Anion Binding to Azamacrocycles: Synthesis and X-ray Crystal Structures of Halide Adducts of [12]aneN~4~ and [18]aneN~6~
Warden, Andrew C.; Warren, Mark; Spiccia, Leone; Hearn, Milton T. W.; New Journal of Chemistry 28 (2004) 1160–1167; doi:10.1039/B401841A

data_7050317
_publ_section_title
;
 Anion Binding to Azamacrocycles: Synthesis and
 X-ray Crystal Structures of Halide Adducts of [12]aneN~4~ and [18]aneN~6~
;
_journal_issue                   9
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1160
_journal_page_last               1167
_journal_paper_doi               10.1039/B401841A
_journal_volume                  28
_journal_year                    2004
_chemical_formula_sum            'C8 H28 Br4 N4 O2'
_chemical_formula_weight         531.98
_chemical_name_common
1,4,7,10-tetraazacyclododecane-dihydrogenbromide-dihydrate
_chemical_name_systematic
;
1,4,7,10-tetraazacyclododecane-dihydrogenbromide-dihydrate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2004-01-29T03:20:31-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 94.87(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9596(4)
_cell_length_b                   8.8949(2)
_cell_length_c                   11.6793(3)
_cell_measurement_temperature    123(2)
_cell_volume                     1755.51(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.987
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1441
_diffrn_reflns_av_unetI/netI     0.0879
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10500
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.84
_diffrn_reflns_theta_min         4.08
_exptl_absorpt_coefficient_mu    9.172
_exptl_absorpt_correction_type   `none'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_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.
;
_refine_diff_density_max         1.409
_refine_diff_density_min         -1.496
_refine_diff_density_rms         0.252
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.98
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2071
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.98
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.109
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0618P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1134
_refine_special_details
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_reflns_number_gt                1510
_reflns_number_total             2071
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b401841a.txt
_cod_data_source_block           c92b2
_cod_depositor_comments
;
 Merging entry with the original data file.

 Antanas Vaitkus,
 2017-01-23

The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7050317