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_7119548
_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 S W'
_chemical_formula_sum            'C39 H62 O2 P2 S W'
_chemical_formula_weight         840.73
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-09-28
_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                 106.3363(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.70419(20)
_cell_length_b                   20.77394(16)
_cell_length_c                   18.14956(16)
_cell_measurement_reflns_used    40607
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      73.6350
_cell_measurement_theta_min      3.5180
_cell_volume                     7852.92(12)
_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      150.01(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 0.994
_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   -104.00 -20.00   1.00    2.50    --  -37.04 -57.00   0.00   84
  2  \w     18.00 106.00   1.00    2.50    --   37.04  38.00  60.00   88
  3  \w     23.00  90.00   1.00    2.50    --   37.04-125.00 -90.00   67
  4  \w     20.00 104.00   1.00    2.50    --   37.04  57.00 120.00   84
  5  \w      1.00  76.00   1.00    2.50    --   37.04 -99.00 150.00   75
  6  \w    -30.00  54.00   1.00    2.50    --   37.04 -57.00-150.00   84
  7  \w     23.00  90.00   1.00    2.50    --   37.04-125.00 -30.00   67
  8  \w     10.00 105.00   1.00    2.50    --   37.04  77.00 150.00   95
  9  \w     18.00 106.00   1.00    2.50    --   37.04  38.00   0.00   88
 10  \w      1.00  76.00   1.00    2.50    --   37.04 -99.00  30.00   75
 11  \w    -29.00  58.00   1.00    2.50    --   37.04 -66.00  98.00   87
 12  \w    -32.00  56.00   1.00    2.50    --   37.04 -38.00   0.00   88
 13  \w      1.00  76.00   1.00    2.50    --   37.04 -99.00-120.00   75
 14  \w     10.00 105.00   1.00    2.50    --   37.04  77.00 -60.00   95
 15  \w     20.00 104.00   1.00    2.50    --   37.04  57.00 -90.00   84
 16  \w     41.00 157.00   1.00   10.00    --  111.00 -12.00 150.00  116
 17  \w     92.00 178.00   1.00   10.00    --  111.00  38.00 120.00   86
 18  \w     41.00 116.00   1.00   10.00    --  111.00-111.00-180.00   75
 19  \w     84.00 178.00   1.00   10.00    --  111.00  77.00 -60.00   94
 20  \w     86.00 178.00   1.00   10.00    --  111.00  25.00 150.00   92
 21  \w    100.00 178.00   1.00   10.00    --  111.00 111.00 150.00   78
 22  \w    100.00 178.00   1.00   10.00    --  111.00 111.00-180.00   78
 23  \w     44.00 131.00   1.00   10.00    --  111.00 -64.00  60.00   87
 24  \w     43.00 138.00   1.00   10.00    --  111.00 -77.00-180.00   95
 25  \w     42.00 146.00   1.00   10.00    --  111.00 -92.00 -60.00  104
 26  \w     94.00 178.00   1.00   10.00    --  111.00  50.00  90.00   84
 27  \w     42.00 146.00   1.00   10.00    --  111.00 -92.00 120.00  104
 28  \w     41.00 116.00   1.00   10.00    --  111.00-111.00  90.00   75
 29  \w     41.00 132.00   1.00   10.00    --  111.00 -32.00-157.63   91
 30  \w     41.00 116.00   1.00   10.00    --  111.00-111.00 120.00   75
 31  \w     41.00 116.00   1.00   10.00    --  111.00-111.00   0.00   75
 32  \w     42.00 146.00   1.00   10.00    --  111.00 -92.00   0.00  104
 33  \w    113.00 143.00   1.00   10.00    --  111.00 178.00 120.00   30
 34  \w     70.00 109.00   1.00   10.00    --  111.00 -38.00   0.00   39
 35  \w    107.00 133.00   1.00   10.00    --  111.00  64.00  30.00   26
 36  \w     67.00  94.00   1.00   10.00    --  111.00  11.00 -22.76   27
 37  \w    101.00 127.00   1.00   10.00    --  111.00 -50.00 -30.00   26
 38  \w     79.00 104.00   1.00   10.00    --  111.00-111.00 -90.00   25
 39  \w     67.00  93.00   1.00   10.00    --  111.00 -64.00-150.00   26
 40  \w    106.00 131.00   1.00   10.00    --  111.00 -64.00-150.00   25
 41  \w     78.00 116.00   1.00   10.00    --  111.00-111.00-120.00   38
 42  \w     52.00  79.00   1.00   10.00    --  111.00-111.00  30.00   27
 43  \w     85.00 111.00   1.00   10.00    --  111.00-111.00  30.00   26
 44  \w     42.00  74.00   1.00   10.00    --  111.00 -38.00  90.00   32
 45  \w     86.00 124.00   1.00   10.00    --  111.00 -38.00  90.00   38
 46  \w    100.00 125.00   1.00   10.00    --  111.00 -25.00  90.00   25
 47  \w     45.00  95.00   1.00   10.00    --  111.00 -25.00  90.00   50
 48  \w     43.00  68.00   1.00   10.00    --  111.00-111.00 -90.00   25
 49  \w     70.00 114.00   1.00   10.00    --  111.00-111.00-150.00   44
 50  \w     45.00  71.00   1.00   10.00    --  111.00 -77.00  30.00   26
 51  \w     89.00 115.00   1.00   10.00    --  111.00 -77.00  30.00   26
 52  \w     79.00 105.00   1.00   10.00    --  111.00-111.00 -30.00   26
 53  \w    111.00 136.00   1.00   10.00    --  111.00 -25.00 -60.00   25
 54  \w     96.00 122.00   1.00   10.00    --  111.00 -38.00 -60.00   26
 55  \w    130.00 164.00   1.00   10.00    --  111.00  50.00-180.00   34
 56  \w    132.00 157.00   1.00   10.00    --  111.00 -12.00 -90.00   25
 57  \w     57.00  82.00   1.00   10.00    --  111.00 -12.00 -90.00   25
 58  \w     42.00  89.00   1.00   10.00    --  111.00 -25.00 -60.00   47
 59  \w    106.00 132.00   1.00   10.00    --  111.00 -25.00   0.00   26
 60  \w     42.00  71.00   1.00   10.00    --  111.00 -25.00   0.00   29
 61  \w     73.00 125.00   1.00   10.00    --  111.00 -64.00 150.00   52
 62  \w     42.00  78.00   1.00   10.00    --  111.00 -38.00 -60.00   36
 63  \w    139.00 174.00   1.00   10.00    --  111.00  38.00  90.00   35
 64  \w     77.00 116.00   1.00   10.00    --  111.00-111.00 -60.00   39
 65  \w     86.00 112.00   1.00   10.00    --  111.00-111.00 150.00   26
 66  \w    101.00 178.00   1.00   10.00    --  111.00 111.00-120.00   77
 67  \w     94.00 121.00   1.00   10.00    --  111.00  50.00 -90.00   27
 68  \w    133.00 159.00   1.00   10.00    --  111.00  64.00 -30.00   26
 69  \w    143.00 169.00   1.00   10.00    --  111.00  12.00-150.00   26
 70  \w     71.00  97.00   1.00   10.00    --  111.00 -64.00-180.00   26
 71  \w     88.00 115.00   1.00   10.00    --  111.00  12.00-150.00   27
 72  \w    101.00 127.00   1.00   10.00    --  111.00 178.00-150.00   26
 73  \w     48.00 128.00   1.00   10.00    --  111.00 -50.00  90.00   80
 74  \w     92.00 118.00   1.00   10.00    --  111.00 -79.00 -96.86   26
 75  \w     50.00  76.00   1.00   10.00    --  111.00  -2.00 -40.17   26
 76  \w     44.00  74.00   1.00   10.00    --  111.00 -79.00 -96.86   30
;
_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      0.0113222000
_diffrn_orient_matrix_UB_12      -0.0545833000
_diffrn_orient_matrix_UB_13      -0.0521686000
_diffrn_orient_matrix_UB_21      0.0725805000
_diffrn_orient_matrix_UB_22      0.0141691000
_diffrn_orient_matrix_UB_23      0.0256484000
_diffrn_orient_matrix_UB_31      0.0085247000
_diffrn_orient_matrix_UB_32      -0.0481385000
_diffrn_orient_matrix_UB_33      0.0667066000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            158756
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.098
_diffrn_reflns_theta_min         3.004
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.946
_exptl_absorpt_correction_T_max  0.61338
_exptl_absorpt_correction_T_min  0.58244
_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    1.422
_exptl_crystal_description       prism
_exptl_crystal_F_000             3456
_exptl_crystal_recrystallization_method 'Slow recrystallization from ether'
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.048
_refine_diff_density_max         2.222
_refine_diff_density_min         -3.803
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     817
_refine_ls_number_reflns         15875
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0478
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0251P)^2^+39.1563P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1094
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13238
_reflns_number_total             15875
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc09718a2.cif
_cod_data_source_block           rk05_scaled
_cod_depositor_comments
'Adding full bibliography for 7119543--7119548.cif.'
_cod_database_code               7119548
_shelxl_version_number           2013-3
_chemical_oxdiff_formula         'C39 H62 O2 P2 S W'
_reflns_odcompleteness_completeness 98.78
_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:
 C128(H3AA), C10(H7AA), C16(H9AA), C122(H37), C110(H56), C28(H9), C116(H12),
 C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C109(H20a,H20b), C11(H6Aa,H6Ab), C21(H24a,H24b), C129(H8Aa,H8Ab), C115(H33a,
 H33b), C127(H34a,H34b), C12(H40a,H40b), C17(H0Ba,H0Bb), C126(H45a,H45b),
 C112(H46a,H46b), C108(H48a,H48b), C133(H54a,H54b), C131(H59a,H59b), C130(H61a,
 H61b), C114(H63a,H63b), C123(H66a,H66b), C14(H68a,H68b), C19(H70a,H70b),
 C125(H74a,H74b), C20(H75a,H75b), C15(H81a,H81b), C111(H83a,H83b), C18(H89a,
 H89b), C124(H90a,H90b), C132(H98a,H98b), C8(H2Ba,H2Bb), C9(H13a,H13b),
 C29(H14a,H14b), C23(H18a,H18b), C33(H21a,H21b), C117(H23a,H23b), C121(H25a,
 H25b), C120(H26a,H26b), C118(H28a,H28b), C30(H29a,H29b), C32(H31a,H31b),
 C13(H1Aa,H1Ab), C31(H35a,H35b), C26(H36a,H36b), C27(H38a,H38b), C119(H41a,
 H41b), C25(H43a,H43b), C24(H44a,H44b), C113(H4a,H4b)
2.c Aromatic/amide H refined with riding coordinates:
 C35(H2AA), C135(H5AA), C37(H49), C139(H55), C36(H76), C137(H80), C38(H84),
 C138(H86), C136(H95), C39(H0AA)
2.d Idealised Me refined as rotating group:
 C104(H67a,H67b,H67c), C105(H72a,H72b,H72c), C4(H8a,H8b,H8c), C103(H3Ba,H3Bb,
 H3Bc), C5(H10a,H10b,H10c), C3(H11a,H11b,H11c)
;
_ins_header
;
TITL RK05_scaled in P2(1)/c 
REM P2(1)/c (#14 in standard setting)
CELL 1.54184  21.704194  20.773937  18.149560  90.0000 106.3363  90.0000
ZERR   10.00   0.000195   0.000163   0.000163   0.0000   0.0010   0.0000
LATT  1
SYMM -x, y+1/2,-z+1/2 
SFAC C H O P S W
UNIT 390.00 620.00 20.00 20.00 10.00 10.00
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 1.376
_oxdiff_exptl_absorpt_empirical_full_min 0.845