Electronic Supplementary Material for CrystEngComm This Journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_email desiraju@uohyd.ernet.in _publ_contact_author_name 'Prof. Gautam R. Desiraju' _publ_contact_author_address ; School of Chemistry University of Hyderabad Hyderabad - 500 046 India ; _publ_contact_author_phone '91 40 23010500 extn. 4828' _publ_contact_author_fax '91 40 23010567' _publ_section_title ; Host-guest and network structures of some tetraphenylmethane derivatives ; loop_ _publ_author_name _publ_author_address S.Basavoju ; School of Chemistry University of Hyderabad Hyderabad - 500 046 India ; S.Aitipamula ; School of Chemistry University of Hyderabad Hyderabad - 500 046 India ; G.R.Desiraju ; School of Chemistry University of Hyderabad Hyderabad - 500 046 India ; data_DNTPM _database_code_depnum_ccdc_archive 'CCDC 233657' _audit_creation_method SHELXL-97 _chemical_name_systematic bis(4-nitrophenyl)diphenylmethane _chemical_name_common bis(4-nitrophenyl)diphenylmethane _chemical_melting_point 240 _chemical_formula_moiety 'C25 H18 N2 O4' _chemical_formula_sum 'C25 H18 N2 O4' _chemical_formula_weight 410.41 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.5520(15) _cell_length_b 16.296(3) _cell_length_c 16.174(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.71(3) _cell_angle_gamma 90.00 _cell_volume 1967.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4771 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0608 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 28.68 _reflns_number_total 4771 _reflns_number_gt 3053 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0964P)^2^+0.6597P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4771 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1102 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.1817 _refine_ls_wR_factor_gt 0.1530 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C25 C 0.5555(3) 0.13673(13) 0.23588(13) 0.0171(5) Uani 1 1 d . . . N2 N 0.2041(3) 0.04141(14) 0.51521(13) 0.0288(5) Uani 1 1 d . . . C4 C 0.6602(3) 0.06729(14) 0.19960(14) 0.0193(5) Uani 1 1 d . . . O4 O 0.1852(3) -0.03218(12) 0.52934(12) 0.0326(5) Uani 1 1 d . . . O3 O 0.1632(3) 0.09698(13) 0.55956(12) 0.0397(5) Uani 1 1 d . . . C24 C 0.7464(3) 0.22020(15) 0.35211(14) 0.0212(5) Uani 1 1 d . . . C23 C 0.8869(3) 0.27317(16) 0.37973(15) 0.0240(5) Uani 1 1 d . . . C22 C 0.9814(3) 0.30638(15) 0.32192(15) 0.0226(5) Uani 1 1 d . . . O2 O 1.2053(3) 0.39616(13) 0.29793(13) 0.0415(5) Uani 1 1 d . . . C10 C 0.4043(3) 0.17103(14) 0.16950(13) 0.0184(5) Uani 1 1 d . . . C20 C 0.8026(3) 0.23526(15) 0.21073(15) 0.0227(5) Uani 1 1 d . . . C21 C 0.9416(3) 0.28893(16) 0.23711(15) 0.0247(5) Uani 1 1 d . . . C16 C 0.4588(3) 0.10754(14) 0.30838(13) 0.0189(5) Uani 1 1 d . . . N1 N 1.1338(3) 0.36056(14) 0.35060(14) 0.0292(5) Uani 1 1 d . . . C13 C 0.2845(3) 0.06371(16) 0.44061(15) 0.0237(5) Uani 1 1 d . . . C6 C 0.7398(4) -0.01153(16) 0.08374(16) 0.0266(6) Uani 1 1 d . . . O1 O 1.1860(3) 0.36539(14) 0.42631(13) 0.0460(6) Uani 1 1 d . . . C14 C 0.2766(3) 0.14474(16) 0.41431(15) 0.0236(5) Uani 1 1 d . . . C5 C 0.6329(3) 0.04712(15) 0.11492(15) 0.0221(5) Uani 1 1 d . . . C19 C 0.7001(3) 0.20084(14) 0.26780(14) 0.0187(5) Uani 1 1 d . . . C17 C 0.4580(4) 0.02649(15) 0.33490(15) 0.0225(5) Uani 1 1 d . . . C18 C 0.3693(4) 0.00401(16) 0.40092(16) 0.0266(6) Uani 1 1 d . . . C9 C 0.4018(4) 0.25002(16) 0.13672(15) 0.0240(5) Uani 1 1 d . . . C11 C 0.2592(3) 0.11924(16) 0.14209(15) 0.0238(5) Uani 1 1 d . . . C15 C 0.3620(3) 0.16543(15) 0.34714(15) 0.0224(5) Uani 1 1 d . . . C12 C 0.1181(4) 0.14525(18) 0.08360(15) 0.0271(6) Uani 1 1 d . . . C7 C 0.1187(4) 0.22391(18) 0.05029(16) 0.0302(6) Uani 1 1 d . . . C3 C 0.7989(3) 0.02849(16) 0.25142(16) 0.0244(5) Uani 1 1 d . . . C8 C 0.2603(4) 0.27529(16) 0.07669(16) 0.0279(6) Uani 1 1 d . . . C2 C 0.9048(4) -0.03011(16) 0.22045(17) 0.0277(6) Uani 1 1 d . . . C1 C 0.8756(4) -0.05027(16) 0.13599(17) 0.0272(6) Uani 1 1 d . . . H15 H 0.352(3) 0.2213(15) 0.3266(15) 0.010(6) Uiso 1 1 d . . . H3 H 0.814(4) 0.0422(17) 0.3036(19) 0.027(7) Uiso 1 1 d . . . H1 H 0.958(4) -0.0953(19) 0.1143(18) 0.036(8) Uiso 1 1 d . . . H24 H 0.683(4) 0.1986(16) 0.3914(17) 0.023(7) Uiso 1 1 d . . . H5 H 0.540(4) 0.0753(15) 0.0777(16) 0.017(6) Uiso 1 1 d . . . H9 H 0.489(4) 0.2842(19) 0.1539(19) 0.031(8) Uiso 1 1 d . . . H8 H 0.265(4) 0.3288(18) 0.0577(18) 0.030(8) Uiso 1 1 d . . . H6 H 0.727(4) -0.0228(18) 0.023(2) 0.037(8) Uiso 1 1 d . . . H23 H 0.915(4) 0.2862(17) 0.4385(18) 0.027(7) Uiso 1 1 d . . . H2 H 1.004(4) -0.0553(17) 0.2577(17) 0.025(7) Uiso 1 1 d . . . H18 H 0.365(4) -0.0487(18) 0.4146(18) 0.027(7) Uiso 1 1 d . . . H12 H 0.018(4) 0.1086(17) 0.0673(17) 0.025(7) Uiso 1 1 d . . . H17 H 0.515(4) -0.0121(18) 0.3105(18) 0.028(8) Uiso 1 1 d . . . H11 H 0.259(4) 0.0670(19) 0.1602(18) 0.028(8) Uiso 1 1 d . . . H20 H 0.772(4) 0.2215(17) 0.1496(18) 0.029(8) Uiso 1 1 d . . . H7 H 0.008(4) 0.2440(17) 0.0117(18) 0.032(8) Uiso 1 1 d . . . H21 H 1.012(4) 0.3126(18) 0.1955(19) 0.037(8) Uiso 1 1 d . . . H14 H 0.212(5) 0.184(2) 0.443(2) 0.049(10) Uiso 1 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 C25 0.0179(11) 0.0176(11) 0.0168(10) 0.0000(8) 0.0057(9) 0.0008(9) N2 0.0268(12) 0.0364(13) 0.0241(10) 0.0025(9) 0.0070(9) -0.0022(9) C4 0.0206(12) 0.0171(11) 0.0215(11) 0.0004(9) 0.0076(9) -0.0005(9) O4 0.0324(11) 0.0341(11) 0.0328(10) 0.0110(8) 0.0101(8) -0.0015(8) O3 0.0505(13) 0.0435(12) 0.0290(10) -0.0043(9) 0.0186(10) -0.0029(10) C24 0.0210(12) 0.0248(12) 0.0187(11) 0.0003(9) 0.0065(10) 0.0010(9) C23 0.0233(13) 0.0294(13) 0.0190(11) -0.0016(9) 0.0026(10) -0.0004(10) C22 0.0202(12) 0.0217(12) 0.0261(12) -0.0015(9) 0.0044(10) -0.0001(9) O2 0.0368(12) 0.0454(13) 0.0416(12) 0.0083(9) 0.0040(10) -0.0181(10) C10 0.0212(12) 0.0202(11) 0.0143(10) 0.0010(8) 0.0050(9) 0.0051(9) C20 0.0258(13) 0.0255(13) 0.0185(11) -0.0019(9) 0.0094(10) -0.0031(10) C21 0.0255(13) 0.0265(13) 0.0242(12) 0.0000(10) 0.0111(10) -0.0024(10) C16 0.0199(12) 0.0215(12) 0.0153(10) 0.0020(8) 0.0027(9) -0.0009(9) N1 0.0262(12) 0.0289(12) 0.0325(12) -0.0028(9) 0.0045(10) -0.0023(9) C13 0.0215(12) 0.0303(13) 0.0207(11) 0.0026(10) 0.0071(10) -0.0031(10) C6 0.0255(13) 0.0301(13) 0.0243(12) -0.0066(10) 0.0045(10) -0.0009(10) O1 0.0435(13) 0.0609(15) 0.0326(11) -0.0117(10) 0.0025(10) -0.0223(11) C14 0.0206(12) 0.0284(13) 0.0231(11) -0.0013(10) 0.0071(10) 0.0022(10) C5 0.0209(12) 0.0247(12) 0.0204(11) -0.0018(9) 0.0027(10) 0.0002(10) C19 0.0185(11) 0.0176(11) 0.0210(11) 0.0002(9) 0.0062(9) 0.0012(9) C17 0.0260(13) 0.0205(12) 0.0222(11) 0.0005(9) 0.0074(10) -0.0003(10) C18 0.0312(14) 0.0213(13) 0.0284(13) 0.0057(10) 0.0081(11) -0.0026(10) C9 0.0292(14) 0.0240(13) 0.0203(11) 0.0004(9) 0.0086(10) 0.0026(11) C11 0.0218(12) 0.0269(13) 0.0226(11) 0.0025(10) 0.0037(10) 0.0013(10) C15 0.0225(12) 0.0225(12) 0.0226(11) 0.0037(9) 0.0050(10) 0.0020(10) C12 0.0205(13) 0.0382(15) 0.0226(12) 0.0012(11) 0.0037(10) 0.0036(11) C7 0.0276(14) 0.0421(16) 0.0217(12) 0.0069(11) 0.0063(11) 0.0150(12) C3 0.0243(13) 0.0266(13) 0.0225(12) 0.0019(10) 0.0047(10) 0.0016(10) C8 0.0392(16) 0.0236(13) 0.0237(12) 0.0054(10) 0.0138(11) 0.0131(11) C2 0.0226(13) 0.0271(13) 0.0337(14) 0.0046(11) 0.0053(11) 0.0073(10) C1 0.0254(14) 0.0240(13) 0.0337(13) -0.0038(10) 0.0088(11) 0.0025(10) _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 C25 C19 1.543(3) . ? C25 C4 1.546(3) . ? C25 C16 1.547(3) . ? C25 C10 1.548(3) . ? N2 O3 1.224(3) . ? N2 O4 1.233(3) . ? N2 C13 1.476(3) . ? C4 C3 1.390(3) . ? C4 C5 1.393(3) . ? C24 C23 1.388(4) . ? C24 C19 1.392(3) . ? C23 C22 1.371(3) . ? C22 C21 1.388(3) . ? C22 N1 1.469(3) . ? O2 N1 1.222(3) . ? C10 C9 1.391(3) . ? C10 C11 1.401(3) . ? C20 C21 1.383(4) . ? C20 C19 1.408(3) . ? C16 C17 1.389(3) . ? C16 C15 1.399(3) . ? N1 O1 1.231(3) . ? C13 C18 1.376(4) . ? C13 C14 1.386(4) . ? C6 C1 1.379(4) . ? C6 C5 1.394(3) . ? C14 C15 1.386(3) . ? C17 C18 1.393(3) . ? C9 C8 1.393(4) . ? C11 C12 1.380(4) . ? C12 C7 1.391(4) . ? C7 C8 1.374(4) . ? C3 C2 1.387(4) . ? C2 C1 1.390(4) . ? 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 C19 C25 C4 104.22(18) . . ? C19 C25 C16 110.24(18) . . ? C4 C25 C16 112.93(18) . . ? C19 C25 C10 113.45(19) . . ? C4 C25 C10 111.52(17) . . ? C16 C25 C10 104.69(18) . . ? O3 N2 O4 124.4(2) . . ? O3 N2 C13 117.9(2) . . ? O4 N2 C13 117.7(2) . . ? C3 C4 C5 118.1(2) . . ? C3 C4 C25 119.1(2) . . ? C5 C4 C25 122.5(2) . . ? C23 C24 C19 121.5(2) . . ? C22 C23 C24 118.5(2) . . ? C23 C22 C21 122.4(2) . . ? C23 C22 N1 119.1(2) . . ? C21 C22 N1 118.5(2) . . ? C9 C10 C11 118.1(2) . . ? C9 C10 C25 124.4(2) . . ? C11 C10 C25 117.5(2) . . ? C21 C20 C19 121.1(2) . . ? C20 C21 C22 118.3(2) . . ? C17 C16 C15 118.4(2) . . ? C17 C16 C25 123.4(2) . . ? C15 C16 C25 118.1(2) . . ? O2 N1 O1 123.7(2) . . ? O2 N1 C22 118.2(2) . . ? O1 N1 C22 118.0(2) . . ? C18 C13 C14 122.1(2) . . ? C18 C13 N2 119.0(2) . . ? C14 C13 N2 118.8(2) . . ? C1 C6 C5 120.6(2) . . ? C13 C14 C15 118.0(2) . . ? C4 C5 C6 120.7(2) . . ? C24 C19 C20 118.1(2) . . ? C24 C19 C25 122.8(2) . . ? C20 C19 C25 118.8(2) . . ? C16 C17 C18 120.8(2) . . ? C13 C18 C17 118.9(2) . . ? C10 C9 C8 120.3(3) . . ? C12 C11 C10 121.2(2) . . ? C14 C15 C16 121.6(2) . . ? C11 C12 C7 120.1(3) . . ? C8 C7 C12 119.3(2) . . ? C2 C3 C4 121.2(2) . . ? C7 C8 C9 121.0(2) . . ? C3 C2 C1 120.2(2) . . ? C6 C1 C2 119.1(2) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 28.68 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.375 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.071 data_(DNTPM)3.(H2O)2 _database_code_depnum_ccdc_archive 'CCDC 233658' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'bis(4-nitrophenyl)diphenylmethane-water' ; _chemical_name_common bis(4-nitrophenyl)diphenylmethane-water _chemical_melting_point 240 _chemical_formula_moiety 'C75 H58 N6 O14' _chemical_formula_sum 'C75 H58 N6 O14' _chemical_formula_weight 1267.27 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 trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 20.909(2) _cell_length_b 20.909(2) _cell_length_c 25.247(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 9559(2) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3972 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16506 _diffrn_reflns_av_R_equivalents 0.0504 _diffrn_reflns_av_sigmaI/netI 0.0367 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 24.03 _reflns_number_total 3353 _reflns_number_gt 2195 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1761P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0003(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3353 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0989 _refine_ls_R_factor_gt 0.0673 _refine_ls_wR_factor_ref 0.2487 _refine_ls_wR_factor_gt 0.2173 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.22794(16) 0.37546(16) 0.52729(12) 0.0446(8) Uani 1 1 d . . . C2 C 0.20512(18) 0.42118(17) 0.56155(11) 0.0476(8) Uani 1 1 d . . . C3 C 0.13677(19) 0.3910(2) 0.58661(12) 0.0530(9) Uani 1 1 d . . . H3A H 0.1047 0.3403 0.5847 0.064 Uiso 1 1 calc R . . C4 C 0.1154(2) 0.4341(2) 0.61405(13) 0.0620(10) Uani 1 1 d . . . H4A H 0.0698 0.4120 0.6310 0.074 Uiso 1 1 calc R . . C5 C 0.1602(3) 0.5084(2) 0.61670(16) 0.0730(11) Uani 1 1 d . . . H5A H 0.1458 0.5372 0.6357 0.088 Uiso 1 1 calc R . . C6 C 0.2273(3) 0.5406(2) 0.59096(18) 0.0794(13) Uani 1 1 d . . . H6A H 0.2578 0.5916 0.5920 0.095 Uiso 1 1 calc R . . C7 C 0.2495(2) 0.4978(2) 0.56367(15) 0.0639(10) Uani 1 1 d . . . H7A H 0.2949 0.5205 0.5464 0.077 Uiso 1 1 calc R . . C8 C 0.19101(16) 0.29283(16) 0.54344(13) 0.0470(8) Uani 1 1 d . . . C9 C 0.17904(18) 0.23965(18) 0.50578(14) 0.0544(9) Uani 1 1 d . . . H9A H 0.1896 0.2534 0.4704 0.065 Uiso 1 1 calc R . . C10 C 0.1521(2) 0.1675(2) 0.51971(19) 0.0697(11) Uani 1 1 d . . . H10A H 0.1443 0.1329 0.4937 0.084 Uiso 1 1 calc R . . C11 C 0.1363(2) 0.1454(2) 0.5715(2) 0.0814(13) Uani 1 1 d . . . H11A H 0.1173 0.0961 0.5805 0.098 Uiso 1 1 calc R . . C12 C 0.1488(2) 0.1967(2) 0.60964(19) 0.0819(13) Uani 1 1 d . . . H12A H 0.1381 0.1822 0.6449 0.098 Uiso 1 1 calc R . . C13 C 0.1775(2) 0.2711(2) 0.59610(15) 0.0637(10) Uani 1 1 d . . . H13A H 0.1876 0.3059 0.6225 0.076 Uiso 1 1 calc R . . C14 C 0.31062(16) 0.40036(17) 0.53282(12) 0.0449(8) Uani 1 1 d . . . C15 C 0.34690(19) 0.42918(19) 0.58036(13) 0.0572(9) Uani 1 1 d . . . H15A H 0.3229 0.4396 0.6071 0.069 Uiso 1 1 calc R . . C16 C 0.41777(19) 0.4427(2) 0.58890(14) 0.0616(10) Uani 1 1 d . . . H16A H 0.4416 0.4623 0.6209 0.074 Uiso 1 1 calc R . . C17 C 0.45235(18) 0.42661(18) 0.54922(14) 0.0541(9) Uani 1 1 d . . . C18 C 0.41904(18) 0.39854(18) 0.50197(14) 0.0552(9) Uani 1 1 d . . . H18A H 0.4438 0.3887 0.4754 0.066 Uiso 1 1 calc R . . C19 C 0.34768(17) 0.38472(18) 0.49381(13) 0.0525(9) Uani 1 1 d . . . H19A H 0.3243 0.3647 0.4618 0.063 Uiso 1 1 calc R . . N1 N 0.52720(18) 0.4391(2) 0.55814(16) 0.0772(10) Uani 1 1 d . . . O1 O 0.55695(17) 0.4252(2) 0.52246(16) 0.1031(12) Uani 1 1 d . . . O2 O 0.55707(18) 0.4660(3) 0.59980(14) 0.1312(16) Uani 1 1 d . . . C20 C 0.20459(16) 0.38442(17) 0.47106(11) 0.0443(8) Uani 1 1 d . . . C21 C 0.25207(19) 0.4393(2) 0.43700(13) 0.0609(10) Uani 1 1 d . . . H21A H 0.3012 0.4696 0.4467 0.073 Uiso 1 1 calc R . . C22 C 0.2279(2) 0.4502(2) 0.38879(14) 0.0687(11) Uani 1 1 d . . . H22A H 0.2599 0.4881 0.3665 0.082 Uiso 1 1 calc R . . C23 C 0.1566(2) 0.4045(2) 0.37447(12) 0.0557(9) Uani 1 1 d . . . C24 C 0.10804(19) 0.34973(19) 0.40657(14) 0.0554(9) Uani 1 1 d . . . H24A H 0.0594 0.3190 0.3959 0.067 Uiso 1 1 calc R . . C25 C 0.13192(17) 0.34049(18) 0.45498(13) 0.0506(8) Uani 1 1 d . . . H25A H 0.0986 0.3039 0.4776 0.061 Uiso 1 1 calc R . . N2 N 0.1312(2) 0.4149(3) 0.32189(13) 0.0777(10) Uani 1 1 d . . . O3 O 0.1735(2) 0.4675(3) 0.29518(13) 0.1200(14) Uani 1 1 d . . . O4 O 0.0697(2) 0.3703(2) 0.30736(14) 0.1140(13) Uani 1 1 d . . . O1W O 0.6667 0.3333 0.64687(19) 0.0964(17) Uani 1 3 d S . . H1W H 0.6573 0.2916 0.6344 0.150 Uiso 0.67 1 d P . . O2W O 0.6436(4) 0.3423(5) 0.5359(3) 0.0512(18) Uani 0.33 1 d P . . H2WA H 0.6304 0.3153 0.5684 0.080 Uiso 0.33 1 d P . . H2WB H 0.6167 0.3677 0.5319 0.080 Uiso 0.33 1 d P . . 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 C1 0.0459(17) 0.0484(18) 0.0389(17) 0.0000(13) 0.0004(13) 0.0232(15) C2 0.0549(19) 0.053(2) 0.0399(17) 0.0014(14) -0.0027(14) 0.0310(16) C3 0.059(2) 0.061(2) 0.0444(18) 0.0043(15) 0.0020(15) 0.0343(18) C4 0.074(2) 0.085(3) 0.044(2) -0.0015(18) 0.0027(16) 0.052(2) C5 0.095(3) 0.086(3) 0.063(2) -0.012(2) -0.006(2) 0.064(3) C6 0.103(3) 0.056(2) 0.088(3) -0.010(2) -0.006(3) 0.046(2) C7 0.065(2) 0.053(2) 0.073(2) -0.0008(18) 0.0020(18) 0.0288(18) C8 0.0407(17) 0.0483(18) 0.054(2) 0.0040(15) 0.0006(14) 0.0241(15) C9 0.0510(19) 0.052(2) 0.066(2) -0.0039(16) -0.0062(16) 0.0297(16) C10 0.061(2) 0.056(2) 0.101(3) -0.010(2) -0.015(2) 0.0359(19) C11 0.075(3) 0.054(2) 0.123(4) 0.017(3) 0.002(3) 0.038(2) C12 0.091(3) 0.079(3) 0.091(3) 0.039(3) 0.024(2) 0.054(3) C13 0.076(2) 0.069(2) 0.061(2) 0.0129(18) 0.0103(18) 0.047(2) C14 0.0436(17) 0.0445(17) 0.0427(17) 0.0006(13) -0.0005(13) 0.0190(14) C15 0.057(2) 0.071(2) 0.0451(19) -0.0068(16) -0.0062(16) 0.0328(18) C16 0.055(2) 0.072(2) 0.053(2) -0.0104(17) -0.0132(16) 0.0278(19) C17 0.0425(18) 0.053(2) 0.061(2) 0.0026(16) -0.0047(16) 0.0194(16) C18 0.0459(19) 0.057(2) 0.059(2) -0.0033(16) 0.0026(15) 0.0226(16) C19 0.0474(19) 0.058(2) 0.0483(19) -0.0095(15) -0.0040(14) 0.0235(16) N1 0.054(2) 0.090(2) 0.084(3) 0.009(2) -0.0049(18) 0.0332(18) O1 0.0663(19) 0.121(3) 0.132(3) -0.027(2) -0.0060(18) 0.0548(19) O2 0.074(2) 0.232(5) 0.079(2) -0.015(3) -0.0294(18) 0.071(3) C20 0.0438(17) 0.0468(18) 0.0430(17) -0.0029(13) 0.0005(13) 0.0232(15) C21 0.0458(19) 0.068(2) 0.055(2) 0.0143(17) 0.0002(15) 0.0181(17) C22 0.057(2) 0.091(3) 0.053(2) 0.0195(19) 0.0047(17) 0.033(2) C23 0.064(2) 0.076(2) 0.0421(19) -0.0042(17) -0.0055(16) 0.046(2) C24 0.0469(19) 0.063(2) 0.058(2) -0.0070(17) -0.0102(16) 0.0278(17) C25 0.0430(18) 0.0514(19) 0.056(2) 0.0023(15) 0.0013(15) 0.0227(16) N2 0.087(3) 0.116(3) 0.053(2) 0.001(2) -0.005(2) 0.068(2) O3 0.126(3) 0.167(4) 0.065(2) 0.039(2) 0.000(2) 0.072(3) O4 0.101(3) 0.155(3) 0.082(2) -0.002(2) -0.041(2) 0.061(3) O1W 0.115(3) 0.115(3) 0.059(3) 0.000 0.000 0.0575(13) O2W 0.032(5) 0.043(4) 0.069(4) 0.032(4) -0.012(3) 0.011(3) _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 C1 C2 1.532(4) . ? C1 C14 1.542(4) . ? C1 C20 1.543(4) . ? C1 C8 1.554(4) . ? C2 C3 1.392(5) . ? C2 C7 1.394(5) . ? C3 C4 1.376(5) . ? C4 C5 1.357(6) . ? C5 C6 1.377(6) . ? C6 C7 1.381(5) . ? C8 C9 1.387(4) . ? C8 C13 1.388(5) . ? C9 C10 1.366(5) . ? C10 C11 1.370(6) . ? C11 C12 1.367(6) . ? C12 C13 1.400(5) . ? C14 C15 1.386(4) . ? C14 C19 1.390(4) . ? C15 C16 1.380(5) . ? C16 C17 1.372(5) . ? C17 C18 1.358(5) . ? C17 N1 1.470(5) . ? C18 C19 1.386(4) . ? N1 O2 1.209(4) . ? N1 O1 1.209(5) . ? C20 C21 1.380(4) . ? C20 C25 1.386(4) . ? C21 C22 1.379(5) . ? C22 C23 1.356(5) . ? C23 C24 1.356(5) . ? C23 N2 1.486(5) . ? C24 C25 1.370(5) . ? N2 O4 1.208(5) . ? N2 O3 1.215(5) . ? O2W O2W 1.035(9) 3_665 ? O2W O2W 1.035(9) 2_655 ? 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 C2 C1 C14 112.6(2) . . ? C2 C1 C20 103.2(2) . . ? C14 C1 C20 114.3(2) . . ? C2 C1 C8 114.2(2) . . ? C14 C1 C8 101.6(2) . . ? C20 C1 C8 111.4(2) . . ? C3 C2 C7 116.5(3) . . ? C3 C2 C1 122.9(3) . . ? C7 C2 C1 120.2(3) . . ? C4 C3 C2 121.8(3) . . ? C5 C4 C3 120.7(4) . . ? C4 C5 C6 119.2(4) . . ? C5 C6 C7 120.6(4) . . ? C6 C7 C2 121.1(4) . . ? C9 C8 C13 117.9(3) . . ? C9 C8 C1 120.1(3) . . ? C13 C8 C1 121.5(3) . . ? C10 C9 C8 121.2(4) . . ? C9 C10 C11 121.0(4) . . ? C12 C11 C10 119.3(4) . . ? C11 C12 C13 120.4(4) . . ? C8 C13 C12 120.1(4) . . ? C15 C14 C19 117.9(3) . . ? C15 C14 C1 120.2(3) . . ? C19 C14 C1 121.3(3) . . ? C16 C15 C14 121.5(3) . . ? C17 C16 C15 118.6(3) . . ? C18 C17 C16 121.9(3) . . ? C18 C17 N1 118.8(3) . . ? C16 C17 N1 119.3(3) . . ? C17 C18 C19 119.1(3) . . ? C18 C19 C14 121.0(3) . . ? O2 N1 O1 123.5(4) . . ? O2 N1 C17 118.2(4) . . ? O1 N1 C17 118.2(4) . . ? C21 C20 C25 117.6(3) . . ? C21 C20 C1 122.3(3) . . ? C25 C20 C1 119.9(3) . . ? C22 C21 C20 121.1(3) . . ? C23 C22 C21 118.9(3) . . ? C24 C23 C22 122.1(3) . . ? C24 C23 N2 119.1(3) . . ? C22 C23 N2 118.9(3) . . ? C23 C24 C25 118.7(3) . . ? C24 C25 C20 121.6(3) . . ? O4 N2 O3 122.9(4) . . ? O4 N2 C23 118.6(4) . . ? O3 N2 C23 118.4(4) . . ? O2W O2W O2W 60.000(1) 3_665 2_655 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.863 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.075 data_(DNTPM).(THF) _database_code_depnum_ccdc_archive 'CCDC 233659' _audit_creation_method SHELXL-97 _chemical_name_systematic bis(4-nitrophenyl)diphenylmethane-THF _chemical_name_common bis(4-nitrophenyl)diphenylmethane-THF _chemical_melting_point 240 _chemical_formula_moiety 'C78 H54 N6 O16' _chemical_formula_sum 'C78 H54 N6 O16' _chemical_formula_weight 1331.27 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 trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 20.916(3) _cell_length_b 20.916(3) _cell_length_c 25.122(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 9517(3) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.394 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3591 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3012 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 23.24 _reflns_number_total 3012 _reflns_number_gt 2029 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0693P)^2^+33.8954P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3012 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0984 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.1555 _refine_ls_wR_factor_gt 0.1294 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.126 _refine_ls_shift/su_mean 0.008 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O4 O 0.76298(15) 0.22690(14) 0.14398(10) 0.0416(7) Uani 1 1 d . . . O3 O 0.81068(17) 0.22826(15) 0.06676(11) 0.0515(8) Uani 1 1 d . . . N1 N 0.77935(17) 0.19707(16) 0.10858(13) 0.0345(8) Uani 1 1 d . . . C26 C 0.75483(18) -0.12885(18) 0.10462(12) 0.0241(8) Uani 1 1 d . . . C25 C 0.7691(2) -0.21825(19) 0.05189(13) 0.0291(9) Uani 1 1 d . . . H25A H 0.7478 -0.2637 0.0347 0.035 Uiso 1 1 calc R . . C24 C 0.71676(18) 0.01439(18) 0.17258(13) 0.0271(8) Uani 1 1 d . . . H24A H 0.6956 -0.0093 0.2045 0.033 Uiso 1 1 calc R . . O2 O 0.69844(18) -0.27029(17) 0.35900(11) 0.0552(8) Uani 1 1 d . . . C23 C 0.76345(18) 0.01348(19) 0.08566(13) 0.0273(8) Uani 1 1 d . . . H23A H 0.7737 -0.0109 0.0590 0.033 Uiso 1 1 calc R . . C22 C 0.76265(18) 0.12086(17) 0.11694(14) 0.0247(8) Uani 1 1 d . . . C21 C 0.7333(2) -0.18083(19) 0.29355(13) 0.0304(9) Uani 1 1 d . . . C20 C 0.67245(18) -0.20443(18) 0.21001(13) 0.0254(8) Uani 1 1 d . . . H20A H 0.6378 -0.2374 0.1860 0.030 Uiso 1 1 calc R . . C19 C 0.71561(18) -0.12993(18) 0.19559(12) 0.0230(8) Uani 1 1 d . . . C18 C 0.72463(19) -0.19678(19) 0.07917(13) 0.0271(8) Uani 1 1 d . . . H18A H 0.6739 -0.2286 0.0803 0.033 Uiso 1 1 calc R . . C17 C 0.5715(2) -0.15526(19) 0.16043(14) 0.0300(8) Uani 1 1 d . . . H17A H 0.5855 -0.1446 0.1959 0.036 Uiso 1 1 calc R . . C16 C 0.73305(18) -0.02289(18) 0.13335(13) 0.0240(8) Uani 1 1 d . . . C15 C 0.70775(17) -0.10642(17) 0.13894(12) 0.0221(8) Uani 1 1 d . . . N2 N 0.7434(2) -0.20681(19) 0.34571(12) 0.0401(8) Uani 1 1 d . . . C13 C 0.83182(19) -0.0836(2) 0.10421(14) 0.0313(9) Uani 1 1 d . . . H13A H 0.8536 -0.0387 0.1222 0.038 Uiso 1 1 calc R . . C12 C 0.62493(18) -0.14318(18) 0.12204(13) 0.0255(8) Uani 1 1 d . . . C11 C 0.8443(2) -0.1721(2) 0.05050(14) 0.0331(9) Uani 1 1 d . . . H11A H 0.8739 -0.1858 0.0318 0.040 Uiso 1 1 calc R . . C10 C 0.77899(18) 0.08573(18) 0.07691(13) 0.0270(8) Uani 1 1 d . . . H10A H 0.7998 0.1097 0.0450 0.032 Uiso 1 1 calc R . . C9 C 0.68009(19) -0.23023(19) 0.25905(13) 0.0273(8) Uani 1 1 d . . . H9A H 0.6502 -0.2795 0.2685 0.033 Uiso 1 1 calc R . . O1 O 0.79627(19) -0.16468(17) 0.37339(11) 0.0605(9) Uani 1 1 d . . . C8 C 0.8758(2) -0.1052(2) 0.07702(15) 0.0367(9) Uani 1 1 d . . . H8A H 0.9268 -0.0745 0.0767 0.044 Uiso 1 1 calc R . . C7 C 0.6035(2) -0.15653(19) 0.06912(14) 0.0314(9) Uani 1 1 d . . . H7A H 0.6384 -0.1464 0.0427 0.038 Uiso 1 1 calc R . . C6 C 0.73174(18) 0.08609(18) 0.16445(13) 0.0271(8) Uani 1 1 d . . . H6A H 0.7210 0.1106 0.1908 0.033 Uiso 1 1 calc R . . C5 C 0.4771(2) -0.1980(2) 0.09418(17) 0.0425(10) Uani 1 1 d . . . H5A H 0.4278 -0.2169 0.0848 0.051 Uiso 1 1 calc R . . C4 C 0.7784(2) -0.1074(2) 0.28044(15) 0.0437(11) Uani 1 1 d . . . H4A H 0.8144 -0.0752 0.3041 0.052 Uiso 1 1 calc R . . C3 C 0.7691(2) -0.0824(2) 0.23143(14) 0.0380(10) Uani 1 1 d . . . H3A H 0.7991 -0.0330 0.2224 0.046 Uiso 1 1 calc R . . C2 C 0.4980(2) -0.1828(2) 0.14649(16) 0.0380(10) Uani 1 1 d . . . H2A H 0.4632 -0.1910 0.1726 0.046 Uiso 1 1 calc R . . C1 C 0.5291(2) -0.1852(2) 0.05535(17) 0.0413(10) Uani 1 1 d . . . H1A H 0.5147 -0.1957 0.0199 0.050 Uiso 1 1 calc R . . O5W O 0.3333 -0.3333 -0.0121(5) 0.251(8) Uani 1 3 d S . . C27 C 1.016(12) 0.027(10) 0.2171(19) 0.82(12) Uani 0.50 1 d P . 1 C27A C 0.9620(12) -0.0106(14) 0.2381(8) 0.119(9) Uani 0.50 1 d P . 2 O6 O 1.027(10) 0.022(7) 0.262(6) 1.8(3) Uani 0.40 1 d P . 1 O6A O 0.9658(6) 0.0350(5) 0.2820(4) 0.132(4) Uani 0.60 1 d P . 2 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 O4 0.0487(17) 0.0314(15) 0.0469(17) -0.0026(12) 0.0047(13) 0.0217(14) O3 0.076(2) 0.0373(16) 0.0376(17) 0.0102(13) 0.0075(15) 0.0258(16) N1 0.0357(19) 0.0265(18) 0.0364(19) 0.0019(15) 0.0004(15) 0.0119(15) C26 0.031(2) 0.026(2) 0.0167(17) 0.0016(14) 0.0000(14) 0.0156(17) C25 0.045(2) 0.028(2) 0.0225(19) 0.0000(15) -0.0008(16) 0.0245(19) C24 0.031(2) 0.0209(19) 0.0259(19) 0.0035(15) 0.0034(15) 0.0099(16) O2 0.073(2) 0.052(2) 0.0442(18) 0.0247(15) 0.0109(15) 0.0345(18) C23 0.032(2) 0.030(2) 0.023(2) -0.0018(15) 0.0014(15) 0.0181(17) C22 0.0202(18) 0.0186(19) 0.033(2) 0.0010(15) -0.0022(15) 0.0077(15) C21 0.048(2) 0.032(2) 0.0185(19) 0.0049(15) 0.0015(16) 0.025(2) C20 0.0214(19) 0.0226(19) 0.035(2) -0.0002(15) 0.0002(15) 0.0131(16) C19 0.0246(19) 0.0235(19) 0.0234(19) 0.0008(14) 0.0042(14) 0.0140(16) C18 0.028(2) 0.030(2) 0.0239(19) 0.0012(15) -0.0018(15) 0.0149(17) C17 0.035(2) 0.026(2) 0.034(2) 0.0027(15) 0.0019(16) 0.0184(18) C16 0.0249(19) 0.0230(19) 0.0215(18) -0.0004(15) -0.0018(14) 0.0100(16) C15 0.0234(18) 0.0178(18) 0.0214(18) 0.0015(13) 0.0008(14) 0.0074(15) N2 0.061(2) 0.042(2) 0.0290(19) 0.0054(17) 0.0054(17) 0.034(2) C13 0.029(2) 0.030(2) 0.034(2) -0.0003(16) -0.0016(16) 0.0141(18) C12 0.028(2) 0.0197(18) 0.030(2) 0.0003(14) -0.0007(15) 0.0128(16) C11 0.040(2) 0.045(2) 0.030(2) 0.0053(17) 0.0068(17) 0.032(2) C10 0.028(2) 0.028(2) 0.024(2) 0.0078(15) 0.0050(15) 0.0143(17) C9 0.028(2) 0.027(2) 0.029(2) 0.0077(15) 0.0064(16) 0.0161(17) O1 0.091(3) 0.054(2) 0.0346(17) -0.0046(14) -0.0210(17) 0.0355(19) C8 0.023(2) 0.040(2) 0.045(2) 0.0066(19) 0.0019(17) 0.0150(18) C7 0.033(2) 0.033(2) 0.033(2) -0.0036(16) -0.0050(16) 0.0198(18) C6 0.0245(19) 0.029(2) 0.026(2) -0.0076(15) -0.0015(15) 0.0126(17) C5 0.030(2) 0.036(2) 0.065(3) 0.005(2) -0.004(2) 0.0186(19) C4 0.061(3) 0.033(2) 0.031(2) -0.0025(17) -0.0159(19) 0.019(2) C3 0.050(2) 0.023(2) 0.030(2) 0.0033(16) -0.0080(18) 0.0101(19) C2 0.034(2) 0.035(2) 0.050(3) 0.0120(18) 0.0071(19) 0.022(2) C1 0.044(3) 0.042(2) 0.045(2) -0.0078(19) -0.015(2) 0.027(2) O5W 0.326(14) 0.326(14) 0.101(9) 0.000 0.000 0.163(7) C27 1.4(3) 1.5(4) 0.21(4) 0.34(13) 0.18(14) 1.2(3) C27A 0.139(16) 0.195(19) 0.093(14) -0.107(15) -0.106(12) 0.137(18) O6 1.9(4) 1.3(3) 1.6(3) 1.3(3) -0.4(3) 0.3(3) O6A 0.186(9) 0.104(6) 0.132(8) 0.037(6) 0.100(7) 0.092(7) _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 O4 N1 1.229(4) . ? O3 N1 1.237(4) . ? N1 C22 1.466(4) . ? C26 C18 1.389(5) . ? C26 C13 1.402(5) . ? C26 C15 1.548(4) . ? C25 C11 1.375(5) . ? C25 C18 1.397(5) . ? C24 C6 1.385(5) . ? C24 C16 1.400(5) . ? O2 N2 1.229(4) . ? C23 C16 1.391(5) . ? C23 C10 1.395(5) . ? C22 C6 1.379(5) . ? C22 C10 1.385(5) . ? C21 C4 1.381(5) . ? C21 C9 1.381(5) . ? C21 N2 1.474(4) . ? C20 C9 1.386(5) . ? C20 C19 1.403(5) . ? C19 C3 1.392(5) . ? C19 C15 1.541(4) . ? C17 C2 1.390(5) . ? C17 C12 1.400(5) . ? C16 C15 1.558(4) . ? C15 C12 1.562(5) . ? N2 O1 1.228(4) . ? C13 C8 1.391(5) . ? C12 C7 1.386(5) . ? C11 C8 1.383(5) . ? C7 C1 1.402(5) . ? C5 C2 1.372(5) . ? C5 C1 1.385(6) . ? C4 C3 1.389(5) . ? O5W O6 1.57(14) 9_654 ? O5W O6 1.57(14) 8_534 ? O5W O6 1.57(14) 7_444 ? O5W O6A 1.595(12) 8_534 ? O5W O6A 1.595(12) 9_654 ? O5W O6A 1.596(12) 7_444 ? C27 C27 0.8(3) 3_765 ? C27 C27 0.8(4) 2_645 ? C27 O6 1.17(12) . ? C27 O6 1.34(19) 2_645 ? C27 O6 1.51(16) 3_765 ? C27A C27A 1.23(3) 2_645 ? C27A C27A 1.23(3) 3_765 ? C27A O6A 1.43(2) . ? C27A O6A 1.67(2) 2_645 ? O6 O6 0.9(3) 3_765 ? O6 O6 0.9(3) 2_645 ? O6 O5W 1.57(14) 4 ? O6 C27 1.34(19) 3_765 ? O6 C27 1.51(16) 2_645 ? O6A O5W 1.595(12) 4 ? O6A C27A 1.67(2) 3_765 ? 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 O4 N1 O3 123.7(3) . . ? O4 N1 C22 118.2(3) . . ? O3 N1 C22 118.0(3) . . ? C18 C26 C13 118.0(3) . . ? C18 C26 C15 122.3(3) . . ? C13 C26 C15 119.3(3) . . ? C11 C25 C18 119.9(3) . . ? C6 C24 C16 120.8(3) . . ? C16 C23 C10 121.5(3) . . ? C6 C22 C10 121.6(3) . . ? C6 C22 N1 119.4(3) . . ? C10 C22 N1 119.0(3) . . ? C4 C21 C9 121.9(3) . . ? C4 C21 N2 118.6(3) . . ? C9 C21 N2 119.5(3) . . ? C9 C20 C19 121.8(3) . . ? C3 C19 C20 117.9(3) . . ? C3 C19 C15 123.0(3) . . ? C20 C19 C15 118.7(3) . . ? C26 C18 C25 121.3(3) . . ? C2 C17 C12 121.2(3) . . ? C23 C16 C24 118.3(3) . . ? C23 C16 C15 119.8(3) . . ? C24 C16 C15 121.3(3) . . ? C19 C15 C26 103.4(2) . . ? C19 C15 C16 114.2(3) . . ? C26 C15 C16 112.3(3) . . ? C19 C15 C12 111.3(3) . . ? C26 C15 C12 114.6(3) . . ? C16 C15 C12 101.5(2) . . ? O1 N2 O2 123.3(3) . . ? O1 N2 C21 118.8(3) . . ? O2 N2 C21 117.8(3) . . ? C8 C13 C26 120.4(3) . . ? C7 C12 C17 118.4(3) . . ? C7 C12 C15 121.8(3) . . ? C17 C12 C15 119.3(3) . . ? C25 C11 C8 119.8(3) . . ? C22 C10 C23 118.3(3) . . ? C21 C9 C20 118.2(3) . . ? C11 C8 C13 120.5(3) . . ? C12 C7 C1 120.1(3) . . ? C22 C6 C24 119.4(3) . . ? C2 C5 C1 120.0(4) . . ? C21 C4 C3 118.9(3) . . ? C4 C3 C19 121.2(3) . . ? C5 C2 C17 119.8(4) . . ? C5 C1 C7 120.4(4) . . ? O6 O5W O6 34(9) 9_654 8_534 ? O6 O5W O6 34(9) 9_654 7_444 ? O6 O5W O6 34(9) 8_534 7_444 ? O6 O5W O6A 34(6) 9_654 8_534 ? O6 O5W O6A 57(7) 8_534 8_534 ? O6 O5W O6A 68(5) 7_444 8_534 ? O6 O5W O6A 57(7) 9_654 9_654 ? O6 O5W O6A 68(5) 8_534 9_654 ? O6 O5W O6A 34(6) 7_444 9_654 ? O6A O5W O6A 85.8(7) 8_534 9_654 ? O6 O5W O6A 68(5) 9_654 7_444 ? O6 O5W O6A 34(6) 8_534 7_444 ? O6 O5W O6A 57(7) 7_444 7_444 ? O6A O5W O6A 85.8(7) 8_534 7_444 ? O6A O5W O6A 85.8(7) 9_654 7_444 ? C27 C27 C27 60.00(7) 3_765 2_645 ? C27 C27 O6 81(10) 3_765 . ? C27 C27 O6 95(10) 2_645 . ? C27 C27 O6 84(10) 3_765 2_645 ? C27 C27 O6 60(10) 2_645 2_645 ? O6 C27 O6 42(10) . 2_645 ? C27 C27 O6 51(8) 3_765 3_765 ? C27 C27 O6 62(10) 2_645 3_765 ? O6 C27 O6 37(10) . 3_765 ? O6 C27 O6 37(9) 2_645 3_765 ? C27A C27A C27A 60.004(5) 2_645 3_765 ? C27A C27A O6A 114.3(13) 2_645 . ? C27A C27A O6A 77(2) 3_765 . ? C27A C27A O6A 56.7(11) 2_645 2_645 ? C27A C27A O6A 99.9(9) 3_765 2_645 ? O6A C27A O6A 88.4(14) . 2_645 ? O6 O6 O6 60.00(4) 3_765 2_645 ? O6 O6 C27 92(10) 3_765 . ? O6 O6 C27 79(10) 2_645 . ? O6 O6 O5W 73(5) 3_765 4 ? O6 O6 O5W 73(5) 2_645 4 ? C27 O6 O5W 152(10) . 4 ? O6 O6 C27 59(9) 3_765 3_765 ? O6 O6 C27 82(8) 2_645 3_765 ? C27 O6 C27 39(10) . 3_765 ? O5W O6 C27 132(10) 4 3_765 ? O6 O6 C27 62(9) 3_765 2_645 ? O6 O6 C27 51(9) 2_645 2_645 ? C27 O6 C27 34(10) . 2_645 ? O5W O6 C27 120(10) 4 2_645 ? C27 O6 C27 34(10) 3_765 2_645 ? C27A O6A O5W 93.3(9) . 4 ? C27A O6A C27A 45.9(17) . 3_765 ? O5W O6A C27A 84.8(9) 4 3_765 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 23.24 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.245 _refine_diff_density_min -0.421 _refine_diff_density_rms 0.057 data_TCTPM _database_code_depnum_ccdc_archive 'CCDC 233660' _audit_creation_method SHELXTL-92 _chemical_name_systematic tetrakis-(4-cyanophenyl)methane _chemical_name_common tetrakis-(4-cyanophenyl)methane _chemical_formula_moiety 'C29 H16 N4' _chemical_formula_sum 'C29 H16 N4' _chemical_formula_weight 420.5 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.782(1) _cell_length_b 11.907(2) _cell_length_c 20.242(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.13(1) _cell_angle_gamma 90.00 _cell_volume 2334.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2 _cell_measurement_theta_max 26 _exptl_crystal_description prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.194 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.839 _exptl_absorpt_correction_T_max 1.117 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source ; Rigaku RU-200 rotating-anode generator powered at 50kV and 90mA ; _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS IIc' _diffrn_measurement_method ; Take 25 oscillation photos in the range of 0 - 150\%, \D\f = 6\%, 10 min. per frame. Crystal to detector distance 68.856 mm, background level -20. ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5432 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0600 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 27.28 _reflns_number_total 5254 _reflns_number_gt 1759 _reflns_threshold_expression >6sigma(F) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(F)+0.0025F^2^]' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXTL _refine_ls_extinction_coef 0.0077(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.002xF^2^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1759 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1517 _refine_ls_R_factor_gt 0.0664 _refine_ls_wR_factor_ref 0.1332 _refine_ls_wR_factor_gt 0.0857 _refine_ls_goodness_of_fit_ref 1.350 _refine_ls_restrained_S_all ? _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2271(4) 0.6965(4) 0.6648(2) 0.058(2) Uani 1 d D . . C2 C 0.3459(5) 0.7284(4) 0.7198(2) 0.058(2) Uani 1 d D . . C3 C 0.3220(5) 0.7688(4) 0.7810(2) 0.064(2) Uani 1 d D . . H3A H 0.2286 0.7775 0.7895 0.100 Uiso 1 calc R . . C4 C 0.4314(6) 0.7973(5) 0.8306(3) 0.073(2) Uani 1 d D . . H4A H 0.4145 0.8254 0.8731 0.100 Uiso 1 calc R . . C5 C 0.5665(5) 0.7842(4) 0.8177(3) 0.071(2) Uani 1 d D . . C6 C 0.5895(6) 0.7531(4) 0.7549(3) 0.075(2) Uani 1 d D . . H6A H 0.6826 0.7503 0.7452 0.100 Uiso 1 calc R . . C7 C 0.4819(5) 0.7268(4) 0.7066(3) 0.070(2) Uani 1 d D . . H7A H 0.4998 0.7074 0.6626 0.100 Uiso 1 calc R . . C8 C 0.6808(7) 0.8025(6) 0.8688(3) 0.097(3) Uani 1 d D . . N1 N 0.7767(7) 0.8140(7) 0.9085(3) 0.148(4) Uani 1 d D . . C9 C 0.1953(5) 0.8077(4) 0.6267(2) 0.059(2) Uani 1 d D . . C10 C 0.1054(5) 0.8848(4) 0.6484(2) 0.063(2) Uani 1 d D . . H10A H 0.0591 0.8645 0.6853 0.100 Uiso 1 calc R . . C11 C 0.0814(5) 0.9882(4) 0.6180(3) 0.068(2) Uani 1 d D . . H11A H 0.0199 1.0411 0.6341 0.100 Uiso 1 calc R . . C12 C 0.1489(5) 1.0166(4) 0.5647(3) 0.070(2) Uani 1 d D . . C13 C 0.2425(6) 0.9419(5) 0.5441(3) 0.082(2) Uani 1 d D . . H13A H 0.2928 0.9624 0.5086 0.100 Uiso 1 calc R . . C14 C 0.2653(5) 0.8386(5) 0.5751(3) 0.076(2) Uani 1 d D . . H14A H 0.3286 0.7865 0.5598 0.100 Uiso 1 calc R . . C15 C 0.1190(6) 1.1243(6) 0.5312(3) 0.082(2) Uani 1 d D . . N2 N 0.0903(6) 1.2081(5) 0.5073(2) 0.093(2) Uani 1 d D . . C16 C 0.1000(5) 0.6476(4) 0.6925(2) 0.056(2) Uani 1 d D . . C17 C -0.0319(5) 0.6575(4) 0.6558(2) 0.066(2) Uani 1 d D . . H17A H -0.0429 0.7005 0.6153 0.080 Uiso 1 calc R . . C18 C -0.1457(5) 0.6077(5) 0.6775(3) 0.073(2) Uani 1 d D . . H18A H -0.2351 0.6130 0.6512 0.100 Uiso 1 calc R . . C19 C -0.1293(5) 0.5484(4) 0.7374(3) 0.070(2) Uani 1 d D . . C20 C 0.0007(6) 0.5364(4) 0.7731(3) 0.074(2) Uani 1 d D . . H20A H 0.0111 0.4957 0.8144 0.080 Uiso 1 calc R . . C21 C 0.1129(5) 0.5841(4) 0.7506(3) 0.066(2) Uani 1 d D . . H21A H 0.2033 0.5734 0.7750 0.100 Uiso 1 calc R . . C22 C -0.2485(6) 0.4959(5) 0.7587(3) 0.092(3) Uani 1 d D . . N3 N -0.3445(6) 0.4561(5) 0.7736(4) 0.135(3) Uani 1 d D . . C23 C 0.2666(5) 0.5989(4) 0.6201(2) 0.059(2) Uani 1 d D . . C24 C 0.3602(5) 0.5157(4) 0.6452(3) 0.066(2) Uani 1 d D . . H24A H 0.3999 0.5192 0.6913 0.080 Uiso 1 calc R . . C25 C 0.3950(6) 0.4294(5) 0.6052(3) 0.077(2) Uani 1 d D . . H25A H 0.4615 0.3735 0.6222 0.080 Uani 1 d D . . C26 C 0.3339(6) 0.4245(5) 0.5390(3) 0.075(2) Uani 1 d D . . C27 C 0.2333(7) 0.5000(5) 0.5156(3) 0.089(3) Uani 1 d D . . H27A H 0.1836 0.4904 0.4716 0.080 Uiso 1 calc R . . C28 C 0.2028(6) 0.5869(5) 0.5555(3) 0.077(2) Uani 1 d D . . H28A H 0.1353 0.6417 0.5380 0.080 Uiso 1 calc R . . C29 C 0.3786(6) 0.3385(6) 0.4959(3) 0.100(3) Uani 1 d D . . N4 N 0.4078(6) 0.2810(6) 0.4563(3) 0.126(3) Uani 1 d 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 C1 0.052(3) 0.060(3) 0.061(3) -0.001(2) 0.008(2) 0.004(2) C2 0.057(3) 0.052(3) 0.064(3) 0.001(2) 0.008(2) 0.006(2) C3 0.063(3) 0.066(3) 0.065(3) -0.001(3) 0.014(3) 0.001(3) C4 0.080(4) 0.073(4) 0.064(3) -0.002(3) 0.007(3) -0.012(3) C5 0.064(3) 0.066(3) 0.079(3) -0.006(3) -0.001(3) -0.002(3) C6 0.059(3) 0.067(4) 0.100(4) -0.012(3) 0.012(3) -0.002(3) C7 0.060(3) 0.072(4) 0.080(3) -0.014(3) 0.016(3) -0.003(3) C8 0.085(4) 0.097(5) 0.101(4) -0.010(4) -0.011(4) -0.011(4) N1 0.112(5) 0.197(8) 0.125(5) -0.020(5) -0.014(4) -0.020(5) C9 0.059(3) 0.059(3) 0.061(3) 0.001(3) 0.011(2) -0.001(2) C10 0.064(3) 0.063(4) 0.063(3) 0.002(3) 0.011(2) 0.004(3) C11 0.064(3) 0.061(3) 0.078(3) -0.001(3) 0.007(3) 0.004(2) C12 0.071(3) 0.058(4) 0.078(3) 0.008(3) 0.001(3) -0.004(3) C13 0.084(4) 0.079(4) 0.088(4) 0.018(3) 0.030(3) -0.001(3) C14 0.075(4) 0.071(4) 0.087(4) 0.012(3) 0.029(3) 0.008(3) C15 0.088(4) 0.073(4) 0.082(4) 0.005(3) -0.002(3) -0.016(3) N2 0.121(4) 0.071(4) 0.084(3) 0.016(3) 0.003(3) -0.002(3) C16 0.053(3) 0.054(3) 0.063(3) 0.000(3) 0.008(2) 0.006(2) C17 0.064(3) 0.067(3) 0.066(3) 0.005(3) 0.010(3) 0.002(3) C18 0.055(3) 0.076(4) 0.088(4) -0.001(3) 0.014(3) -0.001(3) C19 0.063(4) 0.062(3) 0.089(4) 0.003(3) 0.027(3) -0.001(3) C20 0.075(4) 0.067(4) 0.079(4) 0.017(3) 0.014(3) 0.006(3) C21 0.061(3) 0.064(3) 0.075(3) 0.007(3) 0.011(3) 0.000(3) C22 0.074(4) 0.074(4) 0.134(5) 0.021(4) 0.037(4) 0.005(3) N3 0.087(4) 0.125(5) 0.205(7) 0.044(5) 0.064(5) 0.000(4) C23 0.052(3) 0.058(3) 0.068(3) -0.007(3) 0.012(2) 0.003(2) C24 0.063(3) 0.058(3) 0.076(3) -0.003(3) 0.011(3) 0.005(3) C25 0.069(4) 0.063(4) 0.102(4) -0.009(3) 0.020(3) 0.006(3) C26 0.076(4) 0.073(4) 0.080(4) -0.020(3) 0.021(3) 0.000(3) C27 0.098(4) 0.095(5) 0.072(3) -0.015(4) 0.004(3) 0.015(4) C28 0.082(4) 0.081(4) 0.066(3) -0.011(3) 0.003(3) 0.018(3) C29 0.089(5) 0.099(5) 0.116(5) -0.035(4) 0.032(4) -0.002(4) N4 0.118(5) 0.142(6) 0.123(4) -0.055(4) 0.033(4) 0.007(4) _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 C1 C2 1.540(6) . ? C1 C9 1.541(7) . ? C1 C16 1.550(7) . ? C1 C23 1.554(7) . ? C2 C3 1.381(7) . ? C2 C7 1.396(7) . ? C3 C4 1.403(7) . ? C4 C5 1.393(8) . ? C5 C6 1.373(8) . ? C5 C8 1.430(8) . ? C6 C7 1.369(7) . ? C8 N1 1.155(9) . ? C9 C10 1.386(7) . ? C9 C14 1.378(7) . ? C10 C11 1.381(7) . ? C11 C12 1.386(8) . ? C12 C13 1.383(8) . ? C12 C15 1.461(8) . ? C13 C14 1.384(8) . ? C15 N2 1.126(8) . ? C16 C17 1.401(6) . ? C16 C21 1.389(7) . ? C17 C18 1.388(8) . ? C18 C19 1.393(8) . ? C19 C20 1.379(7) . ? C19 C22 1.443(9) . ? C20 C21 1.372(8) . ? C22 N3 1.132(9) . ? C23 C24 1.395(7) . ? C23 C28 1.376(7) . ? C24 C25 1.381(8) . ? C25 C26 1.389(8) . ? C26 C27 1.368(8) . ? C26 C29 1.453(9) . ? C27 C28 1.372(9) . ? C29 N4 1.123(10) . ? 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 C2 C1 C9 103.2(4) . . ? C2 C1 C16 113.1(4) . . ? C9 C1 C16 112.8(4) . . ? C2 C1 C23 112.4(4) . . ? C9 C1 C23 113.5(4) . . ? C16 C1 C23 102.1(4) . . ? C1 C2 C3 122.0(4) . . ? C1 C2 C7 120.1(4) . . ? C3 C2 C7 117.7(4) . . ? C2 C3 C4 121.2(5) . . ? C3 C4 C5 119.2(5) . . ? C4 C5 C6 119.3(5) . . ? C4 C5 C8 120.9(5) . . ? C6 C5 C8 119.8(5) . . ? C5 C6 C7 120.8(5) . . ? C2 C7 C6 121.3(5) . . ? C5 C8 N1 176.8(8) . . ? C1 C9 C10 120.2(4) . . ? C1 C9 C14 121.4(4) . . ? C9 C10 C11 121.6(5) . . ? C10 C11 C12 119.7(5) . . ? C11 C12 C15 119.4(5) . . ? C13 C12 C15 121.4(5) . . ? C12 C13 C14 120.3(6) . . ? C9 C14 C13 121.0(5) . . ? C12 C15 N2 176.2(7) . . ? C1 C16 C21 122.0(4) . . ? C17 C16 C21 117.4(4) . . ? C17 C18 C19 119.5(4) . . ? C18 C19 C22 118.7(5) . . ? C20 C19 C22 121.6(5) . . ? C19 C20 C21 120.4(5) . . ? C16 C21 C20 121.8(4) . . ? C1 C23 C24 121.5(4) . . ? C1 C23 C28 121.0(4) . . ? C24 C23 C28 117.3(5) . . ? C24 C25 C26 119.3(5) . . ? C25 C26 C27 119.8(5) . . ? C25 C26 C29 119.0(5) . . ? C27 C26 C29 121.2(5) . . ? C26 C27 C28 119.8(5) . . ? C23 C28 C27 122.2(5) . . ? C26 C29 N4 171.3(7) . . ? _diffrn_measured_fraction_theta_max 0.638 _diffrn_reflns_theta_full 27.28 _diffrn_measured_fraction_theta_full 0.638 _refine_diff_density_max 0.430 _refine_diff_density_min -0.210 _refine_diff_density_rms 0.049 data_(TCTPM).(MeCN)0.5 _database_code_depnum_ccdc_archive 'CCDC 233661' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'tetrakis-(4-cyanophenyl)methane-MeCN' ; _chemical_name_common tetrakis-(4-cyanophenyl)methane-MeCN _chemical_melting_point 312 _chemical_formula_moiety 'C29 H16 N4' _chemical_formula_sum 'C29 H16 N4' _chemical_formula_weight 420.46 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 15.413(3) _cell_length_b 17.607(3) _cell_length_c 18.504(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5021.5(15) _cell_formula_units_Z 8 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.112 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25749 _diffrn_reflns_av_R_equivalents 0.1396 _diffrn_reflns_av_sigmaI/netI 0.0872 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 22.50 _reflns_number_total 3278 _reflns_number_gt 1993 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0930P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3278 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1201 _refine_ls_R_factor_gt 0.0687 _refine_ls_wR_factor_ref 0.1766 _refine_ls_wR_factor_gt 0.1550 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.970 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.8361(3) 0.0476(3) -0.0189(2) 0.0681(14) Uani 1 1 d . . . N2 N 0.8976(3) 0.2356(2) 0.5199(2) 0.0613(12) Uani 1 1 d . . . N3 N 0.3018(2) -0.1500(2) 0.3781(2) 0.0557(11) Uani 1 1 d . . . N4 N 0.2762(3) 0.4149(2) 0.1951(2) 0.0532(11) Uani 1 1 d . . . C1 C 0.5816(2) 0.1374(2) 0.2725(2) 0.0325(10) Uani 1 1 d . . . C2 C 0.6363(2) 0.1138(2) 0.2068(2) 0.0288(10) Uani 1 1 d . . . C3 C 0.6947(2) 0.1666(2) 0.1785(2) 0.0373(11) Uani 1 1 d . . . H3 H 0.6987 0.2153 0.2004 0.045 Uiso 1 1 d R . . C4 C 0.7469(2) 0.1504(2) 0.1206(2) 0.0381(11) Uani 1 1 d . . . H4 H 0.7853 0.1877 0.1018 0.046 Uiso 1 1 d R . . C5 C 0.7426(3) 0.0791(3) 0.0894(2) 0.0402(11) Uani 1 1 d . . . C6 C 0.6860(3) 0.0251(3) 0.1170(2) 0.0456(12) Uani 1 1 d . . . H6 H 0.6834 -0.0241 0.0959 0.055 Uiso 1 1 d R . . C7 C 0.6341(3) 0.0430(2) 0.1755(2) 0.0404(11) Uani 1 1 d . . . H7 H 0.5959 0.0057 0.1946 0.049 Uiso 1 1 d R . . C8 C 0.7970(3) 0.0608(3) 0.0266(3) 0.0583(14) Uani 1 1 d . . . C9 C 0.6491(2) 0.1605(2) 0.3303(2) 0.0298(10) Uani 1 1 d . . . C10 C 0.6544(3) 0.2330(2) 0.3587(2) 0.0443(12) Uani 1 1 d . . . H10 H 0.6134 0.2705 0.3445 0.053 Uiso 1 1 d R . . C11 C 0.7193(3) 0.2519(3) 0.4078(2) 0.0493(12) Uani 1 1 d . . . H11 H 0.7232 0.3022 0.4262 0.059 Uiso 1 1 d R . . C12 C 0.7785(2) 0.1979(2) 0.4299(2) 0.0362(10) Uani 1 1 d . . . C13 C 0.7735(3) 0.1254(2) 0.4012(2) 0.0371(11) Uani 1 1 d . . . H13 H 0.8142 0.0878 0.4155 0.044 Uiso 1 1 d R . . C14 C 0.7104(2) 0.1080(2) 0.3519(2) 0.0346(10) Uani 1 1 d . . . H14 H 0.7088 0.0584 0.3318 0.042 Uiso 1 1 d R . . C15 C 0.8459(3) 0.2179(3) 0.4810(2) 0.0456(12) Uani 1 1 d . . . C16 C 0.5217(2) 0.0722(2) 0.2986(2) 0.0311(10) Uani 1 1 d . . . C17 C 0.5307(2) 0.0365(2) 0.3645(2) 0.0372(11) Uani 1 1 d . . . H17 H 0.5756 0.0518 0.3966 0.045 Uiso 1 1 d R . . C18 C 0.4742(3) -0.0211(2) 0.3845(2) 0.0450(11) Uani 1 1 d . . . H18 H 0.4812 -0.0452 0.4301 0.054 Uiso 1 1 d R . . C19 C 0.4088(3) -0.0442(2) 0.3387(2) 0.0409(11) Uani 1 1 d . . . C20 C 0.3981(3) -0.0081(2) 0.2728(2) 0.0470(12) Uani 1 1 d . . . H20 H 0.3527 -0.0228 0.2410 0.056 Uiso 1 1 d R . . C21 C 0.4546(3) 0.0485(2) 0.2534(2) 0.0447(12) Uani 1 1 d . . . H21 H 0.4478 0.0726 0.2078 0.054 Uiso 1 1 d R . . C22 C 0.3491(3) -0.1040(3) 0.3609(3) 0.0459(12) Uani 1 1 d . . . C23 C 0.5181(2) 0.2035(2) 0.2538(2) 0.0303(10) Uani 1 1 d . . . C24 C 0.4631(2) 0.2301(2) 0.3079(2) 0.0353(10) Uani 1 1 d . . . H24 H 0.4675 0.2099 0.3553 0.042 Uiso 1 1 d R . . C25 C 0.4017(3) 0.2854(2) 0.2939(2) 0.0382(11) Uani 1 1 d . . . H25 H 0.3644 0.3028 0.3313 0.046 Uiso 1 1 d R . . C26 C 0.3943(2) 0.3156(2) 0.2246(2) 0.0313(10) Uani 1 1 d . . . C27 C 0.4486(2) 0.2891(2) 0.1702(2) 0.0365(10) Uani 1 1 d . . . H27 H 0.4432 0.3086 0.1226 0.044 Uiso 1 1 d R . . C28 C 0.5101(3) 0.2336(2) 0.1849(2) 0.0353(10) Uani 1 1 d . . . H28 H 0.5472 0.2164 0.1473 0.042 Uiso 1 1 d R . . C29 C 0.3294(3) 0.3713(2) 0.2085(2) 0.0392(11) Uani 1 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 0.092(3) 0.083(3) 0.030(2) -0.011(2) -0.002(2) 0.029(3) N2 0.055(3) 0.078(3) 0.051(3) -0.015(2) -0.012(2) 0.002(2) N3 0.049(2) 0.041(2) 0.078(3) 0.004(2) 0.007(2) -0.008(2) N4 0.058(2) 0.043(2) 0.059(3) 0.012(2) 0.012(2) 0.013(2) C1 0.037(2) 0.032(2) 0.029(2) -0.0007(18) 0.003(2) 0.0012(19) C2 0.028(2) 0.027(2) 0.031(2) -0.001(2) -0.0046(19) 0.0025(19) C3 0.039(2) 0.036(3) 0.037(2) -0.010(2) 0.001(2) -0.007(2) C4 0.032(2) 0.050(3) 0.032(2) -0.003(2) -0.002(2) -0.001(2) C5 0.034(2) 0.056(3) 0.030(2) -0.001(2) 0.001(2) 0.013(2) C6 0.058(3) 0.038(3) 0.040(3) -0.009(2) -0.007(3) 0.012(2) C7 0.046(3) 0.037(3) 0.038(2) -0.002(2) 0.002(2) 0.002(2) C8 0.059(3) 0.065(4) 0.051(3) -0.003(3) -0.004(3) 0.019(3) C9 0.027(2) 0.034(2) 0.028(2) 0.002(2) -0.0004(19) -0.0047(19) C10 0.045(3) 0.042(3) 0.046(3) -0.005(2) -0.009(2) 0.001(2) C11 0.053(3) 0.041(3) 0.054(3) -0.016(2) -0.008(3) 0.003(2) C12 0.032(2) 0.051(3) 0.025(2) -0.003(2) -0.001(2) -0.001(2) C13 0.033(2) 0.042(3) 0.036(2) 0.003(2) 0.002(2) 0.001(2) C14 0.030(2) 0.036(3) 0.038(2) -0.006(2) -0.005(2) 0.001(2) C15 0.041(3) 0.058(3) 0.038(3) -0.013(2) -0.001(2) -0.008(2) C16 0.026(2) 0.032(2) 0.035(2) 0.000(2) -0.003(2) 0.0022(19) C17 0.032(2) 0.037(3) 0.043(3) 0.003(2) 0.001(2) -0.008(2) C18 0.049(3) 0.045(3) 0.040(2) -0.001(2) 0.005(2) -0.007(2) C19 0.036(3) 0.030(2) 0.057(3) -0.001(2) 0.004(2) -0.001(2) C20 0.039(2) 0.043(3) 0.059(3) 0.004(2) -0.015(2) -0.010(2) C21 0.041(3) 0.047(3) 0.045(3) 0.011(2) -0.014(2) -0.009(2) C22 0.034(3) 0.036(3) 0.068(3) -0.002(2) 0.005(2) 0.002(2) C23 0.028(2) 0.034(2) 0.029(2) 0.004(2) -0.0007(19) 0.0011(19) C24 0.033(2) 0.040(3) 0.032(2) 0.002(2) -0.001(2) -0.003(2) C25 0.038(2) 0.033(2) 0.045(3) 0.002(2) 0.005(2) 0.002(2) C26 0.025(2) 0.028(2) 0.040(3) 0.000(2) 0.000(2) 0.0010(19) C27 0.041(2) 0.031(2) 0.037(2) 0.005(2) 0.002(2) 0.004(2) C28 0.038(2) 0.034(3) 0.034(2) -0.005(2) 0.003(2) 0.000(2) C29 0.045(3) 0.031(3) 0.041(3) 0.004(2) 0.009(2) -0.003(2) _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 C8 1.061(5) . ? N2 C15 1.119(5) . ? N3 C22 1.135(5) . ? N4 C29 1.151(5) . ? C1 C2 1.537(5) . ? C1 C9 1.548(5) . ? C1 C16 1.550(5) . ? C1 C23 1.559(5) . ? C2 C7 1.375(5) . ? C2 C3 1.395(5) . ? C3 C4 1.372(5) . ? C4 C5 1.384(6) . ? C5 C6 1.389(6) . ? C5 C8 1.468(7) . ? C6 C7 1.382(6) . ? C9 C14 1.381(5) . ? C9 C10 1.383(5) . ? C10 C11 1.392(6) . ? C11 C12 1.380(6) . ? C12 C13 1.385(6) . ? C12 C15 1.448(6) . ? C13 C14 1.368(5) . ? C16 C17 1.379(5) . ? C16 C21 1.394(5) . ? C17 C18 1.387(5) . ? C18 C19 1.378(6) . ? C19 C20 1.387(6) . ? C19 C22 1.458(6) . ? C20 C21 1.371(6) . ? C23 C28 1.387(5) . ? C23 C24 1.392(5) . ? C24 C25 1.383(5) . ? C25 C26 1.393(5) . ? C26 C27 1.389(5) . ? C26 C29 1.432(6) . ? C27 C28 1.388(5) . ? 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 C2 C1 C9 104.4(3) . . ? C2 C1 C16 112.0(3) . . ? C9 C1 C16 112.3(3) . . ? C2 C1 C23 111.8(3) . . ? C9 C1 C23 112.2(3) . . ? C16 C1 C23 104.4(3) . . ? C7 C2 C3 117.5(4) . . ? C7 C2 C1 124.3(4) . . ? C3 C2 C1 118.1(3) . . ? C4 C3 C2 122.2(4) . . ? C3 C4 C5 119.2(4) . . ? C4 C5 C6 119.8(4) . . ? C4 C5 C8 120.1(4) . . ? C6 C5 C8 120.1(4) . . ? C7 C6 C5 119.7(4) . . ? C2 C7 C6 121.5(4) . . ? N1 C8 C5 179.7(7) . . ? C14 C9 C10 117.9(4) . . ? C14 C9 C1 118.9(3) . . ? C10 C9 C1 123.0(4) . . ? C9 C10 C11 120.7(4) . . ? C12 C11 C10 120.2(4) . . ? C11 C12 C13 119.0(4) . . ? C11 C12 C15 120.0(4) . . ? C13 C12 C15 121.0(4) . . ? C14 C13 C12 120.2(4) . . ? C13 C14 C9 121.9(4) . . ? N2 C15 C12 177.9(5) . . ? C17 C16 C21 118.1(4) . . ? C17 C16 C1 123.6(3) . . ? C21 C16 C1 118.4(3) . . ? C16 C17 C18 120.3(4) . . ? C19 C18 C17 120.8(4) . . ? C18 C19 C20 119.5(4) . . ? C18 C19 C22 120.1(4) . . ? C20 C19 C22 120.3(4) . . ? C21 C20 C19 119.2(4) . . ? C20 C21 C16 122.1(4) . . ? N3 C22 C19 179.2(5) . . ? C28 C23 C24 118.6(3) . . ? C28 C23 C1 123.0(3) . . ? C24 C23 C1 118.3(3) . . ? C25 C24 C23 121.3(4) . . ? C24 C25 C26 119.7(4) . . ? C27 C26 C25 119.3(4) . . ? C27 C26 C29 120.0(4) . . ? C25 C26 C29 120.6(4) . . ? C28 C27 C26 120.4(4) . . ? C23 C28 C27 120.6(4) . . ? N4 C29 C26 178.5(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.178 _refine_diff_density_min -0.182 _refine_diff_density_rms 0.050