# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 16 03:20:17 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 2-[(E)-(4-hydroxy-3-methylphenyl)diazenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(ccc1O)N=Nc2ccccc2C(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
 MHB  MHB  '2-[(E)-(4-hydroxy-3-methylphenyl)diazenyl]benzoic acid'  ligand  31  19  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MHB
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
 MHB  C1    C  CR6   0   0.249   0.6296   0.0664  -1.9606
 MHB  C2    C  CR6   0  -0.099  -0.2087  -0.1122  -3.0696
 MHB  C3    C  CR16  0  -0.255   0.3360  -0.0927  -4.3515
 MHB  C4    C  CR16  0  -0.248   1.6973   0.0879  -4.5364
 MHB  C5    C  CR16  0  -0.242   2.5252   0.2692  -3.4358
 MHB  C6    C  CR16  0  -0.276   1.9953   0.2651  -2.1574
 MHB  C1'   C  CR6   0   0.206   0.2186  -0.0300   1.5267
 MHB  C2'   C  CR16  0  -0.325   1.0921  -0.2210   2.5948
 MHB  C3'   C  CR6   0   0.001   0.6741  -0.1243   3.9129
 MHB  C4'   C  CR6   0   0.327  -0.6775   0.1584   4.1499
 MHB  C5'   C  CR16  0  -0.324  -1.5673   0.3358   3.0861
 MHB  C6'   C  CR16  0  -0.265  -1.1268   0.2466   1.7845
 MHB  C     C  C     0   0.508  -1.6572  -0.3943  -2.8874
 MHB  CM3   C  CH3   0  -0.773   1.6286  -0.3141   5.0558
 MHB  N1    N  N     0  -0.258   0.0334   0.1486  -0.6911
 MHB  N1'   N  N     0  -0.260   0.7806  -0.1491   0.2515
 MHB  O     O  O     0  -0.422  -2.1190  -1.0487  -1.9873
 MHB  OXT   O  OH1   0  -0.590  -2.3912   0.1411  -3.8553
 MHB  O4'   O  OH1   0  -0.613  -1.1833   0.2680   5.3880
 MHB  H3    H  HCR6  0   0.275  -0.2999  -0.2404  -5.2136
 MHB  H4    H  HCR6  0   0.271   2.1083   0.0947  -5.5368
 MHB  H5    H  HCR6  0   0.273   3.5871   0.4239  -3.5746
 MHB  H6    H  HCR6  0   0.273   2.6341   0.4370  -1.3018
 MHB  H2'   H  HCR6  0   0.263   2.1307  -0.4429   2.3796
 MHB  H5'   H  HCR6  0   0.272  -2.6090   0.5417   3.2981
 MHB  H6'   H  HCR6  0   0.272  -1.8220   0.3791   0.9669
 MHB  HM31  H  HCH3  0   0.256   1.6776   0.5682   5.6988
 MHB  HM32  H  HCH3  0   0.257   1.3550  -1.1654   5.6841
 MHB  HM33  H  HCH3  0   0.271   2.6366  -0.4982   4.6900
 MHB  HXT   H  HOH1  0   0.487  -3.3199  -0.1133  -3.7445
 MHB  HO4'  H  HOH1  0   0.486  -0.5051   0.1375   6.0607

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
 MHB  C1   C2    aromatic  1.402  0.020  1.402
 MHB  C1   C6    aromatic  1.394  0.020  1.394
 MHB  C1   N1    single    1.405  0.020  1.405
 MHB  C2   C3    aromatic  1.393  0.020  1.393
 MHB  C2   C     single    1.487  0.020  1.487
 MHB  C3   C4    aromatic  1.386  0.020  1.386
 MHB  C3   H3    single    0.930  0.020  1.080
 MHB  C4   C5    aromatic  1.389  0.020  1.389
 MHB  C4   H4    single    0.930  0.020  1.080
 MHB  C5   C6    aromatic  1.384  0.020  1.384
 MHB  C5   H5    single    0.930  0.020  1.080
 MHB  C6   H6    single    0.930  0.020  1.080
 MHB  C1'  C2'   aromatic  1.393  0.020  1.393
 MHB  C1'  C6'   aromatic  1.398  0.020  1.398
 MHB  C1'  N1'   single    1.399  0.020  1.399
 MHB  C2'  C3'   aromatic  1.386  0.020  1.386
 MHB  C2'  H2'   single    0.930  0.020  1.080
 MHB  C3'  C4'   aromatic  1.401  0.020  1.401
 MHB  C3'  CM3   single    1.501  0.020  1.501
 MHB  C4'  C5'   aromatic  1.398  0.020  1.398
 MHB  C4'  O4'   single    1.342  0.020  1.342
 MHB  C5'  C6'   aromatic  1.377  0.020  1.377
 MHB  C5'  H5'   single    0.930  0.020  1.080
 MHB  C6'  H6'   single    0.930  0.020  1.080
 MHB  C    O     double    1.205  0.020  1.205
 MHB  C    OXT   single    1.328  0.020  1.328
 MHB  CM3  HM31  single    0.970  0.020  1.090
 MHB  CM3  HM32  single    0.970  0.020  1.090
 MHB  CM3  HM33  single    0.970  0.020  1.090
 MHB  N1   N1'   double    1.239  0.020  1.239
 MHB  OXT  HXT   single    0.850  0.020  0.980
 MHB  O4'  HO4'  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
 MHB  N1    C1   C6    122.34  3.000
 MHB  N1    C1   C2    117.95  3.000
 MHB  C6    C1   C2    119.50  3.000
 MHB  C     C2   C3    119.77  3.000
 MHB  C     C2   C1    120.65  3.000
 MHB  C3    C2   C1    119.50  3.000
 MHB  H3    C3   C4    119.29  3.000
 MHB  H3    C3   C2    120.11  3.000
 MHB  C4    C3   C2    120.59  3.000
 MHB  H4    C4   C5    120.37  3.000
 MHB  H4    C4   C3    119.84  3.000
 MHB  C5    C4   C3    119.79  3.000
 MHB  H5    C5   C6    119.65  3.000
 MHB  H5    C5   C4    120.13  3.000
 MHB  C6    C5   C4    120.22  3.000
 MHB  H6    C6   C5    120.27  3.000
 MHB  H6    C6   C1    119.32  3.000
 MHB  C5    C6   C1    120.40  3.000
 MHB  N1'   C1'  C6'   124.88  3.000
 MHB  N1'   C1'  C2'   115.82  3.000
 MHB  C6'   C1'  C2'   119.30  3.000
 MHB  H2'   C2'  C3'   119.48  3.000
 MHB  H2'   C2'  C1'   118.48  3.000
 MHB  C3'   C2'  C1'   122.04  3.000
 MHB  CM3   C3'  C4'   120.67  3.000
 MHB  CM3   C3'  C2'   121.57  3.000
 MHB  C4'   C3'  C2'   117.76  3.000
 MHB  O4'   C4'  C5'   116.85  3.000
 MHB  O4'   C4'  C3'   122.42  3.000
 MHB  C5'   C4'  C3'   120.72  3.000
 MHB  H5'   C5'  C6'   120.34  3.000
 MHB  H5'   C5'  C4'   119.18  3.000
 MHB  C6'   C5'  C4'   120.49  3.000
 MHB  H6'   C6'  C5'   120.07  3.000
 MHB  H6'   C6'  C1'   120.24  3.000
 MHB  C5'   C6'  C1'   119.68  3.000
 MHB  OXT   C    O     123.50  3.000
 MHB  OXT   C    C2    111.88  3.000
 MHB  O     C    C2    124.61  3.000
 MHB  HM33  CM3  HM32  107.07  3.000
 MHB  HM33  CM3  HM31  107.03  3.000
 MHB  HM32  CM3  HM31  107.57  3.000
 MHB  HM33  CM3  C3'   110.76  3.000
 MHB  HM32  CM3  C3'   112.15  3.000
 MHB  HM31  CM3  C3'   111.99  3.000
 MHB  N1'   N1   C1    114.68  3.000
 MHB  N1    N1'  C1'   115.52  3.000
 MHB  HXT   OXT  C     109.91  3.000
 MHB  HO4'  O4'  C4'   111.57  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
 MHB  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 MHB  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 MHB  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 MHB  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 MHB  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 MHB  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 MHB  CONST_07  C4'   C3'  C2'  C1'    0.00   0.0  0
 MHB  CONST_08  C4'   C5'  C6'  C1'    0.00   0.0  0
 MHB  CONST_09  C5'   C6'  C1'  C2'    0.00   0.0  0
 MHB  CONST_10  C5'   C4'  C3'  C2'    0.00   0.0  0
 MHB  CONST_11  C6'   C1'  C2'  C3'    0.00   0.0  0
 MHB  CONST_12  C6'   C5'  C4'  C3'    0.00   0.0  0
 MHB  CONST_13  N1    C1   C2   C3   180.00   0.0  0
 MHB  CONST_14  C     C2   C3   C4   180.00   0.0  0
 MHB  CONST_15  N1    C1   C6   C5   180.00   0.0  0
 MHB  CONST_16  C     C2   C1   C6   180.00   0.0  0
 MHB  CONST_17  CM3   C3'  C2'  C1'  180.00   0.0  0
 MHB  CONST_18  O4'   C4'  C3'  C2'  180.00   0.0  0
 MHB  CONST_19  N1'   C1'  C2'  C3'  180.00   0.0  0
 MHB  CONST_20  CM3   C3'  C4'  C5'  180.00   0.0  0
 MHB  CONST_21  N1'   C1'  C6'  C5'  180.00   0.0  0
 MHB  CONST_22  O4'   C4'  C5'  C6'  180.00   0.0  0
 MHB  CONST_23  H3    C3   C2   C1   180.00   0.0  0
 MHB  CONST_24  H5    C5   C6   C1   180.00   0.0  0
 MHB  CONST_25  H6    C6   C1   C2   180.00   0.0  0
 MHB  CONST_26  H4    C4   C3   C2   180.00   0.0  0
 MHB  CONST_27  H5'   C5'  C6'  C1'  180.00   0.0  0
 MHB  CONST_28  H6'   C6'  C1'  C2'  180.00   0.0  0
 MHB  CONST_29  H2'   C2'  C3'  C4'  180.00   0.0  0
 MHB  CONST_32  N1    N1'  C1'  C2'  180.00   0.0  0
 MHB  CONST_33  N1    N1'  C1'  C6'    0.00   0.0  0
 MHB  CONST_34  HXT   OXT  C    C2   180.00   0.0  0
 MHB  Var_01    O     C    C2   C1   -34.69  30.0  2
 MHB  Var_02    HM31  CM3  C3'  C2'  120.95  30.0  2

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
 MHB  plan-1  C1   0.020
 MHB  plan-1  C2   0.020
 MHB  plan-1  C3   0.020
 MHB  plan-1  C4   0.020
 MHB  plan-1  C5   0.020
 MHB  plan-1  C6   0.020
 MHB  plan-1  C1'  0.020
 MHB  plan-1  C    0.020
 MHB  plan-1  N1   0.020
 MHB  plan-1  N1'  0.020
 MHB  plan-1  H3   0.020
 MHB  plan-1  H4   0.020
 MHB  plan-1  H5   0.020
 MHB  plan-1  H6   0.020
 MHB  plan-2  C1'  0.020
 MHB  plan-2  C2'  0.020
 MHB  plan-2  C3'  0.020
 MHB  plan-2  C4'  0.020
 MHB  plan-2  C5'  0.020
 MHB  plan-2  C6'  0.020
 MHB  plan-2  CM3  0.020
 MHB  plan-2  N1   0.020
 MHB  plan-2  N1'  0.020
 MHB  plan-2  O4'  0.020
 MHB  plan-2  H2'  0.020
 MHB  plan-2  H5'  0.020
 MHB  plan-2  H6'  0.020
 MHB  plan-3  C2   0.020
 MHB  plan-3  C    0.020
 MHB  plan-3  O    0.020
 MHB  plan-3  OXT  0.020
 MHB  plan-3  HXT  0.020

