# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 18:29:18 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: (3-endo,8-anti)-3-{[(2R)-3-hydroxy-2-phenylpropanoyl]oxy}-8-methyl-8-(1-methylethyl)-8-azoniabicyclo[3.2.1]octane
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[N@@+]1(C)[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@@H](CO)c3ccccc3
#
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
 X8M  X8M  (3-endo,8-anti)-3-{[(2R)-3-hydroxy-2-phenylpropanoyl]oxy}-8-methyl-8-(1-methylethyl)-8-azoniabicyclo[3.2.1]octane  ligand  54  24  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_X8M
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
 X8M  CAA   C  CH3   0  -0.689  -5.7267   0.9727  -0.5523
 X8M  CAS   C  CH1   0  -0.122  -4.7480   0.6867   0.5740
 X8M  CAB   C  CH3   0  -0.694  -5.4804   0.2121   1.8209
 X8M  NAX   N  NT    1  -0.404  -3.6328  -0.2918   0.1573
 X8M  CAC   C  CH3   0  -0.577  -4.2093  -1.6595   0.1040
 X8M  CAU   C  CH1   0  -0.124  -2.9610   0.1411  -1.1402
 X8M  CAN   C  CH2   0  -0.506  -1.9781  -0.9248  -1.6124
 X8M  CAL   C  CH2   0  -0.484  -2.2715   1.4409  -0.7274
 X8M  CAM   C  CH2   0  -0.493  -1.8933   1.2283   0.7531
 X8M  CAV   C  CH1   0  -0.125  -2.4470  -0.1568   1.1029
 X8M  CAO   C  CH2   0  -0.515  -1.4385  -1.2696   0.8437
 X8M  CAT   C  CH1   0   0.013  -0.9089  -1.3072  -0.5917
 X8M  OAP   O  O2    0  -0.468   0.1851  -0.3885  -0.7731
 X8M  CAQ   C  C     0   0.635   1.3998  -0.7475  -0.3717
 X8M  OAD   O  O     0  -0.429   1.6405  -1.7936   0.1707
 X8M  CAW   C  CH1   0  -0.555   2.4310   0.3086  -0.7257
 X8M  CAK   C  CH2   0  -0.131   1.9768   1.7126  -0.3139
 X8M  OAE   O  OH1   0  -0.659   2.9885   2.6091  -0.6946
 X8M  CAR   C  CR6   0   0.207   3.7825  -0.0406  -0.1593
 X8M  CAI   C  CR16  0  -0.323   4.8434  -0.3309  -1.0082
 X8M  CAG   C  CR16  0  -0.241   6.0994  -0.6412  -0.4997
 X8M  CAF   C  CR16  0  -0.270   6.3077  -0.6611   0.8712
 X8M  CAH   C  CR16  0  -0.247   5.2529  -0.3694   1.7288
 X8M  CAJ   C  CR16  0  -0.293   4.0013  -0.0632   1.2166
 X8M  HAA1  H  HCH3  0   0.274  -6.5180   1.5999  -0.1437
 X8M  HAA2  H  HCH3  0   0.260  -5.2832   1.5277  -1.3763
 X8M  HAA3  H  HCH3  0   0.251  -6.2017   0.0742  -0.9451
 X8M  HAS   H  HCH1  0   0.313  -4.2472   1.6172   0.8279
 X8M  HAB1  H  HCH3  0   0.252  -6.1860  -0.5918   1.6158
 X8M  HAB2  H  HCH3  0   0.259  -4.8154  -0.1025   2.6241
 X8M  HAB3  H  HCH3  0   0.275  -6.0515   1.0579   2.2007
 X8M  HAC1  H  HCH3  0   0.300  -5.0841  -1.6522  -0.5396
 X8M  HAC2  H  HCH3  0   0.301  -3.5057  -2.3769  -0.2944
 X8M  HAC3  H  HCH3  0   0.306  -4.4865  -1.9778   1.1036
 X8M  HAU   H  HCH1  0   0.319  -3.7213   0.2708  -1.9063
 X8M  HAV   H  HCH1  0   0.315  -2.8070  -0.2300   2.1274
 X8M  HAN1  H  HCH2  0   0.286  -2.5115  -1.8217  -1.9267
 X8M  HAN2  H  HCH2  0   0.304  -1.5066  -0.5456  -2.5203
 X8M  HAL1  H  HCH2  0   0.290  -1.4127   1.6402  -1.3641
 X8M  HAL2  H  HCH2  0   0.279  -2.9465   2.2886  -0.8421
 X8M  HAT   H  HCH1  0   0.288  -0.5526  -2.3137  -0.8147
 X8M  HAM1  H  HCH2  0   0.282  -0.8212   1.2639   0.9284
 X8M  HAM2  H  HCH2  0   0.284  -2.3276   1.9991   1.3873
 X8M  HAO1  H  HCH2  0   0.305  -0.6239  -1.1394   1.5568
 X8M  HAO2  H  HCH2  0   0.286  -1.8694  -2.2415   1.0867
 X8M  HAW   H  HCH1  0   0.311   2.4989   0.2976  -1.8209
 X8M  HAK1  H  HCH2  0   0.228   1.0291   1.9530  -0.8071
 X8M  HAK2  H  HCH2  0   0.202   1.7973   1.7403   0.7696
 X8M  HAE   H  HOH1  0   0.459   2.7117   3.4936  -0.4381
 X8M  HAI   H  HCR6  0   0.252   4.6899  -0.3158  -2.0810
 X8M  HAJ   H  HCR6  0   0.248   3.1920   0.1604   1.9021
 X8M  HAG   H  HCR6  0   0.255   6.9134  -0.8652  -1.1773
 X8M  HAF   H  HCR6  0   0.255   7.2840  -0.9021   1.2713
 X8M  HAH   H  HCR6  0   0.255   5.4057  -0.3827   2.8004

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
 X8M  CAA  CAS   single    1.519  0.020  1.519
 X8M  CAS  CAB   single    1.522  0.020  1.522
 X8M  CAS  NAX   single    1.541  0.020  1.541
 X8M  NAX  CAC   single    1.485  0.020  1.485
 X8M  NAX  CAU   single    1.524  0.020  1.524
 X8M  NAX  CAV   single    1.523  0.020  1.523
 X8M  CAU  CAN   single    1.525  0.020  1.525
 X8M  CAU  CAL   single    1.528  0.020  1.528
 X8M  CAN  CAT   single    1.527  0.020  1.527
 X8M  CAL  CAM   single    1.543  0.020  1.543
 X8M  CAM  CAV   single    1.532  0.020  1.532
 X8M  CAV  CAO   single    1.524  0.020  1.524
 X8M  CAO  CAT   single    1.530  0.020  1.530
 X8M  CAT  OAP   single    1.440  0.020  1.440
 X8M  OAP  CAQ   single    1.329  0.020  1.329
 X8M  CAQ  OAD   double    1.203  0.020  1.203
 X8M  CAQ  CAW   single    1.518  0.020  1.518
 X8M  CAW  CAK   single    1.532  0.020  1.532
 X8M  CAW  CAR   single    1.506  0.020  1.506
 X8M  CAK  OAE   single    1.404  0.020  1.404
 X8M  CAR  CAI   aromatic  1.389  0.020  1.389
 X8M  CAR  CAJ   aromatic  1.393  0.020  1.393
 X8M  CAI  CAG   aromatic  1.390  0.020  1.390
 X8M  CAG  CAF   aromatic  1.387  0.020  1.387
 X8M  CAF  CAH   aromatic  1.390  0.020  1.390
 X8M  CAH  CAJ   aromatic  1.387  0.020  1.387
 X8M  CAA  HAA1  single    0.970  0.020  1.090
 X8M  CAA  HAA2  single    0.970  0.020  1.090
 X8M  CAA  HAA3  single    0.970  0.020  1.090
 X8M  CAS  HAS   single    0.970  0.020  1.090
 X8M  CAB  HAB1  single    0.970  0.020  1.090
 X8M  CAB  HAB2  single    0.970  0.020  1.090
 X8M  CAB  HAB3  single    0.970  0.020  1.090
 X8M  CAC  HAC1  single    0.970  0.020  1.090
 X8M  CAC  HAC2  single    0.970  0.020  1.090
 X8M  CAC  HAC3  single    0.970  0.020  1.090
 X8M  CAU  HAU   single    0.970  0.020  1.090
 X8M  CAV  HAV   single    0.970  0.020  1.090
 X8M  CAN  HAN1  single    0.970  0.020  1.090
 X8M  CAN  HAN2  single    0.970  0.020  1.090
 X8M  CAL  HAL1  single    0.970  0.020  1.090
 X8M  CAL  HAL2  single    0.970  0.020  1.090
 X8M  CAT  HAT   single    0.970  0.020  1.090
 X8M  CAM  HAM1  single    0.970  0.020  1.090
 X8M  CAM  HAM2  single    0.970  0.020  1.090
 X8M  CAO  HAO1  single    0.970  0.020  1.090
 X8M  CAO  HAO2  single    0.970  0.020  1.090
 X8M  CAW  HAW   single    0.970  0.020  1.090
 X8M  CAK  HAK1  single    0.970  0.020  1.090
 X8M  CAK  HAK2  single    0.970  0.020  1.090
 X8M  OAE  HAE   single    0.850  0.020  0.980
 X8M  CAI  HAI   single    0.930  0.020  1.080
 X8M  CAJ  HAJ   single    0.930  0.020  1.080
 X8M  CAG  HAG   single    0.930  0.020  1.080
 X8M  CAF  HAF   single    0.930  0.020  1.080
 X8M  CAH  HAH   single    0.930  0.020  1.080

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
 X8M  HAA3  CAA  HAA2  108.99  3.000
 X8M  HAA3  CAA  HAA1  107.06  3.000
 X8M  HAA2  CAA  HAA1  106.65  3.000
 X8M  HAA3  CAA  CAS   113.13  3.000
 X8M  HAA2  CAA  CAS   113.26  3.000
 X8M  HAA1  CAA  CAS   107.35  3.000
 X8M  HAS   CAS  NAX   105.86  3.000
 X8M  HAS   CAS  CAB   107.30  3.000
 X8M  NAX   CAS  CAB   111.82  3.000
 X8M  HAS   CAS  CAA   107.99  3.000
 X8M  NAX   CAS  CAA   112.66  3.000
 X8M  CAB   CAS  CAA   110.86  3.000
 X8M  HAB3  CAB  HAB2  106.70  3.000
 X8M  HAB3  CAB  HAB1  107.41  3.000
 X8M  HAB2  CAB  HAB1  108.73  3.000
 X8M  HAB3  CAB  CAS   107.21  3.000
 X8M  HAB2  CAB  CAS   113.60  3.000
 X8M  HAB1  CAB  CAS   112.81  3.000
 X8M  CAV   NAX  CAU    99.22  3.000
 X8M  CAV   NAX  CAC   113.97  3.000
 X8M  CAU   NAX  CAC   113.72  3.000
 X8M  CAV   NAX  CAS   109.84  3.000
 X8M  CAU   NAX  CAS   111.64  3.000
 X8M  CAC   NAX  CAS   108.27  3.000
 X8M  HAC3  CAC  HAC2  108.13  3.000
 X8M  HAC3  CAC  HAC1  110.01  3.000
 X8M  HAC2  CAC  HAC1  108.08  3.000
 X8M  HAC3  CAC  NAX   109.65  3.000
 X8M  HAC2  CAC  NAX   111.82  3.000
 X8M  HAC1  CAC  NAX   109.13  3.000
 X8M  HAU   CAU  CAL   113.86  3.000
 X8M  HAU   CAU  CAN   108.42  3.000
 X8M  CAL   CAU  CAN   112.79  3.000
 X8M  HAU   CAU  NAX   109.00  3.000
 X8M  CAL   CAU  NAX   102.16  3.000
 X8M  CAN   CAU  NAX   110.44  3.000
 X8M  HAN2  CAN  HAN1  104.92  3.000
 X8M  HAN2  CAN  CAT   109.92  3.000
 X8M  HAN1  CAN  CAT   109.24  3.000
 X8M  HAN2  CAN  CAU   107.05  3.000
 X8M  HAN1  CAN  CAU   110.44  3.000
 X8M  CAT   CAN  CAU   114.80  3.000
 X8M  HAL2  CAL  HAL1  106.56  3.000
 X8M  HAL2  CAL  CAM   111.10  3.000
 X8M  HAL1  CAL  CAM   113.18  3.000
 X8M  HAL2  CAL  CAU   110.71  3.000
 X8M  HAL1  CAL  CAU   110.73  3.000
 X8M  CAM   CAL  CAU   104.63  3.000
 X8M  HAM2  CAM  HAM1  106.04  3.000
 X8M  HAM2  CAM  CAV   111.29  3.000
 X8M  HAM1  CAM  CAV   110.45  3.000
 X8M  HAM2  CAM  CAL   111.33  3.000
 X8M  HAM1  CAM  CAL   113.08  3.000
 X8M  CAV   CAM  CAL   104.78  3.000
 X8M  HAV   CAV  CAO   109.26  3.000
 X8M  HAV   CAV  CAM   113.28  3.000
 X8M  CAO   CAV  CAM   112.47  3.000
 X8M  HAV   CAV  NAX   108.73  3.000
 X8M  CAO   CAV  NAX   110.18  3.000
 X8M  CAM   CAV  NAX   102.70  3.000
 X8M  HAO2  CAO  HAO1  104.82  3.000
 X8M  HAO2  CAO  CAT   108.89  3.000
 X8M  HAO1  CAO  CAT   110.96  3.000
 X8M  HAO2  CAO  CAV   110.57  3.000
 X8M  HAO1  CAO  CAV   107.22  3.000
 X8M  CAT   CAO  CAV   113.98  3.000
 X8M  HAT   CAT  OAP   108.35  3.000
 X8M  HAT   CAT  CAO   109.11  3.000
 X8M  OAP   CAT  CAO   111.43  3.000
 X8M  HAT   CAT  CAN   108.85  3.000
 X8M  OAP   CAT  CAN   106.74  3.000
 X8M  CAO   CAT  CAN   112.24  3.000
 X8M  CAQ   OAP  CAT   118.95  3.000
 X8M  CAW   CAQ  OAD   125.05  3.000
 X8M  CAW   CAQ  OAP   111.27  3.000
 X8M  OAD   CAQ  OAP   123.66  3.000
 X8M  HAW   CAW  CAR   108.51  3.000
 X8M  HAW   CAW  CAK   107.20  3.000
 X8M  CAR   CAW  CAK   112.18  3.000
 X8M  HAW   CAW  CAQ   105.53  3.000
 X8M  CAR   CAW  CAQ   111.13  3.000
 X8M  CAK   CAW  CAQ   111.93  3.000
 X8M  HAK2  CAK  HAK1  107.29  3.000
 X8M  HAK2  CAK  OAE   111.65  3.000
 X8M  HAK1  CAK  OAE   111.17  3.000
 X8M  HAK2  CAK  CAW   109.67  3.000
 X8M  HAK1  CAK  CAW   109.68  3.000
 X8M  OAE   CAK  CAW   107.37  3.000
 X8M  HAE   OAE  CAK   107.91  3.000
 X8M  CAJ   CAR  CAI   118.69  3.000
 X8M  CAJ   CAR  CAW   121.05  3.000
 X8M  CAI   CAR  CAW   120.25  3.000
 X8M  HAI   CAI  CAG   119.54  3.000
 X8M  HAI   CAI  CAR   119.59  3.000
 X8M  CAG   CAI  CAR   120.87  3.000
 X8M  HAG   CAG  CAF   120.19  3.000
 X8M  HAG   CAG  CAI   119.78  3.000
 X8M  CAF   CAG  CAI   120.03  3.000
 X8M  HAF   CAF  CAH   120.21  3.000
 X8M  HAF   CAF  CAG   120.27  3.000
 X8M  CAH   CAF  CAG   119.52  3.000
 X8M  HAH   CAH  CAJ   119.73  3.000
 X8M  HAH   CAH  CAF   120.05  3.000
 X8M  CAJ   CAH  CAF   120.22  3.000
 X8M  HAJ   CAJ  CAH   119.07  3.000
 X8M  HAJ   CAJ  CAR   120.26  3.000
 X8M  CAH   CAJ  CAR   120.67  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
 X8M  CONST_01  CAF   CAG  CAI  CAR    0.00   0.0  0
 X8M  CONST_02  CAF   CAH  CAJ  CAR    0.00   0.0  0
 X8M  CONST_03  CAH   CAJ  CAR  CAI    0.00   0.0  0
 X8M  CONST_04  CAH   CAF  CAG  CAI    0.00   0.0  0
 X8M  CONST_05  CAJ   CAR  CAI  CAG    0.00   0.0  0
 X8M  CONST_06  CAJ   CAH  CAF  CAG    0.00   0.0  0
 X8M  CONST_07  CAG   CAI  CAR  CAW  180.00   0.0  0
 X8M  CONST_08  CAH   CAJ  CAR  CAW  180.00   0.0  0
 X8M  CONST_09  HAG   CAG  CAI  CAR  180.00   0.0  0
 X8M  CONST_10  HAH   CAH  CAJ  CAR  180.00   0.0  0
 X8M  CONST_11  HAJ   CAJ  CAR  CAI  180.00   0.0  0
 X8M  CONST_12  HAF   CAF  CAG  CAI  180.00   0.0  0
 X8M  CONST_13  HAI   CAI  CAG  CAF  180.00   0.0  0
 X8M  Var_01    CAV   CAM  CAL  CAU   -2.36  30.0  3
 X8M  Var_02    OAD   CAQ  OAP  CAT   -1.89  30.0  3
 X8M  Var_03    HAA1  CAA  CAS  NAX  175.31  30.0  3
 X8M  Var_04    HAB1  CAB  CAS  NAX  -76.84  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
 X8M  chir_01  NAX  CAC  CAU  CAV  positiv
 X8M  chir_02  CAU  NAX  CAN  CAL  positiv
 X8M  chir_03  CAV  NAX  CAO  CAM  negativ
 X8M  chir_04  CAT  OAP  CAO  CAN  negativ
 X8M  chir_05  CAW  CAQ  CAK  CAR  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
 X8M  plan-1  CAW  0.020
 X8M  plan-1  CAR  0.020
 X8M  plan-1  CAI  0.020
 X8M  plan-1  CAG  0.020
 X8M  plan-1  CAF  0.020
 X8M  plan-1  CAH  0.020
 X8M  plan-1  CAJ  0.020
 X8M  plan-1  HAI  0.020
 X8M  plan-1  HAJ  0.020
 X8M  plan-1  HAG  0.020
 X8M  plan-1  HAF  0.020
 X8M  plan-1  HAH  0.020
 X8M  plan-2  OAP  0.020
 X8M  plan-2  CAQ  0.020
 X8M  plan-2  OAD  0.020
 X8M  plan-2  CAW  0.020

