#------------------------------------------------------------------------------
#$Date: 2019-11-23 11:39:30 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233127 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/55/7235551.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_7235551
loop_
_publ_author_name
'Jeyalakshmi, Kumaramangalam'
'Selvakumaran, Nagamani'
'Bhuvanesh, Nattamai S. P.'
'Sreekanth, Anantharaman'
'Karvembu, Ramasamy'
_publ_section_title
;
 DNA/protein binding and cytotoxicity studies of copper(ii) complexes
 containing N,N′,N′′-trisubstituted guanidine ligands
;
_journal_issue                   33
_journal_name_full               'RSC Advances'
_journal_page_first              17179
_journal_paper_doi               10.1039/c4ra01459f
_journal_volume                  4
_journal_year                    2014
_chemical_formula_sum            'C38 H32 Cu N6 O2 S2'
_chemical_formula_weight         732.36
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                65.333(4)
_cell_angle_beta                 83.253(4)
_cell_angle_gamma                86.906(4)
_cell_formula_units_Z            1
_cell_length_a                   8.8813(5)
_cell_length_b                   9.9783(6)
_cell_length_c                   10.5085(6)
_cell_measurement_reflns_used    3231
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      62.45
_cell_measurement_theta_min      4.66
_cell_volume                     840.41(9)
_computing_cell_refinement
; 

  CELL-NOW (Sheldrick, 2003) and SAINT (BRUKER-NONIUS, 2003) 

;
_computing_data_collection       'FRAMBO (BRUKER-NONIUS, 2003)'
_computing_data_reduction        'Bruker APEX2'
_computing_molecular_graphics    Olex2
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'BRUKER GADDS D8 Discover'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14731
_diffrn_reflns_theta_full        59.99
_diffrn_reflns_theta_max         59.99
_diffrn_reflns_theta_min         4.66
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.438
_exptl_absorpt_correction_T_max  0.9088
_exptl_absorpt_correction_T_min  0.6963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; (Sheldrick, 2006)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             379
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.0137(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         2447
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0349
_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)+(0.0622P)²+0.1787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.0973
_reflns_number_gt                2102
_reflns_number_total             2447
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra01459f1.cif
_cod_data_source_block           rkb
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        840.41(8)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7235551
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 0.0000 0.0000 0.0000 0.0139(2) Uani 1 2 d S
S1 S 0.26193(7) 0.43060(7) -0.51349(6) 0.0260(2) Uani 1 1 d .
O1 O 0.0188(2) 0.13500(19) -0.19376(17) 0.0230(4) Uani 1 1 d .
N2 N 0.3711(2) 0.2587(2) -0.0345(2) 0.0170(5) Uani 1 1 d .
H2 H 0.4016 0.2105 0.0496 0.020 Uiso 1 1 calc R
N1 N 0.2325(2) 0.2697(2) -0.20608(19) 0.0151(4) Uani 1 1 d .
N3 N 0.1791(2) 0.0855(2) 0.0296(2) 0.0144(4) Uani 1 1 d .
C13 C 0.2344(3) 0.5331(3) -0.0500(3) 0.0203(6) Uani 1 1 d .
H13 H 0.1834 0.4423 0.0043 0.024 Uiso 1 1 calc R
C8 C 0.3727(3) 0.5336(3) -0.1265(2) 0.0151(5) Uani 1 1 d .
C18 C 0.3984(3) -0.1502(3) 0.3254(3) 0.0245(6) Uani 1 1 d .
H18 H 0.4711 -0.2277 0.3454 0.029 Uiso 1 1 calc R
C19 C 0.3417(3) -0.0897(3) 0.1956(3) 0.0202(6) Uani 1 1 d .
H19 H 0.3758 -0.1262 0.1268 0.024 Uiso 1 1 calc R
C6 C 0.2548(3) 0.2011(3) -0.0684(2) 0.0151(5) Uani 1 1 d .
C1 C 0.1236(3) 0.2300(2) -0.2584(2) 0.0150(5) Uani 1 1 d .
C9 C 0.4462(3) 0.6674(3) -0.2043(2) 0.0186(6) Uani 1 1 d .
H9 H 0.5412 0.6693 -0.2569 0.022 Uiso 1 1 calc R
C7 C 0.4480(3) 0.3945(3) -0.1280(2) 0.0165(5) Uani 1 1 d .
H7A H 0.4557 0.4014 -0.2253 0.020 Uiso 1 1 calc R
H7B H 0.5525 0.3896 -0.1022 0.020 Uiso 1 1 calc R
C14 C 0.2356(3) 0.0236(3) 0.1654(2) 0.0153(5) Uani 1 1 d .
C12 C 0.1693(3) 0.6634(3) -0.0517(3) 0.0263(6) Uani 1 1 d .
H12 H 0.0742 0.6616 0.0009 0.032 Uiso 1 1 calc R
C15 C 0.1853(3) 0.0759(3) 0.2677(3) 0.0205(6) Uani 1 1 d .
H15 H 0.1117 0.1527 0.2484 0.025 Uiso 1 1 calc R
C16 C 0.2426(3) 0.0159(3) 0.3965(3) 0.0268(6) Uani 1 1 d .
H16 H 0.2091 0.0522 0.4655 0.032 Uiso 1 1 calc R
C11 C 0.2430(3) 0.7957(3) -0.1299(3) 0.0288(7) Uani 1 1 d .
H11 H 0.1983 0.8850 -0.1316 0.035 Uiso 1 1 calc R
C10 C 0.3825(3) 0.7984(3) -0.2061(3) 0.0238(6) Uani 1 1 d .
H10 H 0.4340 0.8891 -0.2590 0.029 Uiso 1 1 calc R
C5 C 0.1754(3) 0.4697(3) -0.6623(3) 0.0273(6) Uani 1 1 d .
H5 H 0.2135 0.5387 -0.7532 0.033 Uiso 1 1 calc R
C3 C 0.0151(3) 0.2970(3) -0.4917(3) 0.0217(6) Uani 1 1 d .
H3 H -0.0706 0.2342 -0.4545 0.026 Uiso 1 1 calc R
C2 C 0.1218(3) 0.3067(3) -0.4118(2) 0.0168(5) Uani 1 1 d .
C4 C 0.0474(3) 0.3920(3) -0.6365(3) 0.0245(6) Uani 1 1 d .
H4 H -0.0144 0.3998 -0.7073 0.029 Uiso 1 1 calc R
C17 C 0.3488(3) -0.0973(3) 0.4257(3) 0.0289(7) Uani 1 1 d .
H17 H 0.3875 -0.1386 0.5148 0.035 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
O1 Cu1 O1 180.0 2 .
O1 Cu1 N3 89.71(7) 2 .
O1 Cu1 N3 90.30(7) . .
O1 Cu1 N3 90.29(7) 2 2
O1 Cu1 N3 89.70(7) . 2
N3 Cu1 N3 180.00(10) . 2
C5 S1 C2 91.13(13) . .
C1 O1 Cu1 126.97(15) . .
C6 N2 C7 124.21(19) . .
C6 N2 H2 117.9 . .
C7 N2 H2 117.9 . .
C1 N1 C6 121.9(2) . .
C6 N3 C14 115.72(19) . .
C6 N3 Cu1 124.52(16) . .
C14 N3 Cu1 119.75(15) . .
C8 C13 C12 120.9(2) . .
C8 C13 H13 119.6 . .
C12 C13 H13 119.6 . .
C13 C8 C9 118.7(2) . .
C13 C8 C7 122.8(2) . .
C9 C8 C7 118.6(2) . .
C17 C18 C19 119.8(2) . .
C17 C18 H18 120.1 . .
C19 C18 H18 120.1 . .
C18 C19 C14 120.5(2) . .
C18 C19 H19 119.8 . .
C14 C19 H19 119.8 . .
N3 C6 N1 126.8(2) . .
N3 C6 N2 120.0(2) . .
N1 C6 N2 113.2(2) . .
O1 C1 N1 128.9(2) . .
O1 C1 C2 115.6(2) . .
N1 C1 C2 115.5(2) . .
C10 C9 C8 121.0(2) . .
C10 C9 H9 119.5 . .
C8 C9 H9 119.5 . .
N2 C7 C8 115.1(2) . .
N2 C7 H7A 108.5 . .
C8 C7 H7A 108.5 . .
N2 C7 H7B 108.5 . .
C8 C7 H7B 108.5 . .
H7A C7 H7B 107.5 . .
C19 C14 C15 119.4(2) . .
C19 C14 N3 119.5(2) . .
C15 C14 N3 121.0(2) . .
C11 C12 C13 119.9(2) . .
C11 C12 H12 120.1 . .
C13 C12 H12 120.1 . .
C16 C15 C14 119.9(2) . .
C16 C15 H15 120.0 . .
C14 C15 H15 120.0 . .
C15 C16 C17 120.3(2) . .
C15 C16 H16 119.9 . .
C17 C16 H16 119.9 . .
C12 C11 C10 120.1(2) . .
C12 C11 H11 119.9 . .
C10 C11 H11 119.9 . .
C11 C10 C9 119.5(2) . .
C11 C10 H10 120.3 . .
C9 C10 H10 120.3 . .
C4 C5 S1 112.7(2) . .
C4 C5 H5 123.6 . .
S1 C5 H5 123.6 . .
C2 C3 C4 112.2(2) . .
C2 C3 H3 123.9 . .
C4 C3 H3 123.9 . .
C3 C2 C1 127.8(2) . .
C3 C2 S1 111.50(18) . .
C1 C2 S1 120.68(18) . .
C5 C4 C3 112.4(2) . .
C5 C4 H4 123.8 . .
C3 C4 H4 123.8 . .
C18 C17 C16 120.1(2) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9087(16) 2
Cu1 O1 1.9087(16) .
Cu1 N3 1.9589(19) .
Cu1 N3 1.9590(19) 2
S1 C5 1.711(3) .
S1 C2 1.723(2) .
O1 C1 1.279(3) .
N2 C6 1.359(3) .
N2 C7 1.449(3) .
N2 H2 0.8800 .
N1 C1 1.320(3) .
N1 C6 1.351(3) .
N3 C6 1.331(3) .
N3 C14 1.439(3) .
C13 C8 1.386(4) .
C13 C12 1.389(4) .
C13 H13 0.9500 .
C8 C9 1.391(3) .
C8 C7 1.513(3) .
C18 C17 1.384(4) .
C18 C19 1.385(4) .
C18 H18 0.9500 .
C19 C14 1.387(4) .
C19 H19 0.9500 .
C1 C2 1.470(3) .
C9 C10 1.389(4) .
C9 H9 0.9500 .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C14 C15 1.399(3) .
C12 C11 1.382(4) .
C12 H12 0.9500 .
C15 C16 1.380(4) .
C15 H15 0.9500 .
C16 C17 1.387(4) .
C16 H16 0.9500 .
C11 C10 1.389(4) .
C11 H11 0.9500 .
C10 H10 0.9500 .
C5 C4 1.347(4) .
C5 H5 0.9500 .
C3 C2 1.370(4) .
C3 C4 1.421(4) .
C3 H3 0.9500 .
C4 H4 0.9500 .
C17 H17 0.9500 .
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
O1 Cu1 O1 C1 -140.8(14) 2
N3 Cu1 O1 C1 3.3(2) .
N3 Cu1 O1 C1 -176.7(2) 2
O1 Cu1 N3 C6 -176.42(19) 2
O1 Cu1 N3 C6 3.58(19) .
N3 Cu1 N3 C6 15(18) 2
O1 Cu1 N3 C14 2.88(17) 2
O1 Cu1 N3 C14 -177.12(17) .
N3 Cu1 N3 C14 -165(18) 2
C12 C13 C8 C9 0.6(3) .
C12 C13 C8 C7 -180.0(2) .
C17 C18 C19 C14 0.1(4) .
C14 N3 C6 N1 173.7(2) .
Cu1 N3 C6 N1 -7.0(3) .
C14 N3 C6 N2 -4.1(3) .
Cu1 N3 C6 N2 175.22(16) .
C1 N1 C6 N3 2.8(4) .
C1 N1 C6 N2 -179.3(2) .
C7 N2 C6 N3 -172.0(2) .
C7 N2 C6 N1 10.0(3) .
Cu1 O1 C1 N1 -8.4(4) .
Cu1 O1 C1 C2 172.23(15) .
C6 N1 C1 O1 5.6(4) .
C6 N1 C1 C2 -175.1(2) .
C13 C8 C9 C10 -0.2(3) .
C7 C8 C9 C10 -179.7(2) .
C6 N2 C7 C8 85.0(3) .
C13 C8 C7 N2 -4.8(3) .
C9 C8 C7 N2 174.63(19) .
C18 C19 C14 C15 -0.5(4) .
C18 C19 C14 N3 179.6(2) .
C6 N3 C14 C19 -91.4(3) .
Cu1 N3 C14 C19 89.3(2) .
C6 N3 C14 C15 88.6(3) .
Cu1 N3 C14 C15 -90.7(2) .
C8 C13 C12 C11 -0.3(4) .
C19 C14 C15 C16 0.8(4) .
N3 C14 C15 C16 -179.2(2) .
C14 C15 C16 C17 -0.7(4) .
C13 C12 C11 C10 -0.4(4) .
C12 C11 C10 C9 0.8(4) .
C8 C9 C10 C11 -0.4(4) .
C2 S1 C5 C4 -0.5(2) .
C4 C3 C2 C1 177.5(2) .
C4 C3 C2 S1 -0.4(3) .
O1 C1 C2 C3 5.7(4) .
N1 C1 C2 C3 -173.8(2) .
O1 C1 C2 S1 -176.65(17) .
N1 C1 C2 S1 3.9(3) .
C5 S1 C2 C3 0.5(2) .
C5 S1 C2 C1 -177.58(19) .
S1 C5 C4 C3 0.3(3) .
C2 C3 C4 C5 0.0(3) .
C19 C18 C17 C16 0.0(4) .
C15 C16 C17 C18 0.3(4) .
