Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor.
Zhu, Chenjie; Yoshimura, Akira; Ji, Lei; Wei, Yunyang; Nemykin, Victor N.; Zhdankin, Viktor V.; Organic letters 14 (2012) 3170–3173; doi:10.1021/ol301268j

data_1507841
_publ_section_title
;
 Design, preparation, X-ray crystal structure, and reactivity of
 o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble
 carbene precursor.
;
_journal_issue                   12
_journal_name_full               'Organic letters'
_journal_page_first              3170
_journal_page_last               3173
_journal_paper_doi               10.1021/ol301268j
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C23 H21 O4 P1'
_chemical_formula_sum            'C23 H21 O4 P'
_chemical_formula_weight         392.39
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                95.355(7)
_cell_angle_beta                 92.172(7)
_cell_angle_gamma                109.933(8)
_cell_formula_units_Z            2
_cell_length_a                   9.3953(5)
_cell_length_b                   10.2384(5)
_cell_length_c                   10.6318(7)
_cell_measurement_reflns_used    4371
_cell_measurement_temperature    123
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2
_cell_volume                     954.58(11)
_computing_cell_refinement       'CrystalClear 2.0'
_computing_data_collection       'CrystalClear 2.0'
_computing_data_reduction        'CrystalStructure 4.0'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      123
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Rigaku RAPID II'
_diffrn_measurement_device_type  'Image Plate'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.095
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            31331
_diffrn_reflns_theta_full        27.485
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.032
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_time  3
_diffrn_standards_number         4371
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.59
_refine_diff_density_min         -0.55
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0697
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.0003523
_refine_ls_shift/su_mean         0.0000186
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 31.9 43.7 14.1 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1062
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.1062
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                3556
_reflns_number_total             4371
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.12
_oxford_diffrn_Wilson_scale      0.59
_oxford_refine_ls_r_factor_ref   0.0603
_oxford_refine_ls_scale          1.387(5)
_oxford_reflns_number_all        4361
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            ol301268j_si_002.cif
_cod_data_source_block           1_1
_cod_depositor_comments
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The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

 Adding full bibliography for 1507840--1507842.cif.
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_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C23 H21 O4 P1'
_cod_database_code               1507841
_iucr_refine_instruction_details_constraints
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BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (   1,X'S) 
RIDE C   (   3,X'S) H   (   2,X'S) 
RIDE C   (   4,X'S) H   (   3,X'S) 
RIDE C   (   5,X'S) H   (   4,X'S) 
RIDE C   (   6,X'S) H   (   5,X'S) 
RIDE C   (   8,X'S) H   (   6,X'S) 
RIDE C   (   9,X'S) H   (   7,X'S) 
RIDE C   (  10,X'S) H   (   8,X'S) 
RIDE C   (  11,X'S) H   (   9,X'S) 
RIDE C   (  12,X'S) H   (  10,X'S) 
RIDE C   (  14,X'S) H   (  11,X'S) 
RIDE C   (  15,X'S) H   (  12,X'S) 
RIDE C   (  16,X'S) H   (  13,X'S) 
RIDE C   (  17,X'S) H   (  14,X'S) 
RIDE C   (  18,X'S) H   (  15,X'S) 
RIDE C   (  21,X'S) H   (  18,X'S) H   (  16,X'S) H   (  17,X'S) 
RIDE C   (  23,X'S) H   (  19,X'S) H   (  20,X'S) H   (  21,X'S) 
END                                                                             
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_iucr_refine_instruction_details_restraints
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NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
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