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_4512657
_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
'0.5(C32 H32 Cl2 Cu2 N16 O8), Cl O4, 0.25(C6 H6), 1.25(C2 H3 N)'
_chemical_formula_sum            'C20 H21.25 Cl2 Cu N9.25 O8'
_chemical_formula_weight         653.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-09-17
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90
_cell_angle_beta                 107.597(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.8116(5)
_cell_length_b                   18.5505(6)
_cell_length_c                   16.6880(5)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.37
_cell_measurement_theta_min      2.28
_cell_volume                     5255.9(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            120755
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.759
_diffrn_reflns_theta_min         1.098
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.099
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. 
wR2(int) was 0.0931 before and 0.0613 after correction. The Ratio 
of minimum to maximum transmission is 0.7851. The \l/2 correction 
factor is 0.0015.'
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_description       rod
_exptl_crystal_F_000             2664
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.325
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     784
_refine_ls_number_reflns         12328
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0501
_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^)+(0.0560P)^2^+10.2053P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1196
_refine_ls_wR_factor_ref         0.1426
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8304
_reflns_number_total             12328
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cg5016803_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 4512656--4512665.cif.'
_cod_database_code               4512657
_shelxl_version_number           2013-2
_shelx_estimated_absorpt_t_max   0.917
_shelx_estimated_absorpt_t_min   0.655
_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. Others
 Fixed Sof: H0AA(0.5) H0AB(0.5) H0AC(0.5) O77(0.66666) O76(0.66666)
 O72(0.66666) O74(0.33333) O75(0.33333) O73(0.33333) O63(0.5) O58(0.5) O62(0.5)
 O64(0.5) O60(0.5) O59(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C37(H37A,H37B), C36(H36A,H36B), C6(H6A,H6B), C19(H19A,H19B),
 C48(H48A,H48B), C18(H18A,H18B), C30(H30A,H30B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C12(H12), C4(H4), C11(H11), C24(H24), C35(H35), C29(H29), C42(H42),
 C23(H23), C41(H41), C47(H47), C34(H34), C79(H79), C80(H80), C46(H46), C78(H78),
  C17(H17), C28(H28), C16(H16)
3.c Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C86(H86A,H86B,H86C), C83(H83A,H83B,H83C)
;
_olex2_submission_special_instructions 'No special instructions were received'