# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 08:59:49 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: butyl 2-[2,3-bis(oxidanylidene)indol-1-yl]ethanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOC(=O)CN1C(=O)C(=O)c2ccccc12
#
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
 73G  73G  'butyl 2-[2,3-bis(oxidanylidene)indol-1-yl]ethanoate'  ligand  34  19  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_73G
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
 73G  O10  O  O     0  -0.400   1.3059  -2.7795   0.3626
 73G  C8   C  CR5   0   0.459   1.7556  -1.6647   0.2955
 73G  C9   C  CR5   0   0.267   3.1544  -1.2693  -0.2367
 73G  O11  O  O     0  -0.335   3.9697  -2.0643  -0.6221
 73G  C1   C  CR56  0  -0.086   3.1917   0.1816  -0.1507
 73G  C2   C  CR16  0  -0.273   4.1715   1.0959  -0.4985
 73G  C3   C  CR16  0  -0.266   3.9100   2.4457  -0.3076
 73G  C4   C  CR16  0  -0.232   2.6849   2.8473   0.2176
 73G  C5   C  CR16  0  -0.305   1.6910   1.9346   0.5686
 73G  C6   C  CR56  0   0.445   1.9663   0.5966   0.3793
 73G  N7   N  NR5   0  -0.609   1.1525  -0.5029   0.6691
 73G  CA   C  CH2   0  -0.481  -0.2006  -0.4195   1.1253
 73G  C    C  C     0   0.597  -1.1582  -0.2102  -0.0333
 73G  O    O  O     0  -0.434  -0.8230  -0.2097  -1.1880
 73G  O12  O  O2    0  -0.453  -2.3892  -0.0510   0.4057
 73G  C13  C  CH2   0  -0.164  -3.4468   0.0845  -0.5609
 73G  C14  C  CH2   0  -0.460  -4.7472   0.2547   0.1925
 73G  C15  C  CH2   0  -0.433  -5.9341   0.3318  -0.7619
 73G  C16  C  CH3   0  -0.660  -7.2519   0.5273  -0.0259
 73G  H3   H  HCR6  0   0.278   5.1149   0.7609  -0.9095
 73G  H4   H  HCR6  0   0.272   4.6528   3.1869  -0.5674
 73G  H5   H  HCR6  0   0.281   2.4905   3.9022   0.3592
 73G  H6   H  HCR6  0   0.286   0.7502   2.2836   0.9714
 73G  H7   H  HCH2  0   0.330  -0.4631  -1.3445   1.6421
 73G  H8   H  HCH2  0   0.322  -0.3076   0.3806   1.8596
 73G  H9   H  HCH2  0   0.239  -3.2516   0.9467  -1.2029
 73G  H10  H  HCH2  0   0.237  -3.4750  -0.8077  -1.1914
 73G  H11  H  HCH2  0   0.232  -4.8869  -0.5852   0.8790
 73G  H12  H  HCH2  0   0.232  -4.7055   1.1625   0.8019
 73G  H13  H  HCH2  0   0.222  -5.7849   1.1525  -1.4695
 73G  H14  H  HCH2  0   0.222  -5.9787  -0.5826  -1.3606
 73G  H15  H  HCH3  0   0.230  -8.0933   0.5619  -0.7181
 73G  H16  H  HCH3  0   0.219  -7.4344  -0.2867   0.6782
 73G  H17  H  HCH3  0   0.220  -7.2515   1.4597   0.5414

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
 73G  C4   C3   aromatic  1.392  0.020  1.392
 73G  C4   C5   aromatic  1.394  0.020  1.394
 73G  C3   C2   aromatic  1.388  0.020  1.388
 73G  C5   C6   aromatic  1.379  0.020  1.379
 73G  C2   C1   aromatic  1.385  0.020  1.385
 73G  C6   C1   aromatic  1.398  0.020  1.398
 73G  C6   N7   single    1.398  0.020  1.398
 73G  C1   C9   single    1.454  0.020  1.454
 73G  N7   CA   single    1.430  0.020  1.430
 73G  N7   C8   single    1.361  0.020  1.361
 73G  O12  C    single    1.317  0.020  1.317
 73G  O12  C13  single    1.439  0.020  1.439
 73G  CA   C    single    1.518  0.020  1.518
 73G  O11  C9   double    1.202  0.020  1.202
 73G  C9   C8   single    1.548  0.020  1.548
 73G  C    O    double    1.202  0.020  1.202
 73G  C13  C14  single    1.512  0.020  1.512
 73G  C8   O10  double    1.204  0.020  1.204
 73G  C14  C15  single    1.525  0.020  1.525
 73G  C15  C16  single    1.522  0.020  1.522
 73G  C2   H3   single    0.930  0.020  1.080
 73G  C3   H4   single    0.930  0.020  1.080
 73G  C4   H5   single    0.930  0.020  1.080
 73G  C5   H6   single    0.930  0.020  1.080
 73G  CA   H7   single    0.970  0.020  1.090
 73G  CA   H8   single    0.970  0.020  1.090
 73G  C13  H9   single    0.970  0.020  1.090
 73G  C13  H10  single    0.970  0.020  1.090
 73G  C14  H11  single    0.970  0.020  1.090
 73G  C14  H12  single    0.970  0.020  1.090
 73G  C15  H13  single    0.970  0.020  1.090
 73G  C15  H14  single    0.970  0.020  1.090
 73G  C16  H15  single    0.970  0.020  1.090
 73G  C16  H16  single    0.970  0.020  1.090
 73G  C16  H17  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
 73G  N7   C8   C9   106.06  3.000
 73G  C9   C8   O10  126.39  3.000
 73G  N7   C8   O10  127.55  3.000
 73G  C1   C9   O11  131.41  3.000
 73G  O11  C9   C8   123.65  3.000
 73G  C1   C9   C8   104.94  3.000
 73G  C6   C1   C2   121.29  3.000
 73G  C6   C1   C9   107.23  3.000
 73G  C2   C1   C9   131.48  3.000
 73G  H3   C2   C3   121.16  3.000
 73G  H3   C2   C1   120.53  3.000
 73G  C3   C2   C1   118.32  3.000
 73G  H4   C3   C4   119.84  3.000
 73G  H4   C3   C2   120.28  3.000
 73G  C4   C3   C2   119.88  3.000
 73G  H5   C4   C5   118.50  3.000
 73G  H5   C4   C3   119.26  3.000
 73G  C5   C4   C3   122.24  3.000
 73G  H6   C5   C6   122.54  3.000
 73G  H6   C5   C4   120.18  3.000
 73G  C6   C5   C4   117.28  3.000
 73G  N7   C6   C5   128.19  3.000
 73G  N7   C6   C1   110.81  3.000
 73G  C5   C6   C1   121.00  3.000
 73G  CA   N7   C6   124.81  3.000
 73G  CA   N7   C8   123.81  3.000
 73G  C6   N7   C8   110.88  3.000
 73G  H8   CA   H7   106.21  3.000
 73G  H8   CA   C    110.53  3.000
 73G  H7   CA   C    109.06  3.000
 73G  H8   CA   N7   110.49  3.000
 73G  H7   CA   N7   109.21  3.000
 73G  C    CA   N7   111.19  3.000
 73G  O12  C    O    125.51  3.000
 73G  O    C    CA   123.87  3.000
 73G  O12  C    CA   110.62  3.000
 73G  C13  O12  C    118.33  3.000
 73G  H10  C13  H9   108.05  3.000
 73G  H10  C13  C14  110.92  3.000
 73G  H9   C13  C14  110.95  3.000
 73G  H10  C13  O12  109.24  3.000
 73G  H9   C13  O12  109.74  3.000
 73G  C14  C13  O12  107.93  3.000
 73G  H12  C14  H11  107.00  3.000
 73G  H12  C14  C15  109.65  3.000
 73G  H11  C14  C15  109.40  3.000
 73G  H12  C14  C13  109.75  3.000
 73G  H11  C14  C13  109.64  3.000
 73G  C15  C14  C13  111.29  3.000
 73G  H14  C15  H13  106.18  3.000
 73G  H14  C15  C16  109.68  3.000
 73G  H13  C15  C16  109.55  3.000
 73G  H14  C15  C14  109.39  3.000
 73G  H13  C15  C14  109.67  3.000
 73G  C16  C15  C14  112.19  3.000
 73G  H17  C16  H16  107.57  3.000
 73G  H17  C16  H15  107.65  3.000
 73G  H16  C16  H15  107.70  3.000
 73G  H17  C16  C15  111.15  3.000
 73G  H16  C16  C15  111.16  3.000
 73G  H15  C16  C15  111.43  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
 73G  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 73G  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 73G  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 73G  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 73G  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 73G  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 73G  CONST_07  C6   N7   C8   C9      0.00   0.0  0
 73G  CONST_08  C6   N7   C8   O10   180.00   0.0  0
 73G  CONST_09  CA   N7   C8   C9    180.00   0.0  0
 73G  CONST_10  H3   C2   C1   C9      0.00   0.0  0
 73G  CONST_11  H4   C3   C2   C1    180.00   0.0  0
 73G  CONST_12  H6   C5   C6   C1    180.00   0.0  0
 73G  CONST_13  H5   C4   C3   C2    180.00   0.0  0
 73G  CONST_14  CA   N7   C8   O10     0.00   0.0  0
 73G  Var_01    C    CA   N7   C8    -89.01  30.0  3
 73G  Var_02    O12  C    CA   N7   -176.05  30.0  3
 73G  Var_03    C14  C13  O12  C    -179.93  30.0  3
 73G  Var_04    C15  C14  C13  O12  -176.99  30.0  3
 73G  Var_05    C16  C15  C14  C13  -179.01  30.0  3
 73G  Var_06    H15  C16  C15  C14  -178.93  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
 73G  plan-1  O10  0.020
 73G  plan-1  C8   0.020
 73G  plan-1  C9   0.020
 73G  plan-1  O11  0.020
 73G  plan-1  C1   0.020
 73G  plan-1  C2   0.020
 73G  plan-1  C3   0.020
 73G  plan-1  C4   0.020
 73G  plan-1  C5   0.020
 73G  plan-1  C6   0.020
 73G  plan-1  N7   0.020
 73G  plan-1  CA   0.020
 73G  plan-1  H3   0.020
 73G  plan-1  H4   0.020
 73G  plan-1  H5   0.020
 73G  plan-1  H6   0.020
 73G  plan-2  CA   0.020
 73G  plan-2  C    0.020
 73G  plan-2  O    0.020
 73G  plan-2  O12  0.020

