# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lip
_database_code_depnum_ccdc_archive 'CCDC 1883246'
loop_
_audit_author_name
_audit_author_address
'Denis G. Samsonenko'
;Nikolaev Institute of Inorganic Chemistry SB RAS; Novosibirsk State University
Russia
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H64 Co2 Li2 N2 O12'
_chemical_formula_sum            'C40 H64 Co2 Li2 N2 O12'
_chemical_formula_weight         896.67

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'
Li Li -0.0003 0.0001 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.379(3)
_cell_length_b                   12.106(5)
_cell_length_c                   12.656(5)
_cell_angle_alpha                117.147(10)
_cell_angle_beta                 96.610(10)
_cell_angle_gamma                89.912(10)
_cell_volume                     1268.0(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    35
_cell_measurement_theta_min      16.1
_cell_measurement_theta_max      17.3

_exptl_crystal_description       prismatic
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_F_000             474
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.706
_shelx_estimated_absorpt_T_min   0.751
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   'multi scan'
_exptl_absorpt_correction_T_min  0.751
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_process_details   'SADABS v2004/1, Sheldrick, G.M., (2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  Bruker-P4
_diffrn_measurement_method       /w
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4744
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.894
_diffrn_reflns_theta_max         24.407
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.875
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.875
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.875
_reflns_number_total             4015
_reflns_number_gt                3027
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1200P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4015
_refine_ls_number_parameters     262
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0718
_refine_ls_wR_factor_ref         0.2109
_refine_ls_wR_factor_gt          0.1910
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000

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 0.06171(7) 0.10831(6) -1.25035(6) 0.0528(3) Uani 1 1 d . . . . .
O1 O -0.1385(5) 0.1671(5) -1.2489(4) 0.0915(13) Uani 1 1 d . . . . .
O2 O -0.1532(5) 0.0200(4) -1.1950(4) 0.0867(12) Uani 1 1 d . . . . .
O3 O 0.1559(4) 0.2063(3) -1.0845(3) 0.0656(9) Uani 1 1 d . . . . .
O4 O 0.0794(4) 0.1108(3) -0.9835(3) 0.0631(9) Uani 1 1 d . . . . .
O5 O 0.1334(4) -0.0535(3) -1.3566(3) 0.0652(9) Uani 1 1 d . . . . .
O6 O 0.1126(5) -0.1389(3) -1.2340(3) 0.0744(11) Uani 1 1 d . . . . .
N1 N 0.1619(5) 0.2065(4) -1.3250(4) 0.0568(10) Uani 1 1 d . . . . .
C1 C -0.2058(6) 0.1087(6) -1.2054(5) 0.0698(14) Uani 1 1 d . U . . .
C2 C -0.3517(8) 0.1514(8) -1.1654(9) 0.111(2) Uani 1 1 d . U . . .
C3 C -0.4128(12) 0.0865(11) -1.1059(11) 0.161(4) Uani 1 1 d . U . . .
H3A H -0.4087 -0.0016 -1.1535 0.241 Uiso 1 1 calc R U . . .
H3B H -0.3587 0.1119 -1.0285 0.241 Uiso 1 1 calc R U . . .
H3C H -0.5111 0.1068 -1.0966 0.241 Uiso 1 1 calc R U . . .
C4 C -0.3519(13) 0.2830(9) -1.1032(13) 0.181(4) Uani 1 1 d . U . . .
H4A H -0.3104 0.3180 -1.1479 0.271 Uiso 1 1 calc R U . . .
H4B H -0.4489 0.3075 -1.0938 0.271 Uiso 1 1 calc R U . . .
H4C H -0.2965 0.3126 -1.0258 0.271 Uiso 1 1 calc R U . . .
C5 C -0.4572(11) 0.1159(13) -1.2747(11) 0.172(4) Uani 1 1 d . U . . .
H5A H -0.4633 0.0272 -1.3221 0.258 Uiso 1 1 calc R U . . .
H5B H -0.5499 0.1436 -1.2518 0.258 Uiso 1 1 calc R U . . .
H5C H -0.4263 0.1541 -1.3207 0.258 Uiso 1 1 calc R U . . .
C6 C 0.1391(5) 0.2026(4) -0.9863(4) 0.0518(11) Uani 1 1 d . . . . .
C7 C 0.1901(6) 0.3216(5) -0.8682(4) 0.0618(13) Uani 1 1 d . . . . .
C8 C 0.0680(11) 0.4112(8) -0.8471(8) 0.148(4) Uani 1 1 d . . . . .
H8A H 0.0493 0.4288 -0.9139 0.222 Uiso 1 1 calc R U . . .
H8B H -0.0173 0.3736 -0.8388 0.222 Uiso 1 1 calc R U . . .
H8C H 0.0956 0.4872 -0.7754 0.222 Uiso 1 1 calc R U . . .
C9 C 0.3302(11) 0.3836(9) -0.8795(7) 0.139(4) Uani 1 1 d . . . . .
H9A H 0.4063 0.3274 -0.8926 0.208 Uiso 1 1 calc R U . . .
H9B H 0.3129 0.4023 -0.9457 0.208 Uiso 1 1 calc R U . . .
H9C H 0.3574 0.4590 -0.8070 0.208 Uiso 1 1 calc R U . . .
C10 C 0.2206(10) 0.2931(7) -0.7620(6) 0.101(2) Uani 1 1 d . . . . .
H10A H 0.2969 0.2371 -0.7757 0.152 Uiso 1 1 calc R U . . .
H10B H 0.2484 0.3689 -0.6902 0.152 Uiso 1 1 calc R U . . .
H10C H 0.1355 0.2553 -0.7537 0.152 Uiso 1 1 calc R U . . .
C11 C 0.1533(5) -0.1412(4) -1.3270(4) 0.0552(12) Uani 1 1 d . . . . .
C12 C 0.2279(6) -0.2556(5) -1.4099(5) 0.0614(13) Uani 1 1 d . . . . .
C13 C 0.2801(11) -0.2399(8) -1.5144(8) 0.129(4) Uani 1 1 d . . . . .
H13A H 0.2002 -0.2226 -1.5582 0.194 Uiso 1 1 calc R U . . .
H13B H 0.3516 -0.1723 -1.4829 0.194 Uiso 1 1 calc R U . . .
H13C H 0.3209 -0.3151 -1.5669 0.194 Uiso 1 1 calc R U . . .
C14 C 0.1174(9) -0.3684(6) -1.4623(8) 0.116(3) Uani 1 1 d . . . . .
H14A H 0.0374 -0.3544 -1.5084 0.174 Uiso 1 1 calc R U . . .
H14B H 0.1622 -0.4421 -1.5129 0.174 Uiso 1 1 calc R U . . .
H14C H 0.0842 -0.3787 -1.3982 0.174 Uiso 1 1 calc R U . . .
C15 C 0.3515(9) -0.2832(7) -1.3381(8) 0.115(3) Uani 1 1 d . . . . .
H15A H 0.4225 -0.2151 -1.3040 0.172 Uiso 1 1 calc R U . . .
H15B H 0.3160 -0.2943 -1.2752 0.172 Uiso 1 1 calc R U . . .
H15C H 0.3940 -0.3577 -1.3899 0.172 Uiso 1 1 calc R U . . .
C16 C 0.2016(7) 0.3287(5) -1.2588(5) 0.0722(15) Uani 1 1 d . . . . .
H16A H 0.1806 0.3691 -1.1804 0.087 Uiso 1 1 calc R U . . .
C17 C 0.2730(8) 0.3970(6) -1.3033(7) 0.091(2) Uani 1 1 d . . . . .
H17A H 0.3026 0.4801 -1.2549 0.109 Uiso 1 1 calc R U . . .
C18 C 0.2979(8) 0.3367(7) -1.4216(7) 0.091(2) Uani 1 1 d . . . . .
H18A H 0.3451 0.3795 -1.4537 0.110 Uiso 1 1 calc R U . . .
C19 C 0.2535(8) 0.2142(7) -1.4916(6) 0.087(2) Uani 1 1 d . . . . .
H19A H 0.2669 0.1737 -1.5720 0.105 Uiso 1 1 calc R U . . .
C21 C 0.1879(7) 0.1518(5) -1.4394(5) 0.0697(15) Uani 1 1 d . . . . .
H21A H 0.1606 0.0679 -1.4862 0.084 Uiso 1 1 calc R U . . .
Li1 Li -0.0130(11) -0.0472(8) -1.1225(8) 0.065(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O5 1.974(3) . ?
Co1 O3 1.974(4) . ?
Co1 O1 2.006(5) . ?
Co1 N1 2.102(4) . ?
Co1 Li1 3.114(8) . ?
O1 C1 1.280(7) . ?
O2 C1 1.236(7) . ?
O2 Li1 1.906(11) . ?
O3 C6 1.290(6) . ?
O4 C6 1.262(6) . ?
O4 Li1 1.978(9) 2_553 ?
O4 Li1 2.022(10) . ?
O5 C11 1.285(6) . ?
O6 C11 1.266(6) . ?
O6 Li1 1.887(10) . ?
N1 C16 1.352(7) . ?
N1 C21 1.342(7) . ?
C1 C2 1.522(9) . ?
C2 C4 1.419(12) . ?
C2 C3 1.468(12) . ?
C2 C5 1.491(14) . ?
C6 C7 1.553(7) . ?
C7 C8 1.537(10) . ?
C7 C10 1.530(9) . ?
C7 C9 1.566(9) . ?
C11 C12 1.532(7) . ?
C12 C15 1.521(9) . ?
C12 C14 1.548(9) . ?
C12 C13 1.552(9) . ?
C16 C17 1.401(8) . ?
C17 C18 1.383(10) . ?
C18 C19 1.369(10) . ?
C19 C21 1.392(8) . ?
Li1 O4 1.978(9) 2_553 ?
Li1 Li1 2.752(17) 2_553 ?

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
O5 Co1 O3 120.46(17) . . ?
O5 Co1 O1 129.4(2) . . ?
O3 Co1 O1 104.90(19) . . ?
O5 Co1 N1 94.46(16) . . ?
O3 Co1 N1 96.92(16) . . ?
O1 Co1 N1 101.57(17) . . ?
O5 Co1 Li1 79.7(2) . . ?
O3 Co1 Li1 76.1(2) . . ?
O1 Co1 Li1 91.4(2) . . ?
N1 Co1 Li1 166.6(2) . . ?
C1 O1 Co1 104.4(4) . . ?
C1 O2 Li1 151.4(5) . . ?
C6 O3 Co1 131.8(3) . . ?
C6 O4 Li1 144.6(4) . 2_553 ?
C6 O4 Li1 128.2(4) . . ?
Li1 O4 Li1 86.9(4) 2_553 . ?
C11 O5 Co1 123.0(3) . . ?
C11 O6 Li1 137.0(4) . . ?
C16 N1 C21 117.3(5) . . ?
C16 N1 Co1 120.7(4) . . ?
C21 N1 Co1 122.0(4) . . ?
O2 C1 O1 120.9(6) . . ?
O2 C1 C2 120.4(6) . . ?
O1 C1 C2 118.7(6) . . ?
C4 C2 C3 114.8(9) . . ?
C4 C2 C5 104.4(10) . . ?
C3 C2 C5 103.0(9) . . ?
C4 C2 C1 111.5(7) . . ?
C3 C2 C1 114.3(7) . . ?
C5 C2 C1 107.9(8) . . ?
O4 C6 O3 123.3(4) . . ?
O4 C6 C7 120.3(4) . . ?
O3 C6 C7 116.3(4) . . ?
C8 C7 C10 109.8(6) . . ?
C8 C7 C6 106.5(5) . . ?
C10 C7 C6 111.6(5) . . ?
C8 C7 C9 109.6(7) . . ?
C10 C7 C9 108.4(6) . . ?
C6 C7 C9 110.8(5) . . ?
O6 C11 O5 123.5(5) . . ?
O6 C11 C12 118.4(4) . . ?
O5 C11 C12 118.1(4) . . ?
C15 C12 C14 107.0(6) . . ?
C15 C12 C13 111.2(6) . . ?
C14 C12 C13 108.9(6) . . ?
C15 C12 C11 110.0(5) . . ?
C14 C12 C11 107.7(4) . . ?
C13 C12 C11 111.9(5) . . ?
N1 C16 C17 122.8(6) . . ?
C18 C17 C16 117.8(6) . . ?
C19 C18 C17 120.3(6) . . ?
C18 C19 C21 118.3(6) . . ?
N1 C21 C19 123.4(6) . . ?
O6 Li1 O2 109.2(4) . . ?
O6 Li1 O4 120.1(5) . 2_553 ?
O2 Li1 O4 117.2(5) . 2_553 ?
O6 Li1 O4 114.1(5) . . ?
O2 Li1 O4 100.4(4) . . ?
O4 Li1 O4 93.1(4) 2_553 . ?
O6 Li1 Li1 131.3(7) . 2_553 ?
O2 Li1 Li1 117.4(6) . 2_553 ?
O4 Li1 Li1 47.2(3) 2_553 2_553 ?
O4 Li1 Li1 45.9(3) . 2_553 ?
O6 Li1 Co1 72.7(3) . . ?
O2 Li1 Co1 56.1(3) . . ?
O4 Li1 Co1 167.0(4) 2_553 . ?
O4 Li1 Co1 78.2(3) . . ?
Li1 Li1 Co1 123.4(5) 2_553 . ?

_refine_diff_density_max         0.500
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.080

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mhy329e5dmf
_database_code_depnum_ccdc_archive 'CCDC 1883248'
loop_
_audit_author_name
_audit_author_address
'Denis G. Samsonenko'
;Nikolaev Institute of Inorganic Chemistry SB RAS; Novosibirsk State University
Russia
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H30 Li N3 O9 Zn'
_chemical_formula_weight         540.79

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'
Li Li -0.0003 0.0001 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   13.2635(3)
_cell_length_b                   13.2635(3)
_cell_length_c                   17.6166(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3099.12(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    4865
_cell_measurement_theta_min      4.07
_cell_measurement_theta_max      28.89

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.836
_shelx_estimated_absorpt_T_min   0.770
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.51501
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            10902
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.435
_diffrn_reflns_theta_max         29.446
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.910
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.859
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3696
_reflns_number_gt                3266
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.622
_reflns_Friedel_fraction_max     0.788
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1400P)²+0.3100P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1143 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(8)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         3696
_refine_ls_number_parameters     247
_refine_ls_number_restraints     198
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1947
_refine_ls_wR_factor_gt          0.1844
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.153
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Zn1 Zn 0.67962(6) 0.47095(6) 0.28854(4) 0.0316(3) Uani 0.5 1 d . . P . .
Li1 Li 0.67962(6) 0.47095(6) 0.28854(4) 0.0316(3) Uani 0.5 1 d . . P . .
C11 C 0.5122(3) 0.4143(3) 0.3669(2) 0.0404(9) Uani 1 1 d . . . . .
O11 O 0.5829(3) 0.4772(3) 0.3699(2) 0.0560(9) Uani 1 1 d . . . . .
C12 C 0.4476(3) 0.4007(3) 0.4365(2) 0.0354(8) Uani 1 1 d . . . . .
O12 O 0.4912(4) 0.3590(4) 0.31110(18) 0.0691(11) Uani 1 1 d . . . . .
C13 C 0.4614(3) 0.4614(3) 0.500000 0.0327(11) Uani 1 2 d S T P . .
H13 H 0.512069 0.512070 0.500001 0.039 Uiso 1 2 calc R U P . .
O13 O 0.2481(4) 0.1581(3) 0.4586(2) 0.0699(12) Uani 1 1 d . . . . .
C14 C 0.3750(3) 0.3264(3) 0.4368(2) 0.0401(9) Uani 1 1 d . . . . .
H14 H 0.367227 0.284185 0.393661 0.048 Uiso 1 1 calc R U . . .
C15 C 0.3126(3) 0.3126(3) 0.500000 0.0411(13) Uani 1 2 d S T P . .
C16 C 0.2322(3) 0.2322(3) 0.500000 0.0529(19) Uani 1 2 d S T P . .
O1D O 0.7864(3) 0.5738(3) 0.3055(2) 0.0623(10) Uani 1 1 d . . . . .
C11D C 0.7979(4) 0.6541(4) 0.3397(3) 0.0562(12) Uani 1 1 d . U . . .
N1D N 0.8628(5) 0.7236(4) 0.3161(4) 0.0766(15) Uani 1 1 d . U . . .
C12D C 0.8878(9) 0.8118(7) 0.3571(8) 0.135(4) Uani 1 1 d . U . . .
H12A H 0.937154 0.851203 0.328330 0.202 Uiso 1 1 calc R U . . .
H12B H 0.826855 0.852194 0.365148 0.202 Uiso 1 1 calc DR U . . .
H12C H 0.916592 0.792969 0.406371 0.202 Uiso 1 1 calc DR U . . .
C13D C 0.9206(7) 0.6999(9) 0.2438(7) 0.122(4) Uani 1 1 d . U . . .
H13A H 0.965982 0.756026 0.231815 0.183 Uiso 1 1 calc R U . . .
H13B H 0.960082 0.638222 0.250946 0.183 Uiso 1 1 calc R U . . .
H13C H 0.872938 0.690314 0.201860 0.183 Uiso 1 1 calc R U . . .
C14D C 0.7396(8) 0.6773(5) 0.4094(4) 0.090(2) Uani 1 1 d . . . . .
H14A H 0.772449 0.732393 0.437023 0.136 Uiso 1 1 calc DR U . . .
H14B H 0.736934 0.617259 0.441834 0.136 Uiso 1 1 calc R U . . .
H14C H 0.670970 0.697416 0.395535 0.136 Uiso 1 1 calc R U . . .
O2D O 0.1336(14) 0.3175(12) 0.3162(10) 0.091(4) Uani 0.363(7) 1 d D U P A 1
N2D N 0.1098(12) 0.4912(11) 0.3420(9) 0.077(3) Uani 0.363(7) 1 d D U P A 1
C21D C 0.1512(13) 0.4158(10) 0.3102(9) 0.063(3) Uani 0.363(7) 1 d D U P A 1
C22D C 0.1484(14) 0.5836(11) 0.3289(11) 0.063(3) Uani 0.363(7) 1 d D U P A 1
H22A H 0.119380 0.611130 0.282106 0.095 Uiso 0.363(7) 1 calc R U P A 1
H22B H 0.221741 0.578724 0.323551 0.095 Uiso 0.363(7) 1 calc R U P A 1
H22C H 0.132019 0.628188 0.371531 0.095 Uiso 0.363(7) 1 calc R U P A 1
C23D C 0.0295(16) 0.4834(18) 0.3951(13) 0.082(4) Uani 0.363(7) 1 d D U P A 1
H23A H 0.009759 0.550975 0.411934 0.123 Uiso 0.363(7) 1 calc R U P A 1
H23B H -0.028186 0.450160 0.371010 0.123 Uiso 0.363(7) 1 calc R U P A 1
H23C H 0.051715 0.443669 0.438904 0.123 Uiso 0.363(7) 1 calc R U P A 1
C24D C 0.2448(16) 0.4455(17) 0.2603(12) 0.080(4) Uani 0.363(7) 1 d D U P A 1
H24A H 0.306903 0.425705 0.286424 0.120 Uiso 0.363(7) 1 calc R U P A 1
H24B H 0.244928 0.518592 0.252011 0.120 Uiso 0.363(7) 1 calc R U P A 1
H24C H 0.240810 0.410841 0.211252 0.120 Uiso 0.363(7) 1 calc R U P A 1
O3D O 0.095(3) 0.323(2) 0.303(2) 0.075(5) Uani 0.137(7) 1 d D U P A 2
N3D N 0.167(3) 0.486(2) 0.3062(17) 0.070(3) Uani 0.137(7) 1 d D U P A 2
C31D C 0.108(3) 0.409(2) 0.335(2) 0.075(4) Uani 0.137(7) 1 d D U P A 2
C32D C 0.168(2) 0.580(3) 0.351(2) 0.063(5) Uani 0.137(7) 1 d D U P A 2
H32A H 0.201024 0.633619 0.321830 0.094 Uiso 0.137(7) 1 calc R U P A 2
H32B H 0.205295 0.569137 0.398544 0.094 Uiso 0.137(7) 1 calc R U P A 2
H32C H 0.098742 0.600586 0.363104 0.094 Uiso 0.137(7) 1 calc R U P A 2
C33D C 0.200(3) 0.459(3) 0.2236(17) 0.076(5) Uani 0.137(7) 1 d D U P A 2
H33A H 0.273541 0.458856 0.220548 0.113 Uiso 0.137(7) 1 calc R U P A 2
H33B H 0.172379 0.508677 0.188235 0.113 Uiso 0.137(7) 1 calc R U P A 2
H33C H 0.174254 0.391657 0.210325 0.113 Uiso 0.137(7) 1 calc R U P A 2
C34D C 0.025(3) 0.435(3) 0.386(3) 0.078(5) Uani 0.137(7) 1 d D U P A 2
H34A H 0.038509 0.501739 0.408888 0.117 Uiso 0.137(7) 1 calc R U P A 2
H34B H -0.038298 0.437583 0.358143 0.117 Uiso 0.137(7) 1 calc R U P A 2
H34C H 0.020614 0.384796 0.426740 0.117 Uiso 0.137(7) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Zn1 Zn1 3.1339(16) 8_665 ?
Zn1 O11 1.926(3) . yes
Zn1 O12 1.896(3) 8_665 yes
Zn1 O13 1.938(4) 6 yes
Zn1 O1D 1.989(4) . yes
C11 O11 1.256(6) . ?
C11 C12 1.506(5) . ?
C11 O12 1.259(6) . ?
C12 C13 1.391(5) . ?
C12 C14 1.377(6) . ?
C13 H13 0.9500 . ?
O13 C16 1.243(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.400(5) . ?
C15 C16 1.506(9) . ?
O1D C11D 1.233(7) . ?
C11D N1D 1.327(8) . ?
C11D C14D 1.484(10) . ?
N1D C12D 1.414(11) . ?
N1D C13D 1.520(13) . ?
C12D H12A 0.9800 . ?
C12D H12B 0.9800 . ?
C12D H12C 0.9800 . ?
C13D H13A 0.9800 . ?
C13D H13B 0.9800 . ?
C13D H13C 0.9800 . ?
C14D H14A 0.9800 . ?
C14D H14B 0.9800 . ?
C14D H14C 0.9800 . ?
O2D C21D 1.328(17) . ?
N2D C21D 1.271(18) . ?
N2D C22D 1.348(17) . ?
N2D C23D 1.420(19) . ?
C21D C24D 1.572(19) . ?
C22D H22A 0.9800 . ?
C22D H22B 0.9800 . ?
C22D H22C 0.9800 . ?
C23D H23A 0.9800 . ?
C23D H23B 0.9800 . ?
C23D H23C 0.9800 . ?
C24D H24A 0.9800 . ?
C24D H24B 0.9800 . ?
C24D H24C 0.9800 . ?
O3D C31D 1.28(2) . ?
N3D C31D 1.38(2) . ?
N3D C32D 1.49(2) . ?
N3D C33D 1.56(2) . ?
C31D C34D 1.47(2) . ?
C32D H32A 0.9800 . ?
C32D H32B 0.9800 . ?
C32D H32C 0.9800 . ?
C33D H33A 0.9800 . ?
C33D H33B 0.9800 . ?
C33D H33C 0.9800 . ?
C34D H34A 0.9800 . ?
C34D H34B 0.9800 . ?
C34D H34C 0.9800 . ?

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
O11 Zn1 Zn1 85.73(12) . 8_665 ?
O11 Zn1 O13 109.35(19) . 6 ?
O11 Zn1 O1D 109.45(17) . . ?
O12 Zn1 Zn1 66.15(15) 8_665 8_665 ?
O12 Zn1 O11 119.8(2) 8_665 . ?
O12 Zn1 O13 112.61(19) 8_665 6 ?
O12 Zn1 O1D 98.6(2) 8_665 . ?
O13 Zn1 Zn1 75.37(15) 6 8_665 ?
O13 Zn1 O1D 105.5(2) 6 . ?
O1D Zn1 Zn1 162.94(13) . 8_665 ?
O11 C11 C12 118.1(4) . . ?
O11 C11 O12 125.8(4) . . ?
O12 C11 C12 116.1(4) . . ?
C11 O11 Zn1 115.9(3) . . ?
C13 C12 C11 120.6(4) . . ?
C14 C12 C11 119.2(4) . . ?
C14 C12 C13 120.2(4) . . ?
C11 O12 Zn1 145.3(4) . 8_665 ?
C12 C13 C12 119.6(5) 7_556 . ?
C12 C13 H13 120.2 . . ?
C12 C13 H13 120.2 7_556 . ?
C16 O13 Zn1 127.2(4) . 6_455 ?
C12 C14 H14 119.6 . . ?
C12 C14 C15 120.7(4) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C14 118.5(5) 7_556 . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 C16 120.8(3) 7_556 . ?
O13 C16 O13 127.8(6) . 7_556 ?
O13 C16 C15 116.1(3) . . ?
O13 C16 C15 116.1(3) 7_556 . ?
C11D O1D Zn1 138.9(4) . . ?
O1D C11D N1D 121.8(6) . . ?
O1D C11D C14D 121.2(5) . . ?
N1D C11D C14D 117.0(6) . . ?
C11D N1D C12D 124.5(8) . . ?
C11D N1D C13D 116.5(7) . . ?
C12D N1D C13D 118.8(8) . . ?
N1D C12D H12A 109.5 . . ?
N1D C12D H12B 109.5 . . ?
N1D C12D H12C 109.5 . . ?
H12A C12D H12B 109.5 . . ?
H12A C12D H12C 109.5 . . ?
H12B C12D H12C 109.5 . . ?
N1D C13D H13A 109.5 . . ?
N1D C13D H13B 109.5 . . ?
N1D C13D H13C 109.5 . . ?
H13A C13D H13B 109.5 . . ?
H13A C13D H13C 109.5 . . ?
H13B C13D H13C 109.5 . . ?
C11D C14D H14A 109.5 . . ?
C11D C14D H14B 109.5 . . ?
C11D C14D H14C 109.5 . . ?
H14A C14D H14B 109.5 . . ?
H14A C14D H14C 109.5 . . ?
H14B C14D H14C 109.5 . . ?
C21D N2D C22D 118.4(16) . . ?
C21D N2D C23D 123.8(16) . . ?
C22D N2D C23D 117.6(17) . . ?
O2D C21D C24D 115.4(17) . . ?
N2D C21D O2D 131.5(17) . . ?
N2D C21D C24D 112.9(15) . . ?
N2D C22D H22A 109.5 . . ?
N2D C22D H22B 109.5 . . ?
N2D C22D H22C 109.5 . . ?
H22A C22D H22B 109.5 . . ?
H22A C22D H22C 109.5 . . ?
H22B C22D H22C 109.5 . . ?
N2D C23D H23A 109.5 . . ?
N2D C23D H23B 109.5 . . ?
N2D C23D H23C 109.5 . . ?
H23A C23D H23B 109.5 . . ?
H23A C23D H23C 109.5 . . ?
H23B C23D H23C 109.5 . . ?
C21D C24D H24A 109.5 . . ?
C21D C24D H24B 109.5 . . ?
C21D C24D H24C 109.5 . . ?
H24A C24D H24B 109.5 . . ?
H24A C24D H24C 109.5 . . ?
H24B C24D H24C 109.5 . . ?
C31D N3D C32D 115.9(16) . . ?
C31D N3D C33D 109.3(18) . . ?
C32D N3D C33D 133(2) . . ?
O3D C31D N3D 125(2) . . ?
O3D C31D C34D 112(2) . . ?
N3D C31D C34D 118(2) . . ?
N3D C32D H32A 109.5 . . ?
N3D C32D H32B 109.5 . . ?
N3D C32D H32C 109.5 . . ?
H32A C32D H32B 109.5 . . ?
H32A C32D H32C 109.5 . . ?
H32B C32D H32C 109.5 . . ?
N3D C33D H33A 109.5 . . ?
N3D C33D H33B 109.5 . . ?
N3D C33D H33C 109.5 . . ?
H33A C33D H33B 109.5 . . ?
H33A C33D H33C 109.5 . . ?
H33B C33D H33C 109.5 . . ?
C31D C34D H34A 109.5 . . ?
C31D C34D H34B 109.5 . . ?
C31D C34D H34C 109.5 . . ?
H34A C34D H34B 109.5 . . ?
H34A C34D H34C 109.5 . . ?
H34B C34D H34C 109.5 . . ?

_refine_diff_density_max         0.855
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.120

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_EDMA
_database_code_depnum_ccdc_archive 'CCDC 1883250'
loop_
_audit_author_name
_audit_author_address
'Denis G. Samsonenko'
;Nikolaev Institute of Inorganic Chemistry SB RAS; Novosibirsk State University
Russia
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H39 Co Li N4 O10'
_chemical_formula_weight         621.47

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'
Li Li -0.0003 0.0001 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   13.1202(2)
_cell_length_b                   13.1202(2)
_cell_length_c                   17.6987(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3046.65(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    4187
_cell_measurement_theta_min      3.46
_cell_measurement_theta_max      28.20

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_F_000             1308
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.621
_shelx_estimated_absorpt_T_min   0.886
_shelx_estimated_absorpt_T_max   0.896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99128
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            8033
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.312
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3093
_reflns_number_gt                2907
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.683
_reflns_Friedel_fraction_max     0.983
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²+1.0179P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1092 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.024(8)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3093
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0842
_refine_ls_wR_factor_gt          0.0824
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.52388(5) 0.31937(5) 0.28951(4) 0.01664(16) Uani 0.5 1 d . . P . .
Li1 Li 0.52388(5) 0.31937(5) 0.28951(4) 0.01664(16) Uani 0.5 1 d . . P . .
O11 O 0.4930(2) 0.36193(18) 0.18849(11) 0.0520(8) Uani 1 1 d . . . . .
O12 O 0.58185(16) 0.48361(16) 0.13069(13) 0.0365(6) Uani 1 1 d . . . . .
C11 C 0.5126(2) 0.4176(2) 0.13309(16) 0.0259(6) Uani 1 1 d . . . . .
C12 C 0.4480(2) 0.4029(2) 0.06372(14) 0.0210(6) Uani 1 1 d . . . . .
C13 C 0.4628(2) 0.4628(2) 0.0000 0.0188(8) Uani 1 2 d S T P . .
H13 H 0.5140 0.5140 0.0000 0.023 Uiso 1 2 calc R U P . .
C14 C 0.3743(2) 0.3272(2) 0.06292(14) 0.0231(6) Uani 1 1 d . . . . .
H14 H 0.3656 0.2847 0.1059 0.028 Uiso 1 1 calc R U . . .
C15 C 0.3131(2) 0.3131(2) 0.0000 0.0233(8) Uani 1 2 d S T P . .
C16 C 0.2321(2) 0.2321(2) 0.0000 0.0337(11) Uani 1 2 d S T P . .
O13 O 0.2473(2) 0.15637(18) 0.04214(13) 0.0483(7) Uani 1 1 d . . . . .
O1 O 0.42122(15) 0.21201(15) 0.30185(11) 0.0289(5) Uani 1 1 d . . . . .
C11D C 0.3422(2) 0.2007(2) 0.33960(16) 0.0257(6) Uani 1 1 d . . . . .
C12D C 0.3235(2) 0.2603(3) 0.40986(18) 0.0363(7) Uani 1 1 d . . . . .
H12A H 0.2554 0.2909 0.4078 0.054 Uiso 1 1 calc R U . . .
H12B H 0.3748 0.3143 0.4143 0.054 Uiso 1 1 calc R U . . .
H12C H 0.3280 0.2150 0.4537 0.054 Uiso 1 1 calc R U . . .
N1 N 0.2717(2) 0.1333(2) 0.31819(16) 0.0347(6) Uani 1 1 d . . . . .
C13D C 0.1786(3) 0.1128(3) 0.3607(3) 0.0577(11) Uani 1 1 d . . . . .
H13A H 0.1658 0.0393 0.3616 0.087 Uiso 1 1 calc R U . . .
H13B H 0.1211 0.1476 0.3364 0.087 Uiso 1 1 calc R U . . .
H13C H 0.1863 0.1380 0.4125 0.087 Uiso 1 1 calc R U . . .
C14D C 0.2864(3) 0.0748(3) 0.2490(2) 0.0525(10) Uani 1 1 d . . . . .
H14A H 0.2204 0.0645 0.2242 0.079 Uiso 1 1 calc R U . . .
H14B H 0.3164 0.0084 0.2614 0.079 Uiso 1 1 calc R U . . .
H14C H 0.3321 0.1120 0.2150 0.079 Uiso 1 1 calc R U . . .
O2 O 0.4157(2) 0.8537(3) 0.3344(2) 0.0761(10) Uani 1 1 d . . . . .
C21D C 0.5018(3) 0.8887(3) 0.3433(2) 0.0512(10) Uani 1 1 d . . . . .
C22D C 0.5222(4) 0.9804(4) 0.3923(3) 0.0712(13) Uani 1 1 d . . . . .
H22A H 0.5498 1.0356 0.3612 0.107 Uiso 1 1 calc R U . . .
H22B H 0.5716 0.9623 0.4316 0.107 Uiso 1 1 calc R U . . .
H22C H 0.4585 1.0027 0.4159 0.107 Uiso 1 1 calc R U . . .
N2 N 0.5817(2) 0.8481(3) 0.30997(17) 0.0489(8) Uani 1 1 d . . . . .
C23D C 0.6843(3) 0.8852(4) 0.3106(3) 0.0729(14) Uani 1 1 d . . . . .
H23A H 0.7315 0.8277 0.3157 0.109 Uiso 1 1 calc R U . . .
H23B H 0.6934 0.9319 0.3533 0.109 Uiso 1 1 calc R U . . .
H23C H 0.6982 0.9213 0.2633 0.109 Uiso 1 1 calc R U . . .
C24D C 0.5656(4) 0.7597(4) 0.2594(3) 0.0737(14) Uani 1 1 d . . . . .
H24A H 0.6130 0.7050 0.2731 0.111 Uiso 1 1 calc R U . . .
H24B H 0.5779 0.7803 0.2069 0.111 Uiso 1 1 calc R U . . .
H24C H 0.4954 0.7353 0.2646 0.111 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 Li1 3.2272(13) 8_665 ?
Co1 O11 1.916(2) . yes
Co1 O12 1.919(2) 8_665 yes
Co1 O13 1.946(2) 4 yes
Co1 O1 1.961(2) . yes
O11 C11 1.250(4) . ?
O12 Co1 1.919(2) 8_665 ?
O12 Li1 1.919(2) 8_665 ?
O12 C11 1.255(4) . ?
C11 Li1 2.706(3) 8_665 ?
C11 C12 1.504(4) . ?
C12 C13 1.388(3) . ?
C12 C14 1.387(4) . ?
C13 C12 1.388(3) 7 ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.386(3) . ?
C15 C14 1.386(3) 7 ?
C15 C16 1.502(5) . ?
C16 O13 1.259(3) . ?
C16 O13 1.259(3) 7 ?
O13 Co1 1.946(2) 3_544 ?
O13 Li1 1.946(2) 3_544 ?
O1 C11D 1.243(4) . ?
C11D C12D 1.489(4) . ?
C11D N1 1.334(4) . ?
C12D H12A 0.9800 . ?
C12D H12B 0.9800 . ?
C12D H12C 0.9800 . ?
N1 C13D 1.460(4) . ?
N1 C14D 1.458(5) . ?
C13D H13A 0.9800 . ?
C13D H13B 0.9800 . ?
C13D H13C 0.9800 . ?
C14D H14A 0.9800 . ?
C14D H14B 0.9800 . ?
C14D H14C 0.9800 . ?
O2 C21D 1.230(5) . ?
C21D C22D 1.506(6) . ?
C21D N2 1.316(5) . ?
C22D H22A 0.9800 . ?
C22D H22B 0.9800 . ?
C22D H22C 0.9800 . ?
N2 C23D 1.432(5) . ?
N2 C24D 1.480(5) . ?
C23D H23A 0.9800 . ?
C23D H23B 0.9800 . ?
C23D H23C 0.9800 . ?
C24D H24A 0.9800 . ?
C24D H24B 0.9800 . ?
C24D H24C 0.9800 . ?

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
O11 Co1 Li1 62.92(9) . 8_665 ?
O11 Co1 O12 118.61(11) . 8_665 yes
O11 Co1 O13 110.01(11) . 4 yes
O11 Co1 O1 99.67(11) . . yes
O12 Co1 Li1 85.48(8) 8_665 8_665 ?
O12 Co1 O13 109.36(11) 8_665 4 yes
O12 Co1 O1 111.58(10) 8_665 . yes
O13 Co1 Li1 74.19(9) 4 8_665 ?
O13 Co1 O1 106.74(11) 4 . yes
O1 Co1 Li1 160.68(7) . 8_665 ?
C11 O11 Co1 149.2(2) . . ?
Li1 O12 Co1 0.0 8_665 8_665 ?
C11 O12 Co1 115.4(2) . 8_665 ?
C11 O12 Li1 115.4(2) . 8_665 ?
O11 C11 Li1 86.37(19) . 8_665 ?
O11 C11 O12 125.4(3) . . ?
O11 C11 C12 116.7(3) . . ?
O12 C11 Li1 39.86(13) . 8_665 ?
O12 C11 C12 117.9(3) . . ?
C12 C11 Li1 155.3(2) . 8_665 ?
C13 C12 C11 120.8(3) . . ?
C14 C12 C11 119.6(2) . . ?
C14 C12 C13 119.6(3) . . ?
C12 C13 C12 120.1(3) . 7 ?
C12 C13 H13 119.9 . . ?
C12 C13 H13 119.9 7 . ?
C12 C14 H14 119.7 . . ?
C15 C14 C12 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C14 119.4(3) . 7 ?
C14 C15 C16 120.32(17) . . ?
C14 C15 C16 120.32(17) 7 . ?
O13 C16 C15 116.5(2) . . ?
O13 C16 C15 116.5(2) 7 . ?
O13 C16 O13 126.9(4) 7 . ?
Li1 O13 Co1 0.0 3_544 3_544 ?
C16 O13 Co1 128.3(2) . 3_544 ?
C16 O13 Li1 128.3(2) . 3_544 ?
C11D O1 Co1 135.95(19) . . ?
O1 C11D C12D 121.6(3) . . ?
O1 C11D N1 120.3(3) . . ?
N1 C11D C12D 118.1(3) . . ?
C11D C12D H12A 109.5 . . ?
C11D C12D H12B 109.5 . . ?
C11D C12D H12C 109.5 . . ?
H12A C12D H12B 109.5 . . ?
H12A C12D H12C 109.5 . . ?
H12B C12D H12C 109.5 . . ?
C11D N1 C13D 123.8(3) . . ?
C11D N1 C14D 119.8(3) . . ?
C14D N1 C13D 116.4(3) . . ?
N1 C13D H13A 109.5 . . ?
N1 C13D H13B 109.5 . . ?
N1 C13D H13C 109.5 . . ?
H13A C13D H13B 109.5 . . ?
H13A C13D H13C 109.5 . . ?
H13B C13D H13C 109.5 . . ?
N1 C14D H14A 109.5 . . ?
N1 C14D H14B 109.5 . . ?
N1 C14D H14C 109.5 . . ?
H14A C14D H14B 109.5 . . ?
H14A C14D H14C 109.5 . . ?
H14B C14D H14C 109.5 . . ?
O2 C21D C22D 122.4(4) . . ?
O2 C21D N2 121.5(4) . . ?
N2 C21D C22D 116.1(4) . . ?
C21D C22D H22A 109.5 . . ?
C21D C22D H22B 109.5 . . ?
C21D C22D H22C 109.5 . . ?
H22A C22D H22B 109.5 . . ?
H22A C22D H22C 109.5 . . ?
H22B C22D H22C 109.5 . . ?
C21D N2 C23D 127.4(4) . . ?
C21D N2 C24D 118.4(4) . . ?
C23D N2 C24D 113.9(4) . . ?
N2 C23D H23A 109.5 . . ?
N2 C23D H23B 109.5 . . ?
N2 C23D H23C 109.5 . . ?
H23A C23D H23B 109.5 . . ?
H23A C23D H23C 109.5 . . ?
H23B C23D H23C 109.5 . . ?
N2 C24D H24A 109.5 . . ?
N2 C24D H24B 109.5 . . ?
N2 C24D H24C 109.5 . . ?
H24A C24D H24B 109.5 . . ?
H24A C24D H24C 109.5 . . ?
H24B C24D H24C 109.5 . . ?

_refine_diff_density_max         0.375
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.041

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_qch3cnco_sq
_database_code_depnum_ccdc_archive 'CCDC 1883249'
loop_
_audit_author_name
_audit_author_address
'Denis G. Samsonenko'
;Nikolaev Institute of Inorganic Chemistry SB RAS; Novosibirsk State University
Russia
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H42 Co Li N3 O9'
_chemical_formula_weight         762.62

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'
Li Li -0.0003 0.0001 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   11.2469(4)
_cell_length_b                   29.1732(9)
_cell_length_c                   12.3612(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.248(3)
_cell_angle_gamma                90
_cell_volume                     4052.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    3908
_cell_measurement_theta_min      4.09
_cell_measurement_theta_max      29.27

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             1596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.478
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            10599
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.583
_diffrn_reflns_theta_max         29.498
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.845
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.845
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.845
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4784
_reflns_number_gt                3780
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2017 (Sheldrick, 2015)'

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1681P)²+7.4099P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4784
_refine_ls_number_parameters     215
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0934
_refine_ls_R_factor_gt           0.0782
_refine_ls_wR_factor_ref         0.2578
_refine_ls_wR_factor_gt          0.2430
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.34678(7) 0.62460(2) 0.41358(6) 0.0265(3) Uani 0.5 1 d . . P . .
Li1 Li 0.34678(7) 0.62460(2) 0.41358(6) 0.0265(3) Uani 0.5 1 d . . P . .
O1 O 0.4117(2) 0.58300(9) 0.51884(18) 0.0442(6) Uani 1 1 d . . . . .
O2 O 0.29763(19) 0.60020(7) 0.65688(18) 0.0351(5) Uani 1 1 d . . . . .
O3 O 0.6805(2) 0.18801(8) 1.0627(2) 0.0433(6) Uani 1 1 d . . . . .
C1 C 0.3854(3) 0.58112(9) 0.6170(2) 0.0275(6) Uani 1 1 d . . . . .
C2 C 0.4670(2) 0.55452(9) 0.6925(2) 0.0232(5) Uani 1 1 d . . . . .
C3 C 0.5429(3) 0.52090(10) 0.6554(2) 0.0306(7) Uani 1 1 d . . . . .
H3 H 0.547237 0.515505 0.579847 0.037 Uiso 1 1 calc R U . . .
C4 C 0.6127(3) 0.49506(10) 0.7284(2) 0.0287(6) Uani 1 1 d . . . . .
H4 H 0.662179 0.471377 0.702708 0.034 Uiso 1 1 calc R U . . .
C5 C 0.6099(2) 0.50387(8) 0.8390(2) 0.0206(5) Uani 1 1 d . . . . .
C6 C 0.5362(2) 0.53856(9) 0.8753(2) 0.0241(6) Uani 1 1 d . . . . .
H6 H 0.535276 0.545323 0.950487 0.029 Uiso 1 1 calc R U . . .
C7 C 0.4642(2) 0.56333(9) 0.8027(2) 0.0245(6) Uani 1 1 d . . . . .
H7 H 0.412873 0.586383 0.828544 0.029 Uiso 1 1 calc R U . . .
C8 C 0.750000 0.50106(12) 1.000000 0.0212(7) Uani 1 2 d S T P . .
H8 H 0.750000 0.533624 0.999999 0.025 Uiso 1 2 calc R U P . .
C9 C 0.6843(2) 0.47765(8) 0.9194(2) 0.0205(5) Uani 1 1 d . . . . .
C10 C 0.6875(2) 0.42988(8) 0.9183(2) 0.0202(5) Uani 1 1 d . . . . .
H10 H 0.646801 0.413539 0.861609 0.024 Uiso 1 1 calc R U . . .
C11 C 0.750000 0.40594(11) 1.000000 0.0188(7) Uani 1 2 d S T P . .
C12 C 0.750000 0.35517(12) 1.000000 0.0199(7) Uani 1 2 d S T P . .
C13 C 0.7664(3) 0.33059(9) 0.9042(2) 0.0264(6) Uani 1 1 d . . . . .
H13 H 0.775325 0.346603 0.838110 0.032 Uiso 1 1 calc R U . . .
C14 C 0.7697(3) 0.28325(9) 0.9054(2) 0.0305(6) Uani 1 1 d . . . . .
H14 H 0.785582 0.267019 0.840904 0.037 Uiso 1 1 calc R U . . .
C15 C 0.750000 0.25915(13) 1.000000 0.0287(8) Uani 1 2 d S T P . .
C16 C 0.750000 0.20774(14) 1.000000 0.0345(10) Uani 1 2 d S T P . .
O1D O 0.4661(2) 0.62722(8) 0.29621(19) 0.0394(6) Uani 1 1 d . U . . .
N1D N 0.6255(4) 0.6325(2) 0.1944(4) 0.0848(10) Uani 1 1 d . U . . .
C1D C 0.5697(5) 0.6178(2) 0.2805(5) 0.0702(11) Uani 1 1 d . U . . .
C2D C 0.6379(5) 0.5863(2) 0.3577(5) 0.0787(11) Uani 1 1 d . U . . .
H2D1 H 0.719138 0.582422 0.333370 0.118 Uiso 1 1 calc R U . . .
H2D2 H 0.640411 0.599667 0.430467 0.118 Uiso 1 1 calc R U . . .
H2D3 H 0.598204 0.556421 0.359167 0.118 Uiso 1 1 calc R U . . .
C3D C 0.7487(5) 0.6226(2) 0.1699(6) 0.0886(12) Uani 1 1 d . U . . .
H3D1 H 0.767826 0.637458 0.101675 0.133 Uiso 1 1 calc R U . . .
H3D2 H 0.801723 0.634271 0.228402 0.133 Uiso 1 1 calc R U . . .
H3D3 H 0.759405 0.589375 0.163221 0.133 Uiso 1 1 calc R U . . .
C4D C 0.5623(5) 0.6619(3) 0.1153(5) 0.0873(12) Uani 1 1 d . U . . .
H4D1 H 0.615362 0.669662 0.056958 0.131 Uiso 1 1 calc R U . . .
H4D2 H 0.492372 0.645656 0.084941 0.131 Uiso 1 1 calc R U . . .
H4D3 H 0.536919 0.690049 0.150906 0.131 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.904(2) . yes
Co1 O2 1.947(2) 2_556 yes
Co1 O3 1.900(2) 4_556 yes
Co1 O1D 2.016(3) . yes
O1 C1 1.261(4) . ?
O2 C1 1.251(4) . ?
O3 C16 1.261(3) . ?
C1 C2 1.500(3) . ?
C2 C3 1.390(4) . ?
C2 C7 1.388(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(4) . ?
C5 C6 1.394(4) . ?
C5 C9 1.486(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.388(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.395(3) . ?
C8 C9 1.395(3) 2_657 ?
C9 C10 1.394(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.395(3) . ?
C11 C12 1.481(4) . ?
C12 C13 1.402(3) 2_657 ?
C12 C13 1.403(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(3) . ?
C15 C16 1.500(5) . ?
O1D C1D 1.219(6) . ?
N1D C1D 1.327(7) . ?
N1D C3D 1.459(8) . ?
N1D C4D 1.465(8) . ?
C1D C2D 1.512(8) . ?
C2D H2D1 0.9800 . ?
C2D H2D2 0.9800 . ?
C2D H2D3 0.9800 . ?
C3D H3D1 0.9800 . ?
C3D H3D2 0.9800 . ?
C3D H3D3 0.9800 . ?
C4D H4D1 0.9800 . ?
C4D H4D2 0.9800 . ?
C4D H4D3 0.9800 . ?

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 111.32(11) . 2_556 yes
O1 Co1 O1D 105.51(12) . . yes
O2 Co1 O1D 105.01(11) 2_556 . yes
O3 Co1 O1 125.11(11) 4_556 . yes
O3 Co1 O2 106.73(11) 4_556 2_556 yes
O3 Co1 O1D 100.98(11) 4_556 . yes
C1 O1 Co1 125.9(2) . . ?
C1 O2 Co1 130.03(19) . 2_556 ?
C16 O3 Co1 130.3(3) . 4_546 ?
O1 C1 C2 117.4(3) . . ?
O2 C1 O1 125.4(3) . . ?
O2 C1 C2 117.3(3) . . ?
C3 C2 C1 121.9(2) . . ?
C7 C2 C1 118.6(2) . . ?
C7 C2 C3 119.5(2) . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.1(2) . . ?
C4 C5 C9 121.9(2) . . ?
C6 C5 C9 119.0(2) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.6(2) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.2(2) . . ?
C6 C7 H7 119.9 . . ?
C9 C8 H8 119.3 . . ?
C9 C8 H8 119.3 2_657 . ?
C9 C8 C9 121.4(3) . 2_657 ?
C8 C9 C5 119.6(2) . . ?
C10 C9 C5 121.5(2) . . ?
C10 C9 C8 118.9(2) . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.4(2) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C10 119.9(3) . 2_657 ?
C10 C11 C12 120.04(15) . . ?
C10 C11 C12 120.05(15) 2_657 . ?
C13 C12 C11 120.75(16) . . ?
C13 C12 C11 120.75(16) 2_657 . ?
C13 C12 C13 118.5(3) 2_657 . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C14 119.2(4) . 2_657 ?
C14 C15 C16 120.38(18) 2_657 . ?
C14 C15 C16 120.39(18) . . ?
O3 C16 O3 125.7(4) 2_657 . ?
O3 C16 C15 117.2(2) . . ?
O3 C16 C15 117.2(2) 2_657 . ?
C1D O1D Co1 140.6(3) . . ?
C1D N1D C3D 125.9(6) . . ?
C1D N1D C4D 119.4(5) . . ?
C3D N1D C4D 114.7(5) . . ?
O1D C1D N1D 122.7(5) . . ?
O1D C1D C2D 120.0(5) . . ?
N1D C1D C2D 117.2(5) . . ?
C1D C2D H2D1 109.5 . . ?
C1D C2D H2D2 109.5 . . ?
C1D C2D H2D3 109.5 . . ?
H2D1 C2D H2D2 109.5 . . ?
H2D1 C2D H2D3 109.5 . . ?
H2D2 C2D H2D3 109.5 . . ?
N1D C3D H3D1 109.5 . . ?
N1D C3D H3D2 109.5 . . ?
N1D C3D H3D3 109.5 . . ?
H3D1 C3D H3D2 109.5 . . ?
H3D1 C3D H3D3 109.5 . . ?
H3D2 C3D H3D3 109.5 . . ?
N1D C4D H4D1 109.5 . . ?
N1D C4D H4D2 109.5 . . ?
N1D C4D H4D3 109.5 . . ?
H4D1 C4D H4D2 109.5 . . ?
H4D1 C4D H4D3 109.5 . . ?
H4D2 C4D H4D3 109.5 . . ?

_refine_diff_density_max         0.875
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.107



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mhyqch3cn_sq
_database_code_depnum_ccdc_archive 'CCDC 1883247'
loop_
_audit_author_name
_audit_author_address
'Denis G. Samsonenko'
;Nikolaev Institute of Inorganic Chemistry SB RAS; Novosibirsk State University
Russia
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H36 Li N3 O9 Zn'
_chemical_formula_weight         726.99

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'
Li Li -0.0003 0.0001 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   11.8491(5)
_cell_length_b                   29.0049(10)
_cell_length_c                   12.2371(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.249(3)
_cell_angle_gamma                90
_cell_volume                     4198.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    3583
_cell_measurement_theta_min      4.20
_cell_measurement_theta_max      28.08

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_F_000             1512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.634
_shelx_estimated_absorpt_T_min   0.868
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94278
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            9055
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.444
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3838
_reflns_number_gt                3040
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2017 (Sheldrick, 2015)'

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1340P)²+7.8300P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3838
_refine_ls_number_parameters     278
_refine_ls_number_restraints     191
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0657
_refine_ls_wR_factor_ref         0.2180
_refine_ls_wR_factor_gt          0.2063
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Zn1 Zn 0.33664(6) 0.62343(2) 0.41527(5) 0.0307(3) Uani 0.5 1 d . . P A .
Li1 Li 0.33664(6) 0.62343(2) 0.41527(5) 0.0307(3) Uani 0.5 1 d . . P A .
C1 C 0.3771(3) 0.57992(11) 0.6232(3) 0.0357(8) Uani 1 1 d . . . . .
C2 C 0.4580(3) 0.55365(10) 0.6990(3) 0.0316(7) Uani 1 1 d . . . . .
C3 C 0.5290(4) 0.52011(12) 0.6605(3) 0.0443(10) Uani 1 1 d . . . . .
H3 H 0.528321 0.514088 0.584123 0.053 Uiso 1 1 calc R U . . .
C4 C 0.6006(3) 0.49536(12) 0.7312(3) 0.0417(9) Uani 1 1 d . . . . .
H4 H 0.646860 0.471821 0.703470 0.050 Uiso 1 1 calc R U . . .
C5 C 0.6056(3) 0.50463(10) 0.8432(3) 0.0291(7) Uani 1 1 d . . . . .
C6 C 0.5364(3) 0.53892(11) 0.8809(2) 0.0316(7) Uani 1 1 d . . . . .
H6 H 0.540103 0.546305 0.956681 0.038 Uiso 1 1 calc R U . . .
C7 C 0.4622(3) 0.56246(11) 0.8106(3) 0.0326(7) Uani 1 1 d . . . . .
H7 H 0.413349 0.584971 0.838725 0.039 Uiso 1 1 calc R U . . .
C8 C 0.750000 0.50251(15) 1.000000 0.0300(10) Uani 1 2 d S T P . .
H8 H 0.750000 0.535262 0.999998 0.036 Uiso 1 2 calc R U P . .
C9 C 0.6826(3) 0.47896(10) 0.9211(2) 0.0293(7) Uani 1 1 d . . . . .
C10 C 0.6864(3) 0.43086(10) 0.9197(2) 0.0289(7) Uani 1 1 d . . . . .
H10 H 0.645025 0.414442 0.863478 0.035 Uiso 1 1 calc R U . . .
C11 C 0.750000 0.40666(14) 1.000000 0.0278(9) Uani 1 2 d S T P . .
C12 C 0.750000 0.35535(15) 1.000000 0.0302(10) Uani 1 2 d S T P . .
C13 C 0.7609(3) 0.33122(12) 0.9032(3) 0.0413(9) Uani 1 1 d . . . . .
H13 H 0.766527 0.347451 0.836286 0.050 Uiso 1 1 calc R U . . .
C14 C 0.7636(4) 0.28355(12) 0.9041(3) 0.0447(9) Uani 1 1 d . . . . .
H14 H 0.775034 0.267390 0.838133 0.054 Uiso 1 1 calc R U . . .
C15 C 0.750000 0.25881(16) 1.000000 0.0365(11) Uani 1 2 d S T P . .
C16 C 0.750000 0.20722(17) 1.000000 0.0426(13) Uani 1 2 d S T P . .
O1 O 0.4003(3) 0.58307(9) 0.52434(19) 0.0485(7) Uani 1 1 d . . . . .
O2 O 0.2932(2) 0.59784(8) 0.6647(2) 0.0416(6) Uani 1 1 d . . . . .
O3 O 0.8115(3) 0.18749(9) 0.9344(2) 0.0592(8) Uani 1 1 d . . . . .
O1D O 0.4603(3) 0.62283(11) 0.3088(3) 0.0619(9) Uani 1 1 d D U . . .
C11D C 0.5571(10) 0.6198(5) 0.3327(13) 0.099(3) Uani 0.5 1 d D U P A 1
H11D H 0.575721 0.623762 0.408663 0.119 Uiso 0.5 1 calc R U P A 1
N1D N 0.6434(10) 0.6122(5) 0.2752(11) 0.115(3) Uani 0.5 1 d D U P A 1
C12D C 0.6209(17) 0.6164(8) 0.1517(14) 0.144(5) Uani 0.5 1 d D U P A 1
H12A H 0.690713 0.610100 0.115072 0.216 Uiso 0.5 1 calc R U P A 1
H12B H 0.562725 0.594130 0.127030 0.216 Uiso 0.5 1 calc R U P A 1
H12C H 0.594792 0.647694 0.133549 0.216 Uiso 0.5 1 calc R U P A 1
C13D C 0.7624(13) 0.6232(8) 0.3270(19) 0.165(6) Uani 0.5 1 d D U P A 1
H13A H 0.819452 0.615873 0.274726 0.248 Uiso 0.5 1 calc R U P A 1
H13B H 0.767010 0.656078 0.345682 0.248 Uiso 0.5 1 calc R U P A 1
H13C H 0.776292 0.604776 0.393477 0.248 Uiso 0.5 1 calc R U P A 1
C21D C 0.5460(13) 0.6053(7) 0.3600(19) 0.097(3) Uani 0.3 1 d D U P A 2
H21D H 0.540956 0.607976 0.436991 0.116 Uiso 0.3 1 calc R U P A 2
N2D N 0.6395(12) 0.5846(7) 0.3356(14) 0.107(3) Uani 0.3 1 d D U P A 2
C22D C 0.722(2) 0.5659(10) 0.413(2) 0.127(7) Uani 0.3 1 d D U P A 2
H22A H 0.784025 0.552294 0.373773 0.190 Uiso 0.3 1 calc R U P A 2
H22B H 0.752079 0.590501 0.461171 0.190 Uiso 0.3 1 calc R U P A 2
H22C H 0.687226 0.542082 0.456550 0.190 Uiso 0.3 1 calc R U P A 2
C23D C 0.6625(17) 0.5706(7) 0.2256(15) 0.086(4) Uani 0.3 1 d D U P A 2
H23A H 0.736923 0.555806 0.226149 0.129 Uiso 0.3 1 calc R U P A 2
H23B H 0.604461 0.548714 0.198343 0.129 Uiso 0.3 1 calc R U P A 2
H23C H 0.661698 0.597699 0.177815 0.129 Uiso 0.3 1 calc R U P A 2
C31D C 0.4937(19) 0.6520(8) 0.2433(18) 0.098(4) Uani 0.2 1 d D U P A 3
H31D H 0.464731 0.682539 0.241721 0.117 Uiso 0.2 1 calc R U P A 3
N3D N 0.572(2) 0.6386(9) 0.1755(18) 0.124(4) Uani 0.2 1 d D U P A 3
C32D C 0.595(3) 0.6566(14) 0.075(2) 0.154(8) Uani 0.2 1 d D U P A 3
H32A H 0.657302 0.639319 0.045414 0.232 Uiso 0.2 1 calc R U P A 3
H32B H 0.527660 0.654107 0.025389 0.232 Uiso 0.2 1 calc R U P A 3
H32C H 0.616479 0.689040 0.083876 0.232 Uiso 0.2 1 calc R U P A 3
C33D C 0.615(3) 0.5894(10) 0.203(3) 0.109(5) Uani 0.2 1 d D U P A 3
H33A H 0.671937 0.580604 0.151556 0.164 Uiso 0.2 1 calc R U P A 3
H33B H 0.648438 0.588608 0.277650 0.164 Uiso 0.2 1 calc R U P A 3
H33C H 0.551428 0.567683 0.195857 0.164 Uiso 0.2 1 calc R U P A 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Zn1 Zn1 2.9997(15) 2_556 ?
Zn1 O1 1.899(2) . yes
Zn1 O2 1.925(2) 2_556 yes
Zn1 O3 1.898(3) 3_454 yes
Zn1 O1D 2.016(3) . yes
C1 C2 1.504(4) . ?
C1 O1 1.259(4) . ?
C1 O2 1.254(4) . ?
C2 C3 1.386(5) . ?
C2 C7 1.387(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(4) . ?
C5 C6 1.386(5) . ?
C5 C9 1.482(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.376(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.396(4) . ?
C8 C9 1.396(4) 2_657 ?
C9 C10 1.396(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(4) . ?
C11 C12 1.488(6) . ?
C12 C13 1.388(4) . ?
C12 C13 1.389(4) 2_657 ?
C13 H13 0.9500 . ?
C13 C14 1.383(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(4) . ?
C15 C16 1.496(6) . ?
C16 O3 1.253(4) . ?
C16 O3 1.253(4) 2_657 ?
O1D C11D 1.170(13) . ?
O1D C21D 1.268(16) . ?
O1D C31D 1.245(17) . ?
C11D H11D 0.9500 . ?
C11D N1D 1.293(13) . ?
N1D C12D 1.525(16) . ?
N1D C13D 1.546(16) . ?
C12D H12A 0.9800 . ?
C12D H12B 0.9800 . ?
C12D H12C 0.9800 . ?
C13D H13A 0.9800 . ?
C13D H13B 0.9800 . ?
C13D H13C 0.9800 . ?
C21D H21D 0.9500 . ?
C21D N2D 1.311(16) . ?
N2D C22D 1.429(17) . ?
N2D C23D 1.446(16) . ?
C22D H22A 0.9800 . ?
C22D H22B 0.9800 . ?
C22D H22C 0.9800 . ?
C23D H23A 0.9800 . ?
C23D H23B 0.9800 . ?
C23D H23C 0.9800 . ?
C31D H31D 0.9500 . ?
C31D N3D 1.336(16) . ?
N3D C32D 1.372(16) . ?
N3D C33D 1.547(18) . ?
C32D H32A 0.9800 . ?
C32D H32B 0.9800 . ?
C32D H32C 0.9800 . ?
C33D H33A 0.9800 . ?
C33D H33B 0.9800 . ?
C33D H33C 0.9800 . ?

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 Zn1 Zn1 76.96(9) . 2_556 ?
O1 Zn1 O2 113.19(12) . 2_556 yes
O1 Zn1 O1D 100.04(14) . . yes
O2 Zn1 Zn1 78.04(9) 2_556 2_556 ?
O2 Zn1 O1D 104.93(12) 2_556 . yes
O3 Zn1 Zn1 78.26(11) 3_454 2_556 ?
O3 Zn1 O1 125.14(12) 3_454 . yes
O3 Zn1 O2 108.27(13) 3_454 2_556 yes
O3 Zn1 O1D 102.31(14) 3_454 . yes
O1D Zn1 Zn1 176.52(11) . 2_556 ?
O1 C1 C2 117.6(3) . . ?
O2 C1 C2 116.9(3) . . ?
O2 C1 O1 125.5(3) . . ?
C3 C2 C1 121.6(3) . . ?
C3 C2 C7 118.4(3) . . ?
C7 C2 C1 120.0(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C9 121.7(3) . . ?
C6 C5 C4 118.2(3) . . ?
C6 C5 C9 120.0(3) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.1(3) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.7(3) . . ?
C6 C7 H7 119.7 . . ?
C9 C8 H8 119.3 . . ?
C9 C8 H8 119.3 2_657 . ?
C9 C8 C9 121.4(4) 2_657 . ?
C8 C9 C5 120.4(3) . . ?
C8 C9 C10 118.7(3) . . ?
C10 C9 C5 120.9(3) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C10 119.5(4) . 2_657 ?
C10 C11 C12 120.25(19) . . ?
C10 C11 C12 120.25(19) 2_657 . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 C11 120.3(2) 2_657 . ?
C13 C12 C13 119.4(4) . 2_657 ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.2(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C14 118.0(4) 2_657 . ?
C14 C15 C16 121.0(2) . . ?
C14 C15 C16 121.0(2) 2_657 . ?
O3 C16 C15 117.2(2) . . ?
O3 C16 C15 117.2(2) 2_657 . ?
O3 C16 O3 125.6(5) . 2_657 ?
C1 O1 Zn1 128.3(2) . . ?
C1 O2 Zn1 125.7(2) . 2_556 ?
C16 O3 Zn1 128.8(3) . 3_545 ?
C11D O1D Zn1 125.2(8) . . ?
C21D O1D Zn1 105.9(10) . . ?
C31D O1D Zn1 132.8(11) . . ?
O1D C11D H11D 113.9 . . ?
O1D C11D N1D 132.1(16) . . ?
N1D C11D H11D 113.9 . . ?
C11D N1D C12D 115.2(14) . . ?
C11D N1D C13D 118.2(14) . . ?
C12D N1D C13D 119.6(14) . . ?
N1D C12D H12A 109.5 . . ?
N1D C12D H12B 109.5 . . ?
N1D C12D H12C 109.5 . . ?
H12A C12D H12B 109.5 . . ?
H12A C12D H12C 109.5 . . ?
H12B C12D H12C 109.5 . . ?
N1D C13D H13A 109.5 . . ?
N1D C13D H13B 109.5 . . ?
N1D C13D H13C 109.5 . . ?
H13A C13D H13B 109.5 . . ?
H13A C13D H13C 109.5 . . ?
H13B C13D H13C 109.5 . . ?
O1D C21D H21D 111.4 . . ?
O1D C21D N2D 137(2) . . ?
N2D C21D H21D 111.4 . . ?
C21D N2D C22D 125.4(19) . . ?
C21D N2D C23D 123.2(17) . . ?
C22D N2D C23D 110.5(18) . . ?
N2D C22D H22A 109.5 . . ?
N2D C22D H22B 109.5 . . ?
N2D C22D H22C 109.5 . . ?
H22A C22D H22B 109.5 . . ?
H22A C22D H22C 109.5 . . ?
H22B C22D H22C 109.5 . . ?
N2D C23D H23A 109.5 . . ?
N2D C23D H23B 109.5 . . ?
N2D C23D H23C 109.5 . . ?
H23A C23D H23B 109.5 . . ?
H23A C23D H23C 109.5 . . ?
H23B C23D H23C 109.5 . . ?
O1D C31D H31D 121.3 . . ?
O1D C31D N3D 117.4(17) . . ?
N3D C31D H31D 121.3 . . ?
C31D N3D C32D 128.7(18) . . ?
C31D N3D C33D 111.4(14) . . ?
C32D N3D C33D 117.5(16) . . ?
N3D C32D H32A 109.5 . . ?
N3D C32D H32B 109.5 . . ?
N3D C32D H32C 109.5 . . ?
H32A C32D H32B 109.5 . . ?
H32A C32D H32C 109.5 . . ?
H32B C32D H32C 109.5 . . ?
N3D C33D H33A 109.5 . . ?
N3D C33D H33B 109.5 . . ?
N3D C33D H33C 109.5 . . ?
H33A C33D H33B 109.5 . . ?
H33A C33D H33C 109.5 . . ?
H33B C33D H33C 109.5 . . ?

_refine_diff_density_max         0.645
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.081



