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#$Date: 2025-08-23 01:57:28 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301878 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/15/7701520.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_7701520
loop_
_publ_author_name
'Krajewski, Sebastian M.'
'Crossman, Aaron S.'
'Akturk, Eser S.'
'Suhrbier, Tim'
'Scappaticci, Steven J.'
'Staab, Maxwell W.'
'Marshak, Michael P.'
_publ_section_title
;
 Sterically encumbered β-diketonates and base metal catalysis.
;
_journal_issue                   28
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10714
_journal_page_last               10722
_journal_paper_doi               10.1039/c9dt02293g
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C62 H70 Cu O4'
_chemical_formula_sum            'C62 H70 Cu O4'
_chemical_formula_weight         942.72
_chemical_name_common            Cu(Aracac)2
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-02-25
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_audit_update_record
;
2018-09-18 deposited with the CCDC.	2019-06-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.462(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.3812(14)
_cell_length_b                   13.0038(10)
_cell_length_c                   21.0359(16)
_cell_measurement_reflns_used    9886
_cell_measurement_temperature    124(2)
_cell_measurement_theta_max      29.389
_cell_measurement_theta_min      2.697
_cell_volume                     5301.5(7)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      124.17
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.1093
_diffrn_reflns_av_unetI/netI     0.0529
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            85149
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.574
_diffrn_reflns_theta_min         3.280
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.458
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0729 before and 0.0671 after correction. The Ratio of minimum to maximum transmission is 0.9365. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_description       Block
_exptl_crystal_F_000             2012
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.158
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         7422
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0519
_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)+(0.0400P)²+11.3030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1209
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5301
_reflns_number_total             7422
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt02293g2.cif
_cod_data_source_block           Cuaracac2
_cod_database_code               7701520
_shelx_shelxl_version_number     2014/7
_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_max   0.931
_shelx_estimated_absorpt_t_min   0.879
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G), C00K(H00K),
 C00P(H00P), C00S(H00S)
2.b Idealised Me refined as rotating group:
 C00I(H00B,H00E,H00H), C00O(H00I,H00J,H00L), C00Q(H00M,H00N,H00O), C00T(H00Q,
 H00R,H00T), C00U(H00U,H00V,H00W), C00V(H00X,H00Y,H), C00W(H00Z,HA,HB),
 C00X(H00,HC,HD), C00Y(H0AA,HE,HF)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.7500 0.7500 0.5000 0.01809(10) Uani 1 2 d S T P
O1 O 0.78281(8) 0.61342(12) 0.49066(7) 0.0248(3) Uani 1 1 d . . .
O2 O 0.71096(7) 0.72289(11) 0.58124(6) 0.0205(3) Uani 1 1 d . . .
C1 C 0.77927(10) 0.54086(15) 0.53107(9) 0.0167(4) Uani 1 1 d . . .
C2 C 0.74599(10) 0.54877(15) 0.58957(9) 0.0166(4) Uani 1 1 d . . .
H2 H 0.7426 0.4888 0.6152 0.020 Uiso 1 1 calc R . .
C3 C 0.71755(9) 0.63958(15) 0.61232(8) 0.0136(4) Uani 1 1 d . . .
C4 C 0.69680(9) 0.64646(15) 0.68098(9) 0.0141(4) Uani 1 1 d . . .
C5 C 0.62732(10) 0.64473(15) 0.69890(9) 0.0155(4) Uani 1 1 d . . .
C6 C 0.61114(10) 0.65594(17) 0.76314(9) 0.0206(4) Uani 1 1 d . . .
H6 H 0.5643 0.6542 0.7760 0.025 Uiso 1 1 calc R . .
C7 C 0.66282(10) 0.66962(17) 0.80830(9) 0.0224(4) Uani 1 1 d . . .
H7 H 0.6511 0.6785 0.8517 0.027 Uiso 1 1 calc R . .
C8 C 0.73141(10) 0.67046(17) 0.79043(9) 0.0207(4) Uani 1 1 d . . .
H8 H 0.7665 0.6797 0.8217 0.025 Uiso 1 1 calc R . .
C9 C 0.74944(9) 0.65794(15) 0.72696(9) 0.0158(4) Uani 1 1 d . . .
C10 C 0.82377(9) 0.65401(16) 0.70806(9) 0.0161(4) Uani 1 1 d . . .
C11 C 0.86012(10) 0.56114(16) 0.71441(9) 0.0184(4) Uani 1 1 d . . .
C12 C 0.92847(10) 0.55610(17) 0.69411(10) 0.0212(4) Uani 1 1 d . . .
H12 H 0.9529 0.4930 0.6979 0.025 Uiso 1 1 calc R . .
C13 C 0.96160(10) 0.64089(18) 0.66855(10) 0.0229(4) Uani 1 1 d . . .
C14 C 0.92521(11) 0.73218(16) 0.66397(11) 0.0240(5) Uani 1 1 d . . .
H14 H 0.9476 0.7910 0.6472 0.029 Uiso 1 1 calc R . .
C15 C 0.85656(10) 0.74083(16) 0.68325(9) 0.0197(4) Uani 1 1 d . . .
C16 C 0.82680(12) 0.46694(18) 0.74281(11) 0.0271(5) Uani 1 1 d . . .
H16A H 0.8215 0.4767 0.7887 0.041 Uiso 1 1 calc GR . .
H16B H 0.8559 0.4067 0.7350 0.041 Uiso 1 1 calc GR . .
H16C H 0.7813 0.4563 0.7232 0.041 Uiso 1 1 calc GR . .
C17 C 1.03541(11) 0.6344(2) 0.64646(12) 0.0331(5) Uani 1 1 d . . .
H17A H 1.0660 0.6642 0.6789 0.050 Uiso 1 1 calc GR . .
H17B H 1.0403 0.6725 0.6066 0.050 Uiso 1 1 calc GR . .
H17C H 1.0478 0.5622 0.6396 0.050 Uiso 1 1 calc GR . .
C18 C 0.82015(11) 0.84308(17) 0.67750(12) 0.0281(5) Uani 1 1 d . . .
H18A H 0.7818 0.8370 0.6471 0.042 Uiso 1 1 calc GR . .
H18B H 0.8527 0.8952 0.6626 0.042 Uiso 1 1 calc GR . .
H18C H 0.8023 0.8633 0.7191 0.042 Uiso 1 1 calc GR . .
C19 C 0.57052(9) 0.62510(16) 0.65145(9) 0.0176(4) Uani 1 1 d . . .
C20 C 0.53799(10) 0.70695(18) 0.61962(10) 0.0223(4) Uani 1 1 d . . .
C21 C 0.48370(11) 0.6843(2) 0.57763(10) 0.0281(5) Uani 1 1 d . . .
H21 H 0.4620 0.7392 0.5555 0.034 Uiso 1 1 calc R . .
C22 C 0.46051(11) 0.5855(2) 0.56715(10) 0.0287(5) Uani 1 1 d . . .
C23 C 0.49335(11) 0.5064(2) 0.59888(11) 0.0288(5) Uani 1 1 d . . .
H23 H 0.4782 0.4377 0.5919 0.035 Uiso 1 1 calc R . .
C24 C 0.54837(11) 0.52421(18) 0.64107(10) 0.0243(5) Uani 1 1 d . . .
C25 C 0.56008(13) 0.81629(18) 0.63085(12) 0.0323(5) Uani 1 1 d . . .
H25A H 0.5571 0.8321 0.6763 0.048 Uiso 1 1 calc GR . .
H25B H 0.5298 0.8627 0.6068 0.048 Uiso 1 1 calc GR . .
H25C H 0.6078 0.8253 0.6168 0.048 Uiso 1 1 calc GR . .
C26 C 0.39957(13) 0.5625(3) 0.52367(13) 0.0441(7) Uani 1 1 d . . .
H26A H 0.3579 0.5537 0.5492 0.066 Uiso 1 1 calc GR . .
H26B H 0.4086 0.4992 0.4998 0.066 Uiso 1 1 calc GR . .
H26C H 0.3929 0.6197 0.4939 0.066 Uiso 1 1 calc GR . .
C27 C 0.58257(14) 0.4346(2) 0.67421(14) 0.0398(6) Uani 1 1 d . . .
H27A H 0.6327 0.4401 0.6699 0.060 Uiso 1 1 calc GR . .
H27B H 0.5667 0.3701 0.6549 0.060 Uiso 1 1 calc GR . .
H27C H 0.5705 0.4353 0.7194 0.060 Uiso 1 1 calc GR . .
C28 C 0.82004(11) 0.44428(16) 0.51274(9) 0.0205(4) Uani 1 1 d . . .
C29 C 0.80447(15) 0.35209(18) 0.55558(12) 0.0363(6) Uani 1 1 d . . .
H29A H 0.8211 0.3663 0.5988 0.054 Uiso 1 1 calc GR . .
H29B H 0.8277 0.2909 0.5390 0.054 Uiso 1 1 calc GR . .
H29C H 0.7546 0.3401 0.5563 0.054 Uiso 1 1 calc GR . .
C30 C 0.89699(12) 0.47335(19) 0.51902(12) 0.0302(5) Uani 1 1 d . . .
H30A H 0.9075 0.4912 0.5633 0.045 Uiso 1 1 calc GR . .
H30B H 0.9068 0.5325 0.4916 0.045 Uiso 1 1 calc GR . .
H30C H 0.9255 0.4149 0.5061 0.045 Uiso 1 1 calc GR . .
C31 C 0.80371(12) 0.41675(18) 0.44377(10) 0.0262(5) Uani 1 1 d . . .
H31A H 0.7551 0.3967 0.4399 0.039 Uiso 1 1 calc GR . .
H31B H 0.8330 0.3594 0.4305 0.039 Uiso 1 1 calc GR . .
H31C H 0.8125 0.4765 0.4166 0.039 Uiso 1 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'
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
O1 Cu1 O1 180.0 7_666 .
O1 Cu1 O2 93.18(6) . .
O1 Cu1 O2 86.82(6) 7_666 .
O1 Cu1 O2 86.82(6) . 7_666
O1 Cu1 O2 93.18(6) 7_666 7_666
O2 Cu1 O2 180.0 7_666 .
C1 O1 Cu1 127.24(13) . .
C3 O2 Cu1 125.41(12) . .
O1 C1 C2 124.15(18) . .
O1 C1 C28 114.11(17) . .
C2 C1 C28 121.57(17) . .
C1 C2 H2 118.2 . .
C3 C2 C1 123.56(18) . .
C3 C2 H2 118.2 . .
O2 C3 C2 125.83(17) . .
O2 C3 C4 114.61(16) . .
C2 C3 C4 119.39(16) . .
C5 C4 C3 121.46(16) . .
C5 C4 C9 120.61(17) . .
C9 C4 C3 117.90(16) . .
C4 C5 C19 121.64(16) . .
C6 C5 C4 118.82(17) . .
C6 C5 C19 119.44(17) . .
C5 C6 H6 119.7 . .
C7 C6 C5 120.63(18) . .
C7 C6 H6 119.7 . .
C6 C7 H7 119.8 . .
C8 C7 C6 120.33(18) . .
C8 C7 H7 119.8 . .
C7 C8 H8 119.7 . .
C7 C8 C9 120.56(18) . .
C9 C8 H8 119.7 . .
C4 C9 C10 120.45(16) . .
C8 C9 C4 119.02(17) . .
C8 C9 C10 120.51(17) . .
C11 C10 C9 119.14(17) . .
C15 C10 C9 120.81(18) . .
C15 C10 C11 120.04(17) . .
C10 C11 C16 121.30(18) . .
C12 C11 C10 119.19(19) . .
C12 C11 C16 119.51(19) . .
C11 C12 H12 119.2 . .
C13 C12 C11 121.6(2) . .
C13 C12 H12 119.2 . .
C12 C13 C17 121.2(2) . .
C14 C13 C12 118.15(18) . .
C14 C13 C17 120.7(2) . .
C13 C14 H14 118.9 . .
C13 C14 C15 122.30(19) . .
C15 C14 H14 118.9 . .
C10 C15 C18 121.82(17) . .
C14 C15 C10 118.65(19) . .
C14 C15 C18 119.52(19) . .
C11 C16 H16A 109.5 . .
C11 C16 H16B 109.5 . .
C11 C16 H16C 109.5 . .
H16A C16 H16B 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C13 C17 H17A 109.5 . .
C13 C17 H17B 109.5 . .
C13 C17 H17C 109.5 . .
H17A C17 H17B 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C15 C18 H18A 109.5 . .
C15 C18 H18B 109.5 . .
C15 C18 H18C 109.5 . .
H18A C18 H18B 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C20 C19 C5 120.80(19) . .
C24 C19 C5 119.09(18) . .
C24 C19 C20 120.07(19) . .
C19 C20 C25 121.05(19) . .
C21 C20 C19 118.3(2) . .
C21 C20 C25 120.7(2) . .
C20 C21 H21 118.7 . .
C22 C21 C20 122.7(2) . .
C22 C21 H21 118.7 . .
C21 C22 C23 118.0(2) . .
C21 C22 C26 122.1(2) . .
C23 C22 C26 119.9(2) . .
C22 C23 H23 119.0 . .
C22 C23 C24 121.9(2) . .
C24 C23 H23 119.0 . .
C19 C24 C23 119.1(2) . .
C19 C24 C27 121.33(19) . .
C23 C24 C27 119.6(2) . .
C20 C25 H25A 109.5 . .
C20 C25 H25B 109.5 . .
C20 C25 H25C 109.5 . .
H25A C25 H25B 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C22 C26 H26A 109.5 . .
C22 C26 H26B 109.5 . .
C22 C26 H26C 109.5 . .
H26A C26 H26B 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C24 C27 H27A 109.5 . .
C24 C27 H27B 109.5 . .
C24 C27 H27C 109.5 . .
H27A C27 H27B 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C1 C28 C30 106.09(17) . .
C29 C28 C1 112.86(17) . .
C29 C28 C30 109.66(19) . .
C31 C28 C1 109.13(17) . .
C31 C28 C29 109.61(19) . .
C31 C28 C30 109.39(18) . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29B 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30B C30 H30A 109.5 . .
H30B C30 H30C 109.5 . .
H30C C30 H30A 109.5 . .
C28 C31 H31A 109.5 . .
C28 C31 H31B 109.5 . .
C28 C31 H31C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 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 1.8972(15) .
Cu1 O1 1.8972(15) 7_666
Cu1 O2 1.9074(13) .
Cu1 O2 1.9074(13) 7_666
O1 C1 1.272(2) .
O2 C3 1.271(2) .
C1 C28 1.535(3) .
C2 C1 1.398(3) .
C2 H2 0.9500 .
C3 C2 1.390(3) .
C3 C4 1.505(2) .
C5 C4 1.402(3) .
C5 C6 1.397(3) .
C5 C19 1.502(3) .
C6 H6 0.9500 .
C6 C7 1.386(3) .
C7 H7 0.9500 .
C8 C7 1.384(3) .
C8 H8 0.9500 .
C9 C4 1.408(3) .
C9 C8 1.392(3) .
C9 C10 1.498(3) .
C10 C15 1.399(3) .
C11 C10 1.404(3) .
C11 C12 1.397(3) .
C11 C16 1.510(3) .
C12 H12 0.9500 .
C12 C13 1.387(3) .
C13 C14 1.384(3) .
C13 C17 1.510(3) .
C14 H14 0.9500 .
C15 C14 1.399(3) .
C15 C18 1.510(3) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 C20 1.404(3) .
C19 C24 1.397(3) .
C20 C25 1.503(3) .
C21 C20 1.400(3) .
C21 H21 0.9500 .
C21 C22 1.378(4) .
C22 C23 1.379(3) .
C22 C26 1.518(3) .
C23 H23 0.9500 .
C24 C23 1.401(3) .
C24 C27 1.509(3) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 C29 1.531(3) .
C28 C30 1.543(3) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C28 1.525(3) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168342637
