# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 19:40:03 2022
#   Inital geometry file: a 92 line input string
#   Ligand name: 2-heptyl-4,6-bis(oxidanyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCc1cc(O)cc(O)c1C(O)=O
#
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
 8HL  8HL  "2-heptyl-4,6-bis(oxidanyl)benzoic acid"  ligand  37  18  .  2022-09-16  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8HL
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
 8HL  C10   C  CR6    0   0.389   7.0883   4.6268  11.7224
 8HL  C13   C  CR6    0   0.390   9.3137   3.9280  11.1453
 8HL  C15   C  CR6    0  -0.388   9.8294   4.4682  12.3573
 8HL  C01   C  CH3    0  -0.659  11.4454  12.0843  18.1432
 8HL  C02   C  CH2    0  -0.417  11.2087  11.4040  16.8022
 8HL  C03   C  CH2    0  -0.404  10.7517   9.9570  16.9419
 8HL  C04   C  CH2    0  -0.410  10.4884   9.2764  15.6048
 8HL  C05   C  CH2    0  -0.415  10.0392   7.8273  15.7431
 8HL  C06   C  CH2    0  -0.407   9.7375   7.1630  14.4056
 8HL  C08   C  CR6    0   0.149   8.9208   5.0707  13.2482
 8HL  C09   C  CR16   0  -0.493   7.5694   5.1398  12.9246
 8HL  C12   C  CR16   0  -0.469   7.9564   4.0189  10.8331
 8HL  C16   C  C      0   0.489  11.3131   4.3476  12.6037
 8HL  O11   O  OH1    0  -0.633   5.7853   4.6928  11.3846
 8HL  O14   O  OH1    0  -0.660  10.1111   3.3260  10.2767
 8HL  O17   O  OC    -1  -0.532  11.8476   4.8488  13.5950
 8HL  O18   O  O      0  -0.638  11.9668   3.7012  11.7124
 8HL  H013  H  HCH3   0   0.224  11.7550  13.1226  18.0185
 8HL  H012  H  HCH3   0   0.214  10.5385  12.0812  18.7506
 8HL  H011  H  HCH3   0   0.215  12.2239  11.5745  18.7141
 8HL  H021  H  HCH2   0   0.209  12.1252  11.4370  16.2049
 8HL  H022  H  HCH2   0   0.208  10.4592  11.9650  16.2352
 8HL  H032  H  HCH2   0   0.204   9.8418   9.9223  17.5514
 8HL  H031  H  HCH2   0   0.205  11.5076   9.3907  17.4973
 8HL  H042  H  HCH2   0   0.206  11.3944   9.3176  14.9903
 8HL  H041  H  HCH2   0   0.205   9.7266   9.8413  15.0562
 8HL  H051  H  HCH2   0   0.205   9.1478   7.7819  16.3788
 8HL  H052  H  HCH2   0   0.206  10.8130   7.2558  16.2671
 8HL  H061  H  HCH2   0   0.218  10.6197   7.2095  13.7638
 8HL  H062  H  HCH2   0   0.207   8.9491   7.7238  13.8930
 8HL  H072  H  HCH2   0   0.221   8.4221   5.6818  15.2153
 8HL  H071  H  HCH2   0   0.235  10.0856   5.1460  15.0633
 8HL  H091  H  HCR6   0   0.246   6.8805   5.6026  13.6241
 8HL  H121  H  HCR6   0   0.245   7.5925   3.6063   9.8997
 8HL  H111  H  HOH1   0   0.470   5.2836   5.1331  12.0800
 8HL  H141  H  HOH1   0   0.457  11.0514   3.3778  10.7532
 8HL  C07   C  CH2    0  -0.491   9.3001   5.7063  14.5631

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
 8HL  O14  C13   single    1.324  0.020  1.324
 8HL  C12  C13   aromatic  1.396  0.020  1.396
 8HL  C12  C10   aromatic  1.383  0.020  1.383
 8HL  C13  C15   aromatic  1.424  0.020  1.424
 8HL  O11  C10   single    1.348  0.020  1.348
 8HL  O18  C16   deloc     1.281  0.020  1.281
 8HL  C10  C09   aromatic  1.393  0.020  1.393
 8HL  C15  C16   single    1.509  0.020  1.509
 8HL  C15  C08   aromatic  1.408  0.020  1.408
 8HL  C16  O17   deloc     1.233  0.020  1.233
 8HL  C09  C08   aromatic  1.391  0.020  1.391
 8HL  C08  C07   single    1.509  0.020  1.509
 8HL  C06  C07   single    1.529  0.020  1.529
 8HL  C06  C05   single    1.524  0.020  1.524
 8HL  C04  C05   single    1.523  0.020  1.523
 8HL  C04  C03   single    1.523  0.020  1.523
 8HL  C02  C03   single    1.524  0.020  1.524
 8HL  C02  C01   single    1.522  0.020  1.522
 8HL  C01  H013  single    0.970  0.020  1.090
 8HL  C01  H012  single    0.970  0.020  1.090
 8HL  C01  H011  single    0.970  0.020  1.090
 8HL  C02  H021  single    0.970  0.020  1.090
 8HL  C02  H022  single    0.970  0.020  1.090
 8HL  C03  H032  single    0.970  0.020  1.090
 8HL  C03  H031  single    0.970  0.020  1.090
 8HL  C04  H042  single    0.970  0.020  1.090
 8HL  C04  H041  single    0.970  0.020  1.090
 8HL  C05  H051  single    0.970  0.020  1.090
 8HL  C05  H052  single    0.970  0.020  1.090
 8HL  C06  H061  single    0.970  0.020  1.090
 8HL  C06  H062  single    0.970  0.020  1.090
 8HL  C07  H072  single    0.970  0.020  1.090
 8HL  C07  H071  single    0.970  0.020  1.090
 8HL  C09  H091  single    0.930  0.020  1.080
 8HL  C12  H121  single    0.930  0.020  1.080
 8HL  O11  H111  single    0.850  0.020  0.980
 8HL  O14  H141  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
 8HL  O11   C10  C12   117.85  3.000
 8HL  O11   C10  C09   122.16  3.000
 8HL  C12   C10  C09   119.99  3.000
 8HL  O14   C13  C12   117.94  3.000
 8HL  C12   C13  C15   121.20  3.000
 8HL  O14   C13  C15   120.86  3.000
 8HL  C16   C15  C08   124.44  3.000
 8HL  C08   C15  C13   117.86  3.000
 8HL  C16   C15  C13   117.71  3.000
 8HL  H011  C01  H012  107.46  3.000
 8HL  H011  C01  H013  107.57  3.000
 8HL  H012  C01  H013  107.59  3.000
 8HL  H011  C01  C02   111.28  3.000
 8HL  H012  C01  C02   111.09  3.000
 8HL  H013  C01  C02   111.65  3.000
 8HL  H022  C02  H021  105.98  3.000
 8HL  H022  C02  C03   109.20  3.000
 8HL  H021  C02  C03   109.25  3.000
 8HL  H022  C02  C01   109.50  3.000
 8HL  H021  C02  C01   109.70  3.000
 8HL  C03   C02  C01   112.97  3.000
 8HL  H031  C03  H032  105.94  3.000
 8HL  H031  C03  C04   109.46  3.000
 8HL  H032  C03  C04   109.30  3.000
 8HL  H031  C03  C02   109.29  3.000
 8HL  H032  C03  C02   109.28  3.000
 8HL  C04   C03  C02   113.30  3.000
 8HL  H041  C04  H042  105.95  3.000
 8HL  H041  C04  C05   109.32  3.000
 8HL  H042  C04  C05   109.30  3.000
 8HL  H041  C04  C03   109.23  3.000
 8HL  H042  C04  C03   109.43  3.000
 8HL  C05   C04  C03   113.35  3.000
 8HL  H052  C05  H051  105.99  3.000
 8HL  H052  C05  C06   109.41  3.000
 8HL  H051  C05  C06   109.28  3.000
 8HL  H052  C05  C04   109.35  3.000
 8HL  H051  C05  C04   109.39  3.000
 8HL  C06   C05  C04   113.17  3.000
 8HL  H062  C06  H061  106.54  3.000
 8HL  H062  C06  C07   109.28  3.000
 8HL  H061  C06  C07   109.41  3.000
 8HL  H062  C06  C05   109.28  3.000
 8HL  H061  C06  C05   109.72  3.000
 8HL  C07   C06  C05   112.44  3.000
 8HL  C09   C08  C07   115.21  3.000
 8HL  C07   C08  C15   124.71  3.000
 8HL  C09   C08  C15   120.06  3.000
 8HL  H091  C09  C08   119.19  3.000
 8HL  H091  C09  C10   119.61  3.000
 8HL  C08   C09  C10   121.20  3.000
 8HL  H121  C12  C13   119.64  3.000
 8HL  H121  C12  C10   120.69  3.000
 8HL  C13   C12  C10   119.67  3.000
 8HL  O18   C16  O17   122.93  3.000
 8HL  O17   C16  C15   121.68  3.000
 8HL  O18   C16  C15   115.38  3.000
 8HL  H111  O11  C10   110.17  3.000
 8HL  H141  O14  C13   102.59  3.000
 8HL  H071  C07  H072  107.10  3.000
 8HL  H071  C07  C08   111.44  3.000
 8HL  H072  C07  C08   107.96  3.000
 8HL  H071  C07  C06   109.38  3.000
 8HL  H072  C07  C06   108.20  3.000
 8HL  C08   C07  C06   112.55  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
 8HL  CONST_01  C15   C13  C12  C10     0.00   0.0  0
 8HL  CONST_02  C15   C08  C09  C10     0.00   0.0  0
 8HL  CONST_03  C09   C10  C12  C13     0.00   0.0  0
 8HL  CONST_04  C09   C08  C15  C13     0.00   0.0  0
 8HL  CONST_05  C12   C13  C15  C08     0.00   0.0  0
 8HL  CONST_06  C12   C10  C09  C08     0.00   0.0  0
 8HL  CONST_07  O14   C13  C12  C10   180.00   0.0  0
 8HL  CONST_08  C07   C08  C09  C10   180.00   0.0  0
 8HL  CONST_09  O11   C10  C12  C13   180.00   0.0  0
 8HL  CONST_10  C07   C08  C15  C13   180.00   0.0  0
 8HL  CONST_11  O14   C13  C15  C08   180.00   0.0  0
 8HL  CONST_12  O11   C10  C09  C08   180.00   0.0  0
 8HL  CONST_13  C16   C15  C08  C09   180.00   0.0  0
 8HL  CONST_14  C16   C15  C13  C12   180.00   0.0  0
 8HL  CONST_15  H121  C12  C13  C15   180.00   0.0  0
 8HL  CONST_16  H091  C09  C08  C15   180.00   0.0  0
 8HL  CONST_17  H121  C12  C10  C09   180.00   0.0  0
 8HL  CONST_18  H091  C09  C10  C12   180.00   0.0  0
 8HL  Var_01    O18   C16  C15  C13    -3.33  30.0  2
 8HL  Var_02    O17   C16  C15  C13   176.25  30.0  2
 8HL  Var_03    C06   C07  C08  C15    85.43  30.0  2
 8HL  Var_04    C09   C08  C07  C06   -92.97  30.0  3
 8HL  Var_05    O18   C16  C15  C08   176.24  30.0  2
 8HL  Var_06    O17   C16  C15  C08    -4.18  30.0  2
 8HL  Var_07    H072  C07  C08  C15  -155.22  30.0  2
 8HL  Var_08    H071  C07  C08  C15   -37.87  30.0  2
 8HL  Var_09    H072  C07  C08  C09    26.38  30.0  2
 8HL  Var_10    H071  C07  C08  C09   143.73  30.0  2
 8HL  Var_11    C08   C07  C06  C05   176.55  30.0  3
 8HL  Var_12    H061  C06  C07  C08   -61.28  30.0  2
 8HL  Var_13    H062  C06  C07  C08    55.01  30.0  2
 8HL  Var_14    C04   C03  C02  C01   178.97  30.0  3
 8HL  Var_15    C05   C04  C03  C02   179.67  30.0  1
 8HL  Var_16    C06   C05  C04  C03   178.30  30.0  3
 8HL  Var_17    C07   C06  C05  C04   179.50  30.0  1
 8HL  Var_18    H032  C03  C02  C01    56.83  30.0  3
 8HL  Var_19    H031  C03  C02  C01   -58.68  30.0  3
 8HL  Var_20    H042  C04  C03  C02    57.39  30.0  1
 8HL  Var_21    H041  C04  C03  C02   -58.18  30.0  1
 8HL  Var_22    H051  C05  C04  C03    56.20  30.0  3
 8HL  Var_23    H052  C05  C04  C03   -59.46  30.0  3
 8HL  Var_24    H013  C01  C02  C03  -179.03  30.0  3
 8HL  Var_25    H012  C01  C02  C03   -58.94  30.0  3
 8HL  Var_26    H011  C01  C02  C03    60.76  30.0  3
 8HL  Var_27    H061  C06  C05  C04    57.50  30.0  1
 8HL  Var_28    H062  C06  C05  C04   -58.97  30.0  1
 8HL  Var_29    H021  C02  C03  C04   -58.63  30.0  1
 8HL  Var_30    H022  C02  C03  C04    56.86  30.0  1
 8HL  Var_31    H072  C07  C06  C05    57.34  30.0  3
 8HL  Var_32    H071  C07  C06  C05   -59.01  30.0  3
 8HL  Var_33    H032  C03  C04  C05   -58.21  30.0  3
 8HL  Var_34    H031  C03  C04  C05    57.41  30.0  3
 8HL  Var_35    H042  C04  C05  C06   -59.35  30.0  1
 8HL  Var_36    H041  C04  C05  C06    56.20  30.0  1
 8HL  Var_37    H051  C05  C06  C07   -58.34  30.0  3
 8HL  Var_38    H052  C05  C06  C07    57.29  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
 8HL  plan-1  C10   0.020
 8HL  plan-1  C13   0.020
 8HL  plan-1  C15   0.020
 8HL  plan-1  C08   0.020
 8HL  plan-1  C09   0.020
 8HL  plan-1  C12   0.020
 8HL  plan-1  C16   0.020
 8HL  plan-1  O11   0.020
 8HL  plan-1  O14   0.020
 8HL  plan-1  H091  0.020
 8HL  plan-1  H121  0.020
 8HL  plan-1  C07   0.020
 8HL  plan-2  C15   0.020
 8HL  plan-2  C16   0.020
 8HL  plan-2  O17   0.020
 8HL  plan-2  O18   0.020

