#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:32:20 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223536 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/37/7233759.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_7233759
loop_
_publ_author_name
'Erhart, Oliver'
'Georgiev, Peter A.'
'Krautscheid, Harald'
_publ_section_title
;
 Desolvation process in the flexible metal--organic framework
 [Cu(Me-4py-trz-ia)], adsorption of dihydrogen and related structure
 responses
;
_journal_issue                   43
_journal_name_full               CrystEngComm
_journal_page_first              6523
_journal_paper_doi               10.1039/C9CE00992B
_journal_volume                  21
_journal_year                    2019
_chemical_formula_sum            'C16 H12 Cu N4 O5'
_chemical_formula_weight         403.84
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-07-22 deposited with the CCDC.    2019-09-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.001(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.251(2)
_cell_length_b                   13.399(2)
_cell_length_c                   14.6369(19)
_cell_measurement_reflns_used    10286
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      27.96
_cell_measurement_theta_min      2.47
_cell_volume                     2791.1(7)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE IPDS software'
_computing_data_reduction        'STOE X-AREA'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'STOE IPDS-I'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_unetI/netI     0.0676
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23693
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         2.468
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.804
_exptl_absorpt_correction_T_max  0.9790
_exptl_absorpt_correction_T_min  0.8814
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    0.961
_exptl_crystal_description       prism
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.118
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.043
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.827
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         6084
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.826
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0324
_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)+(0.0342P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0740
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3520
_reflns_number_total             6084
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00992b2.cif
_cod_data_source_block           oe_sq
_cod_depositor_comments
'Adding full bibliography for 7233759--7233763.cif.'
_cod_original_cell_volume        2790.9(7)
_cod_database_code               7233759
_shelx_shelxl_version_number     2014/7
_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   0.911
_shelx_estimated_absorpt_t_max   0.966
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
C1 C 0.36894(16) 0.4910(2) 0.14127(18) 0.0306(5) Uani 1 1 d . . .
C2 C 0.28957(15) 0.43643(16) 0.18439(16) 0.0244(5) Uani 1 1 d . . .
C3 C 0.26384(14) 0.34086(16) 0.15394(14) 0.0221(4) Uani 1 1 d . . .
H3 H 0.2973 0.3092 0.1085 0.026 Uiso 1 1 calc R U .
C4 C 0.18861(13) 0.29339(15) 0.19147(13) 0.0184(4) Uani 1 1 d . . .
C5 C 0.13789(14) 0.33888(16) 0.25828(14) 0.0209(4) Uani 1 1 d . . .
H5 H 0.0865 0.3061 0.2827 0.025 Uiso 1 1 calc R U .
C6 C 0.16424(15) 0.43362(16) 0.28865(15) 0.0231(4) Uani 1 1 d . . .
C7 C 0.24001(16) 0.48184(14) 0.25177(18) 0.0254(5) Uani 1 1 d . . .
H7 H 0.2577 0.5458 0.2728 0.030 Uiso 1 1 calc R U .
C8 C 0.11249(16) 0.48148(17) 0.36424(16) 0.0257(5) Uani 1 1 d . . .
C9 C 0.04111(19) 0.25232(19) 0.03968(18) 0.0387(6) Uani 1 1 d . . .
H9A H 0.0801 0.2807 -0.0061 0.058 Uiso 1 1 calc R U .
H9B H 0.0223 0.3045 0.0808 0.058 Uiso 1 1 calc R U .
H9C H -0.0143 0.2224 0.0098 0.058 Uiso 1 1 calc R U .
C10 C 0.09499(14) 0.17490(16) 0.09246(14) 0.0219(4) Uani 1 1 d . . .
C11 C 0.19270(15) 0.10383(16) 0.19207(15) 0.0224(4) Uani 1 1 d . . .
C12 C 0.26620(15) 0.08375(16) 0.26444(15) 0.0250(5) Uani 1 1 d . . .
C13 C 0.28948(17) 0.14986(19) 0.33531(16) 0.0313(5) Uani 1 1 d . . .
H13 H 0.2585 0.2116 0.3386 0.038 Uiso 1 1 calc R U .
C14 C 0.35870(17) 0.12380(19) 0.40092(17) 0.0328(5) Uani 1 1 d . . .
H14 H 0.3742 0.1693 0.4482 0.039 Uiso 1 1 calc R U .
C15 C 0.38190(18) -0.02684(19) 0.33172(18) 0.0394(6) Uani 1 1 d . . .
H15 H 0.4136 -0.0883 0.3302 0.047 Uiso 1 1 calc R U .
C16 C 0.31407(16) -0.0062(2) 0.26341(17) 0.0376(5) Uani 1 1 d . . .
H16 H 0.3005 -0.0528 0.2166 0.045 Uiso 1 1 calc R U .
Cu1 Cu 0.5000 0.0000 0.5000 0.03730(12) Uani 1 2 d S . P
Cu2 Cu 0.0000 0.0000 0.0000 0.01822(9) Uani 1 2 d S . P
N1 N 0.16132(11) 0.19498(13) 0.16090(11) 0.0191(4) Uani 1 1 d . . .
N2 N 0.08729(12) 0.07815(13) 0.08350(12) 0.0216(4) Uani 1 1 d . . .
N3 N 0.14822(13) 0.03214(13) 0.14577(13) 0.0245(4) Uani 1 1 d . . .
N4 N 0.40442(13) 0.03663(16) 0.39982(14) 0.0294(4) Uani 1 1 d . . .
O1 O 0.41394(12) 0.44178(14) 0.08610(11) 0.0334(4) Uani 1 1 d . . .
O2 O 0.38373(16) 0.57955(16) 0.1631(2) 0.0756(8) Uani 1 1 d . . .
O3 O 0.04806(11) 0.42921(12) 0.39662(10) 0.0268(3) Uani 1 1 d . . .
O4 O 0.13361(12) 0.56689(14) 0.39145(13) 0.0428(5) Uani 1 1 d . . .
O5 O 0.56905(19) 0.1805(2) 0.4977(2) 0.0750(7) Uani 1 1 d D . .
H5A H 0.607(2) 0.223(2) 0.521(2) 0.090 Uiso 1 1 d D U .
H5B H 0.575(3) 0.187(3) 0.4408(8) 0.090 Uiso 1 1 d D U .
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'
Cu Cu 0.3201 1.2651 '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
O2 C1 O1 125.8(2) . .
O2 C1 C2 118.3(2) . .
O1 C1 C2 115.9(2) . .
C7 C2 C3 119.65(19) . .
C7 C2 C1 120.4(2) . .
C3 C2 C1 119.9(2) . .
C4 C3 C2 119.32(19) . .
C3 C4 C5 121.38(19) . .
C3 C4 N1 119.98(17) . .
C5 C4 N1 118.64(17) . .
C4 C5 C6 118.99(19) . .
C5 C6 C7 120.14(19) . .
C5 C6 C8 119.31(19) . .
C7 C6 C8 120.5(2) . .
C2 C7 C6 120.51(19) . .
O4 C8 O3 123.9(2) . .
O4 C8 C6 120.5(2) . .
O3 C8 C6 115.61(19) . .
N2 C10 N1 108.65(19) . .
N2 C10 C9 127.1(2) . .
N1 C10 C9 124.3(2) . .
N3 C11 N1 109.78(18) . .
N3 C11 C12 122.72(19) . .
N1 C11 C12 127.49(19) . .
C16 C12 C13 117.6(2) . .
C16 C12 C11 118.8(2) . .
C13 C12 C11 123.5(2) . .
C14 C13 C12 119.3(2) . .
N4 C14 C13 122.8(2) . .
N4 C15 C16 123.0(2) . .
C15 C16 C12 119.5(2) . .
O1 Cu1 O1 180.00(7) 4_566 2_645
O1 Cu1 N4 87.08(7) 4_566 .
O1 Cu1 N4 92.92(7) 2_645 .
O1 Cu1 N4 92.92(7) 4_566 3_656
O1 Cu1 N4 87.08(7) 2_645 3_656
N4 Cu1 N4 180.00(11) . 3_656
O3 Cu2 O3 180.00(12) 4_565 2_545
O3 Cu2 N2 90.75(7) 4_565 3
O3 Cu2 N2 89.25(7) 2_545 3
O3 Cu2 N2 89.25(7) 4_565 .
O3 Cu2 N2 90.75(7) 2_545 .
N2 Cu2 N2 180.0 3 .
C10 N1 C11 105.64(17) . .
C10 N1 C4 124.95(17) . .
C11 N1 C4 129.41(17) . .
C10 N2 N3 109.40(17) . .
C10 N2 Cu2 128.95(15) . .
N3 N2 Cu2 121.60(13) . .
C11 N3 N2 106.54(17) . .
C15 N4 C14 117.8(2) . .
C15 N4 Cu1 121.07(16) . .
C14 N4 Cu1 121.09(17) . .
C1 O1 Cu1 124.42(17) . 2_655
C8 O3 Cu2 108.29(14) . 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.244(3) .
C1 O1 1.246(3) .
C1 C2 1.512(3) .
C2 C7 1.384(3) .
C2 C3 1.398(3) .
C3 C4 1.385(3) .
C4 C5 1.387(3) .
C4 N1 1.439(3) .
C5 C6 1.390(3) .
C6 C7 1.391(3) .
C6 C8 1.505(3) .
C8 O4 1.243(3) .
C8 O3 1.266(3) .
C9 C10 1.483(3) .
C10 N2 1.307(3) .
C10 N1 1.368(3) .
C11 N3 1.319(3) .
C11 N1 1.370(3) .
C11 C12 1.475(3) .
C12 C16 1.385(3) .
C12 C13 1.391(3) .
C13 C14 1.385(3) .
C14 N4 1.338(3) .
C15 N4 1.336(3) .
C15 C16 1.382(3) .
Cu1 O1 1.9653(15) 4_566
Cu1 O1 1.9653(15) 2_645
Cu1 N4 2.0092(19) .
Cu1 N4 2.0093(19) 3_656
Cu2 O3 1.9408(14) 4_565
Cu2 O3 1.9408(14) 2_545
Cu2 N2 1.9946(18) 3
Cu2 N2 1.9946(18) .
N2 N3 1.372(3) .
O1 Cu1 1.9653(15) 2_655
O3 Cu2 1.9408(14) 2
