# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_SPA464
_database_code_depnum_ccdc_archive 'CCDC 1936561'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2019-06-26 deposited with the CCDC.	2019-12-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        Cu-PDA
_chemical_name_common            'Copper coordination polymer'
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H7 Cu N O6'
_chemical_formula_sum            'C7 H7 Cu N O6'
_chemical_formula_weight         264.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0074 0.0043 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3373 0.9674 '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                   7.2070(14)
_cell_length_b                   18.958(4)
_cell_length_c                   6.4300(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.09(3)
_cell_angle_gamma                90
_cell_volume                     839.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    28060
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.094
_exptl_crystal_F_000             532
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    1.721
_shelx_estimated_absorpt_T_min   0.882
_shelx_estimated_absorpt_T_max   0.913
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8458
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.844
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        21.469
_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             2333
_reflns_number_gt                2164
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0515P)²+0.5470P] 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         2333
_refine_ls_number_parameters     148
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0330
_refine_ls_wR_factor_ref         0.0976
_refine_ls_wR_factor_gt          0.0968
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_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
Cu1 Cu 0.76281(3) 0.69337(2) 0.62749(4) 0.01249(11) Uani 1 1 d . . . . .
O1 O 0.62021(19) 0.71876(8) 0.8528(2) 0.0139(3) Uani 1 1 d . . . . .
O2 O 0.3356(2) 0.69974(8) 0.9194(3) 0.0192(3) Uani 1 1 d . . . . .
O3 O 0.7040(3) 0.56825(9) 0.1043(3) 0.0218(3) Uani 1 1 d . . . . .
O4 O 0.82969(19) 0.64408(8) 0.3761(2) 0.0144(3) Uani 1 1 d . . . . .
O5 O 0.98620(19) 0.75603(8) 0.6989(2) 0.0147(3) Uani 1 1 d D . . . .
H1O5 H 1.102(3) 0.7366(13) 0.793(4) 0.022 Uiso 1 1 d D U . . .
H2O5 H 0.965(4) 0.7981(9) 0.767(4) 0.022 Uiso 1 1 d D U . . .
O6 O 0.9545(2) 0.60960(9) 0.8763(3) 0.0205(3) Uani 1 1 d D . . . .
H1O6 H 1.069(3) 0.6308(15) 0.964(4) 0.031 Uiso 1 1 d D U . . .
H2O6 H 0.885(4) 0.5934(16) 0.971(4) 0.031 Uiso 1 1 d D U . . .
N1 N 0.5421(2) 0.63383(9) 0.5285(3) 0.0115(3) Uani 1 1 d . . . . .
C1 C 0.4545(3) 0.68870(10) 0.8178(3) 0.0125(4) Uani 1 1 d . . . . .
C2 C 0.4073(2) 0.63539(11) 0.6329(3) 0.0120(3) Uani 1 1 d . . . . .
C3 C 0.2457(3) 0.59198(11) 0.5656(4) 0.0157(4) Uani 1 1 d . . . . .
H3 H 0.151700 0.591278 0.640546 0.019 Uiso 1 1 calc R U . . .
C4 C 0.2267(3) 0.54944(12) 0.3838(3) 0.0179(4) Uani 1 1 d . . . . .
H4 H 0.117450 0.520106 0.334305 0.021 Uiso 1 1 calc R U . . .
C5 C 0.3671(3) 0.54970(11) 0.2743(3) 0.0158(4) Uani 1 1 d . . . . .
H5 H 0.354064 0.521631 0.150312 0.019 Uiso 1 1 calc R U . . .
C6 C 0.5270(3) 0.59313(10) 0.3558(3) 0.0122(3) Uani 1 1 d . . . . .
C7 C 0.6987(3) 0.60134(10) 0.2668(3) 0.0135(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
Cu1 N1 1.9012(17) . ?
Cu1 O5 1.9442(14) . ?
Cu1 O4 2.0435(15) . ?
Cu1 O1 2.0642(14) . ?
Cu1 O6 2.3858(18) . ?
Cu1 O1 2.4258(15) 4_575 ?
O1 C1 1.282(2) . ?
O2 C1 1.238(2) . ?
O3 C7 1.229(3) . ?
O4 C7 1.285(2) . ?
O5 H1O5 0.948(10) . ?
O5 H2O5 0.945(10) . ?
O6 H1O6 0.943(10) . ?
O6 H2O6 0.947(10) . ?
N1 C6 1.330(3) . ?
N1 C2 1.333(2) . ?
C1 C2 1.521(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.394(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.392(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.516(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
N1 Cu1 O5 174.39(6) . . ?
N1 Cu1 O4 80.34(7) . . ?
O5 Cu1 O4 95.45(6) . . ?
N1 Cu1 O1 80.41(6) . . ?
O5 Cu1 O1 103.89(6) . . ?
O4 Cu1 O1 160.64(6) . . ?
N1 Cu1 O6 95.28(7) . . ?
O5 Cu1 O6 88.40(6) . . ?
O4 Cu1 O6 90.08(6) . . ?
O1 Cu1 O6 89.67(6) . . ?
N1 Cu1 O1 91.73(7) . 4_575 ?
O5 Cu1 O1 84.07(6) . 4_575 ?
O4 Cu1 O1 83.45(6) . 4_575 ?
O1 Cu1 O1 99.16(4) . 4_575 ?
O6 Cu1 O1 169.55(5) . 4_575 ?
C1 O1 Cu1 113.79(13) . . ?
C1 O1 Cu1 127.34(12) . 4_576 ?
Cu1 O1 Cu1 118.65(6) . 4_576 ?
C7 O4 Cu1 114.51(12) . . ?
Cu1 O5 H1O5 115.2(17) . . ?
Cu1 O5 H2O5 112.9(18) . . ?
H1O5 O5 H2O5 105.3(17) . . ?
Cu1 O6 H1O6 110.4(18) . . ?
Cu1 O6 H2O6 109.7(19) . . ?
H1O6 O6 H2O6 107.0(18) . . ?
C6 N1 C2 122.70(17) . . ?
C6 N1 Cu1 118.62(13) . . ?
C2 N1 Cu1 118.67(13) . . ?
O2 C1 O1 125.84(19) . . ?
O2 C1 C2 119.63(18) . . ?
O1 C1 C2 114.54(16) . . ?
N1 C2 C3 119.92(18) . . ?
N1 C2 C1 112.32(16) . . ?
C3 C2 C1 127.75(17) . . ?
C2 C3 C4 118.12(17) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C5 C4 C3 121.03(18) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C6 C5 C4 117.24(19) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
N1 C6 C5 120.94(17) . . ?
N1 C6 C7 112.32(16) . . ?
C5 C6 C7 126.73(18) . . ?
O3 C7 O4 125.85(18) . . ?
O3 C7 C6 120.06(18) . . ?
O4 C7 C6 114.09(17) . . ?

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
Cu1 O1 C1 O2 -173.98(17) . . . . ?
Cu1 O1 C1 O2 0.4(3) 4_576 . . . ?
Cu1 O1 C1 C2 5.9(2) . . . . ?
Cu1 O1 C1 C2 -179.77(11) 4_576 . . . ?
C6 N1 C2 C3 1.7(3) . . . . ?
Cu1 N1 C2 C3 -179.34(15) . . . . ?
C6 N1 C2 C1 -177.29(17) . . . . ?
Cu1 N1 C2 C1 1.6(2) . . . . ?
O2 C1 C2 N1 174.77(18) . . . . ?
O1 C1 C2 N1 -5.1(2) . . . . ?
O2 C1 C2 C3 -4.2(3) . . . . ?
O1 C1 C2 C3 175.98(19) . . . . ?
N1 C2 C3 C4 -2.2(3) . . . . ?
C1 C2 C3 C4 176.66(19) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C2 N1 C6 C5 0.2(3) . . . . ?
Cu1 N1 C6 C5 -178.75(15) . . . . ?
C2 N1 C6 C7 179.75(17) . . . . ?
Cu1 N1 C6 C7 0.8(2) . . . . ?
C4 C5 C6 N1 -1.5(3) . . . . ?
C4 C5 C6 C7 178.98(19) . . . . ?
Cu1 O4 C7 O3 176.88(17) . . . . ?
Cu1 O4 C7 C6 -3.5(2) . . . . ?
N1 C6 C7 O3 -178.46(19) . . . . ?
C5 C6 C7 O3 1.1(3) . . . . ?
N1 C6 C7 O4 1.9(2) . . . . ?
C5 C6 C7 O4 -178.57(19) . . . . ?

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 H2O5 O4 0.945(10) 1.744(15) 2.629(2) 155(3) 4_576 yes
O5 H1O5 O2 0.948(10) 1.784(11) 2.719(2) 168(2) 1_655 yes
O6 H1O6 O2 0.943(10) 2.406(18) 3.177(2) 139(2) 1_655 yes
O6 H2O6 O3 0.947(10) 1.822(11) 2.753(2) 167(3) 1_556 yes

_refine_diff_density_max         0.986
_refine_diff_density_min         -0.789
_refine_diff_density_rms         0.112

