# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 17:42:42 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-(1,4,7,10-tetraazacyclododecan-1-ylmethyl)quinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C1CNCCN(CCNCCN1)Cc2ccnc3ccccc23
#
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
 C4Q  C4Q  4-(1,4,7,10-tetraazacyclododecan-1-ylmethyl)quinoline  ligand  50  23  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_C4Q
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
 C4Q  C2    C  CR16  0  -0.078   3.6609   2.1226   0.3934
 C4Q  C3    C  CR16  0  -0.389   2.6985   1.6844   1.3251
 C4Q  C4    C  CR6   0   0.214   2.1338   0.4455   1.1919
 C4Q  C5    C  CR16  0  -0.315   2.0590  -1.6607  -0.1470
 C4Q  N5    N  N     0  -0.436   4.0737   1.4078  -0.6164
 C4Q  C6    C  CR16  0  -0.252   2.5238  -2.3978  -1.2028
 C4Q  C7    C  CR16  0  -0.261   3.5025  -1.8695  -2.0686
 C4Q  C8    C  CR16  0  -0.290   3.9990  -0.6120  -1.8607
 C4Q  C9    C  CR66  0   0.185   3.5421   0.1697  -0.7748
 C4Q  CM    C  CH2   0  -0.386   1.1054  -0.0383   2.1779
 C4Q  C1'   C  CH2   0  -0.297  -1.0556  -1.0820   2.4041
 C4Q  N1'   N  NT    0  -0.412  -0.1918  -0.2588   1.5696
 C4Q  C10   C  CR66  0   0.041   2.5602  -0.3616   0.1006
 C4Q  C2'   C  CH2   0  -0.258  -2.1337  -1.8587   1.6513
 C4Q  N2'   N  NH1   0  -0.614  -3.2608  -1.0385   1.2613
 C4Q  C3'   C  CH2   0  -0.292  -4.1969  -1.5995   0.3008
 C4Q  N3'   N  NH1   0  -0.624  -3.4568   0.0667  -1.2571
 C4Q  C4'   C  CH2   0  -0.266  -4.6476  -0.5095  -0.6715
 C4Q  N4'   N  NH1   0  -0.615  -1.4740   2.2537  -0.9226
 C4Q  C5'   C  CH2   0  -0.256  -3.6014   1.3746  -1.8558
 C4Q  C6'   C  CH2   0  -0.307  -2.2362   1.9940  -2.1373
 C4Q  C7'   C  CH2   0  -0.303  -0.6074   1.1838  -0.4354
 C4Q  C8'   C  CH2   0  -0.287  -0.7915   0.9747   1.0709
 C4Q  H2    H  HCR6  0   0.262   4.0947   3.1113   0.5048
 C4Q  H3    H  HCR6  0   0.262   2.4065   2.3405   2.1350
 C4Q  H5    H  HCR6  0   0.263   1.2896  -2.0652   0.4955
 C4Q  H6    H  HCR6  0   0.260   2.1352  -3.3921  -1.3798
 C4Q  H7    H  HCR6  0   0.261   3.8609  -2.4638  -2.8991
 C4Q  H8    H  HCR6  0   0.258   4.7501  -0.1893  -2.5158
 C4Q  H1'A  H  HCH2  0   0.200  -1.5195  -0.5106   3.2255
 C4Q  H2'   H  HCH2  0   0.221  -1.6808  -2.2770   0.7490
 C4Q  H2'A  H  HCH2  0   0.197  -2.4281  -2.7145   2.2786
 C4Q  H3'   H  HCH2  0   0.221  -3.6862  -2.3795  -0.2696
 C4Q  H4'   H  HCH2  0   0.210  -5.2950  -0.9435  -1.4398
 C4Q  H5'   H  HCH2  0   0.202  -4.1515   1.2919  -2.7995
 C4Q  H5'A  H  HCH2  0   0.174  -4.1743   2.0691  -1.2183
 C4Q  H6'   H  HCH2  0   0.229  -2.4003   2.9483  -2.6417
 C4Q  H6'A  H  HCH2  0   0.196  -1.6920   1.3538  -2.8466
 C4Q  H7'   H  HCH2  0   0.219  -0.8415   0.2444  -0.9401
 C4Q  H7'A  H  HCH2  0   0.225   0.4417   1.3877  -0.6698
 C4Q  H8'   H  HCH2  0   0.237  -1.8621   0.9504   1.2679
 C4Q  H8'A  H  HCH2  0   0.205  -0.4027   1.8496   1.6144
 C4Q  H3'A  H  HCH2  0   0.219  -5.0672  -2.0713   0.7700
 C4Q  H4'A  H  HCH2  0   0.180  -5.2563   0.2345  -0.1299
 C4Q  HM    H  HCH2  0   0.255   1.4574  -0.9809   2.6071
 C4Q  HMA   H  HCH2  0   0.230   1.0603   0.6846   3.0090
 C4Q  HN2'  H  HNH1  0   0.347  -3.7474  -0.6945   2.0779
 C4Q  HN3'  H  HNH1  0   0.383  -2.8261   0.1537  -0.4697
 C4Q  HN4'  H  HNH1  0   0.351  -0.9367   3.0989  -1.0365
 C4Q  H1'   H  HCH2  0   0.230  -0.4209  -1.8309   2.8828

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
 C4Q  C2   C3    aromatic  1.409  0.020  1.409
 C4Q  C2   N5    aromatic  1.304  0.020  1.304
 C4Q  C2   H2    single    0.930  0.020  1.080
 C4Q  C3   C4    aromatic  1.368  0.020  1.368
 C4Q  C3   H3    single    0.930  0.020  1.080
 C4Q  C4   CM    single    1.505  0.020  1.505
 C4Q  C4   C10   aromatic  1.423  0.020  1.423
 C4Q  C5   C6    aromatic  1.369  0.020  1.369
 C4Q  C5   C10   aromatic  1.414  0.020  1.414
 C4Q  C5   H5    single    0.930  0.020  1.080
 C4Q  N5   C9    aromatic  1.357  0.020  1.357
 C4Q  C6   C7    aromatic  1.409  0.020  1.409
 C4Q  C6   H6    single    0.930  0.020  1.080
 C4Q  C7   C8    aromatic  1.368  0.020  1.368
 C4Q  C7   H7    single    0.930  0.020  1.080
 C4Q  C8   C9    aromatic  1.414  0.020  1.414
 C4Q  C8   H8    single    0.930  0.020  1.080
 C4Q  C9   C10   aromatic  1.419  0.020  1.419
 C4Q  CM   N1'   single    1.450  0.020  1.450
 C4Q  CM   HM    single    0.970  0.020  1.090
 C4Q  CM   HMA   single    0.970  0.020  1.090
 C4Q  C1'  N1'   single    1.456  0.020  1.456
 C4Q  C1'  C2'   single    1.527  0.020  1.527
 C4Q  C1'  H1'   single    0.970  0.020  1.090
 C4Q  C1'  H1'A  single    0.970  0.020  1.090
 C4Q  N1'  C8'   single    1.459  0.020  1.459
 C4Q  C2'  N2'   single    1.447  0.020  1.447
 C4Q  C2'  H2'   single    0.970  0.020  1.090
 C4Q  C2'  H2'A  single    0.970  0.020  1.090
 C4Q  N2'  C3'   single    1.454  0.020  1.454
 C4Q  N2'  HN2'  single    0.890  0.020  1.040
 C4Q  C3'  C4'   single    1.529  0.020  1.529
 C4Q  C3'  H3'   single    0.970  0.020  1.090
 C4Q  C3'  H3'A  single    0.970  0.020  1.090
 C4Q  N3'  C4'   single    1.447  0.020  1.447
 C4Q  N3'  C5'   single    1.446  0.020  1.446
 C4Q  N3'  HN3'  single    0.890  0.020  1.040
 C4Q  C4'  H4'   single    0.970  0.020  1.090
 C4Q  C4'  H4'A  single    0.970  0.020  1.090
 C4Q  N4'  C6'   single    1.457  0.020  1.457
 C4Q  N4'  C7'   single    1.460  0.020  1.460
 C4Q  N4'  HN4'  single    0.890  0.020  1.040
 C4Q  C5'  C6'   single    1.525  0.020  1.525
 C4Q  C5'  H5'   single    0.970  0.020  1.090
 C4Q  C5'  H5'A  single    0.970  0.020  1.090
 C4Q  C6'  H6'   single    0.970  0.020  1.090
 C4Q  C6'  H6'A  single    0.970  0.020  1.090
 C4Q  C7'  C8'   single    1.532  0.020  1.532
 C4Q  C7'  H7'   single    0.970  0.020  1.090
 C4Q  C7'  H7'A  single    0.970  0.020  1.090
 C4Q  C8'  H8'   single    0.970  0.020  1.090
 C4Q  C8'  H8'A  single    0.970  0.020  1.090

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
 C4Q  H2    C2   N5   116.88  3.000
 C4Q  H2    C2   C3   119.23  3.000
 C4Q  N5    C2   C3   123.89  3.000
 C4Q  H3    C3   C4   120.69  3.000
 C4Q  H3    C3   C2   119.36  3.000
 C4Q  C4    C3   C2   119.94  3.000
 C4Q  C10   C4   CM   121.68  3.000
 C4Q  C10   C4   C3   117.69  3.000
 C4Q  CM    C4   C3   120.63  3.000
 C4Q  H5    C5   C10  119.47  3.000
 C4Q  H5    C5   C6   119.91  3.000
 C4Q  C10   C5   C6   120.61  3.000
 C4Q  C9    N5   C2   117.81  3.000
 C4Q  H6    C6   C7   119.56  3.000
 C4Q  H6    C6   C5   119.93  3.000
 C4Q  C7    C6   C5   120.51  3.000
 C4Q  H7    C7   C8   120.08  3.000
 C4Q  H7    C7   C6   119.70  3.000
 C4Q  C8    C7   C6   120.21  3.000
 C4Q  H8    C8   C9   118.24  3.000
 C4Q  H8    C8   C7   121.25  3.000
 C4Q  C9    C8   C7   120.51  3.000
 C4Q  C10   C9   C8   119.38  3.000
 C4Q  C10   C9   N5   122.74  3.000
 C4Q  C8    C9   N5   117.88  3.000
 C4Q  HMA   CM   HM   106.40  3.000
 C4Q  HMA   CM   N1'  112.31  3.000
 C4Q  HM    CM   N1'  108.75  3.000
 C4Q  HMA   CM   C4   108.13  3.000
 C4Q  HM    CM   C4   108.31  3.000
 C4Q  N1'   CM   C4   112.68  3.000
 C4Q  H1'A  C1'  H1'  105.87  3.000
 C4Q  H1'A  C1'  C2'  109.49  3.000
 C4Q  H1'   C1'  C2'  106.11  3.000
 C4Q  H1'A  C1'  N1'  112.55  3.000
 C4Q  H1'   C1'  N1'  107.10  3.000
 C4Q  C2'   C1'  N1'  115.07  3.000
 C4Q  C8'   N1'  C1'  115.46  3.000
 C4Q  C8'   N1'  CM   112.49  3.000
 C4Q  C1'   N1'  CM   112.11  3.000
 C4Q  C9    C10  C5   118.77  3.000
 C4Q  C9    C10  C4   117.92  3.000
 C4Q  C5    C10  C4   123.31  3.000
 C4Q  H2'A  C2'  H2'  106.48  3.000
 C4Q  H2'A  C2'  N2'  112.69  3.000
 C4Q  H2'   C2'  N2'  108.49  3.000
 C4Q  H2'A  C2'  C1'  107.65  3.000
 C4Q  H2'   C2'  C1'  108.00  3.000
 C4Q  N2'   C2'  C1'  113.23  3.000
 C4Q  HN2'  N2'  C3'  110.80  3.000
 C4Q  HN2'  N2'  C2'  110.49  3.000
 C4Q  C3'   N2'  C2'  117.44  3.000
 C4Q  H3'A  C3'  H3'  106.70  3.000
 C4Q  H3'A  C3'  C4'  110.20  3.000
 C4Q  H3'   C3'  C4'  108.35  3.000
 C4Q  H3'A  C3'  N2'  113.25  3.000
 C4Q  H3'   C3'  N2'  108.62  3.000
 C4Q  C4'   C3'  N2'  109.57  3.000
 C4Q  HN3'  N3'  C5'  107.85  3.000
 C4Q  HN3'  N3'  C4'  103.43  3.000
 C4Q  C5'   N3'  C4'  116.46  3.000
 C4Q  H4'A  C4'  H4'  106.60  3.000
 C4Q  H4'A  C4'  N3'  112.59  3.000
 C4Q  H4'   C4'  N3'  111.15  3.000
 C4Q  H4'A  C4'  C3'  109.35  3.000
 C4Q  H4'   C4'  C3'  109.76  3.000
 C4Q  N3'   C4'  C3'  107.38  3.000
 C4Q  HN4'  N4'  C7'  109.61  3.000
 C4Q  HN4'  N4'  C6'  109.51  3.000
 C4Q  C7'   N4'  C6'  117.25  3.000
 C4Q  H5'A  C5'  H5'  106.53  3.000
 C4Q  H5'A  C5'  C6'  108.41  3.000
 C4Q  H5'   C5'  C6'  108.73  3.000
 C4Q  H5'A  C5'  N3'  112.47  3.000
 C4Q  H5'   C5'  N3'  109.80  3.000
 C4Q  C6'   C5'  N3'  110.75  3.000
 C4Q  H6'A  C6'  H6'  106.57  3.000
 C4Q  H6'A  C6'  C5'  109.00  3.000
 C4Q  H6'   C6'  C5'  107.80  3.000
 C4Q  H6'A  C6'  N4'  112.50  3.000
 C4Q  H6'   C6'  N4'  107.94  3.000
 C4Q  C5'   C6'  N4'  112.74  3.000
 C4Q  H7'A  C7'  H7'  105.48  3.000
 C4Q  H7'A  C7'  C8'  110.57  3.000
 C4Q  H7'   C7'  C8'  108.14  3.000
 C4Q  H7'A  C7'  N4'  111.16  3.000
 C4Q  H7'   C7'  N4'  110.42  3.000
 C4Q  C8'   C7'  N4'  110.90  3.000
 C4Q  H8'A  C8'  H8'  106.00  3.000
 C4Q  H8'A  C8'  C7'  109.55  3.000
 C4Q  H8'   C8'  C7'  107.40  3.000
 C4Q  H8'A  C8'  N1'  110.97  3.000
 C4Q  H8'   C8'  N1'  108.86  3.000
 C4Q  C7'   C8'  N1'  113.70  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
 C4Q  CONST_01  C10  C4   C3   C2      0.00   0.0  0
 C4Q  CONST_02  C8   C9   N5   C2    180.00   0.0  0
 C4Q  CONST_03  C10  C9   N5   C2      0.00   0.0  0
 C4Q  CONST_04  C9   N5   C2   C3      0.00   0.0  0
 C4Q  CONST_05  C5   C10  C4   C3    180.00   0.0  0
 C4Q  CONST_06  C9   C10  C4   C3      0.00   0.0  0
 C4Q  CONST_07  N5   C2   C3   C4      0.00   0.0  0
 C4Q  CONST_08  C6   C5   C10  C4    180.00   0.0  0
 C4Q  CONST_09  N5   C9   C10  C4      0.00   0.0  0
 C4Q  CONST_10  C8   C9   C10  C4    180.00   0.0  0
 C4Q  CONST_11  C8   C7   C6   C5      0.00   0.0  0
 C4Q  CONST_12  N5   C9   C10  C5    180.00   0.0  0
 C4Q  CONST_13  C8   C9   C10  C5      0.00   0.0  0
 C4Q  CONST_14  C7   C8   C9   N5    180.00   0.0  0
 C4Q  CONST_15  C9   C10  C5   C6      0.00   0.0  0
 C4Q  CONST_16  C9   C8   C7   C6      0.00   0.0  0
 C4Q  CONST_17  C10  C5   C6   C7      0.00   0.0  0
 C4Q  CONST_18  C10  C9   C8   C7      0.00   0.0  0
 C4Q  CONST_19  CM   C4   C3   C2    180.00   0.0  0
 C4Q  CONST_20  CM   C4   C10  C5      0.00   0.0  0
 C4Q  CONST_21  CM   C4   C10  C9    180.00   0.0  0
 C4Q  CONST_22  H2   C2   C3   C4    180.00   0.0  0
 C4Q  CONST_23  H5   C5   C10  C4      0.00   0.0  0
 C4Q  CONST_24  H7   C7   C6   C5    180.00   0.0  0
 C4Q  CONST_25  H3   C3   C2   N5    180.00   0.0  0
 C4Q  CONST_26  H8   C8   C9   N5      0.00   0.0  0
 C4Q  CONST_27  H6   C6   C7   C8    180.00   0.0  0
 C4Q  Var_01    C7'  C8'  N1'  C1'  -130.71  30.0  1
 C4Q  Var_02    C3'  N2'  C2'  C1'   167.02  30.0  1
 C4Q  Var_03    N2'  C2'  C1'  N1'   -77.51  30.0  1
 C4Q  Var_04    N4'  C7'  C8'  N1'   167.03  30.0  1
 C4Q  Var_05    C8'  N1'  C1'  C2'    75.06  30.0  1
 C4Q  Var_06    C4'  C3'  N2'  C2'  -141.09  30.0  1
 C4Q  Var_07    N3'  C4'  C3'  N2'    54.96  30.0  1
 C4Q  Var_08    C5'  N3'  C4'  C3'  -160.41  30.0  1
 C4Q  Var_09    N4'  C6'  C5'  N3'   -64.35  30.0  1
 C4Q  Var_10    C6'  C5'  N3'  C4'   166.87  30.0  1
 C4Q  Var_11    C7'  N4'  C6'  C5'    89.65  30.0  1
 C4Q  Var_12    C8'  C7'  N4'  C6'  -133.26  30.0  1
 C4Q  Var_13    N1'  CM   C4   C3    116.28  30.0  2
 C4Q  Var_14    C1'  N1'  CM   C4    163.05  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
 C4Q  plan-1  C2   0.020
 C4Q  plan-1  C3   0.020
 C4Q  plan-1  C4   0.020
 C4Q  plan-1  C5   0.020
 C4Q  plan-1  N5   0.020
 C4Q  plan-1  C6   0.020
 C4Q  plan-1  C7   0.020
 C4Q  plan-1  C8   0.020
 C4Q  plan-1  C9   0.020
 C4Q  plan-1  CM   0.020
 C4Q  plan-1  C10  0.020
 C4Q  plan-1  H2   0.020
 C4Q  plan-1  H3   0.020
 C4Q  plan-1  H5   0.020
 C4Q  plan-1  H6   0.020
 C4Q  plan-1  H7   0.020
 C4Q  plan-1  H8   0.020

