# 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_MHOF-PO4-2
_database_code_depnum_ccdc_archive 'CCDC 2286962'
loop_
_audit_author_name
_audit_author_address
'zhou MI'
;Chongqing university of science and technology
China
;
_audit_update_record             
;
2023-08-12 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        MHOF-PO4-2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H63 Cu3 N6 O16 P'
_chemical_formula_weight         1165.60

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'
P P 0.2955 0.4335 '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      hexagonal
_space_group_IT_number           173
_space_group_name_H-M_alt        'P 63'
_space_group_name_Hall           'P 6c'

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

_cell_length_a                   19.7940(2)
_cell_length_b                   19.7940(2)
_cell_length_c                   9.02850(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3063.47(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    155(7)
_cell_measurement_reflns_used    14898
_cell_measurement_theta_min      4.4490
_cell_measurement_theta_max      72.0310

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_F_000             1210
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.977
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72057
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      155(7)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'micro-focus sealed X-ray tube'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_reflns_number            22875
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.468
_diffrn_reflns_theta_max         72.154
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             3924
_reflns_number_gt                3878
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_max     0.945
_reflns_Friedel_fraction_full    0.961

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²+0.6745P] 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_abs_structure_details 
;
 Flack x determined using 1737 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(7)
_chemical_absolute_configuration r,r
_refine_ls_number_reflns         3924
_refine_ls_number_parameters     226
_refine_ls_number_restraints     144
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0199
_refine_ls_wR_factor_ref         0.0541
_refine_ls_wR_factor_gt          0.0536
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.107
_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
O1 O 0.333333 0.666667 0.8155(3) 0.0224(5) Uani 1 3 d S TU P . .
P2 P 0.333333 0.666667 0.64769(10) 0.01529(17) Uani 1 3 d S T P . .
O3 O 0.32143(8) 0.58817(8) 0.58841(16) 0.0179(3) Uani 1 1 d . U . . .
Cu4 Cu 0.30599(2) 0.55009(2) 0.38028(4) 0.01647(9) Uani 1 1 d . . . . .
N5 N 0.29995(10) 0.49011(11) 0.1952(2) 0.0228(4) Uani 1 1 d . U . . .
H5 H 0.255337 0.484788 0.134358 0.027 Uiso 1 1 calc R U . . .
C6 C 0.37145(12) 0.52885(13) 0.1021(3) 0.0225(4) Uani 1 1 d . U . . .
H6A H 0.373527 0.574167 0.051280 0.027 Uiso 1 1 calc R U . . .
H6B H 0.368573 0.491842 0.025220 0.027 Uiso 1 1 calc R U . . .
C7 C 0.44444(12) 0.55595(12) 0.1904(2) 0.0196(4) Uani 1 1 d . U . . .
C8 C 0.49583(13) 0.52925(12) 0.1628(2) 0.0210(4) Uani 1 1 d . U . . .
H8 H 0.482033 0.488076 0.093970 0.025 Uiso 1 1 calc R U . . .
C9 C 0.56773(12) 0.56217(12) 0.2350(3) 0.0210(4) Uani 1 1 d . U . . .
C10 C 0.58662(12) 0.62160(12) 0.3379(2) 0.0203(4) Uani 1 1 d . U . . .
H10 H 0.636641 0.645982 0.383192 0.024 Uiso 1 1 calc R U . . .
C11 C 0.53390(11) 0.64620(11) 0.3761(3) 0.0184(4) Uani 1 1 d . U . . .
C12 C 0.46195(12) 0.61321(11) 0.2998(2) 0.0179(4) Uani 1 1 d . U . . .
C13 C 0.62270(13) 0.53320(13) 0.2086(2) 0.0219(4) Uani 1 1 d . U . . .
O14 O 0.69228(9) 0.57025(10) 0.2409(2) 0.0283(4) Uani 1 1 d . U . . .
O15 O 0.58980(9) 0.46388(9) 0.1472(2) 0.0303(4) Uani 1 1 d D U . . .
O16 O 0.41005(8) 0.63584(8) 0.32878(17) 0.0184(3) Uani 1 1 d . U . . .
C17 C 0.55254(12) 0.70287(12) 0.5014(2) 0.0190(4) Uani 1 1 d . U . . .
H17A H 0.512781 0.677424 0.579958 0.023 Uiso 1 1 calc R U . . .
H17B H 0.603747 0.715899 0.543905 0.023 Uiso 1 1 calc R U . . .
N18 N 0.55496(10) 0.77595(10) 0.4562(2) 0.0199(4) Uani 1 1 d . U . . .
H18 H 0.566974 0.808856 0.547172 0.024 Uiso 1 1 calc R U . . .
C19 C 0.61673(13) 0.82257(14) 0.3460(3) 0.0307(6) Uani 1 1 d . U . . .
H19 H 0.622776 0.785403 0.279912 0.037 Uiso 1 1 calc R U . . .
C20 C 0.69532(15) 0.87690(18) 0.4140(4) 0.0546(10) Uani 1 1 d . U . . .
H20A H 0.712736 0.846170 0.472804 0.066 Uiso 1 1 calc R U . . .
H20B H 0.690542 0.913571 0.481887 0.066 Uiso 1 1 calc R U . . .
C21 C 0.75577(18) 0.9228(3) 0.2959(6) 0.0860(16) Uani 1 1 d . U . . .
H21A H 0.765745 0.886743 0.236093 0.103 Uiso 1 1 calc R U . . .
H21B H 0.805349 0.960971 0.343827 0.103 Uiso 1 1 calc R U . . .
C22 C 0.7276(2) 0.9661(3) 0.1939(6) 0.0869(17) Uani 1 1 d . U . . .
H22A H 0.725227 1.007499 0.251138 0.104 Uiso 1 1 calc R U . . .
H22B H 0.765619 0.991334 0.112549 0.104 Uiso 1 1 calc R U . . .
C23 C 0.64867(18) 0.9121(2) 0.1293(5) 0.0718(13) Uani 1 1 d . U . . .
H23A H 0.652252 0.874343 0.062469 0.086 Uiso 1 1 calc R U . . .
H23B H 0.631192 0.942593 0.070039 0.086 Uiso 1 1 calc R U . . .
C24 C 0.58893(14) 0.86779(14) 0.2511(3) 0.0351(6) Uani 1 1 d . U . . .
H24 H 0.584177 0.906351 0.315356 0.042 Uiso 1 1 calc R U . . .
O25 O 0.49101(11) 0.72377(11) 0.9030(2) 0.0367(4) Uani 1 1 d D U . . .
H22 H 0.506(3) 0.734(4) 0.802(4) 0.20(4) Uiso 1 1 d D . . . .
H29 H 0.625(2) 0.444(3) 0.130(5) 0.096(16) Uiso 1 1 d D . . . .
H23 H 0.4369(14) 0.700(2) 0.872(5) 0.065(10) Uiso 1 1 d 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
O1 P2 1.515(3) . ?
P2 O3 1.5461(14) 5_565 ?
P2 O3 1.5460(14) 3_665 ?
P2 O3 1.5460(14) . ?
O3 Cu4 1.9906(15) . ?
Cu4 O16 1.9605(14) . ?
Cu4 N5 2.0183(19) . ?
Cu4 N18 2.0313(17) 5_565 ?
Cu4 O16 2.1473(14) 5_565 ?
N5 C6 1.487(3) . ?
N5 C24 1.491(3) 5_565 ?
N5 H5 1.0000 . ?
C6 C7 1.495(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.383(3) . ?
C7 C12 1.410(3) . ?
C8 C9 1.396(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.395(3) . ?
C9 C13 1.481(3) . ?
C10 C11 1.398(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.414(3) . ?
C11 C17 1.503(3) . ?
C12 O16 1.336(2) . ?
C13 O14 1.229(3) . ?
C13 O15 1.312(3) . ?
O15 H29 0.97(2) . ?
C17 N18 1.480(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
N18 C19 1.486(3) . ?
N18 H18 1.0000 . ?
C19 C20 1.510(4) . ?
C19 C24 1.527(3) . ?
C19 H19 1.0000 . ?
C20 C21 1.519(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.540(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.501(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.529(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24 1.0000 . ?
O25 H22 0.95(3) . ?
O25 H23 0.97(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
O1 P2 O3 110.25(6) . 5_565 ?
O1 P2 O3 110.25(6) . 3_665 ?
O3 P2 O3 108.67(6) 5_565 3_665 ?
O1 P2 O3 110.25(6) . . ?
O3 P2 O3 108.68(6) 5_565 . ?
O3 P2 O3 108.68(6) 3_665 . ?
P2 O3 Cu4 128.66(9) . . ?
O16 Cu4 O3 90.01(6) . . ?
O16 Cu4 N5 92.33(7) . . ?
O3 Cu4 N5 163.12(7) . . ?
O16 Cu4 N18 160.09(6) . 5_565 ?
O3 Cu4 N18 87.75(7) . 5_565 ?
N5 Cu4 N18 84.38(8) . 5_565 ?
O16 Cu4 O16 106.27(7) . 5_565 ?
O3 Cu4 O16 93.84(6) . 5_565 ?
N5 Cu4 O16 101.52(7) . 5_565 ?
N18 Cu4 O16 93.62(6) 5_565 5_565 ?
C6 N5 C24 115.29(18) . 5_565 ?
C6 N5 Cu4 113.79(14) . . ?
C24 N5 Cu4 103.91(16) 5_565 . ?
C6 N5 H5 107.8 . . ?
C24 N5 H5 107.8 5_565 . ?
Cu4 N5 H5 107.8 . . ?
N5 C6 C7 112.54(18) . . ?
N5 C6 H6A 109.1 . . ?
C7 C6 H6A 109.1 . . ?
N5 C6 H6B 109.1 . . ?
C7 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C8 C7 C12 120.1(2) . . ?
C8 C7 C6 122.02(19) . . ?
C12 C7 C6 117.85(19) . . ?
C7 C8 C9 120.7(2) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 119.05(19) . . ?
C10 C9 C13 119.64(19) . . ?
C8 C9 C13 121.27(19) . . ?
C9 C10 C11 121.73(19) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C10 C11 C12 118.3(2) . . ?
C10 C11 C17 119.88(19) . . ?
C12 C11 C17 121.72(17) . . ?
O16 C12 C7 119.04(19) . . ?
O16 C12 C11 121.06(19) . . ?
C7 C12 C11 119.91(18) . . ?
O14 C13 O15 123.1(2) . . ?
O14 C13 C9 123.5(2) . . ?
O15 C13 C9 113.36(19) . . ?
C13 O15 H29 115(3) . . ?
C12 O16 Cu4 114.03(12) . . ?
C12 O16 Cu4 119.66(12) . 3_665 ?
Cu4 O16 Cu4 123.54(7) . 3_665 ?
N18 C17 C11 113.45(18) . . ?
N18 C17 H17A 108.9 . . ?
C11 C17 H17A 108.9 . . ?
N18 C17 H17B 108.9 . . ?
C11 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C17 N18 C19 113.93(17) . . ?
C17 N18 Cu4 111.85(13) . 3_665 ?
C19 N18 Cu4 109.84(14) . 3_665 ?
C17 N18 H18 106.9 . . ?
C19 N18 H18 106.9 . . ?
Cu4 N18 H18 106.9 3_665 . ?
N18 C19 C20 113.9(2) . . ?
N18 C19 C24 108.31(18) . . ?
C20 C19 C24 110.8(2) . . ?
N18 C19 H19 107.9 . . ?
C20 C19 H19 107.9 . . ?
C24 C19 H19 107.9 . . ?
C19 C20 C21 111.3(3) . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20B 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C20 C21 C22 110.9(3) . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
C23 C22 C21 111.9(3) . . ?
C23 C22 H22A 109.2 . . ?
C21 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
C21 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C22 C23 C24 111.1(4) . . ?
C22 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
N5 C24 C19 106.62(18) 3_665 . ?
N5 C24 C23 114.3(3) 3_665 . ?
C19 C24 C23 109.7(2) . . ?
N5 C24 H24 108.7 3_665 . ?
C19 C24 H24 108.7 . . ?
C23 C24 H24 108.7 . . ?
H22 O25 H23 89(3) . . ?

_refine_diff_density_max         0.188
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.037



# SQUEEZE RESULTS (Version = 290617)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.054 908 192 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DMF/H2O'
####################################################################### 
# 
# 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_MHOF-PO4-1
_database_code_depnum_ccdc_archive 'CCDC 2287221'
loop_
_audit_author_name
_audit_author_address
'zhou MI'
;Chongqing university of science and technology
China
;
_audit_update_record             
;
2023-08-12 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        MHOF-PO4-1
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H69 Cu3 N6 O19 P'
_chemical_formula_weight         1219.65

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'
P P 0.2955 0.4335 '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      cubic
_space_group_IT_number           210
_space_group_name_H-M_alt        'F 41 3 2'
_space_group_name_Hall           'F 4d 2 3'

_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'
'-y+1/4, x+1/4, z+1/4'
'-x, -y, z'
'y+1/4, -x+1/4, z+1/4'
'x+1/4, -z+1/4, y+1/4'
'x, -y, -z'
'x+1/4, z+1/4, -y+1/4'
'z+1/4, y+1/4, -x+1/4'
'-x, y, -z'
'-z+1/4, y+1/4, x+1/4'
'z, x, y'
'y, z, x'
'-y, -z, x'
'z, -x, -y'
'-y, z, -x'
'-z, -x, y'
'-z, x, -y'
'y, -z, -x'
'y+1/4, x+1/4, -z+1/4'
'-y+1/4, -x+1/4, -z+1/4'
'-x+1/4, z+1/4, y+1/4'
'-x+1/4, -z+1/4, -y+1/4'
'z+1/4, -y+1/4, x+1/4'
'-z+1/4, -y+1/4, -x+1/4'
'x, y+1/2, z+1/2'
'-y+1/4, x+3/4, z+3/4'
'-x, -y+1/2, z+1/2'
'y+1/4, -x+3/4, z+3/4'
'x+1/4, -z+3/4, y+3/4'
'x, -y+1/2, -z+1/2'
'x+1/4, z+3/4, -y+3/4'
'z+1/4, y+3/4, -x+3/4'
'-x, y+1/2, -z+1/2'
'-z+1/4, y+3/4, x+3/4'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-y, -z+1/2, x+1/2'
'z, -x+1/2, -y+1/2'
'-y, z+1/2, -x+1/2'
'-z, -x+1/2, y+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'y+1/4, x+3/4, -z+3/4'
'-y+1/4, -x+3/4, -z+3/4'
'-x+1/4, z+3/4, y+3/4'
'-x+1/4, -z+3/4, -y+3/4'
'z+1/4, -y+3/4, x+3/4'
'-z+1/4, -y+3/4, -x+3/4'
'x+1/2, y, z+1/2'
'-y+3/4, x+1/4, z+3/4'
'-x+1/2, -y, z+1/2'
'y+3/4, -x+1/4, z+3/4'
'x+3/4, -z+1/4, y+3/4'
'x+1/2, -y, -z+1/2'
'x+3/4, z+1/4, -y+3/4'
'z+3/4, y+1/4, -x+3/4'
'-x+1/2, y, -z+1/2'
'-z+3/4, y+1/4, x+3/4'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-y+1/2, -z, x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, z, -x+1/2'
'-z+1/2, -x, y+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'y+3/4, x+1/4, -z+3/4'
'-y+3/4, -x+1/4, -z+3/4'
'-x+3/4, z+1/4, y+3/4'
'-x+3/4, -z+1/4, -y+3/4'
'z+3/4, -y+1/4, x+3/4'
'-z+3/4, -y+1/4, -x+3/4'
'x+1/2, y+1/2, z'
'-y+3/4, x+3/4, z+1/4'
'-x+1/2, -y+1/2, z'
'y+3/4, -x+3/4, z+1/4'
'x+3/4, -z+3/4, y+1/4'
'x+1/2, -y+1/2, -z'
'x+3/4, z+3/4, -y+1/4'
'z+3/4, y+3/4, -x+1/4'
'-x+1/2, y+1/2, -z'
'-z+3/4, y+3/4, x+1/4'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-y+1/2, -z+1/2, x'
'z+1/2, -x+1/2, -y'
'-y+1/2, z+1/2, -x'
'-z+1/2, -x+1/2, y'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'y+3/4, x+3/4, -z+1/4'
'-y+3/4, -x+3/4, -z+1/4'
'-x+3/4, z+3/4, y+1/4'
'-x+3/4, -z+3/4, -y+1/4'
'z+3/4, -y+3/4, x+1/4'
'-z+3/4, -y+3/4, -x+1/4'

_cell_length_a                   37.4254(2)
_cell_length_b                   37.4254(2)
_cell_length_c                   37.4254(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     52420.3(8)
_cell_formula_units_Z            32
_cell_measurement_temperature    100.0(3)
_cell_measurement_reflns_used    6060
_cell_measurement_theta_min      3.8860
_cell_measurement_theta_max      71.9090

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_F_000             20320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    1.904
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.62072
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(3)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_reflns_number            15912
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.917
_diffrn_reflns_theta_max         73.031
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4330
_reflns_number_gt                3485
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.687
_reflns_Friedel_fraction_max     0.977
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 2014/5 (Sheldrick, 2014)'
_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)+(0.1193P)²] 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_abs_structure_details 
;
 Flack x determined using 1206 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.025(19)
_chemical_absolute_configuration r,r
_refine_ls_number_reflns         4330
_refine_ls_number_parameters     236
_refine_ls_number_restraints     157
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.1632
_refine_ls_wR_factor_gt          0.1547
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      1.003
_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
Cu21 Cu 0.40140(2) 0.38693(2) 0.32710(2) 0.0406(3) Uani 1 1 d . . . . .
P23 P 0.33629(4) 0.33629(4) 0.33629(4) 0.0401(6) Uani 1 3 d S TU P . .
O22 O 0.36606(11) 0.34989(11) 0.31250(11) 0.0436(9) Uani 1 1 d . U . . .
O20 O 0.42069(10) 0.35547(11) 0.36380(11) 0.0416(9) Uani 1 1 d . U . . .
O24 O 0.31184(11) 0.31184(11) 0.31184(11) 0.0480(17) Uani 1 3 d S TU P . .
O2 O 0.56031(12) 0.27152(12) 0.32134(11) 0.0477(10) Uani 1 1 d . U . . .
H2 H 0.582534 0.266555 0.312819 0.057 Uiso 1 1 calc R U . . .
O1 O 0.58443(12) 0.32595(13) 0.32826(14) 0.0576(12) Uani 1 1 d . U . . .
N18 N 0.39193(13) 0.41197(13) 0.28003(14) 0.0408(11) Uani 1 1 d . U . . .
H18 H 0.391068 0.394578 0.263066 0.049 Uiso 1 1 calc R U . . .
N11 N 0.44493(14) 0.41856(13) 0.32848(15) 0.0463(12) Uani 1 1 d . U . . .
H11 H 0.437873 0.440738 0.335522 0.056 Uiso 1 1 calc R U . . .
C8 C 0.48136(16) 0.36744(17) 0.35032(15) 0.0425(13) Uani 1 1 d . U . . .
C5 C 0.49352(16) 0.29449(17) 0.34475(14) 0.0399(12) Uani 1 1 d . U . . .
H5 H 0.497683 0.270587 0.343147 0.048 Uiso 1 1 calc R U . . .
C6 C 0.45979(16) 0.30596(16) 0.35289(15) 0.0384(12) Uani 1 1 d . U . . .
C7 C 0.45320(16) 0.34321(16) 0.35597(15) 0.0412(13) Uani 1 1 d . U . . .
C4 C 0.52198(16) 0.31825(16) 0.33875(15) 0.0405(13) Uani 1 1 d . U . . .
C3 C 0.55809(18) 0.30599(17) 0.32916(17) 0.0465(14) Uani 1 1 d . U . . .
C9 C 0.51523(16) 0.35514(17) 0.34158(15) 0.0434(13) Uani 1 1 d . U . . .
H9 H 0.533208 0.371035 0.337642 0.052 Uiso 1 1 calc R U . . .
C12 C 0.45585(16) 0.42070(16) 0.29073(17) 0.0426(13) Uani 1 1 d . U . . .
H12 H 0.460169 0.398095 0.282879 0.051 Uiso 1 1 calc R U . . .
C17 C 0.42309(15) 0.43478(16) 0.27107(16) 0.0422(13) Uani 1 1 d . U . . .
H17 H 0.418567 0.457360 0.278887 0.051 Uiso 1 1 calc R U . . .
C10 C 0.47315(18) 0.40614(17) 0.35351(18) 0.0488(15) Uani 1 1 d . U . . .
H10A H 0.493465 0.418838 0.349360 0.059 Uiso 1 1 calc R U . . .
H10B H 0.466043 0.410802 0.376290 0.059 Uiso 1 1 calc R U . . .
C16 C 0.42947(18) 0.43613(19) 0.23061(17) 0.0516(15) Uani 1 1 d . U . . .
H16A H 0.432627 0.413570 0.222118 0.062 Uiso 1 1 calc R U . . .
H16B H 0.410004 0.445688 0.219620 0.062 Uiso 1 1 calc R U . . .
C19 C 0.35665(16) 0.42980(16) 0.27952(17) 0.0426(12) Uani 1 1 d . U . . .
H19A H 0.339476 0.413207 0.284074 0.051 Uiso 1 1 calc R U . . .
H19B H 0.352682 0.438565 0.257191 0.051 Uiso 1 1 calc R U . . .
C13 C 0.48794(19) 0.4431(2) 0.2822(2) 0.0577(18) Uani 1 1 d . U . . .
H13A H 0.507410 0.433822 0.293491 0.069 Uiso 1 1 calc R U . . .
H13B H 0.484463 0.465636 0.290542 0.069 Uiso 1 1 calc R U . . .
C15 C 0.4619(2) 0.4583(2) 0.2222(2) 0.0614(18) Uani 1 1 d . U . . .
H15A H 0.457733 0.481374 0.228624 0.074 Uiso 1 1 calc R U . . .
H15B H 0.465963 0.457794 0.198229 0.074 Uiso 1 1 calc R U . . .
C14 C 0.4950(2) 0.4444(2) 0.2419(2) 0.0598(18) Uani 1 1 d . U . . .
H14A H 0.500540 0.422140 0.233881 0.072 Uiso 1 1 calc R U . . .
H14B H 0.513887 0.459012 0.237441 0.072 Uiso 1 1 calc R U . . .
O3 O 0.6227(3) 0.2426(2) 0.2970(3) 0.157(4) Uani 1 1 d D U . . .
O4 O 0.3736(5) 0.3627(5) 0.2151(3) 0.231(7) Uani 1 1 d D U . . .
H41 H 0.357(2) 0.374(4) 0.205(3) 0.277 Uiso 1 1 d D U . . .
H42 H 0.389(3) 0.357(5) 0.200(2) 0.277 Uiso 1 1 d D U . . .
H32 H 0.615(4) 0.253(3) 0.2785(19) 0.277 Uiso 1 1 d D U . . .
H31 H 0.639(2) 0.229(3) 0.290(3) 0.277 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
Cu21 O20 1.948(4) . ?
Cu21 O22 1.992(4) . ?
Cu21 N11 2.014(5) . ?
Cu21 N18 2.026(5) . ?
Cu21 O20 2.169(4) 11 ?
P23 O22 1.514(4) 11 ?
P23 O22 1.514(4) 12 ?
P23 O22 1.514(4) . ?
P23 O24 1.585(8) . ?
O20 C7 1.333(7) . ?
O2 C3 1.325(8) . ?
O2 H2 0.9100 . ?
O1 C3 1.237(8) . ?
N18 C19 1.479(7) . ?
N18 C17 1.483(7) . ?
N18 H18 0.9100 . ?
N11 C12 1.473(8) . ?
N11 C10 1.486(8) . ?
N11 H11 0.9100 . ?
C8 C9 1.388(9) . ?
C8 C7 1.406(9) . ?
C8 C10 1.485(9) . ?
C5 C6 1.368(8) . ?
C5 C4 1.406(9) . ?
C5 H5 0.9100 . ?
C6 C7 1.421(8) . ?
C6 C19 1.503(8) 12 ?
C4 C9 1.407(8) . ?
C4 C3 1.472(9) . ?
C9 H9 0.9100 . ?
C12 C13 1.498(9) . ?
C12 C17 1.524(8) . ?
C12 H12 0.9100 . ?
C17 C16 1.534(8) . ?
C17 H17 0.9100 . ?
C10 H10A 0.9100 . ?
C10 H10B 0.9100 . ?
C16 C15 1.502(9) . ?
C16 H16A 0.9100 . ?
C16 H16B 0.9100 . ?
C19 H19A 0.9100 . ?
C19 H19B 0.9100 . ?
C13 C14 1.531(10) . ?
C13 H13A 0.9100 . ?
C13 H13B 0.9100 . ?
C15 C14 1.534(10) . ?
C15 H15A 0.9100 . ?
C15 H15B 0.9100 . ?
C14 H14A 0.9100 . ?
C14 H14B 0.9100 . ?
O3 H32 0.851(3) . ?
O3 H31 0.850(3) . ?
O4 H41 0.850(3) . ?
O4 H42 0.850(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
O20 Cu21 O22 91.08(18) . . ?
O20 Cu21 N11 92.1(2) . . ?
O22 Cu21 N11 162.3(2) . . ?
O20 Cu21 N18 163.19(18) . . ?
O22 Cu21 N18 88.13(19) . . ?
N11 Cu21 N18 83.8(2) . . ?
O20 Cu21 O20 104.3(2) . 11 ?
O22 Cu21 O20 96.26(17) . 11 ?
N11 Cu21 O20 99.77(18) . 11 ?
N18 Cu21 O20 92.44(17) . 11 ?
O22 P23 O22 112.52(16) 11 12 ?
O22 P23 O22 112.52(16) 11 . ?
O22 P23 O22 112.52(16) 12 . ?
O22 P23 O24 106.22(18) 11 . ?
O22 P23 O24 106.22(18) 12 . ?
O22 P23 O24 106.22(18) . . ?
P23 O22 Cu21 124.1(3) . . ?
C7 O20 Cu21 113.0(3) . . ?
C7 O20 Cu21 120.4(3) . 12 ?
Cu21 O20 Cu21 122.51(19) . 12 ?
C3 O2 H2 109.5 . . ?
C19 N18 C17 116.0(4) . . ?
C19 N18 Cu21 112.1(4) . . ?
C17 N18 Cu21 109.0(4) . . ?
C19 N18 H18 106.4 . . ?
C17 N18 H18 106.4 . . ?
Cu21 N18 H18 106.4 . . ?
C12 N11 C10 115.1(5) . . ?
C12 N11 Cu21 103.4(4) . . ?
C10 N11 Cu21 114.0(4) . . ?
C12 N11 H11 108.0 . . ?
C10 N11 H11 108.0 . . ?
Cu21 N11 H11 108.0 . . ?
C9 C8 C7 120.4(6) . . ?
C9 C8 C10 122.1(6) . . ?
C7 C8 C10 117.5(6) . . ?
C6 C5 C4 122.4(6) . . ?
C6 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
C5 C6 C7 119.1(6) . . ?
C5 C6 C19 120.2(5) . 12 ?
C7 C6 C19 120.6(5) . 12 ?
O20 C7 C8 119.7(5) . . ?
O20 C7 C6 120.9(5) . . ?
C8 C7 C6 119.4(6) . . ?
C5 C4 C9 118.2(6) . . ?
C5 C4 C3 122.5(6) . . ?
C9 C4 C3 119.3(6) . . ?
O1 C3 O2 122.1(6) . . ?
O1 C3 C4 123.4(6) . . ?
O2 C3 C4 114.5(6) . . ?
C8 C9 C4 120.5(6) . . ?
C8 C9 H9 119.8 . . ?
C4 C9 H9 119.8 . . ?
N11 C12 C13 117.2(6) . . ?
N11 C12 C17 105.0(5) . . ?
C13 C12 C17 110.4(5) . . ?
N11 C12 H12 108.0 . . ?
C13 C12 H12 108.0 . . ?
C17 C12 H12 108.0 . . ?
N18 C17 C12 108.9(5) . . ?
N18 C17 C16 111.4(5) . . ?
C12 C17 C16 111.3(5) . . ?
N18 C17 H17 108.4 . . ?
C12 C17 H17 108.4 . . ?
C16 C17 H17 108.4 . . ?
C8 C10 N11 113.7(5) . . ?
C8 C10 H10A 108.8 . . ?
N11 C10 H10A 108.8 . . ?
C8 C10 H10B 108.8 . . ?
N11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C15 C16 C17 110.6(6) . . ?
C15 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
N18 C19 C6 114.3(5) . 11 ?
N18 C19 H19A 108.7 . . ?
C6 C19 H19A 108.7 11 . ?
N18 C19 H19B 108.7 . . ?
C6 C19 H19B 108.7 11 . ?
H19A C19 H19B 107.6 . . ?
C12 C13 C14 111.4(6) . . ?
C12 C13 H13A 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C16 C15 C14 111.3(6) . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C13 C14 C15 110.3(6) . . ?
C13 C14 H14A 109.6 . . ?
C15 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
H32 O3 H31 107(3) . . ?
H41 O4 H42 111(3) . . ?

_refine_diff_density_max         0.823
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.081



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: H2O/MeOH'
