# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 18:54:22 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: ~{N}-[2-(7-methoxynaphthalen-1-yl)ethyl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2cccc(CCNC(C)=O)c2c1
#
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
 AWY  AWY  ~{N}-[2-(7-methoxynaphthalen-1-yl)ethyl]ethanamide  ligand  35  18  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AWY
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
 AWY  N1   N  NH1   0  -0.635  -3.3563   0.1351   0.3994
 AWY  C4   C  CH2   0  -0.598  -1.2766  -0.9627   1.0375
 AWY  C5   C  CR6   0   0.105   0.0285  -1.5291   0.5530
 AWY  C6   C  CR16  0  -0.331   0.1591  -2.8829   0.3766
 AWY  C7   C  CR16  0  -0.253   1.3491  -3.4630  -0.1097
 AWY  C8   C  CR16  0  -0.329   2.4150  -2.6687  -0.4208
 AWY  C10  C  CR66  0   0.124   1.1342  -0.6802   0.2404
 AWY  C13  C  CR16  0  -0.382   3.3512   0.9322  -0.4018
 AWY  C15  C  CH3   0  -0.438   3.1037   3.7004   0.0069
 AWY  C1   C  CH3   0  -0.777  -5.4889   1.2647   0.3219
 AWY  C2   C  C     0   0.522  -4.2544   0.7553  -0.3795
 AWY  O1   O  O     0  -0.512  -4.0866   0.9022  -1.5842
 AWY  C3   C  CH2   0  -0.231  -2.1176  -0.4112  -0.1116
 AWY  C9   C  CR66  0   0.093   2.3321  -1.2669  -0.2522
 AWY  C11  C  CR16  0  -0.469   1.0849   0.7196   0.4052
 AWY  C12  C  CR6   0   0.412   2.1638   1.5164   0.0939
 AWY  C14  C  CR16  0  -0.296   3.4203  -0.4248  -0.5630
 AWY  O2   O  O2    0  -0.473   2.0153   2.8412   0.2855
 AWY  H1   H  HNH1  0   0.403  -3.5503   0.0359   1.3824
 AWY  H2   H  HCH2  0   0.272  -1.8412  -1.7486   1.5446
 AWY  H3   H  HCH2  0   0.257  -1.1106  -0.1759   1.7789
 AWY  H4   H  HCR6  0   0.250  -0.6779  -3.5283   0.6170
 AWY  H5   H  HCR6  0   0.254   1.4082  -4.5363  -0.2336
 AWY  H6   H  HCR6  0   0.254   3.3348  -3.0988  -0.7987
 AWY  H7   H  HCR6  0   0.283   4.2115   1.5365  -0.6554
 AWY  H8   H  HCH3  0   0.229   3.3927   3.6692  -1.0467
 AWY  H9   H  HCH3  0   0.261   2.7689   4.7068   0.2457
 AWY  H10  H  HCH3  0   0.230   3.9776   3.4670   0.6202
 AWY  H11  H  HCH3  0   0.248  -5.4994   1.0621   1.3911
 AWY  H12  H  HCH3  0   0.265  -5.5701   2.3416   0.1740
 AWY  H13  H  HCH3  0   0.265  -6.3729   0.8090  -0.1237
 AWY  H14  H  HCH2  0   0.242  -2.3199  -1.2119  -0.8282
 AWY  H15  H  HCH2  0   0.241  -1.5658   0.3633  -0.6505
 AWY  H16  H  HCR6  0   0.254   0.1913   1.1944   0.7896
 AWY  H17  H  HCR6  0   0.262   4.3336  -0.8680  -0.9408

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
 AWY  C14  C13  aromatic  1.368  0.020  1.368
 AWY  C14  C9   aromatic  1.411  0.020  1.411
 AWY  C8   C9   aromatic  1.414  0.020  1.414
 AWY  C8   C7   aromatic  1.365  0.020  1.365
 AWY  C13  C12  aromatic  1.413  0.020  1.413
 AWY  C9   C10  aromatic  1.422  0.020  1.422
 AWY  C7   C6   aromatic  1.410  0.020  1.410
 AWY  C12  O2   single    1.347  0.020  1.347
 AWY  C12  C11  aromatic  1.377  0.020  1.377
 AWY  O2   C15  single    1.414  0.020  1.414
 AWY  C10  C11  aromatic  1.410  0.020  1.410
 AWY  C10  C5   aromatic  1.429  0.020  1.429
 AWY  C6   C5   aromatic  1.371  0.020  1.371
 AWY  C5   C4   single    1.503  0.020  1.503
 AWY  C4   C3   single    1.527  0.020  1.527
 AWY  C3   N1   single    1.447  0.020  1.447
 AWY  N1   C2   single    1.341  0.020  1.341
 AWY  C2   C1   single    1.508  0.020  1.508
 AWY  C2   O1   double    1.225  0.020  1.225
 AWY  N1   H1   single    0.860  0.020  1.020
 AWY  C4   H2   single    0.970  0.020  1.090
 AWY  C4   H3   single    0.970  0.020  1.090
 AWY  C6   H4   single    0.930  0.020  1.080
 AWY  C7   H5   single    0.930  0.020  1.080
 AWY  C8   H6   single    0.930  0.020  1.080
 AWY  C13  H7   single    0.930  0.020  1.080
 AWY  C15  H8   single    0.970  0.020  1.090
 AWY  C15  H9   single    0.970  0.020  1.090
 AWY  C15  H10  single    0.970  0.020  1.090
 AWY  C1   H11  single    0.970  0.020  1.090
 AWY  C1   H12  single    0.970  0.020  1.090
 AWY  C1   H13  single    0.970  0.020  1.090
 AWY  C3   H14  single    0.970  0.020  1.090
 AWY  C3   H15  single    0.970  0.020  1.090
 AWY  C11  H16  single    0.930  0.020  1.080
 AWY  C14  H17  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
 AWY  H1   N1   C3   118.20  3.000
 AWY  H1   N1   C2   118.92  3.000
 AWY  C3   N1   C2   122.88  3.000
 AWY  H3   C4   H2   106.34  3.000
 AWY  H3   C4   C3   109.50  3.000
 AWY  H2   C4   C3   108.93  3.000
 AWY  H3   C4   C5   110.97  3.000
 AWY  H2   C4   C5   109.11  3.000
 AWY  C3   C4   C5   111.82  3.000
 AWY  C10  C5   C6   119.00  3.000
 AWY  C6   C5   C4   119.74  3.000
 AWY  C10  C5   C4   121.24  3.000
 AWY  H4   C6   C7   118.89  3.000
 AWY  H4   C6   C5   119.06  3.000
 AWY  C7   C6   C5   122.06  3.000
 AWY  H5   C7   C8   120.56  3.000
 AWY  H5   C7   C6   119.58  3.000
 AWY  C8   C7   C6   119.87  3.000
 AWY  H6   C8   C9   118.99  3.000
 AWY  H6   C8   C7   120.76  3.000
 AWY  C9   C8   C7   120.25  3.000
 AWY  C11  C10  C9   118.65  3.000
 AWY  C11  C10  C5   122.49  3.000
 AWY  C9   C10  C5   118.86  3.000
 AWY  H7   C13  C14  119.10  3.000
 AWY  H7   C13  C12  121.31  3.000
 AWY  C14  C13  C12  119.59  3.000
 AWY  H10  C15  H9   108.71  3.000
 AWY  H10  C15  H8   108.87  3.000
 AWY  H9   C15  H8   108.64  3.000
 AWY  H10  C15  O2   112.03  3.000
 AWY  H9   C15  O2   106.38  3.000
 AWY  H8   C15  O2   112.08  3.000
 AWY  H13  C1   H12  107.29  3.000
 AWY  H13  C1   H11  108.42  3.000
 AWY  H12  C1   H11  108.45  3.000
 AWY  H13  C1   C2   109.42  3.000
 AWY  H12  C1   C2   109.36  3.000
 AWY  H11  C1   C2   113.69  3.000
 AWY  O1   C2   C1   121.93  3.000
 AWY  O1   C2   N1   122.33  3.000
 AWY  C1   C2   N1   115.74  3.000
 AWY  H15  C3   H14  106.81  3.000
 AWY  H15  C3   C4   110.42  3.000
 AWY  H14  C3   C4   109.30  3.000
 AWY  H15  C3   N1   109.80  3.000
 AWY  H14  C3   N1   110.45  3.000
 AWY  C4   C3   N1   110.00  3.000
 AWY  C14  C9   C10  118.68  3.000
 AWY  C10  C9   C8   119.97  3.000
 AWY  C14  C9   C8   121.35  3.000
 AWY  H16  C11  C12  118.25  3.000
 AWY  H16  C11  C10  120.38  3.000
 AWY  C12  C11  C10  121.37  3.000
 AWY  O2   C12  C11  116.79  3.000
 AWY  C11  C12  C13  119.90  3.000
 AWY  O2   C12  C13  123.31  3.000
 AWY  H17  C14  C9   118.88  3.000
 AWY  H17  C14  C13  119.30  3.000
 AWY  C9   C14  C13  121.81  3.000
 AWY  C12  O2   C15  118.99  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
 AWY  CONST_01  C14  C9   C10  C5    180.00   0.0  0
 AWY  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 AWY  CONST_03  C12  C11  C10  C5    180.00   0.0  0
 AWY  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 AWY  CONST_05  C9   C8   C7   C6      0.00   0.0  0
 AWY  CONST_06  C9   C10  C5   C6      0.00   0.0  0
 AWY  CONST_07  C11  C10  C5   C6    180.00   0.0  0
 AWY  CONST_08  C14  C9   C8   C7    180.00   0.0  0
 AWY  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 AWY  CONST_10  C10  C5   C6   C7      0.00   0.0  0
 AWY  CONST_11  C13  C14  C9   C8    180.00   0.0  0
 AWY  CONST_12  C11  C10  C9   C8    180.00   0.0  0
 AWY  CONST_13  C13  C14  C9   C10     0.00   0.0  0
 AWY  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 AWY  CONST_15  C12  C13  C14  C9      0.00   0.0  0
 AWY  CONST_16  C12  C11  C10  C9      0.00   0.0  0
 AWY  CONST_17  C14  C13  C12  C11     0.00   0.0  0
 AWY  CONST_18  C14  C9   C10  C11     0.00   0.0  0
 AWY  CONST_19  C9   C10  C5   C4    180.00   0.0  0
 AWY  CONST_20  C11  C10  C5   C4      0.00   0.0  0
 AWY  CONST_21  C7   C6   C5   C4    180.00   0.0  0
 AWY  CONST_22  O2   C12  C11  C10   180.00   0.0  0
 AWY  CONST_23  O2   C12  C13  C14   180.00   0.0  0
 AWY  CONST_24  H16  C11  C10  C5      0.00   0.0  0
 AWY  CONST_25  H5   C7   C6   C5    180.00   0.0  0
 AWY  CONST_26  H6   C8   C7   C6    180.00   0.0  0
 AWY  CONST_27  H17  C14  C9   C8      0.00   0.0  0
 AWY  CONST_28  H4   C6   C7   C8    180.00   0.0  0
 AWY  CONST_29  H7   C13  C14  C9    180.00   0.0  0
 AWY  CONST_30  C3   N1   C2   C1    180.00   0.0  0
 AWY  CONST_31  C3   N1   C2   O1      0.00   0.0  0
 AWY  CONST_32  H1   N1   C2   C1      0.00   0.0  0
 AWY  Var_01    C3   C4   C5   C6    -99.12  30.0  2
 AWY  Var_02    C11  C12  O2   C15   178.71  30.0  1
 AWY  Var_03    C5   C4   C3   N1   -179.43  30.0  2
 AWY  Var_04    H8   C15  O2   C12    62.31  30.0  3
 AWY  Var_05    C2   N1   C3   C4    176.12  30.0  3
 AWY  Var_06    H11  C1   C2   N1     -0.05  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
 AWY  plan-1  C4   0.020
 AWY  plan-1  C5   0.020
 AWY  plan-1  C6   0.020
 AWY  plan-1  C7   0.020
 AWY  plan-1  C8   0.020
 AWY  plan-1  C10  0.020
 AWY  plan-1  C13  0.020
 AWY  plan-1  C9   0.020
 AWY  plan-1  C11  0.020
 AWY  plan-1  C12  0.020
 AWY  plan-1  C14  0.020
 AWY  plan-1  O2   0.020
 AWY  plan-1  H4   0.020
 AWY  plan-1  H5   0.020
 AWY  plan-1  H6   0.020
 AWY  plan-1  H7   0.020
 AWY  plan-1  H16  0.020
 AWY  plan-1  H17  0.020
 AWY  plan-2  N1   0.020
 AWY  plan-2  C1   0.020
 AWY  plan-2  C2   0.020
 AWY  plan-2  O1   0.020
 AWY  plan-2  C3   0.020
 AWY  plan-2  H1   0.020

