# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 00:58:40 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: (12S)-12-methyltetradecanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](C)CCCCCCCCCCC(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
 BNV  BNV  '(12S)-12-methyltetradecanoic acid'  ligand  46  17  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_BNV
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
 BNV  C01  C  C      0   0.410  -7.5938  -0.1441  -0.0355
 BNV  C02  C  CH2    0  -0.580  -6.2445   0.5801  -0.1882
 BNV  C03  C  CH2    0  -0.401  -4.9998  -0.2694   0.0078
 BNV  C04  C  CH2    0  -0.408  -3.7096   0.5247  -0.1569
 BNV  C05  C  CH2    0  -0.409  -2.4543  -0.3180   0.0297
 BNV  C06  C  CH2    0  -0.410  -1.1639   0.4754  -0.1310
 BNV  C07  C  CH2    0  -0.411   0.0904  -0.3696   0.0524
 BNV  C08  C  CH2    0  -0.411   1.3818   0.4221  -0.1090
 BNV  C09  C  CH2    0  -0.409   2.6336  -0.4246   0.0827
 BNV  C10  C  CH2    0  -0.420   3.9282   0.3629  -0.0802
 BNV  C11  C  CH2    0  -0.397   5.1687  -0.4993   0.1201
 BNV  C12  C  CH1    0  -0.219   6.5038   0.2016  -0.1436
 BNV  C13  C  CH2    0  -0.406   7.6467  -0.8159  -0.0667
 BNV  C14  C  CH3    0  -0.668   6.7279   1.3713   0.8108
 BNV  C15  C  CH3    0  -0.670   9.0024  -0.2870  -0.5153
 BNV  O01  O  O      0  -0.610  -7.5792  -1.3388   0.3212
 BNV  O02  O  OC    -1  -0.635  -8.6117   0.5401  -0.2768
 BNV  H1   H  HCH2   0   0.213  -6.2181   1.0527  -1.1772
 BNV  H2   H  HCH2   0   0.216  -6.2317   1.4169   0.5213
 BNV  H3   H  HCH2   0   0.199  -5.0164  -0.7265   1.0017
 BNV  H4   H  HCH2   0   0.199  -5.0033  -1.1012  -0.7038
 BNV  H5   H  HCH2   0   0.201  -3.6896   0.9883  -1.1502
 BNV  H6   H  HCH2   0   0.201  -3.6978   1.3539   0.5602
 BNV  H7   H  HCH2   0   0.204  -2.4726  -0.7817   1.0226
 BNV  H8   H  HCH2   0   0.204  -2.4624  -1.1451  -0.6893
 BNV  H9   H  HCH2   0   0.205  -1.1461   0.9415  -1.1227
 BNV  H10  H  HCH2   0   0.205  -1.1539   1.3008   0.5901
 BNV  H11  H  HCH2   0   0.205   0.0723  -0.8358   1.0441
 BNV  H12  H  HCH2   0   0.205   0.0795  -1.1947  -0.6688
 BNV  H13  H  HCH2   0   0.205   1.4033   0.8821  -1.1034
 BNV  H14  H  HCH2   0   0.205   1.3903   1.2514   0.6074
 BNV  H15  H  HCH2   0   0.205   2.6128  -0.8838   1.0776
 BNV  H16  H  HCH2   0   0.205   2.6218  -1.2550  -0.6323
 BNV  H17  H  HCH2   0   0.204   3.9556   0.8124  -1.0796
 BNV  H18  H  HCH2   0   0.211   3.9258   1.1977   0.6272
 BNV  H19  H  HCH2   0   0.202   5.1725  -0.9018   1.1407
 BNV  H20  H  HCH2   0   0.210   5.0995  -1.3673  -0.5452
 BNV  H21  H  HCH1   0   0.201   6.4781   0.5965  -1.1683
 BNV  H22  H  HCH2   0   0.205   7.7204  -1.1911   0.9605
 BNV  H23  H  HCH2   0   0.215   7.3838  -1.6805  -0.6842
 BNV  H24  H  HCH3   0   0.210   6.7356   1.0245   1.8478
 BNV  H25  H  HCH3   0   0.229   7.6791   1.8699   0.6224
 BNV  H26  H  HCH3   0   0.230   5.9472   2.1264   0.7195
 BNV  H27  H  HCH3   0   0.215   8.9611   0.0789  -1.5431
 BNV  H28  H  HCH3   0   0.220   9.3517   0.5339   0.1117
 BNV  H29  H  HCH3   0   0.227   9.7605  -1.0700  -0.4753

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
 BNV  O01  C01  deloc   1.247  0.020  1.247
 BNV  C01  O02  deloc   1.250  0.020  1.250
 BNV  C01  C02  single  1.539  0.020  1.539
 BNV  C02  C03  single  1.520  0.020  1.520
 BNV  C03  C04  single  1.524  0.020  1.524
 BNV  C04  C05  single  1.523  0.020  1.523
 BNV  C05  C06  single  1.523  0.020  1.523
 BNV  C06  C07  single  1.523  0.020  1.523
 BNV  C07  C08  single  1.523  0.020  1.523
 BNV  C08  C09  single  1.523  0.020  1.523
 BNV  C09  C10  single  1.524  0.020  1.524
 BNV  C10  C11  single  1.524  0.020  1.524
 BNV  C11  C12  single  1.531  0.020  1.531
 BNV  C13  C12  single  1.532  0.020  1.532
 BNV  C13  C15  single  1.523  0.020  1.523
 BNV  C12  C14  single  1.526  0.020  1.526
 BNV  C02  H1   single  0.970  0.020  1.090
 BNV  C02  H2   single  0.970  0.020  1.090
 BNV  C03  H3   single  0.970  0.020  1.090
 BNV  C03  H4   single  0.970  0.020  1.090
 BNV  C04  H5   single  0.970  0.020  1.090
 BNV  C04  H6   single  0.970  0.020  1.090
 BNV  C05  H7   single  0.970  0.020  1.090
 BNV  C05  H8   single  0.970  0.020  1.090
 BNV  C06  H9   single  0.970  0.020  1.090
 BNV  C06  H10  single  0.970  0.020  1.090
 BNV  C07  H11  single  0.970  0.020  1.090
 BNV  C07  H12  single  0.970  0.020  1.090
 BNV  C08  H13  single  0.970  0.020  1.090
 BNV  C08  H14  single  0.970  0.020  1.090
 BNV  C09  H15  single  0.970  0.020  1.090
 BNV  C09  H16  single  0.970  0.020  1.090
 BNV  C10  H17  single  0.970  0.020  1.090
 BNV  C10  H18  single  0.970  0.020  1.090
 BNV  C11  H19  single  0.970  0.020  1.090
 BNV  C11  H20  single  0.970  0.020  1.090
 BNV  C12  H21  single  0.970  0.020  1.090
 BNV  C13  H22  single  0.970  0.020  1.090
 BNV  C13  H23  single  0.970  0.020  1.090
 BNV  C14  H24  single  0.970  0.020  1.090
 BNV  C14  H25  single  0.970  0.020  1.090
 BNV  C14  H26  single  0.970  0.020  1.090
 BNV  C15  H27  single  0.970  0.020  1.090
 BNV  C15  H28  single  0.970  0.020  1.090
 BNV  C15  H29  single  0.970  0.020  1.090

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
 BNV  O02  C01  O01  126.10  3.000
 BNV  O02  C01  C02  115.93  3.000
 BNV  O01  C01  C02  117.97  3.000
 BNV  H2   C02  H1   104.73  3.000
 BNV  H2   C02  C03  109.47  3.000
 BNV  H1   C02  C03  109.72  3.000
 BNV  H2   C02  C01  107.76  3.000
 BNV  H1   C02  C01  108.27  3.000
 BNV  C03  C02  C01  116.25  3.000
 BNV  H4   C03  H3   105.85  3.000
 BNV  H4   C03  C04  109.17  3.000
 BNV  H3   C03  C04  109.20  3.000
 BNV  H4   C03  C02  109.77  3.000
 BNV  H3   C03  C02  109.77  3.000
 BNV  C04  C03  C02  112.84  3.000
 BNV  H6   C04  H5   105.82  3.000
 BNV  H6   C04  C05  109.23  3.000
 BNV  H5   C04  C05  109.26  3.000
 BNV  H6   C04  C03  109.42  3.000
 BNV  H5   C04  C03  109.49  3.000
 BNV  C05  C04  C03  113.33  3.000
 BNV  H8   C05  H7   105.96  3.000
 BNV  H8   C05  C06  109.28  3.000
 BNV  H7   C05  C06  109.27  3.000
 BNV  H8   C05  C04  109.33  3.000
 BNV  H7   C05  C04  109.35  3.000
 BNV  C06  C05  C04  113.39  3.000
 BNV  H10  C06  H9   105.96  3.000
 BNV  H10  C06  C07  109.33  3.000
 BNV  H9   C06  C07  109.36  3.000
 BNV  H10  C06  C05  109.30  3.000
 BNV  H9   C06  C05  109.31  3.000
 BNV  C07  C06  C05  113.32  3.000
 BNV  H12  C07  H11  105.97  3.000
 BNV  H12  C07  C08  109.27  3.000
 BNV  H11  C07  C08  109.32  3.000
 BNV  H12  C07  C06  109.28  3.000
 BNV  H11  C07  C06  109.35  3.000
 BNV  C08  C07  C06  113.39  3.000
 BNV  H14  C08  H13  105.98  3.000
 BNV  H14  C08  C09  109.39  3.000
 BNV  H13  C08  C09  109.35  3.000
 BNV  H14  C08  C07  109.31  3.000
 BNV  H13  C08  C07  109.33  3.000
 BNV  C09  C08  C07  113.23  3.000
 BNV  H16  C09  H15  105.93  3.000
 BNV  H16  C09  C10  109.33  3.000
 BNV  H15  C09  C10  109.25  3.000
 BNV  H16  C09  C08  109.28  3.000
 BNV  H15  C09  C08  109.36  3.000
 BNV  C10  C09  C08  113.42  3.000
 BNV  H18  C10  H17  106.06  3.000
 BNV  H18  C10  C11  110.39  3.000
 BNV  H17  C10  C11  109.36  3.000
 BNV  H18  C10  C09  108.86  3.000
 BNV  H17  C10  C09  109.30  3.000
 BNV  C11  C10  C09  112.65  3.000
 BNV  H20  C11  H19  105.93  3.000
 BNV  H20  C11  C12  108.25  3.000
 BNV  H19  C11  C12  108.98  3.000
 BNV  H20  C11  C10  108.48  3.000
 BNV  H19  C11  C10  109.43  3.000
 BNV  C12  C11  C10  115.36  3.000
 BNV  H21  C12  C14  108.14  3.000
 BNV  H21  C12  C13  107.64  3.000
 BNV  C14  C12  C13  111.60  3.000
 BNV  H21  C12  C11  107.75  3.000
 BNV  C14  C12  C11  111.79  3.000
 BNV  C13  C12  C11  109.75  3.000
 BNV  H23  C13  H22  105.93  3.000
 BNV  H23  C13  C15  108.78  3.000
 BNV  H22  C13  C15  109.57  3.000
 BNV  H23  C13  C12  108.49  3.000
 BNV  H22  C13  C12  108.94  3.000
 BNV  C15  C13  C12  114.75  3.000
 BNV  H26  C14  H25  107.08  3.000
 BNV  H26  C14  H24  107.71  3.000
 BNV  H25  C14  H24  107.63  3.000
 BNV  H26  C14  C12  111.92  3.000
 BNV  H25  C14  C12  111.75  3.000
 BNV  H24  C14  C12  110.54  3.000
 BNV  H29  C15  H28  107.26  3.000
 BNV  H29  C15  H27  107.54  3.000
 BNV  H28  C15  H27  107.52  3.000
 BNV  H29  C15  C13  111.02  3.000
 BNV  H28  C15  C13  112.17  3.000
 BNV  H27  C15  C13  111.10  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
 BNV  Var_01  C04  C03  C02  C01  -179.85  30.0  3
 BNV  Var_02  C05  C04  C03  C02  -179.68  30.0  3
 BNV  Var_03  O01  C01  C02  C03     4.65  30.0  2
 BNV  Var_04  C06  C05  C04  C03  -179.84  30.0  3
 BNV  Var_05  C07  C06  C05  C04  -179.85  30.0  3
 BNV  Var_06  C08  C07  C06  C05   179.96  30.0  3
 BNV  Var_07  C09  C08  C07  C06   179.68  30.0  3
 BNV  Var_08  C10  C09  C08  C07   179.90  30.0  3
 BNV  Var_09  C11  C10  C09  C08   179.79  30.0  3
 BNV  Var_10  C12  C11  C10  C09   175.13  30.0  3
 BNV  Var_11  H27  C15  C13  C12   -58.01  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 BNV  chir_01  C12  C11  C13  C14  positiv

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
 BNV  plan-1  C01  0.020
 BNV  plan-1  C02  0.020
 BNV  plan-1  O01  0.020
 BNV  plan-1  O02  0.020

