#------------------------------------------------------------------------------
#$Date: 2019-11-05 11:54:48 +0200 (Tue, 05 Nov 2019) $
#$Revision: 223319 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/16/7701612.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_7701612
loop_
_publ_author_name
'Zhao, Ming-Yu'
'Zhu, Jian-Nan'
'Li, Peng'
'Li, Wei'
'Cai, Ting'
'Cheng, Fang-Fang'
'Xiong, Wei-Wei'
_publ_section_title
;
 Structural variation of transition metal-organic frameworks using deep
 eutectic solvents with different hydrogen bond donors.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10199
_journal_page_last               10209
_journal_paper_doi               10.1039/c9dt01050e
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C7 H6 N2 O4 Cu'
_chemical_formula_sum            'C7 H6 Cu N2 O4'
_chemical_formula_weight         245.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-04-28 deposited with the CCDC.	2019-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.624(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7542(6)
_cell_length_b                   10.5032(6)
_cell_length_c                   9.6297(10)
_cell_measurement_reflns_used    716
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8360
_cell_measurement_theta_min      5.0670
_cell_volume                     783.46(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'DIAMOND. Version 3.0. Crystal Impact'
_computing_publication_material  'Windows Word 2010'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1806
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.282
_diffrn_reflns_theta_min         3.880
_exptl_absorpt_coefficient_mu    2.774
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_description       rod-like
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     66
_refine_ls_number_reflns         896
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0335
_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)+(0.0391P)²+0.2967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0792
_reflns_Friedel_coverage         0.000
_reflns_number_gt                750
_reflns_number_total             896
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt01050e2.cif
_cod_data_source_block           compound-2
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               7701612
_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. 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
Cu1 Cu 0.250000 0.16506(4) 0.500000 0.02540(19) Uani 1 2 d S T P
O1 O 0.0080(3) 0.3520(2) 0.1859(2) 0.0372(6) Uani 1 1 d . . .
O2 O 0.0860(3) 0.1965(2) 0.3349(2) 0.0300(5) Uani 1 1 d . . .
N2 N 0.250000 -0.0206(3) 0.500000 0.0362(9) Uani 1 2 d S T P
H2B H 0.180858 -0.048868 0.430372 0.054 Uiso 0.5 1 calc R U P
H2C H 0.356789 -0.048868 0.489310 0.054 Uiso 0.5 1 calc R U P
H2D H 0.212353 -0.048868 0.580317 0.054 Uiso 0.5 1 calc R U P
N1 N 0.250000 0.3454(3) 0.500000 0.0196(7) Uani 1 2 d S T P
C1 C 0.250000 0.6030(4) 0.500000 0.0282(10) Uani 1 2 d S T P
H1 H 0.250000 0.691531 0.499999 0.034 Uiso 1 2 calc R U P
C2 C 0.1624(4) 0.5379(3) 0.3929(3) 0.0258(7) Uani 1 1 d . . .
H2 H 0.104221 0.581388 0.320896 0.031 Uiso 1 1 calc R U .
C3 C 0.1645(4) 0.4066(3) 0.3967(3) 0.0221(6) Uani 1 1 d . . .
C4 C 0.0769(4) 0.3132(3) 0.2954(3) 0.0253(6) 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'
Cu Cu 0.3201 1.2651 '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'
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
N1 Cu1 N2 180.0 . .
N1 Cu1 O2 80.59(6) . 2_556
N2 Cu1 O2 99.41(6) . 2_556
N1 Cu1 O2 80.59(6) . .
N2 Cu1 O2 99.41(6) . .
O2 Cu1 O2 161.17(12) 2_556 .
C4 O2 Cu1 114.43(19) . .
Cu1 N2 H2B 109.5 . .
Cu1 N2 H2C 109.5 . .
H2B N2 H2C 109.5 . .
Cu1 N2 H2D 109.5 . .
H2B N2 H2D 109.5 . .
H2C N2 H2D 109.5 . .
Cu1 N2 H2B 109.470(2) . 2_556
H2B N2 H2B 141.1 . 2_556
H2C N2 H2B 56.2 . 2_556
H2D N2 H2B 56.3 . 2_556
Cu1 N2 H2C 109.470(2) . 2_556
H2B N2 H2C 56.3 . 2_556
H2C N2 H2C 141.1 . 2_556
H2D N2 H2C 56.3 . 2_556
H2B N2 H2C 109.5 2_556 2_556
Cu1 N2 H2D 109.471(2) . 2_556
H2B N2 H2D 56.3 . 2_556
H2C N2 H2D 56.3 . 2_556
H2D N2 H2D 141.1 . 2_556
H2B N2 H2D 109.5 2_556 2_556
H2C N2 H2D 109.5 2_556 2_556
C3 N1 C3 122.4(3) 2_556 .
C3 N1 Cu1 118.79(17) 2_556 .
C3 N1 Cu1 118.79(17) . .
C2 C1 C2 121.0(4) 2_556 .
C2 C1 H1 119.5 2_556 .
C2 C1 H1 119.5 . .
C3 C2 C1 117.9(3) . .
C3 C2 H2 121.1 . .
C1 C2 H2 121.1 . .
N1 C3 C2 120.4(3) . .
N1 C3 C4 111.1(3) . .
C2 C3 C4 128.5(3) . .
O1 C4 O2 125.9(3) . .
O1 C4 C3 120.0(3) . .
O2 C4 C3 114.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.894(3) .
Cu1 N2 1.950(4) .
Cu1 O2 2.017(2) 2_556
Cu1 O2 2.017(2) .
O1 C4 1.230(4) .
O2 C4 1.284(4) .
N2 H2B 0.8900 .
N2 H2C 0.8900 .
N2 H2D 0.8900 .
N2 H2B 0.8900 2_556
N2 H2C 0.8900 2_556
N2 H2D 0.8900 2_556
N1 C3 1.335(3) 2_556
N1 C3 1.335(3) .
C1 C2 1.389(4) 2_556
C1 C2 1.389(4) .
C1 H1 0.9300 .
C2 C3 1.380(4) .
C2 H2 0.9300 .
C3 C4 1.522(4) .
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_4
O2 Cu1 N1 C3 -5.19(14) 2_556 2_556
O2 Cu1 N1 C3 174.81(14) . 2_556
O2 Cu1 N1 C3 174.81(14) 2_556 .
O2 Cu1 N1 C3 -5.19(14) . .
C2 C1 C2 C3 0.31(18) 2_556 .
C3 N1 C3 C2 0.33(19) 2_556 .
Cu1 N1 C3 C2 -179.67(19) . .
C3 N1 C3 C4 -179.0(2) 2_556 .
Cu1 N1 C3 C4 1.0(2) . .
C1 C2 C3 N1 -0.6(4) . .
C1 C2 C3 C4 178.5(2) . .
Cu1 O2 C4 O1 167.9(3) . .
Cu1 O2 C4 C3 -10.9(3) . .
N1 C3 C4 O1 -172.1(2) . .
C2 C3 C4 O1 8.7(5) . .
N1 C3 C4 O2 6.8(3) . .
C2 C3 C4 O2 -172.4(3) . .
