#------------------------------------------------------------------------------ #$Date: 2017-10-13 07:09:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201973 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/35/2203518.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2203518 loop_ _publ_author_name 'Lu, Liping' 'Zhang, Hongmei' 'Feng, Sisi' 'Zhu, Miaoli' _publ_section_title ; N,N-Dimethylbiguanidium bromide ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o640 _journal_page_last o641 _journal_paper_doi 10.1107/S160053680400652X _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C4 H12 N5 1+, Br 1-' _chemical_formula_moiety 'C4 H12 N5 1+, Br 1-' _chemical_formula_sum 'C4 H12 Br N5' _chemical_formula_weight 210.10 _chemical_name_systematic ? _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 114.807(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.2094(18) _cell_length_b 14.203(3) _cell_length_c 8.1261(18) _cell_measurement_reflns_used 2039 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 26.75 _cell_measurement_theta_min 2.73 _cell_volume 860.1(3) _computing_cell_refinement 'SAINT (Bruker, 2000)' _computing_data_collection 'SMART (Bruker, 2000)' _computing_data_reduction SAINT _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1999)' _computing_publication_material SHELXTL/PC _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker SMART 1K CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0688 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 4122 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 2.73 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 4.721 _exptl_absorpt_correction_T_max 0.094 _exptl_absorpt_correction_T_min 0.064 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2000)' _exptl_crystal_colour white _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 424 _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _refine_diff_density_max 0.447 _refine_diff_density_min -0.683 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 93 _refine_ls_number_reflns 1516 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.970 _refine_ls_R_factor_all 0.0422 _refine_ls_R_factor_gt 0.0337 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0418P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0729 _refine_ls_wR_factor_ref 0.0750 _reflns_number_gt 1237 _reflns_number_total 1516 _reflns_threshold_expression I>2\s(I) _cod_data_source_file wn6232.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2203518 _cod_database_fobs_code 2203518 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Br1 0.84638(4) 0.01794(2) 0.22214(4) 0.03571(15) Uani d . 1 Br C1 0.1962(5) 0.2442(3) 0.2781(4) 0.0457(9) Uani d . 1 C H1A 0.1011 0.2566 0.3146 0.069 Uiso calc R 1 H H1B 0.1559 0.1996 0.1804 0.069 Uiso calc R 1 H H1C 0.2300 0.3017 0.2387 0.069 Uiso calc R 1 H C2 0.3496(5) 0.1043(2) 0.4597(5) 0.0452(9) Uani d . 1 C H2A 0.3958 0.0725 0.3841 0.068 Uiso calc R 1 H H2B 0.2287 0.0840 0.4287 0.068 Uiso calc R 1 H H2C 0.4229 0.0897 0.5845 0.068 Uiso calc R 1 H C3 0.4767(4) 0.2609(2) 0.5485(4) 0.0278(7) Uani d . 1 C C4 0.7318(4) 0.1656(2) 0.6806(4) 0.0282(7) Uani d . 1 C N1 0.3515(3) 0.20560(18) 0.4321(3) 0.0329(6) Uani d . 1 N N2 0.4587(3) 0.35357(19) 0.5360(3) 0.0406(7) Uani d . 1 N H2D 0.3651 0.3782 0.4518 0.049 Uiso calc R 1 H H2E 0.5405 0.3891 0.6121 0.049 Uiso calc R 1 H N3 0.6179(3) 0.22676(18) 0.6946(3) 0.0299(6) Uani d . 1 N N4 0.7588(4) 0.1529(2) 0.5316(3) 0.0369(7) Uani d . 1 N H4A 0.6998 0.1859 0.4362 0.044 Uiso calc R 1 H H4B 0.8352 0.1117 0.5307 0.044 Uiso calc R 1 H N5 0.8320(4) 0.1151(2) 0.8259(3) 0.0434(8) Uani d . 1 N H5A 0.8215 0.1229 0.9259 0.052 Uiso calc R 1 H H5B 0.9074 0.0747 0.8198 0.052 Uiso calc R 1 H 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 Br1 0.0333(2) 0.0362(2) 0.0356(2) 0.00294(14) 0.01255(15) -0.00019(14) C1 0.0334(19) 0.046(2) 0.046(2) 0.0047(16) 0.0048(16) -0.0008(16) C2 0.0380(19) 0.028(2) 0.066(2) -0.0049(15) 0.0183(17) -0.0021(16) C3 0.0281(16) 0.0259(18) 0.0324(16) 0.0012(13) 0.0157(14) -0.0012(13) C4 0.0277(16) 0.0277(18) 0.0280(16) -0.0034(13) 0.0105(13) -0.0015(13) N1 0.0271(14) 0.0298(16) 0.0369(14) -0.0001(11) 0.0087(11) -0.0004(12) N2 0.0329(16) 0.0294(17) 0.0461(16) 0.0002(12) 0.0032(13) -0.0006(12) N3 0.0317(14) 0.0298(15) 0.0268(13) 0.0055(12) 0.0107(11) -0.0015(11) N4 0.0401(16) 0.0423(18) 0.0304(14) 0.0115(13) 0.0169(12) 0.0044(12) N5 0.0472(17) 0.050(2) 0.0345(15) 0.0229(14) 0.0190(13) 0.0140(13) 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag N1 C1 H1A 109.5 ? N1 C1 H1B 109.5 ? H1A C1 H1B 109.5 ? N1 C1 H1C 109.5 ? H1A C1 H1C 109.5 ? H1B C1 H1C 109.5 ? N1 C2 H2A 109.5 ? N1 C2 H2B 109.5 ? H2A C2 H2B 109.5 ? N1 C2 H2C 109.5 ? H2A C2 H2C 109.5 ? H2B C2 H2C 109.5 ? N2 C3 N1 120.5(3) y N2 C3 N3 116.8(3) y N1 C3 N3 122.4(3) y N3 C4 N5 118.4(3) y N3 C4 N4 124.3(3) y N5 C4 N4 117.2(3) y C3 N1 C2 122.1(3) ? C3 N1 C1 121.6(3) ? C2 N1 C1 116.0(3) ? C3 N2 H2D 120.0 ? C3 N2 H2E 120.0 ? H2D N2 H2E 120.0 ? C4 N3 C3 122.6(2) y C4 N4 H4A 120.0 ? C4 N4 H4B 120.0 ? H4A N4 H4B 120.0 ? C4 N5 H5A 120.0 ? C4 N5 H5B 120.0 ? H5A N5 H5B 120.0 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 N1 1.467(4) ? C1 H1A 0.9600 ? C1 H1B 0.9600 ? C1 H1C 0.9600 ? C2 N1 1.457(4) ? C2 H2A 0.9600 ? C2 H2B 0.9600 ? C2 H2C 0.9600 ? C3 N2 1.324(4) y C3 N1 1.324(4) y C3 N3 1.354(4) y C4 N3 1.316(4) y C4 N5 1.330(4) y C4 N4 1.331(4) y N2 H2D 0.8600 ? N2 H2E 0.8600 ? N4 H4A 0.8600 ? N4 H4B 0.8600 ? N5 H5A 0.8600 ? N5 H5B 0.8600 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N5 H5B Br1 3_756 0.86 2.55 3.400(3) 169 y N5 H5A Br1 1_556 0.86 2.77 3.460(3) 139 y N4 H4B Br1 3_756 0.86 3.14 3.867(3) 144 y N4 H4B Br1 . 0.86 2.87 3.469(3) 128 y N4 H4A N3 4_565 0.86 2.18 3.017(4) 165 y N2 H2E Br1 4_566 0.86 2.64 3.422(3) 152 y N2 H2D Br1 2_655 0.86 2.62 3.422(3) 155 y 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_publ_flag N2 C3 N1 C2 -168.7(3) ? N3 C3 N1 C2 4.5(5) ? N2 C3 N1 C1 4.6(5) ? N3 C3 N1 C1 177.8(3) ? N5 C4 N3 C3 -160.4(3) ? N4 C4 N3 C3 22.2(5) ? N2 C3 N3 C4 -128.5(3) ? N1 C3 N3 C4 58.1(4) y loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 9485295