# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 00:33:52 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: (2S)-N-(3-chloro-2-methylphenyl)oxolane-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(Cl)cccc1NC(=O)[C@@H]2CCCO2
#
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
 NTV  NTV  (2S)-N-(3-chloro-2-methylphenyl)oxolane-2-carboxamide  ligand  30  16  .  2022-07-22  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_NTV
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
 NTV  N1   N   NH1   0  -0.745  -0.5291   0.5571   0.1164
 NTV  C4   C   CR16  0  -0.212   3.0443  -1.5979   0.3528
 NTV  C5   C   CR16  0  -0.284   1.8479  -2.2031   0.6969
 NTV  C6   C   CR16  0  -0.267   0.6596  -1.4967   0.6202
 NTV  C7   C   CR6   0   0.304   0.6655  -0.1800   0.1767
 NTV  C8   C   C     0   0.507  -1.7126   0.1140  -0.3826
 NTV  C10  C   CH2   0  -0.487  -3.4381   1.1021   1.1562
 NTV  C11  C   CH2   0  -0.513  -4.4680  -0.0141   1.0234
 NTV  C12  C   CH2   0  -0.150  -4.9379   0.1458  -0.4188
 NTV  C2   C   CR6   0   0.125   1.8573   0.4599  -0.1996
 NTV  C3   C   CR6   0  -0.114   3.0317  -0.2802  -0.0787
 NTV  C9   C   CH1   0  -0.103  -2.8412   1.1351  -0.2551
 NTV  O1   O   O     0  -0.450  -1.8795  -0.9900  -0.8585
 NTV  O2   O   O2    0  -0.491  -3.8885   0.8076  -1.1236
 NTV  CL1  CL  CL    0  -0.132   4.5625   0.4381  -0.4836
 NTV  H1   H   HNH1  0   0.416  -0.4826   1.5247   0.3991
 NTV  H2   H   HCR6  0   0.278   3.9769  -2.1397   0.4280
 NTV  H3   H   HCR6  0   0.269   1.8457  -3.2276   1.0438
 NTV  H4   H   HCR6  0   0.270  -0.2640  -1.9648   0.9268
 NTV  H5   H   HCH2  0   0.261  -3.9214   2.0575   1.3675
 NTV  H6   H   HCH2  0   0.261  -2.6979   0.9272   1.9367
 NTV  H7   H   HCH3  0   0.262   1.6397   2.5786   0.1193
 NTV  H8   H   HCH3  0   0.260   2.7536   2.1667  -1.1695
 NTV  H9   H   HCH3  0   0.257   1.0237   2.0096  -1.4272
 NTV  H10  H   HCH2  0   0.247  -4.0091  -0.9905   1.1836
 NTV  H11  H   HCH2  0   0.259  -5.2878   0.0851   1.7333
 NTV  H12  H   HCH2  0   0.225  -5.1527  -0.8131  -0.8952
 NTV  H13  H   HCH2  0   0.214  -5.8418   0.7600  -0.4741
 NTV  H14  H   HCH1  0   0.273  -2.4621   2.1311  -0.5098
 NTV  C1   C   CH3   0  -0.740   1.8212   1.8739  -0.6960

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
 NTV  CL1  C3   single    1.739  0.020  1.739
 NTV  C4   C3   aromatic  1.387  0.020  1.387
 NTV  C4   C5   aromatic  1.384  0.020  1.384
 NTV  C3   C2   aromatic  1.393  0.020  1.393
 NTV  C5   C6   aromatic  1.384  0.020  1.384
 NTV  C2   C1   single    1.499  0.020  1.499
 NTV  C2   C7   aromatic  1.404  0.020  1.404
 NTV  C6   C7   aromatic  1.389  0.020  1.389
 NTV  C7   N1   single    1.405  0.020  1.405
 NTV  N1   C8   single    1.359  0.020  1.359
 NTV  C12  C11  single    1.525  0.020  1.525
 NTV  C12  O2   single    1.427  0.020  1.427
 NTV  C11  C10  single    1.525  0.020  1.525
 NTV  C8   O1   double    1.214  0.020  1.214
 NTV  C8   C9   single    1.527  0.020  1.527
 NTV  O2   C9   single    1.399  0.020  1.399
 NTV  C9   C10  single    1.533  0.020  1.533
 NTV  N1   H1   single    0.860  0.020  1.020
 NTV  C4   H2   single    0.930  0.020  1.080
 NTV  C5   H3   single    0.930  0.020  1.080
 NTV  C6   H4   single    0.930  0.020  1.080
 NTV  C10  H5   single    0.970  0.020  1.090
 NTV  C10  H6   single    0.970  0.020  1.090
 NTV  C1   H7   single    0.970  0.020  1.090
 NTV  C1   H8   single    0.970  0.020  1.090
 NTV  C1   H9   single    0.970  0.020  1.090
 NTV  C11  H10  single    0.970  0.020  1.090
 NTV  C11  H11  single    0.970  0.020  1.090
 NTV  C12  H12  single    0.970  0.020  1.090
 NTV  C12  H13  single    0.970  0.020  1.090
 NTV  C9   H14  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
 NTV  H1   N1   C8   117.11  3.000
 NTV  H1   N1   C7   116.86  3.000
 NTV  C8   N1   C7   125.82  3.000
 NTV  H2   C4   C3   120.38  3.000
 NTV  H2   C4   C5   120.61  3.000
 NTV  C3   C4   C5   119.01  3.000
 NTV  H3   C5   C6   119.95  3.000
 NTV  H3   C5   C4   119.71  3.000
 NTV  C6   C5   C4   120.33  3.000
 NTV  H4   C6   C7   120.33  3.000
 NTV  H4   C6   C5   119.81  3.000
 NTV  C7   C6   C5   119.84  3.000
 NTV  C2   C7   C6   121.40  3.000
 NTV  C6   C7   N1   120.48  3.000
 NTV  C2   C7   N1   118.11  3.000
 NTV  O1   C8   C9   122.64  3.000
 NTV  C9   C8   N1   113.26  3.000
 NTV  O1   C8   N1   124.08  3.000
 NTV  H6   C10  H5   107.61  3.000
 NTV  H6   C10  C9   113.48  3.000
 NTV  H5   C10  C9   109.38  3.000
 NTV  H6   C10  C11  113.82  3.000
 NTV  H5   C10  C11  111.02  3.000
 NTV  C9   C10  C11  101.46  3.000
 NTV  H11  C11  H10  107.61  3.000
 NTV  H11  C11  C12  112.02  3.000
 NTV  H10  C11  C12  111.25  3.000
 NTV  H11  C11  C10  112.65  3.000
 NTV  H10  C11  C10  111.00  3.000
 NTV  C12  C11  C10  102.34  3.000
 NTV  H13  C12  H12  107.96  3.000
 NTV  H13  C12  O2   108.80  3.000
 NTV  H12  C12  O2   109.66  3.000
 NTV  H13  C12  C11  111.17  3.000
 NTV  H12  C12  C11  112.40  3.000
 NTV  O2   C12  C11  106.80  3.000
 NTV  C3   C2   C1   123.37  3.000
 NTV  C1   C2   C7   119.88  3.000
 NTV  C3   C2   C7   116.75  3.000
 NTV  CL1  C3   C2   120.16  3.000
 NTV  C2   C3   C4   122.64  3.000
 NTV  CL1  C3   C4   117.20  3.000
 NTV  H14  C9   O2   109.11  3.000
 NTV  H14  C9   C10  111.62  3.000
 NTV  O2   C9   C10  105.96  3.000
 NTV  H14  C9   C8   109.43  3.000
 NTV  C10  C9   C8   110.50  3.000
 NTV  O2   C9   C8   110.16  3.000
 NTV  C9   O2   C12  110.64  3.000
 NTV  H9   C1   H8   107.58  3.000
 NTV  H9   C1   H7   107.37  3.000
 NTV  H8   C1   H7   107.10  3.000
 NTV  H9   C1   C2   110.92  3.000
 NTV  H8   C1   C2   112.21  3.000
 NTV  H7   C1   C2   111.42  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
 NTV  CONST_01  C7   C2   C3   C4     0.00   0.0  0
 NTV  CONST_02  C7   C6   C5   C4     0.00   0.0  0
 NTV  CONST_03  C2   C3   C4   C5     0.00   0.0  0
 NTV  CONST_04  C2   C7   C6   C5     0.00   0.0  0
 NTV  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 NTV  CONST_06  C3   C2   C7   C6     0.00   0.0  0
 NTV  CONST_07  C3   C2   C7   N1   180.00   0.0  0
 NTV  CONST_08  C5   C6   C7   N1   180.00   0.0  0
 NTV  CONST_09  C1   C2   C3   C4   180.00   0.0  0
 NTV  CONST_10  CL1  C3   C4   C5   180.00   0.0  0
 NTV  CONST_11  C1   C2   C7   C6   180.00   0.0  0
 NTV  CONST_12  CL1  C3   C2   C7   180.00   0.0  0
 NTV  CONST_13  H4   C6   C5   C4   180.00   0.0  0
 NTV  CONST_14  H2   C4   C5   C6   180.00   0.0  0
 NTV  CONST_15  H3   C5   C6   C7   180.00   0.0  0
 NTV  CONST_16  C9   C8   N1   C7   180.00   0.0  0
 NTV  CONST_20  O1   C8   N1   C7     0.00   0.0  0
 NTV  Var_01    O2   C12  C11  C10   23.87  30.0  1
 NTV  Var_02    C9   C10  C11  C12  -33.82  30.0  1
 NTV  Var_03    H7   C1   C2   C7    73.52  30.0  2

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
 NTV  chir_01  C9  C8  O2  C10  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
 NTV  plan-1  N1   0.020
 NTV  plan-1  C4   0.020
 NTV  plan-1  C5   0.020
 NTV  plan-1  C6   0.020
 NTV  plan-1  C7   0.020
 NTV  plan-1  C2   0.020
 NTV  plan-1  C3   0.020
 NTV  plan-1  CL1  0.020
 NTV  plan-1  H2   0.020
 NTV  plan-1  H3   0.020
 NTV  plan-1  H4   0.020
 NTV  plan-1  C1   0.020
 NTV  plan-2  N1   0.020
 NTV  plan-2  C7   0.020
 NTV  plan-2  C8   0.020
 NTV  plan-2  C9   0.020
 NTV  plan-2  O1   0.020
 NTV  plan-2  H1   0.020

