# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun  1 04:25:30 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 12-imidazol-1-yldodecanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCCCCCCCCCn1ccnc1
#
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
 LC4  LC4  '12-imidazol-1-yldodecanoic acid'  ligand  44  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 GRAND
;

data_comp_LC4
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
 LC4  O1    O  O      0  -0.610  -8.3626  -1.5131  -0.0212
 LC4  C2    C  C      0   0.410  -8.4439  -0.2734  -0.1269
 LC4  O17   O  OC    -1  -0.635  -9.4974   0.3871  -0.2559
 LC4  C3    C  CH2    0  -0.581  -7.1388   0.5409  -0.0917
 LC4  C4    C  CH2    0  -0.402  -5.8493  -0.2614  -0.0357
 LC4  C5    C  CH2    0  -0.409  -4.6041   0.6179  -0.0199
 LC4  C6    C  CH2    0  -0.410  -3.3063  -0.1797   0.0125
 LC4  C7    C  CH2    0  -0.411  -2.0587   0.6951   0.0226
 LC4  C18   C  CH2    0  -0.412  -0.7619  -0.1050   0.0292
 LC4  C19   C  CH2    0  -0.413   0.4848   0.7706   0.0391
 LC4  C8    C  CH2    0  -0.413   1.7813  -0.0292   0.0182
 LC4  C9    C  CH2    0  -0.423   3.0249   0.8511   0.0327
 LC4  C10   C  CH2    0  -0.428   4.3186   0.0488  -0.0176
 LC4  C11   C  CH2    0  -0.297   5.5419   0.9545   0.0129
 LC4  N12   N  NR5    0  -0.397   6.7871   0.2145  -0.0537
 LC4  C13   C  CR15   0  -0.109   7.3492  -0.3317  -1.1726
 LC4  C14   C  CR15   0  -0.220   8.4620  -0.9946  -0.7384
 LC4  N15   N  N      0  -0.459   8.5870  -0.8700   0.6160
 LC4  C16   C  CR15   0   0.093   7.5635  -0.1436   0.9896
 LC4  H3    H  HCH2   0   0.213  -7.1231   1.2018  -0.9665
 LC4  H3A   H  HCH2   0   0.217  -7.1861   1.2191   0.7695
 LC4  H4    H  HCH2   0   0.200  -5.8484  -0.9018   0.8514
 LC4  H4A   H  HCH2   0   0.199  -5.7974  -0.9391  -0.8934
 LC4  H5    H  HCH2   0   0.201  -4.6055   1.2692  -0.9019
 LC4  H5A   H  HCH2   0   0.202  -4.6397   1.2878   0.8472
 LC4  H6    H  HCH2   0   0.204  -3.3009  -0.8298   0.8949
 LC4  H6A   H  HCH2   0   0.204  -3.2709  -0.8488  -0.8549
 LC4  H7    H  HCH2   0   0.205  -2.0719   1.3549  -0.8524
 LC4  H7A   H  HCH2   0   0.206  -2.0842   1.3541   0.8980
 LC4  H18   H  HCH2   0   0.207  -0.7474  -0.7679   0.9017
 LC4  H18A  H  HCH2   0   0.206  -0.7372  -0.7607  -0.8487
 LC4  H19   H  HCH2   0   0.208   0.4615   1.4439  -0.8252
 LC4  H19A  H  HCH2   0   0.208   0.4691   1.4151   0.9253
 LC4  H8    H  HCH2   0   0.211   1.8066  -0.7071   0.8785
 LC4  H8A   H  HCH2   0   0.210   1.7996  -0.6677  -0.8722
 LC4  H9    H  HCH2   0   0.217   2.9909   1.5400  -0.8183
 LC4  H9A   H  HCH2   0   0.217   3.0162   1.4768   0.9320
 LC4  H10   H  HCH2   0   0.229   4.3626  -0.6437   0.8283
 LC4  H10A  H  HCH2   0   0.231   4.3394  -0.5608  -0.9263
 LC4  H11   H  HCH2   0   0.260   5.5162   1.6577  -0.8207
 LC4  H11A  H  HCH2   0   0.261   5.5558   1.5455   0.9296
 LC4  H13   H  HCR5   0   0.286   6.9247  -0.1975  -2.1537
 LC4  H14   H  HCR5   0   0.248   9.1764  -1.5459  -1.3304
 LC4  H16   H  HCR5   0   0.276   7.3357   0.1597   2.0011

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
 LC4  O1   C2    deloc     1.247  0.020  1.247
 LC4  C2   C3    single    1.539  0.020  1.539
 LC4  C2   O17   deloc     1.250  0.020  1.250
 LC4  C4   C3    single    1.520  0.020  1.520
 LC4  C3   H3    single    0.970  0.020  1.090
 LC4  C3   H3A   single    0.970  0.020  1.090
 LC4  C4   C5    single    1.525  0.020  1.525
 LC4  C4   H4    single    0.970  0.020  1.090
 LC4  C4   H4A   single    0.970  0.020  1.090
 LC4  C5   C6    single    1.524  0.020  1.524
 LC4  C5   H5    single    0.970  0.020  1.090
 LC4  C5   H5A   single    0.970  0.020  1.090
 LC4  C6   C7    single    1.524  0.020  1.524
 LC4  C6   H6    single    0.970  0.020  1.090
 LC4  C6   H6A   single    0.970  0.020  1.090
 LC4  C7   C18   single    1.524  0.020  1.524
 LC4  C7   H7    single    0.970  0.020  1.090
 LC4  C7   H7A   single    0.970  0.020  1.090
 LC4  C18  C19   single    1.524  0.020  1.524
 LC4  C18  H18   single    0.970  0.020  1.090
 LC4  C18  H18A  single    0.970  0.020  1.090
 LC4  C19  C8    single    1.524  0.020  1.524
 LC4  C19  H19   single    0.970  0.020  1.090
 LC4  C19  H19A  single    0.970  0.020  1.090
 LC4  C8   C9    single    1.524  0.020  1.524
 LC4  C8   H8    single    0.970  0.020  1.090
 LC4  C8   H8A   single    0.970  0.020  1.090
 LC4  C9   C10   single    1.523  0.020  1.523
 LC4  C9   H9    single    0.970  0.020  1.090
 LC4  C9   H9A   single    0.970  0.020  1.090
 LC4  C10  C11   single    1.522  0.020  1.522
 LC4  C10  H10   single    0.970  0.020  1.090
 LC4  C10  H10A  single    0.970  0.020  1.090
 LC4  C11  N12   single    1.450  0.020  1.450
 LC4  C11  H11   single    0.970  0.020  1.090
 LC4  C11  H11A  single    0.970  0.020  1.090
 LC4  N12  C13   aromatic  1.366  0.020  1.366
 LC4  N12  C16   aromatic  1.349  0.020  1.349
 LC4  C13  C14   aromatic  1.366  0.020  1.366
 LC4  C13  H13   single    0.930  0.020  1.080
 LC4  C14  N15   aromatic  1.366  0.020  1.366
 LC4  C14  H14   single    0.930  0.020  1.080
 LC4  C16  N15   aromatic  1.309  0.020  1.309
 LC4  C16  H16   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
 LC4  C3    C2   O17  115.94  3.000
 LC4  O17   C2   O1   126.09  3.000
 LC4  C3    C2   O1   117.96  3.000
 LC4  H3A   C3   H3   104.74  3.000
 LC4  H3A   C3   C4   109.51  3.000
 LC4  H3    C3   C4   109.60  3.000
 LC4  H3A   C3   C2   107.97  3.000
 LC4  H3    C3   C2   108.23  3.000
 LC4  C4    C3   C2   116.17  3.000
 LC4  H4A   C4   H4   105.84  3.000
 LC4  H4A   C4   C5   109.06  3.000
 LC4  H4    C4   C5   109.17  3.000
 LC4  H4A   C4   C3   109.78  3.000
 LC4  H4    C4   C3   109.85  3.000
 LC4  C5    C4   C3   112.89  3.000
 LC4  H5A   C5   H5   105.86  3.000
 LC4  H5A   C5   C6   109.32  3.000
 LC4  H5    C5   C6   109.22  3.000
 LC4  H5A   C5   C4   109.52  3.000
 LC4  H5    C5   C4   109.46  3.000
 LC4  C6    C5   C4   113.21  3.000
 LC4  H6A   C6   H6   105.95  3.000
 LC4  H6A   C6   C7   109.23  3.000
 LC4  H6    C6   C7   109.34  3.000
 LC4  H6A   C6   C5   109.29  3.000
 LC4  H6    C6   C5   109.38  3.000
 LC4  C7    C6   C5   113.39  3.000
 LC4  H7A   C7   H7   105.99  3.000
 LC4  H7A   C7   C18  109.40  3.000
 LC4  H7    C7   C18  109.25  3.000
 LC4  H7A   C7   C6   109.36  3.000
 LC4  H7    C7   C6   109.30  3.000
 LC4  C18   C7   C6   113.29  3.000
 LC4  H18A  C18  H18  106.00  3.000
 LC4  H18A  C18  C19  109.31  3.000
 LC4  H18   C18  C19  109.36  3.000
 LC4  H18A  C18  C7   109.26  3.000
 LC4  H18   C18  C7   109.41  3.000
 LC4  C19   C18  C7   113.25  3.000
 LC4  H19A  C19  H19  106.04  3.000
 LC4  H19A  C19  C8   109.39  3.000
 LC4  H19   C19  C8   109.26  3.000
 LC4  H19A  C19  C18  109.36  3.000
 LC4  H19   C19  C18  109.30  3.000
 LC4  C8    C19  C18  113.24  3.000
 LC4  H8A   C8   H8   106.09  3.000
 LC4  H8A   C8   C9   109.32  3.000
 LC4  H8    C8   C9   109.34  3.000
 LC4  H8A   C8   C19  109.34  3.000
 LC4  H8    C8   C19  109.49  3.000
 LC4  C9    C8   C19  113.02  3.000
 LC4  H9A   C9   H9   106.15  3.000
 LC4  H9A   C9   C10  109.56  3.000
 LC4  H9    C9   C10  109.39  3.000
 LC4  H9A   C9   C8   109.35  3.000
 LC4  H9    C9   C8   109.30  3.000
 LC4  C10   C9   C8   112.87  3.000
 LC4  H10A  C10  H10  106.77  3.000
 LC4  H10A  C10  C11  109.44  3.000
 LC4  H10   C10  C11  109.19  3.000
 LC4  H10A  C10  C9   109.70  3.000
 LC4  H10   C10  C9   110.00  3.000
 LC4  C11   C10  C9   111.62  3.000
 LC4  H11A  C11  H11  107.06  3.000
 LC4  H11A  C11  N12  107.71  3.000
 LC4  H11   C11  N12  108.31  3.000
 LC4  H11A  C11  C10  110.45  3.000
 LC4  H11   C11  C10  110.43  3.000
 LC4  N12   C11  C10  112.67  3.000
 LC4  C16   N12  C13  106.88  3.000
 LC4  C16   N12  C11  126.46  3.000
 LC4  C13   N12  C11  126.52  3.000
 LC4  H13   C13  C14  132.13  3.000
 LC4  H13   C13  N12  122.27  3.000
 LC4  C14   C13  N12  105.60  3.000
 LC4  H14   C14  N15  122.00  3.000
 LC4  H14   C14  C13  127.79  3.000
 LC4  N15   C14  C13  110.21  3.000
 LC4  C16   N15  C14  105.19  3.000
 LC4  H16   C16  N15  126.00  3.000
 LC4  H16   C16  N12  121.88  3.000
 LC4  N15   C16  N12  112.11  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
 LC4  CONST_01  N15  C14  C13  N12     0.00   0.0  0
 LC4  CONST_02  C14  N15  C16  N12     0.00   0.0  0
 LC4  CONST_03  N15  C16  N12  C13     0.00   0.0  0
 LC4  CONST_04  C16  N15  C14  C13     0.00   0.0  0
 LC4  CONST_05  C16  N12  C13  C14     0.00   0.0  0
 LC4  CONST_06  C14  C13  N12  C11   180.00   0.0  0
 LC4  CONST_07  N15  C16  N12  C11   180.00   0.0  0
 LC4  CONST_08  H14  C14  C13  N12   180.00   0.0  0
 LC4  CONST_09  H16  C16  N12  C13   180.00   0.0  0
 LC4  CONST_10  H13  C13  C14  N15   180.00   0.0  0
 LC4  Var_01    C13  N12  C11  C10    78.09  30.0  2
 LC4  Var_02    N12  C11  C10  C9   -179.16  30.0  3
 LC4  Var_03    C4   C3   C2   O1      4.50  30.0  3
 LC4  Var_04    C5   C4   C3   C2    179.33  30.0  1
 LC4  Var_05    C6   C5   C4   C3   -179.03  30.0  3
 LC4  Var_06    C7   C6   C5   C4    179.76  30.0  3
 LC4  Var_07    C18  C7   C6   C5   -178.94  30.0  3
 LC4  Var_08    C19  C18  C7   C6    179.99  30.0  3
 LC4  Var_09    C8   C19  C18  C7   -178.88  30.0  3
 LC4  Var_10    C9   C8   C19  C18  -179.82  30.0  3
 LC4  Var_11    C10  C9   C8   C19  -178.80  30.0  3
 LC4  Var_12    C11  C10  C9   C8   -179.40  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
 LC4  plan-1  C11  0.020
 LC4  plan-1  N12  0.020
 LC4  plan-1  C13  0.020
 LC4  plan-1  C14  0.020
 LC4  plan-1  N15  0.020
 LC4  plan-1  C16  0.020
 LC4  plan-1  H13  0.020
 LC4  plan-1  H14  0.020
 LC4  plan-1  H16  0.020
 LC4  plan-2  O1   0.020
 LC4  plan-2  C2   0.020
 LC4  plan-2  O17  0.020
 LC4  plan-2  C3   0.020

