#------------------------------------------------------------------------------
#$Date: 2021-06-30 07:23:23 +0300 (Wed, 30 Jun 2021) $
#$Revision: 266800 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/31/7243118.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_7243118
loop_
_publ_author_name
'Mukherjee, Debojyoti'
'Nag, Probal'
'Shteinman, Albert A.'
'Vennapusa, Sivaranjana Reddy'
'Mandal, Ujjwal'
'Mitra, Mainak'
_publ_section_title
;
 Catechol oxidation promoted by bridging phenoxo moieties in a
 bis(μ-phenoxo)-bridged dicopper(ii) complex
;
_journal_issue                   37
_journal_name_full               'RSC Advances'
_journal_page_first              22951
_journal_page_last               22959
_journal_paper_doi               10.1039/D1RA02787E
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C30 H28 Cu2 N4 O6, 2 (C H4 O)'
_chemical_formula_sum            'C32 H36 Cu2 N4 O8'
_chemical_formula_weight         731.73
_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-2012
_audit_update_record
;
2021-03-07 deposited with the CCDC.	2021-06-16 downloaded from the CCDC.
;
_cell_angle_alpha                113.7330(10)
_cell_angle_beta                 99.453(2)
_cell_angle_gamma                92.307(2)
_cell_formula_units_Z            1
_cell_length_a                   8.5547(3)
_cell_length_b                   9.8407(4)
_cell_length_c                   10.2731(4)
_cell_measurement_reflns_used    14160
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.13
_cell_measurement_theta_min      1.00
_cell_volume                     775.51(5)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2008)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
'CrystaMaker (CrystalMaker Software ltd., 2011)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 16
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker KAPPA APEX II CCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.983
_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       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10178
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         2.945
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.430
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6281
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'bluish green'
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_description       needle
_exptl_crystal_F_000             378
_exptl_crystal_size_max          0.537
_exptl_crystal_size_mid          0.339
_exptl_crystal_size_min          0.335
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0251
_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)+(0.0262P)²+0.7743P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0655
_refine_ls_wR_factor_ref         0.0661
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3228
_reflns_number_total             3323
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra02787e2.cif
_cod_data_source_block           cupapy
_cod_database_code               7243118
_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   0.514
_shelx_estimated_absorpt_t_max   0.646
_reflns_friedel_fraction
;
 is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_shelxl_version_number           2013-1
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
Cu1 Cu 0.50368(2) 0.58689(2) 0.17046(2) 0.01119(7) Uani 1 1 d . . . . .
O1 O 0.45668(14) 0.42272(13) 0.22521(13) 0.0159(2) Uani 1 1 d . . . . .
O2 O 0.34227(15) 0.37013(14) 0.38195(14) 0.0216(3) Uani 1 1 d . . . . .
O3 O 0.66605(13) 0.50834(12) 0.05931(12) 0.0133(2) Uani 1 1 d . . . . .
N1 N 0.53778(15) 0.78912(15) 0.17107(14) 0.0125(3) Uani 1 1 d . . . . .
N2 N 0.32305(15) 0.67325(14) 0.27277(14) 0.0118(3) Uani 1 1 d . . . . .
C1 C 0.63871(19) 0.83142(18) 0.10296(17) 0.0152(3) Uani 1 1 d . . . . .
H1 H 0.6978 0.7594 0.0447 0.018 Uiso 1 1 calc R U . . .
C2 C 0.4604(2) 1.03566(18) 0.26220(18) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.3944 1.1038 0.3153 0.021 Uiso 1 1 calc R U . . .
C3 C 0.5674(2) 1.08025(19) 0.19529(19) 0.0200(3) Uani 1 1 d . . . . .
H3 H 0.5780 1.1802 0.2040 0.024 Uiso 1 1 calc R U . . .
C4 C 0.77214(18) 0.41788(17) 0.07576(17) 0.0123(3) Uani 1 1 d . . . . .
C5 C 0.45100(18) 0.88975(17) 0.25048(16) 0.0130(3) Uani 1 1 d . . . . .
C6 C 0.35215(19) 0.83850(17) 0.33487(17) 0.0148(3) Uani 1 1 d . . . . .
H6A H 0.4085 0.8766 0.4372 0.018 Uiso 1 1 calc R U . . .
H6B H 0.2488 0.8801 0.3330 0.018 Uiso 1 1 calc R U . . .
C7 C 0.3240(2) 0.61157(18) 0.38274(17) 0.0156(3) Uani 1 1 d . . . . .
H7A H 0.2158 0.6074 0.4046 0.019 Uiso 1 1 calc R U . . .
H7B H 0.3984 0.6774 0.4735 0.019 Uiso 1 1 calc R U . . .
C8 C 0.37588(19) 0.45446(18) 0.32588(17) 0.0150(3) Uani 1 1 d . . . . .
C9 C 0.83241(18) 0.38408(18) -0.16662(17) 0.0139(3) Uani 1 1 d . . . . .
H9A H 0.8467 0.4944 -0.1293 0.017 Uiso 1 1 calc R U . . .
H9B H 0.9195 0.3464 -0.2195 0.017 Uiso 1 1 calc R U . . .
C10 C 0.85137(18) 0.34350(17) -0.03934(17) 0.0134(3) Uani 1 1 d . . . . .
C11 C 0.96053(19) 0.24591(18) -0.02606(18) 0.0172(3) Uani 1 1 d . . . . .
H11 H 1.0097 0.1930 -0.1055 0.021 Uiso 1 1 calc R U . . .
C12 C 0.6590(2) 0.97662(19) 0.11521(18) 0.0193(3) Uani 1 1 d . . . . .
H12 H 0.7343 1.0050 0.0696 0.023 Uiso 1 1 calc R U . . .
C13 C 0.9262(2) 0.3028(2) 0.21583(19) 0.0197(3) Uani 1 1 d . . . . .
H13 H 0.9542 0.2919 0.3042 0.024 Uiso 1 1 calc R U . . .
C14 C 0.81335(19) 0.39694(19) 0.20402(18) 0.0166(3) Uani 1 1 d . . . . .
H14 H 0.7634 0.4477 0.2835 0.020 Uiso 1 1 calc R U . . .
C15 C 0.9991(2) 0.22425(19) 0.1004(2) 0.0208(3) Uani 1 1 d . . . . .
H15 H 1.0735 0.1574 0.1079 0.025 Uiso 1 1 calc R U . . .
O4 O 0.69541(16) 0.74762(18) 0.43214(15) 0.0291(3) Uani 1 1 d . . . . .
H4 H 0.6959 0.7038 0.4875 0.044 Uiso 1 1 calc R U . . .
C16 C 0.8529(2) 0.8036(3) 0.4407(2) 0.0342(5) Uani 1 1 d . . . . .
H16A H 0.8518 0.8587 0.3796 0.051 Uiso 1 1 calc R U . . .
H16B H 0.9168 0.7203 0.4070 0.051 Uiso 1 1 calc R U . . .
H16C H 0.8996 0.8708 0.5415 0.051 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'
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'
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
O3 Cu1 O1 99.82(5) . . ?
O3 Cu1 N1 94.05(5) . . ?
O1 Cu1 N1 163.38(5) . . ?
O3 Cu1 N2 175.00(5) . . ?
O1 Cu1 N2 83.43(5) . . ?
N1 Cu1 N2 83.38(5) . . ?
O3 Cu1 O3 83.54(4) . 2_665 ?
O1 Cu1 O3 98.52(4) . 2_665 ?
N1 Cu1 O3 92.06(5) . 2_665 ?
N2 Cu1 O3 92.24(4) . 2_665 ?
C8 O1 Cu1 114.73(10) . . ?
C4 O3 Cu1 128.65(10) . . ?
C4 O3 Cu1 114.25(9) . 2_665 ?
Cu1 O3 Cu1 96.46(4) . 2_665 ?
C5 N1 C1 119.13(14) . . ?
C5 N1 Cu1 114.50(11) . . ?
C1 N1 Cu1 126.36(11) . . ?
C6 N2 C7 113.92(12) . . ?
C6 N2 C9 111.39(12) . 2_665 ?
C7 N2 C9 108.22(12) . 2_665 ?
C6 N2 Cu1 108.85(9) . . ?
C7 N2 Cu1 104.95(9) . . ?
C9 N2 Cu1 109.25(9) 2_665 . ?
N1 C1 C12 121.99(15) . . ?
N1 C1 H1 119.0 . . ?
C12 C1 H1 119.0 . . ?
C3 C2 C5 118.99(15) . . ?
C3 C2 H2 120.5 . . ?
C5 C2 H2 120.5 . . ?
C2 C3 C12 119.02(15) . . ?
C2 C3 H3 120.5 . . ?
C12 C3 H3 120.5 . . ?
O3 C4 C14 123.18(14) . . ?
O3 C4 C10 118.53(14) . . ?
C14 C4 C10 118.24(14) . . ?
N1 C5 C2 121.84(15) . . ?
N1 C5 C6 116.13(14) . . ?
C2 C5 C6 121.89(14) . . ?
N2 C6 C5 111.02(12) . . ?
N2 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 C8 109.91(12) . . ?
N2 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
N2 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
O2 C8 O1 124.88(15) . . ?
O2 C8 C7 118.79(15) . . ?
O1 C8 C7 116.29(14) . . ?
N2 C9 C10 116.35(13) 2_665 . ?
N2 C9 H9A 108.2 2_665 . ?
C10 C9 H9A 108.2 . . ?
N2 C9 H9B 108.2 2_665 . ?
C10 C9 H9B 108.2 . . ?
H9A C9 H9B 107.4 . . ?
C11 C10 C4 119.68(15) . . ?
C11 C10 C9 120.33(14) . . ?
C4 C10 C9 119.58(14) . . ?
C15 C11 C10 121.67(15) . . ?
C15 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C1 C12 C3 118.95(16) . . ?
C1 C12 H12 120.5 . . ?
C3 C12 H12 120.5 . . ?
C14 C13 C15 121.14(16) . . ?
C14 C13 H13 119.4 . . ?
C15 C13 H13 119.4 . . ?
C13 C14 C4 120.74(15) . . ?
C13 C14 H14 119.6 . . ?
C4 C14 H14 119.6 . . ?
C11 C15 C13 118.41(15) . . ?
C11 C15 H15 120.8 . . ?
C13 C15 H15 120.8 . . ?
C16 O4 H4 109.5 . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
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
Cu1 O3 1.9307(11) . yes
Cu1 O1 1.9600(11) . yes
Cu1 N1 1.9970(13) . yes
Cu1 N2 2.0335(13) . yes
Cu1 O3 2.3542(11) 2_665 yes
O1 C8 1.279(2) . ?
O2 C8 1.234(2) . ?
O3 C4 1.3344(18) . ?
O3 Cu1 2.3542(11) 2_665 yes
N1 C5 1.344(2) . ?
N1 C1 1.346(2) . ?
N2 C6 1.4810(19) . ?
N2 C7 1.481(2) . ?
N2 C9 1.4980(19) 2_665 ?
C1 C12 1.384(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.386(2) . ?
C2 C5 1.390(2) . ?
C2 H2 0.9500 . ?
C3 C12 1.390(2) . ?
C3 H3 0.9500 . ?
C4 C14 1.405(2) . ?
C4 C10 1.414(2) . ?
C5 C6 1.510(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.531(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 N2 1.4980(19) 2_665 ?
C9 C10 1.500(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.396(2) . ?
C11 C15 1.389(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.389(2) . ?
C13 C15 1.392(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
O4 C16 1.410(2) . ?
O4 H4 0.8400 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 O2 0.95 2.51 3.284(2) 139.0 1_565 yes
C7 H7B O2 0.99 2.63 3.372(2) 132.0 2_666 yes
O4 H4 O2 0.84 1.83 2.6548(18) 167.1 2_666 yes
