# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_B21057_a
_database_code_depnum_ccdc_archive 'CCDC 2293425'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT430_B21057_a            
;
PROBLEM: Short Inter D...A Contact  O33      ..O51      .       2.82 Ang.  
RESPONSE: There is extensive intermolecular hydrogen bonding which holds 
the various structural components in close proximity to each other resulting 
in some short contacts.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'H4 N5 O17 Th, C4 H12 N2, N O3'
_chemical_formula_sum            'C4 H16 N8 O20 Th'
_chemical_formula_weight         728.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Th Th -7.2400 8.8979 '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                   6.8020(5)
_cell_length_b                   21.332(2)
_cell_length_c                   13.2767(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.576(3)
_cell_angle_gamma                90
_cell_volume                     1909.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9693
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      27.92

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.533
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.083
_exptl_absorpt_coefficient_mu    7.931
_shelx_estimated_absorpt_T_min   0.277
_shelx_estimated_absorpt_T_max   0.559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.27178
_exptl_absorpt_correction_T_max  0.59538
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58650
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.818
_diffrn_reflns_theta_max         27.903
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4548
_reflns_number_gt                4275
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0121P)²+1.8689P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         4548
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0160
_refine_ls_R_factor_gt           0.0142
_refine_ls_wR_factor_ref         0.0346
_refine_ls_wR_factor_gt          0.0340
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.008
_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
Th1 Th 0.88275(2) 0.24580(2) 0.72581(2) 0.00616(3) Uani 1 1 d . . . . .
N1 N 0.9776(3) 0.35906(8) 0.85778(13) 0.0107(3) Uani 1 1 d . . . . .
O1 O 0.8192(2) 0.32716(7) 0.86152(11) 0.0113(3) Uani 1 1 d . . . . .
O2 O 1.1070(2) 0.33342(7) 0.80976(11) 0.0118(3) Uani 1 1 d . . . . .
O3 O 1.0008(2) 0.41101(7) 0.89568(12) 0.0157(3) Uani 1 1 d . . . . .
N11 N 0.6027(3) 0.35493(8) 0.66700(13) 0.0114(4) Uani 1 1 d . . . . .
O11 O 0.5368(2) 0.30152(7) 0.69382(11) 0.0108(3) Uani 1 1 d . . . . .
O12 O 0.7877(2) 0.35656(7) 0.66006(11) 0.0114(3) Uani 1 1 d . . . . .
O13 O 0.4950(2) 0.39972(7) 0.65010(14) 0.0224(4) Uani 1 1 d . . . . .
N21 N 0.5835(3) 0.21130(8) 0.54420(13) 0.0097(3) Uani 1 1 d . . . . .
O21 O 0.7176(2) 0.25313(6) 0.53706(12) 0.0101(3) Uani 1 1 d . . . . .
O22 O 0.5970(2) 0.18254(7) 0.62900(11) 0.0111(3) Uani 1 1 d . . . . .
O23 O 0.4531(2) 0.20072(7) 0.47474(11) 0.0142(3) Uani 1 1 d . . . . .
N31 N 0.9437(2) 0.11200(8) 0.65914(13) 0.0101(3) Uani 1 1 d . . . . .
O31 O 0.9925(2) 0.15865(7) 0.60800(11) 0.0123(3) Uani 1 1 d . . . . .
O32 O 0.9094(2) 0.12429(7) 0.74951(11) 0.0111(3) Uani 1 1 d . . . . .
O33 O 0.9259(2) 0.05888(7) 0.62370(12) 0.0151(3) Uani 1 1 d . . . . .
N41 N 1.2109(3) 0.19469(8) 0.88327(13) 0.0091(3) Uani 1 1 d . . . . .
O41 O 1.2402(2) 0.20413(7) 0.79172(11) 0.0106(3) Uani 1 1 d . . . . .
O42 O 1.0435(2) 0.21392(7) 0.90620(11) 0.0102(3) Uani 1 1 d . . . . .
O43 O 1.3311(2) 0.16897(7) 0.94563(11) 0.0138(3) Uani 1 1 d . . . . .
N51 N 0.5857(3) 0.52826(8) 0.68454(14) 0.0127(4) Uani 1 1 d . . . . .
N61 N 0.3476(3) 0.50726(8) 0.06597(14) 0.0120(4) Uani 1 1 d . . . . .
H61A H 0.243415 0.521510 0.021885 0.014 Uiso 1 1 calc R U . . .
H61B H 0.307893 0.504365 0.128615 0.014 Uiso 1 1 calc R U . . .
N71 N 0.0795(3) 0.51792(8) 0.60261(13) 0.0123(4) Uani 1 1 d . . . . .
H71A H 0.185109 0.525490 0.650643 0.015 Uiso 1 1 calc R U . . .
H71B H -0.033195 0.524676 0.631114 0.015 Uiso 1 1 calc R U . . .
O51 O 0.7544(2) 0.51710(8) 0.73502(12) 0.0173(3) Uani 1 1 d . . . . .
O52 O 0.4366(2) 0.52965(8) 0.73209(11) 0.0152(3) Uani 1 1 d . . . . .
O53 O 0.5684(3) 0.53714(8) 0.59217(12) 0.0208(4) Uani 1 1 d . . . . .
C61 C 0.5166(3) 0.55261(10) 0.06954(17) 0.0140(4) Uani 1 1 d . . . . .
H61C H 0.625610 0.539057 0.121853 0.017 Uiso 1 1 calc R U . . .
H61D H 0.472156 0.594647 0.088657 0.017 Uiso 1 1 calc R U . . .
C62 C 0.5916(3) 0.55623(10) -0.03276(16) 0.0124(4) Uani 1 1 d . . . . .
H62A H 0.486009 0.573263 -0.083859 0.015 Uiso 1 1 calc R U . . .
H62B H 0.706547 0.585051 -0.028176 0.015 Uiso 1 1 calc R U . . .
C72 C 0.0850(3) 0.45127(10) 0.56796(16) 0.0122(4) Uani 1 1 d . . . . .
H72A H 0.075870 0.422877 0.626149 0.015 Uiso 1 1 calc R U . . .
H72B H 0.212350 0.443006 0.541951 0.015 Uiso 1 1 calc R U . . .
C74 C 0.0853(3) 0.56169(10) 0.51492(16) 0.0123(4) Uani 1 1 d . . . . .
H74A H 0.212672 0.556580 0.487307 0.015 Uiso 1 1 calc R U . . .
H74B H 0.077174 0.605505 0.538602 0.015 Uiso 1 1 calc R U . . .
O81 O 1.1265(2) 0.28461(8) 0.62068(13) 0.0120(3) Uani 1 1 d . . . . .
H1 H 1.108(4) 0.2839(13) 0.561(2) 0.018 Uiso 1 1 d . U . . .
H2 H 1.230(4) 0.2919(13) 0.643(2) 0.018 Uiso 1 1 d . U . . .
O91 O 0.6568(2) 0.20341(7) 0.83595(12) 0.0109(3) Uani 1 1 d . . . . .
H4 H 0.668(4) 0.2171(13) 0.895(2) 0.016 Uiso 1 1 d . U . . .
H3 H 0.549(4) 0.1997(13) 0.815(2) 0.016 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Th1 O91 2.4313(15) . ?
Th1 O81 2.4479(16) . ?
Th1 O22 2.5676(15) . ?
Th1 O12 2.5716(15) . ?
Th1 O2 2.5717(15) . ?
Th1 O1 2.5790(15) . ?
Th1 O42 2.5892(14) . ?
Th1 O31 2.6016(15) . ?
Th1 O21 2.6123(16) . ?
Th1 O32 2.6144(15) . ?
Th1 O11 2.6203(15) . ?
Th1 O41 2.6280(15) . ?
N1 O3 1.219(2) . ?
N1 O2 1.276(2) . ?
N1 O1 1.281(2) . ?
N11 O13 1.207(2) . ?
N11 O12 1.274(2) . ?
N11 O11 1.291(2) . ?
N21 O23 1.213(2) . ?
N21 O22 1.275(2) . ?
N21 O21 1.288(2) . ?
N31 O33 1.227(2) . ?
N31 O31 1.273(2) . ?
N31 O32 1.279(2) . ?
N41 O43 1.215(2) . ?
N41 O41 1.273(2) . ?
N41 O42 1.284(2) . ?
N51 O53 1.231(2) . ?
N51 O52 1.264(2) . ?
N51 O51 1.273(2) . ?
N61 C61 1.498(3) . ?
N61 C62 1.499(3) 3_665 ?
N61 H61A 0.9100 . ?
N61 H61B 0.9100 . ?
N71 C72 1.496(3) . ?
N71 C74 1.497(3) . ?
N71 H71A 0.9100 . ?
N71 H71B 0.9100 . ?
C61 C62 1.515(3) . ?
C61 H61C 0.9900 . ?
C61 H61D 0.9900 . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C72 C74 1.514(3) 3_566 ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
O81 H1 0.79(3) . ?
O81 H2 0.74(3) . ?
O91 H4 0.84(3) . ?
O91 H3 0.76(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O91 Th1 O81 176.48(5) . . ?
O91 Th1 O22 66.97(5) . . ?
O81 Th1 O22 114.66(5) . . ?
O91 Th1 O12 113.29(5) . . ?
O81 Th1 O12 69.78(5) . . ?
O22 Th1 O12 99.97(5) . . ?
O91 Th1 O2 113.29(5) . . ?
O81 Th1 O2 66.03(5) . . ?
O22 Th1 O2 164.91(5) . . ?
O12 Th1 O2 65.64(5) . . ?
O91 Th1 O1 69.67(5) . . ?
O81 Th1 O1 111.05(5) . . ?
O22 Th1 O1 121.19(5) . . ?
O12 Th1 O1 63.97(5) . . ?
O2 Th1 O1 49.65(5) . . ?
O91 Th1 O42 64.49(5) . . ?
O81 Th1 O42 112.40(5) . . ?
O22 Th1 O42 121.64(5) . . ?
O12 Th1 O42 127.72(5) . . ?
O2 Th1 O42 68.65(5) . . ?
O1 Th1 O42 67.65(5) . . ?
O91 Th1 O31 110.50(5) . . ?
O81 Th1 O31 68.24(5) . . ?
O22 Th1 O31 65.28(5) . . ?
O12 Th1 O31 122.12(5) . . ?
O2 Th1 O31 125.39(5) . . ?
O1 Th1 O31 171.41(5) . . ?
O42 Th1 O31 104.40(5) . . ?
O91 Th1 O21 111.91(5) . . ?
O81 Th1 O21 70.78(5) . . ?
O22 Th1 O21 49.44(4) . . ?
O12 Th1 O21 64.04(4) . . ?
O2 Th1 O21 121.85(4) . . ?
O1 Th1 O21 122.64(5) . . ?
O42 Th1 O21 168.20(4) . . ?
O31 Th1 O21 65.63(5) . . ?
O91 Th1 O32 66.31(5) . . ?
O81 Th1 O32 111.25(5) . . ?
O22 Th1 O32 64.86(5) . . ?
O12 Th1 O32 164.17(5) . . ?
O2 Th1 O32 129.84(5) . . ?
O1 Th1 O32 126.76(4) . . ?
O42 Th1 O32 67.30(5) . . ?
O31 Th1 O32 48.93(4) . . ?
O21 Th1 O32 100.90(4) . . ?
O91 Th1 O11 68.95(5) . . ?
O81 Th1 O11 114.54(5) . . ?
O22 Th1 O11 63.44(5) . . ?
O12 Th1 O11 49.32(4) . . ?
O2 Th1 O11 102.07(5) . . ?
O1 Th1 O11 65.06(5) . . ?
O42 Th1 O11 121.99(4) . . ?
O31 Th1 O11 123.34(5) . . ?
O21 Th1 O11 63.50(5) . . ?
O32 Th1 O11 121.05(4) . . ?
O91 Th1 O41 107.72(5) . . ?
O81 Th1 O41 68.77(5) . . ?
O22 Th1 O41 126.52(5) . . ?
O12 Th1 O41 127.14(5) . . ?
O2 Th1 O41 68.39(5) . . ?
O1 Th1 O41 103.17(5) . . ?
O42 Th1 O41 48.99(4) . . ?
O31 Th1 O41 68.42(5) . . ?
O21 Th1 O41 126.99(5) . . ?
O32 Th1 O41 65.05(5) . . ?
O11 Th1 O41 168.23(5) . . ?
O3 N1 O2 122.40(18) . . ?
O3 N1 O1 122.07(18) . . ?
O2 N1 O1 115.51(16) . . ?
O3 N1 Th1 168.03(13) . . ?
O2 N1 Th1 58.20(9) . . ?
O1 N1 Th1 58.55(9) . . ?
N1 O1 Th1 96.38(11) . . ?
N1 O2 Th1 96.86(11) . . ?
O13 N11 O12 123.09(18) . . ?
O13 N11 O11 121.69(18) . . ?
O12 N11 O11 115.22(16) . . ?
O13 N11 Th1 175.66(15) . . ?
O12 N11 Th1 56.56(9) . . ?
O11 N11 Th1 58.86(9) . . ?
N11 O11 Th1 96.20(11) . . ?
N11 O12 Th1 99.02(11) . . ?
O23 N21 O22 122.82(17) . . ?
O23 N21 O21 121.77(17) . . ?
O22 N21 O21 115.41(16) . . ?
O23 N21 Th1 174.69(14) . . ?
O22 N21 Th1 56.79(9) . . ?
O21 N21 Th1 58.88(10) . . ?
N21 O21 Th1 96.15(11) . . ?
N21 O22 Th1 98.67(11) . . ?
O33 N31 O31 122.47(17) . . ?
O33 N31 O32 121.87(17) . . ?
O31 N31 O32 115.63(16) . . ?
O33 N31 Th1 166.10(13) . . ?
O31 N31 Th1 58.36(9) . . ?
O32 N31 Th1 58.97(9) . . ?
N31 O31 Th1 97.01(11) . . ?
N31 O32 Th1 96.24(11) . . ?
O43 N41 O41 123.07(17) . . ?
O43 N41 O42 121.38(17) . . ?
O41 N41 O42 115.54(16) . . ?
N41 O41 Th1 96.71(11) . . ?
N41 O42 Th1 98.28(11) . . ?
O53 N51 O52 121.11(18) . . ?
O53 N51 O51 120.94(18) . . ?
O52 N51 O51 117.94(17) . . ?
C61 N61 C62 110.66(16) . 3_665 ?
C61 N61 H61A 109.5 . . ?
C62 N61 H61A 109.5 3_665 . ?
C61 N61 H61B 109.5 . . ?
C62 N61 H61B 109.5 3_665 . ?
H61A N61 H61B 108.1 . . ?
C72 N71 C74 110.45(16) . . ?
C72 N71 H71A 109.6 . . ?
C74 N71 H71A 109.6 . . ?
C72 N71 H71B 109.6 . . ?
C74 N71 H71B 109.6 . . ?
H71A N71 H71B 108.1 . . ?
N61 C61 C62 110.63(17) . . ?
N61 C61 H61C 109.5 . . ?
C62 C61 H61C 109.5 . . ?
N61 C61 H61D 109.5 . . ?
C62 C61 H61D 109.5 . . ?
H61C C61 H61D 108.1 . . ?
N61 C62 C61 110.87(17) 3_665 . ?
N61 C62 H62A 109.5 3_665 . ?
C61 C62 H62A 109.5 . . ?
N61 C62 H62B 109.5 3_665 . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 108.1 . . ?
N71 C72 C74 110.44(17) . 3_566 ?
N71 C72 H72A 109.6 . . ?
C74 C72 H72A 109.6 3_566 . ?
N71 C72 H72B 109.6 . . ?
C74 C72 H72B 109.6 3_566 . ?
H72A C72 H72B 108.1 . . ?
N71 C74 C72 110.79(17) . 3_566 ?
N71 C74 H74A 109.5 . . ?
C72 C74 H74A 109.5 3_566 . ?
N71 C74 H74B 109.5 . . ?
C72 C74 H74B 109.5 3_566 . ?
H74A C74 H74B 108.1 . . ?
Th1 O81 H1 123(2) . . ?
Th1 O81 H2 121(2) . . ?
H1 O81 H2 115(3) . . ?
Th1 O91 H4 117.1(19) . . ?
Th1 O91 H3 118(2) . . ?
H4 O91 H3 111(3) . . ?

_refine_diff_density_max         0.365
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.127

####################################################################### 
# 
# 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_B21002_a
_database_code_depnum_ccdc_archive 'CCDC 2293426'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'H4 N5 O17 Th, 2(C15 H13 N3), 3(N O3), 2(H2 O)'
_chemical_formula_sum            'C30 H34 N14 O28 Th'
_chemical_formula_weight         1270.75

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'
Th Th -7.2400 8.8979 '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                   9.1818(8)
_cell_length_b                   15.7857(13)
_cell_length_c                   16.523(2)
_cell_angle_alpha                68.362(4)
_cell_angle_beta                 89.898(4)
_cell_angle_gamma                75.320(2)
_cell_volume                     2142.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9923
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.34
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_F_000             1252
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.055
_exptl_absorpt_coefficient_mu    3.599
_shelx_estimated_absorpt_T_min   0.762
_shelx_estimated_absorpt_T_max   0.827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83307
_exptl_absorpt_correction_T_max  0.89631
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            76660
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_av_R_equivalents  0.0614
_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       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.307
_diffrn_reflns_theta_max         25.427
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7885
_reflns_number_gt                7123
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'

_refine_special_details          
; 
Structure was phased by intrinsic methods (Sheldrick, 2015).  Systematic 
conditions suggested the ambiguous space group.  The space group choice was 
confirmed by successful convergence of the full-matrix least-squares refinement 
on F².  The final map had no significant features.  A final analysis of 
variance between observed and calculated structure factors showed little 
dependence on amplitude and resolution. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0117P)²+2.4129P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         7885
_refine_ls_number_parameters     694
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0417
_refine_ls_wR_factor_gt          0.0403
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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
Th1 Th 0.33850(2) 0.22802(2) 0.24230(2) 0.00924(4) Uani 1 1 d . . . . .
O1 O 0.5957(2) 0.25019(14) 0.29175(13) 0.0136(5) Uani 1 1 d . . . . .
O2 O 0.5936(2) 0.22195(14) 0.17347(13) 0.0149(5) Uani 1 1 d . . . . .
O3 O 0.8078(2) 0.21352(17) 0.23704(15) 0.0267(6) Uani 1 1 d . . . . .
O4 O 0.3059(2) 0.33508(14) 0.07441(13) 0.0154(5) Uani 1 1 d . . . . .
O5 O 0.3721(2) 0.39624(14) 0.16064(13) 0.0157(5) Uani 1 1 d . . . . .
O6 O 0.3364(3) 0.47724(15) 0.02030(14) 0.0289(6) Uani 1 1 d . . . . .
O7 O 0.0850(2) 0.35896(14) 0.18600(14) 0.0181(5) Uani 1 1 d . . . . .
O8 O 0.1015(2) 0.23436(14) 0.15711(14) 0.0174(5) Uani 1 1 d . . . . .
O9 O -0.0915(3) 0.35883(17) 0.09772(16) 0.0302(6) Uani 1 1 d . . . . .
O10 O 0.1316(2) 0.20042(14) 0.34408(14) 0.0180(5) Uani 1 1 d . . . . .
O11 O 0.2434(2) 0.07911(14) 0.31431(13) 0.0165(5) Uani 1 1 d . . . . .
O12 O 0.0707(2) 0.06746(15) 0.40625(14) 0.0232(5) Uani 1 1 d . . . . .
O13 O 0.4337(2) 0.14625(14) 0.40642(13) 0.0145(5) Uani 1 1 d . . . . .
O14 O 0.5533(2) 0.07546(14) 0.32636(13) 0.0144(5) Uani 1 1 d . . . . .
O15 O 0.6396(2) 0.03068(15) 0.46338(14) 0.0222(5) Uani 1 1 d . . . . .
O16 O 0.2952(3) 0.33455(15) 0.32217(14) 0.0164(5) Uani 1 1 d D . . . .
H16A H 0.241(3) 0.3901(11) 0.299(2) 0.025 Uiso 1 1 d D U . . .
H16B H 0.306(4) 0.319(2) 0.3763(7) 0.025 Uiso 1 1 d D U . . .
O17 O 0.3920(2) 0.12842(15) 0.15712(14) 0.0133(5) Uani 1 1 d D . . . .
H17A H 0.328(3) 0.107(2) 0.142(2) 0.020 Uiso 1 1 d D U . . .
H17B H 0.476(2) 0.103(2) 0.145(2) 0.020 Uiso 1 1 d D U . . .
O18 O 0.1239(3) 0.51677(15) 0.26714(14) 0.0227(5) Uani 1 1 d . . . . .
O19 O 0.1853(3) 0.60992(15) 0.32130(14) 0.0235(5) Uani 1 1 d . . . . .
O20 O 0.0582(3) 0.51369(17) 0.39428(15) 0.0302(6) Uani 1 1 d . . . . .
O21 O 0.3993(3) 0.40839(17) 0.49440(15) 0.0298(6) Uani 1 1 d . . . . .
O22 O 0.2866(3) 0.33364(16) 0.60186(14) 0.0272(6) Uani 1 1 d . . . . .
O23 O 0.3162(3) 0.29195(17) 0.49262(14) 0.0386(7) Uani 1 1 d . . . . .
O24 O 0.1896(2) 0.05090(15) 0.11470(13) 0.0167(5) Uani 1 1 d . . . . .
O25 O 0.1677(2) -0.03886(15) 0.04512(14) 0.0226(5) Uani 1 1 d . . . . .
O26 O 0.3473(2) 0.03127(15) 0.02003(14) 0.0191(5) Uani 1 1 d . . . . .
O27 O 0.6531(2) 0.03119(15) 0.12595(14) 0.0153(5) Uani 1 1 d D . . . .
H27A H 0.721(3) 0.059(2) 0.120(2) 0.023 Uiso 1 1 d D U . . .
H27B H 0.646(4) 0.019(2) 0.0813(13) 0.023 Uiso 1 1 d D U . . .
O28 O 0.8712(2) 0.12873(16) 0.10191(15) 0.0191(5) Uani 1 1 d D . . . .
H28A H 0.9640(14) 0.102(2) 0.106(2) 0.029 Uiso 1 1 d D U . . .
H28B H 0.866(4) 0.158(2) 0.1356(18) 0.029 Uiso 1 1 d D U . . .
N1 N 0.6704(3) 0.22838(17) 0.23436(16) 0.0152(6) Uani 1 1 d . . . . .
N2 N 0.3380(3) 0.40571(18) 0.08252(16) 0.0159(6) Uani 1 1 d . . . . .
N3 N 0.0262(3) 0.31939(19) 0.14522(17) 0.0191(6) Uani 1 1 d . . . . .
N4 N 0.1455(3) 0.11364(18) 0.35694(16) 0.0166(6) Uani 1 1 d . . . . .
N5 N 0.5454(3) 0.08166(18) 0.40141(16) 0.0154(6) Uani 1 1 d . . . . .
N6 N 0.1214(3) 0.54518(17) 0.32872(17) 0.0164(6) Uani 1 1 d . . . . .
N7 N 0.3349(3) 0.34655(19) 0.52773(17) 0.0203(6) Uani 1 1 d . . . . .
N8 N 0.2348(3) 0.01400(17) 0.05934(16) 0.0146(6) Uani 1 1 d . . . . .
N9 N 0.3314(3) 0.68635(17) 0.18017(16) 0.0133(6) Uani 1 1 d D . . . .
H9A H 0.291(3) 0.664(2) 0.2286(12) 0.020 Uiso 1 1 d D U . . .
N10 N 0.3412(3) 0.75522(16) 0.30650(15) 0.0117(5) Uani 1 1 d . . . . .
N11 N 0.1950(3) 0.68162(17) 0.44494(16) 0.0133(6) Uani 1 1 d D . . . .
H11A H 0.204(4) 0.660(2) 0.4029(15) 0.020 Uiso 1 1 d D U . . .
N12 N 0.3114(3) 0.42396(17) 0.70820(16) 0.0131(6) Uani 1 1 d D . . . .
H12A H 0.292(3) 0.3922(19) 0.6778(17) 0.020 Uiso 1 1 d D U . . .
N13 N 0.1651(3) 0.28902(16) 0.77347(15) 0.0115(5) Uani 1 1 d . . . . .
N14 N 0.1516(3) 0.18868(18) 0.67397(17) 0.0154(6) Uani 1 1 d D . . . .
H14A H 0.196(3) 0.2343(16) 0.659(2) 0.023 Uiso 1 1 d D U . . .
C1 C 0.3167(3) 0.6462(2) 0.12308(19) 0.0163(7) Uani 1 1 d . . . . .
H1 H 0.267293 0.597146 0.137582 0.020 Uiso 1 1 calc R U . . .
C2 C 0.3734(4) 0.6763(2) 0.0433(2) 0.0180(7) Uani 1 1 d . . . . .
H2 H 0.363262 0.649045 0.001776 0.022 Uiso 1 1 calc R U . . .
C3 C 0.4456(3) 0.7473(2) 0.0253(2) 0.0181(7) Uani 1 1 d . . . . .
H3 H 0.485679 0.769078 -0.029300 0.022 Uiso 1 1 calc R U . . .
C4 C 0.4601(3) 0.7866(2) 0.08553(19) 0.0150(7) Uani 1 1 d . . . . .
H4 H 0.510561 0.835009 0.072538 0.018 Uiso 1 1 calc R U . . .
C5 C 0.4011(3) 0.7558(2) 0.16495(19) 0.0124(6) Uani 1 1 d . . . . .
C6 C 0.4086(3) 0.7928(2) 0.23480(19) 0.0116(6) Uani 1 1 d . . . . .
C7 C 0.4786(3) 0.8644(2) 0.2244(2) 0.0153(7) Uani 1 1 d . . . . .
H7 H 0.525374 0.889542 0.172903 0.018 Uiso 1 1 calc R U . . .
C8 C 0.4782(3) 0.8979(2) 0.2905(2) 0.0160(7) Uani 1 1 d . . . . .
H8 H 0.524827 0.946848 0.284887 0.019 Uiso 1 1 calc R U . . .
C9 C 0.4100(3) 0.8601(2) 0.3648(2) 0.0157(7) Uani 1 1 d . . . . .
H9 H 0.409160 0.882232 0.411083 0.019 Uiso 1 1 calc R U . . .
C10 C 0.3424(3) 0.7890(2) 0.37039(19) 0.0119(7) Uani 1 1 d . . . . .
C11 C 0.2612(3) 0.7483(2) 0.44644(19) 0.0126(7) Uani 1 1 d . . . . .
C12 C 0.2425(3) 0.7764(2) 0.5167(2) 0.0168(7) Uani 1 1 d . . . . .
H12 H 0.288985 0.822319 0.520484 0.020 Uiso 1 1 calc R U . . .
C13 C 0.1559(3) 0.7373(2) 0.5814(2) 0.0187(7) Uani 1 1 d . . . . .
H13 H 0.143453 0.756433 0.629761 0.022 Uiso 1 1 calc R U . . .
C14 C 0.0873(3) 0.6706(2) 0.5762(2) 0.0186(7) Uani 1 1 d . . . . .
H14 H 0.025763 0.644822 0.619812 0.022 Uiso 1 1 calc R U . . .
C15 C 0.1100(3) 0.6424(2) 0.50679(19) 0.0154(7) Uani 1 1 d . . . . .
H15 H 0.066129 0.595642 0.502454 0.018 Uiso 1 1 calc R U . . .
C16 C 0.3938(3) 0.4854(2) 0.6704(2) 0.0164(7) Uani 1 1 d . . . . .
H16 H 0.432519 0.488821 0.616204 0.020 Uiso 1 1 calc R U . . .
C17 C 0.4212(3) 0.5425(2) 0.7103(2) 0.0195(7) Uani 1 1 d . . . . .
H17 H 0.481309 0.584706 0.685342 0.023 Uiso 1 1 calc R U . . .
C18 C 0.3593(4) 0.5374(2) 0.7880(2) 0.0209(7) Uani 1 1 d . . . . .
H18 H 0.374616 0.578062 0.815607 0.025 Uiso 1 1 calc R U . . .
C19 C 0.2756(3) 0.4738(2) 0.8257(2) 0.0179(7) Uani 1 1 d . . . . .
H19 H 0.233233 0.470910 0.878849 0.021 Uiso 1 1 calc R U . . .
C20 C 0.2541(3) 0.4147(2) 0.78530(19) 0.0119(6) Uani 1 1 d . . . . .
C21 C 0.1768(3) 0.3387(2) 0.82258(19) 0.0122(7) Uani 1 1 d . . . . .
C22 C 0.1240(3) 0.3203(2) 0.90489(19) 0.0161(7) Uani 1 1 d . . . . .
H22 H 0.134759 0.356727 0.938057 0.019 Uiso 1 1 calc R U . . .
C23 C 0.0561(3) 0.2479(2) 0.9366(2) 0.0182(7) Uani 1 1 d . . . . .
H23 H 0.019172 0.233621 0.992504 0.022 Uiso 1 1 calc R U . . .
C24 C 0.0416(3) 0.1961(2) 0.88724(19) 0.0164(7) Uani 1 1 d . . . . .
H24 H -0.005511 0.146086 0.908367 0.020 Uiso 1 1 calc R U . . .
C25 C 0.0975(3) 0.2188(2) 0.80561(19) 0.0137(7) Uani 1 1 d . . . . .
C26 C 0.0840(3) 0.1670(2) 0.74856(19) 0.0135(7) Uani 1 1 d . . . . .
C27 C 0.0080(3) 0.0980(2) 0.7664(2) 0.0161(7) Uani 1 1 d . . . . .
H27 H -0.041797 0.081512 0.818140 0.019 Uiso 1 1 calc R U . . .
C28 C 0.0039(3) 0.0528(2) 0.7094(2) 0.0186(7) Uani 1 1 d . . . . .
H28 H -0.050045 0.006237 0.721493 0.022 Uiso 1 1 calc R U . . .
C29 C 0.0786(3) 0.0756(2) 0.6345(2) 0.0199(7) Uani 1 1 d . . . . .
H29 H 0.078598 0.043840 0.595513 0.024 Uiso 1 1 calc R U . . .
C30 C 0.1527(3) 0.1450(2) 0.6178(2) 0.0183(7) Uani 1 1 d . . . . .
H30 H 0.204399 0.161924 0.566802 0.022 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.
;

_exptl_special_details           
; 
One distinct cell was identified using APEX3 (Bruker, 2016).  Seven 
frame series were integrated and filtered for statistical outliers 
using SAINT (Bruker, 2016) then corrected for absorption by integration using 
SAINT/SADABS v2014/2 (Bruker, 2016) to sort, merge, and scale 
the combined data.  No decay correction was applied.    
;

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 1.00 0.0320
1.00 1.00 -1.00 0.0100
0.00 1.00 2.00 0.0320
-1.00 -1.00 -2.00 0.0270
1.00 1.00 2.00 0.0200
-2.00 -2.00 -1.00 0.0310
0.00 0.00 -1.00 0.0240
-1.00 -1.00 -1.00 0.0300
-1.00 -1.00 0.00 0.0320
-1.00 -3.00 -3.00 0.0230
1.00 -1.00 1.00 0.0130
-1.00 1.00 -1.00 0.0260

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
Th1 O17 2.436(2) . ?
Th1 O16 2.454(2) . ?
Th1 O10 2.548(2) . ?
Th1 O8 2.554(2) . ?
Th1 O13 2.577(2) . ?
Th1 O11 2.584(2) . ?
Th1 O7 2.590(2) . ?
Th1 O5 2.596(2) . ?
Th1 O2 2.5973(19) . ?
Th1 O14 2.599(2) . ?
Th1 O4 2.632(2) . ?
Th1 O1 2.646(2) . ?
O1 N1 1.267(3) . ?
O2 N1 1.278(3) . ?
O3 N1 1.222(3) . ?
O4 N2 1.275(3) . ?
O5 N2 1.274(3) . ?
O6 N2 1.211(3) . ?
O7 N3 1.272(3) . ?
O8 N3 1.286(3) . ?
O9 N3 1.214(3) . ?
O10 N4 1.279(3) . ?
O11 N4 1.278(3) . ?
O12 N4 1.217(3) . ?
O13 N5 1.277(3) . ?
O14 N5 1.280(3) . ?
O15 N5 1.219(3) . ?
O16 H16A 0.834(10) . ?
O16 H16B 0.834(10) . ?
O17 H17A 0.835(10) . ?
O17 H17B 0.840(10) . ?
O18 N6 1.252(3) . ?
O19 N6 1.271(3) . ?
O20 N6 1.226(3) . ?
O21 N7 1.225(3) . ?
O22 N7 1.264(3) . ?
O23 N7 1.246(3) . ?
O24 N8 1.272(3) . ?
O25 N8 1.240(3) . ?
O26 N8 1.254(3) . ?
O27 H27A 0.833(10) . ?
O27 H27B 0.831(10) . ?
O28 H28A 0.839(10) . ?
O28 H28B 0.834(10) . ?
N9 C1 1.340(4) . ?
N9 C5 1.352(4) . ?
N9 H9A 0.870(10) . ?
N10 C6 1.343(4) . ?
N10 C10 1.348(4) . ?
N11 C15 1.346(4) . ?
N11 C11 1.349(4) . ?
N11 H11A 0.874(10) . ?
N12 C20 1.349(4) . ?
N12 C16 1.352(4) . ?
N12 H12A 0.875(10) . ?
N13 C21 1.341(4) . ?
N13 C25 1.345(4) . ?
N14 C30 1.344(4) . ?
N14 C26 1.347(4) . ?
N14 H14A 0.876(10) . ?
C1 C2 1.377(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.481(4) . ?
C6 C7 1.395(4) . ?
C7 C8 1.377(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.380(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.480(4) . ?
C11 C12 1.384(4) . ?
C12 C13 1.384(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.373(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.365(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.384(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.382(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.485(4) . ?
C21 C22 1.395(4) . ?
C22 C23 1.374(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.378(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.395(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.480(4) . ?
C26 C27 1.383(4) . ?
C27 C28 1.379(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.388(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.376(4) . ?
C29 H29 0.9500 . ?
C30 H30 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
O17 Th1 O16 176.21(7) . . ?
O17 Th1 O10 115.33(7) . . ?
O16 Th1 O10 68.41(7) . . ?
O17 Th1 O8 67.28(7) . . ?
O16 Th1 O8 114.40(7) . . ?
O10 Th1 O8 70.24(7) . . ?
O17 Th1 O13 116.18(7) . . ?
O16 Th1 O13 65.56(7) . . ?
O10 Th1 O13 65.29(7) . . ?
O8 Th1 O13 131.47(6) . . ?
O17 Th1 O11 69.73(6) . . ?
O16 Th1 O11 114.00(7) . . ?
O10 Th1 O11 49.73(6) . . ?
O8 Th1 O11 67.50(7) . . ?
O13 Th1 O11 69.40(6) . . ?
O17 Th1 O7 112.64(7) . . ?
O16 Th1 O7 67.83(7) . . ?
O10 Th1 O7 66.37(7) . . ?
O8 Th1 O7 49.63(6) . . ?
O13 Th1 O7 121.73(6) . . ?
O11 Th1 O7 101.15(6) . . ?
O17 Th1 O5 113.43(7) . . ?
O16 Th1 O5 63.09(7) . . ?
O10 Th1 O5 121.49(6) . . ?
O8 Th1 O5 102.07(6) . . ?
O13 Th1 O5 116.96(6) . . ?
O11 Th1 O5 167.57(6) . . ?
O7 Th1 O5 66.44(6) . . ?
O17 Th1 O2 65.14(6) . . ?
O16 Th1 O2 111.45(7) . . ?
O10 Th1 O2 165.17(6) . . ?
O8 Th1 O2 120.70(6) . . ?
O13 Th1 O2 100.72(6) . . ?
O11 Th1 O2 122.41(6) . . ?
O7 Th1 O2 128.00(6) . . ?
O5 Th1 O2 68.24(6) . . ?
O17 Th1 O14 70.09(7) . . ?
O16 Th1 O14 110.42(7) . . ?
O10 Th1 O14 99.87(7) . . ?
O8 Th1 O14 125.12(6) . . ?
O13 Th1 O14 49.34(6) . . ?
O11 Th1 O14 66.38(6) . . ?
O7 Th1 O14 166.03(6) . . ?
O5 Th1 O14 126.02(6) . . ?
O2 Th1 O14 65.90(6) . . ?
O17 Th1 O4 70.32(7) . . ?
O16 Th1 O4 107.05(7) . . ?
O10 Th1 O4 127.79(7) . . ?
O8 Th1 O4 65.21(6) . . ?
O13 Th1 O4 163.07(6) . . ?
O11 Th1 O4 126.61(6) . . ?
O7 Th1 O4 64.49(6) . . ?
O5 Th1 O4 48.69(6) . . ?
O2 Th1 O4 66.93(6) . . ?
O14 Th1 O4 127.53(6) . . ?
O17 Th1 O1 108.99(6) . . ?
O16 Th1 O1 68.50(7) . . ?
O10 Th1 O1 122.30(6) . . ?
O8 Th1 O1 165.62(6) . . ?
O13 Th1 O1 62.89(6) . . ?
O11 Th1 O1 125.27(6) . . ?
O7 Th1 O1 125.78(6) . . ?
O5 Th1 O1 66.01(6) . . ?
O2 Th1 O1 48.64(6) . . ?
O14 Th1 O1 62.78(6) . . ?
O4 Th1 O1 100.41(6) . . ?
N1 O1 Th1 95.98(15) . . ?
N1 O2 Th1 98.05(15) . . ?
N2 O4 Th1 96.98(15) . . ?
N2 O5 Th1 98.77(15) . . ?
N3 O7 Th1 96.67(16) . . ?
N3 O8 Th1 98.00(16) . . ?
N4 O10 Th1 98.37(15) . . ?
N4 O11 Th1 96.65(16) . . ?
N5 O13 Th1 97.89(15) . . ?
N5 O14 Th1 96.74(15) . . ?
Th1 O16 H16A 121(2) . . ?
Th1 O16 H16B 127(2) . . ?
H16A O16 H16B 110(3) . . ?
Th1 O17 H17A 124(2) . . ?
Th1 O17 H17B 128(2) . . ?
H17A O17 H17B 107(3) . . ?
H27A O27 H27B 107(3) . . ?
H28A O28 H28B 104(3) . . ?
O3 N1 O1 122.3(2) . . ?
O3 N1 O2 121.6(2) . . ?
O1 N1 O2 116.1(2) . . ?
O6 N2 O5 122.0(2) . . ?
O6 N2 O4 122.5(2) . . ?
O5 N2 O4 115.5(2) . . ?
O9 N3 O7 122.9(3) . . ?
O9 N3 O8 122.1(3) . . ?
O7 N3 O8 115.1(2) . . ?
O9 N3 Th1 172.7(2) . . ?
O7 N3 Th1 58.55(14) . . ?
O8 N3 Th1 57.01(14) . . ?
O12 N4 O11 122.6(3) . . ?
O12 N4 O10 122.3(2) . . ?
O11 N4 O10 115.2(2) . . ?
O12 N4 Th1 177.3(2) . . ?
O11 N4 Th1 58.43(13) . . ?
O10 N4 Th1 56.80(13) . . ?
O15 N5 O13 122.3(2) . . ?
O15 N5 O14 122.4(2) . . ?
O13 N5 O14 115.3(2) . . ?
O15 N5 Th1 171.86(19) . . ?
O13 N5 Th1 57.43(13) . . ?
O14 N5 Th1 58.45(13) . . ?
O20 N6 O18 122.3(3) . . ?
O20 N6 O19 119.8(2) . . ?
O18 N6 O19 117.9(2) . . ?
O21 N7 O23 122.9(3) . . ?
O21 N7 O22 120.8(3) . . ?
O23 N7 O22 116.3(3) . . ?
O25 N8 O26 120.8(2) . . ?
O25 N8 O24 119.7(2) . . ?
O26 N8 O24 119.5(2) . . ?
C1 N9 C5 123.9(3) . . ?
C1 N9 H9A 114(2) . . ?
C5 N9 H9A 122(2) . . ?
C6 N10 C10 117.8(2) . . ?
C15 N11 C11 123.8(3) . . ?
C15 N11 H11A 114(2) . . ?
C11 N11 H11A 122(2) . . ?
C20 N12 C16 123.3(3) . . ?
C20 N12 H12A 121(2) . . ?
C16 N12 H12A 116(2) . . ?
C21 N13 C25 117.7(2) . . ?
C30 N14 C26 123.6(3) . . ?
C30 N14 H14A 116(2) . . ?
C26 N14 H14A 121(2) . . ?
N9 C1 C2 119.7(3) . . ?
N9 C1 H1 120.2 . . ?
C2 C1 H1 120.2 . . ?
C1 C2 C3 118.2(3) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N9 C5 C4 117.4(3) . . ?
N9 C5 C6 117.4(3) . . ?
C4 C5 C6 125.2(3) . . ?
N10 C6 C7 122.7(3) . . ?
N10 C6 C5 116.2(3) . . ?
C7 C6 C5 121.1(3) . . ?
C8 C7 C6 118.5(3) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C7 C8 C9 119.7(3) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C8 C9 C10 118.5(3) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
N10 C10 C9 122.8(3) . . ?
N10 C10 C11 115.8(2) . . ?
C9 C10 C11 121.4(3) . . ?
N11 C11 C12 117.8(3) . . ?
N11 C11 C10 117.2(3) . . ?
C12 C11 C10 124.9(3) . . ?
C11 C12 C13 119.8(3) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C14 120.5(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 118.7(3) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
N11 C15 C14 119.4(3) . . ?
N11 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
N12 C16 C17 119.7(3) . . ?
N12 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 118.5(3) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 119.3(3) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
N12 C20 C19 118.2(3) . . ?
N12 C20 C21 117.4(3) . . ?
C19 C20 C21 124.4(3) . . ?
N13 C21 C22 123.2(3) . . ?
N13 C21 C20 116.0(3) . . ?
C22 C21 C20 120.8(3) . . ?
C23 C22 C21 118.1(3) . . ?
C23 C22 H22 120.9 . . ?
C21 C22 H22 120.9 . . ?
C22 C23 C24 119.9(3) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C25 118.6(3) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
N13 C25 C24 122.5(3) . . ?
N13 C25 C26 115.9(3) . . ?
C24 C25 C26 121.6(3) . . ?
N14 C26 C27 117.7(3) . . ?
N14 C26 C25 117.4(3) . . ?
C27 C26 C25 124.8(3) . . ?
C28 C27 C26 120.4(3) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C27 C28 C29 120.0(3) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C30 C29 C28 118.6(3) . . ?
C30 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
N14 C30 C29 119.6(3) . . ?
N14 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O16 H16A O18 0.834(10) 1.889(12) 2.712(3) 169(3) . yes
O16 H16A N6 0.834(10) 2.64(2) 3.345(3) 143(3) . yes
O16 H16B O23 0.834(10) 1.806(11) 2.638(3) 175(3) . yes
O17 H17A O24 0.835(10) 1.856(11) 2.689(3) 176(3) . yes
O17 H17A O26 0.835(10) 2.67(3) 3.246(3) 127(3) . yes
O17 H17A N8 0.835(10) 2.612(17) 3.382(3) 154(3) . yes
O17 H17B O27 0.840(10) 1.827(11) 2.661(3) 172(3) . yes
O27 H27A O28 0.833(10) 1.932(11) 2.765(3) 178(3) . yes
O27 H27B O26 0.831(10) 2.100(12) 2.923(3) 171(3) 2_655 yes
O28 H28A O24 0.839(10) 2.008(11) 2.845(3) 174(3) 1_655 yes
O28 H28B O3 0.834(10) 2.173(14) 2.987(3) 165(3) . yes
N9 H9A O19 0.870(10) 1.864(12) 2.725(3) 170(3) . yes
N11 H11A O19 0.874(10) 1.825(12) 2.687(3) 168(3) . yes
N12 H12A O22 0.875(10) 1.820(12) 2.681(3) 167(3) . yes
N14 H14A O22 0.876(10) 1.896(12) 2.759(3) 168(3) . yes
C1 H1 O18 0.95 2.60 3.347(4) 135.8 . yes

_refine_diff_density_max         0.449
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_mono111722_a
_database_code_depnum_ccdc_archive 'CCDC 2293427'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H18 N10 O21 Th'
_chemical_formula_weight         906.43

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.2065(10)
_cell_length_b                   12.3878(10)
_cell_length_c                   19.2532(16)
_cell_angle_alpha                90
_cell_angle_beta                 108.057(2)
_cell_angle_gamma                90
_cell_volume                     2767.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9643
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      25.40

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.175
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.392
_exptl_crystal_size_min          0.336
_exptl_absorpt_coefficient_mu    5.500
_shelx_estimated_absorpt_T_min   0.217
_shelx_estimated_absorpt_T_max   0.259
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.11514
_exptl_absorpt_correction_T_max  0.19403
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61863
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_max         25.425
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2568
_reflns_number_gt                2427
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0064P)²+8.3120P] 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         2568
_refine_ls_number_parameters     220
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0173
_refine_ls_R_factor_gt           0.0157
_refine_ls_wR_factor_ref         0.0353
_refine_ls_wR_factor_gt          0.0347
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_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
Th1 Th 0.500000 0.500000 0.500000 0.01013(5) Uani 1 2 d S . P . .
N11 N 0.27421(16) 0.61777(16) 0.46221(11) 0.0131(4) Uani 1 1 d . . . . .
O11 O 0.28658(15) 0.52453(13) 0.49174(10) 0.0150(4) Uani 1 1 d . . . . .
O12 O 0.36452(14) 0.65758(14) 0.45207(9) 0.0155(4) Uani 1 1 d . . . . .
O13 O 0.18269(14) 0.66522(15) 0.44405(10) 0.0200(4) Uani 1 1 d . . . . .
N21 N 0.57530(17) 0.59608(16) 0.65056(11) 0.0150(4) Uani 1 1 d . . . . .
O21 O 0.47306(14) 0.60927(14) 0.60829(9) 0.0153(4) Uani 1 1 d . . . . .
O22 O 0.63583(14) 0.52706(14) 0.62978(9) 0.0153(4) Uani 1 1 d . . . . .
O23 O 0.61397(16) 0.64729(15) 0.70677(10) 0.0233(4) Uani 1 1 d . . . . .
N31 N 0.39624(16) 0.30203(16) 0.54414(11) 0.0144(4) Uani 1 1 d . . . . .
O31 O 0.43741(14) 0.37913(14) 0.58871(9) 0.0155(4) Uani 1 1 d . . . . .
O32 O 0.39768(14) 0.31751(14) 0.47901(9) 0.0158(4) Uani 1 1 d . . . . .
O33 O 0.35957(15) 0.21967(14) 0.56280(10) 0.0206(4) Uani 1 1 d . . . . .
N41 N 0.500000 0.3450(3) 0.750000 0.0207(7) Uani 1 2 d S T P . .
O41 O 0.40765(16) 0.29492(15) 0.73954(10) 0.0265(4) Uani 1 1 d . . . . .
O42 O 0.500000 0.44690(19) 0.750000 0.0175(5) Uani 1 2 d S T P . .
N51 N 0.26624(19) 0.48048(17) 0.65110(12) 0.0167(5) Uani 1 1 d D . . . .
H56 H 0.3384(17) 0.469(2) 0.6762(15) 0.025 Uiso 1 1 d D U . . .
C51 C 0.2286(2) 0.5826(2) 0.64008(14) 0.0183(5) Uani 1 1 d . . . . .
H51 H 0.281313 0.640910 0.654284 0.022 Uiso 1 1 calc R U . . .
C52 C 0.1130(2) 0.6022(2) 0.60803(14) 0.0188(5) Uani 1 1 d . . . . .
H52 H 0.085016 0.674156 0.600362 0.023 Uiso 1 1 calc R U . . .
C53 C 0.0379(2) 0.5160(2) 0.58705(13) 0.0164(5) Uani 1 1 d . . . . .
H53 H -0.042447 0.528401 0.566154 0.020 Uiso 1 1 calc R U . . .
C54 C 0.0802(2) 0.4117(2) 0.59665(14) 0.0175(5) Uani 1 1 d . . . . .
H54 H 0.029784 0.351997 0.580936 0.021 Uiso 1 1 calc R U . . .
C55 C 0.1969(2) 0.3954(2) 0.62938(14) 0.0190(5) Uani 1 1 d . . . . .
H55 H 0.227498 0.324302 0.636363 0.023 Uiso 1 1 calc R U . . .
N61 N 0.500000 0.0804(3) 0.750000 0.0211(7) Uani 1 2 d DS T P . .
H66 H 0.500000 0.1504(16) 0.750000 0.032 Uiso 1 2 d DS U P . .
C61 C 0.4006(2) 0.0294(3) 0.72170(15) 0.0244(6) Uani 1 1 d . . . . .
H61 H 0.331613 0.069404 0.701652 0.029 Uiso 1 1 calc R U . . .
C62 C 0.3979(3) -0.0800(3) 0.72150(16) 0.0331(8) Uani 1 1 d . . . . .
H62 H 0.327106 -0.117483 0.702102 0.040 Uiso 1 1 calc R U . . .
C63 C 0.500000 -0.1361(3) 0.750000 0.0394(12) Uani 1 2 d S T P . .
H63 H 0.499999 -0.212835 0.750003 0.047 Uiso 1 2 calc R U P . .


_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
Th1 O12 2.5398(17) . ?
Th1 O12 2.5399(17) 5_666 ?
Th1 O32 2.5536(17) . ?
Th1 O32 2.5536(17) 5_666 ?
Th1 O22 2.5567(17) 5_666 ?
Th1 O22 2.5567(17) . ?
Th1 O31 2.5596(17) . ?
Th1 O31 2.5596(17) 5_666 ?
Th1 O11 2.5782(17) 5_666 ?
Th1 O11 2.5782(17) . ?
Th1 O21 2.5908(17) 5_666 ?
Th1 O21 2.5909(17) . ?
N11 O13 1.214(3) . ?
N11 O11 1.275(3) . ?
N11 O12 1.277(3) . ?
N21 O23 1.216(3) . ?
N21 O21 1.272(3) . ?
N21 O22 1.273(3) . ?
N31 O33 1.213(3) . ?
N31 O32 1.274(3) . ?
N31 O31 1.278(3) . ?
N41 O41 1.247(2) . ?
N41 O41 1.247(2) 2_656 ?
N41 O42 1.263(4) . ?
N51 C55 1.335(3) . ?
N51 C51 1.340(3) . ?
N51 H56 0.875(18) . ?
C51 C52 1.375(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.384(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.382(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.382(3) . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?
N61 C61 1.325(3) . ?
N61 C61 1.325(3) 2_656 ?
N61 H66 0.868(19) . ?
C61 C62 1.356(4) . ?
C61 H61 0.9500 . ?
C62 C63 1.383(4) . ?
C62 H62 0.9500 . ?
C63 H63 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
O12 Th1 O12 180.0 . 5_666 ?
O12 Th1 O32 113.04(5) . . ?
O12 Th1 O32 66.96(5) 5_666 . ?
O12 Th1 O32 66.96(5) . 5_666 ?
O12 Th1 O32 113.04(5) 5_666 5_666 ?
O32 Th1 O32 180.0 . 5_666 ?
O12 Th1 O22 66.03(5) . 5_666 ?
O12 Th1 O22 113.97(5) 5_666 5_666 ?
O32 Th1 O22 65.92(5) . 5_666 ?
O32 Th1 O22 114.08(5) 5_666 5_666 ?
O12 Th1 O22 113.97(5) . . ?
O12 Th1 O22 66.03(5) 5_666 . ?
O32 Th1 O22 114.08(5) . . ?
O32 Th1 O22 65.92(5) 5_666 . ?
O22 Th1 O22 180.0 5_666 . ?
O12 Th1 O31 113.37(5) . . ?
O12 Th1 O31 66.63(5) 5_666 . ?
O32 Th1 O31 49.85(5) . . ?
O32 Th1 O31 130.15(5) 5_666 . ?
O22 Th1 O31 109.77(5) 5_666 . ?
O22 Th1 O31 70.24(5) . . ?
O12 Th1 O31 66.63(5) . 5_666 ?
O12 Th1 O31 113.37(5) 5_666 5_666 ?
O32 Th1 O31 130.15(5) . 5_666 ?
O32 Th1 O31 49.85(5) 5_666 5_666 ?
O22 Th1 O31 70.24(5) 5_666 5_666 ?
O22 Th1 O31 109.76(5) . 5_666 ?
O31 Th1 O31 180.0 . 5_666 ?
O12 Th1 O11 130.14(5) . 5_666 ?
O12 Th1 O11 49.86(5) 5_666 5_666 ?
O32 Th1 O11 109.92(5) . 5_666 ?
O32 Th1 O11 70.08(5) 5_666 5_666 ?
O22 Th1 O11 112.43(6) 5_666 5_666 ?
O22 Th1 O11 67.57(6) . 5_666 ?
O31 Th1 O11 113.25(5) . 5_666 ?
O31 Th1 O11 66.75(5) 5_666 5_666 ?
O12 Th1 O11 49.86(5) . . ?
O12 Th1 O11 130.14(5) 5_666 . ?
O32 Th1 O11 70.08(5) . . ?
O32 Th1 O11 109.92(5) 5_666 . ?
O22 Th1 O11 67.57(6) 5_666 . ?
O22 Th1 O11 112.43(6) . . ?
O31 Th1 O11 66.75(5) . . ?
O31 Th1 O11 113.25(5) 5_666 . ?
O11 Th1 O11 180.0 5_666 . ?
O12 Th1 O21 109.87(5) . 5_666 ?
O12 Th1 O21 70.13(5) 5_666 5_666 ?
O32 Th1 O21 65.67(5) . 5_666 ?
O32 Th1 O21 114.33(5) 5_666 5_666 ?
O22 Th1 O21 49.50(5) 5_666 5_666 ?
O22 Th1 O21 130.50(5) . 5_666 ?
O31 Th1 O21 111.71(6) . 5_666 ?
O31 Th1 O21 68.29(6) 5_666 5_666 ?
O11 Th1 O21 67.06(5) 5_666 5_666 ?
O11 Th1 O21 112.94(5) . 5_666 ?
O12 Th1 O21 70.13(5) . . ?
O12 Th1 O21 109.87(5) 5_666 . ?
O32 Th1 O21 114.33(5) . . ?
O32 Th1 O21 65.67(5) 5_666 . ?
O22 Th1 O21 130.50(5) 5_666 . ?
O22 Th1 O21 49.50(5) . . ?
O31 Th1 O21 68.29(6) . . ?
O31 Th1 O21 111.71(6) 5_666 . ?
O11 Th1 O21 112.94(5) 5_666 . ?
O11 Th1 O21 67.06(5) . . ?
O21 Th1 O21 180.00(7) 5_666 . ?
O13 N11 O11 122.6(2) . . ?
O13 N11 O12 122.0(2) . . ?
O11 N11 O12 115.43(18) . . ?
O13 N11 Th1 177.41(16) . . ?
O11 N11 Th1 58.59(11) . . ?
O12 N11 Th1 56.86(10) . . ?
N11 O11 Th1 96.43(13) . . ?
N11 O12 Th1 98.25(13) . . ?
O23 N21 O21 122.4(2) . . ?
O23 N21 O22 121.8(2) . . ?
O21 N21 O22 115.80(19) . . ?
O23 N21 Th1 169.74(17) . . ?
O21 N21 Th1 59.13(11) . . ?
O22 N21 Th1 57.59(11) . . ?
N21 O21 Th1 95.95(13) . . ?
N21 O22 Th1 97.56(13) . . ?
O33 N31 O32 122.5(2) . . ?
O33 N31 O31 122.3(2) . . ?
O32 N31 O31 115.20(19) . . ?
O33 N31 Th1 176.80(15) . . ?
O32 N31 Th1 57.49(11) . . ?
O31 N31 Th1 57.79(11) . . ?
N31 O31 Th1 97.22(13) . . ?
N31 O32 Th1 97.63(13) . . ?
O41 N41 O41 120.4(3) . 2_656 ?
O41 N41 O42 119.82(15) . . ?
O41 N41 O42 119.82(16) 2_656 . ?
C55 N51 C51 122.8(2) . . ?
C55 N51 H56 118(2) . . ?
C51 N51 H56 119(2) . . ?
N51 C51 C52 119.5(2) . . ?
N51 C51 H51 120.3 . . ?
C52 C51 H51 120.3 . . ?
C51 C52 C53 119.3(2) . . ?
C51 C52 H52 120.3 . . ?
C53 C52 H52 120.3 . . ?
C54 C53 C52 119.7(2) . . ?
C54 C53 H53 120.1 . . ?
C52 C53 H53 120.1 . . ?
C55 C54 C53 119.2(2) . . ?
C55 C54 H54 120.4 . . ?
C53 C54 H54 120.4 . . ?
N51 C55 C54 119.4(2) . . ?
N51 C55 H55 120.3 . . ?
C54 C55 H55 120.3 . . ?
C61 N61 C61 123.1(4) . 2_656 ?
C61 N61 H66 118.43(18) . . ?
C61 N61 H66 118.43(17) 2_656 . ?
N61 C61 C62 119.7(3) . . ?
N61 C61 H61 120.1 . . ?
C62 C61 H61 120.1 . . ?
C61 C62 C63 118.9(3) . . ?
C61 C62 H62 120.5 . . ?
C63 C62 H62 120.5 . . ?
C62 C63 C62 119.6(4) . 2_656 ?
C62 C63 H63 120.2 . . ?
C62 C63 H63 120.2 2_656 . ?

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
_geom_hbond_publ_flag
N51 H56 N41 0.875(18) 2.55(2) 3.349(3) 151(3) . yes
N51 H56 O41 0.875(18) 2.49(3) 3.056(3) 123(2) . yes
N51 H56 O42 0.875(18) 2.061(19) 2.928(2) 171(3) . yes
N61 H66 N41 0.868(19) 2.41(2) 3.278(4) 180.000(1) . yes
N61 H66 O41 0.868(19) 2.092(17) 2.870(4) 148.8(3) . yes
N61 H66 O41 0.868(19) 2.092(17) 2.870(4) 148.8(3) 2_656 yes

_refine_diff_density_max         0.521
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.069

####################################################################### 
# 
# 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_mono_a
_database_code_depnum_ccdc_archive 'CCDC 2293428'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H24 N12 O24 Th'
_chemical_formula_weight         1048.55

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'
Th Th -7.2400 8.8979 '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                   10.1866(7)
_cell_length_b                   13.3824(9)
_cell_length_c                   13.0890(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.951(2)
_cell_angle_gamma                90
_cell_volume                     1774.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9943
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      25.37

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_F_000             1020
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.276
_exptl_crystal_size_min          0.134
_exptl_absorpt_coefficient_mu    4.312
_shelx_estimated_absorpt_T_min   0.365
_shelx_estimated_absorpt_T_max   0.596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.02160
_exptl_absorpt_correction_T_max  0.14335
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57273
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.521
_diffrn_reflns_theta_max         25.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3261
_reflns_number_gt                2931
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0279P)²+1.0068P] 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         3261
_refine_ls_number_parameters     376
_refine_ls_number_restraints     342
_refine_ls_R_factor_all          0.0209
_refine_ls_R_factor_gt           0.0178
_refine_ls_wR_factor_ref         0.0485
_refine_ls_wR_factor_gt          0.0464
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.048
_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
Th1 Th 0.500000 0.500000 0.500000 0.02510(6) Uani 1 2 d S . P . .
N11 N 0.4928(6) 0.6377(5) 0.3198(5) 0.0355(14) Uani 0.744(3) 1 d D U P A 1
O11 O 0.4110(2) 0.56403(17) 0.32273(16) 0.0333(6) Uani 0.744(3) 1 d D U P A 1
O12 O 0.5803(3) 0.64353(18) 0.39459(19) 0.0338(6) Uani 0.744(3) 1 d D U P A 1
O13 O 0.4857(7) 0.6938(5) 0.2470(5) 0.0663(19) Uani 0.744(3) 1 d D U P A 1
N11B N 0.470(2) 0.6333(17) 0.3146(13) 0.031(2) Uani 0.256(3) 1 d D U P A 2
O11B O 0.4241(7) 0.6563(5) 0.4002(5) 0.0308(15) Uani 0.256(3) 1 d D U P A 2
O12B O 0.5452(7) 0.5578(5) 0.3189(5) 0.0324(15) Uani 0.256(3) 1 d D U P A 2
O13B O 0.4556(13) 0.6958(13) 0.2466(12) 0.024(3) Uani 0.256(3) 1 d D U P A 2
N21 N 0.3140(5) 0.6390(9) 0.5926(7) 0.0295(15) Uani 0.747(3) 1 d D U P B 1
O21 O 0.3624(2) 0.66027(16) 0.50944(17) 0.0301(6) Uani 0.747(3) 1 d D U P B 1
O22 O 0.3658(2) 0.56345(16) 0.64197(17) 0.0318(6) Uani 0.747(3) 1 d D U P B 1
O23 O 0.2241(6) 0.6871(7) 0.6221(5) 0.0354(13) Uani 0.747(3) 1 d D U P B 1
N21B N 0.3205(13) 0.634(3) 0.605(2) 0.030(2) Uani 0.253(3) 1 d D U P A 2
O21B O 0.2773(6) 0.5626(5) 0.5469(5) 0.0322(15) Uani 0.253(3) 1 d D U P A 2
O22B O 0.4465(7) 0.6454(5) 0.6161(5) 0.0326(16) Uani 0.253(3) 1 d D U P A 2
O23B O 0.2467(17) 0.6857(19) 0.6499(14) 0.034(3) Uani 0.253(3) 1 d D U P A 2
N31 N 0.2579(7) 0.3946(5) 0.4007(6) 0.0292(14) Uani 0.749(3) 1 d D U P C 1
O31 O 0.2510(2) 0.4705(2) 0.46341(19) 0.0338(6) Uani 0.749(3) 1 d D U P C 1
O32 O 0.3715(2) 0.36881(17) 0.38545(17) 0.0301(6) Uani 0.749(3) 1 d D U P C 1
O33 O 0.1595(9) 0.3527(9) 0.3617(10) 0.037(2) Uani 0.749(3) 1 d D U P C 1
N31B N 0.253(2) 0.3966(17) 0.414(2) 0.029(2) Uani 0.251(3) 1 d D U P A 2
O31B O 0.3111(6) 0.4620(5) 0.3589(5) 0.0298(15) Uani 0.251(3) 1 d D U P A 2
O32B O 0.3192(7) 0.3676(5) 0.4938(5) 0.0316(16) Uani 0.251(3) 1 d D U P A 2
O33B O 0.152(3) 0.355(2) 0.380(3) 0.030(4) Uani 0.251(3) 1 d D U P A 2
N41 N 0.21084(17) 0.89797(14) 0.47354(14) 0.0232(4) Uani 1 1 d . . . . .
O41 O 0.08904(15) 0.89777(13) 0.47428(13) 0.0330(4) Uani 1 1 d . . . . .
O42 O 0.26088(15) 0.89500(12) 0.38946(11) 0.0284(4) Uani 1 1 d . . . . .
O43 O 0.28466(15) 0.90214(12) 0.55609(11) 0.0277(3) Uani 1 1 d . . . . .
N51 N 0.88168(19) 0.38003(15) 0.78329(15) 0.0275(4) Uani 1 1 d . . . . .
H51A H 0.831(3) 0.372(2) 0.831(2) 0.041 Uiso 1 1 d . U . . .
C51 C 0.9733(2) 0.45162(18) 0.79610(18) 0.0293(5) Uani 1 1 d . . . . .
H51 H 0.980604 0.491392 0.856547 0.035 Uiso 1 1 calc R U . . .
C52 C 1.0567(3) 0.4677(2) 0.7223(2) 0.0342(6) Uani 1 1 d . . . . .
H52 H 1.122102 0.518494 0.730847 0.041 Uiso 1 1 calc R U . . .
C53 C 1.0441(3) 0.4090(2) 0.6356(2) 0.0406(6) Uani 1 1 d . . . . .
H53 H 1.101049 0.418973 0.583375 0.049 Uiso 1 1 calc R U . . .
C54 C 0.9484(3) 0.3354(2) 0.6245(2) 0.0388(6) Uani 1 1 d . . . . .
H54 H 0.938951 0.294865 0.564626 0.047 Uiso 1 1 calc R U . . .
C55 C 0.8677(2) 0.32138(19) 0.70024(19) 0.0328(6) Uani 1 1 d . . . . .
H55 H 0.802260 0.270520 0.693965 0.039 Uiso 1 1 calc R U . . .
N61 N 0.52992(19) 0.87782(14) 0.43488(14) 0.0247(4) Uani 1 1 d . . . . .
H61A H 0.449(3) 0.884(2) 0.419(2) 0.037 Uiso 1 1 d . U . . .
C61 C 0.5764(2) 0.86574(17) 0.53327(17) 0.0271(5) Uani 1 1 d . . . . .
H61 H 0.518227 0.866795 0.585450 0.033 Uiso 1 1 calc R U . . .
C62 C 0.7091(2) 0.85181(19) 0.5580(2) 0.0344(6) Uani 1 1 d . . . . .
H62 H 0.743974 0.844122 0.627780 0.041 Uiso 1 1 calc R U . . .
C63 C 0.7916(2) 0.84903(19) 0.4812(2) 0.0379(6) Uani 1 1 d . . . . .
H63 H 0.883682 0.839182 0.497638 0.045 Uiso 1 1 calc R U . . .
C64 C 0.7400(3) 0.86060(19) 0.3803(2) 0.0383(6) Uani 1 1 d . . . . .
H64 H 0.795813 0.857699 0.326518 0.046 Uiso 1 1 calc R U . . .
C65 C 0.6067(2) 0.87638(17) 0.35846(18) 0.0312(5) Uani 1 1 d . . . . .
H65 H 0.569712 0.886178 0.289549 0.037 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
Th1 O11B 2.544(7) . ?
Th1 O11B 2.544(7) 3_666 ?
Th1 O12 2.549(2) . ?
Th1 O12 2.549(2) 3_666 ?
Th1 O11 2.550(2) . ?
Th1 O11 2.550(2) 3_666 ?
Th1 O32B 2.551(7) 3_666 ?
Th1 O32B 2.551(7) . ?
Th1 O21B 2.552(6) . ?
Th1 O21B 2.552(6) 3_666 ?
Th1 O22B 2.562(7) . ?
Th1 O22B 2.562(7) 3_666 ?
N11 O13 1.209(4) . ?
N11 O12 1.256(8) . ?
N11 O11 1.295(9) . ?
N11B O13B 1.218(8) . ?
N11B O12B 1.263(11) . ?
N11B O11B 1.297(13) . ?
N21 O23 1.215(4) . ?
N21 O21 1.273(13) . ?
N21 O22 1.283(13) . ?
N21B O23B 1.216(8) . ?
N21B O21B 1.272(16) . ?
N21B O22B 1.285(15) . ?
N31 O33 1.214(4) . ?
N31 O32 1.243(10) . ?
N31 O31 1.312(11) . ?
N31B O33B 1.215(8) . ?
N31B O32B 1.244(11) . ?
N31B O31B 1.311(15) . ?
N41 O41 1.242(2) . ?
N41 O43 1.252(2) . ?
N41 O42 1.260(2) . ?
N51 C51 1.336(3) . ?
N51 C55 1.336(3) . ?
N51 H51A 0.86(3) . ?
C51 C52 1.367(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.376(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.383(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.365(4) . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?
N61 C65 1.332(3) . ?
N61 C61 1.335(3) . ?
N61 H61A 0.84(3) . ?
C61 C62 1.369(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.376(4) . ?
C62 H62 0.9500 . ?
C63 C64 1.379(4) . ?
C63 H63 0.9500 . ?
C64 C65 1.374(4) . ?
C64 H64 0.9500 . ?
C65 H65 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
O12 Th1 O12 180.0 . 3_666 ?
O12 Th1 O11 50.07(8) . . ?
O12 Th1 O11 129.93(8) 3_666 . ?
O12 Th1 O11 129.93(8) . 3_666 ?
O12 Th1 O11 50.07(8) 3_666 3_666 ?
O11 Th1 O11 180.0 . 3_666 ?
O11B Th1 O32B 68.0(2) . 3_666 ?
O11B Th1 O32B 112.0(2) 3_666 3_666 ?
O12 Th1 O32B 38.95(16) . 3_666 ?
O12 Th1 O32B 141.05(16) 3_666 3_666 ?
O11 Th1 O32B 89.01(16) . 3_666 ?
O11 Th1 O32B 90.99(16) 3_666 3_666 ?
O11B Th1 O32B 112.0(2) . . ?
O11B Th1 O32B 68.0(2) 3_666 . ?
O32B Th1 O32B 180.0 3_666 . ?
O11B Th1 O21B 67.9(2) . . ?
O11B Th1 O21B 112.1(2) 3_666 . ?
O32B Th1 O21B 114.9(2) 3_666 . ?
O32B Th1 O21B 65.1(2) . . ?
O12 Th1 O21B 76.92(16) . 3_666 ?
O12 Th1 O21B 103.08(16) 3_666 3_666 ?
O11 Th1 O21B 97.62(16) . 3_666 ?
O11 Th1 O21B 82.38(16) 3_666 3_666 ?
O11B Th1 O22B 66.9(2) . . ?
O11B Th1 O22B 113.1(2) 3_666 . ?
O32B Th1 O22B 69.6(2) 3_666 . ?
O32B Th1 O22B 110.4(2) . . ?
O21B Th1 O22B 50.1(2) . . ?
O21B Th1 O22B 129.9(2) 3_666 . ?
O12 Th1 O22B 98.70(19) . 3_666 ?
O12 Th1 O22B 81.30(19) 3_666 3_666 ?
O11 Th1 O22B 78.06(18) . 3_666 ?
O11 Th1 O22B 101.94(18) 3_666 3_666 ?
O13 N11 O12 123.8(7) . . ?
O13 N11 O11 120.7(7) . . ?
O12 N11 O11 115.5(3) . . ?
O13 N11 Th1 177.9(5) . . ?
O12 N11 Th1 57.71(19) . . ?
O11 N11 Th1 57.98(18) . . ?
N11 O11 Th1 96.5(3) . . ?
N11 O12 Th1 97.7(3) . . ?
O13B N11B O12B 127.6(11) . . ?
O13B N11B O11B 116.0(14) . . ?
O12B N11B O11B 115.0(8) . . ?
O13B N11B Th1 172.8(17) . . ?
O12B N11B Th1 58.6(5) . . ?
O11B N11B Th1 57.1(5) . . ?
N11B O11B Th1 97.5(6) . . ?
N11B O12B Th1 96.7(6) . . ?
O23 N21 O21 121.6(10) . . ?
O23 N21 O22 122.8(11) . . ?
O21 N21 O22 115.5(3) . . ?
O23 N21 Th1 170.3(5) . . ?
O21 N21 Th1 58.4(2) . . ?
O22 N21 Th1 58.05(18) . . ?
N21 O21 Th1 96.7(4) . . ?
N21 O22 Th1 96.8(4) . . ?
O23B N21B O21B 121.6(17) . . ?
O23B N21B O22B 122.6(16) . . ?
O21B N21B O22B 115.8(9) . . ?
O23B N21B Th1 178(3) . . ?
O21B N21B Th1 57.7(5) . . ?
O22B N21B Th1 58.2(5) . . ?
N21B O21B Th1 97.4(6) . . ?
N21B O22B Th1 96.6(7) . . ?
O33 N31 O32 123.1(11) . . ?
O33 N31 O31 121.7(11) . . ?
O32 N31 O31 115.3(4) . . ?
O33 N31 Th1 179.1(11) . . ?
O32 N31 Th1 57.7(2) . . ?
O31 N31 Th1 57.53(18) . . ?
N31 O31 Th1 96.9(3) . . ?
N31 O32 Th1 98.2(4) . . ?
O33B N31B O32B 122.1(15) . . ?
O33B N31B O31B 120.8(18) . . ?
O32B N31B O31B 115.9(9) . . ?
O33B N31B Th1 179(4) . . ?
O32B N31B Th1 57.9(5) . . ?
O31B N31B Th1 59.4(5) . . ?
N31B O31B Th1 94.7(7) . . ?
N31B O32B Th1 97.7(6) . . ?
O41 N41 O43 120.30(18) . . ?
O41 N41 O42 120.10(18) . . ?
O43 N41 O42 119.59(17) . . ?
C51 N51 C55 122.5(2) . . ?
C51 N51 H51A 117.7(19) . . ?
C55 N51 H51A 119.8(19) . . ?
N51 C51 C52 120.1(2) . . ?
N51 C51 H51 120.0 . . ?
C52 C51 H51 120.0 . . ?
C51 C52 C53 118.8(2) . . ?
C51 C52 H52 120.6 . . ?
C53 C52 H52 120.6 . . ?
C52 C53 C54 119.8(2) . . ?
C52 C53 H53 120.1 . . ?
C54 C53 H53 120.1 . . ?
C55 C54 C53 119.6(2) . . ?
C55 C54 H54 120.2 . . ?
C53 C54 H54 120.2 . . ?
N51 C55 C54 119.2(2) . . ?
N51 C55 H55 120.4 . . ?
C54 C55 H55 120.4 . . ?
C65 N61 C61 123.0(2) . . ?
C65 N61 H61A 116.8(19) . . ?
C61 N61 H61A 120.1(19) . . ?
N61 C61 C62 119.2(2) . . ?
N61 C61 H61 120.4 . . ?
C62 C61 H61 120.4 . . ?
C61 C62 C63 119.5(2) . . ?
C61 C62 H62 120.2 . . ?
C63 C62 H62 120.2 . . ?
C62 C63 C64 119.8(2) . . ?
C62 C63 H63 120.1 . . ?
C64 C63 H63 120.1 . . ?
C65 C64 C63 119.1(2) . . ?
C65 C64 H64 120.5 . . ?
C63 C64 H64 120.5 . . ?
N61 C65 C64 119.4(2) . . ?
N61 C65 H65 120.3 . . ?
C64 C65 H65 120.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N51 H51A O23^a 0.86(3) 2.62(3) 3.105(6) 117(2) 2_646 yes
N51 H51A O23B^b 0.86(3) 2.63(3) 3.078(16) 114(2) 2_646 yes
N51 H51A N41 0.86(3) 2.66(3) 3.420(3) 149(2) 2_646 yes
N51 H51A O41 0.86(3) 2.61(3) 3.165(3) 123(2) 2_646 yes
N51 H51A O43 0.86(3) 2.02(3) 2.849(2) 161(3) 2_646 yes
N61 H61A N41 0.84(3) 2.61(3) 3.352(3) 149(2) . yes
N61 H61A O42 0.84(3) 1.92(3) 2.753(2) 176(3) . yes
N61 H61A O43 0.84(3) 2.59(3) 3.112(2) 122(2) . yes

_refine_diff_density_max         0.704
_refine_diff_density_min         -1.416
_refine_diff_density_rms         0.082

####################################################################### 
# 
# 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_B22185_b
_database_code_depnum_ccdc_archive 'CCDC 2293430'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C7 H10 N)'
_chemical_formula_sum            'C14 H20 N8 O18 Th'
_chemical_formula_weight         820.42

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.8462(6)
_cell_length_b                   13.2604(9)
_cell_length_c                   11.0517(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.802(2)
_cell_angle_gamma                90
_cell_volume                     1269.00(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9973
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      28.35
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.147
_exptl_crystal_F_000             788
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.117
_exptl_absorpt_coefficient_mu    5.976
_shelx_estimated_absorpt_T_min   0.294
_shelx_estimated_absorpt_T_max   0.542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.38296
_exptl_absorpt_correction_T_max  0.64724
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19296
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.430
_diffrn_reflns_theta_max         28.374
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3170
_reflns_number_gt                2426
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'

_refine_special_details          
; 
Structure was phased by intrinsic methods (Sheldrick, 2015).  Systematic 
conditions suggested the ambiguous space group.  The space group choice was 
confirmed by successful convergence of the full-matrix least-squares 
refinement on F².  The final map had no significant features.  A final 
analysis of variance between observed and calculated structure factors showed 
little dependence on amplitude and resolution. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0095P)²+1.1509P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         3170
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0180
_refine_ls_wR_factor_ref         0.0399
_refine_ls_wR_factor_gt          0.0362
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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
Th1 Th 0.500000 0.500000 0.500000 0.00873(4) Uani 1 2 d S . P . .
O11 O 0.5064(2) 0.67421(14) 0.60523(17) 0.0144(4) Uani 1 1 d . . . . .
O12 O 0.7291(2) 0.60900(13) 0.60401(17) 0.0128(4) Uani 1 1 d . . . . .
O13 O 0.7153(2) 0.75743(15) 0.6858(2) 0.0251(5) Uani 1 1 d . . . . .
O21 O 0.4546(2) 0.35433(14) 0.63655(16) 0.0143(4) Uani 1 1 d . . . . .
O22 O 0.5531(2) 0.48645(13) 0.73762(17) 0.0152(4) Uani 1 1 d . . . . .
O23 O 0.4766(2) 0.35957(15) 0.83635(17) 0.0188(4) Uani 1 1 d . . . . .
O31 O 0.2631(2) 0.53040(14) 0.59384(18) 0.0154(4) Uani 1 1 d . . . . .
O32 O 0.2495(2) 0.59398(14) 0.41149(17) 0.0148(4) Uani 1 1 d . . . . .
O33 O 0.0548(2) 0.60969(16) 0.50322(19) 0.0244(5) Uani 1 1 d . . . . .
N11 N 0.6519(3) 0.68372(17) 0.6341(2) 0.0140(5) Uani 1 1 d . . . . .
N21 N 0.4946(3) 0.39825(17) 0.7409(2) 0.0132(5) Uani 1 1 d . . . . .
N31 N 0.1834(3) 0.57913(17) 0.5035(2) 0.0138(5) Uani 1 1 d . . . . .
N41 N 0.9975(3) 0.5366(2) 0.7766(2) 0.0199(6) Uani 1 1 d . . . . .
H41A H 0.915(4) 0.538(3) 0.733(3) 0.030 Uiso 1 1 d . U . . .
C41 C 1.0339(3) 0.4527(2) 0.8459(3) 0.0187(6) Uani 1 1 d . . . . .
H41 H 0.966003 0.396428 0.835425 0.022 Uiso 1 1 calc R U . . .
C42 C 1.1699(3) 0.4497(2) 0.9314(3) 0.0156(6) Uani 1 1 d . . . . .
C43 C 1.2673(3) 0.5342(2) 0.9390(3) 0.0158(6) Uani 1 1 d . . . . .
H43 H 1.363042 0.533332 0.996629 0.019 Uiso 1 1 calc R U . . .
C44 C 1.2287(3) 0.6188(2) 0.8656(3) 0.0153(6) Uani 1 1 d . . . . .
C45 C 1.0870(3) 0.6183(2) 0.7845(3) 0.0192(6) Uani 1 1 d . . . . .
H45 H 1.053735 0.675758 0.734847 0.023 Uiso 1 1 calc R U . . .
C46 C 1.2155(4) 0.3589(2) 1.0124(3) 0.0220(7) Uani 1 1 d . . . . .
H46A H 1.122476 0.325549 1.027900 0.033 Uiso 1 1 calc R U . . .
H46B H 1.280127 0.380289 1.091080 0.033 Uiso 1 1 calc R U . . .
H46C H 1.273532 0.311861 0.970834 0.033 Uiso 1 1 calc R U . . .
C47 C 1.3363(3) 0.7063(2) 0.8705(3) 0.0202(6) Uani 1 1 d . . . . .
H47A H 1.425514 0.686341 0.836117 0.030 Uiso 1 1 calc R U . . .
H47B H 1.371540 0.727681 0.956584 0.030 Uiso 1 1 calc R U . . .
H47C H 1.282441 0.762328 0.822137 0.030 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.
;

_exptl_special_details           
; 
One distinct cell was identified using APEX3 (Bruker, 2016).  Four frame 
series were integrated and filtered for statistical outliers using SAINT 
(Bruker, 2016) then corrected for absorption by integration using 
SAINT/SADABS v2014/2 (Bruker, 2016) to sort, merge, and scale the combined 
data.  No decay correction was applied.    
;

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -1.00 0.00 0.0650
0.00 1.00 0.00 0.1090
1.00 3.00 -2.00 0.1110
-1.00 3.00 1.00 0.1100
0.00 -2.00 1.00 0.0850
0.00 3.00 -2.00 0.1120
1.00 -3.00 1.00 0.0500
1.00 -3.00 2.00 0.0590
-2.00 3.00 1.00 0.1120
0.00 1.00 -2.00 0.1010
2.00 -2.00 3.00 0.0500
-2.00 2.00 -3.00 0.0730
-1.00 1.00 -3.00 0.0700
-3.00 2.00 -3.00 0.0680
-2.00 1.00 -1.00 0.0670
2.00 0.00 3.00 0.0660
-2.00 0.00 -3.00 0.0430
2.00 0.00 1.00 0.0780
-3.00 1.00 1.00 0.0960
-1.00 -1.00 -3.00 0.0500
-3.00 -1.00 -3.00 0.0330
0.00 1.00 2.00 0.1110
0.00 -2.00 -3.00 0.0590
1.00 1.00 1.00 0.0720
3.00 -3.00 2.00 0.0410

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
Th1 O21 2.5334(18) 3_666 ?
Th1 O21 2.5335(18) . ?
Th1 O31 2.5535(19) . ?
Th1 O31 2.5535(19) 3_666 ?
Th1 O32 2.5565(19) 3_666 ?
Th1 O32 2.5565(19) . ?
Th1 O12 2.5619(18) 3_666 ?
Th1 O12 2.5620(18) . ?
Th1 O22 2.5778(19) . ?
Th1 O22 2.5778(19) 3_666 ?
Th1 O11 2.5817(19) 3_666 ?
Th1 O11 2.5817(19) . ?
O11 N11 1.268(3) . ?
O12 N11 1.285(3) . ?
O13 N11 1.210(3) . ?
O21 N21 1.276(3) . ?
O22 N21 1.282(3) . ?
O23 N21 1.213(3) . ?
O31 N31 1.274(3) . ?
O32 N31 1.287(3) . ?
O33 N31 1.207(3) . ?
N41 C45 1.335(4) . ?
N41 C41 1.352(4) . ?
N41 H41A 0.79(4) . ?
C41 C42 1.370(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.405(4) . ?
C42 C46 1.505(4) . ?
C43 C44 1.386(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.383(4) . ?
C44 C47 1.495(4) . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O21 Th1 O21 180.0 3_666 . ?
O21 Th1 O31 111.41(6) 3_666 . ?
O21 Th1 O31 68.59(6) . . ?
O21 Th1 O31 68.59(6) 3_666 3_666 ?
O21 Th1 O31 111.41(6) . 3_666 ?
O31 Th1 O31 180.0 . 3_666 ?
O21 Th1 O32 111.65(6) 3_666 3_666 ?
O21 Th1 O32 68.35(6) . 3_666 ?
O31 Th1 O32 129.86(6) . 3_666 ?
O31 Th1 O32 50.14(6) 3_666 3_666 ?
O21 Th1 O32 68.35(6) 3_666 . ?
O21 Th1 O32 111.65(6) . . ?
O31 Th1 O32 50.14(6) . . ?
O31 Th1 O32 129.86(6) 3_666 . ?
O32 Th1 O32 180.0 3_666 . ?
O21 Th1 O12 111.73(6) 3_666 3_666 ?
O21 Th1 O12 68.27(6) . 3_666 ?
O31 Th1 O12 68.39(6) . 3_666 ?
O31 Th1 O12 111.61(6) 3_666 3_666 ?
O32 Th1 O12 116.16(6) 3_666 3_666 ?
O32 Th1 O12 63.84(6) . 3_666 ?
O21 Th1 O12 68.27(6) 3_666 . ?
O21 Th1 O12 111.73(6) . . ?
O31 Th1 O12 111.61(6) . . ?
O31 Th1 O12 68.39(6) 3_666 . ?
O32 Th1 O12 63.84(6) 3_666 . ?
O32 Th1 O12 116.16(6) . . ?
O12 Th1 O12 180.0 3_666 . ?
O21 Th1 O22 129.94(6) 3_666 . ?
O21 Th1 O22 50.06(6) . . ?
O31 Th1 O22 65.84(6) . . ?
O31 Th1 O22 114.16(6) 3_666 . ?
O32 Th1 O22 67.25(6) 3_666 . ?
O32 Th1 O22 112.75(6) . . ?
O12 Th1 O22 112.35(6) 3_666 . ?
O12 Th1 O22 67.65(6) . . ?
O21 Th1 O22 50.06(6) 3_666 3_666 ?
O21 Th1 O22 129.94(6) . 3_666 ?
O31 Th1 O22 114.16(6) . 3_666 ?
O31 Th1 O22 65.85(6) 3_666 3_666 ?
O32 Th1 O22 112.76(6) 3_666 3_666 ?
O32 Th1 O22 67.24(6) . 3_666 ?
O12 Th1 O22 67.65(6) 3_666 3_666 ?
O12 Th1 O22 112.35(6) . 3_666 ?
O22 Th1 O22 179.999(15) . 3_666 ?
O21 Th1 O11 113.92(6) 3_666 3_666 ?
O21 Th1 O11 66.08(6) . 3_666 ?
O31 Th1 O11 112.34(6) . 3_666 ?
O31 Th1 O11 67.66(6) 3_666 3_666 ?
O32 Th1 O11 70.94(6) 3_666 3_666 ?
O32 Th1 O11 109.06(6) . 3_666 ?
O12 Th1 O11 49.51(6) 3_666 3_666 ?
O12 Th1 O11 130.49(6) . 3_666 ?
O22 Th1 O11 112.28(6) . 3_666 ?
O22 Th1 O11 67.72(6) 3_666 3_666 ?
O21 Th1 O11 66.08(6) 3_666 . ?
O21 Th1 O11 113.92(6) . . ?
O31 Th1 O11 67.66(6) . . ?
O31 Th1 O11 112.34(6) 3_666 . ?
O32 Th1 O11 109.06(6) 3_666 . ?
O32 Th1 O11 70.94(6) . . ?
O12 Th1 O11 130.49(6) 3_666 . ?
O12 Th1 O11 49.51(6) . . ?
O22 Th1 O11 67.72(6) . . ?
O22 Th1 O11 112.28(6) 3_666 . ?
O11 Th1 O11 180.00(8) 3_666 . ?
N11 O11 Th1 97.46(14) . . ?
N11 O12 Th1 97.91(14) . . ?
N21 O21 Th1 98.16(14) . . ?
N21 O22 Th1 95.84(14) . . ?
N31 O31 Th1 97.47(14) . . ?
N31 O32 Th1 96.95(14) . . ?
O13 N11 O11 123.2(2) . . ?
O13 N11 O12 121.7(2) . . ?
O11 N11 O12 115.1(2) . . ?
O13 N11 Th1 178.33(19) . . ?
O11 N11 Th1 57.95(12) . . ?
O12 N11 Th1 57.16(12) . . ?
O23 N21 O21 122.1(2) . . ?
O23 N21 O22 122.4(2) . . ?
O21 N21 O22 115.5(2) . . ?
O23 N21 Th1 173.33(18) . . ?
O21 N21 Th1 56.90(12) . . ?
O22 N21 Th1 58.94(12) . . ?
O33 N31 O31 122.8(2) . . ?
O33 N31 O32 121.7(2) . . ?
O31 N31 O32 115.4(2) . . ?
O33 N31 Th1 178.76(19) . . ?
O31 N31 Th1 57.61(12) . . ?
O32 N31 Th1 57.82(12) . . ?
C45 N41 C41 124.1(3) . . ?
C45 N41 H41A 119(3) . . ?
C41 N41 H41A 116(3) . . ?
N41 C41 C42 119.2(3) . . ?
N41 C41 H41 120.4 . . ?
C42 C41 H41 120.4 . . ?
C41 C42 C43 117.3(3) . . ?
C41 C42 C46 121.6(3) . . ?
C43 C42 C46 121.1(3) . . ?
C44 C43 C42 122.4(3) . . ?
C44 C43 H43 118.8 . . ?
C42 C43 H43 118.8 . . ?
C45 C44 C43 117.2(3) . . ?
C45 C44 C47 120.9(3) . . ?
C43 C44 C47 121.9(3) . . ?
N41 C45 C44 119.6(3) . . ?
N41 C45 H45 120.2 . . ?
C44 C45 H45 120.2 . . ?
C42 C46 H46A 109.5 . . ?
C42 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C42 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C44 C47 H47A 109.5 . . ?
C44 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C44 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 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
_geom_hbond_publ_flag
N41 H41A O12 0.79(4) 2.16(4) 2.889(3) 153(4) . yes
N41 H41A O32 0.79(4) 2.60(4) 3.199(3) 134(3) 3_666 yes

_refine_diff_density_max         0.439
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.107

####################################################################### 
# 
# 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_c2_c_a
_database_code_depnum_ccdc_archive 'CCDC 2293438'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C5 H5 Cl N)'
_chemical_formula_sum            'C10 H10 Cl2 N8 O18 Th'
_chemical_formula_weight         833.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   13.9087(9)
_cell_length_b                   13.7101(8)
_cell_length_c                   12.6074(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.770(2)
_cell_angle_gamma                90
_cell_volume                     2353.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9201
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      25.44

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.351
_exptl_crystal_F_000             1576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.412
_exptl_crystal_size_mid          0.289
_exptl_crystal_size_min          0.226
_exptl_absorpt_coefficient_mu    6.666
_shelx_estimated_absorpt_T_min   0.170
_shelx_estimated_absorpt_T_max   0.314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.20650
_exptl_absorpt_correction_T_max  0.36309
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55019
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.482
_diffrn_reflns_theta_max         25.441
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2178
_reflns_number_gt                2168
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0143P)²+5.7161P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         2178
_refine_ls_number_parameters     180
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0145
_refine_ls_R_factor_gt           0.0136
_refine_ls_wR_factor_ref         0.0346
_refine_ls_wR_factor_gt          0.0343
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_restrained_S_all      1.206
_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
Th1 Th 0.500000 0.69505(2) 0.750000 0.00819(5) Uani 1 2 d S T P . .
N1 N 0.38983(16) 0.86458(15) 0.81407(17) 0.0160(4) Uani 1 1 d . . . . .
O1 O 0.35361(14) 0.80861(12) 0.73464(15) 0.0165(4) Uani 1 1 d . . . . .
O2 O 0.47841(13) 0.84567(13) 0.86052(14) 0.0168(4) Uani 1 1 d . . . . .
O3 O 0.34277(15) 0.92970(13) 0.84351(16) 0.0247(4) Uani 1 1 d . . . . .
N11 N 0.32184(14) 0.64639(14) 0.57753(16) 0.0125(4) Uani 1 1 d . . . . .
O11 O 0.39568(13) 0.69528(11) 0.55842(15) 0.0135(4) Uani 1 1 d . . . . .
O12 O 0.33356(12) 0.61043(12) 0.67204(13) 0.0142(3) Uani 1 1 d . . . . .
O13 O 0.24706(12) 0.63723(13) 0.50941(14) 0.0165(4) Uani 1 1 d . . . . .
N21 N 0.58713(15) 0.57337(15) 0.59570(16) 0.0140(4) Uani 1 1 d . . . . .
O21 O 0.53061(12) 0.53785(12) 0.65441(14) 0.0146(4) Uani 1 1 d . . . . .
O22 O 0.60212(13) 0.66503(13) 0.60488(14) 0.0151(4) Uani 1 1 d . . . . .
O23 O 0.62401(14) 0.52323(14) 0.53568(15) 0.0229(4) Uani 1 1 d . . . . .
N31 N 0.63007(15) 0.24221(16) 0.65610(18) 0.0169(4) Uani 1 1 d . . . . .
Cl1 Cl 0.61586(7) 0.04563(6) 0.87640(7) 0.0425(2) Uani 1 1 d . . . . .
C31 C 0.62608(18) 0.15618(19) 0.7049(2) 0.0171(5) Uani 1 1 d . . . . .
H31 H 0.623894 0.097016 0.665233 0.020 Uiso 1 1 calc R U . . .
H31A H 0.633(2) 0.247(2) 0.584(3) 0.026 Uiso 1 1 d . U . . .
C32 C 0.6252(2) 0.1552(2) 0.8137(2) 0.0201(5) Uani 1 1 d . . . . .
C33 C 0.6289(2) 0.2422(2) 0.8707(2) 0.0241(6) Uani 1 1 d . . . . .
H33 H 0.628316 0.241977 0.945931 0.029 Uiso 1 1 calc R U . . .
C34 C 0.6333(2) 0.3296(2) 0.8161(3) 0.0290(7) Uani 1 1 d . . . . .
H34 H 0.635484 0.389967 0.853501 0.035 Uiso 1 1 calc R U . . .
C35 C 0.6345(2) 0.3278(2) 0.7080(3) 0.0258(6) Uani 1 1 d . . . . .
H35 H 0.638512 0.386997 0.669890 0.031 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Th1 O1 2.5390(18) 2_656 ?
Th1 O1 2.5390(18) . ?
Th1 O2 2.5429(18) 2_656 ?
Th1 O2 2.5429(17) . ?
Th1 O21 2.5472(17) . ?
Th1 O21 2.5473(17) 2_656 ?
Th1 O11 2.5513(18) 2_656 ?
Th1 O11 2.5514(18) . ?
Th1 O22 2.5680(17) . ?
Th1 O22 2.5680(17) 2_656 ?
Th1 O12 2.5967(17) . ?
Th1 O12 2.5967(17) 2_656 ?
N1 O3 1.209(3) . ?
N1 O2 1.278(3) . ?
N1 O1 1.280(3) . ?
N11 O13 1.213(3) . ?
N11 O12 1.269(3) . ?
N11 O11 1.290(3) . ?
N21 O23 1.211(3) . ?
N21 O22 1.275(3) . ?
N21 O21 1.281(3) . ?
N31 C31 1.337(4) . ?
N31 C35 1.339(4) . ?
N31 H31A 0.91(3) . ?
Cl1 C32 1.715(3) . ?
C31 C32 1.374(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.388(4) . ?
C33 C34 1.390(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.366(4) . ?
C34 H34 0.9500 . ?
C35 H35 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
O1 Th1 O1 104.36(8) 2_656 . ?
O1 Th1 O2 50.31(6) 2_656 2_656 ?
O1 Th1 O2 69.07(6) . 2_656 ?
O1 Th1 O2 69.07(6) 2_656 . ?
O1 Th1 O2 50.31(6) . . ?
O2 Th1 O2 71.41(8) 2_656 . ?
O1 Th1 O21 110.25(6) 2_656 . ?
O1 Th1 O21 133.76(6) . . ?
O2 Th1 O21 112.21(6) 2_656 . ?
O2 Th1 O21 174.98(5) . . ?
O1 Th1 O21 133.76(6) 2_656 2_656 ?
O1 Th1 O21 110.25(6) . 2_656 ?
O2 Th1 O21 174.98(5) 2_656 2_656 ?
O2 Th1 O21 112.21(6) . 2_656 ?
O21 Th1 O21 64.41(8) . 2_656 ?
O1 Th1 O11 68.57(6) 2_656 2_656 ?
O1 Th1 O11 111.33(6) . 2_656 ?
O2 Th1 O11 114.19(5) 2_656 2_656 ?
O2 Th1 O11 65.68(5) . 2_656 ?
O21 Th1 O11 109.35(5) . 2_656 ?
O21 Th1 O11 70.78(5) 2_656 2_656 ?
O1 Th1 O11 111.34(6) 2_656 . ?
O1 Th1 O11 68.57(6) . . ?
O2 Th1 O11 65.68(5) 2_656 . ?
O2 Th1 O11 114.19(5) . . ?
O21 Th1 O11 70.78(5) . . ?
O21 Th1 O11 109.34(5) 2_656 . ?
O11 Th1 O11 179.86(7) 2_656 . ?
O1 Th1 O22 66.49(6) 2_656 . ?
O1 Th1 O22 126.54(6) . . ?
O2 Th1 O22 66.14(6) 2_656 . ?
O2 Th1 O22 131.67(6) . . ?
O21 Th1 O22 50.00(6) . . ?
O21 Th1 O22 111.81(5) 2_656 . ?
O11 Th1 O22 112.60(6) 2_656 . ?
O11 Th1 O22 67.42(6) . . ?
O1 Th1 O22 126.54(6) 2_656 2_656 ?
O1 Th1 O22 66.49(6) . 2_656 ?
O2 Th1 O22 131.67(6) 2_656 2_656 ?
O2 Th1 O22 66.14(6) . 2_656 ?
O21 Th1 O22 111.81(5) . 2_656 ?
O21 Th1 O22 50.00(6) 2_656 2_656 ?
O11 Th1 O22 67.43(6) 2_656 2_656 ?
O11 Th1 O22 112.60(6) . 2_656 ?
O22 Th1 O22 161.55(8) . 2_656 ?
O1 Th1 O12 160.39(6) 2_656 . ?
O1 Th1 O12 66.79(6) . . ?
O2 Th1 O12 110.56(5) 2_656 . ?
O2 Th1 O12 111.99(5) . . ?
O21 Th1 O12 70.43(5) . . ?
O21 Th1 O12 65.09(5) 2_656 . ?
O11 Th1 O12 130.53(5) 2_656 . ?
O11 Th1 O12 49.56(5) . . ?
O22 Th1 O12 103.81(5) . . ?
O22 Th1 O12 67.55(5) 2_656 . ?
O1 Th1 O12 66.79(6) 2_656 2_656 ?
O1 Th1 O12 160.39(6) . 2_656 ?
O2 Th1 O12 111.99(5) 2_656 2_656 ?
O2 Th1 O12 110.56(5) . 2_656 ?
O21 Th1 O12 65.09(5) . 2_656 ?
O21 Th1 O12 70.43(5) 2_656 2_656 ?
O11 Th1 O12 49.56(5) 2_656 2_656 ?
O11 Th1 O12 130.53(5) . 2_656 ?
O22 Th1 O12 67.55(5) . 2_656 ?
O22 Th1 O12 103.81(5) 2_656 2_656 ?
O12 Th1 O12 126.92(8) . 2_656 ?
O3 N1 O2 122.7(2) . . ?
O3 N1 O1 122.1(2) . . ?
O2 N1 O1 115.18(19) . . ?
O3 N1 Th1 176.32(17) . . ?
O2 N1 Th1 57.72(11) . . ?
O1 N1 Th1 57.55(11) . . ?
N1 O1 Th1 97.26(14) . . ?
N1 O2 Th1 97.13(13) . . ?
O13 N11 O12 123.5(2) . . ?
O13 N11 O11 121.5(2) . . ?
O12 N11 O11 115.00(19) . . ?
O13 N11 Th1 172.87(15) . . ?
O12 N11 Th1 58.68(11) . . ?
O11 N11 Th1 56.75(11) . . ?
N11 O11 Th1 98.24(13) . . ?
N11 O12 Th1 96.64(13) . . ?
O23 N21 O22 122.3(2) . . ?
O23 N21 O21 122.2(2) . . ?
O22 N21 O21 115.50(19) . . ?
O23 N21 Th1 178.29(16) . . ?
O22 N21 Th1 58.22(11) . . ?
O21 N21 Th1 57.31(11) . . ?
N21 O21 Th1 97.65(13) . . ?
N21 O22 Th1 96.81(13) . . ?
C31 N31 C35 123.4(2) . . ?
C31 N31 H31A 122(2) . . ?
C35 N31 H31A 115(2) . . ?
N31 C31 C32 118.5(3) . . ?
N31 C31 H31 120.7 . . ?
C32 C31 H31 120.7 . . ?
C31 C32 C33 120.1(3) . . ?
C31 C32 Cl1 119.0(2) . . ?
C33 C32 Cl1 120.8(2) . . ?
C32 C33 C34 119.0(3) . . ?
C32 C33 H33 120.5 . . ?
C34 C33 H33 120.5 . . ?
C35 C34 C33 119.3(3) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
N31 C35 C34 119.6(3) . . ?
N31 C35 H35 120.2 . . ?
C34 C35 H35 120.2 . . ?

_refine_diff_density_max         0.721
_refine_diff_density_min         -1.273
_refine_diff_density_rms         0.211

####################################################################### 
# 
# 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_re_do_a
_database_code_depnum_ccdc_archive 'CCDC 2293432'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C6 H8 N)'
_chemical_formula_sum            'C12 H16 N8 O18 Th'
_chemical_formula_weight         792.37

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.5991(5)
_cell_length_b                   10.9119(6)
_cell_length_c                   12.5427(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.0990(10)
_cell_angle_gamma                90
_cell_volume                     1173.90(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9701
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      30.58

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.242
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.274
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    6.455
_shelx_estimated_absorpt_T_min   0.271
_shelx_estimated_absorpt_T_max   0.373
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.09941
_exptl_absorpt_correction_T_max  0.23226
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            78881
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.974
_diffrn_reflns_theta_max         30.603
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3609
_reflns_number_gt                3291
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0124P)²+1.1011P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         3609
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0151
_refine_ls_wR_factor_ref         0.0352
_refine_ls_wR_factor_gt          0.0344
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_restrained_S_all      1.208
_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
Th1 Th 1.000000 0.000000 0.500000 0.00774(3) Uani 1 2 d S . P . .
N1 N 0.67389(16) -0.05211(14) 0.55584(11) 0.0112(3) Uani 1 1 d . . . . .
O1 O 0.74615(14) 0.04702(12) 0.58368(10) 0.0124(2) Uani 1 1 d . . . . .
O2 O 0.74263(14) -0.12036(12) 0.49106(10) 0.0130(2) Uani 1 1 d . . . . .
O3 O 0.55013(14) -0.07911(13) 0.59019(11) 0.0166(3) Uani 1 1 d . . . . .
N11 N 1.10573(17) -0.15110(13) 0.69257(11) 0.0111(3) Uani 1 1 d . . . . .
O11 O 0.96140(14) -0.13376(11) 0.66274(10) 0.0118(2) Uani 1 1 d . . . . .
O12 O 1.20301(14) -0.09988(11) 0.63473(10) 0.0127(2) Uani 1 1 d . . . . .
O13 O 1.14556(16) -0.21288(13) 0.77042(10) 0.0182(3) Uani 1 1 d . . . . .
N21 N 1.00324(17) -0.22165(13) 0.35774(11) 0.0111(3) Uani 1 1 d . . . . .
O21 O 1.03593(14) -0.23000(11) 0.45814(9) 0.0120(2) Uani 1 1 d . . . . .
O22 O 0.96281(15) -0.11471(11) 0.32365(10) 0.0123(2) Uani 1 1 d . . . . .
O23 O 1.01001(16) -0.30831(12) 0.29745(11) 0.0173(3) Uani 1 1 d . . . . .
N31 N 0.63118(19) 0.32743(15) 0.41880(14) 0.0177(3) Uani 1 1 d . . . . .
H4A H 0.596(3) 0.276(2) 0.375(2) 0.027 Uiso 1 1 d . U . . .
C31 C 0.5926(2) 0.31837(17) 0.52045(16) 0.0179(3) Uani 1 1 d . . . . .
H31 H 0.526741 0.253918 0.541014 0.021 Uiso 1 1 calc R U . . .
C32 C 0.6491(2) 0.40305(17) 0.59431(15) 0.0159(3) Uani 1 1 d . . . . .
H32 H 0.622038 0.397020 0.666231 0.019 Uiso 1 1 calc R U . . .
C33 C 0.7456(2) 0.49754(15) 0.56488(15) 0.0138(3) Uani 1 1 d . . . . .
C34 C 0.8086(2) 0.58991(19) 0.64497(16) 0.0220(4) Uani 1 1 d . . . . .
H34A H 0.844020 0.662496 0.607608 0.033 Uiso 1 1 calc R U . . .
H34B H 0.896378 0.554242 0.688454 0.033 Uiso 1 1 calc R U . . .
H34C H 0.726465 0.613464 0.691276 0.033 Uiso 1 1 calc R U . . .
C35 C 0.7832(2) 0.50279(16) 0.45838(16) 0.0162(3) Uani 1 1 d . . . . .
H35 H 0.849193 0.566066 0.435715 0.019 Uiso 1 1 calc R U . . .
C36 C 0.7248(2) 0.41654(18) 0.38644(15) 0.0175(3) Uani 1 1 d . . . . .
H36 H 0.750508 0.419898 0.314085 0.021 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
Th1 O1 2.5411(12) . ?
Th1 O1 2.5411(12) 3_756 ?
Th1 O22 2.5417(12) . ?
Th1 O22 2.5418(12) 3_756 ?
Th1 O11 2.5503(12) . ?
Th1 O11 2.5503(12) 3_756 ?
Th1 O2 2.5691(12) . ?
Th1 O2 2.5691(12) 3_756 ?
Th1 O12 2.5825(12) . ?
Th1 O12 2.5825(12) 3_756 ?
Th1 O21 2.5871(12) 3_756 ?
Th1 O21 2.5871(12) . ?
N1 O3 1.2127(18) . ?
N1 O2 1.2778(19) . ?
N1 O1 1.283(2) . ?
N11 O13 1.2154(19) . ?
N11 O12 1.2750(19) . ?
N11 O11 1.2844(19) . ?
N21 O23 1.2148(18) . ?
N21 O21 1.2738(18) . ?
N21 O22 1.2823(19) . ?
N31 C36 1.344(3) . ?
N31 C31 1.344(3) . ?
N31 H4A 0.82(3) . ?
C31 C32 1.373(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.390(2) . ?
C32 H32 0.9500 . ?
C33 C35 1.398(3) . ?
C33 C34 1.497(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.374(3) . ?
C35 H35 0.9500 . ?
C36 H36 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
O1 Th1 O1 180.0 . 3_756 ?
O1 Th1 O22 113.61(4) . . ?
O1 Th1 O22 66.39(4) 3_756 . ?
O1 Th1 O22 66.39(4) . 3_756 ?
O1 Th1 O22 113.61(4) 3_756 3_756 ?
O22 Th1 O22 180.00(3) . 3_756 ?
O1 Th1 O11 67.68(4) . . ?
O1 Th1 O11 112.32(4) 3_756 . ?
O22 Th1 O11 113.53(4) . . ?
O22 Th1 O11 66.47(4) 3_756 . ?
O1 Th1 O11 112.32(4) . 3_756 ?
O1 Th1 O11 67.68(4) 3_756 3_756 ?
O22 Th1 O11 66.47(4) . 3_756 ?
O22 Th1 O11 113.53(4) 3_756 3_756 ?
O11 Th1 O11 180.0 . 3_756 ?
O1 Th1 O2 50.09(4) . . ?
O1 Th1 O2 129.91(4) 3_756 . ?
O22 Th1 O2 69.87(4) . . ?
O22 Th1 O2 110.13(4) 3_756 . ?
O11 Th1 O2 65.25(4) . . ?
O11 Th1 O2 114.75(4) 3_756 . ?
O1 Th1 O2 129.91(4) . 3_756 ?
O1 Th1 O2 50.09(4) 3_756 3_756 ?
O22 Th1 O2 110.13(4) . 3_756 ?
O22 Th1 O2 69.87(4) 3_756 3_756 ?
O11 Th1 O2 114.75(4) . 3_756 ?
O11 Th1 O2 65.25(4) 3_756 3_756 ?
O2 Th1 O2 180.0 . 3_756 ?
O1 Th1 O12 112.05(4) . . ?
O1 Th1 O12 67.95(4) 3_756 . ?
O22 Th1 O12 113.50(4) . . ?
O22 Th1 O12 66.50(4) 3_756 . ?
O11 Th1 O12 49.86(4) . . ?
O11 Th1 O12 130.14(4) 3_756 . ?
O2 Th1 O12 110.66(4) . . ?
O2 Th1 O12 69.34(4) 3_756 . ?
O1 Th1 O12 67.95(4) . 3_756 ?
O1 Th1 O12 112.05(4) 3_756 3_756 ?
O22 Th1 O12 66.50(4) . 3_756 ?
O22 Th1 O12 113.50(4) 3_756 3_756 ?
O11 Th1 O12 130.14(4) . 3_756 ?
O11 Th1 O12 49.86(4) 3_756 3_756 ?
O2 Th1 O12 69.34(4) . 3_756 ?
O2 Th1 O12 110.66(4) 3_756 3_756 ?
O12 Th1 O12 180.0 . 3_756 ?
O1 Th1 O21 66.53(4) . 3_756 ?
O1 Th1 O21 113.47(4) 3_756 3_756 ?
O22 Th1 O21 130.16(4) . 3_756 ?
O22 Th1 O21 49.84(4) 3_756 3_756 ?
O11 Th1 O21 111.62(4) . 3_756 ?
O11 Th1 O21 68.38(4) 3_756 3_756 ?
O2 Th1 O21 112.94(4) . 3_756 ?
O2 Th1 O21 67.06(4) 3_756 3_756 ?
O12 Th1 O21 111.20(4) . 3_756 ?
O12 Th1 O21 68.80(4) 3_756 3_756 ?
O1 Th1 O21 113.47(4) . . ?
O1 Th1 O21 66.53(4) 3_756 . ?
O22 Th1 O21 49.84(4) . . ?
O22 Th1 O21 130.16(4) 3_756 . ?
O11 Th1 O21 68.38(4) . . ?
O11 Th1 O21 111.62(4) 3_756 . ?
O2 Th1 O21 67.06(4) . . ?
O2 Th1 O21 112.94(4) 3_756 . ?
O12 Th1 O21 68.80(4) . . ?
O12 Th1 O21 111.20(4) 3_756 . ?
O21 Th1 O21 180.0 3_756 . ?
O3 N1 O2 122.81(15) . . ?
O3 N1 O1 121.89(15) . . ?
O2 N1 O1 115.29(13) . . ?
O3 N1 Th1 171.89(11) . . ?
O2 N1 Th1 58.55(8) . . ?
O1 N1 Th1 57.32(8) . . ?
N1 O1 Th1 97.53(9) . . ?
N1 O2 Th1 96.34(9) . . ?
O13 N11 O12 122.79(15) . . ?
O13 N11 O11 121.78(15) . . ?
O12 N11 O11 115.42(13) . . ?
O13 N11 Th1 178.77(12) . . ?
O12 N11 Th1 58.41(8) . . ?
O11 N11 Th1 57.01(8) . . ?
N11 O11 Th1 98.00(9) . . ?
N11 O12 Th1 96.72(9) . . ?
O23 N21 O21 122.87(15) . . ?
O23 N21 O22 121.65(14) . . ?
O21 N21 O22 115.48(13) . . ?
O23 N21 Th1 176.77(12) . . ?
O21 N21 Th1 58.78(8) . . ?
O22 N21 Th1 56.77(8) . . ?
N21 O21 Th1 96.32(9) . . ?
N21 O22 Th1 98.26(9) . . ?
C36 N31 C31 122.26(17) . . ?
C36 N31 H4A 119.4(19) . . ?
C31 N31 H4A 118.3(19) . . ?
N31 C31 C32 119.42(17) . . ?
N31 C31 H31 120.3 . . ?
C32 C31 H31 120.3 . . ?
C31 C32 C33 120.64(17) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C32 C33 C35 117.86(17) . . ?
C32 C33 C34 121.03(17) . . ?
C35 C33 C34 121.11(17) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C33 120.06(17) . . ?
C36 C35 H35 120.0 . . ?
C33 C35 H35 120.0 . . ?
N31 C36 C35 119.75(17) . . ?
N31 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?

_refine_diff_density_max         0.360
_refine_diff_density_min         -1.157
_refine_diff_density_rms         0.128

####################################################################### 
# 
# 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_P21_n_a
_database_code_depnum_ccdc_archive 'CCDC 2293435'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT430_P21_n_a             
;
PROBLEM: Short Inter D...A Contact  O23      ..O32      .       2.84 Ang.  
RESPONSE: There is a high number of intermolecular hydrogen bonds which hold 
the constituent ions and molecules in close proximity to each other.  As a 
result, there are some short contact distances.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, C15 H13 N3, H2 O'
_chemical_formula_sum            'C15 H15 N9 O19 Th'
_chemical_formula_weight         857.40

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.0147(6)
_cell_length_b                   21.9815(12)
_cell_length_c                   11.6943(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.889(2)
_cell_angle_gamma                90
_cell_volume                     2550.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9349
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.39

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.233
_exptl_crystal_F_000             1640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.199
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.131
_exptl_absorpt_coefficient_mu    5.957
_shelx_estimated_absorpt_T_min   0.384
_shelx_estimated_absorpt_T_max   0.509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.54995
_exptl_absorpt_correction_T_max  0.69541
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            63023
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.252
_diffrn_reflns_theta_max         25.392
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4664
_reflns_number_gt                4410
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0152P)²+2.4673P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         4664
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0155
_refine_ls_R_factor_gt           0.0135
_refine_ls_wR_factor_ref         0.0319
_refine_ls_wR_factor_gt          0.0313
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Th1 Th 0.83119(2) 0.31690(2) 0.19536(2) 0.00864(3) Uani 1 1 d . . . . .
N1 N 0.74387(19) 0.28738(8) 0.42628(16) 0.0128(4) Uani 1 1 d . . . . .
O1 O 0.85490(15) 0.26846(7) 0.39968(13) 0.0136(3) Uani 1 1 d . . . . .
O2 O 0.66984(16) 0.31670(7) 0.34533(14) 0.0148(3) Uani 1 1 d . . . . .
O3 O 0.70758(17) 0.27920(8) 0.51952(13) 0.0193(4) Uani 1 1 d . . . . .
N11 N 0.92296(19) 0.43811(8) 0.29767(16) 0.0138(4) Uani 1 1 d . . . . .
O11 O 0.93273(16) 0.42465(7) 0.19236(13) 0.0133(3) Uani 1 1 d . . . . .
O12 O 0.87938(16) 0.39533(7) 0.35641(13) 0.0139(3) Uani 1 1 d . . . . .
O13 O 0.95082(17) 0.48796(7) 0.33767(15) 0.0210(4) Uani 1 1 d . . . . .
N21 N 1.10548(18) 0.26357(8) 0.26200(15) 0.0122(4) Uani 1 1 d . . . . .
O21 O 1.08234(16) 0.31894(7) 0.28552(14) 0.0145(3) Uani 1 1 d . . . . .
O22 O 1.00244(15) 0.23252(7) 0.22077(13) 0.0133(3) Uani 1 1 d . . . . .
O23 O 1.21782(16) 0.24178(7) 0.27599(14) 0.0173(4) Uani 1 1 d . . . . .
N31 N 0.94437(19) 0.29553(8) -0.02580(16) 0.0119(4) Uani 1 1 d . . . . .
O31 O 0.98929(16) 0.33642(7) 0.04776(13) 0.0141(3) Uani 1 1 d . . . . .
O32 O 0.85401(15) 0.26070(7) 0.00590(13) 0.0134(3) Uani 1 1 d . . . . .
O33 O 0.98418(16) 0.29071(7) -0.11854(13) 0.0151(3) Uani 1 1 d . . . . .
N41 N 0.6183(2) 0.22135(9) 0.13843(16) 0.0152(4) Uani 1 1 d . . . . .
O41 O 0.59798(16) 0.27714(7) 0.10911(14) 0.0159(3) Uani 1 1 d . . . . .
O42 O 0.73664(15) 0.21063(7) 0.19347(13) 0.0136(3) Uani 1 1 d . . . . .
O43 O 0.53549(18) 0.18224(8) 0.11693(16) 0.0249(4) Uani 1 1 d . . . . .
N51 N 0.63915(19) 0.40610(8) 0.06353(16) 0.0136(4) Uani 1 1 d . . . . .
O51 O 0.64494(16) 0.39887(7) 0.17314(13) 0.0143(3) Uani 1 1 d . . . . .
O52 O 0.72348(16) 0.37531(7) 0.01598(13) 0.0145(3) Uani 1 1 d . . . . .
O53 O 0.55830(17) 0.44017(7) 0.01017(14) 0.0204(4) Uani 1 1 d . . . . .
O91 O 0.39630(18) 0.34141(8) 0.32523(14) 0.0139(3) Uani 1 1 d . . . . .
H91A H 0.354(3) 0.3142(13) 0.326(3) 0.021 Uiso 1 1 d . U . . .
H91 H 0.475(3) 0.3337(13) 0.333(2) 0.021 Uiso 1 1 d . U . . .
N61 N 0.71019(19) 0.59772(8) 0.87308(17) 0.0115(4) Uani 1 1 d . . . . .
H61A H 0.678(3) 0.6074(13) 0.808(2) 0.017 Uiso 1 1 d . U . . .
N71 N 0.72434(18) 0.52755(8) 0.68945(15) 0.0107(4) Uani 1 1 d . . . . .
N81 N 0.62624(19) 0.58172(9) 0.49339(17) 0.0129(4) Uani 1 1 d . . . . .
H81A H 0.637(3) 0.5983(12) 0.560(2) 0.019 Uiso 1 1 d . U . . .
C61 C 0.6954(2) 0.63793(10) 0.95682(19) 0.0143(5) Uani 1 1 d . . . . .
H61 H 0.650295 0.675404 0.938307 0.017 Uiso 1 1 calc R U . . .
C62 C 0.7456(2) 0.62476(11) 1.0693(2) 0.0155(5) Uani 1 1 d . . . . .
H62 H 0.735284 0.652623 1.129533 0.019 Uiso 1 1 calc R U . . .
C63 C 0.8118(2) 0.56980(11) 1.0928(2) 0.0156(5) Uani 1 1 d . . . . .
H63 H 0.848909 0.560150 1.169846 0.019 Uiso 1 1 calc R U . . .
C64 C 0.8241(2) 0.52895(10) 1.00488(19) 0.0141(5) Uani 1 1 d . . . . .
H64 H 0.868746 0.491190 1.021520 0.017 Uiso 1 1 calc R U . . .
C65 C 0.7712(2) 0.54336(10) 0.89251(19) 0.0117(5) Uani 1 1 d . . . . .
C71 C 0.7740(2) 0.50331(10) 0.79100(19) 0.0117(5) Uani 1 1 d . . . . .
C72 C 0.8220(2) 0.44361(10) 0.8022(2) 0.0138(5) Uani 1 1 d . . . . .
H72 H 0.856006 0.427450 0.875814 0.017 Uiso 1 1 calc R U . . .
C73 C 0.8188(2) 0.40866(11) 0.7038(2) 0.0159(5) Uani 1 1 d . . . . .
H73 H 0.850302 0.367843 0.708783 0.019 Uiso 1 1 calc R U . . .
C74 C 0.7694(2) 0.43363(10) 0.5976(2) 0.0146(5) Uani 1 1 d . . . . .
H74 H 0.767745 0.410688 0.528625 0.017 Uiso 1 1 calc R U . . .
C75 C 0.7221(2) 0.49315(10) 0.59478(19) 0.0118(5) Uani 1 1 d . . . . .
C81 C 0.6620(2) 0.52263(10) 0.48563(19) 0.0114(4) Uani 1 1 d . . . . .
C82 C 0.6359(2) 0.49514(10) 0.37893(19) 0.0133(5) Uani 1 1 d . . . . .
H82 H 0.658502 0.453565 0.370396 0.016 Uiso 1 1 calc R U . . .
C83 C 0.5765(2) 0.52802(11) 0.2838(2) 0.0150(5) Uani 1 1 d . . . . .
H83 H 0.559016 0.508974 0.210374 0.018 Uiso 1 1 calc R U . . .
C84 C 0.5430(2) 0.58839(11) 0.2961(2) 0.0149(5) Uani 1 1 d . . . . .
H84 H 0.502918 0.611362 0.231589 0.018 Uiso 1 1 calc R U . . .
C85 C 0.5688(2) 0.61454(10) 0.4036(2) 0.0154(5) Uani 1 1 d . . . . .
H85 H 0.545812 0.655905 0.414123 0.019 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
Th1 O22 2.5158(15) . ?
Th1 O42 2.5194(15) . ?
Th1 O31 2.5339(15) . ?
Th1 O2 2.5426(16) . ?
Th1 O12 2.5501(15) . ?
Th1 O41 2.5670(16) . ?
Th1 O52 2.5675(15) . ?
Th1 O32 2.5741(15) . ?
Th1 O11 2.5798(15) . ?
Th1 O51 2.5808(15) . ?
Th1 O21 2.5907(16) . ?
Th1 O1 2.5968(15) . ?
N1 O3 1.209(2) . ?
N1 O1 1.265(2) . ?
N1 O2 1.292(2) . ?
N11 O13 1.209(2) . ?
N11 O12 1.276(2) . ?
N11 O11 1.283(2) . ?
N21 O23 1.213(2) . ?
N21 O22 1.275(2) . ?
N21 O21 1.276(2) . ?
N31 O33 1.210(2) . ?
N31 O32 1.279(2) . ?
N31 O31 1.282(2) . ?
N41 O43 1.197(2) . ?
N41 O41 1.282(2) . ?
N41 O42 1.290(2) . ?
N51 O53 1.211(2) . ?
N51 O52 1.269(2) . ?
N51 O51 1.285(2) . ?
O91 H91A 0.73(3) . ?
O91 H91 0.80(3) . ?
N61 C61 1.342(3) . ?
N61 C65 1.347(3) . ?
N61 H61A 0.81(3) . ?
N71 C71 1.334(3) . ?
N71 C75 1.338(3) . ?
N81 C85 1.337(3) . ?
N81 C81 1.354(3) . ?
N81 H81A 0.85(3) . ?
C61 C62 1.373(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.387(3) . ?
C62 H62 0.9500 . ?
C63 C64 1.383(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.385(3) . ?
C64 H64 0.9500 . ?
C65 C71 1.481(3) . ?
C71 C72 1.398(3) . ?
C72 C73 1.381(3) . ?
C72 H72 0.9500 . ?
C73 C74 1.385(3) . ?
C73 H73 0.9500 . ?
C74 C75 1.390(3) . ?
C74 H74 0.9500 . ?
C75 C81 1.483(3) . ?
C81 C82 1.379(3) . ?
C82 C83 1.390(3) . ?
C82 H82 0.9500 . ?
C83 C84 1.381(3) . ?
C83 H83 0.9500 . ?
C84 C85 1.374(3) . ?
C84 H84 0.9500 . ?
C85 H85 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
O22 Th1 O42 64.33(5) . . ?
O22 Th1 O31 74.08(5) . . ?
O42 Th1 O31 114.85(5) . . ?
O22 Th1 O2 113.88(5) . . ?
O42 Th1 O2 74.39(5) . . ?
O31 Th1 O2 170.35(5) . . ?
O22 Th1 O12 110.75(5) . . ?
O42 Th1 O12 131.77(5) . . ?
O31 Th1 O12 108.42(5) . . ?
O2 Th1 O12 64.25(5) . . ?
O22 Th1 O41 111.36(5) . . ?
O42 Th1 O41 50.23(5) . . ?
O31 Th1 O41 114.20(5) . . ?
O2 Th1 O41 68.92(5) . . ?
O12 Th1 O41 126.17(5) . . ?
O22 Th1 O52 131.94(5) . . ?
O42 Th1 O52 109.95(5) . . ?
O31 Th1 O52 65.82(5) . . ?
O2 Th1 O52 109.20(5) . . ?
O12 Th1 O52 106.32(5) . . ?
O41 Th1 O52 65.90(5) . . ?
O22 Th1 O32 66.94(5) . . ?
O42 Th1 O32 67.99(5) . . ?
O31 Th1 O32 50.01(5) . . ?
O2 Th1 O32 137.12(5) . . ?
O12 Th1 O32 158.43(5) . . ?
O41 Th1 O32 71.45(5) . . ?
O52 Th1 O32 67.28(5) . . ?
O22 Th1 O11 114.51(5) . . ?
O42 Th1 O11 178.16(5) . . ?
O31 Th1 O11 63.32(5) . . ?
O2 Th1 O11 107.45(5) . . ?
O12 Th1 O11 49.78(5) . . ?
O41 Th1 O11 130.26(5) . . ?
O52 Th1 O11 69.63(5) . . ?
O32 Th1 O11 110.31(5) . . ?
O22 Th1 O51 176.51(5) . . ?
O42 Th1 O51 112.39(5) . . ?
O31 Th1 O51 108.89(5) . . ?
O2 Th1 O51 63.36(5) . . ?
O12 Th1 O51 70.32(5) . . ?
O41 Th1 O51 65.93(5) . . ?
O52 Th1 O51 49.59(5) . . ?
O32 Th1 O51 113.37(5) . . ?
O11 Th1 O51 68.80(5) . . ?
O22 Th1 O21 49.97(5) . . ?
O42 Th1 O21 111.25(5) . . ?
O31 Th1 O21 67.16(5) . . ?
O2 Th1 O21 113.12(5) . . ?
O12 Th1 O21 67.23(5) . . ?
O41 Th1 O21 161.08(5) . . ?
O52 Th1 O21 126.83(5) . . ?
O32 Th1 O21 99.37(5) . . ?
O11 Th1 O21 68.11(5) . . ?
O51 Th1 O21 132.59(5) . . ?
O22 Th1 O1 67.31(5) . . ?
O42 Th1 O1 67.34(5) . . ?
O31 Th1 O1 135.19(5) . . ?
O2 Th1 O1 49.55(5) . . ?
O12 Th1 O1 67.27(5) . . ?
O41 Th1 O1 100.68(5) . . ?
O52 Th1 O1 158.74(5) . . ?
O32 Th1 O1 125.98(5) . . ?
O11 Th1 O1 113.74(5) . . ?
O51 Th1 O1 110.64(5) . . ?
O21 Th1 O1 70.83(5) . . ?
O3 N1 O1 123.76(19) . . ?
O3 N1 O2 121.45(19) . . ?
O1 N1 O2 114.78(17) . . ?
O3 N1 Th1 176.13(15) . . ?
O1 N1 Th1 58.59(10) . . ?
O2 N1 Th1 56.30(10) . . ?
N1 O1 Th1 96.83(12) . . ?
N1 O2 Th1 98.69(12) . . ?
O13 N11 O12 122.50(19) . . ?
O13 N11 O11 122.44(18) . . ?
O12 N11 O11 115.05(17) . . ?
O13 N11 Th1 175.60(15) . . ?
O12 N11 Th1 56.89(10) . . ?
O11 N11 Th1 58.28(10) . . ?
N11 O11 Th1 96.69(11) . . ?
N11 O12 Th1 98.32(12) . . ?
O23 N21 O22 121.80(18) . . ?
O23 N21 O21 122.69(18) . . ?
O22 N21 O21 115.50(17) . . ?
O23 N21 Th1 172.70(14) . . ?
O22 N21 Th1 56.25(10) . . ?
O21 N21 Th1 59.65(10) . . ?
N21 O21 Th1 95.20(12) . . ?
N21 O22 Th1 98.82(12) . . ?
O33 N31 O32 122.73(18) . . ?
O33 N31 O31 122.29(18) . . ?
O32 N31 O31 114.98(17) . . ?
O33 N31 Th1 174.94(15) . . ?
O32 N31 Th1 58.50(10) . . ?
O31 N31 Th1 56.71(10) . . ?
N31 O31 Th1 98.27(12) . . ?
N31 O32 Th1 96.44(11) . . ?
O43 N41 O41 123.4(2) . . ?
O43 N41 O42 122.41(19) . . ?
O41 N41 O42 114.16(17) . . ?
O43 N41 Th1 178.45(16) . . ?
O41 N41 Th1 58.12(10) . . ?
O42 N41 Th1 56.03(10) . . ?
N41 O41 Th1 96.78(12) . . ?
N41 O42 Th1 98.83(12) . . ?
O53 N51 O52 122.83(19) . . ?
O53 N51 O51 121.72(19) . . ?
O52 N51 O51 115.44(17) . . ?
O53 N51 Th1 177.48(15) . . ?
O52 N51 Th1 57.41(10) . . ?
O51 N51 Th1 58.11(10) . . ?
N51 O51 Th1 96.88(12) . . ?
N51 O52 Th1 97.99(12) . . ?
H91A O91 H91 113(3) . . ?
C61 N61 C65 123.6(2) . . ?
C61 N61 H61A 116.0(19) . . ?
C65 N61 H61A 120.3(19) . . ?
C71 N71 C75 118.20(19) . . ?
C85 N81 C81 123.7(2) . . ?
C85 N81 H81A 118.1(18) . . ?
C81 N81 H81A 118.1(18) . . ?
N61 C61 C62 119.8(2) . . ?
N61 C61 H61 120.1 . . ?
C62 C61 H61 120.1 . . ?
C61 C62 C63 118.4(2) . . ?
C61 C62 H62 120.8 . . ?
C63 C62 H62 120.8 . . ?
C64 C63 C62 120.4(2) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C63 C64 C65 119.7(2) . . ?
C63 C64 H64 120.2 . . ?
C65 C64 H64 120.2 . . ?
N61 C65 C64 118.0(2) . . ?
N61 C65 C71 116.75(19) . . ?
C64 C65 C71 125.3(2) . . ?
N71 C71 C72 122.7(2) . . ?
N71 C71 C65 115.48(19) . . ?
C72 C71 C65 121.8(2) . . ?
C73 C72 C71 118.4(2) . . ?
C73 C72 H72 120.8 . . ?
C71 C72 H72 120.8 . . ?
C72 C73 C74 119.4(2) . . ?
C72 C73 H73 120.3 . . ?
C74 C73 H73 120.3 . . ?
C73 C74 C75 118.3(2) . . ?
C73 C74 H74 120.9 . . ?
C75 C74 H74 120.9 . . ?
N71 C75 C74 123.0(2) . . ?
N71 C75 C81 115.08(19) . . ?
C74 C75 C81 121.9(2) . . ?
N81 C81 C82 117.5(2) . . ?
N81 C81 C75 116.19(19) . . ?
C82 C81 C75 126.3(2) . . ?
C81 C82 C83 120.2(2) . . ?
C81 C82 H82 119.9 . . ?
C83 C82 H82 119.9 . . ?
C84 C83 C82 120.0(2) . . ?
C84 C83 H83 120.0 . . ?
C82 C83 H83 120.0 . . ?
C85 C84 C83 118.6(2) . . ?
C85 C84 H84 120.7 . . ?
C83 C84 H84 120.7 . . ?
N81 C85 C84 119.9(2) . . ?
N81 C85 H85 120.0 . . ?
C84 C85 H85 120.0 . . ?

_refine_diff_density_max         0.524
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.069

####################################################################### 
# 
# 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_C2_c_a
_database_code_depnum_ccdc_archive 'CCDC 2293436'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C6 H8 N), 2(H2 O)'
_chemical_formula_sum            'C12 H20 N8 O20 Th'
_chemical_formula_weight         828.40

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   19.2790(11)
_cell_length_b                   10.3258(6)
_cell_length_c                   13.1062(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.483(2)
_cell_angle_gamma                90
_cell_volume                     2604.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9534
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.47

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.113
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.444
_exptl_crystal_size_mid          0.416
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    5.830
_shelx_estimated_absorpt_T_min   0.182
_shelx_estimated_absorpt_T_max   0.274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.17250
_exptl_absorpt_correction_T_max  0.32017
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            77455
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.238
_diffrn_reflns_theta_max         25.473
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2416
_reflns_number_gt                2411
_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       'APEX V 2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
;SAINT V8.37A, XPREP v2014/2, SADABS V2016/2, TWINABS V2012/1 
(Bruker, 2016)
;
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0185P)²+4.2503P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         2416
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0129
_refine_ls_R_factor_gt           0.0129
_refine_ls_wR_factor_ref         0.0342
_refine_ls_wR_factor_gt          0.0341
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_restrained_S_all      1.168
_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
Th1 Th 0.500000 0.23317(2) 0.250000 0.00810(5) Uani 1 2 d S T P . .
N1 N 0.37849(9) 0.29717(19) 0.10444(14) 0.0142(4) Uani 1 1 d . . . . .
O1 O 0.38399(8) 0.34119(15) 0.19540(11) 0.0156(3) Uani 1 1 d . . . . .
N11 N 0.41862(9) 0.00437(18) 0.31863(13) 0.0135(4) Uani 1 1 d . . . . .
O11 O 0.48018(8) 0.02999(15) 0.35600(12) 0.0147(3) Uani 1 1 d . . . . .
O12 O 0.39443(7) 0.08262(15) 0.25062(11) 0.0140(3) Uani 1 1 d . . . . .
O13 O 0.38587(8) -0.08758(16) 0.34681(12) 0.0200(3) Uani 1 1 d . . . . .
N21 N 0.43958(9) 0.39764(18) 0.41173(13) 0.0146(4) Uani 1 1 d . . . . .
O21 O 0.48125(8) 0.44232(15) 0.34728(12) 0.0156(3) Uani 1 1 d . . . . .
O22 O 0.42370(9) 0.27922(14) 0.40070(13) 0.0149(3) Uani 1 1 d . . . . .
O23 O 0.41755(8) 0.46546(17) 0.47829(12) 0.0210(4) Uani 1 1 d . . . . .
N31 N 0.62734(10) 0.81934(19) 0.38888(14) 0.0156(4) Uani 1 1 d . . . . .
H311 H 0.5893(18) 0.782(3) 0.378(2) 0.023 Uiso 1 1 d . U . . .
O2 O 0.43034(9) 0.22929(14) 0.07793(13) 0.0144(3) Uani 1 1 d . . . . .
O3 O 0.32812(8) 0.31693(17) 0.04697(13) 0.0217(4) Uani 1 1 d . . . . .
C31 C 0.68200(15) 0.7648(2) 0.3463(2) 0.0202(5) Uani 1 1 d . . . . .
C32 C 0.66937(15) 0.6459(3) 0.2834(2) 0.0305(6) Uani 1 1 d . . . . .
H32A H 0.658526 0.670441 0.212017 0.046 Uiso 1 1 calc R U . . .
H32B H 0.630218 0.597665 0.308959 0.046 Uiso 1 1 calc R U . . .
H32C H 0.711065 0.591411 0.287999 0.046 Uiso 1 1 calc R U . . .
C33 C 0.74621(12) 0.8231(3) 0.36331(19) 0.0242(5) Uani 1 1 d . . . . .
H33 H 0.785882 0.787528 0.334061 0.029 Uiso 1 1 calc R U . . .
C34 C 0.75250(12) 0.9334(3) 0.42302(19) 0.0245(5) Uani 1 1 d . . . . .
H34 H 0.796700 0.972989 0.435237 0.029 Uiso 1 1 calc R U . . .
C35 C 0.69480(12) 0.9864(2) 0.46509(17) 0.0189(5) Uani 1 1 d . . . . .
H35 H 0.698706 1.062216 0.506057 0.023 Uiso 1 1 calc R U . . .
C36 C 0.63198(11) 0.9267(2) 0.44613(16) 0.0164(4) Uani 1 1 d . . . . .
H36 H 0.591530 0.961530 0.473686 0.020 Uiso 1 1 calc R U . . .
O41 O 0.49727(10) 0.71856(17) 0.37299(15) 0.0208(4) Uani 1 1 d . . . . .
H41 H 0.4956(16) 0.638(3) 0.374(2) 0.031 Uiso 1 1 d . U . . .
H42 H 0.466(2) 0.747(3) 0.410(3) 0.031 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Th1 O21 2.5448(15) 2_655 ?
Th1 O21 2.5448(15) . ?
Th1 O2 2.5540(17) . ?
Th1 O2 2.5540(17) 2_655 ?
Th1 O11 2.5577(15) . ?
Th1 O11 2.5577(15) 2_655 ?
Th1 O12 2.5614(15) . ?
Th1 O12 2.5614(15) 2_655 ?
Th1 O1 2.5621(15) 2_655 ?
Th1 O1 2.5621(15) . ?
Th1 O22 2.5776(16) 2_655 ?
Th1 O22 2.5776(16) . ?
N1 O3 1.210(2) . ?
N1 O1 1.274(2) . ?
N1 O2 1.286(3) . ?
N11 O13 1.210(2) . ?
N11 O12 1.271(2) . ?
N11 O11 1.284(2) . ?
N21 O23 1.215(2) . ?
N21 O22 1.267(2) . ?
N21 O21 1.286(2) . ?
N31 C36 1.338(3) . ?
N31 C31 1.346(3) . ?
N31 H311 0.83(3) . ?
C31 C33 1.382(4) . ?
C31 C32 1.490(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.383(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.368(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
O41 H41 0.84(3) . ?
O41 H42 0.84(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O21 Th1 O21 63.87(7) 2_655 . ?
O21 Th1 O2 69.76(5) 2_655 . ?
O21 Th1 O2 111.88(5) . . ?
O21 Th1 O2 111.88(5) 2_655 2_655 ?
O21 Th1 O2 69.76(5) . 2_655 ?
O2 Th1 O2 178.21(6) . 2_655 ?
O21 Th1 O11 177.03(4) 2_655 . ?
O21 Th1 O11 113.17(6) . . ?
O2 Th1 O11 112.27(5) . . ?
O2 Th1 O11 66.14(5) 2_655 . ?
O21 Th1 O11 113.17(6) 2_655 2_655 ?
O21 Th1 O11 177.03(4) . 2_655 ?
O2 Th1 O11 66.14(5) . 2_655 ?
O2 Th1 O11 112.27(5) 2_655 2_655 ?
O11 Th1 O11 69.78(7) . 2_655 ?
O21 Th1 O12 130.82(5) 2_655 . ?
O21 Th1 O12 112.11(5) . . ?
O2 Th1 O12 67.55(5) . . ?
O2 Th1 O12 111.28(5) 2_655 . ?
O11 Th1 O12 49.87(5) . . ?
O11 Th1 O12 69.45(5) 2_655 . ?
O21 Th1 O12 112.11(5) 2_655 2_655 ?
O21 Th1 O12 130.82(5) . 2_655 ?
O2 Th1 O12 111.28(5) . 2_655 ?
O2 Th1 O12 67.55(5) 2_655 2_655 ?
O11 Th1 O12 69.44(5) . 2_655 ?
O11 Th1 O12 49.87(5) 2_655 2_655 ?
O12 Th1 O12 105.27(7) . 2_655 ?
O21 Th1 O1 67.81(5) 2_655 2_655 ?
O21 Th1 O1 68.82(5) . 2_655 ?
O2 Th1 O1 131.05(5) . 2_655 ?
O2 Th1 O1 49.98(5) 2_655 2_655 ?
O11 Th1 O1 111.23(5) . 2_655 ?
O11 Th1 O1 110.62(5) 2_655 2_655 ?
O12 Th1 O1 160.68(5) . 2_655 ?
O12 Th1 O1 65.47(5) 2_655 2_655 ?
O21 Th1 O1 68.82(5) 2_655 . ?
O21 Th1 O1 67.81(5) . . ?
O2 Th1 O1 49.98(5) . . ?
O2 Th1 O1 131.05(5) 2_655 . ?
O11 Th1 O1 110.62(5) . . ?
O11 Th1 O1 111.23(5) 2_655 . ?
O12 Th1 O1 65.47(5) . . ?
O12 Th1 O1 160.68(5) 2_655 . ?
O1 Th1 O1 128.38(7) 2_655 . ?
O21 Th1 O22 49.80(5) 2_655 2_655 ?
O21 Th1 O22 109.41(5) . 2_655 ?
O2 Th1 O22 67.68(5) . 2_655 ?
O2 Th1 O22 112.68(5) 2_655 2_655 ?
O11 Th1 O22 132.73(5) . 2_655 ?
O11 Th1 O22 67.92(5) 2_655 2_655 ?
O12 Th1 O22 127.23(5) . 2_655 ?
O12 Th1 O22 67.60(5) 2_655 2_655 ?
O1 Th1 O22 66.70(5) 2_655 2_655 ?
O1 Th1 O22 103.58(5) . 2_655 ?
O21 Th1 O22 109.41(5) 2_655 . ?
O21 Th1 O22 49.80(5) . . ?
O2 Th1 O22 112.68(5) . . ?
O2 Th1 O22 67.68(5) 2_655 . ?
O11 Th1 O22 67.92(5) . . ?
O11 Th1 O22 132.73(5) 2_655 . ?
O12 Th1 O22 67.60(5) . . ?
O12 Th1 O22 127.23(5) 2_655 . ?
O1 Th1 O22 103.58(5) 2_655 . ?
O1 Th1 O22 66.70(5) . . ?
O22 Th1 O22 158.74(7) 2_655 . ?
O3 N1 O1 122.70(19) . . ?
O3 N1 O2 122.12(19) . . ?
O1 N1 O2 115.18(17) . . ?
O3 N1 Th1 176.68(15) . . ?
O1 N1 Th1 57.79(10) . . ?
O2 N1 Th1 57.49(10) . . ?
N1 O1 Th1 97.33(12) . . ?
O13 N11 O12 122.48(18) . . ?
O13 N11 O11 122.18(18) . . ?
O12 N11 O11 115.33(17) . . ?
O13 N11 Th1 179.65(15) . . ?
O12 N11 Th1 57.71(10) . . ?
O11 N11 Th1 57.62(10) . . ?
N11 O11 Th1 97.30(11) . . ?
N11 O12 Th1 97.50(11) . . ?
O23 N21 O22 123.06(19) . . ?
O23 N21 O21 121.62(19) . . ?
O22 N21 O21 115.32(17) . . ?
O23 N21 Th1 177.66(14) . . ?
O22 N21 Th1 58.36(10) . . ?
O21 N21 Th1 56.99(10) . . ?
N21 O21 Th1 97.94(12) . . ?
N21 O22 Th1 96.91(12) . . ?
C36 N31 C31 123.5(2) . . ?
C36 N31 H311 120(2) . . ?
C31 N31 H311 116(2) . . ?
N1 O2 Th1 97.39(12) . . ?
N31 C31 C33 117.8(2) . . ?
N31 C31 C32 117.9(2) . . ?
C33 C31 C32 124.2(2) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 C34 119.8(2) . . ?
C31 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C33 C34 C35 120.4(2) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 118.3(2) . . ?
C36 C35 H35 120.9 . . ?
C34 C35 H35 120.9 . . ?
N31 C36 C35 120.2(2) . . ?
N31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
H41 O41 H42 108(3) . . ?

_refine_diff_density_max         0.583
_refine_diff_density_min         -1.722
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_15_a
_database_code_depnum_ccdc_archive 'CCDC 2293434'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C8 H7 N2)'
_chemical_formula_sum            'C16 H14 N10 O18 Th'
_chemical_formula_weight         866.41

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   19.3201(9)
_cell_length_b                   10.8154(5)
_cell_length_c                   13.1377(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.5800(10)
_cell_angle_gamma                90
_cell_volume                     2586.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9741
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      25.40

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.225
_exptl_crystal_F_000             1656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.071
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.053
_exptl_absorpt_coefficient_mu    5.873
_shelx_estimated_absorpt_T_min   0.681
_shelx_estimated_absorpt_T_max   0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.15933
_exptl_absorpt_correction_T_max  0.39375
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38370
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.190
_diffrn_reflns_theta_max         25.385
_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             2384
_reflns_number_gt                1763
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0119P)²+13.7052P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         2384
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0208
_refine_ls_wR_factor_ref         0.0409
_refine_ls_wR_factor_gt          0.0367
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
Th1 Th 0.500000 0.74989(3) 0.750000 0.00775(6) Uani 1 2 d S T P . .
N1 N 0.33945(18) 0.7921(3) 0.7025(3) 0.0132(8) Uani 1 1 d . . . . .
O1 O 0.36471(13) 0.7373(3) 0.63612(19) 0.0123(6) Uani 1 1 d . . . . .
O2 O 0.38744(15) 0.8466(2) 0.7820(2) 0.0120(6) Uani 1 1 d . . . . .
O3 O 0.27464(14) 0.7912(3) 0.6916(2) 0.0191(7) Uani 1 1 d . . . . .
N11 N 0.52582(18) 0.5210(3) 0.6350(3) 0.0117(7) Uani 1 1 d . . . . .
O11 O 0.46314(15) 0.5467(3) 0.6410(2) 0.0117(7) Uani 1 1 d . . . . .
O12 O 0.57594(14) 0.6026(2) 0.6729(2) 0.0112(6) Uani 1 1 d . . . . .
O13 O 0.53855(15) 0.4237(2) 0.5974(2) 0.0134(6) Uani 1 1 d . . . . .
N21 N 0.54729(17) 0.8958(3) 0.9545(3) 0.0130(8) Uani 1 1 d . . . . .
O21 O 0.54168(16) 0.9439(3) 0.8626(2) 0.0118(7) Uani 1 1 d . . . . .
O22 O 0.52231(14) 0.7856(2) 0.9504(2) 0.0128(6) Uani 1 1 d . . . . .
O23 O 0.57437(15) 0.9509(2) 1.0386(2) 0.0156(6) Uani 1 1 d . . . . .
N31 N 0.41986(16) 0.2375(4) 0.7177(2) 0.0164(7) Uani 1 1 d . . . . .
N32 N 0.42921(16) 0.2422(4) 0.6195(2) 0.0143(6) Uani 1 1 d . . . . .
H32 H 0.469392 0.278511 0.617045 0.017 Uiso 1 1 calc R U . . .
C31 C 0.3600(2) 0.1831(4) 0.7186(3) 0.0165(9) Uani 1 1 d . . . . .
H31 H 0.351522 0.178342 0.785623 0.020 Uiso 1 1 calc R U . . .
C32 C 0.3065(2) 0.1301(3) 0.6267(3) 0.0114(9) Uani 1 1 d . . . . .
C33 C 0.2425(2) 0.0704(4) 0.6302(3) 0.0151(9) Uani 1 1 d . . . . .
H33 H 0.232366 0.065173 0.696069 0.018 Uiso 1 1 calc R U . . .
C34 C 0.1948(2) 0.0196(4) 0.5367(3) 0.0161(9) Uani 1 1 d . . . . .
H34 H 0.151857 -0.021692 0.538630 0.019 Uiso 1 1 calc R U . . .
C35 C 0.2086(2) 0.0281(4) 0.4395(3) 0.0151(9) Uani 1 1 d . . . . .
H35 H 0.174890 -0.007812 0.376241 0.018 Uiso 1 1 calc R U . . .
C36 C 0.2696(2) 0.0868(4) 0.4329(3) 0.0132(9) Uani 1 1 d . . . . .
H36 H 0.278096 0.092873 0.365968 0.016 Uiso 1 1 calc R U . . .
C37 C 0.3194(2) 0.1380(3) 0.5277(3) 0.0114(9) Uani 1 1 d . . . . .
C38 C 0.3845(2) 0.1983(4) 0.5287(3) 0.0117(8) Uani 1 1 d . . . . .
H38 H 0.395596 0.206856 0.463871 0.014 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
Th1 O21 2.538(3) . ?
Th1 O21 2.538(3) 2_656 ?
Th1 O1 2.543(2) . ?
Th1 O1 2.543(2) 2_656 ?
Th1 O22 2.550(3) . ?
Th1 O22 2.550(3) 2_656 ?
Th1 O2 2.571(3) . ?
Th1 O2 2.571(3) 2_656 ?
Th1 O11 2.589(3) 2_656 ?
Th1 O11 2.589(3) . ?
Th1 O12 2.591(3) 2_656 ?
Th1 O12 2.591(3) . ?
N1 O3 1.212(4) . ?
N1 O1 1.278(4) . ?
N1 O2 1.284(4) . ?
N11 O13 1.222(4) . ?
N11 O11 1.270(4) . ?
N11 O12 1.281(4) . ?
N21 O23 1.210(4) . ?
N21 O22 1.281(4) . ?
N21 O21 1.284(4) . ?
N31 C31 1.301(5) . ?
N31 N32 1.363(4) . ?
N32 C38 1.306(5) . ?
N32 H32 0.8800 . ?
C31 C32 1.421(5) . ?
C31 H31 0.9500 . ?
C32 C37 1.407(5) . ?
C32 C33 1.409(5) . ?
C33 C34 1.379(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.394(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.365(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.408(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.412(5) . ?
C38 H38 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
O21 Th1 O21 68.49(12) . 2_656 ?
O21 Th1 O1 116.74(9) . . ?
O21 Th1 O1 68.81(9) 2_656 . ?
O21 Th1 O1 68.81(9) . 2_656 ?
O21 Th1 O1 116.74(9) 2_656 2_656 ?
O1 Th1 O1 173.87(14) . 2_656 ?
O21 Th1 O22 50.37(8) . . ?
O21 Th1 O22 112.81(8) 2_656 . ?
O1 Th1 O22 113.59(8) . . ?
O1 Th1 O22 67.42(8) 2_656 . ?
O21 Th1 O22 112.81(8) . 2_656 ?
O21 Th1 O22 50.37(8) 2_656 2_656 ?
O1 Th1 O22 67.42(8) . 2_656 ?
O1 Th1 O22 113.59(8) 2_656 2_656 ?
O22 Th1 O22 162.59(11) . 2_656 ?
O21 Th1 O2 71.88(9) . . ?
O21 Th1 O2 68.82(9) 2_656 . ?
O1 Th1 O2 50.14(8) . . ?
O1 Th1 O2 133.19(8) 2_656 . ?
O22 Th1 O2 68.25(8) . . ?
O22 Th1 O2 104.33(8) 2_656 . ?
O21 Th1 O2 68.82(9) . 2_656 ?
O21 Th1 O2 71.89(9) 2_656 2_656 ?
O1 Th1 O2 133.19(8) . 2_656 ?
O1 Th1 O2 50.14(8) 2_656 2_656 ?
O22 Th1 O2 104.33(8) . 2_656 ?
O22 Th1 O2 68.25(8) 2_656 2_656 ?
O2 Th1 O2 132.02(12) . 2_656 ?
O21 Th1 O11 113.84(7) . 2_656 ?
O21 Th1 O11 177.24(10) 2_656 2_656 ?
O1 Th1 O11 108.54(9) . 2_656 ?
O1 Th1 O11 65.87(9) 2_656 2_656 ?
O22 Th1 O11 68.73(8) . 2_656 ?
O22 Th1 O11 128.28(9) 2_656 2_656 ?
O2 Th1 O11 110.22(9) . 2_656 ?
O2 Th1 O11 110.16(9) 2_656 2_656 ?
O21 Th1 O11 177.24(10) . . ?
O21 Th1 O11 113.84(7) 2_656 . ?
O1 Th1 O11 65.87(9) . . ?
O1 Th1 O11 108.54(9) 2_656 . ?
O22 Th1 O11 128.28(9) . . ?
O22 Th1 O11 68.74(8) 2_656 . ?
O2 Th1 O11 110.16(9) . . ?
O2 Th1 O11 110.22(8) 2_656 . ?
O11 Th1 O11 63.87(12) 2_656 . ?
O21 Th1 O12 113.01(8) . 2_656 ?
O21 Th1 O12 128.74(9) 2_656 2_656 ?
O1 Th1 O12 65.93(8) . 2_656 ?
O1 Th1 O12 110.00(8) 2_656 2_656 ?
O22 Th1 O12 67.13(8) . 2_656 ?
O22 Th1 O12 125.08(8) 2_656 2_656 ?
O2 Th1 O12 64.24(8) . 2_656 ?
O2 Th1 O12 159.17(8) 2_656 2_656 ?
O11 Th1 O12 49.35(8) 2_656 2_656 ?
O11 Th1 O12 66.90(9) . 2_656 ?
O21 Th1 O12 128.74(9) . . ?
O21 Th1 O12 113.01(8) 2_656 . ?
O1 Th1 O12 110.00(8) . . ?
O1 Th1 O12 65.93(8) 2_656 . ?
O22 Th1 O12 125.08(8) . . ?
O22 Th1 O12 67.13(8) 2_656 . ?
O2 Th1 O12 159.17(8) . . ?
O2 Th1 O12 64.24(8) 2_656 . ?
O11 Th1 O12 66.90(9) 2_656 . ?
O11 Th1 O12 49.35(8) . . ?
O12 Th1 O12 104.11(11) 2_656 . ?
O3 N1 O1 122.1(3) . . ?
O3 N1 O2 122.4(3) . . ?
O1 N1 O2 115.5(3) . . ?
O3 N1 Th1 169.4(2) . . ?
O1 N1 Th1 57.63(16) . . ?
O2 N1 Th1 58.92(17) . . ?
N1 O1 Th1 97.24(19) . . ?
N1 O2 Th1 95.8(2) . . ?
O13 N11 O11 122.6(3) . . ?
O13 N11 O12 121.5(3) . . ?
O11 N11 O12 115.9(3) . . ?
O13 N11 Th1 174.3(2) . . ?
O11 N11 Th1 58.01(18) . . ?
O12 N11 Th1 58.16(17) . . ?
N11 O11 Th1 97.4(2) . . ?
N11 O12 Th1 97.0(2) . . ?
O23 N21 O22 122.5(3) . . ?
O23 N21 O21 122.3(3) . . ?
O22 N21 O21 115.2(3) . . ?
O23 N21 Th1 172.7(2) . . ?
O22 N21 Th1 58.15(17) . . ?
O21 N21 Th1 57.60(18) . . ?
N21 O21 Th1 97.1(2) . . ?
N21 O22 Th1 96.6(2) . . ?
C31 N31 N32 115.2(3) . . ?
C38 N32 N31 126.5(3) . . ?
C38 N32 H32 116.8 . . ?
N31 N32 H32 116.8 . . ?
N31 C31 C32 124.9(4) . . ?
N31 C31 H31 117.6 . . ?
C32 C31 H31 117.6 . . ?
C37 C32 C33 119.2(4) . . ?
C37 C32 C31 117.1(4) . . ?
C33 C32 C31 123.6(4) . . ?
C34 C33 C32 119.0(4) . . ?
C34 C33 H33 120.5 . . ?
C32 C33 H33 120.5 . . ?
C33 C34 C35 121.0(4) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C36 C35 C34 121.5(4) . . ?
C36 C35 H35 119.2 . . ?
C34 C35 H35 119.2 . . ?
C35 C36 C37 118.4(4) . . ?
C35 C36 H36 120.8 . . ?
C37 C36 H36 120.8 . . ?
C32 C37 C36 120.8(4) . . ?
C32 C37 C38 117.0(4) . . ?
C36 C37 C38 122.2(4) . . ?
N32 C38 C37 119.4(4) . . ?
N32 C38 H38 120.3 . . ?
C37 C38 H38 120.3 . . ?

_refine_diff_density_max         0.595
_refine_diff_density_min         -0.579
_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_B21028_a
_database_code_depnum_ccdc_archive 'CCDC 2293433'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 1.5(C10 H10 N2), N O3'
_chemical_formula_sum            'C15 H15 N10 O21 Th'
_chemical_formula_weight         903.41

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.5205(3)
_cell_length_b                   9.4305(4)
_cell_length_c                   19.2896(8)
_cell_angle_alpha                86.9930(10)
_cell_angle_beta                 83.5640(10)
_cell_angle_gamma                81.8120(10)
_cell_volume                     1344.65(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9839
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      26.37

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.231
_exptl_crystal_F_000             866
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.056
_exptl_absorpt_coefficient_mu    5.661
_shelx_estimated_absorpt_T_min   0.526
_shelx_estimated_absorpt_T_max   0.742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.39776
_exptl_absorpt_correction_T_max  0.63721
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64009
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.126
_diffrn_reflns_theta_max         26.411
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5515
_reflns_number_gt                5033
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0107P)²+1.7625P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         5515
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0196
_refine_ls_wR_factor_ref         0.0348
_refine_ls_wR_factor_gt          0.0336
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Th1 Th 0.06520(2) 0.67154(2) 0.31503(2) 0.00979(3) Uani 1 1 d . . . . .
N1 N -0.2500(3) 0.6771(3) 0.23185(12) 0.0170(5) Uani 1 1 d . . . . .
O1 O -0.1099(2) 0.5818(2) 0.22336(10) 0.0165(4) Uani 1 1 d . . . . .
O2 O -0.2544(2) 0.75766(19) 0.28341(10) 0.0148(4) Uani 1 1 d . . . . .
O3 O -0.3675(3) 0.6902(3) 0.19326(11) 0.0308(6) Uani 1 1 d . . . . .
N11 N 0.2130(3) 0.8719(2) 0.20351(12) 0.0155(5) Uani 1 1 d . . . . .
O11 O 0.2820(3) 0.8429(2) 0.26035(10) 0.0164(4) Uani 1 1 d . . . . .
O12 O 0.0644(2) 0.8224(2) 0.19919(10) 0.0162(4) Uani 1 1 d . . . . .
O13 O 0.2831(3) 0.9411(2) 0.15548(11) 0.0224(5) Uani 1 1 d . . . . .
N21 N -0.1230(3) 0.9137(2) 0.40367(12) 0.0153(5) Uani 1 1 d . . . . .
O21 O -0.1366(2) 0.78179(19) 0.42097(10) 0.0139(4) Uani 1 1 d . . . . .
O22 O -0.0403(3) 0.93534(19) 0.34373(10) 0.0155(4) Uani 1 1 d . . . . .
O23 O -0.1862(3) 1.0100(2) 0.44202(10) 0.0236(5) Uani 1 1 d . . . . .
N31 N 0.3853(3) 0.6796(2) 0.39276(12) 0.0146(5) Uani 1 1 d . . . . .
O31 O 0.3888(2) 0.59453(19) 0.34277(10) 0.0147(4) Uani 1 1 d . . . . .
O32 O 0.2406(2) 0.7679(2) 0.40281(10) 0.0152(4) Uani 1 1 d . . . . .
O33 O 0.5090(3) 0.6754(2) 0.42792(11) 0.0260(5) Uani 1 1 d . . . . .
N41 N -0.0446(3) 0.4389(2) 0.41367(12) 0.0159(5) Uani 1 1 d . . . . .
O41 O 0.0922(2) 0.50127(19) 0.42200(10) 0.0148(4) Uani 1 1 d . . . . .
O42 O -0.1424(2) 0.49885(19) 0.36703(10) 0.0153(4) Uani 1 1 d . . . . .
O43 O -0.0770(3) 0.3308(2) 0.44608(11) 0.0252(5) Uani 1 1 d . . . . .
N51 N 0.2721(3) 0.4290(2) 0.22956(12) 0.0137(5) Uani 1 1 d . . . . .
O51 O 0.2764(3) 0.5595(2) 0.21006(10) 0.0161(4) Uani 1 1 d . . . . .
O52 O 0.1747(2) 0.4071(2) 0.28646(10) 0.0156(4) Uani 1 1 d . . . . .
O53 O 0.3554(3) 0.3305(2) 0.19558(10) 0.0204(5) Uani 1 1 d . . . . .
N81 N 0.7223(3) 0.8499(3) 0.98879(13) 0.0223(6) Uani 1 1 d . . . . .
O81 O 0.8526(3) 0.9201(2) 0.98851(10) 0.0226(5) Uani 1 1 d . . . . .
O82 O 0.7186(3) 0.7669(2) 0.94013(10) 0.0220(5) Uani 1 1 d . . . . .
O83 O 0.5994(3) 0.8606(3) 1.03672(13) 0.0593(9) Uani 1 1 d . . . . .
N61 N 0.6478(3) 0.8034(2) 0.55734(12) 0.0160(5) Uani 1 1 d . . . . .
H8A H 0.716(4) 0.791(3) 0.5202(17) 0.024 Uiso 1 1 d . U . . .
N71 N 0.0809(3) 0.8847(3) 0.86633(13) 0.0167(5) Uani 1 1 d . . . . .
H9A H 0.013(4) 0.894(3) 0.9025(17) 0.025 Uiso 1 1 d . U . . .
C61 C 0.6439(4) 0.9229(3) 0.59258(15) 0.0195(7) Uani 1 1 d . . . . .
H61 H 0.716630 0.994041 0.575054 0.023 Uiso 1 1 calc R U . . .
C62 C 0.5339(4) 0.9418(3) 0.65419(15) 0.0171(6) Uani 1 1 d . . . . .
H62 H 0.531120 1.025520 0.679844 0.021 Uiso 1 1 calc R U . . .
C63 C 0.4263(4) 0.8369(3) 0.67882(14) 0.0124(6) Uani 1 1 d . . . . .
C64 C 0.4349(4) 0.7152(3) 0.64047(14) 0.0131(6) Uani 1 1 d . . . . .
H64 H 0.363232 0.642374 0.656431 0.016 Uiso 1 1 calc R U . . .
C65 C 0.5472(4) 0.7004(3) 0.57950(14) 0.0143(6) Uani 1 1 d . . . . .
H65 H 0.553723 0.617333 0.553030 0.017 Uiso 1 1 calc R U . . .
C71 C 0.2324(4) 0.9461(3) 0.85929(15) 0.0173(6) Uani 1 1 d . . . . .
H71 H 0.259977 0.999739 0.896042 0.021 Uiso 1 1 calc R U . . .
C72 C 0.3477(4) 0.9312(3) 0.79888(14) 0.0148(6) Uani 1 1 d . . . . .
H72 H 0.456139 0.973269 0.793951 0.018 Uiso 1 1 calc R U . . .
C73 C 0.3048(4) 0.8543(3) 0.74492(14) 0.0120(6) Uani 1 1 d . . . . .
C74 C 0.1451(4) 0.7928(3) 0.75431(15) 0.0154(6) Uani 1 1 d . . . . .
H74 H 0.113149 0.739365 0.718320 0.019 Uiso 1 1 calc R U . . .
C75 C 0.0344(4) 0.8100(3) 0.81575(15) 0.0174(6) Uani 1 1 d . . . . .
H75 H -0.074843 0.768949 0.822323 0.021 Uiso 1 1 calc R U . . .
N91 N 0.3916(4) 0.6621(3) 0.96856(14) 0.0255(6) Uani 1 1 d . . . . .
H10A H 0.499(5) 0.706(4) 0.9607(18) 0.038 Uiso 1 1 d . U . . .
C91 C 0.2818(5) 0.6933(4) 1.0259(2) 0.0412(10) Uani 1 1 d . . . . .
H91 H 0.310318 0.759133 1.057222 0.049 Uiso 1 1 calc R U . . .
C92 C 0.1233(5) 0.6296(4) 1.04063(19) 0.0372(9) Uani 1 1 d . . . . .
H92 H 0.045084 0.650809 1.082048 0.045 Uiso 1 1 calc R U . . .
C93 C 0.0828(4) 0.5355(3) 0.99399(15) 0.0158(6) Uani 1 1 d . . . . .
C94 C 0.2026(4) 0.5100(4) 0.93476(16) 0.0295(8) Uani 1 1 d . . . . .
H94 H 0.177660 0.446894 0.901384 0.035 Uiso 1 1 calc R U . . .
C95 C 0.3557(4) 0.5736(4) 0.92325(17) 0.0314(8) Uani 1 1 d . . . . .
H95 H 0.436697 0.553764 0.882377 0.038 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
Th1 O42 2.5094(18) . ?
Th1 O32 2.5371(18) . ?
Th1 O31 2.5464(18) . ?
Th1 O2 2.5552(18) . ?
Th1 O41 2.5555(18) . ?
Th1 O11 2.5629(19) . ?
Th1 O1 2.5640(18) . ?
Th1 O22 2.5707(18) . ?
Th1 O21 2.5765(18) . ?
Th1 O52 2.5803(18) . ?
Th1 O12 2.5854(19) . ?
Th1 O51 2.6010(19) . ?
N1 O3 1.207(3) . ?
N1 O2 1.278(3) . ?
N1 O1 1.285(3) . ?
N11 O13 1.220(3) . ?
N11 O11 1.265(3) . ?
N11 O12 1.284(3) . ?
N21 O23 1.211(3) . ?
N21 O22 1.271(3) . ?
N21 O21 1.286(3) . ?
N31 O33 1.206(3) . ?
N31 O32 1.275(3) . ?
N31 O31 1.282(3) . ?
N41 O43 1.207(3) . ?
N41 O42 1.284(3) . ?
N41 O41 1.284(3) . ?
N51 O53 1.221(3) . ?
N51 O51 1.271(3) . ?
N51 O52 1.274(3) . ?
N81 O83 1.229(3) . ?
N81 O81 1.258(3) . ?
N81 O82 1.259(3) . ?
N61 C65 1.339(3) . ?
N61 C61 1.341(4) . ?
N61 H8A 0.84(3) . ?
N71 C75 1.338(4) . ?
N71 C71 1.340(4) . ?
N71 H9A 0.82(3) . ?
C61 C62 1.374(4) . ?
C61 H61 0.9500 . ?
C62 C63 1.397(4) . ?
C62 H62 0.9500 . ?
C63 C64 1.388(4) . ?
C63 C73 1.485(4) . ?
C64 C65 1.370(4) . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C71 C72 1.373(4) . ?
C71 H71 0.9500 . ?
C72 C73 1.391(4) . ?
C72 H72 0.9500 . ?
C73 C74 1.396(4) . ?
C74 C75 1.373(4) . ?
C74 H74 0.9500 . ?
C75 H75 0.9500 . ?
N91 C95 1.315(4) . ?
N91 C91 1.324(4) . ?
N91 H10A 0.95(4) . ?
C91 C92 1.405(5) . ?
C91 H91 0.9500 . ?
C92 C93 1.383(4) . ?
C92 H92 0.9500 . ?
C93 C94 1.382(4) . ?
C93 C93 1.487(5) 2_567 ?
C94 C95 1.364(4) . ?
C94 H94 0.9500 . ?
C95 H95 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
O42 Th1 O32 114.05(6) . . ?
O42 Th1 O31 111.94(6) . . ?
O32 Th1 O31 50.18(6) . . ?
O42 Th1 O2 70.63(6) . . ?
O32 Th1 O2 129.54(6) . . ?
O31 Th1 O2 177.40(6) . . ?
O42 Th1 O41 50.51(6) . . ?
O32 Th1 O41 68.98(6) . . ?
O31 Th1 O41 66.08(6) . . ?
O2 Th1 O41 116.45(6) . . ?
O42 Th1 O11 178.62(6) . . ?
O32 Th1 O11 66.48(6) . . ?
O31 Th1 O11 67.32(6) . . ?
O2 Th1 O11 110.10(6) . . ?
O41 Th1 O11 129.32(6) . . ?
O42 Th1 O1 67.89(6) . . ?
O32 Th1 O1 177.94(6) . . ?
O31 Th1 O1 130.17(6) . . ?
O2 Th1 O1 49.99(6) . . ?
O41 Th1 O1 113.08(6) . . ?
O11 Th1 O1 111.61(6) . . ?
O42 Th1 O22 115.02(6) . . ?
O32 Th1 O22 65.60(6) . . ?
O31 Th1 O22 111.00(6) . . ?
O2 Th1 O22 67.67(6) . . ?
O41 Th1 O22 114.35(6) . . ?
O11 Th1 O22 66.36(6) . . ?
O1 Th1 O22 113.13(6) . . ?
O42 Th1 O21 70.12(6) . . ?
O32 Th1 O21 66.51(6) . . ?
O31 Th1 O21 111.65(6) . . ?
O2 Th1 O21 69.36(6) . . ?
O41 Th1 O21 70.00(6) . . ?
O11 Th1 O21 111.20(6) . . ?
O1 Th1 O21 114.07(6) . . ?
O22 Th1 O21 49.66(6) . . ?
O42 Th1 O52 65.44(6) . . ?
O32 Th1 O52 113.86(6) . . ?
O31 Th1 O52 68.38(6) . . ?
O2 Th1 O52 112.95(6) . . ?
O41 Th1 O52 65.56(6) . . ?
O11 Th1 O52 113.18(6) . . ?
O1 Th1 O52 67.40(6) . . ?
O22 Th1 O52 179.37(6) . . ?
O21 Th1 O52 130.56(6) . . ?
O42 Th1 O12 130.43(6) . . ?
O32 Th1 O12 112.82(6) . . ?
O31 Th1 O12 109.84(6) . . ?
O2 Th1 O12 67.70(6) . . ?
O41 Th1 O12 173.45(6) . . ?
O11 Th1 O12 49.55(6) . . ?
O1 Th1 O12 65.13(6) . . ?
O22 Th1 O12 71.65(6) . . ?
O21 Th1 O12 116.55(6) . . ?
O52 Th1 O12 108.41(6) . . ?
O42 Th1 O51 110.38(6) . . ?
O32 Th1 O51 112.02(6) . . ?
O31 Th1 O51 66.80(6) . . ?
O2 Th1 O51 112.19(6) . . ?
O41 Th1 O51 109.10(6) . . ?
O11 Th1 O51 68.28(6) . . ?
O1 Th1 O51 67.41(6) . . ?
O22 Th1 O51 130.52(6) . . ?
O21 Th1 O51 178.44(6) . . ?
O52 Th1 O51 49.24(6) . . ?
O12 Th1 O51 64.35(6) . . ?
O3 N1 O2 122.7(2) . . ?
O3 N1 O1 122.2(2) . . ?
O2 N1 O1 115.2(2) . . ?
O3 N1 Th1 172.6(2) . . ?
O2 N1 Th1 57.61(12) . . ?
O1 N1 Th1 58.04(12) . . ?
N1 O1 Th1 96.80(14) . . ?
N1 O2 Th1 97.41(14) . . ?
O13 N11 O11 122.6(2) . . ?
O13 N11 O12 121.8(2) . . ?
O11 N11 O12 115.6(2) . . ?
O13 N11 Th1 173.56(18) . . ?
O11 N11 Th1 57.44(12) . . ?
O12 N11 Th1 58.56(12) . . ?
N11 O11 Th1 97.97(14) . . ?
N11 O12 Th1 96.37(14) . . ?
O23 N21 O22 122.8(2) . . ?
O23 N21 O21 121.9(2) . . ?
O22 N21 O21 115.4(2) . . ?
O23 N21 Th1 174.69(18) . . ?
O22 N21 Th1 57.69(12) . . ?
O21 N21 Th1 58.04(12) . . ?
N21 O21 Th1 96.90(14) . . ?
N21 O22 Th1 97.61(14) . . ?
O33 N31 O32 122.7(2) . . ?
O33 N31 O31 122.4(2) . . ?
O32 N31 O31 114.9(2) . . ?
O33 N31 Th1 174.87(18) . . ?
O32 N31 Th1 57.33(12) . . ?
O31 N31 Th1 57.79(12) . . ?
N31 O31 Th1 96.99(14) . . ?
N31 O32 Th1 97.64(14) . . ?
O43 N41 O42 122.5(2) . . ?
O43 N41 O41 122.8(2) . . ?
O42 N41 O41 114.6(2) . . ?
O43 N41 Th1 170.25(18) . . ?
O42 N41 Th1 56.68(12) . . ?
O41 N41 Th1 58.76(12) . . ?
N41 O41 Th1 95.79(14) . . ?
N41 O42 Th1 98.02(14) . . ?
O53 N51 O51 122.0(2) . . ?
O53 N51 O52 121.9(2) . . ?
O51 N51 O52 116.0(2) . . ?
O53 N51 Th1 179.46(19) . . ?
O51 N51 Th1 58.48(12) . . ?
O52 N51 Th1 57.56(12) . . ?
N51 O51 Th1 96.90(14) . . ?
N51 O52 Th1 97.82(14) . . ?
O83 N81 O81 120.4(2) . . ?
O83 N81 O82 119.7(2) . . ?
O81 N81 O82 119.8(2) . . ?
C65 N61 C61 122.6(2) . . ?
C65 N61 H8A 117(2) . . ?
C61 N61 H8A 120(2) . . ?
C75 N71 C71 122.4(3) . . ?
C75 N71 H9A 118(2) . . ?
C71 N71 H9A 119(2) . . ?
N61 C61 C62 119.5(3) . . ?
N61 C61 H61 120.2 . . ?
C62 C61 H61 120.2 . . ?
C61 C62 C63 119.5(3) . . ?
C61 C62 H62 120.3 . . ?
C63 C62 H62 120.3 . . ?
C64 C63 C62 118.8(3) . . ?
C64 C63 C73 120.2(2) . . ?
C62 C63 C73 121.0(2) . . ?
C65 C64 C63 119.7(3) . . ?
C65 C64 H64 120.1 . . ?
C63 C64 H64 120.1 . . ?
N61 C65 C64 119.8(2) . . ?
N61 C65 H65 120.1 . . ?
C64 C65 H65 120.1 . . ?
N71 C71 C72 119.9(3) . . ?
N71 C71 H71 120.0 . . ?
C72 C71 H71 120.0 . . ?
C71 C72 C73 119.6(3) . . ?
C71 C72 H72 120.2 . . ?
C73 C72 H72 120.2 . . ?
C72 C73 C74 118.6(2) . . ?
C72 C73 C63 120.9(2) . . ?
C74 C73 C63 120.5(2) . . ?
C75 C74 C73 119.8(3) . . ?
C75 C74 H74 120.1 . . ?
C73 C74 H74 120.1 . . ?
N71 C75 C74 119.7(3) . . ?
N71 C75 H75 120.1 . . ?
C74 C75 H75 120.1 . . ?
C95 N91 C91 121.8(3) . . ?
C95 N91 H10A 120(2) . . ?
C91 N91 H10A 118(2) . . ?
N91 C91 C92 120.3(3) . . ?
N91 C91 H91 119.9 . . ?
C92 C91 H91 119.9 . . ?
C93 C92 C91 119.0(3) . . ?
C93 C92 H92 120.5 . . ?
C91 C92 H92 120.5 . . ?
C94 C93 C92 117.3(3) . . ?
C94 C93 C93 120.7(3) . 2_567 ?
C92 C93 C93 122.0(3) . 2_567 ?
C95 C94 C93 121.3(3) . . ?
C95 C94 H94 119.3 . . ?
C93 C94 H94 119.3 . . ?
N91 C95 C94 120.2(3) . . ?
N91 C95 H95 119.9 . . ?
C94 C95 H95 119.9 . . ?

_refine_diff_density_max         0.541
_refine_diff_density_min         -0.529
_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_c2_c_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2293437'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C6 H8 N)'
_chemical_formula_sum            'C12 H16 N8 O18 Th'
_chemical_formula_weight         792.37

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   14.0191(8)
_cell_length_b                   13.8593(8)
_cell_length_c                   12.6023(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.727(2)
_cell_angle_gamma                90
_cell_volume                     2397.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9413
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      28.37

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.195
_exptl_crystal_F_000             1512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.537
_exptl_crystal_size_min          0.416
_exptl_absorpt_coefficient_mu    6.322
_shelx_estimated_absorpt_T_min   0.111
_shelx_estimated_absorpt_T_max   0.178
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.06769
_exptl_absorpt_correction_T_max  0.20109
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64201
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0802
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.843
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2455
_reflns_number_gt                2453
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0257P)²+12.7593P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         2455
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0211
_refine_ls_R_factor_gt           0.0210
_refine_ls_wR_factor_ref         0.0548
_refine_ls_wR_factor_gt          0.0548
_refine_ls_goodness_of_fit_ref   1.224
_refine_ls_restrained_S_all      1.224
_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
Th1 Th 0.500000 0.30849(2) 0.750000 0.00590(7) Uani 1 2 d S T P . .
N11 N 0.4127(2) 0.4283(2) 0.9034(2) 0.0127(6) Uani 1 1 d . . . . .
O11 O 0.46978(18) 0.46327(18) 0.8459(2) 0.0133(5) Uani 1 1 d . . . . .
O12 O 0.39782(18) 0.33779(18) 0.8936(2) 0.0132(5) Uani 1 1 d . . . . .
O13 O 0.3750(2) 0.4779(2) 0.9626(2) 0.0209(6) Uani 1 1 d . . . . .
N21 N 0.3235(2) 0.3546(2) 0.5768(2) 0.0105(6) Uani 1 1 d . . . . .
O21 O 0.3967(2) 0.30581(16) 0.5580(2) 0.0122(5) Uani 1 1 d . . . . .
O22 O 0.33565(18) 0.39152(18) 0.6706(2) 0.0128(5) Uani 1 1 d . . . . .
O23 O 0.24907(18) 0.36263(18) 0.5088(2) 0.0150(5) Uani 1 1 d . . . . .
N31 N 0.3893(2) 0.1397(2) 0.8113(3) 0.0144(6) Uani 1 1 d . . . . .
O31 O 0.3538(2) 0.19576(17) 0.7328(2) 0.0154(6) Uani 1 1 d . . . . .
O32 O 0.47725(19) 0.15798(19) 0.8593(2) 0.0158(5) Uani 1 1 d . . . . .
O33 O 0.3431(2) 0.0734(2) 0.8385(2) 0.0245(6) Uani 1 1 d . . . . .
N41 N 0.3696(2) 0.2387(2) 0.3416(3) 0.0149(6) Uani 1 1 d . . . . .
H41A H 0.365(3) 0.235(4) 0.416(4) 0.022 Uiso 1 1 d . U . . .
C41 C 0.3699(3) 0.1544(3) 0.2892(3) 0.0147(7) Uani 1 1 d . . . . .
H41 H 0.368936 0.095410 0.327340 0.018 Uiso 1 1 calc R U . . .
C42 C 0.3715(3) 0.1531(3) 0.1801(3) 0.0181(8) Uani 1 1 d . . . . .
C43 C 0.3735(4) 0.0586(4) 0.1208(4) 0.0378(11) Uani 1 1 d . . . . .
H43A H 0.360209 0.070559 0.042476 0.057 Uiso 1 1 calc R U . . .
H43B H 0.323687 0.015296 0.138381 0.057 Uiso 1 1 calc R U . . .
H43C H 0.437816 0.028768 0.142897 0.057 Uiso 1 1 calc R U . . .
C44 C 0.3720(3) 0.2420(3) 0.1282(3) 0.0227(8) Uani 1 1 d . . . . .
H44 H 0.373070 0.243801 0.053055 0.027 Uiso 1 1 calc R U . . .
C45 C 0.3711(3) 0.3281(3) 0.1850(4) 0.0283(10) Uani 1 1 d . . . . .
H45 H 0.371488 0.388441 0.149191 0.034 Uiso 1 1 calc R U . . .
C46 C 0.3695(3) 0.3245(3) 0.2928(4) 0.0232(9) Uani 1 1 d . . . . .
H46 H 0.368367 0.382340 0.332856 0.028 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
Th1 O11 2.539(3) 2_656 ?
Th1 O11 2.539(3) . ?
Th1 O31 2.551(3) 2_656 ?
Th1 O31 2.551(3) . ?
Th1 O32 2.555(3) . ?
Th1 O32 2.555(3) 2_656 ?
Th1 O21 2.555(3) . ?
Th1 O21 2.555(3) 2_656 ?
Th1 O12 2.558(2) 2_656 ?
Th1 O12 2.558(2) . ?
Th1 O22 2.588(2) . ?
Th1 O22 2.588(2) 2_656 ?
N11 O13 1.212(4) . ?
N11 O12 1.274(4) . ?
N11 O11 1.279(4) . ?
N21 O23 1.213(4) . ?
N21 O22 1.267(4) . ?
N21 O21 1.291(4) . ?
N31 O33 1.212(4) . ?
N31 O31 1.276(4) . ?
N31 O32 1.284(4) . ?
N41 C46 1.339(5) . ?
N41 C41 1.342(5) . ?
N41 H41A 0.95(5) . ?
C41 C42 1.380(5) . ?
C41 H41 0.9500 . ?
C42 C44 1.396(6) . ?
C42 C43 1.511(6) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 C45 1.393(7) . ?
C44 H44 0.9500 . ?
C45 C46 1.364(7) . ?
C45 H45 0.9500 . ?
C46 H46 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
O11 Th1 O11 64.72(11) 2_656 . ?
O11 Th1 O31 110.42(8) 2_656 2_656 ?
O11 Th1 O31 133.31(8) . 2_656 ?
O11 Th1 O31 133.31(8) 2_656 . ?
O11 Th1 O31 110.42(8) . . ?
O31 Th1 O31 104.45(12) 2_656 . ?
O11 Th1 O32 175.76(8) 2_656 . ?
O11 Th1 O32 112.46(9) . . ?
O31 Th1 O32 68.92(8) 2_656 . ?
O31 Th1 O32 50.17(9) . . ?
O11 Th1 O32 112.46(9) 2_656 2_656 ?
O11 Th1 O32 175.76(8) . 2_656 ?
O31 Th1 O32 50.17(9) 2_656 2_656 ?
O31 Th1 O32 68.92(8) . 2_656 ?
O32 Th1 O32 70.55(12) . 2_656 ?
O11 Th1 O21 71.27(8) 2_656 . ?
O11 Th1 O21 110.22(8) . . ?
O31 Th1 O21 111.24(8) 2_656 . ?
O31 Th1 O21 67.66(9) . . ?
O32 Th1 O21 112.94(8) . . ?
O32 Th1 O21 65.57(8) 2_656 . ?
O11 Th1 O21 110.22(8) 2_656 2_656 ?
O11 Th1 O21 71.27(8) . 2_656 ?
O31 Th1 O21 67.66(8) 2_656 2_656 ?
O31 Th1 O21 111.23(8) . 2_656 ?
O32 Th1 O21 65.57(8) . 2_656 ?
O32 Th1 O21 112.94(8) 2_656 2_656 ?
O21 Th1 O21 178.33(10) . 2_656 ?
O11 Th1 O12 50.05(8) 2_656 2_656 ?
O11 Th1 O12 111.96(8) . 2_656 ?
O31 Th1 O12 66.52(9) 2_656 2_656 ?
O31 Th1 O12 126.36(9) . 2_656 ?
O32 Th1 O12 131.30(8) . 2_656 ?
O32 Th1 O12 66.37(8) 2_656 2_656 ?
O21 Th1 O12 67.88(8) . 2_656 ?
O21 Th1 O12 112.41(8) 2_656 2_656 ?
O11 Th1 O12 111.96(8) 2_656 . ?
O11 Th1 O12 50.05(8) . . ?
O31 Th1 O12 126.36(9) 2_656 . ?
O31 Th1 O12 66.52(9) . . ?
O32 Th1 O12 66.37(8) . . ?
O32 Th1 O12 131.30(8) 2_656 . ?
O21 Th1 O12 112.40(8) . . ?
O21 Th1 O12 67.88(8) 2_656 . ?
O12 Th1 O12 161.74(11) 2_656 . ?
O11 Th1 O22 70.24(8) 2_656 . ?
O11 Th1 O22 65.60(8) . . ?
O31 Th1 O22 160.37(9) 2_656 . ?
O31 Th1 O22 66.60(8) . . ?
O32 Th1 O22 111.88(8) . . ?
O32 Th1 O22 110.70(8) 2_656 . ?
O21 Th1 O22 49.58(8) . . ?
O21 Th1 O22 131.40(8) 2_656 . ?
O12 Th1 O22 103.79(8) 2_656 . ?
O12 Th1 O22 67.69(8) . . ?
O11 Th1 O22 65.60(8) 2_656 2_656 ?
O11 Th1 O22 70.24(8) . 2_656 ?
O31 Th1 O22 66.60(8) 2_656 2_656 ?
O31 Th1 O22 160.37(8) . 2_656 ?
O32 Th1 O22 110.70(8) . 2_656 ?
O32 Th1 O22 111.88(8) 2_656 2_656 ?
O21 Th1 O22 131.40(8) . 2_656 ?
O21 Th1 O22 49.58(8) 2_656 2_656 ?
O12 Th1 O22 67.70(8) 2_656 2_656 ?
O12 Th1 O22 103.79(8) . 2_656 ?
O22 Th1 O22 127.19(11) . 2_656 ?
O13 N11 O12 122.3(3) . . ?
O13 N11 O11 122.4(3) . . ?
O12 N11 O11 115.3(3) . . ?
O13 N11 Th1 177.8(2) . . ?
O12 N11 Th1 58.07(16) . . ?
O11 N11 Th1 57.25(16) . . ?
N11 O11 Th1 97.70(19) . . ?
N11 O12 Th1 96.92(19) . . ?
O23 N21 O22 123.7(3) . . ?
O23 N21 O21 121.4(3) . . ?
O22 N21 O21 114.9(3) . . ?
O23 N21 Th1 172.6(2) . . ?
O22 N21 Th1 58.37(16) . . ?
O21 N21 Th1 57.03(16) . . ?
N21 O21 Th1 97.89(19) . . ?
N21 O22 Th1 96.99(18) . . ?
O33 N31 O31 122.3(3) . . ?
O33 N31 O32 122.2(3) . . ?
O31 N31 O32 115.5(3) . . ?
O33 N31 Th1 177.7(2) . . ?
O31 N31 Th1 57.65(16) . . ?
O32 N31 Th1 57.89(16) . . ?
N31 O31 Th1 97.3(2) . . ?
N31 O32 Th1 96.92(19) . . ?
C46 N41 C41 123.1(3) . . ?
C46 N41 H41A 121(3) . . ?
C41 N41 H41A 116(3) . . ?
N41 C41 C42 120.3(4) . . ?
N41 C41 H41 119.9 . . ?
C42 C41 H41 119.9 . . ?
C41 C42 C44 117.3(4) . . ?
C41 C42 C43 120.7(4) . . ?
C44 C42 C43 122.0(4) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C45 C44 C42 120.9(4) . . ?
C45 C44 H44 119.5 . . ?
C42 C44 H44 119.5 . . ?
C46 C45 C44 118.9(4) . . ?
C46 C45 H45 120.6 . . ?
C44 C45 H45 120.6 . . ?
N41 C46 C45 119.5(4) . . ?
N41 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?

_refine_diff_density_max         1.096
_refine_diff_density_min         -2.275
_refine_diff_density_rms         0.158

####################################################################### 
# 
# 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_P21_n_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2293439'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C12 H9 N2), 2(H2 O)'
_chemical_formula_sum            'C24 H22 N10 O20 Th'
_chemical_formula_weight         1002.55

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.5457(4)
_cell_length_b                   14.7283(7)
_cell_length_c                   14.8984(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.862(2)
_cell_angle_gamma                90
_cell_volume                     1640.18(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9954
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      25.43

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.030
_exptl_crystal_F_000             972
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.513
_exptl_crystal_size_mid          0.343
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    4.650
_shelx_estimated_absorpt_T_min   0.199
_shelx_estimated_absorpt_T_max   0.336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.24940
_exptl_absorpt_correction_T_max  0.43407
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56446
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.088
_diffrn_reflns_theta_max         25.429
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3014
_reflns_number_gt                2840
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0126P)²+2.1571P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         3014
_refine_ls_number_parameters     259
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0150
_refine_ls_wR_factor_ref         0.0368
_refine_ls_wR_factor_gt          0.0363
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_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
Th1 Th 0.000000 0.500000 0.500000 0.00820(5) Uani 1 2 d S . P . .
N1 N 0.0930(2) 0.60122(13) 0.33831(12) 0.0133(4) Uani 1 1 d . . . . .
O1 O 0.0181(2) 0.52329(11) 0.33175(10) 0.0131(3) Uani 1 1 d . . . . .
O2 O 0.1330(2) 0.63124(10) 0.41887(10) 0.0137(3) Uani 1 1 d . . . . .
O3 O 0.1237(3) 0.64308(12) 0.27232(11) 0.0251(4) Uani 1 1 d . . . . .
N11 N 0.1783(3) 0.64621(13) 0.62119(12) 0.0135(4) Uani 1 1 d . . . . .
O11 O 0.2608(2) 0.57466(10) 0.60253(10) 0.0136(3) Uani 1 1 d . . . . .
O12 O 0.0126(2) 0.64950(10) 0.58896(10) 0.0138(3) Uani 1 1 d . . . . .
O13 O 0.2527(2) 0.70696(11) 0.66711(11) 0.0200(4) Uani 1 1 d . . . . .
N21 N 0.3447(2) 0.39486(12) 0.51882(12) 0.0132(4) Uani 1 1 d . . . . .
O21 O 0.2318(2) 0.38722(10) 0.57580(10) 0.0130(3) Uani 1 1 d . . . . .
O22 O 0.3032(2) 0.45299(10) 0.45630(10) 0.0137(3) Uani 1 1 d . . . . .
O23 O 0.4792(2) 0.34982(12) 0.52532(13) 0.0241(4) Uani 1 1 d . . . . .
O51 O 0.4407(3) 0.35752(14) 0.75361(13) 0.0324(5) Uani 1 1 d D . . . .
H51A H 0.366(4) 0.363(2) 0.7089(18) 0.049 Uiso 1 1 d D U . . .
H51B H 0.397(5) 0.322(3) 0.785(2) 0.049 Uiso 1 1 d . U . . .
N31 N 0.6253(2) 0.38688(13) 0.95809(12) 0.0139(4) Uani 1 1 d . . . . .
N41 N 0.6387(3) 0.50500(13) 0.81805(14) 0.0142(4) Uani 1 1 d . . . . .
H41A H 0.584(4) 0.451(2) 0.8122(19) 0.021 Uiso 1 1 d . U . . .
C31 C 0.6191(3) 0.33114(15) 1.02731(16) 0.0163(5) Uani 1 1 d . . . . .
H31 H 0.563505 0.273675 1.015696 0.020 Uiso 1 1 calc R U . . .
C32 C 0.6902(3) 0.35225(16) 1.11697(16) 0.0172(5) Uani 1 1 d . . . . .
H32 H 0.682312 0.309754 1.164226 0.021 Uiso 1 1 calc R U . . .
C33 C 0.7708(3) 0.43448(16) 1.13561(15) 0.0165(5) Uani 1 1 d . . . . .
H33 H 0.819398 0.449885 1.195899 0.020 Uiso 1 1 calc R U . . .
C34 C 0.7808(3) 0.49601(14) 1.06418(17) 0.0145(5) Uani 1 1 d . . . . .
C35 C 0.8626(3) 0.58385(16) 1.07667(16) 0.0172(5) Uani 1 1 d . . . . .
H35 H 0.912366 0.602441 1.135830 0.021 Uiso 1 1 calc R U . . .
C36 C 0.7059(3) 0.46778(15) 0.97690(15) 0.0118(4) Uani 1 1 d . . . . .
C41 C 0.6388(3) 0.55886(16) 0.74668(16) 0.0175(5) Uani 1 1 d . . . . .
H41 H 0.583464 0.539292 0.688799 0.021 Uiso 1 1 calc R U . . .
C42 C 0.7194(3) 0.64369(17) 0.75620(16) 0.0202(5) Uani 1 1 d . . . . .
H42 H 0.720369 0.682060 0.705015 0.024 Uiso 1 1 calc R U . . .
C43 C 0.7974(3) 0.67153(16) 0.84005(17) 0.0186(5) Uani 1 1 d . . . . .
H43 H 0.853350 0.729361 0.846950 0.022 Uiso 1 1 calc R U . . .
C44 C 0.7953(3) 0.61491(15) 0.91627(16) 0.0142(5) Uani 1 1 d . . . . .
C45 C 0.8703(3) 0.64057(16) 1.00636(16) 0.0175(5) Uani 1 1 d . . . . .
H45 H 0.925990 0.698180 1.016576 0.021 Uiso 1 1 calc R U . . .
C46 C 0.7133(3) 0.52984(16) 0.90282(15) 0.0124(4) 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
Th1 O1 2.5522(16) 3_566 ?
Th1 O1 2.5522(16) . ?
Th1 O2 2.5566(15) . ?
Th1 O2 2.5566(15) 3_566 ?
Th1 O22 2.5582(15) 3_566 ?
Th1 O22 2.5582(15) . ?
Th1 O21 2.5599(15) . ?
Th1 O21 2.5599(15) 3_566 ?
Th1 O12 2.5650(15) . ?
Th1 O12 2.5650(15) 3_566 ?
Th1 O11 2.5677(15) 3_566 ?
Th1 O11 2.5677(15) . ?
N1 O3 1.209(2) . ?
N1 O2 1.276(2) . ?
N1 O1 1.277(2) . ?
N11 O13 1.216(2) . ?
N11 O11 1.274(2) . ?
N11 O12 1.277(2) . ?
N21 O23 1.205(2) . ?
N21 O22 1.273(2) . ?
N21 O21 1.287(2) . ?
O51 H51A 0.815(18) . ?
O51 H51B 0.80(4) . ?
N31 C31 1.324(3) . ?
N31 C36 1.350(3) . ?
N41 C41 1.327(3) . ?
N41 C46 1.361(3) . ?
N41 H41A 0.90(3) . ?
C31 C32 1.404(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.367(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.408(3) . ?
C33 H33 0.9500 . ?
C34 C36 1.408(3) . ?
C34 C35 1.434(3) . ?
C35 C45 1.347(3) . ?
C35 H35 0.9500 . ?
C36 C46 1.440(3) . ?
C41 C42 1.388(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.369(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.411(3) . ?
C43 H43 0.9500 . ?
C44 C46 1.400(3) . ?
C44 C45 1.434(3) . ?
C45 H45 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
O1 Th1 O1 180.00(7) 3_566 . ?
O1 Th1 O2 130.03(5) 3_566 . ?
O1 Th1 O2 49.97(5) . . ?
O1 Th1 O2 49.97(5) 3_566 3_566 ?
O1 Th1 O2 130.03(5) . 3_566 ?
O2 Th1 O2 180.00(4) . 3_566 ?
O1 Th1 O22 67.45(5) 3_566 3_566 ?
O1 Th1 O22 112.55(5) . 3_566 ?
O2 Th1 O22 109.77(5) . 3_566 ?
O2 Th1 O22 70.23(5) 3_566 3_566 ?
O1 Th1 O22 112.55(5) 3_566 . ?
O1 Th1 O22 67.45(5) . . ?
O2 Th1 O22 70.23(5) . . ?
O2 Th1 O22 109.77(5) 3_566 . ?
O22 Th1 O22 180.0 3_566 . ?
O1 Th1 O21 66.71(5) 3_566 . ?
O1 Th1 O21 113.29(5) . . ?
O2 Th1 O21 114.23(5) . . ?
O2 Th1 O21 65.77(5) 3_566 . ?
O22 Th1 O21 130.10(5) 3_566 . ?
O22 Th1 O21 49.90(5) . . ?
O1 Th1 O21 113.29(5) 3_566 3_566 ?
O1 Th1 O21 66.71(5) . 3_566 ?
O2 Th1 O21 65.76(5) . 3_566 ?
O2 Th1 O21 114.24(5) 3_566 3_566 ?
O22 Th1 O21 49.90(5) 3_566 3_566 ?
O22 Th1 O21 130.10(5) . 3_566 ?
O21 Th1 O21 180.0 . 3_566 ?
O1 Th1 O12 67.11(5) 3_566 . ?
O1 Th1 O12 112.89(5) . . ?
O2 Th1 O12 66.80(5) . . ?
O2 Th1 O12 113.20(5) 3_566 . ?
O22 Th1 O12 66.89(5) 3_566 . ?
O22 Th1 O12 113.11(5) . . ?
O21 Th1 O12 110.74(5) . . ?
O21 Th1 O12 69.26(5) 3_566 . ?
O1 Th1 O12 112.89(5) 3_566 3_566 ?
O1 Th1 O12 67.11(5) . 3_566 ?
O2 Th1 O12 113.20(5) . 3_566 ?
O2 Th1 O12 66.80(5) 3_566 3_566 ?
O22 Th1 O12 113.11(5) 3_566 3_566 ?
O22 Th1 O12 66.89(5) . 3_566 ?
O21 Th1 O12 69.26(5) . 3_566 ?
O21 Th1 O12 110.74(5) 3_566 3_566 ?
O12 Th1 O12 180.00(7) . 3_566 ?
O1 Th1 O11 112.77(5) 3_566 3_566 ?
O1 Th1 O11 67.23(5) . 3_566 ?
O2 Th1 O11 111.16(5) . 3_566 ?
O2 Th1 O11 68.84(5) 3_566 3_566 ?
O22 Th1 O11 68.16(5) 3_566 3_566 ?
O22 Th1 O11 111.84(5) . 3_566 ?
O21 Th1 O11 113.98(5) . 3_566 ?
O21 Th1 O11 66.02(5) 3_566 3_566 ?
O12 Th1 O11 130.26(5) . 3_566 ?
O12 Th1 O11 49.74(5) 3_566 3_566 ?
O1 Th1 O11 67.23(5) 3_566 . ?
O1 Th1 O11 112.77(5) . . ?
O2 Th1 O11 68.84(5) . . ?
O2 Th1 O11 111.16(5) 3_566 . ?
O22 Th1 O11 111.84(5) 3_566 . ?
O22 Th1 O11 68.16(5) . . ?
O21 Th1 O11 66.02(5) . . ?
O21 Th1 O11 113.98(5) 3_566 . ?
O12 Th1 O11 49.74(5) . . ?
O12 Th1 O11 130.26(5) 3_566 . ?
O11 Th1 O11 180.0 3_566 . ?
O3 N1 O2 122.75(19) . . ?
O3 N1 O1 121.87(18) . . ?
O2 N1 O1 115.39(17) . . ?
O3 N1 Th1 177.49(15) . . ?
O2 N1 Th1 57.83(10) . . ?
O1 N1 Th1 57.64(10) . . ?
N1 O1 Th1 97.36(12) . . ?
N1 O2 Th1 97.18(12) . . ?
O13 N11 O11 122.00(19) . . ?
O13 N11 O12 122.42(19) . . ?
O11 N11 O12 115.58(17) . . ?
O13 N11 Th1 177.34(14) . . ?
O11 N11 Th1 57.89(10) . . ?
O12 N11 Th1 57.78(10) . . ?
N11 O11 Th1 97.26(12) . . ?
N11 O12 Th1 97.30(12) . . ?
O23 N21 O22 123.34(19) . . ?
O23 N21 O21 121.67(19) . . ?
O22 N21 O21 114.99(17) . . ?
O23 N21 Th1 177.52(15) . . ?
O22 N21 Th1 57.44(10) . . ?
O21 N21 Th1 57.61(10) . . ?
N21 O21 Th1 97.26(11) . . ?
N21 O22 Th1 97.77(12) . . ?
H51A O51 H51B 104(4) . . ?
C31 N31 C36 116.65(19) . . ?
C41 N41 C46 122.5(2) . . ?
C41 N41 H41A 120.3(18) . . ?
C46 N41 H41A 117.1(18) . . ?
N31 C31 C32 123.6(2) . . ?
N31 C31 H31 118.2 . . ?
C32 C31 H31 118.2 . . ?
C33 C32 C31 119.4(2) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C32 C33 C34 119.0(2) . . ?
C32 C33 H33 120.5 . . ?
C34 C33 H33 120.5 . . ?
C33 C34 C36 116.9(2) . . ?
C33 C34 C35 123.3(2) . . ?
C36 C34 C35 119.8(2) . . ?
C45 C35 C34 121.5(2) . . ?
C45 C35 H35 119.3 . . ?
C34 C35 H35 119.3 . . ?
N31 C36 C34 124.4(2) . . ?
N31 C36 C46 117.7(2) . . ?
C34 C36 C46 117.9(2) . . ?
N41 C41 C42 120.3(2) . . ?
N41 C41 H41 119.9 . . ?
C42 C41 H41 119.9 . . ?
C43 C42 C41 119.4(2) . . ?
C43 C42 H42 120.3 . . ?
C41 C42 H42 120.3 . . ?
C42 C43 C44 120.4(2) . . ?
C42 C43 H43 119.8 . . ?
C44 C43 H43 119.8 . . ?
C46 C44 C43 117.9(2) . . ?
C46 C44 C45 118.7(2) . . ?
C43 C44 C45 123.4(2) . . ?
C35 C45 C44 120.7(2) . . ?
C35 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
N41 C46 C44 119.5(2) . . ?
N41 C46 C36 119.1(2) . . ?
C44 C46 C36 121.4(2) . . ?

_refine_diff_density_max         0.732
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.073

####################################################################### 
# 
# 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_bleh_a
_database_code_depnum_ccdc_archive 'CCDC 2293431'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 2(C15 H13 N3), 2(N O3)'
_chemical_formula_sum            'C30 H26 N14 O24 Th'
_chemical_formula_weight         1198.69

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'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   17.3812(15)
_cell_length_b                   18.9121(15)
_cell_length_c                   13.4970(11)
_cell_angle_alpha                90
_cell_angle_beta                 113.819(3)
_cell_angle_gamma                90
_cell_volume                     4058.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9470
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      30.58

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_F_000             2344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.451
_exptl_crystal_size_mid          0.311
_exptl_crystal_size_min          0.264
_exptl_absorpt_coefficient_mu    3.786
_shelx_estimated_absorpt_T_min   0.280
_shelx_estimated_absorpt_T_max   0.435
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.14535
_exptl_absorpt_correction_T_max  0.31750
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            152268
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.673
_diffrn_reflns_theta_max         30.604
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6248
_reflns_number_gt                6143
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0180P)²+5.7073P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         6248
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0164
_refine_ls_R_factor_gt           0.0159
_refine_ls_wR_factor_ref         0.0411
_refine_ls_wR_factor_gt          0.0409
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.006
_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
Th1 Th 0.500000 0.91003(2) 0.750000 0.01290(3) Uani 1 2 d S T P . .
N11 N 0.61956(10) 1.02921(8) 0.84166(12) 0.0243(3) Uani 1 1 d . . . . .
O11 O 0.59541(7) 0.99116(6) 0.90128(9) 0.0211(2) Uani 1 1 d . . . . .
O12 O 0.58241(8) 1.01752(6) 0.73970(10) 0.0216(2) Uani 1 1 d . . . . .
O13 O 0.67519(12) 1.07263(10) 0.87923(14) 0.0475(4) Uani 1 1 d . . . . .
N21 N 0.48117(9) 0.87091(7) 0.52549(11) 0.0203(3) Uani 1 1 d . . . . .
O21 O 0.54029(8) 0.91088(6) 0.58920(10) 0.0212(2) Uani 1 1 d . . . . .
O22 O 0.43171(7) 0.84641(6) 0.56622(10) 0.0218(2) Uani 1 1 d . . . . .
O23 O 0.47308(10) 0.85768(7) 0.43440(11) 0.0329(3) Uani 1 1 d . . . . .
N31 N 0.34607(8) 0.81800(7) 0.70019(11) 0.0171(2) Uani 1 1 d . . . . .
O31 O 0.42042(7) 0.79399(6) 0.75135(10) 0.0207(2) Uani 1 1 d . . . . .
O32 O 0.34049(7) 0.88490(6) 0.68769(9) 0.0178(2) Uani 1 1 d . . . . .
O33 O 0.28485(7) 0.77959(6) 0.66572(10) 0.0234(2) Uani 1 1 d . . . . .
N41 N 0.56478(8) 0.65322(7) 0.43811(11) 0.0168(2) Uani 1 1 d . . . . .
O41 O 0.51108(9) 0.60766(7) 0.38123(13) 0.0370(4) Uani 1 1 d . . . . .
O42 O 0.63410(7) 0.63236(6) 0.50338(10) 0.0233(2) Uani 1 1 d . . . . .
O43 O 0.54406(8) 0.71606(6) 0.42557(12) 0.0288(3) Uani 1 1 d . . . . .
N51 N 0.35804(8) 0.64874(7) 0.24047(11) 0.0172(2) Uani 1 1 d . . . . .
H68 H 0.4037(15) 0.6300(12) 0.2863(19) 0.026 Uiso 1 1 d . U . . .
N52 N 0.37994(8) 0.50729(6) 0.27004(10) 0.0135(2) Uani 1 1 d . . . . .
N53 N 0.53488(8) 0.46917(7) 0.40737(10) 0.0141(2) Uani 1 1 d . . . . .
H67 H 0.5187(14) 0.5148(12) 0.3902(18) 0.021 Uiso 1 1 d . U . . .
C51 C 0.35670(11) 0.71940(8) 0.22843(14) 0.0217(3) Uani 1 1 d . . . . .
H51 H 0.404642 0.746777 0.270477 0.026 Uiso 1 1 calc R U . . .
C52 C 0.28560(11) 0.75202(9) 0.15491(15) 0.0256(3) Uani 1 1 d . . . . .
H52 H 0.283915 0.801839 0.145206 0.031 Uiso 1 1 calc R U . . .
C53 C 0.21674(11) 0.71051(10) 0.09560(14) 0.0251(3) Uani 1 1 d . . . . .
H53 H 0.167123 0.732013 0.044705 0.030 Uiso 1 1 calc R U . . .
C54 C 0.21958(10) 0.63775(9) 0.10984(13) 0.0206(3) Uani 1 1 d . . . . .
H54 H 0.172144 0.609511 0.068887 0.025 Uiso 1 1 calc R U . . .
C55 C 0.29208(9) 0.60650(8) 0.18423(12) 0.0164(3) Uani 1 1 d . . . . .
C56 C 0.30225(9) 0.52940(8) 0.20526(11) 0.0149(2) Uani 1 1 d . . . . .
C57 C 0.23432(10) 0.48326(9) 0.15926(13) 0.0207(3) Uani 1 1 d . . . . .
H57 H 0.179932 0.500509 0.114734 0.025 Uiso 1 1 calc R U . . .
C58 C 0.24838(11) 0.41155(9) 0.18030(15) 0.0235(3) Uani 1 1 d . . . . .
H58 H 0.203401 0.378869 0.149897 0.028 Uiso 1 1 calc R U . . .
C59 C 0.32834(10) 0.38769(8) 0.24591(13) 0.0195(3) Uani 1 1 d . . . . .
H59 H 0.339250 0.338728 0.260672 0.023 Uiso 1 1 calc R U . . .
C60 C 0.39241(9) 0.43780(8) 0.28966(11) 0.0141(2) Uani 1 1 d . . . . .
C62 C 0.47914(9) 0.41660(7) 0.36167(12) 0.0140(2) Uani 1 1 d . . . . .
C63 C 0.50719(10) 0.34714(8) 0.38455(12) 0.0183(3) Uani 1 1 d . . . . .
H63 H 0.469811 0.308964 0.352750 0.022 Uiso 1 1 calc R U . . .
C64 C 0.59018(10) 0.33394(8) 0.45416(13) 0.0210(3) Uani 1 1 d . . . . .
H64 H 0.609434 0.286586 0.470279 0.025 Uiso 1 1 calc R U . . .
C65 C 0.64524(10) 0.38979(9) 0.50039(13) 0.0209(3) Uani 1 1 d . . . . .
H65 H 0.701983 0.381185 0.548344 0.025 Uiso 1 1 calc R U . . .
C66 C 0.61541(9) 0.45800(8) 0.47489(12) 0.0171(3) Uani 1 1 d . . . . .
H66 H 0.651832 0.497007 0.505090 0.021 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
Th1 O12 2.5227(12) . ?
Th1 O12 2.5228(12) 2_656 ?
Th1 O21 2.5355(13) 2_656 ?
Th1 O21 2.5355(13) . ?
Th1 O11 2.5570(12) . ?
Th1 O11 2.5570(12) 2_656 ?
Th1 O22 2.5751(12) 2_656 ?
Th1 O22 2.5751(12) . ?
Th1 O32 2.5954(11) . ?
Th1 O32 2.5955(11) 2_656 ?
Th1 O31 2.5980(12) . ?
Th1 O31 2.5981(12) 2_656 ?
N11 O13 1.2127(19) . ?
N11 O11 1.2705(19) . ?
N11 O12 1.2814(19) . ?
N21 O23 1.2060(18) . ?
N21 O22 1.2797(19) . ?
N21 O21 1.2857(18) . ?
N31 O33 1.2150(17) . ?
N31 O32 1.2749(17) . ?
N31 O31 1.2777(16) . ?
N41 O43 1.2335(18) . ?
N41 O42 1.2354(17) . ?
N41 O41 1.2745(17) . ?
N51 C51 1.345(2) . ?
N51 C55 1.351(2) . ?
N51 H68 0.86(2) . ?
N52 C60 1.3408(18) . ?
N52 C56 1.3450(18) . ?
N53 C66 1.3432(18) . ?
N53 C62 1.3508(18) . ?
N53 H67 0.91(2) . ?
C51 C52 1.379(2) . ?
C51 H51 0.9500 . ?
C52 C53 1.384(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.387(2) . ?
C53 H53 0.9500 . ?
C54 C55 1.387(2) . ?
C54 H54 0.9500 . ?
C55 C56 1.482(2) . ?
C56 C57 1.396(2) . ?
C57 C58 1.387(2) . ?
C57 H57 0.9500 . ?
C58 C59 1.388(2) . ?
C58 H58 0.9500 . ?
C59 C60 1.399(2) . ?
C59 H59 0.9500 . ?
C60 C62 1.481(2) . ?
C62 C63 1.392(2) . ?
C63 C64 1.390(2) . ?
C63 H63 0.9500 . ?
C64 C65 1.392(2) . ?
C64 H64 0.9500 . ?
C65 C66 1.381(2) . ?
C65 H65 0.9500 . ?
C66 H66 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
O12 Th1 O12 72.63(6) . 2_656 ?
O12 Th1 O21 113.67(4) . 2_656 ?
O12 Th1 O21 65.70(4) 2_656 2_656 ?
O12 Th1 O21 65.70(4) . . ?
O12 Th1 O21 113.67(4) 2_656 . ?
O21 Th1 O21 179.28(5) 2_656 . ?
O12 Th1 O11 50.28(4) . . ?
O12 Th1 O11 70.86(4) 2_656 . ?
O21 Th1 O11 68.10(4) 2_656 . ?
O21 Th1 O11 111.43(4) . . ?
O12 Th1 O11 70.86(4) . 2_656 ?
O12 Th1 O11 50.28(4) 2_656 2_656 ?
O21 Th1 O11 111.43(4) 2_656 2_656 ?
O21 Th1 O11 68.10(4) . 2_656 ?
O11 Th1 O11 106.26(6) . 2_656 ?
O12 Th1 O22 112.24(4) . 2_656 ?
O12 Th1 O22 111.99(4) 2_656 2_656 ?
O21 Th1 O22 50.03(4) 2_656 2_656 ?
O21 Th1 O22 130.41(4) . 2_656 ?
O11 Th1 O22 67.24(4) . 2_656 ?
O11 Th1 O22 161.36(4) 2_656 2_656 ?
O12 Th1 O22 111.99(4) . . ?
O12 Th1 O22 112.24(4) 2_656 . ?
O21 Th1 O22 130.41(4) 2_656 . ?
O21 Th1 O22 50.03(4) . . ?
O11 Th1 O22 161.36(4) . . ?
O11 Th1 O22 67.24(4) 2_656 . ?
O22 Th1 O22 124.29(6) 2_656 . ?
O12 Th1 O32 133.29(4) . . ?
O12 Th1 O32 67.01(4) 2_656 . ?
O21 Th1 O32 69.53(4) 2_656 . ?
O21 Th1 O32 110.61(4) . . ?
O11 Th1 O32 129.21(4) . . ?
O11 Th1 O32 65.65(4) 2_656 . ?
O22 Th1 O32 104.07(4) 2_656 . ?
O22 Th1 O32 65.53(4) . . ?
O12 Th1 O32 67.01(4) . 2_656 ?
O12 Th1 O32 133.29(4) 2_656 2_656 ?
O21 Th1 O32 110.61(4) 2_656 2_656 ?
O21 Th1 O32 69.53(4) . 2_656 ?
O11 Th1 O32 65.65(4) . 2_656 ?
O11 Th1 O32 129.21(4) 2_656 2_656 ?
O22 Th1 O32 65.53(4) 2_656 2_656 ?
O22 Th1 O32 104.07(4) . 2_656 ?
O32 Th1 O32 158.89(5) . 2_656 ?
O12 Th1 O31 175.39(4) . . ?
O12 Th1 O31 111.38(4) 2_656 . ?
O21 Th1 O31 70.57(4) 2_656 . ?
O21 Th1 O31 110.07(4) . . ?
O11 Th1 O31 132.58(4) . . ?
O11 Th1 O31 109.69(4) 2_656 . ?
O22 Th1 O31 68.79(4) 2_656 . ?
O22 Th1 O31 64.69(4) . . ?
O32 Th1 O31 49.12(3) . . ?
O32 Th1 O31 110.18(3) 2_656 . ?
O12 Th1 O31 111.38(4) . 2_656 ?
O12 Th1 O31 175.39(4) 2_656 2_656 ?
O21 Th1 O31 110.07(4) 2_656 2_656 ?
O21 Th1 O31 70.57(4) . 2_656 ?
O11 Th1 O31 109.70(4) . 2_656 ?
O11 Th1 O31 132.58(4) 2_656 2_656 ?
O22 Th1 O31 64.69(4) 2_656 2_656 ?
O22 Th1 O31 68.79(4) . 2_656 ?
O32 Th1 O31 110.18(3) . 2_656 ?
O32 Th1 O31 49.12(3) 2_656 2_656 ?
O31 Th1 O31 64.72(5) . 2_656 ?
O13 N11 O11 122.03(16) . . ?
O13 N11 O12 122.46(16) . . ?
O11 N11 O12 115.49(13) . . ?
O13 N11 Th1 172.73(15) . . ?
O11 N11 Th1 58.69(8) . . ?
O12 N11 Th1 57.20(7) . . ?
N11 O11 Th1 96.19(9) . . ?
N11 O12 Th1 97.52(9) . . ?
O23 N21 O22 122.74(15) . . ?
O23 N21 O21 122.44(15) . . ?
O22 N21 O21 114.82(13) . . ?
O23 N21 Th1 177.70(12) . . ?
O22 N21 Th1 58.31(7) . . ?
O21 N21 Th1 56.56(8) . . ?
N21 O21 Th1 98.41(9) . . ?
N21 O22 Th1 96.68(9) . . ?
O33 N31 O32 122.32(13) . . ?
O33 N31 O31 122.19(13) . . ?
O32 N31 O31 115.49(12) . . ?
O33 N31 Th1 170.49(11) . . ?
O32 N31 Th1 58.17(7) . . ?
O31 N31 Th1 58.30(7) . . ?
N31 O31 Th1 96.96(8) . . ?
N31 O32 Th1 97.17(8) . . ?
O43 N41 O42 123.51(13) . . ?
O43 N41 O41 117.82(13) . . ?
O42 N41 O41 118.67(13) . . ?
C51 N51 C55 123.37(14) . . ?
C51 N51 H68 117.5(16) . . ?
C55 N51 H68 119.1(16) . . ?
C60 N52 C56 118.23(13) . . ?
C66 N53 C62 123.56(13) . . ?
C66 N53 H67 116.9(14) . . ?
C62 N53 H67 119.5(14) . . ?
N51 C51 C52 119.87(16) . . ?
N51 C51 H51 120.1 . . ?
C52 C51 H51 120.1 . . ?
C51 C52 C53 118.47(16) . . ?
C51 C52 H52 120.8 . . ?
C53 C52 H52 120.8 . . ?
C52 C53 C54 120.55(15) . . ?
C52 C53 H53 119.7 . . ?
C54 C53 H53 119.7 . . ?
C55 C54 C53 119.60(16) . . ?
C55 C54 H54 120.2 . . ?
C53 C54 H54 120.2 . . ?
N51 C55 C54 118.13(15) . . ?
N51 C55 C56 117.74(13) . . ?
C54 C55 C56 124.13(15) . . ?
N52 C56 C57 122.78(14) . . ?
N52 C56 C55 116.17(13) . . ?
C57 C56 C55 121.05(13) . . ?
C58 C57 C56 118.22(14) . . ?
C58 C57 H57 120.9 . . ?
C56 C57 H57 120.9 . . ?
C57 C58 C59 119.80(15) . . ?
C57 C58 H58 120.1 . . ?
C59 C58 H58 120.1 . . ?
C58 C59 C60 118.07(15) . . ?
C58 C59 H59 121.0 . . ?
C60 C59 H59 121.0 . . ?
N52 C60 C59 122.90(14) . . ?
N52 C60 C62 115.81(12) . . ?
C59 C60 C62 121.29(13) . . ?
N53 C62 C63 118.10(14) . . ?
N53 C62 C60 116.90(12) . . ?
C63 C62 C60 125.00(13) . . ?
C64 C63 C62 119.64(14) . . ?
C64 C63 H63 120.2 . . ?
C62 C63 H63 120.2 . . ?
C63 C64 C65 120.30(14) . . ?
C63 C64 H64 119.8 . . ?
C65 C64 H64 119.8 . . ?
C66 C65 C64 118.43(14) . . ?
C66 C65 H65 120.8 . . ?
C64 C65 H65 120.8 . . ?
N53 C66 C65 119.96(14) . . ?
N53 C66 H66 120.0 . . ?
C65 C66 H66 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
_geom_hbond_publ_flag
N51 H68 O41 0.86(2) 1.84(2) 2.6846(18) 168(2) . yes
N53 H67 O41 0.91(2) 1.76(2) 2.6529(18) 166(2) . yes

_refine_diff_density_max         1.745
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_MONO_a
_database_code_depnum_ccdc_archive 'CCDC 2293429'
loop_
_audit_author_name
_audit_author_address
'Jeffery Bertke'
;Georgetown University
United States of America
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'N6 O18 Th, 3(C7 H10 N), N O3'
_chemical_formula_sum            'C21 H30 N10 O21 Th'
_chemical_formula_weight         990.59

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'
Th Th -7.2400 8.8979 '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                   11.1786(9)
_cell_length_b                   18.1915(15)
_cell_length_c                   16.9407(14)
_cell_angle_alpha                90
_cell_angle_beta                 93.437(3)
_cell_angle_gamma                90
_cell_volume                     3438.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9611
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      30.62

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.913
_exptl_crystal_F_000             1936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.318
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.133
_exptl_absorpt_coefficient_mu    4.436
_shelx_estimated_absorpt_T_min   0.333
_shelx_estimated_absorpt_T_max   0.590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.37965
_exptl_absorpt_correction_T_max  0.57784
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            250097
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_av_R_equivalents  0.1229
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.825
_diffrn_reflns_theta_max         30.621
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10561
_reflns_number_gt                9658
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-3 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v932 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0248P)²+2.9326P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_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         10561
_refine_ls_number_parameters     493
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0235
_refine_ls_wR_factor_ref         0.0553
_refine_ls_wR_factor_gt          0.0539
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.005
_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
Th1 Th 0.81304(2) 0.45146(2) 0.25501(2) 0.01102(3) Uani 1 1 d . . . . .
N1 N 0.62385(15) 0.36459(10) 0.33064(11) 0.0163(3) Uani 1 1 d . . . . .
O1 O 0.67706(14) 0.41734(9) 0.36770(9) 0.0173(3) Uani 1 1 d . . . . .
O2 O 0.64423(14) 0.35842(9) 0.25768(9) 0.0174(3) Uani 1 1 d . . . . .
O3 O 0.55891(15) 0.32143(10) 0.36252(11) 0.0255(4) Uani 1 1 d . . . . .
N11 N 0.58032(16) 0.49634(10) 0.16739(11) 0.0176(3) Uani 1 1 d . . . . .
O11 O 0.60450(14) 0.51410(8) 0.23960(9) 0.0175(3) Uani 1 1 d . . . . .
O12 O 0.66404(14) 0.46429(9) 0.13305(10) 0.0178(3) Uani 1 1 d . . . . .
O13 O 0.48309(16) 0.50849(12) 0.13401(11) 0.0325(4) Uani 1 1 d . . . . .
N21 N 0.87581(16) 0.38240(10) 0.10218(11) 0.0162(3) Uani 1 1 d . . . . .
O21 O 0.91170(15) 0.44688(8) 0.12258(10) 0.0170(3) Uani 1 1 d . . . . .
O22 O 0.82513(14) 0.34636(8) 0.15594(9) 0.0179(3) Uani 1 1 d . . . . .
O23 O 0.88917(16) 0.35750(9) 0.03700(10) 0.0246(3) Uani 1 1 d . . . . .
N31 N 0.98290(16) 0.33872(9) 0.32341(11) 0.0149(3) Uani 1 1 d . . . . .
O31 O 1.01680(13) 0.39189(8) 0.27950(9) 0.0161(3) Uani 1 1 d . . . . .
O32 O 0.86974(13) 0.33298(8) 0.32751(9) 0.0166(3) Uani 1 1 d . . . . .
O33 O 1.05265(15) 0.29787(9) 0.35791(10) 0.0232(3) Uani 1 1 d . . . . .
N41 N 0.85824(17) 0.53673(9) 0.40561(11) 0.0152(3) Uani 1 1 d . . . . .
O41 O 0.78582(14) 0.55818(8) 0.34923(9) 0.0159(3) Uani 1 1 d . . . . .
O42 O 0.91086(14) 0.47589(8) 0.39448(9) 0.0167(3) Uani 1 1 d . . . . .
O43 O 0.87490(17) 0.57217(9) 0.46595(10) 0.0245(4) Uani 1 1 d . . . . .
N51 N 0.93476(17) 0.58811(10) 0.20434(11) 0.0174(3) Uani 1 1 d . . . . .
O51 O 0.98796(15) 0.53995(8) 0.24907(10) 0.0179(3) Uani 1 1 d . . . . .
O52 O 0.82204(14) 0.57707(8) 0.18942(9) 0.0176(3) Uani 1 1 d . . . . .
O53 O 0.98610(17) 0.64004(9) 0.17763(11) 0.0284(4) Uani 1 1 d . . . . .
N61 N 0.30823(16) 0.33074(10) 0.34175(11) 0.0156(3) Uani 1 1 d . . . . .
O61 O 0.32242(15) 0.36802(9) 0.28075(10) 0.0221(3) Uani 1 1 d . . . . .
O62 O 0.28665(15) 0.36135(9) 0.40497(10) 0.0223(3) Uani 1 1 d . . . . .
O63 O 0.31635(14) 0.26135(8) 0.33802(9) 0.0173(3) Uani 1 1 d . . . . .
N71 N 0.24048(19) 0.51216(11) 0.34193(15) 0.0271(5) Uani 1 1 d D . . . .
C71 C 0.1947(2) 0.54837(13) 0.40134(16) 0.0252(5) Uani 1 1 d . . . . .
H71 H 0.166485 0.522111 0.444999 0.030 Uiso 1 1 calc R U . . .
H71A H 0.246(3) 0.4660(10) 0.345(2) 0.038 Uiso 1 1 d D U . . .
C72 C 0.1882(2) 0.62422(13) 0.39945(14) 0.0207(4) Uani 1 1 d . . . . .
C73 C 0.1452(2) 0.66610(16) 0.46912(16) 0.0300(5) Uani 1 1 d . . . . .
H73A H 0.120863 0.715697 0.452275 0.045 Uiso 1 1 calc R U . . .
H73B H 0.210153 0.669370 0.510489 0.045 Uiso 1 1 calc R U . . .
H73C H 0.076714 0.640453 0.489895 0.045 Uiso 1 1 calc R U . . .
C74 C 0.22506(19) 0.65937(11) 0.33188(14) 0.0181(4) Uani 1 1 d . . . . .
H74 H 0.220065 0.711432 0.328699 0.022 Uiso 1 1 calc R U . . .
C75 C 0.2689(2) 0.62059(12) 0.26903(14) 0.0194(4) Uani 1 1 d . . . . .
C76 C 0.3038(2) 0.65824(14) 0.19514(16) 0.0283(5) Uani 1 1 d . . . . .
H76A H 0.357406 0.626236 0.166931 0.042 Uiso 1 1 calc R U . . .
H76B H 0.345107 0.704395 0.209038 0.042 Uiso 1 1 calc R U . . .
H76C H 0.231804 0.668695 0.161142 0.042 Uiso 1 1 calc R U . . .
C77 C 0.2777(2) 0.54501(12) 0.27736(17) 0.0237(5) Uani 1 1 d . . . . .
H77 H 0.310364 0.516433 0.236938 0.028 Uiso 1 1 calc R U . . .
N81 N 0.21418(17) 0.20403(11) 0.47583(11) 0.0198(4) Uani 1 1 d D . . . .
C81 C 0.2209(2) 0.13064(13) 0.48326(13) 0.0207(4) Uani 1 1 d . . . . .
H81 H 0.245891 0.101611 0.440626 0.025 Uiso 1 1 calc R U . . .
H81A H 0.229(3) 0.2197(16) 0.4308(12) 0.031 Uiso 1 1 d D U . . .
C82 C 0.19155(19) 0.09715(12) 0.55292(13) 0.0180(4) Uani 1 1 d . . . . .
C83 C 0.1955(2) 0.01485(13) 0.56010(16) 0.0272(5) Uani 1 1 d . . . . .
H83A H 0.136979 -0.006923 0.521565 0.041 Uiso 1 1 calc R U . . .
H83B H 0.176251 0.000490 0.613626 0.041 Uiso 1 1 calc R U . . .
H83C H 0.276015 -0.002701 0.549792 0.041 Uiso 1 1 calc R U . . .
C84 C 0.15728(18) 0.14219(12) 0.61351(12) 0.0158(4) Uani 1 1 d . . . . .
H84 H 0.139605 0.120665 0.662554 0.019 Uiso 1 1 calc R U . . .
C85 C 0.14795(18) 0.21851(11) 0.60457(12) 0.0144(4) Uani 1 1 d . . . . .
C86 C 0.1058(2) 0.26641(12) 0.66957(13) 0.0190(4) Uani 1 1 d . . . . .
H86A H 0.119314 0.318136 0.656621 0.028 Uiso 1 1 calc R U . . .
H86B H 0.150391 0.254167 0.719385 0.028 Uiso 1 1 calc R U . . .
H86C H 0.020020 0.258184 0.675095 0.028 Uiso 1 1 calc R U . . .
C87 C 0.17847(19) 0.24853(12) 0.53323(13) 0.0175(4) Uani 1 1 d . . . . .
H87 H 0.174175 0.300142 0.525016 0.021 Uiso 1 1 calc R U . . .
N91 N 0.42195(16) 0.24719(11) 0.18562(11) 0.0172(3) Uani 1 1 d D . . . .
C91 C 0.45563(19) 0.30069(12) 0.13762(14) 0.0182(4) Uani 1 1 d . . . . .
H91 H 0.450884 0.350583 0.153688 0.022 Uiso 1 1 calc R U . . .
H91A H 0.399(3) 0.2559(16) 0.2317(12) 0.027 Uiso 1 1 d D U . . .
C92 C 0.49737(19) 0.28359(12) 0.06463(13) 0.0185(4) Uani 1 1 d . . . . .
C93 C 0.5367(3) 0.34210(14) 0.00945(16) 0.0293(5) Uani 1 1 d . . . . .
H93A H 0.504101 0.331496 -0.044339 0.044 Uiso 1 1 calc R U . . .
H93B H 0.624421 0.343031 0.010316 0.044 Uiso 1 1 calc R U . . .
H93C H 0.507267 0.390001 0.026303 0.044 Uiso 1 1 calc R U . . .
C94 C 0.50131(19) 0.20922(12) 0.04449(13) 0.0188(4) Uani 1 1 d . . . . .
H94 H 0.529167 0.195815 -0.005411 0.023 Uiso 1 1 calc R U . . .
C95 C 0.46587(18) 0.15417(12) 0.09494(13) 0.0162(4) Uani 1 1 d . . . . .
C96 C 0.4684(2) 0.07469(13) 0.07057(15) 0.0222(4) Uani 1 1 d . . . . .
H96A H 0.399250 0.064229 0.033974 0.033 Uiso 1 1 calc R U . . .
H96B H 0.465037 0.043413 0.117488 0.033 Uiso 1 1 calc R U . . .
H96C H 0.542486 0.064661 0.044387 0.033 Uiso 1 1 calc R U . . .
C97 C 0.42581(19) 0.17543(12) 0.16733(13) 0.0165(4) Uani 1 1 d . . . . .
H97 H 0.401267 0.139525 0.203733 0.020 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
Th1 O31 2.5341(15) . ?
Th1 O2 2.5374(15) . ?
Th1 O51 2.5394(16) . ?
Th1 O32 2.5422(15) . ?
Th1 O41 2.5432(15) . ?
Th1 O52 2.5454(15) . ?
Th1 O22 2.5530(15) . ?
Th1 O21 2.5599(16) . ?
Th1 O42 2.5819(16) . ?
Th1 O12 2.5854(16) . ?
Th1 O1 2.5863(16) . ?
Th1 O11 2.5938(15) . ?
N1 O3 1.217(2) . ?
N1 O1 1.274(2) . ?
N1 O2 1.275(2) . ?
N11 O13 1.215(2) . ?
N11 O12 1.273(2) . ?
N11 O11 1.278(2) . ?
N21 O23 1.211(2) . ?
N21 O21 1.281(2) . ?
N21 O22 1.281(2) . ?
N31 O33 1.203(2) . ?
N31 O32 1.275(2) . ?
N31 O31 1.291(2) . ?
N41 O43 1.213(2) . ?
N41 O42 1.273(2) . ?
N41 O41 1.276(2) . ?
N51 O53 1.207(2) . ?
N51 O51 1.281(2) . ?
N51 O52 1.286(2) . ?
N61 O62 1.244(2) . ?
N61 O61 1.254(2) . ?
N61 O63 1.267(2) . ?
N71 C71 1.331(4) . ?
N71 C77 1.335(4) . ?
N71 H71A 0.844(18) . ?
C71 C72 1.382(3) . ?
C71 H71 0.9500 . ?
C72 C74 1.395(3) . ?
C72 C73 1.508(4) . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 C75 1.391(3) . ?
C74 H74 0.9500 . ?
C75 C77 1.385(3) . ?
C75 C76 1.499(3) . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C77 H77 0.9500 . ?
N81 C81 1.343(3) . ?
N81 C87 1.344(3) . ?
N81 H81A 0.841(17) . ?
C81 C82 1.385(3) . ?
C81 H81 0.9500 . ?
C82 C84 1.385(3) . ?
C82 C83 1.503(3) . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
C84 C85 1.400(3) . ?
C84 H84 0.9500 . ?
C85 C87 1.387(3) . ?
C85 C86 1.502(3) . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
C87 H87 0.9500 . ?
N91 C91 1.337(3) . ?
N91 C97 1.343(3) . ?
N91 H91A 0.852(17) . ?
C91 C92 1.383(3) . ?
C91 H91 0.9500 . ?
C92 C94 1.397(3) . ?
C92 C93 1.500(3) . ?
C93 H93A 0.9800 . ?
C93 H93B 0.9800 . ?
C93 H93C 0.9800 . ?
C94 C95 1.390(3) . ?
C94 H94 0.9500 . ?
C95 C97 1.386(3) . ?
C95 C96 1.504(3) . ?
C96 H96A 0.9800 . ?
C96 H96B 0.9800 . ?
C96 H96C 0.9800 . ?
C97 H97 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
O31 Th1 O2 111.96(5) . . ?
O31 Th1 O51 65.85(5) . . ?
O2 Th1 O51 177.23(5) . . ?
O31 Th1 O32 50.41(5) . . ?
O2 Th1 O32 65.79(5) . . ?
O51 Th1 O32 112.73(5) . . ?
O31 Th1 O41 111.34(5) . . ?
O2 Th1 O41 112.39(5) . . ?
O51 Th1 O41 70.26(5) . . ?
O32 Th1 O41 112.32(5) . . ?
O31 Th1 O52 113.37(5) . . ?
O2 Th1 O52 130.96(5) . . ?
O51 Th1 O52 50.43(5) . . ?
O32 Th1 O52 163.09(5) . . ?
O41 Th1 O52 66.30(5) . . ?
O31 Th1 O22 72.84(5) . . ?
O2 Th1 O22 65.22(5) . . ?
O51 Th1 O22 112.18(5) . . ?
O32 Th1 O22 70.20(5) . . ?
O41 Th1 O22 175.82(5) . . ?
O52 Th1 O22 112.35(5) . . ?
O31 Th1 O21 72.50(5) . . ?
O2 Th1 O21 110.72(5) . . ?
O51 Th1 O21 67.21(5) . . ?
O32 Th1 O21 106.73(5) . . ?
O41 Th1 O21 130.46(5) . . ?
O52 Th1 O21 67.44(5) . . ?
O22 Th1 O21 49.98(5) . . ?
O31 Th1 O42 66.20(5) . . ?
O2 Th1 O42 111.91(5) . . ?
O51 Th1 O42 69.04(5) . . ?
O32 Th1 O42 67.92(5) . . ?
O41 Th1 O42 49.78(5) . . ?
O52 Th1 O42 102.67(5) . . ?
O22 Th1 O42 133.97(5) . . ?
O21 Th1 O42 128.79(5) . . ?
O31 Th1 O12 134.36(5) . . ?
O2 Th1 O12 68.30(5) . . ?
O51 Th1 O12 111.83(5) . . ?
O32 Th1 O12 126.34(5) . . ?
O41 Th1 O12 109.70(5) . . ?
O52 Th1 O12 67.08(5) . . ?
O22 Th1 O12 66.37(5) . . ?
O21 Th1 O12 66.01(5) . . ?
O42 Th1 O12 158.90(5) . . ?
O31 Th1 O1 109.80(5) . . ?
O2 Th1 O1 49.92(5) . . ?
O51 Th1 O1 132.02(5) . . ?
O32 Th1 O1 65.19(5) . . ?
O41 Th1 O1 67.80(5) . . ?
O52 Th1 O1 125.31(5) . . ?
O22 Th1 O1 111.23(5) . . ?
O21 Th1 O1 160.44(5) . . ?
O42 Th1 O1 66.50(5) . . ?
O12 Th1 O1 103.45(5) . . ?
O31 Th1 O11 176.32(5) . . ?
O2 Th1 O11 68.28(5) . . ?
O51 Th1 O11 114.02(5) . . ?
O32 Th1 O11 128.14(5) . . ?
O41 Th1 O11 65.62(5) . . ?
O52 Th1 O11 67.70(5) . . ?
O22 Th1 O11 110.21(5) . . ?
O21 Th1 O11 110.97(5) . . ?
O42 Th1 O11 110.20(5) . . ?
O12 Th1 O11 49.30(5) . . ?
O1 Th1 O11 67.37(5) . . ?
O3 N1 O1 122.69(19) . . ?
O3 N1 O2 121.28(19) . . ?
O1 N1 O2 116.02(17) . . ?
O3 N1 Th1 170.77(15) . . ?
O1 N1 Th1 59.46(10) . . ?
O2 N1 Th1 57.25(10) . . ?
N1 O1 Th1 95.43(12) . . ?
N1 O2 Th1 97.75(11) . . ?
O13 N11 O12 122.17(19) . . ?
O13 N11 O11 122.10(19) . . ?
O12 N11 O11 115.73(17) . . ?
O13 N11 Th1 174.37(17) . . ?
O12 N11 Th1 57.79(10) . . ?
O11 N11 Th1 58.20(10) . . ?
N11 O11 Th1 97.04(11) . . ?
N11 O12 Th1 97.60(12) . . ?
O23 N21 O21 122.34(19) . . ?
O23 N21 O22 122.72(19) . . ?
O21 N21 O22 114.94(17) . . ?
O23 N21 Th1 172.76(15) . . ?
O21 N21 Th1 57.92(10) . . ?
O22 N21 Th1 57.62(10) . . ?
N21 O21 Th1 97.00(12) . . ?
N21 O22 Th1 97.30(11) . . ?
O33 N31 O32 122.62(18) . . ?
O33 N31 O31 122.59(18) . . ?
O32 N31 O31 114.79(16) . . ?
O33 N31 Th1 173.13(14) . . ?
O32 N31 Th1 57.79(9) . . ?
O31 N31 Th1 57.51(9) . . ?
N31 O31 Th1 97.05(11) . . ?
N31 O32 Th1 97.10(11) . . ?
O43 N41 O42 122.54(19) . . ?
O43 N41 O41 121.78(18) . . ?
O42 N41 O41 115.68(17) . . ?
O43 N41 Th1 178.75(16) . . ?
O42 N41 Th1 58.71(10) . . ?
O41 N41 Th1 56.97(10) . . ?
N41 O41 Th1 98.16(11) . . ?
N41 O42 Th1 96.38(11) . . ?
O53 N51 O51 122.85(19) . . ?
O53 N51 O52 122.06(19) . . ?
O51 N51 O52 115.09(17) . . ?
O53 N51 Th1 174.06(16) . . ?
O51 N51 Th1 57.58(10) . . ?
O52 N51 Th1 57.87(10) . . ?
N51 O51 Th1 97.22(12) . . ?
N51 O52 Th1 96.80(11) . . ?
O62 N61 O61 120.55(18) . . ?
O62 N61 O63 120.47(18) . . ?
O61 N61 O63 118.98(18) . . ?
C71 N71 C77 123.5(2) . . ?
C71 N71 H71A 118(3) . . ?
C77 N71 H71A 118(3) . . ?
N71 C71 C72 119.9(2) . . ?
N71 C71 H71 120.0 . . ?
C72 C71 H71 120.0 . . ?
C71 C72 C74 117.3(2) . . ?
C71 C72 C73 120.3(2) . . ?
C74 C72 C73 122.3(2) . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C75 C74 C72 122.0(2) . . ?
C75 C74 H74 119.0 . . ?
C72 C74 H74 119.0 . . ?
C77 C75 C74 116.9(2) . . ?
C77 C75 C76 121.2(2) . . ?
C74 C75 C76 121.9(2) . . ?
C75 C76 H76A 109.5 . . ?
C75 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?
C75 C76 H76C 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
N71 C77 C75 120.3(2) . . ?
N71 C77 H77 119.9 . . ?
C75 C77 H77 119.9 . . ?
C81 N81 C87 123.3(2) . . ?
C81 N81 H81A 114(2) . . ?
C87 N81 H81A 122(2) . . ?
N81 C81 C82 120.2(2) . . ?
N81 C81 H81 119.9 . . ?
C82 C81 H81 119.9 . . ?
C81 C82 C84 117.5(2) . . ?
C81 C82 C83 120.0(2) . . ?
C84 C82 C83 122.5(2) . . ?
C82 C83 H83A 109.5 . . ?
C82 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
C82 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C82 C84 C85 121.9(2) . . ?
C82 C84 H84 119.0 . . ?
C85 C84 H84 119.0 . . ?
C87 C85 C84 117.6(2) . . ?
C87 C85 C86 120.98(19) . . ?
C84 C85 C86 121.38(19) . . ?
C85 C86 H86A 109.5 . . ?
C85 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
C85 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
N81 C87 C85 119.5(2) . . ?
N81 C87 H87 120.2 . . ?
C85 C87 H87 120.2 . . ?
C91 N91 C97 123.59(19) . . ?
C91 N91 H91A 122(2) . . ?
C97 N91 H91A 114(2) . . ?
N91 C91 C92 120.2(2) . . ?
N91 C91 H91 119.9 . . ?
C92 C91 H91 119.9 . . ?
C91 C92 C94 117.0(2) . . ?
C91 C92 C93 121.7(2) . . ?
C94 C92 C93 121.4(2) . . ?
C92 C93 H93A 109.5 . . ?
C92 C93 H93B 109.5 . . ?
H93A C93 H93B 109.5 . . ?
C92 C93 H93C 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
C95 C94 C92 122.2(2) . . ?
C95 C94 H94 118.9 . . ?
C92 C94 H94 118.9 . . ?
C97 C95 C94 117.5(2) . . ?
C97 C95 C96 121.6(2) . . ?
C94 C95 C96 120.9(2) . . ?
C95 C96 H96A 109.5 . . ?
C95 C96 H96B 109.5 . . ?
H96A C96 H96B 109.5 . . ?
C95 C96 H96C 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 109.5 . . ?
N91 C97 C95 119.5(2) . . ?
N91 C97 H97 120.3 . . ?
C95 C97 H97 120.3 . . ?

_refine_diff_density_max         2.281
_refine_diff_density_min         -1.290
_refine_diff_density_rms         0.141

