# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 12:20:27 2021
#   Inital geometry file: a 83 line input string
#   Ligand name: 1-(3-phenylprop-2-yn-1-yl)piperidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C1CCN(CC1)CC#Cc2ccccc2
#
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
 WGV  WGV  1-(3-phenylprop-2-yn-1-yl)piperidine  ligand  32  15  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WGV
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
 WGV  C4   C  CR16  0  -0.294   -8.5030   -8.6730  -13.4939
 WGV  C5   C  CR16  0  -0.249   -9.4379   -8.7454  -12.4731
 WGV  C6   C  CR16  0  -0.256  -10.7848   -8.9173  -12.7678
 WGV  C7   C  CR16  0  -0.248  -11.1953   -9.0160  -14.0916
 WGV  C8   C  CR16  0  -0.297  -10.2667   -8.9434  -15.1177
 WGV  C10  C  CH2   0  -0.437   -8.3909   -9.1027  -20.8827
 WGV  C13  C  CH2   0  -0.281   -5.6179   -9.1683  -20.1028
 WGV  N    N  NT    0  -0.418   -6.6857   -9.1235  -19.1156
 WGV  C    C  CH2   0  -0.451   -6.1995   -8.5300  -17.8842
 WGV  C1   C  CSP   0   0.076   -7.1618   -8.6339  -16.7907
 WGV  C11  C  CH2   0  -0.441   -7.3101   -9.1908  -21.9515
 WGV  C12  C  CH2   0  -0.439   -6.0711   -9.8643  -21.3769
 WGV  C3   C  CR6   0  -0.126   -8.9095   -8.7717  -14.8278
 WGV  C9   C  CH2   0  -0.285   -7.8560   -8.4284  -19.6292
 WGV  H2   H  HCR6  0   0.259   -7.4543   -8.5385  -13.2633
 WGV  H3   H  HCR6  0   0.262   -9.1138   -8.6664  -11.4437
 WGV  H4   H  HCR6  0   0.263  -11.5118   -8.9738  -11.9686
 WGV  H5   H  HCR6  0   0.262  -12.2433   -9.1484  -14.3263
 WGV  H6   H  HCR6  0   0.258  -10.5874   -9.0204  -16.1485
 WGV  H9   H  HCH2  0   0.232   -9.2560   -8.5436  -21.2455
 WGV  H15  H  HCH2  0   0.237   -4.7671   -9.7023  -19.6719
 WGV  H16  H  HCH2  0   0.188   -5.2605   -8.1531  -20.3535
 WGV  H1   H  HCH2  0   0.236   -5.9255   -7.4679  -18.0108
 WGV  H    H  HCH2  0   0.273   -5.2812   -9.0453  -17.5875
 WGV  H11  H  HCH2  0   0.232   -7.6724   -9.7327  -22.8277
 WGV  H12  H  HCH2  0   0.211   -7.0507   -8.1818  -22.2902
 WGV  H14  H  HCH2  0   0.217   -6.2895  -10.9131  -21.1551
 WGV  H13  H  HCH2  0   0.232   -5.2519   -9.8549  -22.0989
 WGV  H8   H  HCH2  0   0.242   -8.6284   -8.4224  -18.8572
 WGV  H7   H  HCH2  0   0.187   -7.6234   -7.3715  -19.8538
 WGV  C2   C  CSP   0   0.138   -7.9555   -8.6936  -15.8859
 WGV  H10  H  HCH2  0   0.216   -8.7438  -10.1067  -20.6283

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
 WGV  C1   C    single    1.460  0.020  1.460
 WGV  C2   C1   triple    1.205  0.020  1.205
 WGV  C3   C2   single    1.427  0.020  1.427
 WGV  C3   C4   aromatic  1.398  0.020  1.398
 WGV  C4   C5   aromatic  1.386  0.020  1.386
 WGV  C5   C6   aromatic  1.389  0.020  1.389
 WGV  C6   C7   aromatic  1.389  0.020  1.389
 WGV  C7   C8   aromatic  1.386  0.020  1.386
 WGV  C8   C3   aromatic  1.398  0.020  1.398
 WGV  C    N    single    1.451  0.020  1.451
 WGV  N    C9   single    1.455  0.020  1.455
 WGV  C9   C10  single    1.521  0.020  1.521
 WGV  C10  C11  single    1.523  0.020  1.523
 WGV  C11  C12  single    1.523  0.020  1.523
 WGV  C12  C13  single    1.521  0.020  1.521
 WGV  N    C13  single    1.455  0.020  1.455
 WGV  C4   H2   single    0.930  0.020  1.080
 WGV  C5   H3   single    0.930  0.020  1.080
 WGV  C6   H4   single    0.930  0.020  1.080
 WGV  C7   H5   single    0.930  0.020  1.080
 WGV  C8   H6   single    0.930  0.020  1.080
 WGV  C10  H10  single    0.970  0.020  1.090
 WGV  C10  H9   single    0.970  0.020  1.090
 WGV  C13  H15  single    0.970  0.020  1.090
 WGV  C13  H16  single    0.970  0.020  1.090
 WGV  C    H1   single    0.970  0.020  1.090
 WGV  C    H    single    0.970  0.020  1.090
 WGV  C11  H11  single    0.970  0.020  1.090
 WGV  C11  H12  single    0.970  0.020  1.090
 WGV  C12  H14  single    0.970  0.020  1.090
 WGV  C12  H13  single    0.970  0.020  1.090
 WGV  C9   H8   single    0.970  0.020  1.090
 WGV  C9   H7   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
 WGV  H2   C4   C3   119.60  3.000
 WGV  H2   C4   C5   120.22  3.000
 WGV  C3   C4   C5   120.19  3.000
 WGV  H3   C5   C6   120.07  3.000
 WGV  H3   C5   C4   119.65  3.000
 WGV  C6   C5   C4   120.27  3.000
 WGV  H4   C6   C7   120.10  3.000
 WGV  H4   C6   C5   120.08  3.000
 WGV  C7   C6   C5   119.82  3.000
 WGV  H5   C7   C8   119.65  3.000
 WGV  H5   C7   C6   120.10  3.000
 WGV  C8   C7   C6   120.25  3.000
 WGV  H6   C8   C3   119.58  3.000
 WGV  H6   C8   C7   120.20  3.000
 WGV  C3   C8   C7   120.22  3.000
 WGV  H9   C10  H10  106.94  3.000
 WGV  H9   C10  C9   109.00  3.000
 WGV  H10  C10  C9   109.19  3.000
 WGV  H9   C10  C11  111.02  3.000
 WGV  H10  C10  C11  109.82  3.000
 WGV  C9   C10  C11  110.77  3.000
 WGV  H16  C13  H15  106.65  3.000
 WGV  H16  C13  C12  109.07  3.000
 WGV  H15  C13  C12  109.79  3.000
 WGV  H16  C13  N    111.28  3.000
 WGV  H15  C13  N    108.59  3.000
 WGV  C12  C13  N    111.33  3.000
 WGV  C9   N    C    111.94  3.000
 WGV  C9   N    C13  111.44  3.000
 WGV  C    N    C13  110.03  3.000
 WGV  H    C    H1   106.01  3.000
 WGV  H    C    C1   108.46  3.000
 WGV  H1   C    C1   108.53  3.000
 WGV  H    C    N    108.59  3.000
 WGV  H1   C    N    112.29  3.000
 WGV  C1   C    N    112.68  3.000
 WGV  C2   C1   C    180.00  3.000
 WGV  H12  C11  H11  106.71  3.000
 WGV  H12  C11  C12  109.36  3.000
 WGV  H11  C11  C12  110.68  3.000
 WGV  H12  C11  C10  109.38  3.000
 WGV  H11  C11  C10  110.88  3.000
 WGV  C12  C11  C10  109.77  3.000
 WGV  H13  C12  H14  106.99  3.000
 WGV  H13  C12  C11  110.92  3.000
 WGV  H14  C12  C11  109.76  3.000
 WGV  H13  C12  C13  109.05  3.000
 WGV  H14  C12  C13  109.17  3.000
 WGV  C11  C12  C13  110.86  3.000
 WGV  C2   C3   C8   120.13  3.000
 WGV  C8   C3   C4   119.26  3.000
 WGV  C2   C3   C4   120.61  3.000
 WGV  H7   C9   H8   106.70  3.000
 WGV  H7   C9   N    111.06  3.000
 WGV  H8   C9   N    108.79  3.000
 WGV  H7   C9   C10  109.30  3.000
 WGV  H8   C9   C10  109.66  3.000
 WGV  N    C9   C10  111.23  3.000
 WGV  C3   C2   C1   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
 WGV  CONST_01  C7   C8   C3   C4      0.00   0.0  0
 WGV  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 WGV  CONST_03  C8   C3   C4   C5      0.00   0.0  0
 WGV  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 WGV  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 WGV  CONST_06  C3   C8   C7   C6      0.00   0.0  0
 WGV  CONST_07  C2   C3   C4   C5    180.00   0.0  0
 WGV  CONST_08  C2   C3   C8   C7    180.00   0.0  0
 WGV  CONST_09  H6   C8   C3   C4    180.00   0.0  0
 WGV  CONST_10  H4   C6   C5   C4    180.00   0.0  0
 WGV  CONST_11  H5   C7   C6   C5    180.00   0.0  0
 WGV  CONST_12  H2   C4   C5   C6    180.00   0.0  0
 WGV  CONST_13  H3   C5   C6   C7    180.00   0.0  0
 WGV  Var_01    C13  N    C9   C10    58.97  30.0  1
 WGV  Var_02    C13  C12  C11  C10   -53.46  30.0  1
 WGV  Var_03    C11  C10  C9   N     -56.64  30.0  1
 WGV  Var_04    C11  C12  C13  N      56.19  30.0  1
 WGV  Var_05    C9   C10  C11  C12    53.68  30.0  1
 WGV  Var_06    C9   N    C13  C12   -58.75  30.0  1
 WGV  Var_07    C1   C    N    C13  -171.55  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
 WGV  plan-1  C4  0.020
 WGV  plan-1  C5  0.020
 WGV  plan-1  C6  0.020
 WGV  plan-1  C7  0.020
 WGV  plan-1  C8  0.020
 WGV  plan-1  C1  0.020
 WGV  plan-1  C3  0.020
 WGV  plan-1  H2  0.020
 WGV  plan-1  H3  0.020
 WGV  plan-1  H4  0.020
 WGV  plan-1  H5  0.020
 WGV  plan-1  H6  0.020
 WGV  plan-1  C2  0.020

