# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 06:49:42 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 4-[4-(2-methylpropyl)-1,2,3-triazol-1-yl]-~{N}-[3,3,3-tris(fluoranyl)propyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Cc1cn(nn1)c2ccc(cc2)C(=O)NCCC(F)(F)F
#
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
 GHB  GHB  4-[4-(2-methylpropyl)-1,2,3-triazol-1-yl]-~{N}-[3,3,3-tris(fluoranyl)propyl]benzamide  ligand  43  24  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GHB
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
 GHB  C4   C  CH2   0  -0.492   6.8037   0.4890  -0.4311
 GHB  C14  C  CH2   0  -0.304  -4.6317   0.0313  -0.5622
 GHB  C5   C  CR5   0   0.172   5.3795   0.1536  -0.6983
 GHB  C6   C  CR15  0  -0.113   4.2379   0.7935  -0.3000
 GHB  C11  C  CR16  0  -0.262  -0.0286   1.6586  -0.3059
 GHB  C7   C  CR6   0   0.390   1.8456   0.2073  -0.6476
 GHB  C8   C  CR16  0  -0.277   0.9984  -0.8927  -0.6785
 GHB  C9   C  CR16  0  -0.285  -0.3659  -0.7033  -0.5406
 GHB  C10  C  CR6   0  -0.032  -0.8963   0.5712  -0.3545
 GHB  C12  C  CR16  0  -0.297   1.3338   1.4860  -0.4681
 GHB  C13  C  C     0   0.542  -2.3566   0.8291  -0.1641
 GHB  N1   N  NR5   0  -0.386   3.2358   0.0245  -0.7811
 GHB  N2   N  N     0  -0.098   3.7244  -1.0201  -1.4383
 GHB  C3   C  CH3   0  -0.657   8.9424  -0.1023   0.7346
 GHB  N3   N  N     0  -0.304   5.0046  -0.9500  -1.3924
 GHB  C1   C  CH3   0  -0.652   6.7732  -0.2495   1.9893
 GHB  C2   C  CH1   0  -0.236   7.4527  -0.4075   0.6341
 GHB  O1   O  O     0  -0.483  -2.7467   1.8255   0.4287
 GHB  N4   N  NH1   0  -0.652  -3.1980  -0.0762  -0.6901
 GHB  C15  C  CH2   0  -0.648  -5.1150  -0.5089   0.7849
 GHB  C16  C  CT    0   0.990  -6.6055  -0.4206   0.9539
 GHB  F1   F  F     0  -0.314  -7.0538   0.8445   0.8994
 GHB  F2   F  F     0  -0.315  -7.2693  -1.0990   0.0034
 GHB  F3   F  F     0  -0.309  -7.0045  -0.9188   2.1333
 GHB  H1   H  HCH2  0   0.253   7.3714   0.4058  -1.3619
 GHB  H2   H  HCH2  0   0.242   6.8759   1.5335  -0.1157
 GHB  H3   H  HCH2  0   0.262  -4.9263   1.0729  -0.6905
 GHB  H4   H  HCH2  0   0.274  -5.0710  -0.5343  -1.3818
 GHB  H5   H  HCR5  0   0.317   4.0756   1.6831   0.2840
 GHB  H6   H  HCR6  0   0.272  -0.4188   2.6557  -0.1556
 GHB  H7   H  HCR6  0   0.287   1.3953  -1.8908  -0.7956
 GHB  H8   H  HCR6  0   0.270  -1.0010  -1.5795  -0.5414
 GHB  H9   H  HCR6  0   0.291   1.9866   2.3483  -0.4633
 GHB  H10  H  HCH3  0   0.216   9.1097   0.9342   1.0368
 GHB  H11  H  HCH3  0   0.229   9.4244  -0.7429   1.4747
 GHB  H12  H  HCH3  0   0.227   9.4492  -0.2571  -0.2195
 GHB  H13  H  HCH3  0   0.229   7.2394  -0.8937   2.7366
 GHB  H14  H  HCH3  0   0.214   6.8517   0.7807   2.3459
 GHB  H15  H  HCH3  0   0.230   5.7141  -0.5069   1.9486
 GHB  H16  H  HCH1  0   0.225   7.3376  -1.4479   0.3102
 GHB  H17  H  HNH1  0   0.416  -2.8387  -0.8475  -1.2268
 GHB  H18  H  HCH2  0   0.285  -4.8207  -1.5549   0.8922
 GHB  H19  H  HCH2  0   0.286  -4.6482   0.0468   1.6000

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
 GHB  F3   C16  single    1.341  0.020  1.341
 GHB  F1   C16  single    1.343  0.020  1.343
 GHB  O1   C13  double    1.223  0.020  1.223
 GHB  C16  F2   single    1.343  0.020  1.343
 GHB  C16  C15  single    1.503  0.020  1.503
 GHB  C11  C12  aromatic  1.383  0.020  1.383
 GHB  C11  C10  aromatic  1.392  0.020  1.392
 GHB  C15  C14  single    1.530  0.020  1.530
 GHB  C13  C10  single    1.495  0.020  1.495
 GHB  C13  N4   single    1.343  0.020  1.343
 GHB  C12  C7   aromatic  1.389  0.020  1.389
 GHB  C14  N4   single    1.443  0.020  1.443
 GHB  C10  C9   aromatic  1.393  0.020  1.393
 GHB  C1   C2   single    1.524  0.020  1.524
 GHB  C6   N1   aromatic  1.352  0.020  1.352
 GHB  C6   C5   aromatic  1.368  0.020  1.368
 GHB  C7   N1   single    1.408  0.020  1.408
 GHB  C7   C8   aromatic  1.389  0.020  1.389
 GHB  C9   C8   aromatic  1.384  0.020  1.384
 GHB  N1   N2   aromatic  1.327  0.020  1.327
 GHB  C4   C5   single    1.487  0.020  1.487
 GHB  C4   C2   single    1.536  0.020  1.536
 GHB  C5   N3   aromatic  1.357  0.020  1.357
 GHB  C2   C3   single    1.524  0.020  1.524
 GHB  N2   N3   aromatic  1.283  0.020  1.283
 GHB  C4   H1   single    0.970  0.020  1.090
 GHB  C4   H2   single    0.970  0.020  1.090
 GHB  C14  H3   single    0.970  0.020  1.090
 GHB  C14  H4   single    0.970  0.020  1.090
 GHB  C6   H5   single    0.930  0.020  1.080
 GHB  C11  H6   single    0.930  0.020  1.080
 GHB  C8   H7   single    0.930  0.020  1.080
 GHB  C9   H8   single    0.930  0.020  1.080
 GHB  C12  H9   single    0.930  0.020  1.080
 GHB  C3   H10  single    0.970  0.020  1.090
 GHB  C3   H11  single    0.970  0.020  1.090
 GHB  C3   H12  single    0.970  0.020  1.090
 GHB  C1   H13  single    0.970  0.020  1.090
 GHB  C1   H14  single    0.970  0.020  1.090
 GHB  C1   H15  single    0.970  0.020  1.090
 GHB  C2   H16  single    0.970  0.020  1.090
 GHB  N4   H17  single    0.860  0.020  1.020
 GHB  C15  H18  single    0.970  0.020  1.090
 GHB  C15  H19  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
 GHB  H2   C4   H1   106.50  3.000
 GHB  H2   C4   C2   109.24  3.000
 GHB  H1   C4   C2   109.06  3.000
 GHB  H2   C4   C5   109.30  3.000
 GHB  H1   C4   C5   109.09  3.000
 GHB  C2   C4   C5   113.42  3.000
 GHB  H4   C14  H3   107.39  3.000
 GHB  H4   C14  C15  110.62  3.000
 GHB  H3   C14  C15  110.83  3.000
 GHB  H4   C14  N4   107.18  3.000
 GHB  H3   C14  N4   109.22  3.000
 GHB  C15  C14  N4   111.44  3.000
 GHB  N3   C5   C6   107.39  3.000
 GHB  N3   C5   C4   122.69  3.000
 GHB  C6   C5   C4   129.89  3.000
 GHB  H5   C6   N1   123.47  3.000
 GHB  H5   C6   C5   132.09  3.000
 GHB  N1   C6   C5   104.41  3.000
 GHB  H6   C11  C12  119.14  3.000
 GHB  H6   C11  C10  120.02  3.000
 GHB  C12  C11  C10  120.83  3.000
 GHB  N1   C7   C12  119.70  3.000
 GHB  N1   C7   C8   119.82  3.000
 GHB  C12  C7   C8   120.48  3.000
 GHB  H7   C8   C9   119.95  3.000
 GHB  H7   C8   C7   120.66  3.000
 GHB  C9   C8   C7   119.38  3.000
 GHB  H8   C9   C10  121.16  3.000
 GHB  H8   C9   C8   117.87  3.000
 GHB  C10  C9   C8   120.92  3.000
 GHB  C13  C10  C9   123.15  3.000
 GHB  C9   C10  C11  118.82  3.000
 GHB  C13  C10  C11  118.01  3.000
 GHB  H9   C12  C7   120.81  3.000
 GHB  H9   C12  C11  119.64  3.000
 GHB  C7   C12  C11  119.54  3.000
 GHB  N4   C13  O1   122.62  3.000
 GHB  N4   C13  C10  116.47  3.000
 GHB  O1   C13  C10  120.91  3.000
 GHB  N2   N1   C7   120.82  3.000
 GHB  N2   N1   C6   110.55  3.000
 GHB  C7   N1   C6   128.62  3.000
 GHB  N3   N2   N1   107.86  3.000
 GHB  H12  C3   H11  107.73  3.000
 GHB  H12  C3   H10  107.78  3.000
 GHB  H11  C3   H10  107.56  3.000
 GHB  H12  C3   C2   111.58  3.000
 GHB  H11  C3   C2   111.04  3.000
 GHB  H10  C3   C2   110.98  3.000
 GHB  N2   N3   C5   109.79  3.000
 GHB  H15  C1   H14  107.71  3.000
 GHB  H15  C1   H13  107.52  3.000
 GHB  H14  C1   H13  107.60  3.000
 GHB  H15  C1   C2   112.04  3.000
 GHB  H14  C1   C2   110.84  3.000
 GHB  H13  C1   C2   110.93  3.000
 GHB  H16  C2   C1   108.32  3.000
 GHB  H16  C2   C3   108.20  3.000
 GHB  C1   C2   C3   110.88  3.000
 GHB  H16  C2   C4   107.75  3.000
 GHB  C3   C2   C4   109.99  3.000
 GHB  C1   C2   C4   111.58  3.000
 GHB  H17  N4   C13  120.13  3.000
 GHB  H17  N4   C14  117.33  3.000
 GHB  C13  N4   C14  122.50  3.000
 GHB  H19  C15  H18  107.40  3.000
 GHB  H19  C15  C16  108.09  3.000
 GHB  H18  C15  C16  108.21  3.000
 GHB  H19  C15  C14  110.04  3.000
 GHB  H18  C15  C14  109.86  3.000
 GHB  C16  C15  C14  113.06  3.000
 GHB  F3   C16  F2   106.71  3.000
 GHB  F2   C16  F1   106.38  3.000
 GHB  F3   C16  F1   106.64  3.000
 GHB  F2   C16  C15  112.39  3.000
 GHB  F1   C16  C15  112.45  3.000
 GHB  F3   C16  C15  111.85  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
 GHB  CONST_01  C7   N1   C6   C5    180.00   0.0  0
 GHB  CONST_02  N2   N1   C6   C5      0.00   0.0  0
 GHB  CONST_03  N1   N2   N3   C5      0.00   0.0  0
 GHB  CONST_06  N3   N2   N1   C6      0.00   0.0  0
 GHB  CONST_07  N2   N3   C5   C6      0.00   0.0  0
 GHB  CONST_08  N1   C7   C12  C11   180.00   0.0  0
 GHB  CONST_09  C8   C7   C12  C11     0.00   0.0  0
 GHB  CONST_10  C8   C9   C10  C11     0.00   0.0  0
 GHB  CONST_11  C10  C11  C12  C7      0.00   0.0  0
 GHB  CONST_12  N3   N2   N1   C7    180.00   0.0  0
 GHB  CONST_13  C10  C9   C8   C7      0.00   0.0  0
 GHB  CONST_15  C12  C11  C10  C9      0.00   0.0  0
 GHB  CONST_16  C12  C7   C8   C9      0.00   0.0  0
 GHB  CONST_17  N1   C7   C8   C9    180.00   0.0  0
 GHB  CONST_19  N3   C5   C6   N1      0.00   0.0  0
 GHB  CONST_20  N1   C6   C5   C4    180.00   0.0  0
 GHB  CONST_21  N2   N3   C5   C4    180.00   0.0  0
 GHB  CONST_22  C13  C10  C9   C8    180.00   0.0  0
 GHB  CONST_23  C13  C10  C11  C12   180.00   0.0  0
 GHB  CONST_24  H8   C9   C10  C11   180.00   0.0  0
 GHB  CONST_25  H6   C11  C12  C7    180.00   0.0  0
 GHB  CONST_26  H5   C6   N1   C7      0.00   0.0  0
 GHB  CONST_27  H9   C12  C7   C8    180.00   0.0  0
 GHB  CONST_28  H7   C8   C9   C10   180.00   0.0  0
 GHB  CONST_29  C10  C13  N4   C14   180.00   0.0  0
 GHB  CONST_30  H17  N4   C13  C10     0.00   0.0  0
 GHB  CONST_31  O1   C13  N4   C14     0.00   0.0  0
 GHB  Var_01    C2   C4   C5   C6    103.87  30.0  2
 GHB  Var_02    O1   C13  C10  C11   -23.30  30.0  2
 GHB  Var_03    C1   C2   C4   C5    -62.81  30.0  3
 GHB  Var_04    F3   C16  C15  C14   179.05  30.0  3
 GHB  Var_05    C15  C14  N4   C13   -82.28  30.0  1
 GHB  Var_06    C16  C15  C14  N4   -179.72  30.0  1
 GHB  Var_07    H13  C1   C2   C4    179.76  30.0  3
 GHB  Var_08    H10  C3   C2   C4     61.44  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
 GHB  plan-1  C4   0.020
 GHB  plan-1  C5   0.020
 GHB  plan-1  C6   0.020
 GHB  plan-1  C7   0.020
 GHB  plan-1  N1   0.020
 GHB  plan-1  N2   0.020
 GHB  plan-1  N3   0.020
 GHB  plan-1  H5   0.020
 GHB  plan-2  C11  0.020
 GHB  plan-2  C7   0.020
 GHB  plan-2  C8   0.020
 GHB  plan-2  C9   0.020
 GHB  plan-2  C10  0.020
 GHB  plan-2  C12  0.020
 GHB  plan-2  C13  0.020
 GHB  plan-2  N1   0.020
 GHB  plan-2  H6   0.020
 GHB  plan-2  H7   0.020
 GHB  plan-2  H8   0.020
 GHB  plan-2  H9   0.020
 GHB  plan-3  C14  0.020
 GHB  plan-3  C10  0.020
 GHB  plan-3  C13  0.020
 GHB  plan-3  O1   0.020
 GHB  plan-3  N4   0.020
 GHB  plan-3  H17  0.020

