Switching between mono and doubly reduced odd alternant hydrocarbon: designing a redox catalyst.
Ahmed, Jasimuddin; Datta, Paramita; Das, Arpan; Jomy, Stephy; Mandal, Swadhin K.; Chemical science 12 (2020) 3039–3049; doi:10.1039/d0sc05972b

data_1559861
_publ_section_title
;
 Switching between mono and doubly reduced odd alternant hydrocarbon:
 designing a redox catalyst.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              3039
_journal_page_last               3049
_journal_paper_doi               10.1039/d0sc05972b
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C26 H34 K N O7, C26 H31 K N O7, 2(C7 H8)'
_chemical_formula_sum            'C66 H81 K2 N2 O14'
_chemical_formula_weight         1204.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-07-11 deposited with the CCDC.	2020-12-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.176(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2195(10)
_cell_length_b                   34.5380(19)
_cell_length_c                   13.8905(9)
_cell_measurement_reflns_used    6603
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      66.2200
_cell_measurement_theta_min      2.5930
_cell_volume                     6271.3(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9160
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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    -12.00 102.00   1.00    4.45    --   26.27  57.00-180.00  114
  2  \w     57.00 121.00   1.00    4.45    --   26.27 178.00 150.00   64
  3  \w    -12.00 102.00   1.00    4.45    --   26.27  57.00 -60.00  114
  4  \w     -9.00 104.00   1.00   15.79    --   67.13 -61.00 -90.00  113
  5  \w     25.00 151.00   1.00   15.79    --   67.13  75.00-131.23  126
  6  \w     -4.00 108.00   1.00   15.79    --   67.13 -94.00 -60.00  112
  7  \w    100.00 153.00   1.00   15.79    --   67.13 111.00-180.00   53
  8  \w    100.00 153.00   1.00   15.79    --   67.13 111.00 -60.00   53
  9  \w    100.00 153.00   1.00   15.79    --   67.13 111.00-120.00   53
 10  \w     29.00 145.00   1.00   25.79    --  108.00 -65.00 120.00  116
 11  \w     23.00 151.00   1.00   25.79    --  108.00 -77.00  60.00  128
 12  \w     28.00 158.00   1.00   25.79    --  108.00 -43.00 120.00  130
 13  \w     21.00 178.00   1.00   25.79    --  108.00 -21.00 -90.00  157
 14  \w     19.00 178.00   1.00   25.79    --  108.00 -11.00 120.00  159
 15  \w    101.00 178.00   1.00   25.79    --  108.00 104.00 120.00   77
 16  \w     58.00 178.00   1.00   25.79    --  108.00  43.00-120.00  120
 17  \w     25.00 145.00   1.00   25.79    --  108.00 -72.00 -32.83  120
 18  \w     58.00  92.00   1.00   25.79    --  108.00-104.00 -90.00   34
 19  \w     62.00 111.00   1.00   25.79    --  108.00-104.00 150.00   49
 20  \w     59.00 109.00   1.00   25.79    --  108.00-104.00-150.00   50
 21  \w    153.00 178.00   1.00   25.79    --  108.00  21.00   0.00   25
 22  \w     37.00 138.00   1.00   25.79    --  108.00  32.00   0.00  101
 23  \w    121.00 156.00   1.00   25.79    --  108.00  32.00-150.00   35
 24  \w     79.00 109.00   1.00   25.79    --  108.00  32.00-150.00   30
 25  \w     61.00 118.00   1.00   25.79    --  108.00  21.00   0.00   57
 26  \w     62.00  88.00   1.00   25.79    --  108.00-104.00 -60.00   26
 27  \w    115.00 157.00   1.00   25.79    --  108.00 138.00  90.00   42
 28  \w     22.00  48.00   1.00   25.79    --  108.00-104.00 150.00   26
 29  \w     56.00  99.00   1.00   25.79    --  108.00-104.00 120.00   43
 30  \w    132.00 159.00   1.00   25.79    --  108.00  65.00 150.00   27
 31  \w     70.00 105.00   1.00   25.79    --  108.00 -43.00 -90.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0525085000
_diffrn_orient_matrix_UB_12      -0.0380197000
_diffrn_orient_matrix_UB_13      0.0510841000
_diffrn_orient_matrix_UB_21      -0.0711661000
_diffrn_orient_matrix_UB_22      -0.0028338000
_diffrn_orient_matrix_UB_23      0.0596634000
_diffrn_orient_matrix_UB_31      -0.0779285000
_diffrn_orient_matrix_UB_32      -0.0230673000
_diffrn_orient_matrix_UB_33      -0.0915637000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0885
_diffrn_reflns_av_unetI/netI     0.0638
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            39527
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        66.682
_diffrn_reflns_theta_max         66.682
_diffrn_reflns_theta_min         3.381
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.874
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       block
_exptl_crystal_F_000             2564
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     712
_refine_ls_number_reflns         10947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.1510
_refine_ls_R_factor_gt           0.1198
_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/[\s^2^(Fo^2^)+(0.1682P)^2^+14.5694P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3097
_refine_ls_wR_factor_ref         0.3471
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7595
_reflns_number_total             10947
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc05972b2.cif
_cod_data_source_block           jasi_noply
_cod_depositor_comments
;Adding full bibliography for 1559860--1559862.cif.

 Adding full bibliography for 1559860--1559862.cif.
;
_cod_database_code               1559861
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C H N O K'
_reflns_odcompleteness_completeness 97.82
_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. Uiso/Uaniso restraints and constraints
Uanis(C32) = Uanis(C31) = Uanis(C33) = Uanis(C27) = Uanis(C28) = Uanis(C29) =
Uanis(C30)
Uanis(C49) = Uanis(C50) = Uanis(C51) = Uanis(C48)
Uanis(C1) = Uanis(C12)
3. Others
 Fixed Sof: O14(0.5) O15(0.5)
4.a Ternary CH refined with riding coordinates:
 C16(H16A), C49(H49), C50(H50)
4.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,
 H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B),
 C25(H25A,H25B), C26(H26A,H26B), C47(H47A,H47B), C48(H48A,H48B), C51(H51A,H51B),
  C52(H52A,H52B), C53(H53A,H53B), C54(H54A,H54B), C55(H55A,H55B), C56(H56A,
 H56B), C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C35(H35), C36(H36),
 C38(H38), C39(H39), C40(H40), C42(H42), C43(H43), C27(H27), C28(H28), C29(H29),
  C30(H30), C33(H33), C60(H60), C61(H61), C62(H62), C65(H65), C66(H66)
4.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C32(H32A,H32B,H32C), C64(H64A,H64B,H64C)
;
_shelx_res_checksum              91492
_olex2_date_sample_data_collection 2020-01-20
_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 1.819
_oxdiff_exptl_absorpt_empirical_full_min 0.438