#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003675.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_2003675 loop_ _publ_author_name 'Tebbe, K.-F.' 'Nagel, K.' _publ_contact_author ; Prof. Dr. K.-F. Tebbe Institut f\"ur Anorganische Chemie Universit\"at zu K\"oln Greinstra\&se 6 D-50939 K\"oln Germany ; _publ_section_title ; Urotropin-3-Diiod, Ur.3I~2~ ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1388 _journal_page_last 1390 _journal_volume 51 _journal_year 1995 _chemical_formula_moiety 'C6 H12 N4,3I2' _chemical_formula_structural (CH2)6N4,3I2 _chemical_formula_sum 'C6 H12 I6 N4' _chemical_formula_weight 901.615(6) _chemical_melting_point 364 _chemical_name_common Urotropin-3-Diiod _chemical_name_systematic ; 1,3,5,7-Tetraazatricyclo[3.3.1.1^3,7^]decan-3-Diiod ; _space_group_IT_number 161 _symmetry_cell_setting trigonal _symmetry_space_group_name_Hall 'P 3* -2n' _symmetry_space_group_name_H-M 'R 3 c :R' _audit_creation_method SHELXL _cell_angle_alpha 81.33(2) _cell_angle_beta 81.33 _cell_angle_gamma 81.33 _cell_formula_units_Z 2 _cell_length_a 9.841(2) _cell_length_b 9.841 _cell_length_c 9.841 _cell_measurement_reflns_used 24 _cell_measurement_temperature 295 _cell_measurement_theta_max 17.13 _cell_measurement_theta_min 12.74 _cell_volume 923.37(19) _computing_cell_refinement 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction ; MolEN (Fair, 1990) ; _computing_molecular_graphics ; SCHAKAL92 (Keller, 1993), ORTEP (Davenport, Hall & Dreissig, 1990) ; _computing_publication_material ; ORFFE4 (Busing et al., 1976), PARST (Nardelli, 1983) ; _computing_structure_refinement 'SHELXL93 (Sheldrick, 1994)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 295 _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method 3\w/4\q _diffrn_radiation_monochromator Graphit _diffrn_radiation_source R\"ontgenr\"ohre _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0192 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 4182 _diffrn_reflns_theta_max 27.45 _diffrn_reflns_theta_min 2.78 _diffrn_standards_decay_% 3.9 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 9.978 _exptl_absorpt_correction_T_max 0.9990 _exptl_absorpt_correction_T_min 0.6951 _exptl_absorpt_correction_type empirisch _exptl_crystal_colour rotschwarz _exptl_crystal_density_diffrn 3.243 _exptl_crystal_description Rhomboeder _exptl_crystal_F_000 788 _exptl_crystal_size_max 0.175 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.125 _refine_diff_density_max .5 _refine_diff_density_min -.5 _refine_ls_abs_structure_details 'Flack (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 'Flack-Parameter, x = 0.01(10)' _refine_ls_extinction_coef 0.0166(7) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.059 _refine_ls_goodness_of_fit_obs 1.083 _refine_ls_hydrogen_treatment 'Berechnete H-Lagen' _refine_ls_matrix_type full _refine_ls_number_parameters 51 _refine_ls_number_reflns 1220 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.061 _refine_ls_restrained_S_obs 1.083 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_obs 0.0262 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w=1/[\s^2^(F~o~^2^)+(0.0426P)^2^+0.7916P] mit P=(F~o~^2^+2F~c~^2^)/3' _refine_ls_wR_factor_all 0.0705 _refine_ls_wR_factor_obs 0.069 _reflns_number_observed 1122 _reflns_number_total 1222 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file jz1025.cif _[local]_cod_data_source_block Ur3I2 _[local]_cod_cif_authors_sg_H-M 'R 3 c' _cod_original_cell_volume 923.4(4) _cod_database_code 2003675 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'z, x, y' 'y, z, x' 'y+1/2, x+1/2, z+1/2' 'x+1/2, z+1/2, y+1/2' 'z+1/2, y+1/2, x+1/2' 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 I1 0.0450(3) 0.0542(3) 0.0529(3) -0.0106(2) -0.0056(2) -0.0009(2) I2 0.0728(4) 0.0458(3) 0.0747(4) -0.0101(2) 0.0014(3) -0.0092(2) N1 0.064(3) 0.064(3) 0.064(3) -0.012(3) -0.012(3) -0.012(3) N3 0.047(3) 0.042(3) 0.051(3) -0.005(2) -0.006(2) 0.003(3) C2 0.049(4) 0.061(5) 0.051(4) -0.006(3) -0.011(3) -0.005(4) C4 0.043(4) 0.058(4) 0.051(4) -0.009(3) -0.002(3) -0.006(3) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol I1 0.31235(6) 0.72114(8) 0.12654(6) 0.0510(2) Uani d . 1 I I2 0.30187(7) 0.97944(6) -0.02583(7) 0.0652(2) Uani d . 1 I N1 0.2500(8) 0.2500 0.2500 0.063(3) Uani d S 1 N N3 0.3217(7) 0.4728(6) 0.2610(7) 0.0480(10) Uani d . 1 N C2 0.2464(9) 0.3927(9) 0.1862(8) 0.054(2) Uani d . 1 C H2A 0.1507 0.4353 0.1872 0.070(10) Uiso calc R 1 H H2B 0.2885 0.3954 0.0904 0.070(10) Uiso calc R 1 H C4 0.4678(8) 0.4074(9) 0.2572(8) 0.051(2) Uani d . 1 C H4A 0.5119 0.4115 0.1618 0.070(10) Uiso calc R 1 H H4B 0.5179 0.4573 0.3068 0.070(10) Uiso calc R 1 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source I I -.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N3 I1 I2 . . 177.6(2) yes C4 N3 I1 2 . 113.9(4) yes C4 N3 I1 . . 109.6(5) yes C2 N3 I1 . . 106.6(4) yes C2 N1 C2 . 2 109.2(7) yes C4 N3 C4 2 . 108.8(7) yes C4 N3 C2 2 . 109.1(6) yes C4 N3 C2 . . 108.7(6) yes N1 C2 N3 . . 111.1(8) yes N3 C4 N3 3 . 109.8(7) yes I1 I2 I1 . 2_564 154.86(3) no I1 I2 I2 2_564 2_564 38.64(2) no I1 I2 I2 2_564 3_465 97.73(3) no I1 I2 I1 2_564 4_454 74.57(2) no I1 I2 I1 2_564 6_554 74.31(2) no N3 I1 C2 . . 25.4(2) no C2 I1 C4 . . 42.1(2) no C2 I1 C4 . 2 41.6(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag I2 I1 . 2.7457(11) yes N1 C2 . 1.447(10) yes N3 C4 2 1.481(10) yes N3 C4 . 1.482(9) yes N3 C2 . 1.493(11) yes N3 I1 . 2.593(6) yes loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag I2 I1 4.1280(10) 2_564 no I2 H2B 3.204(8) 6_554 no I1 C2 3.341(9) . no I2 N1 4.009(9) 1_565 no 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_4 _geom_torsion _geom_torsion_publ_flag C2 N1 C2 N3 2 . 59.4(10) no C2 N1 C2 N3 3 . -60.0(9) no C4 N3 C2 N1 2 . -58.9(7) no C4 N3 C2 N1 . . 59.7(8) no C4 N3 C4 N3 2 3 60.4(10) no C2 N3 C4 N3 . 3 -58.3(8) no