# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 20:52:35 2021
#   Inital geometry file: a 103 line input string
#   Ligand name: ~{N}-[2-(diethylamino)ethyl]-1-[4-(trifluoromethyl)phenyl]methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)CCN[S](=O)(=O)Cc1ccc(cc1)C(F)(F)F
#
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
 N2K  N2K  ~{N}-[2-(diethylamino)ethyl]-1-[4-(trifluoromethyl)phenyl]methanesulfonamide  ligand  43  22  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_N2K
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
 N2K  N12  N  NC1   0  -0.737  28.5405  21.7815  12.5541
 N2K  C13  C  CH2   0  -0.277  27.5254  21.9843  13.5806
 N2K  C14  C  CH2   0  -0.310  27.5449  20.9189  14.6684
 N2K  C17  C  CH3   0  -0.679  24.7829  20.0488  13.8667
 N2K  C18  C  CH2   0  -0.309  28.2071  18.5826  14.4582
 N2K  C19  C  CH3   0  -0.680  28.3894  18.2042  15.9274
 N2K  O20  O  OS    0  -0.663  26.8678  20.7066  11.0029
 N2K  C05  C  CR6   0  -0.199  33.1044  22.7256  10.7072
 N2K  C06  C  CR16  0  -0.273  32.7701  21.5209  10.1043
 N2K  C07  C  CR16  0  -0.253  31.4401  21.2274   9.8433
 N2K  C08  C  CR6   0   0.095  30.4362  22.1306  10.1729
 N2K  C09  C  CH2   0  -0.681  29.0008  21.7997   9.9193
 N2K  C16  C  CH2   0  -0.273  25.8583  19.1745  14.4899
 N2K  C21  C  CR16  0  -0.269  30.7835  23.3388  10.7735
 N2K  C22  C  CR16  0  -0.254  32.1076  23.6379  11.0395
 N2K  F01  F  F     0  -0.314  34.8873  24.2291  10.4305
 N2K  F03  F  F     0  -0.314  34.7155  23.2474  12.3331
 N2K  F04  F  F     0  -0.301  35.3914  22.1452  10.6132
 N2K  N15  N  NT    0  -0.394  27.2096  19.5987  14.1721
 N2K  O11  O  OS    0  -0.656  29.0998  19.5906  11.3327
 N2K  S10  S  S     0   1.377  28.2989  20.8059  11.2521
 N2K  H1   H  HNC1  0   0.410  29.4826  21.6976  12.9191
 N2K  H2   H  HCH2  0   0.251  27.7209  22.9620  14.0257
 N2K  H3   H  HCH2  0   0.258  26.5527  22.0450  13.0979
 N2K  H4   H  HCH2  0   0.237  28.5475  20.9096  15.1080
 N2K  H5   H  HCH2  0   0.223  26.8785  21.2389  15.4807
 N2K  H6   H  HCH3  0   0.229  23.7977  19.6309  14.0768
 N2K  H7   H  HCH3  0   0.219  24.7933  21.0628  14.2698
 N2K  H8   H  HCH3  0   0.230  24.9104  20.1120  12.7868
 N2K  H9   H  HCH2  0   0.221  27.9406  17.6874  13.8892
 N2K  H10  H  HCH2  0   0.226  29.1615  18.9222  14.0513
 N2K  H11  H  HCH3  0   0.227  29.1665  17.4448  16.0268
 N2K  H12  H  HCH3  0   0.220  28.6941  19.0613  16.5316
 N2K  H13  H  HCH3  0   0.223  27.4770  17.7967  16.3648
 N2K  H14  H  HCR6  0   0.273  33.5296  20.8012   9.8326
 N2K  H15  H  HCR6  0   0.269  31.1869  20.2891   9.3682
 N2K  H16  H  HCH2  0   0.318  28.3807  22.6922   9.8442
 N2K  H17  H  HCH2  0   0.322  28.8727  21.2022   9.0144
 N2K  H18  H  HCH2  0   0.188  25.6848  19.1255  15.5772
 N2K  H19  H  HCH2  0   0.220  25.7373  18.1538  14.1165
 N2K  H20  H  HCR6  0   0.271  30.0132  24.0533  11.0334
 N2K  H21  H  HCR6  0   0.278  32.3523  24.5840  11.5050
 N2K  C02  C  CT    0   1.051  34.5252  23.0781  11.0159

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
 N2K  C06  C07  aromatic  1.387  0.020  1.387
 N2K  C06  C05  aromatic  1.388  0.020  1.388
 N2K  C07  C08  aromatic  1.390  0.020  1.390
 N2K  F04  C02  single    1.335  0.020  1.335
 N2K  F01  C02  single    1.341  0.020  1.341
 N2K  C05  C02  single    1.496  0.020  1.496
 N2K  C05  C22  aromatic  1.392  0.020  1.392
 N2K  C08  C09  single    1.495  0.020  1.495
 N2K  C08  C21  aromatic  1.393  0.020  1.393
 N2K  C02  F03  single    1.342  0.020  1.342
 N2K  C09  S10  single    1.805  0.020  1.805
 N2K  C22  C21  aromatic  1.383  0.020  1.383
 N2K  O11  S10  double    1.458  0.020  1.458
 N2K  S10  O20  double    1.456  0.020  1.456
 N2K  S10  N12  single    1.645  0.020  1.645
 N2K  N12  C13  single    1.458  0.020  1.458
 N2K  C17  C16  single    1.520  0.020  1.520
 N2K  C13  C14  single    1.523  0.020  1.523
 N2K  N15  C16  single    1.452  0.020  1.452
 N2K  N15  C14  single    1.450  0.020  1.450
 N2K  N15  C18  single    1.452  0.020  1.452
 N2K  C18  C19  single    1.528  0.020  1.528
 N2K  N12  H1   single    0.890  0.020  1.040
 N2K  C13  H2   single    0.970  0.020  1.090
 N2K  C13  H3   single    0.970  0.020  1.090
 N2K  C14  H4   single    0.970  0.020  1.090
 N2K  C14  H5   single    0.970  0.020  1.090
 N2K  C17  H6   single    0.970  0.020  1.090
 N2K  C17  H7   single    0.970  0.020  1.090
 N2K  C17  H8   single    0.970  0.020  1.090
 N2K  C18  H9   single    0.970  0.020  1.090
 N2K  C18  H10  single    0.970  0.020  1.090
 N2K  C19  H11  single    0.970  0.020  1.090
 N2K  C19  H12  single    0.970  0.020  1.090
 N2K  C19  H13  single    0.970  0.020  1.090
 N2K  C06  H14  single    0.930  0.020  1.080
 N2K  C07  H15  single    0.930  0.020  1.080
 N2K  C09  H16  single    0.970  0.020  1.090
 N2K  C09  H17  single    0.970  0.020  1.090
 N2K  C16  H18  single    0.970  0.020  1.090
 N2K  C16  H19  single    0.970  0.020  1.090
 N2K  C21  H20  single    0.930  0.020  1.080
 N2K  C22  H21  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
 N2K  H1   N12  S10  111.87  3.000
 N2K  H1   N12  C13  113.89  3.000
 N2K  S10  N12  C13  122.52  3.000
 N2K  H3   C13  H2   106.93  3.000
 N2K  H3   C13  C14  111.56  3.000
 N2K  H2   C13  C14  109.45  3.000
 N2K  H3   C13  N12  108.54  3.000
 N2K  H2   C13  N12  106.67  3.000
 N2K  C14  C13  N12  113.37  3.000
 N2K  H5   C14  H4   105.14  3.000
 N2K  H5   C14  N15  112.22  3.000
 N2K  H4   C14  N15  109.97  3.000
 N2K  H5   C14  C13  108.46  3.000
 N2K  H4   C14  C13  107.73  3.000
 N2K  N15  C14  C13  112.93  3.000
 N2K  H8   C17  H7   108.13  3.000
 N2K  H8   C17  H6   108.60  3.000
 N2K  H7   C17  H6   107.07  3.000
 N2K  H8   C17  C16  110.92  3.000
 N2K  H7   C17  C16  112.11  3.000
 N2K  H6   C17  C16  109.87  3.000
 N2K  H10  C18  H9   105.88  3.000
 N2K  H10  C18  N15  108.02  3.000
 N2K  H9   C18  N15  107.62  3.000
 N2K  H10  C18  C19  109.34  3.000
 N2K  H9   C18  C19  109.06  3.000
 N2K  N15  C18  C19  116.40  3.000
 N2K  H13  C19  H12  107.74  3.000
 N2K  H13  C19  H11  107.41  3.000
 N2K  H12  C19  H11  107.29  3.000
 N2K  H13  C19  C18  112.23  3.000
 N2K  H12  C19  C18  111.77  3.000
 N2K  H11  C19  C18  110.18  3.000
 N2K  C22  C05  C06  120.01  3.000
 N2K  C22  C05  C02  118.46  3.000
 N2K  C06  C05  C02  121.52  3.000
 N2K  H14  C06  C07  119.05  3.000
 N2K  H14  C06  C05  121.18  3.000
 N2K  C07  C06  C05  119.76  3.000
 N2K  H15  C07  C08  119.91  3.000
 N2K  H15  C07  C06  119.39  3.000
 N2K  C08  C07  C06  120.70  3.000
 N2K  C21  C08  C09  120.30  3.000
 N2K  C21  C08  C07  119.05  3.000
 N2K  C09  C08  C07  120.63  3.000
 N2K  H17  C09  H16  108.93  3.000
 N2K  H17  C09  S10  105.38  3.000
 N2K  H16  C09  S10  106.30  3.000
 N2K  H17  C09  C08  111.99  3.000
 N2K  H16  C09  C08  112.14  3.000
 N2K  S10  C09  C08  111.73  3.000
 N2K  H19  C16  H18  106.13  3.000
 N2K  H19  C16  N15  107.52  3.000
 N2K  H18  C16  N15  112.06  3.000
 N2K  H19  C16  C17  108.58  3.000
 N2K  H18  C16  C17  108.59  3.000
 N2K  N15  C16  C17  113.63  3.000
 N2K  H20  C21  C22  119.49  3.000
 N2K  H20  C21  C08  119.91  3.000
 N2K  C22  C21  C08  120.60  3.000
 N2K  H21  C22  C21  119.22  3.000
 N2K  H21  C22  C05  120.91  3.000
 N2K  C21  C22  C05  119.87  3.000
 N2K  C16  N15  C18  113.07  3.000
 N2K  C18  N15  C14  114.26  3.000
 N2K  C16  N15  C14  113.98  3.000
 N2K  O11  S10  C09  106.63  3.000
 N2K  O11  S10  O20  119.51  3.000
 N2K  C09  S10  O20  107.07  3.000
 N2K  O20  S10  N12  108.68  3.000
 N2K  O11  S10  N12  111.72  3.000
 N2K  C09  S10  N12  101.59  3.000
 N2K  F04  C02  F03  107.00  3.000
 N2K  F03  C02  F01  106.38  3.000
 N2K  F04  C02  F01  107.03  3.000
 N2K  F03  C02  C05  111.53  3.000
 N2K  F01  C02  C05  111.62  3.000
 N2K  F04  C02  C05  112.91  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
 N2K  CONST_01  C08  C07  C06  C05     0.00   0.0  0
 N2K  CONST_02  C08  C21  C22  C05     0.00   0.0  0
 N2K  CONST_03  C21  C08  C07  C06     0.00   0.0  0
 N2K  CONST_04  C21  C22  C05  C06     0.00   0.0  0
 N2K  CONST_05  C22  C05  C06  C07     0.00   0.0  0
 N2K  CONST_06  C22  C21  C08  C07     0.00   0.0  0
 N2K  CONST_07  C07  C06  C05  C02   180.00   0.0  0
 N2K  CONST_08  C21  C22  C05  C02   180.00   0.0  0
 N2K  CONST_09  C09  C08  C07  C06   180.00   0.0  0
 N2K  CONST_10  C22  C21  C08  C09   180.00   0.0  0
 N2K  CONST_11  H15  C07  C06  C05   180.00   0.0  0
 N2K  CONST_12  H20  C21  C22  C05   180.00   0.0  0
 N2K  CONST_13  H21  C22  C05  C06   180.00   0.0  0
 N2K  CONST_14  H14  C06  C07  C08   180.00   0.0  0
 N2K  Var_01    F04  C02  C05  C06     2.03  30.0  2
 N2K  Var_02    S10  C09  C08  C07    83.51  30.0  2
 N2K  Var_03    C08  C09  S10  N12    58.09  30.0  2
 N2K  Var_04    N15  C14  C13  N12   -64.69  30.0  3
 N2K  Var_05    C09  S10  N12  C13   137.22  30.0  2
 N2K  Var_06    C16  N15  C14  C13  -103.09  30.0  1
 N2K  Var_07    S10  N12  C13  C14    85.48  30.0  1
 N2K  Var_08    C17  C16  N15  C14    62.78  30.0  3
 N2K  Var_09    C19  C18  N15  C14    67.40  30.0  3
 N2K  Var_10    H6   C17  C16  N15   175.46  30.0  3
 N2K  Var_11    H11  C19  C18  N15  -179.39  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
 N2K  plan-1  C05  0.020
 N2K  plan-1  C06  0.020
 N2K  plan-1  C07  0.020
 N2K  plan-1  C08  0.020
 N2K  plan-1  C09  0.020
 N2K  plan-1  C21  0.020
 N2K  plan-1  C22  0.020
 N2K  plan-1  H14  0.020
 N2K  plan-1  H15  0.020
 N2K  plan-1  H20  0.020
 N2K  plan-1  H21  0.020
 N2K  plan-1  C02  0.020

