Anion-induced dimerization of 5-fold symmetric cyanostars in 3D crystalline solids and 2D self-assembled crystals
Brandon E. Hirsch; Semin Lee; Bo Qiao; Chun-Hsing Chen; Kevin P. McDonald; Steven L. Tait; Amar H. Flood; Chem.Commun. 50 (2014) 9827–; doi:10.1039/C4cc03725A

data_7115498
_publ_section_title
;
 Anion-induced dimerization of 5-fold symmetric cyanostars in 3D
 crystalline solids and 2D self-assembled crystals
;
_journal_name_full               Chem.Commun.
_journal_page_first              9827
_journal_paper_doi               10.1039/C4cc03725A
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C130 H130 Cl1 N10.00 O4'
_chemical_formula_sum            'C130 H130 Cl N10 O4'
_chemical_formula_weight         1931.98
_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   difmap
_atom_sites_solution_primary     other
_audit_creation_date             14-05-12
_audit_creation_method           CRYSTALS_ver_14.40
_cell_angle_alpha                103.7800(10)
_cell_angle_beta                 102.6190(10)
_cell_angle_gamma                99.9070(10)
_cell_formula_units_Z            1
_cell_length_a                   14.1468(13)
_cell_length_b                   14.5133(13)
_cell_length_c                   16.7542(15)
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    100
_cell_measurement_theta_max      16
_cell_measurement_theta_min      3
_cell_volume                     3167.8(5)
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_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      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 83.33
_diffrn_detector_type            'Bruker APEXII'
_diffrn_measured_fraction_theta_full 0.948
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      '0.5 degree frames measured for 1s each'
_diffrn_measurement_device       'three-circle goniometer with fixed chi'
_diffrn_measurement_device_type  'Bruker Platform goniometer'
_diffrn_measurement_method       'phi scans'
_diffrn_radiation_monochromator  'Si 1 1 1 and 3 1 1'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.41328
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            15279
_diffrn_reflns_theta_full        14.536
_diffrn_reflns_theta_max         16.151
_diffrn_reflns_theta_min         0.864
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  1.00
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.013
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1029
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.99
_refine_diff_density_min         -1.04
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0520
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     959
_refine_ls_number_reflns         15259
_refine_ls_number_restraints     1055
_refine_ls_R_factor_all          0.1806
_refine_ls_R_factor_gt           0.1546
_refine_ls_shift/su_max          0.0460670
_refine_ls_shift/su_mean         0.0028411
_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: 
 18.3 24.6 7.09 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.4455
_refine_ls_wR_factor_gt          0.3955
_refine_ls_wR_factor_ref         0.4452
_reflns_limit_h_max              18
_reflns_limit_h_min              -19
_reflns_limit_k_max              18
_reflns_limit_k_min              -19
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                10461
_reflns_number_total             15279
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   3.36
_oxford_diffrn_Wilson_scale      5.56
_oxford_refine_ls_r_factor_ref   0.1806
_oxford_refine_ls_scale          0.616(3)
_oxford_reflns_number_all        15264
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_oxford_structure_analysis_title 'CMC0966_0m in P-1'
_cod_data_source_file            c4cc03725a2.cif
_cod_data_source_block           CMC0966
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'Other' changed to 'other'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 2827 2014-09-09 07:05:25Z andrius 
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C130 H130 Cl1 N10.00 O4'
_cod_database_code               7115498
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE 
CONT CL   (    1 ,X'S,U'S) 
CONT O   (    1 ,X'S,U'S)  UNTIL O    (   4 ) 
CONT O   (   11 ,X'S,U'S)  UNTIL O    (   41 ) 
CONT N    (    1 ,X'S,U[ISO])  UNTIL N    (    5 ) 
CONT N    (  501 ,X'S,U'S)  UNTIL N    (  505 ) 
CONT C    (    1 ,X'S,U[ISO])  UNTIL C    (    8 ) 
CONT C    (    9 ,X'S,U'S) 
CONT C    (   10 ,X'S,U'S)  UNTIL C    (   12 ) 
CONT C    (   13 ,X'S,U[ISO]) 
CONT C    (   14 ,X'S,U'S) 
CONT C    (   15 ,X'S,U[ISO])  UNTIL C    (   26 ) 
CONT C    (   27 ,X'S,U'S) 
CONT C    (   28 ,X'S,U[ISO])  UNTIL C    (   39 ) 
CONT C    (   40 ,X'S,U'S) 
CONT C    (   41 ,X'S,U[ISO])  UNTIL C    (   52 ) 
CONT C    (   53 ,X'S,U'S) 
CONT C    (   54 ,X'S,U[ISO])  UNTIL C    (   65 ) 
CONT C    (  501 ,X'S,U'S)  UNTIL C    (  565 ) 
SUMFIX PART(1001,OCC) AND PART(1002,OCC) 
SUMFIX PART(1003,OCC) AND PART(1004,OCC) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) H   ( 103,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 112,X'S) H   ( 113,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) H   ( 123,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) H   ( 232,X'S) H   ( 233,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) H   ( 242,X'S) H   ( 243,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) H   ( 252,X'S) H   ( 253,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) H   ( 362,X'S) H   ( 363,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) H   ( 372,X'S) H   ( 373,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) H   ( 382,X'S) H   ( 383,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) 
RIDE C   (  43,X'S) H   ( 431,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) H   ( 492,X'S) H   ( 493,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) H   ( 502,X'S) H   ( 503,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) H   ( 512,X'S) H   ( 513,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) 
RIDE C   (  56,X'S) H   ( 561,X'S) 
RIDE C   (  58,X'S) H   ( 581,X'S) 
RIDE C   (  60,X'S) H   ( 601,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) H   ( 622,X'S) H   ( 623,X'S) 
RIDE C   (  63,X'S) H   ( 631,X'S) H   ( 632,X'S) H   ( 633,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) H   ( 642,X'S) H   ( 643,X'S) 
RIDE C   (  65,X'S) H   ( 651,X'S) 
RIDE C   ( 504,X'S) H   (5041,X'S) 
RIDE C   ( 506,X'S) H   (5061,X'S) 
RIDE C   ( 508,X'S) H   (5081,X'S) 
RIDE C   ( 513,X'S) H   (5131,X'S) 
RIDE C   ( 517,X'S) H   (5171,X'S) 
RIDE C   ( 519,X'S) H   (5191,X'S) 
RIDE C   ( 521,X'S) H   (5211,X'S) 
RIDE C   ( 523,X'S) H   (5231,X'S) H   (5232,X'S) H   (5233,X'S) 
RIDE C   ( 524,X'S) H   (5241,X'S) H   (5242,X'S) H   (5243,X'S) 
RIDE C   ( 525,X'S) H   (5251,X'S) H   (5252,X'S) H   (5253,X'S) 
RIDE C   ( 526,X'S) H   (5261,X'S) 
RIDE C   ( 530,X'S) H   (5301,X'S) 
RIDE C   ( 532,X'S) H   (5321,X'S) 
RIDE C   ( 534,X'S) H   (5341,X'S) 
RIDE C   ( 536,X'S) H   (5361,X'S) H   (5362,X'S) H   (5363,X'S) 
RIDE C   ( 537,X'S) H   (5371,X'S) H   (5372,X'S) H   (5373,X'S) 
RIDE C   ( 538,X'S) H   (5381,X'S) H   (5382,X'S) H   (5383,X'S) 
RIDE C   ( 539,X'S) H   (5391,X'S) 
RIDE C   ( 543,X'S) H   (5431,X'S) 
RIDE C   ( 545,X'S) H   (5451,X'S) 
RIDE C   ( 547,X'S) H   (5471,X'S) 
RIDE C   ( 549,X'S) H   (5491,X'S) H   (5492,X'S) H   (5493,X'S) 
RIDE C   ( 550,X'S) H   (5501,X'S) H   (5502,X'S) H   (5503,X'S) 
RIDE C   ( 551,X'S) H   (5511,X'S) H   (5512,X'S) H   (5513,X'S) 
RIDE C   ( 552,X'S) H   (5521,X'S) 
RIDE C   ( 556,X'S) H   (5561,X'S) 
RIDE C   ( 558,X'S) H   (5581,X'S) 
RIDE C   ( 560,X'S) H   (5601,X'S) 
RIDE C   ( 562,X'S) H   (5621,X'S) H   (5622,X'S) H   (5623,X'S) 
RIDE C   ( 563,X'S) H   (5631,X'S) H   (5632,X'S) H   (5633,X'S) 
RIDE C   ( 564,X'S) H   (5641,X'S) H   (5642,X'S) H   (5643,X'S) 
RIDE C   ( 565,X'S) H   (5651,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
SAME 0.005, 0.05 
CONT CL(1) O(1) O(2) O(3) O(4) AND 
CONT CL(1) O(2) O(3) O(4) O(1) AND 
CONT CL(1) O(3) O(4) O(1) O(2) AND 
CONT CL(1) O(4) O(1) O(2) O(3) AND 
CONT CL(1) O(11) O(21) O(31) O(41) AND 
CONT CL(1) O(21) O(31) O(41) O(11) AND 
CONT CL(1) O(31) O(41) O(11) O(21) AND 
CONT CL(1) O(41) O(11) O(21) O(31) 
RESTRAIN 0.0, 0.0001 = CL(1,U[11])-CL(1,U[22]) 
RESTRAIN 0.0, 0.0001 = C(1,U[ISO])-N(1,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(28,U[ISO])-N(3,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(1,U[ISO])-C(2,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(10,U[11])-C(10,U[33]) 
RESTRAIN 0.0, 0.0001 = C(11,U[11])-C(11,U[22]) 
RESTRAIN 0.0, 0.0001 = C(36,U[ISO])-C(35,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(41,U[ISO])-N(4,U[ISO]) 
RESTRAIN 0.0, 0.0001 = N(501,U[22])-N(501,U[33]) 
RESTRAIN 0.0, 0.0001 = N(504,U[11])-N(504,U[33]) 
RESTRAIN 0.0, 0.0001 = C(37,U[ISO])-C(38,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(22,U[ISO])-C(24,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(10,U[ISO])-C(12,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(61,U[ISO])-C(63,U[ISO]) 
RESTRAIN 0.0, 0.0001 = C(504,U[11])-C(504,U[33]) 
RESTRAIN 0.0, 0.0001 = C(523,U[11])-C(523,U[33]) 
RESTRAIN 0.0, 0.0001 = C(523,U[12])-C(523,U[13]) 
RESTRAIN 0.0, 0.0001 = C(549,U[12])-C(549,U[23]) 
RESTRAIN 0.0, 0.0001 = C(550,U[11])-C(550,U[33]) 
SAME 0.01, 0.1 
CONT C(9) C(7) C(10) C(11) C(12) AND 
CONT C(9) C(7) C(11) C(12) C(10) AND 
CONT C(22) C(20) C(23) C(24) C(25) AND 
CONT C(22) C(20) C(24) C(25) C(23) AND 
CONT C(35) C(33) C(36) C(37) C(38) AND 
CONT C(35) C(33) C(37) C(38) C(36) AND 
CONT C(48) C(46) C(49) C(50) C(51) AND 
CONT C(48) C(46) C(50) C(51) C(49) AND 
CONT C(61) C(59) C(62) C(63) C(64) AND 
CONT C(61) C(59) C(63) C(64) C(62) AND 
CONT C(522) C(520) C(523) C(524) C(525) AND 
CONT C(522) C(520) C(524) C(525) C(523) AND 
CONT C(535) C(533) C(536) C(537) C(538) AND 
CONT C(535) C(533) C(537) C(538) C(536) AND 
CONT C(548) C(546) C(549) C(550) C(551) AND 
CONT C(548) C(546) C(550) C(551) C(549) AND 
CONT C(561) C(559) C(562) C(563) C(564) AND 
CONT C(561) C(559) C(563) C(564) C(562) 
SAME 0.01, 0.1 
CONT N(1) C(1) C(2) C(3) C(4) C(5) C(6) C(7) C(8) C(13) AND 
CONT N(2) C(14) C(15) C(16) C(17) C(18) C(19) C(20) C(21) C(26) AND 
CONT N(3) C(27) C(28) C(29) C(30) C(31) C(32) C(33) C(34) C(39) AND 
CONT N(4) C(40) C(41) C(42) C(43) C(44) C(45) C(46) C(47) C(52) AND 
CONT N(5) C(53) C(54) C(55) C(56) C(57) C(58) C(59) C(60) C(65) AND 
CONT N(501) C(501) C(502) C(557) C(556) C(555) C(560) C(559) C(558) C(552) AND 
CONT N(502) C(14) C(515) C(505) C(504) C(503) C(508) C(507) C(506) C(565) AND 
CONT N(503) C(27) C(528) C(518) C(517) C(516) C(521) C(520) C(519) C(513) AND 
CONT N(504) C(40) C(541) C(531) C(530) C(529) C(534) C(533) C(532) C(526) AND 
CONT N(505) C(53) C(554) C(544) C(543) C(542) C(547) C(546) C(545) C(539) 
U(IJ)'S  0.0, 0.005000 = C(561) TO C(562) 
U(IJ)'S  0.0, 0.005000 = C(561) TO C(563) 
U(IJ)'S  0.0, 0.005000 = C(522) TO C(524) 
U(IJ)'S  0.0, 0.005000 = C(523) TO C(524) 
U(IJ)'S  0.0, 0.005000 = C(562) TO C(564) 
U(IJ)'S  0.0, 0.005000 = C(535) TO C(538) 
U(IJ)'S  0.0, 0.005000 = C(536) TO C(538) 
U(IJ)'S  0.0, 0.005000 = CL(1) TO O(3) 
U(IJ)'S  0.0, 0.005000 = CL(1) TO O(2) 
U(IJ)'S  0.0, 0.005000 = CL(1) TO O(1) 
U(IJ)'S  0.0, 0.005000 = CL(1) TO O(4) 
U(IJ)'S  0.0, 0.005000 = C(549) TO C(551) 
U(IJ)'S  0.0, 0.007000 = C(520) TO C(522) 
U(IJ)'S  0.0, 0.005000 = C(9) TO C(10) 
U(IJ)'S  0.0, 0.007000 = CL(1) TO O(31) 
U(IJ)'S  0.0, 0.007000 = CL(1) TO O(11) 
U(IJ)'S  0.0, 0.007000 = O(3) TO O(21) 
U(IJ)'S  0.0, 0.007000 = O(4) TO O(41) 
END                                                                             
;