# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_gq_znbr_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2212095'
loop_
_audit_author_name
_audit_author_address
terigele
;Zhejiang Normal University
China
;
_audit_update_record             
;
2022-10-11 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2022-09-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br4 Zn, 2(C8 H12 N O)'
_chemical_formula_sum            'C16 H24 Br4 N2 O2 Zn'
_chemical_formula_weight         661.38
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.871(4)
_cell_length_b                   7.644(3)
_cell_length_c                   13.574(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.486(9)
_cell_angle_gamma                90
_cell_volume                     1126.9(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3338
_cell_measurement_temperature    273.0
_cell_measurement_theta_max      23.66
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.193
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.949
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0924
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17354
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.548
_diffrn_reflns_theta_min         1.875
_diffrn_ambient_temperature      273.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.845
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                3506
_reflns_number_total             5133
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.658
_refine_diff_density_min         -0.820
_refine_diff_density_rms         0.132
_refine_ls_abs_structure_details 
;
 Flack x determined using 1252 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         5133
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0423
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0234P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0974
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C10(H10), C14(H14), C16(H16), C6(H6), C7(H7), C12(H12), C13(H13)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), N9(H9D,H9E,H9F), C2(H2A,H2B,H2C), N1(H1C,H1D,H1E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br1 Br 0.97579(10) 0.4598(2) 0.59596(9) 0.0632(4) Uani 1 1 d . . . . .
Br2 Br 0.74191(10) 0.43318(14) 0.36392(7) 0.0483(3) Uani 1 1 d . . . . .
Br3 Br 0.67854(9) 0.75262(13) 0.58456(8) 0.0444(3) Uani 1 1 d . . . . .
Br4 Br 0.64516(9) 0.24792(13) 0.61447(7) 0.0387(2) Uani 1 1 d . . . . .
Zn1 Zn 0.76299(10) 0.47412(15) 0.53929(8) 0.0371(3) Uani 1 1 d . . . . .
C1 C 0.3233(10) 0.4352(16) 0.6728(7) 0.049(3) Uani 1 1 d . . . . .
H1A H 0.337804 0.312532 0.659162 0.059 Uiso 1 1 calc R U . . .
H1B H 0.238089 0.460706 0.653977 0.059 Uiso 1 1 calc R U . . .
C9 C 0.4681(12) 0.4281(16) 1.1439(9) 0.067(4) Uani 1 1 d . . . . .
H9A H 0.457726 0.305246 1.131326 0.100 Uiso 1 1 calc R U . . .
H9B H 0.458724 0.450882 1.212674 0.100 Uiso 1 1 calc R U . . .
H9C H 0.548837 0.463574 1.125866 0.100 Uiso 1 1 calc R U . . .
N9 N 0.4033(8) 0.5416(11) 0.6126(6) 0.044(2) Uani 1 1 d . . . . .
H9D H 0.383907 0.523706 0.549041 0.053 Uiso 1 1 calc R U . . .
H9E H 0.481501 0.511590 0.625369 0.053 Uiso 1 1 calc R U . . .
H9F H 0.393186 0.654205 0.626879 0.053 Uiso 1 1 calc R U . . .
O17 O 0.3778(7) 0.5238(9) 1.0871(5) 0.053(2) Uani 1 1 d . . . . .
C4 C 0.3440(9) 0.4674(13) 0.7826(7) 0.038(2) Uani 1 1 d . . . . .
C5 C 0.4572(9) 0.4069(14) 0.9372(8) 0.042(2) Uani 1 1 d . . . . .
H5 H 0.523053 0.353546 0.971360 0.050 Uiso 1 1 calc R U . . .
C10 C 0.4428(10) 0.3877(13) 0.8349(8) 0.043(3) Uani 1 1 d . . . . .
H10 H 0.499219 0.321537 0.801282 0.052 Uiso 1 1 calc R U . . .
C11 C 0.3746(9) 0.5039(12) 0.9869(7) 0.039(2) Uani 1 1 d . . . . .
C14 C 0.2643(10) 0.5696(13) 0.8344(8) 0.046(3) Uani 1 1 d . . . . .
H14 H 0.200059 0.626775 0.800364 0.055 Uiso 1 1 calc R U . . .
C16 C 0.2776(10) 0.5891(13) 0.9354(8) 0.045(3) Uani 1 1 d . . . . .
H16 H 0.222634 0.658119 0.968882 0.054 Uiso 1 1 calc R U . . .
C3 C 1.1064(11) 0.5044(19) 0.2581(8) 0.064(4) Uani 1 1 d . . . . .
H3A H 1.165532 0.414176 0.243276 0.077 Uiso 1 1 calc R U . . .
H3B H 1.150780 0.614310 0.263353 0.077 Uiso 1 1 calc R U . . .
C2 C 0.7847(13) 0.471(2) -0.1559(9) 0.077(4) Uani 1 1 d . . . . .
H2A H 0.720437 0.503360 -0.203181 0.115 Uiso 1 1 calc R U . . .
H2B H 0.784294 0.346747 -0.146652 0.115 Uiso 1 1 calc R U . . .
H2C H 0.862835 0.506837 -0.179447 0.115 Uiso 1 1 calc R U . . .
O3 O 0.7647(7) 0.5555(10) -0.0644(5) 0.054(2) Uani 1 1 d . . . . .
C6 C 1.0343(9) 0.4225(14) 0.0883(8) 0.042(2) Uani 1 1 d . . . . .
H6 H 1.103417 0.351006 0.086800 0.050 Uiso 1 1 calc R U . . .
C7 C 0.8276(9) 0.6288(13) 0.0953(7) 0.036(2) Uani 1 1 d . . . . .
H7 H 0.757248 0.697570 0.097914 0.044 Uiso 1 1 calc R U . . .
C8 C 1.0142(10) 0.5173(12) 0.1729(7) 0.039(3) Uani 1 1 d . . . . .
N1 N 1.0586(9) 0.467(2) 0.3504(7) 0.089(4) Uani 1 1 d . . . . .
H1C H 1.005935 0.377933 0.344257 0.107 Uiso 1 1 calc R U . . .
H1D H 1.019736 0.560561 0.372402 0.107 Uiso 1 1 calc R U . . .
H1E H 1.119881 0.438150 0.392959 0.107 Uiso 1 1 calc R U . . .
C12 C 0.9548(9) 0.4306(16) 0.0057(8) 0.049(3) Uani 1 1 d . . . . .
H12 H 0.970840 0.369569 -0.051604 0.059 Uiso 1 1 calc R U . . .
C13 C 0.9108(10) 0.6200(12) 0.1743(8) 0.041(2) Uani 1 1 d . . . . .
H13 H 0.896622 0.685676 0.230371 0.049 Uiso 1 1 calc R U . . .
C15 C 0.8509(9) 0.5329(12) 0.0119(7) 0.036(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
Br1 Zn1 2.4085(17) . ?
Br2 Zn1 2.4020(17) . ?
Br3 Zn1 2.4086(17) . ?
Br4 Zn1 2.4052(16) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 N9 1.465(13) . ?
C1 C4 1.517(13) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 O17 1.424(12) . ?
N9 H9D 0.8900 . ?
N9 H9E 0.8900 . ?
N9 H9F 0.8900 . ?
O17 C11 1.368(12) . ?
C4 C10 1.400(14) . ?
C4 C14 1.382(14) . ?
C5 H5 0.9300 . ?
C5 C10 1.399(14) . ?
C5 C11 1.366(14) . ?
C10 H10 0.9300 . ?
C11 C16 1.400(14) . ?
C14 H14 0.9300 . ?
C14 C16 1.380(15) . ?
C16 H16 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C8 1.501(14) . ?
C3 N1 1.407(14) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 O3 1.423(14) . ?
O3 C15 1.378(11) . ?
C6 H6 0.9300 . ?
C6 C8 1.383(14) . ?
C6 C12 1.388(13) . ?
C7 H7 0.9300 . ?
C7 C13 1.375(14) . ?
C7 C15 1.381(14) . ?
C8 C13 1.372(14) . ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?
N1 H1E 0.8900 . ?
C12 H12 0.9300 . ?
C12 C15 1.379(14) . ?
C13 H13 0.9300 . ?

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
Br1 Zn1 Br3 109.27(6) . . ?
Br2 Zn1 Br1 111.08(6) . . ?
Br2 Zn1 Br3 110.30(5) . . ?
Br2 Zn1 Br4 107.28(6) . . ?
Br4 Zn1 Br1 110.71(6) . . ?
Br4 Zn1 Br3 108.13(6) . . ?
H1A C1 H1B 107.8 . . ?
N9 C1 H1A 109.0 . . ?
N9 C1 H1B 109.0 . . ?
N9 C1 C4 113.0(8) . . ?
C4 C1 H1A 109.0 . . ?
C4 C1 H1B 109.0 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O17 C9 H9A 109.5 . . ?
O17 C9 H9B 109.5 . . ?
O17 C9 H9C 109.5 . . ?
C1 N9 H9D 109.5 . . ?
C1 N9 H9E 109.5 . . ?
C1 N9 H9F 109.5 . . ?
H9D N9 H9E 109.5 . . ?
H9D N9 H9F 109.5 . . ?
H9E N9 H9F 109.5 . . ?
C11 O17 C9 118.0(9) . . ?
C10 C4 C1 120.4(10) . . ?
C14 C4 C1 121.5(9) . . ?
C14 C4 C10 118.1(9) . . ?
C10 C5 H5 120.0 . . ?
C11 C5 H5 120.0 . . ?
C11 C5 C10 119.9(9) . . ?
C4 C10 H10 119.7 . . ?
C5 C10 C4 120.6(10) . . ?
C5 C10 H10 119.7 . . ?
O17 C11 C16 115.5(9) . . ?
C5 C11 O17 124.2(9) . . ?
C5 C11 C16 120.2(10) . . ?
C4 C14 H14 119.1 . . ?
C16 C14 C4 121.8(10) . . ?
C16 C14 H14 119.1 . . ?
C11 C16 H16 120.4 . . ?
C14 C16 C11 119.3(10) . . ?
C14 C16 H16 120.4 . . ?
H3A C3 H3B 107.4 . . ?
C8 C3 H3A 108.3 . . ?
C8 C3 H3B 108.3 . . ?
N1 C3 H3A 108.3 . . ?
N1 C3 H3B 108.3 . . ?
N1 C3 C8 116.1(10) . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O3 C2 H2A 109.5 . . ?
O3 C2 H2B 109.5 . . ?
O3 C2 H2C 109.5 . . ?
C15 O3 C2 118.3(9) . . ?
C8 C6 H6 118.9 . . ?
C8 C6 C12 122.1(10) . . ?
C12 C6 H6 118.9 . . ?
C13 C7 H7 120.8 . . ?
C13 C7 C15 118.4(9) . . ?
C15 C7 H7 120.8 . . ?
C6 C8 C3 118.7(10) . . ?
C13 C8 C3 123.2(11) . . ?
C13 C8 C6 118.1(9) . . ?
C3 N1 H1C 109.5 . . ?
C3 N1 H1D 109.5 . . ?
C3 N1 H1E 109.5 . . ?
H1C N1 H1D 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C6 C12 H12 121.3 . . ?
C15 C12 C6 117.3(9) . . ?
C15 C12 H12 121.3 . . ?
C7 C13 H13 119.0 . . ?
C8 C13 C7 121.9(10) . . ?
C8 C13 H13 119.0 . . ?
O3 C15 C7 114.0(9) . . ?
O3 C15 C12 123.8(9) . . ?
C12 C15 C7 122.1(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C4 C10 C5 -175.4(9) . . . . ?
C1 C4 C14 C16 175.2(10) . . . . ?
C9 O17 C11 C5 -4.3(15) . . . . ?
C9 O17 C11 C16 174.8(9) . . . . ?
N9 C1 C4 C10 -80.3(13) . . . . ?
N9 C1 C4 C14 102.2(11) . . . . ?
O17 C11 C16 C14 -177.2(9) . . . . ?
C4 C14 C16 C11 0.3(16) . . . . ?
C5 C11 C16 C14 1.9(16) . . . . ?
C10 C4 C14 C16 -2.3(16) . . . . ?
C10 C5 C11 O17 177.0(9) . . . . ?
C10 C5 C11 C16 -2.1(16) . . . . ?
C11 C5 C10 C4 0.0(16) . . . . ?
C14 C4 C10 C5 2.1(15) . . . . ?
C3 C8 C13 C7 -179.7(10) . . . . ?
C2 O3 C15 C7 176.0(10) . . . . ?
C2 O3 C15 C12 -1.2(15) . . . . ?
C6 C8 C13 C7 0.8(15) . . . . ?
C6 C12 C15 O3 179.1(10) . . . . ?
C6 C12 C15 C7 2.1(16) . . . . ?
C8 C6 C12 C15 -2.3(16) . . . . ?
N1 C3 C8 C6 -129.3(14) . . . . ?
N1 C3 C8 C13 51.3(17) . . . . ?
C12 C6 C8 C3 -178.5(10) . . . . ?
C12 C6 C8 C13 0.9(16) . . . . ?
C13 C7 C15 O3 -177.7(9) . . . . ?
C13 C7 C15 C12 -0.4(15) . . . . ?
C15 C7 C13 C8 -1.1(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_gq_2022_1_363k_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2212097'
loop_
_audit_author_name
_audit_author_address
terigele
;Zhejiang Normal University
China
;
_audit_update_record             
;
2022-12-11 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2022-12-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I4 Zn, 2(C8 H12 N O)'
_chemical_formula_sum            'C16 H24 I4 N2 O2 Zn'
_chemical_formula_weight         849.34
_chemical_melting_point          ?
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'
I I -0.4742 1.8119 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.330(4)
_cell_length_b                   8.298(3)
_cell_length_c                   27.754(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.453(6)
_cell_angle_gamma                90
_cell_volume                     2609.2(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4599
_cell_measurement_temperature    363.00
_cell_measurement_theta_max      20.99
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.685
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6249
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1490 before and 0.0844 after correction.
The Ratio of minimum to maximum transmission is 0.8386.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1382
_diffrn_reflns_av_unetI/netI     0.0852
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            46389
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.091
_diffrn_reflns_theta_max         25.091
_diffrn_reflns_theta_min         1.797
_diffrn_ambient_temperature      363.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3011
_reflns_number_total             4594
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.880
_refine_diff_density_min         -1.099
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4594
_refine_ls_number_restraints     220
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0449
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+4.2601P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1163
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C11-C10B \\sim C11-C10A \\sim N2A-C10A \\sim N2B-C10B \\sim N1B-C1B \\sim
N1A-C1A \\sim C2-C1B \\sim C2-C1A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
N1B \\sim C1B \\sim C2 \\sim C7 \\sim C3 \\sim C1A \\sim C6 \\sim C4 \\sim N1A
\\sim C5 \\sim O2 \\sim C9: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C15 \\sim C11 \\sim C16 \\sim C12 \\sim C10B \\sim C10A \\sim C13 \\sim N2B
\\sim N2A \\sim C14 \\sim O3 \\sim C17: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
4. Others
 Sof(N2B)=Sof(H2BA)=Sof(H2BB)=Sof(H2BC)=Sof(C10B)=Sof(H10A)=Sof(H10B)=1-FVAR(1)
 Sof(N2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=Sof(C10A)=Sof(H10C)=Sof(H10D)=FVAR(1)
 Sof(N1B)=Sof(H1BA)=Sof(H1BB)=Sof(H1BC)=Sof(C1B)=Sof(H1BD)=Sof(H1BE)=1-FVAR(2)
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(N1A)=Sof(H1AC)=Sof(H1AD)=Sof(H1AE)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C1B(H1BD,H1BE), C10B(H10A,H10B), C10A(H10C,H10D), C1A(H1AA,H1AB)
5.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C7(H7), C15(H15), C6(H6), C4(H4), C3(H3), C13(H13), C12(H12)
5.c Idealised Me refined as rotating group:
 N1B(H1BA,H1BB,H1BC), N2B(H2BA,H2BB,H2BC), C9(H9A,H9B,H9C), C17(H17A,H17B,
 H17C), N2A(H2AA,H2AB,H2AC), N1A(H1AC,H1AD,H1AE)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
I1 I 0.34068(5) 1.00283(6) 0.45099(2) 0.0691(2) Uani 1 1 d . . . . .
I2 I 0.33597(6) 0.49391(6) 0.43447(2) 0.0805(2) Uani 1 1 d . . . . .
I3 I 0.26297(6) 0.69599(8) 0.57081(2) 0.0800(2) Uani 1 1 d . . . . .
I4 I 0.01137(6) 0.74759(10) 0.45191(3) 0.1046(3) Uani 1 1 d . . . . .
Zn1 Zn 0.23447(9) 0.73838(10) 0.47807(4) 0.0648(3) Uani 1 1 d . . . . .
N1B N 0.636(6) 0.703(7) 0.4478(18) 0.068(6) Uani 0.30(9) 1 d D U P A 2
H1BA H 0.561669 0.685249 0.438045 0.082 Uiso 0.30(9) 1 calc R U P A 2
H1BB H 0.635101 0.753654 0.476036 0.082 Uiso 0.30(9) 1 calc R U P A 2
H1BC H 0.672796 0.608737 0.451095 0.082 Uiso 0.30(9) 1 calc R U P A 2
O2 O 0.6142(9) 0.7158(10) 0.2136(3) 0.121(2) Uani 1 1 d . U . . .
C11 C -0.0124(9) 0.7942(12) 0.6662(3) 0.080(2) Uani 1 1 d D U . . .
C2 C 0.6536(8) 0.7894(11) 0.3615(3) 0.074(2) Uani 1 1 d D U . . .
N2B N -0.067(3) 0.777(5) 0.5785(10) 0.088(6) Uani 0.46(6) 1 d D U P B 2
H2BA H -0.041002 0.675834 0.581240 0.106 Uiso 0.46(6) 1 calc R U P B 2
H2BB H -0.011819 0.837236 0.564855 0.106 Uiso 0.46(6) 1 calc R U P B 2
H2BC H -0.132102 0.777981 0.560293 0.106 Uiso 0.46(6) 1 calc R U P B 2
C16 C 0.0835(8) 0.8970(11) 0.6692(3) 0.082(2) Uani 1 1 d . U . . .
H16 H 0.093985 0.973025 0.644942 0.098 Uiso 1 1 calc R U . . .
C7 C 0.5636(8) 0.8625(12) 0.3360(3) 0.084(2) Uani 1 1 d . U . . .
H7 H 0.511894 0.929603 0.352477 0.101 Uiso 1 1 calc R U . . .
C5 C 0.6207(11) 0.7440(12) 0.2623(4) 0.092(2) Uani 1 1 d . U . . .
C14 C 0.1493(10) 0.7867(14) 0.7418(4) 0.096(2) Uani 1 1 d . U . . .
C15 C 0.1624(9) 0.8913(12) 0.7058(4) 0.091(2) Uani 1 1 d . U . . .
H15 H 0.226652 0.961037 0.705884 0.109 Uiso 1 1 calc R U . . .
C6 C 0.5470(9) 0.8406(12) 0.2875(4) 0.091(2) Uani 1 1 d . U . . .
H6 H 0.484809 0.892182 0.271815 0.109 Uiso 1 1 calc R U . . .
C4 C 0.7121(10) 0.6666(12) 0.2868(4) 0.093(2) Uani 1 1 d . U . . .
H4 H 0.762530 0.598197 0.270250 0.112 Uiso 1 1 calc R U . . .
C1B C 0.697(6) 0.802(7) 0.4122(9) 0.071(4) Uani 0.30(9) 1 d D U P A 2
H1BD H 0.779679 0.772691 0.412824 0.085 Uiso 0.30(9) 1 calc R U P A 2
H1BE H 0.691067 0.913436 0.422102 0.085 Uiso 0.30(9) 1 calc R U P A 2
C3 C 0.7279(9) 0.6907(11) 0.3352(4) 0.088(2) Uani 1 1 d . U . . .
H3 H 0.790320 0.639556 0.350849 0.105 Uiso 1 1 calc R U . . .
C13 C 0.0560(10) 0.6806(13) 0.7410(4) 0.099(3) Uani 1 1 d . U . . .
H13 H 0.046574 0.605952 0.765719 0.119 Uiso 1 1 calc R U . . .
C12 C -0.0249(10) 0.6867(13) 0.7024(4) 0.096(3) Uani 1 1 d . U . . .
H12 H -0.088249 0.615388 0.701718 0.115 Uiso 1 1 calc R U . . .
C10B C -0.094(3) 0.840(5) 0.6260(8) 0.088(4) Uani 0.46(6) 1 d D U P B 2
H10A H -0.172695 0.805274 0.634465 0.105 Uiso 0.46(6) 1 calc R U P B 2
H10B H -0.095133 0.956685 0.623939 0.105 Uiso 0.46(6) 1 calc R U P B 2
C9 C 0.5229(15) 0.8004(16) 0.1871(5) 0.146(5) Uani 1 1 d . U . . .
H9A H 0.522840 0.765470 0.154131 0.219 Uiso 1 1 calc R U . . .
H9B H 0.537691 0.914260 0.188455 0.219 Uiso 1 1 calc R U . . .
H9C H 0.447495 0.777705 0.201124 0.219 Uiso 1 1 calc R U . . .
O3 O 0.2343(8) 0.7953(11) 0.7786(3) 0.131(3) Uani 1 1 d . U . . .
C17 C 0.2195(13) 0.7057(16) 0.8193(5) 0.141(5) Uani 1 1 d . U . . .
H17A H 0.216665 0.593473 0.810974 0.212 Uiso 1 1 calc R U . . .
H17B H 0.147025 0.735979 0.834561 0.212 Uiso 1 1 calc R U . . .
H17C H 0.284344 0.724540 0.841053 0.212 Uiso 1 1 calc R U . . .
N2A N -0.057(3) 0.705(5) 0.5829(9) 0.089(5) Uani 0.54(6) 1 d D U P B 1
H2AA H 0.010746 0.753600 0.575845 0.107 Uiso 0.54(6) 1 calc R U P B 1
H2AB H -0.108528 0.720525 0.558915 0.107 Uiso 0.54(6) 1 calc R U P B 1
H2AC H -0.044669 0.600091 0.586800 0.107 Uiso 0.54(6) 1 calc R U P B 1
C10A C -0.1050(19) 0.774(5) 0.6279(8) 0.090(4) Uani 0.54(6) 1 d D U P B 1
H10C H -0.166717 0.704065 0.639877 0.108 Uiso 0.54(6) 1 calc R U P B 1
H10D H -0.140067 0.878214 0.620940 0.108 Uiso 0.54(6) 1 calc R U P B 1
C1A C 0.668(3) 0.832(3) 0.4142(4) 0.070(3) Uani 0.70(9) 1 d D U P A 1
H1AA H 0.750376 0.825796 0.423273 0.084 Uiso 0.70(9) 1 calc R U P A 1
H1AB H 0.641016 0.941392 0.419486 0.084 Uiso 0.70(9) 1 calc R U P A 1
N1A N 0.599(3) 0.722(3) 0.4446(9) 0.069(4) Uani 0.70(9) 1 d D U P A 1
H1AC H 0.613094 0.620316 0.435589 0.082 Uiso 0.70(9) 1 calc R U P A 1
H1AD H 0.522780 0.743087 0.441266 0.082 Uiso 0.70(9) 1 calc R U P A 1
H1AE H 0.620832 0.734305 0.475246 0.082 Uiso 0.70(9) 1 calc R U P A 1


_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
I1 Zn1 2.6159(13) . ?
I2 Zn1 2.6314(12) . ?
I3 Zn1 2.6152(15) . ?
I4 Zn1 2.6255(15) . ?
N1B H1BA 0.8900 . ?
N1B H1BB 0.8900 . ?
N1B H1BC 0.8900 . ?
N1B C1B 1.465(15) . ?
O2 C5 1.373(12) . ?
O2 C9 1.447(15) . ?
C11 C16 1.384(12) . ?
C11 C12 1.351(13) . ?
C11 C10B 1.490(14) . ?
C11 C10A 1.496(14) . ?
C2 C7 1.376(12) . ?
C2 C1B 1.490(15) . ?
C2 C3 1.387(12) . ?
C2 C1A 1.513(12) . ?
N2B H2BA 0.8900 . ?
N2B H2BB 0.8900 . ?
N2B H2BC 0.8900 . ?
N2B C10B 1.455(14) . ?
C16 H16 0.9300 . ?
C16 C15 1.349(12) . ?
C7 H7 0.9300 . ?
C7 C6 1.370(13) . ?
C5 C6 1.356(13) . ?
C5 C4 1.391(14) . ?
C14 C15 1.332(13) . ?
C14 C13 1.376(14) . ?
C14 O3 1.400(13) . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.367(13) . ?
C1B H1BD 0.9700 . ?
C1B H1BE 0.9700 . ?
C3 H3 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.407(14) . ?
C12 H12 0.9300 . ?
C10B H10A 0.9700 . ?
C10B H10B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
O3 C17 1.364(13) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
N2A H2AA 0.8900 . ?
N2A H2AB 0.8900 . ?
N2A H2AC 0.8900 . ?
N2A C10A 1.482(14) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A N1A 1.467(11) . ?
N1A H1AC 0.8900 . ?
N1A H1AD 0.8900 . ?
N1A H1AE 0.8900 . ?

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
I1 Zn1 I2 108.11(5) . . ?
I1 Zn1 I4 109.89(4) . . ?
I3 Zn1 I1 110.00(4) . . ?
I3 Zn1 I2 107.33(4) . . ?
I3 Zn1 I4 112.78(4) . . ?
I4 Zn1 I2 108.58(4) . . ?
H1BA N1B H1BB 109.5 . . ?
H1BA N1B H1BC 109.5 . . ?
H1BB N1B H1BC 109.5 . . ?
C1B N1B H1BA 109.5 . . ?
C1B N1B H1BB 109.5 . . ?
C1B N1B H1BC 109.5 . . ?
C5 O2 C9 116.8(10) . . ?
C16 C11 C10B 112(2) . . ?
C16 C11 C10A 131.0(18) . . ?
C12 C11 C16 116.8(9) . . ?
C12 C11 C10B 131.1(19) . . ?
C12 C11 C10A 112.2(18) . . ?
C7 C2 C1B 134(3) . . ?
C7 C2 C3 116.2(9) . . ?
C7 C2 C1A 117.8(16) . . ?
C3 C2 C1B 110(3) . . ?
C3 C2 C1A 125.9(16) . . ?
H2BA N2B H2BB 109.5 . . ?
H2BA N2B H2BC 109.5 . . ?
H2BB N2B H2BC 109.5 . . ?
C10B N2B H2BA 109.5 . . ?
C10B N2B H2BB 109.5 . . ?
C10B N2B H2BC 109.5 . . ?
C11 C16 H16 118.7 . . ?
C15 C16 C11 122.5(9) . . ?
C15 C16 H16 118.7 . . ?
C2 C7 H7 118.6 . . ?
C6 C7 C2 122.7(9) . . ?
C6 C7 H7 118.6 . . ?
O2 C5 C4 115.9(10) . . ?
C6 C5 O2 125.4(11) . . ?
C6 C5 C4 118.7(10) . . ?
C15 C14 C13 119.7(11) . . ?
C15 C14 O3 115.8(11) . . ?
C13 C14 O3 124.5(10) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 C16 120.7(10) . . ?
C14 C15 H15 119.6 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.3(10) . . ?
C5 C6 H6 119.8 . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.2(10) . . ?
C3 C4 H4 119.9 . . ?
N1B C1B C2 117(3) . . ?
N1B C1B H1BD 108.2 . . ?
N1B C1B H1BE 108.2 . . ?
C2 C1B H1BD 108.2 . . ?
C2 C1B H1BE 108.2 . . ?
H1BD C1B H1BE 107.3 . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.8(10) . . ?
C4 C3 H3 119.1 . . ?
C14 C13 H13 120.5 . . ?
C14 C13 C12 119.0(9) . . ?
C12 C13 H13 120.5 . . ?
C11 C12 C13 121.3(10) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C11 C10B H10A 108.0 . . ?
C11 C10B H10B 108.0 . . ?
N2B C10B C11 117(2) . . ?
N2B C10B H10A 108.0 . . ?
N2B C10B H10B 108.0 . . ?
H10A C10B H10B 107.3 . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C17 O3 C14 119.3(11) . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
H2AA N2A H2AB 109.5 . . ?
H2AA N2A H2AC 109.5 . . ?
H2AB N2A H2AC 109.5 . . ?
C10A N2A H2AA 109.5 . . ?
C10A N2A H2AB 109.5 . . ?
C10A N2A H2AC 109.5 . . ?
C11 C10A H10C 109.1 . . ?
C11 C10A H10D 109.1 . . ?
N2A C10A C11 112.5(19) . . ?
N2A C10A H10C 109.1 . . ?
N2A C10A H10D 109.1 . . ?
H10C C10A H10D 107.8 . . ?
C2 C1A H1AA 109.4 . . ?
C2 C1A H1AB 109.4 . . ?
H1AA C1A H1AB 108.0 . . ?
N1A C1A C2 111.0(15) . . ?
N1A C1A H1AA 109.4 . . ?
N1A C1A H1AB 109.4 . . ?
C1A N1A H1AC 109.5 . . ?
C1A N1A H1AD 109.5 . . ?
C1A N1A H1AE 109.5 . . ?
H1AC N1A H1AD 109.5 . . ?
H1AC N1A H1AE 109.5 . . ?
H1AD N1A H1AE 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C5 C6 C7 -178.5(10) . . . . ?
O2 C5 C4 C3 178.1(9) . . . . ?
C11 C16 C15 C14 -1.5(16) . . . . ?
C2 C7 C6 C5 -0.2(16) . . . . ?
C16 C11 C12 C13 0.1(16) . . . . ?
C16 C11 C10B N2B 86(3) . . . . ?
C16 C11 C10A N2A 68(3) . . . . ?
C7 C2 C1B N1B 84(4) . . . . ?
C7 C2 C3 C4 -0.5(15) . . . . ?
C7 C2 C1A N1A 90.7(14) . . . . ?
C5 C4 C3 C2 1.2(17) . . . . ?
C14 C13 C12 C11 0.1(18) . . . . ?
C15 C14 C13 C12 -1.0(18) . . . . ?
C15 C14 O3 C17 172.4(12) . . . . ?
C6 C5 C4 C3 -1.3(16) . . . . ?
C4 C5 C6 C7 0.8(16) . . . . ?
C1B C2 C7 C6 174(3) . . . . ?
C1B C2 C3 C4 -176(2) . . . . ?
C3 C2 C7 C6 0.0(15) . . . . ?
C3 C2 C1B N1B -101(4) . . . . ?
C3 C2 C1A N1A -93.7(15) . . . . ?
C13 C14 C15 C16 1.7(17) . . . . ?
C13 C14 O3 C17 -7.1(18) . . . . ?
C12 C11 C16 C15 0.6(15) . . . . ?
C12 C11 C10B N2B -104(2) . . . . ?
C12 C11 C10A N2A -108.3(17) . . . . ?
C10B C11 C16 C15 172.5(15) . . . . ?
C10B C11 C12 C13 -169.8(19) . . . . ?
C9 O2 C5 C6 1.9(17) . . . . ?
C9 O2 C5 C4 -177.5(10) . . . . ?
O3 C14 C15 C16 -177.9(9) . . . . ?
O3 C14 C13 C12 178.5(10) . . . . ?
C10A C11 C16 C15 -176.0(18) . . . . ?
C10A C11 C12 C13 177.3(15) . . . . ?
C1A C2 C7 C6 176.0(12) . . . . ?
C1A C2 C3 C4 -176.2(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_2022_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2212096'
loop_
_audit_author_name
_audit_author_address
terigele
;Zhejiang Normal University
China
;
_audit_update_record             
;
2022-10-11 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2022-09-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I4 Zn, 2(C8 H12 N O)'
_chemical_formula_sum            'C16 H24 I4 N2 O2 Zn'
_chemical_formula_weight         849.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0035 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'
I I -0.4119 1.8326 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0065 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0116 0.0061 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3121 1.4667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.3830(7)
_cell_length_b                   8.2623(4)
_cell_length_c                   18.0124(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.4590(10)
_cell_angle_gamma                90
_cell_volume                     2526.08(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7422
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      25.83
_cell_measurement_theta_min      2.72
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.872
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6366
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1473 before and 0.0787 after correction.
The Ratio of minimum to maximum transmission is 0.8538.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1113
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            59207
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.524
_diffrn_reflns_theta_min         1.838
_diffrn_ambient_temperature      300.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4058
_reflns_number_total             5807
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.001
_refine_diff_density_min         -1.136
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         5807
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0056P)²+4.5239P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0615
_refine_ls_wR_factor_ref         0.0749
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C1(H1D,H1E)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C11(H11), C13(H13), C7(H7), C3(H3), C10(H10), C14(H14)
2.c Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), N1(H1A,H1B,H1C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
I1 I -0.12516(2) -0.00119(4) 0.28691(2) 0.05241(11) Uani 1 1 d . . . . .
I3 I -0.10457(2) 0.50766(4) 0.26839(2) 0.05324(11) Uani 1 1 d . . . . .
I2 I -0.20758(2) 0.31125(5) 0.44082(2) 0.05486(11) Uani 1 1 d . . . . .
I4 I 0.04349(2) 0.25539(6) 0.45146(3) 0.07429(15) Uani 1 1 d . . . . .
Zn1 Zn -0.09815(4) 0.26773(7) 0.36396(4) 0.04720(16) Uani 1 1 d . . . . .
O1 O 0.4007(2) 0.8099(6) 0.3296(3) 0.0712(12) Uani 1 1 d . . . . .
N2 N 0.7498(3) 0.7209(5) 0.3656(3) 0.0631(14) Uani 1 1 d . . . . .
H2A H 0.703744 0.705247 0.333565 0.076 Uiso 1 1 calc R U . . .
H2B H 0.767204 0.627363 0.387497 0.076 Uiso 1 1 calc R U . . .
H2C H 0.784539 0.759072 0.340180 0.076 Uiso 1 1 calc R U . . .
O2 O 0.5274(3) 0.6422(6) 0.6040(3) 0.0853(14) Uani 1 1 d . . . . .
C5 C 0.3217(3) 0.8004(7) 0.3267(3) 0.0480(13) Uani 1 1 d . . . . .
C2 C 0.1622(3) 0.8081(7) 0.3292(3) 0.0504(13) Uani 1 1 d . . . . .
C12 C 0.6815(3) 0.7814(6) 0.4701(3) 0.0479(13) Uani 1 1 d . . . . .
C6 C 0.2942(3) 0.9036(7) 0.3753(3) 0.0531(14) Uani 1 1 d . . . . .
H6 H 0.329003 0.971216 0.407636 0.064 Uiso 1 1 calc R U . . .
N1 N 0.0535(3) 0.7247(8) 0.3890(3) 0.095(2) Uani 1 1 d . . . . .
H1A H 0.001293 0.716924 0.380512 0.114 Uiso 1 1 calc R U . . .
H1B H 0.071293 0.776417 0.432696 0.114 Uiso 1 1 calc R U . . .
H1C H 0.074453 0.625967 0.391653 0.114 Uiso 1 1 calc R U . . .
C4 C 0.2703(4) 0.7001(7) 0.2801(3) 0.0593(15) Uani 1 1 d . . . . .
H4 H 0.288437 0.629109 0.247625 0.071 Uiso 1 1 calc R U . . .
C16 C 0.7400(3) 0.8382(7) 0.4244(3) 0.0567(15) Uani 1 1 d . . . . .
H16A H 0.722204 0.940520 0.400310 0.068 Uiso 1 1 calc R U . . .
H16B H 0.790590 0.856355 0.458523 0.068 Uiso 1 1 calc R U . . .
C11 C 0.6031(3) 0.8238(7) 0.4482(3) 0.0586(15) Uani 1 1 d . . . . .
H11 H 0.585981 0.883691 0.404045 0.070 Uiso 1 1 calc R U . . .
C13 C 0.7051(3) 0.6934(7) 0.5357(3) 0.0536(14) Uani 1 1 d . . . . .
H13 H 0.757749 0.664195 0.551489 0.064 Uiso 1 1 calc R U . . .
C7 C 0.2149(3) 0.9066(7) 0.3760(3) 0.0558(14) Uani 1 1 d . . . . .
H7 H 0.196907 0.976835 0.408836 0.067 Uiso 1 1 calc R U . . .
C3 C 0.1907(4) 0.7047(7) 0.2816(3) 0.0612(16) Uani 1 1 d . . . . .
H3 H 0.155912 0.636500 0.249596 0.073 Uiso 1 1 calc R U . . .
C10 C 0.5495(3) 0.7780(7) 0.4914(4) 0.0623(16) Uani 1 1 d . . . . .
H10 H 0.496673 0.806109 0.475812 0.075 Uiso 1 1 calc R U . . .
C15 C 0.5744(4) 0.6920(8) 0.5567(3) 0.0597(15) Uani 1 1 d . . . . .
C14 C 0.6526(4) 0.6481(8) 0.5781(3) 0.0630(16) Uani 1 1 d . . . . .
H14 H 0.669633 0.587068 0.621981 0.076 Uiso 1 1 calc R U . . .
C1 C 0.0757(4) 0.8142(9) 0.3272(5) 0.082(2) Uani 1 1 d . . . . .
H1D H 0.059897 0.926266 0.329725 0.098 Uiso 1 1 calc R U . . .
H1E H 0.047305 0.770178 0.279136 0.098 Uiso 1 1 calc R U . . .
C8 C 0.4329(4) 0.7052(9) 0.2814(5) 0.087(2) Uani 1 1 d . . . . .
H8A H 0.408548 0.727245 0.229293 0.130 Uiso 1 1 calc R U . . .
H8B H 0.423199 0.594716 0.293077 0.130 Uiso 1 1 calc R U . . .
H8C H 0.488629 0.723136 0.289285 0.130 Uiso 1 1 calc R U . . .
C9 C 0.4456(4) 0.6784(10) 0.5835(5) 0.099(3) Uani 1 1 d . . . . .
H9A H 0.423002 0.627418 0.535896 0.149 Uiso 1 1 calc R U . . .
H9B H 0.438528 0.793442 0.578639 0.149 Uiso 1 1 calc R U . . .
H9C H 0.420027 0.638802 0.622108 0.149 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
I1 Zn1 2.6081(7) . ?
I3 Zn1 2.6120(7) . ?
I2 Zn1 2.6078(7) . ?
I4 Zn1 2.6233(7) . ?
O1 C5 1.365(6) . ?
O1 C8 1.423(7) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C16 1.473(7) . ?
O2 C15 1.366(7) . ?
O2 C9 1.421(8) . ?
C5 C6 1.381(7) . ?
C5 C4 1.366(7) . ?
C2 C7 1.371(8) . ?
C2 C3 1.377(8) . ?
C2 C1 1.496(8) . ?
C12 C16 1.513(8) . ?
C12 C11 1.380(8) . ?
C12 C13 1.373(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.381(7) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C1 1.456(8) . ?
C4 H4 0.9300 . ?
C4 C3 1.390(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C11 H11 0.9300 . ?
C11 C10 1.390(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.363(8) . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?
C10 C15 1.362(8) . ?
C15 C14 1.378(8) . ?
C14 H14 0.9300 . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
I1 Zn1 I3 108.58(3) . . ?
I1 Zn1 I4 108.93(3) . . ?
I3 Zn1 I4 109.06(3) . . ?
I2 Zn1 I1 109.38(2) . . ?
I2 Zn1 I3 108.23(2) . . ?
I2 Zn1 I4 112.58(3) . . ?
C5 O1 C8 117.8(5) . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C16 N2 H2A 109.5 . . ?
C16 N2 H2B 109.5 . . ?
C16 N2 H2C 109.5 . . ?
C15 O2 C9 118.3(5) . . ?
O1 C5 C6 115.0(5) . . ?
O1 C5 C4 125.3(5) . . ?
C4 C5 C6 119.6(5) . . ?
C7 C2 C3 117.9(5) . . ?
C7 C2 C1 122.0(6) . . ?
C3 C2 C1 120.0(6) . . ?
C11 C12 C16 120.3(5) . . ?
C13 C12 C16 121.5(5) . . ?
C13 C12 C11 118.2(5) . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.0(5) . . ?
C7 C6 H6 120.0 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
C5 C4 H4 120.2 . . ?
C5 C4 C3 119.6(5) . . ?
C3 C4 H4 120.2 . . ?
N2 C16 C12 112.5(4) . . ?
N2 C16 H16A 109.1 . . ?
N2 C16 H16B 109.1 . . ?
C12 C16 H16A 109.1 . . ?
C12 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C12 C11 H11 119.6 . . ?
C12 C11 C10 120.8(5) . . ?
C10 C11 H11 119.6 . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.1(5) . . ?
C14 C13 H13 119.4 . . ?
C2 C7 C6 121.4(5) . . ?
C2 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C2 C3 C4 121.5(5) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C11 C10 H10 120.1 . . ?
C15 C10 C11 119.9(5) . . ?
C15 C10 H10 120.1 . . ?
O2 C15 C14 115.6(6) . . ?
C10 C15 O2 125.0(6) . . ?
C10 C15 C14 119.4(6) . . ?
C13 C14 C15 120.6(6) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C2 C1 H1D 108.9 . . ?
C2 C1 H1E 108.9 . . ?
N1 C1 C2 113.2(6) . . ?
N1 C1 H1D 108.9 . . ?
N1 C1 H1E 108.9 . . ?
H1D C1 H1E 107.7 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C6 C7 178.7(5) . . . . ?
O1 C5 C4 C3 -178.6(6) . . . . ?
O2 C15 C14 C13 -179.0(6) . . . . ?
C5 C6 C7 C2 0.2(9) . . . . ?
C5 C4 C3 C2 -0.2(10) . . . . ?
C12 C11 C10 C15 0.8(9) . . . . ?
C12 C13 C14 C15 -1.0(10) . . . . ?
C6 C5 C4 C3 0.8(9) . . . . ?
C4 C5 C6 C7 -0.8(9) . . . . ?
C16 C12 C11 C10 -177.3(5) . . . . ?
C16 C12 C13 C14 177.4(5) . . . . ?
C11 C12 C16 N2 -92.2(7) . . . . ?
C11 C12 C13 C14 0.4(9) . . . . ?
C11 C10 C15 O2 179.2(6) . . . . ?
C11 C10 C15 C14 -1.5(10) . . . . ?
C13 C12 C16 N2 90.9(6) . . . . ?
C13 C12 C11 C10 -0.2(9) . . . . ?
C7 C2 C3 C4 -0.4(9) . . . . ?
C7 C2 C1 N1 -80.8(8) . . . . ?
C3 C2 C7 C6 0.4(9) . . . . ?
C3 C2 C1 N1 101.2(8) . . . . ?
C10 C15 C14 C13 1.6(10) . . . . ?
C1 C2 C7 C6 -177.7(6) . . . . ?
C1 C2 C3 C4 177.7(6) . . . . ?
C8 O1 C5 C6 179.4(6) . . . . ?
C8 O1 C5 C4 -1.2(9) . . . . ?
C9 O2 C15 C10 1.7(10) . . . . ?
C9 O2 C15 C14 -177.7(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
