# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 06:22:58 2020
#   Inital geometry file: a 63 line input string
#   Ligand name: 4,5-dibromo-N-(3-hydroxypropyl)-1H-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCCNC(=O)c1[nH]c(Br)c(Br)c1
#
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
 9Z0  9Z0  4,5-dibromo-N-(3-hydroxypropyl)-1H-pyrrole-2-carboxamide  ligand  24  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9Z0
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
 9Z0  O01   O   O     0  -0.487   2.2751  -2.4779  -0.3655
 9Z0  C02   C   C     0   0.540   2.0588  -1.2878  -0.1775
 9Z0  N03   N   NH1   0  -0.664   3.0382  -0.3804  -0.0383
 9Z0  C04   C   CH2   0  -0.244   4.4381  -0.7548  -0.0733
 9Z0  C05   C   CH2   0  -0.510   5.3167   0.4813   0.0137
 9Z0  C06   C   CH2   0  -0.136   6.7873   0.1107   0.0109
 9Z0  O07   O   OH1   0  -0.673   7.5482   1.2972   0.0598
 9Z0  C08   C   CR5   0   0.214   0.6704  -0.7978  -0.0949
 9Z0  C09   C   CR15  0  -0.312  -0.4551  -1.5724   0.0649
 9Z0  C10   C   CR5   0  -0.157  -1.5539  -0.6954   0.0997
 9Z0  BR1   BR  BR    0  -0.020  -3.3394  -1.1546   0.3180
 9Z0  C12   C   CR5   0   0.153  -1.0673   0.5833  -0.0462
 9Z0  BR2   BR  BR    0   0.039  -1.9902   2.1800  -0.1239
 9Z0  N14   N   NR15  0  -0.662   0.2776   0.5104  -0.1567
 9Z0  H03   H   HNH1  0   0.401   2.8224   0.5483   0.2851
 9Z0  H041  H   HCH2  0   0.236   4.6662  -1.4378   0.7512
 9Z0  H042  H   HCH2  0   0.241   4.6418  -1.2967  -0.9992
 9Z0  H051  H   HCH2  0   0.242   5.1058   1.1443  -0.8302
 9Z0  H052  H   HCH2  0   0.239   5.0846   1.0335   0.9294
 9Z0  H061  H   HCH2  0   0.195   6.9999  -0.5376   0.8712
 9Z0  H062  H   HCH2  0   0.194   7.0140  -0.4751  -0.8899
 9Z0  H07   H   HOH1  0   0.454   8.4782   1.0557   0.0842
 9Z0  H09   H   HCR5  0   0.284  -0.4806  -2.6454   0.1618
 9Z0  H14   H   HNR5  0   0.431   0.8717   1.3054  -0.3380

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
 9Z0  O01  C02   double    1.224  0.020  1.224
 9Z0  C02  N03   single    1.342  0.020  1.342
 9Z0  C02  C08   single    1.475  0.020  1.475
 9Z0  N03  C04   single    1.450  0.020  1.450
 9Z0  C04  C05   single    1.519  0.020  1.519
 9Z0  C05  C06   single    1.517  0.020  1.517
 9Z0  C06  O07   single    1.410  0.020  1.410
 9Z0  C08  C09   aromatic  1.376  0.020  1.376
 9Z0  C08  N14   aromatic  1.367  0.020  1.367
 9Z0  C09  C10   aromatic  1.406  0.020  1.406
 9Z0  C10  BR1   single    1.857  0.020  1.857
 9Z0  C10  C12   aromatic  1.376  0.020  1.376
 9Z0  C12  BR2   single    1.846  0.020  1.846
 9Z0  C12  N14   aromatic  1.351  0.020  1.351
 9Z0  N03  H03   single    0.860  0.020  1.020
 9Z0  C04  H041  single    0.970  0.020  1.090
 9Z0  C04  H042  single    0.970  0.020  1.090
 9Z0  C05  H051  single    0.970  0.020  1.090
 9Z0  C05  H052  single    0.970  0.020  1.090
 9Z0  C06  H061  single    0.970  0.020  1.090
 9Z0  C06  H062  single    0.970  0.020  1.090
 9Z0  O07  H07   single    0.850  0.020  0.980
 9Z0  C09  H09   single    0.930  0.020  1.080
 9Z0  N14  H14   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
 9Z0  C08   C02  N03   117.16  3.000
 9Z0  C08   C02  O01   119.87  3.000
 9Z0  N03   C02  O01   122.97  3.000
 9Z0  H03   N03  C04   116.94  3.000
 9Z0  H03   N03  C02   120.03  3.000
 9Z0  C04   N03  C02   121.84  3.000
 9Z0  H042  C04  H041  106.87  3.000
 9Z0  H042  C04  C05   110.15  3.000
 9Z0  H041  C04  C05   110.12  3.000
 9Z0  H042  C04  N03   109.20  3.000
 9Z0  H041  C04  N03   110.13  3.000
 9Z0  C05   C04  N03   110.30  3.000
 9Z0  H052  C05  H051  107.39  3.000
 9Z0  H052  C05  C06   109.30  3.000
 9Z0  H051  C05  C06   109.49  3.000
 9Z0  H052  C05  C04   109.63  3.000
 9Z0  H051  C05  C04   109.73  3.000
 9Z0  C06   C05  C04   111.22  3.000
 9Z0  H062  C06  H061  106.73  3.000
 9Z0  H062  C06  O07   111.45  3.000
 9Z0  H061  C06  O07   111.41  3.000
 9Z0  H062  C06  C05   109.39  3.000
 9Z0  H061  C06  C05   109.31  3.000
 9Z0  O07   C06  C05   108.51  3.000
 9Z0  H07   O07  C06   108.15  3.000
 9Z0  N14   C08  C09   108.00  3.000
 9Z0  N14   C08  C02   125.86  3.000
 9Z0  C09   C08  C02   126.14  3.000
 9Z0  H09   C09  C10   126.89  3.000
 9Z0  H09   C09  C08   126.18  3.000
 9Z0  C10   C09  C08   106.92  3.000
 9Z0  C12   C10  BR1   125.62  3.000
 9Z0  C12   C10  C09   107.50  3.000
 9Z0  BR1   C10  C09   126.88  3.000
 9Z0  N14   C12  BR2   122.74  3.000
 9Z0  N14   C12  C10   108.09  3.000
 9Z0  BR2   C12  C10   129.16  3.000
 9Z0  H14   N14  C12   123.93  3.000
 9Z0  H14   N14  C08   126.36  3.000
 9Z0  C12   N14  C08   109.50  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
 9Z0  CONST_01  C12  C10  C09  C08    0.00   0.0  0
 9Z0  CONST_02  C10  C12  N14  C08    0.00   0.0  0
 9Z0  CONST_03  C12  N14  C08  C09    0.00   0.0  0
 9Z0  CONST_04  N14  C12  C10  C09    0.00   0.0  0
 9Z0  CONST_05  N14  C08  C09  C10    0.00   0.0  0
 9Z0  CONST_06  C10  C09  C08  C02  180.00   0.0  0
 9Z0  CONST_07  C12  N14  C08  C02  180.00   0.0  0
 9Z0  CONST_08  BR1  C10  C09  C08  180.00   0.0  0
 9Z0  CONST_09  BR2  C12  N14  C08  180.00   0.0  0
 9Z0  CONST_10  BR2  C12  C10  C09  180.00   0.0  0
 9Z0  CONST_11  N14  C12  C10  BR1  180.00   0.0  0
 9Z0  CONST_12  H14  N14  C08  C09  180.00   0.0  0
 9Z0  CONST_13  H09  C09  C10  C12  180.00   0.0  0
 9Z0  CONST_14  C08  C02  N03  C04  180.00   0.0  0
 9Z0  CONST_15  H03  N03  C02  C08    0.00   0.0  0
 9Z0  CONST_16  C04  N03  C02  O01    0.00   0.0  0
 9Z0  Var_01    C09  C08  C02  O01   14.26  30.0  2
 9Z0  Var_02    C05  C04  N03  C02  176.13  30.0  3
 9Z0  Var_03    C06  C05  C04  N03  178.69  30.0  3
 9Z0  Var_04    O07  C06  C05  C04  178.57  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
 9Z0  plan-1  C02  0.020
 9Z0  plan-1  C08  0.020
 9Z0  plan-1  C09  0.020
 9Z0  plan-1  C10  0.020
 9Z0  plan-1  BR1  0.020
 9Z0  plan-1  C12  0.020
 9Z0  plan-1  BR2  0.020
 9Z0  plan-1  N14  0.020
 9Z0  plan-1  H09  0.020
 9Z0  plan-1  H14  0.020
 9Z0  plan-2  O01  0.020
 9Z0  plan-2  C02  0.020
 9Z0  plan-2  N03  0.020
 9Z0  plan-2  C04  0.020
 9Z0  plan-2  C08  0.020
 9Z0  plan-2  H03  0.020

