#------------------------------------------------------------------------------
#$Date: 2019-11-23 09:47:09 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232770 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/81/4348122.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4348122
loop_
_publ_author_name
'Rhoda, Hannah M.'
'Kayser, Mathew P.'
'Wang, Yefeng'
'Nazarenko, Alexander Y.'
'Belosludov, Rodion V.'
'Kiprof, Paul'
'Blank, David A.'
'Nemykin, Victor N.'
_publ_section_related_literature
; 
? 
;
_publ_section_title
;
 Tuning Up an Electronic Structure of the Subphthalocyanine Derivatives
 toward Electron-Transfer Process in Noncovalent Complexes with
 C₆₀ and C₇₀ Fullerenes: Experimental and
 Theoretical Studies.
;
_journal_issue                   19
_journal_name_full               'Inorganic chemistry'
_journal_page_first              9549
_journal_page_last               9563
_journal_paper_doi               10.1021/acs.inorgchem.6b00992
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C60 H36 B1 Cl1 N6 S6'
_chemical_formula_sum            'C60 H36 B Cl N6 S6'
_chemical_formula_weight         1079.65
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             15-05-01
_audit_creation_method           CRYSTALS_ver_14.40
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   21.6424(7)
_cell_length_b                   21.6424(7)
_cell_length_c                   19.4859(13)
_cell_measurement_reflns_used    3181
_cell_measurement_temperature    123
_cell_measurement_theta_max      65
_cell_measurement_theta_min      4
_cell_volume                     7904.3(6)
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_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    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      123
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       Serial
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3181
_diffrn_reflns_theta_full        64.039
_diffrn_reflns_theta_max         68.127
_diffrn_reflns_theta_min         3.272
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_time  2
_diffrn_standards_number         3181
_exptl_absorpt_coefficient_mu    3.230
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_correction_T_min  0.34
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3336.000
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_refine_diff_density_max         1.02
_refine_diff_density_min         -0.64
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1218
_refine_ls_R_factor_gt           0.0695
_refine_ls_shift/su_max          0.0002923
_refine_ls_shift/su_mean         0.0000298
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 28.9 37.3 9.17 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1690
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1690
_reflns_limit_h_max              12
_reflns_limit_h_min              -25
_reflns_limit_k_max              26
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                1696
_reflns_number_total             3181
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.1218
_oxford_refine_ls_scale          0.14367(10)
_oxford_reflns_number_all        3164
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title '_07312014-1'
_cod_data_source_file            ic6b00992_si_002.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'R -3 '
_cod_original_formula_sum        'C60 H36 B1 Cl1 N6 S6'
_cod_database_code               4348122
_iucr_refine_instruction_details_constraints
;
#
# Punched on 01/05/15 at 20:11:52
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (  10,X'S) H   ( 121,X'S) 
RIDE C   (  11,X'S) H   ( 131,X'S) 
RIDE C   (  12,X'S) H   ( 141,X'S) 
RIDE C   (  13,X'S) H   ( 151,X'S) 
RIDE C   (  14,X'S) H   ( 161,X'S) 
RIDE C   (   4,X'S) H   ( 171,X'S) 
RIDE C   (   5,X'S) H   ( 181,X'S) 
RIDE C   (  20,X'S) H   ( 221,X'S) 
RIDE C   (  19,X'S) H   ( 231,X'S) 
RIDE C   (  18,X'S) H   ( 241,X'S) 
RIDE C   (  17,X'S) H   ( 251,X'S) 
RIDE C   (  16,X'S) H   ( 261,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 01/05/15 at 20:11:52
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/3,y+2/3,z+2/3
-x+1/3,-y+2/3,-z+2/3
x+2/3,y+1/3,z+1/3
-x+2/3,-y+1/3,-z+1/3
-y,x-y,z
y,-x+y,-z
-y+1/3,x-y+2/3,z+2/3
y+1/3,-x+y+2/3,-z+2/3
-y+2/3,x-y+1/3,z+1/3
y+2/3,-x+y+1/3,-z+1/3
-x+y,-x,z
x-y,x,-z
-x+y+1/3,-x+2/3,z+2/3
x-y+1/3,x+2/3,-z+2/3
-x+y+2/3,-x+1/3,z+1/3
x-y+2/3,x+1/3,-z+1/3
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cl1 Cl 0.6667 0.3333 0.41018(13) 0.0559 1.0000 Uani S T
B1 B 0.6667 0.3333 0.5043(6) 0.0474 1.0000 Uani S T
N1 N 0.7347(2) 0.3477(2) 0.5345(2) 0.0443 1.0000 Uani . .
C1 C 0.7867(3) 0.4140(3) 0.5530(3) 0.0439 1.0000 Uani . .
N2 N 0.7744(2) 0.4698(2) 0.5579(2) 0.0471 1.0000 Uani . .
C8 C 0.7481(3) 0.2947(3) 0.5524(3) 0.0459 1.0000 Uani . .
C7 C 0.8226(3) 0.3308(3) 0.5719(3) 0.0467 1.0000 Uani . .
C2 C 0.8474(3) 0.4061(3) 0.5740(3) 0.0453 1.0000 Uani . .
C3 C 0.9174(2) 0.4551(3) 0.5928(3) 0.0475 1.0000 Uani . .
S1 S 0.94373(7) 0.54668(7) 0.59137(8) 0.0554 1.0000 Uani . .
C9 C 1.0278(3) 0.5871(3) 0.6336(3) 0.0521 1.0000 Uani . .
C10 C 1.0329(3) 0.5849(3) 0.7040(4) 0.0616 1.0000 Uani . .
C11 C 1.0996(3) 0.6229(3) 0.7357(3) 0.0580 1.0000 Uani . .
C12 C 1.1592(3) 0.6626(3) 0.6967(4) 0.0685 1.0000 Uani . .
C13 C 1.1540(3) 0.6642(3) 0.6252(5) 0.0710 1.0000 Uani . .
C14 C 1.0900(3) 0.6275(3) 0.5948(4) 0.0607 1.0000 Uani . .
C4 C 0.9622(3) 0.4285(3) 0.6070(3) 0.0531 1.0000 Uani . .
C5 C 0.9394(3) 0.3557(3) 0.6037(3) 0.0543 1.0000 Uani . .
C6 C 0.8699(3) 0.3053(3) 0.5851(3) 0.0498 1.0000 Uani . .
S2 S 0.83861(8) 0.21351(7) 0.57610(10) 0.0620 1.0000 Uani . .
C15 C 0.9174(3) 0.2123(3) 0.5504(4) 0.0673 1.0000 Uani . .
C20 C 0.9483(4) 0.2332(4) 0.4849(4) 0.0835 1.0000 Uani . .
C19 C 1.0040(5) 0.2252(5) 0.4670(5) 0.0982 1.0000 Uani . .
C18 C 1.0316(4) 0.1971(5) 0.5140(5) 0.0951 1.0000 Uani . .
C17 C 1.0047(4) 0.1778(4) 0.5801(5) 0.0863 1.0000 Uani . .
C16 C 0.9471(4) 0.1866(4) 0.5980(4) 0.0740 1.0000 Uani . .
H121 H 0.9904 0.5565 0.7305 0.0774 1.0000 Uiso R .
H131 H 1.1037 0.6221 0.7824 0.0715 1.0000 Uiso R .
H141 H 1.2036 0.6886 0.7182 0.0872 1.0000 Uiso R .
H151 H 1.1947 0.6911 0.5989 0.0844 1.0000 Uiso R .
H161 H 1.0863 0.6284 0.5473 0.0770 1.0000 Uiso R .
H171 H 1.0101 0.4606 0.6184 0.0680 1.0000 Uiso R .
H181 H 0.9726 0.3402 0.6120 0.0673 1.0000 Uiso R .
H221 H 0.9285 0.2516 0.4536 0.1105 1.0000 Uiso R .
H231 H 1.0246 0.2382 0.4234 0.1264 1.0000 Uiso R .
H241 H 1.0704 0.1906 0.5018 0.1204 1.0000 Uiso R .
H251 H 1.0245 0.1579 0.6110 0.1094 1.0000 Uiso R .
H261 H 0.9270 0.1745 0.6428 0.0889 1.0000 Uiso R .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0090 0.0039 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 . B1 N1 13_665 113.6(5) yes
Cl1 . B1 N1 7_655 113.6(5) yes
N1 13_665 B1 N1 7_655 105.0(5) yes
Cl1 . B1 N1 . 113.6(5) yes
N1 13_665 B1 N1 . 105.0(5) yes
N1 7_655 B1 N1 . 105.0(5) yes
B1 . N1 C1 . 123.0(4) yes
B1 . N1 C8 . 122.5(4) yes
C1 . N1 C8 . 114.2(4) yes
N1 . C1 N2 . 122.0(4) yes
N1 . C1 C2 . 105.7(4) yes
N2 . C1 C2 . 131.8(5) yes
C1 . N2 C8 7_655 116.1(4) yes
N1 . C8 N2 13_665 122.2(4) yes
N1 . C8 C7 . 105.1(4) yes
N2 13_665 C8 C7 . 132.0(5) yes
C8 . C7 C2 . 107.6(4) yes
C8 . C7 C6 . 131.9(5) yes
C2 . C7 C6 . 120.4(4) yes
C1 . C2 C7 . 106.0(4) yes
C1 . C2 C3 . 132.9(5) yes
C7 . C2 C3 . 121.1(5) yes
C2 . C3 S1 . 117.9(4) yes
C2 . C3 C4 . 117.2(5) yes
S1 . C3 C4 . 124.8(4) yes
C3 . S1 C9 . 102.8(2) yes
S1 . C9 C10 . 121.5(4) yes
S1 . C9 C14 . 118.8(5) yes
C10 . C9 C14 . 119.4(5) yes
C9 . C10 C11 . 119.7(6) yes
C9 . C10 H121 . 119.4 no
C11 . C10 H121 . 121.0 no
C10 . C11 C12 . 119.8(6) yes
C10 . C11 H131 . 120.6 no
C12 . C11 H131 . 119.6 no
C11 . C12 C13 . 120.4(6) yes
C11 . C12 H141 . 119.4 no
C13 . C12 H141 . 120.2 no
C12 . C13 C14 . 119.8(6) yes
C12 . C13 H151 . 120.0 no
C14 . C13 H151 . 120.2 no
C9 . C14 C13 . 121.0(7) yes
C9 . C14 H161 . 119.0 no
C13 . C14 H161 . 120.0 no
C3 . C4 C5 . 122.3(5) yes
C3 . C4 H171 . 118.9 no
C5 . C4 H171 . 118.8 no
C4 . C5 C6 . 122.1(5) yes
C4 . C5 H181 . 119.2 no
C6 . C5 H181 . 118.6 no
C7 . C6 C5 . 116.8(5) yes
C7 . C6 S2 . 118.7(4) yes
C5 . C6 S2 . 124.5(4) yes
C6 . S2 C15 . 102.3(3) yes
S2 . C15 C20 . 123.5(6) yes
S2 . C15 C16 . 116.9(6) yes
C20 . C15 C16 . 119.6(7) yes
C15 . C20 C19 . 120.3(8) yes
C15 . C20 H221 . 118.7 no
C19 . C20 H221 . 121.0 no
C20 . C19 C18 . 119.7(8) yes
C20 . C19 H231 . 121.2 no
C18 . C19 H231 . 119.1 no
C19 . C18 C17 . 122.5(8) yes
C19 . C18 H241 . 120.4 no
C17 . C18 H241 . 117.1 no
C18 . C17 C16 . 117.2(8) yes
C18 . C17 H251 . 120.4 no
C16 . C17 H251 . 122.4 no
C17 . C16 C15 . 120.6(8) yes
C17 . C16 H261 . 120.5 no
C15 . C16 H261 . 118.9 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 B1 . 1.834(12) yes
B1 N1 13_665 1.468(6) yes
B1 N1 7_655 1.468(6) yes
B1 N1 . 1.468(6) yes
N1 C1 . 1.356(6) yes
N1 C8 . 1.361(6) yes
C1 N2 . 1.365(6) yes
C1 C2 . 1.463(7) yes
N2 C8 7_655 1.358(6) yes
C8 C7 . 1.448(7) yes
C7 C2 . 1.440(7) yes
C7 C6 . 1.408(7) yes
C2 C3 . 1.396(7) yes
C3 S1 . 1.766(5) yes
C3 C4 . 1.383(7) yes
S1 C9 . 1.779(6) yes
C9 C10 . 1.378(9) yes
C9 C14 . 1.404(8) yes
C10 C11 . 1.399(8) yes
C10 H121 . 0.961 no
C11 C12 . 1.367(9) yes
C11 H131 . 0.916 no
C12 C13 . 1.401(10) yes
C12 H141 . 0.936 no
C13 C14 . 1.342(9) yes
C13 H151 . 0.931 no
C14 H161 . 0.929 no
C4 C5 . 1.396(7) yes
C4 H171 . 0.940 no
C5 C6 . 1.394(7) yes
C5 H181 . 0.947 no
C6 S2 . 1.758(5) yes
S2 C15 . 1.791(7) yes
C15 C20 . 1.406(10) yes
C15 C16 . 1.392(9) yes
C20 C19 . 1.347(10) yes
C20 H221 . 0.941 no
C19 C18 . 1.387(12) yes
C19 H231 . 0.936 no
C18 C17 . 1.389(12) yes
C18 H241 . 0.948 no
C17 C16 . 1.398(9) yes
C17 H251 . 0.956 no
C16 H261 . 0.951 no
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
-3 6 3 x
