#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:17:09 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179916 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/11/7021193.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_7021193
loop_
_publ_author_name
'Hormann, Jan'
'Perera, Chrischani'
'Deibel, Naina'
'Lentz, Dieter'
'Sarkar, Biprajit'
'Kulak, Nora'
_publ_section_title
;
 Straightforward approach to efficient oxidative DNA cleaving agents based
 on Cu(ii) complexes of heterosubstituted cyclens.
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4357
_journal_page_last               4360
_journal_paper_doi               10.1039/c3dt32857k
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C8 H19 Cu N5 O6 S'
_chemical_formula_weight         376.88
_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                 94.368(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5321(16)
_cell_length_b                   11.903(2)
_cell_length_c                   14.168(3)
_cell_measurement_reflns_used    958
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      30.5
_cell_measurement_theta_min      2.95
_cell_volume                     1434.7(5)
_computing_cell_refinement       'SAINT (Bruker-AXS)'
_computing_data_collection       'SMART (Bruker-AXS)'
_computing_data_reduction        'SAINT (Bruker-AXS)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker-AXS SMRT CCD'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0143
_diffrn_reflns_av_sigmaI/netI    0.0128
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17105
_diffrn_reflns_theta_full        30.56
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    1.703
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         4381
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0241
_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)+(0.0211P)²+1.4461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0639
_refine_ls_wR_factor_ref         0.0649
_reflns_number_gt                4070
_reflns_number_total             4381
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt32857k.txt
_cod_data_source_block           thiaa
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7021193
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
H3 H 0.466(3) 0.789(2) 0.0163(17) 0.030(6) Uiso 1 1 d .
H2 H 0.283(3) 1.008(2) 0.1368(16) 0.025(5) Uiso 1 1 d .
H1 H -0.067(3) 0.8775(19) 0.0973(15) 0.023(5) Uiso 1 1 d .
Cu1 Cu 0.20373(2) 0.835269(14) 0.058170(12) 0.01305(5) Uani 1 1 d .
S2 S 0.14371(4) 0.65871(3) -0.00545(3) 0.01771(7) Uani 1 1 d .
C1 C 0.03092(18) 0.62527(13) 0.09471(11) 0.0190(3) Uani 1 1 d .
H1A H -0.0240 0.5526 0.0842 0.023 Uiso 1 1 calc R
H1B H 0.1013 0.6198 0.1534 0.023 Uiso 1 1 calc R
C2 C -0.08762(17) 0.71970(13) 0.10310(11) 0.0194(3) Uani 1 1 d .
H2A H -0.1594 0.7226 0.0449 0.023 Uiso 1 1 calc R
H2B H -0.1514 0.7045 0.1572 0.023 Uiso 1 1 calc R
C3 C 0.03915(18) 0.85455(13) 0.21880(10) 0.0187(3) Uani 1 1 d .
H3A H 0.1007 0.7914 0.2481 0.022 Uiso 1 1 calc R
H3B H -0.0555 0.8656 0.2540 0.022 Uiso 1 1 calc R
C4 C 0.13755(19) 0.96063(14) 0.22193(11) 0.0209(3) Uani 1 1 d .
H4A H 0.0714 1.0255 0.2005 0.025 Uiso 1 1 calc R
H4B H 0.1806 0.9753 0.2876 0.025 Uiso 1 1 calc R
C5 C 0.41473(18) 0.90351(14) 0.20880(10) 0.0193(3) Uani 1 1 d .
H5A H 0.3914 0.8399 0.2505 0.023 Uiso 1 1 calc R
H5B H 0.4673 0.9633 0.2481 0.023 Uiso 1 1 calc R
C6 C 0.51997(18) 0.86506(14) 0.13355(11) 0.0200(3) Uani 1 1 d .
H6A H 0.5552 0.9307 0.0979 0.024 Uiso 1 1 calc R
H6B H 0.6141 0.8269 0.1636 0.024 Uiso 1 1 calc R
C7 C 0.43334(19) 0.66801(13) 0.09946(12) 0.0209(3) Uani 1 1 d .
H7A H 0.3888 0.6619 0.1618 0.025 Uiso 1 1 calc R
H7B H 0.5429 0.6401 0.1061 0.025 Uiso 1 1 calc R
C8 C 0.33643(19) 0.59798(13) 0.02633(12) 0.0226(3) Uani 1 1 d .
H8A H 0.3228 0.5215 0.0519 0.027 Uiso 1 1 calc R
H8B H 0.3944 0.5911 -0.0313 0.027 Uiso 1 1 calc R
N1 N -0.00709(15) 0.82970(11) 0.11729(9) 0.0163(2) Uani 1 1 d .
N2 N 0.26759(15) 0.94690(11) 0.15965(9) 0.0163(2) Uani 1 1 d .
N3 N 0.43084(15) 0.78645(11) 0.06814(9) 0.0159(2) Uani 1 1 d .
N4 N 0.24182(15) 0.90370(11) -0.14121(9) 0.0170(2) Uani 1 1 d .
O1 O 0.18157(14) 0.93999(10) -0.06661(8) 0.0198(2) Uani 1 1 d .
O2 O 0.31206(15) 0.81236(11) -0.13941(9) 0.0262(3) Uani 1 1 d .
O3 O 0.22793(15) 0.96206(11) -0.21391(8) 0.0244(2) Uani 1 1 d .
N5 N 0.32317(16) 0.23142(11) 0.12300(10) 0.0200(2) Uani 1 1 d .
O4 O 0.32757(17) 0.15391(10) 0.06228(8) 0.0261(3) Uani 1 1 d .
O5 O 0.35334(18) 0.32930(11) 0.09947(11) 0.0335(3) Uani 1 1 d .
O6 O 0.2905(2) 0.20761(13) 0.20428(9) 0.0379(3) Uani 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N2 Cu1 N3 86.19(5)
N2 Cu1 N1 85.81(5)
N3 Cu1 N1 146.42(5)
N2 Cu1 O1 101.94(5)
N3 Cu1 O1 104.32(5)
N1 Cu1 O1 109.24(5)
N2 Cu1 S2 156.44(4)
N3 Cu1 S2 87.07(4)
N1 Cu1 S2 87.42(4)
O1 Cu1 S2 101.60(3)
C1 S2 C8 103.98(8)
C1 S2 Cu1 90.53(5)
C8 S2 Cu1 95.44(5)
C2 C1 S2 107.06(10)
N1 C2 C1 110.99(12)
N1 C3 C4 107.38(12)
N2 C4 C3 109.26(12)
N2 C5 C6 107.51(12)
N3 C6 C5 109.06(12)
N3 C7 C8 108.85(13)
C7 C8 S2 112.58(11)
C2 N1 C3 113.02(12)
C2 N1 Cu1 112.70(9)
C3 N1 Cu1 102.27(9)
C4 N2 C5 113.93(12)
C4 N2 Cu1 109.05(10)
C5 N2 Cu1 106.30(9)
C7 N3 C6 114.75(12)
C7 N3 Cu1 106.71(9)
C6 N3 Cu1 107.80(9)
O3 N4 O2 121.54(13)
O3 N4 O1 118.42(13)
O2 N4 O1 120.04(13)
N4 O1 Cu1 117.63(9)
O6 N5 O5 121.96(15)
O6 N5 O4 119.11(14)
O5 N5 O4 118.93(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 N2 2.0027(13)
Cu1 N3 2.0176(13)
Cu1 N1 2.0423(13)
Cu1 O1 2.1596(11)
Cu1 S2 2.3283(5)
S2 C1 1.8184(16)
S2 C8 1.8211(17)
C1 C2 1.523(2)
C2 N1 1.485(2)
C3 N1 1.492(2)
C3 C4 1.515(2)
C4 N2 1.4782(19)
C5 N2 1.481(2)
C5 C6 1.516(2)
C6 N3 1.485(2)
C7 N3 1.478(2)
C7 C8 1.524(2)
N4 O3 1.2406(17)
N4 O2 1.2408(18)
N4 O1 1.2848(16)
N5 O6 1.2383(18)
N5 O5 1.2442(18)
N5 O4 1.2640(17)
