# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 13:03:32 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 3-chloranyl-4-pyridin-4-yl-1~{H}-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1[nH]cc(c1Cl)c2ccncc2
#
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
 8D6  8D6  3-chloranyl-4-pyridin-4-yl-1~{H}-pyrrole-2-carboxamide  ligand  23  15  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8D6
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
 8D6  C10   C   CR6   0   0.168  -1.7351  -0.3289   0.0872
 8D6  C15   C   CR16  0  -0.385  -2.5992  -1.1835  -0.5987
 8D6  N01   N   NH2   0  -0.818   4.2779  -0.9269  -0.1277
 8D6  O03   O   O     0  -0.468   3.6461   1.1421   0.5323
 8D6  C04   C   CR5   0   0.281   1.9616  -0.4617   0.2127
 8D6  C05   C   CR5   0  -0.232   0.7966   0.2735   0.1526
 8D6  CL06  CL  CL    0  -0.128   0.6975   1.9723  -0.0204
 8D6  C07   C   CR5   0   0.124  -0.3048  -0.6172   0.1518
 8D6  C08   C   CR15  0  -0.064   0.2451  -1.8832   0.2282
 8D6  N09   N   NR15  0  -0.641   1.5835  -1.7748   0.2575
 8D6  C11   C   CR16  0  -0.383  -2.3108   0.7751   0.7161
 8D6  C12   C   CR16  0  -0.062  -3.6803   0.9652   0.6262
 8D6  N13   N   N     0  -0.410  -4.5014   0.1498  -0.0257
 8D6  C14   C   CR16  0  -0.060  -3.9555  -0.9059  -0.6196
 8D6  H1    H   HCR6  0   0.266  -2.2233  -2.0516  -1.1242
 8D6  H2    H   HNH2  0   0.408   4.0350  -1.7670  -0.6248
 8D6  H3    H   HNH2  0   0.409   5.2456  -0.6504  -0.1763
 8D6  H4    H   HCR5  0   0.301  -0.2413  -2.8423   0.3001
 8D6  H5    H   HNR5  0   0.429   2.2037  -2.5560   0.4057
 8D6  H6    H   HCR6  0   0.261  -1.7176   1.4723   1.2899
 8D6  H7    H   HCR6  0   0.264  -4.1341   1.8203   1.1148
 8D6  H8    H   HCR6  0   0.264  -4.6309  -1.5686  -1.1495
 8D6  C02   C   C     0   0.476   3.3599  -0.0018   0.2139

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
 8D6  O03   C02  double    1.221  0.020  1.221
 8D6  CL06  C05  single    1.710  0.020  1.710
 8D6  C02   N01  single    1.347  0.020  1.347
 8D6  C02   C04  single    1.472  0.020  1.472
 8D6  C04   C05  aromatic  1.379  0.020  1.379
 8D6  C04   N09  aromatic  1.367  0.020  1.367
 8D6  C05   C07  aromatic  1.416  0.020  1.416
 8D6  C11   C12  aromatic  1.386  0.020  1.386
 8D6  C11   C10  aromatic  1.395  0.020  1.395
 8D6  N09   C08  aromatic  1.343  0.020  1.343
 8D6  C12   N13  aromatic  1.328  0.020  1.328
 8D6  C07   C10  single    1.461  0.020  1.461
 8D6  C07   C08  aromatic  1.382  0.020  1.382
 8D6  C10   C15  aromatic  1.396  0.020  1.396
 8D6  N13   C14  aromatic  1.329  0.020  1.329
 8D6  C15   C14  aromatic  1.385  0.020  1.385
 8D6  C15   H1   single    0.930  0.020  1.080
 8D6  N01   H2   single    0.890  0.020  1.040
 8D6  N01   H3   single    0.890  0.020  1.040
 8D6  C08   H4   single    0.930  0.020  1.080
 8D6  N09   H5   single    0.860  0.020  1.020
 8D6  C11   H6   single    0.930  0.020  1.080
 8D6  C12   H7   single    0.930  0.020  1.080
 8D6  C14   H8   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
 8D6  C11   C10  C07   122.72  3.000
 8D6  C07   C10  C15   120.48  3.000
 8D6  C11   C10  C15   116.79  3.000
 8D6  H1    C15  C14   119.59  3.000
 8D6  H1    C15  C10   120.99  3.000
 8D6  C14   C15  C10   119.42  3.000
 8D6  H3    N01  H2    115.93  3.000
 8D6  H3    N01  C02   118.57  3.000
 8D6  H2    N01  C02   122.29  3.000
 8D6  N09   C04  C05   106.26  3.000
 8D6  N09   C04  C02   124.25  3.000
 8D6  C05   C04  C02   129.49  3.000
 8D6  C07   C05  CL06  125.41  3.000
 8D6  C07   C05  C04   108.76  3.000
 8D6  CL06  C05  C04   125.66  3.000
 8D6  C08   C07  C05   105.46  3.000
 8D6  C08   C07  C10   124.95  3.000
 8D6  C05   C07  C10   129.59  3.000
 8D6  H4    C08  N09   121.34  3.000
 8D6  H4    C08  C07   129.72  3.000
 8D6  N09   C08  C07   108.89  3.000
 8D6  H5    N09  C08   123.61  3.000
 8D6  H5    N09  C04   125.36  3.000
 8D6  C08   N09  C04   110.63  3.000
 8D6  H6    C11  C12   119.25  3.000
 8D6  H6    C11  C10   121.58  3.000
 8D6  C12   C11  C10   119.16  3.000
 8D6  H7    C12  N13   116.53  3.000
 8D6  H7    C12  C11   119.51  3.000
 8D6  N13   C12  C11   123.96  3.000
 8D6  C14   N13  C12   116.95  3.000
 8D6  H8    C14  N13   116.62  3.000
 8D6  H8    C14  C15   119.66  3.000
 8D6  N13   C14  C15   123.71  3.000
 8D6  C04   C02  O03   121.03  3.000
 8D6  C04   C02  N01   115.63  3.000
 8D6  O03   C02  N01   123.33  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
 8D6  CONST_01  N13   C12  C11  C10      0.00   0.0  0
 8D6  CONST_02  C04   C05  C07  C10    180.00   0.0  0
 8D6  CONST_03  N09   C08  C07  C10    180.00   0.0  0
 8D6  CONST_04  N13   C14  C15  C10      0.00   0.0  0
 8D6  CONST_05  C12   C11  C10  C15      0.00   0.0  0
 8D6  CONST_08  C12   N13  C14  C15      0.00   0.0  0
 8D6  CONST_09  C08   C07  C05  C04      0.00   0.0  0
 8D6  CONST_10  C07   C08  N09  C04      0.00   0.0  0
 8D6  CONST_11  C08   N09  C04  C05      0.00   0.0  0
 8D6  CONST_13  N09   C08  C07  C05      0.00   0.0  0
 8D6  CONST_14  N09   C04  C05  C07      0.00   0.0  0
 8D6  CONST_15  C12   C11  C10  C07    180.00   0.0  0
 8D6  CONST_16  C14   C15  C10  C07    180.00   0.0  0
 8D6  CONST_18  C14   N13  C12  C11      0.00   0.0  0
 8D6  CONST_19  C14   C15  C10  C11      0.00   0.0  0
 8D6  CONST_20  CL06  C05  C07  C10      0.00   0.0  0
 8D6  CONST_21  C07   C05  C04  C02    180.00   0.0  0
 8D6  CONST_22  C08   N09  C04  C02    180.00   0.0  0
 8D6  CONST_23  N09   C04  C05  CL06   180.00   0.0  0
 8D6  CONST_24  C08   C07  C05  CL06   180.00   0.0  0
 8D6  CONST_25  H7    C12  C11  C10    180.00   0.0  0
 8D6  CONST_26  H4    C08  C07  C10      0.00   0.0  0
 8D6  CONST_27  H8    C14  C15  C10    180.00   0.0  0
 8D6  CONST_28  H6    C11  C10  C15    180.00   0.0  0
 8D6  CONST_29  H5    N09  C04  C05    180.00   0.0  0
 8D6  CONST_30  H1    C15  C10  C07      0.00   0.0  0
 8D6  CONST_32  H3    N01  C02  C04    180.00   0.0  0
 8D6  Var_01    C05   C04  C02  N01   -160.45  30.0  2

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
 8D6  plan-1  C10   0.020
 8D6  plan-1  C04   0.020
 8D6  plan-1  C05   0.020
 8D6  plan-1  CL06  0.020
 8D6  plan-1  C07   0.020
 8D6  plan-1  C08   0.020
 8D6  plan-1  N09   0.020
 8D6  plan-1  H4    0.020
 8D6  plan-1  H5    0.020
 8D6  plan-1  C02   0.020
 8D6  plan-2  C10   0.020
 8D6  plan-2  C15   0.020
 8D6  plan-2  C07   0.020
 8D6  plan-2  C11   0.020
 8D6  plan-2  C12   0.020
 8D6  plan-2  N13   0.020
 8D6  plan-2  C14   0.020
 8D6  plan-2  H1    0.020
 8D6  plan-2  H6    0.020
 8D6  plan-2  H7    0.020
 8D6  plan-2  H8    0.020
 8D6  plan-3  N01   0.020
 8D6  plan-3  O03   0.020
 8D6  plan-3  C04   0.020
 8D6  plan-3  H2    0.020
 8D6  plan-3  H3    0.020
 8D6  plan-3  C02   0.020

