#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/15/7201522.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_7201522
loop_
_publ_author_name
'Martínez-Vargas, Sergio'
'Hernández-Ortega, Simón'
'Toscano, Rubén A.'
'Salazar-Mendoza, Domingo'
'Valdés-Martínez, Jesús'
_publ_section_title
;
 Controlling the geometry of Cu(ii) tectons to build one-dimensional
 hydrogen bonded chains
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              86
_journal_paper_doi               10.1039/b708585k
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety
'C27 H19 Cu N3 O5, 0.6(C H4 O), 2(H2 O), 0.4(H2 O)'
_chemical_formula_sum            'C27.6 H26.2 Cu N3 O8'
_chemical_formula_weight         591.46
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.590(10)
_cell_angle_beta                 85.08(2)
_cell_angle_gamma                84.950(10)
_cell_formula_units_Z            2
_cell_length_a                   7.0320(10)
_cell_length_b                   12.785(2)
_cell_length_c                   14.381(2)
_cell_measurement_reflns_used    40
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      12.50
_cell_measurement_theta_min      5.00
_cell_volume                     1281.4(3)
_computing_cell_refinement       'XSCANS ver 2.1 1993'
_computing_data_collection       'XSCANS ver 2.1 1993'
_computing_data_reduction        'XSCANS ver 2.1 1993'
_computing_molecular_graphics    'SHELXTL V 6.10'
_computing_publication_material  'SHELXTL V 6.10'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Siemens P4/PC diffractometer'
_diffrn_measurement_method       ω:2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4907
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        3
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.910
_exptl_absorpt_correction_T_max  0.77312
_exptl_absorpt_correction_T_min  0.72933
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(Sheldrick, 2000)'
_exptl_crystal_colour            'emerald green'
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         4504
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0510P)²+2.6878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1354
_reflns_number_gt                3786
_reflns_number_total             4504
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b708585k.txt
_cod_data_source_block           Compound-6
_cod_original_formula_sum        'C27.60 H26.20 Cu N3 O8'
_cod_database_code               7201522
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.32262(7) 0.52568(4) 0.73610(3) 0.03327(16) Uani 1 1 d . . .
O1 O 0.2942(4) 0.3964(2) 0.6790(2) 0.0391(6) Uani 1 1 d . . .
O2 O 0.0000(4) 0.4566(2) 0.6480(2) 0.0457(7) Uani 1 1 d . . .
O3 O 0.6381(4) 0.4769(3) 0.7445(2) 0.0485(7) Uani 1 1 d . . .
H3A H 0.7255 0.4943 0.7046 0.073 Uiso 1 1 d R . .
H3B H 0.6585 0.4152 0.7671 0.073 Uiso 1 1 d R . .
O4 O 0.3508(6) 0.0923(3) 0.7181(3) 0.0674(10) Uani 1 1 d . . .
O5 O 0.0986(5) 0.1946(3) 0.7730(2) 0.0545(8) Uani 1 1 d . . .
O6 O -0.2686(6) 0.2791(3) 0.8113(3) 0.0752(12) Uani 1 1 d . . .
H6A H -0.3391 0.2390 0.7863 0.113 Uiso 1 1 d R . .
H6B H -0.1532 0.2564 0.7951 0.113 Uiso 1 1 d R . .
O7 O 0.5335(6) 0.0976(3) 0.8753(3) 0.0754(11) Uani 1 1 d . . .
H7A H 0.4659 0.0926 0.8296 0.113 Uiso 1 1 d R . .
H7B H 0.4732 0.0847 0.9268 0.113 Uiso 1 1 d R . .
N1 N 0.2679(5) 0.4738(3) 0.8722(2) 0.0370(7) Uani 1 1 d . . .
N2 N 0.3219(5) 0.6573(2) 0.7980(2) 0.0343(7) Uani 1 1 d . . .
N3 N 0.3428(5) 0.6298(3) 0.6228(2) 0.0380(8) Uani 1 1 d . . .
C2 C 0.2689(6) 0.5491(3) 0.9344(3) 0.0366(8) Uani 1 1 d . . .
C3 C 0.2487(6) 0.5257(4) 1.0305(3) 0.0450(10) Uani 1 1 d . . .
H3 H 0.2515 0.5797 1.0738 0.054 Uiso 1 1 d R . .
C4 C 0.2259(7) 0.4217(4) 1.0621(3) 0.0546(12) Uani 1 1 d . . .
H4 H 0.2097 0.4032 1.1277 0.066 Uiso 1 1 d R . .
C5 C 0.2246(7) 0.3456(4) 0.9980(3) 0.0533(12) Uani 1 1 d . . .
H5 H 0.2107 0.2736 1.0183 0.064 Uiso 1 1 d R . .
C6 C 0.2442(7) 0.3749(3) 0.9031(3) 0.0459(10) Uani 1 1 d . . .
H6 H 0.2410 0.3222 0.8585 0.055 Uiso 1 1 d R . .
C8 C 0.2952(6) 0.6555(3) 0.8920(3) 0.0384(9) Uani 1 1 d . . .
C9 C 0.2942(7) 0.7469(4) 0.9386(3) 0.0521(11) Uani 1 1 d . . .
H9 H 0.2745 0.7466 1.0055 0.062 Uiso 1 1 d R . .
C10 C 0.3235(8) 0.8385(4) 0.8853(4) 0.0595(13) Uani 1 1 d . . .
H10 H 0.3249 0.9028 0.9163 0.071 Uiso 1 1 d R . .
C11 C 0.3497(7) 0.8405(3) 0.7889(4) 0.0508(11) Uani 1 1 d . . .
H11 H 0.3688 0.9048 0.7527 0.061 Uiso 1 1 d R . .
C12 C 0.3467(6) 0.7460(3) 0.7465(3) 0.0390(9) Uani 1 1 d . . .
C14 C 0.3602(6) 0.7306(3) 0.6448(3) 0.0392(9) Uani 1 1 d . . .
C15 C 0.3800(6) 0.8103(3) 0.5762(3) 0.0461(10) Uani 1 1 d . . .
H15 H 0.3946 0.8807 0.5925 0.055 Uiso 1 1 d R . .
C16 C 0.3809(6) 0.7876(4) 0.4840(3) 0.0513(12) Uani 1 1 d . . .
H16 H 0.3936 0.8425 0.4359 0.062 Uiso 1 1 d R . .
C17 C 0.3602(6) 0.6864(4) 0.4601(3) 0.0496(11) Uani 1 1 d . . .
H17 H 0.3590 0.6695 0.3959 0.060 Uiso 1 1 d R . .
C18 C 0.3418(6) 0.6099(4) 0.5325(3) 0.0430(10) Uani 1 1 d . . .
H18 H 0.3280 0.5390 0.5173 0.052 Uiso 1 1 d R . .
C19 C 0.1167(5) 0.3266(3) 0.4848(3) 0.0328(8) Uani 1 1 d . . .
H19 H 0.0947 0.3994 0.4650 0.039 Uiso 1 1 d R . .
C20 C 0.1379(5) 0.3005(3) 0.5778(3) 0.0307(8) Uani 1 1 d . . .
C21 C 0.1746(5) 0.1927(3) 0.6077(3) 0.0348(8) Uani 1 1 d . . .
C22 C 0.1786(6) 0.1173(3) 0.5436(3) 0.0425(10) Uani 1 1 d . . .
H22 H 0.1971 0.0447 0.5648 0.051 Uiso 1 1 d R . .
C23 C 0.1639(7) 0.0638(4) 0.3806(4) 0.0533(12) Uani 1 1 d . . .
H23 H 0.1812 -0.0091 0.4007 0.064 Uiso 1 1 d R . .
C24 C 0.1509(8) 0.0911(4) 0.2878(4) 0.0575(13) Uani 1 1 d . . .
H24 H 0.1558 0.0377 0.2433 0.069 Uiso 1 1 d R . .
C25 C 0.1279(7) 0.1985(4) 0.2579(3) 0.0522(11) Uani 1 1 d . . .
H25 H 0.1234 0.2178 0.1926 0.063 Uiso 1 1 d R . .
C26 C 0.1148(6) 0.2751(3) 0.3209(3) 0.0407(9) Uani 1 1 d . . .
H26 H 0.0944 0.3476 0.2999 0.049 Uiso 1 1 d R . .
C27 C 0.1284(5) 0.2492(3) 0.4174(3) 0.0340(8) Uani 1 1 d . . .
C28 C 0.1535(6) 0.1413(3) 0.4483(3) 0.0400(9) Uani 1 1 d . . .
C29 C 0.1384(5) 0.3899(3) 0.6411(3) 0.0305(8) Uani 1 1 d . . .
C30 C 0.2101(7) 0.1577(3) 0.7080(3) 0.0428(10) Uani 1 1 d . . .
O8 O -0.0489(13) 0.0608(6) 0.9160(5) 0.052(2) Uani 0.40 1 d P A 1
H8A H -0.1308 0.0595 0.8769 0.078 Uiso 0.40 1 d PR A 1
H8B H -0.0350 0.1222 0.9292 0.078 Uiso 0.40 1 d PR A 1
C31 C 0.2561(13) 0.0746(6) 1.0364(6) 0.0532(19) Uani 0.60 1 d P B 2
H31A H 0.3636 0.1139 1.0435 0.080 Uiso 0.60 1 d PR B 2
H31B H 0.2996 0.0019 1.0293 0.080 Uiso 0.60 1 d PR B 2
H31C H 0.1674 0.0806 1.0908 0.080 Uiso 0.60 1 d PR B 2
O9 O 0.1600(16) 0.1136(7) 0.9583(7) 0.119(3) Uani 0.60 1 d P B 2
H9A H 0.1412 0.1375 0.9031 0.179 Uiso 0.60 1 d PR B 2
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
_geom_angle_publ_flag
O1 Cu N2 173.82(13) . . ?
O1 Cu N1 97.83(13) . . ?
N2 Cu N1 79.84(14) . . ?
O1 Cu N3 102.06(13) . . ?
N2 Cu N3 79.47(14) . . ?
N1 Cu N3 158.20(13) . . ?
O1 Cu O3 89.51(12) . . ?
N2 Cu O3 96.20(13) . . ?
N1 Cu O3 90.27(13) . . ?
N3 Cu O3 98.68(13) . . ?
O1 Cu O2 49.40(10) . . ?
N2 Cu O2 125.28(11) . . ?
N1 Cu O2 102.11(12) . . ?
N3 Cu O2 84.46(12) . . ?
O3 Cu O2 138.01(10) . . ?
C29 O1 Cu 116.9(2) . . ?
C29 O2 Cu 69.7(2) . . ?
C6 N1 C2 119.5(4) . . ?
C6 N1 Cu 126.3(3) . . ?
C2 N1 Cu 114.0(3) . . ?
C12 N2 C8 122.2(4) . . ?
C12 N2 Cu 119.3(3) . . ?
C8 N2 Cu 118.6(3) . . ?
C18 N3 C14 118.2(4) . . ?
C18 N3 Cu 127.8(3) . . ?
C14 N3 Cu 114.0(3) . . ?
N1 C2 C3 121.6(4) . . ?
N1 C2 C8 114.6(3) . . ?
C3 C2 C8 123.8(4) . . ?
C2 C3 C4 118.4(4) . . ?
C5 C4 C3 119.6(4) . . ?
C4 C5 C6 118.9(4) . . ?
N1 C6 C5 122.0(4) . . ?
N2 C8 C9 120.4(4) . . ?
N2 C8 C2 112.8(3) . . ?
C9 C8 C2 126.8(4) . . ?
C8 C9 C10 117.5(5) . . ?
C11 C10 C9 122.2(4) . . ?
C10 C11 C12 117.4(4) . . ?
N2 C12 C11 120.4(4) . . ?
N2 C12 C14 112.8(4) . . ?
C11 C12 C14 126.7(4) . . ?
N3 C14 C15 121.4(4) . . ?
N3 C14 C12 114.1(4) . . ?
C15 C14 C12 124.5(4) . . ?
C16 C15 C14 119.4(4) . . ?
C15 C16 C17 120.3(4) . . ?
C16 C17 C18 117.3(4) . . ?
N3 C18 C17 123.4(4) . . ?
C20 C19 C27 121.9(3) . . ?
C19 C20 C21 119.4(4) . . ?
C19 C20 C29 116.9(3) . . ?
C21 C20 C29 123.4(3) . . ?
C22 C21 C20 118.9(4) . . ?
C22 C21 C30 118.3(3) . . ?
C20 C21 C30 122.7(4) . . ?
C21 C22 C28 122.9(4) . . ?
C24 C23 C28 121.4(4) . . ?
C23 C24 C25 119.7(4) . . ?
C26 C25 C24 120.7(4) . . ?
C25 C26 C27 120.9(4) . . ?
C26 C27 C19 122.5(4) . . ?
C26 C27 C28 118.9(4) . . ?
C19 C27 C28 118.6(4) . . ?
C22 C28 C23 123.4(4) . . ?
C22 C28 C27 118.1(4) . . ?
C23 C28 C27 118.4(4) . . ?
O2 C29 O1 123.7(4) . . ?
O2 C29 C20 120.3(4) . . ?
O1 C29 C20 115.7(3) . . ?
O4 C30 O5 125.4(4) . . ?
O4 C30 C21 115.6(4) . . ?
O5 C30 C21 118.9(4) . . ?
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
Cu O1 1.922(3) . ?
Cu N2 1.950(3) . ?
Cu N1 2.044(3) . ?
Cu N3 2.046(3) . ?
Cu O3 2.262(3) . ?
Cu O2 2.917(3) . ?
O1 C29 1.276(5) . ?
O2 C29 1.237(5) . ?
O4 C30 1.251(5) . ?
O5 C30 1.254(5) . ?
N1 C6 1.335(6) . ?
N1 C2 1.353(5) . ?
N2 C12 1.333(5) . ?
N2 C8 1.348(5) . ?
N3 C18 1.339(6) . ?
N3 C14 1.363(5) . ?
C2 C3 1.394(6) . ?
C2 C8 1.477(6) . ?
C3 C4 1.397(7) . ?
C4 C5 1.380(7) . ?
C5 C6 1.393(6) . ?
C8 C9 1.380(6) . ?
C9 C10 1.381(7) . ?
C10 C11 1.381(7) . ?
C11 C12 1.389(6) . ?
C12 C14 1.482(6) . ?
C14 C15 1.383(6) . ?
C15 C16 1.372(7) . ?
C16 C17 1.382(7) . ?
C17 C18 1.392(6) . ?
C19 C20 1.376(5) . ?
C19 C27 1.418(5) . ?
C20 C21 1.427(5) . ?
C20 C29 1.504(5) . ?
C21 C22 1.370(6) . ?
C21 C30 1.520(6) . ?
C22 C28 1.409(6) . ?
C23 C24 1.367(7) . ?
C23 C28 1.424(6) . ?
C24 C25 1.413(7) . ?
C25 C26 1.365(6) . ?
C26 C27 1.418(6) . ?
C27 C28 1.424(5) . ?
C31 O9 1.405(13) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3A O2 0.84 2.06 2.792(4) 145.7 1_655
O3 H3B O6 0.84 1.86 2.697(5) 173.7 1_655
O6 H6A O7 0.86 2.35 2.875(6) 119.9 1_455
O6 H6B O5 0.85 1.88 2.733(5) 172.8 .
O7 H7A O4 0.85 1.86 2.701(6) 170.5 .
O7 H7B O9 0.84 2.21 2.786(12) 125.8 .
O8 H8A O7 0.84 2.37 3.034(10) 136.4 1_455
O8 H8B O5 0.83 2.52 2.786(8) 100.2 .
O9 H9A O5 0.85 2.00 2.854(11) 179.5 .
