#------------------------------------------------------------------------------
#$Date: 2016-03-23 14:43:16 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179303 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/00/4320084.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_4320084
loop_
_publ_author_name
'Roger D. Willett'
'George Pon'
'Callie Nagy'
_publ_section_title
;
 Crystal Chemistry of the 4,4'-Dimethyl-2,2'bipyridine/Copper Bromide
 System
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4342
_journal_page_last               4352
_journal_paper_doi               10.1021/ic010229v
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C24 H24 Br Cu N4'
_chemical_formula_weight         255.96
_chemical_name_systematic
;
  bis(4,4'-dimethyl-2,2'-bipyridine)copper(I) bromide
;
_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                95.012(15)
_cell_angle_beta                 100.92(2)
_cell_angle_gamma                109.094(16)
_cell_formula_units_Z            2
_cell_length_a                   7.6706(16)
_cell_length_b                   11.478(3)
_cell_length_c                   13.808(3)
_cell_measurement_reflns_used    3916
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.25
_cell_measurement_theta_min      1.90
_cell_volume                     1113.3(5)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.877
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scan'
_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  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0411
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3916
_diffrn_reflns_theta_full        23.25
_diffrn_reflns_theta_max         23.25
_diffrn_reflns_theta_min         1.90
_diffrn_standards_decay_%        <1%
_diffrn_standards_interval_time  'beginning and end'
_diffrn_standards_number         50
_exptl_absorpt_coefficient_mu    2.793
_exptl_absorpt_correction_T_max  0.945
_exptl_absorpt_correction_T_min  0.601
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            pleochroic
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelets
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.0013(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         2808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.070
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+3.6860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.0989
_reflns_number_gt                2393
_reflns_number_total             2808
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010229v_1.cif
_cod_data_source_block           Compound_1-I-238ta
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1113.3(4)
_cod_database_code               4320084
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
Cu Cu 0.04138(10) -0.34681(7) 0.22884(5) 0.0447(3) Uani 1 1 d . . .
Br Br 0.41836(10) 0.20668(6) 0.25243(5) 0.0634(3) Uani 1 1 d . . .
N1 N 0.1384(7) -0.4364(4) 0.3362(3) 0.0407(12) Uani 1 1 d . . .
C2 C 0.1932(7) -0.3702(5) 0.4297(4) 0.0331(13) Uani 1 1 d . . .
C3 C 0.2511(8) -0.4193(6) 0.5134(5) 0.0388(14) Uani 1 1 d . . .
H3 H 0.293(8) -0.369(5) 0.577(4) 0.043(16) Uiso 1 1 d . . .
C4 C 0.2524(8) -0.5396(5) 0.5032(5) 0.0439(15) Uani 1 1 d . . .
C5 C 0.1929(10) -0.6070(6) 0.4084(5) 0.0534(18) Uani 1 1 d . . .
H5 H 0.204(9) -0.684(6) 0.397(5) 0.07(2) Uiso 1 1 d . . .
C6 C 0.1379(10) -0.5536(6) 0.3281(5) 0.0534(17) Uani 1 1 d . . .
H6 H 0.091(9) -0.602(6) 0.264(5) 0.06(2) Uiso 1 1 d . . .
C7 C 0.3214(14) -0.5915(8) 0.5932(7) 0.065(2) Uani 1 1 d . . .
H7A H 0.243(12) -0.623(8) 0.623(6) 0.09(3) Uiso 1 1 d . . .
H7B H 0.341(13) -0.667(9) 0.571(7) 0.12(4) Uiso 1 1 d . . .
H7C H 0.447(16) -0.562(10) 0.627(8) 0.14(4) Uiso 1 1 d . . .
N1' N 0.1059(6) -0.2126(4) 0.3519(3) 0.0367(11) Uani 1 1 d . . .
C2' C 0.1890(7) -0.2412(5) 0.4369(4) 0.0334(13) Uani 1 1 d . . .
C3' C 0.2669(8) -0.1547(5) 0.5239(4) 0.0383(14) Uani 1 1 d . . .
H3' H 0.324(7) -0.177(4) 0.578(4) 0.031(15) Uiso 1 1 d . . .
C4' C 0.2656(8) -0.0344(5) 0.5252(4) 0.0407(14) Uani 1 1 d . . .
C5' C 0.1859(10) -0.0053(6) 0.4367(5) 0.0501(17) Uani 1 1 d . . .
H5' H 0.176(9) 0.068(6) 0.432(5) 0.06(2) Uiso 1 1 d . . .
C6' C 0.1082(9) -0.0951(5) 0.3528(5) 0.0454(15) Uani 1 1 d . . .
H6' H 0.041(9) -0.084(6) 0.293(5) 0.062(19) Uiso 1 1 d . . .
C7' C 0.3558(14) 0.0607(8) 0.6197(6) 0.059(2) Uani 1 1 d . . .
H7'A H 0.265(12) 0.079(8) 0.638(6) 0.09(3) Uiso 1 1 d . . .
H7'B H 0.401(17) 0.138(12) 0.600(9) 0.18(5) Uiso 1 1 d . . .
H7'C H 0.398(13) 0.030(8) 0.674(7) 0.12(4) Uiso 1 1 d . . .
N11 N -0.1686(6) -0.4627(4) 0.1140(3) 0.0375(11) Uani 1 1 d . . .
C12 C -0.1637(7) -0.4261(5) 0.0244(4) 0.0319(12) Uani 1 1 d . . .
C13 C -0.2804(8) -0.5010(5) -0.0627(4) 0.0389(14) Uani 1 1 d . . .
H13 H -0.283(8) -0.471(5) -0.125(4) 0.046(17) Uiso 1 1 d . . .
C14 C -0.4096(8) -0.6181(5) -0.0624(5) 0.0430(15) Uani 1 1 d . . .
C15 C -0.4113(9) -0.6544(6) 0.0292(5) 0.0458(16) Uani 1 1 d . . .
H15 H -0.487(8) -0.728(6) 0.035(4) 0.051(18) Uiso 1 1 d . . .
C16 C -0.2925(9) -0.5761(6) 0.1151(5) 0.0465(16) Uani 1 1 d . . .
H16 H -0.300(7) -0.592(4) 0.169(4) 0.025(15) Uiso 1 1 d . . .
C17 C -0.5372(12) -0.6994(8) -0.1570(6) 0.0570(19) Uani 1 1 d . . .
H17A H -0.594(12) -0.782(9) -0.150(6) 0.11(3) Uiso 1 1 d . . .
H17B H -0.475(13) -0.704(8) -0.208(7) 0.12(4) Uiso 1 1 d . . .
H17C H -0.620(10) -0.665(6) -0.190(5) 0.07(2) Uiso 1 1 d . . .
N11' N 0.1031(6) -0.2494(4) 0.1142(3) 0.0398(12) Uani 1 1 d . . .
C12' C -0.0236(7) -0.2996(5) 0.0257(4) 0.0325(13) Uani 1 1 d . . .
C13' C -0.0218(9) -0.2373(6) -0.0537(5) 0.0423(15) Uani 1 1 d . . .
H13' H -0.097(7) -0.271(4) -0.109(4) 0.019(13) Uiso 1 1 d . . .
C14' C 0.1152(8) -0.1212(5) -0.0489(5) 0.0471(16) Uani 1 1 d . . .
C15' C 0.2415(9) -0.0698(6) 0.0420(5) 0.0529(18) Uani 1 1 d . . .
H15' H 0.331(8) 0.003(5) 0.050(4) 0.044(17) Uiso 1 1 d . . .
C16' C 0.2321(8) -0.1335(5) 0.1212(5) 0.0446(15) Uani 1 1 d . . .
H16' H 0.306(7) -0.104(5) 0.185(4) 0.032(14) Uiso 1 1 d . . .
C17' C 0.1256(17) -0.0556(10) -0.1386(8) 0.085(3) Uani 1 1 d . . .
H17D H 0.198(15) -0.085(10) -0.180(8) 0.15(5) Uiso 1 1 d . . .
H17E H 0.186(15) 0.024(10) -0.122(8) 0.14(4) Uiso 1 1 d . . .
H17F H 0.013(12) -0.070(7) -0.176(6) 0.09(3) Uiso 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'
N N 0.0061 0.0033 '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'
Br Br -0.2901 2.4595 '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
N11 Cu N1 114.09(18) . . ?
N11 Cu N11' 80.56(18) . . ?
N1 Cu N11' 145.49(19) . . ?
N11 Cu N1' 145.16(18) . . ?
N1 Cu N1' 80.83(17) . . ?
N11' Cu N1' 105.21(17) . . ?
C6 N1 C2 116.7(5) . . ?
C6 N1 Cu 129.1(4) . . ?
C2 N1 Cu 113.9(4) . . ?
N1 C2 C3 122.1(5) . . ?
N1 C2 C2' 115.7(5) . . ?
C3 C2 C2' 122.2(5) . . ?
C4 C3 C2 120.2(6) . . ?
C5 C4 C3 117.3(6) . . ?
C5 C4 C7 122.4(6) . . ?
C3 C4 C7 120.3(6) . . ?
C4 C5 C6 120.1(6) . . ?
N1 C6 C5 123.5(6) . . ?
C6' N1' C2' 117.7(5) . . ?
C6' N1' Cu 127.3(4) . . ?
C2' N1' Cu 113.7(4) . . ?
N1' C2' C3' 121.6(5) . . ?
N1' C2' C2 115.3(5) . . ?
C3' C2' C2 123.1(5) . . ?
C4' C3' C2' 120.6(5) . . ?
C5' C4' C3' 117.1(5) . . ?
C5' C4' C7' 122.5(6) . . ?
C3' C4' C7' 120.4(6) . . ?
C6' C5' C4' 120.0(6) . . ?
N1' C6' C5' 123.0(6) . . ?
C16 N11 C12 117.0(5) . . ?
C16 N11 Cu 128.0(4) . . ?
C12 N11 Cu 114.4(3) . . ?
N11 C12 C13 121.9(5) . . ?
N11 C12 C12' 115.7(4) . . ?
C13 C12 C12' 122.4(5) . . ?
C12 C13 C14 121.6(6) . . ?
C15 C14 C13 115.8(5) . . ?
C15 C14 C17 122.5(6) . . ?
C13 C14 C17 121.7(6) . . ?
C14 C15 C16 120.8(6) . . ?
N11 C16 C15 122.9(6) . . ?
C12' N11' C16' 117.4(5) . . ?
C12' N11' Cu 114.0(3) . . ?
C16' N11' Cu 127.5(4) . . ?
N11' C12' C13' 121.7(5) . . ?
N11' C12' C12 114.3(4) . . ?
C13' C12' C12 124.0(5) . . ?
C12' C13' C14' 121.5(6) . . ?
C15' C14' C13' 116.4(6) . . ?
C15' C14' C17' 121.9(6) . . ?
C13' C14' C17' 121.7(6) . . ?
C16' C15' C14' 120.5(6) . . ?
N11' C16' C15' 122.4(6) . . ?
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
Cu N11 2.035(4) . ?
Cu N1 2.040(5) . ?
Cu N11' 2.056(5) . ?
Cu N1' 2.056(4) . ?
N1 C6 1.339(8) . ?
N1 C2 1.354(7) . ?
C2 C3 1.391(7) . ?
C2 C2' 1.486(7) . ?
C3 C4 1.379(8) . ?
C4 C5 1.373(9) . ?
C4 C7 1.506(9) . ?
C5 C6 1.376(9) . ?
N1' C6' 1.342(7) . ?
N1' C2' 1.346(6) . ?
C2' C3' 1.385(8) . ?
C3' C4' 1.382(8) . ?
C4' C5' 1.379(8) . ?
C4' C7' 1.512(9) . ?
C5' C6' 1.374(9) . ?
N11 C16 1.341(7) . ?
N11 C12 1.344(7) . ?
C12 C13 1.377(7) . ?
C12 C12' 1.494(7) . ?
C13 C14 1.385(8) . ?
C14 C15 1.368(8) . ?
C14 C17 1.497(9) . ?
C15 C16 1.383(9) . ?
N11' C12' 1.352(7) . ?
N11' C16' 1.356(7) . ?
C12' C13' 1.359(8) . ?
C13' C14' 1.388(8) . ?
C14' C15' 1.378(9) . ?
C14' C17' 1.506(10) . ?
C15' C16' 1.368(9) . ?
