# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 07:36:54 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (2E)-2-cyano-3-[3-(1H-pyrazol-4-yl)phenyl]prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)C(=C/c1cccc(c1)c2c[nH]nc2)/C#N
#
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
 RMM  RMM  (2E)-2-cyano-3-[3-(1H-pyrazol-4-yl)phenyl]prop-2-enamide  ligand  28  18  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_RMM
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
 RMM  N01   N  NS    0  -0.235  -3.9054  -2.1798   0.5959
 RMM  C02   C  CSP   0   0.004  -3.4719  -1.1417   0.3391
 RMM  C03   C  C     0  -0.131  -3.0082   0.1667   0.0350
 RMM  C04   C  C     0   0.560  -4.0091   1.2909   0.0338
 RMM  N05   N  NH2   0  -0.826  -5.2728   0.9521   0.3082
 RMM  O06   O  O     0  -0.469  -3.6554   2.4342  -0.2054
 RMM  C07   C  C1    0  -0.218  -1.7147   0.4568  -0.2077
 RMM  C08   C  CR6   0   0.182  -0.5428  -0.3978  -0.2678
 RMM  C09   C  CR16  0  -0.321  -0.5747  -1.7838  -0.4539
 RMM  C10   C  CR16  0  -0.212   0.6118  -2.4955  -0.4851
 RMM  C11   C  CR16  0  -0.333   1.8305  -1.8532  -0.3256
 RMM  C12   C  CR6   0   0.146   1.8937  -0.4680  -0.1580
 RMM  C13   C  CR5   0  -0.109   3.1705   0.2227  -0.0046
 RMM  C14   C  CR15  0  -0.003   4.4382  -0.2602  -0.2730
 RMM  N15   N  NR15  0  -0.424   5.2914   0.7284   0.0195
 RMM  N16   N  N     0  -0.259   4.6918   1.8271   0.4618
 RMM  C17   C  CR15  0  -0.117   3.4061   1.5384   0.4517
 RMM  C18   C  CR16  0  -0.407   0.6954   0.2408  -0.1475
 RMM  H051  H  HNH2  0   0.420  -5.5735   0.0103   0.4927
 RMM  H052  H  HNH2  0   0.414  -5.9851   1.6644   0.3132
 RMM  H072  H  H     0   0.293  -1.5156   1.5123  -0.3601
 RMM  H091  H  HCR6  0   0.268  -1.5045  -2.3122  -0.6034
 RMM  H101  H  HCR6  0   0.271   0.5887  -3.5667  -0.6328
 RMM  H111  H  HCR6  0   0.262   2.7390  -2.4418  -0.3340
 RMM  H141  H  HCR5  0   0.294   4.7817  -1.2091  -0.6507
 RMM  H151  H  HNR5  0   0.425   6.2950   0.7050  -0.0677
 RMM  H171  H  HCR5  0   0.261   2.6852   2.2721   0.7799
 RMM  H181  H  HCR6  0   0.263   0.7128   1.3192  -0.0440

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
 RMM  C10  C11   aromatic  1.387  0.020  1.387
 RMM  C10  C09   aromatic  1.384  0.020  1.384
 RMM  C11  C12   aromatic  1.397  0.020  1.397
 RMM  C09  C08   aromatic  1.399  0.020  1.399
 RMM  N01  C02   triple    1.154  0.020  1.154
 RMM  C17  C13   aromatic  1.412  0.020  1.412
 RMM  C17  N16   aromatic  1.318  0.020  1.318
 RMM  C12  C13   single    1.460  0.020  1.460
 RMM  C12  C18   aromatic  1.392  0.020  1.392
 RMM  C02  C03   single    1.421  0.020  1.421
 RMM  C08  C18   aromatic  1.398  0.020  1.398
 RMM  C08  C07   single    1.452  0.020  1.452
 RMM  C13  C14   aromatic  1.383  0.020  1.383
 RMM  N16  N15   aromatic  1.328  0.020  1.328
 RMM  C03  C07   double    1.348  0.020  1.348
 RMM  C03  C04   single    1.505  0.020  1.505
 RMM  C14  N15   aromatic  1.338  0.020  1.338
 RMM  C04  N05   single    1.337  0.020  1.337
 RMM  C04  O06   double    1.220  0.020  1.220
 RMM  N05  H051  single    0.860  0.020  1.020
 RMM  N05  H052  single    0.860  0.020  1.020
 RMM  C07  H072  single    0.930  0.020  1.080
 RMM  C09  H091  single    0.930  0.020  1.080
 RMM  C10  H101  single    0.930  0.020  1.080
 RMM  C11  H111  single    0.930  0.020  1.080
 RMM  C14  H141  single    0.930  0.020  1.080
 RMM  N15  H151  single    0.860  0.020  1.020
 RMM  C17  H171  single    0.930  0.020  1.080
 RMM  C18  H181  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
 RMM  C03   C02  N01   180.00  3.000
 RMM  C07   C03  C04   118.51  3.000
 RMM  C04   C03  C02   118.09  3.000
 RMM  C07   C03  C02   123.36  3.000
 RMM  O06   C04  N05   123.48  3.000
 RMM  O06   C04  C03   120.47  3.000
 RMM  N05   C04  C03   116.05  3.000
 RMM  H052  N05  H051  116.74  3.000
 RMM  H052  N05  C04   119.36  3.000
 RMM  H051  N05  C04   123.89  3.000
 RMM  H072  C07  C08   114.76  3.000
 RMM  H072  C07  C03   114.26  3.000
 RMM  C08   C07  C03   130.97  3.000
 RMM  C18   C08  C09   118.96  3.000
 RMM  C18   C08  C07   116.26  3.000
 RMM  C09   C08  C07   124.78  3.000
 RMM  H091  C09  C10   118.91  3.000
 RMM  H091  C09  C08   121.53  3.000
 RMM  C10   C09  C08   119.54  3.000
 RMM  H101  C10  C11   119.55  3.000
 RMM  H101  C10  C09   119.61  3.000
 RMM  C11   C10  C09   120.84  3.000
 RMM  H111  C11  C12   120.15  3.000
 RMM  H111  C11  C10   119.00  3.000
 RMM  C12   C11  C10   120.86  3.000
 RMM  C18   C12  C13   120.74  3.000
 RMM  C18   C12  C11   117.83  3.000
 RMM  C13   C12  C11   121.43  3.000
 RMM  C17   C13  C14   103.59  3.000
 RMM  C14   C13  C12   128.05  3.000
 RMM  C17   C13  C12   128.36  3.000
 RMM  H141  C14  N15   121.60  3.000
 RMM  H141  C14  C13   131.89  3.000
 RMM  N15   C14  C13   106.51  3.000
 RMM  H151  N15  N16   119.86  3.000
 RMM  H151  N15  C14   126.79  3.000
 RMM  N16   N15  C14   113.35  3.000
 RMM  C17   N16  N15   104.88  3.000
 RMM  H171  C17  N16   120.02  3.000
 RMM  H171  C17  C13   128.30  3.000
 RMM  N16   C17  C13   111.68  3.000
 RMM  H181  C18  C12   119.58  3.000
 RMM  H181  C18  C08   118.49  3.000
 RMM  C12   C18  C08   121.93  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
 RMM  CONST_01  C11   C10  C09  C08    0.00   0.0  0
 RMM  CONST_02  C11   C12  C18  C08    0.00   0.0  0
 RMM  CONST_03  C13   C12  C18  C08  180.00   0.0  0
 RMM  CONST_04  C12   C11  C10  C09    0.00   0.0  0
 RMM  CONST_05  C12   C18  C08  C09    0.00   0.0  0
 RMM  CONST_06  C13   C12  C11  C10  180.00   0.0  0
 RMM  CONST_07  C18   C12  C11  C10    0.00   0.0  0
 RMM  CONST_08  C18   C08  C09  C10    0.00   0.0  0
 RMM  CONST_09  C17   C13  C12  C11  180.00   0.0  0
 RMM  CONST_10  C14   C13  C12  C11    0.00   0.0  0
 RMM  CONST_11  N16   C17  C13  C12  180.00   0.0  0
 RMM  CONST_12  N15   C14  C13  C12  180.00   0.0  0
 RMM  CONST_13  N15   N16  C17  C13    0.00   0.0  0
 RMM  CONST_14  N16   N15  C14  C13    0.00   0.0  0
 RMM  CONST_15  N16   C17  C13  C14    0.00   0.0  0
 RMM  CONST_17  C17   N16  N15  C14    0.00   0.0  0
 RMM  CONST_18  C17   C13  C14  N15    0.00   0.0  0
 RMM  CONST_20  C10   C09  C08  C07  180.00   0.0  0
 RMM  CONST_21  C12   C18  C08  C07  180.00   0.0  0
 RMM  CONST_22  H101  C10  C09  C08  180.00   0.0  0
 RMM  CONST_23  H111  C11  C10  C09  180.00   0.0  0
 RMM  CONST_24  H181  C18  C08  C09  180.00   0.0  0
 RMM  CONST_25  H091  C09  C10  C11  180.00   0.0  0
 RMM  CONST_26  H171  C17  C13  C12    0.00   0.0  0
 RMM  CONST_27  H141  C14  C13  C12    0.00   0.0  0
 RMM  CONST_28  H151  N15  C14  C13  180.00   0.0  0
 RMM  CONST_29  H051  N05  C04  C03    0.00   0.0  0
 RMM  CONST_30  H052  N05  C04  C03  180.00   0.0  0
 RMM  Var_01    C09   C08  C07  C03   19.35  30.0  3
 RMM  Var_02    C08   C07  C03  C02    2.13   0.0  2
 RMM  Var_03    C07   C03  C02  N01  174.85  30.0  3
 RMM  Var_04    N05   C04  C03  C02   -0.78  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
 RMM  plan-1  C12   0.020
 RMM  plan-1  C13   0.020
 RMM  plan-1  C14   0.020
 RMM  plan-1  N15   0.020
 RMM  plan-1  N16   0.020
 RMM  plan-1  C17   0.020
 RMM  plan-1  H141  0.020
 RMM  plan-1  H151  0.020
 RMM  plan-1  H171  0.020
 RMM  plan-2  C07   0.020
 RMM  plan-2  C08   0.020
 RMM  plan-2  C09   0.020
 RMM  plan-2  C10   0.020
 RMM  plan-2  C11   0.020
 RMM  plan-2  C12   0.020
 RMM  plan-2  C13   0.020
 RMM  plan-2  C18   0.020
 RMM  plan-2  H091  0.020
 RMM  plan-2  H101  0.020
 RMM  plan-2  H111  0.020
 RMM  plan-2  H181  0.020
 RMM  plan-3  C03   0.020
 RMM  plan-3  C04   0.020
 RMM  plan-3  N05   0.020
 RMM  plan-3  O06   0.020
 RMM  plan-3  H051  0.020
 RMM  plan-3  H052  0.020
 RMM  plan-4  C02   0.020
 RMM  plan-4  C03   0.020
 RMM  plan-4  C04   0.020
 RMM  plan-4  C07   0.020
 RMM  plan-4  C08   0.020
 RMM  plan-4  H072  0.020

