#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:42:24 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179760 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/56/7005682.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_7005682
loop_
_publ_author_name
'Maheswari, Palanisamy Uma'
'Lappalainen, Kristian'
'Sfregola, Michael'
'Barends, Sharief'
'Gamez, Patrick'
'Turpeinen, Urho'
'Mutikainen, Ilpo'
'van Wezel, Gilles P.'
'Reedijk, Jan'
_publ_section_title
;
 Structure and DNA cleavage properties of two copper(II) complexes of
 the pyridine-pyrazole-containing ligands mbpzbpy and Hmpzbpya.
;
_journal_issue                   33
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3676
_journal_page_last               3683
_journal_paper_doi               10.1039/b704390b
_journal_year                    2007
_chemical_formula_sum            'C18 H19 Cl Cu N4 O3'
_chemical_formula_weight         438.36
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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           SHELXL-97
_cell_angle_alpha                115.45(3)
_cell_angle_beta                 102.53(3)
_cell_angle_gamma                102.35(3)
_cell_formula_units_Z            2
_cell_length_a                   7.9130(16)
_cell_length_b                   11.833(2)
_cell_length_c                   11.894(2)
_cell_measurement_reflns_used    15791
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.81
_cell_volume                     920.2(5)
_computing_cell_refinement       'COLLECT (Nonius, 2002)'
_computing_data_collection       'COLLECT (Nonius, 2002)'
_computing_data_reduction        'COLLECT (Nonius, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXTL (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.0888
_diffrn_reflns_av_sigmaI/netI    0.0776
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15782
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.81
_exptl_absorpt_coefficient_mu    1.359
_exptl_absorpt_correction_T_max  0.9733
_exptl_absorpt_correction_T_min  0.7920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             450
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.230
_refine_diff_density_min         -1.277
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4221
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      0.979
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0670
_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)+(0.1173P)²+1.9180P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1713
_refine_ls_wR_factor_ref         0.1930
_reflns_number_gt                3101
_reflns_number_total             4221
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b704390b.txt
_cod_data_source_block           um281
_cod_original_cell_volume        920.2(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7005682
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.32490(7) 0.69575(6) 0.33830(5) 0.0280(2) Uani 1 1 d . . .
Cl1 Cl 0.38169(15) 0.48849(11) 0.29284(11) 0.0295(3) Uani 1 1 d . . .
N11 N 0.0770(5) 0.6618(4) 0.2337(4) 0.0291(8) Uani 1 1 d . . .
C12 C -0.0619(6) 0.6483(5) 0.2809(5) 0.0311(10) Uani 1 1 d . . .
C13 C -0.2385(7) 0.6309(5) 0.2077(6) 0.0404(12) Uani 1 1 d . . .
H13A H -0.3387 0.6185 0.2382 0.048 Uiso 1 1 calc R . .
C14 C -0.2639(7) 0.6323(5) 0.0897(6) 0.0428(13) Uani 1 1 d . . .
H14A H -0.3825 0.6229 0.0397 0.051 Uiso 1 1 calc R . .
C15 C -0.1183(7) 0.6472(5) 0.0427(5) 0.0392(12) Uani 1 1 d . . .
H15A H -0.1366 0.6467 -0.0392 0.047 Uiso 1 1 calc R . .
C16 C 0.0551(6) 0.6630(5) 0.1194(5) 0.0309(10) Uani 1 1 d . . .
O18 O 0.3768(5) 0.7106(4) 0.1854(3) 0.0351(8) Uani 1 1 d . . .
O19 O 0.2332(6) 0.6894(4) -0.0114(4) 0.0462(9) Uani 1 1 d . . .
C17 C 0.2336(7) 0.6883(5) 0.0929(5) 0.0329(10) Uani 1 1 d . . .
N21 N 0.1868(5) 0.6896(4) 0.4633(4) 0.0293(8) Uani 1 1 d . . .
C22 C 0.0013(6) 0.6616(4) 0.4145(5) 0.0304(10) Uani 1 1 d . . .
C23 C -0.1115(7) 0.6468(5) 0.4864(6) 0.0395(12) Uani 1 1 d . . .
H23A H -0.2409 0.6261 0.4510 0.047 Uiso 1 1 calc R . .
C24 C -0.0311(8) 0.6629(6) 0.6096(6) 0.0444(13) Uani 1 1 d . . .
H24A H -0.1054 0.6529 0.6599 0.053 Uiso 1 1 calc R . .
C25 C 0.1581(8) 0.6936(5) 0.6607(5) 0.0388(12) Uani 1 1 d . . .
H25A H 0.2144 0.7058 0.7462 0.047 Uiso 1 1 calc R . .
C26 C 0.2644(7) 0.7061(5) 0.5838(5) 0.0299(10) Uani 1 1 d . . .
C27 C 0.4678(7) 0.7259(5) 0.6253(5) 0.0337(10) Uani 1 1 d . . .
H27A H 0.5115 0.7468 0.7189 0.040 Uiso 1 1 calc R . .
H27B H 0.4830 0.6405 0.5705 0.040 Uiso 1 1 calc R . .
N31 N 0.5584(5) 0.8265(4) 0.4927(4) 0.0281(8) Uani 1 1 d . . .
N32 N 0.5869(5) 0.8310(4) 0.6140(4) 0.0310(9) Uani 1 1 d . . .
C33 C 0.7446(7) 0.9321(5) 0.7069(5) 0.0376(11) Uani 1 1 d . . .
C34 C 0.8187(7) 0.9965(5) 0.6461(5) 0.0376(11) Uani 1 1 d . . .
H34A H 0.9288 1.0718 0.6864 0.045 Uiso 1 1 calc R . .
C35 C 0.6999(6) 0.9291(4) 0.5136(5) 0.0299(10) Uani 1 1 d . . .
C36 C 0.8142(9) 0.9620(6) 0.8474(6) 0.0533(15) Uani 1 1 d . . .
H36A H 0.7294 0.8979 0.8593 0.080 Uiso 1 1 calc R . .
H36B H 0.8218 1.0527 0.9074 0.080 Uiso 1 1 calc R . .
H36C H 0.9371 0.9550 0.8678 0.080 Uiso 1 1 calc R . .
C37 C 0.7157(7) 0.9609(5) 0.4066(5) 0.0375(11) Uani 1 1 d . . .
H37A H 0.6125 0.8958 0.3237 0.056 Uiso 1 1 calc R . .
H37B H 0.8326 0.9568 0.3930 0.056 Uiso 1 1 calc R . .
H37C H 0.7124 1.0508 0.4328 0.056 Uiso 1 1 calc R . .
O1 O 0.5339(12) 0.8168(12) -0.0418(8) 0.151(3) Uani 1 1 d U . .
H1A H 0.4860 0.7557 -0.0280 0.226 Uiso 1 1 calc R . .
C2 C 0.6473(15) 0.9607(11) 0.1048(9) 0.096(3) Uani 1 1 d U . .
H2A H 0.6121 1.0330 0.0990 0.115 Uiso 1 1 calc R . .
H2B H 0.7807 0.9822 0.1248 0.115 Uiso 1 1 calc R . .
H2C H 0.6147 0.9501 0.1755 0.115 Uiso 1 1 calc R . .
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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
N11 Cu1 N31 148.15(17) . . ?
N11 Cu1 O18 80.98(15) . . ?
N31 Cu1 O18 102.51(15) . . ?
N11 Cu1 N21 78.97(16) . . ?
N31 Cu1 N21 91.43(16) . . ?
O18 Cu1 N21 159.03(15) . . ?
N11 Cu1 Cl1 111.50(12) . . ?
N31 Cu1 Cl1 99.42(12) . . ?
O18 Cu1 Cl1 98.34(11) . . ?
N21 Cu1 Cl1 94.66(12) . . ?
C16 N11 C12 122.8(4) . . ?
C16 N11 Cu1 116.7(3) . . ?
C12 N11 Cu1 120.3(3) . . ?
N11 C12 C13 119.8(5) . . ?
N11 C12 C22 112.3(4) . . ?
C13 C12 C22 127.8(4) . . ?
C14 C13 C12 118.3(5) . . ?
C14 C13 H13A 120.9 . . ?
C12 C13 H13A 120.9 . . ?
C13 C14 C15 121.1(4) . . ?
C13 C14 H14A 119.4 . . ?
C15 C14 H14A 119.4 . . ?
C16 C15 C14 118.2(5) . . ?
C16 C15 H15A 120.9 . . ?
C14 C15 H15A 120.9 . . ?
N11 C16 C15 119.8(5) . . ?
N11 C16 C17 112.6(4) . . ?
C15 C16 C17 127.6(5) . . ?
C17 O18 Cu1 114.8(3) . . ?
O19 C17 O18 125.5(5) . . ?
O19 C17 C16 119.6(4) . . ?
O18 C17 C16 114.9(4) . . ?
C26 N21 C22 119.8(4) . . ?
C26 N21 Cu1 124.8(3) . . ?
C22 N21 Cu1 115.4(3) . . ?
N21 C22 C23 121.4(5) . . ?
N21 C22 C12 112.9(4) . . ?
C23 C22 C12 125.7(4) . . ?
C24 C23 C22 118.5(5) . . ?
C24 C23 H23A 120.7 . . ?
C22 C23 H23A 120.7 . . ?
C23 C24 C25 120.3(5) . . ?
C23 C24 H24A 119.8 . . ?
C25 C24 H24A 119.8 . . ?
C24 C25 C26 118.8(5) . . ?
C24 C25 H25A 120.6 . . ?
C26 C25 H25A 120.6 . . ?
N21 C26 C25 121.2(5) . . ?
N21 C26 C27 116.1(4) . . ?
C25 C26 C27 122.4(4) . . ?
N32 C27 C26 115.7(4) . . ?
N32 C27 H27A 108.3 . . ?
C26 C27 H27A 108.3 . . ?
N32 C27 H27B 108.3 . . ?
C26 C27 H27B 108.3 . . ?
H27A C27 H27B 107.4 . . ?
C35 N31 N32 106.0(4) . . ?
C35 N31 Cu1 133.9(3) . . ?
N32 N31 Cu1 119.8(3) . . ?
C33 N32 N31 110.4(4) . . ?
C33 N32 C27 128.3(4) . . ?
N31 N32 C27 120.8(4) . . ?
N32 C33 C34 107.3(4) . . ?
N32 C33 C36 123.3(5) . . ?
C34 C33 C36 129.5(5) . . ?
C33 C34 C35 106.6(4) . . ?
C33 C34 H34A 126.7 . . ?
C35 C34 H34A 126.7 . . ?
N31 C35 C34 109.7(4) . . ?
N31 C35 C37 122.4(4) . . ?
C34 C35 C37 127.9(5) . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C2 O1 H1A 109.5 . . ?
O1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
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 N11 1.932(4) . ?
Cu1 N31 2.011(4) . ?
Cu1 O18 2.018(3) . ?
Cu1 N21 2.043(4) . ?
Cu1 Cl1 2.4384(14) . ?
N11 C16 1.341(6) . ?
N11 C12 1.348(6) . ?
C12 C13 1.396(7) . ?
C12 C22 1.486(7) . ?
C13 C14 1.381(8) . ?
C13 H13A 0.9500 . ?
C14 C15 1.396(8) . ?
C14 H14A 0.9500 . ?
C15 C16 1.397(6) . ?
C15 H15A 0.9500 . ?
C16 C17 1.509(7) . ?
O18 C17 1.283(6) . ?
O19 C17 1.245(6) . ?
N21 C26 1.340(6) . ?
N21 C22 1.363(6) . ?
C22 C23 1.397(7) . ?
C23 C24 1.375(8) . ?
C23 H23A 0.9500 . ?
C24 C25 1.387(8) . ?
C24 H24A 0.9500 . ?
C25 C26 1.401(6) . ?
C25 H25A 0.9500 . ?
C26 C27 1.511(7) . ?
C27 N32 1.466(6) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
N31 C35 1.352(6) . ?
N31 N32 1.386(5) . ?
N32 C33 1.355(7) . ?
C33 C34 1.384(7) . ?
C33 C36 1.494(7) . ?
C34 C35 1.399(7) . ?
C34 H34A 0.9500 . ?
C35 C37 1.496(7) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
O1 C2 1.691(14) . ?
O1 H1A 0.8400 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
