# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 04:07:39 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 3-[(Z)-2-phenylethenyl]-4H-furo[3,2-b]pyrrole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]c2c(occ2\C=C/c3ccccc3)c1
#
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
 SS8  SS8  '3-[(Z)-2-phenylethenyl]-4H-furo[3,2-b]pyrrole-5-carboxylic acid'  ligand  29  19  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SS8
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
 SS8  C1   C  C      0   0.358   4.7437   0.3352   0.3931
 SS8  O2   O  OC    -1  -0.610   4.8739   1.4376   0.9645
 SS8  O3   O  O      0  -0.593   5.6234  -0.5191   0.1787
 SS8  C4   C  CR5    0   0.125   3.3635   0.0065  -0.0869
 SS8  N5   N  NR15   0  -0.697   2.3300   0.8915   0.0973
 SS8  C6   C  CR55   0   0.214   1.1998   0.3559  -0.4251
 SS8  C7   C  CR55   0   0.254   1.5293  -0.8752  -0.9360
 SS8  C8   C  CR15   0  -0.438   2.8981  -1.1262  -0.7366
 SS8  O9   O  O      0  -0.430   0.4371  -1.4700  -1.4683
 SS8  C10  C  CR15   0  -0.040  -0.5878  -0.5966  -1.2780
 SS8  C11  C  CR5    0  -0.043  -0.2034   0.5469  -0.6361
 SS8  C12  C  C1     0  -0.264  -1.0006   1.7250  -0.3180
 SS8  C13  C  C1     0  -0.264  -2.2836   1.7891   0.0557
 SS8  C14  C  CR6    0   0.063  -3.2052   0.6797   0.3485
 SS8  C15  C  CR16   0  -0.288  -2.8212  -0.4208   1.1183
 SS8  C16  C  CR16   0  -0.240  -3.7242  -1.4321   1.4061
 SS8  C17  C  CR16   0  -0.268  -5.0295  -1.3641   0.9318
 SS8  C18  C  CR16   0  -0.241  -5.4275  -0.2683   0.1788
 SS8  C19  C  CR16   0  -0.304  -4.5248   0.7487  -0.1011
 SS8  H8   H  HCR5   0   0.250   3.4863  -1.9851  -1.0145
 SS8  H10  H  HCR5   0   0.281  -1.5482  -0.9007  -1.6621
 SS8  H12  H  H      0   0.253  -0.4775   2.6693  -0.4299
 SS8  H13  H  H      0   0.257  -2.7102   2.7823   0.1541
 SS8  H15  H  HCR6   0   0.254  -1.8119  -0.4798   1.5045
 SS8  H16  H  HCR6   0   0.255  -3.4108  -2.2746   2.0095
 SS8  H17  H  HCR6   0   0.255  -5.7337  -2.1541   1.1585
 SS8  H18  H  HCR6   0   0.255  -6.4438  -0.2004  -0.1877
 SS8  H19  H  HCR6   0   0.251  -4.8468   1.6065  -0.6797
 SS8  HN5  H  HNR5   0   0.396   2.4426   1.7793   0.5583

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
 SS8  C4   C1   single    1.498  0.020  1.498
 SS8  C1   O3   deloc     1.245  0.020  1.245
 SS8  C1   O2   deloc     1.249  0.020  1.249
 SS8  C8   C4   aromatic  1.386  0.020  1.386
 SS8  N5   C4   aromatic  1.373  0.020  1.373
 SS8  C6   N5   aromatic  1.355  0.020  1.355
 SS8  C11  C6   aromatic  1.432  0.020  1.432
 SS8  C7   C6   aromatic  1.373  0.020  1.373
 SS8  O9   C7   aromatic  1.353  0.020  1.353
 SS8  C7   C8   aromatic  1.406  0.020  1.406
 SS8  C8   H8   single    0.930  0.020  1.080
 SS8  C10  O9   aromatic  1.360  0.020  1.360
 SS8  C10  C11  aromatic  1.367  0.020  1.367
 SS8  C10  H10  single    0.930  0.020  1.080
 SS8  C11  C12  single    1.458  0.020  1.458
 SS8  C12  C13  double    1.338  0.020  1.338
 SS8  C12  H12  single    0.930  0.020  1.080
 SS8  C13  C14  single    1.472  0.020  1.472
 SS8  C13  H13  single    0.930  0.020  1.080
 SS8  C15  C14  aromatic  1.397  0.020  1.397
 SS8  C14  C19  aromatic  1.396  0.020  1.396
 SS8  C15  C16  aromatic  1.386  0.020  1.386
 SS8  C15  H15  single    0.930  0.020  1.080
 SS8  C16  C17  aromatic  1.390  0.020  1.390
 SS8  C16  H16  single    0.930  0.020  1.080
 SS8  C17  C18  aromatic  1.388  0.020  1.388
 SS8  C17  H17  single    0.930  0.020  1.080
 SS8  C19  C18  aromatic  1.388  0.020  1.388
 SS8  C18  H18  single    0.930  0.020  1.080
 SS8  C19  H19  single    0.930  0.020  1.080
 SS8  N5   HN5  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
 SS8  C4   C1   O3   116.45  3.000
 SS8  O3   C1   O2   127.67  3.000
 SS8  C4   C1   O2   115.88  3.000
 SS8  C8   C4   N5   109.68  3.000
 SS8  N5   C4   C1   120.61  3.000
 SS8  C8   C4   C1   129.71  3.000
 SS8  HN5  N5   C6   128.19  3.000
 SS8  HN5  N5   C4   123.07  3.000
 SS8  C6   N5   C4   108.74  3.000
 SS8  C11  C6   C7   107.45  3.000
 SS8  C7   C6   N5   107.32  3.000
 SS8  C11  C6   N5   145.22  3.000
 SS8  O9   C7   C8   139.77  3.000
 SS8  C8   C7   C6   109.93  3.000
 SS8  O9   C7   C6   110.30  3.000
 SS8  H8   C8   C7   129.59  3.000
 SS8  H8   C8   C4   126.08  3.000
 SS8  C7   C8   C4   104.33  3.000
 SS8  C10  O9   C7   105.73  3.000
 SS8  H10  C10  C11  130.84  3.000
 SS8  H10  C10  O9   116.13  3.000
 SS8  C11  C10  O9   113.03  3.000
 SS8  C12  C11  C10  128.68  3.000
 SS8  C12  C11  C6   127.71  3.000
 SS8  C10  C11  C6   103.49  3.000
 SS8  H12  C12  C13  116.70  3.000
 SS8  H12  C12  C11  114.66  3.000
 SS8  C13  C12  C11  128.62  3.000
 SS8  H13  C13  C14  115.19  3.000
 SS8  H13  C13  C12  116.50  3.000
 SS8  C14  C13  C12  128.31  3.000
 SS8  C19  C14  C15  118.45  3.000
 SS8  C19  C14  C13  119.38  3.000
 SS8  C15  C14  C13  122.10  3.000
 SS8  H15  C15  C16  119.58  3.000
 SS8  H15  C15  C14  119.73  3.000
 SS8  C16  C15  C14  120.68  3.000
 SS8  H16  C16  C17  119.99  3.000
 SS8  H16  C16  C15  119.67  3.000
 SS8  C17  C16  C15  120.34  3.000
 SS8  H17  C17  C18  120.22  3.000
 SS8  H17  C17  C16  120.24  3.000
 SS8  C18  C17  C16  119.53  3.000
 SS8  H18  C18  C19  119.76  3.000
 SS8  H18  C18  C17  120.16  3.000
 SS8  C19  C18  C17  120.08  3.000
 SS8  H19  C19  C18  119.62  3.000
 SS8  H19  C19  C14  119.47  3.000
 SS8  C18  C19  C14  120.90  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
 SS8  CONST_01  C6   C7   C8   C4      0.00   0.0  0
 SS8  CONST_02  O9   C7   C8   C4    180.00   0.0  0
 SS8  CONST_03  C11  C6   N5   C4    180.00   0.0  0
 SS8  CONST_04  C7   C6   N5   C4      0.00   0.0  0
 SS8  CONST_05  C7   C8   C4   N5      0.00   0.0  0
 SS8  CONST_06  C10  C11  C6   N5    180.00   0.0  0
 SS8  CONST_07  O9   C7   C6   N5    180.00   0.0  0
 SS8  CONST_08  C8   C7   C6   N5      0.00   0.0  0
 SS8  CONST_09  C8   C4   N5   C6      0.00   0.0  0
 SS8  CONST_10  O9   C10  C11  C6      0.00   0.0  0
 SS8  CONST_11  C10  O9   C7   C6      0.00   0.0  0
 SS8  CONST_12  C10  C11  C6   C7      0.00   0.0  0
 SS8  CONST_13  C11  C10  O9   C7      0.00   0.0  0
 SS8  CONST_14  C11  C6   C7   C8    180.00   0.0  0
 SS8  CONST_15  C10  O9   C7   C8    180.00   0.0  0
 SS8  CONST_16  C11  C6   C7   O9      0.00   0.0  0
 SS8  CONST_17  C17  C16  C15  C14     0.00   0.0  0
 SS8  CONST_18  C17  C18  C19  C14     0.00   0.0  0
 SS8  CONST_19  C18  C19  C14  C15     0.00   0.0  0
 SS8  CONST_20  C18  C17  C16  C15     0.00   0.0  0
 SS8  CONST_21  C19  C14  C15  C16     0.00   0.0  0
 SS8  CONST_22  C19  C18  C17  C16     0.00   0.0  0
 SS8  CONST_23  C7   C8   C4   C1    180.00   0.0  0
 SS8  CONST_24  C6   N5   C4   C1    180.00   0.0  0
 SS8  CONST_25  C12  C11  C6   N5      0.00   0.0  0
 SS8  CONST_26  C12  C11  C6   C7    180.00   0.0  0
 SS8  CONST_27  C12  C11  C10  O9    180.00   0.0  0
 SS8  CONST_28  C16  C15  C14  C13   180.00   0.0  0
 SS8  CONST_29  C18  C19  C14  C13   180.00   0.0  0
 SS8  CONST_30  H8   C8   C4   N5    180.00   0.0  0
 SS8  CONST_31  H10  C10  C11  C6    180.00   0.0  0
 SS8  CONST_32  HN5  N5   C6   C7    180.00   0.0  0
 SS8  CONST_33  H16  C16  C15  C14   180.00   0.0  0
 SS8  CONST_34  H18  C18  C19  C14   180.00   0.0  0
 SS8  CONST_35  H19  C19  C14  C15   180.00   0.0  0
 SS8  CONST_36  H17  C17  C16  C15   180.00   0.0  0
 SS8  CONST_37  H15  C15  C16  C17   180.00   0.0  0
 SS8  Var_01    C14  C13  C12  C11     5.31   0.0  2
 SS8  Var_02    C8   C4   C1   O2   -179.34  30.0  3
 SS8  Var_03    C13  C12  C11  C6   -147.85  30.0  2
 SS8  Var_04    C15  C14  C13  C12    44.14  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
 SS8  plan-1  C13  0.020
 SS8  plan-1  C14  0.020
 SS8  plan-1  C15  0.020
 SS8  plan-1  C16  0.020
 SS8  plan-1  C17  0.020
 SS8  plan-1  C18  0.020
 SS8  plan-1  C19  0.020
 SS8  plan-1  H15  0.020
 SS8  plan-1  H16  0.020
 SS8  plan-1  H17  0.020
 SS8  plan-1  H18  0.020
 SS8  plan-1  H19  0.020
 SS8  plan-2  C1   0.020
 SS8  plan-2  C4   0.020
 SS8  plan-2  N5   0.020
 SS8  plan-2  C6   0.020
 SS8  plan-2  C7   0.020
 SS8  plan-2  C8   0.020
 SS8  plan-2  O9   0.020
 SS8  plan-2  C10  0.020
 SS8  plan-2  C11  0.020
 SS8  plan-2  C12  0.020
 SS8  plan-2  H8   0.020
 SS8  plan-2  H10  0.020
 SS8  plan-2  HN5  0.020
 SS8  plan-3  C1   0.020
 SS8  plan-3  O2   0.020
 SS8  plan-3  O3   0.020
 SS8  plan-3  C4   0.020
 SS8  plan-4  C11  0.020
 SS8  plan-4  C12  0.020
 SS8  plan-4  C13  0.020
 SS8  plan-4  C14  0.020
 SS8  plan-4  H12  0.020
 SS8  plan-4  H13  0.020

