A direct method for the N-tetraalkylation of azamacrocycles
Counsell, Andrew J.; Jones, Angus T.; Todd, Matthew H.; Rutledge, Peter J.; Beilstein Journal of Organic Chemistry 12 (2016) 2457–; doi:10.3762/bjoc.12.239

data_4032066
_publ_section_title
;
 A direct method for the N-tetraalkylation of azamacrocycles
;
_journal_name_full               'Beilstein Journal of Organic Chemistry'
_journal_page_first              2457
_journal_paper_doi               10.3762/bjoc.12.239
_journal_volume                  12
_journal_year                    2016
_chemical_formula_moiety         'C22 H34 N4, 2(Cl O4)'
_chemical_formula_sum            'C22 H34 Cl2 N4 O8'
_chemical_formula_weight         553.43
_chemical_name_systematic
'1,4,8,11-tetra(prop-2-yn-1-yl)-1,4,8,11-tetraazacyclotetradecane-1,8-diium perchlorate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
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_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
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_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
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_diffrn_ambient_environment      N~2~
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_diffrn_measurement_method       '\w scans'
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_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 1.000
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_diffrn_source                   'sealed X-ray tube'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_description       prism
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_refine_diff_density_rms         0.050
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         2646
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0343
_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^)+(0.0474P)^2^+0.5288P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0909
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2352
_reflns_number_total             2646
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            1860-5397-12-239-S2.cif
_cod_data_source_block           pjr14ajcs011
_cod_database_code               4032066
_shelx_shelxl_version_number     2016/4
_shelx_res_checksum              3715
_shelx_hkl_checksum              62493