# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  2 01:54:43 2021
#   Inital geometry file: a 234 line input string
#   Ligand name: 1-[(10~{S},17~{S},20~{S})-17,20-bis(4-azanylbutyl)-4,9,16,19,22-pentakis(oxidanylidene)-3,8,15,18,21-pentazabicyclo[22.2.2]octacosa-1(27),24(28),25-trien-10-yl]guanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCCC[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)Cc2ccc(CNC(=O)CCCNC(=O)[C@H](CCCCNC1=O)NC(N)=N)cc2
#
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
 D9U  D9U  1-[(10~{S},17~{S},20~{S})-17,20-bis(4-azanylbutyl)-4,9,16,19,22-pentakis(oxidanylidene)-3,8,15,18,21-pentazabicyclo[22.2.2]octacosa-1(27),24(28),25-trien-10-yl]guanidine  ligand  101  47  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D9U
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
 D9U  C10   C  CH2   0  -0.318   -5.2440   9.2060  -21.3833
 D9U  C20   C  CH2   0  -0.430   -8.0404   4.6232  -18.1256
 D9U  C21   C  CH2   0  -0.440   -9.4986   4.3001  -17.8136
 D9U  C22   C  CH2   0  -0.307  -10.1235   5.0963  -16.6710
 D9U  C24   C  C     0   0.582   -8.6583   5.4817  -14.7177
 D9U  C26   C  CH1   0  -0.209   -8.2436   4.9032  -13.3615
 D9U  C01   C  C1    0  -0.280   -2.9096   8.2609  -15.8024
 D9U  C02   C  C1    0  -0.273   -2.2874   8.8997  -16.8626
 D9U  C03   C  C     0   0.102   -1.0331   8.4891  -17.3065
 D9U  C04   C  CH2   0  -0.362   -0.3499   9.2061  -18.4476
 D9U  C06   C  C     0   0.553   -1.6437   8.3731  -20.3372
 D9U  C08   C  CH2   0  -0.561   -2.7517   8.6785  -21.3206
 D9U  C09   C  CH2   0  -0.468   -3.8918   9.5372  -20.7522
 D9U  C12   C  C     0   0.561   -6.4343   7.7600  -19.8078
 D9U  C14   C  CH1   0  -0.222   -6.5685   6.2951  -19.3628
 D9U  C19   C  CH2   0  -0.444   -7.8371   6.0735  -18.5555
 D9U  C27   C  CH2   0  -0.467   -8.5568   5.9071  -12.2546
 D9U  C29   C  CH2   0  -0.435   -8.6436   4.1121  -10.4205
 D9U  C30   C  CH2   0  -0.268   -8.3052   3.8094   -8.9685
 D9U  C33   C  C     0   0.561   -6.3515   3.5225  -14.0285
 D9U  C35   C  CH1   0  -0.162   -4.8643   3.2327  -13.8493
 D9U  C36   C  CH2   0  -0.462   -4.6950   2.1781  -12.7537
 D9U  C37   C  CH2   0  -0.432   -3.2770   1.6277  -12.6549
 D9U  C38   C  CH2   0  -0.419   -3.1685   0.5149  -11.6181
 D9U  C39   C  CH2   0  -0.291   -1.7992  -0.1481  -11.5745
 D9U  C42   C  C     0   0.583   -3.8505   5.3609  -14.4672
 D9U  C44   C  CH2   0  -0.688   -2.9679   6.5040  -14.0045
 D9U  C45   C  C     0   0.116   -2.2914   7.1990  -15.1479
 D9U  C46   C  C1    0  -0.278   -1.0414   6.7851  -15.5941
 D9U  C47   C  C1    0  -0.294   -0.4223   7.4204  -16.6633
 D9U  N05   N  NH1   0  -0.621   -1.2232   9.4032  -19.5817
 D9U  N11   N  NH1   0  -0.634   -5.7471   7.9188  -20.9536
 D9U  N15   N  NH1   0  -0.640   -5.3870   5.9198  -18.6122
 D9U  N17   N  NH2   0  -0.866   -3.1311   5.4690  -18.3848
 D9U  N18   N  N     0  -0.737   -4.1468   5.5358  -20.5138
 D9U  N23   N  NH1   0  -0.617   -9.5802   4.7651  -15.3723
 D9U  N31   N  NH2   0  -0.800   -8.7848   2.4910   -8.5790
 D9U  N32   N  NH1   0  -0.629   -6.8353   4.5832  -13.3695
 D9U  N40   N  NH2   0  -0.804   -0.7596   0.7796  -11.1485
 D9U  N41   N  NH1   0  -0.665   -4.0857   4.4095  -13.5435
 D9U  O07   O  O     0  -0.499   -1.1547   7.2550  -20.2284
 D9U  O13   O  O     0  -0.502   -6.8966   8.6851  -19.1537
 D9U  O25   O  O     0  -0.488   -8.1901   6.5377  -15.1158
 D9U  O34   O  O     0  -0.491   -7.0535   2.7618  -14.6780
 D9U  O43   O  O     0  -0.463   -4.3472   5.3078  -15.5808
 D9U  H101  H  HCH2  0   0.252   -5.9739   9.9718  -21.1248
 D9U  H102  H  HCH2  0   0.247   -5.1627   9.1986  -22.4718
 D9U  H202  H  HCH2  0   0.222   -7.7137   3.9557  -18.9293
 D9U  H201  H  HCH2  0   0.234   -7.4116   4.3850  -17.2640
 D9U  H211  H  HCH2  0   0.223  -10.1038   4.4809  -18.7076
 D9U  H212  H  HCH2  0   0.229   -9.5985   3.2335  -17.5915
 D9U  H221  H  HCH2  0   0.247  -10.0093   6.1681  -16.8290
 D9U  H222  H  HCH2  0   0.252  -11.1963   4.8960  -16.6437
 D9U  H261  H  HCH1  0   0.268   -8.7985   3.9810  -13.1674
 D9U  H282  H  HCH2  0   0.217   -7.0219   5.4714  -10.7914
 D9U  H281  H  HCH2  0   0.234   -8.4502   6.2357  -10.1545
 D9U  H011  H  H     0   0.248   -3.8846   8.6000  -15.4737
 D9U  H021  H  H     0   0.243   -2.7890   9.7308  -17.3440
 D9U  H042  H  HCH2  0   0.258    0.5431   8.6589  -18.7522
 D9U  H041  H  HCH2  0   0.274   -0.0184  10.1926  -18.1216
 D9U  H082  H  HCH2  0   0.257   -3.1252   7.7121  -21.6568
 D9U  H081  H  HCH2  0   0.273   -2.3231   9.1701  -22.1988
 D9U  H091  H  HCH2  0   0.240   -3.9828   9.3959  -19.6721
 D9U  H092  H  HCH2  0   0.244   -3.6796  10.5980  -20.9070
 D9U  H141  H  HCH1  0   0.262   -6.5988   5.6572  -20.2494
 D9U  H192  H  HCH2  0   0.244   -7.8483   6.7303  -17.6844
 D9U  H191  H  HCH2  0   0.230   -8.6781   6.3826  -19.1844
 D9U  H271  H  HCH2  0   0.247   -8.0946   6.8664  -12.4999
 D9U  H272  H  HCH2  0   0.249   -9.6371   6.0735  -12.2576
 D9U  H291  H  HCH2  0   0.216   -9.7308   4.0797  -10.5558
 D9U  H292  H  HCH2  0   0.217   -8.2269   3.3180  -11.0471
 D9U  H302  H  HCH2  0   0.211   -7.2180   3.8248   -8.8475
 D9U  H301  H  HCH2  0   0.188   -8.6946   4.6219   -8.3373
 D9U  H351  H  HCH1  0   0.275   -4.5207   2.8079  -14.7969
 D9U  H361  H  HCH2  0   0.238   -5.0104   2.5950  -11.7909
 D9U  H362  H  HCH2  0   0.257   -5.3808   1.3577  -12.9759
 D9U  H372  H  HCH2  0   0.224   -2.9740   1.2448  -13.6354
 D9U  H371  H  HCH2  0   0.221   -2.5779   2.4318  -12.4078
 D9U  H381  H  HCH2  0   0.215   -3.4105   0.9094  -10.6262
 D9U  H382  H  HCH2  0   0.219   -3.9154  -0.2536  -11.8389
 D9U  H391  H  HCH2  0   0.224   -1.8328  -0.9680  -10.8531
 D9U  H392  H  HCH2  0   0.189   -1.6005  -0.6090  -12.5538
 D9U  H441  H  HCH2  0   0.285   -2.2338   6.1399  -13.2831
 D9U  H442  H  HCH2  0   0.303   -3.6090   7.2047  -13.4606
 D9U  H461  H  H     0   0.249   -0.5416   5.9570  -15.1049
 D9U  H471  H  H     0   0.249    0.5506   7.0782  -16.9959
 D9U  H051  H  HNH1  0   0.408   -1.6554  10.3054  -19.6926
 D9U  H111  H  HNH1  0   0.411   -5.2416   7.0884  -21.2586
 D9U  H151  H  HNH1  0   0.382   -5.3613   6.1881  -17.6404
 D9U  H1    H  HNH2  0   0.396   -3.2629   5.7338  -17.4187
 D9U  H171  H  HNH2  0   0.390   -2.2463   5.7826  -18.7546
 D9U  H182  H  H     0   0.320   -3.2081   5.3009  -20.8107
 D9U  H231  H  HNH1  0   0.396   -9.8170   3.8595  -15.0005
 D9U  H2    H  HNH2  0   0.345   -8.5262   2.3108   -7.6173
 D9U  H312  H  HNH2  0   0.337   -9.7976   2.4885   -8.5903
 D9U  H321  H  HNH1  0   0.398   -6.1919   5.2055  -12.9074
 D9U  H401  H  HNH2  0   0.347    0.1159   0.2796  -11.0623
 D9U  H3    H  HNH2  0   0.342   -0.6000   1.4698  -11.8717
 D9U  H411  H  HNH1  0   0.412   -3.6186   4.4656  -12.6517
 D9U  C28   C  CH2   0  -0.435   -8.1142   5.4706  -10.8605
 D9U  C16   C  C     0   0.587   -4.1964   5.6551  -19.2306

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
 D9U  C08  C09   single    1.536  0.020  1.536
 D9U  C08  C06   single    1.513  0.020  1.513
 D9U  O07  C06   double    1.225  0.020  1.225
 D9U  C09  C10   single    1.529  0.020  1.529
 D9U  C06  N05   single    1.345  0.020  1.345
 D9U  C10  N11   single    1.447  0.020  1.447
 D9U  N11  C12   single    1.345  0.020  1.345
 D9U  N18  C16   double    1.290  0.020  1.290
 D9U  N05  C04   single    1.445  0.020  1.445
 D9U  C12  C14   single    1.537  0.020  1.537
 D9U  C12  O13   double    1.224  0.020  1.224
 D9U  C14  C19   single    1.520  0.020  1.520
 D9U  C14  N15   single    1.449  0.020  1.449
 D9U  C16  N15   single    1.368  0.020  1.368
 D9U  C16  N17   single    1.373  0.020  1.373
 D9U  C04  C03   single    1.511  0.020  1.511
 D9U  C19  C20   single    1.526  0.020  1.526
 D9U  C21  C20   single    1.526  0.020  1.526
 D9U  C21  C22   single    1.526  0.020  1.526
 D9U  C03  C02   aromatic  1.393  0.020  1.393
 D9U  C03  C47   aromatic  1.389  0.020  1.389
 D9U  C02  C01   aromatic  1.385  0.020  1.385
 D9U  C47  C46   aromatic  1.389  0.020  1.389
 D9U  C22  N23   single    1.446  0.020  1.446
 D9U  C01  C45   aromatic  1.392  0.020  1.392
 D9U  C46  C45   aromatic  1.390  0.020  1.390
 D9U  N23  C24   single    1.339  0.020  1.339
 D9U  O43  C42   double    1.221  0.020  1.221
 D9U  C45  C44   single    1.499  0.020  1.499
 D9U  O25  C24   double    1.222  0.020  1.222
 D9U  C24  C26   single    1.532  0.020  1.532
 D9U  C42  C44   single    1.516  0.020  1.516
 D9U  C42  N41   single    1.347  0.020  1.347
 D9U  O34  C33   double    1.222  0.020  1.222
 D9U  C33  C35   single    1.526  0.020  1.526
 D9U  C33  N32   single    1.339  0.020  1.339
 D9U  C35  N41   single    1.444  0.020  1.444
 D9U  C35  C36   single    1.530  0.020  1.530
 D9U  C26  N32   single    1.444  0.020  1.444
 D9U  C26  C27   single    1.527  0.020  1.527
 D9U  C36  C37   single    1.524  0.020  1.524
 D9U  C27  C28   single    1.526  0.020  1.526
 D9U  C37  C38   single    1.525  0.020  1.525
 D9U  C38  C39   single    1.522  0.020  1.522
 D9U  C39  N40   single    1.457  0.020  1.457
 D9U  C28  C29   single    1.523  0.020  1.523
 D9U  C29  C30   single    1.521  0.020  1.521
 D9U  C30  N31   single    1.456  0.020  1.456
 D9U  C10  H101  single    0.970  0.020  1.090
 D9U  C10  H102  single    0.970  0.020  1.090
 D9U  C20  H202  single    0.970  0.020  1.090
 D9U  C20  H201  single    0.970  0.020  1.090
 D9U  C21  H211  single    0.970  0.020  1.090
 D9U  C21  H212  single    0.970  0.020  1.090
 D9U  C22  H221  single    0.970  0.020  1.090
 D9U  C22  H222  single    0.970  0.020  1.090
 D9U  C26  H261  single    0.970  0.020  1.090
 D9U  C28  H282  single    0.970  0.020  1.090
 D9U  C28  H281  single    0.970  0.020  1.090
 D9U  C01  H011  single    0.930  0.020  1.080
 D9U  C02  H021  single    0.930  0.020  1.080
 D9U  C04  H042  single    0.970  0.020  1.090
 D9U  C04  H041  single    0.970  0.020  1.090
 D9U  C08  H082  single    0.970  0.020  1.090
 D9U  C08  H081  single    0.970  0.020  1.090
 D9U  C09  H091  single    0.970  0.020  1.090
 D9U  C09  H092  single    0.970  0.020  1.090
 D9U  C14  H141  single    0.970  0.020  1.090
 D9U  C19  H192  single    0.970  0.020  1.090
 D9U  C19  H191  single    0.970  0.020  1.090
 D9U  C27  H271  single    0.970  0.020  1.090
 D9U  C27  H272  single    0.970  0.020  1.090
 D9U  C29  H291  single    0.970  0.020  1.090
 D9U  C29  H292  single    0.970  0.020  1.090
 D9U  C30  H302  single    0.970  0.020  1.090
 D9U  C30  H301  single    0.970  0.020  1.090
 D9U  C35  H351  single    0.970  0.020  1.090
 D9U  C36  H361  single    0.970  0.020  1.090
 D9U  C36  H362  single    0.970  0.020  1.090
 D9U  C37  H372  single    0.970  0.020  1.090
 D9U  C37  H371  single    0.970  0.020  1.090
 D9U  C38  H381  single    0.970  0.020  1.090
 D9U  C38  H382  single    0.970  0.020  1.090
 D9U  C39  H391  single    0.970  0.020  1.090
 D9U  C39  H392  single    0.970  0.020  1.090
 D9U  C44  H441  single    0.970  0.020  1.090
 D9U  C44  H442  single    0.970  0.020  1.090
 D9U  C46  H461  single    0.930  0.020  1.080
 D9U  C47  H471  single    0.930  0.020  1.080
 D9U  N05  H051  single    0.860  0.020  1.020
 D9U  N11  H111  single    0.890  0.020  1.040
 D9U  N15  H151  single    0.890  0.020  1.040
 D9U  N17  H1    single    0.890  0.020  1.040
 D9U  N17  H171  single    0.890  0.020  1.040
 D9U  N18  H182  single    0.890  0.020  1.040
 D9U  N23  H231  single    0.860  0.020  1.020
 D9U  N31  H2    single    0.890  0.020  1.040
 D9U  N31  H312  single    0.890  0.020  1.040
 D9U  N32  H321  single    0.860  0.020  1.020
 D9U  N40  H401  single    0.890  0.020  1.040
 D9U  N40  H3    single    0.890  0.020  1.040
 D9U  N41  H411  single    0.860  0.020  1.020

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
 D9U  H102  C10  H101  106.94  3.000
 D9U  H102  C10  N11   108.42  3.000
 D9U  H101  C10  N11   108.79  3.000
 D9U  H102  C10  C09   110.32  3.000
 D9U  H101  C10  C09   110.03  3.000
 D9U  N11   C10  C09   112.19  3.000
 D9U  H201  C20  H202  105.92  3.000
 D9U  H201  C20  C19   110.64  3.000
 D9U  H202  C20  C19   109.44  3.000
 D9U  H201  C20  C21   110.03  3.000
 D9U  H202  C20  C21   107.83  3.000
 D9U  C19   C20  C21   112.71  3.000
 D9U  H212  C21  H211  106.04  3.000
 D9U  H212  C21  C22   108.61  3.000
 D9U  H211  C21  C22   107.39  3.000
 D9U  H212  C21  C20   109.58  3.000
 D9U  H211  C21  C20   109.05  3.000
 D9U  C22   C21  C20   115.71  3.000
 D9U  H222  C22  H221  106.69  3.000
 D9U  H222  C22  N23   107.74  3.000
 D9U  H221  C22  N23   108.44  3.000
 D9U  H222  C22  C21   108.98  3.000
 D9U  H221  C22  C21   111.20  3.000
 D9U  N23   C22  C21   113.51  3.000
 D9U  O25   C24  N23   124.56  3.000
 D9U  O25   C24  C26   120.74  3.000
 D9U  N23   C24  C26   114.66  3.000
 D9U  H261  C26  N32   107.99  3.000
 D9U  H261  C26  C27   108.76  3.000
 D9U  N32   C26  C27   110.47  3.000
 D9U  H261  C26  C24   109.77  3.000
 D9U  C27   C26  C24   109.76  3.000
 D9U  N32   C26  C24   110.05  3.000
 D9U  H011  C01  C45   119.72  3.000
 D9U  H011  C01  C02   119.48  3.000
 D9U  C45   C01  C02   120.80  3.000
 D9U  H021  C02  C03   120.10  3.000
 D9U  H021  C02  C01   119.06  3.000
 D9U  C03   C02  C01   120.84  3.000
 D9U  C47   C03  C04   121.07  3.000
 D9U  C47   C03  C02   118.38  3.000
 D9U  C04   C03  C02   120.54  3.000
 D9U  H041  C04  H042  106.76  3.000
 D9U  H041  C04  N05   107.15  3.000
 D9U  H042  C04  N05   110.12  3.000
 D9U  H041  C04  C03   109.94  3.000
 D9U  H042  C04  C03   110.07  3.000
 D9U  N05   C04  C03   112.60  3.000
 D9U  O07   C06  N05   121.62  3.000
 D9U  N05   C06  C08   116.08  3.000
 D9U  O07   C06  C08   122.30  3.000
 D9U  H081  C08  H082  106.58  3.000
 D9U  H081  C08  C09   109.67  3.000
 D9U  H082  C08  C09   110.83  3.000
 D9U  H081  C08  C06   109.01  3.000
 D9U  H082  C08  C06   105.82  3.000
 D9U  C09   C08  C06   114.58  3.000
 D9U  H092  C09  H091  106.36  3.000
 D9U  H092  C09  C08   110.24  3.000
 D9U  H091  C09  C08   110.80  3.000
 D9U  H092  C09  C10   108.88  3.000
 D9U  H091  C09  C10   107.83  3.000
 D9U  C08   C09  C10   112.50  3.000
 D9U  O13   C12  N11   123.98  3.000
 D9U  O13   C12  C14   122.20  3.000
 D9U  N11   C12  C14   113.81  3.000
 D9U  H141  C14  N15   106.96  3.000
 D9U  H141  C14  C19   108.83  3.000
 D9U  N15   C14  C19   111.57  3.000
 D9U  H141  C14  C12   108.90  3.000
 D9U  N15   C14  C12   109.00  3.000
 D9U  C19   C14  C12   111.44  3.000
 D9U  H191  C19  H192  106.31  3.000
 D9U  H191  C19  C14   107.15  3.000
 D9U  H192  C19  C14   110.17  3.000
 D9U  H191  C19  C20   109.14  3.000
 D9U  H192  C19  C20   110.23  3.000
 D9U  C14   C19  C20   113.53  3.000
 D9U  H272  C27  H271  106.48  3.000
 D9U  H272  C27  C28   109.43  3.000
 D9U  H271  C27  C28   109.47  3.000
 D9U  H272  C27  C26   107.51  3.000
 D9U  H271  C27  C26   109.13  3.000
 D9U  C28   C27  C26   114.50  3.000
 D9U  H292  C29  H291  106.60  3.000
 D9U  H292  C29  C30   108.51  3.000
 D9U  H291  C29  C30   109.42  3.000
 D9U  H292  C29  C28   110.47  3.000
 D9U  H291  C29  C28   109.60  3.000
 D9U  C30   C29  C28   112.08  3.000
 D9U  H301  C30  H302  106.14  3.000
 D9U  H301  C30  N31   113.49  3.000
 D9U  H302  C30  N31   108.09  3.000
 D9U  H301  C30  C29   108.78  3.000
 D9U  H302  C30  C29   108.89  3.000
 D9U  N31   C30  C29   111.24  3.000
 D9U  O34   C33  N32   123.16  3.000
 D9U  N32   C33  C35   116.41  3.000
 D9U  O34   C33  C35   120.27  3.000
 D9U  H351  C35  N41   109.31  3.000
 D9U  H351  C35  C36   108.54  3.000
 D9U  N41   C35  C36   110.51  3.000
 D9U  H351  C35  C33   106.16  3.000
 D9U  C36   C35  C33   108.84  3.000
 D9U  N41   C35  C33   113.31  3.000
 D9U  H362  C36  H361  106.49  3.000
 D9U  H362  C36  C37   109.03  3.000
 D9U  H361  C36  C37   110.38  3.000
 D9U  H362  C36  C35   107.61  3.000
 D9U  H361  C36  C35   109.58  3.000
 D9U  C37   C36  C35   113.47  3.000
 D9U  H371  C37  H372  106.40  3.000
 D9U  H371  C37  C38   109.72  3.000
 D9U  H372  C37  C38   109.50  3.000
 D9U  H371  C37  C36   110.11  3.000
 D9U  H372  C37  C36   109.00  3.000
 D9U  C38   C37  C36   111.95  3.000
 D9U  H382  C38  H381  106.56  3.000
 D9U  H382  C38  C39   108.30  3.000
 D9U  H381  C38  C39   109.27  3.000
 D9U  H382  C38  C37   109.07  3.000
 D9U  H381  C38  C37   109.72  3.000
 D9U  C39   C38  C37   113.67  3.000
 D9U  H392  C39  H391  106.18  3.000
 D9U  H392  C39  N40   113.45  3.000
 D9U  H391  C39  N40   107.87  3.000
 D9U  H392  C39  C38   108.63  3.000
 D9U  H391  C39  C38   108.55  3.000
 D9U  N40   C39  C38   111.90  3.000
 D9U  O43   C42  N41   121.60  3.000
 D9U  N41   C42  C44   115.15  3.000
 D9U  O43   C42  C44   123.23  3.000
 D9U  H442  C44  H441  106.20  3.000
 D9U  H442  C44  C45   110.28  3.000
 D9U  H441  C44  C45   110.80  3.000
 D9U  H442  C44  C42   107.05  3.000
 D9U  H441  C44  C42   109.97  3.000
 D9U  C45   C44  C42   112.29  3.000
 D9U  C46   C45  C44   120.82  3.000
 D9U  C44   C45  C01   120.78  3.000
 D9U  C46   C45  C01   118.39  3.000
 D9U  H461  C46  C47   119.42  3.000
 D9U  H461  C46  C45   119.82  3.000
 D9U  C47   C46  C45   120.77  3.000
 D9U  H471  C47  C46   119.47  3.000
 D9U  H471  C47  C03   119.71  3.000
 D9U  C46   C47  C03   120.82  3.000
 D9U  H051  N05  C06   119.36  3.000
 D9U  H051  N05  C04   117.93  3.000
 D9U  C06   N05  C04   121.70  3.000
 D9U  H111  N11  C12   114.34  3.000
 D9U  H111  N11  C10   117.62  3.000
 D9U  C12   N11  C10   122.37  3.000
 D9U  H151  N15  C16   117.71  3.000
 D9U  H151  N15  C14   116.81  3.000
 D9U  C16   N15  C14   121.72  3.000
 D9U  H171  N17  H1    112.55  3.000
 D9U  H171  N17  C16   114.36  3.000
 D9U  H1    N17  C16   116.90  3.000
 D9U  H182  N18  C16   110.42  3.000
 D9U  H231  N23  C24   117.57  3.000
 D9U  H231  N23  C22   116.68  3.000
 D9U  C24   N23  C22   125.12  3.000
 D9U  H312  N31  H2    105.40  3.000
 D9U  H312  N31  C30   109.19  3.000
 D9U  H2    N31  C30   109.35  3.000
 D9U  H321  N32  C33   118.96  3.000
 D9U  H321  N32  C26   118.91  3.000
 D9U  C33   N32  C26   122.04  3.000
 D9U  H3    N40  H401  105.15  3.000
 D9U  H3    N40  C39   109.74  3.000
 D9U  H401  N40  C39   109.13  3.000
 D9U  H411  N41  C42   119.10  3.000
 D9U  H411  N41  C35   118.85  3.000
 D9U  C42   N41  C35   121.65  3.000
 D9U  H281  C28  H282  105.38  3.000
 D9U  H281  C28  C29   109.31  3.000
 D9U  H282  C28  C29   109.23  3.000
 D9U  H281  C28  C27   107.48  3.000
 D9U  H282  C28  C27   110.29  3.000
 D9U  C29   C28  C27   114.72  3.000
 D9U  N18   C16  N17   124.79  3.000
 D9U  N17   C16  N15   115.04  3.000
 D9U  N18   C16  N15   120.09  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
 D9U  CONST_01  C47   C03  C02  C01     0.00   0.0  0
 D9U  CONST_02  C47   C46  C45  C01     0.00   0.0  0
 D9U  CONST_03  C46   C47  C03  C02     0.00   0.0  0
 D9U  CONST_04  C46   C45  C01  C02     0.00   0.0  0
 D9U  CONST_05  C45   C01  C02  C03     0.00   0.0  0
 D9U  CONST_06  C45   C46  C47  C03     0.00   0.0  0
 D9U  CONST_07  C14   C12  N11  C10   180.00   0.0  0
 D9U  CONST_08  C26   C24  N23  C22   180.00   0.0  0
 D9U  CONST_09  C35   C33  N32  C26   180.00   0.0  0
 D9U  CONST_10  C08   C06  N05  C04   180.00   0.0  0
 D9U  CONST_11  C44   C42  N41  C35   180.00   0.0  0
 D9U  CONST_12  O13   C12  N11  C10     0.00   0.0  0
 D9U  CONST_13  O25   C24  N23  C22     0.00   0.0  0
 D9U  CONST_14  O34   C33  N32  C26     0.00   0.0  0
 D9U  CONST_15  O07   C06  N05  C04     0.00   0.0  0
 D9U  CONST_16  O43   C42  N41  C35     0.00   0.0  0
 D9U  CONST_17  H461  C46  C45  C01   180.00   0.0  0
 D9U  CONST_18  H471  C47  C03  C02   180.00   0.0  0
 D9U  CONST_19  H011  C01  C02  C03   180.00   0.0  0
 D9U  CONST_20  H021  C02  C03  C04     0.00   0.0  0
 D9U  CONST_21  H231  N23  C24  C26     0.00   0.0  0
 D9U  CONST_22  H051  N05  C06  C08     0.00   0.0  0
 D9U  CONST_23  H111  N11  C12  C14     0.00   0.0  0
 D9U  CONST_24  H321  N32  C33  C35     0.00   0.0  0
 D9U  CONST_25  H411  N41  C42  C44     0.00   0.0  0
 D9U  CONST_26  N18   C16  N15  C14     0.00   0.0  0
 D9U  CONST_27  N17   C16  N15  C14   180.00   0.0  0
 D9U  CONST_28  H182  N18  C16  N15   180.00   0.0  0
 D9U  CONST_29  H1    N17  C16  N15     0.00   0.0  0
 D9U  Var_01    C06   C08  C09  C10  -148.12  30.0  1
 D9U  Var_02    N23   C22  C21  C20   -68.71  30.0  1
 D9U  Var_03    C14   C19  C20  C21  -157.79  30.0  1
 D9U  Var_04    C24   N23  C22  C21   100.28  30.0  1
 D9U  Var_05    C19   C20  C21  C22   -61.41  30.0  1
 D9U  Var_06    C42   C44  C45  C01    88.49  30.0  1
 D9U  Var_07    N05   C04  C03  C02   -48.23  30.0  1
 D9U  Var_08    C06   N05  C04  C03   -68.92  30.0  1
 D9U  Var_09    N11   C10  C09  C08    71.33  30.0  1
 D9U  Var_10    N05   C06  C08  C09   -44.09  30.0  1
 D9U  Var_11    C12   N11  C10  C09    84.40  30.0  1
 D9U  Var_12    N41   C42  C44  C45   156.50  30.0  1
 D9U  Var_13    C29   C28  C27  C26   -54.57  30.0  3
 D9U  Var_14    C38   C37  C36  C35  -176.17  30.0  3
 D9U  Var_15    N31   C30  C29  C28  -178.31  30.0  3
 D9U  Var_16    C30   C29  C28  C27  -173.24  30.0  3
 D9U  Var_17    C39   C38  C37  C36   174.83  30.0  3
 D9U  Var_18    N40   C39  C38  C37    64.58  30.0  3
 D9U  Var_19    H2    N31  C30  C29   178.69  30.0  3
 D9U  Var_20    H401  N40  C39  C38   175.47  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
 D9U  chir_01  C26  C24  N32  C27  negativ
 D9U  chir_02  C14  C12  C19  N15  positiv
 D9U  chir_03  C35  C33  N41  C36  negativ

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
 D9U  plan-1  C01   0.020
 D9U  plan-1  C02   0.020
 D9U  plan-1  C03   0.020
 D9U  plan-1  C04   0.020
 D9U  plan-1  C44   0.020
 D9U  plan-1  C45   0.020
 D9U  plan-1  C46   0.020
 D9U  plan-1  C47   0.020
 D9U  plan-1  H011  0.020
 D9U  plan-1  H021  0.020
 D9U  plan-1  H461  0.020
 D9U  plan-1  H471  0.020
 D9U  plan-2  C14   0.020
 D9U  plan-2  N15   0.020
 D9U  plan-2  N17   0.020
 D9U  plan-2  N18   0.020
 D9U  plan-2  H151  0.020
 D9U  plan-2  H1    0.020
 D9U  plan-2  H171  0.020
 D9U  plan-2  H182  0.020
 D9U  plan-2  C16   0.020
 D9U  plan-3  C22   0.020
 D9U  plan-3  C24   0.020
 D9U  plan-3  C26   0.020
 D9U  plan-3  N23   0.020
 D9U  plan-3  O25   0.020
 D9U  plan-3  H231  0.020
 D9U  plan-4  C04   0.020
 D9U  plan-4  C06   0.020
 D9U  plan-4  C08   0.020
 D9U  plan-4  N05   0.020
 D9U  plan-4  O07   0.020
 D9U  plan-4  H051  0.020
 D9U  plan-5  C10   0.020
 D9U  plan-5  C12   0.020
 D9U  plan-5  C14   0.020
 D9U  plan-5  N11   0.020
 D9U  plan-5  O13   0.020
 D9U  plan-5  H111  0.020
 D9U  plan-6  C26   0.020
 D9U  plan-6  C33   0.020
 D9U  plan-6  C35   0.020
 D9U  plan-6  N32   0.020
 D9U  plan-6  O34   0.020
 D9U  plan-6  H321  0.020
 D9U  plan-7  C35   0.020
 D9U  plan-7  C42   0.020
 D9U  plan-7  C44   0.020
 D9U  plan-7  N41   0.020
 D9U  plan-7  O43   0.020
 D9U  plan-7  H411  0.020

