N,N′-Dimethylene-2,2′-biimidazole—A Mimic of Carboxylate for the Formation of Complexes with Copper(I) And the Anion Directed Formation of a Solvent Pocket
Ferguson, Jayne L.; Fitchett, Christopher M.; Crystal Growth & Design 15 (2015) 1280–; doi:10.1021/cg5016803

data_4512662
_publ_section_title
;
 N,N&#x2032;-Dimethylene-2,2&#x2032;-biimidazole---A Mimic of Carboxylate
 for the Formation of Complexes with Copper(I) And the Anion Directed
 Formation of a Solvent Pocket
;
_journal_issue                   3
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              1280
_journal_paper_doi               10.1021/cg5016803
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C24 H24 Cu2 N12, 2(Cl O4), C2 H3 N'
_chemical_formula_sum            'C26 H27 Cl2 Cu2 N13 O8'
_chemical_formula_weight         847.59
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-07-14
_audit_creation_method
;
  Olex2 1.2-beta
  (compiled 2013.04.25 svn.r2679, GUI svn.r4466)
;
_cell_angle_alpha                111.278(4)
_cell_angle_beta                 95.599(4)
_cell_angle_gamma                110.426(4)
_cell_formula_units_Z            2
_cell_length_a                   11.2261(5)
_cell_length_b                   11.5771(5)
_cell_length_c                   14.3370(7)
_cell_measurement_reflns_used    13629
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      73.7871
_cell_measurement_theta_min      3.4201
_cell_volume                     1572.58(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -45.00    3.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063   37.0000  150.0000 48

  2 omega -122.00   12.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063    0.0000  120.0000 134

  3 omega  -49.00   11.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063   37.0000  -30.0000 60

  4 omega   28.00   90.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       39.9063 -125.0000   60.0000 62

  5 omega   29.00   83.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       39.9063 -125.0000 -120.0000 54

  6 omega   61.00  121.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801 -125.0000  -60.0000 60

  7 omega   55.00   91.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000   30.0000 36

  8 omega   29.00  133.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -77.0000  -60.0000 104

  9 omega   82.00  108.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -94.0000   30.0000 26

 10 omega   80.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   30.0000    0.0000 98

 11 omega   31.00   81.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000   90.0000 50

 12 omega  153.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   30.0000   90.0000 25

 13 omega  138.00  176.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  125.0000 -120.0000 38

 14 omega   33.00   98.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000    0.0000 65

 15 omega   27.00   86.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -94.0000 -150.0000 59

 16 omega   32.00   78.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000 -180.0000 46

 17 omega   46.00   79.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000  -60.0000 33

 18 omega  105.00  177.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   45.0000   60.0000 72

 19 omega   56.00   94.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -94.0000  150.0000 38

 20 omega -119.00   -6.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -77.0000    0.0000 113

 21 omega -119.00   -6.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -77.0000   90.0000 113

 22 omega   10.00  114.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       39.9063   57.0000  -90.0000 104

 23 omega   10.00  114.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       39.9063   57.0000 -180.0000 104

 24 omega    1.00   82.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       39.9063  -99.0000 -150.0000 81

 25 omega   80.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   45.0000  120.0000 98

 26 omega   46.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   15.0000 -120.0000 132

 27 omega   76.00  151.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   70.0000   35.0000 75

 28 omega   74.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   77.0000  -90.0000 104
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0645580000
_diffrn_orient_matrix_UB_12      -0.0383279000
_diffrn_orient_matrix_UB_13      0.0807200000
_diffrn_orient_matrix_UB_21      -0.1275512000
_diffrn_orient_matrix_UB_22      0.0020234000
_diffrn_orient_matrix_UB_23      -0.0483762000
_diffrn_orient_matrix_UB_31      -0.0502058000
_diffrn_orient_matrix_UB_32      -0.1521530000
_diffrn_orient_matrix_UB_33      -0.0733485000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17185
_diffrn_reflns_theta_full        69.99
_diffrn_reflns_theta_max         69.99
_diffrn_reflns_theta_min         3.42
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.873
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57505
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.957
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         5927
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0388P)^2^+1.7291P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0755
_refine_ls_wR_factor_ref         0.0762
_reflns_number_gt                5718
_reflns_number_total             5927
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5016803_si_002.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 4512656--4512665.cif.'
_cod_original_cell_volume        1572.57(15)
_cod_database_code               4512662
_chemical_oxdiff_formula         C24H24N12Cu2Cl2O8F6
_reflns_odcompleteness_completeness 99.84
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C11(H11A,H11B), C6(H6A,H6B), C1A(H1AA,H1AB), C1C(H1CA,H1CB),
 C1D(H1DA,H1DB)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C19(H19), C7(H7), C9(H9), C10(H10), C2(H2), C5(H5),
 C16(H16), C17(H17), C12(H12), C1B(H1BA)
2.c Idealised Me refined as rotating group:
 C1F(H1FA,H1FB,H1FC)
;