#------------------------------------------------------------------------------
#$Date: 2019-11-15 09:36:16 +0200 (Fri, 15 Nov 2019) $
#$Revision: 227867 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/45/7124504.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_7124504
loop_
_publ_author_name
'Hu, Kun'
'Liu, Chensi'
'Li, Jingui'
'Liang, Fupei'
_publ_section_title
;
 Copper(ii) complexes based on quinoline-derived Schiff-base ligands:
 synthesis, characterization, HSA/DNA binding ability, and anticancer
 activity.
;
_journal_issue                   10
_journal_name_full               MedChemComm
_journal_page_first              1663
_journal_page_last               1672
_journal_paper_doi               10.1039/c8md00223a
_journal_volume                  9
_journal_year                    2018
_chemical_formula_moiety         'C38 H32 Cu2 N4 O12 S2, 2(O)'
_chemical_formula_sum            'C38 H32 Cu2 N4 O14 S2'
_chemical_formula_weight         959.88
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_date             2017-11-25
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_audit_update_record
;
2017-11-26 deposited with the CCDC.
2018-09-19 downloaded from the CCDC.
;
_cell_angle_alpha                99.756(9)
_cell_angle_beta                 104.779(8)
_cell_angle_gamma                103.630(8)
_cell_formula_units_Z            1
_cell_length_a                   8.818(5)
_cell_length_b                   9.995(6)
_cell_length_c                   13.151(7)
_cell_measurement_reflns_used    2694
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.78
_cell_measurement_theta_min      2.16
_cell_volume                     1056.2(10)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XH (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0704
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8547
_diffrn_reflns_theta_full        25.44
_diffrn_reflns_theta_max         25.44
_diffrn_reflns_theta_min         1.65
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.175
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             490
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.657
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3853
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0682
_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)+(0.1599P)²+0.1851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2084
_refine_ls_wR_factor_ref         0.2307
_reflns_number_gt                2867
_reflns_number_total             3853
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8md00223a2.cif
_cod_data_source_block           1-6
_cod_database_code               7124504
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: O7(0.5) O8(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16)
3.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cu1 Cu 0.27502(8) 0.83177(7) 0.97864(5) 0.0320(3) Uani 1 d . . .
S1 S 0.51003(16) 0.82751(14) 0.89586(11) 0.0314(4) Uani 1 d . . .
O1 O 0.4956(5) 0.7984(4) 1.0021(3) 0.0372(9) Uani 1 d . . .
O2 O 0.3510(5) 0.8571(5) 0.8512(3) 0.0411(10) Uani 1 d . . .
O3 O 0.5252(5) 0.7053(4) 0.8285(4) 0.0440(10) Uani 1 d . . .
O4 O 0.6509(5) 0.9505(4) 0.9155(3) 0.0424(10) Uani 1 d . . .
O5 O -0.2246(8) 1.0173(8) 0.4803(5) 0.0824(18) Uani 1 d . . .
O6 O -0.0296(11) 1.2179(8) 0.5778(5) 0.097(2) Uani 1 d . . .
O7 O -0.404(3) 0.514(2) 0.4476(19) 0.185(12) Uani 0.50 d A 2 .
O8 O -0.119(2) 0.481(2) 0.4774(18) 0.159(9) Uani 0.50 d B 1 .
N1 N 0.0456(6) 0.8184(5) 0.9086(4) 0.0326(10) Uani 1 d . . .
N2 N 0.2307(6) 0.7487(6) 1.0981(4) 0.0404(12) Uani 1 d . . .
C1 C 0.3606(9) 0.7574(8) 1.1771(5) 0.0536(17) Uani 1 d . . .
H1 H 0.4622 0.8103 1.1764 0.064 Uiso 1 calc . . R
C2 C 0.3554(10) 0.6920(10) 1.2623(7) 0.067(2) Uani 1 d . . .
H2 H 0.4508 0.7002 1.3166 0.081 Uiso 1 calc . . R
C3 C 0.2057(10) 0.6155(9) 1.2632(6) 0.061(2) Uani 1 d . . .
H3 H 0.1983 0.5687 1.3180 0.073 Uiso 1 calc . . R
C4 C 0.0646(9) 0.6072(7) 1.1828(6) 0.0475(16) Uani 1 d . . .
C5 C -0.0959(10) 0.5310(8) 1.1816(6) 0.0561(19) Uani 1 d . . .
H5 H -0.1059 0.4828 1.2353 0.067 Uiso 1 calc . . R
C6 C -0.2298(10) 0.5274(7) 1.1064(7) 0.0576(19) Uani 1 d . . .
H6 H -0.3321 0.4768 1.1076 0.069 Uiso 1 calc . . R
C7 C -0.2181(8) 0.5996(7) 1.0249(6) 0.0480(16) Uani 1 d . . .
H7 H -0.3135 0.5976 0.9732 0.058 Uiso 1 calc . . R
C8 C -0.0671(7) 0.6741(6) 1.0198(5) 0.0370(13) Uani 1 d . . .
C9 C 0.0776(8) 0.6770(6) 1.0992(5) 0.0373(13) Uani 1 d . . .
C10 C -0.0736(7) 0.7486(6) 0.9340(5) 0.0352(13) Uani 1 d . . .
H10 H -0.1778 0.7448 0.8925 0.042 Uiso 1 calc . . R
C11 C 0.0071(7) 0.8839(6) 0.8180(5) 0.0351(13) Uani 1 d . . .
C12 C 0.1016(8) 1.0185(6) 0.8286(5) 0.0400(14) Uani 1 d . . .
H12 H 0.1905 1.0640 0.8905 0.048 Uiso 1 calc . . R
C13 C 0.0633(9) 1.0862(7) 0.7460(6) 0.0487(16) Uani 1 d . . .
H13 H 0.1254 1.1784 0.7530 0.058 Uiso 1 calc . . R
C14 C -0.0663(9) 1.0175(8) 0.6539(5) 0.0472(16) Uani 1 d . . .
C15 C -0.1549(9) 0.8820(9) 0.6425(6) 0.0574(19) Uani 1 d . . .
H15 H -0.2389 0.8342 0.5785 0.069 Uiso 1 calc . . R
C16 C -0.1207(8) 0.8133(8) 0.7269(6) 0.0518(17) Uani 1 d . . .
H16 H -0.1839 0.7217 0.7206 0.062 Uiso 1 calc . . R
C17 C -0.1011(10) 1.0962(9) 0.5686(6) 0.0583(19) Uani 1 d . . .
C18 C -0.2827(12) 1.0873(13) 0.3956(7) 0.084(3) Uani 1 d . . .
H18A H -0.2026 1.1777 0.4063 0.101 Uiso 1 calc . . R
H18B H -0.2965 1.0288 0.3251 0.101 Uiso 1 calc . . R
C19 C -0.4360(15) 1.1096(16) 0.3993(10) 0.114(4) Uani 1 d . . .
H19A H -0.5023 1.1034 0.3274 0.171 Uiso 1 calc . . GR
H19B H -0.4164 1.2018 0.4446 0.171 Uiso 1 calc . . GR
H19C H -0.4922 1.0383 0.4285 0.171 Uiso 1 calc . . GR
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'
Cu Cu 0.3201 1.2651 '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'
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 S1 35.59(12) . .
O1 Cu1 O4 99.67(17) . 2_677
O2 Cu1 S1 35.27(12) . .
O2 Cu1 O1 70.85(16) . .
O2 Cu1 O4 104.76(18) . 2_677
O4 Cu1 S1 104.67(11) 2_677 .
N1 Cu1 S1 129.91(14) . .
N1 Cu1 O1 160.31(19) . .
N1 Cu1 O2 96.00(18) . .
N1 Cu1 O4 97.84(18) . 2_677
N1 Cu1 N2 94.9(2) . .
N2 Cu1 S1 128.31(15) . .
N2 Cu1 O1 93.84(19) . .
N2 Cu1 O2 159.6(2) . .
N2 Cu1 O4 90.7(2) . 2_677
O1 S1 Cu1 50.90(15) . .
O2 S1 Cu1 50.22(16) . .
O2 S1 O1 101.1(2) . .
O3 S1 Cu1 125.72(19) . .
O3 S1 O1 110.5(3) . .
O3 S1 O2 112.3(3) . .
O3 S1 O4 110.5(2) . .
O4 S1 Cu1 123.71(17) . .
O4 S1 O1 109.8(2) . .
O4 S1 O2 112.2(3) . .
S1 O1 Cu1 93.5(2) . .
S1 O2 Cu1 94.5(2) . .
S1 O4 Cu1 131.5(2) . 2_677
C17 O5 C18 117.8(8) . .
C10 N1 Cu1 123.3(4) . .
C10 N1 C11 117.7(5) . .
C11 N1 Cu1 118.9(4) . .
C1 N2 Cu1 115.4(4) . .
C1 N2 C9 119.7(5) . .
C9 N2 Cu1 124.7(4) . .
N2 C1 C2 123.8(7) . .
C3 C2 C1 117.8(7) . .
C2 C3 C4 120.3(6) . .
C3 C4 C5 122.4(6) . .
C3 C4 C9 119.3(6) . .
C9 C4 C5 118.3(6) . .
C6 C5 C4 121.9(6) . .
C5 C6 C7 120.2(7) . .
C8 C7 C6 121.3(7) . .
C7 C8 C9 119.0(6) . .
C7 C8 C10 115.4(6) . .
C9 C8 C10 125.6(5) . .
N2 C9 C4 119.1(6) . .
N2 C9 C8 121.6(5) . .
C4 C9 C8 119.4(6) . .
N1 C10 C8 128.0(5) . .
C12 C11 N1 117.9(5) . .
C16 C11 N1 120.5(6) . .
C16 C11 C12 121.6(6) . .
C11 C12 C13 119.3(6) . .
C14 C13 C12 120.1(7) . .
C13 C14 C17 117.4(7) . .
C15 C14 C13 120.1(6) . .
C15 C14 C17 122.5(7) . .
C14 C15 C16 120.5(7) . .
C11 C16 C15 118.4(7) . .
O5 C17 C14 112.5(7) . .
O6 C17 O5 123.2(7) . .
O6 C17 C14 124.3(8) . .
C19 C18 O5 109.6(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 S1 2.5803(18) .
Cu1 O1 2.006(4) .
Cu1 O2 1.989(4) .
Cu1 O4 2.223(4) 2_677
Cu1 N1 1.959(5) .
Cu1 N2 1.978(5) .
S1 O1 1.504(4) .
S1 O2 1.495(4) .
S1 O3 1.438(4) .
S1 O4 1.459(4) .
O4 Cu1 2.223(4) 2_677
O5 C17 1.340(10) .
O5 C18 1.461(9) .
O6 C17 1.201(11) .
N1 C10 1.272(7) .
N1 C11 1.458(7) .
N2 C1 1.310(8) .
N2 C9 1.376(8) .
C1 C2 1.394(10) .
C2 C3 1.365(11) .
C3 C4 1.387(10) .
C4 C5 1.435(10) .
C4 C9 1.413(8) .
C5 C6 1.321(11) .
C6 C7 1.402(10) .
C7 C8 1.388(8) .
C8 C9 1.419(9) .
C8 C10 1.449(8) .
C11 C12 1.368(9) .
C11 C16 1.361(9) .
C12 C13 1.386(8) .
C13 C14 1.374(10) .
C14 C15 1.356(11) .
C14 C17 1.486(9) .
C15 C16 1.407(10) .
C18 C19 1.432(13) .
