# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 08:05:37 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 4-[(3-azanyl-4-methoxy-phenyl)-methyl-amino]chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1N)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
 890  890  4-[(3-azanyl-4-methoxy-phenyl)-methyl-amino]chromen-2-one  ligand  38  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_890
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
 890  C01  C  CH3   0  -0.433   5.4317   1.6642   1.6042
 890  O02  O  O2    0  -0.478   5.0701   0.9989   0.4130
 890  C03  C  CR6   0   0.334   3.8124   0.5128   0.3043
 890  C04  C  CR16  0  -0.380   2.8192   0.6589   1.2596
 890  C05  C  CR16  0  -0.297   1.5545   0.1172   1.0597
 890  C06  C  CR6   0   0.269   1.2723  -0.5652  -0.1138
 890  N07  N  NT    0  -0.589  -0.0266  -1.1085  -0.2877
 890  C08  C  CH3   0  -0.568  -0.1226  -2.3714  -1.0111
 890  C09  C  CR6   0   0.470  -1.0866  -0.2288  -0.3684
 890  C10  C  CR16  0  -0.560  -0.9467   1.0469  -0.8218
 890  C11  C  CR6   0   0.542  -2.0623   1.9330  -0.9752
 890  O12  O  O     0  -0.453  -2.0224   3.0606  -1.4112
 890  O13  O  O     0  -0.468  -3.2921   1.4465  -0.6499
 890  C14  C  CR66  0   0.361  -3.4677   0.2263  -0.0961
 890  C15  C  CR16  0  -0.322  -4.7571  -0.0962   0.3109
 890  C16  C  CR16  0  -0.252  -4.9790  -1.2980   0.9542
 890  C17  C  CR16  0  -0.248  -3.9182  -2.1645   1.2145
 890  C18  C  CR16  0  -0.319  -2.6455  -1.8409   0.7926
 890  C19  C  CR66  0  -0.043  -2.4015  -0.6542   0.0899
 890  C20  C  CR16  0  -0.387   2.2688  -0.7183  -1.0747
 890  C21  C  CR6   0   0.232   3.5448  -0.1952  -0.8843
 890  N22  N  NH2   0  -0.851   4.5173  -0.2978  -1.8601
 890  H1   H  HCH3  0   0.226   4.8302   2.5615   1.7723
 890  H2   H  HCH3  0   0.227   5.3420   1.0135   2.4785
 890  H3   H  HCH3  0   0.259   6.4722   1.9592   1.4920
 890  H4   H  HCR6  0   0.277   3.0166   1.1865   2.1834
 890  H5   H  HCR6  0   0.257   0.7963   0.2268   1.8238
 890  H6   H  HCH3  0   0.258   0.5013  -3.1224  -0.5300
 890  H7   H  HCH3  0   0.270  -1.1458  -2.7329  -1.0221
 890  H8   H  HCH3  0   0.250   0.1892  -2.2678  -2.0534
 890  H9   H  HCR6  0   0.287   0.0130   1.4242  -1.1450
 890  H10  H  HCR6  0   0.283  -5.5657   0.6015   0.1360
 890  H11  H  HCR6  0   0.273  -5.9797  -1.5535   1.2758
 890  H12  H  HCR6  0   0.268  -4.0889  -3.0851   1.7553
 890  H13  H  HCR6  0   0.288  -1.8246  -2.5035   1.0297
 890  H14  H  HCR6  0   0.262   2.0653  -1.2465  -1.9978
 890  H15  H  HNH2  0   0.377   5.4686  -0.2918  -1.5283
 890  H16  H  HNH2  0   0.378   4.3678  -1.0394  -2.5257

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
 890  O12  C11  double    1.210  0.020  1.210
 890  C11  O13  single    1.362  0.020  1.362
 890  C11  C10  single    1.433  0.020  1.433
 890  O13  C14  single    1.351  0.020  1.351
 890  C10  C09  double    1.361  0.020  1.361
 890  C14  C15  aromatic  1.390  0.020  1.390
 890  C14  C19  aromatic  1.395  0.020  1.395
 890  C15  C16  aromatic  1.381  0.020  1.381
 890  C09  C19  single    1.456  0.020  1.456
 890  C09  N07  single    1.380  0.020  1.380
 890  C19  C18  aromatic  1.401  0.020  1.401
 890  C16  C17  aromatic  1.394  0.020  1.394
 890  C08  N07  single    1.459  0.020  1.459
 890  N07  C06  single    1.419  0.020  1.419
 890  C18  C17  aromatic  1.379  0.020  1.379
 890  C05  C06  aromatic  1.386  0.020  1.386
 890  C05  C04  aromatic  1.390  0.020  1.390
 890  C06  C20  aromatic  1.393  0.020  1.393
 890  C04  C03  aromatic  1.386  0.020  1.386
 890  C20  C21  aromatic  1.392  0.020  1.392
 890  C03  C21  aromatic  1.409  0.020  1.409
 890  C03  O02  single    1.353  0.020  1.353
 890  C21  N22  single    1.381  0.020  1.381
 890  C01  O02  single    1.411  0.020  1.411
 890  C01  H1   single    0.970  0.020  1.090
 890  C01  H2   single    0.970  0.020  1.090
 890  C01  H3   single    0.970  0.020  1.090
 890  C04  H4   single    0.930  0.020  1.080
 890  C05  H5   single    0.930  0.020  1.080
 890  C08  H6   single    0.970  0.020  1.090
 890  C08  H7   single    0.970  0.020  1.090
 890  C08  H8   single    0.970  0.020  1.090
 890  C10  H9   single    0.930  0.020  1.080
 890  C15  H10  single    0.930  0.020  1.080
 890  C16  H11  single    0.930  0.020  1.080
 890  C17  H12  single    0.930  0.020  1.080
 890  C18  H13  single    0.930  0.020  1.080
 890  C20  H14  single    0.930  0.020  1.080
 890  N22  H15  single    0.890  0.020  1.040
 890  N22  H16  single    0.890  0.020  1.040

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
 890  H3   C01  H2   108.81  3.000
 890  H3   C01  H1   108.64  3.000
 890  H2   C01  H1   108.68  3.000
 890  H3   C01  O02  106.62  3.000
 890  H2   C01  O02  111.92  3.000
 890  H1   C01  O02  112.06  3.000
 890  C03  O02  C01  118.38  3.000
 890  C21  C03  C04  119.89  3.000
 890  C21  C03  O02  115.14  3.000
 890  C04  C03  O02  124.97  3.000
 890  H4   C04  C05  118.60  3.000
 890  H4   C04  C03  120.61  3.000
 890  C05  C04  C03  120.78  3.000
 890  H5   C05  C06  120.33  3.000
 890  H5   C05  C04  119.76  3.000
 890  C06  C05  C04  119.91  3.000
 890  C20  C06  N07  121.90  3.000
 890  C20  C06  C05  119.50  3.000
 890  N07  C06  C05  118.59  3.000
 890  C09  N07  C08  118.19  3.000
 890  C08  N07  C06  116.91  3.000
 890  C09  N07  C06  117.80  3.000
 890  H8   C08  H7   106.91  3.000
 890  H8   C08  H6   108.87  3.000
 890  H7   C08  H6   108.37  3.000
 890  H8   C08  N07  111.85  3.000
 890  H7   C08  N07  110.82  3.000
 890  H6   C08  N07  109.91  3.000
 890  C19  C09  C10  118.13  3.000
 890  C19  C09  N07  119.28  3.000
 890  C10  C09  N07  122.55  3.000
 890  H9   C10  C11  116.32  3.000
 890  H9   C10  C09  121.21  3.000
 890  C11  C10  C09  122.36  3.000
 890  O13  C11  O12  116.67  3.000
 890  O13  C11  C10  117.16  3.000
 890  O12  C11  C10  126.11  3.000
 890  C14  O13  C11  122.53  3.000
 890  C19  C14  C15  121.56  3.000
 890  C19  C14  O13  121.68  3.000
 890  C15  C14  O13  116.74  3.000
 890  H10  C15  C16  121.08  3.000
 890  H10  C15  C14  119.75  3.000
 890  C16  C15  C14  119.17  3.000
 890  H11  C16  C17  120.10  3.000
 890  H11  C16  C15  119.52  3.000
 890  C17  C16  C15  120.36  3.000
 890  H12  C17  C18  119.90  3.000
 890  H12  C17  C16  120.16  3.000
 890  C18  C17  C16  119.95  3.000
 890  H13  C18  C19  119.80  3.000
 890  H13  C18  C17  119.32  3.000
 890  C19  C18  C17  120.86  3.000
 890  C18  C19  C14  117.94  3.000
 890  C18  C19  C09  124.25  3.000
 890  C14  C19  C09  117.63  3.000
 890  H14  C20  C21  118.17  3.000
 890  H14  C20  C06  120.49  3.000
 890  C21  C20  C06  121.34  3.000
 890  N22  C21  C20  121.37  3.000
 890  N22  C21  C03  119.97  3.000
 890  C20  C21  C03  118.57  3.000
 890  H16  N22  H15  111.23  3.000
 890  H16  N22  C21  114.64  3.000
 890  H15  N22  C21  115.56  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
 890  CONST_01  C06  C05  C04  C03    0.00   0.0  0
 890  CONST_02  C06  C20  C21  C03    0.00   0.0  0
 890  CONST_03  C20  C06  C05  C04    0.00   0.0  0
 890  CONST_04  C20  C21  C03  C04    0.00   0.0  0
 890  CONST_05  C21  C20  C06  C05    0.00   0.0  0
 890  CONST_06  C21  C03  C04  C05    0.00   0.0  0
 890  CONST_07  C17  C16  C15  C14    0.00   0.0  0
 890  CONST_08  C17  C18  C19  C14    0.00   0.0  0
 890  CONST_09  C18  C19  C14  C15    0.00   0.0  0
 890  CONST_10  C18  C17  C16  C15    0.00   0.0  0
 890  CONST_11  C19  C14  C15  C16    0.00   0.0  0
 890  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 890  CONST_13  C05  C04  C03  O02  180.00   0.0  0
 890  CONST_14  C20  C21  C03  O02  180.00   0.0  0
 890  CONST_15  N07  C06  C05  C04  180.00   0.0  0
 890  CONST_16  N22  C21  C03  C04  180.00   0.0  0
 890  CONST_17  N22  C21  C20  C06  180.00   0.0  0
 890  CONST_18  C21  C20  C06  N07  180.00   0.0  0
 890  CONST_23  H5   C05  C04  C03  180.00   0.0  0
 890  CONST_24  H14  C20  C21  C03  180.00   0.0  0
 890  CONST_25  H4   C04  C05  C06  180.00   0.0  0
 890  CONST_26  H13  C18  C19  C09    0.00   0.0  0
 890  CONST_27  H10  C15  C14  O13    0.00   0.0  0
 890  CONST_28  H11  C16  C15  C14  180.00   0.0  0
 890  CONST_29  H12  C17  C16  C15  180.00   0.0  0
 890  Var_01    O13  C11  C10  C09   -0.19  30.0  1
 890  Var_02    C14  C19  C09  C10    6.65  30.0  1
 890  Var_03    C15  C14  O13  C11  173.73  30.0  1
 890  Var_04    C19  C09  C10  C11   -5.80  30.0  1
 890  Var_05    C04  C03  O02  C01    2.55  30.0  3
 890  Var_06    H1   C01  O02  C03  -62.00  30.0  3
 890  Var_07    H6   C08  N07  C06   56.00  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
 890  plan-1  O02  0.020
 890  plan-1  C03  0.020
 890  plan-1  C04  0.020
 890  plan-1  C05  0.020
 890  plan-1  C06  0.020
 890  plan-1  N07  0.020
 890  plan-1  C20  0.020
 890  plan-1  C21  0.020
 890  plan-1  N22  0.020
 890  plan-1  H4   0.020
 890  plan-1  H5   0.020
 890  plan-1  H14  0.020
 890  plan-2  C09  0.020
 890  plan-2  O13  0.020
 890  plan-2  C14  0.020
 890  plan-2  C15  0.020
 890  plan-2  C16  0.020
 890  plan-2  C17  0.020
 890  plan-2  C18  0.020
 890  plan-2  C19  0.020
 890  plan-2  H10  0.020
 890  plan-2  H11  0.020
 890  plan-2  H12  0.020
 890  plan-2  H13  0.020
 890  plan-3  C06  0.020
 890  plan-3  N07  0.020
 890  plan-3  C08  0.020
 890  plan-3  C09  0.020
 890  plan-4  C21  0.020
 890  plan-4  N22  0.020
 890  plan-4  H15  0.020
 890  plan-4  H16  0.020
 890  plan-5  C10  0.020
 890  plan-5  C11  0.020
 890  plan-5  O12  0.020
 890  plan-5  O13  0.020

