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

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

data_Cu2(H2O)2L4
_database_code_depnum_ccdc_archive 'CCDC 1868480'
loop_
_audit_author_name
_audit_author_address
'Willian Oliveira'
;Universidade Federal de Minas Gerais
Brazil
;
_audit_update_record             
;
2020-11-09 deposited with the CCDC.	2021-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H32 Cu2 N4 O20'
_chemical_formula_weight         919.72

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'
Cu Cu 0.3201 1.2651 '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                   8.7512(6)
_cell_length_b                   9.7054(6)
_cell_length_c                   12.4718(9)
_cell_angle_alpha                67.684(6)
_cell_angle_beta                 74.454(6)
_cell_angle_gamma                65.499(6)
_cell_volume                     883.98(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4018
_cell_measurement_theta_min      2.8850
_cell_measurement_theta_max      29.3950

_exptl_crystal_description       block
_exptl_crystal_colour            'light green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_F_000             470
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.128
_exptl_absorpt_coefficient_mu    1.298
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.769
_exptl_absorpt_correction_T_max  0.847
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4186
_diffrn_reflns_number            10811
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.423
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_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             3615
_reflns_number_gt                3075
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    Superflip
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.4059P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3615
_refine_ls_number_parameters     274
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0768
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.060
_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
C1 C 0.4074(3) 0.8518(3) 0.48478(19) 0.0121(5) Uani 1 1 d . . . . .
C2 C 0.5256(3) 0.9197(3) 0.38050(19) 0.0115(5) Uani 1 1 d . . . . .
C3 C 0.5538(3) 1.1670(3) 0.23492(19) 0.0126(5) Uani 1 1 d . . . . .
C4 C 0.4842(3) 1.3308(3) 0.2135(2) 0.0153(5) Uani 1 1 d . . . . .
H4 H 0.3803 1.3764 0.2571 0.018 Uiso 1 1 calc R U . . .
C5 C 0.5666(3) 1.4272(3) 0.1287(2) 0.0167(5) Uani 1 1 d . . . . .
H5 H 0.5198 1.5391 0.1143 0.020 Uiso 1 1 calc R U . . .
C6 C 0.7173(3) 1.3604(3) 0.0648(2) 0.0151(5) Uani 1 1 d . . . . .
C7 C 0.7839(3) 1.1971(3) 0.0827(2) 0.0160(5) Uani 1 1 d . . . . .
H7 H 0.8852 1.1524 0.0366 0.019 Uiso 1 1 calc R U . . .
C8 C 0.7023(3) 1.0995(3) 0.1681(2) 0.0160(5) Uani 1 1 d . . . . .
H8 H 0.7473 0.9879 0.1807 0.019 Uiso 1 1 calc R U . . .
C9 C 1.0113(3) 0.3789(3) 0.44181(19) 0.0108(5) Uani 1 1 d . . . . .
C10 C 0.9004(3) 0.3065(3) 0.54875(19) 0.0116(5) Uani 1 1 d . . . . .
C11 C 0.8965(3) 0.0585(3) 0.7045(2) 0.0126(5) Uani 1 1 d . . . . .
C12 C 0.9482(3) -0.1010(3) 0.7142(2) 0.0153(5) Uani 1 1 d . . . . .
H12 H 1.0296 -0.1416 0.6557 0.018 Uiso 1 1 calc R U . . .
C13 C 0.8811(3) -0.2013(3) 0.8094(2) 0.0165(5) Uani 1 1 d . . . . .
H13 H 0.9167 -0.3107 0.8163 0.020 Uiso 1 1 calc R U . . .
C14 C 0.7623(3) -0.1416(3) 0.8943(2) 0.0155(5) Uani 1 1 d . . . . .
C15 C 0.7115(3) 0.0178(3) 0.8855(2) 0.0182(5) Uani 1 1 d . . . . .
H15 H 0.6304 0.0581 0.9442 0.022 Uiso 1 1 calc R U . . .
C16 C 0.7792(3) 0.1182(3) 0.7906(2) 0.0171(5) Uani 1 1 d . . . . .
H16 H 0.7455 0.2270 0.7846 0.020 Uiso 1 1 calc R U . . .
N1 N 0.4666(2) 1.0744(2) 0.32805(16) 0.0119(4) Uani 1 1 d . . . . .
H1 H 0.3619 1.1262 0.3532 0.014 Uiso 1 1 calc R U . . .
N2 N 0.9712(2) 0.1555(2) 0.60531(16) 0.0122(4) Uani 1 1 d . . . . .
H2 H 1.0771 0.1087 0.5790 0.015 Uiso 1 1 calc R U . . .
O1 O 0.2673(2) 0.9376(2) 0.51413(14) 0.0176(4) Uani 1 1 d . . . . .
O2 O 0.47641(19) 0.70163(18) 0.53194(13) 0.0133(3) Uani 1 1 d . . . . .
O3 O 0.6680(2) 0.82629(19) 0.35354(14) 0.0149(4) Uani 1 1 d . . . . .
O4 O 0.7967(2) 1.4602(2) -0.01553(14) 0.0219(4) Uani 1 1 d . . . . .
H4A H 0.8863 1.4071 -0.0489 0.033 Uiso 1 1 calc R U . . .
O5 O 1.1596(2) 0.30091(19) 0.41866(14) 0.0151(4) Uani 1 1 d . . . . .
O6 O 0.93133(19) 0.52334(18) 0.38714(13) 0.0126(3) Uani 1 1 d . . . . .
O7 O 0.7521(2) 0.39457(19) 0.57429(14) 0.0135(3) Uani 1 1 d . . . . .
O8 O 0.6933(2) -0.2361(2) 0.99049(14) 0.0212(4) Uani 1 1 d . . . . .
H8A H 0.7345 -0.3298 0.9876 0.032 Uiso 1 1 calc R U . . .
O9 O 0.6084(2) 0.5616(2) 0.32362(15) 0.0207(4) Uani 1 1 d D . . . .
O10 O 0.9365(2) 0.6826(2) 0.14313(16) 0.0265(5) Uani 1 1 d D . . . .
Cu1 Cu 0.69953(3) 0.60815(3) 0.45616(2) 0.01239(10) Uani 1 1 d . . . . .
H9A H 0.502(2) 0.621(3) 0.324(2) 0.019 Uiso 1 1 d D U . . .
H9B H 0.612(3) 0.467(2) 0.347(2) 0.019 Uiso 1 1 d D U . . .
H10A H 0.847(3) 0.694(3) 0.123(2) 0.019 Uiso 1 1 d D U . . .
H10B H 0.937(3) 0.634(3) 0.2144(15) 0.019 Uiso 1 1 d D 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
C1 O1 1.214(3) . ?
C1 O2 1.282(3) . ?
C1 C2 1.546(3) . ?
C2 O3 1.248(3) . ?
C2 N1 1.319(3) . ?
C3 C4 1.389(3) . ?
C3 C8 1.394(3) . ?
C3 N1 1.429(3) . ?
C4 C5 1.384(3) . ?
C5 C6 1.383(3) . ?
C6 O4 1.369(3) . ?
C6 C7 1.391(3) . ?
C7 C8 1.389(3) . ?
C9 O5 1.221(3) . ?
C9 O6 1.279(3) . ?
C9 C10 1.541(3) . ?
C10 O7 1.258(3) . ?
C10 N2 1.314(3) . ?
C11 C12 1.386(3) . ?
C11 C16 1.390(3) . ?
C11 N2 1.427(3) . ?
C12 C13 1.388(3) . ?
C13 C14 1.383(3) . ?
C14 O8 1.372(3) . ?
C14 C15 1.389(3) . ?
C15 C16 1.388(3) . ?
O2 Cu1 1.9291(16) . ?
O3 Cu1 1.9604(16) . ?
O6 Cu1 1.9366(16) . ?
O7 Cu1 1.9830(15) . ?
O9 Cu1 2.2685(18) . ?

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 C1 O2 127.1(2) . . ?
O1 C1 C2 120.9(2) . . ?
O2 C1 C2 111.96(19) . . ?
O3 C2 N1 125.4(2) . . ?
O3 C2 C1 118.4(2) . . ?
N1 C2 C1 116.3(2) . . ?
C4 C3 C8 120.5(2) . . ?
C4 C3 N1 116.7(2) . . ?
C8 C3 N1 122.8(2) . . ?
C5 C4 C3 119.9(2) . . ?
C6 C5 C4 119.9(2) . . ?
O4 C6 C5 117.7(2) . . ?
O4 C6 C7 121.9(2) . . ?
C5 C6 C7 120.4(2) . . ?
C8 C7 C6 120.0(2) . . ?
C7 C8 C3 119.3(2) . . ?
O5 C9 O6 127.0(2) . . ?
O5 C9 C10 120.5(2) . . ?
O6 C9 C10 112.54(19) . . ?
O7 C10 N2 125.7(2) . . ?
O7 C10 C9 118.3(2) . . ?
N2 C10 C9 116.0(2) . . ?
C12 C11 C16 120.3(2) . . ?
C12 C11 N2 117.5(2) . . ?
C16 C11 N2 122.2(2) . . ?
C11 C12 C13 120.0(2) . . ?
C14 C13 C12 119.8(2) . . ?
O8 C14 C13 122.0(2) . . ?
O8 C14 C15 117.6(2) . . ?
C13 C14 C15 120.4(2) . . ?
C16 C15 C14 119.9(2) . . ?
C15 C16 C11 119.6(2) . . ?
C2 N1 C3 127.2(2) . . ?
C10 N2 C11 127.6(2) . . ?
C1 O2 Cu1 114.19(14) . . ?
C2 O3 Cu1 110.77(14) . . ?
C9 O6 Cu1 114.40(14) . . ?
C10 O7 Cu1 110.33(14) . . ?
O2 Cu1 O6 174.53(7) . . ?
O2 Cu1 O3 84.68(7) . . ?
O6 Cu1 O3 93.77(7) . . ?
O2 Cu1 O7 96.38(7) . . ?
O6 Cu1 O7 84.29(6) . . ?
O3 Cu1 O7 170.58(7) . . ?
O2 Cu1 O9 95.47(7) . . ?
O6 Cu1 O9 89.76(7) . . ?
O3 Cu1 O9 89.78(7) . . ?
O7 Cu1 O9 99.42(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O10 H10B O6 0.833(16) 2.007(17) 2.840(2) 178(3) .
O10 H10A O8 0.837(16) 2.141(19) 2.901(3) 151(2) 1_564
O9 H9B O2 0.842(16) 2.02(2) 2.772(2) 148(3) 2_666
O9 H9A O7 0.867(17) 2.28(2) 2.983(2) 138(2) 2_666
N1 H1 O5 0.88 2.11 2.948(3) 158.2 1_465
N2 H2 O1 0.88 2.05 2.861(3) 153.4 1_645
O8 H8A O4 0.84 1.89 2.726(3) 172.3 1_536
O4 H4A O10 0.84 1.80 2.628(3) 170.1 2_775
N1 H1 O1 0.88 2.38 2.757(2) 106.5 .
N2 H2 O5 0.88 2.35 2.740(2) 107.2 .

_refine_diff_density_max         0.461
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.081



####################################################################### 
# 
# 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_Zn(H2O)2L2
_database_code_depnum_ccdc_archive 'CCDC 1868481'
loop_
_audit_author_name
_audit_author_address
'Willian Oliveira'
;Universidade Federal de Minas Gerais
Brazil
;
_audit_update_record             
;
2020-11-09 deposited with the CCDC.	2021-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 N2 O10 Zn'
_chemical_formula_weight         461.68

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        '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                   12.3838(6)
_cell_length_b                   7.2105(3)
_cell_length_c                   20.8942(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.847(5)
_cell_angle_gamma                90
_cell_volume                     1794.81(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4292
_cell_measurement_theta_min      3.2730
_cell_measurement_theta_max      29.2020

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.341
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.133
_exptl_absorpt_coefficient_mu    1.430
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  0.860
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4186
_diffrn_reflns_number            6623
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.303
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_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             1822
_reflns_number_gt                1711
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SuperFlip (Palatinus & Chapius, 2007)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+1.5858P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1822
_refine_ls_number_parameters     138
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_ref         0.0645
_refine_ls_wR_factor_gt          0.0630
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.124
_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 0.000000 0.27543(4) 0.250000 0.01406(11) Uani 1 2 d DS T P . .
O3 O -0.04834(11) 0.23530(17) 0.14374(6) 0.0183(3) Uani 1 1 d . . . . .
O1 O -0.12652(10) 0.07509(18) 0.23734(6) 0.0178(3) Uani 1 1 d . . . . .
O5 O 0.11233(11) 0.46956(19) 0.23872(7) 0.0198(3) Uani 1 1 d D . . . .
O2 O -0.24806(11) -0.09044(19) 0.15915(6) 0.0245(3) Uani 1 1 d . . . . .
O4 O -0.06342(12) 0.19211(18) -0.17323(6) 0.0245(3) Uani 1 1 d . . . . .
H4A H -0.100844 0.122136 -0.203332 0.037 Uiso 1 1 calc R U . . .
N1 N -0.16955(12) 0.0594(2) 0.06450(7) 0.0169(3) Uani 1 1 d . . . . .
H1 H -0.225394 -0.019265 0.060310 0.020 Uiso 1 1 calc R U . . .
C1 C -0.17246(15) 0.0237(2) 0.17791(9) 0.0160(4) Uani 1 1 d . . . . .
C3 C -0.14266(15) 0.1029(2) 0.00450(8) 0.0154(4) Uani 1 1 d . . . . .
C7 C -0.17433(16) 0.0327(3) -0.11190(9) 0.0205(4) Uani 1 1 d . . . . .
H7 H -0.212658 -0.035701 -0.150235 0.025 Uiso 1 1 calc R U . . .
C2 C -0.12351(14) 0.1190(2) 0.12610(8) 0.0142(4) Uani 1 1 d . . . . .
C6 C -0.09374(16) 0.1617(3) -0.11562(9) 0.0181(4) Uani 1 1 d . . . . .
C5 C -0.03941(17) 0.2641(3) -0.05984(10) 0.0205(4) Uani 1 1 d . . . . .
H5 H 0.014485 0.354936 -0.062993 0.025 Uiso 1 1 calc R U . . .
C8 C -0.19872(16) 0.0040(3) -0.05189(9) 0.0199(4) Uani 1 1 d . . . . .
H8 H -0.254316 -0.084178 -0.049187 0.024 Uiso 1 1 calc R U . . .
C4 C -0.06336(16) 0.2347(3) 0.00050(9) 0.0188(4) Uani 1 1 d . . . . .
H4 H -0.025742 0.304300 0.038689 0.023 Uiso 1 1 calc R U . . .
H5A H 0.0897(18) 0.573(3) 0.2221(11) 0.028 Uiso 1 1 d D U . . .
H5B H 0.1551(18) 0.420(3) 0.2182(11) 0.028 Uiso 1 1 d D 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 O5 2.0320(13) . ?
Zn1 O5 2.0320(13) 2 ?
Zn1 O1 2.0940(12) 2 ?
Zn1 O1 2.0941(12) . ?
Zn1 O3 2.1553(13) . ?
Zn1 O3 2.1554(13) 2 ?
O3 C2 1.232(2) . ?
O1 C1 1.271(2) . ?
O2 C1 1.228(2) . ?
O4 C6 1.373(2) . ?
N1 C2 1.329(2) . ?
N1 C3 1.417(2) . ?
C1 C2 1.539(2) . ?
C3 C4 1.386(3) . ?
C3 C8 1.390(2) . ?
C7 C8 1.383(3) . ?
C7 C6 1.382(3) . ?
C6 C5 1.389(3) . ?
C5 C4 1.388(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
O5 Zn1 O5 92.92(8) . 2 ?
O5 Zn1 O1 88.71(6) . 2 ?
O5 Zn1 O1 166.61(5) 2 2 ?
O5 Zn1 O1 166.61(5) . . ?
O5 Zn1 O1 88.71(6) 2 . ?
O1 Zn1 O1 92.77(7) 2 . ?
O5 Zn1 O3 88.82(5) . . ?
O5 Zn1 O3 101.86(5) 2 . ?
O1 Zn1 O3 91.45(5) 2 . ?
O1 Zn1 O3 77.85(5) . . ?
O5 Zn1 O3 101.86(5) . 2 ?
O5 Zn1 O3 88.82(5) 2 2 ?
O1 Zn1 O3 77.85(5) 2 2 ?
O1 Zn1 O3 91.45(5) . 2 ?
O3 Zn1 O3 164.57(7) . 2 ?
C2 O3 Zn1 111.97(11) . . ?
C1 O1 Zn1 116.37(11) . . ?
C2 N1 C3 130.01(16) . . ?
O2 C1 O1 127.30(17) . . ?
O2 C1 C2 119.13(16) . . ?
O1 C1 C2 113.57(15) . . ?
C4 C3 C8 119.94(17) . . ?
C4 C3 N1 123.14(16) . . ?
C8 C3 N1 116.91(16) . . ?
C8 C7 C6 119.45(17) . . ?
O3 C2 N1 126.81(16) . . ?
O3 C2 C1 120.24(15) . . ?
N1 C2 C1 112.94(15) . . ?
O4 C6 C7 122.11(16) . . ?
O4 C6 C5 117.71(17) . . ?
C7 C6 C5 120.17(17) . . ?
C4 C5 C6 120.42(18) . . ?
C7 C8 C3 120.62(17) . . ?
C3 C4 C5 119.37(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O5 H5B O2 0.84(2) 1.94(2) 2.7405(19) 157(2) 3 yes
O5 H5A O4 0.84(2) 1.96(2) 2.7817(19) 167(2) 5_565 yes
O4 H4A O1 0.84 1.86 2.6489(18) 156.8 6 yes

_refine_diff_density_max         0.266
_refine_diff_density_min         -0.417
_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_Cufenox-V4
_database_code_depnum_ccdc_archive 'CCDC 2056455'
loop_
_audit_author_name
_audit_author_address
'Fabio Furlan Ferreira'
;Federal University of ABC
Brazil
;
_audit_update_record             
;
2021-01-16 deposited with the CCDC.	2021-01-22 downloaded from the CCDC.
;

_diffrn_measurement_device_type  'Stoe STADI-P diffractometer'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a~1~'
_diffrn_radiation_wavelength     1.54056
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Stoe STADI-P'
_exptl_crystal_recrystallization_method ethanol
_exptl_crystal_description       powder
_exptl_crystal_colour            white
_diffrn_ambient_temperature      298
_diffrn_ambient_pressure         100
_cell_measurement_temperature    298(2)
_cell_measurement_pressure       100
_diffrn_radiation_monochromator  none
_exptl_absorpt_correction_T_min  ?
_exptl_special_details           ?
_atom_sites_solution_hydrogens   geom

##########################################
# 3. OVERALL SOLUTION/REFINEMENT DETAILS #
##########################################

_refine_special_details          
;
A Rietveld refinement was performed with the TOPAS software program using the
fundamental parameters approach as transmission profile (convolution of
appropriate source emission profiles with axial instrument contributions as
well as crystallite microstructure effects). In order to describe small peak
half width and shape anisotropy effects, the approach of Cheary and Coelho was
 implemented into the TOPAS program and the according parameters
were allowed to refine with soft restraints on bond distances and angles.
;

_computing_molecular_graphics    'Mercury 2020.2'
_computing_publication_material  'Mercury 2020.2'
_audit_creation_method           'TOPAS-Academic 7 + PLATON'
_computing_data_reduction        'TOPAS-Academic v.7'
_computing_cell_refinement       'TOPAS-Academic v.7'
_computing_data_collection       WinXPOW
_pd_calc_method                  'Rietveld Refinement'
_computing_structure_solution    'ab initio algorithm (DASH)'
_computing_structure_refinement  'TOPAS-Academic 6'
_refine_ls_hydrogen_treatment    refall
_refine_ls_shift/su_mean         0.0001
_refine_ls_shift/su_max          0.0001
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_constraints    0
_refine_ls_number_restraints     31
_refine_ls_goodness_of_fit_all   2.674
_pd_spec_mounting                'cellulose acetate foil'
_pd_spec_mount_mode              transmission
_pd_meas_scan_method             step
_pd_proc_ls_background_function  '20-term Chebyschev polynomial'
_pd_proc_ls_pref_orient_corr     none
_pd_proc_ls_profile_function     'Fundamental parameters approach'
_pd_proc_2theta_range_min        2
_pd_proc_2theta_range_max        90.185
_pd_proc_2theta_range_inc        0.015
_pd_proc_ls_prof_wR_expected     0.01851
_pd_proc_ls_prof_R_factor        0.03595
_pd_proc_ls_prof_wR_factor       0.04951
_refine_ls_R_I_factor            0.01457
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_weighting_scheme      sigma

# if regions of the data are excluded, the reason(s) are supplied here:
_pd_proc_info_excluded_regions   none

#####################
# 4. SAMPLE DETAILS #
#####################

_pd_char_colour                  white
_pd_char_particle_morphology     ?

_chemical_name_systematic        ?
_chemical_name_common            Cufenox
_chemical_formula_moiety         'C16 H12 Cu N2 O8'
_chemical_formula_sum            'C16 H12 Cu N2 O8'
_chemical_compound_source        UFMG

_chemical_formula_weight         423.821

_exptl_crystal_F_000             430
_exptl_crystal_density_diffrn    1.8086
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?

_cell_special_details            Monoclinic

_exptl_absorpt_coefficient_mu    2.48805
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
;

_pd_meas_number_of_points        2132
_pd_proc_number_of_points        2132

_reflns_number_total             224
_reflns_limit_h_min              0
_reflns_limit_h_max              6
_reflns_limit_k_min              0
_reflns_limit_k_max              5
_reflns_limit_l_min              -6
_reflns_limit_l_max              6
_reflns_d_resolution_high        9.2783
_reflns_d_resolution_low         1.53102
_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'
_chemical_absolute_configuration ?


###################
# 5. CRYSTAL DATA #
###################

# PLATON
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z '
'-x, y+1/2, -z+1/2 '
'x, -y+1/2, z+1/2 '
'-x, -y, -z '

_chemical_name_mineral           ??
_cell_length_a                   9.3282(5)
_cell_length_b                   9.0226(5)
_cell_length_c                   9.2963(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.931(6)
_cell_angle_gamma                90
_cell_volume                     778.23(7)
_cell_formula_units_Z            2

# PLATON
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv
_atom_site_U_iso_or_equiv
Cu1 Cu 2 0.5 0.5 0.5 1 4.07(8) 0.05155
C2 C 4 0.3623(2) 0.3148(3) 0.6462(3) 1 4.07(8) 0.05155
N1 N 4 0.2729(2) 0.2113(2) 0.6916(2) 1 4.07(8) 0.05155
O3 O 4 0.3335(5) 0.3879(4) 0.5335(3) 1 4.07(8) 0.05155
C1 C 4 0.5181(2) 0.3116(3) 0.7187(3) 1 4.07(8) 0.05155
C3 C 4 0.12611(19) 0.18827(15) 0.64737(13) 1 4.07(8) 0.05155
O2 O 4 0.5457(5) 0.2430(6) 0.8311(4) 1 4.07(8) 0.05155
O1 O 4 0.6016(4) 0.4065(4) 0.6675(5) 1 4.07(8) 0.05155
C4 C 4 0.0422(2) 0.2759(2) 0.54768(16) 1 4.07(8) 0.05155
C8 C 4 0.0653(2) 0.06661(16) 0.71152(16) 1 4.07(8) 0.05155
C5 C 4 -0.1041(2) 0.24331(19) 0.51073(16) 1 4.07(8) 0.05155
C7 C 4 -0.0804(2) 0.0313(2) 0.67680(16) 1 4.07(8) 0.05155
C6 C 4 -0.16550(19) 0.12027(17) 0.57575(14) 1 4.07(8) 0.05155
O4 O 4 -0.3069(3) 0.0863(3) 0.5422(2) 1 4.07(8) 0.05155
H4 H 4 0.0844(2) 0.3602(2) 0.50508(16) 1 4.88(10) 0.06186
H5 H 4 -0.1620(2) 0.30321(19) 0.44193(16) 1 4.88(10) 0.06186
H8 H 4 0.1245(2) 0.00701(16) 0.77953(16) 1 4.88(10) 0.06186
H1 H 4 0.3108(2) 0.1533(2) 0.7600(2) 1 4.88(10) 0.06186
H4A H 4 -0.3241(3) 0.0663(3) 0.4368(2) 1 4.88(10) 0.06186
H7 H 4 -0.1219(2) -0.0527(2) 0.72050(16) 1 4.88(10) 0.06186

#######################
# 6. BONDS AND ANGLES #
#######################

# PLATON
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.906(4) . 1_555 n

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 88.67(15) 1_555 . 1_555 n


