# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 00:13:45 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 2-[4,5,6,7-tetrabromo-2-(dimethylamino)benzimidazol-1-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1nc2c(Br)c(Br)c(Br)c(Br)c2n1CC(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
 K66  K66  '2-[4,5,6,7-tetrabromo-2-(dimethylamino)benzimidazol-1-yl]ethanoic acid'  ligand  29  20  .  2021-08-12  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K66
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
 K66  C1    C   CR6   0  -0.231  -1.0409  -1.3110  -0.5340
 K66  C2    C   CR56  0   0.249   0.3446  -1.3436  -0.4591
 K66  C3    C   CR56  0   0.450   1.0727  -0.1866  -0.1316
 K66  C4    C   CR6   0  -0.149   0.4246   1.0106   0.1388
 K66  C5    C   CR6   0  -0.134  -0.9711   1.0383   0.0548
 K66  C6    C   CR6   0  -0.104  -1.7008  -0.1154  -0.2781
 K66  BR13  BR  BR    0   0.037   1.3753   2.5508   0.6244
 K66  BR15  BR  BR    0   0.036  -1.8813   2.6399   0.3968
 K66  BR17  BR  BR    0   0.033  -3.5701  -0.0592  -0.3770
 K66  BR19  BR  BR    0   0.022  -1.9277  -2.8924  -0.9784
 K66  N21   N   N     0  -0.473   1.1733  -2.4025  -0.6494
 K66  N23   N   NR5   0  -0.568   2.3934  -0.5870  -0.1609
 K66  C25   C   CR5   0   0.709   2.3788  -1.9333  -0.4651
 K66  N28   N   NT    0  -0.510   3.5213  -2.6467  -0.6225
 K66  C30   C   CH3   0  -0.555   4.4912  -2.7126   0.4637
 K66  C32   C   CH3   0  -0.531   3.4044  -3.8854  -1.3684
 K66  C34   C   CH2   0  -0.489   3.5600   0.2523  -0.2520
 K66  C36   C   C     0   0.545   4.0302   0.7497   1.0976
 K66  O38   O   OH1   0  -0.579   4.9486   1.6874   0.9543
 K66  O40   O   O     0  -0.423   3.6359   0.3244   2.1506
 K66  H30   H   HCH3  0   0.253   4.3493  -3.6252   1.0496
 K66  H30A  H   HCH3  0   0.257   5.5041  -2.7119   0.0635
 K66  H30B  H   HCH3  0   0.252   4.3853  -1.8768   1.1466
 K66  H32   H   HCH3  0   0.256   2.8272  -3.7309  -2.2767
 K66  H32A  H   HCH3  0   0.251   4.4052  -4.2089  -1.6509
 K66  H32B  H   HCH3  0   0.232   2.9361  -4.6839  -0.7860
 K66  H34   H   HCH2  0   0.342   4.3625  -0.3275  -0.7145
 K66  H34A  H   HCH2  0   0.333   3.3776   1.0848  -0.9315
 K66  HO38  H   HOH1  0   0.491   5.2749   1.9784   1.8197

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
 K66  C2    C1    aromatic  1.388  0.020  1.388
 K66  C6    C1    aromatic  1.389  0.020  1.389
 K66  C1    BR19  single    1.867  0.020  1.867
 K66  C3    C2    aromatic  1.406  0.020  1.406
 K66  C2    N21   aromatic  1.358  0.020  1.358
 K66  N23   C3    aromatic  1.380  0.020  1.380
 K66  C4    C3    aromatic  1.388  0.020  1.388
 K66  BR13  C4    single    1.874  0.020  1.874
 K66  C4    C5    aromatic  1.399  0.020  1.399
 K66  BR15  C5    single    1.874  0.020  1.874
 K66  C5    C6    aromatic  1.405  0.020  1.405
 K66  C6    BR17  single    1.873  0.020  1.873
 K66  C25   N21   aromatic  1.307  0.020  1.307
 K66  C34   N23   single    1.440  0.020  1.440
 K66  N23   C25   aromatic  1.380  0.020  1.380
 K66  N28   C25   single    1.356  0.020  1.356
 K66  C32   N28   single    1.451  0.020  1.451
 K66  N28   C30   single    1.458  0.020  1.458
 K66  C30   H30   single    0.970  0.020  1.090
 K66  C30   H30A  single    0.970  0.020  1.090
 K66  C30   H30B  single    0.970  0.020  1.090
 K66  C32   H32   single    0.970  0.020  1.090
 K66  C32   H32A  single    0.970  0.020  1.090
 K66  C32   H32B  single    0.970  0.020  1.090
 K66  C36   C34   single    1.513  0.020  1.513
 K66  C34   H34   single    0.970  0.020  1.090
 K66  C34   H34A  single    0.970  0.020  1.090
 K66  O40   C36   double    1.202  0.020  1.202
 K66  O38   C36   single    1.320  0.020  1.320
 K66  O38   HO38  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
 K66  BR19  C1   C6    123.18  3.000
 K66  BR19  C1   C2    117.85  3.000
 K66  C6    C1   C2    118.97  3.000
 K66  N21   C2   C3    111.00  3.000
 K66  N21   C2   C1    128.31  3.000
 K66  C3    C2   C1    120.68  3.000
 K66  N23   C3   C4    134.51  3.000
 K66  C4    C3   C2    120.90  3.000
 K66  N23   C3   C2    104.59  3.000
 K66  BR13  C4   C5    120.37  3.000
 K66  C5    C4   C3    118.12  3.000
 K66  BR13  C4   C3    121.50  3.000
 K66  BR15  C5   C6    119.53  3.000
 K66  C6    C5   C4    121.08  3.000
 K66  BR15  C5   C4    119.39  3.000
 K66  BR17  C6   C5    120.41  3.000
 K66  BR17  C6   C1    119.35  3.000
 K66  C5    C6   C1    120.24  3.000
 K66  C25   N21  C2    105.26  3.000
 K66  C34   N23  C25   124.27  3.000
 K66  C25   N23  C3    106.11  3.000
 K66  C34   N23  C3    127.40  3.000
 K66  N28   C25  N23   121.99  3.000
 K66  N28   C25  N21   124.89  3.000
 K66  N23   C25  N21   113.02  3.000
 K66  C32   N28  C30   113.46  3.000
 K66  C30   N28  C25   119.86  3.000
 K66  C32   N28  C25   116.17  3.000
 K66  H30B  C30  H30A  108.77  3.000
 K66  H30B  C30  H30   107.04  3.000
 K66  H30A  C30  H30   108.55  3.000
 K66  H30B  C30  N28   111.68  3.000
 K66  H30A  C30  N28   110.18  3.000
 K66  H30   C30  N28   110.52  3.000
 K66  H32B  C32  H32A  108.35  3.000
 K66  H32B  C32  H32   108.74  3.000
 K66  H32A  C32  H32   108.27  3.000
 K66  H32B  C32  N28   112.59  3.000
 K66  H32A  C32  N28   108.24  3.000
 K66  H32   C32  N28   110.55  3.000
 K66  H34A  C34  H34   105.33  3.000
 K66  H34A  C34  C36   110.91  3.000
 K66  H34   C34  C36   108.89  3.000
 K66  H34A  C34  N23   110.42  3.000
 K66  H34   C34  N23   108.21  3.000
 K66  C36   C34  N23   112.76  3.000
 K66  O40   C36  O38   125.06  3.000
 K66  O38   C36  C34   110.66  3.000
 K66  O40   C36  C34   124.27  3.000
 K66  HO38  O38  C36   110.51  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
 K66  CONST_01  N23   C3   C2   C1    180.00   0.0  0
 K66  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 K66  CONST_03  C25   N21  C2   C1    180.00   0.0  0
 K66  CONST_04  C4    C5   C6   C1      0.00   0.0  0
 K66  CONST_05  C5    C6   C1   C2      0.00   0.0  0
 K66  CONST_06  C25   N23  C3   C2      0.00   0.0  0
 K66  CONST_07  C5    C4   C3   C2      0.00   0.0  0
 K66  CONST_08  N23   C25  N21  C2      0.00   0.0  0
 K66  CONST_09  C6    C1   C2   C3      0.00   0.0  0
 K66  CONST_10  C25   N21  C2   C3      0.00   0.0  0
 K66  CONST_11  N21   C25  N23  C3      0.00   0.0  0
 K66  CONST_12  C6    C5   C4   C3      0.00   0.0  0
 K66  CONST_13  N21   C2   C3   C4    180.00   0.0  0
 K66  CONST_14  C25   N23  C3   C4    180.00   0.0  0
 K66  CONST_15  N23   C3   C4   C5    180.00   0.0  0
 K66  CONST_16  N21   C2   C1   C6    180.00   0.0  0
 K66  CONST_17  N23   C3   C2   N21     0.00   0.0  0
 K66  CONST_18  BR15  C5   C6   C1    180.00   0.0  0
 K66  CONST_19  BR17  C6   C1   C2    180.00   0.0  0
 K66  CONST_21  BR13  C4   C3   C2    180.00   0.0  0
 K66  CONST_22  N28   C25  N21  C2    180.00   0.0  0
 K66  CONST_23  BR19  C1   C2   C3    180.00   0.0  0
 K66  CONST_24  N28   C25  N23  C3    180.00   0.0  0
 K66  CONST_25  BR15  C5   C4   C3    180.00   0.0  0
 K66  CONST_27  BR17  C6   C5   C4    180.00   0.0  0
 K66  CONST_28  BR19  C1   C6   C5    180.00   0.0  0
 K66  CONST_29  BR13  C4   C5   C6    180.00   0.0  0
 K66  CONST_30  N23   C3   C4   BR13    0.00   0.0  0
 K66  CONST_31  N21   C2   C1   BR19    0.00   0.0  0
 K66  CONST_37  HO38  O38  C36  C34   180.00   0.0  0
 K66  Var_01    C36   C34  N23  C3     85.93  30.0  2
 K66  Var_02    O40   C36  C34  N23    12.11  30.0  1
 K66  Var_03    H32   C32  N28  C25    46.37  30.0  3
 K66  Var_04    H30   C30  N28  C25    96.57  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
 K66  plan-1  C1    0.020
 K66  plan-1  C2    0.020
 K66  plan-1  C3    0.020
 K66  plan-1  C4    0.020
 K66  plan-1  C5    0.020
 K66  plan-1  C6    0.020
 K66  plan-1  BR13  0.020
 K66  plan-1  BR15  0.020
 K66  plan-1  BR17  0.020
 K66  plan-1  BR19  0.020
 K66  plan-1  N21   0.020
 K66  plan-1  N23   0.020
 K66  plan-1  C25   0.020
 K66  plan-1  N28   0.020
 K66  plan-1  C34   0.020
 K66  plan-2  C25   0.020
 K66  plan-2  N28   0.020
 K66  plan-2  C30   0.020
 K66  plan-2  C32   0.020
 K66  plan-3  C34   0.020
 K66  plan-3  C36   0.020
 K66  plan-3  O38   0.020
 K66  plan-3  O40   0.020
 K66  plan-3  HO38  0.020

