# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 07:22:09 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: {5-(3-fluorophenyl)-2-[(thiophen-2-yl)ethynyl]-1-benzofuran-3-yl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1c(oc2ccc(cc12)c3cccc(F)c3)C#Cc4sccc4
#
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
 TQM  TQM  '{5-(3-fluorophenyl)-2-[(thiophen-2-yl)ethynyl]-1-benzofuran-3-yl}acetic acid'  ligand  39  27  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_TQM
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
 TQM  C13  C  CR56   0   0.083  15.9223  21.2755  12.5340
 TQM  C15  C  C1     0  -0.320  13.7151  21.4241  16.3027
 TQM  C16  C  C1     0  -0.223  12.8707  21.6709  17.3750
 TQM  C17  C  C1     0  -0.422  11.5136  21.3904  17.2910
 TQM  C18  C  C      0   0.549  11.0373  20.8606  16.1078
 TQM  C22  C  CSP    0   0.156  19.1459  21.5899   8.9893
 TQM  C23  C  CR5    0  -0.436  20.0998  21.8371   7.9891
 TQM  C24  C  CR15   0  -0.224  20.3122  21.1415   6.8247
 TQM  O01  O  O      0  -0.587  15.6925  24.3193  11.3206
 TQM  O03  O  OC    -1  -0.607  17.1848  25.5923  12.3907
 TQM  C04  C  CH2    0  -0.750  17.5994  23.2644  12.3168
 TQM  C05  C  CR5    0   0.073  17.0054  21.9729  11.9040
 TQM  C06  C  CR5    0   0.184  17.3527  21.1915  10.8457
 TQM  O07  O  O      0  -0.464  16.5813  20.0600  10.7573
 TQM  C08  C  CR56   0   0.341  15.7119  20.1183  11.7836
 TQM  C09  C  CR16   0  -0.333  14.7284  19.1931  12.0861
 TQM  C10  C  CR16   0  -0.314  13.9337  19.4722  13.1840
 TQM  C11  C  CR6    0   0.075  14.1071  20.6336  13.9617
 TQM  C12  C  CR16   0  -0.420  15.1083  21.5393  13.6333
 TQM  C14  C  C      0   0.105  13.2168  20.8899  15.1133
 TQM  C19  C  C1     0  -0.477  11.8531  20.6068  15.0239
 TQM  C25  C  CR15   0  -0.176  21.3629  21.6868   6.0502
 TQM  C26  C  CR15   0  -0.461  21.9324  22.7813   6.6303
 TQM  S27  S  S2     0   0.238  21.2000  23.1649   8.1260
 TQM  H1   H  H      0   0.258  14.7730  21.6309  16.4002
 TQM  H2   H  H      0   0.268  13.2731  22.0798  18.2923
 TQM  H3   H  H      0   0.278  10.8459  21.5790  18.1214
 TQM  H4   H  HCR5   0   0.272  19.7312  20.2754   6.5429
 TQM  H6   H  HCH2   0   0.249  17.7819  23.2552  13.3956
 TQM  H7   H  HCH2   0   0.251  18.5811  23.3926  11.8513
 TQM  H8   H  HCR6   0   0.271  14.5845  18.2949  11.5006
 TQM  H9   H  HCR6   0   0.261  13.1647  18.7611  13.4580
 TQM  H10  H  HCR6   0   0.258  15.2414  22.4474  14.2085
 TQM  H11  H  H      0   0.274  11.4232  20.2134  14.1111
 TQM  H12  H  HCR5   0   0.274  21.6826  21.2830   5.1007
 TQM  H13  H  HCR5   0   0.304  22.7452  23.3840   6.2549
 TQM  C21  C  CSP    0   0.083  18.3200  21.3871   9.8494
 TQM  C02  C  C      0   0.425  16.7319  24.5111  11.9737
 TQM  F20  F  F      0  -0.316   9.7257  20.5922  15.9981

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
 TQM  C26  C25  aromatic  1.363  0.020  1.363
 TQM  C26  S27  aromatic  1.709  0.020  1.709
 TQM  C25  C24  aromatic  1.415  0.020  1.415
 TQM  C24  C23  aromatic  1.373  0.020  1.373
 TQM  S27  C23  aromatic  1.730  0.020  1.730
 TQM  C23  C22  single    1.404  0.020  1.404
 TQM  C22  C21  triple    1.210  0.020  1.210
 TQM  C21  C06  single    1.402  0.020  1.402
 TQM  O07  C06  aromatic  1.372  0.020  1.372
 TQM  O07  C08  aromatic  1.346  0.020  1.346
 TQM  C06  C05  aromatic  1.361  0.020  1.361
 TQM  O01  C02  deloc     1.242  0.020  1.242
 TQM  C08  C09  aromatic  1.384  0.020  1.384
 TQM  C08  C13  aromatic  1.395  0.020  1.395
 TQM  C09  C10  aromatic  1.384  0.020  1.384
 TQM  C05  C13  aromatic  1.434  0.020  1.434
 TQM  C05  C04  single    1.480  0.020  1.480
 TQM  C13  C12  aromatic  1.393  0.020  1.393
 TQM  C02  C04  single    1.557  0.020  1.557
 TQM  C02  O03  deloc     1.244  0.020  1.244
 TQM  C10  C11  aromatic  1.408  0.020  1.408
 TQM  C12  C11  aromatic  1.389  0.020  1.389
 TQM  C11  C14  single    1.478  0.020  1.478
 TQM  C19  C14  aromatic  1.396  0.020  1.396
 TQM  C19  C18  aromatic  1.380  0.020  1.380
 TQM  C14  C15  aromatic  1.396  0.020  1.396
 TQM  F20  C18  single    1.343  0.020  1.343
 TQM  C18  C17  aromatic  1.381  0.020  1.381
 TQM  C15  C16  aromatic  1.387  0.020  1.387
 TQM  C17  C16  aromatic  1.388  0.020  1.388
 TQM  C15  H1   single    0.930  0.020  1.080
 TQM  C16  H2   single    0.930  0.020  1.080
 TQM  C17  H3   single    0.930  0.020  1.080
 TQM  C24  H4   single    0.930  0.020  1.080
 TQM  C04  H6   single    0.970  0.020  1.090
 TQM  C04  H7   single    0.970  0.020  1.090
 TQM  C09  H8   single    0.930  0.020  1.080
 TQM  C10  H9   single    0.930  0.020  1.080
 TQM  C12  H10  single    0.930  0.020  1.080
 TQM  C19  H11  single    0.930  0.020  1.080
 TQM  C25  H12  single    0.930  0.020  1.080
 TQM  C26  H13  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
 TQM  C12  C13  C08  119.56  3.000
 TQM  C12  C13  C05  134.11  3.000
 TQM  C08  C13  C05  106.32  3.000
 TQM  H1   C15  C14  119.92  3.000
 TQM  H1   C15  C16  119.43  3.000
 TQM  C14  C15  C16  120.63  3.000
 TQM  H2   C16  C17  119.42  3.000
 TQM  H2   C16  C15  119.75  3.000
 TQM  C17  C16  C15  120.82  3.000
 TQM  H3   C17  C18  120.76  3.000
 TQM  H3   C17  C16  121.44  3.000
 TQM  C18  C17  C16  117.80  3.000
 TQM  F20  C18  C19  118.44  3.000
 TQM  F20  C18  C17  118.91  3.000
 TQM  C19  C18  C17  122.65  3.000
 TQM  C23  C22  C21  180.00  3.000
 TQM  S27  C23  C24  110.95  3.000
 TQM  S27  C23  C22  120.72  3.000
 TQM  C24  C23  C22  128.33  3.000
 TQM  H4   C24  C25  124.45  3.000
 TQM  H4   C24  C23  122.97  3.000
 TQM  C25  C24  C23  112.59  3.000
 TQM  H7   C04  H6   105.72  3.000
 TQM  H7   C04  C05  110.09  3.000
 TQM  H6   C04  C05  109.55  3.000
 TQM  H7   C04  C02  108.20  3.000
 TQM  H6   C04  C02  108.48  3.000
 TQM  C05  C04  C02  114.43  3.000
 TQM  C06  C05  C04  128.00  3.000
 TQM  C04  C05  C13  127.22  3.000
 TQM  C06  C05  C13  104.78  3.000
 TQM  O07  C06  C05  112.35  3.000
 TQM  C05  C06  C21  130.43  3.000
 TQM  O07  C06  C21  117.19  3.000
 TQM  C08  O07  C06  106.15  3.000
 TQM  C09  C08  O07  126.64  3.000
 TQM  C09  C08  C13  122.97  3.000
 TQM  O07  C08  C13  110.40  3.000
 TQM  H8   C09  C10  121.37  3.000
 TQM  H8   C09  C08  122.09  3.000
 TQM  C10  C09  C08  116.54  3.000
 TQM  H9   C10  C11  119.30  3.000
 TQM  H9   C10  C09  118.44  3.000
 TQM  C11  C10  C09  122.26  3.000
 TQM  C14  C11  C12  120.34  3.000
 TQM  C14  C11  C10  119.94  3.000
 TQM  C12  C11  C10  119.71  3.000
 TQM  H10  C12  C11  120.63  3.000
 TQM  H10  C12  C13  120.40  3.000
 TQM  C11  C12  C13  118.96  3.000
 TQM  C19  C14  C11  120.23  3.000
 TQM  C19  C14  C15  118.75  3.000
 TQM  C11  C14  C15  121.02  3.000
 TQM  H11  C19  C14  121.03  3.000
 TQM  H11  C19  C18  119.62  3.000
 TQM  C14  C19  C18  119.34  3.000
 TQM  H12  C25  C26  123.40  3.000
 TQM  H12  C25  C24  123.85  3.000
 TQM  C26  C25  C24  112.75  3.000
 TQM  H13  C26  S27  120.12  3.000
 TQM  H13  C26  C25  127.94  3.000
 TQM  S27  C26  C25  111.94  3.000
 TQM  C26  S27  C23   91.77  3.000
 TQM  C06  C21  C22  180.00  3.000
 TQM  C04  C02  O03  114.78  3.000
 TQM  O03  C02  O01  127.94  3.000
 TQM  C04  C02  O01  117.28  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
 TQM  CONST_01  C06  O07  C08  C13    0.00   0.0  0
 TQM  CONST_02  C10  C09  C08  C13    0.00   0.0  0
 TQM  CONST_03  O07  C06  C05  C13    0.00   0.0  0
 TQM  CONST_04  C10  C11  C12  C13    0.00   0.0  0
 TQM  CONST_05  C14  C11  C12  C13  180.00   0.0  0
 TQM  CONST_08  C18  C19  C14  C15    0.00   0.0  0
 TQM  CONST_09  C18  C17  C16  C15    0.00   0.0  0
 TQM  CONST_10  C11  C14  C15  C16  180.00   0.0  0
 TQM  CONST_11  C19  C14  C15  C16    0.00   0.0  0
 TQM  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 TQM  CONST_13  C14  C19  C18  C17    0.00   0.0  0
 TQM  CONST_14  C14  C15  C16  C17    0.00   0.0  0
 TQM  CONST_15  C11  C14  C19  C18  180.00   0.0  0
 TQM  CONST_16  C26  C25  C24  C23    0.00   0.0  0
 TQM  CONST_17  C25  C26  S27  C23    0.00   0.0  0
 TQM  CONST_18  S27  C26  C25  C24    0.00   0.0  0
 TQM  CONST_19  C26  S27  C23  C24    0.00   0.0  0
 TQM  CONST_20  C08  O07  C06  C05    0.00   0.0  0
 TQM  CONST_21  O07  C08  C13  C05    0.00   0.0  0
 TQM  CONST_22  C09  C08  C13  C05  180.00   0.0  0
 TQM  CONST_23  C11  C12  C13  C05  180.00   0.0  0
 TQM  CONST_24  C09  C08  O07  C06  180.00   0.0  0
 TQM  CONST_25  C08  C13  C05  C06    0.00   0.0  0
 TQM  CONST_26  C12  C13  C05  C06  180.00   0.0  0
 TQM  CONST_27  C10  C09  C08  O07  180.00   0.0  0
 TQM  CONST_28  C12  C13  C08  O07  180.00   0.0  0
 TQM  CONST_29  C11  C10  C09  C08    0.00   0.0  0
 TQM  CONST_30  C11  C12  C13  C08    0.00   0.0  0
 TQM  CONST_31  C12  C13  C08  C09    0.00   0.0  0
 TQM  CONST_32  C12  C11  C10  C09    0.00   0.0  0
 TQM  CONST_33  C14  C11  C10  C09  180.00   0.0  0
 TQM  CONST_36  S27  C23  C24  C25    0.00   0.0  0
 TQM  CONST_37  C21  C06  C05  C13  180.00   0.0  0
 TQM  CONST_38  F20  C18  C17  C16  180.00   0.0  0
 TQM  CONST_39  C08  O07  C06  C21  180.00   0.0  0
 TQM  CONST_40  C25  C24  C23  C22  180.00   0.0  0
 TQM  CONST_41  C26  S27  C23  C22  180.00   0.0  0
 TQM  CONST_42  O07  C06  C05  C04  180.00   0.0  0
 TQM  CONST_43  C08  C13  C05  C04  180.00   0.0  0
 TQM  CONST_44  C12  C13  C05  C04    0.00   0.0  0
 TQM  CONST_45  F20  C18  C19  C14  180.00   0.0  0
 TQM  CONST_46  H8   C09  C08  C13  180.00   0.0  0
 TQM  CONST_47  H11  C19  C14  C15  180.00   0.0  0
 TQM  CONST_48  H3   C17  C16  C15  180.00   0.0  0
 TQM  CONST_49  H1   C15  C16  C17  180.00   0.0  0
 TQM  CONST_50  H2   C16  C17  C18  180.00   0.0  0
 TQM  CONST_51  H12  C25  C24  C23  180.00   0.0  0
 TQM  CONST_52  H13  C26  S27  C23  180.00   0.0  0
 TQM  CONST_53  H10  C12  C13  C05    0.00   0.0  0
 TQM  CONST_54  H9   C10  C09  C08  180.00   0.0  0
 TQM  CONST_55  H4   C24  C25  C26  180.00   0.0  0
 TQM  Var_01    C02  C04  C05  C13  -75.24  30.0  2
 TQM  Var_02    C05  C04  C02  O01   -4.70  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
 TQM  plan-1  C22  0.020
 TQM  plan-1  C23  0.020
 TQM  plan-1  C24  0.020
 TQM  plan-1  C25  0.020
 TQM  plan-1  C26  0.020
 TQM  plan-1  S27  0.020
 TQM  plan-1  H4   0.020
 TQM  plan-1  H12  0.020
 TQM  plan-1  H13  0.020
 TQM  plan-1  C21  0.020
 TQM  plan-2  C15  0.020
 TQM  plan-2  C16  0.020
 TQM  plan-2  C17  0.020
 TQM  plan-2  C18  0.020
 TQM  plan-2  C11  0.020
 TQM  plan-2  C14  0.020
 TQM  plan-2  C19  0.020
 TQM  plan-2  H1   0.020
 TQM  plan-2  H2   0.020
 TQM  plan-2  H3   0.020
 TQM  plan-2  H11  0.020
 TQM  plan-2  F20  0.020
 TQM  plan-3  C13  0.020
 TQM  plan-3  C22  0.020
 TQM  plan-3  C04  0.020
 TQM  plan-3  C05  0.020
 TQM  plan-3  C06  0.020
 TQM  plan-3  O07  0.020
 TQM  plan-3  C08  0.020
 TQM  plan-3  C09  0.020
 TQM  plan-3  C10  0.020
 TQM  plan-3  C11  0.020
 TQM  plan-3  C12  0.020
 TQM  plan-3  C14  0.020
 TQM  plan-3  H8   0.020
 TQM  plan-3  H9   0.020
 TQM  plan-3  H10  0.020
 TQM  plan-3  C21  0.020
 TQM  plan-4  O01  0.020
 TQM  plan-4  O03  0.020
 TQM  plan-4  C04  0.020
 TQM  plan-4  C02  0.020

