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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# 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 
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data_rn_bp_sc182_2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2203408'
loop_
_audit_author_name
_audit_author_address
'Dr. Ramalingam Natarajan'
;CSIR Indian Institute of Chemical Biology
India
;
_audit_update_record             
;
2022-08-25 deposited with the CCDC.	2023-02-16 downloaded from the CCDC.
;
_audit_creation_date             2022-08-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        RN_BP_SC182_2
_chemical_formula_moiety         'C22 H16 N4 O'
_chemical_formula_sum            'C22 H16 N4 O'
_chemical_formula_weight         352.39
_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 0.0181 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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   28.496(2)
_cell_length_b                   28.496(2)
_cell_length_c                   10.1953(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8279.0(17)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9601
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      68.19
_cell_measurement_theta_min      5.56
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.781
_exptl_absorpt_coefficient_mu    0.577
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6304
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1500 before and 0.0826 after correction.
The Ratio of minimum to maximum transmission is 0.8371.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2944
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            126607
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.321
_diffrn_reflns_theta_min         4.606
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'CPAD area detector'
_diffrn_detector_area_resol_mean 7.407
_diffrn_detector_type            'Bruker Photon III'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX3_IMuS Diamond_Photon III'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_type              'Incoatec I\ms Diamond'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3615
_reflns_number_total             3782
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT V8.38A (Bruker AXS)'
_computing_data_collection       'Bruker APEX3 ver.2018.7-2(Bruker AXS)'
_computing_data_reduction        'Bruker SAINT V8.38A (Bruker AXS)'
_computing_molecular_graphics    'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_publication_material  'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick 2018)'
_computing_structure_solution    'SHELXT 2018/2(Sheldrick 2014)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3782
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0639
_refine_ls_restrained_S_all      1.094
_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)+(0.1284P)²+8.2404P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1947
_refine_ls_wR_factor_ref         0.1963
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 N4(H4), C3(H3), C4(H4A), C5(H5), C6(H6), C8(H8), C10(H10), C11(H11), C12(H12),
  C13(H13)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_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 0.37552(5) 0.34377(5) 0.73076(14) 0.0309(4) Uani 1 1 d . . . . .
N1 N 0.22300(6) 0.35833(7) 0.55020(19) 0.0399(5) Uani 1 1 d . . . . .
N2 N 0.32855(7) 0.40317(7) 0.6783(2) 0.0491(6) Uani 1 1 d . . . . .
H2A H 0.303124 0.416217 0.645635 0.059 Uiso 1 1 calc R U . . .
H2B H 0.350492 0.420799 0.713881 0.059 Uiso 1 1 calc R U . . .
N3 N 0.41790(6) 0.28022(6) 0.81144(16) 0.0286(4) Uani 1 1 d . . . . .
N4 N 0.41257(6) 0.23283(6) 0.80152(16) 0.0289(4) Uani 1 1 d . . . . .
H4 H 0.431955 0.212476 0.837268 0.035 Uiso 1 1 calc R U . . .
C1 C 0.30910(6) 0.25073(6) 0.47670(18) 0.0249(4) Uani 1 1 d . . . . .
C2 C 0.27140(7) 0.22116(7) 0.44079(18) 0.0265(4) Uani 1 1 d . . . . .
C3 C 0.23006(7) 0.21406(8) 0.5187(2) 0.0339(5) Uani 1 1 d . . . . .
H3 H 0.227290 0.229918 0.600275 0.041 Uiso 1 1 calc R U . . .
C4 C 0.19464(8) 0.18522(9) 0.4789(2) 0.0409(5) Uani 1 1 d . . . . .
H4A H 0.167513 0.181952 0.532307 0.049 Uiso 1 1 calc R U . . .
C5 C 0.19757(8) 0.16003(9) 0.3594(2) 0.0406(5) Uani 1 1 d . . . . .
H5 H 0.173111 0.139258 0.334098 0.049 Uiso 1 1 calc R U . . .
C6 C 0.23578(8) 0.16591(8) 0.2813(2) 0.0356(5) Uani 1 1 d . . . . .
H6 H 0.237632 0.149261 0.200753 0.043 Uiso 1 1 calc R U . . .
C7 C 0.27310(7) 0.19649(7) 0.31760(19) 0.0290(4) Uani 1 1 d . . . . .
C8 C 0.31144(7) 0.20271(7) 0.23488(19) 0.0298(4) Uani 1 1 d . . . . .
H8 H 0.312856 0.185558 0.155068 0.036 Uiso 1 1 calc R U . . .
C9 C 0.34772(7) 0.23334(7) 0.26594(18) 0.0289(4) Uani 1 1 d . . . . .
C10 C 0.38588(7) 0.24002(7) 0.1773(2) 0.0330(5) Uani 1 1 d . . . . .
H10 H 0.386393 0.223115 0.096953 0.040 Uiso 1 1 calc R U . . .
C11 C 0.42132(7) 0.26994(8) 0.2053(2) 0.0343(5) Uani 1 1 d . . . . .
H11 H 0.446857 0.273382 0.146143 0.041 Uiso 1 1 calc R U . . .
C12 C 0.42011(7) 0.29612(7) 0.3233(2) 0.0331(5) Uani 1 1 d . . . . .
H12 H 0.444517 0.317883 0.341478 0.040 Uiso 1 1 calc R U . . .
C13 C 0.38459(7) 0.29064(7) 0.41119(19) 0.0289(4) Uani 1 1 d . . . . .
H13 H 0.384917 0.308548 0.489776 0.035 Uiso 1 1 calc R U . . .
C14 C 0.34660(6) 0.25850(6) 0.38836(18) 0.0259(4) Uani 1 1 d . . . . .
C15 C 0.30952(6) 0.27202(6) 0.61494(18) 0.0249(4) Uani 1 1 d . . . . .
H15 H 0.282812 0.257514 0.663962 0.030 Uiso 1 1 calc R U . . .
C16 C 0.30277(7) 0.32513(7) 0.62208(19) 0.0282(4) Uani 1 1 d . . . . .
C17 C 0.33385(7) 0.35655(7) 0.6741(2) 0.0319(5) Uani 1 1 d . . . . .
C18 C 0.25903(7) 0.34362(7) 0.58132(19) 0.0304(4) Uani 1 1 d . . . . .
C19 C 0.38183(7) 0.29616(7) 0.74382(18) 0.0269(4) Uani 1 1 d . . . . .
C20 C 0.35324(6) 0.26153(6) 0.69152(17) 0.0247(4) Uani 1 1 d . . . . .
C21 C 0.37433(7) 0.22036(7) 0.73089(18) 0.0274(4) Uani 1 1 d . . . . .
C22 C 0.36158(8) 0.17040(7) 0.7055(2) 0.0341(5) Uani 1 1 d . . . . .
H22A H 0.364547 0.163740 0.611553 0.051 Uiso 1 1 calc R U . . .
H22B H 0.329142 0.164843 0.733360 0.051 Uiso 1 1 calc R U . . .
H22C H 0.382694 0.149785 0.754888 0.051 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
O1 C17 1.370(2) . ?
O1 C19 1.375(2) . ?
N1 C18 1.154(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C17 1.338(3) . ?
N3 N4 1.363(2) . ?
N3 C19 1.318(2) . ?
N4 H4 0.8800 . ?
N4 C21 1.354(2) . ?
C1 C2 1.414(3) . ?
C1 C14 1.415(3) . ?
C1 C15 1.535(2) . ?
C2 C3 1.435(3) . ?
C2 C7 1.440(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.363(3) . ?
C4 H4A 0.9500 . ?
C4 C5 1.417(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.359(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.424(3) . ?
C7 C8 1.392(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(3) . ?
C9 C10 1.427(3) . ?
C9 C14 1.440(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.352(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.417(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.361(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.437(3) . ?
C15 H15 1.0000 . ?
C15 C16 1.527(3) . ?
C15 C20 1.500(2) . ?
C16 C17 1.367(3) . ?
C16 C18 1.415(3) . ?
C19 C20 1.386(3) . ?
C20 C21 1.378(3) . ?
C21 C22 1.492(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C17 O1 C19 114.62(15) . . ?
H2A N2 H2B 120.0 . . ?
C17 N2 H2A 120.0 . . ?
C17 N2 H2B 120.0 . . ?
C19 N3 N4 102.46(15) . . ?
N3 N4 H4 123.5 . . ?
C21 N4 N3 112.92(16) . . ?
C21 N4 H4 123.5 . . ?
C2 C1 C14 120.16(17) . . ?
C2 C1 C15 118.65(16) . . ?
C14 C1 C15 121.12(16) . . ?
C1 C2 C3 124.38(17) . . ?
C1 C2 C7 119.42(17) . . ?
C3 C2 C7 116.19(17) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.89(19) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4A 119.4 . . ?
C3 C4 C5 121.2(2) . . ?
C5 C4 H4A 119.4 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.23(19) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.45(19) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C2 120.01(18) . . ?
C8 C7 C2 119.53(17) . . ?
C8 C7 C6 120.46(18) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 C7 121.73(18) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C10 120.42(18) . . ?
C8 C9 C14 119.59(17) . . ?
C10 C9 C14 119.99(18) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.30(19) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.56(19) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.13(19) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 119.1 . . ?
C12 C13 C14 121.81(19) . . ?
C14 C13 H13 119.1 . . ?
C1 C14 C9 119.39(17) . . ?
C1 C14 C13 124.45(17) . . ?
C13 C14 C9 116.17(17) . . ?
C1 C15 H15 106.8 . . ?
C16 C15 C1 115.75(15) . . ?
C16 C15 H15 106.8 . . ?
C20 C15 C1 113.94(15) . . ?
C20 C15 H15 106.8 . . ?
C20 C15 C16 106.09(15) . . ?
C17 C16 C15 125.88(17) . . ?
C17 C16 C18 116.15(18) . . ?
C18 C16 C15 117.77(17) . . ?
N2 C17 O1 110.37(17) . . ?
N2 C17 C16 126.17(19) . . ?
C16 C17 O1 123.45(18) . . ?
N1 C18 C16 178.7(2) . . ?
O1 C19 C20 126.03(17) . . ?
N3 C19 O1 119.51(17) . . ?
N3 C19 C20 114.46(17) . . ?
C19 C20 C15 123.12(17) . . ?
C21 C20 C15 133.09(17) . . ?
C21 C20 C19 103.76(16) . . ?
N4 C21 C20 106.40(17) . . ?
N4 C21 C22 122.60(17) . . ?
C20 C21 C22 130.99(18) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
O1 C19 C20 C15 -2.0(3) . . . . ?
O1 C19 C20 C21 179.63(18) . . . . ?
N3 N4 C21 C20 0.2(2) . . . . ?
N3 N4 C21 C22 179.31(17) . . . . ?
N3 C19 C20 C15 178.02(16) . . . . ?
N3 C19 C20 C21 -0.4(2) . . . . ?
N4 N3 C19 O1 -179.53(16) . . . . ?
N4 N3 C19 C20 0.5(2) . . . . ?
C1 C2 C3 C4 179.8(2) . . . . ?
C1 C2 C7 C6 178.81(18) . . . . ?
C1 C2 C7 C8 -1.0(3) . . . . ?
C1 C15 C16 C17 -120.1(2) . . . . ?
C1 C15 C16 C18 65.4(2) . . . . ?
C1 C15 C20 C19 123.06(19) . . . . ?
C1 C15 C20 C21 -59.1(3) . . . . ?
C2 C1 C14 C9 -4.6(3) . . . . ?
C2 C1 C14 C13 174.93(17) . . . . ?
C2 C1 C15 C16 -112.20(19) . . . . ?
C2 C1 C15 C20 124.36(18) . . . . ?
C2 C3 C4 C5 1.4(4) . . . . ?
C2 C7 C8 C9 -2.0(3) . . . . ?
C3 C2 C7 C6 -2.0(3) . . . . ?
C3 C2 C7 C8 178.10(19) . . . . ?
C3 C4 C5 C6 -2.0(4) . . . . ?
C4 C5 C6 C7 0.6(4) . . . . ?
C5 C6 C7 C2 1.5(3) . . . . ?
C5 C6 C7 C8 -178.7(2) . . . . ?
C6 C7 C8 C9 178.11(19) . . . . ?
C7 C2 C3 C4 0.7(3) . . . . ?
C7 C8 C9 C10 -178.10(19) . . . . ?
C7 C8 C9 C14 1.8(3) . . . . ?
C8 C9 C10 C11 179.5(2) . . . . ?
C8 C9 C14 C1 1.6(3) . . . . ?
C8 C9 C14 C13 -178.00(18) . . . . ?
C9 C10 C11 C12 -1.6(3) . . . . ?
C10 C9 C14 C1 -178.55(18) . . . . ?
C10 C9 C14 C13 1.9(3) . . . . ?
C10 C11 C12 C13 2.1(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C12 C13 C14 C1 178.99(18) . . . . ?
C12 C13 C14 C9 -1.4(3) . . . . ?
C14 C1 C2 C3 -174.71(18) . . . . ?
C14 C1 C2 C7 4.4(3) . . . . ?
C14 C1 C15 C16 70.8(2) . . . . ?
C14 C1 C15 C20 -52.7(2) . . . . ?
C14 C9 C10 C11 -0.4(3) . . . . ?
C15 C1 C2 C3 8.2(3) . . . . ?
C15 C1 C2 C7 -172.72(16) . . . . ?
C15 C1 C14 C9 172.38(16) . . . . ?
C15 C1 C14 C13 -8.1(3) . . . . ?
C15 C16 C17 O1 -1.8(3) . . . . ?
C15 C16 C17 N2 178.6(2) . . . . ?
C15 C20 C21 N4 -178.06(19) . . . . ?
C15 C20 C21 C22 2.9(4) . . . . ?
C16 C15 C20 C19 -5.5(2) . . . . ?
C16 C15 C20 C21 172.39(19) . . . . ?
C17 O1 C19 N3 -171.68(17) . . . . ?
C17 O1 C19 C20 8.3(3) . . . . ?
C18 C16 C17 O1 172.81(18) . . . . ?
C18 C16 C17 N2 -6.8(3) . . . . ?
C19 O1 C17 N2 173.30(18) . . . . ?
C19 O1 C17 C16 -6.3(3) . . . . ?
C19 N3 N4 C21 -0.4(2) . . . . ?
C19 C20 C21 N4 0.1(2) . . . . ?
C19 C20 C21 C22 -178.9(2) . . . . ?
C20 C15 C16 C17 7.4(3) . . . . ?
C20 C15 C16 C18 -167.15(16) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 0.000 -0.518 461.5 128.5 ?
2 0.250 0.500 -0.959 461.5 128.5 ?
3 0.750 0.000 -0.459 461.5 128.5 ?
4 0.750 0.500 -0.018 461.5 128.5 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rn_bp_sc185_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2203466'
loop_
_audit_author_name
_audit_author_address
'Dr. Ramalingam Natarajan'
;CSIR Indian Institute of Chemical Biology
India
;
_audit_update_record             
;
2022-08-25 deposited with the CCDC.	2023-02-16 downloaded from the CCDC.
;
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'I 41/a'
_symmetry_Int_Tables_number      88
_space_group_name_Hall           '-I 4ad'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 3/4-y,1/4+x,1/4+z
4 3/4+y,3/4-x,3/4+z
5 1/2+x,1/2+y,1/2+z
6 -x,1/2-y,z
7 1/4-y,3/4+x,3/4+z
8 1/4+y,1/4-x,1/4+z
9 -x,-y,-z
10 1/2+x,y,1/2-z
11 1/4+y,3/4-x,3/4-z
12 1/4-y,1/4+x,1/4-z
13 1/2-x,1/2-y,1/2-z
14 x,1/2+y,-z
15 3/4+y,1/4-x,1/4-z
16 3/4-y,3/4+x,3/4-z
_cell_length_a                   22.861(2)
_cell_length_b                   22.861(2)
_cell_length_c                   14.185(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7413.44
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_thermal_displace_type
O1 O 0.70018(5) 0.70616(5) 0.23819(9) 0.0346 Uani
N1 N 0.55002(6) 0.43522(6) 0.47821(11) 0.0352 Uani
N2 N 0.49357(7) 0.67915(7) 0.24518(15) 0.0506 Uani
N3 N 0.62455(7) 0.76489(6) 0.26072(12) 0.0404 Uani
H3A H 0.587270 0.773970 0.265700 0.0480 Uiso
H3B H 0.651433 0.791996 0.268702 0.0480 Uiso
N4 N 0.77933(6) 0.64369(6) 0.21693(10) 0.0323 Uani
N5 N 0.78320(6) 0.58548(6) 0.19558(10) 0.0319 Uani
H5 H 0.816705 0.567035 0.188494 0.0380 Uiso
C1 C 0.62340(7) 0.60069(7) 0.20331(12) 0.0291 Uani
H1 H 0.608685 0.590274 0.139073 0.0350 Uiso
C2 C 0.60404(7) 0.66305(7) 0.22672(12) 0.0317 Uani
C3 C 0.64035(7) 0.70991(7) 0.24103(12) 0.0321 Uani
C4 C 0.72202(7) 0.65160(7) 0.21968(12) 0.0299 Uani
C5 C 0.68906(7) 0.60175(7) 0.20126(11) 0.0289 Uani
C6 C 0.73046(7) 0.55888(7) 0.18636(12) 0.0305 Uani
C7 C 0.72409(8) 0.49503(7) 0.16952(13) 0.0363 Uani
H7A H 0.761019 0.479252 0.145359 0.0540 Uiso
H7B H 0.692967 0.488283 0.123270 0.0540 Uiso
H7C H 0.714078 0.475458 0.228831 0.0540 Uiso
C8 C 0.54315(8) 0.67275(7) 0.23599(14) 0.0378 Uani
C9 C 0.60055(7) 0.55568(7) 0.27399(12) 0.0281 Uani
C10 C 0.57153(7) 0.50510(7) 0.24339(13) 0.0323 Uani
H10 H 0.564445 0.500100 0.177896 0.0390 Uiso
C11 C 0.55271(7) 0.46189(7) 0.30572(13) 0.0337 Uani
H11 H 0.533011 0.427931 0.283760 0.0400 Uiso
C12 C 0.56378(7) 0.47021(7) 0.40115(12) 0.0308 Uani
C13 C 0.59296(7) 0.52083(7) 0.43352(12) 0.0294 Uani
C14 C 0.61062(7) 0.56364(7) 0.36956(12) 0.0285 Uani
H14 H 0.629465 0.598119 0.391347 0.0340 Uiso
C15 C 0.59732(7) 0.51569(8) 0.53470(12) 0.0331 Uani
C16 C 0.62042(8) 0.55172(9) 0.60525(13) 0.0398 Uani
H16 H 0.639105 0.587562 0.589680 0.0480 Uiso
C17 C 0.61541(9) 0.53392(10) 0.69855(14) 0.0482 Uani
H17 H 0.630773 0.557808 0.747450 0.0580 Uiso
C18 C 0.58804(9) 0.48132(10) 0.72085(14) 0.0500 Uani
H18 H 0.584764 0.470380 0.785244 0.0600 Uiso
C19 C 0.56542(8) 0.44434(9) 0.65270(14) 0.0439 Uani
H19 H 0.547486 0.408240 0.668954 0.0530 Uiso
C20 C 0.57013(7) 0.46246(8) 0.55911(13) 0.0348 Uani
C21 C 0.51752(9) 0.38057(8) 0.47638(15) 0.0441 Uani
H21A H 0.493663 0.379083 0.418188 0.0530 Uiso
H21B H 0.490462 0.379538 0.530845 0.0530 Uiso
C22 C 0.55670(11) 0.32734(10) 0.4798(2) 0.0693 Uani
H22A H 0.581125 0.326151 0.423093 0.1040 Uiso
H22B H 0.532603 0.291932 0.482856 0.1040 Uiso
H22C H 0.581756 0.329427 0.535783 0.1040 Uiso

#END
