 
data_zal19 
 
_audit_creation_method            'manual editing of SHELXL-97 .cif file'
_chemical_name_systematic 
'1-ammonium-3,5,7-triazatricyclo[3.3.1.1^3,7^]decane chlorate(VII)'
_chemical_name_common             
 'Urotropinium perchlorate'
_chemical_formula_moiety          
 'C6 H13 N4 1+, Cl1 O4 1-'
_chemical_formula_sum 
 'C6 H13 Cl N4 O4' 
_chemical_formula_weight          239.65 
 
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' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    'Pnma' 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, -y, z+1/2' 
 '-x, y+1/2, -z' 
 'x+1/2, -y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, y, -z-1/2' 
 'x, -y-1/2, z' 
 '-x-1/2, y-1/2, z-1/2' 
 
_cell_length_a                    9.688(2) 
_cell_length_b                    9.277(2) 
_cell_length_c                    10.869(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      976.9(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     3267 
_cell_measurement_theta_min       2 
_cell_measurement_theta_max       25 
 
_exptl_crystal_description        'sphere' 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_rad           0.47
_exptl_crystal_size_max           0.50 
_exptl_crystal_size_mid           0.47 
_exptl_crystal_size_min           0.43 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.629 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              500 
_exptl_absorpt_coefficient_mu     0.394 
_exptl_absorpt_correction_type    numerical 
_exptl_absorpt_process_details    
;X-RED. STOE & Cie (1999)
;
_exptl_absorpt_correction_T_min   0.821 
_exptl_absorpt_correction_T_max   0.850 
 
_exptl_special_details 
; 
 ? 
; 

#========================================================================== 
#
# EXPERIMENTAL DATA
 
_diffrn_ambient_temperature       293(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   'Kuma KM-4 CCD' 
_diffrn_measurement_method        ω
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          52 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   4 
_diffrn_standards_decay_%         0.79 
_diffrn_reflns_number             16365 
_diffrn_reflns_av_R_equivalents   0.4277 
_diffrn_reflns_av_sigmaI/netI     0.1027 
_diffrn_reflns_limit_h_min        -13 
_diffrn_reflns_limit_h_max        14 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -15 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          2.82 
_diffrn_reflns_theta_max          31.27 
_reflns_number_total              1588 
_reflns_number_gt                 1425 
_reflns_threshold_expression      I>2σ(I) 
 
#========================================================================== 
#
# REFINEMENT DATA
 
_computing_data_collection        'CrysAlis CCD  1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement        'CrysAlis RED  1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction         'CrysAlis RED  1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990a)' 
_computing_structure_refinement   'SHELXL97 (Sheldrick, 1997)' 
_computing_molecular_graphics     
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W version 1.062 (Farrugia 1997)
;
_computing_publication_material   'SHELXL97 (Sheldrick, 1997)' 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    direct  
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          1588 
_refine_ls_number_parameters      79 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.2146 
_refine_ls_R_factor_gt            0.2060 
_refine_ls_wR_factor_ref          0.5686 
_refine_ls_wR_factor_gt           0.5659 
_refine_ls_goodness_of_fit_ref    2.311 
_refine_ls_restrained_S_all       2.311 
_refine_ls_shift/su_max           0.000 
_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_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Cl1 Cl 0.88048(19) 0.7500 0.61680(18) 0.0479(10) Uani 1 d S . . 
O1 O 0.7626(8) 0.7500 0.6973(7) 0.067(2) Uani 1 d S . . 
O2 O 0.9649(9) 0.8727(9) 0.6410(9) 0.118(4) Uani 1 d . . . 
O3 O 0.8379(11) 0.7500 0.4932(9) 0.147(8) Uani 1 d S . . 
N1 N 1.2471(7) 0.7500 0.5335(7) 0.0479(18) Uani 1 d S . . 
C1 C 1.3363(15) 0.8852(13) 0.5318(8) 0.096(4) Uani 1 d . . . 
H1A H 1.2784 0.9705 0.5298 0.115 Uiso 1 calc R . . 
H1B H 1.3932 0.8892 0.6052 0.115 Uiso 1 calc R . . 
N2 N 1.4222(13) 0.8799(12) 0.4237(8) 0.112(5) Uani 1 d . . . 
C2 C 1.3387(12) 0.8763(7) 0.3137(8) 0.077(3) Uani 1 d . . . 
H2A H 1.3984 0.8767 0.2421 0.092 Uiso 1 calc R . . 
H2B H 1.2816 0.9621 0.3105 0.092 Uiso 1 calc R . . 
N3 N 1.2516(8) 0.7500 0.3103(9) 0.062(3) Uani 1 d S . . 
C3 C 1.1633(9) 0.7500 0.4206(10) 0.102(6) Uani 1 d S . . 
H3A H 1.1045 0.8346 0.4197 0.122 Uiso 0.50 calc PR . . 
H3B H 1.1045 0.6654 0.4197 0.122 Uiso 0.50 calc PR . . 
C4 C 1.5050(14) 0.7500 0.4306(17) 0.138(11) Uani 1 d S . . 
H4A H 1.5712 0.7500 0.3636 0.166 Uiso 1 calc SR . . 
H4B H 1.5563 0.7500 0.5073 0.166 Uiso 1 calc SR . . 
 
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 
Cl1 0.0346(12) 0.0668(17) 0.0423(13) 0.000 0.0005(6) 0.000 
O1 0.054(4) 0.093(6) 0.054(4) 0.000 0.026(3) 0.000 
O2 0.083(4) 0.076(4) 0.194(10) -0.018(5) 0.054(6) -0.028(4) 
O3 0.059(5) 0.34(2) 0.044(4) 0.000 -0.009(4) 0.000 
N1 0.031(3) 0.075(5) 0.037(3) 0.000 0.000(2) 0.000 
C1 0.149(10) 0.086(7) 0.053(4) -0.009(4) 0.024(5) -0.056(7) 
N2 0.141(9) 0.136(9) 0.059(4) 0.004(5) 0.010(5) -0.105(8) 
C2 0.141(8) 0.033(3) 0.056(4) 0.001(3) 0.037(5) -0.001(4) 
N3 0.038(4) 0.100(7) 0.049(4) 0.000 0.001(3) 0.000 
C3 0.025(3) 0.240(19) 0.040(4) 0.000 -0.008(3) 0.000 
C4 0.039(5) 0.30(3) 0.073(8) 0.000 -0.017(6) 0.000 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Cl1 O3 1.405(9) . n 
Cl1 O2 1.426(7) . n 
Cl1 O2 1.426(7) 7_575 n 
Cl1 O1 1.439(7) . n 
N1 C3 1.471(11) . n 
N1 C1 1.523(10) . n 
N1 C1 1.523(10) 7_575 n 
C1 N2 1.440(13) . n 
C1 H1A 0.9700 . n 
C1 H1B 0.9700 . n 
N2 C2 1.444(14) . n 
N2 C4 1.450(15) . n 
C2 N3 1.445(9) . n 
C2 H2A 0.9700 . n 
C2 H2B 0.9700 . n 
N3 C2 1.445(9) 7_575 n 
N3 C3 1.473(13) . n 
C3 H3A 0.9700 . n 
C3 H3B 0.9700 . n 
C4 N2 1.450(15) 7_575 n 
C4 H4A 0.9700 . n 
C4 H4B 0.9700 . n 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O3 Cl1 O2 110.2(5) . . n 
O3 Cl1 O2 110.2(5) . 7_575 n 
O2 Cl1 O2 106.0(8) . 7_575 n 
O3 Cl1 O1 110.4(6) . . n 
O2 Cl1 O1 110.0(4) . . n 
O2 Cl1 O1 110.0(4) 7_575 . n 
C3 N1 C1 107.6(6) . . n 
C3 N1 C1 107.6(6) . 7_575 n 
C1 N1 C1 110.9(13) . 7_575 n 
N2 C1 N1 108.0(8) . . n 
N2 C1 H1A 110.1 . . n 
N1 C1 H1A 110.1 . . n 
N2 C1 H1B 110.1 . . n 
N1 C1 H1B 110.1 . . n 
H1A C1 H1B 108.4 . . n 
C1 N2 C2 110.6(10) . . n 
C1 N2 C4 107.8(11) . . n 
C2 N2 C4 109.5(10) . . n 
N2 C2 N3 111.6(6) . . n 
N2 C2 H2A 109.3 . . n 
N3 C2 H2A 109.3 . . n 
N2 C2 H2B 109.3 . . n 
N3 C2 H2B 109.3 . . n 
H2A C2 H2B 108.0 . . n 
C2 N3 C2 108.4(9) . 7_575 n 
C2 N3 C3 108.5(5) . . n 
C2 N3 C3 108.5(5) 7_575 . n 
N1 C3 N3 111.0(7) . . n 
N1 C3 H3A 109.4 . . n 
N3 C3 H3A 109.4 . . n 
N1 C3 H3B 109.4 . . n 
N3 C3 H3B 109.4 . . n 
H3A C3 H3B 108.0 . . n 
N2 C4 N2 112.5(9) 7_575 . n 
N2 C4 H4A 109.1 7_575 . n 
N2 C4 H4A 109.1 . . n 
N2 C4 H4B 109.1 7_575 . n 
N2 C4 H4B 109.1 . . n 
H4A C4 H4B 107.8 . . n 
 
_diffrn_measured_fraction_theta_max    0.866 
_diffrn_reflns_theta_full              31.27 
_diffrn_measured_fraction_theta_full   0.866 
_refine_diff_density_max    0.572 
_refine_diff_density_min   -1.368 
_refine_diff_density_rms    0.209 
