# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

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

data_nks-ckj-880_auto
_database_code_depnum_ccdc_archive 'CCDC 2329470'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Science NISER Bhubaneswar, Jatni, Khurda, Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2023-06-29
_audit_creation_method           
;
Olex2 1.5-alpha
(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         'C11 H11 N O4'
_chemical_formula_sum            'C11 H11 N O4'
_chemical_formula_weight         221.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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'

_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                   13.3680(14)
_cell_length_b                   4.2874(5)
_cell_length_c                   19.184(2)
_cell_angle_alpha                90
_cell_angle_beta                 110.238(13)
_cell_angle_gamma                90
_cell_volume                     1031.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3149
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.8720
_cell_measurement_theta_min      4.2220
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   0.999
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0757
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.789
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            6699
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.789
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.119
_diffrn_reflns_theta_min         3.248
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.789
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  31.00   0.50   75.11    --    3.20 -84.00 -41.00   76
  2  ω    -14.00  11.00   0.50   75.11    --   -3.98 -84.00 -41.00   50
  3  ω    -19.00  21.00   0.50   75.11    --   -3.98  77.00 150.00   80
  4  ω    -42.00  -4.00   0.50   75.11    --   -3.98 -77.00-120.00   76
  5  ω    -14.00  31.00   0.50   75.11    --   -3.98 -99.00 -60.00   90
  6  ω    -24.00  18.00   0.50   75.11    --   -3.98  77.00-180.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0283815000
_diffrn_orient_matrix_UB_12      -0.0840295000
_diffrn_orient_matrix_UB_13      -0.0327046000
_diffrn_orient_matrix_UB_21      0.0451387000
_diffrn_orient_matrix_UB_22      0.0066215000
_diffrn_orient_matrix_UB_23      -0.0113654000
_diffrn_orient_matrix_UB_31      0.0188433000
_diffrn_orient_matrix_UB_32      -0.1421660000
_diffrn_orient_matrix_UB_33      0.0188582000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1632
_reflns_number_total             2388
_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       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1037
_refine_ls_R_factor_gt           0.0701
_refine_ls_restrained_S_all      1.008
_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)+(0.1301P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1816
_refine_ls_wR_factor_ref         0.2031
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C5(H5), C4(H4), C7(H7), C6(H6)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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
O4 O 0.62955(12) 0.4439(4) 0.36923(8) 0.0259(4) Uani 1 1 d . . . . .
O1 O 0.17785(13) 0.3805(4) 0.27876(9) 0.0335(5) Uani 1 1 d . . . . .
O3 O 0.48033(15) 0.1866(4) 0.30206(10) 0.0352(5) Uani 1 1 d . . . . .
O2 O 0.51981(14) 0.7474(5) 0.44086(10) 0.0383(5) Uani 1 1 d . . . . .
N1 N 0.36417(15) 0.5257(5) 0.36346(10) 0.0250(5) Uani 1 1 d . . . . .
H1 H 0.342751 0.385827 0.327783 0.030 Uiso 1 1 calc R U . . .
C8 C 0.47111(19) 0.5728(6) 0.39075(12) 0.0246(5) Uani 1 1 d . . . . .
C9 C 0.52681(18) 0.3765(5) 0.34816(12) 0.0242(5) Uani 1 1 d . . . . .
C1 C 0.17787(19) 0.5638(6) 0.32961(12) 0.0256(5) Uani 1 1 d . . . . .
C2 C 0.28259(18) 0.6624(6) 0.38261(12) 0.0229(5) Uani 1 1 d . . . . .
C3 C 0.30461(19) 0.8550(6) 0.44344(12) 0.0246(5) Uani 1 1 d . . . . .
H3 H 0.378266 0.886470 0.470345 0.030 Uiso 1 1 calc R U . . .
C11 C 0.8024(2) 0.3929(6) 0.35935(14) 0.0314(6) Uani 1 1 d . . . . .
H11A H 0.844492 0.285559 0.333736 0.047 Uiso 1 1 calc R U . . .
H11B H 0.833283 0.351693 0.412808 0.047 Uiso 1 1 calc R U . . .
H11C H 0.803198 0.617904 0.350489 0.047 Uiso 1 1 calc R U . . .
C10 C 0.6894(2) 0.2758(6) 0.33021(14) 0.0297(6) Uani 1 1 d . . . . .
H10A H 0.657714 0.313709 0.276071 0.036 Uiso 1 1 calc R U . . .
H10B H 0.687606 0.048808 0.339205 0.036 Uiso 1 1 calc R U . . .
C5 C 0.1258(2) 1.0187(6) 0.44668(14) 0.0305(6) Uani 1 1 d . . . . .
H5 H 0.093337 1.139804 0.474496 0.037 Uiso 1 1 calc R U . . .
C4 C 0.23423(19) 1.0138(6) 0.47213(12) 0.0280(6) Uani 1 1 d . . . . .
H4 H 0.267709 1.134517 0.515491 0.034 Uiso 1 1 calc R U . . .
C7 C 0.0779(2) 0.6729(6) 0.33379(14) 0.0300(6) Uani 1 1 d . . . . .
H7 H 0.016620 0.598424 0.295114 0.036 Uiso 1 1 calc R U . . .
C6 C 0.0559(2) 0.8637(6) 0.38339(14) 0.0313(6) Uani 1 1 d . . . . .
H6 H -0.017841 0.898120 0.374081 0.038 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C9 1.323(3) . ?
O4 C10 1.461(3) . ?
O1 C1 1.253(3) . ?
O3 C9 1.204(3) . ?
O2 C8 1.214(3) . ?
N1 H1 0.8800 . ?
N1 C8 1.357(3) . ?
N1 C2 1.395(3) . ?
C8 C9 1.533(3) . ?
C1 C2 1.479(3) . ?
C1 C7 1.445(4) . ?
C2 C3 1.376(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.418(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C10 1.505(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C5 H5 0.9500 . ?
C5 C4 1.360(4) . ?
C5 C6 1.416(4) . ?
C4 H4 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.362(4) . ?
C6 H6 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
C9 O4 C10 115.49(18) . . ?
C8 N1 H1 114.7 . . ?
C8 N1 C2 130.6(2) . . ?
C2 N1 H1 114.7 . . ?
O2 C8 N1 127.0(2) . . ?
O2 C8 C9 122.3(2) . . ?
N1 C8 C9 110.71(19) . . ?
O4 C9 C8 111.19(19) . . ?
O3 C9 O4 126.1(2) . . ?
O3 C9 C8 122.7(2) . . ?
O1 C1 C2 117.4(2) . . ?
O1 C1 C7 119.7(2) . . ?
C7 C1 C2 122.9(2) . . ?
N1 C2 C1 109.8(2) . . ?
C3 C2 N1 121.2(2) . . ?
C3 C2 C1 128.9(2) . . ?
C2 C3 H3 115.0 . . ?
C2 C3 C4 129.9(2) . . ?
C4 C3 H3 115.0 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
O4 C10 C11 107.61(19) . . ?
O4 C10 H10A 110.2 . . ?
O4 C10 H10B 110.2 . . ?
C11 C10 H10A 110.2 . . ?
C11 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
C4 C5 H5 116.3 . . ?
C4 C5 C6 127.3(3) . . ?
C6 C5 H5 116.3 . . ?
C3 C4 H4 115.3 . . ?
C5 C4 C3 129.5(2) . . ?
C5 C4 H4 115.3 . . ?
C1 C7 H7 114.3 . . ?
C6 C7 C1 131.4(2) . . ?
C6 C7 H7 114.3 . . ?
C5 C6 H6 115.0 . . ?
C7 C6 C5 130.0(2) . . ?
C7 C6 H6 115.0 . . ?

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
O1 C1 C2 N1 0.6(3) . . . . ?
O1 C1 C2 C3 -178.7(2) . . . . ?
O1 C1 C7 C6 178.4(3) . . . . ?
O2 C8 C9 O4 -5.1(3) . . . . ?
O2 C8 C9 O3 174.6(2) . . . . ?
N1 C8 C9 O4 173.67(18) . . . . ?
N1 C8 C9 O3 -6.6(3) . . . . ?
N1 C2 C3 C4 -179.7(2) . . . . ?
C8 N1 C2 C1 172.3(2) . . . . ?
C8 N1 C2 C3 -8.3(4) . . . . ?
C9 O4 C10 C11 177.64(19) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C1 C7 C6 C5 0.8(5) . . . . ?
C2 N1 C8 O2 1.7(4) . . . . ?
C2 N1 C8 C9 -177.0(2) . . . . ?
C2 C1 C7 C6 -2.6(4) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C10 O4 C9 O3 2.1(3) . . . . ?
C10 O4 C9 C8 -178.19(18) . . . . ?
C4 C5 C6 C7 0.9(5) . . . . ?
C7 C1 C2 N1 -178.5(2) . . . . ?
C7 C1 C2 C3 2.2(4) . . . . ?
C6 C5 C4 C3 -0.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.087
_oxdiff_exptl_absorpt_empirical_full_min 0.517
####################################################################### 
# 
# 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_nks-ckj-420(a)
_database_code_depnum_ccdc_archive 'CCDC 2329472'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Science NISER Bhubaneswar, Jatni, Khurda, Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2021-12-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H16 N2 O3'
_chemical_formula_sum            'C17 H16 N2 O3'
_chemical_formula_weight         296.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C68 H64 N8 O12 '
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'

_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                   13.8803(10)
_cell_length_b                   13.7121(9)
_cell_length_c                   8.2130(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.208(7)
_cell_angle_gamma                90
_cell_volume                     1515.35(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4711
_cell_measurement_temperature    248(50)
_cell_measurement_theta_max      30.0990
_cell_measurement_theta_min      3.7440
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   0.999
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.819
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14346
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.819
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.132
_diffrn_reflns_theta_min         3.335
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      248(50)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.819
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00   7.00   0.50   31.67    --    3.35 -36.00 -75.00  134
  2  ω      0.00  70.00   0.50   31.67    --    3.35  36.00  80.00  140
  3  ω    -17.00  19.00   0.50   31.67    --   -3.98  77.00 -60.00   72
  4  ω     -6.00  27.00   0.50   31.67    --   -3.98 -99.00 -30.00   66
  5  ω    -25.00   2.00   0.50   31.67    --   -3.98  77.00  90.00   54
  6  ω    -23.00   5.00   0.50   31.67    --   -3.98  77.00-120.00   56
  7  ω    -27.00  18.00   0.50   31.67    --   -3.98  77.00 150.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0367950000
_diffrn_orient_matrix_UB_12      -0.0237283000
_diffrn_orient_matrix_UB_13      0.0322425000
_diffrn_orient_matrix_UB_21      0.0335431000
_diffrn_orient_matrix_UB_22      -0.0023585000
_diffrn_orient_matrix_UB_23      0.0804144000
_diffrn_orient_matrix_UB_31      -0.0173096000
_diffrn_orient_matrix_UB_32      0.0458955000
_diffrn_orient_matrix_UB_33      0.0207847000
_diffrn_oxdiff_digest_frames     
;
01e3172aa315766ee2e3e380e12caae8fa00025c825
;
_diffrn_oxdiff_digest_hkl        
;
01c26d0cd56c4973b969add3ae14b3357bfb6b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2428
_reflns_number_total             3667
_reflns_odcompleteness_completeness 99.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3667
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.045
_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)+(0.0533P)²+0.1540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1252
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C3(H3), C17(H17), C13(H13), C5(H5), C4(H4), C14(H14),
 C15(H15), C16(H16), C7(H7), 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
O1 O 0.64260(8) 0.63379(8) 0.87355(12) 0.0687(3) Uani 1 1 d . . . . .
O2 O 0.57267(8) 0.63220(9) 0.27162(12) 0.0680(3) Uani 1 1 d . . . . .
N1 N 0.62027(8) 0.63381(8) 0.55835(13) 0.0501(3) Uani 1 1 d . . . . .
H1 H 0.673215 0.638002 0.638551 0.060 Uiso 1 1 calc R . . . .
N2 N 0.76713(8) 0.64212(8) 0.25844(14) 0.0528(3) Uani 1 1 d . . . . .
H2 H 0.719730 0.635541 0.169399 0.063 Uiso 1 1 calc R . . . .
O3 O 0.80830(8) 0.63660(10) 0.54260(14) 0.0810(4) Uani 1 1 d . . . . .
C2 C 0.53246(9) 0.62789(9) 0.60950(15) 0.0444(3) Uani 1 1 d . . . . .
C8 C 0.63577(10) 0.63403(9) 0.40206(16) 0.0486(3) Uani 1 1 d . . . . .
C1 C 0.55412(10) 0.62709(9) 0.79383(16) 0.0499(3) Uani 1 1 d . . . . .
C9 C 0.74713(10) 0.63767(10) 0.40787(17) 0.0524(3) Uani 1 1 d . . . . .
C12 C 0.88675(9) 0.50002(10) 0.09235(16) 0.0514(3) Uani 1 1 d . . . . .
C3 C 0.44242(10) 0.62343(11) 0.49753(18) 0.0575(4) Uani 1 1 d . . . . .
H3 H 0.444611 0.626648 0.385388 0.069 Uiso 1 1 calc R . . . .
C10 C 0.86825(11) 0.65800(11) 0.2426(2) 0.0622(4) Uani 1 1 d . . . . .
H10A H 0.914581 0.632630 0.341823 0.075 Uiso 1 1 calc R . . . .
H10B H 0.879956 0.727536 0.237434 0.075 Uiso 1 1 calc R . . . .
C17 C 0.82751(11) 0.44772(11) -0.0378(2) 0.0639(4) Uani 1 1 d . . . . .
H17 H 0.787798 0.480701 -0.128848 0.077 Uiso 1 1 calc R . . . .
C13 C 0.94568(11) 0.44789(11) 0.22451(19) 0.0643(4) Uani 1 1 d . . . . .
H13 H 0.987368 0.481450 0.312645 0.077 Uiso 1 1 calc R . . . .
C11 C 0.88820(11) 0.60958(10) 0.0881(2) 0.0617(4) Uani 1 1 d . . . . .
H11A H 0.838653 0.631645 -0.009967 0.074 Uiso 1 1 calc R . . . .
H11B H 0.952645 0.630807 0.075494 0.074 Uiso 1 1 calc R . . . .
C5 C 0.31737(12) 0.60877(12) 0.6689(2) 0.0684(4) Uani 1 1 d . . . . .
H5 H 0.249505 0.602929 0.659811 0.082 Uiso 1 1 calc R . . . .
C4 C 0.34582(11) 0.61467(12) 0.5242(2) 0.0674(4) Uani 1 1 d . . . . .
H4 H 0.294455 0.612701 0.427197 0.081 Uiso 1 1 calc R . . . .
C14 C 0.94384(13) 0.34819(12) 0.2281(2) 0.0722(5) Uani 1 1 d . . . . .
H14 H 0.983165 0.314748 0.318936 0.087 Uiso 1 1 calc R . . . .
C15 C 0.88416(13) 0.29763(12) 0.0981(2) 0.0744(5) Uani 1 1 d . . . . .
H15 H 0.882986 0.229831 0.100268 0.089 Uiso 1 1 calc R . . . .
C16 C 0.82636(13) 0.34699(12) -0.0348(2) 0.0751(5) Uani 1 1 d . . . . .
H16 H 0.786098 0.312713 -0.123608 0.090 Uiso 1 1 calc R . . . .
C7 C 0.47807(13) 0.61848(13) 0.88297(19) 0.0723(5) Uani 1 1 d . . . . .
H7 H 0.501767 0.618383 0.999170 0.087 Uiso 1 1 calc R . . . .
C6 C 0.37828(13) 0.61046(13) 0.8301(2) 0.0765(5) Uani 1 1 d . . . . .
H6 H 0.345219 0.605247 0.915485 0.092 Uiso 1 1 calc R . . . .


_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
O1 C1 1.2453(17) . ?
O2 C8 1.2061(16) . ?
N1 C2 1.3856(16) . ?
N1 C8 1.3526(16) . ?
N2 C9 1.3244(17) . ?
N2 C10 1.4572(17) . ?
O3 C9 1.2184(17) . ?
C2 C1 1.4694(17) . ?
C2 C3 1.3591(19) . ?
C8 C9 1.5356(19) . ?
C1 C7 1.430(2) . ?
C12 C17 1.379(2) . ?
C12 C13 1.386(2) . ?
C12 C11 1.503(2) . ?
C3 C4 1.416(2) . ?
C10 C11 1.517(2) . ?
C17 C16 1.382(2) . ?
C13 C14 1.368(2) . ?
C5 C4 1.343(2) . ?
C5 C6 1.386(2) . ?
C14 C15 1.369(2) . ?
C15 C16 1.365(2) . ?
C7 C6 1.351(2) . ?

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
C8 N1 C2 130.12(11) . . ?
C9 N2 C10 120.99(13) . . ?
N1 C2 C1 109.87(11) . . ?
C3 C2 N1 121.92(11) . . ?
C3 C2 C1 128.20(12) . . ?
O2 C8 N1 126.36(13) . . ?
O2 C8 C9 122.29(12) . . ?
N1 C8 C9 111.34(11) . . ?
O1 C1 C2 117.86(12) . . ?
O1 C1 C7 119.59(13) . . ?
C7 C1 C2 122.56(13) . . ?
N2 C9 C8 114.27(12) . . ?
O3 C9 N2 125.76(13) . . ?
O3 C9 C8 119.97(12) . . ?
C17 C12 C13 117.63(14) . . ?
C17 C12 C11 120.69(14) . . ?
C13 C12 C11 121.66(14) . . ?
C2 C3 C4 130.37(14) . . ?
N2 C10 C11 112.75(12) . . ?
C12 C17 C16 120.88(15) . . ?
C14 C13 C12 121.44(15) . . ?
C12 C11 C10 114.30(12) . . ?
C4 C5 C6 126.99(15) . . ?
C5 C4 C3 129.58(15) . . ?
C13 C14 C15 120.03(16) . . ?
C16 C15 C14 119.81(16) . . ?
C15 C16 C17 120.19(16) . . ?
C6 C7 C1 132.09(15) . . ?
C7 C6 C5 130.20(15) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.513
_oxdiff_exptl_absorpt_empirical_full_min 0.718
####################################################################### 
# 
# 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_nks_ckj_214
_database_code_depnum_ccdc_archive 'CCDC 2329471'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Science NISER Bhubaneswar, Jatni, Khurda, Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2021-06-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H14 N2 O3'
_chemical_formula_sum            'C10 H22 N2 O7'
_chemical_formula_weight         282.29
_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'
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                   12.9666(11)
_cell_length_b                   13.3233(10)
_cell_length_c                   8.2903(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.069(8)
_cell_angle_gamma                90
_cell_volume                     1400.56(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4767
_cell_measurement_temperature    292(3)
_cell_measurement_theta_max      30.4250
_cell_measurement_theta_min      3.9400
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46368
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.021
_exptl_crystal_size_mid          0.012
_exptl_crystal_size_min          0.001
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12306
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_min         3.455
_diffrn_ambient_temperature      292(3)
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00  66.00   0.50   85.00    --   -3.82   3.00  90.00  206
  2  ω    -60.00 -26.00   0.50   85.00    --   -3.82  -3.00 -87.00   68
  3  ω     14.00  39.00   0.50   85.00    --    3.51 -99.00-150.00   50
  4  ω    -19.00  32.00   0.50   85.00    --   -3.82 -99.00 -90.00  102
  5  ω    -63.00   0.00   0.50   85.00    --   -3.82 -38.00-120.00  126
  6  ω    -20.00   5.00   0.50   85.00    --   -3.82 -99.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2181
_reflns_number_total             2846
_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       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.791
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2846
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      0.791
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1687
_refine_ls_wR_factor_ref         0.1942
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C6(H6), C12(H12), C16(H16), C14(H14), C13(H13), C5(H5),
 C15(H15), C2(H2A), C4(H4), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.89458(11) 0.13720(9) 0.02302(16) 0.0504(4) Uani 1 1 d . . . . .
H1 H 0.836735 0.138493 -0.050030 0.060 Uiso 1 1 calc R . . . .
O2 O 0.95373(10) 0.14633(9) 0.30146(14) 0.0634(4) Uani 1 1 d . . . . .
N2 N 0.75386(11) 0.13680(9) 0.34721(19) 0.0548(4) Uani 1 1 d . . . . .
H2 H 0.808720 0.140390 0.425879 0.066 Uiso 1 1 calc R . . . .
O3 O 0.69681(10) 0.14112(10) 0.07056(18) 0.0737(4) Uani 1 1 d . . . . .
C8 C 0.88284(12) 0.14192(10) 0.17977(19) 0.0470(4) Uani 1 1 d . . . . .
C9 C 0.76658(12) 0.14025(10) 0.1933(2) 0.0509(4) Uani 1 1 d . . . . .
O1 O 0.86436(12) 0.12071(10) -0.28792(16) 0.0724(4) Uani 1 1 d . . . . .
C7 C 0.98589(13) 0.13054(9) -0.03980(19) 0.0467(4) Uani 1 1 d . . . . .
C11 C 0.61526(11) 0.01920(11) 0.3891(2) 0.0536(4) Uani 1 1 d . . . . .
C1 C 0.95934(15) 0.12051(10) -0.2187(2) 0.0550(4) Uani 1 1 d . . . . .
C10 C 0.65041(14) 0.12713(12) 0.3891(3) 0.0641(5) Uani 1 1 d . . . . .
H10A H 0.599104 0.164798 0.310124 0.077 Uiso 1 1 calc R . . . .
H10B H 0.653083 0.155871 0.497387 0.077 Uiso 1 1 calc R . . . .
C6 C 1.08322(15) 0.13247(12) 0.0606(2) 0.0618(5) Uani 1 1 d . . . . .
H6 H 1.083281 0.139495 0.172193 0.074 Uiso 1 1 calc R . . . .
C12 C 0.65736(13) -0.04293(12) 0.5190(2) 0.0622(5) Uani 1 1 d . . . . .
H12 H 0.706394 -0.017473 0.607775 0.075 Uiso 1 1 calc R . . . .
C16 C 0.54215(13) -0.02082(14) 0.2604(2) 0.0669(5) Uani 1 1 d . . . . .
H16 H 0.512218 0.019631 0.171430 0.080 Uiso 1 1 calc R . . . .
C14 C 0.55562(16) -0.18042(14) 0.3915(3) 0.0756(6) Uani 1 1 d . . . . .
H14 H 0.535614 -0.247397 0.392840 0.091 Uiso 1 1 calc R . . . .
C13 C 0.62792(17) -0.14197(13) 0.5194(3) 0.0732(6) Uani 1 1 d . . . . .
H13 H 0.657649 -0.183005 0.607630 0.088 Uiso 1 1 calc R . . . .
C5 C 1.18441(17) 0.12554(16) 0.0229(3) 0.0807(6) Uani 1 1 d . . . . .
H5 H 1.240461 0.126774 0.113573 0.097 Uiso 1 1 calc R . . . .
C15 C 0.51274(16) -0.12095(16) 0.2621(3) 0.0770(6) Uani 1 1 d . . . . .
H15 H 0.463543 -0.147272 0.174427 0.092 Uiso 1 1 calc R . . . .
C2 C 1.0382(2) 0.11206(15) -0.3161(2) 0.0762(6) Uani 1 1 d . . . . .
H2A H 1.010552 0.105715 -0.428584 0.091 Uiso 1 1 calc R . . . .
C4 C 1.21189(18) 0.11741(15) -0.1250(3) 0.0808(7) Uani 1 1 d . . . . .
H4 H 1.283693 0.115615 -0.124192 0.097 Uiso 1 1 calc R . . . .
C3 C 1.1442(2) 0.11148(14) -0.2771(3) 0.0812(7) Uani 1 1 d . . . . .
H3 H 1.176938 0.106291 -0.366414 0.097 Uiso 1 1 calc R . . . .


_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 C8 1.341(2) . ?
N1 C7 1.392(2) . ?
O2 C8 1.2159(18) . ?
N2 C9 1.321(2) . ?
N2 C10 1.460(2) . ?
O3 C9 1.212(2) . ?
C8 C9 1.535(2) . ?
O1 C1 1.245(2) . ?
C7 C1 1.457(2) . ?
C7 C6 1.359(2) . ?
C11 C10 1.509(2) . ?
C11 C12 1.378(3) . ?
C11 C16 1.378(3) . ?
C1 C2 1.434(3) . ?
C6 C5 1.414(3) . ?
C12 C13 1.374(2) . ?
C16 C15 1.388(3) . ?
C14 C13 1.360(3) . ?
C14 C15 1.356(3) . ?
C5 C4 1.351(4) . ?
C2 C3 1.344(3) . ?
C4 C3 1.380(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C7 130.02(14) . . ?
C9 N2 C10 122.63(16) . . ?
N1 C8 C9 112.46(13) . . ?
O2 C8 N1 125.95(15) . . ?
O2 C8 C9 121.59(15) . . ?
N2 C9 C8 113.19(14) . . ?
O3 C9 N2 126.09(16) . . ?
O3 C9 C8 120.72(16) . . ?
N1 C7 C1 110.37(14) . . ?
C6 C7 N1 121.56(16) . . ?
C6 C7 C1 128.07(17) . . ?
C12 C11 C10 120.16(16) . . ?
C12 C11 C16 117.98(16) . . ?
C16 C11 C10 121.85(16) . . ?
O1 C1 C7 118.01(16) . . ?
O1 C1 C2 119.56(17) . . ?
C2 C1 C7 122.43(17) . . ?
N2 C10 C11 112.13(12) . . ?
C7 C6 C5 130.5(2) . . ?
C13 C12 C11 120.92(17) . . ?
C11 C16 C15 120.63(18) . . ?
C15 C14 C13 119.89(18) . . ?
C14 C13 C12 120.45(19) . . ?
C4 C5 C6 129.7(2) . . ?
C14 C15 C16 120.13(18) . . ?
C3 C2 C1 132.7(2) . . ?
C5 C4 C3 126.6(2) . . ?
C2 C3 C4 130.0(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_nks-ckj-999_auto
_database_code_depnum_ccdc_archive 'CCDC 2329473'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Science NISER Bhubaneswar, Jatni, Khurda, Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2023-06-28
_audit_creation_method           
;
Olex2 1.5-alpha
(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         '0.182(C12 H12 N2 O5)'
_chemical_formula_sum            'C2.18 H2.18 N0.36 O0.91'
_chemical_formula_weight         48.04
_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'
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      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                   8.1779(9)
_cell_length_b                   9.0116(6)
_cell_length_c                   10.0761(8)
_cell_angle_alpha                113.570(7)
_cell_angle_beta                 95.895(8)
_cell_angle_gamma                112.019(9)
_cell_volume                     602.44(10)
_cell_formula_units_Z            11
_cell_measurement_reflns_used    3146
_cell_measurement_temperature    205(6)
_cell_measurement_theta_max      27.9960
_cell_measurement_theta_min      4.0910
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   0.999
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.798
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10853
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.798
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.469
_diffrn_reflns_theta_min         3.406
_diffrn_ambient_temperature      205.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.798
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     11.00  59.00   0.50    0.50    --    3.51-134.00-128.00   96
  2  ω     11.00  60.00   0.50    0.50    --    3.51-135.00  52.00   98
  3  ω      0.00  70.00   0.50    0.50    --    3.51  37.00 120.00  140
  4  ω     -8.00  66.00   0.50    0.50    --    3.51  57.00 -60.00  148
  5  ω    -42.00  19.00   0.50    0.50    --   -4.14 -77.00-120.00  122
  6  ω    -27.00  21.00   0.50    0.50    --   -4.14  77.00   0.00   96
  7  ω    -15.00  29.00   0.50    0.50    --   -4.14 -99.00 150.00   88
  8  ω    -18.00  21.00   0.50    0.50    --   -4.14  77.00 150.00   78
  9  ω    -42.00  19.00   0.50    0.50    --   -4.14 -77.00  30.00  122
 10  ω    -16.00  59.00   0.50    0.50    --   -4.14  57.00-150.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1937
_reflns_number_total             2925
_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       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2925
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0499
_refine_ls_restrained_S_all      1.033
_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)+(0.0686P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1214
_refine_ls_wR_factor_ref         0.1371
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C3(H3), C7(H7), C5(H5), C4(H4), C6(H6)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O5 O 0.13561(18) 0.89379(16) 0.00593(13) 0.0527(3) Uani 1 1 d . . . . .
O3 O 0.02685(18) 0.53166(15) 0.26671(14) 0.0557(4) Uani 1 1 d . . . . .
O2 O 0.43558(19) 0.84357(16) 0.56307(14) 0.0585(4) Uani 1 1 d . . . . .
O1 O 0.07505(19) 0.22113(15) 0.44184(14) 0.0580(4) Uani 1 1 d . . . . .
O4 O 0.3363(2) 0.8029(2) 0.06851(16) 0.0649(4) Uani 1 1 d . . . . .
N1 N 0.24103(19) 0.54816(16) 0.49622(14) 0.0406(3) Uani 1 1 d . . . . .
H1 H 0.134024 0.460814 0.433476 0.049 Uiso 1 1 calc R U . . .
N2 N 0.2212(2) 0.82123(18) 0.32536(15) 0.0456(4) Uani 1 1 d . . . . .
H2 H 0.324964 0.915953 0.386449 0.055 Uiso 1 1 calc R U . . .
C11 C 0.2119(2) 0.8387(2) 0.08791(18) 0.0424(4) Uani 1 1 d . . . . .
C9 C 0.1659(2) 0.6743(2) 0.34531(18) 0.0398(4) Uani 1 1 d . . . . .
C2 C 0.3251(2) 0.5072(2) 0.59466(16) 0.0371(4) Uani 1 1 d . . . . .
C1 C 0.2146(2) 0.3145(2) 0.55389(18) 0.0408(4) Uani 1 1 d . . . . .
C8 C 0.2976(2) 0.7006(2) 0.48175(17) 0.0395(4) Uani 1 1 d . . . . .
C3 C 0.4866(3) 0.6333(2) 0.70685(18) 0.0459(4) Uani 1 1 d . . . . .
H3 H 0.533046 0.750228 0.715167 0.055 Uiso 1 1 calc R U . . .
C7 C 0.2615(3) 0.2319(2) 0.63802(19) 0.0473(4) Uani 1 1 d . . . . .
H7 H 0.174947 0.110670 0.604166 0.057 Uiso 1 1 calc R U . . .
C5 C 0.5622(3) 0.4704(2) 0.83557(18) 0.0502(4) Uani 1 1 d . . . . .
H5 H 0.652585 0.486597 0.912789 0.060 Uiso 1 1 calc R U . . .
C10 C 0.1165(3) 0.8297(2) 0.2071(2) 0.0498(4) Uani 1 1 d . . . . .
H10A H 0.095812 0.937218 0.252169 0.060 Uiso 1 1 calc R U . . .
H10B H -0.004482 0.722022 0.158631 0.060 Uiso 1 1 calc R U . . .
C4 C 0.5956(3) 0.6159(2) 0.81292(19) 0.0513(5) Uani 1 1 d . . . . .
H4 H 0.707194 0.720388 0.876718 0.062 Uiso 1 1 calc R U . . .
C6 C 0.4078(3) 0.2977(3) 0.7570(2) 0.0514(4) Uani 1 1 d . . . . .
H6 H 0.406196 0.215597 0.792746 0.062 Uiso 1 1 calc R U . . .
C12 C 0.2096(3) 0.9030(3) -0.1166(2) 0.0607(5) Uani 1 1 d . . . . .
H12A H 0.206702 0.787328 -0.179981 0.091 Uiso 1 1 calc R U . . .
H12B H 0.336108 0.998427 -0.074978 0.091 Uiso 1 1 calc R U . . .
H12C H 0.135627 0.929425 -0.176959 0.091 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
O5 C11 1.3312(19) . ?
O5 C12 1.448(2) . ?
O3 C9 1.216(2) . ?
O2 C8 1.2164(19) . ?
O1 C1 1.241(2) . ?
O4 C11 1.189(2) . ?
N1 H1 0.8700 . ?
N1 C2 1.3910(19) . ?
N1 C8 1.3492(19) . ?
N2 H2 0.8700 . ?
N2 C9 1.3347(19) . ?
N2 C10 1.439(2) . ?
C11 C10 1.511(2) . ?
C9 C8 1.533(2) . ?
C2 C1 1.476(2) . ?
C2 C3 1.362(2) . ?
C1 C7 1.439(2) . ?
C3 H3 0.9400 . ?
C3 C4 1.416(2) . ?
C7 H7 0.9400 . ?
C7 C6 1.351(2) . ?
C5 H5 0.9400 . ?
C5 C4 1.352(2) . ?
C5 C6 1.407(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C4 H4 0.9400 . ?
C6 H6 0.9400 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O5 C12 115.67(15) . . ?
C2 N1 H1 114.6 . . ?
C8 N1 H1 114.6 . . ?
C8 N1 C2 130.80(13) . . ?
C9 N2 H2 118.6 . . ?
C9 N2 C10 122.80(14) . . ?
C10 N2 H2 118.6 . . ?
O5 C11 C10 109.57(15) . . ?
O4 C11 O5 124.32(16) . . ?
O4 C11 C10 126.11(15) . . ?
O3 C9 N2 125.62(15) . . ?
O3 C9 C8 121.34(14) . . ?
N2 C9 C8 113.04(14) . . ?
N1 C2 C1 109.46(13) . . ?
C3 C2 N1 121.92(13) . . ?
C3 C2 C1 128.61(14) . . ?
O1 C1 C2 117.74(14) . . ?
O1 C1 C7 119.26(14) . . ?
C7 C1 C2 123.00(15) . . ?
O2 C8 N1 126.27(15) . . ?
O2 C8 C9 122.10(14) . . ?
N1 C8 C9 111.63(13) . . ?
C2 C3 H3 115.0 . . ?
C2 C3 C4 130.09(15) . . ?
C4 C3 H3 115.0 . . ?
C1 C7 H7 114.3 . . ?
C6 C7 C1 131.46(16) . . ?
C6 C7 H7 114.3 . . ?
C4 C5 H5 116.2 . . ?
C4 C5 C6 127.56(17) . . ?
C6 C5 H5 116.2 . . ?
N2 C10 C11 112.67(15) . . ?
N2 C10 H10A 109.1 . . ?
N2 C10 H10B 109.1 . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C3 C4 H4 115.4 . . ?
C5 C4 C3 129.26(17) . . ?
C5 C4 H4 115.4 . . ?
C7 C6 C5 129.79(16) . . ?
C7 C6 H6 115.1 . . ?
C5 C6 H6 115.1 . . ?
O5 C12 H12A 109.5 . . ?
O5 C12 H12B 109.5 . . ?
O5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
O5 C11 C10 N2 -163.73(13) . . . . ?
O3 C9 C8 O2 -178.65(16) . . . . ?
O3 C9 C8 N1 1.9(2) . . . . ?
O1 C1 C7 C6 175.97(18) . . . . ?
O4 C11 C10 N2 16.2(2) . . . . ?
N1 C2 C1 O1 2.2(2) . . . . ?
N1 C2 C1 C7 -177.63(15) . . . . ?
N1 C2 C3 C4 -177.22(16) . . . . ?
N2 C9 C8 O2 1.3(2) . . . . ?
N2 C9 C8 N1 -178.15(13) . . . . ?
C9 N2 C10 C11 -112.34(18) . . . . ?
C2 N1 C8 O2 -5.3(3) . . . . ?
C2 N1 C8 C9 174.11(14) . . . . ?
C2 C1 C7 C6 -4.2(3) . . . . ?
C2 C3 C4 C5 -3.9(3) . . . . ?
C1 C2 C3 C4 1.5(3) . . . . ?
C1 C7 C6 C5 -0.4(3) . . . . ?
C8 N1 C2 C1 -174.18(15) . . . . ?
C8 N1 C2 C3 4.7(3) . . . . ?
C3 C2 C1 O1 -176.59(17) . . . . ?
C3 C2 C1 C7 3.5(3) . . . . ?
C10 N2 C9 O3 1.8(3) . . . . ?
C10 N2 C9 C8 -178.12(14) . . . . ?
C4 C5 C6 C7 3.2(3) . . . . ?
C6 C5 C4 C3 0.2(3) . . . . ?
C12 O5 C11 O4 2.0(2) . . . . ?
C12 O5 C11 C10 -178.02(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_nks-ckj-1030a_auto
_database_code_depnum_ccdc_archive 'CCDC 2329474'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Science NISER Bhubaneswar, Jatni, Khurda, Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2023-01-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C13 H14 N2 O5)'
_chemical_formula_sum            'C26 H28 N4 O10'
_chemical_formula_weight         556.52
_chemical_absolute_configuration s
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.0174(2)
_cell_length_b                   19.6228(4)
_cell_length_c                   19.9031(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2740.68(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6005
_cell_measurement_temperature    193(14)
_cell_measurement_theta_max      74.8620
_cell_measurement_theta_min      4.4360
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.889
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12621
_diffrn_reflns_point_group_measured_fraction_full 0.936
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.584
_diffrn_reflns_theta_min         4.443
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      193(14)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  31.00   0.50    0.21    --  -38.50  17.00 118.00  152
  2  ω    103.00 171.00   0.50    1.60    --  102.63 110.00-117.00  136
  3  ω     33.00 110.00   0.50    1.60    --  102.63 -17.00 -50.00  154
  4  ω     97.00 167.00   0.50    1.60    --  102.63 126.00 -35.00  140
  5  ω    -42.00  28.00   0.50    0.21    --  -38.50  37.00   0.00  140
  6  ω    -17.00  52.00   0.50    0.21    --   49.06 -37.00  90.00  138
  7  ω    -17.00  52.00   0.50    0.21    --   49.06 -37.00 150.00  138
  8  ω     42.00  82.00   0.50    1.60    --  102.63 -30.00-120.00   80
  9  ω     41.00 103.00   0.50    1.60    --  102.63 -94.00 150.00  124
 10  ω    123.00 154.00   0.50    1.60    --  102.63  45.00 150.00   62
 11  ω    104.00 137.00   0.50    1.60    --  102.63  77.00  60.00   66
 12  ω     39.00  96.00   0.50    1.60    --  102.63-125.00-150.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0406358000
_diffrn_orient_matrix_UB_12      0.0738483000
_diffrn_orient_matrix_UB_13      0.0219364000
_diffrn_orient_matrix_UB_21      0.0268012000
_diffrn_orient_matrix_UB_22      0.0207606000
_diffrn_orient_matrix_UB_23      -0.0740532000
_diffrn_orient_matrix_UB_31      -0.2141435000
_diffrn_orient_matrix_UB_32      0.0166155000
_diffrn_orient_matrix_UB_33      -0.0050480000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.605
_reflns_Friedel_fraction_full    0.852
_reflns_Friedel_fraction_max     0.783
_reflns_number_gt                4385
_reflns_number_total             5077
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1458 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.21(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.040
_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)+(0.0597P)²+0.1825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1179
_refine_ls_wR_factor_ref         0.1230
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C23(H23)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N3(H3A), N2(H2), N4(H4A), C3(H3), C16(H16), C4(H4), C5(H5), C6(H6),
 C17(H17), C7(H7), C18(H18), C20(H20), C19(H19)
2.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C)
;
_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
O2 O 0.2774(4) 0.48420(10) 0.28827(9) 0.0721(6) Uani 1 1 d . . . . .
O3 O 0.2040(4) 0.43523(10) 0.45408(10) 0.0701(6) Uani 1 1 d . . . . .
O8 O 0.2275(4) 0.69295(10) 0.72296(10) 0.0733(6) Uani 1 1 d . . . . .
O4 O 0.5403(4) 0.27777(14) 0.36494(16) 0.0865(7) Uani 1 1 d . . . . .
O7 O 0.1686(5) 0.77531(11) 0.56952(11) 0.0899(9) Uani 1 1 d . . . . .
O10 O 0.3279(4) 0.47457(10) 0.61767(13) 0.0804(7) Uani 1 1 d . . . . .
N1 N 0.2167(3) 0.54787(10) 0.38202(11) 0.0515(5) Uani 1 1 d . . . . .
H1 H 0.195280 0.542110 0.425212 0.062 Uiso 1 1 calc R U . . .
N3 N 0.2234(4) 0.82076(11) 0.67271(11) 0.0565(5) Uani 1 1 d . . . . .
H3A H 0.241993 0.808406 0.714706 0.068 Uiso 1 1 calc R U . . .
O5 O 0.3680(4) 0.20200(11) 0.42202(13) 0.0849(7) Uani 1 1 d . . . . .
O1 O 0.1546(5) 0.63179(11) 0.47449(10) 0.0863(8) Uani 1 1 d . . . . .
N2 N 0.2436(4) 0.36856(11) 0.36261(12) 0.0595(6) Uani 1 1 d . . . . .
H2 H 0.267686 0.367839 0.319228 0.071 Uiso 1 1 calc R U . . .
N4 N 0.1806(4) 0.64898(11) 0.61850(12) 0.0664(7) Uani 1 1 d . . . . .
H4A H 0.170341 0.659926 0.575780 0.080 Uiso 1 1 calc R U . . .
C11 C 0.3965(5) 0.26197(15) 0.39194(15) 0.0609(7) Uani 1 1 d . . . . .
C8 C 0.2445(4) 0.48986(12) 0.34749(12) 0.0489(5) Uani 1 1 d . . . . .
O6 O 0.2473(5) 0.89267(14) 0.77698(12) 0.1000(9) Uani 1 1 d . . . . .
C9 C 0.2292(4) 0.42782(13) 0.39412(13) 0.0495(5) Uani 1 1 d . . . . .
C2 C 0.2161(4) 0.61552(12) 0.36098(13) 0.0490(5) Uani 1 1 d . . . . .
C15 C 0.2256(4) 0.89071(13) 0.66090(14) 0.0529(6) Uani 1 1 d . . . . .
C22 C 0.2047(4) 0.69866(13) 0.66275(13) 0.0569(6) Uani 1 1 d . . . . .
O9 O 0.4870(4) 0.56709(15) 0.5908(3) 0.1384(17) Uani 1 1 d . . . . .
C21 C 0.1969(4) 0.76936(13) 0.62882(13) 0.0568(6) Uani 1 1 d . . . . .
C3 C 0.2468(4) 0.63263(14) 0.29599(14) 0.0591(6) Uani 1 1 d . . . . .
H3 H 0.264253 0.595480 0.266010 0.071 Uiso 1 1 calc R U . . .
C24 C 0.3474(5) 0.54113(15) 0.61247(19) 0.0699(8) Uani 1 1 d . . . . .
C1 C 0.1770(5) 0.65991(13) 0.41921(15) 0.0605(7) Uani 1 1 d . . . . .
C16 C 0.2062(4) 0.91747(14) 0.59827(16) 0.0631(7) Uani 1 1 d . . . . .
H16 H 0.192624 0.884873 0.563305 0.076 Uiso 1 1 calc R U . . .
C10 C 0.2201(5) 0.30503(13) 0.39855(15) 0.0633(7) Uani 1 1 d . . . . .
H10 H 0.203114 0.316119 0.447226 0.076 Uiso 1 1 calc R U . . .
C14 C 0.2471(5) 0.92677(17) 0.72536(17) 0.0687(8) Uani 1 1 d . . . . .
C4 C 0.2566(5) 0.69838(17) 0.26636(17) 0.0756(9) Uani 1 1 d . . . . .
H4 H 0.285779 0.698836 0.219759 0.091 Uiso 1 1 calc R U . . .
C23 C 0.1702(6) 0.57734(14) 0.63673(15) 0.0695(8) Uani 1 1 d . . . . .
H23 H 0.166655 0.574197 0.686868 0.083 Uiso 1 1 calc R U . . .
C5 C 0.2307(5) 0.76017(16) 0.2943(2) 0.0795(10) Uani 1 1 d . . . . .
H5 H 0.246163 0.798119 0.265190 0.095 Uiso 1 1 calc R U . . .
C6 C 0.1837(6) 0.77544(16) 0.36108(19) 0.0769(9) Uani 1 1 d . . . . .
H6 H 0.164922 0.822422 0.370481 0.092 Uiso 1 1 calc R U . . .
C17 C 0.2031(5) 0.98650(16) 0.5769(2) 0.0757(9) Uani 1 1 d . . . . .
H17 H 0.182313 0.993085 0.530200 0.091 Uiso 1 1 calc R U . . .
C7 C 0.1613(6) 0.73297(15) 0.41418(18) 0.0748(9) Uani 1 1 d . . . . .
H7 H 0.129738 0.755162 0.455114 0.090 Uiso 1 1 calc R U . . .
C18 C 0.2253(5) 1.04410(16) 0.6130(2) 0.0823(11) Uani 1 1 d . . . . .
H18 H 0.215960 1.085818 0.589020 0.099 Uiso 1 1 calc R U . . .
C20 C 0.2724(6) 1.00002(19) 0.7292(2) 0.0877(11) Uani 1 1 d . . . . .
H20 H 0.302748 1.016417 0.772849 0.105 Uiso 1 1 calc R U . . .
C19 C 0.2604(6) 1.04901(18) 0.6818(3) 0.0920(12) Uani 1 1 d . . . . .
H19 H 0.278958 1.094109 0.697886 0.110 Uiso 1 1 calc R U . . .
C25 C 0.4854(6) 0.43287(18) 0.5945(3) 0.0904(12) Uani 1 1 d . . . . .
H25A H 0.460182 0.417438 0.548549 0.136 Uiso 1 1 calc R U . . .
H25B H 0.499375 0.393244 0.624082 0.136 Uiso 1 1 calc R U . . .
H25C H 0.603078 0.459756 0.595305 0.136 Uiso 1 1 calc R U . . .
C26 C -0.0124(6) 0.54539(19) 0.6094(3) 0.0914(13) Uani 1 1 d . . . . .
H26A H -0.122459 0.572234 0.624164 0.137 Uiso 1 1 calc R U . . .
H26B H -0.024264 0.498656 0.626221 0.137 Uiso 1 1 calc R U . . .
H26C H -0.007729 0.544777 0.560164 0.137 Uiso 1 1 calc R U . . .
C12 C 0.5211(8) 0.1528(2) 0.4170(2) 0.1023(14) Uani 1 1 d . . . . .
H12A H 0.524217 0.133836 0.371466 0.153 Uiso 1 1 calc R U . . .
H12B H 0.499795 0.115969 0.449445 0.153 Uiso 1 1 calc R U . . .
H12C H 0.642751 0.175194 0.426746 0.153 Uiso 1 1 calc R U . . .
C13 C 0.0404(6) 0.2678(2) 0.3747(3) 0.1080(17) Uani 1 1 d . . . . .
H13A H -0.069871 0.298120 0.379059 0.162 Uiso 1 1 calc R U . . .
H13B H 0.020479 0.227046 0.402299 0.162 Uiso 1 1 calc R U . . .
H13C H 0.055770 0.254444 0.327595 0.162 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
O2 C8 1.206(3) . ?
O3 C9 1.215(3) . ?
O8 C22 1.214(3) . ?
O4 C11 1.185(4) . ?
O7 C21 1.203(3) . ?
O10 C24 1.317(3) . ?
O10 C25 1.450(5) . ?
N1 H1 0.8800 . ?
N1 C8 1.344(3) . ?
N1 C2 1.392(3) . ?
N3 H3A 0.8800 . ?
N3 C15 1.393(3) . ?
N3 C21 1.347(3) . ?
O5 C11 1.335(4) . ?
O5 C12 1.448(5) . ?
O1 C1 1.241(4) . ?
N2 H2 0.8800 . ?
N2 C9 1.325(3) . ?
N2 C10 1.447(3) . ?
N4 H4A 0.8800 . ?
N4 C22 1.325(4) . ?
N4 C23 1.454(3) . ?
C11 C10 1.504(4) . ?
C8 C9 1.535(3) . ?
O6 C14 1.226(4) . ?
C2 C3 1.354(4) . ?
C2 C1 1.476(4) . ?
C15 C16 1.359(4) . ?
C15 C14 1.473(4) . ?
C22 C21 1.544(4) . ?
O9 C24 1.185(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.420(4) . ?
C24 C23 1.512(5) . ?
C1 C7 1.441(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.420(4) . ?
C10 H10 1.0000 . ?
C10 C13 1.533(6) . ?
C14 C20 1.450(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.346(5) . ?
C23 H23 1.0000 . ?
C23 C26 1.527(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.401(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.355(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.349(5) . ?
C7 H7 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.394(6) . ?
C20 H20 0.9500 . ?
C20 C19 1.350(6) . ?
C19 H19 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C24 O10 C25 117.1(3) . . ?
C8 N1 H1 114.6 . . ?
C8 N1 C2 130.9(2) . . ?
C2 N1 H1 114.6 . . ?
C15 N3 H3A 115.5 . . ?
C21 N3 H3A 115.5 . . ?
C21 N3 C15 129.0(2) . . ?
C11 O5 C12 116.5(3) . . ?
C9 N2 H2 119.5 . . ?
C9 N2 C10 120.9(2) . . ?
C10 N2 H2 119.5 . . ?
C22 N4 H4A 118.2 . . ?
C22 N4 C23 123.5(2) . . ?
C23 N4 H4A 118.2 . . ?
O4 C11 O5 124.2(3) . . ?
O4 C11 C10 126.4(3) . . ?
O5 C11 C10 109.4(3) . . ?
O2 C8 N1 127.3(2) . . ?
O2 C8 C9 122.1(2) . . ?
N1 C8 C9 110.6(2) . . ?
O3 C9 N2 125.5(2) . . ?
O3 C9 C8 120.6(2) . . ?
N2 C9 C8 113.9(2) . . ?
N1 C2 C1 109.1(2) . . ?
C3 C2 N1 121.6(2) . . ?
C3 C2 C1 129.3(2) . . ?
N3 C15 C14 109.1(2) . . ?
C16 C15 N3 122.3(2) . . ?
C16 C15 C14 128.6(3) . . ?
O8 C22 N4 127.2(3) . . ?
O8 C22 C21 121.3(2) . . ?
N4 C22 C21 111.5(2) . . ?
O7 C21 N3 125.9(3) . . ?
O7 C21 C22 121.5(2) . . ?
N3 C21 C22 112.6(2) . . ?
C2 C3 H3 115.5 . . ?
C2 C3 C4 129.0(3) . . ?
C4 C3 H3 115.5 . . ?
O10 C24 C23 110.8(3) . . ?
O9 C24 O10 122.7(4) . . ?
O9 C24 C23 126.4(3) . . ?
O1 C1 C2 117.2(2) . . ?
O1 C1 C7 119.6(3) . . ?
C7 C1 C2 123.2(3) . . ?
C15 C16 H16 114.9 . . ?
C15 C16 C17 130.1(3) . . ?
C17 C16 H16 114.9 . . ?
N2 C10 C11 110.3(3) . . ?
N2 C10 H10 107.8 . . ?
N2 C10 C13 110.6(3) . . ?
C11 C10 H10 107.8 . . ?
C11 C10 C13 112.5(3) . . ?
C13 C10 H10 107.8 . . ?
O6 C14 C15 117.9(3) . . ?
O6 C14 C20 119.7(3) . . ?
C20 C14 C15 122.3(3) . . ?
C3 C4 H4 115.1 . . ?
C5 C4 C3 129.8(3) . . ?
C5 C4 H4 115.1 . . ?
N4 C23 C24 109.5(3) . . ?
N4 C23 H23 108.1 . . ?
N4 C23 C26 110.5(3) . . ?
C24 C23 H23 108.1 . . ?
C24 C23 C26 112.6(3) . . ?
C26 C23 H23 108.1 . . ?
C4 C5 H5 116.0 . . ?
C4 C5 C6 128.0(3) . . ?
C6 C5 H5 116.0 . . ?
C5 C6 H6 115.3 . . ?
C7 C6 C5 129.4(3) . . ?
C7 C6 H6 115.3 . . ?
C16 C17 H17 115.2 . . ?
C18 C17 C16 129.7(4) . . ?
C18 C17 H17 115.2 . . ?
C1 C7 H7 114.5 . . ?
C6 C7 C1 131.1(3) . . ?
C6 C7 H7 114.5 . . ?
C17 C18 H18 116.5 . . ?
C17 C18 C19 127.0(3) . . ?
C19 C18 H18 116.5 . . ?
C14 C20 H20 114.3 . . ?
C19 C20 C14 131.4(4) . . ?
C19 C20 H20 114.3 . . ?
C18 C19 H19 114.8 . . ?
C20 C19 C18 130.4(3) . . ?
C20 C19 H19 114.8 . . ?
O10 C25 H25A 109.5 . . ?
O10 C25 H25B 109.5 . . ?
O10 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O5 C12 H12A 109.5 . . ?
O5 C12 H12B 109.5 . . ?
O5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
O2 C8 C9 O3 176.8(3) . . . . ?
O2 C8 C9 N2 -3.9(4) . . . . ?
O8 C22 C21 O7 -177.7(3) . . . . ?
O8 C22 C21 N3 1.8(4) . . . . ?
O4 C11 C10 N2 4.1(5) . . . . ?
O4 C11 C10 C13 128.1(4) . . . . ?
O10 C24 C23 N4 -169.0(3) . . . . ?
O10 C24 C23 C26 -45.7(4) . . . . ?
N1 C8 C9 O3 -3.2(4) . . . . ?
N1 C8 C9 N2 176.1(2) . . . . ?
N1 C2 C3 C4 -178.0(3) . . . . ?
N1 C2 C1 O1 0.8(4) . . . . ?
N1 C2 C1 C7 -178.2(3) . . . . ?
N3 C15 C16 C17 179.3(3) . . . . ?
N3 C15 C14 O6 -4.4(4) . . . . ?
N3 C15 C14 C20 174.0(3) . . . . ?
O5 C11 C10 N2 -176.4(3) . . . . ?
O5 C11 C10 C13 -52.4(4) . . . . ?
O1 C1 C7 C6 178.1(4) . . . . ?
N4 C22 C21 O7 1.2(5) . . . . ?
N4 C22 C21 N3 -179.2(3) . . . . ?
C8 N1 C2 C3 0.1(5) . . . . ?
C8 N1 C2 C1 179.6(3) . . . . ?
O6 C14 C20 C19 -173.0(5) . . . . ?
C9 N2 C10 C11 -121.4(3) . . . . ?
C9 N2 C10 C13 113.6(4) . . . . ?
C2 N1 C8 O2 0.5(5) . . . . ?
C2 N1 C8 C9 -179.5(3) . . . . ?
C2 C3 C4 C5 -2.9(6) . . . . ?
C2 C1 C7 C6 -2.9(6) . . . . ?
C15 N3 C21 O7 -0.3(6) . . . . ?
C15 N3 C21 C22 -179.9(3) . . . . ?
C15 C16 C17 C18 2.6(6) . . . . ?
C15 C14 C20 C19 8.6(7) . . . . ?
C22 N4 C23 C24 -110.0(3) . . . . ?
C22 N4 C23 C26 125.5(4) . . . . ?
O9 C24 C23 N4 10.3(6) . . . . ?
O9 C24 C23 C26 133.6(5) . . . . ?
C21 N3 C15 C16 -2.6(5) . . . . ?
C21 N3 C15 C14 176.3(3) . . . . ?
C3 C2 C1 O1 -179.6(3) . . . . ?
C3 C2 C1 C7 1.4(5) . . . . ?
C3 C4 C5 C6 -1.1(7) . . . . ?
C1 C2 C3 C4 2.5(6) . . . . ?
C16 C15 C14 O6 174.3(4) . . . . ?
C16 C15 C14 C20 -7.3(5) . . . . ?
C16 C17 C18 C19 1.1(7) . . . . ?
C10 N2 C9 O3 3.1(5) . . . . ?
C10 N2 C9 C8 -176.1(3) . . . . ?
C14 C15 C16 C17 0.7(6) . . . . ?
C14 C20 C19 C18 -2.3(8) . . . . ?
C4 C5 C6 C7 3.3(7) . . . . ?
C23 N4 C22 O8 2.6(6) . . . . ?
C23 N4 C22 C21 -176.3(3) . . . . ?
C5 C6 C7 C1 -0.3(8) . . . . ?
C17 C18 C19 C20 -3.4(8) . . . . ?
C25 O10 C24 O9 -0.9(6) . . . . ?
C25 O10 C24 C23 178.4(3) . . . . ?
C12 O5 C11 O4 -3.8(5) . . . . ?
C12 O5 C11 C10 176.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.405
_oxdiff_exptl_absorpt_empirical_full_min 0.640
####################################################################### 
# 
# 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_nks-ckj-tr-g-pd_auto
_database_code_depnum_ccdc_archive 'CCDC 2335719'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni, Khurda Odisha (India) 
India
;
_audit_update_record             
;
2024-02-27 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2023-01-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H12 N O3 Pd0.5'
_chemical_formula_sum            'C11 H12 N O3 Pd0.50'
_chemical_formula_weight         259.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N  O Pd'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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                   13.4678(9)
_cell_length_b                   5.0155(3)
_cell_length_c                   17.0923(10)
_cell_angle_alpha                90
_cell_angle_beta                 111.300(7)
_cell_angle_gamma                90
_cell_volume                     1075.68(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4206
_cell_measurement_temperature    270(3)
_cell_measurement_theta_max      75.1010
_cell_measurement_theta_min      3.6290
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.930
_exptl_absorpt_coefficient_mu    7.319
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1131
_diffrn_reflns_av_unetI/netI     0.0713
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8238
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.723
_diffrn_reflns_theta_min         3.607
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      270(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00  24.00   0.50    0.24    --  -38.50  57.00 142.00  148
  2  ω   -101.00 -27.00   0.50    0.24    --  -38.50 -57.00   0.00  148
  3  ω    -14.00  61.00   0.50    0.24    --   49.06 -57.00   0.00  150
  4  ω     38.00 112.00   0.50    0.24    --   49.06  57.00 142.00  148
  5  ω     40.00 114.00   0.50    0.85    --  102.63 -57.00   0.00  148
  6  ω     91.00 166.00   0.50    0.85    --  102.63  57.00 142.00  150
  7  ω    -86.00  -6.00   0.50    0.24    --  -38.50 125.00 -90.00  160
  8  ω   -105.00 -35.00   0.50    0.24    --  -38.50 -37.00-180.00  140
  9  ω   -105.00 -35.00   0.50    0.24    --  -38.50 -37.00 150.00  140
 10  ω     40.00 116.00   0.50    0.85    --  102.63 -61.00  90.00  152
 11  ω     34.00 111.00   0.50    0.85    --  102.63 -15.00 -60.00  154
 12  ω     95.00 171.00   0.50    0.85    --  102.63  15.00  60.00  152
 13  ω    103.00 167.00   0.50    0.85    --  102.63  77.00-120.00  128
 14  ω     38.00 107.00   0.50    0.85    --  102.63 -45.00 150.00  138
 15  ω     38.00 112.00   0.50    0.85    --  102.63-125.00-150.00  148
 16  ω     97.00 168.00   0.50    0.85    --  102.63 125.00 -30.00  142
 17  ω   -101.00 -27.00   0.50    0.24    --  -38.50 -57.00 -90.00  148
 18  ω     38.00 112.00   0.50    0.24    --   49.06  57.00 -30.00  148
 19  ω     38.00 112.00   0.50    0.24    --   49.06  57.00  60.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0644046000
_diffrn_orient_matrix_UB_12      0.0602912000
_diffrn_orient_matrix_UB_13      -0.0562593000
_diffrn_orient_matrix_UB_21      0.0688315000
_diffrn_orient_matrix_UB_22      0.2004234000
_diffrn_orient_matrix_UB_23      0.0656466000
_diffrn_orient_matrix_UB_31      0.0786370000
_diffrn_orient_matrix_UB_32      -0.2247470000
_diffrn_orient_matrix_UB_33      0.0434559000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1546
_reflns_number_total             2126
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.535
_refine_diff_density_min         -1.500
_refine_diff_density_rms         0.171
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     143
_refine_ls_number_reflns         2126
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0756
_refine_ls_restrained_S_all      1.084
_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)+(0.1539P)²+0.1352P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2096
_refine_ls_wR_factor_ref         0.2286
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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
Pd1 Pd 0.500000 0.000000 0.500000 0.0480(3) Uani 1 2 d S . P . .
O4 O 0.6111(4) 0.1306(11) 0.6052(3) 0.0570(12) Uani 1 1 d . . . . .
N1 N 0.5676(5) 0.2770(13) 0.4528(3) 0.0563(14) Uani 1 1 d . . . . .
O3 O 0.5639(5) 0.3130(15) 0.2404(3) 0.0842(19) Uani 1 1 d . . . . .
O5 O 0.6767(7) 0.103(2) 0.3501(5) 0.106(3) Uani 1 1 d . . . . .
C2 C 0.6487(6) 0.4095(18) 0.5081(4) 0.0528(16) Uani 1 1 d . . . . .
C8 C 0.5297(6) 0.3433(16) 0.3637(4) 0.0583(18) Uani 1 1 d . . . . .
H8A H 0.525834 0.535668 0.357551 0.070 Uiso 1 1 calc R U . . .
H8B H 0.458229 0.273009 0.336704 0.070 Uiso 1 1 calc R U . . .
C3 C 0.7016(7) 0.621(2) 0.4851(5) 0.067(2) Uani 1 1 d . . . . .
H3 H 0.676108 0.658545 0.427944 0.080 Uiso 1 1 calc R U . . .
C4 C 0.7844(6) 0.7793(17) 0.5328(5) 0.0644(19) Uani 1 1 d . . . . .
H4 H 0.803164 0.912873 0.502969 0.077 Uiso 1 1 calc R U . . .
C1 C 0.6745(6) 0.3185(15) 0.5948(4) 0.0549(17) Uani 1 1 d . . . . .
C5 C 0.8452(6) 0.7739(18) 0.6184(5) 0.069(2) Uani 1 1 d . . . . .
H5 H 0.900222 0.897409 0.637840 0.083 Uiso 1 1 calc R U . . .
C9 C 0.6000(6) 0.2343(17) 0.3197(4) 0.0623(19) Uani 1 1 d . . . . .
C6 C 0.8320(7) 0.605(2) 0.6767(5) 0.068(2) Uani 1 1 d . . . . .
H6 H 0.879994 0.627056 0.731423 0.082 Uiso 1 1 calc R U . . .
C7 C 0.7557(7) 0.404(2) 0.6648(5) 0.0623(19) Uani 1 1 d . . . . .
H7 H 0.761504 0.312183 0.713504 0.075 Uiso 1 1 calc R U . . .
C10 C 0.6180(10) 0.212(4) 0.1872(7) 0.125(5) Uani 1 1 d . . . . .
H10A H 0.682037 0.315373 0.196219 0.150 Uiso 1 1 calc R U . . .
H10B H 0.639104 0.028079 0.202197 0.150 Uiso 1 1 calc R U . . .
C11 C 0.5509(11) 0.225(4) 0.1007(8) 0.152(7) Uani 1 1 d . . . . .
H11A H 0.583698 0.130362 0.067574 0.228 Uiso 1 1 calc R U . . .
H11B H 0.540494 0.407786 0.083123 0.228 Uiso 1 1 calc R U . . .
H11C H 0.483202 0.145003 0.093131 0.228 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
Pd1 O4 1.987(4) 3_656 ?
Pd1 O4 1.987(4) . ?
Pd1 N1 1.986(6) 3_656 ?
Pd1 N1 1.986(6) . ?
O4 C1 1.326(9) . ?
N1 C2 1.333(10) . ?
N1 C8 1.458(8) . ?
O3 C9 1.322(9) . ?
O3 C10 1.449(12) . ?
O5 C9 1.174(10) . ?
C2 C3 1.409(14) . ?
C2 C1 1.467(9) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.510(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(12) . ?
C4 H4 0.9300 . ?
C4 C5 1.394(11) . ?
C1 C7 1.364(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.366(13) . ?
C6 H6 0.9300 . ?
C6 C7 1.402(15) . ?
C7 H7 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.427(16) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
O4 Pd1 O4 180.0 3_656 . ?
N1 Pd1 O4 80.3(2) . . ?
N1 Pd1 O4 80.3(2) 3_656 3_656 ?
N1 Pd1 O4 99.7(2) 3_656 . ?
N1 Pd1 O4 99.7(2) . 3_656 ?
N1 Pd1 N1 180.0(3) 3_656 . ?
C1 O4 Pd1 115.0(4) . . ?
C2 N1 Pd1 116.1(5) . . ?
C2 N1 C8 120.8(7) . . ?
C8 N1 Pd1 123.0(5) . . ?
C9 O3 C10 117.2(7) . . ?
N1 C2 C3 123.0(6) . . ?
N1 C2 C1 113.2(7) . . ?
C3 C2 C1 123.9(7) . . ?
N1 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
N1 C8 C9 113.1(6) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C2 C3 H3 114.5 . . ?
C4 C3 C2 130.9(7) . . ?
C4 C3 H3 114.5 . . ?
C3 C4 H4 114.6 . . ?
C3 C4 C5 130.7(8) . . ?
C5 C4 H4 114.6 . . ?
O4 C1 C2 115.4(6) . . ?
O4 C1 C7 117.1(6) . . ?
C7 C1 C2 127.5(7) . . ?
C4 C5 H5 116.7 . . ?
C6 C5 C4 126.6(8) . . ?
C6 C5 H5 116.7 . . ?
O3 C9 C8 109.8(7) . . ?
O5 C9 O3 123.9(8) . . ?
O5 C9 C8 126.3(7) . . ?
C5 C6 H6 115.8 . . ?
C5 C6 C7 128.5(8) . . ?
C7 C6 H6 115.8 . . ?
C1 C7 C6 131.8(8) . . ?
C1 C7 H7 114.1 . . ?
C6 C7 H7 114.1 . . ?
O3 C10 H10A 109.4 . . ?
O3 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 O3 111.1(9) . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
Pd1 O4 C1 C2 3.2(8) . . . . ?
Pd1 O4 C1 C7 -176.5(6) . . . . ?
Pd1 N1 C2 C3 -176.8(7) . . . . ?
Pd1 N1 C2 C1 1.4(8) . . . . ?
Pd1 N1 C8 C9 -104.9(7) . . . . ?
O4 C1 C7 C6 -176.0(9) . . . . ?
N1 C2 C3 C4 179.1(8) . . . . ?
N1 C2 C1 O4 -3.1(9) . . . . ?
N1 C2 C1 C7 176.6(8) . . . . ?
N1 C8 C9 O3 -176.9(7) . . . . ?
N1 C8 C9 O5 1.7(14) . . . . ?
C2 N1 C8 C9 77.7(9) . . . . ?
C2 C3 C4 C5 3.2(17) . . . . ?
C2 C1 C7 C6 4.3(16) . . . . ?
C8 N1 C2 C3 0.8(12) . . . . ?
C8 N1 C2 C1 179.0(6) . . . . ?
C3 C2 C1 O4 175.2(8) . . . . ?
C3 C2 C1 C7 -5.1(13) . . . . ?
C3 C4 C5 C6 -2.5(16) . . . . ?
C4 C5 C6 C7 -0.6(16) . . . . ?
C1 C2 C3 C4 1.0(16) . . . . ?
C5 C6 C7 C1 -0.3(19) . . . . ?
C9 O3 C10 C11 158.0(12) . . . . ?
C10 O3 C9 O5 5.3(16) . . . . ?
C10 O3 C9 C8 -176.0(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.841
_oxdiff_exptl_absorpt_empirical_full_min 0.317
