# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 02:20:19 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: (2~{R})-2-bromanylhexadecanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCC[C@@H](Br)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
 J1W  J1W  '(2~{R})-2-bromanylhexadecanoic acid'  ligand  49  19  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_J1W
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
 J1W  C10   C   CH2    0  -0.413   -0.9303  -0.6454   0.3797
 J1W  C13   C   CH2    0  -0.413    2.8828  -0.2187  -0.3581
 J1W  C15   C   CH1    0  -0.412    5.4150  -0.5190  -0.6034
 J1W  C17   C   C      0   0.438    6.6296  -1.4475  -0.3617
 J1W  C01   C   CH3    0  -0.663  -12.3299   0.4971  -0.3952
 J1W  C02   C   CH2    0  -0.419  -11.1171  -0.1744   0.2337
 J1W  C03   C   CH2    0  -0.406   -9.7964   0.3649  -0.3006
 J1W  C04   C   CH2    0  -0.412   -8.5738  -0.2980   0.3214
 J1W  C05   C   CH2    0  -0.411   -7.2580   0.2455  -0.2198
 J1W  C06   C   CH2    0  -0.412   -6.0278  -0.4141   0.3905
 J1W  C07   C   CH2    0  -0.412   -4.7209   0.1351  -0.1666
 J1W  C08   C   CH2    0  -0.413   -3.4788  -0.5249   0.4186
 J1W  C09   C   CH2    0  -0.412   -2.1842   0.0283  -0.1631
 J1W  C11   C   CH2    0  -0.412    0.3518  -0.0853  -0.2231
 J1W  C12   C   CH2    0  -0.413    1.6113  -0.8015   0.2469
 J1W  C14   C   CH2    0  -0.412    4.1283  -1.0050   0.0258
 J1W  O18   O   OC    -1  -0.597    7.3454  -1.6657  -1.3548
 J1W  O19   O   O      0  -0.592    6.7636  -1.8936   0.7895
 J1W  BR    BR  BR     0  -0.189    5.9199   1.2639   0.1429
 J1W  H101  H   HCH2   0   0.207   -0.8989  -0.5394   1.4697
 J1W  H102  H   HCH2   0   0.206   -0.9843  -1.7220   0.1830
 J1W  H132  H   HCH2   0   0.211    2.7898  -0.2057  -1.4495
 J1W  H131  H   HCH2   0   0.217    2.9820   0.8258  -0.0482
 J1W  H151  H   HCH1   0   0.270    5.2805  -0.3293  -1.6695
 J1W  H011  H   HCH3   0   0.226  -13.2626   0.0961   0.0028
 J1W  H013  H   HCH3   0   0.216  -12.3262   1.5727  -0.2086
 J1W  H012  H   HCH3   0   0.216  -12.3435   0.3535  -1.4774
 J1W  H022  H   HCH2   0   0.210  -11.1483  -0.0437   1.3200
 J1W  H021  H   HCH2   0   0.210  -11.1639  -1.2539   0.0590
 J1W  H032  H   HCH2   0   0.205   -9.7652   0.2338  -1.3882
 J1W  H031  H   HCH2   0   0.205   -9.7497   1.4460  -0.1279
 J1W  H042  H   HCH2   0   0.206   -8.6031  -0.1666   1.4089
 J1W  H041  H   HCH2   0   0.206   -8.6198  -1.3790   0.1480
 J1W  H052  H   HCH2   0   0.206   -7.2335   0.1164  -1.3078
 J1W  H051  H   HCH2   0   0.206   -7.2129   1.3264  -0.0455
 J1W  H061  H   HCH2   0   0.206   -6.0455  -0.2827   1.4782
 J1W  H062  H   HCH2   0   0.206   -6.0717  -1.4951   0.2171
 J1W  H072  H   HCH2   0   0.206   -4.7135   0.0118  -1.2556
 J1W  H071  H   HCH2   0   0.206   -4.6757   1.2152   0.0124
 J1W  H081  H   HCH2   0   0.207   -3.4752  -0.3981   1.5069
 J1W  H082  H   HCH2   0   0.206   -3.5246  -1.6053   0.2412
 J1W  H091  H   HCH2   0   0.207   -2.1306   1.1056   0.0295
 J1W  H092  H   HCH2   0   0.206   -2.2051  -0.0803  -1.2534
 J1W  H112  H   HCH2   0   0.206    0.2920  -0.1486  -1.3155
 J1W  H111  H   HCH2   0   0.208    0.4290   0.9819   0.0120
 J1W  H122  H   HCH2   0   0.208    1.5375  -1.8642  -0.0089
 J1W  H121  H   HCH2   0   0.210    1.6743  -0.7572   1.3396
 J1W  H142  H   HCH2   0   0.231    4.2382  -1.0573   1.1110
 J1W  H141  H   HCH2   0   0.239    4.0006  -2.0408  -0.3134

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
 J1W  O19  C17   deloc   1.242  0.020  1.242
 J1W  C17  O18   deloc   1.244  0.020  1.244
 J1W  C17  C15   single  1.548  0.020  1.548
 J1W  C15  BR    single  1.998  0.020  1.998
 J1W  C15  C14   single  1.513  0.020  1.513
 J1W  C14  C13   single  1.522  0.020  1.522
 J1W  C13  C12   single  1.524  0.020  1.524
 J1W  C12  C11   single  1.523  0.020  1.523
 J1W  C11  C10   single  1.523  0.020  1.523
 J1W  C10  C09   single  1.523  0.020  1.523
 J1W  C09  C08   single  1.523  0.020  1.523
 J1W  C08  C07   single  1.523  0.020  1.523
 J1W  C07  C06   single  1.523  0.020  1.523
 J1W  C06  C05   single  1.523  0.020  1.523
 J1W  C05  C04   single  1.523  0.020  1.523
 J1W  C04  C03   single  1.523  0.020  1.523
 J1W  C03  C02   single  1.523  0.020  1.523
 J1W  C02  C01   single  1.522  0.020  1.522
 J1W  C10  H101  single  0.970  0.020  1.090
 J1W  C10  H102  single  0.970  0.020  1.090
 J1W  C13  H132  single  0.970  0.020  1.090
 J1W  C13  H131  single  0.970  0.020  1.090
 J1W  C15  H151  single  0.970  0.020  1.090
 J1W  C01  H011  single  0.970  0.020  1.090
 J1W  C01  H013  single  0.970  0.020  1.090
 J1W  C01  H012  single  0.970  0.020  1.090
 J1W  C02  H022  single  0.970  0.020  1.090
 J1W  C02  H021  single  0.970  0.020  1.090
 J1W  C03  H032  single  0.970  0.020  1.090
 J1W  C03  H031  single  0.970  0.020  1.090
 J1W  C04  H042  single  0.970  0.020  1.090
 J1W  C04  H041  single  0.970  0.020  1.090
 J1W  C05  H052  single  0.970  0.020  1.090
 J1W  C05  H051  single  0.970  0.020  1.090
 J1W  C06  H061  single  0.970  0.020  1.090
 J1W  C06  H062  single  0.970  0.020  1.090
 J1W  C07  H072  single  0.970  0.020  1.090
 J1W  C07  H071  single  0.970  0.020  1.090
 J1W  C08  H081  single  0.970  0.020  1.090
 J1W  C08  H082  single  0.970  0.020  1.090
 J1W  C09  H091  single  0.970  0.020  1.090
 J1W  C09  H092  single  0.970  0.020  1.090
 J1W  C11  H112  single  0.970  0.020  1.090
 J1W  C11  H111  single  0.970  0.020  1.090
 J1W  C12  H122  single  0.970  0.020  1.090
 J1W  C12  H121  single  0.970  0.020  1.090
 J1W  C14  H142  single  0.970  0.020  1.090
 J1W  C14  H141  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
 J1W  H102  C10  H101  105.97  3.000
 J1W  H102  C10  C11   109.37  3.000
 J1W  H101  C10  C11   109.51  3.000
 J1W  H102  C10  C09   109.27  3.000
 J1W  H101  C10  C09   109.59  3.000
 J1W  C11   C10  C09   112.90  3.000
 J1W  H131  C13  H132  106.18  3.000
 J1W  H131  C13  C14   110.34  3.000
 J1W  H132  C13  C14   109.08  3.000
 J1W  H131  C13  C12   109.17  3.000
 J1W  H132  C13  C12   109.22  3.000
 J1W  C14   C13  C12   112.65  3.000
 J1W  H151  C15  BR    103.94  3.000
 J1W  H151  C15  C14   110.94  3.000
 J1W  BR    C15  C14   110.27  3.000
 J1W  H151  C15  C17   110.71  3.000
 J1W  C14   C15  C17   114.20  3.000
 J1W  BR    C15  C17   106.18  3.000
 J1W  O19   C17  O18   127.96  3.000
 J1W  O18   C17  C15   115.62  3.000
 J1W  O19   C17  C15   116.42  3.000
 J1W  H012  C01  H013  107.40  3.000
 J1W  H012  C01  H011  107.62  3.000
 J1W  H013  C01  H011  107.62  3.000
 J1W  H012  C01  C02   111.19  3.000
 J1W  H013  C01  C02   111.18  3.000
 J1W  H011  C01  C02   111.62  3.000
 J1W  H021  C02  H022  105.96  3.000
 J1W  H021  C02  C03   109.29  3.000
 J1W  H022  C02  C03   109.30  3.000
 J1W  H021  C02  C01   109.57  3.000
 J1W  H022  C02  C01   109.55  3.000
 J1W  C03   C02  C01   112.93  3.000
 J1W  H031  C03  H032  105.85  3.000
 J1W  H031  C03  C04   109.31  3.000
 J1W  H032  C03  C04   109.29  3.000
 J1W  H031  C03  C02   109.32  3.000
 J1W  H032  C03  C02   109.29  3.000
 J1W  C04   C03  C02   113.48  3.000
 J1W  H041  C04  H042  105.91  3.000
 J1W  H041  C04  C05   109.39  3.000
 J1W  H042  C04  C05   109.45  3.000
 J1W  H041  C04  C03   109.33  3.000
 J1W  H042  C04  C03   109.37  3.000
 J1W  C05   C04  C03   113.14  3.000
 J1W  H051  C05  H052  105.86  3.000
 J1W  H051  C05  C06   109.27  3.000
 J1W  H052  C05  C06   109.19  3.000
 J1W  H051  C05  C04   109.33  3.000
 J1W  H052  C05  C04   109.27  3.000
 J1W  C06   C05  C04   113.63  3.000
 J1W  H062  C06  H061  105.95  3.000
 J1W  H062  C06  C07   109.40  3.000
 J1W  H061  C06  C07   109.50  3.000
 J1W  H062  C06  C05   109.35  3.000
 J1W  H061  C06  C05   109.43  3.000
 J1W  C07   C06  C05   112.97  3.000
 J1W  H071  C07  H072  105.84  3.000
 J1W  H071  C07  C08   109.31  3.000
 J1W  H072  C07  C08   109.12  3.000
 J1W  H071  C07  C06   109.33  3.000
 J1W  H072  C07  C06   109.19  3.000
 J1W  C08   C07  C06   113.76  3.000
 J1W  H082  C08  H081  105.96  3.000
 J1W  H082  C08  C09   109.38  3.000
 J1W  H081  C08  C09   109.54  3.000
 J1W  H082  C08  C07   109.32  3.000
 J1W  H081  C08  C07   109.52  3.000
 J1W  C09   C08  C07   112.89  3.000
 J1W  H092  C09  H091  105.85  3.000
 J1W  H092  C09  C08   109.13  3.000
 J1W  H091  C09  C08   109.36  3.000
 J1W  H092  C09  C10   109.05  3.000
 J1W  H091  C09  C10   109.38  3.000
 J1W  C08   C09  C10   113.76  3.000
 J1W  H111  C11  H112  105.90  3.000
 J1W  H111  C11  C12   109.48  3.000
 J1W  H112  C11  C12   109.00  3.000
 J1W  H111  C11  C10   109.42  3.000
 J1W  H112  C11  C10   109.11  3.000
 J1W  C12   C11  C10   113.64  3.000
 J1W  H121  C12  H122  106.02  3.000
 J1W  H121  C12  C11   109.66  3.000
 J1W  H122  C12  C11   109.17  3.000
 J1W  H121  C12  C13   109.42  3.000
 J1W  H122  C12  C13   109.54  3.000
 J1W  C11   C12  C13   112.81  3.000
 J1W  H141  C14  H142  105.88  3.000
 J1W  H141  C14  C15   105.89  3.000
 J1W  H142  C14  C15   110.07  3.000
 J1W  H141  C14  C13   108.32  3.000
 J1W  H142  C14  C13   110.96  3.000
 J1W  C15   C14  C13   115.16  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
 J1W  Var_01  C13   C12  C11  C10  -179.51  30.0  2
 J1W  Var_02  C07   C08  C09  C10  -178.37  30.0  3
 J1W  Var_03  C12   C13  C14  C15   176.90  30.0  3
 J1W  Var_04  C04   C03  C02  C01   179.95  30.0  1
 J1W  Var_05  C05   C04  C03  C02   179.91  30.0  2
 J1W  Var_06  C06   C05  C04  C03  -179.75  30.0  1
 J1W  Var_07  C07   C06  C05  C04   179.68  30.0  2
 J1W  Var_08  C08   C07  C06  C05  -179.25  30.0  1
 J1W  Var_09  C09   C08  C07  C06   179.38  30.0  2
 J1W  Var_10  C11   C10  C09  C08   179.53  30.0  1
 J1W  Var_11  C12   C11  C10  C09  -176.64  30.0  1
 J1W  Var_12  C14   C13  C12  C11  -175.44  30.0  1
 J1W  Var_13  H011  C01  C02  C03  -179.94  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
 J1W  chir_01  C15  C17  BR  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
 J1W  plan-1  C15  0.020
 J1W  plan-1  C17  0.020
 J1W  plan-1  O18  0.020
 J1W  plan-1  O19  0.020

