#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:52:06 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179940 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/35/7023560.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_7023560
loop_
_publ_author_name
'Chi, Yan-Hui'
'Shi, Jing-Min'
'Li, Hong-Nan'
'Wei, Wei'
'Cottrill, Ethan'
'Pan, Ning'
'Chen, Hu'
'Liang, Yuan'
'Yu, Li'
'Zhang, Yi-Quan'
'Hou, Chao'
_publ_section_title
;
 π-π Stacking, spin density and magnetic coupling strength.
;
_journal_issue                   44
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15559
_journal_page_last               15569
_journal_paper_doi               10.1039/c3dt51476e
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C16 H12 Br2 Cu N4'
_chemical_formula_weight         483.66
_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                92.376(3)
_cell_angle_beta                 96.640(3)
_cell_angle_gamma                94.368(2)
_cell_formula_units_Z            2
_cell_length_a                   8.0958(16)
_cell_length_b                   9.0668(18)
_cell_length_c                   10.991(2)
_cell_measurement_reflns_used    1852
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.607
_cell_measurement_theta_min      2.2555
_cell_volume                     798.0(3)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker Smart APEX CCD'
_diffrn_measurement_method       'φ and ω 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  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0474
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4338
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    6.378
_exptl_absorpt_correction_T_max  0.4688
_exptl_absorpt_correction_T_min  0.2137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             470
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.727
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3043
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0495P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.0964
_reflns_number_gt                2491
_reflns_number_total             3043
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51476e.txt
_cod_data_source_block           110922am
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7023560
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
Br1 Br 0.18713(6) 0.41408(5) 0.42146(5) 0.05081(17) Uani 1 1 d .
Br2 Br 0.32097(5) 0.34079(4) 0.08748(4) 0.03425(14) Uani 1 1 d .
C1 C -0.1799(6) 0.4082(5) 0.1834(5) 0.0481(12) Uani 1 1 d .
H1A H -0.1127 0.4403 0.2589 0.072 Uiso 1 1 calc R
H1B H -0.2938 0.4272 0.1893 0.072 Uiso 1 1 calc R
H1C H -0.1401 0.4614 0.1174 0.072 Uiso 1 1 calc R
C2 C -0.1691(5) 0.2473(4) 0.1596(4) 0.0321(9) Uani 1 1 d .
C3 C -0.2932(5) 0.1450(5) 0.0971(4) 0.0371(10) Uani 1 1 d .
H3 H -0.4000 0.1645 0.0645 0.045 Uiso 1 1 calc R
C4 C -0.2256(5) 0.0115(5) 0.0939(4) 0.0340(9) Uani 1 1 d .
H4 H -0.2770 -0.0776 0.0580 0.041 Uiso 1 1 calc R
C5 C 0.0580(5) -0.0600(4) 0.1761(4) 0.0286(9) Uani 1 1 d .
C6 C 0.0453(5) -0.2125(4) 0.1440(4) 0.0352(10) Uani 1 1 d .
H6 H -0.0540 -0.2602 0.1056 0.042 Uiso 1 1 calc R
C7 C 0.1824(5) -0.2879(4) 0.1709(4) 0.0380(10) Uani 1 1 d .
H7 H 0.1770 -0.3887 0.1498 0.046 Uiso 1 1 calc R
C8 C 0.3345(5) -0.2157(4) 0.2306(4) 0.0335(9) Uani 1 1 d .
C9 C 0.3311(5) -0.0663(4) 0.2608(4) 0.0285(9) Uani 1 1 d .
C10 C 0.4716(5) 0.0198(4) 0.3251(4) 0.0292(9) Uani 1 1 d .
C11 C 0.6181(5) -0.0489(5) 0.3581(4) 0.0320(9) Uani 1 1 d .
C12 C 0.6206(6) -0.2016(5) 0.3246(4) 0.0423(11) Uani 1 1 d .
H12 H 0.7181 -0.2477 0.3447 0.051 Uiso 1 1 calc R
C13 C 0.4844(6) -0.2836(5) 0.2636(4) 0.0403(11) Uani 1 1 d .
H13 H 0.4902 -0.3837 0.2439 0.048 Uiso 1 1 calc R
C14 C 0.7504(5) 0.0424(5) 0.4223(4) 0.0421(11) Uani 1 1 d .
H14 H 0.8513 0.0035 0.4468 0.051 Uiso 1 1 calc R
C15 C 0.7312(5) 0.1874(5) 0.4486(4) 0.0423(11) Uani 1 1 d .
H15 H 0.8193 0.2477 0.4907 0.051 Uiso 1 1 calc R
C16 C 0.5785(5) 0.2465(5) 0.4123(4) 0.0368(10) Uani 1 1 d .
H16 H 0.5668 0.3457 0.4318 0.044 Uiso 1 1 calc R
Cu1 Cu 0.21585(6) 0.22321(5) 0.27515(5) 0.03050(16) Uani 1 1 d .
N1 N -0.0330(4) 0.1804(3) 0.1950(3) 0.0310(8) Uani 1 1 d .
N2 N -0.0683(4) 0.0348(3) 0.1536(3) 0.0319(8) Uani 1 1 d .
N3 N 0.1968(4) 0.0095(3) 0.2321(3) 0.0282(7) Uani 1 1 d .
N4 N 0.4507(4) 0.1640(4) 0.3508(3) 0.0302(7) 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'
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
C2 C1 H1A 109.5
C2 C1 H1B 109.5
H1A C1 H1B 109.5
C2 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
N1 C2 C3 110.4(4)
N1 C2 C1 122.4(4)
C3 C2 C1 127.3(4)
C4 C3 C2 106.5(4)
C4 C3 H3 126.7
C2 C3 H3 126.7
N2 C4 C3 106.3(4)
N2 C4 H4 126.8
C3 C4 H4 126.8
N3 C5 N2 112.3(3)
N3 C5 C6 122.0(4)
N2 C5 C6 125.7(3)
C7 C6 C5 117.9(4)
C7 C6 H6 121.0
C5 C6 H6 121.0
C6 C7 C8 121.3(4)
C6 C7 H7 119.3
C8 C7 H7 119.3
C9 C8 C13 118.3(4)
C9 C8 C7 115.7(4)
C13 C8 C7 126.0(4)
N3 C9 C8 123.2(4)
N3 C9 C10 114.6(3)
C8 C9 C10 122.3(4)
N4 C10 C11 124.9(4)
N4 C10 C9 116.3(3)
C11 C10 C9 118.9(4)
C10 C11 C14 115.7(4)
C10 C11 C12 118.2(4)
C14 C11 C12 126.1(4)
C13 C12 C11 122.4(4)
C13 C12 H12 118.8
C11 C12 H12 118.8
C12 C13 C8 120.0(4)
C12 C13 H13 120.0
C8 C13 H13 120.0
C15 C14 C11 120.1(4)
C15 C14 H14 120.0
C11 C14 H14 120.0
C14 C15 C16 120.2(4)
C14 C15 H15 119.9
C16 C15 H15 119.9
N4 C16 C15 121.6(4)
N4 C16 H16 119.2
C15 C16 H16 119.2
N3 Cu1 N4 78.82(13)
N3 Cu1 N1 76.39(12)
N4 Cu1 N1 154.70(12)
N3 Cu1 Br1 147.65(10)
N4 Cu1 Br1 97.51(9)
N1 Cu1 Br1 100.70(9)
N3 Cu1 Br2 104.00(10)
N4 Cu1 Br2 95.33(9)
N1 Cu1 Br2 95.43(10)
Br1 Cu1 Br2 108.34(3)
C2 N1 N2 105.5(3)
C2 N1 Cu1 142.1(3)
N2 N1 Cu1 112.1(2)
C4 N2 N1 111.3(3)
C4 N2 C5 131.6(3)
N1 N2 C5 117.1(3)
C5 N3 C9 119.8(3)
C5 N3 Cu1 122.1(3)
C9 N3 Cu1 118.1(3)
C16 N4 C10 117.6(4)
C16 N4 Cu1 130.2(3)
C10 N4 Cu1 112.0(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 Cu1 2.3563(7)
Br2 Cu1 2.5624(7)
C1 C2 1.483(6)
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
C2 N1 1.325(5)
C2 C3 1.409(6)
C3 C4 1.367(6)
C3 H3 0.9300
C4 N2 1.361(5)
C4 H4 0.9300
C5 N3 1.318(5)
C5 N2 1.392(5)
C5 C6 1.406(5)
C6 C7 1.358(6)
C6 H6 0.9300
C7 C8 1.425(6)
C7 H7 0.9300
C8 C9 1.385(5)
C8 C13 1.419(6)
C9 N3 1.344(5)
C9 C10 1.426(5)
C10 N4 1.354(5)
C10 C11 1.399(6)
C11 C14 1.404(6)
C11 C12 1.421(6)
C12 C13 1.371(6)
C12 H12 0.9300
C13 H13 0.9300
C14 C15 1.359(6)
C14 H14 0.9300
C15 C16 1.407(6)
C15 H15 0.9300
C16 N4 1.329(5)
C16 H16 0.9300
Cu1 N3 1.966(3)
Cu1 N4 2.103(3)
Cu1 N1 2.104(3)
N1 N2 1.377(4)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N1 C2 C3 C4 -1.0(5)
C1 C2 C3 C4 177.9(4)
C2 C3 C4 N2 0.6(5)
N3 C5 C6 C7 -1.0(6)
N2 C5 C6 C7 178.7(4)
C5 C6 C7 C8 0.5(7)
C6 C7 C8 C9 1.2(6)
C6 C7 C8 C13 179.5(4)
C13 C8 C9 N3 178.8(4)
C7 C8 C9 N3 -2.6(6)
C13 C8 C9 C10 -1.0(6)
C7 C8 C9 C10 177.6(4)
N3 C9 C10 N4 1.3(5)
C8 C9 C10 N4 -178.8(4)
N3 C9 C10 C11 -179.4(4)
C8 C9 C10 C11 0.4(6)
N4 C10 C11 C14 -0.2(6)
C9 C10 C11 C14 -179.3(4)
N4 C10 C11 C12 179.9(4)
C9 C10 C11 C12 0.7(6)
C10 C11 C12 C13 -1.2(7)
C14 C11 C12 C13 178.8(4)
C11 C12 C13 C8 0.7(7)
C9 C8 C13 C12 0.4(7)
C7 C8 C13 C12 -177.9(4)
C10 C11 C14 C15 0.1(6)
C12 C11 C14 C15 -180.0(4)
C11 C14 C15 C16 0.4(7)
C14 C15 C16 N4 -0.7(7)
C3 C2 N1 N2 0.9(5)
C1 C2 N1 N2 -178.1(4)
C3 C2 N1 Cu1 173.2(3)
C1 C2 N1 Cu1 -5.8(7)
N3 Cu1 N1 C2 -174.6(5)
N4 Cu1 N1 C2 173.7(4)
Br1 Cu1 N1 C2 38.4(5)
Br2 Cu1 N1 C2 -71.5(5)
N3 Cu1 N1 N2 -2.6(3)
N4 Cu1 N1 N2 -14.3(5)
Br1 Cu1 N1 N2 -149.6(2)
Br2 Cu1 N1 N2 100.5(2)
C3 C4 N2 N1 -0.1(5)
C3 C4 N2 C5 -178.5(4)
C2 N1 N2 C4 -0.5(4)
Cu1 N1 N2 C4 -175.4(3)
C2 N1 N2 C5 178.2(3)
Cu1 N1 N2 C5 3.3(4)
N3 C5 N2 C4 176.4(4)
C6 C5 N2 C4 -3.3(7)
N3 C5 N2 N1 -1.9(5)
C6 C5 N2 N1 178.3(4)
N2 C5 N3 C9 179.9(3)
C6 C5 N3 C9 -0.4(6)
N2 C5 N3 Cu1 -0.6(5)
C6 C5 N3 Cu1 179.2(3)
C8 C9 N3 C5 2.3(6)
C10 C9 N3 C5 -177.9(4)
C8 C9 N3 Cu1 -177.3(3)
C10 C9 N3 Cu1 2.5(5)
N4 Cu1 N3 C5 176.7(3)
N1 Cu1 N3 C5 1.8(3)
Br1 Cu1 N3 C5 90.4(3)
Br2 Cu1 N3 C5 -90.5(3)
N4 Cu1 N3 C9 -3.7(3)
N1 Cu1 N3 C9 -178.6(3)
Br1 Cu1 N3 C9 -90.1(3)
Br2 Cu1 N3 C9 89.1(3)
C15 C16 N4 C10 0.6(6)
C15 C16 N4 Cu1 -175.5(3)
C11 C10 N4 C16 -0.2(6)
C9 C10 N4 C16 179.0(4)
C11 C10 N4 Cu1 176.7(3)
C9 C10 N4 Cu1 -4.2(4)
N3 Cu1 N4 C16 -179.5(4)
N1 Cu1 N4 C16 -167.9(3)
Br1 Cu1 N4 C16 -32.1(4)
Br2 Cu1 N4 C16 77.3(4)
N3 Cu1 N4 C10 4.2(3)
N1 Cu1 N4 C10 15.8(5)
Br1 Cu1 N4 C10 151.6(3)
Br2 Cu1 N4 C10 -99.1(3)
