# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 06:23:50 2021
#   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  38  23  .  2022-03-18  2022-11-17
;
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  CR16  0  -0.294  103.1300  104.0938  111.7970
 G5L  C2   C  CR16  0  -0.242  104.3259  103.4626  112.1076
 G5L  C3   C  CR16  0  -0.269  104.7880  103.4524  113.4179
 G5L  C4   C  CR16  0  -0.238  104.0450  104.0777  114.4095
 G5L  C5   C  CR16  0  -0.284  102.8466  104.7071  114.0965
 G5L  C10  C  CR6   0   0.423  101.1266  107.5772  113.4079
 G5L  C11  C  CR16  0  -0.435  102.2193  107.9249  112.5885
 G5L  C12  C  CR66  0   0.429  102.7453  109.1941  112.6624
 G5L  C13  C  CR66  0  -0.012  102.2418  110.1719  113.5289
 G5L  C14  C  CR16  0  -0.284  101.1541  109.8157  114.3445
 G5L  C15  C  CR16  0  -0.352  100.6084  108.5639  114.2939
 G5L  C16  C  CR16  0  -0.127  102.8534  111.4385  113.5249
 G5L  C17  C  CR6   0  -0.377  103.9089  111.7267  112.7045
 G5L  C18  C  CR6   0   0.556  104.4260  110.6966  111.8193
 G5L  C21  C  C     0   0.543  104.5342  113.0601  112.6906
 G5L  C6   C  CR6   0   0.081  102.3766  104.7183  112.7880
 G5L  C7   C  CH2   0  -0.389  101.0568  105.3582  112.4171
 G5L  C9   C  CH3   0  -0.555   99.5065  105.9778  114.2668
 G5L  N8   N  NT    0  -0.501  100.5769  106.3438  113.3596
 G5L  O19  O  O     0  -0.473  103.7932  109.4852  111.8648
 G5L  O20  O  O     0  -0.410  105.3495  110.7762  111.0533
 G5L  O22  O  O     0  -0.435  105.4067  113.4158  111.9359
 G5L  O23  O  OH1   0  -0.604  104.0219  113.8628  113.6219
 G5L  H1   H  HCR6  0   0.252  102.7809  104.1052  110.7706
 G5L  H2   H  HCR6  0   0.257  104.9003  102.9838  111.3250
 G5L  H3   H  HCR6  0   0.256  105.7226  102.9650  113.6628
 G5L  H4   H  HCR6  0   0.256  104.3982  104.0787  115.4327
 G5L  H5   H  HCR6  0   0.251  102.2853  105.1970  114.8827
 G5L  H6   H  HCR6  0   0.288  102.6764  107.2186  111.9109
 G5L  H7   H  HCR6  0   0.276  100.7411  110.5514  115.0230
 G5L  H8   H  HCR6  0   0.287   99.7685  108.3398  114.9340
 G5L  H9   H  HCR6  0   0.296  102.4575  112.1920  114.1939
 G5L  H10  H  HCH2  0   0.271  101.1254  105.7954  111.4166
 G5L  H11  H  HCH2  0   0.294  100.2952  104.5816  112.3371
 G5L  H12  H  HCH3  0   0.251   99.7927  106.1249  115.3096
 G5L  H13  H  HCH3  0   0.255   98.5962  106.5499  114.0748
 G5L  H14  H  HCH3  0   0.271   99.2747  104.9253  114.1348
 G5L  H15  H  HOH1  0   0.487  104.4477  114.7307  113.5691

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    1.202  0.020  1.202
 G5L  C1   C2   aromatic  1.387  0.020  1.387
 G5L  C1   C6   aromatic  1.393  0.020  1.393
 G5L  O19  C18  single    1.367  0.020  1.367
 G5L  O19  C12  single    1.349  0.020  1.349
 G5L  C18  C17  single    1.453  0.020  1.453
 G5L  C2   C3   aromatic  1.389  0.020  1.389
 G5L  C7   C6   single    1.513  0.020  1.513
 G5L  C7   N8   single    1.446  0.020  1.446
 G5L  C6   C5   aromatic  1.390  0.020  1.390
 G5L  C11  C12  aromatic  1.376  0.020  1.376
 G5L  C11  C10  aromatic  1.409  0.020  1.409
 G5L  C12  C13  aromatic  1.400  0.020  1.400
 G5L  O22  C21  double    1.207  0.020  1.207
 G5L  C17  C21  single    1.473  0.020  1.473
 G5L  C17  C16  double    1.368  0.020  1.368
 G5L  C21  O23  single    1.332  0.020  1.332
 G5L  C3   C4   aromatic  1.388  0.020  1.388
 G5L  N8   C10  single    1.351  0.020  1.351
 G5L  N8   C9   single    1.450  0.020  1.450
 G5L  C10  C15  aromatic  1.424  0.020  1.424
 G5L  C13  C16  single    1.407  0.020  1.407
 G5L  C13  C14  aromatic  1.405  0.020  1.405
 G5L  C5   C4   aromatic  1.389  0.020  1.389
 G5L  C15  C14  aromatic  1.366  0.020  1.366
 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
 G5L  O23  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
 G5L  H1   C1   C6   119.65  3.000
 G5L  H1   C1   C2   119.62  3.000
 G5L  C6   C1   C2   120.73  3.000
 G5L  H2   C2   C3   120.14  3.000
 G5L  H2   C2   C1   119.79  3.000
 G5L  C3   C2   C1   120.08  3.000
 G5L  H3   C3   C4   120.24  3.000
 G5L  H3   C3   C2   120.26  3.000
 G5L  C4   C3   C2   119.50  3.000
 G5L  H4   C4   C5   119.61  3.000
 G5L  H4   C4   C3   120.07  3.000
 G5L  C5   C4   C3   120.32  3.000
 G5L  H5   C5   C6   120.29  3.000
 G5L  H5   C5   C4   119.23  3.000
 G5L  C6   C5   C4   120.48  3.000
 G5L  N8   C10  C15  120.46  3.000
 G5L  C15  C10  C11  118.23  3.000
 G5L  N8   C10  C11  121.31  3.000
 G5L  H6   C11  C12  118.36  3.000
 G5L  H6   C11  C10  122.11  3.000
 G5L  C12  C11  C10  119.52  3.000
 G5L  O19  C12  C13  119.65  3.000
 G5L  C13  C12  C11  122.68  3.000
 G5L  O19  C12  C11  117.67  3.000
 G5L  C16  C13  C14  124.50  3.000
 G5L  C14  C13  C12  117.42  3.000
 G5L  C16  C13  C12  118.08  3.000
 G5L  H7   C14  C15  119.57  3.000
 G5L  H7   C14  C13  119.12  3.000
 G5L  C15  C14  C13  121.31  3.000
 G5L  H8   C15  C14  118.61  3.000
 G5L  H8   C15  C10  120.55  3.000
 G5L  C14  C15  C10  120.84  3.000
 G5L  H9   C16  C17  120.42  3.000
 G5L  H9   C16  C13  117.77  3.000
 G5L  C17  C16  C13  121.81  3.000
 G5L  C21  C17  C18  119.01  3.000
 G5L  C21  C17  C16  121.61  3.000
 G5L  C18  C17  C16  119.38  3.000
 G5L  O20  C18  O19  115.80  3.000
 G5L  O19  C18  C17  116.30  3.000
 G5L  O20  C18  C17  127.90  3.000
 G5L  O23  C21  O22  122.52  3.000
 G5L  O23  C21  C17  112.07  3.000
 G5L  O22  C21  C17  125.41  3.000
 G5L  C7   C6   C5   121.94  3.000
 G5L  C5   C6   C1   118.90  3.000
 G5L  C7   C6   C1   119.15  3.000
 G5L  H11  C7   H10  105.15  3.000
 G5L  H11  C7   N8   107.55  3.000
 G5L  H10  C7   N8   110.16  3.000
 G5L  H11  C7   C6   109.02  3.000
 G5L  H10  C7   C6   109.79  3.000
 G5L  N8   C7   C6   114.71  3.000
 G5L  H14  C9   H13  107.97  3.000
 G5L  H14  C9   H12  107.62  3.000
 G5L  H13  C9   H12  108.42  3.000
 G5L  H14  C9   N8   109.03  3.000
 G5L  H13  C9   N8   111.91  3.000
 G5L  H12  C9   N8   111.72  3.000
 G5L  C9   N8   C7   118.74  3.000
 G5L  C9   N8   C10  120.55  3.000
 G5L  C7   N8   C10  120.70  3.000
 G5L  C18  O19  C12  124.78  3.000
 G5L  H15  O23  C21  109.44  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  CONST_29  H15  O23  C21  C17   180.00   0.0  0
 G5L  Var_01    C17  C18  O19  C12    -0.08  30.0  1
 G5L  Var_02    C17  C16  C13  C12     0.10  30.0  1
 G5L  Var_03    C18  C17  C16  C13    -0.61  30.0  1
 G5L  Var_04    O19  C18  C17  C16     0.59  30.0  1
 G5L  Var_05    N8   C7   C6   C1   -160.00  30.0  2
 G5L  Var_06    C6   C7   N8   C10    75.85  30.0  1
 G5L  Var_07    O22  C21  C17  C16  -174.82  30.0  2
 G5L  Var_08    H12  C9   N8   C10   -55.60  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-4  H15  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

