#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:04:00 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178883 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/12/4111212.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_4111212
loop_
_publ_author_name
'Huadong Tang'
'Navamoney Arulsamy'
'Maciej Radosz'
'Youqing Shen'
'Nicolay V. Tsarevsky'
'Wade A. Braunecker'
'Wei Tang'
'Krzysztof Matyjaszewski'
_publ_section_title
;
 Highly Active Copper-Based Catalyst for Atom Transfer Radical
 Polymerization
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16277
_journal_page_last               16285
_journal_paper_doi               10.1021/ja0653369
_journal_volume                  128
_journal_year                    2006
_chemical_formula_moiety         'C26 H28 Br2 Cu2 N6'
_chemical_formula_sum            'C26 H28 Br2 Cu2 N6'
_chemical_formula_weight         711.44
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 116.169(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.035(3)
_cell_length_b                   9.2950(15)
_cell_length_c                   17.598(3)
_cell_measurement_reflns_used    40
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      12.38
_cell_measurement_theta_min      2.39
_cell_volume                     2794.5(8)
_computing_cell_refinement       'Bruker XSCANS V. 2.31'
_computing_data_collection       'Bruker XSCANS V. 2.31'
_computing_data_reduction        'Bruker SHELXTL V. 5.10'
_computing_molecular_graphics    'Bruker SHELXTL V. 5.10'
_computing_publication_material  'Bruker SHELXTL V. 5.10'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '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  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0869
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3068
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.49
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.408
_exptl_absorpt_correction_T_max  0.4940
_exptl_absorpt_correction_T_min  0.3192
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   'SHELXS-97 (Sheldrick, 1997)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_description       Rectangular_Prism
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.899
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2460
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1443
_refine_ls_R_factor_gt           0.0709
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0777P)²+21.4640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1609
_refine_ls_wR_factor_ref         0.2008
_reflns_number_gt                1306
_reflns_number_total             2460
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0653369si20060809_121925.cif
_cod_data_source_block           na160
_cod_database_code               4111212
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Cu1 Cu 0.39671(9) -0.13720(14) -0.03866(9) 0.0705(5) Uani 1 1 d .
Br1 Br 0.39149(8) 0.09374(12) 0.00960(7) 0.0824(5) Uani 1 1 d .
N1 N 0.3616(5) -0.1751(10) -0.1634(6) 0.069(2) Uani 1 1 d .
N2 N 0.3013(7) -0.3135(14) -0.0650(7) 0.103(4) Uani 1 1 d .
N3 N 0.4580(7) -0.2939(9) 0.0478(7) 0.077(3) Uani 1 1 d .
C1 C 0.4002(7) -0.1326(12) -0.2078(7) 0.074(3) Uani 1 1 d .
H1A H 0.4457 -0.0790 -0.1796 0.089 Uiso 1 1 calc R
C2 C 0.3774(9) -0.1627(14) -0.2912(8) 0.083(4) Uani 1 1 d .
H2A H 0.4059 -0.1301 -0.3192 0.099 Uiso 1 1 calc R
C3 C 0.3116(9) -0.2419(17) -0.3317(8) 0.096(4) Uani 1 1 d .
H3A H 0.2943 -0.2637 -0.3887 0.115 Uiso 1 1 calc R
C4 C 0.2701(8) -0.2905(16) -0.2900(9) 0.096(4) Uani 1 1 d .
H4A H 0.2253 -0.3461 -0.3175 0.115 Uiso 1 1 calc R
C5 C 0.2976(8) -0.2534(15) -0.2046(8) 0.086(4) Uani 1 1 d .
C6 C 0.2514(8) -0.298(2) -0.1546(10) 0.136(7) Uani 1 1 d .
H6A H 0.2116 -0.2267 -0.1631 0.163 Uiso 1 1 calc R
H6B H 0.2252 -0.3891 -0.1767 0.163 Uiso 1 1 calc R
C7 C 0.2651(9) -0.3120(18) 0.0053(15) 0.164(9) Uani 1 1 d .
H7A H 0.2259 -0.3865 -0.0066 0.197 Uiso 1 1 calc R
H7B H 0.3060 -0.3242 0.0625 0.197 Uiso 1 1 calc R
C8 C 0.3561(12) -0.4421(14) -0.0379(12) 0.117(6) Uani 1 1 d .
H8A H 0.3282 -0.5241 -0.0305 0.140 Uiso 1 1 calc R
H8B H 0.3703 -0.4654 -0.0831 0.140 Uiso 1 1 calc R
C9 C 0.4291(10) -0.4209(13) 0.0415(9) 0.085(4) Uani 1 1 d .
C10 C 0.4625(12) -0.5366(15) 0.1005(12) 0.104(5) Uani 1 1 d .
H10A H 0.4401 -0.6276 0.0927 0.124 Uiso 1 1 calc R
C11 C 0.5271(17) -0.502(2) 0.1659(16) 0.153(9) Uani 1 1 d .
H11A H 0.5509 -0.5724 0.2069 0.184 Uiso 1 1 calc R
C12 C 0.5598(14) -0.381(2) 0.1783(13) 0.152(7) Uani 1 1 d .
H12A H 0.6057 -0.3645 0.2271 0.182 Uiso 1 1 calc R
C13 C 0.5264(11) -0.2713(17) 0.1173(10) 0.110(5) Uani 1 1 d .
H13A H 0.5515 -0.1829 0.1251 0.132 Uiso 1 1 calc R
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
N1 Cu1 N3 119.2(4) .
N1 Cu1 Br1 120.6(3) .
N3 Cu1 Br1 119.0(3) .
N1 Cu1 N2 78.9(4) .
N3 Cu1 N2 77.7(5) .
Br1 Cu1 N2 124.4(3) .
C5 N1 C1 116.7(10) .
C5 N1 Cu1 118.1(8) .
C1 N1 Cu1 125.1(8) .
C6 N2 C8 116.7(12) .
C6 N2 C7 121.5(11) .
C8 N2 C7 103.2(10) .
C6 N2 Cu1 103.1(9) .
C8 N2 Cu1 97.1(7) .
C7 N2 Cu1 112.8(9) .
C9 N3 C13 115.1(13) .
C9 N3 Cu1 120.3(11) .
C13 N3 Cu1 124.4(9) .
N1 C1 C2 124.6(13) .
N1 C1 H1A 117.7 .
C2 C1 H1A 117.7 .
C3 C2 C1 117.5(13) .
C3 C2 H2A 121.3 .
C1 C2 H2A 121.3 .
C2 C3 C4 121.0(13) .
C2 C3 H3A 119.5 .
C4 C3 H3A 119.5 .
C3 C4 C5 117.6(13) .
C3 C4 H4A 121.2 .
C5 C4 H4A 121.2 .
N1 C5 C4 122.6(12) .
N1 C5 C6 116.9(11) .
C4 C5 C6 120.4(13) .
N2 C6 C5 112.4(10) .
N2 C6 H6A 109.1 .
C5 C6 H6A 109.1 .
N2 C6 H6B 109.1 .
C5 C6 H6B 109.1 .
H6A C6 H6B 107.9 .
C7 C7 N2 102.1(17) 7_545
C7 C7 H7A 111.4 7_545
N2 C7 H7A 111.4 .
C7 C7 H7B 111.4 7_545
N2 C7 H7B 111.4 .
H7A C7 H7B 109.2 .
C9 C8 N2 114.7(10) .
C9 C8 H8A 108.6 .
N2 C8 H8A 108.6 .
C9 C8 H8B 108.6 .
N2 C8 H8B 108.6 .
H8A C8 H8B 107.6 .
N3 C9 C10 126.1(15) .
N3 C9 C8 113.0(13) .
C10 C9 C8 120.9(13) .
C11 C10 C9 113.6(16) .
C11 C10 H10A 123.2 .
C9 C10 H10A 123.2 .
C12 C11 C10 125(2) .
C12 C11 H11A 117.4 .
C10 C11 H11A 117.4 .
C11 C12 C13 120(2) .
C11 C12 H12A 120.2 .
C13 C12 H12A 120.2 .
N3 C13 C12 120.3(17) .
N3 C13 H13A 119.8 .
C12 C13 H13A 119.8 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.024(9) .
Cu1 N3 2.057(11) .
Cu1 Br1 2.3267(17) .
Cu1 N2 2.336(9) .
N1 C5 1.327(14) .
N1 C1 1.346(13) .
N2 C6 1.445(18) .
N2 C8 1.519(19) .
N2 C7 1.66(2) .
N3 C9 1.286(14) .
N3 C13 1.353(16) .
C1 C2 1.363(16) .
C1 H1A 0.9300 .
C2 C3 1.352(17) .
C2 H2A 0.9300 .
C3 C4 1.370(19) .
C3 H3A 0.9300 .
C4 C5 1.400(16) .
C4 H4A 0.9300 .
C5 C6 1.550(18) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C7 1.26(3) 7_545
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.49(2) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.435(19) .
C10 C11 1.30(3) .
C10 H10A 0.9300 .
C11 C12 1.25(3) .
C11 H11A 0.9300 .
C12 C13 1.41(2) .
C12 H12A 0.9300 .
C13 H13A 0.9300 .
