#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/00/7150095.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_7150095
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 H27 N5 O3'
_chemical_formula_weight         361.45
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.797(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.324(4)
_cell_length_b                   17.781(9)
_cell_length_c                   13.033(5)
_cell_measurement_reflns_used    -
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      -
_cell_measurement_theta_min      -
_cell_volume                     1873.3(15)
_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      203(2)
_diffrn_detector_area_resol_mean -
_diffrn_measured_fraction_theta_full 0.860
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_device_type  'Bruker axs CCD 1000'
_diffrn_measurement_method       omega-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  0.0815
_diffrn_reflns_av_sigmaI/netI    0.1294
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6912
_diffrn_reflns_theta_full        25.08
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        -
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_number         -
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.030(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2857
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1343
_refine_ls_R_factor_gt           0.0706
_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)+(0.0761P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1572
_refine_ls_wR_factor_ref         0.1860
_reflns_number_gt                1663
_reflns_number_total             2857
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b413395a.txt
_cod_data_source_block           md1309t
_cod_original_cell_volume        1873.1(15)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7150095
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'
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
O2 O 0.8023(3) 0.20692(17) 0.79977(18) 0.0458(8) Uani 1 1 d . . .
O1 O 0.8198(3) 0.04699(16) 0.86063(19) 0.0440(8) Uani 1 1 d . . .
O3 O 1.2696(3) 0.09680(15) 0.84959(19) 0.0403(8) Uani 1 1 d . . .
N5 N 1.0905(4) 0.23355(18) 0.7266(2) 0.0367(8) Uani 1 1 d . . .
N2 N 0.8247(4) 0.1397(2) 0.5943(2) 0.0379(9) Uani 1 1 d . . .
N1 N 0.9190(4) 0.08986(19) 0.6384(2) 0.0393(9) Uani 1 1 d . . .
N3 N 0.7224(4) 0.1809(2) 0.5576(3) 0.0523(11) Uani 1 1 d . . .
N4 N 1.0667(4) -0.03522(18) 0.7769(2) 0.0386(9) Uani 1 1 d . . .
C15 C 1.2409(5) 0.2273(2) 0.8130(3) 0.0424(11) Uani 1 1 d . . .
H15A H 1.2586 0.2753 0.8512 0.051 Uiso 1 1 calc R . .
H15B H 1.3360 0.2189 0.7823 0.051 Uiso 1 1 calc R . .
C3 C 1.3230(5) 0.1354(3) 0.5760(3) 0.0411(11) Uani 1 1 d . . .
H3A H 1.3860 0.1765 0.5627 0.049 Uiso 1 1 calc R . .
C1 C 1.0798(4) 0.0856(2) 0.6177(2) 0.0323(10) Uani 1 1 d . . .
C2 C 1.1715(4) 0.1487(2) 0.6014(3) 0.0351(10) Uani 1 1 d . . .
C6 C 1.1436(5) 0.0129(2) 0.6224(3) 0.0365(10) Uani 1 1 d . . .
C4 C 1.3826(5) 0.0639(3) 0.5699(3) 0.0435(11) Uani 1 1 d . . .
H4A H 1.4819 0.0563 0.5489 0.052 Uiso 1 1 calc R . .
C13 C 0.9785(5) 0.2929(2) 0.7417(3) 0.0435(11) Uani 1 1 d . . .
H13A H 0.8951 0.3009 0.6755 0.052 Uiso 1 1 calc R . .
H13B H 1.0408 0.3398 0.7594 0.052 Uiso 1 1 calc R . .
C14 C 1.1220(4) 0.2278(2) 0.6215(3) 0.0368(10) Uani 1 1 d . . .
H14A H 1.2107 0.2627 0.6157 0.044 Uiso 1 1 calc R . .
H14B H 1.0222 0.2419 0.5683 0.044 Uiso 1 1 calc R . .
C5 C 1.2946(5) 0.0025(3) 0.5953(3) 0.0450(11) Uani 1 1 d . . .
H5A H 1.3375 -0.0463 0.5940 0.054 Uiso 1 1 calc R . .
C12 C 0.8927(5) 0.2743(2) 0.8284(3) 0.0446(11) Uani 1 1 d . . .
H12A H 0.9744 0.2676 0.8956 0.054 Uiso 1 1 calc R . .
H12B H 0.8179 0.3152 0.8365 0.054 Uiso 1 1 calc R . .
C9 C 0.7837(5) -0.0207(2) 0.8031(3) 0.0472(12) Uani 1 1 d . . .
H9A H 0.7442 -0.0096 0.7276 0.057 Uiso 1 1 calc R . .
H9B H 0.6966 -0.0481 0.8263 0.057 Uiso 1 1 calc R . .
C16 C 1.2348(5) 0.1649(2) 0.8911(3) 0.0455(11) Uani 1 1 d . . .
H16A H 1.3160 0.1748 0.9577 0.055 Uiso 1 1 calc R . .
H16B H 1.1247 0.1630 0.9057 0.055 Uiso 1 1 calc R . .
C10 C 0.6818(5) 0.0958(2) 0.8472(3) 0.0480(12) Uani 1 1 d . . .
H10A H 0.6069 0.0777 0.8895 0.058 Uiso 1 1 calc R . .
H10B H 0.6213 0.0961 0.7729 0.058 Uiso 1 1 calc R . .
C17 C 1.2569(5) 0.0347(2) 0.9146(3) 0.0429(11) Uani 1 1 d . . .
H17A H 1.1630 0.0415 0.9470 0.052 Uiso 1 1 calc R . .
H17B H 1.3578 0.0301 0.9711 0.052 Uiso 1 1 calc R . .
C11 C 0.7381(5) 0.1731(3) 0.8807(3) 0.0487(12) Uani 1 1 d . . .
H11A H 0.6452 0.2028 0.8927 0.058 Uiso 1 1 calc R . .
H11B H 0.8240 0.1713 0.9468 0.058 Uiso 1 1 calc R . .
C8 C 0.9388(5) -0.0680(2) 0.8216(3) 0.0472(12) Uani 1 1 d . . .
H8A H 0.9825 -0.0746 0.8978 0.057 Uiso 1 1 calc R . .
H8B H 0.9104 -0.1178 0.7905 0.057 Uiso 1 1 calc R . .
C18 C 1.2323(5) -0.0351(2) 0.8468(3) 0.0423(11) Uani 1 1 d . . .
H18A H 1.3152 -0.0367 0.8047 0.051 Uiso 1 1 calc R . .
H18B H 1.2467 -0.0799 0.8920 0.051 Uiso 1 1 calc R . .
C7 C 1.0587(5) -0.0499(2) 0.6663(3) 0.0436(11) Uani 1 1 d . . .
H7A H 0.9429 -0.0534 0.6268 0.052 Uiso 1 1 calc R . .
H7B H 1.1130 -0.0978 0.6590 0.052 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'
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'
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
C12 O2 C11 115.6(3) . . ?
C9 O1 C10 113.1(3) . . ?
C16 O3 C17 113.4(3) . . ?
C13 N5 C14 116.3(3) . . ?
C13 N5 C15 114.0(3) . . ?
C14 N5 C15 113.7(3) . . ?
N3 N2 N1 171.4(4) . . ?
N2 N1 C1 118.1(3) . . ?
C7 N4 C8 117.5(3) . . ?
C7 N4 C18 115.7(3) . . ?
C8 N4 C18 115.0(3) . . ?
N5 C15 C16 114.2(3) . . ?
C4 C3 C2 122.0(4) . . ?
C6 C1 C2 122.3(4) . . ?
C6 C1 N1 113.9(3) . . ?
C2 C1 N1 123.7(4) . . ?
C3 C2 C1 117.0(4) . . ?
C3 C2 C14 119.9(4) . . ?
C1 C2 C14 122.7(3) . . ?
C1 C6 C5 117.9(4) . . ?
C1 C6 C7 119.7(3) . . ?
C5 C6 C7 122.1(4) . . ?
C3 C4 C5 119.5(4) . . ?
N5 C13 C12 112.0(3) . . ?
N5 C14 C2 110.3(3) . . ?
C4 C5 C6 120.7(4) . . ?
O2 C12 C13 107.8(3) . . ?
O1 C9 C8 108.9(3) . . ?
O3 C16 C15 109.6(3) . . ?
O1 C10 C11 110.0(3) . . ?
O3 C17 C18 108.1(3) . . ?
O2 C11 C10 108.8(3) . . ?
N4 C8 C9 113.1(3) . . ?
N4 C18 C17 110.0(3) . . ?
N4 C7 C6 109.2(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
O2 C12 1.416(5) . ?
O2 C11 1.424(4) . ?
O1 C9 1.412(5) . ?
O1 C10 1.416(5) . ?
O3 C16 1.385(4) . ?
O3 C17 1.411(4) . ?
N5 C13 1.453(5) . ?
N5 C14 1.457(4) . ?
N5 C15 1.474(4) . ?
N2 N3 1.139(4) . ?
N2 N1 1.231(4) . ?
N1 C1 1.429(5) . ?
N4 C7 1.451(5) . ?
N4 C8 1.452(5) . ?
N4 C18 1.460(5) . ?
C15 C16 1.515(5) . ?
C3 C4 1.373(6) . ?
C3 C2 1.399(5) . ?
C1 C6 1.394(5) . ?
C1 C2 1.401(5) . ?
C2 C14 1.506(5) . ?
C6 C5 1.397(5) . ?
C6 C7 1.506(5) . ?
C4 C5 1.396(6) . ?
C13 C12 1.510(5) . ?
C9 C8 1.511(6) . ?
C10 C11 1.484(6) . ?
C17 C18 1.509(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21141328
