Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol oxidation.
Krittametaporn, Nuttaporn; Chantarojsiri, Teera; Virachotikul, Arnut; Phomphrai, Khamphee; Kuwamura, Naoto; Kojima, Tatsuhiro; Konno, Takumi; Sangtrirutnugul, Preeyanuch; Dalton transactions (Cambridge, England : 2003) 49 (2020) 682–689; doi:10.1039/c9dt03484f

data_7703095
_publ_section_title
;
 Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol
 oxidation.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              682
_journal_page_last               689
_journal_paper_doi               10.1039/c9dt03484f
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety
'C75 H65 Br Cu3 N18 O4, 2(Br), 3(H2 O), 2(C H4 O)'
_chemical_formula_sum            'C77 H79 Br3 Cu3 N18 O9'
_chemical_formula_weight         1830.93
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-05-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-14 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
_cell_angle_alpha                108.886(5)
_cell_angle_beta                 91.815(6)
_cell_angle_gamma                95.593(6)
_cell_formula_units_Z            2
_cell_length_a                   14.284(2)
_cell_length_b                   14.674(2)
_cell_length_c                   19.778(3)
_cell_measurement_reflns_used    9567
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.41
_cell_volume                     3894.9(10)
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      99.85
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            133430
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.373
_diffrn_reflns_theta_min         2.196
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.420
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1385 before and 0.0691 after correction.
The Ratio of minimum to maximum transmission is 0.6884.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_description       Tetragonal
_exptl_crystal_F_000             1862
_exptl_crystal_size_max          0.346
_exptl_crystal_size_mid          0.262
_exptl_crystal_size_min          0.091
_refine_diff_density_max         1.504
_refine_diff_density_min         -1.656
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     823
_refine_ls_number_reflns         15918
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0493
_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/[\s^2^(Fo^2^)+(0.0482P)^2^+18.1533P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1175
_refine_ls_wR_factor_ref         0.1259
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13431
_reflns_number_total             15918
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03484f2.cif
_cod_data_source_block           p-1
_cod_depositor_comments
'Adding full bibliography for 7703093--7703095.cif.'
_cod_original_cell_volume        3895.0(10)
_cod_database_code               7703095
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.810
_shelx_estimated_absorpt_t_min   0.488
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Rigid bond restraints
 C64, C65, C66, C67, C68, C69
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C64 \\sim C65 \\sim C66 \\sim C67 \\sim C68 \\sim C69: within 1.5A with sigma
of 0.04 and sigma for terminal atoms of 0.08
Uanis(C29) = Uanis(C34) = Uanis(C33) = Uanis(C32) = Uanis(C31) = Uanis(C30)
Uanis(C4) = Uanis(C5) = Uanis(C6) = Uanis(C7) = Uanis(C8) = Uanis(C9)
Uanis(C39) = Uanis(C44) = Uanis(C43) = Uanis(C42) = Uanis(C41) = Uanis(C40)
Uanis(C14) = Uanis(C19) = Uanis(C18) = Uanis(C17) = Uanis(C16) = Uanis(C15)
Uanis(O8) = Uanis(O5)
Uanis(C77) = Uanis(C76)
Uanis(C29) = Uanis(C30) = Uanis(C31) = Uanis(C32) = Uanis(C33) = Uanis(C34)
Uanis(C20) = Uanis(C25) = Uanis(C24) = Uanis(C23) = Uanis(C22) = Uanis(C21)
Uanis(C45) = Uanis(C46) = Uanis(C47) = Uanis(C48) = Uanis(C49) = Uanis(C50)
4.a Free rotating group:
 O9(H9A,H9B)
4.b Rotating group:
 O4(H4A,H4B)
4.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C13(H13A,H13B), C38(H38A,H38B), C53(H53A,H53B), C28(H28A,H28B),
 C63(H63A,H63B)
4.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C12(H12), C52(H52), C62(H62), C71(H71), C25(H25), C75(H75), C50(H50),
 C21(H21), C37(H37), C46(H46), C24(H24), C19(H19), C74(H74), C9(H9), C5(H5),
 C15(H15), C18(H18), C40(H40), C27(H27), C44(H44), C72(H72), C47(H47), C22(H22),
  C48(H48), C49(H49), C16(H16), C41(H41), C73(H73), C23(H23), C7(H7), C17(H17),
 C8(H8), C42(H42), C43(H43), C34(H34), C6(H6), C30(H30), C33(H33), C32(H32),
 C31(H31), C65(H65), C69(H69), C66(H66), C67(H67), C68(H68), C55(H55), C59(H59),
  C57(H57), C56(H56), C58(H58)
4.e Idealised Me refined as rotating group:
 C76(H76A,H76B,H76C), C77(H77A,H77B,H77C)
4.f Idealised tetrahedral OH refined as rotating group:
 O5(H5A), O8(H8A)
;
_olex2_submission_special_instructions 'No special instructions were received'