An anionic nucleophilic d(4) carbyne complex.
Hill, Anthony F.; Kong, Richard Y.; Chemical communications (Cambridge, England) 53 (2017) 2032–2035; doi:10.1039/c6cc09718a

data_7119544
_publ_section_title
;
 An anionic nucleophilic d(4) carbyne complex.
;
_journal_issue                   12
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2032
_journal_page_last               2035
_journal_paper_doi               10.1039/c6cc09718a
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C39 H62 O2 P2 Se W'
_chemical_formula_sum            'C39 H62 O2 P2 Se W'
_chemical_formula_weight         887.63
_chemical_name_systematic
;
 ?
;
_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
_audit_creation_date             2016-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-11-08 deposited with the CCDC.
2016-12-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.630(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5933(3)
_cell_length_b                   15.6299(5)
_cell_length_c                   24.1696(6)
_cell_measurement_reflns_used    12306
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.1150
_cell_measurement_theta_min      3.7040
_cell_volume                     3945.4(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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    -56.00  32.00   1.00    6.25    --  -37.04  38.00-120.00   88
  2  \w    -30.00  54.00   1.00    6.25    --   37.04 -57.00-180.00   84
  3  \w    -32.00  56.00   1.00    6.25    --   37.04 -38.00 -60.00   88
  4  \w     64.00 104.00   1.00    6.25    --   37.04  57.00-150.00   40
  5  \w    -31.00   5.00   1.00    6.25    --   37.04 -38.00   0.00   36
  6  \w     42.00  69.00   1.00    6.25    --   37.04  77.00-180.00   27
  7  \w     23.00  57.00   1.00    6.25    --   37.04 -99.00 150.00   34
  8  \w    -30.00  18.00   1.00    6.25    --   37.04 -77.00   0.00   48
  9  \w     11.00  50.00   1.00    6.25    --   37.04  77.00-120.00   39
 10  \w     24.00  71.00   1.00    6.25    --   37.04-125.00 -30.00   47
 11  \w    -19.00  33.00   1.00    6.25    --   37.04 -57.00 -60.00   52
 12  \w     31.00  90.00   1.00    6.25    --   37.04-125.00  60.00   59
 13  \w     10.00  50.00   1.00    6.25    --   37.04 -38.00  60.00   40
 14  \w     19.00  55.00   1.00    6.25    --   37.04 -38.00   0.00   36
 15  \w    -34.00  63.00   1.00    6.25    --   37.04 -19.00  60.00   97
 16  \w     24.00  58.00   1.00    6.25    --   37.04  57.00-150.00   34
 17  \w     18.00  48.00   1.00    6.25    --   37.04 -38.00  90.00   30
 18  \w     31.00  96.00   1.00    6.25    --   37.04-136.00 149.00   65
 19  \w     30.00  60.00   1.00    6.25    --   37.04 -77.00   0.00   30
 20  \w     59.00  95.00   1.00    6.25    --   37.04  77.00-120.00   36
 21  \w    -19.00  22.00   1.00    6.25    --   37.04   0.00 150.00   41
 22  \w     60.00  87.00   1.00    6.25    --   37.04   0.00 150.00   27
 23  \w     61.00  95.00   1.00    6.25    --   37.04  57.00  60.00   34
 24  \w    -32.00  -4.00   1.00    6.25    --   37.04 -38.00  60.00   28
 25  \w     43.00  84.00   1.00    6.25    --   37.04-125.00 -60.00   41
 26  \w      3.00  30.00   1.00    6.25    --   37.04 -99.00 -30.00   27
 27  \w     73.00 113.00   1.00   25.00    --  111.00-111.00-180.00   40
 28  \w    104.00 136.00   1.00   25.00    --  111.00  12.00-120.00   32
 29  \w    123.00 173.00   1.00   25.00    --  111.00  25.00  90.00   50
 30  \w     96.00 128.00   1.00   25.00    --  111.00 -50.00 150.00   32
 31  \w     98.00 138.00   1.00   25.00    --  111.00  64.00-150.00   40
 32  \w     45.00  89.00   1.00   25.00    --  111.00 -50.00 150.00   44
 33  \w     41.00  81.00   1.00   25.00    --  111.00 -16.00-107.93   40
 34  \w     69.00 123.00   1.00   25.00    --  111.00 -50.00 -60.00   54
 35  \w     97.00 122.00   1.00   25.00    --  111.00  38.00 -30.00   25
 36  \w     94.00 127.00   1.00   25.00    --  111.00 -77.00 120.00   33
 37  \w    152.00 177.00   1.00   25.00    --  111.00  50.00 -60.00   25
 38  \w     95.00 122.00   1.00   25.00    --  111.00 -92.00  60.00   27
 39  \w     95.00 139.00   1.00   25.00    --  111.00  50.00 -60.00   44
 40  \w     73.00  98.00   1.00   25.00    --  111.00 -33.00  76.00   25
 41  \w     46.00 103.00   1.00   25.00    --  111.00 -70.00 -25.69   57
 42  \w     56.00  83.00   1.00   25.00    --  111.00 -92.00  60.00   27
 43  \w     55.00 102.00   1.00   25.00    --  111.00 -64.00-120.00   47
 44  \w    141.00 178.00   1.00   25.00    --  111.00  64.00 150.00   37
 45  \w    114.00 163.00   1.00   25.00    --  111.00  77.00 -90.00   49
 46  \w     44.00  92.00   1.00   25.00    --  111.00 -92.00  30.00   48
 47  \w     66.00  93.00   1.00   25.00    --  111.00 -77.00 -30.00   27
 48  \w    107.00 138.00   1.00   25.00    --  111.00 -77.00 150.00   31
 49  \w     53.00  78.00   1.00   25.00    --  111.00 -77.00 120.00   25
 50  \w     86.00 143.00   1.00   25.00    --  111.00  75.00  25.64   57
 51  \w     66.00 112.00   1.00   25.00    --  111.00-111.00  90.00   46
 52  \w    137.00 162.00   1.00   25.00    --  111.00  38.00 -30.00   25
 53  \w     95.00 153.00   1.00   25.00    --  111.00  50.00-120.00   58
 54  \w     86.00 113.00   1.00   25.00    --  111.00-111.00 -60.00   27
 55  \w     74.00 138.00   1.00   25.00    --  111.00  12.00-150.00   64
 56  \w    149.00 178.00   1.00   25.00    --  111.00  64.00-150.00   29
 57  \w    104.00 159.00   1.00   25.00    --  111.00  64.00   0.00   55
 58  \w     65.00  92.00   1.00   25.00    --  111.00 -38.00-150.00   27
 59  \w     94.00 122.00   1.00   25.00    --  111.00 -38.00-150.00   28
 60  \w     57.00  97.00   1.00   25.00    --  111.00 -77.00  60.00   40
 61  \w     41.00  81.00   1.00   25.00    --  111.00 -17.00  26.82   40
 62  \w     98.00 125.00   1.00   25.00    --  111.00 -92.00 150.00   27
 63  \w     44.00  91.00   1.00   25.00    --  111.00 -77.00 150.00   47
 64  \w     82.00 109.00   1.00   25.00    --  111.00 -55.00-149.56   27
 65  \w     62.00  89.00   1.00   25.00    --  111.00 -92.00 150.00   27
 66  \w     46.00  87.00   1.00   25.00    --  111.00 -64.00 -60.00   41
 67  \w     90.00 125.00   1.00   25.00    --  111.00-133.00 -33.00   35
 68  \w     98.00 158.00   1.00   25.00    --  111.00  50.00 -90.00   60
 69  \w     97.00 147.00   1.00   25.00    --  111.00  50.00-180.00   50
 70  \w     63.00 116.00   1.00   25.00    --  111.00-111.00 150.00   53
 71  \w     42.00 129.00   1.00   25.00    --  111.00 -42.00  18.58   87
 72  \w     88.00 115.00   1.00   25.00    --  111.00-111.00-150.00   27
 73  \w     95.00 161.00   1.00   25.00    --  111.00  50.00   0.00   66
 74  \w     92.00 134.00   1.00   25.00    --  111.00 -77.00  90.00   42
 75  \w     48.00  75.00   1.00   25.00    --  111.00 -77.00  90.00   27
 76  \w     76.00 103.00   1.00   25.00    --  111.00 -77.00 -90.00   27
 77  \w     46.00  72.00   1.00   25.00    --  111.00 -64.00-150.00   26
 78  \w    139.00 178.00   1.00   25.00    --  111.00  38.00  60.00   39
 79  \w    139.00 178.00   1.00   25.00    --  111.00  50.00 120.00   39
 80  \w    102.00 136.00   1.00   25.00    --  111.00  50.00 120.00   34
 81  \w     74.00 111.00   1.00   25.00    --  111.00-111.00  60.00   37
 82  \w     70.00 102.00   1.00   25.00    --  111.00-111.00 -30.00   32
 83  \w     96.00 121.00   1.00   25.00    --  111.00  38.00-150.00   25
 84  \w     71.00 116.00   1.00   25.00    --  111.00-111.00   0.00   45
 85  \w    113.00 138.00   1.00   25.00    --  111.00 -16.00-107.93   25
 86  \w     48.00  79.00   1.00   25.00    --  111.00 -55.00-149.56   31
 87  \w     82.00 109.00   1.00   25.00    --  111.00 -34.00 100.34   27
 88  \w    105.00 132.00   1.00   25.00    --  111.00 -92.00  30.00   27
 89  \w     46.00  73.00   1.00   25.00    --  111.00 -34.00 100.34   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0281629000
_diffrn_orient_matrix_UB_12      -0.0003018000
_diffrn_orient_matrix_UB_13      0.0646508000
_diffrn_orient_matrix_UB_21      -0.1172528000
_diffrn_orient_matrix_UB_22      -0.0579187000
_diffrn_orient_matrix_UB_23      0.0011341000
_diffrn_orient_matrix_UB_31      0.0848497000
_diffrn_orient_matrix_UB_32      -0.0797817000
_diffrn_orient_matrix_UB_33      -0.0010109000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            61798
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.836
_diffrn_reflns_theta_min         3.382
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.473
_exptl_absorpt_correction_T_max  0.79291
_exptl_absorpt_correction_T_min  0.78344
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_description       plate
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.076
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.014
_refine_diff_density_max         3.192
_refine_diff_density_min         -1.515
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         7980
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0473
_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^)+(0.0577P)^2^+8.8272P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1163
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6591
_reflns_number_total             7980
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc09718a2.cif
_cod_data_source_block           Compound_3b
_cod_depositor_comments
'Adding full bibliography for 7119543--7119548.cif.'
_cod_original_cell_volume        3945.44(19)
_cod_database_code               7119544
_shelxl_version_number           2013-3
_chemical_oxdiff_formula         C39H62O2P2SeW
_reflns_odcompleteness_completeness 98.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 Ternary CH refined with riding coordinates:
 C28(H28), C10(H10), C16(H16), C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C21(H21A,H21B), C8(H8A,H8B), C23(H23A,H23B), C11(H11A,H11B),
 C13(H13A,H13B), C9(H9A,H9B), C17(H17A,H17B), C24(H24A,H24B), C20(H20A,H20B),
 C19(H19A,H19B), C12(H12A,H12B), C14(H14A,H14B), C18(H18A,H18B), C31(H31A,H31B),
  C32(H32A,H32B), C15(H15A,H15B), C26(H26A,H26B), C33(H33A,H33B), C27(H27A,
 H27B), C30(H30A,H30B), C25(H25A,H25B)
2.c Aromatic/amide H refined with riding coordinates:
 C35(H35), C39(H39), C37(H37), C36(H36), C38(H38)
2.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C3(H3A,H3B,H3C), C5(H5A,H5B,H5C)
;
_ins_header
;
TITL RK09_scaled in P2(1)/n 
REM P2(1)/n (#14 in standard setting)
CELL 1.54184  10.593342  15.629852  24.169624  90.0000  99.6296  90.0000
ZERR    4.00   0.000284   0.000481   0.000625   0.0000   0.0026   0.0000
LATT  1
SYMM -x+1/2, y+1/2,-z+1/2 
SFAC C H O P Se W
UNIT 156.00 248.00 8.00 8.00 4.00 4.00
TREF
HKLF 4
END
;
_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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.668