# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 13:44:24 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 4-(cyclobutylmethoxy)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1ccc(OCC2CCC2)cc1
#
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
 8AE  8AE  "4-(cyclobutylmethoxy)benzamide"
  ligand  30  15  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8AE
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
 8AE  C4   C  CR16  0  -0.337  14.8693  14.0130   8.7970
 8AE  C5   C  CR6   0   0.395  13.6796  14.5523   9.2972
 8AE  C6   C  CH2   0  -0.177  11.3085  14.7052   9.1302
 8AE  C11  C  CR16  0  -0.368  13.7326  15.4204  10.3867
 8AE  C7   C  C     0  -0.288  10.2117  14.1207   8.2742
 8AE  C8   C  C     0  -0.450   8.8641  14.8366   8.5195
 8AE  C9   C  C     0  -0.450   9.1108  15.6789   7.2526
 8AE  C10  C  C     0  -0.440  10.1862  14.6600   6.8267
 8AE  C12  C  CR16  0  -0.264  14.9557  15.7248  10.9658
 8AE  N1   N  NH2   0  -0.819  17.5042  16.0004  12.3072
 8AE  C3   C  CR16  0  -0.251  16.0773  14.3347   9.3781
 8AE  O1   O  O     0  -0.478  18.5074  15.2946  10.4212
 8AE  C2   C  CR6   0  -0.064  16.1437  15.1857  10.4838
 8AE  O2   O  O2    0  -0.464  12.5512  14.1882   8.6741
 8AE  H1   H  HCR6  0   0.264  14.8326  13.3419   7.9480
 8AE  H2   H  HCH2  0   0.226  11.3092  15.8007   9.0655
 8AE  H3   H  HCH2  0   0.235  11.1481  14.4355  10.1807
 8AE  H4   H  HCR6  0   0.284  12.8389  15.8716  10.7948
 8AE  H5   H  H     0   0.243  10.2015  13.0336   8.3821
 8AE  H6   H  H     0   0.232   8.7483  15.3689   9.4658
 8AE  H7   H  H     0   0.239   8.0211  14.1554   8.4044
 8AE  H8   H  H     0   0.228   9.5341  16.6569   7.4835
 8AE  H9   H  H     0   0.232   8.2666  15.8246   6.5794
 8AE  H10  H  H     0   0.234   9.7919  13.9185   6.1314
 8AE  H11  H  H     0   0.230  11.1207  15.0482   6.4186
 8AE  H12  H  HCR6  0   0.256  14.9535  16.4174  11.7978
 8AE  H13  H  HNH2  0   0.400  18.3901  16.2013  12.7417
 8AE  H14  H  HNH2  0   0.409  16.6938  16.0299  12.9002
 8AE  H15  H  HCR6  0   0.260  16.9858  13.9098   8.9725
 8AE  C1   C  C     0   0.484  17.4832  15.4940  11.0615

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
 8AE  C10  C9   single    1.541  0.020  1.541
 8AE  C10  C7   single    1.545  0.020  1.545
 8AE  C9   C8   single    1.541  0.020  1.541
 8AE  C7   C8   single    1.546  0.020  1.546
 8AE  C7   C6   single    1.509  0.020  1.509
 8AE  O2   C6   single    1.421  0.020  1.421
 8AE  O2   C5   single    1.339  0.020  1.339
 8AE  C4   C5   aromatic  1.399  0.020  1.399
 8AE  C4   C3   aromatic  1.378  0.020  1.378
 8AE  C5   C11  aromatic  1.394  0.020  1.394
 8AE  C3   C2   aromatic  1.397  0.020  1.397
 8AE  C11  C12  aromatic  1.387  0.020  1.387
 8AE  O1   C1   double    1.224  0.020  1.224
 8AE  C2   C12  aromatic  1.391  0.020  1.391
 8AE  C2   C1   single    1.491  0.020  1.491
 8AE  C1   N1   single    1.345  0.020  1.345
 8AE  C4   H1   single    0.930  0.020  1.080
 8AE  C6   H2   single    0.970  0.020  1.090
 8AE  C6   H3   single    0.970  0.020  1.090
 8AE  C11  H4   single    0.930  0.020  1.080
 8AE  C7   H5   single    0.970  0.020  1.090
 8AE  C8   H6   single    0.970  0.020  1.090
 8AE  C8   H7   single    0.970  0.020  1.090
 8AE  C9   H8   single    0.970  0.020  1.090
 8AE  C9   H9   single    0.970  0.020  1.090
 8AE  C10  H10  single    0.970  0.020  1.090
 8AE  C10  H11  single    0.970  0.020  1.090
 8AE  C12  H12  single    0.930  0.020  1.080
 8AE  N1   H13  single    0.860  0.020  1.020
 8AE  N1   H14  single    0.860  0.020  1.020
 8AE  C3   H15  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
 8AE  H1   C4   C3   120.31  3.000
 8AE  H1   C4   C5   119.37  3.000
 8AE  C3   C4   C5   120.31  3.000
 8AE  O2   C5   C11  124.39  3.000
 8AE  C11  C5   C4   119.16  3.000
 8AE  O2   C5   C4   116.45  3.000
 8AE  H3   C6   H2   107.59  3.000
 8AE  H3   C6   O2   110.24  3.000
 8AE  H2   C6   O2   110.10  3.000
 8AE  H3   C6   C7   110.00  3.000
 8AE  H2   C6   C7   110.71  3.000
 8AE  O2   C6   C7   108.22  3.000
 8AE  H4   C11  C12  118.67  3.000
 8AE  H4   C11  C5   121.57  3.000
 8AE  C12  C11  C5   119.76  3.000
 8AE  H5   C7   C10  116.09  3.000
 8AE  H5   C7   C8   115.92  3.000
 8AE  C10  C7   C8    88.43  3.000
 8AE  H5   C7   C6   109.65  3.000
 8AE  C8   C7   C6   111.36  3.000
 8AE  C10  C7   C6   114.10  3.000
 8AE  H7   C8   H6   108.31  3.000
 8AE  H7   C8   C9   112.25  3.000
 8AE  H6   C8   C9   117.58  3.000
 8AE  H7   C8   C7   111.60  3.000
 8AE  H6   C8   C7   117.11  3.000
 8AE  C9   C8   C7    89.03  3.000
 8AE  H9   C9   H8   108.16  3.000
 8AE  H9   C9   C10  117.28  3.000
 8AE  H8   C9   C10  112.36  3.000
 8AE  H9   C9   C8   117.19  3.000
 8AE  H8   C9   C8   112.23  3.000
 8AE  C10  C9   C8    88.71  3.000
 8AE  H11  C10  H10  108.25  3.000
 8AE  H11  C10  C9   117.76  3.000
 8AE  H10  C10  C9   111.93  3.000
 8AE  H11  C10  C7   117.42  3.000
 8AE  H10  C10  C7   111.48  3.000
 8AE  C9   C10  C7    89.05  3.000
 8AE  H12  C12  C2   121.07  3.000
 8AE  H12  C12  C11  117.35  3.000
 8AE  C2   C12  C11  121.57  3.000
 8AE  H14  N1   H13  116.69  3.000
 8AE  H14  N1   C1   123.04  3.000
 8AE  H13  N1   C1   119.25  3.000
 8AE  H15  C3   C2   119.74  3.000
 8AE  H15  C3   C4   119.10  3.000
 8AE  C2   C3   C4   121.16  3.000
 8AE  C1   C2   C3   118.39  3.000
 8AE  C1   C2   C12  123.57  3.000
 8AE  C3   C2   C12  118.03  3.000
 8AE  C6   O2   C5   119.25  3.000
 8AE  C2   C1   O1   121.01  3.000
 8AE  C2   C1   N1   116.80  3.000
 8AE  O1   C1   N1   122.19  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
 8AE  CONST_01  C12  C11  C5   C4      0.00   0.0  0
 8AE  CONST_02  C12  C2   C3   C4      0.00   0.0  0
 8AE  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 8AE  CONST_04  C2   C12  C11  C5      0.00   0.0  0
 8AE  CONST_05  C3   C4   C5   C11     0.00   0.0  0
 8AE  CONST_06  C3   C2   C12  C11     0.00   0.0  0
 8AE  CONST_07  C1   C2   C3   C4    180.00   0.0  0
 8AE  CONST_08  C1   C2   C12  C11   180.00   0.0  0
 8AE  CONST_09  O2   C5   C11  C12   180.00   0.0  0
 8AE  CONST_10  O2   C5   C4   C3    180.00   0.0  0
 8AE  CONST_11  H4   C11  C5   C4    180.00   0.0  0
 8AE  CONST_12  H15  C3   C4   C5    180.00   0.0  0
 8AE  CONST_13  H12  C12  C11  C5    180.00   0.0  0
 8AE  CONST_14  H1   C4   C5   C11   180.00   0.0  0
 8AE  CONST_15  H15  C3   C2   C12   180.00   0.0  0
 8AE  CONST_16  H12  C12  C2   C3    180.00   0.0  0
 8AE  CONST_17  H1   C4   C3   C2    180.00   0.0  0
 8AE  CONST_18  H4   C11  C12  C2    180.00   0.0  0
 8AE  CONST_19  H13  N1   C1   C2    180.00   0.0  0
 8AE  CONST_20  H14  N1   C1   C2      0.00   0.0  0
 8AE  CONST_21  H13  N1   C1   O1      0.00   0.0  0
 8AE  CONST_22  H14  N1   C1   O1    180.00   0.0  0
 8AE  Var_01    C8   C9   C10  C7    -16.45  30.0  1
 8AE  Var_02    H8   C9   C10  C7     97.12  30.0  1
 8AE  Var_03    H9   C9   C10  C7   -136.63  30.0  1
 8AE  Var_04    H8   C9   C8   C7    -97.26  30.0  1
 8AE  Var_05    H9   C9   C8   C7    136.70  30.0  1
 8AE  Var_06    H10  C10  C9   C8     96.38  30.0  1
 8AE  Var_07    H11  C10  C9   C8   -137.23  30.0  1
 8AE  Var_08    H6   C8   C9   C10   136.81  30.0  1
 8AE  Var_09    H7   C8   C9   C10   -96.56  30.0  1
 8AE  Var_10    C6   O2   C5   C4   -179.77  30.0  2
 8AE  Var_11    C7   C6   O2   C5   -179.09  30.0  3
 8AE  Var_12    C11  C5   O2   C6      0.04  30.0  2
 8AE  Var_13    O1   C1   C2   C12  -160.74  30.0  2
 8AE  Var_14    N1   C1   C2   C12    19.07  30.0  2
 8AE  Var_15    C3   C2   C1   N1   -162.51  30.0  2
 8AE  Var_16    O1   C1   C2   C3     17.67  30.0  2
 8AE  Var_17    H2   C6   O2   C5     59.79  30.0  3
 8AE  Var_18    H3   C6   O2   C5    -58.75  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 8AE  chir_01  C7  C10  C8  C6  positiv

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
 8AE  plan-1  C4   0.020
 8AE  plan-1  C5   0.020
 8AE  plan-1  C11  0.020
 8AE  plan-1  C12  0.020
 8AE  plan-1  C3   0.020
 8AE  plan-1  C2   0.020
 8AE  plan-1  O2   0.020
 8AE  plan-1  H1   0.020
 8AE  plan-1  H4   0.020
 8AE  plan-1  H12  0.020
 8AE  plan-1  H15  0.020
 8AE  plan-1  C1   0.020
 8AE  plan-2  N1   0.020
 8AE  plan-2  O1   0.020
 8AE  plan-2  C2   0.020
 8AE  plan-2  H13  0.020
 8AE  plan-2  H14  0.020
 8AE  plan-2  C1   0.020

