# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_nalaoh_l13agno3_4_0m_4_a
_database_code_depnum_ccdc_archive 'CCDC 2281876'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;University of Tennessee
United States of America
;
_audit_update_record             
;
2023-07-16 deposited with the CCDC.	2023-08-23 downloaded from the CCDC.
;
_audit_creation_date             2023-06-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H10 Ag N4 O3'
_chemical_formula_sum            'C7 H10 Ag N4 O3'
_chemical_formula_weight         306.06
_chemical_melting_point          ?
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'
Ag Ag -0.8971 1.1015 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   22.261(3)
_cell_length_b                   14.2526(16)
_cell_length_c                   7.7279(11)
_cell_angle_alpha                90
_cell_angle_beta                 108.177(5)
_cell_angle_gamma                90
_cell_volume                     2329.6(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5033
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.777
_exptl_absorpt_coefficient_mu    1.725
_exptl_absorpt_correction_T_max  0.745371
_exptl_absorpt_correction_T_min  0.513251
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1089 before and 0.0464 after correction.
 The Ratio of minimum to maximum transmission is 0.69.
 
For component 2:
 wR2(int) was 0.1099 before and 0.0459 after correction.

Final HKLF 4 output contains 18971 reflections, Rint = 0.0774
 (8743 with I > 3sig(I), Rint = 0.0659)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1208
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 0.0360
-1.00 0.00 0.00 0.0190
0.00 1.00 0.00 0.0100
0.00 -1.00 0.00 0.0170
1.00 -1.00 -1.00 0.0630
1.00 -1.00 0.00 0.0130
1.00 0.00 0.00 0.0060

_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.039
_exptl_transmission_factor_max   0.745371
_exptl_transmission_factor_min   0.513251
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_av_unetI/netI     0.0678
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2361
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.434
_diffrn_reflns_theta_min         2.858
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker PHOTON II detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1792
_reflns_number_total             2361
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         3.293
_refine_diff_density_min         -2.495
_refine_diff_density_rms         0.264
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1131
_refine_ls_R_factor_gt           0.0893
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0712P)²+149.0332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2077
_refine_ls_wR_factor_ref         0.2186
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(N2) = Uanis(N3)
Uanis(C6) = Uanis(C7)
Uanis(N1) = Uanis(N2)
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Ag1 Ag 0.72169(4) 0.49811(6) 0.20186(12) 0.0234(3) Uani 1 1 d . . . . .
O1 O 0.7669(4) 0.6286(7) -0.0423(13) 0.044(2) Uani 1 1 d . . . . .
O2 O 0.8547(4) 0.6950(6) 0.1113(11) 0.0287(19) Uani 1 1 d . . . . .
O3 O 0.8263(4) 0.5656(6) 0.2079(13) 0.033(2) Uani 1 1 d . . . . .
N1 N 0.6642(4) 0.7569(6) 0.3956(11) 0.0152(10) Uani 1 1 d . . . . .
N2 N 0.7005(4) 0.6219(6) 0.3426(11) 0.0152(10) Uani 1 1 d . . . . .
N3 N 0.6979(4) 0.6217(6) 0.5185(11) 0.0152(10) Uani 1 1 d . . . . .
N4 N 0.8155(4) 0.6299(7) 0.0861(13) 0.023(2) Uani 1 1 d . . . . .
C1 C 0.5615(5) 0.8459(7) 0.3013(14) 0.017(2) Uani 1 1 d . . . . .
C2 C 0.5372(5) 0.7891(8) 0.4340(15) 0.022(2) Uani 1 1 d . . . . .
H2A H 0.559290 0.809129 0.560584 0.027 Uiso 1 1 calc R U . . .
H2B H 0.545922 0.721597 0.423299 0.027 Uiso 1 1 calc R U . . .
C3 C 0.5351(5) 0.8048(8) 0.1104(14) 0.019(2) Uani 1 1 d . . . . .
H3A H 0.556237 0.744355 0.103780 0.023 Uiso 1 1 calc R U . . .
H3B H 0.543290 0.848241 0.020390 0.023 Uiso 1 1 calc R U . . .
C4 C 0.5359(5) 0.9470(7) 0.2957(16) 0.021(2) Uani 1 1 d . . . . .
H4A H 0.546089 0.971932 0.421135 0.025 Uiso 1 1 calc R U . . .
H4B H 0.556259 0.987893 0.226691 0.025 Uiso 1 1 calc R U . . .
C5 C 0.6341(5) 0.8516(7) 0.3620(14) 0.019(2) Uani 1 1 d . . . . .
H5A H 0.647399 0.884048 0.266709 0.023 Uiso 1 1 calc R U . . .
H5B H 0.648946 0.889303 0.474950 0.023 Uiso 1 1 calc R U . . .
C6 C 0.6800(4) 0.7032(7) 0.2697(13) 0.0154(14) Uani 1 1 d . . . . .
H6 H 0.676562 0.721914 0.149049 0.018 Uiso 1 1 calc R U . . .
C7 C 0.6761(4) 0.7041(7) 0.5447(13) 0.0154(14) Uani 1 1 d . . . . .
H7 H 0.669556 0.723559 0.655065 0.018 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
Ag1 O3 2.507(8) . ?
Ag1 N2 2.199(8) . ?
Ag1 N3 2.177(8) 6_565 ?
O1 N4 1.220(12) . ?
O2 N4 1.245(12) . ?
O3 N4 1.282(13) . ?
N1 C5 1.494(12) . ?
N1 C6 1.367(13) . ?
N1 C7 1.332(13) . ?
N2 N3 1.379(11) . ?
N2 C6 1.307(13) . ?
N3 C7 1.311(13) . ?
C1 C2 1.532(15) . ?
C1 C3 1.525(14) . ?
C1 C4 1.544(14) . ?
C1 C5 1.538(14) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.554(14) 2_655 ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C4 1.53(2) 2_655 ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6 0.9500 . ?
C7 H7 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
N2 Ag1 O3 91.4(3) . . ?
N3 Ag1 O3 110.4(3) 6_565 . ?
N3 Ag1 N2 154.9(3) 6_565 . ?
N4 O3 Ag1 107.5(6) . . ?
C6 N1 C5 125.7(8) . . ?
C7 N1 C5 128.2(9) . . ?
C7 N1 C6 105.9(9) . . ?
N3 N2 Ag1 124.6(6) . . ?
C6 N2 Ag1 126.8(7) . . ?
C6 N2 N3 108.0(8) . . ?
N2 N3 Ag1 124.5(6) . 6_566 ?
C7 N3 Ag1 129.0(7) . 6_566 ?
C7 N3 N2 106.4(8) . . ?
O1 N4 O2 122.6(10) . . ?
O1 N4 O3 120.1(10) . . ?
O2 N4 O3 117.2(9) . . ?
C2 C1 C4 108.0(9) . . ?
C2 C1 C5 112.4(8) . . ?
C3 C1 C2 109.5(9) . . ?
C3 C1 C4 107.8(8) . . ?
C3 C1 C5 111.5(9) . . ?
C5 C1 C4 107.6(8) . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
C1 C2 C3 109.5(9) . 2_655 ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.8 2_655 . ?
C3 C2 H2B 109.8 2_655 . ?
C1 C3 C2 109.2(8) . 2_655 ?
C1 C3 H3A 109.8 . . ?
C1 C3 H3B 109.8 . . ?
C2 C3 H3A 109.8 2_655 . ?
C2 C3 H3B 109.8 2_655 . ?
H3A C3 H3B 108.3 . . ?
C1 C4 H4A 109.8 . . ?
C1 C4 H4B 109.8 . . ?
C4 C4 C1 109.6(5) 2_655 . ?
C4 C4 H4A 109.8 2_655 . ?
C4 C4 H4B 109.8 2_655 . ?
H4A C4 H4B 108.2 . . ?
N1 C5 C1 112.2(8) . . ?
N1 C5 H5A 109.2 . . ?
N1 C5 H5B 109.2 . . ?
C1 C5 H5A 109.2 . . ?
C1 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
N1 C6 H6 125.6 . . ?
N2 C6 N1 108.9(9) . . ?
N2 C6 H6 125.6 . . ?
N1 C7 H7 124.6 . . ?
N3 C7 N1 110.8(9) . . ?
N3 C7 H7 124.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ag1 O3 N4 O1 -23.6(12) . . . . ?
Ag1 O3 N4 O2 152.4(8) . . . . ?
Ag1 N2 N3 Ag1 5.3(10) . . . 6_566 ?
Ag1 N2 N3 C7 -171.8(6) . . . . ?
Ag1 N2 C6 N1 171.5(6) . . . . ?
Ag1 N3 C7 N1 -176.6(6) 6_566 . . . ?
N2 N3 C7 N1 0.3(11) . . . . ?
N3 N2 C6 N1 0.4(10) . . . . ?
C2 C1 C3 C2 48.0(10) . . . 2_655 ?
C2 C1 C4 C4 -68.4(13) . . . 2_655 ?
C2 C1 C5 N1 53.9(12) . . . . ?
C3 C1 C2 C3 -68.2(10) . . . 2_655 ?
C3 C1 C4 C4 49.8(13) . . . 2_655 ?
C3 C1 C5 N1 -69.5(11) . . . . ?
C4 C1 C2 C3 48.8(11) . . . 2_655 ?
C4 C1 C3 C2 -69.2(10) . . . 2_655 ?
C4 C1 C5 N1 172.6(8) . . . . ?
C5 N1 C6 N2 -174.9(9) . . . . ?
C5 N1 C7 N3 174.4(9) . . . . ?
C5 C1 C2 C3 167.3(8) . . . 2_655 ?
C5 C1 C3 C2 173.0(8) . . . 2_655 ?
C5 C1 C4 C4 170.1(11) . . . 2_655 ?
C6 N1 C5 C1 90.9(12) . . . . ?
C6 N1 C7 N3 -0.1(11) . . . . ?
C6 N2 N3 Ag1 176.7(6) . . . 6_566 ?
C6 N2 N3 C7 -0.4(10) . . . . ?
C7 N1 C5 C1 -82.6(12) . . . . ?
C7 N1 C6 N2 -0.2(10) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.839 265.8 80.0 ?
2 0.500 0.500 -0.453 265.8 80.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_l13_a
_database_code_depnum_ccdc_archive 'CCDC 2281880'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;University of Tennessee
United States of America
;
_audit_update_record             
;
2023-07-16 deposited with the CCDC.	2023-08-23 downloaded from the CCDC.
;
_audit_creation_date             2023-06-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H20 N6'
_chemical_formula_sum            'C14 H20 N6'
_chemical_formula_weight         272.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   12.7466(10)
_cell_length_b                   17.0131(12)
_cell_length_c                   6.1821(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1340.65(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2278
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.88
_cell_measurement_theta_min      2.88
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1067 before and 0.0660 after correction.
The Ratio of minimum to maximum transmission is 0.8683.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.348
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0811
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            14888
_diffrn_reflns_point_group_measured_fraction_full 0.921
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.015
_diffrn_reflns_theta_min         2.394
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.683
_reflns_Friedel_fraction_full    0.833
_reflns_Friedel_fraction_max     0.826
_reflns_number_gt                2010
_reflns_number_total             2425
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 622 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2425
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0649
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+1.2742P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1183
_refine_ls_wR_factor_ref         0.1250
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,
 H10B), C11(H11A,H11B), C12(H12A,H12B)
1.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6261(4) 0.2861(3) 0.3174(9) 0.0356(13) Uani 1 1 d . . . . .
H1 H 0.670364 0.326628 0.371094 0.043 Uiso 1 1 calc R U . . .
C2 C 0.5044(4) 0.1999(3) 0.2935(8) 0.0330(12) Uani 1 1 d . . . . .
H2 H 0.445321 0.167858 0.325728 0.040 Uiso 1 1 calc R U . . .
C3 C 0.5070(3) 0.2770(3) 0.6463(9) 0.0321(11) Uani 1 1 d . . . . .
H3A H 0.567764 0.294877 0.733161 0.038 Uiso 1 1 calc R U . . .
H3B H 0.477583 0.229800 0.717604 0.038 Uiso 1 1 calc R U . . .
C4 C 0.4238(3) 0.3418(3) 0.6452(8) 0.0257(10) Uani 1 1 d . . . . .
C5 C 0.3865(4) 0.3557(3) 0.8793(8) 0.0308(12) Uani 1 1 d . . . . .
H5A H 0.348725 0.308593 0.932100 0.037 Uiso 1 1 calc R U . . .
H5B H 0.447957 0.364429 0.974226 0.037 Uiso 1 1 calc R U . . .
C6 C 0.3137(4) 0.4273(3) 0.8892(8) 0.0327(12) Uani 1 1 d . . . . .
H6A H 0.350691 0.471486 0.960221 0.039 Uiso 1 1 calc R U . . .
H6B H 0.251066 0.414347 0.976875 0.039 Uiso 1 1 calc R U . . .
C7 C 0.2794(3) 0.4521(3) 0.6606(8) 0.0261(10) Uani 1 1 d . . . . .
C8 C 0.2381(3) 0.3778(3) 0.5497(8) 0.0263(11) Uani 1 1 d . . . . .
H8A H 0.205315 0.392066 0.409979 0.032 Uiso 1 1 calc R U . . .
H8B H 0.183818 0.353080 0.641739 0.032 Uiso 1 1 calc R U . . .
C9 C 0.3275(3) 0.3189(3) 0.5099(8) 0.0274(11) Uani 1 1 d . . . . .
H9A H 0.304120 0.265393 0.550059 0.033 Uiso 1 1 calc R U . . .
H9B H 0.346221 0.318701 0.354533 0.033 Uiso 1 1 calc R U . . .
C10 C 0.4663(4) 0.4198(3) 0.5603(8) 0.0314(12) Uani 1 1 d . . . . .
H10A H 0.500170 0.411380 0.418015 0.038 Uiso 1 1 calc R U . . .
H10B H 0.520000 0.440297 0.661363 0.038 Uiso 1 1 calc R U . . .
C11 C 0.3775(4) 0.4799(3) 0.5370(8) 0.0281(11) Uani 1 1 d . . . . .
H11A H 0.360188 0.486755 0.382030 0.034 Uiso 1 1 calc R U . . .
H11B H 0.400761 0.531301 0.594649 0.034 Uiso 1 1 calc R U . . .
C12 C 0.1969(4) 0.5162(3) 0.6790(8) 0.0300(11) Uani 1 1 d . . . . .
H12A H 0.133837 0.494274 0.750497 0.036 Uiso 1 1 calc R U . . .
H12B H 0.224377 0.558868 0.772071 0.036 Uiso 1 1 calc R U . . .
C13 C 0.0914(4) 0.5229(3) 0.3309(8) 0.0287(11) Uani 1 1 d . . . . .
H13 H 0.045479 0.480451 0.362441 0.034 Uiso 1 1 calc R U . . .
C14 C 0.2126(4) 0.6094(3) 0.3572(8) 0.0314(11) Uani 1 1 d . . . . .
H14 H 0.268340 0.640731 0.411462 0.038 Uiso 1 1 calc R U . . .
N1 N 0.5582(3) 0.1962(3) 0.1119(7) 0.0400(12) Uani 1 1 d . . . . .
N2 N 0.1660(3) 0.5498(2) 0.4679(6) 0.0261(9) Uani 1 1 d . . . . .
N4 N 0.1700(3) 0.6177(2) 0.1649(7) 0.0349(10) Uani 1 1 d . . . . .
N5 N 0.5440(3) 0.2551(3) 0.4284(7) 0.0322(10) Uani 1 1 d . . . . .
N6 N 0.6366(3) 0.2535(3) 0.1292(8) 0.0410(12) Uani 1 1 d . . . . .
N7 N 0.0905(3) 0.5625(2) 0.1501(8) 0.0340(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9500 . ?
C1 N5 1.358(6) . ?
C1 N6 1.296(7) . ?
C2 H2 0.9500 . ?
C2 N1 1.317(7) . ?
C2 N5 1.355(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.529(7) . ?
C3 N5 1.475(7) . ?
C4 C5 1.541(7) . ?
C4 C9 1.536(6) . ?
C4 C10 1.527(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.532(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.539(7) . ?
C7 C8 1.531(6) . ?
C7 C11 1.541(6) . ?
C7 C12 1.519(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.536(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.532(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 N2 1.478(6) . ?
C13 H13 0.9500 . ?
C13 N2 1.353(6) . ?
C13 N7 1.305(6) . ?
C14 H14 0.9500 . ?
C14 N2 1.359(6) . ?
C14 N4 1.314(7) . ?
N1 N6 1.401(6) . ?
N4 N7 1.385(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 C1 H1 124.2 . . ?
N6 C1 H1 124.2 . . ?
N6 C1 N5 111.5(5) . . ?
N1 C2 H2 124.3 . . ?
N1 C2 N5 111.3(5) . . ?
N5 C2 H2 124.3 . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
N5 C3 H3A 108.9 . . ?
N5 C3 H3B 108.9 . . ?
N5 C3 C4 113.5(4) . . ?
C3 C4 C5 108.7(4) . . ?
C3 C4 C9 112.0(4) . . ?
C9 C4 C5 107.7(4) . . ?
C10 C4 C3 112.4(4) . . ?
C10 C4 C5 107.4(4) . . ?
C10 C4 C9 108.4(4) . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 C4 110.3(4) . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 C7 110.7(4) . . ?
H6A C6 H6B 108.1 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C6 C7 C11 108.0(4) . . ?
C8 C7 C6 106.4(4) . . ?
C8 C7 C11 108.0(4) . . ?
C12 C7 C6 109.0(4) . . ?
C12 C7 C8 112.9(4) . . ?
C12 C7 C11 112.3(4) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 C9 110.8(3) . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C4 C9 C8 109.9(4) . . ?
C4 C9 H9A 109.7 . . ?
C4 C9 H9B 109.7 . . ?
C8 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
C4 C10 H10A 109.5 . . ?
C4 C10 H10B 109.5 . . ?
C4 C10 C11 110.5(4) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C7 C11 H11A 109.6 . . ?
C7 C11 H11B 109.6 . . ?
C10 C11 C7 110.4(4) . . ?
C10 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C7 C12 H12A 108.9 . . ?
C7 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
N2 C12 C7 113.3(4) . . ?
N2 C12 H12A 108.9 . . ?
N2 C12 H12B 108.9 . . ?
N2 C13 H13 124.2 . . ?
N7 C13 H13 124.2 . . ?
N7 C13 N2 111.6(4) . . ?
N2 C14 H14 124.6 . . ?
N4 C14 H14 124.6 . . ?
N4 C14 N2 110.8(4) . . ?
C2 N1 N6 105.9(5) . . ?
C13 N2 C12 127.5(4) . . ?
C13 N2 C14 104.1(4) . . ?
C14 N2 C12 128.1(4) . . ?
C14 N4 N7 106.8(4) . . ?
C1 N5 C3 127.6(5) . . ?
C2 N5 C1 104.2(5) . . ?
C2 N5 C3 128.2(4) . . ?
C1 N6 N1 107.0(4) . . ?
C13 N7 N4 106.6(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 N6 C1 1.2(5) . . . . ?
C3 C4 C5 C6 172.7(4) . . . . ?
C3 C4 C9 C8 168.9(4) . . . . ?
C3 C4 C10 C11 173.3(4) . . . . ?
C4 C3 N5 C1 90.7(5) . . . . ?
C4 C3 N5 C2 -89.4(6) . . . . ?
C4 C5 C6 C7 13.0(5) . . . . ?
C4 C10 C11 C7 15.1(5) . . . . ?
C5 C4 C9 C8 49.4(5) . . . . ?
C5 C4 C10 C11 -67.2(5) . . . . ?
C5 C6 C7 C8 50.8(5) . . . . ?
C5 C6 C7 C11 -64.9(5) . . . . ?
C5 C6 C7 C12 172.8(4) . . . . ?
C6 C7 C8 C9 -67.5(5) . . . . ?
C6 C7 C11 C10 48.7(5) . . . . ?
C6 C7 C12 N2 174.3(4) . . . . ?
C7 C8 C9 C4 15.1(5) . . . . ?
C7 C12 N2 C13 86.5(5) . . . . ?
C7 C12 N2 C14 -86.1(6) . . . . ?
C8 C7 C11 C10 -65.9(5) . . . . ?
C8 C7 C12 N2 -67.7(5) . . . . ?
C9 C4 C5 C6 -65.8(5) . . . . ?
C9 C4 C10 C11 48.9(5) . . . . ?
C10 C4 C5 C6 50.8(5) . . . . ?
C10 C4 C9 C8 -66.4(5) . . . . ?
C11 C7 C8 C9 48.3(5) . . . . ?
C11 C7 C12 N2 54.7(5) . . . . ?
C12 C7 C8 C9 173.0(4) . . . . ?
C12 C7 C11 C10 168.9(4) . . . . ?
C14 N4 N7 C13 -1.7(5) . . . . ?
N1 C2 N5 C1 0.4(5) . . . . ?
N1 C2 N5 C3 -179.5(4) . . . . ?
N2 C13 N7 N4 1.3(5) . . . . ?
N2 C14 N4 N7 1.4(6) . . . . ?
N4 C14 N2 C12 173.4(4) . . . . ?
N4 C14 N2 C13 -0.6(6) . . . . ?
N5 C1 N6 N1 -1.0(5) . . . . ?
N5 C2 N1 N6 -0.9(5) . . . . ?
N5 C3 C4 C5 176.4(4) . . . . ?
N5 C3 C4 C9 57.6(5) . . . . ?
N5 C3 C4 C10 -64.8(5) . . . . ?
N6 C1 N5 C2 0.4(5) . . . . ?
N6 C1 N5 C3 -179.7(4) . . . . ?
N7 C13 N2 C12 -174.5(4) . . . . ?
N7 C13 N2 C14 -0.5(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_l12_1_0m
_database_code_depnum_ccdc_archive 'CCDC 2281879'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;University of Tennessee
United States of America
;
_audit_update_record             
;
2023-07-16 deposited with the CCDC.	2023-08-23 downloaded from the CCDC.
;
_audit_creation_date             2023-02-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H14 F6 O6 S2'
_chemical_formula_sum            'C10 H14 F6 O6 S2'
_chemical_formula_weight         408.33
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   15.4247(6)
_cell_length_b                   9.6024(4)
_cell_length_c                   10.6881(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.793(2)
_cell_angle_gamma                90
_cell_volume                     1564.45(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8767
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.753
_exptl_absorpt_coefficient_mu    0.433
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1638 before and 0.0793 after correction.
The Ratio of minimum to maximum transmission is 0.8881.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.3420
0.00 0.00 -1.00 0.1900
-1.00 0.00 0.00 0.0120
1.00 0.00 0.00 0.0680
-1.00 -1.00 -1.00 0.1650
-1.00 1.00 0.00 0.0260
1.00 -1.00 0.00 0.0880

_exptl_crystal_size_max          0.696
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.177
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16130
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.239
_diffrn_reflns_theta_min         2.507
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1611
_reflns_number_total             1759
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1759
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0250
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0253P)²+1.7569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0642
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C5(H5A,H5B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.80400(2) 0.36065(3) 0.76197(3) 0.01548(10) Uani 1 1 d . . . . .
F1 F 0.83391(6) 0.59682(10) 0.88062(9) 0.0348(2) Uani 1 1 d . . . . .
F2 F 0.94963(5) 0.47884(11) 0.85913(9) 0.0339(2) Uani 1 1 d . . . . .
F3 F 0.87895(6) 0.58949(9) 0.69974(8) 0.0291(2) Uani 1 1 d . . . . .
O1 O 0.71371(6) 0.42501(10) 0.71298(8) 0.0166(2) Uani 1 1 d . . . . .
O2 O 0.79752(7) 0.29620(10) 0.87960(9) 0.0239(2) Uani 1 1 d . . . . .
O3 O 0.84066(7) 0.29088(11) 0.66518(9) 0.0248(2) Uani 1 1 d . . . . .
C1 C 0.87077(9) 0.51679(15) 0.80257(13) 0.0213(3) Uani 1 1 d . . . . .
C2 C 0.68747(8) 0.46211(14) 0.57632(12) 0.0158(3) Uani 1 1 d . . . . .
H2A H 0.694576 0.381115 0.521480 0.019 Uiso 1 1 calc R U . . .
H2B H 0.723714 0.539918 0.552357 0.019 Uiso 1 1 calc R U . . .
C3 C 0.59210(8) 0.50465(13) 0.56347(11) 0.0139(2) Uani 1 1 d . . . . .
H3 H 0.586283 0.576359 0.629519 0.017 Uiso 1 1 calc R U . . .
C4 C 0.53149(8) 0.38219(13) 0.58229(12) 0.0149(3) Uani 1 1 d . . . . .
H4A H 0.537919 0.308530 0.519548 0.018 Uiso 1 1 calc R U . . .
H4B H 0.548856 0.342417 0.667906 0.018 Uiso 1 1 calc R U . . .
C5 C 0.56433(8) 0.57103(13) 0.43301(12) 0.0153(3) Uani 1 1 d . . . . .
H5A H 0.602282 0.652265 0.423384 0.018 Uiso 1 1 calc R U . . .
H5B H 0.571802 0.502760 0.366075 0.018 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
S1 O1 1.5404(9) . ?
S1 O2 1.4184(10) . ?
S1 O3 1.4205(10) . ?
S1 C1 1.8331(14) . ?
F1 C1 1.3246(17) . ?
F2 C1 1.3241(16) . ?
F3 C1 1.3242(16) . ?
O1 C2 1.4978(14) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5125(17) . ?
C3 H3 1.0000 . ?
C3 C4 1.5345(17) . ?
C3 C5 1.5335(16) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.5294(17) 5_666 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?

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 S1 C1 101.44(6) . . ?
O2 S1 O1 107.09(6) . . ?
O2 S1 O3 121.97(6) . . ?
O2 S1 C1 105.09(6) . . ?
O3 S1 O1 112.43(6) . . ?
O3 S1 C1 106.64(6) . . ?
C2 O1 S1 121.50(8) . . ?
F1 C1 S1 110.12(9) . . ?
F2 C1 S1 109.07(10) . . ?
F2 C1 F1 108.96(12) . . ?
F2 C1 F3 109.05(11) . . ?
F3 C1 S1 110.86(9) . . ?
F3 C1 F1 108.75(12) . . ?
O1 C2 H2A 110.6 . . ?
O1 C2 H2B 110.6 . . ?
O1 C2 C3 105.48(9) . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 H2A 110.6 . . ?
C3 C2 H2B 110.6 . . ?
C2 C3 H3 108.2 . . ?
C2 C3 C4 112.63(10) . . ?
C2 C3 C5 109.11(10) . . ?
C4 C3 H3 108.2 . . ?
C5 C3 H3 108.2 . . ?
C5 C3 C4 110.28(10) . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 C3 111.05(10) 5_666 . ?
C5 C4 H4A 109.4 5_666 . ?
C5 C4 H4B 109.4 5_666 . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C4 C5 C3 110.51(10) 5_666 . ?
C4 C5 H5A 109.5 5_666 . ?
C4 C5 H5B 109.5 5_666 . ?
H5A C5 H5B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 O1 C2 C3 173.21(8) . . . . ?
O1 S1 C1 F1 54.11(11) . . . . ?
O1 S1 C1 F2 173.62(9) . . . . ?
O1 S1 C1 F3 -66.29(10) . . . . ?
O1 C2 C3 C4 -67.98(13) . . . . ?
O1 C2 C3 C5 169.21(10) . . . . ?
O2 S1 O1 C2 -160.74(9) . . . . ?
O2 S1 C1 F1 -57.30(11) . . . . ?
O2 S1 C1 F2 62.22(11) . . . . ?
O2 S1 C1 F3 -177.70(9) . . . . ?
O3 S1 O1 C2 -24.17(11) . . . . ?
O3 S1 C1 F1 171.93(10) . . . . ?
O3 S1 C1 F2 -68.55(11) . . . . ?
O3 S1 C1 F3 51.54(11) . . . . ?
C1 S1 O1 C2 89.38(10) . . . . ?
C2 C3 C4 C5 -179.31(10) . . . 5_666 ?
C2 C3 C5 C4 -178.96(10) . . . 5_666 ?
C4 C3 C5 C4 56.84(14) . . . 5_666 ?
C5 C3 C4 C5 -57.15(14) . . . 5_666 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_nalaoh_l12otf_2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2281881'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;University of Tennessee
United States of America
;
_audit_update_record             
;
2023-07-16 deposited with the CCDC.	2023-08-23 downloaded from the CCDC.
;
_audit_creation_date             2023-06-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H26 N8, 2(C F3 O3 S)'
_chemical_formula_sum            'C20 H26 F6 N8 O6 S2'
_chemical_formula_weight         652.61
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6612(6)
_cell_length_b                   7.0920(7)
_cell_length_c                   15.1212(15)
_cell_angle_alpha                94.455(4)
_cell_angle_beta                 98.312(3)
_cell_angle_gamma                90.959(4)
_cell_volume                     704.42(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7030
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.14
_cell_measurement_theta_min      2.73
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.930
_exptl_absorpt_coefficient_mu    0.280
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1484 before and 0.0927 after correction.
The Ratio of minimum to maximum transmission is 0.6947.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.028
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18304
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         2.732
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2387
_reflns_number_total             2773
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.698
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2773
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0470
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0524P)²+0.7503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1208
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C1(H1)
1.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C7(H7A,H7B), C8(H8A,H8B)
1.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0151(3) 0.9845(3) 0.90226(14) 0.0141(5) Uani 1 1 d . . . . .
H1 H 1.010326 0.844021 0.888882 0.017 Uiso 1 1 calc R . . . .
C2 C 0.8008(3) 0.9609(3) 1.02653(15) 0.0173(5) Uani 1 1 d . . . . .
H2A H 0.787879 0.821263 1.016788 0.021 Uiso 1 1 calc R . . . .
H2B H 0.676213 1.007322 1.048578 0.021 Uiso 1 1 calc R . . . .
C3 C 0.8191(3) 1.0432(3) 0.93744(14) 0.0169(5) Uani 1 1 d . . . . .
H3A H 0.816840 1.183010 0.945702 0.020 Uiso 1 1 calc R . . . .
H3B H 0.701121 0.999137 0.892595 0.020 Uiso 1 1 calc R . . . .
C4 C 1.0454(3) 1.0776(3) 0.81730(14) 0.0169(5) Uani 1 1 d . . . . .
H4A H 1.041148 1.216628 0.829036 0.020 Uiso 1 1 calc R . . . .
H4B H 1.181245 1.046859 0.801930 0.020 Uiso 1 1 calc R . . . .
C5 C 0.7371(4) 1.1210(3) 0.69991(15) 0.0179(5) Uani 1 1 d . . . . .
H5 H 0.709781 1.246731 0.720296 0.021 Uiso 1 1 calc R . . . .
C6 C 0.8775(3) 0.8473(3) 0.69195(14) 0.0145(5) Uani 1 1 d . . . . .
H6 H 0.962387 0.742942 0.703168 0.017 Uiso 1 1 calc R . . . .
C7 C 0.6603(3) 0.7124(3) 0.55156(15) 0.0181(5) Uani 1 1 d . . . . .
H7A H 0.510511 0.710393 0.536931 0.022 Uiso 1 1 calc R . . . .
H7B H 0.701544 0.585909 0.569670 0.022 Uiso 1 1 calc R . . . .
C8 C 0.7539(3) 0.7549(3) 0.46899(15) 0.0180(5) Uani 1 1 d . . . . .
H8A H 0.697862 0.663895 0.418059 0.022 Uiso 1 1 calc R . . . .
H8B H 0.717811 0.883718 0.452545 0.022 Uiso 1 1 calc R . . . .
C9 C 0.9747(4) 0.7417(3) 0.48544(15) 0.0182(5) Uani 1 1 d . . . . .
C10 C 0.4719(4) 0.5194(4) 0.86421(16) 0.0223(5) Uani 1 1 d . . . . .
F1 F 0.3682(3) 0.5957(3) 0.92580(11) 0.0540(6) Uani 1 1 d . . . . .
F2 F 0.4554(2) 0.3318(2) 0.86437(10) 0.0261(4) Uani 1 1 d . . . . .
F3 F 0.6676(3) 0.5662(2) 0.88988(11) 0.0396(4) Uani 1 1 d . . . . .
N1 N 1.1464(3) 0.7301(3) 0.50149(15) 0.0274(5) Uani 1 1 d . . . . .
N2 N 0.8893(3) 1.0153(3) 0.73989(12) 0.0136(4) Uani 1 1 d . . . . .
N3 N 0.6343(3) 1.0254(3) 0.62974(12) 0.0175(4) Uani 1 1 d . . . . .
N4 N 0.7252(3) 0.8551(3) 0.62617(12) 0.0146(4) Uani 1 1 d . . . . .
O1 O 0.4079(3) 0.7994(2) 0.76640(12) 0.0285(4) Uani 1 1 d . . . . .
O2 O 0.1767(3) 0.5257(3) 0.73431(13) 0.0292(4) Uani 1 1 d . . . . .
O3 O 0.5208(3) 0.5041(2) 0.70000(11) 0.0220(4) Uani 1 1 d . . . . .
S1 S 0.38386(9) 0.59734(8) 0.75377(4) 0.01690(17) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.534(3) 2_777 ?
C1 C3 1.531(3) . ?
C1 C4 1.526(3) . ?
C2 C3 1.529(3) . ?
C4 N2 1.483(3) . ?
C5 N2 1.369(3) . ?
C5 N3 1.310(3) . ?
C6 N2 1.340(3) . ?
C6 N4 1.319(3) . ?
C7 C8 1.522(3) . ?
C7 N4 1.467(3) . ?
C8 C9 1.461(3) . ?
C9 N1 1.140(3) . ?
C10 F1 1.326(3) . ?
C10 F2 1.333(3) . ?
C10 F3 1.333(3) . ?
C10 S1 1.819(3) . ?
N3 N4 1.361(3) . ?
O1 S1 1.4341(18) . ?
O2 S1 1.4439(19) . ?
O3 S1 1.4428(17) . ?

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
C3 C1 C2 110.15(18) . 2_777 ?
C4 C1 C2 107.78(18) . 2_777 ?
C4 C1 C3 112.71(19) . . ?
C3 C2 C1 111.92(19) . 2_777 ?
C2 C3 C1 111.67(19) . . ?
N2 C4 C1 112.67(18) . . ?
N3 C5 N2 110.9(2) . . ?
N4 C6 N2 106.71(19) . . ?
N4 C7 C8 110.99(19) . . ?
C9 C8 C7 111.08(19) . . ?
N1 C9 C8 177.4(3) . . ?
F1 C10 F2 108.0(2) . . ?
F1 C10 F3 107.9(2) . . ?
F1 C10 S1 111.81(17) . . ?
F2 C10 F3 106.6(2) . . ?
F2 C10 S1 111.43(16) . . ?
F3 C10 S1 110.87(18) . . ?
C5 N2 C4 126.98(19) . . ?
C6 N2 C4 126.40(19) . . ?
C6 N2 C5 106.50(18) . . ?
C5 N3 N4 104.25(18) . . ?
C6 N4 C7 127.85(19) . . ?
C6 N4 N3 111.65(18) . . ?
N3 N4 C7 120.34(18) . . ?
O1 S1 C10 103.85(11) . . ?
O1 S1 O2 115.30(11) . . ?
O1 S1 O3 115.26(11) . . ?
O2 S1 C10 103.58(12) . . ?
O3 S1 C10 101.93(11) . . ?
O3 S1 O2 114.45(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C1 56.0(3) 2_777 . . . ?
C1 C4 N2 C5 110.0(2) . . . . ?
C1 C4 N2 C6 -74.4(3) . . . . ?
C2 C1 C3 C2 -55.0(3) 2_777 . . . ?
C2 C1 C4 N2 172.72(19) 2_777 . . . ?
C3 C1 C4 N2 -65.5(2) . . . . ?
C4 C1 C3 C2 -175.40(18) . . . . ?
C5 N3 N4 C6 0.2(3) . . . . ?
C5 N3 N4 C7 -175.59(19) . . . . ?
C8 C7 N4 C6 -94.8(3) . . . . ?
C8 C7 N4 N3 80.2(2) . . . . ?
F1 C10 S1 O1 57.8(2) . . . . ?
F1 C10 S1 O2 -63.0(2) . . . . ?
F1 C10 S1 O3 177.90(19) . . . . ?
F2 C10 S1 O1 178.73(17) . . . . ?
F2 C10 S1 O2 57.90(19) . . . . ?
F2 C10 S1 O3 -61.19(19) . . . . ?
F3 C10 S1 O1 -62.69(19) . . . . ?
F3 C10 S1 O2 176.49(17) . . . . ?
F3 C10 S1 O3 57.40(19) . . . . ?
N2 C5 N3 N4 0.1(3) . . . . ?
N2 C6 N4 C7 175.0(2) . . . . ?
N2 C6 N4 N3 -0.4(3) . . . . ?
N3 C5 N2 C4 176.0(2) . . . . ?
N3 C5 N2 C6 -0.3(3) . . . . ?
N4 C6 N2 C4 -176.0(2) . . . . ?
N4 C6 N2 C5 0.4(2) . . . . ?
N4 C7 C8 C9 64.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_l12agdmf_plate
_database_code_depnum_ccdc_archive 'CCDC 2281877'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;University of Tennessee
United States of America
;
_audit_update_record             
;
2023-07-16 deposited with the CCDC.	2023-08-23 downloaded from the CCDC.
;
_audit_creation_date             2023-03-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H18 Ag N7 O3'
_chemical_formula_sum            'C12 H18 Ag N7 O3'
_chemical_formula_weight         416.20
_chemical_melting_point          ?
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'
Ag Ag -0.8971 1.1015 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   12.5507(4)
_cell_length_b                   12.9070(5)
_cell_length_c                   9.9446(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.3360(10)
_cell_angle_gamma                90
_cell_volume                     1529.15(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9939
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.775
_exptl_absorpt_coefficient_mu    1.346
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0989 before and 0.0481 after correction.
The Ratio of minimum to maximum transmission is 0.9264.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
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 0.1000
0.00 -1.00 0.00 0.0770
0.00 0.00 -1.00 0.0240
0.00 0.00 1.00 0.0190
-1.00 0.00 1.00 0.0210
1.00 0.00 -1.00 0.0200
-1.00 1.00 0.00 0.0790
1.00 -1.00 0.00 0.0440
1.00 1.00 0.00 0.0670
-1.00 -1.00 0.00 0.0750

_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.048
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0142
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            40709
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.873
_diffrn_reflns_theta_min         2.326
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3354
_reflns_number_total             3646
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3646
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0172
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0171P)²+1.0587P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0399
_refine_ls_wR_factor_ref         0.0415
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: N14(0.5) O15(0.5) O16(0.5) O17(0.5) O2(0.5) N6(0.5)
2.a Ternary CH refined with riding coordinates:
 C4(H4), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C9(H9A,H9B), C11(H11A,H11B), C12(H12A,
 H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C8(H8), C13(H13)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Ag1 Ag 0.82415(2) 0.48134(2) 0.40583(2) 0.01870(4) Uani 1 1 d . . . . .
N1 N 1.03012(10) 0.62132(10) 0.42106(13) 0.0172(2) Uani 1 1 d . . . . .
N2 N 0.71248(10) 0.34723(10) 0.32792(13) 0.0182(3) Uani 1 1 d . . . . .
N3 N 0.58288(10) 0.22829(9) 0.29563(13) 0.0170(2) Uani 1 1 d . . . . .
N4 N 0.91373(10) 0.61831(10) 0.37245(13) 0.0174(2) Uani 1 1 d . . . . .
N5 N 0.96776(10) 0.76466(9) 0.30406(13) 0.0156(2) Uani 1 1 d . . . . .
O6 O 0.72153(10) 0.50224(9) 0.58417(14) 0.0269(3) Uani 1 1 d . . . . .
C2 C 0.66064(13) 0.19705(12) 0.23469(16) 0.0210(3) Uani 1 1 d . . . . .
H2 H 0.657998 0.133154 0.186341 0.025 Uiso 1 1 calc R U . . .
C3 C 0.48305(12) 0.17167(12) 0.30359(17) 0.0212(3) Uani 1 1 d . . . . .
H3A H 0.453618 0.128425 0.217628 0.025 Uiso 1 1 calc R U . . .
H3B H 0.424061 0.222230 0.304888 0.025 Uiso 1 1 calc R U . . .
C4 C 0.50751(12) 0.10245(11) 0.43427(16) 0.0176(3) Uani 1 1 d . . . . .
H4 H 0.544801 0.145211 0.520044 0.021 Uiso 1 1 calc R U . . .
C5 C 0.58508(13) 0.01273(12) 0.42852(18) 0.0212(3) Uani 1 1 d . . . . .
H5A H 0.658401 0.040770 0.428110 0.025 Uiso 1 1 calc R U . . .
H5B H 0.552240 -0.026119 0.339191 0.025 Uiso 1 1 calc R U . . .
C6 C 0.39623(12) 0.06147(12) 0.44618(17) 0.0211(3) Uani 1 1 d . . . . .
H6A H 0.349610 0.120520 0.457964 0.025 Uiso 1 1 calc R U . . .
H6B H 0.354908 0.024970 0.357548 0.025 Uiso 1 1 calc R U . . .
C7 C 0.61871(12) 0.32218(11) 0.35243(15) 0.0164(3) Uani 1 1 d . . . . .
H7 H 0.581586 0.363883 0.402645 0.020 Uiso 1 1 calc R U . . .
N7 N 0.73961(11) 0.26685(10) 0.25162(14) 0.0222(3) Uani 1 1 d . . . . .
C8 C 1.05938(12) 0.70968(11) 0.37822(16) 0.0173(3) Uani 1 1 d . . . . .
H8 H 1.134689 0.732195 0.396652 0.021 Uiso 1 1 calc R U . . .
C9 C 0.96445(13) 0.87006(11) 0.24608(15) 0.0186(3) Uani 1 1 d . . . . .
H9A H 0.892450 0.879780 0.169423 0.022 Uiso 1 1 calc R U . . .
H9B H 1.025801 0.877472 0.203982 0.022 Uiso 1 1 calc R U . . .
C10 C 0.97641(12) 0.95476(11) 0.35740(15) 0.0163(3) Uani 1 1 d . . . . .
H10 H 0.958080 1.021738 0.304609 0.020 Uiso 1 1 calc R U . . .
C11 C 1.09667(12) 0.96516(12) 0.45810(16) 0.0189(3) Uani 1 1 d . . . . .
H11A H 1.118422 0.900551 0.513628 0.023 Uiso 1 1 calc R U . . .
H11B H 1.148687 0.975309 0.402239 0.023 Uiso 1 1 calc R U . . .
C12 C 0.89318(12) 0.94338(12) 0.44098(16) 0.0186(3) Uani 1 1 d . . . . .
H12A H 0.815745 0.940066 0.374357 0.022 Uiso 1 1 calc R U . . .
H12B H 0.908388 0.878031 0.495844 0.022 Uiso 1 1 calc R U . . .
C13 C 0.87909(12) 0.70479(12) 0.30364(16) 0.0184(3) Uani 1 1 d . . . . .
H13 H 0.802641 0.722905 0.259691 0.022 Uiso 1 1 calc R U . . .
N14 N 0.6477(3) 0.5672(3) 0.5667(4) 0.0219(8) Uani 0.5 1 d . . P A 1
O15 O 0.6419(2) 0.6157(2) 0.6801(3) 0.0392(7) Uani 0.5 1 d . . P A 2
O16 O 0.5486(2) 0.5346(2) 0.5351(3) 0.0379(6) Uani 0.5 1 d . . P A 1
O17 O 0.6679(3) 0.6625(3) 0.5700(4) 0.0467(9) Uani 0.5 1 d . . P A 1
O2 O 0.7048(3) 0.6636(2) 0.5114(3) 0.0335(7) Uani 0.5 1 d . . P A 2
N6 N 0.6853(3) 0.5955(4) 0.5882(5) 0.0225(9) Uani 0.5 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 N1 2.4666(12) 3_766 ?
Ag1 N2 2.2086(12) . ?
Ag1 N4 2.1758(12) . ?
Ag1 O6 2.5128(12) . ?
N1 N4 1.3874(16) . ?
N1 C8 1.3097(19) . ?
N2 C7 1.3152(19) . ?
N2 N7 1.3894(18) . ?
N3 C2 1.362(2) . ?
N3 C3 1.4741(18) . ?
N3 C7 1.3527(19) . ?
N4 C13 1.3099(19) . ?
N5 C8 1.3550(18) . ?
N5 C9 1.4731(18) . ?
N5 C13 1.3537(18) . ?
O6 N14 1.221(5) . ?
O6 N6 1.292(5) . ?
C2 H2 0.9500 . ?
C2 N7 1.310(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.527(2) . ?
C4 H4 1.0000 . ?
C4 C5 1.526(2) . ?
C4 C6 1.5325(19) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.530(2) 3_656 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.529(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.532(2) . ?
C10 C12 1.533(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.529(2) 3_776 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13 0.9500 . ?
N14 O16 1.257(5) . ?
N14 O17 1.254(5) . ?
O15 N6 1.231(5) . ?
O2 N6 1.239(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ag1 O6 89.84(4) 3_766 . ?
N2 Ag1 N1 94.19(4) . 3_766 ?
N2 Ag1 O6 85.53(4) . . ?
N4 Ag1 N1 103.75(4) . 3_766 ?
N4 Ag1 N2 152.21(5) . . ?
N4 Ag1 O6 115.13(4) . . ?
N4 N1 Ag1 134.14(9) . 3_766 ?
C8 N1 Ag1 118.20(9) . 3_766 ?
C8 N1 N4 106.46(12) . . ?
C7 N2 Ag1 129.33(10) . . ?
C7 N2 N7 107.76(12) . . ?
N7 N2 Ag1 122.64(9) . . ?
C2 N3 C3 128.13(13) . . ?
C7 N3 C2 105.10(12) . . ?
C7 N3 C3 126.74(13) . . ?
N1 N4 Ag1 120.50(9) . . ?
C13 N4 Ag1 132.03(10) . . ?
C13 N4 N1 107.35(12) . . ?
C8 N5 C9 127.68(12) . . ?
C13 N5 C8 105.00(12) . . ?
C13 N5 C9 127.16(12) . . ?
N14 O6 Ag1 120.5(2) . . ?
N6 O6 Ag1 112.7(2) . . ?
N3 C2 H2 124.5 . . ?
N7 C2 N3 110.99(13) . . ?
N7 C2 H2 124.5 . . ?
N3 C3 H3A 109.0 . . ?
N3 C3 H3B 109.0 . . ?
N3 C3 C4 112.90(12) . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C3 C4 H4 108.5 . . ?
C3 C4 C6 108.88(12) . . ?
C5 C4 C3 111.85(13) . . ?
C5 C4 H4 108.5 . . ?
C5 C4 C6 110.41(12) . . ?
C6 C4 H4 108.5 . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
C4 C5 C6 112.38(13) . 3_656 ?
H5A C5 H5B 107.9 . . ?
C6 C5 H5A 109.1 3_656 . ?
C6 C5 H5B 109.1 3_656 . ?
C4 C6 H6A 109.3 . . ?
C4 C6 H6B 109.3 . . ?
C5 C6 C4 111.66(12) 3_656 . ?
C5 C6 H6A 109.3 3_656 . ?
C5 C6 H6B 109.3 3_656 . ?
H6A C6 H6B 108.0 . . ?
N2 C7 N3 110.00(13) . . ?
N2 C7 H7 125.0 . . ?
N3 C7 H7 125.0 . . ?
C2 N7 N2 106.15(12) . . ?
N1 C8 N5 110.87(13) . . ?
N1 C8 H8 124.6 . . ?
N5 C8 H8 124.6 . . ?
N5 C9 H9A 109.0 . . ?
N5 C9 H9B 109.0 . . ?
N5 C9 C10 113.11(12) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 C10 H10 106.5 . . ?
C9 C10 C11 112.83(12) . . ?
C9 C10 C12 113.30(12) . . ?
C11 C10 H10 106.5 . . ?
C11 C10 C12 110.69(12) . . ?
C12 C10 H10 106.5 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 111.00(12) 3_776 . ?
C12 C11 H11A 109.4 3_776 . ?
C12 C11 H11B 109.4 3_776 . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C11 C12 C10 110.60(12) 3_776 . ?
C11 C12 H12A 109.5 3_776 . ?
C11 C12 H12B 109.5 3_776 . ?
H12A C12 H12B 108.1 . . ?
N4 C13 N5 110.33(13) . . ?
N4 C13 H13 124.8 . . ?
N5 C13 H13 124.8 . . ?
O6 N14 O16 116.9(4) . . ?
O6 N14 O17 122.2(4) . . ?
O17 N14 O16 120.8(4) . . ?
O15 N6 O6 117.6(4) . . ?
O15 N6 O2 121.8(5) . . ?
O2 N6 O6 120.2(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ag1 N1 N4 Ag1 -17.04(17) 3_766 . . . ?
Ag1 N1 N4 C13 166.52(11) 3_766 . . . ?
Ag1 N1 C8 N5 -169.18(9) 3_766 . . . ?
Ag1 N2 C7 N3 -173.86(9) . . . . ?
Ag1 N2 N7 C2 174.20(10) . . . . ?
Ag1 N4 C13 N5 -175.56(10) . . . . ?
Ag1 O6 N14 O16 108.6(3) . . . . ?
Ag1 O6 N14 O17 -66.5(5) . . . . ?
Ag1 O6 N6 O15 -174.3(3) . . . . ?
Ag1 O6 N6 O2 -1.6(4) . . . . ?
N1 N4 C13 N5 0.32(17) . . . . ?
N3 C2 N7 N2 0.35(17) . . . . ?
N3 C3 C4 C5 -67.02(16) . . . . ?
N3 C3 C4 C6 170.68(13) . . . . ?
N4 N1 C8 N5 0.06(16) . . . . ?
N5 C9 C10 C11 74.41(15) . . . . ?
N5 C9 C10 C12 -52.36(16) . . . . ?
C2 N3 C3 C4 88.81(18) . . . . ?
C2 N3 C7 N2 0.06(16) . . . . ?
C3 N3 C2 N7 -178.28(13) . . . . ?
C3 N3 C7 N2 178.11(13) . . . . ?
C3 C4 C5 C6 -176.03(12) . . . 3_656 ?
C3 C4 C6 C5 177.37(13) . . . 3_656 ?
C5 C4 C6 C5 54.21(19) . . . 3_656 ?
C6 C4 C5 C6 -54.62(18) . . . 3_656 ?
C7 N2 N7 C2 -0.30(16) . . . . ?
C7 N3 C2 N7 -0.26(17) . . . . ?
C7 N3 C3 C4 -88.80(18) . . . . ?
N7 N2 C7 N3 0.15(16) . . . . ?
C8 N1 N4 Ag1 176.21(10) . . . . ?
C8 N1 N4 C13 -0.23(16) . . . . ?
C8 N5 C9 C10 -79.49(18) . . . . ?
C8 N5 C13 N4 -0.28(17) . . . . ?
C9 N5 C8 N1 175.75(13) . . . . ?
C9 N5 C13 N4 -175.93(13) . . . . ?
C9 C10 C11 C12 175.06(12) . . . 3_776 ?
C9 C10 C12 C11 -175.55(12) . . . 3_776 ?
C11 C10 C12 C11 56.56(17) . . . 3_776 ?
C12 C10 C11 C12 -56.79(17) . . . 3_776 ?
C13 N5 C8 N1 0.12(17) . . . . ?
C13 N5 C9 C10 95.21(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_l13
_database_code_depnum_ccdc_archive 'CCDC 2281878'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;University of Tennessee
United States of America
;
_audit_update_record             
;
2023-07-16 deposited with the CCDC.	2023-08-23 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H18 N6'
_chemical_formula_sum            'C12 H18 N6'
_chemical_formula_weight         246.32
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   8.4768(17)
_cell_length_b                   10.883(2)
_cell_length_c                   13.588(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.070(7)
_cell_angle_gamma                90
_cell_volume                     1252.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9801
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1449 before and 0.0689 after correction.
The Ratio of minimum to maximum transmission is 0.8249.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
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 0.2990
0.00 1.00 0.00 0.3390
1.00 -1.00 1.00 0.1520
1.00 0.00 -1.00 0.1230
-1.00 0.00 0.00 0.0560
1.00 0.00 1.00 0.0250
-1.00 0.00 -1.00 0.0290
-1.00 0.00 1.00 0.0850

_exptl_crystal_size_max          0.679
_exptl_crystal_size_mid          0.302
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            30074
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_min         2.398
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2114
_reflns_number_total             2378
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2378
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0378P)²+0.5647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0981
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C11(H11A,H11B), C13(H13A,H13B),
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C10(H10), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N1 N 0.68170(14) 0.63587(11) 0.16590(8) 0.0182(3) Uani 1 1 d . . . . .
N2 N 0.13860(13) 0.64247(11) 0.35653(8) 0.0171(3) Uani 1 1 d . . . . .
C2 C 0.69505(18) 0.75922(14) 0.17897(11) 0.0220(3) Uani 1 1 d . . . . .
H2 H 0.791181 0.800352 0.195660 0.026 Uiso 1 1 calc R U . . .
C3 C 0.80787(17) 0.54361(13) 0.17060(11) 0.0197(3) Uani 1 1 d . . . . .
H3A H 0.760237 0.460543 0.169814 0.024 Uiso 1 1 calc R U . . .
H3B H 0.869595 0.553076 0.233392 0.024 Uiso 1 1 calc R U . . .
N3 N 0.55945(15) 0.81386(12) 0.16573(9) 0.0247(3) Uani 1 1 d . . . . .
C4 C 0.91860(16) 0.55507(13) 0.08495(10) 0.0168(3) Uani 1 1 d . . . . .
H4 H 0.962542 0.640339 0.084727 0.020 Uiso 1 1 calc R U . . .
N4 N 0.44963(15) 0.72224(12) 0.14184(9) 0.0243(3) Uani 1 1 d . . . . .
C5 C 0.83238(17) 0.53166(13) -0.01436(10) 0.0192(3) Uani 1 1 d . . . . .
H5A H 0.780389 0.450253 -0.012862 0.023 Uiso 1 1 calc R U . . .
H5B H 0.749244 0.594626 -0.025111 0.023 Uiso 1 1 calc R U . . .
N5 N 0.04764(15) 0.81984(12) 0.30077(9) 0.0236(3) Uani 1 1 d . . . . .
C6 C 0.94474(17) 0.53536(14) -0.09992(10) 0.0201(3) Uani 1 1 d . . . . .
H6A H 0.885426 0.515186 -0.161919 0.024 Uiso 1 1 calc R U . . .
H6B H 0.987454 0.619551 -0.106216 0.024 Uiso 1 1 calc R U . . .
N6 N -0.03773(16) 0.78682(12) 0.38262(10) 0.0263(3) Uani 1 1 d . . . . .
C7 C 0.52736(17) 0.61795(14) 0.14252(11) 0.0223(3) Uani 1 1 d . . . . .
H7 H 0.481087 0.540122 0.128424 0.027 Uiso 1 1 calc R U . . .
C10 C 0.15082(17) 0.73239(13) 0.28791(11) 0.0207(3) Uani 1 1 d . . . . .
H10 H 0.224841 0.731865 0.237053 0.025 Uiso 1 1 calc R U . . .
C11 C 0.22784(17) 0.52639(13) 0.36476(10) 0.0184(3) Uani 1 1 d . . . . .
H11A H 0.290210 0.516001 0.305110 0.022 Uiso 1 1 calc R U . . .
H11B H 0.152275 0.457177 0.367059 0.022 Uiso 1 1 calc R U . . .
C12 C 0.33920(16) 0.52034(13) 0.45552(10) 0.0172(3) Uani 1 1 d . . . . .
H12 H 0.276667 0.534292 0.515528 0.021 Uiso 1 1 calc R U . . .
C13 C 0.41299(17) 0.39206(13) 0.46168(11) 0.0198(3) Uani 1 1 d . . . . .
H13A H 0.328669 0.330185 0.469186 0.024 Uiso 1 1 calc R U . . .
H13B H 0.466401 0.374232 0.399668 0.024 Uiso 1 1 calc R U . . .
C14 C 0.46772(17) 0.61827(13) 0.45172(11) 0.0198(3) Uani 1 1 d . . . . .
H14A H 0.418225 0.700650 0.452374 0.024 Uiso 1 1 calc R U . . .
H14B H 0.523609 0.609880 0.389347 0.024 Uiso 1 1 calc R U . . .
C15 C 0.01944(17) 0.68171(14) 0.41345(11) 0.0231(3) Uani 1 1 d . . . . .
H15 H -0.017405 0.638052 0.468633 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
N1 C2 1.3582(19) . ?
N1 C3 1.4667(18) . ?
N1 C7 1.3493(19) . ?
N2 C10 1.3582(19) . ?
N2 C11 1.4747(18) . ?
N2 C15 1.3628(19) . ?
C2 H2 0.9500 . ?
C2 N3 1.301(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.5264(19) . ?
N3 N4 1.3945(18) . ?
C4 H4 1.0000 . ?
C4 C5 1.533(2) . ?
C4 C6 1.5280(19) 3_765 ?
N4 C7 1.312(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.530(2) . ?
N5 N6 1.3956(18) . ?
N5 C10 1.3086(19) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
N6 C15 1.305(2) . ?
C7 H7 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.5272(19) . ?
C12 H12 1.0000 . ?
C12 C13 1.5308(19) . ?
C12 C14 1.5264(19) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.528(2) 3_666 ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15 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
C2 N1 C3 127.86(13) . . ?
C7 N1 C2 104.43(12) . . ?
C7 N1 C3 127.63(12) . . ?
C10 N2 C11 128.14(12) . . ?
C10 N2 C15 103.90(12) . . ?
C15 N2 C11 127.89(12) . . ?
N1 C2 H2 124.3 . . ?
N3 C2 N1 111.39(14) . . ?
N3 C2 H2 124.3 . . ?
N1 C3 H3A 109.2 . . ?
N1 C3 H3B 109.2 . . ?
N1 C3 C4 112.23(11) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C2 N3 N4 106.52(12) . . ?
C3 C4 H4 108.5 . . ?
C3 C4 C5 111.77(12) . . ?
C3 C4 C6 109.27(11) . 3_765 ?
C5 C4 H4 108.5 . . ?
C6 C4 H4 108.5 3_765 . ?
C6 C4 C5 110.20(11) 3_765 . ?
C7 N4 N3 106.62(12) . . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 C4 111.99(12) . . ?
C6 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
C10 N5 N6 106.71(12) . . ?
C4 C6 C5 111.82(12) 3_765 . ?
C4 C6 H6A 109.3 3_765 . ?
C4 C6 H6B 109.3 3_765 . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
C15 N6 N5 106.51(12) . . ?
N1 C7 H7 124.5 . . ?
N4 C7 N1 111.04(13) . . ?
N4 C7 H7 124.5 . . ?
N2 C10 H10 124.3 . . ?
N5 C10 N2 111.37(13) . . ?
N5 C10 H10 124.3 . . ?
N2 C11 H11A 108.9 . . ?
N2 C11 H11B 108.9 . . ?
N2 C11 C12 113.49(11) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C11 C12 H12 108.8 . . ?
C11 C12 C13 108.84(11) . . ?
C13 C12 H12 108.8 . . ?
C14 C12 C11 111.33(11) . . ?
C14 C12 H12 108.8 . . ?
C14 C12 C13 110.36(12) . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 C12 111.53(12) 3_666 . ?
C14 C13 H13A 109.3 3_666 . ?
C14 C13 H13B 109.3 3_666 . ?
C12 C14 C13 112.08(12) . 3_666 ?
C12 C14 H14A 109.2 . . ?
C12 C14 H14B 109.2 . . ?
C13 C14 H14A 109.2 3_666 . ?
C13 C14 H14B 109.2 3_666 . ?
H14A C14 H14B 107.9 . . ?
N2 C15 H15 124.2 . . ?
N6 C15 N2 111.51(13) . . ?
N6 C15 H15 124.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 N3 N4 -0.42(16) . . . . ?
N1 C3 C4 C5 -63.12(15) . . . . ?
N1 C3 C4 C6 174.64(12) . . . 3_765 ?
N2 C11 C12 C13 174.62(11) . . . . ?
N2 C11 C12 C14 -63.52(15) . . . . ?
C2 N1 C3 C4 -68.84(18) . . . . ?
C2 N1 C7 N4 -0.50(16) . . . . ?
C2 N3 N4 C7 0.10(16) . . . . ?
C3 N1 C2 N3 177.48(13) . . . . ?
C3 N1 C7 N4 -177.42(13) . . . . ?
C3 C4 C5 C6 -176.56(12) . . . . ?
N3 N4 C7 N1 0.26(16) . . . . ?
C4 C5 C6 C4 55.75(17) . . . 3_765 ?
N5 N6 C15 N2 -0.04(17) . . . . ?
C6 C4 C5 C6 -54.85(17) 3_765 . . . ?
N6 N5 C10 N2 0.24(16) . . . . ?
C7 N1 C2 N3 0.57(16) . . . . ?
C7 N1 C3 C4 107.39(16) . . . . ?
C10 N2 C11 C12 112.76(15) . . . . ?
C10 N2 C15 N6 0.17(17) . . . . ?
C10 N5 N6 C15 -0.12(16) . . . . ?
C11 N2 C10 N5 177.01(13) . . . . ?
C11 N2 C15 N6 -177.10(13) . . . . ?
C11 C12 C13 C14 177.17(12) . . . 3_666 ?
C11 C12 C14 C13 -176.01(12) . . . 3_666 ?
C13 C12 C14 C13 -55.04(17) . . . 3_666 ?
C14 C12 C13 C14 54.73(17) . . . 3_666 ?
C15 N2 C10 N5 -0.25(16) . . . . ?
C15 N2 C11 C12 -70.60(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
