# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 25 08:00:44 2022
#   Inital geometry file: a 84 line input string
#   Ligand name: (6-bromo-2-phenyl-1-benzofuran-3-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1c(oc2cc(Br)ccc12)c3ccccc3
#
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
 Y1G  Y1G  '(6-bromo-2-phenyl-1-benzofuran-3-yl)acetic acid'  ligand  30  20  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_Y1G
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
 Y1G  C1   C   CR16   0  -0.232  18.1710  -12.5773   4.8448
 Y1G  C2   C   CR16   0  -0.358  18.0649  -11.9313   3.6250
 Y1G  C3   C   CR56   0   0.057  18.8331  -10.7903   3.3979
 Y1G  C4   C   CR5    0   0.072  19.0093   -9.8881   2.2923
 Y1G  C5   C   CH2    0  -0.743  18.3703  -10.0269   0.9580
 Y1G  C6   C   C      0   0.425  16.9294   -9.4580   0.8360
 Y1G  C7   C   CR5    0   0.319  19.9195   -8.9755   2.7225
 Y1G  C8   C   CR6    0  -0.010  20.5413   -7.8299   2.0745
 Y1G  C    C   CR6    0  -0.136  19.0380  -12.0859   5.8270
 Y1G  O    O   O      0  -0.603  16.2683   -9.8926  -0.1245
 Y1G  C10  C   CR16   0  -0.241  22.4731   -6.4369   1.6752
 Y1G  C11  C   CR16   0  -0.258  21.7397   -5.6608   0.7860
 Y1G  C12  C   CR16   0  -0.240  20.4051   -5.9623   0.5500
 Y1G  C13  C   CR16   0  -0.313  19.8052   -7.0341   1.1941
 Y1G  C14  C   CR56   0   0.372  19.6795  -10.3367   4.4095
 Y1G  C15  C   CR16   0  -0.320  19.8131  -10.9529   5.6401
 Y1G  C9   C   CR16   0  -0.296  21.8810   -7.5123   2.3179
 Y1G  O1   O   OC    -1  -0.591  16.5787   -8.6059   1.6735
 Y1G  O2   O   O      0  -0.469  20.3351   -9.2365   4.0033
 Y1G  BR   BR  BR     0  -0.049  19.1643  -13.0045   7.4740
 Y1G  H1   H   HCR6   0   0.276  17.5804  -13.4636   5.0336
 Y1G  H2   H   HCR6   0   0.262  17.3945  -12.3162   2.8672
 Y1G  H3   H   HCH2   0   0.243  18.3604  -11.0827   0.6742
 Y1G  H4   H   HCH2   0   0.254  18.9830   -9.5261   0.2012
 Y1G  H5   H   HCR6   0   0.258  23.5132   -6.2068   1.8665
 Y1G  H6   H   HCR6   0   0.258  22.2052   -4.8222   0.2848
 Y1G  H7   H   HCR6   0   0.258  19.8222   -5.3522  -0.1276
 Y1G  H8   H   HCR6   0   0.263  18.7537   -7.2393   1.0413
 Y1G  H9   H   HCR6   0   0.289  20.4839  -10.5733   6.3993
 Y1G  H10  H   HCR6   0   0.254  22.4702   -8.1153   2.9967

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
 Y1G  O    C6   deloc     1.244  0.020  1.244
 Y1G  C12  C11  aromatic  1.388  0.020  1.388
 Y1G  C12  C13  aromatic  1.387  0.020  1.387
 Y1G  C11  C10  aromatic  1.390  0.020  1.390
 Y1G  C6   C5   single    1.554  0.020  1.554
 Y1G  C6   O1   deloc     1.245  0.020  1.245
 Y1G  C5   C4   single    1.486  0.020  1.486
 Y1G  C13  C8   aromatic  1.397  0.020  1.397
 Y1G  C10  C9   aromatic  1.386  0.020  1.386
 Y1G  C8   C9   aromatic  1.398  0.020  1.398
 Y1G  C8   C7   single    1.456  0.020  1.456
 Y1G  C4   C7   aromatic  1.359  0.020  1.359
 Y1G  C4   C3   aromatic  1.438  0.020  1.438
 Y1G  C7   O2   aromatic  1.372  0.020  1.372
 Y1G  C3   C2   aromatic  1.394  0.020  1.394
 Y1G  C3   C14  aromatic  1.395  0.020  1.395
 Y1G  C2   C1   aromatic  1.384  0.020  1.384
 Y1G  O2   C14  aromatic  1.344  0.020  1.344
 Y1G  C14  C15  aromatic  1.383  0.020  1.383
 Y1G  C1   C    aromatic  1.399  0.020  1.399
 Y1G  C15  C    aromatic  1.385  0.020  1.385
 Y1G  C    BR   single    1.890  0.020  1.890
 Y1G  C1   H1   single    0.930  0.020  1.080
 Y1G  C2   H2   single    0.930  0.020  1.080
 Y1G  C5   H3   single    0.970  0.020  1.090
 Y1G  C5   H4   single    0.970  0.020  1.090
 Y1G  C10  H5   single    0.930  0.020  1.080
 Y1G  C11  H6   single    0.930  0.020  1.080
 Y1G  C12  H7   single    0.930  0.020  1.080
 Y1G  C13  H8   single    0.930  0.020  1.080
 Y1G  C15  H9   single    0.930  0.020  1.080
 Y1G  C9   H10  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
 Y1G  H1   C1   C    120.23  3.000
 Y1G  H1   C1   C2   119.62  3.000
 Y1G  C    C1   C2   120.14  3.000
 Y1G  H2   C2   C3   121.21  3.000
 Y1G  H2   C2   C1   119.90  3.000
 Y1G  C3   C2   C1   118.90  3.000
 Y1G  C14  C3   C4   106.21  3.000
 Y1G  C14  C3   C2   118.84  3.000
 Y1G  C4   C3   C2   134.94  3.000
 Y1G  C7   C4   C5   129.42  3.000
 Y1G  C7   C4   C3   105.08  3.000
 Y1G  C5   C4   C3   125.39  3.000
 Y1G  H4   C5   H3   105.51  3.000
 Y1G  H4   C5   C6   107.29  3.000
 Y1G  H3   C5   C6   108.95  3.000
 Y1G  H4   C5   C4   109.71  3.000
 Y1G  H3   C5   C4   109.10  3.000
 Y1G  C6   C5   C4   115.79  3.000
 Y1G  O1   C6   O    127.48  3.000
 Y1G  O1   C6   C5   117.31  3.000
 Y1G  O    C6   C5   115.18  3.000
 Y1G  O2   C7   C8   115.85  3.000
 Y1G  O2   C7   C4   111.76  3.000
 Y1G  C8   C7   C4   132.36  3.000
 Y1G  C9   C8   C13  119.04  3.000
 Y1G  C9   C8   C7   120.70  3.000
 Y1G  C13  C8   C7   120.26  3.000
 Y1G  BR   C    C15  118.53  3.000
 Y1G  BR   C    C1   118.84  3.000
 Y1G  C15  C    C1   122.62  3.000
 Y1G  H5   C10  C9   119.58  3.000
 Y1G  H5   C10  C11  120.10  3.000
 Y1G  C9   C10  C11  120.31  3.000
 Y1G  H6   C11  C12  120.20  3.000
 Y1G  H6   C11  C10  120.14  3.000
 Y1G  C12  C11  C10  119.66  3.000
 Y1G  H7   C12  C13  119.57  3.000
 Y1G  H7   C12  C11  120.12  3.000
 Y1G  C13  C12  C11  120.31  3.000
 Y1G  H8   C13  C12  120.08  3.000
 Y1G  H8   C13  C8   119.55  3.000
 Y1G  C12  C13  C8   120.34  3.000
 Y1G  O2   C14  C15  125.93  3.000
 Y1G  C15  C14  C3   124.00  3.000
 Y1G  O2   C14  C3   110.07  3.000
 Y1G  H9   C15  C14  121.88  3.000
 Y1G  H9   C15  C    122.62  3.000
 Y1G  C14  C15  C    115.50  3.000
 Y1G  H10  C9   C10  119.38  3.000
 Y1G  H10  C9   C8   120.28  3.000
 Y1G  C10  C9   C8   120.33  3.000
 Y1G  C14  O2   C7   106.88  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
 Y1G  CONST_01  C4   C3   C2   C1    180.00   0.0  0
 Y1G  CONST_02  C14  C3   C2   C1      0.00   0.0  0
 Y1G  CONST_03  C14  C15  C    C1      0.00   0.0  0
 Y1G  CONST_04  C7   C4   C3   C2    180.00   0.0  0
 Y1G  CONST_05  O2   C14  C3   C2    180.00   0.0  0
 Y1G  CONST_06  C15  C14  C3   C2      0.00   0.0  0
 Y1G  CONST_07  C15  C    C1   C2      0.00   0.0  0
 Y1G  CONST_08  C8   C7   C4   C3    180.00   0.0  0
 Y1G  CONST_09  O2   C7   C4   C3      0.00   0.0  0
 Y1G  CONST_10  C    C1   C2   C3      0.00   0.0  0
 Y1G  CONST_11  C7   O2   C14  C3      0.00   0.0  0
 Y1G  CONST_12  C    C15  C14  C3      0.00   0.0  0
 Y1G  CONST_15  C14  O2   C7   C4      0.00   0.0  0
 Y1G  CONST_16  O2   C14  C3   C4      0.00   0.0  0
 Y1G  CONST_17  C15  C14  C3   C4    180.00   0.0  0
 Y1G  CONST_18  C12  C13  C8   C7    180.00   0.0  0
 Y1G  CONST_19  C10  C9   C8   C7    180.00   0.0  0
 Y1G  CONST_20  C14  C3   C4   C7      0.00   0.0  0
 Y1G  CONST_21  C15  C14  O2   C7    180.00   0.0  0
 Y1G  CONST_22  C11  C12  C13  C8      0.00   0.0  0
 Y1G  CONST_23  C11  C10  C9   C8      0.00   0.0  0
 Y1G  CONST_24  C14  O2   C7   C8    180.00   0.0  0
 Y1G  CONST_25  O2   C14  C15  C     180.00   0.0  0
 Y1G  CONST_26  C13  C12  C11  C10     0.00   0.0  0
 Y1G  CONST_27  C13  C8   C9   C10     0.00   0.0  0
 Y1G  CONST_28  C9   C10  C11  C12     0.00   0.0  0
 Y1G  CONST_29  C9   C8   C13  C12     0.00   0.0  0
 Y1G  CONST_32  C5   C4   C3   C2      0.00   0.0  0
 Y1G  CONST_33  BR   C    C1   C2    180.00   0.0  0
 Y1G  CONST_34  C8   C7   C4   C5      0.00   0.0  0
 Y1G  CONST_35  O2   C7   C4   C5    180.00   0.0  0
 Y1G  CONST_36  C14  C3   C4   C5    180.00   0.0  0
 Y1G  CONST_37  BR   C    C15  C14   180.00   0.0  0
 Y1G  CONST_38  H9   C15  C    C1    180.00   0.0  0
 Y1G  CONST_39  H1   C1   C2   C3    180.00   0.0  0
 Y1G  CONST_40  H2   C2   C3   C4      0.00   0.0  0
 Y1G  CONST_41  H8   C13  C8   C7      0.00   0.0  0
 Y1G  CONST_42  H10  C9   C8   C7      0.00   0.0  0
 Y1G  CONST_43  H7   C12  C13  C8    180.00   0.0  0
 Y1G  CONST_44  H5   C10  C9   C8    180.00   0.0  0
 Y1G  CONST_45  H6   C11  C12  C13   180.00   0.0  0
 Y1G  Var_01    C6   C5   C4   C3     84.09  30.0  2
 Y1G  Var_02    O    C6   C5   C4   -160.71  30.0  2

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
 Y1G  plan-1  C7   0.020
 Y1G  plan-1  C8   0.020
 Y1G  plan-1  C10  0.020
 Y1G  plan-1  C11  0.020
 Y1G  plan-1  C12  0.020
 Y1G  plan-1  C13  0.020
 Y1G  plan-1  C9   0.020
 Y1G  plan-1  H5   0.020
 Y1G  plan-1  H6   0.020
 Y1G  plan-1  H7   0.020
 Y1G  plan-1  H8   0.020
 Y1G  plan-1  H10  0.020
 Y1G  plan-2  C1   0.020
 Y1G  plan-2  C2   0.020
 Y1G  plan-2  C3   0.020
 Y1G  plan-2  C4   0.020
 Y1G  plan-2  C5   0.020
 Y1G  plan-2  C7   0.020
 Y1G  plan-2  C8   0.020
 Y1G  plan-2  C    0.020
 Y1G  plan-2  C14  0.020
 Y1G  plan-2  C15  0.020
 Y1G  plan-2  O2   0.020
 Y1G  plan-2  BR   0.020
 Y1G  plan-2  H1   0.020
 Y1G  plan-2  H2   0.020
 Y1G  plan-2  H9   0.020
 Y1G  plan-3  C5   0.020
 Y1G  plan-3  C6   0.020
 Y1G  plan-3  O    0.020
 Y1G  plan-3  O1   0.020

