#------------------------------------------------------------------------------
#$Date: 2025-10-06 09:40:48 +0200 (Mon 06 de Oct de 2025) $
#$Revision: 302502 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/51/1575196.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_1575196
loop_
_publ_author_name
'Xiao, Zongjing'
'Li, Pengfei'
'Sun, Beibei'
'Bao, Xinrui'
'Gan, Lei'
'Yang, Huajun'
_publ_section_title
;
 Water-mediated synthesis of hydrogen-bonded metal-organic frameworks.
;
_journal_issue                   33
_journal_name_full               'Chemical science'
_journal_page_first              14919
_journal_page_last               14923
_journal_paper_doi               10.1039/d5sc02337h
_journal_volume                  16
_journal_year                    2025
_chemical_formula_sum            'C36 H50 I0 N2 Ni2 O12'
_chemical_formula_weight         820.20
_space_group_crystal_system      orthorhombic
_space_group_IT_number           71
_space_group_name_Hall           '-I 2 2'
_space_group_name_H-M_alt        'I m m m'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2025-03-25 deposited with the CCDC.	2025-06-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.339(2)
_cell_length_b                   10.761(3)
_cell_length_c                   20.275(5)
_cell_measurement_reflns_used    4132
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.13
_cell_measurement_theta_min      2.40
_cell_volume                     2037.6(9)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12537
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.872
_diffrn_reflns_theta_min         2.009
_exptl_absorpt_coefficient_mu    0.983
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_description       rod
_exptl_crystal_F_000             864
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         1140
_refine_ls_number_restraints     137
_refine_ls_restrained_S_all      0.967
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0225
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0444P)²+1.1917P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0581
_refine_ls_wR_factor_ref         0.0604
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1055
_reflns_number_total             1140
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc02337h2.cif
_cod_data_source_block           NNM_1_Ni_a
_cod_depositor_comments
'Adding full bibliography for 1575195--1575196.cif.'
_cod_database_code               1575196
_shelx_shelxl_version_number     2014/7
_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'
'-x, y, -z'
'x, -y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x, -y, z'
'-x, y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, 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
Ni1 Ni 0.64092(3) 0.5000 0.5000 0.01581(13) Uani 1 4 d S TU P C .
O2 O 0.61796(16) 0.31665(15) 0.5000 0.0462(5) Uani 1 2 d S TU P . .
O3 O 0.61819(16) 0.5000 0.40167(8) 0.0469(5) Uani 1 2 d S TU P . .
O005 O 0.5000 0.39693(18) 0.06495(8) 0.0556(6) Uani 1 2 d S TU P . .
H005 H 0.5000 0.4090 0.0250 0.083 Uiso 0.5 2 calc R U P . .
C6 C 0.5000 0.2628(3) 0.5000 0.0241(6) Uani 1 4 d S TU P B .
C22 C 0.5000 0.1212(3) 0.5000 0.0241(6) Uani 1 4 d S TU P . .
C11 C 0.5000 0.5000 0.37336(14) 0.0272(6) Uani 1 4 d S TU P A .
C12 C 0.5000 0.5000 0.29775(14) 0.0301(7) Uani 1 4 d S TU P . .
C11A C 0.4573(9) 0.6266(9) 0.2737(5) 0.041(2) Uani 0.25 1 d . U P A -1
H11A H 0.5240 0.6881 0.2905 0.049 Uiso 0.25 1 calc R U P A -1
H11B H 0.3627 0.6469 0.2902 0.049 Uiso 0.25 1 calc R U P A -1
C11B C 0.6478(9) 0.4612(8) 0.2694(4) 0.039(2) Uani 0.25 1 d . U P A -1
H11C H 0.7212 0.5175 0.2854 0.047 Uiso 0.25 1 calc R U P A -1
H11D H 0.6716 0.3780 0.2842 0.047 Uiso 0.25 1 calc R U P A -1
C11C C 0.3905(10) 0.4021(9) 0.2715(5) 0.037(2) Uani 0.25 1 d . U P A -1
H11E H 0.4192 0.3196 0.2855 0.045 Uiso 0.25 1 calc R U P A -1
H11F H 0.2964 0.4190 0.2897 0.045 Uiso 0.25 1 calc R U P A -1
C12A C 0.3842(11) 0.4078(9) 0.1955(5) 0.036(2) Uani 0.25 1 d . U P A -1
H12A H 0.2900 0.4350 0.1815 0.044 Uiso 0.25 1 calc R U P A -1
H12B H 0.4012 0.3257 0.1773 0.044 Uiso 0.25 1 calc R U P A -1
C12B C 0.6434(11) 0.4645(8) 0.1934(5) 0.039(3) Uani 0.25 1 d . U P A -1
H12C H 0.7135 0.5238 0.1773 0.047 Uiso 0.25 1 calc R U P A -1
H12D H 0.6684 0.3833 0.1761 0.047 Uiso 0.25 1 calc R U P A -1
C12C C 0.4565(9) 0.6306(8) 0.1975(4) 0.043(2) Uani 0.25 1 d . U P A -1
H12E H 0.5234 0.6931 0.1822 0.052 Uiso 0.25 1 calc R U P A -1
H12F H 0.3617 0.6528 0.1819 0.052 Uiso 0.25 1 calc R U P A -1
C13A C 0.4582(10) 0.0689(13) 0.5640(7) 0.031(4) Uani 0.25 1 d . U P B -1
H13B H 0.5238 0.0978 0.5964 0.047 Uiso 0.25 1 d R U P B -1
H13C H 0.3667 0.0978 0.5755 0.047 Uiso 0.25 1 d R U P B -1
C13B C 0.3974(12) 0.0731(11) 0.4450(7) 0.034(3) Uani 0.25 1 d . U P B -1
H13E H 0.3053 0.1027 0.4547 0.051 Uiso 0.25 1 d R U P B -1
H13F H 0.4254 0.1027 0.4020 0.051 Uiso 0.25 1 d R U P B -1
C13C C 0.6536(8) 0.0717(7) 0.4825(5) 0.038(3) Uani 0.25 1 d . U P B -1
H13H H 0.6791 0.1012 0.4392 0.056 Uiso 0.25 1 d R U P B -1
H13I H 0.7199 0.1012 0.5145 0.056 Uiso 0.25 1 d R U P B -1
C17 C 0.5000 0.5000 0.16936(14) 0.0362(7) Uani 1 4 d S TU P . .
C18 C 0.5000 0.5000 0.09476(15) 0.0371(8) Uani 1 4 d S TU P A .
N1 N 0.8614(2) 0.5000 0.5000 0.0189(5) Uani 1 4 d DS TU P . .
C24 C 0.9177(12) 0.6243(7) 0.4838(4) 0.037(4) Uani 0.25 1 d D U P C -1
H24A H 0.8840 0.6848 0.5159 0.044 Uiso 0.25 1 d R U P C -1
H24B H 0.8840 0.6486 0.4403 0.044 Uiso 0.25 1 d R U P C -1
C25 C 0.9186(12) 0.4595(8) 0.5650(4) 0.030(3) Uani 0.25 1 d D U P C -1
H25A H 0.8847 0.3768 0.5764 0.036 Uiso 0.25 1 d R U P C -1
H25B H 0.8847 0.5181 0.5980 0.036 Uiso 0.25 1 d R U P C -1
C23 C 0.9167(10) 0.4081(7) 0.4515(4) 0.030(3) Uani 0.25 1 d D U P C -1
H23A H 0.8826 0.4306 0.4078 0.036 Uiso 0.25 1 d R U P C -1
H23B H 0.8826 0.3251 0.4622 0.036 Uiso 0.25 1 d R U P C -1
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'
Ni Ni 0.3393 1.1124 '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'
I I -0.4742 1.8119 '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
O2 Ni1 O2 167.59(9) . 11_565 ?
O2 Ni1 O3 89.344(7) . . ?
O2 Ni1 O3 89.344(7) 11_565 . ?
O2 Ni1 O3 89.344(7) . 10_556 ?
O2 Ni1 O3 89.344(7) 11_565 10_556 ?
O3 Ni1 O3 167.84(9) . 10_556 ?
O2 Ni1 N1 96.20(5) . . ?
O2 Ni1 N1 96.20(5) 11_565 . ?
O3 Ni1 N1 96.08(5) . . ?
O3 Ni1 N1 96.08(5) 10_556 . ?
O2 Ni1 Ni1 83.80(5) . 9_666 ?
O2 Ni1 Ni1 83.80(5) 11_565 9_666 ?
O3 Ni1 Ni1 83.92(5) . 9_666 ?
O3 Ni1 Ni1 83.92(5) 10_556 9_666 ?
N1 Ni1 Ni1 180.0 . 9_666 ?
C6 O2 Ni1 123.93(15) . . ?
C11 O3 Ni1 123.56(15) . . ?
C18 O005 H005 109.5 . . ?
O2 C6 O2 124.5(3) 3_656 . ?
O2 C6 C22 117.73(13) 3_656 . ?
O2 C6 C22 117.73(13) . . ?
C13A C22 C6 112.6(5) . . ?
C13A C22 C13B 110.0(5) . . ?
C6 C22 C13B 109.4(4) . . ?
C13A C22 C13C 108.2(4) . . ?
C6 C22 C13C 109.8(3) . . ?
C13B C22 C13C 106.7(6) . . ?
O3 C11 O3 125.0(3) 2_665 . ?
O3 C11 C12 117.48(13) 2_665 . ?
O3 C11 C12 117.48(13) . . ?
C11A C12 C11 109.0(4) . . ?
C11A C12 C11B 111.1(4) . . ?
C11 C12 C11B 111.7(3) . . ?
C11A C12 C11C 109.1(5) . . ?
C11 C12 C11C 109.9(4) . . ?
C11B C12 C11C 106.0(5) . . ?
C12 C11A C12C 110.6(7) . . ?
C12 C11A H11A 109.5 . . ?
C12C C11A H11A 109.5 . . ?
C12 C11A H11B 109.5 . . ?
C12C C11A H11B 109.5 . . ?
H11A C11A H11B 108.1 . . ?
C12B C11B C12 109.8(6) . . ?
C12B C11B H11C 109.7 . . ?
C12 C11B H11C 109.7 . . ?
C12B C11B H11D 109.7 . . ?
C12 C11B H11D 109.7 . . ?
H11C C11B H11D 108.2 . . ?
C12A C11C C12 109.8(7) . . ?
C12A C11C H11E 109.7 . . ?
C12 C11C H11E 109.7 . . ?
C12A C11C H11F 109.7 . . ?
C12 C11C H11F 109.7 . . ?
H11E C11C H11F 108.2 . . ?
C11C C12A C17 109.7(7) . . ?
C11C C12A H12A 109.7 . . ?
C17 C12A H12A 109.7 . . ?
C11C C12A H12B 109.7 . . ?
C17 C12A H12B 109.7 . . ?
H12A C12A H12B 108.2 . . ?
C17 C12B C11B 111.1(7) . . ?
C17 C12B H12C 109.4 . . ?
C11B C12B H12C 109.4 . . ?
C17 C12B H12D 109.4 . . ?
C11B C12B H12D 109.4 . . ?
H12C C12B H12D 108.0 . . ?
C11A C12C C17 109.7(6) . . ?
C11A C12C H12E 109.7 . . ?
C17 C12C H12E 109.7 . . ?
C11A C12C H12F 109.7 . . ?
C17 C12C H12F 109.7 . . ?
H12E C12C H12F 108.2 . . ?
C22 C13A H13B 108.4 . . ?
C22 C13A H13C 109.5 . . ?
H13B C13A H13C 107.8 . . ?
C22 C13B H13E 107.6 . . ?
C22 C13B H13F 111.8 . . ?
H13E C13B H13F 109.0 . . ?
C22 C13C H13H 108.7 . . ?
C22 C13C H13I 109.1 . . ?
H13H C13C H13I 110.5 . . ?
C12B C17 C18 109.3(4) . . ?
C12B C17 C12A 110.6(5) . . ?
C18 C17 C12A 109.8(4) . . ?
C12B C17 C12C 110.2(5) . . ?
C18 C17 C12C 111.3(3) . . ?
C12A C17 C12C 105.5(6) . . ?
O005 C18 O005 122.8(3) . 11_565 ?
O005 C18 C17 118.59(15) . . ?
O005 C18 C17 118.59(15) 11_565 . ?
C24 N1 C25 109.5(4) . . ?
C24 N1 C23 109.4(5) . . ?
C25 N1 C23 105.4(6) . . ?
C24 N1 Ni1 110.9(5) . . ?
C25 N1 Ni1 111.1(5) . . ?
C23 N1 Ni1 110.3(4) . . ?
N1 C24 H24A 110.1 . . ?
N1 C24 H24B 109.3 . . ?
H24A C24 H24B 108.8 . . ?
N1 C25 H25A 111.2 . . ?
N1 C25 H25B 107.6 . . ?
H25A C25 H25B 108.9 . . ?
N1 C23 H23A 108.9 . . ?
N1 C23 H23B 110.5 . . ?
H23A C23 H23B 108.9 . . ?
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
Ni1 O2 1.9846(16) . ?
Ni1 O2 1.9847(16) 11_565 ?
Ni1 O3 2.0049(16) . ?
Ni1 O3 2.0049(16) 10_556 ?
Ni1 N1 2.059(2) . ?
Ni1 Ni1 2.6322(9) 9_666 ?
O2 C6 1.2445(19) . ?
O3 C11 1.244(2) . ?
O005 C18 1.263(2) . ?
O005 H005 0.8200 . ?
C6 O2 1.2445(19) 3_656 ?
C6 C22 1.524(4) . ?
C22 C13A 1.467(15) . ?
C22 C13B 1.558(14) . ?
C22 C13C 1.570(7) . ?
C11 O3 1.244(2) 2_665 ?
C11 C12 1.533(4) . ?
C12 C11A 1.501(10) . ?
C12 C11B 1.552(8) . ?
C12 C11C 1.562(10) . ?
C11A C12C 1.545(11) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11B C12B 1.543(12) . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C11C C12A 1.544(13) . ?
C11C H11E 0.9700 . ?
C11C H11F 0.9700 . ?
C12A C17 1.560(11) . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C12B C17 1.475(10) . ?
C12B H12C 0.9700 . ?
C12B H12D 0.9700 . ?
C12C C17 1.570(8) . ?
C12C H12E 0.9700 . ?
C12C H12F 0.9700 . ?
C13A H13B 0.9518 . ?
C13A H13C 0.9383 . ?
C13B H13E 0.9380 . ?
C13B H13F 0.9633 . ?
C13C H13H 0.9638 . ?
C13C H13I 0.9516 . ?
C17 C18 1.512(4) . ?
C18 O005 1.263(2) 11_565 ?
N1 C24 1.475(7) . ?
N1 C25 1.487(6) . ?
N1 C23 1.487(6) . ?
C24 H24A 0.9726 . ?
C24 H24B 0.9724 . ?
C25 H25A 0.9728 . ?
C25 H25B 0.9725 . ?
C23 H23A 0.9722 . ?
C23 H23B 0.9728 . ?
