# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jul  5 14:38:14 2020
#   Inital geometry file: a 202 line input string
#   Ligand name: (1S,2R)-2-[(dichloroacetyl)amino]-3-hydroxy-1-(4-nitrophenyl)propyl (S)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-P-{4-[(trifluoroacetyl)amino]benzyl}phosphonamidoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)N(CCCN(C)C)[P@](=O)(Cc1ccc(NC(=O)C(F)(F)F)cc1)O[C@H]([C@@H](CO)NC(=O)C(Cl)Cl)c2ccc(cc2)[N+]([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
 CPD  CPD  '(1S,2R)-2-[(dichloroacetyl)amino]-3-hydroxy-1-(4-nitrophenyl)propyl (S)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-P-{4-[(trifluoroacetyl)amino]benzyl}phosphonamidoate'  ligand  84  48  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CPD
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
 CPD  C1    C   CH1    0  -0.430   0.2692  -0.7710    6.4279
 CPD  C2    C   C      0   0.614   0.6422  -1.4891    5.1313
 CPD  C3    C   CH1    0  -0.140   1.6806  -1.1370    2.9395
 CPD  C4    C   CH2    0  -0.141   3.1505  -0.7818    2.7239
 CPD  C5    C   CH1    0  -0.018   0.7438  -0.4923    1.8979
 CPD  C6    C   CR6    0   0.105  -0.6937  -0.4691    2.3521
 CPD  C7    C   CR16   0  -0.257  -1.4763  -1.6188    2.3061
 CPD  C8    C   CR16   0  -0.289  -1.2449   0.7127    2.8324
 CPD  C9    C   CR16   0  -0.257  -2.7997  -1.5815    2.7029
 CPD  C10   C   CR16   0  -0.248  -2.5639   0.7675    3.2448
 CPD  C11   C   CR6    0   0.224  -3.3305  -0.3840    3.1618
 CPD  C12   C   CH2    0  -0.787   1.6875  -1.7810   -1.7661
 CPD  C13   C   CR6    0   0.092   1.4795  -1.4588   -3.2165
 CPD  C14   C   CR16   0  -0.273   2.2314  -0.4753   -3.8474
 CPD  C15   C   CR16   0  -0.283   0.4973  -2.1087   -3.9593
 CPD  C16   C   CR16   0  -0.296   2.0355  -0.1455   -5.1805
 CPD  C17   C   CR16   0  -0.327   0.2864  -1.7922   -5.2880
 CPD  C18   C   CR6    0   0.363   1.0527  -0.8084   -5.9127
 CPD  C19   C   C      0   0.364   1.3905   0.2839   -8.1047
 CPD  C20   C   CT     0   0.952   0.7937   0.2705   -9.5271
 CPD  C21   C   C      0   0.792  -1.5963  -1.7752   -1.0517
 CPD  C22   C   CH2    0  -0.266  -3.8207  -2.8181   -1.0469
 CPD  C23   C   CH3    0  -0.688  -5.1623  -2.3674   -0.4983
 CPD  C24   C   CH2    0  -0.351  -1.4785   0.6447   -1.6561
 CPD  C25   C   CH2    0  -0.456  -2.1586   1.4263   -0.5375
 CPD  C26   C   CH2    0  -0.257  -3.0611   2.5135   -1.1053
 CPD  C27   C   CH3    0  -0.521  -4.2476   4.5382   -0.6475
 CPD  C28   C   CH3    0  -0.520  -4.7347   2.5906    0.6246
 CPD  N1    N   NH1    0  -0.639   1.3139  -0.7124    4.2712
 CPD  N2    N   N      1   0.325  -4.7274  -0.3367    3.5618
 CPD  N3    N   NH1    0  -0.749   0.7689  -0.5596   -7.2654
 CPD  N4    N   NT     0  -0.690  -0.8640  -0.6046   -1.2063
 CPD  N5    N   NH1    0  -0.672  -2.9308  -1.6831   -1.1941
 CPD  N6    N   NT     0  -0.405  -3.7075   3.3185   -0.0867
 CPD  O1    O   O      0  -0.440   0.3223  -2.6419    4.9416
 CPD  O2    O   OH1    0  -0.650   3.5539  -1.1715    1.4384
 CPD  O3    O   O     -1  -0.375  -5.1546   0.6982    4.0182
 CPD  O4    O   O      0  -0.375  -5.3960  -1.3333    3.4132
 CPD  O5    O   O2     0  -0.580   0.8660  -1.2648    0.7135
 CPD  O6    O   O      0  -0.697   1.2934   0.7965   -0.8220
 CPD  O7    O   O      0  -0.534  -1.0294  -2.8267   -0.7817
 CPD  O8    O   O      0  -0.427   2.3202   1.0163   -7.8562
 CPD  CL1   CL  CL     0  -0.054   0.8035  -1.7440    7.8025
 CPD  CL2   CL  CL     0  -0.050  -1.4942  -0.5840    6.4459
 CPD  F1    F   F      0  -0.286   1.5096   1.0369  -10.3322
 CPD  F2    F   F      0  -0.303   0.7732  -0.9657  -10.0325
 CPD  F3    F   F      0  -0.303  -0.4619   0.7252   -9.5206
 CPD  P     P   P      0   1.401   0.7797  -0.5962   -0.7469
 CPD  H1    H   HCH1   0   0.366   0.7080   0.2197    6.5277
 CPD  H3    H   HCH1   0   0.283   1.5518  -2.2200    2.8920
 CPD  H41   H   HCH2   0   0.203   3.2717   0.2999    2.8776
 CPD  H42   H   HCH2   0   0.224   3.7308  -1.2843    3.5076
 CPD  H5    H   HCH1   0   0.265   1.0712   0.5389    1.7206
 CPD  H7    H   HCR6   0   0.277  -1.0675  -2.5499    1.9408
 CPD  H8    H   HCR6   0   0.278  -0.6426   1.6114    2.8719
 CPD  H9    H   HCR6   0   0.297  -3.4022  -2.4768    2.6545
 CPD  H10   H   HCR6   0   0.300  -2.9766   1.6965    3.6088
 CPD  H121  H   HCH2   0   0.304   2.7369  -1.6800   -1.4787
 CPD  H122  H   HCH2   0   0.313   1.3719  -2.7949   -1.5309
 CPD  H14   H   HCR6   0   0.257   3.0012   0.0474   -3.2938
 CPD  H15   H   HCR6   0   0.258  -0.1081  -2.8794   -3.4985
 CPD  H16   H   HCR6   0   0.285   2.6490   0.6200   -5.6259
 CPD  H17   H   HCR6   0   0.277  -0.4800  -2.3166   -5.8467
 CPD  H221  H   HCH2   0   0.245  -3.3597  -3.5337   -0.3687
 CPD  H222  H   HCH2   0   0.236  -3.9575  -3.3246   -2.0067
 CPD  H231  H   HCH3   0   0.245  -5.8437  -3.2142   -0.4303
 CPD  H232  H   HCH3   0   0.224  -5.0570  -1.9379    0.4986
 CPD  H233  H   HCH3   0   0.232  -5.6293  -1.6210   -1.1433
 CPD  H241  H   HCH2   0   0.282  -0.7097   1.2545   -2.1245
 CPD  H242  H   HCH2   0   0.252  -2.1843   0.4151   -2.4592
 CPD  H251  H   HCH2   0   0.222  -2.7204   0.7358    0.0969
 CPD  H252  H   HCH2   0   0.243  -1.4021   1.8818    0.1037
 CPD  H261  H   HCH2   0   0.235  -2.4518   3.1804   -1.7224
 CPD  H262  H   HCH2   0   0.186  -3.7981   2.0539   -1.7900
 CPD  H271  H   HCH3   0   0.232  -4.6842   5.1503    0.1432
 CPD  H272  H   HCH3   0   0.233  -3.4543   5.1203   -1.1186
 CPD  H273  H   HCH3   0   0.191  -5.0296   4.3626   -1.4028
 CPD  H281  H   HCH3   0   0.236  -5.1545   3.2146    1.4144
 CPD  H282  H   HCH3   0   0.193  -5.5655   2.2672   -0.0232
 CPD  H283  H   HCH3   0   0.221  -4.3228   1.7026    1.1027
 CPD  HN1   H   HNH1   0   0.418   1.5446   0.2312    4.5439
 CPD  HN3   H   HNH1   0   0.433   0.0080  -1.1137   -7.6336
 CPD  HN5   H   HNH1   0   0.400  -3.3548  -0.8251   -1.5016
 CPD  HO2   H   HOH1   0   0.460   4.4748  -0.9175    1.3290

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
 CPD  C1   C2    single    1.528  0.020  1.528
 CPD  C1   CL1   single    1.767  0.020  1.767
 CPD  C1   CL2   single    1.773  0.020  1.773
 CPD  C1   H1    single    0.970  0.020  1.090
 CPD  C2   N1    single    1.340  0.020  1.340
 CPD  C2   O1    double    1.211  0.020  1.211
 CPD  C3   C4    single    1.527  0.020  1.527
 CPD  C3   C5    single    1.542  0.020  1.542
 CPD  C3   N1    single    1.445  0.020  1.445
 CPD  C3   H3    single    0.970  0.020  1.090
 CPD  C4   O2    single    1.403  0.020  1.403
 CPD  C4   H41   single    0.970  0.020  1.090
 CPD  C4   H42   single    0.970  0.020  1.090
 CPD  C5   C6    single    1.508  0.020  1.508
 CPD  C5   O5    single    1.419  0.020  1.419
 CPD  C5   H5    single    0.970  0.020  1.090
 CPD  C6   C7    aromatic  1.392  0.020  1.392
 CPD  C6   C8    aromatic  1.390  0.020  1.390
 CPD  C7   C9    aromatic  1.382  0.020  1.382
 CPD  C7   H7    single    0.930  0.020  1.080
 CPD  C8   C10   aromatic  1.383  0.020  1.383
 CPD  C8   H8    single    0.930  0.020  1.080
 CPD  C9   C11   aromatic  1.388  0.020  1.388
 CPD  C9   H9    single    0.930  0.020  1.080
 CPD  C10  C11   aromatic  1.386  0.020  1.386
 CPD  C10  H10   single    0.930  0.020  1.080
 CPD  C11  N2    single    1.454  0.020  1.454
 CPD  C12  C13   single    1.500  0.020  1.500
 CPD  C12  P     single    1.807  0.020  1.807
 CPD  C12  H121  single    0.970  0.020  1.090
 CPD  C12  H122  single    0.970  0.020  1.090
 CPD  C13  C14   aromatic  1.389  0.020  1.389
 CPD  C13  C15   aromatic  1.392  0.020  1.392
 CPD  C14  C16   aromatic  1.387  0.020  1.387
 CPD  C14  H14   single    0.930  0.020  1.080
 CPD  C15  C17   aromatic  1.382  0.020  1.382
 CPD  C15  H15   single    0.930  0.020  1.080
 CPD  C16  C18   aromatic  1.393  0.020  1.393
 CPD  C16  H16   single    0.930  0.020  1.080
 CPD  C17  C18   aromatic  1.395  0.020  1.395
 CPD  C17  H17   single    0.930  0.020  1.080
 CPD  C18  N3    single    1.404  0.020  1.404
 CPD  C19  C20   single    1.543  0.020  1.543
 CPD  C19  N3    single    1.342  0.020  1.342
 CPD  C19  O8    double    1.209  0.020  1.209
 CPD  C20  F1    single    1.322  0.020  1.322
 CPD  C20  F2    single    1.336  0.020  1.336
 CPD  C20  F3    single    1.335  0.020  1.335
 CPD  C21  N4    single    1.389  0.020  1.389
 CPD  C21  N5    single    1.345  0.020  1.345
 CPD  C21  O7    double    1.225  0.020  1.225
 CPD  C22  C23   single    1.518  0.020  1.518
 CPD  C22  N5    single    1.450  0.020  1.450
 CPD  C22  H221  single    0.970  0.020  1.090
 CPD  C22  H222  single    0.970  0.020  1.090
 CPD  C23  H231  single    0.970  0.020  1.090
 CPD  C23  H232  single    0.970  0.020  1.090
 CPD  C23  H233  single    0.970  0.020  1.090
 CPD  C24  C25   single    1.525  0.020  1.525
 CPD  C24  N4    single    1.463  0.020  1.463
 CPD  C24  H241  single    0.970  0.020  1.090
 CPD  C24  H242  single    0.970  0.020  1.090
 CPD  C25  C26   single    1.523  0.020  1.523
 CPD  C25  H251  single    0.970  0.020  1.090
 CPD  C25  H252  single    0.970  0.020  1.090
 CPD  C26  N6    single    1.450  0.020  1.450
 CPD  C26  H261  single    0.970  0.020  1.090
 CPD  C26  H262  single    0.970  0.020  1.090
 CPD  C27  N6    single    1.447  0.020  1.447
 CPD  C27  H271  single    0.970  0.020  1.090
 CPD  C27  H272  single    0.970  0.020  1.090
 CPD  C27  H273  single    0.970  0.020  1.090
 CPD  C28  N6    single    1.446  0.020  1.446
 CPD  C28  H281  single    0.970  0.020  1.090
 CPD  C28  H282  single    0.970  0.020  1.090
 CPD  C28  H283  single    0.970  0.020  1.090
 CPD  N1   HN1   single    0.860  0.020  1.020
 CPD  N2   O3    single    1.209  0.020  1.209
 CPD  N2   O4    double    1.209  0.020  1.209
 CPD  N3   HN3   single    0.860  0.020  1.020
 CPD  N4   P     single    1.707  0.020  1.707
 CPD  N5   HN5   single    0.860  0.020  1.020
 CPD  O2   HO2   single    0.850  0.020  0.980
 CPD  O5   P     single    1.609  0.020  1.609
 CPD  O6   P     double    1.486  0.020  1.486

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
 CPD  H1    C1   CL2   107.70  3.000
 CPD  H1    C1   CL1   107.94  3.000
 CPD  CL2   C1   CL1   110.54  3.000
 CPD  H1    C1   C2    114.03  3.000
 CPD  CL2   C1   C2    107.50  3.000
 CPD  CL1   C1   C2    109.11  3.000
 CPD  O1    C2   N1    125.71  3.000
 CPD  O1    C2   C1    121.04  3.000
 CPD  N1    C2   C1    113.24  3.000
 CPD  H3    C3   N1    107.56  3.000
 CPD  H3    C3   C5    108.27  3.000
 CPD  N1    C3   C5    110.21  3.000
 CPD  H3    C3   C4    109.76  3.000
 CPD  N1    C3   C4    107.82  3.000
 CPD  C5    C3   C4    113.08  3.000
 CPD  H42   C4   H41   107.01  3.000
 CPD  H42   C4   O2    112.04  3.000
 CPD  H41   C4   O2    111.71  3.000
 CPD  H42   C4   C3    107.56  3.000
 CPD  H41   C4   C3    108.37  3.000
 CPD  O2    C4   C3    109.97  3.000
 CPD  H5    C5   O5    110.57  3.000
 CPD  H5    C5   C6    108.60  3.000
 CPD  O5    C5   C6    110.00  3.000
 CPD  H5    C5   C3    108.72  3.000
 CPD  O5    C5   C3    106.49  3.000
 CPD  C6    C5   C3    112.47  3.000
 CPD  C8    C6   C7    119.40  3.000
 CPD  C8    C6   C5    119.70  3.000
 CPD  C7    C6   C5    120.89  3.000
 CPD  H7    C7   C9    118.86  3.000
 CPD  H7    C7   C6    120.69  3.000
 CPD  C9    C7   C6    120.44  3.000
 CPD  H8    C8   C10   119.13  3.000
 CPD  H8    C8   C6    119.86  3.000
 CPD  C10   C8   C6    121.00  3.000
 CPD  H9    C9   C11   121.10  3.000
 CPD  H9    C9   C7    119.92  3.000
 CPD  C11   C9   C7    118.98  3.000
 CPD  H10   C10  C11   121.58  3.000
 CPD  H10   C10  C8    119.95  3.000
 CPD  C11   C10  C8    118.47  3.000
 CPD  N2    C11  C10   119.21  3.000
 CPD  N2    C11  C9    119.11  3.000
 CPD  C10   C11  C9    121.68  3.000
 CPD  H122  C12  H121  107.93  3.000
 CPD  H122  C12  P     110.09  3.000
 CPD  H121  C12  P     105.87  3.000
 CPD  H122  C12  C13   111.66  3.000
 CPD  H121  C12  C13   111.56  3.000
 CPD  P     C12  C13   109.56  3.000
 CPD  C15   C13  C14   118.03  3.000
 CPD  C15   C13  C12   120.88  3.000
 CPD  C14   C13  C12   121.06  3.000
 CPD  H14   C14  C16   118.49  3.000
 CPD  H14   C14  C13   119.62  3.000
 CPD  C16   C14  C13   121.89  3.000
 CPD  H15   C15  C17   119.12  3.000
 CPD  H15   C15  C13   119.97  3.000
 CPD  C17   C15  C13   120.90  3.000
 CPD  H16   C16  C18   121.50  3.000
 CPD  H16   C16  C14   119.06  3.000
 CPD  C18   C16  C14   119.44  3.000
 CPD  H17   C17  C18   119.93  3.000
 CPD  H17   C17  C15   119.52  3.000
 CPD  C18   C17  C15   120.55  3.000
 CPD  N3    C18  C17   116.45  3.000
 CPD  N3    C18  C16   124.36  3.000
 CPD  C17   C18  C16   119.20  3.000
 CPD  O8    C19  N3    127.45  3.000
 CPD  O8    C19  C20   119.48  3.000
 CPD  N3    C19  C20   113.07  3.000
 CPD  F3    C20  F2    107.61  3.000
 CPD  F3    C20  F1    108.34  3.000
 CPD  F2    C20  F1    108.32  3.000
 CPD  F3    C20  C19   110.87  3.000
 CPD  F2    C20  C19   111.28  3.000
 CPD  F1    C20  C19   110.31  3.000
 CPD  O7    C21  N5    122.77  3.000
 CPD  O7    C21  N4    120.26  3.000
 CPD  N5    C21  N4    116.96  3.000
 CPD  H222  C22  H221  107.17  3.000
 CPD  H222  C22  N5    110.50  3.000
 CPD  H221  C22  N5    108.54  3.000
 CPD  H222  C22  C23   110.13  3.000
 CPD  H221  C22  C23   110.15  3.000
 CPD  N5    C22  C23   110.29  3.000
 CPD  H233  C23  H232  108.19  3.000
 CPD  H233  C23  H231  107.51  3.000
 CPD  H232  C23  H231  108.03  3.000
 CPD  H233  C23  C22   111.57  3.000
 CPD  H232  C23  C22   111.22  3.000
 CPD  H231  C23  C22   110.16  3.000
 CPD  H242  C24  H241  104.93  3.000
 CPD  H242  C24  N4    108.52  3.000
 CPD  H241  C24  N4    108.32  3.000
 CPD  H242  C24  C25   111.01  3.000
 CPD  H241  C24  C25   110.12  3.000
 CPD  N4    C24  C25   113.55  3.000
 CPD  H252  C25  H251  106.19  3.000
 CPD  H252  C25  C26   109.38  3.000
 CPD  H251  C25  C26   111.27  3.000
 CPD  H252  C25  C24   109.62  3.000
 CPD  H251  C25  C24   109.35  3.000
 CPD  C26   C25  C24   110.91  3.000
 CPD  H262  C26  H261  105.98  3.000
 CPD  H262  C26  N6    111.62  3.000
 CPD  H261  C26  N6    107.82  3.000
 CPD  H262  C26  C25   109.21  3.000
 CPD  H261  C26  C25   108.39  3.000
 CPD  N6    C26  C25   113.48  3.000
 CPD  H273  C27  H272  107.78  3.000
 CPD  H273  C27  H271  107.59  3.000
 CPD  H272  C27  H271  107.74  3.000
 CPD  H273  C27  N6    113.35  3.000
 CPD  H272  C27  N6    110.23  3.000
 CPD  H271  C27  N6    109.96  3.000
 CPD  H283  C28  H282  107.69  3.000
 CPD  H283  C28  H281  107.10  3.000
 CPD  H282  C28  H281  107.66  3.000
 CPD  H283  C28  N6    110.96  3.000
 CPD  H282  C28  N6    113.21  3.000
 CPD  H281  C28  N6    109.98  3.000
 CPD  HN1   N1   C3    117.76  3.000
 CPD  HN1   N1   C2    118.91  3.000
 CPD  C3    N1   C2    123.27  3.000
 CPD  O4    N2   O3    123.81  3.000
 CPD  O4    N2   C11   118.07  3.000
 CPD  O3    N2   C11   118.12  3.000
 CPD  HN3   N3   C19   117.73  3.000
 CPD  HN3   N3   C18   113.95  3.000
 CPD  C19   N3   C18   128.31  3.000
 CPD  P     N4   C24   118.88  3.000
 CPD  P     N4   C21   118.80  3.000
 CPD  C24   N4   C21   122.16  3.000
 CPD  HN5   N5   C22   116.13  3.000
 CPD  HN5   N5   C21   120.61  3.000
 CPD  C22   N5   C21   123.00  3.000
 CPD  C28   N6   C27   110.48  3.000
 CPD  C28   N6   C26   112.50  3.000
 CPD  C27   N6   C26   111.22  3.000
 CPD  HO2   O2   C4    107.85  3.000
 CPD  P     O5   C5    121.79  3.000
 CPD  O6    P    O5    114.63  3.000
 CPD  O6    P    N4    108.90  3.000
 CPD  O5    P    N4    107.10  3.000
 CPD  O6    P    C12   114.34  3.000
 CPD  O5    P    C12   102.27  3.000
 CPD  N4    P    C12   109.19  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
 CPD  CONST_01  C11   C9   C7   C6      0.00   0.0  0
 CPD  CONST_02  C11   C10  C8   C6      0.00   0.0  0
 CPD  CONST_03  C10   C8   C6   C7      0.00   0.0  0
 CPD  CONST_04  C10   C11  C9   C7      0.00   0.0  0
 CPD  CONST_05  C9    C7   C6   C8      0.00   0.0  0
 CPD  CONST_06  C9    C11  C10  C8      0.00   0.0  0
 CPD  CONST_07  C18   C16  C14  C13     0.00   0.0  0
 CPD  CONST_08  C18   C17  C15  C13     0.00   0.0  0
 CPD  CONST_09  C17   C15  C13  C14     0.00   0.0  0
 CPD  CONST_10  C17   C18  C16  C14     0.00   0.0  0
 CPD  CONST_11  C16   C14  C13  C15     0.00   0.0  0
 CPD  CONST_12  C16   C18  C17  C15     0.00   0.0  0
 CPD  CONST_13  C9    C7   C6   C5    180.00   0.0  0
 CPD  CONST_14  C10   C8   C6   C5    180.00   0.0  0
 CPD  CONST_15  N2    C11  C9   C7    180.00   0.0  0
 CPD  CONST_16  N2    C11  C10  C8    180.00   0.0  0
 CPD  CONST_17  C16   C14  C13  C12   180.00   0.0  0
 CPD  CONST_18  C17   C15  C13  C12   180.00   0.0  0
 CPD  CONST_19  N3    C18  C16  C14   180.00   0.0  0
 CPD  CONST_20  N3    C18  C17  C15   180.00   0.0  0
 CPD  CONST_21  H9    C9   C7   C6    180.00   0.0  0
 CPD  CONST_22  H10   C10  C8   C6    180.00   0.0  0
 CPD  CONST_23  H8    C8   C6   C7    180.00   0.0  0
 CPD  CONST_24  H7    C7   C6   C8    180.00   0.0  0
 CPD  CONST_25  H16   C16  C14  C13   180.00   0.0  0
 CPD  CONST_26  H17   C17  C15  C13   180.00   0.0  0
 CPD  CONST_27  H15   C15  C13  C14   180.00   0.0  0
 CPD  CONST_28  H14   C14  C13  C15   180.00   0.0  0
 CPD  CONST_29  O3    N2   C11  C9    180.00   0.0  0
 CPD  CONST_30  O4    N2   C11  C9      0.00   0.0  0
 CPD  CONST_31  O3    N2   C11  C10     0.00   0.0  0
 CPD  CONST_32  O4    N2   C11  C10   180.00   0.0  0
 CPD  CONST_33  C19   N3   C18  C16     0.00   0.0  0
 CPD  CONST_34  C19   N3   C18  C17   180.00   0.0  0
 CPD  CONST_35  HN3   N3   C18  C16   180.00   0.0  0
 CPD  CONST_36  C20   C19  N3   C18   180.00   0.0  0
 CPD  CONST_37  O8    C19  N3   C18     0.00   0.0  0
 CPD  CONST_38  C3    N1   C2   C1    180.00   0.0  0
 CPD  CONST_39  O1    C2   N1   C3      0.00   0.0  0
 CPD  CONST_40  O7    C21  N5   C22     0.00   0.0  0
 CPD  CONST_41  O7    C21  N4   C24   180.00   0.0  0
 CPD  CONST_42  P     N4   C21  O7      0.00   0.0  0
 CPD  CONST_43  N4    C21  N5   C22   180.00   0.0  0
 CPD  CONST_44  N5    C21  N4   C24     0.00   0.0  0
 CPD  CONST_45  P     N4   C21  N5    180.00   0.0  0
 CPD  CONST_46  HN1   N1   C2   C1      0.00   0.0  0
 CPD  CONST_47  HN5   N5   C21  O7    180.00   0.0  0
 CPD  Var_01    P     C12  C13  C14    82.25  30.0  2
 CPD  Var_02    N4    P    C12  C13    55.61  30.0  3
 CPD  Var_03    C12   P    O5   C5    155.98  30.0  3
 CPD  Var_04    C21   N4   P    C12    62.41  30.0  2
 CPD  Var_05    C25   C24  N4   C21    82.79  30.0  1
 CPD  Var_06    C23   C22  N5   C21   148.40  30.0  2
 CPD  Var_07    N6    C26  C25  C24  -178.31  30.0  3
 CPD  Var_08    C27   N6   C26  C25   164.34  30.0  3
 CPD  Var_09    N4    C24  C25  C26  -165.91  30.0  1
 CPD  Var_10    CL1   C1   C2   N1   -128.29  30.0  1
 CPD  Var_11    F1    C20  C19  N3   -175.05  30.0  3
 CPD  Var_12    H271  C27  N6   C26  -177.18  30.0  3
 CPD  Var_13    H281  C28  N6   C26   176.91  30.0  3
 CPD  Var_14    H231  C23  C22  N5    177.49  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
 CPD  chir_01  C3  C4  C5  N1  positiv
 CPD  chir_02  C5  O5  C3  C6  positiv
 CPD  chir_03  P   N4  O5  O6  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
 CPD  plan-1  C5   0.020
 CPD  plan-1  C6   0.020
 CPD  plan-1  C7   0.020
 CPD  plan-1  C8   0.020
 CPD  plan-1  C9   0.020
 CPD  plan-1  C10  0.020
 CPD  plan-1  C11  0.020
 CPD  plan-1  N2   0.020
 CPD  plan-1  H7   0.020
 CPD  plan-1  H8   0.020
 CPD  plan-1  H9   0.020
 CPD  plan-1  H10  0.020
 CPD  plan-2  C12  0.020
 CPD  plan-2  C13  0.020
 CPD  plan-2  C14  0.020
 CPD  plan-2  C15  0.020
 CPD  plan-2  C16  0.020
 CPD  plan-2  C17  0.020
 CPD  plan-2  C18  0.020
 CPD  plan-2  N3   0.020
 CPD  plan-2  H14  0.020
 CPD  plan-2  H15  0.020
 CPD  plan-2  H16  0.020
 CPD  plan-2  H17  0.020
 CPD  plan-3  C1   0.020
 CPD  plan-3  C2   0.020
 CPD  plan-3  C3   0.020
 CPD  plan-3  N1   0.020
 CPD  plan-3  O1   0.020
 CPD  plan-3  HN1  0.020
 CPD  plan-4  C18  0.020
 CPD  plan-4  C19  0.020
 CPD  plan-4  C20  0.020
 CPD  plan-4  N3   0.020
 CPD  plan-4  O8   0.020
 CPD  plan-4  HN3  0.020
 CPD  plan-5  C21  0.020
 CPD  plan-5  C22  0.020
 CPD  plan-5  C24  0.020
 CPD  plan-5  N4   0.020
 CPD  plan-5  N5   0.020
 CPD  plan-5  O7   0.020
 CPD  plan-5  P    0.020
 CPD  plan-5  HN5  0.020
 CPD  plan-6  C11  0.020
 CPD  plan-6  N2   0.020
 CPD  plan-6  O3   0.020
 CPD  plan-6  O4   0.020

