# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 04:05:09 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 5-butoxy-3-iodanyl-2-oxidanyl-4-pyrrol-1-yl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOc1cc(C(O)=O)c(O)c(I)c1n2cccc2
#
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
 9GQ  9GQ  '5-butoxy-3-iodanyl-2-oxidanyl-4-pyrrol-1-yl-benzoic acid'  ligand  37  21  .  2022-07-24  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_9GQ
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
 9GQ  C10  C  CH2   0  -0.431   6.2115  -0.4937   0.0844
 9GQ  C13  C  CR15  0  -0.361   0.1871  -3.8799  -0.6611
 9GQ  C15  C  CH3   0  -0.662   7.2737  -1.5832   0.0810
 9GQ  C01  C  CR16  0  -0.423   1.4437   1.6437   0.0641
 9GQ  C02  C  CR6   0   0.404   1.4008   0.2627   0.0583
 9GQ  C03  C  CR6   0   0.266   0.1486  -0.3750   0.0255
 9GQ  C04  C  CR6   0  -0.386  -1.0183   0.3688  -0.0060
 9GQ  C05  C  CR6   0   0.416  -0.9874   1.7686   0.0061
 9GQ  C06  C  CR6   0  -0.209   0.2660   2.3972   0.0408
 9GQ  C07  C  C     0   0.610   0.3103   3.8702   0.0496
 9GQ  C08  C  CH2   0  -0.180   3.7633   0.0452   0.0858
 9GQ  C09  C  CH2   0  -0.447   4.7957  -1.0602   0.0846
 9GQ  C11  C  CR15  0  -0.060  -0.0891  -2.5595   1.1359
 9GQ  C12  C  CR15  0  -0.358  -0.0493  -3.8687   0.7400
 9GQ  C14  C  CR15  0  -0.050   0.2859  -2.5771  -1.0680
 9GQ  I01  I  I     0   0.120  -2.8758  -0.5852  -0.0993
 9GQ  N01  N  NR5   0  -0.488   0.1104  -1.7801   0.0293
 9GQ  O01  O  OH1   0  -0.610  -2.1397   2.4283  -0.0217
 9GQ  O02  O  OH1   0  -0.578   1.5241   4.3739   0.0785
 9GQ  O03  O  O     0  -0.478  -0.6925   4.5645   0.0304
 9GQ  O04  O  O2    0  -0.453   2.4699  -0.5442   0.0846
 9GQ  H1   H  HCH2  0   0.220   6.3464   0.1486   0.9597
 9GQ  H2   H  HCH2  0   0.220   6.3447   0.1520  -0.7886
 9GQ  H4   H  HCH3  0   0.230   8.2775  -1.1580   0.0817
 9GQ  H5   H  HCH3  0   0.220   7.1846  -2.2239   0.9598
 9GQ  H6   H  HCH3  0   0.220   7.1840  -2.2188  -0.8014
 9GQ  H7   H  HCR6  0   0.308   2.3916   2.1606   0.0948
 9GQ  H8   H  HCH2  0   0.225   3.8858   0.6811   0.9705
 9GQ  H9   H  HCH2  0   0.225   3.8856   0.6825  -0.7978
 9GQ  H10  H  HCH2  0   0.230   4.6531  -1.6948  -0.7951
 9GQ  H11  H  HCH2  0   0.230   4.6542  -1.6969   0.9630
 9GQ  H12  H  HCR5  0   0.280  -0.2460  -2.1165   2.1060
 9GQ  H13  H  HCR5  0   0.244  -0.1775  -4.7247   1.3835
 9GQ  H14  H  HCR5  0   0.278   0.4598  -2.1499  -2.0421
 9GQ  H15  H  HOH1  0   0.485  -1.9385   3.3898  -0.0100
 9GQ  H16  H  HOH1  0   0.498   1.4906   5.3430   0.0797
 9GQ  H3   H  HCR5  0   0.244   0.2753  -4.7462  -1.2975

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
 9GQ  C15  C10  single    1.522  0.020  1.522
 9GQ  C10  C09  single    1.525  0.020  1.525
 9GQ  C09  C08  single    1.512  0.020  1.512
 9GQ  C08  O04  single    1.421  0.020  1.421
 9GQ  O03  C07  double    1.220  0.020  1.220
 9GQ  O04  C02  single    1.340  0.020  1.340
 9GQ  C07  O02  single    1.314  0.020  1.314
 9GQ  C07  C06  single    1.474  0.020  1.474
 9GQ  C01  C02  aromatic  1.382  0.020  1.382
 9GQ  C01  C06  aromatic  1.398  0.020  1.398
 9GQ  C02  C03  aromatic  1.406  0.020  1.406
 9GQ  C06  C05  aromatic  1.403  0.020  1.403
 9GQ  C03  N01  single    1.406  0.020  1.406
 9GQ  C03  C04  aromatic  1.384  0.020  1.384
 9GQ  C05  C04  aromatic  1.400  0.020  1.400
 9GQ  C05  O01  single    1.328  0.020  1.328
 9GQ  N01  C11  aromatic  1.368  0.020  1.368
 9GQ  N01  C14  aromatic  1.368  0.020  1.368
 9GQ  C04  I01  single    2.090  0.020  2.090
 9GQ  C11  C12  aromatic  1.368  0.020  1.368
 9GQ  C14  C13  aromatic  1.368  0.020  1.368
 9GQ  C12  C13  aromatic  1.421  0.020  1.421
 9GQ  C10  H1   single    0.970  0.020  1.090
 9GQ  C10  H2   single    0.970  0.020  1.090
 9GQ  C13  H3   single    0.930  0.020  1.080
 9GQ  C15  H4   single    0.970  0.020  1.090
 9GQ  C15  H5   single    0.970  0.020  1.090
 9GQ  C15  H6   single    0.970  0.020  1.090
 9GQ  C01  H7   single    0.930  0.020  1.080
 9GQ  C08  H8   single    0.970  0.020  1.090
 9GQ  C08  H9   single    0.970  0.020  1.090
 9GQ  C09  H10  single    0.970  0.020  1.090
 9GQ  C09  H11  single    0.970  0.020  1.090
 9GQ  C11  H12  single    0.930  0.020  1.080
 9GQ  C12  H13  single    0.930  0.020  1.080
 9GQ  C14  H14  single    0.930  0.020  1.080
 9GQ  O01  H15  single    0.850  0.020  0.980
 9GQ  O02  H16  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
 9GQ  H2   C10  H1   106.08  3.000
 9GQ  H2   C10  C09  109.41  3.000
 9GQ  H1   C10  C09  109.42  3.000
 9GQ  H2   C10  C15  109.62  3.000
 9GQ  H1   C10  C15  109.64  3.000
 9GQ  C09  C10  C15  112.47  3.000
 9GQ  H3   C13  C14  125.68  3.000
 9GQ  H3   C13  C12  127.00  3.000
 9GQ  C14  C13  C12  107.32  3.000
 9GQ  H6   C15  H5   107.61  3.000
 9GQ  H6   C15  H4   107.66  3.000
 9GQ  H5   C15  H4   107.67  3.000
 9GQ  H6   C15  C10  111.20  3.000
 9GQ  H5   C15  C10  111.20  3.000
 9GQ  H4   C15  C10  111.32  3.000
 9GQ  H7   C01  C06  118.79  3.000
 9GQ  H7   C01  C02  120.38  3.000
 9GQ  C06  C01  C02  120.83  3.000
 9GQ  O04  C02  C03  115.99  3.000
 9GQ  C03  C02  C01  118.76  3.000
 9GQ  O04  C02  C01  125.25  3.000
 9GQ  N01  C03  C04  120.95  3.000
 9GQ  C04  C03  C02  120.52  3.000
 9GQ  N01  C03  C02  118.53  3.000
 9GQ  I01  C04  C05  118.44  3.000
 9GQ  I01  C04  C03  120.33  3.000
 9GQ  C05  C04  C03  121.22  3.000
 9GQ  O01  C05  C06  123.58  3.000
 9GQ  O01  C05  C04  118.51  3.000
 9GQ  C06  C05  C04  117.90  3.000
 9GQ  C07  C06  C05  118.36  3.000
 9GQ  C05  C06  C01  120.76  3.000
 9GQ  C07  C06  C01  120.88  3.000
 9GQ  O03  C07  O02  122.78  3.000
 9GQ  O02  C07  C06  114.26  3.000
 9GQ  O03  C07  C06  122.96  3.000
 9GQ  H9   C08  H8   107.50  3.000
 9GQ  H9   C08  O04  109.99  3.000
 9GQ  H8   C08  O04  110.05  3.000
 9GQ  H9   C08  C09  110.37  3.000
 9GQ  H8   C08  C09  110.39  3.000
 9GQ  O04  C08  C09  108.54  3.000
 9GQ  H11  C09  H10  106.92  3.000
 9GQ  H11  C09  C08  109.66  3.000
 9GQ  H10  C09  C08  109.62  3.000
 9GQ  H11  C09  C10  109.65  3.000
 9GQ  H10  C09  C10  109.65  3.000
 9GQ  C08  C09  C10  111.24  3.000
 9GQ  H12  C11  N01  121.00  3.000
 9GQ  H12  C11  C12  131.14  3.000
 9GQ  N01  C11  C12  107.86  3.000
 9GQ  H13  C12  C11  125.68  3.000
 9GQ  H13  C12  C13  127.00  3.000
 9GQ  C11  C12  C13  107.32  3.000
 9GQ  H14  C14  N01  120.99  3.000
 9GQ  H14  C14  C13  131.13  3.000
 9GQ  N01  C14  C13  107.88  3.000
 9GQ  C14  N01  C11  109.62  3.000
 9GQ  C14  N01  C03  125.24  3.000
 9GQ  C11  N01  C03  125.14  3.000
 9GQ  H15  O01  C05  107.96  3.000
 9GQ  H16  O02  C07  110.56  3.000
 9GQ  C08  O04  C02  118.46  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
 9GQ  CONST_01  C03  N01  C14  C13   180.00   0.0  0
 9GQ  CONST_02  C11  N01  C14  C13     0.00   0.0  0
 9GQ  CONST_03  N01  C11  C12  C13     0.00   0.0  0
 9GQ  CONST_04  N01  C03  C02  C01   180.00   0.0  0
 9GQ  CONST_05  C04  C03  C02  C01     0.00   0.0  0
 9GQ  CONST_06  C04  C05  C06  C01     0.00   0.0  0
 9GQ  CONST_07  C05  C06  C01  C02     0.00   0.0  0
 9GQ  CONST_10  C05  C04  C03  C02     0.00   0.0  0
 9GQ  CONST_11  C06  C01  C02  C03     0.00   0.0  0
 9GQ  CONST_12  C12  C11  N01  C03   180.00   0.0  0
 9GQ  CONST_13  C06  C05  C04  C03     0.00   0.0  0
 9GQ  CONST_16  N01  C03  C04  C05   180.00   0.0  0
 9GQ  CONST_17  C14  C13  C12  C11     0.00   0.0  0
 9GQ  CONST_18  C14  N01  C11  C12     0.00   0.0  0
 9GQ  CONST_19  N01  C14  C13  C12     0.00   0.0  0
 9GQ  CONST_20  O01  C05  C06  C01   180.00   0.0  0
 9GQ  CONST_21  C07  C06  C01  C02   180.00   0.0  0
 9GQ  CONST_22  I01  C04  C03  C02   180.00   0.0  0
 9GQ  CONST_23  O01  C05  C04  C03   180.00   0.0  0
 9GQ  CONST_24  O04  C02  C03  C04   180.00   0.0  0
 9GQ  CONST_25  C07  C06  C05  C04   180.00   0.0  0
 9GQ  CONST_26  O04  C02  C01  C06   180.00   0.0  0
 9GQ  CONST_27  I01  C04  C05  C06   180.00   0.0  0
 9GQ  CONST_28  N01  C03  C04  I01     0.00   0.0  0
 9GQ  CONST_29  O04  C02  C03  N01     0.00   0.0  0
 9GQ  CONST_30  H12  C11  C12  C13   180.00   0.0  0
 9GQ  CONST_31  H7   C01  C02  C03   180.00   0.0  0
 9GQ  CONST_32  H14  C14  N01  C03     0.00   0.0  0
 9GQ  CONST_33  H3   C13  C12  C11   180.00   0.0  0
 9GQ  CONST_34  H13  C12  C13  C14   180.00   0.0  0
 9GQ  CONST_35  H16  O02  C07  C06   180.00   0.0  0
 9GQ  Var_01    O03  C07  C06  C01  -179.98  30.0  2
 9GQ  Var_02    C09  C08  O04  C02  -178.68  30.0  1
 9GQ  Var_03    O04  C08  C09  C10   179.94  30.0  3
 9GQ  Var_04    C08  C09  C10  C15  -179.91  30.0  3
 9GQ  Var_05    H4   C15  C10  C09  -179.96  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
 9GQ  plan-1  C13  0.020
 9GQ  plan-1  C03  0.020
 9GQ  plan-1  C11  0.020
 9GQ  plan-1  C12  0.020
 9GQ  plan-1  C14  0.020
 9GQ  plan-1  N01  0.020
 9GQ  plan-1  H12  0.020
 9GQ  plan-1  H13  0.020
 9GQ  plan-1  H14  0.020
 9GQ  plan-1  H3   0.020
 9GQ  plan-2  C01  0.020
 9GQ  plan-2  C02  0.020
 9GQ  plan-2  C03  0.020
 9GQ  plan-2  C04  0.020
 9GQ  plan-2  C05  0.020
 9GQ  plan-2  C06  0.020
 9GQ  plan-2  C07  0.020
 9GQ  plan-2  I01  0.020
 9GQ  plan-2  N01  0.020
 9GQ  plan-2  O01  0.020
 9GQ  plan-2  O04  0.020
 9GQ  plan-2  H7   0.020
 9GQ  plan-3  C06  0.020
 9GQ  plan-3  C07  0.020
 9GQ  plan-3  O02  0.020
 9GQ  plan-3  O03  0.020
 9GQ  plan-3  H16  0.020

