# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:31:17 2022
#   Inital geometry file: a 158 line input string
#   Ligand name: (4R,7R)-7-(hexanoyloxy)-4-hydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphapentadecan-1-aminium 4-oxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC(=O)OC[C@H](CO[P](O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCC
#
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
 HXG  HXG  '(4R,7R)-7-(hexanoyloxy)-4-hydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphapentadecan-1-aminium 4-oxide'  ligand  70  30  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HXG
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
 HXG  CAA  C  CH3    0  -0.663  10.1732  -0.5506   0.8654
 HXG  CAJ  C  CH2    0  -0.419   9.1173  -1.3711   0.1380
 HXG  CAL  C  CH2    0  -0.411   7.6967  -0.9901   0.5366
 HXG  CAN  C  CH2    0  -0.418   6.6391  -1.8293  -0.1688
 HXG  CAQ  C  CH2    0  -0.584   5.2308  -1.4277   0.2396
 HXG  CAZ  C  C      0   0.610   4.1568  -2.2770  -0.3822
 HXG  OAF  O  O      0  -0.450   4.3424  -3.2179  -1.1118
 HXG  OAV  O  O2     0  -0.462   2.9430  -1.8694  -0.0185
 HXG  CAT  C  CH2    0  -0.171   1.8206  -2.5981  -0.5099
 HXG  CBB  C  CH1    0  -0.064   0.5818  -1.9325   0.0455
 HXG  OAY  O  O2     0  -0.467   0.5066  -0.6303  -0.5323
 HXG  CBA  C  C      0   0.621   0.1484   0.4183   0.2067
 HXG  OAG  O  O      0  -0.451  -0.0617   0.3702   1.3915
 HXG  CAR  C  CH2    0  -0.596   0.0475   1.6603  -0.6338
 HXG  CAO  C  CH2    0  -0.427   0.0324   2.9450   0.1798
 HXG  CAM  C  CH2    0  -0.410  -0.1260   4.1780  -0.6997
 HXG  CAK  C  CH2    0  -0.419  -0.1664   5.4743   0.1000
 HXG  CAB  C  CH3    0  -0.662  -0.3090   6.7059  -0.7828
 HXG  CAU  C  CH2    0  -0.158  -0.6649  -2.7159  -0.3245
 HXG  OAX  O  O2     0  -0.607  -1.7929  -2.1268   0.2838
 HXG  PBD  P  P      0   1.356  -3.0213  -1.6085  -0.6646
 HXG  OAI  O  O      0  -0.778  -3.6533  -2.7611  -1.3795
 HXG  OAH  O  OP    -1  -0.765  -2.6255  -0.3856  -1.4414
 HXG  OAW  O  O2     0  -0.607  -3.9400  -1.1590   0.6255
 HXG  CAP  C  CH2    0  -0.188  -5.2580  -0.7359   0.3640
 HXG  CAS  C  CH2    0  -0.340  -5.6145   0.5244   1.1178
 HXG  NBC  N  NT     1  -0.379  -4.9681   1.8114   0.6709
 HXG  CAD  C  CH3    0  -0.567  -5.1266   2.0198  -0.7951
 HXG  CAE  C  CH3    0  -0.547  -5.6573   2.9180   1.3947
 HXG  CAC  C  CH3    0  -0.558  -3.5161   1.8595   1.0120
 HXG  H1   H  HCH3   0   0.217  10.0998  -0.6844   1.9464
 HXG  H2   H  HCH3   0   0.227  11.1816  -0.8370   0.5652
 HXG  H3   H  HCH3   0   0.216  10.0579   0.5150   0.6585
 HXG  H4   H  HCH2   0   0.212   9.2341  -1.2470  -0.9430
 HXG  H5   H  HCH2   0   0.212   9.2750  -2.4347   0.3403
 HXG  H6   H  HCH2   0   0.211   7.5839  -1.0982   1.6211
 HXG  H7   H  HCH2   0   0.212   7.5327   0.0708   0.3186
 HXG  H8   H  HCH2   0   0.225   6.7540  -1.7265  -1.2514
 HXG  H9   H  HCH2   0   0.225   6.8031  -2.8851   0.0619
 HXG  H10  H  HCH2   0   0.274   5.1177  -1.4861   1.3273
 HXG  H11  H  HCH2   0   0.274   5.0381  -0.3818  -0.0178
 HXG  H12  H  HCH2   0   0.248   1.8087  -2.5973  -1.6028
 HXG  H13  H  HCH2   0   0.251   1.8609  -3.6364  -0.1726
 HXG  H14  H  HCH1   0   0.263   0.6593  -1.8676   1.1338
 HXG  H15  H  HCH2   0   0.265   0.8666   1.6749  -1.3577
 HXG  H16  H  HCH2   0   0.278  -0.8693   1.5621  -1.2258
 HXG  H17  H  HCH2   0   0.223  -0.7783   2.9161   0.9123
 HXG  H18  H  HCH2   0   0.228   0.9578   3.0261   0.7574
 HXG  H19  H  HCH2   0   0.214   0.6969   4.2227  -1.4216
 HXG  H20  H  HCH2   0   0.209  -1.0431   4.0894  -1.2938
 HXG  H21  H  HCH2   0   0.212  -0.9966   5.4332   0.8120
 HXG  H22  H  HCH2   0   0.213   0.7444   5.5554   0.7016
 HXG  H23  H  HCH3   0   0.227  -0.3341   7.6232  -0.1935
 HXG  H24  H  HCH3   0   0.217   0.5243   6.7865  -1.4836
 HXG  H25  H  HCH3   0   0.216  -1.2288   6.6651  -1.3694
 HXG  H26  H  HCH2   0   0.225  -0.7546  -2.7714  -1.4149
 HXG  H27  H  HCH2   0   0.239  -0.5572  -3.7418   0.0389
 HXG  H29  H  HCH2   0   0.237  -5.4660  -0.6133  -0.7027
 HXG  H30  H  HCH2   0   0.265  -5.9649  -1.4908   0.7208
 HXG  H31  H  HCH2   0   0.303  -6.6895   0.6743   1.0144
 HXG  H32  H  HCH2   0   0.305  -5.3925   0.4193   2.1797
 HXG  H33  H  HCH3   0   0.294  -6.1763   1.9319  -1.0643
 HXG  H34  H  HCH3   0   0.294  -4.7725   3.0176  -1.0401
 HXG  H35  H  HCH3   0   0.295  -4.5315   1.2877  -1.3332
 HXG  H36  H  HCH3   0   0.295  -5.5329   2.7767   2.4652
 HXG  H37  H  HCH3   0   0.294  -5.2191   3.8665   1.0967
 HXG  H38  H  HCH3   0   0.294  -6.7147   2.9068   1.1450
 HXG  H39  H  HCH3   0   0.310  -2.9672   1.1657   0.3864
 HXG  H40  H  HCH3   0   0.272  -3.1664   2.8727   0.8292
 HXG  H41  H  HCH3   0   0.290  -3.3846   1.6129   2.0616

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
 HXG  OAF  CAZ  double  1.205  0.020  1.205
 HXG  CAN  CAL  single  1.523  0.020  1.523
 HXG  CAN  CAQ  single  1.520  0.020  1.520
 HXG  CAZ  OAV  single  1.331  0.020  1.331
 HXG  CAZ  CAQ  single  1.504  0.020  1.504
 HXG  CAL  CAJ  single  1.524  0.020  1.524
 HXG  CAS  CAP  single  1.511  0.020  1.511
 HXG  CAS  NBC  single  1.508  0.020  1.508
 HXG  CAC  NBC  single  1.492  0.020  1.492
 HXG  CAA  CAJ  single  1.522  0.020  1.522
 HXG  OAV  CAT  single  1.425  0.020  1.425
 HXG  CAP  OAW  single  1.409  0.020  1.409
 HXG  NBC  CAD  single  1.489  0.020  1.489
 HXG  NBC  CAE  single  1.491  0.020  1.491
 HXG  OAW  PBD  single  1.646  0.020  1.646
 HXG  CAT  CBB  single  1.512  0.020  1.512
 HXG  OAX  PBD  single  1.636  0.020  1.636
 HXG  OAX  CAU  single  1.410  0.020  1.410
 HXG  CBB  CAU  single  1.518  0.020  1.518
 HXG  CBB  OAY  single  1.427  0.020  1.427
 HXG  PBD  OAI  deloc   1.496  0.020  1.496
 HXG  PBD  OAH  deloc   1.502  0.020  1.502
 HXG  OAY  CBA  single  1.332  0.020  1.332
 HXG  CBA  OAG  double  1.204  0.020  1.204
 HXG  CBA  CAR  single  1.503  0.020  1.503
 HXG  CAR  CAO  single  1.521  0.020  1.521
 HXG  CAM  CAO  single  1.523  0.020  1.523
 HXG  CAM  CAK  single  1.524  0.020  1.524
 HXG  CAB  CAK  single  1.522  0.020  1.522
 HXG  CAA  H1   single  0.970  0.020  1.090
 HXG  CAA  H2   single  0.970  0.020  1.090
 HXG  CAA  H3   single  0.970  0.020  1.090
 HXG  CAJ  H4   single  0.970  0.020  1.090
 HXG  CAJ  H5   single  0.970  0.020  1.090
 HXG  CAL  H6   single  0.970  0.020  1.090
 HXG  CAL  H7   single  0.970  0.020  1.090
 HXG  CAN  H8   single  0.970  0.020  1.090
 HXG  CAN  H9   single  0.970  0.020  1.090
 HXG  CAQ  H10  single  0.970  0.020  1.090
 HXG  CAQ  H11  single  0.970  0.020  1.090
 HXG  CAT  H12  single  0.970  0.020  1.090
 HXG  CAT  H13  single  0.970  0.020  1.090
 HXG  CBB  H14  single  0.970  0.020  1.090
 HXG  CAR  H15  single  0.970  0.020  1.090
 HXG  CAR  H16  single  0.970  0.020  1.090
 HXG  CAO  H17  single  0.970  0.020  1.090
 HXG  CAO  H18  single  0.970  0.020  1.090
 HXG  CAM  H19  single  0.970  0.020  1.090
 HXG  CAM  H20  single  0.970  0.020  1.090
 HXG  CAK  H21  single  0.970  0.020  1.090
 HXG  CAK  H22  single  0.970  0.020  1.090
 HXG  CAB  H23  single  0.970  0.020  1.090
 HXG  CAB  H24  single  0.970  0.020  1.090
 HXG  CAB  H25  single  0.970  0.020  1.090
 HXG  CAU  H26  single  0.970  0.020  1.090
 HXG  CAU  H27  single  0.970  0.020  1.090
 HXG  CAP  H29  single  0.970  0.020  1.090
 HXG  CAP  H30  single  0.970  0.020  1.090
 HXG  CAS  H31  single  0.970  0.020  1.090
 HXG  CAS  H32  single  0.970  0.020  1.090
 HXG  CAD  H33  single  0.970  0.020  1.090
 HXG  CAD  H34  single  0.970  0.020  1.090
 HXG  CAD  H35  single  0.970  0.020  1.090
 HXG  CAE  H36  single  0.970  0.020  1.090
 HXG  CAE  H37  single  0.970  0.020  1.090
 HXG  CAE  H38  single  0.970  0.020  1.090
 HXG  CAC  H39  single  0.970  0.020  1.090
 HXG  CAC  H40  single  0.970  0.020  1.090
 HXG  CAC  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
 HXG  H3   CAA  H2   107.57  3.000
 HXG  H3   CAA  H1   107.47  3.000
 HXG  H2   CAA  H1   107.61  3.000
 HXG  H3   CAA  CAJ  111.24  3.000
 HXG  H2   CAA  CAJ  111.62  3.000
 HXG  H1   CAA  CAJ  111.13  3.000
 HXG  H5   CAJ  H4   106.11  3.000
 HXG  H5   CAJ  CAL  109.21  3.000
 HXG  H4   CAJ  CAL  109.24  3.000
 HXG  H5   CAJ  CAA  109.61  3.000
 HXG  H4   CAJ  CAA  109.69  3.000
 HXG  CAL  CAJ  CAA  112.76  3.000
 HXG  H7   CAL  H6   106.09  3.000
 HXG  H7   CAL  CAN  109.72  3.000
 HXG  H6   CAL  CAN  109.42  3.000
 HXG  H7   CAL  CAJ  109.25  3.000
 HXG  H6   CAL  CAJ  109.29  3.000
 HXG  CAN  CAL  CAJ  112.85  3.000
 HXG  H9   CAN  H8   106.50  3.000
 HXG  H9   CAN  CAQ  109.72  3.000
 HXG  H8   CAN  CAQ  109.78  3.000
 HXG  H9   CAN  CAL  109.28  3.000
 HXG  H8   CAN  CAL  109.49  3.000
 HXG  CAQ  CAN  CAL  111.91  3.000
 HXG  H11  CAQ  H10  105.45  3.000
 HXG  H11  CAQ  CAZ  108.47  3.000
 HXG  H10  CAQ  CAZ  107.86  3.000
 HXG  H11  CAQ  CAN  110.64  3.000
 HXG  H10  CAQ  CAN  110.39  3.000
 HXG  CAZ  CAQ  CAN  113.66  3.000
 HXG  OAV  CAZ  OAF  123.02  3.000
 HXG  OAV  CAZ  CAQ  111.43  3.000
 HXG  OAF  CAZ  CAQ  125.54  3.000
 HXG  CAT  OAV  CAZ  117.86  3.000
 HXG  H13  CAT  H12  108.05  3.000
 HXG  H13  CAT  CBB  109.58  3.000
 HXG  H12  CAT  CBB  110.98  3.000
 HXG  H13  CAT  OAV  110.51  3.000
 HXG  H12  CAT  OAV  110.66  3.000
 HXG  CBB  CAT  OAV  107.07  3.000
 HXG  H14  CBB  CAU  109.36  3.000
 HXG  H14  CBB  OAY  110.66  3.000
 HXG  CAU  CBB  OAY  109.21  3.000
 HXG  H14  CBB  CAT  109.50  3.000
 HXG  OAY  CBB  CAT  107.23  3.000
 HXG  CAU  CBB  CAT  110.86  3.000
 HXG  CBA  OAY  CBB  120.53  3.000
 HXG  CAR  CBA  OAG  124.85  3.000
 HXG  CAR  CBA  OAY  111.00  3.000
 HXG  OAG  CBA  OAY  124.15  3.000
 HXG  H16  CAR  H15  105.68  3.000
 HXG  H16  CAR  CAO  110.88  3.000
 HXG  H15  CAR  CAO  110.51  3.000
 HXG  H16  CAR  CBA  106.51  3.000
 HXG  H15  CAR  CBA  109.33  3.000
 HXG  CAO  CAR  CBA  113.56  3.000
 HXG  H18  CAO  H17  105.99  3.000
 HXG  H18  CAO  CAM  109.45  3.000
 HXG  H17  CAO  CAM  109.35  3.000
 HXG  H18  CAO  CAR  109.68  3.000
 HXG  H17  CAO  CAR  110.09  3.000
 HXG  CAM  CAO  CAR  112.09  3.000
 HXG  H20  CAM  H19  105.93  3.000
 HXG  H20  CAM  CAK  109.33  3.000
 HXG  H19  CAM  CAK  109.33  3.000
 HXG  H20  CAM  CAO  109.55  3.000
 HXG  H19  CAM  CAO  109.60  3.000
 HXG  CAK  CAM  CAO  112.86  3.000
 HXG  H22  CAK  H21  106.05  3.000
 HXG  H22  CAK  CAB  109.68  3.000
 HXG  H21  CAK  CAB  109.68  3.000
 HXG  H22  CAK  CAM  109.23  3.000
 HXG  H21  CAK  CAM  109.24  3.000
 HXG  CAB  CAK  CAM  112.74  3.000
 HXG  H25  CAB  H24  107.51  3.000
 HXG  H25  CAB  H23  107.60  3.000
 HXG  H24  CAB  H23  107.60  3.000
 HXG  H25  CAB  CAK  111.12  3.000
 HXG  H24  CAB  CAK  111.13  3.000
 HXG  H23  CAB  CAK  111.68  3.000
 HXG  H27  CAU  H26  106.93  3.000
 HXG  H27  CAU  OAX  109.10  3.000
 HXG  H26  CAU  OAX  112.64  3.000
 HXG  H27  CAU  CBB  108.80  3.000
 HXG  H26  CAU  CBB  109.63  3.000
 HXG  OAX  CAU  CBB  109.64  3.000
 HXG  PBD  OAX  CAU  118.86  3.000
 HXG  OAW  PBD  OAH  109.27  3.000
 HXG  OAH  PBD  OAI  119.43  3.000
 HXG  OAW  PBD  OAI  110.43  3.000
 HXG  OAH  PBD  OAX  111.09  3.000
 HXG  OAI  PBD  OAX  110.49  3.000
 HXG  OAW  PBD  OAX   92.94  3.000
 HXG  CAP  OAW  PBD  117.30  3.000
 HXG  H30  CAP  H29  105.82  3.000
 HXG  H30  CAP  CAS  105.09  3.000
 HXG  H29  CAP  CAS  110.38  3.000
 HXG  H30  CAP  OAW  109.67  3.000
 HXG  H29  CAP  OAW  113.12  3.000
 HXG  CAS  CAP  OAW  112.25  3.000
 HXG  H32  CAS  H31  107.84  3.000
 HXG  H32  CAS  NBC  106.48  3.000
 HXG  H31  CAS  NBC  106.09  3.000
 HXG  H32  CAS  CAP  110.95  3.000
 HXG  H31  CAS  CAP  107.46  3.000
 HXG  NBC  CAS  CAP  117.57  3.000
 HXG  CAC  NBC  CAE  108.35  3.000
 HXG  CAE  NBC  CAD  108.96  3.000
 HXG  CAC  NBC  CAD  108.91  3.000
 HXG  CAE  NBC  CAS  106.94  3.000
 HXG  CAD  NBC  CAS  111.44  3.000
 HXG  CAC  NBC  CAS  112.14  3.000
 HXG  H35  CAD  H34  109.19  3.000
 HXG  H35  CAD  H33  110.60  3.000
 HXG  H34  CAD  H33  109.45  3.000
 HXG  H35  CAD  NBC  109.58  3.000
 HXG  H34  CAD  NBC  108.40  3.000
 HXG  H33  CAD  NBC  109.58  3.000
 HXG  H38  CAE  H37  109.78  3.000
 HXG  H38  CAE  H36  109.65  3.000
 HXG  H37  CAE  H36  109.72  3.000
 HXG  H38  CAE  NBC  109.31  3.000
 HXG  H37  CAE  NBC  109.17  3.000
 HXG  H36  CAE  NBC  109.19  3.000
 HXG  H41  CAC  H40  109.58  3.000
 HXG  H41  CAC  H39  110.56  3.000
 HXG  H40  CAC  H39  109.68  3.000
 HXG  H41  CAC  NBC  109.35  3.000
 HXG  H40  CAC  NBC  107.73  3.000
 HXG  H39  CAC  NBC  109.89  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
 HXG  Var_01  CAN  CAL  CAJ  CAA  -178.82  30.0  1
 HXG  Var_02  CAQ  CAN  CAL  CAJ  -179.75  30.0  2
 HXG  Var_03  CAZ  CAQ  CAN  CAL  -177.14  30.0  3
 HXG  Var_04  OAF  CAZ  CAQ  CAN     1.88  30.0  2
 HXG  Var_05  CBB  CAT  OAV  CAZ  -179.91  30.0  3
 HXG  Var_06  OAG  CBA  OAY  CBB     4.12  30.0  3
 HXG  Var_07  CAO  CAR  CBA  OAY  -163.70  30.0  3
 HXG  Var_08  CAM  CAO  CAR  CBA  -177.73  30.0  3
 HXG  Var_09  CAK  CAM  CAO  CAR   179.05  30.0  1
 HXG  Var_10  CAB  CAK  CAM  CAO   179.35  30.0  3
 HXG  Var_11  OAW  PBD  OAX  CAU   177.15  30.0  3
 HXG  Var_12  CAS  CAP  OAW  PBD  -134.51  30.0  2
 HXG  Var_13  NBC  CAS  CAP  OAW    71.17  30.0  1
 HXG  Var_14  CAC  NBC  CAS  CAP   -71.31  30.0  3
 HXG  Var_15  H1   CAA  CAJ  CAL    59.96  30.0  3
 HXG  Var_16  H23  CAB  CAK  CAM  -179.89  30.0  3
 HXG  Var_17  H26  CAU  OAX  PBD    -0.78  30.0  3
 HXG  Var_18  H39  CAC  NBC  CAS    70.79  30.0  3
 HXG  Var_19  H33  CAD  NBC  CAS    52.66  30.0  3
 HXG  Var_20  H36  CAE  NBC  CAS    60.15  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
 HXG  chir_01  CBB  CAT  CAU  OAY  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
 HXG  plan-1  CAQ  0.020
 HXG  plan-1  CAZ  0.020
 HXG  plan-1  OAF  0.020
 HXG  plan-1  OAV  0.020
 HXG  plan-2  OAY  0.020
 HXG  plan-2  CBA  0.020
 HXG  plan-2  OAG  0.020
 HXG  plan-2  CAR  0.020

