#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/06/7010690.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7010690
loop_
_publ_author_name
'Voo, Janis K.'
'Lam, K. C.'
'Rheingold, Arnold L.'
'Riordan, Charles G.'
_publ_section_title
;
 Synthesis, characterization and reactivity of copper(I) imidazole
 complexes based on a cavitand ligand design†
;
_journal_issue                   12
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1803
_journal_paper_doi               10.1039/b102480a
_journal_year                    2001
_chemical_formula_sum            'C27.5 H37 B Cl Cu F4 N6 S3'
_chemical_formula_weight         733.61
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                90.4394(6)
_cell_angle_beta                 99.6345(5)
_cell_angle_gamma                93.8131(4)
_cell_formula_units_Z            2
_cell_length_a                   8.4150(2)
_cell_length_b                   12.8962(2)
_cell_length_c                   15.3722(2)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.0
_cell_volume                     1640.74(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9720
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.34
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_T_max  0.9075
_exptl_absorpt_correction_T_min  0.7555
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             758
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.079
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.793
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.793
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2023
_refine_ls_wR_factor_ref         0.2063
_reflns_number_gt                5404
_reflns_number_total             5705
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b102480a.txt
_cod_data_source_block           cgr73
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Empirical' changed to
'empirical' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1640.75(2)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C27.50 H37 B Cl Cu F4 N6 S3'
_cod_database_code               7010690
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.91008(5) 0.17156(3) 0.22322(3) 0.0281(2) Uani 1 1 d . . .
S1 S 0.68949(11) -0.07246(7) 0.12322(6) 0.0301(3) Uani 1 1 d . . .
S2 S 0.66457(11) 0.39928(7) 0.15669(6) 0.0277(3) Uani 1 1 d . . .
S3 S 0.99435(10) 0.15281(7) 0.46711(6) 0.0272(3) Uani 1 1 d . . .
N1 N 0.9490(4) -0.1511(2) 0.2275(2) 0.0352(7) Uani 1 1 d . . .
N2 N 0.9559(4) 0.0213(2) 0.23237(19) 0.0268(6) Uani 1 1 d . . .
N3 N 0.6683(3) 0.3076(2) -0.00410(19) 0.0247(6) Uani 1 1 d . . .
N4 N 0.8087(3) 0.2263(2) 0.10704(19) 0.0245(6) Uani 1 1 d . . .
N5 N 1.0954(4) 0.3562(2) 0.4465(2) 0.0319(7) Uani 1 1 d . . .
N6 N 1.0108(3) 0.2717(2) 0.3190(2) 0.0283(7) Uani 1 1 d . . .
C1 C 0.5599(4) 0.0464(2) 0.2441(2) 0.0203(6) Uani 1 1 d . . .
C2 C 0.5078(4) 0.1385(3) 0.2016(2) 0.0206(7) Uani 1 1 d . . .
C3 C 0.5393(4) 0.2338(2) 0.2472(2) 0.0208(6) Uani 1 1 d . . .
C4 C 0.6238(4) 0.2392(2) 0.3351(2) 0.0201(6) Uani 1 1 d . . .
C5 C 0.6756(4) 0.1474(3) 0.3764(2) 0.0200(6) Uani 1 1 d . . .
C6 C 0.6440(4) 0.0509(2) 0.3314(2) 0.0204(6) Uani 1 1 d . . .
C7 C 0.5347(4) -0.0551(3) 0.1941(2) 0.0272(7) Uani 1 1 d . . .
H7A H 0.4265 -0.0593 0.1567 0.033 Uiso 1 1 calc R . .
H7B H 0.5370 -0.1126 0.2365 0.033 Uiso 1 1 calc R . .
C8 C 0.8714(4) -0.0651(3) 0.1987(2) 0.0283(8) Uani 1 1 d . . .
C9 C 1.0903(5) -0.1169(4) 0.2834(3) 0.0406(10) Uani 1 1 d . . .
H9A H 1.1695 -0.1588 0.3138 0.049 Uiso 1 1 calc R . .
C10 C 1.0928(4) -0.0113(3) 0.2859(2) 0.0320(8) Uani 1 1 d . . .
H10A H 1.1755 0.0334 0.3193 0.038 Uiso 1 1 calc R . .
C11 C 0.8927(7) -0.2601(3) 0.2086(4) 0.0539(13) Uani 1 1 d . . .
H11A H 0.7892 -0.2638 0.1681 0.081 Uiso 1 1 calc R . .
H11B H 0.8788 -0.2945 0.2637 0.081 Uiso 1 1 calc R . .
H11C H 0.9725 -0.2950 0.1813 0.081 Uiso 1 1 calc R . .
C12 C 0.4190(4) 0.1326(3) 0.1063(2) 0.0249(7) Uani 1 1 d . . .
H12A H 0.4594 0.0755 0.0745 0.030 Uiso 1 1 calc R . .
H12B H 0.4428 0.1984 0.0767 0.030 Uiso 1 1 calc R . .
C13 C 0.2361(5) 0.1140(4) 0.1009(3) 0.0406(10) Uani 1 1 d . . .
H13A H 0.1841 0.1104 0.0388 0.061 Uiso 1 1 calc R . .
H13B H 0.1953 0.1714 0.1309 0.061 Uiso 1 1 calc R . .
H13C H 0.2120 0.0485 0.1294 0.061 Uiso 1 1 calc R . .
C14 C 0.4926(4) 0.3327(3) 0.2003(2) 0.0260(7) Uani 1 1 d . . .
H14A H 0.4540 0.3803 0.2419 0.031 Uiso 1 1 calc R . .
H14B H 0.4026 0.3160 0.1509 0.031 Uiso 1 1 calc R . .
C15 C 0.7157(4) 0.3061(3) 0.0853(2) 0.0234(7) Uani 1 1 d . . .
C16 C 0.7358(4) 0.2276(3) -0.0408(2) 0.0280(8) Uani 1 1 d . . .
H16A H 0.7258 0.2106 -0.1018 0.034 Uiso 1 1 calc R . .
C17 C 0.8199(4) 0.1774(3) 0.0276(2) 0.0288(8) Uani 1 1 d . . .
H17A H 0.8779 0.1176 0.0220 0.035 Uiso 1 1 calc R . .
C18 C 0.5566(5) 0.3784(3) -0.0537(2) 0.0343(8) Uani 1 1 d . . .
H18A H 0.5252 0.4288 -0.0127 0.051 Uiso 1 1 calc R . .
H18B H 0.4601 0.3381 -0.0839 0.051 Uiso 1 1 calc R . .
H18C H 0.6105 0.4154 -0.0973 0.051 Uiso 1 1 calc R . .
C19 C 0.6557(4) 0.3425(3) 0.3835(2) 0.0252(7) Uani 1 1 d . . .
H19A H 0.6693 0.3981 0.3407 0.030 Uiso 1 1 calc R . .
H19B H 0.7574 0.3420 0.4264 0.030 Uiso 1 1 calc R . .
C20 C 0.5171(5) 0.3661(3) 0.4324(3) 0.0403(10) Uani 1 1 d . . .
H20A H 0.5418 0.4335 0.4633 0.060 Uiso 1 1 calc R . .
H20B H 0.5043 0.3116 0.4754 0.060 Uiso 1 1 calc R . .
H20C H 0.4166 0.3681 0.3899 0.060 Uiso 1 1 calc R . .
C21 C 0.7736(4) 0.1527(3) 0.4683(2) 0.0238(7) Uani 1 1 d . . .
H21A H 0.7398 0.0924 0.5020 0.029 Uiso 1 1 calc R . .
H21B H 0.7513 0.2167 0.4989 0.029 Uiso 1 1 calc R . .
C22 C 1.0335(4) 0.2638(3) 0.4071(2) 0.0259(7) Uani 1 1 d . . .
C23 C 1.1165(5) 0.4238(3) 0.3806(3) 0.0381(9) Uani 1 1 d . . .
H23A H 1.1608 0.4936 0.3879 0.046 Uiso 1 1 calc R . .
C24 C 1.0622(4) 0.3725(3) 0.3026(3) 0.0357(9) Uani 1 1 d . . .
H24A H 1.0599 0.4014 0.2458 0.043 Uiso 1 1 calc R . .
C25 C 1.1431(6) 0.3772(4) 0.5411(3) 0.0461(11) Uani 1 1 d . . .
H25A H 1.1148 0.3157 0.5738 0.069 Uiso 1 1 calc R . .
H25B H 1.0864 0.4361 0.5583 0.069 Uiso 1 1 calc R . .
H25C H 1.2599 0.3941 0.5546 0.069 Uiso 1 1 calc R . .
C26 C 0.7060(4) -0.0478(3) 0.3763(2) 0.0252(7) Uani 1 1 d . . .
H26A H 0.7284 -0.0965 0.3305 0.030 Uiso 1 1 calc R . .
H26B H 0.8093 -0.0292 0.4161 0.030 Uiso 1 1 calc R . .
C27 C 0.5888(5) -0.1035(3) 0.4297(3) 0.0333(8) Uani 1 1 d . . .
H27A H 0.6365 -0.1655 0.4562 0.050 Uiso 1 1 calc R . .
H27B H 0.4869 -0.1239 0.3906 0.050 Uiso 1 1 calc R . .
H27C H 0.5681 -0.0566 0.4764 0.050 Uiso 1 1 calc R . .
B1 B 0.3542(6) -0.3615(3) 0.2909(3) 0.0318(9) Uani 1 1 d . . .
F1 F 0.4826(7) -0.4140(5) 0.3222(3) 0.138(2) Uani 1 1 d . . .
F2 F 0.2584(6) -0.4254(4) 0.2320(3) 0.1149(19) Uani 1 1 d . . .
F3 F 0.2752(4) -0.3379(2) 0.36206(17) 0.0528(7) Uani 1 1 d . . .
F4 F 0.3869(7) -0.2731(2) 0.2495(3) 0.1047(16) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N6 Cu1 N4 119.06(12) . . ?
N6 Cu1 N2 119.90(12) . . ?
N4 Cu1 N2 119.42(12) . . ?
C8 S1 C7 103.37(16) . . ?
C15 S2 C14 103.08(16) . . ?
C22 S3 C21 103.14(15) . . ?
C8 N1 C9 107.2(3) . . ?
C8 N1 C11 127.6(3) . . ?
C9 N1 C11 125.2(3) . . ?
C8 N2 C10 105.9(3) . . ?
C8 N2 Cu1 132.2(2) . . ?
C10 N2 Cu1 121.8(3) . . ?
C15 N3 C16 108.0(3) . . ?
C15 N3 C18 126.8(3) . . ?
C16 N3 C18 125.1(3) . . ?
C15 N4 C17 105.6(3) . . ?
C15 N4 Cu1 132.6(2) . . ?
C17 N4 Cu1 121.8(2) . . ?
C22 N5 C23 107.1(3) . . ?
C22 N5 C25 126.7(3) . . ?
C23 N5 C25 126.0(3) . . ?
C22 N6 C24 105.9(3) . . ?
C22 N6 Cu1 131.3(2) . . ?
C24 N6 Cu1 122.6(3) . . ?
C6 C1 C2 120.3(3) . . ?
C6 C1 C7 119.7(3) . . ?
C2 C1 C7 119.9(3) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 C12 120.7(3) . . ?
C1 C2 C12 119.7(3) . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 C14 119.6(3) . . ?
C4 C3 C14 119.7(3) . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 C19 120.9(3) . . ?
C3 C4 C19 119.8(3) . . ?
C6 C5 C4 120.8(3) . . ?
C6 C5 C21 119.3(3) . . ?
C4 C5 C21 119.9(3) . . ?
C5 C6 C1 119.5(3) . . ?
C5 C6 C26 120.1(3) . . ?
C1 C6 C26 120.4(3) . . ?
C1 C7 S1 112.9(2) . . ?
N2 C8 N1 110.8(3) . . ?
N2 C8 S1 126.6(3) . . ?
N1 C8 S1 122.5(3) . . ?
C10 C9 N1 106.3(3) . . ?
C9 C10 N2 109.7(4) . . ?
C2 C12 C13 112.1(3) . . ?
C3 C14 S2 112.0(2) . . ?
N4 C15 N3 110.0(3) . . ?
N4 C15 S2 127.1(3) . . ?
N3 C15 S2 122.8(3) . . ?
C17 C16 N3 106.3(3) . . ?
C16 C17 N4 110.1(3) . . ?
C4 C19 C20 111.6(3) . . ?
C5 C21 S3 112.2(2) . . ?
N6 C22 N5 110.4(3) . . ?
N6 C22 S3 126.8(3) . . ?
N5 C22 S3 122.8(3) . . ?
C24 C23 N5 107.2(3) . . ?
C23 C24 N6 109.3(4) . . ?
C27 C26 C6 114.2(3) . . ?
F1 B1 F2 106.2(5) . . ?
F1 B1 F4 115.2(5) . . ?
F2 B1 F4 107.7(4) . . ?
F1 B1 F3 108.2(4) . . ?
F2 B1 F3 110.6(4) . . ?
F4 B1 F3 108.9(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N6 1.990(3) . ?
Cu1 N4 2.001(3) . ?
Cu1 N2 2.003(3) . ?
S1 C8 1.756(4) . ?
S1 C7 1.856(4) . ?
S2 C15 1.744(3) . ?
S2 C14 1.857(4) . ?
S3 C22 1.751(4) . ?
S3 C21 1.860(3) . ?
N1 C8 1.364(5) . ?
N1 C9 1.390(6) . ?
N1 C11 1.464(5) . ?
N2 C8 1.333(5) . ?
N2 C10 1.391(5) . ?
N3 C15 1.366(4) . ?
N3 C16 1.372(5) . ?
N3 C18 1.477(4) . ?
N4 C15 1.344(4) . ?
N4 C17 1.389(5) . ?
N5 C22 1.362(5) . ?
N5 C23 1.368(5) . ?
N5 C25 1.460(5) . ?
N6 C22 1.342(5) . ?
N6 C24 1.381(5) . ?
C1 C6 1.407(4) . ?
C1 C2 1.421(5) . ?
C1 C7 1.497(4) . ?
C2 C3 1.397(5) . ?
C2 C12 1.528(4) . ?
C3 C4 1.417(4) . ?
C3 C14 1.512(4) . ?
C4 C5 1.408(5) . ?
C4 C19 1.506(4) . ?
C5 C6 1.407(4) . ?
C5 C21 1.511(4) . ?
C6 C26 1.533(4) . ?
C9 C10 1.360(6) . ?
C12 C13 1.530(5) . ?
C16 C17 1.359(5) . ?
C19 C20 1.535(5) . ?
C23 C24 1.359(6) . ?
C26 C27 1.532(5) . ?
B1 F1 1.336(6) . ?
B1 F2 1.343(6) . ?
B1 F4 1.345(5) . ?
B1 F3 1.412(5) . ?
