 
data_1 
  
_audit_creation_method            'SHELXL-2014/7' 
_shelx_SHELXL_version_number      '2014/7' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C25 H22 Cl N5' 
_chemical_formula_weight          427.92 
  
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_space_group_crystal_system       monoclinic 
_space_group_IT_number            14 
_space_group_name_H-M_alt         'P 21/c' 
_space_group_name_Hall            '-P 2ybc' 
  
_shelx_space_group_comment 
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
  
_cell_length_a                    21.3467(15) 
_cell_length_b                    14.9952(11) 
_cell_length_c                    6.8948(5) 
_cell_angle_alpha                 90 
_cell_angle_beta                  90.7940(10) 
_cell_angle_gamma                 90 
_cell_volume                      2206.8(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     2409 
_cell_measurement_theta_min       2.72 
_cell_measurement_theta_max       22.33 
  
_exptl_crystal_description        BLOCK
_exptl_crystal_colour             COLORLESS
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.288 
_exptl_crystal_F_000              896 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.260 
_exptl_crystal_size_mid           0.200 
_exptl_crystal_size_min           0.140 
_exptl_absorpt_coefficient_mu     0.195 
_shelx_estimated_absorpt_T_min    0.951 
_shelx_estimated_absorpt_T_max    0.973 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    ? 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       296(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    ? 
_diffrn_measurement_device_type   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             11097 
_diffrn_reflns_av_unetI/netI      0.0498 
_diffrn_reflns_av_R_equivalents   0.0381 
_diffrn_reflns_limit_h_min        -24 
_diffrn_reflns_limit_h_max        25 
_diffrn_reflns_limit_k_min        -17 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -8 
_diffrn_reflns_limit_l_max        7 
_diffrn_reflns_theta_min          2.863 
_diffrn_reflns_theta_max          24.999 
_diffrn_reflns_theta_full         24.999 
_diffrn_measured_fraction_theta_max   0.998 
_diffrn_measured_fraction_theta_full  0.998 
_diffrn_reflns_Laue_measured_fraction_max    0.998 
_diffrn_reflns_Laue_measured_fraction_full   0.998 
_diffrn_reflns_point_group_measured_fraction_max   0.998 
_diffrn_reflns_point_group_measured_fraction_full  0.998 
_reflns_number_total              3882 
_reflns_number_gt                 2407 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.000 
_reflns_Friedel_fraction_max      . 
_reflns_Friedel_fraction_full     . 
  
_reflns_special_details 
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
; 
  
_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'Bruker SHELXTL' 
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_refine_special_details           ? 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0708P)²] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    mixed 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        . 
_refine_ls_number_reflns          3882 
_refine_ls_number_parameters      288 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0865 
_refine_ls_R_factor_gt            0.0424 
_refine_ls_wR_factor_ref          0.1147 
_refine_ls_wR_factor_gt           0.1007 
_refine_ls_goodness_of_fit_ref    0.862 
_refine_ls_restrained_S_all       0.862 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
  
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_site_symmetry_order 
 _atom_site_calc_flag 
 _atom_site_refinement_flags_posn 
 _atom_site_refinement_flags_adp 
 _atom_site_refinement_flags_occupancy 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Cl1 Cl 0.52636(3) 0.30385(6) 0.86309(12) 0.0881(3) Uani 1 1 d . . . . . 
N5 N 0.26111(7) 0.46270(10) 0.4344(2) 0.0346(4) Uani 1 1 d . . . . . 
N1 N 0.15854(7) 0.36682(11) 0.6393(2) 0.0404(4) Uani 1 1 d . . . . . 
N4 N 0.22946(8) 0.34154(11) 0.8588(2) 0.0423(4) Uani 1 1 d . . . . . 
N2 N 0.12817(8) 0.34969(12) 0.8064(3) 0.0514(5) Uani 1 1 d . . . . . 
N3 N 0.17102(9) 0.33462(12) 0.9366(3) 0.0526(5) Uani 1 1 d . . . . . 
C8 C 0.22034(9) 0.36154(12) 0.6749(3) 0.0338(5) Uani 1 1 d . . . . . 
C9 C 0.27011(8) 0.37504(12) 0.5239(3) 0.0331(5) Uani 1 1 d . . . . . 
H9 H 0.2629 0.3303 0.4224 0.040 Uiso 1 1 calc R U . . . 
C10 C 0.33533(8) 0.35857(13) 0.6082(3) 0.0342(5) Uani 1 1 d . . . . . 
C15 C 0.37588(9) 0.42959(13) 0.6460(3) 0.0387(5) Uani 1 1 d . . . . . 
C18 C 0.28681(9) 0.53191(13) 0.5647(3) 0.0387(5) Uani 1 1 d . . . . . 
H18A H 0.2658 0.5288 0.6883 0.046 Uiso 1 1 calc R U . . . 
H18B H 0.2785 0.5902 0.5089 0.046 Uiso 1 1 calc R U . . . 
C16 C 0.35615(10) 0.52159(13) 0.5980(3) 0.0420(5) Uani 1 1 d . . . . . 
C20 C 0.26988(10) 0.55065(13) 0.1329(3) 0.0403(5) Uani 1 1 d . . . . . 
C19 C 0.28820(10) 0.46701(14) 0.2392(3) 0.0408(5) Uani 1 1 d . . . . . 
H19A H 0.2743 0.4157 0.1646 0.049 Uiso 1 1 calc R U . . . 
H19B H 0.3335 0.4642 0.2506 0.049 Uiso 1 1 calc R U . . . 
C11 C 0.35490(9) 0.27207(13) 0.6444(3) 0.0411(5) Uani 1 1 d . . . . . 
H11 H 0.3279 0.2250 0.6165 0.049 Uiso 1 1 calc R U . . . 
C6 C 0.09714(9) 0.47617(16) 0.4412(3) 0.0477(6) Uani 1 1 d . . . . . 
C12 C 0.41357(10) 0.25419(15) 0.7208(3) 0.0501(6) Uani 1 1 d . . . . . 
H12 H 0.4263 0.1958 0.7449 0.060 Uiso 1 1 calc R U . . . 
C7 C 0.12332(10) 0.38331(15) 0.4599(3) 0.0494(6) Uani 1 1 d . . . . . 
H7A H 0.0890 0.3411 0.4517 0.059 Uiso 1 1 calc R U . . . 
H7B H 0.1505 0.3721 0.3511 0.059 Uiso 1 1 calc R U . . . 
C14 C 0.43518(10) 0.41097(16) 0.7248(3) 0.0512(6) Uani 1 1 d . . . . . 
H14 H 0.4627 0.4574 0.7530 0.061 Uiso 1 1 calc R U . . . 
C21 C 0.20751(11) 0.57128(15) 0.1013(3) 0.0507(6) Uani 1 1 d . . . . . 
H21 H 0.1767 0.5334 0.1483 0.061 Uiso 1 1 calc R U . . . 
C13 C 0.45289(9) 0.32460(17) 0.7607(3) 0.0533(6) Uani 1 1 d . . . . . 
C25 C 0.31418(11) 0.60813(16) 0.0607(3) 0.0555(6) Uani 1 1 d . . . . . 
H25 H 0.3565 0.5960 0.0810 0.067 Uiso 1 1 calc R U . . . 
C5 C 0.11479(10) 0.54542(16) 0.5600(3) 0.0560(6) Uani 1 1 d . . . . . 
H5 H 0.1432 0.5353 0.6609 0.067 Uiso 1 1 calc R U . . . 
C22 C 0.19022(14) 0.64713(17) 0.0011(3) 0.0639(7) Uani 1 1 d . . . . . 
H22 H 0.1480 0.6602 -0.0181 0.077 Uiso 1 1 calc R U . . . 
C1 C 0.05489(10) 0.4930(2) 0.2916(3) 0.0663(7) Uani 1 1 d . . . . . 
H1 H 0.0425 0.4469 0.2094 0.080 Uiso 1 1 calc R U . . . 
C23 C 0.23468(18) 0.70316(17) -0.0700(3) 0.0731(8) Uani 1 1 d . . . . . 
H23 H 0.2229 0.7544 -0.1372 0.088 Uiso 1 1 calc R U . . . 
C17 C 0.39553(14) 0.58853(19) 0.5742(4) 0.0696(8) Uani 1 1 d . . . . . 
C24 C 0.29664(16) 0.68375(17) -0.0419(3) 0.0728(8) Uani 1 1 d . . . . . 
H24 H 0.3271 0.7213 -0.0917 0.087 Uiso 1 1 calc R U . . . 
C4 C 0.09081(12) 0.62988(18) 0.5314(4) 0.0726(8) Uani 1 1 d . . . . . 
H4 H 0.1030 0.6762 0.6134 0.087 Uiso 1 1 calc R U . . . 
C3 C 0.04905(13) 0.6458(2) 0.3827(5) 0.0843(9) Uani 1 1 d . . . . . 
H3 H 0.0331 0.7029 0.3631 0.101 Uiso 1 1 calc R U . . . 
C2 C 0.03099(12) 0.5776(3) 0.2633(5) 0.0850(10) Uani 1 1 d . . . . . 
H2 H 0.0025 0.5881 0.1627 0.102 Uiso 1 1 calc R U . . . 
H17A H 0.3779(11) 0.6500(18) 0.544(3) 0.075(8) Uiso 1 1 d . . . . . 
H17B H 0.4402(12) 0.5851(17) 0.596(4) 0.082(8) Uiso 1 1 d . . . . . 
  
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
  
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Cl1 C13 1.739(2) . ? 
N5 C9 1.464(2) . ? 
N5 C19 1.473(2) . ? 
N5 C18 1.473(2) . ? 
N1 C8 1.341(2) . ? 
N1 N2 1.354(2) . ? 
N1 C7 1.460(3) . ? 
N4 C8 1.315(2) . ? 
N4 N3 1.369(2) . ? 
N2 N3 1.292(2) . ? 
C8 C9 1.512(3) . ? 
C9 C10 1.522(2) . ? 
C9 H9 0.9800 . ? 
C10 C11 1.384(3) . ? 
C10 C15 1.395(3) . ? 
C15 C14 1.399(3) . ? 
C15 C16 1.479(3) . ? 
C18 C16 1.503(3) . ? 
C18 H18A 0.9700 . ? 
C18 H18B 0.9700 . ? 
C16 C17 1.321(3) . ? 
C20 C25 1.378(3) . ? 
C20 C21 1.381(3) . ? 
C20 C19 1.502(3) . ? 
C19 H19A 0.9700 . ? 
C19 H19B 0.9700 . ? 
C11 C12 1.378(3) . ? 
C11 H11 0.9300 . ? 
C6 C5 1.372(3) . ? 
C6 C1 1.384(3) . ? 
C6 C7 1.505(3) . ? 
C12 C13 1.374(3) . ? 
C12 H12 0.9300 . ? 
C7 H7A 0.9700 . ? 
C7 H7B 0.9700 . ? 
C14 C13 1.371(3) . ? 
C14 H14 0.9300 . ? 
C21 C22 1.378(3) . ? 
C21 H21 0.9300 . ? 
C25 C24 1.385(3) . ? 
C25 H25 0.9300 . ? 
C5 C4 1.379(3) . ? 
C5 H5 0.9300 . ? 
C22 C23 1.364(4) . ? 
C22 H22 0.9300 . ? 
C1 C2 1.380(4) . ? 
C1 H1 0.9300 . ? 
C23 C24 1.365(4) . ? 
C23 H23 0.9300 . ? 
C17 H17A 1.02(3) . ? 
C17 H17B 0.97(3) . ? 
C24 H24 0.9300 . ? 
C4 C3 1.371(4) . ? 
C4 H4 0.9300 . ? 
C3 C2 1.366(4) . ? 
C3 H3 0.9300 . ? 
C2 H2 0.9300 . ? 
  
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C9 N5 C19 111.93(14) . . ? 
C9 N5 C18 109.27(14) . . ? 
C19 N5 C18 112.24(15) . . ? 
C8 N1 N2 108.33(16) . . ? 
C8 N1 C7 131.22(17) . . ? 
N2 N1 C7 120.40(16) . . ? 
C8 N4 N3 105.74(16) . . ? 
N3 N2 N1 106.34(16) . . ? 
N2 N3 N4 110.79(16) . . ? 
N4 C8 N1 108.79(17) . . ? 
N4 C8 C9 126.78(16) . . ? 
N1 C8 C9 124.42(17) . . ? 
N5 C9 C8 108.74(14) . . ? 
N5 C9 C10 114.89(15) . . ? 
C8 C9 C10 111.29(15) . . ? 
N5 C9 H9 107.2 . . ? 
C8 C9 H9 107.2 . . ? 
C10 C9 H9 107.2 . . ? 
C11 C10 C15 119.80(18) . . ? 
C11 C10 C9 119.55(17) . . ? 
C15 C10 C9 120.64(17) . . ? 
C10 C15 C14 118.43(19) . . ? 
C10 C15 C16 119.77(17) . . ? 
C14 C15 C16 121.79(19) . . ? 
N5 C18 C16 112.22(16) . . ? 
N5 C18 H18A 109.2 . . ? 
C16 C18 H18A 109.2 . . ? 
N5 C18 H18B 109.2 . . ? 
C16 C18 H18B 109.2 . . ? 
H18A C18 H18B 107.9 . . ? 
C17 C16 C15 123.8(2) . . ? 
C17 C16 C18 122.0(2) . . ? 
C15 C16 C18 114.04(17) . . ? 
C25 C20 C21 117.9(2) . . ? 
C25 C20 C19 121.6(2) . . ? 
C21 C20 C19 120.53(19) . . ? 
N5 C19 C20 112.30(16) . . ? 
N5 C19 H19A 109.1 . . ? 
C20 C19 H19A 109.1 . . ? 
N5 C19 H19B 109.1 . . ? 
C20 C19 H19B 109.1 . . ? 
H19A C19 H19B 107.9 . . ? 
C12 C11 C10 121.4(2) . . ? 
C12 C11 H11 119.3 . . ? 
C10 C11 H11 119.3 . . ? 
C5 C6 C1 118.5(2) . . ? 
C5 C6 C7 123.37(19) . . ? 
C1 C6 C7 118.1(2) . . ? 
C13 C12 C11 118.4(2) . . ? 
C13 C12 H12 120.8 . . ? 
C11 C12 H12 120.8 . . ? 
N1 C7 C6 114.58(18) . . ? 
N1 C7 H7A 108.6 . . ? 
C6 C7 H7A 108.6 . . ? 
N1 C7 H7B 108.6 . . ? 
C6 C7 H7B 108.6 . . ? 
H7A C7 H7B 107.6 . . ? 
C13 C14 C15 120.3(2) . . ? 
C13 C14 H14 119.8 . . ? 
C15 C14 H14 119.8 . . ? 
C22 C21 C20 121.0(2) . . ? 
C22 C21 H21 119.5 . . ? 
C20 C21 H21 119.5 . . ? 
C14 C13 C12 121.6(2) . . ? 
C14 C13 Cl1 119.17(18) . . ? 
C12 C13 Cl1 119.26(18) . . ? 
C20 C25 C24 121.0(2) . . ? 
C20 C25 H25 119.5 . . ? 
C24 C25 H25 119.5 . . ? 
C6 C5 C4 120.8(2) . . ? 
C6 C5 H5 119.6 . . ? 
C4 C5 H5 119.6 . . ? 
C23 C22 C21 120.4(3) . . ? 
C23 C22 H22 119.8 . . ? 
C21 C22 H22 119.8 . . ? 
C2 C1 C6 120.6(3) . . ? 
C2 C1 H1 119.7 . . ? 
C6 C1 H1 119.7 . . ? 
C22 C23 C24 119.7(2) . . ? 
C22 C23 H23 120.2 . . ? 
C24 C23 H23 120.2 . . ? 
C16 C17 H17A 118.7(13) . . ? 
C16 C17 H17B 124.7(16) . . ? 
H17A C17 H17B 116(2) . . ? 
C23 C24 C25 120.1(2) . . ? 
C23 C24 H24 120.0 . . ? 
C25 C24 H24 120.0 . . ? 
C3 C4 C5 120.2(3) . . ? 
C3 C4 H4 119.9 . . ? 
C5 C4 H4 119.9 . . ? 
C2 C3 C4 119.7(3) . . ? 
C2 C3 H3 120.2 . . ? 
C4 C3 H3 120.2 . . ? 
C3 C2 C1 120.2(3) . . ? 
C3 C2 H2 119.9 . . ? 
C1 C2 H2 119.9 . . ? 
  
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C8 N1 N2 N3 -0.1(2) . . . . ? 
C7 N1 N2 N3 177.57(18) . . . . ? 
N1 N2 N3 N4 0.1(2) . . . . ? 
C8 N4 N3 N2 0.0(2) . . . . ? 
N3 N4 C8 N1 0.0(2) . . . . ? 
N3 N4 C8 C9 -178.95(17) . . . . ? 
N2 N1 C8 N4 0.1(2) . . . . ? 
C7 N1 C8 N4 -177.23(19) . . . . ? 
N2 N1 C8 C9 179.02(16) . . . . ? 
C7 N1 C8 C9 1.7(3) . . . . ? 
C19 N5 C9 C8 -156.17(15) . . . . ? 
C18 N5 C9 C8 78.88(18) . . . . ? 
C19 N5 C9 C10 78.37(19) . . . . ? 
C18 N5 C9 C10 -46.6(2) . . . . ? 
N4 C8 C9 N5 -125.07(19) . . . . ? 
N1 C8 C9 N5 56.2(2) . . . . ? 
N4 C8 C9 C10 2.5(3) . . . . ? 
N1 C8 C9 C10 -176.28(17) . . . . ? 
N5 C9 C10 C11 -161.28(16) . . . . ? 
C8 C9 C10 C11 74.6(2) . . . . ? 
N5 C9 C10 C15 17.5(2) . . . . ? 
C8 C9 C10 C15 -106.60(19) . . . . ? 
C11 C10 C15 C14 -1.6(3) . . . . ? 
C9 C10 C15 C14 179.56(17) . . . . ? 
C11 C10 C15 C16 176.88(17) . . . . ? 
C9 C10 C15 C16 -1.9(3) . . . . ? 
C9 N5 C18 C16 62.4(2) . . . . ? 
C19 N5 C18 C16 -62.4(2) . . . . ? 
C10 C15 C16 C17 -159.4(2) . . . . ? 
C14 C15 C16 C17 19.0(3) . . . . ? 
C10 C15 C16 C18 16.6(3) . . . . ? 
C14 C15 C16 C18 -164.91(18) . . . . ? 
N5 C18 C16 C17 128.7(2) . . . . ? 
N5 C18 C16 C15 -47.4(2) . . . . ? 
C9 N5 C19 C20 170.25(16) . . . . ? 
C18 N5 C19 C20 -66.5(2) . . . . ? 
C25 C20 C19 N5 123.8(2) . . . . ? 
C21 C20 C19 N5 -57.5(2) . . . . ? 
C15 C10 C11 C12 1.2(3) . . . . ? 
C9 C10 C11 C12 -179.95(17) . . . . ? 
C10 C11 C12 C13 -0.1(3) . . . . ? 
C8 N1 C7 C6 -103.5(2) . . . . ? 
N2 N1 C7 C6 79.5(2) . . . . ? 
C5 C6 C7 N1 12.9(3) . . . . ? 
C1 C6 C7 N1 -169.68(19) . . . . ? 
C10 C15 C14 C13 1.0(3) . . . . ? 
C16 C15 C14 C13 -177.5(2) . . . . ? 
C25 C20 C21 C22 -0.2(3) . . . . ? 
C19 C20 C21 C22 -178.93(19) . . . . ? 
C15 C14 C13 C12 0.1(3) . . . . ? 
C15 C14 C13 Cl1 -178.78(16) . . . . ? 
C11 C12 C13 C14 -0.5(3) . . . . ? 
C11 C12 C13 Cl1 178.34(16) . . . . ? 
C21 C20 C25 C24 -0.6(3) . . . . ? 
C19 C20 C25 C24 178.15(19) . . . . ? 
C1 C6 C5 C4 0.2(3) . . . . ? 
C7 C6 C5 C4 177.7(2) . . . . ? 
C20 C21 C22 C23 0.4(3) . . . . ? 
C5 C6 C1 C2 -0.2(3) . . . . ? 
C7 C6 C1 C2 -177.8(2) . . . . ? 
C21 C22 C23 C24 0.1(4) . . . . ? 
C22 C23 C24 C25 -0.9(4) . . . . ? 
C20 C25 C24 C23 1.1(4) . . . . ? 
C6 C5 C4 C3 -0.3(4) . . . . ? 
C5 C4 C3 C2 0.4(4) . . . . ? 
C4 C3 C2 C1 -0.3(4) . . . . ? 
C6 C1 C2 C3 0.3(4) . . . . ? 
  
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
C19 H19A N4  0.97 2.56 3.449(3) 152.9 1_554 
  
_refine_diff_density_max    0.241 
_refine_diff_density_min   -0.371 
_refine_diff_density_rms    0.036 
  
  
  
