Crystal structure of the 1,3,6,8-tetraazatricyclo[4.3.1.1^3,8^]undecane (TATU)–4-nitrophenol (1/2) adduct: the role of anomeric effect in the formation of a second hydrogen-bond interaction
Rivera, Augusto; Osorio, Héctor Jairo; Uribe, Juan Manuel; Ríos-Motta, Jaime; Bolte, Michael; Acta Crystallographica Section E 71 (2015) 1356–1360; doi:10.1107/S2056989015019659

data_2241251
_publ_section_title
;
 Crystal structure of the 1,3,6,8-tetraazatricyclo[4.3.1.1^3,8^]undecane
 (TATU)--4-nitrophenol (1/2) adduct: the role of anomeric effect in the
 formation of a second hydrogen-bond interaction
;
_journal_coeditor_code           SJ5479
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1356
_journal_page_last               1360
_journal_paper_doi               10.1107/S2056989015019659
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C7 H14 N4, 2C6 H5 N O3'
_chemical_formula_moiety         'C7 H14 N4, 2(C6 H5 N O3)'
_chemical_formula_sum            'C19 H24 N6 O6'
_chemical_formula_weight         432.44
_chemical_name_systematic
;
1,3,6,8-tetraazatricyclo[4.3.1.1^3,8^]dodecane;
4-nitrophenol
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 94.252(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.8818(2)
_cell_length_b                   11.9426(4)
_cell_length_c                   28.7820(13)
_cell_measurement_reflns_used    38374
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.9
_cell_volume                     2016.20(13)
_computing_cell_refinement
;
X-AREA (Stoe & Cie, 2001)
;
_computing_data_collection
;
X-AREA (Stoe & Cie, 2001)
;
_computing_data_reduction
;
X-AREA (Stoe & Cie, 2001)
;
_computing_molecular_graphics
;
XP in SHELXTL-Plus (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Stoe IPDS II two-circle'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            32192
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.049
_diffrn_reflns_theta_min         1.847
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(X-AREA; Stoe & Cie, 2001)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.260
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.180
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         4379
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+0.6818P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1014
_reflns_number_gt                4086
_reflns_number_total             4379
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            sj5479sup1.cif
_cod_data_source_block           I
_cod_database_code               2241251
_cod_database_fobs_code          2241251
_shelx_estimated_absorpt_t_min   0.969
_shelx_estimated_absorpt_t_max   0.972
_shelx_hkl_checksum              13609
_shelx_res_checksum              60938
_shelxl_version_number           2014/6