# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2053314'
loop_
_audit_author_name
_audit_author_address
'Qian Sun'
;East China Normal University
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        1
_chemical_name_common            Cp-1
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H19 N3 O6 Zn'
_chemical_formula_weight         474.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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                   9.6073(2)
_cell_length_b                   10.1391(3)
_cell_length_c                   11.8289(3)
_cell_angle_alpha                98.770(2)
_cell_angle_beta                 112.985(2)
_cell_angle_gamma                106.117(2)
_cell_volume                     973.73(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    16555
_cell_measurement_theta_min      4.2320
_cell_measurement_theta_max      74.1950

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   0.2
_exptl_transmission_factor_max   0.4
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.163
_shelx_estimated_absorpt_T_min   0.443
_shelx_estimated_absorpt_T_max   0.672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20953
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.249
_diffrn_reflns_theta_max         67.072
_diffrn_reflns_theta_full        67.072
_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 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3452
_reflns_number_gt                3392
_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       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0407P)²+1.0121P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3452
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0792
_refine_ls_wR_factor_gt          0.0789
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 1.22135(3) 0.95964(2) 1.02579(2) 0.01401(10) Uani 1 1 d . . . . .
O1 O 1.01412(16) 0.78795(14) 0.96359(14) 0.0212(3) Uani 1 1 d . . . . .
O2 O 0.83471(16) 0.88823(14) 0.87691(13) 0.0177(3) Uani 1 1 d . . . . .
O3 O -0.51575(17) 0.07173(15) 0.14698(13) 0.0203(3) Uani 1 1 d . . . . .
O4 O -0.65563(17) -0.08419(16) 0.20985(14) 0.0245(3) Uani 1 1 d . . . . .
O5 O 1.2864(2) 0.82190(17) 0.92353(15) 0.0215(3) Uani 1 1 d . . . . .
H5W2 H 1.220(4) 0.755(3) 0.872(3) 0.035(8) Uiso 1 1 d . . . . .
H5W1 H 1.353(4) 0.855(3) 0.899(3) 0.034(8) Uiso 1 1 d . . . . .
O6 O 0.0857(3) 0.5780(3) 0.7335(3) 0.0723(8) Uani 1 1 d . . . . .
C1 C 0.8709(2) 0.7849(2) 0.90964(17) 0.0156(4) Uani 1 1 d . . . . .
C2 C 0.7348(2) 0.6474(2) 0.88191(18) 0.0151(4) Uani 1 1 d . . . . .
C3 C 0.7650(2) 0.5378(2) 0.9330(2) 0.0194(4) Uani 1 1 d . . . . .
C4 C 0.5736(2) 0.6318(2) 0.80814(19) 0.0172(4) Uani 1 1 d . . . . .
C5 C 0.6377(2) 0.4157(2) 0.9130(2) 0.0199(4) Uani 1 1 d . . . . .
C6 C 0.4462(2) 0.5108(2) 0.78813(18) 0.0171(4) Uani 1 1 d . . . . .
C7 C 0.4761(2) 0.4013(2) 0.84072(17) 0.0147(4) Uani 1 1 d . . . . .
C8 C 0.3362(2) 0.2741(2) 0.81930(18) 0.0148(4) Uani 1 1 d . . . . .
C9 C 0.3468(2) 0.1909(2) 0.90415(18) 0.0148(4) Uani 1 1 d . . . . .
C10 C 0.0749(2) 0.0560(2) 0.78489(18) 0.0170(4) Uani 1 1 d . . . . .
H10 H -0.0183 -0.0175 0.7715 0.020 Uiso 1 1 calc R U . . .
C11 C 0.0648(2) 0.1348(2) 0.69726(18) 0.0155(4) Uani 1 1 d . . . . .
C12 C -0.0889(2) 0.1012(2) 0.57899(18) 0.0162(4) Uani 1 1 d . . . . .
C13 C -0.0921(3) 0.1839(3) 0.4961(2) 0.0321(6) Uani 1 1 d . . . . .
C14 C -0.2314(3) -0.0100(3) 0.5483(3) 0.0422(7) Uani 1 1 d . . . . .
C15 C -0.3704(3) -0.0389(3) 0.4359(3) 0.0433(7) Uani 1 1 d . . . . .
C16 C -0.2310(3) 0.1545(3) 0.3838(2) 0.0313(5) Uani 1 1 d . . . . .
C17 C -0.3718(2) 0.0404(2) 0.35127(18) 0.0177(4) Uani 1 1 d . . . . .
C18 C -0.5238(2) 0.0058(2) 0.22937(19) 0.0184(4) Uani 1 1 d . . . . .
C19 C -0.2085(5) 0.6012(5) 0.5932(4) 0.0758(11) Uani 1 1 d . . . . .
H19A H -0.3225 0.5820 0.5452 0.114 Uiso 1 1 calc R U . . .
H19B H -0.1596 0.6870 0.6640 0.114 Uiso 1 1 calc R U . . .
H19C H -0.1572 0.6140 0.5383 0.114 Uiso 1 1 calc R U . . .
C20 C -0.0407(4) 0.4833(3) 0.7109(4) 0.0573(9) Uani 1 1 d . . . . .
C22 C -0.3319(4) 0.3579(4) 0.6125(4) 0.0645(11) Uani 1 1 d . . . . .
N1 N 0.19494(19) 0.24501(17) 0.71617(15) 0.0160(3) Uani 1 1 d . . . . .
N2 N 0.21553(19) 0.08358(17) 0.88785(15) 0.0149(3) Uani 1 1 d . . . . .
N3 N -0.1876(3) 0.4799(2) 0.6421(2) 0.0479(6) Uani 1 1 d . . . . .
H3 H 0.877(3) 0.548(3) 0.984(2) 0.023(6) Uiso 1 1 d . . . . .
H6 H 0.339(3) 0.506(2) 0.743(2) 0.020(6) Uiso 1 1 d . . . . .
H9 H 0.445(3) 0.210(2) 0.978(2) 0.016(5) Uiso 1 1 d . . . . .
H13 H -0.003(4) 0.257(3) 0.519(3) 0.051(9) Uiso 1 1 d . . . . .
H4 H 0.550(3) 0.703(3) 0.774(2) 0.027(6) Uiso 1 1 d . . . . .
H5 H 0.660(3) 0.339(3) 0.945(2) 0.025(6) Uiso 1 1 d . . . . .
H22C H -0.408(5) 0.391(4) 0.636(4) 0.071(11) Uiso 1 1 d . . . . .
H20 H -0.045(5) 0.390(4) 0.748(4) 0.075(12) Uiso 1 1 d . . . . .
H15 H -0.463(5) -0.116(4) 0.410(4) 0.077(12) Uiso 1 1 d . . . . .
H16 H -0.229(4) 0.218(3) 0.331(3) 0.053(9) Uiso 1 1 d . . . . .
H14 H -0.235(4) -0.065(4) 0.604(4) 0.073(11) Uiso 1 1 d . . . . .
H22B H -0.388(4) 0.324(4) 0.522(4) 0.058(10) Uiso 1 1 d . . . . .
H22A H -0.288(6) 0.289(5) 0.670(5) 0.115(18) Uiso 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
Zn1 O1 2.0191(14) . ?
Zn1 O5 2.0893(16) . ?
Zn1 O2 2.0972(13) 2_777 ?
Zn1 O3 2.1927(14) 1_766 ?
Zn1 N2 2.1994(15) 1_665 ?
Zn1 O4 2.2162(14) 1_766 ?
Zn1 C18 2.5354(19) 1_766 ?
O1 C1 1.259(2) . ?
O2 C1 1.261(2) . ?
O2 Zn1 2.0972(13) 2_777 ?
O3 C18 1.277(2) . ?
O3 Zn1 2.1926(14) 1_344 ?
O4 C18 1.248(3) . ?
O4 Zn1 2.2162(14) 1_344 ?
O5 H5W2 0.76(3) . ?
O5 H5W1 0.81(3) . ?
O6 C20 1.220(4) . ?
C1 C2 1.508(3) . ?
C2 C3 1.390(3) . ?
C2 C4 1.397(3) . ?
C3 C5 1.389(3) . ?
C3 H3 0.98(3) . ?
C4 C6 1.382(3) . ?
C4 H4 0.91(3) . ?
C5 C7 1.401(3) . ?
C5 H5 0.95(3) . ?
C6 C7 1.397(3) . ?
C6 H6 0.94(3) . ?
C7 C8 1.485(3) . ?
C8 N1 1.338(2) . ?
C8 C9 1.399(3) . ?
C9 N2 1.340(2) . ?
C9 H9 0.95(2) . ?
C10 N2 1.337(2) . ?
C10 C11 1.393(3) . ?
C10 H10 0.9300 . ?
C11 N1 1.338(2) . ?
C11 C12 1.488(3) . ?
C12 C13 1.381(3) . ?
C12 C14 1.381(3) . ?
C13 C16 1.381(3) . ?
C13 H13 0.87(3) . ?
C14 C15 1.383(3) . ?
C14 H14 0.93(4) . ?
C15 C17 1.375(3) . ?
C15 H15 0.91(4) . ?
C16 C17 1.380(3) . ?
C16 H16 0.96(3) . ?
C17 C18 1.501(3) . ?
C18 Zn1 2.5354(19) 1_344 ?
C19 N3 1.467(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N3 1.313(4) . ?
C20 H20 1.10(4) . ?
C22 N3 1.453(4) . ?
C22 H22C 1.00(4) . ?
C22 H22B 0.94(4) . ?
C22 H22A 1.10(5) . ?
N2 Zn1 2.1995(15) 1_445 ?

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 O5 84.99(6) . . ?
O1 Zn1 O2 98.82(6) . 2_777 ?
O5 Zn1 O2 175.12(6) . 2_777 ?
O1 Zn1 O3 150.81(5) . 1_766 ?
O5 Zn1 O3 85.02(6) . 1_766 ?
O2 Zn1 O3 92.98(5) 2_777 1_766 ?
O1 Zn1 N2 113.70(6) . 1_665 ?
O5 Zn1 N2 87.50(6) . 1_665 ?
O2 Zn1 N2 88.17(5) 2_777 1_665 ?
O3 Zn1 N2 93.17(6) 1_766 1_665 ?
O1 Zn1 O4 93.79(6) . 1_766 ?
O5 Zn1 O4 94.09(6) . 1_766 ?
O2 Zn1 O4 88.72(5) 2_777 1_766 ?
O3 Zn1 O4 59.71(5) 1_766 1_766 ?
N2 Zn1 O4 152.49(6) 1_665 1_766 ?
O1 Zn1 C18 122.53(6) . 1_766 ?
O5 Zn1 C18 90.00(6) . 1_766 ?
O2 Zn1 C18 90.49(6) 2_777 1_766 ?
O3 Zn1 C18 30.24(6) 1_766 1_766 ?
N2 Zn1 C18 123.24(6) 1_665 1_766 ?
O4 Zn1 C18 29.48(6) 1_766 1_766 ?
C1 O1 Zn1 126.63(13) . . ?
C1 O2 Zn1 128.49(12) . 2_777 ?
C18 O3 Zn1 89.90(11) . 1_344 ?
C18 O4 Zn1 89.59(12) . 1_344 ?
Zn1 O5 H5W2 118(2) . . ?
Zn1 O5 H5W1 120(2) . . ?
H5W2 O5 H5W1 109(3) . . ?
O1 C1 O2 124.32(17) . . ?
O1 C1 C2 117.23(17) . . ?
O2 C1 C2 118.45(17) . . ?
C3 C2 C4 118.79(17) . . ?
C3 C2 C1 121.62(17) . . ?
C4 C2 C1 119.51(17) . . ?
C2 C3 C5 120.86(18) . . ?
C2 C3 H3 119.3(14) . . ?
C5 C3 H3 119.8(14) . . ?
C6 C4 C2 120.71(18) . . ?
C6 C4 H4 118.6(16) . . ?
C2 C4 H4 120.7(16) . . ?
C3 C5 C7 120.25(18) . . ?
C3 C5 H5 119.9(15) . . ?
C7 C5 H5 119.8(15) . . ?
C4 C6 C7 120.65(18) . . ?
C4 C6 H6 119.2(15) . . ?
C7 C6 H6 120.1(15) . . ?
C5 C7 C6 118.72(18) . . ?
C5 C7 C8 122.11(17) . . ?
C6 C7 C8 119.17(17) . . ?
N1 C8 C9 120.67(17) . . ?
N1 C8 C7 116.67(16) . . ?
C9 C8 C7 122.62(17) . . ?
N2 C9 C8 121.33(17) . . ?
N2 C9 H9 116.6(14) . . ?
C8 C9 H9 122.0(14) . . ?
N2 C10 C11 121.51(17) . . ?
N2 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
N1 C11 C10 120.87(17) . . ?
N1 C11 C12 116.90(16) . . ?
C10 C11 C12 122.23(17) . . ?
C13 C12 C14 117.75(19) . . ?
C13 C12 C11 119.71(18) . . ?
C14 C12 C11 122.54(18) . . ?
C12 C13 C16 121.6(2) . . ?
C12 C13 H13 117(2) . . ?
C16 C13 H13 122(2) . . ?
C15 C14 C12 120.4(2) . . ?
C15 C14 H14 119(2) . . ?
C12 C14 H14 120(2) . . ?
C14 C15 C17 121.7(2) . . ?
C14 C15 H15 123(2) . . ?
C17 C15 H15 116(2) . . ?
C17 C16 C13 120.4(2) . . ?
C17 C16 H16 121(2) . . ?
C13 C16 H16 119(2) . . ?
C16 C17 C15 117.97(19) . . ?
C16 C17 C18 121.39(18) . . ?
C15 C17 C18 120.62(19) . . ?
O4 C18 O3 120.78(18) . . ?
O4 C18 C17 120.55(18) . . ?
O3 C18 C17 118.67(18) . . ?
O4 C18 Zn1 60.93(10) . 1_344 ?
O3 C18 Zn1 59.86(10) . 1_344 ?
C17 C18 Zn1 177.36(14) . 1_344 ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O6 C20 N3 125.2(4) . . ?
O6 C20 H20 124(2) . . ?
N3 C20 H20 111(2) . . ?
N3 C22 H22C 110(2) . . ?
N3 C22 H22B 105(2) . . ?
H22C C22 H22B 103(3) . . ?
N3 C22 H22A 106(3) . . ?
H22C C22 H22A 111(3) . . ?
H22B C22 H22A 121(3) . . ?
C11 N1 C8 118.10(16) . . ?
C10 N2 C9 117.43(16) . . ?
C10 N2 Zn1 119.64(12) . 1_445 ?
C9 N2 Zn1 122.88(12) . 1_445 ?
C20 N3 C22 121.5(3) . . ?
C20 N3 C19 119.9(3) . . ?
C22 N3 C19 118.6(3) . . ?

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.089



_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2053316'
loop_
_audit_author_name
_audit_author_address
'Qian Sun'
;East China Normal University
China
;

_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;
_publcif_datablock.id            {8146b9b5-39ef-417f-9901-a62469c16299}

# publcif _publ_body_element loop end

_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            'C21 H19 Co N3 O6'
_chemical_formula_weight         468.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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                   9.5717(5)
_cell_length_b                   10.0806(4)
_cell_length_c                   11.8057(6)
_cell_angle_alpha                99.281(4)
_cell_angle_beta                 112.617(5)
_cell_angle_gamma                105.830(4)
_cell_volume                     965.12(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5292
_cell_measurement_theta_min      4.2440
_cell_measurement_theta_max      74.1290

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_F_000             482
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    7.386
_shelx_estimated_absorpt_T_min   0.496
_shelx_estimated_absorpt_T_max   3.772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.34145
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.496
_oxdiff_exptl_absorpt_empirical_full_max 3.772
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9475
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.252
_diffrn_reflns_theta_max         74.445
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3763
_reflns_number_gt                3433
_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       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.1246P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3763
_refine_ls_number_parameters     288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0620
_refine_ls_wR_factor_ref         0.1713
_refine_ls_wR_factor_gt          0.1693
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
Co01 Co 1.22736(5) 0.96336(5) 1.02705(5) 0.0104(2) Uani 1 1 d . . . . .
O2 O 0.8323(3) 0.8917(2) 0.8756(2) 0.0143(5) Uani 1 1 d . . . . .
O3 O -0.5183(3) 0.0665(2) 0.1482(2) 0.0144(5) Uani 1 1 d . . . . .
O4 O -0.6573(3) -0.0904(3) 0.2113(2) 0.0170(5) Uani 1 1 d . . . . .
O1 O 1.0135(3) 0.7892(2) 0.9529(2) 0.0146(5) Uani 1 1 d . . . . .
O5 O 1.2926(3) 0.8220(3) 0.9252(2) 0.0153(5) Uani 1 1 d . . . . .
N1 N 0.1947(3) 0.2461(3) 0.7156(3) 0.0133(6) Uani 1 1 d . . . . .
N2 N 0.2177(3) 0.0835(3) 0.8873(3) 0.0126(6) Uani 1 1 d . . . . .
O6 O 1.0878(4) 0.5835(3) 0.7290(3) 0.0411(8) Uani 1 1 d . . . . .
C8 C 0.3362(4) 0.2753(3) 0.8185(3) 0.0117(6) Uani 1 1 d . . . . .
C1 C 0.8688(4) 0.7870(3) 0.9040(3) 0.0126(6) Uani 1 1 d . . . . .
C2 C 0.7342(4) 0.6498(3) 0.8782(3) 0.0130(6) Uani 1 1 d . . . . .
C3 C 0.7644(4) 0.5393(4) 0.9302(3) 0.0147(7) Uani 1 1 d . . . . .
H3A H 0.8712 0.5480 0.9786 0.018 Uiso 1 1 calc R U . . .
C7 C 0.4762(4) 0.4027(3) 0.8393(3) 0.0124(6) Uani 1 1 d . . . . .
C4 C 0.5725(4) 0.6339(4) 0.8055(3) 0.0141(6) Uani 1 1 d . . . . .
H4A H 0.5502 0.7055 0.7690 0.017 Uiso 1 1 calc R U . . .
N3 N 0.8122(4) 0.4854(4) 0.6402(3) 0.0307(8) Uani 1 1 d . . . . .
C11 C 0.0653(4) 0.1343(4) 0.6971(3) 0.0126(6) Uani 1 1 d . . . . .
C9 C 0.3477(4) 0.1921(3) 0.9036(3) 0.0127(6) Uani 1 1 d . . . . .
H9A H 0.4479 0.2128 0.9730 0.015 Uiso 1 1 calc R U . . .
C18 C -0.5263(4) -0.0005(4) 0.2315(3) 0.0138(7) Uani 1 1 d . . . . .
C17 C -0.3733(4) 0.0366(4) 0.3526(3) 0.0146(7) Uani 1 1 d . . . . .
C5 C 0.6380(4) 0.4174(4) 0.9106(3) 0.0155(7) Uani 1 1 d . . . . .
H5A H 0.6605 0.3447 0.9451 0.019 Uiso 1 1 calc R U . . .
C6 C 0.4451(4) 0.5129(4) 0.7871(3) 0.0140(7) Uani 1 1 d . . . . .
H6A H 0.3382 0.5048 0.7398 0.017 Uiso 1 1 calc R U . . .
C10 C 0.0759(4) 0.0548(4) 0.7847(3) 0.0142(7) Uani 1 1 d . . . . .
H10A H -0.0168 -0.0193 0.7716 0.017 Uiso 1 1 calc R U . . .
C12 C -0.0891(4) 0.1002(4) 0.5797(3) 0.0123(6) Uani 1 1 d . . . . .
C15 C -0.2319(4) 0.1517(4) 0.3841(3) 0.0222(8) Uani 1 1 d . . . . .
H15A H -0.2315 0.2084 0.3294 0.027 Uiso 1 1 calc R U . . .
C14 C -0.0924(4) 0.1827(4) 0.4956(4) 0.0228(8) Uani 1 1 d . . . . .
H14A H 0.0011 0.2599 0.5148 0.027 Uiso 1 1 calc R U . . .
C13 C -0.2311(5) -0.0121(4) 0.5504(4) 0.0308(10) Uani 1 1 d . . . . .
H13A H -0.2326 -0.0676 0.6059 0.037 Uiso 1 1 calc R U . . .
C16 C -0.3706(4) -0.0418(5) 0.4385(4) 0.0317(10) Uani 1 1 d . . . . .
H16A H -0.4653 -0.1167 0.4208 0.038 Uiso 1 1 calc R U . . .
C20 C 0.9607(5) 0.4885(5) 0.7056(4) 0.0355(10) Uani 1 1 d . . . . .
H20A H 0.9695 0.4107 0.7371 0.043 Uiso 1 1 calc R U . . .
C22 C 0.6692(5) 0.3607(5) 0.6098(5) 0.0403(11) Uani 1 1 d . . . . .
H22A H 0.5727 0.3782 0.5620 0.060 Uiso 1 1 calc R U . . .
H22B H 0.6705 0.2768 0.5592 0.060 Uiso 1 1 calc R U . . .
H22C H 0.6700 0.3451 0.6881 0.060 Uiso 1 1 calc R U . . .
C19 C 0.7872(6) 0.6067(5) 0.5917(5) 0.0406(11) Uani 1 1 d . . . . .
H19A H 0.6727 0.5868 0.5466 0.061 Uiso 1 1 calc R U . . .
H19B H 0.8374 0.6934 0.6626 0.061 Uiso 1 1 calc R U . . .
H19C H 0.8351 0.6191 0.5342 0.061 Uiso 1 1 calc R U . . .
H5W1 H 1.368(8) 0.864(7) 0.895(6) 0.068(19) Uiso 1 1 d . . . . .
H5W2 H 1.220(6) 0.761(5) 0.869(4) 0.020(11) Uiso 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
Co01 O2 2.049(2) 2_777 ?
Co01 O1 2.050(2) . ?
Co01 O5 2.092(3) . ?
Co01 O3 2.125(2) 1_766 ?
Co01 N2 2.188(3) 1_665 ?
Co01 O4 2.259(2) 1_766 ?
O2 C1 1.255(4) . ?
O2 Co01 2.049(2) 2_777 ?
O3 C18 1.293(4) . ?
O3 Co01 2.125(2) 1_344 ?
O4 C18 1.237(4) . ?
O4 Co01 2.259(2) 1_344 ?
O1 C1 1.271(4) . ?
O5 H5W1 0.95(7) . ?
O5 H5W2 0.76(5) . ?
N1 C8 1.341(4) . ?
N1 C11 1.343(4) . ?
N2 C9 1.337(4) . ?
N2 C10 1.342(4) . ?
N2 Co01 2.188(3) 1_445 ?
O6 C20 1.222(5) . ?
C8 C9 1.402(4) . ?
C8 C7 1.486(4) . ?
C1 C2 1.502(4) . ?
C2 C3 1.401(5) . ?
C2 C4 1.399(4) . ?
C3 C5 1.382(4) . ?
C3 H3A 0.9300 . ?
C7 C5 1.400(4) . ?
C7 C6 1.401(5) . ?
C4 C6 1.386(4) . ?
C4 H4A 0.9300 . ?
N3 C20 1.319(6) . ?
N3 C22 1.456(5) . ?
N3 C19 1.470(6) . ?
C11 C10 1.397(5) . ?
C11 C12 1.490(4) . ?
C9 H9A 0.9300 . ?
C18 C17 1.499(4) . ?
C17 C16 1.380(5) . ?
C17 C15 1.390(5) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C10 H10A 0.9300 . ?
C12 C13 1.385(5) . ?
C12 C14 1.391(5) . ?
C15 C14 1.379(5) . ?
C15 H15A 0.9300 . ?
C14 H14A 0.9300 . ?
C13 C16 1.384(5) . ?
C13 H13A 0.9300 . ?
C16 H16A 0.9300 . ?
C20 H20A 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

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
O2 Co01 O1 98.42(9) 2_777 . ?
O2 Co01 O5 177.71(9) 2_777 . ?
O1 Co01 O5 83.29(10) . . ?
O2 Co01 O3 94.31(9) 2_777 1_766 ?
O1 Co01 O3 151.18(9) . 1_766 ?
O5 Co01 O3 84.82(10) . 1_766 ?
O2 Co01 N2 90.06(10) 2_777 1_665 ?
O1 Co01 N2 109.35(10) . 1_665 ?
O5 Co01 N2 87.93(10) . 1_665 ?
O3 Co01 N2 96.33(9) 1_766 1_665 ?
O2 Co01 O4 88.39(9) 2_777 1_766 ?
O1 Co01 O4 94.50(9) . 1_766 ?
O5 Co01 O4 93.00(9) . 1_766 ?
O3 Co01 O4 60.01(9) 1_766 1_766 ?
N2 Co01 O4 156.07(10) 1_665 1_766 ?
C1 O2 Co01 129.2(2) . 2_777 ?
C18 O3 Co01 92.10(18) . 1_344 ?
C18 O4 Co01 87.47(19) . 1_344 ?
C1 O1 Co01 128.4(2) . . ?
Co01 O5 H5W1 117(4) . . ?
Co01 O5 H5W2 114(3) . . ?
H5W1 O5 H5W2 108(5) . . ?
C8 N1 C11 117.6(3) . . ?
C9 N2 C10 117.7(3) . . ?
C9 N2 Co01 122.2(2) . 1_445 ?
C10 N2 Co01 120.1(2) . 1_445 ?
N1 C8 C9 120.9(3) . . ?
N1 C8 C7 116.6(3) . . ?
C9 C8 C7 122.4(3) . . ?
O2 C1 O1 124.0(3) . . ?
O2 C1 C2 118.4(3) . . ?
O1 C1 C2 117.6(3) . . ?
C3 C2 C4 118.4(3) . . ?
C3 C2 C1 122.1(3) . . ?
C4 C2 C1 119.4(3) . . ?
C5 C3 C2 121.0(3) . . ?
C5 C3 H3A 119.5 . . ?
C2 C3 H3A 119.5 . . ?
C5 C7 C6 118.8(3) . . ?
C5 C7 C8 122.4(3) . . ?
C6 C7 C8 118.8(3) . . ?
C6 C4 C2 120.9(3) . . ?
C6 C4 H4A 119.6 . . ?
C2 C4 H4A 119.6 . . ?
C20 N3 C22 121.4(4) . . ?
C20 N3 C19 120.4(4) . . ?
C22 N3 C19 118.1(4) . . ?
N1 C11 C10 121.3(3) . . ?
N1 C11 C12 116.8(3) . . ?
C10 C11 C12 121.9(3) . . ?
N2 C9 C8 121.4(3) . . ?
N2 C9 H9A 119.3 . . ?
C8 C9 H9A 119.3 . . ?
O4 C18 O3 120.4(3) . . ?
O4 C18 C17 121.8(3) . . ?
O3 C18 C17 117.8(3) . . ?
C16 C17 C15 117.8(3) . . ?
C16 C17 C18 120.2(3) . . ?
C15 C17 C18 121.9(3) . . ?
C3 C5 C7 120.5(3) . . ?
C3 C5 H5A 119.7 . . ?
C7 C5 H5A 119.7 . . ?
C4 C6 C7 120.4(3) . . ?
C4 C6 H6A 119.8 . . ?
C7 C6 H6A 119.8 . . ?
N2 C10 C11 121.1(3) . . ?
N2 C10 H10A 119.5 . . ?
C11 C10 H10A 119.5 . . ?
C13 C12 C14 118.3(3) . . ?
C13 C12 C11 122.2(3) . . ?
C14 C12 C11 119.5(3) . . ?
C14 C15 C17 120.8(3) . . ?
C14 C15 H15A 119.6 . . ?
C17 C15 H15A 119.6 . . ?
C15 C14 C12 121.1(3) . . ?
C15 C14 H14A 119.5 . . ?
C12 C14 H14A 119.5 . . ?
C16 C13 C12 120.1(3) . . ?
C16 C13 H13A 119.9 . . ?
C12 C13 H13A 119.9 . . ?
C17 C16 C13 121.9(3) . . ?
C17 C16 H16A 119.1 . . ?
C13 C16 H16A 119.1 . . ?
O6 C20 N3 126.4(5) . . ?
O6 C20 H20A 116.8 . . ?
N3 C20 H20A 116.8 . . ?
N3 C22 H22A 109.5 . . ?
N3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_refine_diff_density_max         1.287
_refine_diff_density_min         -1.206
_refine_diff_density_rms         0.121



loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2053315'
loop_
_audit_author_name
_audit_author_address
'Qian Sun'
;East China Normal University
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-03-25 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            'C21 H19 Mn N3 O6'
_chemical_formula_weight         464.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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                   9.5406(3)
_cell_length_b                   10.0775(3)
_cell_length_c                   11.9021(4)
_cell_angle_alpha                100.467(3)
_cell_angle_beta                 112.109(3)
_cell_angle_gamma                104.281(3)
_cell_volume                     978.22(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14379
_cell_measurement_theta_min      4.2090
_cell_measurement_theta_max      74.2300

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_F_000             478
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    5.897
_shelx_estimated_absorpt_T_min   0.19423
_shelx_estimated_absorpt_T_max   1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.19423
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.527
_oxdiff_exptl_absorpt_empirical_full_max 3.066
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20267
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.211
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_full        67.075
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3460
_reflns_number_gt                3342
_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       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0644P)²+0.2282P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3460
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0971
_refine_ls_wR_factor_gt          0.0965
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_restrained_S_all      1.156
_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
Mn1 Mn 1.22118(3) 0.95817(3) 1.03287(2) 0.00903(12) Uani 1 1 d . . . . .
O1 O 1.01213(15) 0.77482(14) 0.97077(13) 0.0158(3) Uani 1 1 d . . . . .
O2 O 0.83818(15) 0.87674(14) 0.87391(12) 0.0136(3) Uani 1 1 d . . . . .
O3 O -0.50896(15) 0.07143(14) 0.15424(12) 0.0130(3) Uani 1 1 d . . . . .
O4 O -0.64547(15) -0.07988(15) 0.21976(13) 0.0154(3) Uani 1 1 d . . . . .
O5 O 1.28784(17) 0.81721(16) 0.91905(14) 0.0144(3) Uani 1 1 d . . . . .
H5W2 H 1.228(3) 0.749(3) 0.870(3) 0.024(8) Uiso 1 1 d . . . . .
H5W1 H 1.361(4) 0.855(3) 0.892(3) 0.037(8) Uiso 1 1 d . . . . .
O6 O 0.0816(2) 0.5811(2) 0.72468(19) 0.0429(5) Uani 1 1 d . . . . .
C1 C 0.8709(2) 0.7724(2) 0.91011(18) 0.0116(4) Uani 1 1 d . . . . .
C2 C 0.7335(2) 0.6387(2) 0.88050(18) 0.0114(4) Uani 1 1 d . . . . .
C3 C 0.7616(2) 0.5288(2) 0.93152(19) 0.0135(4) Uani 1 1 d . . . . .
C4 C 0.5744(2) 0.6271(2) 0.80691(18) 0.0124(4) Uani 1 1 d . . . . .
C5 C 0.6345(2) 0.4098(2) 0.91159(18) 0.0133(4) Uani 1 1 d . . . . .
C6 C 0.4468(2) 0.5091(2) 0.78714(18) 0.0122(4) Uani 1 1 d . . . . .
C7 C 0.4750(2) 0.3992(2) 0.83924(17) 0.0097(4) Uani 1 1 d . . . . .
C8 C 0.3360(2) 0.2749(2) 0.81858(18) 0.0106(4) Uani 1 1 d . . . . .
C9 C 0.3463(2) 0.1932(2) 0.90283(18) 0.0107(4) Uani 1 1 d . . . . .
C10 C 0.0790(2) 0.0591(2) 0.78478(18) 0.0117(4) Uani 1 1 d . . . . .
C11 C 0.0682(2) 0.1367(2) 0.69783(18) 0.0110(4) Uani 1 1 d . . . . .
C12 C -0.0840(2) 0.1029(2) 0.58073(18) 0.0112(4) Uani 1 1 d . . . . .
C13 C -0.0861(2) 0.1837(2) 0.49701(19) 0.0169(4) Uani 1 1 d . . . . .
C14 C -0.2250(2) -0.0078(2) 0.5519(2) 0.0196(4) Uani 1 1 d . . . . .
C15 C -0.3629(2) -0.0368(2) 0.4409(2) 0.0197(4) Uani 1 1 d . . . . .
C16 C -0.2240(2) 0.1541(2) 0.38642(19) 0.0164(4) Uani 1 1 d . . . . .
C17 C -0.3648(2) 0.0419(2) 0.35624(18) 0.0118(4) Uani 1 1 d . . . . .
C18 C -0.5155(2) 0.0079(2) 0.23676(18) 0.0117(4) Uani 1 1 d . . . . .
C19 C -0.2218(4) 0.5879(4) 0.5841(3) 0.0533(8) Uani 1 1 d . . . . .
H19A H -0.3362 0.5639 0.5381 0.080 Uiso 1 1 calc R U . . .
H19B H -0.1773 0.6780 0.6500 0.080 Uiso 1 1 calc R U . . .
H19C H -0.1736 0.5954 0.5267 0.080 Uiso 1 1 calc R U . . .
C20 C -0.0394(3) 0.4851(3) 0.7089(3) 0.0332(6) Uani 1 1 d . . . . .
C22 C -0.3259(3) 0.3517(3) 0.6173(3) 0.0363(6) Uani 1 1 d . . . . .
N1 N 0.19617(18) 0.24586(17) 0.71630(15) 0.0112(3) Uani 1 1 d . . . . .
N2 N 0.21766(18) 0.08723(17) 0.88737(14) 0.0113(3) Uani 1 1 d . . . . .
N3 N -0.1884(2) 0.4751(2) 0.64131(19) 0.0293(5) Uani 1 1 d . . . . .
H3 H 0.870(3) 0.533(3) 0.980(2) 0.019(6) Uiso 1 1 d . . . . .
H6 H 0.336(3) 0.504(2) 0.741(2) 0.014(5) Uiso 1 1 d . . . . .
H9 H 0.436(3) 0.213(2) 0.974(2) 0.014(5) Uiso 1 1 d . . . . .
H13 H 0.010(3) 0.261(3) 0.521(2) 0.024(6) Uiso 1 1 d . . . . .
H4 H 0.558(3) 0.705(3) 0.776(2) 0.018(6) Uiso 1 1 d . . . . .
H5 H 0.660(3) 0.334(3) 0.946(2) 0.016(6) Uiso 1 1 d . . . . .
H10 H -0.014(3) -0.015(3) 0.775(2) 0.018(6) Uiso 1 1 d . . . . .
H22C H -0.399(3) 0.385(3) 0.644(3) 0.036(7) Uiso 1 1 d . . . . .
H20 H -0.030(4) 0.406(3) 0.746(3) 0.041(8) Uiso 1 1 d . . . . .
H15 H -0.458(4) -0.110(3) 0.420(3) 0.043(8) Uiso 1 1 d . . . . .
H16 H -0.218(3) 0.214(3) 0.333(2) 0.025(6) Uiso 1 1 d . . . . .
H14 H -0.231(3) -0.065(3) 0.614(2) 0.025(7) Uiso 1 1 d . . . . .
H22B H -0.380(3) 0.306(3) 0.533(3) 0.030(7) Uiso 1 1 d . . . . .
H22A H -0.276(4) 0.291(3) 0.673(3) 0.040(8) Uiso 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
Mn1 O1 2.1247(13) . ?
Mn1 O2 2.1417(14) 2_777 ?
Mn1 O5 2.1570(15) . ?
Mn1 O4 2.2658(13) 1_766 ?
Mn1 O3 2.2737(13) 1_766 ?
Mn1 N2 2.3426(15) 1_665 ?
Mn1 C18 2.6079(18) 1_766 ?
O1 C1 1.258(2) . ?
O2 C1 1.270(2) . ?
O2 Mn1 2.1417(14) 2_777 ?
O3 C18 1.278(2) . ?
O3 Mn1 2.2737(13) 1_344 ?
O4 C18 1.251(2) . ?
O4 Mn1 2.2658(13) 1_344 ?
O5 H5W2 0.74(3) . ?
O5 H5W1 0.90(3) . ?
O6 C20 1.234(3) . ?
C1 C2 1.506(2) . ?
C2 C3 1.391(3) . ?
C2 C4 1.400(3) . ?
C3 C5 1.388(3) . ?
C3 H3 0.96(2) . ?
C4 C6 1.386(3) . ?
C4 H4 0.95(2) . ?
C5 C7 1.404(3) . ?
C5 H5 0.97(2) . ?
C6 C7 1.398(3) . ?
C6 H6 0.97(2) . ?
C7 C8 1.487(2) . ?
C8 N1 1.343(2) . ?
C8 C9 1.400(3) . ?
C9 N2 1.339(2) . ?
C9 H9 0.89(2) . ?
C10 N2 1.339(2) . ?
C10 C11 1.395(3) . ?
C10 H10 0.96(2) . ?
C11 N1 1.340(2) . ?
C11 C12 1.493(3) . ?
C12 C13 1.395(3) . ?
C12 C14 1.395(3) . ?
C13 C16 1.383(3) . ?
C13 H13 0.95(3) . ?
C14 C15 1.387(3) . ?
C14 H14 1.03(3) . ?
C15 C17 1.389(3) . ?
C15 H15 0.93(3) . ?
C16 C17 1.397(3) . ?
C16 H16 0.95(3) . ?
C17 C18 1.499(2) . ?
C18 Mn1 2.6079(18) 1_344 ?
C19 N3 1.467(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N3 1.311(3) . ?
C20 H20 0.99(3) . ?
C22 N3 1.460(3) . ?
C22 H22C 0.97(3) . ?
C22 H22B 0.90(3) . ?
C22 H22A 1.04(3) . ?
N2 Mn1 2.3425(15) 1_445 ?

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 Mn1 O2 101.83(5) . 2_777 ?
O1 Mn1 O5 84.20(6) . . ?
O2 Mn1 O5 169.66(5) 2_777 . ?
O1 Mn1 O4 94.32(5) . 1_766 ?
O2 Mn1 O4 91.40(5) 2_777 1_766 ?
O5 Mn1 O4 96.55(5) . 1_766 ?
O1 Mn1 O3 148.93(5) . 1_766 ?
O2 Mn1 O3 93.38(5) 2_777 1_766 ?
O5 Mn1 O3 85.29(5) . 1_766 ?
O4 Mn1 O3 58.02(5) 1_766 1_766 ?
O1 Mn1 N2 115.56(5) . 1_665 ?
O2 Mn1 N2 85.85(5) 2_777 1_665 ?
O5 Mn1 N2 83.96(5) . 1_665 ?
O4 Mn1 N2 149.94(5) 1_766 1_665 ?
O3 Mn1 N2 92.22(5) 1_766 1_665 ?
O1 Mn1 C18 122.00(6) . 1_766 ?
O2 Mn1 C18 92.31(5) 2_777 1_766 ?
O5 Mn1 C18 91.52(6) . 1_766 ?
O4 Mn1 C18 28.67(5) 1_766 1_766 ?
O3 Mn1 C18 29.35(5) 1_766 1_766 ?
N2 Mn1 C18 121.43(6) 1_665 1_766 ?
C1 O1 Mn1 123.54(12) . . ?
C1 O2 Mn1 128.13(12) . 2_777 ?
C18 O3 Mn1 89.97(11) . 1_344 ?
C18 O4 Mn1 91.02(11) . 1_344 ?
Mn1 O5 H5W2 121(2) . . ?
Mn1 O5 H5W1 119.8(18) . . ?
H5W2 O5 H5W1 109(3) . . ?
O1 C1 O2 123.71(17) . . ?
O1 C1 C2 117.83(16) . . ?
O2 C1 C2 118.45(16) . . ?
C3 C2 C4 119.01(17) . . ?
C3 C2 C1 120.75(16) . . ?
C4 C2 C1 120.14(17) . . ?
C5 C3 C2 120.93(17) . . ?
C5 C3 H3 118.6(14) . . ?
C2 C3 H3 120.5(14) . . ?
C6 C4 C2 120.43(17) . . ?
C6 C4 H4 121.8(14) . . ?
C2 C4 H4 117.7(14) . . ?
C3 C5 C7 120.01(17) . . ?
C3 C5 H5 117.9(14) . . ?
C7 C5 H5 122.0(14) . . ?
C4 C6 C7 120.57(17) . . ?
C4 C6 H6 120.2(13) . . ?
C7 C6 H6 119.2(13) . . ?
C6 C7 C5 119.03(17) . . ?
C6 C7 C8 119.57(16) . . ?
C5 C7 C8 121.40(16) . . ?
N1 C8 C9 120.51(17) . . ?
N1 C8 C7 117.00(16) . . ?
C9 C8 C7 122.46(17) . . ?
N2 C9 C8 121.83(17) . . ?
N2 C9 H9 115.4(15) . . ?
C8 C9 H9 122.6(15) . . ?
N2 C10 C11 121.77(17) . . ?
N2 C10 H10 117.0(14) . . ?
C11 C10 H10 121.3(14) . . ?
N1 C11 C10 120.85(17) . . ?
N1 C11 C12 116.90(16) . . ?
C10 C11 C12 122.24(16) . . ?
C13 C12 C14 118.69(17) . . ?
C13 C12 C11 119.31(17) . . ?
C14 C12 C11 122.00(17) . . ?
C16 C13 C12 121.05(18) . . ?
C16 C13 H13 122.2(15) . . ?
C12 C13 H13 116.7(15) . . ?
C15 C14 C12 119.95(18) . . ?
C15 C14 H14 119.0(14) . . ?
C12 C14 H14 121.0(14) . . ?
C14 C15 C17 121.54(19) . . ?
C14 C15 H15 121.2(18) . . ?
C17 C15 H15 117.3(18) . . ?
C13 C16 C17 120.42(18) . . ?
C13 C16 H16 117.2(16) . . ?
C17 C16 H16 122.4(16) . . ?
C15 C17 C16 118.33(18) . . ?
C15 C17 C18 120.38(17) . . ?
C16 C17 C18 121.28(16) . . ?
O4 C18 O3 120.97(16) . . ?
O4 C18 C17 120.12(16) . . ?
O3 C18 C17 118.90(16) . . ?
O4 C18 Mn1 60.31(9) . 1_344 ?
O3 C18 Mn1 60.68(9) . 1_344 ?
C17 C18 Mn1 177.70(13) . 1_344 ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O6 C20 N3 125.0(3) . . ?
O6 C20 H20 121.1(18) . . ?
N3 C20 H20 113.9(18) . . ?
N3 C22 H22C 109.7(17) . . ?
N3 C22 H22B 108.9(18) . . ?
H22C C22 H22B 108(2) . . ?
N3 C22 H22A 105.0(17) . . ?
H22C C22 H22A 111(2) . . ?
H22B C22 H22A 115(2) . . ?
C11 N1 C8 117.96(16) . . ?
C9 N2 C10 117.01(16) . . ?
C9 N2 Mn1 123.67(12) . 1_445 ?
C10 N2 Mn1 119.27(12) . 1_445 ?
C20 N3 C22 122.0(2) . . ?
C20 N3 C19 120.3(2) . . ?
C22 N3 C19 117.7(2) . . ?

_refine_diff_density_max         0.417
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.090



