#------------------------------------------------------------------------------
#$Date: 2016-03-22 21:36:34 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179022 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/20/4122066.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_4122066
loop_
_publ_author_name
'Letko, Christopher S.'
'Panetier, Julien A.'
'Head-Gordon, Martin'
'Tilley, T. Don'
_publ_section_title
;
 Mechanism of the electrocatalytic reduction of protons with
 diaryldithiolene cobalt complexes.
;
_journal_issue                   26
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9364
_journal_page_last               9376
_journal_paper_doi               10.1021/ja5019755
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         'C56 H32 Br8 Co2 S8, C16 H36 N'
_chemical_formula_sum            'C72 H68 Br8 Co2 N S8'
_chemical_formula_weight         1960.89
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-08-11
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                106.109(2)
_cell_angle_beta                 106.605(2)
_cell_angle_gamma                91.902(2)
_cell_formula_units_Z            1
_cell_length_a                   10.5253(6)
_cell_length_b                   11.7370(6)
_cell_length_c                   16.2361(9)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.3540
_cell_measurement_theta_min      2.5596
_cell_volume                     1832.79(18)
_computing_cell_refinement       'Bruker APEX2 v. 2009.1'
_computing_data_collection       'Bruker APEX2 v. 2009.1'
_computing_data_reduction        'Bruker APEX2 v. 2009.1'
_computing_molecular_graphics    WINGX
_computing_publication_material  OLEX2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26482
_diffrn_reflns_theta_full        25.39
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_min         1.37
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    5.083
_exptl_absorpt_correction_T_max  0.6048
_exptl_absorpt_correction_T_min  0.3877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.777
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             969
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.679
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     468
_refine_ls_number_reflns         6653
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0280P)²+1.9499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0731
_reflns_number_gt                5104
_reflns_number_total             6653
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5019755_si_002.cif
_cod_data_source_block           NBu4[1Br]2
_cod_depositor_comments
'Adding full bibliography for 4122065--4122071.cif.'
_cod_original_cell_volume        1832.79(17)
_cod_database_code               4122066
#BEGIN Tags that were not found in dictionaries:
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Others
 Fixed Sof: C28(0.5) H28A(0.5) H28B(0.5) C28A(0.5) H28C(0.5) H28D(0.5)
 C29(0.5) H29A(0.5) H29B(0.5) C29A(0.5) H29C(0.5) H29D(0.5) C30(0.5) H30A(0.5)
 H30B(0.5) C30A(0.5) H30C(0.5) H30D(0.5) C31(0.5) H31A(0.5) H31B(0.5) H31C(0.5)
 C31A(0.5) H31D(0.5) H31E(0.5) H31F(0.5) C32(0.5) H32A(0.5) H32B(0.5) C32A(0.5)
 H32C(0.5) H32D(0.5) H33C(0.5) H33D(0.5) H33A(0.5) H33B(0.5) C34(0.5) H34A(0.5)
 H34B(0.5) C34A(0.5) H34C(0.5) H34D(0.5) H35D(0.5) H35E(0.5) H35F(0.5)
 H35A(0.5) H35B(0.5) H35C(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C28A(H28C,H28D), C29(H29A,H29B), C29A(H29C,H29D), C30(H30A,
 H30B), C30A(H30C,H30D), C32(H32A,H32B), C32A(H32C,H32D), C33(H33C,H33D),
 C33(H33A,H33B), C34(H34A,H34B), C34A(H34C,H34D)
3.b Me refined with riding coordinates:
 C35(H35D,H35E,H35F), C35(H35A,H35B,H35C)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15),
 C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27)
3.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C31A(H31D,H31E,H31F)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.39287(4) 0.53857(4) 0.60795(3) 0.03037(12) Uani 1 1 d . . .
Br3 Br 0.02660(4) 0.70226(4) 0.53886(3) 0.03321(13) Uani 1 1 d . . .
Br4 Br 0.78031(5) 1.06379(4) 1.55061(3) 0.03547(13) Uani 1 1 d . . .
Br5 Br -0.21749(4) -0.16955(4) 0.68664(3) 0.04104(14) Uani 1 1 d . . .
Co1 Co 0.37410(5) 0.49844(4) 1.01526(3) 0.01362(12) Uani 1 1 d . . .
S1 S 0.28535(9) 0.31430(8) 0.94887(6) 0.0160(2) Uani 1 1 d . . .
S2 S 0.17857(9) 0.55446(8) 0.96851(6) 0.0150(2) Uani 1 1 d . . .
S3 S 0.45126(9) 0.57349(8) 0.91675(6) 0.0142(2) Uani 1 1 d . . .
S4 S 0.43495(9) 0.66539(8) 1.12849(6) 0.0171(2) Uani 1 1 d . . .
N1 N 0.5000 0.0000 1.0000 0.0398(14) Uani 1 2 d S . .
C1 C 0.1249(3) 0.3188(3) 0.8852(2) 0.0155(8) Uani 1 1 d . . .
C1A C -0.2536(4) 0.4998(3) 0.6963(2) 0.0187(9) Uani 1 1 d . . .
C2 C 0.0795(3) 0.4291(3) 0.8885(2) 0.0147(8) Uani 1 1 d . . .
C3 C 0.3885(4) 0.4754(3) 0.8073(2) 0.0148(8) Uani 1 1 d . . .
C4 C 0.5610(3) 0.6320(3) 1.2097(2) 0.0134(8) Uani 1 1 d . . .
C5 C 0.0406(4) 0.2028(3) 0.8347(2) 0.0157(8) Uani 1 1 d . . .
C6 C 0.0939(4) 0.1056(3) 0.7918(2) 0.0183(9) Uani 1 1 d . . .
H6 H 0.1844 0.1151 0.7927 0.022 Uiso 1 1 calc R . .
C7 C 0.0180(4) -0.0057(3) 0.7473(3) 0.0233(9) Uani 1 1 d . . .
H7 H 0.0554 -0.0715 0.7179 0.028 Uiso 1 1 calc R . .
C8 C -0.1130(4) -0.0179(3) 0.7471(3) 0.0252(10) Uani 1 1 d . . .
C9 C -0.1698(4) 0.0774(4) 0.7887(3) 0.0250(10) Uani 1 1 d . . .
H9 H -0.2603 0.0674 0.7875 0.030 Uiso 1 1 calc R . .
C10 C -0.0931(4) 0.1872(3) 0.8319(2) 0.0193(9) Uani 1 1 d . . .
H10 H -0.1317 0.2530 0.8601 0.023 Uiso 1 1 calc R . .
C11 C -0.0419(3) 0.4498(3) 0.8238(2) 0.0141(8) Uani 1 1 d . . .
C12 C -0.1238(4) 0.5345(3) 0.8500(3) 0.0181(9) Uani 1 1 d . . .
H12 H -0.1062 0.5759 0.9121 0.022 Uiso 1 1 calc R . .
C13 C -0.2308(4) 0.5593(3) 0.7867(3) 0.0199(9) Uani 1 1 d . . .
H13 H -0.2871 0.6161 0.8051 0.024 Uiso 1 1 calc R . .
C14 C -0.1763(4) 0.4139(3) 0.6685(3) 0.0208(9) Uani 1 1 d . . .
H14 H -0.1954 0.3717 0.6064 0.025 Uiso 1 1 calc R . .
C15 C -0.0706(4) 0.3897(3) 0.7320(2) 0.0193(9) Uani 1 1 d . . .
H15 H -0.0163 0.3312 0.7129 0.023 Uiso 1 1 calc R . .
C16 C 0.2942(4) 0.5224(3) 0.7407(2) 0.0156(8) Uani 1 1 d . . .
C17 C 0.2048(4) 0.5998(3) 0.7655(2) 0.0163(8) Uani 1 1 d . . .
H17 H 0.1994 0.6178 0.8251 0.020 Uiso 1 1 calc R . .
C18 C 0.1234(4) 0.6513(3) 0.7056(2) 0.0184(9) Uani 1 1 d . . .
H18 H 0.0628 0.7035 0.7238 0.022 Uiso 1 1 calc R . .
C19 C 0.1318(4) 0.6254(3) 0.6197(2) 0.0212(9) Uani 1 1 d . . .
C20 C 0.2173(4) 0.5481(3) 0.5919(3) 0.0247(10) Uani 1 1 d . . .
H20 H 0.2214 0.5303 0.5320 0.030 Uiso 1 1 calc R . .
C21 C 0.2974(4) 0.4965(3) 0.6522(2) 0.0207(9) Uani 1 1 d . . .
H21 H 0.3557 0.4425 0.6328 0.025 Uiso 1 1 calc R . .
C22 C 0.6142(4) 0.7314(3) 1.2951(2) 0.0159(8) Uani 1 1 d . . .
C23 C 0.7507(4) 0.7722(3) 1.3293(2) 0.0183(9) Uani 1 1 d . . .
H23 H 0.8099 0.7324 1.2998 0.022 Uiso 1 1 calc R . .
C24 C 0.8014(4) 0.8700(3) 1.4058(2) 0.0214(9) Uani 1 1 d . . .
H24 H 0.8942 0.8977 1.4283 0.026 Uiso 1 1 calc R . .
C25 C 0.7143(4) 0.9257(3) 1.4480(2) 0.0228(9) Uani 1 1 d . . .
C26 C 0.5793(4) 0.8850(4) 1.4176(3) 0.0322(11) Uani 1 1 d . . .
H26 H 0.5214 0.9225 1.4494 0.039 Uiso 1 1 calc R . .
C27 C 0.5295(4) 0.7886(3) 1.3403(3) 0.0239(9) Uani 1 1 d . . .
H27 H 0.4365 0.7616 1.3182 0.029 Uiso 1 1 calc R . .
C28 C 0.5547(9) 0.1160(7) 0.9980(6) 0.033(2) Uani 0.50 1 d P A 2
H28A H 0.5524 0.1787 1.0527 0.039 Uiso 0.50 1 calc PR A 2
H28B H 0.4969 0.1354 0.9451 0.039 Uiso 0.50 1 calc PR A 2
C28A C 0.6639(8) -0.0156(7) 1.0180(5) 0.027(2) Uani 0.50 1 d P A 1
H28C H 0.6955 -0.0443 1.0714 0.032 Uiso 0.50 1 calc PR A 1
H28D H 0.6733 -0.0783 0.9656 0.032 Uiso 0.50 1 calc PR A 1
C29 C 0.6956(10) 0.1183(9) 0.9937(7) 0.032(3) Uani 0.50 1 d P A 2
H29A H 0.6955 0.0549 0.9388 0.038 Uiso 0.50 1 calc PR A 2
H29B H 0.7198 0.1956 0.9853 0.038 Uiso 0.50 1 calc PR A 2
C29A C 0.7537(15) 0.0946(14) 1.0327(10) 0.035(4) Uani 0.50 1 d P A 1
H29C H 0.7620 0.1526 1.0919 0.042 Uiso 0.50 1 calc PR A 1
H29D H 0.7165 0.1328 0.9852 0.042 Uiso 0.50 1 calc PR A 1
C30 C 0.8044(15) 0.1027(14) 1.0707(9) 0.034(4) Uani 0.50 1 d P A 2
H30A H 0.8082 0.0164 1.0634 0.040 Uiso 0.50 1 calc PR A 2
H30B H 0.7847 0.1394 1.1277 0.040 Uiso 0.50 1 calc PR A 2
C30A C 0.8881(10) 0.0580(8) 1.0295(6) 0.039(2) Uani 0.50 1 d P A 1
H30C H 0.8799 0.0108 0.9670 0.047 Uiso 0.50 1 calc PR A 1
H30D H 0.9141 0.0049 1.0680 0.047 Uiso 0.50 1 calc PR A 1
C31 C 0.9984(14) 0.1595(15) 1.0597(9) 0.049(4) Uani 0.50 1 d P A 1
H31A H 0.9706 0.2169 1.0262 0.073 Uiso 0.50 1 calc PR A 1
H31B H 1.0790 0.1284 1.0483 0.073 Uiso 0.50 1 calc PR A 1
H31C H 1.0174 0.1994 1.1243 0.073 Uiso 0.50 1 calc PR A 1
C31A C 0.9374(13) 0.1599(14) 1.0750(9) 0.039(4) Uani 0.50 1 d P A 2
H31D H 0.9471 0.1385 1.0145 0.059 Uiso 0.50 1 calc PR A 2
H31E H 1.0093 0.1316 1.1150 0.059 Uiso 0.50 1 calc PR A 2
H31F H 0.9423 0.2470 1.0984 0.059 Uiso 0.50 1 calc PR A 2
C32 C 0.4946(9) 0.1028(7) 1.0813(5) 0.031(2) Uani 0.50 1 d P A 4
H32A H 0.5540 0.1735 1.0870 0.037 Uiso 0.50 1 calc PR A 4
H32B H 0.4024 0.1244 1.0703 0.037 Uiso 0.50 1 calc PR A 4
C32A C 0.5445(9) -0.0304(7) 1.0825(5) 0.027(2) Uani 0.50 1 d P A 3
H32C H 0.6381 -0.0477 1.0923 0.033 Uiso 0.50 1 calc PR A 3
H32D H 0.4897 -0.1044 1.0761 0.033 Uiso 0.50 1 calc PR A 3
C33 C 0.5364(6) 0.0717(5) 1.1702(3) 0.0535(15) Uani 1 1 d . . .
H33C H 0.6298 0.0529 1.1840 0.064 Uiso 0.50 1 calc PR A 4
H33D H 0.4777 0.0015 1.1664 0.064 Uiso 0.50 1 calc PR A 4
H33A H 0.5692 0.1507 1.1684 0.064 Uiso 0.50 1 calc PR A 3
H33B H 0.4422 0.0730 1.1698 0.064 Uiso 0.50 1 calc PR A 3
C34 C 0.5228(9) 0.1865(7) 1.2462(5) 0.027(2) Uani 0.50 1 d P A 4
H34A H 0.5734 0.2591 1.2462 0.032 Uiso 0.50 1 calc PR A 4
H34B H 0.4280 0.1997 1.2377 0.032 Uiso 0.50 1 calc PR A 4
C34A C 0.6144(9) 0.0505(8) 1.2507(5) 0.035(2) Uani 0.50 1 d P A 3
H34C H 0.7104 0.0588 1.2557 0.042 Uiso 0.50 1 calc PR A 3
H34D H 0.5881 -0.0311 1.2510 0.042 Uiso 0.50 1 calc PR A 3
C35 C 0.5849(5) 0.1532(5) 1.3365(3) 0.0548(15) Uani 1 1 d . . .
H35D H 0.6027 0.0697 1.3218 0.082 Uiso 0.50 1 calc PR A 4
H35E H 0.5218 0.1641 1.3715 0.082 Uiso 0.50 1 calc PR A 4
H35F H 0.6686 0.2052 1.3720 0.082 Uiso 0.50 1 calc PR A 4
H35A H 0.5169 0.2005 1.3125 0.082 Uiso 0.50 1 calc PR A 3
H35B H 0.6676 0.2060 1.3734 0.082 Uiso 0.50 1 calc PR A 3
H35C H 0.5531 0.1130 1.3736 0.082 Uiso 0.50 1 calc PR A 3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
S1 Co1 Co1 103.48(4) . 2_667
S1 Co1 S2 88.82(4) . .
S1 Co1 S3 109.89(4) . .
S1 Co1 S3 86.45(4) . 2_667
S1 Co1 S4 154.78(4) . .
S2 Co1 Co1 140.21(4) . 2_667
S2 Co1 S3 91.39(4) . .
S2 Co1 S3 166.09(4) . 2_667
S2 Co1 S4 90.09(4) . .
S3 Co1 Co1 53.70(3) 2_667 2_667
S3 Co1 Co1 48.82(3) . 2_667
S3 Co1 S3 102.53(3) 2_667 .
S3 Co1 S4 88.65(4) 2_667 .
S4 Co1 Co1 93.35(3) . 2_667
S4 Co1 S3 95.33(4) . .
C1 S1 Co1 106.48(13) . .
C2 S2 Co1 105.77(13) . .
Co1 S3 Co1 77.47(3) 2_667 .
C3 S3 Co1 109.64(12) . .
C3 S3 Co1 106.32(12) . 2_667
C4 S4 Co1 104.79(12) . .
C28 N1 C28 179.999(1) . 2_657
C28 N1 C28A 78.1(4) 2_657 2_657
C28 N1 C28A 101.9(4) . 2_657
C28 N1 C28A 101.9(4) 2_657 .
C28 N1 C28A 78.1(4) . .
C28 N1 C32 111.8(5) . 2_657
C28 N1 C32 68.2(5) 2_657 2_657
C28 N1 C32 68.2(5) . .
C28 N1 C32 111.8(5) 2_657 .
C28A N1 C28A 179.998(3) . 2_657
C32 N1 C28A 74.9(4) 2_657 .
C32 N1 C28A 105.1(4) . .
C32 N1 C28A 74.9(4) . 2_657
C32 N1 C28A 105.1(4) 2_657 2_657
C32 N1 C32 180.0(6) 2_657 .
C32A N1 C28 61.8(5) 2_657 .
C32A N1 C28 61.8(5) . 2_657
C32A N1 C28 118.2(5) 2_657 2_657
C32A N1 C28 118.2(5) . .
C32A N1 C28A 73.6(4) 2_657 2_657
C32A N1 C28A 106.4(4) . 2_657
C32A N1 C28A 106.4(4) 2_657 .
C32A N1 C28A 73.6(4) . .
C32A N1 C32 111.8(4) . 2_657
C32A N1 C32 68.2(4) 2_657 2_657
C32A N1 C32 68.2(4) . .
C32A N1 C32 111.8(4) 2_657 .
C32A N1 C32A 180.000(3) . 2_657
C2 C1 S1 118.8(3) . .
C2 C1 C5 124.0(3) . .
C5 C1 S1 117.1(3) . .
C13 C1A Br1 119.6(3) . .
C14 C1A Br1 118.9(3) . .
C14 C1A C13 121.5(3) . .
C1 C2 S2 118.0(3) . .
C1 C2 C11 125.0(3) . .
C11 C2 S2 116.8(3) . .
C4 C3 S3 117.0(3) 2_667 .
C4 C3 C16 126.9(3) 2_667 .
C16 C3 S3 115.9(3) . .
C3 C4 S4 121.4(3) 2_667 .
C3 C4 C22 124.1(3) 2_667 .
C22 C4 S4 114.3(3) . .
C6 C5 C1 120.7(3) . .
C6 C5 C10 118.3(3) . .
C10 C5 C1 121.0(3) . .
C5 C6 H6 119.2 . .
C5 C6 C7 121.6(4) . .
C7 C6 H6 119.2 . .
C6 C7 H7 120.8 . .
C8 C7 C6 118.3(4) . .
C8 C7 H7 120.8 . .
C7 C8 Br5 118.6(3) . .
C7 C8 C9 121.6(4) . .
C9 C8 Br5 119.8(3) . .
C8 C9 H9 120.4 . .
C10 C9 C8 119.2(4) . .
C10 C9 H9 120.4 . .
C5 C10 H10 119.5 . .
C9 C10 C5 121.0(4) . .
C9 C10 H10 119.5 . .
C12 C11 C2 122.4(3) . .
C12 C11 C15 118.2(3) . .
C15 C11 C2 119.3(3) . .
C11 C12 H12 119.4 . .
C13 C12 C11 121.1(3) . .
C13 C12 H12 119.4 . .
C1A C13 C12 118.8(4) . .
C1A C13 H13 120.6 . .
C12 C13 H13 120.6 . .
C1A C14 H14 120.4 . .
C1A C14 C15 119.2(3) . .
C15 C14 H14 120.4 . .
C11 C15 H15 119.4 . .
C14 C15 C11 121.2(3) . .
C14 C15 H15 119.4 . .
C17 C16 C3 121.3(3) . .
C21 C16 C3 121.2(3) . .
C21 C16 C17 117.3(3) . .
C16 C17 H17 119.1 . .
C18 C17 C16 121.9(3) . .
C18 C17 H17 119.1 . .
C17 C18 H18 120.5 . .
C19 C18 C17 118.9(4) . .
C19 C18 H18 120.5 . .
C18 C19 Br3 119.1(3) . .
C18 C19 C20 121.2(3) . .
C20 C19 Br3 119.7(3) . .
C19 C20 H20 120.3 . .
C19 C20 C21 119.3(4) . .
C21 C20 H20 120.3 . .
C16 C21 H21 119.3 . .
C20 C21 C16 121.4(4) . .
C20 C21 H21 119.3 . .
C23 C22 C4 120.3(3) . .
C27 C22 C4 121.0(3) . .
C27 C22 C23 118.6(3) . .
C22 C23 H23 119.4 . .
C24 C23 C22 121.3(3) . .
C24 C23 H23 119.4 . .
C23 C24 H24 120.8 . .
C25 C24 C23 118.5(4) . .
C25 C24 H24 120.8 . .
C24 C25 Br4 119.4(3) . .
C24 C25 C26 121.7(3) . .
C26 C25 Br4 118.9(3) . .
C25 C26 H26 120.4 . .
C25 C26 C27 119.2(4) . .
C27 C26 H26 120.4 . .
C22 C27 H27 119.7 . .
C26 C27 C22 120.6(4) . .
C26 C27 H27 119.7 . .
N1 C28 H28A 108.9 . .
N1 C28 H28B 108.9 . .
N1 C28 C29 113.3(7) . .
H28A C28 H28B 107.7 . .
C29 C28 H28A 108.9 . .
C29 C28 H28B 108.9 . .
N1 C28A H28C 108.3 . .
N1 C28A H28D 108.3 . .
H28C C28A H28D 107.4 . .
C29A C28A N1 115.9(8) . .
C29A C28A H28C 108.3 . .
C29A C28A H28D 108.3 . .
C28 C29 H29A 107.5 . .
C28 C29 H29B 107.5 . .
H29A C29 H29B 107.0 . .
C30 C29 C28 119.1(12) . .
C30 C29 H29A 107.5 . .
C30 C29 H29B 107.5 . .
C28A C29A H29C 110.2 . .
C28A C29A H29D 110.2 . .
C28A C29A C30A 107.8(11) . .
H29C C29A H29D 108.5 . .
C30A C29A H29C 110.2 . .
C30A C29A H29D 110.2 . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
C29 C30 C31A 110.8(13) . .
H30A C30 H30B 108.1 . .
C31A C30 H30A 109.5 . .
C31A C30 H30B 109.5 . .
C29A C30A H30C 108.5 . .
C29A C30A H30D 108.5 . .
C29A C30A C31 115.1(11) . .
H30C C30A H30D 107.5 . .
C31 C30A H30C 108.5 . .
C31 C30A H30D 108.5 . .
C30 C31A H31D 109.5 . .
C30 C31A H31E 109.5 . .
C30 C31A H31F 109.5 . .
H31D C31A H31E 109.5 . .
H31D C31A H31F 109.5 . .
H31E C31A H31F 109.5 . .
N1 C32 H32A 108.9 . .
N1 C32 H32B 108.9 . .
H32A C32 H32B 107.7 . .
C33 C32 N1 113.2(5) . .
C33 C32 H32A 108.9 . .
C33 C32 H32B 108.9 . .
N1 C32A H32C 108.6 . .
N1 C32A H32D 108.6 . .
N1 C32A C33 114.5(5) . .
H32C C32A H32D 107.6 . .
C33 C32A H32C 108.6 . .
C33 C32A H32D 108.6 . .
C32 C33 C32A 64.0(4) . .
C32 C33 H33C 110.4 . .
C32 C33 H33D 110.4 . .
C32 C33 H33A 60.3 . .
C32 C33 H33B 87.7 . .
C32 C33 C34 106.4(5) . .
C32A C33 H33C 73.6 . .
C32A C33 H33D 75.4 . .
C32A C33 H33A 109.4 . .
C32A C33 H33B 109.4 . .
H33C C33 H33D 108.6 . .
H33C C33 H33A 88.4 . .
H33C C33 H33B 160.2 . .
H33D C33 H33A 162.9 . .
H33D C33 H33B 55.6 . .
H33A C33 H33B 108.0 . .
C34 C33 C32A 170.4(5) . .
C34 C33 H33C 110.4 . .
C34 C33 H33D 110.4 . .
C34 C33 H33A 62.8 . .
C34 C33 H33B 69.8 . .
C34A C33 C32 162.6(7) . .
C34A C33 C32A 111.0(5) . .
C34A C33 H33C 53.2 . .
C34A C33 H33D 82.9 . .
C34A C33 H33A 109.4 . .
C34A C33 H33B 109.4 . .
C34A C33 C34 77.8(5) . .
C33 C34 H34A 111.2 . .
C33 C34 H34B 111.2 . .
H34A C34 H34B 109.1 . .
C35 C34 C33 103.0(5) . .
C35 C34 H34A 111.2 . .
C35 C34 H34B 111.2 . .
C33 C34A H34C 110.4 . .
C33 C34A H34D 110.4 . .
C33 C34A C35 106.5(6) . .
H34C C34A H34D 108.6 . .
C35 C34A H34C 110.4 . .
C35 C34A H34D 110.4 . .
C34 C35 C34A 71.0(4) . .
C34 C35 H35D 109.5 . .
C34 C35 H35E 109.5 . .
C34 C35 H35F 109.5 . .
C34 C35 H35A 41.0 . .
C34 C35 H35B 110.3 . .
C34 C35 H35C 137.1 . .
C34A C35 H35D 41.9 . .
C34A C35 H35E 139.5 . .
C34A C35 H35F 108.0 . .
C34A C35 H35A 109.5 . .
C34A C35 H35B 109.5 . .
C34A C35 H35C 109.5 . .
H35D C35 H35E 109.5 . .
H35D C35 H35F 109.5 . .
H35D C35 H35A 137.6 . .
H35D C35 H35B 110.2 . .
H35D C35 H35C 70.2 . .
H35E C35 H35F 109.5 . .
H35E C35 H35A 71.2 . .
H35E C35 H35B 107.9 . .
H35E C35 H35C 41.7 . .
H35F C35 H35A 109.8 . .
H35F C35 H35B 1.6 . .
H35F C35 H35C 110.7 . .
H35A C35 H35B 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1A 1.902(4) .
Br3 C19 1.912(4) .
Br4 C25 1.911(4) .
Br5 C8 1.903(4) .
Co1 Co1 2.8329(10) 2_667
Co1 S1 2.1686(10) .
Co1 S2 2.1720(10) .
Co1 S3 2.3389(11) .
Co1 S3 2.1842(10) 2_667
Co1 S4 2.2078(10) .
S1 C1 1.720(4) .
S2 C2 1.733(4) .
S3 Co1 2.1842(10) 2_667
S3 C3 1.750(4) .
S4 C4 1.724(3) .
N1 C28 1.473(8) 2_657
N1 C28 1.473(8) .
N1 C28A 1.691(8) 2_657
N1 C28A 1.691(8) .
N1 C32 1.538(8) .
N1 C32 1.538(8) 2_657
N1 C32A 1.435(8) .
N1 C32A 1.435(8) 2_657
C1 C2 1.387(5) .
C1 C5 1.483(5) .
C1A C13 1.385(5) .
C1A C14 1.376(5) .
C2 C11 1.480(5) .
C3 C4 1.372(5) 2_667
C3 C16 1.488(5) .
C4 C3 1.372(5) 2_667
C4 C22 1.488(5) .
C5 C6 1.388(5) .
C5 C10 1.398(5) .
C6 H6 0.9500 .
C6 C7 1.394(5) .
C7 H7 0.9500 .
C7 C8 1.381(6) .
C8 C9 1.385(6) .
C9 H9 0.9500 .
C9 C10 1.382(5) .
C10 H10 0.9500 .
C11 C12 1.393(5) .
C11 C15 1.399(5) .
C12 H12 0.9500 .
C12 C13 1.392(5) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C14 C15 1.382(5) .
C15 H15 0.9500 .
C16 C17 1.394(5) .
C16 C21 1.394(5) .
C17 H17 0.9500 .
C17 C18 1.389(5) .
C18 H18 0.9500 .
C18 C19 1.372(5) .
C19 C20 1.378(5) .
C20 H20 0.9500 .
C20 C21 1.388(5) .
C21 H21 0.9500 .
C22 C23 1.397(5) .
C22 C27 1.389(5) .
C23 H23 0.9500 .
C23 C24 1.390(5) .
C24 H24 0.9500 .
C24 C25 1.374(5) .
C25 C26 1.384(6) .
C26 H26 0.9500 .
C26 C27 1.388(5) .
C27 H27 0.9500 .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C28 C29 1.505(13) .
C28A H28C 0.9900 .
C28A H28D 0.9900 .
C28A C29A 1.497(17) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C29 C30 1.493(13) .
C29A H29C 0.9900 .
C29A H29D 0.9900 .
C29A C30A 1.503(18) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C30 C31A 1.51(2) .
C30A H30C 0.9900 .
C30A H30D 0.9900 .
C30A C31 1.506(18) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C31A H31D 0.9800 .
C31A H31E 0.9800 .
C31A H31F 0.9800 .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C32 C33 1.533(9) .
C32A H32C 0.9900 .
C32A H32D 0.9900 .
C32A C33 1.612(9) .
C33 H33C 0.9900 .
C33 H33D 0.9900 .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C33 C34 1.597(9) .
C33 C34A 1.423(9) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C34 C35 1.586(9) .
C34A H34C 0.9900 .
C34A H34D 0.9900 .
C34A C35 1.682(10) .
C35 H35D 0.9800 .
C35 H35E 0.9800 .
C35 H35F 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
Br1 C1A C13 C12 -176.4(3) . .
Br1 C1A C14 C15 176.6(3) . .
Br3 C19 C20 C21 177.3(3) . .
Br4 C25 C26 C27 176.6(3) . .
Br5 C8 C9 C10 -179.6(3) . .
Co1 Co1 S1 C1 -132.67(13) 2_667 .
Co1 Co1 S2 C2 97.04(14) 2_667 .
Co1 Co1 S3 C3 103.09(13) 2_667 .
Co1 Co1 S4 C4 -63.85(13) 2_667 .
Co1 S1 C1 C2 -2.2(3) . .
Co1 S1 C1 C5 -178.2(2) . .
Co1 S2 C2 C1 15.5(3) . .
Co1 S2 C2 C11 -159.4(2) . .
Co1 S3 C3 C4 -70.6(3) . 2_667
Co1 S3 C3 C4 11.6(3) 2_667 2_667
Co1 S3 C3 C16 -163.3(2) 2_667 .
Co1 S3 C3 C16 114.5(3) . .
Co1 S4 C4 C3 6.5(3) . 2_667
Co1 S4 C4 C22 -177.5(2) . .
S1 Co1 S2 C2 -12.80(13) . .
S1 Co1 S3 Co1 -90.73(4) . 2_667
S1 Co1 S3 C3 12.35(14) . .
S1 Co1 S4 C4 68.39(16) . .
S1 C1 C2 S2 -9.0(4) . .
S1 C1 C2 C11 165.4(3) . .
S1 C1 C5 C6 -40.2(4) . .
S1 C1 C5 C10 137.4(3) . .
S2 Co1 S1 C1 9.09(13) . .
S2 Co1 S3 Co1 -179.98(4) . 2_667
S2 Co1 S3 C3 -76.89(13) . .
S2 Co1 S4 C4 155.81(13) . .
S2 C2 C11 C12 -41.3(4) . .
S2 C2 C11 C15 133.4(3) . .
S3 Co1 S1 C1 -81.96(13) . .
S3 Co1 S1 C1 176.00(13) 2_667 .
S3 Co1 S2 C2 -82.8(2) 2_667 .
S3 Co1 S2 C2 97.06(13) . .
S3 Co1 S3 Co1 0.0 2_667 2_667
S3 Co1 S3 C3 103.09(13) 2_667 .
S3 Co1 S4 C4 -112.79(13) . .
S3 Co1 S4 C4 -10.33(13) 2_667 .
S3 C3 C16 C17 -35.0(4) . .
S3 C3 C16 C21 141.1(3) . .
S4 Co1 S1 C1 96.79(16) . .
S4 Co1 S2 C2 -167.61(13) . .
S4 Co1 S3 Co1 89.80(4) . 2_667
S4 Co1 S3 C3 -167.11(13) . .
S4 C4 C22 C23 -124.8(3) . .
S4 C4 C22 C27 52.5(4) . .
N1 C28 C29 C30 -64.1(13) . .
N1 C28A C29A C30A -169.3(7) . .
N1 C32 C33 C32A 2.0(6) . .
N1 C32 C33 C34 -179.1(6) . .
N1 C32 C33 C34A 79(2) . .
N1 C32A C33 C32 -2.1(6) . .
N1 C32A C33 C34 -9(4) . .
N1 C32A C33 C34A -163.9(6) . .
C1 C2 C11 C12 144.1(4) . .
C1 C2 C11 C15 -41.2(5) . .
C1 C5 C6 C7 177.1(3) . .
C1 C5 C10 C9 -176.7(3) . .
C1A C14 C15 C11 0.8(6) . .
C2 C1 C5 C6 144.0(4) . .
C2 C1 C5 C10 -38.3(5) . .
C2 C11 C12 C13 174.4(3) . .
C2 C11 C15 C14 -174.4(3) . .
C3 C4 C22 C23 51.2(5) 2_667 .
C3 C4 C22 C27 -131.5(4) 2_667 .
C3 C16 C17 C18 175.1(3) . .
C3 C16 C21 C20 -174.6(3) . .
C4 C3 C16 C17 150.7(4) 2_667 .
C4 C3 C16 C21 -33.3(6) 2_667 .
C4 C22 C23 C24 175.7(3) . .
C4 C22 C27 C26 -176.9(4) . .
C5 C1 C2 S2 166.6(3) . .
C5 C1 C2 C11 -18.9(6) . .
C5 C6 C7 C8 -0.4(6) . .
C6 C5 C10 C9 1.0(5) . .
C6 C7 C8 Br5 -180.0(3) . .
C6 C7 C8 C9 0.9(6) . .
C7 C8 C9 C10 -0.4(6) . .
C8 C9 C10 C5 -0.5(6) . .
C10 C5 C6 C7 -0.6(5) . .
C11 C12 C13 C1A -1.2(5) . .
C12 C11 C15 C14 0.5(5) . .
C13 C1A C14 C15 -2.4(6) . .
C14 C1A C13 C12 2.6(5) . .
C15 C11 C12 C13 -0.3(5) . .
C16 C17 C18 C19 -0.3(6) . .
C17 C16 C21 C20 1.6(6) . .
C17 C18 C19 Br3 -176.9(3) . .
C17 C18 C19 C20 1.2(6) . .
C18 C19 C20 C21 -0.7(6) . .
C19 C20 C21 C16 -0.7(6) . .
C21 C16 C17 C18 -1.1(5) . .
C22 C23 C24 C25 0.6(6) . .
C23 C22 C27 C26 0.5(6) . .
C23 C24 C25 Br4 -177.7(3) . .
C23 C24 C25 C26 1.7(6) . .
C24 C25 C26 C27 -2.8(7) . .
C25 C26 C27 C22 1.7(7) . .
C27 C22 C23 C24 -1.6(6) . .
C28 N1 C28 C29 82(43) 2_657 .
C28 N1 C28A C29A -172.0(8) 2_657 .
C28 N1 C28A C29A 8.0(8) . .
C28 N1 C32 C33 -137.3(8) . .
C28 N1 C32 C33 42.7(8) 2_657 .
C28 N1 C32A C33 -129.9(8) 2_657 .
C28 N1 C32A C33 50.1(8) . .
C28 C29 C30 C31A -154.7(11) . .
C28A N1 C28 C29 -168.3(7) 2_657 .
C28A N1 C28 C29 11.7(7) . .
C28A N1 C28A C29A -45(11) 2_657 .
C28A N1 C32 C33 -67.1(7) . .
C28A N1 C32 C33 112.9(7) 2_657 .
C28A N1 C32A C33 116.3(7) . .
C28A N1 C32A C33 -63.7(7) 2_657 .
C28A C29A C30A C31 -169.3(9) . .
C32 N1 C28 C29 123.6(8) . .
C32 N1 C28 C29 -56.4(8) 2_657 .
C32 N1 C28A C29A 124.8(9) 2_657 .
C32 N1 C28A C29A -55.2(9) . .
C32 N1 C32 C33 20(60) 2_657 .
C32 N1 C32A C33 2.1(6) . .
C32 N1 C32A C33 -177.9(6) 2_657 .
C32 C33 C34 C35 -173.1(6) . .
C32 C33 C34A C35 116.1(19) . .
C32A N1 C28 C29 75.6(9) . .
C32A N1 C28 C29 -104.4(9) 2_657 .
C32A N1 C28A C29A -116.4(9) . .
C32A N1 C28A C29A 63.6(9) 2_657 .
C32A N1 C32 C33 -2.2(6) . .
C32A N1 C32 C33 177.8(6) 2_657 .
C32A N1 C32A C33 -58(100) 2_657 .
C32A C33 C34 C35 -167(3) . .
C32A C33 C34A C35 -174.0(5) . .
C33 C34 C35 C34A 9.2(5) . .
C33 C34A C35 C34 -10.5(6) . .
C34 C33 C34A C35 10.1(6) . .
C34A C33 C34 C35 -10.5(6) . .
