#------------------------------------------------------------------------------
#$Date: 2020-04-05 13:44:54 +0300 (Sun, 05 Apr 2020) $
#$Revision: 250271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/35/7703504.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_7703504
loop_
_publ_author_name
'Ju, Huiyeong'
'Tenma, Honoka'
'Iwase, Miki'
'Lee, Eunji'
'Ikeda, Mari'
'Kuwahara, Shunsuke'
'Habata, Yoichi'
_publ_section_title
;
 Inclusion of alkyl nitriles by tetra-armed cyclens with styrylmethyl
 groups.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3112
_journal_page_last               3119
_journal_paper_doi               10.1039/d0dt00335b
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C44 H52 Co N5 O3, N O3'
_chemical_formula_sum            'C44 H52 Co N6 O6'
_chemical_formula_weight         819.84
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-12-24 deposited with the CCDC.	2020-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.4039(10)
_cell_length_b                   28.4415(16)
_cell_length_c                   8.1734(4)
_cell_measurement_reflns_used    2942
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      22.85
_cell_measurement_theta_min      2.34
_cell_volume                     4045.8(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0596
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            22297
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_min         2.340
_exptl_absorpt_coefficient_mu    0.481
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6779
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1732
_exptl_crystal_size_max          0.385
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.081
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4057
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0562P)²+2.9000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1181
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3256
_reflns_number_total             4057
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt00335b2.cif
_cod_data_source_block           1_Co
_cod_depositor_comments
'Adding full bibliography for 7703501--7703508.cif.'
_cod_database_code               7703504
_shelx_shelxl_version_number     2014/7
_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   0.837
_shelx_estimated_absorpt_t_max   0.962
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.89947(2) 0.2500 0.78822(5) 0.01554(14) Uani 1 2 d S T P A .
O1 O 0.94830(14) 0.2500 0.5482(3) 0.0334(6) Uani 1 2 d S T P . .
O2 O 1.02342(14) 0.2500 0.7548(3) 0.0336(6) Uani 1 2 d S T P . .
O3 O 1.07254(15) 0.2500 0.5109(3) 0.0390(7) Uani 1 2 d S T P . .
O4 O 0.62024(14) 0.2500 0.3718(3) 0.0458(8) Uani 1 2 d S T P . .
O5 O 0.70070(12) 0.28838(11) 0.2209(3) 0.0682(8) Uani 1 1 d . . . . .
N1 N 0.90874(12) 0.30048(7) 0.9891(2) 0.0265(5) Uani 1 1 d . . . . .
N2 N 0.80915(12) 0.30031(9) 0.7155(2) 0.0333(5) Uani 1 1 d . . . . .
N3 N 1.01707(16) 0.2500 0.6013(3) 0.0227(6) Uani 1 2 d S T P . .
N4 N 0.67356(19) 0.2500 0.2699(4) 0.0498(11) Uani 1 2 d S T P . .
C1 C 0.9269(4) 0.26708(16) 1.1438(5) 0.0208(12) Uani 0.518(6) 1 d . . P A 1
H1A H 0.9784 0.2765 1.1832 0.025 Uiso 0.518(6) 1 calc R U P A 1
H1B H 0.8902 0.2766 1.2302 0.025 Uiso 0.518(6) 1 calc R U P A 1
C2 C 0.8406(3) 0.3228(2) 1.0133(8) 0.0226(12) Uani 0.518(6) 1 d . . P A 1
H2A H 0.8465 0.3480 1.0956 0.027 Uiso 0.518(6) 1 calc R U P A 1
H2B H 0.8014 0.3003 1.0529 0.027 Uiso 0.518(6) 1 calc R U P A 1
C3 C 0.8168(3) 0.34311(18) 0.8515(7) 0.0239(13) Uani 0.518(6) 1 d . . P A 1
H3A H 0.8554 0.3663 0.8144 0.029 Uiso 0.518(6) 1 calc R U P A 1
H3B H 0.7668 0.3594 0.8632 0.029 Uiso 0.518(6) 1 calc R U P A 1
C4 C 0.7383(3) 0.28184(18) 0.7305(7) 0.0251(12) Uani 0.518(6) 1 d . . P A 1
H4A H 0.7060 0.2932 0.6390 0.030 Uiso 0.518(6) 1 calc R U P A 1
H4B H 0.7151 0.2932 0.8337 0.030 Uiso 0.518(6) 1 calc R U P A 1
C1' C 0.8815(3) 0.27760(18) 1.1316(5) 0.0184(12) Uani 0.482(6) 1 d . . P A 2
H1'1 H 0.8282 0.2883 1.1516 0.022 Uiso 0.482(6) 1 calc R U P A 2
H1'2 H 0.9130 0.2883 1.2252 0.022 Uiso 0.482(6) 1 calc R U P A 2
C2' C 0.8430(3) 0.3402(2) 0.9492(9) 0.0210(13) Uani 0.482(6) 1 d . . P A 2
H2'1 H 0.8241 0.3540 1.0530 0.025 Uiso 0.482(6) 1 calc R U P A 2
H2'2 H 0.8660 0.3658 0.8832 0.025 Uiso 0.482(6) 1 calc R U P A 2
C3' C 0.7766(3) 0.31889(19) 0.8570(6) 0.0186(13) Uani 0.482(6) 1 d . . P A 2
H3'1 H 0.7517 0.2939 0.9225 0.022 Uiso 0.482(6) 1 calc R U P A 2
H3'2 H 0.7378 0.3431 0.8297 0.022 Uiso 0.482(6) 1 calc R U P A 2
C4' C 0.7429(3) 0.26423(16) 0.6393(7) 0.0190(13) Uani 0.482(6) 1 d . . P A 2
H4'1 H 0.6942 0.2734 0.6932 0.023 Uiso 0.482(6) 1 calc R U P A 2
H4'2 H 0.7374 0.2734 0.5230 0.023 Uiso 0.482(6) 1 calc R U P A 2
C5 C 0.98084(14) 0.32857(9) 0.9873(3) 0.0271(5) Uani 1 1 d . . . . .
H5A H 0.9834 0.3467 0.8840 0.033 Uiso 1 1 calc R U . . .
H5B H 1.0254 0.3069 0.9897 0.033 Uiso 1 1 calc R U . . .
C6 C 0.98661(15) 0.36207(9) 1.1295(3) 0.0313(6) Uani 1 1 d . . . . .
H6A H 0.9578 0.3904 1.1260 0.038 Uiso 1 1 calc R U . . .
C7 C 1.03019(14) 0.35361(10) 1.2592(3) 0.0329(6) Uani 1 1 d . . . . .
H7A H 1.0609 0.3260 1.2559 0.040 Uiso 1 1 calc R U . . .
C8 C 1.03574(15) 0.38258(9) 1.4078(3) 0.0306(6) Uani 1 1 d . . . . .
C9 C 1.09273(18) 0.37269(12) 1.5217(4) 0.0486(8) Uani 1 1 d . . . . .
H9A H 1.1271 0.3473 1.5029 0.058 Uiso 1 1 calc R U . . .
C10 C 1.10001(19) 0.39968(13) 1.6635(4) 0.0567(9) Uani 1 1 d . . . . .
H10A H 1.1394 0.3928 1.7401 0.068 Uiso 1 1 calc R U . . .
C11 C 1.05046(17) 0.43612(11) 1.6922(4) 0.0457(8) Uani 1 1 d . . . . .
H11A H 1.0561 0.4549 1.7875 0.055 Uiso 1 1 calc R U . . .
C12 C 0.99235(16) 0.44542(10) 1.5823(3) 0.0386(7) Uani 1 1 d . . . . .
H12A H 0.9572 0.4702 1.6034 0.046 Uiso 1 1 calc R U . . .
C13 C 0.98501(16) 0.41882(10) 1.4418(3) 0.0343(6) Uani 1 1 d . . . . .
H13A H 0.9445 0.4255 1.3673 0.041 Uiso 1 1 calc R U . . .
C14 C 0.82980(15) 0.32824(9) 0.5692(3) 0.0276(5) Uani 1 1 d . . . . .
H14A H 0.8383 0.3064 0.4767 0.033 Uiso 1 1 calc R U . . .
H14B H 0.8791 0.3445 0.5908 0.033 Uiso 1 1 calc R U . . .
C15 C 0.77142(15) 0.36436(9) 0.5177(3) 0.0273(5) Uani 1 1 d . . . . .
H15A H 0.7264 0.3539 0.4631 0.033 Uiso 1 1 calc R U . . .
C16 C 0.77957(14) 0.40974(9) 0.5443(3) 0.0313(6) Uani 1 1 d . . . . .
H16A H 0.8263 0.4191 0.5946 0.038 Uiso 1 1 calc R U . . .
C17 C 0.72509(15) 0.44775(9) 0.5056(3) 0.0299(6) Uani 1 1 d . . . . .
C18 C 0.65923(14) 0.44052(9) 0.4123(3) 0.0279(5) Uani 1 1 d . . . . .
H18A H 0.6497 0.4104 0.3664 0.033 Uiso 1 1 calc R U . . .
C19 C 0.60770(15) 0.47646(9) 0.3854(3) 0.0320(6) Uani 1 1 d . . . . .
H19A H 0.5628 0.4708 0.3225 0.038 Uiso 1 1 calc R U . . .
C20 C 0.62090(17) 0.52072(10) 0.4495(3) 0.0379(7) Uani 1 1 d . . . . .
H20A H 0.5852 0.5454 0.4309 0.045 Uiso 1 1 calc R U . . .
C21 C 0.6858(2) 0.52870(10) 0.5401(4) 0.0503(8) Uani 1 1 d . . . . .
H21A H 0.6954 0.5590 0.5843 0.060 Uiso 1 1 calc R U . . .
C22 C 0.73757(19) 0.49258(10) 0.5672(4) 0.0462(8) Uani 1 1 d . . . . .
H22A H 0.7826 0.4986 0.6294 0.055 Uiso 1 1 calc R U . . .
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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 59.37(9) . . ?
O1 Co1 N1 131.27(6) . . ?
O2 Co1 N1 91.21(7) . . ?
O1 Co1 N1 131.27(6) . 7_565 ?
O2 Co1 N1 91.20(7) . 7_565 ?
N1 Co1 N1 82.05(11) . 7_565 ?
O1 Co1 N2 92.07(7) . 7_565 ?
O2 Co1 N2 132.28(7) . 7_565 ?
N1 Co1 N2 132.86(8) . 7_565 ?
N1 Co1 N2 80.16(8) 7_565 7_565 ?
O1 Co1 N2 92.07(7) . . ?
O2 Co1 N2 132.28(7) . . ?
N1 Co1 N2 80.16(8) . . ?
N1 Co1 N2 132.86(8) 7_565 . ?
N2 Co1 N2 80.82(13) 7_565 . ?
N3 O1 Co1 93.52(17) . . ?
N3 O2 Co1 92.18(18) . . ?
C2 N1 C5 119.1(3) . . ?
C1' N1 C5 122.5(3) . . ?
C2 N1 C1 109.4(3) . . ?
C5 N1 C1 99.2(3) . . ?
C1' N1 C2' 104.3(3) . . ?
C5 N1 C2' 102.5(3) . . ?
C2 N1 Co1 110.5(3) . . ?
C1' N1 Co1 106.9(2) . . ?
C5 N1 Co1 114.03(14) . . ?
C1 N1 Co1 102.49(18) . . ?
C2' N1 Co1 104.6(2) . . ?
C4 N2 C14 120.4(3) . . ?
C3' N2 C14 124.5(3) . . ?
C4 N2 C3 107.4(3) . . ?
C14 N2 C3 97.4(3) . . ?
C3' N2 C4' 105.2(3) . . ?
C14 N2 C4' 101.3(2) . . ?
C4 N2 Co1 112.0(2) . . ?
C3' N2 Co1 108.2(2) . . ?
C14 N2 Co1 113.12(15) . . ?
C3 N2 Co1 103.8(2) . . ?
C4' N2 Co1 101.23(19) . . ?
O3 N3 O2 122.4(3) . . ?
O3 N3 O1 122.7(3) . . ?
O2 N3 O1 114.9(3) . . ?
O4 N4 O5 119.55(18) . 7_565 ?
O4 N4 O5 119.55(18) . . ?
O5 N4 O5 120.9(4) 7_565 . ?
C1 C1 N1 126.10(17) 7_565 . ?
N1 C2 C3 107.1(5) . . ?
C2 C3 N2 109.3(4) . . ?
N2 C4 C4 113.0(2) . 7_565 ?
N1 C1' C1' 117.4(2) . 7_565 ?
C3' C2' N1 110.9(4) . . ?
N2 C3' C2' 104.8(4) . . ?
C4' C4' N2 128.04(16) 7_565 . ?
N1 C5 C6 112.9(2) . . ?
C7 C6 C5 122.7(2) . . ?
C6 C7 C8 126.6(3) . . ?
C13 C8 C9 118.1(2) . . ?
C13 C8 C7 122.7(2) . . ?
C9 C8 C7 119.1(2) . . ?
C8 C9 C10 120.7(3) . . ?
C11 C10 C9 120.1(3) . . ?
C10 C11 C12 119.7(3) . . ?
C11 C12 C13 120.3(3) . . ?
C12 C13 C8 121.0(3) . . ?
N2 C14 C15 115.4(2) . . ?
C16 C15 C14 123.4(2) . . ?
C15 C16 C17 127.9(2) . . ?
C22 C17 C18 117.6(2) . . ?
C22 C17 C16 119.7(2) . . ?
C18 C17 C16 122.6(2) . . ?
C19 C18 C17 120.9(2) . . ?
C18 C19 C20 120.5(2) . . ?
C21 C20 C19 119.5(3) . . ?
C20 C21 C22 120.0(3) . . ?
C21 C22 C17 121.5(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.138(2) . ?
Co1 O2 2.174(2) . ?
Co1 N1 2.1872(19) . ?
Co1 N1 2.1873(19) 7_565 ?
Co1 N2 2.207(2) 7_565 ?
Co1 N2 2.207(2) . ?
O1 N3 1.273(4) . ?
O2 N3 1.260(4) . ?
O3 N3 1.215(4) . ?
O4 N4 1.247(4) . ?
O5 N4 1.255(3) . ?
N1 C2 1.359(6) . ?
N1 C1' 1.415(5) . ?
N1 C5 1.488(3) . ?
N1 C1 1.612(5) . ?
N1 C2' 1.641(7) . ?
N2 C4 1.345(5) . ?
N2 C3' 1.392(5) . ?
N2 C14 1.480(3) . ?
N2 C3 1.654(6) . ?
N2 C4' 1.665(5) . ?
N4 O5 1.255(3) 7_565 ?
C1 C1 0.971(9) 7_565 ?
C2 C3 1.502(8) . ?
C4 C4 1.811(10) 7_565 ?
C1' C1' 1.570(10) 7_565 ?
C2' C3' 1.508(8) . ?
C4' C4' 0.809(9) 7_565 ?
C5 C6 1.506(3) . ?
C6 C7 1.326(4) . ?
C7 C8 1.470(3) . ?
C8 C13 1.385(4) . ?
C8 C9 1.389(4) . ?
C9 C10 1.396(4) . ?
C10 C11 1.369(4) . ?
C11 C12 1.378(4) . ?
C12 C13 1.381(4) . ?
C14 C15 1.505(3) . ?
C15 C16 1.317(4) . ?
C16 C17 1.472(3) . ?
C17 C22 1.388(4) . ?
C17 C18 1.392(3) . ?
C18 C19 1.377(3) . ?
C19 C20 1.383(4) . ?
C20 C21 1.370(4) . ?
C21 C22 1.384(4) . ?
