# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_r5420
_database_code_depnum_ccdc_archive 'CCDC 2082072'
loop_
_audit_author_name
_audit_author_address
'DR. NIGAM P. RATH'
;PSGR KRISHNAMMAL COLLEGE FOR WOMEN
India
;
_audit_update_record             
;
2021-05-06 deposited with the CCDC.	2023-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C6 H4 N O3), H12 Mg O6'
_chemical_formula_sum            'C12 H20 Mg N2 O12'
_chemical_formula_weight         408.61

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'
Mg Mg 0.0486 0.0363 '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                   7.5814(2)
_cell_length_b                   7.6005(3)
_cell_length_c                   7.6221(3)
_cell_angle_alpha                88.9529(16)
_cell_angle_beta                 80.0769(13)
_cell_angle_gamma                88.2066(14)
_cell_volume                     432.38(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    4010
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      26.36

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_F_000             214
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.099
_exptl_absorpt_coefficient_mu    0.172
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7974
_exptl_absorpt_correction_T_max  0.8620
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.41
_diffrn_reflns_number            4730
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.681
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             1761
_reflns_number_gt                1584
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'APEX3 v2018.7--RC8 (Bruker AXS, 2018)'
_refine_special_details          
; 
  
All  H atoms were positioned geometrically and refined using a 
riding model with C---H = 0.95--0.99 Å and with Uiso(H) 
= 1.2 (1.5 for methyl groups) times Ueq(C). 
  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+0.2580P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1761
_refine_ls_number_parameters     185
_refine_ls_number_restraints     109
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1014
_refine_ls_wR_factor_gt          0.0986
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_restrained_S_all      1.136
_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
Mg1 Mg 0.500000 0.500000 0.000000 0.0249(2) Uani 1 2 d DS . P . .
O4 O 0.4802(2) 0.5084(2) 0.26931(18) 0.0442(4) Uani 1 1 d G . . . .
H4A H 0.552091 0.455707 0.328314 0.066 Uiso 1 1 d DG U . . .
H4B H 0.406524 0.564044 0.347173 0.066 Uiso 1 1 d DG U . . .
O5 O 0.22953(18) 0.5076(2) 0.0172(2) 0.0444(4) Uani 1 1 d G . . . .
H5A H 0.172085 0.546690 -0.062579 0.067 Uiso 1 1 d DG U . . .
H5B H 0.154113 0.447029 0.086716 0.067 Uiso 1 1 d DG U . . .
O6 O 0.5023(2) 0.22574(19) 0.0196(3) 0.0520(5) Uani 1 1 d G . . . .
H6A H 0.447108 0.157033 -0.037707 0.078 Uiso 1 1 d DG U . . .
H6B H 0.571701 0.157991 0.068365 0.078 Uiso 1 1 d DG U . . .
O2 O 0.95138(19) 0.3485(2) 0.22748(19) 0.0463(4) Uani 1 1 d . . . . .
O3 O 0.71064(19) 0.3315(2) 0.43630(19) 0.0460(4) Uani 1 1 d . . . . .
O1 O 1.2434(2) 0.0290(2) 0.9005(2) 0.0378(5) Uani 0.837(3) 1 d D . P A 1
N1 N 0.9886(3) 0.1106(3) 0.7986(3) 0.0346(5) Uani 0.837(3) 1 d D . P A 1
H1 H 0.928646 0.074209 0.898148 0.042 Uiso 0.837(3) 1 calc R U P A 1
C1 C 1.1731(4) 0.0947(3) 0.7741(3) 0.0309(5) Uani 0.837(3) 1 d D . P A 1
C2 C 1.2639(4) 0.1548(4) 0.6061(5) 0.0373(7) Uani 0.837(3) 1 d D . P A 1
H2 H 1.388314 0.146627 0.580483 0.045 Uiso 0.837(3) 1 calc R U P A 1
C3 C 1.1714(4) 0.2239(5) 0.4823(4) 0.0351(7) Uani 0.837(3) 1 d D . P A 1
H3 H 1.234208 0.262168 0.373355 0.042 Uiso 0.837(3) 1 calc R U P A 1
C4 C 0.9822(5) 0.2393(13) 0.5145(6) 0.0288(7) Uani 0.837(3) 1 d D . P A 1
C5 C 0.8966(4) 0.1797(4) 0.6758(4) 0.0324(6) Uani 0.837(3) 1 d D . P A 1
H5 H 0.772183 0.186910 0.701766 0.039 Uiso 0.837(3) 1 calc R U P A 1
O1' O 1.3979(12) 0.0352(12) 0.7546(13) 0.044(3) Uani 0.163(3) 1 d D . P A 2
N1' N 1.1020(16) 0.1462(18) 0.7700(14) 0.0346(5) Uani 0.163(3) 1 d D . P A 2
H1' H 1.075844 0.130311 0.883402 0.042 Uiso 0.163(3) 1 calc R U P A 2
C1' C 1.2732(15) 0.1009(18) 0.6775(17) 0.029(3) Uani 0.163(3) 1 d D . P A 2
C2' C 1.3051(15) 0.1207(19) 0.4926(18) 0.037(3) Uani 0.163(3) 1 d D . P A 2
H2' H 1.415114 0.082328 0.429200 0.044 Uiso 0.163(3) 1 calc R U P A 2
C3' C 1.1836(18) 0.193(3) 0.403(2) 0.041(4) Uani 0.163(3) 1 d D . P A 2
H3' H 1.211305 0.210255 0.280684 0.050 Uiso 0.163(3) 1 calc R U P A 2
C4' C 1.013(3) 0.242(7) 0.497(3) 0.0288(7) Uani 0.163(3) 1 d D . P A 2
C5' C 0.974(2) 0.218(2) 0.6742(19) 0.039(4) Uani 0.163(3) 1 d D . P A 2
H5' H 0.860787 0.248887 0.734421 0.047 Uiso 0.163(3) 1 calc R U P A 2
C6 C 0.8762(2) 0.3132(2) 0.3815(2) 0.0296(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
Mg1 O5 2.0312(13) . ?
Mg1 O5 2.0312(13) 2_665 ?
Mg1 O4 2.0343(13) 2_665 ?
Mg1 O4 2.0343(13) . ?
Mg1 O6 2.0869(15) . ?
Mg1 O6 2.0869(15) 2_665 ?
O4 H4A 0.8506 . ?
O4 H4B 0.8506 . ?
O5 H5A 0.8507 . ?
O5 H5B 0.8504 . ?
O6 H6A 0.8508 . ?
O6 H6B 0.8506 . ?
O2 C6 1.242(2) . ?
O3 C6 1.257(2) . ?
O1 C1 1.267(3) . ?
N1 C5 1.350(3) . ?
N1 C1 1.381(3) . ?
N1 H1 0.8600 . ?
C1 C2 1.420(4) . ?
C2 C3 1.358(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.414(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(4) . ?
C4 C6 1.490(4) . ?
C5 H5 0.9300 . ?
O1' C1' 1.281(8) . ?
N1' C5' 1.399(14) . ?
N1' C1' 1.402(13) . ?
N1' H1' 0.8600 . ?
C1' C2' 1.394(13) . ?
C2' C3' 1.336(13) . ?
C2' H2' 0.9300 . ?
C3' C4' 1.404(16) . ?
C3' H3' 0.9300 . ?
C4' C5' 1.346(17) . ?
C4' C6 1.55(2) . ?
C5' H5' 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
O5 Mg1 O5 180.0 . 2_665 ?
O5 Mg1 O4 87.90(6) . 2_665 ?
O5 Mg1 O4 92.10(6) 2_665 2_665 ?
O5 Mg1 O4 92.10(6) . . ?
O5 Mg1 O4 87.90(6) 2_665 . ?
O4 Mg1 O4 180.0 2_665 . ?
O5 Mg1 O6 90.82(7) . . ?
O5 Mg1 O6 89.18(7) 2_665 . ?
O4 Mg1 O6 91.43(7) 2_665 . ?
O4 Mg1 O6 88.57(7) . . ?
O5 Mg1 O6 89.18(7) . 2_665 ?
O5 Mg1 O6 90.82(7) 2_665 2_665 ?
O4 Mg1 O6 88.57(7) 2_665 2_665 ?
O4 Mg1 O6 91.43(7) . 2_665 ?
O6 Mg1 O6 180.0 . 2_665 ?
Mg1 O4 H4A 124.7 . . ?
Mg1 O4 H4B 130.7 . . ?
H4A O4 H4B 104.5 . . ?
Mg1 O5 H5A 126.0 . . ?
Mg1 O5 H5B 127.1 . . ?
H5A O5 H5B 104.5 . . ?
Mg1 O6 H6A 126.1 . . ?
Mg1 O6 H6B 128.4 . . ?
H6A O6 H6B 104.5 . . ?
C5 N1 C1 124.0(2) . . ?
C5 N1 H1 118.0 . . ?
C1 N1 H1 118.0 . . ?
O1 C1 N1 117.8(2) . . ?
O1 C1 C2 127.0(3) . . ?
N1 C1 C2 115.2(2) . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.9(3) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 116.7(3) . . ?
C5 C4 C6 119.9(3) . . ?
C3 C4 C6 123.4(3) . . ?
N1 C5 C4 121.4(3) . . ?
N1 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5' N1' C1' 118.7(10) . . ?
C5' N1' H1' 120.6 . . ?
C1' N1' H1' 120.6 . . ?
O1' C1' C2' 118.9(11) . . ?
O1' C1' N1' 122.8(12) . . ?
C2' C1' N1' 118.1(9) . . ?
C3' C2' C1' 122.4(12) . . ?
C3' C2' H2' 118.8 . . ?
C1' C2' H2' 118.8 . . ?
C2' C3' C4' 119.3(15) . . ?
C2' C3' H3' 120.4 . . ?
C4' C3' H3' 120.4 . . ?
C5' C4' C3' 120.1(17) . . ?
C5' C4' C6 123.7(14) . . ?
C3' C4' C6 116.0(14) . . ?
C4' C5' N1' 121.2(14) . . ?
C4' C5' H5' 119.4 . . ?
N1' C5' H5' 119.4 . . ?
O2 C6 O3 124.42(17) . . ?
O2 C6 C4 120.23(19) . . ?
O3 C6 C4 115.33(19) . . ?
O2 C6 C4' 111.0(7) . . ?
O3 C6 C4' 124.6(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 O1 179.4(2) . . . . ?
C5 N1 C1 C2 -0.9(4) . . . . ?
O1 C1 C2 C3 -179.6(3) . . . . ?
N1 C1 C2 C3 0.7(4) . . . . ?
C1 C2 C3 C4 0.0(7) . . . . ?
C2 C3 C4 C5 -0.6(10) . . . . ?
C2 C3 C4 C6 -179.6(5) . . . . ?
C1 N1 C5 C4 0.4(6) . . . . ?
C3 C4 C5 N1 0.4(10) . . . . ?
C6 C4 C5 N1 179.4(5) . . . . ?
C5' N1' C1' O1' 179.9(14) . . . . ?
C5' N1' C1' C2' -3(2) . . . . ?
O1' C1' C2' C3' -178.1(16) . . . . ?
N1' C1' C2' C3' 5(2) . . . . ?
C1' C2' C3' C4' -4(4) . . . . ?
C2' C3' C4' C5' 1(6) . . . . ?
C2' C3' C4' C6 -176(3) . . . . ?
C3' C4' C5' N1' 1(6) . . . . ?
C6 C4' C5' N1' 177(3) . . . . ?
C1' N1' C5' C4' 1(4) . . . . ?
C5 C4 C6 O2 -171.6(5) . . . . ?
C3 C4 C6 O2 7.4(10) . . . . ?
C5 C4 C6 O3 6.8(9) . . . . ?
C3 C4 C6 O3 -174.2(6) . . . . ?
C5' C4' C6 O2 170(4) . . . . ?
C3' C4' C6 O2 -14(5) . . . . ?
C5' C4' C6 O3 -11(6) . . . . ?
C3' C4' C6 O3 166(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1^a H1^a O1^a 0.86 2.00 2.848(3) 168.7 2_757 yes
C2'^b H2'^b O1'^b 0.93 2.01 2.911(17) 161.9 2_856 yes

_refine_diff_density_max         0.182
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.043

