# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 #TrackingRef 'web_deposit_cif_file_0_PeterStephens_1322141196.CdBrbpe_pub.cif' #============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name 'Jagadese J. Vittal' _publ_contact_author_address ; Department of Chemistry National University of Singapore Singapore 117543 ; _publ_contact_author_email chmjjv@nus.edu.sg #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Mechanochemical Reactions of Coordination Polymers by Grinding with KBr ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Mangayarkarasi Nagarathinam' ; Department of Chemistry National University of Singapore Singapore 117543 ; 'Anjana Chanthapally' ; Department of Chemistry National University of Singapore Singapore 117543 ; 'Saul Lapidus' ; Department of Physics & Astronomy Stony Brook University Stony Brook NY 11794-3800 USA ; P.Stephens ; Department of Physics & Astronomy Stony Brook University Stony Brook NY 11794-3800 USA ; J.Vittal ; Department of Chemistry National University of Singapore Singapore 117543 ; #============================================================================== data_CdBrbpe _database_code_depnum_ccdc_archive 'CCDC 855466' #TrackingRef 'web_deposit_cif_file_0_PeterStephens_1322141196.CdBrbpe_pub.cif' # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C12 H10 Br2 Cd N2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C12 H10 Br2 Cd N2' _chemical_formula_weight 454.43 _chemical_melting_point ? _chemical_compound_source ? # for minerals and # natural products loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source _atom_type_scat_length_neutron # include if applicable ? ? ? ? ? ? #============================================================================== # 6. POWDER SPECIMEN AND CRYSTAL DATA # 6. CRYSTAL DATA _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 3.91426(17) _cell_length_b 8.8696(8) _cell_length_c 9.4343(5) _cell_angle_alpha 79.568(3) _cell_angle_beta 86.280(4) _cell_angle_gamma 86.248(6) _cell_volume 320.97(4) _cell_formula_units_Z 1 _cell_measurement_temperature 295 _cell_special_details ; ? ; # The next three fields give the specimen dimensions in mm. The equatorial # plane contains the incident and diffracted beam. _pd_spec_size_axial 10 # perpendicular to # equatorial plane _pd_spec_size_equat 1 # parallel to # scattering vector # in transmission _pd_spec_size_thick 1 # parallel to # scattering vector # in reflection # The next five fields are character fields that describe the specimen. _pd_spec_mounting # This field should be # used to give details of the # container. ; capillary ; _pd_spec_mount_mode transmission # options are 'reflection' # or 'transmission' _pd_spec_shape cylinder # options are 'cylinder' # 'flat_sheet' or 'irregular' _pd_char_particle_morphology ? _pd_char_colour ? # use ICDD colour descriptions # The following three fields describe the preparation of the specimen. # The cooling rate is in K/min. The pressure at which the sample was # prepared is in kPa. The temperature of preparation is in K. _pd_prep_cool_rate ? _pd_prep_pressure ? _pd_prep_temperature ? # The next four fields are normally only needed for transmission experiments. _exptl_absorpt_coefficient_mu ? # include if applicable _exptl_absorpt_correction_type ? # include if applicable _exptl_absorpt_process_details ? # include if applicable _exptl_absorpt_correction_T_min ? # include if applicable _exptl_absorpt_correction_T_max ? # include if applicable #============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; # The following item is used to identify the equipment used to record # the powder pattern when the diffractogram was measured at a laboratory # other than the authors' home institution, e.g. when neutron or synchrotron # radiation is used. _pd_instr_location ; X16C, National Synchrotron Light Source, Brookhaven National Laboratory ; _pd_calibration_special_details # description of the method used # to calibrate the instrument ; NIST standard reference material 1976(sintered plate of Al2O3) Well-isolated 7 reflections were used to calibrate wavelength and detector zero. ; _diffrn_ambient_temperature 295 _diffrn_source synchrotron _diffrn_source_target ? _diffrn_source_type ? _diffrn_radiation_type synchrotron _diffrn_measurement_device_type 'Huber diffractometer' _diffrn_detector 'NaI scintillation counter' _diffrn_detector_type ? # make or model of detector _pd_meas_scan_method step # options are 'step', 'cont', # 'tof', 'fixed' or # 'disp' (= dispersive) _pd_meas_special_details ; ? ; # The following six items are used for angular dispersive measurements only. _diffrn_radiation_wavelength 0.700142 _diffrn_radiation_monochromator 'Si(111) channel cut' # The following four items give details of the measured (not processed) # powder pattern. Angles are in degrees. _pd_meas_number_of_points 5201 _pd_meas_2theta_range_min 4.0 _pd_meas_2theta_range_max 30.0 _pd_meas_2theta_range_inc 0.005 # The following three items are used for time-of-flight measurements only. _pd_instr_dist_src/spec ? _pd_instr_dist_spec/detc ? _pd_meas_2theta_fixed ? #============================================================================== # 8. REFINEMENT DATA # Use the next field to give any special details about the fitting of the # powder pattern. _pd_proc_ls_special_details ; ; # The next three items are given as text. _pd_proc_ls_profile_function ; Simple_Axial_model function with Rp=9999,Rs=330 in TOPAS-Academic ; _pd_proc_ls_background_function ; Chebyshev polynomial with 10 coefficients ; _pd_proc_ls_pref_orient_corr ; none ; _pd_proc_ls_prof_R_factor 0.05234 # 5.234(%) _pd_proc_ls_prof_wR_factor 0.06702 # 6.702(%) _pd_proc_ls_prof_wR_expected 0.0292 # 2.920(%) _refine_ls_R_I_factor ? _refine_ls_R_Fsqd_factor ? _refine_ls_R_factor_all ? _refine_special_details ; Molecules are defined as rigid bodies using the z-matrix function implemented in TOPAS-Academic. The same isotropic displacement parameters are assigned to all of the atoms. Standard uncertainties of fractional coordinates were performed by a bootstrapping procedure whereby a fraction 1/e of the raw data were randomly changed within the statistical uncertainty for each of 100 independent refinements. As such, they reflect statistical uncertainty alone; realistic estimates of accuracy are probably several times larger. ; _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma # options are 'sigma'(based on measured su's) # or 'calc' (calculated weights) _refine_ls_weighting_details 1/(sigma*sigma) _refine_ls_extinction_coef ? _refine_ls_number_parameters 54 _refine_ls_number_restraints ? _refine_ls_number_constraints ? # The following item is the same as CHI, the square root of 'CHI squared' _refine_ls_goodness_of_fit_all 2.295 _refine_ls_restrained_S_all ? _refine_ls_shift/su_max 0.01 _refine_ls_shift/su_mean ? # The following four items apply to angular dispersive measurements. # 2theta minimum, maximum and increment (in degrees) are for the # intensities used in the refinement. _pd_proc_2theta_range_min 4.0 _pd_proc_2theta_range_max 30.0 _pd_proc_2theta_range_inc 0.005 _pd_proc_wavelength 0.700142 _pd_block_diffractogram_id CdBrbpe # The id used for the block containing # the powder pattern profile (section 11). # Give appropriate details in the next two text fields. _pd_proc_info_excluded_regions none _pd_proc_info_data_reduction ? # The following items are used to identify the programs used. _computing_data_collection SPEC _computing_cell_refinement TOPAS-Academic _computing_data_reduction TOPAS-Academic _computing_structure_solution TOPAS-Academic _computing_structure_refinement TOPAS-Academic _computing_molecular_graphics ? _computing_publication_material ? #============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd Uiso 0.50000 0.50000 0.50000 1.000 0.0251(9) . . . . Br1 Br Uiso 1.0035(7) 0.6787(3) 0.3446(2) 1.000 0.0251(9) . . . . N1 N Uiso 0.566(3) 0.3279(3) 0.3288(10) 1.000 0.0251(9) . . . . C1 C Uiso 0.5551(12) 0.0723(14) -0.0064(2) 1.000 0.0251(9) . . . . C2 C Uiso 0.5581(12) 0.1577(8) 0.1066(6) 1.000 0.0251(9) . . . . C3 C Uiso 0.6791(16) 0.3063(7) 0.0782(8) 1.000 0.0251(9) . . . . C4 C Uiso 0.682(2) 0.3910(5) 0.1902(13) 1.000 0.0251(9) . . . . C5 C Uiso 0.446(4) 0.1812(6) 0.3568(8) 1.000 0.0251(9) . . . . C6 C Uiso 0.443(3) 0.0965(9) 0.2448(10) 1.000 0.0251(9) . . . . H1 H Uiso 0.635(2) 0.1220(17) -0.0927(4) 1.000 0.0251(9) . . . . H3 H Uiso 0.755(2) 0.3473(11) -0.0118(9) 1.000 0.0251(9) . . . . H4 H Uiso 0.760(2) 0.4863(6) 0.1720(16) 1.000 0.0251(9) . . . . H5 H Uiso 0.370(5) 0.1402(8) 0.4467(8) 1.000 0.0251(9) . . . . H6 H Uiso 0.365(4) 0.0012(9) 0.2630(12) 1.000 0.0251(9) . . . . #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 Br1 2.782(3) . . yes Cd1 N1 2.407(7) . . yes Cd1 Br1 2.750(3) . 1_455 yes Cd1 Br1 2.782(3) . 2_666 yes Cd1 N1 2.407(7) . 2_666 yes Cd1 Br1 2.750(3) . 2_766 yes N1 C4 1.386(15) . . yes N1 C5 1.387(10) . . yes C1 C2 1.416(10) . . no C1 C1 1.362(16) . 2_655 no C2 C3 1.404(9) . . no C2 C6 1.377(11) . . no C3 C4 1.404(12) . . no C5 C6 1.404(11) . . no C1 H1 0.900(8) . . no C3 H3 0.901(11) . . no C4 H4 0.901(9) . . no C5 H5 0.900(12) . . no C6 H6 0.901(13) . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br1 Cd1 N1 90.0(2) . . . yes Br1 Cd1 Br1 90.07(7) . . 1_455 yes Br1 Cd1 Br1 180.00 . . 2_666 yes Br1 Cd1 N1 89.9(2) . . 2_666 yes Br1 Cd1 Br1 89.93(7) . . 2_766 yes Br1 Cd1 N1 91.8(2) 1_455 . . yes Br1 Cd1 N1 90.0(2) 2_666 . . yes N1 Cd1 N1 180.00 . . 2_666 yes Br1 Cd1 N1 88.2(2) 2_766 . . yes Br1 Cd1 Br1 89.93(7) 1_455 . 2_666 yes Br1 Cd1 N1 88.2(2) 1_455 . 2_666 yes Br1 Cd1 Br1 180.00 1_455 . 2_766 yes Br1 Cd1 N1 90.1(2) 2_666 . 2_666 yes Br1 Cd1 Br1 90.07(7) 2_666 . 2_766 yes Br1 Cd1 N1 91.8(2) 2_766 . 2_666 yes Cd1 Br1 Cd1 90.07(7) . . 1_655 yes Cd1 N1 C4 116.1(3) . . . yes Cd1 N1 C5 123.1(7) . . . yes C4 N1 C5 120.0(7) . . . yes C1 C1 C2 125.9(4) 2_655 . . no C1 C2 C3 120.0(6) . . . no C1 C2 C6 120.7(7) . . . no C3 C2 C6 119.4(6) . . . no C2 C3 C4 120.0(7) . . . no N1 C4 C3 120.0(5) . . . yes N1 C5 C6 120.0(8) . . . yes C2 C6 C5 120.6(8) . . . no C2 C1 H1 114.1(14) . . . no C1 C1 H1 120.0(12) 2_655 . . no C2 C3 H3 120.0(9) . . . no C4 C3 H3 120.0(9) . . . no N1 C4 H4 120.0(13) . . . no C3 C4 H4 120.0(14) . . . no N1 C5 H5 120.1(9) . . . no C6 C5 H5 119.9(10) . . . no C2 C6 H6 119.4(11) . . . no C5 C6 H6 120.0(12) . . . no 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 Cd1 Br1 Cd1 -88.2(2) . . . 1_655 no Br1 Cd1 N1 C4 -27.0(8) . . . . no Br1 Cd1 N1 C5 163.2(10) . . . . no Br1 Cd1 N1 C4 63.1(8) 1_455 . . . no Br1 Cd1 N1 C5 -106.8(10) 1_455 . . . no Br1 Cd1 N1 C4 153.0(8) 2_666 . . . no Br1 Cd1 N1 C5 -16.8(10) 2_666 . . . no Br1 Cd1 N1 C4 -116.9(8) 2_766 . . . no Br1 Cd1 N1 C5 73.2(10) 2_766 . . . no Cd1 N1 C5 C6 169.6(9) . . . . no Cd1 N1 C4 C3 -170.4(6) . . . . no C5 N1 C4 C3 -0.2(15) . . . . no C4 N1 C5 C6 0.2(19) . . . . no C1 C1 C2 C3 -180.0(6) 2_655 . . . no C1 C1 C2 C6 0.0(10) 2_655 . . . no C2 C1 C1 C2 180.0(6) . . 2_655 2_655 no C1 C2 C3 C4 180.0(6) . . . . no C1 C2 C6 C5 -180.0(10) . . . . no C3 C2 C6 C5 0.0(14) . . . . no C6 C2 C3 C4 0.0(10) . . . . no C2 C3 C4 N1 0.1(11) . . . . no N1 C5 C6 C2 -0.1(19) . . . . no #============================================================================== data_compound3 _database_code_depnum_ccdc_archive 'CCDC 860175' # data_a101jj _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Br2 N2 Zn' _chemical_formula_weight 407.41 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 5.4726(3) _cell_length_b 7.8082(5) _cell_length_c 15.6005(10) _cell_angle_alpha 77.2090(10) _cell_angle_beta 87.5910(10) _cell_angle_gamma 88.3970(10) _cell_volume 649.39(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3651 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 27.37 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.084 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 8.021 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3602 _exptl_absorpt_correction_T_max 0.5010 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _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 8488 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2972 _reflns_number_gt 2652 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0389P)^2^+0.5605P] 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 2972 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0385 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0760 _refine_ls_wR_factor_gt 0.0738 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 Zn1 Zn 0.34607(7) 0.50011(5) 0.74371(2) 0.01489(10) Uani 1 1 d . . . Br1 Br 0.61554(6) 0.34343(4) 0.66653(2) 0.01932(10) Uani 1 1 d . . . Br2 Br 0.45022(6) 0.68965(4) 0.83703(2) 0.01999(10) Uani 1 1 d . . . N1 N 0.1191(5) 0.3225(4) 0.82362(18) 0.0166(6) Uani 1 1 d . . . N2 N 0.1275(5) 0.6587(4) 0.65468(18) 0.0161(6) Uani 1 1 d . . . C1 C 0.1144(6) 0.1521(4) 0.8208(2) 0.0187(7) Uani 1 1 d . . . H1 H 0.2287 0.1087 0.7829 0.022 Uiso 1 1 calc R . . C2 C -0.0518(6) 0.0370(4) 0.8713(2) 0.0195(7) Uani 1 1 d . . . H2 H -0.0479 -0.0834 0.8686 0.023 Uiso 1 1 calc R . . C3 C -0.2241(6) 0.0985(4) 0.9261(2) 0.0167(7) Uani 1 1 d . . . C4 C -0.2155(6) 0.2742(5) 0.9292(2) 0.0204(7) Uani 1 1 d . . . H4 H -0.3278 0.3215 0.9664 0.025 Uiso 1 1 calc R . . C5 C -0.0434(6) 0.3797(4) 0.8782(2) 0.0199(7) Uani 1 1 d . . . H5 H -0.0394 0.4994 0.8817 0.024 Uiso 1 1 calc R . . C11 C -0.0311(7) 0.7679(5) 0.6841(2) 0.0210(7) Uani 1 1 d . . . H11 H -0.0215 0.7789 0.7433 0.025 Uiso 1 1 calc R . . C10 C -0.2084(7) 0.8658(5) 0.6330(2) 0.0223(7) Uani 1 1 d . . . H10 H -0.3168 0.9416 0.6571 0.027 Uiso 1 1 calc R . . C9 C -0.2264(6) 0.8524(4) 0.5462(2) 0.0174(7) Uani 1 1 d . . . C8 C -0.0564(6) 0.7423(4) 0.5148(2) 0.0179(7) Uani 1 1 d . . . H8 H -0.0586 0.7319 0.4553 0.021 Uiso 1 1 calc R . . C7 C 0.1154(6) 0.6482(4) 0.5701(2) 0.0171(7) Uani 1 1 d . . . H7 H 0.2289 0.5736 0.5475 0.021 Uiso 1 1 calc R . . C6 C -0.4019(6) -0.0241(4) 0.9784(2) 0.0168(7) Uani 1 1 d . . . H6 H -0.3750 -0.1460 0.9815 0.020 Uiso 1 1 calc R . . C12 C -0.4129(6) 0.9477(4) 0.4881(2) 0.0180(7) Uani 1 1 d . . . H12 H -0.4090 0.9338 0.4291 0.022 Uiso 1 1 calc R . . 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 0.01339(19) 0.01628(19) 0.01460(19) -0.00296(14) 0.00249(14) -0.00164(14) Br1 0.01744(17) 0.02109(18) 0.02012(18) -0.00717(13) 0.00499(12) 0.00033(13) Br2 0.01823(17) 0.02326(18) 0.02078(18) -0.00998(14) 0.00126(13) -0.00194(13) N1 0.0160(13) 0.0174(14) 0.0151(13) -0.0009(11) 0.0014(11) -0.0016(11) N2 0.0164(14) 0.0155(13) 0.0154(13) -0.0013(11) 0.0020(11) -0.0017(11) C1 0.0171(16) 0.0206(17) 0.0187(17) -0.0059(13) 0.0035(13) -0.0001(13) C2 0.0208(17) 0.0170(16) 0.0211(17) -0.0051(13) 0.0008(13) -0.0019(13) C3 0.0152(15) 0.0209(17) 0.0133(15) -0.0015(13) -0.0026(12) -0.0017(13) C4 0.0195(17) 0.0224(17) 0.0192(17) -0.0053(14) 0.0077(13) -0.0036(14) C5 0.0214(17) 0.0146(16) 0.0230(18) -0.0037(13) 0.0056(14) -0.0008(13) C11 0.0256(18) 0.0234(18) 0.0138(16) -0.0044(14) -0.0007(13) 0.0023(14) C10 0.0247(18) 0.0223(18) 0.0204(17) -0.0068(14) 0.0004(14) 0.0057(14) C9 0.0156(16) 0.0167(16) 0.0191(16) -0.0022(13) 0.0024(13) -0.0052(13) C8 0.0196(16) 0.0178(16) 0.0161(16) -0.0035(13) 0.0018(13) -0.0047(13) C7 0.0173(16) 0.0170(16) 0.0172(16) -0.0046(13) 0.0037(13) -0.0033(13) C6 0.0181(16) 0.0145(15) 0.0166(16) -0.0008(13) -0.0003(13) -0.0034(13) C12 0.0203(16) 0.0186(17) 0.0152(16) -0.0034(13) -0.0007(13) -0.0040(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N2 2.046(3) . ? Zn1 N1 2.054(3) . ? Zn1 Br1 2.3501(5) . ? Zn1 Br2 2.3886(5) . ? N1 C5 1.340(4) . ? N1 C1 1.342(4) . ? N2 C11 1.338(4) . ? N2 C7 1.344(4) . ? C1 C2 1.388(5) . ? C2 C3 1.392(5) . ? C3 C4 1.386(5) . ? C3 C6 1.472(4) . ? C4 C5 1.375(5) . ? C11 C10 1.384(5) . ? C10 C9 1.389(5) . ? C9 C8 1.396(5) . ? C9 C12 1.468(5) . ? C8 C7 1.385(5) . ? C6 C6 1.334(7) 2_457 ? C12 C12 1.332(7) 2_476 ? 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 N2 Zn1 N1 106.31(11) . . ? N2 Zn1 Br1 108.09(8) . . ? N1 Zn1 Br1 107.84(8) . . ? N2 Zn1 Br2 102.57(8) . . ? N1 Zn1 Br2 102.99(8) . . ? Br1 Zn1 Br2 127.39(2) . . ? C5 N1 C1 117.5(3) . . ? C5 N1 Zn1 119.0(2) . . ? C1 N1 Zn1 123.4(2) . . ? C11 N2 C7 117.4(3) . . ? C11 N2 Zn1 118.1(2) . . ? C7 N2 Zn1 124.2(2) . . ? N1 C1 C2 122.3(3) . . ? C1 C2 C3 119.8(3) . . ? C4 C3 C2 117.3(3) . . ? C4 C3 C6 123.3(3) . . ? C2 C3 C6 119.4(3) . . ? C5 C4 C3 119.5(3) . . ? N1 C5 C4 123.5(3) . . ? N2 C11 C10 123.6(3) . . ? C11 C10 C9 119.4(3) . . ? C10 C9 C8 117.0(3) . . ? C10 C9 C12 123.0(3) . . ? C8 C9 C12 120.0(3) . . ? C7 C8 C9 120.1(3) . . ? N2 C7 C8 122.4(3) . . ? C6 C6 C3 124.5(4) 2_457 . ? C12 C12 C9 124.9(4) 2_476 . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.368 _refine_diff_density_min -0.441 _refine_diff_density_rms 0.141 #===#END