An unusual alkylidyne homologation.
Han, Yong-Shen; Hill, Anthony F.; Kong, Richard Y.; Chemical communications (Cambridge, England) 54 (2018) 2292–2295; doi:10.1039/c8cc00119g

data_7121253
_publ_section_title
;
 An unusual alkylidyne homologation.
;
_journal_issue                   18
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2292
_journal_page_last               2295
_journal_paper_doi               10.1039/c8cc00119g
_journal_volume                  54
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C26 H48 Cl3 O P2 W, C H Cl3'
_chemical_formula_sum            'C27 H49 Cl6 O P2 W'
_chemical_formula_weight         848.15
_chemical_properties_physical
Air-sensitive,Moisture-sensitive,Hygroscopic,Heat-sensitive,Oxygen-sensitive
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-11-27
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2017-12-06 deposited with the CCDC.
2018-02-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.31677(14)
_cell_length_b                   14.9414(3)
_cell_length_c                   18.7844(3)
_cell_measurement_reflns_used    27027
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.5500
_cell_measurement_theta_min      3.7480
_cell_volume                     3456.89(10)
_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)'
_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 0.996
_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    -54.00  30.00   1.00    5.00    --  -37.04  57.00-180.00   84
  2  \w      1.00  76.00   1.00    5.00    --   37.04 -99.00 -90.00   75
  3  \w     10.00 105.00   1.00    5.00    --   37.04  77.00   0.00   95
  4  \w     10.00 105.00   1.00    5.00    --   37.04  77.00  30.00   95
  5  \w    -32.00  56.00   1.00    5.00    --   37.04 -38.00 -90.00   88
  6  \w      1.00  76.00   1.00    5.00    --   37.04 -99.00 -30.00   75
  7  \w    -31.00  64.00   1.00    5.00    --   37.04 -77.00-180.00   95
  8  \w      1.00  76.00   1.00    5.00    --   37.04 -99.00-120.00   75
  9  \w    -32.00 106.00   1.00    5.00    --   37.04   0.00-150.00  138
 10  \w    -31.00  64.00   1.00    5.00    --   37.04 -77.00 120.00   95
 11  \w     23.00  90.00   1.00    5.00    --   37.04-125.00  60.00   67
 12  \w     18.00 106.00   1.00    5.00    --   37.04  38.00  90.00   88
 13  \w     20.00 104.00   1.00    5.00    --   37.04  57.00-150.00   84
 14  \w      3.00  32.00   1.00    5.00    --   37.04  90.00 111.64   29
 15  \w     18.00 106.00   1.00    5.00    --   37.04  38.00 -60.00   88
 16  \w     20.00 104.00   1.00    5.00    --   37.04  57.00 150.00   84
 17  \w      1.00  27.00   1.00    5.00    --   37.04  93.00  19.10   26
 18  \w     41.00 116.00   1.00   20.00    --  111.00-111.00 -90.00   75
 19  \w     43.00 138.00   1.00   20.00    --  111.00 -77.00 -60.00   95
 20  \w     41.00 116.00   1.00   20.00    --  111.00-111.00 120.00   75
 21  \w     41.00 116.00   1.00   20.00    --  111.00-111.00  90.00   75
 22  \w     41.00 136.00   1.00   20.00    --  111.00 -25.00  90.00   95
 23  \w     42.00 146.00   1.00   20.00    --  111.00 -92.00 -90.00  104
 24  \w     92.00 178.00   1.00   20.00    --  111.00  38.00 -30.00   86
 25  \w     43.00 138.00   1.00   20.00    --  111.00 -77.00  90.00   95
 26  \w     41.00 116.00   1.00   20.00    --  111.00-111.00 -60.00   75
 27  \w     43.00 138.00   1.00   20.00    --  111.00 -77.00 -90.00   95
 28  \w     57.00 150.00   1.00   20.00    --  111.00 178.00-180.00   93
 29  \w     40.00 145.00   1.00   20.00    --  111.00 -17.00-173.32  105
 30  \w     40.00 140.00   1.00   20.00    --  111.00 -19.00 -67.48  100
 31  \w     43.00 128.00   1.00   20.00    --  111.00 -51.00 120.25   85
 32  \w     41.00 116.00   1.00   20.00    --  111.00-111.00-150.00   75
 33  \w     91.00 178.00   1.00   20.00    --  111.00  64.00 -90.00   87
 34  \w     42.00 130.00   1.00   20.00    --  111.00 -38.00 120.00   88
 35  \w     43.00 138.00   1.00   20.00    --  111.00 -77.00 150.00   95
 36  \w    100.00 178.00   1.00   20.00    --  111.00 111.00  60.00   78
 37  \w     41.00 116.00   1.00   20.00    --  111.00-111.00-180.00   75
 38  \w     43.00 128.00   1.00   20.00    --  111.00 -54.00 -41.16   85
 39  \w     43.00 136.00   1.00   20.00    --  111.00 -77.00-120.00   93
 40  \w     94.00 121.00   1.00   20.00    --  111.00  77.00   0.00   27
 41  \w    136.00 164.00   1.00   20.00    --  111.00  77.00   0.00   28
 42  \w     84.00 153.00   1.00   20.00    --  111.00  77.00 -30.00   69
 43  \w     45.00 102.00   1.00   20.00    --  111.00 -64.00 150.00   57
 44  \w    104.00 172.00   1.00   20.00    --  111.00  25.00 -90.00   68
 45  \w    102.00 130.00   1.00   20.00    --  111.00 -38.00-150.00   28
 46  \w     99.00 138.00   1.00   20.00    --  111.00   0.00-120.00   39
 47  \w     52.00  79.00   1.00   20.00    --  111.00 -64.00   0.00   27
 48  \w     45.00 111.00   1.00   20.00    --  111.00-111.00  30.00   66
 49  \w     92.00 139.00   1.00   20.00    --  111.00 178.00  60.00   47
 50  \w     48.00  94.00   1.00   20.00    --  111.00 -38.00-150.00   46
 51  \w    133.00 160.00   1.00   20.00    --  111.00  -2.00 -26.71   27
 52  \w     47.00 130.00   1.00   20.00    --  111.00 -38.00 -30.00   83
 53  \w     57.00  95.00   1.00   20.00    --  111.00 178.00-150.00   38
 54  \w     43.00  91.00   1.00   20.00    --  111.00  -2.00 -26.71   48
 55  \w     84.00 111.00   1.00   20.00    --  111.00 -92.00  30.00   27
 56  \w    103.00 131.00   1.00   20.00    --  111.00  77.00-180.00   28
 57  \w    105.00 141.00   1.00   20.00    --  111.00 178.00-120.00   36
 58  \w     86.00 126.00   1.00   20.00    --  111.00 -45.00  81.89   40
 59  \w     95.00 122.00   1.00   20.00    --  111.00  50.00 -60.00   27
 60  \w    148.00 178.00   1.00   20.00    --  111.00  64.00-120.00   30
 61  \w     93.00 120.00   1.00   20.00    --  111.00 -64.00 -30.00   27
 62  \w     72.00  99.00   1.00   20.00    --  111.00 -77.00-150.00   27
 63  \w     43.00  70.00   1.00   20.00    --  111.00 -45.00  81.89   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      -0.0596003000
_diffrn_orient_matrix_UB_12      0.0368185000
_diffrn_orient_matrix_UB_13      0.0658804000
_diffrn_orient_matrix_UB_21      0.0519121000
_diffrn_orient_matrix_UB_22      0.0924739000
_diffrn_orient_matrix_UB_23      -0.0125576000
_diffrn_orient_matrix_UB_31      -0.0969862000
_diffrn_orient_matrix_UB_32      0.0268189000
_diffrn_orient_matrix_UB_33      -0.0471960000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            70148
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.033
_diffrn_reflns_theta_min         3.780
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.486
_exptl_absorpt_correction_T_max  0.82147
_exptl_absorpt_correction_T_min  0.81568
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_description       block
_exptl_crystal_F_000             1700
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform'
_exptl_crystal_size_max          0.227
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.064
_refine_diff_density_max         0.751
_refine_diff_density_min         -1.139
_refine_diff_density_rms         0.103
_refine_ls_abs_structure_details
;
 Flack x determined using 2743 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         6981
_refine_ls_number_restraints     84
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0502
_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^)+(0.0433P)^2^+14.2806P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1204
_reflns_Friedel_coverage         0.788
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                6703
_reflns_number_total             6981
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc00119g2.cif
_cod_data_source_block           rk18_scaled-copy
_cod_depositor_comments
'Adding full bibliography for 7121252--7121255.cif.'
_cod_database_code               7121253
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C33H59Cl3SiO2P2W
_reflns_odcompleteness_completeness 98.89
_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
2. Rigid bond restraints
 C20, C15, C19, C18, C17, C16
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(Cl4) = Uanis(O1) = Uanis(O1A) = Uanis(Cl4A)
4. Rigid body (RIGU) restrains
 C26, C24, C25, C21, C23, C22, C126, C124, C125, C121, C123, C122
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(C101)=Sof(H10A)=Sof(H10B)=Sof(C102)=Sof(H10C)=Sof(H10D)=1-FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=FVAR(1)
 Sof(C126)=Sof(H12A)=Sof(H12B)=Sof(C124)=Sof(H12C)=Sof(H12D)=Sof(C125)=
 Sof(H12E)=Sof(H12F)=Sof(C121)=Sof(H121)=Sof(C123)=Sof(H12G)=Sof(H12H)=
 Sof(C122)=Sof(H12I)=Sof(H12J)=1-FVAR(2)
 Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25A)=
 Sof(H25B)=Sof(C21)=Sof(H21)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(C22)=Sof(H22A)=
 Sof(H22B)=FVAR(2)
 Sof(W1A)=Sof(O1A)=Sof(Cl4A)=1-FVAR(3)
 Sof(W1)=Sof(Cl4)=Sof(O1)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C27(H27), C15(H15), C3(H3), C21(H21), C121(H121), C9(H9)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C20(H20A,H20B), C7(H7A,H7B), C19(H19A,H19B), C8(H8A,
 H8B), C5(H5A,H5B), C6(H6A,H6B), C4(H4A,H4B), C18(H18A,H18B), C17(H17A,H17B),
 C16(H16A,H16B), C26(H26A,H26B), C24(H24A,H24B), C25(H25A,H25B), C23(H23A,H23B),
  C22(H22A,H22B), C101(H10A,H10B), C102(H10C,H10D), C126(H12A,H12B), C124(H12C,
 H12D), C125(H12E,H12F), C123(H12G,H12H), C122(H12I,H12J), C14(H14A,H14B),
 C13(H13A,H13B), C10(H10E,H10F), C12(H12K,H12L), C11(H11A,H11B)
;
_ins_header
;
TITL RK18_scaled in P2(1)2(1)2(1) 
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 1.54184  12.316774  14.941407  18.784379  90.0000  90.0000  90.0000
ZERR    4.00   0.000145   0.000281   0.000331   0.0000   0.0000   0.0000
LATT -1
SYMM -x+1/2,-y, z+1/2 
SYMM -x, y+1/2,-z+1/2 
SYMM  x+1/2,-y+1/2,-z 
SFAC C H O Si P Cl W
UNIT 132.00 236.00 8.00 4.00 8.00 12.00 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 2.456
_oxdiff_exptl_absorpt_empirical_full_min 0.513