Electronic Supplementary Material for CrystEngComm This Journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Prof R Mukherjee' _publ_contact_author_address ; Department of Chemistry Indian Institute of Technology Kanpur 208016 INDIA ; _publ_contact_author_email RNM@IITK.AC.IN _publ_contact_author_fax '+91 (512) 259 7437' _publ_contact_author_phone '+91 (512) 259 7437' _publ_section_title ; Homochiral 1D-Helical Metal-Organic Frameworks from Achiral Components. Spontaneous Chiral Resolution, C-H ... Cl Interaction and Chiral Channel ; #------------------------------------------------------------------ _audit_creation_date 2005-04-21 _audit_creation_method SHELXL-97 loop_ _publ_author_name 'R. Mukherjee' 'V. Balamurugan' #================================================================= data_[(L6)ZnCl2]n_(1a) _database_code_depnum_ccdc_archive 'CCDC 244086' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H14 N4 Zn Cl2' _chemical_formula_sum 'C14 H14 Cl2 N4 Zn' _chemical_formula_weight 374.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2840 1.4300 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.811(3) _cell_length_b 11.056(2) _cell_length_c 8.938(1) _cell_angle_alpha 90.00 _cell_angle_beta 98.02(2) _cell_angle_gamma 90.00 _cell_volume 764.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.06 _cell_measurement_theta_max 23.28 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 380 _exptl_absorpt_coefficient_mu 1.953 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.6258 _exptl_absorpt_correction_T_max 0.8108 _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 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 90 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% ? _diffrn_reflns_number 1525 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0741 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 24.98 _reflns_number_total 1418 _reflns_number_gt 1123 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1c' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. H's atoms of carbon atoms were fixed on ideal geometrical positions and normalised to the neutron diffraction data of C-H distance 1.08 ang ; _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^)+(0.0329P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(3) _refine_ls_number_reflns 1418 _refine_ls_number_parameters 202 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0725 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.001 _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 Zn Zn 0.19090(10) 0.99971(7) 0.79929(8) 0.0322(2) Uani 1 1 d . . . Cl1 Cl 0.3811(3) 0.9820(2) 0.63647(19) 0.0513(6) Uani 1 1 d . . . Cl2 Cl 0.0898(3) 0.82399(18) 0.8724(2) 0.0474(5) Uani 1 1 d . . . N1 N 0.2926(7) 1.0838(5) 0.9944(6) 0.0318(13) Uani 1 1 d . . . N2 N 0.4175(7) 1.1668(5) 1.0232(6) 0.0297(13) Uani 1 1 d . . . N3 N 0.1374(8) 1.5683(6) 0.4038(7) 0.0343(16) Uani 1 1 d . . . N4 N 0.0163(7) 1.6010(5) 0.2888(6) 0.0340(14) Uani 1 1 d . . . C1 C 0.2563(9) 1.0487(7) 1.1275(7) 0.0378(18) Uani 1 1 d D . . H1 H 0.1632(9) 0.9795(7) 1.1439(7) 0.045 Uiso 1 1 calc RD . . C2 C 0.3521(10) 1.1117(8) 1.2424(8) 0.047(2) Uani 1 1 d D . . H2 H 0.3471(10) 1.1036(8) 1.3621(8) 0.056 Uiso 1 1 calc RD . . C3 C 0.4549(10) 1.1866(7) 1.1729(7) 0.0401(19) Uani 1 1 d D . . H3 H 0.5487(10) 1.2500(7) 1.2276(7) 0.048 Uiso 1 1 calc RD . . C4 C 0.4858(9) 1.2336(7) 0.9028(8) 0.0375(18) Uani 1 1 d D . . H4A H 0.5019(9) 1.1722(7) 0.8118(8) 0.045 Uiso 1 1 calc RD . . H4B H 0.6114(9) 1.2698(7) 0.9462(8) 0.045 Uiso 1 1 calc RD . . C5 C 0.3685(8) 1.3357(7) 0.8421(7) 0.0293(15) Uani 1 1 d . . . C6 C 0.3085(10) 1.4161(7) 0.9391(7) 0.0374(18) Uani 1 1 d D . . H6 H 0.3457(10) 1.4062(7) 1.0595(7) 0.045 Uiso 1 1 calc RD . . C7 C 0.2004(8) 1.5101(10) 0.8841(7) 0.0406(17) Uani 1 1 d D . . H7 H 0.1576(8) 1.5752(10) 0.9611(7) 0.049 Uiso 1 1 calc RD . . C8 C 0.1467(9) 1.5207(7) 0.7284(8) 0.0381(19) Uani 1 1 d D . . H8 H 0.0580(9) 1.5915(7) 0.6853(8) 0.046 Uiso 1 1 calc RD . . C9 C 0.2077(9) 1.4402(6) 0.6305(7) 0.0324(16) Uani 1 1 d . . . C10 C 0.3190(9) 1.3482(6) 0.6881(7) 0.0294(15) Uani 1 1 d D . . H10 H 0.3675(9) 1.2855(6) 0.6115(7) 0.035 Uiso 1 1 calc RD . . C11 C 0.1413(12) 1.4443(8) 0.4605(9) 0.046(2) Uani 1 1 d D . . H11A H 0.2243(12) 1.3901(8) 0.4003(9) 0.055 Uiso 1 1 calc RD . . H11B H 0.0127(12) 1.4063(8) 0.4402(9) 0.055 Uiso 1 1 calc RD . . C12 C 0.2476(9) 1.6578(8) 0.4400(8) 0.044(2) Uani 1 1 d D . . H12 H 0.3564(9) 1.6558(8) 0.5290(8) 0.053 Uiso 1 1 calc RD . . C13 C 0.0552(10) 1.7120(6) 0.2524(8) 0.0362(17) Uani 1 1 d D . . H13 H -0.0157(10) 1.7645(6) 0.1624(8) 0.043 Uiso 1 1 calc RD . . C14 C 0.2014(9) 1.7521(7) 0.3471(8) 0.0384(19) Uani 1 1 d D . . H14 H 0.2638(9) 1.8392(7) 0.3462(8) 0.046 Uiso 1 1 calc RD . . 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 Zn 0.0356(4) 0.0306(4) 0.0278(4) 0.0009(5) -0.0049(3) 0.0008(5) Cl1 0.0590(12) 0.0578(17) 0.0386(9) -0.0042(11) 0.0123(9) 0.0001(12) Cl2 0.0592(13) 0.0306(10) 0.0488(11) 0.0087(9) -0.0054(10) -0.0046(10) N1 0.033(3) 0.030(3) 0.030(3) -0.002(3) -0.003(3) -0.003(3) N2 0.029(3) 0.029(3) 0.027(3) 0.010(3) -0.010(3) -0.001(3) N3 0.036(4) 0.035(3) 0.029(3) 0.006(3) -0.007(3) -0.010(3) N4 0.036(3) 0.033(3) 0.030(3) 0.006(3) -0.005(3) 0.001(3) C1 0.037(4) 0.049(5) 0.027(4) 0.006(3) 0.003(3) -0.001(3) C2 0.052(5) 0.067(6) 0.019(3) 0.002(4) 0.001(3) 0.000(5) C3 0.052(5) 0.040(5) 0.025(4) 0.001(3) -0.006(4) -0.003(4) C4 0.031(4) 0.050(5) 0.030(4) 0.009(4) -0.003(3) -0.001(4) C5 0.032(4) 0.027(4) 0.026(3) 0.002(3) -0.003(3) -0.008(3) C6 0.049(5) 0.040(4) 0.022(3) 0.007(3) 0.001(3) 0.000(4) C7 0.044(4) 0.036(4) 0.042(4) 0.005(5) 0.007(3) 0.009(5) C8 0.039(4) 0.029(5) 0.044(4) 0.003(4) -0.002(3) -0.004(4) C9 0.039(4) 0.029(4) 0.028(4) 0.004(3) -0.003(3) -0.009(4) C10 0.034(4) 0.027(4) 0.027(3) 0.001(3) 0.003(3) 0.002(3) C11 0.049(5) 0.041(5) 0.041(5) 0.007(4) -0.015(4) 0.001(4) C12 0.031(4) 0.046(5) 0.051(5) 0.005(4) -0.013(4) -0.011(4) C13 0.045(5) 0.030(4) 0.031(4) 0.003(3) -0.003(3) -0.002(4) C14 0.034(4) 0.036(4) 0.043(4) 0.009(3) -0.002(4) -0.010(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 Zn N1 2.037(5) . ? Zn N4 2.034(6) 2_546 ? Zn Cl1 2.228(2) . ? Zn Cl2 2.229(2) . ? N1 C1 1.319(8) . ? N1 N2 1.338(8) . ? N2 C3 1.347(8) . ? N2 C4 1.466(9) . ? N3 C12 1.322(9) . ? N3 N4 1.346(8) . ? N3 C11 1.461(9) . ? N4 C13 1.316(9) . ? N4 Zn 2.034(6) 2_556 ? C1 C2 1.373(10) . ? C2 C3 1.362(11) . ? C4 C5 1.506(10) . ? C5 C6 1.371(10) . ? C5 C10 1.383(8) . ? C6 C7 1.385(11) . ? C7 C8 1.401(9) . ? C8 C9 1.379(10) . ? C9 C10 1.389(9) . ? C9 C11 1.536(9) . ? C12 C14 1.351(10) . ? C13 C14 1.395(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 N1 Zn N4 105.9(2) 2_546 . ? N1 Zn Cl1 112.54(17) . . ? N1 Zn Cl2 104.99(16) . . ? N4 Zn Cl1 111.23(17) 2_546 . ? N4 Zn Cl2 107.34(18) 2_546 . ? Cl1 Zn Cl2 114.25(9) . . ? C1 N1 N2 105.7(5) . . ? C1 N1 Zn 122.1(5) . . ? N2 N1 Zn 131.6(4) . . ? N1 N2 C3 110.7(6) . . ? N1 N2 C4 122.3(5) . . ? C3 N2 C4 126.6(6) . . ? C12 N3 N4 110.5(6) . . ? C12 N3 C11 129.5(7) . . ? N4 N3 C11 119.7(6) . . ? C13 N4 N3 106.1(6) . . ? C13 N4 Zn 128.1(5) . 2_556 ? N3 N4 Zn 125.8(5) . 2_556 ? N1 C1 C2 111.2(7) . . ? C3 C2 C1 105.2(6) . . ? N2 C3 C2 107.1(7) . . ? N2 C4 C5 112.2(6) . . ? C6 C5 C10 119.5(7) . . ? C6 C5 C4 120.2(6) . . ? C10 C5 C4 120.3(6) . . ? C5 C6 C7 120.5(6) . . ? C6 C7 C8 119.9(7) . . ? C9 C8 C7 119.6(7) . . ? C8 C9 C10 119.4(6) . . ? C8 C9 C11 120.6(7) . . ? C10 C9 C11 119.7(7) . . ? C5 C10 C9 121.0(6) . . ? N3 C11 C9 111.0(6) . . ? N3 C12 C14 108.5(6) . . ? N4 C13 C14 110.1(7) . . ? C12 C14 C13 104.7(7) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.401 _refine_diff_density_min -0.422 _refine_diff_density_rms 0.088 #=END data_[(L6)ZnCl2]n_(1b) _database_code_depnum_ccdc_archive 'CCDC 244087' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H14 N4 Zn Cl2' _chemical_formula_sum 'C14 H14 Cl2 N4 Zn' _chemical_formula_weight 374.56 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' Zn Zn 0.2839 1.4301 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.6924(6) _cell_length_b 10.9917(8) _cell_length_c 8.9403(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.213(1) _cell_angle_gamma 90.00 _cell_volume 749.94(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.659 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 380 _exptl_absorpt_coefficient_mu 1.991 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5866 _exptl_absorpt_correction_T_max 0.8258 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4999 _diffrn_reflns_av_R_equivalents 0.0143 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3348 _reflns_number_gt 3323 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT PLUS' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1c' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. H's atoms of carbon atoms were fixed on ideal geometrical positions and normalised to the neutron diffraction data of C-H distance 1.08 ang ; _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^)+(0.0326P)^2^+0.2278P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(4) _refine_ls_number_reflns 3348 _refine_ls_number_parameters 203 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0223 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0579 _refine_ls_wR_factor_gt 0.0578 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.001 _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 Zn Zn 0.19231(3) 0.04185(2) 0.79892(2) 0.01449(6) Uani 1 1 d . . . Cl1 Cl 0.38906(7) 0.06093(5) 0.63564(5) 0.02126(12) Uani 1 1 d . . . Cl2 Cl 0.08488(7) 0.21835(5) 0.87153(6) 0.01981(11) Uani 1 1 d . . . N1 N 0.2961(2) -0.04025(16) 0.99351(19) 0.0151(3) Uani 1 1 d . . . N2 N 0.4232(2) -0.12584(17) 1.02229(19) 0.0147(3) Uani 1 1 d . . . N3 N 0.1369(2) -0.52876(17) 0.4053(2) 0.0169(4) Uani 1 1 d . . . N4 N 0.0157(2) -0.56100(16) 0.28782(19) 0.0155(3) Uani 1 1 d . . . C1 C 0.2566(3) -0.0040(2) 1.1282(2) 0.0182(4) Uani 1 1 d D . . H1 H 0.1612(3) 0.0652(2) 1.1450(2) 0.022 Uiso 1 1 calc RD . . C2 C 0.3560(3) -0.0679(2) 1.2442(2) 0.0196(4) Uani 1 1 d D . . H2 H 0.3518(3) -0.0595(2) 1.3641(3) 0.024 Uiso 1 1 calc RD . . C3 C 0.4607(3) -0.1443(2) 1.1715(2) 0.0182(4) Uani 1 1 d D . . H3 H 0.5560(3) -0.2078(2) 1.2251(2) 0.022 Uiso 1 1 calc RD . . C4 C 0.4930(3) -0.1905(2) 0.9008(2) 0.0160(4) Uani 1 1 d D . . H4A H 0.5083(3) -0.1277(2) 0.8105(2) 0.019 Uiso 1 1 calc RD . . H4B H 0.6207(3) -0.2266(2) 0.9418(2) 0.019 Uiso 1 1 calc RD . . C5 C 0.3734(3) -0.2934(2) 0.8411(2) 0.0150(4) Uani 1 1 d . . . C6 C 0.3104(3) -0.3757(2) 0.9393(2) 0.0178(4) Uani 1 1 d D . . H6 H 0.3491(3) -0.3673(2) 1.0592(3) 0.021 Uiso 1 1 calc RD . . C7 C 0.1982(3) -0.4687(2) 0.8843(2) 0.0187(4) Uani 1 1 d D . . H7 H 0.1513(3) -0.5330(2) 0.9613(2) 0.022 Uiso 1 1 calc RD . . C8 C 0.1456(3) -0.4794(2) 0.7294(2) 0.0183(4) Uani 1 1 d D . . H8 H 0.0552(3) -0.5502(2) 0.6872(2) 0.022 Uiso 1 1 calc RD . . C9 C 0.2096(3) -0.39881(19) 0.6296(2) 0.0159(4) Uani 1 1 d . . . C10 C 0.3241(3) -0.3062(2) 0.6858(2) 0.0149(4) Uani 1 1 d D . . H10 H 0.3750(3) -0.2439(2) 0.6087(2) 0.018 Uiso 1 1 calc RD . . C11 C 0.1460(3) -0.4035(2) 0.4624(3) 0.0199(4) Uani 1 1 d D . . H11A H 0.0177(3) -0.3625(2) 0.4417(3) 0.024 Uiso 1 1 calc RD . . H11B H 0.2338(3) -0.3514(2) 0.4021(3) 0.024 Uiso 1 1 calc RD . . C12 C 0.2475(3) -0.6211(2) 0.4429(2) 0.0194(4) Uani 1 1 d D . . H12 H 0.3569(3) -0.6196(2) 0.5314(3) 0.023 Uiso 1 1 calc RD . . C13 C 0.1987(3) -0.7181(2) 0.3502(3) 0.0186(4) Uani 1 1 d D . . H13 H 0.2586(3) -0.8070(2) 0.3515(3) 0.022 Uiso 1 1 calc RD . . C14 C 0.0536(3) -0.67564(19) 0.2532(2) 0.0166(4) Uani 1 1 d D . . H14 H -0.0174(3) -0.7281(2) 0.1633(2) 0.020 Uiso 1 1 calc RD . . 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 Zn 0.01693(11) 0.01343(11) 0.01190(10) -0.00039(10) -0.00297(7) -0.00023(9) Cl1 0.0253(2) 0.0228(3) 0.0158(2) 0.0015(2) 0.00330(16) 0.0002(2) Cl2 0.0247(2) 0.0144(2) 0.0193(2) -0.00203(19) -0.00151(18) 0.00152(18) N1 0.0163(8) 0.0152(9) 0.0130(8) -0.0004(7) -0.0020(6) 0.0018(6) N2 0.0179(8) 0.0130(8) 0.0119(8) -0.0022(6) -0.0029(6) 0.0001(6) N3 0.0195(9) 0.0162(9) 0.0135(8) -0.0028(7) -0.0042(7) 0.0007(7) N4 0.0186(8) 0.0158(9) 0.0108(8) -0.0016(6) -0.0036(6) -0.0006(6) C1 0.0198(10) 0.0199(10) 0.0144(10) -0.0018(8) -0.0003(7) -0.0004(8) C2 0.0254(11) 0.0204(11) 0.0123(9) -0.0010(8) -0.0010(8) 0.0008(8) C3 0.0228(10) 0.0176(11) 0.0126(9) -0.0006(8) -0.0042(7) -0.0001(8) C4 0.0158(9) 0.0169(10) 0.0146(9) -0.0040(8) -0.0009(7) 0.0004(7) C5 0.0153(9) 0.0134(9) 0.0149(9) -0.0025(8) -0.0033(7) 0.0033(7) C6 0.0216(10) 0.0181(11) 0.0131(9) -0.0036(8) -0.0005(7) 0.0025(8) C7 0.0231(9) 0.0158(11) 0.0173(9) -0.0015(9) 0.0030(7) -0.0004(9) C8 0.0188(9) 0.0151(11) 0.0199(9) -0.0020(8) -0.0022(7) 0.0009(7) C9 0.0183(10) 0.0146(10) 0.0137(9) -0.0027(8) -0.0018(7) 0.0033(8) C10 0.0169(9) 0.0141(10) 0.0128(9) -0.0004(7) -0.0015(7) 0.0026(7) C11 0.0273(11) 0.0144(10) 0.0155(10) -0.0025(8) -0.0068(8) 0.0002(8) C12 0.0201(10) 0.0196(11) 0.0172(10) -0.0021(8) -0.0029(8) 0.0026(8) C13 0.0190(10) 0.0191(11) 0.0170(10) -0.0009(8) -0.0002(8) 0.0022(8) C14 0.0188(10) 0.0147(10) 0.0159(10) -0.0019(8) 0.0013(7) -0.0017(8) _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 Zn N1 2.0320(17) . ? Zn N4 2.0316(17) 2_556 ? Zn Cl1 2.2406(6) . ? Zn Cl2 2.2366(6) . ? N1 C1 1.339(3) . ? N1 N2 1.358(2) . ? N2 C3 1.344(3) . ? N2 C4 1.456(3) . ? N3 C12 1.340(3) . ? N3 N4 1.361(2) . ? N3 C11 1.466(3) . ? N4 C14 1.339(3) . ? N4 Zn 2.0316(17) 2_546 ? C1 C2 1.398(3) . ? C2 C3 1.382(3) . ? C4 C5 1.513(3) . ? C5 C6 1.390(3) . ? C5 C10 1.399(3) . ? C6 C7 1.387(3) . ? C7 C8 1.398(3) . ? C8 C9 1.390(3) . ? C9 C10 1.398(3) . ? C9 C11 1.514(3) . ? C12 C13 1.373(3) . ? C13 C14 1.404(3) . ? 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 N1 Zn N4 106.59(7) 2_556 . ? N1 Zn Cl1 111.99(5) . . ? N1 Zn Cl2 104.86(5) . . ? N4 Zn Cl1 111.55(5) 2_556 . ? N4 Zn Cl2 106.95(5) 2_556 . ? Cl1 Zn Cl2 114.35(2) . . ? C1 N1 N2 105.95(17) . . ? C1 N1 Zn 121.92(15) . . ? N2 N1 Zn 131.75(14) . . ? C3 N2 N1 110.65(17) . . ? C3 N2 C4 127.80(18) . . ? N1 N2 C4 121.42(16) . . ? C12 N3 N4 110.37(17) . . ? C12 N3 C11 128.51(17) . . ? N4 N3 C11 120.73(17) . . ? C14 N4 N3 105.99(16) . . ? C14 N4 Zn 128.30(14) . 2_546 ? N3 N4 Zn 125.45(14) . 2_546 ? N1 C1 C2 110.7(2) . . ? C3 C2 C1 104.65(19) . . ? N2 C3 C2 108.06(19) . . ? N2 C4 C5 111.30(17) . . ? C6 C5 C10 119.26(19) . . ? C6 C5 C4 120.57(17) . . ? C10 C5 C4 120.17(19) . . ? C7 C6 C5 120.45(19) . . ? C6 C7 C8 120.2(2) . . ? C9 C8 C7 120.03(19) . . ? C8 C9 C10 119.42(18) . . ? C8 C9 C11 121.01(19) . . ? C10 C9 C11 119.39(19) . . ? C9 C10 C5 120.6(2) . . ? N3 C11 C9 111.79(17) . . ? N3 C12 C13 108.64(18) . . ? C12 C13 C14 104.53(19) . . ? N4 C14 C13 110.45(18) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.448 _refine_diff_density_min -0.284 _refine_diff_density_rms 0.066 #=END #================================================================= data_[(L6)CoCl2]n_(1) _database_code_depnum_ccdc_archive 'CCDC 244088' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H14 N4 Cl2 Co' _chemical_formula_sum 'C14 H14 N4 Cl2 Co' _chemical_formula_weight 368.12 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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) _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.701(3) _cell_length_b 10.977(2) _cell_length_c 8.943(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.15(2) _cell_angle_gamma 90.00 _cell_volume 750.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 374 _exptl_absorpt_coefficient_mu 1.497 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7539 _exptl_absorpt_correction_T_max 0.8647 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5033 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 28.30 _reflns_number_total 1936 _reflns_number_gt 1884 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT PLUS' _computing_structure_solution 'SIR97(Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1c' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. H's atoms of carbon atoms were fixed on ideal geometrical positions and normalised to the neutron diffraction data of C-H distance 1.08 ang ; _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^)+(0.0485P)^2^+0.1701P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_number_reflns 1936 _refine_ls_number_parameters 203 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0716 _refine_ls_wR_factor_gt 0.0712 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.047 _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 Co Co 0.19007(5) 0.31598(6) 0.79801(4) 0.01511(11) Uani 1 1 d . . . Cl1 Cl 0.39021(10) 0.33786(8) 0.63708(8) 0.02232(18) Uani 1 1 d . . . Cl2 Cl 0.08577(10) 0.49419(8) 0.87093(8) 0.02113(17) Uani 1 1 d . . . N1 N 0.2969(3) 0.2375(2) 0.9932(3) 0.0161(5) Uani 1 1 d . . . N2 N 0.4224(3) 0.1513(3) 1.0224(3) 0.0157(5) Uani 1 1 d . . . N3 N -0.1380(4) 0.2476(3) 0.5942(3) 0.0181(5) Uani 1 1 d . . . N4 N -0.0169(3) 0.2150(2) 0.7117(3) 0.0164(5) Uani 1 1 d . . . C1 C 0.2582(4) 0.2747(3) 1.1280(3) 0.0191(6) Uani 1 1 d D . . H1 H 0.1640 0.3446 1.1448 0.023 Uiso 1 1 calc RD . . C2 C 0.3571(4) 0.2100(3) 1.2441(4) 0.0205(6) Uani 1 1 d D . . H2 H 0.3531 0.2187 1.3639 0.025 Uiso 1 1 calc RD . . C3 C 0.4603(4) 0.1330(3) 1.1715(3) 0.0197(6) Uani 1 1 d D . . H3 H 0.5550 0.0690 1.2250 0.024 Uiso 1 1 calc RD . . C4 C 0.4924(4) 0.0860(3) 0.9012(3) 0.0170(6) Uani 1 1 d D . . H4A H 0.5085 0.1486 0.8108 0.020 Uiso 1 1 calc RD . . H4B H 0.6195 0.0495 0.9425 0.020 Uiso 1 1 calc RD . . C5 C 0.3722(4) -0.0169(3) 0.8413(3) 0.0158(6) Uani 1 1 d . . . C6 C 0.3089(4) -0.0992(3) 0.9394(3) 0.0188(6) Uani 1 1 d D . . H6 H 0.3477 -0.0908 1.0592 0.023 Uiso 1 1 calc RD . . C7 C 0.1960(4) -0.1922(3) 0.8846(3) 0.0198(6) Uani 1 1 d D . . H7 H 0.1484 -0.2563 0.9616 0.024 Uiso 1 1 calc RD . . C8 C 0.1446(4) -0.2027(3) 0.7305(4) 0.0197(6) Uani 1 1 d D . . H8 H 0.0544 -0.2737 0.6884 0.024 Uiso 1 1 calc RD . . C9 C 0.2088(4) -0.1221(3) 0.6299(3) 0.0181(6) Uani 1 1 d . . . C10 C 0.3235(4) -0.0297(3) 0.6858(3) 0.0155(6) Uani 1 1 d D . . H10 H 0.3751 0.0324 0.6087 0.019 Uiso 1 1 calc RD . . C11 C -0.1453(4) 0.3727(3) 0.5372(4) 0.0200(6) Uani 1 1 d D . . H11A H -0.0166 0.4129 0.5577 0.024 Uiso 1 1 calc RD . . H11B H -0.2322 0.4255 0.5976 0.024 Uiso 1 1 calc RD . . C12 C -0.2488(4) 0.1552(3) 0.5559(4) 0.0212(6) Uani 1 1 d D . . H12 H -0.3574 0.1567 0.4671 0.025 Uiso 1 1 calc RD . . C13 C -0.2000(4) 0.0583(3) 0.6495(4) 0.0192(6) Uani 1 1 d D . . H13 H -0.2600 -0.0306 0.6486 0.023 Uiso 1 1 calc RD . . C14 C -0.0554(4) 0.1004(3) 0.7459(3) 0.0175(6) Uani 1 1 d D . . H14 H 0.0153 0.0476 0.8355 0.021 Uiso 1 1 calc RD . . 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 Co 0.01606(19) 0.01454(19) 0.01366(18) -0.00015(16) -0.00235(13) -0.00052(15) Cl1 0.0259(4) 0.0233(4) 0.0182(3) 0.0017(3) 0.0043(3) 0.0002(3) Cl2 0.0253(4) 0.0156(4) 0.0215(3) -0.0021(3) -0.0014(3) 0.0018(3) N1 0.0157(12) 0.0146(12) 0.0167(12) -0.0007(10) -0.0027(9) 0.0013(10) N2 0.0173(12) 0.0151(11) 0.0135(11) -0.0026(10) -0.0035(9) 0.0000(10) N3 0.0210(13) 0.0167(13) 0.0153(12) 0.0028(10) -0.0032(10) -0.0007(10) N4 0.0190(12) 0.0159(12) 0.0132(11) 0.0008(9) -0.0024(9) -0.0007(10) C1 0.0174(14) 0.0203(15) 0.0188(14) -0.0032(12) -0.0004(11) 0.0002(11) C2 0.0232(16) 0.0217(16) 0.0156(14) -0.0037(12) -0.0015(11) -0.0005(13) C3 0.0236(15) 0.0188(15) 0.0152(14) -0.0010(12) -0.0033(11) -0.0001(12) C4 0.0176(14) 0.0175(14) 0.0154(13) -0.0029(11) 0.0009(11) 0.0011(12) C5 0.0156(13) 0.0147(13) 0.0162(13) -0.0032(11) -0.0018(10) 0.0033(11) C6 0.0202(15) 0.0203(15) 0.0153(13) -0.0038(12) 0.0005(11) 0.0029(12) C7 0.0249(14) 0.0155(14) 0.0192(13) -0.0014(14) 0.0039(11) 0.0022(13) C8 0.0191(14) 0.0169(15) 0.0223(14) -0.0024(13) -0.0013(11) 0.0007(11) C9 0.0188(14) 0.0179(14) 0.0165(13) -0.0023(12) -0.0021(11) 0.0035(12) C10 0.0150(14) 0.0163(14) 0.0147(13) -0.0008(11) -0.0004(10) 0.0020(11) C11 0.0271(17) 0.0146(14) 0.0159(14) 0.0035(11) -0.0064(12) -0.0002(12) C12 0.0195(15) 0.0221(15) 0.0209(15) 0.0004(13) -0.0023(12) -0.0038(12) C13 0.0192(15) 0.0211(15) 0.0170(14) 0.0024(12) 0.0008(11) -0.0024(12) C14 0.0188(14) 0.0173(14) 0.0162(14) 0.0017(12) 0.0019(11) 0.0015(12) _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 Co N1 2.027(3) . ? Co N4 2.014(3) . ? Co Cl1 2.2487(12) . ? Co Cl2 2.2422(13) . ? N1 N2 1.354(4) . ? N1 C1 1.341(4) . ? N2 C3 1.345(4) . ? N2 C4 1.457(4) . ? N3 N4 1.364(3) . ? N3 C11 1.463(4) . ? N3 C12 1.342(4) . ? N4 C14 1.337(4) . ? C1 C2 1.401(4) . ? C2 C3 1.377(5) . ? C4 C5 1.515(4) . ? C5 C6 1.389(4) . ? C5 C10 1.402(4) . ? C6 C7 1.390(5) . ? C7 C8 1.391(4) . ? C8 C9 1.395(5) . ? C9 C10 1.396(4) . ? C9 C11 1.515(4) 2_546 ? C11 C9 1.515(4) 2_556 ? C12 C13 1.377(5) . ? C13 C14 1.399(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 N1 Co N4 108.25(12) . . ? N1 Co Cl1 111.06(9) . . ? N1 Co Cl2 104.00(8) . . ? N4 Co Cl1 112.72(9) . . ? N4 Co Cl2 107.25(9) . . ? Cl1 Co Cl2 113.07(5) . . ? N2 N1 Co 131.8(2) . . ? C1 N1 Co 122.2(2) . . ? C1 N1 N2 105.8(2) . . ? C3 N2 N1 110.9(3) . . ? C3 N2 C4 127.5(3) . . ? N1 N2 C4 121.4(2) . . ? C12 N3 N4 110.5(3) . . ? C12 N3 C11 128.6(3) . . ? N4 N3 C11 120.5(3) . . ? C14 N4 N3 105.8(2) . . ? C14 N4 Co 128.2(2) . . ? N3 N4 Co 125.7(2) . . ? N1 C1 C2 110.5(3) . . ? C3 C2 C1 104.8(3) . . ? N2 C3 C2 108.0(3) . . ? N2 C4 C5 111.3(2) . . ? C6 C5 C10 119.3(3) . . ? C6 C5 C4 120.6(3) . . ? C10 C5 C4 120.1(3) . . ? C5 C6 C7 120.6(3) . . ? C6 C7 C8 119.9(3) . . ? C7 C8 C9 120.4(3) . . ? C8 C9 C10 119.3(3) . . ? C8 C9 C11 121.0(3) . 2_546 ? C10 C9 C11 119.5(3) . 2_546 ? C9 C10 C5 120.5(3) . . ? N3 C11 C9 111.9(2) . 2_556 ? N3 C12 C13 108.2(3) . . ? C12 C13 C14 104.8(3) . . ? N4 C14 C13 110.6(3) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.556 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.083