# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  2 21:19:51 2021
#   Inital geometry file: a 178 line input string
#   Ligand name: N-{[(3S)-1-carbamimidoylpiperidin-3-yl]methyl}-N~2~-(naphthalen-2-ylsulfonyl)-L-asparaginyl-N-cyclopropylglycine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)N1CCC[C@@H](CNC(=O)C[C@H](N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N(CC(O)=O)C4CC4)C1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 N5N  N5N  N-{[(3S)-1-carbamimidoylpiperidin-3-yl]methyl}-N~2~-(naphthalen-2-ylsulfonyl)-L-asparaginyl-N-cyclopropylglycine  ligand  73  39  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N5N
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 N5N  N1    N  NT    0  -0.460  18.2796  -14.0625  21.0331
 N5N  C2    C  CH1   0  -0.126  18.8585  -14.8931  20.0153
 N5N  C3    C  C     0   0.588  17.1636  -14.3974  21.7327
 N5N  C4    C  CH2   0  -0.449  18.6130  -12.6615  21.0177
 N5N  C5    C  CH2   0  -0.496  20.3489  -14.9626  19.9108
 N5N  C6    C  CH2   0  -0.498  19.5825  -16.1574  20.3695
 N5N  C7    C  CH1   0  -0.251  16.6283  -15.8256  21.6180
 N5N  O8    O  O     0  -0.432  16.5649  -13.5900  22.4172
 N5N  C9    C  C     0   0.568  17.7211  -11.8878  20.0717
 N5N  N10   N  NC1   0  -0.713  16.0355  -16.2862  22.8596
 N5N  C11   C  CH2   0  -0.547  15.5927  -15.8665  20.4789
 N5N  O12   O  OH1   0  -0.585  17.9119  -10.5850  20.1846
 N5N  O13   O  O     0  -0.442  16.9543  -12.3950  19.2919
 N5N  S14   S  S     0   1.381  17.0050  -16.7194  24.1242
 N5N  C15   C  C     0   0.529  14.3059  -15.1224  20.7936
 N5N  C16   C  CR6   0  -0.215  17.8771  -15.2554  24.5937
 N5N  O17   O  OS    0  -0.652  16.1013  -17.0944  25.1971
 N5N  O18   O  OS    0  -0.652  17.9704  -17.6771  23.6099
 N5N  N19   N  NH1   0  -0.619  14.1690  -13.9114  20.2415
 N5N  O20   O  O     0  -0.503  13.4522  -15.6376  21.5082
 N5N  C21   C  CR16  0  -0.315  19.1319  -15.0421  24.0978
 N5N  C22   C  CR16  0  -0.217  17.1957  -14.2693  25.3388
 N5N  C23   C  CH2   0  -0.308  12.9895  -13.0843  20.4023
 N5N  C24   C  CR66  0   0.138  19.7563  -13.7896  24.2834
 N5N  C25   C  CR16  0  -0.294  17.7920  -13.0607  25.5412
 N5N  C26   C  CH1   0  -0.227  13.0342  -12.0813  21.5565
 N5N  C27   C  CR66  0   0.129  19.0699  -12.7774  25.0006
 N5N  C28   C  CR16  0  -0.307  21.0270  -13.5117  23.7315
 N5N  C29   C  CH2   0  -0.314  13.1046  -12.7595  22.9289
 N5N  C30   C  CH2   0  -0.453  14.1762  -11.0745  21.4192
 N5N  C31   C  CR16  0  -0.310  19.6781  -11.5099  25.1406
 N5N  C32   C  CR16  0  -0.254  21.5874  -12.2718  23.8753
 N5N  N33   N  NT    0  -0.454  13.1034  -11.7791  24.0066
 N5N  C34   C  CH2   0  -0.435  14.2129  -10.1019  22.5952
 N5N  C35   C  CR16  0  -0.246  20.9050  -11.2625  24.5854
 N5N  C36   C  CH2   0  -0.314  14.2364  -10.8741  23.9090
 N5N  C37   C  C     0   0.546  11.9248  -11.2830  24.5165
 N5N  N38   N  NH2   0  -0.838  10.8655  -12.1714  24.4976
 N5N  N39   N  N     0  -0.712  11.8561  -10.0785  24.9555
 N5N  H2    H  HCH1  0   0.282  18.3195  -14.8989  19.0723
 N5N  H41C  H  HCH2  0   0.308  18.5502  -12.2397  22.0214
 N5N  H42C  H  HCH2  0   0.312  19.6464  -12.5371  20.6893
 N5N  H51C  H  HCH2  0   0.273  20.7777  -14.9612  18.9180
 N5N  H52C  H  HCH2  0   0.259  20.9370  -14.4364  20.6525
 N5N  H61C  H  HCH2  0   0.258  19.6613  -16.4282  21.4143
 N5N  H62C  H  HCH2  0   0.275  19.4654  -16.9976  19.6981
 N5N  H7    H  HCH1  0   0.322  17.4112  -16.5303  21.3485
 N5N  H10   H  HNC1  0   0.414  15.2132  -15.7764  23.1661
 N5N  H111  H  HCH2  0   0.280  16.0629  -15.4865  19.5699
 N5N  H112  H  HCH2  0   0.300  15.3352  -16.9097  20.2947
 N5N  H12   H  HOH1  0   0.486  17.3694  -10.1048  19.5404
 N5N  H19   H  HNH1  0   0.405  14.9365  -13.5346  19.7075
 N5N  H21   H  HCR6  0   0.292  19.6549  -15.8103  23.5439
 N5N  H22   H  HCR6  0   0.277  16.2083  -14.4627  25.7352
 N5N  H231  H  HCH2  0   0.255  12.8512  -12.5379  19.4677
 N5N  H232  H  HCH2  0   0.252  12.1257  -13.7397  20.5181
 N5N  H25   H  HCR6  0   0.263  17.2769  -12.2929  26.1049
 N5N  H26   H  HCH1  0   0.226  12.0820  -11.5368  21.5081
 N5N  H28   H  HCR6  0   0.262  21.5471  -14.2899  23.1858
 N5N  H291  H  HCH2  0   0.241  12.2891  -13.4702  23.0405
 N5N  H292  H  HCH2  0   0.251  14.0319  -13.3303  23.0098
 N5N  H301  H  HCH2  0   0.237  15.1211  -11.6224  21.3963
 N5N  H302  H  HCH2  0   0.224  14.0956  -10.5322  20.4725
 N5N  H31   H  HCR6  0   0.263  19.1567  -10.7333  25.6863
 N5N  H32   H  HCR6  0   0.266  22.5565  -12.0594  23.4442
 N5N  H341  H  HCH2  0   0.225  15.0955   -9.4606  22.5266
 N5N  H342  H  HCH2  0   0.219  13.3374   -9.4474  22.5806
 N5N  H35   H  HCR6  0   0.266  21.3580  -10.2854  24.6902
 N5N  H361  H  HCH2  0   0.244  14.2382  -10.2050  24.7660
 N5N  H362  H  HCH2  0   0.242  15.1458  -11.4828  23.9577
 N5N  H381  H  HNH2  0   0.383  10.0775  -11.8831  25.0561
 N5N  H382  H  HNH2  0   0.384  11.0912  -13.1394  24.6670
 N5N  H39   H  H     0   0.312  10.9616   -9.9164  25.4037

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 N5N  N1   C2    single    1.436  0.020  1.436
 N5N  N1   C3    single    1.359  0.020  1.359
 N5N  N1   C4    single    1.440  0.020  1.440
 N5N  C2   C5    single    1.496  0.020  1.496
 N5N  C2   C6    single    1.499  0.020  1.499
 N5N  C3   C7    single    1.530  0.020  1.530
 N5N  C3   O8    double    1.216  0.020  1.216
 N5N  C4   C9    single    1.513  0.020  1.513
 N5N  C5   C6    single    1.492  0.020  1.492
 N5N  C7   N10   single    1.451  0.020  1.451
 N5N  C7   C11   single    1.540  0.020  1.540
 N5N  C9   O12   single    1.322  0.020  1.322
 N5N  C9   O13   double    1.206  0.020  1.206
 N5N  N10  S14   single    1.651  0.020  1.651
 N5N  C11  C15   single    1.519  0.020  1.519
 N5N  S14  C16   single    1.768  0.020  1.768
 N5N  S14  O17   double    1.452  0.020  1.452
 N5N  S14  O18   double    1.454  0.020  1.454
 N5N  C15  N19   single    1.338  0.020  1.338
 N5N  C15  O20   double    1.227  0.020  1.227
 N5N  C16  C21   aromatic  1.366  0.020  1.366
 N5N  C16  C22   aromatic  1.411  0.020  1.411
 N5N  N19  C23   single    1.450  0.020  1.450
 N5N  C21  C24   aromatic  1.412  0.020  1.412
 N5N  C22  C25   aromatic  1.363  0.020  1.363
 N5N  C23  C26   single    1.530  0.020  1.530
 N5N  C24  C27   aromatic  1.418  0.020  1.418
 N5N  C24  C28   aromatic  1.413  0.020  1.413
 N5N  C25  C27   aromatic  1.416  0.020  1.416
 N5N  C26  C29   single    1.532  0.020  1.532
 N5N  C26  C30   single    1.529  0.020  1.529
 N5N  C27  C31   aromatic  1.413  0.020  1.413
 N5N  C28  C32   aromatic  1.368  0.020  1.368
 N5N  C29  N33   single    1.457  0.020  1.457
 N5N  C30  C34   single    1.527  0.020  1.527
 N5N  C31  C35   aromatic  1.369  0.020  1.369
 N5N  C32  C35   aromatic  1.410  0.020  1.410
 N5N  N33  C36   single    1.453  0.020  1.453
 N5N  N33  C37   single    1.377  0.020  1.377
 N5N  C34  C36   single    1.524  0.020  1.524
 N5N  C37  N38   single    1.383  0.020  1.383
 N5N  C37  N39   double    1.284  0.020  1.284
 N5N  C2   H2    single    0.970  0.020  1.090
 N5N  C4   H41C  single    0.970  0.020  1.090
 N5N  C4   H42C  single    0.970  0.020  1.090
 N5N  C5   H51C  single    0.970  0.020  1.090
 N5N  C5   H52C  single    0.970  0.020  1.090
 N5N  C6   H61C  single    0.970  0.020  1.090
 N5N  C6   H62C  single    0.970  0.020  1.090
 N5N  C7   H7    single    0.970  0.020  1.090
 N5N  N10  H10   single    0.890  0.020  1.040
 N5N  C11  H111  single    0.970  0.020  1.090
 N5N  C11  H112  single    0.970  0.020  1.090
 N5N  O12  H12   single    0.850  0.020  0.980
 N5N  N19  H19   single    0.860  0.020  1.020
 N5N  C21  H21   single    0.930  0.020  1.080
 N5N  C22  H22   single    0.930  0.020  1.080
 N5N  C23  H231  single    0.970  0.020  1.090
 N5N  C23  H232  single    0.970  0.020  1.090
 N5N  C25  H25   single    0.930  0.020  1.080
 N5N  C26  H26   single    0.970  0.020  1.090
 N5N  C28  H28   single    0.930  0.020  1.080
 N5N  C29  H291  single    0.970  0.020  1.090
 N5N  C29  H292  single    0.970  0.020  1.090
 N5N  C30  H301  single    0.970  0.020  1.090
 N5N  C30  H302  single    0.970  0.020  1.090
 N5N  C31  H31   single    0.930  0.020  1.080
 N5N  C32  H32   single    0.930  0.020  1.080
 N5N  C34  H341  single    0.970  0.020  1.090
 N5N  C34  H342  single    0.970  0.020  1.090
 N5N  C35  H35   single    0.930  0.020  1.080
 N5N  C36  H361  single    0.970  0.020  1.090
 N5N  C36  H362  single    0.970  0.020  1.090
 N5N  N38  H381  single    0.890  0.020  1.040
 N5N  N38  H382  single    0.890  0.020  1.040
 N5N  N39  H39   single    0.890  0.020  1.040

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 N5N  C4    N1   C3    115.81  3.000
 N5N  C4    N1   C2    117.51  3.000
 N5N  C3    N1   C2    123.61  3.000
 N5N  H2    C2   C6    116.12  3.000
 N5N  H2    C2   C5    115.70  3.000
 N5N  C6    C2   C5     59.75  3.000
 N5N  H2    C2   N1    114.74  3.000
 N5N  C6    C2   N1    121.00  3.000
 N5N  C5    C2   N1    118.57  3.000
 N5N  O8    C3   C7    119.33  3.000
 N5N  O8    C3   N1    122.03  3.000
 N5N  C7    C3   N1    118.62  3.000
 N5N  H42C  C4   H41C  106.70  3.000
 N5N  H42C  C4   C9    108.17  3.000
 N5N  H41C  C4   C9    110.11  3.000
 N5N  H42C  C4   N1    109.47  3.000
 N5N  H41C  C4   N1    110.67  3.000
 N5N  C9    C4   N1    111.57  3.000
 N5N  H52C  C5   H51C  114.38  3.000
 N5N  H52C  C5   C6    117.22  3.000
 N5N  H51C  C5   C6    119.15  3.000
 N5N  H52C  C5   C2    118.08  3.000
 N5N  H51C  C5   C2    117.34  3.000
 N5N  C6    C5   C2     60.25  3.000
 N5N  H62C  C6   H61C  114.38  3.000
 N5N  H62C  C6   C5    119.13  3.000
 N5N  H61C  C6   C5    117.38  3.000
 N5N  H62C  C6   C2    117.13  3.000
 N5N  H61C  C6   C2    118.31  3.000
 N5N  C5    C6   C2     60.00  3.000
 N5N  H7    C7   C11   106.48  3.000
 N5N  H7    C7   N10   107.49  3.000
 N5N  C11   C7   N10   110.48  3.000
 N5N  H7    C7   C3    111.82  3.000
 N5N  C11   C7   C3    108.40  3.000
 N5N  N10   C7   C3    112.04  3.000
 N5N  O13   C9   O12   124.18  3.000
 N5N  O13   C9   C4    124.35  3.000
 N5N  O12   C9   C4    111.44  3.000
 N5N  H10   N10  S14   112.10  3.000
 N5N  H10   N10  C7    115.46  3.000
 N5N  S14   N10  C7    119.92  3.000
 N5N  H112  C11  H111  107.10  3.000
 N5N  H112  C11  C15   107.67  3.000
 N5N  H111  C11  C15   111.52  3.000
 N5N  H112  C11  C7    108.01  3.000
 N5N  H111  C11  C7    108.48  3.000
 N5N  C15   C11  C7    113.78  3.000
 N5N  H12   O12  C9    110.54  3.000
 N5N  O18   S14  O17   120.29  3.000
 N5N  O18   S14  C16   108.18  3.000
 N5N  O17   S14  C16   108.95  3.000
 N5N  O18   S14  N10   106.97  3.000
 N5N  O17   S14  N10   105.56  3.000
 N5N  C16   S14  N10   106.01  3.000
 N5N  O20   C15  N19   123.32  3.000
 N5N  O20   C15  C11   120.29  3.000
 N5N  N19   C15  C11   116.39  3.000
 N5N  C22   C16  C21   121.74  3.000
 N5N  C22   C16  S14   118.73  3.000
 N5N  C21   C16  S14   119.08  3.000
 N5N  H19   N19  C23   117.71  3.000
 N5N  H19   N19  C15   118.62  3.000
 N5N  C23   N19  C15   123.63  3.000
 N5N  H21   C21  C24   118.92  3.000
 N5N  H21   C21  C16   121.27  3.000
 N5N  C24   C21  C16   119.81  3.000
 N5N  H22   C22  C25   120.24  3.000
 N5N  H22   C22  C16   120.62  3.000
 N5N  C25   C22  C16   119.13  3.000
 N5N  H232  C23  H231  106.94  3.000
 N5N  H232  C23  C26   109.70  3.000
 N5N  H231  C23  C26   108.76  3.000
 N5N  H232  C23  N19   108.26  3.000
 N5N  H231  C23  N19   107.08  3.000
 N5N  C26   C23  N19   115.72  3.000
 N5N  C28   C24  C27   119.51  3.000
 N5N  C28   C24  C21   121.39  3.000
 N5N  C27   C24  C21   119.06  3.000
 N5N  H25   C25  C27   119.09  3.000
 N5N  H25   C25  C22   119.86  3.000
 N5N  C27   C25  C22   121.03  3.000
 N5N  H26   C26  C30   108.50  3.000
 N5N  H26   C26  C29   107.38  3.000
 N5N  C30   C26  C29   109.73  3.000
 N5N  H26   C26  C23   105.46  3.000
 N5N  C30   C26  C23   112.70  3.000
 N5N  C29   C26  C23   112.76  3.000
 N5N  C31   C27  C25   122.01  3.000
 N5N  C31   C27  C24   118.83  3.000
 N5N  C25   C27  C24   119.15  3.000
 N5N  H28   C28  C32   120.48  3.000
 N5N  H28   C28  C24   119.15  3.000
 N5N  C32   C28  C24   120.36  3.000
 N5N  H292  C29  H291  106.71  3.000
 N5N  H292  C29  N33   107.32  3.000
 N5N  H291  C29  N33   111.30  3.000
 N5N  H292  C29  C26   109.68  3.000
 N5N  H291  C29  C26   110.29  3.000
 N5N  N33   C29  C26   111.39  3.000
 N5N  H302  C30  H301  107.11  3.000
 N5N  H302  C30  C34   110.65  3.000
 N5N  H301  C30  C34   108.35  3.000
 N5N  H302  C30  C26   110.43  3.000
 N5N  H301  C30  C26   108.53  3.000
 N5N  C34   C30  C26   111.62  3.000
 N5N  H31   C31  C35   120.41  3.000
 N5N  H31   C31  C27   119.08  3.000
 N5N  C35   C31  C27   120.51  3.000
 N5N  H32   C32  C35   119.58  3.000
 N5N  H32   C32  C28   120.19  3.000
 N5N  C35   C32  C28   120.22  3.000
 N5N  C37   N33  C36   117.90  3.000
 N5N  C37   N33  C29   121.14  3.000
 N5N  C36   N33  C29   111.64  3.000
 N5N  H342  C34  H341  107.13  3.000
 N5N  H342  C34  C36   109.10  3.000
 N5N  H341  C34  C36   109.81  3.000
 N5N  H342  C34  C30   110.60  3.000
 N5N  H341  C34  C30   110.17  3.000
 N5N  C36   C34  C30   109.98  3.000
 N5N  H35   C35  C32   119.50  3.000
 N5N  H35   C35  C31   119.94  3.000
 N5N  C32   C35  C31   120.56  3.000
 N5N  H362  C36  H361  107.79  3.000
 N5N  H362  C36  C34   109.43  3.000
 N5N  H361  C36  C34   111.57  3.000
 N5N  H362  C36  N33   107.35  3.000
 N5N  H361  C36  N33   109.37  3.000
 N5N  C34   C36  N33   111.18  3.000
 N5N  N39   C37  N38   124.51  3.000
 N5N  N39   C37  N33   120.70  3.000
 N5N  N38   C37  N33   114.79  3.000
 N5N  H382  N38  H381  110.88  3.000
 N5N  H382  N38  C37   116.29  3.000
 N5N  H381  N38  C37   114.06  3.000
 N5N  H39   N39  C37   110.39  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 N5N  CONST_01  C27   C24  C21  C16     0.00   0.0  0
 N5N  CONST_02  C28   C24  C21  C16   180.00   0.0  0
 N5N  CONST_03  C27   C25  C22  C16     0.00   0.0  0
 N5N  CONST_04  C25   C22  C16  C21     0.00   0.0  0
 N5N  CONST_05  C25   C27  C24  C21     0.00   0.0  0
 N5N  CONST_06  C31   C27  C24  C21   180.00   0.0  0
 N5N  CONST_07  C32   C28  C24  C21   180.00   0.0  0
 N5N  CONST_08  C24   C21  C16  C22     0.00   0.0  0
 N5N  CONST_09  C24   C27  C25  C22     0.00   0.0  0
 N5N  CONST_10  C31   C27  C25  C22   180.00   0.0  0
 N5N  CONST_11  C35   C31  C27  C24     0.00   0.0  0
 N5N  CONST_12  C35   C32  C28  C24     0.00   0.0  0
 N5N  CONST_13  C28   C24  C27  C25   180.00   0.0  0
 N5N  CONST_14  C35   C31  C27  C25   180.00   0.0  0
 N5N  CONST_15  C32   C28  C24  C27     0.00   0.0  0
 N5N  CONST_16  C32   C35  C31  C27     0.00   0.0  0
 N5N  CONST_17  C31   C27  C24  C28     0.00   0.0  0
 N5N  CONST_18  C31   C35  C32  C28     0.00   0.0  0
 N5N  CONST_19  C24   C21  C16  S14   180.00   0.0  0
 N5N  CONST_20  C25   C22  C16  S14   180.00   0.0  0
 N5N  CONST_21  H25   C25  C22  C16   180.00   0.0  0
 N5N  CONST_22  H22   C22  C16  C21   180.00   0.0  0
 N5N  CONST_23  H28   C28  C24  C21     0.00   0.0  0
 N5N  CONST_24  H21   C21  C16  C22   180.00   0.0  0
 N5N  CONST_25  H31   C31  C27  C24   180.00   0.0  0
 N5N  CONST_26  H32   C32  C28  C24   180.00   0.0  0
 N5N  CONST_27  H35   C35  C31  C27   180.00   0.0  0
 N5N  CONST_30  N38   C37  N33  C36   180.00   0.0  0
 N5N  CONST_31  N39   C37  N33  C36     0.00   0.0  0
 N5N  CONST_32  C7    C3   N1   C2      0.00   0.0  0
 N5N  CONST_33  O8    C3   N1   C2    180.00   0.0  0
 N5N  CONST_34  H381  N38  C37  N33   180.00   0.0  0
 N5N  CONST_36  H39   N39  C37  N33   180.00   0.0  0
 N5N  CONST_37  C7    C3   N1   C4    180.00   0.0  0
 N5N  CONST_38  O8    C3   N1   C4      0.00   0.0  0
 N5N  CONST_39  C23   N19  C15  C11   180.00   0.0  0
 N5N  CONST_40  C23   N19  C15  O20     0.00   0.0  0
 N5N  CONST_41  H19   N19  C15  C11     0.00   0.0  0
 N5N  CONST_42  H12   O12  C9   C4    180.00   0.0  0
 N5N  Var_01    C36   N33  C29  C26   -59.88  30.0  1
 N5N  Var_02    C36   C34  C30  C26    53.03  30.0  1
 N5N  Var_03    C34   C36  N33  C29    60.26  30.0  1
 N5N  Var_04    N33   C36  C34  C30   -56.22  30.0  1
 N5N  Var_05    C6    C5   C2   N1    111.18  30.0  1
 N5N  Var_06    H61C  C6   C5   C2   -108.52  30.0  1
 N5N  Var_07    C5    C2   N1   C3   -142.21  30.0  3
 N5N  Var_08    C21   C16  S14  N10   -95.89  30.0  2
 N5N  Var_09    C9    C4   N1   C2     84.47  30.0  3
 N5N  Var_10    C16   S14  N10  C7     63.27  30.0  3
 N5N  Var_11    C26   C23  N19  C15    92.96  30.0  3
 N5N  Var_12    O12   C9   C4   N1    171.96  30.0  3
 N5N  Var_13    N19   C15  C11  C7    102.02  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 N5N  chir_02  C7   C3   N10  C11  negativ
 N5N  chir_03  C26  C23  C29  C30  negativ
 N5N  chir_04  C2   N1   C5   C6   both

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 N5N  plan-1  N1    0.020
 N5N  plan-1  C2    0.020
 N5N  plan-1  C3    0.020
 N5N  plan-1  C4    0.020
 N5N  plan-1  C7    0.020
 N5N  plan-1  O8    0.020
 N5N  plan-2  S14   0.020
 N5N  plan-2  C16   0.020
 N5N  plan-2  C21   0.020
 N5N  plan-2  C22   0.020
 N5N  plan-2  C24   0.020
 N5N  plan-2  C25   0.020
 N5N  plan-2  C27   0.020
 N5N  plan-2  C28   0.020
 N5N  plan-2  C31   0.020
 N5N  plan-2  C32   0.020
 N5N  plan-2  C35   0.020
 N5N  plan-2  H21   0.020
 N5N  plan-2  H22   0.020
 N5N  plan-2  H25   0.020
 N5N  plan-2  H28   0.020
 N5N  plan-2  H31   0.020
 N5N  plan-2  H32   0.020
 N5N  plan-2  H35   0.020
 N5N  plan-3  C11   0.020
 N5N  plan-3  C15   0.020
 N5N  plan-3  N19   0.020
 N5N  plan-3  O20   0.020
 N5N  plan-3  C23   0.020
 N5N  plan-3  H19   0.020
 N5N  plan-4  C29   0.020
 N5N  plan-4  N33   0.020
 N5N  plan-4  C36   0.020
 N5N  plan-4  C37   0.020
 N5N  plan-4  N38   0.020
 N5N  plan-4  N39   0.020
 N5N  plan-4  H381  0.020
 N5N  plan-4  H382  0.020
 N5N  plan-4  H39   0.020
 N5N  plan-5  C4    0.020
 N5N  plan-5  C9    0.020
 N5N  plan-5  O12   0.020
 N5N  plan-5  O13   0.020
 N5N  plan-5  H12   0.020

