# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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-505-re
_database_code_depnum_ccdc_archive 'CCDC 2145592'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences National Institute of science Education and Research (NISER) Bhubaneswar
India
;
_audit_update_record             
;
2022-01-31 deposited with the CCDC.	2022-06-17 downloaded from the CCDC.
;
_audit_creation_date             2021-09-17
_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        'Peptide 6q'
_chemical_formula_moiety         'C19 H22 N2 O6'
_chemical_formula_sum            'C19 H22 N2 O6'
_chemical_formula_weight         374.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C38 H44 N4 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      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                   10.1306(9)
_cell_length_b                   10.1315(8)
_cell_length_c                   11.0192(9)
_cell_angle_alpha                67.839(7)
_cell_angle_beta                 63.570(8)
_cell_angle_gamma                88.924(7)
_cell_volume                     922.68(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6012
_cell_measurement_temperature    300.47(15)
_cell_measurement_theta_max      28.7410
_cell_measurement_theta_min      3.5530
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   0.999
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45384
_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            'dull brownish brown'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_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  0.0397
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.804
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16378
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.804
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.226
_diffrn_reflns_theta_min         3.449
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.47(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.804
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  18.00   0.50   31.28    --    3.51 -63.00-117.00  154
  2  ω    -11.00  66.00   0.50   31.28    --    3.51  63.00  20.00  154
  3  ω    -67.00  10.00   0.50   31.28    --   -4.14 -63.00-117.00  154
  4  ω    -10.00  65.00   0.50   31.28    --   -4.14  19.00  30.00  150
  5  ω    -42.00  19.00   0.50   31.28    --   -4.14 -77.00 150.00  122
  6  ω    -15.00  32.00   0.50   31.28    --   -4.14 -99.00  30.00   94
  7  ω    -10.00  65.00   0.50   31.28    --   -4.14  19.00 -60.00  150
  8  ω    -26.00  19.00   0.50   31.28    --   -4.14  77.00  60.00   90
  9  ω     -4.00  25.00   0.50   31.28    --   -4.14 -99.00  90.00   58
;
_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      -0.0471943000
_diffrn_orient_matrix_UB_12      0.0374507000
_diffrn_orient_matrix_UB_13      0.0405477000
_diffrn_orient_matrix_UB_21      -0.0639271000
_diffrn_orient_matrix_UB_22      -0.0433166000
_diffrn_orient_matrix_UB_23      0.0145147000
_diffrn_orient_matrix_UB_31      -0.0018849000
_diffrn_orient_matrix_UB_32      -0.0512490000
_diffrn_orient_matrix_UB_33      0.0660950000
_diffrn_oxdiff_digest_frames     
;
01128b3f4136df46c5495298bc7e84f812000256ec2
;
_diffrn_oxdiff_digest_hkl        
;
0138da179fecfb891669fdf2ff0ec87ede99ee
;
_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                3108
_reflns_number_total             4416
_reflns_odcompleteness_completeness 99.73
_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         0.263
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4416
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.183
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1799
_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 Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C11(H11A,H11B), C9(H9A,H9B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C16(H16), C17(H17), C6(H6), C3(H3), C5(H5), C4(H4)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C15(H15A,H15B,H15C)
;
_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 0.63460(14) 0.25814(15) 0.69640(15) 0.0571(4) Uani 1 1 d . . . . .
O1 O 0.72406(14) 0.56552(14) 0.70692(14) 0.0565(4) Uani 1 1 d . . . . .
O3 O 0.81891(17) 0.81909(16) 0.07544(15) 0.0647(4) Uani 1 1 d . . . . .
O6 O 0.83487(18) 0.12336(15) 0.42993(16) 0.0652(4) Uani 1 1 d . . . . .
O2 O 0.94764(17) 0.7112(2) 0.19319(16) 0.0802(5) Uani 1 1 d . . . . .
N1 N 0.54058(16) 0.31754(15) 0.94863(15) 0.0466(4) Uani 1 1 d . . . . .
O5 O 0.84852(18) 0.01582(16) 0.64038(16) 0.0709(4) Uani 1 1 d . . . . .
N2 N 0.87582(17) 0.29296(18) 0.64136(17) 0.0550(4) Uani 1 1 d . . . . .
H2 H 0.940916 0.313044 0.664814 0.066 Uiso 1 1 calc R . . . .
C12 C 0.72916(19) 0.27850(18) 0.73037(18) 0.0461(4) Uani 1 1 d . . . . .
C1 C 0.5944(2) 0.53608(17) 0.73121(19) 0.0451(4) Uani 1 1 d . . . . .
C7 C 0.4862(2) 0.42564(17) 0.87982(18) 0.0442(4) Uani 1 1 d . . . . .
C8 C 0.6895(2) 0.28018(18) 0.87989(18) 0.0468(4) Uani 1 1 d . . . . .
H8 H 0.766409 0.346990 0.869569 0.056 Uiso 1 1 calc R . . . .
C2 C 0.5532(2) 0.60265(17) 0.61333(19) 0.0474(4) Uani 1 1 d . . . . .
C18 C 0.8319(2) 0.7461(2) 0.1980(2) 0.0531(5) Uani 1 1 d . . . . .
C14 C 0.8643(2) 0.1224(2) 0.5364(2) 0.0520(4) Uani 1 1 d . . . . .
C16 C 0.6816(2) 0.64469(19) 0.4655(2) 0.0505(4) Uani 1 1 d . . . . .
H16 H 0.770158 0.617149 0.464311 0.061 Uiso 1 1 calc R . . . .
C17 C 0.6902(2) 0.71657(19) 0.3326(2) 0.0526(5) Uani 1 1 d . . . . .
H17 H 0.606186 0.748031 0.325271 0.063 Uiso 1 1 calc R . . . .
C13 C 0.9229(2) 0.2742(2) 0.5051(2) 0.0557(5) Uani 1 1 d . . . . .
H13A H 1.031468 0.293201 0.450209 0.067 Uiso 1 1 calc R . . . .
H13B H 0.886351 0.343603 0.443888 0.067 Uiso 1 1 calc R . . . .
C6 C 0.3382(2) 0.4423(2) 0.9554(2) 0.0553(5) Uani 1 1 d . . . . .
H6 H 0.289719 0.386127 1.057432 0.066 Uiso 1 1 calc R . . . .
C3 C 0.4154(2) 0.6353(2) 0.6298(2) 0.0577(5) Uani 1 1 d . . . . .
H3 H 0.410462 0.680309 0.541543 0.069 Uiso 1 1 calc R . . . .
C5 C 0.2530(2) 0.5297(2) 0.9016(2) 0.0608(5) Uani 1 1 d . . . . .
H5 H 0.161351 0.533673 0.974140 0.073 Uiso 1 1 calc R . . . .
C11 C 0.4457(2) 0.20513(19) 1.0994(2) 0.0577(5) Uani 1 1 d . . . . .
H11A H 0.371854 0.144954 1.099999 0.069 Uiso 1 1 calc R . . . .
H11B H 0.394371 0.248387 1.169001 0.069 Uiso 1 1 calc R . . . .
C4 C 0.2825(2) 0.6112(2) 0.7584(3) 0.0646(5) Uani 1 1 d . . . . .
H4 H 0.205488 0.655192 0.745579 0.078 Uiso 1 1 calc R . . . .
C9 C 0.6747(3) 0.1266(2) 0.9910(2) 0.0652(5) Uani 1 1 d . . . . .
H9A H 0.645930 0.054589 0.964913 0.078 Uiso 1 1 calc R . . . .
H9B H 0.768348 0.111724 0.993815 0.078 Uiso 1 1 calc R . . . .
C10 C 0.5541(3) 0.1183(2) 1.1379(2) 0.0688(6) Uani 1 1 d . . . . .
H10A H 0.505795 0.018746 1.206060 0.083 Uiso 1 1 calc R . . . .
H10B H 0.594919 0.159854 1.182937 0.083 Uiso 1 1 calc R . . . .
C19 C 0.9488(3) 0.8525(3) -0.0637(2) 0.0777(7) Uani 1 1 d . . . . .
H19A H 0.921949 0.888341 -0.142099 0.117 Uiso 1 1 calc GR . . . .
H19B H 0.990769 0.766691 -0.063346 0.117 Uiso 1 1 calc GR . . . .
H19C H 1.021456 0.925083 -0.079493 0.117 Uiso 1 1 calc GR . . . .
C15 C 0.7780(3) -0.0155(3) 0.4469(3) 0.0816(7) Uani 1 1 d . . . . .
H15A H 0.731441 -0.001279 0.384767 0.122 Uiso 1 1 calc GR . . . .
H15B H 0.705485 -0.070807 0.548859 0.122 Uiso 1 1 calc GR . . . .
H15C H 0.859081 -0.066793 0.418326 0.122 Uiso 1 1 calc GR . . . .


_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 C12 1.219(2) . ?
O1 C1 1.236(2) . ?
O3 C18 1.338(2) . ?
O3 C19 1.424(3) . ?
O6 C14 1.329(2) . ?
O6 C15 1.443(3) . ?
O2 C18 1.202(3) . ?
N1 C7 1.342(2) . ?
N1 C8 1.474(2) . ?
N1 C11 1.474(2) . ?
O5 C14 1.190(2) . ?
N2 C12 1.339(2) . ?
N2 C13 1.446(2) . ?
C12 C8 1.519(2) . ?
C1 C7 1.484(2) . ?
C1 C2 1.459(2) . ?
C7 C6 1.398(3) . ?
C8 C9 1.533(3) . ?
C2 C16 1.462(3) . ?
C2 C3 1.375(3) . ?
C18 C17 1.462(3) . ?
C14 C13 1.513(3) . ?
C16 C17 1.329(3) . ?
C6 C5 1.383(3) . ?
C3 C4 1.391(3) . ?
C5 C4 1.367(3) . ?
C11 C10 1.502(3) . ?
C9 C10 1.504(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O3 C19 116.96(17) . . ?
C14 O6 C15 116.18(17) . . ?
C7 N1 C8 126.09(13) . . ?
C7 N1 C11 122.27(15) . . ?
C8 N1 C11 110.91(14) . . ?
C12 N2 C13 118.88(16) . . ?
O4 C12 N2 122.14(17) . . ?
O4 C12 C8 122.72(15) . . ?
N2 C12 C8 115.04(16) . . ?
O1 C1 C7 117.99(16) . . ?
O1 C1 C2 120.29(15) . . ?
C2 C1 C7 121.62(15) . . ?
N1 C7 C1 117.17(15) . . ?
N1 C7 C6 120.22(16) . . ?
C6 C7 C1 122.03(16) . . ?
N1 C8 C12 112.45(14) . . ?
N1 C8 C9 103.69(14) . . ?
C12 C8 C9 109.42(15) . . ?
C1 C2 C16 112.02(16) . . ?
C3 C2 C1 126.98(17) . . ?
C3 C2 C16 120.84(16) . . ?
O3 C18 C17 111.36(17) . . ?
O2 C18 O3 122.50(18) . . ?
O2 C18 C17 126.14(17) . . ?
O6 C14 C13 110.77(16) . . ?
O5 C14 O6 124.14(19) . . ?
O5 C14 C13 125.09(19) . . ?
C17 C16 C2 129.38(19) . . ?
C16 C17 C18 119.94(18) . . ?
N2 C13 C14 111.34(14) . . ?
C5 C6 C7 129.81(18) . . ?
C2 C3 C4 129.83(19) . . ?
C4 C5 C6 130.08(19) . . ?
N1 C11 C10 104.14(16) . . ?
C5 C4 C3 126.9(2) . . ?
C10 C9 C8 104.29(16) . . ?
C11 C10 C9 104.14(17) . . ?

_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 3.500
_oxdiff_exptl_absorpt_empirical_full_min 0.320
