#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:26:33 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272636 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/39/7243976.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_7243976
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            'C11 H10 Ca N2 O5'
_chemical_formula_weight         290.29
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.7109(3)
_cell_length_b                   10.2710(4)
_cell_length_c                   17.7750(7)
_cell_measurement_reflns_used    7855
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.25
_cell_measurement_theta_min      2.29
_cell_volume                     1225.19(9)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0692
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            26052
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.163
_diffrn_reflns_theta_min         2.290
_exptl_absorpt_coefficient_mu    0.530
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.020
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_refine_diff_density_max         1.842
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details
;
 Flack x determined using 1154 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3622
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.199
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0594
_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)+(0.0436P)²+2.6297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1396
_refine_ls_wR_factor_ref         0.1436
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                3214
_reflns_number_total             3622
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01497h2.cif
_cod_data_source_block           CaMOF2alpha
_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_database_code               7243976
_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   0.989
_shelx_estimated_absorpt_t_max   0.995
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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 0.7291(8) 0.8975(5) 0.1209(3) 0.0179(9) Uani 1 1 d . . . . .
C2 C 0.8530(7) 0.9696(5) 0.1781(3) 0.0141(9) Uani 1 1 d . . . . .
C3 C 1.0510(7) 1.0026(5) 0.1653(3) 0.0185(10) Uani 1 1 d . . . . .
H3 H 1.114383 0.976386 0.119994 0.022 Uiso 1 1 calc R U . . .
C4 C 1.1561(7) 1.0731(5) 0.2182(3) 0.0213(10) Uani 1 1 d . . . . .
H4 H 1.292587 1.092892 0.209827 0.026 Uiso 1 1 calc R U . . .
C5 C 1.0626(7) 1.1154(5) 0.2838(3) 0.0176(10) Uani 1 1 d . . . . .
H5 H 1.133700 1.167139 0.319006 0.021 Uiso 1 1 calc R U . . .
C6 C 0.8653(7) 1.0819(5) 0.2976(3) 0.0146(9) Uani 1 1 d . . . . .
C7 C 0.7613(7) 1.0075(5) 0.2449(2) 0.0147(9) Uani 1 1 d . . . . .
H7 H 0.627429 0.982632 0.254626 0.018 Uiso 1 1 calc R U . . .
C8 C 1.2398(7) 0.6246(5) 0.1322(3) 0.0160(9) Uani 1 1 d . . . . .
C9 C 0.8407(8) 0.4842(5) 0.0424(3) 0.0182(10) Uani 1 1 d . . . . .
C10 C 0.8339(10) 0.2981(6) 0.1149(4) 0.0387(16) Uani 1 1 d . . . . .
H10A H 0.764511 0.216109 0.101801 0.046 Uiso 1 1 calc R U . . .
H10B H 0.849989 0.302789 0.170176 0.046 Uiso 1 1 calc R U . . .
C11 C 1.0370(9) 0.3070(6) 0.0749(4) 0.0324(14) Uani 1 1 d . . . . .
H11A H 1.147320 0.315237 0.111577 0.039 Uiso 1 1 calc R U . . .
H11B H 1.060882 0.230059 0.042620 0.039 Uiso 1 1 calc R U . . .
N1 N 0.7258(7) 0.4101(4) 0.0867(3) 0.0267(10) Uani 1 1 d . . . . .
H1 H 0.600534 0.427315 0.097422 0.032 Uiso 1 1 calc R U . . .
N2 N 1.0157(8) 0.4247(4) 0.0302(3) 0.0284(9) Uani 1 1 d . . . . .
H2 H 1.107000 0.453543 -0.001220 0.034 Uiso 1 1 calc R U . . .
O1 O 0.7932(5) 0.8894(4) 0.05384(19) 0.0190(7) Uani 1 1 d . . . . .
O2 O 0.5704(6) 0.8471(5) 0.1407(2) 0.0321(10) Uani 1 1 d . . . . .
O3 O 1.1629(5) 0.7110(3) 0.09107(18) 0.0159(7) Uani 1 1 d . . . . .
O4 O 0.9036(6) 0.9279(4) -0.1157(2) 0.0230(8) Uani 1 1 d . . . . .
O5 O 0.7920(5) 0.5930(3) 0.0165(2) 0.0183(7) Uani 1 1 d . . . . .
Ca1 Ca 1.00162(14) 0.76859(8) -0.02457(4) 0.01199(19) 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
O2 C1 O1 122.1(5) . . ?
O2 C1 C2 119.3(4) . . ?
O1 C1 C2 118.5(4) . . ?
O2 C1 Ca1 57.3(3) . 3_465 ?
O1 C1 Ca1 65.1(3) . 3_465 ?
C2 C1 Ca1 172.5(3) . 3_465 ?
C3 C2 C7 119.6(4) . . ?
C3 C2 C1 122.5(4) . . ?
C7 C2 C1 117.9(4) . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.2(5) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.0(5) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 119.5(4) . . ?
C5 C6 C8 121.5(4) . 4_755 ?
C7 C6 C8 118.9(4) . 4_755 ?
C2 C7 C6 120.3(4) . . ?
C2 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
O3 C8 O4 121.5(4) . 3_565 ?
O3 C8 C6 119.8(4) . 4_745 ?
O4 C8 C6 118.7(4) 3_565 4_745 ?
O3 C8 Ca1 65.6(3) . 3_565 ?
O4 C8 Ca1 57.6(3) 3_565 3_565 ?
C6 C8 Ca1 166.4(3) 4_745 3_565 ?
O5 C9 N1 125.0(5) . . ?
O5 C9 N2 125.1(5) . . ?
N1 C9 N2 109.9(4) . . ?
N1 C10 C11 103.7(5) . . ?
N1 C10 H10A 111.0 . . ?
C11 C10 H10A 111.0 . . ?
N1 C10 H10B 111.0 . . ?
C11 C10 H10B 111.0 . . ?
H10A C10 H10B 109.0 . . ?
N2 C11 C10 102.4(4) . . ?
N2 C11 H11A 111.3 . . ?
C10 C11 H11A 111.3 . . ?
N2 C11 H11B 111.3 . . ?
C10 C11 H11B 111.3 . . ?
H11A C11 H11B 109.2 . . ?
C9 N1 C10 111.5(5) . . ?
C9 N1 H1 124.3 . . ?
C10 N1 H1 124.3 . . ?
C9 N2 C11 112.1(5) . . ?
C9 N2 H2 124.0 . . ?
C11 N2 H2 124.0 . . ?
C1 O1 Ca1 143.0(3) . . ?
C1 O1 Ca1 88.5(3) . 3_465 ?
Ca1 O1 Ca1 89.99(12) . 3_465 ?
C1 O2 Ca1 97.3(3) . 3_465 ?
C8 O3 Ca1 148.9(3) . . ?
C8 O3 Ca1 87.9(3) . 3_565 ?
Ca1 O3 Ca1 89.13(11) . 3_565 ?
C8 O4 Ca1 96.1(3) 3_465 . ?
C9 O5 Ca1 129.0(3) . . ?
C9 O5 Ca1 135.5(3) . 3_465 ?
Ca1 O5 Ca1 92.78(11) . 3_465 ?
O1 Ca1 O4 82.87(13) . . ?
O1 Ca1 O3 83.66(12) . . ?
O4 Ca1 O3 150.77(12) . . ?
O1 Ca1 O5 82.34(13) . . ?
O4 Ca1 O5 123.92(13) . . ?
O3 Ca1 O5 79.55(12) . . ?
O1 Ca1 O5 97.76(13) . 3_565 ?
O4 Ca1 O5 81.93(12) . 3_565 ?
O3 Ca1 O5 74.34(12) . 3_565 ?
O5 Ca1 O5 153.69(9) . 3_565 ?
O1 Ca1 O2 152.03(14) . 3_565 ?
O4 Ca1 O2 79.13(15) . 3_565 ?
O3 Ca1 O2 121.53(13) . 3_565 ?
O5 Ca1 O2 90.13(15) . 3_565 ?
O5 Ca1 O2 100.68(14) 3_565 3_565 ?
O1 Ca1 O3 72.61(12) . 3_465 ?
O4 Ca1 O3 52.44(11) . 3_465 ?
O3 Ca1 O3 144.46(12) . 3_465 ?
O5 Ca1 O3 71.51(11) . 3_465 ?
O5 Ca1 O3 133.82(11) 3_565 3_465 ?
O2 Ca1 O3 79.45(12) 3_565 3_465 ?
O1 Ca1 O1 154.80(7) . 3_565 ?
O4 Ca1 O1 119.93(13) . 3_565 ?
O3 Ca1 O1 71.16(11) . 3_565 ?
O5 Ca1 O1 91.88(12) . 3_565 ?
O5 Ca1 O1 76.81(12) 3_565 3_565 ?
O2 Ca1 O1 51.66(12) 3_565 3_565 ?
O3 Ca1 O1 128.72(11) 3_465 3_565 ?
O1 Ca1 C8 79.90(13) . 3_465 ?
O4 Ca1 C8 26.36(13) . 3_465 ?
O3 Ca1 C8 163.56(13) . 3_465 ?
O5 Ca1 C8 97.67(13) . 3_465 ?
O5 Ca1 C8 108.29(13) 3_565 3_465 ?
O2 Ca1 C8 74.45(14) 3_565 3_465 ?
O3 Ca1 C8 26.53(12) 3_465 3_465 ?
O1 Ca1 C8 125.26(13) 3_565 3_465 ?
O1 Ca1 C1 174.71(14) . 3_565 ?
O4 Ca1 C1 98.58(14) . 3_565 ?
O3 Ca1 C1 97.21(13) . 3_565 ?
O5 Ca1 C1 92.67(13) . 3_565 ?
O5 Ca1 C1 87.49(14) 3_565 3_565 ?
O2 Ca1 C1 25.37(14) 3_565 3_565 ?
O3 Ca1 C1 104.19(13) 3_465 3_565 ?
O1 Ca1 C1 26.38(13) 3_565 3_565 ?
C8 Ca1 C1 99.11(14) 3_465 3_565 ?
O1 Ca1 Ca1 119.05(10) . 3_565 ?
O4 Ca1 Ca1 120.56(10) . 3_565 ?
O3 Ca1 Ca1 47.46(9) . 3_565 ?
O5 Ca1 Ca1 113.90(9) . 3_565 ?
O5 Ca1 Ca1 43.44(8) 3_565 3_565 ?
O2 Ca1 Ca1 88.65(10) 3_565 3_565 ?
O3 Ca1 Ca1 167.08(8) 3_465 3_565 ?
O1 Ca1 Ca1 41.96(8) 3_565 3_565 ?
C8 Ca1 Ca1 144.28(11) 3_465 3_565 ?
C1 Ca1 Ca1 64.61(11) 3_565 3_565 ?
O1 Ca1 Ca1 48.06(9) . 3_465 ?
O4 Ca1 Ca1 88.85(10) . 3_465 ?
O3 Ca1 Ca1 101.10(9) . 3_465 ?
O5 Ca1 Ca1 43.79(8) . 3_465 ?
O5 Ca1 Ca1 145.61(9) 3_565 3_465 ?
O2 Ca1 Ca1 110.04(11) 3_565 3_465 ?
O3 Ca1 Ca1 43.41(7) 3_465 3_465 ?
O1 Ca1 Ca1 135.00(9) 3_565 3_465 ?
C8 Ca1 Ca1 67.24(10) 3_465 3_465 ?
C1 Ca1 Ca1 126.75(11) 3_565 3_465 ?
Ca1 Ca1 Ca1 148.28(5) 3_565 3_465 ?
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 O2 1.235(7) . ?
C1 O1 1.271(6) . ?
C1 C2 1.507(7) . ?
C1 Ca1 2.859(5) 3_465 ?
C2 C3 1.390(7) . ?
C2 C7 1.393(6) . ?
C3 C4 1.380(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.396(6) . ?
C6 C8 1.498(6) 4_755 ?
C7 H7 0.9500 . ?
C8 O3 1.261(6) . ?
C8 O4 1.259(6) 3_565 ?
C8 Ca1 2.820(5) 3_565 ?
C9 O5 1.252(6) . ?
C9 N1 1.339(7) . ?
C9 N2 1.342(7) . ?
C10 N1 1.449(7) . ?
C10 C11 1.540(8) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N2 1.453(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?
O1 Ca1 2.332(4) . ?
O1 Ca1 2.595(4) 3_465 ?
O2 Ca1 2.426(4) 3_465 ?
O3 Ca1 2.397(3) . ?
O3 Ca1 2.570(4) 3_565 ?
O4 Ca1 2.394(4) . ?
O5 Ca1 2.401(3) . ?
O5 Ca1 2.417(4) 3_465 ?
Ca1 Ca1 3.4883(5) 3_565 ?
Ca1 Ca1 3.4883(5) 3_465 ?
