#------------------------------------------------------------------------------
#$Date: 2025-07-06 20:13:02 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300985 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/80/7718046.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_7718046
loop_
_publ_author_name
'Teixeira, Michaël'
'Louis, Benoît'
'Baudron, Stéphane A'
_publ_section_title
;
 A blessing and a curse: impact of urea derivatives on the secondary
 building unit of Ca-MOFs prepared in deep eutectic solvents.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5006
_journal_page_last               5016
_journal_paper_doi               10.1039/d4dt03254c
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C18 H18 Ca N6 O6'
_chemical_formula_sum            'C18 H18 Ca N6 O6'
_chemical_formula_weight         454.46
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-11-19 deposited with the CCDC.	2025-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                102.901(6)
_cell_angle_beta                 95.514(6)
_cell_angle_gamma                104.903(6)
_cell_formula_units_Z            1
_cell_length_a                   5.5041(7)
_cell_length_b                   8.0865(10)
_cell_length_c                   11.6070(15)
_cell_measurement_reflns_used    8828
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      66.59
_cell_measurement_theta_min      3.96
_cell_volume                     480.13(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/2(Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11096
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        66.582
_diffrn_reflns_theta_max         66.582
_diffrn_reflns_theta_min         3.960
_diffrn_source                   'Cu-ImuS DIAMOND microfocus tube'
_exptl_absorpt_coefficient_mu    3.289
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_description       plate
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         1677
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.168
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0378
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0522P)²+0.3240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1066
_refine_ls_wR_factor_ref         0.1080
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1589
_reflns_number_total             1677
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03254c2.cif
_cod_data_source_block           CaMOF6
_cod_depositor_comments
'Adding full bibliography for 7718045--7718055.cif.'
_cod_database_code               7718046
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_min   0.779
_shelx_estimated_absorpt_t_max   0.880
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.9874(5) 0.7191(4) 0.9587(2) 0.0375(6) Uani 1 1 d . . . . .
H1 H 1.157987 0.778204 0.997146 0.045 Uiso 1 1 calc R U . . .
C2 C 0.9223(4) 0.7239(3) 0.8417(2) 0.0321(5) Uani 1 1 d . . . . .
H2 H 1.045724 0.780732 0.800393 0.039 Uiso 1 1 calc R U . . .
C3 C 0.6724(4) 0.6436(3) 0.78665(19) 0.0258(5) Uani 1 1 d . . . . .
C4 C 0.5011(4) 0.5550(3) 0.84888(18) 0.0257(5) Uani 1 1 d . . . . .
H4 H 0.328558 0.498133 0.812691 0.031 Uiso 1 1 calc R U . . .
C5 C 0.5863(4) 0.5506(3) 0.96527(19) 0.0267(5) Uani 1 1 d . . . . .
C6 C 0.5885(4) 0.6565(3) 0.66111(18) 0.0245(5) Uani 1 1 d . . . . .
C7 C 0.2929(4) 0.7698(3) 0.34389(19) 0.0272(5) Uani 1 1 d . . . . .
C8 C 0.5334(4) 0.9179(3) 0.2249(2) 0.0318(5) Uani 1 1 d . . . . .
H8A H 0.552035 1.034764 0.207849 0.038 Uiso 1 1 calc R U . . .
H8B H 0.573605 0.837243 0.156613 0.038 Uiso 1 1 calc R U . . .
C9 C 0.7020(5) 0.9348(3) 0.3424(2) 0.0338(5) Uani 1 1 d . . . . .
H9A H 0.857422 0.899025 0.327253 0.041 Uiso 1 1 calc R U . . .
H9B H 0.751821 1.057405 0.393977 0.041 Uiso 1 1 calc R U . . .
N1 N 0.8271(4) 0.6370(3) 1.02171(16) 0.0314(5) Uani 1 1 d . . . . .
N2 N 0.2785(4) 0.8439(3) 0.24976(18) 0.0311(5) Uani 1 1 d . . . . .
N3 N 0.5359(4) 0.8130(3) 0.39591(18) 0.0318(5) Uani 1 1 d . . . . .
O1 O 0.3614(3) 0.6541(2) 0.63620(13) 0.0273(4) Uani 1 1 d . . . . .
O2 O 0.7521(3) 0.6729(2) 0.59284(13) 0.0278(4) Uani 1 1 d . . . . .
O3 O 0.1037(3) 0.6787(2) 0.37445(14) 0.0329(4) Uani 1 1 d . . . . .
Ca1 Ca 0.000000 0.500000 0.500000 0.0238(2) Uani 1 2 d S . P . .
H2N H 0.147(7) 0.794(4) 0.193(3) 0.056(9) Uiso 1 1 d . . . . .
H3N H 0.588(6) 0.789(4) 0.460(3) 0.041(8) Uiso 1 1 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'
Ca Ca 0.3641 1.2855 '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
N1 C1 C2 124.7(2) . . ?
N1 C1 H1 117.7 . . ?
C2 C1 H1 117.7 . . ?
C3 C2 C1 118.0(2) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C2 C3 C4 118.9(2) . . ?
C2 C3 C6 119.7(2) . . ?
C4 C3 C6 121.37(19) . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.0(2) . . ?
N1 C5 C5 116.3(2) . 2_667 ?
C4 C5 C5 121.6(2) . 2_667 ?
O1 C6 O2 125.71(19) . . ?
O1 C6 C3 116.25(18) . . ?
O2 C6 C3 118.01(19) . . ?
O3 C7 N3 127.1(2) . . ?
O3 C7 N2 123.5(2) . . ?
N3 C7 N2 109.4(2) . . ?
N2 C8 C9 102.04(18) . . ?
N2 C8 H8A 111.4 . . ?
C9 C8 H8A 111.4 . . ?
N2 C8 H8B 111.4 . . ?
C9 C8 H8B 111.4 . . ?
H8A C8 H8B 109.2 . . ?
N3 C9 C8 102.38(19) . . ?
N3 C9 H9A 111.3 . . ?
C8 C9 H9A 111.3 . . ?
N3 C9 H9B 111.3 . . ?
C8 C9 H9B 111.3 . . ?
H9A C9 H9B 109.2 . . ?
C1 N1 C5 117.08(19) . . ?
C7 N2 C8 110.23(19) . . ?
C7 N2 H2N 117(2) . . ?
C8 N2 H2N 122(2) . . ?
C7 N3 C9 111.5(2) . . ?
C7 N3 H3N 126(2) . . ?
C9 N3 H3N 122(2) . . ?
C6 O1 Ca1 140.99(14) . . ?
C6 O2 Ca1 136.64(14) . 1_655 ?
C7 O3 Ca1 140.82(15) . . ?
O3 Ca1 O3 180.0 . 2_566 ?
O3 Ca1 O1 92.22(6) . . ?
O3 Ca1 O1 87.78(6) 2_566 . ?
O3 Ca1 O1 87.78(6) . 2_566 ?
O3 Ca1 O1 92.22(6) 2_566 2_566 ?
O1 Ca1 O1 180.0 . 2_566 ?
O3 Ca1 O2 91.81(6) . 1_455 ?
O3 Ca1 O2 88.19(6) 2_566 1_455 ?
O1 Ca1 O2 93.60(5) . 1_455 ?
O1 Ca1 O2 86.40(5) 2_566 1_455 ?
O3 Ca1 O2 88.19(6) . 2_666 ?
O3 Ca1 O2 91.81(6) 2_566 2_666 ?
O1 Ca1 O2 86.40(5) . 2_666 ?
O1 Ca1 O2 93.60(5) 2_566 2_666 ?
O2 Ca1 O2 180.00(7) 1_455 2_666 ?
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
C1 N1 1.339(3) . ?
C1 C2 1.383(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.382(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(3) . ?
C3 C6 1.520(3) . ?
C4 C5 1.398(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.352(3) . ?
C5 C5 1.504(4) 2_667 ?
C6 O1 1.250(3) . ?
C6 O2 1.257(3) . ?
C7 O3 1.243(3) . ?
C7 N3 1.337(3) . ?
C7 N2 1.363(3) . ?
C8 N2 1.460(3) . ?
C8 C9 1.532(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N3 1.453(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
N2 H2N 0.87(4) . ?
N3 H3N 0.84(3) . ?
O1 Ca1 2.2911(15) . ?
O2 Ca1 2.3599(15) 1_655 ?
O3 Ca1 2.2835(15) . ?
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
N2 H2N N1 0.87(4) 2.39(4) 3.256(3) 171(3) 1_454 yes
N3 H3N O2 0.84(3) 2.22(3) 3.042(3) 165(3) . yes
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
N1 C1 C2 C3 2.3(4) . . . . ?
C1 C2 C3 C4 -3.0(3) . . . . ?
C1 C2 C3 C6 175.9(2) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C6 C3 C4 C5 -178.46(19) . . . . ?
C3 C4 C5 N1 3.2(3) . . . . ?
C3 C4 C5 C5 -177.0(2) . . . 2_667 ?
C2 C3 C6 O1 -149.9(2) . . . . ?
C4 C3 C6 O1 29.0(3) . . . . ?
C2 C3 C6 O2 28.4(3) . . . . ?
C4 C3 C6 O2 -152.8(2) . . . . ?
N2 C8 C9 N3 19.9(2) . . . . ?
C2 C1 N1 C5 1.2(4) . . . . ?
C4 C5 N1 C1 -4.0(3) . . . . ?
C5 C5 N1 C1 176.2(2) 2_667 . . . ?
O3 C7 N2 C8 -170.9(2) . . . . ?
N3 C7 N2 C8 9.9(3) . . . . ?
C9 C8 N2 C7 -18.9(2) . . . . ?
O3 C7 N3 C9 -174.6(2) . . . . ?
N2 C7 N3 C9 4.5(3) . . . . ?
C8 C9 N3 C7 -15.9(2) . . . . ?
O2 C6 O1 Ca1 58.4(3) . . . . ?
C3 C6 O1 Ca1 -123.5(2) . . . . ?
O1 C6 O2 Ca1 -116.9(2) . . . 1_655 ?
C3 C6 O2 Ca1 65.0(3) . . . 1_655 ?
N3 C7 O3 Ca1 -10.2(4) . . . . ?
N2 C7 O3 Ca1 170.76(16) . . . . ?
