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#$Date: 2016-03-24 02:50:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179599 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/63/4506339.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_4506339
loop_
_publ_author_name
'Pérez-Yáñez, Sonia'
'Beobide, Garikoitz'
'Castillo, Oscar'
'Cepeda, Javier'
'Luque, Antonio'
'Román, Pascual'
_publ_contact_author
;
 Oscar Castillo. Departamento de Quimica Inorganica. 
 Facultad de Ciencia y Tecnologia
 Universidad del Pais Vasco,  Apdo. 644,
 E-48080 Bilbao, Spain
;
_publ_section_title
;
 Directing the Formation of Adenine Coordination Polymers from Tunable
 Copper(II)/Dicarboxylato/Adenine Paddle-Wheel Building Units
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3324
_journal_paper_doi               10.1021/cg300446d
_journal_volume                  12
_journal_year                    2012
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C11 H13 Cu N5 O4,  2 H2 O'
_chemical_formula_structural     'C11 H13 Cu N5 O4,  2 H2 O'
_chemical_formula_sum            'C11 H17 Cu N5 O6'
_chemical_formula_weight         378.83
_chemical_name_systematic
;
catena-[(mu4-glutarato-K4-O,O',O'',O''')(3-methyladenine-KN7)copper(II)]dihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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           SHELXL97
_cell_angle_alpha                100.98(2)
_cell_angle_beta                 97.44(2)
_cell_angle_gamma                94.19(2)
_cell_formula_units_Z            2
_cell_length_a                   7.758(2)
_cell_length_b                   8.341(2)
_cell_length_c                   11.773(2)
_cell_measurement_reflns_used    4617
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.50
_cell_volume                     737.8(3)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'Ortep-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Sir92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'IPDS IT'
_diffrn_measurement_method       ω
_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  0.0842
_diffrn_reflns_av_sigmaI/netI    0.1013
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4617
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.50
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.520
_exptl_absorpt_correction_T_max  0.854
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
X-RED; Stoe & Cie, 2001
;
_exptl_crystal_colour            blue-green
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      1.69(1)
_exptl_crystal_density_method    flotation
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             382
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2528
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0504
_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)+(0.0552P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1173
_reflns_number_gt                1775
_reflns_number_total             2528
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300446d_si_002.cif
_cod_data_source_block           "'compound4'"
_cod_original_cell_volume        737.9(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4506339
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
Cu1 Cu 1.01237(9) 0.05165(9) 1.39955(5) 0.0251(2) Uani 1 1 d .
N1 N 0.7144(6) 0.1219(5) 0.9765(3) 0.0272(10) Uani 1 1 d .
C2 C 0.8237(7) 0.1975(6) 0.9231(4) 0.0299(12) Uani 1 1 d .
H2 H 0.7816 0.2133 0.8489 0.036 Uiso 1 1 calc R
N3 N 0.9914(6) 0.2544(5) 0.9659(3) 0.0250(9) Uani 1 1 d .
C3 C 1.1038(7) 0.3390(6) 0.8996(4) 0.0318(13) Uani 1 1 d .
H3A H 1.0401 0.3418 0.8246 0.048 Uiso 1 1 calc R
H3B H 1.2050 0.2812 0.8890 0.048 Uiso 1 1 calc R
H3C H 1.1397 0.4491 0.9419 0.048 Uiso 1 1 calc R
C4 C 1.0528(7) 0.2261(6) 1.0750(4) 0.0253(11) Uani 1 1 d .
C5 C 0.9455(6) 0.1449(6) 1.1359(4) 0.0218(10) Uani 1 1 d .
C6 C 0.7711(7) 0.0950(6) 1.0867(4) 0.0263(11) Uani 1 1 d .
N6 N 0.6528(6) 0.0211(5) 1.1382(4) 0.0323(11) Uani 1 1 d .
H6A H 0.5478 -0.0069 1.1026 0.039 Uiso 1 1 calc R
H6B H 0.6817 0.0016 1.2069 0.039 Uiso 1 1 calc R
N7 N 1.0458(5) 0.1342(5) 1.2403(3) 0.0229(9) Uani 1 1 d .
C8 C 1.2009(7) 0.2071(6) 1.2311(4) 0.0257(11) Uani 1 1 d .
H8 H 1.2958 0.2163 1.2897 0.031 Uiso 1 1 calc R
N9 N 1.2153(5) 0.2673(5) 1.1328(3) 0.0258(9) Uani 1 1 d .
C11 C 1.1406(6) -0.2612(6) 1.4289(4) 0.0257(11) Uani 1 1 d .
O11 O 1.1125(4) -0.1596(4) 1.3613(3) 0.0300(8) Uani 1 1 d .
O12 O 1.0938(5) -0.2467(4) 1.5286(3) 0.0323(9) Uani 1 1 d .
C12 C 1.2445(7) -0.3996(6) 1.3879(4) 0.0277(12) Uani 1 1 d .
H12A H 1.2218 -0.4313 1.3033 0.033 Uiso 1 1 calc R
H12B H 1.2111 -0.4939 1.4202 0.033 Uiso 1 1 calc R
C13 C 1.4397(7) -0.3435(6) 1.4279(4) 0.0264(11) Uani 1 1 d .
H13A H 1.4580 -0.3013 1.5117 0.032 Uiso 1 1 calc R
H13B H 1.5054 -0.4379 1.4130 0.032 Uiso 1 1 calc R
C14 C 1.5111(6) -0.2116(6) 1.3675(4) 0.0263(11) Uani 1 1 d .
H14A H 1.5068 -0.2586 1.2851 0.032 Uiso 1 1 calc R
H14B H 1.4356 -0.1235 1.3736 0.032 Uiso 1 1 calc R
C15 C 1.6950(6) -0.1405(6) 1.4170(4) 0.0234(11) Uani 1 1 d .
O21 O 1.7747(4) -0.0636(5) 1.3534(3) 0.0324(9) Uani 1 1 d .
O22 O 1.7543(4) -0.1541(4) 1.5174(3) 0.0295(8) Uani 1 1 d .
O1W O 1.5182(5) -0.5255(5) 1.1202(3) 0.0417(10) Uiso 1 1 d .
O2W O 0.8020(6) 0.4805(5) 1.3156(4) 0.0476(11) Uiso 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
O12 Cu1 O11 166.94(14) 2_758 .
O12 Cu1 O21 88.17(16) 2_758 1_455
O11 Cu1 O21 89.91(16) . 1_455
O12 Cu1 O22 89.60(16) 2_758 2_858
O11 Cu1 O22 89.22(15) . 2_858
O21 Cu1 O22 166.34(14) 1_455 2_858
O12 Cu1 N7 95.78(15) 2_758 .
O11 Cu1 N7 97.28(14) . .
O21 Cu1 N7 99.61(15) 1_455 .
O22 Cu1 N7 94.02(15) 2_858 .
O12 Cu1 Cu1 85.58(11) 2_758 2_758
O11 Cu1 Cu1 81.36(10) . 2_758
O21 Cu1 Cu1 82.84(10) 1_455 2_758
O22 Cu1 Cu1 83.55(10) 2_858 2_758
N7 Cu1 Cu1 177.22(12) . 2_758
C2 N1 C6 119.1(4) . .
N1 C2 N3 126.1(5) . .
N1 C2 H2 116.9 . .
N3 C2 H2 116.9 . .
C2 N3 C4 116.1(4) . .
C2 N3 C3 122.2(4) . .
C4 N3 C3 121.7(4) . .
N3 C3 H3A 109.5 . .
N3 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
N3 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
N9 C4 N3 126.4(4) . .
N9 C4 C5 112.6(4) . .
N3 C4 C5 121.0(5) . .
C4 C5 N7 106.8(4) . .
C4 C5 C6 119.2(4) . .
N7 C5 C6 134.0(4) . .
N6 C6 N1 116.5(4) . .
N6 C6 C5 125.0(4) . .
N1 C6 C5 118.5(4) . .
C6 N6 H6A 120.0 . .
C6 N6 H6B 120.0 . .
H6A N6 H6B 120.0 . .
C8 N7 C5 102.4(4) . .
C8 N7 Cu1 118.8(3) . .
C5 N7 Cu1 138.7(3) . .
N7 C8 N9 117.6(4) . .
N7 C8 H8 121.2 . .
N9 C8 H8 121.2 . .
C4 N9 C8 100.6(4) . .
O12 C11 O11 124.1(5) . .
O12 C11 C12 119.0(5) . .
O11 C11 C12 116.8(4) . .
C11 O11 Cu1 126.6(3) . .
C11 O12 Cu1 122.1(3) . 2_758
C11 C12 C13 108.9(4) . .
C11 C12 H12A 109.9 . .
C13 C12 H12A 109.9 . .
C11 C12 H12B 109.9 . .
C13 C12 H12B 109.9 . .
H12A C12 H12B 108.3 . .
C14 C13 C12 113.8(4) . .
C14 C13 H13A 108.8 . .
C12 C13 H13A 108.8 . .
C14 C13 H13B 108.8 . .
C12 C13 H13B 108.8 . .
H13A C13 H13B 107.7 . .
C15 C14 C13 114.1(4) . .
C15 C14 H14A 108.7 . .
C13 C14 H14A 108.7 . .
C15 C14 H14B 108.7 . .
C13 C14 H14B 108.7 . .
H14A C14 H14B 107.6 . .
O22 C15 O21 125.0(5) . .
O22 C15 C14 118.8(4) . .
O21 C15 C14 116.2(4) . .
C15 O21 Cu1 124.8(3) . 1_655
C15 O22 Cu1 123.8(3) . 2_858
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O12 1.973(4) 2_758
Cu1 O11 1.975(4) .
Cu1 O21 1.975(4) 1_455
Cu1 O22 1.990(4) 2_858
Cu1 N7 2.156(4) .
Cu1 Cu1 2.6913(16) 2_758
N1 C2 1.312(6) .
N1 C6 1.379(6) .
C2 N3 1.350(7) .
C2 H2 0.9300 .
N3 C4 1.381(6) .
N3 C3 1.471(6) .
C3 H3A 0.9600 .
C3 H3B 0.9600 .
C3 H3C 0.9600 .
C4 N9 1.340(7) .
C4 C5 1.386(7) .
C5 N7 1.389(6) .
C5 C6 1.401(7) .
C6 N6 1.340(6) .
N6 H6A 0.8600 .
N6 H6B 0.8600 .
N7 C8 1.335(6) .
C8 N9 1.360(6) .
C8 H8 0.9300 .
C11 O12 1.259(6) .
C11 O11 1.281(6) .
C11 C12 1.497(7) .
C12 C13 1.536(7) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.528(7) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.502(7) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 O22 1.240(6) .
C15 O21 1.265(6) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6B O21 0.86 1.97 2.823(6) 171.2 1_455
N6 H6A N1 0.86 2.19 3.042(6) 169.1 2_657
