# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:29:23 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: N,N'-(6,6'-dihydroxybiphenyl-3,3'-diyl)diacetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc(O)c(c1)c2cc(NC(C)=O)ccc2O
#
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
 3E1  3E1  N,N'-(6,6'-dihydroxybiphenyl-3,3'-diyl)diacetamide  ligand  38  22  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3E1
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
 3E1  C1   C  CR6   0   0.360  -3.0834  -0.2102  -0.5530
 3E1  C2   C  CR16  0  -0.341  -1.7783  -0.2698  -0.0716
 3E1  C3   C  CR6   0  -0.011  -0.8966   0.7917  -0.2620
 3E1  C4   C  CR6   0   0.312  -1.3123   1.9265  -0.9593
 3E1  C5   C  CR16  0  -0.326  -2.6139   1.9864  -1.4463
 3E1  C6   C  CR16  0  -0.337  -3.4864   0.9359  -1.2395
 3E1  N    N  NH1   0  -0.737  -4.0326  -1.2324  -0.4083
 3E1  C    C  C     0   0.509  -3.9949  -2.3282   0.3865
 3E1  CM   C  CH3   0  -0.782  -5.2338  -3.1862   0.3283
 3E1  O4   O  OH1   0  -0.622  -0.5041   2.9803  -1.1997
 3E1  O11  O  O     0  -0.482  -3.0484  -2.6182   1.1005
 3E1  C11  C  CR6   0   0.352   2.6928  -0.3171   0.1931
 3E1  C21  C  CR16  0  -0.335   1.3990  -0.1818  -0.3009
 3E1  C31  C  CR6   0  -0.116   0.4851   0.6980   0.2664
 3E1  C41  C  CR6   0   0.324   0.8826   1.4738   1.3603
 3E1  C51  C  CR16  0  -0.372   2.1770   1.3476   1.8532
 3E1  C61  C  CR16  0  -0.286   3.0752   0.4601   1.2836
 3E1  C91  C  C     0   0.503   4.8788  -1.1726  -0.5813
 3E1  CM1  C  CH3   0  -0.784   5.4855  -2.3027  -1.3732
 3E1  O41  O  OH1   0  -0.617  -0.0265   2.3070   1.9019
 3E1  O12  O  O     0  -0.480   5.5501  -0.2513  -0.1483
 3E1  H1   H  HCR6  0   0.278  -1.4266  -1.1376   0.4632
 3E1  H2   H  HCR6  0   0.267  -2.9433   2.8615  -1.9920
 3E1  H3   H  HCR6  0   0.272  -4.4969   1.0071  -1.6248
 3E1  H4   H  HNH1  0   0.413  -4.8824  -1.0921  -0.9317
 3E1  H5   H  HCH3  0   0.270  -4.9569  -4.1984   0.0344
 3E1  H6   H  HCH3  0   0.271  -5.6738  -3.2465   1.3239
 3E1  H7   H  HCH3  0   0.253  -5.9945  -2.8234  -0.3604
 3E1  H8   H  HOH1  0   0.473   0.4017   2.7813  -0.9341
 3E1  H9   H  HCR6  0   0.269   1.0876  -0.7719  -1.1552
 3E1  H10  H  HCR6  0   0.276   2.4896   1.9364   2.7084
 3E1  H11  H  HCR6  0   0.276   4.0628   0.3745   1.7088
 3E1  H12  H  HNH1  0   0.412   3.0705  -2.0273  -0.8769
 3E1  H13  H  HCH3  0   0.274   5.7465  -1.9400  -2.3685
 3E1  H14  H  HCH3  0   0.268   6.4058  -2.6302  -0.8933
 3E1  H15  H  HCH3  0   0.254   4.8246  -3.1598  -1.4868
 3E1  H16  H  HOH1  0   0.477   0.3617   2.7919   2.6390
 3E1  N1   N  NH1   0  -0.735   3.5361  -1.2627  -0.4135

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
 3E1  O12  C91  double    1.219  0.020  1.219
 3E1  CM1  C91  single    1.507  0.020  1.507
 3E1  C91  N1   single    1.356  0.020  1.356
 3E1  C61  C51  aromatic  1.385  0.020  1.385
 3E1  C61  C11  aromatic  1.393  0.020  1.393
 3E1  N1   C11  single    1.405  0.020  1.405
 3E1  C51  C41  aromatic  1.391  0.020  1.391
 3E1  C11  C21  aromatic  1.391  0.020  1.391
 3E1  C41  O41  single    1.347  0.020  1.347
 3E1  C41  C31  aromatic  1.399  0.020  1.399
 3E1  O4   C4   single    1.350  0.020  1.350
 3E1  C21  C31  aromatic  1.390  0.020  1.390
 3E1  C31  C3   single    1.482  0.020  1.482
 3E1  C4   C3   aromatic  1.395  0.020  1.395
 3E1  C4   C5   aromatic  1.391  0.020  1.391
 3E1  C3   C2   aromatic  1.393  0.020  1.393
 3E1  C5   C6   aromatic  1.381  0.020  1.381
 3E1  C2   C1   aromatic  1.392  0.020  1.392
 3E1  C6   C1   aromatic  1.395  0.020  1.395
 3E1  C1   N    single    1.402  0.020  1.402
 3E1  N    C    single    1.354  0.020  1.354
 3E1  O11  C    double    1.221  0.020  1.221
 3E1  C    CM   single    1.508  0.020  1.508
 3E1  C2   H1   single    0.930  0.020  1.080
 3E1  C5   H2   single    0.930  0.020  1.080
 3E1  C6   H3   single    0.930  0.020  1.080
 3E1  N    H4   single    0.860  0.020  1.020
 3E1  CM   H5   single    0.970  0.020  1.090
 3E1  CM   H6   single    0.970  0.020  1.090
 3E1  CM   H7   single    0.970  0.020  1.090
 3E1  O4   H8   single    0.850  0.020  0.980
 3E1  C21  H9   single    0.930  0.020  1.080
 3E1  C51  H10  single    0.930  0.020  1.080
 3E1  C61  H11  single    0.930  0.020  1.080
 3E1  N1   H12  single    0.860  0.020  1.020
 3E1  CM1  H13  single    0.970  0.020  1.090
 3E1  CM1  H14  single    0.970  0.020  1.090
 3E1  CM1  H15  single    0.970  0.020  1.090
 3E1  O41  H16  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
 3E1  N    C1   C6   117.00  3.000
 3E1  N    C1   C2   124.58  3.000
 3E1  C6   C1   C2   118.42  3.000
 3E1  H1   C2   C3   118.34  3.000
 3E1  H1   C2   C1   120.78  3.000
 3E1  C3   C2   C1   120.89  3.000
 3E1  C31  C3   C4   120.48  3.000
 3E1  C4   C3   C2   119.97  3.000
 3E1  C31  C3   C2   119.54  3.000
 3E1  O4   C4   C5   117.67  3.000
 3E1  C5   C4   C3   119.26  3.000
 3E1  O4   C4   C3   123.07  3.000
 3E1  H2   C5   C6   119.88  3.000
 3E1  H2   C5   C4   119.73  3.000
 3E1  C6   C5   C4   120.39  3.000
 3E1  H3   C6   C5   119.06  3.000
 3E1  H3   C6   C1   119.87  3.000
 3E1  C5   C6   C1   121.06  3.000
 3E1  H4   N    C    116.16  3.000
 3E1  H4   N    C1   114.56  3.000
 3E1  C    N    C1   129.16  3.000
 3E1  O11  C    CM   121.63  3.000
 3E1  CM   C    N    114.51  3.000
 3E1  O11  C    N    123.86  3.000
 3E1  H7   CM   H6   108.31  3.000
 3E1  H7   CM   H5   108.45  3.000
 3E1  H6   CM   H5   107.30  3.000
 3E1  H7   CM   C    114.14  3.000
 3E1  H6   CM   C    109.14  3.000
 3E1  H5   CM   C    109.28  3.000
 3E1  H8   O4   C4   110.62  3.000
 3E1  N1   C11  C61  123.30  3.000
 3E1  N1   C11  C21  118.05  3.000
 3E1  C61  C11  C21  118.62  3.000
 3E1  H9   C21  C31  118.52  3.000
 3E1  H9   C21  C11  119.61  3.000
 3E1  C31  C21  C11  121.88  3.000
 3E1  C41  C31  C21  118.92  3.000
 3E1  C21  C31  C3   120.50  3.000
 3E1  C41  C31  C3   120.57  3.000
 3E1  O41  C41  C51  122.81  3.000
 3E1  O41  C41  C31  117.76  3.000
 3E1  C51  C41  C31  119.43  3.000
 3E1  H10  C51  C61  119.03  3.000
 3E1  H10  C51  C41  119.90  3.000
 3E1  C61  C51  C41  121.06  3.000
 3E1  H11  C61  C51  118.85  3.000
 3E1  H11  C61  C11  121.05  3.000
 3E1  C51  C61  C11  120.10  3.000
 3E1  O12  C91  CM1  122.10  3.000
 3E1  CM1  C91  N1   114.44  3.000
 3E1  O12  C91  N1   123.46  3.000
 3E1  H15  CM1  H14  108.81  3.000
 3E1  H15  CM1  H13  108.17  3.000
 3E1  H14  CM1  H13  107.46  3.000
 3E1  H15  CM1  C91  113.64  3.000
 3E1  H14  CM1  C91  109.53  3.000
 3E1  H13  CM1  C91  109.04  3.000
 3E1  H16  O41  C41  110.30  3.000
 3E1  H12  N1   C91  116.79  3.000
 3E1  H12  N1   C11  115.59  3.000
 3E1  C91  N1   C11  127.09  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
 3E1  CONST_01  C31  C3   C2   C1   180.00   0.0  0
 3E1  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 3E1  CONST_03  C4   C5   C6   C1     0.00   0.0  0
 3E1  CONST_06  C5   C4   C3   C2     0.00   0.0  0
 3E1  CONST_07  C5   C6   C1   C2     0.00   0.0  0
 3E1  CONST_08  C51  C41  C31  C3   180.00   0.0  0
 3E1  CONST_09  C11  C21  C31  C3   180.00   0.0  0
 3E1  CONST_10  C6   C5   C4   C3     0.00   0.0  0
 3E1  CONST_11  C6   C1   C2   C3     0.00   0.0  0
 3E1  CONST_14  C31  C3   C4   C5   180.00   0.0  0
 3E1  CONST_15  C41  C51  C61  C11    0.00   0.0  0
 3E1  CONST_16  C41  C31  C21  C11    0.00   0.0  0
 3E1  CONST_17  C51  C61  C11  C21    0.00   0.0  0
 3E1  CONST_18  C51  C41  C31  C21    0.00   0.0  0
 3E1  CONST_19  C61  C51  C41  C31    0.00   0.0  0
 3E1  CONST_20  C61  C11  C21  C31    0.00   0.0  0
 3E1  CONST_21  O4   C4   C3   C2   180.00   0.0  0
 3E1  CONST_22  O41  C41  C31  C3     0.00   0.0  0
 3E1  CONST_23  N    C1   C2   C3   180.00   0.0  0
 3E1  CONST_24  N    C1   C6   C5   180.00   0.0  0
 3E1  CONST_25  O4   C4   C5   C6   180.00   0.0  0
 3E1  CONST_26  C31  C3   C4   O4     0.00   0.0  0
 3E1  CONST_27  O41  C41  C31  C21  180.00   0.0  0
 3E1  CONST_28  N1   C11  C21  C31  180.00   0.0  0
 3E1  CONST_29  N1   C11  C61  C51  180.00   0.0  0
 3E1  CONST_30  O41  C41  C51  C61  180.00   0.0  0
 3E1  CONST_31  H2   C5   C6   C1   180.00   0.0  0
 3E1  CONST_32  H3   C6   C1   C2   180.00   0.0  0
 3E1  CONST_33  H9   C21  C31  C3     0.00   0.0  0
 3E1  CONST_34  H1   C2   C3   C4   180.00   0.0  0
 3E1  CONST_35  H10  C51  C61  C11  180.00   0.0  0
 3E1  CONST_36  H11  C61  C11  C21  180.00   0.0  0
 3E1  CONST_37  C    N    C1   C2     0.00   0.0  0
 3E1  CONST_38  C    N    C1   C6   180.00   0.0  0
 3E1  CONST_41  H4   N    C1   C2   180.00   0.0  0
 3E1  CONST_43  O11  C    N    C1     0.00   0.0  0
 3E1  CONST_44  CM   C    N    C1   180.00   0.0  0
 3E1  CONST_45  O12  C91  N1   C11    0.00   0.0  0
 3E1  CONST_46  CM1  C91  N1   C11  180.00   0.0  0
 3E1  Var_01    H5   CM   C    N    122.65  30.0  3
 3E1  Var_02    H13  CM1  C91  N1   105.98  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
 3E1  plan-1  C1   0.020
 3E1  plan-1  C2   0.020
 3E1  plan-1  C3   0.020
 3E1  plan-1  C4   0.020
 3E1  plan-1  C5   0.020
 3E1  plan-1  C6   0.020
 3E1  plan-1  N    0.020
 3E1  plan-1  O4   0.020
 3E1  plan-1  C31  0.020
 3E1  plan-1  H1   0.020
 3E1  plan-1  H2   0.020
 3E1  plan-1  H3   0.020
 3E1  plan-2  C3   0.020
 3E1  plan-2  C11  0.020
 3E1  plan-2  C21  0.020
 3E1  plan-2  C31  0.020
 3E1  plan-2  C41  0.020
 3E1  plan-2  C51  0.020
 3E1  plan-2  C61  0.020
 3E1  plan-2  O41  0.020
 3E1  plan-2  H9   0.020
 3E1  plan-2  H10  0.020
 3E1  plan-2  H11  0.020
 3E1  plan-2  N1   0.020
 3E1  plan-3  C1   0.020
 3E1  plan-3  N    0.020
 3E1  plan-3  C    0.020
 3E1  plan-3  CM   0.020
 3E1  plan-3  O11  0.020
 3E1  plan-3  H4   0.020
 3E1  plan-4  C11  0.020
 3E1  plan-4  C91  0.020
 3E1  plan-4  CM1  0.020
 3E1  plan-4  O12  0.020
 3E1  plan-4  H12  0.020
 3E1  plan-4  N1   0.020

