Copper(ii)-benzotriazole coordination compounds in click chemistry: a diagnostic reactivity study.
Loukopoulos, Edward; Abdul-Sada, Alaa; Csire, Gizella; Kállay, Csilla; Brookfield, Adam; Tizzard, Graham J.; Coles, Simon J.; Lykakis, Ioannis N.; Kostakis, George E.; Dalton transactions (Cambridge, England : 2003) 47 (2018) 10491–10508; doi:10.1039/c8dt01256c

data_7046191
_publ_section_title
;
 Copper(ii)-benzotriazole coordination compounds in click chemistry: a
 diagnostic reactivity study.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10491
_journal_page_last               10508
_journal_paper_doi               10.1039/c8dt01256c
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C44 H36 Cu N8, 2(C F3 O3 S)'
_chemical_formula_sum            'C46 H36 Cu F6 N8 O6 S2'
_chemical_formula_weight         1038.49
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-11-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-03-22 deposited with the CCDC.
2018-05-01 downloaded from the CCDC.
;
_cell_angle_alpha                115.102(6)
_cell_angle_beta                 104.812(6)
_cell_angle_gamma                93.484(5)
_cell_formula_units_Z            1
_cell_length_a                   9.0686(6)
_cell_length_b                   11.2199(6)
_cell_length_c                   12.0883(8)
_cell_measurement_reflns_used    2396
_cell_measurement_temperature    173
_cell_measurement_theta_max      70.8790
_cell_measurement_theta_min      4.2110
_cell_volume                     1056.48(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.44a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.44a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.44a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1033
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     12.00  90.00   1.00    2.00    --   36.63  77.00 -90.00   78
  2  \w     39.00  93.00   1.00    2.00    --   36.63 178.00 -90.00   54
  3  \w     36.00 109.00   1.00    2.00    --   36.63 178.00-180.00   73
  4  \w     13.00 103.00   1.00    2.00    --   36.63  77.00   0.00   90
  5  \w    100.00 151.00   1.00    5.35    --  107.00  61.00  30.00   51
  6  \w     40.00 120.00   1.00    5.35    --  107.00 -45.00 -30.00   80
  7  \w     74.00 121.00   1.00    5.35    --  107.00 -92.00-153.62   47
  8  \w     53.00 126.00   1.00    5.35    --  107.00 -92.00 -14.83   73
  9  \w     59.00 113.00   1.00    5.35    --  107.00 -93.00 122.07   54
 10  \w     46.00  76.00   1.00    2.00    --   36.63 -99.00 150.00   30
 11  \w     38.00 172.00   1.00    5.35    --  107.00   0.00   0.00  134
 12  \w     43.00 123.00   1.00    5.35    --  107.00 -45.00-120.00   80
 13  \w     39.00 122.00   1.00    5.35    --  107.00 -45.00  60.00   83
 14  \w     40.00 124.00   1.00    5.35    --  107.00 -45.00 150.00   84
 15  \w    -24.00  19.00   1.00    2.00    --   36.63 -99.00 150.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1492474000
_diffrn_orient_matrix_UB_12      -0.0077593000
_diffrn_orient_matrix_UB_13      -0.1006374000
_diffrn_orient_matrix_UB_21      0.0771805000
_diffrn_orient_matrix_UB_22      0.1259654000
_diffrn_orient_matrix_UB_23      -0.0003295000
_diffrn_orient_matrix_UB_31      0.0619988000
_diffrn_orient_matrix_UB_32      -0.0891947000
_diffrn_orient_matrix_UB_33      -0.1086484000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_av_unetI/netI     0.0976
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5327
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.133
_diffrn_reflns_theta_min         4.250
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.439
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.44a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_description       block
_exptl_crystal_F_000             531
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.065
_refine_diff_density_min         -0.812
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         3844
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0682
_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^)+(0.1150P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.1948
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2966
_reflns_number_total             3844
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt01256c2.cif
_cod_data_source_block           el1145hex
_cod_depositor_comments
'Adding full bibliography for 7046189--7046200.cif.'
_cod_original_cell_volume        1056.48(13)
_cod_database_code               7046191
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C45H45N10CuCl2O8
_shelx_estimated_absorpt_t_max   0.726
_shelx_estimated_absorpt_t_min   0.616
_reflns_odcompleteness_completeness 97.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 H22-H3_$1
 2.02 with sigma of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C8(H8A,H8B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C22(H22), C20(H20), C6(H6), C3(H3), C4(H4), C17(H17), C13(H13),
 C5(H5), C10(H10), C11(H11), C19(H19), C18(H18), C12(H12)
;
_shelx_res_checksum              29206
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 7.966
_oxdiff_exptl_absorpt_empirical_full_min 0.555