# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:29:29 2022
#   Inital geometry file: a 122 line input string
#   Ligand name: ~{N}-[(1~{R},2~{R})-7-chloranyl-2-oxidanyl-1,2,3,4-tetrahydronaphthalen-1-yl]-4-ethanoyl-3-ethyl-5-methyl-1~{H}-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1c([nH]c(C)c1C(C)=O)C(=O)N[C@H]2[C@H](O)CCc3ccc(Cl)cc23
#
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
 71X  71X  ~{N}-[(1~{R},2~{R})-7-chloranyl-2-oxidanyl-1,2,3,4-tetrahydronaphthalen-1-yl]-4-ethanoyl-3-ethyl-5-methyl-1~{H}-pyrrole-2-carboxamide  ligand  49  26  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_71X
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
 71X  N1   N   NR15  0  -0.681  -1.9125  -1.0501  -1.1465
 71X  C4   C   CR16  0  -0.309   5.1450   0.7878  -0.9528
 71X  C5   C   CR16  0  -0.213   4.7433   2.1100  -1.0159
 71X  C6   C   CR6   0  -0.045   3.4522   2.4252  -0.6213
 71X  C7   C   CR16  0  -0.239   2.5822   1.4474  -0.1788
 71X  C8   C   CR66  0   0.056   2.9935   0.1169  -0.1227
 71X  C10  C   C     0   0.537  -0.3934  -0.5687   0.7738
 71X  C13  C   CH2   0  -0.544  -3.0507   0.8067   1.8105
 71X  C15  C   CR5   0  -0.163  -3.8173  -0.1140  -0.5519
 71X  C17  C   CH3   0  -0.805  -5.8434   1.1815   0.3634
 71X  O2   O   O     0  -0.428  -5.8705  -0.0356  -1.6575
 71X  C16  C   C     0   0.310  -5.2123   0.3066  -0.6873
 71X  C19  C   CH3   0  -0.723  -3.6404  -1.3939  -2.8532
 71X  C18  C   CR5   0   0.366  -3.1714  -0.8518  -1.5509
 71X  C14  C   CH3   0  -0.665  -3.5761  -0.1216   2.9050
 71X  O1   O   O     0  -0.481  -0.2986  -0.5309   1.9934
 71X  C11  C   CR5   0   0.146  -1.6958  -0.4976   0.0952
 71X  C9   C   CR16  0  -0.143   2.0231  -0.9254   0.4038
 71X  C3   C   CR66  0   0.086   4.2915  -0.2218  -0.5105
 71X  C2   C   C     0  -0.516   4.7769  -1.6463  -0.4870
 71X  C1   C   C     0  -0.493   3.9136  -2.5421   0.3865
 71X  C12  C   CR5   0   0.035  -2.8676   0.1019   0.5010
 71X  N    N   NH1   0  -0.664   0.6776  -0.6617  -0.0472
 71X  C    C   CR16  0   0.085   2.4468  -2.3450   0.0389
 71X  O    O   OH1   0  -0.667   1.5943  -3.2142   0.7421
 71X  H2   H   HNR5  0   0.412  -1.2566  -1.6275  -1.6504
 71X  H8   H   HCR6  0   0.261   6.1521   0.5306  -1.2582
 71X  H9   H   HCR6  0   0.277   5.4224   2.8775  -1.3619
 71X  H10  H   HCR6  0   0.270   1.5797   1.7179   0.1256
 71X  H12  H   HCH2  0   0.243  -3.7159   1.6604   1.6969
 71X  H13  H   HCH2  0   0.250  -2.0948   1.2158   2.1343
 71X  H17  H   HCH3  0   0.265  -5.3387   2.1476   0.4150
 71X  H19  H   HCH3  0   0.265  -6.8904   1.3515   0.1208
 71X  H18  H   HCH3  0   0.262  -5.7831   0.7316   1.3538
 71X  H20  H   HCH3  0   0.259  -4.4541  -2.1048  -2.7183
 71X  H21  H   HCH3  0   0.259  -4.0116  -0.6014  -3.5012
 71X  H22  H   HCH3  0   0.246  -2.8265  -1.9019  -3.3697
 71X  H16  H   HCH3  0   0.220  -4.5401  -0.5595   2.6426
 71X  H14  H   HCH3  0   0.233  -2.8765  -0.9381   3.0760
 71X  H15  H   HCH3  0   0.230  -3.7009   0.4214   3.8425
 71X  H11  H   HCR6  0   0.280   2.0146  -0.8524   1.4955
 71X  H7   H   H     0   0.255   4.7840  -2.0310  -1.5121
 71X  H6   H   H     0   0.261   5.8155  -1.6754  -0.1525
 71X  H4   H   H     0   0.251   4.1975  -3.5868   0.2372
 71X  H5   H   H     0   0.236   4.0719  -2.3128   1.4450
 71X  H1   H   HNH1  0   0.398   0.5511  -0.5451  -1.0405
 71X  H3   H   HCR6  0   0.206   2.3266  -2.4717  -1.0490
 71X  H    H   HOH1  0   0.453   1.7785  -4.1142   0.4557
 71X  CL   CL  CL    0  -0.135   2.9173   4.0754  -0.6804

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
 71X  C2   C3   single    1.505  0.020  1.505
 71X  C2   C1   single    1.520  0.020  1.520
 71X  C4   C5   aromatic  1.383  0.020  1.383
 71X  C4   C3   aromatic  1.394  0.020  1.394
 71X  C5   C6   aromatic  1.386  0.020  1.386
 71X  C3   C8   aromatic  1.396  0.020  1.396
 71X  C1   C    single    1.520  0.020  1.520
 71X  O1   C10  double    1.224  0.020  1.224
 71X  C6   C7   aromatic  1.382  0.020  1.382
 71X  C6   CL   single    1.736  0.020  1.736
 71X  C    O    single    1.406  0.020  1.406
 71X  C    C9   single    1.526  0.020  1.526
 71X  C8   C7   aromatic  1.394  0.020  1.394
 71X  C8   C9   single    1.518  0.020  1.518
 71X  C19  C18  single    1.487  0.020  1.487
 71X  N1   C18  aromatic  1.337  0.020  1.337
 71X  N1   C11  aromatic  1.376  0.020  1.376
 71X  C10  C11  single    1.470  0.020  1.470
 71X  C10  N    single    1.353  0.020  1.353
 71X  C9   N    single    1.443  0.020  1.443
 71X  C18  C15  aromatic  1.400  0.020  1.400
 71X  C11  C12  aromatic  1.377  0.020  1.377
 71X  C15  C12  aromatic  1.434  0.020  1.434
 71X  C15  C16  single    1.463  0.020  1.463
 71X  C12  C13  single    1.498  0.020  1.498
 71X  O2   C16  double    1.221  0.020  1.221
 71X  C16  C17  single    1.506  0.020  1.506
 71X  C13  C14  single    1.528  0.020  1.528
 71X  N1   H2   single    0.860  0.020  1.020
 71X  C4   H8   single    0.930  0.020  1.080
 71X  C5   H9   single    0.930  0.020  1.080
 71X  C7   H10  single    0.930  0.020  1.080
 71X  C13  H12  single    0.970  0.020  1.090
 71X  C13  H13  single    0.970  0.020  1.090
 71X  C17  H17  single    0.970  0.020  1.090
 71X  C17  H19  single    0.970  0.020  1.090
 71X  C17  H18  single    0.970  0.020  1.090
 71X  C19  H20  single    0.970  0.020  1.090
 71X  C19  H21  single    0.970  0.020  1.090
 71X  C19  H22  single    0.970  0.020  1.090
 71X  C14  H16  single    0.970  0.020  1.090
 71X  C14  H14  single    0.970  0.020  1.090
 71X  C14  H15  single    0.970  0.020  1.090
 71X  C9   H11  single    0.970  0.020  1.090
 71X  C2   H7   single    0.970  0.020  1.090
 71X  C2   H6   single    0.970  0.020  1.090
 71X  C1   H4   single    0.970  0.020  1.090
 71X  C1   H5   single    0.970  0.020  1.090
 71X  N    H1   single    0.860  0.020  1.020
 71X  C    H3   single    0.970  0.020  1.090
 71X  O    H    single    0.850  0.020  0.980

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
 71X  H2   N1   C11  125.31  3.000
 71X  H2   N1   C18  123.10  3.000
 71X  C11  N1   C18  111.20  3.000
 71X  H8   C4   C3   119.11  3.000
 71X  H8   C4   C5   118.95  3.000
 71X  C3   C4   C5   121.93  3.000
 71X  H9   C5   C6   120.96  3.000
 71X  H9   C5   C4   120.69  3.000
 71X  C6   C5   C4   118.35  3.000
 71X  CL   C6   C7   119.33  3.000
 71X  CL   C6   C5   119.57  3.000
 71X  C7   C6   C5   121.11  3.000
 71X  H10  C7   C8   120.05  3.000
 71X  H10  C7   C6   119.77  3.000
 71X  C8   C7   C6   120.18  3.000
 71X  C3   C8   C9   121.60  3.000
 71X  C9   C8   C7   118.73  3.000
 71X  C3   C8   C7   119.65  3.000
 71X  N    C10  C11  115.13  3.000
 71X  N    C10  O1   123.06  3.000
 71X  C11  C10  O1   121.80  3.000
 71X  H13  C13  H12  105.84  3.000
 71X  H13  C13  C12  109.23  3.000
 71X  H12  C13  C12  110.64  3.000
 71X  H13  C13  C14  108.49  3.000
 71X  H12  C13  C14  109.95  3.000
 71X  C12  C13  C14  112.47  3.000
 71X  C12  C15  C18  107.32  3.000
 71X  C12  C15  C16  130.99  3.000
 71X  C18  C15  C16  121.69  3.000
 71X  H18  C17  H19  108.68  3.000
 71X  H18  C17  H17  107.28  3.000
 71X  H19  C17  H17  108.50  3.000
 71X  H18  C17  C16  111.78  3.000
 71X  H19  C17  C16  109.79  3.000
 71X  H17  C17  C16  110.71  3.000
 71X  O2   C16  C17  119.42  3.000
 71X  C17  C16  C15  120.13  3.000
 71X  O2   C16  C15  120.45  3.000
 71X  H22  C19  H21  108.17  3.000
 71X  H22  C19  H20  108.21  3.000
 71X  H21  C19  H20  107.11  3.000
 71X  H22  C19  C18  110.46  3.000
 71X  H21  C19  C18  111.31  3.000
 71X  H20  C19  C18  111.43  3.000
 71X  C19  C18  C15  132.21  3.000
 71X  C15  C18  N1   107.26  3.000
 71X  C19  C18  N1   120.53  3.000
 71X  H15  C14  H14  108.17  3.000
 71X  H15  C14  H16  107.79  3.000
 71X  H14  C14  H16  107.73  3.000
 71X  H15  C14  C13  110.65  3.000
 71X  H14  C14  C13  110.31  3.000
 71X  H16  C14  C13  112.05  3.000
 71X  C12  C11  C10  129.70  3.000
 71X  C12  C11  N1   107.85  3.000
 71X  C10  C11  N1   122.44  3.000
 71X  H11  C9   C    107.63  3.000
 71X  H11  C9   N    107.00  3.000
 71X  C    C9   N    110.74  3.000
 71X  H11  C9   C8   107.77  3.000
 71X  N    C9   C8   111.23  3.000
 71X  C    C9   C8   112.22  3.000
 71X  C2   C3   C8   121.67  3.000
 71X  C8   C3   C4   118.79  3.000
 71X  C2   C3   C4   119.54  3.000
 71X  H6   C2   H7   105.75  3.000
 71X  H6   C2   C1   110.40  3.000
 71X  H7   C2   C1   109.55  3.000
 71X  H6   C2   C3   109.68  3.000
 71X  H7   C2   C3   108.66  3.000
 71X  C1   C2   C3   112.55  3.000
 71X  H5   C1   H4   107.14  3.000
 71X  H5   C1   C    109.48  3.000
 71X  H4   C1   C    110.08  3.000
 71X  H5   C1   C2   110.50  3.000
 71X  H4   C1   C2   109.71  3.000
 71X  C    C1   C2   109.89  3.000
 71X  C11  C12  C15  106.35  3.000
 71X  C15  C12  C13  129.16  3.000
 71X  C11  C12  C13  124.48  3.000
 71X  H1   N    C9   116.49  3.000
 71X  H1   N    C10  119.38  3.000
 71X  C9   N    C10  124.13  3.000
 71X  H3   C    O    110.89  3.000
 71X  H3   C    C1   108.43  3.000
 71X  O    C    C1   112.99  3.000
 71X  H3   C    C9   108.22  3.000
 71X  O    C    C9   106.69  3.000
 71X  C1   C    C9   109.50  3.000
 71X  H    O    C    108.26  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
 71X  CONST_01  C12  C15  C18  N1      0.00   0.0  0
 71X  CONST_02  C15  C12  C11  N1      0.00   0.0  0
 71X  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 71X  CONST_04  C7   C8   C3   C4      0.00   0.0  0
 71X  CONST_05  C8   C3   C4   C5      0.00   0.0  0
 71X  CONST_06  C8   C7   C6   C5      0.00   0.0  0
 71X  CONST_07  C3   C4   C5   C6      0.00   0.0  0
 71X  CONST_08  C3   C8   C7   C6      0.00   0.0  0
 71X  CONST_09  C11  N1   C18  C15     0.00   0.0  0
 71X  CONST_10  C12  C11  N1   C18     0.00   0.0  0
 71X  CONST_11  C11  C12  C15  C18     0.00   0.0  0
 71X  CONST_12  C16  C15  C18  N1    180.00   0.0  0
 71X  CONST_13  C13  C12  C11  N1    180.00   0.0  0
 71X  CONST_14  CL   C6   C5   C4    180.00   0.0  0
 71X  CONST_15  CL   C6   C7   C8    180.00   0.0  0
 71X  CONST_16  C18  N1   C11  C10   180.00   0.0  0
 71X  CONST_17  C15  C12  C11  C10   180.00   0.0  0
 71X  CONST_18  C18  C15  C12  C13   180.00   0.0  0
 71X  CONST_19  C11  C12  C15  C16   180.00   0.0  0
 71X  CONST_20  C11  N1   C18  C19   180.00   0.0  0
 71X  CONST_21  C12  C15  C18  C19   180.00   0.0  0
 71X  CONST_22  H10  C7   C6   C5    180.00   0.0  0
 71X  CONST_23  H8   C4   C5   C6    180.00   0.0  0
 71X  CONST_24  H9   C5   C6   C7    180.00   0.0  0
 71X  CONST_25  H2   N1   C18  C15   180.00   0.0  0
 71X  CONST_26  C9   N    C10  C11   180.00   0.0  0
 71X  CONST_27  C9   N    C10  O1      0.00   0.0  0
 71X  CONST_28  H1   N    C10  C11     0.00   0.0  0
 71X  Var_01    C1   C2   C3   C4    162.84  30.0  1
 71X  Var_02    C    C1   C2   C3     49.17  30.0  1
 71X  Var_03    O1   C10  C11  N1   -153.34  30.0  2
 71X  Var_04    C14  C13  C12  C15    87.22  30.0  2
 71X  Var_05    C18  C15  C16  C17  -175.66  30.0  2
 71X  Var_06    H20  C19  C18  N1    118.59  30.0  2
 71X  Var_07    H17  C17  C16  C15    62.92  30.0  3
 71X  Var_08    H16  C14  C13  C12   -59.51  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
 71X  chir_01  C9  C  C8  N   negativ
 71X  chir_02  C   O  C9  C1  negativ

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
 71X  plan-1  N1   0.020
 71X  plan-1  C10  0.020
 71X  plan-1  C13  0.020
 71X  plan-1  C15  0.020
 71X  plan-1  C16  0.020
 71X  plan-1  C19  0.020
 71X  plan-1  C18  0.020
 71X  plan-1  C11  0.020
 71X  plan-1  C12  0.020
 71X  plan-1  H2   0.020
 71X  plan-2  C4   0.020
 71X  plan-2  C5   0.020
 71X  plan-2  C6   0.020
 71X  plan-2  C7   0.020
 71X  plan-2  C8   0.020
 71X  plan-2  C9   0.020
 71X  plan-2  C3   0.020
 71X  plan-2  C2   0.020
 71X  plan-2  H8   0.020
 71X  plan-2  H9   0.020
 71X  plan-2  H10  0.020
 71X  plan-2  CL   0.020
 71X  plan-3  C10  0.020
 71X  plan-3  O1   0.020
 71X  plan-3  C11  0.020
 71X  plan-3  C9   0.020
 71X  plan-3  N    0.020
 71X  plan-3  H1   0.020
 71X  plan-4  C15  0.020
 71X  plan-4  C17  0.020
 71X  plan-4  O2   0.020
 71X  plan-4  C16  0.020

