# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 15:27:11 2022
#   Inital geometry file: a 71 line input string
#   Ligand name: 2-(4-acetamidophenoxy)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc(OCC(O)=O)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
 T3N  T3N  "2-(4-acetamidophenoxy)ethanoic acid"  ligand  25  15  .  2022-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_T3N
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
 T3N  C10  C  CR16   0  -0.285   3.0441  -6.1202  6.7760
 T3N  C13  C  C      0   0.380   7.8181  -3.1387  5.6611
 T3N  C01  C  CH3    0  -0.780  -1.2302  -7.3614  7.6273
 T3N  C02  C  C      0   0.501   0.2282  -6.9733  7.6347
 T3N  C05  C  CR6    0   0.329   1.8404  -5.5027  6.4570
 T3N  C06  C  CR16   0  -0.311   1.8821  -4.2423  5.8559
 T3N  C07  C  CR16   0  -0.342   3.0829  -3.6188  5.5855
 T3N  C08  C  CR6    0   0.377   4.2935  -4.2318  5.9191
 T3N  C09  C  CR16   0  -0.375   4.2564  -5.4897  6.5148
 T3N  C12  C  CH2    0  -0.329   6.6610  -4.0926  6.0156
 T3N  N04  N  NH1    0  -0.731   0.5798  -6.0850  6.6728
 T3N  O03  O  O      0  -0.475   1.0124  -7.4391  8.4441
 T3N  O11  O  O2     0  -0.462   5.4131  -3.5474  5.6309
 T3N  O14  O  OC    -1  -0.614   8.9316  -3.5634  6.0248
 T3N  O15  O  O      0  -0.588   7.5528  -2.0827  5.0688
 T3N  H1   H  HCR6   0   0.269   3.0606  -7.1007  7.2249
 T3N  H2   H  HCH3   0   0.266  -1.6485  -7.2045  8.6209
 T3N  H3   H  HCH3   0   0.251  -1.8316  -6.8105  6.9066
 T3N  H4   H  HCH3   0   0.269  -1.3176  -8.4251  7.4037
 T3N  H5   H  HCR6   0   0.265   0.9569  -3.7399  5.5977
 T3N  H6   H  HCR6   0   0.258   3.0899  -2.6408  5.1204
 T3N  H7   H  HCR6   0   0.274   5.1657  -6.0099  6.7823
 T3N  H8   H  HCH2   0   0.222   6.8319  -5.0560  5.5182
 T3N  H9   H  HCH2   0   0.220   6.6788  -4.2869  7.0954
 T3N  H10  H  HNH1   0   0.410  -0.1674  -5.7184  6.1038

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
 T3N  O15  C13  deloc     1.239  0.020  1.239
 T3N  C07  C06  aromatic  1.380  0.020  1.380
 T3N  C07  C08  aromatic  1.397  0.020  1.397
 T3N  C13  O14  deloc     1.246  0.020  1.246
 T3N  C13  C12  single    1.541  0.020  1.541
 T3N  C06  C05  aromatic  1.397  0.020  1.397
 T3N  C12  O11  single    1.415  0.020  1.415
 T3N  O11  C08  single    1.344  0.020  1.344
 T3N  C08  C09  aromatic  1.392  0.020  1.392
 T3N  C05  N04  single    1.405  0.020  1.405
 T3N  C05  C10  aromatic  1.390  0.020  1.390
 T3N  N04  C02  single    1.356  0.020  1.356
 T3N  C09  C10  aromatic  1.391  0.020  1.391
 T3N  C02  C01  single    1.509  0.020  1.509
 T3N  C02  O03  double    1.219  0.020  1.219
 T3N  C10  H1   single    0.930  0.020  1.080
 T3N  C01  H2   single    0.970  0.020  1.090
 T3N  C01  H3   single    0.970  0.020  1.090
 T3N  C01  H4   single    0.970  0.020  1.090
 T3N  C06  H5   single    0.930  0.020  1.080
 T3N  C07  H6   single    0.930  0.020  1.080
 T3N  C09  H7   single    0.930  0.020  1.080
 T3N  C12  H8   single    0.970  0.020  1.090
 T3N  C12  H9   single    0.970  0.020  1.090
 T3N  N04  H10  single    0.860  0.020  1.020

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
 T3N  H1   C10  C09  118.47  3.000
 T3N  H1   C10  C05  120.84  3.000
 T3N  C09  C10  C05  120.68  3.000
 T3N  O15  C13  O14  128.40  3.000
 T3N  O14  C13  C12  113.13  3.000
 T3N  O15  C13  C12  118.47  3.000
 T3N  H4   C01  H3   108.28  3.000
 T3N  H4   C01  H2   107.26  3.000
 T3N  H3   C01  H2   108.60  3.000
 T3N  H4   C01  C02  109.23  3.000
 T3N  H3   C01  C02  114.02  3.000
 T3N  H2   C01  C02  109.24  3.000
 T3N  O03  C02  N04  123.67  3.000
 T3N  O03  C02  C01  121.77  3.000
 T3N  N04  C02  C01  114.56  3.000
 T3N  N04  C05  C06  117.82  3.000
 T3N  N04  C05  C10  123.89  3.000
 T3N  C06  C05  C10  118.28  3.000
 T3N  H5   C06  C07  119.12  3.000
 T3N  H5   C06  C05  119.68  3.000
 T3N  C07  C06  C05  121.20  3.000
 T3N  H6   C07  C08  119.55  3.000
 T3N  H6   C07  C06  119.86  3.000
 T3N  C08  C07  C06  120.59  3.000
 T3N  O11  C08  C09  125.05  3.000
 T3N  C09  C08  C07  118.39  3.000
 T3N  O11  C08  C07  116.56  3.000
 T3N  H7   C09  C08  121.21  3.000
 T3N  H7   C09  C10  117.93  3.000
 T3N  C08  C09  C10  120.86  3.000
 T3N  H9   C12  H8   106.75  3.000
 T3N  H9   C12  O11  110.49  3.000
 T3N  H8   C12  O11  110.62  3.000
 T3N  H9   C12  C13  108.89  3.000
 T3N  H8   C12  C13  108.80  3.000
 T3N  O11  C12  C13  111.17  3.000
 T3N  H10  N04  C05  115.32  3.000
 T3N  H10  N04  C02  116.51  3.000
 T3N  C05  N04  C02  127.81  3.000
 T3N  C12  O11  C08  118.70  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
 T3N  CONST_01  C07  C06  C05  C10     0.00   0.0  0
 T3N  CONST_02  C07  C08  C09  C10     0.00   0.0  0
 T3N  CONST_03  C08  C07  C06  C05     0.00   0.0  0
 T3N  CONST_04  C08  C09  C10  C05     0.00   0.0  0
 T3N  CONST_05  C09  C08  C07  C06     0.00   0.0  0
 T3N  CONST_06  C09  C10  C05  C06     0.00   0.0  0
 T3N  CONST_07  O11  C08  C09  C10   180.00   0.0  0
 T3N  CONST_08  O11  C08  C07  C06   180.00   0.0  0
 T3N  CONST_09  N04  C05  C06  C07   180.00   0.0  0
 T3N  CONST_10  N04  C05  C10  C09   180.00   0.0  0
 T3N  CONST_11  H5   C06  C05  C10   180.00   0.0  0
 T3N  CONST_12  H6   C07  C06  C05   180.00   0.0  0
 T3N  CONST_13  H7   C09  C10  C05   180.00   0.0  0
 T3N  CONST_14  H1   C10  C05  C06   180.00   0.0  0
 T3N  CONST_15  H7   C09  C08  C07   180.00   0.0  0
 T3N  CONST_16  H5   C06  C07  C08   180.00   0.0  0
 T3N  CONST_17  H1   C10  C09  C08   180.00   0.0  0
 T3N  CONST_18  H6   C07  C08  C09   180.00   0.0  0
 T3N  CONST_23  C05  N04  C02  C01   180.00   0.0  0
 T3N  CONST_24  O03  C02  N04  C05     0.00   0.0  0
 T3N  CONST_25  H10  N04  C02  C01     0.00   0.0  0
 T3N  CONST_26  H10  N04  C02  O03   180.00   0.0  0
 T3N  Var_01    C12  O11  C08  C07   176.58  30.0  2
 T3N  Var_02    C12  O11  C08  C09    -3.55  30.0  2
 T3N  Var_03    C08  O11  C12  C13  -177.32  30.0  3
 T3N  Var_04    H8   C12  O11  C08    61.68  30.0  1
 T3N  Var_05    H9   C12  O11  C08   -56.30  30.0  1
 T3N  Var_06    O15  C13  C12  O11    -2.47  30.0  3
 T3N  Var_07    O14  C13  C12  O11   177.74  30.0  3
 T3N  Var_08    H2   C01  C02  N04  -126.88  30.0  3
 T3N  Var_09    H3   C01  C02  N04    -5.20  30.0  3
 T3N  Var_10    H4   C01  C02  N04   116.08  30.0  3
 T3N  Var_11    H2   C01  C02  O03    53.55  30.0  3
 T3N  Var_12    H3   C01  C02  O03   175.24  30.0  3
 T3N  Var_13    H4   C01  C02  O03   -63.48  30.0  3
 T3N  Var_14    H8   C12  C13  O14   -60.20  30.0  3
 T3N  Var_15    H9   C12  C13  O14    55.78  30.0  3
 T3N  Var_16    H8   C12  C13  O15   119.58  30.0  3
 T3N  Var_17    H9   C12  C13  O15  -124.43  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
 T3N  plan-1  C10  0.020
 T3N  plan-1  C05  0.020
 T3N  plan-1  C06  0.020
 T3N  plan-1  C07  0.020
 T3N  plan-1  C08  0.020
 T3N  plan-1  C09  0.020
 T3N  plan-1  N04  0.020
 T3N  plan-1  O11  0.020
 T3N  plan-1  H1   0.020
 T3N  plan-1  H5   0.020
 T3N  plan-1  H6   0.020
 T3N  plan-1  H7   0.020
 T3N  plan-2  C01  0.020
 T3N  plan-2  C02  0.020
 T3N  plan-2  C05  0.020
 T3N  plan-2  N04  0.020
 T3N  plan-2  O03  0.020
 T3N  plan-2  H10  0.020
 T3N  plan-3  C13  0.020
 T3N  plan-3  C12  0.020
 T3N  plan-3  O14  0.020
 T3N  plan-3  O15  0.020

