#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/68/2236877.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2236877
loop_
_publ_author_name
'Lacková, Katarína'
'Potočňák, Ivan'
_publ_section_title
;
 (Nitrato-κ²O,O')bis(1,10-phenanthroline-κ²N,N')copper(II)
 tricyanomethanide
;
_journal_coeditor_code           GK2531
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1553
_journal_page_last               m1554
_journal_paper_doi               10.1107/S1600536812047757
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu (N O3) (C12 H8 N2)2] (C4 N3)'
_chemical_formula_moiety         'C24 H16 Cu N5 O3 +, C4 N3 -'
_chemical_formula_sum            'C28 H16 Cu N8 O3'
_chemical_formula_weight         576.03
_chemical_name_systematic
;
(Nitrato-κ²O,O')bis(1,10-phenanthroline-
κ²N,N')copper(II) tricyanomethanide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 103.997(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.3011(4)
_cell_length_b                   10.1155(3)
_cell_length_c                   19.5597(6)
_cell_measurement_reflns_used    4424
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      29.35
_cell_measurement_theta_min      2.91
_cell_volume                     2553.56(14)
_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      183(2)
_diffrn_detector_area_resol_mean 8.3438
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur Sapphire2
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0449
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10675
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.92
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.903
_exptl_absorpt_correction_T_max  0.825
_exptl_absorpt_correction_T_min  0.777
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlis RED (Oxford Diffraction, 2007), based on expressions derived
from
Clark & Reid (1995)]
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1172
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.426
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5283
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0398
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0384P)²+1.6904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0969
_reflns_number_gt                4034
_reflns_number_total             5283
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            gk2531.cif
_cod_data_source_block           I
_cod_original_cell_volume        2553.56(13)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2236877
_cod_database_fobs_code          2236877
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
Cu Cu1 0.23397(2) 0.23042(3) 0.492800(16) 0.02860(11) Uani d . 1 1
N N10 0.20297(15) 0.0829(2) 0.42426(10) 0.0279(5) Uani d . 1 1
N N20 0.37950(15) 0.2104(2) 0.47543(10) 0.0254(4) Uani d . 1 1
N N30 0.27128(15) 0.3747(2) 0.56231(10) 0.0269(5) Uani d . 1 1
N N40 0.12822(15) 0.3762(2) 0.43990(10) 0.0273(5) Uani d . 1 1
O O1 0.12472(15) 0.1517(2) 0.54749(10) 0.0456(5) Uani d . 1 1
O O2 0.27099(14) 0.0638(2) 0.59615(12) 0.0480(5) Uani d . 1 1
O O3 0.13425(17) 0.0080(2) 0.62999(11) 0.0535(6) Uani d . 1 1
N N4 0.17688(15) 0.07347(19) 0.59182(11) 0.0251(5) Uani d . 1 1
C C11 0.28763(18) 0.0376(2) 0.40462(12) 0.0247(5) Uani d . 1 1
C C12 0.1122(2) 0.0234(3) 0.39845(13) 0.0326(6) Uani d . 1 1
H H12 0.0538 0.0542 0.4117 0.039 Uiso calc R 1 1
C C13 0.1022(2) -0.0837(3) 0.35220(14) 0.0358(6) Uani d . 1 1
H H13 0.0376 -0.1216 0.3340 0.043 Uiso calc R 1 1
C C14 0.1878(2) -0.1322(3) 0.33397(13) 0.0341(6) Uani d . 1 1
H H14 0.1820 -0.2053 0.3045 0.041 Uiso calc R 1 1
C C15 0.2850(2) -0.0715(2) 0.35975(12) 0.0280(6) Uani d . 1 1
C C16 0.3793(2) -0.1106(3) 0.34200(13) 0.0316(6) Uani d . 1 1
H H16 0.3789 -0.1841 0.3134 0.038 Uiso calc R 1 1
C C21 0.38273(18) 0.1067(2) 0.43158(12) 0.0236(5) Uani d . 1 1
C C22 0.46619(19) 0.2782(3) 0.49966(13) 0.0302(6) Uani d . 1 1
H H22 0.4648 0.3495 0.5294 0.036 Uiso calc R 1 1
C C23 0.5594(2) 0.2471(3) 0.48255(13) 0.0320(6) Uani d . 1 1
H H23 0.6186 0.2971 0.5007 0.038 Uiso calc R 1 1
C C24 0.5630(2) 0.1427(3) 0.43896(13) 0.0319(6) Uani d . 1 1
H H24 0.6248 0.1209 0.4273 0.038 Uiso calc R 1 1
C C25 0.47279(19) 0.0682(2) 0.41169(12) 0.0251(5) Uani d . 1 1
C C26 0.4683(2) -0.0431(3) 0.36593(13) 0.0311(6) Uani d . 1 1
H H26 0.5277 -0.0694 0.3525 0.037 Uiso calc R 1 1
C C31 0.21763(18) 0.4890(2) 0.54394(12) 0.0240(5) Uani d . 1 1
C C32 0.3421(2) 0.3704(3) 0.62327(13) 0.0327(6) Uani d . 1 1
H H32 0.3780 0.2919 0.6365 0.039 Uiso calc R 1 1
C C33 0.3646(2) 0.4792(3) 0.66803(14) 0.0350(6) Uani d . 1 1
H H33 0.4153 0.4735 0.7101 0.042 Uiso calc R 1 1
C C34 0.3117(2) 0.5938(3) 0.64957(13) 0.0327(6) Uani d . 1 1
H H34 0.3265 0.6673 0.6789 0.039 Uiso calc R 1 1
C C35 0.23491(19) 0.6016(2) 0.58662(13) 0.0267(5) Uani d . 1 1
C C36 0.1738(2) 0.7169(3) 0.56400(14) 0.0322(6) Uani d . 1 1
H H36 0.1847 0.7924 0.5920 0.039 Uiso calc R 1 1
C C41 0.14034(18) 0.4896(2) 0.47829(13) 0.0252(5) Uani d . 1 1
C C42 0.0572(2) 0.3760(3) 0.37912(13) 0.0348(6) Uani d . 1 1
H H42 0.0484 0.2998 0.3517 0.042 Uiso calc R 1 1
C C43 -0.0048(2) 0.4860(3) 0.35470(14) 0.0378(7) Uani d . 1 1
H H43 -0.0538 0.4821 0.3118 0.045 Uiso calc R 1 1
C C44 0.0065(2) 0.5983(3) 0.39360(14) 0.0351(6) Uani d . 1 1
H H44 -0.0352 0.6713 0.3778 0.042 Uiso calc R 1 1
C C45 0.08147(18) 0.6040(3) 0.45786(13) 0.0282(6) Uani d . 1 1
C C46 0.1005(2) 0.7181(3) 0.50269(15) 0.0340(6) Uani d . 1 1
H H46 0.0615 0.7943 0.4893 0.041 Uiso calc R 1 1
C C1 0.3205(3) 0.4583(3) 0.34844(17) 0.0488(8) Uani d . 1 1
C C2 0.4051(2) 0.3074(3) 0.28228(14) 0.0384(7) Uani d . 1 1
C C3 0.2207(2) 0.2859(3) 0.27295(14) 0.0408(7) Uani d . 1 1
C C4 0.3157(2) 0.3509(3) 0.30173(14) 0.0381(7) Uani d . 1 1
N N1 0.3254(3) 0.5442(3) 0.38713(17) 0.0772(10) Uani d . 1 1
N N2 0.4774(2) 0.2697(3) 0.26576(13) 0.0481(7) Uani d . 1 1
N N3 0.1445(2) 0.2311(3) 0.25020(14) 0.0594(8) Uani d . 1 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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N10 Cu1 N30 177.46(8) n
N10 Cu1 N40 100.85(8) n
N20 Cu1 N10 82.20(8) n
N20 Cu1 N30 95.54(8) n
N20 Cu1 N40 121.78(8) n
N30 Cu1 N40 81.31(8) n
N10 Cu1 O1 90.15(8) n
N20 Cu1 O1 145.22(8) n
N30 Cu1 O1 91.07(8) n
N40 Cu1 O1 92.97(8) n
N10 Cu1 O2 90.41(8) n
N20 Cu1 O2 93.23(7) n
N30 Cu1 O2 88.55(7) n
N40 Cu1 O2 144.19(7) n
O1 Cu1 O2 52.76(6) n
C12 N10 C11 118.6(2) ?
C12 N10 Cu1 128.10(18) ?
C11 N10 Cu1 113.29(15) ?
C22 N20 C21 117.7(2) ?
C22 N20 Cu1 131.50(18) ?
C21 N20 Cu1 110.75(16) ?
C32 N30 C31 118.5(2) ?
C32 N30 Cu1 126.82(17) ?
C31 N30 Cu1 114.70(15) ?
C42 N40 C41 117.4(2) ?
C42 N40 Cu1 132.69(18) ?
C41 N40 Cu1 109.91(15) ?
N4 O1 Cu1 104.48(15) ?
N4 O2 Cu1 84.07(15) ?
O3 N4 O2 121.4(2) ?
O3 N4 O1 120.0(2) ?
O2 N4 O1 118.6(2) ?
N10 C11 C15 123.1(2) ?
N10 C11 C21 116.9(2) ?
C15 C11 C21 120.0(2) ?
N10 C12 C13 122.1(3) ?
N10 C12 H12 119.0 ?
C13 C12 H12 119.0 ?
C14 C13 C12 119.6(2) ?
C14 C13 H13 120.2 ?
C12 C13 H13 120.2 ?
C13 C14 C15 120.1(2) ?
C13 C14 H14 120.0 ?
C15 C14 H14 120.0 ?
C11 C15 C14 116.6(2) ?
C11 C15 C16 118.5(2) ?
C14 C15 C16 124.9(2) ?
C26 C16 C15 121.4(2) ?
C26 C16 H16 119.3 ?
C15 C16 H16 119.3 ?
N20 C21 C25 123.2(2) ?
N20 C21 C11 116.7(2) ?
C25 C21 C11 120.1(2) ?
N20 C22 C23 123.0(2) ?
N20 C22 H22 118.5 ?
C23 C22 H22 118.5 ?
C24 C23 C22 119.4(2) ?
C24 C23 H23 120.3 ?
C22 C23 H23 120.3 ?
C23 C24 C25 119.7(2) ?
C23 C24 H24 120.2 ?
C25 C24 H24 120.2 ?
C21 C25 C24 117.0(2) ?
C21 C25 C26 118.9(2) ?
C24 C25 C26 124.1(2) ?
C16 C26 C25 121.1(2) ?
C16 C26 H26 119.5 ?
C25 C26 H26 119.5 ?
N30 C31 C35 122.3(2) ?
N30 C31 C41 117.1(2) ?
C35 C31 C41 120.6(2) ?
N30 C32 C33 122.4(2) ?
N30 C32 H32 118.8 ?
C33 C32 H32 118.8 ?
C34 C33 C32 119.2(2) ?
C34 C33 H33 120.4 ?
C32 C33 H33 120.4 ?
C33 C34 C35 120.2(2) ?
C33 C34 H34 119.9 ?
C35 C34 H34 119.9 ?
C31 C35 C34 117.3(2) ?
C31 C35 C36 118.8(2) ?
C34 C35 C36 123.9(2) ?
C46 C36 C35 121.1(2) ?
C46 C36 H36 119.5 ?
C35 C36 H36 119.5 ?
N40 C41 C45 123.8(2) ?
N40 C41 C31 117.0(2) ?
C45 C41 C31 119.2(2) ?
N40 C42 C43 122.5(3) ?
N40 C42 H42 118.8 ?
C43 C42 H42 118.8 ?
C44 C43 C42 119.9(2) ?
C44 C43 H43 120.0 ?
C42 C43 H43 120.0 ?
C43 C44 C45 119.7(2) ?
C43 C44 H44 120.1 ?
C45 C44 H44 120.1 ?
C41 C45 C44 116.6(2) ?
C41 C45 C46 119.1(2) ?
C44 C45 C46 124.2(2) ?
C36 C46 C45 121.2(2) ?
C36 C46 H46 119.4 ?
C45 C46 H46 119.4 ?
N1 C1 C4 178.9(4) n
N2 C2 C4 178.7(3) n
N3 C3 C4 178.8(4) n
C1 C4 C2 120.6(3) n
C2 C4 C3 118.7(3) n
C3 C4 C1 120.8(3) n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N10 1.981(2) ?
Cu1 N20 2.055(2) ?
Cu1 N30 1.974(2) ?
Cu1 N40 2.126(2) ?
Cu1 O1 2.154(2) ?
Cu1 O2 2.586(2) ?
O1 N4 1.253(3) ?
O2 N4 1.238(3) ?
O3 N4 1.234(3) ?
N10 C11 1.354(3) ?
N10 C12 1.334(3) ?
N20 C21 1.362(3) ?
N20 C22 1.326(3) ?
N30 C31 1.361(3) ?
N30 C32 1.330(3) ?
N40 C41 1.359(3) ?
N40 C42 1.327(3) ?
C11 C15 1.405(3) ?
C11 C21 1.430(3) ?
C12 C13 1.397(4) ?
C12 H12 0.9300 ?
C13 C14 1.364(4) ?
C13 H13 0.9300 ?
C14 C15 1.410(4) ?
C14 H14 0.9300 ?
C15 C16 1.435(4) ?
C16 C26 1.349(4) ?
C16 H16 0.9300 ?
C21 C25 1.401(3) ?
C22 C23 1.396(4) ?
C22 H22 0.9300 ?
C23 C24 1.366(4) ?
C23 H23 0.9300 ?
C24 C25 1.409(3) ?
C24 H24 0.9300 ?
C25 C26 1.431(3) ?
C26 H26 0.9300 ?
C31 C35 1.398(3) ?
C31 C41 1.438(3) ?
C32 C33 1.393(4) ?
C32 H32 0.9300 ?
C33 C34 1.359(4) ?
C33 H33 0.9300 ?
C34 C35 1.399(3) ?
C34 H34 0.9300 ?
C35 C36 1.429(3) ?
C36 C46 1.351(4) ?
C36 H36 0.9300 ?
C41 C45 1.401(3) ?
C42 C43 1.400(4) ?
C42 H42 0.9300 ?
C43 C44 1.355(4) ?
C43 H43 0.9300 ?
C44 C45 1.404(3) ?
C44 H44 0.9300 ?
C45 C46 1.434(4) ?
C46 H46 0.9300 ?
C1 N1 1.144(4) n
C1 C4 1.411(4) n
C2 N2 1.151(4) n
C2 C4 1.404(4) n
C3 N3 1.147(4) n
C3 C4 1.415(4) n
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
_geom_hbond_publ_flag
C12 H12 O3 3_556 0.93 2.52 3.206(3) 131 y
C24 H24 O2 3_656 0.93 2.44 3.231(3) 144 y
C36 H36 O3 1_565 0.93 2.45 3.307(3) 153 y
C46 H46 O1 3_566 0.93 2.47 3.201(3) 136 y
