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#$Date: 2019-11-17 12:28:47 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229873 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/60/7046008.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_7046008
loop_
_publ_author_name
'Soldevila-Sanmartín, Joan'
'Calvet, Teresa'
'Font-Bardia, Merce'
'Domingo, Concepción'
'Ayllón, José A'
'Pons, Josefina'
_publ_section_title
;
 Modulating p-hydroxycinnamate behavior as a ditopic linker or photoacid
 in copper(ii) complexes with an auxiliary pyridine ligand.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6479
_journal_page_last               6493
_journal_paper_doi               10.1039/c8dt00645h
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C40 H32 Cu N2 O6, 2(C H4 O)'
_chemical_formula_sum            'C42 H40 Cu N2 O8'
_chemical_formula_weight         764.30
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2018-04-04 deposited with the CCDC.
2018-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.000(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.7498(5)
_cell_length_b                   10.8664(5)
_cell_length_c                   15.2007(8)
_cell_measurement_reflns_used    9899
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.42
_cell_measurement_theta_min      2.33
_cell_volume                     1874.66(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22324
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.424
_diffrn_reflns_theta_min         2.536
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    0.639
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_description       prism
_exptl_crystal_F_000             798
_exptl_crystal_size_max          0.397
_exptl_crystal_size_mid          0.373
_exptl_crystal_size_min          0.284
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3801
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0330
_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)+(0.0464P)²+1.3582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0925
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3391
_reflns_number_total             3801
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt00645h2.cif
_cod_data_source_block           mo_C20TB194_0m_a
_cod_depositor_comments
'Adding full bibliography for 7046007--7046011.cif.'
_cod_database_code               7046008
_shelx_shelxl_version_number     2018/3
_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   0.839
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_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
Cu1 Cu 0.000000 0.500000 0.500000 0.01466(10) Uani 1 2 d S . P
O1 O 0.06627(10) 0.38052(11) 0.42988(8) 0.0189(3) Uani 1 1 d . . .
O2 O 0.10145(13) 0.22226(12) 0.52751(10) 0.0289(3) Uani 1 1 d . . .
O3 O 0.53763(11) 0.13383(12) 0.13770(9) 0.0221(3) Uani 1 1 d . . .
H3A H 0.5515(17) 0.1951(19) 0.1033(16) 0.033 Uiso 1 1 calc R U .
N1 N 0.16242(12) 0.56382(13) 0.55441(10) 0.0169(3) Uani 1 1 d . . .
C1 C 0.11291(15) 0.27792(16) 0.45738(12) 0.0189(4) Uani 1 1 d . . .
C2 C 0.18925(16) 0.22002(17) 0.40495(13) 0.0226(4) Uani 1 1 d . . .
H2 H 0.217302 0.138670 0.419799 0.027 Uiso 1 1 calc R U .
C3 C 0.21936(15) 0.27916(17) 0.33772(12) 0.0200(4) Uani 1 1 d . . .
H3 H 0.183852 0.357388 0.321901 0.024 Uiso 1 1 calc R U .
C4 C 0.30068(15) 0.23817(17) 0.28518(12) 0.0191(4) Uani 1 1 d . . .
C5 C 0.32413(16) 0.31651(17) 0.21921(12) 0.0211(4) Uani 1 1 d . . .
H5 H 0.285211 0.393808 0.208542 0.025 Uiso 1 1 calc R U .
C6 C 0.40292(16) 0.28454(17) 0.16862(12) 0.0209(4) Uani 1 1 d . . .
H6 H 0.417524 0.339326 0.124074 0.025 Uiso 1 1 calc R U .
C7 C 0.46013(15) 0.17121(16) 0.18410(12) 0.0189(4) Uani 1 1 d . . .
C8 C 0.43669(16) 0.09068(16) 0.24924(12) 0.0202(4) Uani 1 1 d . . .
H8 H 0.474687 0.012856 0.259325 0.024 Uiso 1 1 calc R U .
C9 C 0.35880(15) 0.12420(16) 0.29850(12) 0.0194(4) Uani 1 1 d . . .
H9 H 0.343900 0.068927 0.342643 0.023 Uiso 1 1 calc R U .
C10 C 0.19820(15) 0.59536(17) 0.64268(12) 0.0204(4) Uani 1 1 d . . .
H10 H 0.148206 0.578732 0.681369 0.024 Uiso 1 1 calc R U .
C11 C 0.30578(16) 0.65135(19) 0.67880(13) 0.0251(4) Uani 1 1 d . . .
H11 H 0.330183 0.670883 0.741814 0.030 Uiso 1 1 calc R U .
C12 C 0.37759(16) 0.67866(18) 0.62220(13) 0.0244(4) Uani 1 1 d . . .
H12 H 0.450649 0.719473 0.645726 0.029 Uiso 1 1 calc R U .
C13 C 0.34202(15) 0.64587(17) 0.53033(12) 0.0192(4) Uani 1 1 d . . .
C14 C 0.23434(14) 0.58636(16) 0.50041(12) 0.0168(3) Uani 1 1 d . . .
H14 H 0.210296 0.560277 0.438714 0.020 Uiso 1 1 calc R U .
C15 C 0.41413(15) 0.67537(18) 0.46619(13) 0.0225(4) Uani 1 1 d . . .
C16 C 0.46950(17) 0.7907(2) 0.47147(14) 0.0296(4) Uani 1 1 d . . .
H16 H 0.460449 0.848865 0.515817 0.036 Uiso 1 1 calc R U .
C17 C 0.53748(19) 0.8199(2) 0.41198(15) 0.0374(5) Uani 1 1 d . . .
H17 H 0.575409 0.897668 0.416067 0.045 Uiso 1 1 calc R U .
C18 C 0.55000(19) 0.7358(2) 0.34678(16) 0.0384(5) Uani 1 1 d . . .
H18 H 0.596738 0.755737 0.306292 0.046 Uiso 1 1 calc R U .
C19 C 0.49430(19) 0.6221(2) 0.34046(15) 0.0347(5) Uani 1 1 d . . .
H19 H 0.502522 0.564787 0.295311 0.042 Uiso 1 1 calc R U .
C20 C 0.42649(17) 0.59194(19) 0.40007(13) 0.0261(4) Uani 1 1 d . . .
H20 H 0.388578 0.514118 0.395516 0.031 Uiso 1 1 calc R U .
O4 O 0.23541(17) 0.03167(18) 0.62257(15) 0.0507(5) Uani 1 1 d . . .
H4O H 0.2037(16) 0.088(3) 0.588(2) 0.076 Uiso 1 1 calc R U .
C21 C 0.1520(3) -0.0605(2) 0.6236(3) 0.0679(10) Uani 1 1 d . . .
H21A H 0.141626 -0.112087 0.569169 0.102 Uiso 1 1 calc R U .
H21B H 0.076559 -0.022356 0.624041 0.102 Uiso 1 1 calc R U .
H21C H 0.179496 -0.111416 0.678156 0.102 Uiso 1 1 calc R U .
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'
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'
N N 0.0061 0.0033 '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 . 3_566
O1 Cu1 N1 89.07(5) . .
O1 Cu1 N1 90.93(5) 3_566 .
O1 Cu1 N1 90.93(5) . 3_566
O1 Cu1 N1 89.07(5) 3_566 3_566
N1 Cu1 N1 180.0 . 3_566
C1 O1 Cu1 127.03(11) . .
C7 O3 H3A 109.5 . .
C10 N1 C14 118.69(15) . .
C10 N1 Cu1 121.40(12) . .
C14 N1 Cu1 119.64(11) . .
O2 C1 O1 124.71(16) . .
O2 C1 C2 117.47(16) . .
O1 C1 C2 117.80(16) . .
C3 C2 C1 121.68(17) . .
C3 C2 H2 119.2 . .
C1 C2 H2 119.2 . .
C2 C3 C4 127.79(17) . .
C2 C3 H3 116.1 . .
C4 C3 H3 116.1 . .
C5 C4 C9 117.55(16) . .
C5 C4 C3 118.96(16) . .
C9 C4 C3 123.48(17) . .
C6 C5 C4 121.85(17) . .
C6 C5 H5 119.1 . .
C4 C5 H5 119.1 . .
C5 C6 C7 119.21(17) . .
C5 C6 H6 120.4 . .
C7 C6 H6 120.4 . .
O3 C7 C6 122.59(16) . .
O3 C7 C8 117.62(16) . .
C6 C7 C8 119.79(16) . .
C9 C8 C7 120.02(17) . .
C9 C8 H8 120.0 . .
C7 C8 H8 120.0 . .
C8 C9 C4 121.57(17) . .
C8 C9 H9 119.2 . .
C4 C9 H9 119.2 . .
N1 C10 C11 121.81(16) . .
N1 C10 H10 119.1 . .
C11 C10 H10 119.1 . .
C10 C11 C12 119.30(17) . .
C10 C11 H11 120.4 . .
C12 C11 H11 120.4 . .
C11 C12 C13 119.61(17) . .
C11 C12 H12 120.2 . .
C13 C12 H12 120.2 . .
C14 C13 C12 117.25(16) . .
C14 C13 C15 120.84(16) . .
C12 C13 C15 121.90(16) . .
N1 C14 C13 123.26(16) . .
N1 C14 H14 118.4 . .
C13 C14 H14 118.4 . .
C20 C15 C16 119.34(18) . .
C20 C15 C13 121.29(17) . .
C16 C15 C13 119.37(18) . .
C17 C16 C15 120.2(2) . .
C17 C16 H16 119.9 . .
C15 C16 H16 119.9 . .
C18 C17 C16 120.1(2) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
C17 C18 C19 120.1(2) . .
C17 C18 H18 120.0 . .
C19 C18 H18 120.0 . .
C18 C19 C20 120.2(2) . .
C18 C19 H19 119.9 . .
C20 C19 H19 119.9 . .
C15 C20 C19 120.2(2) . .
C15 C20 H20 119.9 . .
C19 C20 H20 119.9 . .
C21 O4 H4O 109.5 . .
O4 C21 H21A 109.5 . .
O4 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
O4 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9640(12) .
Cu1 O1 1.9640(12) 3_566
Cu1 N1 1.9975(14) .
Cu1 N1 1.9975(14) 3_566
O1 C1 1.265(2) .
O2 C1 1.263(2) .
O3 C7 1.351(2) .
O3 H3A 0.89(3) .
N1 C10 1.342(2) .
N1 C14 1.344(2) .
C1 C2 1.485(2) .
C2 C3 1.330(3) .
C2 H2 0.9500 .
C3 C4 1.464(2) .
C3 H3 0.9500 .
C4 C5 1.396(3) .
C4 C9 1.403(3) .
C5 C6 1.392(2) .
C5 H5 0.9500 .
C6 C7 1.393(3) .
C6 H6 0.9500 .
C7 C8 1.401(3) .
C8 C9 1.373(2) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 C11 1.382(3) .
C10 H10 0.9500 .
C11 C12 1.384(3) .
C11 H11 0.9500 .
C12 C13 1.396(3) .
C12 H12 0.9500 .
C13 C14 1.389(2) .
C13 C15 1.483(2) .
C14 H14 0.9500 .
C15 C20 1.389(3) .
C15 C16 1.405(3) .
C16 C17 1.389(3) .
C16 H16 0.9500 .
C17 C18 1.384(4) .
C17 H17 0.9500 .
C18 C19 1.389(3) .
C18 H18 0.9500 .
C19 C20 1.392(3) .
C19 H19 0.9500 .
C20 H20 0.9500 .
O4 C21 1.404(3) .
O4 H4O 0.83(4) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
