# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 12:32:53 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 2,4,6-tris(iodanyl)-5-(octanoylamino)benzene-1,3-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC(=O)Nc1c(I)c(C(O)=O)c(I)c(C(O)=O)c1I
#
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
 4QL  4QL  '2,4,6-tris(iodanyl)-5-(octanoylamino)benzene-1,3-dicarboxylic acid'  ligand  43  25  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4QL
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
 4QL  O25  O  O     0  -0.452   -2.0410  -0.0047   1.3959
 4QL  C17  C  C     0   0.554   -2.3534  -0.0020   0.2228
 4QL  C18  C  CH2   0  -0.595   -3.7721  -0.0008  -0.2877
 4QL  C19  C  CH2   0  -0.415   -4.8321   0.0020   0.8003
 4QL  C20  C  CH2   0  -0.416   -6.2357   0.0066   0.2069
 4QL  C21  C  CH2   0  -0.413   -7.3359   0.0058   1.2598
 4QL  C22  C  CH2   0  -0.406   -8.7341   0.0096   0.6546
 4QL  C23  C  CH2   0  -0.419   -9.8468   0.0153   1.6950
 4QL  C24  C  CH3   0  -0.661  -11.2363   0.0166   1.0722
 4QL  N13  N  NH1   0  -0.746   -1.4127   0.0012  -0.7657
 4QL  C5   C  CR6   0   0.424   -0.0413   0.0044  -0.4849
 4QL  C6   C  CR6   0  -0.275    0.6688  -1.1900  -0.3749
 4QL  I3   I  I     0   0.163   -0.3628  -3.0008  -0.5943
 4QL  C4   C  CR6   0  -0.275    0.6538   1.2023  -0.3269
 4QL  I2   I  I     0   0.163   -0.3947   3.0085  -0.4994
 4QL  C3   C  CR6   0   0.098    2.0191   1.2179  -0.0708
 4QL  C10  C  C     0   0.402    2.7398   2.5184   0.1408
 4QL  O12  O  O     0  -0.388    2.8419   3.0358   1.2185
 4QL  O11  O  OH1   0  -0.557    3.2255   2.9819  -0.9911
 4QL  C2   C  CR6   0  -0.270    2.7009   0.0113   0.0225
 4QL  I1   I  I     0   0.179    4.7674   0.0164   0.4024
 4QL  C1   C  CR6   0   0.098    2.0360  -1.1988  -0.1282
 4QL  C7   C  C     0   0.402    2.7917  -2.4955  -0.0753
 4QL  O8   O  O     0  -0.388    3.2905  -2.9946  -1.0459
 4QL  O9   O  OH1   0  -0.557    2.8244  -2.9788   1.1482
 4QL  H1   H  HCH2  0   0.272   -3.8965   0.8689  -0.9416
 4QL  H2   H  HCH2  0   0.272   -3.8988  -0.8717  -0.9397
 4QL  H3   H  HCH2  0   0.225   -4.7100  -0.8742   1.4427
 4QL  H4   H  HCH2  0   0.225   -4.7046   0.8767   1.4439
 4QL  H5   H  HCH2  0   0.212   -6.3538   0.8827  -0.4403
 4QL  H6   H  HCH2  0   0.212   -6.3572  -0.8660  -0.4443
 4QL  H7   H  HCH2  0   0.209   -7.2216  -0.8717   1.9059
 4QL  H8   H  HCH2  0   0.209   -7.2184   0.8783   1.9120
 4QL  H9   H  HCH2  0   0.206   -8.8443   0.8826   0.0014
 4QL  H10  H  HCH2  0   0.206   -8.8499  -0.8663   0.0062
 4QL  H11  H  HCH2  0   0.210   -9.7373  -0.8571   2.3467
 4QL  H12  H  HCH2  0   0.210   -9.7339   0.8910   2.3417
 4QL  H13  H  HCH3  0   0.215  -11.3835   0.8953   0.4410
 4QL  H14  H  HCH3  0   0.215  -11.3874  -0.8649   0.4457
 4QL  H15  H  HCH3  0   0.226  -12.0184   0.0204   1.8321
 4QL  H16  H  HNH1  0   0.425   -1.7009   0.0030  -1.7342
 4QL  H17  H  HOH1  0   0.501    3.6959   3.8196  -0.8482
 4QL  H18  H  HOH1  0   0.501    3.3159  -3.8163   1.1739

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
 4QL  C24  C23  single    1.523  0.020  1.523
 4QL  C23  C22  single    1.523  0.020  1.523
 4QL  C22  C21  single    1.524  0.020  1.524
 4QL  C21  C20  single    1.523  0.020  1.523
 4QL  C20  C19  single    1.524  0.020  1.524
 4QL  C19  C18  single    1.519  0.020  1.519
 4QL  C18  C17  single    1.508  0.020  1.508
 4QL  C17  O25  double    1.214  0.020  1.214
 4QL  C17  N13  single    1.365  0.020  1.365
 4QL  I2   C4   single    2.096  0.020  2.096
 4QL  N13  C5   single    1.400  0.020  1.400
 4QL  C5   C4   aromatic  1.394  0.020  1.394
 4QL  C5   C6   aromatic  1.394  0.020  1.394
 4QL  C4   C3   aromatic  1.389  0.020  1.389
 4QL  I3   C6   single    2.096  0.020  2.096
 4QL  C6   C1   aromatic  1.389  0.020  1.389
 4QL  C3   C10  single    1.502  0.020  1.502
 4QL  C3   C2   aromatic  1.389  0.020  1.389
 4QL  O12  C10  double    1.200  0.020  1.200
 4QL  C10  O11  single    1.316  0.020  1.316
 4QL  C1   C2   aromatic  1.389  0.020  1.389
 4QL  C1   C7   single    1.502  0.020  1.502
 4QL  C2   I1   single    2.101  0.020  2.101
 4QL  C7   O8   double    1.200  0.020  1.200
 4QL  C7   O9   single    1.316  0.020  1.316
 4QL  C18  H1   single    0.970  0.020  1.090
 4QL  C18  H2   single    0.970  0.020  1.090
 4QL  C19  H3   single    0.970  0.020  1.090
 4QL  C19  H4   single    0.970  0.020  1.090
 4QL  C20  H5   single    0.970  0.020  1.090
 4QL  C20  H6   single    0.970  0.020  1.090
 4QL  C21  H7   single    0.970  0.020  1.090
 4QL  C21  H8   single    0.970  0.020  1.090
 4QL  C22  H9   single    0.970  0.020  1.090
 4QL  C22  H10  single    0.970  0.020  1.090
 4QL  C23  H11  single    0.970  0.020  1.090
 4QL  C23  H12  single    0.970  0.020  1.090
 4QL  C24  H13  single    0.970  0.020  1.090
 4QL  C24  H14  single    0.970  0.020  1.090
 4QL  C24  H15  single    0.970  0.020  1.090
 4QL  N13  H16  single    0.860  0.020  1.020
 4QL  O11  H17  single    0.850  0.020  0.980
 4QL  O9   H18  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
 4QL  N13  C17  C18  113.79  3.000
 4QL  N13  C17  O25  121.51  3.000
 4QL  C18  C17  O25  124.70  3.000
 4QL  H2   C18  H1   105.23  3.000
 4QL  H2   C18  C19  110.31  3.000
 4QL  H1   C18  C19  110.30  3.000
 4QL  H2   C18  C17  108.05  3.000
 4QL  H1   C18  C17  108.04  3.000
 4QL  C19  C18  C17  114.47  3.000
 4QL  H4   C19  H3   106.39  3.000
 4QL  H4   C19  C20  109.53  3.000
 4QL  H3   C19  C20  109.52  3.000
 4QL  H4   C19  C18  109.98  3.000
 4QL  H3   C19  C18  109.96  3.000
 4QL  C20  C19  C18  111.34  3.000
 4QL  H6   C20  H5   105.89  3.000
 4QL  H6   C20  C21  109.30  3.000
 4QL  H5   C20  C21  109.33  3.000
 4QL  H6   C20  C19  109.34  3.000
 4QL  H5   C20  C19  109.37  3.000
 4QL  C21  C20  C19  113.34  3.000
 4QL  H8   C21  H7   106.00  3.000
 4QL  H8   C21  C22  109.44  3.000
 4QL  H7   C21  C22  109.39  3.000
 4QL  H8   C21  C20  109.49  3.000
 4QL  H7   C21  C20  109.44  3.000
 4QL  C22  C21  C20  112.86  3.000
 4QL  H10  C22  H9   105.86  3.000
 4QL  H10  C22  C23  109.26  3.000
 4QL  H9   C22  C23  109.31  3.000
 4QL  H10  C22  C21  109.27  3.000
 4QL  H9   C22  C21  109.33  3.000
 4QL  C23  C22  C21  113.52  3.000
 4QL  H12  C23  H11  106.00  3.000
 4QL  H12  C23  C24  109.58  3.000
 4QL  H11  C23  C24  109.61  3.000
 4QL  H12  C23  C22  109.34  3.000
 4QL  H11  C23  C22  109.31  3.000
 4QL  C24  C23  C22  112.78  3.000
 4QL  H15  C24  H14  107.66  3.000
 4QL  H15  C24  H13  107.65  3.000
 4QL  H14  C24  H13  107.42  3.000
 4QL  H15  C24  C23  111.68  3.000
 4QL  H14  C24  C23  111.12  3.000
 4QL  H13  C24  C23  111.11  3.000
 4QL  H16  N13  C5   118.14  3.000
 4QL  H16  N13  C17  119.85  3.000
 4QL  C5   N13  C17  122.01  3.000
 4QL  C4   C5   C6   118.25  3.000
 4QL  C6   C5   N13  120.86  3.000
 4QL  C4   C5   N13  120.88  3.000
 4QL  C1   C6   I3   119.84  3.000
 4QL  C1   C6   C5   121.39  3.000
 4QL  I3   C6   C5   118.78  3.000
 4QL  C3   C4   I2   119.82  3.000
 4QL  C3   C4   C5   121.37  3.000
 4QL  I2   C4   C5   118.81  3.000
 4QL  C2   C3   C10  120.48  3.000
 4QL  C2   C3   C4   119.01  3.000
 4QL  C10  C3   C4   120.49  3.000
 4QL  O11  C10  O12  126.10  3.000
 4QL  O11  C10  C3   111.15  3.000
 4QL  O12  C10  C3   122.75  3.000
 4QL  H17  O11  C10  110.85  3.000
 4QL  C1   C2   I1   119.51  3.000
 4QL  I1   C2   C3   119.52  3.000
 4QL  C1   C2   C3   120.97  3.000
 4QL  C7   C1   C2   120.50  3.000
 4QL  C7   C1   C6   120.46  3.000
 4QL  C2   C1   C6   119.00  3.000
 4QL  O9   C7   O8   126.08  3.000
 4QL  O9   C7   C1   111.25  3.000
 4QL  O8   C7   C1   122.67  3.000
 4QL  H18  O9   C7   110.72  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
 4QL  CONST_01  C2   C3   C4   C5      0.00   0.0  0
 4QL  CONST_02  C2   C1   C6   C5      0.00   0.0  0
 4QL  CONST_03  C3   C4   C5   C6      0.00   0.0  0
 4QL  CONST_04  C3   C2   C1   C6      0.00   0.0  0
 4QL  CONST_05  C1   C6   C5   C4      0.00   0.0  0
 4QL  CONST_06  C1   C2   C3   C4      0.00   0.0  0
 4QL  CONST_07  C3   C4   C5   N13   180.00   0.0  0
 4QL  CONST_08  C1   C6   C5   N13   180.00   0.0  0
 4QL  CONST_09  C10  C3   C4   C5    180.00   0.0  0
 4QL  CONST_10  C7   C1   C6   C5    180.00   0.0  0
 4QL  CONST_11  I2   C4   C5   C6    180.00   0.0  0
 4QL  CONST_12  I1   C2   C1   C6    180.00   0.0  0
 4QL  CONST_13  C4   C5   C6   I3    180.00   0.0  0
 4QL  CONST_14  C2   C1   C6   I3    180.00   0.0  0
 4QL  CONST_15  I1   C2   C3   C4    180.00   0.0  0
 4QL  CONST_16  C2   C3   C4   I2    180.00   0.0  0
 4QL  CONST_17  C7   C1   C2   C3    180.00   0.0  0
 4QL  CONST_18  C1   C2   C3   C10   180.00   0.0  0
 4QL  CONST_22  C5   N13  C17  O25     0.00   0.0  0
 4QL  CONST_23  C5   N13  C17  C18   180.00   0.0  0
 4QL  CONST_24  H17  O11  C10  C3    180.00   0.0  0
 4QL  CONST_25  H18  O9   C7   C1    180.00   0.0  0
 4QL  Var_01    O8   C7   C1   C6     89.55  30.0  2
 4QL  Var_02    O12  C10  C3   C4     88.39  30.0  2
 4QL  Var_03    C19  C18  C17  O25     0.22  30.0  1
 4QL  Var_04    C20  C19  C18  C17   179.86  30.0  1
 4QL  Var_05    C21  C20  C19  C18   179.84  30.0  2
 4QL  Var_06    C22  C21  C20  C19  -179.97  30.0  1
 4QL  Var_07    C23  C22  C21  C20  -179.73  30.0  2
 4QL  Var_08    C24  C23  C22  C21  -179.90  30.0  1
 4QL  Var_09    H13  C24  C23  C22   -59.79  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
 4QL  plan-1  N13  0.020
 4QL  plan-1  C5   0.020
 4QL  plan-1  C6   0.020
 4QL  plan-1  I3   0.020
 4QL  plan-1  C4   0.020
 4QL  plan-1  I2   0.020
 4QL  plan-1  C3   0.020
 4QL  plan-1  C10  0.020
 4QL  plan-1  C2   0.020
 4QL  plan-1  I1   0.020
 4QL  plan-1  C1   0.020
 4QL  plan-1  C7   0.020
 4QL  plan-2  O25  0.020
 4QL  plan-2  C17  0.020
 4QL  plan-2  C18  0.020
 4QL  plan-2  N13  0.020
 4QL  plan-2  C5   0.020
 4QL  plan-2  H16  0.020
 4QL  plan-3  C3   0.020
 4QL  plan-3  C10  0.020
 4QL  plan-3  O12  0.020
 4QL  plan-3  O11  0.020
 4QL  plan-3  H17  0.020
 4QL  plan-4  C1   0.020
 4QL  plan-4  C7   0.020
 4QL  plan-4  O8   0.020
 4QL  plan-4  O9   0.020
 4QL  plan-4  H18  0.020

