# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 16:25:57 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 6-(hydroxymethyl)-2,4-bis(iodanyl)-3-pyrrol-1-yl-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1cc(I)c(n2cccc2)c(I)c1O
#
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
 9H2  9H2  6-(hydroxymethyl)-2,4-bis(iodanyl)-3-pyrrol-1-yl-phenol  ligand  25  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9H2
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
 9H2  C1   C  CR6   0  -0.061   0.1141  -2.7283   0.0364
 9H2  C2   C  CR16  0  -0.287   1.2912  -2.0087   0.1140
 9H2  C3   C  CR6   0  -0.262   1.2756  -0.6195   0.1148
 9H2  C4   C  CR6   0   0.399   0.0780   0.0734   0.0327
 9H2  C5   C  CR6   0  -0.386  -1.1139  -0.6522  -0.0487
 9H2  C6   C  CR6   0   0.401  -1.1088  -2.0454  -0.0435
 9H2  N1   N  NR5   0  -0.502   0.0513   1.4786   0.0290
 9H2  C7   C  CR15  0  -0.069  -0.0967   2.2683   1.1374
 9H2  C8   C  CR15  0  -0.353  -0.0856   3.5732   0.7264
 9H2  C9   C  CR15  0  -0.352   0.0747   3.5717  -0.6853
 9H2  C10  C  CR15  0  -0.065   0.1559   2.2661  -1.0856
 9H2  I1   I  I     0   0.124  -2.9306   0.3885  -0.1917
 9H2  I2   I  I     0   0.090   3.0895   0.4253   0.2487
 9H2  C11  C  CH2   0  -0.155   0.1020  -4.2329   0.0362
 9H2  O1   O  OH1   0  -0.665   1.4183  -4.7111   0.0938
 9H2  O2   O  OH1   0  -0.603  -2.2018  -2.8119  -0.1167
 9H2  H1   H  HCR6  0   0.289   2.2298  -2.5394   0.1777
 9H2  H2   H  HCR5  0   0.283  -0.1984   1.8333   2.1186
 9H2  H3   H  HCR5  0   0.246  -0.1828   4.4349   1.3676
 9H2  H4   H  HCR5  0   0.246   0.1261   4.4322  -1.3334
 9H2  H5   H  HCR5  0   0.282   0.2803   1.8293  -2.0632
 9H2  H6   H  HCH2  0   0.228  -0.4938  -4.5815   0.8904
 9H2  H7   H  HCH2  0   0.228  -0.4162  -4.5819  -0.8667
 9H2  H8   H  HOH1  0   0.468   1.3875  -5.6719   0.0936
 9H2  H9   H  HOH1  0   0.477  -3.0196  -2.2981  -0.1480

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
 9H2  O1   C11  single    1.402  0.020  1.402
 9H2  I2   C3   single    2.098  0.020  2.098
 9H2  C2   C3   aromatic  1.389  0.020  1.389
 9H2  C2   C1   aromatic  1.382  0.020  1.382
 9H2  C11  C1   single    1.505  0.020  1.505
 9H2  C3   C4   aromatic  1.386  0.020  1.386
 9H2  C1   C6   aromatic  1.403  0.020  1.403
 9H2  C4   N1   single    1.405  0.020  1.405
 9H2  C4   C5   aromatic  1.398  0.020  1.398
 9H2  C6   C5   aromatic  1.393  0.020  1.393
 9H2  C6   O2   single    1.337  0.020  1.337
 9H2  N1   C10  aromatic  1.369  0.020  1.369
 9H2  N1   C7   aromatic  1.369  0.020  1.369
 9H2  C5   I1   single    2.099  0.020  2.099
 9H2  C10  C9   aromatic  1.368  0.020  1.368
 9H2  C7   C8   aromatic  1.368  0.020  1.368
 9H2  C9   C8   aromatic  1.421  0.020  1.421
 9H2  C2   H1   single    0.930  0.020  1.080
 9H2  C7   H2   single    0.930  0.020  1.080
 9H2  C8   H3   single    0.930  0.020  1.080
 9H2  C9   H4   single    0.930  0.020  1.080
 9H2  C10  H5   single    0.930  0.020  1.080
 9H2  C11  H6   single    0.970  0.020  1.090
 9H2  C11  H7   single    0.970  0.020  1.090
 9H2  O1   H8   single    0.850  0.020  0.980
 9H2  O2   H9   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
 9H2  C11  C1   C6   118.67  3.000
 9H2  C6   C1   C2   119.49  3.000
 9H2  C11  C1   C2   121.84  3.000
 9H2  H1   C2   C3   120.06  3.000
 9H2  H1   C2   C1   119.19  3.000
 9H2  C3   C2   C1   120.74  3.000
 9H2  I2   C3   C4   120.13  3.000
 9H2  C4   C3   C2   120.63  3.000
 9H2  I2   C3   C2   119.24  3.000
 9H2  N1   C4   C5   120.18  3.000
 9H2  C5   C4   C3   118.73  3.000
 9H2  N1   C4   C3   121.09  3.000
 9H2  I1   C5   C6   119.95  3.000
 9H2  I1   C5   C4   118.99  3.000
 9H2  C6   C5   C4   121.05  3.000
 9H2  O2   C6   C5   124.76  3.000
 9H2  O2   C6   C1   115.89  3.000
 9H2  C5   C6   C1   119.35  3.000
 9H2  C10  N1   C7   109.62  3.000
 9H2  C7   N1   C4   125.22  3.000
 9H2  C10  N1   C4   125.16  3.000
 9H2  H2   C7   C8   131.22  3.000
 9H2  H2   C7   N1   120.96  3.000
 9H2  C8   C7   N1   107.82  3.000
 9H2  H3   C8   C9   127.00  3.000
 9H2  H3   C8   C7   125.64  3.000
 9H2  C9   C8   C7   107.36  3.000
 9H2  H4   C9   C10  125.65  3.000
 9H2  H4   C9   C8   126.99  3.000
 9H2  C10  C9   C8   107.36  3.000
 9H2  H5   C10  C9   131.22  3.000
 9H2  H5   C10  N1   120.95  3.000
 9H2  C9   C10  N1   107.83  3.000
 9H2  H7   C11  H6   106.42  3.000
 9H2  H7   C11  O1   111.63  3.000
 9H2  H6   C11  O1   111.66  3.000
 9H2  H7   C11  C1   108.77  3.000
 9H2  H6   C11  C1   108.76  3.000
 9H2  O1   C11  C1   109.49  3.000
 9H2  H8   O1   C11  108.11  3.000
 9H2  H9   O2   C6   112.88  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
 9H2  CONST_01  C4   C3   C2   C1    0.00   0.0  0
 9H2  CONST_02  C4   C5   C6   C1    0.00   0.0  0
 9H2  CONST_03  N1   C4   C3   C2  180.00   0.0  0
 9H2  CONST_04  C5   C4   C3   C2    0.00   0.0  0
 9H2  CONST_05  C5   C6   C1   C2    0.00   0.0  0
 9H2  CONST_06  C6   C1   C2   C3    0.00   0.0  0
 9H2  CONST_09  C6   C5   C4   C3    0.00   0.0  0
 9H2  CONST_10  C9   C10  N1   C4  180.00   0.0  0
 9H2  CONST_11  C8   C7   N1   C4  180.00   0.0  0
 9H2  CONST_14  N1   C4   C5   C6  180.00   0.0  0
 9H2  CONST_15  C8   C9   C10  N1    0.00   0.0  0
 9H2  CONST_16  C9   C8   C7   N1    0.00   0.0  0
 9H2  CONST_17  C9   C10  N1   C7    0.00   0.0  0
 9H2  CONST_18  C10  C9   C8   C7    0.00   0.0  0
 9H2  CONST_19  C10  N1   C7   C8    0.00   0.0  0
 9H2  CONST_20  I2   C3   C2   C1  180.00   0.0  0
 9H2  CONST_21  I1   C5   C6   C1  180.00   0.0  0
 9H2  CONST_22  O2   C6   C1   C2  180.00   0.0  0
 9H2  CONST_23  C11  C1   C2   C3  180.00   0.0  0
 9H2  CONST_24  I1   C5   C4   C3  180.00   0.0  0
 9H2  CONST_25  O2   C6   C5   C4  180.00   0.0  0
 9H2  CONST_26  I2   C3   C4   C5  180.00   0.0  0
 9H2  CONST_27  C11  C1   C6   C5  180.00   0.0  0
 9H2  CONST_28  I2   C3   C4   N1    0.00   0.0  0
 9H2  CONST_29  I1   C5   C4   N1    0.00   0.0  0
 9H2  CONST_30  H1   C2   C3   C4  180.00   0.0  0
 9H2  CONST_31  H5   C10  N1   C4    0.00   0.0  0
 9H2  CONST_32  H2   C7   N1   C4    0.00   0.0  0
 9H2  CONST_33  H4   C9   C10  N1  180.00   0.0  0
 9H2  CONST_34  H3   C8   C7   N1  180.00   0.0  0
 9H2  Var_01    O1   C11  C1   C2   -1.28  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
 9H2  plan-1  C4   0.020
 9H2  plan-1  N1   0.020
 9H2  plan-1  C7   0.020
 9H2  plan-1  C8   0.020
 9H2  plan-1  C9   0.020
 9H2  plan-1  C10  0.020
 9H2  plan-1  H2   0.020
 9H2  plan-1  H3   0.020
 9H2  plan-1  H4   0.020
 9H2  plan-1  H5   0.020
 9H2  plan-2  C1   0.020
 9H2  plan-2  C2   0.020
 9H2  plan-2  C3   0.020
 9H2  plan-2  C4   0.020
 9H2  plan-2  C5   0.020
 9H2  plan-2  C6   0.020
 9H2  plan-2  N1   0.020
 9H2  plan-2  I1   0.020
 9H2  plan-2  I2   0.020
 9H2  plan-2  C11  0.020
 9H2  plan-2  O2   0.020
 9H2  plan-2  H1   0.020

