# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 29 18:00:41 2021
#   Inital geometry file: a 162 line input string
#   Ligand name: (1~{R},5~{S})-3-[6-(3-methylbutoxy)-5-[[(1~{R},3~{S})-5-oxidanyl-2-adamantyl]carbamoyl]pyridin-2-yl]-3-azabicyclo[3.1.0]hexane-6-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCOc1nc(ccc1C(=O)N[C@H]2[C@H]3CC4C[C@@H]2CC(O)(C4)C3)N5C[C@@H]6[C@H](C5)[C@H]6C(O)=O
#
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
 6N3  6N3  '(1~{R},5~{S})-3-[6-(3-methylbutoxy)-5-[[(1~{R},3~{S})-5-oxidanyl-2-adamantyl]carbamoyl]pyridin-2-yl]-3-azabicyclo[3.1.0]hexane-6-carboxylic acid'  ligand  72  35  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_6N3
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
 6N3  C1   C  CH1   0  -0.241  15.6225  17.9978  185.5082
 6N3  C6   C  CR6   0   0.562  11.1954  22.6412  185.8909
 6N3  C7   C  CR16  0  -0.424  11.2486  24.0253  185.6361
 6N3  C9   C  CR6   0  -0.278  13.5887  23.7608  185.0364
 6N3  C5   C  CR6   0   0.534  13.4035  22.3918  185.3119
 6N3  C4   C  CH2   0  -0.147  14.2774  20.1702  185.4577
 6N3  C3   C  CH2   0  -0.482  15.6171  19.5029  185.2188
 6N3  C12  C  CH1   0  -0.256  17.7252  23.4586  182.6939
 6N3  C2   C  CH3   0  -0.660  14.7019  17.2190  184.5717
 6N3  O4   O  O     0  -0.456   6.6005  20.0801  189.2864
 6N3  O3   O  OH1   0  -0.596   8.0133  20.9663  190.7713
 6N3  C25  C  CH1   0  -0.408   8.5597  21.1947  188.5212
 6N3  C22  C  CR15  0  -0.269   8.6896  20.4045  187.2408
 6N3  C21  C  CH2   0  -0.247   9.9887  20.5861  186.4998
 6N3  C23  C  CR15  0  -0.264   7.9614  21.6941  187.2264
 6N3  C24  C  CH2   0  -0.263   8.8013  22.7001  186.4823
 6N3  N2   N  NR5   0  -0.515  10.0795  22.0278  186.3264
 6N3  N    N  N     0  -0.517  12.2696  21.8677  185.7115
 6N3  C8   C  CR16  0  -0.146  12.4478  24.5484  185.2192
 6N3  O    O  O2    0  -0.506  14.4398  21.5617  185.1615
 6N3  C    C  CH3   0  -0.661  15.3086  17.6815  186.9685
 6N3  O1   O  O     0  -0.512  14.8266  25.6651  184.4129
 6N3  N1   N  NH1   0  -0.699  15.9182  23.6913  184.3551
 6N3  C11  C  CH1   0  -0.044  17.1945  24.2151  183.9211
 6N3  C16  C  CH1   0  -0.250  18.2506  24.1579  185.0358
 6N3  C15  C  CH2   0  -0.449  18.5650  22.7047  185.3972
 6N3  C17  C  CH2   0  -0.464  19.5243  24.8443  184.5352
 6N3  C18  C  CT    0   0.257  20.0668  24.1224  183.2983
 6N3  O2   O  OH1   0  -0.686  21.2117  24.7749  182.7815
 6N3  C20  C  CH2   0  -0.447  19.0011  24.1491  182.2044
 6N3  C19  C  CH2   0  -0.458  20.3724  22.6685  183.6679
 6N3  C14  C  CH1   0  -0.249  19.1011  21.9738  184.1636
 6N3  C13  C  CH2   0  -0.460  18.0496  22.0061  183.0530
 6N3  H1   H  HCH1  0   0.233  16.6461  17.6627  185.3122
 6N3  H2   H  HCR6  0   0.271  10.3869  24.6644  185.7580
 6N3  H3   H  HCH2  0   0.230  13.9502  20.0542  186.4930
 6N3  H4   H  HCH2  0   0.230  13.4997  19.7483  184.8182
 6N3  H5   H  HCH2  0   0.240  15.9179  19.6626  184.1783
 6N3  H6   H  HCH2  0   0.238  16.3755  19.9858  185.8439
 6N3  H7   H  HCH1  0   0.243  16.9705  23.4902  181.9032
 6N3  H8   H  HCH3  0   0.231  14.8423  16.1444  184.6988
 6N3  H9   H  HCH3  0   0.216  13.6479  17.4295  184.7652
 6N3  H10  H  HCH3  0   0.227  14.9008  17.4571  183.5252
 6N3  H11  H  HOH1  0   0.482   7.3687  20.6262  191.4099
 6N3  H12  H  HCH1  0   0.290   9.4429  21.7007  188.8971
 6N3  H13  H  HCR5  0   0.286   8.1738  19.4568  187.1631
 6N3  H14  H  HCH2  0   0.248   9.9472  20.0636  185.5382
 6N3  H15  H  HCH2  0   0.260  10.8529  20.2048  187.0439
 6N3  H16  H  HCR5  0   0.287   6.8848  21.7464  187.1370
 6N3  H17  H  HCH2  0   0.259   8.9143  23.6361  187.0338
 6N3  H18  H  HCH2  0   0.255   8.3427  22.9343  185.5152
 6N3  H19  H  HCR6  0   0.264  12.5162  25.6095  185.0219
 6N3  H20  H  HCH3  0   0.227  15.9383  18.2564  187.6499
 6N3  H21  H  HCH3  0   0.216  14.2674  17.8972  187.2165
 6N3  H22  H  HCH3  0   0.232  15.4756  16.6239  187.1773
 6N3  H23  H  HNH1  0   0.414  15.8420  22.7048  184.5409
 6N3  H24  H  HCH1  0   0.252  17.0316  25.2581  183.6451
 6N3  H25  H  HCH1  0   0.239  17.8720  24.6910  185.9129
 6N3  H26  H  HCH2  0   0.228  17.6743  22.1970  185.7831
 6N3  H27  H  HCH2  0   0.237  19.3022  22.6755  186.2055
 6N3  H28  H  HCH2  0   0.231  20.2808  24.8427  185.3287
 6N3  H29  H  HCH2  0   0.234  19.3217  25.8923  184.2905
 6N3  H30  H  HOH1  0   0.439  21.9034  24.7416  183.4511
 6N3  H31  H  HCH2  0   0.235  19.3721  23.6396  181.3094
 6N3  H32  H  HCH2  0   0.235  18.7859  25.1845  181.9202
 6N3  H33  H  HCH2  0   0.231  20.7751  22.1425  182.7960
 6N3  H34  H  HCH2  0   0.227  21.1449  22.6377  184.4458
 6N3  H35  H  HCH1  0   0.234  19.3317  20.9369  184.4224
 6N3  H36  H  HCH2  0   0.234  17.1507  21.4626  183.3617
 6N3  H37  H  HCH2  0   0.239  18.4182  21.4826  182.1655
 6N3  C10  C  C     0   0.548  14.8287  24.4465  184.5795
 6N3  C26  C  C     0   0.579   7.6181  20.6833  189.5357

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
 6N3  C20  C12  single    1.531  0.020  1.531
 6N3  C20  C18  single    1.527  0.020  1.527
 6N3  O2   C18  single    1.416  0.020  1.416
 6N3  C12  C13  single    1.531  0.020  1.531
 6N3  C12  C11  single    1.536  0.020  1.536
 6N3  C18  C19  single    1.531  0.020  1.531
 6N3  C18  C17  single    1.531  0.020  1.531
 6N3  C13  C14  single    1.530  0.020  1.530
 6N3  C11  N1   single    1.446  0.020  1.446
 6N3  C11  C16  single    1.537  0.020  1.537
 6N3  C19  C14  single    1.531  0.020  1.531
 6N3  C17  C16  single    1.531  0.020  1.531
 6N3  O1   C10  double    1.230  0.020  1.230
 6N3  C2   C1   single    1.527  0.020  1.527
 6N3  N1   C10  single    1.345  0.020  1.345
 6N3  C14  C15  single    1.531  0.020  1.531
 6N3  C10  C9   single    1.489  0.020  1.489
 6N3  C16  C15  single    1.530  0.020  1.530
 6N3  O    C4   single    1.432  0.020  1.432
 6N3  O    C5   single    1.336  0.020  1.336
 6N3  C3   C4   single    1.516  0.020  1.516
 6N3  C3   C1   single    1.533  0.020  1.533
 6N3  C1   C    single    1.527  0.020  1.527
 6N3  C9   C5   aromatic  1.409  0.020  1.409
 6N3  C9   C8   aromatic  1.398  0.020  1.398
 6N3  C5   N    aromatic  1.312  0.020  1.312
 6N3  C8   C7   aromatic  1.373  0.020  1.373
 6N3  N    C6   aromatic  1.336  0.020  1.336
 6N3  C7   C6   aromatic  1.408  0.020  1.408
 6N3  C6   N2   single    1.346  0.020  1.346
 6N3  C24  N2   single    1.453  0.020  1.453
 6N3  C24  C23  single    1.507  0.020  1.507
 6N3  N2   C21  single    1.455  0.020  1.455
 6N3  C23  C22  single    1.481  0.020  1.481
 6N3  C23  C25  single    1.511  0.020  1.511
 6N3  O4   C26  double    1.209  0.020  1.209
 6N3  C22  C21  single    1.507  0.020  1.507
 6N3  C22  C25  single    1.510  0.020  1.510
 6N3  C25  C26  single    1.476  0.020  1.476
 6N3  C26  O3   single    1.328  0.020  1.328
 6N3  C1   H1   single    0.970  0.020  1.090
 6N3  C7   H2   single    0.930  0.020  1.080
 6N3  C4   H3   single    0.970  0.020  1.090
 6N3  C4   H4   single    0.970  0.020  1.090
 6N3  C3   H5   single    0.970  0.020  1.090
 6N3  C3   H6   single    0.970  0.020  1.090
 6N3  C12  H7   single    0.970  0.020  1.090
 6N3  C2   H8   single    0.970  0.020  1.090
 6N3  C2   H9   single    0.970  0.020  1.090
 6N3  C2   H10  single    0.970  0.020  1.090
 6N3  O3   H11  single    0.850  0.020  0.980
 6N3  C25  H12  single    0.970  0.020  1.090
 6N3  C22  H13  single    0.970  0.020  1.090
 6N3  C21  H14  single    0.970  0.020  1.090
 6N3  C21  H15  single    0.970  0.020  1.090
 6N3  C23  H16  single    0.970  0.020  1.090
 6N3  C24  H17  single    0.970  0.020  1.090
 6N3  C24  H18  single    0.970  0.020  1.090
 6N3  C8   H19  single    0.930  0.020  1.080
 6N3  C    H20  single    0.970  0.020  1.090
 6N3  C    H21  single    0.970  0.020  1.090
 6N3  C    H22  single    0.970  0.020  1.090
 6N3  N1   H23  single    0.860  0.020  1.020
 6N3  C11  H24  single    0.970  0.020  1.090
 6N3  C16  H25  single    0.970  0.020  1.090
 6N3  C15  H26  single    0.970  0.020  1.090
 6N3  C15  H27  single    0.970  0.020  1.090
 6N3  C17  H28  single    0.970  0.020  1.090
 6N3  C17  H29  single    0.970  0.020  1.090
 6N3  O2   H30  single    0.850  0.020  0.980
 6N3  C20  H31  single    0.970  0.020  1.090
 6N3  C20  H32  single    0.970  0.020  1.090
 6N3  C19  H33  single    0.970  0.020  1.090
 6N3  C19  H34  single    0.970  0.020  1.090
 6N3  C14  H35  single    0.970  0.020  1.090
 6N3  C13  H36  single    0.970  0.020  1.090
 6N3  C13  H37  single    0.970  0.020  1.090

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
 6N3  H1   C1   C    107.46  3.000
 6N3  H1   C1   C2   107.33  3.000
 6N3  C    C1   C2   110.92  3.000
 6N3  H1   C1   C3   105.67  3.000
 6N3  C    C1   C3   112.54  3.000
 6N3  C2   C1   C3   112.52  3.000
 6N3  N    C6   N2   116.50  3.000
 6N3  N2   C6   C7   122.53  3.000
 6N3  N    C6   C7   120.96  3.000
 6N3  H2   C7   C8   120.38  3.000
 6N3  H2   C7   C6   122.08  3.000
 6N3  C8   C7   C6   117.54  3.000
 6N3  C10  C9   C8   117.40  3.000
 6N3  C8   C9   C5   114.49  3.000
 6N3  C10  C9   C5   128.10  3.000
 6N3  O    C5   N    117.17  3.000
 6N3  N    C5   C9   124.16  3.000
 6N3  O    C5   C9   118.67  3.000
 6N3  H4   C4   H3   107.51  3.000
 6N3  H4   C4   O    109.59  3.000
 6N3  H3   C4   O    109.47  3.000
 6N3  H4   C4   C3   111.54  3.000
 6N3  H3   C4   C3   111.56  3.000
 6N3  O    C4   C3   107.15  3.000
 6N3  H6   C3   H5   106.73  3.000
 6N3  H6   C3   C4   109.15  3.000
 6N3  H5   C3   C4   109.17  3.000
 6N3  H6   C3   C1   108.83  3.000
 6N3  H5   C3   C1   108.77  3.000
 6N3  C4   C3   C1   113.93  3.000
 6N3  H7   C12  C13  110.08  3.000
 6N3  H7   C12  C20  109.33  3.000
 6N3  C13  C12  C20  109.04  3.000
 6N3  H7   C12  C11  108.97  3.000
 6N3  C13  C12  C11  110.67  3.000
 6N3  C20  C12  C11  108.73  3.000
 6N3  H10  C2   H9   107.68  3.000
 6N3  H10  C2   H8   107.65  3.000
 6N3  H9   C2   H8   107.06  3.000
 6N3  H10  C2   C1   111.53  3.000
 6N3  H9   C2   C1   112.02  3.000
 6N3  H8   C2   C1   110.69  3.000
 6N3  H11  O3   C26  109.90  3.000
 6N3  H12  C25  C23  117.70  3.000
 6N3  H12  C25  C22  117.89  3.000
 6N3  C23  C25  C22   58.70  3.000
 6N3  H12  C25  C26  116.29  3.000
 6N3  C22  C25  C26  117.16  3.000
 6N3  C23  C25  C26  116.81  3.000
 6N3  H13  C22  C23  121.85  3.000
 6N3  H13  C22  C21  118.78  3.000
 6N3  C23  C22  C21  108.31  3.000
 6N3  H13  C22  C25  118.57  3.000
 6N3  C21  C22  C25  115.34  3.000
 6N3  C23  C22  C25   60.69  3.000
 6N3  H15  C21  H14  107.54  3.000
 6N3  H15  C21  N2   110.90  3.000
 6N3  H14  C21  N2   111.75  3.000
 6N3  H15  C21  C22  113.32  3.000
 6N3  H14  C21  C22  109.97  3.000
 6N3  N2   C21  C22  103.41  3.000
 6N3  H16  C23  C24  118.80  3.000
 6N3  H16  C23  C22  122.16  3.000
 6N3  C24  C23  C22  108.18  3.000
 6N3  H16  C23  C25  118.74  3.000
 6N3  C22  C23  C25   60.61  3.000
 6N3  C24  C23  C25  115.02  3.000
 6N3  H18  C24  H17  107.80  3.000
 6N3  H18  C24  N2   111.87  3.000
 6N3  H17  C24  N2   111.09  3.000
 6N3  H18  C24  C23  110.19  3.000
 6N3  H17  C24  C23  112.35  3.000
 6N3  N2   C24  C23  103.56  3.000
 6N3  C24  N2   C21  113.01  3.000
 6N3  C21  N2   C6   122.82  3.000
 6N3  C24  N2   C6   123.60  3.000
 6N3  C5   N    C6   120.31  3.000
 6N3  H19  C8   C9   118.50  3.000
 6N3  H19  C8   C7   118.98  3.000
 6N3  C9   C8   C7   122.52  3.000
 6N3  C4   O    C5   119.50  3.000
 6N3  H22  C    H21  107.10  3.000
 6N3  H22  C    H20  107.62  3.000
 6N3  H21  C    H20  107.72  3.000
 6N3  H22  C    C1   110.64  3.000
 6N3  H21  C    C1   111.86  3.000
 6N3  H20  C    C1   111.68  3.000
 6N3  H23  N1   C11  118.50  3.000
 6N3  H23  N1   C10  117.28  3.000
 6N3  C11  N1   C10  124.17  3.000
 6N3  H24  C11  C16  108.76  3.000
 6N3  H24  C11  N1   106.88  3.000
 6N3  C16  C11  N1   112.05  3.000
 6N3  H24  C11  C12  108.68  3.000
 6N3  C16  C11  C12  108.89  3.000
 6N3  N1   C11  C12  111.48  3.000
 6N3  H25  C16  C17  109.36  3.000
 6N3  H25  C16  C15  110.15  3.000
 6N3  C17  C16  C15  109.40  3.000
 6N3  H25  C16  C11  109.00  3.000
 6N3  C15  C16  C11  110.36  3.000
 6N3  C17  C16  C11  108.54  3.000
 6N3  H27  C15  H26  105.97  3.000
 6N3  H27  C15  C14  110.28  3.000
 6N3  H26  C15  C14  110.32  3.000
 6N3  H27  C15  C16  109.77  3.000
 6N3  H26  C15  C16  110.87  3.000
 6N3  C14  C15  C16  109.57  3.000
 6N3  H29  C17  H28  106.91  3.000
 6N3  H29  C17  C18  109.64  3.000
 6N3  H28  C17  C18  109.84  3.000
 6N3  H29  C17  C16  110.38  3.000
 6N3  H28  C17  C16  109.68  3.000
 6N3  C18  C17  C16  110.33  3.000
 6N3  C19  C18  C20  109.20  3.000
 6N3  C19  C18  O2   111.37  3.000
 6N3  C20  C18  O2   107.14  3.000
 6N3  C19  C18  C17  108.87  3.000
 6N3  O2   C18  C17  111.35  3.000
 6N3  C20  C18  C17  108.85  3.000
 6N3  H30  O2   C18  108.12  3.000
 6N3  H32  C20  H31  107.13  3.000
 6N3  H32  C20  C18  109.85  3.000
 6N3  H31  C20  C18  109.93  3.000
 6N3  H32  C20  C12  110.22  3.000
 6N3  H31  C20  C12  109.51  3.000
 6N3  C18  C20  C12  110.16  3.000
 6N3  H34  C19  H33  107.00  3.000
 6N3  H34  C19  C14  110.02  3.000
 6N3  H33  C19  C14  110.19  3.000
 6N3  H34  C19  C18  109.79  3.000
 6N3  H33  C19  C18  109.72  3.000
 6N3  C14  C19  C18  110.07  3.000
 6N3  H35  C14  C13  109.68  3.000
 6N3  H35  C14  C19  109.38  3.000
 6N3  C13  C14  C19  109.03  3.000
 6N3  H35  C14  C15  109.63  3.000
 6N3  C19  C14  C15  109.57  3.000
 6N3  C13  C14  C15  109.53  3.000
 6N3  H37  C13  H36  105.52  3.000
 6N3  H37  C13  C14  110.32  3.000
 6N3  H36  C13  C14  110.43  3.000
 6N3  H37  C13  C12  109.57  3.000
 6N3  H36  C13  C12  111.29  3.000
 6N3  C14  C13  C12  109.63  3.000
 6N3  N1   C10  O1   122.37  3.000
 6N3  N1   C10  C9   117.86  3.000
 6N3  O1   C10  C9   119.77  3.000
 6N3  C25  C26  O3   112.09  3.000
 6N3  O3   C26  O4   123.28  3.000
 6N3  C25  C26  O4   124.63  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
 6N3  CONST_01  C9   C5   N    C6      0.00   0.0  0
 6N3  CONST_02  C9   C8   C7   C6      0.00   0.0  0
 6N3  CONST_03  C5   C9   C8   C7      0.00   0.0  0
 6N3  CONST_04  C5   N    C6   C7      0.00   0.0  0
 6N3  CONST_05  C8   C9   C5   N       0.00   0.0  0
 6N3  CONST_06  C8   C7   C6   N       0.00   0.0  0
 6N3  CONST_07  N2   C6   N    C5    180.00   0.0  0
 6N3  CONST_08  C8   C7   C6   N2    180.00   0.0  0
 6N3  CONST_09  O    C5   N    C6    180.00   0.0  0
 6N3  CONST_10  C10  C9   C8   C7    180.00   0.0  0
 6N3  CONST_11  C10  C9   C5   N     180.00   0.0  0
 6N3  CONST_12  O    C5   C9   C8    180.00   0.0  0
 6N3  CONST_13  H19  C8   C7   C6    180.00   0.0  0
 6N3  CONST_14  H2   C7   C8   C9    180.00   0.0  0
 6N3  CONST_15  C11  N1   C10  C9    180.00   0.0  0
 6N3  CONST_16  C11  N1   C10  O1      0.00   0.0  0
 6N3  CONST_17  H23  N1   C10  C9      0.00   0.0  0
 6N3  CONST_18  H11  O3   C26  C25   180.00   0.0  0
 6N3  Var_01    C23  C24  N2   C6   -169.60  30.0  1
 6N3  Var_02    C22  C21  N2   C6    169.36  30.0  1
 6N3  Var_03    C24  N2   C6   C7      4.72  30.0  2
 6N3  Var_04    N2   C24  C23  C25    54.74  30.0  1
 6N3  Var_05    C21  C22  C23  C25  -109.34  30.0  1
 6N3  Var_06    N2   C21  C22  C25   -54.44  30.0  1
 6N3  Var_07    O1   C10  C9   C5   -178.35  30.0  2
 6N3  Var_08    N    C5   O    C4     -1.00  30.0  2
 6N3  Var_09    C3   C4   O    C5   -178.94  30.0  3
 6N3  Var_10    O    C4   C3   C1    179.31  30.0  3
 6N3  Var_11    C2   C1   C3   C4     64.23  30.0  3
 6N3  Var_12    H8   C2   C1   C3    171.30  30.0  3
 6N3  Var_13    H20  C    C1   C3    -51.11  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
 6N3  chir_01  C12  C20  C13  C11  negativ
 6N3  chir_05  C11  C12  N1   C16  negativ
 6N3  chir_06  C16  C15  C17  C11  negativ
 6N3  chir_07  C18  C20  C19  C17  positiv
 6N3  chir_08  C14  C15  C19  C13  positiv
 6N3  chir_09  C25  C23  C22  C26  both
 6N3  chir_10  C22  C25  C21  C23  both
 6N3  chir_11  C23  C25  C22  C24  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
 6N3  plan-1  C6   0.020
 6N3  plan-1  C7   0.020
 6N3  plan-1  C9   0.020
 6N3  plan-1  C5   0.020
 6N3  plan-1  N2   0.020
 6N3  plan-1  N    0.020
 6N3  plan-1  C8   0.020
 6N3  plan-1  O    0.020
 6N3  plan-1  H2   0.020
 6N3  plan-1  H19  0.020
 6N3  plan-1  C10  0.020
 6N3  plan-2  C9   0.020
 6N3  plan-2  O1   0.020
 6N3  plan-2  N1   0.020
 6N3  plan-2  C11  0.020
 6N3  plan-2  H23  0.020
 6N3  plan-2  C10  0.020
 6N3  plan-3  O4   0.020
 6N3  plan-3  O3   0.020
 6N3  plan-3  C25  0.020
 6N3  plan-3  H11  0.020
 6N3  plan-3  C26  0.020

