C-Functionalized chiral dioxocyclam and cyclam derivatives with 1,2,3-triazole units: synthesis, complexation properties and crystal structures of copper(ii) complexes
Felten, A.-S.; Petry, N.; Henry, B.; Pellegrini-Moïse, N.; Selmeczi, K.; New J. Chem. 40 (2016) 1507–; doi:10.1039/C5NJ01927C

data_7055187
_publ_section_title
;
 C-Functionalized chiral dioxocyclam and cyclam derivatives with
 1,2,3-triazole units: synthesis, complexation properties and crystal
 structures of copper(ii) complexes
;
_journal_issue                   2
_journal_name_full               'New J. Chem.'
_journal_page_first              1507
_journal_paper_doi               10.1039/C5NJ01927C
_journal_volume                  40
_journal_year                    2016
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C23 H30 Cu N10 O2'
_chemical_formula_sum            'C23 H30 Cu N10 O2'
_chemical_formula_weight         542.11
_chemical_name_common            '[Cu(anti-23)]'
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2015-11-05 deposited with the CCDC.
2015-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   24.1919(6)
_cell_length_b                   24.1919(6)
_cell_length_c                   12.7495(2)
_cell_measurement_reflns_used    24444
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.4390
_cell_measurement_theta_min      3.330
_cell_volume                     6462.0(2)
_computing_cell_refinement       'CrysAlisPRO Oxford Diffraction'
_computing_data_collection       'CrysAlisPRO Oxford Diffraction'
_computing_data_reduction        'CrysAlisPRO Oxford Diffraction'
_computing_molecular_graphics    'CCDC Mercury'
_computing_publication_material  'CCDC Mercury'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4508
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_laue_measured_fraction_full 0.999
_diffrn_reflns_laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            52499
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.917
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2547
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: MeOH/MeCN'
_exptl_crystal_size_max          0.269
_exptl_crystal_size_mid          0.226
_exptl_crystal_size_min          0.096
_platon_squeeze_details
;
TITL shelxt_b.res in R3
CELL   24.1919   24.1919   12.7495     90.00     90.00    120.00
SPGR R3
C101 1.000 1.002 0.313 !       5.08 eA-3
C102 0.904 0.059 0.130 !       3.47 eA-3
C103 0.529 0.719 0.547 !       2.01 eA-3
C104 0.008 0.025 0.215 !       1.92 eA-3
C105 1.000 1.004 0.797 !       1.70 eA-3
C106 0.030 0.009 0.956 !       1.59 eA-3
C107 0.859 0.429 0.375 !       1.54 eA-3
C108 1.000 0.996 0.047 !       1.18 eA-3
C109 0.189 0.445 0.642 !       1.17 eA-3
C110 0.264 0.734 0.606 !       1.14 eA-3
C111 0.655 0.307 0.472 !       1.04 eA-3
C112 0.336 0.673 0.561 !       0.96 eA-3
C113 0.226 0.425 0.676 !       0.94 eA-3
C114 0.718 0.353 0.392 !       0.91 eA-3
C115 0.155 0.055 0.007 !       0.91 eA-3
C116 0.575 0.789 0.722 !       0.87 eA-3
C117 0.248 0.431 0.720 !       0.84 eA-3
C118 0.224 0.117 0.969 !       0.82 eA-3
C119 0.640 0.412 0.263 !       0.75 eA-3
Q120 0.549 0.483 0.245 !       0.73 eA-3
C121 0.446 0.666 0.548 !       0.68 eA-3
C122 0.112 0.064 0.072 !       0.57 eA-3
C123 0.774 0.392 0.405 !       0.57 eA-3
C124 0.437 0.721 0.686 !       0.56 eA-3
C125 0.595 0.425 0.141 !       0.56 eA-3
The electron count of SQUEEZE and void shapes agree with one MeCN 
and one MeOH molecule per formula unit.
;
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 2887 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         6598
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0427P)^2^+5.6117P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0768
_reflns_Friedel_coverage         0.996
_reflns_friedel_fraction_full    0.998
_reflns_friedel_fraction_max     0.995
_reflns_number_gt                6163
_reflns_number_total             6598
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5nj01927c2.cif
_cod_data_source_block           platon_sq
_cod_depositor_comments
'Adding full bibliography for 7055187--7055188.cif.'
_cod_original_cell_volume        6461.9(3)
_cod_database_code               7055187
_shelxl_version_number           2014-3
_shelx_res_checksum              4881
_shelx_fab_checksum              3363
_platon_squeeze_void_probe_radius 1.20