#------------------------------------------------------------------------------
#$Date: 2024-12-10 10:45:32 +0200 (Tue, 10 Dec 2024) $
#$Revision: 296814 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/93/7239331.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_7239331
loop_
_publ_author_name
'Taddei, Marco'
'Ienco, Andrea'
'Costantino, Ferdinando'
'Guerri, Annalisa'
_publ_section_title
;
 Supramolecular interactions impacting on the water stability of tubular
 metal--organic frameworks
;
_journal_issue                   48
_journal_name_full               'RSC Advances'
_journal_page_first              26177
_journal_paper_doi               10.1039/c3ra44910f
_journal_volume                  3
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C19 H20 Cu1 N1 O5 P2'
_chemical_formula_sum            'C19 H20 Cu N O5 P2'
_chemical_formula_weight         467.84
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2013-08-21T15:06:50-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                64.365(4)
_cell_angle_beta                 80.711(3)
_cell_angle_gamma                86.393(3)
_cell_formula_units_Z            2
_cell_length_a                   5.6921(2)
_cell_length_b                   13.3051(5)
_cell_length_c                   13.9862(6)
_cell_measurement_reflns_used    6736
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      72.2622
_cell_measurement_theta_min      3.8624
_cell_measurement_wavelength     0.71073
_cell_volume                     942.42(7)
_computing_cell_refinement
;
        CrysAlis RED, Oxford Diffraction Ltd.,
        Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
        (compiled May  8 2007,13:10:02)
;
_computing_data_collection
;
        CrysAlis CCD, Oxford Diffraction Ltd.,
        Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
        (compiled May  8 2007,13:10:02)
;
_computing_data_reduction
;
        CrysAlis RED, Oxford Diffraction Ltd.,
        Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
        (compiled May  8 2007,13:10:02)
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.1241
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_orient_matrix_UB_11      0.1163197463
_diffrn_orient_matrix_UB_12      -0.0259236254
_diffrn_orient_matrix_UB_13      -0.0941685315
_diffrn_orient_matrix_UB_21      0.0291587558
_diffrn_orient_matrix_UB_22      -0.1226169115
_diffrn_orient_matrix_UB_23      0.0787100895
_diffrn_orient_matrix_UB_31      -0.2466135853
_diffrn_orient_matrix_UB_32      -0.0279325445
_diffrn_orient_matrix_UB_33      -0.0144650299
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0816
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17585
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.68
_diffrn_reflns_theta_max         72.375
_diffrn_reflns_theta_min         3.865
_exptl_absorpt_coefficient_mu    3.532
_exptl_absorpt_correction_T_max  0.838
_exptl_absorpt_correction_T_min  0.393
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlis RED, Oxford Diffraction Ltd.,
        Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
        (compiled May  8 2007,13:10:02)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         3666
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0551P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0983
_reflns_number_gt                2506
_reflns_number_total             3666
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c3ra44910f.txt
_cod_data_source_block           stripcu
_cod_database_code               7239331
loop_
_symmetry_equiv_pos_as_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_calc_flag
Cu1 Cu 0.44425(9) 0.02729(4) 0.14008(4) 0.02089(15) Uani 1 d
P1 P -0.07904(15) 0.10027(6) 0.22335(6) 0.01893(19) Uani 1 d
P2 P 0.18548(15) 0.23064(6) -0.00114(6) 0.01881(19) Uani 1 d
N1 N 0.4679(5) -0.1390(2) 0.2289(2) 0.0211(6) Uani 1 d
O1 O 0.1164(4) 0.02105(16) 0.21279(16) 0.0217(5) Uani 1 d
O2 O -0.3288(4) 0.06081(17) 0.23711(17) 0.0217(5) Uani 1 d
O3 O 0.4165(4) 0.18511(16) 0.04191(17) 0.0229(5) Uani 1 d
O4 O 0.0748(4) 0.17134(17) -0.05374(17) 0.0235(5) Uani 1 d
O5 O 0.7148(5) 0.0215(2) 0.0336(2) 0.0239(5) Uani 1 d
H5A H 0.797(7) -0.048(4) 0.054(3) 0.060(14) Uiso 1 d
H5B H 0.808(8) 0.064(4) 0.012(4) 0.061(18) Uiso 1 d
C1 C -0.0317(6) 0.2355(2) 0.1069(2) 0.0240(8) Uani 1 d
H1A H -0.1851 0.2618 0.08 0.029 Uiso 1 calc
H1B H 0.0223 0.2901 0.1295 0.029 Uiso 1 calc
C11 C -0.0523(6) 0.1277(2) 0.3370(2) 0.0203(7) Uani 1 d
C12 C 0.1507(6) 0.1769(3) 0.3427(3) 0.0259(8) Uani 1 d
H12 H 0.2813 0.1957 0.2862 0.031 Uiso 1 calc
C13 C 0.1634(7) 0.1985(3) 0.4304(3) 0.0300(8) Uani 1 d
H13 H 0.3016 0.2331 0.4331 0.036 Uiso 1 calc
C14 C -0.0244(7) 0.1699(3) 0.5137(3) 0.0317(8) Uani 1 d
H14 H -0.0158 0.185 0.5735 0.038 Uiso 1 calc
C15 C -0.2240(7) 0.1193(3) 0.5097(3) 0.0304(8) Uani 1 d
H15 H -0.352 0.0982 0.5675 0.037 Uiso 1 calc
C16 C -0.2389(6) 0.0990(3) 0.4209(2) 0.0249(7) Uani 1 d
H16 H -0.3782 0.0652 0.4181 0.03 Uiso 1 calc
C21 C 0.2418(6) 0.3743(2) -0.0949(3) 0.0229(7) Uani 1 d
C22 C 0.4320(7) 0.4326(3) -0.0940(4) 0.0504(12) Uani 1 d
H22 H 0.5385 0.3965 -0.0436 0.061 Uiso 1 calc
C23 C 0.4694(8) 0.5432(3) -0.1656(4) 0.0643(15) Uani 1 d
H23 H 0.6018 0.5822 -0.1638 0.077 Uiso 1 calc
C24 C 0.3193(8) 0.5975(3) -0.2388(3) 0.0495(12) Uani 1 d
H24 H 0.3472 0.6734 -0.2881 0.059 Uiso 1 calc
C25 C 0.1268(9) 0.5404(3) -0.2399(3) 0.0542(12) Uani 1 d
H25 H 0.0197 0.5771 -0.2898 0.065 Uiso 1 calc
C26 C 0.0896(8) 0.4293(3) -0.1681(3) 0.0432(11) Uani 1 d
H26 H -0.0434 0.3905 -0.1695 0.052 Uiso 1 calc
C31 C 0.3032(7) -0.2113(3) 0.2370(3) 0.0308(8) Uani 1 d
H31 H 0.1795 -0.1842 0.1941 0.037 Uiso 1 calc
C32 C 0.3063(7) -0.3236(3) 0.3052(3) 0.0374(10) Uani 1 d
H32 H 0.1866 -0.3719 0.308 0.045 Uiso 1 calc
C33 C 0.4828(8) -0.3662(3) 0.3694(3) 0.0381(10) Uani 1 d
C34 C 0.6556(8) -0.2912(3) 0.3584(3) 0.0397(10) Uani 1 d
H34 H 0.7815 -0.3162 0.4001 0.048 Uiso 1 calc
C35 C 0.6451(7) -0.1809(3) 0.2874(3) 0.0297(8) Uani 1 d
H35 H 0.7693 -0.1321 0.2793 0.036 Uiso 1 calc
C36 C 0.4879(12) -0.4879(3) 0.4473(3) 0.0699(16) Uani 1 d
H36A H 0.3388 -0.5234 0.4488 0.084 Uiso 1 calc
H36B H 0.6211 -0.5235 0.4187 0.084 Uiso 1 calc
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
O3 Cu1 O1 92.38(9) . .
O3 Cu1 O5 86.57(10) . .
O1 Cu1 O5 159.86(10) . .
O3 Cu1 N1 174.22(10) . .
O1 Cu1 N1 88.77(10) . .
O5 Cu1 N1 90.39(11) . .
O3 Cu1 O2 94.21(9) . 1_655
O1 Cu1 O2 105.74(8) . 1_655
O5 Cu1 O2 94.40(9) . 1_655
N1 Cu1 O2 90.92(10) . 1_655
O2 P1 O1 115.62(12) . .
O2 P1 C11 107.81(14) . .
O1 P1 C11 109.15(14) . .
O2 P1 C1 109.34(14) . .
O1 P1 C1 109.33(13) . .
C11 P1 C1 105.06(14) . .
O4 P2 O3 117.74(13) . .
O4 P2 C21 109.38(14) . .
O3 P2 C21 106.72(14) . .
O4 P2 C1 108.51(14) . .
O3 P2 C1 108.70(14) . .
C21 P2 C1 105.07(14) . .
C35 N1 C31 117.0(3) . .
C35 N1 Cu1 120.6(2) . .
C31 N1 Cu1 122.4(2) . .
P1 O1 Cu1 139.06(13) . .
P1 O2 Cu1 137.30(13) . 1_455
P2 O3 Cu1 120.88(13) . .
Cu1 O5 H5A 116(3) . .
Cu1 O5 H5B 120(4) . .
H5A O5 H5B 105(4) . .
P2 C1 P1 113.00(16) . .
P2 C1 H1A 109 . .
P1 C1 H1A 109 . .
P2 C1 H1B 109 . .
P1 C1 H1B 109 . .
H1A C1 H1B 107.8 . .
C16 C11 C12 118.9(3) . .
C16 C11 P1 119.1(3) . .
C12 C11 P1 122.0(3) . .
C13 C12 C11 120.5(3) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C14 C13 C12 120.2(3) . .
C14 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
C15 C14 C13 119.8(3) . .
C15 C14 H14 120.1 . .
C13 C14 H14 120.1 . .
C14 C15 C16 120.2(3) . .
C14 C15 H15 119.9 . .
C16 C15 H15 119.9 . .
C11 C16 C15 120.5(3) . .
C11 C16 H16 119.8 . .
C15 C16 H16 119.8 . .
C22 C21 C26 118.3(3) . .
C22 C21 P2 121.6(3) . .
C26 C21 P2 120.1(3) . .
C21 C22 C23 120.6(4) . .
C21 C22 H22 119.7 . .
C23 C22 H22 119.7 . .
C24 C23 C22 121.1(4) . .
C24 C23 H23 119.5 . .
C22 C23 H23 119.5 . .
C23 C24 C25 118.9(4) . .
C23 C24 H24 120.6 . .
C25 C24 H24 120.6 . .
C24 C25 C26 120.0(4) . .
C24 C25 H25 120 . .
C26 C25 H25 120 . .
C21 C26 C25 121.2(4) . .
C21 C26 H26 119.4 . .
C25 C26 H26 119.4 . .
N1 C31 C32 122.7(3) . .
N1 C31 H31 118.7 . .
C32 C31 H31 118.7 . .
C31 C32 C33 120.4(3) . .
C31 C32 H32 119.8 . .
C33 C32 H32 119.8 . .
C32 C33 C34 116.4(3) . .
C32 C33 C36 121.9(4) . .
C34 C33 C36 121.7(4) . .
C35 C34 C33 120.3(3) . .
C35 C34 H34 119.8 . .
C33 C34 H34 119.8 . .
N1 C35 C34 123.1(3) . .
N1 C35 H35 118.5 . .
C34 C35 H35 118.5 . .
C36 C36 C33 117.2(4) 2_646 .
C36 C36 H36A 108 2_646 .
C33 C36 H36A 108 . .
C36 C36 H36B 108 2_646 .
C33 C36 H36B 108 . .
H36A C36 H36B 107.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3 1.963(2) .
Cu1 O1 1.964(2) .
Cu1 O5 1.985(2) .
Cu1 N1 2.023(2) .
Cu1 O2 2.207(2) 1_655
P1 O2 1.501(2) .
P1 O1 1.518(2) .
P1 C11 1.808(3) .
P1 C1 1.829(3) .
P2 O4 1.508(2) .
P2 O3 1.516(2) .
P2 C21 1.803(3) .
P2 C1 1.813(3) .
N1 C35 1.341(4) .
N1 C31 1.343(4) .
O2 Cu1 2.207(2) 1_455
O5 H5A 0.96(4) .
O5 H5B 0.72(4) .
C1 H1A 0.99 .
C1 H1B 0.99 .
C11 C16 1.382(4) .
C11 C12 1.393(4) .
C12 C13 1.389(5) .
C12 H12 0.95 .
C13 C14 1.382(5) .
C13 H13 0.95 .
C14 C15 1.377(5) .
C14 H14 0.95 .
C15 C16 1.397(5) .
C15 H15 0.95 .
C16 H16 0.95 .
C21 C22 1.376(5) .
C21 C26 1.375(5) .
C22 C23 1.382(5) .
C22 H22 0.95 .
C23 C24 1.366(6) .
C23 H23 0.95 .
C24 C25 1.378(6) .
C24 H24 0.95 .
C25 C26 1.388(5) .
C25 H25 0.95 .
C26 H26 0.95 .
C31 C32 1.383(5) .
C31 H31 0.95 .
C32 C33 1.384(5) .
C32 H32 0.95 .
C33 C34 1.389(5) .
C33 C36 1.512(5) .
C34 C35 1.375(4) .
C34 H34 0.95 .
C35 H35 0.95 .
C36 C36 1.395(8) 2_646
C36 H36A 0.99 .
C36 H36B 0.99 .
