#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/00/7150093.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_7150093
loop_
_publ_author_name
'Tönshoff, Christina'
'Merz, Klaus'
'Bucher, Götz'
_publ_section_title
;
 Azidocryptands-synthesis, structure, and complexation properties.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              303
_journal_page_last               308
_journal_paper_doi               10.1039/b413395a
_journal_volume                  3
_journal_year                    2005
_chemical_formula_sum            'C18 H26 N5 O S2'
_chemical_formula_weight         392.56
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.75(2)
_cell_angle_beta                 101.706(16)
_cell_angle_gamma                103.15(2)
_cell_formula_units_Z            2
_cell_length_a                   8.321(7)
_cell_length_b                   9.079(7)
_cell_length_c                   14.321(12)
_cell_measurement_reflns_used    -
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      -
_cell_measurement_theta_min      -
_cell_volume                     995.6(14)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  'SHELXTL (Siemens, 1996)'
_computing_structure_refinement  'SHELXTL (Siemens, 1996)'
_computing_structure_solution    'SHELXTL (Siemens, 1996)'
_diffrn_ambient_temperature      213(2)
_diffrn_detector_area_resol_mean -
_diffrn_measured_fraction_theta_full 0.749
_diffrn_measured_fraction_theta_max 0.749
_diffrn_measurement_device_type  'Bruker axs CCD 1000'
_diffrn_measurement_method       phi-scan
_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  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3575
_diffrn_reflns_theta_full        25.11
_diffrn_reflns_theta_max         25.11
_diffrn_reflns_theta_min         2.39
_diffrn_standards_decay_%        -
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_number         -
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             418
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2649
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0533
_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/[σ²(Fo²)+(0.0674P)²+0.9510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1360
_refine_ls_wR_factor_ref         0.1444
_reflns_number_gt                2088
_reflns_number_total             2649
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b413395a.txt
_cod_data_source_block           md1326t
_cod_original_cell_volume        995.5(14)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7150093
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.42853(11) 0.79276(12) 0.57018(8) 0.0435(3) Uani 1 1 d . . .
S2 S 0.38351(14) 0.46362(14) 0.75666(9) 0.0568(4) Uani 1 1 d . . .
C1 C 0.9778(4) 0.9278(4) 0.8429(2) 0.0308(8) Uani 1 1 d . . .
N1 N 0.7977(4) 0.9098(3) 0.8283(2) 0.0352(7) Uani 1 1 d . . .
N4 N 0.8669(3) 0.9053(3) 0.6259(2) 0.0315(7) Uani 1 1 d . . .
N5 N 0.8276(4) 0.6047(3) 0.8742(2) 0.0352(7) Uani 1 1 d . . .
N2 N 0.7408(4) 1.0167(4) 0.8077(2) 0.0383(8) Uani 1 1 d . . .
C2 C 1.0488(4) 0.8549(4) 0.9110(2) 0.0343(8) Uani 1 1 d . . .
C14 C 0.9340(5) 0.7456(4) 0.9520(3) 0.0401(9) Uani 1 1 d . . .
H14A H 1.0040 0.7147 1.0042 0.048 Uiso 1 1 calc R . .
H14B H 0.8600 0.8003 0.9813 0.048 Uiso 1 1 calc R . .
C7 C 0.9934(4) 1.0459(4) 0.6963(3) 0.0360(9) Uani 1 1 d . . .
H7A H 0.9368 1.1270 0.7142 0.043 Uiso 1 1 calc R . .
H7B H 1.0818 1.0877 0.6651 0.043 Uiso 1 1 calc R . .
C8 C 0.7517(4) 0.9478(5) 0.5493(3) 0.0403(9) Uani 1 1 d . . .
H8A H 0.8109 0.9704 0.4991 0.048 Uiso 1 1 calc R . .
H8B H 0.7262 1.0437 0.5798 0.048 Uiso 1 1 calc R . .
C10 C 0.4847(4) 0.6533(4) 0.6371(3) 0.0371(9) Uani 1 1 d . . .
H10A H 0.4867 0.5586 0.5907 0.045 Uiso 1 1 calc R . .
H10B H 0.5985 0.6997 0.6832 0.045 Uiso 1 1 calc R . .
C5 C 1.2528(4) 1.0257(5) 0.8148(3) 0.0416(10) Uani 1 1 d . . .
H5A H 1.3217 1.0811 0.7816 0.050 Uiso 1 1 calc R . .
C9 C 0.5844(4) 0.8207(4) 0.4991(3) 0.0406(9) Uani 1 1 d . . .
H9A H 0.5629 0.7596 0.4341 0.049 Uiso 1 1 calc R . .
C3 C 1.2244(5) 0.8766(5) 0.9337(3) 0.0410(9) Uani 1 1 d . . .
H3A H 1.2745 0.8298 0.9803 0.049 Uiso 1 1 calc R . .
C12 C 0.5243(5) 0.5749(5) 0.8776(3) 0.0493(10) Uani 1 1 d . . .
H12A H 0.5596 0.6858 0.8783 0.059 Uiso 1 1 calc R . .
H12B H 0.4608 0.5658 0.9277 0.059 Uiso 1 1 calc R . .
C6 C 1.0754(4) 1.0046(4) 0.7887(3) 0.0330(8) Uani 1 1 d . . .
C13 C 0.6838(5) 0.5195(5) 0.9047(3) 0.0469(10) Uani 1 1 d . . .
H13A H 0.7173 0.5341 0.9764 0.056 Uiso 1 1 calc R . .
H13B H 0.6566 0.4073 0.8730 0.056 Uiso 1 1 calc R . .
C4 C 1.3275(5) 0.9661(5) 0.8887(3) 0.0442(10) Uani 1 1 d . . .
H4A H 1.4470 0.9861 0.9083 0.053 Uiso 1 1 calc R . .
C11 C 0.3526(5) 0.6126(5) 0.6931(3) 0.0520(11) Uani 1 1 d . . .
H11A H 0.2388 0.5756 0.6468 0.062 Uiso 1 1 calc R . .
H11B H 0.3567 0.7076 0.7417 0.062 Uiso 1 1 calc R . .
O1 O 0.9345(3) 0.6308(3) 0.69625(17) 0.0349(6) Uani 1 1 d . . .
C18 C 0.9494(4) 0.7904(4) 0.5826(2) 0.0339(8) Uani 1 1 d . . .
H18A H 1.0729 0.8297 0.6127 0.041 Uiso 1 1 calc R . .
H18B H 0.9305 0.7830 0.5118 0.041 Uiso 1 1 calc R . .
C17 C 0.8867(4) 0.6270(4) 0.5955(2) 0.0329(8) Uani 1 1 d . . .
H17A H 0.7620 0.5889 0.5705 0.039 Uiso 1 1 calc R . .
H17B H 0.9363 0.5551 0.5577 0.039 Uiso 1 1 calc R . .
N3 N 0.6703(4) 1.1060(4) 0.7906(3) 0.0544(10) Uani 1 1 d . . .
C16 C 0.8767(5) 0.4828(4) 0.7164(3) 0.0373(9) Uani 1 1 d . . .
H16B H 0.9310 0.4078 0.6856 0.045 Uiso 1 1 calc R . .
H16C H 0.7525 0.4408 0.6897 0.045 Uiso 1 1 calc R . .
C15 C 0.9243(5) 0.5085(4) 0.8273(3) 0.0395(9) Uani 1 1 d . . .
H15B H 0.9010 0.4069 0.8431 0.047 Uiso 1 1 calc R . .
H15C H 1.0470 0.5608 0.8538 0.047 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
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
C9 S1 C10 104.26(17) . . ?
C11 S2 C12 103.9(2) . . ?
C2 C1 C6 121.5(3) . . ?
C2 C1 N1 115.3(3) . . ?
C6 C1 N1 123.1(3) . . ?
N2 N1 C1 118.6(3) . . ?
C18 N4 C8 112.1(3) . . ?
C18 N4 C7 112.0(3) . . ?
C8 N4 C7 111.5(3) . . ?
C13 N5 C15 115.9(3) . . ?
C13 N5 C14 111.9(3) . . ?
C15 N5 C14 114.6(3) . . ?
N3 N2 N1 171.7(4) . . ?
C3 C2 C1 118.3(3) . . ?
C3 C2 C14 121.6(3) . . ?
C1 C2 C14 119.9(3) . . ?
N5 C14 C2 111.1(3) . . ?
N4 C7 C6 110.2(3) . . ?
N4 C8 C9 113.6(3) . . ?
C11 C10 S1 108.2(3) . . ?
C4 C5 C6 120.9(4) . . ?
C8 C9 S1 116.9(3) . . ?
C2 C3 C4 121.3(3) . . ?
C13 C12 S2 113.0(3) . . ?
C1 C6 C5 117.9(3) . . ?
C1 C6 C7 122.0(3) . . ?
C5 C6 C7 119.6(3) . . ?
N5 C13 C12 112.3(3) . . ?
C5 C4 C3 119.4(3) . . ?
C10 C11 S2 113.2(3) . . ?
C17 O1 C16 113.9(3) . . ?
N4 C18 C17 114.9(3) . . ?
O1 C17 C18 109.7(3) . . ?
O1 C16 C15 107.6(3) . . ?
N5 C15 C16 111.3(3) . . ?
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
S1 C9 1.810(4) . ?
S1 C10 1.823(4) . ?
S2 C11 1.814(4) . ?
S2 C12 1.821(4) . ?
C1 C2 1.396(5) . ?
C1 C6 1.402(5) . ?
C1 N1 1.436(4) . ?
N1 N2 1.234(4) . ?
N4 C18 1.476(4) . ?
N4 C8 1.477(4) . ?
N4 C7 1.479(4) . ?
N5 C13 1.466(5) . ?
N5 C15 1.470(5) . ?
N5 C14 1.472(5) . ?
N2 N3 1.140(4) . ?
C2 C3 1.389(5) . ?
C2 C14 1.509(5) . ?
C7 C6 1.520(5) . ?
C8 C9 1.520(5) . ?
C10 C11 1.511(5) . ?
C5 C4 1.386(5) . ?
C5 C6 1.404(5) . ?
C3 C4 1.390(5) . ?
C12 C13 1.529(5) . ?
O1 C17 1.408(4) . ?
O1 C16 1.428(4) . ?
C18 C17 1.518(5) . ?
C16 C15 1.512(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9328712
