#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:54:22 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/75/7247568.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247568
loop_
_publ_author_name
'Zhou, Mi'
'Wang, Yujiang'
'Yuan, Guoyuan'
'Ju, Zhanfeng'
'Yuan, Daqiang'
_publ_section_title
;
 Synthesis and characterization of two metallo-hydrogen-bonded organic
 frameworks with diverse structures and properties
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              6132
_journal_page_last               6136
_journal_paper_doi               10.1039/D3CE00917C
_journal_volume                  25
_journal_year                    2023
_chemical_absolute_configuration r,r
_chemical_formula_sum            'C45 H63 Cu3 N6 O16 P'
_chemical_formula_weight         1165.60
_chemical_name_systematic        MHOF-PO4-2
_space_group_crystal_system      hexagonal
_space_group_IT_number           173
_space_group_name_Hall           'P 6c'
_space_group_name_H-M_alt        'P 63'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2023-08-12 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   19.7940(2)
_cell_length_b                   19.7940(2)
_cell_length_c                   9.02850(10)
_cell_measurement_reflns_used    14898
_cell_measurement_temperature    155(7)
_cell_measurement_theta_max      72.0310
_cell_measurement_theta_min      4.4490
_cell_volume                     3063.47(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      155(7)
_diffrn_detector_area_resol_mean 10.5594
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'micro-focus sealed X-ray tube'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            22875
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.154
_diffrn_reflns_theta_min         4.468
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.977
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72057
_exptl_absorpt_correction_type   multi-scan
_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_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_description       needle
_exptl_crystal_F_000             1210
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DMF/H2O'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.037
_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)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3924
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0199
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0313P)²+0.6745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0536
_refine_ls_wR_factor_ref         0.0541
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.945
_reflns_number_gt                3878
_reflns_number_total             3924
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00917c2.cif
_cod_data_source_block           MHOF-PO4-2
_cod_depositor_comments
'Adding full bibliography for 7247568--7247569.cif.'
_cod_original_cell_volume        3063.47(7)
_cod_database_code               7247568
_shelx_shelxl_version_number     2017/1
_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.
;
_platon_squeeze_void_probe_radius 1.20
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'
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 . . . .
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'
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) . . ?
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_
_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 ' '
