#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:41:24 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232905 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/84/4348418.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_4348418
loop_
_publ_author_name
'Jeyalakshmi, Kumaramangalam'
'Arun, Yuvaraj'
'Bhuvanesh, Nattamai S. P.'
'Perumal, Paramasivan Thirumalai'
'Sreekanth, Anandaram'
'Karvembu, Ramasamy'
_publ_section_title
;
 DNA/protein binding, DNA cleavage, cytotoxicity, superoxide radical
 scavenging and molecular docking studies of copper(ii) complexes
 containing N-benzyl-N′-aryl-N′′-benzoylguanidine
 ligands
;
_journal_issue                   8
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              780
_journal_paper_doi               10.1039/C4QI00234B
_journal_volume                  2
_journal_year                    2015
_chemical_formula_sum            'C42 H36 Cu N6 O2'
_chemical_formula_weight         720.31
_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
_audit_update_record
;
2014-09-11 deposited with the CCDC.
2015-06-24 downloaded from the CCDC.
;
_cell_angle_alpha                65.535(2)
_cell_angle_beta                 86.346(2)
_cell_angle_gamma                85.211(2)
_cell_formula_units_Z            1
_cell_length_a                   8.4363(13)
_cell_length_b                   10.3390(16)
_cell_length_c                   10.9129(17)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      2.29
_cell_volume                     862.9(2)
_computing_cell_refinement
; 
  APEX-II(BRUKER-NONIUS, 2003) 
;
_computing_data_collection       'APEX-II (BRUKER-NONIUS, 2003)'
_computing_data_reduction        APEX-II
_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      150(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'APEX II'
_diffrn_measurement_method       'omega 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  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14794
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  0.9733
_exptl_absorpt_correction_T_min  0.8874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; (Sheldrick, 2006)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             375
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3925
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0317
_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)+(0.0255P)²+0.7181P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0853
_reflns_number_gt                3815
_reflns_number_total             3925
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4qi00234b2.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_sg_symbol_H-M      P-1
_cod_database_code               4348418
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 0.5000 0.5000 0.0000 0.01335(9) Uani 1 2 d S
O1 O 0.48669(15) 0.37800(13) 0.18701(11) 0.0236(3) Uani 1 1 d .
N1 N 0.31730(15) 0.41069(13) -0.03078(12) 0.0141(2) Uani 1 1 d .
N2 N 0.28480(16) 0.23301(14) 0.19528(13) 0.0162(3) Uani 1 1 d .
N3 N 0.13202(16) 0.23733(14) 0.02960(13) 0.0172(3) Uani 1 1 d .
H3 H 0.0991 0.2781 -0.0536 0.021 Uiso 1 1 calc R
C1 C 0.25055(17) 0.29754(15) 0.06253(15) 0.0138(3) Uani 1 1 d .
C2 C 0.39096(18) 0.27998(15) 0.24748(15) 0.0145(3) Uani 1 1 d .
C3 C 0.24879(18) 0.46873(16) -0.16138(15) 0.0145(3) Uani 1 1 d .
C4 C 0.1353(2) 0.58294(17) -0.19401(16) 0.0200(3) Uani 1 1 d .
H4 H 0.1037 0.6211 -0.1300 0.024 Uiso 1 1 calc R
C5 C 0.0682(2) 0.64107(18) -0.32021(18) 0.0245(4) Uani 1 1 d .
H5 H -0.0086 0.7192 -0.3422 0.029 Uiso 1 1 calc R
C6 C 0.1130(2) 0.58555(19) -0.41393(16) 0.0239(4) Uani 1 1 d .
H6 H 0.0671 0.6256 -0.5001 0.029 Uiso 1 1 calc R
C7 C 0.2253(2) 0.47094(19) -0.38141(16) 0.0223(3) Uani 1 1 d .
H7 H 0.2555 0.4322 -0.4453 0.027 Uiso 1 1 calc R
C8 C 0.29360(19) 0.41286(17) -0.25556(16) 0.0179(3) Uani 1 1 d .
H8 H 0.3708 0.3350 -0.2339 0.021 Uiso 1 1 calc R
C9 C 0.05614(18) 0.11076(16) 0.12178(15) 0.0165(3) Uani 1 1 d .
H9A H -0.0559 0.1184 0.0963 0.020 Uiso 1 1 calc R
H9B H 0.0552 0.1081 0.2136 0.020 Uiso 1 1 calc R
C10 C 0.13423(18) -0.02865(16) 0.12585(15) 0.0151(3) Uani 1 1 d .
C11 C 0.27184(18) -0.03542(17) 0.05095(16) 0.0190(3) Uani 1 1 d .
H11 H 0.3209 0.0497 -0.0050 0.023 Uiso 1 1 calc R
C12 C 0.3384(2) -0.16585(19) 0.05709(18) 0.0235(3) Uani 1 1 d .
H12 H 0.4325 -0.1691 0.0055 0.028 Uiso 1 1 calc R
C13 C 0.2679(2) -0.29102(18) 0.13831(18) 0.0239(3) Uani 1 1 d .
H13 H 0.3139 -0.3800 0.1431 0.029 Uiso 1 1 calc R
C14 C 0.1295(2) -0.28531(17) 0.21252(17) 0.0220(3) Uani 1 1 d .
H14 H 0.0802 -0.3706 0.2677 0.026 Uiso 1 1 calc R
C15 C 0.06311(19) -0.15525(17) 0.20618(16) 0.0185(3) Uani 1 1 d .
H15 H -0.0317 -0.1523 0.2570 0.022 Uiso 1 1 calc R
C16 C 0.40057(18) 0.21008(16) 0.39762(15) 0.0152(3) Uani 1 1 d .
C17 C 0.30426(19) 0.09966(17) 0.47591(16) 0.0190(3) Uani 1 1 d .
H17 H 0.2297 0.0683 0.4341 0.023 Uiso 1 1 calc R
C18 C 0.3176(2) 0.03584(18) 0.61480(17) 0.0242(4) Uani 1 1 d .
H18 H 0.2519 -0.0391 0.6679 0.029 Uiso 1 1 calc R
C19 C 0.4266(2) 0.08095(19) 0.67643(16) 0.0253(4) Uani 1 1 d .
H19 H 0.4352 0.0369 0.7715 0.030 Uiso 1 1 calc R
C20 C 0.5228(2) 0.19003(19) 0.59952(17) 0.0254(4) Uani 1 1 d .
H20 H 0.5976 0.2207 0.6417 0.030 Uiso 1 1 calc R
C21 C 0.5096(2) 0.25454(18) 0.46052(16) 0.0207(3) Uani 1 1 d .
H21 H 0.5754 0.3296 0.4079 0.025 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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 O1 180.0 . 2_665
O1 Cu1 N1 90.31(5) . 2_665
O1 Cu1 N1 89.69(5) 2_665 2_665
O1 Cu1 N1 89.69(5) . .
O1 Cu1 N1 90.31(5) 2_665 .
N1 Cu1 N1 180.0 2_665 .
C2 O1 Cu1 128.05(10) . .
C1 N1 C3 116.12(12) . .
C1 N1 Cu1 124.39(10) . .
C3 N1 Cu1 119.49(9) . .
C2 N2 C1 122.07(13) . .
C1 N3 C9 124.66(13) . .
C1 N3 H3 117.7 . .
C9 N3 H3 117.7 . .
N1 C1 N2 126.61(14) . .
N1 C1 N3 120.23(13) . .
N2 C1 N3 113.13(13) . .
O1 C2 N2 128.55(14) . .
O1 C2 C16 115.55(13) . .
N2 C2 C16 115.90(13) . .
C8 C3 C4 119.56(14) . .
C8 C3 N1 121.18(14) . .
C4 C3 N1 119.26(14) . .
C5 C4 C3 120.10(15) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
C6 C5 C4 120.32(16) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C5 C6 C7 119.76(15) . .
C5 C6 H6 120.1 . .
C7 C6 H6 120.1 . .
C6 C7 C8 120.19(15) . .
C6 C7 H7 119.9 . .
C8 C7 H7 119.9 . .
C7 C8 C3 120.07(15) . .
C7 C8 H8 120.0 . .
C3 C8 H8 120.0 . .
N3 C9 C10 115.00(13) . .
N3 C9 H9A 108.5 . .
C10 C9 H9A 108.5 . .
N3 C9 H9B 108.5 . .
C10 C9 H9B 108.5 . .
H9A C9 H9B 107.5 . .
C11 C10 C15 118.60(15) . .
C11 C10 C9 122.73(14) . .
C15 C10 C9 118.66(14) . .
C10 C11 C12 120.66(15) . .
C10 C11 H11 119.7 . .
C12 C11 H11 119.7 . .
C13 C12 C11 120.27(15) . .
C13 C12 H12 119.9 . .
C11 C12 H12 119.9 . .
C12 C13 C14 119.53(16) . .
C12 C13 H13 120.2 . .
C14 C13 H13 120.2 . .
C15 C14 C13 120.14(15) . .
C15 C14 H14 119.9 . .
C13 C14 H14 119.9 . .
C14 C15 C10 120.78(15) . .
C14 C15 H15 119.6 . .
C10 C15 H15 119.6 . .
C21 C16 C17 119.27(14) . .
C21 C16 C2 119.31(14) . .
C17 C16 C2 121.41(14) . .
C18 C17 C16 119.95(15) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
C19 C18 C17 120.30(16) . .
C19 C18 H18 119.8 . .
C17 C18 H18 119.8 . .
C20 C19 C18 120.09(15) . .
C20 C19 H19 120.0 . .
C18 C19 H19 120.0 . .
C19 C20 C21 119.85(16) . .
C19 C20 H20 120.1 . .
C21 C20 H20 120.1 . .
C20 C21 C16 120.53(16) . .
C20 C21 H21 119.7 . .
C16 C21 H21 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9055(11) .
Cu1 O1 1.9055(11) 2_665
Cu1 N1 1.9752(13) 2_665
Cu1 N1 1.9752(13) .
O1 C2 1.2765(18) .
N1 C1 1.3315(19) .
N1 C3 1.4367(19) .
N2 C2 1.315(2) .
N2 C1 1.3595(19) .
N3 C1 1.3607(19) .
N3 C9 1.4497(19) .
N3 H3 0.8800 .
C2 C16 1.497(2) .
C3 C8 1.392(2) .
C3 C4 1.394(2) .
C4 C5 1.391(2) .
C4 H4 0.9500 .
C5 C6 1.385(3) .
C5 H5 0.9500 .
C6 C7 1.391(3) .
C6 H6 0.9500 .
C7 C8 1.392(2) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 C10 1.518(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.391(2) .
C10 C15 1.398(2) .
C11 C12 1.394(2) .
C11 H11 0.9500 .
C12 C13 1.388(2) .
C12 H12 0.9500 .
C13 C14 1.389(2) .
C13 H13 0.9500 .
C14 C15 1.389(2) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 C21 1.393(2) .
C16 C17 1.397(2) .
C17 C18 1.388(2) .
C17 H17 0.9500 .
C18 C19 1.388(3) .
C18 H18 0.9500 .
C19 C20 1.384(3) .
C19 H19 0.9500 .
C20 C21 1.389(2) .
C20 H20 0.9500 .
C21 H21 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 C2 -147(24) 2_665
N1 Cu1 O1 C2 -177.98(14) 2_665
N1 Cu1 O1 C2 2.02(14) .
O1 Cu1 N1 C1 -6.93(12) .
O1 Cu1 N1 C1 173.07(12) 2_665
N1 Cu1 N1 C1 131(14) 2_665
O1 Cu1 N1 C3 173.13(11) .
O1 Cu1 N1 C3 -6.87(11) 2_665
N1 Cu1 N1 C3 -49(14) 2_665
C3 N1 C1 N2 -173.45(14) .
Cu1 N1 C1 N2 6.6(2) .
C3 N1 C1 N3 4.5(2) .
Cu1 N1 C1 N3 -175.46(10) .
C2 N2 C1 N1 1.2(2) .
C2 N2 C1 N3 -176.89(14) .
C9 N3 C1 N1 177.26(13) .
C9 N3 C1 N2 -4.5(2) .
Cu1 O1 C2 N2 4.6(2) .
Cu1 O1 C2 C16 -175.08(10) .
C1 N2 C2 O1 -7.4(3) .
C1 N2 C2 C16 172.28(13) .
C1 N1 C3 C8 -84.16(18) .
Cu1 N1 C3 C8 95.79(15) .
C1 N1 C3 C4 95.77(17) .
Cu1 N1 C3 C4 -84.29(16) .
C8 C3 C4 C5 -0.4(2) .
N1 C3 C4 C5 179.65(14) .
C3 C4 C5 C6 0.4(3) .
C4 C5 C6 C7 0.1(3) .
C5 C6 C7 C8 -0.5(3) .
C6 C7 C8 C3 0.5(2) .
C4 C3 C8 C7 0.0(2) .
N1 C3 C8 C7 179.95(14) .
C1 N3 C9 C10 -89.89(18) .
N3 C9 C10 C11 2.4(2) .
N3 C9 C10 C15 -176.28(13) .
C15 C10 C11 C12 -0.7(2) .
C9 C10 C11 C12 -179.44(15) .
C10 C11 C12 C13 0.0(3) .
C11 C12 C13 C14 0.6(3) .
C12 C13 C14 C15 -0.5(3) .
C13 C14 C15 C10 -0.2(3) .
C11 C10 C15 C14 0.8(2) .
C9 C10 C15 C14 179.58(14) .
O1 C2 C16 C21 0.0(2) .
N2 C2 C16 C21 -179.66(14) .
O1 C2 C16 C17 -178.95(14) .
N2 C2 C16 C17 1.3(2) .
C21 C16 C17 C18 0.2(2) .
C2 C16 C17 C18 179.15(14) .
C16 C17 C18 C19 -0.2(3) .
C17 C18 C19 C20 0.0(3) .
C18 C19 C20 C21 0.2(3) .
C19 C20 C21 C16 -0.2(3) .
C17 C16 C21 C20 0.0(2) .
C2 C16 C21 C20 -178.99(15) .
