# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 19:39:12 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 1-{4-[(2,4-dichlorophenoxy)acetyl]piperazin-1-yl}propan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CCN(CC1)C(=O)COc2ccc(Cl)cc2Cl
#
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
 22C  22C  1-{4-[(2,4-dichlorophenoxy)acetyl]piperazin-1-yl}propan-1-one  ligand  40  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_22C
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
 22C  C10  C   CH2   0  -0.333   0.2990   0.0528   0.2591
 22C  N12  N   NT    0  -0.469  -2.0762   0.5585   0.4523
 22C  C13  C   CH2   0  -0.302  -3.2424   1.4224   0.4745
 22C  C17  C   CH2   0  -0.599  -6.9740   0.0444  -0.1677
 22C  C20  C   CH2   0  -0.301  -3.4090  -1.2861  -0.4350
 22C  C21  C   CH2   0  -0.321  -2.3981  -0.8482   0.6148
 22C  C02  C   CR6   0  -0.165   3.8163   0.8553  -0.0265
 22C  C03  C   CR16  0  -0.161   5.0615   0.2582  -0.0687
 22C  C04  C   CR6   0  -0.071   5.1470  -1.1250  -0.0103
 22C  CL2  CL  CL    0  -0.123   6.7049  -1.8792  -0.0604
 22C  C06  C   CR16  0  -0.194   4.0066  -1.8993   0.0865
 22C  C07  C   CR16  0  -0.388   2.7609  -1.2882   0.1283
 22C  C08  C   CR6   0   0.474   2.6442   0.0972   0.0718
 22C  O09  O   O2    0  -0.441   1.4912   0.7771   0.1015
 22C  C11  C   C     0   0.537  -0.8405   1.0661   0.2730
 22C  C14  C   CH2   0  -0.313  -4.2524   0.9768  -0.5732
 22C  N15  N   NT    0  -0.469  -4.5749  -0.4261  -0.4025
 22C  C16  C   C     0   0.571  -5.8156  -0.9353  -0.2063
 22C  C18  C   CH3   0  -0.650  -8.3119  -0.6321   0.0752
 22C  O19  O   O     0  -0.501  -6.0021  -2.1366  -0.0698
 22C  O22  O   O     0  -0.474  -0.6152   2.2542   0.1306
 22C  H1   H   HCH2  0   0.271   0.1574  -0.6575  -0.5639
 22C  H2   H   HCH2  0   0.274   0.3097  -0.5172   1.1950
 22C  H3   H   HCH2  0   0.253  -3.7009   1.3847   1.4679
 22C  H4   H   HCH2  0   0.276  -2.9419   2.4486   0.2826
 22C  H5   H   HCH2  0   0.265  -6.7920   0.7921   0.6091
 22C  H6   H   HCH2  0   0.268  -7.0042   0.5989  -1.1101
 22C  H7   H   HCH2  0   0.250  -2.9481  -1.2428  -1.4276
 22C  H8   H   HCH2  0   0.275  -3.7054  -2.3143  -0.2486
 22C  H9   H   HCH2  0   0.281  -1.5138  -1.4742   0.5323
 22C  H10  H   HCH2  0   0.261  -2.8114  -1.0095   1.6151
 22C  H11  H   HCR6  0   0.302   5.9507   0.8679  -0.1485
 22C  H12  H   HCR6  0   0.290   4.0726  -2.9773   0.1303
 22C  H13  H   HCR6  0   0.301   1.8871  -1.9199   0.2054
 22C  H14  H   HCH2  0   0.282  -5.1385   1.5990  -0.4936
 22C  H15  H   HCH2  0   0.254  -3.8363   1.1353  -1.5737
 22C  H16  H   HCH3  0   0.227  -8.3342  -1.1487   1.0339
 22C  H17  H   HCH3  0   0.231  -9.1051   0.1146   0.0819
 22C  H18  H   HCH3  0   0.227  -8.5458  -1.3582  -0.7020
 22C  CL1  CL  CL    0  -0.094   3.6939   2.5745  -0.0969

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
 22C  C21  N12  single    1.452  0.020  1.452
 22C  C21  C20  single    1.522  0.020  1.522
 22C  N12  C13  single    1.452  0.020  1.452
 22C  N12  C11  single    1.348  0.020  1.348
 22C  C13  C14  single    1.522  0.020  1.522
 22C  C10  C11  single    1.525  0.020  1.525
 22C  C10  O09  single    1.404  0.020  1.404
 22C  C11  O22  double    1.218  0.020  1.218
 22C  C06  C07  aromatic  1.388  0.020  1.388
 22C  C06  C04  aromatic  1.382  0.020  1.382
 22C  C07  C08  aromatic  1.391  0.020  1.391
 22C  C20  N15  single    1.449  0.020  1.449
 22C  C18  C17  single    1.519  0.020  1.519
 22C  N15  C14  single    1.450  0.020  1.450
 22C  N15  C16  single    1.355  0.020  1.355
 22C  O19  C16  double    1.223  0.020  1.223
 22C  C16  C17  single    1.518  0.020  1.518
 22C  CL2  C04  single    1.732  0.020  1.732
 22C  C04  C03  aromatic  1.387  0.020  1.387
 22C  C08  O09  single    1.339  0.020  1.339
 22C  C08  C02  aromatic  1.399  0.020  1.399
 22C  C03  C02  aromatic  1.382  0.020  1.382
 22C  C02  CL1  single    1.725  0.020  1.725
 22C  C10  H1   single    0.970  0.020  1.090
 22C  C10  H2   single    0.970  0.020  1.090
 22C  C13  H3   single    0.970  0.020  1.090
 22C  C13  H4   single    0.970  0.020  1.090
 22C  C17  H5   single    0.970  0.020  1.090
 22C  C17  H6   single    0.970  0.020  1.090
 22C  C20  H7   single    0.970  0.020  1.090
 22C  C20  H8   single    0.970  0.020  1.090
 22C  C21  H9   single    0.970  0.020  1.090
 22C  C21  H10  single    0.970  0.020  1.090
 22C  C03  H11  single    0.930  0.020  1.080
 22C  C06  H12  single    0.930  0.020  1.080
 22C  C07  H13  single    0.930  0.020  1.080
 22C  C14  H14  single    0.970  0.020  1.090
 22C  C14  H15  single    0.970  0.020  1.090
 22C  C18  H16  single    0.970  0.020  1.090
 22C  C18  H17  single    0.970  0.020  1.090
 22C  C18  H18  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
 22C  H2   C10  H1   107.78  3.000
 22C  H2   C10  C11  110.19  3.000
 22C  H1   C10  C11  109.93  3.000
 22C  H2   C10  O09  110.85  3.000
 22C  H1   C10  O09  111.08  3.000
 22C  C11  C10  O09  107.02  3.000
 22C  C11  N12  C21  125.65  3.000
 22C  C11  N12  C13  120.96  3.000
 22C  C21  N12  C13  113.37  3.000
 22C  H4   C13  H3   107.99  3.000
 22C  H4   C13  C14  109.79  3.000
 22C  H3   C13  C14  109.67  3.000
 22C  H4   C13  N12  109.71  3.000
 22C  H3   C13  N12  109.26  3.000
 22C  C14  C13  N12  110.38  3.000
 22C  H6   C17  H5   105.67  3.000
 22C  H6   C17  C18  109.83  3.000
 22C  H5   C17  C18  109.72  3.000
 22C  H6   C17  C16  109.06  3.000
 22C  H5   C17  C16  109.42  3.000
 22C  C18  C17  C16  112.89  3.000
 22C  H8   C20  H7   107.93  3.000
 22C  H8   C20  N15  109.78  3.000
 22C  H7   C20  N15  109.60  3.000
 22C  H8   C20  C21  109.59  3.000
 22C  H7   C20  C21  109.53  3.000
 22C  N15  C20  C21  110.38  3.000
 22C  H10  C21  H9   106.97  3.000
 22C  H10  C21  C20  109.71  3.000
 22C  H9   C21  C20  108.81  3.000
 22C  H10  C21  N12  109.20  3.000
 22C  H9   C21  N12  111.67  3.000
 22C  C20  C21  N12  110.41  3.000
 22C  C08  C02  C03  121.53  3.000
 22C  C03  C02  CL1  119.57  3.000
 22C  C08  C02  CL1  118.91  3.000
 22C  H11  C03  C04  120.98  3.000
 22C  H11  C03  C02  119.99  3.000
 22C  C04  C03  C02  119.03  3.000
 22C  C06  C04  CL2  120.03  3.000
 22C  CL2  C04  C03  119.25  3.000
 22C  C06  C04  C03  120.72  3.000
 22C  H12  C06  C07  119.51  3.000
 22C  H12  C06  C04  120.75  3.000
 22C  C07  C06  C04  119.74  3.000
 22C  H13  C07  C08  121.13  3.000
 22C  H13  C07  C06  118.05  3.000
 22C  C08  C07  C06  120.82  3.000
 22C  O09  C08  C07  125.23  3.000
 22C  O09  C08  C02  116.60  3.000
 22C  C07  C08  C02  118.17  3.000
 22C  C08  O09  C10  118.15  3.000
 22C  O22  C11  N12  123.54  3.000
 22C  O22  C11  C10  120.61  3.000
 22C  N12  C11  C10  115.85  3.000
 22C  H15  C14  H14  107.11  3.000
 22C  H15  C14  N15  109.40  3.000
 22C  H14  C14  N15  111.37  3.000
 22C  H15  C14  C13  109.54  3.000
 22C  H14  C14  C13  108.86  3.000
 22C  N15  C14  C13  110.49  3.000
 22C  C16  N15  C14  125.76  3.000
 22C  C16  N15  C20  121.11  3.000
 22C  C14  N15  C20  113.12  3.000
 22C  O19  C16  N15  121.65  3.000
 22C  O19  C16  C17  120.98  3.000
 22C  N15  C16  C17  117.38  3.000
 22C  H18  C18  H17  107.76  3.000
 22C  H18  C18  H16  107.91  3.000
 22C  H17  C18  H16  107.75  3.000
 22C  H18  C18  C17  111.84  3.000
 22C  H17  C18  C17  109.70  3.000
 22C  H16  C18  C17  111.72  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
 22C  CONST_01  C06  C07  C08  C02     0.00   0.0  0
 22C  CONST_02  C06  C04  C03  C02     0.00   0.0  0
 22C  CONST_03  C07  C06  C04  C03     0.00   0.0  0
 22C  CONST_04  C07  C08  C02  C03     0.00   0.0  0
 22C  CONST_05  C08  C07  C06  C04     0.00   0.0  0
 22C  CONST_06  C08  C02  C03  C04     0.00   0.0  0
 22C  CONST_07  C07  C08  C02  CL1   180.00   0.0  0
 22C  CONST_08  C04  C03  C02  CL1   180.00   0.0  0
 22C  CONST_09  CL2  C04  C03  C02   180.00   0.0  0
 22C  CONST_10  O09  C08  C02  C03   180.00   0.0  0
 22C  CONST_11  C07  C06  C04  CL2   180.00   0.0  0
 22C  CONST_12  O09  C08  C07  C06   180.00   0.0  0
 22C  CONST_13  H13  C07  C08  C02   180.00   0.0  0
 22C  CONST_14  H12  C06  C04  C03   180.00   0.0  0
 22C  CONST_15  H11  C03  C04  C06   180.00   0.0  0
 22C  CONST_16  C21  N12  C11  C10     0.00   0.0  0
 22C  CONST_17  C13  N12  C11  C10   180.00   0.0  0
 22C  CONST_18  O22  C11  N12  C13     0.00   0.0  0
 22C  CONST_19  C20  N15  C16  C17   180.00   0.0  0
 22C  CONST_20  C14  N15  C16  C17     0.00   0.0  0
 22C  CONST_21  O19  C16  N15  C20     0.00   0.0  0
 22C  CONST_22  O22  C11  N12  C21   180.00   0.0  0
 22C  CONST_23  O19  C16  N15  C14   180.00   0.0  0
 22C  Var_01    N15  C20  C21  N12   -54.07  30.0  1
 22C  Var_02    N15  C14  C13  N12    53.90  30.0  1
 22C  Var_03    C20  C21  N12  C13    55.26  30.0  1
 22C  Var_04    C20  N15  C14  C13   -55.97  30.0  1
 22C  Var_05    C14  C13  N12  C21   -55.13  30.0  1
 22C  Var_06    C14  N15  C20  C21    56.02  30.0  1
 22C  Var_07    C07  C08  O09  C10     2.88  30.0  2
 22C  Var_08    O09  C10  C11  N12  -178.34  30.0  1
 22C  Var_09    C11  C10  O09  C08   179.42  30.0  1
 22C  Var_10    C18  C17  C16  N15  -179.24  30.0  3
 22C  Var_11    H16  C18  C17  C16    61.21  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
 22C  plan-1  C02  0.020
 22C  plan-1  C03  0.020
 22C  plan-1  C04  0.020
 22C  plan-1  CL2  0.020
 22C  plan-1  C06  0.020
 22C  plan-1  C07  0.020
 22C  plan-1  C08  0.020
 22C  plan-1  O09  0.020
 22C  plan-1  H11  0.020
 22C  plan-1  H12  0.020
 22C  plan-1  H13  0.020
 22C  plan-1  CL1  0.020
 22C  plan-2  C17  0.020
 22C  plan-2  C20  0.020
 22C  plan-2  C14  0.020
 22C  plan-2  N15  0.020
 22C  plan-2  C16  0.020
 22C  plan-2  O19  0.020
 22C  plan-3  C10  0.020
 22C  plan-3  N12  0.020
 22C  plan-3  C13  0.020
 22C  plan-3  C21  0.020
 22C  plan-3  C11  0.020
 22C  plan-3  O22  0.020

