Reductive cleavage of <i>N</i>,<i>N</i>'-di-<i>tert</i>-butylcarbodiimide generates <i>tert</i>-butylcyanamide ligands, (Me~3~CNCN)^{-^}, that bind potassium both end-on and side-on in the same single crystal
Chung, Amanda B.; Ziller, Joseph W.; Evans, William J.; Acta Crystallographica Section E 76 (2020) 1047–1050; doi:10.1107/S205698902000732X

data_2243429
_publ_section_title
;
 Reductive cleavage of <i>N</i>,<i>N</i>'-di-<i>tert</i>-butylcarbodiimide
 generates <i>tert</i>-butylcyanamide ligands, (Me~3~CNCN)^{-^}, that bind
 potassium both end-on and side-on in the same single crystal
;
_journal_coeditor_code           MW2161
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1047
_journal_page_last               1050
_journal_paper_doi               10.1107/S205698902000732X
_journal_volume                  76
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_iupac
;
[K (C5 H9 N2) (C12 H24 O6)], [K (C5 H9 N2) (C12 H24 O6 (H2 O1)], C9 H20 N2 O1
;
_chemical_formula_moiety
'C17 H33 K1 N2 O6, C17 H35 K1 N2 O7, C9 H20 N2 O1'
_chemical_formula_sum            'C43 H88 K2 N6 O14'
_chemical_formula_weight         991.39
_chemical_name_systematic
'Aqua(<i>tert</i>-butylcyanamidato)(1,4,7,10,13,16-hexaoxacyclooctadecane)potassium(I)--(<i>tert</i>-butylcyanamidato)(1,4,7,10,13,16-hexaoxacyclooctadecane)potassium(I)--<i>N</i>,<i>N</i>'-di-<i>tert</i>-butylcarbodiimide (1/1/1)'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.1326(10)
_cell_length_b                   8.5470(4)
_cell_length_c                   29.9188(14)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    88(2)
_cell_measurement_theta_max      26.21
_cell_measurement_theta_min      2.36
_cell_volume                     5403.9(4)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008),
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008), publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL2014/7</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXTL (Sheldrick, 2008)
;
_diffrn_ambient_temperature      88(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            42763
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         26.392
_diffrn_reflns_theta_min         1.361
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.238
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2014)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_method    not_measured
_exptl_crystal_description       prism
_exptl_crystal_F_000             2152
_exptl_crystal_size_max          0.474
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.143
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.189
_refine_ls_abs_structure_details
;
 Flack <i>x</i> determined using 3971 quotients
 [(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.015(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     614
_refine_ls_number_reflns         11018
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0326
_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^)+(0.0299P)^2^+0.3001P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0606
_refine_ls_wR_factor_ref         0.0649
_reflns_number_gt                9556
_reflns_number_total             11018
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            mw2161sup1.cif
_cod_data_source_block           I
_cod_database_code               2243429
_shelx_estimated_absorpt_t_min   0.895
_shelx_estimated_absorpt_t_max   0.967
_shelx_hkl_checksum              63374
_shelx_res_checksum              27142
_cod_database_fobs_code 2243429