# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 18:01:49 2021
#   Inital geometry file: a 90 line input string
#   Ligand name: [3,5-bis(bromanyl)-4-oxidanyl-phenyl]-(2-ethyl-1-benzofuran-3-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1oc2ccccc2c1C(=O)c3cc(Br)c(O)c(Br)c3
#
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
 R75  R75  '[3,5-bis(bromanyl)-4-oxidanyl-phenyl]-(2-ethyl-1-benzofuran-3-yl)methanone'  ligand  34  22  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R75
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
 R75  CAA  C   CR16  0  -0.243  -21.8560  41.1252  56.0296
 R75  CAB  C   CR6   0  -0.215  -22.2487  41.6937  54.8370
 R75  CAC  C   CR6   0   0.466  -22.1561  43.0748  54.6123
 R75  CAD  C   CR6   0  -0.224  -21.6508  43.8595  55.6554
 R75  CAE  C   CR16  0  -0.255  -21.2737  43.3011  56.8626
 R75  CAF  C   CR6   0  -0.057  -21.3797  41.9303  57.0620
 R75  CAJ  C   C     0   0.314  -20.9226  41.2991  58.3263
 R75  CAL  C   CR5   0  -0.148  -21.0128  42.0817  59.5615
 R75  CAM  C   CR5   0   0.403  -20.1330  41.9869  60.6016
 R75  CAO  C   CR56  0   0.343  -21.6344  43.4398  61.2487
 R75  CAP  C   CR56  0   0.076  -22.0194  43.0370  59.9713
 R75  CAQ  C   CH2   0  -0.535  -18.9107  41.1755  60.8167
 R75  CAR  C   CH3   0  -0.664  -19.2005  39.8949  61.6028
 R75  CAS  C   CR16  0  -0.333  -22.3359  44.3449  62.0223
 R75  CAT  C   CR16  0  -0.277  -23.4971  44.8569  61.4648
 R75  CAU  C   CR16  0  -0.251  -23.9238  44.4607  60.1926
 R75  CAV  C   CR16  0  -0.378  -23.2014  43.5528  59.4366
 R75  OAG  O   OH1   0  -0.578  -22.5503  43.5371  53.4339
 R75  OAK  O   O     0  -0.391  -20.4793  40.1656  58.3194
 R75  OAN  O   O     0  -0.445  -20.4894  42.8074  61.6086
 R75  BR1  BR  BR    0   0.001  -21.4795  45.7204  55.4126
 R75  BR2  BR  BR    0   0.001  -22.9241  40.6057  53.4611
 R75  H1   H   HCR6  0   0.293  -21.9326  40.0555  56.1727
 R75  H2   H   HCR6  0   0.307  -20.8762  43.9343  57.6448
 R75  H4   H   HCH2  0   0.263  -18.4740  40.9235  59.8515
 R75  H5   H   HCH2  0   0.266  -18.1763  41.7813  61.3520
 R75  H6   H   HCH3  0   0.244  -18.2759  39.3416  61.7634
 R75  H7   H   HCH3  0   0.234  -19.6332  40.1132  62.5787
 R75  H8   H   HCH3  0   0.236  -19.8907  39.2542  61.0561
 R75  H9   H   HCR6  0   0.276  -22.0005  44.6332  63.0094
 R75  H10  H   HCR6  0   0.264  -24.0855  45.5695  62.0268
 R75  H11  H   HCR6  0   0.261  -24.8410  44.8717  59.7923
 R75  H12  H   HCR6  0   0.257  -23.5581  43.2542  58.4603
 R75  H13  H   HOH1  0   0.488  -22.4650  44.4973  53.3592

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
 R75  OAG  CAC  single    1.326  0.020  1.326
 R75  BR2  CAB  single    1.880  0.020  1.880
 R75  CAC  CAB  aromatic  1.402  0.020  1.402
 R75  CAC  CAD  aromatic  1.400  0.020  1.400
 R75  CAB  CAA  aromatic  1.378  0.020  1.378
 R75  BR1  CAD  single    1.884  0.020  1.884
 R75  CAD  CAE  aromatic  1.382  0.020  1.382
 R75  CAA  CAF  aromatic  1.393  0.020  1.393
 R75  CAE  CAF  aromatic  1.389  0.020  1.389
 R75  CAF  CAJ  single    1.485  0.020  1.485
 R75  OAK  CAJ  double    1.217  0.020  1.217
 R75  CAJ  CAL  single    1.465  0.020  1.465
 R75  CAL  CAM  aromatic  1.366  0.020  1.366
 R75  CAL  CAP  aromatic  1.447  0.020  1.447
 R75  CAQ  CAM  single    1.483  0.020  1.483
 R75  CAQ  CAR  single    1.530  0.020  1.530
 R75  CAM  OAN  aromatic  1.347  0.020  1.347
 R75  CAV  CAP  aromatic  1.396  0.020  1.396
 R75  CAV  CAU  aromatic  1.385  0.020  1.385
 R75  CAP  CAO  aromatic  1.394  0.020  1.394
 R75  OAN  CAO  aromatic  1.357  0.020  1.357
 R75  CAU  CAT  aromatic  1.399  0.020  1.399
 R75  CAO  CAS  aromatic  1.382  0.020  1.382
 R75  CAT  CAS  aromatic  1.386  0.020  1.386
 R75  CAA  H1   single    0.930  0.020  1.080
 R75  CAE  H2   single    0.930  0.020  1.080
 R75  CAQ  H4   single    0.970  0.020  1.090
 R75  CAQ  H5   single    0.970  0.020  1.090
 R75  CAR  H6   single    0.970  0.020  1.090
 R75  CAR  H7   single    0.970  0.020  1.090
 R75  CAR  H8   single    0.970  0.020  1.090
 R75  CAS  H9   single    0.930  0.020  1.080
 R75  CAT  H10  single    0.930  0.020  1.080
 R75  CAU  H11  single    0.930  0.020  1.080
 R75  CAV  H12  single    0.930  0.020  1.080
 R75  OAG  H13  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
 R75  H1   CAA  CAF  119.83  3.000
 R75  H1   CAA  CAB  120.14  3.000
 R75  CAF  CAA  CAB  120.02  3.000
 R75  BR2  CAB  CAC  118.46  3.000
 R75  CAC  CAB  CAA  121.74  3.000
 R75  BR2  CAB  CAA  119.80  3.000
 R75  OAG  CAC  CAD  125.05  3.000
 R75  CAD  CAC  CAB  117.16  3.000
 R75  OAG  CAC  CAB  117.79  3.000
 R75  BR1  CAD  CAE  119.11  3.000
 R75  CAE  CAD  CAC  121.52  3.000
 R75  BR1  CAD  CAC  119.37  3.000
 R75  H2   CAE  CAF  120.11  3.000
 R75  H2   CAE  CAD  119.67  3.000
 R75  CAF  CAE  CAD  120.20  3.000
 R75  CAJ  CAF  CAE  121.20  3.000
 R75  CAJ  CAF  CAA  119.37  3.000
 R75  CAE  CAF  CAA  119.33  3.000
 R75  OAK  CAJ  CAL  121.65  3.000
 R75  CAL  CAJ  CAF  118.15  3.000
 R75  OAK  CAJ  CAF  120.20  3.000
 R75  CAP  CAL  CAM  106.16  3.000
 R75  CAP  CAL  CAJ  129.37  3.000
 R75  CAM  CAL  CAJ  124.43  3.000
 R75  OAN  CAM  CAQ  116.30  3.000
 R75  OAN  CAM  CAL  110.89  3.000
 R75  CAQ  CAM  CAL  132.81  3.000
 R75  OAN  CAO  CAS  125.82  3.000
 R75  CAS  CAO  CAP  124.21  3.000
 R75  OAN  CAO  CAP  109.97  3.000
 R75  CAV  CAP  CAO  118.56  3.000
 R75  CAO  CAP  CAL  104.96  3.000
 R75  CAV  CAP  CAL  136.42  3.000
 R75  H5   CAQ  H4   107.05  3.000
 R75  H5   CAQ  CAR  109.86  3.000
 R75  H4   CAQ  CAR  109.73  3.000
 R75  H5   CAQ  CAM  108.77  3.000
 R75  H4   CAQ  CAM  109.19  3.000
 R75  CAR  CAQ  CAM  112.10  3.000
 R75  H8   CAR  H7   108.41  3.000
 R75  H8   CAR  H6   108.24  3.000
 R75  H7   CAR  H6   107.86  3.000
 R75  H8   CAR  CAQ  110.76  3.000
 R75  H7   CAR  CAQ  111.57  3.000
 R75  H6   CAR  CAQ  109.88  3.000
 R75  H9   CAS  CAT  121.89  3.000
 R75  H9   CAS  CAO  121.87  3.000
 R75  CAT  CAS  CAO  116.23  3.000
 R75  H10  CAT  CAU  119.55  3.000
 R75  H10  CAT  CAS  119.35  3.000
 R75  CAU  CAT  CAS  121.10  3.000
 R75  H11  CAU  CAV  119.30  3.000
 R75  H11  CAU  CAT  119.17  3.000
 R75  CAV  CAU  CAT  121.53  3.000
 R75  H12  CAV  CAU  120.12  3.000
 R75  H12  CAV  CAP  121.53  3.000
 R75  CAU  CAV  CAP  118.35  3.000
 R75  H13  OAG  CAC  112.87  3.000
 R75  CAO  OAN  CAM  108.00  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
 R75  CONST_01  CAD  CAC  CAB  CAA     0.00   0.0  0
 R75  CONST_02  CAD  CAE  CAF  CAA     0.00   0.0  0
 R75  CONST_03  CAE  CAD  CAC  CAB     0.00   0.0  0
 R75  CONST_04  CAE  CAF  CAA  CAB     0.00   0.0  0
 R75  CONST_05  CAF  CAA  CAB  CAC     0.00   0.0  0
 R75  CONST_06  CAF  CAE  CAD  CAC     0.00   0.0  0
 R75  CONST_07  CAO  OAN  CAM  CAL     0.00   0.0  0
 R75  CONST_08  CAU  CAV  CAP  CAL   180.00   0.0  0
 R75  CONST_09  OAN  CAO  CAP  CAL     0.00   0.0  0
 R75  CONST_10  CAS  CAO  CAP  CAL   180.00   0.0  0
 R75  CONST_11  CAV  CAP  CAL  CAM   180.00   0.0  0
 R75  CONST_12  CAO  CAP  CAL  CAM     0.00   0.0  0
 R75  CONST_13  CAP  CAO  OAN  CAM     0.00   0.0  0
 R75  CONST_14  CAS  CAO  OAN  CAM   180.00   0.0  0
 R75  CONST_15  CAU  CAV  CAP  CAO     0.00   0.0  0
 R75  CONST_16  CAU  CAT  CAS  CAO     0.00   0.0  0
 R75  CONST_17  OAN  CAM  CAL  CAP     0.00   0.0  0
 R75  CONST_18  CAT  CAU  CAV  CAP     0.00   0.0  0
 R75  CONST_19  CAT  CAS  CAO  CAP     0.00   0.0  0
 R75  CONST_20  CAV  CAP  CAO  CAS     0.00   0.0  0
 R75  CONST_21  CAV  CAU  CAT  CAS     0.00   0.0  0
 R75  CONST_22  OAN  CAO  CAS  CAT   180.00   0.0  0
 R75  CONST_23  OAN  CAO  CAP  CAV   180.00   0.0  0
 R75  CONST_24  OAG  CAC  CAB  CAA   180.00   0.0  0
 R75  CONST_25  BR1  CAD  CAC  CAB   180.00   0.0  0
 R75  CONST_26  CAJ  CAF  CAA  CAB   180.00   0.0  0
 R75  CONST_27  BR2  CAB  CAC  CAD   180.00   0.0  0
 R75  CONST_28  CAJ  CAF  CAE  CAD   180.00   0.0  0
 R75  CONST_29  OAG  CAC  CAD  CAE   180.00   0.0  0
 R75  CONST_30  BR2  CAB  CAA  CAF   180.00   0.0  0
 R75  CONST_31  BR1  CAD  CAE  CAF   180.00   0.0  0
 R75  CONST_32  OAN  CAM  CAL  CAJ   180.00   0.0  0
 R75  CONST_33  CAV  CAP  CAL  CAJ     0.00   0.0  0
 R75  CONST_34  CAO  CAP  CAL  CAJ   180.00   0.0  0
 R75  CONST_35  CAQ  CAM  OAN  CAO   180.00   0.0  0
 R75  CONST_36  CAQ  CAM  CAL  CAP   180.00   0.0  0
 R75  CONST_37  H2   CAE  CAF  CAA   180.00   0.0  0
 R75  CONST_38  H1   CAA  CAB  CAC   180.00   0.0  0
 R75  CONST_39  H12  CAV  CAP  CAL     0.00   0.0  0
 R75  CONST_40  H10  CAT  CAS  CAO   180.00   0.0  0
 R75  CONST_41  H11  CAU  CAV  CAP   180.00   0.0  0
 R75  CONST_42  H9   CAS  CAO  CAP   180.00   0.0  0
 R75  Var_01    CAL  CAJ  CAF  CAA  -152.42  30.0  2
 R75  Var_02    CAM  CAL  CAJ  CAF  -146.92  30.0  2
 R75  Var_03    CAR  CAQ  CAM  CAL   -96.04  30.0  1
 R75  Var_04    H6   CAR  CAQ  CAM  -178.46  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
 R75  plan-1  CAA  0.020
 R75  plan-1  CAB  0.020
 R75  plan-1  CAC  0.020
 R75  plan-1  CAD  0.020
 R75  plan-1  CAE  0.020
 R75  plan-1  CAF  0.020
 R75  plan-1  CAJ  0.020
 R75  plan-1  OAG  0.020
 R75  plan-1  BR1  0.020
 R75  plan-1  BR2  0.020
 R75  plan-1  H1   0.020
 R75  plan-1  H2   0.020
 R75  plan-2  CAJ  0.020
 R75  plan-2  CAL  0.020
 R75  plan-2  CAM  0.020
 R75  plan-2  CAO  0.020
 R75  plan-2  CAP  0.020
 R75  plan-2  CAQ  0.020
 R75  plan-2  CAS  0.020
 R75  plan-2  CAT  0.020
 R75  plan-2  CAU  0.020
 R75  plan-2  CAV  0.020
 R75  plan-2  OAN  0.020
 R75  plan-2  H9   0.020
 R75  plan-2  H10  0.020
 R75  plan-2  H11  0.020
 R75  plan-2  H12  0.020
 R75  plan-3  CAF  0.020
 R75  plan-3  CAJ  0.020
 R75  plan-3  CAL  0.020
 R75  plan-3  OAK  0.020

