# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_3-PCM
_database_code_depnum_ccdc_archive 'CCDC 2414632'
loop_
_audit_author_name
_audit_author_address
'Krishna K. Damodaran'
;University of Iceland
Iceland
;
_audit_update_record             
;
2026-02-27 deposited with the CCDC.	2026-05-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT906_mo_3-PCM            
;
PROBLEM: Large K Value in the Analysis of Variance ......      6.406 Check 
RESPONSE: The large K value is only for the lowest intensity group.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H13 N5 O4'
_chemical_formula_weight         291.27

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

_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                   7.5761(5)
_cell_length_b                   8.6966(6)
_cell_length_c                   10.3852(7)
_cell_angle_alpha                91.211(2)
_cell_angle_beta                 103.529(2)
_cell_angle_gamma                91.437(2)
_cell_volume                     664.79(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    305(2)
_cell_measurement_reflns_used    9964
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      32.01

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_F_000             304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.113
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6653
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0580 before and 0.0459 after correction.
The Ratio of minimum to maximum transmission is 0.8915.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      305(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36735
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_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         3.018
_diffrn_reflns_theta_max         32.096
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4626
_reflns_number_gt                3367
_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       'SAINT V8.35A (?, 2016)'
_computing_cell_refinement       'SAINT V8.35A (?, 2016)'
_computing_data_reduction        'SAINT V8.35A (?, 2016)'
_computing_structure_solution    'SAINT V8.35A (?, 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY CSD 4.2.0'
_computing_publication_material  'MERCURY CSD 4.2.0'
_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)+(0.0845P)²+0.0602P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         4626
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1468
_refine_ls_wR_factor_gt          0.1325
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
C1C C 0.20594(15) 0.46702(13) 0.85362(11) 0.0291(2) Uani 1 1 d . . . . .
C2C C 0.17893(19) 0.37874(15) 0.95756(13) 0.0401(3) Uani 1 1 d . . . . .
H2C H 0.1271 0.2805 0.9371 0.048 Uiso 1 1 calc R U . . .
H2 H 0.076(2) 0.320(2) 0.7129(17) 0.046(4) Uiso 1 1 d . . . . .
C4C C 0.2970(2) 0.56525(19) 1.11174(14) 0.0481(3) Uani 1 1 d . . . . .
H4C H 0.3289 0.5998 1.1997 0.058 Uiso 1 1 calc R U . . .
C5C C 0.3293(2) 0.66142(16) 1.01600(14) 0.0436(3) Uani 1 1 d . . . . .
H5C H 0.3823 0.7587 1.0397 0.052 Uiso 1 1 calc R U . . .
C6C C 0.28308(18) 0.61347(14) 0.88454(13) 0.0376(3) Uani 1 1 d . . . . .
H6C H 0.3031 0.6776 0.8185 0.045 Uiso 1 1 calc R U . . .
C8C C 0.21954(15) 0.44365(12) 0.62119(11) 0.0287(2) Uani 1 1 d . . . . .
N3C N 0.22169(19) 0.42438(15) 1.08406(12) 0.0502(3) Uani 1 1 d . . . . .
C18C C 0.27370(15) 0.00991(13) 0.52461(11) 0.0292(2) Uani 1 1 d . . . . .
C17C C 0.17693(17) -0.12456(13) 0.48745(13) 0.0356(3) Uani 1 1 d . . . . .
H17C H 0.1597 -0.2013 0.5447 0.043 Uiso 1 1 calc R U . . .
C15C C 0.1248(3) 0.04376(19) 0.17043(14) 0.0578(4) Uani 1 1 d . . . . .
H15A H 0.2349 0.0493 0.1399 0.087 Uiso 1 1 calc R U . . .
H15B H 0.0687 0.1420 0.1612 0.087 Uiso 1 1 calc R U . . .
H15C H 0.0433 -0.0327 0.1187 0.087 Uiso 1 1 calc R U . . .
C14C C 0.16700(17) 0.00165(13) 0.31160(12) 0.0344(2) Uani 1 1 d . . . . .
C12C C 0.34486(16) 0.24549(12) 0.39598(12) 0.0319(2) Uani 1 1 d . . . . .
H12A H 0.3824 0.2485 0.3129 0.038 Uiso 1 1 calc R U . . .
H12B H 0.4514 0.2664 0.4674 0.038 Uiso 1 1 calc R U . . .
C11C C 0.20852(18) 0.36762(13) 0.39812(12) 0.0346(3) Uani 1 1 d . . . . .
H11A H 0.2662 0.4684 0.3977 0.042 Uiso 1 1 calc R U . . .
H11B H 0.1104 0.3563 0.3193 0.042 Uiso 1 1 calc R U . . .
N7C N 0.14959(14) 0.40392(11) 0.72470(10) 0.0326(2) Uani 1 1 d . . . . .
O9C O 0.33454(14) 0.54164(11) 0.62071(9) 0.0427(2) Uani 1 1 d . . . . .
O10C O 0.13643(12) 0.35586(9) 0.51382(8) 0.0336(2) Uani 1 1 d . . . . .
N13C N 0.26909(13) 0.09116(10) 0.41083(9) 0.02845(19) Uani 1 1 d . . . . .
N16C N 0.11005(15) -0.12928(12) 0.35507(11) 0.0380(2) Uani 1 1 d . . . . .
N19C N 0.36531(15) 0.05579(13) 0.65484(11) 0.0373(2) Uani 1 1 d . . . . .
O20C O 0.46091(15) 0.17341(12) 0.67421(11) 0.0530(3) Uani 1 1 d . . . . .
O21C O 0.3466(2) -0.02845(16) 0.74402(11) 0.0742(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
C1C C6C 1.3872(15) . ?
C1C C2C 1.3882(16) . ?
C1C N7C 1.4020(15) . ?
C2C N3C 1.3269(17) . ?
C2C H2C 0.9300 . ?
C4C N3C 1.3350(18) . ?
C4C C5C 1.374(2) . ?
C4C H4C 0.9300 . ?
C5C C6C 1.3804(18) . ?
C5C H5C 0.9300 . ?
C6C H6C 0.9300 . ?
C8C O9C 1.2043(13) . ?
C8C N7C 1.3524(14) . ?
C8C O10C 1.3543(14) . ?
C18C C17C 1.3636(15) . ?
C18C N13C 1.3834(14) . ?
C18C N19C 1.4122(16) . ?
C17C N16C 1.3488(17) . ?
C17C H17C 0.9300 . ?
C15C C14C 1.4815(19) . ?
C15C H15A 0.9600 . ?
C15C H15B 0.9600 . ?
C15C H15C 0.9600 . ?
C14C N16C 1.3322(15) . ?
C14C N13C 1.3524(15) . ?
C12C N13C 1.4719(13) . ?
C12C C11C 1.5034(17) . ?
C12C H12A 0.9700 . ?
C12C H12B 0.9700 . ?
C11C O10C 1.4359(13) . ?
C11C H11A 0.9700 . ?
C11C H11B 0.9700 . ?
N7C H2 0.894(17) . ?
N19C O20C 1.2236(14) . ?
N19C O21C 1.2245(15) . ?

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
C6C C1C C2C 117.49(11) . . ?
C6C C1C N7C 124.50(10) . . ?
C2C C1C N7C 117.98(10) . . ?
N3C C2C C1C 124.71(12) . . ?
N3C C2C H2C 117.6 . . ?
C1C C2C H2C 117.6 . . ?
N3C C4C C5C 122.89(13) . . ?
N3C C4C H4C 118.6 . . ?
C5C C4C H4C 118.6 . . ?
C4C C5C C6C 119.89(12) . . ?
C4C C5C H5C 120.1 . . ?
C6C C5C H5C 120.1 . . ?
C5C C6C C1C 118.18(11) . . ?
C5C C6C H6C 120.9 . . ?
C1C C6C H6C 120.9 . . ?
O9C C8C N7C 127.07(11) . . ?
O9C C8C O10C 124.21(10) . . ?
N7C C8C O10C 108.71(9) . . ?
C2C N3C C4C 116.83(12) . . ?
C17C C18C N13C 107.33(10) . . ?
C17C C18C N19C 126.24(11) . . ?
N13C C18C N19C 126.41(10) . . ?
N16C C17C C18C 109.65(10) . . ?
N16C C17C H17C 125.2 . . ?
C18C C17C H17C 125.2 . . ?
C14C C15C H15A 109.5 . . ?
C14C C15C H15B 109.5 . . ?
H15A C15C H15B 109.5 . . ?
C14C C15C H15C 109.5 . . ?
H15A C15C H15C 109.5 . . ?
H15B C15C H15C 109.5 . . ?
N16C C14C N13C 112.33(11) . . ?
N16C C14C C15C 123.83(12) . . ?
N13C C14C C15C 123.84(11) . . ?
N13C C12C C11C 111.51(9) . . ?
N13C C12C H12A 109.3 . . ?
C11C C12C H12A 109.3 . . ?
N13C C12C H12B 109.3 . . ?
C11C C12C H12B 109.3 . . ?
H12A C12C H12B 108.0 . . ?
O10C C11C C12C 110.62(9) . . ?
O10C C11C H11A 109.5 . . ?
C12C C11C H11A 109.5 . . ?
O10C C11C H11B 109.5 . . ?
C12C C11C H11B 109.5 . . ?
H11A C11C H11B 108.1 . . ?
C8C N7C C1C 125.10(9) . . ?
C8C N7C H2 116.6(11) . . ?
C1C N7C H2 117.4(11) . . ?
C8C O10C C11C 116.85(9) . . ?
C14C N13C C18C 104.91(9) . . ?
C14C N13C C12C 125.48(10) . . ?
C18C N13C C12C 129.49(9) . . ?
C14C N16C C17C 105.76(10) . . ?
O20C N19C O21C 122.99(12) . . ?
O20C N19C C18C 120.04(11) . . ?
O21C N19C C18C 116.95(11) . . ?

_refine_diff_density_max         0.264
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_SSJ_II_236_EA_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2414636'
loop_
_audit_author_name
_audit_author_address
'Krishna K. Damodaran'
;University of Iceland
Iceland
;
_audit_update_record             
;
2025-01-05 deposited with the CCDC.	2026-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H14 N4 O4'
_chemical_formula_weight         290.28

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'

_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                   10.3896(8)
_cell_length_b                   10.9685(8)
_cell_length_c                   11.9682(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.640(3)
_cell_angle_gamma                90
_cell_volume                     1359.41(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    305(2)
_cell_measurement_reflns_used    9874
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      32.85

_exptl_crystal_description       RHOMBUS
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.108
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6869
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0619 before and 0.0476 after correction.
The Ratio of minimum to maximum transmission is 0.9194.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      305(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49154
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.113
_diffrn_reflns_theta_max         36.465
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6634
_reflns_number_gt                4068
_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       'SAINT V8.35A (?, 2016)'
_computing_cell_refinement       'SAINT V8.35A (?, 2016)'
_computing_data_reduction        'SAINT V8.35A (?, 2016)'
_computing_structure_solution    'SAINT V8.35A (?, 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY CSD 4.2.0'
_computing_publication_material  'MERCURY CSD 4.2.0'
_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)+(0.0911P)²+0.0742P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         6634
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1721
_refine_ls_wR_factor_gt          0.1475
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
C1A C 0.38373(10) 0.41055(10) 0.67047(9) 0.0372(2) Uani 1 1 d . . . . .
H7 H 0.3808(16) 0.2396(16) 0.6118(14) 0.060(4) Uiso 1 1 d . . . . .
C2A C 0.38895(12) 0.37415(12) 0.78251(10) 0.0458(3) Uani 1 1 d . . . . .
H2A H 0.3843 0.2918 0.8003 0.055 Uiso 1 1 calc R U . . .
C3A C 0.40110(15) 0.46020(16) 0.86701(12) 0.0597(4) Uani 1 1 d . . . . .
H3A H 0.4052 0.4353 0.9415 0.072 Uiso 1 1 calc R U . . .
C4A C 0.40719(17) 0.58253(16) 0.84190(14) 0.0677(4) Uani 1 1 d . . . . .
H4A H 0.4137 0.6403 0.8989 0.081 Uiso 1 1 calc R U . . .
C5A C 0.40349(16) 0.61815(14) 0.73153(15) 0.0630(4) Uani 1 1 d . . . . .
H5A H 0.4084 0.7007 0.7145 0.076 Uiso 1 1 calc R U . . .
C6A C 0.39257(13) 0.53361(11) 0.64492(12) 0.0492(3) Uani 1 1 d . . . . .
H6A H 0.3912 0.5591 0.5707 0.059 Uiso 1 1 calc R U . . .
N7A N 0.36990(11) 0.31823(9) 0.58874(8) 0.0424(2) Uani 1 1 d . . . . .
C8A C 0.32000(10) 0.33345(9) 0.48154(8) 0.0358(2) Uani 1 1 d . . . . .
O9A O 0.29092(10) 0.42782(8) 0.43504(7) 0.0500(2) Uani 1 1 d . . . . .
O10A O 0.30662(9) 0.22314(8) 0.43116(6) 0.0450(2) Uani 1 1 d . . . . .
C11A C 0.24951(12) 0.22863(11) 0.31749(9) 0.0449(3) Uani 1 1 d . . . . .
H11A H 0.3028 0.2775 0.2719 0.054 Uiso 1 1 calc R U . . .
H11B H 0.1645 0.2654 0.3155 0.054 Uiso 1 1 calc R U . . .
C12A C 0.23966(10) 0.10045(12) 0.27329(10) 0.0429(2) Uani 1 1 d . . . . .
H12A H 0.1886 0.0522 0.3213 0.051 Uiso 1 1 calc R U . . .
H12B H 0.1949 0.1015 0.1989 0.051 Uiso 1 1 calc R U . . .
N13A N 0.36610(8) 0.04239(8) 0.26751(7) 0.03349(17) Uani 1 1 d . . . . .
C14A C 0.45429(10) 0.05623(9) 0.18830(8) 0.0359(2) Uani 1 1 d . . . . .
N15A N 0.43945(12) 0.13198(9) 0.09225(8) 0.0463(2) Uani 1 1 d . . . . .
O16A O 0.34007(12) 0.19100(10) 0.07444(9) 0.0678(3) Uani 1 1 d . . . . .
O17A O 0.52937(14) 0.13532(11) 0.03238(10) 0.0712(3) Uani 1 1 d . . . . .
C18A C 0.55578(11) -0.01879(11) 0.21825(10) 0.0430(2) Uani 1 1 d . . . . .
H18A H 0.6291 -0.0274 0.1792 0.052 Uiso 1 1 calc R U . . .
N19A N 0.53347(10) -0.07886(9) 0.31351(8) 0.0435(2) Uani 1 1 d . . . . .
C20A C 0.41941(10) -0.04012(9) 0.34161(9) 0.0371(2) Uani 1 1 d . . . . .
C21A C 0.35869(15) -0.08234(13) 0.44249(11) 0.0538(3) Uani 1 1 d . . . . .
H21A H 0.2776 -0.1207 0.4203 0.081 Uiso 1 1 calc R U . . .
H21B H 0.3444 -0.0138 0.4899 0.081 Uiso 1 1 calc R U . . .
H21C H 0.4147 -0.1398 0.4827 0.081 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
C1A C6A 1.3886(16) . ?
C1A C2A 1.3959(16) . ?
C1A N7A 1.4072(13) . ?
C2A C3A 1.3816(17) . ?
C2A H2A 0.9300 . ?
C3A C4A 1.378(2) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.375(3) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.3886(18) . ?
C5A H5A 0.9300 . ?
C6A H6A 0.9300 . ?
N7A C8A 1.3546(13) . ?
N7A H7 0.910(17) . ?
C8A O9A 1.2021(13) . ?
C8A O10A 1.3539(12) . ?
O10A C11A 1.4408(12) . ?
C11A C12A 1.5028(16) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C12A N13A 1.4665(13) . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
N13A C20A 1.3539(14) . ?
N13A C14A 1.3791(13) . ?
C14A C18A 1.3624(15) . ?
C14A N15A 1.4167(14) . ?
N15A O16A 1.2227(16) . ?
N15A O17A 1.2230(15) . ?
C18A N19A 1.3529(15) . ?
C18A H18A 0.9300 . ?
N19A C20A 1.3275(14) . ?
C20A C21A 1.4810(16) . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6A C1A C2A 119.43(11) . . ?
C6A C1A N7A 123.45(10) . . ?
C2A C1A N7A 117.12(10) . . ?
C3A C2A C1A 120.13(13) . . ?
C3A C2A H2A 119.9 . . ?
C1A C2A H2A 119.9 . . ?
C4A C3A C2A 120.58(14) . . ?
C4A C3A H3A 119.7 . . ?
C2A C3A H3A 119.7 . . ?
C5A C4A C3A 119.22(13) . . ?
C5A C4A H4A 120.4 . . ?
C3A C4A H4A 120.4 . . ?
C4A C5A C6A 121.44(15) . . ?
C4A C5A H5A 119.3 . . ?
C6A C5A H5A 119.3 . . ?
C5A C6A C1A 119.19(14) . . ?
C5A C6A H6A 120.4 . . ?
C1A C6A H6A 120.4 . . ?
C8A N7A C1A 125.41(9) . . ?
C8A N7A H7 115.6(10) . . ?
C1A N7A H7 117.9(10) . . ?
O9A C8A O10A 123.39(10) . . ?
O9A C8A N7A 127.38(10) . . ?
O10A C8A N7A 109.23(9) . . ?
C8A O10A C11A 113.75(8) . . ?
O10A C11A C12A 107.72(9) . . ?
O10A C11A H11A 110.2 . . ?
C12A C11A H11A 110.2 . . ?
O10A C11A H11B 110.2 . . ?
C12A C11A H11B 110.2 . . ?
H11A C11A H11B 108.5 . . ?
N13A C12A C11A 112.78(9) . . ?
N13A C12A H12A 109.0 . . ?
C11A C12A H12A 109.0 . . ?
N13A C12A H12B 109.0 . . ?
C11A C12A H12B 109.0 . . ?
H12A C12A H12B 107.8 . . ?
C20A N13A C14A 105.34(9) . . ?
C20A N13A C12A 125.45(10) . . ?
C14A N13A C12A 129.21(9) . . ?
C18A C14A N13A 107.20(9) . . ?
C18A C14A N15A 126.79(10) . . ?
N13A C14A N15A 125.99(9) . . ?
O16A N15A O17A 123.80(12) . . ?
O16A N15A C14A 119.14(11) . . ?
O17A N15A C14A 117.05(11) . . ?
N19A C18A C14A 109.52(10) . . ?
N19A C18A H18A 125.2 . . ?
C14A C18A H18A 125.2 . . ?
C20A N19A C18A 105.96(9) . . ?
N19A C20A N13A 111.98(10) . . ?
N19A C20A C21A 123.66(11) . . ?
N13A C20A C21A 124.36(11) . . ?
C20A C21A H21A 109.5 . . ?
C20A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C20A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?

_refine_diff_density_max         0.350
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_3-PCMNox
_database_code_depnum_ccdc_archive 'CCDC 2414634'
loop_
_audit_author_name
_audit_author_address
'Krishna K. Damodaran'
;University of Iceland
Iceland
;
_audit_update_record             
;
2026-02-27 deposited with the CCDC.	2026-05-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT906_mo_3-PCMNox         
;
PROBLEM: Large K Value in the Analysis of Variance ......      3.225 Check 
RESPONSE: The large K value is only for the lowest intensity group.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H15 N5 O6'
_chemical_formula_weight         325.29

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'

_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                   6.8390(5)
_cell_length_b                   9.0647(6)
_cell_length_c                   12.4965(9)
_cell_angle_alpha                103.598(2)
_cell_angle_beta                 102.087(2)
_cell_angle_gamma                104.118(2)
_cell_volume                     700.39(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    302(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      27.10

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.126
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6783
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0542 before and 0.0477 after correction.
The Ratio of minimum to maximum transmission is 0.9099.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      302(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27092
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.185
_diffrn_reflns_theta_max         27.176
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3085
_reflns_number_gt                2371
_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       'SAINT V8.35A (?, 2016)'
_computing_cell_refinement       'SAINT V8.35A (?, 2016)'
_computing_data_reduction        'SAINT V8.35A (?, 2016)'
_computing_structure_solution    'SAINT V8.35A (?, 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY CSD 4.2.0'
_computing_publication_material  'MERCURY CSD 4.2.0'
_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)+(0.0492P)²+0.1829P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         3085
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1008
_refine_ls_wR_factor_gt          0.0918
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
C1C C 0.3277(2) 0.88859(16) 0.16220(11) 0.0297(3) Uani 1 1 d . . . . .
H1 H 0.943(4) 0.635(3) -0.113(2) 0.095(9) Uiso 1 1 d . . . . .
C2C C 0.3855(2) 0.77266(17) 0.09368(12) 0.0318(3) Uani 1 1 d . . . . .
H2C H 0.3021 0.6666 0.0696 0.038 Uiso 1 1 calc R U . . .
H2 H 0.820(4) 0.727(3) -0.077(2) 0.081(8) Uiso 1 1 d . . . . .
H2A H 0.140(3) 0.933(2) 0.2536(15) 0.043(5) Uiso 1 1 d . . . . .
C5C C 0.6879(2) 0.96647(18) 0.09513(13) 0.0374(4) Uani 1 1 d . . . . .
H5C H 0.8116 0.9920 0.0740 0.045 Uiso 1 1 calc R U . . .
C6C C 0.6309(2) 1.08331(18) 0.16022(13) 0.0395(4) Uani 1 1 d . . . . .
H6C H 0.7152 1.1889 0.1820 0.047 Uiso 1 1 calc R U . . .
C7C C 0.4512(2) 1.04727(17) 0.19384(13) 0.0370(4) Uani 1 1 d . . . . .
H7C H 0.4123 1.1277 0.2372 0.044 Uiso 1 1 calc R U . . .
C9C C 0.0228(2) 0.70806(17) 0.18885(12) 0.0313(3) Uani 1 1 d . . . . .
N3C N 0.56367(19) 0.81378(14) 0.06169(10) 0.0340(3) Uani 1 1 d . . . . .
C19C C -0.2408(2) 0.60412(17) 0.51620(12) 0.0306(3) Uani 1 1 d . . . . .
C18C C -0.1659(2) 0.71938(18) 0.61923(13) 0.0366(3) Uani 1 1 d . . . . .
H18C H -0.1146 0.7041 0.6895 0.044 Uiso 1 1 calc R U . . .
C16C C -0.2998(3) 0.9520(2) 0.43682(16) 0.0485(4) Uani 1 1 d . . . . .
H16A H -0.2315 0.9519 0.3771 0.073 Uiso 1 1 calc R U . . .
H16B H -0.2456 1.0552 0.4933 0.073 Uiso 1 1 calc R U . . .
H16C H -0.4484 0.9279 0.4046 0.073 Uiso 1 1 calc R U . . .
C15C C -0.2596(2) 0.83010(17) 0.49149(13) 0.0327(3) Uani 1 1 d . . . . .
C13C C -0.4074(2) 0.60144(19) 0.30981(12) 0.0354(3) Uani 1 1 d . . . . .
H13A H -0.4787 0.6717 0.2827 0.042 Uiso 1 1 calc R U . . .
H13B H -0.5136 0.5017 0.2985 0.042 Uiso 1 1 calc R U . . .
C12C C -0.2624(2) 0.56902(18) 0.23847(13) 0.0370(4) Uani 1 1 d . . . . .
H12A H -0.1865 0.5012 0.2655 0.044 Uiso 1 1 calc R U . . .
H12B H -0.3423 0.5152 0.1588 0.044 Uiso 1 1 calc R U . . .
O4C O 0.61365(19) 0.70125(14) -0.00283(11) 0.0515(3) Uani 1 1 d . . . . .
N8C N 0.1529(2) 0.85481(15) 0.20425(11) 0.0351(3) Uani 1 1 d . . . . .
O10C O 0.02847(19) 0.58379(12) 0.13081(10) 0.0470(3) Uani 1 1 d . . . . .
O11C O -0.11706(16) 0.72042(11) 0.24886(8) 0.0346(3) Uani 1 1 d . . . . .
N14C N -0.30177(18) 0.67439(13) 0.43341(10) 0.0289(3) Uani 1 1 d . . . . .
N17C N -0.1777(2) 0.86008(15) 0.60356(11) 0.0384(3) Uani 1 1 d . . . . .
N20C N -0.25225(19) 0.44150(15) 0.49523(11) 0.0361(3) Uani 1 1 d . . . . .
O21C O -0.3168(2) 0.35248(14) 0.39689(11) 0.0580(4) Uani 1 1 d . . . . .
O22C O -0.1952(2) 0.39706(15) 0.57858(12) 0.0591(4) Uani 1 1 d . . . . .
O23C O 0.9151(2) 0.72643(18) -0.11598(12) 0.0572(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
C1C C2C 1.3837(19) . ?
C1C C7C 1.392(2) . ?
C1C N8C 1.3998(18) . ?
C2C N3C 1.3551(19) . ?
C2C H2C 0.9300 . ?
C5C N3C 1.3484(19) . ?
C5C C6C 1.366(2) . ?
C5C H5C 0.9300 . ?
C6C C7C 1.371(2) . ?
C6C H6C 0.9300 . ?
C7C H7C 0.9300 . ?
C9C O10C 1.2021(17) . ?
C9C O11C 1.3430(17) . ?
C9C N8C 1.3522(19) . ?
N3C O4C 1.3062(16) . ?
C19C C18C 1.357(2) . ?
C19C N14C 1.3815(18) . ?
C19C N20C 1.4146(19) . ?
C18C N17C 1.354(2) . ?
C18C H18C 0.9300 . ?
C16C C15C 1.479(2) . ?
C16C H16A 0.9600 . ?
C16C H16B 0.9600 . ?
C16C H16C 0.9600 . ?
C15C N17C 1.329(2) . ?
C15C N14C 1.3544(18) . ?
C13C N14C 1.4713(18) . ?
C13C C12C 1.501(2) . ?
C13C H13A 0.9700 . ?
C13C H13B 0.9700 . ?
C12C O11C 1.4440(17) . ?
C12C H12A 0.9700 . ?
C12C H12B 0.9700 . ?
N8C H2A 0.861(18) . ?
N20C O21C 1.2203(17) . ?
N20C O22C 1.2261(18) . ?
O23C H1 0.90(3) . ?
O23C H2 0.89(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
C2C C1C C7C 118.95(13) . . ?
C2C C1C N8C 123.43(13) . . ?
C7C C1C N8C 117.60(13) . . ?
N3C C2C C1C 119.96(13) . . ?
N3C C2C H2C 120.0 . . ?
C1C C2C H2C 120.0 . . ?
N3C C5C C6C 119.51(14) . . ?
N3C C5C H5C 120.2 . . ?
C6C C5C H5C 120.2 . . ?
C5C C6C C7C 120.97(14) . . ?
C5C C6C H6C 119.5 . . ?
C7C C6C H6C 119.5 . . ?
C6C C7C C1C 119.08(14) . . ?
C6C C7C H7C 120.5 . . ?
C1C C7C H7C 120.5 . . ?
O10C C9C O11C 124.08(13) . . ?
O10C C9C N8C 126.22(13) . . ?
O11C C9C N8C 109.70(12) . . ?
O4C N3C C5C 120.20(13) . . ?
O4C N3C C2C 118.33(12) . . ?
C5C N3C C2C 121.47(13) . . ?
C18C C19C N14C 107.66(13) . . ?
C18C C19C N20C 126.94(14) . . ?
N14C C19C N20C 125.40(12) . . ?
N17C C18C C19C 109.23(13) . . ?
N17C C18C H18C 125.4 . . ?
C19C C18C H18C 125.4 . . ?
C15C C16C H16A 109.5 . . ?
C15C C16C H16B 109.5 . . ?
H16A C16C H16B 109.5 . . ?
C15C C16C H16C 109.5 . . ?
H16A C16C H16C 109.5 . . ?
H16B C16C H16C 109.5 . . ?
N17C C15C N14C 111.80(13) . . ?
N17C C15C C16C 124.12(14) . . ?
N14C C15C C16C 124.08(14) . . ?
N14C C13C C12C 114.14(12) . . ?
N14C C13C H13A 108.7 . . ?
C12C C13C H13A 108.7 . . ?
N14C C13C H13B 108.7 . . ?
C12C C13C H13B 108.7 . . ?
H13A C13C H13B 107.6 . . ?
O11C C12C C13C 107.76(12) . . ?
O11C C12C H12A 110.2 . . ?
C13C C12C H12A 110.2 . . ?
O11C C12C H12B 110.2 . . ?
C13C C12C H12B 110.2 . . ?
H12A C12C H12B 108.5 . . ?
C9C N8C C1C 126.11(12) . . ?
C9C N8C H2A 116.8(12) . . ?
C1C N8C H2A 116.2(12) . . ?
C9C O11C C12C 113.79(11) . . ?
C15C N14C C19C 105.10(12) . . ?
C15C N14C C13C 124.85(12) . . ?
C19C N14C C13C 129.85(12) . . ?
C15C N17C C18C 106.22(12) . . ?
O21C N20C O22C 123.05(14) . . ?
O21C N20C C19C 119.57(13) . . ?
O22C N20C C19C 117.38(13) . . ?
H1 O23C H2 102(2) . . ?

_refine_diff_density_max         0.163
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_4-PCM_sq
_database_code_depnum_ccdc_archive 'CCDC 2414629'
loop_
_audit_author_name
_audit_author_address
'Krishna K. Damodaran'
;University of Iceland
Iceland
;
_audit_update_record             
;
2026-02-27 deposited with the CCDC.	2026-05-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT934_mo_4-PCM_sq         
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          5 Check 
RESPONSE: This is due to the weakly diffracting crystal
;
_vrf_PLAT906_mo_4-PCM_sq         
;
PROBLEM: Large K Value in the Analysis of Variance ......      7.417 Check 
RESPONSE: The large K value is only for the lowest intensity group
;
_vrf_PLAT910_mo_4-PCM_sq         
;
PROBLEM: Missing FCF Reflection(s) Below Theta(Min)[Deg]=       3.45 Note  
RESPONSE: These low angle reflections are probably missing due to the beamstop.
;
_vrf_PLAT918_mo_4-PCM_sq         
;
PROBLEM: Reflection(s) with I(obs) much Smaller I(calc) .          4 Check 
RESPONSE: This is due to the weakly diffracting crystals.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H13 N5 O4'
_chemical_formula_weight         291.27

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

_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                   9.1319(7)
_cell_length_b                   9.4856(7)
_cell_length_c                   9.8024(6)
_cell_angle_alpha                102.462(2)
_cell_angle_beta                 98.962(2)
_cell_angle_gamma                106.185(2)
_cell_volume                     774.84(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    305(2)
_cell_measurement_reflns_used    9979
_cell_measurement_theta_min      3.56
_cell_measurement_theta_max      28.22

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5333
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0923 before and 0.0473 after correction.
The Ratio of minimum to maximum transmission is 0.7152.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      305(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30396
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.452
_diffrn_reflns_theta_max         28.363
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3865
_reflns_number_gt                3107
_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.
 
 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.
;

_computing_data_collection       'SAINT V8.35A (?, 2016)'
_computing_cell_refinement       'SAINT V8.35A (?, 2016)'
_computing_data_reduction        'SAINT V8.35A (?, 2016)'
_computing_structure_solution    'SAINT V8.35A (?, 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY CSD 4.2.0'
_computing_publication_material  'MERCURY CSD 4.2.0'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0905P)²+0.4263P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         3865
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0634
_refine_ls_wR_factor_ref         0.2119
_refine_ls_wR_factor_gt          0.2038
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_restrained_S_all      1.196
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3445(3) 0.2710(2) -0.0580(2) 0.0346(4) Uani 1 1 d . . . . .
C2 C 0.2321(3) 0.2367(3) -0.1845(3) 0.0468(6) Uani 1 1 d . . . . .
H2 H 0.1632 0.2921 -0.1925 0.056 Uiso 1 1 calc R U . . .
C5 C 0.4273(4) 0.0695(3) -0.1769(3) 0.0541(7) Uani 1 1 d . . . . .
H5 H 0.4958 0.0133 -0.1733 0.065 Uiso 1 1 calc R U . . .
N4 N 0.3203(3) 0.0344(3) -0.2978(2) 0.0569(6) Uani 1 1 d . . . . .
C3 C 0.2262(4) 0.1184(3) -0.2976(3) 0.0568(7) Uani 1 1 d . . . . .
H3 H 0.1496 0.0956 -0.3810 0.068 Uiso 1 1 calc R U . . .
N7 N 0.3612(2) 0.3836(2) 0.06655(19) 0.0399(4) Uani 1 1 d . . . . .
H7 H 0.4293 0.3902 0.1409 0.048 Uiso 1 1 calc R U . . .
C6 C 0.4438(3) 0.1836(3) -0.0562(3) 0.0466(6) Uani 1 1 d . . . . .
H6 H 0.5207 0.2020 0.0257 0.056 Uiso 1 1 calc R U . . .
C8 C 0.2799(3) 0.4839(3) 0.0815(2) 0.0370(5) Uani 1 1 d . . . . .
O9 O 0.1902(2) 0.5015(2) -0.01110(18) 0.0552(5) Uani 1 1 d . . . . .
O10 O 0.3188(2) 0.56621(19) 0.22045(16) 0.0446(4) Uani 1 1 d . . . . .
C11 C 0.2328(3) 0.6714(3) 0.2527(2) 0.0475(6) Uani 1 1 d . . . . .
H11A H 0.1267 0.6162 0.2548 0.057 Uiso 1 1 calc R U . . .
H11B H 0.2277 0.7255 0.1796 0.057 Uiso 1 1 calc R U . . .
C12 C 0.3166(3) 0.7821(3) 0.3966(2) 0.0453(6) Uani 1 1 d . . . . .
H12A H 0.4239 0.8317 0.3936 0.054 Uiso 1 1 calc R U . . .
H12B H 0.2670 0.8602 0.4144 0.054 Uiso 1 1 calc R U . . .
N13 N 0.3182(2) 0.7127(2) 0.51657(18) 0.0356(4) Uani 1 1 d . . . . .
C14 C 0.4417(3) 0.6833(3) 0.5851(2) 0.0415(5) Uani 1 1 d . . . . .
C15 C 0.5953(3) 0.7094(4) 0.5447(3) 0.0621(7) Uani 1 1 d . . . . .
H15A H 0.6581 0.6647 0.5981 0.093 Uiso 1 1 calc R U . . .
H15B H 0.6482 0.8171 0.5661 0.093 Uiso 1 1 calc R U . . .
H15C H 0.5788 0.6634 0.4439 0.093 Uiso 1 1 calc R U . . .
N16 N 0.4100(3) 0.6288(3) 0.6947(2) 0.0478(5) Uani 1 1 d . . . . .
C18 C 0.2028(3) 0.6734(2) 0.5895(2) 0.0374(5) Uani 1 1 d . . . . .
N19 N 0.0526(3) 0.6871(3) 0.5573(2) 0.0479(5) Uani 1 1 d . . . . .
O20 O 0.0174(3) 0.7406(3) 0.4589(2) 0.0709(6) Uani 1 1 d . . . . .
O21 O -0.0381(3) 0.6419(3) 0.6316(2) 0.0711(6) Uani 1 1 d . . . . .
C17 C 0.2610(3) 0.6223(3) 0.6976(2) 0.0442(5) Uani 1 1 d . . . . .
H17 H 0.2070 0.5881 0.7634 0.053 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
C1 C6 1.389(3) . ?
C1 C2 1.393(3) . ?
C1 N7 1.394(3) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9300 . ?
C5 N4 1.326(4) . ?
C5 C6 1.376(4) . ?
C5 H5 0.9300 . ?
N4 C3 1.324(4) . ?
C3 H3 0.9300 . ?
N7 C8 1.358(3) . ?
N7 H7 0.8600 . ?
C6 H6 0.9300 . ?
C8 O9 1.197(3) . ?
C8 O10 1.352(3) . ?
O10 C11 1.446(3) . ?
C11 C12 1.501(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N13 1.467(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N13 C14 1.349(3) . ?
N13 C18 1.375(3) . ?
C14 N16 1.326(3) . ?
C14 C15 1.486(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N16 C17 1.350(3) . ?
C18 C17 1.352(3) . ?
C18 N19 1.408(3) . ?
N19 O20 1.223(3) . ?
N19 O21 1.235(3) . ?
C17 H17 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 117.0(2) . . ?
C6 C1 N7 118.36(19) . . ?
C2 C1 N7 124.6(2) . . ?
C3 C2 C1 118.0(2) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
N4 C5 C6 124.4(2) . . ?
N4 C5 H5 117.8 . . ?
C6 C5 H5 117.8 . . ?
C3 N4 C5 115.5(2) . . ?
N4 C3 C2 125.6(2) . . ?
N4 C3 H3 117.2 . . ?
C2 C3 H3 117.2 . . ?
C8 N7 C1 126.11(18) . . ?
C8 N7 H7 116.9 . . ?
C1 N7 H7 116.9 . . ?
C5 C6 C1 119.4(2) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
O9 C8 O10 124.1(2) . . ?
O9 C8 N7 127.1(2) . . ?
O10 C8 N7 108.76(17) . . ?
C8 O10 C11 114.31(17) . . ?
O10 C11 C12 107.96(19) . . ?
O10 C11 H11A 110.1 . . ?
C12 C11 H11A 110.1 . . ?
O10 C11 H11B 110.1 . . ?
C12 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
N13 C12 C11 114.3(2) . . ?
N13 C12 H12A 108.7 . . ?
C11 C12 H12A 108.7 . . ?
N13 C12 H12B 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C14 N13 C18 105.21(18) . . ?
C14 N13 C12 125.7(2) . . ?
C18 N13 C12 128.91(19) . . ?
N16 C14 N13 111.7(2) . . ?
N16 C14 C15 123.6(2) . . ?
N13 C14 C15 124.7(2) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 N16 C17 106.2(2) . . ?
C17 C18 N13 107.7(2) . . ?
C17 C18 N19 126.8(2) . . ?
N13 C18 N19 125.4(2) . . ?
O20 N19 O21 123.4(2) . . ?
O20 N19 C18 119.8(2) . . ?
O21 N19 C18 116.7(2) . . ?
N16 C17 C18 109.2(2) . . ?
N16 C17 H17 125.4 . . ?
C18 C17 H17 125.4 . . ?

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.073



