# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 10:40:52 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 4-[(4-methoxy-3-oxidanyl-phenyl)-methyl-amino]chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1O)N(C)C2=CC(=O)Oc3ccccc23
#
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
 89C  89C  4-[(4-methoxy-3-oxidanyl-phenyl)-methyl-amino]chromen-2-one  ligand  37  22  .  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_89C
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
 89C  C21  C  CR6   0   0.296  -2.9664  -1.3638   0.0534
 89C  C10  C  CR16  0  -0.628   2.2845   0.6800   2.0639
 89C  C11  C  CR6   0   0.538   3.5513   1.1605   1.6093
 89C  C15  C  CR16  0  -0.322   3.6515  -0.1527  -1.7434
 89C  C14  C  CR66  0   0.352   3.1237   0.1256  -0.4871
 89C  O02  O  O2    0  -0.487  -4.2752  -0.3227  -1.5554
 89C  C03  C  CR6   0   0.296  -3.1657  -0.2555  -0.7914
 89C  C04  C  CR16  0  -0.373  -2.2523   0.7838  -0.7800
 89C  C05  C  CR16  0  -0.280  -1.1423   0.7373   0.0593
 89C  C06  C  CR6   0   0.220  -0.9320  -0.3646   0.8680
 89C  N07  N  NT    0  -0.562   0.2073  -0.4394   1.7156
 89C  C08  C  CH3   0  -0.565  -0.0731  -0.3416   3.1396
 89C  C09  C  CR6   0   0.483   1.4270  -0.0227   1.2631
 89C  O13  O  O     0  -0.467   3.8895   0.8943   0.3189
 89C  C16  C  CR16  0  -0.255   2.9607  -0.9868  -2.5978
 89C  C17  C  CR16  0  -0.250   1.7564  -1.5583  -2.1913
 89C  C18  C  CR16  0  -0.285   1.2323  -1.2609  -0.9510
 89C  C19  C  CR66  0  -0.021   1.8888  -0.3825  -0.0773
 89C  C20  C  CR16  0  -0.373  -1.8513  -1.4143   0.8672
 89C  O22  O  OH1   0  -0.630  -3.8373  -2.3901   0.0709
 89C  H1   H  HCR6  0   0.292   2.0167   0.9663   3.0696
 89C  H2   H  HCR6  0   0.281   4.6033   0.2763  -2.0275
 89C  H3   H  HCH3  0   0.233  -3.7589   0.8695  -3.1817
 89C  H4   H  HCH3  0   0.264  -5.4772   0.4930  -2.9510
 89C  H5   H  HCH3  0   0.233  -4.6882   1.6882  -1.9052
 89C  H6   H  HCR6  0   0.287  -2.3915   1.6495  -1.4136
 89C  H7   H  HCR6  0   0.267  -0.4458   1.5655   0.0623
 89C  H8   H  HCH3  0   0.274  -0.9849  -0.8898   3.3595
 89C  H9   H  HCH3  0   0.260   0.7362  -0.7873   3.7154
 89C  H10  H  HCH3  0   0.246  -0.2115   0.6937   3.4656
 89C  H11  H  HCR6  0   0.272   3.3671  -1.2079  -3.5757
 89C  H12  H  HCR6  0   0.266   1.2285  -2.2384  -2.8453
 89C  H13  H  HCR6  0   0.281   0.3035  -1.7268  -0.6603
 89C  H14  H  HCR6  0   0.276  -1.6878  -2.2876   1.4875
 89C  H15  H  HOH1  0   0.474  -4.5541  -2.2272  -0.5544
 89C  O12  O  O     0  -0.459   4.3396   1.8172   2.2521
 89C  C01  C  CH3   0  -0.432  -4.5518   0.7453  -2.4400

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
 89C  O12  C11  double    1.211  0.020  1.211
 89C  O13  C11  single    1.360  0.020  1.360
 89C  O13  C14  single    1.352  0.020  1.352
 89C  C11  C10  single    1.429  0.020  1.429
 89C  C15  C14  aromatic  1.391  0.020  1.391
 89C  C15  C16  aromatic  1.379  0.020  1.379
 89C  C14  C19  aromatic  1.397  0.020  1.397
 89C  C10  C09  double    1.368  0.020  1.368
 89C  C16  C17  aromatic  1.394  0.020  1.394
 89C  C19  C09  single    1.463  0.020  1.463
 89C  C19  C18  aromatic  1.402  0.020  1.402
 89C  C09  N07  single    1.366  0.020  1.366
 89C  C17  C18  aromatic  1.379  0.020  1.379
 89C  N07  C08  single    1.455  0.020  1.455
 89C  N07  C06  single    1.422  0.020  1.422
 89C  C05  C06  aromatic  1.383  0.020  1.383
 89C  C05  C04  aromatic  1.392  0.020  1.392
 89C  C06  C20  aromatic  1.395  0.020  1.395
 89C  C04  C03  aromatic  1.384  0.020  1.384
 89C  C20  C21  aromatic  1.381  0.020  1.381
 89C  C03  C21  aromatic  1.408  0.020  1.408
 89C  C03  O02  single    1.349  0.020  1.349
 89C  C21  O22  single    1.346  0.020  1.346
 89C  O02  C01  single    1.414  0.020  1.414
 89C  C10  H1   single    0.930  0.020  1.080
 89C  C15  H2   single    0.930  0.020  1.080
 89C  C01  H3   single    0.970  0.020  1.090
 89C  C01  H4   single    0.970  0.020  1.090
 89C  C01  H5   single    0.970  0.020  1.090
 89C  C04  H6   single    0.930  0.020  1.080
 89C  C05  H7   single    0.930  0.020  1.080
 89C  C08  H8   single    0.970  0.020  1.090
 89C  C08  H9   single    0.970  0.020  1.090
 89C  C08  H10  single    0.970  0.020  1.090
 89C  C16  H11  single    0.930  0.020  1.080
 89C  C17  H12  single    0.930  0.020  1.080
 89C  C18  H13  single    0.930  0.020  1.080
 89C  C20  H14  single    0.930  0.020  1.080
 89C  O22  H15  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
 89C  O22  C21  C20  119.13  3.000
 89C  O22  C21  C03  121.09  3.000
 89C  C20  C21  C03  119.78  3.000
 89C  H1   C10  C09  121.75  3.000
 89C  H1   C10  C11  115.29  3.000
 89C  C09  C10  C11  122.84  3.000
 89C  O13  C11  O12  116.61  3.000
 89C  O13  C11  C10  117.15  3.000
 89C  O12  C11  C10  126.20  3.000
 89C  H2   C15  C16  121.17  3.000
 89C  H2   C15  C14  119.45  3.000
 89C  C16  C15  C14  119.37  3.000
 89C  C19  C14  O13  122.20  3.000
 89C  C19  C14  C15  121.85  3.000
 89C  O13  C14  C15  115.94  3.000
 89C  C03  O02  C01  118.53  3.000
 89C  C04  C03  O02  125.81  3.000
 89C  O02  C03  C21  114.66  3.000
 89C  C04  C03  C21  119.53  3.000
 89C  H6   C04  C05  118.84  3.000
 89C  H6   C04  C03  120.75  3.000
 89C  C05  C04  C03  120.41  3.000
 89C  H7   C05  C06  120.69  3.000
 89C  H7   C05  C04  119.29  3.000
 89C  C06  C05  C04  120.02  3.000
 89C  C20  C06  N07  119.25  3.000
 89C  C20  C06  C05  119.93  3.000
 89C  N07  C06  C05  120.82  3.000
 89C  C09  N07  C08  118.42  3.000
 89C  C08  N07  C06  115.18  3.000
 89C  C09  N07  C06  120.13  3.000
 89C  H10  C08  H9   108.89  3.000
 89C  H10  C08  H8   108.12  3.000
 89C  H9   C08  H8   108.08  3.000
 89C  H10  C08  N07  112.31  3.000
 89C  H9   C08  N07  110.30  3.000
 89C  H8   C08  N07  109.03  3.000
 89C  C19  C09  N07  120.69  3.000
 89C  N07  C09  C10  121.51  3.000
 89C  C19  C09  C10  117.71  3.000
 89C  C14  O13  C11  122.42  3.000
 89C  H11  C16  C17  120.30  3.000
 89C  H11  C16  C15  119.69  3.000
 89C  C17  C16  C15  120.00  3.000
 89C  H12  C17  C18  119.61  3.000
 89C  H12  C17  C16  120.23  3.000
 89C  C18  C17  C16  120.16  3.000
 89C  H13  C18  C19  120.38  3.000
 89C  H13  C18  C17  118.45  3.000
 89C  C19  C18  C17  121.17  3.000
 89C  C18  C19  C09  125.26  3.000
 89C  C18  C19  C14  117.33  3.000
 89C  C09  C19  C14  117.29  3.000
 89C  H14  C20  C06  120.44  3.000
 89C  H14  C20  C21  119.24  3.000
 89C  C06  C20  C21  120.31  3.000
 89C  H15  O22  C21  110.08  3.000
 89C  H5   C01  H4   108.92  3.000
 89C  H5   C01  H3   108.94  3.000
 89C  H4   C01  H3   108.98  3.000
 89C  H5   C01  O02  111.71  3.000
 89C  H4   C01  O02  106.59  3.000
 89C  H3   C01  O02  111.62  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
 89C  CONST_01  C05  C06  C20  C21     0.00   0.0  0
 89C  CONST_02  C05  C04  C03  C21     0.00   0.0  0
 89C  CONST_03  C18  C19  C14  C15     0.00   0.0  0
 89C  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 89C  CONST_05  C17  C16  C15  C14     0.00   0.0  0
 89C  CONST_06  C17  C18  C19  C14     0.00   0.0  0
 89C  CONST_07  C06  C05  C04  C03     0.00   0.0  0
 89C  CONST_08  C06  C20  C21  C03     0.00   0.0  0
 89C  CONST_09  C20  C06  C05  C04     0.00   0.0  0
 89C  CONST_10  C20  C21  C03  C04     0.00   0.0  0
 89C  CONST_11  C19  C14  C15  C16     0.00   0.0  0
 89C  CONST_12  C19  C18  C17  C16     0.00   0.0  0
 89C  CONST_13  N07  C06  C20  C21   180.00   0.0  0
 89C  CONST_14  C05  C04  C03  O02   180.00   0.0  0
 89C  CONST_15  C20  C21  C03  O02   180.00   0.0  0
 89C  CONST_16  N07  C06  C05  C04   180.00   0.0  0
 89C  CONST_17  O22  C21  C03  C04   180.00   0.0  0
 89C  CONST_18  O22  C21  C20  C06   180.00   0.0  0
 89C  CONST_23  H6   C04  C03  C21   180.00   0.0  0
 89C  CONST_24  H12  C17  C16  C15   180.00   0.0  0
 89C  CONST_25  H11  C16  C15  C14   180.00   0.0  0
 89C  CONST_26  H13  C18  C19  C14   180.00   0.0  0
 89C  CONST_27  H7   C05  C04  C03   180.00   0.0  0
 89C  CONST_28  H14  C20  C21  C03   180.00   0.0  0
 89C  CONST_29  H2   C15  C14  O13     0.00   0.0  0
 89C  Var_01    C14  C19  C09  C10    -5.86  30.0  1
 89C  Var_02    C15  C14  O13  C11  -174.73  30.0  1
 89C  Var_03    C19  C09  C10  C11     5.12  30.0  1
 89C  Var_04    O13  C11  C10  C09     0.14  30.0  1
 89C  Var_05    O12  C11  O13  C14   177.17  30.0  1
 89C  Var_06    C04  C03  O02  C01     0.45  30.0  2
 89C  Var_07    H3   C01  O02  C03    61.14  30.0  3
 89C  Var_08    H8   C08  N07  C06    39.09  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
 89C  plan-1  C21  0.020
 89C  plan-1  O02  0.020
 89C  plan-1  C03  0.020
 89C  plan-1  C04  0.020
 89C  plan-1  C05  0.020
 89C  plan-1  C06  0.020
 89C  plan-1  N07  0.020
 89C  plan-1  C20  0.020
 89C  plan-1  O22  0.020
 89C  plan-1  H6   0.020
 89C  plan-1  H7   0.020
 89C  plan-1  H14  0.020
 89C  plan-2  C15  0.020
 89C  plan-2  C14  0.020
 89C  plan-2  C09  0.020
 89C  plan-2  O13  0.020
 89C  plan-2  C16  0.020
 89C  plan-2  C17  0.020
 89C  plan-2  C18  0.020
 89C  plan-2  C19  0.020
 89C  plan-2  H2   0.020
 89C  plan-2  H11  0.020
 89C  plan-2  H12  0.020
 89C  plan-2  H13  0.020
 89C  plan-3  C06  0.020
 89C  plan-3  N07  0.020
 89C  plan-3  C08  0.020
 89C  plan-3  C09  0.020
 89C  plan-4  C10  0.020
 89C  plan-4  C11  0.020
 89C  plan-4  O13  0.020
 89C  plan-4  O12  0.020

