# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 16:29:16 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (1S,2S)-2-phenyl-N-(pyridin-4-yl)cyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1ccncc1)[C@H]2C[C@@H]2c3ccccc3
#
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
 20P  20P  (1S,2S)-2-phenyl-N-(pyridin-4-yl)cyclopropanecarboxamide  ligand  32  18  .  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_20P
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
 20P  C1   C  CR16  0  -0.254  -5.3861   0.0594  -1.3105
 20P  C2   C  CR16  0  -0.219  -4.8413   1.2761  -0.9274
 20P  C3   C  CR16  0  -0.303  -3.7012   1.3114  -0.1370
 20P  C4   C  CR6   0   0.245  -3.0863   0.1364   0.2898
 20P  C5   C  CR16  0  -0.333  -3.6439  -1.0807  -0.1006
 20P  C6   C  CR16  0  -0.213  -4.7807  -1.1188  -0.8934
 20P  C7   C  CH1   0  -0.343  -1.8706   0.2230   1.1346
 20P  C9   C  CH2   0  -0.422  -1.4940  -0.8367   2.1083
 20P  C10  C  CH1   0  -0.414  -0.6839  -0.6819   0.8569
 20P  C12  C  C     0   0.626   0.6723  -0.0833   0.9571
 20P  O13  O  O     0  -0.455   0.9562   0.7611   1.7841
 20P  N14  N  NH1   0  -0.752   1.5510  -0.5668   0.0317
 20P  C15  C  CR6   0   0.480   2.8767  -0.2193  -0.1901
 20P  C16  C  CR16  0  -0.366   3.5859   0.7425   0.5285
 20P  C17  C  CR16  0  -0.046   4.9018   0.9834   0.1708
 20P  N18  N  N     0  -0.372   5.5516   0.3635  -0.8030
 20P  C19  C  CR16  0  -0.032   4.8706  -0.5540  -1.4755
 20P  C20  C  CR16  0  -0.407   3.5533  -0.8796  -1.2171
 20P  H1   H  HCR6  0   0.236  -6.2747   0.0280  -1.9264
 20P  H2   H  HCR6  0   0.238  -5.3027   2.2027  -1.2421
 20P  H3   H  HCR6  0   0.229  -3.2849   2.2685   0.1527
 20P  H4   H  HCR6  0   0.222  -3.2003  -2.0182   0.2137
 20P  H5   H  HCR6  0   0.237  -5.1969  -2.0745  -1.1828
 20P  H6   H  HCH1  0   0.261  -1.5991   1.2317   1.4243
 20P  H7   H  HCH2  0   0.267  -1.0416  -0.5262   3.0403
 20P  H8   H  HCH2  0   0.257  -2.1180  -1.7177   2.1821
 20P  H9   H  HCH1  0   0.259  -0.8348  -1.4318   0.0884
 20P  H10  H  HNH1  0   0.383   1.1909  -1.2761  -0.5850
 20P  H11  H  HCR6  0   0.280   3.1442   1.2972   1.3383
 20P  H12  H  HCR6  0   0.244   5.4612   1.7322   0.7201
 20P  H13  H  HCR6  0   0.236   5.4012  -1.0647  -2.2712
 20P  H14  H  HCR6  0   0.231   3.0616  -1.6396  -1.8127

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
 20P  C1   C6   aromatic  1.389  0.020  1.389
 20P  C1   C2   aromatic  1.387  0.020  1.387
 20P  C6   C5   aromatic  1.387  0.020  1.387
 20P  C2   C3   aromatic  1.388  0.020  1.388
 20P  C5   C4   aromatic  1.394  0.020  1.394
 20P  C3   C4   aromatic  1.393  0.020  1.393
 20P  C4   C7   single    1.483  0.020  1.483
 20P  C7   C9   single    1.488  0.020  1.488
 20P  C7   C10  single    1.518  0.020  1.518
 20P  C9   C10  single    1.499  0.020  1.499
 20P  C10  C12  single    1.486  0.020  1.486
 20P  C12  O13  double    1.216  0.020  1.216
 20P  C12  N14  single    1.365  0.020  1.365
 20P  N14  C15  single    1.388  0.020  1.388
 20P  C15  C20  aromatic  1.396  0.020  1.396
 20P  C15  C16  aromatic  1.394  0.020  1.394
 20P  C20  C19  aromatic  1.381  0.020  1.381
 20P  C16  C17  aromatic  1.385  0.020  1.385
 20P  C19  N18  aromatic  1.326  0.020  1.326
 20P  C17  N18  aromatic  1.325  0.020  1.325
 20P  C1   H1   single    0.930  0.020  1.080
 20P  C2   H2   single    0.930  0.020  1.080
 20P  C3   H3   single    0.930  0.020  1.080
 20P  C5   H4   single    0.930  0.020  1.080
 20P  C6   H5   single    0.930  0.020  1.080
 20P  C7   H6   single    0.970  0.020  1.090
 20P  C9   H7   single    0.970  0.020  1.090
 20P  C9   H8   single    0.970  0.020  1.090
 20P  C10  H9   single    0.970  0.020  1.090
 20P  N14  H10  single    0.860  0.020  1.020
 20P  C16  H11  single    0.930  0.020  1.080
 20P  C17  H12  single    0.930  0.020  1.080
 20P  C19  H13  single    0.930  0.020  1.080
 20P  C20  H14  single    0.930  0.020  1.080

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
 20P  H1   C1   C6   120.30  3.000
 20P  H1   C1   C2   120.36  3.000
 20P  C6   C1   C2   119.34  3.000
 20P  H2   C2   C3   119.62  3.000
 20P  H2   C2   C1   120.22  3.000
 20P  C3   C2   C1   120.16  3.000
 20P  H3   C3   C4   119.58  3.000
 20P  H3   C3   C2   119.38  3.000
 20P  C4   C3   C2   121.04  3.000
 20P  C7   C4   C5   122.57  3.000
 20P  C7   C4   C3   119.15  3.000
 20P  C5   C4   C3   118.29  3.000
 20P  H4   C5   C6   118.54  3.000
 20P  H4   C5   C4   120.67  3.000
 20P  C6   C5   C4   120.79  3.000
 20P  H5   C6   C5   119.52  3.000
 20P  H5   C6   C1   120.09  3.000
 20P  C5   C6   C1   120.39  3.000
 20P  H6   C7   C10  114.06  3.000
 20P  H6   C7   C9   115.12  3.000
 20P  C10  C7   C9    59.81  3.000
 20P  H6   C7   C4   114.33  3.000
 20P  C10  C7   C4   120.12  3.000
 20P  C9   C7   C4   122.60  3.000
 20P  H8   C9   H7   114.59  3.000
 20P  H8   C9   C10  116.92  3.000
 20P  H7   C9   C10  117.63  3.000
 20P  H8   C9   C7   118.60  3.000
 20P  H7   C9   C7   117.74  3.000
 20P  C10  C9   C7    61.10  3.000
 20P  H9   C10  C12  116.97  3.000
 20P  H9   C10  C9   116.43  3.000
 20P  C12  C10  C9   118.60  3.000
 20P  H9   C10  C7   115.67  3.000
 20P  C12  C10  C7   117.46  3.000
 20P  C9   C10  C7    59.08  3.000
 20P  N14  C12  O13  123.86  3.000
 20P  N14  C12  C10  113.53  3.000
 20P  O13  C12  C10  122.61  3.000
 20P  H10  N14  C15  114.84  3.000
 20P  H10  N14  C12  115.77  3.000
 20P  C15  N14  C12  129.38  3.000
 20P  C20  C15  C16  117.31  3.000
 20P  C16  C15  N14  125.17  3.000
 20P  C20  C15  N14  117.51  3.000
 20P  H11  C16  C17  119.65  3.000
 20P  H11  C16  C15  122.31  3.000
 20P  C17  C16  C15  118.05  3.000
 20P  H12  C17  N18  116.26  3.000
 20P  H12  C17  C16  118.66  3.000
 20P  N18  C17  C16  125.08  3.000
 20P  C19  N18  C17  116.41  3.000
 20P  H13  C19  C20  119.53  3.000
 20P  H13  C19  N18  116.54  3.000
 20P  C20  C19  N18  123.92  3.000
 20P  H14  C20  C19  119.69  3.000
 20P  H14  C20  C15  121.08  3.000
 20P  C19  C20  C15  119.23  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
 20P  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 20P  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 20P  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 20P  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 20P  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 20P  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 20P  CONST_07  N18  C19  C20  C15    0.00   0.0  0
 20P  CONST_08  N18  C17  C16  C15    0.00   0.0  0
 20P  CONST_09  C19  C20  C15  C16    0.00   0.0  0
 20P  CONST_10  C19  N18  C17  C16    0.00   0.0  0
 20P  CONST_11  C20  C15  C16  C17    0.00   0.0  0
 20P  CONST_12  C20  C19  N18  C17    0.00   0.0  0
 20P  CONST_13  C7   C4   C3   C2   180.00   0.0  0
 20P  CONST_14  C7   C4   C5   C6   180.00   0.0  0
 20P  CONST_15  C19  C20  C15  N14  180.00   0.0  0
 20P  CONST_16  C17  C16  C15  N14  180.00   0.0  0
 20P  CONST_17  H4   C5   C6   C1   180.00   0.0  0
 20P  CONST_18  H3   C3   C2   C1   180.00   0.0  0
 20P  CONST_19  H5   C6   C1   C2   180.00   0.0  0
 20P  CONST_20  H1   C1   C2   C3   180.00   0.0  0
 20P  CONST_21  H2   C2   C3   C4   180.00   0.0  0
 20P  CONST_22  H13  C19  C20  C15  180.00   0.0  0
 20P  CONST_23  H12  C17  C16  C15  180.00   0.0  0
 20P  CONST_24  H14  C20  C15  C16  180.00   0.0  0
 20P  CONST_25  H11  C16  C17  N18  180.00   0.0  0
 20P  CONST_26  C15  N14  C12  C10  180.00   0.0  0
 20P  CONST_27  C20  C15  N14  C12  180.00   0.0  0
 20P  CONST_28  C16  C15  N14  C12    0.00   0.0  0
 20P  CONST_29  H10  N14  C15  C16  180.00   0.0  0
 20P  CONST_30  C15  N14  C12  O13    0.00   0.0  0
 20P  Var_01    C9   C7   C4   C3   152.17  30.0  2
 20P  Var_02    C10  C9   C7   C4   108.49  30.0  1
 20P  Var_03    O13  C12  C10  C7    36.03  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
 20P  chir_01  C7   C4  C9  C10  both
 20P  chir_02  C10  C7  C9  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
 20P  plan-1  C1   0.020
 20P  plan-1  C2   0.020
 20P  plan-1  C3   0.020
 20P  plan-1  C4   0.020
 20P  plan-1  C5   0.020
 20P  plan-1  C6   0.020
 20P  plan-1  C7   0.020
 20P  plan-1  H1   0.020
 20P  plan-1  H2   0.020
 20P  plan-1  H3   0.020
 20P  plan-1  H4   0.020
 20P  plan-1  H5   0.020
 20P  plan-2  N14  0.020
 20P  plan-2  C15  0.020
 20P  plan-2  C16  0.020
 20P  plan-2  C17  0.020
 20P  plan-2  N18  0.020
 20P  plan-2  C19  0.020
 20P  plan-2  C20  0.020
 20P  plan-2  H11  0.020
 20P  plan-2  H12  0.020
 20P  plan-2  H13  0.020
 20P  plan-2  H14  0.020
 20P  plan-3  C10  0.020
 20P  plan-3  C12  0.020
 20P  plan-3  O13  0.020
 20P  plan-3  N14  0.020
 20P  plan-3  C15  0.020
 20P  plan-3  H10  0.020

