# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 04:20:25 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 2-carbazol-9-yl-~{N}-(2-chloranyl-6-cyano-phenyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cccc(C#N)c1NC(=O)Cn2c3ccccc3c4ccccc24
#
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
 DYR  DYR  2-carbazol-9-yl-~{N}-(2-chloranyl-6-cyano-phenyl)ethanamide  ligand  40  26  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DYR
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
 DYR  C10  C   CR16  0  -0.369   4.6106  -1.5593  -0.8712
 DYR  C13  C   CR16  0  -0.320   2.3099  -2.5667   0.4295
 DYR  C15  C   C     0   0.532  -0.6292  -0.0886   0.4243
 DYR  C20  C   CR16  0  -0.251  -4.4109   1.3595  -1.3180
 DYR  C21  C   CR16  0  -0.255  -5.3836   0.3779  -1.2366
 DYR  C22  C   CR16  0  -0.206  -5.2008  -0.7191  -0.4096
 DYR  C01  C   CR16  0  -0.270   3.9607   3.0978  -0.4966
 DYR  C02  C   CR16  0  -0.370   4.3714   1.7943  -0.7191
 DYR  C03  C   CR56  0   0.067   3.5746   0.7502  -0.2570
 DYR  C04  C   CR56  0   0.361   2.3789   1.0349   0.4292
 DYR  C05  C   CR16  0  -0.310   1.9531   2.3409   0.6456
 DYR  C06  C   CR16  0  -0.272   2.7617   3.3625   0.1750
 DYR  C08  C   CR56  0   0.361   2.5357  -1.1981   0.3271
 DYR  C09  C   CR56  0   0.062   3.6755  -0.6857  -0.3230
 DYR  C11  C   CR16  0  -0.270   4.3944  -2.9230  -0.7682
 DYR  C12  C   CR16  0  -0.270   3.2535  -3.4160  -0.1253
 DYR  C18  C   CR6   0   0.440  -3.0339   0.1238   0.2597
 DYR  C19  C   CR6   0   0.003  -3.2502   1.2360  -0.5614
 DYR  C23  C   CR6   0  -0.097  -4.0289  -0.8455   0.3214
 DYR  C25  C   CSP   0   0.061  -2.2879   2.2881  -0.5852
 DYR  N07  N   NR5   0  -0.624   1.7818  -0.1481   0.8016
 DYR  N17  N   NH1   0  -0.751  -1.8564   0.0064   1.0035
 DYR  N26  N   NS    0  -0.236  -1.5396   3.1633  -0.5979
 DYR  O16  O   O     0  -0.427  -0.4493  -0.0414  -0.7705
 DYR  CL1  CL  CL    0  -0.081  -3.7915  -2.2298   1.3199
 DYR  H1   H   HCR6  0   0.248   5.4932  -1.1797  -1.3711
 DYR  H2   H   HCR6  0   0.264   1.4303  -2.9687   0.9154
 DYR  H3   H   HCR6  0   0.293  -4.5522   2.2248  -1.9501
 DYR  H4   H   HCR6  0   0.289  -6.2932   0.4675  -1.8135
 DYR  H5   H   HCR6  0   0.301  -5.9614  -1.4843  -0.3401
 DYR  H6   H   HCR6  0   0.252   4.5673   3.9217  -0.8489
 DYR  H7   H   HCR6  0   0.248   5.2942   1.5912  -1.2483
 DYR  H8   H   HCR6  0   0.259   1.0224   2.5673   1.1494
 DYR  H9   H   HCR6  0   0.257   2.4533   4.3886   0.3269
 DYR  H10  H   HCR6  0   0.252   5.1110  -3.6156  -1.1895
 DYR  H11  H   HCR6  0   0.257   3.0996  -4.4853  -0.0604
 DYR  H12  H   HCH2  0   0.315   0.4119   0.5037   2.2143
 DYR  H13  H   HCH2  0   0.325   0.4138  -1.2139   1.9294
 DYR  H14  H   HNH1  0   0.425  -1.9414  -0.1470   1.9987
 DYR  C14  C   CH2   0  -0.494   0.5055  -0.2484   1.4268

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
 DYR  N26  C25  triple    1.152  0.020  1.152
 DYR  C20  C21  aromatic  1.384  0.020  1.384
 DYR  C20  C19  aromatic  1.391  0.020  1.391
 DYR  C25  C19  single    1.426  0.020  1.426
 DYR  C21  C22  aromatic  1.386  0.020  1.386
 DYR  C19  C18  aromatic  1.399  0.020  1.399
 DYR  C22  C23  aromatic  1.387  0.020  1.387
 DYR  C18  C23  aromatic  1.390  0.020  1.390
 DYR  C18  N17  single    1.398  0.020  1.398
 DYR  O16  C15  double    1.209  0.020  1.209
 DYR  C23  CL1  single    1.723  0.020  1.723
 DYR  N17  C15  single    1.360  0.020  1.360
 DYR  C15  C14  single    1.523  0.020  1.523
 DYR  C06  C05  aromatic  1.385  0.020  1.385
 DYR  C06  C01  aromatic  1.400  0.020  1.400
 DYR  C05  C04  aromatic  1.391  0.020  1.391
 DYR  C14  N07  single    1.425  0.020  1.425
 DYR  C01  C02  aromatic  1.385  0.020  1.385
 DYR  C04  N07  aromatic  1.377  0.020  1.377
 DYR  C04  C03  aromatic  1.408  0.020  1.408
 DYR  N07  C08  aromatic  1.377  0.020  1.377
 DYR  C02  C03  aromatic  1.392  0.020  1.392
 DYR  C03  C09  aromatic  1.441  0.020  1.441
 DYR  C08  C09  aromatic  1.409  0.020  1.409
 DYR  C08  C13  aromatic  1.391  0.020  1.391
 DYR  C09  C10  aromatic  1.392  0.020  1.392
 DYR  C13  C12  aromatic  1.385  0.020  1.385
 DYR  C10  C11  aromatic  1.385  0.020  1.385
 DYR  C12  C11  aromatic  1.399  0.020  1.399
 DYR  C10  H1   single    0.930  0.020  1.080
 DYR  C13  H2   single    0.930  0.020  1.080
 DYR  C20  H3   single    0.930  0.020  1.080
 DYR  C21  H4   single    0.930  0.020  1.080
 DYR  C22  H5   single    0.930  0.020  1.080
 DYR  C01  H6   single    0.930  0.020  1.080
 DYR  C02  H7   single    0.930  0.020  1.080
 DYR  C05  H8   single    0.930  0.020  1.080
 DYR  C06  H9   single    0.930  0.020  1.080
 DYR  C11  H10  single    0.930  0.020  1.080
 DYR  C12  H11  single    0.930  0.020  1.080
 DYR  C14  H12  single    0.970  0.020  1.090
 DYR  C14  H13  single    0.970  0.020  1.090
 DYR  N17  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
 DYR  H1   C10  C11  120.45  3.000
 DYR  H1   C10  C09  120.61  3.000
 DYR  C11  C10  C09  118.94  3.000
 DYR  H2   C13  C12  120.37  3.000
 DYR  H2   C13  C08  122.04  3.000
 DYR  C12  C13  C08  117.59  3.000
 DYR  O16  C15  N17  123.52  3.000
 DYR  N17  C15  C14  113.53  3.000
 DYR  O16  C15  C14  122.95  3.000
 DYR  H3   C20  C19  119.88  3.000
 DYR  H3   C20  C21  120.67  3.000
 DYR  C19  C20  C21  119.44  3.000
 DYR  H4   C21  C22  119.67  3.000
 DYR  H4   C21  C20  120.08  3.000
 DYR  C22  C21  C20  120.24  3.000
 DYR  H5   C22  C23  119.74  3.000
 DYR  H5   C22  C21  120.38  3.000
 DYR  C23  C22  C21  119.87  3.000
 DYR  H6   C01  C06  119.50  3.000
 DYR  H6   C01  C02  119.88  3.000
 DYR  C06  C01  C02  120.62  3.000
 DYR  H7   C02  C03  120.61  3.000
 DYR  H7   C02  C01  120.52  3.000
 DYR  C03  C02  C01  118.87  3.000
 DYR  C09  C03  C04  106.46  3.000
 DYR  C09  C03  C02  133.79  3.000
 DYR  C04  C03  C02  119.75  3.000
 DYR  N07  C04  C05  129.21  3.000
 DYR  N07  C04  C03  109.06  3.000
 DYR  C05  C04  C03  121.73  3.000
 DYR  H8   C05  C06  120.39  3.000
 DYR  H8   C05  C04  122.16  3.000
 DYR  C06  C05  C04  117.45  3.000
 DYR  H9   C06  C05  119.03  3.000
 DYR  H9   C06  C01  119.40  3.000
 DYR  C05  C06  C01  121.57  3.000
 DYR  N07  C08  C09  108.95  3.000
 DYR  C09  C08  C13  121.55  3.000
 DYR  N07  C08  C13  129.50  3.000
 DYR  C08  C09  C03  106.54  3.000
 DYR  C08  C09  C10  119.80  3.000
 DYR  C03  C09  C10  133.66  3.000
 DYR  H10  C11  C12  119.57  3.000
 DYR  H10  C11  C10  119.87  3.000
 DYR  C12  C11  C10  120.56  3.000
 DYR  H11  C12  C11  119.44  3.000
 DYR  H11  C12  C13  119.00  3.000
 DYR  C11  C12  C13  121.56  3.000
 DYR  N17  C18  C23  121.38  3.000
 DYR  N17  C18  C19  120.61  3.000
 DYR  C23  C18  C19  118.01  3.000
 DYR  C25  C19  C18  119.47  3.000
 DYR  C18  C19  C20  121.24  3.000
 DYR  C25  C19  C20  119.24  3.000
 DYR  CL1  C23  C18  119.15  3.000
 DYR  CL1  C23  C22  119.67  3.000
 DYR  C18  C23  C22  121.18  3.000
 DYR  N26  C25  C19  180.00  3.000
 DYR  C14  N07  C08  126.02  3.000
 DYR  C08  N07  C04  108.94  3.000
 DYR  C14  N07  C04  124.60  3.000
 DYR  H14  N17  C18  117.78  3.000
 DYR  H14  N17  C15  118.99  3.000
 DYR  C18  N17  C15  122.63  3.000
 DYR  H13  C14  H12  105.64  3.000
 DYR  H13  C14  N07  109.83  3.000
 DYR  H12  C14  N07  110.15  3.000
 DYR  H13  C14  C15  109.47  3.000
 DYR  H12  C14  C15  109.78  3.000
 DYR  N07  C14  C15  111.80  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
 DYR  CONST_01  C04  C03  C09  C10  180.00   0.0  0
 DYR  CONST_02  C02  C03  C09  C10    0.00   0.0  0
 DYR  CONST_03  N07  C08  C09  C10  180.00   0.0  0
 DYR  CONST_04  C13  C08  C09  C10    0.00   0.0  0
 DYR  CONST_05  C13  C12  C11  C10    0.00   0.0  0
 DYR  CONST_06  C04  N07  C08  C13  180.00   0.0  0
 DYR  CONST_07  C03  C09  C08  C13  180.00   0.0  0
 DYR  CONST_08  C23  C22  C21  C20    0.00   0.0  0
 DYR  CONST_09  C23  C18  C19  C20    0.00   0.0  0
 DYR  CONST_10  C18  C19  C20  C21    0.00   0.0  0
 DYR  CONST_11  C18  C23  C22  C21    0.00   0.0  0
 DYR  CONST_12  C19  C20  C21  C22    0.00   0.0  0
 DYR  CONST_13  C19  C18  C23  C22    0.00   0.0  0
 DYR  CONST_14  C04  C05  C06  C01    0.00   0.0  0
 DYR  CONST_15  C04  C03  C02  C01    0.00   0.0  0
 DYR  CONST_16  C09  C03  C02  C01  180.00   0.0  0
 DYR  CONST_17  C05  C06  C01  C02    0.00   0.0  0
 DYR  CONST_18  C05  C04  C03  C02    0.00   0.0  0
 DYR  CONST_19  N07  C04  C03  C02  180.00   0.0  0
 DYR  CONST_20  C08  C09  C03  C02  180.00   0.0  0
 DYR  CONST_21  C06  C05  C04  C03    0.00   0.0  0
 DYR  CONST_22  C08  N07  C04  C03    0.00   0.0  0
 DYR  CONST_23  C06  C01  C02  C03    0.00   0.0  0
 DYR  CONST_24  N07  C08  C09  C03    0.00   0.0  0
 DYR  CONST_25  C11  C10  C09  C03  180.00   0.0  0
 DYR  CONST_26  C09  C08  N07  C04    0.00   0.0  0
 DYR  CONST_27  C08  C09  C03  C04    0.00   0.0  0
 DYR  CONST_28  C08  N07  C04  C05  180.00   0.0  0
 DYR  CONST_29  C09  C03  C04  C05  180.00   0.0  0
 DYR  CONST_30  N07  C04  C05  C06  180.00   0.0  0
 DYR  CONST_31  C11  C10  C09  C08    0.00   0.0  0
 DYR  CONST_32  C11  C12  C13  C08    0.00   0.0  0
 DYR  CONST_33  N07  C04  C03  C09    0.00   0.0  0
 DYR  CONST_34  C12  C13  C08  C09    0.00   0.0  0
 DYR  CONST_35  C12  C11  C10  C09    0.00   0.0  0
 DYR  CONST_36  N07  C08  C13  C12  180.00   0.0  0
 DYR  CONST_37  C14  N07  C08  C13    0.00   0.0  0
 DYR  CONST_38  N17  C18  C19  C20  180.00   0.0  0
 DYR  CONST_39  C25  C19  C20  C21  180.00   0.0  0
 DYR  CONST_40  CL1  C23  C22  C21  180.00   0.0  0
 DYR  CONST_41  N17  C18  C23  C22  180.00   0.0  0
 DYR  CONST_42  C14  N07  C04  C03  180.00   0.0  0
 DYR  CONST_43  C14  N07  C04  C05    0.00   0.0  0
 DYR  CONST_44  C14  N07  C08  C09  180.00   0.0  0
 DYR  CONST_45  CL1  C23  C18  C19  180.00   0.0  0
 DYR  CONST_46  C25  C19  C18  C23  180.00   0.0  0
 DYR  CONST_47  H11  C12  C11  C10  180.00   0.0  0
 DYR  CONST_48  H10  C11  C12  C13  180.00   0.0  0
 DYR  CONST_49  H5   C22  C21  C20  180.00   0.0  0
 DYR  CONST_50  H3   C20  C21  C22  180.00   0.0  0
 DYR  CONST_51  H8   C05  C06  C01  180.00   0.0  0
 DYR  CONST_52  H9   C06  C01  C02  180.00   0.0  0
 DYR  CONST_53  H6   C01  C02  C03  180.00   0.0  0
 DYR  CONST_54  H1   C10  C09  C03    0.00   0.0  0
 DYR  CONST_55  H7   C02  C03  C04  180.00   0.0  0
 DYR  CONST_56  H2   C13  C08  C09  180.00   0.0  0
 DYR  CONST_57  H4   C21  C20  C19  180.00   0.0  0
 DYR  CONST_61  C18  N17  C15  C14  180.00   0.0  0
 DYR  CONST_62  O16  C15  N17  C18    0.00   0.0  0
 DYR  Var_01    C04  N07  C14  C15   78.23  30.0  2
 DYR  Var_02    O16  C15  C14  N07    8.04  30.0  1

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
 DYR  plan-1  C20  0.020
 DYR  plan-1  C21  0.020
 DYR  plan-1  C22  0.020
 DYR  plan-1  C18  0.020
 DYR  plan-1  C19  0.020
 DYR  plan-1  C23  0.020
 DYR  plan-1  C25  0.020
 DYR  plan-1  N17  0.020
 DYR  plan-1  N26  0.020
 DYR  plan-1  CL1  0.020
 DYR  plan-1  H3   0.020
 DYR  plan-1  H4   0.020
 DYR  plan-1  H5   0.020
 DYR  plan-2  C10  0.020
 DYR  plan-2  C13  0.020
 DYR  plan-2  C01  0.020
 DYR  plan-2  C02  0.020
 DYR  plan-2  C03  0.020
 DYR  plan-2  C04  0.020
 DYR  plan-2  C05  0.020
 DYR  plan-2  C06  0.020
 DYR  plan-2  C08  0.020
 DYR  plan-2  C09  0.020
 DYR  plan-2  C11  0.020
 DYR  plan-2  C12  0.020
 DYR  plan-2  N07  0.020
 DYR  plan-2  H1   0.020
 DYR  plan-2  H2   0.020
 DYR  plan-2  H6   0.020
 DYR  plan-2  H7   0.020
 DYR  plan-2  H8   0.020
 DYR  plan-2  H9   0.020
 DYR  plan-2  H10  0.020
 DYR  plan-2  H11  0.020
 DYR  plan-2  C14  0.020
 DYR  plan-3  C15  0.020
 DYR  plan-3  C18  0.020
 DYR  plan-3  N17  0.020
 DYR  plan-3  O16  0.020
 DYR  plan-3  H14  0.020
 DYR  plan-3  C14  0.020

