#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:40:30 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179072 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/34/4303488.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_4303488
loop_
_publ_author_name
'Miguel A. Galindo'
'David Amantia'
'Alberto Martinez Martinez'
'William Clegg'
'Ross W. Harrington'
'Virtudes Moreno Martinez'
'Andrew Houlton'
_publ_section_title
;
Probing Metal-Ion Purine Interactions at DNA Minor-Groove Sites
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10295
_journal_page_last               10303
_journal_paper_doi               10.1021/ic9013448
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         'C10 H15 Cl Cu N5 S2'
_chemical_formula_sum            'C10 H15 Cl Cu N5 S2'
_chemical_formula_weight         368.38
_chemical_name_systematic
;
 ?
;
_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                 103.031(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.151(5)
_cell_length_b                   10.516(5)
_cell_length_c                   13.435(6)
_cell_measurement_reflns_used    6481
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.50
_cell_measurement_theta_min      2.41
_cell_volume                     1397.2(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measurement_device_type  'Bruker SMART 1K CCD diffractometer'
_diffrn_measurement_method       'thin-slice ω scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_source         'Daresbury SRS station 9.8'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.68950
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0571
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9034
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.58
_diffrn_reflns_theta_min         2.00
_diffrn_standards_decay_%        10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.045
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.423
_refine_diff_density_min         -2.175
_refine_diff_density_rms         0.462
_refine_ls_extinction_coef       0.058(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3736
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0919
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2478
_refine_ls_wR_factor_ref         0.2809
_reflns_number_gt                2899
_reflns_number_total             3736
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic9013448_si_001_7.cif
_cod_data_source_block           ah102_compound_6
_cod_original_cell_volume        1397.1(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4303488
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_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
Cu Cu 0.76295(7) 0.18379(6) 0.14050(4) 0.0205(3) Uani 1 1 d . . .
Cl Cl 0.74201(17) 0.13424(13) 0.30142(10) 0.0319(4) Uani 1 1 d . . .
N1 N 0.6607(5) 0.7846(4) 0.5581(3) 0.0187(8) Uani 1 1 d . . .
C2 C 0.6405(6) 0.8046(5) 0.4573(4) 0.0211(10) Uani 1 1 d . . .
H2 H 0.6349 0.8914 0.4370 0.025 Uiso 1 1 calc R . .
N3 N 0.6269(5) 0.7205(4) 0.3811(3) 0.0220(9) Uani 1 1 d . . .
C4 C 0.6374(5) 0.6013(4) 0.4174(3) 0.0172(9) Uani 1 1 d . . .
C5 C 0.6650(5) 0.5646(4) 0.5193(3) 0.0166(9) Uani 1 1 d . . .
C6 C 0.6730(5) 0.6631(5) 0.5916(3) 0.0171(9) Uani 1 1 d . . .
N6 N 0.6894(5) 0.6422(4) 0.6924(3) 0.0199(9) Uani 1 1 d . . .
H6A H 0.6918 0.7067 0.7345 0.024 Uiso 1 1 calc R . .
H6B H 0.6976 0.5639 0.7163 0.024 Uiso 1 1 calc R . .
N7 N 0.6719(5) 0.4335(4) 0.5281(3) 0.0181(8) Uani 1 1 d . . .
C8 C 0.6483(5) 0.3934(5) 0.4324(3) 0.0196(10) Uani 1 1 d . . .
H8 H 0.6481 0.3062 0.4140 0.023 Uiso 1 1 calc R . .
N9 N 0.6242(4) 0.4901(4) 0.3628(3) 0.0176(9) Uani 1 1 d . . .
C10 C 0.6057(6) 0.4728(5) 0.2531(3) 0.0220(11) Uani 1 1 d . . .
H10A H 0.5501 0.5431 0.2167 0.026 Uiso 1 1 calc R . .
H10B H 0.5575 0.3919 0.2323 0.026 Uiso 1 1 calc R . .
C11 C 0.7415(6) 0.4707(5) 0.2247(3) 0.0228(11) Uani 1 1 d . . .
H11A H 0.8070 0.4215 0.2762 0.027 Uiso 1 1 calc R . .
H11B H 0.7763 0.5586 0.2237 0.027 Uiso 1 1 calc R . .
S12 S 0.72407(13) 0.39867(11) 0.09986(8) 0.0175(3) Uani 1 1 d . . .
C13 C 0.8851(6) 0.4429(5) 0.0755(4) 0.0226(10) Uani 1 1 d . . .
H13A H 0.8828 0.4272 0.0024 0.027 Uiso 1 1 calc R . .
H13B H 0.8984 0.5353 0.0878 0.027 Uiso 1 1 calc R . .
C14 C 1.0062(6) 0.3727(6) 0.1398(4) 0.0273(12) Uani 1 1 d . . .
H14A H 1.0156 0.3964 0.2124 0.033 Uiso 1 1 calc R . .
H14B H 1.0891 0.4008 0.1189 0.033 Uiso 1 1 calc R . .
S15 S 0.99296(16) 0.20192(14) 0.12834(12) 0.0308(4) Uani 1 1 d . . .
C16 C 0.9963(8) 0.1862(6) -0.0061(6) 0.0367(15) Uani 1 1 d . . .
H16A H 0.9287 0.2430 -0.0470 0.055 Uiso 1 1 calc R . .
H16B H 0.9758 0.0981 -0.0280 0.055 Uiso 1 1 calc R . .
H16C H 1.0863 0.2090 -0.0156 0.055 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'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 '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
Cl Cu N7 116.59(13) . 4_565 ?
Cl Cu S12 113.30(5) . . ?
Cl Cu S15 112.66(6) . . ?
N7 Cu S12 113.17(12) 4_565 . ?
N7 Cu S15 106.83(14) 4_565 . ?
S12 Cu S15 91.32(5) . . ?
C2 N1 C6 117.8(4) . . ?
N1 C2 N3 129.5(5) . . ?
C2 N3 C4 110.8(4) . . ?
N3 C4 C5 126.9(4) . . ?
N3 C4 N9 127.8(4) . . ?
C5 C4 N9 105.3(4) . . ?
C4 C5 C6 116.2(4) . . ?
C4 C5 N7 110.9(4) . . ?
C6 C5 N7 132.8(4) . . ?
N1 C6 C5 118.6(4) . . ?
N1 C6 N6 118.1(4) . . ?
C5 C6 N6 123.2(4) . . ?
Cu N7 C5 133.0(3) 4_566 . ?
Cu N7 C8 119.2(3) 4_566 . ?
C5 N7 C8 103.8(4) . . ?
N7 C8 N9 113.2(4) . . ?
C4 N9 C8 106.7(4) . . ?
C4 N9 C10 128.6(4) . . ?
C8 N9 C10 124.3(4) . . ?
N9 C10 C11 109.9(4) . . ?
C10 C11 S12 109.6(3) . . ?
Cu S12 C11 102.23(17) . . ?
Cu S12 C13 100.35(18) . . ?
C11 S12 C13 99.1(2) . . ?
S12 C13 C14 114.9(4) . . ?
C13 C14 S15 113.5(4) . . ?
Cu S15 C14 97.4(2) . . ?
Cu S15 C16 107.3(3) . . ?
C14 S15 C16 99.1(3) . . ?
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
Cu Cl 2.2799(18) . ?
Cu N7 2.006(4) 4_565 ?
Cu S12 2.3372(16) . ?
Cu S15 2.385(2) . ?
N1 C2 1.339(6) . ?
N1 C6 1.351(6) . ?
C2 N3 1.336(6) . ?
N3 C4 1.341(6) . ?
C4 C5 1.389(6) . ?
C4 N9 1.371(6) . ?
C5 C6 1.410(6) . ?
C5 N7 1.384(6) . ?
C6 N6 1.345(5) . ?
N7 Cu 2.006(4) 4_566 ?
N7 C8 1.322(5) . ?
C8 N9 1.366(6) . ?
N9 C10 1.454(5) . ?
C10 C11 1.512(9) . ?
C11 S12 1.813(5) . ?
S12 C13 1.800(6) . ?
C13 C14 1.524(7) . ?
C14 S15 1.805(6) . ?
S15 C16 1.822(8) . ?
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 N3 0.88 2.34 3.105(6) 145.1 4_576
N6 H6B Cl 0.88 2.37 3.244(5) 171.7 4_566
