# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 15:56:54 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: ethyl methyl 4-(2,3-dichlorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c(C)nc(C)c(C(=O)OC)c1c2cccc(Cl)c2Cl
#
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
 93R  93R  'ethyl methyl 4-(2,3-dichlorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate'  ligand  42  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_93R
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
 93R  O1   O   O     0  -0.428   1.2217  -3.1129   1.7637
 93R  O2   O   O     0  -0.423  -3.1197   1.2493  -1.4794
 93R  O3   O   O2    0  -0.436  -2.3938   1.6174   0.5995
 93R  C15  C   CH3   0  -0.424  -2.6996   3.0091   0.4957
 93R  C6   C   CR6   0  -0.146  -2.1180  -0.5305  -0.2559
 93R  C5   C   CR6   0   0.262  -2.9339  -1.6182  -0.5852
 93R  C16  C   CH3   0  -0.734  -4.3287  -1.4539  -1.1073
 93R  N    N   N     0  -0.452  -2.5150  -2.8685  -0.4287
 93R  C4   C   CR6   0   0.260  -1.2953  -3.1287   0.0236
 93R  C17  C   CH3   0  -0.738  -0.9244  -4.5744   0.1474
 93R  C7   C   CR6   0   0.307  -0.8354  -0.7781   0.2279
 93R  C3   C   CR6   0  -0.144  -0.4115  -2.0978   0.3515
 93R  C2   C   C     0   0.475   0.9699  -2.3993   0.8260
 93R  O    O   O2    0  -0.435   1.8682  -1.7861   0.0825
 93R  C1   C   CH2   0  -0.185   3.2495  -1.8513   0.4754
 93R  C    C   CH3   0  -0.682   4.0297  -0.9458  -0.4454
 93R  C8   C   CR6   0   0.069   0.0748   0.3158   0.6490
 93R  C13  C   CR16  0  -0.280   0.3081   0.5180   2.0025
 93R  C12  C   CR16  0  -0.238   1.1738   1.5129   2.4268
 93R  C11  C   CR16  0  -0.228   1.8199   2.3143   1.5015
 93R  C10  C   CR6   0   0.012   1.5972   2.1138   0.1479
 93R  CL   CL  CL    0  -0.090   2.4356   3.0885  -0.9967
 93R  C9   C   CR6   0  -0.044   0.7278   1.1174  -0.2803
 93R  CL1  CL  CL    0  -0.085   0.4861   0.8405  -1.9607
 93R  H1   H   HCH3  0   0.256  -2.4445   3.4411   1.4581
 93R  H2   H   HCH3  0   0.240  -2.1058   3.4839  -0.2848
 93R  H3   H   HCH3  0   0.246  -3.7576   3.1695   0.2926
 93R  H4   H   HCH3  0   0.265  -4.3191  -1.1150  -2.1432
 93R  H5   H   HCH3  0   0.257  -4.8459  -2.4092  -1.0679
 93R  H6   H   HCH3  0   0.253  -4.9016  -0.7260  -0.5338
 93R  H7   H   HCH3  0   0.255   0.0505  -4.7890  -0.2900
 93R  H8   H   HCH3  0   0.265  -0.8816  -4.8764   1.1943
 93R  H9   H   HCH3  0   0.259  -1.6703  -5.1870  -0.3525
 93R  H10  H   HCH2  0   0.238   3.3483  -1.5331   1.5152
 93R  H11  H   HCH2  0   0.244   3.5984  -2.8830   0.4036
 93R  H12  H   HCH3  0   0.239   3.9429  -1.2580  -1.4858
 93R  H13  H   HCH3  0   0.232   3.7001   0.0901  -0.3639
 93R  H14  H   HCH3  0   0.242   5.0836  -0.9840  -0.1720
 93R  H15  H   HCR6  0   0.276  -0.2038  -0.1007   2.7275
 93R  H16  H   HCR6  0   0.278   1.3472   1.6680   3.4824
 93R  H17  H   HCR6  0   0.291   2.4990   3.0912   1.8243
 93R  C14  C   C     0   0.469  -2.6024   0.8633  -0.4626

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
 93R  CL   C10  single    1.721  0.020  1.721
 93R  C11  C10  aromatic  1.386  0.020  1.386
 93R  C11  C12  aromatic  1.384  0.020  1.384
 93R  C10  C9   aromatic  1.390  0.020  1.390
 93R  C12  C13  aromatic  1.385  0.020  1.385
 93R  C15  O3   single    1.429  0.020  1.429
 93R  O3   C14  single    1.319  0.020  1.319
 93R  O2   C14  double    1.204  0.020  1.204
 93R  C9   CL1  single    1.720  0.020  1.720
 93R  C9   C8   aromatic  1.390  0.020  1.390
 93R  C13  C8   aromatic  1.388  0.020  1.388
 93R  C14  C6   single    1.490  0.020  1.490
 93R  C8   C7   single    1.484  0.020  1.484
 93R  C6   C7   aromatic  1.393  0.020  1.393
 93R  C6   C5   aromatic  1.399  0.020  1.399
 93R  C    C1   single    1.509  0.020  1.509
 93R  C7   C3   aromatic  1.392  0.020  1.392
 93R  C16  C5   single    1.498  0.020  1.498
 93R  C5   N    aromatic  1.328  0.020  1.328
 93R  C3   C2   single    1.491  0.020  1.491
 93R  C3   C4   aromatic  1.397  0.020  1.397
 93R  C1   O    single    1.438  0.020  1.438
 93R  N    C4   aromatic  1.327  0.020  1.327
 93R  C2   O1   double    1.205  0.020  1.205
 93R  C2   O    single    1.317  0.020  1.317
 93R  C4   C17  single    1.498  0.020  1.498
 93R  C15  H1   single    0.970  0.020  1.090
 93R  C15  H2   single    0.970  0.020  1.090
 93R  C15  H3   single    0.970  0.020  1.090
 93R  C16  H4   single    0.970  0.020  1.090
 93R  C16  H5   single    0.970  0.020  1.090
 93R  C16  H6   single    0.970  0.020  1.090
 93R  C17  H7   single    0.970  0.020  1.090
 93R  C17  H8   single    0.970  0.020  1.090
 93R  C17  H9   single    0.970  0.020  1.090
 93R  C1   H10  single    0.970  0.020  1.090
 93R  C1   H11  single    0.970  0.020  1.090
 93R  C    H12  single    0.970  0.020  1.090
 93R  C    H13  single    0.970  0.020  1.090
 93R  C    H14  single    0.970  0.020  1.090
 93R  C13  H15  single    0.930  0.020  1.080
 93R  C12  H16  single    0.930  0.020  1.080
 93R  C11  H17  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
 93R  C15  O3   C14  117.68  3.000
 93R  H3   C15  H2   109.36  3.000
 93R  H3   C15  H1   109.58  3.000
 93R  H2   C15  H1   109.48  3.000
 93R  H3   C15  O3   111.41  3.000
 93R  H2   C15  O3   111.09  3.000
 93R  H1   C15  O3   105.85  3.000
 93R  C7   C6   C5   118.72  3.000
 93R  C5   C6   C14  120.33  3.000
 93R  C7   C6   C14  120.92  3.000
 93R  N    C5   C16  115.98  3.000
 93R  N    C5   C6   121.35  3.000
 93R  C16  C5   C6   122.66  3.000
 93R  H6   C16  H5   108.53  3.000
 93R  H6   C16  H4   107.29  3.000
 93R  H5   C16  H4   108.17  3.000
 93R  H6   C16  C5   112.29  3.000
 93R  H5   C16  C5   109.51  3.000
 93R  H4   C16  C5   110.92  3.000
 93R  C4   N    C5   121.00  3.000
 93R  C3   C4   C17  122.44  3.000
 93R  C17  C4   N    116.44  3.000
 93R  C3   C4   N    121.12  3.000
 93R  H9   C17  H8   108.20  3.000
 93R  H9   C17  H7   108.56  3.000
 93R  H8   C17  H7   107.20  3.000
 93R  H9   C17  C4   109.64  3.000
 93R  H8   C17  C4   110.89  3.000
 93R  H7   C17  C4   112.24  3.000
 93R  C8   C7   C3   119.14  3.000
 93R  C3   C7   C6   118.68  3.000
 93R  C8   C7   C6   122.16  3.000
 93R  C2   C3   C7   120.14  3.000
 93R  C2   C3   C4   120.76  3.000
 93R  C7   C3   C4   119.10  3.000
 93R  O    C2   C3   110.97  3.000
 93R  O    C2   O1   124.91  3.000
 93R  C3   C2   O1   124.12  3.000
 93R  C1   O    C2   118.67  3.000
 93R  H11  C1   H10  108.01  3.000
 93R  H11  C1   C    111.21  3.000
 93R  H10  C1   C    111.07  3.000
 93R  H11  C1   O    109.39  3.000
 93R  H10  C1   O    109.51  3.000
 93R  C    C1   O    107.63  3.000
 93R  H14  C    H13  107.88  3.000
 93R  H14  C    H12  107.85  3.000
 93R  H13  C    H12  108.64  3.000
 93R  H14  C    C1   109.03  3.000
 93R  H13  C    C1   111.61  3.000
 93R  H12  C    C1   111.68  3.000
 93R  C9   C8   C13  119.26  3.000
 93R  C13  C8   C7   119.15  3.000
 93R  C9   C8   C7   121.56  3.000
 93R  H15  C13  C12  120.07  3.000
 93R  H15  C13  C8   119.37  3.000
 93R  C12  C13  C8   120.55  3.000
 93R  H16  C12  C11  119.66  3.000
 93R  H16  C12  C13  120.16  3.000
 93R  C11  C12  C13  120.18  3.000
 93R  H17  C11  C10  119.76  3.000
 93R  H17  C11  C12  120.64  3.000
 93R  C10  C11  C12  119.60  3.000
 93R  C9   C10  CL   120.38  3.000
 93R  C9   C10  C11  120.33  3.000
 93R  CL   C10  C11  119.28  3.000
 93R  CL1  C9   C10  120.28  3.000
 93R  CL1  C9   C8   119.62  3.000
 93R  C10  C9   C8   120.08  3.000
 93R  C6   C14  O3   111.82  3.000
 93R  C6   C14  O2   123.82  3.000
 93R  O3   C14  O2   124.36  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
 93R  CONST_03  C4   C3   C7   C6      0.00   0.0  0
 93R  CONST_04  C4   N    C5   C6      0.00   0.0  0
 93R  CONST_05  C8   C7   C6   C5    180.00   0.0  0
 93R  CONST_06  C3   C7   C6   C5      0.00   0.0  0
 93R  CONST_07  C3   C4   N    C5      0.00   0.0  0
 93R  CONST_08  C7   C6   C5   N       0.00   0.0  0
 93R  CONST_09  C7   C3   C4   N       0.00   0.0  0
 93R  CONST_10  C8   C7   C3   C4    180.00   0.0  0
 93R  CONST_11  C10  C9   C8   C7    180.00   0.0  0
 93R  CONST_12  C12  C13  C8   C7    180.00   0.0  0
 93R  CONST_15  C11  C10  C9   C8      0.00   0.0  0
 93R  CONST_16  C11  C12  C13  C8      0.00   0.0  0
 93R  CONST_17  C10  C11  C12  C13     0.00   0.0  0
 93R  CONST_18  C10  C9   C8   C13     0.00   0.0  0
 93R  CONST_19  C9   C10  C11  C12     0.00   0.0  0
 93R  CONST_20  C9   C8   C13  C12     0.00   0.0  0
 93R  CONST_21  C8   C7   C6   C14     0.00   0.0  0
 93R  CONST_22  C3   C7   C6   C14   180.00   0.0  0
 93R  CONST_23  N    C5   C6   C14   180.00   0.0  0
 93R  CONST_24  C2   C3   C7   C6    180.00   0.0  0
 93R  CONST_25  C17  C4   N    C5    180.00   0.0  0
 93R  CONST_26  C7   C6   C5   C16   180.00   0.0  0
 93R  CONST_27  C4   N    C5   C16   180.00   0.0  0
 93R  CONST_28  C2   C3   C4   N     180.00   0.0  0
 93R  CONST_29  C7   C3   C4   C17   180.00   0.0  0
 93R  CONST_30  CL1  C9   C8   C7      0.00   0.0  0
 93R  CONST_31  C8   C7   C3   C2      0.00   0.0  0
 93R  CONST_32  CL   C10  C9   C8    180.00   0.0  0
 93R  CONST_33  CL1  C9   C8   C13   180.00   0.0  0
 93R  CONST_34  CL   C10  C11  C12   180.00   0.0  0
 93R  CONST_35  CL1  C9   C10  C11   180.00   0.0  0
 93R  CONST_36  H15  C13  C8   C7      0.00   0.0  0
 93R  CONST_37  H16  C12  C13  C8    180.00   0.0  0
 93R  CONST_38  H17  C11  C12  C13   180.00   0.0  0
 93R  Var_01    C7   C3   C2   O1    125.20  30.0  2
 93R  Var_02    C7   C6   C14  O2    130.17  30.0  2
 93R  Var_03    H4   C16  C5   C6     74.07  30.0  2
 93R  Var_04    H7   C17  C4   N     132.11  30.0  2
 93R  Var_05    C6   C14  O3   C15   174.44  30.0  3
 93R  Var_06    C    C1   O    C2   -173.62  30.0  1
 93R  Var_07    H1   C15  O3   C14  -179.12  30.0  3
 93R  Var_08    H12  C    C1   O     -60.48  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
 93R  plan-1  C6   0.020
 93R  plan-1  C5   0.020
 93R  plan-1  C16  0.020
 93R  plan-1  N    0.020
 93R  plan-1  C4   0.020
 93R  plan-1  C17  0.020
 93R  plan-1  C7   0.020
 93R  plan-1  C3   0.020
 93R  plan-1  C2   0.020
 93R  plan-1  C8   0.020
 93R  plan-1  C14  0.020
 93R  plan-2  C7   0.020
 93R  plan-2  C8   0.020
 93R  plan-2  C13  0.020
 93R  plan-2  C12  0.020
 93R  plan-2  C11  0.020
 93R  plan-2  C10  0.020
 93R  plan-2  CL   0.020
 93R  plan-2  C9   0.020
 93R  plan-2  CL1  0.020
 93R  plan-2  H15  0.020
 93R  plan-2  H16  0.020
 93R  plan-2  H17  0.020
 93R  plan-3  O2   0.020
 93R  plan-3  O3   0.020
 93R  plan-3  C6   0.020
 93R  plan-3  C14  0.020
 93R  plan-4  O1   0.020
 93R  plan-4  C3   0.020
 93R  plan-4  C2   0.020
 93R  plan-4  O    0.020

