# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 182/1104 # CIF-file generated for bc252 in P-1 #============================================================================== data_global #============================================================================== # 0. AUDIT DETAILS _audit_creation_data 05-Aug-98 _audit_creation_method 'PLATON option' _audit_update_record ; ? ; #============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author # Name and address of author for correspondence ; ? ; _publ_contact_author_email ? _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_requested_journal ? _publ_requested_coeditor_name ? _publ_contact_letter # Include date of submission ; ? ; #============================================================================== # 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? ; # The loop structure below should contain the names and adresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Wang, Xiaotai ' ; Department of Chemistry University of Colorado at Denver Denver, CO USA ; 'Noll, Bruce C.' ; Department of Chemistry and Biochemistry University of Colorado at Boulder Boulder, CO 80309-0215 USA ; #============================================================================== # 4. TEXT _publ_section_abstract ; ? ; # Insert blank lines between paragraphs _publ_section_comment ; ? ; _publ_section_experimental ; ? ; # Insert blank lines between references _publ_section_references ; Spek, A.L. (1990). Acta Cryst. A46, C34 ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; _publ_section_table_legends ; ? ; #============================================================================== # 5. CHEMICAL DATA data_bc252 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H28 Br4 Cl6 Hg2 N8' _chemical_formula_weight 1578.24 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' 'Cl' 'Cl' 0.1484 0.1585 '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' 'Hg' 'Hg' -2.3894 9.2266 '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 9.507(3) _cell_length_b 11.641(2) _cell_length_c 12.732(4) _cell_angle_alpha 73.418(9) _cell_angle_beta 80.316(16) _cell_angle_gamma 66.294(7) _cell_volume 1234.2(6) _cell_formula_units_Z 1 _cell_measurement_temperature 171(2) _cell_measurement_reflns_used 4739 _cell_measurement_theta_min 1.67 _cell_measurement_theta_max 31.50 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.123 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 738 _exptl_absorpt_coefficient_mu 9.814 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.4115 _exptl_absorpt_correction_T_max 0.8279 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 171(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6489 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1114 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 29.00 _reflns_number_total 6489 _reflns_number_gt 4487 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0246P)^2^+1.8360P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6489 _refine_ls_number_parameters 336 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1020 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.0994 _refine_ls_wR_factor_gt 0.0831 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 Hg1 Hg 0.13451(4) 0.05094(3) 1.31298(3) 0.02147(9) Uani 1 1 d . . . Br1 Br 0.13267(10) -0.16007(8) 1.31197(7) 0.0335(2) Uani 1 1 d . . . Br2 Br 0.25612(10) 0.18707(9) 1.34938(8) 0.0352(2) Uani 1 1 d . . . N1 N 0.1583(8) 0.5111(6) 0.3628(6) 0.0198(16) Uani 1 1 d . . . H1 H 0.115(9) 0.505(8) 0.412(7) 0.02(3) Uiso 1 1 d . . . N2 N 0.1796(7) 0.3800(6) 0.5958(5) 0.0198(14) Uani 1 1 d . . . N3 N 0.8763(7) 0.1630(6) 0.3798(5) 0.0195(14) Uani 1 1 d . . . N4 N 0.0765(7) 0.1597(6) 1.1182(5) 0.0224(15) Uani 1 1 d . . . C1 C 0.1159(9) 0.5795(7) 0.2588(6) 0.0182(17) Uani 1 1 d . . . C2 C 0.2573(9) 0.5611(8) 0.1926(7) 0.0239(19) Uani 1 1 d . . . H2B H 0.254(8) 0.602(7) 0.121(7) 0.02(2) Uiso 1 1 d . . . C3 C 0.3770(9) 0.4812(7) 0.2574(6) 0.0209(17) Uani 1 1 d . . . H3B H 0.493(8) 0.448(6) 0.231(6) 0.015(19) Uiso 1 1 d . . . C4 C 0.3146(9) 0.4488(7) 0.3658(6) 0.0199(17) Uani 1 1 d . . . C5 C 0.3972(8) 0.3649(7) 0.4572(6) 0.0175(16) Uani 1 1 d . . . C6 C 0.3319(8) 0.3352(7) 0.5643(6) 0.0187(16) Uani 1 1 d . . . C7 C 0.4229(10) 0.2549(8) 0.6591(7) 0.0268(19) Uani 1 1 d . . . H7A H 0.526(8) 0.218(6) 0.647(5) 0.005(17) Uiso 1 1 d . . . C8 C 0.3231(9) 0.2521(8) 0.7458(8) 0.025(2) Uani 1 1 d . . . H8A H 0.339(10) 0.213(9) 0.808(8) 0.04(3) Uiso 1 1 d . . . C9 C 0.1704(8) 0.3285(7) 0.7072(6) 0.0200(17) Uani 1 1 d . . . C10 C 0.0325(9) 0.3477(7) 0.7742(6) 0.0171(16) Uani 1 1 d . . . C11 C 0.5645(8) 0.2952(7) 0.4358(6) 0.0198(17) Uani 1 1 d . . . C12 C 0.6233(9) 0.1647(7) 0.4385(6) 0.0208(17) Uani 1 1 d . . . H12A H 0.565(8) 0.119(7) 0.452(6) 0.014(19) Uiso 1 1 d . . . C13 C 0.7763(9) 0.1029(8) 0.4082(6) 0.0219(18) Uani 1 1 d . . . H13A H 0.812(9) 0.021(8) 0.401(7) 0.04(3) Uiso 1 1 d . . . C14 C 0.8241(10) 0.2879(8) 0.3827(6) 0.0232(18) Uani 1 1 d . . . H14A H 0.908(9) 0.317(7) 0.375(6) 0.03(2) Uiso 1 1 d . . . C15 C 0.6697(10) 0.3555(8) 0.4104(7) 0.0246(19) Uani 1 1 d . . . H15A H 0.643(9) 0.429(7) 0.408(7) 0.02(2) Uiso 1 1 d . . . C16 C 0.0454(8) 0.2812(7) 0.8942(6) 0.0187(17) Uani 1 1 d . . . C17 C 0.0943(10) 0.1484(8) 0.9325(7) 0.028(2) Uani 1 1 d . . . H17A H 0.127(10) 0.096(8) 0.885(7) 0.04(3) Uiso 1 1 d . . . C18 C 0.1084(9) 0.0890(8) 1.0439(6) 0.0248(18) Uani 1 1 d . . . H18A H 0.154(8) -0.022(7) 1.079(6) 0.02(2) Uiso 1 1 d . . . C19 C 0.0248(11) 0.2894(8) 1.0826(7) 0.031(2) Uani 1 1 d . . . H19A H -0.008(13) 0.337(10) 1.148(10) 0.09(4) Uiso 1 1 d . . . C20 C 0.0067(11) 0.3516(8) 0.9732(7) 0.031(2) Uani 1 1 d . . . H20A H -0.046(10) 0.445(9) 0.948(7) 0.05(3) Uiso 1 1 d . . . C21 C 0.5099(13) 0.7562(11) 0.9081(11) 0.050(3) Uani 1 1 d . . . H21A H 0.561(11) 0.738(9) 0.858(8) 0.04(3) Uiso 1 1 d . . . Cl1 Cl 0.5101(4) 0.8990(3) 0.9282(3) 0.0769(10) Uani 1 1 d . . . Cl2 Cl 0.5908(3) 0.6257(3) 1.0172(2) 0.0593(7) Uani 1 1 d . . . Cl3 Cl 0.3224(3) 0.7719(3) 0.8890(2) 0.0566(7) 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 Hg1 0.02012(16) 0.02298(16) 0.02018(17) -0.00372(12) -0.00162(11) -0.00780(12) Br1 0.0421(6) 0.0233(4) 0.0372(5) -0.0059(4) -0.0100(4) -0.0124(4) Br2 0.0360(5) 0.0413(5) 0.0385(6) -0.0092(4) -0.0028(4) -0.0248(4) N1 0.016(4) 0.018(4) 0.016(4) -0.003(3) 0.002(3) 0.001(3) N2 0.021(4) 0.022(3) 0.011(3) -0.006(3) -0.004(3) 0.000(3) N3 0.022(4) 0.022(3) 0.010(3) -0.001(3) -0.001(3) -0.006(3) N4 0.029(4) 0.020(3) 0.014(4) 0.004(3) -0.004(3) -0.010(3) C1 0.029(5) 0.022(4) 0.005(4) -0.001(3) -0.002(3) -0.011(3) C2 0.031(5) 0.027(4) 0.010(4) 0.002(3) 0.005(3) -0.013(4) C3 0.017(4) 0.021(4) 0.017(4) -0.001(3) 0.002(3) -0.002(3) C4 0.023(4) 0.015(4) 0.023(4) -0.002(3) -0.002(3) -0.009(3) C5 0.018(4) 0.019(4) 0.018(4) -0.006(3) -0.002(3) -0.009(3) C6 0.017(4) 0.021(4) 0.018(4) -0.007(3) -0.004(3) -0.004(3) C7 0.014(4) 0.036(5) 0.022(5) 0.000(4) -0.005(3) -0.003(4) C8 0.014(4) 0.031(5) 0.022(5) -0.004(4) -0.002(4) -0.002(4) C9 0.018(4) 0.014(4) 0.019(4) -0.001(3) 0.001(3) 0.000(3) C10 0.026(4) 0.019(4) 0.009(4) -0.003(3) -0.006(3) -0.009(3) C11 0.019(4) 0.023(4) 0.015(4) -0.003(3) 0.001(3) -0.007(3) C12 0.017(4) 0.020(4) 0.022(4) 0.004(3) -0.002(3) -0.010(3) C13 0.028(5) 0.016(4) 0.021(4) 0.000(3) -0.007(3) -0.009(4) C14 0.030(5) 0.027(5) 0.018(4) -0.010(3) 0.009(4) -0.018(4) C15 0.024(5) 0.023(5) 0.031(5) -0.015(4) -0.002(4) -0.007(4) C16 0.015(4) 0.023(4) 0.016(4) -0.007(3) 0.007(3) -0.007(3) C17 0.039(5) 0.020(4) 0.021(5) -0.002(4) -0.005(4) -0.008(4) C18 0.033(5) 0.022(4) 0.017(4) -0.007(3) -0.001(4) -0.006(4) C19 0.051(6) 0.024(5) 0.017(5) -0.009(4) -0.004(4) -0.009(4) C20 0.056(6) 0.019(4) 0.017(5) 0.004(4) -0.001(4) -0.018(4) C21 0.047(7) 0.055(7) 0.061(8) -0.023(6) 0.019(6) -0.035(6) Cl1 0.067(2) 0.0541(18) 0.122(3) -0.0429(19) 0.0101(19) -0.0262(16) Cl2 0.0561(18) 0.0658(18) 0.0493(18) -0.0077(14) -0.0010(14) -0.0212(14) Cl3 0.0399(15) 0.0754(19) 0.0531(18) -0.0127(14) -0.0007(13) -0.0229(14) _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 Hg1 N3 2.410(6) 1_456 ? Hg1 Br1 2.4671(10) . ? Hg1 Br2 2.4770(10) . ? Hg1 N4 2.482(6) . ? N1 C1 1.367(9) . ? N1 C4 1.368(10) . ? N1 H1 0.69(8) . ? N2 C6 1.359(9) . ? N2 C9 1.376(9) . ? N3 C13 1.341(10) . ? N3 C14 1.344(9) . ? N3 Hg1 2.410(6) 1_654 ? N4 C18 1.346(10) . ? N4 C19 1.347(10) . ? C1 C10 1.386(10) 2_566 ? C1 C2 1.433(10) . ? C2 C3 1.366(11) . ? C2 H2B 0.90(8) . ? C3 C4 1.416(10) . ? C3 H3B 1.04(7) . ? C4 C5 1.403(10) . ? C5 C6 1.407(10) . ? C5 C11 1.486(10) . ? C6 C7 1.462(10) . ? C7 C8 1.331(11) . ? C7 H7A 0.90(6) . ? C8 C9 1.447(10) . ? C8 H8A 0.80(9) . ? C9 C10 1.412(10) . ? C10 C1 1.386(10) 2_566 ? C10 C16 1.504(10) . ? C11 C12 1.384(10) . ? C11 C15 1.386(11) . ? C12 C13 1.382(11) . ? C12 H12A 0.89(7) . ? C13 H13A 0.90(8) . ? C14 C15 1.398(11) . ? C14 H14A 0.97(8) . ? C15 H15A 0.79(7) . ? C16 C17 1.383(10) . ? C16 C20 1.385(11) . ? C17 C18 1.392(11) . ? C17 H17A 0.91(9) . ? C18 H18A 1.16(7) . ? C19 C20 1.379(11) . ? C19 H19A 1.07(12) . ? C20 H20A 0.97(9) . ? C21 Cl2 1.745(13) . ? C21 Cl1 1.754(11) . ? C21 Cl3 1.768(12) . ? C21 H21A 0.76(9) . ? 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 N3 Hg1 Br1 103.18(15) 1_456 . ? N3 Hg1 Br2 97.73(16) 1_456 . ? Br1 Hg1 Br2 152.21(3) . . ? N3 Hg1 N4 93.0(2) 1_456 . ? Br1 Hg1 N4 97.42(15) . . ? Br2 Hg1 N4 99.57(15) . . ? C1 N1 C4 111.5(7) . . ? C1 N1 H1 131(7) . . ? C4 N1 H1 117(7) . . ? C6 N2 C9 105.7(6) . . ? C13 N3 C14 117.9(7) . . ? C13 N3 Hg1 119.7(5) . 1_654 ? C14 N3 Hg1 122.3(5) . 1_654 ? C18 N4 C19 118.4(7) . . ? C18 N4 Hg1 120.1(5) . . ? C19 N4 Hg1 121.3(5) . . ? N1 C1 C10 127.0(7) . 2_566 ? N1 C1 C2 105.2(6) . . ? C10 C1 C2 127.8(7) 2_566 . ? C3 C2 C1 108.8(7) . . ? C3 C2 H2B 132(5) . . ? C1 C2 H2B 119(5) . . ? C2 C3 C4 107.7(7) . . ? C2 C3 H3B 126(4) . . ? C4 C3 H3B 126(4) . . ? N1 C4 C5 126.9(7) . . ? N1 C4 C3 106.7(7) . . ? C5 C4 C3 126.4(7) . . ? C4 C5 C6 125.1(7) . . ? C4 C5 C11 116.3(7) . . ? C6 C5 C11 118.4(6) . . ? N2 C6 C5 126.1(7) . . ? N2 C6 C7 110.4(7) . . ? C5 C6 C7 123.5(7) . . ? C8 C7 C6 106.5(7) . . ? C8 C7 H7A 136(4) . . ? C6 C7 H7A 118(4) . . ? C7 C8 C9 107.5(8) . . ? C7 C8 H8A 129(7) . . ? C9 C8 H8A 123(7) . . ? N2 C9 C10 125.1(7) . . ? N2 C9 C8 110.0(7) . . ? C10 C9 C8 124.9(7) . . ? C1 C10 C9 126.9(7) 2_566 . ? C1 C10 C16 115.6(6) 2_566 . ? C9 C10 C16 117.5(6) . . ? C12 C11 C15 116.3(7) . . ? C12 C11 C5 120.8(7) . . ? C15 C11 C5 123.0(7) . . ? C13 C12 C11 120.7(7) . . ? C13 C12 H12A 116(5) . . ? C11 C12 H12A 123(5) . . ? N3 C13 C12 122.6(7) . . ? N3 C13 H13A 116(5) . . ? C12 C13 H13A 121(5) . . ? N3 C14 C15 121.7(7) . . ? N3 C14 H14A 111(4) . . ? C15 C14 H14A 126(4) . . ? C11 C15 C14 120.7(8) . . ? C11 C15 H15A 121(6) . . ? C14 C15 H15A 118(6) . . ? C17 C16 C20 116.2(7) . . ? C17 C16 C10 122.8(7) . . ? C20 C16 C10 121.0(7) . . ? C16 C17 C18 121.6(8) . . ? C16 C17 H17A 121(6) . . ? C18 C17 H17A 117(6) . . ? N4 C18 C17 120.7(7) . . ? N4 C18 H18A 116(4) . . ? C17 C18 H18A 124(4) . . ? N4 C19 C20 122.4(8) . . ? N4 C19 H19A 113(6) . . ? C20 C19 H19A 124(6) . . ? C19 C20 C16 120.5(8) . . ? C19 C20 H20A 122(5) . . ? C16 C20 H20A 116(5) . . ? Cl2 C21 Cl1 110.5(7) . . ? Cl2 C21 Cl3 111.1(6) . . ? Cl1 C21 Cl3 111.4(7) . . ? Cl2 C21 H21A 104(8) . . ? Cl1 C21 H21A 111(8) . . ? Cl3 C21 H21A 108(8) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.501 _refine_diff_density_min -1.282 _refine_diff_density_rms 0.256