# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 11:45:32 2022
#   Inital geometry file: a 85 line input string
#   Ligand name: ethyl 5'-formyl[2,2'-bipyridine]-5-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccc(nc1)c2ccc(C=O)cn2
#
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
 I6W  I6W  "ethyl 5'-formyl[2,2'-bipyridine]-5-carboxylate"  ligand  31  19  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I6W
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
 I6W  C05   C  CR16  0  -0.276  14.7073  14.3972  24.7023
 I6W  C08   C  CR6   0   0.214  16.0890  14.5982  24.7410
 I6W  C09   C  CR6   0   0.214  16.8142  14.6513  26.0311
 I6W  N10   N  N     0  -0.429  16.0831  14.5103  27.1341
 I6W  C03   C  CR6   0  -0.102  14.8416  14.5217  22.3222
 I6W  C04   C  CR16  0  -0.149  14.0782  14.3600  23.4756
 I6W  C06   C  CR16  0  -0.069  16.2117  14.7143  22.4678
 I6W  C11   C  CR16  0  -0.057  16.6798  14.5581  28.3112
 I6W  C12   C  CR6   0  -0.172  18.0525  14.7494  28.4602
 I6W  C13   C  C     0   0.606  18.7223  14.8109  29.7844
 I6W  C15   C  CH2   0  -0.200  18.3697  14.7377  32.1312
 I6W  C16   C  CH3   0  -0.688  18.9039  13.3946  32.5760
 I6W  C18   C  CR16  0  -0.141  18.8149  14.8902  27.3062
 I6W  C19   C  CR16  0  -0.279  18.1933  14.8425  26.0738
 I6W  N07   N  N     0  -0.429  16.8195  14.7528  23.6396
 I6W  O01   O  O     0  -0.367  13.0716  14.3325  20.7609
 I6W  O14   O  O2    0  -0.461  17.8675  14.7001  30.7846
 I6W  O17   O  O     0  -0.435  19.9130  14.9558  29.9120
 I6W  H051  H  HCR6  0   0.282  14.1493  14.2755  25.6188
 I6W  H1    H  H     0   0.206  14.9683  14.6339  20.1515
 I6W  H041  H  HCR6  0   0.283  13.0085  14.2073  23.4117
 I6W  H061  H  HCR6  0   0.280  16.8391  14.8424  21.5906
 I6W  H111  H  HCR6  0   0.276  16.0366  14.4383  29.1744
 I6W  H152  H  HCH2  0   0.241  19.1250  15.5186  32.2270
 I6W  H151  H  HCH2  0   0.252  17.5093  15.0275  32.7318
 I6W  H162  H  HCH3  0   0.243  19.1817  13.4558  33.6285
 I6W  H163  H  HCH3  0   0.238  18.1485  12.6155  32.4755
 I6W  H161  H  HCH3  0   0.239  19.7889  13.0974  32.0153
 I6W  H181  H  HCR6  0   0.279  19.8845  15.0385  27.3701
 I6W  H191  H  HCR6  0   0.281  18.7606  14.9516  25.1614
 I6W  C02   C  C1    0   0.119  14.2487  14.4938  20.9768

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
 I6W  O01  C02   double    1.207  0.020  1.207
 I6W  C02  C03   single    1.471  0.020  1.471
 I6W  C03  C06   aromatic  1.391  0.020  1.391
 I6W  C03  C04   aromatic  1.393  0.020  1.393
 I6W  C06  N07   aromatic  1.321  0.020  1.321
 I6W  C04  C05   aromatic  1.379  0.020  1.379
 I6W  N07  C08   aromatic  1.331  0.020  1.331
 I6W  C05  C08   aromatic  1.397  0.020  1.397
 I6W  C08  C09   single    1.481  0.020  1.481
 I6W  C09  C19   aromatic  1.393  0.020  1.393
 I6W  C09  N10   aromatic  1.331  0.020  1.331
 I6W  C19  C18   aromatic  1.381  0.020  1.381
 I6W  N10  C11   aromatic  1.321  0.020  1.321
 I6W  C18  C12   aromatic  1.390  0.020  1.390
 I6W  C11  C12   aromatic  1.394  0.020  1.394
 I6W  C12  C13   single    1.485  0.020  1.485
 I6W  C13  O17   double    1.206  0.020  1.206
 I6W  C13  O14   single    1.320  0.020  1.320
 I6W  O14  C15   single    1.438  0.020  1.438
 I6W  C15  C16   single    1.512  0.020  1.512
 I6W  C05  H051  single    0.930  0.020  1.080
 I6W  C02  H1    single    0.930  0.020  1.080
 I6W  C04  H041  single    0.930  0.020  1.080
 I6W  C06  H061  single    0.930  0.020  1.080
 I6W  C11  H111  single    0.930  0.020  1.080
 I6W  C15  H152  single    0.970  0.020  1.090
 I6W  C15  H151  single    0.970  0.020  1.090
 I6W  C16  H162  single    0.970  0.020  1.090
 I6W  C16  H163  single    0.970  0.020  1.090
 I6W  C16  H161  single    0.970  0.020  1.090
 I6W  C18  H181  single    0.930  0.020  1.080
 I6W  C19  H191  single    0.930  0.020  1.080

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
 I6W  H051  C05  C04   121.07  3.000
 I6W  H051  C05  C08   120.26  3.000
 I6W  C04   C05  C08   118.67  3.000
 I6W  N07   C08  C09   116.62  3.000
 I6W  C09   C08  C05   120.91  3.000
 I6W  N07   C08  C05   122.47  3.000
 I6W  C19   C09  N10   122.22  3.000
 I6W  N10   C09  C08   116.69  3.000
 I6W  C19   C09  C08   121.09  3.000
 I6W  C11   N10  C09   119.12  3.000
 I6W  C06   C03  C04   117.99  3.000
 I6W  C04   C03  C02   122.31  3.000
 I6W  C06   C03  C02   119.70  3.000
 I6W  H041  C04  C03   120.61  3.000
 I6W  H041  C04  C05   120.47  3.000
 I6W  C03   C04  C05   118.91  3.000
 I6W  H061  C06  N07   116.58  3.000
 I6W  H061  C06  C03   120.05  3.000
 I6W  N07   C06  C03   123.38  3.000
 I6W  H111  C11  C12   120.98  3.000
 I6W  H111  C11  N10   115.98  3.000
 I6W  C12   C11  N10   123.04  3.000
 I6W  C18   C12  C13   119.25  3.000
 I6W  C13   C12  C11   123.03  3.000
 I6W  C18   C12  C11   117.72  3.000
 I6W  O17   C13  O14   124.68  3.000
 I6W  O14   C13  C12   112.33  3.000
 I6W  O17   C13  C12   122.99  3.000
 I6W  H151  C15  H152  107.96  3.000
 I6W  H151  C15  O14   104.34  3.000
 I6W  H152  C15  O14   110.05  3.000
 I6W  H151  C15  C16   110.69  3.000
 I6W  H152  C15  C16   111.43  3.000
 I6W  O14   C15  C16   112.06  3.000
 I6W  H161  C16  H163  108.71  3.000
 I6W  H161  C16  H162  107.77  3.000
 I6W  H163  C16  H162  107.80  3.000
 I6W  H161  C16  C15   112.21  3.000
 I6W  H163  C16  C15   111.28  3.000
 I6W  H162  C16  C15   108.91  3.000
 I6W  H181  C18  C19   120.16  3.000
 I6W  H181  C18  C12   120.47  3.000
 I6W  C19   C18  C12   119.37  3.000
 I6W  H191  C19  C18   120.93  3.000
 I6W  H191  C19  C09   120.54  3.000
 I6W  C18   C19  C09   118.53  3.000
 I6W  C06   N07  C08   118.58  3.000
 I6W  C15   O14  C13   118.76  3.000
 I6W  H1    C02  O01   121.25  3.000
 I6W  H1    C02  C03   114.76  3.000
 I6W  O01   C02  C03   123.99  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
 I6W  CONST_01  C06   C03  C04  C05     0.00   0.0  0
 I6W  CONST_02  C06   N07  C08  C05     0.00   0.0  0
 I6W  CONST_03  C19   C09  C08  C05   180.00   0.0  0
 I6W  CONST_04  N10   C09  C08  C05     0.00   0.0  0
 I6W  CONST_05  C03   C06  N07  C08     0.00   0.0  0
 I6W  CONST_06  C03   C04  C05  C08     0.00   0.0  0
 I6W  CONST_07  C18   C19  C09  C08   180.00   0.0  0
 I6W  CONST_08  C11   N10  C09  C08   180.00   0.0  0
 I6W  CONST_09  C06   N07  C08  C09   180.00   0.0  0
 I6W  CONST_10  C04   C05  C08  C09   180.00   0.0  0
 I6W  CONST_11  C12   C18  C19  C09     0.00   0.0  0
 I6W  CONST_12  C12   C11  N10  C09     0.00   0.0  0
 I6W  CONST_13  N07   C08  C09  N10   180.00   0.0  0
 I6W  CONST_14  C18   C19  C09  N10     0.00   0.0  0
 I6W  CONST_15  C18   C12  C11  N10     0.00   0.0  0
 I6W  CONST_16  N07   C06  C03  C04     0.00   0.0  0
 I6W  CONST_17  N07   C08  C05  C04     0.00   0.0  0
 I6W  CONST_18  C19   C09  N10  C11     0.00   0.0  0
 I6W  CONST_19  C19   C18  C12  C11     0.00   0.0  0
 I6W  CONST_20  N07   C08  C09  C19     0.00   0.0  0
 I6W  CONST_21  C02   C03  C04  C05   180.00   0.0  0
 I6W  CONST_22  C13   C12  C11  N10   180.00   0.0  0
 I6W  CONST_23  N07   C06  C03  C02   180.00   0.0  0
 I6W  CONST_24  C19   C18  C12  C13   180.00   0.0  0
 I6W  CONST_25  H061  C06  N07  C08   180.00   0.0  0
 I6W  CONST_26  H041  C04  C05  C08   180.00   0.0  0
 I6W  CONST_27  H191  C19  C09  C08     0.00   0.0  0
 I6W  CONST_28  H051  C05  C08  C09     0.00   0.0  0
 I6W  CONST_29  H181  C18  C19  C09   180.00   0.0  0
 I6W  CONST_30  H111  C11  N10  C09   180.00   0.0  0
 I6W  CONST_31  H191  C19  C09  N10   180.00   0.0  0
 I6W  CONST_32  H051  C05  C04  C03   180.00   0.0  0
 I6W  CONST_33  H061  C06  C03  C04   180.00   0.0  0
 I6W  CONST_34  H041  C04  C03  C06   180.00   0.0  0
 I6W  CONST_35  H181  C18  C12  C11   180.00   0.0  0
 I6W  CONST_36  H191  C19  C18  C12   180.00   0.0  0
 I6W  CONST_37  H111  C11  C12  C18   180.00   0.0  0
 I6W  CONST_38  H051  C05  C08  N07   180.00   0.0  0
 I6W  Var_01    O01   C02  C03  C04     0.06  30.0  2
 I6W  Var_02    O01   C02  C03  C06  -179.98  30.0  2
 I6W  Var_03    O17   C13  C12  C11   178.82  30.0  2
 I6W  Var_04    O14   C13  C12  C11    -1.69  30.0  2
 I6W  Var_05    O17   C13  C12  C18    -1.32  30.0  2
 I6W  Var_06    O14   C13  C12  C18   178.18  30.0  2
 I6W  Var_07    H1    C02  C03  C04  -179.95  30.0  2
 I6W  Var_08    H1    C02  C03  C06     0.01  30.0  2
 I6W  Var_09    C15   O14  C13  C12   179.81  30.0  3
 I6W  Var_10    C16   C15  O14  C13   -82.07  30.0  3
 I6W  Var_11    O17   C13  O14  C15    -0.70  30.0  2
 I6W  Var_12    H152  C15  O14  C13    42.52  30.0  3
 I6W  Var_13    H151  C15  O14  C13   158.12  30.0  3
 I6W  Var_14    H162  C16  C15  O14  -174.66  30.0  3
 I6W  Var_15    H163  C16  C15  O14   -55.95  30.0  3
 I6W  Var_16    H161  C16  C15  O14    66.11  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
 I6W  plan-1  C08   0.020
 I6W  plan-1  C09   0.020
 I6W  plan-1  N10   0.020
 I6W  plan-1  C11   0.020
 I6W  plan-1  C12   0.020
 I6W  plan-1  C13   0.020
 I6W  plan-1  C18   0.020
 I6W  plan-1  C19   0.020
 I6W  plan-1  H111  0.020
 I6W  plan-1  H181  0.020
 I6W  plan-1  H191  0.020
 I6W  plan-2  C05   0.020
 I6W  plan-2  C08   0.020
 I6W  plan-2  C09   0.020
 I6W  plan-2  C03   0.020
 I6W  plan-2  C04   0.020
 I6W  plan-2  C06   0.020
 I6W  plan-2  N07   0.020
 I6W  plan-2  H051  0.020
 I6W  plan-2  H041  0.020
 I6W  plan-2  H061  0.020
 I6W  plan-2  C02   0.020
 I6W  plan-3  C03   0.020
 I6W  plan-3  O01   0.020
 I6W  plan-3  H1    0.020
 I6W  plan-3  C02   0.020
 I6W  plan-4  C12   0.020
 I6W  plan-4  C13   0.020
 I6W  plan-4  O14   0.020
 I6W  plan-4  O17   0.020

