# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_mz1008
_database_code_depnum_ccdc_archive 'CCDC 1826177'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl3 Hg, C9 H8 N O, 2(H2 O)'
_chemical_formula_sum            'C9 H12 Cl3 Hg N O3'
_chemical_formula_weight         489.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.7376(4)
_cell_length_b                   4.3663(2)
_cell_length_c                   22.5270(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.846(3)
_cell_angle_gamma                90
_cell_volume                     1344.20(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    7883
_cell_measurement_theta_min      4.4690
_cell_measurement_theta_max      32.0050

_exptl_crystal_description       stick
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.417
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.596
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.056
_exptl_absorpt_coefficient_mu    12.040
_exptl_absorpt_correction_T_min  0.041
_exptl_absorpt_correction_T_max  0.798
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            14421
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.637
_diffrn_reflns_theta_max         25.011
_diffrn_reflns_theta_full        25.011
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2373
_reflns_number_gt                2234
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0100P)²+1.6707P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2373
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0159
_refine_ls_R_factor_gt           0.0144
_refine_ls_wR_factor_ref         0.0342
_refine_ls_wR_factor_gt          0.0338
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.005
_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
Hg1 Hg 0.62604(2) -0.02361(2) 0.71545(2) 0.01331(5) Uani 1 1 d . . . . .
Cl1 Cl 0.56682(5) -0.03525(15) 0.61464(3) 0.01494(14) Uani 1 1 d . . . . .
Cl2 Cl 0.71288(5) -0.01010(15) 0.81136(3) 0.01620(15) Uani 1 1 d . . . . .
Cl3 Cl 0.50439(5) 0.47661(14) 0.74778(3) 0.01505(14) Uani 1 1 d . . . . .
N1 N 0.29879(16) 0.7046(5) 0.60323(10) 0.0119(5) Uani 1 1 d . . . . .
H1N H 0.283902 0.743627 0.640406 0.014 Uiso 1 1 d R U . . .
C1 C 0.3698(2) 0.5113(6) 0.59225(14) 0.0150(6) Uani 1 1 d . . . . .
H1 H 0.409888 0.422145 0.624551 0.018 Uiso 1 1 calc R U . . .
C2 C 0.3858(2) 0.4385(6) 0.53372(14) 0.0168(6) Uani 1 1 d . . . . .
H2 H 0.435801 0.297774 0.526077 0.020 Uiso 1 1 calc R U . . .
C3 C 0.3286(2) 0.5724(6) 0.48725(13) 0.0143(6) Uani 1 1 d . . . . .
H3 H 0.339447 0.524212 0.447330 0.017 Uiso 1 1 calc R U . . .
C4 C 0.25377(19) 0.7809(6) 0.49810(13) 0.0123(6) Uani 1 1 d . . . . .
C5 C 0.1926(2) 0.9286(7) 0.45214(13) 0.0155(6) Uani 1 1 d . . . . .
H5 H 0.200818 0.891185 0.411409 0.019 Uiso 1 1 calc R U . . .
C6 C 0.1213(2) 1.1265(7) 0.46735(13) 0.0160(6) Uani 1 1 d . . . . .
H6 H 0.079981 1.223394 0.436565 0.019 Uiso 1 1 calc R U . . .
C7 C 0.1080(2) 1.1894(6) 0.52728(13) 0.0158(6) Uani 1 1 d . . . . .
H7 H 0.058175 1.328046 0.536170 0.019 Uiso 1 1 calc R U . . .
C8 C 0.1661(2) 1.0528(6) 0.57312(13) 0.0146(6) Uani 1 1 d . . . . .
C9 C 0.23989(19) 0.8445(6) 0.55823(12) 0.0129(6) Uani 1 1 d . . . . .
O1 O 0.16154(15) 1.1008(5) 0.63201(9) 0.0178(4) Uani 1 1 d . . . . .
H1O H 0.115631 1.222542 0.636752 0.027 Uiso 1 1 calc R U . . .
O98 O 0.02314(16) 1.5037(4) 0.64612(10) 0.0197(5) Uani 1 1 d . . . . .
H98O H 0.014476 1.695462 0.659841 0.030 Uiso 1 1 d R U . . .
H98P H -0.021797 1.382988 0.663367 0.030 Uiso 1 1 d R U . . .
O99 O 0.29128(14) 0.7269(4) 0.72452(9) 0.0154(4) Uani 1 1 d . . . . .
H99O H 0.276201 0.916384 0.742040 0.023 Uiso 1 1 d R U . . .
H99P H 0.354301 0.696784 0.738841 0.023 Uiso 1 1 d 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
Hg1 Cl1 2.3336(7) . ?
Hg1 Cl2 2.3600(7) . ?
Hg1 Cl3 2.8866(7) 1_545 ?
Hg1 Cl3 2.8881(7) . ?
N1 C1 1.332(4) . ?
N1 C9 1.374(4) . ?
N1 H1N 0.8984 . ?
C1 C2 1.395(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.374(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.413(4) . ?
C3 H3 0.9500 . ?
C4 C9 1.414(4) . ?
C4 C5 1.420(4) . ?
C5 C6 1.375(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.408(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.375(4) . ?
C7 H7 0.9500 . ?
C8 O1 1.351(4) . ?
C8 C9 1.428(4) . ?
O1 H1O 0.8400 . ?
O98 H98O 0.9045 . ?
O98 H98P 0.9268 . ?
O99 H99O 0.9487 . ?
O99 H99P 0.9022 . ?

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
Cl1 Hg1 Cl2 170.10(2) . . ?
Cl1 Hg1 Cl3 94.34(2) . 1_545 ?
Cl2 Hg1 Cl3 92.27(2) . 1_545 ?
Cl1 Hg1 Cl3 96.23(2) . . ?
Cl2 Hg1 Cl3 90.10(2) . . ?
Cl3 Hg1 Cl3 98.24(2) 1_545 . ?
Hg1 Cl3 Hg1 98.24(2) 1_565 . ?
C1 N1 C9 122.1(3) . . ?
C1 N1 H1N 122.3 . . ?
C9 N1 H1N 115.5 . . ?
N1 C1 C2 120.6(3) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C9 117.6(3) . . ?
C3 C4 C5 123.6(3) . . ?
C9 C4 C5 118.8(3) . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 121.8(3) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
O1 C8 C7 126.1(3) . . ?
O1 C8 C9 115.7(2) . . ?
C7 C8 C9 118.1(3) . . ?
N1 C9 C4 119.5(2) . . ?
N1 C9 C8 119.3(3) . . ?
C4 C9 C8 121.2(3) . . ?
C8 O1 H1O 109.5 . . ?
H98O O98 H98P 105.5 . . ?
H99O O99 H99P 102.7 . . ?

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
C9 N1 C1 C2 -1.3(4) . . . . ?
N1 C1 C2 C3 1.1(4) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C3 C4 C9 -0.4(4) . . . . ?
C2 C3 C4 C5 179.5(3) . . . . ?
C3 C4 C5 C6 179.6(3) . . . . ?
C9 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 C7 0.7(4) . . . . ?
C5 C6 C7 C8 -0.3(4) . . . . ?
C6 C7 C8 O1 178.4(3) . . . . ?
C6 C7 C8 C9 -0.3(4) . . . . ?
C1 N1 C9 C4 0.6(4) . . . . ?
C1 N1 C9 C8 -179.1(2) . . . . ?
C3 C4 C9 N1 0.2(4) . . . . ?
C5 C4 C9 N1 -179.7(2) . . . . ?
C3 C4 C9 C8 179.9(2) . . . . ?
C5 C4 C9 C8 0.0(4) . . . . ?
O1 C8 C9 N1 1.3(4) . . . . ?
C7 C8 C9 N1 -179.9(2) . . . . ?
O1 C8 C9 C4 -178.4(2) . . . . ?
C7 C8 C9 C4 0.4(4) . . . . ?

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.097

####################################################################### 
# 
# 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_mz1002
_database_code_depnum_ccdc_archive 'CCDC 1826179'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Cl4 Cu'
_chemical_formula_sum            'C18 H16 Cl4 Cu N2 O2'
_chemical_formula_weight         497.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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                   9.54840(10)
_cell_length_b                   10.74010(10)
_cell_length_c                   10.78680(10)
_cell_angle_alpha                98.6680(10)
_cell_angle_beta                 113.4250(10)
_cell_angle_gamma                99.3670(10)
_cell_volume                     972.727(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    15546
_cell_measurement_theta_min      4.2550
_cell_measurement_theta_max      78.6430

_exptl_crystal_description       stick
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_F_000             502
_exptl_crystal_size_max          0.118
_exptl_crystal_size_mid          0.026
_exptl_crystal_size_min          0.012
_exptl_absorpt_coefficient_mu    6.788
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            25526
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.296
_diffrn_reflns_theta_max         66.590
_diffrn_reflns_theta_full        66.590
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3448
_reflns_number_gt                3119
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0364P)²+0.9723P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3448
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0681
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.48924(4) 0.24207(3) 0.25533(3) 0.01492(10) Uani 1 1 d . . . . .
Cl1 Cl 0.29847(6) 0.27567(5) 0.32042(5) 0.01822(12) Uani 1 1 d . . . . .
Cl2 Cl 0.65163(6) 0.44390(5) 0.37925(5) 0.01648(12) Uani 1 1 d . . . . .
Cl3 Cl 0.56421(6) 0.23735(5) 0.08403(5) 0.01994(13) Uani 1 1 d . . . . .
Cl4 Cl 0.44523(7) 0.02691(5) 0.24307(6) 0.02401(13) Uani 1 1 d . . . . .
N1 N 1.2140(2) 0.57117(16) 0.30436(18) 0.0151(4) Uani 1 1 d . . . . .
H1N H 1.209654 0.529532 0.375826 0.018 Uiso 1 1 d R U . . .
C1 C 1.3487(3) 0.6105(2) 0.2972(2) 0.0189(5) Uani 1 1 d . . . . .
H1 H 1.443164 0.597524 0.363446 0.023 Uiso 1 1 calc R U . . .
C2 C 1.3519(3) 0.6709(2) 0.1925(2) 0.0202(5) Uani 1 1 d . . . . .
H2 H 1.448147 0.698137 0.186308 0.024 Uiso 1 1 calc R U . . .
C3 C 1.2158(3) 0.6910(2) 0.0987(2) 0.0179(4) Uani 1 1 d . . . . .
H3 H 1.218151 0.732893 0.027834 0.021 Uiso 1 1 calc R U . . .
C4 C 1.0718(3) 0.65001(19) 0.1061(2) 0.0157(4) Uani 1 1 d . . . . .
C5 C 0.9262(3) 0.6688(2) 0.0141(2) 0.0179(5) Uani 1 1 d . . . . .
H5 H 0.920847 0.709955 -0.059092 0.022 Uiso 1 1 calc R U . . .
C6 C 0.7937(3) 0.6273(2) 0.0317(2) 0.0199(5) Uani 1 1 d . . . . .
H6 H 0.696897 0.641410 -0.029324 0.024 Uiso 1 1 calc R U . . .
C7 C 0.7967(3) 0.5640(2) 0.1381(2) 0.0191(5) Uani 1 1 d . . . . .
H7 H 0.702640 0.536310 0.147636 0.023 Uiso 1 1 calc R U . . .
C8 C 0.9350(3) 0.5423(2) 0.2278(2) 0.0160(4) Uani 1 1 d . . . . .
C9 C 1.0738(2) 0.58713(19) 0.2126(2) 0.0138(4) Uani 1 1 d . . . . .
O1 O 0.95314(18) 0.48102(15) 0.33210(16) 0.0197(3) Uani 1 1 d . . . . .
H1O H 0.868326 0.465072 0.339898 0.030 Uiso 1 1 calc R U . . .
N11 N 0.2470(2) 0.06558(17) 0.76161(19) 0.0194(4) Uani 1 1 d . . . . .
H11N H 0.347883 0.070150 0.763057 0.023 Uiso 1 1 d R U . . .
C11 C 0.2308(3) 0.0067(2) 0.8560(2) 0.0237(5) Uani 1 1 d . . . . .
H11 H 0.316295 -0.021669 0.916622 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0902(3) -0.0137(2) 0.8665(2) 0.0267(5) Uani 1 1 d . . . . .
H12 H 0.079280 -0.055089 0.935168 0.032 Uiso 1 1 calc R U . . .
C13 C -0.0352(3) 0.0261(2) 0.7776(3) 0.0241(5) Uani 1 1 d . . . . .
H13 H -0.132868 0.009794 0.783536 0.029 Uiso 1 1 calc R U . . .
C14 C -0.0181(3) 0.09103(19) 0.6774(2) 0.0175(4) Uani 1 1 d . . . . .
C15 C -0.1404(3) 0.1343(2) 0.5817(2) 0.0219(5) Uani 1 1 d . . . . .
H15 H -0.241570 0.119718 0.580888 0.026 Uiso 1 1 calc R U . . .
C16 C -0.1106(3) 0.1976(2) 0.4903(2) 0.0216(5) Uani 1 1 d . . . . .
H16 H -0.192354 0.227282 0.426795 0.026 Uiso 1 1 calc R U . . .
C17 C 0.0372(3) 0.2199(2) 0.4875(2) 0.0191(5) Uani 1 1 d . . . . .
H17 H 0.054447 0.265580 0.423980 0.023 Uiso 1 1 calc R U . . .
C18 C 0.1572(3) 0.17584(19) 0.5767(2) 0.0165(4) Uani 1 1 d . . . . .
C19 C 0.1289(2) 0.11128(19) 0.6725(2) 0.0160(4) Uani 1 1 d . . . . .
O11 O 0.30153(19) 0.18767(16) 0.57960(17) 0.0250(4) Uani 1 1 d . . . . .
H11O H 0.301584 0.212747 0.509515 0.038 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
Cu1 Cl3 2.2282(6) . ?
Cu1 Cl4 2.2542(6) . ?
Cu1 Cl1 2.2574(6) . ?
Cu1 Cl2 2.2967(6) . ?
N1 C1 1.323(3) . ?
N1 C9 1.368(3) . ?
N1 H1N 0.9588 . ?
C1 C2 1.392(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.368(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(3) . ?
C3 H3 0.9500 . ?
C4 C9 1.413(3) . ?
C4 C5 1.419(3) . ?
C5 C6 1.366(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.412(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(3) . ?
C7 H7 0.9500 . ?
C8 O1 1.355(3) . ?
C8 C9 1.415(3) . ?
O1 H1O 0.8400 . ?
N11 C11 1.322(3) . ?
N11 C19 1.378(3) . ?
N11 H11N 0.9498 . ?
C11 C12 1.378(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.383(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.418(3) . ?
C13 H13 0.9500 . ?
C14 C19 1.408(3) . ?
C14 C15 1.417(3) . ?
C15 C16 1.369(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.405(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(3) . ?
C17 H17 0.9500 . ?
C18 O11 1.351(3) . ?
C18 C19 1.413(3) . ?
O11 H11O 0.8400 . ?

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
Cl3 Cu1 Cl4 96.74(2) . . ?
Cl3 Cu1 Cl1 144.77(2) . . ?
Cl4 Cu1 Cl1 96.19(2) . . ?
Cl3 Cu1 Cl2 93.77(2) . . ?
Cl4 Cu1 Cl2 146.01(2) . . ?
Cl1 Cu1 Cl2 93.53(2) . . ?
C1 N1 C9 123.01(18) . . ?
C1 N1 H1N 121.1 . . ?
C9 N1 H1N 115.9 . . ?
N1 C1 C2 120.0(2) . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 119.7(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.7(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C9 117.63(19) . . ?
C3 C4 C5 124.1(2) . . ?
C9 C4 C5 118.3(2) . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 121.8(2) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 120.3(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O1 C8 C7 126.1(2) . . ?
O1 C8 C9 115.40(18) . . ?
C7 C8 C9 118.48(19) . . ?
N1 C9 C4 119.00(19) . . ?
N1 C9 C8 119.43(18) . . ?
C4 C9 C8 121.57(19) . . ?
C8 O1 H1O 109.5 . . ?
C11 N11 C19 122.9(2) . . ?
C11 N11 H11N 111.4 . . ?
C19 N11 H11N 125.7 . . ?
N11 C11 C12 120.1(2) . . ?
N11 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 120.2(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 120.0(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C19 C14 C15 118.7(2) . . ?
C19 C14 C13 117.4(2) . . ?
C15 C14 C13 123.9(2) . . ?
C16 C15 C14 119.1(2) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 122.1(2) . . ?
C15 C16 H16 119.0 . . ?
C17 C16 H16 119.0 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
O11 C18 C17 125.2(2) . . ?
O11 C18 C19 116.29(19) . . ?
C17 C18 C19 118.5(2) . . ?
N11 C19 C14 119.30(19) . . ?
N11 C19 C18 119.3(2) . . ?
C14 C19 C18 121.42(19) . . ?
C18 O11 H11O 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
C9 N1 C1 C2 -0.2(3) . . . . ?
N1 C1 C2 C3 0.9(3) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
C2 C3 C4 C9 -0.5(3) . . . . ?
C2 C3 C4 C5 179.1(2) . . . . ?
C3 C4 C5 C6 -178.91(19) . . . . ?
C9 C4 C5 C6 0.7(3) . . . . ?
C4 C5 C6 C7 -1.0(3) . . . . ?
C5 C6 C7 C8 0.0(3) . . . . ?
C6 C7 C8 O1 -178.8(2) . . . . ?
C6 C7 C8 C9 1.3(3) . . . . ?
C1 N1 C9 C4 -0.9(3) . . . . ?
C1 N1 C9 C8 -179.92(19) . . . . ?
C3 C4 C9 N1 1.2(3) . . . . ?
C5 C4 C9 N1 -178.37(18) . . . . ?
C3 C4 C9 C8 -179.79(18) . . . . ?
C5 C4 C9 C8 0.6(3) . . . . ?
O1 C8 C9 N1 -2.6(3) . . . . ?
C7 C8 C9 N1 177.40(19) . . . . ?
O1 C8 C9 C4 178.46(18) . . . . ?
C7 C8 C9 C4 -1.6(3) . . . . ?
C19 N11 C11 C12 1.3(3) . . . . ?
N11 C11 C12 C13 0.7(3) . . . . ?
C11 C12 C13 C14 -1.7(3) . . . . ?
C12 C13 C14 C19 0.6(3) . . . . ?
C12 C13 C14 C15 179.6(2) . . . . ?
C19 C14 C15 C16 -1.8(3) . . . . ?
C13 C14 C15 C16 179.2(2) . . . . ?
C14 C15 C16 C17 0.6(3) . . . . ?
C15 C16 C17 C18 1.2(3) . . . . ?
C16 C17 C18 O11 177.48(19) . . . . ?
C16 C17 C18 C19 -1.6(3) . . . . ?
C11 N11 C19 C14 -2.4(3) . . . . ?
C11 N11 C19 C18 178.5(2) . . . . ?
C15 C14 C19 N11 -177.72(18) . . . . ?
C13 C14 C19 N11 1.3(3) . . . . ?
C15 C14 C19 C18 1.4(3) . . . . ?
C13 C14 C19 C18 -179.60(19) . . . . ?
O11 C18 C19 N11 0.3(3) . . . . ?
C17 C18 C19 N11 179.46(18) . . . . ?
O11 C18 C19 C14 -178.83(18) . . . . ?
C17 C18 C19 C14 0.4(3) . . . . ?

_refine_diff_density_max         0.938
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_mz1010
_database_code_depnum_ccdc_archive 'CCDC 1826180'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl3 Pb, C9 H8 N O'
_chemical_formula_sum            'C9 H8 Cl3 N O Pb'
_chemical_formula_weight         459.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   3.9550(2)
_cell_length_b                   20.7707(7)
_cell_length_c                   14.0139(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.449(3)
_cell_angle_gamma                90
_cell_volume                     1146.01(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    6763
_cell_measurement_theta_min      3.9240
_cell_measurement_theta_max      31.7390

_exptl_crystal_description       stick
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.664
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.406
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.017
_exptl_absorpt_coefficient_mu    15.391
_exptl_absorpt_correction_T_min  0.094
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            12411
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.285
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2025
_reflns_number_gt                1831
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0200P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2025
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0167
_refine_ls_wR_factor_ref         0.0396
_refine_ls_wR_factor_gt          0.0388
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
Pb1 Pb 0.78898(4) 0.42873(2) 0.10786(2) 0.01028(6) Uani 1 1 d . . . . .
Cl1 Cl 0.2902(2) 0.53294(4) 0.09416(6) 0.01061(19) Uani 1 1 d . . . . .
Cl2 Cl 0.2664(2) 0.33825(4) 0.03323(6) 0.01216(19) Uani 1 1 d . . . . .
Cl3 Cl 0.3519(2) 0.40451(4) 0.27084(6) 0.01362(19) Uani 1 1 d . . . . .
O1 O 0.2524(8) 0.31597(13) 0.44387(19) 0.0169(6) Uani 1 1 d . . . . .
H1O H 0.259325 0.337853 0.393681 0.025 Uiso 1 1 calc R U . . .
N1 N 0.3757(8) 0.27512(15) 0.6275(2) 0.0133(7) Uani 1 1 d . . . . .
H1N H 0.429097 0.254447 0.583535 0.016 Uiso 1 1 d R U . . .
C1 C 0.4518(11) 0.25258(18) 0.7145(3) 0.0162(9) Uani 1 1 d . . . . .
H1 H 0.574505 0.213388 0.723441 0.019 Uiso 1 1 calc R U . . .
C2 C 0.3536(11) 0.28578(19) 0.7935(3) 0.0168(9) Uani 1 1 d . . . . .
H2 H 0.408321 0.269432 0.856377 0.020 Uiso 1 1 calc R U . . .
C3 C 0.1769(10) 0.34236(19) 0.7797(3) 0.0138(8) Uani 1 1 d . . . . .
H3 H 0.113162 0.365660 0.833524 0.017 Uiso 1 1 calc R U . . .
C4 C 0.0886(10) 0.36642(18) 0.6860(3) 0.0132(8) Uani 1 1 d . . . . .
C5 C -0.0937(11) 0.42431(18) 0.6675(3) 0.0141(8) Uani 1 1 d . . . . .
H5 H -0.162430 0.449475 0.718840 0.017 Uiso 1 1 calc R U . . .
C6 C -0.1700(11) 0.44365(19) 0.5745(3) 0.0153(8) Uani 1 1 d . . . . .
H6 H -0.298607 0.481827 0.561702 0.018 Uiso 1 1 calc R U . . .
C7 C -0.0602(11) 0.40765(19) 0.4965(3) 0.0154(8) Uani 1 1 d . . . . .
H7 H -0.116717 0.421977 0.432561 0.018 Uiso 1 1 calc R U . . .
C8 C 0.1252(10) 0.35286(18) 0.5130(3) 0.0125(8) Uani 1 1 d . . . . .
C9 C 0.1964(10) 0.33117(18) 0.6084(3) 0.0129(8) 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
Pb1 Cl2 2.9133(9) . ?
Pb1 Cl1 2.9227(9) . ?
Pb1 Cl2 2.9267(9) 1_655 ?
Pb1 Cl1 2.9289(9) 3_665 ?
Pb1 Cl1 2.9536(9) 1_655 ?
Pb1 Cl3 3.0343(9) . ?
Pb1 Cl3 3.0759(10) 1_655 ?
O1 C8 1.368(4) . ?
O1 H1O 0.8400 . ?
N1 C1 1.314(5) . ?
N1 C9 1.376(5) . ?
N1 H1N 0.7955 . ?
C1 C2 1.391(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.371(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.418(5) . ?
C3 H3 0.9500 . ?
C4 C9 1.410(5) . ?
C4 C5 1.413(6) . ?
C5 C6 1.370(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.426(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.361(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.413(5) . ?

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
Cl2 Pb1 Cl1 90.15(3) . . ?
Cl2 Pb1 Cl2 85.25(2) . 1_655 ?
Cl1 Pb1 Cl2 155.02(2) . 1_655 ?
Cl2 Pb1 Cl1 79.71(3) . 3_665 ?
Cl1 Pb1 Cl1 74.08(3) . 3_665 ?
Cl2 Pb1 Cl1 80.94(2) 1_655 3_665 ?
Cl2 Pb1 Cl1 155.11(2) . 1_655 ?
Cl1 Pb1 Cl1 84.60(2) . 1_655 ?
Cl2 Pb1 Cl1 89.29(2) 1_655 1_655 ?
Cl1 Pb1 Cl1 75.45(3) 3_665 1_655 ?
Cl2 Pb1 Cl3 74.21(2) . . ?
Cl1 Pb1 Cl3 75.11(2) . . ?
Cl2 Pb1 Cl3 126.54(2) 1_655 . ?
Cl1 Pb1 Cl3 139.15(3) 3_665 . ?
Cl1 Pb1 Cl3 127.17(2) 1_655 . ?
Cl2 Pb1 Cl3 126.86(3) . 1_655 ?
Cl1 Pb1 Cl3 127.33(2) . 1_655 ?
Cl2 Pb1 Cl3 73.40(3) 1_655 1_655 ?
Cl1 Pb1 Cl3 139.96(2) 3_665 1_655 ?
Cl1 Pb1 Cl3 74.05(2) 1_655 1_655 ?
Cl3 Pb1 Cl3 80.67(2) . 1_655 ?
Pb1 Cl1 Pb1 105.92(3) . 3_665 ?
Pb1 Cl1 Pb1 84.60(2) . 1_455 ?
Pb1 Cl1 Pb1 104.55(3) 3_665 1_455 ?
Pb1 Cl2 Pb1 85.26(2) . 1_455 ?
Pb1 Cl3 Pb1 80.67(2) . 1_455 ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 123.4(3) . . ?
C1 N1 H1N 118.1 . . ?
C9 N1 H1N 118.4 . . ?
N1 C1 C2 120.4(4) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 119.3(4) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.7(4) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C9 C4 C5 119.1(4) . . ?
C9 C4 C3 117.7(4) . . ?
C5 C4 C3 123.1(4) . . ?
C6 C5 C4 119.1(4) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 121.3(4) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 120.4(4) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 O1 125.2(3) . . ?
C7 C8 C9 118.9(3) . . ?
O1 C8 C9 115.9(3) . . ?
N1 C9 C4 118.5(3) . . ?
N1 C9 C8 120.4(3) . . ?
C4 C9 C8 121.1(4) . . ?

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
C9 N1 C1 C2 -0.6(6) . . . . ?
N1 C1 C2 C3 -0.1(6) . . . . ?
C1 C2 C3 C4 1.2(6) . . . . ?
C2 C3 C4 C9 -1.7(6) . . . . ?
C2 C3 C4 C5 179.9(4) . . . . ?
C9 C4 C5 C6 2.0(6) . . . . ?
C3 C4 C5 C6 -179.6(4) . . . . ?
C4 C5 C6 C7 -2.0(6) . . . . ?
C5 C6 C7 C8 -0.2(6) . . . . ?
C6 C7 C8 O1 -177.7(4) . . . . ?
C6 C7 C8 C9 2.2(6) . . . . ?
C1 N1 C9 C4 0.1(6) . . . . ?
C1 N1 C9 C8 179.6(4) . . . . ?
C5 C4 C9 N1 179.5(4) . . . . ?
C3 C4 C9 N1 1.0(6) . . . . ?
C5 C4 C9 C8 0.1(6) . . . . ?
C3 C4 C9 C8 -178.5(4) . . . . ?
C7 C8 C9 N1 178.4(4) . . . . ?
O1 C8 C9 N1 -1.7(5) . . . . ?
C7 C8 C9 C4 -2.1(6) . . . . ?
O1 C8 C9 C4 177.8(3) . . . . ?

_refine_diff_density_max         1.128
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.127

####################################################################### 
# 
# 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_mz1034
_database_code_depnum_ccdc_archive 'CCDC 2224505'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H8 N O, Br, H2 O'
_chemical_formula_sum            'C9 H10 Br N O2'
_chemical_formula_weight         244.09

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.72230(10)
_cell_length_b                   8.3116(2)
_cell_length_c                   15.3112(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.017(2)
_cell_angle_gamma                90
_cell_volume                     964.63(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    6884
_cell_measurement_theta_min      5.8660
_cell_measurement_theta_max      74.5450

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    5.555
_exptl_absorpt_correction_T_min  0.632
_exptl_absorpt_correction_T_max  0.823
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            12671
_diffrn_reflns_av_unetI/netI     0.0090
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         5.837
_diffrn_reflns_theta_max         66.587
_diffrn_reflns_theta_full        66.587
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3521
_reflns_number_gt                3239
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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 1.171.41.111a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 2009)
;
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0628P)²+0.2873P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3521
_refine_ls_number_parameters     120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0922
_refine_ls_wR_factor_gt          0.0904
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_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
Br1 Br 0.14699(3) 0.49962(3) 0.35082(2) 0.01877(16) Uani 1 1 d . . . . .
N1 N 0.3573(2) 0.3018(2) 0.52041(12) 0.0172(4) Uani 1 1 d . . . . .
H1N H 0.337005 0.341375 0.464933 0.021 Uiso 1 1 d R U . . .
C1 C 0.2332(3) 0.3130(3) 0.56904(15) 0.0202(5) Uani 1 1 d . . . . .
H1 H 0.131174 0.376378 0.548477 0.024 Uiso 1 1 calc R U . . .
O1 O 0.59533(19) 0.2900(2) 0.41411(10) 0.0210(4) Uani 1 1 d . . . . .
H1O H 0.671439 0.271349 0.382873 0.032 Uiso 1 1 calc R U . . .
C4 C 0.5322(3) 0.1280(3) 0.62768(13) 0.0173(5) Uani 1 1 d . . . . .
C3 C 0.3992(3) 0.1422(3) 0.67955(14) 0.0207(5) Uani 1 1 d . . . . .
H3 H 0.412840 0.088450 0.735213 0.025 Uiso 1 1 calc R U . . .
C2 C 0.2511(3) 0.2326(3) 0.65013(15) 0.0224(5) Uani 1 1 d . . . . .
H2 H 0.161537 0.240347 0.684691 0.027 Uiso 1 1 calc R U . . .
C6 C 0.8070(3) 0.0274(3) 0.59821(18) 0.0213(5) Uani 1 1 d . . . . .
H6 H 0.910631 -0.035494 0.615523 0.026 Uiso 1 1 calc R U . . .
C5 C 0.6860(3) 0.0345(3) 0.65315(16) 0.0201(5) Uani 1 1 d . . . . .
H5 H 0.705631 -0.023055 0.707771 0.024 Uiso 1 1 calc R U . . .
C7 C 0.7811(3) 0.1111(3) 0.51680(14) 0.0191(5) Uani 1 1 d . . . . .
H7 H 0.866892 0.103233 0.480038 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5070(3) 0.2118(3) 0.54596(14) 0.0158(5) Uani 1 1 d . . . . .
C8 C 0.6329(3) 0.2043(3) 0.48973(14) 0.0164(5) Uani 1 1 d . . . . .
O99 O 0.8387(2) 0.2290(2) 0.32256(10) 0.0227(4) Uani 1 1 d . . . . .
H99O H 0.910900 0.296435 0.320806 0.034 Uiso 1 1 d R U . . .
H99P H 0.829994 0.180056 0.270195 0.034 Uiso 1 1 d 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
N1 C1 1.325(3) . ?
N1 C9 1.369(3) . ?
N1 H1N 0.8964 . ?
C1 C2 1.393(3) . ?
C1 H1 0.9500 . ?
O1 C8 1.343(3) . ?
O1 H1O 0.8400 . ?
C4 C5 1.411(3) . ?
C4 C9 1.412(3) . ?
C4 C3 1.419(3) . ?
C3 C2 1.370(3) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?
C6 C5 1.373(4) . ?
C6 C7 1.408(4) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C7 C8 1.378(3) . ?
C7 H7 0.9500 . ?
C9 C8 1.418(3) . ?
O99 H99O 0.7946 . ?
O99 H99P 0.8901 . ?

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
C1 N1 C9 122.7(2) . . ?
C1 N1 H1N 119.5 . . ?
C9 N1 H1N 117.2 . . ?
N1 C1 C2 120.5(2) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C8 O1 H1O 109.5 . . ?
C5 C4 C9 118.9(2) . . ?
C5 C4 C3 123.5(2) . . ?
C9 C4 C3 117.6(2) . . ?
C2 C3 C4 120.6(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C5 C6 C7 121.5(2) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C5 C4 119.3(2) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C8 C7 C6 120.9(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
N1 C9 C4 119.24(19) . . ?
N1 C9 C8 119.3(2) . . ?
C4 C9 C8 121.4(2) . . ?
O1 C8 C7 125.99(19) . . ?
O1 C8 C9 116.07(19) . . ?
C7 C8 C9 117.9(2) . . ?
H99O O99 H99P 103.0 . . ?

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
C9 N1 C1 C2 0.4(4) . . . . ?
C5 C4 C3 C2 -178.7(2) . . . . ?
C9 C4 C3 C2 0.8(3) . . . . ?
C4 C3 C2 C1 -1.0(3) . . . . ?
N1 C1 C2 C3 0.4(4) . . . . ?
C7 C6 C5 C4 -0.1(4) . . . . ?
C9 C4 C5 C6 0.1(3) . . . . ?
C3 C4 C5 C6 179.6(2) . . . . ?
C5 C6 C7 C8 0.4(4) . . . . ?
C1 N1 C9 C4 -0.6(3) . . . . ?
C1 N1 C9 C8 179.3(2) . . . . ?
C5 C4 C9 N1 179.5(2) . . . . ?
C3 C4 C9 N1 0.0(3) . . . . ?
C5 C4 C9 C8 -0.4(3) . . . . ?
C3 C4 C9 C8 -179.9(2) . . . . ?
C6 C7 C8 O1 179.4(2) . . . . ?
C6 C7 C8 C9 -0.6(3) . . . . ?
N1 C9 C8 O1 0.7(3) . . . . ?
C4 C9 C8 O1 -179.4(2) . . . . ?
N1 C9 C8 C7 -179.2(2) . . . . ?
C4 C9 C8 C7 0.6(3) . . . . ?

_refine_diff_density_max         0.333
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_mz1003_mo
_database_code_depnum_ccdc_archive 'CCDC 2224514'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Cl4 Cd'
_chemical_formula_sum            'C18 H16 Cd Cl4 N2 O2'
_chemical_formula_weight         546.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.2834(6)
_cell_length_b                   8.2421(4)
_cell_length_c                   16.5244(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.322(4)
_cell_angle_gamma                90
_cell_volume                     2080.98(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    5190
_cell_measurement_theta_min      2.5280
_cell_measurement_theta_max      31.4620

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.051
_exptl_crystal_size_min          0.022
_exptl_absorpt_coefficient_mu    1.579
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            7746
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.666
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_full        25.024
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1840
_reflns_number_gt                1650
_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 1.171.41.111a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0116P)²+2.6664P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1840
_refine_ls_number_parameters     124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0184
_refine_ls_wR_factor_ref         0.0410
_refine_ls_wR_factor_gt          0.0397
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
Cd1 Cd 0.500000 0.35684(3) 0.250000 0.01346(7) Uani 1 2 d S T P . .
Cl1 Cl 0.42462(3) 0.54442(7) 0.34091(3) 0.02034(13) Uani 1 1 d . . . . .
Cl2 Cl 0.38381(3) 0.19310(6) 0.18419(3) 0.01673(12) Uani 1 1 d . . . . .
C1 C 0.22779(13) 0.3273(3) 0.35569(13) 0.0176(4) Uani 1 1 d . . . . .
H1 H 0.263670 0.313470 0.310011 0.021 Uiso 1 1 calc R U . . .
N1 N 0.25503(11) 0.4195(2) 0.41664(10) 0.0143(4) Uani 1 1 d . . . . .
H1N H 0.305990 0.474386 0.410638 0.017 Uiso 1 1 d R U . . .
O1 O 0.32046(9) 0.61028(19) 0.53433(9) 0.0193(3) Uani 1 1 d . . . . .
H1O H 0.337646 0.660439 0.575997 0.029 Uiso 1 1 calc R U . . .
C2 C 0.14666(14) 0.2501(3) 0.35802(13) 0.0208(5) Uani 1 1 d . . . . .
H2 H 0.127151 0.183293 0.314361 0.025 Uiso 1 1 calc R U . . .
C3 C 0.09565(13) 0.2719(3) 0.42392(14) 0.0206(5) Uani 1 1 d . . . . .
H3 H 0.040299 0.219786 0.425781 0.025 Uiso 1 1 calc R U . . .
C6 C 0.10615(14) 0.5000(3) 0.61821(13) 0.0220(5) Uani 1 1 d . . . . .
H6 H 0.072000 0.520053 0.664471 0.026 Uiso 1 1 calc R U . . .
C5 C 0.07407(13) 0.3996(3) 0.55898(13) 0.0205(5) Uani 1 1 d . . . . .
H5 H 0.018565 0.349431 0.564457 0.025 Uiso 1 1 calc R U . . .
C4 C 0.12384(13) 0.3708(3) 0.48943(13) 0.0169(4) Uani 1 1 d . . . . .
C7 C 0.18873(14) 0.5747(3) 0.61247(13) 0.0196(5) Uani 1 1 d . . . . .
H7 H 0.209332 0.644449 0.654541 0.024 Uiso 1 1 calc R U . . .
C8 C 0.23942(13) 0.5474(3) 0.54661(13) 0.0160(4) Uani 1 1 d . . . . .
C9 C 0.20667(12) 0.4459(3) 0.48392(12) 0.0137(4) 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
Cd1 Cl1 2.4605(5) . ?
Cd1 Cl1 2.4605(5) 2_655 ?
Cd1 Cl2 2.4633(5) 2_655 ?
Cd1 Cl2 2.4634(5) . ?
C1 N1 1.321(3) . ?
C1 C2 1.395(3) . ?
C1 H1 0.9500 . ?
N1 C9 1.367(3) . ?
N1 H1N 0.9082 . ?
O1 C8 1.362(2) . ?
O1 H1O 0.8400 . ?
C2 C3 1.366(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(3) . ?
C3 H3 0.9500 . ?
C6 C5 1.364(3) . ?
C6 C7 1.409(3) . ?
C6 H6 0.9500 . ?
C5 C4 1.413(3) . ?
C5 H5 0.9500 . ?
C4 C9 1.414(3) . ?
C7 C8 1.369(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.414(3) . ?

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
Cl1 Cd1 Cl1 102.14(3) . 2_655 ?
Cl1 Cd1 Cl2 114.685(17) . 2_655 ?
Cl1 Cd1 Cl2 105.716(17) 2_655 2_655 ?
Cl1 Cd1 Cl2 105.716(17) . . ?
Cl1 Cd1 Cl2 114.684(17) 2_655 . ?
Cl2 Cd1 Cl2 113.56(3) 2_655 . ?
N1 C1 C2 120.4(2) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C1 N1 C9 123.02(18) . . ?
C1 N1 H1N 117.3 . . ?
C9 N1 H1N 119.4 . . ?
C8 O1 H1O 109.5 . . ?
C3 C2 C1 119.1(2) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 121.13(19) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C5 C4 119.63(19) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C4 C9 118.6(2) . . ?
C5 C4 C3 124.02(19) . . ?
C9 C4 C3 117.41(19) . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O1 C8 C7 126.1(2) . . ?
O1 C8 C9 115.06(18) . . ?
C7 C8 C9 118.85(19) . . ?
N1 C9 C8 120.09(18) . . ?
N1 C9 C4 118.97(18) . . ?
C8 C9 C4 120.94(19) . . ?

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
C2 C1 N1 C9 -0.6(3) . . . . ?
N1 C1 C2 C3 0.4(3) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C7 C6 C5 C4 -0.8(3) . . . . ?
C6 C5 C4 C9 0.8(3) . . . . ?
C6 C5 C4 C3 -178.5(2) . . . . ?
C2 C3 C4 C5 179.4(2) . . . . ?
C2 C3 C4 C9 0.0(3) . . . . ?
C5 C6 C7 C8 -0.3(3) . . . . ?
C6 C7 C8 O1 -179.11(19) . . . . ?
C6 C7 C8 C9 1.3(3) . . . . ?
C1 N1 C9 C8 -179.35(19) . . . . ?
C1 N1 C9 C4 0.5(3) . . . . ?
O1 C8 C9 N1 -1.1(3) . . . . ?
C7 C8 C9 N1 178.52(19) . . . . ?
O1 C8 C9 C4 179.08(18) . . . . ?
C7 C8 C9 C4 -1.3(3) . . . . ?
C5 C4 C9 N1 -179.60(18) . . . . ?
C3 C4 C9 N1 -0.2(3) . . . . ?
C5 C4 C9 C8 0.2(3) . . . . ?
C3 C4 C9 C8 179.63(19) . . . . ?

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_mz1025
_database_code_depnum_ccdc_archive 'CCDC 2224508'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2023-02-17 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_vrf_PLAT341_mz1025              
;
RESPONSE:
This is a consequence of twinning, which adversely affects the data.  
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Br4 Co'
_chemical_formula_sum            'C18 H16 Br4 Co N2 O2'
_chemical_formula_weight         670.90

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'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.0128(6)
_cell_length_b                   7.1435(2)
_cell_length_c                   17.1911(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.158(3)
_cell_angle_gamma                90
_cell_volume                     2089.24(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    19514
_cell_measurement_theta_min      2.8350
_cell_measurement_theta_max      31.0470

_exptl_crystal_description       stick
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.133
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.035
_exptl_absorpt_coefficient_mu    8.488
_exptl_absorpt_correction_T_min  0.310
_exptl_absorpt_correction_T_max  0.777
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            57774
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.851
_diffrn_reflns_theta_max         32.202
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7751
_reflns_number_gt                5904
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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 1.171.41.111a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 2009)
;
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1327P)²+19.7453P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7751
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1064
_refine_ls_R_factor_gt           0.0805
_refine_ls_wR_factor_ref         0.2344
_refine_ls_wR_factor_gt          0.2159
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.250000 0.7478(3) 0.250000 0.0195(3) Uani 1 2 d S T P . .
Br1 Br 0.30141(7) 0.55302(14) 0.14767(7) 0.0243(2) Uani 1 1 d . . . . .
Br2 Br 0.35423(7) 0.94042(15) 0.30172(7) 0.0255(2) Uani 1 1 d . . . . .
Co11 Co 0.750000 0.7062(3) 0.250000 0.0229(4) Uani 1 2 d S T P . .
Br11 Br 0.63786(7) 0.90971(16) 0.26867(7) 0.0269(2) Uani 1 1 d . . . . .
Br12 Br 0.72944(7) 0.50226(15) 0.13923(7) 0.0263(2) Uani 1 1 d . . . . .
O1 O 0.3807(5) 0.7726(12) 0.4761(5) 0.0269(17) Uani 1 1 d . . . . .
H1 H 0.374660 0.816355 0.431159 0.040 Uiso 1 1 calc R U . . .
N1 N 0.4185(6) 0.6464(13) 0.6183(5) 0.0219(17) Uani 1 1 d . . . . .
H1A H 0.368927 0.667328 0.602837 0.026 Uiso 1 1 d R U . . .
C1 C 0.4315(7) 0.5761(17) 0.6884(7) 0.026(2) Uani 1 1 d . . . . .
H1B H 0.388336 0.548050 0.721285 0.032 Uiso 1 1 calc R U . . .
C2 C 0.5083(7) 0.5424(15) 0.7146(7) 0.024(2) Uani 1 1 d . . . . .
H2 H 0.517719 0.490440 0.764674 0.029 Uiso 1 1 calc R U . . .
C3 C 0.5706(7) 0.5872(17) 0.6654(6) 0.025(2) Uani 1 1 d . . . . .
H3 H 0.623057 0.566667 0.682385 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5567(6) 0.6625(15) 0.5909(6) 0.0209(19) Uani 1 1 d . . . . .
C5 C 0.6176(6) 0.7027(16) 0.5380(6) 0.023(2) Uani 1 1 d . . . . .
H5 H 0.670873 0.684250 0.552782 0.027 Uiso 1 1 calc R U . . .
C6 C 0.6001(7) 0.7669(16) 0.4667(7) 0.025(2) Uani 1 1 d . . . . .
H6 H 0.641463 0.793402 0.431335 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5199(7) 0.7966(16) 0.4427(7) 0.025(2) Uani 1 1 d . . . . .
H7 H 0.509177 0.844532 0.392181 0.029 Uiso 1 1 calc R U . . .
C8 C 0.4586(6) 0.7563(14) 0.4920(6) 0.0214(19) Uani 1 1 d . . . . .
C9 C 0.4775(6) 0.6873(14) 0.5690(6) 0.0184(18) Uani 1 1 d . . . . .
O11 O 0.4749(4) 0.7339(11) 0.1176(4) 0.0200(14) Uani 1 1 d . . . . .
H11 H 0.427347 0.705671 0.123086 0.030 Uiso 1 1 calc R U . . .
N11 N 0.6152(5) 0.8866(13) 0.0809(6) 0.0224(17) Uani 1 1 d . . . . .
H11A H 0.601290 0.874580 0.129430 0.027 Uiso 1 1 d R U . . .
C11 C 0.6843(7) 0.9665(17) 0.0669(7) 0.026(2) Uani 1 1 d . . . . .
H11B H 0.715953 1.010699 0.108663 0.031 Uiso 1 1 calc R U . . .
C12 C 0.7100(8) 0.9848(19) -0.0101(7) 0.028(2) Uani 1 1 d . . . . .
H12 H 0.759669 1.039922 -0.020690 0.034 Uiso 1 1 calc R U . . .
C13 C 0.6644(7) 0.9242(15) -0.0692(7) 0.024(2) Uani 1 1 d . . . . .
H13 H 0.682708 0.934914 -0.121199 0.028 Uiso 1 1 calc R U . . .
C14 C 0.5901(6) 0.8455(14) -0.0551(6) 0.0193(18) Uani 1 1 d . . . . .
C15 C 0.5387(7) 0.7877(17) -0.1142(7) 0.025(2) Uani 1 1 d . . . . .
H15 H 0.553492 0.800271 -0.167246 0.030 Uiso 1 1 calc R U . . .
C16 C 0.4662(7) 0.7123(16) -0.0951(7) 0.024(2) Uani 1 1 d . . . . .
H16 H 0.431622 0.674283 -0.135562 0.029 Uiso 1 1 calc R U . . .
C17 C 0.4426(6) 0.6906(14) -0.0172(7) 0.0210(19) Uani 1 1 d . . . . .
H17 H 0.392645 0.638292 -0.005648 0.025 Uiso 1 1 calc R U . . .
C18 C 0.4917(6) 0.7449(14) 0.0420(7) 0.0209(19) Uani 1 1 d . . . . .
C19 C 0.5654(6) 0.8225(14) 0.0229(6) 0.0190(18) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 Br1 2.4092(16) . ?
Co1 Br1 2.4092(16) 2 ?
Co1 Br2 2.4125(17) . ?
Co1 Br2 2.4125(16) 2 ?
Co11 Br11 2.4206(18) . ?
Co11 Br11 2.4206(18) 2_655 ?
Co11 Br12 2.4224(18) . ?
Co11 Br12 2.4224(18) 2_655 ?
O1 C8 1.358(14) . ?
O1 H1 0.8400 . ?
N1 C1 1.323(15) . ?
N1 C9 1.348(13) . ?
N1 H1A 0.8954 . ?
C1 C2 1.402(18) . ?
C1 H1B 0.9500 . ?
C2 C3 1.394(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.409(16) . ?
C3 H3 0.9500 . ?
C4 C9 1.409(14) . ?
C4 C5 1.410(14) . ?
C5 C6 1.341(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.440(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.376(15) . ?
C7 H7 0.9500 . ?
C8 C9 1.448(15) . ?
O11 C18 1.332(13) . ?
O11 H11 0.8400 . ?
N11 C11 1.330(15) . ?
N11 C19 1.384(15) . ?
N11 H11A 0.8717 . ?
C11 C12 1.402(15) . ?
C11 H11B 0.9500 . ?
C12 C13 1.349(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.404(14) . ?
C13 H13 0.9500 . ?
C14 C15 1.402(16) . ?
C14 C19 1.416(14) . ?
C15 C16 1.386(15) . ?
C15 H15 0.9500 . ?
C16 C17 1.408(15) . ?
C16 H16 0.9500 . ?
C17 C18 1.371(16) . ?
C17 H17 0.9500 . ?
C18 C19 1.410(14) . ?

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 Co1 Br1 109.45(10) . 2 ?
Br1 Co1 Br2 109.30(4) . . ?
Br1 Co1 Br2 109.16(5) 2 . ?
Br1 Co1 Br2 109.16(5) . 2 ?
Br1 Co1 Br2 109.30(4) 2 2 ?
Br2 Co1 Br2 110.45(10) . 2 ?
Br11 Co11 Br11 106.19(11) . 2_655 ?
Br11 Co11 Br12 110.69(4) . . ?
Br11 Co11 Br12 111.66(4) 2_655 . ?
Br11 Co11 Br12 111.66(4) . 2_655 ?
Br11 Co11 Br12 110.69(4) 2_655 2_655 ?
Br12 Co11 Br12 106.04(11) . 2_655 ?
C8 O1 H1 109.5 . . ?
C1 N1 C9 122.1(10) . . ?
C1 N1 H1A 119.3 . . ?
C9 N1 H1A 118.6 . . ?
N1 C1 C2 120.8(10) . . ?
N1 C1 H1B 119.6 . . ?
C2 C1 H1B 119.6 . . ?
C3 C2 C1 118.3(11) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 120.9(11) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C9 116.7(10) . . ?
C3 C4 C5 122.9(10) . . ?
C9 C4 C5 120.4(10) . . ?
C6 C5 C4 119.8(10) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 121.3(10) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 120.7(10) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
O1 C8 C7 126.8(10) . . ?
O1 C8 C9 115.2(9) . . ?
C7 C8 C9 117.9(10) . . ?
N1 C9 C4 121.2(10) . . ?
N1 C9 C8 119.0(10) . . ?
C4 C9 C8 119.8(9) . . ?
C18 O11 H11 109.5 . . ?
C11 N11 C19 123.4(10) . . ?
C11 N11 H11A 117.2 . . ?
C19 N11 H11A 119.3 . . ?
N11 C11 C12 119.3(11) . . ?
N11 C11 H11B 120.4 . . ?
C12 C11 H11B 120.4 . . ?
C13 C12 C11 120.1(11) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.9(11) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 123.5(10) . . ?
C15 C14 C19 117.8(9) . . ?
C13 C14 C19 118.7(10) . . ?
C16 C15 C14 119.7(10) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 121.7(10) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C18 C17 C16 120.0(10) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
O11 C18 C17 125.1(9) . . ?
O11 C18 C19 116.3(10) . . ?
C17 C18 C19 118.5(10) . . ?
N11 C19 C18 120.3(10) . . ?
N11 C19 C14 117.4(9) . . ?
C18 C19 C14 122.2(10) . . ?

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
C9 N1 C1 C2 0.6(17) . . . . ?
N1 C1 C2 C3 0.8(17) . . . . ?
C1 C2 C3 C4 -0.7(17) . . . . ?
C2 C3 C4 C9 -0.8(16) . . . . ?
C2 C3 C4 C5 -177.3(11) . . . . ?
C3 C4 C5 C6 177.2(11) . . . . ?
C9 C4 C5 C6 0.8(17) . . . . ?
C4 C5 C6 C7 0.1(17) . . . . ?
C5 C6 C7 C8 -1.2(17) . . . . ?
C6 C7 C8 O1 -178.1(10) . . . . ?
C6 C7 C8 C9 1.3(16) . . . . ?
C1 N1 C9 C4 -2.1(16) . . . . ?
C1 N1 C9 C8 177.3(10) . . . . ?
C3 C4 C9 N1 2.1(15) . . . . ?
C5 C4 C9 N1 178.8(10) . . . . ?
C3 C4 C9 C8 -177.3(10) . . . . ?
C5 C4 C9 C8 -0.7(15) . . . . ?
O1 C8 C9 N1 -0.4(14) . . . . ?
C7 C8 C9 N1 -179.9(10) . . . . ?
O1 C8 C9 C4 179.0(9) . . . . ?
C7 C8 C9 C4 -0.4(15) . . . . ?
C19 N11 C11 C12 -1.4(17) . . . . ?
N11 C11 C12 C13 1.0(19) . . . . ?
C11 C12 C13 C14 1.2(18) . . . . ?
C12 C13 C14 C15 177.1(11) . . . . ?
C12 C13 C14 C19 -2.9(16) . . . . ?
C13 C14 C15 C16 -179.6(11) . . . . ?
C19 C14 C15 C16 0.4(16) . . . . ?
C14 C15 C16 C17 -0.4(17) . . . . ?
C15 C16 C17 C18 0.1(17) . . . . ?
C16 C17 C18 O11 178.8(10) . . . . ?
C16 C17 C18 C19 0.2(15) . . . . ?
C11 N11 C19 C18 -177.9(10) . . . . ?
C11 N11 C19 C14 -0.4(15) . . . . ?
O11 C18 C19 N11 -1.6(14) . . . . ?
C17 C18 C19 N11 177.2(9) . . . . ?
O11 C18 C19 C14 -178.9(9) . . . . ?
C17 C18 C19 C14 -0.2(15) . . . . ?
C15 C14 C19 N11 -177.5(10) . . . . ?
C13 C14 C19 N11 2.5(14) . . . . ?
C15 C14 C19 C18 -0.1(15) . . . . ?
C13 C14 C19 C18 179.9(10) . . . . ?

_refine_diff_density_max         2.652
_refine_diff_density_min         -2.208
_refine_diff_density_rms         0.293

####################################################################### 
# 
# 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_mz1026b
_database_code_depnum_ccdc_archive 'CCDC 1951713'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2023-02-17 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_vrf_PLAT910_mz1026b             
;
RESPONSE:
These low angle reflections are missing due to the beamstop
;

_vrf_PLAT971_mz1026b             
;
RESPONSE:
This is characteristic for the heavy atoms. The residual density may appear 
in close surrounding of heavy atom due to its real non-spherical electron 
densitiy distribution.
;


_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Br4 Hg'
_chemical_formula_sum            'C18 H16 Br4 Hg N2 O2'
_chemical_formula_weight         812.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.0829(8)
_cell_length_b                   7.2297(3)
_cell_length_c                   17.2934(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.388(4)
_cell_angle_gamma                90
_cell_volume                     2135.76(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    5422
_cell_measurement_theta_min      3.6820
_cell_measurement_theta_max      31.3970

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.527
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.074
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.033
_exptl_absorpt_coefficient_mu    14.706
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_T_max  0.706
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            12595
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.674
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3745
_reflns_number_gt                3155
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0502P)²+2.5245P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3745
_refine_ls_number_parameters     223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0901
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
Hg1 Hg 0.250000 0.75228(5) 0.250000 0.01550(12) Uani 1 2 d S T P . .
Br1 Br 0.30551(4) 0.54350(9) 0.13991(4) 0.01926(17) Uani 1 1 d . . . . .
Br2 Br 0.36211(4) 0.95725(10) 0.30582(4) 0.02290(19) Uani 1 1 d . . . . .
Hg11 Hg 0.750000 0.70535(5) 0.250000 0.01825(12) Uani 1 2 d S T P . .
Br11 Br 0.63033(4) 0.92715(10) 0.26889(4) 0.02196(18) Uani 1 1 d . . . . .
Br12 Br 0.72932(4) 0.48500(10) 0.13098(4) 0.02281(18) Uani 1 1 d . . . . .
O1 O 0.3847(3) 0.7805(7) 0.4777(3) 0.0212(11) Uani 1 1 d . . . . .
H1O H 0.377700 0.785725 0.429648 0.032 Uiso 1 1 calc R U . . .
N1 N 0.4213(3) 0.6454(8) 0.6191(3) 0.0170(13) Uani 1 1 d . . . . .
H1N H 0.374027 0.651326 0.606204 0.020 Uiso 1 1 d R U . . .
C1 C 0.4340(4) 0.5752(10) 0.6884(4) 0.0198(16) Uani 1 1 d . . . . .
H1 H 0.391033 0.550606 0.721436 0.024 Uiso 1 1 calc R U . . .
C2 C 0.5104(4) 0.5364(10) 0.7135(5) 0.0217(16) Uani 1 1 d . . . . .
H2 H 0.519886 0.484089 0.763128 0.026 Uiso 1 1 calc R U . . .
C3 C 0.5705(4) 0.5755(9) 0.6654(4) 0.0186(15) Uani 1 1 d . . . . .
H3 H 0.622411 0.551148 0.682555 0.022 Uiso 1 1 calc R U . . .
C4 C 0.5589(4) 0.6513(9) 0.5904(4) 0.0141(7) Uani 1 1 d . . . . .
C5 C 0.6188(4) 0.6904(9) 0.5379(4) 0.0166(15) Uani 1 1 d . . . . .
H5 H 0.671804 0.667793 0.552023 0.020 Uiso 1 1 calc R U . . .
C6 C 0.6013(4) 0.7607(9) 0.4667(4) 0.0154(15) Uani 1 1 d . . . . .
H6 H 0.642472 0.786758 0.431680 0.019 Uiso 1 1 calc R U . . .
C7 C 0.5235(4) 0.7952(9) 0.4443(4) 0.0174(15) Uani 1 1 d . . . . .
H7 H 0.512751 0.845843 0.394692 0.021 Uiso 1 1 calc R U . . .
C8 C 0.4629(4) 0.7565(9) 0.4934(4) 0.0150(10) Uani 1 1 d . . . . .
C9 C 0.4807(4) 0.6863(9) 0.5670(4) 0.0141(7) Uani 1 1 d . . . . .
O11 O 0.4780(3) 0.7301(7) 0.1164(3) 0.0169(11) Uani 1 1 d . . . . .
H11O H 0.432639 0.687735 0.122046 0.025 Uiso 1 1 calc R U . . .
N11 N 0.6151(3) 0.8872(8) 0.0796(3) 0.0156(12) Uani 1 1 d . . . . .
H11N H 0.603227 0.875247 0.126804 0.019 Uiso 1 1 d R U . . .
C11 C 0.6841(4) 0.9708(10) 0.0674(5) 0.0203(16) Uani 1 1 d . . . . .
H11 H 0.714509 1.013961 0.109851 0.024 Uiso 1 1 calc R U . . .
C12 C 0.7108(4) 0.9942(10) -0.0079(5) 0.0217(16) Uani 1 1 d . . . . .
H12 H 0.759951 1.051043 -0.017239 0.026 Uiso 1 1 calc R U . . .
C13 C 0.6651(4) 0.9339(10) -0.0681(5) 0.0199(16) Uani 1 1 d . . . . .
H13 H 0.683339 0.948007 -0.119559 0.024 Uiso 1 1 calc R U . . .
C14 C 0.5917(4) 0.8515(9) -0.0553(4) 0.0141(7) Uani 1 1 d . . . . .
C15 C 0.5400(4) 0.7973(9) -0.1161(4) 0.0179(15) Uani 1 1 d . . . . .
H15 H 0.553851 0.816260 -0.168584 0.021 Uiso 1 1 calc R U . . .
C16 C 0.4696(4) 0.7172(9) -0.0976(5) 0.0190(16) Uani 1 1 d . . . . .
H16 H 0.435514 0.677520 -0.137914 0.023 Uiso 1 1 calc R U . . .
C17 C 0.4468(4) 0.6926(9) -0.0200(4) 0.0158(15) Uani 1 1 d . . . . .
H17 H 0.397599 0.637513 -0.009281 0.019 Uiso 1 1 calc R U . . .
C18 C 0.4938(4) 0.7459(9) 0.0396(4) 0.0150(10) Uani 1 1 d . . . . .
C19 C 0.5673(4) 0.8279(9) 0.0214(4) 0.0141(7) 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
Hg1 Br2 2.6021(7) . ?
Hg1 Br2 2.6021(7) 2 ?
Hg1 Br1 2.6127(7) . ?
Hg1 Br1 2.6128(7) 2 ?
Hg11 Br11 2.6203(7) 2_655 ?
Hg11 Br11 2.6204(7) . ?
Hg11 Br12 2.6247(8) 2_655 ?
Hg11 Br12 2.6247(8) . ?
O1 C8 1.371(9) . ?
O1 H1O 0.8400 . ?
N1 C1 1.318(9) . ?
N1 C9 1.392(9) . ?
N1 H1N 0.8378 . ?
C1 C2 1.402(11) . ?
C1 H1 0.9500 . ?
C2 C3 1.355(11) . ?
C2 H2 0.9500 . ?
C3 C4 1.421(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(10) . ?
C4 C9 1.416(10) . ?
C5 C6 1.363(10) . ?
C5 H5 0.9500 . ?
C6 C7 1.404(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(10) . ?
C7 H7 0.9500 . ?
C8 C9 1.403(10) . ?
O11 C18 1.362(9) . ?
O11 H11O 0.8400 . ?
N11 C11 1.342(9) . ?
N11 C19 1.362(9) . ?
N11 H11N 0.8465 . ?
C11 C12 1.392(11) . ?
C11 H11 0.9500 . ?
C12 C13 1.368(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.407(10) . ?
C13 H13 0.9500 . ?
C14 C19 1.403(10) . ?
C14 C15 1.424(10) . ?
C15 C16 1.374(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.410(11) . ?
C16 H16 0.9500 . ?
C17 C18 1.358(10) . ?
C17 H17 0.9500 . ?
C18 C19 1.426(10) . ?

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
Br2 Hg1 Br2 110.57(4) . 2 ?
Br2 Hg1 Br1 109.24(2) . . ?
Br2 Hg1 Br1 109.18(2) 2 . ?
Br2 Hg1 Br1 109.18(2) . 2 ?
Br2 Hg1 Br1 109.24(2) 2 2 ?
Br1 Hg1 Br1 109.42(3) . 2 ?
Br11 Hg11 Br11 104.54(4) 2_655 . ?
Br11 Hg11 Br12 111.61(2) 2_655 2_655 ?
Br11 Hg11 Br12 112.00(2) . 2_655 ?
Br11 Hg11 Br12 112.00(2) 2_655 . ?
Br11 Hg11 Br12 111.60(2) . . ?
Br12 Hg11 Br12 105.26(4) 2_655 . ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 123.6(6) . . ?
C1 N1 H1N 114.4 . . ?
C9 N1 H1N 121.5 . . ?
N1 C1 C2 120.4(7) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 118.4(7) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 122.7(7) . . ?
C2 C3 H3 118.7 . . ?
C4 C3 H3 118.7 . . ?
C5 C4 C9 118.1(7) . . ?
C5 C4 C3 124.8(7) . . ?
C9 C4 C3 117.1(6) . . ?
C6 C5 C4 120.2(7) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 121.1(7) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 120.7(7) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
O1 C8 C7 126.2(7) . . ?
O1 C8 C9 115.5(6) . . ?
C7 C8 C9 118.4(7) . . ?
N1 C9 C8 120.6(6) . . ?
N1 C9 C4 117.9(6) . . ?
C8 C9 C4 121.5(6) . . ?
C18 O11 H11O 109.5 . . ?
C11 N11 C19 123.2(6) . . ?
C11 N11 H11N 114.5 . . ?
C19 N11 H11N 122.3 . . ?
N11 C11 C12 119.7(7) . . ?
N11 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 119.0(7) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C14 121.3(7) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C19 C14 C13 118.1(7) . . ?
C19 C14 C15 118.5(6) . . ?
C13 C14 C15 123.4(7) . . ?
C16 C15 C14 119.0(7) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 121.5(7) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 121.4(7) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 O11 126.6(6) . . ?
C17 C18 C19 117.8(7) . . ?
O11 C18 C19 115.5(6) . . ?
N11 C19 C14 118.7(6) . . ?
N11 C19 C18 119.5(6) . . ?
C14 C19 C18 121.8(7) . . ?

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
C9 N1 C1 C2 -0.2(11) . . . . ?
N1 C1 C2 C3 0.9(11) . . . . ?
C1 C2 C3 C4 -0.9(11) . . . . ?
C2 C3 C4 C5 -178.6(7) . . . . ?
C2 C3 C4 C9 0.2(10) . . . . ?
C9 C4 C5 C6 0.3(10) . . . . ?
C3 C4 C5 C6 179.0(6) . . . . ?
C4 C5 C6 C7 -0.1(10) . . . . ?
C5 C6 C7 C8 -0.9(10) . . . . ?
C6 C7 C8 O1 -178.6(6) . . . . ?
C6 C7 C8 C9 1.6(10) . . . . ?
C1 N1 C9 C8 178.3(6) . . . . ?
C1 N1 C9 C4 -0.5(10) . . . . ?
O1 C8 C9 N1 0.0(9) . . . . ?
C7 C8 C9 N1 179.8(6) . . . . ?
O1 C8 C9 C4 178.8(6) . . . . ?
C7 C8 C9 C4 -1.5(10) . . . . ?
C5 C4 C9 N1 179.3(6) . . . . ?
C3 C4 C9 N1 0.5(9) . . . . ?
C5 C4 C9 C8 0.5(10) . . . . ?
C3 C4 C9 C8 -178.3(6) . . . . ?
C19 N11 C11 C12 -2.4(10) . . . . ?
N11 C11 C12 C13 1.2(11) . . . . ?
C11 C12 C13 C14 0.8(11) . . . . ?
C12 C13 C14 C19 -1.7(10) . . . . ?
C12 C13 C14 C15 175.9(7) . . . . ?
C19 C14 C15 C16 -2.6(9) . . . . ?
C13 C14 C15 C16 179.8(6) . . . . ?
C14 C15 C16 C17 1.8(10) . . . . ?
C15 C16 C17 C18 -0.5(10) . . . . ?
C16 C17 C18 O11 179.7(6) . . . . ?
C16 C17 C18 C19 -0.1(10) . . . . ?
C11 N11 C19 C14 1.4(10) . . . . ?
C11 N11 C19 C18 -177.9(6) . . . . ?
C13 C14 C19 N11 0.7(9) . . . . ?
C15 C14 C19 N11 -177.1(6) . . . . ?
C13 C14 C19 C18 179.9(6) . . . . ?
C15 C14 C19 C18 2.2(10) . . . . ?
C17 C18 C19 N11 178.4(6) . . . . ?
O11 C18 C19 N11 -1.4(9) . . . . ?
C17 C18 C19 C14 -0.8(10) . . . . ?
O11 C18 C19 C14 179.4(6) . . . . ?

_refine_diff_density_max         2.754
_refine_diff_density_min         -2.033
_refine_diff_density_rms         0.215

####################################################################### 
# 
# 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_mz1008a
_database_code_depnum_ccdc_archive 'CCDC 1826181'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Cl4 Hg'
_chemical_formula_sum            'C18 H16 Cl4 Hg N2 O2'
_chemical_formula_weight         634.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.2852(2)
_cell_length_b                   8.25560(10)
_cell_length_c                   16.5412(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.3170(10)
_cell_angle_gamma                90
_cell_volume                     2086.76(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    29704
_cell_measurement_theta_min      3.5730
_cell_measurement_theta_max      32.0980

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.020
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    7.904
_exptl_absorpt_correction_T_min  0.316
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            31143
_diffrn_reflns_av_unetI/netI     0.0085
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.589
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_full        25.019
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1842
_reflns_number_gt                1836
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0107P)²+1.7974P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1842
_refine_ls_number_parameters     124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0082
_refine_ls_R_factor_gt           0.0082
_refine_ls_wR_factor_ref         0.0215
_refine_ls_wR_factor_gt          0.0215
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_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
Hg1 Hg 0.500000 0.35532(2) 0.250000 0.01579(4) Uani 1 2 d S T P . .
Cl1 Cl 0.42279(2) 0.54808(5) 0.34023(2) 0.02135(8) Uani 1 1 d . . . . .
Cl2 Cl 0.38190(2) 0.19184(5) 0.18427(2) 0.01776(8) Uani 1 1 d . . . . .
O1 O 0.31935(7) 0.60960(14) 0.53450(7) 0.0205(2) Uani 1 1 d . . . . .
H1O H 0.336219 0.660355 0.576017 0.031 Uiso 1 1 calc R U . . .
N1 N 0.25434(8) 0.41842(15) 0.41658(7) 0.0148(2) Uani 1 1 d . . . . .
H1N H 0.302267 0.466834 0.414088 0.018 Uiso 1 1 d R U . . .
C1 C 0.22744(11) 0.32538(19) 0.35551(10) 0.0195(3) Uani 1 1 d . . . . .
H1 H 0.263465 0.311009 0.310020 0.023 Uiso 1 1 calc R U . . .
C2 C 0.14624(11) 0.24866(19) 0.35814(10) 0.0225(3) Uani 1 1 d . . . . .
H2 H 0.126465 0.182547 0.314407 0.027 Uiso 1 1 calc R U . . .
C3 C 0.09522(10) 0.26961(19) 0.42449(10) 0.0219(3) Uani 1 1 d . . . . .
H3 H 0.040210 0.216416 0.426687 0.026 Uiso 1 1 calc R U . . .
C4 C 0.12319(10) 0.36899(18) 0.48955(10) 0.0175(3) Uani 1 1 d . . . . .
C5 C 0.07312(10) 0.3972(2) 0.55934(10) 0.0216(3) Uani 1 1 d . . . . .
H5 H 0.017796 0.346475 0.564877 0.026 Uiso 1 1 calc R U . . .
C6 C 0.10518(11) 0.4982(2) 0.61863(10) 0.0227(3) Uani 1 1 d . . . . .
H6 H 0.071051 0.518244 0.664847 0.027 Uiso 1 1 calc R U . . .
C7 C 0.18779(10) 0.5731(2) 0.61266(9) 0.0205(3) Uani 1 1 d . . . . .
H7 H 0.208378 0.642531 0.654757 0.025 Uiso 1 1 calc R U . . .
C8 C 0.23871(10) 0.54657(18) 0.54661(9) 0.0163(3) Uani 1 1 d . . . . .
C9 C 0.20579(9) 0.44495(18) 0.48404(9) 0.0146(3) 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
Hg1 Cl2 2.4844(4) . ?
Hg1 Cl2 2.4844(4) 2_655 ?
Hg1 Cl1 2.4968(4) . ?
Hg1 Cl1 2.4968(4) 2_655 ?
O1 C8 1.3570(19) . ?
O1 H1O 0.8400 . ?
N1 C1 1.327(2) . ?
N1 C9 1.3718(19) . ?
N1 H1N 0.8363 . ?
C1 C2 1.395(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.372(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.412(2) . ?
C3 H3 0.9500 . ?
C4 C9 1.415(2) . ?
C4 C5 1.419(2) . ?
C5 C6 1.369(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.411(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.374(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.416(2) . ?

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
Cl2 Hg1 Cl2 114.187(17) . 2_655 ?
Cl2 Hg1 Cl1 105.020(12) . . ?
Cl2 Hg1 Cl1 115.680(12) 2_655 . ?
Cl2 Hg1 Cl1 115.681(12) . 2_655 ?
Cl2 Hg1 Cl1 105.019(12) 2_655 2_655 ?
Cl1 Hg1 Cl1 100.811(17) . 2_655 ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 123.21(13) . . ?
C1 N1 H1N 119.7 . . ?
C9 N1 H1N 117.0 . . ?
N1 C1 C2 119.97(15) . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 119.36(15) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 121.02(15) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C9 117.63(15) . . ?
C3 C4 C5 123.78(15) . . ?
C9 C4 C5 118.59(15) . . ?
C6 C5 C4 119.46(15) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C7 121.51(15) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 120.66(15) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
O1 C8 C7 126.13(14) . . ?
O1 C8 C9 115.35(13) . . ?
C7 C8 C9 118.53(14) . . ?
N1 C9 C4 118.81(14) . . ?
N1 C9 C8 119.96(13) . . ?
C4 C9 C8 121.23(14) . . ?

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
C9 N1 C1 C2 -0.2(2) . . . . ?
N1 C1 C2 C3 -0.5(2) . . . . ?
C1 C2 C3 C4 0.8(2) . . . . ?
C2 C3 C4 C9 -0.4(2) . . . . ?
C2 C3 C4 C5 179.19(15) . . . . ?
C3 C4 C5 C6 -178.76(15) . . . . ?
C9 C4 C5 C6 0.9(2) . . . . ?
C4 C5 C6 C7 -1.1(2) . . . . ?
C5 C6 C7 C8 0.0(2) . . . . ?
C6 C7 C8 O1 -179.06(14) . . . . ?
C6 C7 C8 C9 1.2(2) . . . . ?
C1 N1 C9 C4 0.5(2) . . . . ?
C1 N1 C9 C8 -179.67(14) . . . . ?
C3 C4 C9 N1 -0.2(2) . . . . ?
C5 C4 C9 N1 -179.81(13) . . . . ?
C3 C4 C9 C8 179.98(13) . . . . ?
C5 C4 C9 C8 0.3(2) . . . . ?
O1 C8 C9 N1 -1.0(2) . . . . ?
C7 C8 C9 N1 178.80(13) . . . . ?
O1 C8 C9 C4 178.87(13) . . . . ?
C7 C8 C9 C4 -1.3(2) . . . . ?

_refine_diff_density_max         0.319
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_mz1084a
_database_code_depnum_ccdc_archive 'CCDC 2224512'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2023-02-17 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Cl6 Sn, 2(H2 O)'
_chemical_formula_sum            'C18 H20 Cl6 N2 O4 Sn'
_chemical_formula_weight         659.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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                   7.2163(3)
_cell_length_b                   9.5228(4)
_cell_length_c                   9.5411(4)
_cell_angle_alpha                83.177(3)
_cell_angle_beta                 71.049(4)
_cell_angle_gamma                79.945(3)
_cell_volume                     609.24(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    10736
_cell_measurement_theta_min      3.9450
_cell_measurement_theta_max      31.8800

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_F_000             326
_exptl_crystal_size_max          0.206
_exptl_crystal_size_mid          0.043
_exptl_crystal_size_min          0.023
_exptl_absorpt_coefficient_mu    1.734
_exptl_absorpt_correction_T_min  0.817
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            31869
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.455
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_full        25.008
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4468
_reflns_number_gt                4031
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 2009)
;
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0383P)²+3.4367P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4468
_refine_ls_number_parameters     144
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1179
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.500000 0.000000 0.500000 0.01197(19) Uani 1 2 d S . P . .
Cl1 Cl 0.4799(2) 0.25828(15) 0.50203(16) 0.0177(3) Uani 1 1 d . . . . .
Cl2 Cl 0.3610(2) 0.03174(17) 0.29663(16) 0.0194(3) Uani 1 1 d . . . . .
Cl3 Cl 0.1680(2) 0.01186(16) 0.67691(16) 0.0182(3) Uani 1 1 d . . . . .
O1 O 0.9080(8) 0.4547(5) 0.6454(5) 0.0246(11) Uani 1 1 d . . . . .
H1O H 0.915697 0.390181 0.590043 0.037 Uiso 1 1 calc R U . . .
N1 N 0.8622(7) 0.6411(6) 0.8449(6) 0.0161(11) Uani 1 1 d . . . . .
H1N H 0.908391 0.661678 0.748636 0.019 Uiso 1 1 d R U . . .
C1 C 0.8465(9) 0.7405(7) 0.9371(7) 0.0176(13) Uani 1 1 d . . . . .
H1 H 0.889812 0.829985 0.898425 0.021 Uiso 1 1 calc R U . . .
C2 C 0.7671(9) 0.7136(7) 1.0894(7) 0.0204(13) Uani 1 1 d . . . . .
H2 H 0.756037 0.784384 1.155014 0.025 Uiso 1 1 calc R U . . .
C3 C 0.7046(9) 0.5841(7) 1.1447(7) 0.0194(13) Uani 1 1 d . . . . .
H3 H 0.650163 0.566079 1.248957 0.023 Uiso 1 1 calc R U . . .
C6 C 0.6857(9) 0.2444(7) 0.9924(7) 0.0187(13) Uani 1 1 d . . . . .
H6 H 0.646997 0.152696 1.025112 0.022 Uiso 1 1 calc R U . . .
C5 C 0.6617(9) 0.3399(7) 1.0952(7) 0.0200(13) Uani 1 1 d . . . . .
H5 H 0.606083 0.314433 1.197946 0.024 Uiso 1 1 calc R U . . .
C4 C 0.7200(9) 0.4772(7) 1.0486(7) 0.0174(13) Uani 1 1 d . . . . .
C7 C 0.7663(9) 0.2786(7) 0.8387(7) 0.0180(13) Uani 1 1 d . . . . .
H7 H 0.779799 0.210341 0.769773 0.022 Uiso 1 1 calc R U . . .
C9 C 0.8019(9) 0.5102(7) 0.8932(7) 0.0156(12) Uani 1 1 d . . . . .
C8 C 0.8256(9) 0.4101(7) 0.7881(7) 0.0165(12) Uani 1 1 d . . . . .
O99 O 0.9508(7) 0.2570(5) 0.4532(5) 0.0196(9) Uani 1 1 d . . . . .
H99O H 1.046617 0.185203 0.463718 0.029 Uiso 1 1 d R U . . .
H99B H 0.857173 0.214843 0.440741 0.029 Uiso 1 1 d 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
Sn1 Cl2 2.4249(14) 2_656 ?
Sn1 Cl2 2.4249(14) . ?
Sn1 Cl3 2.4343(14) 2_656 ?
Sn1 Cl3 2.4343(14) . ?
Sn1 Cl1 2.4404(14) . ?
Sn1 Cl1 2.4405(14) 2_656 ?
O1 C8 1.347(7) . ?
O1 H1O 0.8400 . ?
N1 C1 1.333(8) . ?
N1 C9 1.371(8) . ?
N1 H1N 0.8802 . ?
C1 C2 1.388(9) . ?
C1 H1 0.9500 . ?
C2 C3 1.374(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.416(9) . ?
C3 H3 0.9500 . ?
C6 C5 1.366(9) . ?
C6 C7 1.412(9) . ?
C6 H6 0.9500 . ?
C5 C4 1.420(9) . ?
C5 H5 0.9500 . ?
C4 C9 1.425(9) . ?
C7 C8 1.376(9) . ?
C7 H7 0.9500 . ?
C9 C8 1.415(9) . ?
O99 H99O 0.9052 . ?
O99 H99B 0.8885 . ?

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
Cl2 Sn1 Cl2 180.0 2_656 . ?
Cl2 Sn1 Cl3 89.90(5) 2_656 2_656 ?
Cl2 Sn1 Cl3 90.10(5) . 2_656 ?
Cl2 Sn1 Cl3 90.10(5) 2_656 . ?
Cl2 Sn1 Cl3 89.91(5) . . ?
Cl3 Sn1 Cl3 180.0 2_656 . ?
Cl2 Sn1 Cl1 89.35(5) 2_656 . ?
Cl2 Sn1 Cl1 90.66(5) . . ?
Cl3 Sn1 Cl1 90.25(5) 2_656 . ?
Cl3 Sn1 Cl1 89.75(5) . . ?
Cl2 Sn1 Cl1 90.66(5) 2_656 2_656 ?
Cl2 Sn1 Cl1 89.34(5) . 2_656 ?
Cl3 Sn1 Cl1 89.75(5) 2_656 2_656 ?
Cl3 Sn1 Cl1 90.25(5) . 2_656 ?
Cl1 Sn1 Cl1 180.0 . 2_656 ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 122.9(6) . . ?
C1 N1 H1N 118.7 . . ?
C9 N1 H1N 118.3 . . ?
N1 C1 C2 120.1(6) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 119.7(6) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 121.0(6) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C6 C7 121.7(6) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C6 C5 C4 120.0(6) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C3 C4 C5 125.1(6) . . ?
C3 C4 C9 117.2(6) . . ?
C5 C4 C9 117.7(6) . . ?
C8 C7 C6 120.4(6) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
N1 C9 C8 119.4(6) . . ?
N1 C9 C4 119.1(6) . . ?
C8 C9 C4 121.5(6) . . ?
O1 C8 C7 126.3(6) . . ?
O1 C8 C9 115.2(5) . . ?
C7 C8 C9 118.6(6) . . ?
H99O O99 H99B 105.6 . . ?

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
C9 N1 C1 C2 0.3(9) . . . . ?
N1 C1 C2 C3 -0.1(9) . . . . ?
C1 C2 C3 C4 0.1(9) . . . . ?
C7 C6 C5 C4 -0.5(9) . . . . ?
C2 C3 C4 C5 179.2(6) . . . . ?
C2 C3 C4 C9 -0.3(9) . . . . ?
C6 C5 C4 C3 -179.3(6) . . . . ?
C6 C5 C4 C9 0.3(9) . . . . ?
C5 C6 C7 C8 0.7(10) . . . . ?
C1 N1 C9 C8 -179.4(6) . . . . ?
C1 N1 C9 C4 -0.5(9) . . . . ?
C3 C4 C9 N1 0.5(8) . . . . ?
C5 C4 C9 N1 -179.1(5) . . . . ?
C3 C4 C9 C8 179.3(6) . . . . ?
C5 C4 C9 C8 -0.3(9) . . . . ?
C6 C7 C8 O1 178.6(6) . . . . ?
C6 C7 C8 C9 -0.7(9) . . . . ?
N1 C9 C8 O1 -0.1(8) . . . . ?
C4 C9 C8 O1 -178.9(5) . . . . ?
N1 C9 C8 C7 179.3(6) . . . . ?
C4 C9 C8 C7 0.5(9) . . . . ?

_refine_diff_density_max         1.217
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.140

####################################################################### 
# 
# 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_mz1027
_database_code_depnum_ccdc_archive 'CCDC 2224511'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Br4 Cd'
_chemical_formula_sum            'C18 H16 Br4 Cd N2 O2'
_chemical_formula_weight         724.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.7785(6)
_cell_length_b                   8.5996(3)
_cell_length_c                   16.6373(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.280(4)
_cell_angle_gamma                90
_cell_volume                     2255.71(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    5189
_cell_measurement_theta_min      3.6450
_cell_measurement_theta_max      31.8790

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.133
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.186
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.026
_exptl_absorpt_coefficient_mu    8.069
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            8130
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.611
_diffrn_reflns_theta_max         25.021
_diffrn_reflns_theta_full        25.021
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1988
_reflns_number_gt                1775
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0136P)²+2.5808P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1988
_refine_ls_number_parameters     124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0173
_refine_ls_wR_factor_ref         0.0394
_refine_ls_wR_factor_gt          0.0381
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Cd1 Cd 0.500000 0.34864(3) 0.250000 0.01579(8) Uani 1 2 d S T P . .
Br1 Br 0.42452(2) 0.53857(3) 0.34489(2) 0.02480(8) Uani 1 1 d . . . . .
Br2 Br 0.38079(2) 0.18036(3) 0.18246(2) 0.01892(8) Uani 1 1 d . . . . .
O1 O 0.31318(11) 0.6056(2) 0.53056(11) 0.0227(4) Uani 1 1 d . . . . .
H1O H 0.329344 0.660298 0.570094 0.034 Uiso 1 1 calc R U . . .
N1 N 0.25178(13) 0.4080(2) 0.41902(12) 0.0165(5) Uani 1 1 d . . . . .
H1N H 0.300019 0.452837 0.410248 0.020 Uiso 1 1 d R U . . .
C1 C 0.22619(17) 0.3123(3) 0.36030(16) 0.0209(6) Uani 1 1 d . . . . .
H1 H 0.261178 0.294806 0.316030 0.025 Uiso 1 1 calc R U . . .
C2 C 0.14810(19) 0.2377(3) 0.36357(18) 0.0269(6) Uani 1 1 d . . . . .
H2 H 0.129665 0.168769 0.321804 0.032 Uiso 1 1 calc R U . . .
C3 C 0.09793(18) 0.2646(3) 0.42781(17) 0.0257(6) Uani 1 1 d . . . . .
H3 H 0.044743 0.213457 0.430345 0.031 Uiso 1 1 calc R U . . .
C4 C 0.12434(16) 0.3671(3) 0.48994(16) 0.0198(5) Uani 1 1 d . . . . .
C5 C 0.07522(17) 0.4021(3) 0.55737(17) 0.0255(6) Uani 1 1 d . . . . .
H5 H 0.021622 0.353929 0.563196 0.031 Uiso 1 1 calc R U . . .
C6 C 0.10575(18) 0.5055(3) 0.61380(17) 0.0266(6) Uani 1 1 d . . . . .
H6 H 0.072401 0.529498 0.658461 0.032 Uiso 1 1 calc R U . . .
C7 C 0.18528(18) 0.5773(3) 0.60741(17) 0.0242(6) Uani 1 1 d . . . . .
H7 H 0.204708 0.648599 0.647706 0.029 Uiso 1 1 calc R U . . .
C8 C 0.23509(16) 0.5458(3) 0.54381(16) 0.0183(5) Uani 1 1 d . . . . .
C9 C 0.20434(16) 0.4406(3) 0.48392(15) 0.0162(5) 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
Cd1 Br2 2.5937(3) . ?
Cd1 Br2 2.5937(3) 2_655 ?
Cd1 Br1 2.5938(3) . ?
Cd1 Br1 2.5939(3) 2_655 ?
O1 C8 1.361(3) . ?
O1 H1O 0.8400 . ?
N1 C1 1.328(3) . ?
N1 C9 1.367(3) . ?
N1 H1N 0.8708 . ?
C1 C2 1.392(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.375(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.409(4) . ?
C3 H3 0.9500 . ?
C4 C9 1.419(4) . ?
C4 C5 1.421(4) . ?
C5 C6 1.367(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.406(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.370(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.417(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br2 Cd1 Br2 112.171(15) . 2_655 ?
Br2 Cd1 Br1 105.806(8) . . ?
Br2 Cd1 Br1 115.487(9) 2_655 . ?
Br2 Cd1 Br1 115.488(9) . 2_655 ?
Br2 Cd1 Br1 105.805(8) 2_655 2_655 ?
Br1 Cd1 Br1 101.945(16) . 2_655 ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 123.2(2) . . ?
C1 N1 H1N 113.2 . . ?
C9 N1 H1N 123.4 . . ?
N1 C1 C2 120.0(3) . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.9(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C9 117.7(2) . . ?
C3 C4 C5 123.8(2) . . ?
C9 C4 C5 118.5(2) . . ?
C6 C5 C4 119.4(3) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C7 121.7(3) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 120.8(3) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
O1 C8 C7 127.0(3) . . ?
O1 C8 C9 114.5(2) . . ?
C7 C8 C9 118.6(2) . . ?
N1 C9 C8 120.2(2) . . ?
N1 C9 C4 118.8(2) . . ?
C8 C9 C4 121.0(2) . . ?

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
C9 N1 C1 C2 -1.0(4) . . . . ?
N1 C1 C2 C3 0.3(4) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C2 C3 C4 C9 -0.2(4) . . . . ?
C2 C3 C4 C5 179.0(3) . . . . ?
C3 C4 C5 C6 -178.8(3) . . . . ?
C9 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C7 -0.8(4) . . . . ?
C5 C6 C7 C8 0.1(4) . . . . ?
C6 C7 C8 O1 -179.4(2) . . . . ?
C6 C7 C8 C9 0.8(4) . . . . ?
C1 N1 C9 C8 -179.0(2) . . . . ?
C1 N1 C9 C4 1.1(4) . . . . ?
O1 C8 C9 N1 -0.8(3) . . . . ?
C7 C8 C9 N1 179.1(2) . . . . ?
O1 C8 C9 C4 179.2(2) . . . . ?
C7 C8 C9 C4 -1.0(4) . . . . ?
C3 C4 C9 N1 -0.4(4) . . . . ?
C5 C4 C9 N1 -179.7(2) . . . . ?
C3 C4 C9 C8 179.7(2) . . . . ?
C5 C4 C9 C8 0.3(4) . . . . ?

_refine_diff_density_max         0.619
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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_mz1001_2
_database_code_depnum_ccdc_archive 'CCDC 2224510'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Cl4 Co'
_chemical_formula_sum            'C18 H16 Cl4 Co N2 O2'
_chemical_formula_weight         493.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.2078(7)
_cell_length_b                   8.0042(4)
_cell_length_c                   16.6991(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.133(4)
_cell_angle_gamma                90
_cell_volume                     2032.32(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    4368
_cell_measurement_theta_min      3.6780
_cell_measurement_theta_max      30.7650

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_F_000             996
_exptl_crystal_size_max          0.071
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.028
_exptl_absorpt_coefficient_mu    1.386
_exptl_absorpt_correction_T_min  0.943
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            8765
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.589
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_full        25.023
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             1784
_reflns_number_gt                1555
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0254P)²+2.6485P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1784
_refine_ls_number_parameters     124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0580
_refine_ls_wR_factor_gt          0.0557
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.36714(5) 0.250000 0.01477(11) Uani 1 2 d S T P . .
Cl1 Cl 0.43148(3) 0.54095(6) 0.33677(3) 0.02306(14) Uani 1 1 d . . . . .
Cl2 Cl 0.39414(3) 0.20646(6) 0.18866(3) 0.01891(13) Uani 1 1 d . . . . .
O1 O 0.32904(9) 0.61105(19) 0.53542(9) 0.0230(3) Uani 1 1 d . . . . .
H1O H 0.347107 0.660865 0.576851 0.034 Uiso 1 1 calc R U . . .
C4 C 0.12709(13) 0.3786(3) 0.48895(12) 0.0178(4) Uani 1 1 d . . . . .
N1 N 0.25894(11) 0.4274(2) 0.41603(10) 0.0157(4) Uani 1 1 d . . . . .
H1N H 0.315643 0.476681 0.413891 0.019 Uiso 1 1 d R U . . .
C5 C 0.07805(13) 0.4052(3) 0.55925(13) 0.0227(5) Uani 1 1 d . . . . .
H5 H 0.021735 0.355429 0.564502 0.027 Uiso 1 1 calc R U . . .
C6 C 0.11245(15) 0.5031(3) 0.61954(13) 0.0247(5) Uani 1 1 d . . . . .
H6 H 0.079061 0.522291 0.666132 0.030 Uiso 1 1 calc R U . . .
C8 C 0.24636(13) 0.5509(2) 0.54746(12) 0.0176(4) Uani 1 1 d . . . . .
C9 C 0.21118(13) 0.4532(2) 0.48407(12) 0.0154(4) Uani 1 1 d . . . . .
C7 C 0.19667(15) 0.5758(3) 0.61352(13) 0.0231(5) Uani 1 1 d . . . . .
H7 H 0.219055 0.643114 0.656127 0.028 Uiso 1 1 calc R U . . .
C1 C 0.22981(14) 0.3372(3) 0.35467(12) 0.0195(4) Uani 1 1 d . . . . .
H1 H 0.265284 0.323704 0.308936 0.023 Uiso 1 1 calc R U . . .
C3 C 0.09715(13) 0.2821(3) 0.42312(13) 0.0213(5) Uani 1 1 d . . . . .
H3 H 0.041056 0.230151 0.424968 0.026 Uiso 1 1 calc R U . . .
C2 C 0.14718(14) 0.2619(3) 0.35687(13) 0.0223(5) Uani 1 1 d . . . . .
H2 H 0.126007 0.197351 0.312812 0.027 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 Cl1 2.2762(5) . ?
Co1 Cl1 2.2762(5) 2_655 ?
Co1 Cl2 2.2868(5) 2_655 ?
Co1 Cl2 2.2868(5) . ?
O1 C8 1.365(2) . ?
O1 H1O 0.8400 . ?
C4 C3 1.412(3) . ?
C4 C9 1.415(3) . ?
C4 C5 1.419(3) . ?
N1 C1 1.323(3) . ?
N1 C9 1.376(3) . ?
N1 H1N 0.9496 . ?
C5 C6 1.371(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.412(3) . ?
C6 H6 0.9500 . ?
C8 C7 1.364(3) . ?
C8 C9 1.413(3) . ?
C7 H7 0.9500 . ?
C1 C2 1.395(3) . ?
C1 H1 0.9500 . ?
C3 C2 1.365(3) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?

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
Cl1 Co1 Cl1 104.65(3) . 2_655 ?
Cl1 Co1 Cl2 112.689(19) . 2_655 ?
Cl1 Co1 Cl2 107.562(18) 2_655 2_655 ?
Cl1 Co1 Cl2 107.564(18) . . ?
Cl1 Co1 Cl2 112.687(19) 2_655 . ?
Cl2 Co1 Cl2 111.56(3) 2_655 . ?
C8 O1 H1O 109.5 . . ?
C3 C4 C9 117.64(19) . . ?
C3 C4 C5 124.02(19) . . ?
C9 C4 C5 118.3(2) . . ?
C1 N1 C9 123.18(18) . . ?
C1 N1 H1N 119.2 . . ?
C9 N1 H1N 117.6 . . ?
C6 C5 C4 119.6(2) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 121.1(2) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C7 C8 O1 126.5(2) . . ?
C7 C8 C9 118.63(19) . . ?
O1 C8 C9 114.91(18) . . ?
N1 C9 C8 120.22(18) . . ?
N1 C9 C4 118.46(19) . . ?
C8 C9 C4 121.32(19) . . ?
C8 C7 C6 121.0(2) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
N1 C1 C2 120.25(19) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C2 C3 C4 121.31(19) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C2 C1 119.2(2) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?

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
C3 C4 C5 C6 -179.1(2) . . . . ?
C9 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C7 -1.1(3) . . . . ?
C1 N1 C9 C8 179.95(18) . . . . ?
C1 N1 C9 C4 0.5(3) . . . . ?
C7 C8 C9 N1 179.08(18) . . . . ?
O1 C8 C9 N1 -1.2(3) . . . . ?
C7 C8 C9 C4 -1.5(3) . . . . ?
O1 C8 C9 C4 178.21(17) . . . . ?
C3 C4 C9 N1 -0.2(3) . . . . ?
C5 C4 C9 N1 179.91(18) . . . . ?
C3 C4 C9 C8 -179.63(18) . . . . ?
C5 C4 C9 C8 0.5(3) . . . . ?
O1 C8 C7 C6 -178.43(19) . . . . ?
C9 C8 C7 C6 1.2(3) . . . . ?
C5 C6 C7 C8 0.0(3) . . . . ?
C9 N1 C1 C2 -0.3(3) . . . . ?
C9 C4 C3 C2 -0.3(3) . . . . ?
C5 C4 C3 C2 179.6(2) . . . . ?
C4 C3 C2 C1 0.5(3) . . . . ?
N1 C1 C2 C3 -0.2(3) . . . . ?

_refine_diff_density_max         0.425
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_mz1000
_database_code_depnum_ccdc_archive 'CCDC 2224515'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Cl4 Zn'
_chemical_formula_sum            'C18 H16 Cl4 N2 O2 Zn'
_chemical_formula_weight         499.50

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'
Cl Cl 0.3639 0.7018 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.1939(2)
_cell_length_b                   7.99590(10)
_cell_length_c                   16.6547(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.0690(10)
_cell_angle_gamma                90
_cell_volume                     2023.01(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    7653
_cell_measurement_theta_min      5.2840
_cell_measurement_theta_max      78.6960

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.083
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    6.690
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            9647
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.313
_diffrn_reflns_theta_max         66.569
_diffrn_reflns_theta_full        66.569
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1790
_reflns_number_gt                1714
_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 1.171.41.112a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0276P)²+2.0763P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1790
_refine_ls_number_parameters     124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0197
_refine_ls_wR_factor_ref         0.0542
_refine_ls_wR_factor_gt          0.0536
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.36615(3) 0.250000 0.01491(10) Uani 1 2 d S T P . .
Cl1 Cl 0.43185(2) 0.53958(5) 0.33722(2) 0.02178(11) Uani 1 1 d . . . . .
Cl2 Cl 0.39479(2) 0.20533(5) 0.18855(2) 0.01840(11) Uani 1 1 d . . . . .
O1 O 0.32960(7) 0.61054(15) 0.53501(7) 0.0213(3) Uani 1 1 d . . . . .
H1O H 0.348127 0.658373 0.576930 0.032 Uiso 1 1 calc R U . . .
C4 C 0.12720(10) 0.37939(19) 0.48893(10) 0.0182(3) Uani 1 1 d . . . . .
N1 N 0.25933(8) 0.42655(16) 0.41580(7) 0.0159(3) Uani 1 1 d . . . . .
H1N H 0.315056 0.477358 0.410845 0.019 Uiso 1 1 d R U . . .
C5 C 0.07860(11) 0.4069(2) 0.55934(10) 0.0222(4) Uani 1 1 d . . . . .
H5 H 0.022166 0.357569 0.564873 0.027 Uiso 1 1 calc R U . . .
C6 C 0.11302(11) 0.5046(2) 0.61926(10) 0.0230(4) Uani 1 1 d . . . . .
H6 H 0.079466 0.524338 0.665884 0.028 Uiso 1 1 calc R U . . .
C8 C 0.24728(10) 0.55092(19) 0.54699(9) 0.0176(3) Uani 1 1 d . . . . .
C9 C 0.21152(10) 0.45294(18) 0.48363(9) 0.0156(3) Uani 1 1 d . . . . .
C7 C 0.19737(11) 0.5771(2) 0.61355(10) 0.0214(3) Uani 1 1 d . . . . .
H7 H 0.219749 0.644603 0.656205 0.026 Uiso 1 1 calc R U . . .
C1 C 0.22993(11) 0.3360(2) 0.35429(9) 0.0195(3) Uani 1 1 d . . . . .
H1 H 0.265422 0.321981 0.308412 0.023 Uiso 1 1 calc R U . . .
C3 C 0.09677(11) 0.2823(2) 0.42320(10) 0.0216(4) Uani 1 1 d . . . . .
H3 H 0.040496 0.230917 0.425251 0.026 Uiso 1 1 calc R U . . .
C2 C 0.14700(11) 0.2612(2) 0.35662(10) 0.0224(4) Uani 1 1 d . . . . .
H2 H 0.125717 0.196369 0.312565 0.027 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
Zn1 Cl1 2.2719(4) 2_655 ?
Zn1 Cl1 2.2720(4) . ?
Zn1 Cl2 2.2792(4) . ?
Zn1 Cl2 2.2793(4) 2_655 ?
O1 C8 1.3567(19) . ?
O1 H1O 0.8400 . ?
C4 C3 1.413(2) . ?
C4 C9 1.414(2) . ?
C4 C5 1.415(2) . ?
N1 C1 1.325(2) . ?
N1 C9 1.371(2) . ?
N1 H1N 0.9441 . ?
C5 C6 1.364(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.411(3) . ?
C6 H6 0.9500 . ?
C8 C7 1.371(2) . ?
C8 C9 1.415(2) . ?
C7 H7 0.9500 . ?
C1 C2 1.396(2) . ?
C1 H1 0.9500 . ?
C3 C2 1.368(2) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?

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
Cl1 Zn1 Cl1 104.77(2) 2_655 . ?
Cl1 Zn1 Cl2 112.426(14) 2_655 . ?
Cl1 Zn1 Cl2 107.893(13) . . ?
Cl1 Zn1 Cl2 107.891(13) 2_655 2_655 ?
Cl1 Zn1 Cl2 112.425(14) . 2_655 ?
Cl2 Zn1 Cl2 111.31(2) . 2_655 ?
C8 O1 H1O 109.5 . . ?
C3 C4 C9 117.64(15) . . ?
C3 C4 C5 124.03(15) . . ?
C9 C4 C5 118.33(15) . . ?
C1 N1 C9 123.02(14) . . ?
C1 N1 H1N 117.2 . . ?
C9 N1 H1N 119.7 . . ?
C6 C5 C4 119.79(15) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 121.48(16) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
O1 C8 C7 126.21(15) . . ?
O1 C8 C9 115.28(14) . . ?
C7 C8 C9 118.51(15) . . ?
N1 C9 C4 118.83(14) . . ?
N1 C9 C8 119.87(14) . . ?
C4 C9 C8 121.30(15) . . ?
C8 C7 C6 120.56(16) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
N1 C1 C2 120.27(15) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C2 C3 C4 121.11(15) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C2 C1 119.13(15) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?

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
C3 C4 C5 C6 -179.08(15) . . . . ?
C9 C4 C5 C6 1.0(2) . . . . ?
C4 C5 C6 C7 -1.2(2) . . . . ?
C1 N1 C9 C4 0.6(2) . . . . ?
C1 N1 C9 C8 179.91(14) . . . . ?
C3 C4 C9 N1 -0.2(2) . . . . ?
C5 C4 C9 N1 179.76(14) . . . . ?
C3 C4 C9 C8 -179.50(14) . . . . ?
C5 C4 C9 C8 0.4(2) . . . . ?
O1 C8 C9 N1 -0.9(2) . . . . ?
C7 C8 C9 N1 179.06(14) . . . . ?
O1 C8 C9 C4 178.39(13) . . . . ?
C7 C8 C9 C4 -1.6(2) . . . . ?
O1 C8 C7 C6 -178.62(15) . . . . ?
C9 C8 C7 C6 1.4(2) . . . . ?
C5 C6 C7 C8 0.0(3) . . . . ?
C9 N1 C1 C2 -0.4(2) . . . . ?
C9 C4 C3 C2 -0.4(2) . . . . ?
C5 C4 C3 C2 179.73(16) . . . . ?
C4 C3 C2 C1 0.5(2) . . . . ?
N1 C1 C2 C3 -0.1(2) . . . . ?

_refine_diff_density_max         0.261
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_mz1005
_database_code_depnum_ccdc_archive 'CCDC 2224507'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2023-02-17 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_vrf_PLAT230_mz1005              
;
RESPONSE:
This is caused by vibration of the quinoline rings
;

_vrf_PLAT910_mz1005              
;
RESPONSE:
These low angle reflections are missing due to the beamstop
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Cl4 Fe, Cl'
_chemical_formula_sum            'C18 H16 Cl5 Fe N2 O2'
_chemical_formula_weight         525.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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                   7.4707(2)
_cell_length_b                   10.1801(2)
_cell_length_c                   14.1377(4)
_cell_angle_alpha                86.275(2)
_cell_angle_beta                 86.472(2)
_cell_angle_gamma                84.890(2)
_cell_volume                     1066.99(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    23905
_cell_measurement_theta_min      3.7920
_cell_measurement_theta_max      32.3920

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_F_000             530
_exptl_crystal_size_max          0.449
_exptl_crystal_size_mid          0.312
_exptl_crystal_size_min          0.186
_exptl_absorpt_coefficient_mu    1.350
_exptl_absorpt_correction_T_min  0.364
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            22440
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.622
_diffrn_reflns_theta_max         25.020
_diffrn_reflns_theta_full        25.020
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3754
_reflns_number_gt                3637
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0254P)²+1.2853P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3754
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0630
_refine_ls_wR_factor_gt          0.0627
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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
Fe1 Fe 0.62580(4) 0.75610(3) 0.87545(2) 0.01495(8) Uani 1 1 d . . . . .
Cl1 Cl 0.65241(6) 0.96322(4) 0.90219(3) 0.01827(11) Uani 1 1 d . . . . .
Cl2 Cl 0.38571(6) 0.69186(5) 0.95861(3) 0.02002(11) Uani 1 1 d . . . . .
Cl3 Cl 0.58674(7) 0.74320(5) 0.72354(3) 0.02383(12) Uani 1 1 d . . . . .
Cl4 Cl 0.87136(7) 0.63804(5) 0.91901(4) 0.02512(12) Uani 1 1 d . . . . .
Cl99 Cl -0.08690(7) 0.26563(5) 0.39185(4) 0.02452(12) Uani 1 1 d . . . . .
N1 N 0.2732(2) 0.45927(16) 0.67586(12) 0.0179(3) Uani 1 1 d . . . . .
H1N H 0.230059 0.508959 0.636916 0.021 Uiso 1 1 d R U . . .
C1 C 0.3030(3) 0.4959(2) 0.76108(15) 0.0206(4) Uani 1 1 d . . . . .
H1 H 0.270362 0.584347 0.777084 0.025 Uiso 1 1 calc R U . . .
C2 C 0.3824(3) 0.4051(2) 0.82782(15) 0.0216(4) Uani 1 1 d . . . . .
H2 H 0.404112 0.431161 0.889099 0.026 Uiso 1 1 calc R U . . .
C3 C 0.4284(3) 0.2779(2) 0.80355(14) 0.0186(4) Uani 1 1 d . . . . .
H3 H 0.484748 0.216225 0.848123 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3935(2) 0.23666(19) 0.71309(14) 0.0160(4) Uani 1 1 d . . . . .
C5 C 0.4290(3) 0.10544(19) 0.68547(14) 0.0177(4) Uani 1 1 d . . . . .
H5 H 0.485391 0.039631 0.727155 0.021 Uiso 1 1 calc R U . . .
C6 C 0.3817(3) 0.0738(2) 0.59825(14) 0.0195(4) Uani 1 1 d . . . . .
H6 H 0.403154 -0.014937 0.580685 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3015(3) 0.1703(2) 0.53364(14) 0.0196(4) Uani 1 1 d . . . . .
H7 H 0.270816 0.145843 0.473365 0.024 Uiso 1 1 calc R U . . .
C8 C 0.2678(3) 0.2991(2) 0.55766(14) 0.0179(4) Uani 1 1 d . . . . .
C9 C 0.3127(3) 0.33295(19) 0.64814(14) 0.0159(4) Uani 1 1 d . . . . .
O1 O 0.1897(2) 0.39956(14) 0.50175(10) 0.0232(3) Uani 1 1 d . . . . .
H1O H 0.127547 0.368402 0.462468 0.035 Uiso 1 1 calc R U . . .
N11 N 0.0169(2) -0.01833(17) 0.73327(12) 0.0204(4) Uani 1 1 d . . . . .
H11N H 0.014535 -0.063837 0.688418 0.024 Uiso 1 1 d R U . . .
C11 C 0.0985(3) -0.0776(2) 0.80634(15) 0.0219(4) Uani 1 1 d . . . . .
H11 H 0.140521 -0.168360 0.805056 0.026 Uiso 1 1 calc R U . . .
C12 C 0.1235(3) -0.0083(2) 0.88531(15) 0.0224(4) Uani 1 1 d . . . . .
H12 H 0.184185 -0.050968 0.937484 0.027 Uiso 1 1 calc R U . . .
C13 C 0.0600(3) 0.1218(2) 0.88734(14) 0.0198(4) Uani 1 1 d . . . . .
H13 H 0.074557 0.168572 0.941973 0.024 Uiso 1 1 calc R U . . .
C14 C -0.0267(3) 0.1877(2) 0.80952(14) 0.0175(4) Uani 1 1 d . . . . .
C15 C -0.0880(3) 0.3231(2) 0.80534(15) 0.0228(4) Uani 1 1 d . . . . .
H15 H -0.079892 0.374608 0.858372 0.027 Uiso 1 1 calc R U . . .
C16 C -0.1600(3) 0.3797(2) 0.72316(17) 0.0281(5) Uani 1 1 d . . . . .
H16 H -0.199705 0.471084 0.719527 0.034 Uiso 1 1 calc R U . . .
C17 C -0.1754(3) 0.3034(2) 0.64407(15) 0.0252(5) Uani 1 1 d . . . . .
H17 H -0.224809 0.344802 0.588205 0.030 Uiso 1 1 calc R U . . .
C18 C -0.1210(3) 0.1726(2) 0.64656(14) 0.0212(4) Uani 1 1 d . . . . .
C19 C -0.0456(3) 0.1135(2) 0.72957(14) 0.0180(4) Uani 1 1 d . . . . .
O11 O -0.1297(2) 0.08918(15) 0.57487(10) 0.0253(3) Uani 1 1 d . . . . .
H11O H -0.134066 0.133351 0.522648 0.038 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
Fe1 Cl1 2.1944(5) . ?
Fe1 Cl3 2.1990(6) . ?
Fe1 Cl4 2.1998(6) . ?
Fe1 Cl2 2.2083(6) . ?
N1 C1 1.321(3) . ?
N1 C9 1.371(3) . ?
N1 H1N 0.7870 . ?
C1 C2 1.398(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.369(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.418(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.414(3) . ?
C4 C9 1.419(3) . ?
C5 C6 1.369(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.416(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(3) . ?
C7 H7 0.9500 . ?
C8 O1 1.362(2) . ?
C8 C9 1.414(3) . ?
O1 H1O 0.8400 . ?
N11 C11 1.317(3) . ?
N11 C19 1.380(3) . ?
N11 H11N 0.8112 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.368(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.412(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.413(3) . ?
C14 C19 1.420(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.418(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.356(3) . ?
C17 H17 0.9500 . ?
C18 O11 1.372(3) . ?
C18 C19 1.409(3) . ?
O11 H11O 0.8400 . ?

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
Cl1 Fe1 Cl3 108.54(2) . . ?
Cl1 Fe1 Cl4 108.21(2) . . ?
Cl3 Fe1 Cl4 111.61(2) . . ?
Cl1 Fe1 Cl2 108.30(2) . . ?
Cl3 Fe1 Cl2 108.99(2) . . ?
Cl4 Fe1 Cl2 111.09(2) . . ?
C1 N1 C9 123.32(17) . . ?
C1 N1 H1N 122.1 . . ?
C9 N1 H1N 114.6 . . ?
N1 C1 C2 120.34(19) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 119.03(19) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 121.18(18) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 123.95(18) . . ?
C5 C4 C9 118.63(18) . . ?
C3 C4 C9 117.39(18) . . ?
C6 C5 C4 119.58(18) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 121.55(19) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 120.34(18) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O1 C8 C7 125.39(18) . . ?
O1 C8 C9 115.76(17) . . ?
C7 C8 C9 118.84(18) . . ?
N1 C9 C8 120.22(17) . . ?
N1 C9 C4 118.71(17) . . ?
C8 C9 C4 121.04(18) . . ?
C8 O1 H1O 109.5 . . ?
C11 N11 C19 123.02(18) . . ?
C11 N11 H11N 114.4 . . ?
C19 N11 H11N 122.3 . . ?
N11 C11 C12 120.46(19) . . ?
N11 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 119.5(2) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 121.07(19) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C15 123.88(19) . . ?
C13 C14 C19 117.40(19) . . ?
C15 C14 C19 118.66(19) . . ?
C16 C15 C14 119.1(2) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 121.0(2) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 121.3(2) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 O11 126.48(19) . . ?
C17 C18 C19 118.5(2) . . ?
O11 C18 C19 115.05(19) . . ?
N11 C19 C18 119.96(18) . . ?
N11 C19 C14 118.55(18) . . ?
C18 C19 C14 121.46(19) . . ?
C18 O11 H11O 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
C9 N1 C1 C2 1.5(3) . . . . ?
N1 C1 C2 C3 -0.1(3) . . . . ?
C1 C2 C3 C4 -1.3(3) . . . . ?
C2 C3 C4 C5 -176.56(19) . . . . ?
C2 C3 C4 C9 1.3(3) . . . . ?
C3 C4 C5 C6 176.50(19) . . . . ?
C9 C4 C5 C6 -1.3(3) . . . . ?
C4 C5 C6 C7 1.5(3) . . . . ?
C5 C6 C7 C8 -0.5(3) . . . . ?
C6 C7 C8 O1 -179.27(18) . . . . ?
C6 C7 C8 C9 -0.7(3) . . . . ?
C1 N1 C9 C8 176.41(18) . . . . ?
C1 N1 C9 C4 -1.5(3) . . . . ?
O1 C8 C9 N1 1.7(3) . . . . ?
C7 C8 C9 N1 -176.99(18) . . . . ?
O1 C8 C9 C4 179.56(17) . . . . ?
C7 C8 C9 C4 0.8(3) . . . . ?
C5 C4 C9 N1 178.03(17) . . . . ?
C3 C4 C9 N1 0.0(3) . . . . ?
C5 C4 C9 C8 0.2(3) . . . . ?
C3 C4 C9 C8 -177.82(17) . . . . ?
C19 N11 C11 C12 0.8(3) . . . . ?
N11 C11 C12 C13 1.1(3) . . . . ?
C11 C12 C13 C14 -1.5(3) . . . . ?
C12 C13 C14 C15 -177.07(19) . . . . ?
C12 C13 C14 C19 0.2(3) . . . . ?
C13 C14 C15 C16 175.57(19) . . . . ?
C19 C14 C15 C16 -1.6(3) . . . . ?
C14 C15 C16 C17 1.0(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C17 C18 O11 179.80(19) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C11 N11 C19 C18 175.79(18) . . . . ?
C11 N11 C19 C14 -2.2(3) . . . . ?
C17 C18 C19 N11 -177.71(18) . . . . ?
O11 C18 C19 N11 1.7(3) . . . . ?
C17 C18 C19 C14 0.2(3) . . . . ?
O11 C18 C19 C14 179.58(17) . . . . ?
C13 C14 C19 N11 1.6(3) . . . . ?
C15 C14 C19 N11 179.01(17) . . . . ?
C13 C14 C19 C18 -176.32(18) . . . . ?
C15 C14 C19 C18 1.1(3) . . . . ?

_refine_diff_density_max         1.329
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_mas319
_database_code_depnum_ccdc_archive 'CCDC 1951711'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H8 N O, Br3 Pb'
_chemical_formula_sum            'C9 H8 Br3 N O Pb'
_chemical_formula_weight         593.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   4.06310(10)
_cell_length_b                   21.2351(7)
_cell_length_c                   14.5111(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.763(4)
_cell_angle_gamma                90
_cell_volume                     1240.55(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    12077
_cell_measurement_theta_min      3.8450
_cell_measurement_theta_max      32.1360

_exptl_crystal_description       stick
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.175
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.248
_exptl_crystal_size_mid          0.016
_exptl_crystal_size_min          0.013
_exptl_absorpt_coefficient_mu    23.235
_exptl_absorpt_correction_T_min  0.149
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            18634
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.422
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2184
_reflns_number_gt                2046
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0125P)²+0.8682P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2184
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0135
_refine_ls_R_factor_gt           0.0118
_refine_ls_wR_factor_ref         0.0277
_refine_ls_wR_factor_gt          0.0273
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_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
Pb1 Pb 0.81528(2) 0.42792(2) 0.10938(2) 0.01077(4) Uani 1 1 d . . . . .
Br1 Br 0.30286(6) 0.53523(2) 0.09814(2) 0.00961(6) Uani 1 1 d . . . . .
Br2 Br 0.26890(6) 0.33453(2) 0.03112(2) 0.01124(6) Uani 1 1 d . . . . .
Br3 Br 0.37639(7) 0.40349(2) 0.27578(2) 0.01358(7) Uani 1 1 d . . . . .
O1 O 0.2454(6) 0.31643(10) 0.45227(15) 0.0192(5) Uani 1 1 d . . . . .
H1O H 0.265219 0.338209 0.405012 0.029 Uiso 1 1 calc R U . . .
N1 N 0.3792(6) 0.27733(11) 0.63034(17) 0.0145(5) Uani 1 1 d . . . . .
H1N H 0.449650 0.257793 0.582048 0.017 Uiso 1 1 d R U . . .
C1 C 0.4600(8) 0.25517(14) 0.7153(2) 0.0178(6) Uani 1 1 d . . . . .
H1 H 0.583745 0.217231 0.724863 0.021 Uiso 1 1 calc R U . . .
C2 C 0.3642(8) 0.28728(14) 0.7911(2) 0.0189(7) Uani 1 1 d . . . . .
H2 H 0.420661 0.271193 0.852330 0.023 Uiso 1 1 calc R U . . .
C3 C 0.1878(7) 0.34229(14) 0.7767(2) 0.0150(6) Uani 1 1 d . . . . .
H3 H 0.123601 0.364492 0.828249 0.018 Uiso 1 1 calc R U . . .
C4 C 0.1002(7) 0.36634(13) 0.68534(19) 0.0125(6) Uani 1 1 d . . . . .
C5 C -0.0800(8) 0.42301(14) 0.6656(2) 0.0164(6) Uani 1 1 d . . . . .
H5 H -0.149999 0.447157 0.714519 0.020 Uiso 1 1 calc R U . . .
C6 C -0.1523(7) 0.44258(15) 0.5751(2) 0.0166(6) Uani 1 1 d . . . . .
H6 H -0.273581 0.480483 0.561708 0.020 Uiso 1 1 calc R U . . .
C7 C -0.0497(8) 0.40738(15) 0.5011(2) 0.0178(6) Uani 1 1 d . . . . .
H7 H -0.105932 0.421689 0.438946 0.021 Uiso 1 1 calc R U . . .
C8 C 0.1285(7) 0.35335(14) 0.5178(2) 0.0150(6) Uani 1 1 d . . . . .
C9 C 0.2014(7) 0.33203(13) 0.61075(19) 0.0130(6) 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
Pb1 Br2 3.0308(3) 1_655 ?
Pb1 Br1 3.0382(3) 1_655 ?
Pb1 Br1 3.0761(3) . ?
Pb1 Br2 3.0774(3) . ?
Pb1 Br1 3.0856(3) 3_665 ?
Pb1 Br3 3.1321(3) 1_655 ?
Pb1 Br3 3.2315(3) . ?
O1 C8 1.367(4) . ?
O1 H1O 0.8400 . ?
N1 C1 1.319(4) . ?
N1 C9 1.377(4) . ?
N1 H1N 0.8941 . ?
C1 C2 1.394(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.372(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(4) . ?
C3 H3 0.9500 . ?
C4 C9 1.411(4) . ?
C4 C5 1.418(4) . ?
C5 C6 1.371(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.416(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.361(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.415(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br2 Pb1 Br1 92.106(8) 1_655 1_655 ?
Br2 Pb1 Br1 155.013(8) 1_655 . ?
Br1 Pb1 Br1 83.288(7) 1_655 . ?
Br2 Pb1 Br2 83.389(7) 1_655 . ?
Br1 Pb1 Br2 155.045(7) 1_655 . ?
Br1 Pb1 Br2 90.487(8) . . ?
Br2 Pb1 Br1 79.777(8) 1_655 3_665 ?
Br1 Pb1 Br1 76.941(8) 1_655 3_665 ?
Br1 Pb1 Br1 75.254(8) . 3_665 ?
Br2 Pb1 Br1 78.104(8) . 3_665 ?
Br2 Pb1 Br3 76.367(8) 1_655 1_655 ?
Br1 Pb1 Br3 75.738(8) 1_655 1_655 ?
Br1 Pb1 Br3 125.491(8) . 1_655 ?
Br2 Pb1 Br3 126.257(8) . 1_655 ?
Br1 Pb1 Br3 142.701(8) 3_665 1_655 ?
Br2 Pb1 Br3 126.856(8) 1_655 . ?
Br1 Pb1 Br3 126.168(8) 1_655 . ?
Br1 Pb1 Br3 73.781(7) . . ?
Br2 Pb1 Br3 74.270(8) . . ?
Br1 Pb1 Br3 137.831(8) 3_665 . ?
Br3 Pb1 Br3 79.341(7) 1_655 . ?
Pb1 Br1 Pb1 83.288(7) 1_455 . ?
Pb1 Br1 Pb1 103.058(8) 1_455 3_665 ?
Pb1 Br1 Pb1 104.745(8) . 3_665 ?
Pb1 Br2 Pb1 83.388(7) 1_455 . ?
Pb1 Br3 Pb1 79.341(7) 1_455 . ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 123.4(3) . . ?
C1 N1 H1N 120.1 . . ?
C9 N1 H1N 116.4 . . ?
N1 C1 C2 120.2(3) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C9 C4 C5 118.6(3) . . ?
C9 C4 C3 117.9(3) . . ?
C5 C4 C3 123.5(3) . . ?
C6 C5 C4 119.3(3) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 121.3(3) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 O1 125.9(3) . . ?
C7 C8 C9 118.5(3) . . ?
O1 C8 C9 115.6(3) . . ?
N1 C9 C4 118.4(3) . . ?
N1 C9 C8 120.2(3) . . ?
C4 C9 C8 121.4(3) . . ?

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
C9 N1 C1 C2 0.2(5) . . . . ?
N1 C1 C2 C3 -0.5(5) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C2 C3 C4 C9 -0.2(4) . . . . ?
C2 C3 C4 C5 -179.7(3) . . . . ?
C9 C4 C5 C6 0.4(4) . . . . ?
C3 C4 C5 C6 179.8(3) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
C5 C6 C7 C8 -0.9(5) . . . . ?
C6 C7 C8 O1 -178.7(3) . . . . ?
C6 C7 C8 C9 1.7(4) . . . . ?
C1 N1 C9 C4 0.1(4) . . . . ?
C1 N1 C9 C8 179.0(3) . . . . ?
C5 C4 C9 N1 179.4(3) . . . . ?
C3 C4 C9 N1 -0.1(4) . . . . ?
C5 C4 C9 C8 0.5(4) . . . . ?
C3 C4 C9 C8 -179.0(3) . . . . ?
C7 C8 C9 N1 179.6(3) . . . . ?
O1 C8 C9 N1 0.0(4) . . . . ?
C7 C8 C9 C4 -1.5(4) . . . . ?
O1 C8 C9 C4 178.9(3) . . . . ?

_refine_diff_density_max         0.572
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.100

####################################################################### 
# 
# 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_mz1081
_database_code_depnum_ccdc_archive 'CCDC 1826178'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H6 Cl4 N O Sn, C9 H8 N O, H2 O'
_chemical_formula_sum            'C18 H16 Cl4 N2 O3 Sn'
_chemical_formula_weight         568.82

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.8652(4)
_cell_length_b                   16.7617(7)
_cell_length_c                   31.4221(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4142.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    8809
_cell_measurement_theta_min      3.7630
_cell_measurement_theta_max      30.6290

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.177
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.016
_exptl_absorpt_coefficient_mu    1.772
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            23321
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         3.555
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3651
_reflns_number_gt                3337
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0127P)²+5.2500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3651
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0197
_refine_ls_wR_factor_ref         0.0411
_refine_ls_wR_factor_gt          0.0403
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.005
_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
Sn1 Sn 0.58535(2) 0.68413(2) 0.60644(2) 0.01246(5) Uani 1 1 d . . . . .
Cl1 Cl 0.81899(7) 0.66715(3) 0.55698(2) 0.02061(12) Uani 1 1 d . . . . .
Cl2 Cl 0.50190(7) 0.80684(3) 0.57385(2) 0.02104(12) Uani 1 1 d . . . . .
Cl3 Cl 0.34440(7) 0.69195(3) 0.65471(2) 0.02171(12) Uani 1 1 d . . . . .
Cl4 Cl 0.76781(8) 0.74183(3) 0.65897(2) 0.02087(12) Uani 1 1 d . . . . .
O1 O 0.63400(19) 0.56744(8) 0.62690(4) 0.0157(3) Uani 1 1 d . . . . .
C1 C 0.3085(3) 0.63959(13) 0.53544(7) 0.0187(5) Uani 1 1 d . . . . .
H1 H 0.290163 0.695307 0.532330 0.022 Uiso 1 1 calc R U . . .
N1 N 0.4202(2) 0.61386(10) 0.56385(5) 0.0140(4) Uani 1 1 d . . . . .
C2 C 0.2165(3) 0.58614(14) 0.50982(7) 0.0207(5) Uani 1 1 d . . . . .
H2 H 0.134277 0.605525 0.490241 0.025 Uiso 1 1 calc R U . . .
C3 C 0.2463(3) 0.50587(13) 0.51326(7) 0.0182(5) Uani 1 1 d . . . . .
H3 H 0.186362 0.469676 0.495474 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3653(3) 0.47647(12) 0.54304(7) 0.0147(4) Uani 1 1 d . . . . .
C5 C 0.4060(3) 0.39484(12) 0.54879(7) 0.0176(5) Uani 1 1 d . . . . .
H5 H 0.352464 0.355269 0.531777 0.021 Uiso 1 1 calc R U . . .
C6 C 0.5226(3) 0.37328(13) 0.57897(7) 0.0197(5) Uani 1 1 d . . . . .
H6 H 0.550218 0.318468 0.582369 0.024 Uiso 1 1 calc R U . . .
C8 C 0.5661(3) 0.51059(12) 0.60129(6) 0.0137(4) Uani 1 1 d . . . . .
C7 C 0.6032(3) 0.43031(12) 0.60520(7) 0.0185(5) Uani 1 1 d . . . . .
H7 H 0.683925 0.413297 0.625780 0.022 Uiso 1 1 calc R U . . .
C9 C 0.4496(3) 0.53381(12) 0.56897(6) 0.0132(4) Uani 1 1 d . . . . .
O11 O 0.6277(2) 0.55487(9) 0.71330(5) 0.0225(4) Uani 1 1 d . . . . .
H11O H 0.642419 0.546314 0.687223 0.034 Uiso 1 1 calc R U . . .
N11 N 0.5745(2) 0.56000(11) 0.79738(6) 0.0184(4) Uani 1 1 d . . . . .
H11N H 0.545453 0.597851 0.782209 0.022 Uiso 1 1 d R U . . .
C11 C 0.5366(3) 0.56573(14) 0.83832(7) 0.0220(5) Uani 1 1 d . . . . .
H11 H 0.475067 0.610642 0.848462 0.026 Uiso 1 1 calc R U . . .
C19 C 0.6647(3) 0.49785(13) 0.78065(7) 0.0176(5) Uani 1 1 d . . . . .
C18 C 0.6932(3) 0.49358(13) 0.73607(7) 0.0180(5) Uani 1 1 d . . . . .
C17 C 0.7818(3) 0.42958(13) 0.72054(7) 0.0198(5) Uani 1 1 d . . . . .
H17 H 0.801629 0.425547 0.690797 0.024 Uiso 1 1 calc R U . . .
C16 C 0.8442(3) 0.36931(13) 0.74792(8) 0.0233(5) Uani 1 1 d . . . . .
H16 H 0.906762 0.326004 0.736271 0.028 Uiso 1 1 calc R U . . .
C15 C 0.8163(3) 0.37227(14) 0.79072(8) 0.0232(5) Uani 1 1 d . . . . .
H15 H 0.859075 0.331383 0.808722 0.028 Uiso 1 1 calc R U . . .
C14 C 0.7229(3) 0.43693(13) 0.80817(7) 0.0205(5) Uani 1 1 d . . . . .
C13 C 0.6805(3) 0.44270(15) 0.85179(7) 0.0245(5) Uani 1 1 d . . . . .
H13 H 0.717222 0.402411 0.870968 0.029 Uiso 1 1 calc R U . . .
C12 C 0.5868(3) 0.50579(15) 0.86673(7) 0.0266(5) Uani 1 1 d . . . . .
H12 H 0.556489 0.508814 0.895954 0.032 Uiso 1 1 calc R U . . .
O99 O 0.4478(3) 0.68898(9) 0.75443(5) 0.0314(4) Uani 1 1 d . . . . .
H99O H 0.422780 0.680451 0.730547 0.047 Uiso 1 1 d R U . . .
H99P H 0.353680 0.706750 0.767447 0.047 Uiso 1 1 d 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
Sn1 O1 2.0942(14) . ?
Sn1 N1 2.2058(18) . ?
Sn1 Cl2 2.3895(5) . ?
Sn1 Cl4 2.3916(5) . ?
Sn1 Cl1 2.4233(6) . ?
Sn1 Cl3 2.4311(6) . ?
O1 C8 1.357(2) . ?
C1 N1 1.325(3) . ?
C1 C2 1.405(3) . ?
C1 H1 0.9500 . ?
N1 C9 1.371(3) . ?
C2 C3 1.370(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.412(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.417(3) . ?
C4 C9 1.423(3) . ?
C5 C6 1.368(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.412(3) . ?
C6 H6 0.9500 . ?
C8 C7 1.383(3) . ?
C8 C9 1.422(3) . ?
C7 H7 0.9500 . ?
O11 C18 1.354(3) . ?
O11 H11O 0.8400 . ?
N11 C11 1.324(3) . ?
N11 C19 1.366(3) . ?
N11 H11N 0.8260 . ?
C11 C12 1.401(3) . ?
C11 H11 0.9500 . ?
C19 C14 1.414(3) . ?
C19 C18 1.420(3) . ?
C18 C17 1.369(3) . ?
C17 C16 1.415(3) . ?
C17 H17 0.9500 . ?
C16 C15 1.364(3) . ?
C16 H16 0.9500 . ?
C15 C14 1.420(3) . ?
C15 H15 0.9500 . ?
C14 C13 1.414(3) . ?
C13 C12 1.372(4) . ?
C13 H13 0.9500 . ?
C12 H12 0.9500 . ?
O99 H99O 0.7886 . ?
O99 H99P 0.8965 . ?

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 Sn1 N1 78.18(6) . . ?
O1 Sn1 Cl2 170.30(4) . . ?
N1 Sn1 Cl2 92.17(5) . . ?
O1 Sn1 Cl4 93.22(4) . . ?
N1 Sn1 Cl4 171.13(5) . . ?
Cl2 Sn1 Cl4 96.463(19) . . ?
O1 Sn1 Cl1 87.06(4) . . ?
N1 Sn1 Cl1 89.70(5) . . ?
Cl2 Sn1 Cl1 91.98(2) . . ?
Cl4 Sn1 Cl1 92.01(2) . . ?
O1 Sn1 Cl3 90.07(4) . . ?
N1 Sn1 Cl3 87.04(5) . . ?
Cl2 Sn1 Cl3 90.394(19) . . ?
Cl4 Sn1 Cl3 90.87(2) . . ?
Cl1 Sn1 Cl3 176.035(18) . . ?
C8 O1 Sn1 113.69(12) . . ?
N1 C1 C2 121.3(2) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C1 N1 C9 120.62(18) . . ?
C1 N1 Sn1 128.72(14) . . ?
C9 N1 Sn1 110.63(13) . . ?
C3 C2 C1 119.5(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.5(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 124.8(2) . . ?
C3 C4 C9 116.88(19) . . ?
C5 C4 C9 118.3(2) . . ?
C6 C5 C4 119.7(2) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 121.8(2) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
O1 C8 C7 123.19(19) . . ?
O1 C8 C9 119.02(18) . . ?
C7 C8 C9 117.78(19) . . ?
C8 C7 C6 120.8(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
N1 C9 C8 117.39(18) . . ?
N1 C9 C4 121.02(19) . . ?
C8 C9 C4 121.59(19) . . ?
C18 O11 H11O 109.5 . . ?
C11 N11 C19 123.1(2) . . ?
C11 N11 H11N 116.3 . . ?
C19 N11 H11N 120.5 . . ?
N11 C11 C12 120.2(2) . . ?
N11 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
N11 C19 C14 118.9(2) . . ?
N11 C19 C18 120.0(2) . . ?
C14 C19 C18 121.0(2) . . ?
O11 C18 C17 126.9(2) . . ?
O11 C18 C19 115.0(2) . . ?
C17 C18 C19 118.1(2) . . ?
C18 C17 C16 121.3(2) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C15 C16 C17 121.2(2) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C15 C14 119.5(2) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C13 C14 C19 117.8(2) . . ?
C13 C14 C15 123.3(2) . . ?
C19 C14 C15 118.9(2) . . ?
C12 C13 C14 120.8(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
H99O O99 H99P 106.8 . . ?

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
C2 C1 N1 C9 0.2(3) . . . . ?
C2 C1 N1 Sn1 178.08(15) . . . . ?
N1 C1 C2 C3 -2.0(3) . . . . ?
C1 C2 C3 C4 1.6(3) . . . . ?
C2 C3 C4 C5 -179.5(2) . . . . ?
C2 C3 C4 C9 0.6(3) . . . . ?
C3 C4 C5 C6 -179.4(2) . . . . ?
C9 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C7 0.8(3) . . . . ?
Sn1 O1 C8 C7 170.17(17) . . . . ?
Sn1 O1 C8 C9 -10.4(2) . . . . ?
O1 C8 C7 C6 177.0(2) . . . . ?
C9 C8 C7 C6 -2.4(3) . . . . ?
C5 C6 C7 C8 0.2(4) . . . . ?
C1 N1 C9 C8 -177.45(19) . . . . ?
Sn1 N1 C9 C8 4.3(2) . . . . ?
C1 N1 C9 C4 2.1(3) . . . . ?
Sn1 N1 C9 C4 -176.17(15) . . . . ?
O1 C8 C9 N1 3.9(3) . . . . ?
C7 C8 C9 N1 -176.68(19) . . . . ?
O1 C8 C9 C4 -175.66(18) . . . . ?
C7 C8 C9 C4 3.8(3) . . . . ?
C3 C4 C9 N1 -2.4(3) . . . . ?
C5 C4 C9 N1 177.63(19) . . . . ?
C3 C4 C9 C8 177.12(19) . . . . ?
C5 C4 C9 C8 -2.8(3) . . . . ?
C19 N11 C11 C12 -1.0(3) . . . . ?
C11 N11 C19 C14 -0.9(3) . . . . ?
C11 N11 C19 C18 176.8(2) . . . . ?
N11 C19 C18 O11 1.0(3) . . . . ?
C14 C19 C18 O11 178.59(19) . . . . ?
N11 C19 C18 C17 -178.90(19) . . . . ?
C14 C19 C18 C17 -1.3(3) . . . . ?
O11 C18 C17 C16 179.8(2) . . . . ?
C19 C18 C17 C16 -0.3(3) . . . . ?
C18 C17 C16 C15 1.0(3) . . . . ?
C17 C16 C15 C14 0.0(4) . . . . ?
N11 C19 C14 C13 1.6(3) . . . . ?
C18 C19 C14 C13 -176.0(2) . . . . ?
N11 C19 C14 C15 179.9(2) . . . . ?
C18 C19 C14 C15 2.2(3) . . . . ?
C16 C15 C14 C13 176.6(2) . . . . ?
C16 C15 C14 C19 -1.6(3) . . . . ?
C19 C14 C13 C12 -0.4(3) . . . . ?
C15 C14 C13 C12 -178.6(2) . . . . ?
C14 C13 C12 C11 -1.4(4) . . . . ?
N11 C11 C12 C13 2.2(4) . . . . ?

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_mz1009
_database_code_depnum_ccdc_archive 'CCDC 2224513'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H8 N O, Cl, H2 O'
_chemical_formula_sum            'C9 H10 Cl N O2'
_chemical_formula_weight         199.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.7734(4)
_cell_length_b                   8.0302(4)
_cell_length_c                   15.1465(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.036(5)
_cell_angle_gamma                90
_cell_volume                     933.74(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    6180
_cell_measurement_theta_min      3.6650
_cell_measurement_theta_max      32.2110

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.214
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.056
_exptl_absorpt_coefficient_mu    0.374
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            9932
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.672
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1649
_reflns_number_gt                1490
_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 1.171.41.111a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0504P)²+2.4277P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1649
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1403
_refine_ls_wR_factor_gt          0.1378
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.85284(11) 0.49242(10) 0.65230(5) 0.0310(3) Uani 1 1 d . . . . .
O1 O 0.4038(3) 0.2946(3) 0.59446(14) 0.0289(5) Uani 1 1 d . . . . .
H1O H 0.325511 0.275485 0.625543 0.043 Uiso 1 1 calc R U . . .
N1 N 0.6489(3) 0.3098(3) 0.48745(17) 0.0242(6) Uani 1 1 d . . . . .
H1N H 0.672440 0.362786 0.540741 0.029 Uiso 1 1 d R U . . .
C1 C 0.7764(4) 0.3236(4) 0.4383(2) 0.0289(7) Uani 1 1 d . . . . .
H1 H 0.877720 0.386379 0.460256 0.035 Uiso 1 1 calc R U . . .
C2 C 0.7619(4) 0.2466(4) 0.3553(2) 0.0297(7) Uani 1 1 d . . . . .
H2 H 0.853224 0.256269 0.320646 0.036 Uiso 1 1 calc R U . . .
C3 C 0.6154(4) 0.1568(4) 0.3238(2) 0.0271(7) Uani 1 1 d . . . . .
H3 H 0.605307 0.104861 0.266846 0.032 Uiso 1 1 calc R U . . .
C4 C 0.4784(4) 0.1405(4) 0.37511(19) 0.0211(6) Uani 1 1 d . . . . .
C5 C 0.3257(4) 0.0465(4) 0.3473(2) 0.0250(7) Uani 1 1 d . . . . .
H5 H 0.310259 -0.010030 0.291489 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2212(4) 0.1194(4) 0.4853(2) 0.0254(7) Uani 1 1 d . . . . .
H7 H 0.132370 0.111306 0.521621 0.031 Uiso 1 1 calc R U . . .
C8 C 0.3672(4) 0.2098(4) 0.51477(19) 0.0216(6) Uani 1 1 d . . . . .
C9 C 0.4982(4) 0.2213(4) 0.45950(19) 0.0203(6) Uani 1 1 d . . . . .
C6 C 0.1993(4) 0.0374(4) 0.4017(2) 0.0274(7) Uani 1 1 d . . . . .
H6 H 0.096192 -0.024784 0.382655 0.033 Uiso 1 1 calc R U . . .
O99 O 0.1483(3) 0.2268(3) 0.68026(15) 0.0326(6) Uani 1 1 d . . . . .
H99O H 0.075733 0.306558 0.675534 0.049 Uiso 1 1 d R U . . .
H99P H 0.148271 0.176904 0.733849 0.049 Uiso 1 1 d 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
O1 C8 1.376(4) . ?
O1 H1O 0.8400 . ?
N1 C1 1.334(4) . ?
N1 C9 1.379(4) . ?
N1 H1N 0.9052 . ?
C1 C2 1.390(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.369(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.414(4) . ?
C4 C9 1.420(4) . ?
C5 C6 1.380(5) . ?
C5 H5 0.9500 . ?
C7 C8 1.362(5) . ?
C7 C6 1.414(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.419(4) . ?
C6 H6 0.9500 . ?
O99 H99O 0.8490 . ?
O99 H99P 0.9055 . ?

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
C8 O1 H1O 109.5 . . ?
C1 N1 C9 122.8(3) . . ?
C1 N1 H1N 113.2 . . ?
C9 N1 H1N 124.0 . . ?
N1 C1 C2 120.4(3) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 123.6(3) . . ?
C5 C4 C9 118.7(3) . . ?
C3 C4 C9 117.8(3) . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C8 C7 C6 121.2(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 O1 126.7(3) . . ?
C7 C8 C9 118.7(3) . . ?
O1 C8 C9 114.6(3) . . ?
N1 C9 C8 120.4(3) . . ?
N1 C9 C4 118.6(3) . . ?
C8 C9 C4 121.0(3) . . ?
C5 C6 C7 120.9(3) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
H99O O99 H99P 108.4 . . ?

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
C9 N1 C1 C2 -0.3(5) . . . . ?
N1 C1 C2 C3 0.3(5) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 -178.5(3) . . . . ?
C2 C3 C4 C9 0.5(4) . . . . ?
C3 C4 C5 C6 179.9(3) . . . . ?
C9 C4 C5 C6 0.9(4) . . . . ?
C6 C7 C8 O1 -179.9(3) . . . . ?
C6 C7 C8 C9 0.3(4) . . . . ?
C1 N1 C9 C8 179.6(3) . . . . ?
C1 N1 C9 C4 0.4(4) . . . . ?
C7 C8 C9 N1 -179.2(3) . . . . ?
O1 C8 C9 N1 1.0(4) . . . . ?
C7 C8 C9 C4 0.0(4) . . . . ?
O1 C8 C9 C4 -179.9(2) . . . . ?
C5 C4 C9 N1 178.6(3) . . . . ?
C3 C4 C9 N1 -0.5(4) . . . . ?
C5 C4 C9 C8 -0.6(4) . . . . ?
C3 C4 C9 C8 -179.7(3) . . . . ?
C4 C5 C6 C7 -0.7(4) . . . . ?
C8 C7 C6 C5 0.0(5) . . . . ?

_refine_diff_density_max         1.298
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.077

####################################################################### 
# 
# 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_mz1118a
_database_code_depnum_ccdc_archive 'CCDC 2224517'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;
_audit_creation_date             2022-10-25
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C9 H6 Br2 N O), Br4 Cu, 2(H2 O)'
_chemical_formula_sum            'C18 H16 Br8 Cu N2 O4'
_chemical_formula_weight         1027.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H16 Br8 Cu N2 O4'
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'
Cu Cu 0.3201 1.2651 '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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   7.78250(10)
_cell_length_b                   18.1498(3)
_cell_length_c                   19.2961(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.250(2)
_cell_angle_gamma                90
_cell_volume                     2690.15(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25033
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      31.7680
_cell_measurement_theta_min      2.8820
_shelx_estimated_absorpt_T_max   0.297
_shelx_estimated_absorpt_T_min   0.111
_exptl_absorpt_coefficient_mu    12.723
_exptl_absorpt_correction_T_max  0.327
_exptl_absorpt_correction_T_min  0.109
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.536
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1916
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -1 27 0.0752
-7 15 15 0.0901
8 -17 -8 0.0986
0 3 -27 0.1098
0 6 26 0.0793
-8 -16 12 0.0636
-7 -18 -7 0.0897
7 19 5 0.1378
-1 -9 -24 0.0950
6 9 -22 0.0900
-8 18 -1 0.1158
-1 23 11 0.0555
1 24 -8 0.0608
0 -25 6 0.0590
1 -25 -5 0.0756

_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.126
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.6143 -1.3472 27.0123 0.1791 -0.0447 -0.9828
-7.3521 14.9356 15.2518 -0.7635 0.1814 -0.6198
7.9655 -17.0738 -7.6755 0.9107 -0.2171 0.3515
-0.2522 3.2394 -26.5230 -0.2814 0.0692 0.9571
-0.4896 5.7613 26.3251 -0.0506 -0.2031 -0.9779
-7.6932 -16.0163 12.2338 0.2100 0.8821 -0.4217
-6.6457 -18.3773 -6.5439 0.2243 0.9356 0.2727
6.8805 18.5383 4.9358 -0.2276 -0.9500 -0.2139
-1.1053 -9.2549 -24.4417 0.0958 0.3925 0.9147
6.1544 9.4839 -22.3283 -0.1366 -0.5784 0.8042
-7.8073 17.5773 -0.8834 -0.9718 0.2325 -0.0404
-0.6492 23.2302 11.4033 -0.7200 -0.4968 -0.4845
0.8792 24.3631 -8.2697 -0.8010 -0.5511 0.2339
0.4068 -24.8901 5.9867 0.8689 0.4731 -0.1455
1.2724 -24.9777 -5.4387 0.8451 0.4592 0.2738

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44926
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.580
_diffrn_reflns_theta_min         2.880
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  74.00   0.50   11.28    --   -1.41  19.00 -60.00  170
  2  ω    -12.00  73.00   0.50   11.28    --   -1.41  38.00 -30.00  170
  3  ω    -11.00  74.00   0.50   11.28    --   -1.41  19.00 120.00  170
  4  ω    -23.00  32.00   0.50   11.28    --   -1.41 -99.00  90.00  110
  5  ω    -23.00  32.00   0.50   11.28    --   -1.41 -99.00 150.00  110
  6  ω    -23.00  32.00   0.50   11.28    --   -1.41 -99.00  60.00  110
  7  ω    -23.00  32.00   0.50   11.28    --   -1.41 -99.00 -60.00  110
  8  ω    -23.00  32.00   0.50   11.28    --   -1.41 -99.00-120.00  110
  9  ω    -72.00  13.00   0.50   11.28    --   -1.41 -57.00 -30.00  170
 10  ω    -76.00   9.00   0.50   11.28    --   -1.41 -38.00 150.00  170
 11  ω    -72.00 -29.00   0.50   11.28    --   -1.41   0.00  90.00   86
 12  ω    -72.00  55.00   0.50   11.28    --   -1.41   0.00 -90.00  254
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0503605000
_diffrn_orient_matrix_UB_12      -0.0326075000
_diffrn_orient_matrix_UB_13      0.0061496000
_diffrn_orient_matrix_UB_21      -0.0773327000
_diffrn_orient_matrix_UB_22      -0.0213488000
_diffrn_orient_matrix_UB_23      -0.0044797000
_diffrn_orient_matrix_UB_31      0.0028220000
_diffrn_orient_matrix_UB_32      -0.0028769000
_diffrn_orient_matrix_UB_33      -0.0364632000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3690
_reflns_number_total             4192
_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       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.141
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.164
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         4192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+20.2615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0721
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O99(H99O,H99P)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1N), C3(H3), C6(H6), C1(H1), C2(H2)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1O)
;
_atom_sites_solution_hydrogens   mixed
_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
Br4 Br 0.37292(4) 0.30596(2) 0.62518(2) 0.01555(7) Uani 1 1 d . . . . .
Br2 Br 0.23122(4) 0.42487(2) 0.74152(2) 0.01809(8) Uani 1 1 d . . . . .
Br3 Br 0.57605(5) 0.08238(2) 0.45209(2) 0.02096(8) Uani 1 1 d . . . . .
Br1 Br 0.16278(4) 0.59416(2) 0.82799(2) 0.02045(8) Uani 1 1 d . . . . .
Cu1 Cu 0.000000 0.50964(3) 0.750000 0.01355(11) Uani 1 2 d S T P . .
O99 O 0.4634(3) 0.48560(14) 0.62125(12) 0.0192(5) Uani 1 1 d . . . . .
H99O H 0.565591 0.481151 0.646882 0.029 Uiso 1 1 d R U . . .
H99P H 0.392001 0.466741 0.646772 0.029 Uiso 1 1 d R U . . .
O1 O 0.4640(3) 0.40734(13) 0.50216(12) 0.0171(5) Uani 1 1 d . . . . .
H1O H 0.463225 0.418139 0.544438 0.026 Uiso 1 1 calc R U . . .
N1 N 0.5985(3) 0.36486(15) 0.39132(14) 0.0146(5) Uani 1 1 d . . . . .
H1N H 0.580869 0.411280 0.401287 0.018 Uiso 1 1 calc R U . . .
C3 C 0.6503(4) 0.22096(19) 0.35786(16) 0.0161(6) Uani 1 1 d . . . . .
H3 H 0.666555 0.171189 0.345103 0.019 Uiso 1 1 calc R U . . .
C4 C 0.5840(4) 0.23679(18) 0.42033(16) 0.0129(5) Uani 1 1 d . . . . .
C6 C 0.4822(4) 0.20436(18) 0.52872(16) 0.0142(6) Uani 1 1 d . . . . .
H6 H 0.457053 0.168112 0.561158 0.017 Uiso 1 1 calc R U . . .
C7 C 0.4557(4) 0.27974(19) 0.54214(15) 0.0137(6) Uani 1 1 d . . . . .
C5 C 0.5439(4) 0.18343(18) 0.46924(16) 0.0154(6) Uani 1 1 d . . . . .
C9 C 0.5563(4) 0.31190(17) 0.43590(15) 0.0125(5) Uani 1 1 d . . . . .
C8 C 0.4883(4) 0.33436(18) 0.49638(16) 0.0136(5) Uani 1 1 d . . . . .
C1 C 0.6651(4) 0.3499(2) 0.33355(17) 0.0187(6) Uani 1 1 d . . . . .
H1 H 0.694514 0.388828 0.304751 0.022 Uiso 1 1 calc R U . . .
C2 C 0.6915(4) 0.2771(2) 0.31540(17) 0.0195(6) Uani 1 1 d . . . . .
H2 H 0.737780 0.266105 0.273913 0.023 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
Br4 C7 1.882(3) . ?
Br2 Cu1 2.3930(5) . ?
Br3 C5 1.887(3) . ?
Br1 Cu1 2.3685(5) . ?
O99 H99O 0.8699 . ?
O99 H99P 0.8699 . ?
O1 H1O 0.8400 . ?
O1 C8 1.345(4) . ?
N1 H1N 0.8800 . ?
N1 C9 1.365(4) . ?
N1 C1 1.331(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.415(4) . ?
C3 C2 1.377(5) . ?
C4 C5 1.422(4) . ?
C4 C9 1.420(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.414(5) . ?
C6 C5 1.367(4) . ?
C7 C8 1.378(4) . ?
C9 C8 1.417(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.391(5) . ?
C2 H2 0.9500 . ?

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
Br2 Cu1 Br2 99.98(3) 2_556 . ?
Br1 Cu1 Br2 97.387(12) . . ?
Br1 Cu1 Br2 134.766(12) . 2_556 ?
Br1 Cu1 Br2 97.388(12) 2_556 2_556 ?
Br1 Cu1 Br2 134.770(12) 2_556 . ?
Br1 Cu1 Br1 99.26(3) . 2_556 ?
H99O O99 H99P 104.5 . . ?
C8 O1 H1O 109.5 . . ?
C9 N1 H1N 118.3 . . ?
C1 N1 H1N 118.3 . . ?
C1 N1 C9 123.3(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(3) . . ?
C3 C4 C5 125.2(3) . . ?
C3 C4 C9 117.6(3) . . ?
C9 C4 C5 117.2(3) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C5 C6 C7 120.3(3) . . ?
C6 C7 Br4 118.7(2) . . ?
C8 C7 Br4 119.2(2) . . ?
C8 C7 C6 122.1(3) . . ?
C4 C5 Br3 119.7(2) . . ?
C6 C5 Br3 119.4(2) . . ?
C6 C5 C4 120.8(3) . . ?
N1 C9 C4 118.9(3) . . ?
N1 C9 C8 118.4(3) . . ?
C8 C9 C4 122.7(3) . . ?
O1 C8 C7 127.8(3) . . ?
O1 C8 C9 115.3(3) . . ?
C7 C8 C9 116.9(3) . . ?
N1 C1 H1 120.0 . . ?
N1 C1 C2 119.9(3) . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?

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
Br4 C7 C8 O1 -1.9(4) . . . . ?
Br4 C7 C8 C9 177.8(2) . . . . ?
N1 C9 C8 O1 3.1(4) . . . . ?
N1 C9 C8 C7 -176.7(3) . . . . ?
N1 C1 C2 C3 -0.7(5) . . . . ?
C3 C4 C5 Br3 -0.8(4) . . . . ?
C3 C4 C5 C6 179.2(3) . . . . ?
C3 C4 C9 N1 -1.6(4) . . . . ?
C3 C4 C9 C8 179.2(3) . . . . ?
C4 C3 C2 C1 -1.0(5) . . . . ?
C4 C9 C8 O1 -177.7(3) . . . . ?
C4 C9 C8 C7 2.6(4) . . . . ?
C6 C7 C8 O1 178.0(3) . . . . ?
C6 C7 C8 C9 -2.3(4) . . . . ?
C7 C6 C5 Br3 -179.4(2) . . . . ?
C7 C6 C5 C4 0.6(5) . . . . ?
C5 C4 C9 N1 177.9(3) . . . . ?
C5 C4 C9 C8 -1.3(4) . . . . ?
C5 C6 C7 Br4 -179.4(2) . . . . ?
C5 C6 C7 C8 0.7(5) . . . . ?
C9 N1 C1 C2 1.3(5) . . . . ?
C9 C4 C5 Br3 179.7(2) . . . . ?
C9 C4 C5 C6 -0.3(4) . . . . ?
C1 N1 C9 C4 -0.1(4) . . . . ?
C1 N1 C9 C8 179.2(3) . . . . ?
C2 C3 C4 C5 -177.4(3) . . . . ?
C2 C3 C4 C9 2.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.976
_oxdiff_exptl_absorpt_empirical_full_min 0.532
####################################################################### 
# 
# 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_mz1025_red
_database_code_depnum_ccdc_archive 'CCDC 2224509'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2023-02-17 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_vrf_PLAT094_mz1025_red          
;
PROBLEM: Ratio of Maximum / Minimum Residual Density .... 6.92 Report
RESPONSE: This is a consequence of residual density 1.68 eA-3, which is located
 1.81 A from C17. The distance from C17 may indicate a bromine atom, as a result
 of partial bromination of 8-hydroxyquinoline. The refinement with partially 
occupied bromine atom shows occupation below 2%. The position of bromine was not
 in the plane of 8-hydroxyquinoline (distance from 8hq plane was 0.38 A). This 
refinement was worse, R1 increases from 1.59% to 1.77%. Due to all the above 
(very low occupation, nonplanar placement, worse final parameters) it was 
decided to leave refinement with residual density.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Br4 Fe, Br'
_chemical_formula_sum            'C18 H16 Br5 Fe N2 O2'
_chemical_formula_weight         747.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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'

_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                   7.68190(10)
_cell_length_b                   10.4227(2)
_cell_length_c                   14.4180(3)
_cell_angle_alpha                86.456(2)
_cell_angle_beta                 85.113(2)
_cell_angle_gamma                85.066(2)
_cell_volume                     1144.21(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    20285
_cell_measurement_theta_min      2.6420
_cell_measurement_theta_max      31.4800

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.170
_exptl_crystal_F_000             710
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.072
_exptl_absorpt_coefficient_mu    9.406
_exptl_absorpt_correction_T_min  0.237
_exptl_absorpt_correction_T_max  0.789
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            28566
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.360
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_full        25.023
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4033
_reflns_number_gt                3799
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0161P)²+1.5380P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4033
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0159
_refine_ls_wR_factor_ref         0.0387
_refine_ls_wR_factor_gt          0.0381
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Fe1 Fe 0.62806(4) 0.75133(3) 0.87349(2) 0.01366(7) Uani 1 1 d . . . . .
Br1 Br 0.65433(3) 0.96785(2) 0.89839(2) 0.01663(6) Uani 1 1 d . . . . .
Br2 Br 0.38006(3) 0.68494(2) 0.96438(2) 0.01811(6) Uani 1 1 d . . . . .
Br3 Br 0.58820(3) 0.73422(2) 0.71600(2) 0.02232(6) Uani 1 1 d . . . . .
Br4 Br 0.88319(3) 0.63263(2) 0.91790(2) 0.02144(6) Uani 1 1 d . . . . .
Br99 Br -0.10309(3) 0.26419(2) 0.39544(2) 0.02075(6) Uani 1 1 d . . . . .
N1 N 0.2703(2) 0.45117(18) 0.67442(13) 0.0171(4) Uani 1 1 d . . . . .
H1N H 0.230718 0.507370 0.637596 0.020 Uiso 1 1 d R U . . .
C1 C 0.3027(3) 0.4882(2) 0.75703(17) 0.0195(5) Uani 1 1 d . . . . .
H1 H 0.270790 0.574529 0.773299 0.023 Uiso 1 1 calc R U . . .
C2 C 0.3837(3) 0.4004(2) 0.82026(17) 0.0206(5) Uani 1 1 d . . . . .
H2 H 0.407005 0.426178 0.879726 0.025 Uiso 1 1 calc R U . . .
C3 C 0.4290(3) 0.2765(2) 0.79527(16) 0.0185(5) Uani 1 1 d . . . . .
H3 H 0.486496 0.216932 0.837479 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3918(3) 0.2355(2) 0.70790(16) 0.0160(5) Uani 1 1 d . . . . .
C5 C 0.4272(3) 0.1074(2) 0.67993(16) 0.0181(5) Uani 1 1 d . . . . .
H5 H 0.485170 0.043892 0.719140 0.022 Uiso 1 1 calc R U . . .
C6 C 0.3771(3) 0.0758(2) 0.59588(16) 0.0189(5) Uani 1 1 d . . . . .
H6 H 0.398468 -0.010794 0.578149 0.023 Uiso 1 1 calc R U . . .
C7 C 0.2942(3) 0.1687(2) 0.53473(16) 0.0194(5) Uani 1 1 d . . . . .
H7 H 0.261201 0.144137 0.476741 0.023 Uiso 1 1 calc R U . . .
C8 C 0.2614(3) 0.2944(2) 0.55917(16) 0.0179(5) Uani 1 1 d . . . . .
C9 C 0.3093(3) 0.3279(2) 0.64650(16) 0.0159(5) Uani 1 1 d . . . . .
O1 O 0.1833(2) 0.39249(16) 0.50684(12) 0.0240(4) Uani 1 1 d . . . . .
H1O H 0.125071 0.361993 0.467881 0.036 Uiso 1 1 calc R U . . .
N11 N 0.0290(2) -0.01885(18) 0.73638(13) 0.0155(4) Uani 1 1 d . . . . .
H11N H 0.013143 -0.061105 0.689381 0.019 Uiso 1 1 d R U . . .
C11 C 0.1103(3) -0.0771(2) 0.80657(16) 0.0179(5) Uani 1 1 d . . . . .
H11 H 0.152320 -0.165320 0.803925 0.021 Uiso 1 1 calc R U . . .
C12 C 0.1346(3) -0.0095(2) 0.88474(16) 0.0201(5) Uani 1 1 d . . . . .
H12 H 0.193438 -0.051055 0.935094 0.024 Uiso 1 1 calc R U . . .
C13 C 0.0723(3) 0.1179(2) 0.88767(16) 0.0193(5) Uani 1 1 d . . . . .
H13 H 0.087261 0.164134 0.940790 0.023 Uiso 1 1 calc R U . . .
C14 C -0.0138(3) 0.1811(2) 0.81265(16) 0.0172(5) Uani 1 1 d . . . . .
C15 C -0.0757(3) 0.3129(2) 0.80983(17) 0.0210(5) Uani 1 1 d . . . . .
H15 H -0.065839 0.363516 0.861407 0.025 Uiso 1 1 calc R U . . .
C16 C -0.1498(3) 0.3668(2) 0.73219(18) 0.0229(5) Uani 1 1 d . . . . .
H16 H -0.189362 0.455719 0.730133 0.027 Uiso 1 1 calc R U . . .
C17 C -0.1692(3) 0.2937(2) 0.65498(17) 0.0216(5) Uani 1 1 d . . . . .
H17 H -0.221862 0.333738 0.602131 0.026 Uiso 1 1 calc R U . . .
C18 C -0.1124(3) 0.1651(2) 0.65584(16) 0.0181(5) Uani 1 1 d . . . . .
C19 C -0.0337(3) 0.1086(2) 0.73487(16) 0.0153(4) Uani 1 1 d . . . . .
O11 O -0.1243(2) 0.08517(16) 0.58589(11) 0.0215(4) Uani 1 1 d . . . . .
H11O H -0.134576 0.129124 0.535538 0.032 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
Fe1 Br1 2.3352(4) . ?
Fe1 Br3 2.3367(4) . ?
Fe1 Br4 2.3411(4) . ?
Fe1 Br2 2.3484(4) . ?
N1 C1 1.324(3) . ?
N1 C9 1.371(3) . ?
N1 H1N 0.8220 . ?
C1 C2 1.397(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.370(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(3) . ?
C3 H3 0.9500 . ?
C4 C9 1.414(3) . ?
C4 C5 1.415(3) . ?
C5 C6 1.370(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.416(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.374(3) . ?
C7 H7 0.9500 . ?
C8 O1 1.361(3) . ?
C8 C9 1.413(3) . ?
O1 H1O 0.8400 . ?
N11 C11 1.322(3) . ?
N11 C19 1.373(3) . ?
N11 H11N 0.8534 . ?
C11 C12 1.400(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.373(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.414(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.414(3) . ?
C14 C19 1.416(3) . ?
C15 C16 1.367(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.412(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.373(3) . ?
C17 H17 0.9500 . ?
C18 O11 1.361(3) . ?
C18 C19 1.409(3) . ?
O11 H11O 0.8400 . ?

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 Fe1 Br3 108.276(15) . . ?
Br1 Fe1 Br4 107.842(14) . . ?
Br3 Fe1 Br4 112.125(15) . . ?
Br1 Fe1 Br2 108.342(14) . . ?
Br3 Fe1 Br2 109.197(15) . . ?
Br4 Fe1 Br2 110.945(15) . . ?
C1 N1 C9 123.5(2) . . ?
C1 N1 H1N 116.8 . . ?
C9 N1 H1N 119.6 . . ?
N1 C1 C2 120.0(2) . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 121.3(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C9 C4 C3 117.5(2) . . ?
C9 C4 C5 118.5(2) . . ?
C3 C4 C5 124.0(2) . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C7 121.7(2) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 120.1(2) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
O1 C8 C7 125.8(2) . . ?
O1 C8 C9 115.4(2) . . ?
C7 C8 C9 118.8(2) . . ?
N1 C9 C8 119.9(2) . . ?
N1 C9 C4 118.7(2) . . ?
C8 C9 C4 121.4(2) . . ?
C8 O1 H1O 109.5 . . ?
C11 N11 C19 123.09(19) . . ?
C11 N11 H11N 119.8 . . ?
C19 N11 H11N 117.1 . . ?
N11 C11 C12 120.4(2) . . ?
N11 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C14 120.9(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 123.7(2) . . ?
C15 C14 C19 118.5(2) . . ?
C13 C14 C19 117.8(2) . . ?
C16 C15 C14 119.4(2) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 121.7(2) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
O11 C18 C17 125.6(2) . . ?
O11 C18 C19 115.8(2) . . ?
C17 C18 C19 118.5(2) . . ?
N11 C19 C18 119.7(2) . . ?
N11 C19 C14 118.8(2) . . ?
C18 C19 C14 121.5(2) . . ?
C18 O11 H11O 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
C9 N1 C1 C2 1.3(4) . . . . ?
N1 C1 C2 C3 0.2(4) . . . . ?
C1 C2 C3 C4 -1.4(4) . . . . ?
C2 C3 C4 C9 1.2(3) . . . . ?
C2 C3 C4 C5 -176.7(2) . . . . ?
C9 C4 C5 C6 -1.6(3) . . . . ?
C3 C4 C5 C6 176.3(2) . . . . ?
C4 C5 C6 C7 1.6(3) . . . . ?
C5 C6 C7 C8 -0.2(4) . . . . ?
C6 C7 C8 O1 179.9(2) . . . . ?
C6 C7 C8 C9 -1.0(3) . . . . ?
C1 N1 C9 C8 176.4(2) . . . . ?
C1 N1 C9 C4 -1.4(3) . . . . ?
O1 C8 C9 N1 2.3(3) . . . . ?
C7 C8 C9 N1 -176.8(2) . . . . ?
O1 C8 C9 C4 -179.9(2) . . . . ?
C7 C8 C9 C4 0.9(3) . . . . ?
C3 C4 C9 N1 0.1(3) . . . . ?
C5 C4 C9 N1 178.2(2) . . . . ?
C3 C4 C9 C8 -177.6(2) . . . . ?
C5 C4 C9 C8 0.4(3) . . . . ?
C19 N11 C11 C12 0.7(3) . . . . ?
N11 C11 C12 C13 0.3(3) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C13 C14 C15 -177.8(2) . . . . ?
C12 C13 C14 C19 0.1(3) . . . . ?
C13 C14 C15 C16 176.8(2) . . . . ?
C19 C14 C15 C16 -1.0(3) . . . . ?
C14 C15 C16 C17 1.1(4) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C16 C17 C18 O11 179.9(2) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C11 N11 C19 C18 177.4(2) . . . . ?
C11 N11 C19 C14 -1.2(3) . . . . ?
O11 C18 C19 N11 1.6(3) . . . . ?
C17 C18 C19 N11 -178.1(2) . . . . ?
O11 C18 C19 C14 -179.8(2) . . . . ?
C17 C18 C19 C14 0.5(3) . . . . ?
C15 C14 C19 N11 178.8(2) . . . . ?
C13 C14 C19 N11 0.8(3) . . . . ?
C15 C14 C19 C18 0.2(3) . . . . ?
C13 C14 C19 C18 -177.8(2) . . . . ?

_refine_diff_density_max         1.660
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_mz1083
_database_code_depnum_ccdc_archive 'CCDC 2224506'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2023-02-17 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_vrf_PLAT910_mz1083              
;
RESPONSE:
These low angle reflections are missing due to the beamstop
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C9 H8 N O), Bi Cl6, Cl, 2(H2 O)'
_chemical_formula_sum            'C36 H36 Bi Cl7 N4 O6'
_chemical_formula_weight         1077.82

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 '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                   8.35930(10)
_cell_length_b                   13.0386(2)
_cell_length_c                   18.9457(3)
_cell_angle_alpha                76.3850(10)
_cell_angle_beta                 83.6190(10)
_cell_angle_gamma                84.6520(10)
_cell_volume                     1989.69(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    35703
_cell_measurement_theta_min      3.8410
_cell_measurement_theta_max      32.4860

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.302
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    4.951
_exptl_absorpt_correction_T_min  0.379
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            41842
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.463
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_full        25.026
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7009
_reflns_number_gt                6763
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0126P)²+1.1450P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7009
_refine_ls_number_parameters     491
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0140
_refine_ls_R_factor_gt           0.0132
_refine_ls_wR_factor_ref         0.0329
_refine_ls_wR_factor_gt          0.0327
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.006
_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
Bi1 Bi 0.63285(2) 0.69256(2) 0.23059(2) 0.01067(3) Uani 1 1 d . . . . .
O1 O 0.7743(2) 0.98021(12) 0.57760(8) 0.0268(3) Uani 1 1 d . . . . .
H1O H 0.821488 0.999879 0.608524 0.040 Uiso 1 1 calc R U . . .
N1 N 0.6219(2) 0.89383(13) 0.49088(9) 0.0183(4) Uani 1 1 d . . . . .
H1N H 0.666357 0.954663 0.475372 0.022 Uiso 1 1 calc R U . . .
C1 C 0.5463(2) 0.85802(17) 0.44469(11) 0.0204(4) Uani 1 1 d . . . . .
H1 H 0.542949 0.897282 0.395743 0.024 Uiso 1 1 calc R U . . .
Cl1 Cl 0.38620(6) 0.80483(4) 0.27543(3) 0.01996(10) Uani 1 1 d . . . . .
Cl2 Cl 0.84431(6) 0.80827(4) 0.26911(3) 0.02454(11) Uani 1 1 d . . . . .
C2 C 0.4717(3) 0.76333(17) 0.46741(12) 0.0223(5) Uani 1 1 d . . . . .
H2 H 0.415590 0.738502 0.434491 0.027 Uiso 1 1 calc R U . . .
Cl3 Cl 0.90283(6) 0.54387(4) 0.19138(2) 0.01597(9) Uani 1 1 d . . . . .
C3 C 0.4798(2) 0.70619(16) 0.53756(12) 0.0200(4) Uani 1 1 d . . . . .
H3 H 0.428856 0.641491 0.553204 0.024 Uiso 1 1 calc R U . . .
Cl4 Cl 0.42697(6) 0.57218(4) 0.18829(3) 0.02054(10) Uani 1 1 d . . . . .
C4 C 0.5630(2) 0.74208(16) 0.58701(11) 0.0172(4) Uani 1 1 d . . . . .
C9 C 0.6340(2) 0.84001(16) 0.56206(11) 0.0166(4) Uani 1 1 d . . . . .
C8 C 0.7179(3) 0.88288(17) 0.60761(12) 0.0211(4) Uani 1 1 d . . . . .
C7 C 0.7362(3) 0.82434(18) 0.67704(12) 0.0250(5) Uani 1 1 d . . . . .
H7 H 0.794808 0.850679 0.708390 0.030 Uiso 1 1 calc R U . . .
Cl6 Cl 0.65555(6) 0.82407(4) 0.09602(2) 0.01718(10) Uani 1 1 d . . . . .
C6 C 0.6693(3) 0.72592(18) 0.70219(11) 0.0253(5) Uani 1 1 d . . . . .
H6 H 0.685150 0.686580 0.750198 0.030 Uiso 1 1 calc R U . . .
Cl5 Cl 0.63283(6) 0.56114(4) 0.36314(2) 0.01632(10) Uani 1 1 d . . . . .
C5 C 0.5817(3) 0.68480(17) 0.65957(11) 0.0224(5) Uani 1 1 d . . . . .
H5 H 0.534388 0.619201 0.678296 0.027 Uiso 1 1 calc R U . . .
O11 O -0.13080(19) 0.30579(12) 0.35408(8) 0.0228(3) Uani 1 1 d . . . . .
H11O H -0.165906 0.246279 0.357760 0.034 Uiso 1 1 calc R U . . .
C11 C 0.1191(2) 0.55716(16) 0.33850(11) 0.0177(4) Uani 1 1 d . . . . .
H11 H 0.115615 0.610764 0.294861 0.021 Uiso 1 1 calc R U . . .
N11 N 0.0334(2) 0.47434(13) 0.34838(9) 0.0152(3) Uani 1 1 d . . . . .
H11N H -0.025499 0.470164 0.313579 0.018 Uiso 1 1 calc R U . . .
C12 C 0.2155(2) 0.56618(16) 0.39241(11) 0.0180(4) Uani 1 1 d . . . . .
H12 H 0.280768 0.624371 0.384828 0.022 Uiso 1 1 calc R U . . .
C13 C 0.2146(2) 0.49035(16) 0.45604(11) 0.0166(4) Uani 1 1 d . . . . .
H13 H 0.277815 0.497138 0.493180 0.020 Uiso 1 1 calc R U . . .
C16 C 0.0276(2) 0.23519(16) 0.53528(11) 0.0197(4) Uani 1 1 d . . . . .
H16 H 0.023747 0.180696 0.578572 0.024 Uiso 1 1 calc R U . . .
C15 C 0.1152(2) 0.31993(16) 0.53148(11) 0.0170(4) Uani 1 1 d . . . . .
H15 H 0.171837 0.323797 0.571469 0.020 Uiso 1 1 calc R U . . .
C14 C 0.1211(2) 0.40201(15) 0.46741(10) 0.0141(4) Uani 1 1 d . . . . .
C18 C -0.0567(2) 0.30496(16) 0.41433(11) 0.0161(4) Uani 1 1 d . . . . .
C17 C -0.0576(2) 0.22586(16) 0.47700(11) 0.0187(4) Uani 1 1 d . . . . .
H17 H -0.115384 0.165065 0.481028 0.022 Uiso 1 1 calc R U . . .
C19 C 0.0312(2) 0.39419(15) 0.41008(10) 0.0140(4) Uani 1 1 d . . . . .
C39 C 0.6137(2) 1.23358(15) 0.14951(10) 0.0148(4) Uani 1 1 d . . . . .
C38 C 0.6883(2) 1.32606(16) 0.14969(11) 0.0178(4) Uani 1 1 d . . . . .
C37 C 0.6940(2) 1.40542(16) 0.08716(11) 0.0197(4) Uani 1 1 d . . . . .
H37 H 0.744416 1.468239 0.085913 0.024 Uiso 1 1 calc R U . . .
C36 C 0.6254(2) 1.39403(16) 0.02506(11) 0.0198(4) Uani 1 1 d . . . . .
H36 H 0.633199 1.449001 -0.017896 0.024 Uiso 1 1 calc R U . . .
C35 C 0.5479(2) 1.30613(16) 0.02465(11) 0.0172(4) Uani 1 1 d . . . . .
H35 H 0.499532 1.301201 -0.017397 0.021 Uiso 1 1 calc R U . . .
C34 C 0.5409(2) 1.22261(16) 0.08806(11) 0.0154(4) Uani 1 1 d . . . . .
C33 C 0.4696(2) 1.12702(17) 0.09263(11) 0.0194(4) Uani 1 1 d . . . . .
H33 H 0.417670 1.117967 0.052610 0.023 Uiso 1 1 calc R U . . .
C32 C 0.4746(3) 1.04708(17) 0.15423(12) 0.0222(4) Uani 1 1 d . . . . .
H32 H 0.426922 0.982809 0.156746 0.027 Uiso 1 1 calc R U . . .
N31 N 0.6136(2) 1.15089(13) 0.20990(9) 0.0163(3) Uani 1 1 d . . . . .
H31N H 0.657968 1.158314 0.248244 0.020 Uiso 1 1 calc R U . . .
O31 O 0.75043(19) 1.32604(12) 0.21280(8) 0.0230(3) Uani 1 1 d . . . . .
H31O H 0.787651 1.384787 0.209609 0.035 Uiso 1 1 calc R U . . .
C31 C 0.5497(3) 1.06059(16) 0.21295(11) 0.0194(4) Uani 1 1 d . . . . .
H31 H 0.555152 1.004923 0.255381 0.023 Uiso 1 1 calc R U . . .
C29 C 0.0280(2) 0.78387(15) -0.00440(10) 0.0147(4) Uani 1 1 d . . . . .
C28 C -0.0594(2) 0.74277(16) -0.04995(11) 0.0173(4) Uani 1 1 d . . . . .
C27 C -0.0737(3) 0.80113(17) -0.12007(11) 0.0215(4) Uani 1 1 d . . . . .
H27 H -0.131406 0.775250 -0.151964 0.026 Uiso 1 1 calc R U . . .
C26 C -0.0034(3) 0.89904(17) -0.14486(11) 0.0234(5) Uani 1 1 d . . . . .
H26 H -0.016387 0.938405 -0.193131 0.028 Uiso 1 1 calc R U . . .
C25 C 0.0831(3) 0.93897(17) -0.10143(11) 0.0210(4) Uani 1 1 d . . . . .
H25 H 0.129878 1.004858 -0.119415 0.025 Uiso 1 1 calc R U . . .
C24 C 0.1017(2) 0.88054(16) -0.02920(11) 0.0162(4) Uani 1 1 d . . . . .
C23 C 0.1921(2) 0.91281(16) 0.01960(12) 0.0196(4) Uani 1 1 d . . . . .
H23 H 0.243171 0.977515 0.004390 0.023 Uiso 1 1 calc R U . . .
C22 C 0.2070(3) 0.85229(17) 0.08826(11) 0.0213(4) Uani 1 1 d . . . . .
H22 H 0.270337 0.873646 0.120205 0.026 Uiso 1 1 calc R U . . .
C21 C 0.1279(2) 0.75854(16) 0.11105(11) 0.0185(4) Uani 1 1 d . . . . .
H21 H 0.134786 0.716915 0.159195 0.022 Uiso 1 1 calc R U . . .
O21 O -0.12035(18) 0.64814(12) -0.02056(8) 0.0221(3) Uani 1 1 d . . . . .
H21O H -0.155395 0.625229 -0.053362 0.033 Uiso 1 1 calc R U . . .
N21 N 0.04380(19) 0.72790(13) 0.06565(9) 0.0153(3) Uani 1 1 d . . . . .
H21N H -0.004559 0.668499 0.081180 0.018 Uiso 1 1 calc R U . . .
Cl99 Cl -0.25427(6) 0.08424(4) 0.36485(3) 0.02177(11) Uani 1 1 d . . . . .
O99 O 0.9266(2) 1.02795(12) 0.67995(8) 0.0272(3) Uani 1 1 d . . . . .
H99O H 1.035864 0.998979 0.671989 0.041 Uiso 1 1 d R U . . .
H99P H 0.923165 1.094578 0.694689 0.041 Uiso 1 1 d R U . . .
O98 O -0.21776(18) 0.57762(12) -0.13004(8) 0.0224(3) Uani 1 1 d . . . . .
H98O H -0.140779 0.559143 -0.151348 0.034 Uiso 1 1 d R U . . .
H98P H -0.298579 0.541243 -0.137448 0.034 Uiso 1 1 d 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
Bi1 Cl1 2.5979(5) . ?
Bi1 Cl5 2.6863(4) . ?
Bi1 Cl2 2.6900(5) . ?
Bi1 Cl6 2.7150(5) . ?
Bi1 Cl4 2.7331(5) . ?
Bi1 Cl3 2.9822(5) . ?
O1 C8 1.367(3) . ?
O1 H1O 0.8400 . ?
N1 C1 1.324(3) . ?
N1 C9 1.376(3) . ?
N1 H1N 0.8800 . ?
C1 C2 1.390(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.368(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.411(3) . ?
C3 H3 0.9500 . ?
C4 C9 1.415(3) . ?
C4 C5 1.419(3) . ?
C9 C8 1.409(3) . ?
C8 C7 1.374(3) . ?
C7 C6 1.405(3) . ?
C7 H7 0.9500 . ?
C6 C5 1.373(3) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
O11 C18 1.355(2) . ?
O11 H11O 0.8400 . ?
C11 N11 1.317(3) . ?
C11 C12 1.401(3) . ?
C11 H11 0.9500 . ?
N11 C19 1.372(2) . ?
N11 H11N 0.8800 . ?
C12 C13 1.367(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.413(3) . ?
C13 H13 0.9500 . ?
C16 C15 1.366(3) . ?
C16 C17 1.412(3) . ?
C16 H16 0.9500 . ?
C15 C14 1.416(3) . ?
C15 H15 0.9500 . ?
C14 C19 1.415(3) . ?
C18 C17 1.377(3) . ?
C18 C19 1.415(3) . ?
C17 H17 0.9500 . ?
C39 N31 1.375(3) . ?
C39 C38 1.409(3) . ?
C39 C34 1.414(3) . ?
C38 O31 1.356(2) . ?
C38 C37 1.377(3) . ?
C37 C36 1.408(3) . ?
C37 H37 0.9500 . ?
C36 C35 1.370(3) . ?
C36 H36 0.9500 . ?
C35 C34 1.419(3) . ?
C35 H35 0.9500 . ?
C34 C33 1.411(3) . ?
C33 C32 1.371(3) . ?
C33 H33 0.9500 . ?
C32 C31 1.390(3) . ?
C32 H32 0.9500 . ?
N31 C31 1.324(3) . ?
N31 H31N 0.8800 . ?
O31 H31O 0.8400 . ?
C31 H31 0.9500 . ?
C29 N21 1.370(2) . ?
C29 C24 1.411(3) . ?
C29 C28 1.413(3) . ?
C28 O21 1.350(2) . ?
C28 C27 1.379(3) . ?
C27 C26 1.411(3) . ?
C27 H27 0.9500 . ?
C26 C25 1.369(3) . ?
C26 H26 0.9500 . ?
C25 C24 1.418(3) . ?
C25 H25 0.9500 . ?
C24 C23 1.414(3) . ?
C23 C22 1.366(3) . ?
C23 H23 0.9500 . ?
C22 C21 1.399(3) . ?
C22 H22 0.9500 . ?
C21 N21 1.320(3) . ?
C21 H21 0.9500 . ?
O21 H21O 0.8400 . ?
N21 H21N 0.8800 . ?
O99 H99O 0.9654 . ?
O99 H99P 0.9702 . ?
O98 H98O 0.7709 . ?
O98 H98P 0.9017 . ?

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
Cl1 Bi1 Cl5 90.805(15) . . ?
Cl1 Bi1 Cl2 92.558(17) . . ?
Cl5 Bi1 Cl2 89.558(15) . . ?
Cl1 Bi1 Cl6 92.307(15) . . ?
Cl5 Bi1 Cl6 176.031(14) . . ?
Cl2 Bi1 Cl6 87.845(15) . . ?
Cl1 Bi1 Cl4 89.450(16) . . ?
Cl5 Bi1 Cl4 91.036(15) . . ?
Cl2 Bi1 Cl4 177.899(16) . . ?
Cl6 Bi1 Cl4 91.454(15) . . ?
Cl1 Bi1 Cl3 173.797(14) . . ?
Cl5 Bi1 Cl3 83.700(13) . . ?
Cl2 Bi1 Cl3 90.284(15) . . ?
Cl6 Bi1 Cl3 93.309(13) . . ?
Cl4 Bi1 Cl3 87.778(14) . . ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 122.82(18) . . ?
C1 N1 H1N 118.6 . . ?
C9 N1 H1N 118.6 . . ?
N1 C1 C2 120.39(19) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.87(19) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C9 117.79(18) . . ?
C3 C4 C5 123.82(19) . . ?
C9 C4 C5 118.38(19) . . ?
N1 C9 C8 119.41(18) . . ?
N1 C9 C4 118.65(18) . . ?
C8 C9 C4 121.94(19) . . ?
O1 C8 C7 126.1(2) . . ?
O1 C8 C9 115.89(18) . . ?
C7 C8 C9 118.0(2) . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C5 C6 C7 122.1(2) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C6 C5 C4 118.8(2) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C18 O11 H11O 109.5 . . ?
N11 C11 C12 119.95(18) . . ?
N11 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 N11 C19 123.43(17) . . ?
C11 N11 H11N 118.3 . . ?
C19 N11 H11N 118.3 . . ?
C13 C12 C11 119.31(19) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 120.99(18) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C16 C17 122.18(19) . . ?
C15 C16 H16 118.9 . . ?
C17 C16 H16 118.9 . . ?
C16 C15 C14 119.45(18) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C13 C14 C19 117.54(18) . . ?
C13 C14 C15 124.21(18) . . ?
C19 C14 C15 118.23(18) . . ?
O11 C18 C17 126.24(18) . . ?
O11 C18 C19 115.24(17) . . ?
C17 C18 C19 118.51(18) . . ?
C18 C17 C16 119.95(19) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
N11 C19 C14 118.69(18) . . ?
N11 C19 C18 119.68(17) . . ?
C14 C19 C18 121.61(18) . . ?
N31 C39 C38 119.59(18) . . ?
N31 C39 C34 118.79(18) . . ?
C38 C39 C34 121.61(18) . . ?
O31 C38 C37 126.61(19) . . ?
O31 C38 C39 115.03(18) . . ?
C37 C38 C39 118.35(18) . . ?
C38 C37 C36 120.41(19) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C35 C36 C37 122.05(19) . . ?
C35 C36 H36 119.0 . . ?
C37 C36 H36 119.0 . . ?
C36 C35 C34 118.91(19) . . ?
C36 C35 H35 120.5 . . ?
C34 C35 H35 120.5 . . ?
C33 C34 C39 117.74(18) . . ?
C33 C34 C35 123.61(18) . . ?
C39 C34 C35 118.62(18) . . ?
C32 C33 C34 120.70(19) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C33 C32 C31 119.6(2) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C31 N31 C39 122.95(17) . . ?
C31 N31 H31N 118.5 . . ?
C39 N31 H31N 118.5 . . ?
C38 O31 H31O 109.5 . . ?
N31 C31 C32 120.15(19) . . ?
N31 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
N21 C29 C24 118.75(18) . . ?
N21 C29 C28 119.31(18) . . ?
C24 C29 C28 121.93(18) . . ?
O21 C28 C27 125.72(19) . . ?
O21 C28 C29 116.34(17) . . ?
C27 C28 C29 117.94(19) . . ?
C28 C27 C26 120.5(2) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C25 C26 C27 121.99(19) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C26 C25 C24 119.0(2) . . ?
C26 C25 H25 120.5 . . ?
C24 C25 H25 120.5 . . ?
C29 C24 C23 117.65(18) . . ?
C29 C24 C25 118.56(19) . . ?
C23 C24 C25 123.78(19) . . ?
C22 C23 C24 120.94(19) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C23 C22 C21 119.29(19) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
N21 C21 C22 119.98(19) . . ?
N21 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C28 O21 H21O 109.5 . . ?
C21 N21 C29 123.33(18) . . ?
C21 N21 H21N 118.3 . . ?
C29 N21 H21N 118.3 . . ?
H99O O99 H99P 111.8 . . ?
H98O O98 H98P 107.1 . . ?

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
C9 N1 C1 C2 1.3(3) . . . . ?
N1 C1 C2 C3 -1.3(3) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C9 1.5(3) . . . . ?
C2 C3 C4 C5 -177.37(19) . . . . ?
C1 N1 C9 C8 179.36(19) . . . . ?
C1 N1 C9 C4 0.2(3) . . . . ?
C3 C4 C9 N1 -1.5(3) . . . . ?
C5 C4 C9 N1 177.39(17) . . . . ?
C3 C4 C9 C8 179.32(18) . . . . ?
C5 C4 C9 C8 -1.8(3) . . . . ?
N1 C9 C8 O1 3.6(3) . . . . ?
C4 C9 C8 O1 -177.18(18) . . . . ?
N1 C9 C8 C7 -176.16(18) . . . . ?
C4 C9 C8 C7 3.0(3) . . . . ?
O1 C8 C7 C6 178.6(2) . . . . ?
C9 C8 C7 C6 -1.7(3) . . . . ?
C8 C7 C6 C5 -0.9(3) . . . . ?
C7 C6 C5 C4 2.2(3) . . . . ?
C3 C4 C5 C6 178.01(19) . . . . ?
C9 C4 C5 C6 -0.8(3) . . . . ?
C12 C11 N11 C19 0.5(3) . . . . ?
N11 C11 C12 C13 -2.4(3) . . . . ?
C11 C12 C13 C14 1.5(3) . . . . ?
C17 C16 C15 C14 0.4(3) . . . . ?
C12 C13 C14 C19 1.1(3) . . . . ?
C12 C13 C14 C15 179.39(19) . . . . ?
C16 C15 C14 C13 -176.50(19) . . . . ?
C16 C15 C14 C19 1.7(3) . . . . ?
O11 C18 C17 C16 179.01(19) . . . . ?
C19 C18 C17 C16 0.3(3) . . . . ?
C15 C16 C17 C18 -1.4(3) . . . . ?
C11 N11 C19 C14 2.2(3) . . . . ?
C11 N11 C19 C18 -176.22(18) . . . . ?
C13 C14 C19 N11 -3.0(3) . . . . ?
C15 C14 C19 N11 178.68(17) . . . . ?
C13 C14 C19 C18 175.43(17) . . . . ?
C15 C14 C19 C18 -2.9(3) . . . . ?
O11 C18 C19 N11 1.4(3) . . . . ?
C17 C18 C19 N11 -179.70(18) . . . . ?
O11 C18 C19 C14 -176.96(17) . . . . ?
C17 C18 C19 C14 1.9(3) . . . . ?
N31 C39 C38 O31 -2.2(3) . . . . ?
C34 C39 C38 O31 178.89(18) . . . . ?
N31 C39 C38 C37 176.70(18) . . . . ?
C34 C39 C38 C37 -2.2(3) . . . . ?
O31 C38 C37 C36 179.29(19) . . . . ?
C39 C38 C37 C36 0.5(3) . . . . ?
C38 C37 C36 C35 1.6(3) . . . . ?
C37 C36 C35 C34 -2.0(3) . . . . ?
N31 C39 C34 C33 0.9(3) . . . . ?
C38 C39 C34 C33 179.75(18) . . . . ?
N31 C39 C34 C35 -177.12(17) . . . . ?
C38 C39 C34 C35 1.8(3) . . . . ?
C36 C35 C34 C33 -177.51(19) . . . . ?
C36 C35 C34 C39 0.3(3) . . . . ?
C39 C34 C33 C32 -1.4(3) . . . . ?
C35 C34 C33 C32 176.5(2) . . . . ?
C34 C33 C32 C31 0.4(3) . . . . ?
C38 C39 N31 C31 -178.18(19) . . . . ?
C34 C39 N31 C31 0.7(3) . . . . ?
C39 N31 C31 C32 -1.8(3) . . . . ?
C33 C32 C31 N31 1.2(3) . . . . ?
N21 C29 C28 O21 -1.0(3) . . . . ?
C24 C29 C28 O21 178.15(17) . . . . ?
N21 C29 C28 C27 179.76(18) . . . . ?
C24 C29 C28 C27 -1.1(3) . . . . ?
O21 C28 C27 C26 -179.49(19) . . . . ?
C29 C28 C27 C26 -0.3(3) . . . . ?
C28 C27 C26 C25 1.1(3) . . . . ?
C27 C26 C25 C24 -0.4(3) . . . . ?
N21 C29 C24 C23 1.7(3) . . . . ?
C28 C29 C24 C23 -177.44(18) . . . . ?
N21 C29 C24 C25 -179.12(17) . . . . ?
C28 C29 C24 C25 1.8(3) . . . . ?
C26 C25 C24 C29 -1.0(3) . . . . ?
C26 C25 C24 C23 178.17(19) . . . . ?
C29 C24 C23 C22 -0.1(3) . . . . ?
C25 C24 C23 C22 -179.22(19) . . . . ?
C24 C23 C22 C21 -1.7(3) . . . . ?
C23 C22 C21 N21 1.9(3) . . . . ?
C22 C21 N21 C29 -0.2(3) . . . . ?
C24 C29 N21 C21 -1.6(3) . . . . ?
C28 C29 N21 C21 177.57(18) . . . . ?

_refine_diff_density_max         0.580
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_mz1007a2_auto
_database_code_depnum_ccdc_archive 'CCDC 2224518'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;
_audit_creation_date             2022-11-03
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br5, 2(C9 H6 Br2 N O), H2 O'
_chemical_formula_sum            'C18 H14 Bi Br9 N2 O3'
_chemical_formula_weight         1234.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H14 Bi Br9 N2 O3'
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'
Bi Bi -4.1077 10.2566 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.5995(7)
_cell_length_b                   11.6721(5)
_cell_length_c                   12.3329(6)
_cell_angle_alpha                68.963(4)
_cell_angle_beta                 63.154(5)
_cell_angle_gamma                76.750(4)
_cell_volume                     1385.98(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14567
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      32.2530
_cell_measurement_theta_min      3.0500
_shelx_estimated_absorpt_T_max   0.490
_shelx_estimated_absorpt_T_min   0.093
_exptl_absorpt_coefficient_mu    19.358
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.54a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.958
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1116
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 -10 -11 0.0615
-4 13 9 0.0586
0 -14 3 0.0962
0 14 -3 0.0962
-16 -8 -9 0.0323
16 8 9 0.0323
-14 -2 -14 0.0785
10 12 0 0.0682
-5 7 12 0.0538
-13 -11 -12 0.0168
13 12 12 0.0208

_exptl_crystal_size_max          0.233
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.043
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.5992 -9.5315 -11.1221 0.2276 0.9533 0.1986
-4.1031 12.6731 8.7734 -0.2316 -0.9674 0.1024
0.2649 -14.0641 3.0835 0.1054 0.4340 -0.8947
-0.2649 14.0641 -3.0835 -0.1054 -0.4340 0.8947
-15.5835 -8.4460 -9.1489 -0.9357 0.2233 -0.2733
15.5835 8.4460 9.1489 0.9357 -0.2233 0.2733
-13.7681 -1.7876 -14.1145 -0.8995 0.2159 0.3799
10.4615 11.5072 -0.0627 0.5532 -0.1307 0.8227
-4.7224 6.5718 12.2129 -0.2125 -0.8849 -0.4144
-13.3479 -11.4692 -12.4197 -0.8163 0.5388 -0.2079
13.2904 11.8197 11.8782 0.8072 -0.5327 0.2542

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1006
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27907
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         3.067
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00   5.00   0.50   10.00    --    1.24 -19.00-120.00  158
  2  ω    -73.00  12.00   0.50   10.00    --    1.24 -38.00-180.00  170
  3  ω    -23.00  34.00   0.50   10.00    --    1.24 -99.00   0.00  114
  4  ω    -23.00  34.00   0.50   10.00    --    1.24 -99.00 -90.00  114
  5  ω    -63.00  24.00   0.50   10.00    --    1.24 -77.00 120.00  174
  6  ω    -23.00  30.00   0.50   10.00    --   -3.42 -99.00-120.00  106
  7  ω    -13.00  72.00   0.50   10.00    --   -3.42  19.00  30.00  170
  8  ω    -23.00  30.00   0.50   10.00    --   -3.42 -99.00-150.00  106
  9  ω    -68.00  19.00   0.50   10.00    --   -3.42 -77.00  90.00  174
 10  ω    -78.00   5.00   0.50   10.00    --   -3.42 -19.00 -60.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0581296000
_diffrn_orient_matrix_UB_12      -0.0047287000
_diffrn_orient_matrix_UB_13      0.0076226000
_diffrn_orient_matrix_UB_21      0.0301821000
_diffrn_orient_matrix_UB_22      -0.0390156000
_diffrn_orient_matrix_UB_23      -0.0397940000
_diffrn_orient_matrix_UB_31      0.0209142000
_diffrn_orient_matrix_UB_32      0.0521879000
_diffrn_orient_matrix_UB_33      -0.0539287000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4195
_reflns_number_total             4877
_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       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         3.063
_refine_diff_density_min         -2.094
_refine_diff_density_rms         0.291
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         4877
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0677P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1029
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O99(H99O,H99P)
2.b Aromatic/amide H refined with riding coordinates:
 N11(H11N), N1(H1N), C16(H16), C13(H13), C11(H11), C6(H6), C12(H12), C2(H2),
 C3(H3), C1(H1)
2.c Idealised tetrahedral OH refined as rotating group:
 O11(H11O), O1(H1O)
;
_atom_sites_solution_hydrogens   mixed
_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
Bi1 Bi 0.43876(3) 0.40016(2) 0.90843(3) 0.01566(11) Uani 1 1 d . . . . .
Br5 Br 0.56491(7) 0.63536(6) 0.83644(7) 0.01990(18) Uani 1 1 d . . . . .
Br2 Br 0.44044(8) 0.45820(7) 0.67001(7) 0.02322(19) Uani 1 1 d . . . . .
Br11 Br 0.58262(7) -0.25787(7) 0.48882(8) 0.02390(19) Uani 1 1 d . . . . .
Br4 Br 0.18630(7) 0.52583(7) 0.97439(8) 0.02449(19) Uani 1 1 d . . . . .
Br1 Br 0.69976(8) 0.28859(7) 0.81453(8) 0.02499(19) Uani 1 1 d . . . . .
Br12 Br 0.69529(8) 0.06777(7) 0.66581(8) 0.02493(19) Uani 1 1 d . . . . .
Br3 Br 0.33787(9) 0.18180(7) 0.99500(8) 0.0297(2) Uani 1 1 d . . . . .
Br6 Br 1.05355(8) 1.01822(7) 0.17537(9) 0.0302(2) Uani 1 1 d . . . . .
Br7 Br 0.91153(8) 0.72798(9) 0.68578(9) 0.0333(2) Uani 1 1 d . . . . .
O11 O 0.7657(5) 0.2330(5) 0.3786(5) 0.0212(12) Uani 1 1 d . . . . .
H11O H 0.741308 0.256694 0.442982 0.032 Uiso 1 1 calc R U . . .
O99 O 0.7467(6) 0.3737(5) 0.5152(5) 0.0260(13) Uani 1 1 d G . . . .
H99O H 0.745161 0.351103 0.591082 0.039 Uiso 1 1 d G U . . .
H99P H 0.666206 0.396114 0.526276 0.039 Uiso 1 1 d G U . . .
N11 N 0.7302(6) 0.1867(6) 0.2033(6) 0.0173(13) Uani 1 1 d . . . . .
H11N H 0.756079 0.256703 0.192672 0.021 Uiso 1 1 calc R U . . .
O1 O 0.8536(6) 0.5453(5) 0.5847(6) 0.0300(13) Uani 1 1 d . . . . .
H1O H 0.795958 0.558672 0.652151 0.045 Uiso 1 1 calc R U . . .
N1 N 0.8781(6) 0.5804(6) 0.3495(7) 0.0231(15) Uani 1 1 d . . . . .
H1N H 0.850780 0.512601 0.411738 0.028 Uiso 1 1 calc R U . . .
C16 C 0.6489(7) -0.0788(7) 0.5508(7) 0.0185(16) Uani 1 1 d . . . . .
H16 H 0.627377 -0.138278 0.632049 0.022 Uiso 1 1 calc R U . . .
C13 C 0.6536(7) -0.0305(7) 0.2316(8) 0.0229(17) Uani 1 1 d . . . . .
H13 H 0.628332 -0.106058 0.239623 0.028 Uiso 1 1 calc R U . . .
C5 C 0.9866(7) 0.8721(7) 0.3040(8) 0.0221(17) Uani 1 1 d . . . . .
C7 C 0.9303(8) 0.7469(7) 0.5210(8) 0.0243(18) Uani 1 1 d . . . . .
C19 C 0.7074(7) 0.0971(7) 0.3167(7) 0.0206(17) Uani 1 1 d . . . . .
C18 C 0.7216(7) 0.1232(7) 0.4138(7) 0.0181(16) Uani 1 1 d . . . . .
C4 C 0.9555(7) 0.7802(7) 0.2739(8) 0.0220(17) Uani 1 1 d . . . . .
C14 C 0.6663(7) -0.0165(6) 0.3347(7) 0.0168(16) Uani 1 1 d . . . . .
C11 C 0.7150(7) 0.1729(7) 0.1071(8) 0.0235(18) Uani 1 1 d . . . . .
H11 H 0.730202 0.238350 0.030351 0.028 Uiso 1 1 calc R U . . .
C6 C 0.9755(7) 0.8547(7) 0.4236(8) 0.0242(18) Uani 1 1 d . . . . .
H6 H 0.998982 0.916981 0.440921 0.029 Uiso 1 1 calc R U . . .
C12 C 0.6772(7) 0.0628(7) 0.1205(8) 0.0228(17) Uani 1 1 d . . . . .
H12 H 0.667538 0.052037 0.052274 0.027 Uiso 1 1 calc R U . . .
C8 C 0.8973(7) 0.6533(7) 0.4979(8) 0.0225(17) Uani 1 1 d . . . . .
C2 C 0.9230(8) 0.6948(8) 0.1359(8) 0.0262(18) Uani 1 1 d . . . . .
H2 H 0.923827 0.702745 0.056083 0.031 Uiso 1 1 calc R U . . .
C17 C 0.6905(7) 0.0339(7) 0.5291(7) 0.0194(16) Uani 1 1 d . . . . .
C15 C 0.6392(7) -0.1035(7) 0.4549(8) 0.0194(16) Uani 1 1 d . . . . .
C3 C 0.9607(8) 0.7907(8) 0.1543(9) 0.0282(19) Uani 1 1 d . . . . .
H3 H 0.989948 0.862842 0.085499 0.034 Uiso 1 1 calc R U . . .
C1 C 0.8852(8) 0.5906(7) 0.2348(8) 0.0234(17) Uani 1 1 d . . . . .
H1 H 0.863580 0.523907 0.222357 0.028 Uiso 1 1 calc R U . . .
C9 C 0.9115(7) 0.6711(7) 0.3739(9) 0.0240(18) 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
Bi1 Br5 3.0634(8) . ?
Bi1 Br5 3.0041(8) 2_667 ?
Bi1 Br2 2.7622(8) . ?
Bi1 Br4 2.8505(8) . ?
Bi1 Br1 2.8830(8) . ?
Bi1 Br3 2.7001(8) . ?
Br11 C15 1.899(7) . ?
Br12 C17 1.891(7) . ?
Br6 C5 1.892(8) . ?
Br7 C7 1.878(8) . ?
O11 H11O 0.8400 . ?
O11 C18 1.339(9) . ?
O99 H99O 0.8700 . ?
O99 H99P 0.8696 . ?
N11 H11N 0.8800 . ?
N11 C19 1.365(9) . ?
N11 C11 1.343(10) . ?
O1 H1O 0.8400 . ?
O1 C8 1.351(10) . ?
N1 H1N 0.8800 . ?
N1 C1 1.341(10) . ?
N1 C9 1.373(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.399(11) . ?
C16 C15 1.368(11) . ?
C13 H13 0.9500 . ?
C13 C14 1.413(11) . ?
C13 C12 1.366(11) . ?
C5 C4 1.415(11) . ?
C5 C6 1.364(12) . ?
C7 C6 1.396(12) . ?
C7 C8 1.391(11) . ?
C19 C18 1.421(11) . ?
C19 C14 1.421(11) . ?
C18 C17 1.372(11) . ?
C4 C3 1.410(12) . ?
C4 C9 1.416(12) . ?
C14 C15 1.404(11) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(11) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C8 C9 1.403(12) . ?
C2 H2 0.9500 . ?
C2 C3 1.412(12) . ?
C2 C1 1.362(12) . ?
C3 H3 0.9500 . ?
C1 H1 0.9500 . ?

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
Br5 Bi1 Br5 82.70(2) 2_667 . ?
Br2 Bi1 Br5 174.19(2) . 2_667 ?
Br2 Bi1 Br5 92.21(2) . . ?
Br2 Bi1 Br4 85.33(3) . . ?
Br2 Bi1 Br1 89.21(2) . . ?
Br4 Bi1 Br5 91.87(2) . . ?
Br4 Bi1 Br5 92.01(2) . 2_667 ?
Br4 Bi1 Br1 173.98(2) . . ?
Br1 Bi1 Br5 85.80(2) . . ?
Br1 Bi1 Br5 93.19(2) . 2_667 ?
Br3 Bi1 Br5 172.98(2) . . ?
Br3 Bi1 Br5 90.84(2) . 2_667 ?
Br3 Bi1 Br2 94.37(3) . . ?
Br3 Bi1 Br4 91.11(3) . . ?
Br3 Bi1 Br1 91.82(3) . . ?
Bi1 Br5 Bi1 97.30(2) 2_667 . ?
C18 O11 H11O 109.5 . . ?
H99O O99 H99P 104.5 . . ?
C19 N11 H11N 118.5 . . ?
C11 N11 H11N 118.5 . . ?
C11 N11 C19 123.0(7) . . ?
C8 O1 H1O 109.5 . . ?
C1 N1 H1N 118.6 . . ?
C1 N1 C9 122.8(7) . . ?
C9 N1 H1N 118.6 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0(7) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.0(8) . . ?
C4 C5 Br6 120.1(6) . . ?
C6 C5 Br6 118.8(6) . . ?
C6 C5 C4 121.0(7) . . ?
C6 C7 Br7 119.9(6) . . ?
C8 C7 Br7 119.3(6) . . ?
C8 C7 C6 120.8(8) . . ?
N11 C19 C18 118.3(7) . . ?
N11 C19 C14 119.0(7) . . ?
C14 C19 C18 122.6(7) . . ?
O11 C18 C19 114.4(7) . . ?
O11 C18 C17 128.8(7) . . ?
C17 C18 C19 116.8(7) . . ?
C5 C4 C9 116.8(7) . . ?
C3 C4 C5 125.2(8) . . ?
C3 C4 C9 117.9(7) . . ?
C13 C14 C19 117.3(7) . . ?
C15 C14 C13 126.1(7) . . ?
C15 C14 C19 116.6(7) . . ?
N11 C11 H11 120.2 . . ?
N11 C11 C12 119.6(7) . . ?
C12 C11 H11 120.2 . . ?
C5 C6 C7 121.0(7) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C13 C12 C11 120.1(8) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
O1 C8 C7 125.5(8) . . ?
O1 C8 C9 116.7(7) . . ?
C7 C8 C9 117.7(7) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.6(8) . . ?
C16 C17 Br12 118.8(6) . . ?
C18 C17 Br12 118.8(6) . . ?
C18 C17 C16 122.3(7) . . ?
C16 C15 Br11 118.4(6) . . ?
C16 C15 C14 121.7(7) . . ?
C14 C15 Br11 119.9(6) . . ?
C4 C3 C2 120.6(8) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
N1 C1 C2 121.2(7) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
N1 C9 C4 118.8(8) . . ?
N1 C9 C8 118.6(7) . . ?
C8 C9 C4 122.6(7) . . ?

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
Br6 C5 C4 C3 -5.1(11) . . . . ?
Br6 C5 C4 C9 177.2(5) . . . . ?
Br6 C5 C6 C7 -178.1(6) . . . . ?
Br7 C7 C6 C5 -178.2(6) . . . . ?
Br7 C7 C8 O1 -1.2(11) . . . . ?
Br7 C7 C8 C9 179.4(5) . . . . ?
O11 C18 C17 Br12 5.4(11) . . . . ?
O11 C18 C17 C16 -178.0(7) . . . . ?
N11 C19 C18 O11 -4.4(10) . . . . ?
N11 C19 C18 C17 176.3(6) . . . . ?
N11 C19 C14 C13 1.1(10) . . . . ?
N11 C19 C14 C15 -177.6(6) . . . . ?
N11 C11 C12 C13 0.9(11) . . . . ?
O1 C8 C9 N1 1.3(10) . . . . ?
O1 C8 C9 C4 179.5(7) . . . . ?
C13 C14 C15 Br11 1.1(10) . . . . ?
C13 C14 C15 C16 -176.9(7) . . . . ?
C5 C4 C3 C2 -177.7(7) . . . . ?
C5 C4 C9 N1 178.9(6) . . . . ?
C5 C4 C9 C8 0.7(11) . . . . ?
C7 C8 C9 N1 -179.3(7) . . . . ?
C7 C8 C9 C4 -1.0(11) . . . . ?
C19 N11 C11 C12 -1.4(11) . . . . ?
C19 C18 C17 Br12 -175.4(5) . . . . ?
C19 C18 C17 C16 1.2(11) . . . . ?
C19 C14 C15 Br11 179.6(5) . . . . ?
C19 C14 C15 C16 1.6(10) . . . . ?
C18 C19 C14 C13 178.9(7) . . . . ?
C18 C19 C14 C15 0.3(10) . . . . ?
C4 C5 C6 C7 -1.5(11) . . . . ?
C14 C13 C12 C11 0.5(11) . . . . ?
C14 C19 C18 O11 177.7(6) . . . . ?
C14 C19 C18 C17 -1.6(11) . . . . ?
C11 N11 C19 C18 -177.6(7) . . . . ?
C11 N11 C19 C14 0.3(10) . . . . ?
C6 C5 C4 C3 178.4(7) . . . . ?
C6 C5 C4 C9 0.6(11) . . . . ?
C6 C7 C8 O1 179.5(7) . . . . ?
C6 C7 C8 C9 0.2(11) . . . . ?
C12 C13 C14 C19 -1.5(11) . . . . ?
C12 C13 C14 C15 177.0(7) . . . . ?
C8 C7 C6 C5 1.1(12) . . . . ?
C17 C16 C15 Br11 179.9(5) . . . . ?
C17 C16 C15 C14 -2.0(11) . . . . ?
C15 C16 C17 Br12 177.2(5) . . . . ?
C15 C16 C17 C18 0.6(11) . . . . ?
C3 C4 C9 N1 1.0(11) . . . . ?
C3 C4 C9 C8 -177.3(7) . . . . ?
C3 C2 C1 N1 3.0(12) . . . . ?
C1 N1 C9 C4 0.0(11) . . . . ?
C1 N1 C9 C8 178.3(7) . . . . ?
C1 C2 C3 C4 -2.0(12) . . . . ?
C9 N1 C1 C2 -2.0(11) . . . . ?
C9 C4 C3 C2 0.1(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.792
_oxdiff_exptl_absorpt_empirical_full_min 0.435
####################################################################### 
# 
# 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_mz1011a
_database_code_depnum_ccdc_archive 'CCDC 2224516'
loop_
_audit_author_name
_audit_author_address
'Marta Bogdan'
;Institute of General and Ecological Chemistry, Lodz Univeristy of Technology
Poland
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H8 N O), Br6 Sn, 2(H2 O)'
_chemical_formula_sum            'C18 H20 Br6 N2 O4 Sn'
_chemical_formula_weight         926.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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                   7.4143(3)
_cell_length_b                   9.8360(4)
_cell_length_c                   9.5667(3)
_cell_angle_alpha                83.836(3)
_cell_angle_beta                 72.170(3)
_cell_angle_gamma                79.668(4)
_cell_volume                     652.37(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    13249
_cell_measurement_theta_min      3.1120
_cell_measurement_theta_max      31.8600

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.358
_exptl_crystal_F_000             434
_exptl_crystal_size_max          0.412
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    10.193
_exptl_absorpt_correction_T_min  0.164
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            16086
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.921
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_full        25.028
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2299
_reflns_number_gt                2166
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    
;XP in SHELXTL (Sheldrick, 2008)
 ORTEP-3 W v. 1.062 (Farrugia 2012)
;
_computing_publication_material  
;SHELXL-2018/1 (Sheldrick, 2018) and
 PLATON (Spek, 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)+(0.0187P)²+0.5611P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2299
_refine_ls_number_parameters     143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0176
_refine_ls_R_factor_gt           0.0161
_refine_ls_wR_factor_ref         0.0414
_refine_ls_wR_factor_gt          0.0408
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.500000 0.000000 0.500000 0.01171(7) Uani 1 2 d S . P . .
Br1 Br 0.47451(3) 0.26870(2) 0.49887(3) 0.01632(7) Uani 1 1 d . . . . .
Br2 Br 0.37399(4) 0.02760(3) 0.27272(3) 0.01770(7) Uani 1 1 d . . . . .
Br3 Br 0.15166(3) 0.01684(3) 0.67425(3) 0.01721(7) Uani 1 1 d . . . . .
O1 O 0.9004(3) 0.4615(2) 0.6414(2) 0.0248(4) Uani 1 1 d . . . . .
H1O H 0.917782 0.397688 0.584738 0.037 Uiso 1 1 calc R U . . .
N1 N 0.8630(3) 0.6363(2) 0.8450(2) 0.0170(5) Uani 1 1 d . . . . .
H1N H 0.920797 0.648111 0.742465 0.020 Uiso 1 1 d R U . . .
C1 C 0.8514(4) 0.7291(3) 0.9409(3) 0.0192(6) Uani 1 1 d . . . . .
H1 H 0.895518 0.815002 0.906579 0.023 Uiso 1 1 calc R U . . .
C2 C 0.7747(4) 0.7000(3) 1.0913(3) 0.0221(6) Uani 1 1 d . . . . .
H2 H 0.766273 0.766036 1.159498 0.026 Uiso 1 1 calc R U . . .
C3 C 0.7118(4) 0.5762(3) 1.1401(3) 0.0211(6) Uani 1 1 d . . . . .
H3 H 0.658882 0.556876 1.242598 0.025 Uiso 1 1 calc R U . . .
C6 C 0.6844(4) 0.2564(3) 0.9767(3) 0.0209(6) Uani 1 1 d . . . . .
H6 H 0.645250 0.168223 1.005347 0.025 Uiso 1 1 calc R U . . .
C5 C 0.6649(4) 0.3447(3) 1.0831(3) 0.0216(6) Uani 1 1 d . . . . .
H5 H 0.612649 0.318459 1.184071 0.026 Uiso 1 1 calc R U . . .
C4 C 0.7243(4) 0.4768(3) 1.0404(3) 0.0176(5) Uani 1 1 d . . . . .
C7 C 0.7603(4) 0.2915(3) 0.8263(3) 0.0201(6) Uani 1 1 d . . . . .
H7 H 0.769019 0.228102 0.755416 0.024 Uiso 1 1 calc R U . . .
C9 C 0.8026(3) 0.5099(3) 0.8886(3) 0.0150(5) Uani 1 1 d . . . . .
C8 C 0.8216(4) 0.4159(3) 0.7813(3) 0.0176(5) Uani 1 1 d . . . . .
O99 O 0.9540(3) 0.26564(19) 0.4455(2) 0.0203(4) Uani 1 1 d . . . . .
H99O H 1.029569 0.193288 0.460034 0.030 Uiso 1 1 d R U . . .
H99P H 0.837970 0.242388 0.460534 0.030 Uiso 1 1 d 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
Sn1 Br2 2.5886(2) . ?
Sn1 Br2 2.5886(2) 2_656 ?
Sn1 Br3 2.5973(3) 2_656 ?
Sn1 Br3 2.5973(3) . ?
Sn1 Br1 2.6147(3) 2_656 ?
Sn1 Br1 2.6148(3) . ?
O1 C8 1.349(3) . ?
O1 H1O 0.8400 . ?
N1 C1 1.336(3) . ?
N1 C9 1.376(3) . ?
N1 H1N 0.9462 . ?
C1 C2 1.394(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.367(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(4) . ?
C3 H3 0.9500 . ?
C6 C5 1.367(4) . ?
C6 C7 1.405(4) . ?
C6 H6 0.9500 . ?
C5 C4 1.425(4) . ?
C5 H5 0.9500 . ?
C4 C9 1.416(4) . ?
C7 C8 1.362(4) . ?
C7 H7 0.9500 . ?
C9 C8 1.413(4) . ?
O99 H99O 0.8505 . ?
O99 H99P 0.8948 . ?

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
Br2 Sn1 Br2 180.0 . 2_656 ?
Br2 Sn1 Br3 89.422(9) . 2_656 ?
Br2 Sn1 Br3 90.578(9) 2_656 2_656 ?
Br2 Sn1 Br3 90.578(9) . . ?
Br2 Sn1 Br3 89.422(9) 2_656 . ?
Br3 Sn1 Br3 180.0 2_656 . ?
Br2 Sn1 Br1 89.806(8) . 2_656 ?
Br2 Sn1 Br1 90.194(8) 2_656 2_656 ?
Br3 Sn1 Br1 89.468(9) 2_656 2_656 ?
Br3 Sn1 Br1 90.532(9) . 2_656 ?
Br2 Sn1 Br1 90.195(8) . . ?
Br2 Sn1 Br1 89.805(8) 2_656 . ?
Br3 Sn1 Br1 90.533(9) 2_656 . ?
Br3 Sn1 Br1 89.468(9) . . ?
Br1 Sn1 Br1 180.0 2_656 . ?
C8 O1 H1O 109.5 . . ?
C1 N1 C9 122.4(2) . . ?
C1 N1 H1N 123.7 . . ?
C9 N1 H1N 113.8 . . ?
N1 C1 C2 120.1(3) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 120.9(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C6 C7 122.3(3) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C6 C5 C4 119.0(2) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C3 C4 C9 117.9(2) . . ?
C3 C4 C5 124.1(2) . . ?
C9 C4 C5 118.0(2) . . ?
C8 C7 C6 120.5(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
N1 C9 C8 119.4(2) . . ?
N1 C9 C4 119.0(2) . . ?
C8 C9 C4 121.6(2) . . ?
O1 C8 C7 126.6(2) . . ?
O1 C8 C9 114.7(2) . . ?
C7 C8 C9 118.7(2) . . ?
H99O O99 H99P 108.3 . . ?

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
C9 N1 C1 C2 -0.5(4) . . . . ?
N1 C1 C2 C3 0.1(4) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C7 C6 C5 C4 -0.3(4) . . . . ?
C2 C3 C4 C9 -0.5(4) . . . . ?
C2 C3 C4 C5 178.8(3) . . . . ?
C6 C5 C4 C3 -179.8(3) . . . . ?
C6 C5 C4 C9 -0.5(4) . . . . ?
C5 C6 C7 C8 1.4(4) . . . . ?
C1 N1 C9 C8 -179.1(2) . . . . ?
C1 N1 C9 C4 0.4(4) . . . . ?
C3 C4 C9 N1 0.1(4) . . . . ?
C5 C4 C9 N1 -179.2(2) . . . . ?
C3 C4 C9 C8 179.6(2) . . . . ?
C5 C4 C9 C8 0.2(4) . . . . ?
C6 C7 C8 O1 178.7(2) . . . . ?
C6 C7 C8 C9 -1.6(4) . . . . ?
N1 C9 C8 O1 0.1(3) . . . . ?
C4 C9 C8 O1 -179.4(2) . . . . ?
N1 C9 C8 C7 -179.7(2) . . . . ?
C4 C9 C8 C7 0.8(4) . . . . ?

_refine_diff_density_max         0.537
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.081

