#------------------------------------------------------------------------------
#$Date: 2025-07-06 20:13:02 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300985 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/80/7718054.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_7718054
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_sum            'C17 H14 Ca N4 O5'
_chemical_formula_weight         394.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2024-11-19 deposited with the CCDC.	2025-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.901(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2770(5)
_cell_length_b                   6.8600(3)
_cell_length_c                   25.2747(11)
_cell_measurement_reflns_used    9951
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.74
_cell_measurement_theta_min      2.72
_cell_volume                     1768.96(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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  0.0702
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            50732
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.099
_diffrn_reflns_theta_min         1.996
_exptl_absorpt_coefficient_mu    0.392
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_meas      ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         5198
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0438
_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)+(0.0329P)²+1.1063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0871
_refine_ls_wR_factor_ref         0.0976
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3693
_reflns_number_total             5198
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03254c2.cif
_cod_data_source_block           CaMOF2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7718045--7718055.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7718054
_shelx_shelxl_version_number     2016/6
_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   0.988
_shelx_estimated_absorpt_t_max   0.996
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'
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 0.70206(15) 0.9841(2) 0.32832(6) 0.0164(3) Uani 1 1 d . . . . .
C2 C 0.77711(15) 1.1137(2) 0.36888(6) 0.0168(3) Uani 1 1 d . . . . .
C3 C 0.84972(15) 1.0333(2) 0.41334(6) 0.0179(3) Uani 1 1 d . . . . .
H3A H 0.844720 0.897697 0.420418 0.022 Uiso 1 1 calc R U . . .
C4 C 0.92984(16) 1.1535(3) 0.44740(6) 0.0202(4) Uani 1 1 d . . . . .
C5 C 0.93994(17) 1.3504(3) 0.43653(7) 0.0237(4) Uani 1 1 d . . . . .
H5 H 0.999261 1.429881 0.458759 0.028 Uiso 1 1 calc R U . . .
C6 C 0.86340(17) 1.4312(3) 0.39319(7) 0.0234(4) Uani 1 1 d . . . . .
H6 H 0.867663 1.567116 0.386401 0.028 Uiso 1 1 calc R U . . .
C7 C 0.78086(16) 1.3135(3) 0.35988(7) 0.0206(4) Uani 1 1 d . . . . .
H7 H 0.726483 1.369265 0.330724 0.025 Uiso 1 1 calc R U . . .
C8 C 0.56189(18) 1.2902(3) 0.03594(7) 0.0274(4) Uani 1 1 d . . . . .
C9 C 0.63389(19) 1.1879(3) 0.00182(7) 0.0320(4) Uani 1 1 d . . . . .
H9 H 0.642440 1.237159 -0.032723 0.038 Uiso 1 1 calc R U . . .
C10 C 0.69260(19) 1.0147(3) 0.01865(8) 0.0338(5) Uani 1 1 d . . . . .
H10 H 0.741349 0.943987 -0.004599 0.041 Uiso 1 1 calc R U . . .
C11 C 0.68140(18) 0.9422(3) 0.06919(7) 0.0286(4) Uani 1 1 d . . . . .
H11 H 0.723184 0.823242 0.080487 0.034 Uiso 1 1 calc R U . . .
C12 C 0.60921(17) 1.0434(3) 0.10320(7) 0.0217(4) Uani 1 1 d . . . . .
C13 C 0.54882(18) 1.2172(3) 0.08634(7) 0.0251(4) Uani 1 1 d . . . . .
H13 H 0.498442 1.286517 0.109287 0.030 Uiso 1 1 calc R U . . .
C14 C 0.59523(16) 0.9650(2) 0.15758(6) 0.0190(3) Uani 1 1 d . . . . .
C15 C 0.24923(16) 0.8821(3) 0.28516(7) 0.0213(4) Uani 1 1 d . . . . .
C16 C 0.0802(2) 0.6894(4) 0.30790(11) 0.0466(6) Uani 1 1 d . . . . .
H16A H 0.096561 0.581681 0.333928 0.056 Uiso 1 1 calc R U . . .
H16B H -0.003039 0.664628 0.284858 0.056 Uiso 1 1 calc R U . . .
C17 C 0.0778(3) 0.8845(4) 0.33564(12) 0.0646(8) Uani 1 1 d . . . . .
H17A H -0.006168 0.953054 0.325272 0.077 Uiso 1 1 calc R U . . .
H17B H 0.090941 0.868803 0.374858 0.077 Uiso 1 1 calc R U . . .
N1 N 1.00873(15) 1.0871(2) 0.49451(6) 0.0249(3) Uani 1 1 d . . . . .
N2 N 0.49502(16) 1.4700(2) 0.02292(6) 0.0328(4) Uani 1 1 d . . . . .
N3 N 0.18775(15) 0.7121(2) 0.27681(7) 0.0320(4) Uani 1 1 d . . . . .
H3 H 0.210468 0.622937 0.254615 0.038 Uiso 1 1 calc R U . . .
N4 N 0.18558(18) 0.9881(3) 0.31722(9) 0.0551(6) Uani 1 1 d . . . . .
H4 H 0.206676 1.108883 0.326333 0.066 Uiso 1 1 calc R U . . .
O1 O 0.73599(12) 0.81239(19) 0.32338(5) 0.0308(3) Uani 1 1 d . . . . .
O2 O 0.60914(12) 1.05844(18) 0.29741(5) 0.0264(3) Uani 1 1 d . . . . .
O3 O 0.48772(11) 0.53969(17) 0.31597(4) 0.0205(3) Uani 1 1 d . . . . .
O4 O 0.66713(13) 0.82570(19) 0.17564(5) 0.0289(3) Uani 1 1 d . . . . .
O5 O 0.35031(11) 0.93293(17) 0.26578(5) 0.0206(3) Uani 1 1 d . . . . .
Ca1 Ca 0.55028(3) 0.74748(5) 0.25106(2) 0.01417(9) Uani 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 0.0033 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'
Ca Ca 0.2262 0.3064 '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 C1 O2 121.43(15) . . ?
O1 C1 C2 120.34(14) . . ?
O2 C1 C2 118.08(15) . . ?
O1 C1 Ca1 61.82(8) . . ?
O2 C1 Ca1 59.83(8) . . ?
C2 C1 Ca1 177.68(11) . . ?
C3 C2 C7 120.13(15) . . ?
C3 C2 C1 120.05(15) . . ?
C7 C2 C1 119.68(14) . . ?
C2 C3 C4 119.17(16) . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 H3A 120.4 . . ?
C5 C4 C3 120.61(15) . . ?
C5 C4 N1 115.26(15) . . ?
C3 C4 N1 124.12(16) . . ?
C4 C5 C6 119.89(16) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 119.78(17) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C2 120.22(15) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
C13 C8 C9 120.23(17) . . ?
C13 C8 N2 115.12(17) . . ?
C9 C8 N2 124.64(17) . . ?
C10 C9 C8 119.32(17) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C11 120.78(18) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 120.02(17) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 119.52(16) . . ?
C11 C12 C14 120.38(16) . . ?
C13 C12 C14 120.10(16) . . ?
C12 C13 C8 120.13(17) . . ?
C12 C13 H13 119.9 . . ?
C8 C13 H13 119.9 . . ?
O3 C14 O4 121.57(15) 2_655 . ?
O3 C14 C12 119.22(15) 2_655 . ?
O4 C14 C12 119.21(15) . . ?
O3 C14 Ca1 65.67(9) 2_655 . ?
O4 C14 Ca1 56.92(9) . . ?
C12 C14 Ca1 168.91(12) . . ?
O5 C15 N4 125.72(17) . . ?
O5 C15 N3 125.65(16) . . ?
N4 C15 N3 108.63(15) . . ?
N3 C16 C17 102.34(17) . . ?
N3 C16 H16A 111.3 . . ?
C17 C16 H16A 111.3 . . ?
N3 C16 H16B 111.3 . . ?
C17 C16 H16B 111.3 . . ?
H16A C16 H16B 109.2 . . ?
N4 C17 C16 103.35(17) . . ?
N4 C17 H17A 111.1 . . ?
C16 C17 H17A 111.1 . . ?
N4 C17 H17B 111.1 . . ?
C16 C17 H17B 111.1 . . ?
H17A C17 H17B 109.1 . . ?
N1 N1 C4 114.09(18) 3_776 . ?
N2 N2 C8 114.1(2) 3_685 . ?
C15 N3 C16 112.89(17) . . ?
C15 N3 H3 123.6 . . ?
C16 N3 H3 123.6 . . ?
C15 N4 C17 112.59(18) . . ?
C15 N4 H4 123.7 . . ?
C17 N4 H4 123.7 . . ?
C1 O1 Ca1 92.48(9) . . ?
C1 O2 Ca1 169.50(11) . 2_655 ?
C1 O2 Ca1 93.90(10) . . ?
Ca1 O2 Ca1 96.60(4) 2_655 . ?
C14 O3 Ca1 153.01(11) 2_645 . ?
C14 O3 Ca1 88.51(10) 2_645 2_645 ?
Ca1 O3 Ca1 92.59(4) . 2_645 ?
C14 O4 Ca1 97.35(10) . . ?
C15 O5 Ca1 134.27(11) . 2_655 ?
C15 O5 Ca1 131.12(11) . . ?
Ca1 O5 Ca1 93.18(4) 2_655 . ?
O2 Ca1 O3 78.00(4) 2_645 . ?
O2 Ca1 O4 95.35(5) 2_645 . ?
O3 Ca1 O4 153.40(4) . . ?
O2 Ca1 O5 72.44(4) 2_645 2_645 ?
O3 Ca1 O5 74.83(4) . 2_645 ?
O4 Ca1 O5 78.60(4) . 2_645 ?
O2 Ca1 O2 148.10(4) 2_645 . ?
O3 Ca1 O2 105.52(4) . . ?
O4 Ca1 O2 93.74(5) . . ?
O5 Ca1 O2 139.42(4) 2_645 . ?
O2 Ca1 O5 79.68(4) 2_645 . ?
O3 Ca1 O5 84.51(4) . . ?
O4 Ca1 O5 120.00(4) . . ?
O5 Ca1 O5 148.05(4) 2_645 . ?
O2 Ca1 O5 69.32(4) . . ?
O2 Ca1 O1 155.14(5) 2_645 . ?
O3 Ca1 O1 81.13(4) . . ?
O4 Ca1 O1 97.31(5) . . ?
O5 Ca1 O1 89.22(4) 2_645 . ?
O2 Ca1 O1 51.90(4) . . ?
O5 Ca1 O1 111.68(4) . . ?
O2 Ca1 O3 92.59(4) 2_645 2_655 ?
O3 Ca1 O3 153.27(2) . 2_655 ?
O4 Ca1 O3 51.27(4) . 2_655 ?
O5 Ca1 O3 126.47(4) 2_645 2_655 ?
O2 Ca1 O3 69.87(4) . 2_655 ?
O5 Ca1 O3 69.12(4) . 2_655 ?
O1 Ca1 O3 112.00(4) . 2_655 ?
O2 Ca1 C1 166.42(5) 2_645 . ?
O3 Ca1 C1 92.33(4) . . ?
O4 Ca1 C1 97.47(5) . . ?
O5 Ca1 C1 114.53(4) 2_645 . ?
O2 Ca1 C1 26.27(4) . . ?
O5 Ca1 C1 90.02(4) . . ?
O1 Ca1 C1 25.69(4) . . ?
O3 Ca1 C1 91.95(4) 2_655 . ?
O2 Ca1 C14 91.67(5) 2_645 . ?
O3 Ca1 C14 169.65(5) . . ?
O4 Ca1 C14 25.72(4) . . ?
O5 Ca1 C14 101.70(4) 2_645 . ?
O2 Ca1 C14 83.53(5) . . ?
O5 Ca1 C14 94.28(4) . . ?
O1 Ca1 C14 108.76(5) . . ?
O3 Ca1 C14 25.82(4) 2_655 . ?
C1 Ca1 C14 97.95(5) . . ?
O2 Ca1 Ca1 110.07(3) 2_645 2_655 ?
O3 Ca1 Ca1 119.66(3) . 2_655 ?
O4 Ca1 Ca1 86.88(3) . 2_655 ?
O5 Ca1 Ca1 165.47(3) 2_645 2_655 ?
O2 Ca1 Ca1 40.07(3) . 2_655 ?
O5 Ca1 Ca1 43.01(3) . 2_655 ?
O1 Ca1 Ca1 91.93(3) . 2_655 ?
O3 Ca1 Ca1 40.37(3) 2_655 2_655 ?
C1 Ca1 Ca1 66.34(3) . 2_655 ?
C14 Ca1 Ca1 64.25(3) . 2_655 ?
O2 Ca1 Ca1 43.33(3) 2_645 2_645 ?
O3 Ca1 Ca1 47.05(3) . 2_645 ?
O4 Ca1 Ca1 111.61(3) . 2_645 ?
O5 Ca1 Ca1 43.81(3) 2_645 2_645 ?
O2 Ca1 Ca1 152.49(3) . 2_645 ?
O5 Ca1 Ca1 104.51(3) . 2_645 ?
O1 Ca1 Ca1 111.87(3) . 2_645 ?
O3 Ca1 Ca1 134.58(3) 2_655 2_645 ?
C1 Ca1 Ca1 133.47(3) . 2_645 ?
C14 Ca1 Ca1 123.97(4) . 2_645 ?
Ca1 Ca1 Ca1 146.622(18) 2_655 2_645 ?
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 O1 1.239(2) . ?
C1 O2 1.2662(19) . ?
C1 C2 1.499(2) . ?
C1 Ca1 2.8544(16) . ?
C2 C3 1.387(2) . ?
C2 C7 1.390(2) . ?
C3 C4 1.389(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.384(3) . ?
C4 N1 1.432(2) . ?
C5 C6 1.385(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.382(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.390(3) . ?
C8 C9 1.392(3) . ?
C8 N2 1.431(2) . ?
C9 C10 1.377(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.387(2) . ?
C12 C14 1.499(2) . ?
C13 H13 0.9500 . ?
C14 O3 1.254(2) 2_655 ?
C14 O4 1.259(2) . ?
C14 Ca1 2.8783(17) . ?
C15 O5 1.250(2) . ?
C15 N4 1.319(2) . ?
C15 N3 1.332(2) . ?
C16 N3 1.440(3) . ?
C16 C17 1.513(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N4 1.440(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
N1 N1 1.245(3) 3_776 ?
N2 N2 1.245(3) 3_685 ?
N3 H3 0.8800 . ?
N4 H4 0.8800 . ?
O1 Ca1 2.5185(12) . ?
O2 Ca1 2.3205(11) 2_655 ?
O2 Ca1 2.4735(12) . ?
O3 Ca1 2.3216(12) . ?
O3 Ca1 2.6235(12) 2_645 ?
O4 Ca1 2.4319(13) . ?
O5 Ca1 2.4466(12) 2_655 ?
O5 Ca1 2.4826(11) . ?
Ca1 Ca1 3.5808(2) 2_655 ?
Ca1 Ca1 3.5808(2) 2_645 ?
