# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 11:13:26 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: 7-[methyl-(phenylmethyl)amino]-2-oxidanylidene-chromene-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1ccccc1)c2ccc3C=C(C(O)=O)C(=O)Oc3c2
#
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
 G5L  G5L  '7-[methyl-(phenylmethyl)amino]-2-oxidanylidene-chromene-3-carboxylic acid'  ligand  37  23  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G5L
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
 G5L  C1   C  C1     0  -0.295  103.2073  104.1583  111.7905
 G5L  C2   C  C1     0  -0.240  104.4124  103.5451  112.1026
 G5L  C3   C  C1     0  -0.268  104.8401  103.4832  113.4226
 G5L  C4   C  C1     0  -0.236  104.0536  104.0387  114.4227
 G5L  C5   C  C1     0  -0.287  102.8462  104.6495  114.1078
 G5L  C10  C  CR6    0   0.412  101.1442  107.5510  113.4152
 G5L  C11  C  CR16   0  -0.443  102.2133  107.9150  112.5775
 G5L  C12  C  CR66   0   0.414  102.7392  109.1900  112.6556
 G5L  C13  C  CR66   0  -0.009  102.2589  110.1484  113.5474
 G5L  C14  C  CR16   0  -0.298  101.2034  109.7735  114.3881
 G5L  C15  C  CR16   0  -0.357  100.6568  108.5165  114.3339
 G5L  C16  C  CR16   0  -0.164  102.8780  111.4254  113.5371
 G5L  C17  C  CR6    0  -0.394  103.9071  111.7447  112.7118
 G5L  C18  C  CR6    0   0.515  104.3866  110.7285  111.7843
 G5L  C21  C  C      0   0.413  104.5161  113.1473  112.7948
 G5L  C6   C  C      0   0.086  102.4101  104.7125  112.7888
 G5L  C7   C  CH2    0  -0.388  101.0812  105.3334  112.4158
 G5L  C9   C  CH3    0  -0.549   99.5296  105.9396  114.2687
 G5L  N8   N  NT     0  -0.507  100.5835  106.3136  113.3500
 G5L  O19  O  O      0  -0.480  103.7589  109.5010  111.8320
 G5L  O20  O  O      0  -0.413  105.2622  110.8065  110.9617
 G5L  O22  O  O      0  -0.574  105.5367  113.3790  112.1281
 G5L  O23  O  OC    -1  -0.589  103.9195  113.9376  113.5528
 G5L  H1   H  H      0   0.249  102.8851  104.2132  110.7565
 G5L  H2   H  H      0   0.253  105.0211  103.1223  111.3136
 G5L  H3   H  H      0   0.253  105.7817  103.0099  113.6692
 G5L  H4   H  H      0   0.252  104.3803  103.9985  115.4541
 G5L  H5   H  H      0   0.253  102.2482  105.0827  114.9003
 G5L  H6   H  HCR6   0   0.281  102.6494  107.2225  111.8718
 G5L  H7   H  HCR6   0   0.263  100.8117  110.4954  115.0944
 G5L  H8   H  HCR6   0   0.275   99.8440  108.2773  115.0035
 G5L  H9   H  HCR6   0   0.267  102.5129  112.1816  114.2215
 G5L  H10  H  HCH2   0   0.265  101.1501  105.7658  111.4126
 G5L  H11  H  HCH2   0   0.287  100.3324  104.5443  112.3347
 G5L  H12  H  HCH3   0   0.243   99.8501  106.0009  115.3116
 G5L  H13  H  HCH3   0   0.246   98.6430  106.5665  114.1481
 G5L  H14  H  HCH3   0   0.265   99.2347  104.9127  114.0730

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
 G5L  O20  C18  double    1.204  0.020  1.204
 G5L  C1   C2   aromatic  1.388  0.020  1.388
 G5L  C1   C6   aromatic  1.393  0.020  1.393
 G5L  O19  C18  single    1.379  0.020  1.379
 G5L  O19  C12  single    1.347  0.020  1.347
 G5L  C18  C17  single    1.457  0.020  1.457
 G5L  C2   C3   aromatic  1.389  0.020  1.389
 G5L  C7   C6   single    1.513  0.020  1.513
 G5L  C7   N8   single    1.443  0.020  1.443
 G5L  C6   C5   aromatic  1.391  0.020  1.391
 G5L  C11  C12  aromatic  1.381  0.020  1.381
 G5L  C11  C10  aromatic  1.406  0.020  1.406
 G5L  C12  C13  aromatic  1.394  0.020  1.394
 G5L  O22  C21  deloc     1.241  0.020  1.241
 G5L  C17  C21  single    1.531  0.020  1.531
 G5L  C17  C16  double    1.357  0.020  1.357
 G5L  C21  O23  deloc     1.247  0.020  1.247
 G5L  C3   C4   aromatic  1.388  0.020  1.388
 G5L  N8   C10  single    1.360  0.020  1.360
 G5L  N8   C9   single    1.447  0.020  1.447
 G5L  C10  C15  aromatic  1.419  0.020  1.419
 G5L  C13  C16  single    1.419  0.020  1.419
 G5L  C13  C14  aromatic  1.400  0.020  1.400
 G5L  C5   C4   aromatic  1.389  0.020  1.389
 G5L  C15  C14  aromatic  1.372  0.020  1.372
 G5L  C1   H1   single    0.930  0.020  1.080
 G5L  C2   H2   single    0.930  0.020  1.080
 G5L  C3   H3   single    0.930  0.020  1.080
 G5L  C4   H4   single    0.930  0.020  1.080
 G5L  C5   H5   single    0.930  0.020  1.080
 G5L  C11  H6   single    0.930  0.020  1.080
 G5L  C14  H7   single    0.930  0.020  1.080
 G5L  C15  H8   single    0.930  0.020  1.080
 G5L  C16  H9   single    0.930  0.020  1.080
 G5L  C7   H10  single    0.970  0.020  1.090
 G5L  C7   H11  single    0.970  0.020  1.090
 G5L  C9   H12  single    0.970  0.020  1.090
 G5L  C9   H13  single    0.970  0.020  1.090
 G5L  C9   H14  single    0.970  0.020  1.090

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
 G5L  H1   C1   C6   119.56  3.000
 G5L  H1   C1   C2   119.66  3.000
 G5L  C6   C1   C2   120.78  3.000
 G5L  H2   C2   C3   120.14  3.000
 G5L  H2   C2   C1   119.80  3.000
 G5L  C3   C2   C1   120.05  3.000
 G5L  H3   C3   C4   120.25  3.000
 G5L  H3   C3   C2   120.26  3.000
 G5L  C4   C3   C2   119.50  3.000
 G5L  H4   C4   C5   119.64  3.000
 G5L  H4   C4   C3   120.03  3.000
 G5L  C5   C4   C3   120.33  3.000
 G5L  H5   C5   C6   120.18  3.000
 G5L  H5   C5   C4   119.33  3.000
 G5L  C6   C5   C4   120.49  3.000
 G5L  N8   C10  C15  120.56  3.000
 G5L  C15  C10  C11  118.08  3.000
 G5L  N8   C10  C11  121.36  3.000
 G5L  H6   C11  C12  118.34  3.000
 G5L  H6   C11  C10  122.00  3.000
 G5L  C12  C11  C10  119.65  3.000
 G5L  O19  C12  C13  119.54  3.000
 G5L  C13  C12  C11  122.64  3.000
 G5L  O19  C12  C11  117.82  3.000
 G5L  C16  C13  C14  125.03  3.000
 G5L  C14  C13  C12  117.36  3.000
 G5L  C16  C13  C12  117.61  3.000
 G5L  H7   C14  C15  119.49  3.000
 G5L  H7   C14  C13  119.05  3.000
 G5L  C15  C14  C13  121.46  3.000
 G5L  H8   C15  C14  118.58  3.000
 G5L  H8   C15  C10  120.61  3.000
 G5L  C14  C15  C10  120.81  3.000
 G5L  H9   C16  C17  118.39  3.000
 G5L  H9   C16  C13  118.46  3.000
 G5L  C17  C16  C13  123.15  3.000
 G5L  C21  C17  C18  122.85  3.000
 G5L  C21  C17  C16  118.95  3.000
 G5L  C18  C17  C16  118.20  3.000
 G5L  O20  C18  O19  114.35  3.000
 G5L  O19  C18  C17  116.67  3.000
 G5L  O20  C18  C17  128.99  3.000
 G5L  O23  C21  O22  127.00  3.000
 G5L  O23  C21  C17  115.03  3.000
 G5L  O22  C21  C17  117.97  3.000
 G5L  C7   C6   C5   121.85  3.000
 G5L  C5   C6   C1   118.84  3.000
 G5L  C7   C6   C1   119.29  3.000
 G5L  H11  C7   H10  105.12  3.000
 G5L  H11  C7   N8   107.63  3.000
 G5L  H10  C7   N8   110.29  3.000
 G5L  H11  C7   C6   108.92  3.000
 G5L  H10  C7   C6   109.43  3.000
 G5L  N8   C7   C6   114.97  3.000
 G5L  H14  C9   H13  107.60  3.000
 G5L  H14  C9   H12  107.74  3.000
 G5L  H13  C9   H12  108.13  3.000
 G5L  H14  C9   N8   109.12  3.000
 G5L  H13  C9   N8   111.87  3.000
 G5L  H12  C9   N8   112.19  3.000
 G5L  C9   N8   C7   119.12  3.000
 G5L  C9   N8   C10  120.33  3.000
 G5L  C7   N8   C10  120.46  3.000
 G5L  C18  O19  C12  124.82  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
 G5L  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 G5L  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 G5L  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 G5L  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 G5L  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 G5L  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 G5L  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 G5L  CONST_08  C13  C14  C15  C10     0.00   0.0  0
 G5L  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 G5L  CONST_10  C14  C15  C10  C11     0.00   0.0  0
 G5L  CONST_11  C15  C10  C11  C12     0.00   0.0  0
 G5L  CONST_12  C15  C14  C13  C12     0.00   0.0  0
 G5L  CONST_13  C7   C6   C1   C2    180.00   0.0  0
 G5L  CONST_14  C7   C6   C5   C4    180.00   0.0  0
 G5L  CONST_15  N8   C10  C11  C12   180.00   0.0  0
 G5L  CONST_16  N8   C10  C15  C14   180.00   0.0  0
 G5L  CONST_17  H3   C3   C2   C1    180.00   0.0  0
 G5L  CONST_18  H5   C5   C6   C1    180.00   0.0  0
 G5L  CONST_19  H4   C4   C3   C2    180.00   0.0  0
 G5L  CONST_20  H1   C1   C2   C3    180.00   0.0  0
 G5L  CONST_21  H2   C2   C3   C4    180.00   0.0  0
 G5L  CONST_22  H7   C14  C15  C10   180.00   0.0  0
 G5L  CONST_23  H8   C15  C10  C11   180.00   0.0  0
 G5L  CONST_24  H6   C11  C12  C13   180.00   0.0  0
 G5L  CONST_25  C7   N8   C10  C11     0.00   0.0  0
 G5L  CONST_26  C9   N8   C10  C11   180.00   0.0  0
 G5L  CONST_27  C7   N8   C10  C15   180.00   0.0  0
 G5L  CONST_28  C9   N8   C10  C15     0.00   0.0  0
 G5L  Var_01    C17  C18  O19  C12     0.76  30.0  1
 G5L  Var_02    C17  C16  C13  C12    -0.33  30.0  1
 G5L  Var_03    C18  C17  C16  C13     0.64  30.0  1
 G5L  Var_04    O19  C18  C17  C16    -0.82  30.0  1
 G5L  Var_05    N8   C7   C6   C1   -156.60  30.0  2
 G5L  Var_06    C6   C7   N8   C10    74.07  30.0  2
 G5L  Var_07    O22  C21  C17  C16   173.10  30.0  2
 G5L  Var_08    H12  C9   N8   C10   -59.27  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
 G5L  plan-1  C1   0.020
 G5L  plan-1  C2   0.020
 G5L  plan-1  C3   0.020
 G5L  plan-1  C4   0.020
 G5L  plan-1  C5   0.020
 G5L  plan-1  C6   0.020
 G5L  plan-1  C7   0.020
 G5L  plan-1  H1   0.020
 G5L  plan-1  H2   0.020
 G5L  plan-1  H3   0.020
 G5L  plan-1  H4   0.020
 G5L  plan-1  H5   0.020
 G5L  plan-2  C10  0.020
 G5L  plan-2  C11  0.020
 G5L  plan-2  C12  0.020
 G5L  plan-2  C13  0.020
 G5L  plan-2  C14  0.020
 G5L  plan-2  C15  0.020
 G5L  plan-2  C16  0.020
 G5L  plan-2  N8   0.020
 G5L  plan-2  O19  0.020
 G5L  plan-2  H6   0.020
 G5L  plan-2  H7   0.020
 G5L  plan-2  H8   0.020
 G5L  plan-3  C10  0.020
 G5L  plan-3  C7   0.020
 G5L  plan-3  C9   0.020
 G5L  plan-3  N8   0.020
 G5L  plan-4  C17  0.020
 G5L  plan-4  C21  0.020
 G5L  plan-4  O22  0.020
 G5L  plan-4  O23  0.020
 G5L  plan-5  C17  0.020
 G5L  plan-5  C18  0.020
 G5L  plan-5  O19  0.020
 G5L  plan-5  O20  0.020

