#------------------------------------------------------------------------------
#$Date: 2020-04-28 01:37:23 +0300 (Tue, 28 Apr 2020) $
#$Revision: 251199 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/04/7240409.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_7240409
loop_
_publ_author_name
'Kusakawa, Takumi'
'Goto, Takayuki'
'Hori, Akiko'
_publ_section_title
;
 Supramolecular association of M2+⋯π induced by different
 electrostatic properties using naphthyl substituted β-diketonate
 complexes (metal = Cu, Pd, Pt)
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00416B
_journal_year                    2020
_chemical_formula_moiety         'C46 H30 Cu O4'
_chemical_formula_sum            'C46 H30 Cu O4'
_chemical_formula_weight         710.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           'APEX3 v2018.7-2'
_audit_update_record
;
2020-02-18 deposited with the CCDC.	2020-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.070(11)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.093(7)
_cell_length_b                   5.920(4)
_cell_length_c                   21.808(12)
_cell_measurement_reflns_used    187
_cell_measurement_temperature    100
_cell_measurement_theta_max      21.2077
_cell_measurement_theta_min      1.9129
_cell_volume                     1653.0(17)
_computing_cell_refinement       'APEX3 v2018.7-2 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Goniometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1166
_diffrn_reflns_av_unetI/netI     0.0713
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            20850
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             734
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.047
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.404
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         2901
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0792
_refine_ls_R_factor_gt           0.0452
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0304P)²+0.5990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.1048
_reflns_number_gt                2071
_reflns_number_total             2901
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00416b2.cif
_cod_data_source_block           'global_CCDC2'
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        1653.0(16)
_cod_database_code               7240409
_shelx_shelxl_version_number     2016/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6056(3) -0.1400(6) 0.31570(16) 0.0196(8) Uani d . . . 1 . .
H H1 0.615488 -0.236935 0.351172 0.024 Uiso calc U . R 1 . .
C C2 0.6424(3) -0.2026(6) 0.26353(16) 0.0207(8) Uani d . . . 1 . .
H H2 0.67705 -0.343593 0.263345 0.025 Uiso calc U . R 1 . .
C C3 0.6297(2) -0.0605(5) 0.20990(15) 0.0175(8) Uani d . . . 1 . .
C C4 0.6668(3) -0.1210(6) 0.15495(16) 0.0216(8) Uani d . . . 1 . .
H H4 0.702366 -0.260293 0.153591 0.026 Uiso calc U . R 1 . .
C C5 0.6514(3) 0.0213(6) 0.10418(16) 0.0276(9) Uani d . . . 1 . .
H H5 0.676073 -0.0209 0.06783 0.033 Uiso calc U . R 1 . .
C C6 0.5990(3) 0.2304(6) 0.10527(17) 0.0249(9) Uani d . . . 1 . .
H H6 0.588543 0.326513 0.069625 0.03 Uiso calc U . R 1 . .
C C7 0.5636(3) 0.2945(6) 0.15736(15) 0.0212(8) Uani d . . . 1 . .
H H7 0.529041 0.435404 0.157739 0.025 Uiso calc U . R 1 . .
C C8 0.5780(2) 0.1516(6) 0.21108(15) 0.0177(8) Uani d . . . 1 . .
C C9 0.5400(2) 0.2105(6) 0.26507(15) 0.0188(8) Uani d . . . 1 . .
H H9 0.504773 0.350484 0.265784 0.023 Uiso calc U . R 1 . .
C C10 0.5524(2) 0.0707(5) 0.31667(15) 0.0176(8) Uani d . . . 1 . .
C C11 0.5122(3) 0.1281(6) 0.37476(15) 0.0183(8) Uani d . . . 1 . .
C C12 0.4572(3) 0.3305(6) 0.37832(15) 0.0189(8) Uani d . . . 1 . .
H H12 0.45059 0.433959 0.344416 0.023 Uiso calc U . R 1 . .
C C13 0.4116(2) 0.3885(6) 0.42889(15) 0.0158(7) Uani d . . . 1 . .
C C14 0.3443(2) 0.5950(6) 0.42604(15) 0.0158(7) Uani d . . . 1 . .
C C15 0.3068(3) 0.7130(6) 0.37145(16) 0.0184(8) Uani d . . . 1 . .
H H15 0.324842 0.664143 0.333604 0.022 Uiso calc U . R 1 . .
C C16 0.2415(2) 0.9065(6) 0.37034(15) 0.0181(8) Uani d . . . 1 . .
C C17 0.2037(2) 1.0315(6) 0.31452(15) 0.0211(8) Uani d . . . 1 . .
H H17 0.219501 0.982341 0.276106 0.025 Uiso calc U . R 1 . .
C C18 0.1446(3) 1.2220(6) 0.31549(16) 0.0227(8) Uani d . . . 1 . .
H H18 0.12021 1.30464 0.277944 0.027 Uiso calc U . R 1 . .
C C19 0.1199(3) 1.2956(6) 0.37233(16) 0.0217(8) Uani d . . . 1 . .
H H19 0.079391 1.428564 0.372814 0.026 Uiso calc U . R 1 . .
C C20 0.1537(3) 1.1771(6) 0.42663(16) 0.0217(8) Uani d . . . 1 . .
H H20 0.136173 1.22851 0.464384 0.026 Uiso calc U . R 1 . .
C C21 0.2146(2) 0.9785(6) 0.42740(14) 0.0168(7) Uani d . . . 1 . .
C C22 0.2543(2) 0.8542(6) 0.48272(15) 0.0196(8) Uani d . . . 1 . .
H H22 0.237467 0.900992 0.521081 0.023 Uiso calc U . R 1 . .
C C23 0.3164(3) 0.6682(6) 0.48233(16) 0.0189(8) Uani d . . . 1 . .
H H23 0.340997 0.587283 0.520148 0.023 Uiso calc U . R 1 . .
Cu Cu1 0.5 0 0.5 0.01768(18) Uani d . P S 1 . .
O O1 0.53157(16) -0.0213(4) 0.41830(9) 0.0188(5) Uani d . . . 1 . .
O O2 0.42195(17) 0.2748(4) 0.47999(10) 0.0182(5) Uani d . . . 1 . .
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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C10 . . 120.2(3) ?
C2 C1 H1 . . 119.9 ?
C10 C1 H1 . . 119.9 ?
C1 C2 C3 . . 121.3(3) ?
C1 C2 H2 . . 119.4 ?
C3 C2 H2 . . 119.4 ?
C2 C3 C8 . . 118.7(3) ?
C2 C3 C4 . . 122.6(3) ?
C8 C3 C4 . . 118.7(3) ?
C5 C4 C3 . . 120.2(3) ?
C5 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.9 ?
C4 C5 C6 . . 120.9(3) ?
C4 C5 H5 . . 119.6 ?
C6 C5 H5 . . 119.6 ?
C7 C6 C5 . . 120.4(3) ?
C7 C6 H6 . . 119.8 ?
C5 C6 H6 . . 119.8 ?
C6 C7 C8 . . 120.5(3) ?
C6 C7 H7 . . 119.7 ?
C8 C7 H7 . . 119.7 ?
C9 C8 C7 . . 121.9(3) ?
C9 C8 C3 . . 118.8(3) ?
C7 C8 C3 . . 119.3(3) ?
C10 C9 C8 . . 121.9(3) ?
C10 C9 H9 . . 119.0 ?
C8 C9 H9 . . 119.0 ?
C9 C10 C1 . . 119.1(3) ?
C9 C10 C11 . . 123.2(3) ?
C1 C10 C11 . . 117.7(3) ?
O1 C11 C12 . . 124.7(3) ?
O1 C11 C10 . . 114.6(3) ?
C12 C11 C10 . . 120.7(3) ?
C13 C12 C11 . . 123.9(3) ?
C13 C12 H12 . . 118.0 ?
C11 C12 H12 . . 118.0 ?
O2 C13 C12 . . 124.7(3) ?
O2 C13 C14 . . 114.7(3) ?
C12 C13 C14 . . 120.7(3) ?
C15 C14 C23 . . 118.8(3) ?
C15 C14 C13 . . 123.3(3) ?
C23 C14 C13 . . 117.9(3) ?
C14 C15 C16 . . 121.7(3) ?
C14 C15 H15 . . 119.1 ?
C16 C15 H15 . . 119.1 ?
C17 C16 C15 . . 122.2(3) ?
C17 C16 C21 . . 119.0(3) ?
C15 C16 C21 . . 118.8(3) ?
C18 C17 C16 . . 120.8(3) ?
C18 C17 H17 . . 119.6 ?
C16 C17 H17 . . 119.6 ?
C17 C18 C19 . . 120.1(3) ?
C17 C18 H18 . . 120.0 ?
C19 C18 H18 . . 120.0 ?
C20 C19 C18 . . 120.6(3) ?
C20 C19 H19 . . 119.7 ?
C18 C19 H19 . . 119.7 ?
C19 C20 C21 . . 121.0(3) ?
C19 C20 H20 . . 119.5 ?
C21 C20 H20 . . 119.5 ?
C22 C21 C20 . . 123.1(3) ?
C22 C21 C16 . . 118.3(3) ?
C20 C21 C16 . . 118.5(3) ?
C23 C22 C21 . . 121.7(3) ?
C23 C22 H22 . . 119.2 ?
C21 C22 H22 . . 119.2 ?
C22 C23 C14 . . 120.7(3) ?
C22 C23 H23 . . 119.6 ?
C14 C23 H23 . . 119.6 ?
O1 Cu1 O1 . 3_656 180.0 ?
O1 Cu1 O2 . . 93.00(9) ?
O1 Cu1 O2 3_656 . 87.00(9) ?
O1 Cu1 O2 . 3_656 87.00(9) ?
O1 Cu1 O2 3_656 3_656 93.00(9) ?
O2 Cu1 O2 . 3_656 180.0 ?
C11 O1 Cu1 . . 126.5(2) ?
C13 O2 Cu1 . . 126.5(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.376(5) ?
C1 C10 . 1.431(5) ?
C1 H1 . 0.95 ?
C2 C3 . 1.422(5) ?
C2 H2 . 0.95 ?
C3 C8 . 1.429(5) ?
C3 C4 . 1.430(5) ?
C4 C5 . 1.372(5) ?
C4 H4 . 0.95 ?
C5 C6 . 1.418(5) ?
C5 H5 . 0.95 ?
C6 C7 . 1.368(5) ?
C6 H6 . 0.95 ?
C7 C8 . 1.425(5) ?
C7 H7 . 0.95 ?
C8 C9 . 1.415(5) ?
C9 C10 . 1.379(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.509(5) ?
C11 O1 . 1.284(4) ?
C11 C12 . 1.408(5) ?
C12 C13 . 1.402(4) ?
C12 H12 . 0.95 ?
C13 O2 . 1.285(4) ?
C13 C14 . 1.500(5) ?
C14 C15 . 1.379(4) ?
C14 C23 . 1.420(4) ?
C15 C16 . 1.426(5) ?
C15 H15 . 0.95 ?
C16 C17 . 1.422(4) ?
C16 C21 . 1.427(4) ?
C17 C18 . 1.370(5) ?
C17 H17 . 0.95 ?
C18 C19 . 1.414(5) ?
C18 H18 . 0.95 ?
C19 C20 . 1.368(5) ?
C19 H19 . 0.95 ?
C20 C21 . 1.419(5) ?
C20 H20 . 0.95 ?
C21 C22 . 1.416(4) ?
C22 C23 . 1.369(5) ?
C22 H22 . 0.95 ?
C23 H23 . 0.95 ?
Cu1 O1 . 1.916(2) ?
Cu1 O1 3_656 1.916(2) ?
Cu1 O2 . 1.922(2) ?
Cu1 O2 3_656 1.922(2) ?
