A chain of fused <i>R</i>^2^~2~(10) and <i>R</i>^4^~6~(12) rings in the hydrogen-bonded structure of 1,4,8,11-tetraazacyclotetradecane–2,2'-biphenol (1/2)
Ferguson, George; Gregson, Richard M.; Glidewell, Christopher; Acta Crystallographica Section C 55 (1999) 815–817; doi:10.1107/S0108270199001833

data_2008519
_publ_section_title
;
 A chain of fused <i>R</i>^2^~2~(10) and <i>R</i>^4^~6~(12) rings in
 the hydrogen-bonded structure of
 1,4,8,11-tetraazacyclotetradecane--2,2'-biphenol (1/2)
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              815
_journal_page_last               817
_journal_paper_doi               10.1107/S0108270199001833
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          'C10 H26 N4 2+, 2C12 H9 O2 1-'
_chemical_formula_moiety         'C10 H26 N4, 2(C12 H9 O2)'
_chemical_formula_sum            'C34 H44 N4 O4'
_chemical_formula_weight         572.73
_chemical_name_systematic
;
1,4,8,11-Tetraazacyclotetradecane--2,2'-biphenol (1/2)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                110.845(8)
_cell_angle_beta                 99.069(12)
_cell_angle_gamma                92.998(9)
_cell_formula_units_Z            1
_cell_length_a                   7.3635(7)
_cell_length_b                   9.8643(10)
_cell_length_c                   11.4142(15)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294.0(10)
_cell_measurement_theta_max      17.58
_cell_measurement_theta_min      9.69
_cell_volume                     759.83(16)
_computing_cell_refinement       'SET4 and CELDIM in CAD-4-PC'
_computing_data_collection       'CAD-4-PC (Enraf-Nonius, 1992)'
_computing_data_reduction        'DATRD2 in NRCVAX96 (Gabe et al., 1989)'
_computing_molecular_graphics
'NRCVAX96, ORTEPII (Johnson, 1976) and PLATON (Spek, 1998)'
_computing_publication_material
'NRCVAX96, SHELXL97 and WordPerfect macro PREP8 (Ferguson, 1998)'
_computing_structure_refinement  'NRCVAX96 and SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SOLVER in NRCVAX96'
_diffrn_ambient_temperature      294.0(10)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3486
_diffrn_reflns_theta_full        27.41
_diffrn_reflns_theta_max         27.41
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        'no decay, variation 0.6%'
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.144
_refine_ls_extinction_coef       0.054(5)
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3486
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.074
_refine_ls_R_factor_gt           0.043
_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^)+(0.0534P)^2^+0.0479P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.111
_reflns_number_gt                2278
_reflns_number_total             3486
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sk1271.cif
_cod_data_source_block           9897
_cod_original_cell_volume        759.83(15)
_cod_database_code               2008519