#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:26:33 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272636 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/39/7243974.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_7243974
loop_
_publ_author_name
'Teixeira, Michaël'
'Maia, Renata A.'
'Karmazin, Lydia'
'Louis, Benoît'
'Baudron, Stéphane A.'
_publ_section_title
;
 Ionothermal synthesis of calcium-based metal--organic frameworks in a
 deep eutectic solvent
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              601
_journal_page_last               608
_journal_paper_doi               10.1039/D1CE01497H
_journal_volume                  24
_journal_year                    2022
_chemical_formula_sum            'C14 H16 Ca N4 O8'
_chemical_formula_weight         408.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2021-11-08 deposited with the CCDC.	2021-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.379(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.7069(8)
_cell_length_b                   10.4537(8)
_cell_length_c                   9.3801(6)
_cell_measurement_reflns_used    5681
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.92
_cell_measurement_theta_min      2.26
_cell_volume                     1734.78(19)
_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 1.000
_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  0.0584
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17536
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.121
_diffrn_reflns_theta_min         2.263
_exptl_absorpt_coefficient_mu    0.415
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         2564
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0367
_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)+(0.0443P)²+1.3579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0982
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2275
_reflns_number_total             2564
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01497h2.cif
_cod_data_source_block           CaMOF4
_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 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7243973--7243978.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7243974
_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   0.980
_shelx_estimated_absorpt_t_max   0.988
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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
C1 C 0.39052(7) 0.88862(12) 0.54649(14) 0.0218(3) Uani 1 1 d . . . . .
C2 C 0.31680(6) 0.81923(11) 0.52396(13) 0.0177(2) Uani 1 1 d . . . . .
C3 C 0.29225(7) 0.78751(12) 0.38588(13) 0.0207(2) Uani 1 1 d . . . . .
H3A H 0.320865 0.814125 0.307714 0.025 Uiso 1 1 calc R U . . .
C4 C 0.22637(7) 0.71736(12) 0.36057(13) 0.0197(2) Uani 1 1 d . . . . .
C5 C 0.40699(9) 0.70384(15) 0.05187(17) 0.0316(3) Uani 1 1 d . . . . .
C6 C 0.41482(12) 0.57892(19) -0.1512(2) 0.0479(5) Uani 1 1 d . . . . .
H6A H 0.448374 0.503925 -0.160757 0.058 Uiso 1 1 calc R U . . .
H6B H 0.402038 0.614101 -0.247167 0.058 Uiso 1 1 calc R U . . .
C7 C 0.34312(11) 0.54310(17) -0.0733(2) 0.0428(4) Uani 1 1 d . . . . .
H7A H 0.297012 0.561404 -0.133074 0.051 Uiso 1 1 calc R U . . .
H7B H 0.343427 0.451547 -0.046247 0.051 Uiso 1 1 calc R U . . .
N1 N 0.44978(9) 0.67519(17) -0.05893(17) 0.0477(4) Uani 1 1 d . . . . .
H1 H 0.493831 0.710719 -0.073672 0.057 Uiso 1 1 calc R U . . .
N2 N 0.34758(9) 0.62436(14) 0.05153(16) 0.0416(4) Uani 1 1 d . . . . .
H2 H 0.314918 0.621919 0.119682 0.050 Uiso 1 1 calc R U . . .
O1 O 0.42372(7) 0.92774(13) 0.44204(12) 0.0410(3) Uani 1 1 d . . . . .
O2 O 0.41581(6) 0.90066(11) 0.67436(12) 0.0336(3) Uani 1 1 d . . . . .
O3 O 0.20761(6) 0.68352(11) 0.22296(10) 0.0314(2) Uani 1 1 d . . . . .
H3 H 0.165067 0.647838 0.219563 0.047 Uiso 1 1 calc R U . . .
O4 O 0.42063(8) 0.78851(14) 0.14036(14) 0.0501(4) Uani 1 1 d . . . . .
Ca1 Ca 0.500000 0.93663(3) 0.250000 0.01753(10) Uani 1 2 d S T P . .
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 123.84(12) . . ?
O1 C1 C2 119.27(12) . . ?
O2 C1 C2 116.86(11) . . ?
O1 C1 Ca1 89.30(8) . 5_676 ?
O2 C1 Ca1 37.41(6) . 5_676 ?
C2 C1 Ca1 148.64(8) . 5_676 ?
C3 C2 C4 119.65(10) . 7_566 ?
C3 C2 C1 118.91(11) . . ?
C4 C2 C1 121.41(11) 7_566 . ?
C2 C3 C4 120.87(11) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
O3 C4 C3 117.87(11) . . ?
O3 C4 C2 122.64(11) . 7_566 ?
C3 C4 C2 119.46(11) . 7_566 ?
O4 C5 N2 125.42(15) . . ?
O4 C5 N1 125.47(15) . . ?
N2 C5 N1 109.11(13) . . ?
N1 C6 C7 103.06(14) . . ?
N1 C6 H6A 111.2 . . ?
C7 C6 H6A 111.2 . . ?
N1 C6 H6B 111.2 . . ?
C7 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?
N2 C7 C6 102.92(13) . . ?
N2 C7 H7A 111.2 . . ?
C6 C7 H7A 111.2 . . ?
N2 C7 H7B 111.2 . . ?
C6 C7 H7B 111.2 . . ?
H7A C7 H7B 109.1 . . ?
C5 N1 C6 112.06(14) . . ?
C5 N1 H1 124.0 . . ?
C6 N1 H1 124.0 . . ?
C5 N2 C7 112.49(14) . . ?
C5 N2 H2 123.8 . . ?
C7 N2 H2 123.8 . . ?
C1 O1 Ca1 162.06(12) . . ?
C1 O2 Ca1 123.45(9) . 5_676 ?
C4 O3 H3 109.5 . . ?
C5 O4 Ca1 152.05(12) . . ?
O1 Ca1 O1 175.37(7) 2_655 . ?
O1 Ca1 O4 87.44(4) 2_655 2_655 ?
O1 Ca1 O4 89.45(5) . 2_655 ?
O1 Ca1 O4 89.45(5) 2_655 . ?
O1 Ca1 O4 87.44(4) . . ?
O4 Ca1 O4 95.56(8) 2_655 . ?
O1 Ca1 O2 83.10(5) 2_655 5_676 ?
O1 Ca1 O2 100.29(4) . 5_676 ?
O4 Ca1 O2 89.09(5) 2_655 5_676 ?
O4 Ca1 O2 171.04(4) . 5_676 ?
O1 Ca1 O2 100.29(4) 2_655 6_575 ?
O1 Ca1 O2 83.10(5) . 6_575 ?
O4 Ca1 O2 171.04(4) 2_655 6_575 ?
O4 Ca1 O2 89.09(5) . 6_575 ?
O2 Ca1 O2 87.36(6) 5_676 6_575 ?
O1 Ca1 C1 97.37(4) 2_655 5_676 ?
O1 Ca1 C1 85.26(4) . 5_676 ?
O4 Ca1 C1 77.08(5) 2_655 5_676 ?
O4 Ca1 C1 169.66(4) . 5_676 ?
O2 Ca1 C1 19.14(4) 5_676 5_676 ?
O2 Ca1 C1 97.27(4) 6_575 5_676 ?
O1 Ca1 C1 85.26(4) 2_655 6_575 ?
O1 Ca1 C1 97.37(4) . 6_575 ?
O4 Ca1 C1 169.66(4) 2_655 6_575 ?
O4 Ca1 C1 77.08(5) . 6_575 ?
O2 Ca1 C1 97.27(4) 5_676 6_575 ?
O2 Ca1 C1 19.14(4) 6_575 6_575 ?
C1 Ca1 C1 111.11(5) 5_676 6_575 ?
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 1.2331(17) . ?
C1 O2 1.2690(17) . ?
C1 C2 1.5006(16) . ?
C1 Ca1 3.2298(13) 5_676 ?
C2 C3 1.3891(17) . ?
C2 C4 1.4045(16) 7_566 ?
C3 C4 1.3899(17) . ?
C3 H3A 0.9500 . ?
C4 O3 1.3661(15) . ?
C5 O4 1.2305(18) . ?
C5 N2 1.3405(19) . ?
C5 N1 1.345(2) . ?
C6 N1 1.449(2) . ?
C6 C7 1.537(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N2 1.446(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?
O1 Ca1 2.2978(11) . ?
O2 Ca1 2.3518(10) 5_676 ?
O3 H3 0.8400 . ?
O4 Ca1 2.3044(12) . ?
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
O1 C1 C2 C3 7.54(19) . . . . ?
O2 C1 C2 C3 -170.85(12) . . . . ?
Ca1 C1 C2 C3 160.77(13) 5_676 . . . ?
O1 C1 C2 C4 -174.39(13) . . . 7_566 ?
O2 C1 C2 C4 7.21(18) . . . 7_566 ?
Ca1 C1 C2 C4 -21.2(2) 5_676 . . 7_566 ?
C4 C2 C3 C4 -1.5(2) 7_566 . . . ?
C1 C2 C3 C4 176.57(12) . . . . ?
C2 C3 C4 O3 -176.54(12) . . . . ?
C2 C3 C4 C2 1.5(2) . . . 7_566 ?
N1 C6 C7 N2 0.2(2) . . . . ?
O4 C5 N1 C6 -174.52(19) . . . . ?
N2 C5 N1 C6 6.2(2) . . . . ?
C7 C6 N1 C5 -3.8(2) . . . . ?
O4 C5 N2 C7 174.63(18) . . . . ?
N1 C5 N2 C7 -6.1(2) . . . . ?
C6 C7 N2 C5 3.5(2) . . . . ?
O2 C1 O1 Ca1 92.5(3) . . . . ?
C2 C1 O1 Ca1 -85.7(3) . . . . ?
Ca1 C1 O1 Ca1 107.8(3) 5_676 . . . ?
O1 C1 O2 Ca1 25.7(2) . . . 5_676 ?
C2 C1 O2 Ca1 -155.97(9) . . . 5_676 ?
N2 C5 O4 Ca1 165.4(2) . . . . ?
N1 C5 O4 Ca1 -13.7(4) . . . . ?
