# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:45:05 2020
#   Inital geometry file: a 158 line input string
#   Ligand name: hydrogen [(1R)-2-(3-pentadecyl-1H-imidazol-3-ium-1-yl)-1-phosphonoethyl]phosphonate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCC[n+]1ccn(C[C@@H]([P](O)(O)=O)[P](O)([O-])=O)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
 BH3  BH3  'hydrogen [(1R)-2-(3-pentadecyl-1H-imidazol-3-ium-1-yl)-1-phosphonoethyl]phosphonate'  ligand  67  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BH3
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
 BH3  OAD  O  OP    -1  -0.977  -5.0254   0.3043  -2.0633
 BH3  PBC  P  P      0   1.182  -4.7880   1.0329  -0.7207
 BH3  OAE  O  O      0  -0.858  -3.4403   0.6147  -0.0873
 BH3  OAB  O  OP    -1  -0.842  -4.9518   2.5507  -0.8043
 BH3  CAZ  C  CH1    0  -0.769  -6.0827   0.3562   0.4484
 BH3  PBD  P  P      0   1.132  -7.7823   1.1414   0.4116
 BH3  OAF  O  OP    -1  -0.938  -8.6580   0.1734   1.2389
 BH3  OAG  O  OP    -1  -1.036  -7.6557   2.5129   1.0828
 BH3  OAC  O  O      0  -0.782  -8.2091   1.1910  -1.0617
 BH3  CAY  C  CH2    0  -0.285  -6.2706  -1.1349   0.2268
 BH3  NBB  N  NR5    0  -0.298  -5.0431  -1.9211   0.3928
 BH3  CAJ  C  CR15   0   0.248  -4.0514  -1.9728  -0.4790
 BH3  CAI  C  CR15   0  -0.205  -4.6551  -2.5651   1.5391
 BH3  CAH  C  CR15   0  -0.056  -3.4031  -3.0351   1.3294
 BH3  NBA  N  NR5    1  -0.402  -3.0552  -2.6681   0.0512
 BH3  CAX  C  CH2    0  -0.337  -1.7451  -2.8382  -0.5533
 BH3  CAW  C  CH2    0  -0.404  -0.7696  -1.7684  -0.0858
 BH3  CAV  C  CH2    0  -0.395   0.6046  -1.9558  -0.7144
 BH3  CAU  C  CH2    0  -0.369   1.6323  -0.9567  -0.1965
 BH3  CAT  C  CH2    0  -0.419   3.0326  -1.2067  -0.7419
 BH3  CAS  C  CH2    0  -0.442   4.0867  -0.2716  -0.1611
 BH3  CAR  C  CH2    0  -0.424   5.4965  -0.5991  -0.6381
 BH3  CAQ  C  CH2    0  -0.414   6.5779   0.2582   0.0078
 BH3  CAP  C  CH2    0  -0.427   7.9830  -0.1256  -0.4400
 BH3  CAO  C  CH2    0  -0.413   9.0838   0.6750   0.2441
 BH3  CAN  C  CH2    0  -0.390  10.4825   0.2614  -0.1972
 BH3  CAM  C  CH2    0  -0.435  11.5941   1.0335   0.5018
 BH3  CAL  C  CH2    0  -0.432  12.9886   0.6066   0.0607
 BH3  CAK  C  CH2    0  -0.394  14.1061   1.3671   0.7636
 BH3  CAA  C  CH3    0  -0.660  15.4933   0.9281   0.3152
 BH3  H3   H  HCH1   0   0.209  -5.7066   0.4956   1.4716
 BH3  H6   H  HCH2   0   0.267  -6.9952  -1.5475   0.9263
 BH3  H7   H  HCH2   0   0.275  -6.6358  -1.3129  -0.7828
 BH3  H8   H  HCR5   0   0.307  -4.0872  -1.5093  -1.4549
 BH3  H9   H  HCR5   0   0.270  -5.3001  -2.6471   2.3969
 BH3  H10  H  HCR5   0   0.320  -2.7491  -3.6091   1.9627
 BH3  H11  H  HCH2   0   0.270  -1.3871  -3.8367  -0.3010
 BH3  H12  H  HCH2   0   0.265  -1.8749  -2.8021  -1.6347
 BH3  H13  H  HCH2   0   0.240  -1.1840  -0.7852  -0.3247
 BH3  H14  H  HCH2   0   0.204  -0.6797  -1.8170   1.0036
 BH3  H15  H  HCH2   0   0.191   0.9593  -2.9721  -0.5100
 BH3  H16  H  HCH2   0   0.172   0.5269  -1.8726  -1.8034
 BH3  H17  H  HCH2   0   0.148   1.3128   0.0607  -0.4462
 BH3  H18  H  HCH2   0   0.250   1.6599  -1.0065   0.8976
 BH3  H19  H  HCH2   0   0.217   3.3193  -2.2420  -0.5256
 BH3  H20  H  HCH2   0   0.197   3.0248  -1.1173  -1.8337
 BH3  H21  H  HCH2   0   0.196   3.8418   0.7652  -0.4155
 BH3  H22  H  HCH2   0   0.229   4.0543  -0.3315   0.9327
 BH3  H23  H  HCH2   0   0.252   5.7055  -1.6541  -0.4275
 BH3  H24  H  HCH2   0   0.213   5.5494  -0.4933  -1.7274
 BH3  H25  H  HCH2   0   0.248   6.3974   1.3147  -0.2185
 BH3  H26  H  HCH2   0   0.161   6.5078   0.1648   1.0975
 BH3  H27  H  HCH2   0   0.216   8.1400  -1.1925  -0.2450
 BH3  H28  H  HCH2   0   0.229   8.0653  -0.0028  -1.5258
 BH3  H29  H  HCH2   0   0.165   8.9403   1.7426   0.0446
 BH3  H30  H  HCH2   0   0.204   8.9965   0.5553   1.3298
 BH3  H31  H  HCH2   0   0.165  10.6149  -0.8105  -0.0122
 BH3  H32  H  HCH2   0   0.231  10.5745   0.3936  -1.2811
 BH3  H33  H  HCH2   0   0.227  11.4671   2.1058   0.3156
 BH3  H34  H  HCH2   0   0.210  11.5007   0.9019   1.5856
 BH3  H35  H  HCH2   0   0.234  13.1117  -0.4671   0.2416
 BH3  H36  H  HCH2   0   0.203  13.0837   0.7424  -1.0226
 BH3  H37  H  HCH2   0   0.209  13.9842   2.4396   0.5818
 BH3  H38  H  HCH2   0   0.241  14.0102   1.2315   1.8455
 BH3  H39  H  HCH3   0   0.208  16.2778   1.4839   0.8300
 BH3  H40  H  HCH3   0   0.231  15.6537  -0.1329   0.5153
 BH3  H41  H  HCH3   0   0.171  15.6275   1.0832  -0.7570

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
 BH3  CAA  CAK  single    1.523  0.020  1.523
 BH3  CAK  CAL  single    1.524  0.020  1.524
 BH3  CAL  CAM  single    1.524  0.020  1.524
 BH3  CAM  CAN  single    1.523  0.020  1.523
 BH3  CAN  CAO  single    1.524  0.020  1.524
 BH3  CAO  CAP  single    1.523  0.020  1.523
 BH3  CAP  CAQ  single    1.524  0.020  1.524
 BH3  CAQ  CAR  single    1.524  0.020  1.524
 BH3  CAR  CAS  single    1.524  0.020  1.524
 BH3  CAS  CAT  single    1.524  0.020  1.524
 BH3  CAT  CAU  single    1.523  0.020  1.523
 BH3  CAU  CAV  single    1.524  0.020  1.524
 BH3  CAV  CAW  single    1.523  0.020  1.523
 BH3  OAE  PBC  deloc     1.547  0.020  1.547
 BH3  OAB  PBC  deloc     1.529  0.020  1.529
 BH3  OAD  PBC  deloc     1.546  0.020  1.546
 BH3  CAW  CAX  single    1.521  0.020  1.521
 BH3  PBC  CAZ  single    1.871  0.020  1.871
 BH3  CAX  NBA  single    1.453  0.020  1.453
 BH3  CAJ  NBA  aromatic  1.326  0.020  1.326
 BH3  CAJ  NBB  aromatic  1.321  0.020  1.321
 BH3  NBA  CAH  aromatic  1.375  0.020  1.375
 BH3  CAZ  CAY  single    1.519  0.020  1.519
 BH3  CAZ  PBD  single    1.873  0.020  1.873
 BH3  OAC  PBD  deloc     1.535  0.020  1.535
 BH3  CAY  NBB  single    1.467  0.020  1.467
 BH3  NBB  CAI  aromatic  1.371  0.020  1.371
 BH3  OAF  PBD  deloc     1.545  0.020  1.545
 BH3  PBD  OAG  deloc     1.532  0.020  1.532
 BH3  CAH  CAI  aromatic  1.354  0.020  1.354
 BH3  CAZ  H3   single    0.970  0.020  1.090
 BH3  CAY  H6   single    0.970  0.020  1.090
 BH3  CAY  H7   single    0.970  0.020  1.090
 BH3  CAJ  H8   single    0.930  0.020  1.080
 BH3  CAI  H9   single    0.930  0.020  1.080
 BH3  CAH  H10  single    0.930  0.020  1.080
 BH3  CAX  H11  single    0.970  0.020  1.090
 BH3  CAX  H12  single    0.970  0.020  1.090
 BH3  CAW  H13  single    0.970  0.020  1.090
 BH3  CAW  H14  single    0.970  0.020  1.090
 BH3  CAV  H15  single    0.970  0.020  1.090
 BH3  CAV  H16  single    0.970  0.020  1.090
 BH3  CAU  H17  single    0.970  0.020  1.090
 BH3  CAU  H18  single    0.970  0.020  1.090
 BH3  CAT  H19  single    0.970  0.020  1.090
 BH3  CAT  H20  single    0.970  0.020  1.090
 BH3  CAS  H21  single    0.970  0.020  1.090
 BH3  CAS  H22  single    0.970  0.020  1.090
 BH3  CAR  H23  single    0.970  0.020  1.090
 BH3  CAR  H24  single    0.970  0.020  1.090
 BH3  CAQ  H25  single    0.970  0.020  1.090
 BH3  CAQ  H26  single    0.970  0.020  1.090
 BH3  CAP  H27  single    0.970  0.020  1.090
 BH3  CAP  H28  single    0.970  0.020  1.090
 BH3  CAO  H29  single    0.970  0.020  1.090
 BH3  CAO  H30  single    0.970  0.020  1.090
 BH3  CAN  H31  single    0.970  0.020  1.090
 BH3  CAN  H32  single    0.970  0.020  1.090
 BH3  CAM  H33  single    0.970  0.020  1.090
 BH3  CAM  H34  single    0.970  0.020  1.090
 BH3  CAL  H35  single    0.970  0.020  1.090
 BH3  CAL  H36  single    0.970  0.020  1.090
 BH3  CAK  H37  single    0.970  0.020  1.090
 BH3  CAK  H38  single    0.970  0.020  1.090
 BH3  CAA  H39  single    0.970  0.020  1.090
 BH3  CAA  H40  single    0.970  0.020  1.090
 BH3  CAA  H41  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
 BH3  CAZ  PBC  OAB  108.61  3.000
 BH3  CAZ  PBC  OAE  104.43  3.000
 BH3  OAB  PBC  OAE  112.59  3.000
 BH3  CAZ  PBC  OAD  105.42  3.000
 BH3  OAB  PBC  OAD  113.83  3.000
 BH3  OAE  PBC  OAD  111.23  3.000
 BH3  H3   CAZ  CAY  107.62  3.000
 BH3  H3   CAZ  PBD  106.00  3.000
 BH3  CAY  CAZ  PBD  107.24  3.000
 BH3  H3   CAZ  PBC  107.40  3.000
 BH3  PBD  CAZ  PBC  117.65  3.000
 BH3  CAY  CAZ  PBC  110.46  3.000
 BH3  OAC  PBD  OAG  114.49  3.000
 BH3  OAG  PBD  OAF  111.90  3.000
 BH3  OAC  PBD  OAF  112.12  3.000
 BH3  OAG  PBD  CAZ  106.96  3.000
 BH3  OAF  PBD  CAZ  103.96  3.000
 BH3  OAC  PBD  CAZ  106.54  3.000
 BH3  H7   CAY  H6   108.11  3.000
 BH3  H7   CAY  NBB  107.34  3.000
 BH3  H6   CAY  NBB  106.33  3.000
 BH3  H7   CAY  CAZ  109.72  3.000
 BH3  H6   CAY  CAZ  111.15  3.000
 BH3  NBB  CAY  CAZ  113.95  3.000
 BH3  CAI  NBB  CAJ  108.72  3.000
 BH3  CAI  NBB  CAY  125.67  3.000
 BH3  CAJ  NBB  CAY  125.04  3.000
 BH3  H8   CAJ  NBA  127.65  3.000
 BH3  H8   CAJ  NBB  123.65  3.000
 BH3  NBA  CAJ  NBB  108.70  3.000
 BH3  H9   CAI  CAH  130.64  3.000
 BH3  H9   CAI  NBB  122.17  3.000
 BH3  CAH  CAI  NBB  107.18  3.000
 BH3  H10  CAH  NBA  122.39  3.000
 BH3  H10  CAH  CAI  131.00  3.000
 BH3  NBA  CAH  CAI  106.59  3.000
 BH3  CAX  NBA  CAH  125.73  3.000
 BH3  CAH  NBA  CAJ  108.77  3.000
 BH3  CAX  NBA  CAJ  124.94  3.000
 BH3  H12  CAX  H11  107.40  3.000
 BH3  H12  CAX  CAW  110.98  3.000
 BH3  H11  CAX  CAW  111.24  3.000
 BH3  H12  CAX  NBA  107.56  3.000
 BH3  H11  CAX  NBA  107.87  3.000
 BH3  CAW  CAX  NBA  111.60  3.000
 BH3  H14  CAW  H13  106.78  3.000
 BH3  H14  CAW  CAV  109.35  3.000
 BH3  H13  CAW  CAV  111.26  3.000
 BH3  H14  CAW  CAX  109.11  3.000
 BH3  H13  CAW  CAX  108.79  3.000
 BH3  CAV  CAW  CAX  111.43  3.000
 BH3  H16  CAV  H15  106.20  3.000
 BH3  H16  CAV  CAU  109.64  3.000
 BH3  H15  CAV  CAU  109.05  3.000
 BH3  H16  CAV  CAW  109.70  3.000
 BH3  H15  CAV  CAW  109.23  3.000
 BH3  CAU  CAV  CAW  112.80  3.000
 BH3  H18  CAU  H17  106.10  3.000
 BH3  H18  CAU  CAT  109.08  3.000
 BH3  H17  CAU  CAT  109.81  3.000
 BH3  H18  CAU  CAV  109.07  3.000
 BH3  H17  CAU  CAV  109.56  3.000
 BH3  CAT  CAU  CAV  112.99  3.000
 BH3  H20  CAT  H19  106.00  3.000
 BH3  H20  CAT  CAS  109.55  3.000
 BH3  H19  CAT  CAS  108.87  3.000
 BH3  H20  CAT  CAU  109.69  3.000
 BH3  H19  CAT  CAU  108.96  3.000
 BH3  CAS  CAT  CAU  113.50  3.000
 BH3  H22  CAS  H21  106.08  3.000
 BH3  H22  CAS  CAR  109.15  3.000
 BH3  H21  CAS  CAR  109.73  3.000
 BH3  H22  CAS  CAT  109.04  3.000
 BH3  H21  CAS  CAT  109.73  3.000
 BH3  CAR  CAS  CAT  112.88  3.000
 BH3  H24  CAR  H23  105.95  3.000
 BH3  H24  CAR  CAQ  109.44  3.000
 BH3  H23  CAR  CAQ  108.96  3.000
 BH3  H24  CAR  CAS  109.58  3.000
 BH3  H23  CAR  CAS  108.85  3.000
 BH3  CAQ  CAR  CAS  113.76  3.000
 BH3  H26  CAQ  H25  106.09  3.000
 BH3  H26  CAQ  CAP  109.25  3.000
 BH3  H25  CAQ  CAP  109.52  3.000
 BH3  H26  CAQ  CAR  109.16  3.000
 BH3  H25  CAQ  CAR  109.77  3.000
 BH3  CAP  CAQ  CAR  112.83  3.000
 BH3  H28  CAP  H27  105.95  3.000
 BH3  H28  CAP  CAO  109.38  3.000
 BH3  H27  CAP  CAO  109.16  3.000
 BH3  H28  CAP  CAQ  109.40  3.000
 BH3  H27  CAP  CAQ  108.96  3.000
 BH3  CAO  CAP  CAQ  113.70  3.000
 BH3  H30  CAO  H29  106.05  3.000
 BH3  H30  CAO  CAN  109.29  3.000
 BH3  H29  CAO  CAN  109.39  3.000
 BH3  H30  CAO  CAP  109.27  3.000
 BH3  H29  CAO  CAP  109.62  3.000
 BH3  CAN  CAO  CAP  112.99  3.000
 BH3  H32  CAN  H31  105.96  3.000
 BH3  H32  CAN  CAM  109.35  3.000
 BH3  H31  CAN  CAM  109.27  3.000
 BH3  H32  CAN  CAO  109.32  3.000
 BH3  H31  CAN  CAO  109.12  3.000
 BH3  CAM  CAN  CAO  113.54  3.000
 BH3  H34  CAM  H33  106.01  3.000
 BH3  H34  CAM  CAL  109.31  3.000
 BH3  H33  CAM  CAL  109.33  3.000
 BH3  H34  CAM  CAN  109.32  3.000
 BH3  H33  CAM  CAN  109.48  3.000
 BH3  CAL  CAM  CAN  113.14  3.000
 BH3  H36  CAL  H35  105.95  3.000
 BH3  H36  CAL  CAK  109.31  3.000
 BH3  H35  CAL  CAK  109.30  3.000
 BH3  H36  CAL  CAM  109.32  3.000
 BH3  H35  CAL  CAM  109.24  3.000
 BH3  CAK  CAL  CAM  113.45  3.000
 BH3  H38  CAK  H37  106.01  3.000
 BH3  H38  CAK  CAA  109.59  3.000
 BH3  H37  CAK  CAA  109.58  3.000
 BH3  H38  CAK  CAL  109.27  3.000
 BH3  H37  CAK  CAL  109.31  3.000
 BH3  CAA  CAK  CAL  112.86  3.000
 BH3  H41  CAA  H40  107.46  3.000
 BH3  H41  CAA  H39  107.63  3.000
 BH3  H40  CAA  H39  107.64  3.000
 BH3  H41  CAA  CAK  111.12  3.000
 BH3  H40  CAA  CAK  111.11  3.000
 BH3  H39  CAA  CAK  111.68  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
 BH3  CONST_01  CAH  NBA  CAJ  NBB     0.00   0.0  0
 BH3  CONST_02  NBA  CAH  CAI  NBB     0.00   0.0  0
 BH3  CONST_03  CAI  CAH  NBA  CAJ     0.00   0.0  0
 BH3  CONST_04  CAH  CAI  NBB  CAJ     0.00   0.0  0
 BH3  CONST_05  NBA  CAJ  NBB  CAI     0.00   0.0  0
 BH3  CONST_06  NBA  CAJ  NBB  CAY   180.00   0.0  0
 BH3  CONST_07  CAH  CAI  NBB  CAY   180.00   0.0  0
 BH3  CONST_08  CAX  NBA  CAJ  NBB   180.00   0.0  0
 BH3  CONST_09  CAX  NBA  CAH  CAI   180.00   0.0  0
 BH3  CONST_10  H10  CAH  CAI  NBB   180.00   0.0  0
 BH3  CONST_11  H9   CAI  NBB  CAJ   180.00   0.0  0
 BH3  CONST_12  H8   CAJ  NBB  CAI   180.00   0.0  0
 BH3  Var_01    CAJ  NBB  CAY  CAZ   -75.18  30.0  2
 BH3  Var_02    CAW  CAX  NBA  CAJ    91.89  30.0  1
 BH3  Var_03    CAV  CAW  CAX  NBA   179.61  30.0  1
 BH3  Var_04    CAU  CAV  CAW  CAX  -176.17  30.0  1
 BH3  Var_05    CAT  CAU  CAV  CAW   175.62  30.0  1
 BH3  Var_06    CAS  CAT  CAU  CAV  -176.21  30.0  1
 BH3  Var_07    CAR  CAS  CAT  CAU   175.80  30.0  2
 BH3  Var_08    CAQ  CAR  CAS  CAT  -175.81  30.0  1
 BH3  Var_09    CAP  CAQ  CAR  CAS   177.60  30.0  2
 BH3  Var_10    CAO  CAP  CAQ  CAR  -177.24  30.0  1
 BH3  Var_11    CAN  CAO  CAP  CAQ   178.99  30.0  1
 BH3  Var_12    CAM  CAN  CAO  CAP  -178.75  30.0  1
 BH3  Var_13    CAL  CAM  CAN  CAO   179.62  30.0  2
 BH3  Var_14    CAK  CAL  CAM  CAN  -179.55  30.0  1
 BH3  Var_15    CAA  CAK  CAL  CAM   179.88  30.0  2
 BH3  Var_16    H39  CAA  CAK  CAL  -179.98  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
 BH3  chir_01  CAZ  PBC  CAY  PBD  positiv

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
 BH3  plan-1  CAY  0.020
 BH3  plan-1  NBB  0.020
 BH3  plan-1  CAJ  0.020
 BH3  plan-1  CAI  0.020
 BH3  plan-1  CAH  0.020
 BH3  plan-1  NBA  0.020
 BH3  plan-1  CAX  0.020
 BH3  plan-1  H8   0.020
 BH3  plan-1  H9   0.020
 BH3  plan-1  H10  0.020

