#------------------------------------------------------------------------------ #$Date: 2009-05-14 15:03:35 +0100 (Thu, 14 May 2009) $ #$Revision: 725 $ #$URL: svn://www.crystallography.net/cod/cif/4/4000423.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4000423 _journal_name_full 'Chemistry of Materials' _journal_year 2004 _chemical_name_common 'guanidinium octylbiphenylsulfonate' _chemical_formula_sum 'C21 H31 N3 O3 S' _chemical_formula_weight 405.55 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P2(1)2(1)2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 7.6188(13) _cell_length_b 7.7097(13) _cell_length_c 36.330(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2134.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3269 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour clear _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.178 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.784236 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21010 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 43 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 25.08 _reflns_number_total 3773 _reflns_number_gt 3466 _reflns_threshold_expression >2sigma(I) _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^)+(0.0364P)^2^+0.7297P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(9) _refine_ls_number_reflns 3773 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0375 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0840 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 S1 S 0.25324(7) 0.83037(6) 0.811165(12) 0.02736(12) Uani 1 1 d . . . O1 O 0.41029(19) 0.9364(2) 0.81523(4) 0.0335(4) Uani 1 1 d . . . O2 O 0.09552(19) 0.9332(2) 0.81772(4) 0.0331(4) Uani 1 1 d . . . N3 N 0.2457(3) 1.36041(19) 0.71454(4) 0.0329(4) Uani 1 1 d . . . H3A H 0.1451 1.3921 0.7047 0.039 Uiso 1 1 calc R . . H3B H 0.3451 1.3926 0.7043 0.039 Uiso 1 1 calc R . . C4 C 0.2638(3) 0.6697(2) 0.84611(5) 0.0267(4) Uani 1 1 d . . . O5 O 0.2478(2) 0.73856(17) 0.77608(3) 0.0342(3) Uani 1 1 d . . . N6 N 0.3996(2) 1.2200(3) 0.76002(5) 0.0343(5) Uani 1 1 d . . . H6A H 0.4991 1.2543 0.7501 0.041 Uiso 1 1 calc R . . H6B H 0.4005 1.1561 0.7801 0.041 Uiso 1 1 calc R . . N7 N 0.0985(2) 1.2156(3) 0.76028(5) 0.0337(5) Uani 1 1 d . . . H7A H -0.0025 1.2469 0.7506 0.040 Uiso 1 1 calc R . . H7B H 0.1006 1.1517 0.7804 0.040 Uiso 1 1 calc R . . C8 C 0.2476(3) 1.2646(2) 0.74464(5) 0.0282(4) Uani 1 1 d . . . C9 C 0.2485(3) 0.3738(2) 0.86605(5) 0.0329(4) Uani 1 1 d . . . H9 H 0.2300 0.2548 0.8604 0.039 Uiso 1 1 calc R . . C10 C 0.2413(3) 0.0185(2) 0.96212(5) 0.0288(4) Uani 1 1 d . . . H10 H 0.1806 -0.0891 0.9617 0.035 Uiso 1 1 calc R . . C11 C 0.2434(4) -0.4812(3) 1.07426(5) 0.0368(5) Uani 1 1 d . . . H11A H 0.3176 -0.5570 1.0587 0.044 Uiso 1 1 calc R . . H11B H 0.1200 -0.4963 1.0664 0.044 Uiso 1 1 calc R . . C12 C 0.2452(4) -0.7308(3) 1.12064(5) 0.0384(5) Uani 1 1 d . . . H12A H 0.1317 -0.7715 1.1105 0.046 Uiso 1 1 calc R . . H12B H 0.3401 -0.7908 1.1070 0.046 Uiso 1 1 calc R . . C13 C 0.2356(3) 0.4966(3) 0.83816(5) 0.0335(4) Uani 1 1 d . . . H13 H 0.2075 0.4618 0.8138 0.040 Uiso 1 1 calc R . . C14 C 0.3694(3) -0.0499(3) 1.02630(6) 0.0365(5) Uani 1 1 d . . . H14A H 0.3276 0.0209 1.0473 0.044 Uiso 1 1 calc R . . H14B H 0.4967 -0.0685 1.0300 0.044 Uiso 1 1 calc R . . C15 C 0.2612(4) -0.5368(3) 1.11425(5) 0.0350(4) Uani 1 1 d . . . H15A H 0.3767 -0.4977 1.1235 0.042 Uiso 1 1 calc R . . H15B H 0.1696 -0.4771 1.1289 0.042 Uiso 1 1 calc R . . C16 C 0.2444(5) -0.9733(3) 1.16794(8) 0.0644(7) Uani 1 1 d . . . H16A H 0.1320 -1.0174 1.1588 0.097 Uiso 1 1 calc R . . H16B H 0.2532 -0.9950 1.1945 0.097 Uiso 1 1 calc R . . H16C H 0.3408 -1.0323 1.1552 0.097 Uiso 1 1 calc R . . C17 C 0.2557(4) -0.7803(3) 1.16080(6) 0.0472(5) Uani 1 1 d . . . H17A H 0.1592 -0.7219 1.1742 0.057 Uiso 1 1 calc R . . H17B H 0.3679 -0.7365 1.1710 0.057 Uiso 1 1 calc R . . C18 C 0.2216(3) 0.1342(2) 0.93259(5) 0.0288(4) Uani 1 1 d . . . H18 H 0.1477 0.1037 0.9126 0.035 Uiso 1 1 calc R . . C19 C 0.2882(2) 0.4217(3) 0.90220(5) 0.0261(4) Uani 1 1 d . . . C20 C 0.3120(3) 0.5989(3) 0.90918(6) 0.0340(5) Uani 1 1 d . . . H20 H 0.3359 0.6355 0.9336 0.041 Uiso 1 1 calc R . . C21 C 0.4377(3) 0.2153(3) 0.99067(6) 0.0339(5) Uani 1 1 d . . . H21 H 0.5137 0.2448 1.0104 0.041 Uiso 1 1 calc R . . C22 C 0.3480(3) 0.0583(3) 0.99190(5) 0.0292(5) Uani 1 1 d . . . C23 C 0.2809(3) -0.2255(3) 1.02913(5) 0.0337(5) Uani 1 1 d . . . H23A H 0.3367 -0.3077 1.0118 0.040 Uiso 1 1 calc R . . H23B H 0.1554 -0.2147 1.0224 0.040 Uiso 1 1 calc R . . C24 C 0.2971(3) -0.2945(3) 1.06840(6) 0.0357(5) Uani 1 1 d . . . H24A H 0.4207 -0.2814 1.0763 0.043 Uiso 1 1 calc R . . H24B H 0.2246 -0.2206 1.0847 0.043 Uiso 1 1 calc R . . C27 C 0.3017(3) 0.7217(3) 0.88169(5) 0.0328(5) Uani 1 1 d . . . H27 H 0.3204 0.8408 0.8871 0.039 Uiso 1 1 calc R . . C28 C 0.4202(3) 0.3290(3) 0.96184(5) 0.0327(5) Uani 1 1 d . . . H28 H 0.4849 0.4343 0.9620 0.039 Uiso 1 1 calc R . . C34 C 0.3086(2) 0.2928(3) 0.93217(5) 0.0264(4) 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 S1 0.0221(2) 0.0337(2) 0.0263(2) 0.00253(18) 0.0013(2) 0.0019(3) O1 0.0263(8) 0.0404(10) 0.0337(8) 0.0056(8) 0.0003(7) -0.0018(7) O2 0.0255(8) 0.0387(9) 0.0351(9) 0.0034(7) 0.0022(7) 0.0052(7) N3 0.0249(8) 0.0379(9) 0.0359(9) 0.0065(7) 0.0006(9) -0.0016(10) C4 0.0211(9) 0.0315(9) 0.0277(9) -0.0004(7) 0.0030(9) 0.0014(11) O5 0.0303(7) 0.0456(8) 0.0268(6) 0.0013(5) 0.0002(8) 0.0029(8) N6 0.0253(10) 0.0461(13) 0.0316(10) 0.0117(10) 0.0010(8) -0.0021(9) N7 0.0237(9) 0.0453(13) 0.0322(10) 0.0066(10) 0.0019(8) 0.0018(9) C8 0.0268(10) 0.0288(9) 0.0291(9) -0.0041(7) -0.0001(10) 0.0006(12) C9 0.0380(10) 0.0289(9) 0.0318(10) -0.0040(8) -0.0016(12) -0.0030(11) C10 0.0296(10) 0.0265(9) 0.0303(9) -0.0027(7) 0.0011(10) -0.0036(11) C11 0.0343(11) 0.0417(11) 0.0344(10) 0.0015(8) -0.0021(12) -0.0001(13) C12 0.0351(11) 0.0423(11) 0.0379(11) 0.0029(8) -0.0067(12) -0.0048(13) C13 0.0374(12) 0.0372(10) 0.0259(9) -0.0050(8) -0.0037(11) -0.0015(12) C14 0.0405(13) 0.0423(13) 0.0267(11) 0.0018(10) -0.0047(10) -0.0014(10) C15 0.0340(11) 0.0422(11) 0.0289(10) 0.0022(8) 0.0012(11) 0.0009(12) C16 0.0626(16) 0.0540(15) 0.0767(18) 0.0242(13) -0.006(2) -0.0056(19) C17 0.0574(14) 0.0462(12) 0.0379(11) 0.0080(9) -0.0004(14) 0.0013(16) C18 0.0257(11) 0.0333(10) 0.0273(9) -0.0059(8) -0.0015(9) 0.0005(9) C19 0.0215(11) 0.0306(10) 0.0264(9) -0.0023(8) 0.0023(8) 0.0007(8) C20 0.0446(13) 0.0334(11) 0.0241(10) -0.0067(9) -0.0008(9) 0.0022(9) C21 0.0355(12) 0.0411(13) 0.0252(10) -0.0035(9) -0.0066(9) -0.0033(10) C22 0.0280(11) 0.0323(12) 0.0272(11) -0.0025(9) 0.0011(9) 0.0026(9) C23 0.0344(13) 0.0373(11) 0.0294(10) 0.0000(8) -0.0014(9) 0.0019(10) C24 0.0344(13) 0.0421(12) 0.0305(11) 0.0004(9) -0.0010(9) 0.0004(9) C27 0.0427(13) 0.0268(10) 0.0290(10) -0.0049(8) 0.0022(9) 0.0003(9) C28 0.0338(11) 0.0335(11) 0.0308(11) -0.0036(9) -0.0016(9) -0.0064(10) C34 0.0246(10) 0.0287(11) 0.0257(10) -0.0037(8) 0.0028(7) 0.0036(8)