Optical detection of alcohols with a Cu(I)HETPHEN complex by reversible aldehyde to hemiacetal conversion.
Wang, Lei; Xie, Zhu-Lin; Li, Xin; Lynch, Vincent M.; Mulfort, Karen L.; The Analyst 148 (2023) 4274–4278; doi:10.1039/d3an01005h

data_1569696
_publ_section_title
;
 Optical detection of alcohols with a Cu(I)HETPHEN complex by reversible
 aldehyde to hemiacetal conversion.
;
_journal_issue                   18
_journal_name_full               'The Analyst'
_journal_page_first              4274
_journal_page_last               4278
_journal_paper_doi               10.1039/d3an01005h
_journal_volume                  148
_journal_year                    2023
_chemical_formula_moiety         'C44 H36 Cu N4 O2, F6 P, C H2 Cl2'
_chemical_formula_sum            'C46.5 H38 Cl2 Cu F6 N4 O2 P'
_chemical_formula_weight         964.22
_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             2021-05-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-12-12 deposited with the CCDC.	2023-08-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.5422(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.52666(16)
_cell_length_b                   18.9337(2)
_cell_length_c                   17.8755(3)
_cell_measurement_reflns_used    13243
_cell_measurement_temperature    100.02(13)
_cell_measurement_theta_max      72.6760
_cell_measurement_theta_min      3.6340
_cell_volume                     4388.60(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.70a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.70a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.70a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Shelxtl-Plus/XP, Bruker AXS, Inc. 2009'
_computing_publication_material  'Shelxtl-Plus, Bruker AXS, Inc. 2009'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.02(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.969
_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    -66.00  33.00   1.00   13.50    --  -41.59  38.00-150.00   99
  2  \w     54.00 178.00   1.00   52.00    --  107.09  15.00 -90.00  124
  3  \w    -87.00  -6.00   1.00   13.50    --  -41.59 125.00-150.00   81
  4  \w     24.00 100.00   1.00   52.00    --  107.09 -94.00 -30.00   76
  5  \w   -115.00 -13.00   1.00   13.50    --  -41.59 -57.00 150.00  102
  6  \w     97.00 178.00   1.00   52.00    --  107.09 125.00 -90.00   81
  7  \w     34.00 112.00   1.00   52.00    --  107.09-125.00-180.00   78
  8  \w     35.00 136.00   1.00   52.00    --  107.09 -61.00 150.00  101
  9  \w   -116.00 -17.00   1.00   13.50    --  -41.59 -38.00  30.00   99
 10  \w     79.00 178.00   1.00   52.00    --  107.09  30.00 150.00   99
 11  \w     54.00  87.00   1.00   52.00    --  107.09  15.00  30.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0411026000
_diffrn_orient_matrix_UB_12      0.0719697000
_diffrn_orient_matrix_UB_13      -0.0357484000
_diffrn_orient_matrix_UB_21      0.0913439000
_diffrn_orient_matrix_UB_22      0.0372643000
_diffrn_orient_matrix_UB_23      0.0582569000
_diffrn_orient_matrix_UB_31      0.0639868000
_diffrn_orient_matrix_UB_32      -0.0069491000
_diffrn_orient_matrix_UB_33      -0.0584233000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24952
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.316
_diffrn_reflns_theta_min         3.479
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.764
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.641
_exptl_absorpt_correction_type   'gaussian and multi-scan'
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.70a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description       prism
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.197
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.039
_refine_diff_density_max         0.962
_refine_diff_density_min         -0.776
_refine_diff_density_rms         0.066
_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     556
_refine_ls_number_reflns         8546
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0632P)^2^+4.1244P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1177
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7500
_reflns_number_total             8546
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3an01005h2.cif
_cod_data_source_block           lw-cu-cho
_cod_depositor_comments
'Adding full bibliography for 1569695--1569696.cif.'
_cod_original_cell_volume        4388.59(10)
_cod_original_formula_sum        'C46.50 H38 Cl2 Cu F6 N4 O2 P'
_cod_database_code               1569696
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C48H38N4F6PCl2O2Cu
_reflns_odcompleteness_completeness 99.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 C45(H45A,H45B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C15(H15), C17(H17), C24(H24),
 C26(H26), C31(H31), C32(H32), C35(H35), C36(H36), C39(H39), C40(H40), C43(H43),
  C44(H44)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              25862
_shelx_fab_checksum              56148
_olex2_date_sample_data_collection 2021-05-07
_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 1.142
_oxdiff_exptl_absorpt_empirical_full_min 0.907