# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Alan Williams' 'Gerald Bernardinelli' 'Guy Brand' 'Vanessa Broughton' 'Craig J. Matthews' 'Xavier Melich' 'A. Williams' 'Anthony C. Willis' _publ_contact_author_name 'Prof Alan Williams' _publ_contact_author_address ; Chimie minérale analytique et appliquée University of Geneva 30 quai Ernest Ansermet Genève 1211 Genève 4 SWITZERLAND ; _publ_contact_author_email ALAN.WILLIAMS@CHIAM.UNIGE.CH _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Molecular bricklaying: the protonated benzimidazole moiety as a synthon for crystal engineering ; data_XAVI _database_code_CSD 199045 _audit_creation_date 2000-11-27 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2002-06-07 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 _chemical_name_systematic ; 1,2-bis(1H-benzimidazolonium-2-yl)ethane tetrachlorocobaltate(II) ; _chemical_formula_moiety '(C16 H16 N4) (Co Cl4)' _chemical_formula_sum 'C16 H16 Cl4 Co N4' _chemical_formula_weight 461.1 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,+y,1/2-z -x,-y,-z +x,-y,1/2+z 1/2+x,1/2+y,+z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 10.5048(8) _cell_length_b 10.1302(6) _cell_length_c 18.3692(13) _cell_angle_alpha 90.00000 _cell_angle_beta 104.724(9) _cell_angle_gamma 90.00000 _cell_volume 1890.6(3) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_meas not_measured _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 11725 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 26 _cell_measurement_temperature 200 _exptl_absorpt_coefficient_mu 1.48 _exptl_crystal_description prism _exptl_crystal_size_max .25 _exptl_crystal_size_mid .10 _exptl_crystal_size_min .075 _exptl_crystal_colour 'light blue' _exptl_special_details ; (C16H16N4)(CoCl4) is isostructural with (C16H16N4)(MnCl4) ; _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .7893 _exptl_absorpt_correction_T_max .9212 _diffrn_reflns_number .113720+05 _reflns_number_total 1765 _reflns_number_gt 1415 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 25.96 _diffrn_reflns_av_R_equivalents .031 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .033 _refine_ls_wR_factor_ref .039 _refine_ls_goodness_of_fit_ref 1.942 _refine_ls_number_reflns 1456 _refine_ls_number_parameters 138 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w==1/[\s^2^(Fo)+0.0002(Fo^2^)] _refine_ls_hydrogen_treatment refxyz _refine_ls_shift/su_max .44-4 _refine_diff_density_max .465 _refine_diff_density_min -.312 _refine_ls_extinction_method none _refine_ls_extinction_coef .00000 _refine_ls_abs_structure_details none _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution Multan_87 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_BONDLA_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 Co Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .299 .973 Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Co1 .50000 .37801(5) .25000 .0266(3) 1.00000 Uani Cl1 .39405(7) .50941(7) .31662(5) .0384(4) 1.00000 Uani Cl2 .65188(6) .24747(7) .32846(5) .0377(4) 1.00000 Uani N1 .5045(3) .7794(3) .40050(13) .0296(11) 1.00000 Uani N2 .5878(3) .9736(3) .39516(14) .0333(12) 1.00000 Uani C1 .5136(3) .8790(3) .35506(16) .0315(13) 1.00000 Uani C2 .5749(3) .8094(3) .47369(15) .0276(13) 1.00000 Uani C3 .5937(3) .7407(3) .54105(16) .0332(14) 1.00000 Uani C4 .6695(3) .8035(4) .60444(18) .0375(15) 1.00000 Uani C5 .7242(3) .9275(4) .60066(18) .0391(16) 1.00000 Uani C6 .7055(3) .9963(3) .53371(18) .0361(15) 1.00000 Uani C7 .6289(3) .9345(3) .47005(16) .0289(13) 1.00000 Uani C8 .4511(3) .8830(5) .27301(18) .0445(18) 1.00000 Uani H01 .471(4) .710(4) .386(3) .05000 1.00000 Uiso H02 .604(4) 1.045(4) .376(3) .05000 1.00000 Uiso H3 .556(4) .650(4) .541(2) .05000 1.00000 Uiso H4 .682(4) .764(4) .649(3) .05000 1.00000 Uiso H5 .775(4) .967(4) .642(3) .05000 1.00000 Uiso H6 .743(4) 1.087(4) .532(2) .05000 1.00000 Uiso H81 .402(4) .808(4) .262(2) .05000 1.00000 Uiso H82 .403(4) .951(4) .261(3) .05000 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 .0270(3) .0184(3) .0342(4) .00000 .00766(19) .00000 Cl1 .0370(4) .0317(4) .0462(5) .0041(3) .0098(3) -.0119(3) Cl2 .0327(4) .0273(4) .0519(6) .0046(3) .0085(3) .0113(3) N1 .0321(11) .0287(12) .0277(13) -.0048(9) .0072(9) -.0024(10) N2 .0330(12) .0308(13) .0366(15) -.0020(10) .0096(9) .0080(11) C1 .0265(12) .0369(15) .0317(16) .0004(11) .0084(10) .0042(12) C2 .0265(12) .0292(14) .0269(15) .0010(10) .0066(10) -.0020(11) C3 .0357(14) .0326(16) .0325(17) .0020(12) .0110(11) .0033(12) C4 .0369(14) .0495(19) .0261(17) .0047(13) .0082(11) .0047(13) C5 .0332(14) .0472(19) .0346(18) -.0008(13) .0043(12) -.0123(14) C6 .0344(14) .0296(15) .0439(19) -.0030(11) .0095(12) -.0076(13) C7 .0278(12) .0266(14) .0332(16) .0007(11) .0095(10) .0004(11) C8 .0315(14) .067(3) .0330(19) -.0010(15) .0048(12) .0117(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance #_geom_bond_publ_flag Co1 Cl1 . . 2.2804(8) Co1 Cl2 . . 2.2810(7) Co1 Cl1 . 2_655 2.2804(8) Co1 Cl2 . 2_655 2.2810(7) N1 C1 . . 1.328(4) N1 C2 . . 1.393(4) N1 H01 . . .81(4) N2 C1 . . 1.333(4) N2 C7 . . 1.391(4) N2 H02 . . .84(5) C1 C8 . . 1.484(4) C2 C3 . . 1.389(4) C2 C7 . . 1.397(4) C3 C4 . . 1.387(4) C3 H3 . . 1.00(4) C4 C5 . . 1.390(5) C4 H4 . . .89(4) C5 C6 . . 1.383(5) C5 H5 . . .91(4) C6 C7 . . 1.389(4) C6 H6 . . 1.00(4) C8 H81 . . .92(4) C8 H82 . . .85(4) C8 C8 . 2_655 1.487(5) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 Co1 Cl2 . . . 110.96(3) . Cl1 Co1 Cl1 . . 2_655 108.58(4) . Cl1 Co1 Cl2 . . 2_655 108.61(3) . Cl2 Co1 Cl1 . . 2_655 108.61(3) . Cl2 Co1 Cl2 . . 2_655 109.13(3) . Cl1 Co1 Cl2 2_655 . 2_655 110.96(3) . C1 N1 C2 . . . 109.6(3) . C1 N1 H01 . . . 123(3) . C2 N1 H01 . . . 127(3) . C1 N2 C7 . . . 109.4(3) . C1 N2 H02 . . . 123(3) . C7 N2 H02 . . . 128(3) . N1 C1 N2 . . . 108.9(3) . N1 C1 C8 . . . 125.1(3) . N2 C1 C8 . . . 125.9(3) . N1 C2 C3 . . . 132.1(3) . N1 C2 C7 . . . 105.9(3) . C3 C2 C7 . . . 121.9(3) . C2 C3 C4 . . . 116.1(3) . C2 C3 H3 . . . 120(2) . C4 C3 H3 . . . 124(2) . C3 C4 C5 . . . 121.9(3) . C3 C4 H4 . . . 119(3) . C5 C4 H4 . . . 119(3) . C4 C5 C6 . . . 122.2(3) . C4 C5 H5 . . . 121(3) . C6 C5 H5 . . . 117(3) . C5 C6 C7 . . . 116.3(3) . C5 C6 H6 . . . 121.7(19) . C7 C6 H6 . . . 122.0(19) . N2 C7 C2 . . . 106.1(3) . N2 C7 C6 . . . 132.2(3) . C2 C7 C6 . . . 121.6(3) . C1 C8 H81 . . . 106(3) . C1 C8 H82 . . . 112(3) . C1 C8 C8 . . 2_655 112.7(3) . H81 C8 H82 . . . 111(4) . H81 C8 C8 . . 2_655 108(3) . H82 C8 C8 . . 2_655 108(3) . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C2 N1 C1 N2 . . . . .3(4) . C2 N1 C1 C8 . . . . -179.8(3) . H01 N1 C1 N2 . . . . -173(4) . H01 N1 C1 C8 . . . . 7(4) . C1 N1 C2 C3 . . . . 178.5(3) . C1 N1 C2 C7 . . . . -.4(3) . H01 N1 C2 C3 . . . . -9(4) . H01 N1 C2 C7 . . . . 172(4) . C7 N2 C1 N1 . . . . -.1(4) . C7 N2 C1 C8 . . . . -180.0(3) . H02 N2 C1 N1 . . . . -179(3) . H02 N2 C1 C8 . . . . 0(3) . C1 N2 C7 C2 . . . . -.2(3) . C1 N2 C7 C6 . . . . -179.3(3) . H02 N2 C7 C2 . . . . 179(4) . H02 N2 C7 C6 . . . . 0(4) . N1 C1 C8 H81 . . . . 4(3) . N1 C1 C8 H82 . . . . 125(3) . N1 C1 C8 C8 . . . 2_655 -113.9(4) . N2 C1 C8 H81 . . . . -176(3) . N2 C1 C8 H82 . . . . -55(3) . N2 C1 C8 C8 . . . 2_655 66.0(5) . N1 C2 C3 C4 . . . . -178.8(3) . N1 C2 C3 H3 . . . . 3(3) . C7 C2 C3 C4 . . . . -.1(5) . C7 C2 C3 H3 . . . . -178(3) . N1 C2 C7 N2 . . . . .3(3) . N1 C2 C7 C6 . . . . 179.6(3) . C3 C2 C7 N2 . . . . -178.7(3) . C3 C2 C7 C6 . . . . .6(5) . C2 C3 C4 C5 . . . . -.4(5) . C2 C3 C4 H4 . . . . 178(3) . H3 C3 C4 C5 . . . . 177(3) . H3 C3 C4 H4 . . . . -4(4) . C3 C4 C5 C6 . . . . .6(5) . C3 C4 C5 H5 . . . . -179(3) . H4 C4 C5 C6 . . . . -178(3) . H4 C4 C5 H5 . . . . 2(4) . C4 C5 C6 C7 . . . . -.1(5) . C4 C5 C6 H6 . . . . 178(3) . H5 C5 C6 C7 . . . . 180(3) . H5 C5 C6 H6 . . . . -2(4) . C5 C6 C7 N2 . . . . 178.6(3) . C5 C6 C7 C2 . . . . -.5(5) . H6 C6 C7 N2 . . . . 0(3) . H6 C6 C7 C2 . . . . -179(3) . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1 H01 Cl1 . . . 0.81(4) 2.42(4) 3.208(2) 166(4) N2 H02 Cl2 . . 1_545 0.84(4) 2.33(4) 3.173(3) 178(3) #==END===================================================================== #=========================================================== data_NARC _database_code_CSD 199046 _audit_creation_date 2001-09-27 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2002-06-07 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 _chemical_name_systematic ; 1,2-bis(1H-benzimidazolonium-2-yl)ethane tetrachloromanganate(II) ; _chemical_formula_moiety '(C16 H16 N4) (Mn Cl4)' _chemical_formula_sum 'C16 H16 Cl4 Mn N4' _chemical_formula_weight 461.1 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,+y,1/2-z -x,-y,-z +x,-y,1/2+z 1/2+x,1/2+y,+z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 10.6142(6) _cell_length_b 10.2541(9) _cell_length_c 18.4091(11) _cell_angle_alpha 90.00000 _cell_angle_beta 105.005(7) _cell_angle_gamma 90.00000 _cell_volume 1935.3(3) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_meas not_measured _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 5748 _cell_measurement_theta_min 4.5 _cell_measurement_theta_max 26 _cell_measurement_temperature 250 _exptl_absorpt_coefficient_mu 1.24 _exptl_crystal_description prism _exptl_crystal_size_max .33 _exptl_crystal_size_mid .17 _exptl_crystal_size_min .17 _exptl_crystal_colour colorless _exptl_special_details ; (C16H16N4)(MnCl4) is isostructural with (C16H16N4)(CoCl4). (C16H16N4)(MnCl4) shows a triclinic phase transition at 240K leading to triclinic twinned crystals. ; _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .7831 _exptl_absorpt_correction_T_max .8467 _diffrn_reflns_number 8412 _reflns_number_total 1821 _reflns_number_gt 1326 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 25.97 _diffrn_reflns_av_R_equivalents .032 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .028 _refine_ls_wR_factor_ref .032 _refine_ls_goodness_of_fit_ref 1.463 _refine_ls_number_reflns 1370 _refine_ls_number_parameters 146 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w==1/[\s^2^(Fo)+0.0002(Fo^2^)] _refine_ls_hydrogen_treatment refall _refine_ls_shift/su_max .2886-3 _refine_diff_density_max .355 _refine_diff_density_min -.238 _refine_ls_extinction_method none _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_BONDLA_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 Mn Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .295 .729 Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Mn1 .50000 .37810(5) .25000 .0363(3) 1.00000 Uani Cl1 .39264(7) .51237(6) .31949(5) .0527(4) 1.00000 Uani Cl2 .65503(6) .24547(6) .33301(5) .0515(4) 1.00000 Uani N1 .50410(19) .7816(3) .40018(12) .0390(11) 1.00000 Uani N2 .5884(2) .9721(3) .39550(14) .0426(11) 1.00000 Uani C1 .5139(3) .8799(3) .35485(14) .0410(12) 1.00000 Uani C2 .5742(3) .8104(3) .47324(14) .0354(11) 1.00000 Uani C3 .5933(3) .7421(3) .54038(15) .0434(14) 1.00000 Uani C4 .6687(3) .8033(4) .60328(18) .0501(15) 1.00000 Uani C5 .7234(3) .9255(3) .60007(18) .0519(16) 1.00000 Uani C6 .7051(3) .9936(3) .53379(17) .0474(15) 1.00000 Uani C7 .6285(3) .9331(3) .47001(14) .0376(12) 1.00000 Uani C8 .4517(3) .8842(5) .27317(17) .0561(16) 1.00000 Uani H01 .470(3) .712(3) .3835(16) .046(8) 1.00000 Uiso H02 .604(3) 1.042(4) .3781(18) .055(9) 1.00000 Uiso H3 .559(3) .660(3) .5433(16) .053(8) 1.00000 Uiso H4 .681(3) .761(3) .6453(19) .055(9) 1.00000 Uiso H5 .773(3) .968(4) .640(2) .063(9) 1.00000 Uiso H6 .744(3) 1.077(4) .5308(17) .056(8) 1.00000 Uiso H81 .395(5) .813(5) .261(3) .121(17) 1.00000 Uiso H82 .400(5) .956(5) .261(3) .116(16) 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Mn1 .0343(3) .0259(3) .0491(4) .00000 .0117(3) .00000 Cl1 .0478(4) .0428(4) .0673(6) .0057(3) .0149(4) -.0163(3) Cl2 .0415(4) .0375(4) .0744(6) .0069(3) .0131(3) .0149(3) N1 .0385(10) .0398(12) .0383(14) -.0054(9) .0091(9) -.0037(10) N2 .0393(11) .0393(12) .0495(15) -.0005(9) .0120(10) .0101(10) C1 .0331(11) .0498(14) .0407(15) -.0002(11) .0104(10) .0051(12) C2 .0335(11) .0369(12) .0366(15) .0032(10) .0108(10) -.0020(10) C3 .0446(13) .0444(15) .0433(17) .0008(12) .0153(12) .0048(12) C4 .0455(14) .0687(18) .0367(18) .0067(14) .0120(12) .0050(14) C5 .0407(14) .0661(19) .0454(19) -.0006(13) .0051(13) -.0163(15) C6 .0407(14) .0453(15) .0564(19) -.0047(11) .0126(12) -.0090(13) C7 .0336(11) .0382(12) .0422(16) .0019(10) .0121(11) -.0010(11) C8 .0388(13) .088(3) .0407(17) -.0005(17) .0084(12) .0113(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance Mn1 Cl1 . . 2.3633(8) Mn1 Cl2 . . 2.3644(7) Mn1 Cl1 . 2_655 2.3633(8) Mn1 Cl2 . 2_655 2.3644(7) N1 C1 . . 1.330(4) N1 C2 . . 1.390(3) N1 H01 . . .82(3) N2 C1 . . 1.332(4) N2 C7 . . 1.386(4) N2 H02 . . .81(4) C1 C8 . . 1.478(4) C2 C3 . . 1.389(4) C2 C7 . . 1.392(4) C3 C4 . . 1.377(4) C3 H3 . . .93(4) C4 C5 . . 1.388(5) C4 H4 . . .87(4) C5 C6 . . 1.376(5) C5 H5 . . .90(4) C6 C7 . . 1.389(4) C6 H6 . . .96(4) C8 H81 . . .93(5) C8 H82 . . .91(5) C8 C8 . 2_655 1.495(5) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle Cl1 Mn1 Cl2 . . . 109.74(3) Cl1 Mn1 Cl1 . . 2_655 108.73(3) Cl1 Mn1 Cl2 . . 2_655 109.42(3) Cl2 Mn1 Cl1 . . 2_655 109.42(3) Cl2 Mn1 Cl2 . . 2_655 109.77(3) Cl1 Mn1 Cl2 2_655 . 2_655 109.74(3) C1 N1 C2 . . . 109.7(2) C1 N1 H01 . . . 121(3) C2 N1 H01 . . . 128(2) C1 N2 C7 . . . 109.7(3) C1 N2 H02 . . . 123(2) C7 N2 H02 . . . 127(3) N1 C1 N2 . . . 108.5(3) N1 C1 C8 . . . 125.0(3) N2 C1 C8 . . . 126.5(3) N1 C2 C3 . . . 132.3(3) N1 C2 C7 . . . 105.9(3) C3 C2 C7 . . . 121.8(3) C2 C3 C4 . . . 116.0(3) C2 C3 H3 . . . 122.9(17) C4 C3 H3 . . . 121.2(17) C3 C4 C5 . . . 122.3(3) C3 C4 H4 . . . 116(2) C5 C4 H4 . . . 122(2) C4 C5 C6 . . . 122.1(3) C4 C5 H5 . . . 124(3) C6 C5 H5 . . . 114(3) C5 C6 C7 . . . 116.1(3) C5 C6 H6 . . . 122.8(17) C7 C6 H6 . . . 121.1(17) N2 C7 C2 . . . 106.2(2) N2 C7 C6 . . . 132.1(3) C2 C7 C6 . . . 121.7(3) C1 C8 H81 . . . 108(3) C1 C8 H82 . . . 111(3) C1 C8 C8 . . 2_655 112.8(3) H81 C8 H82 . . . 105(5) H81 C8 C8 . . 2_655 111(4) H82 C8 C8 . . 2_655 109(4) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion C2 N1 C1 N2 . . . . .2(3) C2 N1 C1 C8 . . . . -179.7(3) H01 N1 C1 N2 . . . . -171(3) H01 N1 C1 C8 . . . . 9(3) C1 N1 C2 C3 . . . . 179.0(3) C1 N1 C2 C7 . . . . -.2(3) H01 N1 C2 C3 . . . . -10(3) H01 N1 C2 C7 . . . . 170(3) C7 N2 C1 N1 . . . . -.2(3) C7 N2 C1 C8 . . . . 179.8(3) H02 N2 C1 N1 . . . . -178(3) H02 N2 C1 C8 . . . . 2(3) C1 N2 C7 C2 . . . . .0(3) C1 N2 C7 C6 . . . . -179.4(3) H02 N2 C7 C2 . . . . 177(3) H02 N2 C7 C6 . . . . -2(3) N1 C1 C8 H81 . . . . 9(4) N1 C1 C8 H82 . . . . 123(4) N1 C1 C8 C8 . . . 2_655 -114.5(4) N2 C1 C8 H81 . . . . -171(4) N2 C1 C8 H82 . . . . -57(4) N2 C1 C8 C8 . . . 2_655 65.6(5) N1 C2 C3 C4 . . . . -179.0(3) N1 C2 C3 H3 . . . . 2(3) C7 C2 C3 C4 . . . . .1(4) C7 C2 C3 H3 . . . . -179(3) N1 C2 C7 N2 . . . . .1(3) N1 C2 C7 C6 . . . . 179.6(3) C3 C2 C7 N2 . . . . -179.3(3) C3 C2 C7 C6 . . . . .2(4) C2 C3 C4 C5 . . . . -.4(5) C2 C3 C4 H4 . . . . 180(3) H3 C3 C4 C5 . . . . 179(3) H3 C3 C4 H4 . . . . -1(4) C3 C4 C5 C6 . . . . .3(5) C3 C4 C5 H5 . . . . 180(3) H4 C4 C5 C6 . . . . 180(3) H4 C4 C5 H5 . . . . 0(4) C4 C5 C6 C7 . . . . .1(5) C4 C5 C6 H6 . . . . -178(3) H5 C5 C6 C7 . . . . -180(3) H5 C5 C6 H6 . . . . 2(4) C5 C6 C7 N2 . . . . 179.0(3) C5 C6 C7 C2 . . . . -.3(4) H6 C6 C7 N2 . . . . -2(3) H6 C6 C7 C2 . . . . 178(3) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1 H01 Cl1 . . . 0.82(3) 2.40(3) 3.212(2) 170(3) N2 H02 Cl2 . . 1_565 0.81(3) 2.36(3) 3.178(2) 177(3) #==END===================================================================== #=========================================================== data_elic _database_code_CSD 199047 _audit_creation_date 2001-07-07 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2002-06-07 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 _chemical_name_systematic ; 1,2-bis(1H-benzimidazolonium-2-yl)ethane tetrachlorocuprate(II) methanol solvate. ; _chemical_formula_moiety '(C16 H16 N4) (Cu Cl4) (C H4 O)' _chemical_formula_sum 'C17 H20 N4 O Cu Cl4' _chemical_formula_weight 501.8 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 17.1984(13) _cell_length_b 17.9232(9) _cell_length_c 7.1133(5) _cell_angle_alpha 90.00000 _cell_angle_beta 101.599(8) _cell_angle_gamma 90.00000 _cell_volume 2147.9(3) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_meas 'not Measured' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 4.4 _cell_measurement_theta_max 26 _cell_measurement_temperature 200 _exptl_absorpt_coefficient_mu 1.53 _exptl_crystal_description prism _exptl_crystal_size_max .24 _exptl_crystal_size_mid .19 _exptl_crystal_size_min .17 _exptl_crystal_colour yellow _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .7484 _exptl_absorpt_correction_T_max .8118 _diffrn_reflns_number .229490+05 _reflns_number_total 3974 _reflns_number_gt 2500 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 26.04 _diffrn_reflns_av_R_equivalents .048 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .035 _refine_ls_wR_factor_ref .036 _refine_ls_goodness_of_fit_ref 1.791 _refine_ls_number_reflns 2673 _refine_ls_number_parameters 304 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w==1/[\s^2^(Fo)+0.0001(Fo^2^)] _refine_ls_hydrogen_treatment refxyz _refine_ls_shift/su_max .00031 _refine_diff_density_max .62 _refine_diff_density_min -.465 _refine_ls_extinction_method none _refine_ls_extinction_coef .00000 _refine_ls_abs_structure_details none _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution SIR97 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159 Cu Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .263 1.266 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Cu .74398(3) .03267(3) .84382(8) .0421(3) 1.00000 Uani Cl1 .87475(6) .03799(5) .93219(17) .0523(6) 1.00000 Uani Cl2 .72046(6) .15621(5) .77698(15) .0416(6) 1.00000 Uani Cl3 .63529(6) .00791(6) .96024(16) .0495(6) 1.00000 Uani Cl4 .73413(6) -.06587(6) .6362(2) .0622(7) 1.00000 Uani N1a .44495(17) -.15899(16) .5128(5) .0324(16) 1.00000 Uani N2a .56229(19) -.12774(15) .6624(5) .0335(17) 1.00000 Uani C1a .4923(3) -.10181(17) .5751(6) .0311(19) 1.00000 Uani C2a .4862(2) -.22552(16) .5612(6) .0301(19) 1.00000 Uani C3a .4643(3) -.29998(19) .5309(6) .036(2) 1.00000 Uani C4a .5220(3) -.3518(2) .5960(6) .041(3) 1.00000 Uani C5a .5981(3) -.3319(2) .6922(7) .044(3) 1.00000 Uani C6a .6203(3) -.25798(19) .7273(6) .038(3) 1.00000 Uani C7a .5618(2) -.20546(16) .6577(6) .0306(19) 1.00000 Uani C8a .4716(3) -.02108(18) .5499(7) .036(2) 1.00000 Uani N1b .9044(2) .62138(16) 1.1005(5) .0375(19) 1.00000 Uani N2b 1.0226(2) .65285(17) 1.0749(5) .0388(18) 1.00000 Uani C1b .9757(3) .59553(18) 1.0917(6) .038(3) 1.00000 Uani C2b .9042(3) .69876(18) 1.0920(6) .035(2) 1.00000 Uani C3b .8458(3) .7517(3) 1.0984(7) .045(3) 1.00000 Uani C4b .8688(4) .8252(3) 1.0861(7) .054(3) 1.00000 Uani C5b .9453(3) .8454(3) 1.0702(6) .051(3) 1.00000 Uani C6b 1.0024(3) .7932(3) 1.0653(7) .044(3) 1.00000 Uani C7b .9804(3) .71904(18) 1.0760(6) .0329(19) 1.00000 Uani C8b .9991(4) .5160(3) 1.0949(7) .055(3) 1.00000 Uani O01 .1700(3) -.1380(3) .5308(6) .091(3) 1.00000 Uani C01 .2338(4) -.1327(5) .6860(10) .086(5) 1.00000 Uani H1a .405(3) -.157(3) .455(6) .04000 1.00000 Uiso H2a .594(3) -.103(3) .716(6) .04000 1.00000 Uiso H3a .417(3) -.309(2) .476(6) .04000 1.00000 Uiso H4a .515(3) -.405(2) .579(6) .04000 1.00000 Uiso H5a .635(3) -.368(2) .742(6) .04000 1.00000 Uiso H6a .670(3) -.2479(19) .789(6) .04000 1.00000 Uiso H81a .423(3) -.0161(19) .478(6) .04000 1.00000 Uiso H82a .474(3) -.001(2) .671(6) .04000 1.00000 Uiso H1b .872(3) .597(3) 1.109(6) .04000 1.00000 Uiso H2b 1.066(3) .651(2) 1.063(6) .04000 1.00000 Uiso H3b .799(3) .738(2) 1.103(6) .04000 1.00000 Uiso H4b .838(3) .858(3) 1.095(6) .04000 1.00000 Uiso H5b .960(3) .897(3) 1.071(6) .04000 1.00000 Uiso H6b 1.047(3) .803(2) 1.053(6) .04000 1.00000 Uiso H81b 1.039(3) .508(3) 1.183(6) .04000 1.00000 Uiso H82b .960(3) .488(3) 1.143(6) .04000 1.00000 Uiso H01 .180(3) -.137(3) .449(8) .04000 1.00000 Uiso H011 .234(3) -.075(3) .669(6) .04000 1.00000 Uiso H012 .261(3) -.164(3) .680(7) .04000 1.00000 Uiso H013 .212(3) -.123(2) .795(7) .04000 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu .0324(3) .0353(3) .0557(4) -.00113(19) .0020(3) .0008(3) Cl1 .0333(5) .0428(5) .0747(8) .0005(4) -.0032(5) -.0007(5) Cl2 .0400(6) .0362(5) .0478(7) .0030(4) .0069(5) .0034(4) Cl3 .0489(6) .0472(6) .0533(8) -.0137(5) .0125(5) -.0035(5) Cl4 .0350(6) .0573(6) .0924(11) -.0014(5) .0080(6) -.0293(6) N1a .0296(16) .0319(15) .035(3) -.0012(14) .0052(14) -.0002(13) N2a .0354(18) .0250(15) .037(3) -.0017(12) .0009(15) -.0016(13) C1a .037(2) .0274(17) .030(3) .0018(15) .0094(17) -.0006(14) C2a .038(2) .0238(16) .031(3) .0032(14) .0133(16) .0020(14) C3a .039(3) .0359(19) .035(3) -.0071(16) .0127(18) -.0058(16) C4a .060(3) .0269(19) .041(3) .0005(17) .023(2) .0000(16) C5a .058(3) .034(2) .042(3) .0157(18) .017(3) .0118(17) C6a .040(3) .037(2) .036(3) .0078(16) .0093(18) .0075(16) C7a .039(2) .0262(17) .028(3) -.0013(14) .0111(16) -.0001(14) C8a .039(3) .0289(19) .039(3) .0043(15) .0061(18) .0019(16) N1b .042(3) .0336(17) .037(3) -.0087(14) .0080(16) .0009(14) N2b .0373(18) .0415(17) .039(3) .0061(15) .0103(16) .0001(14) C1b .054(3) .0315(18) .031(3) -.0006(17) .0108(19) .0003(15) C2b .045(3) .0343(19) .026(3) .0007(16) .0076(17) -.0003(15) C3b .043(3) .057(3) .034(3) .011(2) .0044(19) -.0002(18) C4b .084(4) .042(3) .034(3) .032(3) .008(3) -.0012(18) C5b .091(4) .026(2) .035(3) -.001(3) .009(3) -.0020(16) C6b .055(3) .037(3) .038(3) -.0127(19) .006(3) .0002(16) C7b .041(3) .0319(18) .026(3) .0002(16) .0057(16) -.0008(14) C8b .093(4) .033(3) .038(3) .012(3) .009(3) .0031(17) O01 .046(3) .187(5) .041(3) -.020(3) .0149(18) -.008(3) C01 .072(5) .119(6) .064(5) .026(4) .005(4) -.020(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance Cu Cl1 . . 2.2122(10) Cu Cl2 . . 2.2837(10) Cu Cl3 . . 2.2359(13) Cu Cl4 . . 2.2868(13) N1a C1a . . 1.329(5) N1a C2a . . 1.395(5) N1a H1a . . .72(4) N2a C1a . . 1.323(5) N2a C7a . . 1.393(4) N2a H2a . . .75(4) C1a C8a . . 1.492(5) C2a C3a . . 1.392(5) C2a C7a . . 1.390(5) C3a C4a . . 1.370(6) C3a H3a . . .84(4) C4a C5a . . 1.396(6) C4a H4a . . .96(4) C5a C6a . . 1.387(5) C5a H5a . . .93(4) C6a C7a . . 1.393(5) C6a H6a . . .90(4) C8a H81a . . .89(4) C8a H82a . . .93(5) C8a C8a . 3_656 1.520(6) N1b C1b . . 1.324(6) N1b C2b . . 1.388(5) N1b H1b . . .73(5) N2b C1b . . 1.326(5) N2b C7b . . 1.392(5) N2b H2b . . .77(5) C1b C8b . . 1.480(6) C2b C3b . . 1.389(6) C2b C7b . . 1.387(6) C3b C4b . . 1.383(6) C3b H3b . . .84(5) C4b C5b . . 1.391(8) C4b H4b . . .79(4) C5b C6b . . 1.361(7) C5b H5b . . .97(4) C6b C7b . . 1.388(5) C6b H6b . . .82(5) C8b H81b . . .84(4) C8b H82b . . .96(5) C8b C8b . 3_767 1.473(7) O01 C01 . . 1.395(7) O01 H01 . . .64(6) C01 H011 . . 1.03(4) C01 H012 . . .74(5) C01 H013 . . .95(5) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle Cl1 Cu Cl2 . . . 98.32(4) Cl1 Cu Cl3 . . . 141.37(5) Cl1 Cu Cl4 . . . 98.97(5) Cl2 Cu Cl3 . . . 98.24(4) Cl2 Cu Cl4 . . . 128.86(5) Cl3 Cu Cl4 . . . 97.30(5) C1a N1a C2a . . . 109.2(3) C1a N1a H1a . . . 127(3) C2a N1a H1a . . . 124(3) C1a N2a C7a . . . 109.9(3) C1a N2a H2a . . . 122(3) C7a N2a H2a . . . 127(3) N1a C1a N2a . . . 108.9(3) N1a C1a C8a . . . 126.3(3) N2a C1a C8a . . . 124.7(3) N1a C2a C3a . . . 132.3(4) N1a C2a C7a . . . 106.3(3) C3a C2a C7a . . . 121.5(3) C2a C3a C4a . . . 116.3(4) C2a C3a H3a . . . 117(3) C4a C3a H3a . . . 126(3) C3a C4a C5a . . . 122.4(4) C3a C4a H4a . . . 125(2) C5a C4a H4a . . . 113(2) C4a C5a C6a . . . 122.0(4) C4a C5a H5a . . . 121(3) C6a C5a H5a . . . 117(3) C5a C6a C7a . . . 115.4(4) C5a C6a H6a . . . 119(3) C7a C6a H6a . . . 126(3) N2a C7a C2a . . . 105.7(3) N2a C7a C6a . . . 131.8(3) C2a C7a C6a . . . 122.5(3) C1a C8a H81a . . . 110(3) C1a C8a H82a . . . 107(3) C1a C8a C8a . . 3_656 112.2(4) H81a C8a H82a . . . 111(4) H81a C8a C8a . . 3_656 107(3) H82a C8a C8a . . 3_656 109(3) C1b N1b C2b . . . 110.0(4) C1b N1b H1b . . . 122(4) C2b N1b H1b . . . 128(4) C1b N2b C7b . . . 109.4(4) C1b N2b H2b . . . 127(3) C7b N2b H2b . . . 124(3) N1b C1b N2b . . . 108.6(3) N1b C1b C8b . . . 126.0(4) N2b C1b C8b . . . 125.4(4) N1b C2b C3b . . . 132.7(4) N1b C2b C7b . . . 105.7(4) C3b C2b C7b . . . 121.7(4) C2b C3b C4b . . . 115.6(5) C2b C3b H3b . . . 120(3) C4b C3b H3b . . . 125(3) C3b C4b C5b . . . 122.6(5) C3b C4b H4b . . . 119(3) C5b C4b H4b . . . 118(3) C4b C5b C6b . . . 121.5(4) C4b C5b H5b . . . 121(3) C6b C5b H5b . . . 118(3) C5b C6b C7b . . . 116.8(5) C5b C6b H6b . . . 123(3) C7b C6b H6b . . . 120(3) N2b C7b C2b . . . 106.3(3) N2b C7b C6b . . . 131.9(4) C2b C7b C6b . . . 121.8(4) C1b C8b H81b . . . 111(3) C1b C8b H82b . . . 107(3) C1b C8b C8b . . 3_767 114.6(4) H81b C8b H82b . . . 100(4) H81b C8b C8b . . 3_767 117(3) H82b C8b C8b . . 3_767 106(3) C01 O01 H01 . . . 114(4) O01 C01 H011 . . . 90(2) O01 C01 H012 . . . 108(4) O01 C01 H013 . . . 106(3) H011 C01 H012 . . . 137(5) H011 C01 H013 . . . 86(4) H012 C01 H013 . . . 123(5) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion C2a N1a C1a N2a . . . . -.2(5) C2a N1a C1a C8a . . . . 178.9(4) H1a N1a C1a N2a . . . . -175(5) H1a N1a C1a C8a . . . . 4(5) C1a N1a C2a C3a . . . . 179.6(5) C1a N1a C2a C7a . . . . .2(5) H1a N1a C2a C3a . . . . -5(5) H1a N1a C2a C7a . . . . 175(5) C7a N2a C1a N1a . . . . .2(5) C7a N2a C1a C8a . . . . -179.0(4) H2a N2a C1a N1a . . . . -173(5) H2a N2a C1a C8a . . . . 8(5) C1a N2a C7a C2a . . . . -.1(5) C1a N2a C7a C6a . . . . 179.4(5) H2a N2a C7a C2a . . . . 172(5) H2a N2a C7a C6a . . . . -8(5) N1a C1a C8a H81a . . . . -4(3) N1a C1a C8a H82a . . . . 117(3) N1a C1a C8a C8a . . . 3_656 -123.5(5) N2a C1a C8a H81a . . . . 175(3) N2a C1a C8a H82a . . . . -64(3) N2a C1a C8a C8a . . . 3_656 55.5(6) N1a C2a C3a C4a . . . . 178.7(5) N1a C2a C3a H3a . . . . -2(4) C7a C2a C3a C4a . . . . -2.0(7) C7a C2a C3a H3a . . . . 177(4) N1a C2a C7a N2a . . . . -.1(5) N1a C2a C7a C6a . . . . -179.6(4) C3a C2a C7a N2a . . . . -179.6(4) C3a C2a C7a C6a . . . . .9(7) C2a C3a C4a C5a . . . . 1.6(7) C2a C3a C4a H4a . . . . -177(3) H3a C3a C4a C5a . . . . -178(4) H3a C3a C4a H4a . . . . 4(5) C3a C4a C5a C6a . . . . -.2(8) C3a C4a C5a H5a . . . . 176(3) H4a C4a C5a C6a . . . . 179(3) H4a C4a C5a H5a . . . . -5(4) C4a C5a C6a C7a . . . . -.9(7) C4a C5a C6a H6a . . . . -180(4) H5a C5a C6a C7a . . . . -177(3) H5a C5a C6a H6a . . . . 4(5) C5a C6a C7a N2a . . . . -178.8(5) C5a C6a C7a C2a . . . . .6(7) H6a C6a C7a N2a . . . . 0(4) H6a C6a C7a C2a . . . . 179(4) C2b N1b C1b N2b . . . . -.9(5) C2b N1b C1b C8b . . . . -179.4(4) H1b N1b C1b N2b . . . . 179(4) H1b N1b C1b C8b . . . . 0(4) C1b N1b C2b C3b . . . . -179.0(5) C1b N1b C2b C7b . . . . .4(5) H1b N1b C2b C3b . . . . 0(5) H1b N1b C2b C7b . . . . -180(5) C7b N2b C1b N1b . . . . 1.1(5) C7b N2b C1b C8b . . . . 179.6(4) H2b N2b C1b N1b . . . . -177(4) H2b N2b C1b C8b . . . . 1(4) C1b N2b C7b C2b . . . . -.8(5) C1b N2b C7b C6b . . . . 178.9(5) H2b N2b C7b C2b . . . . 178(4) H2b N2b C7b C6b . . . . -2(4) N1b C1b C8b H81b . . . . -126(4) N1b C1b C8b H82b . . . . -17(3) N1b C1b C8b C8b . . . 3_767 99.7(6) N2b C1b C8b H81b . . . . 56(4) N2b C1b C8b H82b . . . . 164(3) N2b C1b C8b C8b . . . 3_767 -78.6(6) N1b C2b C3b C4b . . . . 179.8(4) N1b C2b C3b H3b . . . . -3(4) C7b C2b C3b C4b . . . . .5(6) C7b C2b C3b H3b . . . . 177(4) N1b C2b C7b N2b . . . . .2(4) N1b C2b C7b C6b . . . . -179.5(4) C3b C2b C7b N2b . . . . 179.7(4) C3b C2b C7b C6b . . . . -.0(6) C2b C3b C4b C5b . . . . -.5(7) C2b C3b C4b H4b . . . . -177(4) H3b C3b C4b C5b . . . . -177(4) H3b C3b C4b H4b . . . . 6(5) C3b C4b C5b C6b . . . . .1(7) C3b C4b C5b H5b . . . . -176(3) H4b C4b C5b C6b . . . . 176(4) H4b C4b C5b H5b . . . . 0(5) C4b C5b C6b C7b . . . . .3(7) C4b C5b C6b H6b . . . . 178(4) H5b C5b C6b C7b . . . . 176(3) H5b C5b C6b H6b . . . . -6(5) C5b C6b C7b N2b . . . . 179.9(4) C5b C6b C7b C2b . . . . -.4(6) H6b C6b C7b N2b . . . . 2(4) H6b C6b C7b C2b . . . . -178(4) H01 O01 C01 H011 . . . . 82(5) H01 O01 C01 H012 . . . . -58(6) H01 O01 C01 H013 . . . . 168(5) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1a H1a Cl2 3_656 3_656 . 0.72(4) 2.45(4) 3.160(3) 172(5) O01 H01 Cl2 3_656 3_656 . 0.64(5) 2.59(5) 3.180(4) 153(5) N2a H2a Cl3 . . . 0.75(4) 2.64(4) 3.303(3) 148(4) N2a H2a Cl4 . . . 0.75(4) 2.66(4) 3.197(3) 130(4) N1b H1b Cl4 4_554 4_554 . 0.73(4) 2.47(4) 3.152(2) 155(4) N2b H2b O01 . . 4_655 0.77(4) 1.86(4) 2.628(5) 175(4) #==END===================================================================== #=========================================================== data_LICH _database_code_CSD 199048 _audit_creation_date 2001-06-27 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2002-06-07 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 #--------------------------------------------------------------------------- _chemical_name_systematic ; 1,2-bis(1H-benzimidazolonium-2-yl)propane tetrachlorocobaltate(II) ; _chemical_formula_moiety '(C17 H18 N4) (Co Cl4)' _chemical_formula_sum 'C17 H18 N4 Co Cl4' _chemical_formula_weight 479.1 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 7.6181(5) _cell_length_b 14.6719(7) _cell_length_c 18.3996(13) _cell_angle_alpha 90.00000 _cell_angle_beta 93.294(8) _cell_angle_gamma 90.00000 _cell_volume 2053.2(3) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.55 _exptl_crystal_density_meas not_measured _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 4.6 _cell_measurement_theta_max 28 _cell_measurement_temperature 293 _exptl_absorpt_coefficient_mu 1.37 _exptl_crystal_description prism _exptl_crystal_size_max .14 _exptl_crystal_size_mid .26 _exptl_crystal_size_min .26 _exptl_crystal_colour blue _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .7362 _exptl_absorpt_correction_T_max .8354 _diffrn_reflns_number .214000+05 _reflns_number_total 4671 _reflns_number_gt 3138 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 28.01 _diffrn_reflns_av_R_equivalents .043 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .026 _refine_ls_wR_factor_ref .028 _refine_ls_goodness_of_fit_ref 1.372 _refine_ls_number_reflns 3260 _refine_ls_number_parameters 289 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w==1/[\s^2^(Fo)+0.0001(Fo^2^)] _refine_ls_hydrogen_treatment refxyz _refine_ls_shift/su_max .001 _refine_diff_density_max .415 _refine_diff_density_min -.34 _refine_ls_extinction_method none _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution SIR97 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159 Co Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .299 .973 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Co .19662(5) .818816(19) .188697(16) .02804(16) 1.00000 Uani Cl1 .28635(10) .93786(4) .25918(4) .0429(4) 1.00000 Uani Cl2 .42586(8) .72495(4) .16128(3) .0272(3) 1.00000 Uani Cl3 -.01063(9) .74368(4) .24888(4) .0381(3) 1.00000 Uani Cl4 .09155(8) .86667(4) .07520(4) .0343(3) 1.00000 Uani N1 .1252(3) .40806(12) .14629(11) .0306(11) 1.00000 Uani N2 .2547(3) .53103(12) .11370(10) .0299(10) 1.00000 Uani N3 .4069(3) .37401(12) .43847(10) .0284(10) 1.00000 Uani N4 .2722(3) .46254(14) .51023(10) .0307(10) 1.00000 Uani C1 .1906(4) .48738(14) .17002(12) .0292(12) 1.00000 Uani C2 .1445(4) .39978(14) .07135(12) .0281(12) 1.00000 Uani C3 .0962(4) .33193(15) .02189(14) .0354(13) 1.00000 Uani C4 .1360(4) .34685(17) -.04995(14) .0382(14) 1.00000 Uani C5 .2207(4) .42647(17) -.07079(14) .0380(14) 1.00000 Uani C6 .2678(4) .49431(16) -.02151(13) .0357(13) 1.00000 Uani C7 .2278(4) .47912(14) .05083(12) .0277(11) 1.00000 Uani C8 .1873(4) .52498(15) .24494(13) .0338(13) 1.00000 Uani C9 .2603(4) .46132(15) .30486(12) .0285(12) 1.00000 Uani C10 .2495(4) .50754(15) .37875(13) .0292(12) 1.00000 Uani C11 .3092(3) .44898(14) .44090(12) .0264(11) 1.00000 Uani C12 .4333(4) .33638(15) .50794(12) .0306(12) 1.00000 Uani C13 .5256(4) .26058(17) .53366(14) .0418(14) 1.00000 Uani C14 .5181(5) .2422(3) .60721(15) .0509(17) 1.00000 Uani C15 .4214(5) .2965(3) .65249(14) .0517(18) 1.00000 Uani C16 .3348(4) .3731(3) .62768(14) .0450(16) 1.00000 Uani C17 .3429(4) .39290(16) .55361(12) .0319(13) 1.00000 Uani H01 .084(4) .3711(18) .1706(15) .04000 1.00000 Uiso H02 .298(4) .5826(18) .1193(14) .04000 1.00000 Uiso H04 .221(4) .5056(18) .5234(15) .04000 1.00000 Uiso H03 .437(4) .3501(17) .4015(15) .04000 1.00000 Uiso H3 .043(4) .2791(18) .0352(14) .04000 1.00000 Uiso H4 .107(4) .3007(17) -.0844(14) .04000 1.00000 Uiso H5 .238(4) .4342(16) -.1197(15) .04000 1.00000 Uiso H6 .320(4) .5500(17) -.0348(14) .04000 1.00000 Uiso H81 .245(4) .5826(19) .2456(14) .04000 1.00000 Uiso H82 .071(4) .5375(17) .2523(14) .04000 1.00000 Uiso H91 .198(4) .4053(18) .3027(14) .04000 1.00000 Uiso H92 .379(4) .4474(16) .2955(14) .04000 1.00000 Uiso H101 .311(4) .5610(18) .3827(14) .04000 1.00000 Uiso H102 .129(4) .5263(16) .3848(14) .04000 1.00000 Uiso H13 .589(4) .2232(17) .5021(15) .04000 1.00000 Uiso H14 .574(4) .1906(18) .6269(14) .04000 1.00000 Uiso H15 .417(4) .2852(17) .7018(15) .04000 1.00000 Uiso H16 .281(4) .4073(18) .6521(15) .04000 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co .03099(19) .02539(14) .02846(16) .00133(13) .00803(14) .00004(13) Cl1 .0535(5) .0324(3) .0433(4) -.0033(3) .0075(4) -.0100(3) Cl2 .0301(4) .0255(3) .0266(3) .0020(2) .0054(3) .0018(2) Cl3 .0453(4) .0260(3) .0455(4) .0007(3) .0234(3) .0008(3) Cl4 .0326(4) .0332(3) .0366(4) -.0012(3) -.0005(3) .0078(3) N1 .0408(13) .0245(9) .0269(10) -.0026(9) .0055(10) .0050(8) N2 .0376(13) .0233(9) .0290(10) -.0050(9) .0033(9) .0025(8) N3 .0373(13) .0298(9) .0182(9) .0031(8) .0037(9) -.0038(8) N4 .0298(12) .0371(10) .0256(10) -.0006(9) .0053(9) -.0118(9) C1 .0354(14) .0243(10) .0279(12) .0041(10) .0021(11) .0038(9) C2 .0304(14) .0260(10) .0282(12) .0023(9) .0035(11) .0037(9) C3 .0421(16) .0276(11) .0364(13) -.0024(11) .0012(12) .0006(10) C4 .0462(17) .0377(12) .0303(13) .0032(11) -.0011(13) -.0037(10) C5 .0442(17) .0453(13) .0248(12) .0048(12) .0045(12) .0064(11) C6 .0426(16) .0331(12) .0317(13) -.0026(11) .0063(12) .0068(10) C7 .0298(14) .0252(10) .0277(11) .0003(9) -.0007(11) .0033(9) C8 .0464(17) .0257(11) .0297(12) .0050(11) .0043(12) .0014(9) C9 .0348(15) .0257(10) .0255(11) .0030(10) .0050(11) -.0001(9) C10 .0289(14) .0258(11) .0329(12) -.0009(10) .0017(11) -.0051(9) C11 .0247(13) .0283(11) .0263(11) -.0058(9) .0013(10) -.0074(9) C12 .0362(15) .0345(11) .0209(11) -.0048(10) .0007(11) -.0016(9) C13 .0541(19) .0420(13) .0291(13) .0035(13) -.0004(13) .0021(11) C14 .061(3) .0549(17) .0354(15) -.0072(15) -.0071(15) .0131(13) C15 .057(3) .078(3) .0198(12) -.0186(16) -.0046(14) .0084(13) C16 .0435(18) .0693(19) .0228(13) -.0116(14) .0071(13) -.0119(13) C17 .0317(15) .0431(13) .0209(11) -.0100(10) .0024(11) -.0071(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance Co Cl1 . . 2.2579(7) Co Cl2 . . 2.3026(7) Co Cl3 . . 2.2659(7) Co Cl4 . . 2.3028(7) N1 C1 . . 1.331(3) N1 C2 . . 1.399(3) N1 H01 . . .78(3) N2 C1 . . 1.335(3) N2 C7 . . 1.389(3) N2 H02 . . .83(3) N3 C11 . . 1.331(3) N3 C12 . . 1.396(3) N3 H03 . . .83(3) N4 C11 . . 1.337(3) N4 C17 . . 1.388(3) N4 H04 . . .81(3) C1 C8 . . 1.485(3) C2 C3 . . 1.386(4) C2 C7 . . 1.389(3) C3 C4 . . 1.390(4) C3 H3 . . .91(3) C4 C5 . . 1.398(4) C4 H4 . . .96(3) C5 C6 . . 1.382(4) C5 H5 . . .92(3) C6 C7 . . 1.400(4) C6 H6 . . .95(3) C8 C9 . . 1.525(4) C8 H81 . . .95(3) C8 H82 . . .92(3) C9 C10 . . 1.526(4) C9 H91 . . .96(3) C9 H92 . . .96(3) C10 C11 . . 1.481(3) C10 H101 . . .91(3) C10 H102 . . .98(3) C12 C13 . . 1.386(4) C12 C17 . . 1.391(4) C13 C14 . . 1.384(4) C13 H13 . . .95(3) C14 C15 . . 1.394(5) C14 H14 . . .93(3) C15 C16 . . 1.369(5) C15 H15 . . .91(3) C16 C17 . . 1.397(4) C16 H16 . . .80(3) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle Cl1 Co Cl2 . . . 112.34(3) Cl1 Co Cl3 . . . 106.99(3) Cl1 Co Cl4 . . . 111.28(3) Cl2 Co Cl3 . . . 112.00(3) Cl2 Co Cl4 . . . 102.25(3) Cl3 Co Cl4 . . . 112.07(3) C1 N1 C2 . . . 109.89(18) C1 N1 H01 . . . 125.5(19) C2 N1 H01 . . . 124.6(19) C1 N2 C7 . . . 109.94(18) C1 N2 H02 . . . 120.6(18) C7 N2 H02 . . . 129.4(18) C11 N3 C12 . . . 110.29(19) C11 N3 H03 . . . 125.0(18) C12 N3 H03 . . . 124.3(18) C11 N4 C17 . . . 110.01(19) C11 N4 H04 . . . 123.2(19) C17 N4 H04 . . . 126.7(19) N1 C1 N2 . . . 108.13(18) N1 C1 C8 . . . 127.1(2) N2 C1 C8 . . . 124.68(19) N1 C2 C3 . . . 132.1(2) N1 C2 C7 . . . 105.78(18) C3 C2 C7 . . . 122.1(3) C2 C3 C4 . . . 116.6(3) C2 C3 H3 . . . 122.5(17) C4 C3 H3 . . . 121.0(17) C3 C4 C5 . . . 121.5(3) C3 C4 H4 . . . 118.3(16) C5 C4 H4 . . . 120.2(16) C4 C5 C6 . . . 121.9(3) C4 C5 H5 . . . 118.0(16) C6 C5 H5 . . . 120.0(16) C5 C6 C7 . . . 116.6(3) C5 C6 H6 . . . 123.6(16) C7 C6 H6 . . . 119.8(16) N2 C7 C2 . . . 106.25(19) N2 C7 C6 . . . 132.4(2) C2 C7 C6 . . . 121.3(2) C1 C8 C9 . . . 114.74(19) C1 C8 H81 . . . 107.6(15) C1 C8 H82 . . . 106.3(16) C9 C8 H81 . . . 112.7(15) C9 C8 H82 . . . 108.5(16) H81 C8 H82 . . . 106(3) C8 C9 C10 . . . 109.64(18) C8 C9 H91 . . . 110.0(16) C8 C9 H92 . . . 107.8(15) C10 C9 H91 . . . 111.3(16) C10 C9 H92 . . . 110.9(15) H91 C9 H92 . . . 107(3) C9 C10 C11 . . . 113.61(18) C9 C10 H101 . . . 114.1(17) C9 C10 H102 . . . 109.2(15) C11 C10 H101 . . . 107.3(16) C11 C10 H102 . . . 108.8(15) H101 C10 H102 . . . 103(3) N3 C11 N4 . . . 107.78(18) N3 C11 C10 . . . 126.9(2) N4 C11 C10 . . . 125.3(2) N3 C12 C13 . . . 132.4(3) N3 C12 C17 . . . 105.58(19) C13 C12 C17 . . . 122.1(2) C12 C13 C14 . . . 116.2(3) C12 C13 H13 . . . 121.2(16) C14 C13 H13 . . . 122.6(16) C13 C14 C15 . . . 121.8(3) C13 C14 H14 . . . 119.2(17) C15 C14 H14 . . . 119.0(17) C14 C15 C16 . . . 122.0(3) C14 C15 H15 . . . 122.3(16) C16 C15 H15 . . . 115.6(16) C15 C16 C17 . . . 116.7(3) C15 C16 H16 . . . 125.2(19) C17 C16 H16 . . . 118.1(19) N4 C17 C12 . . . 106.27(18) N4 C17 C16 . . . 132.6(3) C12 C17 C16 . . . 121.1(3) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion C2 N1 C1 N2 . . . . -1.0(3) C2 N1 C1 C8 . . . . 176.3(3) H01 N1 C1 N2 . . . . 179(3) H01 N1 C1 C8 . . . . -4(3) C1 N1 C2 C3 . . . . -178.8(3) C1 N1 C2 C7 . . . . .6(3) H01 N1 C2 C3 . . . . 2(3) H01 N1 C2 C7 . . . . -179(3) C7 N2 C1 N1 . . . . 1.0(3) C7 N2 C1 C8 . . . . -176.4(3) H02 N2 C1 N1 . . . . 178(3) H02 N2 C1 C8 . . . . 0(3) C1 N2 C7 C2 . . . . -.6(3) C1 N2 C7 C6 . . . . 179.1(3) H02 N2 C7 C2 . . . . -178(3) H02 N2 C7 C6 . . . . 2(3) C12 N3 C11 N4 . . . . .8(3) C12 N3 C11 C10 . . . . -178.8(3) H03 N3 C11 N4 . . . . 174(3) H03 N3 C11 C10 . . . . -6(3) C11 N3 C12 C13 . . . . -179.1(3) C11 N3 C12 C17 . . . . .7(3) H03 N3 C12 C13 . . . . 8(3) H03 N3 C12 C17 . . . . -172(3) C17 N4 C11 N3 . . . . -2.0(3) C17 N4 C11 C10 . . . . 177.6(3) H04 N4 C11 N3 . . . . 176(3) H04 N4 C11 C10 . . . . -5(3) C11 N4 C17 C12 . . . . 2.4(3) C11 N4 C17 C16 . . . . -176.4(3) H04 N4 C17 C12 . . . . -175(3) H04 N4 C17 C16 . . . . 6(3) N1 C1 C8 C9 . . . . 52.9(4) N1 C1 C8 H81 . . . . 179.1(17) N1 C1 C8 H82 . . . . -67.1(17) N2 C1 C8 C9 . . . . -130.2(3) N2 C1 C8 H81 . . . . -4.0(17) N2 C1 C8 H82 . . . . 109.8(17) N1 C2 C3 C4 . . . . 179.6(3) N1 C2 C3 H3 . . . . -1(2) C7 C2 C3 C4 . . . . .3(4) C7 C2 C3 H3 . . . . 179(2) N1 C2 C7 N2 . . . . .0(3) N1 C2 C7 C6 . . . . -179.7(3) C3 C2 C7 N2 . . . . 179.5(3) C3 C2 C7 C6 . . . . -.3(4) C2 C3 C4 C5 . . . . .1(4) C2 C3 C4 H4 . . . . 178.4(18) H3 C3 C4 C5 . . . . -178.9(19) H3 C3 C4 H4 . . . . 0(3) C3 C4 C5 C6 . . . . -.5(5) C3 C4 C5 H5 . . . . -177.1(19) H4 C4 C5 C6 . . . . -178.8(19) H4 C4 C5 H5 . . . . 5(3) C4 C5 C6 C7 . . . . .5(4) C4 C5 C6 H6 . . . . -178(2) H5 C5 C6 C7 . . . . 177.1(19) H5 C5 C6 H6 . . . . -1(3) C5 C6 C7 N2 . . . . -179.8(3) C5 C6 C7 C2 . . . . -.2(4) H6 C6 C7 N2 . . . . -1.6(19) H6 C6 C7 C2 . . . . 178.1(19) C1 C8 C9 C10 . . . . -179.9(3) C1 C8 C9 H91 . . . . -57.3(18) C1 C8 C9 H92 . . . . 59.3(16) H81 C8 C9 C10 . . . . 56.5(18) H81 C8 C9 H91 . . . . 179(3) H81 C8 C9 H92 . . . . -64(3) H82 C8 C9 C10 . . . . -61.2(17) H82 C8 C9 H91 . . . . 61(3) H82 C8 C9 H92 . . . . 178(3) C8 C9 C10 C11 . . . . 177.0(3) C8 C9 C10 H101 . . . . -59.5(19) C8 C9 C10 H102 . . . . 55.3(16) H91 C9 C10 C11 . . . . 55.1(17) H91 C9 C10 H101 . . . . 179(3) H91 C9 C10 H102 . . . . -67(3) H92 C9 C10 C11 . . . . -64.0(16) H92 C9 C10 H101 . . . . 59(3) H92 C9 C10 H102 . . . . 174(3) C9 C10 C11 N3 . . . . 17.8(4) C9 C10 C11 N4 . . . . -161.7(3) H101 C10 C11 N3 . . . . -109.3(18) H101 C10 C11 N4 . . . . 71.2(18) H102 C10 C11 N3 . . . . 139.8(15) H102 C10 C11 N4 . . . . -39.8(16) N3 C12 C13 C14 . . . . -178.0(3) N3 C12 C13 H13 . . . . 1.6(19) C17 C12 C13 C14 . . . . 2.3(4) C17 C12 C13 H13 . . . . -178.0(18) N3 C12 C17 N4 . . . . -1.8(3) N3 C12 C17 C16 . . . . 177.2(3) C13 C12 C17 N4 . . . . 177.9(3) C13 C12 C17 C16 . . . . -3.0(4) C12 C13 C14 C15 . . . . .5(5) C12 C13 C14 H14 . . . . 178.0(19) H13 C13 C14 C15 . . . . -179.2(19) H13 C13 C14 H14 . . . . -2(3) C13 C14 C15 C16 . . . . -2.6(5) C13 C14 C15 H15 . . . . -179.5(19) H14 C14 C15 C16 . . . . 179.8(19) H14 C14 C15 H15 . . . . 3(3) C14 C15 C16 C17 . . . . 1.9(5) C14 C15 C16 H16 . . . . -178(3) H15 C15 C16 C17 . . . . 178.9(18) H15 C15 C16 H16 . . . . 0(3) C15 C16 C17 N4 . . . . 179.6(3) C15 C16 C17 C12 . . . . .9(4) H16 C16 C17 N4 . . . . 0(3) H16 C16 C17 C12 . . . . -179(3) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N2 H02 Cl2 . . . 0.83(3) 2.41(3) 3.230(2) 168(2) N3 H03 Cl2 2_655 2_655 . 0.83(3) 2.42(3) 3.169(3) 151(2) N1 H01 Cl3 2_555 2_555 . 0.78(3) 2.47(3) 3.239(2) 168(3) N4 H04 Cl4 4_564 4_564 . 0.81(3) 2.33(3) 3.128(2) 173(2) #====END=============================================================