# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 15:04:11 2022
#   Inital geometry file: a 97 line input string
#   Ligand name: 2-[2-chloranylethanoyl(propyl)amino]-~{N}-(2-methoxyphenyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN(CC(=O)Nc1ccccc1OC)C(=O)CCl
#
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
 USH  USH  2-[2-chloranylethanoyl(propyl)amino]-~{N}-(2-methoxyphenyl)ethanamide  ligand  39  20  .  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_USH
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
 USH  N1   N   NT    0  -0.431  22.6663   3.1132  -25.4327
 USH  C4   C   CH3   0  -0.661  23.9953   4.0767  -22.8422
 USH  C5   C   CH2   0  -0.488  23.3996   2.9453  -26.6565
 USH  C6   C   C     0   0.534  22.5195   3.1556  -27.8896
 USH  C7   C   CR6   0   0.257  22.6637   3.4470  -30.3181
 USH  C8   C   CR16  0  -0.279  21.6138   2.6607  -30.7686
 USH  C10  C   CR16  0  -0.248  21.6251   3.8154  -32.8702
 USH  C13  C   CH3   0  -0.434  24.8255   6.1466  -31.4402
 USH  O1   O   O     0  -0.463  21.2344   2.2986  -23.8848
 USH  C1   C   C     0   0.562  21.9294   2.1294  -24.8672
 USH  C2   C   CH2   0  -0.319  22.5790   4.4784  -24.9256
 USH  C3   C   CH2   0  -0.424  23.7967   4.8939  -24.1095
 USH  N2   N   NH1   0  -0.724  23.2217   3.2821  -29.0375
 USH  C9   C   CR16  0  -0.280  21.0862   2.8474  -32.0401
 USH  C11  C   CR16  0  -0.384  22.6900   4.5994  -32.4414
 USH  C12  C   CR6   0   0.345  23.2113   4.4265  -31.1637
 USH  O2   O   O2    0  -0.466  24.2355   5.1316  -30.6520
 USH  O3   O   O     0  -0.452  21.3070   3.1695  -27.8158
 USH  C14  C   CH2   0  -0.605  22.0477   0.7576  -25.5277
 USH  H5   H   HCH3  0   0.230  24.8502   4.4441  -22.2744
 USH  H6   H   HCH3  0   0.219  23.1178   4.1302  -22.1967
 USH  H7   H   HCH3  0   0.222  24.1803   3.0258  -23.0670
 USH  H9   H   HCH2  0   0.313  23.8613   1.9580  -26.7238
 USH  H8   H   HCH2  0   0.311  24.2374   3.6468  -26.6677
 USH  H11  H   HCR6  0   0.265  21.2098   1.8888  -30.1292
 USH  H13  H   HCR6  0   0.258  21.2257   3.9655  -33.8647
 USH  H16  H   HCH3  0   0.260  25.6067   6.5934  -30.8301
 USH  H17  H   HCH3  0   0.231  25.2760   5.7463  -32.3524
 USH  H15  H   HCH3  0   0.231  24.1029   6.9203  -31.7109
 USH  H1   H   HCH2  0   0.254  22.4601   5.1500  -25.7791
 USH  H2   H   HCH2  0   0.256  21.6777   4.5706  -24.3231
 USH  H3   H   HCH2  0   0.224  24.6959   4.8440  -24.7310
 USH  H4   H   HCH2  0   0.231  23.6705   5.9491  -23.8538
 USH  H10  H   HNH1  0   0.412  24.2245   3.3746  -28.9616
 USH  H12  H   HCR6  0   0.254  20.2637   2.2311  -32.3769
 USH  H14  H   HCR6  0   0.282  23.0974   5.3462  -33.1093
 USH  H18  H   HCH2  0   0.315  21.7277   0.7871  -26.5676
 USH  H19  H   HCH2  0   0.317  23.0763   0.3984  -25.4968
 USH  CL1  CL  CL    0  -0.127  21.0382  -0.4421  -24.6953

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
 USH  C10  C11  aromatic  1.390  0.020  1.390
 USH  C10  C9   aromatic  1.384  0.020  1.384
 USH  C11  C12  aromatic  1.391  0.020  1.391
 USH  C9   C8   aromatic  1.389  0.020  1.389
 USH  C13  O2   single    1.414  0.020  1.414
 USH  C12  O2   single    1.345  0.020  1.345
 USH  C12  C7   aromatic  1.405  0.020  1.405
 USH  C8   C7   aromatic  1.387  0.020  1.387
 USH  C7   N2   single    1.407  0.020  1.407
 USH  N2   C6   single    1.352  0.020  1.352
 USH  C6   O3   double    1.215  0.020  1.215
 USH  C6   C5   single    1.530  0.020  1.530
 USH  C5   N1   single    1.437  0.020  1.437
 USH  C14  C1   single    1.527  0.020  1.527
 USH  N1   C1   single    1.353  0.020  1.353
 USH  N1   C2   single    1.459  0.020  1.459
 USH  C1   O1   double    1.215  0.020  1.215
 USH  C2   C3   single    1.524  0.020  1.524
 USH  C3   C4   single    1.521  0.020  1.521
 USH  C4   H5   single    0.970  0.020  1.090
 USH  C4   H6   single    0.970  0.020  1.090
 USH  C4   H7   single    0.970  0.020  1.090
 USH  C5   H9   single    0.970  0.020  1.090
 USH  C5   H8   single    0.970  0.020  1.090
 USH  C8   H11  single    0.930  0.020  1.080
 USH  C10  H13  single    0.930  0.020  1.080
 USH  C13  H16  single    0.970  0.020  1.090
 USH  C13  H17  single    0.970  0.020  1.090
 USH  C13  H15  single    0.970  0.020  1.090
 USH  C2   H1   single    0.970  0.020  1.090
 USH  C2   H2   single    0.970  0.020  1.090
 USH  C3   H3   single    0.970  0.020  1.090
 USH  C3   H4   single    0.970  0.020  1.090
 USH  N2   H10  single    0.860  0.020  1.020
 USH  C9   H12  single    0.930  0.020  1.080
 USH  C11  H14  single    0.930  0.020  1.080
 USH  C14  H18  single    0.970  0.020  1.090
 USH  C14  H19  single    0.970  0.020  1.090
 USH  CL1  C14  single    1.775  0.020  1.775

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
 USH  C2   N1   C1   120.17  3.000
 USH  C2   N1   C5   115.85  3.000
 USH  C1   N1   C5   123.30  3.000
 USH  H7   C4   H6   107.81  3.000
 USH  H7   C4   H5   107.40  3.000
 USH  H6   C4   H5   107.83  3.000
 USH  H7   C4   C3   111.60  3.000
 USH  H6   C4   C3   111.21  3.000
 USH  H5   C4   C3   110.81  3.000
 USH  H8   C5   H9   104.81  3.000
 USH  H8   C5   C6   110.16  3.000
 USH  H9   C5   C6   108.54  3.000
 USH  H8   C5   N1   108.97  3.000
 USH  H9   C5   N1   111.96  3.000
 USH  C6   C5   N1   112.15  3.000
 USH  O3   C6   N2   124.69  3.000
 USH  O3   C6   C5   121.80  3.000
 USH  N2   C6   C5   113.49  3.000
 USH  C12  C7   N2   118.36  3.000
 USH  N2   C7   C8   121.98  3.000
 USH  C12  C7   C8   119.65  3.000
 USH  H11  C8   C9   119.70  3.000
 USH  H11  C8   C7   119.72  3.000
 USH  C9   C8   C7   120.57  3.000
 USH  H13  C10  C11  119.21  3.000
 USH  H13  C10  C9   120.29  3.000
 USH  C11  C10  C9   120.50  3.000
 USH  H15  C13  H17  108.96  3.000
 USH  H15  C13  H16  108.85  3.000
 USH  H17  C13  H16  108.82  3.000
 USH  H15  C13  O2   111.74  3.000
 USH  H17  C13  O2   111.98  3.000
 USH  H16  C13  O2   106.38  3.000
 USH  C14  C1   O1   121.26  3.000
 USH  O1   C1   N1   123.24  3.000
 USH  C14  C1   N1   115.48  3.000
 USH  H2   C2   H1   106.88  3.000
 USH  H2   C2   C3   110.02  3.000
 USH  H1   C2   C3   109.75  3.000
 USH  H2   C2   N1   108.74  3.000
 USH  H1   C2   N1   108.07  3.000
 USH  C3   C2   N1   113.18  3.000
 USH  H4   C3   H3   105.77  3.000
 USH  H4   C3   C2   107.23  3.000
 USH  H3   C3   C2   109.88  3.000
 USH  H4   C3   C4   109.81  3.000
 USH  H3   C3   C4   109.97  3.000
 USH  C2   C3   C4   113.83  3.000
 USH  H10  N2   C7   116.85  3.000
 USH  H10  N2   C6   117.43  3.000
 USH  C7   N2   C6   125.31  3.000
 USH  H12  C9   C10  120.51  3.000
 USH  H12  C9   C8   119.82  3.000
 USH  C10  C9   C8   119.67  3.000
 USH  H14  C11  C12  120.80  3.000
 USH  H14  C11  C10  119.17  3.000
 USH  C12  C11  C10  120.03  3.000
 USH  O2   C12  C11  124.74  3.000
 USH  O2   C12  C7   115.68  3.000
 USH  C11  C12  C7   119.57  3.000
 USH  C12  O2   C13  118.83  3.000
 USH  CL1  C14  H19  107.49  3.000
 USH  CL1  C14  H18  107.41  3.000
 USH  H19  C14  H18  108.27  3.000
 USH  CL1  C14  C1   111.12  3.000
 USH  H19  C14  C1   110.90  3.000
 USH  H18  C14  C1   111.48  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
 USH  CONST_01  C10  C11  C12  C7      0.00   0.0  0
 USH  CONST_02  C10  C9   C8   C7      0.00   0.0  0
 USH  CONST_03  C11  C10  C9   C8      0.00   0.0  0
 USH  CONST_04  C11  C12  C7   C8      0.00   0.0  0
 USH  CONST_05  C12  C11  C10  C9      0.00   0.0  0
 USH  CONST_06  C12  C7   C8   C9      0.00   0.0  0
 USH  CONST_07  O2   C12  C7   C8    180.00   0.0  0
 USH  CONST_08  O2   C12  C11  C10   180.00   0.0  0
 USH  CONST_09  C11  C12  C7   N2    180.00   0.0  0
 USH  CONST_10  C9   C8   C7   N2    180.00   0.0  0
 USH  CONST_11  H14  C11  C12  C7    180.00   0.0  0
 USH  CONST_12  H12  C9   C8   C7    180.00   0.0  0
 USH  CONST_13  H13  C10  C9   C8    180.00   0.0  0
 USH  CONST_14  H11  C8   C9   C10   180.00   0.0  0
 USH  CONST_18  C7   N2   C6   C5    180.00   0.0  0
 USH  CONST_19  O3   C6   N2   C7      0.00   0.0  0
 USH  CONST_20  C14  C1   N1   C5      0.00   0.0  0
 USH  CONST_21  O1   C1   N1   C5    180.00   0.0  0
 USH  CONST_22  C2   N1   C1   O1      0.00   0.0  0
 USH  CONST_23  C14  C1   N1   C2    180.00   0.0  0
 USH  Var_01    C11  C12  O2   C13     1.34  30.0  2
 USH  Var_02    H16  C13  O2   C12   178.81  30.0  3
 USH  Var_03    N2   C6   C5   N1    166.96  30.0  2
 USH  Var_04    CL1  C14  C1   N1    179.94  30.0  2
 USH  Var_05    C4   C3   C2   N1    -63.13  30.0  3
 USH  Var_06    C3   C2   N1   C5    -83.66  30.0  3
 USH  Var_07    C1   N1   C5   C6     83.81  30.0  3
 USH  Var_08    H5   C4   C3   C2   -177.37  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
 USH  plan-1  C7   0.020
 USH  plan-1  C8   0.020
 USH  plan-1  C10  0.020
 USH  plan-1  N2   0.020
 USH  plan-1  C9   0.020
 USH  plan-1  C11  0.020
 USH  plan-1  C12  0.020
 USH  plan-1  O2   0.020
 USH  plan-1  H11  0.020
 USH  plan-1  H13  0.020
 USH  plan-1  H12  0.020
 USH  plan-1  H14  0.020
 USH  plan-2  C5   0.020
 USH  plan-2  C6   0.020
 USH  plan-2  C7   0.020
 USH  plan-2  N2   0.020
 USH  plan-2  O3   0.020
 USH  plan-2  H10  0.020
 USH  plan-3  N1   0.020
 USH  plan-3  C5   0.020
 USH  plan-3  O1   0.020
 USH  plan-3  C1   0.020
 USH  plan-3  C2   0.020
 USH  plan-3  C14  0.020

