# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 14:57:53 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: N-[4-(acetylamino)phenyl]cyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc(NC(=O)C2CC2)cc1
#
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
 20N  20N  N-[4-(acetylamino)phenyl]cyclopropanecarboxamide  ligand  30  16  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_20N
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
 20N  C1   C  CH3   0  -0.782   5.9269   0.5068  -0.0669
 20N  C2   C  C     0   0.512   4.6131  -0.1938   0.1720
 20N  O3   O  O     0  -0.478   4.5634  -1.3417   0.5819
 20N  N4   N  NH1   0  -0.735   3.5198   0.5552  -0.1151
 20N  C5   C  CR6   0   0.358   2.1638   0.2239  -0.0227
 20N  C6   C  CR16  0  -0.302   1.6689  -1.0049   0.4153
 20N  C7   C  CR16  0  -0.342   0.3023  -1.2199   0.4636
 20N  C8   C  CR6   0   0.361  -0.6155  -0.2404   0.0867
 20N  C9   C  CR16  0  -0.306  -0.1204   0.9896  -0.3487
 20N  C10  C  CR16  0  -0.337   1.2458   1.2040  -0.3983
 20N  N11  N  NH1   0  -0.758  -1.9716  -0.5698   0.1780
 20N  C12  C  C     0   0.588  -3.0610   0.1583  -0.1754
 20N  O13  O  O     0  -0.482  -3.0049   1.2874  -0.6369
 20N  C14  C  CH1   0  -0.435  -4.3497  -0.5478   0.0524
 20N  C15  C  CH2   0  -0.464  -5.5370   0.2736   0.4841
 20N  C16  C  CH2   0  -0.463  -5.4854  -0.2657  -0.8969
 20N  H1   H  HCH3  0   0.272   6.4728  -0.0157  -0.8529
 20N  H2   H  HCH3  0   0.253   5.8256   1.5511  -0.3557
 20N  H3   H  HCH3  0   0.270   6.5323   0.4555   0.8372
 20N  H4   H  HNH1  0   0.415   3.7009   1.4892  -0.4481
 20N  H5   H  HCR6  0   0.282   2.3308  -1.7990   0.7177
 20N  H6   H  HCR6  0   0.272  -0.0549  -2.1837   0.8074
 20N  H7   H  HCR6  0   0.282  -0.7823   1.7841  -0.6500
 20N  H8   H  HCR6  0   0.272   1.6027   2.1679  -0.7419
 20N  H9   H  HNH1  0   0.415  -2.1575  -1.4890   0.5487
 20N  H10  H  HCH1  0   0.283  -4.2878  -1.5553   0.4474
 20N  H11  H  HCH2  0   0.265  -6.2104  -0.1853   1.1956
 20N  H12  H  HCH2  0   0.259  -5.3823   1.3353   0.6251
 20N  H13  H  HCH2  0   0.259  -5.2931   0.4239  -1.7081
 20N  H14  H  HCH2  0   0.265  -6.1232  -1.1015  -1.1519

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
 20N  C16  C15  single    1.484  0.020  1.484
 20N  C16  C14  single    1.507  0.020  1.507
 20N  C15  C14  single    1.507  0.020  1.507
 20N  C14  C12  single    1.487  0.020  1.487
 20N  C12  O13  double    1.221  0.020  1.221
 20N  C12  N11  single    1.357  0.020  1.357
 20N  N11  C8   single    1.398  0.020  1.398
 20N  C8   C7   aromatic  1.394  0.020  1.394
 20N  C8   C9   aromatic  1.396  0.020  1.396
 20N  C7   C6   aromatic  1.384  0.020  1.384
 20N  C9   C10  aromatic  1.384  0.020  1.384
 20N  C6   C5   aromatic  1.395  0.020  1.395
 20N  C10  C5   aromatic  1.394  0.020  1.394
 20N  C5   N4   single    1.399  0.020  1.399
 20N  N4   C2   single    1.356  0.020  1.356
 20N  C2   O3   double    1.220  0.020  1.220
 20N  C2   C1   single    1.508  0.020  1.508
 20N  C1   H1   single    0.970  0.020  1.090
 20N  C1   H2   single    0.970  0.020  1.090
 20N  C1   H3   single    0.970  0.020  1.090
 20N  N4   H4   single    0.860  0.020  1.020
 20N  C6   H5   single    0.930  0.020  1.080
 20N  C7   H6   single    0.930  0.020  1.080
 20N  C9   H7   single    0.930  0.020  1.080
 20N  C10  H8   single    0.930  0.020  1.080
 20N  N11  H9   single    0.860  0.020  1.020
 20N  C14  H10  single    0.970  0.020  1.090
 20N  C15  H11  single    0.970  0.020  1.090
 20N  C15  H12  single    0.970  0.020  1.090
 20N  C16  H13  single    0.970  0.020  1.090
 20N  C16  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
 20N  H3   C1   H2   108.50  3.000
 20N  H3   C1   H1   107.30  3.000
 20N  H2   C1   H1   108.37  3.000
 20N  H3   C1   C2   109.32  3.000
 20N  H2   C1   C2   114.00  3.000
 20N  H1   C1   C2   109.13  3.000
 20N  N4   C2   O3   123.92  3.000
 20N  O3   C2   C1   121.73  3.000
 20N  N4   C2   C1   114.35  3.000
 20N  H4   N4   C5   114.54  3.000
 20N  H4   N4   C2   115.91  3.000
 20N  C5   N4   C2   129.55  3.000
 20N  C10  C5   C6   118.04  3.000
 20N  C10  C5   N4   117.00  3.000
 20N  C6   C5   N4   124.96  3.000
 20N  H5   C6   C7   118.84  3.000
 20N  H5   C6   C5   121.30  3.000
 20N  C7   C6   C5   119.86  3.000
 20N  H6   C7   C8   119.58  3.000
 20N  H6   C7   C6   118.33  3.000
 20N  C8   C7   C6   122.09  3.000
 20N  N11  C8   C9   124.89  3.000
 20N  C9   C8   C7   118.03  3.000
 20N  N11  C8   C7   117.08  3.000
 20N  H7   C9   C10  118.84  3.000
 20N  H7   C9   C8   121.29  3.000
 20N  C10  C9   C8   119.87  3.000
 20N  H8   C10  C9   118.31  3.000
 20N  H8   C10  C5   119.59  3.000
 20N  C9   C10  C5   122.10  3.000
 20N  H9   N11  C12  115.90  3.000
 20N  H9   N11  C8   114.67  3.000
 20N  C12  N11  C8   129.42  3.000
 20N  C14  C12  O13  122.47  3.000
 20N  O13  C12  N11  123.89  3.000
 20N  C14  C12  N11  113.64  3.000
 20N  H10  C14  C16  116.53  3.000
 20N  H10  C14  C15  116.57  3.000
 20N  C16  C14  C15   58.98  3.000
 20N  H10  C14  C12  116.60  3.000
 20N  C15  C14  C12  117.90  3.000
 20N  C16  C14  C12  117.89  3.000
 20N  H12  C15  H11  114.81  3.000
 20N  H12  C15  C16  118.23  3.000
 20N  H11  C15  C16  118.66  3.000
 20N  H12  C15  C14  117.35  3.000
 20N  H11  C15  C14  116.59  3.000
 20N  C16  C15  C14   60.51  3.000
 20N  H14  C16  H13  114.86  3.000
 20N  H14  C16  C15  118.67  3.000
 20N  H13  C16  C15  118.19  3.000
 20N  H14  C16  C14  116.63  3.000
 20N  H13  C16  C14  117.24  3.000
 20N  C15  C16  C14   60.51  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
 20N  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 20N  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 20N  CONST_03  C9   C8   C7   C6      0.00   0.0  0
 20N  CONST_04  C9   C10  C5   C6      0.00   0.0  0
 20N  CONST_05  C10  C9   C8   C7      0.00   0.0  0
 20N  CONST_06  C10  C5   C6   C7      0.00   0.0  0
 20N  CONST_07  C7   C6   C5   N4    180.00   0.0  0
 20N  CONST_08  C9   C10  C5   N4    180.00   0.0  0
 20N  CONST_09  N11  C8   C7   C6    180.00   0.0  0
 20N  CONST_10  N11  C8   C9   C10   180.00   0.0  0
 20N  CONST_11  H6   C7   C6   C5    180.00   0.0  0
 20N  CONST_12  H7   C9   C10  C5    180.00   0.0  0
 20N  CONST_13  H8   C10  C5   C6    180.00   0.0  0
 20N  CONST_14  H5   C6   C7   C8    180.00   0.0  0
 20N  CONST_15  C14  C12  N11  C8    180.00   0.0  0
 20N  CONST_16  C6   C5   N4   C2      0.00   0.0  0
 20N  CONST_17  C10  C5   N4   C2    180.00   0.0  0
 20N  CONST_18  C12  N11  C8   C7    180.00   0.0  0
 20N  CONST_19  C12  N11  C8   C9      0.00   0.0  0
 20N  CONST_20  H4   N4   C5   C6    180.00   0.0  0
 20N  CONST_21  H9   N11  C8   C7      0.00   0.0  0
 20N  CONST_22  C5   N4   C2   C1    180.00   0.0  0
 20N  CONST_23  C5   N4   C2   O3      0.00   0.0  0
 20N  CONST_24  O13  C12  N11  C8      0.00   0.0  0
 20N  Var_01    C15  C16  C14  C12  -107.42  30.0  1
 20N  Var_02    H11  C15  C16  C14  -106.08  30.0  1
 20N  Var_03    C16  C14  C12  N11  -147.38  30.0  1
 20N  Var_04    H1   C1   C2   O3     63.34  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
 20N  chir_01  C14  C16  C15  C12  both

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
 20N  plan-1  N4   0.020
 20N  plan-1  C5   0.020
 20N  plan-1  C6   0.020
 20N  plan-1  C7   0.020
 20N  plan-1  C8   0.020
 20N  plan-1  C9   0.020
 20N  plan-1  C10  0.020
 20N  plan-1  N11  0.020
 20N  plan-1  H5   0.020
 20N  plan-1  H6   0.020
 20N  plan-1  H7   0.020
 20N  plan-1  H8   0.020
 20N  plan-2  C8   0.020
 20N  plan-2  N11  0.020
 20N  plan-2  C12  0.020
 20N  plan-2  O13  0.020
 20N  plan-2  C14  0.020
 20N  plan-2  H9   0.020
 20N  plan-3  C1   0.020
 20N  plan-3  C2   0.020
 20N  plan-3  O3   0.020
 20N  plan-3  N4   0.020
 20N  plan-3  C5   0.020
 20N  plan-3  H4   0.020

