#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:14:08 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179915 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/10/7021065.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_7021065
loop_
_publ_author_name
'Domínguez-Martín, Alicia'
'Choquesillo-Lazarte, Duane'
'Dobado, Jose A.'
'Vidal, Isaac'
'Lezama, Luis'
'González-Pérez, Josefa María'
'Castiñeiras, Alfonso'
'Niclós-Gutiérrez, Juan'
_publ_section_title
;
 From 7-azaindole to adenine: molecular recognition aspects on
 mixed-ligand Cu(ii) complexes with deaza-adenine ligands.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6119
_journal_page_last               6130
_journal_paper_doi               10.1039/c2dt32191b
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C18 H19 Cu N5 O4'
_chemical_formula_sum            'C18 H19 Cu N5 O4'
_chemical_formula_weight         432.92
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.342(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8187(3)
_cell_length_b                   24.1440(10)
_cell_length_c                   8.9808(3)
_cell_measurement_reflns_used    6924
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.605
_cell_measurement_theta_min      2.463
_cell_volume                     1792.93(12)
_computing_cell_refinement       'APEX2 sOFTWARE (bRUKER, 2011)'
_computing_data_collection       'APEX2 sOFTWARE (bRUKER, 2011)'
_computing_data_reduction        'APEX2 sOFTWARE (bRUKER, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker X8 KappaAPEXII'
_diffrn_measurement_method       'omega and phi 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  0.0597
_diffrn_reflns_av_sigmaI/netI    0.0449
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            31679
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    1.255
_exptl_absorpt_correction_T_max  0.9633
_exptl_absorpt_correction_T_min  0.4371
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.79
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.779
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3659
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.181
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0501
_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)+(0.0225P)²+4.4521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0906
_refine_ls_wR_factor_ref         0.0979
_reflns_number_gt                2941
_reflns_number_total             3659
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt32191b.txt
_cod_data_source_block           C613_Comp.10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        1792.93(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7021065
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -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 1.00342(5) 0.197654(18) 0.67958(5) 0.01001(12) Uani 1 1 d .
O11 O 1.0264(3) 0.15226(10) 0.8652(3) 0.0135(5) Uani 1 1 d .
O12 O 1.2127(3) 0.09959(11) 1.0401(3) 0.0193(6) Uani 1 1 d .
O21 O 1.0218(3) 0.23422(10) 0.4931(3) 0.0128(5) Uani 1 1 d .
O22 O 1.1799(3) 0.23969(10) 0.3462(3) 0.0128(5) Uani 1 1 d .
N10 N 1.1562(3) 0.14213(12) 0.6388(3) 0.0115(6) Uani 1 1 d .
N1 N 0.5765(3) 0.23905(13) 0.7583(3) 0.0144(6) Uani 1 1 d .
N3 N 0.8051(3) 0.23816(12) 0.6731(3) 0.0115(6) Uani 1 1 d .
N6 N 0.4234(3) 0.31717(13) 0.7510(3) 0.0166(7) Uani 1 1 d .
H6a H 0.3600 0.2964 0.7824 0.020 Uiso 1 1 d R
H6b H 0.3934 0.3491 0.7039 0.020 Uiso 1 1 d R
N9 N 0.8676(3) 0.32762(12) 0.5855(3) 0.0134(6) Uani 1 1 d .
H9 H 0.9548 0.3185 0.5646 0.016 Uiso 1 1 d R
C11 C 1.2547(4) 0.12287(16) 0.8001(4) 0.0152(8) Uani 1 1 d .
H11a H 1.3506 0.1471 0.8437 0.018 Uiso 1 1 d R
H11b H 1.2932 0.0847 0.7936 0.018 Uiso 1 1 d R
C12 C 1.1574(4) 0.12360(15) 0.9113(4) 0.0136(7) Uani 1 1 d .
C21 C 1.2472(4) 0.17315(15) 0.5555(4) 0.0122(7) Uani 1 1 d .
H21a H 1.2810 0.1476 0.4866 0.015 Uiso 1 1 d R
H21b H 1.3458 0.1894 0.6341 0.015 Uiso 1 1 d R
C22 C 1.1428(4) 0.21891(14) 0.4555(4) 0.0107(7) Uani 1 1 d .
C31 C 1.0659(4) 0.09571(16) 0.5350(4) 0.0177(8) Uani 1 1 d .
H31a H 1.1440 0.0665 0.5329 0.021 Uiso 1 1 d R
H31b H 1.0149 0.1098 0.4253 0.021 Uiso 1 1 d R
C32 C 0.9371(5) 0.07028(15) 0.5878(4) 0.0163(8) Uani 1 1 d .
C33 C 0.9688(4) 0.02582(15) 0.6919(4) 0.0184(8) Uani 1 1 d .
H33 H 1.0730 0.0092 0.7264 0.022 Uiso 1 1 d R
C34 C 0.8502(5) 0.00507(15) 0.7466(4) 0.0187(8) Uani 1 1 d .
H34 H 0.8741 -0.0255 0.8176 0.022 Uiso 1 1 d R
C35 C 0.6974(4) 0.02884(15) 0.6980(4) 0.0175(8) Uani 1 1 d .
C36 C 0.6639(5) 0.07271(16) 0.5911(4) 0.0206(8) Uani 1 1 d .
H36 H 0.5591 0.0889 0.5552 0.025 Uiso 1 1 d R
C37 C 0.7821(5) 0.09309(16) 0.5363(4) 0.0195(8) Uani 1 1 d .
H37 H 0.7571 0.1230 0.4629 0.023 Uiso 1 1 d R
C38 C 0.5699(5) 0.00805(17) 0.7621(5) 0.0249(9) Uani 1 1 d .
H38a H 0.4652 0.0061 0.6755 0.037 Uiso 1 1 d R
H38b H 0.5622 0.0335 0.8442 0.037 Uiso 1 1 d R
H38c H 0.6000 -0.0289 0.8080 0.037 Uiso 1 1 d R
C2 C 0.6997(4) 0.21498(15) 0.7315(4) 0.0124(7) Uani 1 1 d .
H2 H 0.7150 0.1767 0.7567 0.015 Uiso 1 1 d R
C4 C 0.7788(4) 0.29282(14) 0.6415(4) 0.0105(7) Uani 1 1 d .
C5 C 0.6525(4) 0.32309(15) 0.6623(4) 0.0122(7) Uani 1 1 d .
C6 C 0.5488(4) 0.29358(15) 0.7235(4) 0.0136(7) Uani 1 1 d .
C7 C 0.6668(4) 0.37873(15) 0.6140(4) 0.0158(8) Uani 1 1 d .
H7 H 0.5984 0.4091 0.6146 0.019 Uiso 1 1 d R
C8 C 0.7982(4) 0.37963(16) 0.5667(4) 0.0169(8) Uani 1 1 d .
H8 H 0.8361 0.4112 0.5270 0.020 Uiso 1 1 d R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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_3
_geom_angle_publ_flag
O11 Cu1 O21 167.48(10) . y
O11 Cu1 O22 88.16(9) 4_566 y
O11 Cu1 N10 84.50(10) . y
O11 Cu1 N3 97.51(11) . y
O21 Cu1 O22 91.23(9) 4_566 y
O21 Cu1 N10 83.40(10) . y
O21 Cu1 N3 95.01(10) . y
N10 Cu1 O22 102.12(10) 4_566 y
N3 Cu1 O22 94.87(10) 4_566 y
N3 Cu1 N10 162.96(12) . y
C12 O11 Cu1 113.2(2) . ?
C22 O21 Cu1 114.9(2) . ?
C22 O22 Cu1 118.2(2) 4_565 ?
C11 N10 Cu1 103.4(2) . ?
C11 N10 C31 112.2(3) . ?
C21 N10 Cu1 105.6(2) . ?
C21 N10 C11 114.7(3) . ?
C21 N10 C31 109.2(3) . ?
C31 N10 Cu1 111.4(2) . ?
C2 N1 C6 118.5(3) . ?
C2 N3 Cu1 120.5(2) . ?
C2 N3 C4 113.5(3) . ?
C4 N3 Cu1 124.8(2) . ?
H6a N6 H6b 123.1 . ?
C6 N6 H6a 118.7 . ?
C6 N6 H6b 114.6 . ?
C4 N9 H9 125.7 . ?
C4 N9 C8 108.6(3) . ?
C8 N9 H9 125.7 . ?
N10 C11 H11a 109.4 . ?
N10 C11 H11b 109.4 . ?
N10 C11 C12 111.4(3) . ?
H11a C11 H11b 108.0 . ?
C12 C11 H11a 109.4 . ?
C12 C11 H11b 109.4 . ?
O11 C12 C11 116.2(3) . ?
O12 C12 O11 125.0(3) . ?
O12 C12 C11 118.7(3) . ?
N10 C21 H21a 109.6 . ?
N10 C21 H21b 109.6 . ?
N10 C21 C22 110.1(3) . ?
H21a C21 H21b 108.1 . ?
C22 C21 H21a 109.6 . ?
C22 C21 H21b 109.6 . ?
O21 C22 C21 116.4(3) . ?
O22 C22 O21 124.3(3) . ?
O22 C22 C21 119.3(3) . ?
N10 C31 H31a 108.8 . ?
N10 C31 H31b 108.8 . ?
N10 C31 C32 113.9(3) . ?
H31a C31 H31b 107.7 . ?
C32 C31 H31a 108.8 . ?
C32 C31 H31b 108.8 . ?
C33 C32 C31 122.0(3) . ?
C33 C32 C37 118.3(3) . ?
C37 C32 C31 119.6(3) . ?
C32 C33 H33 119.5 . ?
C32 C33 C34 121.0(3) . ?
C34 C33 H33 119.5 . ?
C33 C34 H34 119.8 . ?
C35 C34 C33 120.4(4) . ?
C35 C34 H34 119.8 . ?
C34 C35 C36 118.8(3) . ?
C34 C35 C38 120.7(3) . ?
C36 C35 C38 120.5(3) . ?
C35 C36 H36 119.7 . ?
C37 C36 C35 120.6(4) . ?
C37 C36 H36 119.7 . ?
C32 C37 H37 119.6 . ?
C36 C37 C32 120.8(4) . ?
C36 C37 H37 119.6 . ?
C35 C38 H38a 109.5 . ?
C35 C38 H38b 109.5 . ?
C35 C38 H38c 109.5 . ?
H38a C38 H38b 109.5 . ?
H38a C38 H38c 109.5 . ?
H38b C38 H38c 109.5 . ?
N1 C2 N3 127.8(3) . ?
N1 C2 H2 116.1 . ?
N3 C2 H2 116.1 . ?
N3 C4 N9 127.0(3) . ?
N3 C4 C5 124.7(3) . ?
N9 C4 C5 108.3(3) . ?
C4 C5 C6 116.2(3) . ?
C4 C5 C7 107.0(3) . ?
C6 C5 C7 136.8(3) . ?
N1 C6 C5 119.4(3) . ?
N6 C6 N1 117.6(3) . ?
N6 C6 C5 123.0(3) . ?
C5 C7 H7 126.8 . ?
C8 C7 C5 106.4(3) . ?
C8 C7 H7 126.8 . ?
N9 C8 H8 125.2 . ?
C7 C8 N9 109.6(3) . ?
C7 C8 H8 125.2 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.946(2) . y
Cu1 O21 1.949(2) . y
Cu1 O22 2.309(2) 4_566 y
Cu1 N10 2.022(3) . y
Cu1 N3 1.987(3) . y
O11 C12 1.285(4) . ?
O12 C12 1.233(4) . ?
O21 C22 1.280(4) . ?
O22 Cu1 2.309(2) 4_565 ?
O22 C22 1.243(4) . ?
N10 C11 1.481(4) . ?
N10 C21 1.477(4) . ?
N10 C31 1.498(4) . ?
N1 C2 1.326(4) . ?
N1 C6 1.356(5) . ?
N3 C2 1.338(4) . ?
N3 C4 1.353(4) . ?
N6 H6a 0.8683 . ?
N6 H6b 0.8755 . ?
N6 C6 1.341(4) . ?
N9 H9 0.8800 . ?
N9 C4 1.359(4) . ?
N9 C8 1.381(5) . ?
C11 H11a 0.9900 . ?
C11 H11b 0.9900 . ?
C11 C12 1.526(5) . ?
C21 H21a 0.9900 . ?
C21 H21b 0.9900 . ?
C21 C22 1.517(5) . ?
C31 H31a 0.9900 . ?
C31 H31b 0.9900 . ?
C31 C32 1.506(5) . ?
C32 C33 1.386(5) . ?
C32 C37 1.395(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.394(5) . ?
C34 H34 0.9500 . ?
C34 C35 1.388(5) . ?
C35 C36 1.391(5) . ?
C35 C38 1.515(5) . ?
C36 H36 0.9500 . ?
C36 C37 1.388(5) . ?
C37 H37 0.9500 . ?
C38 H38a 0.9800 . ?
C38 H38b 0.9800 . ?
C38 H38c 0.9800 . ?
C2 H2 0.9500 . ?
C4 C5 1.398(5) . ?
C5 C6 1.412(5) . ?
C5 C7 1.431(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.366(5) . ?
C8 H8 0.9500 . ?
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 H6a O22 0.87 2.06 2.916(4) 168.8 4_466
N6 H6b O12 0.88 2.15 2.938(4) 150.1 4_465
N9 H9 O11 0.88 2.21 2.835(4) 127.5 4_565
N9 H9 O21 0.88 2.27 2.899(4) 128.0 .
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
_geom_torsion_site_symmetry_1
Cu1 O11 C12 O12 166.5(3) .
Cu1 O11 C12 C11 -9.5(4) .
Cu1 O21 C22 O22 -175.7(3) .
Cu1 O21 C22 C21 3.0(4) .
Cu1 O22 C22 O21 -8.0(4) 4_565
Cu1 O22 C22 C21 173.5(2) 4_565
Cu1 N10 C11 C12 31.5(3) .
Cu1 N10 C21 C22 -31.1(3) .
Cu1 N10 C31 C32 -49.0(4) .
Cu1 N3 C2 N1 168.8(3) .
Cu1 N3 C4 N9 10.9(5) .
Cu1 N3 C4 C5 -169.0(2) .
O11 Cu1 O21 C22 -2.4(6) .
O11 Cu1 N10 C11 -29.4(2) .
O11 Cu1 N10 C21 -150.2(2) .
O11 Cu1 N10 C31 91.3(2) .
O11 Cu1 N3 C2 -27.5(3) .
O11 Cu1 N3 C4 139.0(3) .
O21 Cu1 O11 C12 8.2(6) .
O21 Cu1 N10 C11 147.4(2) .
O21 Cu1 N10 C21 26.5(2) .
O21 Cu1 N10 C31 -91.9(2) .
O21 Cu1 N3 C2 152.0(2) .
O21 Cu1 N3 C4 -41.5(3) .
O22 Cu1 O11 C12 -79.3(2) 4_566
O22 Cu1 O21 C22 84.6(2) 4_566
O22 Cu1 N10 C11 57.5(2) 4_566
O22 Cu1 N10 C21 -63.3(2) 4_566
O22 Cu1 N10 C31 178.2(2) 4_566
O22 Cu1 N3 C2 -116.3(2) 4_566
O22 Cu1 N3 C4 50.2(3) 4_566
N10 Cu1 O11 C12 23.1(2) .
N10 Cu1 O21 C22 -17.4(2) .
N10 Cu1 N3 C2 68.2(5) .
N10 Cu1 N3 C4 -125.3(4) .
N10 C11 C12 O11 -16.5(4) .
N10 C11 C12 O12 167.2(3) .
N10 C21 C22 O21 20.2(4) .
N10 C21 C22 O22 -161.1(3) .
N10 C31 C32 C33 -90.4(4) .
N10 C31 C32 C37 87.0(4) .
N3 Cu1 O11 C12 -173.9(2) .
N3 Cu1 O21 C22 179.6(2) .
N3 Cu1 N10 C11 -127.1(4) .
N3 Cu1 N10 C21 112.1(4) .
N3 Cu1 N10 C31 -6.4(5) .
N3 C4 C5 C6 1.2(5) .
N3 C4 C5 C7 -179.4(3) .
N9 C4 C5 C6 -178.7(3) .
N9 C4 C5 C7 0.7(4) .
C11 N10 C21 C22 -144.3(3) .
C11 N10 C31 C32 66.4(4) .
C21 N10 C11 C12 146.0(3) .
C21 N10 C31 C32 -165.3(3) .
C31 N10 C11 C12 -88.7(3) .
C31 N10 C21 C22 88.8(3) .
C31 C32 C33 C34 176.1(3) .
C31 C32 C37 C36 -175.9(3) .
C32 C33 C34 C35 -0.2(6) .
C33 C32 C37 C36 1.6(5) .
C33 C34 C35 C36 1.5(6) .
C33 C34 C35 C38 -177.5(3) .
C34 C35 C36 C37 -1.2(6) .
C35 C36 C37 C32 -0.3(6) .
C37 C32 C33 C34 -1.3(5) .
C38 C35 C36 C37 177.8(4) .
C2 N1 C6 N6 179.8(3) .
C2 N1 C6 C5 -0.9(5) .
C2 N3 C4 N9 178.3(3) .
C2 N3 C4 C5 -1.7(5) .
C4 N3 C2 N1 0.9(5) .
C4 N9 C8 C7 1.4(4) .
C4 C5 C6 N1 0.2(5) .
C4 C5 C6 N6 179.4(3) .
C4 C5 C7 C8 0.1(4) .
C5 C7 C8 N9 -0.9(4) .
C6 N1 C2 N3 0.4(5) .
C6 C5 C7 C8 179.4(4) .
C7 C5 C6 N1 -179.0(4) .
C7 C5 C6 N6 0.2(6) .
C8 N9 C4 N3 178.8(3) .
C8 N9 C4 C5 -1.2(4) .
