Coinage metal complexes of selenoureas derived from N-heterocyclic carbenes.
Nahra, Fady; Van Hecke, Kristof; Kennedy, Alan R.; Nelson, David J.; Dalton transactions (Cambridge, England : 2003) 47 (2018) 10671–10684; doi:10.1039/c8dt01506f

data_7046482
_publ_section_title
;
 Coinage metal complexes of selenoureas derived from N-heterocyclic
 carbenes.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10671
_journal_page_last               10684
_journal_paper_doi               10.1039/c8dt01506f
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C75 H118 Ag2 N10 Se5, 2(N O3), 2(C H2 Cl2)'
_chemical_formula_sum            'C77 H122 Ag2 Cl4 N12 O6 Se5'
_chemical_formula_weight         2064.21
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-02-19
_audit_creation_method
;
Olex2 1.2
(compiled Aug 10 2017 17:28:52 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-04-16 deposited with the CCDC.
2018-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.848(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.3612(2)
_cell_length_b                   30.0343(4)
_cell_length_c                   18.7111(3)
_cell_measurement_reflns_used    22386
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      74.9810
_cell_measurement_theta_min      2.8600
_cell_volume                     8752.1(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_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    -83.00  19.00   1.00    2.00    --  -41.68 100.00   6.00  102
  2  \w      2.00  83.00   1.00    2.00    --   41.68-100.00 -98.00   81
  3  \w     29.00 112.00   1.00   15.00    --  109.13-100.00 -98.00   83
  4  \w    101.00 178.00   1.00   15.00    --  109.13 100.00   6.00   77
  5  \w   -116.00 -17.00   1.00    2.00    --  -41.68 -38.00  60.00   99
  6  \w    -96.00  -2.00   1.00    2.00    --  -41.68 125.00 150.00   94
  7  \w     37.00 138.00   1.00   15.00    --  109.13 -61.00 -90.00  101
  8  \w     94.00 178.00   1.00   15.00    --  109.13 125.00-120.00   84
  9  \w     94.00 178.00   1.00   15.00    --  109.13 125.00-180.00   84
 10  \w     36.00 135.00   1.00   15.00    --  109.13 -45.00  90.00   99
 11  \w     26.00 109.00   1.00   15.00    --  109.13 -94.00 -60.00   83
 12  \w     80.00 178.00   1.00   15.00    --  109.13  61.00  90.00   98
 13  \w   -115.00 -14.00   1.00    2.00    --  -41.68 -57.00   0.00  101
 14  \w   -115.00 -14.00   1.00    2.00    --  -41.68 -57.00 -60.00  101
 15  \w   -115.00 -14.00   1.00    2.00    --  -41.68 -57.00-180.00  101
 16  \w     80.00 109.00   1.00   15.00    --  109.13  61.00  30.00   29
 17  \w     81.00 178.00   1.00   15.00    --  109.13  30.00 -30.00   97
 18  \w     56.00 178.00   1.00   15.00    --  109.13  15.00-120.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0324926000
_diffrn_orient_matrix_UB_12      -0.0363421000
_diffrn_orient_matrix_UB_13      0.0427660000
_diffrn_orient_matrix_UB_21      0.0109863000
_diffrn_orient_matrix_UB_22      0.0322016000
_diffrn_orient_matrix_UB_23      0.0663467000
_diffrn_orient_matrix_UB_31      -0.0927608000
_diffrn_orient_matrix_UB_32      0.0165563000
_diffrn_orient_matrix_UB_33      -0.0353605000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            84706
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.509
_diffrn_reflns_theta_min         2.885
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.530
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.938
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_description       cube
_exptl_crystal_F_000             4192
_exptl_crystal_size_max          0.119
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.094
_refine_diff_density_max         2.506
_refine_diff_density_min         -1.335
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     965
_refine_ls_number_reflns         17820
_refine_ls_number_restraints     762
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0668
_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^)+(0.1228P)^2^+6.1178P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1759
_refine_ls_wR_factor_ref         0.1960
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13726
_reflns_number_total             17820
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt01506f2.cif
_cod_data_source_block           fn021c
_cod_depositor_comments
'Adding full bibliography for 7046473--7046483.cif.'
_cod_database_code               7046482
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C77 H122 Ag2 Cl4 N12 O6 Se5'
_reflns_odcompleteness_completeness 99.98
_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
2. Restrained distances
 C76-Cl1
 1.746 with sigma of 0.01
 C76-Cl2
 1.746 with sigma of 0.01
 N11-O1 = N11-O2 = N11-O3
 1.238 with sigma of 0.01
 N12-O4 = N12-O5 = N12-O6
 1.238 with sigma of 0.01
 C77A-Cl3A
 1.746 with sigma of 0.01
 C77A-Cl4A
 1.746 with sigma of 0.01
 C77B-Cl3B
 1.746 with sigma of 0.01
 C77B-Cl4B
 1.746 with sigma of 0.01
 Cl1-Cl2
 2.897 with sigma of 0.02
 O1-O2 = O2-O3 = O3-O1
 2.147 with sigma of 0.02
 Cl3A-Cl4A
 2.897 with sigma of 0.02
 Cl3B-Cl4B
 2.897 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O1 \\sim O2 \\sim O3 \\sim N11: within 2A with sigma of 0.003 and sigma for
terminal atoms of 0.006
Cl1 \\sim Cl2 \\sim C76: within 2A with sigma of 0.003 and sigma for terminal
atoms of 0.006
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(O3) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(O2) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl2) \\sim Ueq, Uanis(C76) \\sim Ueq, Uanis(Cl1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C77A) = Uanis(C77B)
Uanis(Cl3A) = Uanis(Cl3B)
Uanis(Cl4A) = Uanis(Cl4B)
4. Others
 Sof(Cl3B)=Sof(Cl4B)=Sof(C77B)=Sof(H77C)=Sof(H77D)=1-FVAR(1)
 Sof(Cl3A)=Sof(Cl4A)=Sof(C77A)=Sof(H77B)=Sof(H77A)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C4(H4), C10(H10), C19(H19), C25(H25), C34(H34), C40(H40), C49(H49), C55(H55),
 C64(H64), C70(H70)
5.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C11(H11A,
 H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B),
  C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,
 H30B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B),
 C39(H39A,H39B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B),
  C50(H50A,H50B), C51(H51A,H51B), C52(H52A,H52B), C53(H53A,H53B), C54(H54A,
 H54B), C56(H56A,H56B), C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B),
 C60(H60A,H60B), C65(H65A,H65B), C66(H66A,H66B), C67(H67A,H67B), C68(H68A,H68B),
  C69(H69A,H69B), C71(H71A,H71B), C72(H72A,H72B), C73(H73A,H73B), C74(H74A,
 H74B), C75(H75A,H75B), C76(H76A,H76B), C77A(H77B,H77A), C77B(H77C,H77D)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C17(H17), C18(H18), C32(H32), C33(H33), C47(H47), C48(H48),
 C62(H62), C63(H63)
;
_shelx_res_checksum              30978
_olex2_exptl_crystal_mounting_method 'mounted on a nylon loop'
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.822
_oxdiff_exptl_absorpt_empirical_full_min 0.528