#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/77/2227747.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_2227747
loop_
_publ_author_name
'Potočňák, Ivan'
'Pravcová, Zuzana'
'Rak, Dmytro'
_publ_section_title
;
 Bromidobis(1,10-phenanthroline-κ²N,N')copper(II)
 dicyanamidate
;
_journal_coeditor_code           KP2274
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1325
_journal_page_last               m1326
_journal_paper_doi               10.1107/S1600536810037979
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cu Br (C12 H8 N2)2] C2 N3'
_chemical_formula_moiety         'C24 H16 Br Cu N4 +, C2 N3 -'
_chemical_formula_sum            'C26 H16 Br Cu N7'
_chemical_formula_weight         569.91
_chemical_name_systematic
;
Bromidobis(1,10-phenanthroline-κ²N,N')copper(II)
dicyanamidate
;
_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                 114.030(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.2317(4)
_cell_length_b                   10.8270(3)
_cell_length_c                   14.7408(5)
_cell_measurement_reflns_used    7148
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.4975
_cell_measurement_theta_min      3.0175
_cell_volume                     2220.27(13)
_computing_cell_refinement
;
CrysAlis RED (Oxford Diffraction, 2007)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2007)
;
_computing_data_reduction
;
CrysAlis RED (Oxford Diffraction, 2007)
;
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2001)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.3438
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur2 CCD'
_diffrn_measurement_method       'Rotation method data acquisition using ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11517
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    2.815
_exptl_absorpt_correction_T_max  0.819
_exptl_absorpt_correction_T_min  0.328
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
(CrysAlis RED; Oxford Diffraction, 2007)
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.6775
_exptl_crystal_size_mid          0.1675
_exptl_crystal_size_min          0.0869
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.427
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2182
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0209
_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)+(0.0401P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0604
_refine_ls_wR_factor_ref         0.0617
_reflns_number_gt                1799
_reflns_number_total             2182
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            kp2274.cif
_cod_data_source_block           I
_cod_original_cell_volume        2220.27(11)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2227747
_cod_database_fobs_code          2227747
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.5000 0.72646(3) 0.2500 0.03323(11) Uani d S 1 . .
N N10 0.62123(11) 0.71984(14) 0.22918(11) 0.0327(4) Uani d . 1 . .
N N20 0.59053(11) 0.64969(13) 0.38697(12) 0.0321(4) Uani d . 1 . .
Br Br1 0.5000 0.95947(2) 0.2500 0.03604(10) Uani d S 1 . .
C C11 0.69628(13) 0.66725(15) 0.30537(13) 0.0308(4) Uani d . 1 . .
C C12 0.63710(15) 0.76473(19) 0.15301(15) 0.0396(5) Uani d . 1 . .
H H12 0.5869 0.8039 0.1017 0.047 Uiso calc R 1 . .
C C13 0.72584(16) 0.75547(19) 0.14697(16) 0.0434(5) Uani d . 1 . .
H H13 0.7342 0.7877 0.0925 0.052 Uiso calc R 1 . .
C C14 0.80010(15) 0.6989(2) 0.22157(16) 0.0415(5) Uani d . 1 . .
H H14 0.8590 0.6898 0.2173 0.050 Uiso calc R 1 . .
C C15 0.78767(14) 0.65401(16) 0.30513(15) 0.0348(4) Uani d . 1 . .
C C16 0.86264(14) 0.6003(2) 0.38968(15) 0.0445(5) Uani d . 1 . .
H H16 0.9231 0.5888 0.3894 0.053 Uiso calc R 1 . .
C C21 0.67959(13) 0.63020(16) 0.39026(14) 0.0295(4) Uani d . 1 . .
C C22 0.57510(15) 0.62008(19) 0.46690(15) 0.0380(5) Uani d . 1 . .
H H22 0.5139 0.6310 0.4651 0.046 Uiso calc R 1 . .
C C23 0.64771(16) 0.57311(19) 0.55360(15) 0.0443(5) Uani d . 1 . .
H H23 0.6347 0.5552 0.6086 0.053 Uiso calc R 1 . .
C C24 0.73686(16) 0.55385(18) 0.55692(15) 0.0428(5) Uani d . 1 . .
H H24 0.7853 0.5224 0.6142 0.051 Uiso calc R 1 . .
C C25 0.75581(14) 0.58155(17) 0.47343(14) 0.0356(4) Uani d . 1 . .
C C26 0.84725(16) 0.56610(19) 0.46978(16) 0.0455(5) Uani d . 1 . .
H H26 0.8974 0.5316 0.5240 0.055 Uiso calc R 1 . .
N N1 0.5000 0.4095(4) 0.2500 0.0987(14) Uani d S 1 . .
C C2 0.5311(2) 0.3506(2) 0.3332(2) 0.0560(6) Uani d . 1 . .
N N2 0.56044(18) 0.3068(3) 0.41052(18) 0.0749(7) Uani d . 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N10 Cu1 N10 2_655 . 175.88(9) ?
N10 Cu1 N20 2_655 2_655 81.19(6) ?
N10 Cu1 N20 . 2_655 97.16(6) ?
N10 Cu1 N20 2_655 . 97.16(6) ?
N10 Cu1 N20 . . 81.19(6) ?
N20 Cu1 N20 2_655 . 133.32(8) ?
N10 Cu1 Br1 2_655 . 92.06(4) ?
N10 Cu1 Br1 . . 92.06(4) ?
N20 Cu1 Br1 2_655 . 113.34(4) ?
N20 Cu1 Br1 . . 113.34(4) ?
C12 N10 C11 . . 117.96(17) ?
C12 N10 Cu1 . . 127.88(14) ?
C11 N10 Cu1 . . 114.09(12) ?
C22 N20 C21 . . 117.78(17) ?
C22 N20 Cu1 . . 131.57(14) ?
C21 N20 Cu1 . . 110.64(12) ?
N10 C11 C15 . . 122.90(18) ?
N10 C11 C21 . . 116.79(16) ?
C15 C11 C21 . . 120.25(17) ?
N10 C12 C13 . . 122.74(19) ?
N10 C12 H12 . . 118.6 ?
C13 C12 H12 . . 118.6 ?
C14 C13 C12 . . 119.3(2) ?
C14 C13 H13 . . 120.3 ?
C12 C13 H13 . . 120.3 ?
C13 C14 C15 . . 119.94(19) ?
C13 C14 H14 . . 120.0 ?
C15 C14 H14 . . 120.0 ?
C11 C15 C14 . . 117.07(18) ?
C11 C15 C16 . . 118.83(19) ?
C14 C15 C16 . . 124.07(19) ?
C26 C16 C15 . . 121.0(2) ?
C26 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
N20 C21 C25 . . 123.38(18) ?
N20 C21 C11 . . 117.18(16) ?
C25 C21 C11 . . 119.38(18) ?
N20 C22 C23 . . 122.4(2) ?
N20 C22 H22 . . 118.8 ?
C23 C22 H22 . . 118.8 ?
C24 C23 C22 . . 119.7(2) ?
C24 C23 H23 . . 120.1 ?
C22 C23 H23 . . 120.1 ?
C23 C24 C25 . . 119.70(19) ?
C23 C24 H24 . . 120.1 ?
C25 C24 H24 . . 120.1 ?
C21 C25 C24 . . 116.94(19) ?
C21 C25 C26 . . 118.98(19) ?
C24 C25 C26 . . 124.06(19) ?
C16 C26 C25 . . 121.52(19) ?
C16 C26 H26 . . 119.2 ?
C25 C26 H26 . . 119.2 ?
C2 N1 C2 . 2_655 120.7(4) ?
N2 C2 N1 . . 174.8(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N10 2_655 1.9926(15) ?
Cu1 N10 . 1.9926(15) yes
Cu1 N20 2_655 2.0979(15) ?
Cu1 N20 . 2.0979(15) yes
Cu1 Br1 . 2.5228(4) yes
N10 C12 . 1.333(3) ?
N10 C11 . 1.359(2) ?
N20 C22 . 1.331(2) ?
N20 C21 . 1.354(2) ?
C11 C15 . 1.401(3) ?
C11 C21 . 1.432(3) ?
C12 C13 . 1.394(3) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.361(3) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.407(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.427(3) ?
C16 C26 . 1.346(3) ?
C16 H16 . 0.9300 ?
C21 C25 . 1.403(3) ?
C22 C23 . 1.401(3) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.355(3) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.406(3) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.425(3) ?
C26 H26 . 0.9300 ?
N1 C2 . 1.288(4) yes
N1 C2 2_655 1.288(4) ?
C2 N2 . 1.145(3) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C22 H22 N2 5_666 0.93 2.60 3.346(3) 137.0
