# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 19:50:12 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 8-[(dimethylamino)methyl]-4-methyl-7-oxidanyl-chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)Cc1c(O)ccc2C(=CC(=O)Oc12)C
#
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
 AWS  AWS  8-[(dimethylamino)methyl]-4-methyl-7-oxidanyl-chromen-2-one  ligand  32  17  .  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_AWS
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
 AWS  N1   N  NT    0  -0.386   2.4645   1.1606   0.4335
 AWS  C4   C  CR6   0   0.548  -1.7836   1.7995  -0.0048
 AWS  C5   C  CR66  0   0.388  -0.3545  -0.0998  -0.2364
 AWS  C6   C  CR66  0  -0.052  -1.3982  -0.9843   0.0380
 AWS  C7   C  CR16  0  -0.330  -1.1059  -2.3539   0.0295
 AWS  C8   C  CR16  0  -0.333   0.1605  -2.8029  -0.2458
 AWS  C10  C  CR6   0  -0.124   0.9469  -0.5149  -0.5246
 AWS  C13  C  CH3   0  -0.524   3.3085   2.2954   0.1265
 AWS  C2   C  CR6   0   0.267  -2.7044  -0.4395   0.3147
 AWS  C3   C  CR16  0  -0.558  -2.8702   0.9020   0.2902
 AWS  O1   O  O     0  -0.442  -1.8441   3.0045  -0.0556
 AWS  O2   O  O     0  -0.462  -0.5719   1.2323  -0.2480
 AWS  C9   C  CR6   0   0.331   1.1882  -1.8897  -0.5219
 AWS  C11  C  CH2   0  -0.345   2.0166   0.5123  -0.7830
 AWS  C12  C  CH3   0  -0.531   3.1242   0.2484   1.3407
 AWS  O3   O  OH1   0  -0.613   2.3918  -2.4268  -0.7669
 AWS  H2   H  HCR6  0   0.272  -1.8849  -3.0746   0.2382
 AWS  H3   H  HCR6  0   0.275   0.3796  -3.8625  -0.2510
 AWS  H4   H  HCH3  0   0.235   2.7665   3.0098  -0.4947
 AWS  H5   H  HCH3  0   0.237   3.5962   2.8031   1.0479
 AWS  H6   H  HCH3  0   0.195   4.2329   2.0191  -0.4046
 AWS  H7   H  HCH3  0   0.265  -3.6432  -1.9314   1.5267
 AWS  H8   H  HCH3  0   0.269  -4.7645  -0.7948   0.7738
 AWS  H9   H  HCH3  0   0.263  -4.0033  -2.0662  -0.1863
 AWS  H10  H  HCR6  0   0.278  -3.8319   1.3533   0.4932
 AWS  H11  H  HCH2  0   0.270   1.6192   1.2788  -1.4510
 AWS  H12  H  HCH2  0   0.207   2.8631   0.0747  -1.3447
 AWS  H13  H  HCH3  0   0.191   4.0334  -0.2087   0.9161
 AWS  H14  H  HCH3  0   0.243   3.4182   0.7815   2.2451
 AWS  H15  H  HCH3  0   0.241   2.4510  -0.5544   1.6445
 AWS  H16  H  HOH1  0   0.474   3.0468  -1.7552  -0.9893
 AWS  C1   C  CH3   0  -0.747  -3.8432  -1.3528   0.6234

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
 AWS  C12  N1   single    1.446  0.020  1.446
 AWS  C13  N1   single    1.447  0.020  1.447
 AWS  C8   C7   aromatic  1.372  0.020  1.372
 AWS  C8   C9   aromatic  1.402  0.020  1.402
 AWS  O3   C9   single    1.341  0.020  1.341
 AWS  C7   C6   aromatic  1.401  0.020  1.401
 AWS  N1   C11  single    1.449  0.020  1.449
 AWS  C9   C10  aromatic  1.396  0.020  1.396
 AWS  C6   C5   aromatic  1.395  0.020  1.395
 AWS  C6   C2   single    1.442  0.020  1.442
 AWS  C10  C5   aromatic  1.396  0.020  1.396
 AWS  C10  C11  single    1.505  0.020  1.505
 AWS  C1   C2   single    1.492  0.020  1.492
 AWS  C5   O2   single    1.350  0.020  1.350
 AWS  C2   C3   double    1.352  0.020  1.352
 AWS  C3   C4   single    1.440  0.020  1.440
 AWS  O2   C4   single    1.360  0.020  1.360
 AWS  C4   O1   double    1.208  0.020  1.208
 AWS  C7   H2   single    0.930  0.020  1.080
 AWS  C8   H3   single    0.930  0.020  1.080
 AWS  C13  H4   single    0.970  0.020  1.090
 AWS  C13  H5   single    0.970  0.020  1.090
 AWS  C13  H6   single    0.970  0.020  1.090
 AWS  C1   H7   single    0.970  0.020  1.090
 AWS  C1   H8   single    0.970  0.020  1.090
 AWS  C1   H9   single    0.970  0.020  1.090
 AWS  C3   H10  single    0.930  0.020  1.080
 AWS  C11  H11  single    0.970  0.020  1.090
 AWS  C11  H12  single    0.970  0.020  1.090
 AWS  C12  H13  single    0.970  0.020  1.090
 AWS  C12  H14  single    0.970  0.020  1.090
 AWS  C12  H15  single    0.970  0.020  1.090
 AWS  O3   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
 AWS  C12  N1   C11  112.67  3.000
 AWS  C11  N1   C13  110.66  3.000
 AWS  C12  N1   C13  111.21  3.000
 AWS  O2   C4   O1   116.95  3.000
 AWS  O1   C4   C3   126.36  3.000
 AWS  O2   C4   C3   116.69  3.000
 AWS  O2   C5   C10  116.22  3.000
 AWS  O2   C5   C6   120.45  3.000
 AWS  C10  C5   C6   123.33  3.000
 AWS  C2   C6   C7   124.03  3.000
 AWS  C2   C6   C5   118.41  3.000
 AWS  C7   C6   C5   117.55  3.000
 AWS  H2   C7   C8   119.05  3.000
 AWS  H2   C7   C6   120.01  3.000
 AWS  C8   C7   C6   120.94  3.000
 AWS  H3   C8   C9   119.24  3.000
 AWS  H3   C8   C7   120.57  3.000
 AWS  C9   C8   C7   120.20  3.000
 AWS  C11  C10  C9   123.34  3.000
 AWS  C11  C10  C5   119.66  3.000
 AWS  C9   C10  C5   116.97  3.000
 AWS  H6   C13  H5   107.62  3.000
 AWS  H6   C13  H4   107.86  3.000
 AWS  H5   C13  H4   107.90  3.000
 AWS  H6   C13  N1   113.27  3.000
 AWS  H5   C13  N1   109.85  3.000
 AWS  H4   C13  N1   110.16  3.000
 AWS  C3   C2   C1   121.17  3.000
 AWS  C3   C2   C6   118.85  3.000
 AWS  C1   C2   C6   119.99  3.000
 AWS  H10  C3   C2   121.31  3.000
 AWS  H10  C3   C4   116.70  3.000
 AWS  C2   C3   C4   121.98  3.000
 AWS  C5   O2   C4   123.61  3.000
 AWS  O3   C9   C10  123.33  3.000
 AWS  C10  C9   C8   121.01  3.000
 AWS  O3   C9   C8   115.66  3.000
 AWS  H12  C11  H11  104.22  3.000
 AWS  H12  C11  C10  111.16  3.000
 AWS  H11  C11  C10  109.00  3.000
 AWS  H12  C11  N1   111.51  3.000
 AWS  H11  C11  N1   108.18  3.000
 AWS  C10  C11  N1   112.38  3.000
 AWS  H15  C12  H14  107.18  3.000
 AWS  H15  C12  H13  108.13  3.000
 AWS  H14  C12  H13  107.45  3.000
 AWS  H15  C12  N1   110.94  3.000
 AWS  H14  C12  N1   109.57  3.000
 AWS  H13  C12  N1   113.34  3.000
 AWS  H16  O3   C9   111.90  3.000
 AWS  H9   C1   H8   108.29  3.000
 AWS  H9   C1   H7   107.13  3.000
 AWS  H8   C1   H7   108.23  3.000
 AWS  H9   C1   C2   111.02  3.000
 AWS  H8   C1   C2   111.17  3.000
 AWS  H7   C1   C2   110.85  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
 AWS  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 AWS  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 AWS  CONST_03  C9   C8   C7   C6      0.00   0.0  0
 AWS  CONST_04  C9   C10  C5   C6      0.00   0.0  0
 AWS  CONST_05  C10  C9   C8   C7      0.00   0.0  0
 AWS  CONST_06  C10  C5   C6   C7      0.00   0.0  0
 AWS  CONST_07  O3   C9   C10  C5    180.00   0.0  0
 AWS  CONST_08  C11  C10  C5   C6    180.00   0.0  0
 AWS  CONST_09  O3   C9   C8   C7    180.00   0.0  0
 AWS  CONST_10  C11  C10  C9   C8    180.00   0.0  0
 AWS  CONST_11  C11  C10  C5   O2      0.00   0.0  0
 AWS  CONST_12  H2   C7   C6   C5    180.00   0.0  0
 AWS  CONST_13  H3   C8   C7   C6    180.00   0.0  0
 AWS  Var_01    C6   C2   C3   C4      0.07  30.0  1
 AWS  Var_02    C6   C5   O2   C4     -0.15  30.0  1
 AWS  Var_03    C3   C2   C6   C5      0.39  30.0  1
 AWS  Var_04    C3   C4   O2   C5      0.59  30.0  1
 AWS  Var_05    O2   C4   C3   C2     -0.55  30.0  1
 AWS  Var_06    C9   C10  C11  N1   -103.18  30.0  3
 AWS  Var_07    H7   C1   C2   C6     61.57  30.0  3
 AWS  Var_08    C12  N1   C11  C10    64.99  30.0  1
 AWS  Var_09    H13  C12  N1   C13   -63.58  30.0  3
 AWS  Var_10    H4   C13  N1   C11    58.40  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
 AWS  plan-1  C4   0.020
 AWS  plan-1  C3   0.020
 AWS  plan-1  O1   0.020
 AWS  plan-1  O2   0.020
 AWS  plan-2  C5   0.020
 AWS  plan-2  C6   0.020
 AWS  plan-2  C7   0.020
 AWS  plan-2  C8   0.020
 AWS  plan-2  C10  0.020
 AWS  plan-2  C2   0.020
 AWS  plan-2  O2   0.020
 AWS  plan-2  C9   0.020
 AWS  plan-2  C11  0.020
 AWS  plan-2  O3   0.020
 AWS  plan-2  H2   0.020
 AWS  plan-2  H3   0.020

