# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 17:57:25 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 4-[7-(3,3-dimethylbut-1-ynyl)naphthalen-1-yl]-5-methoxy-2-methyl-1,2,4-triazol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=NN(C)C(=O)N1c2cccc3ccc(cc23)C#CC(C)(C)C
#
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
 JZZ  JZZ  4-[7-(3,3-dimethylbut-1-ynyl)naphthalen-1-yl]-5-methoxy-2-methyl-1,2,4-triazol-3-one  ligand  46  25  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_JZZ
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
 JZZ  N2    N  NR5   0  -0.690   2.2075   0.4705   0.3383
 JZZ  C3    C  CR5   0   0.703   2.1628   1.4154  -0.6458
 JZZ  O3    O  O2    0  -0.450   1.9866   1.0364  -1.8871
 JZZ  N4    N  N     0  -0.334   2.3064   2.6078  -0.1922
 JZZ  N5    N  NR5   0  -0.368   2.4557   2.4382   1.1637
 JZZ  C6    C  CR5   0   0.675   2.4079   1.1425   1.5431
 JZZ  O6    O  O     0  -0.502   2.5090   0.6452   2.6493
 JZZ  C7    C  CH3   0  -0.507   2.6584   3.5801   2.0111
 JZZ  C27   C  CH3   0  -0.426   1.9535   2.0744  -2.8690
 JZZ  CAA   C  CH3   0  -0.633  -4.7542   2.1544  -1.0028
 JZZ  CAB   C  CR16  0  -0.292  -1.6621  -2.7796  -0.3022
 JZZ  CAC   C  CR16  0  -0.307  -0.5237  -3.5302  -0.2833
 JZZ  CAD   C  CR66  0   0.088   0.7448  -2.9272  -0.1154
 JZZ  CAE   C  CR16  0  -0.300   1.9300  -3.6951  -0.0824
 JZZ  CAF   C  CR16  0  -0.272   3.1472  -3.0952   0.0863
 JZZ  CAG   C  CH3   0  -0.634  -6.1434   0.0659  -0.8997
 JZZ  CAH   C  CT    0  -0.304  -5.0272   0.8654  -0.2168
 JZZ  CAI   C  CSP   0   0.240  -3.8048   0.0582  -0.1849
 JZZ  CAK   C  CR6   0  -0.145  -1.5952  -1.3703  -0.1481
 JZZ  CAL   C  CR16  0  -0.382  -0.3710  -0.7599   0.0141
 JZZ  CAM   C  CR66  0   0.154   0.8181  -1.5175   0.0311
 JZZ  CAN   C  CR6   0   0.267   2.1008  -0.9312   0.1908
 JZZ  CAO   C  CR16  0  -0.268   3.2329  -1.6965   0.2214
 JZZ  CAP   C  CH3   0  -0.632  -5.4396   1.2131   1.2195
 JZZ  H7    H  HCH3  0   0.255   1.8200   4.2699   1.9290
 JZZ  H7A   H  HCH3  0   0.260   2.7330   3.2403   3.0399
 JZZ  H7B   H  HCH3  0   0.254   3.5779   4.0997   1.7449
 JZZ  H27   H  HCH3  0   0.245   1.1173   2.7514  -2.6939
 JZZ  H27A  H  HCH3  0   0.245   2.8851   2.6405  -2.8707
 JZZ  H27B  H  HCH3  0   0.262   1.8271   1.5772  -3.8252
 JZZ  HAA   H  HCH3  0   0.235  -5.6518   2.7748  -1.0143
 JZZ  HAAA  H  HCH3  0   0.235  -3.9487   2.7318  -0.5480
 JZZ  HAAB  H  HCH3  0   0.235  -4.4776   1.9395  -2.0353
 JZZ  HAB   H  HCR6  0   0.262  -2.6262  -3.2524  -0.4326
 JZZ  HAC   H  HCR6  0   0.267  -0.5813  -4.6058  -0.3943
 JZZ  HAE   H  HCR6  0   0.267   1.8594  -4.7703  -0.1899
 JZZ  HAF   H  HCR6  0   0.271   4.0507  -3.6886   0.1128
 JZZ  HAG   H  HCH3  0   0.235  -5.8654  -0.2102  -1.9172
 JZZ  HAGA  H  HCH3  0   0.235  -6.3720  -0.8470  -0.3489
 JZZ  HAGB  H  HCH3  0   0.235  -7.0523   0.6681  -0.9485
 JZZ  HAL   H  HCR6  0   0.256  -0.3329   0.3137   0.1406
 JZZ  HAO   H  HCR6  0   0.279   4.1982  -1.2234   0.3451
 JZZ  HAP   H  HCH3  0   0.235  -6.3441   1.8241   1.2056
 JZZ  HAPA  H  HCH3  0   0.235  -5.6485   0.3139   1.7999
 JZZ  HAPB  H  HCH3  0   0.235  -4.6585   1.7765   1.7306
 JZZ  CAJ   C  CSP   0   0.078  -2.7917  -0.5962  -0.1641

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
 JZZ  N2   C3    single    1.365  0.020  1.365
 JZZ  N2   C6    single    1.394  0.020  1.394
 JZZ  N2   CAN   single    1.413  0.020  1.413
 JZZ  C3   O3    single    1.310  0.020  1.310
 JZZ  C3   N4    double    1.284  0.020  1.284
 JZZ  O3   C27   single    1.429  0.020  1.429
 JZZ  N4   N5    single    1.375  0.020  1.375
 JZZ  N5   C6    single    1.351  0.020  1.351
 JZZ  N5   C7    single    1.436  0.020  1.436
 JZZ  C6   O6    double    1.217  0.020  1.217
 JZZ  CAA  CAH   single    1.534  0.020  1.534
 JZZ  CAB  CAC   aromatic  1.364  0.020  1.364
 JZZ  CAB  CAK   aromatic  1.419  0.020  1.419
 JZZ  CAC  CAD   aromatic  1.415  0.020  1.415
 JZZ  CAD  CAE   aromatic  1.413  0.020  1.413
 JZZ  CAD  CAM   aromatic  1.419  0.020  1.419
 JZZ  CAE  CAF   aromatic  1.367  0.020  1.367
 JZZ  CAF  CAO   aromatic  1.408  0.020  1.408
 JZZ  CAG  CAH   single    1.533  0.020  1.533
 JZZ  CAH  CAI   single    1.465  0.020  1.465
 JZZ  CAH  CAP   single    1.534  0.020  1.534
 JZZ  CAI  CAJ   triple    1.206  0.020  1.206
 JZZ  CAJ  CAK   single    1.425  0.020  1.425
 JZZ  CAK  CAL   aromatic  1.378  0.020  1.378
 JZZ  CAL  CAM   aromatic  1.410  0.020  1.410
 JZZ  CAM  CAN   aromatic  1.419  0.020  1.419
 JZZ  CAN  CAO   aromatic  1.367  0.020  1.367
 JZZ  C7   H7    single    0.970  0.020  1.090
 JZZ  C7   H7A   single    0.970  0.020  1.090
 JZZ  C7   H7B   single    0.970  0.020  1.090
 JZZ  C27  H27   single    0.970  0.020  1.090
 JZZ  C27  H27A  single    0.970  0.020  1.090
 JZZ  C27  H27B  single    0.970  0.020  1.090
 JZZ  CAA  HAA   single    0.970  0.020  1.090
 JZZ  CAA  HAAA  single    0.970  0.020  1.090
 JZZ  CAA  HAAB  single    0.970  0.020  1.090
 JZZ  CAB  HAB   single    0.930  0.020  1.080
 JZZ  CAC  HAC   single    0.930  0.020  1.080
 JZZ  CAE  HAE   single    0.930  0.020  1.080
 JZZ  CAF  HAF   single    0.930  0.020  1.080
 JZZ  CAG  HAG   single    0.970  0.020  1.090
 JZZ  CAG  HAGA  single    0.970  0.020  1.090
 JZZ  CAG  HAGB  single    0.970  0.020  1.090
 JZZ  CAL  HAL   single    0.930  0.020  1.080
 JZZ  CAO  HAO   single    0.930  0.020  1.080
 JZZ  CAP  HAP   single    0.970  0.020  1.090
 JZZ  CAP  HAPA  single    0.970  0.020  1.090
 JZZ  CAP  HAPB  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
 JZZ  CAN   N2   C6    125.39  3.000
 JZZ  CAN   N2   C3    127.50  3.000
 JZZ  C6    N2   C3    107.10  3.000
 JZZ  N4    C3   O3    128.22  3.000
 JZZ  N4    C3   N2    112.62  3.000
 JZZ  O3    C3   N2    119.16  3.000
 JZZ  C27   O3   C3    116.36  3.000
 JZZ  N5    N4   C3    104.24  3.000
 JZZ  C7    N5   C6    127.00  3.000
 JZZ  C7    N5   N4    119.95  3.000
 JZZ  C6    N5   N4    113.05  3.000
 JZZ  O6    C6   N5    130.10  3.000
 JZZ  O6    C6   N2    126.91  3.000
 JZZ  N5    C6   N2    102.99  3.000
 JZZ  H7B   C7   H7A   108.83  3.000
 JZZ  H7B   C7   H7    109.23  3.000
 JZZ  H7A   C7   H7    108.82  3.000
 JZZ  H7B   C7   N5    110.74  3.000
 JZZ  H7A   C7   N5    108.65  3.000
 JZZ  H7    C7   N5    110.52  3.000
 JZZ  H27B  C27  H27A  109.64  3.000
 JZZ  H27B  C27  H27   109.68  3.000
 JZZ  H27A  C27  H27   109.47  3.000
 JZZ  H27B  C27  O3    105.98  3.000
 JZZ  H27A  C27  O3    111.00  3.000
 JZZ  H27   C27  O3    111.01  3.000
 JZZ  HAAB  CAA  HAAA  108.18  3.000
 JZZ  HAAB  CAA  HAA   108.10  3.000
 JZZ  HAAA  CAA  HAA   108.12  3.000
 JZZ  HAAB  CAA  CAH   111.39  3.000
 JZZ  HAAA  CAA  CAH   111.26  3.000
 JZZ  HAA   CAA  CAH   109.68  3.000
 JZZ  HAB   CAB  CAK   119.28  3.000
 JZZ  HAB   CAB  CAC   120.34  3.000
 JZZ  CAK   CAB  CAC   120.38  3.000
 JZZ  HAC   CAC  CAD   118.91  3.000
 JZZ  HAC   CAC  CAB   120.06  3.000
 JZZ  CAD   CAC  CAB   121.04  3.000
 JZZ  CAM   CAD  CAE   119.62  3.000
 JZZ  CAM   CAD  CAC   118.82  3.000
 JZZ  CAE   CAD  CAC   121.56  3.000
 JZZ  HAE   CAE  CAF   120.39  3.000
 JZZ  HAE   CAE  CAD   118.87  3.000
 JZZ  CAF   CAE  CAD   120.74  3.000
 JZZ  HAF   CAF  CAO   119.47  3.000
 JZZ  HAF   CAF  CAE   120.40  3.000
 JZZ  CAO   CAF  CAE   120.13  3.000
 JZZ  HAGB  CAG  HAGA  108.05  3.000
 JZZ  HAGB  CAG  HAG   108.08  3.000
 JZZ  HAGA  CAG  HAG   108.23  3.000
 JZZ  HAGB  CAG  CAH   109.78  3.000
 JZZ  HAGA  CAG  CAH   111.35  3.000
 JZZ  HAG   CAG  CAH   111.23  3.000
 JZZ  CAP   CAH  CAI   109.19  3.000
 JZZ  CAP   CAH  CAG   109.84  3.000
 JZZ  CAI   CAH  CAG   109.25  3.000
 JZZ  CAP   CAH  CAA   109.70  3.000
 JZZ  CAI   CAH  CAA   109.00  3.000
 JZZ  CAG   CAH  CAA   109.84  3.000
 JZZ  CAJ   CAI  CAH   180.00  3.000
 JZZ  CAL   CAK  CAJ   120.45  3.000
 JZZ  CAL   CAK  CAB   119.65  3.000
 JZZ  CAJ   CAK  CAB   119.90  3.000
 JZZ  HAL   CAL  CAM   120.14  3.000
 JZZ  HAL   CAL  CAK   119.00  3.000
 JZZ  CAM   CAL  CAK   120.85  3.000
 JZZ  CAN   CAM  CAL   122.79  3.000
 JZZ  CAN   CAM  CAD   117.95  3.000
 JZZ  CAL   CAM  CAD   119.27  3.000
 JZZ  CAO   CAN  CAM   121.31  3.000
 JZZ  CAO   CAN  N2    119.37  3.000
 JZZ  CAM   CAN  N2    119.31  3.000
 JZZ  HAO   CAO  CAN   119.78  3.000
 JZZ  HAO   CAO  CAF   119.98  3.000
 JZZ  CAN   CAO  CAF   120.24  3.000
 JZZ  HAPB  CAP  HAPA  108.29  3.000
 JZZ  HAPB  CAP  HAP   108.08  3.000
 JZZ  HAPA  CAP  HAP   108.04  3.000
 JZZ  HAPB  CAP  CAH   111.30  3.000
 JZZ  HAPA  CAP  CAH   111.28  3.000
 JZZ  HAP   CAP  CAH   109.73  3.000
 JZZ  CAK   CAJ  CAI   180.00  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
 JZZ  CONST_01  CAE  CAD  CAC  CAB   180.00   0.0  0
 JZZ  CONST_02  CAM  CAD  CAC  CAB     0.00   0.0  0
 JZZ  CONST_03  CAM  CAL  CAK  CAB     0.00   0.0  0
 JZZ  CONST_04  CAL  CAK  CAB  CAC     0.00   0.0  0
 JZZ  CONST_05  CAF  CAE  CAD  CAC   180.00   0.0  0
 JZZ  CONST_06  CAL  CAM  CAD  CAC     0.00   0.0  0
 JZZ  CONST_07  CAN  CAM  CAD  CAC   180.00   0.0  0
 JZZ  CONST_08  CAK  CAB  CAC  CAD     0.00   0.0  0
 JZZ  CONST_09  CAO  CAF  CAE  CAD     0.00   0.0  0
 JZZ  CONST_10  CAK  CAL  CAM  CAD     0.00   0.0  0
 JZZ  CONST_11  CAO  CAN  CAM  CAD     0.00   0.0  0
 JZZ  CONST_12  CAL  CAM  CAD  CAE   180.00   0.0  0
 JZZ  CONST_13  CAN  CAM  CAD  CAE     0.00   0.0  0
 JZZ  CONST_14  CAN  CAO  CAF  CAE     0.00   0.0  0
 JZZ  CONST_15  CAM  CAD  CAE  CAF     0.00   0.0  0
 JZZ  CONST_16  CAM  CAN  CAO  CAF     0.00   0.0  0
 JZZ  CONST_17  CAN  CAM  CAL  CAK   180.00   0.0  0
 JZZ  CONST_18  CAO  CAN  CAM  CAL   180.00   0.0  0
 JZZ  CONST_19  CAD  CAM  CAN  N2    180.00   0.0  0
 JZZ  CONST_20  CAL  CAM  CAN  N2      0.00   0.0  0
 JZZ  CONST_21  CAF  CAO  CAN  N2    180.00   0.0  0
 JZZ  CONST_22  N5   N4   C3   N2      0.00   0.0  0
 JZZ  CONST_23  N4   N5   C6   N2      0.00   0.0  0
 JZZ  CONST_24  N5   C6   N2   C3      0.00   0.0  0
 JZZ  CONST_25  C6   N5   N4   C3      0.00   0.0  0
 JZZ  CONST_26  C6   N2   C3   N4      0.00   0.0  0
 JZZ  CONST_27  CAN  N2   C3   N4    180.00   0.0  0
 JZZ  CONST_28  CAN  N2   C6   N5    180.00   0.0  0
 JZZ  CONST_29  CAJ  CAK  CAB  CAC   180.00   0.0  0
 JZZ  CONST_30  CAM  CAL  CAK  CAJ   180.00   0.0  0
 JZZ  CONST_31  C7   N5   C6   N2    180.00   0.0  0
 JZZ  CONST_32  O6   C6   N2   C3    180.00   0.0  0
 JZZ  CONST_33  C7   N5   N4   C3    180.00   0.0  0
 JZZ  CONST_34  C6   N2   C3   O3    180.00   0.0  0
 JZZ  CONST_35  CAN  N2   C3   O3      0.00   0.0  0
 JZZ  CONST_36  N5   N4   C3   O3    180.00   0.0  0
 JZZ  CONST_37  O6   C6   N5   N4    180.00   0.0  0
 JZZ  CONST_38  CAN  N2   C6   O6      0.00   0.0  0
 JZZ  CONST_39  HAO  CAO  CAN  N2      0.00   0.0  0
 JZZ  CONST_40  HAL  CAL  CAK  CAB   180.00   0.0  0
 JZZ  CONST_41  HAE  CAE  CAD  CAC     0.00   0.0  0
 JZZ  CONST_42  HAB  CAB  CAC  CAD   180.00   0.0  0
 JZZ  CONST_43  HAF  CAF  CAE  CAD   180.00   0.0  0
 JZZ  CONST_44  HAC  CAC  CAD  CAE     0.00   0.0  0
 JZZ  CONST_45  C7   N5   C6   O6      0.00   0.0  0
 JZZ  Var_01    CAM  CAN  N2   C3    -79.77  30.0  2
 JZZ  Var_02    H7   C7   N5   N4     59.56  30.0  3
 JZZ  Var_03    H27  C27  O3   C3    -62.37  30.0  3
 JZZ  Var_04    CAP  CAH  CAI  CAJ  -111.92  30.0  1
 JZZ  Var_05    HAG  CAG  CAH  CAA    60.36  30.0  3
 JZZ  Var_06    HAP  CAP  CAH  CAA    60.00  30.0  3
 JZZ  Var_07    HAA  CAA  CAH  CAG    61.60  30.0  3

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
 JZZ  plan-1  N2   0.020
 JZZ  plan-1  C3   0.020
 JZZ  plan-1  O3   0.020
 JZZ  plan-1  N4   0.020
 JZZ  plan-1  N5   0.020
 JZZ  plan-1  C6   0.020
 JZZ  plan-1  O6   0.020
 JZZ  plan-1  C7   0.020
 JZZ  plan-1  CAN  0.020
 JZZ  plan-2  N2   0.020
 JZZ  plan-2  CAB  0.020
 JZZ  plan-2  CAC  0.020
 JZZ  plan-2  CAD  0.020
 JZZ  plan-2  CAE  0.020
 JZZ  plan-2  CAF  0.020
 JZZ  plan-2  CAI  0.020
 JZZ  plan-2  CAK  0.020
 JZZ  plan-2  CAL  0.020
 JZZ  plan-2  CAM  0.020
 JZZ  plan-2  CAN  0.020
 JZZ  plan-2  CAO  0.020
 JZZ  plan-2  HAB  0.020
 JZZ  plan-2  HAC  0.020
 JZZ  plan-2  HAE  0.020
 JZZ  plan-2  HAF  0.020
 JZZ  plan-2  HAL  0.020
 JZZ  plan-2  HAO  0.020
 JZZ  plan-2  CAJ  0.020

