Experimental and quantum chemical studies of anionic analogues of N-heterocyclic carbenes.
Niu, Haoyu; Mangan, Robert J.; Protchenko, Andrey V.; Phillips, Nicholas; Unkrig, Wiebke; Friedmann, Christian; Kolychev, Eugene L.; Tirfoin, Rémi; Hicks, Jamie; Aldridge, Simon; Dalton transactions (Cambridge, England : 2003) 47 (2018) 7445–7455; doi:10.1039/c8dt01661e

data_7046320
_publ_section_title
;
 Experimental and quantum chemical studies of anionic analogues of
 N-heterocyclic carbenes.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7445
_journal_page_last               7455
_journal_paper_doi               10.1039/c8dt01661e
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C54 H62 Al1 F27 N2 O3'
_chemical_formula_sum            'C54 H62 Al F27 N2 O3'
_chemical_formula_weight         1327.02
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2014-10-13
_audit_creation_method           CRYSTALS_ver_14.43
_audit_update_record
;
2018-04-19 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                76.2420(18)
_cell_angle_beta                 76.8789(18)
_cell_angle_gamma                79.594(2)
_cell_formula_units_Z            2
_cell_length_a                   10.7821(3)
_cell_length_b                   15.9984(4)
_cell_length_c                   19.1481(3)
_cell_measurement_reflns_used    26059
_cell_measurement_temperature    150
_cell_measurement_theta_max      76
_cell_measurement_theta_min      3
_cell_volume                     3096.33(13)
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_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    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            12876
_diffrn_reflns_theta_full        74.673
_diffrn_reflns_theta_max         76.197
_diffrn_reflns_theta_min         3.353
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.409
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_refine_diff_density_max         1.20
_refine_diff_density_min         -0.74
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9425
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1056
_refine_ls_number_reflns         12828
_refine_ls_number_restraints     2148
_refine_ls_R_factor_all          0.1083
_refine_ls_R_factor_gt           0.1037
_refine_ls_shift/su_max          0.0042008
_refine_ls_shift/su_mean         0.0000938
_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: 
 0.325E+04 0.538E+04 0.318E+04 0.125E+04 248. 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2420
_refine_ls_wR_factor_gt          0.2394
_refine_ls_wR_factor_ref         0.2420
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              20
_reflns_limit_k_min              -19
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                11788
_reflns_number_total             12876
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   3.48
_oxford_diffrn_Wilson_scale      0.07
_oxford_refine_ls_r_factor_ref   0.1083
_oxford_refine_ls_scale          4.57(8)
_oxford_reflns_number_all        12828
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title '307WURT14 in P -1'
_cod_data_source_file            c8dt01661e2.cif
_cod_data_source_block           307WURT14
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'Other' changed to 'other'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7046314--7046326.cif.
;
_cod_original_sg_symbol_Hall     '-P 1 '
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C54 H62 Al1 F27 N2 O3'
_cod_database_code               7046320
_iucr_refine_instructions_details_constraints
;
BLOCK SCALE X'S, U'S 
EQUIV PART(1001,OCC) PART(1002,OCC) 
WEIGHT -1 PART(1002,OCC) 
EQUIV PART(2001,OCC) PART(2002,OCC) 
WEIGHT -1 PART(2002,OCC) 
RIDE C   (  72,X'S) H   ( 721,X'S) H   ( 722,X'S) 
RIDE C   (  73,X'S) H   ( 731,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  79,X'S) H   ( 791,X'S) 
RIDE C   (  81,X'S) H   ( 811,X'S) 
RIDE C   (  82,X'S) H   ( 821,X'S) H   ( 822,X'S) H   ( 823,X'S) 
RIDE C   (  83,X'S) H   ( 833,X'S) H   ( 832,X'S) H   ( 831,X'S) 
RIDE C   (  84,X'S) H   ( 841,X'S) 
RIDE C   (  85,X'S) H   ( 853,X'S) H   ( 852,X'S) H   ( 851,X'S) 
RIDE C   (  86,X'S) H   ( 861,X'S) H   ( 862,X'S) H   ( 863,X'S) 
RIDE C   (  87,X'S) H   ( 871,X'S) 
RIDE C   (  88,X'S) H   ( 881,X'S) H   ( 882,X'S) H   ( 883,X'S) 
RIDE C   (  89,X'S) H   ( 891,X'S) H   ( 892,X'S) H   ( 893,X'S) 
RIDE C   (  90,X'S) H   ( 901,X'S) 
RIDE C   (  94,X'S) H   ( 941,X'S) 
RIDE C   (  96,X'S) H   ( 961,X'S) 
RIDE C   (  98,X'S) H   ( 981,X'S) 
RIDE C   (  99,X'S) H   ( 991,X'S) H   ( 992,X'S) H   ( 993,X'S) 
RIDE C   ( 100,X'S) H   (1003,X'S) H   (1002,X'S) H   (1001,X'S) 
RIDE C   ( 101,X'S) H   (1011,X'S) H   (1012,X'S) 
RIDE C   ( 102,X'S) H   (1021,X'S) H   (1022,X'S) H   (1023,X'S) 
RIDE C   ( 103,X'S) H   (1031,X'S) H   (1032,X'S) H   (1033,X'S) 
RIDE C   ( 104,X'S) H   (1041,X'S) H   (1042,X'S) H   (1043,X'S) 
RIDE C   ( 105,X'S) H   (1053,X'S) H   (1052,X'S) H   (1051,X'S) 
RIDE C   ( 106,X'S) H   (1061,X'S) 
RIDE C   ( 107,X'S) H   (1073,X'S) H   (1072,X'S) H   (1071,X'S) 
RIDE C   ( 108,X'S) H   (1081,X'S) H   (1082,X'S) H   (1083,X'S) 
RIDE C   ( 109,X'S) H   (1091,X'S) H   (1092,X'S) 
RIDE C   ( 110,X'S) H   (1101,X'S) H   (1102,X'S) 
RIDE C   ( 112,X'S) H   (1121,X'S) 
RIDE C   ( 113,X'S) H   (1131,X'S) 
RIDE C   ( 114,X'S) H   (1141,X'S) 
RIDE C   ( 115,X'S) H   (1151,X'S) 
RIDE C   ( 116,X'S) H   (1161,X'S) 
RIDE C   ( 117,X'S) H   (1171,X'S) H   (1172,X'S) H   (1173,X'S) 
END                                                                             
;
_iucr_refine_instructions_details_restraints
;
REM 
REM AL(C(CF3)3) DISORDER 
REM 
SAME  O(2)  C(3)  C(13)  C(20)  C(4) AND 
CONT  O(2)  C(3)  C(20)  C(4)  C(13) AND 
CONT  O(2)  C(3)  C(4)  C(13)  C(20) AND 
CONT  O(2)  C(3)  C(12)  C(18)  C(5) AND 
CONT  O(2)  C(3)  C(18)  C(5)  C(12) AND 
CONT  O(2)  C(3)  C(5)  C(12)  C(18) AND 
CONT  O(46)  C(47)  C(57)  C(64)  C(49) AND 
CONT  O(46)  C(47)  C(64)  C(49)  C(57) AND 
CONT  O(46)  C(47)  C(49)  C(57)  C(64) AND 
CONT  O(46)  C(47)  C(56)  C(65)  C(48) AND 
CONT  O(46)  C(47)  C(65)  C(48)  C(56) AND 
CONT  O(46)  C(47)  C(48)  C(56)  C(65) 
SIMU 0.01 O(2)  C(3)  C(13)  C(20)  C(4) AND 
CONT  O(2)  C(3)  C(20)  C(4)  C(13) AND 
CONT  O(2)  C(3)  C(4)  C(13)  C(20) AND 
CONT  O(2)  C(3)  C(12)  C(18)  C(5) AND 
CONT  O(2)  C(3)  C(18)  C(5)  C(12) AND 
CONT  O(2)  C(3)  C(5)  C(12)  C(18) AND 
CONT  O(46)  C(47)  C(57)  C(64)  C(49) AND 
CONT  O(46)  C(47)  C(64)  C(49)  C(57) AND 
CONT  O(46)  C(47)  C(49)  C(57)  C(64) AND 
CONT  O(46)  C(47)  C(56)  C(65)  C(48) AND 
CONT  O(46)  C(47)  C(65)  C(48)  C(56) AND 
CONT  O(46)  C(47)  C(48)  C(56)  C(65) 
DELU 0.01 O(2)  C(3)  C(13)  C(20)  C(4) AND 
CONT  O(2)  C(3)  C(20)  C(4)  C(13) AND 
CONT  O(2)  C(3)  C(4)  C(13)  C(20) AND 
CONT  O(2)  C(3)  C(12)  C(18)  C(5) AND 
CONT  O(2)  C(3)  C(18)  C(5)  C(12) AND 
CONT  O(2)  C(3)  C(5)  C(12)  C(18) AND 
CONT  O(46)  C(47)  C(57)  C(64)  C(49) AND 
CONT  O(46)  C(47)  C(64)  C(49)  C(57) AND 
CONT  O(46)  C(47)  C(49)  C(57)  C(64) AND 
CONT  O(46)  C(47)  C(56)  C(65)  C(48) AND 
CONT  O(46)  C(47)  C(65)  C(48)  C(56) AND 
CONT  O(46)  C(47)  C(48)  C(56)  C(65) 
SAME  C(3)  C(4)  F(10)  F(7)  F(9) AND 
CONT  C(3)  C(4)  F(7)  F(9)  F(10) AND 
CONT  C(3)  C(4)  F(9)  F(10)  F(7) AND 
CONT  C(3)  C(20)  F(19)  F(25)  F(22) AND 
CONT  C(3)  C(20)  F(25)  F(22)  F(19) AND 
CONT  C(3)  C(20)  F(22)  F(19)  F(25) AND 
CONT  C(3)  C(13)  F(14)  F(16)  F(27) AND 
CONT  C(3)  C(13)  F(16)  F(27)  F(14) AND 
CONT  C(3)  C(13)  F(27)  F(14)  F(16) AND 
CONT  C(3)  C(5)  F(8)  F(6)  F(23) AND 
CONT  C(3)  C(5)  F(6)  F(23)  F(8) AND 
CONT  C(3)  C(5)  F(23)  F(8)  F(6) AND 
CONT  C(3)  C(12)  F(11)  F(15)  F(26) AND 
CONT  C(3)  C(12)  F(15)  F(26)  F(11) AND 
CONT  C(3)  C(12)  F(26)  F(11)  F(15) AND 
CONT  C(3)  C(18)  F(17)  F(21)  F(24) AND 
CONT  C(3)  C(18)  F(21)  F(24)  F(17) AND 
CONT  C(3)  C(18)  F(24)  F(17)  F(21) AND 
CONT  C(47)  C(64)  F(69)  F(70)  F(66) AND 
CONT  C(47)  C(64)  F(70)  F(66)  F(69) AND 
CONT  C(47)  C(64)  F(66)  F(69)  F(70) AND 
CONT  C(47)  C(65)  F(68)  F(71)  F(67) AND 
CONT  C(47)  C(65)  F(71)  F(67)  F(68) AND 
CONT  C(47)  C(65)  F(67)  F(68)  F(71) AND 
CONT  C(47)  C(57)  F(60)  F(62)  F(59) AND 
CONT  C(47)  C(57)  F(62)  F(59)  F(60) AND 
CONT  C(47)  C(57)  F(59)  F(60)  F(62) AND 
CONT  C(47)  C(56)  F(61)  F(63)  F(58) AND 
CONT  C(47)  C(56)  F(63)  F(58)  F(61) AND 
CONT  C(47)  C(56)  F(58)  F(61)  F(63) AND 
CONT  C(47)  C(49)  F(55)  F(53)  F(51) AND 
CONT  C(47)  C(49)  F(53)  F(51)  F(55) AND 
CONT  C(47)  C(49)  F(51)  F(55)  F(53) AND 
CONT  C(47)  C(48)  F(54)  F(52)  F(50) AND 
CONT  C(47)  C(48)  F(52)  F(50)  F(54) AND 
CONT  C(47)  C(48)  F(50)  F(54)  F(52) AND 
CONT  C(29)  C(39)  F(43)  F(41)  F(45) AND 
CONT  C(29)  C(39)  F(41)  F(45)  F(43) AND 
CONT  C(29)  C(39)  F(45)  F(43)  F(41) AND 
CONT  C(29)  C(38)  F(42)  F(40)  F(44) AND 
CONT  C(29)  C(38)  F(40)  F(44)  F(42) AND 
CONT  C(29)  C(38)  F(44)  F(42)  F(40) 
SIMU 0.01 C(3)  C(4)  F(10)  F(7)  F(9) AND 
CONT  C(3)  C(4)  F(7)  F(9)  F(10) AND 
CONT  C(3)  C(4)  F(9)  F(10)  F(7) AND 
CONT  C(3)  C(20)  F(19)  F(25)  F(22) AND 
CONT  C(3)  C(20)  F(25)  F(22)  F(19) AND 
CONT  C(3)  C(20)  F(22)  F(19)  F(25) AND 
CONT  C(3)  C(13)  F(14)  F(16)  F(27) AND 
CONT  C(3)  C(13)  F(16)  F(27)  F(14) AND 
CONT  C(3)  C(13)  F(27)  F(14)  F(16) AND 
CONT  C(3)  C(5)  F(8)  F(6)  F(23) AND 
CONT  C(3)  C(5)  F(6)  F(23)  F(8) AND 
CONT  C(3)  C(5)  F(23)  F(8)  F(6) AND 
CONT  C(3)  C(12)  F(11)  F(15)  F(26) AND 
CONT  C(3)  C(12)  F(15)  F(26)  F(11) AND 
CONT  C(3)  C(12)  F(26)  F(11)  F(15) AND 
CONT  C(3)  C(18)  F(17)  F(21)  F(24) AND 
CONT  C(3)  C(18)  F(21)  F(24)  F(17) AND 
CONT  C(3)  C(18)  F(24)  F(17)  F(21) AND 
CONT  C(47)  C(64)  F(69)  F(70)  F(66) AND 
CONT  C(47)  C(64)  F(70)  F(66)  F(69) AND 
CONT  C(47)  C(64)  F(66)  F(69)  F(70) AND 
CONT  C(47)  C(65)  F(68)  F(71)  F(67) AND 
CONT  C(47)  C(65)  F(71)  F(67)  F(68) AND 
CONT  C(47)  C(65)  F(67)  F(68)  F(71) AND 
CONT  C(47)  C(57)  F(60)  F(62)  F(59) AND 
CONT  C(47)  C(57)  F(62)  F(59)  F(60) AND 
CONT  C(47)  C(57)  F(59)  F(60)  F(62) AND 
CONT  C(47)  C(56)  F(61)  F(63)  F(58) AND 
CONT  C(47)  C(56)  F(63)  F(58)  F(61) AND 
CONT  C(47)  C(56)  F(58)  F(61)  F(63) AND 
CONT  C(47)  C(49)  F(55)  F(53)  F(51) AND 
CONT  C(47)  C(49)  F(53)  F(51)  F(55) AND 
CONT  C(47)  C(49)  F(51)  F(55)  F(53) AND 
CONT  C(47)  C(48)  F(54)  F(52)  F(50) AND 
CONT  C(47)  C(48)  F(52)  F(50)  F(54) AND 
CONT  C(47)  C(48)  F(50)  F(54)  F(52) AND 
CONT  C(29)  C(39)  F(43)  F(41)  F(45) AND 
CONT  C(29)  C(39)  F(41)  F(45)  F(43) AND 
CONT  C(29)  C(39)  F(45)  F(43)  F(41) AND 
CONT  C(29)  C(38)  F(42)  F(40)  F(44) AND 
CONT  C(29)  C(38)  F(40)  F(44)  F(42) AND 
CONT  C(29)  C(38)  F(44)  F(42)  F(40) 
DELU 0.01 C(3)  C(4)  F(10)  F(7)  F(9) AND 
CONT  C(3)  C(4)  F(7)  F(9)  F(10) AND 
CONT  C(3)  C(4)  F(9)  F(10)  F(7) AND 
CONT  C(3)  C(20)  F(19)  F(25)  F(22) AND 
CONT  C(3)  C(20)  F(25)  F(22)  F(19) AND 
CONT  C(3)  C(20)  F(22)  F(19)  F(25) AND 
CONT  C(3)  C(13)  F(14)  F(16)  F(27) AND 
CONT  C(3)  C(13)  F(16)  F(27)  F(14) AND 
CONT  C(3)  C(13)  F(27)  F(14)  F(16) AND 
CONT  C(3)  C(5)  F(8)  F(6)  F(23) AND 
CONT  C(3)  C(5)  F(6)  F(23)  F(8) AND 
CONT  C(3)  C(5)  F(23)  F(8)  F(6) AND 
CONT  C(3)  C(12)  F(11)  F(15)  F(26) AND 
CONT  C(3)  C(12)  F(15)  F(26)  F(11) AND 
CONT  C(3)  C(12)  F(26)  F(11)  F(15) AND 
CONT  C(3)  C(18)  F(17)  F(21)  F(24) AND 
CONT  C(3)  C(18)  F(21)  F(24)  F(17) AND 
CONT  C(3)  C(18)  F(24)  F(17)  F(21) AND 
CONT  C(47)  C(64)  F(69)  F(70)  F(66) AND 
CONT  C(47)  C(64)  F(70)  F(66)  F(69) AND 
CONT  C(47)  C(64)  F(66)  F(69)  F(70) AND 
CONT  C(47)  C(65)  F(68)  F(71)  F(67) AND 
CONT  C(47)  C(65)  F(71)  F(67)  F(68) AND 
CONT  C(47)  C(65)  F(67)  F(68)  F(71) AND 
CONT  C(47)  C(57)  F(60)  F(62)  F(59) AND 
CONT  C(47)  C(57)  F(62)  F(59)  F(60) AND 
CONT  C(47)  C(57)  F(59)  F(60)  F(62) AND 
CONT  C(47)  C(56)  F(61)  F(63)  F(58) AND 
CONT  C(47)  C(56)  F(63)  F(58)  F(61) AND 
CONT  C(47)  C(56)  F(58)  F(61)  F(63) AND 
CONT  C(47)  C(49)  F(55)  F(53)  F(51) AND 
CONT  C(47)  C(49)  F(53)  F(51)  F(55) AND 
CONT  C(47)  C(49)  F(51)  F(55)  F(53) AND 
CONT  C(47)  C(48)  F(54)  F(52)  F(50) AND 
CONT  C(47)  C(48)  F(52)  F(50)  F(54) AND 
CONT  C(47)  C(48)  F(50)  F(54)  F(52) AND 
CONT  C(29)  C(39)  F(43)  F(41)  F(45) AND 
CONT  C(29)  C(39)  F(41)  F(45)  F(43) AND 
CONT  C(29)  C(39)  F(45)  F(43)  F(41) AND 
CONT  C(29)  C(38)  F(42)  F(40)  F(44) AND 
CONT  C(29)  C(38)  F(40)  F(44)  F(42) AND 
CONT  C(29)  C(38)  F(44)  F(42)  F(40) 
REM 
REM TRIPP DISORDER 
REM 
SAME  C(101)  C(102)  C(104) AND 
CONT  C(101)  C(104)  C(102) AND 
CONT  C(101)  C(103)  C(105) AND 
CONT  C(101)  C(105)  C(103) 
DELU 0.01 C(95)   C(101)  C(102)  C(104) AND 
CONT  C(95)   C(101)  C(104)  C(102) AND 
CONT  C(95)   C(101)  C(103)  C(105) AND 
CONT  C(95)   C(101)  C(105)  C(103) 
SIMU 0.01 C(95)   C(101)  C(102)  C(104) AND 
CONT  C(95)   C(101)  C(104)  C(102) AND 
CONT  C(95)   C(101)  C(103)  C(105) AND 
CONT  C(95)   C(101)  C(105)  C(103) 
END                                                                             
;