# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 00:12:19 2022
#   Inital geometry file: a 88 line input string
#   Ligand name: 1-(4-methanoylphenyl)carbonylpiperidine-4-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=Cc1ccc(cc1)C(=O)N2CCC(CC2)C#N
#
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
 TWE  TWE  1-(4-methanoylphenyl)carbonylpiperidine-4-carbonitrile  ligand  32  18  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TWE
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
 TWE  C01  C  C1    0   0.118  -19.9329  21.6649  -4.2173
 TWE  C02  C  CR6   0  -0.014  -18.8924  21.3769  -3.2152
 TWE  C03  C  CR16  0  -0.255  -17.5486  21.6496  -3.4694
 TWE  C04  C  CR16  0  -0.254  -16.5949  21.3762  -2.5077
 TWE  C05  C  CR6   0  -0.077  -16.9691  20.8013  -1.2940
 TWE  C06  C  C     0   0.522  -15.9232  20.5922  -0.2401
 TWE  C08  C  CH2   0  -0.331  -14.7594  19.0704   1.2526
 TWE  C09  C  CH2   0  -0.421  -13.5048  18.4521   0.6508
 TWE  C10  C  CH1   0  -0.376  -13.8806  17.1797  -0.1209
 TWE  C11  C  CSP   0   0.135  -12.7124  16.5858  -0.7572
 TWE  C13  C  CH2   0  -0.413  -14.9730  17.4713  -1.1584
 TWE  C14  C  CH2   0  -0.329  -16.1668  18.1386  -0.4871
 TWE  C16  C  CR16  0  -0.236  -18.3086  20.5281  -1.0379
 TWE  C17  C  CR16  0  -0.265  -19.2666  20.8234  -1.9944
 TWE  N07  N  NT    0  -0.439  -15.7519  19.3366   0.2241
 TWE  N12  N  NS    0  -0.265  -11.7927  16.1232  -1.2715
 TWE  O15  O  O     0  -0.468  -15.3030  21.5593   0.1747
 TWE  H1   H  H     0   0.200  -20.9593  21.4107  -3.8974
 TWE  H4   H  HCR6  0   0.270  -17.2515  22.0805  -4.4167
 TWE  H5   H  HCR6  0   0.271  -15.5536  21.5975  -2.7034
 TWE  H6   H  HCH2  0   0.278  -14.5174  19.9896   1.7787
 TWE  H7   H  HCH2  0   0.260  -15.2027  18.3817   1.9777
 TWE  H8   H  HCH2  0   0.269  -12.7960  18.2167   1.4457
 TWE  H9   H  HCH2  0   0.255  -13.0242  19.1679  -0.0206
 TWE  H10  H  HCH1  0   0.314  -14.2627  16.4392   0.5912
 TWE  H11  H  HCH2  0   0.270  -15.2988  16.5463  -1.6363
 TWE  H12  H  HCH2  0   0.254  -14.5787  18.1267  -1.9393
 TWE  H13  H  HCH2  0   0.287  -16.9186  18.3721  -1.2356
 TWE  H14  H  HCH2  0   0.260  -16.6278  17.4508   0.2273
 TWE  H15  H  HCR6  0   0.276  -18.6049  20.0876  -0.0940
 TWE  H16  H  HCR6  0   0.274  -20.3111  20.6172  -1.7919
 TWE  O1   O  O     0  -0.371  -19.7192  22.1388  -5.3077

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
 TWE  C01  C02  single    1.473  0.020  1.473
 TWE  C03  C02  aromatic  1.395  0.020  1.395
 TWE  C03  C04  aromatic  1.382  0.020  1.382
 TWE  C02  C17  aromatic  1.392  0.020  1.392
 TWE  C04  C05  aromatic  1.394  0.020  1.394
 TWE  C17  C16  aromatic  1.386  0.020  1.386
 TWE  N12  C11  triple    1.151  0.020  1.151
 TWE  C05  C16  aromatic  1.391  0.020  1.391
 TWE  C05  C06  single    1.499  0.020  1.499
 TWE  C13  C14  single    1.524  0.020  1.524
 TWE  C13  C10  single    1.534  0.020  1.534
 TWE  C11  C10  single    1.457  0.020  1.457
 TWE  C14  N07  single    1.454  0.020  1.454
 TWE  C06  N07  single    1.350  0.020  1.350
 TWE  C06  O15  double    1.221  0.020  1.221
 TWE  C10  C09  single    1.535  0.020  1.535
 TWE  N07  C08  single    1.454  0.020  1.454
 TWE  C09  C08  single    1.523  0.020  1.523
 TWE  C01  H1   single    0.930  0.020  1.080
 TWE  C03  H4   single    0.930  0.020  1.080
 TWE  C04  H5   single    0.930  0.020  1.080
 TWE  C08  H6   single    0.970  0.020  1.090
 TWE  C08  H7   single    0.970  0.020  1.090
 TWE  C09  H8   single    0.970  0.020  1.090
 TWE  C09  H9   single    0.970  0.020  1.090
 TWE  C10  H10  single    0.970  0.020  1.090
 TWE  C13  H11  single    0.970  0.020  1.090
 TWE  C13  H12  single    0.970  0.020  1.090
 TWE  C14  H13  single    0.970  0.020  1.090
 TWE  C14  H14  single    0.970  0.020  1.090
 TWE  C16  H15  single    0.930  0.020  1.080
 TWE  C17  H16  single    0.930  0.020  1.080
 TWE  C01  O1   double    1.208  0.020  1.208

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
 TWE  O1   C01  H1   121.06  3.000
 TWE  O1   C01  C02  124.46  3.000
 TWE  H1   C01  C02  114.48  3.000
 TWE  C17  C02  C03  119.79  3.000
 TWE  C17  C02  C01  118.99  3.000
 TWE  C03  C02  C01  121.23  3.000
 TWE  H4   C03  C04  119.90  3.000
 TWE  H4   C03  C02  120.13  3.000
 TWE  C04  C03  C02  119.97  3.000
 TWE  H5   C04  C05  120.00  3.000
 TWE  H5   C04  C03  119.85  3.000
 TWE  C05  C04  C03  120.15  3.000
 TWE  C16  C05  C06  121.00  3.000
 TWE  C06  C05  C04  118.83  3.000
 TWE  C16  C05  C04  119.99  3.000
 TWE  O15  C06  N07  123.73  3.000
 TWE  O15  C06  C05  118.85  3.000
 TWE  N07  C06  C05  117.39  3.000
 TWE  H7   C08  H6   107.57  3.000
 TWE  H7   C08  N07  107.91  3.000
 TWE  H6   C08  N07  109.87  3.000
 TWE  H7   C08  C09  109.89  3.000
 TWE  H6   C08  C09  110.58  3.000
 TWE  N07  C08  C09  110.93  3.000
 TWE  H9   C09  H8   107.66  3.000
 TWE  H9   C09  C10  109.99  3.000
 TWE  H8   C09  C10  110.28  3.000
 TWE  H9   C09  C08  109.83  3.000
 TWE  H8   C09  C08  109.58  3.000
 TWE  C10  C09  C08  109.49  3.000
 TWE  H10  C10  C13  108.63  3.000
 TWE  H10  C10  C11  106.73  3.000
 TWE  C13  C10  C11  110.67  3.000
 TWE  H10  C10  C09  108.59  3.000
 TWE  C11  C10  C09  111.18  3.000
 TWE  C13  C10  C09  110.90  3.000
 TWE  N12  C11  C10  180.00  3.000
 TWE  H12  C13  H11  107.65  3.000
 TWE  H12  C13  C14  109.56  3.000
 TWE  H11  C13  C14  109.29  3.000
 TWE  H12  C13  C10  109.89  3.000
 TWE  H11  C13  C10  110.34  3.000
 TWE  C14  C13  C10  110.07  3.000
 TWE  H14  C14  H13  107.07  3.000
 TWE  H14  C14  N07  108.61  3.000
 TWE  H13  C14  N07  110.95  3.000
 TWE  H14  C14  C13  110.04  3.000
 TWE  H13  C14  C13  109.44  3.000
 TWE  N07  C14  C13  110.66  3.000
 TWE  H15  C16  C17  119.95  3.000
 TWE  H15  C16  C05  120.26  3.000
 TWE  C17  C16  C05  119.79  3.000
 TWE  H16  C17  C16  119.79  3.000
 TWE  H16  C17  C02  119.92  3.000
 TWE  C16  C17  C02  120.29  3.000
 TWE  C14  N07  C08  112.96  3.000
 TWE  C08  N07  C06  120.02  3.000
 TWE  C14  N07  C06  124.21  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
 TWE  CONST_01  C05  C04  C03  C02     0.00   0.0  0
 TWE  CONST_02  C05  C16  C17  C02     0.00   0.0  0
 TWE  CONST_03  C16  C17  C02  C03     0.00   0.0  0
 TWE  CONST_04  C16  C05  C04  C03     0.00   0.0  0
 TWE  CONST_05  C17  C02  C03  C04     0.00   0.0  0
 TWE  CONST_06  C17  C16  C05  C04     0.00   0.0  0
 TWE  CONST_07  C04  C03  C02  C01   180.00   0.0  0
 TWE  CONST_08  C16  C17  C02  C01   180.00   0.0  0
 TWE  CONST_09  C06  C05  C04  C03   180.00   0.0  0
 TWE  CONST_10  C17  C16  C05  C06   180.00   0.0  0
 TWE  CONST_12  C08  N07  C06  C05   180.00   0.0  0
 TWE  CONST_13  H5   C04  C03  C02   180.00   0.0  0
 TWE  CONST_14  H15  C16  C17  C02   180.00   0.0  0
 TWE  CONST_15  H16  C17  C02  C03   180.00   0.0  0
 TWE  CONST_16  H4   C03  C04  C05   180.00   0.0  0
 TWE  CONST_17  O15  C06  N07  C08     0.00   0.0  0
 TWE  Var_01    C13  C14  N07  C08   -59.21  30.0  1
 TWE  Var_02    C14  N07  C08  C09    59.83  30.0  1
 TWE  Var_03    N07  C14  C13  C10    55.45  30.0  1
 TWE  Var_04    N07  C08  C09  C10   -56.16  30.0  1
 TWE  Var_05    N07  C06  C05  C04  -123.31  30.0  2
 TWE  Var_06    O1   C01  C02  C03     0.34  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
 TWE  chir_01  C10  C13  C11  C09  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
 TWE  plan-1  C01  0.020
 TWE  plan-1  C02  0.020
 TWE  plan-1  C03  0.020
 TWE  plan-1  C04  0.020
 TWE  plan-1  C05  0.020
 TWE  plan-1  C06  0.020
 TWE  plan-1  C16  0.020
 TWE  plan-1  C17  0.020
 TWE  plan-1  H4   0.020
 TWE  plan-1  H5   0.020
 TWE  plan-1  H15  0.020
 TWE  plan-1  H16  0.020
 TWE  plan-2  C05  0.020
 TWE  plan-2  C06  0.020
 TWE  plan-2  C08  0.020
 TWE  plan-2  C14  0.020
 TWE  plan-2  N07  0.020
 TWE  plan-2  O15  0.020
 TWE  plan-3  C01  0.020
 TWE  plan-3  C02  0.020
 TWE  plan-3  H1   0.020
 TWE  plan-3  O1   0.020

