# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 00:22:49 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 2-{(E)-[4-(dimethylamino)phenyl]diazenyl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc(cc1)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
 MRE  MRE  '2-{(E)-[4-(dimethylamino)phenyl]diazenyl}benzoic acid'  ligand  34  20  .  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_MRE
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
 MRE  C1    C  CR6    0   0.202  16.0449  13.1810  22.1713
 MRE  C2    C  CR6    0  -0.059  16.5117  13.8929  23.2866
 MRE  C3    C  CR16   0  -0.296  15.6268  14.7651  23.9152
 MRE  C4    C  CR16   0  -0.252  14.3376  14.9692  23.4402
 MRE  C5    C  CR16   0  -0.268  13.8995  14.2850  22.3140
 MRE  C6    C  CR16   0  -0.296  14.7566  13.3980  21.6839
 MRE  C1'   C  CR6    0   0.172  18.3772  10.6326  21.5482
 MRE  C2'   C  CR16   0  -0.257  18.3248  10.3138  20.1859
 MRE  C3'   C  CR16   0  -0.346  19.1263   9.3294  19.6579
 MRE  C4'   C  CR6    0   0.405  20.0323   8.6022  20.4696
 MRE  C5'   C  CR16   0  -0.357  20.0870   8.9415  21.8386
 MRE  C6'   C  CR16   0  -0.262  19.2736   9.9290  22.3521
 MRE  C     C  C      0   0.379  17.9531  13.8590  23.7784
 MRE  CHX   C  CH3    0  -0.539  20.7616   7.3186  18.5380
 MRE  CHZ   C  CH3    0  -0.538  21.7186   6.8869  20.8037
 MRE  N1    N  N      0  -0.278  16.7938  12.2161  21.4791
 MRE  N1'   N  N      0  -0.256  17.5978  11.5909  22.1895
 MRE  OXT   O  OC    -1  -0.606  18.1152  13.6021  24.9847
 MRE  O     O  O      0  -0.600  18.8171  14.1720  22.9417
 MRE  N10   N  NT     0  -0.497  20.8104   7.6204  19.9509
 MRE  H6    H  HCR6   0   0.252  14.4311  12.8452  20.8111
 MRE  H3    H  HCR6   0   0.251  15.9616  15.3138  24.7873
 MRE  H4    H  HCR6   0   0.252  13.6811  15.6672  23.9437
 MRE  H5    H  HCR6   0   0.254  12.8983  14.4369  21.9326
 MRE  H2'   H  HCR6   0   0.260  17.6406  10.8411  19.5343
 MRE  H6'   H  HCR6   0   0.258  19.3282  10.1729  23.4060
 MRE  H3'   H  HCR6   0   0.273  19.0454   9.1154  18.6016
 MRE  H5'   H  HCR6   0   0.271  20.7661   8.4331  22.5074
 MRE  HHX1  H  HCH3   0   0.239  21.0674   8.1700  17.9240
 MRE  HHX2  H  HCH3   0   0.260  21.4400   6.4979  18.3241
 MRE  HHX3  H  HCH3   0   0.240  19.7622   7.0133  18.2187
 MRE  HHZ1  H  HCH3   0   0.260  22.2085   6.1127  20.2212
 MRE  HHZ2  H  HCH3   0   0.238  22.4962   7.5271  21.2301
 MRE  HHZ3  H  HCH3   0   0.240  21.1949   6.3989  21.6297

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
 MRE  C1   C2    aromatic  1.403  0.020  1.403
 MRE  C1   C6    aromatic  1.394  0.020  1.394
 MRE  C1   N1    single    1.404  0.020  1.404
 MRE  C2   C3    aromatic  1.392  0.020  1.392
 MRE  C2   C     single    1.523  0.020  1.523
 MRE  C3   C4    aromatic  1.389  0.020  1.389
 MRE  C4   C5    aromatic  1.389  0.020  1.389
 MRE  C5   C6    aromatic  1.385  0.020  1.385
 MRE  C1'  C2'   aromatic  1.400  0.020  1.400
 MRE  C1'  C6'   aromatic  1.395  0.020  1.395
 MRE  C1'  N1'   single    1.392  0.020  1.392
 MRE  C2'  C3'   aromatic  1.375  0.020  1.375
 MRE  C3'  C4'   aromatic  1.417  0.020  1.417
 MRE  C4'  C5'   aromatic  1.411  0.020  1.411
 MRE  C4'  N10   single    1.356  0.020  1.356
 MRE  C5'  C6'   aromatic  1.379  0.020  1.379
 MRE  C    OXT   deloc     1.244  0.020  1.244
 MRE  C    O     deloc     1.243  0.020  1.243
 MRE  CHX  N10   single    1.446  0.020  1.446
 MRE  CHZ  N10   single    1.446  0.020  1.446
 MRE  N1   N1'   double    1.242  0.020  1.242
 MRE  C6   H6    single    0.930  0.020  1.080
 MRE  C3   H3    single    0.930  0.020  1.080
 MRE  C4   H4    single    0.930  0.020  1.080
 MRE  C5   H5    single    0.930  0.020  1.080
 MRE  C2'  H2'   single    0.930  0.020  1.080
 MRE  C6'  H6'   single    0.930  0.020  1.080
 MRE  C3'  H3'   single    0.930  0.020  1.080
 MRE  C5'  H5'   single    0.930  0.020  1.080
 MRE  CHX  HHX1  single    0.970  0.020  1.090
 MRE  CHX  HHX2  single    0.970  0.020  1.090
 MRE  CHX  HHX3  single    0.970  0.020  1.090
 MRE  CHZ  HHZ1  single    0.970  0.020  1.090
 MRE  CHZ  HHZ2  single    0.970  0.020  1.090
 MRE  CHZ  HHZ3  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
 MRE  N1    C1   C6    115.30  3.000
 MRE  N1    C1   C2    124.28  3.000
 MRE  C6    C1   C2    120.41  3.000
 MRE  C     C2   C3    118.00  3.000
 MRE  C     C2   C1    124.06  3.000
 MRE  C3    C2   C1    117.73  3.000
 MRE  H3    C3   C4    119.19  3.000
 MRE  H3    C3   C2    118.97  3.000
 MRE  C4    C3   C2    121.83  3.000
 MRE  H4    C4   C5    120.24  3.000
 MRE  H4    C4   C3    119.91  3.000
 MRE  C5    C4   C3    119.85  3.000
 MRE  H5    C5   C6    120.14  3.000
 MRE  H5    C5   C4    120.57  3.000
 MRE  C6    C5   C4    119.29  3.000
 MRE  H6    C6   C5    120.50  3.000
 MRE  H6    C6   C1    118.67  3.000
 MRE  C5    C6   C1    120.82  3.000
 MRE  N1'   C1'  C6'   116.22  3.000
 MRE  N1'   C1'  C2'   125.74  3.000
 MRE  C6'   C1'  C2'   118.04  3.000
 MRE  H2'   C2'  C3'   119.09  3.000
 MRE  H2'   C2'  C1'   119.91  3.000
 MRE  C3'   C2'  C1'   120.99  3.000
 MRE  H3'   C3'  C4'   120.40  3.000
 MRE  H3'   C3'  C2'   118.26  3.000
 MRE  C4'   C3'  C2'   121.34  3.000
 MRE  N10   C4'  C5'   121.52  3.000
 MRE  N10   C4'  C3'   121.28  3.000
 MRE  C5'   C4'  C3'   117.19  3.000
 MRE  H5'   C5'  C6'   118.52  3.000
 MRE  H5'   C5'  C4'   120.78  3.000
 MRE  C6'   C5'  C4'   120.70  3.000
 MRE  H6'   C6'  C5'   119.61  3.000
 MRE  H6'   C6'  C1'   118.66  3.000
 MRE  C5'   C6'  C1'   121.73  3.000
 MRE  O     C    OXT   127.90  3.000
 MRE  O     C    C2    115.78  3.000
 MRE  OXT   C    C2    116.16  3.000
 MRE  HHX3  CHX  HHX2  107.62  3.000
 MRE  HHX3  CHX  HHX1  108.01  3.000
 MRE  HHX2  CHX  HHX1  107.64  3.000
 MRE  HHX3  CHX  N10   112.02  3.000
 MRE  HHX2  CHX  N10   109.22  3.000
 MRE  HHX1  CHX  N10   112.14  3.000
 MRE  HHZ3  CHZ  HHZ2  107.90  3.000
 MRE  HHZ3  CHZ  HHZ1  107.65  3.000
 MRE  HHZ2  CHZ  HHZ1  107.80  3.000
 MRE  HHZ3  CHZ  N10   111.80  3.000
 MRE  HHZ2  CHZ  N10   112.31  3.000
 MRE  HHZ1  CHZ  N10   109.20  3.000
 MRE  N1'   N1   C1    114.16  3.000
 MRE  N1    N1'  C1'   116.47  3.000
 MRE  CHZ   N10  CHX   119.46  3.000
 MRE  CHZ   N10  C4'   120.15  3.000
 MRE  CHX   N10  C4'   120.38  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
 MRE  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 MRE  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 MRE  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 MRE  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 MRE  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 MRE  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 MRE  CONST_07  C4'   C3'  C2'  C1'     0.00   0.0  0
 MRE  CONST_08  C4'   C5'  C6'  C1'     0.00   0.0  0
 MRE  CONST_09  C5'   C6'  C1'  C2'     0.00   0.0  0
 MRE  CONST_10  C5'   C4'  C3'  C2'     0.00   0.0  0
 MRE  CONST_11  C6'   C1'  C2'  C3'     0.00   0.0  0
 MRE  CONST_12  C6'   C5'  C4'  C3'     0.00   0.0  0
 MRE  CONST_13  N1    C1   C2   C3    180.00   0.0  0
 MRE  CONST_14  C     C2   C3   C4    180.00   0.0  0
 MRE  CONST_15  N1    C1   C6   C5    180.00   0.0  0
 MRE  CONST_16  C     C2   C1   C6    180.00   0.0  0
 MRE  CONST_17  N10   C4'  C3'  C2'   180.00   0.0  0
 MRE  CONST_18  N1'   C1'  C2'  C3'   180.00   0.0  0
 MRE  CONST_19  N1'   C1'  C6'  C5'   180.00   0.0  0
 MRE  CONST_20  N10   C4'  C5'  C6'   180.00   0.0  0
 MRE  CONST_21  H3    C3   C2   C1    180.00   0.0  0
 MRE  CONST_22  H5    C5   C6   C1    180.00   0.0  0
 MRE  CONST_23  H6    C6   C1   C2    180.00   0.0  0
 MRE  CONST_24  H4    C4   C3   C2    180.00   0.0  0
 MRE  CONST_25  H3'   C3'  C2'  C1'   180.00   0.0  0
 MRE  CONST_26  H5'   C5'  C6'  C1'   180.00   0.0  0
 MRE  CONST_27  H6'   C6'  C1'  C2'   180.00   0.0  0
 MRE  CONST_28  H2'   C2'  C3'  C4'   180.00   0.0  0
 MRE  CONST_31  N1    N1'  C1'  C2'     0.00   0.0  0
 MRE  CONST_32  N1    N1'  C1'  C6'   180.00   0.0  0
 MRE  CONST_33  CHX   N10  C4'  C3'     0.00   0.0  0
 MRE  CONST_34  CHZ   N10  C4'  C3'   180.00   0.0  0
 MRE  CONST_35  CHX   N10  C4'  C5'   180.00   0.0  0
 MRE  CONST_36  CHZ   N10  C4'  C5'     0.00   0.0  0
 MRE  Var_01    OXT   C    C2   C1   -128.46  30.0  2
 MRE  Var_02    HHX1  CHX  N10  C4'    61.68  30.0  3
 MRE  Var_03    HHZ1  CHZ  N10  C4'   176.87  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
 MRE  plan-1  C1   0.020
 MRE  plan-1  C2   0.020
 MRE  plan-1  C3   0.020
 MRE  plan-1  C4   0.020
 MRE  plan-1  C5   0.020
 MRE  plan-1  C6   0.020
 MRE  plan-1  C1'  0.020
 MRE  plan-1  C    0.020
 MRE  plan-1  N1   0.020
 MRE  plan-1  N1'  0.020
 MRE  plan-1  H6   0.020
 MRE  plan-1  H3   0.020
 MRE  plan-1  H4   0.020
 MRE  plan-1  H5   0.020
 MRE  plan-2  C1'  0.020
 MRE  plan-2  C2'  0.020
 MRE  plan-2  C3'  0.020
 MRE  plan-2  C4'  0.020
 MRE  plan-2  C5'  0.020
 MRE  plan-2  C6'  0.020
 MRE  plan-2  N1   0.020
 MRE  plan-2  N1'  0.020
 MRE  plan-2  N10  0.020
 MRE  plan-2  H2'  0.020
 MRE  plan-2  H6'  0.020
 MRE  plan-2  H3'  0.020
 MRE  plan-2  H5'  0.020
 MRE  plan-3  C4'  0.020
 MRE  plan-3  CHX  0.020
 MRE  plan-3  CHZ  0.020
 MRE  plan-3  N10  0.020
 MRE  plan-4  C2   0.020
 MRE  plan-4  C    0.020
 MRE  plan-4  OXT  0.020
 MRE  plan-4  O    0.020

