2) . . ?
C2 N1 H1B 121(2) . . ?
H1A N1 H1B 123(3) . . ?
C7 N2 N3 109.8(2) . . ?
C8 N3 N2 116.8(2) . . ?
C8 N3 Mo1 127.85(17) . . ?
N2 N3 Mo1 115.33(16) . . ?
C7 O1 Mo1 120.20(16) . . ?
C11 O2 Mo1 130.10(17) . . ?
S1 O5 Mo1 125.37(10) . . ?
C6 C1 C2 119.1(2) . . ?
C6 C1 C7 118.3(2) . . ?
C2 C1 C7 122.6(2) . . ?
N1 C2 C3 119.5(3) . . ?
N1 C2 C1 122.6(2) . . ?
C3 C2 C1 117.9(3) . . ?
C4 C3 C2 121.5(3) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 120.6(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.3(3) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 121.6(3) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
N2 C7 O1 122.3(2) . . ?
N2 C7 C1 121.1(2) . . ?
O1 C7 C1 116.6(2) . . ?
N3 C8 C10 120.2(2) . . ?
N3 C8 C9 121.0(2) . . ?
C10 C8 C9 118.8(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C8 126.5(2) . . ?
C11 C10 H10 116.7 . . ?
C8 C10 H10 116.7 . . ?
O2 C11 C10 122.7(2) . . ?
O2 C11 C12 113.8(2) . . ?
C10 C11 C12 123.5(2) . . ?
C13 C12 C17 119.1(2) . . ?
C13 C12 C11 120.5(2) . . ?
C17 C12 C11 120.5(3) . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.2(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?
S1 C18 H18A 109.5 . . ?
S1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
S1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
S1 C19 H19A 109.5 . . ?
S1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
S1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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
N1 H1B N2 0.854(10) 2.06(3) 2.687(3) 130(3) .

_refine_diff_density_max         0.790
_refine_diff_density_min         -1.337
_refine_diff_density_rms         0.105

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1491917'
_audit_update_record             
;
2017-04-04 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Mo N5 O4'
_chemical_formula_weight         529.40

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                   28.2944(10)
_cell_length_b                   7.8023(3)
_cell_length_c                   21.3607(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.514(3)
_cell_angle_gamma                90
_cell_volume                     4636.4(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    31340
_cell_measurement_theta_min      3.41
_cell_measurement_theta_max      30.00

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_F_000             2160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.605
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_T_max  1.000
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31340
_diffrn_reflns_av_unetI/netI     0.1137
_diffrn_reflns_av_R_equivalents  0.0765
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.411
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             13361
_reflns_number_gt                8557
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    PLATON(Spek,2004)
_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)+(0.0222P)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         13361
_refine_ls_number_parameters     613
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1174
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.1057
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_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 0.15154(2) 0.16497(4) 0.04416(2) 0.02209(8) Uani 1 1 d . . . . .
N1A N -0.04515(12) 0.1936(5) -0.07538(18) 0.0371(9) Uani 1 1 d D . . . .
H1A H -0.0750(5) 0.167(5) -0.0794(19) 0.045 Uiso 1 1 d D U . . .
H1B H -0.0294(13) 0.209(5) -0.0371(8) 0.045 Uiso 1 1 d D U . . .
N2A N 0.04223(10) 0.2278(4) 0.00035(14) 0.0251(7) Uani 1 1 d . . . . .
N3A N 0.07776(10) 0.2498(4) 0.05445(15) 0.0254(7) Uani 1 1 d . . . . .
N4A N 0.14863(10) 0.4466(3) 0.00255(13) 0.0218(7) Uani 1 1 d . . . . .
N5A N 0.17079(11) 0.6730(4) -0.04715(14) 0.0262(7) Uani 1 1 d . . . . .
O1A O 0.10753(8) 0.1276(3) -0.03889(11) 0.0238(6) Uani 1 1 d . . . . .
O2A O 0.16988(9) 0.2858(3) 0.12446(12) 0.0305(6) Uani 1 1 d . . . . .
O4A O 0.20384(8) 0.1548(3) 0.01524(12) 0.0302(6) Uani 1 1 d . . . . .
O3A O 0.14426(9) -0.0307(3) 0.07610(13) 0.0341(7) Uani 1 1 d . . . . .
C1A C -0.02011(13) 0.1236(4) -0.11758(18) 0.0266(9) Uani 1 1 d . . . . .
C2A C -0.04563(15) 0.0639(5) -0.1765(2) 0.0385(10) Uani 1 1 d . . . . .
H2A H -0.078946 0.073289 -0.185332 0.046 Uiso 1 1 calc R U . . .
C3A C -0.02231(15) -0.0074(5) -0.2207(2) 0.0397(11) Uani 1 1 d . . . . .
H3A H -0.040069 -0.045315 -0.259178 0.048 Uiso 1 1 calc R U . . .
C4A C 0.02759(15) -0.0245(5) -0.20932(19) 0.0372(10) Uani 1 1 d . . . . .
H4A H 0.043187 -0.074331 -0.239485 0.045 Uiso 1 1 calc R U . . .
C5A C 0.05309(14) 0.0340(4) -0.15250(17) 0.0274(9) Uani 1 1 d . . . . .
H5A H 0.086407 0.024403 -0.144679 0.033 Uiso 1 1 calc R U . . .
C6A C 0.03048(13) 0.1077(4) -0.10589(18) 0.0248(8) Uani 1 1 d . . . . .
C7A C 0.06053(12) 0.1585(4) -0.04496(17) 0.0217(8) Uani 1 1 d . . . . .
C8A C 0.06397(14) 0.3134(4) 0.10435(18) 0.0276(9) Uani 1 1 d . . . . .
C9A C 0.01264(13) 0.3632(5) 0.10337(19) 0.0332(10) Uani 1 1 d . . . . .
H9A H 0.003966 0.455308 0.073713 0.050 Uiso 1 1 calc R U . . .
H9B H 0.008931 0.399572 0.145126 0.050 Uiso 1 1 calc R U . . .
H9C H -0.007844 0.266449 0.090629 0.050 Uiso 1 1 calc R U . . .
C10A C 0.09756(14) 0.3289(4) 0.16262(18) 0.0296(9) Uani 1 1 d . . . . .
H10A H 0.084825 0.358843 0.198278 0.036 Uiso 1 1 calc R U . . .
C11A C 0.14555(13) 0.3052(4) 0.17222(17) 0.0254(8) Uani 1 1 d . . . . .
C12A C 0.17660(14) 0.2981(4) 0.23614(17) 0.0259(8) Uani 1 1 d . . . . .
C13A C 0.15666(15) 0.2758(5) 0.29110(18) 0.0328(9) Uani 1 1 d . . . . .
H13A H 0.123464 0.268091 0.287415 0.039 Uiso 1 1 calc R U . . .
C14A C 0.18509(17) 0.2654(5) 0.34980(19) 0.0387(10) Uani 1 1 d . . . . .
H14A H 0.171117 0.251597 0.385655 0.046 Uiso 1 1 calc R U . . .
C15A C 0.23438(17) 0.2750(5) 0.3564(2) 0.0427(11) Uani 1 1 d . . . . .
H15A H 0.253685 0.267202 0.396490 0.051 Uiso 1 1 calc R U . . .
C16A C 0.25487(16) 0.2964(5) 0.3030(2) 0.0456(12) Uani 1 1 d . . . . .
H16A H 0.288124 0.302968 0.307261 0.055 Uiso 1 1 calc R U . . .
C17A C 0.22650(14) 0.3079(5) 0.2438(2) 0.0362(10) Uani 1 1 d . . . . .
H17A H 0.240778 0.322442 0.208194 0.043 Uiso 1 1 calc R U . . .
C18A C 0.11203(13) 0.5645(5) -0.00656(19) 0.0318(9) Uani 1 1 d . . . . .
H18A H 0.082531 0.550699 0.006168 0.038 Uiso 1 1 calc R U . . .
C19A C 0.12533(14) 0.7040(5) -0.0369(2) 0.0341(10) Uani 1 1 d . . . . .
H19A H 0.107053 0.801859 -0.048411 0.041 Uiso 1 1 calc R U . . .
C20A C 0.18329(13) 0.5170(4) -0.02299(17) 0.0241(8) Uani 1 1 d . . . . .
H20A H 0.212687 0.464861 -0.024059 0.029 Uiso 1 1 calc R U . . .
C21A C 0.19912(14) 0.7842(5) -0.0813(2) 0.0344(10) Uani 1 1 d . . . . .
H21A H 0.232409 0.747392 -0.071929 0.041 Uiso 1 1 calc R U . . .
H21B H 0.197766 0.900347 -0.065560 0.041 Uiso 1 1 calc R U . . .
C22A C 0.18276(17) 0.7849(5) -0.1515(2) 0.0420(11) Uani 1 1 d . . . . .
H22A H 0.199565 0.854793 -0.175122 0.050 Uiso 1 1 calc R U . . .
C23A C 0.14737(19) 0.6976(6) -0.1828(2) 0.0613(15) Uani 1 1 d . . . . .
H23A H 0.129535 0.625961 -0.161156 0.074 Uiso 1 1 calc R U . . .
H23B H 0.139729 0.706270 -0.226883 0.074 Uiso 1 1 calc R U . . .
Mo2 Mo 0.65611(2) 0.07626(4) 0.56795(2) 0.02741(9) Uani 1 1 d . . . . .
N1B N 0.46555(13) 0.2231(5) 0.4419(2) 0.0470(10) Uani 1 1 d D . . . .
H1C H 0.4350(4) 0.210(5) 0.433(2) 0.056 Uiso 1 1 d D U . . .
H1D H 0.4787(15) 0.239(6) 0.4808(8) 0.056 Uiso 1 1 d D U . . .
N2B N 0.55275(11) 0.2128(4) 0.52205(16) 0.0308(8) Uani 1 1 d . . . . .
N3B N 0.58817(11) 0.2097(4) 0.57718(16) 0.0309(8) Uani 1 1 d . . . . .
N4B N 0.66584(11) 0.3465(4) 0.52167(16) 0.0332(8) Uani 1 1 d . . . . .
N5B N 0.68309(12) 0.5253(4) 0.44985(17) 0.0383(9) Uani 1 1 d . . . . .
O1B O 0.61073(9) 0.0524(3) 0.48593(12) 0.0316(6) Uani 1 1 d . . . . .
O2B O 0.68100(9) 0.2082(3) 0.64392(12) 0.0347(7) Uani 1 1 d . . . . .
O4B O 0.70534(9) 0.0229(3) 0.53591(13) 0.0367(7) Uani 1 1 d . . . . .
O3B O 0.64132(9) -0.1044(3) 0.60486(13) 0.0372(7) Uani 1 1 d . . . . .
C1B C 0.48862(15) 0.1458(5) 0.3997(2) 0.0368(10) Uani 1 1 d . . . . .
C2B C 0.46372(16) 0.1110(6) 0.3377(2) 0.0511(13) Uani 1 1 d . . . . .
H2B H 0.431307 0.139052 0.326997 0.061 Uiso 1 1 calc R U . . .
C3B C 0.48604(18) 0.0371(7) 0.2930(2) 0.0602(15) Uani 1 1 d . . . . .
H3B H 0.468589 0.014891 0.252537 0.072 Uiso 1 1 calc R U . . .
C4B C 0.53429(17) -0.0051(6) 0.3071(2) 0.0558(13) Uani 1 1 d . . . . .
H4B H 0.549416 -0.054301 0.276373 0.067 Uiso 1 1 calc R U . . .
C5B C 0.55937(16) 0.0264(6) 0.3668(2) 0.0440(11) Uani 1 1 d . . . . .
H5B H 0.591726 -0.003312 0.376297 0.053 Uiso 1 1 calc R U . . .
C6B C 0.53817(14) 0.1018(5) 0.41442(19) 0.0308(9) Uani 1 1 d . . . . .
C7B C 0.56721(14) 0.1251(5) 0.47771(19) 0.0298(9) Uani 1 1 d . . . . .
C8B C 0.57721(15) 0.2824(5) 0.6275(2) 0.0342(10) Uani 1 1 d . . . . .
C9B C 0.52832(15) 0.3560(5) 0.6266(2) 0.0464(12) Uani 1 1 d . . . . .
H9D H 0.522582 0.447056 0.595978 0.070 Uiso 1 1 calc R U . . .
H9E H 0.526453 0.400006 0.668085 0.070 Uiso 1 1 calc R U . . .
H9F H 0.504537 0.268135 0.615339 0.070 Uiso 1 1 calc R U . . .
C10B C 0.61277(16) 0.2915(5) 0.6849(2) 0.0387(11) Uani 1 1 d . . . . .
H10B H 0.601545 0.323114 0.721507 0.046 Uiso 1 1 calc R U . . .
C11B C 0.66047(15) 0.2598(5) 0.69226(19) 0.0330(10) Uani 1 1 d . . . . .
C12B C 0.69597(16) 0.2812(5) 0.75211(19) 0.0347(10) Uani 1 1 d . . . . .
C13B C 0.68645(19) 0.3873(5) 0.8014(2) 0.0511(13) Uani 1 1 d . . . . .
H13B H 0.657211 0.444443 0.797591 0.061 Uiso 1 1 calc R U . . .
C14B C 0.7214(2) 0.4060(6) 0.8561(2) 0.0569(14) Uani 1 1 d . . . . .
H14B H 0.715838 0.478094 0.888634 0.068 Uiso 1 1 calc R U . . .
C15B C 0.7642(2) 0.3182(7) 0.8622(2) 0.0618(15) Uani 1 1 d . . . . .
H15B H 0.787187 0.330254 0.898998 0.074 Uiso 1 1 calc R U . . .
C16B C 0.77303(18) 0.2136(6) 0.8145(2) 0.0543(13) Uani 1 1 d . . . . .
H16B H 0.802061 0.154866 0.818919 0.065 Uiso 1 1 calc R U . . .
C17B C 0.73934(16) 0.1946(5) 0.7601(2) 0.0408(11) Uani 1 1 d . . . . .
H17B H 0.745707 0.122328 0.727991 0.049 Uiso 1 1 calc R U . . .
C18B C 0.6588(2) 0.5080(6) 0.5393(2) 0.0713(18) Uani 1 1 d . . . . .
H18B H 0.648448 0.539131 0.576571 0.086 Uiso 1 1 calc R U . . .
C19B C 0.6689(2) 0.6184(6) 0.4953(3) 0.0743(18) Uani 1 1 d . . . . .
H19B H 0.666498 0.737155 0.496354 0.089 Uiso 1 1 calc R U . . .
C20B C 0.68071(16) 0.3635(6) 0.4676(2) 0.0451(12) Uani 1 1 d . . . . .
H20B H 0.688779 0.271374 0.443979 0.054 Uiso 1 1 calc R U . . .
C21B C 0.69724(18) 0.5890(6) 0.3914(2) 0.0598(14) Uani 1 1 d . . . . .
H21C H 0.716973 0.690386 0.401759 0.072 Uiso 1 1 calc R U . A 1
H21D H 0.716906 0.502692 0.375910 0.072 Uiso 1 1 calc R U . A 1
C221 C 0.6578(3) 0.6314(8) 0.3410(3) 0.093(2) Uani 0.739(10) 1 d D . P B 1
H221 H 0.664941 0.685106 0.305009 0.111 Uiso 0.739(10) 1 calc R U P B 1
C231 C 0.6150(4) 0.6012(16) 0.3423(5) 0.161(6) Uani 0.739(10) 1 d D . P B 1
H23C H 0.606559 0.547675 0.377545 0.193 Uiso 0.739(10) 1 calc R U P B 1
H23D H 0.591328 0.632159 0.307978 0.193 Uiso 0.739(10) 1 calc R U P B 1
C222 C 0.6578(3) 0.6314(8) 0.3410(3) 0.093(2) Uani 0.261(10) 1 d D . P B 2
H222 H 0.630822 0.647017 0.359606 0.111 Uiso 0.261(10) 1 calc R U P B 2
C232 C 0.6454(11) 0.655(4) 0.2848(10) 0.161(6) Uani 0.261(10) 1 d D . P B 2
H23E H 0.667596 0.644865 0.257830 0.193 Uiso 0.261(10) 1 calc R U P B 2
H23F H 0.613626 0.682866 0.268312 0.193 Uiso 0.261(10) 1 calc R U P B 2


_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 O3A 1.700(2) . ?
Mo1 O4A 1.706(2) . ?
Mo1 O2A 1.943(2) . ?
Mo1 O1A 1.994(2) . ?
Mo1 N3A 2.239(3) . ?
Mo1 N4A 2.366(3) . ?
N1A C1A 1.359(5) . ?
N1A H1A 0.859(10) . ?
N1A H1B 0.865(10) . ?
N2A C7A 1.297(4) . ?
N2A N3A 1.397(4) . ?
N3A C8A 1.298(4) . ?
N4A C20A 1.326(4) . ?
N4A C18A 1.372(4) . ?
N5A C20A 1.344(4) . ?
N5A C19A 1.366(4) . ?
N5A C21A 1.463(4) . ?
O1A C7A 1.334(4) . ?
O2A C11A 1.339(4) . ?
C1A C2A 1.410(5) . ?
C1A C6A 1.413(5) . ?
C2A C3A 1.366(6) . ?
C2A H2A 0.9300 . ?
C3A C4A 1.395(5) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.372(5) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.401(5) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.473(5) . ?
C8A C10A 1.427(5) . ?
C8A C9A 1.500(5) . ?
C9A H9A 0.9600 . ?
C9A H9B 0.9600 . ?
C9A H9C 0.9600 . ?
C10A C11A 1.348(5) . ?
C10A H10A 0.9300 . ?
C11A C12A 1.484(5) . ?
C12A C17A 1.394(5) . ?
C12A C13A 1.403(5) . ?
C13A C14A 1.363(5) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.378(6) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.380(6) . ?
C15A H15A 0.9300 . ?
C16A C17A 1.373(5) . ?
C16A H16A 0.9300 . ?
C17A H17A 0.9300 . ?
C18A C19A 1.354(5) . ?
C18A H18A 0.9300 . ?
C19A H19A 0.9300 . ?
C20A H20A 0.9300 . ?
C21A C22A 1.487(5) . ?
C21A H21A 0.9700 . ?
C21A H21B 0.9700 . ?
C22A C23A 1.292(6) . ?
C22A H22A 0.9300 . ?
C23A H23A 0.9300 . ?
C23A H23B 0.9300 . ?
Mo2 O3B 1.704(3) . ?
Mo2 O4B 1.712(3) . ?
Mo2 O2B 1.942(3) . ?
Mo2 O1B 1.983(2) . ?
Mo2 N3B 2.226(3) . ?
Mo2 N4B 2.366(3) . ?
N1B C1B 1.348(6) . ?
N1B H1C 0.858(10) . ?
N1B H1D 0.855(10) . ?
N2B C7B 1.294(5) . ?
N2B N3B 1.400(4) . ?
N3B C8B 1.301(5) . ?
N4B C20B 1.306(5) . ?
N4B C18B 1.340(5) . ?
N5B C20B 1.323(5) . ?
N5B C19B 1.331(6) . ?
N5B C21B 1.465(5) . ?
O1B C7B 1.338(4) . ?
O2B C11B 1.336(4) . ?
C1B C2B 1.408(6) . ?
C1B C6B 1.422(5) . ?
C2B C3B 1.365(6) . ?
C2B H2B 0.9300 . ?
C3B C4B 1.383(6) . ?
C3B H3B 0.9300 . ?
C4B C5B 1.364(6) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.401(5) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.460(5) . ?
C8B C10B 1.439(5) . ?
C8B C9B 1.495(5) . ?
C9B H9D 0.9600 . ?
C9B H9E 0.9600 . ?
C9B H9F 0.9600 . ?
C10B C11B 1.353(5) . ?
C10B H10B 0.9300 . ?
C11B C12B 1.484(5) . ?
C12B C17B 1.384(6) . ?
C12B C13B 1.403(5) . ?
C13B C14B 1.395(6) . ?
C13B H13B 0.9300 . ?
C14B C15B 1.375(7) . ?
C14B H14B 0.9300 . ?
C15B C16B 1.363(6) . ?
C15B H15B 0.9300 . ?
C16B C17B 1.370(5) . ?
C16B H16B 0.9300 . ?
C17B H17B 0.9300 . ?
C18B C19B 1.344(6) . ?
C18B H18B 0.9300 . ?
C19B H19B 0.9300 . ?
C20B H20B 0.9300 . ?
C21B C222 1.441(7) . ?
C21B C221 1.441(7) . ?
C21B H21C 0.9700 . ?
C21B H21D 0.9700 . ?
C221 C231 1.238(10) . ?
C221 H221 0.9300 . ?
C231 H23C 0.9300 . ?
C231 H23D 0.9300 . ?
C222 C232 1.201(17) . ?
C222 H222 0.9300 . ?
C232 H23E 0.9300 . ?
C232 H23F 0.9300 . ?

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
O3A Mo1 O4A 106.25(12) . . ?
O3A Mo1 O2A 96.55(12) . . ?
O4A Mo1 O2A 103.46(11) . . ?
O3A Mo1 O1A 97.11(11) . . ?
O4A Mo1 O1A 96.49(11) . . ?
O2A Mo1 O1A 151.54(10) . . ?
O3A Mo1 N3A 92.45(11) . . ?
O4A Mo1 N3A 159.26(11) . . ?
O2A Mo1 N3A 82.73(11) . . ?
O1A Mo1 N3A 71.85(10) . . ?
O3A Mo1 N4A 170.51(11) . . ?
O4A Mo1 N4A 83.13(11) . . ?
O2A Mo1 N4A 82.32(10) . . ?
O1A Mo1 N4A 80.12(9) . . ?
N3A Mo1 N4A 78.06(10) . . ?
C1A N1A H1A 117(3) . . ?
C1A N1A H1B 116(3) . . ?
H1A N1A H1B 117(4) . . ?
C7A N2A N3A 110.1(3) . . ?
C8A N3A N2A 116.6(3) . . ?
C8A N3A Mo1 128.2(3) . . ?
N2A N3A Mo1 115.2(2) . . ?
C20A N4A C18A 105.0(3) . . ?
C20A N4A Mo1 124.2(2) . . ?
C18A N4A Mo1 130.5(2) . . ?
C20A N5A C19A 106.7(3) . . ?
C20A N5A C21A 126.8(3) . . ?
C19A N5A C21A 126.4(3) . . ?
C7A O1A Mo1 120.6(2) . . ?
C11A O2A Mo1 129.5(2) . . ?
N1A C1A C2A 118.7(4) . . ?
N1A C1A C6A 123.5(3) . . ?
C2A C1A C6A 117.8(4) . . ?
C3A C2A C1A 121.2(4) . . ?
C3A C2A H2A 119.4 . . ?
C1A C2A H2A 119.4 . . ?
C2A C3A C4A 121.3(4) . . ?
C2A C3A H3A 119.3 . . ?
C4A C3A H3A 119.3 . . ?
C5A C4A C3A 118.3(4) . . ?
C5A C4A H4A 120.8 . . ?
C3A C4A H4A 120.8 . . ?
C4A C5A C6A 122.0(4) . . ?
C4A C5A H5A 119.0 . . ?
C6A C5A H5A 119.0 . . ?
C5A C6A C1A 119.3(3) . . ?
C5A C6A C7A 118.3(3) . . ?
C1A C6A C7A 122.4(3) . . ?
N2A C7A O1A 122.0(3) . . ?
N2A C7A C6A 121.8(3) . . ?
O1A C7A C6A 116.2(3) . . ?
N3A C8A C10A 119.8(3) . . ?
N3A C8A C9A 121.5(3) . . ?
C10A C8A C9A 118.7(3) . . ?
C8A C9A H9A 109.5 . . ?
C8A C9A H9B 109.5 . . ?
H9A C9A H9B 109.5 . . ?
C8A C9A H9C 109.5 . . ?
H9A C9A H9C 109.5 . . ?
H9B C9A H9C 109.5 . . ?
C11A C10A C8A 127.8(4) . . ?
C11A C10A H10A 116.1 . . ?
C8A C10A H10A 116.1 . . ?
O2A C11A C10A 122.9(3) . . ?
O2A C11A C12A 113.4(3) . . ?
C10A C11A C12A 123.8(3) . . ?
C17A C12A C13A 117.6(4) . . ?
C17A C12A C11A 121.5(3) . . ?
C13A C12A C11A 120.9(4) . . ?
C14A C13A C12A 121.1(4) . . ?
C14A C13A H13A 119.4 . . ?
C12A C13A H13A 119.4 . . ?
C13A C14A C15A 120.5(4) . . ?
C13A C14A H14A 119.8 . . ?
C15A C14A H14A 119.8 . . ?
C14A C15A C16A 119.5(4) . . ?
C14A C15A H15A 120.3 . . ?
C16A C15A H15A 120.3 . . ?
C17A C16A C15A 120.4(4) . . ?
C17A C16A H16A 119.8 . . ?
C15A C16A H16A 119.8 . . ?
C16A C17A C12A 120.9(4) . . ?
C16A C17A H17A 119.6 . . ?
C12A C17A H17A 119.6 . . ?
C19A C18A N4A 109.8(3) . . ?
C19A C18A H18A 125.1 . . ?
N4A C18A H18A 125.1 . . ?
C18A C19A N5A 106.7(3) . . ?
C18A C19A H19A 126.7 . . ?
N5A C19A H19A 126.7 . . ?
N4A C20A N5A 111.8(3) . . ?
N4A C20A H20A 124.1 . . ?
N5A C20A H20A 124.1 . . ?
N5A C21A C22A 114.0(3) . . ?
N5A C21A H21A 108.7 . . ?
C22A C21A H21A 108.7 . . ?
N5A C21A H21B 108.7 . . ?
C22A C21A H21B 108.7 . . ?
H21A C21A H21B 107.6 . . ?
C23A C22A C21A 126.0(4) . . ?
C23A C22A H22A 117.0 . . ?
C21A C22A H22A 117.0 . . ?
C22A C23A H23A 120.0 . . ?
C22A C23A H23B 120.0 . . ?
H23A C23A H23B 120.0 . . ?
O3B Mo2 O4B 105.68(12) . . ?
O3B Mo2 O2B 97.70(12) . . ?
O4B Mo2 O2B 105.39(12) . . ?
O3B Mo2 O1B 99.04(12) . . ?
O4B Mo2 O1B 93.83(12) . . ?
O2B Mo2 O1B 149.97(11) . . ?
O3B Mo2 N3B 93.28(12) . . ?
O4B Mo2 N3B 158.11(12) . . ?
O2B Mo2 N3B 82.27(11) . . ?
O1B Mo2 N3B 72.05(11) . . ?
O3B Mo2 N4B 170.96(12) . . ?
O4B Mo2 N4B 83.35(12) . . ?
O2B Mo2 N4B 79.90(11) . . ?
O1B Mo2 N4B 79.66(10) . . ?
N3B Mo2 N4B 77.78(11) . . ?
C1B N1B H1C 113(3) . . ?
C1B N1B H1D 122(3) . . ?
H1C N1B H1D 119(4) . . ?
C7B N2B N3B 109.5(3) . . ?
C8B N3B N2B 116.4(3) . . ?
C8B N3B Mo2 128.1(3) . . ?
N2B N3B Mo2 115.5(2) . . ?
C20B N4B C18B 104.0(4) . . ?
C20B N4B Mo2 122.7(3) . . ?
C18B N4B Mo2 133.3(3) . . ?
C20B N5B C19B 105.9(4) . . ?
C20B N5B C21B 127.1(4) . . ?
C19B N5B C21B 127.0(4) . . ?
C7B O1B Mo2 120.5(2) . . ?
C11B O2B Mo2 131.5(2) . . ?
N1B C1B C2B 119.7(4) . . ?
N1B C1B C6B 122.6(4) . . ?
C2B C1B C6B 117.7(4) . . ?
C3B C2B C1B 121.6(4) . . ?
C3B C2B H2B 119.2 . . ?
C1B C2B H2B 119.2 . . ?
C2B C3B C4B 120.8(5) . . ?
C2B C3B H3B 119.6 . . ?
C4B C3B H3B 119.6 . . ?
C5B C4B C3B 119.1(5) . . ?
C5B C4B H4B 120.5 . . ?
C3B C4B H4B 120.5 . . ?
C4B C5B C6B 122.4(4) . . ?
C4B C5B H5B 118.8 . . ?
C6B C5B H5B 118.8 . . ?
C5B C6B C1B 118.5(4) . . ?
C5B C6B C7B 118.8(4) . . ?
C1B C6B C7B 122.7(4) . . ?
N2B C7B O1B 122.3(4) . . ?
N2B C7B C6B 123.0(4) . . ?
O1B C7B C6B 114.7(3) . . ?
N3B C8B C10B 119.3(4) . . ?
N3B C8B C9B 121.1(4) . . ?
C10B C8B C9B 119.5(4) . . ?
C8B C9B H9D 109.5 . . ?
C8B C9B H9E 109.5 . . ?
H9D C9B H9E 109.5 . . ?
C8B C9B H9F 109.5 . . ?
H9D C9B H9F 109.5 . . ?
H9E C9B H9F 109.5 . . ?
C11B C10B C8B 128.2(4) . . ?
C11B C10B H10B 115.9 . . ?
C8B C10B H10B 115.9 . . ?
O2B C11B C10B 122.0(4) . . ?
O2B C11B C12B 112.2(4) . . ?
C10B C11B C12B 125.7(4) . . ?
C17B C12B C13B 118.9(4) . . ?
C17B C12B C11B 119.8(4) . . ?
C13B C12B C11B 121.3(4) . . ?
C14B C13B C12B 119.1(5) . . ?
C14B C13B H13B 120.5 . . ?
C12B C13B H13B 120.5 . . ?
C15B C14B C13B 120.3(5) . . ?
C15B C14B H14B 119.9 . . ?
C13B C14B H14B 119.9 . . ?
C16B C15B C14B 120.4(5) . . ?
C16B C15B H15B 119.8 . . ?
C14B C15B H15B 119.8 . . ?
C15B C16B C17B 120.3(5) . . ?
C15B C16B H16B 119.9 . . ?
C17B C16B H16B 119.9 . . ?
C16B C17B C12B 121.0(4) . . ?
C16B C17B H17B 119.5 . . ?
C12B C17B H17B 119.5 . . ?
N4B C18B C19B 110.2(4) . . ?
N4B C18B H18B 124.9 . . ?
C19B C18B H18B 124.9 . . ?
N5B C19B C18B 106.9(4) . . ?
N5B C19B H19B 126.5 . . ?
C18B C19B H19B 126.5 . . ?
N4B C20B N5B 113.0(4) . . ?
N4B C20B H20B 123.5 . . ?
N5B C20B H20B 123.5 . . ?
C222 C21B N5B 114.8(5) . . ?
C221 C21B N5B 114.8(5) . . ?
C221 C21B H21C 108.6 . . ?
N5B C21B H21C 108.6 . . ?
C221 C21B H21D 108.6 . . ?
N5B C21B H21D 108.6 . . ?
H21C C21B H21D 107.5 . . ?
C231 C221 C21B 124.5(8) . . ?
C231 C221 H221 117.7 . . ?
C21B C221 H221 117.7 . . ?
C221 C231 H23C 120.0 . . ?
C221 C231 H23D 120.0 . . ?
H23C C231 H23D 120.0 . . ?
C232 C222 C21B 145.7(19) . . ?
C232 C222 H222 107.1 . . ?
C21B C222 H222 107.1 . . ?
C222 C232 H23E 120.0 . . ?
C222 C232 H23F 120.0 . . ?
H23E C232 H23F 120.0 . . ?

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
N1A H1B N2A 0.865(10) 2.04(3) 2.710(4) 133(4) .
N1B H1D N2B 0.855(10) 2.13(4) 2.735(5) 128(4) .
N1A H1A O3A 0.859(10) 2.242(15) 3.076(4) 164(4) 3
N1B H1C O3B 0.858(10) 2.313(16) 3.146(4) 164(4) 3_656

_refine_diff_density_max         0.507
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.103

