# Supplementary Material (ESI) for Perkin Transactions
# This journal is © The Royal Society of Chemistry 2000
# CCDC Number: 188/280

 
data_s500rm2 
 
_audit_creation_method            SHELXL 
_chemical_name_systematic 
; 
 2-Dimethylamino-4,6-Bis(2-hydroxyphenyl)-1,3,5-Triazine 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_structural      ? 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C17 H16 N4 O2' 
_chemical_formula_weight          308.34 
_chemical_melting_point           ? 
_chemical_compound_source         ? 
 
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' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            monoclinic 
_symmetry_space_group_name_H-M    P2(1)/c 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
 
_cell_length_a                    7.9840(10) 
_cell_length_b                    21.589(4) 
_cell_length_c                    8.7310(10) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.350(10) 
_cell_angle_gamma                 90.00 
_cell_volume                      1504.9(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     27 
_cell_measurement_theta_min       15 
_cell_measurement_theta_max       17 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           1.2 
_exptl_crystal_size_mid           0.45 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.361 
_exptl_crystal_density_method     ? 
_exptl_crystal_F_000              648 
_exptl_absorpt_coefficient_mu     0.093 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device        'Nicolet P3 '
_diffrn_measurement_method        'Wyckoff - Scan '
_diffrn_standards_number          3 
_diffrn_standards_interval_count  50 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             2854 
_diffrn_reflns_av_R_equivalents   0.0123 
_diffrn_reflns_av_sigmaI/netI     0.0221 
_diffrn_reflns_limit_h_min        0 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        0 
_diffrn_reflns_limit_k_max        26 
_diffrn_reflns_limit_l_min        -10 
_diffrn_reflns_limit_l_max        10 
_diffrn_reflns_theta_min          1.89 
_diffrn_reflns_theta_max          25.00 
_reflns_number_total              2658 
_reflns_number_observed           1974 
_reflns_observed_criterion        >2sigma(I) 
 
_computing_data_collection        'Siemens P3/V Data Collection System  '
_computing_cell_refinement        'Siemens P3/V Data Collection System '
_computing_data_reduction         'SHELXTL plus - XDISK'
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)' 
_computing_molecular_graphics     'SHELXTL - XP '
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement on F^2^ for ALL reflections except for 207 with very negative F^2^ 
 or flagged by the user for potential systematic errors.  Weighted R-factors 
 wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
 are based on F, with F set to zero for negative F^2^. The observed criterion 
 of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme 
 'calc w=1/[\s^2^(Fo^2^)+(0.1415P)^2^+1.0981P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     ? 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0057(30) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          2451 
_refine_ls_number_parameters      217 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1053 
_refine_ls_R_factor_obs           0.0816 
_refine_ls_wR_factor_all          0.2813 
_refine_ls_wR_factor_obs          0.2326 
_refine_ls_goodness_of_fit_all    1.076 
_refine_ls_goodness_of_fit_obs    1.137 
_refine_ls_restrained_S_all       1.183 
_refine_ls_restrained_S_obs       1.137 
_refine_ls_shift/esd_max          0.000 
_refine_ls_shift/esd_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_thermal_displace_type 
 _atom_site_occupancy 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_group 
N1 N 0.1522(3) 0.39882(11) 0.4985(3) 0.0428(7) Uani 1 d . . 
C2 C 0.1076(4) 0.42860(14) 0.6280(3) 0.0413(7) Uani 1 d . . 
N3 N 0.1467(3) 0.48824(12) 0.6583(3) 0.0452(7) Uani 1 d . . 
C4 C 0.2372(4) 0.51655(14) 0.5518(4) 0.0413(7) Uani 1 d . . 
N5 N 0.2859(3) 0.49081(11) 0.4189(3) 0.0438(7) Uani 1 d . . 
C6 C 0.2383(4) 0.43180(14) 0.3968(3) 0.0405(7) Uani 1 d . . 
N7 N 0.0175(4) 0.39773(12) 0.7307(3) 0.0495(7) Uani 1 d . . 
C8 C -0.0391(5) 0.4269(2) 0.8716(4) 0.0619(10) Uani 1 d . . 
H8A H -0.1018(5) 0.3976(2) 0.9306(4) 0.093 Uiso 0.50 calc PR . 
H8B H -0.1089(5) 0.4618(2) 0.8471(4) 0.093 Uiso 0.50 calc PR . 
H8C H 0.0562(5) 0.4407(2) 0.9299(4) 0.093 Uiso 0.50 calc PR . 
H8D H -0.0012(5) 0.4691(2) 0.8745(4) 0.093 Uiso 0.50 calc PR . 
H8E H 0.0059(5) 0.4049(2) 0.9580(4) 0.093 Uiso 0.50 calc PR . 
H8F H -0.1592(5) 0.4260(2) 0.8751(4) 0.093 Uiso 0.50 calc PR . 
C9 C -0.0223(5) 0.3324(2) 0.7106(4) 0.0613(10) Uani 1 d . . 
H9A H -0.0877(5) 0.3183(2) 0.7957(4) 0.092 Uiso 0.50 calc PR . 
H9B H 0.0797(5) 0.3089(2) 0.7056(4) 0.092 Uiso 0.50 calc PR . 
H9C H -0.0849(5) 0.3269(2) 0.6174(4) 0.092 Uiso 0.50 calc PR . 
H9D H 0.0257(5) 0.3178(2) 0.6168(4) 0.092 Uiso 0.50 calc PR . 
H9E H -0.1416(5) 0.3271(2) 0.7069(4) 0.092 Uiso 0.50 calc PR . 
H9F H 0.0229(5) 0.3091(2) 0.7951(4) 0.092 Uiso 0.50 calc PR . 
C10 C 0.2856(4) 0.58183(14) 0.5790(4) 0.0463(8) Uani 1 d . . 
C11 C 0.2300(5) 0.6118(2) 0.7127(5) 0.0633(11) Uani 1 d . . 
H11 H 0.1652(5) 0.5904(2) 0.7833(5) 0.076 Uiso 1 calc R . 
C12 C 0.2717(6) 0.6734(2) 0.7393(6) 0.0770(13) Uani 1 d . . 
H12 H 0.2339(6) 0.6931(2) 0.8272(6) 0.092 Uiso 1 calc R . 
C13 C 0.3681(6) 0.7051(2) 0.6368(6) 0.0765(13) Uani 1 d . . 
H13 H 0.3957(6) 0.7463(2) 0.6555(6) 0.092 Uiso 1 calc R . 
C14 C 0.4237(5) 0.6768(2) 0.5076(5) 0.0680(11) Uani 1 d . . 
H14 H 0.4891(5) 0.6990(2) 0.4389(5) 0.082 Uiso 1 calc R . 
C15 C 0.3844(4) 0.6150(2) 0.4764(4) 0.0496(8) Uani 1 d . . 
O15 O 0.4409(4) 0.59079(14) 0.3500(3) 0.0799(9) Uani 1 d . . 
H15 H 0.3867(72) 0.5373(31) 0.3725(67) 0.128(19) Uiso 1 d . . 
C16 C 0.2799(4) 0.40222(14) 0.2504(4) 0.0441(8) Uani 1 d . . 
C17 C 0.3638(5) 0.4353(2) 0.1372(4) 0.0641(11) Uani 1 d . . 
H17 H 0.3964(5) 0.4759(2) 0.1569(4) 0.077 Uiso 1 calc R . 
C18 C 0.3996(6) 0.4096(2) -0.0027(5) 0.0760(12) Uani 1 d . . 
H18 H 0.4555(6) 0.4326(2) -0.0765(5) 0.091 Uiso 1 calc R . 
C19 C 0.3523(5) 0.3497(2) -0.0327(4) 0.0669(11) Uani 1 d . . 
H19 H 0.3757(5) 0.3323(2) -0.1276(4) 0.080 Uiso 1 calc R . 
C20 C 0.2722(5) 0.3158(2) 0.0741(4) 0.0602(10) Uani 1 d . . 
H20 H 0.2416(5) 0.2753(2) 0.0519(4) 0.072 Uiso 1 calc R . 
C21 C 0.2344(4) 0.34069(15) 0.2177(4) 0.0489(9) Uani 1 d . . 
O21 O 0.1568(4) 0.30440(11) 0.3185(3) 0.0670(8) Uani 1 d . . 
H21 H 0.1397(64) 0.3316(26) 0.4061(61) 0.104(17) Uiso 1 d . . 
 
loop_ 
 _atom_site_aniso_label 
 _atom_site_aniso_U_11 
 _atom_site_aniso_U_22 
 _atom_site_aniso_U_33 
 _atom_site_aniso_U_23 
 _atom_site_aniso_U_13 
 _atom_site_aniso_U_12 
N1 0.054(2) 0.0341(13) 0.0406(14) -0.0013(11) -0.0018(12) 0.0026(11) 
C2 0.050(2) 0.035(2) 0.038(2) 0.0000(13) -0.0069(13) 0.0050(13) 
N3 0.054(2) 0.0371(14) 0.0444(15) -0.0046(11) -0.0018(12) 0.0013(12) 
C4 0.044(2) 0.036(2) 0.044(2) -0.0030(13) -0.0067(13) 0.0043(13) 
N5 0.055(2) 0.0343(14) 0.0421(14) -0.0040(11) -0.0010(12) -0.0013(12) 
C6 0.046(2) 0.0340(15) 0.041(2) -0.0026(13) -0.0063(13) 0.0043(13) 
N7 0.068(2) 0.0377(14) 0.0427(15) 0.0031(11) 0.0037(13) 0.0013(13) 
C8 0.081(3) 0.060(2) 0.045(2) 0.006(2) 0.012(2) 0.011(2) 
C9 0.084(3) 0.044(2) 0.056(2) 0.009(2) 0.004(2) -0.004(2) 
C10 0.050(2) 0.037(2) 0.051(2) -0.0040(14) -0.0074(15) 0.0017(14) 
C11 0.071(2) 0.045(2) 0.074(3) -0.026(2) -0.010(2) 0.007(2) 
C12 0.081(3) 0.052(2) 0.098(3) -0.033(2) -0.006(2) -0.004(2) 
C13 0.083(3) 0.037(2) 0.109(4) -0.021(2) -0.023(3) -0.004(2) 
C14 0.070(3) 0.044(2) 0.089(3) 0.008(2) -0.019(2) -0.016(2) 
C15 0.053(2) 0.043(2) 0.052(2) -0.0031(15) -0.008(2) -0.0015(15) 
O15 0.103(2) 0.070(2) 0.067(2) -0.0061(15) 0.012(2) -0.016(2) 
C16 0.050(2) 0.038(2) 0.044(2) -0.0060(13) -0.0018(14) 0.0038(13) 
C17 0.084(3) 0.053(2) 0.055(2) -0.009(2) 0.016(2) -0.007(2) 
C18 0.099(3) 0.074(3) 0.056(2) -0.010(2) 0.027(2) -0.004(2) 
C19 0.080(3) 0.071(3) 0.050(2) -0.018(2) 0.006(2) 0.014(2) 
C20 0.075(3) 0.046(2) 0.059(2) -0.022(2) -0.009(2) 0.010(2) 
C21 0.062(2) 0.038(2) 0.046(2) -0.0050(14) -0.007(2) 0.0061(15) 
O21 0.102(2) 0.0356(13) 0.063(2) -0.0079(12) 0.0073(15) -0.0084(13) 
 
_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 
N1 C6 1.333(4) . ? 
N1 C2 1.350(4) . ? 
C2 N7 1.332(4) . ? 
C2 N3 1.351(4) . ? 
N3 C4 1.330(4) . ? 
C4 N5 1.346(4) . ? 
C4 C10 1.480(4) . ? 
N5 C6 1.343(4) . ? 
N5 H15 1.35(7) . ? 
C6 C16 1.469(4) . ? 
N7 C9 1.457(4) . ? 
N7 C8 1.457(4) . ? 
C8 H8A 0.96 . ? 
C8 H8B 0.96 . ? 
C8 H8C 0.96 . ? 
C8 H8D 0.96 . ? 
C8 H8E 0.96 . ? 
C8 H8F 0.96 . ? 
C9 H9A 0.96 . ? 
C9 H9B 0.96 . ? 
C9 H9C 0.96 . ? 
C9 H9D 0.96 . ? 
C9 H9E 0.96 . ? 
C9 H9F 0.96 . ? 
C10 C15 1.395(5) . ? 
C10 C11 1.409(5) . ? 
C11 C12 1.389(5) . ? 
C11 H11 0.93 . ? 
C12 C13 1.368(7) . ? 
C12 H12 0.93 . ? 
C13 C14 1.359(6) . ? 
C13 H13 0.93 . ? 
C14 C15 1.397(5) . ? 
C14 H14 0.93 . ? 
C15 O15 1.304(4) . ? 
O15 H15 1.25(7) . ? 
C16 C17 1.394(5) . ? 
C16 C21 1.406(4) . ? 
C17 C18 1.373(5) . ? 
C17 H17 0.93 . ? 
C18 C19 1.371(6) . ? 
C18 H18 0.93 . ? 
C19 C20 1.350(6) . ? 
C19 H19 0.93 . ? 
C20 C21 1.398(5) . ? 
C20 H20 0.93 . ? 
C21 O21 1.334(4) . ? 
O21 H21 0.97(6) . ? 
 
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 
C6 N1 C2 116.3(3) . . ? 
N7 C2 N1 118.2(3) . . ? 
N7 C2 N3 118.1(3) . . ? 
N1 C2 N3 123.8(3) . . ? 
C4 N3 C2 115.3(3) . . ? 
N3 C4 N5 125.0(3) . . ? 
N3 C4 C10 117.9(3) . . ? 
N5 C4 C10 117.1(3) . . ? 
C6 N5 C4 115.7(3) . . ? 
C6 N5 H15 146.1(25) . . ? 
C4 N5 H15 97.3(25) . . ? 
N1 C6 N5 123.9(3) . . ? 
N1 C6 C16 117.9(3) . . ? 
N5 C6 C16 118.2(3) . . ? 
C2 N7 C9 121.5(3) . . ? 
C2 N7 C8 121.6(3) . . ? 
C9 N7 C8 116.9(3) . . ? 
N7 C8 H8A 109.5(2) . . ? 
N7 C8 H8B 109.5(2) . . ? 
H8A C8 H8B 109.5 . . ? 
N7 C8 H8C 109.5(2) . . ? 
H8A C8 H8C 109.5 . . ? 
H8B C8 H8C 109.5 . . ? 
N7 C8 H8D 109.5(2) . . ? 
H8A C8 H8D 141.1 . . ? 
H8B C8 H8D 56.3 . . ? 
H8C C8 H8D 56.3 . . ? 
N7 C8 H8E 109.5(2) . . ? 
H8A C8 H8E 56.3 . . ? 
H8B C8 H8E 141.1 . . ? 
H8C C8 H8E 56.3 . . ? 
H8D C8 H8E 109.5 . . ? 
N7 C8 H8F 109.5(2) . . ? 
H8A C8 H8F 56.3 . . ? 
H8B C8 H8F 56.3 . . ? 
H8C C8 H8F 141.1 . . ? 
H8D C8 H8F 109.5 . . ? 
H8E C8 H8F 109.5 . . ? 
N7 C9 H9A 109.5(2) . . ? 
N7 C9 H9B 109.5(2) . . ? 
H9A C9 H9B 109.5 . . ? 
N7 C9 H9C 109.5(2) . . ? 
H9A C9 H9C 109.5 . . ? 
H9B C9 H9C 109.5 . . ? 
N7 C9 H9D 109.5(2) . . ? 
H9A C9 H9D 141.1 . . ? 
H9B C9 H9D 56.3 . . ? 
H9C C9 H9D 56.3 . . ? 
N7 C9 H9E 109.5(2) . . ? 
H9A C9 H9E 56.3 . . ? 
H9B C9 H9E 141.1 . . ? 
H9C C9 H9E 56.3 . . ? 
H9D C9 H9E 109.5 . . ? 
N7 C9 H9F 109.5(2) . . ? 
H9A C9 H9F 56.3 . . ? 
H9B C9 H9F 56.3 . . ? 
H9C C9 H9F 141.1 . . ? 
H9D C9 H9F 109.5 . . ? 
H9E C9 H9F 109.5 . . ? 
C15 C10 C11 118.6(3) . . ? 
C15 C10 C4 122.2(3) . . ? 
C11 C10 C4 119.2(3) . . ? 
C12 C11 C10 120.1(4) . . ? 
C12 C11 H11 120.0(3) . . ? 
C10 C11 H11 120.0(2) . . ? 
C13 C12 C11 120.4(4) . . ? 
C13 C12 H12 119.8(2) . . ? 
C11 C12 H12 119.8(3) . . ? 
C14 C13 C12 120.4(4) . . ? 
C14 C13 H13 119.8(2) . . ? 
C12 C13 H13 119.8(2) . . ? 
C13 C14 C15 121.1(4) . . ? 
C13 C14 H14 119.4(2) . . ? 
C15 C14 H14 119.4(3) . . ? 
O15 C15 C10 122.5(3) . . ? 
O15 C15 C14 118.0(4) . . ? 
C10 C15 C14 119.5(4) . . ? 
C15 O15 H15 96.7(27) . . ? 
C17 C16 C21 117.7(3) . . ? 
C17 C16 C6 120.4(3) . . ? 
C21 C16 C6 121.9(3) . . ? 
C18 C17 C16 121.8(4) . . ? 
C18 C17 H17 119.1(3) . . ? 
C16 C17 H17 119.1(2) . . ? 
C19 C18 C17 119.5(4) . . ? 
C19 C18 H18 120.2(2) . . ? 
C17 C18 H18 120.2(3) . . ? 
C20 C19 C18 120.6(3) . . ? 
C20 C19 H19 119.7(2) . . ? 
C18 C19 H19 119.7(2) . . ? 
C19 C20 C21 121.2(3) . . ? 
C19 C20 H20 119.4(2) . . ? 
C21 C20 H20 119.4(2) . . ? 
O21 C21 C20 118.0(3) . . ? 
O21 C21 C16 122.8(3) . . ? 
C20 C21 C16 119.2(3) . . ? 
C21 O21 H21 103.4(31) . . ? 
 
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 
 C6 N1 C2 N7 178.2(3) . . . . ? 
 C6 N1 C2 N3 -0.6(4) . . . . ? 
 N7 C2 N3 C4 179.9(3) . . . . ? 
 N1 C2 N3 C4 -1.3(4) . . . . ? 
 C2 N3 C4 N5 1.9(4) . . . . ? 
 C2 N3 C4 C10 -179.4(3) . . . . ? 
 N3 C4 N5 C6 -0.5(5) . . . . ? 
 C10 C4 N5 C6 -179.2(3) . . . . ? 
 C2 N1 C6 N5 2.2(4) . . . . ? 
 C2 N1 C6 C16 -176.2(3) . . . . ? 
 C4 N5 C6 N1 -1.7(4) . . . . ? 
 C4 N5 C6 C16 176.8(3) . . . . ? 
 N1 C2 N7 C9 4.5(5) . . . . ? 
 N3 C2 N7 C9 -176.6(3) . . . . ? 
 N1 C2 N7 C8 -178.5(3) . . . . ? 
 N3 C2 N7 C8 0.4(5) . . . . ? 
 N3 C4 C10 C15 178.1(3) . . . . ? 
 N5 C4 C10 C15 -3.1(5) . . . . ? 
 N3 C4 C10 C11 -2.1(4) . . . . ? 
 N5 C4 C10 C11 176.7(3) . . . . ? 
 C15 C10 C11 C12 0.8(5) . . . . ? 
 C4 C10 C11 C12 -178.9(3) . . . . ? 
 C10 C11 C12 C13 -0.6(6) . . . . ? 
 C11 C12 C13 C14 0.2(7) . . . . ? 
 C12 C13 C14 C15 -0.1(7) . . . . ? 
 C11 C10 C15 O15 -179.9(3) . . . . ? 
 C4 C10 C15 O15 -0.2(5) . . . . ? 
 C11 C10 C15 C14 -0.7(5) . . . . ? 
 C4 C10 C15 C14 179.1(3) . . . . ? 
 C13 C14 C15 O15 179.6(4) . . . . ? 
 C13 C14 C15 C10 0.3(6) . . . . ? 
 N1 C6 C16 C17 177.4(3) . . . . ? 
 N5 C6 C16 C17 -1.2(5) . . . . ? 
 N1 C6 C16 C21 -1.3(5) . . . . ? 
 N5 C6 C16 C21 -179.8(3) . . . . ? 
 C21 C16 C17 C18 0.9(6) . . . . ? 
 C6 C16 C17 C18 -177.8(4) . . . . ? 
 C16 C17 C18 C19 -0.1(7) . . . . ? 
 C17 C18 C19 C20 -0.5(7) . . . . ? 
 C18 C19 C20 C21 0.3(6) . . . . ? 
 C19 C20 C21 O21 -179.2(4) . . . . ? 
 C19 C20 C21 C16 0.5(5) . . . . ? 
 C17 C16 C21 O21 178.6(3) . . . . ? 
 C6 C16 C21 O21 -2.7(5) . . . . ? 
 C17 C16 C21 C20 -1.0(5) . . . . ? 
 C6 C16 C21 C20 177.7(3) . . . . ? 
 C15 O15 H15 N5 34.5(150) . . . . ? 
 C21 O21 H21 N1 1.4(110) . . . . ? 
 
_refine_diff_density_max    0.271 
_refine_diff_density_min   -0.260 
_refine_diff_density_rms    0.059