#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/20/4302031.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_4302031
loop_
_publ_author_name
'En-Cui Yang'
'Hong-Kun Zhao'
'Yan Feng'
'Xiao-Jun Zhao'
_publ_section_title
;
A Tetranuclear CuII-Based 2D Aggregate with an Unprecedented Tetradentate
μ4-N1,N3,N7,N9-Adeninate Nucleobase
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3511
_journal_page_last               3513
_journal_paper_doi               10.1021/ic900113e
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C14 H25 Cl3 Cu2 N8 O3'
_chemical_formula_weight         586.850
_space_group_IT_number           14
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             09-02-21
_audit_creation_method
'Created with Diamond (www.crystalimpact.com)'
_audit_update_record             09-02-21
_cell_angle_alpha                90.000
_cell_angle_beta                 108.437(3)
_cell_angle_gamma                90.000
_cell_formula_units_Z            4
_cell_length_a                   13.228(2)
_cell_length_b                   13.360(2)
_cell_length_c                   13.967(2)
_cell_volume                     2341.6(6)
_refine_ls_R_factor_all          0.083
_cod_data_source_file            ic900113e_si_002.cif
_cod_data_source_block           090211b
_cod_original_cell_volume        2341.6(7)
_cod_original_sg_symbol_Hall     -P_2yn
_cod_database_code               4302031
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 'x, y, z'
2 '0.500-x, 0.500+y, 0.500-z'
3 '-x, -y, -z'
4 '0.500+x, 0.500-y, 0.500+z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
Cu1 Cu 0.2514(1) 0.274 0.7708(1) 1.000 4 e ? d Uani 0.0328(2)
Cu2 Cu 0.0029(1) 0.1084(1) 1.0143(1) 1.000 4 e ? d Uani 0.0496(3)
Cl1 Cl 0.4065(2) 0.1894(2) 0.8330(2) 1.000 4 e ? d Uani 0.0549(5)
Cl2 Cl -0.0484(2) 0.2698(2) 0.9870(3) 1.000 4 e ? d Uani 0.0991(10)
Cl3 Cl 0.1404(1) 0.0113(2) 1.1217(1) 1.000 4 e ? d Uani 0.0477(5)
O1 O 0.1173(4) 0.3544(4) 0.7401(4) 1.000 4 e ? d Uani 0.0491(12)
O2 O 0.6759(5) 0.2847(5) 1.0835(5) 1.000 4 e ? d Uani 0.0701(17)
O3 O 0.2737(6) 0.3561(5) -0.0661(4) 1.000 4 e ? d Uani 0.0713(18)
N2 N -0.0315(5) 0.4379(5) 0.6544(5) 1.000 4 e ? d Uani 0.0507(16)
N4 N 0.6443(6) 0.3224(7) 0.9173(7) 1.000 4 e ? d Uani 0.082(3)
N7 N 0.1698(5) 0.1629(4) 0.8101(4) 1.000 4 e ? d Uani 0.0493(16)
N8 N 0.3044(7) 0.3450(6) 0.1008(6) 1.000 4 e ? d Uani 0.072(2)
C1 C 0.0519(6) 0.3816(5) 0.6591(6) 1.000 4 e ? d Uani 0.0439(17)
H1 H 0.0622 0.3615 0.5991 1.000 4 e ? calc Uiso 0.05300
C3 C -0.0491(8) 0.4743(8) 0.7460(8) 1.000 4 e ? d Uani 0.075(3)
H3A H -0.1237 0.4867 0.7331 1.000 4 e ? calc Uiso 0.11300
H3B H -0.0099 0.5352 0.7671 1.000 4 e ? calc Uiso 0.11300
H3C H -0.0252 0.4249 0.7982 1.000 4 e ? calc Uiso 0.11300
C7 C -0.1067(8) 0.4692(9) 0.5584(8) 1.000 4 e ? d Uani 0.078(3)
H7A H -0.1083 0.5409 0.5547 1.000 4 e ? calc Uiso 0.11700
H7B H -0.1765 0.4446 0.5531 1.000 4 e ? calc Uiso 0.11700
H7C H -0.0850 0.4426 0.5041 1.000 4 e ? calc Uiso 0.11700
C9 C 0.6859(7) 0.2698(8) 1.0004(8) 1.000 4 e ? d Uani 0.071(3)
H9 H 0.7276 0.2152 0.9954 1.000 4 e ? calc Uiso 0.08500
C10 C 0.5768(11) 0.4063(9) 0.9185(12) 1.000 4 e ? d Uani 0.128(6)
H10A H 0.5067 0.3828 0.9134 1.000 4 e ? calc Uiso 0.19300
H10B H 0.5728 0.4494 0.8624 1.000 4 e ? calc Uiso 0.19300
H10C H 0.6058 0.4427 0.9804 1.000 4 e ? calc Uiso 0.19300
C11 C 0.6585(10) 0.2929(14) 0.8230(9) 1.000 4 e ? d Uani 0.129(6)
H11A H 0.7113 0.2410 0.8352 1.000 4 e ? calc Uiso 0.19300
H11B H 0.6816 0.3495 0.7931 1.000 4 e ? calc Uiso 0.19300
H11C H 0.5922 0.2685 0.7781 1.000 4 e ? calc Uiso 0.19300
C12 C 0.3237(8) 0.3290(7) 0.0170(7) 1.000 4 e ? d Uani 0.064(2)
H12 H 0.3844 0.2916 0.0220 1.000 4 e ? calc Uiso 0.07700
C13 C 0.2113(9) 0.4009(13) 0.0978(10) 1.000 4 e ? d Uani 0.119(5)
H13A H 0.1865 0.4371 0.0353 1.000 4 e ? calc Uiso 0.17900
H13B H 0.2283 0.4472 0.1532 1.000 4 e ? calc Uiso 0.17900
H13C H 0.1566 0.3560 0.1029 1.000 4 e ? calc Uiso 0.17900
C14 C 0.3736(16) 0.3076(13) 0.1954(9) 1.000 4 e ? d Uani 0.170(9)
H14A H 0.4420 0.2918 0.1889 1.000 4 e ? calc Uiso 0.25400
H14B H 0.3431 0.2483 0.2138 1.000 4 e ? calc Uiso 0.25400
H14C H 0.3820 0.3576 0.2467 1.000 4 e ? calc Uiso 0.25400
C8 C 0.1152(6) 0.1971(5) 0.8779(6) 1.000 4 e ? d Uani 0.072(3)
H8 H 0.1062 0.2637 0.8928 1.000 4 e ? calc Uiso 0.08600
N9 N 0.0770(5) 0.1130(4) 0.9187(5) 1.000 4 e ? d Uani 0.0574(18)
C4 C 0.1060(4) 0.0319(3) 0.8804(4) 1.000 4 e ? d Uani 0.058(2)
C5 C 0.1611(5) 0.0582(3) 0.8143(4) 1.000 4 e ? d Uani 0.078(3)
C6 C 0.1985(4) -0.0158(4) 0.7641(4) 1.000 4 e ? d Uani 0.092(3)
N1 N 0.1808(4) -0.1161(3) 0.7800(3) 1.000 4 e ? d Uani 0.0488(16)
C2 C 0.1257(4) -0.1424(3) 0.8461(3) 1.000 4 e ? d Uani 0.067(3)
H2 H 0.1138 -0.2095 0.8567 1.000 4 e ? calc Uiso 0.08000
N3 N 0.0883(3) -0.0684(3) 0.8963(3) 1.000 4 e ? d Uani 0.066(2)
N6 N 0.2394(6) 0.0259(6) 0.6870(5) 1.000 4 e ? d Uani 0.0584(19)
H6A H 0.2555 -0.0132 0.6450 1.000 4 e ? calc Uiso 0.07000
H6B H 0.2475 0.0895 0.6835 1.000 4 e ? calc Uiso 0.07000
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
Cu ? 1.200
Cl ? 1.200
O ? 1.200
N ? 1.200
C ? 1.200
H ? 1.200
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu1 O1 2_556 . . 89.8(5) no
N1 Cu1 N7 2_556 . . 174.4(7) no
O1 Cu1 N7 . . . 86.5(2) no
N1 Cu1 Cl1 2_556 . . 92.8(5) no
O1 Cu1 Cl1 . . . 170.31(17) no
N7 Cu1 Cl1 . . . 91.48(18) no
N9 Cu2 N3 . . 3_557 165.8(4) no
N9 Cu2 Cl2 . . . 92.5(2) no
N3 Cu2 Cl2 3_557 . . 98.5(3) no
N9 Cu2 Cl3 . . . 89.9(2) no
N3 Cu2 Cl3 3_557 . . 87.3(4) no
Cl2 Cu2 Cl3 . . . 140.03(11) no
N9 Cu2 Cl3 . . 3_557 85.9(2) no
N3 Cu2 Cl3 3_557 . 3_557 81.9(4) no
Cl2 Cu2 Cl3 . . 3_557 109.64(11) no
Cl3 Cu2 Cl3 . . 3_557 110.33(6) no
N9 Cu2 Cu2 . . 3_557 86.12(19) no
N3 Cu2 Cu2 3_557 . 3_557 80.3(3) no
Cl2 Cu2 Cu2 . . 3_557 158.57(11) no
Cl3 Cu2 Cu2 . . 3_557 61.40(6) no
Cl3 Cu2 Cu2 3_557 . 3_557 48.93(5) no
Cu2 Cl3 Cu2 . . 3_557 69.67(6) no
C1 O1 Cu1 . . . 131.9(5) no
C1 N2 C3 . . . 120.7(7) no
C1 N2 C7 . . . 121.8(7) no
C3 N2 C7 . . . 117.5(7) no
C9 N4 C10 . . . 119.6(12) no
C9 N4 C11 . . . 121.2(11) no
C10 N4 C11 . . . 119.0(11) no
C5 N7 C8 . . . 103.0(4) no
C5 N7 Cu1 . . . 143.5(4) no
C8 N7 Cu1 . . . 111.7(4) no
C12 N8 C13 . . . 118.3(9) no
C12 N8 C14 . . . 121.7(10) no
C13 N8 C14 . . . 120.(1) no
O1 C1 N2 . . . 122.9(7) no
O1 C1 H1 . . . 118.50 no
N2 C1 H1 . . . 118.50 no
N2 C3 H3A . . . 109.50 no
N2 C3 H3B . . . 109.50 no
H3A C3 H3B . . . 109.50 no
N2 C3 H3C . . . 109.50 no
H3A C3 H3C . . . 109.50 no
H3B C3 H3C . . . 109.50 no
N2 C7 H7A . . . 109.50 no
N2 C7 H7B . . . 109.50 no
H7A C7 H7B . . . 109.50 no
N2 C7 H7C . . . 109.50 no
H7A C7 H7C . . . 109.50 no
H7B C7 H7C . . . 109.50 no
O2 C9 N4 . . . 127.4(11) no
O2 C9 H9 . . . 116.30 no
N4 C9 H9 . . . 116.30 no
N4 C10 H10A . . . 109.50 no
N4 C10 H10B . . . 109.50 no
H10A C10 H10B . . . 109.50 no
N4 C10 H10C . . . 109.50 no
H10A C10 H10C . . . 109.50 no
H10B C10 H10C . . . 109.50 no
N4 C11 H11A . . . 109.50 no
N4 C11 H11B . . . 109.50 no
H11A C11 H11B . . . 109.50 no
N4 C11 H11C . . . 109.50 no
H11A C11 H11C . . . 109.50 no
H11B C11 H11C . . . 109.50 no
O3 C12 N8 . . . 128.6(10) no
O3 C12 H12 . . . 115.70 no
N8 C12 H12 . . . 115.70 no
N8 C13 H13A . . . 109.50 no
N8 C13 H13B . . . 109.50 no
H13A C13 H13B . . . 109.50 no
N8 C13 H13C . . . 109.50 no
H13A C13 H13C . . . 109.50 no
H13B C13 H13C . . . 109.50 no
N8 C14 H14A . . . 109.50 no
N8 C14 H14B . . . 109.50 no
H14A C14 H14B . . . 109.50 no
N8 C14 H14C . . . 109.50 no
H14A C14 H14C . . . 109.50 no
H14B C14 H14C . . . 109.50 no
N9 C8 N7 . . . 109.2(5) no
N9 C8 H8 . . . 125.40 no
N7 C8 H8 . . . 125.40 no
C4 N9 C8 . . . 107.5(4) no
C4 N9 Cu2 . . . 122.8(4) no
C8 N9 Cu2 . . . 129.6(5) no
N9 C4 C5 . . . 110.0(4) no
N9 C4 N3 . . . 130.0(3) no
C5 C4 N3 . . . 120.00 no
C6 C5 C4 . . . 120.00 no
C6 C5 N7 . . . 129.7(3) no
C4 C5 N7 . . . 110.3(3) no
N1 C6 C5 . . . 120.00 no
N1 C6 N6 . . . 127.3(4) no
C5 C6 N6 . . . 112.0(4) no
C2 N1 C6 . . . 120.00 no
C2 N1 Cu1 . . 2_546 116.5(3) no
C6 N1 Cu1 . . 2_546 122.9(3) no
N1 C2 N3 . . . 120.00 no
N1 C2 H2 . . . 120.00 no
N3 C2 H2 . . . 120.00 no
C2 N3 C4 . . . 120.00 no
C2 N3 Cu2 . . 3_557 119.4(2) no
C4 N3 Cu2 . . 3_557 120.4(2) no
C6 N6 H6A . . . 120.00 no
C6 N6 H6B . . . 120.00 no
H6A N6 H6B . . . 120.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . 2_556 1.967(15) no
Cu1 O1 . . 2.000(5) no
Cu1 N7 . . 2.011(5) no
Cu1 Cl1 . . 2.262(2) no
Cu2 N9 . . 1.892(5) no
Cu2 N3 . 3_557 2.062(8) no
Cu2 Cl2 . . 2.257(3) no
Cu2 Cl3 . . 2.348(2) no
Cu2 Cl3 . 3_557 2.735(2) no
Cu2 Cu2 . 3_557 2.921(2) no
Cl3 Cu2 . 3_557 2.735(2) no
O1 C1 . . 1.242(9) no
O2 C9 . . 1.225(12) no
O3 C12 . . 1.196(10) no
N2 C1 . . 1.319(9) no
N2 C3 . . 1.454(11) no
N2 C7 . . 1.455(11) no
N4 C9 . . 1.320(12) no
N4 C10 . . 1.435(16) no
N4 C11 . . 1.443(16) no
N7 C5 . . 1.406(6) no
N7 C8 . . 1.436(7) no
N8 C12 . . 1.292(11) no
N8 C13 . . 1.430(14) no
N8 C14 . . 1.438(14) no
C1 H1 . . 0.9300 no
C3 H3A . . 0.9600 no
C3 H3B . . 0.9600 no
C3 H3C . . 0.9600 no
C7 H7A . . 0.9600 no
C7 H7B . . 0.9600 no
C7 H7C . . 0.9600 no
C9 H9 . . 0.9300 no
C10 H10A . . 0.9600 no
C10 H10B . . 0.9600 no
C10 H10C . . 0.9600 no
C11 H11A . . 0.9600 no
C11 H11B . . 0.9600 no
C11 H11C . . 0.9600 no
C12 H12 . . 0.9300 no
C13 H13A . . 0.9600 no
C13 H13B . . 0.9600 no
C13 H13C . . 0.9600 no
C14 H14A . . 0.9600 no
C14 H14B . . 0.9600 no
C14 H14C . . 0.9600 no
C8 N9 . . 1.423(7) no
C8 H8 . . 0.9300 no
N9 C4 . . 1.318(6) no
C4 C5 . . 1.3900 no
C4 N3 . . 1.3900 no
C5 C6 . . 1.3900 no
C6 N1 . . 1.3900 no
C6 N6 . . 1.461(6) no
N1 C2 . . 1.3900 no
N1 Cu1 . 2_546 1.967(3) no
C2 N3 . . 1.3900 no
C2 H2 . . 0.9300 no
N3 Cu2 . 3_557 2.062(3) no
N6 H6A . . 0.8600 no
N6 H6B . . 0.8600 no
Cu1 Cu2 . . 5.8606(15) no
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N9 Cu2 Cl3 Cu2 . . . 3_557 -85.62(19) no
N3 Cu2 Cl3 Cu2 3_557 . . 3_557 80.4(4) no
Cl2 Cu2 Cl3 Cu2 . . . 3_557 -179.50(16) no
Cl3 Cu2 Cl3 Cu2 3_557 . . 3_557 0.00 no
N1 Cu1 O1 C1 2_556 . . . 68.0(9) no
N7 Cu1 O1 C1 . . . . -107.7(7) no
Cl1 Cu1 O1 C1 . . . . 173.9(7) no
N1 Cu1 N7 C5 2_556 . . . 100.(3) no
O1 Cu1 N7 C5 . . . . 149.8(8) no
Cl1 Cu1 N7 C5 . . . . -39.7(8) no
N1 Cu1 N7 C8 2_556 . . . -99.(3) no
O1 Cu1 N7 C8 . . . . -49.3(5) no
Cl1 Cu1 N7 C8 . . . . 121.2(5) no
Cu1 O1 C1 N2 . . . . -177.9(5) no
C3 N2 C1 O1 . . . . 2.2(12) no
C7 N2 C1 O1 . . . . 179.7(8) no
C10 N4 C9 O2 . . . . -1.6(15) no
C11 N4 C9 O2 . . . . -176.8(10) no
C13 N8 C12 O3 . . . . 0.9(17) no
C14 N8 C12 O3 . . . . -179.5(13) no
C5 N7 C8 N9 . . . . 0.0(8) no
Cu1 N7 C8 N9 . . . . -168.5(5) no
N7 C8 N9 C4 . . . . 0.5(8) no
N7 C8 N9 Cu2 . . . . 178.1(5) no
N3 Cu2 N9 C4 3_557 . . . -22.(2) no
Cl2 Cu2 N9 C4 . . . . -163.1(6) no
Cl3 Cu2 N9 C4 . . . . 56.8(6) no
Cl3 Cu2 N9 C4 3_557 . . . -53.6(6) no
Cu2 Cu2 N9 C4 3_557 . . . -4.5(6) no
N3 Cu2 N9 C8 3_557 . . . 160.6(19) no
Cl2 Cu2 N9 C8 . . . . 19.6(7) no
Cl3 Cu2 N9 C8 . . . . -120.5(7) no
Cl3 Cu2 N9 C8 3_557 . . . 129.1(7) no
Cu2 Cu2 N9 C8 3_557 . . . 178.1(7) no
C8 N9 C4 C5 . . . . -0.7(7) no
Cu2 N9 C4 C5 . . . . -178.6(4) no
C8 N9 C4 N3 . . . . 180.0(5) no
Cu2 N9 C4 N3 . . . . 2.1(9) no
N9 C4 C5 C6 . . . . -179.4(5) no
N3 C4 C5 C6 . . . . 0.00 no
N9 C4 C5 N7 . . . . 0.8(5) no
N3 C4 C5 N7 . . . . -179.9(6) no
C8 N7 C5 C6 . . . . 179.7(5) no
Cu1 N7 C5 C6 . . . . -18.4(11) no
C8 N7 C5 C4 . . . . -0.4(6) no
Cu1 N7 C5 C4 . . . . 161.4(6) no
C4 C5 C6 N1 . . . . 0.00 no
N7 C5 C6 N1 . . . . 179.8(7) no
C4 C5 C6 N6 . . . . 171.2(5) no
N7 C5 C6 N6 . . . . -9.0(6) no
C5 C6 N1 C2 . . . . 0.00 no
N6 C6 N1 C2 . . . . -169.7(6) no
C5 C6 N1 Cu1 . . . 2_546 -170.4(3) no
N6 C6 N1 Cu1 . . . 2_546 19.9(6) no
C6 N1 C2 N3 . . . . 0.00 no
Cu1 N1 C2 N3 2_546 . . . 171.0(3) no
N1 C2 N3 C4 . . . . 0.00 no
N1 C2 N3 Cu2 . . . 3_557 175.4(3) no
N9 C4 N3 C2 . . . . 179.2(7) no
C5 C4 N3 C2 . . . . 0.00 no
N9 C4 N3 Cu2 . . . 3_557 3.8(7) no
C5 C4 N3 Cu2 . . . 3_557 -175.4(3) no
