# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 01:49:31 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (1S,3R)-2,2-dichloro-N-[(1R)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@]1([C@@H](C)C1(Cl)Cl)C(=O)N[C@H](C)c2ccc(Cl)cc2
#
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
 CRP  CRP  (1S,3R)-2,2-dichloro-N-[(1R)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide  ligand  38  20  .  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_CRP
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
 CRP  CL0   CL  CL    0  -0.129   1.4836   0.5531   6.2972
 CRP  C1'   C   CR6   0   0.150  -0.8265   0.3143   2.4250
 CRP  C2'   C   CR16  0  -0.313  -0.4347  -0.8414   3.0936
 CRP  C3'   C   CR16  0  -0.195   0.2731  -0.7805   4.2846
 CRP  C4'   C   CR6   0  -0.054   0.5991   0.4601   4.8090
 CRP  C5'   C   CR16  0  -0.194   0.2265   1.6281   4.1635
 CRP  C6'   C   CR16  0  -0.307  -0.4849   1.5460   2.9753
 CRP  C7'   C   CH1   0  -0.175  -1.5659   0.2083   1.1096
 CRP  C8'   C   CH3   0  -0.652  -2.7055   1.2099   0.9619
 CRP  N     N   NH1   0  -0.615  -0.6054   0.3364   0.0241
 CRP  C     C   C     0   0.562  -0.6328  -0.4092  -1.0906
 CRP  O     O   O     0  -0.474  -1.4563  -1.2810  -1.3099
 CRP  C1    C   CT    0  -0.103   0.5160  -0.1399  -2.0376
 CRP  C2    C   CT    0  -0.119   0.1712   0.3360  -3.4109
 CRP  C3    C   CH1   0  -0.211   0.7892   1.2967  -2.4537
 CRP  C4    C   CH3   0  -0.668   2.1676   1.8715  -2.6349
 CRP  C5    C   CH2   0  -0.435   1.6706  -1.1050  -1.8170
 CRP  C6    C   CH3   0  -0.657   1.3432  -2.5665  -2.0926
 CRP  CL1   CL  CL    0  -0.057   1.1007  -0.2394  -4.7838
 CRP  CL2   CL  CL    0  -0.060  -1.5113   0.5856  -3.8536
 CRP  H3'   H   HCR6  0   0.281   0.5628  -1.6891   4.7947
 CRP  H5'   H   HCR6  0   0.281   0.4815   2.5932   4.5795
 CRP  H6'   H   HCR6  0   0.264  -0.7707   2.4678   2.4848
 CRP  H7'   H   HCH1  0   0.271  -1.9831  -0.7974   1.0405
 CRP  H8'1  H   HCH3  0   0.230  -2.3434   2.2381   0.9355
 CRP  H8'2  H   HCH3  0   0.247  -3.2463   1.0251   0.0344
 CRP  H8'3  H   HCH3  0   0.241  -3.4073   1.1163   1.7904
 CRP  HN    H   HNH1  0   0.411   0.0914   1.0609   0.1036
 CRP  H3    H   HCH1  0   0.293   0.0794   2.0248  -2.0691
 CRP  H41   H   HCH3  0   0.252   2.1181   2.7531  -3.2740
 CRP  H42   H   HCH3  0   0.251   2.5706   2.1807  -1.6708
 CRP  H43   H   HCH3  0   0.236   2.8723   1.1762  -3.0849
 CRP  H51   H   HCH2  0   0.251   2.0043  -0.9861  -0.7828
 CRP  H52   H   HCH2  0   0.244   2.5173  -0.8043  -2.4327
 CRP  H61   H   HCH3  0   0.235   2.2394  -3.1733  -1.9630
 CRP  H62   H   HCH3  0   0.231   0.5835  -2.9553  -1.4177
 CRP  H63   H   HCH3  0   0.224   0.9906  -2.7113  -3.1136
 CRP  H2'   H   HCR6  0   0.266  -0.6864  -1.8116   2.6832

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
 CRP  CL0  C4'   single    1.734  0.020  1.734
 CRP  C1'  C2'   aromatic  1.391  0.020  1.391
 CRP  C1'  C6'   aromatic  1.392  0.020  1.392
 CRP  C1'  C7'   single    1.513  0.020  1.513
 CRP  C2'  C3'   aromatic  1.387  0.020  1.387
 CRP  C2'  H2'   single    0.930  0.020  1.080
 CRP  C3'  C4'   aromatic  1.386  0.020  1.386
 CRP  C3'  H3'   single    0.930  0.020  1.080
 CRP  C4'  C5'   aromatic  1.386  0.020  1.386
 CRP  C5'  C6'   aromatic  1.387  0.020  1.387
 CRP  C5'  H5'   single    0.930  0.020  1.080
 CRP  C6'  H6'   single    0.930  0.020  1.080
 CRP  C7'  C8'   single    1.524  0.020  1.524
 CRP  C7'  N     single    1.455  0.020  1.455
 CRP  C7'  H7'   single    0.970  0.020  1.090
 CRP  C8'  H8'1  single    0.970  0.020  1.090
 CRP  C8'  H8'2  single    0.970  0.020  1.090
 CRP  C8'  H8'3  single    0.970  0.020  1.090
 CRP  N    C     single    1.341  0.020  1.341
 CRP  N    HN    single    0.860  0.020  1.020
 CRP  C    O     double    1.219  0.020  1.219
 CRP  C    C1    single    1.513  0.020  1.513
 CRP  C1   C2    single    1.494  0.020  1.494
 CRP  C1   C3    single    1.520  0.020  1.520
 CRP  C1   C5    single    1.521  0.020  1.521
 CRP  C2   C3    single    1.490  0.020  1.490
 CRP  C2   CL1   single    1.755  0.020  1.755
 CRP  C2   CL2   single    1.758  0.020  1.758
 CRP  C3   C4    single    1.504  0.020  1.504
 CRP  C3   H3    single    0.970  0.020  1.090
 CRP  C4   H41   single    0.970  0.020  1.090
 CRP  C4   H42   single    0.970  0.020  1.090
 CRP  C4   H43   single    0.970  0.020  1.090
 CRP  C5   C6    single    1.523  0.020  1.523
 CRP  C5   H51   single    0.970  0.020  1.090
 CRP  C5   H52   single    0.970  0.020  1.090
 CRP  C6   H61   single    0.970  0.020  1.090
 CRP  C6   H62   single    0.970  0.020  1.090
 CRP  C6   H63   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
 CRP  C7'   C1'  C6'   121.73  3.000
 CRP  C7'   C1'  C2'   119.82  3.000
 CRP  C6'   C1'  C2'   118.42  3.000
 CRP  H2'   C2'  C3'   118.90  3.000
 CRP  H2'   C2'  C1'   119.77  3.000
 CRP  C3'   C2'  C1'   121.33  3.000
 CRP  H3'   C3'  C4'   120.70  3.000
 CRP  H3'   C3'  C2'   120.33  3.000
 CRP  C4'   C3'  C2'   118.97  3.000
 CRP  C5'   C4'  C3'   121.00  3.000
 CRP  C5'   C4'  CL0   119.46  3.000
 CRP  C3'   C4'  CL0   119.53  3.000
 CRP  H5'   C5'  C6'   120.22  3.000
 CRP  H5'   C5'  C4'   120.64  3.000
 CRP  C6'   C5'  C4'   119.15  3.000
 CRP  H6'   C6'  C5'   118.23  3.000
 CRP  H6'   C6'  C1'   120.64  3.000
 CRP  C5'   C6'  C1'   121.13  3.000
 CRP  H7'   C7'  N     106.64  3.000
 CRP  H7'   C7'  C8'   108.28  3.000
 CRP  N     C7'  C8'   111.31  3.000
 CRP  H7'   C7'  C1'   107.86  3.000
 CRP  N     C7'  C1'   108.66  3.000
 CRP  C8'   C7'  C1'   113.81  3.000
 CRP  H8'3  C8'  H8'2  108.24  3.000
 CRP  H8'3  C8'  H8'1  108.26  3.000
 CRP  H8'2  C8'  H8'1  107.71  3.000
 CRP  H8'3  C8'  C7'   110.57  3.000
 CRP  H8'2  C8'  C7'   110.01  3.000
 CRP  H8'1  C8'  C7'   111.94  3.000
 CRP  HN    N    C     118.62  3.000
 CRP  HN    N    C7'   117.43  3.000
 CRP  C     N    C7'   123.88  3.000
 CRP  C1    C    O     121.85  3.000
 CRP  C1    C    N     113.93  3.000
 CRP  O     C    N     124.11  3.000
 CRP  C5    C1   C3    120.19  3.000
 CRP  C5    C1   C2    120.71  3.000
 CRP  C3    C1   C2     59.26  3.000
 CRP  C5    C1   C     111.88  3.000
 CRP  C3    C1   C     118.42  3.000
 CRP  C2    C1   C     117.19  3.000
 CRP  CL2   C2   CL1   110.89  3.000
 CRP  CL2   C2   C3    117.85  3.000
 CRP  CL1   C2   C3    119.61  3.000
 CRP  CL2   C2   C1    119.85  3.000
 CRP  CL1   C2   C1    119.51  3.000
 CRP  C3    C2   C1     61.26  3.000
 CRP  H3    C3   C4    112.64  3.000
 CRP  H3    C3   C2    112.84  3.000
 CRP  C4    C3   C2    123.29  3.000
 CRP  H3    C3   C1    114.75  3.000
 CRP  C4    C3   C1    123.96  3.000
 CRP  C2    C3   C1     59.48  3.000
 CRP  H43   C4   H42   107.93  3.000
 CRP  H43   C4   H41   107.69  3.000
 CRP  H42   C4   H41   107.82  3.000
 CRP  H43   C4   C3    113.53  3.000
 CRP  H42   C4   C3    109.92  3.000
 CRP  H41   C4   C3    109.76  3.000
 CRP  H52   C5   H51   105.52  3.000
 CRP  H52   C5   C6    109.26  3.000
 CRP  H51   C5   C6    109.95  3.000
 CRP  H52   C5   C1    109.45  3.000
 CRP  H51   C5   C1    107.45  3.000
 CRP  C6    C5   C1    114.80  3.000
 CRP  H63   C6   H62   107.92  3.000
 CRP  H63   C6   H61   107.67  3.000
 CRP  H62   C6   H61   107.54  3.000
 CRP  H63   C6   C5    111.51  3.000
 CRP  H62   C6   C5    112.38  3.000
 CRP  H61   C6   C5    109.63  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
 CRP  CONST_01  C4'  C3'  C2'  C1'     0.00   0.0  0
 CRP  CONST_02  C4'  C5'  C6'  C1'     0.00   0.0  0
 CRP  CONST_03  C5'  C6'  C1'  C2'     0.00   0.0  0
 CRP  CONST_04  C5'  C4'  C3'  C2'     0.00   0.0  0
 CRP  CONST_05  C6'  C1'  C2'  C3'     0.00   0.0  0
 CRP  CONST_06  C6'  C5'  C4'  C3'     0.00   0.0  0
 CRP  CONST_07  C2'  C3'  C4'  CL0   180.00   0.0  0
 CRP  CONST_08  C6'  C5'  C4'  CL0   180.00   0.0  0
 CRP  CONST_09  C7'  C1'  C2'  C3'   180.00   0.0  0
 CRP  CONST_10  C7'  C1'  C6'  C5'   180.00   0.0  0
 CRP  CONST_11  H3'  C3'  C2'  C1'   180.00   0.0  0
 CRP  CONST_12  H5'  C5'  C6'  C1'   180.00   0.0  0
 CRP  CONST_13  H6'  C6'  C1'  C2'   180.00   0.0  0
 CRP  CONST_14  H2'  C2'  C3'  C4'   180.00   0.0  0
 CRP  CONST_15  C1   C    N    C7'   180.00   0.0  0
 CRP  CONST_16  HN   N    C    C1      0.00   0.0  0
 CRP  CONST_17  O    C    N    C7'     0.00   0.0  0
 CRP  Var_01    C3   C2   C1   C     108.49  30.0  1
 CRP  Var_02    C4   C3   C2   C1    112.87  30.0  1
 CRP  Var_03    C2   C1   C    N    -119.98  30.0  3
 CRP  Var_04    C6   C5   C1   C2    -80.82  30.0  3
 CRP  Var_05    H41  C4   C3   C1    158.79  30.0  3
 CRP  Var_06    H61  C6   C5   C1    176.86  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
 CRP  chir_01  C7'  C1'  C8'  N   negativ
 CRP  chir_02  C1   C2   C3   C5  both
 CRP  chir_03  C3   C1   C2   C4  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
 CRP  plan-1  CL0  0.020
 CRP  plan-1  C1'  0.020
 CRP  plan-1  C2'  0.020
 CRP  plan-1  C3'  0.020
 CRP  plan-1  C4'  0.020
 CRP  plan-1  C5'  0.020
 CRP  plan-1  C6'  0.020
 CRP  plan-1  C7'  0.020
 CRP  plan-1  H3'  0.020
 CRP  plan-1  H5'  0.020
 CRP  plan-1  H6'  0.020
 CRP  plan-1  H2'  0.020
 CRP  plan-2  C7'  0.020
 CRP  plan-2  N    0.020
 CRP  plan-2  C    0.020
 CRP  plan-2  O    0.020
 CRP  plan-2  C1   0.020
 CRP  plan-2  HN   0.020

