# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Xian-He Bu' _publ_contact_author_address ; Department of Chemistry Nankai University Tianjin 300071 CHINA ; _publ_contact_author_email BUXH@NANKAI.EDU.CN _publ_section_title ; A pcu-a-Type MOF Architecture with Spindle [Zn7(OH)8]6+ Cluster as Secondary Building Units ; loop_ _publ_author_name 'Xian-He Bu.' 'Jian-Rong Li.' 'Ying Tao.' 'Qun Yu.' data_1 _database_code_depnum_ccdc_archive 'CCDC 625275' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C24 H16 N12 O4 Zn3.50), (O H2)' _chemical_formula_sum 'C48 H34 N24 O9 Zn7' _chemical_formula_weight 1548.58 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' Zn Zn 0.2839 1.4301 '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-3c _symmetry_space_group_name_Hall '-R 3 2"c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' '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' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' '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' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-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' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-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' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 13.934(2) _cell_length_b 13.934(2) _cell_length_c 48.052(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 8080(2) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7798 _cell_measurement_theta_min 3.07 _cell_measurement_theta_max 27.65 _exptl_crystal_description pyramid _exptl_crystal_colour maple _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.910 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4632 _exptl_absorpt_coefficient_mu 3.145 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.8914 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Bruker, 1998)' _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 'Bruker Smart 1000 CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 24129 _diffrn_reflns_av_R_equivalents 0.1216 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -60 _diffrn_reflns_limit_l_max 62 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2065 _reflns_number_gt 1483 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement SHELXL-97 _computing_molecular_graphics 'SHELXTL (Bruker, 1998)' _computing_publication_material SHELXTL _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^)+(0.0504P)^2^+60.8480P] 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 2065 _refine_ls_number_parameters 141 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0785 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_ref 0.1231 _refine_ls_wR_factor_gt 0.1109 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.043 _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 Zn1 Zn 0.3333 0.6667 -0.127049(19) 0.0343(3) Uani 1 3 d S . . Zn2 Zn 0.54054(6) 0.6667 -0.0833 0.0343(2) Uani 1 2 d S . . Zn3 Zn 1.0000 1.0000 -0.126943(18) 0.0279(2) Uani 1 3 d SD . . N1 N 0.7016(3) 0.7813(3) -0.09101(8) 0.0322(9) Uani 1 1 d . . . N2 N 0.7763(4) 0.7945(4) -0.07083(8) 0.0405(10) Uani 1 1 d . . . N3 N 0.8750(4) 0.8511(4) -0.08094(8) 0.0404(11) Uani 1 1 d . . . N4 N 0.8678(3) 0.8753(3) -0.10820(8) 0.0302(9) Uani 1 1 d . . . C1 C 0.7612(4) 0.8306(4) -0.11346(9) 0.0260(9) Uani 1 1 d . . . C2 C 0.7136(4) 0.8327(4) -0.14104(9) 0.0247(9) Uani 1 1 d . . . C3 C 0.7077(4) 0.7593(4) -0.16203(9) 0.0261(9) Uani 1 1 d . . . C4 C 0.7473(4) 0.6836(4) -0.15839(11) 0.0360(11) Uani 1 1 d . . . H4A H 0.7801 0.6826 -0.1416 0.043 Uiso 1 1 calc R . . C5 C 0.7377(5) 0.6129(4) -0.17907(11) 0.0419(13) Uani 1 1 d . . . H5A H 0.7661 0.5657 -0.1765 0.050 Uiso 1 1 calc R . . C6 C 0.6853(4) 0.6099(4) -0.20452(11) 0.0399(12) Uani 1 1 d . . . H6A H 0.6769 0.5591 -0.2182 0.048 Uiso 1 1 calc R . . C7 C 0.6472(4) 0.6812(4) -0.20900(10) 0.0355(11) Uani 1 1 d . . . H7A H 0.6132 0.6788 -0.2259 0.043 Uiso 1 1 calc R . . C8 C 0.6583(4) 0.7604(4) -0.18817(9) 0.0259(9) Uani 1 1 d . . . O1 O 0.4407(3) 0.6242(3) -0.11450(9) 0.0472(10) Uani 1 1 d D . . H1 H 0.410(5) 0.5577(19) -0.1197(14) 0.071 Uiso 1 1 d D . . O2 O 1.0000 1.0000 -0.16619(14) 0.101(4) Uani 1 3 d SD . . H2 H 0.985(18) 0.933(6) -0.1658(3) 0.081 Uiso 0.33 1 d PD . . O1W O 0.6667 0.3333 -0.1934(4) 0.101(7) Uani 0.50 3 d SP . . 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 Zn1 0.0363(4) 0.0363(4) 0.0305(5) 0.000 0.000 0.01813(18) Zn2 0.0307(3) 0.0407(5) 0.0350(4) 0.0064(4) 0.00322(18) 0.0203(2) Zn3 0.0283(3) 0.0283(3) 0.0271(4) 0.000 0.000 0.01415(16) N1 0.031(2) 0.035(2) 0.0261(19) 0.0045(17) -0.0041(16) 0.0140(18) N2 0.040(2) 0.044(3) 0.033(2) 0.0086(19) -0.0034(19) 0.018(2) N3 0.037(2) 0.044(3) 0.034(2) 0.0033(19) -0.0086(19) 0.015(2) N4 0.031(2) 0.0251(19) 0.0286(18) 0.0028(16) -0.0060(16) 0.0100(17) C1 0.027(2) 0.024(2) 0.027(2) 0.0018(18) -0.0007(18) 0.0129(19) C2 0.021(2) 0.023(2) 0.026(2) 0.0035(17) -0.0002(17) 0.0082(18) C3 0.021(2) 0.028(2) 0.027(2) 0.0021(18) -0.0006(17) 0.0109(19) C4 0.037(3) 0.041(3) 0.039(2) -0.001(2) -0.006(2) 0.026(2) C5 0.053(3) 0.041(3) 0.048(3) -0.001(2) -0.001(3) 0.035(3) C6 0.050(3) 0.041(3) 0.038(3) -0.003(2) 0.007(2) 0.030(3) C7 0.039(3) 0.040(3) 0.027(2) -0.003(2) -0.002(2) 0.020(2) C8 0.025(2) 0.024(2) 0.027(2) 0.0017(18) 0.0009(18) 0.0103(19) O1 0.044(2) 0.049(2) 0.061(2) -0.013(2) -0.0217(19) 0.032(2) O2 0.143(6) 0.143(6) 0.017(3) 0.000 0.000 0.071(3) O1W 0.116(11) 0.116(11) 0.071(12) 0.000 0.000 0.058(6) _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 Zn1 O2 1.927(7) 31_664 ? Zn1 O1 1.959(4) 2_665 ? Zn1 O1 1.959(4) 3_565 ? Zn1 O1 1.959(4) . ? Zn2 O1 1.925(4) . ? Zn2 O1 1.925(4) 11_564 ? Zn2 N1 2.035(4) 11_564 ? Zn2 N1 2.035(4) . ? Zn3 O2 1.886(7) . ? Zn3 N4 2.005(4) . ? Zn3 N4 2.005(4) 3_675 ? Zn3 N4 2.005(4) 2_765 ? Zn3 H2 2.050(10) . ? N1 C1 1.325(5) . ? N1 N2 1.366(5) . ? N2 N3 1.290(6) . ? N3 N4 1.369(5) . ? N4 C1 1.317(6) . ? C1 C2 1.489(6) . ? C2 C8 1.389(6) 31_664 ? C2 C3 1.410(6) . ? C3 C4 1.423(7) . ? C3 C8 1.436(6) . ? C4 C5 1.358(7) . ? C4 H4A 0.9300 . ? C5 C6 1.414(7) . ? C5 H5A 0.9300 . ? C6 C7 1.357(7) . ? C6 H6A 0.9300 . ? C7 C8 1.440(6) . ? C7 H7A 0.9300 . ? C8 C2 1.389(6) 31_664 ? O1 H1 0.842(10) . ? O2 Zn1 1.927(7) 31_664 ? O2 H2 0.848(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 O2 Zn1 O1 107.93(13) 31_664 2_665 ? O2 Zn1 O1 107.93(13) 31_664 3_565 ? O1 Zn1 O1 110.97(12) 2_665 3_565 ? O2 Zn1 O1 107.93(13) 31_664 . ? O1 Zn1 O1 110.97(12) 2_665 . ? O1 Zn1 O1 110.97(12) 3_565 . ? O1 Zn2 O1 110.6(2) . 11_564 ? O1 Zn2 N1 111.38(16) . 11_564 ? O1 Zn2 N1 116.37(17) 11_564 11_564 ? O1 Zn2 N1 116.37(17) . . ? O1 Zn2 N1 111.37(16) 11_564 . ? N1 Zn2 N1 89.4(2) 11_564 . ? O2 Zn3 N4 116.69(11) . . ? O2 Zn3 N4 116.69(11) . 3_675 ? N4 Zn3 N4 101.39(13) . 3_675 ? O2 Zn3 N4 116.69(11) . 2_765 ? N4 Zn3 N4 101.39(13) . 2_765 ? N4 Zn3 N4 101.39(13) 3_675 2_765 ? O2 Zn3 H2 24.4(3) . . ? N4 Zn3 H2 100(4) . . ? N4 Zn3 H2 140.7(15) 3_675 . ? N4 Zn3 H2 106(6) 2_765 . ? C1 N1 N2 105.7(4) . . ? C1 N1 Zn2 135.6(3) . . ? N2 N1 Zn2 116.4(3) . . ? N3 N2 N1 108.8(4) . . ? N2 N3 N4 108.9(4) . . ? C1 N4 N3 105.7(4) . . ? C1 N4 Zn3 130.8(3) . . ? N3 N4 Zn3 119.7(3) . . ? N4 C1 N1 110.8(4) . . ? N4 C1 C2 124.8(4) . . ? N1 C1 C2 124.4(4) . . ? C8 C2 C3 122.0(4) 31_664 . ? C8 C2 C1 118.8(4) 31_664 . ? C3 C2 C1 119.1(4) . . ? C2 C3 C4 123.1(4) . . ? C2 C3 C8 118.1(4) . . ? C4 C3 C8 118.7(4) . . ? C5 C4 C3 120.9(5) . . ? C5 C4 H4A 119.6 . . ? C3 C4 H4A 119.6 . . ? C4 C5 C6 121.1(5) . . ? C4 C5 H5A 119.5 . . ? C6 C5 H5A 119.5 . . ? C7 C6 C5 120.1(5) . . ? C7 C6 H6A 120.0 . . ? C5 C6 H6A 120.0 . . ? C6 C7 C8 121.3(4) . . ? C6 C7 H7A 119.4 . . ? C8 C7 H7A 119.4 . . ? C2 C8 C3 119.8(4) 31_664 . ? C2 C8 C7 122.2(4) 31_664 . ? C3 C8 C7 117.9(4) . . ? Zn2 O1 Zn1 133.7(2) . . ? Zn2 O1 H1 117(5) . . ? Zn1 O1 H1 101(5) . . ? Zn3 O2 Zn1 180.0 . 31_664 ? Zn3 O2 H2 88.7(9) . . ? Zn1 O2 H2 91.3(9) 31_664 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Zn2 N1 C1 -7.1(5) . . . . ? O1 Zn2 N1 C1 -135.2(5) 11_564 . . . ? N1 Zn2 N1 C1 106.6(5) 11_564 . . . ? O1 Zn2 N1 N2 -166.8(3) . . . . ? O1 Zn2 N1 N2 65.2(4) 11_564 . . . ? N1 Zn2 N1 N2 -53.1(3) 11_564 . . . ? C1 N1 N2 N3 1.3(5) . . . . ? Zn2 N1 N2 N3 166.6(3) . . . . ? N1 N2 N3 N4 -0.8(6) . . . . ? N2 N3 N4 C1 0.0(5) . . . . ? N2 N3 N4 Zn3 160.4(3) . . . . ? O2 Zn3 N4 C1 -44.1(4) . . . . ? N4 Zn3 N4 C1 83.8(5) 3_675 . . . ? N4 Zn3 N4 C1 -172.0(4) 2_765 . . . ? O2 Zn3 N4 N3 161.1(3) . . . . ? N4 Zn3 N4 N3 -71.0(3) 3_675 . . . ? N4 Zn3 N4 N3 33.2(4) 2_765 . . . ? N3 N4 C1 N1 0.8(5) . . . . ? Zn3 N4 C1 N1 -156.5(3) . . . . ? N3 N4 C1 C2 -177.8(4) . . . . ? Zn3 N4 C1 C2 24.8(7) . . . . ? N2 N1 C1 N4 -1.3(5) . . . . ? Zn2 N1 C1 N4 -162.4(4) . . . . ? N2 N1 C1 C2 177.3(4) . . . . ? Zn2 N1 C1 C2 16.2(7) . . . . ? N4 C1 C2 C8 -103.2(5) . . . 31_664 ? N1 C1 C2 C8 78.3(6) . . . 31_664 ? N4 C1 C2 C3 77.5(6) . . . . ? N1 C1 C2 C3 -101.0(5) . . . . ? C8 C2 C3 C4 179.6(4) 31_664 . . . ? C1 C2 C3 C4 -1.1(7) . . . . ? C8 C2 C3 C8 -1.1(7) 31_664 . . . ? C1 C2 C3 C8 178.1(4) . . . . ? C2 C3 C4 C5 178.6(5) . . . . ? C8 C3 C4 C5 -0.6(7) . . . . ? C3 C4 C5 C6 -1.9(8) . . . . ? C4 C5 C6 C7 2.5(9) . . . . ? C5 C6 C7 C8 -0.4(8) . . . . ? C2 C3 C8 C2 1.1(7) . . . 31_664 ? C4 C3 C8 C2 -179.6(4) . . . 31_664 ? C2 C3 C8 C7 -176.7(4) . . . . ? C4 C3 C8 C7 2.6(6) . . . . ? C6 C7 C8 C2 -179.9(5) . . . 31_664 ? C6 C7 C8 C3 -2.1(7) . . . . ? O1 Zn2 O1 Zn1 28.7(2) 11_564 . . . ? N1 Zn2 O1 Zn1 159.8(3) 11_564 . . . ? N1 Zn2 O1 Zn1 -99.8(3) . . . . ? O2 Zn1 O1 Zn2 145.3(3) 31_664 . . . ? O1 Zn1 O1 Zn2 27.2(4) 2_665 . . . ? O1 Zn1 O1 Zn2 -96.7(2) 3_565 . . . ? N4 Zn3 O2 Zn1 -93.0(10) . . . 31_664 ? N4 Zn3 O2 Zn1 147.0(10) 3_675 . . 31_664 ? N4 Zn3 O2 Zn1 27.0(10) 2_765 . . 31_664 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.672 _refine_diff_density_min -0.818 _refine_diff_density_rms 0.112 #===end data_DCA _database_code_depnum_ccdc_archive 'CCDC 633695' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H8 N2' _chemical_formula_sum 'C16 H8 N2' _chemical_formula_weight 228.24 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 3.7987(9) _cell_length_b 8.398(2) _cell_length_c 9.104(2) _cell_angle_alpha 72.177(4) _cell_angle_beta 78.528(5) _cell_angle_gamma 89.785(5) _cell_volume 270.45(11) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 264 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 26.33 _exptl_crystal_description plate _exptl_crystal_colour yellow _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 1.401 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 118 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9833 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _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 'Bruker Smart 1000 CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 1671 _diffrn_reflns_av_R_equivalents 0.0284 _diffrn_reflns_av_sigmaI/netI 0.0694 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 3 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 28.23 _reflns_number_total 1167 _reflns_number_gt 732 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement SHELXL-97 _computing_molecular_graphics 'SHELXTL (Bruker, 1998)' _computing_publication_material SHELXTL _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^)+(0.0400P)^2^] 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_number_reflns 1167 _refine_ls_number_parameters 82 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0947 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1092 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.002 _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 0.6782(5) 0.8093(2) 0.2342(2) 0.0273(5) Uani 1 1 d . . . C1 C 0.6243(5) 0.7239(2) 0.1677(2) 0.0177(4) Uani 1 1 d . . . C2 C 0.5588(5) 0.6093(2) 0.0822(2) 0.0171(5) Uani 1 1 d . . . C3 C 0.3527(5) 0.4576(2) 0.1657(2) 0.0172(4) Uani 1 1 d . . . C4 C 0.2033(5) 0.4124(2) 0.3302(2) 0.0192(5) Uani 1 1 d . . . H4A H 0.2431 0.4838 0.3865 0.023 Uiso 1 1 calc R . . C5 C 0.0029(5) 0.2657(2) 0.4061(2) 0.0203(5) Uani 1 1 d . . . H5A H -0.0946 0.2380 0.5135 0.024 Uiso 1 1 calc R . . C6 C -0.0579(5) 0.1550(2) 0.3222(2) 0.0201(5) Uani 1 1 d . . . H6A H -0.1961 0.0553 0.3752 0.024 Uiso 1 1 calc R . . C7 C 0.0828(5) 0.1924(2) 0.1653(2) 0.0194(5) Uani 1 1 d . . . H7A H 0.0433 0.1176 0.1124 0.023 Uiso 1 1 calc R . . C8 C 0.2909(5) 0.3460(2) 0.0814(2) 0.0170(5) 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 0.0327(11) 0.0243(10) 0.0211(10) -0.0035(8) -0.0026(8) -0.0054(8) C1 0.0171(11) 0.0188(10) 0.0109(10) 0.0030(8) -0.0003(8) -0.0026(8) C2 0.0197(11) 0.0155(10) 0.0175(11) -0.0050(8) -0.0074(8) 0.0038(8) C3 0.0185(11) 0.0156(10) 0.0183(11) -0.0047(8) -0.0067(8) 0.0037(8) C4 0.0214(11) 0.0192(11) 0.0165(11) -0.0055(9) -0.0030(9) 0.0020(9) C5 0.0219(11) 0.0195(10) 0.0162(11) -0.0014(8) -0.0028(8) 0.0025(9) C6 0.0200(11) 0.0147(10) 0.0208(12) 0.0006(8) -0.0030(9) -0.0011(8) C7 0.0220(11) 0.0160(11) 0.0211(12) -0.0054(9) -0.0070(9) 0.0023(9) C8 0.0173(11) 0.0155(10) 0.0176(11) -0.0029(8) -0.0056(8) 0.0020(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 N1 C1 1.113(2) . ? C1 C2 1.460(3) . ? C2 C3 1.411(3) . ? C2 C8 1.417(3) 2_665 ? C3 C4 1.422(3) . ? C3 C8 1.427(3) . ? C4 C5 1.361(3) . ? C4 H4A 0.9300 . ? C5 C6 1.417(3) . ? C5 H5A 0.9300 . ? C6 C7 1.359(3) . ? C6 H6A 0.9300 . ? C7 C8 1.427(3) . ? C7 H7A 0.9300 . ? C8 C2 1.417(3) 2_665 ? 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 C1 C2 178.7(2) . . ? C3 C2 C8 122.53(17) . 2_665 ? C3 C2 C1 118.92(18) . . ? C8 C2 C1 118.55(17) 2_665 . ? C2 C3 C4 122.54(18) . . ? C2 C3 C8 118.57(18) . . ? C4 C3 C8 118.89(18) . . ? C5 C4 C3 120.74(19) . . ? C5 C4 H4A 119.6 . . ? C3 C4 H4A 119.6 . . ? C4 C5 C6 120.27(19) . . ? C4 C5 H5A 119.9 . . ? C6 C5 H5A 119.9 . . ? C7 C6 C5 120.97(19) . . ? C7 C6 H6A 119.5 . . ? C5 C6 H6A 119.5 . . ? C6 C7 C8 120.32(18) . . ? C6 C7 H7A 119.8 . . ? C8 C7 H7A 119.8 . . ? C2 C8 C3 118.90(17) 2_665 . ? C2 C8 C7 122.30(18) 2_665 . ? C3 C8 C7 118.80(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 70(10) . . . . ? N1 C1 C2 C8 -109(10) . . . 2_665 ? C8 C2 C3 C4 179.67(17) 2_665 . . . ? C1 C2 C3 C4 0.5(3) . . . . ? C8 C2 C3 C8 -0.6(3) 2_665 . . . ? C1 C2 C3 C8 -179.81(17) . . . . ? C2 C3 C4 C5 179.32(19) . . . . ? C8 C3 C4 C5 -0.4(3) . . . . ? C3 C4 C5 C6 0.4(3) . . . . ? C4 C5 C6 C7 0.3(3) . . . . ? C5 C6 C7 C8 -1.0(3) . . . . ? C2 C3 C8 C2 0.6(3) . . . 2_665 ? C4 C3 C8 C2 -179.68(17) . . . 2_665 ? C2 C3 C8 C7 179.96(17) . . . . ? C4 C3 C8 C7 -0.3(3) . . . . ? C6 C7 C8 C2 -179.66(18) . . . 2_665 ? C6 C7 C8 C3 1.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.883 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.197 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.050