# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 22:09:05 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 4-hydroxy-3-iodo-5,6-dimethoxy-2-methylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1c(O)c(I)c(C)c(C(O)=O)c1OC
#
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
 HIB  HIB  '4-hydroxy-3-iodo-5,6-dimethoxy-2-methylbenzoic acid'  ligand  26  16  .  2021-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HIB
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
 HIB  C1   C  CR6    0  -0.441  -0.0431  -0.0984  -0.6962
 HIB  C2   C  CR6    0   0.388   1.2521  -0.1826  -0.1982
 HIB  C3   C  CR6    0   0.166   1.4463  -0.1323   1.1835
 HIB  C4   C  CR6    0   0.304   0.3508  -0.0076   2.0276
 HIB  C5   C  CR6    0  -0.177  -0.9410   0.0823   1.5205
 HIB  C6   C  CR6    0   0.096  -1.1533   0.0541   0.1402
 HIB  C7   C  C      0   0.348  -2.0886   0.2337   2.5149
 HIB  C8   C  CH3    0  -0.737  -2.5425   0.1528  -0.4228
 HIB  C9   C  CH3    0  -0.413   3.2955   1.0041   2.0810
 HIB  CX   C  CH3    0  -0.411   0.7112  -1.2043   4.0062
 HIB  O2   O  OH1    0  -0.615   2.2924  -0.3143  -1.0365
 HIB  O3   O  O2     0  -0.497   2.7235  -0.2299   1.6492
 HIB  O4   O  O2     0  -0.488   0.5456   0.0585   3.3727
 HIB  O7   O  O      0  -0.590  -2.5229  -0.8196   3.0122
 HIB  O8   O  OC    -1  -0.596  -2.4778   1.3947   2.7263
 HIB  I1   I  I      0   0.046  -0.2603  -0.2048  -2.7893
 HIB  H81  H  HCH3   0   0.250  -2.8347  -0.7728  -0.9221
 HIB  H82  H  HCH3   0   0.259  -3.2798   0.3577   0.3484
 HIB  H83  H  HCH3   0   0.249  -2.6178   0.9532  -1.1597
 HIB  H91  H  HCH3   0   0.244   4.3314   0.7990   2.3428
 HIB  H92  H  HCH3   0   0.225   3.2734   1.7536   1.2865
 HIB  H93  H  HCH3   0   0.234   2.7802   1.3983   2.9570
 HIB  HX1  H  HCH3   0   0.235   0.8360  -1.0128   5.0704
 HIB  HX2  H  HCH3   0   0.224  -0.1684  -1.8337   3.8608
 HIB  HX3  H  HCH3   0   0.220   1.5956  -1.7304   3.6405
 HIB  HO2  H  HOH1   0   0.474   3.1015  -0.4372  -0.5218

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
 HIB  C1  C2   aromatic  1.390  0.020  1.390
 HIB  C1  C6   aromatic  1.398  0.020  1.398
 HIB  C1  I1   single    2.107  0.020  2.107
 HIB  C2  C3   aromatic  1.396  0.020  1.396
 HIB  C2  O2   single    1.343  0.020  1.343
 HIB  C3  C4   aromatic  1.389  0.020  1.389
 HIB  C3  O3   single    1.363  0.020  1.363
 HIB  C4  C5   aromatic  1.391  0.020  1.391
 HIB  C4  O4   single    1.361  0.020  1.361
 HIB  C5  C6   aromatic  1.397  0.020  1.397
 HIB  C5  C7   single    1.526  0.020  1.526
 HIB  C6  C8   single    1.502  0.020  1.502
 HIB  C7  O7   deloc     1.243  0.020  1.243
 HIB  C7  O8   deloc     1.243  0.020  1.243
 HIB  C8  H81  single    0.970  0.020  1.090
 HIB  C8  H82  single    0.970  0.020  1.090
 HIB  C8  H83  single    0.970  0.020  1.090
 HIB  C9  O3   single    1.427  0.020  1.427
 HIB  C9  H91  single    0.970  0.020  1.090
 HIB  C9  H92  single    0.970  0.020  1.090
 HIB  C9  H93  single    0.970  0.020  1.090
 HIB  CX  O4   single    1.422  0.020  1.422
 HIB  CX  HX1  single    0.970  0.020  1.090
 HIB  CX  HX2  single    0.970  0.020  1.090
 HIB  CX  HX3  single    0.970  0.020  1.090
 HIB  O2  HO2  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
 HIB  I1   C1  C6   121.18  3.000
 HIB  I1   C1  C2   116.67  3.000
 HIB  C6   C1  C2   122.14  3.000
 HIB  O2   C2  C3   120.91  3.000
 HIB  O2   C2  C1   120.27  3.000
 HIB  C3   C2  C1   118.81  3.000
 HIB  O3   C3  C4   122.55  3.000
 HIB  O3   C3  C2   117.77  3.000
 HIB  C4   C3  C2   119.67  3.000
 HIB  O4   C4  C5   119.36  3.000
 HIB  O4   C4  C3   119.50  3.000
 HIB  C5   C4  C3   121.13  3.000
 HIB  C7   C5  C6   122.12  3.000
 HIB  C7   C5  C4   117.86  3.000
 HIB  C6   C5  C4   120.01  3.000
 HIB  C8   C6  C5   120.64  3.000
 HIB  C8   C6  C1   121.15  3.000
 HIB  C5   C6  C1   118.20  3.000
 HIB  O8   C7  O7   127.89  3.000
 HIB  O8   C7  C5   116.05  3.000
 HIB  O7   C7  C5   116.06  3.000
 HIB  H83  C8  H82  107.12  3.000
 HIB  H83  C8  H81  107.14  3.000
 HIB  H82  C8  H81  107.64  3.000
 HIB  H83  C8  C6   111.43  3.000
 HIB  H82  C8  C6   111.96  3.000
 HIB  H81  C8  C6   111.31  3.000
 HIB  H93  C9  H92  109.07  3.000
 HIB  H93  C9  H91  108.96  3.000
 HIB  H92  C9  H91  108.88  3.000
 HIB  H93  C9  O3   111.49  3.000
 HIB  H92  C9  O3   111.41  3.000
 HIB  H91  C9  O3   106.95  3.000
 HIB  HX3  CX  HX2  109.29  3.000
 HIB  HX3  CX  HX1  108.62  3.000
 HIB  HX2  CX  HX1  108.91  3.000
 HIB  HX3  CX  O4   111.89  3.000
 HIB  HX2  CX  O4   111.03  3.000
 HIB  HX1  CX  O4   107.01  3.000
 HIB  HO2  O2  C2   109.18  3.000
 HIB  C9   O3  C3   114.65  3.000
 HIB  CX   O4  C4   114.44  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
 HIB  CONST_01  C4   C3  C2  C1     0.00   0.0  0
 HIB  CONST_02  C4   C5  C6  C1     0.00   0.0  0
 HIB  CONST_03  C5   C6  C1  C2     0.00   0.0  0
 HIB  CONST_04  C5   C4  C3  C2     0.00   0.0  0
 HIB  CONST_05  C6   C1  C2  C3     0.00   0.0  0
 HIB  CONST_06  C6   C5  C4  C3     0.00   0.0  0
 HIB  CONST_07  O3   C3  C2  C1   180.00   0.0  0
 HIB  CONST_08  C7   C5  C6  C1   180.00   0.0  0
 HIB  CONST_09  C8   C6  C1  C2   180.00   0.0  0
 HIB  CONST_10  O4   C4  C3  C2   180.00   0.0  0
 HIB  CONST_11  I1   C1  C2  C3   180.00   0.0  0
 HIB  CONST_12  C7   C5  C4  C3   180.00   0.0  0
 HIB  CONST_13  O2   C2  C3  C4   180.00   0.0  0
 HIB  CONST_14  C8   C6  C5  C4   180.00   0.0  0
 HIB  CONST_15  O3   C3  C4  C5   180.00   0.0  0
 HIB  CONST_16  I1   C1  C6  C5   180.00   0.0  0
 HIB  CONST_17  O2   C2  C1  C6   180.00   0.0  0
 HIB  CONST_18  O4   C4  C5  C6   180.00   0.0  0
 HIB  Var_01    O7   C7  C5  C4   -84.11  30.0  2
 HIB  Var_02    H81  C8  C6  C1    64.64  30.0  2
 HIB  Var_03    H91  C9  O3  C3  -175.22  30.0  3
 HIB  Var_04    HX1  CX  O4  C4  -178.84  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
 HIB  plan-1  C1  0.020
 HIB  plan-1  C2  0.020
 HIB  plan-1  C3  0.020
 HIB  plan-1  C4  0.020
 HIB  plan-1  C5  0.020
 HIB  plan-1  C6  0.020
 HIB  plan-1  C7  0.020
 HIB  plan-1  C8  0.020
 HIB  plan-1  O2  0.020
 HIB  plan-1  O3  0.020
 HIB  plan-1  O4  0.020
 HIB  plan-1  I1  0.020
 HIB  plan-2  C5  0.020
 HIB  plan-2  C7  0.020
 HIB  plan-2  O7  0.020
 HIB  plan-2  O8  0.020

