Selective aerobic oxidation of biomass model compound veratryl alcohol catalyzed by air-stable copper(ii) complexes in water
Jana, Narayan Ch.; Behera, Sourav; Maharana, Suraj Kumar; Behera, Rakesh R.; Bagh, Bidraha; Catalysis Science & Technology 13 (2023) 5422–5434; doi:10.1039/D3CY00671A

data_1569595
_publ_section_title
;
 Selective aerobic oxidation of biomass model compound veratryl alcohol
 catalyzed by air-stable copper(ii) complexes in water
;
_journal_issue                   18
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              5422
_journal_page_last               5434
_journal_paper_doi               10.1039/D3CY00671A
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C16 H15 Br2 Cu N3 O'
_chemical_formula_sum            'C16 H15 Br2 Cu N3 O'
_chemical_formula_weight         488.67
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-03
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-11-07 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.638(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7434(10)
_cell_length_b                   13.1713(7)
_cell_length_c                   12.2852(9)
_cell_measurement_reflns_used    15000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.8340
_cell_measurement_theta_min      3.6330
_cell_volume                     1753.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -61.00   7.00   0.50   25.00    --    4.39 -19.00  75.00  136
  2  \w      2.00  74.00   0.50   25.00    --    4.39  19.00-116.00  144
  3  \w    -10.00  24.00   0.50   25.00    --   -4.70  19.00-116.00   68
  4  \w     39.00  64.00   0.50   25.00    --    4.39  57.00 -30.00   50
  5  \w    -57.00   7.00   0.50   25.00    --   -4.70 -57.00  90.00  128
  6  \w    -27.00  19.00   0.50   25.00    --   -4.70 -77.00 -60.00   92
  7  \w    -54.00   4.00   0.50   25.00    --   -4.70 -57.00-180.00  116
  8  \w    -15.00  30.00   0.50   25.00    --   -4.70 -99.00   0.00   90
  9  \w    -16.00  58.00   0.50   25.00    --   -4.70  57.00 -90.00  148
 10  \w    -20.00  29.00   0.50   25.00    --   -4.70 -99.00 -30.00   98
 11  \w    -15.00  11.00   0.50   25.00    --   -4.70  77.00-180.00   52
 12  \w     29.00  60.00   0.50   25.00    --   -4.70  19.00-116.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0152409000
_diffrn_orient_matrix_UB_12      0.0139504000
_diffrn_orient_matrix_UB_13      -0.0485208000
_diffrn_orient_matrix_UB_21      -0.0627520000
_diffrn_orient_matrix_UB_22      -0.0053360000
_diffrn_orient_matrix_UB_23      -0.0384598000
_diffrn_orient_matrix_UB_31      -0.0105665000
_diffrn_orient_matrix_UB_32      0.0517303000
_diffrn_orient_matrix_UB_33      0.0091150000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            32096
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.687
_diffrn_reflns_theta_min         3.428
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.808
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.19409
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_description       block
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.845
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         4623
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.845
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0331
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1135
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3607
_reflns_number_total             4623
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cy00671a2.cif
_cod_data_source_block           bb_ss_0019
_cod_depositor_comments
'Adding full bibliography for 1569594--1569596.cif.'
_cod_database_code               1569595
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C64 H60 Br8 Cu4 N12 O4 '
_shelx_estimated_absorpt_t_max   0.594
_shelx_estimated_absorpt_t_min   0.390
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.67
_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
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C1(H1), C4(H4), C11(H11), C14(H14), C3(H3), C2(H2), C13(H13),
 C12(H12)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_shelx_res_checksum              87894
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.364
_oxdiff_exptl_absorpt_empirical_full_min 0.530