# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 10:35:53 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 4-heptylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCc1ccc(cc1)C(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
 EJV  EJV  '4-heptylbenzoic acid     '  ligand  35  16  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EJV
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
 EJV  C10  C  CR16   0  -0.274   2.9064   1.2046   0.0104
 EJV  C13  C  CR16   0  -0.302   1.5464  -1.0604  -0.7937
 EJV  C01  C  CH3    0  -0.662  -7.8606  -0.1725   0.6220
 EJV  C02  C  CH2    0  -0.418  -6.4107  -0.2572   1.0786
 EJV  C03  C  CH2    0  -0.406  -5.4162   0.0101  -0.0453
 EJV  C04  C  CH2    0  -0.411  -3.9640  -0.0652   0.4091
 EJV  C05  C  CH2    0  -0.416  -2.9635   0.1721  -0.7160
 EJV  C06  C  CH2    0  -0.409  -1.5165   0.0795  -0.2488
 EJV  C07  C  CH2    0  -0.504  -0.5070   0.2780  -1.3820
 EJV  C08  C  CR6    0   0.129   0.9112   0.1759  -0.8965
 EJV  C09  C  CR16   0  -0.305   1.6144   1.3065  -0.4855
 EJV  C11  C  CR6    0  -0.117   3.5398  -0.0312   0.1148
 EJV  C12  C  CR16   0  -0.275   2.8374  -1.1619  -0.2959
 EJV  C14  C  C      0   0.391   4.9578  -0.1424   0.6557
 EJV  O15  O  OC    -1  -0.596   5.4442  -1.2880   0.7209
 EJV  O16  O  O      0  -0.597   5.5158   0.9225   0.9865
 EJV  H1   H  HCR6   0   0.238   3.4332   2.0987   0.3168
 EJV  H2   H  HCR6   0   0.236   1.0235  -1.9565  -1.1097
 EJV  H3   H  HCH3   0   0.225  -8.5514  -0.3772   1.4408
 EJV  H4   H  HCH3   0   0.215  -8.0947   0.8209   0.2343
 EJV  H5   H  HCH3   0   0.215  -8.0685  -0.8924  -0.1721
 EJV  H6   H  HCH2   0   0.210  -6.2398   0.4577   1.8893
 EJV  H7   H  HCH2   0   0.210  -6.2175  -1.2474   1.5024
 EJV  H8   H  HCH2   0   0.205  -5.5825  -0.7106  -0.8537
 EJV  H9   H  HCH2   0   0.206  -5.6142   0.9986  -0.4743
 EJV  H10  H  HCH2   0   0.207  -3.7948   0.6678   1.2055
 EJV  H11  H  HCH2   0   0.207  -3.7747  -1.0478   0.8551
 EJV  H12  H  HCH2   0   0.209  -3.1354  -0.5587  -1.5137
 EJV  H13  H  HCH2   0   0.210  -3.1413   1.1570  -1.1612
 EJV  H14  H  HCH2   0   0.219  -1.3331   0.8256   0.5311
 EJV  H15  H  HCH2   0   0.218  -1.3452  -0.8974   0.2150
 EJV  H16  H  HCH2   0   0.234  -0.6892  -0.4711  -2.1578
 EJV  H17  H  HCH2   0   0.234  -0.6722   1.2556  -1.8435
 EJV  H18  H  HCR6   0   0.236   1.1449   2.2813  -0.5612
 EJV  H19  H  HCR6   0   0.238   3.3089  -2.1336  -0.2249

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
 EJV  O16  C14  deloc     1.247  0.020  1.247
 EJV  C12  C13  aromatic  1.387  0.020  1.387
 EJV  C12  C11  aromatic  1.393  0.020  1.393
 EJV  C14  O15  deloc     1.246  0.020  1.246
 EJV  C14  C11  single    1.522  0.020  1.522
 EJV  C13  C08  aromatic  1.394  0.020  1.394
 EJV  C11  C10  aromatic  1.393  0.020  1.393
 EJV  C08  C07  single    1.502  0.020  1.502
 EJV  C08  C09  aromatic  1.393  0.020  1.393
 EJV  C10  C09  aromatic  1.388  0.020  1.388
 EJV  C07  C06  single    1.530  0.020  1.530
 EJV  C06  C05  single    1.523  0.020  1.523
 EJV  C05  C04  single    1.524  0.020  1.524
 EJV  C04  C03  single    1.523  0.020  1.523
 EJV  C03  C02  single    1.524  0.020  1.524
 EJV  C02  C01  single    1.522  0.020  1.522
 EJV  C10  H1   single    0.930  0.020  1.080
 EJV  C13  H2   single    0.930  0.020  1.080
 EJV  C01  H3   single    0.970  0.020  1.090
 EJV  C01  H4   single    0.970  0.020  1.090
 EJV  C01  H5   single    0.970  0.020  1.090
 EJV  C02  H6   single    0.970  0.020  1.090
 EJV  C02  H7   single    0.970  0.020  1.090
 EJV  C03  H8   single    0.970  0.020  1.090
 EJV  C03  H9   single    0.970  0.020  1.090
 EJV  C04  H10  single    0.970  0.020  1.090
 EJV  C04  H11  single    0.970  0.020  1.090
 EJV  C05  H12  single    0.970  0.020  1.090
 EJV  C05  H13  single    0.970  0.020  1.090
 EJV  C06  H14  single    0.970  0.020  1.090
 EJV  C06  H15  single    0.970  0.020  1.090
 EJV  C07  H16  single    0.970  0.020  1.090
 EJV  C07  H17  single    0.970  0.020  1.090
 EJV  C09  H18  single    0.930  0.020  1.080
 EJV  C12  H19  single    0.930  0.020  1.080

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
 EJV  H1   C10  C11  119.38  3.000
 EJV  H1   C10  C09  119.59  3.000
 EJV  C11  C10  C09  121.03  3.000
 EJV  H2   C13  C12  119.52  3.000
 EJV  H2   C13  C08  119.45  3.000
 EJV  C12  C13  C08  121.03  3.000
 EJV  H5   C01  H4   107.51  3.000
 EJV  H5   C01  H3   107.55  3.000
 EJV  H4   C01  H3   107.55  3.000
 EJV  H5   C01  C02  111.27  3.000
 EJV  H4   C01  C02  111.18  3.000
 EJV  H3   C01  C02  111.56  3.000
 EJV  H7   C02  H6   106.06  3.000
 EJV  H7   C02  C03  109.21  3.000
 EJV  H6   C02  C03  109.25  3.000
 EJV  H7   C02  C01  109.55  3.000
 EJV  H6   C02  C01  109.55  3.000
 EJV  C03  C02  C01  112.98  3.000
 EJV  H9   C03  H8   106.09  3.000
 EJV  H9   C03  C04  109.49  3.000
 EJV  H8   C03  C04  109.41  3.000
 EJV  H9   C03  C02  109.21  3.000
 EJV  H8   C03  C02  109.25  3.000
 EJV  C04  C03  C02  113.16  3.000
 EJV  H11  C04  H10  106.10  3.000
 EJV  H11  C04  C05  109.07  3.000
 EJV  H10  C04  C05  109.33  3.000
 EJV  H11  C04  C03  109.30  3.000
 EJV  H10  C04  C03  109.33  3.000
 EJV  C05  C04  C03  113.45  3.000
 EJV  H13  C05  H12  106.16  3.000
 EJV  H13  C05  C06  109.49  3.000
 EJV  H12  C05  C06  109.38  3.000
 EJV  H13  C05  C04  109.48  3.000
 EJV  H12  C05  C04  109.31  3.000
 EJV  C06  C05  C04  112.81  3.000
 EJV  H15  C06  H14  106.26  3.000
 EJV  H15  C06  C07  109.04  3.000
 EJV  H14  C06  C07  109.18  3.000
 EJV  H15  C06  C05  109.44  3.000
 EJV  H14  C06  C05  109.64  3.000
 EJV  C07  C06  C05  113.05  3.000
 EJV  H17  C07  H16  106.72  3.000
 EJV  H17  C07  C08  109.86  3.000
 EJV  H16  C07  C08  109.87  3.000
 EJV  H17  C07  C06  109.19  3.000
 EJV  H16  C07  C06  109.06  3.000
 EJV  C08  C07  C06  112.00  3.000
 EJV  C09  C08  C07  121.10  3.000
 EJV  C09  C08  C13  117.90  3.000
 EJV  C07  C08  C13  120.95  3.000
 EJV  H18  C09  C08  119.36  3.000
 EJV  H18  C09  C10  119.60  3.000
 EJV  C08  C09  C10  121.04  3.000
 EJV  C14  C11  C12  121.02  3.000
 EJV  C14  C11  C10  121.02  3.000
 EJV  C12  C11  C10  117.96  3.000
 EJV  H19  C12  C11  119.32  3.000
 EJV  H19  C12  C13  119.64  3.000
 EJV  C11  C12  C13  121.03  3.000
 EJV  O16  C14  O15  126.62  3.000
 EJV  O15  C14  C11  116.71  3.000
 EJV  O16  C14  C11  116.68  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
 EJV  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 EJV  CONST_02  C13  C08  C09  C10     0.00   0.0  0
 EJV  CONST_03  C11  C12  C13  C08     0.00   0.0  0
 EJV  CONST_04  C11  C10  C09  C08     0.00   0.0  0
 EJV  CONST_05  C12  C13  C08  C09     0.00   0.0  0
 EJV  CONST_06  C12  C11  C10  C09     0.00   0.0  0
 EJV  CONST_07  C07  C08  C09  C10   180.00   0.0  0
 EJV  CONST_08  C14  C11  C12  C13   180.00   0.0  0
 EJV  CONST_09  C12  C13  C08  C07   180.00   0.0  0
 EJV  CONST_10  C14  C11  C10  C09   180.00   0.0  0
 EJV  CONST_11  H19  C12  C11  C10   180.00   0.0  0
 EJV  CONST_12  H18  C09  C08  C13   180.00   0.0  0
 EJV  CONST_13  H1   C10  C09  C08   180.00   0.0  0
 EJV  CONST_14  H2   C13  C08  C09   180.00   0.0  0
 EJV  Var_01    O16  C14  C11  C10    -0.49  30.0  2
 EJV  Var_02    C06  C07  C08  C13    85.55  30.0  2
 EJV  Var_03    C08  C07  C06  C05  -179.75  30.0  1
 EJV  Var_04    C04  C03  C02  C01   179.64  30.0  2
 EJV  Var_05    C05  C04  C03  C02   178.79  30.0  1
 EJV  Var_06    C06  C05  C04  C03  -179.41  30.0  2
 EJV  Var_07    C07  C06  C05  C04   178.39  30.0  1
 EJV  Var_08    H3   C01  C02  C03   179.42  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
 EJV  plan-1  C10  0.020
 EJV  plan-1  C13  0.020
 EJV  plan-1  C07  0.020
 EJV  plan-1  C08  0.020
 EJV  plan-1  C09  0.020
 EJV  plan-1  C11  0.020
 EJV  plan-1  C12  0.020
 EJV  plan-1  C14  0.020
 EJV  plan-1  H1   0.020
 EJV  plan-1  H2   0.020
 EJV  plan-1  H18  0.020
 EJV  plan-1  H19  0.020
 EJV  plan-2  C11  0.020
 EJV  plan-2  C14  0.020
 EJV  plan-2  O15  0.020
 EJV  plan-2  O16  0.020

