#------------------------------------------------------------------------------
#$Date: 2018-05-29 15:22:31 +0300 (Tue, 29 May 2018) $
#$Revision: 208015 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/07/7230758.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_7230758
loop_
_publ_author_name
'Collings, Ines'
'Bykov, Maxim'
'Bykova, Elena'
'Hanfland, Michael'
'van Smaalen, Sander'
'Dubrovinsky, Leonid'
'Dubrovinskaia, Natalia'
_publ_section_title
;
 Disorder--order transitions in the perovskite metal--organic frameworks
 [(CH3)2NH2][M(HCOO)3] at high pressure
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C8CE00617B
_journal_year                    2018
_chemical_formula_moiety         'C3 H3 Cu O6, C2 H8 N'
_chemical_formula_sum            'C5 H11 Cu N O6'
_chemical_formula_weight         244.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-04-17 deposited with the CCDC.
2018-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                94.58(4)
_cell_angle_beta                 90.00(3)
_cell_angle_gamma                96.582(15)
_cell_formula_units_Z            1
_cell_length_a                   5.4601(9)
_cell_length_b                   5.9181(12)
_cell_length_c                   5.784(4)
_cell_measurement_reflns_used    71
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.4330
_cell_measurement_theta_min      4.3470
_cell_volume                     185.07(14)
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_molecular_graphics    'SHELXLE-2011 (Huebschle, 2011)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT-2015 (Sheldrick, 2015)'
_diffrn_ambient_pressure         '5.96 GPa'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7
_diffrn_measured_fraction_theta_full 0.549
_diffrn_measured_fraction_theta_max 0.382
_diffrn_measurement_device_type  'ID15B beamline, ESRF'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.41108
_diffrn_reflns_av_unetI/netI     0.1503
_diffrn_reflns_Laue_measured_fraction_full 0.549
_diffrn_reflns_Laue_measured_fraction_max 0.382
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            1072
_diffrn_reflns_point_group_measured_fraction_full 0.549
_diffrn_reflns_point_group_measured_fraction_max 0.382
_diffrn_reflns_theta_full        14.279
_diffrn_reflns_theta_max         19.504
_diffrn_reflns_theta_min         2.172
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.665
_exptl_absorpt_correction_T_max  1.930
_exptl_absorpt_correction_T_min  0.627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.195
_exptl_crystal_description       block
_exptl_crystal_F_000             125
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.020
_refine_diff_density_max         1.318
_refine_diff_density_min         -1.210
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.908
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         1072
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.908
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0823
_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)+(0.1361P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2031
_refine_ls_wR_factor_ref         0.2183
_reflns_Friedel_coverage         0.000
_reflns_number_gt                554
_reflns_number_total             1072
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce00617b2.cif
_cod_data_source_block           DMACuF_c2_p09
_cod_original_cell_volume        185.08(13)
_cod_database_code               7230758
_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   0.955
_shelx_estimated_absorpt_t_max   0.987
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_occupancy
Cu1 Cu 0.500000 0.500000 0.500000 0.0366(8) Uani 1 2 d S P
O1 O 0.632(2) 0.636(3) 0.801(2) 0.034(3) Uiso 0.5 1 d . P
O2 O 0.697(2) 0.590(3) 1.165(3) 0.035(3) Uiso 0.5 1 d . P
O3 O -0.1884(19) 0.613(3) 0.361(3) 0.028(3) Uiso 0.5 1 d . P
O4 O 0.214(2) 0.599(3) 0.366(3) 0.036(3) Uiso 0.5 1 d . P
O5 O 0.338(2) -0.181(3) 0.394(3) 0.038(3) Uiso 0.5 1 d . P
O6 O 0.368(2) 0.192(3) 0.389(3) 0.042(4) Uiso 0.5 1 d . P
C1 C 0.581(2) 0.541(3) 0.982(3) 0.019(4) Uiso 0.5 1 d . P
C3 C 0.440(2) 0.010(5) 0.459(3) 0.028(5) Uiso 0.5 1 d . P
C2 C 0.002(3) 0.547(3) 0.445(3) 0.021(4) Uiso 0.5 1 d . P
C4 C 0.159(2) -0.103(4) 0.919(3) 0.073(4) Uiso 1 1 d . .
N1 N -0.001(3) -0.021(5) 1.080(3) 0.041(4) Uiso 0.5 1 d . P
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0006 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0018 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.2463 0.4687 '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
O4 Cu1 O4 180.0(10) . 2_666
O4 Cu1 O6 92.9(7) . 2_666
O4 Cu1 O6 87.1(7) 2_666 2_666
O4 Cu1 O6 87.1(7) . .
O4 Cu1 O6 92.9(7) 2_666 .
O6 Cu1 O6 180.0 2_666 .
O4 Cu1 O3 65.4(6) . 2_566
O4 Cu1 O3 114.6(6) 2_666 2_566
O6 Cu1 O3 115.0(7) 2_666 2_566
O6 Cu1 O3 65.0(7) . 2_566
O4 Cu1 O3 114.6(6) . 1_655
O4 Cu1 O3 65.4(6) 2_666 1_655
O6 Cu1 O3 65.0(7) 2_666 1_655
O6 Cu1 O3 115.0(7) . 1_655
O3 Cu1 O3 180.0 2_566 1_655
O4 Cu1 O1 58.9(7) . 2_666
O4 Cu1 O1 121.1(7) 2_666 2_666
O6 Cu1 O1 133.0(7) 2_666 2_666
O6 Cu1 O1 47.0(7) . 2_666
O3 Cu1 O1 88.3(6) 2_566 2_666
O3 Cu1 O1 91.7(6) 1_655 2_666
O4 Cu1 O1 121.1(7) . .
O4 Cu1 O1 58.9(7) 2_666 .
O6 Cu1 O1 47.0(7) 2_666 .
O6 Cu1 O1 133.0(7) . .
O3 Cu1 O1 91.7(6) 2_566 .
O3 Cu1 O1 88.3(6) 1_655 .
O1 Cu1 O1 180.0 2_666 .
O4 Cu1 O2 93.7(6) . 2_667
O4 Cu1 O2 86.3(6) 2_666 2_667
O6 Cu1 O2 96.3(7) 2_666 2_667
O6 Cu1 O2 83.7(7) . 2_667
O3 Cu1 O2 34.1(5) 2_566 2_667
O3 Cu1 O2 145.9(5) 1_655 2_667
O1 Cu1 O2 120.3(5) 2_666 2_667
O1 Cu1 O2 59.7(5) . 2_667
O4 Cu1 O2 86.3(6) . 1_554
O4 Cu1 O2 93.7(6) 2_666 1_554
O6 Cu1 O2 83.7(7) 2_666 1_554
O6 Cu1 O2 96.3(7) . 1_554
O3 Cu1 O2 145.9(5) 2_566 1_554
O3 Cu1 O2 34.1(5) 1_655 1_554
O1 Cu1 O2 59.7(5) 2_666 1_554
O1 Cu1 O2 120.3(6) . 1_554
O2 Cu1 O2 180.0 2_667 1_554
O4 Cu1 O5 37.2(6) . 1_565
O4 Cu1 O5 142.8(7) 2_666 1_565
O6 Cu1 O5 57.0(6) 2_666 1_565
O6 Cu1 O5 123.0(6) . 1_565
O3 Cu1 O5 91.4(6) 2_566 1_565
O3 Cu1 O5 88.6(6) 1_655 1_565
O1 Cu1 O5 83.8(7) 2_666 1_565
O1 Cu1 O5 96.2(7) . 1_565
O2 Cu1 O5 105.3(6) 2_667 1_565
O2 Cu1 O5 74.7(6) 1_554 1_565
O4 Cu1 O5 142.8(7) . 2_656
O4 Cu1 O5 37.2(6) 2_666 2_656
O6 Cu1 O5 123.0(6) 2_666 2_656
O6 Cu1 O5 57.0(6) . 2_656
O3 Cu1 O5 88.6(6) 2_566 2_656
O3 Cu1 O5 91.4(6) 1_655 2_656
O1 Cu1 O5 96.2(7) 2_666 2_656
O1 Cu1 O5 83.8(7) . 2_656
O2 Cu1 O5 74.7(6) 2_667 2_656
O2 Cu1 O5 105.3(6) 1_554 2_656
O5 Cu1 O5 180.0 1_565 2_656
C1 O1 O6 160.2(16) . 2_666
C1 O1 Cu1 121.0(13) . .
O6 O1 Cu1 65.9(8) 2_666 .
C1 O2 O3 172(2) . 1_656
C1 O2 C1 31.6(13) . 2_667
O3 O2 C1 143.5(14) 1_656 2_667
C1 O2 Cu1 117.4(11) . 1_556
O3 O2 Cu1 58.7(9) 1_656 1_556
C1 O2 Cu1 85.9(7) 2_667 1_556
C2 O3 O2 137.4(17) . 1_454
C2 O3 C2 22.5(12) . 2_566
O2 O3 C2 141.5(17) 1_454 2_566
C2 O3 Cu1 115.4(12) . 1_455
O2 O3 Cu1 87.2(8) 1_454 1_455
C2 O3 Cu1 92.8(9) 2_566 1_455
C2 O4 O5 123.0(19) . 1_565
C2 O4 C2 26.5(12) . 2_566
O5 O4 C2 129.9(15) 1_565 2_566
C2 O4 Cu1 121.4(13) . .
O5 O4 Cu1 86.6(8) 1_565 .
C2 O4 Cu1 95.0(9) 2_566 .
C3 O5 O4 168.8(19) . 1_545
C3 O5 C3 28.7(17) . 2_656
O4 O5 C3 145.2(15) 1_545 2_656
C3 O5 Cu1 119.8(13) . 1_545
O4 O5 Cu1 56.2(10) 1_545 1_545
C3 O5 Cu1 91.1(9) 2_656 1_545
C3 O6 O1 149.4(17) . 2_666
C3 O6 Cu1 124.7(12) . .
O1 O6 Cu1 67.1(9) 2_666 .
C1 C1 O2 108(3) 2_667 .
C1 C1 O1 126(2) 2_667 .
O2 C1 O1 123.5(16) . .
C1 C1 O2 40.6(17) 2_667 2_667
O2 C1 O2 148.4(13) . 2_667
O1 C1 O2 86.7(11) . 2_667
C3 C3 O5 106(5) 2_656 .
C3 C3 O6 132(4) 2_656 .
O5 C3 O6 122.0(15) . .
C3 C3 O5 45(3) 2_656 2_656
O5 C3 O5 151.3(17) . 2_656
O6 C3 O5 86.7(16) . 2_656
C2 C2 O3 124(3) 2_566 .
C2 C2 O4 114(2) 2_566 .
O3 C2 O4 122.3(15) . .
C2 C2 O4 40.0(18) 2_566 2_566
O3 C2 O4 84.1(11) . 2_566
O4 C2 O4 153.5(12) . 2_566
C2 C2 O3 33.5(17) 2_566 2_566
O3 C2 O3 157.5(12) . 2_566
O4 C2 O3 80.2(11) . 2_566
O4 C2 O3 73.4(9) 2_566 2_566
N1 C4 N1 44.2(17) 2_557 .
N1 N1 C4 78(3) 2_557 2_557
N1 N1 C4 58(2) 2_557 .
C4 N1 C4 135.8(17) 2_557 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O4 1.914(13) .
Cu1 O4 1.914(13) 2_666
Cu1 O6 1.940(19) 2_666
Cu1 O6 1.940(19) .
Cu1 O3 1.954(12) 2_566
Cu1 O3 1.954(12) 1_655
Cu1 O1 1.958(15) 2_666
Cu1 O1 1.958(15) .
Cu1 O2 2.284(16) 2_667
Cu1 O2 2.284(16) 1_554
Cu1 O5 2.298(19) 1_565
Cu1 O5 2.298(19) 2_656
O1 C1 1.24(2) .
O1 O6 1.56(2) 2_666
O2 C1 1.23(2) .
O2 O3 1.28(2) 1_656
O2 C1 1.80(2) 2_667
O3 C2 1.26(2) .
O3 C2 1.90(2) 2_566
O4 C2 1.26(2) .
O4 O5 1.39(3) 1_565
O4 C2 1.80(2) 2_566
O5 C3 1.24(3) .
O5 C3 1.67(2) 2_656
O6 C3 1.28(3) .
C1 C1 0.99(3) 2_667
C3 C3 0.84(3) 2_656
C2 C2 0.88(3) 2_566
C4 N1 1.20(3) 2_557
C4 N1 1.37(3) .
N1 N1 0.98(4) 2_557
