#------------------------------------------------------------------------------
#$Date: 2019-11-10 06:46:29 +0200 (Sun, 10 Nov 2019) $
#$Revision: 225740 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/55/4515591.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_4515591
loop_
_publ_author_name
'Lepori, Clément'
'Gómez-Orellana, Pablo'
'Ouharzoune, Allissa'
'Guillot, Régis'
'Lledós, Agusti'
'Ujaque, Gregori'
'Hannedouche, Jérôme'
_publ_section_title
;
 Well-Defined β-Diketiminatocobalt(II) Complexes for Alkene
 Cyclohydroamination of Primary Amines
;
_journal_issue                   5
_journal_name_full               'ACS Catalysis'
_journal_page_first              4446
_journal_paper_doi               10.1021/acscatal.8b00631
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         'C72 H94 Co2 N6'
_chemical_formula_sum            'C72 H94 Co2 N6'
_chemical_formula_weight         1161.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 99.7220(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.1904(4)
_cell_length_b                   12.5885(3)
_cell_length_c                   22.6178(6)
_cell_measurement_reflns_used    8093
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      2.44
_cell_volume                     3140.42(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            35406
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         30.656
_diffrn_reflns_theta_min         1.858
_exptl_absorpt_coefficient_mu    0.575
_exptl_absorpt_correction_T_max  0.8718
_exptl_absorpt_correction_T_min  0.8412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         9435
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0597P)²+0.6848P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1207
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7209
_reflns_number_total             9435
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs8b00631_si_003.cif
_cod_data_source_block           1b
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4515591
_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   0.882
_shelx_estimated_absorpt_t_max   0.900
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.79555(16) 0.57773(12) 0.13320(7) 0.0161(3) Uani 1 1 d . .
C2 C 0.70540(16) 0.67666(12) 0.03876(7) 0.0160(3) Uani 1 1 d . .
C3 C 0.72686(16) 0.65861(12) 0.10086(7) 0.0169(3) Uani 1 1 d . .
H3 H 0.690012 0.707667 0.124162 0.020 Uiso 1 1 calc R U
C4 C 0.78268(19) 0.56595(15) 0.19829(8) 0.0234(4) Uani 1 1 d . .
H4A H 0.736412 0.501430 0.203308 0.035 Uiso 1 1 calc R U
H4B H 0.740002 0.627869 0.210745 0.035 Uiso 1 1 calc R U
H4C H 0.863267 0.560908 0.223053 0.035 Uiso 1 1 calc R U
C5 C 0.60173(17) 0.75107(13) 0.01595(8) 0.0204(3) Uani 1 1 d . .
H5A H 0.630895 0.808456 -0.007209 0.031 Uiso 1 1 calc R U
H5B H 0.569701 0.781286 0.050025 0.031 Uiso 1 1 calc R U
H5C H 0.537407 0.711698 -0.009754 0.031 Uiso 1 1 calc R U
C6 C 0.71600(16) 0.64081(12) -0.06229(7) 0.0163(3) Uani 1 1 d . .
C7 C 0.74022(17) 0.72751(13) -0.09706(8) 0.0195(3) Uani 1 1 d . .
C8 C 0.67777(19) 0.73588(14) -0.15593(8) 0.0257(4) Uani 1 1 d . .
H8 H 0.692682 0.795649 -0.179268 0.031 Uiso 1 1 calc R U
C9 C 0.5955(2) 0.66059(15) -0.18123(8) 0.0283(4) Uani 1 1 d . .
C10 C 0.57592(18) 0.57340(14) -0.14672(8) 0.0237(4) Uani 1 1 d . .
H10 H 0.520927 0.519878 -0.163865 0.028 Uiso 1 1 calc R U
C11 C 0.63438(16) 0.56187(13) -0.08773(8) 0.0184(3) Uani 1 1 d . .
C12 C 0.82676(19) 0.81426(14) -0.07324(9) 0.0261(4) Uani 1 1 d . .
H12A H 0.902334 0.805741 -0.089212 0.039 Uiso 1 1 calc R U
H12B H 0.844019 0.810424 -0.029348 0.039 Uiso 1 1 calc R U
H12C H 0.790538 0.883346 -0.085574 0.039 Uiso 1 1 calc R U
C13 C 0.5257(3) 0.6743(2) -0.24407(10) 0.0493(7) Uani 1 1 d . .
H13A H 0.550326 0.740636 -0.261200 0.074 Uiso 1 1 calc R U
H13B H 0.438620 0.676685 -0.242747 0.074 Uiso 1 1 calc R U
H13C H 0.542767 0.614340 -0.269014 0.074 Uiso 1 1 calc R U
C14 C 0.60514(18) 0.46813(13) -0.05151(9) 0.0240(4) Uani 1 1 d . .
H14A H 0.533642 0.431396 -0.073093 0.036 Uiso 1 1 calc R U
H14B H 0.588488 0.492707 -0.012596 0.036 Uiso 1 1 calc R U
H14C H 0.674232 0.419192 -0.045229 0.036 Uiso 1 1 calc R U
C15 C 0.90924(16) 0.41812(12) 0.14340(7) 0.0163(3) Uani 1 1 d . .
C16 C 1.02530(17) 0.41407(13) 0.17773(7) 0.0191(3) Uani 1 1 d . .
C17 C 1.06368(18) 0.32016(14) 0.20818(8) 0.0238(4) Uani 1 1 d . .
H17 H 1.142529 0.317299 0.231592 0.029 Uiso 1 1 calc R U
C18 C 0.9900(2) 0.23119(14) 0.20517(9) 0.0260(4) Uani 1 1 d . .
C19 C 0.87420(19) 0.23750(13) 0.17199(8) 0.0238(4) Uani 1 1 d . .
H19 H 0.822163 0.177551 0.170309 0.029 Uiso 1 1 calc R U
C20 C 0.83202(17) 0.32959(13) 0.14098(8) 0.0195(3) Uani 1 1 d . .
C21 C 1.10943(19) 0.50809(15) 0.18453(9) 0.0263(4) Uani 1 1 d . .
H21A H 1.179544 0.492708 0.165189 0.039 Uiso 1 1 calc R U
H21B H 1.137064 0.522398 0.227246 0.039 Uiso 1 1 calc R U
H21C H 1.066518 0.570429 0.165601 0.039 Uiso 1 1 calc R U
C22 C 1.0353(3) 0.13066(17) 0.23798(12) 0.0454(6) Uani 1 1 d . .
H22A H 0.968441 0.079806 0.235893 0.068 Uiso 1 1 calc R U
H22B H 1.066829 0.147337 0.280052 0.068 Uiso 1 1 calc R U
H22C H 1.100112 0.099615 0.219292 0.068 Uiso 1 1 calc R U
C23 C 0.70404(18) 0.33278(14) 0.10749(8) 0.0246(4) Uani 1 1 d . .
H23A H 0.651729 0.367435 0.132356 0.037 Uiso 1 1 calc R U
H23B H 0.675354 0.260172 0.098143 0.037 Uiso 1 1 calc R U
H23C H 0.701624 0.372822 0.070152 0.037 Uiso 1 1 calc R U
C24 C 1.10883(17) 0.69592(12) 0.01174(8) 0.0188(3) Uani 1 1 d . .
H24A H 1.045396 0.719408 -0.021626 0.023 Uiso 1 1 calc R U
H24B H 1.186538 0.694254 -0.003654 0.023 Uiso 1 1 calc R U
C25 C 1.11933(17) 0.78021(12) 0.06190(8) 0.0193(3) Uani 1 1 d . .
C26 C 1.23278(19) 0.76171(15) 0.10898(9) 0.0262(4) Uani 1 1 d . .
H26A H 1.237892 0.816502 0.140084 0.039 Uiso 1 1 calc R U
H26B H 1.304912 0.765267 0.089782 0.039 Uiso 1 1 calc R U
H26C H 1.228172 0.691527 0.127204 0.039 Uiso 1 1 calc R U
C27 C 1.00762(18) 0.77951(14) 0.09244(8) 0.0229(4) Uani 1 1 d . .
H27A H 1.013116 0.838067 0.121330 0.034 Uiso 1 1 calc R U
H27B H 1.003507 0.711859 0.113445 0.034 Uiso 1 1 calc R U
H27C H 0.934555 0.788161 0.062163 0.034 Uiso 1 1 calc R U
C28 C 1.12558(18) 0.89148(13) 0.03357(9) 0.0251(4) Uani 1 1 d . .
H28A H 1.047311 0.904591 0.006883 0.030 Uiso 1 1 calc R U
H28B H 1.132828 0.944617 0.066248 0.030 Uiso 1 1 calc R U
C29 C 1.22449(19) 0.91203(14) -0.00157(9) 0.0265(4) Uani 1 1 d . .
H29 H 1.303898 0.888305 0.014567 0.032 Uiso 1 1 calc R U
C30 C 1.20784(19) 0.96204(14) -0.05459(9) 0.0251(4) Uani 1 1 d . .
H30 H 1.126751 0.980250 -0.071251 0.030 Uiso 1 1 calc R U
C31 C 1.30202(18) 0.99173(13) -0.08976(8) 0.0219(4) Uani 1 1 d . .
C32 C 1.42120(19) 0.95583(14) -0.07538(9) 0.0270(4) Uani 1 1 d . .
H32 H 1.443072 0.909881 -0.041986 0.032 Uiso 1 1 calc R U
C33 C 1.5076(2) 0.98566(17) -0.10862(10) 0.0330(5) Uani 1 1 d . .
H33 H 1.588173 0.959867 -0.097945 0.040 Uiso 1 1 calc R U
C34 C 1.4790(2) 1.05271(16) -0.15738(9) 0.0321(5) Uani 1 1 d . .
H34 H 1.539311 1.073684 -0.179992 0.039 Uiso 1 1 calc R U
C35 C 1.3613(2) 1.08857(15) -0.17260(8) 0.0302(5) Uani 1 1 d . .
H35 H 1.340282 1.134486 -0.206072 0.036 Uiso 1 1 calc R U
C36 C 1.2734(2) 1.05823(14) -0.13948(8) 0.0256(4) Uani 1 1 d . .
H36 H 1.192576 1.083061 -0.150800 0.031 Uiso 1 1 calc R U
N1 N 0.86665(14) 0.51111(10) 0.10928(6) 0.0160(3) Uani 1 1 d . .
N2 N 0.76784(13) 0.63080(10) 0.00054(6) 0.0148(3) Uani 1 1 d . .
N3 N 1.08001(14) 0.58664(10) 0.02811(6) 0.0159(3) Uani 1 1 d . .
Co Co 0.90931(2) 0.53643(2) 0.02882(2) 0.01414(7) Uani 1 1 d . .
H100 H 1.129(2) 0.5716(17) 0.0617(10) 0.032(6) Uiso 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0031 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'
Co Co 0.3490 0.9758 '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
N1 C1 C3 123.84(15) . .
N1 C1 C4 119.73(15) . .
C3 C1 C4 116.41(15) . .
N2 C2 C3 124.05(15) . .
N2 C2 C5 120.23(15) . .
C3 C2 C5 115.70(15) . .
C2 C3 C1 128.67(15) . .
C7 C6 C11 119.72(15) . .
C7 C6 N2 122.47(15) . .
C11 C6 N2 117.75(14) . .
C6 C7 C8 118.75(16) . .
C6 C7 C12 122.78(16) . .
C8 C7 C12 118.43(16) . .
C9 C8 C7 122.36(17) . .
C8 C9 C10 117.99(17) . .
C8 C9 C13 121.04(19) . .
C10 C9 C13 120.94(19) . .
C9 C10 C11 121.98(17) . .
C10 C11 C6 119.13(16) . .
C10 C11 C14 119.61(16) . .
C6 C11 C14 121.20(15) . .
C16 C15 C20 120.03(15) . .
C16 C15 N1 121.37(15) . .
C20 C15 N1 118.60(15) . .
C15 C16 C17 118.93(16) . .
C15 C16 C21 122.37(15) . .
C17 C16 C21 118.68(17) . .
C18 C17 C16 121.90(18) . .
C17 C18 C19 118.32(16) . .
C17 C18 C22 120.38(19) . .
C19 C18 C22 121.30(19) . .
C18 C19 C20 121.72(17) . .
C19 C20 C15 119.06(17) . .
C19 C20 C23 119.21(16) . .
C15 C20 C23 121.70(15) . .
N3 C24 C25 116.72(14) . .
C27 C25 C26 109.31(15) . .
C27 C25 C24 111.23(14) . .
C26 C25 C24 110.98(15) . .
C27 C25 C28 106.88(14) . .
C26 C25 C28 109.61(15) . .
C24 C25 C28 108.74(14) . .
C29 C28 C25 117.89(16) . .
C30 C29 C28 123.75(19) . .
C29 C30 C31 126.82(19) . .
C32 C31 C36 117.60(19) . .
C32 C31 C30 122.40(17) . .
C36 C31 C30 120.00(18) . .
C33 C32 C31 121.21(18) . .
C32 C33 C34 120.9(2) . .
C35 C34 C33 118.8(2) . .
C34 C35 C36 120.64(18) . .
C35 C36 C31 120.9(2) . .
C1 N1 C15 117.45(14) . .
C1 N1 Co 121.62(11) . .
C15 N1 Co 120.92(11) . .
C2 N2 C6 115.63(14) . .
C2 N2 Co 121.65(11) . .
C6 N2 Co 122.09(11) . .
C24 N3 Co 122.86(11) . .
C24 N3 Co 120.92(11) . 3_765
Co N3 Co 85.59(5) . 3_765
N1 Co N2 95.10(6) . .
N1 Co N3 115.67(6) . .
N2 Co N3 120.83(6) . .
N1 Co N3 120.54(6) . 3_765
N2 Co N3 112.29(6) . 3_765
N3 Co N3 94.41(5) . 3_765
N1 Co Co 133.86(4) . 3_765
N2 Co Co 130.99(4) . 3_765
N3 Co Co 47.45(4) . 3_765
N3 Co Co 46.96(4) 3_765 3_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.332(2) .
C1 C3 1.404(2) .
C1 C4 1.511(2) .
C2 N2 1.331(2) .
C2 C3 1.403(2) .
C2 C5 1.512(2) .
C6 C7 1.398(2) .
C6 C11 1.405(2) .
C6 N2 1.447(2) .
C7 C8 1.399(2) .
C7 C12 1.498(2) .
C8 C9 1.377(3) .
C9 C10 1.386(3) .
C9 C13 1.512(3) .
C10 C11 1.391(2) .
C11 C14 1.504(3) .
C15 C16 1.397(2) .
C15 C20 1.406(2) .
C15 N1 1.438(2) .
C16 C17 1.399(2) .
C16 C21 1.504(3) .
C17 C18 1.385(3) .
C18 C19 1.386(3) .
C18 C22 1.511(3) .
C19 C20 1.395(2) .
C20 C23 1.503(3) .
C24 N3 1.474(2) .
C24 C25 1.543(2) .
C25 C27 1.527(3) .
C25 C26 1.531(3) .
C25 C28 1.547(2) .
C28 C29 1.490(3) .
C29 C30 1.339(3) .
C30 C31 1.472(3) .
C31 C32 1.394(3) .
C31 C36 1.395(3) .
C32 C33 1.374(3) .
C33 C34 1.383(3) .
C34 C35 1.380(3) .
C35 C36 1.387(3) .
N1 Co 1.9836(14) .
N2 Co 1.9962(14) .
N3 Co 2.0147(15) .
N3 Co 2.0308(14) 3_765
Co Co 2.7484(5) 3_765
