# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 20:00:36 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: ethyl 2H-indazole-5-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccc2n[nH]cc2c1
#
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
 4W5  4W5  'ethyl 2H-indazole-5-carboxylate'  ligand  24  14  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4W5
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
 4W5  C4   C  CR16  0  -0.320   0.6500  -1.1068  -0.0182
 4W5  C5   C  CR15  0   0.026   3.2334  -1.1846  -0.0358
 4W5  C8   C  CR56  0   0.258   2.2182   0.7894   0.0185
 4W5  C9   C  CR56  0  -0.073   1.9642  -0.6113  -0.0141
 4W5  C13  C  CH2   0  -0.164  -4.0625  -0.2051   0.0008
 4W5  C14  C  CH3   0  -0.668  -4.9182   1.0374   0.0035
 4W5  C1   C  CR16  0  -0.261   1.1399   1.7028   0.0447
 4W5  C2   C  CR16  0  -0.270  -0.1275   1.2004   0.0373
 4W5  C3   C  CR6   0  -0.119  -0.3852  -0.2055   0.0070
 4W5  N6   N  NR15  0  -0.388   4.0822  -0.1596  -0.0151
 4W5  N7   N  N     0  -0.313   3.5257   1.0454   0.0178
 4W5  O11  O  O2    0  -0.465  -2.6900   0.2041   0.0066
 4W5  O12  O  O     0  -0.413  -2.0249  -1.9270  -0.0066
 4W5  H1   H  HCR6  0   0.261   0.4564  -2.1712  -0.0409
 4W5  H2   H  HCR5  0   0.276   3.5679  -2.2072  -0.0663
 4W5  H3   H  HCH2  0   0.228  -4.2673  -0.8218   0.8783
 4W5  H4   H  HCH2  0   0.227  -4.2619  -0.8139  -0.8834
 4W5  H5   H  HCH3  0   0.229  -4.7459   1.6451   0.8914
 4W5  H6   H  HCH3  0   0.228  -4.7395   1.6528  -0.8779
 4W5  H7   H  HCH3  0   0.228  -5.9682   0.7467  -0.0015
 4W5  H8   H  HCR6  0   0.244   1.3166   2.7696   0.0673
 4W5  H9   H  HCR6  0   0.249  -0.9599   1.8891   0.0547
 4W5  H10  H  HNR5  0   0.407   5.0867  -0.2334  -0.0237
 4W5  C10  C  C     0   0.593  -1.7663  -0.7504   0.0018

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
 4W5  C14  C13  single    1.509  0.020  1.509
 4W5  C1   C2   aromatic  1.363  0.020  1.363
 4W5  C1   C8   aromatic  1.413  0.020  1.413
 4W5  C2   C3   aromatic  1.430  0.020  1.430
 4W5  C13  O11  single    1.432  0.020  1.432
 4W5  C8   N7   aromatic  1.332  0.020  1.332
 4W5  C8   C9   aromatic  1.424  0.020  1.424
 4W5  C3   C10  single    1.485  0.020  1.485
 4W5  C3   C4   aromatic  1.373  0.020  1.373
 4W5  N7   N6   aromatic  1.328  0.020  1.328
 4W5  O11  C10  single    1.328  0.020  1.328
 4W5  C10  O12  double    1.205  0.020  1.205
 4W5  C9   C4   aromatic  1.405  0.020  1.405
 4W5  C9   C5   aromatic  1.393  0.020  1.393
 4W5  N6   C5   aromatic  1.331  0.020  1.331
 4W5  C4   H1   single    0.930  0.020  1.080
 4W5  C5   H2   single    0.930  0.020  1.080
 4W5  C13  H3   single    0.970  0.020  1.090
 4W5  C13  H4   single    0.970  0.020  1.090
 4W5  C14  H5   single    0.970  0.020  1.090
 4W5  C14  H6   single    0.970  0.020  1.090
 4W5  C14  H7   single    0.970  0.020  1.090
 4W5  C1   H8   single    0.930  0.020  1.080
 4W5  C2   H9   single    0.930  0.020  1.080
 4W5  N6   H10  single    0.860  0.020  1.020

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
 4W5  H1   C4   C3   120.75  3.000
 4W5  H1   C4   C9   120.96  3.000
 4W5  C3   C4   C9   118.29  3.000
 4W5  H2   C5   N6   122.27  3.000
 4W5  H2   C5   C9   132.43  3.000
 4W5  N6   C5   C9   105.30  3.000
 4W5  N7   C8   C1   128.65  3.000
 4W5  N7   C8   C9   111.35  3.000
 4W5  C1   C8   C9   120.00  3.000
 4W5  C8   C9   C5   104.05  3.000
 4W5  C5   C9   C4   135.02  3.000
 4W5  C8   C9   C4   120.93  3.000
 4W5  H4   C13  H3   107.55  3.000
 4W5  H4   C13  O11  109.73  3.000
 4W5  H3   C13  O11  109.75  3.000
 4W5  H4   C13  C14  110.91  3.000
 4W5  H3   C13  C14  110.93  3.000
 4W5  O11  C13  C14  107.96  3.000
 4W5  H7   C14  H6   107.76  3.000
 4W5  H7   C14  H5   107.76  3.000
 4W5  H6   C14  H5   108.55  3.000
 4W5  H7   C14  C13  109.08  3.000
 4W5  H6   C14  C13  111.75  3.000
 4W5  H5   C14  C13  111.78  3.000
 4W5  H8   C1   C2   121.03  3.000
 4W5  H8   C1   C8   120.87  3.000
 4W5  C2   C1   C8   118.10  3.000
 4W5  H9   C2   C3   119.23  3.000
 4W5  H9   C2   C1   118.77  3.000
 4W5  C3   C2   C1   122.01  3.000
 4W5  C2   C3   C10  121.91  3.000
 4W5  C10  C3   C4   117.42  3.000
 4W5  C2   C3   C4   120.67  3.000
 4W5  H10  N6   N7   118.99  3.000
 4W5  H10  N6   C5   125.41  3.000
 4W5  N7   N6   C5   115.60  3.000
 4W5  N6   N7   C8   103.70  3.000
 4W5  C13  O11  C10  117.46  3.000
 4W5  O12  C10  O11  123.54  3.000
 4W5  O12  C10  C3   123.93  3.000
 4W5  O11  C10  C3   112.53  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
 4W5  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 4W5  CONST_02  C1   C8   C9   C4      0.00   0.0  0
 4W5  CONST_03  N7   C8   C9   C4    180.00   0.0  0
 4W5  CONST_04  N6   C5   C9   C4    180.00   0.0  0
 4W5  CONST_05  C1   C8   C9   C5    180.00   0.0  0
 4W5  CONST_06  N7   C8   C9   C5      0.00   0.0  0
 4W5  CONST_07  C3   C4   C9   C5    180.00   0.0  0
 4W5  CONST_08  C8   N7   N6   C5      0.00   0.0  0
 4W5  CONST_09  C3   C2   C1   C8      0.00   0.0  0
 4W5  CONST_10  C3   C4   C9   C8      0.00   0.0  0
 4W5  CONST_11  N6   C5   C9   C8      0.00   0.0  0
 4W5  CONST_12  C2   C1   C8   C9      0.00   0.0  0
 4W5  CONST_13  N6   N7   C8   C9      0.00   0.0  0
 4W5  CONST_14  C2   C3   C4   C9      0.00   0.0  0
 4W5  CONST_15  N7   N6   C5   C9      0.00   0.0  0
 4W5  CONST_16  N6   N7   C8   C1    180.00   0.0  0
 4W5  CONST_17  N7   C8   C1   C2    180.00   0.0  0
 4W5  CONST_18  C10  C3   C4   C9    180.00   0.0  0
 4W5  CONST_19  C1   C2   C3   C10   180.00   0.0  0
 4W5  CONST_20  H9   C2   C3   C4    180.00   0.0  0
 4W5  CONST_21  H2   C5   C9   C4      0.00   0.0  0
 4W5  CONST_22  H1   C4   C9   C5      0.00   0.0  0
 4W5  CONST_23  H10  N6   N7   C8    180.00   0.0  0
 4W5  CONST_24  H8   C1   C8   C9    180.00   0.0  0
 4W5  Var_01    O11  C10  C3   C4   -179.01  30.0  2
 4W5  Var_02    C3   C10  O11  C13   179.94  30.0  3
 4W5  Var_03    C14  C13  O11  C10  -179.83  30.0  1
 4W5  Var_04    H5   C14  C13  O11   -60.98  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
 4W5  plan-1  C4   0.020
 4W5  plan-1  C5   0.020
 4W5  plan-1  C8   0.020
 4W5  plan-1  C9   0.020
 4W5  plan-1  C1   0.020
 4W5  plan-1  C2   0.020
 4W5  plan-1  C3   0.020
 4W5  plan-1  N6   0.020
 4W5  plan-1  N7   0.020
 4W5  plan-1  H1   0.020
 4W5  plan-1  H2   0.020
 4W5  plan-1  H8   0.020
 4W5  plan-1  H9   0.020
 4W5  plan-1  H10  0.020
 4W5  plan-1  C10  0.020
 4W5  plan-2  C3   0.020
 4W5  plan-2  O11  0.020
 4W5  plan-2  O12  0.020
 4W5  plan-2  C10  0.020

