#------------------------------------------------------------------------------
#$Date: 2022-10-28 04:23:20 +0300 (Fri, 28 Oct 2022) $
#$Revision: 278849 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/57/7245733.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_7245733
loop_
_publ_author_name
'Banaspati, Atrayee'
'Ramu, Vanitha'
'Raza, Md Kausar'
'Goswami, Tridib K.'
_publ_section_title
;
 Copper(ii) curcumin complexes for endoplasmic reticulum targeted
 photocytotoxicity
;
_journal_issue                   47
_journal_name_full               'RSC Advances'
_journal_page_first              30722
_journal_page_last               30733
_journal_paper_doi               10.1039/D2RA04813B
_journal_volume                  12
_journal_year                    2022
_chemical_formula_sum            'C17 H15 Cl Cu N2 O6.5'
_chemical_formula_weight         450.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-07-26 deposited with the CCDC.	2022-10-03 downloaded from the CCDC.
;
_cell_angle_alpha                97.262(11)
_cell_angle_beta                 105.219(11)
_cell_angle_gamma                111.170(11)
_cell_formula_units_Z            2
_cell_length_a                   8.596(2)
_cell_length_b                   10.119(2)
_cell_length_c                   12.532(3)
_cell_measurement_reflns_used    7620
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.23
_cell_volume                     950.8(4)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.831
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.831
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17328
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.831
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.981
_diffrn_reflns_theta_min         2.676
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.328
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_correction_T_min  0.786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_description       block
_exptl_crystal_F_000             458
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.982
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         5952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0463
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1020P)²+0.0068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1439
_refine_ls_wR_factor_ref         0.1647
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4237
_reflns_number_total             5952
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra04813b2.cif
_cod_data_source_block           TRIDIB2A_0m
_cod_original_cell_volume        950.7(4)
_cod_original_formula_sum        'C17 H15 Cl Cu N2 O6.50'
_cod_database_code               7245733
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.786
_shelx_estimated_absorpt_t_max   0.846
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6614(4) 0.7020(4) 0.8864(2) 0.0607(7) Uani 1 1 d . . . . .
H1 H 0.748062 0.672236 0.876239 0.073 Uiso 1 1 calc R U . . .
C2 C 0.6296(5) 0.7061(4) 0.9899(3) 0.0714(9) Uani 1 1 d . . . . .
H2 H 0.694875 0.678619 1.047598 0.086 Uiso 1 1 calc R U . . .
C3 C 0.5057(5) 0.7492(4) 1.0075(2) 0.0702(9) Uani 1 1 d . . . . .
H3 H 0.484757 0.750541 1.076633 0.084 Uiso 1 1 calc R U . . .
C4 C 0.4064(4) 0.7929(3) 0.9198(2) 0.0546(6) Uani 1 1 d . . . . .
C5 C 0.2769(5) 0.8447(4) 0.9294(3) 0.0654(8) Uani 1 1 d . . . . .
H5 H 0.250915 0.849870 0.996870 0.079 Uiso 1 1 calc R U . . .
C6 C 0.1893(4) 0.8871(3) 0.8425(3) 0.0603(7) Uani 1 1 d . . . . .
H6 H 0.104588 0.920370 0.851348 0.072 Uiso 1 1 calc R U . . .
C7 C 0.2272(3) 0.8807(3) 0.7377(2) 0.0480(5) Uani 1 1 d . . . . .
C8 C 0.1450(4) 0.9237(3) 0.6428(3) 0.0577(7) Uani 1 1 d . . . . .
H8 H 0.059083 0.958258 0.645545 0.069 Uiso 1 1 calc R U . . .
C9 C 0.1926(4) 0.9142(3) 0.5484(3) 0.0592(7) Uani 1 1 d . . . . .
H9 H 0.139610 0.942842 0.486228 0.071 Uiso 1 1 calc R U . . .
C10 C 0.3194(3) 0.8622(3) 0.5439(2) 0.0479(5) Uani 1 1 d . . . . .
H10 H 0.350452 0.857032 0.478299 0.057 Uiso 1 1 calc R U . . .
C11 C 0.3543(3) 0.8299(2) 0.72596(19) 0.0408(5) Uani 1 1 d . . . . .
C12 C 0.4457(3) 0.7848(3) 0.81839(19) 0.0437(5) Uani 1 1 d . . . . .
C13 C 0.7838(3) 0.5880(3) 0.5911(2) 0.0510(6) Uani 1 1 d . . . . .
C14 C 0.7364(4) 0.5976(3) 0.4778(2) 0.0559(6) Uani 1 1 d . . . . .
H14 H 0.776877 0.552213 0.428784 0.067 Uiso 1 1 calc R U . . .
C15 C 0.6341(3) 0.6691(3) 0.4324(2) 0.0487(6) Uani 1 1 d . . . . .
C16 C 0.8957(4) 0.5076(4) 0.6321(3) 0.0716(9) Uani 1 1 d . . . . .
H16A H 0.918111 0.462909 0.568860 0.107 Uiso 1 1 calc R U . . .
H16B H 0.834495 0.433414 0.665271 0.107 Uiso 1 1 calc R U . . .
H16C H 1.005990 0.575117 0.688307 0.107 Uiso 1 1 calc R U . . .
C17 C 0.5950(4) 0.6742(4) 0.3088(2) 0.0647(8) Uani 1 1 d . . . . .
H17A H 0.676637 0.650129 0.279656 0.097 Uiso 1 1 calc R U . . .
H17B H 0.607039 0.770717 0.302507 0.097 Uiso 1 1 calc R U . . .
H17C H 0.476335 0.605035 0.265703 0.097 Uiso 1 1 calc R U . . .
N1 N 0.5692(3) 0.7403(2) 0.80090(17) 0.0468(5) Uani 1 1 d . . . . .
N2 N 0.3989(3) 0.8190(2) 0.63049(16) 0.0406(4) Uani 1 1 d . . . . .
O1 O 0.7368(3) 0.6427(2) 0.66749(17) 0.0543(4) Uani 1 1 d . . . . .
O2 O 0.5658(3) 0.7326(2) 0.48773(16) 0.0520(4) Uani 1 1 d . . . . .
O3 O 0.8119(3) 0.9860(2) 0.6955(2) 0.0727(6) Uani 1 1 d . . . . .
O4 O 0.9976(4) 1.2334(3) 0.7593(3) 0.0987(9) Uani 1 1 d . . . . .
O5 O 0.9292(4) 1.0982(4) 0.8907(2) 0.0969(9) Uani 1 1 d . . . . .
O6 O 0.7121(4) 1.1488(4) 0.7721(3) 0.1045(10) Uani 1 1 d . . . . .
O7 O 0.000000 0.500000 1.000000 0.355(9) Uani 1 2 d S . P . .
Cl1 Cl 0.86363(8) 1.11910(7) 0.78044(5) 0.05030(17) Uani 1 1 d . . . . .
Cu1 Cu 0.58421(4) 0.74075(3) 0.64374(2) 0.04442(13) 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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
N1 C1 C2 121.3(3) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C12 C4 C5 119.2(3) . . ?
C12 C4 C3 115.7(3) . . ?
C5 C4 C3 125.1(3) . . ?
C6 C5 C4 121.9(3) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C11 C7 C8 116.3(2) . . ?
C11 C7 C6 119.0(2) . . ?
C8 C7 C6 124.6(2) . . ?
C9 C8 C7 119.5(2) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 120.4(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
N2 C10 C9 122.3(2) . . ?
N2 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
N2 C11 C7 123.6(2) . . ?
N2 C11 C12 116.2(2) . . ?
C7 C11 C12 120.2(2) . . ?
N1 C12 C4 124.2(2) . . ?
N1 C12 C11 116.4(2) . . ?
C4 C12 C11 119.4(2) . . ?
O1 C13 C14 124.5(2) . . ?
O1 C13 C16 114.2(3) . . ?
C14 C13 C16 121.3(3) . . ?
C15 C14 C13 125.4(2) . . ?
C15 C14 H14 117.3 . . ?
C13 C14 H14 117.3 . . ?
O2 C15 C14 124.6(2) . . ?
O2 C15 C17 115.0(3) . . ?
C14 C15 C17 120.4(2) . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1 N1 C12 118.1(2) . . ?
C1 N1 Cu1 129.5(2) . . ?
C12 N1 Cu1 112.36(15) . . ?
C10 N2 C11 117.9(2) . . ?
C10 N2 Cu1 129.46(17) . . ?
C11 N2 Cu1 112.60(15) . . ?
C13 O1 Cu1 125.46(19) . . ?
C15 O2 Cu1 125.35(18) . . ?
Cl1 O3 Cu1 135.29(13) . . ?
O4 Cl1 O6 111.5(2) . . ?
O4 Cl1 O5 110.21(18) . . ?
O6 Cl1 O5 109.34(19) . . ?
O4 Cl1 O3 108.20(16) . . ?
O6 Cl1 O3 108.50(16) . . ?
O5 Cl1 O3 108.99(18) . . ?
O1 Cu1 O2 94.47(8) . . ?
O1 Cu1 N2 170.16(8) . . ?
O2 Cu1 N2 91.81(8) . . ?
O1 Cu1 N1 90.66(8) . . ?
O2 Cu1 N1 172.53(8) . . ?
N2 Cu1 N1 82.41(8) . . ?
O1 Cu1 O3 97.08(9) . . ?
O2 Cu1 O3 89.15(8) . . ?
N2 Cu1 O3 90.57(8) . . ?
N1 Cu1 O3 95.61(8) . . ?
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
C1 N1 1.344(3) . ?
C1 C2 1.393(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.344(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.426(4) . ?
C3 H3 0.9300 . ?
C4 C12 1.398(4) . ?
C4 C5 1.416(5) . ?
C5 C6 1.363(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.434(4) . ?
C6 H6 0.9300 . ?
C7 C11 1.397(3) . ?
C7 C8 1.419(4) . ?
C8 C9 1.353(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(4) . ?
C9 H9 0.9300 . ?
C10 N2 1.334(3) . ?
C10 H10 0.9300 . ?
C11 N2 1.352(3) . ?
C11 C12 1.443(3) . ?
C12 N1 1.349(3) . ?
C13 O1 1.272(3) . ?
C13 C14 1.397(4) . ?
C13 C16 1.504(4) . ?
C14 C15 1.386(4) . ?
C14 H14 0.9300 . ?
C15 O2 1.270(3) . ?
C15 C17 1.508(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
N1 Cu1 2.008(2) . ?
N2 Cu1 1.999(2) . ?
O1 Cu1 1.8981(18) . ?
O2 Cu1 1.9083(19) . ?
O3 Cl1 1.449(2) . ?
O3 Cu1 2.414(2) . ?
O4 Cl1 1.418(3) . ?
O5 Cl1 1.423(2) . ?
O6 Cl1 1.421(3) . ?
