data_4000069 _journal_name_full 'Chemistry of Materials' _journal_year 2001 _chemical_name_common bis(guanidinium)(4,4'-biphenyldisulfonate).3(1,6-dimethyl _chemical_formula_sum 'C25 H28 N3 O3 S' _chemical_formula_weight 450.56 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P2(1)/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.5289(4) _cell_length_b 12.4257(7) _cell_length_c 25.4206(15) _cell_angle_alpha 90.00 _cell_angle_beta 95.5390(10) _cell_angle_gamma 90.00 _cell_volume 2367.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3530 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 23.2 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 0.168 _exptl_absorpt_correction_type simulated psi-scans _exptl_absorpt_correction_T_min 0.9328 _exptl_absorpt_correction_T_max 0.9656 _exptl_absorpt_process_details 'SADABS, G. Sheldrick (1999)' _diffrn_ambient_temperature 173(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 'SMART platform CCD, Bruker (or Siemens)' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16698 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0530 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4161 _reflns_number_gt 2688 _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^)+(0.1638P)^2^+0.0000P] 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_number_reflns 4161 _refine_ls_number_parameters 242 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1140 _refine_ls_R_factor_gt 0.0759 _refine_ls_wR_factor_ref 0.2521 _refine_ls_wR_factor_gt 0.2292 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.002 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.97730(12) 0.95878(7) 0.20742(4) 0.0331(3) Uani 1 1 d . . . O1 O 0.8182(3) 1.0144(2) 0.22198(10) 0.0384(7) Uani 1 1 d . . . N1 N 0.8599(4) 1.2404(2) 0.25486(13) 0.0410(8) Uani 1 1 d . . . H1A H 0.8576 1.1709 0.2483 0.049 Uiso 1 1 calc R . . H1B H 0.7602 1.2749 0.2591 0.049 Uiso 1 1 calc R . . C1 C 0.9757(5) 0.9708(3) 0.13796(14) 0.0315(9) Uani 1 1 d . . . O2 O 1.1423(3) 1.0110(2) 0.23017(10) 0.0371(7) Uani 1 1 d . . . N2 N 1.1644(4) 1.2417(2) 0.25198(13) 0.0425(9) Uani 1 1 d . . . H2A H 1.2664 1.2767 0.2546 0.051 Uiso 1 1 calc R . . H2B H 1.1621 1.1723 0.2451 0.051 Uiso 1 1 calc R . . C2 C 0.9015(6) 1.0590(3) 0.11172(17) 0.0502(12) Uani 1 1 d . . . H2 H 0.8423 1.1120 0.1305 0.060 Uiso 1 1 calc R . . O3 O 0.9766(3) 0.8435(2) 0.21886(10) 0.0383(7) Uani 1 1 d . . . N3 N 1.0172(4) 1.3982(2) 0.26877(13) 0.0418(8) Uani 1 1 d . . . H3A H 1.1191 1.4334 0.2714 0.050 Uiso 1 1 calc R . . H3B H 0.9173 1.4325 0.2730 0.050 Uiso 1 1 calc R . . C3 C 0.9126(6) 1.0709(4) 0.05784(17) 0.0536(12) Uani 1 1 d . . . H3 H 0.8629 1.1333 0.0405 0.064 Uiso 1 1 calc R . . C4 C 0.9944(5) 0.9941(3) 0.02859(14) 0.0336(9) Uani 1 1 d . . . C5 C 1.0668(7) 0.9055(3) 0.05695(17) 0.0582(13) Uani 1 1 d . . . H5 H 1.1248 0.8511 0.0386 0.070 Uiso 1 1 calc R . . C6 C 1.0574(7) 0.8943(3) 0.11000(16) 0.0533(12) Uani 1 1 d . . . H6 H 1.1081 0.8326 0.1277 0.064 Uiso 1 1 calc R . . C7 C 1.0142(5) 1.2935(3) 0.25839(14) 0.0344(9) Uani 1 1 d . . . C1A C 0.5104(4) 0.7957(3) -0.10960(9) 0.060(2) Uani 0.731(7) 1 d PG A 1 C2A C 0.4541(6) 0.7185(4) -0.14713(9) 0.077(2) Uani 0.731(7) 1 d PG A 1 C3A C 0.3882(6) 0.6204(3) -0.13129(12) 0.084(3) Uani 0.731(7) 1 d PG A 1 C4A C 0.3786(6) 0.5995(2) -0.07792(14) 0.065(2) Uani 0.731(7) 1 d PG A 1 C5A C 0.4348(4) 0.6768(2) -0.04039(10) 0.0434(15) Uani 0.731(7) 1 d PG A 1 C6A C 0.5007(3) 0.7748(2) -0.05623(9) 0.0419(16) Uani 0.731(7) 1 d PG A 1 C7A C 0.5569(5) 0.8521(2) -0.01871(11) 0.0512(17) Uani 0.731(7) 1 d PG A 1 C8A C 0.5473(5) 0.8312(3) 0.03466(10) 0.0568(19) Uani 0.731(7) 1 d PG A 1 C9A C 0.4814(6) 0.7331(3) 0.05051(9) 0.054(2) Uani 0.731(7) 1 d PG A 1 C10A C 0.4251(5) 0.6559(3) 0.01298(11) 0.063(2) Uani 0.731(7) 1 d PG A 1 C11A C 0.5824(7) 0.9003(3) -0.12851(14) 0.073(3) Uani 0.731(7) 1 d PG A 1 C12A C 0.4882(8) 0.7142(5) 0.11114(9) 0.105(4) Uani 0.731(7) 1 d PG A 1 C1B C 0.4406(13) 0.7020(7) -0.1150(3) 0.058(5) Uiso 0.269(7) 1 d PG A 2 C2B C 0.5031(16) 0.7769(9) -0.1494(3) 0.053(5) Uiso 0.269(7) 1 d PG A 2 C3B C 0.5809(17) 0.8720(8) -0.1297(3) 0.096(11) Uiso 0.269(7) 1 d PG A 2 C4B C 0.5962(16) 0.8922(6) -0.0757(3) 0.055(5) Uiso 0.269(7) 1 d PG A 2 C5B C 0.5338(11) 0.8172(5) -0.0413(3) 0.042(6) Uiso 0.269(7) 1 d PG A 2 C6B C 0.4560(9) 0.7221(5) -0.0609(3) 0.043(6) Uiso 0.269(7) 1 d PG A 2 C7B C 0.3935(14) 0.6472(6) -0.0265(3) 0.052(6) Uiso 0.269(7) 1 d PG A 2 C8B C 0.4089(17) 0.6673(8) 0.0275(3) 0.027(4) Uiso 0.269(7) 1 d PG A 2 C9B C 0.4867(17) 0.7624(8) 0.0471(3) 0.069(8) Uiso 0.269(7) 1 d PG A 2 C10B C 0.5491(15) 0.8374(7) 0.0127(3) 0.037(5) Uiso 0.269(7) 1 d PG A 2 C11B C 0.410(2) 0.5903(8) -0.1414(4) 0.073(7) Uiso 0.269(7) 1 d PG A 2 C12B C 0.505(3) 0.7817(12) 0.1092(3) 0.127(13) Uiso 0.269(7) 1 d PG A 2 C1C C 1.0553(7) 0.4687(4) 0.07853(14) 0.053(2) Uiso 0.50 1 d PG . 4 C2C C 1.0082(8) 0.5549(5) 0.10910(15) 0.088(4) Uiso 0.50 1 d PG . 4 C3C C 0.9267(9) 0.6450(4) 0.0850(2) 0.092(4) Uiso 0.50 1 d PG . 4 C4C C 0.8922(8) 0.6488(4) 0.0303(2) 0.090(4) Uiso 0.50 1 d PG . 4 C5C C 0.9393(6) 0.5625(3) -0.00026(15) 0.062(3) Uiso 0.50 1 d PG . 4 C6C C 1.0208(6) 0.4725(3) 0.02384(14) 0.058(2) Uiso 0.50 1 d PG . 4 C7C C 1.0679(7) 0.3862(3) -0.00673(18) 0.065(3) Uiso 0.50 1 d PG . 4 C8C C 1.0334(8) 0.3900(4) -0.06141(17) 0.084(3) Uiso 0.50 1 d PG . 4 C9C C 0.9519(8) 0.4800(5) -0.08552(14) 0.073(3) Uiso 0.50 1 d PG . 4 C10C C 0.9048(8) 0.5663(4) -0.05494(16) 0.080(3) Uiso 0.50 1 d PG . 4 C11C C 0.9122(11) 0.4758(7) -0.14750(14) 0.130(5) Uiso 0.50 1 d PG . 4 C12C C 1.1145(10) 0.3682(5) 0.10530(19) 0.111(5) Uiso 0.50 1 d PG . 4 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 0.0283(6) 0.0301(6) 0.0411(6) 0.0008(4) 0.0032(4) -0.0001(4) O1 0.0301(15) 0.0360(15) 0.0501(16) 0.0021(12) 0.0083(12) 0.0030(12) N1 0.0303(18) 0.0330(18) 0.059(2) -0.0082(15) 0.0024(15) 0.0005(15) C1 0.0236(19) 0.0268(19) 0.043(2) 0.0008(16) -0.0008(16) -0.0027(15) O2 0.0314(15) 0.0345(15) 0.0446(15) -0.0015(11) -0.0005(11) -0.0022(12) N2 0.0309(19) 0.0333(18) 0.064(2) -0.0071(16) 0.0070(16) 0.0005(15) C2 0.055(3) 0.047(3) 0.052(3) 0.008(2) 0.023(2) 0.026(2) O3 0.0362(15) 0.0280(14) 0.0513(16) 0.0054(11) 0.0074(12) -0.0012(11) N3 0.0296(18) 0.0310(19) 0.065(2) -0.0076(16) 0.0053(16) -0.0006(14) C3 0.062(3) 0.049(3) 0.052(3) 0.015(2) 0.019(2) 0.027(2) C4 0.028(2) 0.0278(19) 0.044(2) -0.0003(17) -0.0008(17) -0.0002(16) C5 0.094(4) 0.036(2) 0.043(2) -0.0071(19) -0.002(2) 0.025(2) C6 0.085(3) 0.036(2) 0.037(2) 0.0018(18) -0.005(2) 0.023(2) C7 0.030(2) 0.038(2) 0.035(2) -0.0013(16) 0.0042(16) -0.0004(17) C1A 0.056(4) 0.057(4) 0.066(5) 0.009(3) -0.006(3) -0.003(3) C2A 0.075(5) 0.077(6) 0.075(6) -0.005(4) -0.014(4) -0.011(5) C3A 0.100(7) 0.090(6) 0.061(5) -0.028(5) 0.000(4) 0.013(5) C4A 0.060(5) 0.049(4) 0.084(5) -0.006(4) -0.005(4) -0.001(3) C5A 0.030(3) 0.046(4) 0.053(4) -0.006(4) 0.002(3) -0.002(3) C6A 0.030(3) 0.045(5) 0.050(4) 0.012(3) 0.000(3) 0.009(3) C7A 0.043(4) 0.055(4) 0.055(5) -0.004(3) 0.004(3) 0.016(3) C8A 0.057(4) 0.074(5) 0.040(4) -0.009(3) 0.007(3) 0.014(4) C9A 0.054(4) 0.075(5) 0.035(4) -0.002(3) 0.016(3) 0.014(4) C10A 0.051(4) 0.073(5) 0.067(5) -0.001(4) 0.021(4) 0.010(4) C11A 0.056(5) 0.082(5) 0.080(6) 0.038(4) 0.005(4) -0.014(4) C12A 0.141(9) 0.141(10) 0.037(4) -0.001(4) 0.027(5) 0.031(7)