# 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_MKD-148
_database_code_depnum_ccdc_archive 'CCDC 2000191'
loop_
_audit_author_name
_audit_author_address
'Malay Dolai'
;University of Calcutta
India
;
_audit_update_record             
;
2020-04-30 deposited with the CCDC.	2020-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H38 Cu3 N14 O12'
_chemical_formula_sum            'C24 H38 Cu3 N14 O12'
_chemical_formula_weight         905.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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      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                   9.7790(4)
_cell_length_b                   10.1110(4)
_cell_length_c                   18.6534(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.536(2)
_cell_angle_gamma                90
_cell_volume                     1807.11(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    28018
_cell_measurement_theta_min      2.126
_cell_measurement_theta_max      27.916

_exptl_crystal_description       'Block shape'
_exptl_crystal_colour            Black
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             926.0
_exptl_absorpt_coefficient_mu    1.827
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.727
_exptl_absorpt_correction_T_max  0.833
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Graphite
_diffrn_measurement_device_type  'Bruker AXS'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            28018
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.126
_diffrn_reflns_theta_max         27.916
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4325
_reflns_number_gt                3045
_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       'Bruker Apex 2'
_computing_cell_refinement       'Bruker Apex 2'
_computing_data_reduction        'Bruker Apex 2'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep 3.0'
_computing_publication_material  Diamond-3.2


_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)+(0.0605P)²+0.4583P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4325
_refine_ls_number_parameters     252
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.1048
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.004

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 0.5000 1.0000 0.0000 0.03572(15) Uani 1 2 d S . P . .
Cu2 Cu 0.74090(4) 0.79447(4) 0.09968(2) 0.04087(14) Uani 1 1 d . . . . .
O1 O 0.4470(2) 0.8257(2) 0.02317(13) 0.0453(6) Uani 1 1 d . . . . .
O2 O 0.3279(4) 0.2085(3) 0.1756(2) 0.0920(11) Uani 1 1 d . . . . .
O1N O 0.4615(4) 0.0787(4) 0.1343(2) 0.1172(15) Uani 1 1 d . . . . .
O4 O 0.5053(5) 0.1321(5) 0.2453(2) 0.1207(14) Uani 1 1 d . . . . .
N1 N 0.6944(3) 0.9734(2) 0.05623(14) 0.0371(6) Uani 1 1 d . . . . .
N2 N 0.7554(3) 1.0715(3) 0.08359(15) 0.0428(6) Uani 1 1 d . . . . .
N3 N 0.8140(4) 1.1629(3) 0.1080(2) 0.0728(10) Uani 1 1 d . . . . .
N4 N 0.9499(3) 0.8123(3) 0.12850(15) 0.0425(6) Uani 1 1 d . . . . .
N5 N 0.7391(3) 0.6099(3) 0.13582(15) 0.0461(7) Uani 1 1 d . . . . .
N6 N 0.5426(3) 0.7477(2) 0.06134(14) 0.0375(6) Uani 1 1 d . . . . .
N7 N 0.4325(4) 0.1383(3) 0.1846(2) 0.0570(8) Uani 1 1 d . . . . .
C1 C 1.0165(4) 0.8919(3) 0.08936(19) 0.0474(8) Uani 1 1 d . . . . .
H1 H 0.9630 0.9416 0.0521 0.057 Uiso 1 1 calc R U . . .
C2 C 1.1587(4) 0.9043(4) 0.1010(2) 0.0523(9) Uani 1 1 d . . . . .
H2 H 1.2004 0.9618 0.0728 0.063 Uiso 1 1 calc R U . . .
C3 C 1.2381(4) 0.8295(4) 0.1553(2) 0.0539(9) Uani 1 1 d . . . . .
H3 H 1.3349 0.8357 0.1649 0.065 Uiso 1 1 calc R U . . .
C4 C 1.1717(4) 0.7448(4) 0.1953(2) 0.0534(9) Uani 1 1 d . . . . .
H4 H 1.2240 0.6922 0.2317 0.064 Uiso 1 1 calc R U . . .
C5 C 1.0288(4) 0.7380(3) 0.18167(18) 0.0448(8) Uani 1 1 d . . . . .
C6 C 0.9545(4) 0.6472(4) 0.2255(2) 0.0629(11) Uani 1 1 d . . . . .
H6A H 0.8977 0.7002 0.2516 0.076 Uiso 1 1 calc R U . . .
H6B H 1.0235 0.6015 0.2616 0.076 Uiso 1 1 calc R U . . .
C7 C 0.8624(4) 0.5459(4) 0.1799(3) 0.0683(12) Uani 1 1 d . . . . .
H7A H 0.9145 0.5012 0.1479 0.082 Uiso 1 1 calc R U . . .
H7B H 0.8333 0.4802 0.2117 0.082 Uiso 1 1 calc R U . . .
C8 C 0.6204(4) 0.5533(3) 0.12029(18) 0.0432(8) Uani 1 1 d . . . . .
C9 C 0.5900(4) 0.4138(3) 0.1411(2) 0.0641(11) Uani 1 1 d . . . . .
H9A H 0.6738 0.3745 0.1684 0.096 Uiso 1 1 calc R U . . .
H9B H 0.5571 0.3630 0.0976 0.096 Uiso 1 1 calc R U . . .
H9C H 0.5199 0.4152 0.1705 0.096 Uiso 1 1 calc R U . . .
C10 C 0.5054(3) 0.6305(3) 0.07781(17) 0.0392(7) Uani 1 1 d . . . . .
C11 C 0.3591(4) 0.5796(3) 0.0561(2) 0.0528(9) Uani 1 1 d . . . . .
H11A H 0.3178 0.5741 0.0986 0.079 Uiso 1 1 calc R U . . .
H11B H 0.3604 0.4934 0.0347 0.079 Uiso 1 1 calc R U . . .
H11C H 0.3054 0.6387 0.0211 0.079 Uiso 1 1 calc R U . . .
O1W O 0.7072(4) 0.8941(4) 0.21463(19) 0.0737(9) Uani 1 1 d . . . . .
C23 C 0.0942(6) 0.3339(6) 0.0487(4) 0.114(2) Uani 1 1 d . . . . .
H23A H 0.1164 0.3516 0.1003 0.170 Uiso 1 1 calc R U . . .
H23B H 0.0127 0.2788 0.0377 0.170 Uiso 1 1 calc R U . . .
H23C H 0.0765 0.4157 0.0224 0.170 Uiso 1 1 calc R U . . .
O1M O 0.2091(3) 0.2675(3) 0.02737(17) 0.0793(9) Uani 1 1 d . . . . .
H19 H 0.679(6) 0.832(6) 0.236(3) 0.12(2) Uiso 1 1 d . . . . .
H20 H 0.648(6) 0.940(5) 0.215(3) 0.09(2) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.911(2) . ?
Cu1 O1 1.911(2) 3_675 ?
Cu1 N1 1.998(3) . ?
Cu1 N1 1.998(3) 3_675 ?
Cu2 N5 1.986(3) . ?
Cu2 N6 1.985(3) . ?
Cu2 N1 1.997(2) . ?
Cu2 N4 2.015(3) . ?
O1 N6 1.318(3) . ?
O2 N7 1.229(4) . ?
O1N N7 1.197(4) . ?
O4 N7 1.212(5) . ?
N1 N2 1.216(4) . ?
N2 N3 1.133(4) . ?
N4 C1 1.339(4) . ?
N4 C5 1.355(4) . ?
N5 C8 1.274(4) . ?
N5 C7 1.467(5) . ?
N6 C10 1.295(4) . ?
C1 C2 1.370(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.509(5) . ?
C6 C7 1.509(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C10 1.464(4) . ?
C8 C9 1.508(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.498(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
O1W H19 0.83(6) . ?
O1W H20 0.75(5) . ?
C23 O1M 1.431(5) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.00(13) . 3_675 ?
O1 Cu1 N1 91.70(10) . . ?
O1 Cu1 N1 88.30(10) 3_675 . ?
O1 Cu1 N1 88.30(10) . 3_675 ?
O1 Cu1 N1 91.70(10) 3_675 3_675 ?
N1 Cu1 N1 180.00(8) . 3_675 ?
N5 Cu2 N6 79.87(11) . . ?
N5 Cu2 N1 166.51(11) . . ?
N6 Cu2 N1 86.72(10) . . ?
N5 Cu2 N4 94.08(11) . . ?
N6 Cu2 N4 169.48(11) . . ?
N1 Cu2 N4 99.41(10) . . ?
N6 O1 Cu1 118.59(18) . . ?
N2 N1 Cu1 116.5(2) . . ?
N2 N1 Cu2 121.1(2) . . ?
Cu1 N1 Cu2 116.79(12) . . ?
N3 N2 N1 178.6(4) . . ?
C1 N4 C5 117.7(3) . . ?
C1 N4 Cu2 119.1(2) . . ?
C5 N4 Cu2 123.0(2) . . ?
C8 N5 C7 122.6(3) . . ?
C8 N5 Cu2 114.5(2) . . ?
C7 N5 Cu2 122.9(2) . . ?
C10 N6 O1 118.2(3) . . ?
C10 N6 Cu2 115.7(2) . . ?
O1 N6 Cu2 126.08(19) . . ?
O1N N7 O4 121.3(5) . . ?
O1N N7 O2 120.3(4) . . ?
O4 N7 O2 118.4(4) . . ?
N4 C1 C2 123.9(3) . . ?
N4 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C1 C2 C3 118.2(3) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 118.9(3) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N4 C5 C4 121.2(3) . . ?
N4 C5 C6 117.9(3) . . ?
C4 C5 C6 120.9(3) . . ?
C5 C6 C7 113.9(3) . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
C7 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N5 C7 C6 110.3(3) . . ?
N5 C7 H7A 109.6 . . ?
C6 C7 H7A 109.6 . . ?
N5 C7 H7B 109.6 . . ?
C6 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
N5 C8 C10 116.7(3) . . ?
N5 C8 C9 125.3(3) . . ?
C10 C8 C9 117.9(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N6 C10 C8 113.2(3) . . ?
N6 C10 C11 123.3(3) . . ?
C8 C10 C11 123.5(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
H19 O1W H20 98(5) . . ?
O1M C23 H23A 109.5 . . ?
O1M C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O1M C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_refine_diff_density_max         0.559
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.071

_shelxl_version_number           2013-3

