# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 14:53:35 2022
#   Inital geometry file: a 96 line input string
#   Ligand name: (1~{R},2~{S})-2-(aminomethyl)-~{N},~{N}-diethyl-1-phenyl-cyclopropane-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)C(=O)[C@@]1(C[C@@H]1CN)c2ccccc2
#
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
 F0F  F0F  (1~{R},2~{S})-2-(aminomethyl)-~{N},~{N}-diethyl-1-phenyl-cyclopropane-1-carboxamide  ligand  40  18  .  2022-08-10  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_F0F
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
 F0F  C10  C  CH1   0  -0.220   -7.4661  -1.7191  29.7631
 F0F  N12  N  NH2   0  -0.799   -5.9230  -2.5679  31.4089
 F0F  C13  C  CR6   0   0.150   -9.1446  -0.5449  28.2158
 F0F  C14  C  CR16  0  -0.288  -10.1563   0.0941  28.9350
 F0F  C15  C  CR16  0  -0.237  -10.7262   1.2689  28.4688
 F0F  C16  C  CR16  0  -0.267  -10.2929   1.8296  27.2732
 F0F  C17  C  CR16  0  -0.237   -9.2861   1.2043  26.5529
 F0F  C18  C  CR16  0  -0.324   -8.7202   0.0238  27.0196
 F0F  C1   C  CH3   0  -0.661  -10.5885  -2.7164  25.5546
 F0F  C2   C  CH2   0  -0.325   -9.5801  -3.3610  26.4931
 F0F  C4   C  CH2   0  -0.311  -11.1581  -4.5120  28.0152
 F0F  C5   C  CH3   0  -0.663  -12.5395  -3.8914  28.1729
 F0F  C8   C  CT    0  -0.214   -8.5682  -1.8263  28.7441
 F0F  C9   C  CH2   0  -0.487   -7.1636  -2.2213  28.3863
 F0F  C11  C  CH2   0  -0.283   -7.3043  -2.6338  30.9492
 F0F  N3   N  NT    0  -0.438  -10.0773  -3.5468  27.8468
 F0F  O7   O  O     0  -0.499  -10.1374  -3.0608  30.0402
 F0F  H1   H  HCH1  0   0.252   -7.1557  -0.6984  29.9670
 F0F  H2   H  HNH2  0   0.345   -5.8164  -3.1472  32.2320
 F0F  H3   H  HNH2  0   0.338   -5.3199  -2.9786  30.7062
 F0F  H5   H  HCR6  0   0.248  -10.4973  -0.3318  29.8707
 F0F  H6   H  HCR6  0   0.253  -11.5087   1.7493  29.0422
 F0F  H7   H  HCR6  0   0.253  -10.7364   2.7473  26.9091
 F0F  H8   H  HCR6  0   0.254   -8.9409   1.6312  25.6199
 F0F  H9   H  HCR6  0   0.249   -7.9442  -0.4532  26.4341
 F0F  H10  H  HCH3  0   0.236  -10.1311  -2.5696  24.5758
 F0F  H11  H  HCH3  0   0.232  -11.4716  -3.3392  25.4138
 F0F  H12  H  HCH3  0   0.229  -10.9077  -1.7430  25.9271
 F0F  H13  H  HCH2  0   0.245   -9.2898  -4.3394  26.1003
 F0F  H14  H  HCH2  0   0.275   -8.6746  -2.7639  26.5191
 F0F  H15  H  HCH2  0   0.246  -10.9409  -5.1503  28.8729
 F0F  H16  H  HCH2  0   0.243  -11.1444  -5.1580  27.1366
 F0F  H17  H  HCH3  0   0.230  -13.2862  -4.6808  28.2661
 F0F  H18  H  HCH3  0   0.233  -12.5995  -3.2703  29.0646
 F0F  H19  H  HCH3  0   0.228  -12.8077  -3.2794  27.3125
 F0F  H20  H  HCH2  0   0.262   -6.9620  -3.2821  28.2815
 F0F  H21  H  HCH2  0   0.263   -6.6005  -1.5990  27.7021
 F0F  H22  H  HCH2  0   0.225   -7.9518  -2.3007  31.7629
 F0F  H23  H  HCH2  0   0.193   -7.6272  -3.6488  30.6869
 F0F  C6   C  C     0   0.572   -9.6442  -2.8755  28.9330

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
 F0F  C1   C2   single    1.521  0.020  1.521
 F0F  C2   N3   single    1.454  0.020  1.454
 F0F  C17  C18  aromatic  1.390  0.020  1.390
 F0F  C17  C16  aromatic  1.387  0.020  1.387
 F0F  C18  C13  aromatic  1.391  0.020  1.391
 F0F  C16  C15  aromatic  1.390  0.020  1.390
 F0F  C5   C4   single    1.523  0.020  1.523
 F0F  N3   C4   single    1.459  0.020  1.459
 F0F  N3   C6   single    1.348  0.020  1.348
 F0F  C13  C8   single    1.501  0.020  1.501
 F0F  C13  C14  aromatic  1.396  0.020  1.396
 F0F  C9   C8   single    1.502  0.020  1.502
 F0F  C9   C10  single    1.496  0.020  1.496
 F0F  C6   C8   single    1.515  0.020  1.515
 F0F  C6   O7   double    1.226  0.020  1.226
 F0F  C8   C10  single    1.505  0.020  1.505
 F0F  C15  C14  aromatic  1.386  0.020  1.386
 F0F  C10  C11  single    1.507  0.020  1.507
 F0F  N12  C11  single    1.457  0.020  1.457
 F0F  C10  H1   single    0.970  0.020  1.090
 F0F  N12  H2   single    0.890  0.020  1.040
 F0F  N12  H3   single    0.890  0.020  1.040
 F0F  C14  H5   single    0.930  0.020  1.080
 F0F  C15  H6   single    0.930  0.020  1.080
 F0F  C16  H7   single    0.930  0.020  1.080
 F0F  C17  H8   single    0.930  0.020  1.080
 F0F  C18  H9   single    0.930  0.020  1.080
 F0F  C1   H10  single    0.970  0.020  1.090
 F0F  C1   H11  single    0.970  0.020  1.090
 F0F  C1   H12  single    0.970  0.020  1.090
 F0F  C2   H13  single    0.970  0.020  1.090
 F0F  C2   H14  single    0.970  0.020  1.090
 F0F  C4   H15  single    0.970  0.020  1.090
 F0F  C4   H16  single    0.970  0.020  1.090
 F0F  C5   H17  single    0.970  0.020  1.090
 F0F  C5   H18  single    0.970  0.020  1.090
 F0F  C5   H19  single    0.970  0.020  1.090
 F0F  C9   H20  single    0.970  0.020  1.090
 F0F  C9   H21  single    0.970  0.020  1.090
 F0F  C11  H22  single    0.970  0.020  1.090
 F0F  C11  H23  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
 F0F  H1   C10  C11  113.08  3.000
 F0F  H1   C10  C9   115.49  3.000
 F0F  C11  C10  C9   119.92  3.000
 F0F  H1   C10  C8   113.79  3.000
 F0F  C11  C10  C8   124.65  3.000
 F0F  C9   C10  C8    60.07  3.000
 F0F  H3   N12  H2   105.62  3.000
 F0F  H3   N12  C11  109.10  3.000
 F0F  H2   N12  C11  109.30  3.000
 F0F  C8   C13  C18  122.31  3.000
 F0F  C8   C13  C14  119.19  3.000
 F0F  C18  C13  C14  118.49  3.000
 F0F  H5   C14  C15  119.62  3.000
 F0F  H5   C14  C13  119.55  3.000
 F0F  C15  C14  C13  120.83  3.000
 F0F  H6   C15  C16  120.13  3.000
 F0F  H6   C15  C14  119.67  3.000
 F0F  C16  C15  C14  120.20  3.000
 F0F  H7   C16  C17  120.33  3.000
 F0F  H7   C16  C15  120.25  3.000
 F0F  C17  C16  C15  119.42  3.000
 F0F  H8   C17  C18  119.64  3.000
 F0F  H8   C17  C16  120.09  3.000
 F0F  C18  C17  C16  120.27  3.000
 F0F  H9   C18  C17  118.97  3.000
 F0F  H9   C18  C13  120.24  3.000
 F0F  C17  C18  C13  120.79  3.000
 F0F  H12  C1   H11  108.49  3.000
 F0F  H12  C1   H10  108.03  3.000
 F0F  H11  C1   H10  107.51  3.000
 F0F  H12  C1   C2   111.21  3.000
 F0F  H11  C1   C2   112.01  3.000
 F0F  H10  C1   C2   109.44  3.000
 F0F  H14  C2   H13  106.23  3.000
 F0F  H14  C2   N3   109.47  3.000
 F0F  H13  C2   N3   108.11  3.000
 F0F  H14  C2   C1   109.57  3.000
 F0F  H13  C2   C1   109.48  3.000
 F0F  N3   C2   C1   113.70  3.000
 F0F  H16  C4   H15  106.51  3.000
 F0F  H16  C4   N3   106.84  3.000
 F0F  H15  C4   N3   109.29  3.000
 F0F  H16  C4   C5   109.65  3.000
 F0F  H15  C4   C5   109.74  3.000
 F0F  N3   C4   C5   114.49  3.000
 F0F  H19  C5   H18  108.24  3.000
 F0F  H19  C5   H17  107.79  3.000
 F0F  H18  C5   H17  107.77  3.000
 F0F  H19  C5   C4   111.75  3.000
 F0F  H18  C5   C4   111.56  3.000
 F0F  H17  C5   C4   109.57  3.000
 F0F  C9   C8   C6   120.78  3.000
 F0F  C6   C8   C13  111.25  3.000
 F0F  C9   C8   C13  119.98  3.000
 F0F  C6   C8   C10  119.02  3.000
 F0F  C9   C8   C10   59.69  3.000
 F0F  C13  C8   C10  117.31  3.000
 F0F  H21  C9   H20  113.85  3.000
 F0F  H21  C9   C8   119.05  3.000
 F0F  H20  C9   C8   116.99  3.000
 F0F  H21  C9   C10  119.58  3.000
 F0F  H20  C9   C10  117.04  3.000
 F0F  C8   C9   C10   60.24  3.000
 F0F  H23  C11  H22  106.61  3.000
 F0F  H23  C11  N12  113.35  3.000
 F0F  H22  C11  N12  108.25  3.000
 F0F  H23  C11  C10  110.00  3.000
 F0F  H22  C11  C10  109.74  3.000
 F0F  N12  C11  C10  108.83  3.000
 F0F  C6   N3   C4   118.32  3.000
 F0F  C6   N3   C2   125.21  3.000
 F0F  C4   N3   C2   116.45  3.000
 F0F  O7   C6   N3   121.54  3.000
 F0F  O7   C6   C8   120.20  3.000
 F0F  N3   C6   C8   118.20  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
 F0F  CONST_01  C16  C17  C18  C13     0.00   0.0  0
 F0F  CONST_02  C16  C15  C14  C13     0.00   0.0  0
 F0F  CONST_03  C17  C18  C13  C14     0.00   0.0  0
 F0F  CONST_04  C17  C16  C15  C14     0.00   0.0  0
 F0F  CONST_05  C18  C17  C16  C15     0.00   0.0  0
 F0F  CONST_06  C18  C13  C14  C15     0.00   0.0  0
 F0F  CONST_07  C8   C13  C14  C15   180.00   0.0  0
 F0F  CONST_08  C8   C13  C18  C17   180.00   0.0  0
 F0F  CONST_09  H8   C17  C18  C13   180.00   0.0  0
 F0F  CONST_10  H6   C15  C14  C13   180.00   0.0  0
 F0F  CONST_11  H9   C18  C13  C14   180.00   0.0  0
 F0F  CONST_12  H7   C16  C15  C14   180.00   0.0  0
 F0F  CONST_13  H5   C14  C15  C16   180.00   0.0  0
 F0F  CONST_14  C8   C6   N3   C2      0.00   0.0  0
 F0F  CONST_15  C8   C6   N3   C4    180.00   0.0  0
 F0F  CONST_16  O7   C6   N3   C2    180.00   0.0  0
 F0F  CONST_17  O7   C6   N3   C4      0.00   0.0  0
 F0F  Var_01    C13  C8   C9   C10   106.04  30.0  1
 F0F  Var_02    C18  C13  C8   C10    96.46  30.0  3
 F0F  Var_03    N3   C6   C8   C10  -139.61  30.0  1
 F0F  Var_04    H2   N12  C11  C10   177.41  30.0  3
 F0F  Var_05    C4   N3   C2   C1     67.13  30.0  3
 F0F  Var_06    C5   C4   N3   C2   -102.04  30.0  3
 F0F  Var_07    H10  C1   C2   N3    177.49  30.0  3
 F0F  Var_08    H17  C5   C4   N3    178.51  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
 F0F  chir_01  C10  C9  C8  C11  both
 F0F  chir_02  C8   C9  C6  C10  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
 F0F  plan-1  C13  0.020
 F0F  plan-1  C14  0.020
 F0F  plan-1  C15  0.020
 F0F  plan-1  C16  0.020
 F0F  plan-1  C17  0.020
 F0F  plan-1  C18  0.020
 F0F  plan-1  C8   0.020
 F0F  plan-1  H5   0.020
 F0F  plan-1  H6   0.020
 F0F  plan-1  H7   0.020
 F0F  plan-1  H8   0.020
 F0F  plan-1  H9   0.020
 F0F  plan-2  C2   0.020
 F0F  plan-2  C4   0.020
 F0F  plan-2  C8   0.020
 F0F  plan-2  N3   0.020
 F0F  plan-2  O7   0.020
 F0F  plan-2  C6   0.020

