#------------------------------------------------------------------------------
#$Date: 2024-06-12 05:07:36 +0300 (Wed, 12 Jun 2024) $
#$Revision: 292295 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/18/1571807.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1571807
loop_
_publ_author_name
'Shin, Jeongcheol'
'Kim, Jin'
'Choi, Jonghoon'
_publ_section_title
;
 Triacetonitrile(1,4,7-trimethyl-1,4,7-triazacyclononane)cobalt(II)
 bis(tetraphenylborate)
;
_journal_coeditor_code           BX4029
_journal_issue                   6
_journal_name_full               IUCrData
_journal_paper_doi               10.1107/S241431462400539X
_journal_volume                  9
_journal_year                    2024
_chemical_formula_iupac          '[Co (C2 H3 N)3 (C9 H21 N3)] (C24 H20 B)2'
_chemical_formula_moiety         'C15 H30 Co N6 2+, 2(C24 H20 B -)'
_chemical_formula_sum            'C63 H70 B2 Co N6'
_chemical_formula_weight         991.80
_chemical_name_systematic
;
Triacetonitrile(1,4,7-trimethyl-1,4,7-triazacyclononane)cobalt(II)
bis(tetraphenylborate)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90.332(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.1245(16)
_cell_length_b                   11.6689(10)
_cell_length_c                   26.067(2)
_cell_measurement_reflns_used    9821
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      24.65
_cell_measurement_theta_min      2.21
_cell_volume                     5512.9(8)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
CIFTAB (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII CCD detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            112545
_diffrn_reflns_theta_full        24.757
_diffrn_reflns_theta_max         24.757
_diffrn_reflns_theta_min         1.912
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.356
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6273
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platy
_exptl_crystal_F_000             2108
_exptl_crystal_size_max          0.101
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.632
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     655
_refine_ls_number_reflns         9437
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.142
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0330P)²+3.7116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1069
_reflns_number_gt                6984
_reflns_number_total             9437
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bx4029.cif
_cod_data_source_block           I
_cod_original_cell_volume        5513.0(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1571807
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.965
_shelx_estimated_absorpt_t_max   0.982
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co1 0.26079(2) 0.21794(3) 0.37198(2) 0.02127(11) Uani d 1 . .
N N1 0.36590(12) 0.2774(2) 0.34576(9) 0.0289(6) Uani d 1 . .
N N2 0.32689(13) 0.1042(2) 0.41730(9) 0.0364(6) Uani d 1 . .
N N3 0.27676(13) 0.09052(19) 0.31402(8) 0.0297(6) Uani d 1 . .
N N4 0.25061(14) 0.3410(2) 0.43183(9) 0.0373(6) Uani d 1 . .
N N5 0.20270(13) 0.3280(2) 0.32282(9) 0.0324(6) Uani d 1 . .
N N6 0.15961(13) 0.1475(2) 0.40119(9) 0.0302(6) Uani d 1 . .
C C1 0.37595(19) 0.4025(3) 0.34969(14) 0.0500(9) Uani d 1 . .
H H1A 0.422038 0.424526 0.332853 0.075 Uiso calc 1 . .
H H1B 0.378075 0.424796 0.385918 0.075 Uiso calc 1 . .
H H1C 0.334415 0.441435 0.332902 0.075 Uiso calc 1 . .
C C10 0.23835(17) 0.4038(3) 0.46362(12) 0.0376(8) Uani d 1 . .
C C2 0.42496(16) 0.2172(3) 0.37525(12) 0.0445(8) Uani d 1 . .
H H2A 0.465850 0.271200 0.382424 0.053 Uiso calc 1 . .
H H2B 0.444754 0.153452 0.354361 0.053 Uiso calc 1 . .
C C11 0.2220(2) 0.4837(3) 0.50480(13) 0.0664(12) Uani d 1 . .
H H11A 0.219402 0.561709 0.490959 0.100 Uiso calc 1 . .
H H11B 0.260938 0.479669 0.530955 0.100 Uiso calc 1 . .
H H11C 0.174521 0.463643 0.520243 0.100 Uiso calc 1 . .
C C12 0.17103(16) 0.3839(3) 0.29450(11) 0.0292(7) Uani d 1 . .
C C13 0.13107(17) 0.4524(3) 0.25734(11) 0.0375(8) Uani d 1 . .
H H13A 0.089775 0.490987 0.274242 0.056 Uiso calc 1 . .
H H13B 0.112109 0.402832 0.229941 0.056 Uiso calc 1 . .
H H13C 0.164259 0.509904 0.242679 0.056 Uiso calc 1 . .
C C14 0.11375(16) 0.1172(3) 0.42739(11) 0.0292(7) Uani d 1 . .
C C15 0.05684(17) 0.0781(3) 0.46240(11) 0.0408(8) Uani d 1 . .
H H15A 0.013637 0.128266 0.459471 0.061 Uiso calc 1 . .
H H15B 0.075843 0.080410 0.497662 0.061 Uiso calc 1 . .
H H15C 0.042689 -0.000565 0.453668 0.061 Uiso calc 1 . .
C C16 0.00729(16) 0.8301(3) 0.37025(10) 0.0298(7) Uani d 1 . .
C C17 -0.06356(17) 0.8249(3) 0.39156(11) 0.0399(8) Uani d 1 . .
H H17 -0.079004 0.755634 0.407378 0.048 Uiso calc 1 . .
C C18 -0.11219(19) 0.9176(3) 0.39040(13) 0.0514(10) Uani d 1 . .
H H18 -0.159485 0.910873 0.405629 0.062 Uiso calc 1 . .
C C19 -0.0918(2) 1.0189(3) 0.36720(13) 0.0546(11) Uani d 1 . .
H H19 -0.124900 1.081956 0.366144 0.066 Uiso calc 1 . .
C C20 -0.0233(2) 1.0274(3) 0.34574(13) 0.0489(9) Uani d 1 . .
H H20 -0.008721 1.096751 0.329605 0.059 Uiso calc 1 . .
C C21 0.02505(17) 0.9348(3) 0.34749(11) 0.0369(8) Uani d 1 . .
H H21 0.072390 0.943247 0.332497 0.044 Uiso calc 1 . .
C C22 0.02576(14) 0.5992(2) 0.36243(10) 0.0242(6) Uani d 1 . .
C C23 0.05553(15) 0.4955(2) 0.37991(10) 0.0280(7) Uani d 1 . .
H H23 0.096128 0.498067 0.403093 0.034 Uiso calc 1 . .
C C24 0.02860(16) 0.3893(3) 0.36499(11) 0.0307(7) Uani d 1 . .
H H24 0.050531 0.321261 0.378052 0.037 Uiso calc 1 . .
C C25 -0.02994(16) 0.3825(3) 0.33126(11) 0.0343(7) Uani d 1 . .
H H25 -0.048891 0.310153 0.320958 0.041 Uiso calc 1 . .
C C26 -0.06053(16) 0.4821(3) 0.31272(12) 0.0357(7) Uani d 1 . .
H H26 -0.100747 0.478443 0.289238 0.043 Uiso calc 1 . .
C C27 -0.03319(15) 0.5880(2) 0.32799(11) 0.0304(7) Uani d 1 . .
H H27 -0.055402 0.655411 0.314519 0.037 Uiso calc 1 . .
C C28 0.09238(16) 0.7265(3) 0.43650(10) 0.0316(7) Uani d 1 . .
C C29 0.14978(18) 0.7970(3) 0.45322(11) 0.0398(8) Uani d 1 . .
H H29 0.175407 0.841343 0.428474 0.048 Uiso calc 1 . .
C C30 0.1714(2) 0.8056(3) 0.50445(12) 0.0496(9) Uani d 1 . .
H H30 0.210939 0.854754 0.513967 0.060 Uiso calc 1 . .
C C31 0.1354(2) 0.7431(3) 0.54106(12) 0.0546(10) Uani d 1 . .
H H31 0.150092 0.747998 0.576031 0.065 Uiso calc 1 . .
C C32 0.0779(2) 0.6732(3) 0.52669(12) 0.0555(10) Uani d 1 . .
H H32 0.052427 0.629733 0.551826 0.067 Uiso calc 1 . .
C C33 0.05695(18) 0.6660(3) 0.47559(11) 0.0441(9) Uani d 1 . .
H H33 0.016674 0.617682 0.466679 0.053 Uiso calc 1 . .
C C34 0.13362(14) 0.7270(2) 0.33569(10) 0.0247(6) Uani d 1 . .
C C35 0.12318(15) 0.7591(2) 0.28431(10) 0.0295(7) Uani d 1 . .
H H35 0.075907 0.785862 0.273925 0.035 Uiso calc 1 . .
C C36 0.17851(16) 0.7535(2) 0.24803(11) 0.0349(8) Uani d 1 . .
H H36 0.168751 0.776946 0.213751 0.042 Uiso calc 1 . .
C C37 0.24763(16) 0.7143(3) 0.26137(12) 0.0363(8) Uani d 1 . .
H H37 0.285910 0.711189 0.236663 0.044 Uiso calc 1 . .
C C38 0.26038(16) 0.6794(2) 0.31121(12) 0.0352(8) Uani d 1 . .
H H38 0.307613 0.651257 0.320943 0.042 Uiso calc 1 . .
C C39 0.20450(15) 0.6854(2) 0.34707(11) 0.0306(7) Uani d 1 . .
H H39 0.214621 0.660199 0.381041 0.037 Uiso calc 1 . .
C C40 0.51258(14) 0.7520(2) 0.31920(10) 0.0215(6) Uani d 1 . .
C C41 0.49323(14) 0.6505(2) 0.29379(10) 0.0256(6) Uani d 1 . .
H H41 0.507706 0.579698 0.308791 0.031 Uiso calc 1 . .
C C42 0.45418(14) 0.6477(2) 0.24806(10) 0.0261(7) Uani d 1 . .
H H42 0.442318 0.576246 0.232589 0.031 Uiso calc 1 . .
C C43 0.43240(14) 0.7490(2) 0.22484(10) 0.0249(7) Uani d 1 . .
H H43 0.407080 0.748123 0.192831 0.030 Uiso calc 1 . .
C C44 0.44819(14) 0.8509(2) 0.24909(10) 0.0254(6) Uani d 1 . .
H H44 0.432404 0.921059 0.234134 0.031 Uiso calc 1 . .
C C45 0.48688(14) 0.8523(2) 0.29510(10) 0.0254(6) Uani d 1 . .
H H45 0.496444 0.923995 0.311034 0.030 Uiso calc 1 . .
C C46 0.49871(15) 0.7112(2) 0.41940(10) 0.0246(6) Uani d 1 . .
C C47 0.52292(17) 0.6700(2) 0.46687(10) 0.0315(7) Uani d 1 . .
H H47 0.574506 0.662922 0.472701 0.038 Uiso calc 1 . .
C C48 0.47564(19) 0.6390(3) 0.50568(11) 0.0388(8) Uani d 1 . .
H H48 0.494909 0.610553 0.537172 0.047 Uiso calc 1 . .
C C49 0.40053(19) 0.6491(3) 0.49892(11) 0.0414(8) Uani d 1 . .
H H49 0.367657 0.628399 0.525620 0.050 Uiso calc 1 . .
C C50 0.37390(18) 0.6897(3) 0.45288(12) 0.0411(8) Uani d 1 . .
H H50 0.322223 0.697581 0.447692 0.049 Uiso calc 1 . .
C C51 0.42219(16) 0.7190(2) 0.41404(11) 0.0322(7) Uani d 1 . .
H H51 0.402379 0.745589 0.382387 0.039 Uiso calc 1 . .
C C52 0.62601(15) 0.6606(2) 0.37250(9) 0.0251(6) Uani d 1 . .
C C53 0.70063(16) 0.6897(3) 0.36737(11) 0.0357(8) Uani d 1 . .
H H53 0.713522 0.768607 0.367493 0.043 Uiso calc 1 . .
C C54 0.75655(18) 0.6100(3) 0.36213(12) 0.0446(9) Uani d 1 . .
H H54 0.806155 0.635014 0.358631 0.054 Uiso calc 1 . .
C C55 0.74065(19) 0.4944(3) 0.36195(11) 0.0447(9) Uani d 1 . .
H H55 0.778641 0.439427 0.357178 0.054 Uiso calc 1 . .
C C56 0.66883(18) 0.4603(3) 0.36880(10) 0.0374(8) Uani d 1 . .
H H56 0.656977 0.381066 0.369708 0.045 Uiso calc 1 . .
C C57 0.61333(16) 0.5420(2) 0.37443(10) 0.0297(7) Uani d 1 . .
H H57 0.564322 0.516009 0.379859 0.036 Uiso calc 1 . .
C C58 0.58565(15) 0.8834(2) 0.38696(10) 0.0248(6) Uani d 1 . .
C C59 0.63458(16) 0.9399(3) 0.35433(11) 0.0326(7) Uani d 1 . .
H H59 0.650183 0.901700 0.324077 0.039 Uiso calc 1 . .
C C60 0.66161(17) 1.0498(3) 0.36415(12) 0.0407(8) Uani d 1 . .
H H60 0.696074 1.083950 0.341477 0.049 Uiso calc 1 . .
C C61 0.63802(18) 1.1086(3) 0.40693(12) 0.0406(8) Uani d 1 . .
H H61 0.656582 1.183091 0.414112 0.049 Uiso calc 1 . .
C C62 0.58764(17) 1.0590(3) 0.43899(11) 0.0357(8) Uani d 1 . .
H H62 0.569907 1.099913 0.467905 0.043 Uiso calc 1 . .
C C63 0.56245(15) 0.9482(2) 0.42911(10) 0.0285(7) Uani d 1 . .
H H63 0.527914 0.915169 0.452055 0.034 Uiso calc 1 . .
B B1 0.06470(17) 0.7221(3) 0.37633(12) 0.0270(7) Uani d 1 . .
B B2 0.55686(17) 0.7525(3) 0.37481(12) 0.0241(7) Uani d 1 . .
C C3 0.39592(16) 0.1703(3) 0.42524(12) 0.0470(9) Uani d 1 . .
H H3A 0.433697 0.120075 0.441105 0.056 Uiso calc 1 . .
H H3B 0.386375 0.234537 0.449104 0.056 Uiso calc 1 . .
C C4 0.29529(19) 0.0746(3) 0.46769(12) 0.0538(10) Uani d 1 . .
H H4A 0.331093 0.029267 0.487397 0.081 Uiso calc 1 . .
H H4B 0.250094 0.029752 0.462629 0.081 Uiso calc 1 . .
H H4C 0.283707 0.144979 0.486477 0.081 Uiso calc 1 . .
C C5 0.3405(2) -0.0026(3) 0.38691(13) 0.0509(9) Uani d 1 . .
H H5A 0.337486 -0.069866 0.409939 0.061 Uiso calc 1 . .
H H5B 0.390920 0.000031 0.372569 0.061 Uiso calc 1 . .
C C6 0.2858(2) -0.0163(3) 0.34395(13) 0.0464(9) Uani d 1 . .
H H6A 0.302433 -0.078417 0.320865 0.056 Uiso calc 1 . .
H H6B 0.237452 -0.039030 0.358283 0.056 Uiso calc 1 . .
C C7 0.21341(17) 0.0771(3) 0.27841(12) 0.0462(9) Uani d 1 . .
H H7A 0.220658 0.008683 0.257235 0.069 Uiso calc 1 . .
H H7B 0.209788 0.144769 0.256266 0.069 Uiso calc 1 . .
H H7C 0.167867 0.069012 0.298162 0.069 Uiso calc 1 . .
C C8 0.34430(16) 0.1195(2) 0.28411(11) 0.0330(7) Uani d 1 . .
H H8A 0.335250 0.103584 0.247305 0.040 Uiso calc 1 . .
H H8B 0.385719 0.070483 0.295726 0.040 Uiso calc 1 . .
C C9 0.36514(16) 0.2438(2) 0.29074(11) 0.0325(7) Uani d 1 . .
H H9A 0.414619 0.256903 0.275954 0.039 Uiso calc 1 . .
H H9B 0.329423 0.292381 0.271835 0.039 Uiso calc 1 . .
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'
B B 0.0013 0.0007 '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'
Co Co 0.3494 0.9721 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N5 Co1 N4 . . 89.38(10) ?
N4 Co1 N2 . . 93.69(10) ?
N5 Co1 N3 . . 93.66(9) ?
N5 Co1 N1 . . 92.93(9) ?
N4 Co1 N1 . . 95.53(9) ?
N1 Co1 N2 . . 83.16(9) y
N1 Co1 N3 . . 82.86(9) y
N2 Co1 N3 . . 83.18(9) y
N1 Co1 N6 . . 175.58(9) y
N2 Co1 N5 . . 175.23(9) y
N3 Co1 N4 . . 176.62(10) y
N5 Co1 N6 . . 91.39(9) ?
N4 Co1 N6 . . 85.44(9) ?
N2 Co1 N6 . . 92.49(9) ?
N3 Co1 N6 . . 95.94(9) ?
C1 N1 C9 . . 109.2(2) ?
C1 N1 C2 . . 110.1(2) ?
C9 N1 C2 . . 112.1(2) ?
C1 N1 Co1 . . 114.07(18) ?
C9 N1 Co1 . . 102.65(16) ?
C2 N1 Co1 . . 108.68(17) ?
C4 N2 C3 . . 109.2(2) ?
C4 N2 C5 . . 110.0(3) ?
C3 N2 C5 . . 111.4(2) ?
C4 N2 Co1 . . 114.68(19) ?
C3 N2 Co1 . . 102.92(18) ?
C5 N2 Co1 . . 108.51(18) ?
C6 N3 C7 . . 108.9(2) ?
C6 N3 C8 . . 112.2(2) ?
C7 N3 C8 . . 109.4(2) ?
C6 N3 Co1 . . 103.20(17) ?
C7 N3 Co1 . . 114.11(18) ?
C8 N3 Co1 . . 109.00(16) ?
C10 N4 Co1 . . 173.5(3) ?
C12 N5 Co1 . . 176.8(2) ?
C14 N6 Co1 . . 163.7(2) ?
N1 C1 H1A . . 109.5 ?
N1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
N1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N4 C10 C11 . . 179.4(4) ?
N1 C2 C3 . . 111.3(2) ?
N1 C2 H2A . . 109.4 ?
C3 C2 H2A . . 109.4 ?
N1 C2 H2B . . 109.4 ?
C3 C2 H2B . . 109.4 ?
H2A C2 H2B . . 108.0 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N5 C12 C13 . . 178.3(3) ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N6 C14 C15 . . 178.0(3) ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C21 C16 C17 . . 114.8(3) ?
C21 C16 B1 . . 124.4(3) ?
C17 C16 B1 . . 120.6(3) ?
C18 C17 C16 . . 122.5(3) ?
C18 C17 H17 . . 118.8 ?
C16 C17 H17 . . 118.8 ?
C19 C18 C17 . . 120.2(3) ?
C19 C18 H18 . . 119.9 ?
C17 C18 H18 . . 119.9 ?
C20 C19 C18 . . 119.2(3) ?
C20 C19 H19 . . 120.4 ?
C18 C19 H19 . . 120.4 ?
C19 C20 C21 . . 120.2(3) ?
C19 C20 H20 . . 119.9 ?
C21 C20 H20 . . 119.9 ?
C20 C21 C16 . . 123.1(3) ?
C20 C21 H21 . . 118.4 ?
C16 C21 H21 . . 118.4 ?
C27 C22 C23 . . 114.9(3) ?
C27 C22 B1 . . 123.4(3) ?
C23 C22 B1 . . 121.3(2) ?
C24 C23 C22 . . 123.1(3) ?
C24 C23 H23 . . 118.4 ?
C22 C23 H23 . . 118.4 ?
C25 C24 C23 . . 119.9(3) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C26 C25 C24 . . 119.0(3) ?
C26 C25 H25 . . 120.5 ?
C24 C25 H25 . . 120.5 ?
C25 C26 C27 . . 120.6(3) ?
C25 C26 H26 . . 119.7 ?
C27 C26 H26 . . 119.7 ?
C26 C27 C22 . . 122.5(3) ?
C26 C27 H27 . . 118.7 ?
C22 C27 H27 . . 118.7 ?
C29 C28 C33 . . 114.5(3) ?
C29 C28 B1 . . 122.6(3) ?
C33 C28 B1 . . 122.7(3) ?
C30 C29 C28 . . 123.2(3) ?
C30 C29 H29 . . 118.4 ?
C28 C29 H29 . . 118.4 ?
C31 C30 C29 . . 119.8(3) ?
C31 C30 H30 . . 120.1 ?
C29 C30 H30 . . 120.1 ?
C30 C31 C32 . . 119.3(3) ?
C30 C31 H31 . . 120.3 ?
C32 C31 H31 . . 120.3 ?
C31 C32 C33 . . 120.1(3) ?
C31 C32 H32 . . 120.0 ?
C33 C32 H32 . . 120.0 ?
C32 C33 C28 . . 123.1(3) ?
C32 C33 H33 . . 118.5 ?
C28 C33 H33 . . 118.5 ?
C35 C34 C39 . . 114.4(2) ?
C35 C34 B1 . . 121.7(2) ?
C39 C34 B1 . . 123.4(2) ?
C36 C35 C34 . . 123.1(3) ?
C36 C35 H35 . . 118.5 ?
C34 C35 H35 . . 118.5 ?
C37 C36 C35 . . 120.3(3) ?
C37 C36 H36 . . 119.8 ?
C35 C36 H36 . . 119.8 ?
C36 C37 C38 . . 118.9(3) ?
C36 C37 H37 . . 120.6 ?
C38 C37 H37 . . 120.6 ?
C37 C38 C39 . . 120.1(3) ?
C37 C38 H38 . . 119.9 ?
C39 C38 H38 . . 119.9 ?
C38 C39 C34 . . 123.2(3) ?
C38 C39 H39 . . 118.4 ?
C34 C39 H39 . . 118.4 ?
C41 C40 C45 . . 114.3(2) ?
C41 C40 B2 . . 122.4(2) ?
C45 C40 B2 . . 123.2(2) ?
C42 C41 C40 . . 123.6(3) ?
C42 C41 H41 . . 118.2 ?
C40 C41 H41 . . 118.2 ?
C41 C42 C43 . . 120.0(3) ?
C41 C42 H42 . . 120.0 ?
C43 C42 H42 . . 120.0 ?
C44 C43 C42 . . 118.6(3) ?
C44 C43 H43 . . 120.7 ?
C42 C43 H43 . . 120.7 ?
C43 C44 C45 . . 120.7(3) ?
C43 C44 H44 . . 119.7 ?
C45 C44 H44 . . 119.7 ?
C44 C45 C40 . . 122.8(3) ?
C44 C45 H45 . . 118.6 ?
C40 C45 H45 . . 118.6 ?
C51 C46 C47 . . 114.7(2) ?
C51 C46 B2 . . 123.4(2) ?
C47 C46 B2 . . 121.8(2) ?
C48 C47 C46 . . 123.2(3) ?
C48 C47 H47 . . 118.4 ?
C46 C47 H47 . . 118.4 ?
C49 C48 C47 . . 120.1(3) ?
C49 C48 H48 . . 119.9 ?
C47 C48 H48 . . 119.9 ?
C50 C49 C48 . . 118.9(3) ?
C50 C49 H49 . . 120.6 ?
C48 C49 H49 . . 120.6 ?
C49 C50 C51 . . 120.2(3) ?
C49 C50 H50 . . 119.9 ?
C51 C50 H50 . . 119.9 ?
C50 C51 C46 . . 122.8(3) ?
C50 C51 H51 . . 118.6 ?
C46 C51 H51 . . 118.6 ?
C53 C52 C57 . . 113.6(3) ?
C53 C52 B2 . . 125.4(3) ?
C57 C52 B2 . . 121.0(2) ?
C54 C53 C52 . . 123.7(3) ?
C54 C53 H53 . . 118.1 ?
C52 C53 H53 . . 118.1 ?
C55 C54 C53 . . 120.3(3) ?
C55 C54 H54 . . 119.8 ?
C53 C54 H54 . . 119.8 ?
C56 C55 C54 . . 118.7(3) ?
C56 C55 H55 . . 120.6 ?
C54 C55 H55 . . 120.6 ?
C55 C56 C57 . . 120.0(3) ?
C55 C56 H56 . . 120.0 ?
C57 C56 H56 . . 120.0 ?
C56 C57 C52 . . 123.5(3) ?
C56 C57 H57 . . 118.3 ?
C52 C57 H57 . . 118.3 ?
C59 C58 C63 . . 114.7(3) ?
C59 C58 B2 . . 121.5(2) ?
C63 C58 B2 . . 123.8(2) ?
C60 C59 C58 . . 123.0(3) ?
C60 C59 H59 . . 118.5 ?
C58 C59 H59 . . 118.5 ?
C61 C60 C59 . . 119.7(3) ?
C61 C60 H60 . . 120.2 ?
C59 C60 H60 . . 120.2 ?
C62 C61 C60 . . 119.6(3) ?
C62 C61 H61 . . 120.2 ?
C60 C61 H61 . . 120.2 ?
C61 C62 C63 . . 119.9(3) ?
C61 C62 H62 . . 120.1 ?
C63 C62 H62 . . 120.1 ?
C62 C63 C58 . . 123.1(3) ?
C62 C63 H63 . . 118.5 ?
C58 C63 H63 . . 118.5 ?
C22 B1 C16 . . 112.3(2) ?
C22 B1 C34 . . 102.5(2) ?
C16 B1 C34 . . 113.3(2) ?
C22 B1 C28 . . 111.5(2) ?
C16 B1 C28 . . 104.9(2) ?
C34 B1 C28 . . 112.6(2) ?
C58 B2 C46 . . 109.9(2) ?
C58 B2 C52 . . 111.7(2) ?
C46 B2 C52 . . 109.0(2) ?
C58 B2 C40 . . 108.9(2) ?
C46 B2 C40 . . 108.0(2) ?
C52 B2 C40 . . 109.3(2) ?
N2 C3 C2 . . 111.5(3) ?
N2 C3 H3A . . 109.3 ?
C2 C3 H3A . . 109.3 ?
N2 C3 H3B . . 109.3 ?
C2 C3 H3B . . 109.3 ?
H3A C3 H3B . . 108.0 ?
N2 C4 H4A . . 109.5 ?
N2 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
N2 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
N2 C5 C6 . . 112.0(3) ?
N2 C5 H5A . . 109.2 ?
C6 C5 H5A . . 109.2 ?
N2 C5 H5B . . 109.2 ?
C6 C5 H5B . . 109.2 ?
H5A C5 H5B . . 107.9 ?
N3 C6 C5 . . 111.9(3) ?
N3 C6 H6A . . 109.2 ?
C5 C6 H6A . . 109.2 ?
N3 C6 H6B . . 109.2 ?
C5 C6 H6B . . 109.2 ?
H6A C6 H6B . . 107.9 ?
N3 C7 H7A . . 109.5 ?
N3 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
N3 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N3 C8 C9 . . 111.3(2) ?
N3 C8 H8A . . 109.4 ?
C9 C8 H8A . . 109.4 ?
N3 C8 H8B . . 109.4 ?
C9 C8 H8B . . 109.4 ?
H8A C8 H8B . . 108.0 ?
N1 C9 C8 . . 111.4(2) ?
N1 C9 H9A . . 109.3 ?
C8 C9 H9A . . 109.3 ?
N1 C9 H9B . . 109.3 ?
C8 C9 H9B . . 109.3 ?
H9A C9 H9B . . 108.0 ?
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
Co1 N1 . 2.143(2) y
Co1 N2 . 2.139(2) y
Co1 N3 . 2.141(2) y
Co1 N4 . 2.129(3) y
Co1 N5 . 2.094(3) y
Co1 N6 . 2.153(2) y
N1 C1 . 1.475(4) ?
N1 C9 . 1.487(3) ?
N1 C2 . 1.490(4) ?
N2 C4 . 1.477(4) ?
N2 C3 . 1.483(4) ?
N2 C5 . 1.498(4) ?
N3 C6 . 1.479(4) ?
N3 C7 . 1.480(4) ?
N3 C8 . 1.494(3) ?
N4 C10 . 1.129(4) ?
N5 C12 . 1.138(3) ?
N6 C14 . 1.135(3) ?
C1 H1A . 0.9800 ?
C1 H1B . 0.9800 ?
C1 H1C . 0.9800 ?
C10 C11 . 1.454(4) ?
C2 C3 . 1.511(4) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 C13 . 1.447(4) ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C14 C15 . 1.455(4) ?
C15 H15A . 0.9800 ?
C15 H15B . 0.9800 ?
C15 H15C . 0.9800 ?
C16 C21 . 1.397(4) ?
C16 C17 . 1.403(4) ?
C16 B1 . 1.642(4) ?
C17 C18 . 1.395(4) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.379(5) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.368(5) ?
C19 H19 . 0.9500 ?
C20 C21 . 1.392(4) ?
C20 H20 . 0.9500 ?
C21 H21 . 0.9500 ?
C22 C27 . 1.398(4) ?
C22 C23 . 1.399(4) ?
C22 B1 . 1.638(4) ?
C23 C24 . 1.387(4) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.376(4) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.374(4) ?
C25 H25 . 0.9500 ?
C26 C27 . 1.389(4) ?
C26 H26 . 0.9500 ?
C27 H27 . 0.9500 ?
C28 C29 . 1.394(4) ?
C28 C33 . 1.399(4) ?
C28 B1 . 1.645(4) ?
C29 C30 . 1.393(4) ?
C29 H29 . 0.9500 ?
C30 C31 . 1.369(5) ?
C30 H30 . 0.9500 ?
C31 C32 . 1.374(5) ?
C31 H31 . 0.9500 ?
C32 C33 . 1.385(4) ?
C32 H32 . 0.9500 ?
C33 H33 . 0.9500 ?
C34 C35 . 1.403(4) ?
C34 C39 . 1.403(4) ?
C34 B1 . 1.643(4) ?
C35 C36 . 1.384(4) ?
C35 H35 . 0.9500 ?
C36 C37 . 1.377(4) ?
C36 H36 . 0.9500 ?
C37 C38 . 1.380(4) ?
C37 H37 . 0.9500 ?
C38 C39 . 1.384(4) ?
C38 H38 . 0.9500 ?
C39 H39 . 0.9500 ?
C40 C41 . 1.401(4) ?
C40 C45 . 1.406(4) ?
C40 B2 . 1.653(4) ?
C41 C42 . 1.383(4) ?
C41 H41 . 0.9500 ?
C42 C43 . 1.384(4) ?
C42 H42 . 0.9500 ?
C43 C44 . 1.376(4) ?
C43 H43 . 0.9500 ?
C44 C45 . 1.386(4) ?
C44 H44 . 0.9500 ?
C45 H45 . 0.9500 ?
C46 C51 . 1.396(4) ?
C46 C47 . 1.396(4) ?
C46 B2 . 1.645(4) ?
C47 C48 . 1.378(4) ?
C47 H47 . 0.9500 ?
C48 C49 . 1.377(4) ?
C48 H48 . 0.9500 ?
C49 C50 . 1.375(4) ?
C49 H49 . 0.9500 ?
C50 C51 . 1.385(4) ?
C50 H50 . 0.9500 ?
C51 H51 . 0.9500 ?
C52 C53 . 1.402(4) ?
C52 C57 . 1.404(4) ?
C52 B2 . 1.651(4) ?
C53 C54 . 1.383(4) ?
C53 H53 . 0.9500 ?
C54 C55 . 1.379(5) ?
C54 H54 . 0.9500 ?
C55 C56 . 1.374(4) ?
C55 H55 . 0.9500 ?
C56 C57 . 1.394(4) ?
C56 H56 . 0.9500 ?
C57 H57 . 0.9500 ?
C58 C59 . 1.398(4) ?
C58 C63 . 1.401(4) ?
C58 B2 . 1.644(4) ?
C59 C60 . 1.396(4) ?
C59 H59 . 0.9500 ?
C60 C61 . 1.379(4) ?
C60 H60 . 0.9500 ?
C61 C62 . 1.370(4) ?
C61 H61 . 0.9500 ?
C62 C63 . 1.394(4) ?
C62 H62 . 0.9500 ?
C63 H63 . 0.9500 ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 H4A . 0.9800 ?
C4 H4B . 0.9800 ?
C4 H4C . 0.9800 ?
C5 C6 . 1.500(5) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C8 C9 . 1.508(4) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 N1 C2 C3 . . . . 104.4(3) ?
C9 N1 C2 C3 . . . . -133.9(3) ?
Co1 N1 C2 C3 . . . . -21.2(3) ?
C21 C16 C17 C18 . . . . -0.5(4) ?
B1 C16 C17 C18 . . . . 175.4(3) ?
C16 C17 C18 C19 . . . . 0.8(5) ?
C17 C18 C19 C20 . . . . -0.4(5) ?
C18 C19 C20 C21 . . . . -0.1(5) ?
C19 C20 C21 C16 . . . . 0.4(5) ?
C17 C16 C21 C20 . . . . -0.1(4) ?
B1 C16 C21 C20 . . . . -175.8(3) ?
C27 C22 C23 C24 . . . . -0.7(4) ?
B1 C22 C23 C24 . . . . -173.5(2) ?
C22 C23 C24 C25 . . . . 0.3(4) ?
C23 C24 C25 C26 . . . . 0.3(4) ?
C24 C25 C26 C27 . . . . -0.4(4) ?
C25 C26 C27 C22 . . . . -0.1(4) ?
C23 C22 C27 C26 . . . . 0.6(4) ?
B1 C22 C27 C26 . . . . 173.2(3) ?
C33 C28 C29 C30 . . . . 1.1(5) ?
B1 C28 C29 C30 . . . . 176.8(3) ?
C28 C29 C30 C31 . . . . -0.2(5) ?
C29 C30 C31 C32 . . . . -0.5(5) ?
C30 C31 C32 C33 . . . . 0.3(5) ?
C31 C32 C33 C28 . . . . 0.7(5) ?
C29 C28 C33 C32 . . . . -1.3(5) ?
B1 C28 C33 C32 . . . . -177.1(3) ?
C39 C34 C35 C36 . . . . -1.8(4) ?
B1 C34 C35 C36 . . . . -173.6(3) ?
C34 C35 C36 C37 . . . . 0.6(4) ?
C35 C36 C37 C38 . . . . 0.7(4) ?
C36 C37 C38 C39 . . . . -0.7(4) ?
C37 C38 C39 C34 . . . . -0.6(4) ?
C35 C34 C39 C38 . . . . 1.8(4) ?
B1 C34 C39 C38 . . . . 173.5(3) ?
C45 C40 C41 C42 . . . . 1.9(4) ?
B2 C40 C41 C42 . . . . 177.9(2) ?
C40 C41 C42 C43 . . . . 0.3(4) ?
C41 C42 C43 C44 . . . . -2.2(4) ?
C42 C43 C44 C45 . . . . 1.8(4) ?
C43 C44 C45 C40 . . . . 0.6(4) ?
C41 C40 C45 C44 . . . . -2.4(4) ?
B2 C40 C45 C44 . . . . -178.4(2) ?
C51 C46 C47 C48 . . . . 0.1(4) ?
B2 C46 C47 C48 . . . . 177.4(3) ?
C46 C47 C48 C49 . . . . -0.7(5) ?
C47 C48 C49 C50 . . . . 0.5(5) ?
C48 C49 C50 C51 . . . . 0.4(5) ?
C49 C50 C51 C46 . . . . -1.1(5) ?
C47 C46 C51 C50 . . . . 0.8(4) ?
B2 C46 C51 C50 . . . . -176.5(3) ?
C57 C52 C53 C54 . . . . 3.0(4) ?
B2 C52 C53 C54 . . . . -175.5(3) ?
C52 C53 C54 C55 . . . . -0.3(5) ?
C53 C54 C55 C56 . . . . -2.2(5) ?
C54 C55 C56 C57 . . . . 1.7(4) ?
C55 C56 C57 C52 . . . . 1.3(4) ?
C53 C52 C57 C56 . . . . -3.5(4) ?
B2 C52 C57 C56 . . . . 175.0(2) ?
C63 C58 C59 C60 . . . . 3.3(4) ?
B2 C58 C59 C60 . . . . -178.3(3) ?
C58 C59 C60 C61 . . . . -2.1(5) ?
C59 C60 C61 C62 . . . . -0.8(5) ?
C60 C61 C62 C63 . . . . 2.1(4) ?
C61 C62 C63 C58 . . . . -0.7(4) ?
C59 C58 C63 C62 . . . . -2.0(4) ?
B2 C58 C63 C62 . . . . 179.7(3) ?
C27 C22 B1 C16 . . . . 28.2(3) ?
C23 C22 B1 C16 . . . . -159.6(2) ?
C27 C22 B1 C34 . . . . -93.6(3) ?
C23 C22 B1 C34 . . . . 78.6(3) ?
C27 C22 B1 C28 . . . . 145.7(2) ?
C23 C22 B1 C28 . . . . -42.2(3) ?
C21 C16 B1 C22 . . . . -137.0(3) ?
C17 C16 B1 C22 . . . . 47.6(3) ?
C21 C16 B1 C34 . . . . -21.5(4) ?
C17 C16 B1 C34 . . . . 163.0(3) ?
C21 C16 B1 C28 . . . . 101.7(3) ?
C17 C16 B1 C28 . . . . -73.7(3) ?
C35 C34 B1 C22 . . . . 79.8(3) ?
C39 C34 B1 C22 . . . . -91.3(3) ?
C35 C34 B1 C16 . . . . -41.3(4) ?
C39 C34 B1 C16 . . . . 147.6(3) ?
C35 C34 B1 C28 . . . . -160.2(3) ?
C39 C34 B1 C28 . . . . 28.7(4) ?
C29 C28 B1 C22 . . . . 154.6(3) ?
C33 C28 B1 C22 . . . . -30.0(4) ?
C29 C28 B1 C16 . . . . -83.6(3) ?
C33 C28 B1 C16 . . . . 91.8(3) ?
C29 C28 B1 C34 . . . . 40.0(4) ?
C33 C28 B1 C34 . . . . -144.6(3) ?
C59 C58 B2 C46 . . . . -178.8(2) ?
C63 C58 B2 C46 . . . . -0.6(4) ?
C59 C58 B2 C52 . . . . 60.2(3) ?
C63 C58 B2 C52 . . . . -121.6(3) ?
C59 C58 B2 C40 . . . . -60.7(3) ?
C63 C58 B2 C40 . . . . 117.5(3) ?
C51 C46 B2 C58 . . . . 96.3(3) ?
C47 C46 B2 C58 . . . . -80.8(3) ?
C51 C46 B2 C52 . . . . -141.0(3) ?
C47 C46 B2 C52 . . . . 41.9(3) ?
C51 C46 B2 C40 . . . . -22.4(3) ?
C47 C46 B2 C40 . . . . 160.5(2) ?
C53 C52 B2 C58 . . . . -16.4(4) ?
C57 C52 B2 C58 . . . . 165.2(2) ?
C53 C52 B2 C46 . . . . -137.9(3) ?
C57 C52 B2 C46 . . . . 43.6(3) ?
C53 C52 B2 C40 . . . . 104.2(3) ?
C57 C52 B2 C40 . . . . -74.2(3) ?
C41 C40 B2 C58 . . . . 168.1(2) ?
C45 C40 B2 C58 . . . . -16.3(3) ?
C41 C40 B2 C46 . . . . -72.7(3) ?
C45 C40 B2 C46 . . . . 102.9(3) ?
C41 C40 B2 C52 . . . . 45.7(3) ?
C45 C40 B2 C52 . . . . -138.6(2) ?
C4 N2 C3 C2 . . . . -172.0(3) ?
C5 N2 C3 C2 . . . . 66.3(3) ?
Co1 N2 C3 C2 . . . . -49.8(3) ?
N1 C2 C3 N2 . . . . 49.6(4) ?
C4 N2 C5 C6 . . . . 106.9(3) ?
C3 N2 C5 C6 . . . . -131.9(3) ?
Co1 N2 C5 C6 . . . . -19.3(3) ?
C7 N3 C6 C5 . . . . -170.4(3) ?
C8 N3 C6 C5 . . . . 68.4(3) ?
Co1 N3 C6 C5 . . . . -48.8(3) ?
N2 C5 C6 N3 . . . . 47.6(4) ?
C6 N3 C8 C9 . . . . -132.8(3) ?
C7 N3 C8 C9 . . . . 106.2(3) ?
Co1 N3 C8 C9 . . . . -19.1(3) ?
C1 N1 C9 C8 . . . . -171.9(2) ?
C2 N1 C9 C8 . . . . 65.9(3) ?
Co1 N1 C9 C8 . . . . -50.6(2) ?
N3 C8 C9 N1 . . . . 48.6(3) ?
