# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 12:40:04 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: methyl 4-[5,6-bis(chloranyl)-1~{H}-indol-3-yl]-3-(5-chloranyl-1~{H}-indol-3-yl)-1~{H}-pyrrole-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1[nH]cc(c2c[nH]c3cc(Cl)c(Cl)cc23)c1c4c[nH]c5ccc(Cl)cc45
#
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
 7U8  7U8  "methyl 4-[5,6-bis(chloranyl)-1H-indol-3-yl]-3-(5-chloranyl-1H-indol-3-yl)-1H-pyrrole-2-carboxylate"  ligand  44  30  .  2022-09-16  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_7U8
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
 7U8  C10  C   CR5   0  -0.038  -2.9654  -23.4961  27.4444
 7U8  C11  C   CR15  0  -0.073  -1.9563  -22.5881  27.6159
 7U8  C13  C   CR56  0   0.372  -1.0170  -24.5685  27.9826
 7U8  C14  C   CR16  0  -0.270  -0.1488  -25.6173  28.2645
 7U8  C15  C   CR6   0  -0.026  -0.6676  -26.8954  28.2380
 7U8  C16  C   CR6   0  -0.015  -2.0225  -27.1281  27.9356
 7U8  C17  C   CR16  0  -0.349  -2.8773  -26.0834  27.6532
 7U8  C18  C   CR56  0   0.034  -2.3781  -24.7807  27.6772
 7U8  C21  C   CR5   0  -0.032  -5.3733  -23.1259  29.4500
 7U8  C22  C   CR15  0  -0.079  -4.7858  -24.1176  30.1914
 7U8  C1   C   CH3   0  -0.423  -8.3450  -20.5202  26.4712
 7U8  C5   C   CR5   0   0.071  -6.5621  -22.7435  27.2262
 7U8  C6   C   CR5   0   0.029  -5.4506  -23.0576  27.9976
 7U8  C7   C   CR5   0  -0.042  -4.3578  -23.2066  27.1013
 7U8  C8   C   CR15  0  -0.074  -4.8515  -22.9997  25.8296
 7U8  C24  C   CR56  0   0.365  -5.5035  -22.6285  31.6807
 7U8  C25  C   CR56  0   0.011  -5.8364  -22.1521  30.3947
 7U8  C26  C   CR16  0  -0.361  -6.4746  -20.9158  30.2664
 7U8  C27  C   CR6   0  -0.050  -6.7724  -20.2195  31.4166
 7U8  C28  C   CR16  0  -0.243  -6.4564  -20.7024  32.6945
 7U8  C29  C   CR16  0  -0.305  -5.8112  -21.9144  32.8361
 7U8  N9   N   NR15  0  -0.621  -6.1611  -22.7071  25.9173
 7U8  N12  N   NR15  0  -0.685  -0.7946  -23.2265  27.9362
 7U8  N23  N   NR15  0  -0.686  -4.8676  -23.8235  31.5185
 7U8  O2   O   O2    0  -0.458  -8.7562  -21.8303  26.8691
 7U8  O4   O   O     0  -0.401  -8.4225  -23.1540  28.5940
 7U8  CL1  CL  CL    0  -0.114  -2.6328  -28.7456  27.9143
 7U8  CL2  CL  CL    0  -0.108   0.3792  -28.2247  28.5845
 7U8  CL3  CL  CL    0  -0.147  -7.5717  -18.6782  31.2878
 7U8  H1   H   HCR5  0   0.285  -1.9878  -21.5129  27.5336
 7U8  H2   H   HCR6  0   0.290   0.8940  -25.4473  28.4970
 7U8  H3   H   HCR6  0   0.275  -3.9166  -26.2758  27.4190
 7U8  H4   H   HCR5  0   0.289  -4.3210  -25.0333  29.8628
 7U8  H5   H   HCH3  0   0.259  -9.0951  -20.1625  25.7714
 7U8  H6   H   HCH3  0   0.244  -8.3195  -19.8545  27.3352
 7U8  H7   H   HCH3  0   0.233  -7.3720  -20.5017  25.9827
 7U8  H8   H   HCR5  0   0.285  -4.3479  -23.0452  24.8775
 7U8  H9   H   HCR6  0   0.265  -6.7160  -20.5057  29.2946
 7U8  H10  H   HCR6  0   0.271  -6.7146  -20.1221  33.5696
 7U8  H11  H   HCR6  0   0.270  -5.5547  -22.2904  33.8181
 7U8  H12  H   HNR5  0   0.424  -6.7686  -22.5929  25.1208
 7U8  H13  H   HNR5  0   0.416   0.0865  -22.7707  28.1102
 7U8  H14  H   HNR5  0   0.413  -4.5142  -24.4056  32.2601
 7U8  C3   C   C     0   0.500  -7.9554  -22.5872  27.6396

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
 7U8  C8   N9   aromatic  1.345  0.020  1.345
 7U8  C8   C7   aromatic  1.380  0.020  1.380
 7U8  N9   C5   aromatic  1.369  0.020  1.369
 7U8  C11  N12  aromatic  1.364  0.020  1.364
 7U8  C11  C10  aromatic  1.368  0.020  1.368
 7U8  N12  C13  aromatic  1.361  0.020  1.361
 7U8  O2   C1   single    1.430  0.020  1.430
 7U8  O2   C3   single    1.345  0.020  1.345
 7U8  C10  C7   single    1.463  0.020  1.463
 7U8  C10  C18  aromatic  1.432  0.020  1.432
 7U8  C7   C6   aromatic  1.421  0.020  1.421
 7U8  C13  C14  aromatic  1.390  0.020  1.390
 7U8  C13  C18  aromatic  1.411  0.020  1.411
 7U8  C5   C3   single    1.462  0.020  1.462
 7U8  C5   C6   aromatic  1.389  0.020  1.389
 7U8  C3   O4   double    1.204  0.020  1.204
 7U8  C14  C15  aromatic  1.380  0.020  1.380
 7U8  C18  C17  aromatic  1.395  0.020  1.395
 7U8  C6   C21  single    1.456  0.020  1.456
 7U8  C15  CL2  single    1.727  0.020  1.727
 7U8  C15  C16  aromatic  1.408  0.020  1.408
 7U8  C17  C16  aromatic  1.379  0.020  1.379
 7U8  C16  CL1  single    1.729  0.020  1.729
 7U8  C21  C22  aromatic  1.371  0.020  1.371
 7U8  C21  C25  aromatic  1.434  0.020  1.434
 7U8  C22  N23  aromatic  1.362  0.020  1.362
 7U8  C26  C25  aromatic  1.397  0.020  1.397
 7U8  C26  C27  aromatic  1.377  0.020  1.377
 7U8  C25  C24  aromatic  1.411  0.020  1.411
 7U8  N23  C24  aromatic  1.363  0.020  1.363
 7U8  CL3  C27  single    1.741  0.020  1.741
 7U8  C27  C28  aromatic  1.402  0.020  1.402
 7U8  C24  C29  aromatic  1.393  0.020  1.393
 7U8  C28  C29  aromatic  1.380  0.020  1.380
 7U8  C11  H1   single    0.930  0.020  1.080
 7U8  C14  H2   single    0.930  0.020  1.080
 7U8  C17  H3   single    0.930  0.020  1.080
 7U8  C22  H4   single    0.930  0.020  1.080
 7U8  C1   H5   single    0.970  0.020  1.090
 7U8  C1   H6   single    0.970  0.020  1.090
 7U8  C1   H7   single    0.970  0.020  1.090
 7U8  C8   H8   single    0.930  0.020  1.080
 7U8  C26  H9   single    0.930  0.020  1.080
 7U8  C28  H10  single    0.930  0.020  1.080
 7U8  C29  H11  single    0.930  0.020  1.080
 7U8  N9   H12  single    0.860  0.020  1.020
 7U8  N12  H13  single    0.860  0.020  1.020
 7U8  N23  H14  single    0.860  0.020  1.020

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
 7U8  C7   C10  C18  127.31  3.000
 7U8  C18  C10  C11  105.82  3.000
 7U8  C7   C10  C11  126.87  3.000
 7U8  H1   C11  N12  120.62  3.000
 7U8  H1   C11  C10  129.08  3.000
 7U8  N12  C11  C10  110.30  3.000
 7U8  N12  C13  C18  107.37  3.000
 7U8  C18  C13  C14  122.20  3.000
 7U8  N12  C13  C14  130.44  3.000
 7U8  H2   C14  C15  120.81  3.000
 7U8  H2   C14  C13  121.80  3.000
 7U8  C15  C14  C13  117.39  3.000
 7U8  CL2  C15  C16  119.95  3.000
 7U8  C16  C15  C14  121.28  3.000
 7U8  CL2  C15  C14  118.77  3.000
 7U8  CL1  C16  C17  119.17  3.000
 7U8  CL1  C16  C15  119.81  3.000
 7U8  C17  C16  C15  121.02  3.000
 7U8  H3   C17  C18  120.87  3.000
 7U8  H3   C17  C16  120.31  3.000
 7U8  C18  C17  C16  118.82  3.000
 7U8  C17  C18  C13  119.29  3.000
 7U8  C17  C18  C10  133.49  3.000
 7U8  C13  C18  C10  107.22  3.000
 7U8  C25  C21  C6   127.47  3.000
 7U8  C25  C21  C22  105.88  3.000
 7U8  C6   C21  C22  126.60  3.000
 7U8  H4   C22  N23  120.42  3.000
 7U8  H4   C22  C21  129.38  3.000
 7U8  N23  C22  C21  110.19  3.000
 7U8  H7   C1   H6   108.91  3.000
 7U8  H7   C1   H5   108.80  3.000
 7U8  H6   C1   H5   108.99  3.000
 7U8  H7   C1   O2   113.42  3.000
 7U8  H6   C1   O2   110.21  3.000
 7U8  H5   C1   O2   106.41  3.000
 7U8  N9   C5   C6   107.61  3.000
 7U8  C6   C5   C3   129.04  3.000
 7U8  N9   C5   C3   123.13  3.000
 7U8  C7   C6   C5   106.78  3.000
 7U8  C5   C6   C21  127.38  3.000
 7U8  C7   C6   C21  125.69  3.000
 7U8  C8   C7   C6   106.89  3.000
 7U8  C6   C7   C10  127.21  3.000
 7U8  C8   C7   C10  125.89  3.000
 7U8  H8   C8   N9   121.44  3.000
 7U8  H8   C8   C7   129.84  3.000
 7U8  N9   C8   C7   108.72  3.000
 7U8  N23  C24  C29  130.63  3.000
 7U8  C29  C24  C25  122.06  3.000
 7U8  N23  C24  C25  107.31  3.000
 7U8  C26  C25  C24  119.35  3.000
 7U8  C24  C25  C21  107.16  3.000
 7U8  C26  C25  C21  133.48  3.000
 7U8  H9   C26  C27  120.68  3.000
 7U8  H9   C26  C25  121.31  3.000
 7U8  C27  C26  C25  118.00  3.000
 7U8  CL3  C27  C28  118.41  3.000
 7U8  C28  C27  C26  122.57  3.000
 7U8  CL3  C27  C26  119.02  3.000
 7U8  H10  C28  C29  119.99  3.000
 7U8  H10  C28  C27  119.93  3.000
 7U8  C29  C28  C27  120.08  3.000
 7U8  H11  C29  C28  120.59  3.000
 7U8  H11  C29  C24  121.48  3.000
 7U8  C28  C29  C24  117.93  3.000
 7U8  H12  N9   C8   124.05  3.000
 7U8  H12  N9   C5   125.57  3.000
 7U8  C8   N9   C5   109.98  3.000
 7U8  H13  N12  C13  125.68  3.000
 7U8  H13  N12  C11  125.03  3.000
 7U8  C13  N12  C11  109.30  3.000
 7U8  H14  N23  C24  125.65  3.000
 7U8  H14  N23  C22  124.88  3.000
 7U8  C24  N23  C22  109.46  3.000
 7U8  C3   O2   C1   120.27  3.000
 7U8  O4   C3   O2   119.21  3.000
 7U8  O4   C3   C5   122.92  3.000
 7U8  O2   C3   C5   117.77  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
 7U8  CONST_01  C13  N12  C11  C10    0.00   0.0  0
 7U8  CONST_02  N9   C8   C7   C10  180.00   0.0  0
 7U8  CONST_03  C5   C6   C7   C10  180.00   0.0  0
 7U8  CONST_04  C21  C6   C7   C10    0.00   0.0  0
 7U8  CONST_05  N12  C13  C18  C10    0.00   0.0  0
 7U8  CONST_06  C14  C13  C18  C10  180.00   0.0  0
 7U8  CONST_07  C16  C17  C18  C10  180.00   0.0  0
 7U8  CONST_08  C14  C13  N12  C11  180.00   0.0  0
 7U8  CONST_09  C18  C13  N12  C11    0.00   0.0  0
 7U8  CONST_12  C13  C18  C10  C11    0.00   0.0  0
 7U8  CONST_13  C17  C18  C10  C11  180.00   0.0  0
 7U8  CONST_14  C16  C15  C14  C13    0.00   0.0  0
 7U8  CONST_15  C7   C10  C18  C13  180.00   0.0  0
 7U8  CONST_16  C16  C17  C18  C13    0.00   0.0  0
 7U8  CONST_17  C17  C18  C13  C14    0.00   0.0  0
 7U8  CONST_18  C17  C16  C15  C14    0.00   0.0  0
 7U8  CONST_19  N12  C13  C14  C15  180.00   0.0  0
 7U8  CONST_20  C18  C13  C14  C15    0.00   0.0  0
 7U8  CONST_21  C18  C17  C16  C15    0.00   0.0  0
 7U8  CONST_22  C7   C10  C18  C17    0.00   0.0  0
 7U8  CONST_23  N12  C13  C18  C17  180.00   0.0  0
 7U8  CONST_24  N12  C11  C10  C18    0.00   0.0  0
 7U8  CONST_27  C8   C7   C6   C21  180.00   0.0  0
 7U8  CONST_28  N9   C5   C6   C21  180.00   0.0  0
 7U8  CONST_29  C24  N23  C22  C21    0.00   0.0  0
 7U8  CONST_30  C27  C26  C25  C21  180.00   0.0  0
 7U8  CONST_31  N23  C24  C25  C21    0.00   0.0  0
 7U8  CONST_32  C29  C24  C25  C21  180.00   0.0  0
 7U8  CONST_35  C26  C25  C21  C22  180.00   0.0  0
 7U8  CONST_36  C24  C25  C21  C22    0.00   0.0  0
 7U8  CONST_37  C25  C24  N23  C22    0.00   0.0  0
 7U8  CONST_38  C29  C24  N23  C22  180.00   0.0  0
 7U8  CONST_39  C7   C8   N9   C5     0.00   0.0  0
 7U8  CONST_40  C8   C7   C6   C5     0.00   0.0  0
 7U8  CONST_42  N9   C8   C7   C6     0.00   0.0  0
 7U8  CONST_43  C8   N9   C5   C6     0.00   0.0  0
 7U8  CONST_44  N23  C22  C21  C6   180.00   0.0  0
 7U8  CONST_45  C26  C25  C21  C6     0.00   0.0  0
 7U8  CONST_46  C24  C25  C21  C6   180.00   0.0  0
 7U8  CONST_47  N12  C11  C10  C7   180.00   0.0  0
 7U8  CONST_48  N9   C5   C6   C7     0.00   0.0  0
 7U8  CONST_50  C27  C26  C25  C24    0.00   0.0  0
 7U8  CONST_51  C27  C28  C29  C24    0.00   0.0  0
 7U8  CONST_52  N23  C22  C21  C25    0.00   0.0  0
 7U8  CONST_53  C28  C27  C26  C25    0.00   0.0  0
 7U8  CONST_54  C28  C29  C24  C25    0.00   0.0  0
 7U8  CONST_55  N23  C24  C25  C26  180.00   0.0  0
 7U8  CONST_56  C29  C24  C25  C26    0.00   0.0  0
 7U8  CONST_57  C29  C28  C27  C26    0.00   0.0  0
 7U8  CONST_58  N23  C24  C29  C28  180.00   0.0  0
 7U8  CONST_59  CL2  C15  C14  C13  180.00   0.0  0
 7U8  CONST_60  CL1  C16  C15  C14  180.00   0.0  0
 7U8  CONST_61  CL2  C15  C16  C17  180.00   0.0  0
 7U8  CONST_62  CL1  C16  C17  C18  180.00   0.0  0
 7U8  CONST_63  C3   C5   C6   C21    0.00   0.0  0
 7U8  CONST_64  C8   N9   C5   C3   180.00   0.0  0
 7U8  CONST_65  C7   C6   C5   C3   180.00   0.0  0
 7U8  CONST_66  CL3  C27  C26  C25  180.00   0.0  0
 7U8  CONST_67  CL3  C27  C28  C29  180.00   0.0  0
 7U8  CONST_68  H13  N12  C11  C10  180.00   0.0  0
 7U8  CONST_69  H8   C8   C7   C10    0.00   0.0  0
 7U8  CONST_70  H3   C17  C18  C10    0.00   0.0  0
 7U8  CONST_71  H1   C11  N12  C13  180.00   0.0  0
 7U8  CONST_72  H3   C17  C18  C13  180.00   0.0  0
 7U8  CONST_73  H13  N12  C13  C14    0.00   0.0  0
 7U8  CONST_74  H3   C17  C16  C15  180.00   0.0  0
 7U8  CONST_75  H2   C14  C15  C16  180.00   0.0  0
 7U8  CONST_76  H1   C11  C10  C18  180.00   0.0  0
 7U8  CONST_77  H13  N12  C13  C18  180.00   0.0  0
 7U8  CONST_78  H2   C14  C13  C18  180.00   0.0  0
 7U8  CONST_79  H14  N23  C22  C21  180.00   0.0  0
 7U8  CONST_80  H9   C26  C25  C21    0.00   0.0  0
 7U8  CONST_81  H8   C8   N9   C5   180.00   0.0  0
 7U8  CONST_82  H8   C8   C7   C6   180.00   0.0  0
 7U8  CONST_83  H12  N9   C5   C6   180.00   0.0  0
 7U8  CONST_84  H4   C22  C21  C6     0.00   0.0  0
 7U8  CONST_85  H12  N9   C8   C7   180.00   0.0  0
 7U8  CONST_86  H1   C11  C10  C7     0.00   0.0  0
 7U8  CONST_87  H9   C26  C25  C24  180.00   0.0  0
 7U8  CONST_88  H4   C22  N23  C24  180.00   0.0  0
 7U8  CONST_89  H10  C28  C29  C24  180.00   0.0  0
 7U8  CONST_90  H4   C22  C21  C25  180.00   0.0  0
 7U8  CONST_91  H14  N23  C24  C25  180.00   0.0  0
 7U8  CONST_92  H11  C29  C24  C25  180.00   0.0  0
 7U8  CONST_93  H10  C28  C27  C26  180.00   0.0  0
 7U8  CONST_94  H11  C29  C28  C27  180.00   0.0  0
 7U8  CONST_95  H9   C26  C27  C28  180.00   0.0  0
 7U8  CONST_96  H14  N23  C24  C29    0.00   0.0  0
 7U8  CONST_97  H2   C14  C13  N12    0.00   0.0  0
 7U8  CONST_98  H11  C29  C24  N23    0.00   0.0  0
 7U8  Var_01    O2   C3   C5   C6   156.19  30.0  2
 7U8  Var_02    O4   C3   C5   C6   -27.44  30.0  2
 7U8  Var_03    O2   C3   C5   N9   -29.82  30.0  2
 7U8  Var_04    O4   C3   C5   N9   146.55  30.0  2
 7U8  Var_05    C5   C3   O2   C1   -50.15  30.0  3
 7U8  Var_06    O4   C3   O2   C1   133.34  30.0  3
 7U8  Var_07    H5   C1   O2   C3   173.58  30.0  3
 7U8  Var_08    H6   C1   O2   C3   -68.40  30.0  3
 7U8  Var_09    H7   C1   O2   C3    54.00  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
 7U8  plan-1  C10  0.020
 7U8  plan-1  C21  0.020
 7U8  plan-1  C5   0.020
 7U8  plan-1  C6   0.020
 7U8  plan-1  C7   0.020
 7U8  plan-1  C8   0.020
 7U8  plan-1  N9   0.020
 7U8  plan-1  H8   0.020
 7U8  plan-1  H12  0.020
 7U8  plan-1  C3   0.020
 7U8  plan-2  C10  0.020
 7U8  plan-2  C11  0.020
 7U8  plan-2  C13  0.020
 7U8  plan-2  C14  0.020
 7U8  plan-2  C15  0.020
 7U8  plan-2  C16  0.020
 7U8  plan-2  C17  0.020
 7U8  plan-2  C18  0.020
 7U8  plan-2  C7   0.020
 7U8  plan-2  N12  0.020
 7U8  plan-2  CL1  0.020
 7U8  plan-2  CL2  0.020
 7U8  plan-2  H1   0.020
 7U8  plan-2  H2   0.020
 7U8  plan-2  H3   0.020
 7U8  plan-2  H13  0.020
 7U8  plan-3  C21  0.020
 7U8  plan-3  C22  0.020
 7U8  plan-3  C6   0.020
 7U8  plan-3  C24  0.020
 7U8  plan-3  C25  0.020
 7U8  plan-3  C26  0.020
 7U8  plan-3  C27  0.020
 7U8  plan-3  C28  0.020
 7U8  plan-3  C29  0.020
 7U8  plan-3  N23  0.020
 7U8  plan-3  CL3  0.020
 7U8  plan-3  H4   0.020
 7U8  plan-3  H9   0.020
 7U8  plan-3  H10  0.020
 7U8  plan-3  H11  0.020
 7U8  plan-3  H14  0.020
 7U8  plan-4  C5   0.020
 7U8  plan-4  O2   0.020
 7U8  plan-4  O4   0.020
 7U8  plan-4  C3   0.020

