# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 22:27:42 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: methyl (4~{S})-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)C1=C(C)NC(=C([C@H]1c2ccccc2C(F)(F)F)[N](=O)=O)C
#
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
 C8U  C8U  'methyl (4~{S})-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate'  ligand  40  25  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C8U
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
 C8U  C13  C  CR16   0  -0.278   0.2027  -0.3355  -2.0090
 C8U  C15  C  CR16   0  -0.260   2.3828  -0.8393  -2.8508
 C8U  C17  C  CR6    0  -0.264   1.9909  -0.6802  -0.4623
 C8U  C02  C  CR6    0   0.360  -2.2235   1.5364  -0.2557
 C8U  C03  C  CR6    0  -0.162  -0.9656   1.3004   0.1762
 C8U  C04  C  CR16   0  -0.429  -0.4314  -0.1075   0.3703
 C8U  C05  C  CR6    0   0.171  -1.5420  -1.1238   0.2719
 C8U  C06  C  CR6    0   0.342  -2.7913  -0.8271  -0.1869
 C8U  N07  N  NR16   0  -0.717  -3.0626   0.4670  -0.4798
 C8U  C08  C  CH3    0  -0.724  -3.9398  -1.7560  -0.4202
 C8U  N09  N  N      1   0.346  -1.1971  -2.4364   0.6631
 C8U  O10  O  O      0  -0.431  -2.0209  -3.3353   0.6377
 C8U  O11  O  O     -1  -0.417  -0.0476  -2.6236   1.0259
 C8U  C12  C  CR6    0   0.186   0.6420  -0.3917  -0.6846
 C8U  C14  C  CR16   0  -0.236   1.0456  -0.5548  -3.0824
 C8U  C16  C  CR16   0  -0.269   2.8430  -0.8978  -1.5498
 C8U  C18  C  CT     0   1.050   2.6916  -0.7877   0.8668
 C8U  F19  F  F      0  -0.320   3.6766   0.1233   0.9543
 C8U  F20  F  F      0  -0.293   1.9483  -0.6400   1.9590
 C8U  F21  F  F      0  -0.322   3.2871  -1.9896   0.9828
 C8U  O23  O  O      0  -0.457   1.1086   2.0775   0.9651
 C8U  O24  O  O2     0  -0.461  -0.3427   3.5760   0.1890
 C8U  C25  C  CH3    0  -0.419   0.5808   4.6245   0.4740
 C8U  H1   H  HCR6   0   0.265  -0.8373  -0.1074  -2.2069
 C8U  H2   H  HCR6   0   0.265   3.0638  -1.0117  -3.6731
 C8U  H3   H  HCH3   0   0.274  -2.4062   3.3694  -1.3645
 C8U  H4   H  HCH3   0   0.257  -3.9296   2.7161  -0.7800
 C8U  H5   H  HCH3   0   0.274  -2.8304   3.5141   0.3347
 C8U  H6   H  HCR6   0   0.302  -0.0100  -0.1583   1.3681
 C8U  H9   H  HNR6   0   0.424  -3.9885   0.6765  -0.8174
 C8U  H10  H  HCH3   0   0.281  -4.2851  -2.1975   0.5122
 C8U  H11  H  HCH3   0   0.259  -4.7723  -1.2170  -0.8690
 C8U  H12  H  HCH3   0   0.279  -3.6640  -2.5691  -1.0872
 C8U  H13  H  HCR6   0   0.264   0.6610  -0.4998  -4.0923
 C8U  H14  H  HCR6   0   0.273   3.8906  -1.1169  -1.3865
 C8U  H15  H  HCH3   0   0.249   0.0934   5.5413   0.1557
 C8U  H16  H  HCH3   0   0.237   0.8020   4.6850   1.5394
 C8U  H17  H  HCH3   0   0.237   1.5114   4.4990  -0.0790
 C8U  C22  C  C      0   0.598   0.0264   2.3379   0.4862
 C8U  C01  C  CH3    0  -0.735  -2.8795   2.8568  -0.5292

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
 C8U  F20  C18  single    1.329  0.020  1.329
 C8U  O10  N09  double    1.220  0.020  1.220
 C8U  F19  C18  single    1.345  0.020  1.345
 C8U  C16  C15  aromatic  1.381  0.020  1.381
 C8U  C16  C17  aromatic  1.399  0.020  1.399
 C8U  C18  C17  single    1.506  0.020  1.506
 C8U  C18  F21  single    1.346  0.020  1.346
 C8U  C15  C14  aromatic  1.387  0.020  1.387
 C8U  C17  C12  aromatic  1.397  0.020  1.397
 C8U  N09  O11  single    1.220  0.020  1.220
 C8U  N09  C05  single    1.412  0.020  1.412
 C8U  C14  C13  aromatic  1.382  0.020  1.382
 C8U  C12  C13  aromatic  1.396  0.020  1.396
 C8U  C12  C04  single    1.532  0.020  1.532
 C8U  C05  C04  single    1.509  0.020  1.509
 C8U  C05  C06  double    1.364  0.020  1.364
 C8U  C08  C06  single    1.495  0.020  1.495
 C8U  C04  C03  single    1.518  0.020  1.518
 C8U  C06  N07  single    1.354  0.020  1.354
 C8U  C03  C22  single    1.469  0.020  1.469
 C8U  C03  C02  double    1.351  0.020  1.351
 C8U  N07  C02  single    1.378  0.020  1.378
 C8U  O24  C25  single    1.426  0.020  1.426
 C8U  O24  C22  single    1.326  0.020  1.326
 C8U  C22  O23  double    1.212  0.020  1.212
 C8U  C02  C01  single    1.500  0.020  1.500
 C8U  C13  H1   single    0.930  0.020  1.080
 C8U  C15  H2   single    0.930  0.020  1.080
 C8U  C01  H3   single    0.970  0.020  1.090
 C8U  C01  H4   single    0.970  0.020  1.090
 C8U  C01  H5   single    0.970  0.020  1.090
 C8U  C04  H6   single    0.970  0.020  1.090
 C8U  N07  H9   single    0.860  0.020  1.020
 C8U  C08  H10  single    0.970  0.020  1.090
 C8U  C08  H11  single    0.970  0.020  1.090
 C8U  C08  H12  single    0.970  0.020  1.090
 C8U  C14  H13  single    0.930  0.020  1.080
 C8U  C16  H14  single    0.930  0.020  1.080
 C8U  C25  H15  single    0.970  0.020  1.090
 C8U  C25  H16  single    0.970  0.020  1.090
 C8U  C25  H17  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
 C8U  H1   C13  C14  118.50  3.000
 C8U  H1   C13  C12  118.93  3.000
 C8U  C14  C13  C12  122.57  3.000
 C8U  H2   C15  C16  119.98  3.000
 C8U  H2   C15  C14  120.86  3.000
 C8U  C16  C15  C14  119.16  3.000
 C8U  C18  C17  C16  113.05  3.000
 C8U  C18  C17  C12  127.17  3.000
 C8U  C16  C17  C12  119.78  3.000
 C8U  N07  C02  C03  118.92  3.000
 C8U  N07  C02  C01  112.79  3.000
 C8U  C03  C02  C01  128.28  3.000
 C8U  C04  C03  C02  122.04  3.000
 C8U  C02  C03  C22  124.97  3.000
 C8U  C04  C03  C22  112.98  3.000
 C8U  H6   C04  C12  110.65  3.000
 C8U  H6   C04  C05  108.33  3.000
 C8U  C12  C04  C05  110.24  3.000
 C8U  H6   C04  C03  107.33  3.000
 C8U  C05  C04  C03  110.94  3.000
 C8U  C12  C04  C03  109.30  3.000
 C8U  N09  C05  C06  121.27  3.000
 C8U  C06  C05  C04  123.36  3.000
 C8U  N09  C05  C04  115.35  3.000
 C8U  C08  C06  N07  113.95  3.000
 C8U  N07  C06  C05  117.66  3.000
 C8U  C08  C06  C05  128.39  3.000
 C8U  H9   N07  C06  117.08  3.000
 C8U  H9   N07  C02  116.93  3.000
 C8U  C06  N07  C02  125.77  3.000
 C8U  H12  C08  H11  108.14  3.000
 C8U  H12  C08  H10  107.62  3.000
 C8U  H11  C08  H10  108.15  3.000
 C8U  H12  C08  C06  111.43  3.000
 C8U  H11  C08  C06  110.13  3.000
 C8U  H10  C08  C06  111.23  3.000
 C8U  O11  N09  O10  121.98  3.000
 C8U  O11  N09  C05  117.07  3.000
 C8U  O10  N09  C05  120.95  3.000
 C8U  C04  C12  C17  127.25  3.000
 C8U  C04  C12  C13  115.17  3.000
 C8U  C17  C12  C13  117.57  3.000
 C8U  H13  C14  C15  120.60  3.000
 C8U  H13  C14  C13  120.00  3.000
 C8U  C15  C14  C13  119.40  3.000
 C8U  H14  C16  C17  120.25  3.000
 C8U  H14  C16  C15  118.23  3.000
 C8U  C17  C16  C15  121.52  3.000
 C8U  F21  C18  F20  106.00  3.000
 C8U  F21  C18  F19  105.98  3.000
 C8U  F20  C18  F19  106.31  3.000
 C8U  F21  C18  C17  110.21  3.000
 C8U  F19  C18  C17  110.48  3.000
 C8U  F20  C18  C17  117.19  3.000
 C8U  C25  O24  C22  117.49  3.000
 C8U  H17  C25  H16  109.22  3.000
 C8U  H17  C25  H15  109.37  3.000
 C8U  H16  C25  H15  109.31  3.000
 C8U  H17  C25  O24  111.52  3.000
 C8U  H16  C25  O24  111.58  3.000
 C8U  H15  C25  O24  105.76  3.000
 C8U  O24  C22  O23  122.54  3.000
 C8U  O23  C22  C03  122.34  3.000
 C8U  O24  C22  C03  115.11  3.000
 C8U  H5   C01  H4   107.75  3.000
 C8U  H5   C01  H3   107.80  3.000
 C8U  H4   C01  H3   107.67  3.000
 C8U  H5   C01  C02  111.58  3.000
 C8U  H4   C01  C02  110.49  3.000
 C8U  H3   C01  C02  111.37  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
 C8U  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 C8U  CONST_02  C16  C17  C12  C13    0.00   0.0  0
 C8U  CONST_03  C12  C17  C16  C15    0.00   0.0  0
 C8U  CONST_04  C12  C13  C14  C15    0.00   0.0  0
 C8U  CONST_05  C14  C15  C16  C17    0.00   0.0  0
 C8U  CONST_06  C14  C13  C12  C17    0.00   0.0  0
 C8U  CONST_07  C16  C17  C12  C04  180.00   0.0  0
 C8U  CONST_08  C14  C13  C12  C04  180.00   0.0  0
 C8U  CONST_09  C18  C17  C12  C13  180.00   0.0  0
 C8U  CONST_10  C18  C17  C16  C15  180.00   0.0  0
 C8U  CONST_11  C18  C17  C12  C04    0.00   0.0  0
 C8U  CONST_12  H2   C15  C14  C13  180.00   0.0  0
 C8U  CONST_13  H1   C13  C14  C15  180.00   0.0  0
 C8U  CONST_14  H14  C16  C17  C12  180.00   0.0  0
 C8U  CONST_15  H13  C14  C13  C12  180.00   0.0  0
 C8U  Var_01    C05  C06  N07  C02   -5.56  30.0  1
 C8U  Var_02    C06  N07  C02  C03    6.68  30.0  1
 C8U  Var_03    N07  C06  C05  C04   -4.63  30.0  1
 C8U  Var_04    N07  C02  C03  C04    2.42  30.0  1
 C8U  Var_05    O24  C22  C03  C02   -6.40  30.0  2
 C8U  Var_06    O10  N09  C05  C04  179.21  30.0  2
 C8U  Var_07    F20  C18  C17  C12    2.55  30.0  2
 C8U  Var_08    H3   C01  C02  C03   65.50  30.0  3
 C8U  Var_09    H10  C08  C06  C05   64.82  30.0  3
 C8U  Var_10    H15  C25  O24  C22  179.74  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
 C8U  chir_01  C04  C12  C05  C03  positiv

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
 C8U  plan-1  C13  0.020
 C8U  plan-1  C15  0.020
 C8U  plan-1  C17  0.020
 C8U  plan-1  C04  0.020
 C8U  plan-1  C12  0.020
 C8U  plan-1  C14  0.020
 C8U  plan-1  C16  0.020
 C8U  plan-1  C18  0.020
 C8U  plan-1  H1   0.020
 C8U  plan-1  H2   0.020
 C8U  plan-1  H13  0.020
 C8U  plan-1  H14  0.020
 C8U  plan-2  C02  0.020
 C8U  plan-2  C06  0.020
 C8U  plan-2  N07  0.020
 C8U  plan-2  H9   0.020
 C8U  plan-3  C05  0.020
 C8U  plan-3  N09  0.020
 C8U  plan-3  O10  0.020
 C8U  plan-3  O11  0.020
 C8U  plan-4  C03  0.020
 C8U  plan-4  O23  0.020
 C8U  plan-4  O24  0.020
 C8U  plan-4  C22  0.020

